United States v. Matthew Stewart , 761 F.3d 993 ( 2014 )


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  •                 FOR PUBLICATION
    UNITED STATES COURT OF APPEALS
    FOR THE NINTH CIRCUIT
    UNITED STATES OF AMERICA,                No. 13-10048
    Plaintiff-Appellee,
    D.C. No.
    v.                      2:10-cr-00564-
    LDG-VCF-1
    MATTHEW STEWART,
    Defendant-Appellant.            OPINION
    Appeal from the United States District Court
    for the District of Nevada
    Lloyd D. George, District Judge, Presiding
    Argued and Submitted
    March 11, 2014—San Francisco, California
    Filed July 31, 2014
    Before: Sidney R. Thomas, Raymond C. Fisher
    and Marsha S. Berzon, Circuit Judges.
    Opinion by Judge Fisher
    2                 UNITED STATES V. STEWART
    SUMMARY*
    Criminal Law
    Affirming a sentence for distributing a controlled
    substance, the panel reaffirmed this court’s holding that
    because 18 U.S.C. § 944(h) does not limit career offender
    status under the Sentencing Guidelines to defendants with
    two predicate federal convictions, the Sentencing
    Commission did not exceed the scope of its delegated
    authority by including prior state convictions as an additional
    basis for career offender status.
    The panel also held that the district court was mistaken
    about the impact of the purity of the controlled substance, but
    that the defendant’s sentence was nonetheless reasonable
    under the totality of the circumstances.
    COUNSEL
    Jeremy M. Delicino, Salt Lake City, Utah, for Defendant-
    Appellant.
    Peter S. Levitt (argued), Assistant United States Attorney,
    Elizabeth O. White, Appellate Chief, Daniel G. Bogden,
    United States Attorney, Las Vegas, Nevada, for Plaintiff-
    Appellee.
    *
    This summary constitutes no part of the opinion of the court. It has
    been prepared by court staff for the convenience of the reader.
    UNITED STATES V. STEWART                     3
    OPINION
    FISHER, Circuit Judge:
    Matthew Stewart pled guilty to two counts of distributing
    a controlled substance in violation of 21 U.S.C. § 841(a)(1).
    Because he had two prior state felony convictions for
    controlled substance offenses, the district court sentenced him
    as a career offender. See United States Sentencing Guidelines
    Manual (U.S.S.G.) §§ 4B1.1, 4B1.2. Stewart appeals his
    sentence, arguing that the Sentencing Commission exceeded
    its statutory authority under 28 U.S.C. § 994(h) by including
    state convictions as predicate offenses for purposes of
    defining a career offender. He further contends his sentence
    is substantively unreasonable because of the very low purity
    of the controlled substance he sold and the career offender
    guidelines’ over-representation of his criminal history. We
    once again hold that the Commission’s career offender
    guidelines are a permissible interpretation of the relevant
    statutes. See United States v. Rivera, 
    996 F.2d 993
    , 994–97
    (9th Cir. 1993). We further conclude that the district court
    was mistaken about the impact of the purity of the controlled
    substance, but that Stewart’s sentence was nonetheless
    reasonable under the totality of the circumstances. We
    therefore affirm.
    I
    In July 2010, federal Drug Enforcement Agency (DEA)
    officers learned from a confidential source that Stewart was
    potentially a “gallon producer” and distributor of gamma-
    hydroxybutyric acid (GHB). Acting on this tip, the DEA
    initiated a series of controlled buys of GHB from Stewart.
    On three separate occasions over the next several months,
    4               UNITED STATES V. STEWART
    Stewart sold water bottles – each containing a detectable
    amount of GHB dissolved in water – to an undercover officer:
    a single water bottle for $160; eight water bottles for $1,700;
    and 16 water bottles containing approximately two gallons of
    total liquid for an unknown price. Agents arrested Stewart
    and conducted a search of his residence, where they seized
    additional water bottles containing liquid with a detectable
    amount of GHB. Laboratory testing on all of the seized
    bottles confirmed the presence of GHB in 11,359 milliliters
    of total liquid, or about three gallons.
    Stewart pled guilty to two counts of distributing a
    controlled substance under 21 U.S.C § 841(a)(1). Absent
    application of the career offender guidelines, Stewart would
    have had a criminal history category of III. But because
