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1-Bromo-2-chloro-4,5-dimethoxy-benzene
This study reveals that meth-oxy groups in a specific organic compound are nearly coplanar with its benzene ring. Molecular disorder was observed around twofold axes, affecting chlorine and bromine sites.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Understanding molecular geometry and substituent effects is crucial in organic chemistry.
- Crystal structure analysis provides detailed insights into molecular arrangement and bonding.
Purpose of the Study:
- To investigate the precise molecular structure and conformation of the title compound, C(8)H(8)BrClO(2).
- To analyze the spatial relationship between meth-oxy groups and the benzene ring.
- To characterize the molecular disorder present in the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of dihedral angles to assess the coplanarity of meth-oxy groups with the benzene ring.
- Investigation of crystallographic symmetry and disorder models.
Main Results:
- The two meth-oxy groups exhibit approximate coplanarity with the benzene ring, with dihedral angles ranging from 0.9° to 12.3°.
- Four independent molecules were identified in the asymmetric unit.
- Significant molecular disorder was observed in all four molecules, related to twofold axes that nearly superimpose chlorine and bromine sites.
Conclusions:
- The title compound displays a conformation where meth-oxy groups are largely aligned with the aromatic system.
- The observed disorder provides insights into the dynamic behavior of molecules in the solid state.
- This structural information is valuable for understanding structure-property relationships in related halogenated aromatic compounds.
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