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...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2019
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| Online Access: | http://psasir.upm.edu.my/id/eprint/81058/ http://psasir.upm.edu.my/id/eprint/81058/1/ABSTRACT.pdf |
| _version_ | 1848859014033571840 |
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| author | Tawfeeq, Nabeel Arif Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Ravoof, Thahira B. S. A. |
| author_facet | Tawfeeq, Nabeel Arif Kwong, Huey Chong Mohamed Tahir, Mohamed Ibrahim Ravoof, Thahira B. S. A. |
| author_sort | Tawfeeq, Nabeel Arif |
| building | UPM Institutional Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-15T12:22:36Z |
| format | Article |
| id | upm-81058 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T12:22:36Z |
| publishDate | 2019 |
| publisher | International Union of Crystallography |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-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 |
| 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 |
| 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 |
| url | http://psasir.upm.edu.my/id/eprint/81058/ http://psasir.upm.edu.my/id/eprint/81058/ http://psasir.upm.edu.my/id/eprint/81058/ http://psasir.upm.edu.my/id/eprint/81058/1/ABSTRACT.pdf |