Crystallographic and Spectroscopic Insights Into a New Bromo-Schiff Base With Antibacterial Activity

Abstract

A novel bromo-substituted Schiff base, (E)-4-bromo-2-(((3-hydroxy-4-methylphenyl)imino)methyl)phenol (B-HMPIMP), was synthesized through a condensation reaction of 5-bromo-2-hydroxybenzaldehyde and 5amino-2-methylphenol in methanol. The compound was characterized using spectroscopic techniques including UV-Vis, FT-IR, and NMR (1H and 13C), which confirmed the presence of imine (-C=N), hydroxyl (-OH), aromatic, and bromo functionalities. Crystallographic analysis via single-crystal X-ray diffraction revealed that B-HMPIMP crystallizes in the orthorhombic system with notable planarity and intramolecular hydrogen bonding. The compound's antibacterial potential was evaluated against Gram-positive and Gram-negative bacterial strains, showing moderate inhibitory activity, particularly against Klebsiella pneumoniae and Staphylococcus aureus. These findings point out the importance of B-HMPIMP as a halogenated Schiff base with both structural stability and promising antimicrobial activity.