Molecular structure, FT-IR, vibrational assignments, HOMO–LUMO analysis and molecular docking study of 1-[5-(4-Bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone

• Published in: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Vol. 136; pp. 473 - 482
• Main Authors: Mary, Y. Sheena, Panicker, C. Yohannan, Sapnakumari, M., Narayana, B., Sarojini, B.K., Al-Saadi, Abdulaziz A., Van Alsenoy, Christian, War, Javeed Ahmad, Fun, H.K.
• Format: Journal Article
• Language: English
• Published: England Elsevier B.V 05-02-2015
• Subjects: DFT; DNA Topoisomerases, Type II - metabolism; Electrons; FT-IR; Humans; Ligands; MEP; Molecular Conformation; Molecular docking; Molecular Docking Simulation; Nonlinear Dynamics; Optical Phenomena; Pyrazoles - chemistry; Pyrazoles - pharmacology; Pyrazoline; Spectroscopy, Fourier Transform Infrared; Spectrum Analysis, Raman; Static Electricity; Vibration; FT-IR; MEP; DFT; Pyrazoline; Molecular docking
• ISSN: 1386-1425; 1873-3557
• DOI: 10.1016/j.saa.2014.09.060

Molecular structure, FT-IR, Vibrational assignments, HOMO–LUMO analysis and molecular docking study of 1-[5-(4-Bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone. [Display omitted]
•IR, spectrum and theoretical analysis were reported.•The wavenumbers are calculated theoretically using Gaussian09 software.•The wavenumbers are assigned using PED analysis.•The geometrical parameters are in agreement with XRD data.•Molecular docking studies are reported.
The optimized molecular structure, vibrational frequencies, corresponding vibrational assignments of 1-[5-(4-bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone have been investigated experimentally and theoretically using Gaussian09 software package. The title compound was optimized using the HF/6-31G(d) (6D, 7F), B3LYP/6-31G (6D, 7F) and B3LYP/6-311++G(d,p) (5D, 7F) calculations. The B3LYP/6-311++G(d,p) (5D, 7F) results and in agreement with experimental infrared bands. The geometrical parameters are in agreement with XRD data. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. Molecular electrostatic potential was also performed. From the MEP it is evident that the negative charge covers the CO group and the positive region is over the rings. First hyperpolarizability is calculated in order to find its role in nonlinear optics. Molecular docking studies suggest that the compound might exhibit inhibitory activity against TPII and may act as anti-neoplastic agent.