Novel benzoylthiourea derivative N-((4-iodophenyl)carbamothioyl)benzamide: synthesis, characterization, molecular modeling and investigation of antibacterial activity

A novel thiourea derivative N-((4-iodophenyl)carbamothioyl)benzamide (HL) was synthesized and characterized via FTIR, UV-vis, ¹H NMR and ¹³C NMR spectroscopic techniques and elemental analysis techniques. Using density functional theory, quantum chemical calculations of compounds isolated in the ground state at the B3LYP level were performed with the basis of LanL2DZ tuned in the gas phase. The assignment of vibration bands was carried out by performing potential energy distribution analysis. Spectroscopic data were compared both experimentally and theoretically. Energy gap, ionization potential, electron affinity and electronegativity values were calculated using boundary molecular orbitals. Analysis of single crystal X-ray diffraction data was used to obtain the crystal structure of HL. The crystal system of HL is monoclinic, the space group is C2/c, and the crystal parameters are Z = 8, a = 20.3605(15) Å, b = 16.2946(12) Å, c = 10.8646(8) Å. In addition, the thermal properties of HL were examined with the TG/DTG/DTA simultaneous system. The antibacterial activity of HL against ESBL E. coli and MRSA was studied by disc diffusion and broth microdilution tests. In the disc diffusion test, the 1.5 mg/disc dose of HL did not show antibacterial activity against ESBL E. coli and MRSA. On the other hand, in the microdilution test, the MIC value of HL against ESBL E. coli and MRSA were calculated as 12.5 mg/mL and the MBC value as 25 mg/mL.