Crystal structures of two 2,9-di­thia-13-aza­dispiro­[4.1.4(7).3(5)]tetra­decan-6-ones

In the title compounds 4,11-dihy­droxy-13-methyl-1,8-di-p-tolyl-2,9-di­thia-13- aza­dispiro­[4.1.4(7).3(5)]tetra­decan-6-one, C(26)H(31)NO(3)S(2), (I), and 13-benzyl-4,11-dihy­droxy-1,8-bis­(4-methyl­phen­yl)-2,9-di­thia-13-aza­dispiro­[4.1.4(7).3(5)]tetradecan-6-one, C(32)H(35)NO(3)S(2), (II), the piperidine rings adopt distorted chair conformations. The thio­phene rings in (I) have envelope conformations, with the spiro C atoms as the flaps. In (II), one thio­phene ring (D) has an envelope conformation, with the hy­droxy-substituted C atom as the flap, while the other thio­phene ring (E) has a twisted conformation on the C—C bond involving the spiro C atom and the toluyl-substituted C atom. In (I), the mean plane of the piperidine ring makes dihedral angles of 75.16 (9) and 73.33 (8)° with the mean planes of the thio­phene rings (D and E), respectively. In (II), the corresponding dihedral angles are 70.95 (11) and 77.43 (12)°. In both compounds, there is an intra­molecular O—H⋯O hydrogen bond forming an S(6) ring motif. In the crystal of (I), mol­ecules are linked via O—H⋯N and C—H⋯O hydrogen bonds, forming chains along [010]. There are also π–π inter­actions present involving inversion-related benzene rings, linking the chains to form slabs parallel to (100). In the crystal of (II), mol­ecules are linked via O—H⋯O hydrogen bonds, forming inversion dimers with an R (4) (4)(8) ring motif. The dimers are linked by C—H⋯π inter­actions, forming slabs parallel to (001).