Diaqua­bis­(hydrogen tartrato)cobalt(II) dihydrate

Du, C.-J.; Zhang, Q.-A.; Wang, L.-S.; Du, C.-L.

doi:10.1107/S1600536811054390

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 2| February 2012| Pages m99-m100

doi:10.1107/S1600536811054390

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Diaquabis(hydrogen tartrato)cobalt(II) dihydrate

Chao-Jun Du,^a,^b ^* Qun-An Zhang,^a Li-Sheng Wang ^b and Chao-Ling Du ^c

^aDepartment of Chemical and Biochemical Engineering, Nanyang Institute of Technology, 473004 Nanyang, Henan, People's Republic of China, ^bSchool of Chemical Engineering and Environment, Beijing Institute of Technology, 100081 Beijing, People's Republic of China, and ^cCollege of Science, Nanjing University of Aeronautics and Astronautics, 211100 Nanjing, People's Republic of China
^*Correspondence e-mail: chjdu@yahoo.com.cn

(Received 23 November 2011; accepted 18 December 2011; online 7 January 2012)

The title complex, [Co(C₄H₅O₆)₂(H₂O)₂]·2H₂O, contains a Co^II ion, two single deprotonated tartrate anions, two coordinated water molecules and two lattice water molecules. The coordination geometry of the Co^II ion is a distorted octahedron with two O atoms from two coordinated water molecules occupying cis positions in the equatorial plane and four O atoms from two hydrogen tartrate ions occupying the remaining positions. In the crystal, intermolecular O—H⋯O hydrogen bonds link the molecules 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_r = 429.15
Orthorhombic, P 2₁ 2₁ 2₁
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[F² > 2σ(F²)] = 0.050
wR(F²) = 0.116
S = 1.03
2705 reflections
227 parameters
H-atom parameters constrained
Δρ_max = 0.79 e Å⁻³
Δρ_min = −0.53 e Å⁻³
Absolute structure: Flack (1983 ), 1303 Friedel pairs
Flack parameter: −0.02 (2)

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⋯O15^iv	0.82	1.88	2.702 (5)	174
O16—H16A⋯O5^v	0.89	1.90	2.757 (5)	161
O11—H11⋯O8^vi	0.81	1.73	2.542 (4)	171
O6—H6A⋯O2^vii	0.82	2.58	3.269 (5)	143
O6—H6A⋯O1^vii	0.82	1.86	2.648 (4)	160
O14—H14B⋯O16^viii	0.82	1.97	2.796 (5)	174
O14—H14A⋯O4^viii	0.82	2.20	2.934 (4)	149
O3—H3A⋯O15^viii	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) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z]$ ; (iii) $[x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z]$ ; (iv) x-1, y-1, z; (v) x, y-1, z; (vi) x+1, y, z; (vii) x, y+1, z; (viii) x-1, y, z.

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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811054390/zj2043sup1.cif

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

checkCIF report

Comment top

Chirality is a signature of life, of biological molecules, and of various inert objects (corkscrew etc). In chemistry, it is expressed not only at the molecular level but also at the supramolecular level and in materials. Chirality in materials involve the dissymmetric arrangement of molecules in a noncovalent assembly (Crassous, 2009). L-Tartaric acid is a simple and cheap chiral ligand source. In the title chiral cobalt(II) complex (scheme 1), the hydroxy and carboxyl group of the tartrate monoanion form a chelate coordination to the Co^II atom, this is an unusual coordination mode for the tartrate anion (Al-Dajani et al., 2010); Li et al., 2004; Zhou et al., 2006). Chiral diaquabis(hydrogen tartrato)cobalt(II) dihydrate crystals formed by intermolecular O—H···O hydrogen bonds supramolecular sssembly chiral amplification (Yashima et al., 2004).

The zero-dimensional molecular structure of the title compound is illustrated in Fig. 1. The six-coordinated Co^II atom is surrounded by two tartrate monoanions and two water molecules in a distorted octahedral geometry. Two water molecules coordinate to the Co^II atom in a cis configuration with a normal O13—Co1—O14 bond angle [90.89 (14)]. Two tartrate monoanions chelate to the Co^II atom with an unusual coordination mode. the hydroxy O atom and one O atom of the carboxyl group are involved in the chelate bonding but other O atoms are uncoordinated in each ligand. Thus, the carboxyl group binds in a monodentate manner to the Co^II atom.

The complex hydrogen-bond network is illustrated in Fig. 2. The hydrogen-bond donors (O3, O4, O6, O9, O10, O11, O13, O14, O15 and O16) from coordinated and uncoordinated hydroxy group, uncoordinated carboxyl group, coordinated and uncoordinated water molecules are connected to neiboring O hydrogen-bond acceptors (Table 2) to form a three dimension infinate network.

Related literature top

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 top

L-Tartaric acid (0.04 mol) was dissolved in 50 ml distilled water in a flat bottom flask with magnetic stirrer. Co(CH₃COO)₂ (0.02 mol) was added in small portions with continuous stirring for three hours at room temperature. Filtration to obtain clear pink solution after addtion two hours stir. The pink signal crystals suitable for X-ray analysis were obtained within one week by slow evaporation of the filtrate solution. Anal. yield: ca 78.6%.

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title compound, showing 50% probability displacement ellipsoids and the atom-numbering scheme.
	Fig. 2. three-dimensional hydrogen-bonded (dashed lines) network of the title compound.

