United States v. Arthur Kyle Lange , 862 F.3d 1290 ( 2017 )


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  •                Case: 16-15164       Date Filed: 07/17/2017      Page: 1 of 14
    [PUBLISH]
    IN THE UNITED STATES COURT OF APPEALS
    FOR THE ELEVENTH CIRCUIT
    ________________________
    No. 16-15164
    ________________________
    D.C. Docket No. 5:16-cr-00006-RH-1
    UNITED STATES OF AMERICA,
    Plaintiff - Appellee,
    versus
    ARTHUR KYLE LANGE,
    Defendant - Appellant.
    ________________________
    Appeal from the United States District Court
    for the Northern District of Florida
    ________________________
    (July 17, 2017)
    Before ED CARNES, Chief Judge, WILLIAM PRYOR, Circuit Judge, and
    MOORE, * District Judge.
    WILLIAM PRYOR, Circuit Judge:
    *
    Honorable K. Michael Moore, United States District Chief Judge for the Southern District of
    Florida, sitting by designation.
    Case: 16-15164     Date Filed: 07/17/2017    Page: 2 of 14
    This appeal requires us to decide whether a Florida conviction of principal to
    attempted manufacture of a controlled substance, see Fla. Stat. § 777.011, qualifies
    as a “controlled substance offense,” United States Sentencing Guidelines Manual
    § 4B1.2(b) (Aug. 2016). We must also decide whether the government engaged in
    sentencing factor manipulation when it arranged multiple transactions in a sting
    operation. Arthur Kyle Lange sold guns and drugs to a confidential informant in
    five separate transactions. After Lange pleaded guilty to various firearm and drug
    offenses, the district court sentenced him to a term of 130 months of imprisonment,
    at the low end of his advisory guideline range. Lange objected to receiving a higher
    base offense level for his prior Florida conviction of principal to attempted
    manufacture of methamphetamine, but the district court overruled his objection.
    Lange argues that because the Florida statute for principal liability makes an
    individual liable if he aids and abets an attempted crime without requiring a
    completed offense, the Florida statute is too broad to be a “controlled substance
    offense” under the Guidelines. But the definition of “controlled substance offense”
    and the authoritative commentary make clear that the crime of aiding an attempt to
    manufacture is “an offense . . . that prohibits . . . manufacture,” U.S.S.G.
    § 4B1.2(b). Because a conviction of principal to attempted manufacture of a
    controlled substance qualifies as a “controlled substance offense,” and because
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    Lange cannot prove that the government engaged in sentencing factor
    manipulation when it arranged multiple transactions, we affirm.
    I. BACKGROUND
    With the help of a confidential informant, federal agents facilitated a total of
    five controlled purchases from Arthur Kyle Lange. In the first transaction, Lange
    agreed to sell the informant Xanax and a firearm and discussed future purchases.
    Over a few months, Lange sold the informant more drugs and firearms, including a
    gun with an obliterated serial number. After he was arrested, Lange pleaded guilty
    to five counts of unlawful possession of a firearm, 18 U.S.C. §§ 922(g)(1),
    924(a)(2), three counts of distributing alprazolam, 21 U.S.C. § 841(a)(2), (b)(2),
    and two counts of distributing methamphetamine and alprazolam, 
    id. § 841(a)(1),
    b(2), (b)(1)(C). The district court accepted Lange’s guilty plea and, with the
    parties’ consent, applied the amended Sentencing Guidelines that were to take
    effect on August 1, 2016.
    Lange’s criminal history included a 2011 conviction for the Florida offense
    “Principal to Attempted Manufacture of Controlled Substance.” Lange objected to
    the factual description of the offense in the presentence investigation report but
    agreed that he had the prior conviction. For the purpose of determining Lange’s
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    sentence, the district court counted this prior conviction as a “controlled substance
    offense,” U.S.S.G. § 4B1.2(b).
    Lange’s sentencing range was a function of his prior conviction of a
    controlled substance offense as well as the specific facts surrounding his crimes.
    Under the firearm guideline, U.S.S.G. § 2K2.1, unlawful possession of a firearm
    after committing a controlled substance offense provided a base offense level of
    20. 
    Id. § 2K2.1(a)(4)(A).
    Because the offense involved five firearms, the district
    court added two levels. 
    Id. § 2K2.1(b)(1)(A).
    Because the offense involved a
    firearm with an obliterated serial number, the district court added four levels. 
    Id. § 2K2.1(b)(4)(B).
    Because Lange possessed the firearm in connection with another
    felony offense—the sale of drugs along with the firearms—the district court added
    an additional four levels. 
    Id. § 2K2.1(b)(6)(B).
    Because Lange accepted
    responsibility and assisted authorities, the district court subtracted three levels. 
    Id. § 3E1.1(a),
    (b). That calculation provided a total offense level of 27. Combined
