1-(3-Bromopropoxy)-4-iodobenzene

Abstract

In the title compound, C9H10BrIO, the dihedral angle between the benzene ring and its attached –O–CH2–CH2– group is 3.81 (19)°.

Characterising Supramolecular Architectures in Crystals Featuring I⋯Br Halogen Bonding: Persistence of X⋯X’ Secondary-Bonding in Their Congeners

“…It was noted above for the zero-dimensional aggregate formed in co-crystal 9 that the magnitudes of the C-I• • • Br and C-Br• • • I angles were not greatly dissimilar. This observation is evident from the data collated in Table 1 for 12 [52], where the angles differ by less than 1 • , Figure 7a, 13 [53], 15 [55], 17 [57] and 18 [58]; three independent molecules comprise the asymmetric unit of 18 and two of these self-assemble into a linear chain. The approximate linearity and near equivalence of the C-I• • • Br and C-Br• • • I angles rule out halogen bonding via a type-II interaction; it is likely these contacts have significant dispersion contributions (see below).…”