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Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one
The molecular structure of the title compound, C(17)H(14)ClFO(3), consists of a 4-chloro-3-fluorophenyl ring and a 3,4-dimethoxyphenyl ring linked via a prop-2-en-1-one spacer. The molecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. Th...
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/PMC6659344/ https://www.ncbi.nlm.nih.gov/pubmed/31392000 http://dx.doi.org/10.1107/S2056989019007783 |
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author | Çelikesir, Sevim Türktekin Sheshadri, S. N. Akkurt, Mehmet Chidan Kumar, C. S. Veeraiah, M. K. |
author_facet | Çelikesir, Sevim Türktekin Sheshadri, S. N. Akkurt, Mehmet Chidan Kumar, C. S. Veeraiah, M. K. |
author_sort | Çelikesir, Sevim Türktekin |
collection | PubMed |
description | The molecular structure of the title compound, C(17)H(14)ClFO(3), consists of a 4-chloro-3-fluorophenyl ring and a 3,4-dimethoxyphenyl ring linked via a prop-2-en-1-one spacer. The molecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The F and H atoms at the meta positions of the 4-chloro-3-fluorophenyl ring are disordered over two orientations, with an occupancy ratio of 0.785 (3):0.215 (3). In the crystal, molecules are linked via pairs of C—H⋯O interactions with an R (2) (2)(14) ring motif, forming inversion dimers. The dimers are linked into a tape structure running along [10[Image: see text]] by a C—H⋯π interaction. The intermolecular contacts in the crystal were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are H⋯H (25.0%), followed by C⋯H/H⋯C (20.6%), O⋯H/H⋯O (15.6%), Cl⋯H/H⋯Cl (10.7%), F⋯H/H⋯F (10.4%), F⋯C/C⋯F (7.2%) and C⋯C (3.0%). |
format | Online Article Text |
id | pubmed-6659344 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-66593442019-08-07 Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one Çelikesir, Sevim Türktekin Sheshadri, S. N. Akkurt, Mehmet Chidan Kumar, C. S. Veeraiah, M. K. Acta Crystallogr E Crystallogr Commun Research Communications The molecular structure of the title compound, C(17)H(14)ClFO(3), consists of a 4-chloro-3-fluorophenyl ring and a 3,4-dimethoxyphenyl ring linked via a prop-2-en-1-one spacer. The molecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The F and H atoms at the meta positions of the 4-chloro-3-fluorophenyl ring are disordered over two orientations, with an occupancy ratio of 0.785 (3):0.215 (3). In the crystal, molecules are linked via pairs of C—H⋯O interactions with an R (2) (2)(14) ring motif, forming inversion dimers. The dimers are linked into a tape structure running along [10[Image: see text]] by a C—H⋯π interaction. The intermolecular contacts in the crystal were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are H⋯H (25.0%), followed by C⋯H/H⋯C (20.6%), O⋯H/H⋯O (15.6%), Cl⋯H/H⋯Cl (10.7%), F⋯H/H⋯F (10.4%), F⋯C/C⋯F (7.2%) and C⋯C (3.0%). International Union of Crystallography 2019-06-04 /pmc/articles/PMC6659344/ /pubmed/31392000 http://dx.doi.org/10.1107/S2056989019007783 Text en © Çelikesir 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 Çelikesir, Sevim Türktekin Sheshadri, S. N. Akkurt, Mehmet Chidan Kumar, C. S. Veeraiah, M. K. Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title | Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_full | Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_fullStr | Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_short | Crystal structure and Hirshfeld surface analysis of (2E)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one |
title_sort | crystal structure and hirshfeld surface analysis of (2e)-3-(4-chloro-3-fluorophenyl)-1-(3,4-dimethoxyphenyl)prop-2-en-1-one |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6659344/ https://www.ncbi.nlm.nih.gov/pubmed/31392000 http://dx.doi.org/10.1107/S2056989019007783 |
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