Theoretical modeling and experimental studies on N-n-Decyl-2-oxo-5-nitro-1-benzylidene-methylamine

• Published in: Journal of molecular modeling 2009-10, Vol.15 (10), p.1281-1290
• Main Authors: Tanak, Hasan, Erşahin, Ferda, Köysal, Yavuz, Ağar, Erbil, Işık, Şamil, Yavuz, Metin
• Format: Article
• Language: English
• Subjects: Benzylidene Compounds - chemistry; Characterization and Evaluation of Materials; Chemistry; Chemistry and Materials Science; Computer Appl. in Life Sciences; Computer Applications in Chemistry; Cyclohexanones - chemistry; Models, Molecular; Models, Theoretical; Molecular Medicine; Original Paper; Schiff Bases - chemistry; Theoretical and Computational Chemistry; Thermodynamics
• ISSN: 1610-2940; 0948-5023
• DOI: 10.1007/s00894-009-0492-3

The Schiff base compound, N-n-Decyl-2-oxo-5-nitro-1-benzylidene-methylamine, has been -synthesized and characterized by IR, electronic spectroscopy, 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 Hartree-Fock (HF) and density functional method (B3LYP) with 6-31G(d) basis set. Calculated results show that density functional theory (DFT) at B3LYP/6-31G(d) level can well reproduce the structure of the title compound. To investigate the solvent effect for the atomic charge distributions of the title compound, self-consistent reaction field theory with Onsager reaction field model was used. In addition, DFT calculations of the title compound, molecular electrostatic potential and thermodynamic properties were performed at B3LYP/6-31G(d) level of theory.