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    4-Hydroxy-N'-[(1E)-1-(4-methylphenyl)ethylidene]benzohydrazide: Synthesis, crystal structure, and spectroscopic studies
    (MAIK NAUKA/INTERPERIODICA/SPRINGER, 2013) Dilek, Nefise; Güneş, Bilal; Gökçe, Cansu; Güp, Ramazan
    The titled compound has been synthesized by reaction of 4'-methylacetophenon with 4-hydrox-ybenzohydrazide in presence of catalytic amount of glacial acetic acid. The compound is characterized by elemental analysis, IR, H-1 NMR, C-13 NMR and UV-visible spectra. The crystal structure was determined by X-ray diffraction method. Both X-ray data and NMR spectra indicate that the molecule exists in a trans configuration with respect to the C=N bond. The observation of strong nu(C=O) peak in IR spectra of the aroylhydrazone compound suggests that it is in keto form in solid state. X-ray diffraction results confirm this suggestion. In the crystal structure, there are N-H...O and O-H...O hydrogen bonds and weak C-H...pi interaction.
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    A new hydrazone compound with ester groups: synthesis, spectroscopic studies, crystal structure, and electrochemical supercapacitor applications
    (Springer, 2023) Gökçe Topkaya, Cansu; Tekin, Tolga; Aslan, Sema; Özçelik, Nefise; Güp, Ramazan
    We work and report the synthesis, spectroscopic results, and crystal structure of the title compound (H2L1), in this manuscript. The crystal structure of the title compound was determined using the X-ray diffraction method. This compound crystallized in the monoclinic system, space group P21/c. There is a trans configuration in the molecule, formed according to the C = N bond. The N–H…O, O–H…N hydrogen bond interactions and a weak C–H…? interactions stabilize the molecules in the lattice. The supercapacitive performance of H2L1-modified GCPE electrodes was tested for the first time and resulted in 192.65 F g?1 supercapacitance and 26.76 Wh kg?1 specific energy values at a scan rate of 20 mV s?1. It is anticipated that H2L1 contributes the electrochemical performance and will be a very promising material for energy storage applications.
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    A rapid synthesis of 2-substituted 1,2,3- triazole-1-oxide derivative starting from 4-(methyl)isonitrosoacetophenone and its Ni(II) complex: Characterization, DNA binding and cleavage properties
    (ELSEVIER SCIENCE BV, 2017) Güp, Ramazan; Erer, Oktay; Dilek Özçelik, Nefise
    An efficient route, not including any metal salt as a catalyst, for the synthesis of a new 2-substituted 1,2,3- triazole-1-oxide is reported in this paper. The title compound has been synthesized via reacting 4-(methyl)isonitrosoacetophenone with hydrazine hydrate and dipyridyl ketone in high yield under mild reaction condition. The structure of the new 1,2,3-triazole-1-oxide has been characterized via single crystal X-ray and spectral studies. The 1:1 ratio reaction of the 1,2,3-triazole 1-oxide ligand with nickel(II) chloride gives the mononuclear complex [Ni(L)(DMF)(Cl)(2)] which is hexa-coordinated within an octahedral geometry. Characterization of the 1,2,3-triazole compound and its Ni(II) complex with FTIR, H-1 and C-13 NMR, UV-vis, TGA and elemental analysis also confirm the proposed structures for the compounds. The interactions of the compounds with Calf thymus DNA (CT-DNA) have been investigated via UV-visible spectra and viscosity measurements. The results suggested that both ligand and Ni(II) complex bind to DNA in electrostatic interaction and/or groove binding with a slight partial intercalation. DNA cleavage experiments have been also investigated by agarose gel electrophoresis in the presence and absence of an oxidative agent (H2O2). Both 1,2,3-triazole 1-oxide ligand and nickel(II) complex show nuclease activity, which significantly depends on concentrations of the compounds, both in the presence and absence of an oxidative agent. DNA binding and cleavage affinities of the Ni(II) complex is stronger than that of the 1,2,3-triazole 1-oxide ligand.
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    Crystal structure of bis(isothiocyanato)[2,6-diacetylpyridine bis(4-hydroxybenzoylhydrazone)]Fe(III) chloride bis(dimethylformamide) solvate
    (Maik Nauka/Interperiodica/Springer, 2013) Dilek, Nefise; Güneş, Bilal; Büyükgüngör, Orhan; Güp, Ramazan
    The crystal structure of title compound (Fe[(C25H21N7O4S2)] center dot 4(C3NOH7), where C3NOH7 is dimethylformamide, DMF) was determined by the X-ray diffraction method. This compound crystallizes in the monoclinic C2/c space group, Z = 4. Unit cell parameters are: a = 13.6080(5), b = 17.6375(7), c = 19.5571(6) , beta = 108.753(2)A degrees. The N-H...O and O-H...O interactions stabilize the molecules in the lattice. The structure contains also the solvent dimethylformamide molecules, which are connected with intermoleculer hydrogen bond. The O atoms of DMF molecules take place as acceptor atoms.
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    Crystal structure of N?-(furan-2-ylmethylene)-4-hydroxybenzohydrazide
    (Maik Nauka/Interperiodica/Springer, 2014) Dilek Özçelik, Nefise; Gökçe, Cansu; Güneş, Bilal; Güp, Ramazan
    We report the molecular and crystal structures of the title compound. The structure of title compound in crystal was determined by the X-ray diffraction method. The molecule exists in a trans-configuration with respect to the C=N bond. The dihedral angle between two rings is 47.7(1)A degrees. This compound crystallizes in the orthorhombic, Pna2(1) space group with unit cell parameter a = 9.6014(6) , b = 11.1849(8) , c = 10.3574(7) . The N-Ha <-O and O-Ha <-N interactions stabilize the molecules in the lattice. A weak C-Ha <-pi interactions are also present.
