We have created self-assembled disk-like aggregates of predictable sto
ichiometry which form discotic liquid crystalline phases. Attempts to
assemble multiple molecules of one compound radially about a second ac
ting as a template failed, presumably owing to the existence of a stab
le crystalline phase of the template. This difficulty was obviated by
the choice of tetrakis(n-alkoxy)-6(SH)-phenanthridinon (1a-c), which w
ere expected to form disk-like dimers by analogy with pyridones. All t
hree of these compounds form columnar hexagonal liquid crystalline pha
ses as shown by DSC, POM, and X-ray diffraction experiments. Infrared
measurements show that la-e exist as hydrogen-bonded aggregates to tem
peratures well above their clearing points. Intercolumnar spacing and
density considerations require the discotic entities to be dimers.