Received 7 November 2012
The title compound, C16H20N4·H2O, was synthesized from cis-1,2-diaminocyclohexane (a racemic mixture of the (1R,2S) and (1S,2R) enantiomers). The compound crystallized with two molecules (A and B) in the asymmetric unit with a single water solvent molecule per Schiff base molecule. Molecules A and B have similar conformations as illustrated by the least-squares-fit with an r.m.s. deviation of 0.242 Å. The molecules within the asymmetric unit are bridged by hydrogen bonds to the two water molecules, resulting in a heterotetramer. The water molecule acts as both a hydrogen-bond donor and acceptor. The pyrrole-imine units are not co-planar, making an angle of 73.9 (3)° and 76.9 (3)° in molecules A and B, respectively.
For a study of the helical structures formed by both the S,S and R,R bis(pyrrolide-imine) ligands as well as the ZnII, CuII and NiII chelates in the solid state, see: Wang et al. (2007). For the solid-state synthesis and X-ray structure of the anhydrous trans racemate of the ligand, see: van den Ancker et al. (2006). For the TiIV chelate of the trans racemic complex, see: Zhang et al. (2008). For the intermolecular interaction-controlled self-assembly and a study of the photophysics of the PtII chelate of the R,R and S,S enantiomers as well as the trans racemic complex, see: Shan et al. (2008). For the X-ray structure and applications of the trans racemate of the PdII chelate as a hydrogenation catalyst, see: Bacchi et al. (2003).
Data collection: CrysAlis CCD (Oxford Diffraction, 2008); cell refinement: CrysAlis CCD; data reduction: CrysAlis RED (Oxford Diffraction, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: WinGX (Farrugia, 2012); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: VM2181 ).
I would like to thank the University of KwaZulu-Natal for the use of their facilities and the National Research Foundation (South Africa) for funding.
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