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    4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)hydrazin-1-yl] benzo-nitrile
    (2010) Çolak, Naki; Yıldırır, Yılmaz; Tercan, Barış; Ermiş, Emel; Hökelek, Tuncer
    In the title compound, C 13H 11N 3O 4, the dioxane ring adopts an envelope conformation with the C atom bonded to the dimethyl group in the flap position [deviation = 0.613 (1) Å]. The nitrile group and the attached benzene ring are roughly coplanar [maximum deviation = 0.087 (1) Å]. An intra-molecular N-H...O hydrogen bond involving the hydrazinyl group generates an S(6) ring. The N-N and C-N bond lengths indicate that the compound may be a mixture of the azo and hydrazone tautomeric forms but the presence of the N-bound H atom supports the hydrazone form. The crystal structure is stabilized by weak inter-molecular C-H...O, C-H...N and C-H...? inter-actions.
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    Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2, 3-c]pyridine-3-carboxylate
    (2013) Çolak, Naki; Köse, Dursun Ali; Marım, Nazmiye; Çelik, Ömer; Hökelek, Tuncer
    The title compound, C18H20N2O3S, exists as the phenol–imine form in the crystal and there are bifurcated intramolecular O—H…(N/O) hydrogen bonds present. The conformation about the C N bond is anti (1E); the C N imine bond length is 1.287 (4) A ° and the C N—C angle is 122.5 (3)_. In the tetrahydrothienopyridine moiety, the six-membered ring has a flattened-boat conformation. In the crystal, molecules are stacked nearly parallel to (110) and a weak C—H… ? interaction is observed. The carbonyl O atom is disordered over two positions and was refined with a fixed occupancy ratio of 0.7:0.3.
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    Facile synthesis of the azocino[4,3-b]indole framework of strychnopivotine and other Strychnos alkaloids
    (Springer New York LLC, 2016) Uludağ, Nesimi; Yılmaz, Recep; Asutay, Oktay; Çolak, Naki
    [Figure not available: see fulltext.]A new synthetic route to the 1,5-methanoazocino[4,3-b]indole is described. The aim of the present study is to provide a tetracyclic skeleton for the synthesis of pentacyclic Strychnos alkaloids (tubifolidine and strychnopivotine). Starting from a carbazole derivative, the ring closure was achieved by an intramolecular aldol reaction. The final product was obtained in 45% in the overall yield over 7 steps. © 2016, Springer Science+Business Media New York.
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    Fast method for synthesis of alkyl and aryl-N-methylnitrones
    (MDPI AG, 2011) Yavuz, Serkan; Özkan, Hamdi; Çolak, Naki; Yıldırır, Yılmaz
    A simple, fast, efficient and eco-friendly procedure was developed for the synthesis of alkyl and aryl-N-methylnitrones. The corresponding nitrones of aromatic aldehydes, aliphatic aldehydes and alicyclic carbonyl compounds were prepared from N-methylhydroxylamine hydrochloride and Na2CO3-Na2SO4 by simply grinding at room temperature without using solvent.
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    Schiff Base and Its Fe(II), Zn(II), Ru(II), Pd(II) Complexes Containing ONS Donor Atoms: Synthesis, characterization and Catalytic Studies
    (2019) Buldurun, Kenan; Özek, Nevin Turan; Çolak, Naki; Özdemir, İsmail
    The work include the synthesis, spectroscopic characterization and as well as catalytic activities of Fe(II), Zn(II), Ru(II), and Pd(II) complexes with a novel Schiff base ligand derived from methyl 2amino-5,5,7,7-tetramethyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate and salicylaldehyde. Spectroscopic techniques including IR, UV–Vis, NMR, and mass analysis as well as elemental analysis and magnetic susceptibility measurement were used to identify the compounds. Based on elemental and spectral studies octahedral geometry was proposed to Fe(II), Zn(II) and Ru(II) complexes and square planar geometry was proposed to Pd(II) complex. To improve more efficient and stable catalysts, we wanted to study if there is any influence the catalytic activity of ruthenium complex for the transfer hydrogenation of ketones and we wanted to examine the catalytic activities of palladium complex in Suzuki C-C cross coupling reactions under various conditions.
