Molecular structure and vibrational and chemical shift assignments of 3′-chloro-4-dimethylamino azobenzene by DFT calculations

Toy, Mehmet; Tanak, Hasan

doi:10.1016/j.saa.2014.11.003

Cited by 22 publications

(16 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The weak bands located at 1485 and 1447 cm À1 in the IR spectrum (1447 cm À1 in Raman) are assigned to the CH 3 asymmetric and symmetric bending modes of the N(CH 3 ) 2 group, respectively, whereas those for the CH 3 linked to the carbonyl group are observed at 1416 and 1365 cm À1 , respectively. These values are in accordance with calculated (See Table 4) and previously reported results [44,46].…”

Section: Methyl Vibrationssupporting

confidence: 93%

Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation

Rocha

Santo

Echeverría

et al. 2017

Journal of Molecular Structure

View full text Add to dashboard Cite

The compound 4-(4-dimethylaminobenzylidene)aminoacetophenone was synthesized by condensation of 4-aminoacetophenone and 4-(dimethylamino) benzaldehyde in ethanol. This compound was characterized by CG-MS, infrared, Raman, UVeVis, 1 H and 13 C NMR spectroscopy. The crystal structure was solved by single-crystal X-ray diffraction methods. The crystallographic data reveals that there are four independent molecules per asymmetric unit, that mainly differ from one another in rotations around the s-bond of the azomethine N-atom with the phenyl ring. A detailed analysis of the intermolecular interactions in the four conformers of the compound has been performed using Hirshfeld surfaces and their associated two-dimensional fingerprint plots. The optimized geometrical parameters and calculated spectroscopic features obtained by quantum chemical calculations at B3LYP method show a very good agreement with the experimental data. Moreover, Natural Bond Orbital (NBO) analysis confirms the strong hyper-conjugative LP N(n1)/ s* C(n9)eH interaction between the lone pair located in the Natom of the azomethine group and the CeH bond. Liquid crystalline properties of the Schiff base were studied by differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and Powder Xray diffraction techniques. Mesomorphic behaviour was observed in this unsymmetrical azomethine. Based on POM and DSC measurements, the hexatic Smetic B phase was detected.

show abstract

Section: Methyl Vibrationssupporting

confidence: 93%

Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation

Rocha

Santo

Echeverría

et al. 2017

Journal of Molecular Structure

View full text Add to dashboard Cite

show abstract

“…The obtained 1 H-and 13 C-NMR chemical shifts were derived from the equation δ = Σ 0 -Σ, where δ is the chemical shift, Σ is the absolute shielding and Σ 0 is the absolute shielding of the standard (TMS) [22]. The solvent effect on the theoretical 1 H-and 13 C-NMR parameters was included using the the integral equation formalism polarisable continuum model (IEF-PCM) [23] provided by Gaussian 09W.…”

Section: Theoretical Methodsmentioning

confidence: 99%

“…Therefore, it has been used frequently as a threshold value for comparative purposes [78]. The values of α and β of the title compound are greater than those of urea (the α and β of urea are 5.042Å 3 and 0.78 × 10 −30 esu obtained using the B3LYP/6-311++G(d,p) method) [22]. Theoretically, the β value of the title compound is of 6.24 times magnitude of urea.…”

Section: Non-linear Optical Propertiesmentioning

confidence: 99%

Quantum chemical studies on the molecular structure, spectroscopic and electronic properties of (6-Methoxy-2-oxo-2H-chromen-4-yl)-methyl pyrrolidine-1-carbodithioate

Evecen

Tanak

2016

Materials Science-Poland

Self Cite

View full text Add to dashboard Cite

In this paper, the molecular geometry, vibrational frequencies and chemical shifts of (6-Methoxy-2-oxo-2H-chromen-4-yl)methyl pyrrolidine-1-carbodithioate in the ground state have been calculated using the Hartree-Fock and density functional methods with the 6-311++G(d,p) basis set. To investigate the nonlinear optical properties of the title compound, the polarizability and the first hyperpolarizability were calculated. The conformational properties of the molecule have been determined by analyzing molecular energy properties. Using the time dependent density functional theory, electronic absorption spectra have been calculated. Frontier molecular orbitals, natural bond orbitals, natural atomic charges and thermodynamical parameters were also investigated by using the density functional theory calculations.

show abstract

“…Polarizability and first order hyper-polarizability provide information about nonlinear optical (NLO) properties of a material [17]. Charge distribution analysis, absorption-emission characteristics and thermal properties, along with the molecular electrostatic potential surface analysis, give a clear understanding of the structural, reactivity and spectral characteristics of the molecule under study [18]. The dipole moment characteristic of a molecule is quite beneficial in designing NLO compounds [19], and studying reaction mechanisms [20] and electronic distribution within the molecule [21].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, solvatochromism, electronic structure and nonlinear optic properties of quinolin-8-yl 2-hydroxybenzoate

Gümüş

Sıdır

et al. 2018

Maced. J. Chem. Chem. Eng.

View full text Add to dashboard Cite

Quinolin-8-yl-2-hydroxybenzoate (abbreviated as QHB) was synthesized and investigated both experimentally and theoretically to obtain its physical and electronic properties. The electronic structure and spectral behavior have been determined by using UV-vis absorption and fluorescence spectra in different 11 polarity solvent medium. The absorption band observed at 306 nm-308 nm is found to having mix of π-π* and n-π* electronic transitions due to its geometrical structure in the solution phase. Solvatochromism of QHB is investigated by using Kamlet-Taft and Catalan methods based on the linear solvation energy relationships (LSER). Kamlet-Taft solvatochromic model indicates that spectral shifts of absorption and fluorescence spectra are effectively controlled by dispersion-polarization forces which describe the non-specific interactions. Solvatochromic model of Catalan designates that solute-solvent interaction is governed by solvent polarity in the absorption spectra and by solvent acidity in the fluorescence spectra. Non-specific interactions have greater effect on fluorescence spectra compared to absorption spectra. Computational calculations were performed by the application of B3LYP/6-311+(d,p) level of theory. Conformational analysis is performed for QHB and five staggered conformers are observed on torsional potential energy surfaces. Accordingly, the most stable conformer is found as involving intra-molecular hydrogen bonding. The geometry of the other conformers indicates that the absence of hydrogen bonding gives rise to relatively higher energy. Frontier molecular orbitals (HOMO, LUMO) and non-linear optical (NLO) parameters have been calculated by B3LYP/6-311+(d,p) level of theory. Theoretical UV spectra both in gas and solution phases have also been investigated by TDDFT-CAM-B3LYP/6-311+(d,p) level of theory.

show abstract

Molecular structure and vibrational and chemical shift assignments of 3′-chloro-4-dimethylamino azobenzene by DFT calculations

Cited by 22 publications

References 59 publications

Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation

Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation

Quantum chemical studies on the molecular structure, spectroscopic and electronic properties of (6-Methoxy-2-oxo-2H-chromen-4-yl)-methyl pyrrolidine-1-carbodithioate

Synthesis, solvatochromism, electronic structure and nonlinear optic properties of quinolin-8-yl 2-hydroxybenzoate

Contact Info

Product

Resources

About