Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1782214753499742208 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3200805 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT siddarajubp tramadolhydrochloridebenzoicacid11 AT jasinskijerryp tramadolhydrochloridebenzoicacid11 AT golenjamesa tramadolhydrochloridebenzoicacid11 AT yathirajanhs tramadolhydrochloridebenzoicacid11 AT rajucr tramadolhydrochloridebenzoicacid11 |