Crystal structure of [1-(3-ethoxy-2-oxidobenzylidene-κO 2)-4-phenylthiosemicarbazidato-κ2 N 1,S](triphenylphosphane-κP)nickel(II)

In the title complex, [Ni(C16H15N3O2S)(C18H15P)], the NiII atom has a distorted tetrahedral coordination geometry, comprised of N, S, O and P atoms of the tridentate thiosemicarbazide ligand and the P atom of the triphenylphosphane ligand. The benzene ring makes a dihedral angle of 53.08 (11)° with the phenyl ring of the phenylthiosemicarbazide moiety and dihedral angles of 73.69 (11), 20.38 (11) and 71.30 (11)° with the phenyl rings of triphenylphosphane ligand. A pair of N—H⋯N hydrogen bonds generates an R 2 2(8) ring graph-set motif. The ethoxy group is disordered over two positions, with site occupancies of 0.631 (9) and 0.369 (9). The molecular structure is stabilized by a weak intramolecular C—H⋯O hydrogen bond. In the crystal, weak N—H⋯N and C—H⋯π interactions connect the molecules, forming a three-dimensional network.

The molecular structure is stabilized by a weak intramolecular C-H···O hydrogen bonds (Table 1) Table 1) interactions to form a three dimensional network.

S2. Experimental
About 218 mg of the metal nickel triphenyl phosphine was dissolved in 5 ml of ethanol and the ligand 100 mg was dissolved in 3 ml of dichloromethane. Then the mixture was refluxed for 3 to 4 h in cool ice bath condition, since dichlomethane has a very low boiling point. The red colour solution was allowed to stand for about 5 days at room temperature.
After this period of time, the resulting dark-red solids were collected by filtration, washed with 10 ml on n-hexane and dried in vacuo over anhydrous CaCl 2 . A single red colour crystal suitable for the X-ray diffraction was obtained by slow evaporation of a solution in acetonitrile.

Figure 2
The crystal packing of the title compound, viewed along the a axis. The hydrogen bonds are shown as dashed lines (see Table 1). H atoms not involved in these interactions have been omitted for clarity.

Figure 3
The partial crystal packing of the title compound, showing the ring set-motif viewed along the b axis. The hydrogen bonds are shown as dashed lines.

[1-(3-Ethoxy-2-oxidobenzylidene-κO 2 )-4-phenylthiosemicarbazidato-κ 2 N 1 ,S](triphenylphosphane-κP)nickel(II)
Crystal data [Ni(C 16 Special details Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2sigma(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.