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    One-pot synthesis of a new 2-substituted 1,2,3-triazole 1-oxide derivative from dipyridyl ketone and isonitrosoacetophenone hydrazone: Nickel(II) complex, DNA binding and cleavage properties
    (Academic Press, 2017) Güp, Ramazan; Erer, Oktay; Dilek Özçelik, Nefise
    An efficient and simple one-pot synthesis of a new 1,2,3-triazole-1-oxide via reaction between isonitrosoacetophenone hydrazone and dipyridyl ketone in the EtOH/AcOH at room temperature has been developed smoothly in high yield. The reaction proceeds via metal salt free, in-situ formation of asymmetric azine followed by cyclization to provide 1,2,3-triazole 1-oxide compound. It has been structurally characterized. The 1:1 ratio reaction of the 1,2,3-triazole 1-oxide ligand with nickel(II) chloride gives the mononuclear complex [Ni(L)(DMF)Cl-2], hexa-coordinated within an octahedral geometry. Characterization of the 1,2,3-triazole compound and its Ni(II) complex with FTIR, H-1 and C-13 NMR, UV-vis and elemental analysis also confirms the proposed structures of the compounds. The interactions of the compounds with Calf thymus DNA (CT-DNA) have been investigated by UV-visible spectra and viscosity measurements. The results suggested that both ligand and Ni(II) complex bind to DNA in electrostatic interaction and/or groove binding, also with a slight partial intercalation in the case of ligand. DNA cleavage experiments have been also investigated by agarose gel electrophoresis in the presence and absence of an oxidative agent (H2O2). Both 1,2,3-triazole 1-oxide ligand and its nickel(II) complex show nuclease activity in the presence of hydrogen peroxide. DNA binding and cleavage affinities of the 1,2,3-triazole 1-oxide ligand is stronger than that of the Ni(II) complex.
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    Seven-coordinated cobalt(II) complexes with 2,6-diacetylpyridine bis(4-hydroxybenzoylhydrazone): synthesis, characterisation, DNA binding and cleavage properties
    (TAYLOR & FRANCIS LTD, 2015) Güp, Ramazan; Gökçe, Cansu; Dilek Özçelik, Nefise
    Synthesis and characterisation of three seven-coordinated cobalt(II) complexes of 2,6-diacetylpyridine bis(4-hydroxybenzoylhydrazone) (H4L) ligand, [Co(H2L)(H2O)(2)] (1), [Co(H4L)(N-3)(2)] (2) and [Co(H4L)(NCS)(2)] (3) are described. The structures of the complexes were characterised by elemental analysis, IR, UV-vis and magnetic susceptibility measurement. The molecular structure of the [Co(H4L)(NCS)(2)] (3) was also determined by X-ray crystallography. Single crystal X-ray revealed that the Co(II) complex (3) has a pentagonal-bipyramidal coordination geometry, with pentadentate N3O2 ligand in the equatorial plane of the bipyramid and two isothiocyanato groups in the axial area. Interaction of the cobalt(II) complexes with CT-DNA was investigated by absorption titration method and viscosity measurements. Cleavage activity of the complexes with pBR 322 plasmid DNA was evaluated by agarose gel electrophoresis in presence and absence of an oxidative agent, and the mechanism of DNA cleavage was investigated. The results suggest that the cobalt(II) complexes bind effectively and they exhibit nuclease activity, which has strong dependence on the concentration of complex and reaction time, both in presence and absence of hydrogen peroxide.
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    Synthesis, structural characterization and DNA interaction of zinc complex from 2,6-diacetylpyridine dihydrazone and {4-[(2E)-2-(hydroxyimino)acetyl]phenoxy} acetic acid
    (Elsevier Science Sa, 2015) Güp, Ramazan; Gökçe, Cansu; Dilek, Nefise
    A new water soluble zinc complex has been prepared and structurally characterized. The Zn(II) complex was synthesized by the reaction of 2,6-diacetylpyridine dihydrazone (dph) with {4-[(2E)-2-(hydroxyimino) acetyl]phenoxy} acetic acid (H2L) in the presence of zinc(II) acetate. Single crystal X-ray diffraction study revealed that the zinc ion is situated in distorted trigonal-bipyramidal environment where the equatorial position is occupied by the nitrogen atom of pyridine ring and the oxygen atoms of acetate groups of two oxime ligands (H2L) whereas the axial positions of the zinc complex are occupied by the imine nitrogen atoms of dph ligand. Characterization of the complex with FTIR, H-1 and C-13 NMR, UV-vis and elemental analysis also confirmed the proposed structure. Interaction of the Zn(II) complex with calf-thymus DNA (CT-DNA) was investigated through UV-vis spectroscopy and viscosity measurements. The results suggest that the complex preferably bind to DNA through the groove binding mode. The zinc complex cleaves plasmid pBR 322 DNA in the presence and absence of an oxidative agent (H2O2), possibly through a hydrolytic pathway which is also supported by DNA cleave experiments in the presence of different radical scavengers. The nuclease activity of the zinc complex significantly depends on concentration of the complex and incubation time both in the presence and absence of H2O2. DNA cleave activity is inhibited in the presence of methyl green indicating that the zinc complex seems to bind the major groove of DNA. (C) 2015 Elsevier B.V. All rights reserved.