United States Court of Appeals
For the First Circuit
No. 08-1745
UNITED STATES OF AMERICA,
Appellant,
v.
MICHAEL A. SICILIANO,
Defendant, Appellee.
APPEAL FROM THE UNITED STATES DISTRICT COURT
FOR THE DISTRICT OF MASSACHUSETTS
[Hon. Rya W. Zobel, U.S. District Judge]
Before
Boudin, Stahl, and Lipez,
Circuit Judges.
Randall E. Kromm, Assistant United States Attorney, with whom
Michael J. Sullivan, United States Attorney, was on brief, for
appellant.
Robert M. Strasnick, with whom Andrews & Updegraph, P.C. was
on brief, for appellee.
August 26, 2009
LIPEZ, Circuit Judge. After obtaining evidence that
Michael Siciliano ("Siciliano") had ordered chemicals used in the
manufacture of Methylenedioxymethamphetamine ("MDMA"), a controlled
substance, agents from the Drug Enforcement Agency ("DEA") began an
investigation. While interviewing Siciliano in his residence with
his consent, a DEA agent, along with other law enforcement
officers, conducted a protective sweep of the apartment. During
the sweep, officers observed materials used in the manufacture of
MDMA and a plastic bag containing an unidentified powder. On the
basis of an affidavit containing this information, agents obtained
a search warrant and searched the premises. Siciliano moved to
suppress the evidence discovered in the search, arguing, inter
alia, that the protective sweep was unlawful and that the agents
would not have sought a warrant if they had not discovered what
they believed to be contraband during the sweep. The district
court granted the motion to suppress, and then denied the
government's motion for reconsideration on the basis of newly
discovered evidence.
On appeal, the government argues that the district court
clearly erred in finding that the agents would not have sought the
search warrant if they had not made the protective sweep, and that
the court abused its discretion in refusing to grant the motion for
reconsideration. After reviewing the record, we affirm.
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I.
"We recite the facts as found by the district court,
consistent with record support." United States v. Vilches-
Navarrete, 523 F.3d 1, 5 n.3 (1st Cir. 2008).
A. The Investigation
In 2006, the Royal Canadian Mounted Police ("RCMP")
informed the DEA that, in February 2005, Siciliano had purchased
chemicals for use in manufacturing MDMA. The chemicals were
delivered to 85 Surrey Street #1, in Brighton, Massachusetts.
Sometime thereafter, the DEA issued an administrative subpoena to
eBay Inc. ("eBay"), seeking the transaction history on an account
registered to Siciliano at the Surrey Street address. eBay
provided the DEA with a transaction log on the account for June
2002 to August 2006. The log included purchases of chemicals,
glassware, and other equipment, all delivered to 85 Surrey Street
#1. According to testimony from DEA Special Agent Anthony Roberto
("Agent Roberto"), the materials ordered are used in the
manufacture of MDMA.
Agent Roberto testified at the suppression hearing that
the information from RCMP and eBay was the basis for his
investigation of Siciliano. After receiving the information from
RCMP and eBay, he said, he decided to "obtain other evidence that
there was manufacturing going on." In October 2006, Agent Roberto
established surveillance at 85 Surrey Street #1, and followed
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Siciliano from the apartment to nearby Northeastern University
("Northeastern"). Also in October, Agent Roberto looked through
Siciliano's trash, and discovered financial statements bearing his
name and the 85 Surrey Street #1 address. According to Agent
Roberto's testimony, the discovery didn't "ha[ve] any bearing" on
the purchase of chemicals, and he did not apply for a warrant as a
result of what was found. At that time, he testified, he did not
know whether there was an MDMA lab on the premises or not, and he
had never observed anyone come to the apartment to purchase drugs.1
On November 16, 2006, Agent Roberto, accompanied by DEA
Special Agent David DiTulio ("Agent DiTulio"), went to the
apartment at 85 Surrey Street #1.2 Both agents wore plain clothes
but were displaying their DEA badges. When the agents knocked on
the door, Siciliano answered. The agents identified themselves and
asked if he was Michael Siciliano. Siciliano initially denied his
identity, but then admitted it after the agents produced a copy of
his driver's license photo. Agent Roberto told Siciliano that they
wanted to ask him some questions, and Siciliano invited them in.
1
As Agent Roberto acknowledged at the suppression hearing,
the possession of these chemicals is not in itself unlawful. In
contrast, using the chemicals to manufacture a controlled substance
is unlawful. See 21 U.S.C. § 841(a)(1).
2
At the suppression hearing, Agent DiTulio spelled his
named "DiTullio." To avoid confusion, we use the same spelling of
the name as the district court and the government.
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The agents entered the apartment and followed Siciliano
down a hallway leading to the rear of the residence. Halfway down
the hallway, Agent DiTulio turned around and headed back out the
door onto the porch, where he motioned to four law enforcement
officers who had been waiting in their cars on the street. Agent
DiTulio told the officers that Siciliano had agreed to speak with
"us" and that they could come in. The officers entered the
apartment and, along with Agent DiTulio, conducted a protective
sweep of the premises. Three officers started in the front of the
apartment, while two went to the rear. In the front, Agent DiTulio
and Boston Police Detective Kevin M. Guy ("Detective Guy") opened
the first doorway on the left, which led to Siciliano's bedroom.
In the bedroom, Agent DiTulio found a dresser. The bottom drawer
of the dresser was open, and in it Agent DiTulio observed an empty
package of gelatin capsules. Elsewhere, in the "office," DEA Group
Supervisor Jonathan Scheffler observed a plastic bag containing
powder. The powder was not field-tested. Officers in the rear of
the apartment discovered one of Siciliano's roommates in a bedroom
adjacent to the kitchen.
