Synthesis, Single Crystal Structure, and Hirshfeld Surface of (E)-N'-(2-Hydroxybenzylidene)-2-((3-(Trifluoromethyl)Phenyl)Amino)Benzohydrazide

Abstract

A hydrazide-hydrazone derivative, (E)-N'-(2-hydroxybenzylidene)-2-((3-(trifluoromethyl)phenyl) amino)benzohydrazide, was synthesized and characterized using various spectroscopic techniques such as FTIR, 1H-NMR and 13C-NMR spectroscopy, and X-ray diffraction. The compound crystallized in the monoclinic space group P2/n, with lattice parameters: a = 21.0586(8) & Aring;, b = 8.1969(3) & Aring;, c = 21.6475(10) & Aring;, and /3 = 92.886(2)degrees. Within a single crystal cell, two crystallographically independent asymmetric molecules are present. These molecules are chemically identical but display a non-planar geometric molecular structure. The crystal structure was stabilized by C-H..O and C-H..N hydrogen bonds, which facilitate intermolecular interactions that form a three-dimensional network. The presence of effective hydrogen bond donors and acceptors contribute to the formation of a tightly interconnected three-dimensional structure. Additionally, Hirshfeld surface analysis was conducted to examine potential hydrogen bonding and spatial arrangement of atoms. This analysis quantified hydrogen bond interaction and identified atoms likely to participate in such interactions. Alongside stabilization by strong hydrogen bonds, pi..pi interactions significantly influence the packing arrangement, with interactions among the phenyl rings observable through shape index and curvedness diagrams.