N'-Benzyl-idene-2-chloro-N-(4-chloro-phen-yl)acetohydrazide

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Dichloro-benzene derivatives are important in various chemical applications, necessitating detailed structural characterization.

Purpose of the Study:

• To elucidate the detailed molecular structure of the title compound, C15H12Cl2N2O.
• To investigate the spatial relationship between the chloro-benzene ring and the rest of the molecule.
• To analyze the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the atomic coordinates and bond parameters.
• Computational analysis was used to assess coplanarity and dihedral angles.
• Analysis of intermolecular contacts, including hydrogen bonds, was performed.

Main Results:

• The non-chloro-benzene atoms were found to be nearly coplanar with an r.m.s. deviation of 0.073 Å.
• A significant dihedral angle of 67.37° was observed between the coplanar atoms and the chloro-benzene ring.
• An almost eclipsed conformation was identified between the carbonyl (C=O) and the Csp2-Cl groups, with a specific torsion angle of -6.5°.
• The crystal structure is characterized by chains formed through C-H⋯O hydrogen bonds along the [100] direction.

Conclusions:

• The molecular geometry of C15H12Cl2N2O is well-defined, with specific torsional angles influencing its conformation.
• Intermolecular hydrogen bonding plays a key role in organizing the crystal structure, forming extended chains.
• The findings provide a fundamental structural basis for further studies on this class of dichloro-benzene compounds.