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

The title complex, [Co(C(4)H(5)O(6))(2)(H(2)O)(2)]·2H(2)O, contains a Co(II) ion, two single deprotonated tartrate anions, two coordinated water mol-ecules and two lattice water mol-ecules. The coordination geometry of the Co(II) ion is a distorted octa-hedron with two O atoms from two coordinated water mol-ecules occupying cis positions in the equatorial plane and four O atoms from two hydrogen tartrate ions occupying the remaining positions. In the crystal, inter-molecular O-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional network.

Related literature

For general background to chirality, see: Crassous (2009 ▶). For coordination modes of the tartrate anion, see: Al-Dajani et al. (2010 ▶); Li et al. (2004 ▶). Zhou et al. (2006 ▶). For chiral diaqua­bis­(hydrogen tartrato)cobalt(II) dihydrat, see: Yashima et al. (2004 ▶).

Experimental

Crystal data

[Co(C4H5O6)2(H2O)2]·2H2O

M = 429.15

Orthorhombic,

a = 7.166 (2) Å

b = 7.643 (2) Å

c = 27.802 (9) Å

V = 1522.7 (8) Å3

Z = 4

Mo Kα radiation

μ = 1.22 mm−1

T = 296 K

0.28 × 0.19 × 0.12 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2008 ▶) T min = 0.758, T max = 0.864

7644 measured reflections

2705 independent reflections

2465 reflections with I > 2σ(I)

R int = 0.071

Refinement

R[F 2 > 2σ(F 2)] = 0.050

wR(F 2) = 0.116

S = 1.03

2705 reflections

227 parameters

H-atom parameters constrained

Δρmax = 0.79 e Å−3

Δρmin = −0.53 e Å−3

Absolute structure: Flack (1983 ▶), 1303 Friedel pairs

Flack parameter: −0.02 (2)

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); 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 datablock(s) I, global. DOI: 10.1107/S1600536811054390/zj2043sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811054390/zj2043Isup2.hkl

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

[Co(C4H5O6)2(H2O)2]·2H2O	F(000) = 884
Mr = 429.15	Dx = 1.872 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 3026 reflections
a = 7.166 (2) Å	θ = 2.8–24.7°
b = 7.643 (2) Å	µ = 1.22 mm−1
c = 27.802 (9) Å	T = 296 K
V = 1522.7 (8) Å3	Needle, pink
Z = 4	0.28 × 0.19 × 0.12 mm

Bruker APEXII CCD diffractometer	2705 independent reflections
Radiation source: fine-focus sealed tube	2465 reflections with I > 2σ(I)
graphite	Rint = 0.071
φ and ω scans	θmax = 25.2°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	h = −7→8
Tmin = 0.758, Tmax = 0.864	k = −9→6
7644 measured reflections	l = −27→33

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)] = 0.050	H-atom parameters constrained
wR(F2) = 0.116	w = 1/[σ2(Fo2) + (0.0711P)2 + 0.163P] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max < 0.001
2705 reflections	Δρmax = 0.79 e Å−3
227 parameters	Δρmin = −0.52 e Å−3
0 restraints	Absolute structure: Flack (1983), 1303 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: −0.02 (2)

