Halogen trimer synthons in crystal engineering: low-temperature x-ray and neutron diffraction study of the 1:1 complex of 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine with tribromobenzene

Abstract

The title complex has been studied using low-temperature X-ray (150 K) and neutron (100 K) diffraction. Molecules of the triazine host form a two-dimensional hexagonal network mediated by trigonally symmetric Cl₃ synthons having ClCl interactions of 3.441 (3) Å, a C-Cl···Cl angle of 165° and a Cl···Cl-C angle of 105° , close to the ideal values of 180 and 90° , respectively. The guest molecules are of an appropriate size to fit the hexagonal networks and interact with the host via C-H ∏ (phenyl) and C-Br ∏ (phenyl) interactions which stabilize the overall structure. Both C-donor bond vectors are directed more closely towards the mid-point (X) of an individual aromatic bond, rather than the ring centroid, with HX 2.817 (9) Å and C-H···X 174.0 (9)° , and Br···X 3.353 (4) Å and C-Br···X 158.1 (2)° .