Art Tobias v. Michael Arteaga ( 2021 )


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  •                     FOR PUBLICATION
    UNITED STATES COURT OF APPEALS
    FOR THE NINTH CIRCUIT
    ART TOBIAS,                                      No. 18-56360
    Plaintiff-Appellee,
    D.C. No.
    v.                          2:17-cv-01076-
    DSF-AS
    MICHAEL ARTEAGA; JEFF CORTINA;
    J. MOTTO; JULIAN PERE,
    Defendants-Appellants.                OPINION
    Appeal from the United States District Court
    for the Central District of California
    Dale S. Fischer, District Judge, Presiding
    Argued and Submitted October 15, 2019
    Memorandum Disposition Filed February 25, 2020
    Petition for Rehearing Granted and Submission Vacated
    August 17, 2020
    Resubmitted April 20, 2021
    Pasadena, California
    Filed April 27, 2021
    Before: Kim McLane Wardlaw and Daniel P. Collins,
    Circuit Judges, and Benjamin H. Settle, * District Judge.
    Opinion by Judge Wardlaw;
    Partial Concurrence and Partial Dissent by Judge Collins
    *
    The Honorable Benjamin H. Settle, United States District Judge
    for the Western District of Washington, sitting by designation.
    2                      TOBIAS V. ARTEAGA
    SUMMARY **
    Civil Rights
    The panel affirmed in part and reversed in part the
    district court’s order denying, on summary judgment,
    qualified immunity to Los Angeles Police Department
    detectives in an action brought pursuant to 
    42 U.S.C. § 1983
    alleging that defendants coerced plaintiff’s confession, when
    he was thirteen years old, for a murder he did not commit.
    The panel affirmed the district court’s denial of qualified
    immunity on the Fifth Amendment claims that the officers
    continued to question plaintiff after he invoked his Miranda
    right to silence and that they engaged in unconstitutional
    coercive questioning tactics. The panel held that it was
    clearly established at the time of plaintiff’s interrogation that
    the statement “Could I have an attorney? Because that’s not
    me,” was an unambiguous request for an attorney. It was
    also established at the time of plaintiff’s interrogation that a
    coercive interrogation exists when the totality of the
    circumstances shows that the officer’s tactics undermined
    the suspect’s ability to exercise his free will, rendering his
    statements involuntary. The panel concluded that under this
    clearly established law, Detective Arteaga violated
    plaintiff’s Fifth Amendment rights with his repeated
    assertions that the court would consider plaintiff a “cold
    blooded killer” and “might throw the book at [him]” if he did
    not confess.
    **
    This summary constitutes no part of the opinion of the court. It
    has been prepared by court staff for the convenience of the reader.
    TOBIAS V. ARTEAGA                        3
    The panel held that although Detectives Cortina and Pere
    did not make threats of harsher punishment based on lack of
    cooperation, to the extent they were aware of the violation
    as it happened, they may have had a duty to intercede and
    would not be entitled to qualified immunity. Because neither
    side presented evidence as to Cortina and Pere’s
    involvement in the interrogation, the panel remanded for the
    district court to consider in the first instance whether there
    were material facts in dispute as to Cortina and Pere’s
    liability for Arteaga’s actions.
    The panel held that the officers were entitled to qualified
    immunity as to plaintiff’s Fifth and Fourteenth Amendment
    fabrication-of-evidence claim, asserted under Devereaux v.
    Abbey, 
    263 F.3d 1070
     (9th Cir. 2001) (en banc), to the extent
    that the claim was based on the contention that plaintiff’s
    confession was the asserted fabricated evidence.
    The panel reversed the denial of qualified immunity on
    plaintiff’s Fourteenth Amendment substantive due process
    claim because it was not clearly established that the abusive
    interrogation techniques used by the officers rose to the level
    of abuse of power that shocked the conscience.
    Concurring in part, concurring in the judgment in part
    and dissenting in part, Judge Collins agreed with the
    majority that the relevant officers involved in the
    interrogation were not entitled to qualified immunity with
    respect to plaintiff’s Fifth Amendment right to counsel
    claim, and he therefore concurred to that extent in Part III(A)
    of the opinion. He also agreed with the majority’s ultimate
    conclusion to reverse the district court’s denial of qualified
    immunity with respect to plaintiff’s Fourteenth Amendment
    due process claim, but his reasoning differed somewhat from
    the majority’s and so he concurred only in the judgment as
    to Part III(C). Judge Collins agreed with the majority that
    4                   TOBIAS V. ARTEAGA
    the officers were entitled to summary judgment on plaintiff’s
    fabrication-of-evidence claim under Devereaux v. Abbey,
    
    263 F.3d 1070
     (9th Cir. 2001) (en banc), to the extent that
    that claim was based on the allegedly coerced confession.
    Lastly, because in Judge Collins’s view then-existing
    precedent did not clearly establish that the officers’
    combination of tactics would be deemed coercive, he would
    reverse the district court’s denial of qualified immunity with
    respect to plaintiff’s coerced confession claim. He therefore
    dissented from the majority’s opinion as to Part III(B).
    TOBIAS V. ARTEAGA                    5
    COUNSEL
    Kevin E. Gilbert (argued), Orbach Huff Suarez &
    Henderson, Pleasanton, California; Timothy T. Coates,
    Greines Martin Stein & Richland LLP, Los Angeles,
    California; for Defendants-Appellants.
    Calvin House (argued), Gutierrez Preciado & House LLP,
    Pasadena, California, for Defendants.
    David B. Owens (argued), Anand Swaminathan, and Megan
    Pierce, Loevy & Loevy, Chicago, Illinois, for Plaintiff-
    Appellee.
    Steven A. Drizin and Laura H. Nirider, Bluhm Legal Clinic,
    Northwestern Pritzker School of Law, Chicago, Illinois;
    Seth P. Waxman and Drew Van Denover, Wilmer Cutler
    Pickering Hale and Dorr LLP, Washington, D.C.; Alan E.
    Schoenfeld, Wilmer Cutler Pickering Hale and Dorr LLP,
    New York, New York; for Amicus Curiae Center on
    Wrongful Convictions of Youth.
    Clark M. Neily III and Jay R. Schweikert, Cato Institute,
    Washington, D.C., for Amicus Curiae The Cato Institute.
    6                   TOBIAS V. ARTEAGA
    OPINION
    WARDLAW, Circuit Judge:
    Thirteen year old Art Tobias confessed to the murder of
    Alex Castaneda—a murder he did not commit—after an
    interrogation in which Los Angeles Police Department
    (LAPD) Detectives Michael Arteaga, Julian Pere, and Jeff
    Cortina ignored his request for an attorney, told him that he
    would look like a “cold-blooded killer” if he did not confess,
    and suggested that if he were to exercise his right to remain
    silent he would receive harsher treatment by the court.
    Tobias was convicted in juvenile court and sentenced to
    25 years’ imprisonment. The California Court of Appeal
    reversed the conviction, concluding that Tobias’s confession
    should have been suppressed by the juvenile court because
    the detectives failed to respect his unambiguous request for
    an attorney. All parties now agree that Tobias did not
    murder Alex Castaneda.
    This appeal arises from Tobias’s subsequent 
    42 U.S.C. § 1983
     action against the three LAPD Detectives who
    conducted the interrogation in which Tobias confessed to
    killing Castaneda. Tobias asserted violations of his Fifth and
    Fourteenth Amendment rights. The LAPD detectives now
    appeal the district court’s denial of their motion for summary
    judgment based on qualified immunity for their interrogation
    tactics. We affirm the denial of qualified immunity on the
    Fifth Amendment claims that the officers continued to
    question Tobias after he invoked his right to silence and that
    they engaged in unconstitutional coercive questioning
    tactics. We reverse the denial of qualified immunity on
    Tobias’s Fourteenth Amendment substantive due process
    claim because it was not clearly established that the abusive
    TOBIAS V. ARTEAGA                              7
    interrogation techniques used by the officers rose to the level
    of “abuse of power that shocks the conscience.” 1
    I.
    A.
    Alex Castaneda was shot and killed in Los Angeles in
    the early morning of August 18, 2012. A security camera on
    a nearby building captured video of the shooter. LAPD
    Detectives John Motto and Julian Pere were among the
    officers who responded to the scene, where they learned
    from witnesses that one of the assailants had said “Fuck 18th
    Street” and “Salvatrucha,” suggesting that the shooting was
    related to an ongoing feud between the Mara Salvatrucha
    (MS-13) and 18th Street gangs.
    The detectives identified 13-year-old Art Tobias as a
    suspect after showing the video of the shooting to LAPD
    gang enforcement officer Marshall Cooley. Cooley had
    never met Tobias in person, but earlier that evening he had
    seen photos of him when Tobias’s mother, Helen Contreras,
    1
    Detectives Arteaga, Cortina, and Pere and a fourth officer,
    Detective Motto, also challenge the district court’s denial of qualified
    immunity as to Tobias’s Fifth and Fourteenth Amendment fabrication-
    of-evidence claim, asserted under Devereaux v. Abbey, 
    263 F.3d 1070
    (9th Cir. 2001) (en banc), but only to the extent that the claim is based
    on the contention that Tobias’s confession is the asserted fabricated
    evidence. We have held that coerced confession claims are not
    cognizable under a Devereaux fabrication-of-evidence theory. See Hall
    v. City of Los Angeles, 
    697 F.3d 1059
    , 1069–70 (9th Cir. 2012).
    “[O]fficers are entitled to qualified immunity under § 1983 unless . . .
    they violated a federal statutory or constitutional right.” District of
    Columbia v. Wesby, 
    138 S. Ct. 577
    , 589 (2018). As the officers cannot
    have violated a constitutional right under a fabrication-of-the-evidence
    theory, the officers are entitled to qualified immunity on this claim.
    8                      TOBIAS V. ARTEAGA
    came to the police station to report her son missing. Cooley
    stated that the shooter in the video “uncannily resembled”
    the photos of Tobias. This identification was seconded by
    Officer Dora Born, another gang enforcement officer who
    had never met Tobias but claimed to be familiar with him
    from photos.
    Detectives Motto and Michael Arteaga then went to
    Berendo Middle School, where Tobias was a student. They
    asked Daniel East, a Los Angeles Unified School District
    (LAUSD) police officer assigned to the school, and Roger
    Negroe, a dean of the school, if they were able to identify the
    shooter in the video. At first, Officer East remarked that the
    person in the video looked “large . . . to be a middle school
    student” and said he had “a hard time IDing that person.”
    After the detectives continued to press him, East eventually
    stated he thought that the person on the video was Art
    Tobias, but he noted Tobias was “so much smaller in real
    life” and had a different hairstyle. Dean Negroe could not
    identify the shooter from the video. However, after leaving
    the meeting with the detectives, Dean Negroe ran into
    Tobias, concluded he resembled the shooter in the video, and
    informed the detectives of his revised opinion. The
    detectives then arrested Tobias and brought him to the police
    station.
    B.
    At the station, Tobias was brought into an interview
    room with Detectives Pere and Jeff Cortina. 2 After several
    background questions, the detectives began asking Tobias
    whether he was affiliated with a gang. Tobias admitted that
    2
    To the extent this opinion references information from sealed
    documents, the information is unsealed for purposes of the disposition.
    TOBIAS V. ARTEAGA                       9
    his previous school “had [him] on gang file” for MS-13, but
    explained that he was not actually in the gang. The
    detectives then asked Tobias a series of questions to
    determine whether he was sufficiently mature to
    differentiate right from wrong, pursuant to In re Gladys R.,
    
