X-RAY CRYSTALLOGRAPHIC INVESTIGATION OF S-METHYL NORMAL-DIISOPROPOXYTHIOPHOSPHORYLBENZIMIDOTHIOATE AND S-CYANOMETHYL NORMAL-DIISOPROPOXYTHIOPHOSPHORYLBENZIMIDOTHIOATE

The crystal and molecular structures of S-methyl N-diisopropoxythiophosphorylbenzimidothioate (i-PrO)2.P(S)NC(SCH3)Ph (I) and S-cyanomethyl N-diisopropoxythiophosphorylbenzimidothioate (i-PrO)2P(S)NC(SCH2CN)Ph (II) were determined by x-ray crystallographic analysis. A comparison was made of the conformational and geometric characteristics of the molecules of (I) and (II) with the corresponding characteristics of our previously investigated compounds N-didisopropoxythiophosphorylthiobenzamide (II), N-diethoxythiophosphorylthiobenzamide (IV), and N-diisopropoxythiophosphorylthioacetamide (V). It was shown that the phosphorus atom in the molecules of (I) and (II) has a distorted tetrahedral coordination. Both molecules contain a flattened PNC(S)C fragment with the trans arrangement of the P-N=C-S group of atoms. The plane of the phenyl rings forms angles of 43.6-degrees (I) and 57.4-degrees (II) with the plane of the PNC(S)C fragment. The torsion angle of the S=P-N=C bond system is 95.2-degrees (I) and 84.9-degrees (II).