{6,6′-Dimeth­oxy-2,2′-[cyclo­hexane-1,2-diylbis(nitrilo­methanylyl­idene)]diphenolato}copper(II) monohydrate

Hu, C.; Zhao, S.; Lü, X.; Lu, R.

doi:10.1107/S1600536812044625

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 12| December 2012| Page m1458

doi:10.1107/S1600536812044625

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{6,6′-Dimethoxy-2,2′-[cyclohexane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}copper(II) monohydrate

Chunmei Hu,^a Shunsheng Zhao,^b Xingqiang Lü ^a and Rong Lu ^a ^*

^aCollege of Chemical Engineering, Northwest University, Xi'an 710069, Shaanxi, People's Republic of China, and ^bCollege of Chemistry and Chemical Engineering, Xi'an University of Science and Technology, Xi'an 710054, Shaanxi, People's Republic of China
^*Correspondence e-mail: lu78441@yahoo.com.cn

(Received 23 October 2012; accepted 29 October 2012; online 10 November 2012)

In the title compound, [Cu(C₂₂H₂₄N₂O₄)]·H₂O, the Cu^II atom is four-coordinated in a distorted planar geometry with a mean deviation of 0.1164 (2) Å for the plane generated by the ligating atoms of the salen-type Schiff base ligand. In the crystal, O(water)—H⋯O and C—H⋯O hydrogen bonds form a three-dimensional-network.

Related literature

For the synthetic method, see: Marinovich et al. (1999 ). For related structures, see: Tang (2009 ); Ji & Lu (2010 ).

Experimental

Crystal data

[Cu(C₂₂H₂₄N₂O₄)]·H₂O
M_r = 462.00
Monoclinic, P 2₁ /n
a = 11.2116 (13) Å
b = 10.5256 (12) Å
c = 18.171 (7) Å
β = 106.185 (2)°
V = 2059.4 (9) Å³
Z = 4
Mo Kα radiation
μ = 1.10 mm⁻¹
T = 296 K
0.38 × 0.24 × 0.21 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.736, T_max = 0.794
10265 measured reflections
3670 independent reflections
2859 reflections with I > 2σ(I)
R_int = 0.048

Refinement

R[F² > 2σ(F²)] = 0.050
wR(F²) = 0.105
S = 1.05
3670 reflections
279 parameters
3 restraints
H-atom parameters constrained
Δρ_max = 0.30 e Å⁻³
Δρ_min = −0.30 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—HW1⋯O1ⁱ	0.85	2.24	2.971 (5)	146
O5—HW1⋯O2ⁱ	0.85	2.48	3.161 (4)	138
C8—H8A⋯O3ⁱⁱ	0.93	2.44	3.352 (4)	166
C9—H9A⋯O2ⁱⁱ	0.98	2.65	3.579 (5)	159
Symmetry codes: (i) x+1, y, z; (ii) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2001 ); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; 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 and local programs.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812044625/qm2087sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812044625/qm2087Isup2.hkl

checkCIF report

Comment top

Salen Schiff-bases and their metal complexes are of interest due to their biological activity, as well as their optical, catalytic, chromophoric, thermochromic and photochromic properties. Here we report the crystal structure of a salen-type Schiff-base copper complex, Fig. 1. The title compound crystallized with one independent molecule and one water molecule in the asymmetric unit. Each of the Cu atoms is in an almost planar coordination geometry and is close to the plane defined by the four ligating atoms (N1, N2, O2, O3) of the Schiff-base ligand. Fig. 2 shows the packing diagram along the crystallographic c axis.

Related literature top

For the synthetic method, see: Marinovich et al. (1999). For related structures, see: Tang (2009); Ji & Lu (2010).

Experimental top

The compound was prepared according to previous reported method of Marinovich (1999). Crystals suitable for the X-ray diffraction study were obtained upon recrystallization from N,N-dimethylformamide and water.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); 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 (Sheldrick, 2008) and local programs.

Figures top

	Fig. 1. The molecular structure of (I), with atom labels and 50% probability displacement ellipsoids for non-H atoms.
	Fig. 2. The packing diagram of (I), viewing from c axis direction.

