Spectroscopic characterization and density functional studies of (Z)-1-[(2-methoxy-5-(trifluoromethyl)phenylamino)methylene] naphthalene-2(1H)-one

WOS: 000358555700025In the current work, the Schiff base compound (Z)-1-[(2-Methoxy-5-(trifluoromethyl)phenylamino)methylenelnaphthalene-2(1H)-one (I) has been characterized by using C-13 NMR, H-1 NMR, FT-IR and UV-vis spectroscopic techniques. Molecular geometry of the compound I in the ground state, vibrational frequencies, electronic absorption spectra and gauge including atomic orbital (CIAO) H-1 and C-13 NMR chemical shift values have been calculated by using the density functional method (DFT) with 6-311++G(d,p) basis set and compared with the experimental data. The optimized geometric parameters obtained by using DFT (B3LYP/6-311++G(d,p)) show good agreement with the experimental data. The vibrational frequencies were determined based on the recorded FT-IR spectra in the range of 4000-400 cm(-1) for solid state. Using the TD-DFT method, electronic absorption spectra of the compound I have been predicted and good agreement is determined with the experimental ones. In addition, molecular electrostatic potential (MEP), frontier molecular orbital analysis (HOMO-LUMO), non-linear optical (NLO) properties. NBO analysis and NBO atomic charges of the compound I were investigated using same theoretical calculations. (C) 2015 Elsevier B.V. All rights reserved.Scientific Research Project Office of Giresun University, TurkeyGiresun University [FEN-BAP-A-220413-61]The authors are grateful to the Scientific Research Project Office of Giresun University, Turkey, for access to the Gaussian 09W program package. (Project no.: FEN-BAP-A-220413-61

Synthesis, spectroscopic characterization and computational studies of (Z)-1-((5,6,7,8-tetrahydronaphthalen-1-ylamino)methylene)naphthalen-2(1H)-one

WOS: 000320221900002The Schiff base compound (Z)-1-((5,6,7,8-tetrahydronaphthalen-1-ylamino)methylene)naphthalen-2(1H)-one has been synthesized and characterized by IR, UV-Vis and single-crystal X-ray diffraction. The title compound exist as NH tautomeric form in solid state. Molecular geometry and vibrational frequencies of the compound in the ground state have been calculated using the density functional method (DFT) with 6-31G(d,p) basis set and compared with the experimental data. The calculated results show that the optimized geometry can well reproduce the crystal structural parameters, and the theoretical vibrational frequencies are in good agreement with the experimental values. In calculation of electronic absorption spectra, TD-DFT calculations were carried out in the both gas and solution phases. The energetic behavior of the compound in solvent media has been examined using B3LYP method with the 6-31G(d,p) basis set by applying the polarizable continuum model (PCM). The total energy of the compound decreases with increasing polarity of the solvent. Besides, molecular electrostatic potential (MEP), non-linear optical (NLO) properties of the compound were investigated using theoretical calculations. (c) 2013 Elsevier B.V. All rights reserved

Molecular structure, spectroscopic characterization and DFT calculations of a novel (Z)-1-[(2-Ethylphenylamino)methylene]naphthalene-2(1H)-one

Ozdemir, Namik/0000-0003-3371-9874WOS: 000356550000006A novel Schiff base compound (Z)-1-[(2-Ethylphenylamino)methylene]naphthalene-2(1H)-one was synthesized from the reaction of 2-hydroxy-1-naphthaldehyde with 2-ethylaniline. The structural properties of the compound have been characterized by using FT-IR, H-1 and C-13 NMR, UV-vis and X-ray single-crystal methods. According to X-ray diffraction result, the title compound exists in the keto-amine tautomeric form. The molecular geometry, vibrational frequencies, electronic absorption spectra and gauge including atomic orbital (GIAO) H-1 and C-13 NMR chemical shift values of the title compound in the ground state have been calculated by using density functional theory (DFT/B3LYP) method with 6-311G++(d,p) basis set, and compared with the experimental data. The obtained results indicate that optimized geometry can well reflect the crystal structural parameters. The theoretical values are in good agreement with the experimental ones. The energetic behavior of the compound in solvent media has been examined using B3LYP method with the 6-311G++(d,p) basis set by applying the polarizable continuum model (PCM). The total energy of the compound decreases with increasing polarity of the solvent. The molecular electrostatic potential (MEP), HOMO-LUMO energy gap and non-linear optical (NLO) properties of the compound were investigated using theoretical calculations. (C) 2015 Elsevier B.V. All rights reserved.Scientific Research Project Office of Giresun University, TurkeyGiresun University [FEN-BAP-A-220413-61]The authors are grateful to the Scientific Research Project Office of Giresun University, Turkey, for access to the Gaussian 09W program package (Project no: FEN-BAP-A-220413-61)