Diaquabis(hydrogen tartrato)cobalt(II) dihydrate top

Crystal data top

[Co(C₄H₅O₆)₂(H₂O)₂]·2H₂O	F(000) = 884
M_r = 429.15	D_x = 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

Data collection top

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

Refinement top

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(F_o²) + (0.0711P)² + 0.163P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
2705 reflections	Δρ_max = 0.79 e Å⁻³
227 parameters	Δρ_min = −0.53 e Å⁻³
0 restraints	Absolute structure: Flack (1983), 1303 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.02 (2)

Crystal data top

[Co(C₄H₅O₆)₂(H₂O)₂]·2H₂O	V = 1522.7 (8) Å³
M_r = 429.15	Z = 4
Orthorhombic, P2₁2₁2₁	Mo Kα radiation
a = 7.166 (2) Å	µ = 1.22 mm⁻¹
b = 7.643 (2) Å	T = 296 K
c = 27.802 (9) Å	0.28 × 0.19 × 0.12 mm

Data collection top

Bruker APEXII CCD diffractometer	2705 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	2465 reflections with I > 2σ(I)
T_min = 0.758, T_max = 0.864	R_int = 0.071
7644 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.050	H-atom parameters constrained
wR(F²) = 0.116	Δρ_max = 0.79 e Å⁻³
S = 1.03	Δρ_min = −0.53 e Å⁻³
2705 reflections	Absolute structure: Flack (1983), 1303 Friedel pairs
227 parameters	Absolute structure parameter: −0.02 (2)
0 restraints

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
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)

Atomic displacement parameters (Å²) top

	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)

Geometric parameters (Å, º) top

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)

Hydrogen-bond geometry (Å, º) top

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···O15^iv	0.82	1.88	2.702 (5)	174
O16—H16A···O5^v	0.89	1.90	2.757 (5)	161
O11—H11···O8^vi	0.81	1.73	2.542 (4)	171
O6—H6A···O2^vii	0.82	2.58	3.269 (5)	143
O6—H6A···O1^vii	0.82	1.86	2.648 (4)	160
O14—H14B···O16^viii	0.82	1.97	2.796 (5)	174
O14—H14A···O4^viii	0.82	2.20	2.934 (4)	149
O3—H3A···O15^viii	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) −x+1, y+1/2, −z+1/2; (ii) x−1/2, −y+1/2, −z; (iii) x+1/2, −y+1/2, −z; (iv) x−1, y−1, z; (v) x, y−1, z; (vi) x+1, y, z; (vii) x, y+1, z; (viii) x−1, y, z.

Experimental details

Crystal data
Chemical formula	[Co(C₄H₅O₆)₂(H₂O)₂]·2H₂O
M_r	429.15
Crystal system, space group	Orthorhombic, P2₁2₁2₁
Temperature (K)	296
a, b, c (Å)	7.166 (2), 7.643 (2), 27.802 (9)
V (Å³)	1522.7 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.22
Crystal size (mm)	0.28 × 0.19 × 0.12

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2008)
T_min, T_max	0.758, 0.864
No. of measured, independent and observed [I > 2σ(I)] reflections	7644, 2705, 2465
R_int	0.071
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.116, 1.03
No. of reflections	2705
No. of parameters	227
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.79, −0.53
Absolute structure	Flack (1983), 1303 Friedel pairs
Absolute structure parameter	−0.02 (2)

Computer programs: APEX2 (Bruker, 2008), SAINT (Bruker, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O15—H15A···O2ⁱ	0.89	1.96	2.682 (4)	137.0
O13—H13A···O11ⁱⁱ	0.81	2.20	2.982 (5)	160.9
O16—H16B···O8ⁱⁱⁱ	0.88	2.34	2.752 (5)	108.9
O13—H13B···O15^iv	0.82	1.88	2.702 (5)	174.1
O16—H16A···O5^v	0.89	1.90	2.757 (5)	160.7
O11—H11···O8^vi	0.81	1.73	2.542 (4)	171.1
O6—H6A···O2^vii	0.82	2.58	3.269 (5)	142.9
O6—H6A···O1^vii	0.82	1.86	2.648 (4)	159.9
O14—H14B···O16^viii	0.82	1.97	2.796 (5)	174.2
O14—H14A···O4^viii	0.82	2.20	2.934 (4)	148.5
O3—H3A···O15^viii	0.82	1.82	2.629 (4)	166.4
O15—H15B···O12	0.89	1.97	2.834 (5)	165.8
O10—H10···O5	0.82	2.13	2.929 (5)	165.3
O9—H9···O16	0.82	1.85	2.631 (4)	159.7
O4—H4···O3	0.82	2.42	2.876 (5)	116.3
O4—H4···O9	0.82	2.39	3.123 (5)	148.9

Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) x−1/2, −y+1/2, −z; (iii) x+1/2, −y+1/2, −z; (iv) x−1, y−1, z; (v) x, y−1, z; (vi) x+1, y, z; (vii) x, y+1, z; (viii) x−1, y, z.

References

Al-Dajani, M. T. M., Abdallah, H. H., Mohamed, N., Hemamalini, M. & Fun, H.-K. (2010). Acta Cryst. E66, m774–m775. Web of Science CSD CrossRef IUCr Journals Google Scholar
Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Crassous, J. (2009). Chem. Soc. Rev. 38, 830–845. Web of Science CrossRef PubMed CAS Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Li, D.-X., Xu, D.-J. & Xu, Y.-Z. (2004). Acta Cryst. E60, m1982–m1984. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Yashima, E., Maeda, K. & Nishimura, T. (2004). Chem. Eur. J. 10, 42–51. Web of Science CrossRef PubMed CAS Google Scholar
Zhou, Y.-X., Shen, X.-Q., Liu, H.-L., Zhang, H.-Y., Wu, Q.-A., Niu, C.-Y., Zhu, Y. & Hou, H.-W. (2006). Synth React Inorg. Met.-Org. Chem. 36, 563–568. CrossRef CAS Google Scholar

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Volume 68| Part 2| February 2012| Pages m99-m100

doi:10.1107/S1600536811054390

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