Bis(2,2′-bipyridyl-κ2N,N′)(sulfato-κ2O,O′)cobalt(II) ethane-1,2-diol monosolvate

Zhong, K.-L.; Pan, X.-X.; Cao, G.-Q.; Chen, L.

doi:10.1107/S1600536810050592

metal-organic compounds

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Volume 67| Part 1| January 2011| Page m43

https://doi.org/10.1107/S1600536810050592

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Bis(2,2′-bipyridyl-κ²N,N′)(sulfato-κ²O,O′)cobalt(II) ethane-1,2-diol monosolvate

Kai-Long Zhong,^a ^* Xian-Xiao Pan,^a Guo-Qing Cao ^a and Lin Chen ^a

^aDepartment of Applied Chemistry, Nanjing College of Chemical Technology, Nanjing 210048, People's Republic of China
^*Correspondence e-mail: zklong@tom.com

(Received 28 November 2010; accepted 2 December 2010; online 8 December 2010)

The title compound, [Co(SO₄)(C₁₀H₈N₂)₂]·C₂H₆O₂, has the Co²⁺ ion in a distorted octahedral CoN₄O₂ coordination geometry. A twofold rotation axis passes through the Co and S atoms, and through the mid-point of the C—C bond of the ethanediol molecule. In the crystal, the [CoSO₄(C₁₀H₈N₂)₂] and C₂H₆O₂ units are held together by a pair of O—H⋯O hydrogen bonds.

Related literature

For applications of cobalt complexes, see: Bottcher et al. (1995 ). For related Co compounds with sulfate ions, see: Henning et al. (1975 ); Lu et al. (2006 ); Zheng & Lin (2003 ); Paul et al. (2002 ). For isotypic structures, see: Zhong et al. (2006 ). Zhong (2010a ,b ).

Experimental

Crystal data

[Co(SO₄)(C₁₀H₈N₂)₂]·C₂H₆O₂
M_r = 529.44
Monoclinic, C 2/c
a = 16.916 (3) Å
b = 11.913 (2) Å
c = 12.870 (3) Å
β = 122.16 (3)°
V = 2195.6 (10) Å³
Z = 4
Mo Kα radiation
μ = 0.93 mm⁻¹
T = 223 K
0.25 × 0.20 × 0.15 mm

Data collection

Rigaku Mercury CCD diffractometer
Absorption correction: multi-scan (REQAB; Jacobson, 1998 ) T_min = 0.802, T_max = 0.874
6197 measured reflections
2509 independent reflections
2153 reflections with I > 2σ(I)
R_int = 0.027

Refinement

R[F² > 2σ(F²)] = 0.037
wR(F²) = 0.085
S = 1.06
2509 reflections
155 parameters
H-atom parameters constrained
Δρ_max = 0.38 e Å⁻³
Δρ_min = −0.36 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Co1—N1	2.1175 (18)
Co1—N2	2.1285 (17)
Co1—O1	2.1420 (15)
S1—O2	1.4629 (15)
S1—O1	1.4958 (15)

N1—Co1—N2	76.92 (7)
O1—Co1—O1ⁱ	66.68 (8)
O2ⁱ—S1—O2	111.03 (13)
O2—S1—O1	110.97 (9)
O1ⁱ—S1—O1	103.82 (12)
Symmetry code: (i) $[-x, y, -z+{\script{1\over 2}}]$ .

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O2	0.82	1.97	2.758 (2)	160

Data collection: CrystalClear (Rigaku, 2007 ); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536810050592/bt5423sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810050592/bt5423Isup2.hkl

checkCIF report

Comment top

Since the first octahedral coordination cobalt complexes was recognized by Werner, some metal cobalt complexes as potent antiviral agents (Bottcher et al., 1995) have been previously reported. Furthermore, many cobalt complexes with monodentate sulfate ions (Henning et al., 1975; Lu et al., 2006), bidentate sulfate ions (Zheng & Lin, 2003) and bidentate bridging sulfate ions (Paul et al., 2002) have been synthesized and characterized. In our investigation, we have carried out solvothermal reactions using metal sulfate and mixed-ligands with the aim of obtaining complexes retainig some of the solvent molecules capable of hydrogen bonding.

