Synthesis, crystal structure, Hirshfeld surface analysis, and DFT calculations of new 1-[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]-6-methoxy-1H-benzimidazol-2(3H)-one

Benzimidazole derivatives are of substantial importance because of their wide array of pharmacological activities. These nitrogen-containing heterocycles are used as therapeutic agents in medicinal chemistry. The title compound has been prepared using click chemistry (Copper-Catalyzed Azide-Alkyne Cycloaddition (CuAAC)) involving 1-propargyl-6-methoxy benzimidazolone as the dipolarophile and benzylazide as the dipole. The crystallographic study showed that the compound with formula C18H17N5O2 adopts a “pincer-like” conformation in the crystal. Inversion-related N–H⋯O hydrogen bonds form dimers which are elaborated into layers parallel to (10–2) by C–H⋯O and C–H⋯N hydrogen bonds and C–H⋯π(ring) and π-stacking interactions. The Hirshfeld surface analysis of the title compound was performed using the Crystal Explorer program while the density functional theory (DFT) calculation was performed by the hybrid B3LYP method.