Organotin(IV) complexes derived from Schiff base N'-[(1E)-(2-hydroxy-3-methoxyphenyl)methylidene]pyridine-4-carbohydrazone: synthesis, in vitro cytotoxicities and DNA/BSA interaction.

Five organotin(IV) compounds were synthesized from N'-[(1E)-(2-hydroxy-3-methoxyphenyl)methylidene]pyridine-4-carbohydrazone and the corresponding dialkyltin(IV) or trialkyltin(IV) precursor. Solid state structures were determined by IR, elemental analysis, NMR spectroscopy, and for 1, 2, 4 and 5 single crystal X-ray diffraction analysis. Compounds 1, 2 and 4 are monomers with the tin atoms five-coordinated in distorted trigonal bipyramid, of which the deprotonated Schiff base ligand chelate to tin center in the enolic tridentate mode.

Iodido-bis-(morpholine-4-carbodi-thio-ato-κ(2) S,S')(1,10-phenanthroline-κ(2) N,N')bis-muth(III).

The title compound, [Bi(C4H8NOS2)2I(C12H8N2)], is monomeric, with the Bi(III) atom chelated by the two S atoms of two morpholine-4-carbodi-thio-ate ligands and the two N atoms of a 1,10-phenanthroline ligand. An iodide ligand completes the coordination sphere, with the seven-coordinate Bi(III) atom adopting a highly distorted monocapped octa-hedral geometry.

Novel tetranuclear triarylantimony(V) complexes with (±)-mandelic acid ligands: synthesis, characterization, in vitro cytotoxicity and DNA binding properties.

Four novel tetranuclear organoantimony(V) complexes [R3SbL]4, in which LH = (±)-mandelic acid and R = phenyl (1), 4-fluorophenyl (2), 3-fluorophenyl (3), 3,4,5-trifluorophenyl (4), were synthesized and characterized. The complexes displayed rapid, low micromolar in vitro cytotoxicity against a range of epithelial tumour cells and efficient CT-DNA binding.

Synthesis, structural characterization and in vitro cytotoxicity of diorganotin (IV) diimido complexes.

Reactions of the diorganotin with two N-OH diimide ligands (N-hydroxyphthalimide and N-hydroxysuccinimide) yielded five new dimeric tetraorganostannoxanes formulated as R(8)Sn(4)O(2)L(2)X(2). The crystal structures of the complexes reveal the formation of the tetranuclear species contains a planar Sn(4)O(4) core, consisting of three adjacent rhombs with bridging oxo and N-OH diimide ligands. The central tin atoms are five-coordinated to assume a distorted trigonal bipyramidal configuration and the N-OH diimide ligands act as monodentate O-bound planar.

3-Hy-droxy-N'-[(E)-3-pyridyl-methyl-idene]-2-naphtho-hydrazide.

The title compound, C(17)H(13)N(3)O(2), displays an E configuration about the C=N bond. The mean planes of the pyridine and benzene rings make a dihedral angle of 31.2 (2)°.

N-Hy-droxy-pyridine-4-carboxamide.

The title compound, C(6)H(6)N(2)O(2), is approximately planar with an r.m.s.

Bis(acetohydroxamato-κO,O')diphenyl-tin(IV).

The complex mol-ecule of the title compound, [Sn(C(6)H(5))(2)(C(2)H(4)NO(2))(2)], has crystallographically imposed twofold symmetry. The Sn atom is coordinated by four O atoms from two acetohydroxamate ligands and by two C atoms from phenyl groups in a distorted octa-hedral geometry. In the crystal, mol-ecules are connected by N-H⋯O hydrogen-bonding inter-actions, forming a chain structure along the c axis.

catena-Poly[[trimethyl-tin(IV)]-μ-3,5-difluoro-benzoato-κO:O'].

In the title compound, [Sn(CH(3))(3)(C(7)H(3)F(2)O(2))](n), the central Sn atom is coordinated by two O atoms from the anion and three methyl C atoms in a polymeric fashion owing to the presence of bidentate bridging carboxyl-ate ligands. The five-coordinate Sn atom exists in a distorted trigonal-bipyramidal geometry with the mol-ecules connected by weak C-H⋯F inter-moleclar inter-actions, forming supra-molecular chains parallel to [010].

Bis(N-benzoyl-N-phenyl-hydroxy-l-aminato-κO,O')dimethyl-tin(IV).

