4-Methyl-N-(4-methyl-phenyl-sulfon-yl)-N-[4-(4-methyl-phen-yl)-1,3-thia-zol-2-yl]benzene-sulfonamide.

There are two independent mol-ecules in the asymmetric unit of the title compound, C24H22N2O4S3. In each, the sulfonamide N atoms reveal nearly a trigonal-planar geometry with two S atoms of the O=S=O groups and one C atom of the thia-zole ring; the angles around the N atoms are between 117.00 (13) and 123.86 (9)°. The methyl-phenyl-sulfonyl groups are in anti conformations, forming dihedral angles of 78.00 (7)/72.53 (5) and 77.09 (6)/71.50 (7)° with the trigonal S-N-S planes in the two mol-ecules. The thia-zole groups are rotated around the C-N bonds and are almost perpendicular to the S-N-S plane [dihedral angles of 78.00 (7)/72.53 (5) and 77.09 (6)/71.50 (7)°]. In the crystal, pairs of C-H⋯O inter-actions, with the O atoms of the sulfonamide groups as acceptors, link each of the independent mol-ecules into inversion dimers.

Bis(2,3-di-chloro-phen-yl) di-sulfide.

The title compound, C12H6Cl4S2, features an S-S bond [2.0252 (8) Å] that bridges two 2,3-di-chloro-phenyl rings with a C-S-S-C torsion angle of 88.35 (11)°. The benzene rings are normal one to the other with a dihedral angle of 89.83 (11)°. The crystal structure features inter-molecular Cl⋯Cl [3.4763 (11) Å] and π-π stacking inter-actions [centroid-centroid distances = 3.696 (1) and 3.641 (2) Å]. Intra-molecular C-H⋯S inter-actions are also observed.

Di-chlorido-(4,4'-di-tert-butyl-2,2'-bi-pyridine-κ(2) N,N')palladium(II) dimethyl sulfoxide monosolvate monohydrate.

The title compound, [PdCl2(C18H24N2)]·(CH3)2SO·H2O, the Pd(II) ion is in a distorted square-planar geometry. The Pd-N bond distances are 2.022 (2) and 2.027 (2) Å, the Pd-Cl bond distances are 2.2880 (7) and 2.2833 (7) Å, and the ligand bite angle is 80.07 (9)°. The dimethyl sulfoxide and water mol-ecules form linear chains along [100] by O-H⋯O and O-H⋯S hydrogen bonds, generating eight- and 12-membered rings. C-H⋯Cl inter-actions link the chains, forming a three-dimensional arrangement. In addition, the 4,4-di-tert-butyl-2,2'-bi-pyridine ligand exhibits π-π stacking inter-actions [centroid-centroid distances = 3.8741 (15) and 3.8353 (15) Å]. The DMSO solvent is disordered and was refined with an occupancy ratio of 0.866 (3):0.134 (3).

Bis(2-amino-4-phenyl-1,3-thia-zol-3-ium) tetra-chlorido-palladate(II).

The title compound, (C9H9N2S)2[PdCl4], consists of two monoprotonated 2-amino-4-phenyl-1,3-thia-zole molecules and one tetra-chlorido-palladate anion. The organic molecules exhibit a dihedral angle between the main rings planes of 31.82 (9)°. In the anion, the Pd(II) atom is located on a crystallographic centre of symmetry with a square-planar geometry. In the crystal, the anions and cations are connected through bifurcated N-H⋯Cl hydrogen bonds, and these inter-actions lead to hydrogen-bonded tapes of cations and anions along [100].

trans-Chlorido-(4-fluoro-benzene-thiol-ato-κS)bis-(tri-phenyl-phosphane-κP)palladium(II) methanol hemisolvate.

The title compound, [Pd(SC6H4F-p)Cl(PPh3)2]·0.5CH3OH, features a Pd(II) complex with two tri-phenyl-phosphane (PPh3) ligands arranged in a trans conformation, with one chloride and one 4-fluoro-benzene-thiol-ate ligand completing the coordination sphere, giving rise to a slightly distorted square-planar geometry of the Pd(II) ion. The methanol solvent mol-ecule is disordered about an inversion centre with an occupancy of 0.25 for each molecule. In the crystal, weak C-H⋯Cl hydrogen-bonding inter-actions between the complex mol-ecules generate chain frameworks parallel to [010].

cis-Bis(O-methyl-dithio-carbonato-κ(2) S,S')bis-(tri-phenyl-phosphane-κP)ruthenium(II).

