Poly[[[bis-(acetato-κO)copper(II)]-μ-1,4-diimidazol-1-ylbenzene-κN:N] dihydrate].

In the title linear coordination polymer, {[Cu(C(2)H(3)O(2))(2)(C(12)H(10)N(4))]·2H(2)O}(n), the Cu(II) atom is coordinated by two N atoms from two different symmetry-related 1,4-diimidazol-1-ylbenzene (dib) ligands and two carboxyl-ate O atoms from two acetate ligands in a square-planar geometry. The Cu atoms are linked by the dib ligands, forming an extended chain. These chains are linked by O-H⋯O hydrogen bonds into a three-dimensional supra-molecular network. The Cu(II) atom lies on a center of inversion.

Related literature

For the potential applications of crystalline materials with framework structures, see: Kitagawa & Kondo (1998 ▶). For copper complexes with the imidazole heterocycle, see: Huang et al. (2004 ▶); Masciocchi et al. (2001 ▶). For C—O bond lengths, see: Dong et al. (2009 ▶). For a related structure, see: Xie et al. (2007 ▶).

Experimental

Crystal data

[Cu(C2H3O2)2(C12H10N4)]·2H2O

M = 427.90

Triclinic,

a = 4.707 (2) Å

b = 9.444 (3) Å

c = 10.901 (5) Å

α = 72.569 (5)°

β = 82.956 (4)°

γ = 76.766 (5)°

V = 449.3 (3) Å3

Z = 1

Mo Kα radiation

μ = 1.26 mm−1

T = 293 K

0.24 × 0.18 × 0.12 mm

Data collection

Bruker SMART APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.752, T max = 0.864

2248 measured reflections

1562 independent reflections

1530 reflections with I > 2σ(I)

R int = 0.041

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.096

S = 1.06

1562 reflections

125 parameters

2 restraints

H-atom parameters constrained

Δρmax = 0.45 e Å−3

Δρmin = −0.40 e Å−3

Data collection: APEX2 (Bruker, 2003 ▶); cell refinement: SAINT (Bruker, 2003 ▶); 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 .

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053680904464X/ng2675sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680904464X/ng2675Isup2.hkl

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

[Cu(C2H3O2)2(C12H10N4)]·2H2O	Z = 1
Mr = 427.90	F(000) = 221
Triclinic, P1	Dx = 1.581 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71069 Å
a = 4.707 (2) Å	Cell parameters from 2023 reflections
b = 9.444 (3) Å	θ = 2.3–28.2°
c = 10.901 (5) Å	µ = 1.26 mm−1
α = 72.569 (5)°	T = 293 K
β = 82.956 (4)°	Block, blue
γ = 76.766 (5)°	0.24 × 0.18 × 0.12 mm
V = 449.3 (3) Å3

Bruker SMART APEXII CCD diffractometer	1562 independent reflections
Radiation source: fine-focus sealed tube	1530 reflections with I > 2σ(I)
graphite	Rint = 0.041
φ and ω scans	θmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −5→5
Tmin = 0.752, Tmax = 0.864	k = −11→11
2248 measured reflections	l = −10→12

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.096	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.0497P)2 + 0.4024P] where P = (Fo2 + 2Fc2)/3
1562 reflections	(Δ/σ)max = 0.001
125 parameters	Δρmax = 0.45 e Å−3
2 restraints	Δρmin = −0.40 e Å−3

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.

