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Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate

In the title mixed salt, 2C(16)H(15)N(2) (+)·C(6)H(4)ClO(3)S(−)·NO(3) (−), one of the cations shows whole mol­ecule disorder over two sets of sites in a 0.711 (7):0.289 (7) ratio. The 4-chorobenzenesulfon­ate anion is also disordered over two orientations in a 0.503 (6):0.497 (6) ratio. The cations...

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Autores principales: Fun, Hoong-Kun, Quah, Ching Kheng, Boonnak, Nawong, Chantrapromma, Suchada
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885032/
https://www.ncbi.nlm.nih.gov/pubmed/24454207
http://dx.doi.org/10.1107/S1600536813030080
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author Fun, Hoong-Kun
Quah, Ching Kheng
Boonnak, Nawong
Chantrapromma, Suchada
author_facet Fun, Hoong-Kun
Quah, Ching Kheng
Boonnak, Nawong
Chantrapromma, Suchada
author_sort Fun, Hoong-Kun
collection PubMed
description In the title mixed salt, 2C(16)H(15)N(2) (+)·C(6)H(4)ClO(3)S(−)·NO(3) (−), one of the cations shows whole mol­ecule disorder over two sets of sites in a 0.711 (7):0.289 (7) ratio. The 4-chorobenzenesulfon­ate anion is also disordered over two orientations in a 0.503 (6):0.497 (6) ratio. The cations are close to planar, the dihedral angles between the pyridinium and indole rings being 1.48 (3)° in the ordered cation, and 5.62 (3) and 2.45 (3)°, respectively, for the major and minor components of the disordered cation. In the crystal, the cations are stacked in an anti­parallel manner approximately along the a-axis direction and linked with the anions via N—H⋯O hydrogen bonds and C—H⋯O inter­actions, generating a three-dimensional network. Weak C—H⋯π and π–π inter­actions [with centroid–centroid distances of 3.561 (2)–3.969 (7) Å] are also observed.
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spelling pubmed-38850322014-01-17 Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate Fun, Hoong-Kun Quah, Ching Kheng Boonnak, Nawong Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mixed salt, 2C(16)H(15)N(2) (+)·C(6)H(4)ClO(3)S(−)·NO(3) (−), one of the cations shows whole mol­ecule disorder over two sets of sites in a 0.711 (7):0.289 (7) ratio. The 4-chorobenzenesulfon­ate anion is also disordered over two orientations in a 0.503 (6):0.497 (6) ratio. The cations are close to planar, the dihedral angles between the pyridinium and indole rings being 1.48 (3)° in the ordered cation, and 5.62 (3) and 2.45 (3)°, respectively, for the major and minor components of the disordered cation. In the crystal, the cations are stacked in an anti­parallel manner approximately along the a-axis direction and linked with the anions via N—H⋯O hydrogen bonds and C—H⋯O inter­actions, generating a three-dimensional network. Weak C—H⋯π and π–π inter­actions [with centroid–centroid distances of 3.561 (2)–3.969 (7) Å] are also observed. International Union of Crystallography 2013-11-09 /pmc/articles/PMC3885032/ /pubmed/24454207 http://dx.doi.org/10.1107/S1600536813030080 Text en © Fun et al. 2013 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
Quah, Ching Kheng
Boonnak, Nawong
Chantrapromma, Suchada
Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate
title Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate
title_full Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate
title_fullStr Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate
title_full_unstemmed Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate
title_short Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate
title_sort bis{4-[(e)-2-(1h-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-chloro­benzene­sulfonate nitrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885032/
https://www.ncbi.nlm.nih.gov/pubmed/24454207
http://dx.doi.org/10.1107/S1600536813030080
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