1-Ethyl-2-tosyl-4,4,6-trimethyl-2,3,3a,4-tetrahydro-1H-pyrrolo[3,4-c]pyrano[6,5-b]quinoline-11(6H)-one monohydrate

In the title compound, C26H30N2O4S·H2O, the pyrrolidine and dihydropyran rings adopt envelope conformations and they are cis-fused. The sulfonyl group has a distorted tetrahedral geometry. In the crystal structure, the molecules are linked into a ribbon-like structure along the a axis by O/C—H⋯O hydrogen bonds involving water molecules and C—H⋯π interactions involving the sulfonyl-bound phenyl ring. Adjacent ribbons are cross-linked via C—H⋯O hydrogen bonds involving a sulfonyl O atom and C—H⋯π interactions involving the pyridinone ring.

In the title compound, C 26 H 30 N 2 O 4 SÁH 2 O, the pyrrolidine and dihydropyran rings adopt envelope conformations and they are cis-fused. The sulfonyl group has a distorted tetrahedral geometry. In the crystal structure, the molecules are linked into a ribbon-like structure along the a axis by O/C-HÁ Á ÁO hydrogen bonds involving water molecules and C-HÁ Á Á interactions involving the sulfonyl-bound phenyl ring. Adjacent ribbons are cross-linked via C-HÁ Á ÁO hydrogen bonds involving a sulfonyl O atom and C-HÁ Á Á interactions involving the pyridinone ring.
In the crystal structure, centrosymmetrically related molecules are linked into a dimer by a pair of weak C-H···π interactions (Table 1) involving C19-H19 group and C18-C13 benzene ring (centroid Cg1). The dimers are linked into a ribbon like structure along the a axis ( Fig. 2) by O-H···O and C-H···O hydrogen bonds involving the water molecules.
The adjacent ribbons are cross-linked via C-H···O hydrogen bonds involving a sulfonyl O atom and C-H···π interactions involving the pyridinone ring.

Experimental
To a solution of 4-hydroxy-1-methylquinoline (1 mmol) in toluene (20 ml), the corresponding 2-(N-prenyl-Ntosylamino)acetaldehyde (1 mmol) and a catalytic amount of the base ethylenediamine-N,N'-diacetate (EDDA, 1 mmol) were added and the reaction mixture was refluxed for 12 h. After completion of the reaction, the solvent was evaporated under reduced pressure and the residue was subjected to column chromatography using a hexane-ethyl acetate (8:2 v/v) mixture to obtain the title compound. The compound was recrystallized from ethyl acetate solution by slow evaporation.

Refinement
Water H atoms were located in a difference map and refined freely. The remaining H atoms were positioned geometrically and allowed to ride on their parent atoms, with C-H = 0.93-0.98 Å and U iso (H) = 1.2-1.5(methyl) U eq (C). A rotating group model was used for the methyl groups.   as those based on F, and R-factors based on ALL data will be even larger.