4-(Pyrimidin-2-yl)-1-thia-4-azaspiro[4.5]decan-3-one

The title compound, C12H15N3OS, features an envelope conformation for the 1,3-thiazolidin-4-one ring with the S atom as the flap atom. The pyrimidine ring is almost orthogonal to the 1,3-thiazolidin-4-one ring as indicated by the N—C—C—N torsion angle of −111.96 (18)°. Supramolecular dimers are formed in the crystal structure through the agency of C—H⋯O contacts occurring between centrosymmetrically related molecules. These are linked into supramolecular tapes along [100] via C—H⋯S contacts.

The title compound, C 12 H 15 N 3 OS, features an envelope conformation for the 1,3-thiazolidin-4-one ring with the S atom as the flap atom. The pyrimidine ring is almost orthogonal to the 1,3-thiazolidin-4-one ring as indicated by the N-C-C-N torsion angle of À111.96 (18) . Supramolecular dimers are formed in the crystal structure through the agency of C-HÁ Á ÁO contacts occurring between centrosymmetrically related molecules. These are linked into supramolecular tapes along [100] via C-HÁ Á ÁS contacts.
The use of the EPSRC X-ray crystallographic service at the University of Southampton, England and the valuable assistance of the staff there is gratefully acknowledged. JLW acknowledges support from FAPEMIG (Brazil).
The molecule structure of (I) shows the five-membered 1,3-thiazolidin-4-one ring to adopt an envelope conformation with the S1 atom as the flap atom. The cyclohexyl ring adopts a regular chair conformation. The pyrimidine is twisted out of the plane of the 1,3-thiazolidin-4-one ring as seen in the value of the C4-N3-C11-N1 torsion angle of -111.96 (18) °.
When viewed along the plane through the N1, C2, C4 and C5 atoms, the molecule, with the exception of the S1 atom, has approximate mirror symmetry.
In the crystal structure, centrosymmetric pairs associate via C-H···O contacts to form dimers, Table 1. The dimeric aggregates are linked into a supramolecular tape aligned along [1 0 0] via C-H···S contacts, Table 1

Refinement
The C-bound H atoms were geometrically placed with C-H = 0.95-0.99 Å, and refined as riding with U iso (H) = 1.2U eq (C).
supplementary materials sup-2 Figures   Fig. 1. Molecular structure of (I) showing atom-labelling scheme and displacement ellipsoids at the 50% probability level.

Special details
Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The 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 > 2σ(F 2 ) is used only for calculating Rfactors(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.