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

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the three-dimensional arrangement of atoms within a molecule is fundamental in chemistry.
• Specific bond conformations influence molecular properties and intermolecular interactions.
• Crystal structure analysis provides precise details on molecular geometry and packing.

Purpose of the Study:

• To elucidate the precise molecular conformation of the title compound, C(10)H(12)ClNO.
• To investigate the spatial relationship between the carbonyl (C=O) and amine (N-H) groups and other substituents.
• To characterize the intermolecular interactions, specifically hydrogen bonding, present in the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
• Analysis of bond lengths, bond angles, and torsional angles provided conformational details.
• Identification and analysis of intermolecular interactions, such as hydrogen bonds, were performed.

Main Results:

• The carbonyl (C=O) bond is conformationally anti to the N-H bond and methylene hydrogens in both independent molecules.
• The N-H bond exhibits syn conformation relative to the meta-methyl group in one molecule and anti in the other.
• Two independent molecules form chains via intermolecular N-H⋯O hydrogen bonding along the b axis.

Conclusions:

• The study precisely defines the solid-state conformation of C(10)H(12)ClNO.
• Intermolecular hydrogen bonding plays a significant role in the crystal packing of this compound.
• The observed conformational variations between independent molecules offer insights into molecular flexibility.