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    Spectrophotometric determination of acidity constants of some novel methotrexate-like compounds in water and acetonitrile-water binary mixtures
    (2010) Çolak, Naki; Şanlı, Senem; Şanlı, Nurullah
    The acidity constants of four novel methotrexate like compounds (NPALA; (N-[4-[[2-hydroxy -1-naphtyl)methylene]amino]benzoyl-?-alanin) TPALA; (N-[4-(2-thiophene-aldiminobenzoyl)-?-alanin), SAL-ALA; N-[4-[[2-hydroxyphenyl)methylene]amino]benzoyl-?-alanin], MeO-SAL-ALA; (N-[4-[[(2-hydroxy-4-methoxyphenyl)metylene]amino]benzoyl-?-alanin)) have been determined in water and acetonitrile-water binary mixtures (10%, and 20% (v/v)) by spectrophotometric method. The effect of the acetonitrile concentration on the ionization constant was also studied.
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    Spectroscopic properties of 2,2’-[Thiobis(p-phenylenenitrilo-methylidyne)]bis(4-chloro/bromo/methyl/nitro/methoxy)phenol
    (Hacettepe University, 2012) Çolak, Naki; Kuşçu, Volkan
    Novel Schiff base has been synthesized from the reaction of 4,4’-diaminodiphenyl sulfide with 2-hydroxy5-substituebenzaldehyde and 2-hydroxynaphtaldehyde. The compounds were characterized by elemental analysis, FT-IR, 1 H NMR,13C NMR. The UV-visible spectra of the compounds were studied in polar and nonpolar solvents in acidic and basic media. İt is point out that the enol-imine tautomer is dominant only in the solution form the compound 1a-e.
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    Spectroscopic, antiproliferative and antiradical properties of Cu(II), Ni(II), and Zn(II) complexes with amino acid based Schiff bases
    (Birkhauser Boston, 2014) Karagöz Genç, Zuhal; Selçuk, Sibel; Sandal, Süleyman; Çolak, Naki; Keser, Serhat; Sekerci, Memet; Karatepe, Mustafa
    Novel six Cu(II), Ni(II), and Zn(II) complexes with Schiff bases derived from 4-aminobenzoic acid with terephtaldehyde and amino acids (glycine, ?-alanine). Structures have been proposed from elemental analysis, UV-Vis, IR, NMR, TGA, DTA, and magnetic measurements. Spectroscopic studies suggest that coordination occurs through azomethine nitrogen, hydroxyl group, and carbonyl oxygen of the ligands to the metal ions. The elemental analyses of the complexes where L is Schiff base ligands, are confined to the stoichiometry of the type M2L2(CH3COO)2 [M = Cu(II)]; and M2L(CH3COO)2[M = Ni(II) and Zn(II)]. The cytotoxicity activities of the compounds against human breast carcinoma MCF-7 cell line have been studied. Ligands and their Zn(II) compounds inhibited cell proliferation of MCF-7 cancer cell lines in a dose- and time-dependent manner. The free radical scavenging activity was measured by 1,1-diphenyl-2-picryl- hydrazil. Our results show that the synthesized compounds induced oxidative damage by increasing the lipid peroxidation in yeast since MDA formation was increased, and it could be concluded that the synthesized compounds caused oxidative stress. In addition, the antioxidant activities of the synthesized compounds were very much lower than those of standard antioxidants. © Springer Science+Business Media 2013.
