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Dichloro­diphenoxy­methane

The title compound, C(13)H(10)Cl(2)O(2), is a mixed derivative of orthocarbonic acid. The non-crystallographic symmetry of the mol­ecule is close to C (2v). The aromatic residues are oriented in a syn conformation with respect to the Cl atoms. The least-squares planes through the phenyl rings enclos...

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Detalles Bibliográficos
Autores principales: Betz, Richard, Klüfers, Peter, Reichvilser, Moritz M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960455/
https://www.ncbi.nlm.nih.gov/pubmed/21201386
http://dx.doi.org/10.1107/S160053680706789X
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author Betz, Richard
Klüfers, Peter
Reichvilser, Moritz M.
author_facet Betz, Richard
Klüfers, Peter
Reichvilser, Moritz M.
author_sort Betz, Richard
collection PubMed
description The title compound, C(13)H(10)Cl(2)O(2), is a mixed derivative of orthocarbonic acid. The non-crystallographic symmetry of the mol­ecule is close to C (2v). The aromatic residues are oriented in a syn conformation with respect to the Cl atoms. The least-squares planes through the phenyl rings enclose an angle of 36.11 (10)°. The C—O bonds at the central carbon are relatively short, and the O—C—O and Cl—C—Cl angles are smaller than the tetra­hedral angle. These metrical peculiarities including a mol­ecular symmetry close to C (2v) are also observed in density functional theory (DFT) calculations, thus ruling out the decisive influence of inter­molecular forces in the crystal structure. Accordingly, only few and weak inter­molecular inter­actions are found. At distances smaller than the sum of the van der Waals radii, only two attractive inter­actions are detected: a weak C—H⋯O and a weak C—H⋯Cl hydrogen bond to one of the two potential acceptor atoms each.
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spelling pubmed-29604552010-12-30 Dichloro­diphenoxy­methane Betz, Richard Klüfers, Peter Reichvilser, Moritz M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(10)Cl(2)O(2), is a mixed derivative of orthocarbonic acid. The non-crystallographic symmetry of the mol­ecule is close to C (2v). The aromatic residues are oriented in a syn conformation with respect to the Cl atoms. The least-squares planes through the phenyl rings enclose an angle of 36.11 (10)°. The C—O bonds at the central carbon are relatively short, and the O—C—O and Cl—C—Cl angles are smaller than the tetra­hedral angle. These metrical peculiarities including a mol­ecular symmetry close to C (2v) are also observed in density functional theory (DFT) calculations, thus ruling out the decisive influence of inter­molecular forces in the crystal structure. Accordingly, only few and weak inter­molecular inter­actions are found. At distances smaller than the sum of the van der Waals radii, only two attractive inter­actions are detected: a weak C—H⋯O and a weak C—H⋯Cl hydrogen bond to one of the two potential acceptor atoms each. International Union of Crystallography 2008-01-04 /pmc/articles/PMC2960455/ /pubmed/21201386 http://dx.doi.org/10.1107/S160053680706789X Text en © Betz et al. 2008 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
Betz, Richard
Klüfers, Peter
Reichvilser, Moritz M.
Dichloro­diphenoxy­methane
title Dichloro­diphenoxy­methane
title_full Dichloro­diphenoxy­methane
title_fullStr Dichloro­diphenoxy­methane
title_full_unstemmed Dichloro­diphenoxy­methane
title_short Dichloro­diphenoxy­methane
title_sort dichloro­diphenoxy­methane
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960455/
https://www.ncbi.nlm.nih.gov/pubmed/21201386
http://dx.doi.org/10.1107/S160053680706789X
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