catena-Poly[[[pyridinecopper(II)]-(μ-2-oxidonaphthalene-1-carbaldehyde picolinoylhydrazonato)-[pyridinecopper(II)]-μ-sulfato] diethyl ether hemisolvate]

The title compound, {[Cu2(C17H11N3O)(SO4)(C5H5N)2]·0.5C4H10O}n, was synthesized by the reaction of 2-hydroxy-1-naphthylaldehyde-2-pyridinecarboxylhydrazone with copper sulfonate. A one-dimensional polymer was obtained via self-assembly. Each Cu ion is located in a distorted square-pyramidal coordination environment, with one Cu ion coordinated by two N and three O atoms, while the other links to two O and three N atoms. In the crystal, weak intermolecular C—H⋯O interactions connect the chains into a two-dimensional network.

The title compound, {[Cu 2 (C 17 H 11 N 3 O)(SO 4 )(C 5 H 5 N) 2 ]Á-0.5C 4 H 10 O} n , was synthesized by the reaction of 2-hydroxy-1-naphthylaldehyde-2-pyridinecarboxylhydrazone with copper sulfonate. A one-dimensional polymer was obtained via self-assembly. Each Cu ion is located in a distorted squarepyramidal coordination environment, with one Cu ion coordinated by two N and three O atoms, while the other links to two O and three N atoms. In the crystal, weak intermolecular C-HÁ Á ÁO interactions connect the chains into a two-dimensional network.

Related literature
For the biological activity of aroylhydrazones, see Armstrong et al. (2003). For the crystal structure of a copper complex with a related picolinoylhydrazone derivative, see: Bai et al. (2006).

S1. Comment
Hydrazone complexes play an important role in the fields of photoelectric materials and medicines due to their biological and pharmacological activities (Armstrong et al., 2003). The molecular structure of the related salicylaldehyde-2pyridinecarboxyl-hydrazone has been reported (Bai et al., 2006). To throw further light on the coordination characteristics of 2-pyridinecarboxyl-hydrazone and to explore the properties of their complexes, we report the structure of the title complex (I).
The structure of repeating unit of complex I is shown in Fig. 1 and the one-dimensional polymeric chain structure of the complex is shown in Fig. 2 (Bai et al., 2006), whereas the Cu-O (carbozone) distance [1.964 (3) Å] is longer than the related Cu-O (carbozone) distance of 1.942 (3) Å in the related complex (Bai et al., 2006). In the crystal, weak intermolecular C-H···O interactions connect the chains into a two-dimensional net structure.

S2. Experimental
The title compound was synthesizd by mixing 2-hydroxy-1-naphthylaldehyde-2-pyridinecarboxyl-hydrazone (0.0291 g, 0.1 mmol) and copper sulfonate (0.0319 g, 0.2 mmol) and stirring in 10 ml of pyridine for 6 h. The product was filtered and then layered with ether. 2 weeks later brown single crystals were obtained. Anal. Calcd (%) for 2(C27 H21 Cu2 N5  The molecular structure of the compound, showing 30% probability displacement ellipsoids. Unlabelled atoms are related to the labelled ones by symmetry operation (+x, 2 -y, -1/2 + z). H atoms have been omitted for clarity.  The one-dimensional polymeric structure of the title complex.

catena-Poly[[[pyridinecopper(II)]-(µ-2-oxidonaphthalene-1-carbaldehyde picolinoylhydrazonato)-[pyridinecopper(II)]-µ-sulfonato] diethyl ether hemisolvate]
Crystal data [Cu 2 (C 17   Hydrogen site location: inferred from neighbouring sites H-atom parameters constrained where P = (F o 2 + 2F c 2 )/3 (Δ/σ) max = 0.001 Δρ max = 0.85 e Å −3 Δρ min = −0.49 e Å −3 Special details Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.