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    Study of structure and spectral characteristics of the Zinc(II) and Copper(II) complexes with 5,5-dimethyl-2-(2-(3-nitrophenyl) hydrazono)cyclohexane-1,3-dione and their effects on optical properties and the developing of the energy band gap and ınvestigation of antibacterial activity
    (Sociedad Quimica de Mexico A.C., 2014) Turan, Nevin; Gündüz, Bayram; Körkoca, Hanifi; Adıgüzel, Ragıp; Çolak, Naki; Buldurun, Kenan
    A new chelating ligand, 5,5-dimethyl-2-(2-(3-nitrophenyl) hydrazono)cyclohexane-1,3-dione (L), and four transition metal complexes were synthesized. The ligand and its complexes were characterized by IR, 1H and 13C-NMR spectra, elemental analyses, magnetic susceptibility, mass spectra, UV-Vis. and thermogravimetry-differential thermal analysis (TGA-DTA). The metal complexes showed different geometric structures. Antibacterial tests of the ligand and complexes were also done. The Zn(II) complexes showed antibacterial activity against Staphylococcus aureus ATCC-25923 at middle level. The optical properties of the ligand and its complexes were extensively investigated by optical measurements. The average transmittance value of the ligand was the highest value, while the average transmittance value of the [CuL2(NO3)2]·6H2O complex was the lowest value. The optical band gap of the ligand, [(Zn)2L(OH)4]·2DMF, [ZnL(NO3)2(H2O)2]·5H2O, [CuL2(OAc)]·OAc·3.5H2O and [CuL2(NO3)2]·6H2O complexes were calculated and 3.121 eV, 2.180 eV, 1.551 eV, 2.489 eV and 1.556 eV values were found, respectively. The complexes decreased the optical band gap of the ligand. The optical band gap value of the [ZnL(NO3)2(H2O)2]·5H2O complex is the lowest value. The optical band gap value of the ligand is the highest value. The complexes decrease the angle of incidence of the ligand, while complexes increase the angle of refraction of the ligand. The electric susceptibility of the ligand decreases with its complexes. © 2014, Sociedad Química de México.
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    Synthesis and biological activity of new cycloalkylthiophene-Schiff bases and their Cr(III) and Zn(II) complexes
    (Birkhauser Boston, 2010) Altundaş, Aliye; Sarı, Nurşen; Çolak, Naki; Öğütcü, Hatice
    A series of some novel Ethyl 2-((1-hydroxynaphthalen-2-yl)methyleneamino)- 5,6-dihydro-4H-cyclopenta[b]thiopehene-3-carboxylate, Ethyl 2-((1- hydroxynaphthalen- 2-yl)methyleneamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3- carboxylate, Ethyl 2-((1-hydroxynaphtalen-2-yl)methyleneamino)-5,6,7,8- tetrahydro-4H-cyclohepta [b]thiophene-3-carboxylate and their Cr(III) and Zn(II) complexes have been synthesized. All of these substances have been examined for antibacterial activity against pathogenic strains Listeria monocytogenes 4b (ATCC-19115), Staphylococcus aureus (ATCC25923), Proteus OX2 Wrah (ETS.40-A-4), Escherichia coli (ATCC-1280), Salmonella typhi H (NCTC-901.8394), Pseudomonas putida sp., Brucella abortus (A.99, UK-1995) RSKK-03026. Sh. boydii type 11 (Pasteur51.6), Sh. boydii type 16 (cHe 67.11), Sh. boydii type 6 (RSKK-96043), and antifungal activity against Candida albicans (Y-1200-NIH, Tokyo). Some of the compounds exhibited activity comparable to ampicillin ofloxacin, nystatin, kanamycin, sulphamethoxazol, amoxycillin, and chloroamphenicol. Most of the studied compounds were found effective against bacteria studied and yeast. © Birkhäuser Boston 2009.
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    Synthesis and structures of Fe(II), Zn(II) and Pd(II) complexes with a schiff base derived from methyl 2-amino-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c] pyridine-3-carboxylate and comparison of their optical constants for different solvents and molarities
    (American Scientific Publishers, 2017) Turan, Nevin; Buldurun, Kenan; Gündüz, Bayram; Çolak, Naki
    Schiff base derived from condensation of o-vanillin (3-methoxysalicylaldehyde) and methyl 2-amino-6-methyl- 4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate and its metal complexes are synthesized and characterized based on elemental analyses, IR, 1H NMR, 13C NMR, magnetic susceptibility, mass spectra, UV-vis and thermal analysis (TGA). Specifically the spectral measurements display the octahedral structures of Fe(II), Zn(II) complexes and square planar geometry of Pd(II) complex. Here, the effects on optical constants such as absorbance, molar extinction coefficient, mass extinction coefficients, transmittance, absorption band edge and optical band gap of Fe(II), Zn(II) and Pd(II) complexes of the different solvents (dichloromethane (DCM), acetone and ethyl alcohol (EtOH)) and molarities (0.498, 0.249 and 0.124 mM) are investigated by solution technique. Copyright © 2017 by American Scientific Publishers All rights reserved.
