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Updated: May 26, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
2-(4-Chloro-phen-yl)-2-oxoethyl 4-methyl-benzoate
The crystal structure of a chlorinated organic compound was determined, revealing a significant dihedral angle between its benzene rings. Molecules self-assemble into chains via hydrogen bonds in the solid state.
Area of Science:
- Crystallography
- Organic Chemistry
- Solid-State Chemistry
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
- Intermolecular forces, such as hydrogen bonds, play a significant role in the self-assembly of molecules in the crystalline state.
- The study of chlorinated organic compounds contributes to the broader field of materials science.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(16)H(13)ClO(3).
- To quantify the dihedral angle between the benzene rings within the molecule.
- To investigate the intermolecular interactions and resulting supramolecular architecture in the solid state.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- The crystal structure was analyzed to identify and characterize hydrogen bonding networks.
- Geometric parameters, including dihedral angles, were precisely measured.
Main Results:
- The crystal structure of C(16)H(13)ClO(3) was successfully determined.
- A notable dihedral angle of 80.74(8)° was observed between the two benzene rings.
- The formation of C(11) chains through C-H⋯O hydrogen bonds was identified, propagating along the [010] direction.
Conclusions:
- The crystal packing of C(16)H(13)ClO(3) is governed by specific intermolecular C-H⋯O hydrogen bonds.
- The observed dihedral angle provides insight into the conformational preferences of the molecule in the solid state.
- The study contributes to the understanding of structure-property relationships in chlorinated organic compounds.
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