Publication details

(1-Adamantyl)(4-aminophenyl)methanol

Authors

ROUCHAL Michal NEČAS Marek VÍCHA Robert

Year of publication 2009
Type Article in Periodical
Magazine / Source Acta Crystallographica Section E: Structure Reports Online
MU Faculty or unit

Faculty of Science

Citation
Web http://journals.iucr.org/e/issues/2009/05/00/lh2796/index.html
Field Organic chemistry
Keywords (1-Adamantyl)(4-aminophenyl)methanol
Description 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 center dot center dot center dot N hydrogen bonds and pi-pi interactions with centroid-centroid distances of 3.7610 (2) angstrom. 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)degrees. In the hydrogen-bonded pair, the benzene rings are almost coplanar, the dihedral angle between them being 1.29(13)degrees. The molecular packing in the crystal is stabilized by additional intermolecular N-H center dot center dot center dot O hydrogen bonds.

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