[Hexane-2,5-dione bis(thiosemicarbazonato)]nickel(II)

In the title compound, [Ni(C8H14N6S2)], the NiII ion is coordinated by N2S2 donor atoms of the tetradentate thiosemicarbazone ligand, and has a slightly distorted square-planar geometry. In the crystal, inversion-related molecules are linked via pairs of N—H⋯N and N—H⋯S hydrogen bonds, forming R 2 2(8) ring motifs. Molecules are further linked by slightly weaker N—H⋯N, N—H⋯S and C—H⋯S hydrogen bonds, forming two-dimensional networks which lie parallel to the bc plane.

In the title compound, [Ni(C 8 H 14 N 6 S 2 )], the Ni II ion is coordinated by N 2 S 2 donor atoms of the tetradentate thiosemicarbazone ligand, and has a slightly distorted square-planar geometry. In the crystal, inversion-related molecules are linked via pairs of N-HÁ Á ÁN and N-HÁ Á ÁS hydrogen bonds, forming R 2 2 (8) ring motifs. Molecules are further linked by slightly weaker N-HÁ Á ÁN, N-HÁ Á ÁS and C-HÁ Á ÁS hydrogen bonds, forming two-dimensional networks which lie parallel to the bc plane.
The asymmetric unit of the title compound, Fig. 1, comprises a thiosemicarbazone nickel(II) complex in which the Ni II ion is coordinated by N 2 S 2 donor atoms with a slightly distorted square-planar geometry. The angle between the mean planes S1-Ni1-N1 and S2-Ni1-N4 is 7.90 (4)°. The mean deviation of atom Ni1 from the mean plane N1-S1-S2-N4 is 0.0861 (5) Å. The bond lengths (Allen et al., 1987) and angles are within the normal ranges and are comparable to those reported for related structures (Cowley et al. (2004); Lobana et al. (2011).
In the crystal, molecules are linked by N-H···N, N-H···S, and C-H···S interactions forming two-dimensional networks which lie parallel to the bc plane (Table 1 and Fig. 2).
Hexan-2,5-dionebis(thiosemicarbazone) (1 mmol, 0.260 g) and nickel(II) acetate (0.66 g, 2.66 mmol) were placed in the main arm of a branched tube. Methanol was carefully added to fill the arms. The tube was sealed and immersed in an oil bath at 333 K while the branched arm was kept at ambient temperature. After 5 days, dark-red crystals (M.p. = 468 K) were isolated in the cooler arm and filtered off, washed with acetone and ether and dried in air (0.192 g; Yield 74%).

Refinement
The N-bound H atoms were located in a difference Fourier map and constrained to refine on their parent atoms with U iso (H) = 1.2U eq (N). The C-bound H-atoms were included in calculated positions and treated as riding atoms: C-H = 0.93, 0.96 and 0.97 Å for CH, CH 3 and CH 2 H-atoms, respectively, with U iso (H) = k × U eq (C), where k = 1.5 for CH 3 Hatoms, and = 1.2 for other H atoms.

Figure 2
A view along the b-axis of the crystal packing of the title compound, showing the two-dimensional networks lying parallel to the bc plane. Only the H atoms involved in hydrogen bonding are shown.

[Hexane-2,5-dione bis(thiosemicarbazonato)]nickel(II)
Crystal data [Ni(C 8  where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max = 0.001 Δρ max = 0.28 e Å −3 Δρ min = −0.21 e Å −3 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.