Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ACCESS DATA

Json Xml

Publications

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

Similar Datasets

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].

| S-EPMC4120543 | biostudies-literature

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

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].

| S-EPMC4120566 | biostudies-literature

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.

| S-EPMC4120572 | biostudies-literature

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

Project description:In the title compound, C10H4Cl2O3, a dichlorinated 3-formyl-chromone derivative, the fused-ring system is slightly puckered [dihedral angle between the benzene and pyran rings = 3.66 (10)°]. The dihedral angle between the pyran ring and the formyl plane is 8.64 (7)°. In the crystal, mol-ecules are linked through π-π stacking inter-actions [centroid-centroid distance between the benzene and pyran rings = 3.727 (2) Å], C-H⋯O hydrogen bonds and short C⋯O contacts [2.838 (4) Å]. Halogen bonds between the formyl O atoms and the Cl atoms at the 7-position [Cl⋯O = 2.984 (3) Å, C-Cl⋯O = 170.83 (12)° and Cl⋯O-C = 116.05 (19)°] are also formed along the a axis, resulting in helical structures constructed by C-H⋯O hydrogen bonds and Cl⋯O halogen bonds along the b axis. In addition, type II halogen-halogen contacts between the chlorine atoms at the 7- and 8-positions [Cl⋯Cl = 3.519 (2) Å, C-Cl⋯Cl = 171.24 (10)° and 88.74 (11)°] are observed.

| S-EPMC4571352 | biostudies-literature

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

Project description: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 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)°].

| S-EPMC4555387 | biostudies-literature

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

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

| S-EPMC3470266 | biostudies-literature

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].

| S-EPMC4120610 | biostudies-literature

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

Project description:In the title compound, C10H4ClNO5, the non-H atoms of the 6-chloro-chromone unit are coplanar (r.m.s. deviation = 0.017?Å) with the largest deviation from the mean plane [0.031?(2)?Å] being found for the C=O C atom. The nitro group (NO2) is inclined to the chromone unit mean plane by 13.3?(2) °. The formyl group is also twisted with respect to the attached ring [C-C-C-O torsion angles = 10.8?(4) and -171.8?(2)°]. In the crystal, mol-ecules are linked via C-H?O hydrogen bonds forming slab-like networks lying parallel to (-301). The slabs are linked by ?-? inter-actions involving the benzene rings of the chromone units [centroid-centroid distance = 3.770?(3)?Å].

| S-EPMC4011269 | biostudies-other

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 π-π stacking interactions [centroid-centroid distance = 3.850 (2) Å].

| S-EPMC3998586 | biostudies-literature

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.

| S-EPMC4186120 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data