Molecular structure, spectroscopic, dielectric and thermal study, nonlinear optical properties, natural bond orbital, HOMO-LUMO and molecular docking analysis of (C6Cl2O4) (C10H14N2F)2·2H2O

• Published in: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2018-11, Vol.204, p.328-339
• Main Authors: Hosna, Saadouni, Janzen, Daron E., Mary, Y. Sheena, Resmi, K.S., Thomas, Renjith, Mohamed, Rzaigui, Wajda, Smirani
• Format: Article
• Language: English
• Subjects: Chloranilate; Crystal structure; DFT; HOMO-LUMO; Vibrational spectra
• ISSN: 1386-1425
• DOI: 10.1016/j.saa.2018.06.062

A new chloranilate compound with 1-(2-fluorophenyl)piperazine has been synthesized and characterized using spectroscopic methods and X-ray diffraction. The atomic arrangement can be described by an H-bonded 3D network, formed by anionic entities, organic cations and H2O molecules linked together via NH…O, OH…Cl, CH…Cl and CH…O hydrogen bonds. The vibrational absorption bands of the various characteristic groups of this compound have been identified by infrared spectroscopy. Moreover, the thermal and dielectric analyses have shown that the title compound has a phase transition at 393 K. The surface mapped over the dnorm property, highlights the A⋯H (AO, C, Cl and F) as the main intermolecular contacts. On the other hand, the geometry, intermolecular bonds and harmonic vibrational frequencies of the title molecule have been investigated using the B3LYP/6-31G (d, p) method. The stability of the structure obtained, as well as the charge transfer within the molecule, have been confirmed by determining the energies of the HOMO and LUMO levels and the theoretical gap energy. Molecular docking studies of the title compound have also been conducted as part of this study. [Display omitted] •Structure and hydrogen-bonding network were investigated by single crystal X-ray.•The computed vibrational spectra are in good agreement with the experimental results.•Dielectric and thermal analysis confirm the order-disorder phase transition.•Studied NLO properties, MEP and NBO.•Molecular Docking suggest that the title compound can be a new anticonvulsant drug.