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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 π-π 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-literature | 2015 Aug

REPOSITORIES: biostudies-literature

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

Ishikawa Yoshinobu Y

Acta crystallographica. Section E, Crystallographic communications 20150715 Pt 8

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 π-π stacking inter-actions [centroid-centroid distance between the pyran rings = 3.854 (4) Å]. Shorter contacts than the sum of van der Wa ...[more]

PMID: 26396803

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

Project description:In the title compound, C10H5BrO3, a brominated 3-formyl-chromone derivative, all atoms are essentially coplanar (r.m.s. = 0.0631 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.215 (3) Å] being for the formyl O atom. In the crystal, mol-ecules are linked into tapes through C-H⋯O hydrogen bonds and these tapes are assembled by stacking inter-actions [centroid-centroid distance between the pyran rings = 3.858 (3) Å] to form supra-molecular layers that stack along the c axis.

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

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Crystal structure of 6,7-di-chloro-4-oxo-4H-chromene-3-carbaldehyde.

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Crystal structure of 7,8-di-chloro-4-oxo-4H-chromene-3-carbaldehyde.

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8-Chloro-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 π-π 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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6-Methyl-4-oxo-4H-chromene-3-carbaldehyde.

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