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2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2)
The asymmetric unit of the title compound, C(6)H(5)Cl(2)N·2C(11)H(11)Cl(2)NO, is composed of one molecule of an enamino–ketone [i.e. –(2,6-dichlorophenylamino)pent-3-en-2-one] and half a molecule of 2,6-dichloroaniline, the whole molecule of the latter component being generated by twofold rot...
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/PMC3588339/ https://www.ncbi.nlm.nih.gov/pubmed/23476422 http://dx.doi.org/10.1107/S1600536812049227 |
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author | Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas |
author_facet | Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas |
author_sort | Venter, Gertruida J. S. |
collection | PubMed |
description | The asymmetric unit of the title compound, C(6)H(5)Cl(2)N·2C(11)H(11)Cl(2)NO, is composed of one molecule of an enamino–ketone [i.e. –(2,6-dichlorophenylamino)pent-3-en-2-one] and half a molecule of 2,6-dichloroaniline, the whole molecule of the latter component being generated by twofold rotational symmetry. In this latter molecule, there are two intramolecular N—H⋯Cl contacts. In the enamino–ketone molecule, there is an N—H⋯O hydrogen bond of moderate strength, and the dihedral angle between the benzene ring and pentanone fragment [C—C(—N)=C—C(=O)—C; planar within 0.005 (1) Å] is 81.85 (7)°. In the crystal, two molecules of the enamino–ketone are bridged by a molecule of 2,6-dichloroaniline via N—H⋯O hydrogen bonds of moderate strength. There are also π–π interactions present, involving the benzene rings of inversion-related enamino–ketone molecules [centroid–centroid distance = 3.724 (4) Å]. |
format | Online Article Text |
id | pubmed-3588339 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35883392013-03-08 2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(6)H(5)Cl(2)N·2C(11)H(11)Cl(2)NO, is composed of one molecule of an enamino–ketone [i.e. –(2,6-dichlorophenylamino)pent-3-en-2-one] and half a molecule of 2,6-dichloroaniline, the whole molecule of the latter component being generated by twofold rotational symmetry. In this latter molecule, there are two intramolecular N—H⋯Cl contacts. In the enamino–ketone molecule, there is an N—H⋯O hydrogen bond of moderate strength, and the dihedral angle between the benzene ring and pentanone fragment [C—C(—N)=C—C(=O)—C; planar within 0.005 (1) Å] is 81.85 (7)°. In the crystal, two molecules of the enamino–ketone are bridged by a molecule of 2,6-dichloroaniline via N—H⋯O hydrogen bonds of moderate strength. There are also π–π interactions present, involving the benzene rings of inversion-related enamino–ketone molecules [centroid–centroid distance = 3.724 (4) Å]. International Union of Crystallography 2012-12-08 /pmc/articles/PMC3588339/ /pubmed/23476422 http://dx.doi.org/10.1107/S1600536812049227 Text en © Venter et al. 2013 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 Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas 2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) |
title | 2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) |
title_full | 2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) |
title_fullStr | 2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) |
title_full_unstemmed | 2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) |
title_short | 2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) |
title_sort | 2,6-dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588339/ https://www.ncbi.nlm.nih.gov/pubmed/23476422 http://dx.doi.org/10.1107/S1600536812049227 |
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