Received 20 November 2012
In the title compound, C16H15N3O, the dihedral angle between the indole ring system (r.m.s. deviation = 0.020 Å) and the phenyl ring is 14.49 (9)°. The molecular conformation is supported by an intramolecular C-HO interaction, which closes an S(7) ring. In the crystal, inversion dimers linked by pairs of N-HO hydrogen bonds generate R22(8) loops.
For a related structure, see: Jamal et al. (2011). For background to Schiff bases, see: Chaluvaraju & Zaranappa (2011); Khan et al. (2009).
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6996 ).
The authors are thankful to the Higher Education Commission (HEC) Pakistan for financial support under the National Research Grants Program for Universities (grant No. 20-1862/R&D/10).
Bruker (2000). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Chaluvaraju, K. C. & Zaranappa (2011). Res. J. Pharm. Biol. Chem. Sci. 2, 541-546.
Jamal, R. A., Ashiq, U., Yousuf, S. & Ain, Q. ul (2011). Acta Cryst. E67, o2166.
Khan, K. M., Khan, M., Ali, M., Taha, M., Rasheed, S., Perveen, S. & Choudhary, M. I. (2009). Bioorg. Med. Chem. 17, 7795-7801.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.