    with Lange’s criminal history category of VI, the Guidelines provided a sentencing
    range of 130–162 months of imprisonment. After considering the statutory
    sentencing factors, 18 U.S.C. § 3553(a), the district court imposed concurrent
    sentences of 130, 120, and 60 months, three years of supervised release, and
    $1,000 in a special monetary assessment.
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    II. STANDARDS OF REVIEW
    This Court reviews de novo whether a prior conviction is a “controlled
    substance offense” under Section 4B1.2(b). See United States v. Frazier, 
    89 F.3d 1501
    , 1505 (11th Cir. 1996). When a party raises an argument for the first time on
    appeal, this Court reviews for plain error. United States v. Chafin, 
    808 F.3d 1263
    ,
    1268 (11th Cir. 2015). We may not correct an error that the defendant failed to
    raise in the district court unless the error is plain, affects substantial rights, and
    seriously affects the fairness, integrity, or public reputation of judicial proceedings.
    United States v. Rodriguez, 
    398 F.3d 1291
    , 1298 (11th Cir. 2005); Fed. R. Crim. P.
    52.
    III. DISCUSSION
    We divide our discussion in two parts. First, we explain that Lange’s prior
    conviction qualifies as a “controlled substance offense” under the Guidelines.
    Second, we explain that the government did not engage in sentencing factor
    manipulation.
    A.     Controlled Substance Offense
    The district court determined that Lange’s prior conviction for “Principal to
    Attempted Manufacture of Controlled Substance” was a “controlled substance
    offense” as defined by the Guidelines, U.S.S.G. § 4B1.2(b). The parties do not
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    contest that the Florida crime of “Manufacture of Controlled Substance” is a
    controlled substance offense. They instead dispute whether Florida principal
    liability as applied to a controlled substance offense reaches conduct beyond the
    scope of the inchoate liability covered by the Guidelines.
    We apply the categorical approach to determine what constitutes a
    controlled substance offense, which means that we compare the definition in the
    Guidelines with the statutory offense, “not the conduct underlying the conviction.”
    United States v. Lipsey, 
    40 F.3d 1200
    , 1201 (11th Cir. 1994). “We look to the plain
    language of the definitions to determine their elements,” and we “need not search
    for the elements of ‘generic’ definitions of . . . ‘controlled substance offense’
    because the[] term[] [is] defined by . . . the Sentencing Guidelines.” United States
    v. Smith, 
    775 F.3d 1262
    , 1267 (11th Cir. 2014).
    The Guidelines define a “controlled substance offense” as including any
    state or federal offense punishable by a year or more for the manufacturing or
    trafficking of a controlled substance:
    The term “controlled substance offense” means an offense under
    federal or state law, punishable by imprisonment for a term exceeding
    one year, that prohibits the manufacture, import, export, distribution,
    or dispensing of a controlled substance (or a counterfeit substance) or
    the possession of a controlled substance (or a counterfeit substance)
    with intent to manufacture, import, export, distribute, or dispense.
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    U.S.S.G. § 4B1.2(b). The commentary in Application Note 1 further states that this
    definition includes inchoate crimes: “‘Crime of violence’ and ‘controlled substance
    offense’ include the offenses of aiding and abetting, conspiring, and attempting to
    commit such offenses.” 
    Id. § 4B1.2(a)
    cmt. n.1 (emphasis omitted). “[T]h[is]
    commentary constitutes ‘a binding interpretation’ of the term ‘controlled substance
    offense.’” United States v. Smith, 
    54 F.3d 690
    , 693 (11th Cir. 1995) (citation
    omitted).
    “[O]ur interpretation of the Sentencing Guidelines is governed by traditional
    rules of statutory construction,” United States v. Shannon, 
    631 F.3d 1187
    , 1189
    (11th Cir. 2011), and “[d]efinition sections and interpretation clauses are to be
    carefully followed,” Antonin Scalia & Bryan A. Garner, Reading Law: The
    Interpretation of Legal Texts 225 (2012). We give an application note “its most
    natural reading” even if “it actually enlarges, rather than limits, the applicability of
    the enhancement.” United States v. Probel, 
    214 F.3d 1285
    , 1288 (11th Cir. 2000).
    We presume that the Sentencing Commission “said what it meant and meant what
    it said.” 
    Shannon, 631 F.3d at 1190
    (quoting United States v. Browne, 
    505 F.3d 1229
    , 1250 (11th Cir. 2007)).
    Lange’s prior conviction is not for “aiding and abetting” or “attempting” a
    controlled substance offense; instead, Lange was convicted under a Florida statute
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    that defines principal liability. Florida law creates principal liability for aiding and
    abetting an attempted crime:
    Principal in first degree. – Whoever commits any criminal offense
    against the state, whether felony or misdemeanor, or aids, abets,
