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, C17H12Br2O, 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 w...

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Main Authors: Tawfeeq, Nabeel Arif, Kwong, Huey Chong, Mohamed Tahir, Mohamed Ibrahim, Ravoof, Thahira B. S. A.
Format: Article
Language:English
Published: International Union of Crystallography 2019
Online Access:http://psasir.upm.edu.my/id/eprint/81058/1/ABSTRACT.pdf
http://psasir.upm.edu.my/id/eprint/81058/
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658942/
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spelling my.upm.eprints.810582022-07-21T07:46:28Z http://psasir.upm.edu.my/id/eprint/81058/ Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bischalcone: (1E,4E)-1,5-bis(4-bromophenyl)penta-1,4-dien-3- one Tawfeeq, Nabeel Arif Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Ravoof, Thahira B. S. A. In the title bis­chalcone, C17H12Br2O, 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 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/81058/1/ABSTRACT.pdf Tawfeeq, Nabeel Arif and Kwong, Huey Chong and Mohamed Tahir, Mohamed Ibrahim and Ravoof, Thahira B. S. A. (2019) Crystal structure and Hirshfeld surface analysis of a conformationally unsymmetrical bischalcone: (1E,4E)-1,5-bis(4-bromophenyl)penta-1,4-dien-3- one. Acta Crystallographica Section E: Crystallographic Communications, 75. pp. 774-779. ISSN 2056-9890 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658942/ 10.1107/S2056989019006480
institution Universiti Putra Malaysia
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country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
description In the title bis­chalcone, C17H12Br2O, 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 Article
author Tawfeeq, Nabeel Arif
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Ravoof, Thahira B. S. A.
spellingShingle Tawfeeq, Nabeel Arif
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
author_facet Tawfeeq, Nabeel Arif
Kwong, Huey Chong
Mohamed Tahir, Mohamed Ibrahim
Ravoof, Thahira B. S. A.
author_sort Tawfeeq, Nabeel Arif
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_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_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_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
publisher International Union of Crystallography
publishDate 2019
url http://psasir.upm.edu.my/id/eprint/81058/1/ABSTRACT.pdf
http://psasir.upm.edu.my/id/eprint/81058/
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658942/
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