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Updated: Jun 1, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-(3,5-Dimethyl-phen-yl)-2-methyl-benzamide
The molecular structure reveals significant twists in the amide group relative to its phenyl rings. These molecules form chains through intermolecular hydrogen bonds in the crystal structure.
Area of Science:
- Crystal Engineering
- Molecular Structure
- Organic Chemistry
Background:
- Understanding molecular conformations and intermolecular interactions is crucial for designing materials with specific properties.
- The study of organic compounds with amide functionalities provides insights into chemical bonding and structural arrangements.
Purpose of the Study:
- To elucidate the detailed molecular structure of the title compound, C(16)H(17)NO.
- To investigate the conformational preferences of the amide group and aromatic rings.
- To characterize the intermolecular interactions governing crystal packing.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the three-dimensional molecular structure.
- Analysis of bond lengths, bond angles, and torsion angles provided insights into molecular geometry.
- Hydrogen bonding networks were identified and analyzed.
Main Results:
- The amide group exhibits significant twisting (41.8° and 29.0°) out of the planes of the 2-methyl-phenyl and 3,5-dimethyl-phenyl rings.
- A dihedral angle of 69.5° was observed between the two aromatic rings.
- Intermolecular N-H⋯O hydrogen bonds link molecules into C(4) chains along the c-axis.
Conclusions:
- The study provides a precise description of the molecular and crystal structure of C(16)H(17)NO.
- The observed conformational features and hydrogen bonding patterns are key to understanding the compound's solid-state behavior.
- This structural information can guide the design of related compounds with tailored properties.
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