    counsels, hires, or otherwise procures such offense to be committed,
    and such offense is committed or is attempted to be committed, is a
    principal in the first degree and may be charged, convicted, and
    punished as such, whether he or she is or is not actually or
    constructively present at the commission of such offense.
    Fla. Stat. § 777.011 (emphasis added). We must decide whether the definition of
    “controlled substance offense,” as informed by Application Note 1, is broad
    enough to encompass liability as a principal in the first degree under Florida law.
    Lange relies on our opinion in Young v. United States, 
    936 F.2d 533
    (11th
    Cir. 1991), to argue that we must construe the Guidelines narrowly, but we
    disagree. Young explained that when applying a previous version of the Guideline
    that included offenses “substantially equivalent to the offenses listed,” we
    considered as “similar” only other drug trafficking convictions. 
    Id. at 536–37.
    Young did not create a general principle of reading the Guidelines narrowly, but
    instead interpreted a general phrase to “apply only to . . . things of the same general
    kind or class specifically mentioned,” Scalia & 
    Garner, supra, at 199
    .
    Although Application Note 1 states that the term “‘controlled substance
    offense’ include[s] the offenses of aiding and abetting, conspiring, and attempting
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    to commit such offenses,” this list is not exhaustive. Lange argues that the word
    “includes” expands the definition of “controlled substance offense” to reach the
    three listed examples and nothing else. But in discussing its general principles, the
    Guidelines explain that “[t]he term ‘includes’ is not exhaustive.” U.S.S.G. § 1B1.1
    cmt. n.2 (emphasis omitted). We have applied this principle across the Guidelines.
    See, e.g., 
    Probel, 214 F.3d at 1288
    . And the “traditional rules of statutory
    construction,” 
    Shannon, 631 F.3d at 1189
    , provide that “the word include does not
    ordinarily introduce an exhaustive list.” Scalia & 
    Garner, supra, at 132
    , 226; see
    also Chickasaw Nation v. United States, 
    534 U.S. 84
    , 89 (2001); Campbell v.
    Acuff-Rose Music, Inc., 
    510 U.S. 569
    , 577 (1994). The definition of “controlled
    substance offense” is not necessarily limited to aiding and abetting, conspiring, and
    attempting.
    The definition of “controlled substance offense” in Section 4B1.2(b)
    “require[s] only that the predicate offense . . . ‘prohibit[s]’ certain activities related
    to controlled substances.” 
    Smith, 775 F.3d at 1267
    (third alteration in original)
    (internal citations omitted). Application Note 1 informs how we should interpret
    this definition. “Prohibit” can mean “[t]o forbid . . . by a command, statute, law, or
    other authority” or “[t]o ban or exclude . . . from an action or place; to prevent,
    hinder.” Prohibit, Oxford English Dictionary (online ed. 2017); see also Prohibit,
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    Webster’s Second International Dictionary 1978 (1961) (“1. To forbid by authority
    or command; to interdict; . . . 2. To stop or prevent (a person); to render impossible
    (an action); to hinder; debar.”). Because Application Note 1 tells us that an offense
    prohibits the manufacture of a controlled substance when it prohibits aiding and
    abetting, conspiring, and attempting that manufacture, U.S.S.G. § 4B1.2(a) cmt.
    n.1, we must not construe “prohibit” too narrowly. “[C]ontrolled substance
    offense” cannot mean only offenses that forbid conduct outright, but must also
    include related inchoate offenses that aim toward that conduct. A ban on
    attempting manufacture will bar some unsuccessful attempts, but it will also make
    it practically impossible to manufacture without violating the law. So too a ban on
    conspiring to manufacture drugs hinders manufacture even though it will ban
    conduct that is not itself manufacturing. In precisely the same way, a ban on aiding
    and abetting manufacture, whether or not the offense is completed, prevents and
    hinders manufacture. Because a statute that forbids aiding and abetting an attempt
    essentially forbids manufacture itself, the crime of aiding an attempt to
    manufacture is “an offense . . . that prohibits . . . manufacture,” 
    id. § 4B1.2(b).
    This conclusion is bolstered by the substantial similarity between the Florida
    statute for principal liability and the offenses listed in Application Note 1—aiding
    and abetting, attempt, and conspiracy. The Supreme Court of Florida refers to
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    section 777.011 as the “aider-abettor statute[,] which makes all participants in a
    crime principals in the first degree.” Potts v. State, 
    430 So. 2d 900
    , 901 (Fla.
    1982). “The Supreme Court of Florida has held that to be guilty as a principal for a
    crime committed by another, the defendant ‘must intend that the crime be
    committed and do some act to assist the other person in actually committing the
    crime.’” Jamerson v. Sec’y for Dep’t of Corr., 
    410 F.3d 682
