Insight into the theoretical and experimental studies of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone N(4)-methyl-N(4)- phenylthiosemicarbazone - A potential NLO material

• Published in: Journal of molecular structure 2017-12, Vol.1150, p.135-145
• Main Authors: Sangeetha, K.G., Aravindakshan, K.K., Safna Hussan, K.P.
• Format: Article
• Language: English
• Subjects: DFT; Docking; NBO; NLO; Thiosemicarbazones
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2017.08.078

The synthesis, geometrical parameters, spectroscopic studies, optimised molecular structure, vibrational analysis, Mullikan population analysis, MEP, NBO, frontier molecular orbitals and NLO effects of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone N-(4)-methyl-N-(4)-phenylthiosemicarbazone, C25H23N5OS (L1) have been communicated in this paper. A combined experimental and theoretical approach was used to explore the structure and properties of the compound. For computational studies, Gaussian 09 program was used. Starting geometry of molecule was taken from X-ray refinement data and has been optimized by using DFT (B3LYP) method with the 6-31+G (d, p) basis sets. NBO analysis gave insight into the strongly delocalized structure, responsible for the nonlinearity and hence the stability of the molecule. Frontier molecular orbitals have been defined to forecast the global reactivity descriptors of L1. The computed first-order hyperpolarizability (β) of the compound is 2 times higher than that of urea and this account for its nonlinear optical property. Simultaneously, a molecular docking study of the compound was performed using GLIDE Program. For this, three biological enzymes, histone deacetylase, ribonucleotide reductase and DNA methyl transferase, were selected as receptor molecules. [Display omitted] •The titled compound was characterised by single crystal XRD.•NBO analysis and Hyperpolarizability were computed using DFT/B3LYP method.•The compound is a potential NLO material.•Molecular docking study of the compound was performed using GLIDE Program.