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. 2009 Apr 10;65(Pt 5):o1018.
doi: 10.1107/S1600536809012987.

(1-Adamant-yl)(4-amino-phen-yl)methanol

Michal Rouchal, Marek Nečas, Robert Vícha

(1-Adamant-yl)(4-amino-phen-yl)methanol

Michal Rouchal et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the racemic crystal of the title compound, C(17)H(23)NO, enanti-omers of the two crystallographically independent mol-ecules are linked into face-to-face RSdimers via inter-molecular O-H⋯N hydrogen bonds and π-π inter-actions with centroid-centroid distances of 3.7610 (2) Å. The mol-ecules adopt slightly different conformations and contain an adamantane cage consisting of three fused cyclo-hexane 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 mol-ecular packing in the crystal is stabilized by additional inter-molecular N-H⋯O hydrogen bonds.

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Figures

Fig. 1.
Fig. 1.
ORTEP of the asymmetric unit with atoms represented as 50% probability ellipsoids and H atoms are shown as small spheres at arbitrary radii.
Fig. 2.
Fig. 2.
The hydrogen bond cross-linkage in the three-dimensional framework, viewed along the c axis, is drawn by dotted lines. Hydrogen atoms have been omitted for enhanced clarity.
See this image and copyright information in PMC

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