Isostructurality in the Guest Free Forms and in the Clathrates of 1,3,5-Triethyl-2,4,6-tris(4-halophenoxy)methylbenzenes

Crystal structures of the guest free forms and some solvates
of
1,3,5-triethyl-2,4,6-tris­(4-halophenoxy)­methylbenzenes (1X, X = I,
Br, Cl, F) have been studied. The guest free forms of 1I, 1Br, and
1Cl are isostructural, but the crystal structure of 1F is different
from the heavier halogen analogues. An entirely different crystal
structure of the Me analogue, which is known to be isosteric to the
corresponding bromo compound, shows the importance of the electronic
factors of the halogens in this series of structures. 1I and 1Br form
four types of architectures in their solvates depending upon the inter-halogen
interaction geometries. All these solvates are two dimensionally isostructural
to the guest free form. 1Cl forms three different types of frameworks
in its solvates, and the ethylacetate solvates of the 1I, 1Br, and
1Cl are isostructural. 1F forms only one type of solvate which is
isostructural to the corresponding 1Cl solvate.