{4-Bromo-2-[(2-morpholinoethyl)iminomethyl]phenolato}iodido(methanol)zinc(II)

The title compound, [Zn(C13H16BrN2O2)I(CH3OH)], is a new mononuclear zinc(II) complex synthesized by the reaction of equimolar quantities of 5-bromosalicylaldehyde, 2-morpholinoethylamine and ZnI2 in methanol. The Zn atom is four-coordinate in a distorted tetrahedral geometry, binding to a phenolate O and an imine N atom of the Schiff base ligand, the O atom of a methanol molecule and one I− anion. In the crystal structure, adjacent molecules are linked through intermolecular O—H⋯O hydrogen bonds, forming centrosymmetric dimers.

The title compound, [Zn(C 13 H 16 BrN 2 O 2 )I(CH 3 OH)], is a new mononuclear zinc(II) complex synthesized by the reaction of equimolar quantities of 5-bromosalicylaldehyde, 2morpholinoethylamine and ZnI 2 in methanol. The Zn atom is four-coordinate in a distorted tetrahedral geometry, binding to a phenolate O and an imine N atom of the Schiff base ligand, the O atom of a methanol molecule and one I À anion. In the crystal structure, adjacent molecules are linked through intermolecular O-HÁ Á ÁO hydrogen bonds, forming centrosymmetric dimers.
In (I), the Zn atom is four-coordinate in a tetrahedral geometry, with one O and one imine N atoms of a Schiff base ligand, one O atom of a methanol molecule, and one I atom. The tetrahedral geometry is severely distorted, as evidenced by the coordinate bond lengths and angles ( Table 1). The bond lengths and angles in this complex are comparable with those in the similar zinc(II) complexes (Ali et al., 2008;You, 2005;Zhu & Yang, 2008). In the crystal structure, adjacent molecules are linked through intermolecular O-H···O hydrogen bonds (Table 2), forming centrosymmetric dimers (Fig. 2).

Experimental
Equimolar quantities (1.0 mmol each) of 5-bromosalicyaldehyde, 2-morpholinoethylamine, and ZnI 2 were mixed in methanol. The mixture was stirred at reflux for 30 min and filtered. The filtrate was slowly evaporated for a few days, yielding yellow block-like crystals.

Refinement
H3A was located from a difference Fourier map and refined isotropically, with the O-H distance restrained to 0.85 (1) Å, and with U iso (H) values fixed at 0.08 Å 2 . The other H atoms were placed in idealized positions and constrained to ride on their parent atoms with C-H distances of 0.93-0.97 Å, and with U iso (H) set at 1.2 or 1.5U eq (C).

{4-Bromo-2-[(2-morpholinoethyl)iminomethyl]phenolato}iodido(methanol)zinc(II)
Crystal data [Zn(C 13   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 Rfactors(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.