Bis{2-bromo-4-chloro-6-[2-(phenyl- sulfonyl)hydrazonomethyl]phenolato- j 2 N,O 1 }copper(II) Juahir Yusnita, Hapipah M. Ali, Subramaniam Puvaneswary, Ward T. Robinson and Seik Weng Ng* Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia Correspondence e-mail: seikweng@um.edu.my Received 10 July 2008; accepted 15 July 2008 Key indicators: single-crystal X-ray study; T = 100 K; mean (C–C) = 0.003 A ˚ ; R factor = 0.021; wR factor = 0.062; data-to-parameter ratio = 16.1. The Cu atom in the title compound, [Cu(C 13 H 9 BrClN 2 O 3 S) 2 ], is chelated by two deprotonated Schiff base ligands in a square-planar coordination geometry; the Cu atom lies on a center of inversion. The –NH– group of one anion forms an intramolecular hydrogen bond to the phenolate atom of the symmetry-related ion. Related literature For the structure of the copper derivative of a similar Schiff base ligand, see: Ali et al. (2007). Experimental Crystal data [Cu(C 13 H 9 BrClN 2 O 3 S) 2 ] M r = 840.82 Triclinic, P 1 a = 8.0688 (1) A ˚ b = 8.2755 (1) A ˚ c = 11.7386 (2) A ˚  = 95.955 (1)   = 90.133 (1)   = 115.159 (1)  V = 704.70 (2) A ˚ 3 Z =1 Mo K radiation  = 4.00 mm 1 T = 100 (2) K 0.20  0.09  0.09 mm Data collection Bruker SMART APEX diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.502, T max = 0.715 8995 measured reflections 3214 independent reflections 2928 reflections with I >2(I) R int = 0.017 Refinement R[F 2 >2(F 2 )] = 0.021 wR(F 2 ) = 0.061 S = 1.05 3214 reflections 200 parameters 1 restraint H atoms treated by a mixture of independent and constrained refinement Á max = 0.52 e A ˚ 3 Á min = 0.29 e A ˚ 3 Table 1 Selected geometric parameters (A ˚ ,  ). Cu1—O1 1.905 (1) Cu1—N1 1.963 (2) O1—Cu1—N1 91.28 (6) O1—Cu1—N1 i 88.72 (6) Symmetry code: (i) x þ 1; y þ 1; z þ 1. Table 2 Hydrogen-bond geometry (A ˚ ,  ). D—HA D—H HA DA D—HA N2—H2NO1 i 0.88 (1) 2.07 (2) 2.722 (2) 130 (2) Symmetry code: (i) x þ 1; y þ 1; z þ 1. Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2008). We thank the Science Fund (12-02-03-2031, 12-02-03-2051) and the University of Malaya (PJP) for supporting this study. We are grateful to the University of Malaya for the purchase of the diffractometer. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG2424). References Ali, H. M., Yusnita, J., Rizal, M. R. & Ng, S. W. (2007). Acta Cryst. E63, m2937. Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1996). SADABS. University of Go ¨ttingen, Germany. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Westrip, S. P. (2008). publCIF. In preparation. metal-organic compounds Acta Cryst. (2008). E64, m1039 doi:10.1107/S1600536808022022 Yusnita et al. m1039 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368