In the title compound, [Ru(CH3OCS2)2(C18H15P)2], the Ru(II) atom is in a distorted octa-hedral coordination by two xanthate anions (CH3OCS2) and two tri-phenyl-phosphane (PPh3) ligands. Both bidentate xanthate ligands coordinate the Ru(II) atom with two slightly different Ru-S bond lengths but with virtually equal bite angles [71.57 (4) and 71.58 (3)°]. The packing of the complexes is assured by C-H⋯O and C-H⋯π inter-actions.

1,3-Bis[(tert-butylsulfanyl)methyl]-2,4,6-trimethylbenzene.

The complete mol-ecule of the title compound, C(19)H(32)S(2), is generated by crystallorgaphic twofold symmetry, with three C atoms lying on the axis. The C(ar)-C-S-C (ar = aromatic) torsion angle is 156.2 (2) °. In the crystal, the mol-ecules are linked by very weak C-H⋯S inter-actions, generating [001] chains.

A second monoclinic polymorph of (E)-phen-yl(pyridin-2-yl)methanone oxime.

The title compound, C(12)H(10)N(2)O, a second monoclinic poly-morph of (E)-phen-yl(pyridin-2-yl)methanone oxime crystallizes in the space group P2(1)/n (Z = 4). The previously reported polymorph [Taga et al. (1990 ▶). Acta Cryst. C46, 2241-2243] occurs in the space group C2/c (Z = 8). In the crystal, pairs of bifurcated O-H⋯(N,O) hydrogen bonds link the mol-ecules into inversion dimers. The dimers are linked by C-H⋯π inter-actions, forming a linear arrangement. The dihedral angle between the pyridine and phenyl rings is 67.70 (8)°.

trans-Bis(µ-benzene-thiol-ato-κ(2) S:S)bis[chlorido-(tri-phenyl-phosphane-κP)palladium(II)] chloro-form disolvate.

The title compound, [Pd2Cl2(C6H5S)2(C18H15P)2]·2CHCl3, contains a centrosymmetric dinuclear palladium complex with the Pd(II) cation in a slightly distorted square-planar coordination environment. The Pd(II) cations are bridged by the S atoms of two benzene-thiol-ate ligands with different Pd-S distances [2.2970 (11) and 2.3676 (11) Å]. The coordination of the metal atom is completed by a chloride anion [2.3383 (11) Å] and a tri-phenyl-phosphane ligand [2.2787 (11) Å]. Weak C-H⋯Cl inter-actions are present between complex mol-ecules and the CHCl3 solvent mol-ecule. The latter is disordered over two positions in a 0.792 (8):0.208 (8) ratio. The crystal under investigation was found to be twinned by nonmerohedry, with a fraction of 73.4 (1)% for the major twin component.

N-{1,2-Bis(pyridin-3-yl)-2-[(E)-(pyridin-3-yl)methyl-idene-amino]-eth-yl}nicotinamide.

In the title compound, C24H20N6O, the pyridin-3-yl groups on the ethyl-ene fragment are found in a trans conformation with a C(py)-C(e)-C(e)-C(py) (py = pyridine, e = ethylene) torsion angle of 179.2 (3)°. The dihedral angle between the pyridine rings is 3.5 (1)°. In the crystal, N-H⋯N and C-H⋯O=C inter-actions form a layer arrangement parallel to the bc plane. The compound displays disorder of the ethyl-ene fragment over two positions with an occupancy ratio of 0.676 (7) to 0.324 (7) that extends into the amide section of the nicotinamide moiety.

N-Benzyl-2-hy-droxy-ethanaminium cyanurate.

