PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2009 September 1; 65(Pt 9): m1067–m1068.
Published online 2009 August 12. doi:  10.1107/S1600536809031274
PMCID: PMC2969992

Triaqua(2-{[(E)-5-formyl-2-oxidobenzyl­idene]amino}ethanesulfonato)cobalt(II) dihydrate

Abstract

The title compound, [Co(C10H9NO5S)(H2O)3]·2H2O, is a cobalt–Schiff base complex derived from taurine. There are two complex mol­ecules and four solvent water mol­ecules in the asymmetric unit. The central Co atom is six coordinated by two O atoms and one N atom of the ligand and three O atoms of water mol­ecules, forming a slightly distorted octa­hedral geometry. The crystal structure is stabilized by several O—H(...)O hydrogen bonds.

Related literature

For general background, see Roth et al. (1993 [triangle]); Casella & Gullotti (1981 [triangle], 1986 [triangle]); Wang et al. (1994 [triangle]). For related structures, see Zeng et al. (2003 [triangle]); Jiang et al. (2003 [triangle]); (2004 [triangle]); Zhang et al. (2004 [triangle], 2005 [triangle]); Liu et al. (2005 [triangle]); Li et al. (2006 [triangle], 2007 [triangle]); Qin et al. (2008 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-m1067-scheme1.jpg

Experimental

Crystal data

  • [Co(C10H9NO5S)(H2O)3]·2H2O
  • M r = 404.25
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-m1067-efi1.jpg
  • a = 7.748 (1) Å
  • b = 11.267 (3) Å
  • c = 18.941 (4) Å
  • α = 79.04 (2)°
  • β = 78.81 (1)°
  • γ = 89.59 (2)°
  • V = 1591.6 (6) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.26 mm−1
  • T = 296 K
  • 0.56 × 0.42 × 0.32 mm

Data collection

  • Siemens P4 diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.852, T max = 1.000 (expected range = 0.569–0.668)
  • 6449 measured reflections
  • 5764 independent reflections
  • 4393 reflections with I > 2σ(I)
  • R int = 0.014
  • 3 standard reflections every 97 reflections intensity decay: 5.2%

Refinement

  • R[F 2 > 2σ(F 2)] = 0.038
  • wR(F 2) = 0.115
  • S = 1.06
  • 5764 reflections
  • 464 parameters
  • 12 restraints
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.85 e Å−3
  • Δρmin = −0.56 e Å−3

Data collection: XSCANS (Siemens, 1994 [triangle]); cell refinement: XSCANS; data reduction: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL; software used to prepare material for publication: publCIF (Westrip, 2009 [triangle]).

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809031274/bt5026sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809031274/bt5026Isup2.hkl

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

Acknowledgments

This work was supported by the National Natural Science Foundation of China under NSFC grant Nos. 50671098 and 20775010, and by the Natural Science Foundation of Guangxi Province of China (0339034).

supplementary crystallographic information

Comment

In the title compound, there are two complex molecules and four solvent water molecules in the asymetric unit (Fig. 1). The central CoII of the title compound is six coordinated with two O atoms, one N atom from the Schiff base ligand and three O atoms from the coordinated water, forming an slightly distorted octahedron structure. The Co atom forms two six-membered chelating rings with the ligand. The bond lengths and angles involving Co1 and Co2 show minor differences between the two complex molecules in the asymetric unit. The coordinating environment of central Co atom is similar to that reported by Qin et al. (2008). However, in the title compound, the bond length of the central Co and the O of sulfonate group (Co(1)—O(3) 2.085 (3) Å, Co(2)—O(11) 2.096 (3) Å) are shorter than that of central Co and O of coordinated water, and are even shorter than that of central Co and N of imine group. It indicates that the coordinating capability of the O atom of sulfonate group is stronger than that of water and N of imine group, derived from the two conjugated chelating rings and the electron-withdraw group of formyl on the benzene ring. With O—H···O hydrogen bonds, a three-dimensional network is formed as shown in Fig. 2.

