catena-Poly[[diaqua-copper(II)]-μ-7-oxa-bicyclo-[2.2.1]heptane-2,3-dicarboxyl-ato].

In the crystal structure of the title compound, [Cu(C(8)H(8)O(5))(H(2)O)(2)](n), the Cu(II) cation is in a Jahn-Teller distorted six-coordination by two O atoms from water molecules, by the bridging O atom from the bicyclo moiety, by two carboxylate O atoms from two different carboxylate groups and by one carboxylate O atom from a symmetry-related bridging ligand.The polymeric structure is made up from double-strands propagating parallel to the c axis that are held together via inter-molecular O-H⋯O hydrogen bonds.

Related literature

For related literature, see: Yin et al. (2003 ▶).

Experimental

Crystal data

[Cu(C8H8O5)(H2O)2]

M = 283.72

Orthorhombic,

a = 10.5512 (4) Å

b = 19.3389 (9) Å

c = 9.7435 (4) Å

V = 1988.15 (14) Å3

Z = 8

Mo Kα radiation

μ = 2.22 mm−1

T = 296 (2) K

0.29 × 0.20 × 0.12 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.60, T max = 0.78

7372 measured reflections

2078 independent reflections

1897 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.022

wR(F 2) = 0.059

S = 1.02

2078 reflections

157 parameters

9 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.32 e Å−3

Δρmin = −0.38 e Å−3

Absolute structure: Flack (1983 ▶), 857 Friedel pairs

Flack parameter: 0.001 (16)

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); 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: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809000270/at2697sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809000270/at2697Isup2.hkl

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

[Cu(C8H8O5)(H2O)2]	F(000) = 1160
Mr = 283.72	Dx = 1.896 Mg m−3
Orthorhombic, Iba2	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: I 2 -2c	Cell parameters from 4186 reflections
a = 10.5512 (4) Å	θ = 2.1–27.5°
b = 19.3389 (9) Å	µ = 2.22 mm−1
c = 9.7435 (4) Å	T = 296 K
V = 1988.15 (14) Å3	Block, green
Z = 8	0.29 × 0.20 × 0.12 mm

Bruker APEXII area-detector diffractometer	2078 independent reflections
Radiation source: fine-focus sealed tube	1897 reflections with I > 2σ(I)
graphite	Rint = 0.021
ω scans	θmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.60, Tmax = 0.78	k = −21→25
7372 measured reflections	l = −10→12

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)] = 0.022	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.059	w = 1/[σ2(Fo2) + (0.0368P)2] where P = (Fo2 + 2Fc2)/3
S = 1.02	(Δ/σ)max < 0.001
2078 reflections	Δρmax = 0.32 e Å−3
157 parameters	Δρmin = −0.38 e Å−3
9 restraints	Absolute structure: Flack (1983), 857 Freidel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.001 (16)

