Four new amide derivatives of pyridinecarboxylic acids. Synthesis, structure and spectroscopic characterization

Kwiatek, Dorota; Kubicki, Maciej; Barczyński, P.; Lis, Stefan; Hnatejko, Zbigniew

doi:10.1016/j.molstruc.2017.05.080

Cited by 5 publications

(15 citation statements)

References 34 publications

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“…Initially, the bond length values indicate uniformity of the entire structure showing small distortions in the rings. The C−C bond lengths of L1 molecule in Ring1 and Ring2 have observed in the range of 1.361(4)–1.380(4) Å and 1.378(3)–1.407(3) Å, respectively.…”

Section: Resultsmentioning

confidence: 89%

“…The title molecule belongs to orthorhombic system and space group is P na2 1 . The crystal structure parameters of title compound are a =8.8026(2) Å, b =30.771(2) Å, c =4.9655(2) Å, and V =1345.00(11) Å 3 . The crystallographic view with the atomic numbering scheme and the optimized geometric structure obtained with the B3LYP/6‐311+G(d,p) method for L1 are shown in Figure .…”

Section: Resultsmentioning

confidence: 99%

“…The crystal structure parameters of title compound are a =8.8026(2) Å, b =30.771(2) Å, c =4.9655(2) Å, and V =1345.00(11) Å 3 . The crystallographic view with the atomic numbering scheme and the optimized geometric structure obtained with the B3LYP/6‐311+G(d,p) method for L1 are shown in Figure . The optimized structural parameters (bond lengths, bond angles, and dihedral angles) of L1 were calculated at the DFT level of theory using the two functionals, viz.…”

Section: Resultsmentioning

confidence: 99%

“…The optimized structural parameters (bond lengths, bond angles, and dihedral angles) of L1 were calculated at the DFT level of theory using the two functionals, viz. B3LYP and PBEPBE with the 6‐311+G(d,p) basis set and theoretical results compared with X‐ray crystal data of title molecule are listed in Table .…”

Section: Resultsmentioning

confidence: 99%

“…The crystal structure of methyl 3‐methyl‐2‐((pyridin‐2‐ylcarbonyl)amino)benzoate (L1) was synthesized and characterized with a single‐crystal X‐ray diffraction method, and its structure was experimentally analyzed in detail by FT‐IR, 1 H and 13 C NMR spectroscopic techniques by D. Kwiatek . There is no report on the detailed theoretical calculations such as structural, electronic and NLO properties, nuclear magnetic resonance (NMR), ultra‐violet visible light (UV‐Vis) and vibrational (FT‐IR) analysis of L1 molecule using the B3LYP and PBEPBE methods with the 6‐311+G(d,p) basis set.…”

Section: Introductionmentioning

confidence: 99%

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Spectroscopic, Hirshfeld Surface Analysis, and Molecular Docking Studies on Potent Anti‐Inflammatory and Analgesic Activity Methyl 3‐methyl‐2‐((pyridin‐2‐ylcarbonyl)amino)Benzoate

Eşme

2020

ChemistrySelect

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The spectral analysis of methyl 3‐methyl‐2‐((pyridin‐2‐ylcarbonyl)amino)benzoate (L1) is investigated using the FT‐IR, 1H and 13C NMR and UV‐Vis analysis using the DFT methods (B3LYP and PBEPBE) with the 6‐311+G(d,p) basis set. The Hirshfeld and fingerprint analyses were used to investigate the intermolecular interactions in the crystal structure. The vibrational wavenumbers were fulfilled in the form of potential energy distribution. The absorption wavelengths, excitation energies, and oscillator strengths for the UV‐Vis were performed by the TD‐DFT calculations in the gas phase and DMSO, chloroform solvents with the major contributions to the electronic transitions. The chemical shifts values of the NMR in CDCl3 solvent were computed using the gauge independent atomic orbital (GIAO) method and compared with the experimental data. The NLO properties such as mean polarizability, the anisotropy of the polarizability and the mean first‐order hyperpolarizability were computed by using the finite field method. The high β values (2.617×10−30 and 6.481×10−30 esu using the B3LYP and PBEPBE) indicate that a title compound is an attractive object for NLO properties. Reduced density gradient was also given to study the weak interaction, strong attraction, and strong repulsion interactions of the molecule. Molecular docking studies with different receptors (3IX3, 3UW8, and 1P93) have been performed to demonstrate that L1 has good anti‐inflammatory and analgesic activity.

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Section: Resultsmentioning

confidence: 89%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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