title: Effects of donor-acceptor groups on the structural and electronic properties of 4-(methoxymethyl)-6-methyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carbonitrile.
abstract: Quantum chemical calculations on the geometric parameters, harmonic vibrational wavenumbers and 1H and 13C nuclear magnetic resonance (NMR) chemical shifts values of 4-(methoxymethyl)-6-methyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carbonitrile [C9H9N3O4] molecule in ground state were performed using the ab initio HF and density functional theory (DFT/B3LYP) methods with 6-311++G(d,p) basis set. The results of optimized molecular structure were presented and compared with X-ray diffraction results. The theoretical vibrational frequencies and 1H and 13C NMR chemical shifts values were compared with experimental values of the investigated molecule. The observed and calculated values were found to be in good agreement. Since the title compound contains different electron-donor and -acceptor groups as well as lone pair electrons, and multiple bonds, the effects of these groups on the structural and electronic properties are found out. In addition, conformational, natural bond orbital (NBO), nonlinear optical (NLO) analysis, frontier molecular orbital energies, molecular surfaces, Mulliken charges and atomic polar tensor based charges were investigated using HF and DFT methods.
authors.affiliation: Sakarya University, Arts and Sciences Faculty, Department of Physics, 54187 Serdivan, Turkey.
authors.forename: Hacer Pir
authors.initials: HP
authors.lastname: Gümüş
authors.affiliation: Sakarya University, Arts and Sciences Faculty, Department of Physics, 54187 Serdivan, Turkey.
authors.forename: Ömer
authors.initials: Ö
authors.lastname: Tamer
authors.affiliation: Sakarya University, Arts and Sciences Faculty, Department of Physics, 54187 Serdivan, Turkey. Electronic address: davci@sakarya.edu.tr.
authors.forename: Davut
authors.initials: D
authors.lastname: Avcı
authors.affiliation: Sakarya University, Arts and Sciences Faculty, Department of Physics, 54187 Serdivan, Turkey.
authors.forename: Yusuf
authors.initials: Y
authors.lastname: Atalay
mesh_terms: D004560:Electricity; D004583:Electrons; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009570:Nitriles / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013816:Thermodynamics
chemical_list: C000595705:4-(methoxymethyl)-6-methyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carbonitrile; D009570:Nitriles; D011725:Pyridines
keywords: 4-(Methoxymethyl)-6-methyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carbonitrile; Conformational analysis; HF and DFT calculations; NBO and NLO analysis