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2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate
In the title compound, C(14)H(13)ClN(+)·C(6)H(4)BrO(3)S(−), the cation exists in an E configuration with respect to the ethenyl bond and is almost planar, the dihedral angle between the pyridinium and the benzene rings being 2.80 (7)°. The dihedral angles between the benzene ring of the anion and th...
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/PMC2977483/ https://www.ncbi.nlm.nih.gov/pubmed/21583577 http://dx.doi.org/10.1107/S1600536809026968 |
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author | Chantrapromma, Suchada Chanawanno, Kullapa Fun, Hoong-Kun |
author_facet | Chantrapromma, Suchada Chanawanno, Kullapa Fun, Hoong-Kun |
author_sort | Chantrapromma, Suchada |
collection | PubMed |
description | In the title compound, C(14)H(13)ClN(+)·C(6)H(4)BrO(3)S(−), the cation exists in an E configuration with respect to the ethenyl bond and is almost planar, the dihedral angle between the pyridinium and the benzene rings being 2.80 (7)°. The dihedral angles between the benzene ring of the anion and the pyridinium and benzene rings of the cation are 80.88 (7) and 79.05 (7)°, respectively. In the crystal, the cations are stacked into columns along the a axis as a result of π–π interactions between the pyridinium and chlorobenzene rings with a Cg⋯Cg distance of 3.6976 (8) Å. The anions are linked into chains along the a axis by weak C—H⋯O interactions. These anion chains are linked to adjacent cations by additional weak C—H⋯O and C—H⋯Br interactions, forming a two-dimensional network parallel to the ab plane. There are also short O⋯Br [3.2567 (11) Å] and C⋯O [2.9917 (18) Å] contacts. The crystal structure is further stabilized by C—H⋯π interactions involving the aromatic ring of the anion. |
format | Text |
id | pubmed-2977483 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29774832010-12-30 2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate Chantrapromma, Suchada Chanawanno, Kullapa Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(13)ClN(+)·C(6)H(4)BrO(3)S(−), the cation exists in an E configuration with respect to the ethenyl bond and is almost planar, the dihedral angle between the pyridinium and the benzene rings being 2.80 (7)°. The dihedral angles between the benzene ring of the anion and the pyridinium and benzene rings of the cation are 80.88 (7) and 79.05 (7)°, respectively. In the crystal, the cations are stacked into columns along the a axis as a result of π–π interactions between the pyridinium and chlorobenzene rings with a Cg⋯Cg distance of 3.6976 (8) Å. The anions are linked into chains along the a axis by weak C—H⋯O interactions. These anion chains are linked to adjacent cations by additional weak C—H⋯O and C—H⋯Br interactions, forming a two-dimensional network parallel to the ab plane. There are also short O⋯Br [3.2567 (11) Å] and C⋯O [2.9917 (18) Å] contacts. The crystal structure is further stabilized by C—H⋯π interactions involving the aromatic ring of the anion. International Union of Crystallography 2009-07-18 /pmc/articles/PMC2977483/ /pubmed/21583577 http://dx.doi.org/10.1107/S1600536809026968 Text en © Chantrapromma 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 Chantrapromma, Suchada Chanawanno, Kullapa Fun, Hoong-Kun 2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate |
title | 2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate |
title_full | 2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate |
title_fullStr | 2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate |
title_full_unstemmed | 2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate |
title_short | 2-[(E)-2-(4-Chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate |
title_sort | 2-[(e)-2-(4-chlorophenyl)ethenyl]-1-methylpyridinium 4-bromobenzenesulfonate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977483/ https://www.ncbi.nlm.nih.gov/pubmed/21583577 http://dx.doi.org/10.1107/S1600536809026968 |
work_keys_str_mv | AT chantraprommasuchada 2e24chlorophenylethenyl1methylpyridinium4bromobenzenesulfonate AT chanawannokullapa 2e24chlorophenylethenyl1methylpyridinium4bromobenzenesulfonate AT funhoongkun 2e24chlorophenylethenyl1methylpyridinium4bromobenzenesulfonate |