Partial conversion of thioamide into nitrile in a copper(II) complex of 2,6-diacetylpyridine bis(thiosemicarbazone), a drug prototype for Alzheimer's disease

2015 ◽  
Vol 71 (6) ◽  
pp. 430-434 ◽  
Author(s):  
Rafael P. Vieira ◽  
John R. Thompson ◽  
Heloisa Beraldo ◽  
Tim Storr
Keyword(s):  
Alzheimer’S Disease ◽  
Alzheimer's Disease ◽  
Crystal Packing ◽  
Chelate Ring ◽  
Nitrile Group ◽  
Planar Geometry ◽  
Metal Centre ◽  
Thioamide Group ◽  
Square Planar ◽  
Ligand Coordination

This work reports the crystal structure of [(Z)-2-((E)-1-{6-[1-({[amino(sulfanidyl-κS)methylidene]amino}imino-κN)ethyl]pyridin-2-yl-κN}ethylidene)-1-cyanohydrazinido-κN1]copper(II), [Cu(C11H11N7S)], the first description of a copper(II) complex of 2,6-diacetylpyridine bis(thiosemicarbazone) showing partial conversion of a thioamide group to a nitrile group. The asymmetric ligand coordinates to the metal centre in anN,N′,N′′,S-tetradentate mannerviathe pyridine N atom, an imine N atom, the hydrazinide N atom and the sulfanidyl S atom, displaying a square-planar geometry. Ligand coordination results in two five-membered chelate rings and one six-membered chelate ring, and in crystal packing based on N—H...N hydrogen bonds of the cyanohydrazinide and hydrazinecarbothioamidate arms of the ligand. The correlation between the partial conversion upon metal complexation, H2S release and possible effects on the activity of bis(thiosemicarbazone)s as drug prototypes for Alzheimer's disease is also discussed.

scholarly journals Bis{benzyl 2-[4-(4-methoxyphenyl)butan-2-ylidene]hydrazinecarbodithioato-κ2 N 2,S}nickel(II)

2012 ◽  
Vol 68 (6) ◽  
pp. m725-m726 ◽  
Author(s):  
Ming-Yueh Tan ◽  
Thahira Begum S. A. Ravoof ◽  
Mohamed Ibrahim Mohamed Tahir ◽  
Karen A. Crouse ◽  
Edward R. T. Tiekink
Keyword(s):  
Least Squares ◽  
Dihedral Angle ◽  
Crystal Packing ◽  
Chelate Ring ◽  
Title Complex ◽  
Planar Geometry ◽  
Square Planar ◽  
Supramolecular Chains ◽  
Chelate Rings

The complete molecule of the title complex, [Ni(C19H21N2OS2)2], is generated by the application of twofold symmetry. The NiII atom is N,S-chelated by two hydrazinecarbodithioate ligands, which provide an N2S2 donor set that defines a distorted square-planar geometry, the S atoms being approximately cis. The conformation of the chelate ring is an envelope with the NiII atom being the flap atom. The dihedral angle between the least-squares planes through the chelate rings = 30.10 (6)°. Supramolecular chains propagated by glide symmetry along the c axis and mediated by C—H...N contacts feature in the crystal packing.

Chloro(triphenylphosphine)(tropolonato)palladium(II)

2006 ◽  
Vol 62 (5) ◽  
pp. m974-m976 ◽  
Author(s):  
Gideon Steyl
Keyword(s):  
Title Compound ◽  
Interplanar Distance ◽  
Planar Geometry ◽  
Metal Centre ◽  
Stacking Interaction ◽  
Π Stacking ◽  
Square Planar ◽  
Π Stacking Interaction ◽  
New Type

The title compound, [Pd(C7H5O2)Cl(C18H15P)], is a new type of α-diketone palladium(II) complex containing a tertiary arylphosphine. It crystallizes with a distorted square-planar geometry about the palladium(II) metal centre. The most important bond distances and angles include Pd—O (trans P) = 2.0481 (12) Å, Pd—O (trans Cl) = 2.0016 (12) Å, Pd—P = 2.2268 (4) Å, Pd—Cl = 2.2770 (5) Å, O—Pd—O = 80.22 (5)° and O—C—C—O = 3.7 (2)°. A π–π stacking interaction is observed between neighbouring tropolonate groups, with an interplanar distance of 3.377 (6) Å.

