Received 28 July 2010
aKey Laboratory of Original New Drug Design and Discovery of the Ministry of Education, College of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang, Liaoning 110016, People's Republic of China, and bKey Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, College of Chemistry and Chemical Engineering, Ocean University of China, Qingdao, Shandong 266100, People's Republic of China
Correspondence e-mail: email@example.com
In the title compound, C11H13BrN2O2, the dihedral angle between the phenyl ring and the almost planar (r.m.s. deviation = 0.011 Å) C-C(Br)=N-N(H)- fragment is 74.94 (16)°. In the crystal, molecules are linked by N-HO hydrogen bonds, which generate C(6) chains propagating in . Weak aromatic - stacking [centroid-centroid separation = 3.784 (3) Å] may also help to consolidate the packing.
For the use of the title compound in the preparation of heterocyclic compounds via the diploar cycloaddition of thiadiazole, see Feddouli et al. (2004); Abouricha et al. (2005); Hafez et al. (2008). For the synthesis of the title compound, see Bach et al. (1994).
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); 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: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5585 ).
This work was supported by the China International Science and Technology Cooperation Plan (2009DEA31200).
Abouricha, S., Rakib, E., Benchat, N., Alaoui, M., Allouchi, H. & EI-Bali, B. (2005). Synth. Commun. 35, 2213-2221.
Bach, K. K., El-Seedi, H. R., Jensen, H. M., Nielsen, H. B., Thomsen, I. & Torssell, K. B. G. (1994). Tetrahedron, 50, 7543-7556.
Feddouli, A., Itto, M. Y. A., Hasnaoui, A., Villemin, D., Jaffrs, P. A., Santos, J. S. D. O., Riahi, A., Huet, F. & Daran, J. C. (2004). J. Heterocycl. Chem. 41, 731-735.
Hafez, H. N., Hegab, M. I., Ahmed-Farag, I. S. & EI-Gazzar, A. B. A. (2008). Bioorg. Med. Chem. Lett. 18, 4538-4543.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Siemens (1996). SMART, SAINT and SADABS. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.