Received 21 October 2013
In the title compound, C9H11N3S, there is an intramolecular O-HO hydrogen bond involving the OH group and the adjacent methoxy O atom. The molecule is essentially planar, with the maximum deviation from the mean plane of the non-H atoms being 0.1127 (14) Å for the methyl C atom. In the crystal, molecules are connected via centrosymmetric pairs of N-HS and O-HO hydrogen bonds into a two-dimensional network parallel to (10-3).
For the in vitro antimalarial and antitubercular activity of hydroxy-methoxybenzaldehyde thiosemicarbazone derivatives, see: Khanye et al. (2011). For the first report of the synthesis, see: Freund & Schander (1902). For the synthesis and crystal structure of an isomer of the title compound, see: Hao (2010).
Data collection: X-AREA (Stoe & Cie, 2008); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FY2108 ).
We gratefully acknowledge financial support by the State of Schleswig-Holstein, Germany. We thank Professor Dr Wolfgang Bensch for access to his experimental facilities. BRSF thanks CNPq/UFS for the award of a PIBIC scholarship and ABO acknowledges financial support through the FAPITEC/SE/FUNTEC/CNPq PPP 04/2011 program.
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Freund, M. & Schander, A. (1902). Chem. Ber. 35, 2602-2606.
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Khanye, S. D., Wan, B., Franzblau, S. G., Gut, J., Rosenthal, P. J., Smith, G. S. & Chibale, K. (2011). J. Organomet. Chem. 696, 3392-3396.
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