    464 P.2d 127
     (Cal. 1970). It was not until after these
    questions, roughly 20 minutes into the interrogation, that
    Detective Cortina read Tobias his Miranda rights. Tobias
    stated that he understood his rights.
    The detectives then showed Tobias the security camera
    video of the shooter. Tobias asked, “Who is that?” and
    Detective Pere responded, “That, my friend, would be you.”
    Tobias immediately and repeatedly denied that he was the
    person in the video. When the officers told him that the
    shooting had taken place near downtown Los Angeles
    around midnight, Tobias explained that he had been miles
    away in Arcadia with a friend that night and that his friend’s
    mother had dropped him off at home before midnight. The
    detectives persisted in accusing Tobias of the shooting,
    falsely telling him, “somebody gave you up.”
    Then the following exchange took place:
    Det. Pere: Okay. Well, I—you know what?
    We’re here to speak to you to get
    your statement. Now, if your
    statement is that that’s not you,
    don’t worry. We’re going to write
    it down just the way you said.
    That’s not—
    Tobias:     Could I have an attorney?
    Because that’s not me.
    10                      TOBIAS V. ARTEAGA
    Det. Pere: But—okay. No, don’t worry.
    You’ll have the opportunity.
    Detective Cortina quickly jumped in with another question
    and the interrogation continued with no further
    acknowledgement of Tobias’s request for an attorney, even
    though the detectives had previously told him that he “ha[d]
    the right to the presence of an attorney before and during any
    questioning.” Tobias adamantly continued to deny he was
    the shooter.
    About 35 minutes into the interview, Detective Pere told
    Tobias: “[R]ight now, man, you’re looking at murder. Looks
    like you’re going to get booked today for murder.”
    Detectives Pere and Cortina then left the room, assuring
    Tobias that his mother would be in to talk to him shortly. 3
    But instead of Tobias’s mother, Detective Arteaga
    entered the room two minutes later. Arteaga immediately
    pulled his chair close to Tobias and began questioning him
    in an aggressive tone. In an interrogation that lasted roughly
    40 minutes, Arteaga lied to Tobias that somebody had given
    him up as the murderer, cursed at Tobias, told Tobias that by
    failing to confess he looked like a “cold-blooded killer,” and
    brought up Tobias’s “mom” multiple times. Arteaga opened
    the interview by telling the 13-year-old, “I just talked to your
    mom right now, okay? She’s in there crying her eyes off.
    She’s crying like a baby, bro,” and later informed him,
    “Your mom’s gone. She—she left crying.” He also told
    Tobias that his mother had identified him from the video, 4
    3
    The record is unclear as to what extent Detectives Pere and Cortina
    continued to observe the interrogation.
    4
    Tobias’s mother had in fact identified him as the person on the
    video, but she later recanted the identification.
    TOBIAS V. ARTEAGA                       11
    calling it “fucked up” and “fucking pitiful” that Tobias was
    going to “drag [his] mom into this” by forcing her to take the
    stand to testify against him.
    Over the course of this extended interrogation, Arteaga
    repeatedly told Tobias that the court would “take into
    consideration” his young age, but that he would lose that
    goodwill and likely receive a harsher punishment if he
    continued to “lie” about not being the person on the video.
    As Arteaga framed it, “[y]ou’re 13 years of age. Do you
    think they’re going to throw away the key on you? No.
    They’re going to try to get you some help. . . . But we can’t
    help you if you’re going to sit here and lie and—and just be
    a cold-blooded killer.” As the interview went on, Arteaga
    pressed this point harder, insisting, “You’re full of shit. And
    when this case is presented to a district attorney’s office,
    they’re going to see you’re a cold blooded killer,” and,
    “Okay, but I’m telling you man, we have a lot more evidence
    than you think, and right now when we take the case to court
    they’re going to think you’re a big time gang killer who
    didn’t want to tell the truth, who is down for the hood. It’s
    going to look like you’re down—you’re so down for the
    hood that you didn’t want to speak. So they might throw the
    book at you.” After Arteaga repeated that Tobias’s lack of
    confession made him look like a “cold blooded killer” nine
    separate times, Tobias finally confessed.
    After securing his confession, the detectives put Tobias
    in a room alone with his mother. Tobias immediately told
    her, “I’ll be straight with you. I wasn’t there. I was with
    Joshua . . . . They have a guy that looks like on the—on the
    camera. That’s not me.” When Tobias’s mother asked why
    he had confessed if it was not him, Tobias explained, “they
    forced me to. They said if I—if I keep lying to them in their
    face that they’re going to tell the judge that I’m a cold
    12                  TOBIAS V. ARTEAGA
    blooded killer and that they’re going to give me—they’re
    going to—they’re going to just throw the book at me and
    give me a lot of time. So I don’t know what to do. I’m like
    panicking.” Tobias’s mother went to Detective Arteaga and
    told him that Tobias only confessed because “you guys told
    him that if he didn’t confess . . . you guys were going to tell
    the judge who knows what the hell, okay, that he’s a cold
    blooded murderer.” She insisted that Tobias was “crying”
    and “scared to shit.” Arteaga responded by telling her
    “[w]e’re done with you.”
    C.
    The state tried Tobias in juvenile court for the Castaneda
    murder. Before trial, Tobias moved to suppress his
    confession, arguing that the detectives violated Miranda v.
    Arizona, 
    384 U.S. 436
     (1966), by ignoring his request for an
    attorney and that their conduct during the interrogation was
    unconstitutionally coercive. See In re Art T., 
    183 Cal. Rptr. 3d 784
    , 789–90 (Cal. Ct. App. 2015). The juvenile court
    denied the motion and the case went to trial, where a jury
    convicted Tobias of one count of first-degree murder and
    two counts of attempted murder. See 
    id.
     at 791–93. He was
    sentenced to 25 years in prison. 
    Id. at 793
    .
    The California Court of Appeal reversed the trial court’s
    ruling on the motion to suppress Tobias’s statement to the
    police, concluding that the detectives failed to respect his
    unambiguous request for an attorney. 
    Id.
     at 799–801. On
    remand, the charges were dismissed, and all parties—
    including the arresting officers—now agree that Tobias was
    not involved in the Castaneda murder.
    TOBIAS V. ARTEAGA                     13
    D.
    In February 2017, Tobias brought this 
    42 U.S.C. § 1983
    action in federal district court against many of the officers
    involved in the investigation, including the appellants,
    LAPD Detectives Arteaga, Cortina, and Pere (the LAPD
    Detectives). The operative second amended complaint
    asserted claims based on several theories of constitutional
    violations, including violation of the Fifth Amendment right
    against self-incrimination based on a coerced confession and
    violation of Fourteenth Amendment substantive due process
    based on the detectives’ conduct during the interrogation.
    On March 21, 2018, the LAPD Detectives filed a motion
    for summary judgment, arguing that there was no triable
    issue of fact concerning their liability for the alleged
    constitutional violations and that they were entitled to
    qualified immunity. The district court denied the motions,
    finding disputed issues of material fact on all claims, and
    denying qualified immunity because the “rights in the
    context of this case are so well established that law
    enforcement officers must be deemed to have knowledge of
    them. Defendants fail to establish their entitlement to
    qualified immunity is ‘beyond controversy.’”
    The LAPD Detectives sought certification for an
    interlocutory appeal on the denial of qualified immunity on
    two claims arising out of Tobias’s interrogation: (1) the
    alleged violation of the Fifth Amendment right against self-
    incrimination by the use in court of a confession that was
    taken in violation of Tobias’s Miranda rights and otherwise
    involuntary; and (2) the alleged violation of the Fourteenth
    Amendment right to substantive due process because the
    interrogation techniques “shocked the conscience.” The
    district court denied certification of the motion. The LAPD
    Detectives appealed anyway, asserting appellate jurisdiction
    14                       TOBIAS V. ARTEAGA
    over the order denying qualified immunity under Mitchell v.
    Forsyth, 
    472 U.S. 511
     (1985), and arguing that their conduct
    was not clearly established as unlawful at the time of
    Tobias’s interrogation and that they are entitled to qualified
    immunity. 5
    II.
    “Under 
    28 U.S.C. § 1291
    , we normally have no
    jurisdiction to hear interlocutory appeals from the denial of
    summary judgment.” Isayeva v. Sacramento Sheriff’s Dep’t,
    
    872 F.3d 938
    , 944 (9th Cir. 2017). The collateral order
    doctrine creates an exception to this rule: we are permitted
    to review an interlocutory appeal to determine whether the
    district court committed an error of law in a denial of
    qualified immunity. 
    Id.
     at 944–45; see also Mitchell,
    