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    Synthesis of bis(thiosemicarbazone) derivatives: Definition, crystal structure, biological potential and computational analysis
    (Taylor and Francis Ltd., 2018) Ateş, Davut; Gülcan, Mehmet; Gümüş, Selçuk; Şekerci, Mehmet; Özdemir, Sadin; Şahin, Ertan; Çolak, Naki
    (2-(2-(2-methoxyphenyl)hydrazono)cyclohexane-1,3-diylidene) bis(hydrazine carbothioamide) (L1), 4-(2-(-2,-6-bis(2-carbamothioylhydrazono) cyclohexylidene) hydrazinyl)benzoic acid (L2), and (2-(2-(4-bromophenyl) hydrazono) cyclohexane-1,3-diylidene) bis(hydrazinecarbothioamide) (L3) bis(thiosemicarbazone) derivative compounds were synthesized by the condensation reaction of thiosemicarbazide and various ketone compounds. The structures of synthesized compounds were characterized by using FT-IR, 1H and 13C-NMR spectra, elemental analysis and mass spectra. Also, the structure of L1 has been determined by X-ray crystallographic analysis. Additionally, the antioxidant activities (free radical (DPPH) scavenging, iron chelating and reducing power) of compounds were evaluated. Especially, L3 displayed good DPPH activity (84.13%) at 100 mg/L. Moreover, pBR322 plasmid DNA cleavage activity was examined and all of the compounds were able to cleave the plasmid DNA. Finally, the ground state geometries of the thiosemicarbazone derivatives were optimized using Density Functional Theory applications at B3LYP/6-31G (d,p) level in order to obtain information about the 3D geometries and electronic structure, © 2018 Taylor & Francis Group, LLC.
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    Synthesis of some novel derivatives of 2,6-diaminoanthraquinone dyes
    (2008) Yıldırır, Yılmaz; Canbolat, Melek; Dişli, Ali; Çolak, Naki
    In present study, some derivatives of 2,6-diaminoanthraquinone dyes are synthesized and their UV-visible spectra are investigated in various conditions. Ten compounds (1a-e) and (2a-e), two of which (1a, 1b) were previously obtained in low yields, have been synthesized by using diazonium salts of 2,6-diaminoanthraquinone and characterized by spectroscopic methods.
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    Synthesis of {substituted-[(4-{[4-(carboxymethyl-carbamoyl)phenylimino] methyl}benzylidene)-amino]benzoylamino}carboxylic acids
    (2008) Çolak, Naki; Yıldırır, Yılmaz
    Some novel derivatives of methotrexate like compounds 2a-f have been synthesized, using terephthalaldehyde, isophthalaldehyde, 4-aminobenzoic acid and amino acids (glycine, ?-alanine, L-glutamic acid). The structures of the products were identified by spectroscopic methods and antimicrobial effects of these compounds have been investigated on bacterial and yeast cells.
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    Synthesis, characterization of poly(E)-3-amino-4-((3-bromophenyl)diazenyl)-1H-pyrazol-5-ol: Investigation of antibacterial activity, fluorescence, and optical properties
    (2012) Turan, Nevin; Kaya, Esin; Gündüz, Bayram; Çolak, Naki; Körkoca, Hanifi
    The oxidative polycondensation reaction conditions of (E)-3-amino-4-((3-bromophenyl)diazenyl)-1H-pyrazol-5-ol (Schiff base monomer) has been accomplished using NaOCl, and air O 2 oxidants in an aqueous alkaline medium. The optical conductivity, dielectric and optical properties of synthesized poly(Schiff base) were examined. The magnitude of the refractive index decreases with increasing of photon energy up to about 2. 5 eV, then refractive index of the poly(Schiff base) increases with increasing of photon energy. The E 0 and E d values of the poly(Schiff base) were found to be 5.34 and 9.22 eV, respectively. An indirect energy-gap value of the poly(Schiff base) was found to be 0.94±0.009 eV. A direct energy-gap value of the poly(Schiff base) was found to be 1.38±0.01 eV and 1.96±0.009 eV at first region and second region, respectively. Absorption coefficient K changes from 11.87 to 18.25 cm -1. In addition to fluorescence property of poly(Schiff base) was investigated. Finally, poly(Schiff base) and Schiff base monomer were tested for antibacterial activities against some bacteria. © 2012 The Korean Fiber Society and Springer Netherlands.