    Stewart had two prior state felony convictions for drug
    distribution, he qualified as a career offender with an
    automatic criminal history category of VI. See U.S.S.G.
    § 4B1.1(a)–(b). Stewart’s first conviction was for the sale of
    ecstasy tablets in 2002, and his second was for the sale of
    cocaine in 2005. Based on the 20-year statutory maximum
    term of imprisonment for the offense to which Stewart pled
    guilty, 21 U.S.C. § 841(b)(1)(C), the career offender
    guidelines reset Stewart’s offense level to 32, see U.S.S.G.
    § 4B1.1(b)(3). Applying a criminal history category of VI
    and a three-level downward adjustment for acceptance of
    responsibility, the district court calculated a guidelines range
    of 151 to 188 months of imprisonment. Although the district
    court found that a sentence within this range would be
    appropriate, it nonetheless sentenced Stewart to 120 months’
    imprisonment. Stewart timely appealed his sentence.
    UNITED STATES V. STEWART                    5
    II
    The Sentencing Commission’s authority for the career
    offender guidelines rests on 28 U.S.C. § 994. Section 994(h)
    directs the Commission to “assure” that the guidelines specify
    a sentence “at or near” the statutory maximum for a defendant
    who: (1) has been convicted of a crime of violence or a
    controlled substance offense; and (2) has two or more prior
    felony convictions, each of which is a crime of violence or a
    controlled substance offense. See 28 U.S.C. § 994(h).
    Carrying out this mandate, the Commission promulgated
    the career offender guidelines, which categorize an adult
    defendant as a “career offender” when the defendant (1) is
    convicted of “a felony that is either a crime of violence or a
    controlled substance offense” and (2) “has at least two prior
    felony convictions of either a crime of violence or a
    controlled substance offense.” U.S.S.G. § 4B1.1(a); see also
    United States v. Mitchell, 
    624 F.3d 1023
    , 1026 (9th Cir.
    2010). The guidelines define a “controlled substance
    offense” as “an offense under federal or state law” that
    “prohibits the manufacture, import, export, distribution, or
    dispensing of a controlled substance,” or possession of a
    controlled substance with the intent to do the same. U.S.S.G.
    § 4B1.2(b).
    Stewart acknowledges that he was properly categorized as
    a career offender under the guidelines, based on his federal
    conviction for distributing GHB and his two prior state drug
    distribution convictions. See U.S.S.G. §§ 4B1.1, 4B1.2. He
    argues, however, that the career offender guidelines are
    invalid because they conflict with the plain language of
    § 994(h), which he interprets as requiring a guidelines
    sentence at or near the statutory maximum only for
    6               UNITED STATES V. STEWART
    defendants with two prior federal, not state, drug trafficking
    convictions. His argument relies on the language of § 994(h),
    which specifies career offender treatment only for a defendant
    who has two or more previous convictions for a controlled
    substance offense “described in” certain federal controlled
    substances statutes:
    The Commission shall assure that the
    guidelines specify a sentence to a term of
    imprisonment at or near the maximum term
    authorized for categories of defendants in
    which the defendant is eighteen years old or
    older and –
    (1) has been convicted of a felony that is –
    (A) a crime of violence; or
    (B) an offense described in section 401 of
    the Controlled Substances Act (21 U.S.C.
    841), sections 1002(a), 1005, and 1009 of
    the Controlled Substances Import and
    Export Act (21 U.S.C. 952(a), 955, and
    959), and chapter 705 of title 46; and
    (2) has previously been convicted of two or
    more prior felonies, each of which is –
    (A) a crime of violence; or
    (B) an offense described in section 401 of
    the Controlled Substances Act (21 U.S.C.
    841), sections 1002(a), 1005, and 1009 of
    the Controlled Substances Import and
    UNITED STATES V. STEWART                    7
    Export Act (21 U.S.C. 952(a), 955, and
    959), and chapter 705 of title 46.
    28 U.S.C. § 994(h). On the strength of this language, Stewart
    argues that the Commission exceeded its authority when it
    adopted guidelines imposing career offender status for
    previous state controlled substance convictions.
    We rejected this very argument in United States v. Rivera,
    
