198 Topics in Current Chemistry Editorial Board: A. de Meijere KN ...

Supramolecular Synthons and Pattern Recognition 67
Scheme 4
22
23 25
24 23 26
dinated (Fig. 1a). The remaining hydroxy and amino functional groups are
engaged in two symmetrical side rows of tricoordinated zigzag hydrogen bond
patterns which flank opposite sides of the central octagonal staircase core. The
crystal structure of the 1:1 complex 26 of enantiomerically pure (1R,2R)-1,2diaminocyclohexane
24 and (1S,2S)-diol 23 is pleasingly predictable and similar
to that of 25. It shows virtually identical pleated cores and side rows of hydrogen
bonds between alternating oxygen and nitrogen atoms (Fig. 1b). The relative
sense of H-donation in the core is opposed to that in the side rows in both 25 and
Fig. 1 a. View of the hydrogen bonding network in 1,2-diaminocyclohexane . 1,2-cyclohexanediol
(SS,SS)-complex 25