	x	y	z	Uiso*/Ueq
O2	0.6552 (9)	0.2222 (4)	0.7045 (4)	0.0507 (10)
O1W	0.7740 (10)	−0.0100 (5)	0.9321 (4)	0.0573 (11)
H1WB	0.7709	0.0285	0.9990	0.069*
H1WA	0.7337	0.0638	0.8652	0.069*
Cu1	0.5000	0.5000	0.5000	0.0298 (3)
C1	0.3713 (15)	0.0609 (6)	0.6676 (7)	0.0583 (16)
H1A	0.5335	−0.0154	0.6519	0.087*
H1B	0.2185	0.0731	0.6122	0.087*
H1C	0.2995	0.0307	0.7559	0.087*
C2	0.4695 (11)	0.2091 (5)	0.6405 (5)	0.0376 (11)
C3	0.2141 (12)	0.7070 (5)	0.6631 (5)	0.0386 (11)
H3	0.3249	0.7797	0.6221	0.046*
C4	0.0188 (11)	0.7151 (5)	0.7622 (5)	0.0391 (11)
H4	−0.0301	0.7928	0.8017	0.047*
C5	0.0373 (10)	0.5061 (5)	0.7114 (4)	0.0331 (10)
H5	−0.0006	0.4136	0.7116	0.040*
C6	−0.4029 (12)	0.6328 (6)	0.9800 (5)	0.0404 (12)
H6	−0.3379	0.7225	0.9666	0.049*
C7	−0.3994 (11)	0.4103 (6)	0.9189 (5)	0.0398 (12)
H7	−0.3317	0.3495	0.8640	0.048*
C8	−0.3014 (10)	0.5423 (5)	0.8984 (4)	0.0293 (9)
N1	0.2268 (9)	0.5756 (4)	0.6310 (4)	0.0322 (9)
N2	−0.0957 (8)	0.5866 (4)	0.7941 (4)	0.0299 (8)
O1	0.3507 (8)	0.3154 (4)	0.5476 (3)	0.0382 (8)

	U11	U22	U33	U12	U13	U23
O2	0.063 (3)	0.041 (2)	0.051 (2)	−0.0131 (18)	−0.007 (2)	−0.0136 (18)
O1W	0.071 (3)	0.050 (2)	0.049 (2)	−0.014 (2)	−0.007 (2)	−0.0092 (18)
Cu1	0.0370 (5)	0.0274 (5)	0.0243 (5)	−0.0070 (3)	0.0054 (3)	−0.0088 (3)
C1	0.072 (4)	0.035 (3)	0.068 (4)	−0.021 (3)	−0.001 (3)	−0.010 (3)
C2	0.046 (3)	0.031 (2)	0.037 (3)	−0.011 (2)	0.014 (2)	−0.016 (2)
C3	0.049 (3)	0.032 (2)	0.038 (3)	−0.014 (2)	0.012 (2)	−0.015 (2)
C4	0.048 (3)	0.032 (2)	0.040 (3)	−0.011 (2)	0.012 (2)	−0.018 (2)
C5	0.039 (3)	0.031 (2)	0.030 (2)	−0.0069 (19)	0.006 (2)	−0.0133 (19)
C6	0.052 (3)	0.034 (2)	0.041 (3)	−0.016 (2)	0.014 (2)	−0.019 (2)
C7	0.049 (3)	0.038 (3)	0.038 (3)	−0.010 (2)	0.014 (2)	−0.024 (2)
C8	0.030 (2)	0.033 (2)	0.025 (2)	−0.0040 (18)	0.0030 (17)	−0.0110 (18)
N1	0.039 (2)	0.0294 (19)	0.0279 (19)	−0.0059 (16)	0.0075 (16)	−0.0112 (16)
N2	0.0329 (19)	0.0298 (19)	0.0269 (19)	−0.0045 (15)	0.0052 (15)	−0.0119 (15)
O1	0.048 (2)	0.0325 (17)	0.0345 (18)	−0.0127 (15)	0.0089 (15)	−0.0112 (15)

