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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, C(17)H(20)F(2)N(3)O(3) (+)·C(8)H(4)FO(4) (−), 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 q...

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Autores principales: Feng, Sheng, Zhu, Gui-Liang, Sun, Jia-Jia, Chen, Chen, Zhang, Zhi-Hui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6323884/
https://www.ncbi.nlm.nih.gov/pubmed/30713736
http://dx.doi.org/10.1107/S2056989018016961
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author Feng, Sheng
Zhu, Gui-Liang
Sun, Jia-Jia
Chen, Chen
Zhang, Zhi-Hui
author_facet Feng, Sheng
Zhu, Gui-Liang
Sun, Jia-Jia
Chen, Chen
Zhang, Zhi-Hui
author_sort Feng, Sheng
collection PubMed
description In the title organic salt, C(17)H(20)F(2)N(3)O(3) (+)·C(8)H(4)FO(4) (−), 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.
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spelling pubmed-63238842019-02-01 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 Feng, Sheng Zhu, Gui-Liang Sun, Jia-Jia Chen, Chen Zhang, Zhi-Hui Acta Crystallogr E Crystallogr Commun Research Communications In the title organic salt, C(17)H(20)F(2)N(3)O(3) (+)·C(8)H(4)FO(4) (−), 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. International Union of Crystallography 2019-01-01 /pmc/articles/PMC6323884/ /pubmed/30713736 http://dx.doi.org/10.1107/S2056989018016961 Text en © Feng et al. 2019 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Feng, Sheng
Zhu, Gui-Liang
Sun, Jia-Jia
Chen, Chen
Zhang, Zhi-Hui
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 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_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_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
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6323884/
https://www.ncbi.nlm.nih.gov/pubmed/30713736
http://dx.doi.org/10.1107/S2056989018016961
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