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2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate

In the title compound, C(16)H(15)N(2) (+)·C(6)H(4)BrO(3)S(−), the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10 (5)° between the pyridinium ring and the indole ring system. The π-conjugated planes of the cation and the anion are inclined to each other a...

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Detalles Bibliográficos
Autores principales: Chantrapromma, Suchada, Kobkeatthawin, Thawanrat, 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/PMC2977651/
https://www.ncbi.nlm.nih.gov/pubmed/21583994
http://dx.doi.org/10.1107/S1600536809011386
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author Chantrapromma, Suchada
Kobkeatthawin, Thawanrat
Fun, Hoong-Kun
author_facet Chantrapromma, Suchada
Kobkeatthawin, Thawanrat
Fun, Hoong-Kun
author_sort Chantrapromma, Suchada
collection PubMed
description In the title compound, C(16)H(15)N(2) (+)·C(6)H(4)BrO(3)S(−), the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10 (5)° between the pyridinium ring and the indole ring system. The π-conjugated planes of the cation and the anion are inclined to each other at a dihedral angle of 64.32 (4)°. In the crystal structure, the cations are stacked in an anti­parallel manner along the a axis. The anions are linked into a chain along the a axis. The cations and the anions are linked into a three-dimensional network by N—H⋯O and weak C—H⋯O hydrogen bonds. The crystal structure is further stabilized by C—H⋯π inter­actions. A π–π inter­action between the five-membered heterocyclic ring of the indole system and the pyridinium ring is also observed with a centroid–centroid distance of 3.5855 (7) Å.
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spelling pubmed-29776512010-12-30 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate Chantrapromma, Suchada Kobkeatthawin, Thawanrat Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(15)N(2) (+)·C(6)H(4)BrO(3)S(−), the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10 (5)° between the pyridinium ring and the indole ring system. The π-conjugated planes of the cation and the anion are inclined to each other at a dihedral angle of 64.32 (4)°. In the crystal structure, the cations are stacked in an anti­parallel manner along the a axis. The anions are linked into a chain along the a axis. The cations and the anions are linked into a three-dimensional network by N—H⋯O and weak C—H⋯O hydrogen bonds. The crystal structure is further stabilized by C—H⋯π inter­actions. A π–π inter­action between the five-membered heterocyclic ring of the indole system and the pyridinium ring is also observed with a centroid–centroid distance of 3.5855 (7) Å. International Union of Crystallography 2009-04-02 /pmc/articles/PMC2977651/ /pubmed/21583994 http://dx.doi.org/10.1107/S1600536809011386 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
Kobkeatthawin, Thawanrat
Fun, Hoong-Kun
2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate
title 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate
title_full 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate
title_fullStr 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate
title_full_unstemmed 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate
title_short 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate
title_sort 2-[(e)-2-(1h-indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-bromo­benzene­sulfonate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977651/
https://www.ncbi.nlm.nih.gov/pubmed/21583994
http://dx.doi.org/10.1107/S1600536809011386
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AT funhoongkun 2e21hindol3ylethenyl1methylpyridinium4bromobenzenesulfonate