O2—C2	1.231 (6)	C3—H3	0.9300
O1W—H1WB	0.9046	C4—N2	1.373 (6)
O1W—H1WA	0.8499	C4—H4	0.9300
Cu1—O1	1.932 (3)	C5—N1	1.314 (6)
Cu1—O1i	1.932 (3)	C5—N2	1.355 (6)
Cu1—N1	1.986 (4)	C5—H5	0.9300
Cu1—N1i	1.986 (4)	C6—C7ii	1.379 (7)
C1—C2	1.509 (7)	C6—C8	1.384 (6)
C1—H1A	0.9600	C6—H6	0.9300
C1—H1B	0.9600	C7—C8	1.374 (7)
C1—H1C	0.9600	C7—C6ii	1.379 (7)
C2—O1	1.273 (6)	C7—H7	0.9300
C3—C4	1.338 (7)	C8—N2	1.427 (6)
C3—N1	1.374 (6)
H1WB—O1W—H1WA	107.9	N2—C4—H4	126.6
O1—Cu1—O1i	180.000 (1)	N1—C5—N2	111.3 (4)
O1—Cu1—N1	90.62 (15)	N1—C5—H5	124.4
O1i—Cu1—N1	89.38 (15)	N2—C5—H5	124.4
O1—Cu1—N1i	89.38 (15)	C7ii—C6—C8	119.8 (5)
O1i—Cu1—N1i	90.62 (15)	C7ii—C6—H6	120.1
N1—Cu1—N1i	180.000 (1)	C8—C6—H6	120.1
C2—C1—H1A	109.5	C8—C7—C6ii	120.6 (4)
C2—C1—H1B	109.5	C8—C7—H7	119.7
H1A—C1—H1B	109.5	C6ii—C7—H7	119.7
C2—C1—H1C	109.5	C7—C8—C6	119.6 (4)
H1A—C1—H1C	109.5	C7—C8—N2	120.6 (4)
H1B—C1—H1C	109.5	C6—C8—N2	119.8 (4)
O2—C2—O1	123.7 (5)	C5—N1—C3	105.6 (4)
O2—C2—C1	120.9 (5)	C5—N1—Cu1	127.6 (3)
O1—C2—C1	115.3 (5)	C3—N1—Cu1	126.6 (3)
C4—C3—N1	109.9 (4)	C5—N2—C4	106.4 (4)
C4—C3—H3	125.0	C5—N2—C8	126.7 (4)
N1—C3—H3	125.0	C4—N2—C8	126.7 (4)
C3—C4—N2	106.8 (4)	C2—O1—Cu1	116.1 (3)
C3—C4—H4	126.6
N1—C3—C4—N2	0.0 (6)	N1—C5—N2—C4	0.3 (6)
C6ii—C7—C8—C6	−0.2 (9)	N1—C5—N2—C8	−176.4 (4)
C6ii—C7—C8—N2	179.7 (5)	C3—C4—N2—C5	−0.2 (6)
C7ii—C6—C8—C7	0.2 (9)	C3—C4—N2—C8	176.5 (5)
C7ii—C6—C8—N2	−179.7 (5)	C7—C8—N2—C5	−4.4 (7)
N2—C5—N1—C3	−0.3 (6)	C6—C8—N2—C5	175.5 (5)
N2—C5—N1—Cu1	175.0 (3)	C7—C8—N2—C4	179.6 (5)
C4—C3—N1—C5	0.1 (6)	C6—C8—N2—C4	−0.5 (7)
C4—C3—N1—Cu1	−175.2 (4)	O2—C2—O1—Cu1	4.9 (6)
O1—Cu1—N1—C5	1.0 (4)	C1—C2—O1—Cu1	−174.2 (4)
O1i—Cu1—N1—C5	−179.0 (4)	N1—Cu1—O1—C2	−86.6 (3)
O1—Cu1—N1—C3	175.3 (4)	N1i—Cu1—O1—C2	93.4 (3)
O1i—Cu1—N1—C3	−4.7 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2	0.85	1.94	2.792 (6)	176
O1W—H1WB···O1Wiii	0.90	2.31	2.807 (7)	114

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O2	0.85	1.94	2.792 (6)	176
O1W—H1WB⋯O1Wi	0.90	2.31	2.807 (7)	114

Symmetry code: (i) .