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(E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide

In the title compound, C(18)H(16)N(+)·I(−), the cation is disordered over two orientations related by a 180° rotation about its long axis with occupancies of 0.554 (7) and 0.446 (7). Both disorder components exist in an E configuration. The dihedral angle between the pyridinium ring and the naphthal...

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Detalles Bibliográficos
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/PMC2969718/
https://www.ncbi.nlm.nih.gov/pubmed/21583250
http://dx.doi.org/10.1107/S1600536809019114
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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 compound, C(18)H(16)N(+)·I(−), the cation is disordered over two orientations related by a 180° rotation about its long axis with occupancies of 0.554 (7) and 0.446 (7). Both disorder components exist in an E configuration. The dihedral angle between the pyridinium ring and the naphthalene ring system is 4.7 (6)° in the major disorder component and 1.6 (8)° in the minor component. In the crystal structure, centrosymmetrically related cations are stacked along the a axis, with significant π–π inter­actions between the pyridinium ring and the naphthalene ring system [centroid-centroid distance = 3.442 (9) Å]. The iodide ions are located between adjacent columns of cations. The cations are linked to the iodide ions by C—H⋯I inter­actions. Weak C—H⋯π inter­actions involving the methyl group are also observed.
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spelling pubmed-29697182010-12-30 (E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide Fun, Hoong-Kun Chanawanno, Kullapa Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(16)N(+)·I(−), the cation is disordered over two orientations related by a 180° rotation about its long axis with occupancies of 0.554 (7) and 0.446 (7). Both disorder components exist in an E configuration. The dihedral angle between the pyridinium ring and the naphthalene ring system is 4.7 (6)° in the major disorder component and 1.6 (8)° in the minor component. In the crystal structure, centrosymmetrically related cations are stacked along the a axis, with significant π–π inter­actions between the pyridinium ring and the naphthalene ring system [centroid-centroid distance = 3.442 (9) Å]. The iodide ions are located between adjacent columns of cations. The cations are linked to the iodide ions by C—H⋯I inter­actions. Weak C—H⋯π inter­actions involving the methyl group are also observed. International Union of Crystallography 2009-05-29 /pmc/articles/PMC2969718/ /pubmed/21583250 http://dx.doi.org/10.1107/S1600536809019114 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
(E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide
title (E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide
title_full (E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide
title_fullStr (E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide
title_full_unstemmed (E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide
title_short (E)-1-Methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide
title_sort (e)-1-methyl-4-[2-(2-naphth­yl)vin­yl]pyridinium iodide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969718/
https://www.ncbi.nlm.nih.gov/pubmed/21583250
http://dx.doi.org/10.1107/S1600536809019114
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