A binding motif based on 1,3-disubstituted adamantane binds cucurbit[8]uril and cucurbit[7]uril with respective values of pK = 12 and 11 to allow formation of quaternary assemblies with inverse arrangements.
The conformation of the title compound, C27H34O, is stabilized by a weak intramolecular C—H⋯π interaction. The dihedral angle between the benzene rings is 54.79 (4)°. The adamantane cage consists of three fused cyclohexane rings in classical chair conformations, with C—C—C angles in the range 107.75 (10)–111.35 (9)°. Although the molecule contains a hydroxy group as a conceivable hydrogen-bond donor, this group is sterically hindered by bulky substituents and no hydrogen bonds are observed in the crystal structure.
In the title compound, C18H22O, the dihedral angle between the carbonyl and benzene planes is 69.11 (6)°. In the adamantyl group, the three fused cyclohexane rings have almost ideal chair conformations, with C—C—C angles in the range 108.14 (11)–110.50 (11)°. No specific intermolecular interactions (other than van der Waals interactions) are present in the crystal.
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