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Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one

In the title bis­chalcone, C(17)H(12)Br(2)O, the olefinic double bonds are almost coplanar with their attached 4-bromo­phenyl rings [torsion angles = −10.2 (4) and −6.2 (4)°], while the carbonyl double bond is in an s-trans conformation with with respect to one of the C=C bonds and an s-cis conforma...

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Autores principales: Arif Tawfeeq, Nabeel, Kwong, Huey Chong, Mohamed Tahir, Mohamed Ibrahim, Ravoof, Thahira B. S. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658942/
https://www.ncbi.nlm.nih.gov/pubmed/31391964
http://dx.doi.org/10.1107/S2056989019006480
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author Arif Tawfeeq, Nabeel
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Ravoof, Thahira B. S. A.
author_facet Arif Tawfeeq, Nabeel
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Ravoof, Thahira B. S. A.
author_sort Arif Tawfeeq, Nabeel
collection PubMed
description In the title bis­chalcone, C(17)H(12)Br(2)O, the olefinic double bonds are almost coplanar with their attached 4-bromo­phenyl rings [torsion angles = −10.2 (4) and −6.2 (4)°], while the carbonyl double bond is in an s-trans conformation with with respect to one of the C=C bonds and an s-cis conformation with respect to the other [C=C—C=O = 160.7 (3) and −15.2 (4)°, respectively]. The dihedral angle between the 4-bromo­phenyl rings is 51.56 (2)°. In the crystal, mol­ecules are linked into a zigzag chain propagating along [001] by weak C—H⋯π inter­actions. The conformations of related bis­chalcones are surveyed and a Hirshfeld surface analysis is used to investigate and qu­antify the inter­molecular contacts.
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spelling pubmed-66589422019-08-07 Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one Arif Tawfeeq, Nabeel Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Ravoof, Thahira B. S. A. Acta Crystallogr E Crystallogr Commun Research Communications In the title bis­chalcone, C(17)H(12)Br(2)O, the olefinic double bonds are almost coplanar with their attached 4-bromo­phenyl rings [torsion angles = −10.2 (4) and −6.2 (4)°], while the carbonyl double bond is in an s-trans conformation with with respect to one of the C=C bonds and an s-cis conformation with respect to the other [C=C—C=O = 160.7 (3) and −15.2 (4)°, respectively]. The dihedral angle between the 4-bromo­phenyl rings is 51.56 (2)°. In the crystal, mol­ecules are linked into a zigzag chain propagating along [001] by weak C—H⋯π inter­actions. The conformations of related bis­chalcones are surveyed and a Hirshfeld surface analysis is used to investigate and qu­antify the inter­molecular contacts. International Union of Crystallography 2019-05-10 /pmc/articles/PMC6658942/ /pubmed/31391964 http://dx.doi.org/10.1107/S2056989019006480 Text en © Arif Tawfeeq et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Arif Tawfeeq, Nabeel
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Ravoof, Thahira B. S. A.
Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one
title Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one
title_full Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one
title_fullStr Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one
title_short Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1E,4E)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one
title_sort crystal structure and hirshfeld surface analysis of a conformationally unsymmetrical bis­chalcone: (1e,4e)-1,5-bis­(4-bromo­phen­yl)penta-1,4-dien-3-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658942/
https://www.ncbi.nlm.nih.gov/pubmed/31391964
http://dx.doi.org/10.1107/S2056989019006480
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