{6,6'-Dimethoxy-2,2'-[cyclohexane-1,2- diylbis(nitrilomethanylylidene)]diphenolato}copper(II) monohydrate top

Crystal data top

[Cu(C₂₂H₂₄N₂O₄)]·H₂O	F(000) = 964
M_r = 462.00	D_x = 1.490 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5789 reflections
a = 11.2116 (13) Å	θ = 1.9–25.3°
b = 10.5256 (12) Å	µ = 1.10 mm⁻¹
c = 18.171 (7) Å	T = 296 K
β = 106.185 (2)°	Block, dark green
V = 2059.4 (9) Å³	0.38 × 0.24 × 0.21 mm
Z = 4

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	3670 independent reflections
Radiation source: fine-focus sealed tube	2859 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.048
thin–slice ω scans	θ_max = 25.1°, θ_min = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −13→11
T_min = 0.736, T_max = 0.794	k = −12→8
10265 measured reflections	l = −21→21

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.105	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0397P)² + 0.7087P] where P = (F_o² + 2F_c²)/3
3670 reflections	(Δ/σ)_max < 0.001
279 parameters	Δρ_max = 0.30 e Å⁻³
3 restraints	Δρ_min = −0.30 e Å⁻³

Crystal data top

[Cu(C₂₂H₂₄N₂O₄)]·H₂O	V = 2059.4 (9) Å³
M_r = 462.00	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 11.2116 (13) Å	µ = 1.10 mm⁻¹
b = 10.5256 (12) Å	T = 296 K
c = 18.171 (7) Å	0.38 × 0.24 × 0.21 mm
β = 106.185 (2)°

Data collection top

Bruker SMART 1K CCD area-detector diffractometer	3670 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	2859 reflections with I > 2σ(I)
T_min = 0.736, T_max = 0.794	R_int = 0.048
10265 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.050	3 restraints
wR(F²) = 0.105	H-atom parameters constrained
S = 1.05	Δρ_max = 0.30 e Å⁻³
3670 reflections	Δρ_min = −0.30 e Å⁻³
279 parameters

