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Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde

In the title compound, C(10)H(4)BrFO(3), a brominated and fluorinated 3-formyl­chromone derivative, all atoms are essentially coplanar (r.m.s. deviation of 0.025 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.050 (6) Å] being for a benzene-ring C atom. In the crys...

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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/PMC4518968/
https://www.ncbi.nlm.nih.gov/pubmed/26279885
http://dx.doi.org/10.1107/S2056989015011871
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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)BrFO(3), a brominated and fluorinated 3-formyl­chromone derivative, all atoms are essentially coplanar (r.m.s. deviation of 0.025 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.050 (6) Å] being for a benzene-ring C atom. In the crystal, mol­ecules are linked through stacking inter­actions [centroid–centroid distance between the benzene and pyran rings = 3.912 (4) Å], C—H⋯O hydrogen bonds and short C⋯O contacts [2.865 (7) Å]. Unsymmetrical halogen⋯halogen inter­actions between the bromine and fluorine atoms [Br⋯F = 3.116 (4) Å, C—Br⋯F = 151.8 (2), C—F⋯Br = 154.1 (4)°] are also formed, giving a meandering two-dimensional network propagating in the (041) plane. A comparison with related structures is made and the various types of weak inter­actions are ranked in importance.
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spelling pubmed-45189682015-08-14 Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde Ishikawa, Yoshinobu Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(10)H(4)BrFO(3), a brominated and fluorinated 3-formyl­chromone derivative, all atoms are essentially coplanar (r.m.s. deviation of 0.025 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.050 (6) Å] being for a benzene-ring C atom. In the crystal, mol­ecules are linked through stacking inter­actions [centroid–centroid distance between the benzene and pyran rings = 3.912 (4) Å], C—H⋯O hydrogen bonds and short C⋯O contacts [2.865 (7) Å]. Unsymmetrical halogen⋯halogen inter­actions between the bromine and fluorine atoms [Br⋯F = 3.116 (4) Å, C—Br⋯F = 151.8 (2), C—F⋯Br = 154.1 (4)°] are also formed, giving a meandering two-dimensional network propagating in the (041) plane. A comparison with related structures is made and the various types of weak inter­actions are ranked in importance. International Union of Crystallography 2015-06-27 /pmc/articles/PMC4518968/ /pubmed/26279885 http://dx.doi.org/10.1107/S2056989015011871 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 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde
title Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde
title_full Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde
title_fullStr Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde
title_full_unstemmed Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde
title_short Crystal structure of 6-bromo-7-fluoro-4-oxo-4H-chromene-3-carbaldehyde
title_sort crystal structure of 6-bromo-7-fluoro-4-oxo-4h-chromene-3-carbaldehyde
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518968/
https://www.ncbi.nlm.nih.gov/pubmed/26279885
http://dx.doi.org/10.1107/S2056989015011871
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