trans-Tetra­aquabis­(1,3-di-4-pyridyl­propane-κN)cobalt(II) naphthalene-1,5-disulfonate monohydrate

Han, K.-F.; Chen, H.-Y.; Wang, Z.-M.

doi:10.1107/S1600536807023446

trans-Tetraaquabis(1,3-di-4-pyridylpropane-κN)cobalt(II) naphthalene-1,5-disulfonate monohydrate

In the title compound, [Co(C₁₃H₁₄N₂)₂(H₂O)₄](C₁₀H₆O₆S₂)·H₂O, the Co^II ion, which lies on a centre of symmetry, is coordinated by two N atoms from two 1,3-di-4-pyridylpropane (dpp) ligands and four aqua O atoms in a distorted octahedral geometry. Two C atoms of the flexible –CH₂CH₂CH₂– spacer in the dpp ligand are disordered over two positions. The 1,5-naphthalenedisulfonate dianion, which lies about an inversion centre, does not coordinate to the Co^II ion but balances the charge. The cations, anions and water molecules are connected by a three-dimensional hydrogen-bonding network.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807023446/fj2023sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536807023446/fj2023Isup2.hkl Contains datablock I

CCDC reference: 650691

checkCIF report

Key indicators

Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.001 Å
Disorder in main residue
R factor = 0.038
wR factor = 0.108
Data-to-parameter ratio = 15.6

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) .......          1
PLAT354_ALERT_3_B Short   O-H Bond (0.82A)   O3     -   H3A    ...       0.60 Ang.
PLAT417_ALERT_2_B Short Inter D-H..H-D       H2B    ..  H3A     ..       2.09 Ang.

Alert level C
PLAT301_ALERT_3_C Main Residue  Disorder .........................       9.00 Perc.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C2     -   C3     ...       1.38 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C3     -   C4     ...       1.37 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C9     -   C10    ...       1.36 Ang.
PLAT366_ALERT_2_C Short? C(sp?)-C(sp?) Bond  C9     -   C13    ...       1.37 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          6

   0 ALERT level A = In general: serious problem
   3 ALERT level B = Potentially serious problem
   6 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   6 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Comment top

As a bipyridine-type ligand with a flexible –CH₂CH₂CH₂– spacer, 1,3-di-4-pyridylpropane (dpp) has been employed to construct novel metal-organic coordination polymers with intriguing structural topologies (Plater et al., 2000; Pan et al., 2001; Biradha et al., 2002; Fu et al., 2003; Wu et al., 2005; Carlucci et al., 2000, 2002; Luan et al., 2005). The 1,5-naphthalenedisulfonate dianion (NDS^2-), which possesses six O atoms, has been also employed either as a ligand with multiple binding sites available to construct coordination polymers with varying dimensionalities, or as a counter ion, forming extensive hydrogen-bonding interaction with the water molecules (Cai et al., 2001; Chandrasekhar et al., 2003; Côtê & Shimizu, 2003; Cai, 2004; Gao et al., 2005; Voogt & Blanch, 2005). In the present work, we report a cobalt(II) complex, [Co(C₁₃H₁₄N₂)₂(H₂O)₄].(C₁₀H₆O₆S₂).H₂O, (I), with a three-dimensional H-bonding network structure created by the sulfonate dianions acting as hydrogen-bond acceptors.

As shown in Fig. 1, four water molecules coordinate to Co(II) ion in the equatorial positions with Co—O bonds (2.1022 (8)–2.1230 (7) Å), while the two dpp ligands coordinate to Co(II) through N atoms [Co—N = 2.1294 (8) Å] in the long axial direction to complete a distorted octahedral coordination (Table 1). The dihedral angle is 58.76 (5)° between the two pyridyl planes, and the N···N distance is 9.121 (5) Å in the same dpp ligand. The NDS dianion, which lies about an inversion site, does not coordinate to the Co(II) ion, but balances the charge.

Hydrogen bonds play an important role for enhancing the stability of the solid-state structure (Table 2). Two intermolecular hydrogen bonds are formed between O atoms of the two coordinated water molecules and two O atoms of sulfonate groups, respectively. An additional intermolecular hydrogen bond is formed between atom O3 of the uncoordinated water molecule and the sulfonate atom O6. All these intermolecular hydrogen bonds result in a two-dimensional structure (Fig. 2). The two-dimensional structures are further linked via another hydrogen bond between uncoordinated N atom of dpp and coordinated O1 atom to give rise to a three-dimensional network (Fig. 3).