The Sn atom in the title compound, [Sn(CH(3))(2)(C(13)H(10)NO(2))(2)], has a highly distorted octa-hedral coordination with the equatorial plane made up of four O atoms from two N-benzoyl-N-phenyl-hydroxy-laminate ligands and the axial positions occupied by two methyl groups. The crystal structure is stabilized by van der Waals inter-actions.

[5-Chloro-2-hy-droxy-N'-(2-oxidobenzyl-idene)benzohydrazidato]dimethyl-tin(IV).

In the title compound, [Sn(CH(3))(2)(C(14)H(9)ClN(2)O(3))], the Sn(IV) ion is coordinated by one N and two O atoms from the tridentate 5-chloro-2-hy-droxy-N'-(2-oxidobenzyl-idene)benzohydrazidate (L) ligand and two methyl groups in a distorted trigonal-bipyramidal geometry. In the ligand, the hy-droxy group is involved in an intra-molecular O-H⋯N hydrogen bond and the two aromatic rings form a dihedral angle of 5.5 (1)°.

(E)-4-[2-(2-Hy-droxy-benzo-yl)-hydra-zin-ylidene]penta-noic acid.

The title mol-ecule, C(12)H(14)N(2)O(4), adopts a trans configuration with respect to the C=N double bond. The amino group is involved in an intra-molecular N-H⋯O hydrogen bond. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds link the mol-ecules into doubled sheets parallel to the (101) plane.

(μ-2,3-Dibromo-succinato-κO:O)bis-[methano-lato-κO)triphenyl-anti-mony(V)].

In the title mol-ecule, [Sb(2)(C(6)H(5))(6)(C(4)H(4)Br(2)O(4))(CH(3)O)(2)], two [Sb(CH(3)O)Ph(3)](+) units are linked by the two carboxyl-ate O atoms of a meso-2,3-dibromo-succinate bridging ligand, forming a dinuclear compound. The Sb(IV) atom is five-coordinated in a slightly distorted trigonal-bipyramid geometry by phenyl C atoms in the equatorial positions and two O atoms in the axial positions. C-H⋯O inter-actions link the mol-ecules into a two-dimensional network parallel to (010).

Bis(cyclohexylammonium) 2,2'-disulfanediyldibenzoate.

In the title molecular salt, 2C(6)H(14)N(+)·C(14)H(8)O(4)S(2) (2-), the complete dianion is generated by crystallographic twofold symmetry and a twisted conformation is found [the C-S-S-C torsion angle is 87.13 (2)° and the dihedral angle between the rings is 83.4 (2)°].

3-Hy-droxy-N'-[(E)-2-thienyl-methyl-idene]-2-naphtho-hydrazide.

The asymmetric unit of the title compound, C(16)H(12)N(2)O(2)S, contains three independent mol-ecules. Intra-molecular N-H⋯O hydrogen bonds in the three mol-ecules lead to very similar conformations: the thio-pene ring and naphthalene ring system in the three mol-ecules form dihedral angles of 10.3 (2), 9.

Bis(μ-3,5-difluorobenzoato)bis[(3,5-di-fluorobenzoato)dimethyltin(IV)].

In the dinuclear title complex, [Sn(2)(CH(3))(4)(C(7)H(3)F(2)O(2))(4)], the Sn(IV) atom is chelated by two 3,5-difluoro-benzoate (dfb) anions and coordinated by two methyl groups while an O atom from the adjacent dfb anion bridges the Sb atom with a longer Sb-O bond distance of 2.793 (4) Å. The complex mol-ecule has 2 symmetry and the Sn(IV) atom is in a distorted penta-gonal-bipyramidal coordination geometry.

Bis(μ-chloroacetato-κO:O')bis(chloro-acetato-κO)di-μ(3)-oxido-tetrakis[dibenzyl-tin(IV)].

The title tetra-nuclear complex mol-ecule, [Sn(4)(C(7)H(7))(8)(C(2)H(2)ClO(2))(4)O(2)], has crystallographically imposed inversion symmetry. Each Sn atom has a distorted trigonal-bipyramidal geometry, with the equatorial plane formed by an oxido O atom and two C atoms of two benzyl anions. The configuration of the complex is stabilized by a pair of C-H⋯O hydrogen bonds.

Di-μ-methanolato-κO:O-bis[tri-chlorido(dimethyl-formamide-κO)tin(IV)].

The title compound, [Sn(2)(CH(3)O)(2)Cl(6)(C(3)H(7)NO)(2)], contains two hexa-coordinated Sn(IV) atoms symmetrically bridged by two deprotonated methanol ligands, with an inversion center in the middle of the planar Sn(2)O(2) ring. The other sites of the distorted octa-hedral coordination geometry of the Sn(IV) atom are occupied by three Cl atoms and one O atom from a dimethyl-formamide mol-ecule. The complex mol-ecules are connected by weak C-H⋯Cl hydrogen bonds into a two-dimensional supra-molecular network parallel to (10).

