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Venlafaxine besylate monohydrate

The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzene­sulfonate monohydrate}, C(17)H(28)NO(2) (+)·C(6)H(5)O(3)S(−)·H(2)O, is a besylate salt hydrate of the anti­depressant drug venlafaxine. In the crystal, besylate anions and water mol­ecules...

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Detalles Bibliográficos
Autores principales: Corvalan, Carolina H., Vega, Daniel R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885021/
https://www.ncbi.nlm.nih.gov/pubmed/24454196
http://dx.doi.org/10.1107/S1600536813027542
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author Corvalan, Carolina H.
Vega, Daniel R.
author_facet Corvalan, Carolina H.
Vega, Daniel R.
author_sort Corvalan, Carolina H.
collection PubMed
description The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzene­sulfonate monohydrate}, C(17)H(28)NO(2) (+)·C(6)H(5)O(3)S(−)·H(2)O, is a besylate salt hydrate of the anti­depressant drug venlafaxine. In the crystal, besylate anions and water mol­ecules self-assemble, forming hydrogen-bonded dimers linked around inversion centers, with graph set R (4) (4)(6). The crystal packing features a chain of alternate dimers and venlafaxine cations in the b-axis direction with the components linked by O—H⋯O hydrogen bonds and C—H⋯O and C—H⋯π inter­actions. This is the first example of a venlafaxine cation with a closed conformation, as it features an intra­molecular N—H⋯O inter­action involving the protonated N atom.
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spelling pubmed-38850212014-01-17 Venlafaxine besylate monohydrate Corvalan, Carolina H. Vega, Daniel R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzene­sulfonate monohydrate}, C(17)H(28)NO(2) (+)·C(6)H(5)O(3)S(−)·H(2)O, is a besylate salt hydrate of the anti­depressant drug venlafaxine. In the crystal, besylate anions and water mol­ecules self-assemble, forming hydrogen-bonded dimers linked around inversion centers, with graph set R (4) (4)(6). The crystal packing features a chain of alternate dimers and venlafaxine cations in the b-axis direction with the components linked by O—H⋯O hydrogen bonds and C—H⋯O and C—H⋯π inter­actions. This is the first example of a venlafaxine cation with a closed conformation, as it features an intra­molecular N—H⋯O inter­action involving the protonated N atom. International Union of Crystallography 2013-11-06 /pmc/articles/PMC3885021/ /pubmed/24454196 http://dx.doi.org/10.1107/S1600536813027542 Text en © Corvalan and Vega 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
Corvalan, Carolina H.
Vega, Daniel R.
Venlafaxine besylate monohydrate
title Venlafaxine besylate monohydrate
title_full Venlafaxine besylate monohydrate
title_fullStr Venlafaxine besylate monohydrate
title_full_unstemmed Venlafaxine besylate monohydrate
title_short Venlafaxine besylate monohydrate
title_sort venlafaxine besylate monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885021/
https://www.ncbi.nlm.nih.gov/pubmed/24454196
http://dx.doi.org/10.1107/S1600536813027542
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