Synthesis, molecular structure, spectral analysis, natural bond order and intramolecular interactions of 2-acetylpyridine thiosemicarbazone: A combined DFT and AIM approach

• The structure of title compound was characterized by 1H, 13C NMR, IR, UV and ESI-MS.
• The wave numbers are assigned using PED analysis.
• TD-DFT was used to assign the various electronic transitions within molecule.
• Hyperconjugative interactions were analyzed by NBO analysis.
• Weaker intramolecular interactions and ellipticity was analyzed by AIM approach.

2-Acetylpyridine thiosemicarbazone was synthesized and characterized by elemental analysis, 1H, 13C NMR, IR, UV and ESI-MS mass spectrometry. Quantum chemical calculations have been performed at DFT level of theory using B3LYP functional and 6-31G (d, p) as basis set. Potential energy distribution (PED) for the normal modes of vibrations was done using Gar2ped program. The time dependent density functional theory (TD-DFT) was used to assign the various electronic transitions within molecule in gas as well as solvent phase. Non linear optical (NLO) behavior of title compound was investigated by the computed value of first hyperpolarizability (β0). Stability of molecule as a result of hyperconjugative interactions and electron delocalization was analyzed using NBO analysis. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. Intramolecular interactions were analyzed by AIM approach. The chemical reactivity descriptors were calculated to study the reactive sites within molecule.

The title thiosemicarbazone (3) was synthesized and characterized by 1H, 13C NMR, IR, UV and ESI-MS mass spectrometry. Quantum chemical calculations have been performed at DFT level of theory using B3LYP functional and 6-31G (d, p) as basis set using Gaussian 09 software package.Figure optionsDownload as PowerPoint slide