catena-Poly[copper(II)-bis(μ-2,4-dichloro-6-formyl-phenolato)-κO,O':Cl;κCl:O,O'].

In the title compound, [Cu(C(7)H(3)Cl(2)O(2))(2)](n), the Cu(II) atom lies on a centre of inversion and adopts a [4+2] coordination mode, with two long axial Cu-Cl coordinative bonds complementing four Cu-O bonds from two 2,4-dichloro-6-formyl-phenolate ligands in a distorted square plane. π-π stacking inter-actions are also formed between neighbouring aromatic rings, with a centroid-centroid separation of 3.624 (2) Å.

Related literature

For related compounds, see: Duan et al. (2007 ▶); Fan, You, Liu et al. (2008 ▶); Fan, You, Qian et al. (2008 ▶); Harkat et al. (2008 ▶); Sun & Gao (2005 ▶); Zhang et al. (2006 ▶).

Experimental

Crystal data

[Cu(C7H3Cl2O2)2]

M = 443.53

Orthorhombic,

a = 8.1564 (8) Å

b = 12.4746 (12) Å

c = 14.7296 (14) Å

V = 1498.7 (3) Å3

Z = 4

Mo Kα radiation

μ = 2.19 mm−1

T = 291 (2) K

0.14 × 0.12 × 0.10 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.750, T max = 0.811

7424 measured reflections

1471 independent reflections

1215 reflections with I > 2σ(I)

R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.103

S = 1.06

1471 reflections

106 parameters

H-atom parameters constrained

Δρmax = 0.41 e Å−3

Δρmin = −0.83 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808020424/bi2288sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808020424/bi2288Isup2.hkl

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

[Cu(C7H3Cl2O2)2]	F000 = 876
Mr = 443.53	Dx = 1.966 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 3128 reflections
a = 8.1564 (8) Å	θ = 2.8–27.6º
b = 12.4746 (12) Å	µ = 2.19 mm−1
c = 14.7296 (14) Å	T = 291 (2) K
V = 1498.7 (3) Å3	Block, red
Z = 4	0.14 × 0.12 × 0.10 mm

Bruker SMART CCD diffractometer	1471 independent reflections
Radiation source: fine-focus sealed tube	1215 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.043
T = 291(2) K	θmax = 26.0º
φ and ω scans	θmin = 2.8º
Absorption correction: multi-scan(SADABS; Bruker, 2000)	h = −10→10
Tmin = 0.750, Tmax = 0.811	k = −15→15
7424 measured reflections	l = −11→18

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.033	H-atom parameters constrained
wR(F2) = 0.103	w = 1/[σ2(Fo2) + (0.0631P)2 + 0.6132P] where P = (Fo2 + 2Fc2)/3
S = 1.06	(Δ/σ)max < 0.001
1471 reflections	Δρmax = 0.41 e Å−3
106 parameters	Δρmin = −0.83 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Cu1	1.0000	1.0000	0.5000	0.0350 (2)
C1	0.6397 (3)	0.9163 (2)	0.43110 (19)	0.0300 (6)
C2	0.6929 (3)	1.0203 (2)	0.4048 (2)	0.0283 (6)
C3	0.5807 (4)	1.0793 (2)	0.3514 (2)	0.0310 (6)
C4	0.4281 (4)	1.0410 (2)	0.3285 (2)	0.0348 (7)
H4	0.3569	1.0829	0.2943	0.042*
C5	0.3807 (3)	0.9390 (2)	0.3569 (2)	0.0334 (7)
C6	0.4844 (3)	0.8770 (2)	0.4061 (2)	0.0324 (7)
H6	0.4528	0.8083	0.4233	0.039*
C7	0.7396 (4)	0.8478 (3)	0.4859 (2)	0.0371 (7)
H7	0.6969	0.7805	0.4993	0.045*
Cl1	0.64045 (10)	1.20455 (6)	0.31242 (6)	0.0445 (3)
Cl2	0.18463 (10)	0.89331 (8)	0.33032 (6)	0.0473 (3)
O1	0.8330 (2)	1.06231 (16)	0.42655 (15)	0.0367 (5)
O2	0.8767 (3)	0.86838 (18)	0.51754 (15)	0.0413 (5)

