Ufuk Çoruh

Synthesis and characterization of some new tetraaldehyde and tetraketone derivatives and X-ray structure of 1,1'-(4,4'-(2-(1,3-bis(4-acetylphenoxy)propan-2-ylidene)propane-1,3-di-yl)bis(oxy)bis(4,1-phenylene))diethanone.

Tetraketone and tetraaldehyde derivatives 2a–d were synthesized via the reaction of ethene-1,1,2,2,-tetra-yl-tetramethylene tetrabromide (1) with hydroxyketone and aldehyde derivatives. The molecular structures were identifed by IR, 1H-NMR, 13C-NMR and MS analysis. The crystal structure of the title compound 2a, C38H36O8, is reported. Its crystal data are: monoclinic, space group P 2(1)/n with cell dimensions of a=9.0395(12) Å, b=12.6114(17) Å, c=13.8166(18) Å, β=95.875(3), V=1566.8(4) Å3, F.W.=620.67, ρcalc=1.316 gcm3 for Z=2, μ=0.092 mm−1

Spectroscopic, electrochemical, theoretical characterization and biological evaluation of a ferrocenyl-substituted unsymmetric azine ligand and its Cu(II) complex

Abstract Ferrocenyl-substituted unsymmetrical azine and its Cu(II) complex were prepared. The redox active ferrocene-based azine was obtained by condensation of 1-[(E)-hydrazono]-5-bromo-2-hydroxybenzene with ferrocene carboxaldehyde. The ferrocenyl ligand and its Cu(II) complex were characterized by IR, UV–vis, NMR, X-ray, magnetic susceptibility, molar electrical conductivity measurements, and TG techniques. The redox behaviors of the ferrocene compounds were investigated by cyclic voltammetry. Structural parameters and spectroscopic properties of the ligand and the Cu(II) complex were calculated by employing density functional theory (DFT) and time-dependent DFT and compared with available experimental data. We found slightly stronger binding ability for Cu(II) complex than the free ligand. DNA binding abilities for ferrocenyl-substituted unsymmetrical azine ligand and its Cu(II) complex are higher than some reported ferrocene compounds. We also studied DNA cleavage, superoxide and DPPH radical scavenging abilities of the compounds. Furthermore, the synthesized organometallic compounds can be bound to DNA through an intercalative mode.

C—H⃛O and C—H⃛π interactions in 1-acetyl-4-(p-chloro­benzyl­idene­amino)-3-ethyl-4,5-di­hydro-1H-1,2,4-triazol-5-one

The title compound, C(13)H(13)ClN(4)O(2), contains both a phenyl and a triazole ring, both of which are approximately coplanar with the entire molecule. The triazole ring has substituents at the 1-, 2- and 4-positions. Intramolecular C-H.O and C-H.N interactions, together with intermolecular C-H.O and C-H.pi interactions, help to stabilize the structure.

2-Benzoylmethyl-4-[(2-benzylidene­ethylidene)amino]-5-(2-thienylmethyl)-2H-1,2,4-triazol-3(4H)-one

In the molecule of the title compound, C24H20N4O2S, the dihedral angle between the triazole and thiophene rings is 66.80 (4)° and the dihedral angle between the two benzene rings is 63.37 (4)°. An intramolecular C—H⋯O interaction results in the formation of a six-membered ring. A π⋯π contact between the benzene rings, [centroid–centroid distance = 3.918 (2) Å] may stabilize the structure. Weak C—H⋯π interactions are also present. The S, C and H atoms of the thiophene ring are disordered over two positions and were refined with occupancies of 0.654 (3) and 0.346 (3).

1-(Benzoyl­methyl)-4-(3,5-di­methyl-4H-1,2,4-triazol-4-yl)-3-(2-thienyl­methyl)-1H-1,2,4-triazol-5(4H)-one

In the title compound, C19H18N6O2S, none of the five- and six-membered rings are coplanar with the triazolone ring. Intramolecular C—H⋯N and intermolecular C—H⋯N and C—H⋯O hydrogen bonds, together with some C—H⋯π interactions, help to stabilize the structure.

3,5-Diphenyl-4-(3,4,5-trimethoxybenzylideneamino)-4H-1,2,4-triazole

Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayõ Âs University, TR-55139, Kurupelit-Samsun, Turkey, Karadeniz Teknik University, Faculty of Arts and Sciences, Department of Chemistry, Giresun, Turkey, Ondokuz Mayõs University, Art and Science Faculty, Department of Chemistry, 55139 Samsun, Turkey, and Karadeniz Teknik University, Rize Art and Science Faculty, Department of Chemistry, Rize, Turkey

Octane-1,8-diyl­bis­[3-ethyl-1H-1,2,4-triazol-5(4H)-one]

The title compound, C16H28N6O2, has a centre of symmetry. There are two planar 1,2,4-triazole rings, connected by an octane group. The crystal structure is stabilized by C—H⋯N, C—H⋯O and N—H⋯O intermolecular hydrogen bonds.

Structure of (2 E )-Ethyl 2-((4-(cyanomethoxy)benzylidene)hydrazono)-3,4-dimethyl-2,3-dihydrothiazole-5-carboxylate Studied by X-ray and DFT Calculations

The molecular structure of (2E)-ethyl 2-((4-(cyanomethoxy)benzylidene)hydrazono)-3,4-dimethyl-2,3-dihydrothiazole-5-carboxylate was determined using X-ray diffraction. The crystals are triclinic: sp. gr. P1; Z = 2; the unit cell parameters a = 8.4747(7) Å, b = 8.9382(8) Å, c = 11.9913(10) Å. The title compound has two C–H···O type intramolecular hydrogen bonds, one C–H···O and one C–H···N type intermolecular hydrogen bonds. For theoretical calculations, the molecular structure was investigated by DFT/B3LYP method with 6-311G(d) and 6-311G(d, p) basis sets. The calculated and experumental results (bond lenghts, bond angles, and dihedral angles) were compared with each other. Total energy, dipole moment, and mulliken atomic charges were calculated using two different basis sets.

X-ray and Theoretical Studies of 2-((5-Amino-1,3,4-thiadiazol-2-yl)thio)-1-phenylethanone

The crystal structure of 2-((5-amino-1,3,4-thiadiazol-2-yl)thio)-1-phenylethanone was determined by X-ray diffraction method. The compound crystallizes in orthorhombic crystal system, sp. gr. Pbca. The atoms that constitute thiadiazole and phenyl rings do not form any significant deviation from the ring planes. Compound has two intermolecular N–H···N hydrogen bonds and one C–H···π interaction. Using DFT/B3LYP method with 6-31G(d), 6-311G(d), 6-311G(d, p), and 6-311++G(d, p) basis sets, the molecular geometry of the compound was optimised. Bond lenghts, bond angles, torsion angles, dihedral angles, and HOMO–LUMO were calculated from the optimised geometry of the compound. The results obtained by X-ray diffraction method were compared with the results obtained through four different basis sets. Total energy of the molecule was calculated for four different basis sets.

3,3'-Dimethyl-4,4'-(hexane-1,6-di-yl)bis-[1H-1,2,4-triazol-5(4H)-one].

The title compound, C12H20N6O2, has a centre of symmetry. The molecule consists of two triazole rings joined by an aliphatic –(CH2)6– chain. The crystal structure is stabilized by intermolecular N—H⋯O hydrogen bonds and by π–π stacking interactions between the triazole rings of inversion-related molecules [centroid–centroid distance = 3.277 (8) Å].