Crystal structure of the 4 + 2 cyclo­adduct of photooxidized anthracene and C60 fullerene

摘要

The structure of the title compound, 5,6-[(1R,10S)-2,9-dioxatri­cyclo­[8.6.0^3,8.0^11,16]hexa­decane-1,10-di­yl]-(C60–Ih)[5,6]fullerene methane­dithione 0.1-solvate, C74H10O2·0.1CS2, has tetra­gonal (P42) symmetry at 100 K. It has a unique eight-membered ring, with two incorporated O atoms in place of the original central ring of the anthracene. The distortion of the mol­ecular geometry around the cyclo­adduct bonds corresponds to that seen in related fullerene derivatives. Close packing of the adduct forms cavities partially filled with disordered carbon di­sulfide solvent mol­ecule. The 41% occupancy of the cavities yields an overall 1:0.103 adduct–solvent ratio. Reaction steps are described as light-assisted singlet-oxygen generation, peroxide, epoxide and dioxocin derivative formation and the final step of thermally activated cyclo­addition.