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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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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/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. |
format | Online Article Text |
id | pubmed-4571352 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT ishikawayoshinobu crystalstructureof78dichloro4oxo4hchromene3carbaldehyde |