Cargando…

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

In the title compound, C(16)H(15)N(2) (+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the central C=C bond and is approximately planar, with a dihedral angle of 2.95 (5)° between the pyridinium and indole rings. The mean plane of the π-conjugated system of the cation...

Descripción completa

Detalles Bibliográficos
Autores principales: Kobkeatthawin, Thawanrat, Chantrapromma, Suchada, 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/PMC2977504/
https://www.ncbi.nlm.nih.gov/pubmed/21583709
http://dx.doi.org/10.1107/S1600536809029547
_version_ 1782191124320878592
author Kobkeatthawin, Thawanrat
Chantrapromma, Suchada
Fun, Hoong-Kun
author_facet Kobkeatthawin, Thawanrat
Chantrapromma, Suchada
Fun, Hoong-Kun
author_sort Kobkeatthawin, Thawanrat
collection PubMed
description In the title compound, C(16)H(15)N(2) (+)·C(6)H(4)ClO(3)S(−), the cation exists in an E configuration with respect to the central C=C bond and is approximately planar, with a dihedral angle of 2.95 (5)° between the pyridinium and indole rings. The mean plane of the π-conjugated system of the cation and the benzene ring of the anion are inclined to each other at a dihedral angle of 69.65 (4)°. In the crystal packing, the cations are stacked in an anti­parallel manner along the a axis, resulting in a π–π inter­action with a centroid–centroid distance of 3.5889 (7) Å. The anions are linked into a chain along the a axis by weak C—H⋯O inter­actions. The cations are linked with the anions into a three-dimensional network by N—H⋯O hydrogen bonds and weak C—H⋯O inter­actions. There are also short O⋯Cl [3.1272 (10) Å] and C⋯O [3.1432 (14)–3.3753 (14) Å] contacts. The crystal structure is further stabilized by C—H⋯π inter­actions.
format Text
id pubmed-2977504
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29775042010-12-30 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate Kobkeatthawin, Thawanrat Chantrapromma, Suchada 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)ClO(3)S(−), the cation exists in an E configuration with respect to the central C=C bond and is approximately planar, with a dihedral angle of 2.95 (5)° between the pyridinium and indole rings. The mean plane of the π-conjugated system of the cation and the benzene ring of the anion are inclined to each other at a dihedral angle of 69.65 (4)°. In the crystal packing, the cations are stacked in an anti­parallel manner along the a axis, resulting in a π–π inter­action with a centroid–centroid distance of 3.5889 (7) Å. The anions are linked into a chain along the a axis by weak C—H⋯O inter­actions. The cations are linked with the anions into a three-dimensional network by N—H⋯O hydrogen bonds and weak C—H⋯O inter­actions. There are also short O⋯Cl [3.1272 (10) Å] and C⋯O [3.1432 (14)–3.3753 (14) Å] contacts. The crystal structure is further stabilized by C—H⋯π inter­actions. International Union of Crystallography 2009-07-31 /pmc/articles/PMC2977504/ /pubmed/21583709 http://dx.doi.org/10.1107/S1600536809029547 Text en © Kobkeatthawin 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
Kobkeatthawin, Thawanrat
Chantrapromma, Suchada
Fun, Hoong-Kun
2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_full 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_fullStr 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_full_unstemmed 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_short 2-[(E)-2-(1H-Indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
title_sort 2-[(e)-2-(1h-indol-3-yl)ethen­yl]-1-methyl­pyridinium 4-chloro­benzene­sulfonate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977504/
https://www.ncbi.nlm.nih.gov/pubmed/21583709
http://dx.doi.org/10.1107/S1600536809029547
work_keys_str_mv AT kobkeatthawinthawanrat 2e21hindol3ylethenyl1methylpyridinium4chlorobenzenesulfonate
AT chantraprommasuchada 2e21hindol3ylethenyl1methylpyridinium4chlorobenzenesulfonate
AT funhoongkun 2e21hindol3ylethenyl1methylpyridinium4chlorobenzenesulfonate