    996 F.2d 993
    , 994–97 (9th Cir. 1993), and we now reaffirm
    Rivera’s continuing validity. In Rivera, we held that the
    guidelines were a “sufficiently reasonable” interpretation of
    the ambiguous language of § 994(h), because this section is
    not limited to predicate offenses under federal law but
    extends to conduct involving controlled substances that could
    have been charged federally. See 
    id. We further
    noted that
    the career offender guidelines were consistent with Congress’
    intent to punish repeat drug traffickers regardless of whether
    their predicate convictions were state or federal. See 
    id. at 996.
    Stewart argues that Rivera cannot be reconciled with the
    Supreme Court’s subsequent decision in United States v.
    LaBonte, 
    520 U.S. 751
    (1997), because Rivera applied an
    erroneous standard of review. We do not agree that LaBonte
    undermines Rivera’s holding. LaBonte held that the
    Commission’s definition of “offense statutory maximum” in
    § 4B1.1 was invalid because it was “at odds with the plain
    language” and “ordinary meaning” of 28 U.S.C. § 
    994(h). 520 U.S. at 756
    , 757 (quoting Moskal v. United States,
    
    498 U.S. 103
    , 108 (1990)) (internal quotation marks omitted).
    The Court noted that “Congress has delegated to the
    Commission ‘significant discretion in formulating’” the
    sentencing guidelines, but the Commission’s promulgations
    8               UNITED STATES V. STEWART
    must nonetheless “bow to the specific directives of
    Congress.” 
    Id. at 757
    (quoting Mistretta v. United States,
    
    488 U.S. 361
    , 377 (1989)); see also United States v. Tercero,
    
    734 F.3d 979
    , 982 (9th Cir. 2013) (explaining that LaBonte
    invalidated a guidelines provision as being “in direct conflict”
    with the authorizing statute).
    Admittedly, we applied a different standard of review in
    Rivera, asking “whether the Sentencing Guideline [was]
    ‘sufficiently reasonable’ in light of the congressional
    directive to the 
    Commission,” 996 F.2d at 994
    , rather than
    whether there was a direct conflict with the statute.
    Nevertheless, our inquiry was consistent with the analysis
    applied in LaBonte because a guideline that constitutes a
    “sufficiently reasonable” interpretation of the enabling statute
    cannot be in direct conflict with the statute’s plain mandate.
    In Rivera, we first found § 994(h) to be ambiguous,
    because “it is not at all clear that Congress intended to
    exclude state [controlled substance] convictions” as predicate
    offenses triggering career offender 
    status. 996 F.2d at 995
    –96. Only then did we conclude that the Commission’s
    interpretation was a sufficiently reasonable implementation
    of congressional intent. See 
    id. Although §
    994(h) could be
    interpreted as Stewart prefers – that career offender status
    does not depend on prior state felony convictions – there is no
    direct conflict between the Commission’s contrary
    interpretation and section 994(h)’s plain language. See 
    id. at 995;
    see also United States v. Beasley, 
    12 F.3d 280
    , 283 (1st
    Cir. 1993) (holding that a “literal reading” of this section
    supports the Commission’s interpretation); United States v.
    Whyte, 
    892 F.2d 1170
    , 1174 (3d Cir. 1989) (holding that the
    Commission’s interpretation “is authorized, if not required,
    by section 994(h)”). Because Rivera is not “clearly
    UNITED STATES V. STEWART                             9
    irreconcilable with the reasoning or theory” of LaBonte, we
    remain bound by its holding. Miller v. Gammie, 
    335 F.3d 889
    , 893 (9th Cir. 2003) (en banc).1
    Even if we were free to reconsider Rivera, we would
    reach the same result. As we explained there, “the language
    of § 994(h) suggests that the predicate drug convictions need
    not be federal as long as they are for conduct that could have
    been charged 
    federally.” 996 F.2d at 996
    (citing 
    Whyte, 892 F.2d at 1174
    ). We reasoned that:
    Section 994(h)(2)(B) provides that offenses
    “described in” the federal statutes listed in
    that subsection serve as predicates for career
    offender status. If Congress had intended
    only federal offenses to serve as predicates for
    career offender status, it could have done so
    by providing that only “convictions obtained
    under” the federal statutes would be the basis
    for career offender status. The fact that
    Congress used the words “described in”
    indicates the focus is not upon whether the
    predicate offense is federal or state; rather, the
    focus is upon the type of conduct involved.
    1
    Since LaBonte, we have consistently upheld the sentences of
    defendants who were classified as career offenders based on their prior
    convictions for state felony controlled substance offenses, without
    commenting on the validity of the guidelines. See, e.g., United States v.
    Lee, 
    704 F.3d 785
    , 788–92 (9th Cir. 2012); 
    Mitchell, 624 F.3d at 1027
    ;
    United States v. Charles, 
    581 F.3d 927
    , 934 (9th Cir. 2009); United States
    v. Crawford, 
    520 F.3d 1072
    , 1077–80 (9th Cir. 2008); United States v.
    Sandoval-Venegas, 
    292 F.3d 1101
    , 1106–07 (9th Cir. 2002). This
    consistent enforcement of the guidelines is a further indication that
    LaBonte did not disturb our holding in Rivera.
    10                 UNITED STATES V. STEWART
    Id.2 Thus, the career offender guidelines, which include
    controlled substance offenses under both federal and state law
    as qualifying predicate offenses, are “consistent with the type
    of conduct Congress intended to penalize” in § 994(h). 
    Id. (emphasis added).
    Every other circuit to consider this
    question agrees. See United States v. Jemine, 555 F. App’x
    624, 625 (7th Cir. 2014); United States v. Najar, 
    225 F.3d 660
    , 
    2000 WL 799331
    , at *3 (6th Cir. 2000) (unpublished
    table decision); United States v. Gonsalves, 
    121 F.3d 1416
    ,
    1417–19 (11th Cir. 1997); United States v. Brown, 
    23 F.3d 839
    , 840–41 (4th Cir. 1994), abrogated on other grounds by
    Koon v. United States, 
    518 U.S. 81
    (1996); United States v.
    Consuegra, 
    22 F.3d 788
    , 789–90 (8th Cir. 1994); 
    Beasley, 12 F.3d at 282
    –84; 
    Whyte, 892 F.2d at 1174
    .
    Our post-Rivera decision in United States v. Heim,
    
