Diaqua-bis-(hydrogen tartrato)copper(II) dihydrate.

The title complex, [Cu(C(4)H(5)O(6))(2)(H(2)O)(2)]·2H(2)O, contains a Cu(II) ion lying on an inversion centre. The coordination geometry of the Cu(II) ion is a distorted octa-hedron with four O atoms from two hydrogen tartrate ions occupying the equatorial positions and two O atoms from two coordinated water mol-ecules occupying the axial positions. In the crystal structure, inter-molecular O-H⋯O and C-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional network.

Related literature

For background to coordination polymers, see: Stang & Olenyuk (1997 ▶); Aakeroy & Seddon (1993 ▶); Munakata et al. (1999 ▶); Fujita et al. (1994 ▶); Hagrman et al. (1997 ▶). For the optical activity of tartaric acid, see: Synoradzki et al. (2008 ▶). For related structures, see: Jian et al. (2005 ▶). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 ▶).

Experimental

Crystal data

[Cu(C4H5O6)2(H2O)2]·2H2O

M = 433.76

Monoclinic,

a = 7.1577 (8) Å

b = 14.0989 (14) Å

c = 7.8910 (8) Å

β = 109.136 (2)°

V = 752.32 (14) Å3

Z = 2

Mo Kα radiation

μ = 1.54 mm−1

T = 100 K

0.42 × 0.15 × 0.08 mm

Data collection

Bruker APEXII DUO CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T min = 0.563, T max = 0.885

12361 measured reflections

3298 independent reflections

3001 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.082

S = 1.20

3298 reflections

121 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.68 e Å−3

Δρmin = −0.45 e Å−3

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); 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 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053681002115X/is2556sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681002115X/is2556Isup2.hkl

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

[Cu(C4H5O6)2(H2O)2]·2H2O	F(000) = 446
Mr = 433.76	Dx = 1.915 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 6852 reflections
a = 7.1577 (8) Å	θ = 3.6–35.0°
b = 14.0989 (14) Å	µ = 1.54 mm−1
c = 7.8910 (8) Å	T = 100 K
β = 109.136 (2)°	Plate, blue
V = 752.32 (14) Å3	0.42 × 0.15 × 0.08 mm
Z = 2

Bruker APEXII DUO CCD area-detector diffractometer	3298 independent reflections
Radiation source: fine-focus sealed tube	3001 reflections with I > 2σ(I)
graphite	Rint = 0.023
φ and ω scans	θmax = 35.0°, θmin = 2.9°
Absorption correction: multi-scan (SADABS; Bruker, 2009)	h = −11→11
Tmin = 0.563, Tmax = 0.885	k = −21→22
12361 measured reflections	l = −12→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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.082	H atoms treated by a mixture of independent and constrained refinement
S = 1.20	w = 1/[σ2(Fo2) + (0.0456P)2 + 0.1293P] where P = (Fo2 + 2Fc2)/3
3298 reflections	(Δ/σ)max = 0.001
121 parameters	Δρmax = 0.68 e Å−3
0 restraints	Δρmin = −0.45 e Å−3

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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	0.5000	0.0000	0.0000	0.00746 (6)
O1	0.39754 (10)	0.03576 (5)	0.18906 (9)	0.00912 (12)
O2	0.75259 (11)	0.04633 (5)	0.16577 (9)	0.00829 (12)
O3	0.48127 (11)	0.11064 (5)	0.45343 (10)	0.00963 (12)
O4	0.69066 (11)	0.24378 (5)	0.22934 (10)	0.00920 (12)
H4	0.6209	0.2764	0.2705	0.014*
O5	1.08144 (12)	0.25669 (5)	0.29938 (12)	0.01450 (14)
O6	1.13354 (11)	0.12193 (5)	0.45912 (10)	0.01096 (13)
H6	1.2407	0.1230	0.4424	0.016*
C1	0.52178 (13)	0.07526 (6)	0.32500 (12)	0.00733 (14)
C2	0.73709 (13)	0.08036 (6)	0.33188 (11)	0.00687 (14)
H2	0.8181	0.0405	0.4303	0.008*
C3	0.80915 (13)	0.18289 (6)	0.36467 (12)	0.00714 (14)
H3	0.8008	0.2036	0.4805	0.009*
C4	1.02337 (14)	0.19094 (6)	0.37032 (12)	0.00806 (14)
O1W	0.46452 (11)	0.16624 (5)	−0.10244 (10)	0.01087 (13)
H11	0.3385	0.1878	−0.1356	0.016*
H12	0.5389	0.1917	0.0120	0.016*
O2W	0.94287 (12)	0.05593 (6)	0.78307 (13)	0.01680 (16)
H21	0.8316	0.0315	0.7943	0.025*
H22	0.9492	0.1191	0.7909	0.025*
H5	0.832 (5)	0.0119 (17)	0.174 (4)	0.034 (7)*

