2-(2,4-Difluorophenyl)-4,5-dimethyl-1-(4-methylphenyl)-1H-imidazole monohydrate

The asymmetric unit of the title compound, C18H16F2N2·H2O, contains two independent molecules (A and B), and two independent water molecules of crystallization. In molecule A, the imidazole ring makes dihedral angles of 47.46 (7) and 60.98 (6)° with the 2,4-difluorophenyl and methylphenyl rings, respectively. The corresponding angles in molecule B are 45.85 (7) and 62.78 (7)°, respectively. The dihedral angle between the two benzene rings is 64.98 (7)° in molecule A and 65.53 (7)° in molecule B. In the crystal, the two independent molecules are linked by O—H⋯N and O—H⋯O hydrogen bonds, forming chains propagating along [100]. These chains are linked via C—H⋯F hydrogen bonds, forming slab-like two-dimensional networks lying parallel to (001).

The asymmetric unit of the title compound, C 18 H 16 F 2 N 2 ÁH 2 O, contains two independent molecules (A and B), and two independent water molecules of crystallization. In molecule A, the imidazole ring makes dihedral angles of 47.46 (7) and 60.98 (6) with the 2,4-difluorophenyl and methylphenyl rings, respectively. The corresponding angles in molecule B are 45.85 (7) and 62.78 (7) , respectively. The dihedral angle between the two benzene rings is 64.98 (7) in molecule A and 65.53 (7) in molecule B. In the crystal, the two independent molecules are linked by O-HÁ Á ÁN and O-HÁ Á ÁO hydrogen bonds, forming chains propagating along [100]. These chains are linked via C-HÁ Á ÁF hydrogen bonds, forming slab-like two-dimensional networks lying parallel to (001).   Table 1 Hydrogen-bond geometry (Å , ).

Refinement
The water H atoms were located in difference Fourier maps and refined with distance restraints: O-H = 0.82 (2) Å and H···H = 1.35 (2) Å, with U iso (H) = 1.5U eq (O). The C bound H atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms: C-H = 0.93 -0.96 Å with U iso (H) = 1.5U eq (C-methyl) and = 1.

Figure 1
The molecular structure of the two independent molecules (A and B) of the title compound, with atom labelling.
Displacement ellipsoids are drawn at the 50% probability level. The crystal packing of title compound viewed along the axis. The hydrogen bonds are shown as dashed lines (see Table 1 for details; H atoms not involved in hydrogen bonding have been omitted for clarity).

2-(2,4-Difluorophenyl)-4,5-dimethyl-1-(4-methylphenyl)-1H-imidazole monohydrate
Special details Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.