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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...

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Autores principales: Yamuna, Thammarse S., Kaur, Manpreet, Anderson, Brian J., Jasinski, Jerry P., Yathirajan, H. S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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.
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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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