3-Chloro-N-(2-methyl-phen-yl)benzamide.

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding the precise arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• The title compound, C(14)H(12)ClNO, presents an interesting case for structural analysis due to its substituted aromatic rings.

Purpose of the Study:

• To elucidate the detailed molecular structure of the title compound, C(14)H(12)ClNO.
• To investigate the spatial arrangement of substituents on the benzoyl and aniline rings.
• To characterize the intermolecular interactions and crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular geometry.
• Identification of intermolecular interactions, such as hydrogen bonds, was performed.

Main Results:

• The meta-chlorine atom on the benzoyl ring is oriented anti to the carbonyl (C=O) bond.
• The ortho-methyl group on the aniline ring is positioned syn to the N-H bond.
• The two aromatic rings exhibit near coplanarity, with a small dihedral angle of 3.48°.
• N-H⋯O hydrogen bonds were identified as the primary stabilizing force in the crystal lattice, forming chains along the b axis.

Conclusions:

• The determined molecular structure provides a precise description of the compound's conformation and substituent orientation.
• The near-planar arrangement of the aromatic rings and specific substituent positioning are key structural features.
• Intermolecular hydrogen bonding plays a significant role in the crystal packing, influencing the solid-state properties.