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(Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione

The title compound, C(16)H(8)Cl(4)O(2), crystallizes with two independent mol­ecules in the asymmetric unit. Both mol­ecules have a Z conformation around the central double bond and they show significantly different C—C—C—O torsion angles between the aromatic ring and the carbonyl group [30.1 (7) an...

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Detalles Bibliográficos
Autores principales: Tittal, Ram K., Kumar, Satish, Ram, R. N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158494/
https://www.ncbi.nlm.nih.gov/pubmed/25249911
http://dx.doi.org/10.1107/S1600536814015463
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author Tittal, Ram K.
Kumar, Satish
Ram, R. N.
author_facet Tittal, Ram K.
Kumar, Satish
Ram, R. N.
author_sort Tittal, Ram K.
collection PubMed
description The title compound, C(16)H(8)Cl(4)O(2), crystallizes with two independent mol­ecules in the asymmetric unit. Both mol­ecules have a Z conformation around the central double bond and they show significantly different C—C—C—O torsion angles between the aromatic ring and the carbonyl group [30.1 (7) and 3.9 (7)° in one molecule and 23.5 (7) and 9.3 (8)° in the other]. The crystal packing shows short halogen Cl⋯O [3.003 (5) and 3.246 (4) Å] and Cl⋯Cl [3.452 (2) Å] contacts and aromatic C—H⋯Cl and C—H⋯O inter­actions link the molecules, resulting in chains propogating along [100]. The crystal structure also features π–π stacking inter­actions between aromatic units of the two independent mol­ecules, with a centroid–centroid distance of 3.9264 (6) Å.
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spelling pubmed-41584942014-09-23 (Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione Tittal, Ram K. Kumar, Satish Ram, R. N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(8)Cl(4)O(2), crystallizes with two independent mol­ecules in the asymmetric unit. Both mol­ecules have a Z conformation around the central double bond and they show significantly different C—C—C—O torsion angles between the aromatic ring and the carbonyl group [30.1 (7) and 3.9 (7)° in one molecule and 23.5 (7) and 9.3 (8)° in the other]. The crystal packing shows short halogen Cl⋯O [3.003 (5) and 3.246 (4) Å] and Cl⋯Cl [3.452 (2) Å] contacts and aromatic C—H⋯Cl and C—H⋯O inter­actions link the molecules, resulting in chains propogating along [100]. The crystal structure also features π–π stacking inter­actions between aromatic units of the two independent mol­ecules, with a centroid–centroid distance of 3.9264 (6) Å. International Union of Crystallography 2014-07-11 /pmc/articles/PMC4158494/ /pubmed/25249911 http://dx.doi.org/10.1107/S1600536814015463 Text en © Tittal et al. 2014 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
Tittal, Ram K.
Kumar, Satish
Ram, R. N.
(Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione
title (Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione
title_full (Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione
title_fullStr (Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione
title_full_unstemmed (Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione
title_short (Z)-2,3-Di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione
title_sort (z)-2,3-di­chloro-1,4-bis­(4-chloro­phen­yl)but-2-ene-1,4-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158494/
https://www.ncbi.nlm.nih.gov/pubmed/25249911
http://dx.doi.org/10.1107/S1600536814015463
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