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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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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. |
format | Online Article Text |
id | pubmed-6658942 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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