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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....

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Autores principales: Babu, K. Syed Suresh, Dhavamurthy, M., NizamMohideen, M., Peramaiyan, G., Mohan, R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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.
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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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AT peramaiyang 2amino6methylpyridinium4methylbenzenesulfonate
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