J. Eriksson et L. Eriksson, 2,2 ',6,6 '-Tetrachloro-4,4 '-propane2,2-diyldiphenol, 2,2 ',6-tribromo-4,4 '-propane-2,2-diyldiphenol and 2,2 ',6,6 '-tetrabromo-4,4 '-propane-2,2-diyldiphenol, ACT CRYST C, 57, 2001, pp. 1308-1312
Three flame retardants with very similar molecular structures showing three
different packing patterns have been studied. The crystal structure of 2,2
',6,6'-tetrachloro-4,4'-propane-2,2-diyldiphenol, C15H12Cl4O2, can be descr
ibed as a packing of sheets. The packing shows a very short intermolecular
Cl . . . Cl contact distance of 3.094 (2) Angstrom between pairs of molecul
es inside each sheet. The crystal structure of 2,2',6-tribromo-4,4'-propane
-2,2-diyldiphenol, C15H13Br3O2, can be described as a packing of doubly str
anded helical square tubes. These square helices are interconnected through
Br . . . Br contacts between different helices. Finally, a previously know
n structure, 2,2',6,6'-tetrabromo-4,4'-propane-2,2-diyldiphenol [Simonov, C
heban, Rotaru & Bels'skii (1986). Kristallografiya, 31, 397-399], C15H12Br4
O2, which is the most commonly used flame retardant and which has twofold r
otational symmetry, has been refined in the correct absolute configuration.
The structure shows large differences from the chloro analogue with regard
to packing, van der Waals distances and hydrogen-bond distances.