Cargando…

Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position

The title compounds 2-tri­chloro­methyl-3-phenyl-1,3-thia­zolidin-4-one (C(10)H(8)Cl(3)NOS), 1 and 3-(4-chloro­phen­yl)-2-tri­chloro­methyl-1,3-thia­zolidin-4-one (C(10)H(7)Cl(4)NOS) 2, are structurally related with one atom substitution difference in the para position of the benzene ring. In both s...

Descripción completa

Detalles Bibliográficos
Autores principales: Nuriye, Ahmed, Yennawar, Hemant, Cannon, Kevin, Tierney, John
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6176436/
https://www.ncbi.nlm.nih.gov/pubmed/30319812
http://dx.doi.org/10.1107/S2056989018013257
_version_ 1783361701929811968
author Nuriye, Ahmed
Yennawar, Hemant
Cannon, Kevin
Tierney, John
author_facet Nuriye, Ahmed
Yennawar, Hemant
Cannon, Kevin
Tierney, John
author_sort Nuriye, Ahmed
collection PubMed
description The title compounds 2-tri­chloro­methyl-3-phenyl-1,3-thia­zolidin-4-one (C(10)H(8)Cl(3)NOS), 1 and 3-(4-chloro­phen­yl)-2-tri­chloro­methyl-1,3-thia­zolidin-4-one (C(10)H(7)Cl(4)NOS) 2, are structurally related with one atom substitution difference in the para position of the benzene ring. In both structures, the thia­zolidinone ring adopts an envelope conformation with the S atom as the flap. The dihedral angles between the rings [48.72 (11) in 1 and 48.42 (9)° in 2] are very similar and the mol­ecules are almost superimposable. In both crystal structures, C—H⋯O ‘head-to-tail’ inter­actions between the chiral carbon atoms and the thia­zolidinone oxygen atoms result in infinite monochiral chains along the direction of the shortest unit-cell parameter, namely a in 1 and b in 2. C—H⋯π inter­actions between the thia­zolidinone carbon atom at the 4-position and the phenyl ring of the neighboring enanti­omer also help to stabilize the packing in each case, although the crystals are not isostructural.
format Online
Article
Text
id pubmed-6176436
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-61764362018-10-12 Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position Nuriye, Ahmed Yennawar, Hemant Cannon, Kevin Tierney, John Acta Crystallogr E Crystallogr Commun Research Communications The title compounds 2-tri­chloro­methyl-3-phenyl-1,3-thia­zolidin-4-one (C(10)H(8)Cl(3)NOS), 1 and 3-(4-chloro­phen­yl)-2-tri­chloro­methyl-1,3-thia­zolidin-4-one (C(10)H(7)Cl(4)NOS) 2, are structurally related with one atom substitution difference in the para position of the benzene ring. In both structures, the thia­zolidinone ring adopts an envelope conformation with the S atom as the flap. The dihedral angles between the rings [48.72 (11) in 1 and 48.42 (9)° in 2] are very similar and the mol­ecules are almost superimposable. In both crystal structures, C—H⋯O ‘head-to-tail’ inter­actions between the chiral carbon atoms and the thia­zolidinone oxygen atoms result in infinite monochiral chains along the direction of the shortest unit-cell parameter, namely a in 1 and b in 2. C—H⋯π inter­actions between the thia­zolidinone carbon atom at the 4-position and the phenyl ring of the neighboring enanti­omer also help to stabilize the packing in each case, although the crystals are not isostructural. International Union of Crystallography 2018-09-28 /pmc/articles/PMC6176436/ /pubmed/30319812 http://dx.doi.org/10.1107/S2056989018013257 Text en © Nuriye et al. 2018 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
Nuriye, Ahmed
Yennawar, Hemant
Cannon, Kevin
Tierney, John
Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position
title Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position
title_full Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position
title_fullStr Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position
title_full_unstemmed Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position
title_short Crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position
title_sort crystal structures of two thia­zolidinone derivatives bearing a tri­chloro­methyl substituent at the 2-position
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6176436/
https://www.ncbi.nlm.nih.gov/pubmed/30319812
http://dx.doi.org/10.1107/S2056989018013257
work_keys_str_mv AT nuriyeahmed crystalstructuresoftwothiazolidinonederivativesbearingatrichloromethylsubstituentatthe2position
AT yennawarhemant crystalstructuresoftwothiazolidinonederivativesbearingatrichloromethylsubstituentatthe2position
AT cannonkevin crystalstructuresoftwothiazolidinonederivativesbearingatrichloromethylsubstituentatthe2position
AT tierneyjohn crystalstructuresoftwothiazolidinonederivativesbearingatrichloromethylsubstituentatthe2position