Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate

The title compound, C(16)H(26)NO(2) (+)·C(7)H(5)O(2) (−), is a benzoate salt of the painkiller Tramadol. The six-membered cyclo­hexane ring of the cation adopts a slightly distorted chair conformation and carries OH and 3-meth­oxy­phenyl substituents at the 2-position and a protonated methyl­aza­niu...

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Autores principales: Sheshadri, S. N., Nagendra, P., Siddaraju, B. P., Hemakumar, K. H., Byrappa, K., Lokanath, N. K., Madan Kumar, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645060/
https://www.ncbi.nlm.nih.gov/pubmed/26594567
http://dx.doi.org/10.1107/S2056989015019362
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author Sheshadri, S. N.
Nagendra, P.
Siddaraju, B. P.
Hemakumar, K. H.
Byrappa, K.
Lokanath, N. K.
Madan Kumar, S.
author_facet Sheshadri, S. N.
Nagendra, P.
Siddaraju, B. P.
Hemakumar, K. H.
Byrappa, K.
Lokanath, N. K.
Madan Kumar, S.
author_sort Sheshadri, S. N.
collection PubMed
description The title compound, C(16)H(26)NO(2) (+)·C(7)H(5)O(2) (−), is a benzoate salt of the painkiller Tramadol. The six-membered cyclo­hexane ring of the cation adopts a slightly distorted chair conformation and carries OH and 3-meth­oxy­phenyl substituents at the 2-position and a protonated methyl­aza­niumylmethyl group at the 3-position. In addition, a weak intra­molecular C—H⋯O hydrogen bond is observed in the cation. In the crystal, weak O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds link the components into chains along [010]. A C—H⋯π contact is also observed.
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spelling pubmed-46450602015-11-20 Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate Sheshadri, S. N. Nagendra, P. Siddaraju, B. P. Hemakumar, K. H. Byrappa, K. Lokanath, N. K. Madan Kumar, S. Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(16)H(26)NO(2) (+)·C(7)H(5)O(2) (−), is a benzoate salt of the painkiller Tramadol. The six-membered cyclo­hexane ring of the cation adopts a slightly distorted chair conformation and carries OH and 3-meth­oxy­phenyl substituents at the 2-position and a protonated methyl­aza­niumylmethyl group at the 3-position. In addition, a weak intra­molecular C—H⋯O hydrogen bond is observed in the cation. In the crystal, weak O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds link the components into chains along [010]. A C—H⋯π contact is also observed. International Union of Crystallography 2015-10-17 /pmc/articles/PMC4645060/ /pubmed/26594567 http://dx.doi.org/10.1107/S2056989015019362 Text en © Sheshadri et al. 2015 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 Data Reports
Sheshadri, S. N.
Nagendra, P.
Siddaraju, B. P.
Hemakumar, K. H.
Byrappa, K.
Lokanath, N. K.
Madan Kumar, S.
Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate
title Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate
title_full Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate
title_fullStr Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate
title_full_unstemmed Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate
title_short Crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate
title_sort crystal structure of {[2-hy­droxy-2-(3-meth­oxy­phen­yl)cyclo­hex­yl]meth­yl}di­methyl­ammonium benzoate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645060/
https://www.ncbi.nlm.nih.gov/pubmed/26594567
http://dx.doi.org/10.1107/S2056989015019362
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