Bis(6-meth­oxy-2-{[tris­(hydroxy­meth­yl)­meth­yl]­imino­meth­yl}phenolato)­copper(II) dihydrate

Xiutang Zhang; Peihai Wei; Jianmin Dou; Bin Li; Bo Hu

doi:10.1107/S1600536808043948

This article has been retracted.

Retraction in: Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 14;67(Pt 10):e16 See also: PMC Retraction Policy

. 2009 Jan 8;65(Pt 2):m151–m152. doi: 10.1107/S1600536808043948

Bis(6-methoxy-2-{[tris(hydroxymethyl)methyl]iminomethyl}phenolato)copper(II) dihydrate

Xiutang Zhang ^a,^c,^*, Peihai Wei ^b, Jianmin Dou ^c, Bin Li ^b, Bo Hu ^b

PMCID: PMC2968260 PMID: 21581764

Abstract

In the title compound, [Cu(C₁₂H₁₆NO₅)₂]·2H₂O, the Cu^II ion adopts a trans-CuN₂O₄ octahedral geometry arising from two N,O,O′-tridentate 6-methoxy-2-{[tris(hydroxymethyl)methyl]iminomethyl}phenolate ligands. The Jahn–Teller distortion of the copper centre is unusally small. In the crystal structure, O—H⋯O hydrogen bonds, some of which are bifurcated, link the component species.

Related literature

For the ligand synthesis, see: Wang et al. (2007 ▶). For background on Schiff base complexes, see: Ward (2007 ▶).

Experimental

Crystal data

[Cu(C₁₂H₁₆NO₅)₂]·2H₂O
M _r = 608.09
Monoclinic,
a = 11.9421 (9) Å
b = 11.0238 (9) Å
c = 20.6706 (17) Å
β = 97.462 (1)°
V = 2698.2 (4) Å³
Z = 4
Mo Kα radiation
μ = 0.88 mm⁻¹
T = 293 (2) K
0.12 × 0.10 × 0.08 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.902, T _max = 0.933
13183 measured reflections
4912 independent reflections
4397 reflections with I > 2σ(I)
R _int = 0.061

Refinement

R[F ² > 2σ(F ²)] = 0.041
wR(F ²) = 0.117
S = 1.01
4912 reflections
352 parameters
8 restraints
H-atom parameters constrained
Δρ_max = 0.47 e Å⁻³
Δρ_min = −0.48 e Å⁻³

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808043948/hb2887sup1.cif

e-65-0m151-sup1.cif^{(24.7KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808043948/hb2887Isup2.hkl

e-65-0m151-Isup2.hkl^{(240.6KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected bond lengths (Å).

Cu1—N1	2.0367 (19)
Cu1—N2	2.0185 (19)
Cu1—O2	2.0180 (16)
Cu1—O3	2.1989 (18)
Cu1—O7	2.0220 (16)
Cu1—O8	2.1537 (17)

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Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3A⋯O10ⁱ	0.81	1.94	2.748 (3)	176
O4—H4A⋯O6ⁱⁱ	0.82	2.08	2.681 (3)	130
O4—H4A⋯O7ⁱⁱ	0.82	2.25	2.997 (3)	152
O5—H5A⋯O2W	0.82	2.21	2.649 (4)	114
O8—H8A⋯O1Wⁱⁱⁱ	0.81	1.88	2.689 (3)	175
O9—H9⋯O2ⁱ	0.82	1.91	2.670 (3)	153
O10—H10⋯O9^iv	0.82	2.04	2.685 (3)	135
O1W—H1W⋯O2W^v	0.85	1.95	2.790 (3)	168
O1W—H2W⋯O4^vi	0.85	2.13	2.969 (3)	170
O2W—H3W⋯O1ⁱⁱ	0.85	2.02	2.866 (3)	169
O2W—H4W⋯O5	0.85	1.83	2.649 (4)	159

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) ; (iv) ; (v) ; (vi) .

Acknowledgments

The authors thank the National Ministry of Science and Technology of China (grant No. 2001CB6105-07) for support.

supplementary crystallographic information

Comment

Transition metal-Schiff based complexes have been intensely focused on owing to their excellent physical and chemical properties including magnetic, optics and catalysis (Ward, 2007). Herein, we report the crystal structure of the title compound, (I), based on a Schiff base ligand, L, (E)-2-(2-hydroxy-3-methoxybenzylideneamino)-2-(hydroxymethyl)propane-1,3-diol, (Fig. 1).

The Cu^II ion in (I) is surrounded by two L^-1 ligands and hexa-coordinated by four oxygen atoms and two nitrogen atoms, with a slightly distorted octahedral coordination sphere (Table 1). The metal–ligand bond distances are similar to those in a related structure (Wang et al., 2007). In the crystal, a network of O—H···O hydrogen bonds (Table 2) help to establish the packing.

Experimental

The ligand (HL) was synthesized according to the literature method (Wang et al., 2007). HL₁ (0.050 g, 0.2 mmol) and Cu(OAc)₂.4H₂O (0.0498 g, 0.2 mmol) were refluxed in a mixed solvent solution (CH₃OH:H₂O = 4:1 v/v) until all solid was dissolved. The solution was cooled to room temperature and filtrated and blue blocks of (I) slowly grew by allowing slow evaporation of the solution. Anal. Calc. for C₂₄H₃₆CuN₂O₁₂: C 47.36, H 5.92, N 4.60%; Found: C 47.25, H 5.78, N 4.54%.