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	0.243032 (19)	0.040771 (14)	0.45597 (9)	0.02570 (9)
O1	0.08219 (15)	0.14342 (9)	0.76589 (19)	0.0351 (4)
O1W	0.11498 (18)	−0.05770 (11)	0.4992 (2)	0.0476 (6)
H1WA	0.117 (3)	−0.0923 (14)	0.447 (3)	0.071*
H1WB	0.044 (2)	−0.0648 (17)	0.538 (3)	0.071*
O2	0.12635 (15)	0.09609 (10)	0.5661 (2)	0.0367 (5)
O2W	0.16510 (19)	0.08276 (13)	0.2897 (2)	0.0471 (6)
H2WA	0.092 (2)	0.1034 (16)	0.283 (4)	0.071*
H2WB	0.170 (3)	0.0631 (18)	0.218 (3)	0.071*
O3	0.34512 (15)	0.02601 (8)	0.85851 (18)	0.0285 (4)
O4	0.31828 (14)	0.00547 (9)	0.63735 (17)	0.0287 (4)
O5	0.38661 (12)	0.13101 (8)	0.4694 (2)	0.0278 (3)
C1	0.3288 (2)	0.19244 (12)	0.5275 (3)	0.0324 (6)
H1A	0.2597	0.2112	0.4717	0.039*
C2	0.4418 (3)	0.24140 (14)	0.5415 (3)	0.0458 (7)
H2A	0.4284	0.2749	0.6142	0.055*
H2B	0.4588	0.2655	0.4562	0.055*
C3	0.5491 (2)	0.19062 (15)	0.5777 (3)	0.0421 (7)
H3A	0.6159	0.1915	0.5092	0.051*
H3B	0.5851	0.2007	0.6671	0.051*
C4	0.4799 (2)	0.12166 (13)	0.5777 (3)	0.0284 (5)
H4A	0.5357	0.0818	0.5635	0.034*
C5	0.39748 (19)	0.11620 (12)	0.7068 (2)	0.0242 (5)
H5A	0.4444	0.1336	0.7865	0.029*
C6	0.2864 (2)	0.16753 (12)	0.6698 (3)	0.0269 (5)
H6A	0.2863	0.2065	0.7343	0.032*
C7	0.1552 (2)	0.13317 (12)	0.6683 (3)	0.0268 (5)
C8	0.35037 (18)	0.04365 (11)	0.7353 (3)	0.0221 (5)

	U11	U22	U33	U12	U13	U23
Cu1	0.02380 (12)	0.03211 (16)	0.02120 (16)	0.00285 (9)	−0.00032 (15)	−0.00532 (16)
O1	0.0333 (8)	0.0431 (10)	0.0290 (10)	0.0053 (8)	0.0067 (8)	−0.0028 (8)
O1W	0.0330 (9)	0.0613 (12)	0.0486 (16)	−0.0163 (8)	0.0057 (8)	−0.0157 (10)
O2	0.0241 (8)	0.0512 (11)	0.0347 (13)	0.0028 (8)	0.0018 (7)	−0.0157 (10)
O2W	0.0439 (10)	0.0700 (16)	0.0276 (12)	0.0251 (10)	−0.0055 (9)	−0.0087 (10)
O3	0.0294 (8)	0.0350 (9)	0.0210 (10)	−0.0072 (7)	−0.0016 (7)	0.0082 (8)
O4	0.0346 (8)	0.0295 (9)	0.0222 (9)	−0.0048 (7)	0.0009 (6)	−0.0027 (7)
O5	0.0289 (6)	0.0320 (8)	0.0226 (9)	−0.0002 (6)	0.0016 (7)	0.0006 (8)
C1	0.0382 (13)	0.0283 (12)	0.0307 (16)	0.0052 (10)	−0.0037 (11)	0.0056 (12)
C2	0.0594 (19)	0.0329 (15)	0.0451 (19)	−0.0131 (12)	0.0053 (14)	0.0066 (14)
C3	0.0381 (14)	0.0525 (17)	0.0358 (18)	−0.0196 (12)	0.0025 (12)	0.0060 (13)
C4	0.0240 (10)	0.0346 (13)	0.0267 (14)	−0.0013 (9)	0.0013 (9)	0.0051 (11)
C5	0.0227 (9)	0.0287 (13)	0.0211 (13)	−0.0014 (9)	−0.0027 (8)	0.0002 (10)
C6	0.0322 (10)	0.0243 (12)	0.0242 (13)	0.0040 (9)	0.0004 (10)	−0.0038 (11)
C7	0.0254 (10)	0.0273 (12)	0.0277 (14)	0.0076 (9)	−0.0022 (10)	0.0022 (11)
C8	0.0134 (8)	0.0285 (12)	0.0245 (14)	0.0024 (8)	0.0014 (8)	0.0003 (10)

