Molecular structure (monomeric and dimeric) and hydrogen bonds in 5-benzyl 2-thiohydantoin studied by FT-IR and FT-Raman spectroscopy and DFT calculations.
In the present work the structural and spectral characteristics of 5-benzyl-2-thiohydantoin (5-BTH) have been studied by methods of infrared, Raman spectroscopy and quantum chemistry. Electrostatic potential surface, optimized geometry, harmonic vibrational frequencies, infrared intensities and activities of Raman scattering were calculated by density functional theory (DFT) employing B3LYP with complete relaxation in the potential energy surface using 6-311G++(d,p) basis set. Our results support the hydrogen bonding pattern proposed by reported crystalline structure. Stability of the molecule arising from hyperconjugative interactions, charge delocalization have been analyzed using natural bond orbital (NBO) analysis. The 13C nuclear magnetic resonance (NMR) chemical shifts of the molecule are calculated by the gauge independent atomic orbital (GIAO) method and compared with experimental results. UV-vis spectrum of the compound was recorded in methanol solvent. The TD-DFT calculations have been performed to explore the influence of electronic absorption spectra in the gas phase, as well as in solution environment using PCM and 6-311++G(d,p) basis set. In addition, the thermodynamic properties of the compound were calculated at different temperatures and corresponding relations between the properties and temperature were also studied.
Department of Applied Physics, Faculty of Engineering & Technology, M.J.P. Rohilkhand University, Bareilly, India.
Vipin
V
Deval
Department of Applied Physics, Faculty of Engineering & Technology, M.J.P. Rohilkhand University, Bareilly, India; Department of Physics, Lucknow University, Lucknow, India.
Amit
A
Kumar
Department of Physics, Lucknow University, Lucknow, India.
Vineet
V
Gupta
Department of Physics, Lucknow University, Lucknow, India.
Anamika
A
Sharma
Department of Applied Physics, Faculty of Engineering & Technology, M.J.P. Rohilkhand University, Bareilly, India. Electronic address: drarchana.physics@gmail.com.
Archana
A
Gupta
Department of Physics, Lucknow University, Lucknow, India.
Poonam
P
Tandon
Division of Material Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa, Japan.
Ko-Ki
KK
Kunimoto
D019281:Dimerization; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D055672:Static Electricity; D013816:Thermodynamics; D013867:Thiohydantoins / Q000737:chemistry*; D014732:Vibration; D014961:X-Ray Diffraction
D013867:Thiohydantoins
5-Benzyl-2-thiohydantoin; DFT; FT-IR; FT-Raman; Hydrogen bonding; NBO analysis