United States v. Delossantos

06-4813-cr United States v. Delossantos 1 UNITED STATES COURT OF APPEALS 2 3 FOR THE SECOND CIRCUIT 4 5 ------------- 6 7 August Term 2007 8 9 Argued: May 13, 2008 Decided: July 25, 2008 10 11 Docket No. 06-4813-cr 12 13 --------------------------------------------------X 14 15 UNITED STATES OF AMERICA, 16 17 Appellant, 18 19 - against - 20 21 MARINO DELOSSANTOS, 22 23 Defendant, 24 25 FRANCISCO RODRIGUEZ, 26 27 Defendant-Appellee. 28 29 --------------------------------------------------X 30 31 Before: FEINBERG, MINER, and B.D. PARKER, Circuit Judges. 32 33 The United States appeals from an order of the district 34 court granting defendant-appellee’s motion to suppress evidence 35 because the police lacked probable cause for his arrest. The 36 order of the district court is reversed. 37 38 JAMES R. SMART, Assistant United States Attorney 39 (RICHARD J. SCHECHTER, Assistant United 40 States Attorney, WILLIAM J. NARDINI, 41 Assistant United States Attorney, Of 42 Counsel, on the brief), for KEVIN J. 43 O’CONNOR, United States Attorney for the 44 District of Connecticut, New Haven, Conn., 45 for Appellant. 46 1 SARAH F. RUSSELL, Assistant Federal Defender, for 2 THOMAS G. DENNIS, Federal Defender, New 3 Haven, Conn., for Defendant-Appellee. 4 5 FEINBERG, Circuit Judge: 6 Defendant-appellee Francisco Rodriguez was arrested after 7 driving another man to the scene of a drug deal that turned out 8 to be a police sting. The United States District Court for the 9 District of Connecticut (Janet C. Hall, J.) concluded that the 10 police lacked probable cause to arrest Rodriguez and granted 11 his motion to suppress post-arrest statements and evidence 12 obtained from his apartment and car. For the reasons explained 13 below, we reverse the order of the district court. 14 15 I. BACKGROUND1 16 Defendant Marino Delossantos met an undercover Drug 17 Enforcement Administration (“DEA”) task force agent, Officer 18 Felix Martinez of the Stamford, Connecticut Police Department, 19 in a bar. The two men discussed a possible cocaine deal. 20 At a second meeting, on October 25, 2005, Delossantos told 21 Officer Martinez that he looked familiar and that he suspected 22 Martinez was a Stamford police officer. He nevertheless agreed 23 to “go home” to get a cocaine sample. Agents followed 24 Delossantos’s car to 1315 Howard Avenue, a multifamily 1 This summary is drawn from the district court’s findings of fact. United States v. Rodriguez, No. 3:06-cr-57(JCH), 2006 WL 2860633, at *1-4 (D. Conn. Oct. 4, 2006). -2- 1 residential building in Bridgeport, Connecticut. Delossantos 2 entered the building for a few minutes; he then left and drove 3 to meet Officer Martinez at a Cumberland Farms grocery store 4 and gas station in neighboring Fairfield. There, Delossantos 5 got in the officer’s car and gave him the cocaine sample, 6 telling him he could also get some heroin. During the meeting, 7 Delossantos also asked Officer Martinez if he knew two people 8 from Stamford; although the officer did know them, he denied 9 it. Because of Delossantos’s evident suspicions, the agents 10 decided that they would arrest him at the next meeting. 11 That night, Officer Martinez called Delossantos and asked, 12 in code, to buy cocaine and heroin. They agreed to meet the 13 next day at the Cumberland Farms. 14 DEA agents surveilling 1315 Howard Avenue the next morning 15 saw Delossantos and another man, later identified as defendant- 16 appellee Rodriguez, leave the building’s front porch and get in 17 the car that Delossantos had driven the previous day. Agents 18 saw Rodriguez drive the car toward Interstate 95, then lost 19 sight of it. Half an hour later, at 11:15 a.m., Officer 20 Martinez spoke to Delossantos on his cell phone, and 21 Delossantos asked for more time; Martinez said he could hear 22 “car sounds” and another person in the background. When they 23 spoke again at 12:20 p.m., Martinez could again hear “road -3- 1 noise” and another person. Both times, Martinez believed 2 Delossantos was in a car. 3 Agents saw both men return in the car to 1315 Howard 4 Avenue at 12:30 p.m. Delossantos entered the building while 5 Rodriguez walked behind the car and disappeared from view. They 6 returned to the car about ten minutes later, and Rodriguez 7 again drove them in the direction of the Cumberland Farms. 8 Agents followed the car. 9 Delossantos called Officer Martinez en route and told him, 10 in Spanish, to follow his car to another location when he 11 arrived. The phrase Delossantos used was variously translated 12 as “I don’t want to do it there” or “Let’s go some place else” 13 (by Martinez) and “I don’t want to be there” (by defendants’ 14 translator). During the call, Martinez could hear Delossantos 15 speaking to another person in Spanish. Martinez asked 16 Delossantos to wait for him at the Cumberland Farms. When the 17 car pulled into the gas station, agents immediately surrounded 18 it and arrested both Delossantos and Rodriguez. 