Special details top

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 F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cu1	0.14977 (4)	0.96825 (4)	0.16126 (2)	0.03146 (16)
N2	0.2322 (3)	1.0281 (3)	0.08566 (17)	0.0313 (7)
O3	0.0574 (2)	0.8409 (2)	0.09541 (14)	0.0360 (6)
O2	0.0640 (2)	0.9319 (2)	0.23616 (14)	0.0395 (6)
N1	0.2692 (3)	1.0751 (3)	0.23096 (17)	0.0339 (7)
C15	0.2008 (3)	0.9961 (3)	0.0149 (2)	0.0336 (9)
H15A	0.2363	1.0418	−0.0175	0.040*
C21	0.0524 (3)	0.8231 (3)	0.0229 (2)	0.0313 (8)
C8	0.2583 (3)	1.1234 (3)	0.2941 (2)	0.0344 (9)
H8A	0.3200	1.1787	0.3207	0.041*
O4	−0.0811 (3)	0.6552 (3)	0.02914 (16)	0.0543 (8)
C7	0.0660 (3)	1.0045 (3)	0.2949 (2)	0.0354 (9)
C17	0.0985 (3)	0.8705 (4)	−0.0979 (2)	0.0393 (9)
H17A	0.1395	0.9201	−0.1255	0.047*
C14	0.3202 (3)	1.1341 (3)	0.1158 (2)	0.0328 (8)
H14A	0.2715	1.2126	0.1102	0.039*
C20	−0.0255 (3)	0.7221 (3)	−0.0167 (2)	0.0379 (9)
O1	−0.1149 (3)	0.8971 (3)	0.29982 (16)	0.0559 (8)
C9	0.3749 (3)	1.1096 (4)	0.2019 (2)	0.0363 (9)
H9A	0.4132	1.1878	0.2270	0.044*
C6	0.1570 (3)	1.0974 (3)	0.3262 (2)	0.0355 (9)
C16	0.1160 (3)	0.8963 (3)	−0.0194 (2)	0.0305 (8)
C2	−0.0302 (4)	0.9896 (4)	0.3321 (2)	0.0437 (10)
C19	−0.0380 (4)	0.6995 (4)	−0.0931 (2)	0.0422 (10)
H19A	−0.0881	0.6329	−0.1176	0.051*
C22	−0.1678 (4)	0.5579 (4)	−0.0063 (3)	0.0573 (12)
H22A	−0.2006	0.5185	0.0316	0.086*
H22B	−0.1264	0.4951	−0.0286	0.086*
H22C	−0.2346	0.5949	−0.0455	0.086*
C3	−0.0340 (4)	1.0629 (4)	0.3934 (3)	0.0576 (12)
H3A	−0.0981	1.0516	0.4160	0.069*
C4	0.0569 (4)	1.1547 (4)	0.4227 (3)	0.0609 (13)
H4A	0.0534	1.2042	0.4644	0.073*
C18	0.0231 (4)	0.7747 (4)	−0.1342 (2)	0.0440 (10)
H18A	0.0125	0.7597	−0.1861	0.053*
C5	0.1502 (4)	1.1707 (4)	0.3898 (2)	0.0449 (10)
H5A	0.2111	1.2314	0.4094	0.054*
C1	−0.2129 (4)	0.8727 (5)	0.3334 (3)	0.0675 (14)
H1A	−0.2652	0.8066	0.3054	0.101*
H1B	−0.2610	0.9486	0.3319	0.101*
H1C	−0.1787	0.8466	0.3857	0.101*
C10	0.4703 (3)	1.0043 (4)	0.2179 (2)	0.0451 (10)
H10A	0.4301	0.9246	0.1988	0.054*
H10B	0.5063	0.9961	0.2728	0.054*
C12	0.5193 (4)	1.0508 (4)	0.0944 (2)	0.0541 (12)
H12A	0.5855	1.0723	0.0718	0.065*
H12B	0.4817	0.9721	0.0713	0.065*
C11	0.5734 (4)	1.0312 (5)	0.1797 (2)	0.0578 (12)
H11A	0.6189	1.1066	0.2022	0.069*
H11B	0.6311	0.9604	0.1886	0.069*
C13	0.4228 (4)	1.1548 (4)	0.0767 (2)	0.0450 (10)
H13A	0.3859	1.1590	0.0217	0.054*
H13B	0.4630	1.2357	0.0932	0.054*
O5	0.8238 (3)	0.7829 (4)	0.1442 (2)	0.1052 (14)
HW1	0.8557	0.8378	0.1779	0.158*
HW2	0.8713	0.7194	0.1555	0.158*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0307 (3)	0.0376 (3)	0.0278 (3)	−0.0044 (2)	0.01097 (19)	−0.0017 (2)
N2	0.0276 (16)	0.0347 (17)	0.0322 (18)	0.0001 (14)	0.0095 (14)	0.0021 (14)
O3	0.0388 (15)	0.0395 (15)	0.0308 (15)	−0.0073 (11)	0.0113 (12)	−0.0041 (11)
O2	0.0434 (16)	0.0465 (16)	0.0312 (15)	−0.0097 (12)	0.0146 (13)	−0.0041 (12)
N1	0.0298 (17)	0.0430 (18)	0.0304 (18)	−0.0042 (14)	0.0108 (14)	−0.0013 (14)
C15	0.028 (2)	0.044 (2)	0.030 (2)	0.0034 (16)	0.0099 (17)	0.0053 (17)
C21	0.028 (2)	0.034 (2)	0.030 (2)	0.0105 (16)	0.0041 (16)	−0.0012 (16)
C8	0.037 (2)	0.034 (2)	0.030 (2)	−0.0010 (17)	0.0071 (18)	−0.0015 (16)
O4	0.0599 (19)	0.0530 (18)	0.054 (2)	−0.0270 (15)	0.0217 (16)	−0.0120 (15)
C7	0.035 (2)	0.044 (2)	0.027 (2)	0.0064 (17)	0.0082 (17)	0.0058 (17)
C17	0.038 (2)	0.051 (3)	0.030 (2)	0.0096 (19)	0.0106 (18)	−0.0013 (18)
C14	0.032 (2)	0.033 (2)	0.033 (2)	−0.0032 (16)	0.0100 (17)	0.0052 (16)
C20	0.035 (2)	0.035 (2)	0.044 (3)	0.0029 (17)	0.0099 (19)	−0.0040 (19)
O1	0.0469 (18)	0.079 (2)	0.0491 (19)	−0.0161 (16)	0.0258 (15)	0.0005 (16)
C9	0.030 (2)	0.047 (2)	0.035 (2)	−0.0065 (17)	0.0123 (17)	−0.0061 (18)
C6	0.035 (2)	0.041 (2)	0.029 (2)	0.0036 (17)	0.0070 (17)	0.0018 (17)
C16	0.027 (2)	0.034 (2)	0.030 (2)	0.0075 (16)	0.0090 (16)	0.0016 (16)
C2	0.040 (2)	0.057 (3)	0.037 (2)	0.000 (2)	0.016 (2)	0.005 (2)
C19	0.035 (2)	0.042 (2)	0.044 (3)	0.0041 (18)	0.0027 (19)	−0.0119 (19)
C22	0.051 (3)	0.048 (3)	0.068 (3)	−0.017 (2)	0.009 (2)	−0.001 (2)
C3	0.057 (3)	0.081 (4)	0.047 (3)	0.005 (3)	0.033 (2)	0.000 (2)
C4	0.071 (3)	0.074 (3)	0.046 (3)	0.007 (3)	0.031 (3)	−0.013 (2)
C18	0.040 (2)	0.057 (3)	0.031 (2)	0.010 (2)	0.0042 (19)	−0.009 (2)
C5	0.053 (3)	0.049 (3)	0.035 (2)	0.005 (2)	0.017 (2)	−0.0049 (19)
C1	0.043 (3)	0.112 (4)	0.054 (3)	−0.007 (3)	0.025 (2)	0.016 (3)
C10	0.036 (2)	0.059 (3)	0.038 (2)	0.0092 (19)	0.0068 (19)	0.0102 (19)
C12	0.041 (2)	0.081 (3)	0.046 (3)	0.000 (2)	0.020 (2)	0.000 (2)
C11	0.036 (2)	0.089 (3)	0.049 (3)	0.009 (2)	0.013 (2)	0.007 (2)
C13	0.041 (2)	0.055 (3)	0.041 (3)	−0.016 (2)	0.014 (2)	0.0015 (19)
O5	0.083 (3)	0.152 (4)	0.093 (3)	−0.045 (3)	0.045 (2)	−0.037 (3)

