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1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione

The title compound, C(16)H(12)ClFN(2)O(4)S, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. The two mol­ecules are U-shaped with similar geometries and conformations. The mean planes through the benzene rings are inclined to one another by 6.07 (8)° in mol­ecule A and...

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Autores principales: Hussain, Abid, Hameed, Shahid, Stoeckli-Evans, Helen
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968985/
https://www.ncbi.nlm.nih.gov/pubmed/21582575
http://dx.doi.org/10.1107/S160053680901037X
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author Hussain, Abid
Hameed, Shahid
Stoeckli-Evans, Helen
author_facet Hussain, Abid
Hameed, Shahid
Stoeckli-Evans, Helen
author_sort Hussain, Abid
collection PubMed
description The title compound, C(16)H(12)ClFN(2)O(4)S, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. The two mol­ecules are U-shaped with similar geometries and conformations. The mean planes through the benzene rings are inclined to one another by 6.07 (8)° in mol­ecule A and 8.67 (8)° in mol­ecule B. They are separated with a centroid–centroid distance of 3.9096 (10) Å in mol­ecule A and 3.9118 (10) Å in mol­ecule B. Mol­ecules A and B lie adjacent to one another, with a centroid–centroid distance of 3.7592 (10) Å between the fluoro­phenyl ring of mol­ecule A and the chloro­phenyl­sulfonyl ring of mol­ecule B and with a dihedral angle of 5.75 (8)° between the ring planes. In the crystal structure, A and B mol­ecules are linked by N—H⋯O hydrogen bonds, forming centrosymmetric dimers. These dimers stack along the [110] direction and are linked by C—H⋯O and C—H⋯F inter­actions. There are also some short halide⋯halide contacts [Cl⋯F = 3.0499 (14) and 3.1224 (13) Å, and F⋯F = 3.0612 (17) Å].
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spelling pubmed-29689852010-12-30 1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione Hussain, Abid Hameed, Shahid Stoeckli-Evans, Helen Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(12)ClFN(2)O(4)S, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. The two mol­ecules are U-shaped with similar geometries and conformations. The mean planes through the benzene rings are inclined to one another by 6.07 (8)° in mol­ecule A and 8.67 (8)° in mol­ecule B. They are separated with a centroid–centroid distance of 3.9096 (10) Å in mol­ecule A and 3.9118 (10) Å in mol­ecule B. Mol­ecules A and B lie adjacent to one another, with a centroid–centroid distance of 3.7592 (10) Å between the fluoro­phenyl ring of mol­ecule A and the chloro­phenyl­sulfonyl ring of mol­ecule B and with a dihedral angle of 5.75 (8)° between the ring planes. In the crystal structure, A and B mol­ecules are linked by N—H⋯O hydrogen bonds, forming centrosymmetric dimers. These dimers stack along the [110] direction and are linked by C—H⋯O and C—H⋯F inter­actions. There are also some short halide⋯halide contacts [Cl⋯F = 3.0499 (14) and 3.1224 (13) Å, and F⋯F = 3.0612 (17) Å]. International Union of Crystallography 2009-03-25 /pmc/articles/PMC2968985/ /pubmed/21582575 http://dx.doi.org/10.1107/S160053680901037X Text en © Hussain et al. 2009 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
Hussain, Abid
Hameed, Shahid
Stoeckli-Evans, Helen
1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione
title 1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione
title_full 1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione
title_fullStr 1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione
title_full_unstemmed 1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione
title_short 1-(4-Chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione
title_sort 1-(4-chloro­phenyl­sulfon­yl)-5-(4-fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968985/
https://www.ncbi.nlm.nih.gov/pubmed/21582575
http://dx.doi.org/10.1107/S160053680901037X
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