In the cation of the title compound C9H14ON(+)·C3H2O3N3 (-), the benzyl-amine C-N bond subtends a dihedral angle of 78.3 (2)° with the phenyl ring. The cyanurate anion is in the usual keto-form and shows an r.m.s. deviation from planarity of 0.010 Å. In the crystal, the cyanurate anions form N-H⋯O hydrogen-bonded zigzag ribbons along [001]. These ribbons are crosslinked by the organocations via O-H⋯N and N-H⋯O hydrogen bonds, forming bilayers parallel to (010) which are held together along [010] by slipped π-π inter-actions between pairs of cyanurate anions [shortest contact distances C⋯C = 3.479 (2), O⋯N = 3.400 (2); centroid-centroid distance= 4.5946 (9) Å] and between cyanurate and phenyl rings [centroid-centroid distance = 3.7924 (12) Å, ring-ring angle = 11.99 (10)°].

1-Ethenyl-4-[(phenylsulfanyl)methyl]-benzene.

The dihedral angle between the aromatic rings in the title compound, C(15)H(14)S, is 72.38 (7)°. In the crystal, the mol-ecules are connected by C-H⋯π inter-actions.

3-[(R)-1-Hy-droxy-butan-2-yl]-1,2,3-benzo-triazin-4(3H)-one.

The crystal structure of the title compound, C(11)H(13)N(3)O(2), is stabilized by O-H⋯O hydrogen bonds, which link the mol-ecules into chains along [100].

Two coordination modes of Cu(II) in a binuclear complex with N-(pyridin-2-yl-carbon-yl)pyridine-2-carboxamidate ligands.

In the title dinuclear complex, (acetonitrile-1κN)[µ-N-(pyri-din-2-ylcarbonyl)pyridine-2-carboxamidato-1:2κ(5)N,N',N'':O,O'][N-(pyridin-2-ylcarbonyl)pyridine-2-carboxamidato-2κ(3)N,N',N'']bis(trifluoromethanesulfonato-1κO)dicopper(II), [Cu(2)(C(12)H(8)N(3)O(2))(2)(CF(3)O(3)S)(2)(CH(3)CN)], one of the Cu(II) ions is five-coordinated in a distorted square-pyramidal N(3)O(2) environment provided by two N-(pyridin-2-ylcarbon-yl)pyridine-2-carboxamidate (bpca) ligands, while the second Cu(II) ion is six-coordinated in a distorted octa-hedral N(4)O(2) environment provided by one bpca ligand, two trifluoro-methansulfonate ligands and one acetonitrile mol-ecule. Weak inter-molecular C-H⋯O and C-H⋯F hydrogen bonds and π-π stacking inter-actions with centroid-centroid distances of 3.6799 (15) and 3.8520 (16) Šstabilize the crystal packing and lead to a three-dimensional network.

3-[1-(3-Hy-droxy-benz-yl)-1H-benzimid-azol-2-yl]phenol dimethyl sulfoxide monosolvate.

Crystals of the title compound were obtained as a 1:1 dimethyl sulfoxide solvate, C(20)H(16)N(2)O(2)·C(2)H(6)O. The mol-ecular conformation of the organic mol-ecule is similar to that in the previously reported unsolvated structure [Eltayeb et al. (2009 ▶). Acta Cryst. E65, o1374-o1375]. Thus, the dihedral angles formed by the benzimidazole moiety with the two benzene rings are 57.54 (4) and 76.22 (5)°, and the dihedral angle between the benzene rings is 89.23 (5)°. In the crystal, a three-dimensional network features O-H⋯O, O-H⋯N and O-H⋯S hydrogen bonds, as well as C-H⋯O and C-H⋯π inter-actions.

trans-Bis(5-amino-1,3,4-thia-diazol-2-thio-lato-κS(2))bis-(triphenyl-phosphane-κP)palladium(II) dimethyl sulfoxide disolvate hemihydrate.

