Structural, vibrational and NMR spectroscopic investigations of newly synthesized 3-((ethylthio)(4-nitrophenyl)methyl)-1H-indole
| Autor: | Shabbir Ahmad, Sheeraz Ahmad Bhat, Abu T. Khan, Ajaz A. Dar |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Ethanethiol Organic Chemistry Carbon-13 NMR 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Lewis acid catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Computational chemistry Physical chemistry Molecule HOMO/LUMO Single crystal Spectroscopy Basis set Monoclinic crystal system |
| Zdroj: | Journal of Molecular Structure. 1145:94-101 |
| ISSN: | 0022-2860 |
| Popis: | The compound 3-((ethylthio)(4-nitrophenyl)methyl)-1H-indole was synthesized at room temperature through one-pot three-component reaction from 1H-indole, 4-nitrobenzaldehyde, and ethanethiol using hydrated ferric sulfate as a Lewis acid catalyst. The structure was characterised by single crystal XRD, FTIR (4000–400 cm−1), FT-Raman (4000–50 cm−1) and 1H and 13C NMR analysis. The compound crystallizes in the monoclinic with volume 3238.3(9) A3. The experimental vibrational data find the theoretical support through anharmonic frequency calculations using DFT/B3LYP level of theory in combination with 6-31G(d,p) basis set. It is observed that the predicted geometry well reproduces the XRD structural parameters. The experimental 1H and 13C NMR spectra in CDCl3 solvent and the simulated spectra predicted using gauge independent atomic orbital (GIAO) approach are also found in agreement with each other. HOMO–LUMO, MEP, atomic charges and various other thermodynamic and NLO properties of the title molecule are also reported in this paper. |
| Databáze: | OpenAIRE |
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