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

ABSTRACT: In the title compound, C10H5BrO3, a brominated 3-formyl-chromone, 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, mol-ecules are linked through C-H?O hydrogen bonds, which are further assembled by face-to-face ?-? stacking inter-actions [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.

SUBMITTER: Ishikawa Y

PROVIDER: S-EPMC4571403 | BioStudies | 2015-01-01T00:00:00Z

REPOSITORIES: biostudies

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

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Project description:In the title compound, C10H5IO3, an iodinated 3-formyl-chromone derivative, the non-H atoms are essentially coplanar (r.m.s. deviation = 0.0259?Å), with the largest deviation from the least-squares plane [0.056?(5)?Å] being found for the formyl O atom. In the crystal, mol-ecules are linked through I?O halogen bonds [I?O = 3.245?(4)?Å, C-I?O = 165.95?(13) and C=O?I = 169.7?(4)°] along [101]. The supra-molecular chains are assembled into layers via ?-? stacking inter-actions along the b axis [shortest centroid-centroid distance between the pyran and benzene rings = 3.558?(3)?Å].

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