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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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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2015
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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)°]. |
format | Online Article Text |
id | pubmed-4555387 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT ishikawayoshinobu crystalstructureof67dichloro4oxo4hchromene3carbaldehyde |