Synthesis, antibacterial evaluation, crystal structure, molecular interaction analysis and DFT calculations of novel N-hydroxy-2-(4-methylbenzamido)benzamide

Abstract In this study, an efficient strategy for the synthesis of a new benzamide derivative N-hydroxy-2-(4-methylbenzamido)benzamide was reported by using readily available reagents, and its antibacterial activity against bacterial strains was investigated. This new compound crystallized in a monoclinic system with the P21/n space group. Its unit-cell parameters were a = 7.5103(2) A, b = 11.7991(3) A, c = 15.2645(4) A, β = 91.907(2)° and Z = 4. Crystal packing was stabilized by hydrogen bonds and π-stacking interactions and van der Waals interactions. Hirshfeld surfaces and their associated two-dimensional fingerprint plots were utilized to analyze the intermolecular interactions in the crystal structure. In addition, electrostatic surface potential (ESP) was generated by the density functional theory.