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Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate
The title compound, C(19)H(23)F(2)N(4)O(3) (+)·0.5SO(4) (2−)·2.5H(2)O, an antibacterial fluoroquinolone, crystallized as a racemic twin (major twin component = 0.633) in the chiral space group P1. The asymmetric unit contains two sparfloxacinium cations, one sulfate anion and five molecules of wa...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239011/ https://www.ncbi.nlm.nih.gov/pubmed/22199860 http://dx.doi.org/10.1107/S160053681104757X |
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author | Li, Tao Yang, Lin Wang, Yuan Cheng Lian, Qiang |
author_facet | Li, Tao Yang, Lin Wang, Yuan Cheng Lian, Qiang |
author_sort | Li, Tao |
collection | PubMed |
description | The title compound, C(19)H(23)F(2)N(4)O(3) (+)·0.5SO(4) (2−)·2.5H(2)O, an antibacterial fluoroquinolone, crystallized as a racemic twin (major twin component = 0.633) in the chiral space group P1. The asymmetric unit contains two sparfloxacinium cations, one sulfate anion and five molecules of water of solvation. The bond lengths and angles of both cations are almost identical. The quinoline ring systems in the cations are essentially planar, the mean deviations from the best plane being 0.045 (2) and 0.054 (2) Å and make π–π interactions with each other [centroid–centroid distances of 3.692 (4) Å and 3.744 (4) Å]. The crystal structure features intermolecular O—H⋯O, O—H⋯S, N(+)—H⋯O, N(+)—H⋯S and N—H⋯O hydrogen bonds together with intramolecular O—H⋯O and N—H⋯O hydrogen bonds. As a result, a three-dimensional supramolecular structure is observed. |
format | Online Article Text |
id | pubmed-3239011 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32390112011-12-23 Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate Li, Tao Yang, Lin Wang, Yuan Cheng Lian, Qiang Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(23)F(2)N(4)O(3) (+)·0.5SO(4) (2−)·2.5H(2)O, an antibacterial fluoroquinolone, crystallized as a racemic twin (major twin component = 0.633) in the chiral space group P1. The asymmetric unit contains two sparfloxacinium cations, one sulfate anion and five molecules of water of solvation. The bond lengths and angles of both cations are almost identical. The quinoline ring systems in the cations are essentially planar, the mean deviations from the best plane being 0.045 (2) and 0.054 (2) Å and make π–π interactions with each other [centroid–centroid distances of 3.692 (4) Å and 3.744 (4) Å]. The crystal structure features intermolecular O—H⋯O, O—H⋯S, N(+)—H⋯O, N(+)—H⋯S and N—H⋯O hydrogen bonds together with intramolecular O—H⋯O and N—H⋯O hydrogen bonds. As a result, a three-dimensional supramolecular structure is observed. International Union of Crystallography 2011-11-19 /pmc/articles/PMC3239011/ /pubmed/22199860 http://dx.doi.org/10.1107/S160053681104757X Text en © Li et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Li, Tao Yang, Lin Wang, Yuan Cheng Lian, Qiang Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate |
title | Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate |
title_full | Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate |
title_fullStr | Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate |
title_full_unstemmed | Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate |
title_short | Bis[(2R,6S)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate |
title_sort | bis[(2r,6s)-4-(5-amino-3-carboxy-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinolin-7-yl)-2,6-dimethylpiperazin-1-ium] sulfate pentahydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239011/ https://www.ncbi.nlm.nih.gov/pubmed/22199860 http://dx.doi.org/10.1107/S160053681104757X |
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