A Study on the Synthesis, Crystallographic Structure, DFT Calculations, Hirshfeld Surface Analysis, Drug-likeness and Molecular Docking of the Julolidene-Based Schiff Base Containing Compound

This study gives an in-depth investigation of the molecular structure of a julolidene-based molecule, (C36H50N4O2). The investigation comprises the X-ray diffraction, density functional theory calculations, Hirshfeld surface analysis, drug similarity evaluation, and molecular docking simulations. The compound’s structure was initially derived from X-ray coordinates and then optimized using the B3LYP density functional theory method with the 6-31G(d,p) and 6-311G(d,p) basis sets. In the present paper, the detailed molecular interactions and X-ray crystal structure of this molecule are discussed. The space group is P1 ̅ and has the following unit cell parameters: a = 6.8512 (9) Å, b = 9.9748 (14) Å, c = 13.892(3) Å, α = 74.679 (13)o, β = 86.608 (13)o, γ = 75.049 (11)o, V = 884.6 (2) Å3, Z = 1. The julolidene-based compound is crystallized with only half of the molecule in the asymmetric unit, which has reverse symmetry. A complex network comprised of O–H···N and C–H···O hydrogen bonds, and C–H···π interactions stabilizes the crystal structure, forming supramolecular architectures. The synthesized compound’s theoretical parameters were compared with experimental findings. The optimized structure was analyzed at the same theoretical level, encompassing frontier molecular orbital analysis, molecular electrostatic potential, and chemical reactivity indices. Hirshfeld surface assessment was employed to anticipate molecular interactions. In addition, a drug similarity study was performed on the synthesized compound. Finally, an analysis of molecular docking for the compound under investigation was conducted.