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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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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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]. |
format | Text |
id | pubmed-2968985 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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