Structural studies in main-group chemistry. Part VII. Crystal structure of N-benzoyl-N-phenyl-O-(triphenylstannyl)hydroxylamine

Abstract

The crystal structure of the title compound has been determined from X-ray diffractometer data by Patterson and Fourier methods. Crystals are monoclinic, space group P2₁/c with a= 12·278(3), b= 17·621 (2), c= 15·411(2)Å, β= 128·37(2)°, Z= 4. Strong intramolecular carbonyl–tin co-ordination renders the tin atom five-co-ordinate with trigonal-bipyramidal geometry. The equatorial positions are occupied by two phenyl groups [mean Sn–C(Ph) 2·136 Å] and the hydroxylamino-oxygen (Sn–O 2·091 Å). The Sn–C(Ph) axial distance (2·176 Å) is significantly longer than the two equatorial bonds. In the hydroxylamine residue, the C–N bond distance indicates significant multiple-bond character, whilst the carbonyl bond distance is the same as in zwitterionic compounds. Rationalisations of observed spectroscopic data are made in the light of the derived structure. The sign of the electric-field gradient at the tin nucleus is deduced to be negative.