Abstract

In the title 1:1 co-crystal, [Cu(C24H24N8O6)]·C11H11N3O4, each of the crystal components forms undulating layers which stack alternately along the b-axis direction. Mol-ecules of the CuII complex are connected via C-H⋯O hydrogen bonds involving the nitro and keto oxygen atoms, thus forming supra-molecular networks. Mol-ecules of the aryl-hydrazone component are linked by C-H⋯O inter-actions into zigzag strands showing no inter-strand association.

Highlights

  • In the title 1:1 co-crystal, [Cu(C24H24N8O6)]ÁC11H11N3O4, each of the crystal components forms undulating layers which stack alternately along the b-axis direction

  • Molecules of the CuII complex are connected via C—HÁ Á ÁO hydrogen bonds involving the nitro and keto oxygen atoms, forming supramolecular networks

  • Molecules of the arylhydrazone component are linked by C—HÁ Á ÁO interactions into zigzag strands showing no interstrand association

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Summary

Chemical context

Hydrazone imines derived from -diketones and aryldiazonium salts using a Japp–Klingemann route (Phillips, 1959) have attracted considerable interest as precursors of potential antidiabetic drugs (Garg & Prakash, 1971; Kuc ̧ukguzel et al, 1999) as well as regarding their particular property of hydrogen bonding (Marten et al, 2007; Sethukumar & Arul Prakasam, 2010) and their remarkable behavior in the formation of metal complexes. Transition-metal chelates of the respective hydrazine imines have been described in great numbers (Albert et al, 1997; Mishra et al, 2000; Marten et al, 2005). In the presence of a diamine and NiII, related bis(hydrazonoimine) complexes are formed displaying an unusual behavior of the effective magnetic moment at low temperature (Khudina et al, 2007). A corresponding chelate complex, formed of 3-[2-(3-nitrophenyl)hydrazin-1-ylidene]pentane-2,4-dione (Marten et al, 2018) and bis(ethylenediamine)copper(II) chloride yielded a co-crystal consisting of N,N0-ethylenebis{3-[2-(3-nitrophenyl)hydrazine-1-ylidene]-4oxopentane-2-iminato}copper(II) and 3-[2-(3-nitrophenyl)hydrazine-1-ylidene]pentane-2,4-dione in a 1:1 stoichiometric composition (the title compound), whose crystal structure is reported on

Structural commentary
Supramolecular features
Refinement

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