    , 689 (11th Cir. 2005)
    (quoting Staten v. State, 
    519 So. 2d 622
    , 624 (Fla. 1988)). The federal law of aiding
    and abetting, 18 U.S.C. § 2, also requires that the defendant have the intent to aid
    the commission of a crime and do some act that contributed to the offense. United
    State v. DePace, 
    120 F.3d 233
    , 238 (11th Cir. 1997). And although Florida law
    does not require there be a completed offense, the examples of attempt and
    conspiracy in the application note make clear that to “prohibit” an offense does not
    require a state to prohibit the completed offense. The text of the application note
    covers “prohibit[ing]” manufacture of controlled substances by prohibiting those
    who aid and abet the attempt to do so.
    The district court did not err. Interpreting the Guideline in the light of the
    authoritative interpretation provided in Application Note 1, Florida prohibits a
    controlled substance offense when it prohibits principal liability for a controlled
    substance offense. Lange’s Florida conviction for “Principal to Attempted
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    Manufacture of Controlled Substance” qualifies as a “controlled substance
    offense” under the Guidelines.
    B.     Sentencing Factor Manipulation
    Because Lange did not raise the argument that the government engaged in
    sentencing factor manipulation before the district court, we review for plain error.
    Lange argues that he is due relief because the government wrongfully manipulated
    his sentence by encouraging the commission of five separate criminal transactions
    instead of arresting him after the first sale. We disagree.
    The doctrine of sentencing factor manipulation asks “whether the
    manipulation inherent in a sting operation, even if insufficiently oppressive to
    support an entrapment defense, or due process claim, must sometimes be filtered
    out of the sentencing calculus.” United States v. Sanchez, 
    138 F.3d 1410
    , 1414
    (11th Cir. 1998) (alterations adopted) (citation omitted). “[T]o bring sting
    operations within the ambit of sentencing factor manipulation, the government
    must engage in extraordinary misconduct.” United States v. Ciszkowski, 
    492 F.3d 1264
    , 1271 (11th Cir. 2007). “Government-created reverse sting operations are
    recognized and useful methods of law enforcement investigation,” so “[t]he
    standard for sentencing factor manipulation is high.” 
    Id. This Court
    has never
    reduced a sentence on the basis of sentencing factor manipulation, see United
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    States v. Docampo, 
    573 F.3d 1091
    , 1097–98 (11th Cir. 2009), so no binding
    precedent requires this Court to countenance sentencing factor manipulation as a
    legitimate defense.
    Even if a sentence can be reduced based on sentencing factor manipulation,
    Lange cannot prove error, let alone plain error in the failure of the district court to
    determine sua sponte that the government engaged in extraordinary misconduct.
    “A plain error is an error that is ‘obvious’ and is ‘clear under current law.’” United
    States v. Humphrey, 
    164 F.3d 585
    , 588 (11th Cir. 1999) (citing United States v.
    Olano, 
    507 U.S. 725
    , 734 (1993)). And “there can be no plain error where there is
    no precedent from the Supreme Court or this Court directly resolving it.” United
    States v. Lejarde-Rada, 
    319 F.3d 1288
    , 1291 (11th Cir. 2003). Lange fails to
    identify any precedent that establishes that law-enforcement officers have a duty to
    arrest as soon as a single illegal transaction has occurred or that a sting operation
    that engages in multiple transactions is extraordinary misconduct. To the contrary,
    this Court has held that the government’s decision to make “four purchases instead
    of just one . . . is no more manipulative than . . . setting in motion a fictitious sting
    operation involving a large quantity of drugs instead of a small one.” United States
    v. Govan, 
    293 F.3d 1248
    , 1251 (11th Cir. 2002); see also 
    Sanchez, 138 F.3d at 1414
    (“The fact that the government’s . . . operation involved a large quantity of
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    drugs does not amount to the type of manipulative governmental conduct
    warranting a downward departure in sentencing.”). Even when multiple
    transactions are intended to “make[] it easier to obtain a conviction, . . . there is
    nothing wrong with the government attempting to strengthen its case for
    conviction.” 
    Govan, 293 F.3d at 1251
    . And as the government argues, “conducting
    five transactions was not outrageous” in the light of a legitimate government
    interest in “remov[ing] firearms from the streets, especially those accessible to a
    convicted felon dealing drugs.” Lange “has not met his burden of establishing that
    the government’s conduct is sufficiently reprehensible to constitute sentencing
    factor manipulation,” 
    Ciszkowski, 492 F.3d at 1271
    . “Because [Lange] is unable to
    meet his burden to show plain error, his argument fails.” United States v. Castro,
    
