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Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide

In the title compounds, C(22)H(16)FNO(2)S(2) (I) and C(26)H(20)FNO(2)S(2) (II), the benzo­thio­phene rings are essentially planar with maximum deviations of 0.009 (1) and 0.001 (1) Å for the carbon and sulfur atom in compounds I and II, respectively. In I, the thio­phene ring system is almost orthog...

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Autores principales: Madhan, S., NizamMohideen, M., Pavunkumar, Vinayagam, MohanaKrishnan, Arasambattu K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10439409/
https://www.ncbi.nlm.nih.gov/pubmed/37601405
http://dx.doi.org/10.1107/S2056989023006096
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author Madhan, S.
NizamMohideen, M.
Pavunkumar, Vinayagam
MohanaKrishnan, Arasambattu K.
author_facet Madhan, S.
NizamMohideen, M.
Pavunkumar, Vinayagam
MohanaKrishnan, Arasambattu K.
author_sort Madhan, S.
collection PubMed
description In the title compounds, C(22)H(16)FNO(2)S(2) (I) and C(26)H(20)FNO(2)S(2) (II), the benzo­thio­phene rings are essentially planar with maximum deviations of 0.009 (1) and 0.001 (1) Å for the carbon and sulfur atom in compounds I and II, respectively. In I, the thio­phene ring system is almost orthogonal to the phenyl ring attached to the sulfonyl group, with a dihedral angle of 77.7 (1)°. In compound I, the mol­ecular structure is stabilized by weak C—H⋯O intra­molecular inter­actions formed by the sulfone oxygen atoms, which generate two S(5) ring motifs. In the crystal of I, N—H⋯O hydrogen bonds link the mol­ecules into R (2) (2)(8) rings, which are connected into a C(10) chain via C—H⋯F hydrogen bonds. Inter­molecular C—H⋯π inter­actions are also observed. In compound II, the mol­ecules are linked via C—H⋯O and C—H⋯F hydrogen bonding, generating infinite C(11) and C(13) chains running parallel to [010].
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spelling pubmed-104394092023-08-20 Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide Madhan, S. NizamMohideen, M. Pavunkumar, Vinayagam MohanaKrishnan, Arasambattu K. Acta Crystallogr E Crystallogr Commun Research Communications In the title compounds, C(22)H(16)FNO(2)S(2) (I) and C(26)H(20)FNO(2)S(2) (II), the benzo­thio­phene rings are essentially planar with maximum deviations of 0.009 (1) and 0.001 (1) Å for the carbon and sulfur atom in compounds I and II, respectively. In I, the thio­phene ring system is almost orthogonal to the phenyl ring attached to the sulfonyl group, with a dihedral angle of 77.7 (1)°. In compound I, the mol­ecular structure is stabilized by weak C—H⋯O intra­molecular inter­actions formed by the sulfone oxygen atoms, which generate two S(5) ring motifs. In the crystal of I, N—H⋯O hydrogen bonds link the mol­ecules into R (2) (2)(8) rings, which are connected into a C(10) chain via C—H⋯F hydrogen bonds. Inter­molecular C—H⋯π inter­actions are also observed. In compound II, the mol­ecules are linked via C—H⋯O and C—H⋯F hydrogen bonding, generating infinite C(11) and C(13) chains running parallel to [010]. International Union of Crystallography 2023-07-21 /pmc/articles/PMC10439409/ /pubmed/37601405 http://dx.doi.org/10.1107/S2056989023006096 Text en © Madhan et al. 2023 https://creativecommons.org/licenses/by/4.0/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.
spellingShingle Research Communications
Madhan, S.
NizamMohideen, M.
Pavunkumar, Vinayagam
MohanaKrishnan, Arasambattu K.
Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide
title Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide
title_full Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide
title_fullStr Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide
title_full_unstemmed Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide
title_short Crystal-structure determination and Hirshfeld surface analysis of two new thio­phene derivatives: (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (E)-N-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-N-(but-2-yn-1-yl)benzene­sulfonamide
title_sort crystal-structure determination and hirshfeld surface analysis of two new thio­phene derivatives: (e)-n-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}benzene­sulfonamide and (e)-n-{2-[2-(benzo[b]thio­phen-2-yl)ethen­yl]-5-fluoro­phen­yl}-n-(but-2-yn-1-yl)benzene­sulfonamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10439409/
https://www.ncbi.nlm.nih.gov/pubmed/37601405
http://dx.doi.org/10.1107/S2056989023006096
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