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Updated: Jun 1, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-[4-Chloro-2-(2-chlorobenzoyl)phenyl]acetamide
Summary
This study analyzes the molecular structure of a dichlorinated acetamide compound. It details the specific dihedral angles between benzene rings and the acetamide plane, revealing intramolecular hydrogen bonds.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure Analysis
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Dihedral angles and hydrogen bonding significantly influence molecular conformation and intermolecular interactions.
Purpose of the Study:
- To elucidate the precise molecular geometry of the title compound, C(15)H(11)Cl(2)NO(2).
- To investigate the spatial relationships between the aromatic rings and the central acetamide group.
- To identify and characterize intramolecular hydrogen bonding interactions within the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the atomic coordinates and bond parameters.
- Geometric analyses were performed to calculate dihedral angles between key molecular planes.
- Analysis of non-bonded contacts identified potential intramolecular hydrogen bonds.
Main Results:
- The dihedral angle between the two primary benzene rings was determined to be 74.83°.
- The N-bound and terminal benzene rings exhibited distinct inclinations of 4.09° and 78.38°, respectively, relative to the acetamide plane.
- Intramolecular hydrogen bonds of the C-H⋯O and N-H⋯O types were identified, forming characteristic S(6) ring structures.
Conclusions:
- The crystal structure of C(15)H(11)Cl(2)NO(2) is characterized by significant non-planarity between its aromatic systems.
- The observed hydrogen bonding patterns contribute to the stabilization of the molecular conformation in the solid state.
- These findings provide valuable data for structure-property relationship studies in related organic compounds.
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