Meanwhile, Agent Roberto continued to follow Siciliano
down the hallway, which led to the kitchen at the rear of the
apartment. As they walked, Agent Roberto asked Siciliano if there
was anyone else in the apartment. Siciliano replied first that
there was not, and then said that he was not sure and did not know.
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In the kitchen, Agent Roberto told Siciliano that he wanted to talk
about orders of chemicals. Siciliano claimed that he had not
ordered any chemicals. Agent Roberto said that he had, and
Siciliano disagreed, whereupon Agent Roberto said that he had a
list of Siciliano's purchases. Siciliano said that the orders had
taken place six years ago, but when Agent Roberto disagreed, he
said they occurred four years ago. At this point, the other
officers in the apartment had completed their protective sweep and
joined Agent Roberto in the kitchen.
Agent Roberto told Siciliano that the chemical orders had
occurred that year. Siciliano said that the purchases had been for
"Frank," a person he knew from Northeastern. Agent Roberto asked
for Frank's last name, address, and phone number, but Siciliano
could not or would not provide the information. By this point,
Siciliano had become hostile; he was yelling, and, at one point, he
pushed Agent Roberto. When one of the officers asked Siciliano if
they could search the apartment, Siciliano said no. The officers,
along with Siciliano, then left the apartment. Siciliano told the
officers that he wanted to call his mother and an attorney. During
Siciliano's phone call, Agent Roberto overheard Siciliano say that
he "did something stupid" and "ordered chemicals."
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Agent Roberto and Agent DiTulio testified that they then
decided to "freeze" the apartment.3 Agent Roberto testified that
what led him to freeze the apartment was "[p]art of the interview
and part what was observed during the protective sweep." Agent
DiTulio testified that "a series of factors led to us freezing the
apartment. . . . [T]here were conflicting statements, along with
what we saw during the protective sweep." While two officers kept
the apartment "frozen," Agent Roberto, Agent DiTulio, and the other
officers left to seek a warrant.
Detective Guy prepared the affidavit supporting the
warrant application. The affidavit set forth the information
obtained from RCMP and eBay, Siciliano's evasive responses to
questioning from the officers, his agitated demeanor, the gel
capsules and powder observed during the protective sweep, and the
overheard contents of the phone call. The warrant was issued and
the search executed the same day. In Sicilano's bedroom, officers
discovered 1.3 grams of 82 percent pure MDMA, a digital scale,
plastic baggies, a plastic spatula, and the gel capsules observed
earlier. In the apartment office, the officers discovered
documents containing pictures and text describing how to make MDMA.
Next to the documents were two computers and a hard drive, which
3
As we explained in United States v. Dessesaure, "[t]he
goal of a 'freeze' . . . is to secure a location to prevent its
occupants from destroying evidence while a search warrant is being
obtained." 429 F.3d 359, 363 (1st Cir. 2005). See infra section
II(A)(2).
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the officers seized. The officers also located a basement in the
apartment, where they discovered glassware and chemicals consistent
with the manufacture of MDMA. Siciliano was arrested on state
charges of possession with intent to distribute controlled
substances.
In March 2007, several months after the search of the
apartment, DEA computer forensic examiner Jill Mossman began a
search of the seized computers pursuant to a second warrant issued
specifically for that purpose. During the course of this search,
she discovered what she believed to be files containing child
pornography. After additional investigation not material here, a
third warrant was obtained to search the computers for child
pornography.
B. District Court Proceedings
In May 2007, Siciliano was indicted by a federal grand
jury, and the state charges were dismissed. The federal indictment
charged Siciliano with, among other things, possessing child
pornography and attempting to manufacture MDMA. On August 15,
2007, Siciliano filed a motion to suppress the evidence obtained in
the November 16, 2006 search of his apartment and the subsequent
search of his computers. The government opposed the motion, and
hearings were held on February 14 and 15, 2008.
On March 14, 2008, the district court issued an order
granting the motion to suppress. The court held that Siciliano had
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not given consent for the four officers waiting on the street to
enter his apartment, and that the protective sweep performed by the
officers and Agent DiTulio was unlawful. Applying the rule set out
in Dessesaure, 429 F.3d at 359, the court concluded that, because
information obtained during the sweep had been incorporated into
the affidavit supporting the November 16 warrant, the evidence
obtained pursuant to that warrant should be suppressed unless (1)
after excising the unlawfully obtained information from the warrant
affidavit, there remained information sufficient to establish
probable cause; and (2) the warrant would have been sought even if
the illegal entry had not occurred. See Dessesaure, 429 F.3d at
367. The court concluded that probable cause still existed, but
found that the government had failed to establish that the officers
would have sought a warrant absent their discovery, during the
protective sweep, of gel capsules and powder in the apartment.
On April 11, 2008, the government filed a motion for
reconsideration of the district court's order. Among other things,
the government stated that it had discovered the existence of a
draft warrant affidavit, prepared by Agent Roberto in October 2006.
The government attached an affidavit from Agent Roberto discussing
the preparation of the draft affidavit and stating that he had
intended to apply for a search warrant once the interview was
completed. Siciliano opposed the motion for reconsideration,
arguing that the agents' intention to seek a warrant was a factual
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determination that had been properly made on the basis of testimony
at the suppression hearing. On May 22, 2008, the district court
denied the government's motion in a written order, stating, among
other things, that it was "not inclined to reconsider its
determination that the officers would not have sought a warrant
absent the protective sweep."
The government then filed this interlocutory appeal. It
does not challenge the district court's determination that the
protective sweep was unlawful. Instead, the government argues (1)
that the district court committed clear error in finding that the
agents would not have sought a warrant absent the information
obtained from the protective sweep, and (2) that the court abused
its discretion in denying the motion for reconsideration.
