7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate

Sitafloxacin is a newly developed fluoro­quinolone anti­bacterial drug. The crystal studied, C(19)H(18)ClF(2)N(3)O(3)·CH(3)OH, consists of one mol­ecule of sitafloxacin and one methanol solvent mol­ecule. The mol­ecule of sitafloxacin is a zwitterion with a protonated primary amine group and a depro...

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Autores principales: Xu, Wen-jie, Qiu, Xue-hui, Hua, Huai-jie, Tan, Song-de, Ding, Hai-yan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435823/
https://www.ncbi.nlm.nih.gov/pubmed/22969669
http://dx.doi.org/10.1107/S160053681203632X
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author Xu, Wen-jie
Qiu, Xue-hui
Hua, Huai-jie
Tan, Song-de
Ding, Hai-yan
author_facet Xu, Wen-jie
Qiu, Xue-hui
Hua, Huai-jie
Tan, Song-de
Ding, Hai-yan
author_sort Xu, Wen-jie
collection PubMed
description Sitafloxacin is a newly developed fluoro­quinolone anti­bacterial drug. The crystal studied, C(19)H(18)ClF(2)N(3)O(3)·CH(3)OH, consists of one mol­ecule of sitafloxacin and one methanol solvent mol­ecule. The mol­ecule of sitafloxacin is a zwitterion with a protonated primary amine group and a deprotonated carboxylate group. The cyclopropane ring and the CO(2) group make dihedral angles of 79.5 (3) and 35.4 (4)°, respectively, with the fused ring system. The supra­molecular structure is defined by N—H⋯O and O—H⋯O hydrogen bonds.
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spelling pubmed-34358232012-09-11 7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate Xu, Wen-jie Qiu, Xue-hui Hua, Huai-jie Tan, Song-de Ding, Hai-yan Acta Crystallogr Sect E Struct Rep Online Organic Papers Sitafloxacin is a newly developed fluoro­quinolone anti­bacterial drug. The crystal studied, C(19)H(18)ClF(2)N(3)O(3)·CH(3)OH, consists of one mol­ecule of sitafloxacin and one methanol solvent mol­ecule. The mol­ecule of sitafloxacin is a zwitterion with a protonated primary amine group and a deprotonated carboxylate group. The cyclopropane ring and the CO(2) group make dihedral angles of 79.5 (3) and 35.4 (4)°, respectively, with the fused ring system. The supra­molecular structure is defined by N—H⋯O and O—H⋯O hydrogen bonds. International Union of Crystallography 2012-08-25 /pmc/articles/PMC3435823/ /pubmed/22969669 http://dx.doi.org/10.1107/S160053681203632X Text en © Xu et al. 2012 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
Xu, Wen-jie
Qiu, Xue-hui
Hua, Huai-jie
Tan, Song-de
Ding, Hai-yan
7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate
title 7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate
title_full 7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate
title_fullStr 7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate
title_full_unstemmed 7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate
title_short 7-[(7S)-7-Aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate
title_sort 7-[(7s)-7-aza­niumyl-5-aza­spiro­[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1s,2r)-2-fluoro­cyclo­prop­yl]-4-oxo-1,4-dihydroquinoline-3-carboxyl­ate methanol monosolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435823/
https://www.ncbi.nlm.nih.gov/pubmed/22969669
http://dx.doi.org/10.1107/S160053681203632X
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AT qiuxuehui 77s7azaniumyl5azaspiro24hept5yl8chloro6fluoro11s2r2fluorocyclopropyl4oxo14dihydroquinoline3carboxylatemethanolmonosolvate
AT huahuaijie 77s7azaniumyl5azaspiro24hept5yl8chloro6fluoro11s2r2fluorocyclopropyl4oxo14dihydroquinoline3carboxylatemethanolmonosolvate
AT tansongde 77s7azaniumyl5azaspiro24hept5yl8chloro6fluoro11s2r2fluorocyclopropyl4oxo14dihydroquinoline3carboxylatemethanolmonosolvate
AT dinghaiyan 77s7azaniumyl5azaspiro24hept5yl8chloro6fluoro11s2r2fluorocyclopropyl4oxo14dihydroquinoline3carboxylatemethanolmonosolvate

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