We have previously synthesized Co-complexes with bidentate-chelating sulfate ions, in which uncoordinated O atoms of the sulfate ligand and dihydric alcohol solvent molecules formed classical O—H···O hydrogen bonds via a solvothermal reaction, e.g. [CoSO₄(phen)₂].C₃H₈O₂ (Zhong, 2010a), [CoSO₄(phen)₂].C₂H₆O₂, (Zhong et al., 2006).

The title compound crystal structures consist of a neutral monomeric [CoSO₄(C₁₀H₈N₂)₂] complex and a solvent ethane-1,2-diol molecule. The cobalt metal ion is six-coordinated by four N atoms from two 2,2'-bipy ligands and two O atoms from an O,O'-bidentate sulfate ion, in a distorted CoN₄O₂ octalhedral environment (Fig. 1). The two fairly perpendicularly 2,2'-bipy ligands [dihedral angle = 80.923 (25)°] are in cis positions similar to the analogous and [ZnSO₄(C₁₀H₈N₂)₂]. C₂H₆O₂ (Zhong, 2010b). The Co—N bond distances, the Co—O bond distances, the N—Co—N bite angle, the O—Co—O bite angle and the dihedral angle between the two chelating NCCN groups is 2.1175 (18)–2.1285 (17) Å, 2.1420 (15) Å, 76.92 (7)°, 66.68 (8)° and 82.798 (73)°, respectively. The [CoSO₄(C₁₀H₈N₂)₂] and C₂H₆O₂ units are connected by a pair of symmetry-related intermolecular O—H···O hydrogen bonds with the uncoordinated O atoms of the sulfate ligand. The Co²⁺ ion, the S atom and the mid-point of C—C bond of the ethane-1,2-diol solvent molecule are located on symmmetry 2 (symmetry code: -x, y, - z + 1/2) (Fig.1 and Table 2).

Related literature top

For applications of cobalt complexes, see: Bottcher et al. (1995). For related Co compounds with sulfate ions, see: Henning et al. (1975); Lu et al. (2006); Zheng & Lin (2003); Paul et al. (2002). For isotypic structures, see: Zhong et al. (2006). Zhong (2010a,b).

Experimental top

Orange block-shaped single crystals of the title compound were obtained by a procedure similar to that described previously by Zhong (2010b), using CoSO₄.7H₂O instead of ZnSO₄.7H₂O.

Structure description top

For applications of cobalt complexes, see: Bottcher et al. (1995). For related Co compounds with sulfate ions, see: Henning et al. (1975); Lu et al. (2006); Zheng & Lin (2003); Paul et al. (2002). For isotypic structures, see: Zhong et al. (2006). Zhong (2010a,b).

Computing details top

Data collection: CrystalClear (Rigaku, 2007); cell refinement: CrystalClear (Rigaku, 2007); data reduction: CrystalClear (Rigaku, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in 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 the atom-numbering scheme and with displacement ellipsoids drawn at the 50% probability level. The light broken lines depict O—H···O interactions. Unlabeled atoms are related to the labelled atoms by the symmetry operator(-x, y, -z + 1/2).

Bis(2,2'-bipyridyl-κ²N,N')(sulfato- κ²O,O')cobalt(II) ethane-1,2-diol monosolvate top

Crystal data top

[Co(SO₄)(C₁₀H₈N₂)₂]·C₂H₆O₂	F(000) = 1092
M_r = 529.44	D_x = 1.602 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 4711 reflections
a = 16.916 (3) Å	θ = 3.3–27.5°
b = 11.913 (2) Å	µ = 0.93 mm⁻¹
c = 12.870 (3) Å	T = 223 K
β = 122.16 (3)°	Block, orange
V = 2195.6 (10) Å³	0.25 × 0.20 × 0.15 mm
Z = 4

Data collection top

Rigaku Mercury CCD diffractometer	2509 independent reflections
Radiation source: fine-focus sealed tube	2153 reflections with I > 2σ(I)
Graphite Monochromator monochromator	R_int = 0.027
Detector resolution: 28.5714 pixels mm^-1	θ_max = 27.5°, θ_min = 3.4°
ω scans	h = −21→18
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	k = −15→12
T_min = 0.802, T_max = 0.874	l = −12→16
6197 measured reflections

Refinement top

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.085	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.042P)² + 1.1555P] where P = (F_o² + 2F_c²)/3
2509 reflections	(Δ/σ)_max < 0.001
155 parameters	Δρ_max = 0.38 e Å⁻³
0 restraints	Δρ_min = −0.36 e Å⁻³

