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

ABSTRACT: In the title compound, C10H4Cl2O3, a dichlorinated 3-formyl-chromone, the non-H atoms of the 4H-chromene ring are essentially coplanar (r.m.s. = 0.0188?Å), with the largest deviation from the least-squares plane [0.043?(2)?Å] being for the pyran C=O C atom. The ?,?-unsaturated carbonyl O atom deviates from the least-square plane by 0.124?(2)?Å. The dihedral angle between the chromone and formyl least-square planes is 6.76?(3)°. In the crystal, mol-ecules are linked through C-H?O hydrogen bonds between the translation-symmetry and inversion-symmetry equivalents to form tetrads, which are further assembled by stacking inter-actions [centroid-centroid distance between the benzene rings = 3.769?(2)?Å]. van der Waals contacts are found between the Cl atoms at the 6-position and the Cl atoms at 7-position of the glide-reflection-symmetry equivalents [Cl?Cl = 3.4785?(16)?Å, C-Cl?Cl = 160.23?(7)° and Cl?Cl-C = 122.59?(7)°].

SUBMITTER: Ishikawa Y

PROVIDER: S-EPMC4555387 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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

Ishikawa Yoshinobu Y

Acta crystallographica. Section E, Crystallographic communications 20150812 Pt 9

In the title compound, C10H4Cl2O3, a dichlorinated 3-formyl-chromone, the non-H atoms of the 4H-chromene ring are essentially coplanar (r.m.s. = 0.0188 Å), with the largest deviation from the least-squares plane [0.043 (2) Å] being for the pyran C=O C atom. The α,β-unsaturated carbonyl O atom deviates from the least-square plane by 0.124 (2) Å. The dihedral angle between the chromone and formyl least-square planes is 6.76 (3)°. In the crystal, mol-ecules are linked through C-H⋯O hydrogen bonds b ...[more]

PMID: 26396886

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

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Project description:In the title compound, C11H7ClO3, a chlorinated and methyl-ated 3-formyl-chromone derivative, the non-H atoms are essentially coplanar (r.m.s. deviation = 0.0670?Å), with the largest deviation from the least-squares plane [0.2349?(17)?Å] being for the pyran carbonyl O atom. In the crystal, mol-ecules are linked through ?-? stacking inter-actions along the a axis [centroid-centroid distance between the pyran rings = 3.824?(6)?Å] and two stacks are connected by type I halogen-halogen inter-actions between the Cl atoms [Cl?Cl = 3.397?(3)?Å].

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

Project description:In the title compound, C10H4BrFO3, a brominated and fluorinated 3-formyl-chromone 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, mol-ecules are linked through stacking inter-actions [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 inter-actions 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 inter-actions are ranked in importance.

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