Synthesis, crystal structure analysis and DFT studies of 3a,8a-Dihydroxy-2-thioxo-2,3,3a,8a-tetrahydroindeno[1,2- d ]imidazol-8(1 H )-one
| Autor: | D. Ramarajan, S. Sudha, Krishnamurthi Tamilarasan |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Hyperpolarizability 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Delocalized electron Computational chemistry Intramolecular force Physics::Atomic and Molecular Clusters Physical chemistry Molecule Density functional theory Molecular orbital Physics::Chemical Physics HOMO/LUMO Spectroscopy Natural bond orbital |
| Zdroj: | Journal of Molecular Structure. 1139:282-293 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2017.03.045 |
| Popis: | 3a,8a-Dihydroxy-2-thioxo-2,3,3a,8a-tetrahydroindeno[1,2-d]imidazol-8(1H)-one (NTU) crystal was synthesized and its structural characterization was performed by X-ray diffraction method. The spectral characterization was performed by the application of FTIR and FT-Raman spectroscopic techniques. In order to support the experimental results, density functional theory calculations have been carried out using B3LYP/6-31G(d,p) method. The vibrational assignment of the fundamentals was proposed on the basis of potential energy distribution (PED) calculations. The stability of the molecule due to hyper-conjugative interaction and charge delocalization was studied by natural bond orbital analysis. The charge transfer properties have been explained on the basis of highest occupied molecular orbitals (HOMOs) and lowest unoccupied molecular orbitals (LUMOs). The small energy gap between the HOMO and LUMO is an indicator of intramolecular charge transfer which is responsible for nonlinear optical properties. The first order hyperpolarizability result confirmed the nonlinear optical activity of the molecule. Molecular electrostatic potential (MEP) analysis was performed to predict the reactive sites of the molecule. The theoretical results showed good agreement with the experimental values. |
| Databáze: | OpenAIRE |
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