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
نویسندگان
چکیده
The title compound, C23H20N2O6S, crystallizes as a racemate in the space group P-1, with an overall L- or J-shape to each mol-ecule. Centrosymmetric pairs of mol-ecules are tandem hydrogen bonded between the hydro-per-oxy H atom and carbonyl O atom. A different centrosymmetric pairing has stacked S-tolyl rings, and a third pairing is L,J-inter-locked 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 hydro-peroxide obtained from the autoxidation of a Diels-Alder adduct of a 2-vinyl-pyrrole.
منابع مشابه
Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate
In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthyl-enone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The major fraction of the disordered pyrrolidine ring exhibits an envelope conformation while the mino...
متن کاملEthyl 1′-methyl-2-oxo-4′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-3′-carboxylate
In the title mol-ecule, C30H35NO8, the ace-naphthyl-enone moiety, two atoms of a methyl pyrrolidine ring (N and C atoms) and four atoms of an ethyl acetate moiety (two C and two O atoms) are disordered over two sets of sites in ratio 0.532 (7):0.468 (7). The three C atoms of a di-meth-oxy-ethane ring and dioxolane ring attached with two methyl groups are disordered over two sets of sites in 0.6...
متن کاملCrystal structure of flumioxazin
The title compound {systematic name: 2-[7-fluoro-3,4-di-hydro-3-oxo-4-(prop-2-yn-1-yl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetra-hydro-1H-iso-indole-1,3(2H)-dione}, C19H15FN2O4, is a dicarboximide herbicide. The dihedral angle between the male-imide and benzene ring planes is 66.13 (5)°. In the crystal, C-H⋯O and C-H⋯F hydrogen bonds and weak C-H⋯π inter-actions [3.5601 (19) Å] link adjacent mol-ec...
متن کاملCrystal structure of (2R*,3aR*)-2-phenylsulfonyl-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b]isoxazole
The title compound, C12H15NO3S, was prepared by 1,3-dipolar cyclo-addition of 3,4-di-hydro-2H-pyrrole 1-oxide and phenyl vinyl sulfone. In the mol-ecule, both fused five-membered rings display a twisted conformation. In the crystal, C-H⋯O hydrogen bonds link neighbouring mol-ecules, forming chains running parallel to the b axis.
متن کامل(3aR,6aR)-1-Phenyl-5-[(R)-1-phenylethyl]-3-[4-(trifluoromethyl)phenyl]-1,6a-dihydropyrrolo[3,4-c]pyrazole-4,6(3aH,5H)-dione
In the title mol-ecule, C(26)H(20)F(3)N(3)O(2), the two central five-membered rings form a dihedral angle of 62.94 (8)°. The absolute configuration was determined by analysis of Bijvoet pairs based on resonant scattering of light atoms, yielding a Hooft parameter y = -0.05 (11). Notable intra- and inter-molecular contacts include C-H⋯O and C-H⋯π(arene) hydrogen bonds.
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عنوان ژورنال:
دوره 70 شماره
صفحات -
تاریخ انتشار 2014