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Updated: Jun 5, 2026

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
Published on: October 3, 2014
5-Chloro-2-hydroxy-benzene-1,3-dicarb-aldehyde
The crystal structure of C(8)H(5)ClO(3) reveals formyl groups within the chloro-phenyl plane, stabilized by intramolecular hydrogen bonding. Molecules form chains and columns through intermolecular hydrogen bonding, with aromatic rings stacked at 3.914 Å.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular interactions is crucial in crystal engineering.
- Hydrogen bonding plays a significant role in supramolecular assembly.
- The chloro-phenyl moiety offers specific electronic and steric properties.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(8)H(5)ClO(3).
- To investigate the role of hydrogen bonding in the molecular and supramolecular organization.
- To analyze the packing arrangement and intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of bond lengths, bond angles, and intermolecular distances.
- Identification and characterization of hydrogen bonding networks.
Main Results:
- The crystal structure of C(8)H(5)ClO(3) was successfully determined.
- Both formyl groups were found to be coplanar with the chloro-phenyl unit.
- Intramolecular O-H⋯O hydrogen bonding stabilizes individual molecules.
- Intermolecular O-H⋯O hydrogen bonding leads to the formation of molecular chains.
- These chains are further organized into stacked columns with a centroid-centroid distance of 3.914(2) Å between aromatic rings.
Conclusions:
- The crystal structure of C(8)H(5)ClO(3) exhibits a well-defined arrangement driven by hydrogen bonding.
- Intramolecular hydrogen bonding influences the molecular conformation.
- Intermolecular interactions dictate the formation of 1D supramolecular architectures.
- The stacking of aromatic rings contributes to the overall crystal packing.
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