Synthesis, Structural Characterization, and Quantum Chemical Analysis of (E)-2-(1-(4-Bromophenyl)ethylidene)hydrazinecarbothioamide: A Potential Candidate for Biological Applications

This study reports the synthesis, structural characterisati- on, and computational analysis of a novel compound, (E)-2-(1-(4-bromophenyl)ethylidene)hydrazine (EBEHC), synthesised via condensation of 1-(4-bromophenyl)ethano ne and thiosemicarbazide in methanol. Yellow single crystals were obtained through recrystallisation. Single-crystal X-ray diffraction revealed that EBEHC crystallises in a monoclinic system (space group P21/c), with a unit cell volume of 1103.56 ų. Experimental and DFT-calculated geometries showed a strong correlation, with bond length and angle deviations within 0.02 Å and 3°, respectively. Conformational analysis identified R1(a) as the most stable conformer (energy: -9147715.587 kJ/mol), while R2(b) was the least stable (ΔE: +2874.87 kJ/mol). FT-IR and DFT analyses confirmed N–H stretching near 3444 cm⁻¹ and C–Br vibrations near 445 cm⁻¹. Hirshfeld surface analysis revealed significant intermolecular interactions—hydrogen bonding (45.2%) and halogen contacts (19.4%). Molecular docking indicated favourable binding with cholesterol-reducing targets, suggesting potential anti-cholesterol properties. These findings highlight EBEHC’s promising structural, spectroscopic, and biological characteristics for future therapeutic applications.