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Tramadol hydro­chloride–benzoic acid (1/1)

In the cation of the title co-crystal salt {systematic name: [2-hydroxy-2-(3-meth­oxy­phen­yl)cyclo­hexyl­meth­yl]dimethyl­aza­nium chloride–benzoic acid (1/1)}, C(16)H(31)NO(2) (+)·Cl(−)·C(7)H(6)O(2), the N atom is protonated and the six-membered cyclo­hexane ring adopts a slightly distorted chair...

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Autores principales: Siddaraju, B. P., Jasinski, Jerry P., Golen, James A., Yathirajan, H. S., Raju, C. R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200805/
https://www.ncbi.nlm.nih.gov/pubmed/22058967
http://dx.doi.org/10.1107/S1600536811032181
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author Siddaraju, B. P.
Jasinski, Jerry P.
Golen, James A.
Yathirajan, H. S.
Raju, C. R.
author_facet Siddaraju, B. P.
Jasinski, Jerry P.
Golen, James A.
Yathirajan, H. S.
Raju, C. R.
author_sort Siddaraju, B. P.
collection PubMed
description In the cation of the title co-crystal salt {systematic name: [2-hydroxy-2-(3-meth­oxy­phen­yl)cyclo­hexyl­meth­yl]dimethyl­aza­nium chloride–benzoic acid (1/1)}, C(16)H(31)NO(2) (+)·Cl(−)·C(7)H(6)O(2), the N atom is protonated and the six-membered cyclo­hexane ring adopts a slightly distorted chair conformation. The dihedral angle between the mean planes of the benzene rings in the cation and the benzoic acid mol­ecule is 75.5 (9)°. The crystal packing is stabilized by weak inter­molecular O—H⋯Cl, N—H⋯Cl and C—H⋯π inter­actions, forming a two-dimensional chain network along the b axis. The benzoic acid mol­ecule is not involved in the usual head-to-tail dimer bonding, but instead is linked to the ammonium cation through mutual hydrogen-bonding inter­actions with the chloride anion.
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spelling pubmed-32008052011-11-06 Tramadol hydro­chloride–benzoic acid (1/1) Siddaraju, B. P. Jasinski, Jerry P. Golen, James A. Yathirajan, H. S. Raju, C. R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the cation of the title co-crystal salt {systematic name: [2-hydroxy-2-(3-meth­oxy­phen­yl)cyclo­hexyl­meth­yl]dimethyl­aza­nium chloride–benzoic acid (1/1)}, C(16)H(31)NO(2) (+)·Cl(−)·C(7)H(6)O(2), the N atom is protonated and the six-membered cyclo­hexane ring adopts a slightly distorted chair conformation. The dihedral angle between the mean planes of the benzene rings in the cation and the benzoic acid mol­ecule is 75.5 (9)°. The crystal packing is stabilized by weak inter­molecular O—H⋯Cl, N—H⋯Cl and C—H⋯π inter­actions, forming a two-dimensional chain network along the b axis. The benzoic acid mol­ecule is not involved in the usual head-to-tail dimer bonding, but instead is linked to the ammonium cation through mutual hydrogen-bonding inter­actions with the chloride anion. International Union of Crystallography 2011-08-17 /pmc/articles/PMC3200805/ /pubmed/22058967 http://dx.doi.org/10.1107/S1600536811032181 Text en © Siddaraju 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
Siddaraju, B. P.
Jasinski, Jerry P.
Golen, James A.
Yathirajan, H. S.
Raju, C. R.
Tramadol hydro­chloride–benzoic acid (1/1)
title Tramadol hydro­chloride–benzoic acid (1/1)
title_full Tramadol hydro­chloride–benzoic acid (1/1)
title_fullStr Tramadol hydro­chloride–benzoic acid (1/1)
title_full_unstemmed Tramadol hydro­chloride–benzoic acid (1/1)
title_short Tramadol hydro­chloride–benzoic acid (1/1)
title_sort tramadol hydro­chloride–benzoic acid (1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200805/
https://www.ncbi.nlm.nih.gov/pubmed/22058967
http://dx.doi.org/10.1107/S1600536811032181
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