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2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate

In the title salt, C(14)H(13)ClN(+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the ethynyl bond and is approximately planar, with a dihedral angle of 3.4 (2)° between the pyridinium and benzene rings. The anion is approximately perpendicular to the cation plane, the...

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Autores principales: Fun, Hoong-Kun, Chanawanno, Kullapa, Chantrapromma, Suchada
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969486/
https://www.ncbi.nlm.nih.gov/pubmed/21582839
http://dx.doi.org/10.1107/S1600536809021667
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author Fun, Hoong-Kun
Chanawanno, Kullapa
Chantrapromma, Suchada
author_facet Fun, Hoong-Kun
Chanawanno, Kullapa
Chantrapromma, Suchada
author_sort Fun, Hoong-Kun
collection PubMed
description In the title salt, C(14)H(13)ClN(+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the ethynyl bond and is approximately planar, with a dihedral angle of 3.4 (2)° between the pyridinium and benzene rings. The anion is approximately perpendicular to the cation plane, the benzene ring of the anion making dihedral angles of 89.4 (2) and 89.9 (2)°, respectively, with the pyridinium and benzene rings of the cation. In the crystal structure, the cations are linked into a chain along the c axis by C—H⋯Cl inter­actions. The anions are linked to the adjacent cation chains by C—H⋯O and C—H⋯Cl inter­actions, forming a two-dimensional network parallel to the bc plane. The crystal structure is further stabilized by C—H⋯π inter­actions. A π–π inter­action is also observed between the pyridinium ring and the benzene ring of the cation with a centroid–centroid distance of 3.668 (3) Å.
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spelling pubmed-29694862010-12-30 2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate Fun, Hoong-Kun Chanawanno, Kullapa Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(14)H(13)ClN(+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the ethynyl bond and is approximately planar, with a dihedral angle of 3.4 (2)° between the pyridinium and benzene rings. The anion is approximately perpendicular to the cation plane, the benzene ring of the anion making dihedral angles of 89.4 (2) and 89.9 (2)°, respectively, with the pyridinium and benzene rings of the cation. In the crystal structure, the cations are linked into a chain along the c axis by C—H⋯Cl inter­actions. The anions are linked to the adjacent cation chains by C—H⋯O and C—H⋯Cl inter­actions, forming a two-dimensional network parallel to the bc plane. The crystal structure is further stabilized by C—H⋯π inter­actions. A π–π inter­action is also observed between the pyridinium ring and the benzene ring of the cation with a centroid–centroid distance of 3.668 (3) Å. International Union of Crystallography 2009-06-13 /pmc/articles/PMC2969486/ /pubmed/21582839 http://dx.doi.org/10.1107/S1600536809021667 Text en © Fun et al. 2009 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
Fun, Hoong-Kun
Chanawanno, Kullapa
Chantrapromma, Suchada
2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title 2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_full 2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_fullStr 2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_full_unstemmed 2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_short 2-[(E)-2-(4-Chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_sort 2-[(e)-2-(4-chloro­phen­yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969486/
https://www.ncbi.nlm.nih.gov/pubmed/21582839
http://dx.doi.org/10.1107/S1600536809021667
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AT chantraprommasuchada 2e24chlorophenylethenyl1methylpyridinium4chlorobenzenesulfonate