Received 2 May 2013
aDepartment of Physics, Ethiraj College for Women (Autonomous), Chennai 600 008, India,bDepartment of Physics, RKM Vivekananda College (Autonomous), Chennai 600 004, India, and cOrganic Chemistry Division, Central Leather Research Institute, Adyar, Chennai 600 020, India
Correspondence e-mail: email@example.com
In the title compound, C19H14N2O5, the spiro junction links an oxindole moeity and a furan ring, which subtend a dihedral angle of 83.49 (6)°. The molecular structure features an N-HO hydrogen bond, which generates an S(6) ring motif. The crystal packing is governed by two N-HO interactions, one of which generates a centrosymmetric R22(14) dimer. The other N-HO interaction along with a C-HO hydrogen bond contributes to the formation of a C22[R22(9)] dimeric chain running along the b-axis direction.
For applications of spiro oxindoles, see: Kornet & Thio (1976); Kobayashi et al. (1991). For applications of furans, see: Schoop et al. (2000). For puckering and asymmetry parameters, see: Cremer & Pople (1975). For a related structure, see: Gayathri et al. (2006). For graph-set notation, see: Bernstein et al. (1995).
Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; 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, 1997); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RK2403 ).
The authors thank Dr Babu Varghese, SAIF, IIT, Chennai, India, for the data collection.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.
Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, U.S.A.
Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Gayathri, D., Velmurugan, D., Ravikumar, K., Savitha, G. & Perumal, P. T. (2006). Acta Cryst. E62, o5947-o5949.
Kobayashi, J., Tsuda, M., Agemi, K., Shigemori, H., Ishibashi, M., Sasaki, T. & Mikami, Y. (1991). Tetrahedron, 47, 6617-6622.
Kornet, M. J. & Thio, A. P. (1976). J. Med. Chem. 19, 892-898.
Schoop, A., Grieving, H. & Gohrt, A. (2000). Tetrahedron Lett. 41, 1913-1916.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.