Thiol-thione tautomeric analysis, spectroscopic (FT-IR, Laser-Raman, NMR and UV-vis) properties and DFT computations of 5-(3-pyridyl)-4H-1,2,4-triazole-3-thiol molecule

Gokce, Halil/0000-0003-2258-859X; , Nuri/0000-0001-8742-0160; ceylan, umit/0000-0002-1461-9889WOS: 000375501500025PubMed: 27054702In this study, the 5-(3-pyridyl)-4H-1,2,4-triazole-3-thiol molecule (C7H6N4S) molecule has been characterized by using FT-IR, Laser-Raman, NMR and UV-vis spectroscopies. Quantum chemical calculations have been performed to investigate the molecular structure (thione-thiol tautomerism), vibrational wavenumbers, electronic transition absorption wavelengths in DMSO solvent and vacuum, proton and carbon-13 NMR chemical shifts and HOMOs-LUMOs energies at DFT/B3LYP/6-311 ++G(d,p) level for all five tautomers of the title molecule. The obtained results show that the calculated vibrational wavenumbers, NMR chemical shifts and UV-vis wavelengths are in a good agreement with experimental data. (C) 2016 Elsevier B.V. All rights reserved.Scientific Research Project Office of Giresun University, TurkeyGiresun University [FEN-BAP-A-250414-51, FEN-BAP-A-220413-61]The authors are grateful to the Scientific Research Project Office of Giresun University, Turkey, for access to the Gaussian 09W program package and Workstation (Project no.: FEN-BAP-A-250414-51 and FEN-BAP-A-220413-61)

Spectroscopic characterization and quantum chemical computations of the 5-(4-pyridyl)-1H-1,2,4-triazole-3-thiol molecule

, Nuri/0000-0001-8742-0160WOS: 000371072000003The Fourier transform infrared, laser-Raman, proton and carbon-13 nuclear magnetic resonance chemical shifts, and Ultraviolet (UV)-Visible spectra of the 5-(4-pyridyl)-1H-1,2,4-triazole-3-thiol molecule have been experimentally recorded. The molecular geometric structure analysis, vibrational frequencies, electronic absorption spectroscopy, frontier molecular orbital energies, and molecular electrostatic potential of the 5-(4-pyridyl)-1H-1,2,4-triazole-3-thiol molecule have been calculated by using density functional theory calculations with the 6-311++G(d,p) basis set in the ground state, for the first time. Additionally, natural bond orbitals and non-linear optical properties of the 5-(4-pyridyl)-1H-1,2,4-triazole-3-thiol molecule have been theoretically investigated by using the mentioned level. The obtained results show that the theoretical values are in good agreement with experimental data.Scientific Research Project Office of Giresun University, TurkeyGiresun University [FEN-BAP-A-250414-51, FEN-BAP-A-220413-61]The authors are grateful to the Scientific Research Project Office of Giresun University, Turkey, for access to the Gaussian 09 W program package and Workstation (Project no.: FEN-BAP-A-250414-51 and FEN-BAP-A-220413-61)

1,2,4-triazole derivative with Schiff base; thiol-thione tautomerism, DFT study and antileishmanial activity