	U11	U22	U33	U12	U13	U23
Cu1	0.00525 (8)	0.00959 (9)	0.00761 (8)	−0.00150 (5)	0.00221 (6)	−0.00224 (4)
O1	0.0068 (3)	0.0113 (3)	0.0093 (3)	−0.0019 (2)	0.0027 (2)	−0.0022 (2)
O2	0.0063 (3)	0.0096 (3)	0.0089 (3)	0.0004 (2)	0.0025 (2)	−0.0024 (2)
O3	0.0082 (3)	0.0113 (3)	0.0103 (3)	−0.0005 (2)	0.0042 (2)	−0.0021 (2)
O4	0.0084 (3)	0.0086 (3)	0.0103 (3)	0.0030 (2)	0.0026 (2)	0.0020 (2)
O5	0.0092 (3)	0.0115 (3)	0.0228 (4)	−0.0008 (2)	0.0052 (3)	0.0063 (3)
O6	0.0064 (3)	0.0098 (3)	0.0168 (3)	0.0018 (2)	0.0041 (2)	0.0043 (2)
C1	0.0068 (3)	0.0063 (3)	0.0089 (3)	0.0001 (3)	0.0026 (3)	0.0008 (3)
C2	0.0055 (3)	0.0071 (3)	0.0080 (3)	−0.0003 (2)	0.0021 (3)	−0.0006 (3)
C3	0.0061 (3)	0.0068 (3)	0.0083 (3)	0.0001 (3)	0.0019 (3)	0.0002 (2)
C4	0.0071 (3)	0.0073 (3)	0.0093 (3)	−0.0003 (3)	0.0021 (3)	−0.0010 (3)
O1W	0.0090 (3)	0.0101 (3)	0.0127 (3)	0.0002 (2)	0.0024 (2)	0.0003 (2)
O2W	0.0104 (3)	0.0101 (3)	0.0321 (4)	0.0008 (2)	0.0098 (3)	0.0007 (3)