Related literature top

For related literature, see: Biradha et al. (2002); Côtê & Shimizu (2003); Cai (2004); Cai et al. (2001); Carlucci et al. (2000, 2002); Chandrasekhar et al. (2003); Fu et al. (2003); Gao et al. (2005); Luan et al. (2005); Pan et al. (2001); Plater et al. (2000); Voogt & Blanch (2005); Wu et al. (2005).

Experimental top

An aqueous solution (10 ml) of CoCl₂.6H₂O (0.0238 g, 1 mmol) and a mixture of disodium 1,5-naphthalenedisulfonate (0.0332 g, 1 mmol) and dpp (0.0398 g, 2 mmol) in distilled water (10 ml) were placed in two tubes of an H-tube. Slow diffusion of the two solutions into joint aqueous solution produced deep purple crystals after 1 month (ca 10% yield based on Co).

Structure description top

Computing details top

Data collection: RAPID-AUTO (Rigaku 2001); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97 and WinGX (Farrugia, 1999).

Figures top

	Fig. 1. View of a fragment of the title compound, showing 50% probability displacement ellipsoids for non-H atoms. For the sake of clarity, only the major component of the disordered atoms C7 and C8 is shown. [Symmetry codes: (i). -x, -y, -z; (ii). 1 - x, 1 - y, -z].
	Fig. 2. The two-dimensional network formed by hydrogen-bonding interactions (blue dotted lines). For clarity, the dpp ligands and H atoms attached to C atoms have been omitted.
	Fig. 3. The three-dimensional network of the title complex (I). Hydrogen bonds are shown as blue dotted lines, and H atoms attached to C atoms have been omitted.

trans-Tetraaquabis(1,3-di-4-pyridylpropane-κN)cobalt(II) naphthalene-1,5-disulfonate monohydrate top

Crystal data top

[Co(C₁₃H₁₄N₂)₂(H₂O)₄](C₁₀H₆O₆S₂)·H₂O	F(000) = 890
M_r = 849.82	D_x = 1.43 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 17625 reflections
a = 11.844 (2) Å	θ = 1.7–27.5°
b = 8.3912 (17) Å	µ = 0.61 mm⁻¹
c = 20.035 (4) Å	T = 298 K
β = 97.56 (3)°	Block, pink
V = 1973.9 (7) Å³	0.51 × 0.44 × 0.37 mm
Z = 2

Data collection top

Rigaku R-axis Rapid IP area-detector diffractometer	3259 reflections with I > 2σ(I)
ω Oscillation scans	R_int = 0.041
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	θ_max = 27.5°, θ_min = 1.7°
T_min = 0.747, T_max = 0.807	h = 0→15
17625 measured reflections	k = 0→10
4418 independent reflections	l = −25→25

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)] = 0.038	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.108	w = 1/[σ²(F_o²) + (0.0633P)²] where P = (F_o² + 2F_c²)/3
S = 1.02	(Δ/σ)_max = 0.002
4418 reflections	Δρ_max = 0.39 e Å⁻³
283 parameters	Δρ_min = −0.26 e Å⁻³
0 restraints

Crystal data top

[Co(C₁₃H₁₄N₂)₂(H₂O)₄](C₁₀H₆O₆S₂)·H₂O	V = 1973.9 (7) Å³
M_r = 849.82	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 11.844 (2) Å	µ = 0.61 mm⁻¹
b = 8.3912 (17) Å	T = 298 K
c = 20.035 (4) Å	0.51 × 0.44 × 0.37 mm
β = 97.56 (3)°

