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Cinnamyl 2-oxo-2H-chromene-3-carboxylate
The title compound, C(19)H(14)O(4), was prepared by the reaction of 2-oxo-2H-chromene-3-acyl chloride with cinnamic alcohol. The whole molecule is not planar, the dihedral angle between the planes of coumarin and benzene rings being 13.94 (4)°, but the plane of the coumarin ring and that of the est...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972065/ https://www.ncbi.nlm.nih.gov/pubmed/21578731 http://dx.doi.org/10.1107/S1600536809045644 |
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author | Xu, Cui-Lian Yang, Nan Yang, Guo-Yu Fan, Su-Fang Niu, Cao-Yuan |
author_facet | Xu, Cui-Lian Yang, Nan Yang, Guo-Yu Fan, Su-Fang Niu, Cao-Yuan |
author_sort | Xu, Cui-Lian |
collection | PubMed |
description | The title compound, C(19)H(14)O(4), was prepared by the reaction of 2-oxo-2H-chromene-3-acyl chloride with cinnamic alcohol. The whole molecule is not planar, the dihedral angle between the planes of coumarin and benzene rings being 13.94 (4)°, but the plane of the coumarin ring and that of the ester group are almost coplanar, making a dihedral angle of 2.9 (1)°. In the crystal structure, weak intermolecular C—H⋯O hydrogen bonds link two molecules into dimers, and π–π stacking interactions between inversion-related rings of the coumarin groups [centroid–centroid distance 3.8380 (15) Å with a slippage of 1.535 Å], which connect the dimers into columns extending along [010]. |
format | Text |
id | pubmed-2972065 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29720652010-12-30 Cinnamyl 2-oxo-2H-chromene-3-carboxylate Xu, Cui-Lian Yang, Nan Yang, Guo-Yu Fan, Su-Fang Niu, Cao-Yuan Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(14)O(4), was prepared by the reaction of 2-oxo-2H-chromene-3-acyl chloride with cinnamic alcohol. The whole molecule is not planar, the dihedral angle between the planes of coumarin and benzene rings being 13.94 (4)°, but the plane of the coumarin ring and that of the ester group are almost coplanar, making a dihedral angle of 2.9 (1)°. In the crystal structure, weak intermolecular C—H⋯O hydrogen bonds link two molecules into dimers, and π–π stacking interactions between inversion-related rings of the coumarin groups [centroid–centroid distance 3.8380 (15) Å with a slippage of 1.535 Å], which connect the dimers into columns extending along [010]. International Union of Crystallography 2009-11-04 /pmc/articles/PMC2972065/ /pubmed/21578731 http://dx.doi.org/10.1107/S1600536809045644 Text en © Xu et al. 2009 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 Xu, Cui-Lian Yang, Nan Yang, Guo-Yu Fan, Su-Fang Niu, Cao-Yuan Cinnamyl 2-oxo-2H-chromene-3-carboxylate |
title | Cinnamyl 2-oxo-2H-chromene-3-carboxylate |
title_full | Cinnamyl 2-oxo-2H-chromene-3-carboxylate |
title_fullStr | Cinnamyl 2-oxo-2H-chromene-3-carboxylate |
title_full_unstemmed | Cinnamyl 2-oxo-2H-chromene-3-carboxylate |
title_short | Cinnamyl 2-oxo-2H-chromene-3-carboxylate |
title_sort | cinnamyl 2-oxo-2h-chromene-3-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2972065/ https://www.ncbi.nlm.nih.gov/pubmed/21578731 http://dx.doi.org/10.1107/S1600536809045644 |
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