Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate

Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate

In the title organic salt, C17H20F2N3O3+·C8H4FO4−, proton transfer leads to one protonated lomefloxacin molecule (HLf+) and one 3-carboxy-5-fluorobenzoate (5-F-Hip−) anion in the asymmetric unit. The HLf+ cation is bent, with a dihedral angle of 38.3 (1)° between the quinoline ring and the piperazin...

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Main Authors: Sheng Feng, Gui-Liang Zhu, Jia-Jia Sun, Chen Chen, Zhi-Hui Zhang
Format: Article
Language:English
Published: International Union of Crystallography 2019-01-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
crystal structure
proton transfer
lomefloxacin
hydrogen-bonded network
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989018016961
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spelling doaj-fc25f52b2bd942c39481b989c58437452020-11-24T22:05:25ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-01-01751687010.1107/S2056989018016961wm5472Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoateSheng Feng0Gui-Liang Zhu1Jia-Jia Sun2Chen Chen3Zhi-Hui Zhang4School of Environmental and Safety Engineering, Changzhou University, Changzhou, 213164, People's Republic of ChinaSchool of Environmental and Safety Engineering, Changzhou University, Changzhou, 213164, People's Republic of ChinaSchool of Environmental and Safety Engineering, Changzhou University, Changzhou, 213164, People's Republic of ChinaJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, University, Changzhou 213164, People's Republic of ChinaJiangsu Key Laboratory of Advanced Catalytic Materials and Technology, Changzhou, University, Changzhou 213164, People's Republic of ChinaIn the title organic salt, C17H20F2N3O3+·C8H4FO4−, proton transfer leads to one protonated lomefloxacin molecule (HLf+) and one 3-carboxy-5-fluorobenzoate (5-F-Hip−) anion in the asymmetric unit. The HLf+ cation is bent, with a dihedral angle of 38.3 (1)° between the quinoline ring and the piperazinium moiety. In the crystal, two kinds of N—H...O and O—H...O hydrogen-bonded chains cross-link each other to produce a three-dimensional network structure that is additionally stabilized by weak C—H...O and C—H...F hydrogen bonds, as well as π–π interactions. The methyl group attached to the piperazinium ring is disordered over two sets of sites [refined ratio: 0.645 (5):0.335 (5)], indicating the presence of both enantiomers of the cation in the structure.http://scripts.iucr.org/cgi-bin/paper?S2056989018016961crystal structureproton transferlomefloxacinhydrogen-bonded network
collection DOAJ
language English
format Article
sources DOAJ
author Sheng Feng
Gui-Liang Zhu
Jia-Jia Sun
Chen Chen
Zhi-Hui Zhang
spellingShingle Sheng Feng
Gui-Liang Zhu
Jia-Jia Sun
Chen Chen
Zhi-Hui Zhang
Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
proton transfer
lomefloxacin
hydrogen-bonded network
author_facet Sheng Feng
Gui-Liang Zhu
Jia-Jia Sun
Chen Chen
Zhi-Hui Zhang
author_sort Sheng Feng
title Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate
title_short Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate
title_full Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate
title_fullStr Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate
title_full_unstemmed Crystal structure of (RS)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate
title_sort crystal structure of (rs)-4-(3-carboxy-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2-methylpiperazin-1-ium 3-carboxy-5-fluorobenzoate
publisher International Union of Crystallography
series Acta Crystallographica Section E: Crystallographic Communications
issn 2056-9890
publishDate 2019-01-01
description In the title organic salt, C17H20F2N3O3+·C8H4FO4−, proton transfer leads to one protonated lomefloxacin molecule (HLf+) and one 3-carboxy-5-fluorobenzoate (5-F-Hip−) anion in the asymmetric unit. The HLf+ cation is bent, with a dihedral angle of 38.3 (1)° between the quinoline ring and the piperazinium moiety. In the crystal, two kinds of N—H...O and O—H...O hydrogen-bonded chains cross-link each other to produce a three-dimensional network structure that is additionally stabilized by weak C—H...O and C—H...F hydrogen bonds, as well as π–π interactions. The methyl group attached to the piperazinium ring is disordered over two sets of sites [refined ratio: 0.645 (5):0.335 (5)], indicating the presence of both enantiomers of the cation in the structure.
topic crystal structure
proton transfer
lomefloxacin
hydrogen-bonded network
url http://scripts.iucr.org/cgi-bin/paper?S2056989018016961
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AT guiliangzhu crystalstructureofrs43carboxy1ethyl68difluoro4oxo14dihydroquinolin7yl2methylpiperazin1ium3carboxy5fluorobenzoate
AT jiajiasun crystalstructureofrs43carboxy1ethyl68difluoro4oxo14dihydroquinolin7yl2methylpiperazin1ium3carboxy5fluorobenzoate
AT chenchen crystalstructureofrs43carboxy1ethyl68difluoro4oxo14dihydroquinolin7yl2methylpiperazin1ium3carboxy5fluorobenzoate
AT zhihuizhang crystalstructureofrs43carboxy1ethyl68difluoro4oxo14dihydroquinolin7yl2methylpiperazin1ium3carboxy5fluorobenzoate
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