Cu1—O1	1.9327 (7)	O5—C4	1.2239 (12)
Cu1—O1i	1.9327 (7)	O6—C4	1.3027 (11)
Cu1—O2i	1.9637 (7)	O6—H6	0.8200
Cu1—O2	1.9637 (7)	C1—C2	1.5259 (13)
Cu1—O1W	2.4651 (8)	C2—C3	1.5281 (13)
Cu1—O1Wi	2.4651 (8)	C2—H2	0.9800
O1—C1	1.2753 (11)	C3—C4	1.5235 (13)
O2—C2	1.4339 (11)	C3—H3	0.9800
O2—H5	0.73 (3)	O1W—H11	0.9051
O3—C1	1.2461 (11)	O1W—H12	0.9551
O4—C3	1.4152 (11)	O2W—H21	0.8982
O4—H4	0.8200	O2W—H22	0.8936
O1—Cu1—O1W	88.90 (3)	O3—C1—C2	116.99 (8)
O1—Cu1—O1Wi	91.11 (3)	O1—C1—C2	117.92 (8)
O1W—Cu1—O2	82.85 (3)	O2—C2—C1	109.36 (7)
O1W—Cu1—O1Wi	180	O2—C2—C3	110.39 (7)
O1W—Cu1—O2	82.85 (3)	C1—C2—C3	109.36 (7)
O1Wi—Cu1—O2i	82.85 (3)	O2—C2—H2	109.2
O1i—Cu1—O1Wi	88.90 (3)	C1—C2—H2	109.2
O1—Cu1—O1i	180.00 (6)	C3—C2—H2	109.2
O1—Cu1—O2i	95.83 (3)	O4—C3—C4	108.99 (7)
O1i—Cu1—O2i	84.17 (3)	O4—C3—C2	111.13 (7)
O1—Cu1—O2	84.17 (3)	C4—C3—C2	110.86 (7)
O1i—Cu1—O2	95.83 (3)	O4—C3—H3	108.6
O2i—Cu1—O2	180.0	C4—C3—H3	108.6
C1—O1—Cu1	115.26 (6)	C2—C3—H3	108.6
C2—O2—Cu1	112.96 (5)	O5—C4—O6	125.12 (9)
C2—O2—H5	116 (2)	O5—C4—C3	122.17 (8)
Cu1—O2—H5	111 (2)	O6—C4—C3	112.71 (8)
C3—O4—H4	109.5	H11—O1W—H12	110.0
C4—O6—H6	109.5	H21—O2W—H22	113.7
O3—C1—O1	125.09 (9)
O2i—Cu1—O1—C1	−176.70 (7)	O3—C1—C2—O2	−173.54 (8)
O2—Cu1—O1—C1	3.30 (7)	O1—C1—C2—O2	6.20 (11)
O1—Cu1—O2—C2	0.36 (6)	O3—C1—C2—C3	−52.55 (10)
O1i—Cu1—O2—C2	−179.64 (6)	O1—C1—C2—C3	127.19 (8)
O1W—Cu1—O1—C1	−79.64 (6)	O2—C2—C3—O4	62.36 (9)
O1Wi—Cu1—O1—C1	100.37 (6)	C1—C2—C3—O4	−58.01 (9)
O1W—Cu1—O2—C2	89.98 (6)	O2—C2—C3—C4	−59.01 (9)
O1Wi—Cu1—O2—C2	−90.02 (6)	C1—C2—C3—C4	−179.37 (7)
Cu1—O1—C1—O3	173.56 (7)	O4—C3—C4—O5	16.25 (12)
Cu1—O1—C1—C2	−6.17 (10)	C2—C3—C4—O5	138.88 (9)
Cu1—O2—C2—C1	−3.22 (9)	O4—C3—C4—O6	−164.52 (8)
Cu1—O2—C2—C3	−123.59 (6)	C2—C3—C4—O6	−41.90 (10)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4···O1Wii	0.82	1.91	2.7200 (12)	170
O2—H5···O2Wiii	0.72 (3)	1.82 (3)	2.5331 (12)	170 (3)
O6—H6···O3iv	0.82	1.70	2.5092 (12)	167
O1W—H11···O5v	0.91	1.91	2.8119 (11)	175 (1)
O1W—H12···O4	0.96	1.85	2.8091 (11)	177
O2W—H21···O1vi	0.90	1.94	2.8298 (12)	173
O2W—H22···O5ii	0.89	1.98	2.8100 (12)	154
C2—H2···O6iii	0.98	2.43	3.2727 (12)	143
C3—H3···O4ii	0.98	2.46	3.4160 (13)	166

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4⋯O1Wi	0.82	1.91	2.7200 (12)	170
O2—H5⋯O2Wii	0.72 (3)	1.82 (3)	2.5331 (12)	170 (3)
O6—H6⋯O3iii	0.82	1.70	2.5092 (12)	167
O1W—H11⋯O5iv	0.91	1.91	2.8119 (11)	175 (1)
O1W—H12⋯O4	0.96	1.85	2.8091 (11)	177
O2W—H21⋯O1v	0.90	1.94	2.8298 (12)	173
O2W—H22⋯O5i	0.89	1.98	2.8100 (12)	154
C2—H2⋯O6ii	0.98	2.43	3.2727 (12)	143
C3—H3⋯O4i	0.98	2.46	3.4160 (13)	166

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