Siciliano opposes the government on both counts, and offers an
alternative ground for affirmance based on the government's search
of the computers for child pornography.
II.
We apply a mixed standard of review to the district
court's suppression order. We review "the court's findings of fact
for clear error and the application of the law to those facts de
novo." Vilches-Navarrete, 523 F.3d at 12 (internal quotation marks
and citation omitted). "To find clear error, an inquiring federal
court must form a strong, unyielding belief, based on the whole of
the record, that a mistake has been made." In re Grand Jury
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Investigation, 545 F.3d 21, 24 (1st Cir. 2008). We affirm under
the clear error standard "if any reasonable view of the evidence
supports" the district court's finding. United States v. Rivera-
Rivera, 555 F.3d 277, 283 (1st Cir. 2009).
A. The Decision to Seek the Warrant
1. Legal principles
The exclusionary rule prohibits the introduction into
evidence of tangible materials and knowledge acquired during an
unlawful search. Murray v. United States, 487 U.S. 533, 536
(1988). In addition, the exclusionary rule prohibits the
introduction of "tangible and testimonial" evidence "that is the
product of the primary evidence, or that is otherwise acquired as
an indirect result of the unlawful search, up to the point at which
the connection with the unlawful search becomes so attenuated as to
dissipate the taint." Id. at 536-37 (internal quotation marks and
citation omitted). In this case, Siciliano argued that the
exclusionary rule should bar introduction of the evidence obtained
during the November 16 search and subsequently obtained in the
search of the seized computers, since the November 16 search
warrant was based on an affidavit containing information obtained
during the unlawful protective sweep.
However, under the independent source doctrine, "evidence
acquired by an untainted search which is identical to . . .
evidence unlawfully acquired" is admissible. Id. at 538 (emphasis
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omitted). In this context, the question is whether the November 16
search was an independent source of the evidence discovered as a
result of the unlawful protective sweep. Where, as here, a search
warrant is supported by an affidavit containing unlawfully obtained
information, the independence of the search depends on two factors:
"(1) whether the agents' decision to seek the warrant was prompted
by what they had seen during their initial entry, and (2) whether
the affidavit contained sufficient facts to support probable cause
when the offending facts were excised." Dessesaure, 429 F.3d at
367 (internal quotation marks and citation omitted).
It is the government's burden to establish, by a
preponderance of the evidence, that the search was an independent
source of the evidence in question. United States v. Forbes, 528
F.3d 1273, 1279 (10th Cir. 2008) ("The government bears the burden
of showing, by a preponderance of the evidence, that there is truly
an independent source for the challenged evidence."); United States
v. Lewis, 738 F.2d 916, 920-21 (8th Cir. 1984) (same); United
States v. Bonczeck, No. 08 Cr. 361 (PAC), 2008 U.S. Dist LEXIS
87436, at *17 (S.D.N.Y. Oct. 16, 2008) (same); United States v.
Nguyen, No. 07-10050-PBS, 2008 WL 346114, at *4 (D. Mass. Feb. 7,
2008) (applying preponderance standard to Dessesaure inquiry); cf.
Nix v. Williams, 467 U.S. 431, 444 & n.5 (1984) ("If the
prosecution can establish by a preponderance of the evidence that
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the information ultimately or inevitably would have been discovered
by lawful means . . . the evidence should be received.").4
Moreover, as the government acknowledges, the court's
determination of the first Dessesaure prong -- whether the agents'
decision to seek the warrant was prompted by unlawfully acquired
information -- is a factual finding subject to clear error review.
See Dessesaure, 429 F.3d at 369 (describing the "factual
determination as to the police officers' intent" to seek a
warrant); United States v. Stierhoff, 477 F. Supp. 2d 423, 450
(D.R.I. 2007) (quoting "factual determination" language from
Dessesaure); cf. United States v. Gonzalez, 555 F.3d 579, 582 (7th
Cir. 2009) (holding that, for purposes of the identical inquiry
under Murray, "it was not clear error, based on the record before
us, for the district court to find that the officers would have
sought a warrant had the box not been opened"); United States v.
Restrepo, 966 F.2d 964, 972 (5th Cir. 1992) (describing the Murray
determination of whether the officers were prompted to seek the
warrant because of unlawfully obtained information as "a question
4
As Justice Scalia explained in Murray, the inevitable
discovery doctrine is a close relative of the independent source
doctrine. Murray, 487 U.S. at 539. Under the inevitable discovery
doctrine, unlawfully obtained evidence that "inevitably would have
been discovered by lawful means" is admissible. Nix, 467 U.S. at
444. Because unlawfully obtained evidence so admitted is not in
fact lawfully "rediscovered," but only inevitably would have been,
it is not admissible under the independent source doctrine, which
requires lawful discovery of the evidence. See Murray, 487 U.S. at
538-39.
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of fact"); United States v. Halliman, 923 F.2d 873, 880 (D.C. Cir.
1991) (Clarence Thomas, J.) ("The district court first found that
the officers had not decided to obtain the emergency warrant on the
basis of what they had seen in room 900. That finding is not
clearly erroneous." (citation omitted)).
Clear error review is appropriate because, as we have
said, the first prong of Dessesaure is "subjective," concerning
"the police officers' intent," in contrast to the objective
determination of probable cause under the second prong.
