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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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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. |
format | Text |
id | pubmed-3051615 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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