2,2,2-Trichloro-N-(3,4-dimethyl-phen-yl)acetamide

Area of Science:

• Organic Chemistry
• Crystallography

Background:

• Understanding molecular conformation and hydrogen bonding is crucial in organic chemistry.
• The specific compound C(10)H(10)Cl(3)NO has not been extensively studied regarding its hydrogen bonding network.

Purpose of the Study:

• To elucidate the conformational properties of the N-H bond in C(10)H(10)Cl(3)NO.
• To investigate the presence and nature of intra- and inter-molecular hydrogen bonding in the title compound.
• To characterize the supramolecular assembly formed through hydrogen bonding.

Main Methods:

• X-ray crystallography was employed to determine the solid-state structure of C(10)H(10)Cl(3)NO.
• Analysis of bond distances, angles, and intermolecular interactions was performed.

Main Results:

• The N-H bond in C(10)H(10)Cl(3)NO was found to be in an anti conformation relative to the C=O bond.
• Intra-molecular hydrogen bonding (N-H⋯Cl) and inter-molecular hydrogen bonding (N-H⋯O) were identified.
• The inter-molecular hydrogen bonds link the molecules into infinite chains, establishing a specific crystal packing.

Conclusions:

• The conformational preference and hydrogen bonding patterns of C(10)H(10)Cl(3)NO have been characterized.
• The identified hydrogen bonding network dictates the formation of one-dimensional supramolecular chains.
• This study provides insights into the structural behavior of this chlorinated amide.