Nonracemic helicene 1 when cooled from the melt organizes itself into
macroscopic liquid crystalline fibers. Transmission electron microscop
ic analysis shows that the fibers are comprised of lamellae 50-200 nm
wide, each only ca. 10 nm high. Analyses by X-ray and electron diffrac
tion demonstrate that the molecules are organized in hexagonally packe
d columns. Polarized light microscopy reveals that the columns are sta
cked so that their long axes parallel the long axes of the fibers. In
ultrathin films, the alkyl side chains organize themselves further as
in crystalline alkanes.