    15 F.3d 830
    (9th Cir. 1994), offers a further reason for
    rejecting Stewart’s challenge. We stated there that Congress
    did not intend § 994(h) to establish “an exhaustive list . . . of
    [the] types of cases in which terms at or close to authorized
    maxima should be specified.” 
    Id. at 832
    (quoting S. Rep. No.
    98-225 (1983)) (internal quotation marks omitted). On the
    contrary, § 994(h) establishes only “the minimum obligation
    of the Commission,” United States v. Damerville, 
    27 F.3d 254
    , 257 (7th Cir. 1994), or “the irreducible minimum that
    the Commission must do by way of a career offender
    guideline,” United States v. Piper, 
    35 F.3d 611
    , 618 (1st Cir.
    2
    Section 994(h) “provides a narrow list of drug offenses that require the
    ‘at or near the maximum’ career offender treatment, including distribution
    under [21 U.S.C.] § 841, importation of certain controlled substances
    under 21 U.S.C. § 952(a), and manufacturing and distributing on board
    vessels under 46 U.S.C. § 70503.” United States v. Knox, 
    573 F.3d 441
    ,
    448 (7th Cir. 2009).
    UNITED STATES V. STEWART                     11
    1994). Under its extensive statutory authority to develop the
    guidelines, see 28 U.S.C. § 994(a)–(f); United States v.
    Mendoza-Figueroa, 
    65 F.3d 691
    , 692 (8th Cir. 1995) (en
    banc), the Commission may go beyond the minimum
    requirements of § 994(h), so long as the resulting guidelines
    do not conflict with any “specific directives of Congress,”
    
