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

ABSTRACT: 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.

SUBMITTER: Ishikawa Y

PROVIDER: S-EPMC4158550 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature

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

Ishikawa Yoshinobu Y

Acta crystallographica. Section E, Structure reports online 20140702 Pt 8

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 cont ...[more]

PMID: 25249886

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8-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 = 0.032?Å for the non-H atoms), with the largest deviation from the least-squares plane [0.0598?(14)?Å] being for a pyran-ring C atom. In the crystal, mol-ecules are linked through stacking inter-actions along the b axis [shortest centroid-centroid distance between the pyran and benzene rings = 3.566?(2)?Å].

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

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

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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6-Iodo-4-oxo-4H-chromene-3-carbaldehyde.

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

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6,8-Di-bromo-4-oxo-4H-chromene-3-carbaldehyde.

Project description:In the title compound, C10H4Br2O3, the atoms of the 6,8-di-bromo-chromone unit are essentially coplanar [largest deviation from the mean planes = 0.1109?(3)?Å] and the formyl group is twisted slightly with respect to the attached ring [C-C-C-O torsion angles = 11.5?(4) and -168.9?(3)°]. In the crystal, mol-ecules are linked to each other through halogen bonds [Br?O = 3.118?(2)?Å, C-Br?O = 162.37?(8) and C=O?Br = 140.20?(15)°]. The molecules are further assembled via ?-? stacking interactions [centroid-centroid distance = 3.850?(2)?Å].

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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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