Received 12 December 2013
aDepartment of Life Sciences and Chemistry, Roskilde University, DK-4000 Roskilde, Denmark,bDepartment of Chemistry, Technical University of Denmark, 2800 Kgs. Lyngby, Denmark,cDepartment of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India, and dDepartment of Physics, Presidency College, Chennai 600 005, India
Correspondence e-mail: firstname.lastname@example.org
In the title compound, C27H28N2O4, the pyrrolidine ring adopts a twist conformation. The plane of the indole ring is almost perpendicular to that of the pyrrolidine ring, making a dihedral angle of 88.50 (6)°. The planes of the naphthyl ring system and the pyrrolidine ring are tilted by an angle of 55.86 (5)°. The molecular conformation is stabilized by intramolecular O-HO and O-HN hydrogen bonds.
For general background to spiro compounds and their biological activity, see: Pradhan et al. (2006); For uses of pyrrolidine derivative, see: Amal Raj et al. (2003); For conformation studies, see: Nardelli (1983).
Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: PLATON (Spek, 2009).
Supporting information for this paper is available from the IUCr electronic archives (Reference: BT6950 ).
Amal Raj, A., Raghunathan, R., Sridevi Kumari, M. R. & Raman, N. (2003). Bioorg. Med. Chem. 11, 407-409.
Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Nardelli, M. (1983). Acta Cryst. C39, 1141-1142.
Pradhan, R., Patra, M., Behera, A. K. & Behera, R. K. (2006). Tetrahedron, 62, 779-828.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.