Experimental

The synthesis of the potassium salt of the Schiff base ligand 2-{[(E)-(2-hydroxy-5{[(2- sulfoethyl)imino]methyl}phenyl)methylidene]amino}-1- ethanesulfonic acid was reported previously (Zeng et al., 2003). 1.0 mmol of ligand was dissolved in 15 ml of water. To this solution, 1.0 mmol of CoAc2.4H2O was added dropwise within 30 minutes while the mixture was stirred and heated at 50 °C. The mixture was stirred and heated at 50 °C for another 6 h, then cooled to room temperature. After filtration, the filtrate was left to stand at room temperature. Dark-red crystals suitable for X-raydiffraction were isolated several days later by natural evaporation, washed with methanol and dried in air. Yield 36%. Found(%): C, 29.03; H, 4.86; N,3.96, C10H19CoNO10S. Calcd.(%): C, 29.71; H, 4.70%; N,3.47%. IR: 1042.3, 1147.1, 1185.1, 1216.3(υ -SO3-); 1629.5(υC=N); 3407.9(υO—H).

Refinement

The H atoms of the solvent water molecules could not be located from a difference Fourier map and were omitted from refinement. The H atoms of coordinated water were located in a difference Fourier map and their positions and isotropic displacement parameters were refined, with O—H restrainted to O—H 0.82 (1) Å. All other H atoms were positioned geometrically, treated as riding atoms and refined isotropically, with C—H distances of 0.93–0.97 Å and with Uiso(H) =1.2Ueq(C).

Figures

Fig. 1.
View of the asymmetric unit of the title compound, with displacement ellipsoids drawn at the 50% probability level. H atoms have been omitted for clarity.
Fig. 2.
Packing diagram of the title compound along thea axis. H atoms except those involved in hydrogen-bond interactions have been omitted for clarity.

Crystal data

[Co(C10H9NO5S)(H2O)3]·2H2OZ = 4
Mr = 404.25F(000) = 836
Triclinic, P1Dx = 1.687 Mg m3
a = 7.748 (1) ÅMo Kα radiation, λ = 0.71073 Å
b = 11.267 (3) ÅCell parameters from 28 reflections
c = 18.941 (4) Åθ = 5.6–15.2°
α = 79.04 (2)°µ = 1.26 mm1
β = 78.81 (1)°T = 296 K
γ = 89.59 (2)°Block, red
V = 1591.6 (6) Å30.56 × 0.42 × 0.32 mm

Data collection

Siemens P4 diffractometer4393 reflections with I > 2σ(I)
Radiation source: normal-focus sealed tubeRint = 0.014
graphiteθmax = 25.3°, θmin = 1.1°
ω scansh = 0→9
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)k = −13→13
Tmin = 0.852, Tmax = 1.000l = −22→22
6449 measured reflections3 standard reflections every 97 reflections
5764 independent reflections intensity decay: 5.2%

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.038H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.115w = 1/[σ2(Fo2) + (0.072P)2] where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max < 0.001
5764 reflectionsΔρmax = 0.85 e Å3
464 parametersΔρmin = −0.56 e Å3
12 restraintsExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0031 (8)

Special details

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)

