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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...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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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. |
format | Text |
id | pubmed-2960455 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT betzrichard dichlorodiphenoxymethane AT kluferspeter dichlorodiphenoxymethane AT reichvilsermoritzm dichlorodiphenoxymethane |