Data collection top

Rigaku R-axis Rapid IP area-detector diffractometer	4418 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	3259 reflections with I > 2σ(I)
T_min = 0.747, T_max = 0.807	R_int = 0.041
17625 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.038	0 restraints
wR(F²) = 0.108	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	Δρ_max = 0.39 e Å⁻³
4418 reflections	Δρ_min = −0.26 e Å⁻³
283 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.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Co1	0	0	0	0.03243 (4)
S1	0.747491 (16)	0.35189 (3)	0.086588 (11)	0.04424 (6)
N1	0.05768 (5)	0.16358 (9)	0.07838 (3)	0.03629 (17)
N2	0.71693 (6)	0.35709 (11)	0.35647 (4)	0.0559 (2)
O1	0.09129 (4)	−0.18980 (7)	0.05235 (3)	0.04155 (16)
O2	−0.14437 (5)	−0.05367 (8)	0.04662 (3)	0.04633 (17)
O6	0.76383 (6)	0.47271 (9)	0.13864 (3)	0.0592 (2)
O4	0.76400 (5)	0.19127 (8)	0.11191 (4)	0.0585 (2)
O5	0.81263 (5)	0.38569 (8)	0.03177 (3)	0.05015 (18)
C1	0.04884 (7)	0.12998 (12)	0.14243 (4)	0.0447 (2)
H1	0.0158	0.0337	0.1523	0.054*
C2	0.08631 (7)	0.23099 (13)	0.19450 (5)	0.0498 (3)
H2	0.0775	0.203	0.2384	0.06*
C3	0.13715 (6)	0.37430 (12)	0.18186 (4)	0.0434 (2)
C4	0.14654 (7)	0.40891 (12)	0.11582 (5)	0.0459 (2)
H4	0.1805	0.5036	0.1048	0.055*
C5	0.10545 (7)	0.30265 (11)	0.06603 (4)	0.0423 (2)
H5	0.1113	0.3292	0.0216	0.051*
C6	0.18164 (8)	0.48559 (13)	0.23797 (5)	0.0579 (3)	0.5
H6A	0.1227	0.5047	0.2664	0.069*	0.5
H6B	0.2013	0.5869	0.2192	0.069*	0.5
C7	0.28932 (14)	0.4136 (3)	0.28140 (9)	0.0529 (5)	0.5103 (12)
H7A	0.3116	0.4813	0.3201	0.063*	0.5103 (12)
H7B	0.2712	0.309	0.2976	0.063*	0.5103 (12)
C8	0.38620 (15)	0.4003 (2)	0.24030 (10)	0.0507 (4)*	0.5103 (12)
H8A	0.3953	0.4995	0.2168	0.061*	0.5103 (12)
H8B	0.3711	0.3159	0.2072	0.061*	0.5103 (12)
C6'	0.18164 (8)	0.48559 (13)	0.23797 (5)	0.0579 (3)	0.5
H6'A	0.1556	0.449	0.2793	0.069*	0.5
H6'B	0.1496	0.5907	0.228	0.069*	0.5
C7'	0.31428 (14)	0.4992 (2)	0.24959 (10)	0.0461 (5)	0.4897 (12)
H7'A	0.3413	0.5425	0.2097	0.055*	0.4897 (12)
H7'B	0.3376	0.5707	0.2869	0.055*	0.4897 (12)
C8'	0.36579 (16)	0.3346 (3)	0.26491 (11)	0.0546 (5)*	0.4897 (12)
H8'A	0.3555	0.2683	0.2249	0.066*	0.4897 (12)
H8'B	0.3299	0.2828	0.3	0.066*	0.4897 (12)
C9	0.49568 (8)	0.36248 (15)	0.28889 (6)	0.0698 (3)
C10	0.51811 (9)	0.31754 (17)	0.35430 (6)	0.0756 (4)
H10	0.4588	0.2874	0.3777	0.091*
C11	0.62792 (9)	0.31639 (16)	0.38596 (6)	0.0682 (4)
H11	0.6405	0.2851	0.4309	0.082*
C12	0.69455 (9)	0.39956 (14)	0.29287 (5)	0.0620 (3)
H12	0.7553	0.4277	0.2703	0.074*
C13	0.58737 (9)	0.40483 (16)	0.25804 (6)	0.0714 (4)
H13	0.5769	0.4373	0.2133	0.086*
C14	0.53333 (7)	0.23713 (12)	0.06039 (5)	0.0537 (3)
H14	0.5629	0.1496	0.0853	0.064*
C15	0.60165 (6)	0.36363 (11)	0.05135 (4)	0.0416 (2)