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
C1	0.2015 (6)	0.2982 (6)	0.22522 (15)	0.0254 (10)
C2	0.1659 (6)	0.4900 (5)	0.21248 (15)	0.0218 (9)
H2	0.0878	0.5444	0.2373	0.026*
C3	0.3528 (7)	0.5816 (6)	0.21019 (17)	0.0285 (10)
H3	0.4092	0.5800	0.2423	0.034*
C4	0.3299 (6)	0.7714 (6)	0.19428 (15)	0.0271 (9)
C5	0.0059 (6)	0.4188 (6)	0.03795 (15)	0.0261 (9)
C6	0.2193 (6)	0.4079 (6)	0.04133 (15)	0.0232 (9)
H6	0.2664	0.3277	0.0166	0.028*
C7	0.3000 (6)	0.5901 (6)	0.03307 (16)	0.0253 (9)
H7	0.2645	0.6281	0.0007	0.030*
C8	0.5121 (6)	0.5873 (5)	0.03585 (14)	0.0232 (9)
H3A	0.0017	0.5813	0.1648	0.035*
H4	0.4078	0.4956	0.1535	0.035*
H9	0.3470	0.2682	0.0832	0.035*
H10	0.2862	0.7281	0.0904	0.035*
H11	0.6988	0.4788	0.0020	0.035*
H6A	0.2171	0.9701	0.2211	0.035*
H13A	0.0304	−0.0108	0.0755	0.035*
H14A	−0.2921	0.3064	0.1762	0.035*
H15A	0.7561	0.7842	0.1665	0.035*
H16A	0.4457	0.0121	0.1144	0.035*
H13B	−0.0403	−0.0611	0.1165	0.035*
H14B	−0.3154	0.1921	0.1426	0.035*
H15B	0.7710	0.7047	0.1196	0.035*
H16B	0.5854	0.0341	0.0756	0.035*
Co1	0.02672 (7)	0.26348 (7)	0.13168 (2)	0.02417 (18)
O1	0.1601 (5)	0.1847 (4)	0.19297 (11)	0.0281 (7)
O2	0.2731 (5)	0.2651 (5)	0.26366 (11)	0.0395 (8)
O3	0.0751 (4)	0.4992 (4)	0.16748 (12)	0.0301 (7)
O4	0.4745 (5)	0.4932 (4)	0.17751 (14)	0.0390 (8)
O5	0.3913 (6)	0.8243 (5)	0.15682 (13)	0.0442 (9)
O6	0.2315 (5)	0.8642 (4)	0.22412 (12)	0.0401 (9)
O7	−0.0902 (4)	0.3667 (4)	0.07226 (11)	0.0313 (7)
O8	−0.0595 (4)	0.4802 (5)	−0.00041 (12)	0.0336 (8)
O9	0.2674 (4)	0.3434 (4)	0.08767 (11)	0.0271 (7)
O10	0.2240 (5)	0.7088 (4)	0.06610 (12)	0.0363 (8)
O11	0.5863 (4)	0.4941 (5)	0.00214 (12)	0.0321 (7)
O12	0.5946 (5)	0.6683 (5)	0.06641 (14)	0.0446 (9)
O13	0.0226 (5)	0.0162 (4)	0.10381 (12)	0.0407 (8)
O14	−0.2372 (4)	0.2264 (5)	0.16226 (11)	0.0369 (8)
O15	0.8363 (4)	0.7463 (4)	0.14422 (11)	0.0352 (7)
O16	0.5099 (5)	0.0867 (4)	0.09600 (12)	0.0349 (7)

