(2-Ethyl-2-oxazoline-κN)bis(N-ethyl-N-phenyldithiocarbamato-κ2 S,S′)cadmium

In the title compound, [Cd(C9H10NS2)2(C5H9NO)], the CdII atom is five-coordinated in a distorted square-pyramidal geometry by four S atoms from two chelating N-ethyl-N-phenyl dithiocarbamate ligands and one N atom from a 2-ethyl-2-oxazoline ligand. Intermolecular C—H⋯π interactions are observed in the crystal structure.

In the title compound, [Cd(C 9 H 10 NS 2 ) 2 (C 5 H 9 NO)], the Cd II atom is five-coordinated in a distorted square-pyramidal geometry by four S atoms from two chelating N-ethyl-Nphenyl dithiocarbamate ligands and one N atom from a 2ethyl-2-oxazoline ligand. Intermolecular C-HÁ Á Á interactions are observed in the crystal structure.

Comment
One of the attractive features of group 12 dithiocarbamate chemistry is the extensive structural motifs which they display, ranging from monomeric, dimeric, tetrameric, linear polymeric and layered structures (Tiekink, 2003). These compounds tend to reversibly add organic N-, O-, S-and P-donor bases to give heteroligand complexes generally called adducts (Ivanov et al., 2007). Such adducts are of practical interest as they display a wide range of applications (Green et al., 2004;Pickett & O′Brien, 2001;Valarmathi et al., 2011). The molecules are usually highly volatile and are used in improved synthesis of nanoparticulate chalcogenide semiconductors, with good luminescent properties (Green and O′Brien, 1997). As part of our interest in the studies of N-donor adducts of group 12 dithiocarbamates (Onwudiwe et al., 2011), the structure analysis of the title compound was undertaken.
The Cd II atom in the title compound is square-pyramidal five coordinate with four S atoms from two N-ethyl-N-phenyl dithiocarbamate ligands and one N atom from a 2-ethyl-2-oxazoline ligand (Fig. 1). The two dithiocarbamates are at an obtuse angle of 130.6 ° to each other and form an angle of 89.8 ° and 85.6 ° with the oxazoline ligand. The Cd atom is 0.7877 (1) Å above the plane formed by the four S atoms. The Cd-S bond lengths vary from 2.5615 (5) to 2.7154 (4) Å while the Cd-N bond length is 2.2564 (14) Å. None of the ethyl groups shows any signifuicant disorder. The dithiocarbamate ethyl groups have intramolecular interactions with the S atoms C18-H18A···S11 and C28-H28A···S21, with contact distances of 2.60 and 2.56 Å respectively. Adjacent molecules are linked by C-H···π interactions (Table 1, Fig. 2). Packing of the title compound is shown in Fig. 3.

Experimental
(N-Ethyl-N-phenyl dithiocarbamate)cadmium (2 mmol, 1.01 g) was suspended in 75 ml of warm dichloromethane (Onwudiwe & Ajibade, 2010). 2-Ethyl-2-oxazoline was dropwise added to the stirring warm mixture. The clear solution obtained after the addition of oxazoline was stirred for 10 h. The colourless solution obtained was filtered and the solvent was removed. The resulting crude product was redissolved in boiling acetone (Decken et al., 2006;Gossage & Jenkins, 2008). After a few days, single crystals suitable for X-ray structure analysis were obtained (m.p. 288-290 °C).

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.