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3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea
In the title compound, C(32)H(30)N(4)O(2)S(2), the carbonyl and thiocarbonyl groups are found in a rare synclinal conformation, with an S—C⋯C—O pseudo-torsion angle of 62.6 (2)°. The molecule has C(i) = S (2) point-group symmetry with a crystallographic center of inversion located in the middle of...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295418/ https://www.ncbi.nlm.nih.gov/pubmed/22412529 http://dx.doi.org/10.1107/S1600536812002954 |
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author | Okuniewski, Andrzej Chojnacki, Jaroslaw Becker, Barbara |
author_facet | Okuniewski, Andrzej Chojnacki, Jaroslaw Becker, Barbara |
author_sort | Okuniewski, Andrzej |
collection | PubMed |
description | In the title compound, C(32)H(30)N(4)O(2)S(2), the carbonyl and thiocarbonyl groups are found in a rare synclinal conformation, with an S—C⋯C—O pseudo-torsion angle of 62.6 (2)°. The molecule has C(i) = S (2) point-group symmetry with a crystallographic center of inversion located in the middle of the ethylene bridge. One of the symmetry-independent phenyl rings is disordered over two orientations, with a site-occupation ratio of 70:30. The distances between the centroids of the nearest phenyl rings are equal to one of the lattice constants [a = 4.7767 (2) Å], so stacking interactions are extremely weak. Molecules are joined by bifurcated hydrogen bonds (N—H⋯O and N—H⋯S), forming a ladder-like arrangement along [100]. van der Waals forces combine these ladders into a three-dimensional structure. The dependency between the S⋯O distance and the improper S=C⋯C=O torsion angle based on 739 structures containing the CC(=O)NC(=S)N moiety is discussed. |
format | Online Article Text |
id | pubmed-3295418 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32954182012-03-12 3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea Okuniewski, Andrzej Chojnacki, Jaroslaw Becker, Barbara Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(32)H(30)N(4)O(2)S(2), the carbonyl and thiocarbonyl groups are found in a rare synclinal conformation, with an S—C⋯C—O pseudo-torsion angle of 62.6 (2)°. The molecule has C(i) = S (2) point-group symmetry with a crystallographic center of inversion located in the middle of the ethylene bridge. One of the symmetry-independent phenyl rings is disordered over two orientations, with a site-occupation ratio of 70:30. The distances between the centroids of the nearest phenyl rings are equal to one of the lattice constants [a = 4.7767 (2) Å], so stacking interactions are extremely weak. Molecules are joined by bifurcated hydrogen bonds (N—H⋯O and N—H⋯S), forming a ladder-like arrangement along [100]. van der Waals forces combine these ladders into a three-dimensional structure. The dependency between the S⋯O distance and the improper S=C⋯C=O torsion angle based on 739 structures containing the CC(=O)NC(=S)N moiety is discussed. International Union of Crystallography 2012-02-04 /pmc/articles/PMC3295418/ /pubmed/22412529 http://dx.doi.org/10.1107/S1600536812002954 Text en © Okuniewski et al. 2012 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 Okuniewski, Andrzej Chojnacki, Jaroslaw Becker, Barbara 3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea |
title | 3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea |
title_full | 3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea |
title_fullStr | 3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea |
title_full_unstemmed | 3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea |
title_short | 3,3′-Dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea |
title_sort | 3,3′-dibenzoyl-1,1′-dibenzyl-1,1′-(ethane-1,2-diyl)dithiourea |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295418/ https://www.ncbi.nlm.nih.gov/pubmed/22412529 http://dx.doi.org/10.1107/S1600536812002954 |
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