Crystal structure of 2-(3-nitrophenyl)-1,3-thiazolo[4,5-<i>b</i>]pyridine

El‐Hiti, Gamal A.; Smith, Keith; Hegazy, Amany S.; Ajarim, Mansour D.; Kariuki, Benson M.

doi:10.1107/s2056989015019118

Cited by 2 publications

(2 citation statements)

References 5 publications

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“…The optimized geometric parameters (bond lengths, bond angles and dihedral angles) of the parent molecule 1 and some of its derivatives 2-4 using B3LYP/6-311G (d,p) method are listed in Tables 2 and 3. The optimized bond lengths and bond angles are compared with the available Xray experimental data [38][39][40]. The observed bond lengths of C 1 -C 2 and C 2 -C 3 in pyridine ring are 1.371Å and 1.521Å respectively, while the theoretical values are 1.370Å and 1.518Å respectively.…”

Section: Geometry Structurementioning

confidence: 98%

TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety

Hussien¹

2019

IJCTC

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The electronic structure and spectra of the studied compounds 1-4 are investigated using TD-DFT/B3LYB/6-311G (d, p) level of theory. The results of calculations show that all the studied compounds 1-4 are non-planar, as indicated from the dihedral angles. The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both Acetone (as polar solvent) and Xylene (as non-polar solvent). The observed vertical electronic transitions assignments are facilitated via time-dependent density functional theory TD-DFT. Solvent dependence of the band maxima (λ max ) and intensities of the observed spectra are explained in terms of blue and red shifts. Electronic configurations contributing to each excited state are identified and the relevant MOs are characterized. The natural bond orbital (NBO) analysis were discussed in terms of the extent of delocalization, intermolecular charge transfer and second order perturbation interactions between donor and acceptor MOs. The Coulomb-attenuating method (CAM-B3LYP) and Corrected Linear Response Polarizable Continuum Model (CLR) PCM studied for theoretically obtaining the electronic absorption spectra in gas phase, Acetone and Xylene, respectively, indicate a good agreement with the observed spectra. The calculated nonlinear optical parameters (NLO); polarizibilty (α), anisotropy of the polarizibility (∆α) and first order hyperpolarizibility (β) of the studied compounds show promising optical properties. The HOMO-LUMO energy gap helped in analyzing the chemical reactivity, hardness, softness, chemical potential and electro negativity. 3D-plots of the molecular electrostatic potential (MEP) for the studied compounds are investigated and analyzed showing the distribution of electronic density of orbital's describing the electrophilic and nucleophilic sites of the selected molecules.

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Section: Geometry Structurementioning

confidence: 98%

TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety

Hussien¹

2019

IJCTC

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“…The optimized structure of the parent molecule 1 and the effect of substituent of different electron donating/withdrawing power at C53-Ph-X and C92-Ph-X on the geometrical parameters (bond lengths, bond angles and dihedral angles) of the studied compounds 2-5, is listed in Tables 1 and 2. The computed bond lengths and bond angles are compared with the available experimental data [45][46][47]. Figure 3 presented the global energy minimum obtained by the DFT-B3LYP/6-311G(d,p) and the vector of the dipole moment.…”

Section: Geometric Parametersmentioning

confidence: 99%

TD-DFT calculations, electronic structure, natural bond orbital analysis, nonlinear optical properties electronic absorption spectra and antimicrobial activity application of new bis-spiropipridinon/pyrazole derivatives

Halim

2018

Eur J Chem

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A new bis-spiropipridinon/pyrazole compound and some of its derivatives are characterized in terms of several theoretical parameters such as density of states (DOS), molecular electrostatic potentials (MEPs), non-linear optical (NLO) properties and electrophilicity. The electronic structure and nonlinear optical properties of the studied compounds 1-5 are investigated theoretically at the DFT-B3LYP/6-311G(d,p) level of theory. The effect of substituents of different strengths on the geometry and energetic are analyzed and discussed. The static dipole moment (µ), polarizability (α), anisotropy polarizability (Δα), and first order hyperpolarizability (βtot), are parameters for NLO of the studied compounds have been calculated at the same level of theory and compared with the prototype para-nitro-aniline (PNA). The electronic absorption spectra of the studied compounds are recorded in the UV-VIS region, in both ethanol and dioxane solvents. The theoretical spectra computed at a new hybrid exchange-correlation functional using the Coulomb-attenuating method (CAM-B3LYP) at the 6-311G(d,p) bases set in gas phase and with the polarizable continuum model (PCM) in dioxane and ethanol indicate a good agreement with the observed spectra. The antimicrobial activity for studied compounds was investigated. The antimicrobial activity results revealed that compound 4 has a good potency against Gram positive bacteria (E. coli) and Gram negative bacteria (P. vulgaris) in comparison with doxymycin standard. The structure activity relationship SAR has been studied for the studied compounds by DFT calculations, moreover, confirmed practical antimicrobial activity results.

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Crystal structure of 2-(3-nitrophenyl)-1,3-thiazolo[4,5-b]pyridine

Cited by 2 publications

References 5 publications

TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety

TD-DFT Calculations, NBO, NLO Analysis and Electronic Absorption Spectra of Some Novel Thiazolo[3,2-a]Pyridine Derivatives Bearing Anthracenyl Moiety

TD-DFT calculations, electronic structure, natural bond orbital analysis, nonlinear optical properties electronic absorption spectra and antimicrobial activity application of new bis-spiropipridinon/pyrazole derivatives

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