Abstract

Three anisole building blocks featuring bishydroxymethyl or bisbromomethyl pendants have been analyzed with regard to their molecular structure and packing behaviour. A typical supramolecular pattern we found were C—H···π interactions responsible for the generation of molecular stacks. π···π Interactions were only observed in the absence of bromine indicating a striking influence on the distances between adjacent aromatic moieties. When comparing the bishydroxymethyl compound with the respective bisbromomethyl compound we found that the strong O—H···O in the zigzag arrangement in the first is replaced by C—H···Br interactions in the second without changing the general packing.