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Updated: May 19, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-(4-Chloro-phen-yl)-2,2-diphenyl-acetamide
This study details the crystal structure of a chloro-substituted compound, revealing an S(6) ring motif stabilized by intramolecular hydrogen bonding. Molecular packing in the crystal lattice is influenced by intermolecular hydrogen bonds and weak C-H⋯π interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding molecular interactions and crystal packing is crucial in materials science and drug design.
- Intramolecular and intermolecular forces dictate the solid-state properties of organic compounds.
Purpose of the Study:
- To elucidate the crystal structure of the title compound C(20)H(16)ClNO.
- To analyze the hydrogen bonding network and intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond distances, angles, and dihedral angles provided insights into molecular geometry.
- Intermolecular interactions, including hydrogen bonds and C-H⋯π interactions, were identified and characterized.
Main Results:
- The title compound exhibits an S(6) ring motif formed by an intramolecular C-H⋯O hydrogen bond.
- The chloro-substituted benzene ring is nearly perpendicular to the other benzene rings, with dihedral angles around 87-89°.
- Molecules are arranged in chains along the c-axis via intermolecular N-H⋯O hydrogen bonds.
- Weak C-H⋯π interactions involving the chloro-substituted ring contribute to the crystal packing.
Conclusions:
- The crystal structure of C(20)H(16)ClNO is characterized by specific intramolecular and intermolecular interactions.
- The observed hydrogen bonding and π-interactions influence the overall molecular arrangement and stability in the solid state.
- This structural information contributes to the understanding of structure-property relationships in related organic compounds.
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