	U11	U22	U33	U12	U13	U23
Cu1	0.0256 (3)	0.0313 (3)	0.0481 (4)	0.0010 (2)	−0.0058 (2)	0.0057 (2)
C1	0.0251 (14)	0.0316 (15)	0.0332 (16)	0.0020 (11)	−0.0008 (12)	0.0006 (12)
C2	0.0244 (14)	0.0287 (14)	0.0318 (15)	0.0025 (11)	0.0021 (12)	0.0003 (11)
C3	0.0304 (15)	0.0287 (14)	0.0339 (15)	0.0033 (12)	0.0019 (13)	0.0006 (12)
C4	0.0309 (15)	0.0380 (16)	0.0356 (17)	0.0081 (14)	−0.0035 (13)	−0.0012 (13)
C5	0.0241 (13)	0.0436 (17)	0.0325 (15)	−0.0012 (13)	−0.0007 (12)	−0.0059 (13)
C6	0.0302 (15)	0.0319 (16)	0.0352 (16)	−0.0033 (12)	0.0001 (12)	−0.0019 (12)
C7	0.0322 (16)	0.0310 (15)	0.0481 (18)	−0.0002 (14)	−0.0035 (14)	0.0044 (13)
Cl1	0.0438 (5)	0.0313 (4)	0.0583 (5)	0.0029 (3)	−0.0019 (4)	0.0106 (3)
Cl2	0.0299 (4)	0.0576 (5)	0.0544 (5)	−0.0064 (4)	−0.0109 (3)	−0.0036 (4)
O1	0.0258 (10)	0.0321 (11)	0.0522 (13)	−0.0022 (9)	−0.0064 (9)	0.0076 (9)
O2	0.0302 (12)	0.0345 (12)	0.0592 (14)	−0.0006 (9)	−0.0110 (10)	0.0104 (10)

Cu1—O1	1.906 (2)	C2—C3	1.413 (4)
Cu1—O1i	1.906 (2)	C3—C4	1.375 (4)
Cu1—O2i	1.943 (2)	C3—Cl1	1.735 (3)
Cu1—O2	1.943 (2)	C4—C5	1.394 (4)
Cu1—Cl2ii	3.207 (1)	C4—H4	0.930
Cu1—Cl2iii	3.207 (1)	C5—C6	1.356 (4)
C1—C6	1.408 (4)	C5—Cl2	1.742 (3)
C1—C2	1.422 (4)	C6—H6	0.930
C1—C7	1.431 (4)	C7—O2	1.238 (4)
C2—O1	1.297 (3)	C7—H7	0.930
O1—Cu1—O1i	180	C3—C4—C5	119.7 (3)
O1—Cu1—O2i	87.13 (8)	C3—C4—H4	120.2
O1i—Cu1—O2i	92.87 (8)	C5—C4—H4	120.2
O1—Cu1—O2	92.87 (8)	C6—C5—C4	120.5 (3)
O1i—Cu1—O2	87.13 (8)	C6—C5—Cl2	120.4 (2)
O2i—Cu1—O2	180	C4—C5—Cl2	119.1 (2)
C6—C1—C2	121.4 (3)	C5—C6—C1	120.2 (3)
C6—C1—C7	116.9 (3)	C5—C6—H6	119.9
C2—C1—C7	121.7 (3)	C1—C6—H6	119.9
O1—C2—C3	119.8 (2)	O2—C7—C1	127.0 (3)
O1—C2—C1	124.7 (3)	O2—C7—H7	116.5
C3—C2—C1	115.4 (2)	C1—C7—H7	116.5
C4—C3—C2	122.8 (3)	C2—O1—Cu1	127.25 (18)
C4—C3—Cl1	119.1 (2)	C7—O2—Cu1	126.4 (2)
C2—C3—Cl1	118.1 (2)

Cu1—O1	1.906 (2)
Cu1—O2	1.943 (2)
Cu1—Cl2ii	3.207 (1)

O1—Cu1—O1i	180
O1—Cu1—O2i	87.13 (8)
O1—Cu1—O2	92.87 (8)
O2i—Cu1—O2	180

Symmetry codes: (i) ; (ii) ; (iii) .