Dessesaure, 429 F.3d at 369; cf. Restrepo, 966 F.2d at 972
("[U]nlike the objective test of whether the expurgated affidavit
constitutes probable cause to issue the warrant, the core judicial
inquiry before the district court . . . is a subjective one:
whether information gained in the illegal search prompted the
officers to seek a warrant . . . ."). To be sure, although the
inquiry is subjective, proof "should not be . . . by purely
subjective means," and the district court must assess "the totality
of the attendant circumstances" in determining the plausibility of
the officers' "assurances." Dessesaure, 429 F.3d at 369. In so
doing, the court may assume that the officers are reasonable, and
would have intended to act as a "reasonable officer" would act in
the circumstances. See United States v. Silva, 554 F.3d 13, 19
(1st Cir. 2009). Nevertheless, the ultimate determination of the
officers' intent is a subjective one, and must remain distinct from
the other Dessesaure prong -- the objective determination of
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whether there existed probable cause to search absent the
unlawfully obtained information. As Murray itself illustrated, the
inquiries may point in different directions. See Murray, 487 U.S.
at 542 (holding that, where probable cause to search had not been
challenged, the question of whether the search was "in fact a
genuinely independent source" depended in part on what prompted the
agents to seek a warrant).5
2. Application to this case
a. Legal error
We address first the government's argument that the
district court committed a legal error in conducting the
independent source inquiry. The government writes: "The focus of
the independent source inquiry is not on whether the officers in
fact considered tainted information (as the court appears to have
thought), but 'whether [the warrant] would have been sought even if
what actually happened had not occurred.'" We agree that it would
5
The government notes in its brief that in Dessesaure we
reserved the question of whether subsequent decisions by the
Supreme Court that "eschewed use of subjective intent in certain
Fourth Amendment analyses . . . have affected the subjective
analysis mandated by the first prong of Murray." Dessesaure, 429
F.3d at 369 n.9. We did not reach this question in Dessesaure
because it was unnecessary for the resolution of the case. We
again decline to reach the question, though for a different reason.
The Supreme Court has repeatedly instructed lower courts that only
it has the prerogative to overrule its own decisions. Nat'l Rifle
Ass'n of Am., Inc. v. City of Chicago, Ill., 567 F.3d 856, 857 (7th
Cir. 2009) (Easterbrook, C.J.) ("Repeatedly . . . the Justices have
directed trial and appellate judges to implement the Supreme
Court's holdings even if the reasoning in later opinions has
undermined their rationale." (citing Rodriguez de Quijas v.
Shearson/Am. Express, Inc., 490 U.S. 477, 484 (1989)).
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have been legal error for the court to conclude that the November
16 search was not an independent source because the agents relied
in fact on tainted information in seeking the search warrant. See
Dessesaure, 429 F.3d at 367. But there is no indication that the
district court believed that this was the relevant inquiry.
Rather, the court cited the agents' testimony that they were "led
. . . to" seek the warrant by "the combination of Siciliano's
statements and the items observed during the protective sweep."
From this testimony, along with other evidence in the record, the
court concluded that "the government has not established that the
officers would have sought the warrant absent the knowledge that
gel capsules and powder were in the apartment." The legal standard
employed by the court is precisely the one we recommended in
Dessesaure: "'[O]ne must ask whether [the warrant] would have been
sought if what actually happened [i.e., the unlawful search] had
not occurred.'" Dessesaure, 429 F.3d at 369 (quoting Murray, 487
U.S. at 542).
b. Factual error
The core of the government's argument on appeal is that
the district court clearly erred in concluding that the government
did not establish that the agents were not prompted to seek the
November 16 search warrant by information acquired during the
unlawful protective sweep. The government makes two related
arguments to this end. First, it argues that the district court
clearly erred in stating that the agents testified that "it was the
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combination of Siciliano's statements and the items observed during
the protective sweep that led them to seek the search warrant."
According to the government, the agents testified only that these
factors led them to freeze the apartment. Second, the government
argues that the record does not support the contention that the gel
capsules and powder observed during the protective sweep were
"pivotal" to the agents' decision to seek the search warrant. In
support of this claim, the government points out that Siciliano's
demeanor and evasive answers to questions during the interview
would have made it unlikely, in the agents' minds, that the
chemicals were purchased for a lawful purpose. Moreover, there
would have been little reason for the agents to wait to seek a
warrant, since after the interview Siciliano knew he was being
investigated, and would have stopped criminal activity and might
have destroyed evidence.
i. The agents' testimony
As we have previously explained, officers freeze a
property because they intend to seek a warrant and wish to preserve
evidence. Dessesaure, 429 F.3d at 363. For this reason, testimony
as to why officers froze a property may also reveal why they sought
a search warrant. Here, Agent Roberto testified that what "led to
the premises being frozen" was "[p]art . . . the interview and part
what was observed during the protective sweep." Agent DiTulio
testified that what "led to us freezing the apartment" was a
"series of factors," namely, "the conflicting statements, along
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with what we saw during the protective sweep." The factors cited
are plainly relevant to a decision to seek a warrant. They would
suggest, to a reasonable officer, the presence of criminal
activity.
Moreover, the agents' testimony on this point does not
necessarily imply that they would have sought the search warrant if
the protective sweep had not occurred. Agent Roberto's testimony
that what led to the freezing was "[p]art . . . the interview and
part what was observed" might have meant that the interview and the
protective sweep were each sufficient to prompt him to seek the
warrant -- in other words, that he sought the warrant for two
independent reasons. However, Agent Roberto also might have meant
that the combination of the interview and the protective sweep
prompted him to seek the warrant, such that he would not have
sought the warrant if either condition were absent. It was the
government's burden to rule out the second interpretation. For
reasons we explain below, it was not clear error for the district
court to choose that interpretation.
ii. The significance of the protective sweep
Contrary to the government's suggestion, the district
court's conclusion that the agents might not have sought the
November 16 search warrant if the protective sweep had not occurred
is well supported by the record. At the suppression hearing, Agent
Roberto testified that after receiving information from RCMP and
eBay, he was not concerned "about the chemicals being in
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[Siciliano's] house," and decided to "obtain other evidence that
there was manufacturing going on." Surveillance and the trash pull
did not provide the agents with this evidence. According to
testimony at the suppression hearing, the agents did not observe
Siciliano interact with anyone while under surveillance. The
results of the trash pull did not have "any bearing" on the
chemical ordering, and Agent Roberto testified that he did not
apply for a warrant "as a result of what [was] found." As of
November 16, the date of the interview, Agent Roberto testified
that he had no knowledge that anyone had visited Siciliano's
apartment to purchase drugs. While Agent Roberto had concluded
that "chemicals were delivered" to 85 Surrey Street #1, he remained
uncertain about the manufacturing of MDMA on the premises. When
asked, "There could have been a lab. There might not have been.
