[4,6-Dimethylpyrimidine-2(1H)-thione-κS]iodidobis(triphenylphosphane-κP)copper(I)

In the mononuclear title complex, [CuI(C6H8N2S)(C18H15P)2], the CuI ion is in a slightly distorted tetrahedral coordination geometry formed by two P atoms from two triphenylphosphane ligands, one S atom from a 4,6-dimethylpyrimidine-2(1H)-thione ligand and one iodide ion. There is an intramolecular N—H⋯I hydrogen bond. In the crystal, π–π stacking interactions [centroid–centroid distance = 3.594 (1) Å] are observed.

In the mononuclear title complex, [CuI(C 6 H 8 N 2 S)(C 18 H 15 P) 2 ], the Cu I ion is in a slightly distorted tetrahedral coordination geometry formed by two P atoms from two triphenylphosphane ligands, one S atom from a 4,6-dimethylpyrimidine-2(1H)-thione ligand and one iodide ion. There is an intramolecular N-HÁ Á ÁI hydrogen bond. In the crystal,stacking interactions [centroid-centroid distance = 3.594 (1) Å ] are observed.

Experimental
Crystal data [CuI(C 6 Table 1 Hydrogen-bond geometry (Å , ). The synthesis and coordination chemistry of copper(I) complexes have been widely studied. Some of these complexes have been found to have unusual structural features, exhibit corrosion-inhibiting properties (Tian et al., 2004), catalytic activity in photo-redox reactions (Santra et al., 1999), phosphorescence due to close Cu···Cu interactions (Gong, et al., 2010), precursors to blue copper-protein model (Fujisawa et al., 2004) and catalysts in enantiomer selective Diels-Alder reactions (Reymond & Cossy, 2008). Moreover, the role of copper(I) is evident in several biologically important reactions, such as a dioxygen carrier and models for several enzymes (Kang, 2006).

Experimental
A solution of 4,6-dimethylpyrimidine-2(1H)-thione, (0.08 g, 0.52 mmol) in 30 cm 3 of methanol was stirred at 333 K then CuI (0.10 g, 0.52 mmol) solid was added and stirred for 3 h. Solid of triphenylphosphane (0.27 g, 1.04 mmol) was added and heated with continuous stirring for a period of 2 h. The clear yellow solution was formed then filtered off and kept at room temperature. Slow evaporation of the solvent gave the yellow colored crystalline solids, which were filtered off and dried in vacuo. Analysis found: C 60.11, H 4.46, N 2.88, S 3.22%; calculated for C 42 H 37 CuIN 2 P 2 S: C 59.03, H 4.37, N 3.28, S 3.76%.

Refinement
The H atoms bonded to C atoms were constrained with a riding model of 0.93-0.96 Å, and U iso (H) = 1.2U eq (C). The H atom bonded to the N atom was located in a difference Fourier map and refined isotropically.

Figure 1
The molecular structure with displacement ellipsoids drawn at the 30% probability level.  Part of the crystal structure with the intramolecular hydrogen bond and π-π stacking interactions shown asphosphine dashed lines.

Crystal data
[CuI(C 6 H 8 N 2 S)(C 18 H 15 P) 2 ] M r = 855.18 Triclinic, P1 Hall symbol: -P 1 a = 11.5605 (7) Å b = 13.0076 (8)  Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > σ(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. 0.0456 (11) 0.0457 (11) 0.0520 (12) 0.0134 (9) 0.0090 (9) −0.0031 (9) C19 0.0342 (9) 0.0399 (9) 0.0339 (9) 0.0105 (7) 0.0051 (7) 0.0033 (7)