WOS: 000413387400010Thiol-thione tautomerism of 1,2,4-triazole derivative with Schiff base was investigated by spectro-scopic methods and quantum mechanical calculations. Theoretical study of thiol-thione tautomeric forms of 1,2,4-triazole derivative with Schiff base; 1,2,4-triazole-thiol form, 1-((5-mercapto-4-(thio-phene-2-ylmethyleneamino)-4H-1,2,4-triazole-3-yl)methyl)-3-(thiophene-2-ylmethyl)-4-(thiophene-2- ylmethyleneamino)-1H-1,2,4-triazole-5(4H)-one (I) and 1,2,4-triazole-thione form, 3-(thiophene2-ylmethyl)-4-(thiophene-2-ylmethyleneamino)-1-((4-(thiophene-2-ylmethyleneamino)-5-thioxo-4,5- dihydro-1H-1,2,4-triazole-3-yl)methyl)-1H-1,2,4-triazole-5(4H)-one (II) was performed by the density functional theory (DFT) method with 6-311++G(d,p) basis set. Structural parameters were obtained and spectral parameters of NMR, FTIR and U-V vis were compared with experimental ones to determine structural details. In vitro antileishmanial activity was studied against Leishmania infantum promastigots by microdilution broth assay with Alamar Blue Dye. The results indicate that 1,2,4-triazole derivative exists in both thiol and thione form and, can be evaluated as antiparasitic in term of antileishmanial activity. (C) 2017 Elsevier B.V. All rights reserved

Theoretical and antimicrobial activity study for ethyl{4-[3-(1H-imidazole-1-yl)propyl]-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetate

WOS: 000399656200005Ethyl{4-[3-(1H-imidazole-1-yl)propyl]-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}-acetate (I) was synthesized as described in the literature and studied by proton and carbon-13 nuclear magnetic resonance, Fourier transform infrared spectroscopic techniques. Theoretical calculations were performed by the density functional method with 6-311G(d,p) and 6-311++G(d,p) basis sets. Structural parameters of compound I, vibrational frequencies, and chemical shift values were determined. The antimicrobial activity of compound I was tested for seven standard bacteria; Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Yersinia enterocolitica, Listeria monocytogenes, Shigella flexneri, Pseudomonas aeruginosa, and one standard fungi isolate by microdilution broth assay with Alamar Blue Dye. The in vitro results show that compound I has antimicrobial activity against to two standard bacteria, Shigella flexneri and Listeria monocytogenes. And also, the antifungal activity was not detected against selected fungi isolate, Candida tropicalis

1,2,4-triazole derivatives with morpholine; DFT study and antileishmanial activity

33rd International Physics Conference of Turkish-Physical-Society (TPS) -- SEP 06-10, 2017 -- Konacik, TURKEYWOS: 0004372935000121,2,4-triazole derivatives with morpholine; 4-((3-methylthiophene-2-yl) methylenamino)-1-((4-(3-methylthiophene-2-yl) methylene amino)-1-(morpholinomethyl)-5-thioxo-4,5-dihydro-1H-1,2,4-triazole-3-yl) methyl)-3-(thiophene-2-ylmethyl)-1H-1,2,4-triazole-5(4H)-one (compound I) and 1-((1-(morpholinomethyl)-4-(5-nitrothiophene-2-yl) methyleneamino)-5-thioxo-4,5-dihydro-1H-1,2,4-triazole-3-yl) methyl)4-(( 5-nitrothiophene-2-yl) methyleneamino)-3-(thiophene-2-ylmethyl)-1H-1,2,4-triazole-5(4H)-one (compound II), were optimized using a density functional theory (DFT) method with 6-311G(d,p) basis set and structural and spectral parameters were determined. In vitro antileishmanial activities of compounds were performed against Leishmania infantum promastigots by microdilution broth assay with Alamar Blue dye. Amphotericin B was used as standard drug. The results show that both compounds are antiparasitic and especially compound II has considerable antileishmanial activity due to the minimal inhibitory concentration value of 312 mu g/mL.Turkish Phys So

Spectroscopic characterization and density functional studies of new thiadiazole 1,1-dioxide compounds