xyzUiso*/Ueq
Co10.39588 (6)0.16129 (4)0.22274 (2)0.02522 (14)
S10.10792 (13)0.07289 (9)0.13827 (5)0.0355 (2)
O10.5728 (3)0.1640 (2)0.28894 (13)0.0309 (6)
O20.8277 (4)−0.1552 (3)0.56195 (14)0.0439 (7)
O30.2421 (4)0.1591 (2)0.14400 (14)0.0408 (6)
O40.1212 (5)0.0544 (3)0.06499 (18)0.0694 (10)
O5−0.0634 (4)0.1062 (3)0.1714 (2)0.0662 (10)
O60.1953 (4)0.2399 (2)0.28909 (15)0.0388 (6)
O70.4814 (5)0.3345 (3)0.16357 (19)0.0521 (8)
O80.5882 (4)0.0785 (3)0.15431 (16)0.0397 (6)
N10.2960 (4)−0.0072 (2)0.28662 (16)0.0275 (6)
C10.6084 (4)0.0813 (3)0.34091 (18)0.0245 (7)
C20.7575 (5)0.0979 (3)0.3726 (2)0.0329 (8)
H20.83240.16500.35240.039*
C30.7932 (5)0.0190 (3)0.4310 (2)0.0334 (8)
H30.89170.03250.45010.040*
C40.6816 (5)−0.0842 (3)0.46352 (18)0.0294 (8)
C50.5419 (5)−0.1048 (3)0.43156 (19)0.0281 (7)
H50.4703−0.17350.45170.034*
C60.5031 (4)−0.0269 (3)0.37025 (18)0.0254 (7)
C70.3537 (5)−0.0620 (3)0.34235 (19)0.0284 (7)
H70.2928−0.13280.36810.034*
C80.1392 (5)−0.0632 (4)0.2712 (2)0.0441 (10)
H8A0.0365−0.01790.28690.053*
H8B0.1215−0.14500.29950.053*
C90.1554 (6)−0.0669 (3)0.1902 (2)0.0454 (10)
H9A0.0752−0.12910.18530.055*
H9B0.2741−0.08850.17070.055*
C100.7083 (5)−0.1653 (3)0.5296 (2)0.0356 (9)
H100.6285−0.23000.54870.043*
Co20.88816 (6)0.51076 (4)0.22408 (2)0.02608 (15)
S20.59985 (13)0.65643 (9)0.13838 (5)0.0374 (2)
O91.0676 (3)0.4671 (2)0.28928 (13)0.0310 (5)
O101.3260 (4)0.6176 (3)0.55918 (15)0.0452 (7)
O110.7245 (4)0.5601 (2)0.14791 (16)0.0449 (7)
O120.6213 (5)0.7151 (3)0.06321 (18)0.0702 (10)
O130.4233 (4)0.6130 (4)0.1716 (2)0.0824 (12)
O140.6910 (4)0.3906 (2)0.29177 (15)0.0387 (6)
O150.9771 (5)0.3737 (3)0.1658 (2)0.0527 (8)
O161.0798 (4)0.6313 (3)0.15392 (18)0.0515 (8)
N20.7908 (4)0.6426 (3)0.28574 (16)0.0307 (7)
C111.1037 (4)0.5178 (3)0.34031 (18)0.0259 (7)
C121.2544 (5)0.4818 (3)0.3713 (2)0.0348 (8)
H121.33020.42750.35100.042*
C131.2905 (5)0.5245 (3)0.4294 (2)0.0344 (8)
H131.38970.49870.44810.041*
C141.1794 (5)0.6072 (3)0.46160 (19)0.0302 (8)
C151.0381 (5)0.6493 (3)0.42994 (19)0.0282 (7)
H150.96690.70650.44970.034*
C160.9990 (5)0.6087 (3)0.36925 (18)0.0268 (7)
C170.8501 (5)0.6630 (3)0.34058 (19)0.0301 (8)
H170.79060.71960.36530.036*
C180.6368 (6)0.7123 (4)0.2686 (2)0.0497 (11)
H18A0.62160.77810.29550.060*
H18B0.53200.66010.28480.060*
C190.6555 (6)0.7637 (3)0.1876 (3)0.0486 (11)
H19A0.77610.79240.16770.058*
H19B0.58010.83240.18120.058*
C201.2063 (5)0.6470 (3)0.5267 (2)0.0347 (8)
H201.12520.69970.54560.042*
O170.5837 (6)0.1098 (4)0.0076 (2)0.0804 (12)
O181.0564 (7)0.8005 (5)0.0353 (3)0.126 (2)
O191.2760 (9)0.4225 (5)0.0508 (3)0.140 (2)
O200.7769 (13)0.3685 (6)0.0427 (4)0.192 (3)
H6OA0.186 (7)0.222 (4)0.3340 (7)0.066 (16)*
H6OB0.161 (6)0.3091 (19)0.280 (3)0.065 (16)*
H7OA0.498 (7)0.402 (2)0.172 (3)0.074 (17)*
H7OB0.543 (8)0.336 (6)0.1231 (18)0.11 (3)*
H8OA0.579 (6)0.095 (4)0.1108 (9)0.047 (13)*
H8OB0.687 (3)0.092 (4)0.160 (3)0.063 (16)*
H14B0.680 (6)0.385 (4)0.3362 (7)0.050 (14)*
H14A0.671 (6)0.324 (2)0.283 (3)0.062 (15)*
H15A1.019 (10)0.384 (7)0.1220 (11)0.14 (3)*
H15B0.967 (10)0.3018 (17)0.184 (4)0.12 (3)*
H16A1.068 (5)0.680 (3)0.1173 (14)0.041 (12)*