19 In response to questioning, Rodriguez told the agents that 20 he lived at 1315 Howard Avenue. He further consented to a 21 search of his apartment and car, which revealed drugs and other 22 evidence. Delossantos independently told the agents that he 23 shared an apartment with Rodriguez and that the drugs were his, 24 not Rodriguez’s. Delossantos also told the agents that -4- 1 Rodriguez agreed to drive Delossantos knowing Delossantos was 2 engaged in drug dealing. 3 A federal grand jury returned an indictment against 4 Delossantos and Rodriguez in March 2006, charging them with 5 conspiracy to distribute 500 or more grams of cocaine and 100 6 or more grams of heroin, and charging Delossantos with 7 substantive possession counts. Delossantos pled guilty to the 8 conspiracy counts in July 2006. In August 2006, the grand jury 9 returned a superseding indictment that added substantive 10 possession counts against Rodriguez. 11 Rodriguez moved to suppress his post-arrest statements and 12 the evidence seized from his apartment and car. He was granted 13 leave to file a late motion to suppress evidence. The district 14 court held an evidentiary hearing on the suppression motion on 15 August 23, 2006. By order dated October 4, 2006, the district 16 court granted the suppression motion. The Government timely 17 brought this interlocutory appeal. Rodriguez’s trial has been 18 stayed pending this appeal; he is currently on pretrial 19 release. 20 21 II. DISCUSSION 22 A. Governing Law 23 On appeal from the grant of a suppression motion, we 24 review the district court’s factual findings for clear error, -5- 1 viewing them in the light most favorable to the Government, but 2 we analyze de novo the existence of probable cause. United 3 States v. Howard, 489 F.3d 484, 490-91 (2d Cir. 2007). The 4 Government bears the burden of proof as to establishing 5 probable cause. United States v. Elgisser, 334 F.2d 103, 110 6 (2d Cir. 1964). 7 The main question we must resolve is whether Rodriguez was 8 legally arrested. If he was not, the evidence derived from his 9 post-arrest statements and the consensual search of his 10 apartment and car must be suppressed as the fruit of an 11 unlawful arrest. Wong Sun v. United States, 371 U.S. 471, 485- 12 86 (1963).2 13 Rodriguez argues that his arrest was invalid under the 14 Fourth Amendment, which protects “[t]he right of the people to 15 be secure in their persons . . . against unreasonable searches 16 and seizures.” A warrantless arrest is unreasonable under the 17 Fourth Amendment unless the arresting officer has probable 18 cause to believe a crime has been or is being committed. 19 Devenpeck v. Alford, 543 U.S. 146, 152 (2004); United States v. 20 Watson, 423 U.S. 411, 417 (1976). Probable cause exists where 21 the arresting officer has “‘knowledge or reasonably trustworthy 22 information of facts and circumstances that are sufficient to 2 The Government does not contest the district court’s conclusion that the evidence against Rodriguez would not have been inevitably discovered absent his arrest. -6- 1 warrant a person of reasonable caution in the belief that the 2 person to be arrested has committed or is committing a crime.’” 3 Walczyk v. Rio, 496 F.3d 139, 156 (2d Cir. 2007) (quoting 4 Weyant v. Okst, 101 F.3d 845, 852 (2d Cir. 1996)). 5 The Supreme Court has repeatedly stated that the probable- 6 cause standard is “a ‘practical, nontechnical conception’ that 7 deals with ‘the factual and practical considerations of 8 everyday life on which reasonable and prudent men, not legal 9 technicians, act.’” Maryland v. Pringle, 540 U.S. 366, 370 10 (2003) (quoting Illinois v. Gates, 462 U.S. 213, 231 (1983)). 11 Because the standard is fluid and contextual, a court must 12 examine the totality of the circumstances of a given arrest. 13 Id. at 371; Panetta v. Crowley, 460 F.3d 388, 395 (2d Cir. 14 2006). These circumstances must be considered from the 15 perspective of a reasonable police officer in light of his 16 training and experience. United States v. Moreno, 897 F.2d 26, 17 31 (2d Cir. 1990), abrogated on other grounds by Horton v. 18 California, 496 U.S. 128 (1990). 19 20 B. Analysis 21 The district court found that at the time of the arrest 22 the agents knew or had reasonably trustworthy information as to 23 the following facts: (1) Delossantos had suspicions about the 24 undercover officer’s true identity; (2) the morning of the -7- 1 planned drug buy, Rodriguez drove Delossantos from 1315 Howard 2 Avenue, where the agents reasonably believed Delossantos was 3 storing drugs, towards Cumberland Farms, the agreed-on meeting 4 place; (3) Rodriguez and Delossantos were the only people in 5 the car; (4) shortly afterwards, Delossantos asked for more 6 time while another person was audible in the background; (5) 7 after the request for more time, Rodriguez drove Delossantos 8 back to 1315 Howard Avenue; (6) shortly afterwards Rodriguez 9 drove Delossantos a third time from 1315 Howard Avenue to the 10 Cumberland Farms; and (7) while the car was en route, 11 Delossantos called the undercover officer to express discomfort 12 with the chosen meeting place. 