The ultraviolet and 1H n.m.r. spectra of some
1-polymethyleneimino-2,4-dinitrobenzenes and related compounds are discussed.
The effect of trifluoroacetic acid on these spectra was also investigated;
with 1-azetidinyl-2,4-dinitrobenzene, acid-catalysed ring opening was
observed. The solid-state conformation of
1-(cis-2′,6′-dimethylpiperidin-1′-yl)-2,4-dinitrobenzene
has been defined by single-crystal X-ray crystallography. Triclinic crystals
belong to the space group P–1 with
a 8.165(1), b 7.865(1),
c 11.148(1) Å, α 95.23(1), β 106.00(1),
γ 92.63(1)˚ and Z 2. The structure was refined
to a final R of 0.048 for the 2222 observed data. In the
crystal, the phenyl ring adopts a slight boat conformation, while the amino
and o-nitro groups are significantly twisted from the
mean plane of the ring.
