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(6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one

In the title compound, C(20)H(16)F(2)O(2), the cyclo­hex-2-en-1-one ring adopts a distorted envelope conformation and the dihedral angles between its six-atom mean plane and the fluorophenyl rings are 38.9(8) and 82.3(1)°. The two fluoro­phenyl rings are oriented at an angle of 77.3 (3)°. The long h...

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Autores principales: Jasinski, Jerry P., Golen, James A., Samshuddin, S., Narayana, B., Yathirajan, H. S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295432/
https://www.ncbi.nlm.nih.gov/pubmed/22412543
http://dx.doi.org/10.1107/S1600536812003078
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author Jasinski, Jerry P.
Golen, James A.
Samshuddin, S.
Narayana, B.
Yathirajan, H. S.
author_facet Jasinski, Jerry P.
Golen, James A.
Samshuddin, S.
Narayana, B.
Yathirajan, H. S.
author_sort Jasinski, Jerry P.
collection PubMed
description In the title compound, C(20)H(16)F(2)O(2), the cyclo­hex-2-en-1-one ring adopts a distorted envelope conformation and the dihedral angles between its six-atom mean plane and the fluorophenyl rings are 38.9(8) and 82.3(1)°. The two fluoro­phenyl rings are oriented at an angle of 77.3 (3)°. The long hy­droxy O—H bond length of 1.22 (3) and the H⋯O distance of 1.28 (3) Å, together with a longer than expected C=O bond length [1.290 (2) Å] in the hy­droxy(en-1-one) group, indicate sharing of the H atom as O⋯H⋯O between the two O atoms and the influence of electron delocalization. Weak C—H⋯O inter­molecular inter­actions form an infinite two-dimensional network in (011).
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spelling pubmed-32954322012-03-12 (6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one Jasinski, Jerry P. Golen, James A. Samshuddin, S. Narayana, B. Yathirajan, H. S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(16)F(2)O(2), the cyclo­hex-2-en-1-one ring adopts a distorted envelope conformation and the dihedral angles between its six-atom mean plane and the fluorophenyl rings are 38.9(8) and 82.3(1)°. The two fluoro­phenyl rings are oriented at an angle of 77.3 (3)°. The long hy­droxy O—H bond length of 1.22 (3) and the H⋯O distance of 1.28 (3) Å, together with a longer than expected C=O bond length [1.290 (2) Å] in the hy­droxy(en-1-one) group, indicate sharing of the H atom as O⋯H⋯O between the two O atoms and the influence of electron delocalization. Weak C—H⋯O inter­molecular inter­actions form an infinite two-dimensional network in (011). International Union of Crystallography 2012-02-10 /pmc/articles/PMC3295432/ /pubmed/22412543 http://dx.doi.org/10.1107/S1600536812003078 Text en © Jasinski et al. 2012 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
Jasinski, Jerry P.
Golen, James A.
Samshuddin, S.
Narayana, B.
Yathirajan, H. S.
(6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one
title (6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one
title_full (6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one
title_fullStr (6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one
title_full_unstemmed (6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one
title_short (6Z)-3,5-Bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one
title_sort (6z)-3,5-bis(4-fluoro­phen­yl)-6-(1-hy­droxy­ethyl­idene)cyclo­hex-2-en-1-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295432/
https://www.ncbi.nlm.nih.gov/pubmed/22412543
http://dx.doi.org/10.1107/S1600536812003078
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