Cargando…
(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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1782225576299331584 |
---|---|
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). |
format | Online Article Text |
id | pubmed-3295432 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT jasinskijerryp 6z35bis4fluorophenyl61hydroxyethylidenecyclohex2en1one AT golenjamesa 6z35bis4fluorophenyl61hydroxyethylidenecyclohex2en1one AT samshuddins 6z35bis4fluorophenyl61hydroxyethylidenecyclohex2en1one AT narayanab 6z35bis4fluorophenyl61hydroxyethylidenecyclohex2en1one AT yathirajanhs 6z35bis4fluorophenyl61hydroxyethylidenecyclohex2en1one |