H16B1.184 (2)0.637 (5)0.156 (3)0.09 (2)*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Co10.0288 (3)0.0215 (2)0.0267 (3)−0.00002 (18)−0.0105 (2)−0.00297 (17)
S10.0346 (5)0.0398 (5)0.0376 (5)0.0035 (4)−0.0193 (4)−0.0092 (4)
O10.0386 (14)0.0232 (12)0.0320 (13)−0.0050 (10)−0.0168 (11)0.0026 (10)
O20.0445 (17)0.0550 (17)0.0336 (15)0.0099 (13)−0.0186 (13)−0.0013 (12)
O30.0467 (17)0.0376 (14)0.0424 (16)−0.0020 (12)−0.0247 (13)−0.0019 (12)
O40.102 (3)0.073 (2)0.0461 (19)−0.001 (2)−0.0377 (19)−0.0213 (17)
O50.0338 (17)0.080 (2)0.083 (2)0.0136 (16)−0.0197 (17)−0.0041 (19)
O60.0530 (18)0.0322 (14)0.0327 (16)0.0157 (13)−0.0122 (13)−0.0070 (12)
O70.074 (2)0.0296 (15)0.050 (2)−0.0173 (15)−0.0160 (18)0.0040 (14)
O80.0302 (16)0.0518 (17)0.0382 (17)0.0038 (13)−0.0062 (13)−0.0121 (13)
N10.0258 (15)0.0237 (14)0.0331 (16)−0.0022 (12)−0.0084 (13)−0.0028 (12)
C10.0236 (17)0.0261 (16)0.0251 (17)0.0031 (13)−0.0051 (14)−0.0078 (13)
C20.033 (2)0.0312 (18)0.035 (2)−0.0053 (15)−0.0119 (16)−0.0019 (15)
C30.0287 (19)0.041 (2)0.034 (2)0.0033 (16)−0.0141 (16)−0.0077 (16)
C40.035 (2)0.0299 (18)0.0236 (17)0.0123 (15)−0.0067 (15)−0.0055 (14)
C50.0311 (19)0.0225 (16)0.0301 (18)0.0045 (14)−0.0059 (15)−0.0036 (13)
C60.0284 (18)0.0221 (16)0.0266 (17)0.0048 (13)−0.0061 (14)−0.0061 (13)
C70.0300 (19)0.0219 (16)0.0320 (19)−0.0037 (14)−0.0068 (15)−0.0011 (14)
C80.040 (2)0.042 (2)0.050 (2)−0.0151 (18)−0.0230 (19)0.0081 (18)
C90.055 (3)0.031 (2)0.058 (3)−0.0027 (18)−0.028 (2)−0.0123 (18)
C100.040 (2)0.035 (2)0.0300 (19)0.0119 (16)−0.0066 (17)−0.0036 (15)
Co20.0295 (3)0.0223 (2)0.0292 (3)0.00488 (18)−0.0111 (2)−0.00628 (18)
S20.0355 (5)0.0378 (5)0.0421 (6)0.0040 (4)−0.0206 (4)−0.0029 (4)
O90.0381 (14)0.0282 (12)0.0332 (13)0.0124 (10)−0.0173 (11)−0.0121 (10)
O100.0445 (17)0.0576 (17)0.0392 (16)−0.0009 (14)−0.0172 (13)−0.0139 (13)
O110.0575 (18)0.0378 (14)0.0520 (17)0.0138 (13)−0.0363 (15)−0.0139 (12)
O120.104 (3)0.061 (2)0.0470 (19)0.014 (2)−0.0361 (19)0.0065 (15)
O130.0363 (19)0.136 (4)0.082 (3)−0.013 (2)−0.0181 (18)−0.030 (2)
O140.0518 (18)0.0307 (14)0.0344 (16)−0.0106 (12)−0.0103 (13)−0.0055 (12)
O150.073 (2)0.0399 (17)0.052 (2)0.0180 (16)−0.0163 (18)−0.0216 (15)
O160.0320 (17)0.060 (2)0.0513 (19)−0.0042 (14)−0.0085 (15)0.0185 (15)
N20.0296 (16)0.0291 (15)0.0367 (17)0.0083 (12)−0.0108 (13)−0.0106 (13)
C110.0283 (18)0.0254 (16)0.0243 (17)0.0019 (14)−0.0081 (14)−0.0022 (13)
C120.035 (2)0.037 (2)0.036 (2)0.0121 (16)−0.0098 (17)−0.0139 (16)
C130.032 (2)0.037 (2)0.038 (2)0.0029 (16)−0.0157 (16)−0.0050 (16)
C140.036 (2)0.0279 (17)0.0259 (18)−0.0054 (15)−0.0064 (15)−0.0029 (14)
C150.0291 (19)0.0262 (17)0.0302 (18)−0.0003 (14)−0.0049 (15)−0.0086 (14)
C160.0293 (18)0.0252 (16)0.0260 (18)0.0010 (14)−0.0062 (14)−0.0044 (13)
C170.0255 (18)0.0296 (18)0.039 (2)0.0072 (14)−0.0073 (16)−0.0150 (15)
C180.039 (2)0.067 (3)0.061 (3)0.030 (2)−0.027 (2)−0.037 (2)
C190.055 (3)0.033 (2)0.068 (3)0.0159 (19)−0.035 (2)−0.013 (2)
C200.035 (2)0.038 (2)0.034 (2)−0.0058 (16)−0.0091 (17)−0.0103 (16)
O170.095 (3)0.096 (3)0.055 (2)0.032 (2)−0.021 (2)−0.020 (2)
O180.126 (4)0.135 (4)0.101 (4)−0.010 (3)−0.055 (3)0.049 (3)
O190.211 (7)0.095 (4)0.095 (4)0.009 (4)0.012 (4)−0.016 (3)
O200.281 (10)0.131 (5)0.141 (6)0.019 (6)0.005 (6)−0.014 (4)

