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8-Fluoro-4-oxo-4H-chromene-3-carbalde-hyde.

ABSTRACT: In the title compound, C10H5FO3, the non-H atoms of the 8-fluoro-chromone unit are essentially coplanar (r.m.s. deviation = 0.0259?Å), with a largest deviation from the mean plane of 0.0660?(12)?Å for the chromone carbonyl O atom. The formyl group is twisted with respect to the attached ring [C-C-C-O torsion angles = -11.00?(19) and 170.81?(11)°]. In the crystal, mol-ecules are linked via weak C-H?O hydrogen bonds along the a axis and [-101], forming corrugated layers parallel to (010). In addition, ?-? stacking inter-actions [centroid-centroid distance between the planes of the pyran and benzene rings = 3.519?(2)?Å] are observed between these layers.

SUBMITTER: Ishikawa Y

PROVIDER: S-EPMC4120633 | biostudies-literature | 2014 Jul

REPOSITORIES: biostudies-literature

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6-Fluoro-4-oxo-4H-chromene-3-carbalde-hyde.

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Project description:In the title compound, C10H4ClFO3, a chlorinated and fluorinated 3-formyl-chromone derivative, all atoms are essentially coplanar (r.m.s. = 0.0336?Å for the non-H atoms), with the largest deviation from the least-squares plane [0.062?(2)?Å] being for a benzene-ring C atom. In the crystal, mol-ecules are linked through stacking inter-actions [centroid-centroid distance between the benzene and pyran rings = 3.958?(3)?Å and inter-planar distance = 3.259?(3)?Å], C-H?O hydrogen bonds, and short C?O contacts [2.879?(3)?Å]. Unsymmetrical halogen-halogen inter-actions between the Cl and F atoms [Cl?F = 3.049?(3)?Å, C-Cl?F = 148.10?(9)° and C-F?Cl = 162.06?(13)°] are also formed, giving a meandering two-dimensional network along the a axis.

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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, C(11)H(8)O(3), the benzopyran-4-one or chromone ring system is almost planar, with a maximum deviation of 0.045?(2)?Å. The crystal structure is stablized by ?-? inter-actions between the benzene and pyran rings of inversion-related mol-ecules stacked along the b axis, with a centroid-centroid distance of 3.5463?(12)?Å

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8-Chloro-4-oxo-4H-chromene-3-carbaldehyde.

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7-Chloro-4-oxo-4H-chromene-3-carbaldehyde.

Project description:In the title compound, C10H5ClO3, a chlorinated 3-formyl-chromone derivative, all atoms are essentially coplanar (r.m.s. deviation = 0.0592?Å for all non-H atoms), with the largest deviation from the least-squares plane [0.1792?(19)?Å] being for the chromone-ring carbonyl O atom. In the crystal, mol-ecules are linked through C-H?O hydrogen bonds to form tetrads, which are assembled by stacking inter-actions [centroid-centroid distance between the pyran rings = 3.823?(3)?Å] and van der Waals contacts between the Cl atoms [Cl?Cl = 3.4483?(16)?Å and C-Cl?Cl = 171.73?(7)°] into a three-dimensional architecture.

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