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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...

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Autores principales: Venter, Gertruida J. S., Steyl, Gideon, Roodt, Andreas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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].
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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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