title: Computational and spectral studies of 6-phenylazo-3-(p-tolyl)-2H-chromen-2-one.
abstract: 6-Phenylazo-3-(p-tolyl)-2H-chromen-2-one 4 was prepared and characterized by IR, (1)H, and (13)C NMR spectral studies. The optimized structure of the chromen-2-one 4 was investigated by the Gaussian 03 B3LYP density functional method calculations at 6-31G(d,p) basis set. The gauge-independent atomic orbital (GIAO) (13)C and (1)H chemical shift calculations for the synthesized chromen-2-one in CDCl3 were also made by the same method. The computed IR frequencies of the chromen-2-one and the corresponding vibrational assignments were analyzed by means of potential energy distribution (PED%) calculation using vibrational energy distribution analysis (VEDA) program. The first order hyperpolarizability (βtot), polarizability (α) and dipole moment (μ) were calculated using 6-311G(d,p) basis set and the nonlinear optical (NLO) properties are also addressed theoretically. Stability of the chromen-2-one 4 molecule has been analyzed by calculating the intramolecular charge transfer using natural bond order (NBO) analysis. The molecular electrostatic potentials, HOMO-LUMO energy gap and geometrical parameters were also computed. Topological properties of the electronic charge density in chromen-2-one 4 were analyzed employing the Bader's Atoms in Molecule (AIM) theory which indicated the presence of intramolecular hydrogen bond in the molecule.
authors.affiliation: Department of Chemistry, Annamalai University, Annamalainagar 608 002, India. Electronic address: profmeka1@gmail.com.
authors.forename: A
authors.initials: A
authors.lastname: Manimekalai
authors.affiliation: Department of Chemistry, Annamalai University, Annamalainagar 608 002, India.
authors.forename: N
authors.initials: N
authors.lastname: Vijayalakshmi
mesh_terms: D001391:Azo Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry*; D004583:Electrons; D008958:Models, Molecular; D008968:Molecular Conformation; D017711:Nonlinear Dynamics; D055620:Optical Phenomena; D066244:Proton Magnetic Resonance Spectroscopy; D017550:Spectroscopy, Fourier Transform Infrared; D055672:Static Electricity; D013816:Thermodynamics; D014732:Vibration
chemical_list: D001391:Azo Compounds; D003374:Coumarins
keywords: AIM; Chromen-2-one; DFT; VEDA