Crystal structure of the 4 + 2 cyclo­adduct of photooxidized anthracene and C(60) fullerene

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]-(C(60)–I(h))[5,6]fullerene methane­dithione 0.1-solvate, C(74)H(10)O(2)·0.1CS(2), has tetra­gonal (P4(2)/n) 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.