Dichloridotriphenylantimony(V)–bis(pyrrolidin-1-ylthiocarbonyl) disulfide (1/1)

The asymmetric unit of the title compound, [Sb(C6H5)3Cl2]·C10H16N2S4, comprises a bis(pyrrolidinylthiocarbamoyl) molecule and a dichlorotriphenylantimony(V) complex. In the Sb complex, the central atom is coordinated by three C atoms of the three phenyl ligands and two Cl atoms in a slightly distorted trigonal-bipyramidal geometry. The thiocarbamoyl units, connected via the disulfide bond, are approximately perpendicular to each other. The molecules are connected by weak C—H⋯S and C—H⋯Cl hydrogen-bonding interactions into two one-dimensional supramolecular chains.

The asymmetric unit of the title compound, [Sb(C 6 H 5 ) 3 Cl 2 ]Á-C 10 H 16 N 2 S 4 , comprises a bis(pyrrolidinylthiocarbamoyl) molecule and a dichlorotriphenylantimony(V) complex. In the Sb complex, the central atom is coordinated by three C atoms of the three phenyl ligands and two Cl atoms in a slightly distorted trigonal-bipyramidal geometry. The thiocarbamoyl units, connected via the disulfide bond, are approximately perpendicular to each other. The molecules are connected by weak C-HÁ Á ÁS and C-HÁ Á ÁCl hydrogen-bonding interactions into two one-dimensional supramolecular chains.
The Dipyrrolidylthiuram disulfide molecule, (which is another name of the organic part in our structure) shows a planar model with crystallographic inversion symmetry in the midpoint of the S-S bond (Williams et al., 1983).
In the similar structure bis(N,N-dicyclohexylthiocarbamoyl) disulfide, a crystallographic twofold axis passes through the midpoint of the S-S bond (Li et al., 2006). The disulfide S-S distance is close to the distances observed in free (uncoordinated) disulfides (Kumar et al., 1990).
The S atoms of bis(pyrrolidinylthiocarbamoyl) and the Cl atoms of dichlorotriphenylantimony play a significant role in the crystal packing, linking the complex molecules by weak C-H···S and C-H···Cl (Table 1) hydrogen bonds to form two one-dimensional supramolecular chains (Fig. 2).

S2. Experimental
Chlorotriphenylantimony (0.2 mmol) was dissolved in benzene (15 ml) and bis(pyrrolidinylthiocarbamoyl) (0.2 mmol) dissolved in methanol was added with stirring at room temperature for eight hours and then filtered. Orange crystals suitable for X-ray analysis were obtained by slow evaporation of a petroleum/dichloromethane (1:2 v/v) solution over a

S3. Refinement
The H atoms bound to C of pyrrolidine were located in a difference map and were refined as riding on their respective C atoms with distances C-H = 0.97 Å and with U iso (H) = 1.2U eq (C). The other H atoms were constraint at calculated positions (riding mode), with C-H = 0.93 Å and U iso (H) = 1.2 U eq (C). supporting information sup-2 . E64, m108

Figure 1
The molecular structure of the title compound, with atom labels and 50% probability displacement ellipsoids for non-H atoms.