Chlorido{4-chloro-2-[(2-morpholino- ethyl)iminomethyl]phenolato-j 3 N,N 0 ,O}- copper(II) Nurul Azimah Ikmal Hisham, Hapipah Mohd Ali and Seik Weng Ng* Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia Correspondence e-mail: seikweng@um.edu.my Received 29 June 2009; accepted 30 June 2009 Key indicators: single-crystal X-ray study; T = 140 K; mean (C–C) = 0.005 A ˚ ; R factor = 0.042; wR factor = 0.113; data-to-parameter ratio = 17.4. The Cu II atom in the title compound, [Cu(C 13 H 16 ClN 2 O 2 )Cl], exists in a distorted square-planar coordination environment as the deprotonated Schiff base chelates to the Cu II atom through three atom sites. In the crystal structure, adjacent molecules are linked by a CuÁÁÁCl [3.011 (1) A ˚ ] bridge, generating a linear chain running along the b axis of the orthorhombic unit cell. Related literature A similar deprotonated Schiff base is bidentate in bis{5- methoxy-2-[(2-morpholinoethyl)iminomethyl]phenolato}- nickel; see: Mohd Lair et al. (2009). Experimental Crystal data [Cu(C 13 H 16 ClN 2 O 2 )Cl] M r = 366.72 Orthorhombic, Pbcn a = 23.0936 (6) A ˚ b = 8.4890 (2) A ˚ c = 14.0582 (3) A ˚ V = 2756.0 (1) A ˚ 3 Z =8 Mo K radiation  = 1.97 mm À1 T = 140 K 0.40 Â 0.10 Â 0.02 mm Data collection Bruker SMART APEX diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.506, T max = 0.962 17248 measured reflections 3156 independent reflections 2416 reflections with I >2(I) R int = 0.050 Refinement R[F 2 >2(F 2 )] = 0.042 wR(F 2 ) = 0.113 S = 1.09 3156 reflections 181 parameters H-atom parameters constrained Á max = 0.76 e A ˚ À3 Á min = À0.84 e A ˚ À3 Table 1 Selected bond lengths (A ˚ ). Cu1—O1 1.907 (2) Cu1—N1 1.947 (3) Cu1—N2 2.105 (3) Cu1—Cl1 2.2620 (9) Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); 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, 2009). We thank the University of Malaya for supporting this study. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU2547). References Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Mohd Lair, N., Mohd Ali, H. & Ng, S. W. (2009). Acta Cryst. E65, m733. Sheldrick, G. M. (1996). SADABS. University of Go ¨ttingen, Germany. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Westrip, S. P. (2009). publCIF. In preparation. metal-organic compounds m870 Ikmal Hisham et al. doi:10.1107/S1600536809025215 Acta Cryst. (2009). E65, m870 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368