    LaBonte, 520 U.S. at 757
    . Thus, because section 994(h) does
    not limit career offender status to defendants with two
    predicate federal convictions, the Commission did not exceed
    the scope of its delegated authority by including prior state
    convictions as an additional basis for career offender status.
    Cf. 
    Heim, 15 F.3d at 832
    .
    III
    Stewart also challenges the substantive reasonableness of
    his 120-month sentence. Neither party challenges the district
    court’s sentencing procedure, so we evaluate the substantive
    reasonableness of Stewart’s sentence under an abuse of
    discretion standard. See United States v. Edwards, 
    595 F.3d 1004
    , 1014 (9th Cir. 2010). We consider the totality of the
    circumstances, including the degree of the court’s variance
    from the guidelines sentencing range and its discretionary
    weighing of the factors set forth in 18 U.S.C. § 3553(a). See
    United States v. Carty, 
    520 F.3d 984
    , 993 (9th Cir. 2008) (en
    banc). “[A]lthough the ‘Guidelines should be the starting
    point and the initial benchmark,’ district courts may impose
    sentences within statutory limits based on appropriate
    consideration of all of the factors listed in § 3553(a), subject
    to appellate review for ‘reasonableness.’” Pepper v. United
    States, 
    131 S. Ct. 1229
    , 1241 (2011) (quoting United States
    v. Gall, 
    552 U.S. 38
    , 49–51 (2007)). “[W]e may reverse if,
    upon reviewing the record, we have a definite and firm
    conviction that the district court committed a clear error of
    12                 UNITED STATES V. STEWART
    judgment in the conclusion it reached upon weighing the
    relevant factors.” United States v. Ressam, 
    679 F.3d 1069
    ,
    1087 (9th Cir. 2012) (en banc) (quoting United States v.
    Amezcua-Vasquez, 
    567 F.3d 1050
    , 1055 (9th Cir. 2009))
    (internal quotation marks omitted).
    There is no dispute that Stewart’s third drug distribution
    conviction qualified him as a career offender under the
    guidelines. As a career offender, Stewart’s offense level was
    set by reference to the 20-year statutory maximum penalty for
    distributing GHB, a penalty that applies regardless of the
    quantity or purity of GHB involved in the offense. See
    U.S.S.G. § 4B1.1(b)(3); 21 U.S.C. § 841(b)(1)(C).3 Based on
    this offense level and the criminal history category of VI
    imposed by the career offender guidelines, the district court
    correctly calculated Stewart’s guidelines range as 151 to 188
    months’ imprisonment, after a three-level downward
    adjustment for acceptance of responsibility.
    Acknowledging its authority to depart below this
    recommended sentencing range, the court imposed a 120-
    month sentence, 31 months below the low end of the
    applicable career offender guidelines range. Stewart
    3
    In this respect, GHB is different from other controlled substances. For
    many controlled substances, including marijuana, cocaine,
    methamphetamine and heroin, the statutory maximum is tied to the
    quantity of drugs involved in the offense.               See 21 U.S.C.
    § 841(b)(1)(A)–(B), (D). As a consequence, the offense level under the
    career offender guidelines for offenses involving these drugs may increase
    as drug quantity increases. See U.S.S.G. § 4B1.1(b). For GHB, however,
    there is a single statutory maximum of 20 years regardless of the quantity
    of GHB involved. Thus, for purposes of determining Stewart’s offense
    level under the career offender guidelines, the quantity of GHB involved
    in his offense is immaterial.
    UNITED STATES V. STEWART                     13
    nevertheless argues that his sentence is unreasonable because
    of (1) the very low purity of the GHB mixture involved in the
    offense; (2) the career offender guidelines’ over-
    representation of the seriousness of his criminal history and
    risk of recidivism; and (3) the systemic shortcomings of the
    career offender provisions as applied in any case, including
    his.
    The district court explicitly considered and rejected
    Stewart’s arguments in light of the guidelines and the
    § 3553(a) factors, making an “individualized assessment
    based on the facts presented.” 
    Gall, 552 U.S. at 50
    . As we
    shall explain, the district court was likely mistaken in its
    assumption about the significance of the GHB mixture’s
    purity under the non-career offender guidelines. Nonetheless,
    we affirm the reasonableness of Stewart’s sentence under the
    totality of the circumstances. Stewart was indisputably a
    career offender, and the district court correctly calculated his
    applicable guidelines range and otherwise evaluated the
    relevant factors in sentencing him to a below-guidelines
    sentence.
    A. Purity or Concentration of GHB Mixture
    Stewart contends that the extremely low purity of the
    GHB mixture warranted a significant variance from the career
    offender guidelines, and that even a below-guideline, 120-
    month sentence was unreasonable. According to laboratory
    testing, one sample of the liquid Stewart sold contained
    0.055% pure GHB. Another sample contained just 0.046%
    GHB. When used for approved therapeutic purposes, GHB
    is distributed in a solution of 50% purity – over 900 times
    more concentrated than the most concentrated mixture
    Stewart sold to the undercover agent. Stated another way,
    14                 UNITED STATES V. STEWART
    Stewart sold about three gallons of water that contained
    roughly five to six total grams of dissolved GHB. This is the
    equivalent of only a single prescribed dose of GHB, or a
    maximum of six “doses” for illicit purposes.4
    The district court accepted Stewart’s evidence of low
    purity but rejected his argument for a variance. Agreeing
    with the presentence report (PSR), it concluded that absent
    the career offender provisions, Stewart would be sentenced
    based on the entire 11 liters of the GHB mixture he sold
    without regard to purity, yielding a guidelines range of 46 to
    57 months.5 Because the district court viewed purity as
    irrelevant for determining drug quantity under the guidelines,
    it found that the very low purity of the GHB mixture was
    irrelevant to any variance from the career offender provisions.
    We disagree with the district court’s conclusion that
    Stewart’s non-career-offender sentencing range would have
    been based on 11 liters of GHB. First, purity or dilution is a
    relevant consideration for crafting a sentence that is
    “sufficient, but not greater than necessary,” under § 3553(a).
    Just as an upward variance or departure may be justified
    4
    See U.S. Dep’t of Justice, Drug Enforcement Admin., Drugs of Abuse:
    A DEA Resource Guide 54 (2011 ed.) (stating that the average dose of
    GHB when illicitly used is approximately one to five grams), available at
    http://www.justice.gov/dea/pr/multimedia-library/publications/drug_of_
    abuse.pdf.
    5
    Under the guidelines, one milliliter or gram of GHB is the equivalent
    of 8.8 grams of marijuana for purposes of calculating a base offense level.
    See U.S.S.G. § 2D1.1 cmt. n.8(D). Thus, without accounting for purity,
    the 11,359 milliliters of the GHB mixture Stewart distributed yields an
    offense level of 24, and after a reduction for acceptance of responsibility,
    a guidelines range of 46 to 57 months’ imprisonment based on his
    category III criminal history.
    UNITED STATES V. STEWART                     15
    based on the unusually high purity of a drug, see U.S.S.G.
    § 2D1.1 cmt. n.26(C), a downward variance for a mixture of
    unusually low purity may be justified in appropriate
    circumstances to better reflect the nature and seriousness of
    the offense, see 18 U.S.C. § 3553(a)(1)–(2).
    Second, the district court was likely mistaken in its
    assumption about the significance of the GHB mixture’s
    purity under the non-career offender guidelines. Typically,
    drug quantity under the guidelines includes the entire weight
    or volume of any mixture containing a detectable amount of
    controlled substance, without regard to purity or
    concentration. See U.S.S.G. § 2D1.1(c) n.(A). For the
    weight or volume of a mixture to be considered in its entirety,
    however, it first must be useable as an illicit drug. See United
    States v. Sprague, 
    135 F.3d 1301
    , 1305 (9th Cir. 1998)
    (holding that under the “marketable material approach,” “the
    weight of an unusable material mixed with a controlled
    substance should not be included in the weight for
    sentencing”). Therefore, a defendant’s drug quantity “does
    not include materials that must be separated from the
    controlled substance before the controlled substance can be
    used,” whether or not the materials can in fact be separated.
    U.S.S.G. § 2D1.1 cmt. n.1; see also United States v. Byfield,
    
