3-(Adamantan-1-yl)-4-ethyl-1-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C26H37N5OS, the piperazine ring adopts a chair conformation. The triazole ring forms dihedral angles of 67.85 (9) and 59.41 (9)° with the piperazine and benzene rings, respectively, resulting in an approximate V-shaped conformation for the molecule. An intramolecular C—H⋯O hydrogen bond generates an S(6) ring motif. The crystal structure features C—H⋯π interactions, producing a two-dimensional supramolecular architecture.

In the title compound, C 26 H 37 N 5 OS, the piperazine ring adopts a chair conformation. The triazole ring forms dihedral angles of 67.85 (9) and 59.41 (9) with the piperazine and benzene rings, respectively, resulting in an approximate Vshaped conformation for the molecule. An intramolecular C-HÁ Á ÁO hydrogen bond generates an S(6) ring motif. The crystal structure features C-HÁ Á Á interactions, producing a two-dimensional supramolecular architecture.
Cg is the centroid of the C1-C6 benzene ring.

Refinement
The H atoms bound to atom C12 were located in a difference Fourier map and refined freely. All other H atoms were positioned geometrically [C-H = 0.93-1.01 Å] and refined using a riding model with U iso (H) = 1.2 U eq (C) or 1.5 U eq (C) for methyl H atoms. A rotating group model was used for the methyl groups.

Figure 1
The molecular structure of the title compound with 50% probability displacement ellipsoids. The intramolecular hydrogen bond is shown as a dashed line.

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.