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Structures of an ozonide, a spirocyclic acetal and a hydroperoxide derived from cyclopenteno-1,2,4-trioxanes

Publication date1987-04-15
Abstract

Ozonide (II): 3,4aβ,5,7,8,8a-hexahydro-3,3-dimethyl-7β,8aβ-diphenyl-5α, 7α-epidioxypyrano[ 3,4-e ]-[1,2,4]trioxine, C20H20O6, m.p. 406-408K, Mr = 356.4, triclinic, P1, α = 5.634(1), b = 10.079(3), c = 16.785 (3)Å, α = 104.48 (4), β = 93.48 (3), γ = 103.93(1)°, V= 888.3 (4) Å3, Z = 2, Dx = 1.33 Mg m-3, λ(Mo Kα) = 0.7107 Å, μ = 0.092mm-1, F(000) = 376, room temperature, R = 0.069 for 1022 observed reflections [|Fo| ≥ 3σ(Fo) and |Fo| ≥ 4.0]. Spirocyclic acetal (III): 3,4aβ,5,7,-8,8a-hexahydro-3,3-dimethyl-7α-phenyl-7,8a-(epoxy-o-benzeno)pyrano[3,4-e] [ 1,2,4]trioxin-5α-ol, C20H20O6, m.p. 408-416K, Mr=356.4, monoclinic, C2/c, α =30.962(4), b = 6.126(1), c = 18.862(3)Å, β = 104.52 (1)°, V = 3463.3 (9) Å3, Z = 8, Dx = 1.37 Mg m-3, λ(Mo Kα) = 0.7107 Å, μ = 0.094 mm-1, F(000) = 1504, room temperature, R = 0.066 for 1163 observed reflections [|Fo| ≥ 3σ(Fo) and |Fo| ≥ 8.0]. Hydroperoxide (V): cis-3,4a,5,7a-tetrahydro-6,7adiphenylcyclopenta[1,2-e][1,2,4]trioxin-5β-yl hydroperoxide, C18H16O5, m.p. 401-403 K, Mr= 312.3, monoclinic, P21/c, α = 8.9185(12), b = 22.595 (3), c = 8.0069(12) Å, β = 111.01 (2)° , V = 1506.2 (4) Å3, Z = 4, Dx = 1.38 Mg m-3, λ(Mo Kα) = 0.7107 Å, μ = 0.094 mm-1, F(000) = 656, room temperature, R = 0.038 for 1047 observed reflections [|Fo| ≥ 3σ(Fo) and |Fo| ≥ 7.0]. All three molecules possess 1,2,4-trioxane rings which adopt chair conformations and are cis fused to the adjacent ring. Hydrogen bonds occur in the molecular packing of compound (V). No especially short interatomic contacts were observed for (II) and (III).

Citation (ISO format)
BERNARDINELLI, Gérald Hugues et al. Structures of an ozonide, a spirocyclic acetal and a hydroperoxide derived from cyclopenteno-1,2,4-trioxanes. In: Acta crystallographica. Section C, Crystal structure communications, 1987, vol. 43, n° 4, p. 701–705. doi: 10.1107/S0108270187094447
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