Geometric parameters (Å, º) top

Cu1—O3	1.900 (2)	C9—H9A	0.9800
Cu1—O2	1.912 (2)	C6—C5	1.409 (5)
Cu1—N1	1.928 (3)	C2—C3	1.366 (5)
Cu1—N2	1.961 (3)	C19—C18	1.393 (5)
N2—C15	1.280 (4)	C19—H19A	0.9300
N2—C14	1.490 (4)	C22—H22A	0.9600
O3—C21	1.317 (4)	C22—H22B	0.9600
O2—C7	1.308 (4)	C22—H22C	0.9600
N1—C8	1.292 (4)	C3—C4	1.398 (6)
N1—C9	1.472 (4)	C3—H3A	0.9300
C15—C16	1.438 (5)	C4—C5	1.353 (5)
C15—H15A	0.9300	C4—H4A	0.9300
C21—C16	1.413 (5)	C18—H18A	0.9300
C21—C20	1.436 (5)	C5—H5A	0.9300
C8—C6	1.439 (5)	C1—H1A	0.9600
C8—H8A	0.9300	C1—H1B	0.9600
O4—C20	1.367 (4)	C1—H1C	0.9600
O4—C22	1.436 (4)	C10—C11	1.532 (5)
C7—C6	1.413 (5)	C10—H10A	0.9700
C7—C2	1.433 (5)	C10—H10B	0.9700
C17—C18	1.361 (5)	C12—C13	1.510 (5)
C17—C16	1.411 (5)	C12—C11	1.513 (6)
C17—H17A	0.9300	C12—H12A	0.9700
C14—C13	1.527 (5)	C12—H12B	0.9700
C14—C9	1.534 (5)	C11—H11A	0.9700
C14—H14A	0.9800	C11—H11B	0.9700
C20—C19	1.375 (5)	C13—H13A	0.9700
O1—C2	1.373 (5)	C13—H13B	0.9700
O1—C1	1.422 (4)	O5—HW1	0.8458
C9—C10	1.511 (5)	O5—HW2	0.8437

