Crystal structures of p-substituted derivatives of 2,6-di­methyl­bromo­benzene with ½ ≤ Z′ ≤ 4

The crystal structures of four bromo­arenes based on 2,6-di­methyl­bromo­benzene are reported, which are differentiated according the functional group X placed para to the Br atom: X = CN (4-bromo-3,5-di­methyl­benzo­nitrile, C(9)H(8)BrN), (1), X = NO(2) (2-bromo-1,3-dimethyl-5-nitro­benzene, C(8)H(8)BrNO(2)), (2), X = NH(2) (4-bromo-3,5-di­methyl­aniline, C(8)H(10)BrN), (3) and X = OH (4-bromo-3,5-di­methyl­phenol, C(8)H(9)BrO), (4). The content of the asymmetric unit is different in each crystal, Z′ = ½ (X = CN), Z′ = 1 (X = NO(2)), Z′ = 2 (X = NH(2)), and Z′ = 4 (X = OH), and is related to the mol­ecular symmetry and the propensity of X to be involved in hydrogen bonding. In none of the studied compounds does the crystal structure feature other non-covalent inter­actions, such as π–π, C—H⋯π or C—Br⋯Br contacts.