Geometric parameters (Å, °)

Co1—O12.033 (2)Co2—O92.031 (2)
Co1—O32.085 (3)Co2—O112.096 (3)
Co1—O72.098 (3)Co2—O162.096 (3)
Co1—O62.103 (3)Co2—O152.101 (3)
Co1—N12.110 (3)Co2—O142.102 (3)
Co1—O82.112 (3)Co2—N22.108 (3)
S1—O41.426 (3)S2—O121.430 (3)
S1—O51.434 (3)S2—O131.437 (4)
S1—O31.461 (3)S2—O111.457 (3)
S1—C91.768 (4)S2—C191.763 (4)
O1—C11.291 (4)O9—C111.286 (4)
O2—C101.222 (5)O10—C201.220 (5)
O6—H6OA0.825 (10)O14—H14B0.819 (10)
O6—H6OB0.820 (10)O14—H14A0.818 (10)
O7—H7OA0.816 (10)O15—H15A0.818 (10)
O7—H7OB0.817 (10)O15—H15B0.815 (10)
O8—H8OA0.827 (10)O16—H16A0.818 (10)
O8—H8OB0.816 (10)O16—H16B0.817 (10)
N1—C71.276 (4)N2—C171.273 (4)
N1—C81.476 (4)N2—C181.478 (5)
C1—C61.429 (5)C11—C161.427 (5)
C1—C21.429 (5)C11—C121.428 (5)
C2—C31.354 (5)C12—C131.357 (5)
C2—H20.9300C12—H120.9300
C3—C41.419 (5)C13—C141.409 (5)
C3—H30.9300C13—H130.9300
C4—C51.380 (5)C14—C151.387 (5)
C4—C101.452 (5)C14—C201.441 (5)
C5—C61.397 (5)C15—C161.400 (5)
C5—H50.9300C15—H150.9300
C6—C71.449 (5)C16—C171.452 (5)
C7—H70.9300C17—H170.9300
C8—C91.523 (6)C18—C191.512 (6)
C8—H8A0.9700C18—H18A0.9700
C8—H8B0.9700C18—H18B0.9700
C9—H9A0.9700C19—H19A0.9700
C9—H9B0.9700C19—H19B0.9700
C10—H100.9300C20—H200.9300
O1—Co1—O3172.70 (11)O9—Co2—O11174.22 (11)
O1—Co1—O791.29 (11)O9—Co2—O1687.25 (12)
O3—Co1—O785.59 (12)O11—Co2—O1687.63 (12)
O1—Co1—O694.61 (11)O9—Co2—O1590.74 (12)
O3—Co1—O691.96 (11)O11—Co2—O1586.58 (12)
O7—Co1—O689.35 (14)O16—Co2—O1590.10 (15)
O1—Co1—N189.11 (10)O9—Co2—O1494.59 (11)
O3—Co1—N194.45 (11)O11—Co2—O1490.52 (12)
O7—Co1—N1176.05 (14)O16—Co2—O14178.13 (12)
O6—Co1—N186.70 (11)O15—Co2—O1489.50 (14)
O1—Co1—O887.77 (11)O9—Co2—N289.28 (10)
O3—Co1—O885.74 (11)O11—Co2—N293.63 (11)
O7—Co1—O891.78 (14)O16—Co2—N292.44 (13)
O6—Co1—O8177.35 (11)O15—Co2—N2177.46 (14)
N1—Co1—O892.17 (11)O14—Co2—N287.96 (12)
O4—S1—O5114.2 (2)O12—S2—O13114.3 (2)
O4—S1—O3112.1 (2)O12—S2—O11111.3 (2)
O5—S1—O3110.4 (2)O13—S2—O11110.9 (2)
O4—S1—C9106.2 (2)O12—S2—C19107.3 (2)
O5—S1—C9107.7 (2)O13—S2—C19107.1 (2)
O3—S1—C9105.58 (17)O11—S2—C19105.44 (17)
C1—O1—Co1130.0 (2)C11—O9—Co2129.9 (2)
S1—O3—Co1131.92 (16)S2—O11—Co2132.74 (17)
Co1—O6—H6OA119 (4)Co2—O14—H14B117 (3)
Co1—O6—H6OB126 (4)Co2—O14—H14A122 (3)
H6OA—O6—H6OB107 (5)H14B—O14—H14A109 (4)
