United States of America v. Khalil Abu Rayyan

RECOMMENDED FOR FULL-TEXT PUBLICATION
Pursuant to Sixth Circuit I.O.P. 32.1(b)
File Name: 18a0054p.06
UNITED STATES COURT OF APPEALS
FOR THE SIXTH CIRCUIT
U NITED S TATES OF A MERICA,
Plaintiff-Appellee,
v.
K HALIL A BU RAYYAN,
Defendant-Appellant.
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No. 17-1447
Appeal from the United States District Court
for the Eastern District of Michigan at Detroit.
No. 2:16-cr-20098-1—George Caram Steeh, District Judge.
Argued: March 15, 2018
Decided and Filed: March 19, 2018
Before: MERRITT and SUTTON, Circuit Judges; CLELAND, District Judge.*
_________________
COUNSEL
ARGUED: Jessica LeFort, FEDERAL DEFENDER OFFICE, Detroit, Michigan, for Appellant.
Andrew Goetz, UNITED STATES ATTORNEY’S OFFICE, Detroit, Michigan, for Appellee.
ON BRIEF: Jessica LeFort, Todd Shanker, FEDERAL DEFENDER OFFICE, Detroit,
Michigan, for Appellant. Andrew Goetz, UNITED STATES ATTORNEY’S OFFICE, Detroit,
Michigan, for Appellee.
*The Honorable Robert H. Cleland, United States District Judge for the Eastern District of Michigan, sitting
by designation.
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OPINION
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SUTTON, Circuit Judge. Khalil Abu Rayyan pleaded guilty to federal gun charges. The
Sentencing Guidelines recommended a sentence between 15 and 21 months. The government
asked for a sentence of 96 months on the ground (among others) that Rayyan at one point had
planned to attack a local church. After a three-day hearing, the district court imposed a sentence
of 60 months, all explained in a 33-page opinion. Although Rayyan’s challenge to that sentence
raises not-inconsequential considerations—a substantial upward variance based in part on
uncharged conduct and a defendant’s online viewing habits and online communications—Judge
Steeh’s careful handling of this case does not exceed the discretion that sentencing law delegates
to the district courts. We affirm.
I.
Rayyan had an affinity for the Islamic State (sometimes known as ISIS or ISIL) and
showed it by watching online content that glorified its exploits. He watched one video entitled
“Kill them wherever you find them” five times, and he called it “the best one yet.” R. 107-2 at
2–3. He featured a photo depicting a jihad-inspired execution on his Twitter account. And he
requested links to videos depicting Islamic State fighters throwing prisoners from the tops of
buildings. Watching them “made [his] day.” R. 107-1 at 3.
Over time, his apparent sympathy for Islamic State propaganda ran the risk of inspiring
real-world action. On one occasion, Rayyan posted a photo online showing him brandishing a
pistol in one hand while making a pro-Islamic State hand gesture with the other.
The FBI noticed. In May 2015, it began monitoring Rayyan’s activities. In October of
that year, they noticed that Rayyan had purchased a .22 caliber revolver at a sporting goods store.
In doing so, he filled out a federal form declaring that he did not use illegal drugs. Two days
later, Detroit police officers pulled him over for speeding. They found the revolver on the floor
and marijuana hidden under the dash. Rayyan did not have a concealed pistol license or a
medical marijuana card. The officers arrested him. He admitted that he had smoked marijuana

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regularly for years. After the arrest, he bought a new cell phone and downloaded more Islamic
State propaganda.
Rayyan tried to buy another firearm a month later. Again he declared he was not a
habitual drug user when filling out the federal form. This time, the store would not sell him the
gun due to his previous arrest. Unable to buy a gun, Rayyan and a friend went to a firing range,
rented an AR-15 and an AK-47, and used them both at the range. Rayyan posted a photo of
himself online holding the AK-47 and making a pro-Islamic State hand gesture. He captioned
the photo “Sahwat hunting,” Arabic (and English) for hunting Iraqis unsympathetic to the
Islamic State. R. 88-4.
In December, a young woman from Cleveland contacted the FBI about some online
conversations she had with Rayyan through his Twitter account, which included the photos and
videos described above. After she passed along the Twitter account to the FBI, the Bureau told
her to cut off communications with Rayyan.
Soon after, an undercover FBI employee posing as a 19-year-old woman who
sympathized with the Islamic State messaged him. Rayyan told the agent a number of disturbing
things. He claimed that he had “planned out” an attack on a large church near where he worked
and described making preparations. R. 107-3 at 3. He thought the church would make a good
target because “people are not allowed to carry guns in church,” and “it would make the news.”
Id. at 6. He never carried out his plan. But he “regret[ted] not doing it.” If he could not “do
jihad [in] the midd[le] east,” he wanted to “do . . . jihad over here.” Id. at 7. He claimed he
“would[’]ve killed every last one of them[.] Especially the wom[e]n and children.” Id. at 14.
Later that month, he told the undercover agent that he wanted to murder one of the
officers who arrested him.
The FBI arrested him in February of 2016. A search of his phone revealed more pro-
Islamic State materials. A grand jury indicted him for violating 18 U.S.C. § 922(a)(6), which
prohibits making a false statement while purchasing a firearm, and § 922(g)(3), which prohibits a
person who regularly uses an unlawful controlled substance from possessing a firearm.

