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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...

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Detalles Bibliográficos
Autores principales: Çelikesir, Sevim Türktekin, Sheshadri, S. N., Akkurt, Mehmet, Chidan Kumar, C. S., Veeraiah, M. K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
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%).
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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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