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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...

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Detalles Bibliográficos
Autores principales: Xu, Cui-Lian, Yang, Nan, Yang, Guo-Yu, Fan, Su-Fang, Niu, Cao-Yuan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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].
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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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