Marianne T. O'Toole v. The City of New York

District Court, S.D. New York·Decided October 21, 2022·No. 1:15-cv-06885·Unknown

Opinion

UNITED STATES DISTRICT COURT SOUTHERN DISTRICT OF NEW YORK MARIANNE T. O’TOOLE, SOLELY AS CHAPTER 7 TRUSTEE OF THE ESTATE OF PEDRO SERRANO, and SANDY GONZALEZ,

Plaintiffs, CIVIL ACTION NO.: 15 Civ. 6885 (LTS) (SLC)

-v- OPINION AND ORDER

THE CITY OF NEW YORK, WILLIAM J. BRATTON, and CHRISTOPHER McCORMACK,

Defendants.

SARAH L. CAVE, United States Magistrate Judge.

I. INTRODUCTION Before the Court is Defendants’1 letter-motion asking the Court to preclude Plaintiff Pedro Serrano (“Officer Serrano”) from discussing at trial the adverse inference imposed following Defendants’ failure to preserve a key document in this action. (ECF No. 334 at 1–2 (the “Motion”)). Plaintiffs2 opposed the Motion, but subsequently asked the Court to reserve judgment on the Motion pending their submission of a request for leave to amend and for sanctions. (ECF Nos. 335 (the “Opposition”); 337 (the “Sept. 21 Letter”)); see ECF No. 338). On October 11, 2022, the Court heard argument from the parties, reserved decision on the Motion,

1 Defendants refers to the City of New York (the “City”), former New York City Police Department (“NYPD”) Police Commissioner, William J. Bratton (“Bratton”), former Police Commissioner and former Deputy Commissioner, James P. O’Neill (“O’Neill”), Inspector and former Commanding Officer of the 40th Precinct, Christopher McCormack (“C.O. McCormack”), and Deputy Inspector and former Commanding Officer of Transit District 32, Constantin Tsachas (“Tsachas”), all of whom are represented by Corporation Counsel. (ECF Nos. 322; 334; 341). 2 Plaintiffs are Officer Serrano and Sandy Gonzalez. (See ECF No. 322 at 56–57). set a briefing schedule for Plaintiffs’ motion to amend, and denied without prejudice Plaintiffs’ request for sanctions. (ECF Nos. 344–45). For the reasons set forth below, the Motion is DENIED. II. BACKGROUND

A. Factual Background The detailed factual background of this action is set forth at length in several prior decisions of the Honorable Laura Taylor Swain and the undersigned, and is incorporated by reference. See Raymond v. City of New York, No. 15 Civ. 6885 (LTS) (SLC), 2022 WL 2532467 (S.D.N.Y. July 7, 2022) (granting in part and denying in part Defendants’ motion for summary

judgment) (“Raymond VII”); Raymond v. City of New York, No. 15 Civ. 6885 (LTS) (SLC), 2020 WL 7055572 (S.D.N.Y. Dec. 2, 2020) (denying Plaintiffs’ third sanctions motion and Defendants’ request for attorneys’ fees) (“Raymond VI”); Raymond v. City of New York, No. 15 Civ. 6885 (LTS) (SLC), 2020 WL 3619014 (S.D.N.Y. July 2, 2020) (overruling objections to imposition of adverse inference sanction) (“Raymond V”); Raymond v. City of New York, No. 15 Civ. 6885 (LTS) (SLC), 2020 WL 1847556 (S.D.N.Y. Apr. 13, 2020) (denying Defendants’ motion for reconsideration of

adverse inference sanction) (“Raymond IV”); Raymond v. City of New York, No. 15 Civ. 6885 (LTS) (SLC), 2020 WL 1067482 (S.D.N.Y. Mar. 5, 2020) (ruling on several discovery and sanctions motions and granting motion for adverse inference) (“Raymond III”); Raymond v. City of New York, 317 F. Supp. 3d 746 (S.D.N.Y. 2018) (granting in part and denying in part Plaintiffs’ motion for leave to file Second Amended Complaint (“SAC”)) (“Raymond II”); Raymond v. City of New York, No. 15 Civ. 6885 (LTS) (HBP), 2017 WL 892350 (S.D.N.Y. Mar. 6, 2017) (granting Defendants’

motion to dismiss Amended Complaint (“AC”)) (“Raymond I”). (See ECF Nos. 60; 86; 178; 193; 217; 245; 322). The Court summarizes those allegations relevant to Officer Serrano’s claims and the Motion. In 2004, Officer Serrano, who identifies as Hispanic and Puerto Rican, began working for the NYPD in the 40th Precinct, a high-crime area of the Bronx. See Raymond VII, 2022 WL