Co1—O7—H7OA138 (4)Co2—O15—H15A126 (6)
Co1—O7—H7OB115 (5)Co2—O15—H15B124 (5)
H7OA—O7—H7OB104 (6)H15A—O15—H15B110 (7)
Co1—O8—H8OA112 (3)Co2—O16—H16A128 (3)
Co1—O8—H8OB112 (3)Co2—O16—H16B127 (4)
H8OA—O8—H8OB112 (5)H16A—O16—H16B105 (5)
C7—N1—C8116.0 (3)C17—N2—C18116.3 (3)
C7—N1—Co1124.5 (2)C17—N2—Co2124.2 (2)
C8—N1—Co1119.3 (2)C18—N2—Co2119.4 (2)
O1—C1—C6123.1 (3)O9—C11—C16123.4 (3)
O1—C1—C2119.5 (3)O9—C11—C12119.5 (3)
C6—C1—C2117.3 (3)C16—C11—C12117.0 (3)
C3—C2—C1122.1 (3)C13—C12—C11122.1 (3)
C3—C2—H2118.9C13—C12—H12118.9
C1—C2—H2118.9C11—C12—H12118.9
C2—C3—C4120.6 (3)C12—C13—C14120.8 (3)
C2—C3—H3119.7C12—C13—H13119.6
C4—C3—H3119.7C14—C13—H13119.6
C5—C4—C3118.1 (3)C15—C14—C13118.4 (3)
C5—C4—C10119.9 (3)C15—C14—C20119.5 (3)
C3—C4—C10121.9 (3)C13—C14—C20122.1 (3)
C4—C5—C6122.9 (3)C14—C15—C16122.2 (3)
C4—C5—H5118.5C14—C15—H15118.9
C6—C5—H5118.5C16—C15—H15118.9
C5—C6—C1118.7 (3)C15—C16—C11119.2 (3)
C5—C6—C7116.4 (3)C15—C16—C17116.3 (3)
C1—C6—C7124.9 (3)C11—C16—C17124.5 (3)
N1—C7—C6127.6 (3)N2—C17—C16128.0 (3)
N1—C7—H7116.2N2—C17—H17116.0
C6—C7—H7116.2C16—C17—H17116.0
N1—C8—C9112.5 (3)N2—C18—C19112.6 (3)
N1—C8—H8A109.1N2—C18—H18A109.1
C9—C8—H8A109.1C19—C18—H18A109.1
N1—C8—H8B109.1N2—C18—H18B109.1
C9—C8—H8B109.1C19—C18—H18B109.1
H8A—C8—H8B107.8H18A—C18—H18B107.8
C8—C9—S1112.6 (3)C18—C19—S2112.4 (3)
C8—C9—H9A109.1C18—C19—H19A109.1
S1—C9—H9A109.1S2—C19—H19A109.1
C8—C9—H9B109.1C18—C19—H19B109.1
S1—C9—H9B109.1S2—C19—H19B109.1
H9A—C9—H9B107.8H19A—C19—H19B107.9
O2—C10—C4125.1 (4)O10—C20—C14125.8 (4)
O2—C10—H10117.5O10—C20—H20117.1
C4—C10—H10117.5C14—C20—H20117.1
O3—Co1—O1—C1−111.7 (7)O11—Co2—O9—C11113.8 (9)
O7—Co1—O1—C1−176.3 (3)O16—Co2—O9—C1186.0 (3)
O6—Co1—O1—C194.2 (3)O15—Co2—O9—C11176.1 (3)
N1—Co1—O1—C17.6 (3)O14—Co2—O9—C11−94.4 (3)
O8—Co1—O1—C1−84.6 (3)N2—Co2—O9—C11−6.5 (3)
O4—S1—O3—Co1−139.7 (2)O12—S2—O11—Co2134.6 (3)
O5—S1—O3—Co191.8 (3)O13—S2—O11—Co2−97.1 (3)
C9—S1—O3—Co1−24.4 (3)C19—S2—O11—Co218.5 (3)
O1—Co1—O3—S1121.5 (7)O9—Co2—O11—S2−115.9 (9)
O7—Co1—O3—S1−173.6 (3)O16—Co2—O11—S2−88.1 (3)
O6—Co1—O3—S1−84.4 (2)O15—Co2—O11—S2−178.4 (3)
N1—Co1—O3—S12.4 (2)O14—Co2—O11—S292.2 (3)
O8—Co1—O3—S194.3 (2)N2—Co2—O11—S24.2 (3)
O1—Co1—N1—C70.2 (3)O9—Co2—N2—C17−0.8 (3)
