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

Gümüş, Hacer; Tamer, Ömer; Avcı, Davut; Atalay, Yusuf

doi:10.1016/j.saa.2014.04.128

Cited by 24 publications

(2 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The double bond between the carbon-oxygen atoms is formed by π-π bonding between carbon and oxygen. Because these atoms have different electronegativities, the bonding electrons are not equally distributed between the two atoms [54]. The calculated absorptions at ≈1715 (84%) and ≈1686 (67%) cm −1 for hydrazone forms of both compounds by B3LYP/6-31G(d,p) method are modes 16 and 17, respectively, which belongs to the stretching of bond C=O of pyridine ring.…”

Section: C=o Vibrationsmentioning

confidence: 96%

Theoretical Studies of Molecular Structures, Infrared Spectra, NBO and NLO Properties of Some Novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone Dyes

Eşme

Sağdınç

2016

Acta Phys. Pol. A

View full text Add to dashboard Cite

The optimized geometrical structures, infrared spectra, molecular electrostatic potential, natural bond orbital and nonlinear optical properties of 5-phenylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridoine (1) and 5-(4-bromophenylazo)-6-hydroxy-4-phenyl-3-cyano-2-pyridoine (2) dyes with a detailed study on the azo-hydrazone tautomerism in the ground state have been investigated by density functional theory using B3LYP functional with 6-31G(d,p) basis set. Vibrational modes are assigned with the help of vibrational energy distribution analysis program. Highest occupied molecular orbital and lowest unoccupied molecular orbital energies of the (1) and (2) compounds with azo and hydrazone forms were calculated with the same method and basis set. Molecular parameters like global hardness (η), global softness (σ) and electronegativity (χ) were calculated with the results obtained from the highest occupied and lowest unoccupied molecular orbital energies. Nonlinear optical parameters (mean polarizability ( α ), the anisotropy of the polarizability ( ∆α ) and the mean first-order hyperpolarizability ( β )) of the title compounds were investigated theoretically. The atomic charges, electronic exchange interaction, and charge delocalization of the molecules have been studied by natural bond orbital analysis.

show abstract

Section: C=o Vibrationsmentioning

confidence: 96%

Theoretical Studies of Molecular Structures, Infrared Spectra, NBO and NLO Properties of Some Novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone Dyes

Eşme

Sağdınç

2016

Acta Phys. Pol. A

View full text Add to dashboard Cite

show abstract

“…HOMO and LUMO behave as electron donor and acceptor, respectively, and thus can be considered as the valance and conductance band of the system, respectively (Akyıldırım et al, 2017). Furthermore, the HOMO-LUMO energy band gap is a principal factor determining various quantum molecular descriptors such as chemical hardness and softness, ionization potential, electron affinity, aromaticity, chemical potential, kinetic stability, polarizability, chemical reactivity and electronegativity (Gü mü ş et al, 2014;Alpaslan et al, 2015). In the case of title crystal, LUMO+1, LUMO, HOMO and HOMOÀ1 energy values, their shapes and energy gaps are computed using B3LYP/6-31G** level of theory in the GAMESS package (Schmidt et al, 1993) and are shown in Fig.…”

Section: Uv-vis Spectral and Homo-lumo Analysismentioning

confidence: 99%

X-ray, dielectric, piezoelectric and optical analyses of a new nonlinear optical 8-hydroxyquinolinium hydrogen squarate crystal

Goel

Yadav

Sinha

et al. 2018

Acta Crystallogr B Struct Sci Cryst Eng Mater

View full text Add to dashboard Cite

Supporting information: this article has supporting information at journals.iucr.org/b X-ray, dielectric, piezoelectric and optical analyses of a new nonlinear optical 8-hydroxyquinolinium hydrogen squarate crystalThe 1:1 complex of 8-hydroxyquinoline with squaric acid has been characterized using single-crystal X-ray diffraction, UV-vis spectroscopy, density functional theory (DFT) calculations, and photoluminescence, dielectric, piezoelectric and second-harmonic generation (SHG) studies. The title compound (8-hydroxyquinolinium hydrogen squarate; HQS) contains one protonated 8-hydroxyquinoline cation (C 9 H 8 NO + ) and one hydrogen squarate mono-anion (C 4 HO 4 À ). All the intermolecular hydrogen-bonding interactions present in the HQS crystal structure are analyzed by three-dimensional molecular Hirshfeld surface analysis and their relative contributions are determined from two-dimensional fingerprint plots. The structure of C 9 H 8 NO + ÁC 4 HO 4 À molecular complex has been optimized at the DFT/B3LYP/6-31G(d,p) level. The UV-vis spectroscopic data calculated by time-dependent density functional theory are compared with the experimental data. The LUMO+1, LUMO, HOMO and HOMOÀ1 energy values, their shapes and energy gaps are calculated using the B3LYP/6-31G(d,p) level of theory. The HQS material exhibits high SHG output (2.6 times of that of potassium dihydrogen phosphate), high photoluminescence emission centred at 474 nm and a piezoelectric charge coefficient of 3 pC N À1 . Henceforth, HQS can serve as an alternative potential candidate for multifunctional nonlinear optically active and piezoelectric crystals.

show abstract

Electronic, Chemical, Thermodynamics Properties Screening of [M(SDPH)(VDPH)(X)a(Y)b)]n (M = Cr, Mn, Fe, Co, Ni; X = NH3; Y: H2O; a = 0 or 1; b = 1 or 2; n = 0 or 1) Metal Complexes with an Extended Tight Binding Quantum Chemical Method

Pratiwi

Mulyani

Ivansyah

2022

Computational Science and Its Applications – ICCSA 2022

View full text Add to dashboard Cite

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

Cited by 24 publications

References 41 publications

Theoretical Studies of Molecular Structures, Infrared Spectra, NBO and NLO Properties of Some Novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone Dyes

Theoretical Studies of Molecular Structures, Infrared Spectra, NBO and NLO Properties of Some Novel 5-arylazo-6-hydroxy-4-phenyl-3-cyano-2-pyridone Dyes

X-ray, dielectric, piezoelectric and optical analyses of a new nonlinear optical 8-hydroxyquinolinium hydrogen squarate crystal

Electronic, Chemical, Thermodynamics Properties Screening of [M(SDPH)(VDPH)(X)a(Y)b)]n (M = Cr, Mn, Fe, Co, Ni; X = NH3; Y: H2O; a = 0 or 1; b = 1 or 2; n = 0 or 1) Metal Complexes with an Extended Tight Binding Quantum Chemical Method

Contact Info

Product

Resources

About