2532467, at *6. (See ECF No. 87 ¶ 102). During the period relevant to this case, most officers assigned to the 40th Precinct “were Hispanic and/or Black.” Raymond VII, 2022 WL 2532467, at *6. From September 2011 until April 2014, C.O. McCormack was the commanding officer of the 40th Precinct. Id. For the year 2012, “Officer Serrano received an annual evaluation rating of 3.0[.]” Id.

“In a complaint dated June 1, 2012, and received by the Equal Employment Opportunity Commission (‘EEOC’) on August 27, 2012, Officer Serrano charged that he was subject to an ‘unfair and unconstitutional’ quota, and that he witnessed discriminatory enforcement against minority members of the public” by C.O. McCormack and Captain Materasso. Raymond VII, 2022 WL 2532467, at *6; see Raymond III, 2020 WL 1067482, at *13. In March 2013, Officer Serrano testified on behalf of the plaintiffs in “a section 1983 class action lawsuit against the City of New

York and others alleging that the NYPD had implemented an official municipal policy of unconstitutional and racially discriminatory stops and frisks.” Raymond VII, 2022 WL 2532467, at *6 (citing Floyd v. City of New York, 959 F. Supp. 2d 540, 604 (S.D.N.Y. 2013) (“Floyd”)). Officer Serrano alleges that, beginning on February 7, 2013, C.O. McCormack retaliated against him in several ways in response to testimony in Floyd in violation of the First Amendment. Raymond VII, 2022 WL 2532467, at *7, 17. On that date, Officer Serrano “claims to have received

multiple text messages reporting that C.O. McCormack was upset with him and talking about retribution, and when he was visited by five high-ranking officials (including C.O. McCormack) during his assignment at a ‘strike post’ . . . a highly unusual occurrence.” Id. at *17. “On or around the same day, Officer Serrano called the NYPD’s Internal Affairs department to report this incident.” Id. Following February 7, 2013, “Officer Serrano continued to experience a series of

reportedly unwarranted disciplinary actions and unfavorable assignments, some at the direction of C.O. McCormack.” Id. On February 16, 2013, Officer Serrano gave six memo books, including the Memo Book (see p. 6), to “Integrity Control Officer Gomez[,]” id. at *18 n.32, but they were never returned to him. Raymond III, 2020 WL 1067482, at *13. Officer Serrano contends that “he wrote everything down in his memo books, including information regarding the quota,

downgrading felonies, a hostile work environment, general corruption, and retaliations against him in the 40th Precinct.” Id. “[O]n April 4, 2013, then-Commissioner Raymond W. Kelly issued a memorandum disciplining Officer Serrano for engaging in ‘conduct prejudicial to the good order, efficiency or discipline of the Department’ by ‘assist[ing] in the prevention of the processing and adjudication of two (2) summonses issued to two (2) motorists’ in 2010.” Raymond VII, 2022 WL 2532467, at

*22. (See ECF No. 338-1 at 8 (the “Discipline Memo”)). According to the Discipline Memo, Commissioner Kelly imposed “the forfeiture of five (5) suspension days to be served, twenty-five (25) vacation days, a total of thirty (30) penalty days and one (1) year [of] dismissal probation, as a disciplinary penalty.” (ECF No. 338-1 at 8). See Raymond VII, 2022 WL 2532467, at *22. Then, on April 10, 2013, Officer Serrano was transferred from the 40th Precinct to the 33d Precinct (the “Transfer”). Raymond VII, 2022 WL 2532467, at *22. Officer Serrano was not provided a reason

for the Transfer. Id. Defendants disputed C.O. McCormack’s involvement in the Transfer, and argued that the “but-for” cause of the Transfer was the disciplinary charges described in the Discipline Memo. Id. at *21. B. Procedural Background

1.

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Marianne T. O'Toole v. The City of New York, (S.D.N.Y. 2022).

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