Synthesis and Structural Investigations of New 4-Hexyl-1-(4-nitrophenyl)-1-H-1,2,3-triazole:An Experimental and Theoretical Insight

摘要

The title compound,4-hexyl-l-(4-nitrophenyl)-l-H-1,2,3-triazole(C14H18N4O2),was synthesized using one-pot strategy via click reaction and the structure was characterized mainly by single-crystal X-ray diffraction,NMR,FT-IR and MS.C14H18N4O2 was crystallized from an EtOH/EtOAc solution in triclinic system,space group P1,with α = 5.3679(3),b = 7.5499(5),c =17.5534(11) A,α = 92.360(4),β = 90.359(4),γ = 98.864(4)°,V(A3) = 702.24(8),Z = 2,crystal size(mm) = 0.42 × 0.26 × 0.18,Rint = 0.096.Packing diagram indicates that there is dimeric interaction between two units via N(3)…H(6).The crystal structure of the title compound(1) is stabilized by intermolecular interactions.In addition,X-ray analysis also reveals C-H…π and π-π interactions in the molecule.Theoretical investigations were performed by using Gaussian 09 software at the B3LYP/6-31G(d,p) level of density finctional theory(DFT) to compare the theoretical results with the experimental and to probe structural properties.The molecular electrostatic potential(MEP) mapped over the entire stabilized geometry of the molecule indicated their chemical reactivities.Furthermore,frontier molecular orbital(electronic properties) was computed at the same level of DFT as used for energy minima structure.