Crystal data top

[Co(SO₄)(C₁₀H₈N₂)₂]·C₂H₆O₂	V = 2195.6 (10) Å³
M_r = 529.44	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 16.916 (3) Å	µ = 0.93 mm⁻¹
b = 11.913 (2) Å	T = 223 K
c = 12.870 (3) Å	0.25 × 0.20 × 0.15 mm
β = 122.16 (3)°

Data collection top

Rigaku Mercury CCD diffractometer	2509 independent reflections
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	2153 reflections with I > 2σ(I)
T_min = 0.802, T_max = 0.874	R_int = 0.027
6197 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.037	0 restraints
wR(F²) = 0.085	H-atom parameters constrained
S = 1.06	Δρ_max = 0.38 e Å⁻³
2509 reflections	Δρ_min = −0.36 e Å⁻³
155 parameters

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
Co1	0.0000	0.19027 (3)	0.2500	0.02208 (12)
S1	0.0000	−0.03740 (6)	0.2500	0.02590 (17)
O2	0.06779 (10)	−0.10692 (12)	0.24186 (15)	0.0364 (4)
O1	−0.04964 (9)	0.04006 (12)	0.14236 (13)	0.0294 (3)
N2	0.10048 (11)	0.20811 (14)	0.19955 (16)	0.0252 (4)
N1	0.09694 (11)	0.30564 (13)	0.38131 (15)	0.0245 (4)
C10	0.09756 (15)	0.15529 (18)	0.1057 (2)	0.0301 (5)
H10A	0.0499	0.1039	0.0605	0.036*
C8	0.23390 (15)	0.2495 (2)	0.1420 (2)	0.0348 (5)
H8A	0.2787	0.2634	0.1226	0.042*
C1	0.09295 (15)	0.34961 (19)	0.4742 (2)	0.0313 (5)
H1A	0.0431	0.3300	0.4820	0.038*
C6	0.17071 (13)	0.28155 (16)	0.26698 (19)	0.0246 (4)
C3	0.23441 (15)	0.45087 (18)	0.5493 (2)	0.0321 (5)
H3A	0.2806	0.4992	0.6057	0.038*
C9	0.16241 (16)	0.17394 (19)	0.0733 (2)	0.0334 (5)
H9A	0.1581	0.1367	0.0069	0.040*
C4	0.23959 (14)	0.40584 (17)	0.45416 (19)	0.0284 (4)
H4A	0.2896	0.4236	0.4460	0.034*
C5	0.16990 (13)	0.33406 (16)	0.37080 (18)	0.0231 (4)
C7	0.23820 (15)	0.30389 (18)	0.2396 (2)	0.0301 (5)
H7A	0.2858	0.3550	0.2864	0.036*
C2	0.15949 (16)	0.42283 (19)	0.5591 (2)	0.0335 (5)
H2A	0.1538	0.4526	0.6216	0.040*
O3	0.01928 (16)	−0.32127 (14)	0.14765 (18)	0.0554 (5)
H3	0.0241	−0.2604	0.1804	0.083*
C11	0.03386 (18)	−0.4076 (2)	0.2296 (3)	0.0446 (6)
H11A	0.0966	−0.4010	0.3013	0.054*
H11B	0.0297	−0.4790	0.1908	0.054*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0199 (2)	0.0207 (2)	0.0263 (2)	0.000	0.01267 (16)	0.000
S1	0.0213 (3)	0.0204 (3)	0.0355 (4)	0.000	0.0148 (3)	0.000
O2	0.0300 (8)	0.0279 (8)	0.0558 (10)	0.0043 (7)	0.0258 (7)	−0.0023 (7)
O1	0.0258 (7)	0.0271 (7)	0.0308 (8)	0.0010 (6)	0.0120 (6)	0.0008 (6)
N2	0.0231 (8)	0.0252 (9)	0.0274 (9)	−0.0002 (7)	0.0136 (7)	−0.0020 (7)
N1	0.0232 (8)	0.0244 (9)	0.0270 (9)	−0.0012 (7)	0.0140 (7)	0.0004 (7)
C10	0.0299 (10)	0.0289 (10)	0.0334 (11)	−0.0024 (9)	0.0181 (9)	−0.0054 (9)
C8	0.0318 (11)	0.0389 (13)	0.0410 (13)	0.0008 (10)	0.0242 (10)	0.0046 (10)
C1	0.0309 (11)	0.0347 (11)	0.0307 (11)	−0.0035 (10)	0.0181 (9)	−0.0023 (9)
C6	0.0231 (9)	0.0210 (9)	0.0288 (10)	0.0020 (8)	0.0133 (8)	0.0042 (8)
C3	0.0301 (11)	0.0273 (11)	0.0299 (11)	−0.0039 (9)	0.0100 (9)	−0.0040 (9)
C9	0.0371 (11)	0.0351 (12)	0.0361 (12)	0.0033 (10)	0.0249 (10)	−0.0014 (10)
C4	0.0250 (10)	0.0259 (10)	0.0316 (11)	−0.0029 (9)	0.0133 (9)	0.0003 (9)
C5	0.0225 (9)	0.0200 (9)	0.0251 (10)	0.0022 (8)	0.0116 (8)	0.0038 (7)
C7	0.0257 (10)	0.0318 (11)	0.0349 (12)	−0.0051 (9)	0.0175 (9)	0.0008 (9)
C2	0.0371 (11)	0.0348 (12)	0.0279 (11)	−0.0034 (10)	0.0169 (9)	−0.0053 (9)
O3	0.0969 (16)	0.0373 (10)	0.0538 (12)	−0.0015 (10)	0.0548 (12)	−0.0044 (9)
C11	0.0522 (15)	0.0301 (12)	0.0563 (16)	0.0035 (11)	0.0320 (13)	−0.0021 (11)

