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Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde

In the title compound, C(10)H(4)Cl(2)O(3), a dichlorinated 3-formyl­chromone, the non-H atoms of the 4H-chromene ring are essentially coplanar (r.m.s. = 0.0188 Å), with the largest deviation from the least-squares plane [0.043 (2) Å] being for the pyran C=O C atom. The α,β-unsaturated carbonyl O ato...

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Autor principal: Ishikawa, Yoshinobu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555387/
https://www.ncbi.nlm.nih.gov/pubmed/26396886
http://dx.doi.org/10.1107/S2056989015014644
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author Ishikawa, Yoshinobu
author_facet Ishikawa, Yoshinobu
author_sort Ishikawa, Yoshinobu
collection PubMed
description In the title compound, C(10)H(4)Cl(2)O(3), a dichlorinated 3-formyl­chromone, the non-H atoms of the 4H-chromene ring are essentially coplanar (r.m.s. = 0.0188 Å), with the largest deviation from the least-squares plane [0.043 (2) Å] being for the pyran C=O C atom. The α,β-unsaturated carbonyl O atom deviates from the least-square plane by 0.124 (2) Å. The dihedral angle between the chromone and formyl least-square planes is 6.76 (3)°. In the crystal, mol­ecules are linked through C—H⋯O hydrogen bonds between the translation-symmetry and inversion-symmetry equivalents to form tetrads, which are further assembled by stacking inter­actions [centroid–centroid distance between the benzene rings = 3.769 (2) Å]. van der Waals contacts are found between the Cl atoms at the 6-position and the Cl atoms at 7-position of the glide-reflection-symmetry equivalents [Cl⋯Cl = 3.4785 (16) Å, C—Cl⋯Cl = 160.23 (7)° and Cl⋯Cl—C = 122.59 (7)°].
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spelling pubmed-45553872015-09-22 Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde Ishikawa, Yoshinobu Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(10)H(4)Cl(2)O(3), a dichlorinated 3-formyl­chromone, the non-H atoms of the 4H-chromene ring are essentially coplanar (r.m.s. = 0.0188 Å), with the largest deviation from the least-squares plane [0.043 (2) Å] being for the pyran C=O C atom. The α,β-unsaturated carbonyl O atom deviates from the least-square plane by 0.124 (2) Å. The dihedral angle between the chromone and formyl least-square planes is 6.76 (3)°. In the crystal, mol­ecules are linked through C—H⋯O hydrogen bonds between the translation-symmetry and inversion-symmetry equivalents to form tetrads, which are further assembled by stacking inter­actions [centroid–centroid distance between the benzene rings = 3.769 (2) Å]. van der Waals contacts are found between the Cl atoms at the 6-position and the Cl atoms at 7-position of the glide-reflection-symmetry equivalents [Cl⋯Cl = 3.4785 (16) Å, C—Cl⋯Cl = 160.23 (7)° and Cl⋯Cl—C = 122.59 (7)°]. International Union of Crystallography 2015-08-12 /pmc/articles/PMC4555387/ /pubmed/26396886 http://dx.doi.org/10.1107/S2056989015014644 Text en © Yoshinobu Ishikawa 2015 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 Data Reports
Ishikawa, Yoshinobu
Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_full Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_fullStr Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_full_unstemmed Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_short Crystal structure of 6,7-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_sort crystal structure of 6,7-di­chloro-4-oxo-4h-chromene-3-carbaldehyde
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555387/
https://www.ncbi.nlm.nih.gov/pubmed/26396886
http://dx.doi.org/10.1107/S2056989015014644
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