Crystal structure and Hirshfeld surface analysis of 3,3′,3′′-[(1,3,5-triazine-2,4,6-triyl)tris(oxy)]tris(5,5-dimethylcyclohex-2-en-1-one)

The three cyclohexenone rings of the title compound adopt slightly distorted envelope conformations, with the C atom bearing two methyl groups as the flap atom in each case. In the crystal, molecules are linked via C—H⋯O hydrogen bonds, forming a three-dimensional network.


Figure 2
A view of the intermolecular C-HÁ Á ÁO hydrogen bonds (Table 1) in the title compound.

Figure 3
Hirshfeld surface of the title compound mapped over d norm .

Figure 1
The molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level. H atoms are shown as spheres of arbitrary radius.

Hiershfeld surface analysis
Hirshfeld surfaces and fingerprint plots were generated for the title compound based on the crystallographic information file (CIF) using CrystalExplorer (McKinnon et al., 2007). Hirshfeld surfaces enable the visualization of intermolecular interactions by different colors and color intensity, representing short or long contacts and indicating the relative strength of the interactions. Fig. 3 shows the Hirshfeld surface of the title compound mapped over d norm (À0.16 to 1.25 a.u.). It is evident from the bright-red spots appearing near the oxygen atoms in this figure that these atoms play a significant role in the molecular packing. The red points, which represent closer contacts and negative d norm values on the surface, correspond to the C-HÁ Á ÁO interactions.

Synthesis and crystallization
1.40 g (10 mmol) dimedone was added to 30 mL of an aqueous solution of KOH (0.56 g, 10 mmol) and the solution was stirred for 5 min at room temperature. Cyanuric chloride (0.61 g, 3.3 mmol) was added to this alkali solution of dimedone in 10 portions under stirring for 10 min. After 2 h, the formed white precipitate of the product was filtered off and was recrystallized from methanol. Yield 84% (based on cyanuric chloride), white powder, soluble in DMSO, ethanol and dimethylformamide and insoluble in non-polar solvents. Analysis calculated for C 27    View of the three-dimensional Hirshfeld surface of the title complex plotted over shape-index.

Refinement details
Crystal data, data collection and structure refinement details are summarized in Table 2. All H atoms were fixed geometrically and allowed to ride on the attached non-H atoms, with C -H = 0.93-0.97 Å , and with U iso (H) = 1.5U eq (C) for methyl H atoms and 1.2U eq (C) for all other atoms.

3,3′,3′′-[(1,3,5-Triazine-2,4,6-triyl)tris(oxy)]tris(5,5-dimethylcyclohex-2-en-1-one)
Crystal data 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.