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Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde

In the title compound, C(10)H(4)Cl(2)O(3), a dichlorinated 3-formyl­chromone derivative, the fused-ring system is slightly puckered [dihedral angle between the benzene and pyran rings = 3.66 (10)°]. The dihedral angle between the pyran ring and the formyl plane is 8.64 (7)°. In the crystal, mol­ecul...

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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/PMC4571352/
https://www.ncbi.nlm.nih.gov/pubmed/26396751
http://dx.doi.org/10.1107/S205698901501275X
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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 derivative, the fused-ring system is slightly puckered [dihedral angle between the benzene and pyran rings = 3.66 (10)°]. The dihedral angle between the pyran ring and the formyl plane is 8.64 (7)°. In the crystal, mol­ecules are linked through π–π stacking inter­actions [centroid–centroid distance between the benzene and pyran rings = 3.727 (2) Å], C—H⋯O hydrogen bonds and short C⋯O contacts [2.838 (4) Å]. Halogen bonds between the formyl O atoms and the Cl atoms at the 7-position [Cl⋯O = 2.984 (3) Å, C—Cl⋯O = 170.83 (12)° and Cl⋯O—C = 116.05 (19)°] are also formed along the a axis, resulting in helical structures constructed by C—H⋯O hydrogen bonds and Cl⋯O halogen bonds along the b axis. In addition, type II halogen–halogen contacts between the chlorine atoms at the 7- and 8-positions [Cl⋯Cl = 3.519 (2) Å, C–Cl⋯Cl = 171.24 (10)° and 88.74 (11)°] are observed.
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spelling pubmed-45713522015-09-22 Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde Ishikawa, Yoshinobu Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(10)H(4)Cl(2)O(3), a dichlorinated 3-formyl­chromone derivative, the fused-ring system is slightly puckered [dihedral angle between the benzene and pyran rings = 3.66 (10)°]. The dihedral angle between the pyran ring and the formyl plane is 8.64 (7)°. In the crystal, mol­ecules are linked through π–π stacking inter­actions [centroid–centroid distance between the benzene and pyran rings = 3.727 (2) Å], C—H⋯O hydrogen bonds and short C⋯O contacts [2.838 (4) Å]. Halogen bonds between the formyl O atoms and the Cl atoms at the 7-position [Cl⋯O = 2.984 (3) Å, C—Cl⋯O = 170.83 (12)° and Cl⋯O—C = 116.05 (19)°] are also formed along the a axis, resulting in helical structures constructed by C—H⋯O hydrogen bonds and Cl⋯O halogen bonds along the b axis. In addition, type II halogen–halogen contacts between the chlorine atoms at the 7- and 8-positions [Cl⋯Cl = 3.519 (2) Å, C–Cl⋯Cl = 171.24 (10)° and 88.74 (11)°] are observed. International Union of Crystallography 2015-07-08 /pmc/articles/PMC4571352/ /pubmed/26396751 http://dx.doi.org/10.1107/S205698901501275X 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 Research Communications
Ishikawa, Yoshinobu
Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_full Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_fullStr Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_full_unstemmed Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_short Crystal structure of 7,8-di­chloro-4-oxo-4H-chromene-3-carbaldehyde
title_sort crystal structure of 7,8-di­chloro-4-oxo-4h-chromene-3-carbaldehyde
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571352/
https://www.ncbi.nlm.nih.gov/pubmed/26396751
http://dx.doi.org/10.1107/S205698901501275X
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