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Acta Cryst. (2008). E64, o1495  [ doi:10.1107/S1600536808021466 ]

A new polymorph of N-(prop-2-ynyl)tricyclo[3.3.1.13,7]decane-1-carboxamide

W. Frey, S. Schetter, F. Rominger and A. S. K. Hashmi

Abstract: The alkynyl bond of the title compound, C14H19NO, has a length of 1.170 (5) Å. The amide function shows a trans conformation with respect to the carbonyl group characterized by the torsion angle O-C-N-H of -176 (2)°. There is an intermolecular N-H...O hydrogen bond between the amide function and the carbonyl group. In addition, weak intermolecular hydrogen bonds stabilize the crystal structure. A comparison with a polymorphic structure shows conformational differences with regard to the orientation of the carbonyl groups with respect to the adamantyl group [O-C-C-C = 96.2 (3)° in the title compound and 123.7 (2)° in the polymorph] and the orientations of the propargyl groups in relation to the carbonyl groups [O-C-C-C = -87.7 (3) and -58.7 (2)°, respectively].

Online 16 July 2008


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