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    Synthesis, characterization of poly-2- (2-hydroxybenzylideneamino)-6- phenyl-4,5,6, 7-tetrahydrobenzo[b]thiophene-3-carbonitrile: Investigation of antibacterial activity and optical properties
    (2012) Kaya, Esin; Turan, Nevin; Gündüz, Bayram; Çolak, Naki; Körkoca, Hanifi
    The oxidative polycondensation reaction conditions of 2-(2- hydroxybenzylideneamino)-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3- carbonitrile were examined. The magnitude of the reflectance of the polymer decreases sharply with increasing of wavelength up to 524 nm, then reflectance of the polymer increases slowly with increasing of wavelength. The refractive index values of the polymer vary from 1.474 to 2.350. The E p and E d values of the polymer were found to be 4.56 and 7.068 eV, respectively. Absorption coefficient K of the polymer is of the order 817.062-1434.77 m -1. Angle values of incidence and refraction of the polymer vary from 57.36 to 66.95° and from 23.05 to 32.65°, respectively. The film-phase thickness of the polymer increases with increasing photon energy. The thickness, d, of the polymer was of the order 439.3-4184.7 Å for 190 and 1100 nm, respectively. The real part of dielectric constant of the polymer decreases slowly with increasing of frequency up to about 600 THz, then the real part of dielectric constant of the polymer increases sharply with increasing of frequency. The real and imaginary parts of dielectric constant of the polymer vary from 2.17 to 5.52 and from 5.81 × 10 -5 to 3.58 × 10 -4, respectively. Finally, polymer was tested for antibacterial activities against some bacteria. Copyright © 2012 Society of Plastics Engineers.
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    Synthesis, characterization, and antimicrobial properties of a new ligand and its Pd(II), Ru(II), Fe(II), Co(II) complexes
    (Düzce Üniversitesi, 2018) Buldurun, Kenan; Turan, Nevin; Alan, Yusuf; Çolak, Naki
    Schiff bases and their complexes are versatile compounds synthesized from the condensation of an amino compound with carbonyl compounds and widely used for industrial purposes and also exhibit a broad range of biological activities including antifungal, antibacterial, antimalarial, antiproliferative, antiviral, and antipyretic properties. In this study, the complexes of (E)-2-(3,5-di-tert-butyl-2-hydroxybenzylideneamino)-6-methyl4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (L) with Co(II), Fe(II), Pd(II) and Ru(II) were successfully prepared. Structures of Schiff base and its metal complexes obtained were confirmed by FT-IR, 1H-NMR, 13CNMR, UV–vis, magnetic susceptibility, mass spectroscopy and elemental analysis. Antimicrobial activity of the synthesized Schiff base and its metal complexes have been studied. When the antimicrobial activities of the compounds were examined, it was observed that the lowest activity was exhibited by the ligand, and the highest activity was exhibited by the Co(II) and Pd(II) complexes. None of our compounds were been found to exhibit antifungal activity.