Geometric parameters (Å, º) top

Co1—N1	2.1175 (18)	C8—H8A	0.9300
Co1—N1ⁱ	2.1175 (18)	C1—C2	1.383 (3)
Co1—N2ⁱ	2.1285 (17)	C1—H1A	0.9300
Co1—N2	2.1285 (17)	C6—C7	1.388 (3)
Co1—O1	2.1420 (15)	C6—C5	1.482 (3)
Co1—O1ⁱ	2.1420 (15)	C3—C2	1.380 (3)
Co1—S1	2.7122 (9)	C3—C4	1.382 (3)
S1—O2ⁱ	1.4629 (15)	C3—H3A	0.9300
S1—O2	1.4629 (15)	C9—H9A	0.9300
S1—O1ⁱ	1.4958 (15)	C4—C5	1.388 (3)
S1—O1	1.4958 (15)	C4—H4A	0.9300
N2—C10	1.339 (3)	C7—H7A	0.9300
N2—C6	1.354 (3)	C2—H2A	0.9300
N1—C1	1.339 (3)	O3—C11	1.398 (3)
N1—C5	1.354 (3)	O3—H3	0.8200
C10—C9	1.384 (3)	C11—C11ⁱ	1.492 (5)
C10—H10A	0.9300	C11—H11A	0.9700
C8—C7	1.380 (3)	C11—H11B	0.9700
C8—C9	1.384 (3)