    472 U.S. at
    527–30; Ames v. King Cnty., 
    846 F.3d 340
    , 347
    (9th Cir. 2017). Thus, we “have jurisdiction to decide
    whether, taking the facts in the light most favorable to the
    non-moving party, the defendants are entitled to qualified
    immunity.” Isayeva, 872 F.3d at 945. “We review the
    district court’s conclusions regarding qualified immunity de
    novo . . . consider[ing] all disputed facts in the light most
    favorable to the nonmoving party.” Id. at 946 (citation
    omitted).
    5
    This case was originally consolidated with an interlocutory appeal
    brought by Daniel East, the LAUSD police officer who identified Tobias
    on the video. Our disposition in Tobias v. East, No. 18-56245, was filed
    and the mandate issued. Tobias v. East, 803 F. App’x 93 (9th Cir.),
    opinion withdrawn in part on reh’g sub nom. Tobias v. Arteaga, 817 F.
    App’x 457 (9th Cir. 2020). While we have withdrawn our original
    disposition to the extent that it related to the LAPD officers, our decision
    as to Officer East remains undisturbed.
    TOBIAS V. ARTEAGA                      15
    III.
    “[O]fficers are entitled to qualified immunity under
    § 1983 unless (1) they violated a federal . . . constitutional
    right, and (2) the unlawfulness of their conduct was clearly
    established at the time.” Wesby, 
    138 S. Ct. at 589
     (internal
    quotation marks omitted). “A right is ‘clearly established’
    when ‘the contours of the right were already delineated with
    sufficient clarity to make a reasonable offic[ial] in the
    defendant’s circumstances aware that what he was doing
    violated the right.’” Costanich v. Dep’t of Soc. & Health
    Servs., 
    627 F.3d 1101
    , 1114 (9th Cir. 2010) (quoting
    Devereaux, 
    263 F.3d at 1074
    ); see also Saucier v. Katz,
    
    533 U.S. 194
    , 195 (2001) (explaining that the law must “put
    the officer on notice that his conduct would be clearly
    unlawful”). “[C]ourts must not ‘define clearly established
    law at a high level of generality, since doing so avoids the
    crucial question whether the offic[er] acted reasonably in the
    particular circumstances that he or she faced.’” Wesby,
    
    138 S. Ct. at 590
     (quoting Plumhoff v. Rickard, 
    572 U.S. 765
    , 779 (2014)). Therefore, “[w]hile there does not have to
    be ‘a case directly on point,’ existing precedent must place
    the lawfulness of the [conduct] ‘beyond debate.’” 
    Id.
    (quoting Ashcroft v. al-Kidd, 
    563 U.S. 731
    , 741 (2011)).
    A.
    The district court correctly denied qualified immunity on
    Tobias’s claim that the LAPD Detectives violated his Fifth
    Amendment right to counsel by continuing his custodial
    interrogation after he requested an attorney and then using
    the resulting confession against him in his criminal case. See
    Davis v. United States, 
    512 U.S. 452
    , 458–59 (1994);
    Edwards v. Arizona, 
    451 U.S. 477
    , 484–85 (1981). If a
    suspect requests an attorney during a custodial interrogation,
    “he is not subject to further questioning until a lawyer has
    16                   TOBIAS V. ARTEAGA
    been made available.” Davis, 
    512 U.S. at 458
    . This request
    for counsel must be “unambiguous[].” 
    Id. at 459
    . “Although
    a suspect need not speak with the discrimination of an
    Oxford don, he must articulate his desire to have counsel
    present sufficiently clearly that a reasonable police officer in
    the circumstances would understand the statement to be a
    request for an attorney.” 
    Id.
     (internal citation and quotation
    marks omitted).        Whether a suspect unambiguously
    requested an attorney is an objective question. 
    Id.
    Tobias’s statement—“Could I have an attorney?
    Because that’s not me”—was an unequivocal invocation of
    his right to counsel under clearly established law. See
    Alvarez v. Gomez, 
    185 F.3d 995
    , 998 (9th Cir. 1999) (finding
    the request “[c]an I get an attorney right now, man?” was
    unequivocal); United States v. de la Jara, 
    973 F.2d 746
    , 750,
    752 (9th Cir. 1992) (finding the request “[c]an I call my
    attorney?” was unequivocal). In Smith v. Endell, we
    concluded that the request “Can I talk to a lawyer? At this
    point, I think maybe you’re looking at me as a suspect, and
    I should talk to a lawyer” was “not [an] equivocal or
    ambiguous” request for an attorney. 
    860 F.2d 1528
    , 1529,
    1531 (9th Cir. 1988). Tobias’s initial question—“Could I
    have an attorney?”—differs from the initial question in
    Smith in only two respects: Tobias used the word “could”
    instead of “can,” and he asked to “have” an attorney rather
    than to “talk” to one. This difference is immaterial. See
    United States v. Lee, 
    413 F.3d 622
    , 626 (7th Cir. 2005)
    (finding that “there is no real difference” between “Could I
    get a lawyer?” and “Can I have a lawyer?”). In modern
    usage, “Can I” and “Could I” are both well understood ways
    of asking a direct question—the only distinction is that
    “could” is considered a more polite form of request than
    “can.” See Merriam-Webster’s Collegiate Dictionary 284
    (11th ed. 2005) (defining “could” as “a polite form” of
    TOBIAS V. ARTEAGA                       17
    “can”); see also New Oxford American Dictionary 394
    (Angus Stevenson & Christine A. Lindberg eds., 3d ed.
    2010) (defining “could” as a word “used in making polite
    requests”). Similarly, asking to “have” an attorney is at least
    as direct as asking to “talk” to one. See Smith, 
    860 F.2d at 1531
    . The second half of Tobias’s statement, “Because
    that’s not me,” does nothing to undermine his initial
    question, making his request, when taken as a whole, even
    less ambiguous than the conditional request found
    unambiguous in Smith. See 
    id.
    The LAPD detectives suggest that Tobias’s question was
    not clearly established as unambiguous because we have
    found statements such as “I think I would like to talk to a
    lawyer,” “Maybe he ought to see an attorney,” and “[I] might
    want to talk to a lawyer,” ambiguous. See Clark v. Murphy,
    
    331 F.3d 1062
    , 1070–71 (9th Cir. 2003), overruled on other
    grounds by Lockyer v. Andrade, 
    538 U.S. 63
     (2003); United
    States v. Doe, 
    60 F.3d 544
    , 546 (9th Cir. 1995) (per curiam);
    United States v. Fouche, 
    776 F.2d 1398
    , 1405 (9th Cir.
    1985), overruled on other grounds by California v. Hodari
    D., 
    499 U.S. 621
     (1991). But no one disputes that the police
    may continue questioning “when the suspect” expresses only
    that he “might want a lawyer.” Davis, 
    512 U.S. at 462
    . In
    Davis, the Supreme Court found the use of “maybe”
    rendered a request for an attorney equivocal. Id.; see also
    Doe, 
    60 F.3d at 546
     (relying on Davis to find a mother’s
    statement that “‘maybe [her minor child] ought to see an
    attorney’ . . . was not clear and unambiguous”). Similarly,
    in Clark, a habeas appeal, we found that it was not “contrary
    to or an unreasonable application of clearly established
    federal law” for the Arizona Supreme Court to determine
    that “I think I would like to talk to a lawyer” was ambiguous,
    because “I think” is—like “maybe”—“equivocal to some
    degree.” 
    331 F.3d at 1064
    , 1069–71. In Fouche, a pre-Davis
    18                      TOBIAS V. ARTEAGA
    case, our decision also hinged on the “equivocal” nature of a
    request that used the term “might.” 
    776 F.2d at 1405
    .
    Tobias, by contrast, “did not equivocate in his invocation by
    using words such as ‘maybe’ or ‘might’ or ‘I think.’”
    Anderson v. Terhune, 
    516 F.3d 781
    , 788 (9th Cir. 2008)
    (citing Arnold v. Runnels, 
    421 F.3d 859
    , 865–66 (9th Cir.
    2005)). He asked directly for an attorney, a request the
    officers ignored.
    Because it was clearly established at the time of
    Tobias’s interrogation that the statement “Could I have an
    attorney? Because that’s not me,” was an unambiguous
    request for an attorney, 6 we affirm the district court’s denial
    of qualified immunity on this claim. 7
    B.
    It was established at the time of Tobias’s interrogation
    that “[a] coercive interrogation exists when the totality of the
    circumstances shows that the officer’s tactics undermined
    the suspect’s ability to exercise his free will,” rendering his
    statements involuntary. Cunningham v. City of Wenatchee,
    
