Structural, docking and spectroscopic studies of a new piperazine derivative, 1-Phenylpiperazine-1,4-diium bis(hydrogen sulfate)

• Published in: Journal of molecular structure Vol. 1202; p. 127351
• Main Authors: Noureddine, Olfa, Gatfaoui, Sofian, Brandán, Silvia Antonia, Marouani, Houda, Issaoui, Noureddine
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15.02.2020
• Subjects: AIM; DFT calculations; Hirshfeld surface; Molecular docking; NBO; RDG; NBO; RDG; AIM; DFT calculations; Molecular docking; Hirshfeld surface
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2019.127351

In this work, the new organic-inorganic hybrid material 1-Phenylpiperazine-1,4-diium bis(hydrogen sulfate) (1-PPHS) have been investigated. Experimental and theoretical studies of 1-PPHS are presented. The IR spectrum has been recorded in the regions 4000-400 cm−1. Optimized geometry, molecular properties, electronic structure and Vibrational spectra of 1-PPHS were calculated using B3LYP functional at 6–311++G(d,p) level of theory. The predicted geometrical parameters show very good correlations with the corresponding experimental ones. The complete vibrational assignments of expected 114 vibration modes for 1-PPHS were performed considering monodentate coordinations and C2V symmetries for both HSO4 groups. The harmonic force field and the scaled force constants for 1-PPHS at the same level of theory were also reported. The electronic absorption spectrum of the studied molecule was evaluated in the gas and solvent phase. Analysis of MEP has been done which recognizes electrophilic and nucleophilic sites. In the subject to understand the chemical reactivity and kinetic stability of the molecule, Frontiers Molecular Orbitals, electronic absorption wavelengths were investigated with molecular modeling methods. Intermolecular interactions were analyzed by Natural Bond Orbital NBO and topological AIM approaches and, also, these two studies clearly support the monodentate coordinations of both HSO4 groups by means of N–H⋯O–S interactions. The reduced density gradient (RDG) is also determined to study the different interactions within molecular structures. The characteristics of intermolecular interactions are analyzed using Fingerprint plots of Hirshfeld surface. Thermal stability of 1-PPHS is determined by thermogravimetric analyzes DTA and TG. Finally, inhibitor characteristics on Phosphodiesterase 10 A (PDE10) on human Monoamine oxidase B (MAOB) enzymes of determined stable compound of 1-PPHS were investigated via molecular docking using iGEMDOCK program. [Display omitted] •The optimized geometry and vibrational wavenumbers are computed using DFT/B3LYP method.•Charge transfer interactions are analyzed by NBO, AIM and Hirshfeld surface analysis.•The HOMO-LUMO, MEP and Global chemical reactivity were investigated.•Molecular docking studies confirmed the inhibitor activity of the 1-PPHS compound.