	U11	U22	U33	U12	U13	U23
C1	0.024 (2)	0.026 (2)	0.026 (2)	0.0020 (17)	0.0005 (17)	0.0039 (18)
C2	0.026 (2)	0.020 (2)	0.020 (2)	0.0041 (19)	0.0001 (17)	0.0012 (16)
C3	0.029 (2)	0.021 (2)	0.036 (3)	0.001 (2)	−0.004 (2)	0.0036 (19)
C4	0.028 (2)	0.022 (2)	0.032 (2)	−0.006 (2)	−0.0024 (18)	−0.0023 (19)
C5	0.024 (2)	0.027 (2)	0.027 (2)	0.000 (2)	0.0022 (18)	−0.0007 (17)
C6	0.019 (2)	0.027 (2)	0.024 (2)	0.0020 (18)	0.0022 (17)	0.0001 (18)
C7	0.021 (2)	0.025 (2)	0.030 (2)	0.0005 (19)	−0.0007 (18)	0.0039 (18)
C8	0.022 (2)	0.024 (2)	0.024 (2)	0.0007 (19)	−0.0002 (18)	0.0036 (16)
Co1	0.0261 (3)	0.0232 (3)	0.0232 (3)	−0.0017 (2)	−0.0017 (2)	0.0011 (2)
O1	0.0384 (17)	0.0187 (15)	0.0273 (16)	−0.0002 (14)	−0.0046 (14)	0.0008 (12)
O2	0.0569 (19)	0.0334 (18)	0.0281 (17)	0.0037 (19)	−0.0089 (15)	0.0074 (15)
O3	0.0357 (17)	0.0195 (14)	0.0351 (18)	0.0060 (14)	−0.0136 (14)	0.0015 (13)
O4	0.0287 (16)	0.0321 (16)	0.056 (2)	0.0060 (17)	0.0059 (16)	−0.0032 (15)
O5	0.061 (2)	0.0341 (18)	0.037 (2)	0.0042 (18)	0.0137 (18)	0.0076 (15)
O6	0.060 (2)	0.0207 (16)	0.039 (2)	0.0093 (17)	0.0176 (18)	0.0007 (14)
O7	0.0240 (15)	0.046 (2)	0.0241 (17)	−0.0022 (15)	0.0036 (13)	0.0092 (14)
O8	0.0224 (16)	0.050 (2)	0.0282 (17)	−0.0008 (16)	−0.0040 (13)	0.0106 (15)
O9	0.0245 (15)	0.0301 (16)	0.0267 (16)	0.0037 (14)	0.0003 (13)	0.0065 (12)
O10	0.0374 (17)	0.0328 (19)	0.0388 (19)	0.0030 (15)	0.0070 (15)	−0.0054 (15)
O11	0.0205 (15)	0.0425 (19)	0.0334 (18)	0.0038 (15)	−0.0002 (13)	−0.0079 (15)
O12	0.0339 (18)	0.050 (2)	0.050 (2)	−0.0003 (18)	−0.0088 (17)	−0.0170 (18)
O13	0.059 (2)	0.0296 (16)	0.0334 (18)	−0.0025 (19)	0.0121 (18)	−0.0087 (13)
O14	0.0297 (15)	0.0430 (19)	0.0380 (17)	−0.0017 (17)	0.0082 (13)	−0.0089 (16)
O15	0.0335 (14)	0.0378 (18)	0.0343 (17)	0.0057 (18)	−0.0044 (13)	−0.0027 (15)
O16	0.0340 (17)	0.0323 (16)	0.0383 (18)	−0.0030 (16)	0.0010 (15)	0.0030 (13)

