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The ordered, low-temperature structures of two globular bicyclic organic compounds have been solved by direct methods and refined at 100 K from powder synchrotron X-ray diffraction data. Bicyclo[3.3.1]nonan-9-one, C 9 H 14 O, space group  P 2 1 / n ,  Z  = 4,  a  = 10.4097(3) Å,  b  = 11.4187(3) Å,  c  = 6.4964(2) Å,  β  = 90.992(1)°,  V  = 772.1 Å 3 . 3-Azabicyclo[3.2.2]nonane, C 8 H 15 N, space group  Aba 2,  Z  = 8,  a  = 21.1318(5) Å,  b  = 11.2357(3) Å,  c  = 6.0863(1) Å,  V  = 1445 Å 3 . Both structures display an efficient packing of molecules held together by intermolecular contacts between hydrogens and the oxygen or nitrogen atom, thus preventing the reorientation of the molecules.

The low-temperature structures of bicyclo[3.3.1]nonan-9-one and 3-azabicyclo[3.2.2]nonane