4-{[7-(Trifluoromethyl)quinolin-4-yl]amino}benzenesulfonamide–ethanol–methanol (1/0.47/0.53)

In the title compound, C16H12F3N3O2S·0.47C2H5OH·0.53CH3OH, the quinoline ring system is approximately planar, with a maximum deviation of 0.035 (3) Å, and makes a dihedral angle of 52.67 (9)° with the benzene ring. The F atoms of the –CF3 group are disordered over two orientations, with refined site occupancies of 0.56 (2) and 0.44 (2). A single solvate site is occupied at random by ethanol or methanol, with refined site occupancies of 0.470 (6) and 0.530 (6), respectively. In the crystal, molecules are linked via N—H⋯O, N—H⋯N, O—H⋯O and C—H⋯O hydrogen bonds, thereby forming sheets lying parallel to (010).

In the title compound, C 16 H 12 F 3 N 3 O 2 SÁ0.47C 2 H 5 OHÁ-0.53CH 3 OH, the quinoline ring system is approximately planar, with a maximum deviation of 0.035 (3) Å , and makes a dihedral angle of 52.67 (9) with the benzene ring. The F atoms of the -CF 3 group are disordered over two orientations, with refined site occupancies of 0.56 (2) and 0.44 (2). A single solvate site is occupied at random by ethanol or methanol, with refined site occupancies of 0.470 (6) and 0.530 (6), respectively. In the crystal, molecules are linked via N-HÁ Á ÁO, N-HÁ Á ÁN, O-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds, thereby forming sheets lying parallel to (010).

Experimental
A mixture of 4-chloro-7-trifluoromethylquinoline (0.01 mole) and sulfanilamide (0.01 mole) in absolute ethanol (30 ml) was refluxed for 8h. The solid obtained was recrystallized from ethanol to give the title compound. Colourless plates were obtained by slow evaporation from a methanol/ethanol solvent mixture at room temperature.

Refinement
Atoms H1N3 and H2N3 were located in a difference Fourier map and refined freely with N-H = 0.86 (3) and 0.88 (3) Å.
Atom H1N2 was located in a difference Fourier map and was refined using a riding model, with U iso ( were refined using a riding model, with U iso (H) = 1.2 U eq (C) or 1.5 U eq (C,O). Trifluoro atoms (F1/F2/F3) are disordered over two positions with refined site-occupancies of 0.56 (2) and 0.44 (2). A single solvate site is occupied at random by ethanol or methanol with refined site-occupancies of 0.470 (6) and 0.530 (6) respectively.  The molecular structure of the title compound showing 30% probability displacement ellipsoids for non-H atoms. Both major and minor components of disorder are shown.

Figure 2
The crystal structure of the title compound, viewed along the a axis. H atoms not involved in hydrogen bonds (dashed lines) have been omitted for clarity. Only the major disorder component is shown.  (7) Special details Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. 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 > 2sigma(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.