ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.78, pp.695-698, 2022 (ESCI)
The title compound, C20H24BrNO2, is chiral at the carbon atoms on either side of the oxygen atom of the oxazolidine ring and crystallizes as a racemate. The 1,3-oxazolidine ring adopts an envelope conformation with the N atom in an endo position. The mean plane of the oxazolidine ring makes dihedral angles of 77.74 (10) and 45.50 (11)degrees, respectively, with the 4-bromophenol and 1,3,5-trimethylbenzene rings. In the crystal, adjacent molecules are connected via C-H center dot center dot center dot O hydrogen bonds and C-H center dot center dot center dot pi interactions into layers parallel to the (200) plane. The packing is strengthened by van der Waals interactions between parallel molecular layers. A Hirshfeld surface analysis shows that H center dot center dot center dot H (58.2%), C center dot center dot center dot H/H center dot center dot center dot C (18.9%), and Br center dot center dot center dot H/H center dot center dot center dot Br (11.5%) interactions are the most abundant in the crystal packing.