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Enrofloxacinium oxalate
The title salt, 2C(19)H(23)FN(3)O(3) (+)·C(2)O(4) (2−) {systematic name: bis-[4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethylpiperazin-1-ium] oxalate}, crystallizes with two independent monocations (A and B) and an oxalate dianion (C) in the asymmetric unit. The pip...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998349/ https://www.ncbi.nlm.nih.gov/pubmed/24764910 http://dx.doi.org/10.1107/S1600536814001421 |
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author | Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. |
author_facet | Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. |
author_sort | Yamuna, Thammarse S. |
collection | PubMed |
description | The title salt, 2C(19)H(23)FN(3)O(3) (+)·C(2)O(4) (2−) {systematic name: bis-[4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethylpiperazin-1-ium] oxalate}, crystallizes with two independent monocations (A and B) and an oxalate dianion (C) in the asymmetric unit. The piperazinium ring in both the cations adopts a slightly disordered chair conformation. The dihedral angles between the mean planes of the cyclopropyl ring and the 10-membered quinoline ring are 50.6 (5)° (A) and 62.2 (5)° (B). In each of the cations, a single O—H⋯O intramolecular hydrogen bond is observed. In the crystal, the oxalate anions interact with the cations through N—H⋯O hydrogen bonds and weak C—H⋯O interactions, forming R (2) (2)(8) graph-set ring motifs. Weak C—H⋯F interactions along with further C—H⋯O interactions are observed between the cations, forming zigzag chains along [001]. In addition, π–π stacking interactions are observed with centroid–centroid distances of 3.5089 (13), 3.5583 (13), 3.7900 (13) and 3.7991 (13) Å. |
format | Online Article Text |
id | pubmed-3998349 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39983492014-04-24 Enrofloxacinium oxalate Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title salt, 2C(19)H(23)FN(3)O(3) (+)·C(2)O(4) (2−) {systematic name: bis-[4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethylpiperazin-1-ium] oxalate}, crystallizes with two independent monocations (A and B) and an oxalate dianion (C) in the asymmetric unit. The piperazinium ring in both the cations adopts a slightly disordered chair conformation. The dihedral angles between the mean planes of the cyclopropyl ring and the 10-membered quinoline ring are 50.6 (5)° (A) and 62.2 (5)° (B). In each of the cations, a single O—H⋯O intramolecular hydrogen bond is observed. In the crystal, the oxalate anions interact with the cations through N—H⋯O hydrogen bonds and weak C—H⋯O interactions, forming R (2) (2)(8) graph-set ring motifs. Weak C—H⋯F interactions along with further C—H⋯O interactions are observed between the cations, forming zigzag chains along [001]. In addition, π–π stacking interactions are observed with centroid–centroid distances of 3.5089 (13), 3.5583 (13), 3.7900 (13) and 3.7991 (13) Å. International Union of Crystallography 2014-01-25 /pmc/articles/PMC3998349/ /pubmed/24764910 http://dx.doi.org/10.1107/S1600536814001421 Text en © Yamuna et al. 2014 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 Yamuna, Thammarse S. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. Enrofloxacinium oxalate |
title | Enrofloxacinium oxalate |
title_full | Enrofloxacinium oxalate |
title_fullStr | Enrofloxacinium oxalate |
title_full_unstemmed | Enrofloxacinium oxalate |
title_short | Enrofloxacinium oxalate |
title_sort | enrofloxacinium oxalate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998349/ https://www.ncbi.nlm.nih.gov/pubmed/24764910 http://dx.doi.org/10.1107/S1600536814001421 |
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