Cu1—O3i	1.9313 (16)	C1—C2	1.528 (4)
Cu1—O2	1.9524 (17)	C1—C6	1.535 (4)
Cu1—O2W	1.990 (2)	C1—H1A	0.9800
Cu1—O4	2.0542 (19)	C2—C3	1.540 (4)
Cu1—O5	2.3147 (14)	C2—H2A	0.9700
Cu1—O1W	2.3726 (19)	C2—H2B	0.9700
O1—C7	1.240 (3)	C3—C4	1.521 (3)
O1W—H1WA	0.842 (17)	C3—H3A	0.9700
O1W—H1WB	0.852 (17)	C3—H3B	0.9700
O2—C7	1.264 (3)	C4—C5	1.533 (3)
O2W—H2WA	0.871 (17)	C4—H4A	0.9800
O2W—H2WB	0.795 (18)	C5—C8	1.514 (3)
O3—C8	1.249 (3)	C5—C6	1.578 (3)
O3—Cu1ii	1.9313 (16)	C5—H5A	0.9800
O4—C8	1.253 (3)	C6—C7	1.536 (3)
O5—C1	1.450 (3)	C6—H6A	0.9800
O5—C4	1.454 (3)
O3i—Cu1—O2	171.25 (8)	C3—C2—H2A	111.5
O3i—Cu1—O2W	95.92 (9)	C1—C2—H2B	111.5
O2—Cu1—O2W	87.90 (8)	C3—C2—H2B	111.5
O3i—Cu1—O4	89.15 (7)	H2A—C2—H2B	109.3
O2—Cu1—O4	87.30 (8)	C4—C3—C2	101.87 (19)
O2W—Cu1—O4	174.69 (8)	C4—C3—H3A	111.4
O3i—Cu1—O5	99.62 (6)	C2—C3—H3A	111.4
O2—Cu1—O5	88.19 (7)	C4—C3—H3B	111.4
O2W—Cu1—O5	90.51 (9)	C2—C3—H3B	111.4
O4—Cu1—O5	87.07 (6)	H3A—C3—H3B	109.3
O3i—Cu1—O1W	82.43 (8)	O5—C4—C3	102.49 (19)
O2—Cu1—O1W	89.03 (8)	O5—C4—C5	102.70 (16)
O2W—Cu1—O1W	103.70 (9)	C3—C4—C5	109.4 (2)
O4—Cu1—O1W	78.49 (7)	O5—C4—H4A	113.7
O5—Cu1—O1W	165.41 (8)	C3—C4—H4A	113.7
Cu1—O1W—H1WA	121 (2)	C5—C4—H4A	113.7
Cu1—O1W—H1WB	135 (2)	C8—C5—C4	113.6 (2)
H1WA—O1W—H1WB	99 (2)	C8—C5—C6	112.40 (17)
C7—O2—Cu1	126.29 (15)	C4—C5—C6	100.98 (19)
Cu1—O2W—H2WA	128 (3)	C8—C5—H5A	109.9
Cu1—O2W—H2WB	120 (3)	C4—C5—H5A	109.9
H2WA—O2W—H2WB	102 (2)	C6—C5—H5A	109.9
C8—O3—Cu1ii	132.82 (15)	C1—C6—C7	112.9 (2)
C8—O4—Cu1	124.31 (15)	C1—C6—C5	100.79 (19)
C1—O5—C4	95.93 (17)	C7—C6—C5	113.56 (18)
C1—O5—Cu1	111.39 (12)	C1—C6—H6A	109.7
C4—O5—Cu1	112.98 (13)	C7—C6—H6A	109.7
O5—C1—C2	102.40 (19)	C5—C6—H6A	109.7
O5—C1—C6	102.60 (18)	O1—C7—O2	123.0 (2)
C2—C1—C6	110.0 (2)	O1—C7—C6	118.9 (2)
O5—C1—H1A	113.6	O2—C7—C6	118.1 (2)
C2—C1—H1A	113.6	O3—C8—O4	124.0 (2)
C6—C1—H1A	113.6	O3—C8—C5	116.3 (2)
C1—C2—C3	101.5 (2)	O4—C8—C5	119.7 (2)
C1—C2—H2A	111.5
O2W—Cu1—O2—C7	−131.2 (2)	C2—C3—C4—O5	34.5 (2)