    345 F.3d 802
    , 810 (9th Cir. 2003). In determining whether
    a statement was involuntary, “[c]ourts . . . often consider the
    following factors: the youth of the accused, his intelligence,
    6
    The California Court of Appeal agreed that “‘Could I have an
    attorney? Because that’s not me,’ was an unequivocal request for an
    attorney” under the circumstances. Art T., 183 Cal. Rptr. 3d at 799.
    The dissent suggests that because Officer Arteaga was not in the
    7
    room when Tobias invoked his right to counsel, the claim should not
    proceed against him. Dissent at 29 n.1. The detectives did not raise this
    argument clearly and distinctly, and so we do not address it. See, e.g.,
    McKay v. Ingleson, 
    558 F.3d 888
    , 891 n.5 (9th Cir. 2009) (“Because this
    argument was not raised clearly and distinctly in the opening brief, it has
    been waived.”).
    TOBIAS V. ARTEAGA                     19
    the lack of any advice to the accused of his constitutional
    rights, the length of detention, the repeated and prolonged
    nature of the questioning, and the use of physical punishment
    such as the deprivation of food or sleep.” United States v.
    Haswood, 
    350 F.3d 1024
    , 1027 (9th Cir. 2003). Any
    suggestion by a law enforcement officer “that a suspect’s
    exercise of the right to remain silent may result in harsher
    treatment by a court or prosecutor” is unconstitutionally
    coercive. United States v. Harrison, 
    34 F.3d 886
    , 891–92
    (9th Cir. 1994).
    1.
    In Harrison, we concluded that a single question during
    interrogation—asking if defendant Sonja Harrison “thought
    it would be better if the judge were told that she had
    cooperated or had not cooperated”?—was unconstitutionally
    coercive, rendering Harrison’s subsequent confession
    involuntary. 
    Id.
     at 890–92. The core of the “improper” and
    unduly coercive conduct in Harrison “was the suggestion
    that [agents] might inform the court that [Harrison] had not
    cooperated.” 
    Id. at 891
     (emphasis added). The coercive
    impact of this threat was clear: “Harrison broke her silence
    only after the agent asked whether she thought it preferable
    if the judge were informed that she had cooperated or not
    cooperated. The first thing she said was that she thought it
    would be better if she talked to the agents and they informed
    the judge that she had cooperated.” 
    Id. at 892
    . Prior cases
    similarly highlighted the coerciveness of threatening a
    suspect for lack of cooperation. See United States v. Leon
    Guerrero, 
    847 F.2d 1363
    , 1366 n.2 (9th Cir. 1988)
    (“[T]hreatening to inform the prosecutor of a suspect’s
    refusal to cooperate violates her fifth amendment right to
    remain silent.”); United States v. Tingle, 
    658 F.2d 1332
    ,
    1336 n.5 (9th Cir. 1981) (“Although it is permissible for an
    20                       TOBIAS V. ARTEAGA
    interrogating officer to represent, under some circumstances,
    that the fact that the defendant cooperates will be
    communicated to the proper authorities, the same cannot be
    said of a representation that a defendant’s failure to
    cooperate will be communicated to a prosecutor.”).
    Threatening that a suspect will “receive less favorable
    treatment” for “exercis[ing] [his] rights” is so coercive that
    it always “risks overcoming the will of the run-of-the-mill
    suspect.” Harrison, 
    34 F.3d at
    891–92 (quoting Collazo v.
    Estelle, 
    940 F.2d 411
    , 426 (9th Cir. 1991) (Kozinski, J.,
    concurring)). Accordingly, in Harrison we set down a
    bright-line rule: “there are no circumstances in which law
    enforcement officers may suggest that a suspect’s exercise
    of the right to remain silent may result in harsher treatment
    by a court or prosecutor.” 
    Id.
     at 891–92 (citation omitted). 8
    Under this clearly established law, Detective Arteaga
    violated Tobias’s Fifth Amendment rights with his repeated
    assertions that the court would consider Tobias a “cold
    blooded killer” and “might throw the book at [him]” if he did
    not confess.
    The LAPD detectives attempt to distinguish Harrison by
    arguing that Tobias was told he would be treated more
    8
    The dissent argues that Harrison did not establish that such threats
    always render a suspect’s subsequent statements involuntary. Dissent
    at 42–44. But this is exactly what it did. Indeed, in explaining why the
    police may never make such a statement, the Harrison court noted that
    “[e]ven if Harrison were unusually resistant to psychological coercion,”
    the technique used was unacceptable because it would be coercive for
    the run-of-the-mill suspect. 
    34 F.3d 886
     (emphasis added) (citation
    omitted); see also Collazo, 
    940 F.2d at 426
     (Kozinski, J., concurring)
    (“[V]oluntariness is not merely a fact-bound question whether this
    particular suspect’s confession is the product of coercion, but also a legal
    question about whether the techniques the police used were tolerable.”).
    TOBIAS V. ARTEAGA                       21
    harshly for affirmatively lying about his involvement in the
    murder rather than for failure to cooperate. But anyone in
    Tobias’s shoes would have understood that Detective
    Arteaga considered anything less than a confession to the
    murder a “lie,” because all of Tobias’s attempts to deny the
    accusation were met with statements such as “you’re full of
    shit” and “the bottom line, whatever you said, you were
    there.” In other words, in the context of this particular
    interrogation, any threat that Tobias would be treated harshly
    for “lying” was no different than a threat that he would be
    treated harshly for refusing to cooperate by confessing—
    exactly the type of threat we have previously held to be
    categorically impermissible. Harrison, 
    34 F.3d at
    891–92;
    Leon Guerrero, 
    847 F.2d at
    1366 n.2; Tingle, 
    658 F.2d at
    1336 n.5. The dissent similarly accuses us of ignoring the
    distinction between an officer suggesting silence would
    result in harsher treatment and that persisting in lying would
    do so. Dissent at 39–42. Even assuming the dissent is
    correct that the lynchpin of Harrison is literal silence rather
    than failure to cooperate, however, Detective Arteaga also
    directly commented on Tobias’s silence—and thus his right
    to remain silent—when he told Tobias, “It’s going to look
    like you’re down—you’re so down for the hood that you
    didn’t want to speak. So they might throw the book at you.”
    (emphasis added). This type of comment is clearly
    unconstitutionally coercive as established by Harrison.
    The LAPD detectives also argue that Harrison involved
    a defendant “invoking the right to silence,” whereas Tobias
    did not invoke that right. This argument lacks merit because
    the defendant in Harrison did not “invoke” her right to
    silence. See 
    34 F.3d at 890, 892
    . Rather, after Harrison was
    advised of her Miranda rights and acknowledged that she
    understood them, there was “a brief silence” where no one
    said anything, but then the agent resumed questioning,
    22                  TOBIAS V. ARTEAGA
    including making the very statement                that   was
    unconstitutionally coercive. 
    Id. at 890, 892
    .
    What the detectives and dissent implicitly appear to be
    suggesting is that Tobias’s case is distinguishable from
    Harrison because he affirmatively denied his guilt, rather
    than initially remaining silent. To accept this argument, we
    would have to conclude that it is less coercive to threaten a
    defendant for failing to cooperate when he has denied an
    allegation than when he has not yet been asked any questions
    or has simply stood silent when faced with accusations. This
    is not a tenable position, as Tobias’s case illustrates. Tobias
    did not initially remain silent like the defendant in Harrison.
    Instead, he tried—desperately—to explain to the detectives
    that he had nothing to do with the murder. It was only after
    the detectives showed little interest in his explanation and
    repeatedly accused him of lying that Tobias concluded that
    he had no choice but to falsely confess, out of fear of the
    harsh treatment that Detective Arteaga threatened. If it is
    unconstitutionally coercive to threaten a defendant who has
    yet to say anything that harsh consequences could follow
    from a lack of cooperation, see Harrison, 
    34 F.3d. at 892
    ,
    the same must clearly be true when a defendant tries to
    cooperate—as Tobias did here, by telling the truth—but the
    police continue to demand cooperation until the suspect
    confesses.
    2.
    Unlike Arteaga, who made the threats against Tobias,
    Detectives Cortina and Pere did not directly violate Harrison
    during Tobias’s interrogation because they did not make
    threats of harsher punishment based on lack of cooperation.
    However, to the extent they were aware of the violation as it
    happened, they may have had a duty to intercede to stop the
    TOBIAS V. ARTEAGA                       23
    constitutional violation and would not be entitled to qualified
    immunity.
    By 2013, we had clearly established that “police officers
    have a duty to intercede when their fellow officers violate
    the constitutional rights of a suspect or other citizen.”
    Cunningham v. Gates, 
    229 F.3d 1271
    , 1289 (9th Cir. 2000)
    (quoting United States v. Koon, 
    34 F.3d 1416
    , 1447 n.25 (9th
    Cir. 1994), aff’d in part, rev’d in part on other grounds,
    
    518 U.S. 81
     (1996)). If an officer fails to intercede, “the
    constitutional right violated by the passive defendant is
    analytically the same as the right violated by the person
    who” performed the offending action. Koon, 
    34 F.3d at
    1447
    n.25. For example, “an officer who failed to intercede when
    his colleagues were depriving a victim of his Fourth
    Amendment right to be free from unreasonable force in the
    course of an arrest would, like his colleagues, be responsible
    for subjecting the victim to a deprivation of his Fourth
    Amendment rights.” Id.; see also Robins v. Meecham,
    
    60 F.3d 1436
    , 1442 (9th Cir. 1995) (holding that “a prison
    official can violate a prisoner’s Eighth Amendment rights by
    failing to intervene” when another official acts
    unconstitutionally). “[H]owever, officers can be held liable
    for failing to intercede only if they had an opportunity to
    intercede.” Cunningham, 
    229 F.3d at 1289
    ; see also
    Ramirez v. Butte-Silver Bow Cnty., 
    298 F.3d 1022
    , 1029–30
    (9th Cir. 2002) (no violation of duty to intercede where there
    was no evidence that the defendant was aware of the
    constitutional violation as it occurred), aff’d sub nom. Groh
    v. Ramirez, 
    540 U.S. 551
     (2004).
    Tobias submitted evidence that there was a viewing
    room “just down the hallway” from the interrogation room,
    where officers could watch a video feed of the interrogation.
    Detective Pere also re-entered the interrogation room after
    24                      TOBIAS V. ARTEAGA
    Tobias confessed, without being called in. It is plausible that
    Cortina and Pere watched Arteaga’s questioning and were
    aware of his violation of Tobias’s Fifth Amendment rights
    as it occurred. Because neither side presented evidence as to
    Cortina and Pere’s involvement in this interrogation, we
    remand for the district court to consider in the first instance
    whether there are material facts in dispute as to Cortina and
    Pere’s liability for Arteaga’s actions. 9
    C.
    A person subjected to coercive interrogation techniques
    can bring a substantive due process claim under the
    Fourteenth Amendment. See Stoot v. City of Everett,
    
    582 F.3d 910
    , 928 (9th Cir. 2009); see also Chavez v.
    Martinez, 
    538 U.S. 760
    , 774 (2003) (plurality opinion). The
    substantive due process standard requires showing that an
    officer engaged in an “abuse of power [that] ‘shocks the
    conscience’ and ‘violates the decencies of civilized
    conduct.’” Stoot, 
    582 F.3d at 928
     (quoting Cnty. of
    Sacramento v. Lewis, 
    523 U.S. 833
    , 846 (1998)). The
    Supreme Court has described “police torture or other abuse”
    as the type of claim cognizable under the Fourteenth
    Amendment. Chavez, 
    538 U.S. at
    773–74. However,
    “police conduct need not include physical violence to violate
    substantive due process.” Crowe v. Cnty. of San Diego,
    
    608 F.3d 406
    , 431 (9th Cir. 2010). “[P]sychological
    coercion is sufficient.” Stoot, 
    582 F.3d at 929
    . “It has also
    long been established that the constitutionality of
    9
    We agree with the dissent that Tobias’s interrogation was also
    coercive under Rodriguez v. McDonald, 
    872 F.3d 908
     (9th Cir. 2017).
    However, as Rodriguez was not decided until after Tobias’s
    interrogation, it is irrelevant to the key question here: whether the LAPD
    Officers are entitled to qualified immunity because they did not violate
    clearly established law at the time of the incident.
    TOBIAS V. ARTEAGA                            25
    interrogation techniques is judged by a higher standard when
    police interrogate a minor.” Crowe, 
    608 F.3d at 431
    .
    We have found psychologically coercive interrogation
    techniques “shock[ed] the conscience,” Stoot, 
    582 F.3d at 928
    , in two cases with facts similar to this one. In Crowe,
    police interrogated three 14- and 15-year-old boys, Michael,
    Aaron, and Joshua, regarding the murder of Michael’s sister.
    
