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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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Detalles Bibliográficos
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
Descripción
Sumario: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.