Crystal structure, Hirshfeld surface analysis, interaction energy and DFT studies of 4-[(4-allyl-2-methoxyphenoxy)methyl]-1-(4-methoxyphenyl)-1H-1,2,3-triazole

In the title molecule, C₂₀H₂₁N₃O₃, the allyl substituent is rotated out of the plane of its attached phenyl ring [torsion angle 100.66 (15)°]. In the crystal, C-HMthphn.. OMthphn (Mthphn = methoxyphenyl) hydrogen bonds lead to the formation of (100) layers that are connected into a three-dimensional network by C-H.. π(ring) interactions, together with π-π stacking interactions [centroid-to-centroid distance = 3.7318 (10) Å] between parallel phenyl rings. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H.. H (48.7%) and H.. C/C.. H (23.3%) interactions. Computational chemistry reveals that the C-HMthphn.. OMthphn hydrogen bond energy is 47.1 kJ mol^-1. The theoretical structure, optimized by density functional theory (DFT) at the B3LYP/6-311 G(d,p) level, is compared with the experimentally determined molecular structure. The HOMO-LUMO behaviour was elucidated to determine the energy gap.