scholarly journals (Acetylacetonato-κ2O,O′)carbonyl[tris(4-chlorophenyl)phosphane-κP]rhodium(I)

2012 ◽  
Vol 68 (4) ◽  
pp. m509-m509
Author(s):  
Nathan C. Antonels ◽  
Reinout Meijboom
Keyword(s):  
Steric Hindrance ◽  
Title Compound ◽  
Chelate Ring ◽  
Planar Geometry ◽  
Square Planar

The title compound, [Rh(C5H7O2)(C18H12Cl3P)(CO)], contains the bidentate acetylacetonate ligand coordinated to the RhIatom, forming a chelate ring [Rh—O = 2.0327 (15) and 2.0613 (14) Å]. The RhIatom is additionally coordinated by one P [Rh—P = 2.2281 (6) Å] and one carbonyl C [Rh—C = 1.812 (2) Å] atom, resulting in a slightly distorted square-planar geometry. The molecules are packed to minimize steric hindrance with the phosphanes positioned above and below the slightly distorted square geometrical plane.

Chlorido{1-[2-(methylsulfanyl)phenyldiazenyl]naphtholato-κ3 O,N,S}nickel(II)

2007 ◽  
Vol 63 (11) ◽  
pp. m2740-m2740 ◽  
Author(s):  
Purak Das ◽  
Achintesh Narayan Biswas
Keyword(s):  
Title Compound ◽  
Crystal Packing ◽  
Planar Geometry ◽  
Π Interactions ◽  
Square Planar ◽  
Cl Atom

The Ni atom in the title compound, [Ni(C17H19N2S)Cl], is tetracoordinated by a naphtholate O atom, a diazene N atom, a Cl atom and an S atom in an approximately square-planar geometry. The crystal packing is stabilized by one intermolecular C—H...Cl interaction and two intermolecular π–π interactions; the centroid-to-centroid distances are 3.745 (3) and 3.744 (3) Å, and the corresponding perpendicular distances are 3.528 and 3.541 Å, respectively.

scholarly journals Bis{4-methylbenzyl 2-[4-(propan-2-yl)benzylidene]hydrazinecarbodithioato-κ2N2,S}nickel(II): crystal structure and Hirshfeld surface analysis

2017 ◽  
Vol 73 (3) ◽  
pp. 397-402 ◽  
Author(s):  
Enis Nadia Md Yusof ◽  
Thahira B. S. A. Ravoof ◽  
Mohamed I. M. Tahir ◽  
Mukesh M. Jotani ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Structure ◽  
Surface Analysis ◽  
Chelate Ring ◽  
Three Dimensional ◽  
Hirshfeld Surface ◽  
Hirshfeld Surface Analysis ◽  
Planar Geometry ◽  
Π Interactions ◽  
Centroid Distance ◽  
Square Planar

The complete molecule of the title hydrazine carbodithioate complex, [Ni(C19H21N2S2)2], is generated by the application of a centre of inversion. The NiIIatom isN,S-chelated by two hydrazinecarbodithioate ligands, which provide atrans-N2S2donor set that defines a distorted square-planar geometry. The conformation of the five-membered chelate ring is an envelope with the NiIIatom being the flap atom. In the crystal,p-tolyl-C—H...π(benzene-iPr),iPr-C—H...π(p-tolyl) and π–π interactions [betweenp-tolyl rings with inter-centroid distance = 3.8051 (12) Å] help to consolidate the three-dimensional architecture. The analysis of the Hirshfeld surface confirms the importance of H-atom contacts in establishing the packing.

scholarly journals Bis(4-aminophenylhydroxamato-κ2 O,O′)copper(II) methanol disolvate

IUCrData ◽  
2018 ◽  
Vol 3 (1) ◽  
Author(s):  
Yansi Zhao ◽  
Yanmei Chen
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Title Complex ◽  
Planar Geometry ◽  
Asymmetric Unit ◽  
Bidentate Ligands ◽  
Metal Centre ◽  
Square Planar ◽  
Solvent Molecules