13 We think the agents had probable cause to arrest Rodriguez 14 based on these facts. The Supreme Court has said that it is 15 reasonable to believe that “a car passenger . . . will often be 16 engaged in a common enterprise with the driver, and have the 17 same interest in concealing the fruits or the evidence of their 18 wrongdoing.” Wyoming v. Houghton, 526 U.S. 295, 304-05 (1999); 19 see also United States v. Patrick, 899 F.2d 169, 172 (2d Cir. 20 1990) (holding that after drugs were discovered in defendant’s 21 backpack, agents had reasonable basis to believe that co- 22 defendant “was not just a mere innocent traveling companion but 23 was traveling and acting in concert” with defendant). Here, 24 Rodriguez drove Delossantos on multiple trips, including the -8- 1 final trip to the drug-buy location. More specifically, the 2 Supreme Court has also said that it is reasonable to infer that 3 if one person in a vehicle is engaged in drug dealing, so are 4 the other passengers, because drug dealing is “an enterprise to 5 which a dealer would be unlikely to admit an innocent person 6 with the potential to furnish evidence against him.” Pringle, 7 540 U.S. at 373. Here, the agents could have reasonably 8 inferred that Delossantos was unlikely to be accompanied by an 9 innocent person because Delossantos was already suspicious and 10 thus had reason to worry about the prospect of a witness 11 against him. 12 We disagree with Rodriguez and the district court that 13 this case is analogous to United States v. Di Re, 332 U.S. 581 14 (1948), which also involved the attempted sale of contraband 15 (in Di Re, counterfeit gas ration coupons) from a car. The 16 police in Di Re, acting on an informant’s tip, arrested all 17 three occupants of the car –- the driver, the informant sitting 18 in the back seat, and the defendant Di Re in the passenger 19 seat. Id. at 583. The Supreme Court held that the officers 20 lacked probable cause to arrest Di Re for either possession or 21 conspiracy, because while the informant held counterfeit 22 coupons in his hand and told the officers he got them from the 23 driver, Di Re was neither seen holding coupons nor named by the 24 informant as having any. Id. at 592. -9- 1 We think Di Re is distinguishable from the facts here. The 2 Court in Di Re was careful to note that “[t]he argument that 3 one who ‘accompanies a criminal to a crime rendezvous’ cannot 4 be assumed to be a bystander” is indeed “forceful enough in 5 some circumstances.” Id. at 593. The Court said this argument 6 was “farfetched” with respect to Di Re because (among other 7 reasons) the informant fingered the driver, but not Di Re, as a 8 culprit prior to the arrests. Id. at 593-94. There was no 9 equivalent singling out of Delossantos but not Rodriguez.3 See 10 Pringle, 540 U.S. at 374 (distinguishing Di Re on the sole 11 basis that “[n]o such singling out occurred in this case”). 12 Furthermore, the evidence against Rodriguez at the time of his 13 arrest was stronger than that against Di Re. Whereas Di Re was 14 merely seen sitting in the suspect’s vehicle when officers 15 approached, the agents here saw Rodriguez ferry Delossantos 16 between the likely drug-stash location and the transaction 17 point and heard Delossantos discuss details of the transaction 3 Rodriguez’s argument that Officer Martinez effectively singled out Delossantos but not Rodriguez, because he “knew that Delossantos was the guilty person,” is specious. In Di Re, the informant had reason to know whether Di Re was guilty, so his silence concerning Di Re was properly understood as exculpatory. Here, Officer Martinez did not have preexisting information about Rodriguez’s involvement. -10- 1 (albeit in veiled terms) with Rodriguez evidently sitting 2 beside him.4 3 We are also unpersuaded by Rodriguez’s attempts to 4 minimize, qualify, or explain away individual facts that tend 5 to establish his participation in the crime. Rodriguez argues, 6 among other things, that he and Delossantos might have returned 7 to 1315 Howard before the meeting not to retrieve drugs but 8 simply because Delossantos may have “had other things to do”; 9 that Rodriguez might not have been in the car when Delossantos 10 spoke to the undercover officer; that while Rodriguez was 11 spotted on the building’s front porch, there was no evidence he 12 had ever been inside; and that Rodriguez might have been 13 unaware of the purpose of the trip and the meaning of 