rac-5′′-(4-Fluoro­benzyl­idene)-1′-(4-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione

In the title E isomer of the racemic compound, C₃₇H₃₂F₂N₂O₂, the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by −0.355 (3) Å and with the methyl­ene C atom next to octa­hydro­indolizine moiety deviating by 0.415 (3) Å from the mean plane defined by other four atoms. In the octa­hydro­indolizine system, the pyrrolidine ring exhibits an envelope conformation with the fused methyne C atom deviating by 0.6496 (1) Å from the mean plane defined by four other atoms, and the piperidine ring exhibits a distorted chair conformation as evident from the puckering parameters Q = 0.568 (2) Å, θ = 1.0 (2) and Φ = 256 (11)°. In the crystal, C—H...O inter­actions connect the mol­ecules into chains along [101].

5′′-(4-Meth­oxy­benzyl­idene)-1′-(4-meth­oxy­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione

In the title compound, C₃₉H₃₈N₂O₄, the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by 0.3304 (1) and with the methyl­ene C atom adjacent to the octa­hydro­indolizine unit deviating by 0.444 (3) Å from the mean plane defined by the other four atoms. In the octa­hydro­indolizine system, the pyrrolidine ring exhibits an envelope conformation, with the fused methyne C atom deviating by 0.6315 (1) Å from the mean plane defined by the other four atoms, and the piperidine ring exhibits a distorted chair conformation, as reflected in the puckering parameters Q = 0.568 (4) Å, θ = 1.5 (4) and φ = 161 (16)°. In the crystal pairs of weak C—H...O inter­actions form centrosymmetric dimers, which are further connected by C—H...π inter­actions. The crystal studied was a non-merohedral twin, with a domain ratio of 0.91:0.09.

4-(4-Meth­oxy­phen­yl)-6-methyl­amino-5-nitro-2-phenyl-4H-pyran-3-carbonitrile

In the title compound, C₂₀H₁₇N₃O₄, the central pyran ring adopts a boat conformation with the O atom and diagonally opposite C atoms displaced by 0.1171 (1) and 0.1791 (1) Å, respectively, from the mean plane defined by the other four atoms. The coplanar atoms of the pyran ring and the meth­oxy­benzene ring are nearly perpendicular, as evidenced by the dihedral angle 87.01 (1)°. The amine H atom forms an intra­molecular N—H...O(nitro) hydrogen bond. In the crystal, mol­ecules are linked into dimeric aggregates by N—H...O(nitro) hydrogen bonds, generating an R₂²(12) graph-set motif.

4-(4-Fluoro­phen­yl)-6-methyl­amino-5-nitro-2-phenyl-4H-pyran-3-carbo­nitrile

In the title compound, C₁₉H₁₄FN₃O₃, the central pyran ring adopts a boat conformation with the O atom and the quaternary C atom diagonally opposite displaced by 0.068 (1) and 0.075 (1) Å, respectively, above the mean plane defined by the other four ring atoms. The co-planar atoms of the pyran ring and the fluoro­phenyl ring are nearly perpendicular, as evidenced by the dihedral angle of 87.11 (1)°. The amine group forms an intra­molecular N—H...O(nitro) hydrogen bond. In the crystal, mol­ecules are linked into parallel chains along [100] by weak N—H...N and C—H...N(nitro) hydrogen bonds, generating C(8) and C(9) graph-set motifs, respectively.

5′′-(4-Nitro­benzyl­idene)-7′-(4-nitro­phen­yl)-1′′-methyl-1′,3′,5′,6′,7′,7a′-hexa­hydro­dispiro­[ace­naphthyl­ene-1,5′-pyrrolo­[1,2-c][1,3]thia­zole-6′,3′′-piperidine]-2,4′′(1H)-dione including an unknown solvate

The title compound, C₃₅H₂₈N₄O₆S, crystallizes with two mol­ecules in the asymmetric unit. In both mol­ecules, the piperidine ring adopts a shallow-chair conformation, the thia­zole ring adopts a twisted conformation about the C_m—N bond (m = methine) and the pyrrole ring adopts an envelope conformation with the C atom shared with the thia­zole ring as the flap. In the crystal, inversion dimers linked by pairs of C—H...O inter­actions generate R₂²(34) loops for one of the asymmetric mol­ecules. Further C—H...O links also involving the other mol­ecule lead to a three-dimesional network. The contribution of the highly disordered solvent to the scattering was removed with SQUEEZE option of PLATON [Spek (2009). Acta Cryst. D65, 148–155]. The solvent contribution is not included in the reported mol­ecular weight and density.

5′′-(2-Fluoro­benzyl­idene)-1′-(2-fluoro­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a'-octa­hydro­dispiro­[ace­naphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione

In the title compound, C₃₇H₃₂F₂N₂O₂, the central six-membered piperidine ring adopts a twisted half-chair conformation, with the N and methyl­ene C atoms deviating by −0.2875 (16) and 0.4965 (15) Å, respectively, from the mean plane defined by the other four atoms. The piperidine connected to the octa­hydro­indolizine ring is in a half-chair conformation. The five-membered pyrrole ring adopts a slightly twisted envelope conformation with the piperidine C atom as the flap atom. The F and H atoms of both fluoro­benzene rings are disordered, with occupancy factors of 0.941 (3):0.059 (3) and 0.863 (3):0.137 (3). The mol­ecular structure features some intra­molecular C—H...O inter­actions. In the crystal, a supra­molecular zigzag chain sustained by C—H...F inter­actions parallel to the c axis is formed, generating a C(12) graph-set motif.