C1—O2	1.212 (5)	C8—O11	1.292 (5)
C1—O1	1.282 (5)	Co1—O7	2.013 (3)
C1—C2	1.530 (6)	Co1—O13	2.043 (3)
C2—O3	1.412 (5)	Co1—O1	2.045 (3)
C2—C3	1.513 (6)	Co1—O3	2.087 (3)
C2—H2	0.9800	Co1—O14	2.093 (3)
C3—O4	1.429 (6)	Co1—O9	2.201 (3)
C3—C4	1.525 (6)	O3—H3A	0.8221
C3—H3	0.9800	O4—H4	0.8224
C4—O5	1.201 (5)	O6—H6A	0.8200
C4—O6	1.300 (5)	O9—H9	0.8195
C5—O7	1.242 (5)	O10—H10	0.8215
C5—O8	1.256 (5)	O11—H11	0.8148
C5—C6	1.534 (6)	O13—H13A	0.8150
C6—O9	1.422 (5)	O13—H13B	0.8225
C6—C7	1.526 (6)	O14—H14A	0.8240
C6—H6	0.9800	O14—H14B	0.8243
C7—O10	1.401 (5)	O15—H15A	0.8923
C7—C8	1.522 (6)	O15—H15B	0.8877
C7—H7	0.9800	O16—H16A	0.8926
C8—O12	1.207 (5)	O16—H16B	0.8809
O2—C1—O1	125.0 (4)	O7—Co1—O13	92.59 (14)
O2—C1—C2	118.4 (4)	O7—Co1—O1	173.65 (13)
O1—C1—C2	116.6 (4)	O13—Co1—O1	92.89 (13)
O3—C2—C3	110.4 (3)	O7—Co1—O3	97.03 (13)
O3—C2—C1	109.3 (3)	O13—Co1—O3	169.06 (14)
C3—C2—C1	107.8 (3)	O1—Co1—O3	77.23 (12)
O3—C2—H2	109.8	O7—Co1—O14	90.58 (13)
C3—C2—H2	109.8	O13—Co1—O14	90.89 (14)
C1—C2—H2	109.8	O1—Co1—O14	92.53 (13)
O4—C3—C2	110.4 (4)	O3—Co1—O14	94.21 (13)
O4—C3—C4	109.3 (4)	O7—Co1—O9	76.20 (12)
C2—C3—C4	110.9 (4)	O13—Co1—O9	93.28 (13)
O4—C3—H3	108.7	O1—Co1—O9	100.29 (12)
C2—C3—H3	108.7	O3—Co1—O9	84.00 (13)
C4—C3—H3	108.7	O14—Co1—O9	166.29 (12)
O5—C4—O6	124.7 (4)	C1—O1—Co1	119.5 (3)
O5—C4—C3	122.2 (4)	C2—O3—Co1	117.1 (2)
O6—C4—C3	113.1 (4)	C2—O3—H3A	114.3
O7—C5—O8	124.4 (4)	Co1—O3—H3A	120.7
O7—C5—C6	119.2 (4)	C3—O4—H4	98.7
O8—C5—C6	116.4 (4)	C4—O6—H6A	122.9
O9—C6—C7	111.1 (3)	C5—O7—Co1	121.7 (3)
O9—C6—C5	108.4 (3)	C6—O9—Co1	114.2 (2)
C7—C6—C5	108.6 (4)	C6—O9—H9	106.0
O9—C6—H6	109.5	Co1—O9—H9	115.8
C7—C6—H6	109.5	C7—O10—H10	116.3
C5—C6—H6	109.5	C8—O11—H11	119.3
O10—C7—C8	111.4 (4)	Co1—O13—H13A	126.8
O10—C7—C6	110.2 (3)	Co1—O13—H13B	120.7
C8—C7—C6	111.0 (4)	H13A—O13—H13B	105.6
O10—C7—H7	108.1	Co1—O14—H14A	121.4
C8—C7—H7	108.1	Co1—O14—H14B	112.8
C6—C7—H7	108.1	H14A—O14—H14B	102.9
O12—C8—O11	126.3 (4)	H15A—O15—H15B	108.1
O12—C8—C7	121.2 (4)	H16A—O16—H16B	113.2
O11—C8—C7	112.5 (4)
O2—C1—C2—O3	−177.5 (4)	C2—C1—O1—Co1	−6.6 (5)
O1—C1—C2—O3	5.5 (5)	O13—Co1—O1—C1	179.3 (3)
O2—C1—C2—C3	62.5 (5)	O3—Co1—O1—C1	4.1 (3)
O1—C1—C2—C3	−114.4 (4)	O14—Co1—O1—C1	−89.7 (3)
O3—C2—C3—O4	−64.4 (4)	O9—Co1—O1—C1	85.4 (3)
C1—C2—C3—O4	54.8 (5)	C3—C2—O3—Co1	116.2 (3)
O3—C2—C3—C4	56.9 (5)	C1—C2—O3—Co1	−2.2 (4)
C1—C2—C3—C4	176.2 (4)	O7—Co1—O3—C2	−177.8 (3)
O4—C3—C4—O5	7.5 (6)	O13—Co1—O3—C2	−26.5 (9)
C2—C3—C4—O5	−114.4 (5)	O1—Co1—O3—C2	−0.6 (3)
O4—C3—C4—O6	−175.4 (4)	O14—Co1—O3—C2	91.0 (3)
C2—C3—C4—O6	62.7 (5)	O9—Co1—O3—C2	−102.6 (3)
O7—C5—C6—O9	−3.1 (6)	O8—C5—O7—Co1	178.2 (3)
O8—C5—C6—O9	177.3 (4)	C6—C5—O7—Co1	−1.3 (6)
O7—C5—C6—C7	−124.0 (4)	O13—Co1—O7—C5	−89.3 (4)
O8—C5—C6—C7	56.4 (5)	O3—Co1—O7—C5	85.4 (4)
O9—C6—C7—O10	−62.8 (4)	O14—Co1—O7—C5	179.8 (3)
C5—C6—C7—O10	56.4 (4)	O9—Co1—O7—C5	3.4 (3)
O9—C6—C7—C8	61.0 (4)	C7—C6—O9—Co1	124.9 (3)
C5—C6—C7—C8	−179.8 (3)	C5—C6—O9—Co1	5.6 (4)
O10—C7—C8—O12	6.1 (6)	O7—Co1—O9—C6	−5.0 (3)
C6—C7—C8—O12	−117.0 (5)	O13—Co1—O9—C6	86.9 (3)
O10—C7—C8—O11	−172.6 (3)	O1—Co1—O9—C6	−179.6 (3)
C6—C7—C8—O11	64.2 (5)	O3—Co1—O9—C6	−103.8 (3)
O2—C1—O1—Co1	176.7 (3)	O14—Co1—O9—C6	−20.7 (7)