    608 F.3d at
    418–26. The officers questioned Michael on
    four occasions, with at least one session lasting more than
    six hours. 
    Id.
     at 418–23. After Michael repeatedly denied
    any involvement in the murder, officers falsely told him that
    they had found blood in his room and had lifted his
    fingerprints off the blood stains. 
    Id. at 419
    . The officers
    tried various means to get Michael to confess, including—in
    what proved to be the “most ‘effective’” tactic—saying that
    “he would get help rather than go to jail” if he confessed. 
    Id. at 422
    . Eventually, Michael falsely confessed. 10 
    Id.
     In
    concluding that the officers’ interrogation tactics “shock[ed]
    the conscience,” we emphasized that the suspects were
    minors, and that the officers “isolated and subjected [the
    boys] to hours and hours of interrogation during which they
    were cajoled, threatened, lied to, and relentlessly pressured
    by teams of police officers.” 
    Id. at 432
    . This amounted to
    “[p]sychological torture.” 
    Id.
    In Cooper v. Dupnik, we found a cognizable substantive
    due process violation where officers deliberately ignored an
    adult suspect’s repeated invocations of his right to counsel,
    isolated him at the police station, and subjected him to
    “hours” of verbal interrogation where he was “hammered,
    10
    The officers interrogated Joshua and Aaron using similar tactics
    for 13.5 and 9.5 hours in a single day, respectively, getting a false
    confession out of Joshua but not Aaron. Crowe, 
    608 F.3d at
    423–25.
    26                  TOBIAS V. ARTEAGA
    forced, pressured, emotionally worn down, stressed, and
    infused with a sense of helplessness and fear.” 
    963 F.2d 1220
    , 1228–33, 1248–50 (9th Cir. 1992), overruled on other
    grounds by Chavez, 
    538 U.S. at 773
    . The officers
    intentionally tried to get a confession for the “purpose of
    making it difficult, if not impossible,” for the defendant to
    “take the stand in his own defense” after he was charged,
    which we found to be a significant “aggravating
    circumstance.” Id. at 1249.
    The facts of Tobias’s case share much in common with
    those in Cooper and Crowe. At 13, Tobias was even
    younger than the teens interrogated in Crowe. His direct
    request for an attorney was ignored. See Cooper, 
    963 F.2d at 1229
    . He asked for his mother and was assured that she
    would be right in, only to be confronted with another round
    of increasingly aggressive interrogation instead, leaving him
    “isolated from the outside world.” 
    Id. at 1225
    . For over an
    hour, Tobias was cursed at, called a liar, “emotionally worn
    down,” “hammered” with questions, and “pressured” to
    confess to a crime he did not commit. 
    Id. at 1248
    ; see also
    Crowe, 
    608 F.3d at 432
    . The LAPD officers falsely insisted
    that they had strong evidence of guilt and promised leniency
    if Tobias confessed. See Crowe, 
    608 F.3d at
    419–22. While
    Tobias was not in shock over a family member’s death,
    Arteaga repeatedly invoked Tobias’s family to emotionally
    manipulate him, saying that he was disgusted that Tobias
    was going to drag his mother into the proceedings by
    refusing to provide a confession. The interrogation left
    Tobias “infused with a sense of helplessness and fear,”
    Cooper, 
    963 F.2d at
    1248: when he spoke to his mother
    directly after the interview, she described him as
    “panicking,” “crying,” and “scared to shit.”
    TOBIAS V. ARTEAGA                              27
    This extended, overbearing interrogation of a minor,
    who was isolated from family and his requested attorney,
    comes close to the level of “psychological torture” that we
    have held is not tolerated by the Fourteenth Amendment.
    Crowe, 
    608 F.3d at 432
    . However, Tobias’s interrogation
    falls short of the behavior in Cooper and Crowe in one main
    respect: unlike those cases, Tobias’s mistreatment lasted
    under two hours. 11 We do not hold that “hours and hours,”
    Crowe, 
    608 F.3d at 432
    , of coercive questioning are required
    for an interrogation to “shock[] the conscience,” Stoot,
    
    582 F.3d at 928
    . But because the prior cases in which we
    found “psychological torture” did involve hours of
    questioning, and because the officers’ behavior towards
    Tobias was otherwise similar to—but not obviously worse
    than—the behavior in those cases, it was not clearly
    established that the offending tactics “shocked the
    conscience” when used over a shorter period of time.
    Because controlling precedent does not establish “beyond
    debate” that the officers’ conduct violated the Fourteenth
    Amendment, they are entitled to qualified immunity on this
    claim. al-Kidd, 
    563 U.S. at 741
    .
    IV.
    We AFFIRM the district court’s denial of qualified
    immunity on Tobias’s Miranda claim, and as to Detective
    Arteaga on Tobias’s coercive interrogation claim. We
    REVERSE the denial of qualified immunity for all three
    officers for Tobias’s Fourteenth Amendment claim. We
    11
    There is also no evidence that the officers here intentionally
    conspired to deprive Tobias of his right to take the stand, as the officers
    did in Cooper. 
    963 F.2d at 1249
    . However, that factor was also not
    present in Crowe, and is not a requirement for finding interrogation
    tactics that violate the Fourteen Amendment. See 
    608 F.3d at
    431–33.
    28                  TOBIAS V. ARTEAGA
    REMAND for further proceedings consistent with this
    opinion.
    COLLINS, Circuit Judge, concurring in part, concurring in
    the judgment in part, and dissenting in part:
    Although 13-year-old Art Tobias had participated in the
    murder of Edwin Cruz on the evening of August 17, 2012—
    for which he pleaded guilty, as a juvenile, to involuntary
    manslaughter—he had no role at all in the murder of Alex
    Castaneda a few hours later in a different part of Los
    Angeles. But after several people tentatively identified
    Tobias from surveillance video as one of Castaneda’s
    assailants, detectives from the Los Angeles Police
    Department (“LAPD”) conducted a 90-minute interrogation
    of Tobias on August 20, 2012 with respect to the Castaneda
    murder. The interrogation was unlawful in two respects.
    First, the officers disregarded Tobias’s explicit request for
    an attorney, in clear violation of Edwards v. Arizona,
    
    451 U.S. 477
     (1981). Second, the methods used during the
    officers’ questioning were impermissibly coercive under the
    standards set forth in Rodriguez v. McDonald, 
    872 F.3d 908
    (9th Cir. 2017). As a result of this improper interrogation,
    Tobias provided a detailed confession to the Castaneda
    murder, using (as it turned out) many of the details of the
    Cruz murder. Based on this confession, Tobias was tried as
    a juvenile and found guilty of the Castaneda murder, but the
    California Court of Appeal reversed due to the Edwards
    violation. See In re Art T., 183 Cal. Rtpr. 3d 784 (Cal. Ct.
    App. 2015).
    Tobias subsequently filed this § 1983 action against
    several of the officers involved in the investigation of the
    Castaneda murder. The only claims at issue in this appeal
    TOBIAS V. ARTEAGA                              29
    are Tobias’s federal constitutional claims concerning the
    conduct of the interrogation itself. The district court denied
    qualified immunity to the four officers named in these
    claims, and those officers have appealed that denial to this
    court. I agree with the majority that the relevant officers
    involved in the interrogation were not entitled to qualified
    immunity with respect to Tobias’s Fifth Amendment right to
    counsel claim, and I therefore concur to that extent in
    Part III(A). 1 I also agree with the majority’s ultimate
    conclusion to reverse the district court’s denial of qualified
    immunity with respect to Tobias’s Fourteenth Amendment
    due process claim, but my reasoning differs somewhat from
    the majority’s and so I concur only in the judgment as to Part
    III(C). I also agree with the majority that the officers are
    entitled to summary judgment on Tobias’s fabrication-of-
    evidence claim under Devereaux v. Abbey, 
    263 F.3d 1070
    (9th Cir. 2001) (en banc), to the extent that that claim is
    based on the allegedly coerced confession. See Maj. Opin.
    at 7 n.1. 2 Lastly, because Rodriguez was decided nearly five
    years after the interrogation in this case, and because no
    1
    Only Detectives Cortina and Pere were present when the Edwards
    violation occurred. Detective Arteaga specifically testified that he was
    unaware of Tobias’s invocation of his right to counsel, and Tobias
    presented no contrary evidence in opposing summary judgment.
    Accordingly, to the extent that this claim is cognizable in a § 1983 action,
    I would allow this claim to go forward only against Detectives Cortina
    and Pere. Contrary to the majority’s assertion, see Maj. Opin. at 18 n.7,
    this issue was not forfeited. The detectives’ joint brief specifically
    identifies which detectives were involved in which aspects of the
    interrogation, and with respect to Tobias’s invocation of his right to
    counsel, the brief states that “[n]otably, only Detectives Pere and Cortina
    were present and heard Tobias’ statement.” I therefore do not join
    footnote 7 of Part III(A).
    2
    This is the only claim before us in which Detective Motto is a
    defendant.
    30                   TOBIAS V. ARTEAGA
    other then-existing precedent clearly established that the
    officers’ combination of tactics would be deemed coercive,
    I would reverse the district court’s denial of qualified
    immunity with respect to Tobias’s coerced confession claim.
    I therefore dissent from the majority’s opinion as to
    Part III(B).
    I
    LAPD Detectives Julian Pere and John Motto learned
    shortly after midnight on August 18, 2012 that a purported
    gang-related shooting had just taken place, in which one
    victim—Alex Castaneda—was killed and two victims were
    critically injured. During the initial investigation that night,
    the detectives learned that there were two assailants, one of
    whom was captured on a nearby building’s security footage.
    After reviewing this footage sometime before 2:00 AM, a
    local gang enforcement officer, Marshall Cooley, concluded
    that the shooter appeared to be Tobias.               Cooley’s
    identification was based on his having just reviewed photos
    of Tobias hours earlier when, at around 9:00 PM on August
    17, Tobias’s mother, Helen Contreras, had come to the
    police station to report that Tobias was missing. Contreras
    expressed concern that her son was involved with the MS-
    13 gang, and she showed Cooley a Facebook post in which
    Tobias had stated, “I’m going to go on the most important
    mission of my life, don’t know if I’m going to come back
    alive or dead or arrested.” After reviewing the surveillance
    video, Cooley summoned another gang enforcement officer,
    Dora Born, to the scene and, without telling her his views
    about the suspect’s identity, asked her to review that video.
    Born promptly identified the suspect as Tobias, whom she
    knew to be an MS-13 gang member who went by the
    moniker of “Casper.”
    TOBIAS V. ARTEAGA                       31
    On August 20, 2012, Detective Motto and Detective
    Michael Arteaga went to Berendo Middle School, where
    Tobias was a student. They first showed the security footage
    to an on-site Los Angeles Unified School District officer,
    Daniel East. East had some difficulty identifying the
    suspect, but after reviewing the video several times, he stated
    that he thought the shooter resembled Tobias, although he
    noted that the suspect appeared larger in the video than
    Tobias did in person. The detectives thereafter separately
    showed the video to a dean of the middle school, Roger
    Negroe, but he was unable to identify the suspect. However,
    after walking with East and the detectives to the front of the
    school, Negroe happened to see someone whom he thought
    looked like the suspect in the video, and he notified the
    detectives. That person was Tobias, and the detectives took
    him into custody.
    At the police station, Tobias was initially questioned by
    Detectives Pere and Jeff Cortina. After starting with several
    background questions, the detectives began asking Tobias
    whether he was affiliated with a gang. Tobias admitted that
    his previous school “had [him] on gang file” for MS-13 and
    that his gang nickname was “Casper,” but he explained that
    he was not actually in the gang and instead was “future.”
    The detectives then asked Tobias a series of questions to
    determine whether he was sufficiently mature to
    differentiate right from wrong, pursuant to In re Gladys R.,
    
