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Updated: May 26, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-(2,3-Dimethyl-phen-yl)-2-methyl-benzamide
Acta Crystallographica. Section E, Structure Reports Online
|December 27, 2011
Summary
This study details the molecular structure of a novel compound, C(16)H(17)NO. It reveals specific dihedral angles between aromatic rings and amide core, with molecules forming hydrogen-bonded chains in the crystal structure.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Amide-containing compounds are prevalent in pharmaceuticals and materials science, making their structural characterization important.
Purpose of the Study:
- To elucidate the precise molecular geometry and crystal packing of the title compound, C(16)H(17)NO.
- To investigate the conformational preferences of the aromatic rings and the amide core.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Analysis of intermolecular interactions, specifically hydrogen bonding, was performed.
Main Results:
- The study determined a small dihedral angle of 5.9(2)° between the two aromatic rings.
- The amide core exhibited significant twists of 44.0(3)° and 47.1(3)° relative to the planes of the 2,3-dimethyl-phenyl and 2-methyl-phenyl rings, respectively.
- Infinite chains of molecules linked by N-H⋯O hydrogen bonds were observed along the b axis in the crystal lattice.
Conclusions:
- The title compound displays a non-planar conformation due to significant twisting of the amide linkage.
- Intermolecular N-H⋯O hydrogen bonding plays a key role in the crystal packing, leading to the formation of one-dimensional chains.
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