C16	0.55874 (6)	0.50062 (10)	0.01431 (4)	0.0402 (2)
C17	0.62546 (7)	0.63484 (12)	0.00435 (5)	0.0509 (3)
H17	0.7014	0.6369	0.0233	0.061*
C18	0.58165 (8)	0.76140 (13)	−0.03229 (6)	0.0604 (3)
H18	0.6281	0.8479	−0.0389	0.072*
O3	0.91963 (6)	0.70891 (10)	0.13413 (4)	0.0646 (2)
H1B	0.1124 (8)	−0.2462 (12)	0.0288 (5)	0.056 (3)*
H2B	−0.1361 (8)	−0.1205 (13)	0.0732 (5)	0.069 (3)*
H1A	0.1499 (9)	−0.1651 (14)	0.0826 (6)	0.079 (4)*
H3A	0.9564 (10)	0.6867 (17)	0.1185 (7)	0.091 (4)*
H2A	−0.1742 (8)	0.0219 (12)	0.0639 (5)	0.054 (3)*
H3B	0.8764 (11)	0.6151 (19)	0.1378 (7)	0.105 (5)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.02614 (5)	0.04243 (8)	0.02745 (6)	−0.00126 (6)	−0.00123 (5)	−0.00051 (7)
S1	0.03892 (9)	0.05174 (12)	0.04334 (11)	0.00923 (9)	0.01024 (8)	0.00641 (10)
N1	0.0296 (3)	0.0474 (4)	0.0306 (3)	−0.0017 (3)	−0.0007 (2)	−0.0010 (3)
N2	0.0445 (3)	0.0709 (5)	0.0487 (4)	−0.0011 (4)	−0.0072 (3)	0.0056 (4)
O1	0.0343 (2)	0.0515 (3)	0.0367 (3)	0.0046 (3)	−0.0036 (2)	−0.0015 (3)
O2	0.0389 (3)	0.0546 (3)	0.0462 (3)	−0.0026 (3)	0.0083 (2)	0.0012 (3)
O6	0.0601 (3)	0.0717 (5)	0.0471 (3)	−0.0018 (3)	0.0124 (3)	−0.0068 (3)
O4	0.0535 (3)	0.0603 (4)	0.0631 (4)	0.0170 (3)	0.0132 (3)	0.0197 (3)
O5	0.0426 (3)	0.0606 (4)	0.0503 (3)	0.0114 (3)	0.0171 (2)	0.0075 (3)
C1	0.0445 (4)	0.0541 (5)	0.0346 (4)	−0.0113 (4)	0.0022 (3)	0.0006 (4)
C2	0.0483 (4)	0.0692 (6)	0.0309 (4)	−0.0042 (5)	0.0019 (3)	−0.0018 (4)
C3	0.0302 (3)	0.0571 (5)	0.0413 (4)	0.0078 (4)	−0.0007 (3)	−0.0121 (4)
C4	0.0426 (4)	0.0447 (5)	0.0486 (5)	−0.0033 (4)	−0.0013 (4)	−0.0019 (4)
C5	0.0408 (4)	0.0521 (5)	0.0330 (4)	−0.0034 (4)	0.0014 (3)	0.0012 (4)
C6	0.0428 (4)	0.0712 (6)	0.0564 (5)	0.0090 (5)	−0.0057 (4)	−0.0288 (5)
C7	0.0462 (8)	0.0649 (11)	0.0454 (9)	−0.0040 (9)	−0.0018 (7)	−0.0238 (9)
C6'	0.0428 (4)	0.0712 (6)	0.0564 (5)	0.0090 (5)	−0.0057 (4)	−0.0288 (5)
C7'	0.0417 (8)	0.0449 (9)	0.0483 (9)	−0.0019 (8)	−0.0071 (7)	−0.0075 (9)
C9	0.0473 (4)	0.0830 (7)	0.0721 (6)	0.0170 (5)	−0.0184 (4)	−0.0303 (6)
C10	0.0463 (5)	0.1014 (9)	0.0795 (7)	−0.0036 (6)	0.0099 (5)	−0.0072 (7)
C11	0.0552 (5)	0.0993 (9)	0.0486 (5)	0.0038 (6)	0.0013 (4)	0.0113 (6)
C12	0.0591 (5)	0.0731 (7)	0.0515 (6)	−0.0039 (6)	−0.0013 (5)	0.0091 (5)
C13	0.0754 (6)	0.0836 (8)	0.0482 (6)	0.0172 (6)	−0.0180 (5)	−0.0014 (6)
C14	0.0490 (4)	0.0438 (5)	0.0695 (6)	0.0063 (4)	0.0123 (4)	0.0179 (5)
C15	0.0371 (3)	0.0437 (5)	0.0460 (4)	0.0070 (4)	0.0131 (3)	0.0044 (4)
C16	0.0373 (3)	0.0387 (4)	0.0473 (4)	0.0053 (4)	0.0151 (3)	0.0029 (4)
C17	0.0368 (4)	0.0489 (5)	0.0680 (6)	0.0003 (4)	0.0106 (4)	0.0100 (5)
C18	0.0460 (4)	0.0468 (5)	0.0892 (7)	−0.0055 (4)	0.0122 (5)	0.0173 (5)
O3	0.0722 (4)	0.0668 (5)	0.0584 (4)	−0.0010 (4)	0.0218 (3)	0.0022 (4)

