2-Chloro-N-(3,5-dichloro-phenyl)-benzamide

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Benzanilides are a class of organic compounds with diverse applications.
• Understanding the molecular geometry of substituted benzanilides is crucial for predicting their properties and reactivity.
• Previous studies have characterized various benzanilide derivatives, providing a basis for comparison.

Purpose of the Study:

• To elucidate the detailed molecular structure of N35DCP2CBA (C(13)H(8)Cl(3)NO).
• To analyze the conformation of the amide group and its orientation relative to the aromatic rings.
• To investigate intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of N35DCP2CBA.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecular geometry.
• Identification and analysis of hydrogen bonding networks were performed.

Main Results:

• The amide group in N35DCP2CBA adopts a trans-planar conformation, consistent with related benzanilides.
• The carbonyl group (C=O) is positioned anti to the ortho-chloro substituent on the benzoyl ring.
• Significant dihedral angles were observed between the amide group and the benzoyl/aniline rings (63.1° and 31.1°, respectively), and between the two rings (32.1°).
• N-H⋯O hydrogen bonds link the molecules into chains along the b-axis.

Conclusions:

• The crystal structure of N35DCP2CBA is characterized by a trans-planar amide group and specific dihedral angles between its aromatic systems.
• Intermolecular N-H⋯O hydrogen bonding plays a key role in organizing the molecules within the crystal structure.
• The findings contribute to the understanding of structure-property relationships in chlorinated benzanilide derivatives.