Crystal structure of tetra-iso-butyl-thiuram di-sulfide

Tetra-kis(2-methyl-prop-yl)thio-per-oxy-dicarbonic di-amide, or tetra-iso-butyl-thiuram di-sulfide, C₁₈H₃₆N₂S₄, crystallizes in a general position in the triclinic space group P-1 but shows pseudo-C₂ symmetry about the di-sulfide bond. The C-S-S-C torsion angle [-85.81 (2)°] and the dihedral angle between the two NCS₂ mean planes [85.91 (5)°] are within the range observed for this compound type. Multiple intra- and inter-molecular S⋯H-C close contacts appear to play a role in assisting the specific conformation of the pendant isobutyl groups and the packing arrangement of mol-ecules within the cell. Tetra-iso-butyl-thiuram di-sulfide mol-ecules of one optical configuration form sheets in the plane of the a and b axes. Inversion centers exist between adjoining sheets, which stack along the c axis and alternate in the handedness of their constituent mol-ecules.