O3—Co1—N1—C7173.8 (3)O11—Co2—N2—C17−175.8 (3)
O7—Co1—N1—C7−95.6 (18)O16—Co2—N2—C17−88.0 (3)
O6—Co1—N1—C7−94.5 (3)O15—Co2—N2—C1790 (3)
O8—Co1—N1—C787.9 (3)O14—Co2—N2—C1793.8 (3)
O1—Co1—N1—C8174.7 (3)O9—Co2—N2—C18−176.8 (3)
O3—Co1—N1—C8−11.7 (3)O11—Co2—N2—C188.2 (3)
O7—Co1—N1—C878.9 (18)O16—Co2—N2—C1895.9 (3)
O6—Co1—N1—C880.1 (3)O15—Co2—N2—C18−86 (3)
O8—Co1—N1—C8−97.5 (3)O14—Co2—N2—C18−82.2 (3)
Co1—O1—C1—C6−10.9 (5)Co2—O9—C11—C1610.3 (5)
Co1—O1—C1—C2170.5 (2)Co2—O9—C11—C12−170.5 (2)
O1—C1—C2—C3174.6 (3)O9—C11—C12—C13−174.2 (3)
C6—C1—C2—C3−4.1 (5)C16—C11—C12—C135.0 (5)
C1—C2—C3—C4−0.3 (6)C11—C12—C13—C14−0.2 (6)
C2—C3—C4—C53.3 (5)C12—C13—C14—C15−3.6 (5)
C2—C3—C4—C10−175.2 (3)C12—C13—C14—C20175.1 (3)
C3—C4—C5—C6−1.9 (5)C13—C14—C15—C162.6 (5)
C10—C4—C5—C6176.6 (3)C20—C14—C15—C16−176.2 (3)
C4—C5—C6—C1−2.5 (5)C14—C15—C16—C112.3 (5)
C4—C5—C6—C7179.0 (3)C14—C15—C16—C17−178.4 (3)
O1—C1—C6—C5−173.3 (3)O9—C11—C16—C15173.3 (3)
C2—C1—C6—C55.3 (5)C12—C11—C16—C15−5.9 (5)
O1—C1—C6—C75.1 (5)O9—C11—C16—C17−6.0 (5)
C2—C1—C6—C7−176.3 (3)C12—C11—C16—C17174.8 (3)
C8—N1—C7—C6−179.4 (3)C18—N2—C17—C16−179.5 (4)
Co1—N1—C7—C6−4.7 (5)Co2—N2—C17—C164.4 (5)
C5—C6—C7—N1−178.4 (3)C15—C16—C17—N2178.9 (3)
C1—C6—C7—N13.1 (6)C11—C16—C17—N2−1.9 (6)
C7—N1—C8—C9−135.3 (3)C17—N2—C18—C19134.9 (4)
Co1—N1—C8—C949.7 (4)Co2—N2—C18—C19−48.8 (4)
N1—C8—C9—S1−80.4 (4)N2—C18—C19—S281.6 (4)
O4—S1—C9—C8−177.7 (3)O12—S2—C19—C18179.6 (3)
O5—S1—C9—C8−54.9 (3)O13—S2—C19—C1856.5 (4)
O3—S1—C9—C863.1 (3)O11—S2—C19—C18−61.7 (4)
C5—C4—C10—O2179.9 (3)C15—C14—C20—O10−179.3 (3)
C3—C4—C10—O2−1.7 (6)C13—C14—C20—O102.0 (6)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O6—H6OA···O2i0.83 (1)1.95 (1)2.772 (4)171 (5)
O6—H6OB···O9ii0.82 (1)1.95 (2)2.739 (3)163 (5)
O7—H7OA···O130.82 (1)2.45 (3)3.194 (6)153 (5)
O7—H7OB···O200.82 (1)2.12 (3)2.877 (9)155 (7)
O8—H8OA···O170.83 (1)1.92 (1)2.742 (5)170 (4)
O8—H8OB···O5iii0.82 (1)2.00 (1)2.807 (4)173 (5)
O14—H14A···O10.82 (1)1.94 (2)2.732 (3)163 (5)
O14—H14B···O10iv0.82 (1)1.97 (1)2.784 (4)175 (5)
O15—H15B···O5iii0.82 (1)2.28 (4)3.012 (5)150 (7)
O15—H15A···O190.82 (1)2.17 (5)2.831 (7)138 (7)
O16—H16A···O180.82 (1)1.88 (1)2.691 (5)175 (4)
O16—H16B···O13iii0.82 (1)1.95 (2)2.748 (5)167 (6)

