Combined experimental and computational modeling studies on 4-[(2-hydroxy-3-methylbenzylidene) amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
Corresponding Author
Hasan Tanak
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, Turkey
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, TurkeySearch for more papers by this authorAyşen Ağar
Department of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, Turkey
Search for more papers by this authorMetin Yavuz
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, Turkey
Search for more papers by this authorCorresponding Author
Hasan Tanak
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, Turkey
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, TurkeySearch for more papers by this authorAyşen Ağar
Department of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, Turkey
Search for more papers by this authorMetin Yavuz
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, Kurupelit, Samsun 55139, Turkey
Search for more papers by this authorAbstract
The Schiff base compound, 4-[(2-hydroxy-3-methylbenzylidene)amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one, has been synthesized and characterized by IR, UV–vis, and X-ray single-crystal determination. Molecular geometry from X-ray experiment of the title compound in the ground state have been compared using the density functional method (B3LYP) with 6-31G(d,p) basis set. Calculated results show that density functional theory (DFT) can well reproduce the structure of the title compound. The energetic behavior of the title compound in solvent media has been examined using B3LYP method with the 6-31G(d,p) 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. By using TD-DFT method, electronic absorption spectra of the title compound have been predicted and a good agreement with the TD-DFT method and the experimental one is determined. The predicted nonlinear optical properties of the title compound are much greater than ones of urea. In addition, DFT calculations of the title compound, molecular electrostatic potential and NBO analysis were performed at B3LYP/6-31G(d,p) level of theory. © 2010 Wiley Periodicals, Inc. Int J Quantum Chem, 2011
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