    464 P.2d 127
     (Cal. 1970). After these questions, roughly
    20 minutes into the interrogation, Detective Cortina read
    Tobias his Miranda rights. Tobias stated that he understood
    his rights.
    The detectives showed Tobias the security camera video
    of the shooter. Tobias asked, “Who is that?” Detective Pere
    responded, “That, my friend, would be you.” Tobias
    32                  TOBIAS V. ARTEAGA
    repeatedly denied that he was the person in the video. When
    the officers told him that the shooting had taken place on
    Alvarado Terrace near downtown Los Angeles, Tobias
    explained that he had been miles away in Arcadia that night
    with a friend and had been dropped off at his home before
    midnight by his friend’s mother. But the detectives persisted
    in accusing Tobias of the shooting, falsely telling him:
    “somebody gave you up.” The following exchange then
    ensued:
    Det. Pere: Okay. Well, I—you know what?
    We’re here to speak to you to get your
    statement. Now, if your statement is that
    that’s not you, don’t worry. We’re going to
    write it down just the way you said. That’s
    not—
    Tobias: Could I have an attorney? Because
    that’s not me.
    Det. Pere: But—okay. No, don’t worry.
    You’ll have the opportunity.
    Detective Cortina quickly jumped in with another question,
    and the interrogation continued with no further
    acknowledgement of Tobias’s request for an attorney.
    Tobias continued to deny that he was the shooter in the
    video. About 35 minutes into the interview, Detective Pere
    told Tobias: “[R]ight now, man, you’re looking at murder.
    Looks like you’re going to get booked today for murder, so
    I hope you don’t have that claustrophobia like we were
    talking about.” Detectives Pere and Cortina then left the
    room, telling Tobias his mother would be in to talk to him
    shortly.
    TOBIAS V. ARTEAGA                       33
    Instead of Tobias’s mother, Detective Arteaga came in
    two minutes later. Detective Arteaga had just finished
    meeting with Tobias’s mother, Ms. Contreras, in another
    room. Detective Arteaga had shown her a screenshot from
    the security footage and asked, “that’s your son right there,
    right?” She had replied, “Yes.” This identification was
    made before Contreras was aware that the screenshot was
    related to the investigation of a shooting. After she was
    made aware of the context, she recanted her identification.
    Once in the interrogation room, Detective Arteaga pulled
    his chair close to Tobias and began questioning him in a
    more aggressive tone than Detectives Cortina and Pere had
    been using. Over the course of roughly half an hour,
    Detective Arteaga repeatedly told Tobias that he would look
    like a “cold-blooded killer” if he continued to lie, that it was
    “f—ed up” that he was going to force his mother to have to
    testify in court to identify him as the person on the video,
    and (falsely) that the police already knew that Tobias had
    committed the murder because somebody had given him up.
    Detective Arteaga also told Tobias several times that he
    might receive leniency from the judge if he admitted the
    truth. After a long exchange in which Detective Arteaga
    continued to emphasize that a judge would likely look
    favorably upon Tobias admitting his guilt, Tobias confessed
    to the shooting. Tobias said that he had gone to the location
    in a car with a 19-year-old nicknamed “Diablo,” whose
    girlfriend was driving, and that Diablo’s newborn baby
    daughter was in the backseat. Tobias said that he and Diablo
    got out of the car, that Diablo gave him a gun, and that
    Diablo also had a similar gun. Tobias stated that, although
    they both fired their guns, Tobias was the first one to shoot.
    A juvenile delinquency petition was thereafter filed
    against Tobias under California Welfare and Institutions
    34                  TOBIAS V. ARTEAGA
    Code § 602, alleging, inter alia, that he had murdered
    Castaneda. In re Art T., 183 Cal. Rptr. 3d at 789. The trial
    court denied Tobias’s motion to suppress his confession and
    held a three-day hearing on the charges in the petition. Id.
    at 790. As the trial court noted after the close of the
    evidence, “no witness” at the hearing “identified Art from
    the video,” and the court also stated that the “quality of the
    video” was insufficient to determine whether the assailant
    was Tobias. Id. at 793. Nonetheless, based largely on the
    confession, the trial court found that the charges had been
    proved beyond a reasonable doubt. Id. On appeal, however,
    the California Court of Appeal reversed. Id. at 801. The
    court held that Tobias “unequivocally requested an attorney
    prior to his confession and that once he made this request, all
    questioning should have stopped.” Id. at 793. Accordingly,
    the court held that all of Tobias’s statements to the officers
    “should have been suppressed.” Id. at 800. All parties now
    agree that Tobias had no involvement in the Castaneda
    murder.
    Thereafter, Tobias was the subject of a separate juvenile
    proceeding in connection with the Cruz murder, and he
    pleaded guilty to a charge of involuntary manslaughter. In
    describing the events leading up to Cruz’s murder, Tobias
    stated that Diablo’s girlfriend had driven Diablo, their infant
    daughter, Tobias, and one other person to the scene of that
    shooting, but Tobias said that Diablo was the sole shooter.
    II
    In my view, the district court erred in denying qualified
    immunity with respect to Tobias’s claims that the detectives
    obtained and used an involuntary confession in violation of
    his Fifth Amendment right against self-incrimination.
    TOBIAS V. ARTEAGA                       35
    A
    Considered under current law, the overall circumstances
    of Tobias’s interrogation would now be deemed to be
    impermissibly coercive. Specifically, in our 2017 decision
    in Rodriguez, we held that an interrogation presenting many
    of the same key features as this one ultimately produced a
    confession that “was not voluntary.” 872 F.3d at 923. We
    noted that Rodriguez was only 14 years old at the time of his
    interrogation and had a “borderline” IQ, id. at 912, 923; that
    the officers had ignored his request for counsel, id. at 924;
    that the officers falsely told Rodriguez that others had
    implicated him, id. at 914, 924 n.3; and that, when Rodriguez
    “answered in a way that conflicted with the officers’
    narrative, they accused [him] of lying and told him that
    ‘nobody likes a liar, man, the judges [don’t] like liars, the
    probation department doesn’t like liars, police don’t like the
    liars,” id. at 912, 923–24 & n.3 (second alteration in
    original). Given that Tobias’s interrogation, taken as a
    whole, presents essentially the same key features that we
    emphasized in Rodriguez, the obtaining of his confession
    and its subsequent use at his juvenile proceedings violated
    his Fifth Amendment right against compelled self-
    incrimination.
    But to defeat qualified immunity, it is not sufficient to
    show that the plaintiff’s rights were violated. Rather, the
    plaintiff must make the additional further showing “that the
    official violated a statutory or constitutional right that was
    clearly established at the time of the challenged conduct.”
    Plumhoff v. Rickard, 
    572 U.S. 765
    , 778 (2014) (simplified)
    (emphasis added). “An officer cannot be said to have
    violated a clearly established right unless the right’s contours
    were sufficiently definite that any reasonable official in the
    defendant’s shoes would have understood that he was
    36                  TOBIAS V. ARTEAGA
    violating it.” City of Escondido v. Emmons, 
    139 S. Ct. 500
    ,
    503 (2019) (emphasis added) (citations and internal
    quotation marks omitted). Tobias failed to meet this
    demanding standard. See Romero v. Kitsap Cnty., 
    931 F.2d 624
    , 627 (9th Cir. 1991) (“The plaintiff bears the burden of
    proof that the right allegedly violated was clearly established
    at the time of the alleged misconduct.”).
    Although Detectives Pere and Cortina committed a
    clear-cut Miranda/Edwards violation, see Maj. Opin. at 15–
    18, that fact alone is not sufficient to establish that the
    resulting confession was involuntary. Bradford v. Davis,
    
