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(1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate

In the crystal structure of the title compound, C(21)H(18)ClFO(3)·0.5C(7)H(8), the toluene solvent mol­ecules occupy special positions on centres of symmetry, and consequently are disordered across this site. The cyclo­hexene ring has a slightly distorted sofa conformation; the two benzene rings are...

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Autores principales: Dutkiewicz, Grzegorz, Narayana, B., Veena, K., Yathirajan, H. S., Kubicki, Maciej
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051615/
https://www.ncbi.nlm.nih.gov/pubmed/21523018
http://dx.doi.org/10.1107/S1600536811000158
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author Dutkiewicz, Grzegorz
Narayana, B.
Veena, K.
Yathirajan, H. S.
Kubicki, Maciej
author_facet Dutkiewicz, Grzegorz
Narayana, B.
Veena, K.
Yathirajan, H. S.
Kubicki, Maciej
author_sort Dutkiewicz, Grzegorz
collection PubMed
description In the crystal structure of the title compound, C(21)H(18)ClFO(3)·0.5C(7)H(8), the toluene solvent mol­ecules occupy special positions on centres of symmetry, and consequently are disordered across this site. The cyclo­hexene ring has a slightly distorted sofa conformation; the two benzene rings are inclined by 72.90 (7)° and their planes make dihedral angles of 30.09 (10) (chloro­phen­yl) and 88.13 (6)° (fluoro­phen­yl) with the approximately planar part of the cyclo­hexenone ring [maximum deviation from plane through five atoms is 0.030 (2) Å, the sixth atom is 0.672 (3)Å out of this plane]. Weak inter­molecular C—H⋯O and C—H⋯X (X = F, Cl) inter­actions join mol­ecules into a three-dimensional structure. Also, a relatively short and directional C—Cl⋯F—C contact is observed [Cl⋯F = 3.119 (2) Å, C—Cl⋯F = 157.5 (2)° and C—F⋯Cl 108.3 (2)°]. The solvent mol­ecules fill the voids in the crystal structure and are kept there by relatively short and directional C—H⋯π inter­actions.
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spelling pubmed-30516152011-04-26 (1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate Dutkiewicz, Grzegorz Narayana, B. Veena, K. Yathirajan, H. S. Kubicki, Maciej Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound, C(21)H(18)ClFO(3)·0.5C(7)H(8), the toluene solvent mol­ecules occupy special positions on centres of symmetry, and consequently are disordered across this site. The cyclo­hexene ring has a slightly distorted sofa conformation; the two benzene rings are inclined by 72.90 (7)° and their planes make dihedral angles of 30.09 (10) (chloro­phen­yl) and 88.13 (6)° (fluoro­phen­yl) with the approximately planar part of the cyclo­hexenone ring [maximum deviation from plane through five atoms is 0.030 (2) Å, the sixth atom is 0.672 (3)Å out of this plane]. Weak inter­molecular C—H⋯O and C—H⋯X (X = F, Cl) inter­actions join mol­ecules into a three-dimensional structure. Also, a relatively short and directional C—Cl⋯F—C contact is observed [Cl⋯F = 3.119 (2) Å, C—Cl⋯F = 157.5 (2)° and C—F⋯Cl 108.3 (2)°]. The solvent mol­ecules fill the voids in the crystal structure and are kept there by relatively short and directional C—H⋯π inter­actions. International Union of Crystallography 2011-01-12 /pmc/articles/PMC3051615/ /pubmed/21523018 http://dx.doi.org/10.1107/S1600536811000158 Text en © Dutkiewicz et al. 2011 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 Organic Papers
Dutkiewicz, Grzegorz
Narayana, B.
Veena, K.
Yathirajan, H. S.
Kubicki, Maciej
(1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate
title (1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate
title_full (1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate
title_fullStr (1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate
title_full_unstemmed (1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate
title_short (1RS,6SR)-Ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate
title_sort (1rs,6sr)-ethyl 4-(4-chloro­phen­yl)-6-(4-fluoro­phen­yl)-2-oxocyclo­hex-3-ene-1-carboxyl­ate toluene hemisolvate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051615/
https://www.ncbi.nlm.nih.gov/pubmed/21523018
http://dx.doi.org/10.1107/S1600536811000158
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