(E)-N′-(4-nitrobenzylidene)-2-(1-(4-methoxyphenyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)acetohydrazide: Synthesis, crystal structure, DFT and Hirshfeld surface analysis

Abstract A new Schiff base ( E )- N′ -(4-nitrobenzylidene)-2-(1-(4-methoxy-phenyl)-5-oxo-1 H -1,2,4-triazol-4(5 H )-yl)acetohydrazide ( 3 ) was synthesized and characterized by IR, 1 H NMR, 13 C NMR, Mass spectral data, elemental analysis, TGA/DTA and finally by single crystal X–ray crystallography. X–ray diffraction study indicates that the title compound crystallizes in the monoclinic crystal system (space group P2 1 /n) with unit cell dimensions a = 11.2265(3) A, b = 8.8051(2) A, c = 18.6200(6) A, β  = 90.772(2)°, Z = 4, and V = 1840.43(9) A 3 . The crystal structure is stabilized by intermolecular hydrogen bonds (C H⋯O and N H⋯O) and short contacts of the type C O⋯π. Theoretical calculations of the compound 3 are carried out using density functional theory (DFT) at B3LYP/6–31+G level. Intermolecular interactions in the crystal structures were quantified using the Hirshfeld surface analysis. The majority contribution to the Hirshfeld surface is H⋯O (34.6%) contacts.