TY - JOUR

T1 - Thiobarbiturate and barbiturate salts of pefloxacin drug

T2 - Growth, structure, thermal stability and IR-spectra

AU - Golovnev, Nicolay N.

AU - Molokeev, Maxim S.

AU - Lesnikov, Maxim K.

AU - Sterkhova, Irina V.

AU - Atuchin, Victor V.

PY - 2017/12/5

Y1 - 2017/12/5

N2 - Three new salts of pefloxacin (PefH) with thiobarbituric (H2tba) and barbituric (H2ba) acids, pefloxacinium 2-thiobarbiturate trihydrate, PefH2(Htba)·3H2O (1), pefloxacinium 2-thiobarbiturate, PefH2(Htba) (2) and bis(pefloxacinium barbiturate) hydrate, (PefH2)2(Hba)2·2.56H2O (3) are synthesized and structurally characterized by the X-ray single-crystal diffraction. The structures of 1–3 contain intramolecular hydrogen bonds C–H⋯F, O–H⋯O. Intermolecular hydrogen bonds N–H⋯O and O–H⋯O form a 2D plane network in 1. In 2 and 3, intermolecular hydrogen bonds N–H⋯O form the infinite chains. In 1–3, the Htba− and Hba− ions are connected with PefH2 + only by one intermolecular hydrogen bond N–H⋯O. In 2 and 3, two Htba− and Hba− ions are connected by two hydrogen bonds N–H⋯O. These pairs form infinite chains. All three structures are stabilized by the π−π interactions of the head-to-tail type between PefH2 + ions. Compounds 2 and 3 are characterized by powder XRD, TG-DSC and FT-IR.

AB - Three new salts of pefloxacin (PefH) with thiobarbituric (H2tba) and barbituric (H2ba) acids, pefloxacinium 2-thiobarbiturate trihydrate, PefH2(Htba)·3H2O (1), pefloxacinium 2-thiobarbiturate, PefH2(Htba) (2) and bis(pefloxacinium barbiturate) hydrate, (PefH2)2(Hba)2·2.56H2O (3) are synthesized and structurally characterized by the X-ray single-crystal diffraction. The structures of 1–3 contain intramolecular hydrogen bonds C–H⋯F, O–H⋯O. Intermolecular hydrogen bonds N–H⋯O and O–H⋯O form a 2D plane network in 1. In 2 and 3, intermolecular hydrogen bonds N–H⋯O form the infinite chains. In 1–3, the Htba− and Hba− ions are connected with PefH2 + only by one intermolecular hydrogen bond N–H⋯O. In 2 and 3, two Htba− and Hba− ions are connected by two hydrogen bonds N–H⋯O. These pairs form infinite chains. All three structures are stabilized by the π−π interactions of the head-to-tail type between PefH2 + ions. Compounds 2 and 3 are characterized by powder XRD, TG-DSC and FT-IR.

KW - Barbituric acid

KW - Infrared spectroscopy

KW - Pefloxacin

KW - Salts

KW - Thermal stability

KW - Thiobarbituric acid

KW - X-ray diffraction

KW - CRYSTAL-STRUCTURE

KW - COMPLEXES

KW - QUINOLONE

KW - ANTIBACTERIAL AGENTS

KW - CO

KW - POLYMORPHS

KW - FORMS

KW - 2-THIOBARBITURIC ACID

KW - CHEMISTRY

UR - http://www.scopus.com/inward/record.url?scp=85026878797&partnerID=8YFLogxK

U2 - 10.1016/j.molstruc.2017.08.011

DO - 10.1016/j.molstruc.2017.08.011

M3 - Article

AN - SCOPUS:85026878797

VL - 1149

SP - 367

EP - 372

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -