Diacetylenes containing an anhydride function (1) or two s-triazine groups
(2) precipitate from organic solvents in large helical or cylindrical forms
, respectively, which have been studied by optical and scanning electron mi
croscopy. X-ray diffraction studies on helices of 10,12-tricosadynoic anhyd
ride, {n-C10H21C C-C C(CH2)(8)CO}(2)O (1), show a lamellar crystalline phas
e with layer spacing of 42.5 +/- 0.5 Angstrom and support a noninterdigitat
ed bilayer structure. The crystal structure of a related amphiphilic diacet
ylene, n-C10H21C C-C C(CH2)(8)CH2OSO2C6H4Me-4 (3), is also reported and dis
cussed: triclinic, P (1) over bar, a = 5.9730(10) Angstrom, b = 8.0690(10)
Angstrom, c = 29.524(3) Angstrom; alpha = 95.020(10)degrees, beta = 93.260(
10)degrees, gamma = 97.480(10)degrees. The nonamphiphilic, alpha,omega-difu
nctionalized diacetylene, 6,6'-(deca-4,6-diyne-1, 10-diyl)di-2,4-di-amino-1
,3,5-triazine, 2-{4,6-(NH2)(2)C3N3}(CH2)(3)C C-C C(CH2)(3)-{C3N3(NH2)(2)-4,
6}-2 (2), forms solid cylindrical particles of mean length similar to 0.5 m
m, which may derive from helix formation. The origin of macroscopic chirali
ty in the solid-state morphology of the achiral anhydride (1) is discussed.