Received 11 November 2011
The crystal strucure of the title compound, C7H9NO, displays N-HO hydrogen bonds which link molecules related by translation along the b axis, and O-HN and further N-HO hydrogen bonds which link molecules related by the 21 screw axis along the c axis. The resulting combination is a hydrogen-bonded layer of molecules parallel to (011).
For the use of amines in the pharmaceutical industry, see: Morissette et al. (2004). For the use of amines in crystal engineering, see: Bernstein et al. (1999). For hydrogen-bond motifs, see: Bernstein et al. (1995); Etter et al. (1990).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); 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) and SCHAKAL99 (Keller, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FJ2480 ).
This work was supported by the National Research Foundation, Pretoria (NRF, GUN 2053652 & 77122), the South African Research Chairs Initiative and the University of the Witwatersrand.
Bernstein, J., Davey, R. J. & Henck, J.-O. (1999). Angew. Chem. Int. Ed. Engl. 38, 3440-3461.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N. L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.
Bruker (2005). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Etter, M. C., MacDonald, J. C. & Bernstein, J. (1990). Acta Cryst. B46, 256-262.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Keller, E. (1999). SCHAKAL99. University of Freiberg, Germany.
Morissette, S. L., Almarsson, O., Peterson, M. L., Remenar, J. F., Read, M. J., Lemmo, A. V., Ellis, S., Cima, M. J. & Gardner, C. R. (2004). Adv. Drug Deliv. Rev. 56, 275-300.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.