Symmetry codes: (i) −x+1, −y, −z+1; (ii) x−1, y, z; (iii) x+1, y, z; (iv) −x+2, −y+1, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5026).

References

  • Casella, L. & Gullotti, M. (1981). J. Am. Chem. Soc.103, 6338–6347.
  • Casella, L. & Gullotti, M. (1986). Inorg. Chem.25, 1293–1303.
  • Jiang, Y.-M., Zeng, J.-L. & Yu, K.-B. (2004). Acta Cryst. C60, m543–m545. [PubMed]
  • Jiang, Y. M., Zhang, S. H., Xu, Q. & Xiao, Y. (2003). Acta Chim. Sin.61, 573–577.
  • Li, J.-X., Jiang, Y.-M. & Li, H.-Y. (2006). Acta Cryst. E62, m2984–m2986.
  • Li, J.-M., Jiang, Y.-M., Li, C.-Z. & Zhang, S.-H. (2007). Acta Cryst. E63, m447–m449.
  • Liu, Z. M., Jiang, Y. M. & Cai, J. H. (2005). Chin. J. Inorg. Chem.21, 733–735.
  • Qin, X. Y., Jiang, Y. M., Zhang, S. H. & Ma, Q. Q. (2008). Chin. J. Struct. Chem.27, 205–209.
  • Roth, J. R., Lawrence, J. G., Rubenfield, M., Kieffer-Higgins, S. & Church, G. M. (1993). J. Bacteriol.175, 3303–3316. [PMC free article] [PubMed]
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Siemens (1994). XSCANS Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.
  • Wang, Z., Wu, Z., Yen, Z., Le, Z., Zhu, X. & Huang, Q. (1994). Synth. React. Inorg. Met.-Org. Chem.24, 1453–1460.
  • Westrip, S. P. (2009). publCIF. In preparation.
  • Zeng, J.-L., Jiang, Y.-M. & Yu, K.-B. (2003). Acta Cryst. E59, m1137–m1139.
  • Zhang, S.-H., Jiang, Y.-M. & Yu, K.-B. (2005). Acta Cryst. E61, m209–m211.
  • Zhang, S. H., Jiang, Y. M. & Zhou, Z. Y. (2004). Chin. J. Chem.22, 1303–1307.

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography