Cargando…

Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate

The title compounds, C(17)H(13)NO(2)S, (I), C(17)H(13)NO(3)S, (II), and C(24)H(17)ClN(2)O(5)S·CHCl(3), (III), are indole derivatives. Compounds (I) and (II) crystalize with two independent mol­ecules in the asymmetric unit. The indole ring systems in all three structures deviate only slightly from p...

Descripción completa

Detalles Bibliográficos
Autores principales: Gopinath, S., Sethusankar, K., Ramalingam, Bose Muthu, Mohanakrishnan, Arasambattu K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555396/
https://www.ncbi.nlm.nih.gov/pubmed/26396842
http://dx.doi.org/10.1107/S2056989015014917
_version_ 1782388194717728768
author Gopinath, S.
Sethusankar, K.
Ramalingam, Bose Muthu
Mohanakrishnan, Arasambattu K.
author_facet Gopinath, S.
Sethusankar, K.
Ramalingam, Bose Muthu
Mohanakrishnan, Arasambattu K.
author_sort Gopinath, S.
collection PubMed
description The title compounds, C(17)H(13)NO(2)S, (I), C(17)H(13)NO(3)S, (II), and C(24)H(17)ClN(2)O(5)S·CHCl(3), (III), are indole derivatives. Compounds (I) and (II) crystalize with two independent mol­ecules in the asymmetric unit. The indole ring systems in all three structures deviate only slightly from planarity, with dihedral angles between the planes of the pyrrole and benzene rings spanning the tight range 0.20 (9)–1.65 (9)°. These indole ring systems, in turn, are almost orthogonal to the phenyl­sulfonyl rings [range of dihedral angles between mean planes = 77.21 (8)–89.26 (8)°]. In the three compounds, the mol­ecular structure is stabilized by intra­molecular C—H⋯O hydrogen bonds, generating S(6) ring motifs with the sulfone O atom. In compounds (I) and (II), the two independent mol­ecules are linked by C—H⋯O hydrogen bonds and C—H⋯π inter­actions, while in compound (III), the mol­ecules are linked by C—H⋯O hydrogen bonds, generating R (2) (2)(22) inversion dimers.
format Online
Article
Text
id pubmed-4555396
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-45553962015-09-22 Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate Gopinath, S. Sethusankar, K. Ramalingam, Bose Muthu Mohanakrishnan, Arasambattu K. Acta Crystallogr E Crystallogr Commun Research Communications The title compounds, C(17)H(13)NO(2)S, (I), C(17)H(13)NO(3)S, (II), and C(24)H(17)ClN(2)O(5)S·CHCl(3), (III), are indole derivatives. Compounds (I) and (II) crystalize with two independent mol­ecules in the asymmetric unit. The indole ring systems in all three structures deviate only slightly from planarity, with dihedral angles between the planes of the pyrrole and benzene rings spanning the tight range 0.20 (9)–1.65 (9)°. These indole ring systems, in turn, are almost orthogonal to the phenyl­sulfonyl rings [range of dihedral angles between mean planes = 77.21 (8)–89.26 (8)°]. In the three compounds, the mol­ecular structure is stabilized by intra­molecular C—H⋯O hydrogen bonds, generating S(6) ring motifs with the sulfone O atom. In compounds (I) and (II), the two independent mol­ecules are linked by C—H⋯O hydrogen bonds and C—H⋯π inter­actions, while in compound (III), the mol­ecules are linked by C—H⋯O hydrogen bonds, generating R (2) (2)(22) inversion dimers. International Union of Crystallography 2015-08-15 /pmc/articles/PMC4555396/ /pubmed/26396842 http://dx.doi.org/10.1107/S2056989015014917 Text en © Gopinath et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Gopinath, S.
Sethusankar, K.
Ramalingam, Bose Muthu
Mohanakrishnan, Arasambattu K.
Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate
title Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate
title_full Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate
title_fullStr Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate
title_full_unstemmed Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate
title_short Crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1H-indole, 4-phenyl­sulfonyl-3H,4H-cyclo­penta­[b]indol-1(2H)-one and 1-{2-[(E)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1H-indol-3-yl}ethan-1-one chloro­form monosolvate
title_sort crystal structures of three indole derivatives: 3-ethnyl-2-methyl-1-phenyl­sulfonyl-1h-indole, 4-phenyl­sulfonyl-3h,4h-cyclo­penta­[b]indol-1(2h)-one and 1-{2-[(e)-2-(5-chloro-2-nitro­phen­yl)ethen­yl]-1-phenyl­sulfonyl-1h-indol-3-yl}ethan-1-one chloro­form monosolvate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555396/
https://www.ncbi.nlm.nih.gov/pubmed/26396842
http://dx.doi.org/10.1107/S2056989015014917
work_keys_str_mv AT gopinaths crystalstructuresofthreeindolederivatives3ethnyl2methyl1phenylsulfonyl1hindole4phenylsulfonyl3h4hcyclopentabindol12honeand12e25chloro2nitrophenylethenyl1phenylsulfonyl1hindol3ylethan1onechloroformmonosolvate
AT sethusankark crystalstructuresofthreeindolederivatives3ethnyl2methyl1phenylsulfonyl1hindole4phenylsulfonyl3h4hcyclopentabindol12honeand12e25chloro2nitrophenylethenyl1phenylsulfonyl1hindol3ylethan1onechloroformmonosolvate
AT ramalingambosemuthu crystalstructuresofthreeindolederivatives3ethnyl2methyl1phenylsulfonyl1hindole4phenylsulfonyl3h4hcyclopentabindol12honeand12e25chloro2nitrophenylethenyl1phenylsulfonyl1hindol3ylethan1onechloroformmonosolvate
AT mohanakrishnanarasambattuk crystalstructuresofthreeindolederivatives3ethnyl2methyl1phenylsulfonyl1hindole4phenylsulfonyl3h4hcyclopentabindol12honeand12e25chloro2nitrophenylethenyl1phenylsulfonyl1hindol3ylethan1onechloroformmonosolvate