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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...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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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. |
format | Text |
id | pubmed-2969486 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT funhoongkun 2e24chlorophenylethenyl1methylpyridinium4chlorobenzenesulfonate AT chanawannokullapa 2e24chlorophenylethenyl1methylpyridinium4chlorobenzenesulfonate AT chantraprommasuchada 2e24chlorophenylethenyl1methylpyridinium4chlorobenzenesulfonate |