3rd International Turkish Congress on Molecular Spectroscopy (TURCMOS) -- AUG 26-29, 2017 -- Bodrum, TURKEYWOS: 000449132500007New thiadiazole compounds, 3-imino-4-(anthracene-9-yl)-1,2,5-thiadiazolidine 1,1-dioxide (I) and 3-imino-4-(10-chloroanthracene-9-yl)-1,2,5-thiadiazolidine 1,1-dioxide (II) were synthesized and characterized by Fourier Transform Infrared Spectroscopy (FTIR), C-13 and H-1 NMR and UV-vis spectroscopic methods. Calculations of molecular geometries and spectroscopic parameters were performed using DFT/6-311++G(d,p) method. Frontier Molecular Orbitals (FMOs), Non-Linear Optical (NLO) properties and Molecular Electrostatic Potential (MEP) maps of newly synthesised compounds were obtained. The some considerable differences between experimental and calculated vibrational frequencies and NMR chemical shift values can be attributed to the presence of N-H center dot center dot center dot O type intermolecular hydrogen bonds in the molecular structures of both compounds. NLO properties of compounds were determined by using the mean polarizability (alpha) and the first-order hyperpolarizability (beta) values calculated as 36.8326 x 10(-24)/18.7571 x 10(-31) esu for I, 36.9489 x 10(-24)/31.6544 x 10(-31) esu for II, respectively at the mentioned computational level. These values are greater than the ones of urea (alpha = 4.9067 x 10(-24) and beta = 7.8782 x 10(-31) esu) and therefore, NLO properties study demonstrates that the both compounds, especially compound II, can be suggested as a good nonlinear optical material. (C) 2018 Elsevier B.V. All rights reserved.Ordu University, Scientific Research Projects Co-ordination Department (ODU/BAP) [HD-1611]We thank the Ordu University, Scientific Research Projects Co-ordination Department (ODU/BAP) for their financial support (No. HD-1611)

Structural, spectroscopic, radical scavenging activity, molecular docking and DFT studies of a synthesized Schiff base compound

Ozdemir, Namik/0000-0003-3371-9874WOS: 000456491500022A synthesized Schiff base, (E)-4-nitro-2-[(o-tolylimino)methyl]phenol (L), was prepared and characterized by FT-IR, single crystal X-Ray diffraction, NMR chemical shift and UV-Vis. spectroscopic techniques. Theoretical calculations of L were performed by using density functional theory (DFT) calculations with the B3LYP/6-311++G (d,p) level in the ground state. The obtained calculation geometry was found to be in well consistent with the experimental geometry. X-ray diffraction investigation shows that the L crystallized in phenol-imine form with O-H center dot center dot center dot N intramolecular hydrogen bond. X-ray diffraction and Hirshfeld surface analysis were done to examine the contribution of intermolecular contacts in crystal packing of L. Frontier molecular orbitals, electronic absorption wavelengths and non-linear optical features of the L were investigated with molecular modeling methods. It worthy of note that, the radical scavenging activities of L were examined by using ABTS(center dot+), DMPD center dot+ and DPPH center dot assays. According to acquired results, L shows effective DPPH center dot (SC50 10.99 +/- 0.12 mu g/mL, DMPE center dot+ (SC50 11.51 +/- 0.16 mu g/mL), and ABTS(center dot+) (SC50 8.55 +/- 0.17 ug/mL) scavenging activities compared with standard antioxidant compounds such as Trolox (TRO), rutin (RUT) and butylated hydroxy anisole (BHA). Molecular docking study was carried out to predict the potency of inhibition of L against mitochondrial Ubiquinol-Cytochrome C Reductase binding (UQCRB) protein. The molecular docking results showed that the L exhibited a good activity with -7.80 kcaL/mol value of binding affinity energy. (C) 2018 Published by Elsevier B.V.Scientific Research Project Office of Giresun University, TurkeyGiresun University [FEN-BAP-A-220413-61]The authors are grateful to the Scientific Research Project Office of Giresun University, Turkey, for a research grant. (Project no: FEN-BAP-A-220413-61)