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Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one

The title compound, C(19)H(12)ClF(3)O(3), obtained by the photochemical transformation of 2-[5-chloro-2-(prop-2-yn­yloxy)benzo­yl]-3-[4-(tri­fluoro­meth­yl)phen­yl]oxirane adopts a Z conformation with respect to the enolic C=C double bond. The dihedral angle between the benzene rings is 12.25 (16)°...

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Autores principales: Dalal, Aarti, Kamboj, Ramesh C., Kumar, Dinesh, Sharma, Mahendra Kumar, Selvarajan, Nagendran
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571394/
https://www.ncbi.nlm.nih.gov/pubmed/26396794
http://dx.doi.org/10.1107/S2056989015012748
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author Dalal, Aarti
Kamboj, Ramesh C.
Kumar, Dinesh
Sharma, Mahendra Kumar
Selvarajan, Nagendran
author_facet Dalal, Aarti
Kamboj, Ramesh C.
Kumar, Dinesh
Sharma, Mahendra Kumar
Selvarajan, Nagendran
author_sort Dalal, Aarti
collection PubMed
description The title compound, C(19)H(12)ClF(3)O(3), obtained by the photochemical transformation of 2-[5-chloro-2-(prop-2-yn­yloxy)benzo­yl]-3-[4-(tri­fluoro­meth­yl)phen­yl]oxirane adopts a Z conformation with respect to the enolic C=C double bond. The dihedral angle between the benzene rings is 12.25 (16)° and an intra­molecular O—H⋯O hydrogen bond closes an S(6) ring. An intra­molecular C—H⋯O inter­action also leads to an S(6) ring. In the crystal, very weak C—H⋯O inter­actions and short Cl⋯Cl contacts [3.3221 (16) Å] are seen, as well as weak aromatic π–π stacking inter­actions [centroid–centroid separation = 3.879 (2) Å].
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spelling pubmed-45713942015-09-22 Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one Dalal, Aarti Kamboj, Ramesh C. Kumar, Dinesh Sharma, Mahendra Kumar Selvarajan, Nagendran Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(19)H(12)ClF(3)O(3), obtained by the photochemical transformation of 2-[5-chloro-2-(prop-2-yn­yloxy)benzo­yl]-3-[4-(tri­fluoro­meth­yl)phen­yl]oxirane adopts a Z conformation with respect to the enolic C=C double bond. The dihedral angle between the benzene rings is 12.25 (16)° and an intra­molecular O—H⋯O hydrogen bond closes an S(6) ring. An intra­molecular C—H⋯O inter­action also leads to an S(6) ring. In the crystal, very weak C—H⋯O inter­actions and short Cl⋯Cl contacts [3.3221 (16) Å] are seen, as well as weak aromatic π–π stacking inter­actions [centroid–centroid separation = 3.879 (2) Å]. International Union of Crystallography 2015-07-08 /pmc/articles/PMC4571394/ /pubmed/26396794 http://dx.doi.org/10.1107/S2056989015012748 Text en © Dalal et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Dalal, Aarti
Kamboj, Ramesh C.
Kumar, Dinesh
Sharma, Mahendra Kumar
Selvarajan, Nagendran
Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one
title Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one
title_full Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one
title_fullStr Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one
title_full_unstemmed Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one
title_short Crystal structure of (Z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one
title_sort crystal structure of (z)-3-[5-chloro-2-(prop-2-yn­yloxy)phen­yl]-3-hy­droxy-1-[4-(tri­fluoro­meth­yl)phen­yl]­prop-2-en-1-one
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571394/
https://www.ncbi.nlm.nih.gov/pubmed/26396794
http://dx.doi.org/10.1107/S2056989015012748
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