Crystal structure of (±)-(3aR,5R,8bR)-5-hydroperoxy-2-phenyl-6-tosyl-4,5,6,8b-tetrahydropyrrolo[3,4-e]indole-1,3(2H,3aH)-dione

Acta Crystallographica Section E

Wayland E. Noland¹  Glen C. Gullickson¹  Rozalin R. Dickson¹  Kenneth J. Tritch¹  Leah L. Groess¹ 

[1] Department of Chemistry, University of Minnesota, Minneapolis, MN 55455-0431, USA;

关键词: crystal structure;    hydroperoxide;    autoxidation;    cycloaddition;    pyrrole;    indole;   

DOI  :  10.1107/S1600536814019874

来源: DOAJ

【 摘 要 】

The title compound, C23H20N2O6S, crystallizes as a racemate in the space group P-1, with an overall L- or J-shape to each molecule. Centrosymmetric pairs of molecules are tandem hydrogen bonded between the hydroperoxy H atom and carbonyl O atom. A different centrosymmetric pairing has stacked S-tolyl rings, and a third pairing is L,J-interlocked by the short leg. Except for stacked tolyl pairs, neighboring π-systems are much closer to orthogonal than coaxial. The title compound is the first example of a hydroperoxide obtained from the autoxidation of a Diels–Alder adduct of a 2-vinylpyrrole.

【 授权许可】

Unknown