Synthesis, crystal structure, IR, 1H NMR and theoretical calculations of 1,2,4-triazole Schiff base

•The calculated and experimental data on geometric parameters of the molecule were present.•The FT-IR and 1H NMR spectra of the molecule was studied through experiment and calculation.•The HOMO–LUMO and NBO of the synthetic substance were being presented for the first time.

5-Propyl-4-amino-1,2,4-triazole Schiff base was characterized by FT-IR, 1H NMR and X-ray single crystal diffraction techniques. The compound crystallizes in the triclinic space group p-1 with z = 2. The molecular geometry was optimized using density functional theory (DFT/B3LYP) and hartree fock (HF) methods with the 6-311G+(d,p) and 6-311G basis set in ground state. From the optimized geometry of the molecule, vibrational frequencies, HOMO–LUMO and natural bond orbital (NBO) were calculated with B3LYP/6-311G+(d,p) level. In addition, gauge independent atomic orbital (GIAO) 1H NMR chemical shift values was calculated at B3LYP/6-311G+(d,p) and HF/6-311G+(d,p) level.

Graphical abstract5-Propyl-4-amino-1,2,4-triazole Schiff base was characterized by X-ray single crystal diffraction technique. The molecular geometry was optimized using density functional theory (DFT/B3LYP) and hartree fock (HF) methods. From the optimized geometry of the molecule, vibrational frequencies, HOMO–LUMO and natural bond orbital (NBO) were calculated with B3LYP /6-311G+(d,p). In addition, gauge independent atomic orbital (GIAO) 1H NMR chemical shift values was calculated with B3LYP/6-311G+(d,p) and HF/6-311G+(d,p).Figure optionsDownload full-size imageDownload as PowerPoint slide