We propose a high-pressure neutron diffraction study of the halogen-bonded complexes 1, 4-dioxane X2, where X = Br & I. These are two of the simplest halogen-bonded complexes in which a dihalogen acts as a bridging unit. These complexes have short O...X-X...O contacts, with each X atom bonding to an oxygen atom from a different dioxane molecule, thus producing an infinite chain motif. Theoretical work on related systems predicted the occurrence of complementary weak C-H...X interactions oriented at right angles to the X-X molecule, which we have found in the acetone-Br2 complex. This will be the first high-pressure study of an O...X-X...O system and the application of pressure should give rise to unusual properties arising from two opposing effects: i) a decrease in the O...X distance, leading to a stronger intermolecular interaction, and ii) a further elongation of the X-X bondlength.