Capto-dative substitution and cyclopropane geometry. Part 2. X-Ray structure of cis-1,2-dicyano-1,2-bis(phenylthio)cyclopropane, C17H12N2S2

Abstract

The crystal and molecular structure of the title compound has been determined from X-ray diffraction data using direct methods and least-squares refinement. The crystals are monoclinic, space group P2₁/n, Z= 4, a= 17.775(9), b= 6.965(4), c= 12.994(5)Å;, β= 101.57(4)°. Using 1 507 independent reflections with I 2.5σ(I) the structure was refined to R= 0.046 and R_w, = 0.054. The ring bond-lengths are very similar to those observed in 2-t-butylthio-1-r,2-t-dicyano-1-phenylthiocyclopropane. This confirms electron-density transfer from cyclopropyl to the substituents in capto-dative substituted cyclopropanes. The structure of the trans isomer has been also determined but it appears to be disordered.