O3—Cu1—O2	90.74 (10)	O1—C2—C7	113.5 (3)
O3—Cu1—N1	169.18 (11)	C20—C19—C18	121.0 (4)
O2—Cu1—N1	92.53 (11)	C20—C19—H19A	119.5
O3—Cu1—N2	93.78 (11)	C18—C19—H19A	119.5
O2—Cu1—N2	172.77 (11)	O4—C22—H22A	109.5
N1—Cu1—N2	84.05 (12)	O4—C22—H22B	109.5
C15—N2—C14	122.4 (3)	H22A—C22—H22B	109.5
C15—N2—Cu1	124.6 (2)	O4—C22—H22C	109.5
C14—N2—Cu1	112.1 (2)	H22A—C22—H22C	109.5
C21—O3—Cu1	126.5 (2)	H22B—C22—H22C	109.5
C7—O2—Cu1	124.5 (2)	C2—C3—C4	121.0 (4)
C8—N1—C9	120.5 (3)	C2—C3—H3A	119.5
C8—N1—Cu1	126.4 (2)	C4—C3—H3A	119.5
C9—N1—Cu1	112.9 (2)	C5—C4—C3	119.3 (4)
N2—C15—C16	126.2 (3)	C5—C4—H4A	120.3
N2—C15—H15A	116.9	C3—C4—H4A	120.3
C16—C15—H15A	116.9	C17—C18—C19	119.5 (4)
O3—C21—C16	125.4 (3)	C17—C18—H18A	120.2
O3—C21—C20	117.2 (3)	C19—C18—H18A	120.2
C16—C21—C20	117.4 (3)	C4—C5—C6	121.3 (4)
N1—C8—C6	124.5 (3)	C4—C5—H5A	119.3
N1—C8—H8A	117.8	C6—C5—H5A	119.3
C6—C8—H8A	117.8	O1—C1—H1A	109.5
C20—O4—C22	117.5 (3)	O1—C1—H1B	109.5
O2—C7—C6	125.4 (3)	H1A—C1—H1B	109.5
O2—C7—C2	118.5 (3)	O1—C1—H1C	109.5
C6—C7—C2	116.1 (3)	H1A—C1—H1C	109.5
C18—C17—C16	121.6 (4)	H1B—C1—H1C	109.5
C18—C17—H17A	119.2	C9—C10—C11	111.1 (3)
C16—C17—H17A	119.2	C9—C10—H10A	109.4
N2—C14—C13	116.3 (3)	C11—C10—H10A	109.4
N2—C14—C9	106.6 (3)	C9—C10—H10B	109.4
C13—C14—C9	111.1 (3)	C11—C10—H10B	109.4
N2—C14—H14A	107.5	H10A—C10—H10B	108.0
C13—C14—H14A	107.5	C13—C12—C11	112.1 (4)
C9—C14—H14A	107.5	C13—C12—H12A	109.2
O4—C20—C19	126.2 (4)	C11—C12—H12A	109.2
O4—C20—C21	113.1 (3)	C13—C12—H12B	109.2
C19—C20—C21	120.7 (4)	C11—C12—H12B	109.2
C2—O1—C1	118.0 (3)	H12A—C12—H12B	107.9
N1—C9—C10	110.3 (3)	C12—C11—C10	110.6 (3)
N1—C9—C14	105.9 (3)	C12—C11—H11A	109.5
C10—C9—C14	112.3 (3)	C10—C11—H11A	109.5
N1—C9—H9A	109.4	C12—C11—H11B	109.5
C10—C9—H9A	109.4	C10—C11—H11B	109.5
C14—C9—H9A	109.4	H11A—C11—H11B	108.1
C5—C6—C7	120.7 (3)	C12—C13—C14	112.6 (3)
C5—C6—C8	117.2 (3)	C12—C13—H13A	109.1
C7—C6—C8	122.1 (3)	C14—C13—H13A	109.1
C17—C16—C21	119.7 (3)	C12—C13—H13B	109.1
C17—C16—C15	117.9 (3)	C14—C13—H13B	109.1
C21—C16—C15	122.4 (3)	H13A—C13—H13B	107.8
C3—C2—O1	125.0 (4)	HW1—O5—HW2	104.7
C3—C2—C7	121.5 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—HW1···O1ⁱ	0.85	2.24	2.971 (5)	146
O5—HW1···O2ⁱ	0.85	2.48	3.161 (4)	138
C8—H8A···O3ⁱⁱ	0.93	2.44	3.352 (4)	166
C9—H9A···O2ⁱⁱ	0.98	2.65	3.579 (5)	159

