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2-Amino-6-methylpyridinium 4-methylbenzenesulfonate
In the asymmetric unit of the title salt, C(6)H(9)N(2) (+)·C(7)H(7)O(3)S(−), there are two independent 2-amino-6-methylpyridinium cations and two independent 4-methylbenzenesulfonate anions. Both cations are protonated at their pyridine N atoms and their geometries reveal amine–imine tautomerism....
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011207/ https://www.ncbi.nlm.nih.gov/pubmed/24860395 http://dx.doi.org/10.1107/S1600536814008587 |
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author | Babu, K. Syed Suresh Dhavamurthy, M. NizamMohideen, M. Peramaiyan, G. Mohan, R. |
author_facet | Babu, K. Syed Suresh Dhavamurthy, M. NizamMohideen, M. Peramaiyan, G. Mohan, R. |
author_sort | Babu, K. Syed Suresh |
collection | PubMed |
description | In the asymmetric unit of the title salt, C(6)H(9)N(2) (+)·C(7)H(7)O(3)S(−), there are two independent 2-amino-6-methylpyridinium cations and two independent 4-methylbenzenesulfonate anions. Both cations are protonated at their pyridine N atoms and their geometries reveal amine–imine tautomerism. In the 4-methylbenzenesulfonate anions, the carboxylate groups are twisted out of the benzene ring planes by 88.4 (1) and 86.2 (2)°. In the crystal, the sulfonate O atoms of an anion interact with the protonated N atoms and the 2-amino groups of a cation via a pair of N—H⋯O hydrogen bonds, forming an R (2) (2)(8) ring motif. These motifs are connected via N—H⋯O hydrogen bonds, forming chains running along the a-axis direction. Within the chains there are weak C—H⋯O hydrogen bonds present. In addition, aromatic π–π stacking interactions [centroid–centroid distances = 3.771 (2), 3.599 (2), 3.599 (2) and 3.497 (2) Å] involving neighbouring chains are also observed. |
format | Online Article Text |
id | pubmed-4011207 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-40112072014-05-23 2-Amino-6-methylpyridinium 4-methylbenzenesulfonate Babu, K. Syed Suresh Dhavamurthy, M. NizamMohideen, M. Peramaiyan, G. Mohan, R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the asymmetric unit of the title salt, C(6)H(9)N(2) (+)·C(7)H(7)O(3)S(−), there are two independent 2-amino-6-methylpyridinium cations and two independent 4-methylbenzenesulfonate anions. Both cations are protonated at their pyridine N atoms and their geometries reveal amine–imine tautomerism. In the 4-methylbenzenesulfonate anions, the carboxylate groups are twisted out of the benzene ring planes by 88.4 (1) and 86.2 (2)°. In the crystal, the sulfonate O atoms of an anion interact with the protonated N atoms and the 2-amino groups of a cation via a pair of N—H⋯O hydrogen bonds, forming an R (2) (2)(8) ring motif. These motifs are connected via N—H⋯O hydrogen bonds, forming chains running along the a-axis direction. Within the chains there are weak C—H⋯O hydrogen bonds present. In addition, aromatic π–π stacking interactions [centroid–centroid distances = 3.771 (2), 3.599 (2), 3.599 (2) and 3.497 (2) Å] involving neighbouring chains are also observed. International Union of Crystallography 2014-04-26 /pmc/articles/PMC4011207/ /pubmed/24860395 http://dx.doi.org/10.1107/S1600536814008587 Text en © Babu et al. 2014 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 Babu, K. Syed Suresh Dhavamurthy, M. NizamMohideen, M. Peramaiyan, G. Mohan, R. 2-Amino-6-methylpyridinium 4-methylbenzenesulfonate |
title | 2-Amino-6-methylpyridinium 4-methylbenzenesulfonate |
title_full | 2-Amino-6-methylpyridinium 4-methylbenzenesulfonate |
title_fullStr | 2-Amino-6-methylpyridinium 4-methylbenzenesulfonate |
title_full_unstemmed | 2-Amino-6-methylpyridinium 4-methylbenzenesulfonate |
title_short | 2-Amino-6-methylpyridinium 4-methylbenzenesulfonate |
title_sort | 2-amino-6-methylpyridinium 4-methylbenzenesulfonate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4011207/ https://www.ncbi.nlm.nih.gov/pubmed/24860395 http://dx.doi.org/10.1107/S1600536814008587 |
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