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(E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate
In the title compound, C(18)H(16)N(+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the central C=C bond. The naphthalene ring system is slightly bent, the dihedral angle between the two aromatic rings being 3.71 (14)°. The whole cation is twisted, the dihedral angles b...
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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/PMC2971983/ https://www.ncbi.nlm.nih.gov/pubmed/21578841 http://dx.doi.org/10.1107/S1600536809047734 |
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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(18)H(16)N(+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the central C=C bond. The naphthalene ring system is slightly bent, the dihedral angle between the two aromatic rings being 3.71 (14)°. The whole cation is twisted, the dihedral angles between the pyridinium and the two aromatic rings of the naphthalene ring system being 47.44 (14) and 50.81 (14)°. The pyridinium ring and the benzene ring of the anion are inclined to each other at a dihedral angle of 68.21 (13)°. In the crystal structure, the cations and anions are arranged alternately with the cations stacked in an anti-parallel manner along the c axis and the anions linked into chains along the same direction. The cations are linked to the anions by weak C—H⋯O interactions, forming a three-dimensional network. The crystal structure is further stabilized by C—H⋯π interactions and π–π contacts with centroid–centroid distances of 3.6374 (16) and 3.6733 (17) Å. A short Cl⋯O contact [3.108 (2) Å] is also present. |
format | Text |
id | pubmed-2971983 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29719832010-12-30 (E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate Chantrapromma, Suchada Chanawanno, Kullapa Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(16)N(+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the central C=C bond. The naphthalene ring system is slightly bent, the dihedral angle between the two aromatic rings being 3.71 (14)°. The whole cation is twisted, the dihedral angles between the pyridinium and the two aromatic rings of the naphthalene ring system being 47.44 (14) and 50.81 (14)°. The pyridinium ring and the benzene ring of the anion are inclined to each other at a dihedral angle of 68.21 (13)°. In the crystal structure, the cations and anions are arranged alternately with the cations stacked in an anti-parallel manner along the c axis and the anions linked into chains along the same direction. The cations are linked to the anions by weak C—H⋯O interactions, forming a three-dimensional network. The crystal structure is further stabilized by C—H⋯π interactions and π–π contacts with centroid–centroid distances of 3.6374 (16) and 3.6733 (17) Å. A short Cl⋯O contact [3.108 (2) Å] is also present. International Union of Crystallography 2009-11-18 /pmc/articles/PMC2971983/ /pubmed/21578841 http://dx.doi.org/10.1107/S1600536809047734 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 (E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate |
title | (E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate
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title_full | (E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate
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title_fullStr | (E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate
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title_full_unstemmed | (E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate
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title_short | (E)-1-Methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate
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title_sort | (e)-1-methyl-4-[2-(1-naphthyl)vinyl]pyridinium 4-chlorobenzenesulfonate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971983/ https://www.ncbi.nlm.nih.gov/pubmed/21578841 http://dx.doi.org/10.1107/S1600536809047734 |
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