4-Hydr-oxy-N'-(4-methoxy-benzyl-idene)benzohydrazide

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Benzohydrazide derivatives are important scaffolds in medicinal chemistry.
• Schiff bases derived from aldehydes and hydrazides exhibit diverse biological activities.
• Understanding the crystal packing of organic molecules is crucial for materials science.

Purpose of the Study:

• To synthesize and characterize a novel organic compound with potential applications.
• To investigate the molecular structure and crystal packing of the synthesized compound.
• To explore the intermolecular interactions dictating the crystal lattice.

Main Methods:

• Synthesis via condensation reaction between 4-methoxy-benzaldehyde and 4-hydroxy-benzohydrazide in methanol.
• Single-crystal X-ray diffraction analysis to determine the molecular and crystal structure.
• Analysis of hydrogen bonding and dihedral angles to understand intermolecular forces.

Main Results:

• The compound C(15)H(14)N(2)O(3) was successfully synthesized and characterized.
• The molecule exhibits an E configuration around the C=N imine bond.
• Crystal structure analysis revealed a two-dimensional network formed by O-H⋯O and N-H⋯O hydrogen bonds, with a dihedral angle of 46.6° between the benzene rings.

Conclusions:

• The synthesis yielded the target compound with a defined stereochemistry.
• The crystal structure demonstrates the formation of a supramolecular network through specific hydrogen bonding interactions.
• The findings provide insights into the structure-property relationships of benzohydrazide derivatives.