N-Ethyl-N-phenyl{[ethyl(phenyl)carbamothioyl]disulfanyl}carbothioamide

The asymmetric unit of the title compound, C18H20N2S4, contains one half-molecule, the complete molecule being generated by a twofold rotation axis. The plane through the NCS2 group [maximum deviation = 0.01 (7) Å] is orthogonal to the phenyl ring, forming a dihedral angle of 89.4 (3)°. The crystal structure is stabilized by intermolecular C—H⋯π interactions.

The asymmetric unit of the title compound, C 18 H 20 N 2 S 4 , contains one half-molecule, the complete molecule being generated by a twofold rotation axis. The plane through the NCS 2 group [maximum deviation = 0.01 (7) Å ] is orthogonal to the phenyl ring, forming a dihedral angle of 89.4 (3) . The crystal structure is stabilized by intermolecular C-HÁ Á Á interactions.

Experimental
Cg is the centroid of the C1-C6 ring.

N-Ethyl-N-phenyl{[ethyl(phenyl)carbamothioyl]disulfanyl}carbothioamide
Peter A. Ajibade, Benjamin C. Ejelonu and Bernard Omondi Comment Thiuram disulfides are semi-esters of dialkyldithiocarbamic acids (Victoriano, 2000). They are unique among thiolato type ligands in that reductive scission of the S-S bond leads to chelating dithiocarbamtes anions which are particularly well suited to stabilize high oxidation state transition metals like dithiocarbamate ligands (Victoriano, 2000). Metal species with closed shell configuration typically react with thiuram disulfides to yield adducts. Some adducts of well The S-C, S==C and C-N bond distances are comparable to those of related structures (Fun et al. 2001;Raya et al. 2005).

Experimental
A mixture of 6.44 ml of ethylaniline and 15.00 ml of concentrated aqueous ammonia in ice was added into 3.00 ml of icecold carbon disulfide and the resultant solution stirred for 6-7 h. The solid product obtained was filtered and rinsed three times with ice cold ethanol three times. The yellowish white was recrystallized in water/methanol mixture to yield crystal suitable for X-ray crystallographic analysis.

Computing details
Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT-Plus (Bruker, 2008); data reduction: SAINT-Plus and XPREP (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999  The asymmetric unit of the title compound with displacement ellipsoids drawn at the 50% probability level. 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. The following ALERTS were generated. Each ALERT has the format test-name_ALERT_alert-type_alert-level.  (14) C9-S1 1.8205 (9) C5-H5 0.95 S1-S1 i 2.0112 (5) C6-H6 0.95