Symmetry codes: (i) x+1, y, z; (ii) −x+1/2, y+1/2, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Cu(C₂₂H₂₄N₂O₄)]·H₂O
M_r	462.00
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	296
a, b, c (Å)	11.2116 (13), 10.5256 (12), 18.171 (7)
β (°)	106.185 (2)
V (Å³)	2059.4 (9)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.10
Crystal size (mm)	0.38 × 0.24 × 0.21

Data collection
Diffractometer	Bruker SMART 1K CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.736, 0.794
No. of measured, independent and observed [I > 2σ(I)] reflections	10265, 3670, 2859
R_int	0.048
(sin θ/λ)_max (Å⁻¹)	0.597

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.105, 1.05
No. of reflections	3670
No. of parameters	279
No. of restraints	3
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.30, −0.30

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and local programs.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—HW1···O1ⁱ	0.85	2.24	2.971 (5)	145.5
O5—HW1···O2ⁱ	0.85	2.48	3.161 (4)	137.6
C8—H8A···O3ⁱⁱ	0.93	2.44	3.352 (4)	165.9
C9—H9A···O2ⁱⁱ	0.98	2.65	3.579 (5)	158.6

Symmetry codes: (i) x+1, y, z; (ii) −x+1/2, y+1/2, −z+1/2.

Acknowledgements

This project was supported by the National Natural Science Foundation of China (program Nos. 21103135 and 21073139), the Natural Science Basic Research Plan in Shaanxi Province of China (program No. 2011JQ2011), the Scientific Research Program funded by Shaanxi Provincial Education Department (program No. 12 J K0622) and a grant from Xi'an University of Science and Technology (program No. 2010QDJ030).

References

Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Ji, X.-H. & Lu, J.-F. (2010). Acta Cryst. E66, m881. Web of Science CSD CrossRef IUCr Journals Google Scholar
Marinovich, A. F., O'Mahony, R. S., Waters, J. M. & Waters, T. N. (1999). Croat. Chem. Acta, 72, 685–703. CAS Google Scholar
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tang, C. (2009). Acta Cryst. E65, m317. Web of Science CSD CrossRef IUCr Journals Google Scholar

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Volume 68| Part 12| December 2012| Page m1458

doi:10.1107/S1600536812044625

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

{6,6′-Dimeth­­oxy-2,2′-[cyclo­hexane-1,2-diylbis(nitrilo­methanylyl­­idene)]diphenolato}copper(II) monohydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

{6,6′-Dimethoxy-2,2′-[cyclohexane-1,2-diylbis(nitrilomethanylylidene)]diphenolato}copper(II) monohydrate