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1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone

In the title compound, C(24)H(18)N(2)O(5)S, the S atom has a distorted tetra­hedral configuration, with bond angles varying from 105.11 (7) to 119.98 (8)°. As a result of the electron-withdrawing character of the phenyl­sulfonyl group, the N—Csp (2) bond lengths [1.414 (2) and 1.413 (2) Å] are sligh...

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Autores principales: Karthikeyan, S., Sethusankar, K., Saravanan, Velu, Mohanakrishnan, Arasambattu K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884461/
https://www.ncbi.nlm.nih.gov/pubmed/24427056
http://dx.doi.org/10.1107/S1600536813022241
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author Karthikeyan, S.
Sethusankar, K.
Saravanan, Velu
Mohanakrishnan, Arasambattu K.
author_facet Karthikeyan, S.
Sethusankar, K.
Saravanan, Velu
Mohanakrishnan, Arasambattu K.
author_sort Karthikeyan, S.
collection PubMed
description In the title compound, C(24)H(18)N(2)O(5)S, the S atom has a distorted tetra­hedral configuration, with bond angles varying from 105.11 (7) to 119.98 (8)°. As a result of the electron-withdrawing character of the phenyl­sulfonyl group, the N—Csp (2) bond lengths [1.414 (2) and 1.413 (2) Å] are slightly longer than the reported value of 1.355 (14) Å for N atoms with a planar configuration. The indole moiety is essentially planar, with a maximum deviation of 0.0177 (14) Å for the N atom. The phenyl ring of the sulfonyl substituent makes a dihedral angle of 85.70 (7)° with the mean plane of the indole moiety. The mol­ecular structure features intra­molecular C—H⋯O hydrogen bonds, which generate S(6) and S(12) ring motifs. In the crystal, adjacent mol­ecules are linked via C—H⋯O hydrogen bonds, forming infinite C(7) chains running along the a-axis direction. The crystal packing also features C—H⋯π inter­actions, which form a three-dimensional structure.
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spelling pubmed-38844612014-01-14 1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone Karthikeyan, S. Sethusankar, K. Saravanan, Velu Mohanakrishnan, Arasambattu K. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(24)H(18)N(2)O(5)S, the S atom has a distorted tetra­hedral configuration, with bond angles varying from 105.11 (7) to 119.98 (8)°. As a result of the electron-withdrawing character of the phenyl­sulfonyl group, the N—Csp (2) bond lengths [1.414 (2) and 1.413 (2) Å] are slightly longer than the reported value of 1.355 (14) Å for N atoms with a planar configuration. The indole moiety is essentially planar, with a maximum deviation of 0.0177 (14) Å for the N atom. The phenyl ring of the sulfonyl substituent makes a dihedral angle of 85.70 (7)° with the mean plane of the indole moiety. The mol­ecular structure features intra­molecular C—H⋯O hydrogen bonds, which generate S(6) and S(12) ring motifs. In the crystal, adjacent mol­ecules are linked via C—H⋯O hydrogen bonds, forming infinite C(7) chains running along the a-axis direction. The crystal packing also features C—H⋯π inter­actions, which form a three-dimensional structure. International Union of Crystallography 2013-08-14 /pmc/articles/PMC3884461/ /pubmed/24427056 http://dx.doi.org/10.1107/S1600536813022241 Text en © Karthikeyan 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
Karthikeyan, S.
Sethusankar, K.
Saravanan, Velu
Mohanakrishnan, Arasambattu K.
1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone
title 1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone
title_full 1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone
title_fullStr 1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone
title_full_unstemmed 1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone
title_short 1-{2-[(E)-2-(2-Nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethanone
title_sort 1-{2-[(e)-2-(2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1h-indol-3-yl}ethanone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884461/
https://www.ncbi.nlm.nih.gov/pubmed/24427056
http://dx.doi.org/10.1107/S1600536813022241
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