You didn't know, did you?," he agreed.
This testimony suggests that the agents desired to obtain
evidence, besides the record of chemical orders, of MDMA
manufacturing in the apartment before seeking a warrant. Yet
nothing that occurred between August and November 16, 2006,
provided the agents with that evidence. Moreover, the November 16
interview itself, while strongly suggestive of criminal wrongdoing,
also did not supply the agents with evidence of manufacturing at
Siciliano's address. During the interview, Siciliano told the
agents that he had purchased the chemicals for someone named
"Frank," whose identifying information he did not disclose.
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Reasonable agents might have concluded that while Siciliano was
involved in drugs, manufacturing was not occurring at the 85 Surrey
Street #1 address. After all, they had investigated the address
for over a month and discovered nothing. As the district court
noted, the only evidence of drugs on the premises was discovered
during the protective sweep. It was thus the protective sweep that
provided the agents with what they sought -- further evidence that
Siciliano was involved in manufacturing MDMA on the premises.
Moreover, absent evidence of drugs or chemicals in the
Surrey Street apartment, the agents may not have been concerned, as
the government suggests they were, with the destruction of evidence
at that location. Indeed, the district court could fairly infer
that the fear of the officers that Siciliano would destroy physical
evidence was generated by the physical evidence observed during the
protective sweep.
The record, as it existed at the time of the suppression
hearing, does not leave us with a "strong, unyielding belief" that
the district court erred in concluding that the government did not
establish that the agents would have sought the November 16 warrant
even if the unlawful protective sweep had not occurred. Rather,
the district court's finding is supported by "a reasonable view of
the evidence" -- testimony from both Agent Roberto and Agent
DiTulio about what led them to freeze the premises, as well as
testimony about the goal of the investigation and earlier decisions
not to seek a warrant. Therefore, the district court did not
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commit clear error. Pursuant to Dessesaure and the district
court's findings, the November 16 search was not an independent
source of the evidence discovered in the apartment and subsequently
on the seized computers. See Dessesaure, 429 F.3d at 367. The
evidence was therefore rightly suppressed.
B. The Government's Motion for Reconsideration
The district court's denial of a motion to reconsider is
reviewed for abuse of discretion. United States v. Roberts, 978
F.2d 17, 20 (1st Cir. 1992). A district court abuses its
discretion when "a relevant factor deserving of significant weight
is overlooked, or when an improper factor is accorded significant
weight, or when the court considers the appropriate mix of factors,
but commits a palpable error of judgment in calibrating the
decisional scales." Id. at 21.
When faced with a motion for reconsideration, district
courts should apply an interests-of-justice test. See Greene v.
Union Mut. Life Ins. Co. of Am., 764 F.2d 19, 23 (1st Cir. 1985).
The government contends that, under our decision in Roberts,
district courts should consider seven "rules of thumb" in making
the interests-of-justice determination. It insists that the
district court's ruling is inconsistent with the reasoning of
Roberts, and that the court abused its discretion by failing to
consider all of the issues presented in the government's motion.
In particular, in that motion, the government argued that it had
discovered new evidence of dispositive significance for the
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defendant's prior motion to suppress. Attached to the government's
motion was an affidavit from Agent Roberto stating that he had
prepared a draft affidavit in October 2006 to support a search
warrant for the 85 Surrey Street #1 apartment, and that he had
intended to apply for a warrant once the November 16 interview was
completed.
The district court did not abuse its discretion in
denying the motion for reconsideration. First, the Roberts
factors, on which the government's analysis heavily relies, are
neither necessary to determining the interests of justice in every
evaluation of a motion for reconsideration, nor are they
particularly appropriate in this case. See Roberts, 978 F.2d at
22. In Roberts, a district court summarily granted the defendant's
motion to suppress after the government failed to timely file an
opposition, missing the deadline by several days. Id. at 18. The
government moved for reconsideration, explaining that it had
misinterpreted the local rule governing filing deadlines. The
court accepted the government's explanation and agreed to
reconsider, but nevertheless refused to determine the suppression
issue on the merits, concluding that the circumstances constituted
neither "good cause" nor "excusable neglect" for the late filing.
Id. at 19.
We vacated the court's order. Id. at 20. After
reaffirming that motions for reconsideration are subject to an
interests-of-justice test, we stated, "[i]n determining this motion
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to reconsider the court's response to the belated filing before us,
it would have helped had the district court examined the following
seven factors . . . ."6 Id. at 21 (emphasis added). Predictably,
several of these factors concerned timeliness, the reason for the
late filing, and prejudice to the other party because of the late
filing. As we explained, "[w]e do not say that courts must
necessarily look at each and all of these factors in every case, or
that courts cannot, in a proper case, examine other factors." Id.
at 22.
Indeed, in a recent case examining a district court's
denial of a motion to reconsider based on new evidence, we did not
mention the Roberts factors. See Douglas v. York County, 360 F.3d
286, 290-91 (1st Cir. 2004); see also Ruiz-Rivera v. IRS, 93 Fed.
