6-Chloro-N 2,N 4-di-p-tolyl-1,3,5-triazine-2,4-diamine dimethylformamide monosolvate

The title compound, C17H16ClN5·C3H7NO, was prepared by reaction of p-toluidine with 2,4,6-trichloro-1,3,5-triazine at room temperature. The dihedral angles between the triazine ring and the pendant rings are 3.61 (12) and 53.11 (12)°. An intramolecular C—H⋯N interaction occurs. The packing is stabilized by N—H⋯N and N—H⋯O hydrogen bonds and C—H⋯π and π–π [centroid–centroid distance = 3.763 (1) Å] interactions.

The crystal structure consists of the host 1,3,5-triazine derivative and a guest DMF solvate molecule. The bond lengths and angles are agreement with those found in similar compounds (Zeng et al., 2005b;Jian et al., 2007). The dihedral angles formed by triazine ring and two phenyl ring are 3.61, 53.11° for C2-C7 and C9-C14, respectively. They are compared to those found in the compound that reported by our group before (Jian et al., 2007). The dihedral angle between two phenyl ring is 51.61 (2)° which is larger than that of 35.8 (1)° found in aforementioned compound.
In addition there exists N-H···O, N-H···N, C-H···N and C-H···O intra and intermolecular hydrogen bond interactions (see Table 1). All the above interactions stabilize the whole structure.

S2. Experimental
The title compound was synthesized by the reaction of 2,4,6-trichloro-1,3,5-triazine (0.02 mol) and p-toluidine (0.04 mol) in acetone solvate (50 ml) under stirring for 5 h at room temperature. Single crystals suitable for x-ray measurements were obtained by recrystallization from DMF at room temperature.

S3. Refinement
H atoms were fixed geometrically and allowed to ride on their attached atoms, with C-H distances = 0.93-0.96 Å, N-

Figure 1
The structure of the title compound showing 30% probability displacement ellipsoids and the atom-numbering scheme.  where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max = 0.001 Δρ max = 0.44 e Å −3 Δρ min = −0.24 e Å −3 Extinction correction: SHELXL97 (Sheldrick, 2008), Fc * =kFc[1+0.001xFc 2 λ 3 /sin(2θ)] -1/4 Extinction coefficient: 0.008 (2) Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > 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.