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Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate

In the title compound, 2C(16)H(15)N(2) (+)·C(6)H(4)FO(3)S(−)·NO(3) (−)·0.25H(2)O, the two cations are nearly planar, with dihedral angles of 1.34 (14) and 4.6 (2)°, respectively, between the pyridinium and indole rings. The cations each adopt E configurations with respect to the C=C bonds and are in...

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Autores principales: 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/PMC2968363/
https://www.ncbi.nlm.nih.gov/pubmed/21581874
http://dx.doi.org/10.1107/S1600536809000026
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author Chantrapromma, Suchada
Fun, Hoong-Kun
author_facet Chantrapromma, Suchada
Fun, Hoong-Kun
author_sort Chantrapromma, Suchada
collection PubMed
description In the title compound, 2C(16)H(15)N(2) (+)·C(6)H(4)FO(3)S(−)·NO(3) (−)·0.25H(2)O, the two cations are nearly planar, with dihedral angles of 1.34 (14) and 4.6 (2)°, respectively, between the pyridinium and indole rings. The cations each adopt E configurations with respect to the C=C bonds and are inclined to each other with a dihedral angle of 77.66 (5)°. The ethenyl group of one cation is disordered over two sites with occupancies of 0.685 (12) and 0.315 (12), and the sulfonate group of the 4-fluoro­benzene­sulfonate anion is also disordered with occupancies of 0.535 (10) and 0.465 (10) for the two sets of O atoms. The anion is also inclined to the two cations, with dihedral angles between the mean planes of the benzene ring and the π-conjugated systems of the cations of 24.72 (11) and 79.83 (11)°. In the crystal structure, the cations are stacked in an anti­parallel fashion into columns approximately along the a axis and are further linked through the anions into a three-dimensional network via N—H⋯O and C—H⋯O inter­actions. The water mol­ecule forms O—H⋯O hydrogen bonds to the nitrate anion and C—H⋯π inter­actions are also observed.
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spelling pubmed-29683632010-12-30 Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate Chantrapromma, Suchada Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, 2C(16)H(15)N(2) (+)·C(6)H(4)FO(3)S(−)·NO(3) (−)·0.25H(2)O, the two cations are nearly planar, with dihedral angles of 1.34 (14) and 4.6 (2)°, respectively, between the pyridinium and indole rings. The cations each adopt E configurations with respect to the C=C bonds and are inclined to each other with a dihedral angle of 77.66 (5)°. The ethenyl group of one cation is disordered over two sites with occupancies of 0.685 (12) and 0.315 (12), and the sulfonate group of the 4-fluoro­benzene­sulfonate anion is also disordered with occupancies of 0.535 (10) and 0.465 (10) for the two sets of O atoms. The anion is also inclined to the two cations, with dihedral angles between the mean planes of the benzene ring and the π-conjugated systems of the cations of 24.72 (11) and 79.83 (11)°. In the crystal structure, the cations are stacked in an anti­parallel fashion into columns approximately along the a axis and are further linked through the anions into a three-dimensional network via N—H⋯O and C—H⋯O inter­actions. The water mol­ecule forms O—H⋯O hydrogen bonds to the nitrate anion and C—H⋯π inter­actions are also observed. International Union of Crystallography 2009-01-08 /pmc/articles/PMC2968363/ /pubmed/21581874 http://dx.doi.org/10.1107/S1600536809000026 Text en © Chantrapromma and Fun 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
Fun, Hoong-Kun
Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate
title Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate
title_full Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate
title_fullStr Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate
title_full_unstemmed Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate
title_short Bis{4-[(E)-2-(1H-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate
title_sort bis{4-[(e)-2-(1h-indol-3-yl)ethen­yl]-1-methyl­pyridinium} 4-fluoro­benzene­sulfonate nitrate 0.25-hydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968363/
https://www.ncbi.nlm.nih.gov/pubmed/21581874
http://dx.doi.org/10.1107/S1600536809000026
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