(2,2′-Bipyridine-κ2 N,N′){N-[2-oxido-5-(phenyldiazenyl)benzylidene-κO]glycinato-κ2 N,O}copper(II)

In the title compound, [Cu(C15H11N3O3)(C10H8N2)], the CuII atom is five-coordinated in a distorted square-pyramidal CuN3O2 geometry. The basal positions are occupied by three donor atoms from the tridentate Schiff base ligand and by one N atom from the 2,2′-bipyridine ligand. The axial position is occupied by the other N atom of the 2,2′-bipyridine ligand. The crystal structure is consolidated by weak C—H⋯O hydrogen bonds. In addition, π–π interactions between adjacent pyridine rings (centroid–centroid distances = 3.238 and 3.313 Å) may also stabilize the crystal packing.


Experimental
Crystal data [Cu(C 15 H 11
of the title Cu II complex.
The structure consists of a discrete monomeric square-pyramidal Cu II complex ( Fig. 1 and Table 1). The basal positions are occupied by three donor atoms from the tridentate Schiff base ligand, which furnishes an ONO donor set, with the fourth position occupied by one N atom from the 2, 2'-bipyridine ligand. The axial position is occupied by the other N atom of the 2, 2'-bipyridine igand. The Cu atom is displaced from the O1/O2/N1/N3 basal plane toward the N2 atom by -0.0169 Å.
The 2,2'-bipyridine ligand and the benzene ring (C20···C25) are essentially planar and form a dihedral angle of 92.5° and 15.8°, respectively, with the benzene ring of the Schiff base ligand.

Experimental
The compound of 5-(phenyldiazenyl)salicylaldehyde was synthesized as described in the literature (Wei et al., 2007). The title compound was synthesized as described in the literature (Plesch et al., 1997): To glycine (1.00 mmol) and potassium hydroxide (1.00 mmol) in 10 ml of methanol was added 5-(phenyldiazenyl)salicylaldehyde (1.00 mmol) in 30 ml of dimethylfomamide dropwise. The yellowish-brown solution was stirred for 2.0 h at 333 K. The resultant mixture was added dropwise to copper(II) acetate monohydrate (1.00 mmol) and 2, 2'-bipyridine (1.00 mmol) in 10 ml of methanol, and heated with stirring for 2.0 h at 333 K. The dark green solution was filtered and left for several days. Dark-green crystals had formed that were filtered off, washed with water, and dried under vacuum.

Refinement
In the title compound, all H atoms were positioned geometrically and refined as riding atoms, with C-H = 0.93 (CH) and 0.97 Å (CH 2 ) and U iso (H) = 1.2U eq (C). Fig. 1. The structure of the title compound, showing 30% probability displacement ellipsoids and the atom-numbering scheme. (