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Rayyan pleaded guilty. The probation office calculated the guidelines range and
recommended a 15 to 21 month sentence. The government urged an upward variance to 96
months. The district court sentenced him to 60 months due to the risk he posed to the public, the
need to deter others from engaging in similar conduct, and the severity of his crime. Rayyan
appealed, challenging the procedural and substantive reasonableness of his sentence.
II.
Procedural Reasonableness. The first requirement of a legitimate criminal sentence is a
process-driven one. The court must properly calculate the guidelines range, treat that range as
advisory, consider the sentencing factors in 18 U.S.C. § 3553(a), refrain from considering
impermissible factors, select the sentence based on facts that are not clearly erroneous, and
adequately explain why it chose the sentence. See Gall v. United States, 552 U.S. 38, 51 (2007).
We review a district court’s efforts to touch each of these bases for abuse of discretion, keeping
in mind that factual findings will stand unless clearly erroneous and legal conclusions will stand
unless our fresh review leads to a contrary conclusion. United States v. Bolds, 511 F.3d 568, 579
(6th Cir. 2007).
No reversible error occurred. The district court calculated the correct guidelines range.
The court showed that it did not consider the range mandatory by varying upwards. It discussed
the sentencing factors found in 18 U.S.C. § 3553 with both parties at length and walked through
each of them in its sentencing opinion. And it did not use erroneous facts: The evidence shows
that Rayyan took an interest in a terrorist organization, lied to obtain a firearm, lied again while
trying to buy another firearm, rented rifles for target practice while under investigation for
firearms-related crimes, and discussed carrying out his own attacks with a woman he met online.
The district court reasonably found that the comments Rayyan made were more than just
youthful bluster meant to woo a like-minded woman; he did, after all, send similar messages to
his brother describing the “perfect time” to carry out a martyrdom operation. R. 88-5 at 2. The
top, middle, and bottom line is that Rayyan exhibited characteristics that the district court needed
to take seriously: an affinity for terrorism, a history of thinking through how he would conduct
his own attacks, and a willingness to flout the law to obtain firearms. Having found all three
traits in the same person, the district court had a permissible basis for varying from the

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recommended guidelines range and gave legitimate explanations for doing so: to protect the
public from Rayyan, to deter others from following his path, and to reflect how serious the
conduct was. This was a procedurally sound sentence.
Rayyan resists this conclusion on several grounds. He argues that the district court, in
calculating his guidelines range, erred by refusing to grant him a one-point reduction under
§ 3E1.1(b) for cooperation. “[U]pon motion of the government,” § 3E1.1(b) permits the district
court to grant a one-point reduction if the defendant spares the government from “preparing for
trial” by “timely notifying” it of his intention to plead guilty. U.S.S.G. § 3E1.1(b). The
government has control over whether to ask for the reduction because it occupies the “best
position” from which to observe whether the defendant assisted in a way that preserves trial
resources. Id. §3E1.1 cmt. 6. The guidelines commentary clarifies that “[t]he government
should not withhold such a motion based on interests not identified in § 3E1.1, such as whether
the defendant agrees to waive his or her right to appeal.” Id. § 3E1.1(b) cmt. 6.
The court did not abuse its discretion in permitting the government to withhold a
recommendation that Rayyan receive a one-point reduction. We trust that the government
prepared for trial during the six months before Rayyan’s notification because it told the district
court (and us) as much. As proof, the government points to a detailed motion in limine that it
filed to foreclose an entrapment defense at trial. The government filed it the same day that
Rayyan notified them that he intended to plead guilty. All of this meant that prosecutors
expended resources researching and drafting a motion that they would not have drafted had
Rayyan notified them of his intent to plead guilty earlier.
Rayyan counters that the government filed frivolous motions in order to show that it had
prepared for trial. But the government’s motion in limine was not remotely frivolous. In his
pleadings, Rayyan presented himself as a wayward youth whose incriminating statements “were
prompted by the manipulation” of an undercover agent. R. 51 at 2. That sounds like a defendant
who claims he lacked a predisposition to commit the crime and was induced to commit it by the
government—the two elements of an entrapment defense. See United States v. Khalil, 279 F.3d
358, 364 (6th Cir. 2002).

