Structural Investigation and Hirshfeld Surface Analysis of N-(3

Abstract

A new synthesis of N-(3-chloro-4-methylphenyl)-2-(3-nitrobenzamido)benzamide was developed in acetic acid as a solvent using the reaction of 3-choloro-4-methylaniline, and 2-(3-nitrophenyl)-4H-benzo[1,3]oxazin-4-one. This method proved to be efficient in the synthesis of the bis amide compound in good yields and purity. The compound, C21H16ClN3O4, was characterized by single-crystal XRD, IR, H-1 NMR, and C-13 NMR spectroscopic studies. In the crystal, the molecules are linked by N-H?O and C-H?O hydrogen bonds. There are also weak p?p interactions in the compound form a layer structure parallel to the bc plane. In addition, Hirshfeld surface analysis was carried out to investigate the location of atoms with the potential to form hydrogen bonds and the numerical ratio of these interactions of the compound.