1,4-Bis(hexyloxy)-2,5-diiodobenzene

Abstract

The centrosymmetric title compound, C18H28I2O2, crystallized in the monoclinic space group P21/c with the alkyl chains having extended all-trans conformations, similar to those in the centrosymmetric bromo analogue [Li et al. (2008). Acta Cryst. E64, o1930] that crystallized in the triclinic space group Poverline{1}. The difference between the two structures lies in the orientation of the two alkyl chains with respect to the C(aromatic)—O bond. In the title compound, the O—Calkyl—Calkyl—Calkyl torsion angle is 55.8 (5)°, while in the bromo analogue this angle is −179.1 (2)°. In the title compound, the C-atoms of the alkyl chain are almost coplanar [maximum deviation of 0.052 (5) Å] and this mean plane is inclined to the benzene ring by 50.3 (3)°. In the bromo-analogue, these two mean planes are almost coplanar, making a dihedral angle of 4.1 (2)°. Another difference between the crystal structures of the two compounds is that in the title compound there are no halide...halide interactions. Instead, symmetry-related molecules are linked via C—H...π contacts, forming a two-dimensional network.