Geometric parameters (Å, º) top

Co1—O2ⁱ	2.1022 (8)	C7—H7A	0.97
Co1—O2	2.1022 (8)	C7—H7B	0.97
Co1—O1	2.1230 (7)	C8—C9	1.548 (2)
Co1—O1ⁱ	2.1230 (7)	C8—H8A	0.97
Co1—N1ⁱ	2.1294 (8)	C8—H8B	0.97
Co1—N1	2.1294 (8)	C7'—C8'	1.525 (3)
S1—O4	1.4444 (8)	C7'—H7'A	0.97
S1—O6	1.4491 (8)	C7'—H7'B	0.97
S1—O5	1.4508 (8)	C8'—C9	1.568 (2)
S1—C15	1.7807 (9)	C8'—H8'A	0.97
N1—C1	1.3314 (11)	C8'—H8'B	0.97
N1—C5	1.3341 (12)	C9—C10	1.3559 (17)
N2—C12	1.3161 (13)	C9—C13	1.3654 (17)
N2—C11	1.3193 (14)	C10—C11	1.3700 (15)
O1—H1B	0.735 (10)	C10—H10	0.93
O1—H1A	0.884 (10)	C11—H11	0.93
O2—H2B	0.771 (11)	C12—C13	1.3665 (15)
O2—H2A	0.823 (10)	C12—H12	0.93
C1—C2	1.3718 (13)	C13—H13	0.93
C1—H1	0.93	C14—C15	1.3612 (13)
C2—C3	1.3831 (14)	C14—C18ⁱⁱ	1.4036 (13)
C2—H2	0.93	C14—H14	0.93
C3—C4	1.3732 (13)	C15—C16	1.4252 (12)
C3—C6	1.5026 (13)	C16—C17	1.4051 (13)
C4—C5	1.3782 (13)	C16—C16ⁱⁱ	1.4336 (15)
C4—H4	0.93	C17—C18	1.3549 (14)
C5—H5	0.93	C17—H17	0.93
C6—C7	1.567 (2)	C18—C14ⁱⁱ	1.4036 (13)
C6—H6A	0.97	C18—H18	0.93
C6—H6B	0.97	O3—H3A	0.599 (14)
C7—C8	1.502 (3)	O3—H3B	0.947 (15)

