Nilutamide

The crystal structure of nilutamide [systematic name: 5,5-dimethyl-3-[4-nitro-3-(trifluoro­meth­yl)phen­yl]imidazolidine-2,4-dione], C₁₂H₁₀F₃N₃O₄, was determined at 150 K. The dihedral angle between the mean planes through the imidazoline [maximum deviation = 0.0396 (14) Å] and benzene rings is 51.49 (5)°. The mol­ecule exhibits inter­molecular hydrogen bonding via N—H...O inter­actions, resulting in the formation of chains parallel to the c axis.

2-((E)-{[4-(Hy­droxy­meth­yl)phen­yl]imino}­meth­yl)phenol

The title compound, C₁₄H₁₃NO₂, adopts the enol–imine tautomeric form, with an intra­molecular O—H...N hydrogen bond which generates an S(6) ring motif. The dihedral angle between the aromatic rings is 7.85 (7)°. The crystal structure is stabilized by O—H...O, O—H...N and C—H...O hydrogen bonds, forming a two-dimensional array that stacks along the a axis. In addition, a C—H...π inter­action contributes to the stabilization of the crystal packing.

7-Bromo-9-(2-hy­droxy-4,4-dimethyl-6-oxocyclo­hex-1-en-1-yl)-3,3-dimethyl-2,3,4,9-tetra­hydro-1H-xanthen-1-one

In the xanthene ring system of the title compound, C₂₃H₂₅BrO₄, the 4H-pyran ring is almost planar [maximum deviation = 0.040 (3) Å] and the cyclo­hexene ring adopts a sofa conformation. The cyclo­hexene ring attached to the xanthene system is puckered [Q_T = 0.427 (3) Å, θ = 55.0 (4) ° and φ = 164.4 (6) °]. In the crystal, mol­ecules are linked to each other by O—H...O and C—H...O hydrogen bonds.