O4—Cu1—O2—C7	46.5 (2)	C2—C3—C4—C5	−74.0 (3)
O5—Cu1—O2—C7	−40.6 (2)	O5—C4—C5—C8	86.0 (2)
O1W—Cu1—O2—C7	125.0 (2)	C3—C4—C5—C8	−165.65 (19)
O3i—Cu1—O4—C8	139.29 (16)	O5—C4—C5—C6	−34.5 (2)
O2—Cu1—O4—C8	−48.70 (17)	C3—C4—C5—C6	73.8 (2)
O5—Cu1—O4—C8	39.62 (16)	O5—C1—C6—C7	−85.9 (2)
O1W—Cu1—O4—C8	−138.26 (17)	C2—C1—C6—C7	165.7 (2)
O3i—Cu1—O5—C1	174.10 (15)	O5—C1—C6—C5	35.6 (2)
O2—Cu1—O5—C1	−9.87 (16)	C2—C1—C6—C5	−72.8 (2)
O2W—Cu1—O5—C1	78.01 (16)	C8—C5—C6—C1	−122.0 (2)
O4—Cu1—O5—C1	−97.26 (16)	C4—C5—C6—C1	−0.6 (2)
O1W—Cu1—O5—C1	−89.0 (3)	C8—C5—C6—C7	−0.9 (3)
O3i—Cu1—O5—C4	−79.25 (15)	C4—C5—C6—C7	120.5 (2)
O2—Cu1—O5—C4	96.78 (15)	Cu1—O2—C7—O1	−148.85 (19)
O2W—Cu1—O5—C4	−175.34 (15)	Cu1—O2—C7—C6	31.8 (3)
O4—Cu1—O5—C4	9.39 (14)	C1—C6—C7—O1	−142.1 (2)
O1W—Cu1—O5—C4	17.7 (3)	C5—C6—C7—O1	104.0 (3)
C4—O5—C1—C2	56.4 (2)	C1—C6—C7—O2	37.3 (3)
Cu1—O5—C1—C2	173.91 (15)	C5—C6—C7—O2	−76.7 (3)
C4—O5—C1—C6	−57.6 (2)	Cu1ii—O3—C8—O4	−25.2 (3)
Cu1—O5—C1—C6	59.9 (2)	Cu1ii—O3—C8—C5	154.10 (15)
O5—C1—C2—C3	−34.9 (3)	Cu1—O4—C8—O3	148.71 (18)
C6—C1—C2—C3	73.6 (3)	Cu1—O4—C8—C5	−30.6 (2)
C1—C2—C3—C4	0.2 (3)	C4—C5—C8—O3	142.9 (2)
C1—O5—C4—C3	−56.3 (2)	C6—C5—C8—O3	−103.2 (2)
Cu1—O5—C4—C3	−172.55 (15)	C4—C5—C8—O4	−37.8 (3)
C1—O5—C4—C5	57.25 (19)	C6—C5—C8—O4	76.1 (3)
Cu1—O5—C4—C5	−59.00 (19)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O1i	0.84 (2)	2.05 (2)	2.835 (3)	154 (4)
O1W—H1WB···O2iii	0.85 (2)	1.91 (2)	2.731 (2)	161 (3)
O2W—H2WA···O1iv	0.87 (2)	2.00 (2)	2.870 (2)	175 (3)
O2W—H2WB···O1Wi	0.80 (2)	2.21 (3)	2.920 (3)	148 (3)
O2W—H2WB···O4i	0.80 (2)	2.20 (3)	2.780 (3)	130 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O1i	0.842 (17)	2.05 (2)	2.835 (3)	154 (4)
O1W—H1WB⋯O2ii	0.852 (17)	1.91 (2)	2.731 (2)	161 (3)
O2W—H2WA⋯O1iii	0.871 (17)	2.001 (18)	2.870 (2)	175 (3)
O2W—H2WB⋯O1Wi	0.795 (18)	2.21 (3)	2.920 (3)	148 (3)
O2W—H2WB⋯O4i	0.795 (18)	2.20 (3)	2.780 (3)	130 (3)

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