(E)-3-Bromo-N'-(2,4-dichloro-benzyl-idene)benzohydrazide.

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Benzaldehyde and benzohydrazide derivatives are important scaffolds in medicinal chemistry.
• Understanding the synthesis and structural properties of novel organic compounds is crucial for developing new materials and pharmaceuticals.

Purpose of the Study:

• To synthesize and characterize a new organic compound with the molecular formula C(14)H(9)BrCl(2)N(2)O.
• To elucidate the molecular configuration and crystal packing of the synthesized compound.
• To investigate the intermolecular interactions governing the crystal structure.

Main Methods:

• Chemical synthesis involving the reaction of 2,4-dichloro-benzaldehyde with 3-bromo-benzohydrazide in methanol.
• Single-crystal X-ray diffraction to determine the molecular structure, configuration, and crystal packing.
• Analysis of bond lengths, bond angles, and dihedral angles to describe the molecular geometry.
• Identification of intermolecular hydrogen bonds (N-H⋯O and C-H⋯O) and their role in crystal assembly.

Main Results:

• Successful synthesis of the target compound C(14)H(9)BrCl(2)N(2)O.
• Determination of an E configuration about the C=N imine bond.
• Measurement of a dihedral angle of 5.3(2)° between the two phenyl rings.
• Observation of intermolecular N-H⋯O and C-H⋯O hydrogen bonds.
• Formation of one-dimensional chains along the c-axis in the crystal lattice.

Conclusions:

• The synthesized compound exhibits a specific E configuration and a near-planar arrangement of its phenyl rings.
• Intermolecular hydrogen bonding plays a significant role in organizing the molecules into extended chain structures.
• The study provides valuable structural insights into this class of organic compounds, potentially aiding future drug design or materials science applications.