    391 F.3d 277
    , 280 (D.C. Cir. 2004) (“[U]sability [is] essential
    for calculating the weight of a drug quantity for § 2D1.1
    sentencing purposes.”); United States v. Stewart, 
    361 F.3d 373
    , 377 (7th Cir. 2004) (“[O]nly usable or consumable
    mixtures or substances are included in the drug quantity for
    sentencing purposes.”).
    We have explained that “packaging material” and “the
    weight of waste washings in a mixture containing only trace
    amounts of a controlled substance” are two examples of
    16              UNITED STATES V. STEWART
    substances that must “be separated from the [controlled
    substance] before it could be used.” 
    Sprague, 135 F.3d at 1305
    –06. “On the other hand, the weight of a consumable
    cutting or diluting agent used to increase the total amount of
    a marketable controlled substance would not be excluded as
    it need not be separated to render the drug useable.” 
    Id. at 1305
    (emphasis added).
    Although we have not located any case specifically
    addressing highly diluted GHB, courts have addressed
    analogous circumstances for other controlled substances. In
    United States v. Robins, 
    967 F.2d 1387
    (9th Cir. 1992), for
    example, we held that the weight of cornmeal mixed with
    cocaine should not be used in determining the base offense
    level, because the 2,779 grams of cornmeal at issue “had to
    be separated from the [one-tenth of a gram of] cocaine before
    the cocaine could be effectively used.” 
    Id. at 1388–89.
    The
    cornmeal was “the functional equivalent of packaging
    material,” because the cornmeal-cocaine mixture could not be
    used without separating out the drug first. 
    Id. at 1389.
    As did
    Stewart here, the defendant in Robins attempted to defraud an
    undercover agent by masking the very small quantity of a
    controlled substance actually being sold. 
    Id. at 1388.
    When confronted with an unuseable or unmarketable
    mixture, “rather than weighing everything, [a district court
    should] . . . include only the amount of usable or consumable
    substances, or the amount of drug that the defendant could
    have extracted from something that is unusable at the time of
    arrest.” 
    Stewart, 361 F.3d at 378
    –79 (internal citations
    omitted). This logic has been applied to an “unmarketable”
    mixture containing over 1000 grams of sugar and only 10
    grams of cocaine, see United States v. Jackson, 
    115 F.3d 843
    ,
    848–49 (11th Cir. 1997); a mixture containing
    UNITED STATES V. STEWART                     17
    methamphetamine and other substances that had to be
    evaporated or filtered out before the drug could be used, see
    
    Sprague, 135 F.3d at 1306
    ; a solution of waste water
    containing a trace amount of cocaine, see United States v.
    Johnson, 
    999 F.2d 1192
    , 1196–97 (7th Cir. 1993); and large
    quantities of cocaine diluted in wine or liqueur, see United
    States v. Palacios-Molina, 
    7 F.3d 49
    , 54 (5th Cir. 1993);
    United States v. Acosta, 
    963 F.2d 551
    , 554–56 (2d Cir. 1992).
    But see United States v. Berroa-Medrano, 
    303 F.3d 277
    ,
    283–84 (3d Cir. 2002) (holding that a defendant who agreed
    to sell a package containing one kilogram of common heroin
    cutting agents and only a trace amount of heroin is
    accountable for the entire weight of the package). This is in
    contrast to those cases where, despite dilution or
    contamination, the controlled substance mixture “was ready
    for sale and for use as it was.” United States v. Coleman,
    
