(E)-2-Methoxy-N 0 -(2,4,6-trihydroxy- benzylidene)benzohydrazide Muhammad Taha, a M. Syukri Baharudin, a Nor Hadiani Ismail, b Syed Adnan Ali Shah a,c and Sammer Yousuf d * a Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor D. E. Malaysia, b Faculty of Applied Science, Universiti Teknologi MARA (UiTM), 40450 Shah Alam, Selangor D. E. Malaysia, c Department of Pharmacology and Chemistry, Faculty of Pharmacy, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Puncak Alam, Selangor D. E., Malaysia, and d H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan Correspondence e-mail: dr.sammer.yousuf@gmail.com Received 11 January 2013; accepted 17 January 2013 Key indicators: single-crystal X-ray study; T = 273 K; mean (C–C) = 0.002 A ˚ ; R factor = 0.030; wR factor = 0.080; data-to-parameter ratio = 12.2. In the title hydrazone derivative, C 15 H 14 N 2 O 5 , the benzene rings are twisted by 7.55 (8)  with respect to each other. The azomethine double bond adopts an E conformation. The molecular structure is stabilized by intramolecular O—HN and N—HO hydrogen bonds, generating S6 ring motifs. In the crystal, molecules are linked into a three-dimensional network by O—HO hydrogen bonds. Related literature For applications and biological activity of Schiff bases, see: Khan et al. (2011, 2012); Rada & Leto (2008); Almasirad et al. (2006). For related structures, see: Taha et al. (2012); Shen et al. (2012). Experimental Crystal data C 15 H 14 N 2 O 5 M r = 302.28 Orthorhombic, P2 1 2 1 2 1 a = 6.4580 (4) A ˚ b = 13.4772 (8) A ˚ c = 16.3169 (9) A ˚ V = 1420.15 (14) A ˚ 3 Z =4 Mo K radiation  = 0.11 mm 1 T = 273 K 0.34  0.23  0.21 mm Data collection Bruker SMART APEX CCD area- detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2000) T min = 0.964, T max = 0.978 8414 measured reflections 2643 independent reflections 2481 reflections with I >2(I) R int = 0.019 Refinement R[F 2 >2(F 2 )] = 0.030 wR(F 2 ) = 0.080 S = 1.07 2643 reflections 216 parameters H atoms treated by a mixture of independent and constrained refinement Á max = 0.13 e A ˚ 3 Á min = 0.13 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ ,  ). D—HA D—H HA DA D—HA O1—H1AN1 0.84 (3) 1.88 (2) 2.6243 (18) 147 (2) N2—H2AO5 0.851 (19) 1.923 (19) 2.5981 (18) 135.4 (17) O3—H2BO4 i 0.86 (2) 1.79 (2) 2.6452 (17) 175 (2) O2—H3AO1 ii 0.93 (3) 1.92 (3) 2.8513 (18) 172 (3) Symmetry codes: (i) x þ 1; y þ 1 2 ; z þ 1 2 ; (ii) x þ 1 2 ; y þ 1 2 ; z. 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: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2009). Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ5037). References Almasirad, A., Hosseini, R., Jalalizadeh, H., Rahimi-Moghaddam, Z., Abaeian, N., Janafrooz, M., Abbaspour, M., Ziaee, V., Dalvandi, A. & Shafiee, A. (2006). Biol. Pharm. Bull. 29, 1180–1185. Bruker (2000). SADABS, SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Khan, K. M., Shah, Z., Ahmad, V. U., Khan, M., Taha, M., Rahim, F., Jahan, H., Perveen, S. & Choudhary, M. I. (2011). Med. Chem. 7, 572–580. Khan, K. M., Taha, M., Naz, F., Siddiqui, S., Ali, S., Rahim, F., Perveen, S. & Choudhary, M. I. (2012). Med. Chem. 8, 705–710. Nardelli, M. (1995). J. Appl. Cryst. 28, 659. Rada, B. & Leto, T. (2008). Contrib. Microbiol. 15, 164–187. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Shen, T., Li, G. & Zheng, B. (2012). Acta Cryst. E68, o2034. Spek, A. L. (2009). Acta Cryst. D65, 148–155. Taha, M., Naz, H., Rahman, A. A., Ismail, N. H. & Yousuf, S. (2012). Acta Cryst. E68, o2846. organic compounds Acta Cryst. (2013). E69, o277 doi:10.1107/S1600536813001748 Taha et al. o277 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368