    923 F.3d 599
    , 616 (9th Cir. 2019) (“[S]tatements taken in
    violation of Edwards . . . are not presumed to be involuntary
    by virtue of the Edwards violation alone.”). Considered
    against the then-controlling precedent that has found
    coercion in custodial interrogation, the objective
    circumstances of Tobias’s interrogation, viewed in the light
    most favorable to him, were not such that any reasonable
    police officer would have realized that the Fifth Amendment
    right against compelled self-incrimination was being
    violated.
    Although Tobias was only 13 years old and his
    unequivocal request for counsel was improperly brushed
    aside, his early-evening interrogation lasted only
    approximately 90 minutes, involved no physical threats or
    abuse, and otherwise relied on interrogation techniques that
    cannot be said, either singly or in the combination presented
    here, to have violated then-clearly-established law (e.g.,
    bluffing about the strength of the evidence the officers had,
    arguing that the courts would go easier on the suspect if he
    did not lie and instead told the truth about what he had done,
    and shaming the suspect for the effect a prosecution would
    TOBIAS V. ARTEAGA                              37
    have on his family). 3 Despite the violation of Tobias’s right
    to counsel, in my view Tobias has failed to show that, even
    considered as a whole, the detectives’ conduct in the
    interrogation constituted impermissible coercion under
    clearly established law as it stood in 2012.
    Like the Fourth Amendment prohibition of excessive
    force, the Fifth Amendment protection against the use of
    involuntary statements at a criminal trial is one that involves
    “an area of the law ‘in which the result depends very much
    on the facts of each case.’” Kisela v. Hughes, 
    138 S. Ct. 1148
    , 1153 (2018) (per curiam) (citation omitted). Courts
    employ “no ‘talismanic definition’ of voluntariness,” but
    instead consider the “totality of the circumstances” of the
    interrogation. United States v. Haswood, 
    350 F.3d 1024
    ,
    1027 (9th Cir. 2003) (citation omitted); see also 
    id.
     (“Courts
    . . . often consider the following factors: the youth of the
    accused, his intelligence, the lack of any advice to the
    accused of his constitutional rights, the length of detention,
    the repeated and prolonged nature of the questioning, and the
    use of physical punishment such as the deprivation of food
    or sleep.”). Consequently, “‘[s]pecificity’” is important
    here, because “‘it is sometimes difficult for an officer to
    3
    In seeking rehearing, Tobias and amicus curiae suggest that the
    coercive nature of the officers’ tactics is confirmed by the fact that
    Tobias “falsely confessed to the facts the detective fed him.” Pet. for
    Reh’g En Banc at 6 (emphasis added); see also Br. for Amicus Curiae
    The Center on Wrongful Convictions of Youth at 16–17. The record
    does not support that assertion. In fact, as noted earlier, the key details
    that Tobias supplied in his false confession to the Castaneda murder at
    issue here (such as the identity of the shooter and the number and
    descriptions of the other persons present with Tobias in the car) were not
    supplied by the officers but instead correspond to the circumstances of
    the separate Cruz murder in which Tobias was concededly involved only
    a few hours earlier.
    38                  TOBIAS V. ARTEAGA
    determine how the relevant legal doctrine’”—here, the law
    against coerced confession—“‘will apply to the factual
    situation the officer confronts.’” Kisela, 
    138 S. Ct. at 1152
    (citation omitted). As a result, a plaintiff seeking to defeat
    qualified immunity must establish that “‘any reasonable
    official in the defendant[s’] shoes would have understood’”
    that the particular circumstances of the specific
    interrogation were impermissibly coercive under the then-
    existing case law. 
    Id. at 1153
     (emphasis added) (citation
    omitted); see also Hunter v. Bryant, 
    502 U.S. 224
    , 229
    (1991) (“The qualified immunity standard gives ample room
    for mistaken judgments by protecting all but the plainly
    incompetent or those who knowingly violate the law.”
    (simplified)).
    Here, the particular circumstances of the interrogation do
    not present the same sort of confluence of features that, as of
    2012, we had previously held to be coercive. Cf., e.g.,
    Taylor v. Maddox, 
    366 F.3d 992
    , 1012, 1015–16 (9th Cir.
    2004) (confession was clearly involuntary where 16-year-
    old suspect was arrested late at night, questioned until
    3:00 AM, threatened with a jab to the face, and had his
    repeated requests for counsel denied), overruled on other
    grounds by Murray v. Schriro, 
    745 F.3d 984
    , 999–1000 (9th
    Cir. 2014); Gladden v. Holland, 
    366 F.2d 580
    , 582 (9th Cir.
    1966) (finding coercion where officers ignored a request for
    counsel, conducted the interrogation “throughout the night,”
    and called in alleged rape victims to view the suspect). On
    the contrary, they appear to be less coercive than other pre-
    2012 cases in which we found that coercion had not been
    established. See, e.g., Cunningham v. City of Wenatchee,
    
    345 F.3d 802
    , 810 (9th Cir. 2003) (finding no coercion
    where interrogation went for eight hours without a break,
    officers continued to question the suspect after claims of
    TOBIAS V. ARTEAGA                      39
    innocence, and officers played on the suspect’s fear of
    prison).
    B
    The majority nonetheless concludes that Detective
    Arteaga violated clearly established law, based on its
    conclusion that we had held, in United States v. Harrison,
    
