The crystal and molecular structure of 9-(p-lodophenyl)-9-azatetracyclo[5.3.1.02,6 .08,10] undec-4-ene

The crystal and molecular structure of 9-(p-iodophenyl)-9-azatetracyclo[5.3.1.0^2,6 .0^8,10]-undec-4-ene (C₁₆H₁₆IN) has been determined by single crystal x-ray diffraction methods. The compound crystallizes in space group P2₁, (no. 4) with unit cell constants: a = 11.269 (1), b = 7.607 (1), c = 16.714 (1) Å, β = 104.73 (1)°. The structure was solved by the heavy-atom method and refined by block-diagonal least-squares to a final R-value of 0.054 for the 1546 independently measured, statistically significant reflections. The aziridine ring is fused to the norbornyl rather than to the five-membered ring as previously assumed. The nitrogen to phenyl-carbon distance is 1.40₆ Å and indicates a significant amount of double bond character.