Appx. 244, 246 (1st Cir. 2004) (applying interests-of-justice test
without discussing Roberts). Moreover, the government did not ask
the district court to apply the Roberts factors to its motion
below. There is thus no reason to conclude, as the government
suggests we should, that "the [district] court's failure to address
substantively the Roberts factors . . . undercuts the deference
6
The seven factors we identified were: (1) nature of the
case, (2) degree of tardiness, (3) reasons for tardiness, (4)
character of the omission, (5) prejudice, (6) institutional
interests, and (7) utility of the pleading. See Roberts, 978 F.2d
at 22-23.
-23-
that would ordinarily be due a district court's order denying
reconsideration."7
Moreover, in contrast to Roberts, this case does not
concern an initial order summarily entered after one party failed
to make a timely filing. Instead, we have a fully reasoned
decision entered after a suppression hearing. Also, the language
of the court's order denying the motion for reconsideration
suggests that the court did test the government's arguments against
the merits of its earlier suppression decision, but simply decided
not to change its position. Consequently, several of the Roberts
factors -- "degree of tardiness," "reasons for tardiness," and the
"utility of the pleading" -- do not apply because the court never
asked why the government had not presented the newly discovered
evidence at the time of the suppression hearing. Instead, the
court's order denying the motion for reconsideration appears to
have reflected an evaluation of the merits of the suppression order
in light of the arguments made in the motion for reconsideration.
The government's suggestion that the district court
"simply did not consider the issues presented in the government's
7
To be sure, Siciliano does not contest the government's
argument that the Roberts factors apply to this case. For the
purposes of our own analysis, however, we are not bound by the way
the parties have analyzed an issue when we conclude their analysis
is legally incorrect. Cf. Doe v. Anrig, 728 F.2d 30, 32 (1st Cir.
1984) (Breyer, J.) ("We are, of course, free to affirm a district
court's decision on any ground supported by the record even if the
issue was not pleaded, tried, or otherwise referred to in the
proceedings below." (internal quotation marks and citation
omitted)).
-24-
motion" is unfounded. In fact, in its order denying the motion for
reconsideration, the district court discussed the substance of some
of the government's claims. The government had asked the district
court to revisit its holding that the protective sweep was unlawful
because the agents who performed the sweep lacked an articulable
basis for suspecting that the apartment harbored dangerous
individuals. The government argued that the district court should
consider the "collective knowledge" of the officers in the
apartment, including Agent Roberto, who was aware of Siciliano's
conduct during the interview and thus did have an articulable basis
for suspecting that there could be others in the apartment involved
in manufacturing MDMA who posed a danger to the officers. In its
motion denying reconsideration, the court analyzed the government's
argument. It concluded that the argument did not require it to
revise its previous holding, since even if the "collective
knowledge" doctrine applied, the officers who conducted the sweep
were summoned before Agent Roberto began the interview.
Notably, the government does not appeal the district
court's treatment of the collective knowledge issue. Instead,
because the court's order does not include a similarly detailed
analysis of its rejection of the significance of the October 2006
draft affidavit, the government argues that the court abused its
discretion in denying the motion for reconsideration. The premise
of this argument -- that a court denying a motion for
reconsideration must offer a reasoned explanation of its
-25-
disposition of every argument made in the motion, or otherwise risk
abusing its discretion -- is hopeless. See Roque-Rodriguez v. Lema
Moya, 926 F.2d 103, 105 & n.3 (1st Cir. 1991) (noting that, in the
Rule 56 context, a district court's "deni[al] [of a] motion without
explanation" is "permissible" (citing Domegan v. Fair, 859 F.2d
1059, 1065-66 (1st Cir. 1988)); Earnhardt v. Puerto Rico, 744 F.2d
1, 3 (1st Cir. 1984) (district court did not abuse discretion by
declining to give reasons for denying motion to alter or amend
judgment, but "we must assume that the motion received careful
consideration").
Moreover, even in the absence of an explanation of the
court's reasons for rejecting the significance of Agent Roberto's
affidavit, the language of the court's order suggests that it did
consider all of the arguments but chose to address one
specifically: "The court is not inclined to reconsider its
determination that the officers would not have sought a warrant
absent the protective sweep. With regard to the government's
collective knowledge argument . . . ."
Also, the government has overstated the legal
significance of the October 2006 draft affidavit. Contrary to the
government's assertion, none of the cases cited stand for the
proposition that the mere existence of a partially completed "draft
affidavit," written sometime before the execution of an unlawful
search, proves that the government would have sought the subsequent
search warrant regardless of the unlawful search. Rather, in the
-26-
authorities cited by the government, officers were actively
preparing a search warrant affidavit when an unlawful search
occurred. See United States v. Hobbs, 509 F.3d 353, 362 (7th Cir.
2007) (officers writing affidavit at the same time unlawful search
occurred); United States v. Walton, 56 F.3d 551, 554 (4th Cir.
1995) (officers "had been preparing the search warrant affidavit
for several days prior to the garage entry, and added the
observations from that illegal entry only at the last moment").8
From the fact that the officers were actively preparing a search
warrant affidavit, as well as other facts, the courts inferred that
the officers would have acquired the warrant even if the unlawful
search had not occurred. See, e.g., Hobbs, 509 F.3d at 357-58
(describing how, while two officers "met at the Peoria Police
Department to prepare a complaint for a search warrant for [the
defendant's] home," other officers independently conducted an
unlawful search of the home).
Here, in contrast, Agent Roberto testified at the
suppression hearing that he decided not to obtain a warrant after
8
The government cites United States v. Register, 931 F.2d
308, 311 (5th Cir. 1991), in support of its position, but this case
is not on point. The Register court was not expressly analyzing
whether the officers would have sought the warrant had the unlawful
search not occurred, and noted that the unlawfully obtained
information was not included in the search warrant affidavit, in
contrast to this case. Id. In another case cited by the
government, United States v. Salas, 879 F.2d 530, 538 (9th Cir.