The title complex, [Pd(C(2)H(2)N(3)S(2))(2)(C(18)H(15)P)(2)]·2C(2)H(6)OS·0.5H(2)O, was obtained from the reaction of trans-[(Ph(3)P)(2)PdCl(2)] with 5-amino-1,3,4-thia-diazole-2-thione (SSNH(2)) in a 2:1 molar ratio. The Pd(II) atom, located in a crystallographic center of symmetry, has a square-planar geometry with two triphenyl-phosphine P-coordinated mol-ecules and two SSNH(2) ligands with the S atoms in a trans conformation. The latter ligand exhibits N-H⋯N hydrogen-bonding contacts formed by the amino group with the thia-diazole ring, generating a chain along the c axis. The asymmetric unit contains one half of the complex mol-ecule along with disordered dimethyl sulfoxide and water mol-ecules.

A second monoclinic polymorph of {2,6-bis[(2,4,5-trifluoro-phen-yl)imino-meth-yl]pyridine-κN,N',N''}dichloridonickel(II).

The asymmetric unit of the title compound, [NiCl(2)(C(19)H(9)F(6)N(3))], contains one half-mol-ecule residing on a crystallographic twofold rotation axis. The title compound crystallizes in space group C2/c while the previously reported polymorph was reported in P2(1)/c [Baldovino-Pantaleón et al. (2006 ▶). Adv. Synth. Catal.348, 236-242]. The Ni(2+) ion exhibits a penta-coordinate distorted trigonal-bipyramidal NiCl(2)N(3) geometry, with two Cl atoms in the equatorial plane. In the crystal, mol-ecules are linked by inter-molecular C-F⋯π [F⋯centroid = 2.9676 (14) Å] inter-actions.

1,3-Bis[(naphthalen-2-ylsulfan-yl)meth-yl]benzene.

Mol-ecules of the title compound, C(28)H(22)S(2), are located on a crystallographic mirror plane with one half-mol-ecule in the asymmetric unit. The dihedral angle between the phenyl ring and the naphthyl unit is 83.14 (7)°. In the crystal, mol-ecules are inter-connected by C-H⋯S and C-H⋯π inter-actions.

Bis(methyl xanthato)-κS;κS:S'-(triphenyl-phosphane-κP)palladium(II).

The title compound, [Pd(C(2)H(3)OS(2))(2)(C(18)H(15)P)], features a palladium complex with a triphenyl-phosphane ligand and two xanthate ligands, one of them coordinates in a bidentate and the other in a monodentate fashion, giving rise to a slightly distorted square-planar coordination of the Pd(II) ion. As a result of this difference in the coordination modes, the C-S bond lengths are different, viz. 1.687 (2) and 1.692 (2) Šin the bidentate ligand and 1.723 (2) Šin the monodentate ligand, whereas the non-coordinating S atom has a C-S distance of 1.649 (2) Å. The crystal packing is stabilized by C-H⋯O inter-actions.

Synthesis of Pt(II) complexes of the type [Pt(1,10-phenanthroline)(SArFn)2] (SArFn = SC6H3-3,4-F2; SC6F4-4-H; SC6F5). Preliminary evaluation of their in vitro anticancer activity.

A series of Pt(II) complexes of the type [Pt(1,10-phenanthroline)(SArFn)2] (SArFn = SC6H3-3,4-F2(1); SC6F4-4-H (2); SC6F5(3)) were synthesized from [Pt(1,10-phenanthroline)(Cl)2] and [Pb(SArFn)2] via metathesis reactions. The complexes were fully characterized including the unambiguous determination of their molecular structures by single-crystal X-ray diffraction techniques, showing the metal centers to be into a slightly distorted square-planar environments. The in vitro cytotoxic activity of the complexes was evaluated on six cancerous cell lines, i.e: glial cells of nervous central system (U-251), prostate (PC-3), leukemia (K-562), colon (HCT-15), breast (MCF-7) and lung (SKLU-1); we also included a healthy cell line of COS-7 (African green monkey kidney) for comparative purposes. We found that complex 2 was selective for PC-3. In addition, the IC50 values for the series of complexes were determined using the U-251, HCT-15 and SKLU-1 cancerous cell lines, as well as in the healthy cell line (COS-7), where complex 1 exhibited the best activity, with IC50 values going from 4.56 to 4.78 µM. These studies where further complemented with DNA docking theoretical calculations and DNA affinity experiments.