1′,1′′-Dimethyl-4′-(naphthalen-1-yl)-1,2,3,4-tetrahydronaphthalene-2-spiro-3′-pyrrolidine-2′-spiro-3′′-indoline-1,2′′-dione

Abstract

In the title compound, C32H28N2O2, the pyrrolidine ring adopts an envelope conformation, whereas the cyclo­hexa­none ring in the tetra­hydro­naphthalene fused-ring system adopts a half-chair conformation. The oxindole ring system is oriented at an angle of 48.2 (1)° with respect to the naphthyl ring system. An intra­molecular C—H⋯O close contact is observed. In the crystal, mol­ecules associate via two C—H⋯O hydrogen bonds, forming R 2 2(14) and R 2 2(10) dimers.

1-(2-Hydroxyethyl)-1′-methyl-4′-(naphthalen-1-yl)-1′′,2′′,3′′,4′′-tetrahydrodispiro[indoline-3,2′-pyrrolidine-3′,2′′-naphthalene]-2,1′′-dione

“…1. The geometry of pyrrolidine, tetrahydro naphthalene and naphthyl group systems are comparable with the related reported structure (Selvanayagam, Ravikumar et al, 2011;Selvanayagam, Sridhar et al, 2011). Pyrrolidine ring adopts an envelope conformation, with puckering parameters q 2 = 0.431 (1) Å and φ = 11.8 (1) °, and with atom C1 deviating 0.606 (1) Å from the least-squares plane passing through the remaining four atoms (N1/C2-C4) of that ring (Cremer & Pople, 1975).…”

“…For general background to pyrrolidine derivatives, see: Sundar et al (2011); Crooks & Sommerville (1982); Stylianakis et al (2003). For a related structure, see: Selvanayagam, Ravikumar et al (2011); Selvanayagam, Sridhar et al (2011). For ringpuckering parameters, see: Cremer & Pople (1975);Nardelli (1983).…”

1′-Methyl-4′-(4-methylphenyl)dispiro[1-benzopyran-3(4H),3′-pyrrolidine-2′,3′′-indoline]-2,2′′-dione

“…The sum of angles at N1 of the pyrrolidine ring (337°) is in accordance with sp 3 hybridization, and the sum of angles at N2 of the indole moiety (360°) is in accordance with sp 2 hybridization. The geometric parameters of the title molecule agrees well with those reported for similar structures (Selvanayagam et al, 2011;Ali et al, 2010).…”

“…For ring puckering parameters, see: Cremer & Pople (1975) and for asymmetry parameters, see: Duax et al (1976). For closely related pyrrolidine structures, see: Selvanayagam et al (2011); Ali et al (2010). For hydrogen-bond motifs, see: Bernstein et al (1995).…”