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Updated: May 31, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-Methyl-N-phenyl-2-(quinolin-8-yl-oxy)acetamide monohydrate
Li-Hua Zhi1, Wei-Na Wu, Shu Li
1Department of Physics and Chemistry, Henan Polytechnic University, Jiaozuo 454000, People's Republic of China.
Summary
This study details the crystal structure of a novel compound, C(18)H(16)N(2)O(2)·H(2)O. The research highlights a near-perpendicular arrangement between its quinoline and benzene rings, stabilized by hydrogen bonds.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
- The formation of hydrogen bonds plays a significant role in the self-assembly and stability of crystalline structures.
- Quinoline and acetamide moieties are common structural motifs in pharmaceuticals and materials science.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(18)H(16)N(2)O(2)·H(2)O.
- To analyze the dihedral angle between the quinoline and benzene ring systems.
- To investigate the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- The crystal structure was analyzed to identify hydrogen bond donors and acceptors.
- Geometric parameters, including dihedral angles and bond lengths/angles, were precisely measured.
Main Results:
- The crystal structure of C(18)H(16)N(2)O(2)·H(2)O was successfully determined.
- A significant dihedral angle of 87.19(8)° was observed between the quinoline and benzene ring systems.
- Intermolecular hydrogen bonds of the O-H⋯N and O-H⋯O types were identified, linking water and acetamide molecules.
Conclusions:
- The title compound exhibits a near-planar arrangement of its fused ring systems, with the quinoline and benzene rings almost perpendicular.
- The crystal packing is stabilized by a network of hydrogen bonds involving water and acetamide molecules.
- This structural information provides valuable insights into the solid-state behavior and potential applications of this class of compounds.
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