{5,5′-Dimeth­oxy-2,2′-[1,1′-(2,2-dimethyl­propane-1,3-diyldinitrilo)­diethyl­idyne]diphenolato-κ4O,N,N′,O′}copper(II) monohydrate

Ghaemi, A.; Rayati, S.; Elahi, E.; Ng, S.W.; Tiekink, E.R.T.

doi:10.1107/S160053681103889X

Volume 67
Part 10
Pages m1445-m1446
October 2011

Received 21 September 2011
Accepted 22 September 2011
Online 30 September 2011

Key indicators
Single-crystal X-ray study
T = 294 K
Mean (C-C) = 0.004 Å
R = 0.037
wR = 0.105
Data-to-parameter ratio = 17.7
Details

{5,5'-Dimethoxy-2,2'-[1,1'-(2,2-dimethylpropane-1,3-diyldinitrilo)diethylidyne]diphenolato-⁴O,N,N',O'}copper(II) monohydrate

Akbar Ghaemi,^a ⁺ Saeed Rayati,^b Ehsan Elahi,^a Seik Weng Ng ^c,^d and Edward R. T. Tiekink ^c ^*

^aDepartment of Chemistry, Saveh Branch, Islamic Azad University, Saveh, Iran,^bDepartment of Chemistry, K. N. Toosi University of Technology, PO Box, 16315-1618, Tehran, Iran,^cDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and ^dChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
Correspondence e-mail: Edward.Tiekink@gmail.com

The tetradentate dianion in the title complex hydrate, [Cu(C₂₃H₂₈N₂O₄)]·H₂O, provides the Cu^II atom with a cis-N₂O₂ donor set. There is a significant twist from a regular square-planar geometry with the dihedral angle formed between the two six-membered CuOC₃N chelate rings being 32.14 (8)°. The water molecule forms hydrogen bonds to each of the coordinating O atoms of a given complex molecule. Supramolecular layers in the bc plane are formed in the crystal packing through C-HO and C-H [pi] interactions.

Related literature

For the catalytic potential of Schiff base complexes of Cu^II, see: Gupta & Sutar (2008); Rayati et al. (2010). For the structure of the ligand, see: Ghaemi et al. (2011). For crystallization conditions, see: Harrowfield et al. (1996).

Experimental

Crystal data

[Cu(C₂₃H₂₈N₂O₄)]·H₂O
M_r = 478.03
Triclinic, $[P \overline 1]$
a = 10.4721 (7) Å
b = 10.8023 (9) Å
c = 10.8487 (7) Å
= 106.699 (7)°
= 99.823 (5)°
= 100.035 (6)°
V = 1125.37 (14) Å³
Z = 2
Mo K radiation
= 1.01 mm^-1
T = 294 K
0.40 × 0.40 × 0.20 mm

Data collection

Agilent SuperNova Dual diffractometer with Atlas detector
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010) T_min = 0.643, T_max = 1.000
11143 measured reflections
5034 independent reflections
4332 reflections with I > 2(I)
R_int = 0.024

Refinement

R[F² > 2(F²)] = 0.037
wR(F²) = 0.105
S = 0.99
5034 reflections
285 parameters
6 restraints
H-atom parameters constrained
_max = 0.26 e Å^-3
_min = -0.47 e Å^-3

Table 1
Selected bond lengths (Å)

Cu-O2	1.8825 (16)
Cu-O3	1.8776 (15)
Cu-N1	1.9597 (17)
Cu-N2	1.9524 (18)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1w-H1wO2	0.84	2.12	2.832 (3)	142
O1w-H2wO3	0.84	2.32	3.035 (3)	143
C7-H7cO1wⁱ	0.96	2.55	3.476 (5)	163
C16-H16cO2ⁱⁱ	0.96	2.52	3.409 (3)	153
C14-H14bCg1ⁱⁱ	0.97	2.62	3.426 (2)	141
Symmetry codes: (i) -x+1, -y, -z; (ii) -x+1, -y+1, -z+1.

Data collection: CrysAlis PRO (Agilent, 2010); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5100 ).

Acknowledgements

We gratefully acknowledge practical support of this study by K. N. Toosi University of Technology, Islamic Azad University (Saveh Branch), and thank the University of Malaya for supporting the crystallographic facility.

References

Agilent (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Ghaemi, A., Rayati, S., Elahi, E., Ng, S. W. & Tiekink, E. R. T. (2011). Acta Cryst. E67, o2760.
Gupta, K. C. & Sutar, A. K. (2008). Coord. Chem. Rev. 252, 1420-1450.
Harrowfield, J. M., Miyamae, H., Skelton, B. W., Soudi, A. A. & White, A. H. (1996). Aust. J. Chem. 49, 1165-1169.
Rayati, S., Zakavi, S., Koliaei, M., Wojtczak, A. & Kozakiewicz, A. (2010). Inorg. Chem. Commun. 13, 203-207.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.

metal-organic compounds

{5,5'-Dimethoxy-2,2'-[1,1'-(2,2-dimethylpropane-1,3-diyldinitrilo)diethylidyne]diphenolato-4O,N,N',O'}copper(II) monohydrate