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

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 ?-? 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.

SUBMITTER: Rouchal M 

PROVIDER: S-EPMC2977704 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

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

Rouchal Michal M   Nečas Marek M   Vícha Robert R  

Acta crystallographica. Section E, Structure reports online 20090410 Pt 5

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)-1  ...[more]

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