    455 F.3d 1249
    , 1253 (11th Cir. 2006).
    IV. CONCLUSION
    We AFFIRM Lange’s sentence.
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Document Info

Docket Number: 16-15164

Citation Numbers: 862 F.3d 1290

Filed Date: 7/17/2017

Precedential Status: Precedential

Modified Date: 1/12/2023

Authorities (21)

United States v. Henry Affit Lejarde-Rada , 319 F.3d 1288 ( 2003 )

United States v. Jose Jorge Anaya Castro , 455 F.3d 1249 ( 2006 )

United States v. Depace , 120 F.3d 233 ( 1997 )

United States v. Sanchez , 138 F.3d 1410 ( 1998 )

United States v. Thomas Govan , 293 F.3d 1248 ( 2002 )

United States v. David Lipsey , 40 F.3d 1200 ( 1994 )

United States v. Ciszkowski , 492 F.3d 1264 ( 2007 )

United States v. Browne , 505 F.3d 1229 ( 2007 )

United States v. Smith , 54 F.3d 690 ( 1995 )

Robert Young v. United States , 936 F.2d 533 ( 1991 )

Jamerson v. Secretary for the Department of Corrections , 410 F.3d 682 ( 2005 )

United States v. Docampo , 573 F.3d 1091 ( 2009 )

united-states-v-larry-frazier-united-states-of-america-v-darence-eugene , 89 F.3d 1501 ( 1996 )

United States v. Probel , 214 F.3d 1285 ( 2000 )

Potts v. State , 430 So. 2d 900 ( 1982 )

Staten v. State , 519 So. 2d 622 ( 1988 )

United States v. Humphrey , 164 F.3d 585 ( 1999 )

United States v. Shannon , 631 F.3d 1187 ( 2011 )

United States v. Olano , 113 S. Ct. 1770 ( 1993 )

Campbell v. Acuff-Rose Music, Inc. , 114 S. Ct. 1164 ( 1994 )

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