O2ⁱ—Co1—O2	180.00 (3)	C8—C7—H7A	109.6
O2ⁱ—Co1—O1	89.37 (3)	C6—C7—H7A	109.6
O2—Co1—O1	90.63 (3)	C8—C7—H7B	109.6
O2ⁱ—Co1—O1ⁱ	90.63 (3)	C6—C7—H7B	109.6
O2—Co1—O1ⁱ	89.37 (3)	H7A—C7—H7B	108.1
O1—Co1—O1ⁱ	180.00 (4)	C7—C8—C9	107.91 (14)
O2ⁱ—Co1—N1ⁱ	90.64 (3)	C7—C8—H8A	110.1
O2—Co1—N1ⁱ	89.36 (3)	C9—C8—H8A	110.1
O1—Co1—N1ⁱ	88.50 (3)	C7—C8—H8B	110.1
O1ⁱ—Co1—N1ⁱ	91.50 (3)	C9—C8—H8B	110.1
O2ⁱ—Co1—N1	89.36 (3)	H8A—C8—H8B	108.4
O2—Co1—N1	90.64 (3)	C8'—C7'—H7'A	109.8
O1—Co1—N1	91.50 (3)	C8'—C7'—H7'B	109.8
O1ⁱ—Co1—N1	88.50 (3)	H7'A—C7'—H7'B	108.3
N1ⁱ—Co1—N1	180.00 (4)	C7'—C8'—C9	106.09 (15)
O4—S1—O6	113.64 (5)	C7'—C8'—H8'A	110.5
O4—S1—O5	112.80 (4)	C9—C8'—H8'A	110.5
O6—S1—O5	111.97 (4)	C7'—C8'—H8'B	110.5
O4—S1—C15	105.68 (4)	C9—C8'—H8'B	110.5
O6—S1—C15	106.11 (5)	H8'A—C8'—H8'B	108.7
O5—S1—C15	105.89 (4)	C10—C9—C13	116.33 (10)
C1—N1—C5	116.94 (7)	C10—C9—C8	134.91 (12)
C1—N1—Co1	121.07 (6)	C13—C9—C8	108.20 (12)
C5—N1—Co1	121.99 (6)	C10—C9—C8'	108.32 (12)
C12—N2—C11	115.63 (9)	C13—C9—C8'	134.99 (13)
Co1—O1—H1B	111.1 (7)	C9—C10—C11	120.18 (11)
Co1—O1—H1A	117.8 (7)	C9—C10—H10	119.9
H1B—O1—H1A	106.7 (10)	C11—C10—H10	119.9
Co1—O2—H2B	115.2 (8)	N2—C11—C10	123.83 (11)
Co1—O2—H2A	116.1 (7)	N2—C11—H11	118.1
H2B—O2—H2A	107.0 (11)	C10—C11—H11	118.1
N1—C1—C2	122.92 (9)	N2—C12—C13	123.95 (11)
N1—C1—H1	118.5	N2—C12—H12	118
C2—C1—H1	118.5	C13—C12—H12	118
C1—C2—C3	120.20 (9)	C9—C13—C12	120.08 (11)
C1—C2—H2	119.9	C9—C13—H13	120
C3—C2—H2	119.9	C12—C13—H13	120
C4—C3—C2	116.92 (8)	C15—C14—C18ⁱⁱ	120.14 (9)
C4—C3—C6	121.64 (9)	C15—C14—H14	119.9
C2—C3—C6	121.44 (8)	C18ⁱⁱ—C14—H14	119.9
C3—C4—C5	119.66 (9)	C14—C15—C16	121.39 (7)
C3—C4—H4	120.2	C14—C15—S1	117.82 (7)
C5—C4—H4	120.2	C16—C15—S1	120.79 (6)
N1—C5—C4	123.34 (8)	C17—C16—C15	123.49 (7)
N1—C5—H5	118.3	C17—C16—C16ⁱⁱ	118.91 (10)
C4—C5—H5	118.3	C15—C16—C16ⁱⁱ	117.60 (10)
C3—C6—C7	110.84 (11)	C18—C17—C16	121.52 (8)
C3—C6—H6A	109.5	C18—C17—H17	119.2
C7—C6—H6A	109.5	C16—C17—H17	119.2
C3—C6—H6B	109.5	C17—C18—C14ⁱⁱ	120.42 (9)
C7—C6—H6B	109.5	C17—C18—H18	119.8
H6A—C6—H6B	108.1	C14ⁱⁱ—C18—H18	119.8
C8—C7—C6	110.43 (14)	H3A—O3—H3B	102.7 (16)

Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3B···O6	0.947 (15)	1.792 (14)	2.7176 (11)	164.8 (13)
O3—H3A···O1ⁱⁱⁱ	0.599 (14)	2.436 (14)	2.9013 (12)	136.6 (16)
O2—H2A···O4^iv	0.823 (10)	1.916 (10)	2.7363 (11)	174.6 (10)
O1—H1B···O5^v	0.735 (10)	1.979 (10)	2.7096 (10)	173.1 (10)
O1—H1A···N2^vi	0.884 (10)	1.872 (10)	2.7495 (12)	171.3 (11)
O2—H2B···O3^vii	0.771 (11)	1.940 (11)	2.6959 (11)	166.8 (11)

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

Experimental details

Crystal data
Chemical formula	[Co(C₁₃H₁₄N₂)₂(H₂O)₄](C₁₀H₆O₆S₂)·H₂O
M_r	849.82
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	11.844 (2), 8.3912 (17), 20.035 (4)
β (°)	97.56 (3)
V (Å³)	1973.9 (7)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.61
Crystal size (mm)	0.51 × 0.44 × 0.37

Data collection
Diffractometer	Rigaku R-axis Rapid IP area-detector
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.747, 0.807
No. of measured, independent and observed [I > 2σ(I)] reflections	17625, 4418, 3259
R_int	0.041
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.038, 0.108, 1.02
No. of reflections	4418
No. of parameters	283
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.39, −0.26

Computer programs: RAPID-AUTO (Rigaku 2001), RAPID-AUTO, SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b) and Mercury (Macrae et al., 2006), SHELXL97 and WinGX (Farrugia, 1999).