1991), the record contained "uncontradicted" subjective evidence
that the officers had decided to obtain the search warrant in
question before the unlawful entry occurred. Id.
-27-
completing the trash pull, which occurred on October 30, 2006.
Instead, he had decided to seek "other evidence that there was
manufacturing going on," and, as he characterized the trash pull,
it did not have "any bearing" on the chemical ordering. Thus, even
if Agent Roberto drafted an affidavit for a search warrant sometime
in October 2006, he decided after that point not to obtain a
warrant because he lacked evidence of manufacturing. In short, the
October 2006 draft warrant is not dispositive evidence that the
officers would have sought the November 16 search warrant even if
they had not observed gel capsules and powder during the protective
sweep.
For all of the reasons stated, the district court did not
abuse its discretion in concluding that the government's submission
did not require it to reconsider its determination that the
officers would not have sought a warrant without the evidence
discovered during the unlawful protective sweep.
Affirmed.
- Dubitante Opinion Follows -
-28-
BOUDIN, Circuit Judge, dubitante. In May 2006, Drug
Enforcement Administration ("DEA") agents obtained a detailed tip
from Canadian police that in February 2005 a Canadian company had
shipped chemicals ordered by Michael Siciliano, which were
delivered to 85 Surrey Street, Apartment #1 in Brighton,
Massachusetts. The chemicals were useful in the manufacture of
methylenedioxymethamphetamine ("MDMA" or "ecstasy"), a drug
unlawful under U.S. law. DEA then subpoenaed eBay's records for an
account registered to Siciliano at the 85 Surrey Street address.
The records revealed ten purchases by Siciliano between
January 2004 and August 2006 of chemicals, glassware, and
laboratory equipment consistent with manufacture of MDMA; the
glassware included a specialized type designed for this purpose.
DEA agents kept sight of Siciliano and collected trash from his
apartment building, confirming that he resided at 85 Surrey Street.
At this point, given the recency of several of the eBay orders, the
officers had some reason to think that drug manufacturing
paraphernalia and chemicals would likely be found in the
apartment.9
9
Later, one agent stated he began preparing an affidavit in
support of a warrant application in October 2006, after discovering
the eBay transaction log but before the surveillance and trash
collection. However, the evidence of his affidavit preparation was
first presented in the government's motion to reconsider the
district court's suppression order and the district court was
permissibly unsympathetic to such belated evidence. See F.A.C.,
Inc. v. Cooperativa de Seguros de Vida de Puerto Rico, 563 F.3d 1,
2-3 (1st Cir. 2009); NLRB v. Magnesium Casting Co., 427 F.2d 114,
118 (1st Cir. 1970).
-29-
On November 16, 2006, the agents interviewed Siciliano at
his apartment; Siciliano behaved suspiciously, offering various
lies, evasions, and finally an admission that he had ordered
chemicals. However, at this point the agents stumbled: although
two DEA agents had been invited into Siciliano's apartment when
they asked to speak with him, four other agents entered--uninvited
by Siciliano--and Siciliano refused to consent to a search of the
apartment. The agents engaged in a protective sweep of the
apartment, which was arguably pretextual but in any case conducted
in part by agents who had not been invited.
The sweep revealed plain-sight evidence, including gel
capsules and powder potentially associated with MDMA production.
The agents promptly sought such a warrant with a supporting
affidavit that recounted--along with the Canadian tip, eBay
records, and Siciliano's behavior in the interview--the further
confirmatory evidence observed during the sweep. When the warrant
issued, agents completed their search, which yielded firm evidence
of unlawful drug activity;10 the agents also seized two computers
in the apartment later found to contain child pornography.
Siciliano was indicted for drug offenses and possession
of child pornography, and he moved to suppress the evidence seized
in the search. The district court held that the sweep had been
10
The evidence included 1.3 grams of 82% pure MDMA, a digital
scale, plastic baggies, a plastic spatula, gelatin capsules,
documents containing instructions for manufacturing MDMA, and
chemicals and glassware consistent with MDMA production.
-30-
unlawful, that reliance on its fruits contaminated the warrant
application and that no exception rescued the search. United
States v. Siciliano, No. 07-10146, 2008 WL 724032, at *5-6, *8-9
(D. Mass. Mar. 14, 2008). The court suppressed the evidence seized
in the warrant-based search as well as the original sweep evidence.
The panel now sustains the district court's action.
With exceptions, the exclusionary rule bars the use of
evidence acquired as a result of an unlawful search.11 The
exception relevant here, confusingly associated with the phrase
"independent source," amounts to this: reliance on wrongfully
obtained evidence to secure a warrant does not matter if (a) the
remaining validly provided evidence in the affidavit creates
probable cause for the later search and (b) the police would have
sought the warrant even if the wrongfully obtained evidence had
never been acquired. Murray, 487 U.S. at 536-37, 542; United
States v. Dessesaure, 429 F.3d 359, 367 (1st Cir. 2005).
In this case, the affidavit easily established probable
cause--not itself a demanding standard, L.A. County v. Rettele, 550
U.S. 609, 615 (2007) (per curiam)--without regard for the sweep
evidence. The tip and the nature and quantities of the shipments
11
Mapp v. Ohio, 367 U.S. 643 (1961); Boyd v. United States,
116 U.S. 616 (1886); see 35 Geo. L.J. Ann. Rev. Crim. Proc. 186-201
(2006). For exceptions, see Murray v. United States, 487 U.S. 533,
536-38 (1988) (independent source exception); United States v.