N1—Co1—N1ⁱ	99.06 (9)	N2—C10—C9	122.8 (2)
N1—Co1—N2ⁱ	95.55 (7)	N2—C10—H10A	118.6
N1ⁱ—Co1—N2ⁱ	76.92 (7)	C9—C10—H10A	118.6
N1—Co1—N2	76.92 (7)	C7—C8—C9	119.5 (2)
N1ⁱ—Co1—N2	95.55 (7)	C7—C8—H8A	120.3
N2ⁱ—Co1—N2	168.54 (9)	C9—C8—H8A	120.3
N1—Co1—O1	158.26 (6)	N1—C1—C2	123.0 (2)
N1ⁱ—Co1—O1	98.95 (6)	N1—C1—H1A	118.5
N2ⁱ—Co1—O1	100.31 (6)	C2—C1—H1A	118.5
N2—Co1—O1	89.31 (6)	N2—C6—C7	121.38 (19)
N1—Co1—O1ⁱ	98.95 (6)	N2—C6—C5	115.13 (17)
N1ⁱ—Co1—O1ⁱ	158.26 (6)	C7—C6—C5	123.48 (18)
N2ⁱ—Co1—O1ⁱ	89.31 (6)	C2—C3—C4	118.8 (2)
N2—Co1—O1ⁱ	100.31 (6)	C2—C3—H3A	120.6
O1—Co1—O1ⁱ	66.68 (8)	C4—C3—H3A	120.6
N1—Co1—S1	130.47 (5)	C10—C9—C8	118.3 (2)
N1ⁱ—Co1—S1	130.47 (5)	C10—C9—H9A	120.8
N2ⁱ—Co1—S1	95.73 (5)	C8—C9—H9A	120.8
N2—Co1—S1	95.73 (5)	C3—C4—C5	119.7 (2)
O1—Co1—S1	33.34 (4)	C3—C4—H4A	120.1
O1ⁱ—Co1—S1	33.34 (4)	C5—C4—H4A	120.1
O2ⁱ—S1—O2	111.03 (13)	N1—C5—C4	121.42 (18)
O2ⁱ—S1—O1ⁱ	110.97 (9)	N1—C5—C6	115.52 (17)
O2—S1—O1ⁱ	109.91 (8)	C4—C5—C6	123.05 (18)
O2ⁱ—S1—O1	109.91 (8)	C8—C7—C6	119.3 (2)
O2—S1—O1	110.97 (9)	C8—C7—H7A	120.4
O1ⁱ—S1—O1	103.82 (12)	C6—C7—H7A	120.4
O2ⁱ—S1—Co1	124.48 (6)	C3—C2—C1	118.8 (2)
O2—S1—Co1	124.48 (6)	C3—C2—H2A	120.6
O1ⁱ—S1—Co1	51.91 (6)	C1—C2—H2A	120.6
O1—S1—Co1	51.91 (6)	C11—O3—H3	109.5
S1—O1—Co1	94.75 (8)	O3—C11—C11ⁱ	113.9 (2)
C10—N2—C6	118.71 (18)	O3—C11—H11A	108.8
C10—N2—Co1	125.17 (14)	C11ⁱ—C11—H11A	108.8
C6—N2—Co1	116.09 (13)	O3—C11—H11B	108.8
C1—N1—C5	118.22 (17)	C11ⁱ—C11—H11B	108.8
C1—N1—Co1	125.50 (14)	H11A—C11—H11B	107.7
C5—N1—Co1	116.26 (13)