    34 F.3d 886
     (9th Cir. 1994), that “[a]ny suggestion by a law
    enforcement officer ‘that a suspect’s exercise of the right to
    remain silent may result in harsher treatment by a court or
    prosecutor’ is unconstitutionally coercive.” See Maj. Opin.
    at 19. That is wrong, because the rule that the majority
    purports to extract from Harrison involves two significant
    innovations that post-date the 2012 interrogation of Tobias.
    First, the majority ignores the distinction between
    suggesting that silence would result in harsher treatment and
    suggesting that persisting in lying would do so. Harrison
    held that “there are no circumstances in which law
    enforcement officers may suggest that a suspect’s exercise
    of the right to remain silent may result in harsher treatment
    by a court or prosecutor.” 34 F.3d at 891–92 (second
    emphasis added). In Harrison, the agents advised the
    defendant of her Miranda rights and then, before she said
    anything, “asked her whether she thought it would be better
    if the judge were told that she had cooperated or had not
    cooperated.” Id. at 890. We held that “the suggestion that
    they might inform the court that she had not cooperated” was
    “improper conduct.” Id. at 891. We reasoned that “‘a
    defendant may not be made to suffer for his [or her]
    silence,’” id. (emphasis added) (quoting United States v.
    Tingle, 
    658 F.2d 1332
    , 1336 n.5 (9th Cir. 1981)), and that
    therefore “there are no circumstances in which law
    enforcement officers may suggest that a suspect’s exercise
    of the right to remain silent may result in harsher treatment
    40                      TOBIAS V. ARTEAGA
    by a court or prosecutor,” 
    id.
     at 891–92 (second emphasis
    added); see also Collazo v. Estelle, 
    940 F.2d 411
    , 414, 417
    (9th Cir. 1991) (en banc) (where suspect, at the outset of the
    police interrogation, refused to talk and asked for a lawyer,
    the officers’ threat that “it might be worse” for him if he did
    not talk was an impermissible “attempt in the police station
    to impose a penalty on Collazo’s choice to remain silent”).
    Given that Tobias never chose to be silent, Detective Arteaga
    here never “commented on Tobias’s silence,” see Maj. Opin.
    at 21–22, and Detective Arteaga did not threaten Tobias that,
    had he stayed silent, that would have led to harsher
    treatment. Instead, Detective Arteaga told Tobias that he
    thought the affirmative story Tobias was telling was a lie and
    that Tobias’s persistence in lying would make him look like
    a “cold-blooded” killer, resulting in harsher treatment from
    the prosecutor and the courts. 4 Given this crucial distinction
    4
    For example, Detective Arteaga told Tobias that, when the case
    was presented to the district attorney’s office, they were “going to see
    that you’re a gangster who lies.” In another lengthy speech to Tobias,
    Detective Arteaga stated: “[W]hen we take the case to court they’re
    going to think you’re a big time gang killer who didn’t want to tell the
    truth who is down for the hood. It’s going to look like you’re down—
    you’re so down for the hood that you didn’t want to speak so they might
    throw the book at you. But when you’re honest and you tell the truth it’s
    going to help you out in the long run. I’m telling you that right now,
    they’re going to have some compassion for you. But they do not like
    gang murders where people lie, deny it.” Detective Arteaga later
    similarly told Tobias that there are cases “where guys have told the truth,
    they’ve been honest, and they get a much reduced sentence,” and that,
    “I’m telling you this, [the judge is] going to look at you a lot more—with
    a lot more compassion if you told the truth [about] what happened.” The
    majority misleadingly cites, out of context, Detective Arteaga’s use of
    the above-quoted phrase “you didn’t want to speak” as if it were a
    comment on an invocation of the right to remain silent. See Maj. Opin.
    at 21. But as the more complete quotation provided above makes clear,
    the entire speech can only be understood as referring to Detective
    Arteaga’s belief that Tobias was continuing to lie. Indeed, the majority’s
    TOBIAS V. ARTEAGA                              41
    between Harrison and this case, it cannot be said that every
    reasonable officer would have understood in 2012 that such
    comments would have violated the principles established in
    Harrison.
    To be sure, the distinction just noted was effectively
    eliminated by our decision in Rodriguez, in which we
    applied the reasoning of Collazo in a factual context that
    was, in all relevant respects, materially similar to the one
    presented here. Although we did not cite Harrison in
    Rodriguez, we cited Collazo and made clear that the same
    principles discussed in that case (and in Harrison) apply in
    the context of an officer’s threat that, if the suspect persisted
    in lying, that might result in harsher treatment from the
    prosecutor or the court. 872 F.3d at 924. The problem is
    that Rodriguez was decided five years after the interrogation
    in this case, and the majority points to no then-existing
    precedent that extended the principles of Collazo and
    Harrison to the persistence-in-lying context. 5 But as the
    notion that this was somehow a comment on Tobias’s supposed “silence”
    is refuted by the fact that Tobias never invoked his right to silence (as
    opposed to his right to counsel) and by the fact that he had been speaking
    with the detectives for nearly an hour by that point.
    5
    The two cases cited by the majority do not support its conclusion.
    Tingle did not involve a suspect who had remained silent, and we went
    on to hold that the “record simply does not support Tingle’s claim that
    [the officer] made any improper promise or agreed to seek her early
    release” if she cooperated. 
    658 F.2d at 1335
     (emphasis added). We
    instead concluded that Tingle’s confession was involuntary due to the
    officer’s effort “to cause Tingle to fear that, if she failed to cooperate,
    she would not see her young child for a long time.” 
    Id. at 1336
     (emphasis
    added). In a footnote, we noted in dicta that we “disapprove[d]” making
    “statement[s] that failure to cooperate will be reported.” 
    Id.
     at 1336 n.5
    (emphasis added). That statement, by its terms, says nothing about
    whether officers may admonish suspects that persistence in lying would
    42                      TOBIAS V. ARTEAGA
    Supreme Court has admonished, the qualified-immunity
    analysis is limited to “‘existing precedent’” because future
    decisions cannot give “‘fair notice’” to government officials.
    Kisela, 
    138 S. Ct. at
    1153–54 (citations omitted); see also 
    id. at 1154
     (admonishing this court for relying on a case “that
    postdated the shooting at issue” and “was therefore ‘of no
    use in the clearly established inquiry’” (citation omitted)).
    For the same reasons, the majority’s argument today for
    extending the principles of Harrison to the different context
    presented here, see Maj. Opin. at 20–22, is of no value in
    determining what was clearly established law in 2012.
    Because it would not have been clear to every reasonable
    officer in 2012 that a suspect could not be warned that
    continuing to lie during an interrogation could lead to
    harsher consequences, Detective Arteaga did not violate
    clearly established law and is entitled to qualified
    immunity. 6
    Second, in addition to extending the Harrison rule to a
    context in which it had not been applied pre-2012, the
    majority radically transforms that rule in a further respect
    that is unsupported by precedent. According to the majority,
    not be viewed favorably. And in United States v. Guerrero, 
    847 F.2d 1363
     (9th Cir. 1988), we found the confession there to have been
    voluntarily given, and we distinguished Tingle on its facts. 
    Id.
     at 1366–
    67 & n.2.
    6
    Indeed, it is ironic that, even after Rodriguez, this court itself
    distinguished Harrison on precisely the ground that, unlike in Harrison,
    the officer there “was merely warning [the suspect], who was already
    talking with him, that if he was not honest in his statements to police, it
    could make the situation he was in worse.” United States v. Cragg,
    807 F. App’x 640, 643 (9th Cir. 2020) (emphasis added). If we are still
    making this distinction three years after Rodriguez, we cannot expect
    officers to have foreseen in 2012 that Rodriguez would effectively
    eliminate that distinction in 2017.
    TOBIAS V. ARTEAGA                            43
    a violation of its broader Harrison rule is now per se
    “unconstitutionally coercive.” See Maj. Opin. at19. This
    principle was not clearly established law in 2012; indeed, it
    was not the law at all until the majority announced this novel
    rule in its decision today. Harrison itself nowhere adopts the
    majority’s per se rule requiring an automatic finding of
    involuntariness. On the contrary, it reiterated that the
    voluntariness inquiry turns on “the totality of the
    circumstances” and requires a court to consider whether
    “‘the government obtained the statement by physical or
    psychological coercion or by improper inducement so that
    the suspect’s will was overborne.’” 34 F.3d at 890 (citation
    omitted). The majority points to Harrison’s statement that
    “‘there are no circumstances in which law enforcement
    officers may suggest that a suspect’s exercise of the right to
    remain silent may result in harsher treatment by a court or
    prosecutor.’” See Maj. Opin. at 20 (quoting 34 F.3d at 891–
    92). But the majority ignores the very next sentence of
    Harrison, which confirms that the court there was not
    creating a per se rule about voluntariness:             “‘The
    admissibility of a confession turns as much on whether the
    techniques for extracting the statements, as applied to this
    suspect, are compatible with a system that presumes
    innocence and assures that a conviction will not be secured
    by inquisitorial means as on whether the defendant’s will
    was in fact overborne.’” See Harrison, 
    34 F.3d at 892
    (quoting Miller v. Fenton, 
    474 U.S. 104
    , 116 (1985))
    (alteration omitted). Harrison thus may have established a
    per se prophylactic rule about how officers should behave in
    an interrogation, 7 but Harrison made clear that voluntariness
    7
    The additional language that the majority quotes from Harrison
    only serves to confirm this point. As the majority notes, see Maj. Opin.
    at 20 n.8, Harrison suggested that the technique used there was
    unacceptable because it “risks overcoming the will of the run-of-the-mill
    44                      TOBIAS V. ARTEAGA
    still had to be considered in light of all of the circumstances,
    and we proceeded to do just that in evaluating the
    voluntariness of Harrison’s confession. 8            Id. at 892
    (considering, in addition to the improper statement to
    Harrison, the fact that “fifteen armed federal agents had just
    searched the house, arrested her, and taken her companion
    away to jail”). The majority’s clear misreading of Harrison
    as establishing an automatic rule of involuntariness was not
    the law in this circuit until the majority announced it today,
    and it certainly was not clearly established law in 2012.
    III
    I agree with the majority’s decision to reverse the district
    court’s denial of qualified immunity with respect to Tobias’s
    substantive due process claim under the Fourteenth
    Amendment, but I reach that conclusion for somewhat
    different reasons than the majority.
    Although this claim (unlike the Fifth Amendment claim)
    does not require a showing that the confession was used
    suspect.’” 34 F.3d at 892 (emphasis added) (citation omitted). That is
    the language of a prophylactic rule and not of conclusively-presumed
    involuntariness.
    8
    Although the operative complaint’s Fifth Amendment claim
    contains separate paragraphs alleging both that the confession was
    involuntary and that the confession was unlawfully obtained in violation
    of Edwards’ prophylactic per se rule, it does not contain a comparable
    specific allegation that the confession was obtained in violation of a per
    se prophylactic rule of the sort suggested by Harrison. Rather, the
    complaint only mentions the threats of harsher treatment as a factor
    weighing in favor of involuntariness. Accordingly, we do not have a
    separate Harrison-based prophylactic-rule claim before us, and I
    therefore have no occasion to address whether such a claim would be
    cognizable under § 1983.
    TOBIAS V. ARTEAGA                       45
    against Tobias, “[t]he standard . . . is quite demanding,”
    requiring something akin to “‘police torture or other abuse’”
    or comparable conduct that “‘shocks the conscience.’” Stoot
    v. City of Everett, 
    582 F.3d 910
    , 928 (9th Cir. 2009)
    (citations omitted). In contending that the detectives
    violated clearly established law in this regard, Tobias relies
    on Crowe v. County of San Diego, 
    608 F.3d 406
     (9th Cir.
    2010), and Cooper v. Dupnik, 
    963 F.2d 1220
     (9th Cir. 1992),
    but the facts of both cases are materially different from those
    presented here.
    In Crowe, police interrogated three 14- and 15-year-old
    boys, Michael, Aaron, and Joshua, regarding the murder of
    Michael’s sister, Stephanie. 
    608 F.3d at 417
    . During the
    third of Michael’s four interrogations, at least one of which
    lasted six hours, Michael consented to a “truth verification
    exam,” after which an officer told him that some of his
    answers indicated “some deception.” 
    Id. at 419
    . The officer
    then asked, “Is there something, though, that maybe you’re
    blocking out . . . in your subconscious mind that we need to
    be aware of?” 
    Id.
     After Michael denied this claim, another
    officer “told Michael they found blood in his room, lifted
    fingerprints off the blood stains, and that the police now
    knew who killed” his sister, and asked Michael “what [he]
    did with the knife.” 
    Id.
     The officer urged Michael to do “the
    right thing by Stephanie’s name and . . . by your parents,”
    before he suggested the idea that Michael “killed Stephanie
    but did not remember it,” given that the officers were
    “[a]bsolutely” “sure about the evidence.” 
    Id.
     at 419–20.
    Other tactics included telling Michael that there were “two
    Michaels” and that “the good part of Michael didn’t do it,”
    and telling Michael that if he confessed, as opposed to
    “ma[king] the system prove” the murder, “he would get help
    rather than go to jail.” 
    Id.
     at 421–22. Michael then made up
    a story of how he committed the murder, explicitly and
    46                  TOBIAS V. ARTEAGA
    repeatedly stating—as he was telling it—that the story was a
    “complete lie” that he was providing to avoid jail based on
    the officers’ advice. 
    Id. at 422
    .
    The officers also interrogated Joshua and Aaron using
    similar tactics, getting a false confession out of Joshua but
    not Aaron. 
    608 F.3d at
    423–25. Joshua was interrogated for
    12 hours on one occasion and 13½ hours in a second session
    weeks later, and Aaron was interrogated for 9½ hours on one
    occasion. 
    Id.
     We noted that, at around “3:00 a.m.,” one of
    the officers used “the computer stress voice analyzer” on
    Joshua, “describing the device to Joshua in the same way as
    he had to Michael and Aaron.” 
    Id. at 424
    . Moreover, the
    officer continued Joshua’s interrogation “for several hours
    and he repeatedly denied Joshua’s requests for sleep.” 
    Id.
     at
    424–25.
    We concluded in Crowe that these interrogation tactics
    “shock[ed] the conscience,” emphasizing that the children
    were minors, that one of the suspects was deeply distraught
    over his sister’s murder, that the interrogations involved
    significant psychological manipulation, and that the
    interrogations lasted for “hours and hours.” 
    Id. at 532
    .
    Given that the circumstances of the interrogations in
    Crowe were so much worse than those in this case, Crowe
    cannot be said to have made clear to every reasonable officer
    that the methods used in interrogating Tobias violated his
    substantive due process rights. As the majority notes, the
    interrogations of all of the suspects in Crowe lasted for many
    hours, whereas Tobias’s interrogation (including the initial
    preliminary questions) lasted only about 90 minutes. But the
    differences go well beyond that. The questioning of each of
    the boys involved the psychologically manipulative use of a
    “computer stress voice analyzer,” and Joshua’s interrogation
    involved deliberate sleep deprivation. The detectives’
    TOBIAS V. ARTEAGA                      47
    behavior in this case simply does not compare to the
    “[p]sychological torture” that the officers in Crowe inflicted
    upon the suspects in that case. 
    608 F.3d at 432
    .
    Cooper is even further afield. There, police officers—
    who were “quite candid” about the intent of their scheme—
    meticulously “developed a strategy for interrogating” an
    adult defendant, which involved “cut[ting] [him] off from
    the rest of the world,” “creating [a] sense of hopelessness,”
    making him “emotionally worn down,” and intentionally
    “not honor[ing] an assertion of counsel or silence.” 
    963 F.2d at
    1223–25 (emphasis omitted). The officers’ plan was to
    “prevent the defendant from testifying at his own trial” by
    obtaining material for impeachment during the interrogation.
    
    Id.
         The officers “knew their plan patently was
    unconstitutional.” 
    Id. at 1225
    . Executing their plan, the
    officers deliberately ignored the defendant’s repeated
    invocations of his right to counsel. 
    Id.
     at 1129–31. Although
    Detectives Pere and Cortina also ignored Tobias’s single
    invocation of the right to counsel, there is no evidence that
    they went into the interrogation with a plan to do so, not to
    mention a “purpose of making it difficult, if not impossible,
    for [Tobias] to take the stand in his own defense” through
    methods that are “deliberately unlawful and flout the
    Constitution.” 
    Id.
     at 1249–50.
    Because controlling precedent does not establish
    “beyond debate” that the detectives’ conduct here shocks the
    conscience, Ashcroft v. al-Kidd, 
    563 U.S. 731
    , 741 (2011),
    the detectives are entitled to qualified immunity on this
    claim. I therefore concur in the majority’s judgment
    reversing the denial of summary judgment as to this claim.
    *       *       *
    48                  TOBIAS V. ARTEAGA
    For the foregoing reasons, I concur in part, concur in the
    judgment in part, and respectfully dissent in part.