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Rayyan argues that the district court violated the Fifth and Sixth Amendment when it
enhanced his sentence based on uncharged conduct. But the Supreme Court has confirmed that
sentencing courts may look to uncharged criminal conduct, indeed even acquitted conduct, to
enhance a sentence within the statutorily authorized range. See, e.g., Witte v. United States, 515
U.S. 389, 399–400 (1995); cf. United States v. Watts, 519 U.S. 148, 156–57 (1997) (acquitted
conduct). We have done the same. See, e.g., United States v. Alsante, 812 F.3d 544, 550 (6th
Cir. 2016); cf. United States v. White, 551 F.3d 381, 382 (6th Cir. 2008) (en banc).
Rayyan maintains that the First Amendment protects his online viewing habits and online
statements and that the district court had no right to base its upward variance on what he claims
are nothing more than thought crimes. But it’s an overstatement to say that he was sentenced
based only on his thoughts. A defendant may have a right to post more or less what he wants.
But the government may hold defendants to account for what they say if that speech and related
conduct reveals a criminal element, a motive, or a factor that aggravates a sentence. See
Wisconsin v. Mitchell, 508 U.S. 476, 486–490 (1993); Dawson v. Delaware, 503 U.S. 159, 166
(1992). The content found in Rayyan’s messages, phone, and social media profiles all directly
related to the § 3553(a) analysis: It shed light on what sort of danger Rayyan presented to the
public, how severe his conduct was, and what kind of sentence would be needed to deter other
individuals from heading down the same path.
Rayyan also claims that the district court should have given more weight to a mental
health assessment that found that he did not have a psychological disorder that rendered him
dangerous. True enough, two psychologists, one hired by Rayyan and one hired by the
government, concluded that Rayyan did not suffer from a mental illness that would predispose
him towards violence. But as the district court accurately pointed out, mentally healthy people
may harbor evil intentions that they want to turn into action. Based on the evidence before it, the
district court did not err, clearly or otherwise, when it found that Rayyan presented a serious risk
to the community.
Rayyan argues that the district court should not “conflate” the occasions when he
committed his firearms offenses with the occasions when he discussed the possibility of carrying
out attacks. Why not? Taken together, the two pieces of evidence raised the stakes. To decide

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whether Rayyan posed a greater threat to the public than his firearms offenses might suggest in
isolation, the district court considered the offenses in context. That meant considering the
evidence uncovered in the FBI’s investigation. The investigation uncovered a pattern of conduct
that began before the FBI grew suspicious of his online activity in May 2015 and ended with his
arrest in February 2016. The district court could not have understood the full import of Rayyan’s
firearms felonies without looking at the entire pattern. The court committed no error when it
refused to segment this sad but stark saga into artificial chapters.
Rayyan points to another defendant sentenced by another judge (Judge Tarnow) for
similar conduct to argue that the court abused its discretion by imposing a higher sentence on
Rayyan. But § 3553(a)(6) concerns national disparities within a class of similar defendants, not
disparities between one defendant and another. United States v. Simmons, 501 F.3d 620, 623–24
(6th Cir. 2007). The district court was free to focus on the risks and circumstances of the
defendant in front of him, not the one sentenced by another judge.
Substantive Reasonableness. A claim that a sentence is substantively unreasonable is a
claim that a sentence is too long (if a defendant appeals) or too short (if the government appeals).
The point is not that the district court failed to consider a factor or considered an inappropriate
factor; that’s the job of procedural unreasonableness. It’s a complaint that the court placed too
much weight on some of the § 3553(a) factors and too little on others in sentencing the
individual. Needful to say, this is a matter of reasoned discretion, not math, and our highly
deferential review of a district court’s sentencing decisions reflects as much. Gall, 552 U.S. at
51.
Nothing of the sort—no abuse of discretion, that is—occurred. Yes, this five-year
sentence amounted to a significant upward variance from a modest guidelines range. But
Judge Steeh appreciated that reality and devoted three days of hearings, considerable briefing,
and a 33-page opinion to the issue. The point of the Booker line of cases is that district courts
should not—in truth, may not—lash themselves to the guidelines range; they must independently
apply the § 3553(a) factors to each defendant to determine an appropriate sentence. It sometimes
will happen that this independent inquiry will lead to a sentence below the guidelines, sometimes
above them, and sometimes within them. But it remains a constitutionally mandated

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independent inquiry all the same, and we should be loath to override that required exercise of
judgment lightly.
In this instance, the court imposed a stiff, but reasonable through it all, five-year
sentence. It reasoned that a man who repeatedly broke federal law to obtain firearms, reveled
online about the exploits of a terrorist group, and confided in others that he had planned to carry
out violent attacks of his own presented a danger to the public. The judge reasonably thought a
substantial sentence would deter like-minded sympathizers from taking even the first steps
toward transforming sympathy into action. And the judge reasonably found that the crimes were
severe enough to warrant an upward variance in light of the fact that Rayyan, undeterred by one
firearm-related arrest, committed the same two crimes a month later. The district court properly
considered all of the factors, balanced them, and imposed a reasonable sentence. We see no
basis for second guessing that judgment.
For these reasons, we affirm the district court’s sentence.

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