D—H···A	D—H	H···A	D···A	D—H···A
O15—H15A···O2i	0.89	1.96	2.682 (4)	137
O13—H13A···O11ii	0.81	2.20	2.982 (5)	161
O16—H16B···O8iii	0.88	2.34	2.752 (5)	109
O13—H13B···O15iv	0.82	1.88	2.702 (5)	174
O16—H16A···O5v	0.89	1.90	2.757 (5)	161
O11—H11···O8vi	0.81	1.73	2.542 (4)	171
O6—H6A···O2vii	0.82	2.58	3.269 (5)	143
O6—H6A···O1vii	0.82	1.86	2.648 (4)	160
O14—H14B···O16viii	0.82	1.97	2.796 (5)	174
O14—H14A···O4viii	0.82	2.20	2.934 (4)	149
O3—H3A···O15viii	0.82	1.82	2.629 (4)	166
O15—H15B···O12	0.89	1.97	2.834 (5)	166
O10—H10···O5	0.82	2.13	2.929 (5)	165
O9—H9···O16	0.82	1.85	2.631 (4)	160
O4—H4···O3	0.82	2.42	2.876 (5)	116
O4—H4···O9	0.82	2.39	3.123 (5)	149

Table 1

Selected bond lengths (Å)

Co1—O7	2.013 (3)
Co1—O13	2.043 (3)
Co1—O1	2.045 (3)
Co1—O3	2.087 (3)
Co1—O14	2.093 (3)
Co1—O9	2.201 (3)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O15—H15A⋯O2i	0.89	1.96	2.682 (4)	137
O13—H13A⋯O11ii	0.81	2.20	2.982 (5)	161
O16—H16B⋯O8iii	0.88	2.34	2.752 (5)	109
O13—H13B⋯O15iv	0.82	1.88	2.702 (5)	174
O16—H16A⋯O5v	0.89	1.90	2.757 (5)	161
O11—H11⋯O8vi	0.81	1.73	2.542 (4)	171
O6—H6A⋯O2vii	0.82	2.58	3.269 (5)	143
O6—H6A⋯O1vii	0.82	1.86	2.648 (4)	160
O14—H14B⋯O16viii	0.82	1.97	2.796 (5)	174
O14—H14A⋯O4viii	0.82	2.20	2.934 (4)	149
O3—H3A⋯O15viii	0.82	1.82	2.629 (4)	166
O15—H15B⋯O12	0.89	1.97	2.834 (5)	166
O10—H10⋯O5	0.82	2.13	2.929 (5)	165
O9—H9⋯O16	0.82	1.85	2.631 (4)	160
O4—H4⋯O3	0.82	2.42	2.876 (5)	116
O4—H4⋯O9	0.82	2.39	3.123 (5)	149

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