(1-Adamantyl)(4-aminophenyl)methanol

In the racemic crystal of the title compound, C17H23NO, enantiomers of the two crystallographically independent molecules are linked into face-to-face RSdimers via intermolecular O—H...N hydrogen bonds and π–π interactions with centroid–centroid distances of 3.7610 (2) Å. The molecules adopt slightly different conformations and contain an adamantane cage consisting of three fused cyclohexane rings in almost ideal chair conformations, with C—C—C angles varying within the range 107.2 (4)–111.4 (4)°. In the hydrogen-bonded pair, the benzene rings are almost coplanar, the dihedral angle between them being 1.29 (13)°. The molecular packing in the crystal is stabilized by additional intermolecular N—H...O hydrogen bonds.

Abstract licence: CC BY

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