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The title compound, C 16 H 16 BrNO 4 , has two adjacent chiral C atoms and both have an  S  configuration. The fused cyclo­hex-2-enone and di­hydro­furan rings both adopt envelope conformations, with the quaternary C atom and the nitro-substituted C atoms as the respective flap. The flap atoms lie 0.607 (3) and −0.253 (2) Å, respectively, from the mean plane of the remaining ring atoms on opposite sides. The dihedral angle between the mean plane of the four coplanar atoms of the di­hydro­furan ring and the phenyl ring is 86.16 (3)°. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions, forming a ladder motif parallel to the  b  axis.

(2S,3S)-3-(3-Bromophenyl)-6,6-dimethyl-2-nitro-2,3,6,7-tetrahydrobenzofuran-4(5H)-one