Thiodicarb.
Dimethyl N,N'-[thiobis(methyliminocarbonyloxy)] bis-(ethanimidothiolate), C10H18N4O4S3, is an example of a sulfenylated biscarbamate insecticide. The molecule has an approximate twofold axis through the central S atom which joins the two methyliminocarbonyloxyethanimidothiolate units. One of the two arms is planar in the crystal. Semi-empirical geometry optimization for an isolated molecule favors a model with both arms planar and, thus, crystal packing may be responsible for the observed non-planarity in one arm. Bond lengths and angles have similar values to those of the 'monomeric' carbamate insecticide methomyl.
Department of Chemistry and Biochemistry, University of Maryland, College Park 20742, USA.
H L
HL
Ammon
R J
RJ
Seymour
W M
WM
Huffman
T D
TD
D'Silva
D018360:Crystallography, X-Ray; D007094:Imides / Q000737:chemistry; D007306:Insecticides / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013859:Thiocarbamates / Q000737:chemistry*
D007094:Imides; D007306:Insecticides; D013859:Thiocarbamates; C027971:thiodicarb