14 Delossantos’s comments, having been brought along as nothing 15 but an “innocent dupe.” These omissions and hypothetical 4 Two other Supreme Court cases cited by Rodriguez, Ybarra v. Illinois, 444 U.S. 85 (1979), and Sibron v. New York, 392 U.S. 40 (1968), are even less relevant. In Ybarra, police obtained a warrant to search a bar and its bartender yet decided to additionally search all the patrons inside, 444 U.S. at 88- 89; in Sibron, police stopped the defendant simply after observing him speaking with known heroin addicts, 392 U.S. at 45. These cases establish that a person’s presence at a crime scene or association with criminal suspects do not, without more, amount to probable cause to arrest. But as we have explained above, the agents’ suspicions of Rodriguez were not based solely on his association with Delossantos but on the objective likelihood that the two men were engaged in a common criminal endeavor. -11- 1 explanations are persuasive in varying degrees, but they do not 2 alter the existence of probable cause. 3 First, the Supreme Court has instructed us not to consider 4 individual facts in isolation but to examine the totality of 5 the circumstances. Pringle, 540 U.S. at 371. In United States 6 v. Arvizu, 534 U.S. 266 (2002), a border patrol agent who 7 stopped defendant’s vehicle testified about a number of small 8 details that might have each been explained away but that 9 collectively aroused his suspicions. The Court held that, in 10 declining to give weight to any observation “that was by itself 11 readily susceptible to an innocent explanation,” the lower 12 court engaged in erroneous “divide-and-conquer analysis.”5 Id. 13 at 274; see also United States v. Fama, 758 F.2d 834, 838 (2d 14 Cir. 1985) (“The fact that an innocent explanation may be 15 consistent with the facts alleged . . . does not negate 16 probable cause.”). For the same reason, we cannot discount 17 facts one by one simply because Rodriguez has suggested 18 hypothetical explanations for them that are consistent with his 19 innocence. 20 Second, although Rodriguez posits innocent explanations 21 for his conduct, we must evaluate the facts in light of the 5 Although Arvizu involved the existence of reasonable suspicion to make a traffic stop rather than of probable cause to arrest, the opinion is relevant here because both standards require us to examine the totality of the circumstances. See United States v. Yusuf, 461 F.3d 374, 390 n.15 (3d Cir. 2006). -12- 1 training and experience of the arresting agents. See Moreno, 2 897 F.2d at 31. “‘[S]ome patterns of behavior which may seem 3 innocuous enough to the untrained eye may not appear so 4 innocent to the trained police officer who has witnessed 5 similar scenarios numerous times before.’ As long as the 6 elements of the pattern are specific and articulable, the 7 powers of observation of an officer with superior training and 8 experience should not be disregarded.” United States v. Price, 9 599 F.2d 494, 501 (2d Cir. 1979) (alteration in original) 10 (quoting United States v. Oates, 560 F.2d 45, 61 (2d Cir. 11 1977)); see also United States v. $557,933.89, More or Less, in 12 U.S. Funds, 287 F.3d 66, 85 (2d Cir. 2002). In this case, the 13 agents testified that, in their experience, a drug dealer 14 rarely brings along an uninvolved bystander during drug deals 15 or speaks about the details of transactions in the presence of 16 a bystander, even in code. The agents also testified that a 17 dealer who is uneasy about a transaction will often bring an 18 associate for assistance and protection. We are bound to give 19 these observations, which are supported by the agents’ training 20 and experience, their due weight. 21 Finally, while Rodriguez’s explanations might well be 22 plausible enough to engender reasonable doubts about his guilt, 23 the standard for probable cause is lower than that for 24 conviction. United States v. Juwa, 508 F.3d 694, 701 (2d Cir. -13- 1 2007); United States v. Fisher, 702 F.2d 372, 375 (2d Cir. 2 1983). Thus, “innocent behavior frequently will provide the 3 basis for a showing of probable cause; to require otherwise 4 would be to sub silentio impose a drastically more rigorous 5 definition of probable cause than the security of our citizens 6 demands.” Gates, 462 U.S. at 244 n.13. We think the arresting 7 agents had reason to think Rodriguez’s involvement in the drug 8 deal was, at minimum, probable. See id. at 231 (emphasizing 9 that probable cause deals in “probabilities” rather than “hard 10 certainties” (internal quotation marks omitted)). 11 12 III. CONCLUSION 13 Because we find that the agents had probable cause to 14 arrest Rodriguez, there was no reason to suppress the evidence 15 against him. The order of the district court is reversed, and 16 the case is remanded for further proceedings consistent with 17 this opinion. -14-