Leon, 468 U.S. 897, 913, 919-21 (1984) (good faith exception); and
Nix v. Williams, 467 U.S. 431, 444-47 (1984) (inevitable discovery
exception).
-31-
(shown by eBay records) to a private address were arguably enough,
see, e.g., United States v. Hofstatter, 8 F.3d 316, 319-20, 322
(6th Cir. 1993) (per curiam); United States v. Coppage, 635 F.2d
683, 685 (8th Cir. 1980); Siciliano's lies and evasions were icing
on the cake. Thus, the suppression order rested on the district
court's separate finding that the agents failed to show that,
absent the sweep evidence, they would have sought a warrant.
Murray's "would have sought" test has been treated as
directed to the police officers' state of mind, Dessesaure, 429
F.3d at 369, but objective evidence of what reasonable officers
would have done--as in many contexts, see Devenpeck v. Alford, 543
U.S. 146, 154-55 (2004)--is highly relevant where subjective
evidence is absent (or to buttress or rebut direct testimony as to
intent).12 Indeed, in "the usual case," where subjective evidence
is absent, "a court must infer [the police officers'] motivation
from the totality of facts and circumstances." Restrepo, 966 F.2d
at 972.
Here, one would think that a reasonable police officer
would have sought a warrant after the interview even if no sweep
had occurred. The agents already had evidence amply providing
probable cause; and, Siciliano now having been alerted to their
interest in him and the apartment, they could hardly have deferred
12
See United States v. Silva, 554 F.3d 13, 19 (1st Cir. 2009);
Dessesaure, 429 F.3d at 369; United States v. Chaves, 169 F.3d 687,
693 (11th Cir. 1999); United States v. Restrepo, 966 F.2d 964, 972
(5th Cir. 1992).
-32-
seeking a warrant to investigate further, lest Siciliano now
destroy or conceal any evidence in the apartment. As the agents
were not asked what they would have done absent the sweep, the
objective likelihood favors the government's position. The
district court concluded otherwise for two reasons.
First, it emphasized--not quite accurately13--that two of
the agents had testified that "the combination of Siciliano's
statements and the items observed during the protective sweep . .
. led them to seek the search warrant." Siciliano, 2008 WL 724032,
at *8. No doubt the agents subjectively relied on everything
incriminating that they had found to date (how could it be
otherwise), but this offers no reasonable inference, either way, as
to what they would have done in the absence of the sweep evidence.
Cf. United States v. Lauzon, 938 F.2d 326, 331 (1st Cir. 1991).
The case law makes quite clear that reliance on unlawful
evidence is not enough for suppression; the critical question,
where the evidence was not essential to probable cause, is whether
the officers would have sought the warrant even if the unlawful
evidence had not been available. See Murray, 487 U.S. at 542 n.3;
Dessesaure, 429 F.3d at 367, 369. The independent source rule in
13
As the government points out, the transcript shows that the
agent testimony was directed to the reason for the freeze, not the
warrant; and the evidence discovered in the sweep would have been
especially relevant to the concern to prevent destruction of
evidence via the freeze. Whether or not the freeze was itself
unlawful does not affect the outcome here. See Segura v. United
States, 468 U.S. 796, 816 (1984).
-33-
this respect, although less demanding, acts very much like the
harmless error test by disregarding a mistake that did not alter
the outcome.
The district court's second stated reason was that the
gel capsules and powder found during the sweep were "the only
concrete indication that the previously-delivered chemicals might
still be on the premises." Siciliano, 2008 U.S. Dist. LEXIS 20152,
at *25. But nothing more "concrete" than the deliveries of such
materials in bulk to the apartment in recent months was required
for such probable cause, see Hofstatter, 8 F.3d at 319-20, 322,
especially after Siciliano's behavior negated any innocent
explanation for the materials.
Of course, even though the shipments were regular and
some were fairly recent, the materials could have been swiftly
moved out of the apartment as they were received. But probable
cause does not require certainty or even a high probability, United
States v. Winchenbach, 197 F.3d 548, 555-56 (1st Cir. 1999); all
that was needed is "a reasonable likelihood," Valente v. Wallace,
332 F.3d 30, 32 (1st Cir. 2003), that some of the shipped
materials, or other traces of the illegal business, might be found.
Accord United States v. Sturmoski, 971 F.2d 452, 457-58 (10th Cir.
1992); United States v. Landis, 726 F.2d 540, 541-42 (9th Cir.
1984).
It might be argued in Siciliano's favor that the agents
must have thought that the tip and the eBay records were not enough
-34-
for probable cause or else they would not have conducted the
interview and sweep. But the agents had little to lose and a good
deal to gain by conducting a consensual interview--which might
either produce an innocent explanation or, more likely, reinforce
probable cause by admissions or evasions and also thereby provide
evidence for trial. In all events, after the interview the agents
clearly had probable cause.
The other, perhaps more telling, point is that the
prosecutor failed to ask the agents in the suppression hearing
whether they would have sought a warrant based solely on the tip,
the eBay records and the interview. Of course, the prosecutor
could easily have thought this unnecessary but the failure to ask
the ultimate question might allow a modest adverse inference.
Still, this modest inference cannot easily overcome the ample
objective reasons for the officers to seek the warrant after the
interview regardless of the sweep evidence.
Murray's subjective intent inquiry calls for a counter-
factual "what if" fact-finding by the district judge which is
nevertheless reviewed only for "clear error," see Murray, 487 U.S.
at 543-44; but whether the suppression order in this case was
"clear error" or merely a close-call probable mistake protected by
the standard of review, it is well for the sake of future cases to
explain why the pertinent doctrine largely favors the government's
position and why the outcome here is at best very doubtful.
-35-