{1-[(2-Oxidonaphthalen-1-yl)methylidene]thiosemicarbazidato-κN,O,S}diphenyl-tin(IV).

The asymmetric unit of the title compound, [Sn(C(6)H(5))(2)(C(12)H(9)N(3)OS)], contains two independent mol-ecules with almost identical configurations. In each mol-ecule, the Sn(IV) atom is coordinated by O, N and S atoms from a (2-oxido-1-naph-thaldehyde)-thio-semicarbazonato ligand and two C atoms from phenyl rings in a distorted trigonal-bipyramidal geometry. Weak inter-molecular N-H⋯O and N-H⋯S hydrogen bonds link four mol-ecules into a centrosymmetric tetra-mer.

Synthesis, Characterization, and Crystal Structure of a Diorganotin(IV) Complex with 2-Oxo-2-Phenylacetic Acid 4-Hydroxybenzohydrazone.

The complex dibutyltin 2-oxo-2-phenylacetic acid 4-hydroxybenzohydrazone has been synthesized and characterized by elemental analysis, IR, (1)H and (13)C NMR, and X-ray single-crystal diffraction studies. The crystal structure belongs to triclinic, space group P-1 with a = 9.3220 (10) Å, b = 9.

Octa-kis(2-chloro-benz-yl)di-μ(2)-hydroxido-di-μ(3)-oxido-bis-(2-phenyl-acetato)tetra-tin(IV).

The asymmetric unit of the title compound, [Sn(4)(C(7)H(6)Cl)(8)(C(8)H(7)O(2))(2)O(2)(OH)(2)], comprises one-half of the centrosymmetric tin(IV) complex. μ(3)-Oxide and μ(2)-hydroxide bridges link the four five-coordinate Sn(IV) atoms to generate three fused four-membered Sn-O-Sn-O rings in a ladder-like structure. The two endocyclic Sn atoms each bind to two μ(3)-oxide anions and a μ(2)-hydroxide ligand, together with two 2-chloro-benzyl groups.

Triphenyl-bis[4-(trifluoro-meth-yl)benzoato-κO]anti-mony(V).

The title complex, [Sb(C(6)H(5))(3)(C(8)H(4)F(3)O(2))(2)], is located on a twofold axis defined by the metal center and two C atoms of a coordinated phenyl group. The environment of the Sb atom approximates a trigonal-bipyramidal geometry, with the axial positions occupied by the O atoms of symmetry-related 4-(trifluoro-meth-yl)benzoate ligands. In this ligand, the CF(3) group is disordered by rotation about the C-C bond and the F atoms are distributed over two sets of sites with occupancies of 0.

(E,E)-6,6'-Dimeth-oxy-2,2'-[o-phenyl-ene-bis(nitrilo-methyl-idyne)]diphenol.

In the title compound, C(22)H(20)N(2)O(4), the central benzene ring forms dihedral angles of 3.2 (2) and 61.1 (1)° with the two outer substituted benzene rings.

catena-Poly[[diaqua-calcium(II)]-di-μ-2-chloro-nicotinato].

The itle compound, [Ca(C(6)H(3)ClNO(2))(2)(H(2)O)(2)](n), contains polymeric chains extending along [100] that are generated by inversion centres. The Ca(2+) ions are bridged by 2-chloronicotinate groups and exhibit an eight-coordination by six carboxylate O atoms of four different 2-chloronicotinate ligands and two O atoms of water molecules. In the crystal structure, inter-molecular O-H⋯O, O-H⋯N and C-H⋯O hydrogen bonds result in the formation of a supra-molecular network structure.

(E)-2-Meth-oxy-6-(thia-zol-2-ylimino-meth-yl)phenol.

The title compound, C(11)H(10)N(2)O(2)S, displays an E configuration about the C=N bond. The mean planes of the thia-zole and benzene rings make a dihedral angle of 9.32 (18)°.

2,2'-[Pyridine-2,6-diylbis(carbonyl-hydrazono)]dipropanoic acid N,N-dimethyl-formamide disolvate.

The complete molecule of the title compound, C(13)H(13)N(5)O(6)·2C(3)H(7)NO, is generated by crystallographic twofold rotation with an N and a C atom lying on the axis. The structure is stabilized by inter-molecular O-H⋯O hydrogen bonds.