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Crystal structure of 8-bromo-4-oxo-4H-chromene-3-carbaldehyde

In the title compound, C(10)H(5)BrO(3), a brominated 3-formyl­chromone, all atoms are essentially coplanar (r.m.s. = 0.0104 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.028 (5) Å] being for one of the benzene C atoms. In the crystal, mol­ecules are linked throug...

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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/PMC4571403/
https://www.ncbi.nlm.nih.gov/pubmed/26396803
http://dx.doi.org/10.1107/S2056989015013250
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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(5)BrO(3), a brominated 3-formyl­chromone, all atoms are essentially coplanar (r.m.s. = 0.0104 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.028 (5) Å] being for one of the benzene C atoms. In the crystal, mol­ecules are linked through C—H⋯O hydrogen bonds, which are further assembled by face-to-face π–π stacking inter­actions [centroid–centroid distance between the pyran rings = 3.854 (4) Å]. Shorter contacts than the sum of van der Waals radii are observed between the Br and formyl O atoms [Br⋯O = 3.046 (4) Å, C—Br⋯O = 175.23 (18)° and Br⋯O—C = 132.6 (3)°], features that do indicate halogen bonding.
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spelling pubmed-45714032015-09-22 Crystal structure of 8-bromo-4-oxo-4H-chromene-3-carbaldehyde Ishikawa, Yoshinobu Acta Crystallogr E Crystallogr Commun Data Reports In the title compound, C(10)H(5)BrO(3), a brominated 3-formyl­chromone, all atoms are essentially coplanar (r.m.s. = 0.0104 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.028 (5) Å] being for one of the benzene C atoms. In the crystal, mol­ecules are linked through C—H⋯O hydrogen bonds, which are further assembled by face-to-face π–π stacking inter­actions [centroid–centroid distance between the pyran rings = 3.854 (4) Å]. Shorter contacts than the sum of van der Waals radii are observed between the Br and formyl O atoms [Br⋯O = 3.046 (4) Å, C—Br⋯O = 175.23 (18)° and Br⋯O—C = 132.6 (3)°], features that do indicate halogen bonding. International Union of Crystallography 2015-07-15 /pmc/articles/PMC4571403/ /pubmed/26396803 http://dx.doi.org/10.1107/S2056989015013250 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 8-bromo-4-oxo-4H-chromene-3-carbaldehyde
title Crystal structure of 8-bromo-4-oxo-4H-chromene-3-carbaldehyde
title_full Crystal structure of 8-bromo-4-oxo-4H-chromene-3-carbaldehyde
title_fullStr Crystal structure of 8-bromo-4-oxo-4H-chromene-3-carbaldehyde
title_full_unstemmed Crystal structure of 8-bromo-4-oxo-4H-chromene-3-carbaldehyde
title_short Crystal structure of 8-bromo-4-oxo-4H-chromene-3-carbaldehyde
title_sort crystal structure of 8-bromo-4-oxo-4h-chromene-3-carbaldehyde
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571403/
https://www.ncbi.nlm.nih.gov/pubmed/26396803
http://dx.doi.org/10.1107/S2056989015013250
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