Synthesis, Spectral Properties, Crystal Structure and DFT Studies of 2-((1-Phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzonitrile

2-((1-Phenyl-1H-1,2,3-triazol-4-yl)methoxy)benzonitrile (3), was synthesized by scaffold Schiff base condensation reaction of 1,2,3-triazole (1) and then followed by its dehydration. The title compound was characterized by typical spectroscopic techniques such as ¹H-NMR, ¹³C-NMR and FTIR. The structure of the title compound 3 was also determined by single crystal X-ray diffraction analysis. The compound co-crystallizes with water molecules, which occupy a twofold axis special position, in the orthorhombic system with space group Pnna and a = 13.606(3) Å, b = 23.442(5) Å, c = 8.2412(16) Å. The crystal structure is stabilized by strong hydrogen bonds between the water molecules and the compound, along with weaker secondary interactions, including π-π stacking and C-H···N interactions. The geometry of 3 was optimized by the DFT method and the results were compared with the single crystal X-ray diffraction data. Frontier molecular orbitals of the title compound 3 were calculated by using the B3LYP/6–31 + g(d,p) method. MEP analysis and Mulliken charge density, Global reactivity and thermodynamic properties were also performed.