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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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Autores principales: Chantrapromma, Suchada, Chanawanno, Kullapa, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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
title_full (E)-1-Methyl-4-[2-(1-naphth­yl)vin­yl]pyridinium 4-chloro­benzene­sulfonate
title_fullStr (E)-1-Methyl-4-[2-(1-naphth­yl)vin­yl]pyridinium 4-chloro­benzene­sulfonate
title_full_unstemmed (E)-1-Methyl-4-[2-(1-naphth­yl)vin­yl]pyridinium 4-chloro­benzene­sulfonate
title_short (E)-1-Methyl-4-[2-(1-naphth­yl)vin­yl]pyridinium 4-chloro­benzene­sulfonate
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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