Received 3 April 2009
aX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia,bCrystal Materials Research Unit, Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand, and cDepartment of Chemistry, National Institute of Technology-Karnataka, Surathkal, Mangalore 575 025, India
Correspondence e-mail: email@example.com
The molecule of the title oxobutanoate derivative, C12H13ClN2O3, is nearly planar; the interplanar angle between the benzene ring and the mean plane through the hydrazono-3-oxobutanoate unit is 2.69 (3)°. An intramolecular N-HO hydrogen bond generates an S(6) ring motif. In the crystal packing, C-HO(3-oxo) interactions link molecules into dimers. The dimers thus formed are linked through C-HO(carboxylate C=O) interactions, leading to the formation of ribbons along the  direction, which are stabilized via ClCl [3.2916 (3) Å] contacts. The ribbons are stacked via CO contacts [3.2367 (12)-3.3948 (12) Å].
For hydrogen-bond motifs, see Bernstein et al. (1995). For background to the bioactivity and applications of oxobutanoate derivatives, see: Alpaslan et al. (2005); Billington et al. (1979); Stancho et al. (2008). For the synthesis, see Amir & Agarwal (1997). For the stability of the temperature controller used in the data collection, see Cosier & Glazer (1986).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2415 ).
AMI is grateful to the Head of the Department of Chemistry and the Director, NITK, Surathkal, India, for providing research facilities. The authors thank the Universiti Sains Malaysia for the Research University Golden Goose grant No. 1001/PFIZIK/811012.
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