In the title complex, [Cu(C7H7N2O2)2]·2CH3OH, the metal centre is coordinated by two 4-aminophenylhydroxamate bidentate ligands, in a distorted square-planar geometry. The asymmetric unit is completed by two methanol solvent molecules, which are involved in hydrogen bonding with N—H functionalities of the free hydroxamate groups. The crystal structure also features N—H...O bonds formed by the NH2 groups, and O—H...O hydrogen bonds with the methanol solvent molecules as donors.

scholarly journals [meso-5,10,15,20-Tetrakis(5-bromothiophen-2-yl)porphyrinato-κ4N,N′,N′′,N′′′]nickel(II)

2012 ◽  
Vol 68 (4) ◽  
pp. m471-m472 ◽  
Author(s):  
R. Prasath ◽  
P. Bhavana ◽  
Seik Weng Ng ◽  
Edward R. T. Tiekink
Keyword(s):  
Crystal Packing ◽  
Dihedral Angles ◽  
Planar Geometry ◽  
Porphyrin Ring ◽  
Opposite Orientation ◽  
Porphyrin Complex ◽  
Square Planar ◽  
Supramolecular Chains ◽  
Chelate Rings

The NiIIatom in the title porphyrin complex, [Ni(C36H16Br4N4S4)], is in a square-planar geometry defined by four pyrrole N atoms. There is considerable buckling in the porphyrin ring with the dihedral angles between the N4donor set and the pyrrole rings being in the range 17.0 (3)–18.8 (3)°. Each of the six-membered chelate rings is twisted about an Ni—N bond and the dihedral angles between diagonally opposite chelate rings are 13.08 (15) and 13.45 (11)°; each pair of rings is orientated in opposite directions. The bromothienyl rings are twisted out of the plane of the central N4core with dihedral angles in the range 51.7 (2)–74.65 (19)°. Supramolecular chains along [001] are formed through C—H...Br interactions in the crystal packing. Three of the four bromothienyl units are disordered over two coplanar positions of opposite orientation with the major components being in 0.691 (3), 0.738 (3) and 0.929 (9) fractions.

Bis(3-ethoxy-4-hydroxybenzaldehyde thiosemicarbazonato-κ2 S,N)nickel(II) monohydrate

2006 ◽  
Vol 62 (4) ◽  
pp. m799-m800
Author(s):  
Li-Fang Jiang ◽  
Zun-Xing Huang ◽  
Jia-Hong Chen
Keyword(s):  
Crystal Structure ◽  
Water Molecule ◽  
Title Compound ◽  
Chelate Ring ◽  
Planar Geometry ◽  
Inversion Center ◽  
Envelope Conformation ◽  
Membered Chelate Ring ◽  
Uncoordinated Water Molecule ◽  
Square Planar

In the crystal structure of the title compound, [Ni(C10H12N3O2S)2]·H2O, the NiII atom is located on an inversion center and is chelated by two hydroxyethoxybenzaldehyde thiosemicarbazonate anions in a square-planar geometry. The five-membered chelate ring assumes an envelope conformation, with the Ni atom lying at the flap position. The uncoordinated water molecule is disordered over another inversion center and is hydrogen bonded to the NiII complex.

trans-Dichlorobis[diphenyl(p-tolyl)phosphine]palladium(II)

2006 ◽  
Vol 62 (7) ◽  
pp. m1705-m1707 ◽  
Author(s):  
Gideon Steyl ◽  
Leo Kirsten ◽  
Andreas Roodt
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Planar Geometry ◽  
Dimensional Chain ◽  
Intermolecular Hydrogen Bonding ◽  
State Structure ◽  
Metal Centre ◽  
One Dimensional ◽  
Hydrogen Bonding Pattern ◽  
Square Planar

The centrosymmetric title compound, [PdCl2(C19H17P)2], crystallizes with a square-planar geometry about the PdII metal centre. The most important bond distances include Pd—P (trans P) of 2.3404 (9) Å and Pd—Cl (trans Cl) of 2.2977 (12) Å. Weak intra- and intermolecular hydrogen bonding is observed in the solid-state structure between the chloro and phenyl H atoms. This weak intermolecular hydrogen-bonding pattern forms a one-dimensional chain along the b axis.

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