N1—Co1—S1—O2ⁱ	113.14 (10)	O1ⁱ—Co1—N2—C6	−99.02 (14)
N1ⁱ—Co1—S1—O2ⁱ	−66.86 (10)	S1—Co1—N2—C6	−132.39 (13)
N2ⁱ—Co1—S1—O2ⁱ	10.83 (9)	N1ⁱ—Co1—N1—C1	88.69 (17)
N2—Co1—S1—O2ⁱ	−169.17 (9)	N2ⁱ—Co1—N1—C1	11.08 (18)
O1—Co1—S1—O2ⁱ	−89.23 (11)	N2—Co1—N1—C1	−177.68 (18)
O1ⁱ—Co1—S1—O2ⁱ	90.77 (11)	O1—Co1—N1—C1	−125.71 (19)
N1—Co1—S1—O2	−66.86 (10)	O1ⁱ—Co1—N1—C1	−79.09 (18)
N1ⁱ—Co1—S1—O2	113.14 (10)	S1—Co1—N1—C1	−91.31 (17)
N2ⁱ—Co1—S1—O2	−169.17 (9)	N1ⁱ—Co1—N1—C5	−93.12 (14)
N2—Co1—S1—O2	10.83 (9)	N2ⁱ—Co1—N1—C5	−170.72 (14)
O1—Co1—S1—O2	90.77 (11)	N2—Co1—N1—C5	0.52 (13)
O1ⁱ—Co1—S1—O2	−89.23 (11)	O1—Co1—N1—C5	52.5 (2)
N1—Co1—S1—O1ⁱ	22.38 (9)	O1ⁱ—Co1—N1—C5	99.11 (14)
N1ⁱ—Co1—S1—O1ⁱ	−157.62 (9)	S1—Co1—N1—C5	86.88 (14)
N2ⁱ—Co1—S1—O1ⁱ	−79.94 (9)	C6—N2—C10—C9	−1.1 (3)
N2—Co1—S1—O1ⁱ	100.06 (9)	Co1—N2—C10—C9	176.85 (16)
O1—Co1—S1—O1ⁱ	180.0	C5—N1—C1—C2	0.3 (3)
N1—Co1—S1—O1	−157.62 (9)	Co1—N1—C1—C2	178.49 (16)
N1ⁱ—Co1—S1—O1	22.38 (9)	C10—N2—C6—C7	0.9 (3)
N2ⁱ—Co1—S1—O1	100.06 (9)	Co1—N2—C6—C7	−177.24 (16)
N2—Co1—S1—O1	−79.94 (9)	C10—N2—C6—C5	−178.55 (18)
O1ⁱ—Co1—S1—O1	180.0	Co1—N2—C6—C5	3.3 (2)
O2ⁱ—S1—O1—Co1	118.76 (8)	N2—C10—C9—C8	0.8 (3)
O2—S1—O1—Co1	−118.03 (8)	C7—C8—C9—C10	−0.3 (3)
O1ⁱ—S1—O1—Co1	0.0	C2—C3—C4—C5	0.1 (3)
N1—Co1—O1—S1	51.43 (19)	C1—N1—C5—C4	0.6 (3)
N1ⁱ—Co1—O1—S1	−162.95 (7)	Co1—N1—C5—C4	−177.70 (14)
N2ⁱ—Co1—O1—S1	−84.73 (8)	C1—N1—C5—C6	179.33 (18)
N2—Co1—O1—S1	101.54 (8)	Co1—N1—C5—C6	1.0 (2)
O1ⁱ—Co1—O1—S1	0.0	C3—C4—C5—N1	−0.9 (3)
N1—Co1—N2—C10	179.84 (18)	C3—C4—C5—C6	−179.46 (19)
N1ⁱ—Co1—N2—C10	−82.12 (18)	N2—C6—C5—N1	−2.8 (3)
N2ⁱ—Co1—N2—C10	−130.43 (17)	C7—C6—C5—N1	177.70 (18)
O1—Co1—N2—C10	16.80 (17)	N2—C6—C5—C4	175.85 (17)
O1ⁱ—Co1—N2—C10	82.94 (18)	C7—C6—C5—C4	−3.6 (3)
S1—Co1—N2—C10	49.57 (17)	C9—C8—C7—C6	0.1 (3)
N1—Co1—N2—C6	−2.12 (13)	N2—C6—C7—C8	−0.4 (3)
N1ⁱ—Co1—N2—C6	95.92 (14)	C5—C6—C7—C8	179.00 (19)
N2ⁱ—Co1—N2—C6	47.61 (13)	C4—C3—C2—C1	0.8 (3)
O1—Co1—N2—C6	−165.15 (14)	N1—C1—C2—C3	−1.0 (3)

Symmetry code: (i) −x, y, −z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2	0.82	1.97	2.758 (2)	160

Experimental details

Crystal data
Chemical formula	[Co(SO₄)(C₁₀H₈N₂)₂]·C₂H₆O₂
M_r	529.44
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	223
a, b, c (Å)	16.916 (3), 11.913 (2), 12.870 (3)
β (°)	122.16 (3)
V (Å³)	2195.6 (10)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.93
Crystal size (mm)	0.25 × 0.20 × 0.15

Data collection
Diffractometer	Rigaku Mercury CCD
Absorption correction	Multi-scan (REQAB; Jacobson, 1998)
T_min, T_max	0.802, 0.874
No. of measured, independent and observed [I > 2σ(I)] reflections	6197, 2509, 2153
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.037, 0.085, 1.06
No. of reflections	2509
No. of parameters	155
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.38, −0.36

Computer programs: CrystalClear (Rigaku, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), XP in SHELXTL (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Co1—N1	2.1175 (18)	S1—O2	1.4629 (15)
Co1—N2	2.1285 (17)	S1—O1	1.4958 (15)
Co1—O1	2.1420 (15)

N1—Co1—N2	76.92 (7)	O2—S1—O1	110.97 (9)
O1—Co1—O1ⁱ	66.68 (8)	O1ⁱ—S1—O1	103.82 (12)
O2ⁱ—S1—O2	111.03 (13)

Symmetry code: (i) −x, y, −z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2	0.82	1.97	2.758 (2)	159.8

Acknowledgements

This work was partially supported by the Scientific Research Foundation of Nanjing College of Chemical Technology (grant No. NHKY-2010–17)

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