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Published on: January 19, 2016
4-Chloro-phenyl 4-chloro-benzoate.
The crystal structure of 4-chloro-phenyl 4-chloro-benzoate (4CP4CBA) was analyzed, revealing structural similarities and differences in dihedral angles compared to related benzoate esters. Molecules form helical chains via hydrogen bonds in the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Structural Chemistry
Background:
- Benzoate esters are a significant class of organic compounds with diverse applications.
- Understanding the structure-property relationships of substituted benzoates is crucial for materials science.
- Previous studies have characterized related benzoate structures, providing a basis for comparison.
Purpose of the Study:
- To determine and analyze the crystal structure of 4-chloro-phenyl 4-chloro-benzoate (4CP4CBA).
- To compare the structural parameters, particularly the dihedral angle between benzene rings, with related benzoate compounds.
- To investigate the intermolecular interactions governing the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to elucidate the molecular structure of 4CP4CBA.
- Structural parameters, including bond lengths, bond angles, and dihedral angles, were analyzed.
- Intermolecular interactions, such as hydrogen bonds, were identified and characterized.
Main Results:
- The crystal structure of 4CP4CBA (C(13)H(8)Cl(2)O(2)) was successfully determined.
- The dihedral angle between the two benzene rings in 4CP4CBA was found to be 47.98(7)°, which is comparable to, yet distinct from, related compounds like 4-methyl-phenyl 4-chloro-benzoate (4MP4CBA) and 4-chloro-phenyl 4-methyl-benzoate (4CP4MBA).
- The crystal packing is characterized by molecules forming helical chains along the b axis, mediated by C-H-O hydrogen bonds.
Conclusions:
- 4CP4CBA exhibits structural similarities to other substituted benzoate esters, with notable variations in the inter-ring dihedral angle.
- The identified helical chain motif highlights the role of specific hydrogen bonding in dictating crystal architecture.
- This study contributes to the understanding of structure-property correlations in benzoate derivatives.
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