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    Synthesis, characterization, antioxidant, antimicrobial and DNA binding properties of ruthenium(II), cobalt(II) and nickel(II) complexes of Schiff base containing o-vanillin
    (Springer Netherlands, 2019) Turan, Nevin; Buldurun, Kenan; Alan, Yusuf; Savcı, Ahmet; Çolak, Naki; Mantarcı, Asım
    In this study, the complex combinations of Ru(II), Co(II) and Ni(II) with Schiff base obtained through the condensation of (E)-methyl 2-amino-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate with 2-hydroxy-3-methoxybenzaldehyde (o-vanillin) were prepared. The characterization of newly developed complexes was implemented by IR, elemental analyses, magnetic susceptibility, mass spectra, UV–Vis and thermogravimetry/differential thermal analysis. The X-ray powder diffraction pattern of the complexes was also investigated. The geometries of the complexes were found to be octahedral. Furthermore, antioxidant, antimicrobial and pBR322 plasmid DNA cleavage activities were investigated. The antibacterial effects of the Co(II) complex on Gram-positive and Gram-negative bacteria were identified to be higher than those of ligand. The Ru(II) complex was found to have higher radical scavenging potential on 1,1-diphenyl-2-picryl-hydrazyl (DPPH·), superoxide anion (O 2 ? ), hydroxyl (OH) and 2,2?-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) radicals, in comparison with ligand. The binding affinity of the Ni(II) complex was higher than that of ligand. © 2019, Springer Nature B.V.
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    Synthesis, Characterization, Optical Transition and Dielectric Properties of the Schiff Base Ligand and Its Cobalt(II) and Palladium(II) Complexes
    (Springer, 2019) Buldurun, Kenan; Gündüz, Bayram; Turan, Nevin; Çolak, Naki
    In this study, Co(II) and Pd(II) complexes of a Schiff base ligand, methyl-2-((5-bromo-2-hydroxybenzylidene)amino)-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (L), were prepared and characterized used through FT-IR, UV-Vis., microanalyses, magnetic susceptibility, H-1-NMR, C-13-NMR, mass and thermogravimetric analyses. Optical transition and band structure properties, extinction characteristics, refractive indices and ambient behaviors, dielectric and electric susceptibility characteristics of the ligand, Co(II) and Pd(II) complex compounds were investigated in detail. Moreover, the impacts of the two complexes on these parameters and features of the ligand were examined. The main finding of the study was that the Co(II) complex decreased the optical band gap of the ligand from 2.682 to 2.357 eV.
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    SYNTHESIS, CHARACTERIZATION, THERMAL, X-RAY, AND DFT ANALYSES OF 6-TERT-BUTYL 3-ETHYL 2-[(3-METHOXY/5-BROMO)-2-HYDROXY AND (3-NITRO/3-METHOXY)BENZYLIDENEAMINO]- 4,5-DIHYDROTHIENO[2,3-C]PYRIDINE-3,6(7H)-DICARBOXYLATE
    (Pleiades Publishing Inc, 2021) Çolak, Naki; Karayel, Arzu; Buldurun, Kenan; Turan, Nevin
    In this work, 6-tert-butyl 3-ethyl 2-amino-4,5-dihydrothieno[2,3-c]pyridine-3,6(7H)-dicarboxylate is synthesized from starting tert-butyl 4-oxopiperidine-1-carboxylate, ethyl cyanomalonate, and sulfur, and then, coupled with same aromatic aldehyde affords the corresponding Schiff base compounds. These compounds (2a-d) are characterized using FTIR, H-1 and C-13 NMR spectroscopic methods. The crystal and molecular structure of (E)-6-tert-butyl 3-ethyl 2-((2-hydroxy-3-methoxybenzylidene)amino)-4,5-dihydrothieno[2,3-c]pyridine-3,6(7H)-dicarboxylate (2a) is characterized by the X-ray crystallographic analysis. Compound 2a crystallizes in the monoclinic space group P2(1)/c. The molecular and crystal structure is stabilized by two O-HMIDLINE HORIZONTAL ELLIPSISN and O-HMIDLINE HORIZONTAL ELLIPSISO intramolecular hydrogen bonds (OMIDLINE HORIZONTAL ELLIPSISN and OMIDLINE HORIZONTAL ELLIPSISO are 2.598(5) angstrom and 2.990(5) angstrom, respectively; O-HMIDLINE HORIZONTAL ELLIPSISN = 147 degrees and O-HMIDLINE HORIZONTAL ELLIPSISO = 134 degrees). According to DFT, compound 2d also shows the intramolecular hydrogen bonding, while there is no this type of interaction in compound 2b and 2c.