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Enrofloxacinium picrate
There is one cation–anion pair in the asymmetric unit of the title compound [systematic name: 4-(3-carboxy-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethylpiperazin-1-ium 2,4,6-trinitrophenolate], C(19)H(23)FN(3)O(3) (+)·C(6)H(2)N(3)O(7) (−). The six-membered piperazine group in the cation adopt...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051675/ https://www.ncbi.nlm.nih.gov/pubmed/21523099 http://dx.doi.org/10.1107/S160053681100170X |
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author | Jasinski, Jerry P. Butcher, Ray J. Siddegowda, M. S. Yathirajan, H. S. Siddaraju, B. P. |
author_facet | Jasinski, Jerry P. Butcher, Ray J. Siddegowda, M. S. Yathirajan, H. S. Siddaraju, B. P. |
author_sort | Jasinski, Jerry P. |
collection | PubMed |
description | There is one cation–anion pair in the asymmetric unit of the title compound [systematic name: 4-(3-carboxy-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethylpiperazin-1-ium 2,4,6-trinitrophenolate], C(19)H(23)FN(3)O(3) (+)·C(6)H(2)N(3)O(7) (−). The six-membered piperazine group in the cation adopts a slightly distorted chair conformation and contains a protonated N atom. The dihedral angles between the mean planes of the cyclopropyl and piperazine rings in the cation with the 10-atom ring system of the quinolone group are 48.1 (1) and 69.9 (5)°, respectively. The picrate anion interacts with the protonated N atom of an adjacent cation through a bifurcated N—H⋯O three-center hydrogen bond, forming an R (1) (2)(6) ring motif. Furthermore, there is an intramolecular O—H⋯O hydrogen bond. The dihedral angle between the mean planes of the anion benzene and cation piperizine, quinoline and cyclopropyl rings are 61.3 (6), 31.1 (4) and 70.4 (9)°, respectively. The mean planes of the two o-NO(2) and single p-NO(2) groups in the picrate anion are twisted by 6.7 (6), 38.3 (9) and 12.8 (7)° with respect to the mean plane of the benzene ring. Strong N—H⋯O and weak intermolecular C—H⋯O hydrogen bonds in concert with weak π–π stacking interactions [centroid–centroid distances = 3.5785 (13), 3.7451 (12) and 3.6587 (13) Å] dominate the crystal packing. |
format | Text |
id | pubmed-3051675 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30516752011-04-26 Enrofloxacinium picrate Jasinski, Jerry P. Butcher, Ray J. Siddegowda, M. S. Yathirajan, H. S. Siddaraju, B. P. Acta Crystallogr Sect E Struct Rep Online Organic Papers There is one cation–anion pair in the asymmetric unit of the title compound [systematic name: 4-(3-carboxy-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethylpiperazin-1-ium 2,4,6-trinitrophenolate], C(19)H(23)FN(3)O(3) (+)·C(6)H(2)N(3)O(7) (−). The six-membered piperazine group in the cation adopts a slightly distorted chair conformation and contains a protonated N atom. The dihedral angles between the mean planes of the cyclopropyl and piperazine rings in the cation with the 10-atom ring system of the quinolone group are 48.1 (1) and 69.9 (5)°, respectively. The picrate anion interacts with the protonated N atom of an adjacent cation through a bifurcated N—H⋯O three-center hydrogen bond, forming an R (1) (2)(6) ring motif. Furthermore, there is an intramolecular O—H⋯O hydrogen bond. The dihedral angle between the mean planes of the anion benzene and cation piperizine, quinoline and cyclopropyl rings are 61.3 (6), 31.1 (4) and 70.4 (9)°, respectively. The mean planes of the two o-NO(2) and single p-NO(2) groups in the picrate anion are twisted by 6.7 (6), 38.3 (9) and 12.8 (7)° with respect to the mean plane of the benzene ring. Strong N—H⋯O and weak intermolecular C—H⋯O hydrogen bonds in concert with weak π–π stacking interactions [centroid–centroid distances = 3.5785 (13), 3.7451 (12) and 3.6587 (13) Å] dominate the crystal packing. International Union of Crystallography 2011-01-22 /pmc/articles/PMC3051675/ /pubmed/21523099 http://dx.doi.org/10.1107/S160053681100170X Text en © Jasinski 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 Jasinski, Jerry P. Butcher, Ray J. Siddegowda, M. S. Yathirajan, H. S. Siddaraju, B. P. Enrofloxacinium picrate |
title | Enrofloxacinium picrate |
title_full | Enrofloxacinium picrate |
title_fullStr | Enrofloxacinium picrate |
title_full_unstemmed | Enrofloxacinium picrate |
title_short | Enrofloxacinium picrate |
title_sort | enrofloxacinium picrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051675/ https://www.ncbi.nlm.nih.gov/pubmed/21523099 http://dx.doi.org/10.1107/S160053681100170X |
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