6-Phenyl-3-(4-pyridyl)-1,2,4-triazolo-[3,4-b][1,3,4]thiadiazole: Synthesis, experimental, theoretical characterization and biological activities
| Autor: | Alper Kus, Mustafa Karatepe, Cahit Orek, Ahmet Çetin, Ahmet Cansız, Pelin Koparir, Kamiran Sarac |
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| Rok vydání: | 2012 |
| Předmět: |
Pyridines
Static Electricity Molecular Conformation Torsion Mechanical Microbial Sensitivity Tests Crystallography X-Ray Vibration Polarizable continuum model Antioxidants Analytical Chemistry Anti-Infective Agents Picrates Atomic orbital Computational chemistry Thiadiazoles Physics::Chemical Physics Instrumentation Spectroscopy Basis set Bacteria Chemistry Biphenyl Compounds Hydrogen Bonding Free Radical Scavengers Carbon-13 NMR Atomic and Molecular Physics and Optics Molecular geometry Energy profile Solvents Thermodynamics Density functional theory Ground state |
| Zdroj: | Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 97:606-615 |
| ISSN: | 1386-1425 |
| DOI: | 10.1016/j.saa.2012.07.016 |
| Popis: | The molecular geometry, vibrational frequencies, and gauge including atomic orbital (GIAO) 1 H and 13 C NMR chemical shift values of the title compound in the ground state have been calculated using the Hartree–Fock (HF) and density functional theory (DFT) methods with 6-31G(d) basis sets, and compared with the experimental data. The calculated results show that the optimized geometries can well reproduce the crystal structural parameters and the theoretical vibrational frequencies, and 1 H and 13 C NMR chemical shift values show good agreement with experimental data. To determine conformational flexibility, molecular energy profile of the title compound was obtained by HF/6-31G(d) and (DFT/B3LYP) calculations with respect to selected degree of torsional freedom, which was varied from −180° to +180° in steps of 10°. The energetic behavior of the title compound in solvent media was examined using the B3LYP method with the 6-31G(d) basis set by applying the Onsager and the polarizable continuum model (PCM). The results obtained with these methods reveal that the PCM method provided more stable structure than Onsager’s method. The title compound has been tested in vitro for biological effects. |
| Databáze: | OpenAIRE |
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