Issue 12, 1992

Complexation with diol host compounds. Part 11. Structures and thermal analyses of the inclusion compounds of 4,4′-bis(diphenylhydroxymethyl)biphenyl, C38H30O2, with acetone, acetophenone, 1,4-dioxane and p-xylene

Abstract

Structures of the inclusion compounds of 4,4′-bis(diphenylhydroxymethyl)biphenyl with acetone (1), acetophenone (2), 1,4-dioxane (3) and p-xylene (4) have been determined. Crystal data: 1; C38H30O2·2C3H6O, Mr= 634.81 g mol–1, orthorhombic, Pna21, a= 29.169(6), b= 8.046(1), c= 15.235(2)Å, V= 3576(1)Å3, Z= 4, Dm= 1.17(3) g cm–3, Dc= 1.18 g cm–3, λ(Mo-Kα)= 0.710 69 Å, µ= 0.39 cm–1, F(000)= 1316.2; C38H30O2·2C8H8O, triclinic, P[1 with combining macron], Mr= 758.95 g mol–1, a= 8.005(6), b= 11.464(3), c= 12.338(3)Å, α= 85.14(2), β= 76.89(4), γ= 73.71(4)°, V= 1058(1)Å3, Z= 1, Dm= 1.17(2) g cm–3, Dc= 1.19 g cm–3, λ(Mo-Kα)= 0.71069 Å, µ= 0.40 cm–1, F(000)= 402. 3; C38H30O2·2C4H8O2, Mr= 654.80 g mol–1, monoclinic, P21/n, a= 9.434(2), b= 14.152(5), c= 14.503(1), β= 105.36(1)°, V= 1866(1)Å3, Z= 2, Dm= 1.20(2) g cm–3, Dc= 1.22 g cm–3, λ(Mo-Kα)= 0.71069 Å, µ= 0.44 cm–1, F(000)= 836. 4; C38H30O2·1.75C8H10, Mr= 1408.89 g mol–1, monoclinic, P21/n, a= 20.354(3), b= 21.142(4), c= 21.327(4)Å, β= 117.92(1)°, V= 8109(3)Å3, Z= 8, Dm= 1.15(2) g cm–3, Dc= 1.15 g cm–3, λ(Mo-Kα)= 0.710 69 Å, µ= 0.71 cm–1, F(000)= 3004. Depending on the host–guest interaction, they are H-bonded coordinatoclathrates in the case of 13 and a true clathrate type of inclusion compound in the case of 4 with H-bonded tetramer clusters of host molecules forming the inclusions matrix. The thermal decompositions of the compounds have been studied. Compound 1 contains acetone molecules in two different binding states, one being more strongly bound than the other giving two individual endotherms. Phase transitions before the melting point occur in compounds 1,3 and 4. Compound 2 shows no melting point because of dissolution of the host compound in the released guest.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1992, 2131-2136

Complexation with diol host compounds. Part 11. Structures and thermal analyses of the inclusion compounds of 4,4′-bis(diphenylhydroxymethyl)biphenyl, C38H30O2, with acetone, acetophenone, 1,4-dioxane and p-xylene

L. Johnson, L. Nassimbeni, E. Weber and K. Skobridis, J. Chem. Soc., Perkin Trans. 2, 1992, 2131 DOI: 10.1039/P29920002131

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