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4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate

In the title compound, C(7)H(11)N(2) (+)·C(7)H(7)O(3)S(−), the cation is protonated at the N atom of the heterocyclic ring. The dimethyl­amino group lies close to the pyridinium ring plane with a dihedral angle between the pyridinium and the dimethyl­amine CNC planes of 3.82 (17)°. The N—C bond link...

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Detalles Bibliográficos
Autores principales: McAdam, C. John, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960775/
https://www.ncbi.nlm.nih.gov/pubmed/21201959
http://dx.doi.org/10.1107/S1600536808004856
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author McAdam, C. John
Simpson, Jim
author_facet McAdam, C. John
Simpson, Jim
author_sort McAdam, C. John
collection PubMed
description In the title compound, C(7)H(11)N(2) (+)·C(7)H(7)O(3)S(−), the cation is protonated at the N atom of the heterocyclic ring. The dimethyl­amino group lies close to the pyridinium ring plane with a dihedral angle between the pyridinium and the dimethyl­amine CNC planes of 3.82 (17)°. The N—C bond linking the dimethyl­amino substituent to the pyridinium ring is characteristically short [1.3360 (19) Å], suggesting some delocalization in the cation. In the crystal structure, N—H⋯O hydrogen bonds link individual pairs of cations and anions. The structure is further stabilized by an extensive series of C—H⋯O hydrogen bonds, augmented by π–π [centroid–centroid distance between adjacent pyridinium rings = 3.5807 (10) Å] and C—H⋯π inter­actions, giving a network structure.
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spelling pubmed-29607752010-12-30 4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate McAdam, C. John Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(7)H(11)N(2) (+)·C(7)H(7)O(3)S(−), the cation is protonated at the N atom of the heterocyclic ring. The dimethyl­amino group lies close to the pyridinium ring plane with a dihedral angle between the pyridinium and the dimethyl­amine CNC planes of 3.82 (17)°. The N—C bond linking the dimethyl­amino substituent to the pyridinium ring is characteristically short [1.3360 (19) Å], suggesting some delocalization in the cation. In the crystal structure, N—H⋯O hydrogen bonds link individual pairs of cations and anions. The structure is further stabilized by an extensive series of C—H⋯O hydrogen bonds, augmented by π–π [centroid–centroid distance between adjacent pyridinium rings = 3.5807 (10) Å] and C—H⋯π inter­actions, giving a network structure. International Union of Crystallography 2008-02-27 /pmc/articles/PMC2960775/ /pubmed/21201959 http://dx.doi.org/10.1107/S1600536808004856 Text en © McAdam and Simpson 2008 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
McAdam, C. John
Simpson, Jim
4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate
title 4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate
title_full 4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate
title_fullStr 4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate
title_full_unstemmed 4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate
title_short 4-(Dimethyl­amino)pyridinium 4-toluene­sulfonate
title_sort 4-(dimethyl­amino)pyridinium 4-toluene­sulfonate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960775/
https://www.ncbi.nlm.nih.gov/pubmed/21201959
http://dx.doi.org/10.1107/S1600536808004856
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