    166 F.3d 428
    , 432 (2d Cir. 1999) (emphasis omitted).
    Thus, when GHB is dissolved in water at a useable
    concentration, the entire volume of the GHB mixture must be
    considered in determining drug quantity, because the water
    serves only as a dilutant of the GHB, facilitating its use and
    distribution. See 
    Sprague, 135 F.3d at 1305
    . On the other
    hand, when reliable scientific evidence shows that GHB is
    diluted past the point of usability, the drug quantity should be
    based on an approximation of the amount of usable GHB
    mixture dissolved in the total liquid. See U.S.S.G. § 2D1.1
    cmt. n.1. The water is not merely a dilutant in this latter
    circumstance, but a “material[] that must be separated from
    the [GHB] before the [GHB] can be used.” 
    Id. An unuseable
    GHB mixture “[does] not constitute ‘a drug product moving
    through the chain of distribution in the manner envisioned by
    Congress.’” 
    Robins, 967 F.2d at 1390
    (quoting United States
    v. Chan Yu-Chong, 
    920 F.2d 594
    , 597 (9th Cir. 1990)).
    18                 UNITED STATES V. STEWART
    The district court understandably did not analyze the
    usability of Stewart’s GHB mixture because Stewart did not
    raise the issue of usability in the district court. We strongly
    suspect, however, that the GHB mixture was unusable, which
    would have a significant effect on Stewart’s non-career
    offender guidelines range. At the concentration Stewart sold
    the mixture (0.00055 grams of GHB per milliliter of water),
    one would have to consume about a half-gallon of liquid to
    obtain a single “usable” dose of GHB, even assuming that
    GHB this dilute would have any effect at all. If the GHB was
    in fact unusable, the relevant benchmark for purposes of
    sentencing would be an approximation of the amount of
    usable mixture he distributed, that is, a useable solution
    containing six grams of dissolved GHB. See 
    Stewart, 361 F.3d at 378
    –79 (holding that a court must determine “the
    amount of drug that the defendant could have extracted from
    something that is unusable at the time of arrest”); 
    Acosta, 963 F.2d at 555
    (holding that a sentence should “be based on
    the amount of the usable mixture – not the pure cocaine, but
    the cocaine mixed with the ingestible cutting agents” (citing
    United States v. Rolande-Gabriel, 
    938 F.2d 1231
    , 1237 (11th
    Cir. 1991)).6,7
    6
    Here, for example, the drug quantity might be one liter or less, based
    on the total volume of liquid in which six grams of pure GHB could be
    diluted to produce a usable product.
    7
    The district court also reasoned that no variance was warranted
    because, given the price Stewart charged for the GHB, he “intended his
    buyers to believe that his product was of a sufficient purity to produce an
    intended effect.” In these circumstances, the court concluded that Stewart
    would be held accountable for the entire volume of the GHB mixture
    under the non-career offender guidelines, whether or not the GHB was
    usable. We again disagree. A defendant who agrees to sell a specified
    quantity of a controlled substance is typically held accountable for the
    agreed-upon quantity, “unless the sale is completed and the amount
    UNITED STATES V. STEWART                           19
    Accordingly, Stewart’s non-career offender guidelines
    range likely would have been far lower than the 46 to 57
    months calculated by the district court, based on a much
    smaller volume of usable GHB mixture. Moreover, whether
    or not the district court miscalculated Stewart’s non-career
    offender range, the purity or diluteness of a drug mixture can
    be a relevant factor for determining whether a sentence is
    “sufficient, but not greater than necessary” under § 3553(a).
    The district court was incorrect to presume otherwise.
    B. Career Offender Guidelines
    Stewart also argues that his sentence is unreasonable
    because the career offender guidelines over-represent the
    seriousness of his criminal history and risk of recidivism, and
    that the these provisions are inherently flawed as applied in
    any case. He contends he was a low-level dealer selling
    drugs to support his own addiction, and his two past drug
    distribution crimes were only minor offenses. The district
    court rejected his arguments, although it nonetheless varied
    downward, and its reasoning is supported by the record.
    The court properly recognized that it could give less
    deference to or depart from the career offender provisions
    based on either Stewart’s individual circumstances or a
    general policy disagreement with the provisions, see United
    States v. Henderson, 
    649 F.3d 955
    , 964 (9th Cir. 2011);
    delivered more accurately reflects the scale of the offense.” U.S.S.G.
    § 2D1.1 cmt. n.5 (emphasis added). Here, Stewart may have agreed to sell
    gallons of usable GHB to the agent, but he delivered a large amount of an
    apparently unusable product. Properly taking usability into account, the
    amount of usable drug product Stewart delivered would “more accurately
    reflect[] the scale of [his] offense.” 
    Id. 20 UNITED
    STATES V. STEWART
    United States v. Mitchell, 
    624 F.3d 1023
    , 1027–30 (9th Cir.
    2010), but it found that application of these provisions would
    not “result[] in a sentence greater than necessary” in this case.
    In the court’s view, Stewart had “demonstrated a willingness
    to engage in criminal conduct,” and it accurately observed
    that “both of his prior convictions as with the present
    conviction concern not only a series of escalating transactions
    but a demonstrated willingness . . . to engage in sales of
    greater amounts of the controlled substances.” The court’s
    determination that “[d]espite two prior convictions, each with
    increasingly severe sentences, [Stewart] has demonstrated
    that he will not be deterred from further criminal action,” is
    supported by the record. The district court therefore
    reasonably concluded that the substantial increase in sentence
    called for by the career offender provision was not
    “unwarranted or greater than necessary in the circumstances
    of this case,” because it would serve “to protect the public
    from further criminal action by [Stewart].”
    Stewart has a different view of the seriousness of his past
    offenses than the district court, but the district court’s
    interpretation of Stewart’s criminal history and potential for
    recidivism was not “illogical, implausible, or without support
    in inferences that may be drawn from the facts in the record.”
    United States v. Treadwell, 
    593 F.3d 990
    , 999 (9th Cir. 2010)
    (quoting United States v. Hinkson, 
    585 F.3d 1247
    , 1263 (9th
    Cir.2009) (en banc)) (internal quotation marks omitted). Its
    findings also accord with the policy behind the career
    offender guidelines, which focuses on enhancing the penalties
    of recidivist distributors of controlled substances. See 
    Rivera, 996 F.2d at 996
    ; United States v. Sanchez, 
    517 F.3d 651
    , 668
    (2d Cir. 2008) (“[Section] 994(h) reflects Congress’s policy
    judgment that . . . drug trafficking felonies generally warrant
    more severe sentences when committed by recidivists than
    UNITED STATES V. STEWART                     21
    when committed by first- or second-time offenders.”). The
    district court could have disagreed with the policy behind the
    career offender guidelines and sentenced Stewart accordingly,
    but it was not required to do so. See 
    Mitchell, 624 F.3d at 1030
    .
    C. Totality of the Circumstances
    Considering the totality of the circumstances, the district
    court did not abuse its discretion in sentencing Stewart to 120
    months’ imprisonment. As explained, the district court relied
    on a mistaken assumption when it declined to vary from the
    career offender guidelines based on the purity of the GHB
    mixture. But we are not persuaded the mistake affected the
    court’s choice of sentence or the overall reasonableness of the
    sentence it chose. The purity and usability of a drug mixture
    are but a few of the many relevant factors that weigh into
    imposition of an individualized sentence under § 3553(a). Cf.
    
