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Cinnarizinium 3,5-dinitro­salicylate

The title compound [systematic name: 4-diphenyl­methyl-1-(3-phenylprop-2-en-1-yl)-piperazin-1-ium 2-carb­oxy-4,6-dinitro­pheno­late], C(26)H(29)N(2) (+)·C(7)H(3)N(2)O(7) (−), is the dinitro­salicylate salt of a tertiary amine. Deprotonation of the carb­oxy­lic acid group occurred on the phenolic hy­...

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Autores principales: Dayananda, Alaloor S., Yathirajan, Hemmige S., Gerber, Thomas, Hosten, Eric, Betz, Richard
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344107/
https://www.ncbi.nlm.nih.gov/pubmed/22606110
http://dx.doi.org/10.1107/S1600536812011518
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author Dayananda, Alaloor S.
Yathirajan, Hemmige S.
Gerber, Thomas
Hosten, Eric
Betz, Richard
author_facet Dayananda, Alaloor S.
Yathirajan, Hemmige S.
Gerber, Thomas
Hosten, Eric
Betz, Richard
author_sort Dayananda, Alaloor S.
collection PubMed
description The title compound [systematic name: 4-diphenyl­methyl-1-(3-phenylprop-2-en-1-yl)-piperazin-1-ium 2-carb­oxy-4,6-dinitro­pheno­late], C(26)H(29)N(2) (+)·C(7)H(3)N(2)O(7) (−), is the dinitro­salicylate salt of a tertiary amine. Deprotonation of the carb­oxy­lic acid group occurred on the phenolic hy­droxy group. The diaza­cyclo­hexane ring adopts a chair conformation. Intra­molecular O—H⋯O and inter­molecular C—H⋯O and N—H⋯O hydrogen bonds are observed. The N—H⋯O hydrogen bonds are bifurcated at the H atom and connect the cinnarizinium and 3,5-dinitro­salicylate ions together. Inter­molecular C—H⋯O hydrogen bonds connect the components into layers perpendicular to the crystallographic a axis.
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spelling pubmed-33441072012-05-17 Cinnarizinium 3,5-dinitro­salicylate Dayananda, Alaloor S. Yathirajan, Hemmige S. Gerber, Thomas Hosten, Eric Betz, Richard Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: 4-diphenyl­methyl-1-(3-phenylprop-2-en-1-yl)-piperazin-1-ium 2-carb­oxy-4,6-dinitro­pheno­late], C(26)H(29)N(2) (+)·C(7)H(3)N(2)O(7) (−), is the dinitro­salicylate salt of a tertiary amine. Deprotonation of the carb­oxy­lic acid group occurred on the phenolic hy­droxy group. The diaza­cyclo­hexane ring adopts a chair conformation. Intra­molecular O—H⋯O and inter­molecular C—H⋯O and N—H⋯O hydrogen bonds are observed. The N—H⋯O hydrogen bonds are bifurcated at the H atom and connect the cinnarizinium and 3,5-dinitro­salicylate ions together. Inter­molecular C—H⋯O hydrogen bonds connect the components into layers perpendicular to the crystallographic a axis. International Union of Crystallography 2012-03-24 /pmc/articles/PMC3344107/ /pubmed/22606110 http://dx.doi.org/10.1107/S1600536812011518 Text en © Dayananda 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
Dayananda, Alaloor S.
Yathirajan, Hemmige S.
Gerber, Thomas
Hosten, Eric
Betz, Richard
Cinnarizinium 3,5-dinitro­salicylate
title Cinnarizinium 3,5-dinitro­salicylate
title_full Cinnarizinium 3,5-dinitro­salicylate
title_fullStr Cinnarizinium 3,5-dinitro­salicylate
title_full_unstemmed Cinnarizinium 3,5-dinitro­salicylate
title_short Cinnarizinium 3,5-dinitro­salicylate
title_sort cinnarizinium 3,5-dinitro­salicylate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344107/
https://www.ncbi.nlm.nih.gov/pubmed/22606110
http://dx.doi.org/10.1107/S1600536812011518
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