Solid state polymerization of diacetylenes

Abstract

An X-ray structural study (R = 0.040 for 1871 reflections) of the title compound has been carried out. Molecules in crystal are pseudocentrosymmetric, the piperidine cycle is in a chair conformation. The N atoms of both paramagnetic centers exhibit, in fact, the same degree of pyramidalization, their displacements from the planes of their bonded atoms being 0.111 and 0.119(2) Å. In crystal the molecules form two sets of infinite ribbons (along the [112] and [[unk]12] directions), which are linked with each other via the O – H … O hydrogen bonds along the [001] direction. Although the packing of diacetylene rod-like groups does not correspond to the conditions of topochemical polymerization of diacetylenes, compound I polymerizes in crystal.