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Simple force field geometry optimizations (MM+), starting from a chair conformation, resulted only in a small difference between triacetonamine (1) and N-methyltriacetonamine: The average distance from C-3 to the 2-methyl carbons was 2.23 A° for N-methyl-triacetonamine with an equatorial N-methyl group, whereas the same calculations with 1 gave average distances of 2.24 A° for an equatorial N-hydrogen and 2.25 A° for an axial N-hydrogen.
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