Cargando…
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...
Autores principales: | , , , |
---|---|
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 |
_version_ | 1782298596156112896 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3884461 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT karthikeyans 12e22nitrophenylethenyl1phenylsulfonyl1hindol3ylethanone AT sethusankark 12e22nitrophenylethenyl1phenylsulfonyl1hindol3ylethanone AT saravananvelu 12e22nitrophenylethenyl1phenylsulfonyl1hindol3ylethanone AT mohanakrishnanarasambattuk 12e22nitrophenylethenyl1phenylsulfonyl1hindol3ylethanone |