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Cinnarizinium bis(p-toluenesulfonate) dihydrate
The asymmetric unit of the title salt [systematic name: 1-benzhydryl-4-cinnamylpiperazine-1,4-diium bis(p-toluenesulfonate) dihydrate], C(26)H(30)N(2) (2+)·2C(7)H(7)O(3)S(−)·2H(2)O, consists of a diprotonated cinnarizinium cation hydrogen bonded through two water molecules to two independent p-to...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629520/ https://www.ncbi.nlm.nih.gov/pubmed/23634038 http://dx.doi.org/10.1107/S1600536813003991 |
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author | Kavitha, C. N. Butcher, Ray J. Jasinski, Jerry P. Yathirajan, H. S. Dayananda, A. S. |
author_facet | Kavitha, C. N. Butcher, Ray J. Jasinski, Jerry P. Yathirajan, H. S. Dayananda, A. S. |
author_sort | Kavitha, C. N. |
collection | PubMed |
description | The asymmetric unit of the title salt [systematic name: 1-benzhydryl-4-cinnamylpiperazine-1,4-diium bis(p-toluenesulfonate) dihydrate], C(26)H(30)N(2) (2+)·2C(7)H(7)O(3)S(−)·2H(2)O, consists of a diprotonated cinnarizinium cation hydrogen bonded through two water molecules to two independent p-toluenesulfonate anions, one which is disordered over two sets of sites in a 0.793 (3):0.207 (3) ratio. In the cation, the piperazine ring adopts a chair configuration and contains two positively charged N atoms with quarternery character. The dihedral angle between the two benzene rings in the benzhydryl group is 71.8 (1)°. The benzene ring flanked opposite the piperazine ring is twisted by 75.9 (9) and 8.8 (3)° from these two benzene rings. In the crystal, the [N—H⋯O(water)—H⋯O( S)](2) hydrogen-bonded asymmetric unit is connected by further O—H⋯O hydrogen bonds linking the components into chains along [100]. |
format | Online Article Text |
id | pubmed-3629520 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36295202013-04-30 Cinnarizinium bis(p-toluenesulfonate) dihydrate Kavitha, C. N. Butcher, Ray J. Jasinski, Jerry P. Yathirajan, H. S. Dayananda, A. S. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title salt [systematic name: 1-benzhydryl-4-cinnamylpiperazine-1,4-diium bis(p-toluenesulfonate) dihydrate], C(26)H(30)N(2) (2+)·2C(7)H(7)O(3)S(−)·2H(2)O, consists of a diprotonated cinnarizinium cation hydrogen bonded through two water molecules to two independent p-toluenesulfonate anions, one which is disordered over two sets of sites in a 0.793 (3):0.207 (3) ratio. In the cation, the piperazine ring adopts a chair configuration and contains two positively charged N atoms with quarternery character. The dihedral angle between the two benzene rings in the benzhydryl group is 71.8 (1)°. The benzene ring flanked opposite the piperazine ring is twisted by 75.9 (9) and 8.8 (3)° from these two benzene rings. In the crystal, the [N—H⋯O(water)—H⋯O( S)](2) hydrogen-bonded asymmetric unit is connected by further O—H⋯O hydrogen bonds linking the components into chains along [100]. International Union of Crystallography 2013-03-06 /pmc/articles/PMC3629520/ /pubmed/23634038 http://dx.doi.org/10.1107/S1600536813003991 Text en © Kavitha et al. 2013 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 Kavitha, C. N. Butcher, Ray J. Jasinski, Jerry P. Yathirajan, H. S. Dayananda, A. S. Cinnarizinium bis(p-toluenesulfonate) dihydrate |
title | Cinnarizinium bis(p-toluenesulfonate) dihydrate |
title_full | Cinnarizinium bis(p-toluenesulfonate) dihydrate |
title_fullStr | Cinnarizinium bis(p-toluenesulfonate) dihydrate |
title_full_unstemmed | Cinnarizinium bis(p-toluenesulfonate) dihydrate |
title_short | Cinnarizinium bis(p-toluenesulfonate) dihydrate |
title_sort | cinnarizinium bis(p-toluenesulfonate) dihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629520/ https://www.ncbi.nlm.nih.gov/pubmed/23634038 http://dx.doi.org/10.1107/S1600536813003991 |
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