3-(Adamantan-1-yl)-1-[(4-benzyl-piperazin-1-yl)meth-yl]-4-[(E)-(2-hy-droxy-benzyl-idene)amino]-1H-1,2,4-triazole-5(4H)-thione

Abstract

In the title compound, C(31)H(38)N(6)OS, the conformation about the N=C [1.285 (2) Å] imine bond is E. The piperazine ring has a chair conformation and occupies a position almost perpendicular to the plane through the triazole ring; the benzene ring forms a dihedral angle of 31.95 (10)° with the triazole ring. Overall, the mol-ecule has the shape of a flattened bowl. The hy-droxy group is disordered over two positions. The major component has a site-occupancy factor of 0.762 (3) and forms an intra-molecular O-H⋯N(imine) bond to close an S(6) loop. The minor component of the disordered hy-droxy group forms an O-H⋯N(piperazine) hydrogen bond. These, along with C-H⋯S and C-H⋯N inter-actions, link mol-ecules into a three-dimensional architecture.

Fig. 1.

The molecular structure of (I) showing the atom-labelling scheme and displacement ellipsoids at the 50% probability level.

Fig. 2.

A view in projection down the b axis of the unit-cell contents for (I). The O—H···S, C—H···S and C—H···N are shown as blue, orange, and purple dashed lines, respectively.