    Treadwell, 593 F.3d at 1012
    . Fundamentally, the district
    court based Stewart’s sentence on its agreement with the
    sentencing range provided by the career offender guidelines,
    a range that does not depend on the quantity of GHB – usable
    or otherwise – involved in an offense. The court reasonably
    explained why no variance from these provisions would be
    justified based on Stewart’s criminal history. It then varied
    downward by 31 months from the low end of Stewart’s career
    offender guidelines range with the hope that Stewart would
    rehabilitate himself while incarcerated. We afford “due
    deference to the District Court’s reasoned and reasonable
    decision that the § 3553(a) factors, on the whole, justified the
    sentence.” 
    Gall, 552 U.S. at 59
    –60. Although we may “think
    a different sentence is appropriate,” 
    Carty, 520 F.3d at 993
    ,
    the district court did not make “a clear error of judgment in
    the conclusion it reached upon weighing the relevant factors,”
    22              UNITED STATES V. STEWART
    
    Ressam, 679 F.3d at 1087
    (quoting 
    Amezcua-Vasquez, 567 F.3d at 1055
    ) (internal quotation marks omitted).
    IV
    For the foregoing reasons, we affirm Stewart’s sentence.
    AFFIRMED.
    

Document Info

Docket Number: 18-70981

Citation Numbers: 761 F.3d 993

Filed Date: 7/31/2014

Precedential Status: Precedential

Modified Date: 1/12/2023

Authorities (40)

United States v. Beasley , 12 F.3d 280 ( 1993 )

United States v. Piper , 35 F.3d 611 ( 1994 )

United States v. Jackson , 115 F.3d 843 ( 1997 )

United States v. Mary Rolande-Gabriel , 938 F.2d 1231 ( 1991 )

United States v. Elmer Arias Acosta , 963 F.2d 551 ( 1992 )

United States v. William T. Coleman, Beverly Holland and ... , 166 F.3d 428 ( 1999 )

United States v. Juan D. Berroa-Medrano A/K/A Kalin A/K/A ... , 303 F.3d 277 ( 2002 )

United States v. Knox , 573 F.3d 441 ( 2009 )

United States v. Whyte, Easton A. A/K/A Whyte, Larry , 892 F.2d 1170 ( 1989 )

United States v. Kevin D. Johnson , 999 F.2d 1192 ( 1993 )

United States v. Bolivar O. Palacios-Molina , 7 F.3d 49 ( 1993 )

United States v. James D. Stewart , 361 F.3d 373 ( 2004 )

United States v. Emanuel Brown, United States of America v. ... , 23 F.3d 839 ( 1994 )

United States v. Sanchez , 517 F.3d 651 ( 2008 )

98 Cal. Daily Op. Serv. 934, 98 Daily Journal D.A.R. 1271 ... , 135 F.3d 1301 ( 1998 )

United States v. Treadwell , 593 F.3d 990 ( 2010 )

United States v. Mitchell , 624 F.3d 1023 ( 2010 )

United States v. Jose Maria Mendoza-Figueroa , 65 F.3d 691 ( 1995 )

United States v. Tomas Rodriguez Consuegra , 22 F.3d 788 ( 1994 )

United States v. Michael R. Damerville and Sharon Douglas , 27 F.3d 254 ( 1994 )

View All Authorities »