metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 5| May 2011| Pages m558-m559

Poly[[μ-aqua-bis­­(μ-4,4′-bi­pyridine-κ2N:N′)bis­­(μ-3-hy­dr­oxy­adamantane-1-carboxyl­ato-κ2O:O′)bis­­(3-hy­dr­oxy­adamantane-1-carboxyl­ato-κO)dicobalt(II)] hepta­hydrate]

aCollege of Chemistry and Life Science, Zhejiang Normal University, Jinhua 321004, Zhejiang, People's Republic of China, and bZhejiang Normal University Xingzhi College, Jinhua, Zhejiang 321004, People's Republic of China
*Correspondence e-mail: sky53@zjnu.cn

(Received 17 March 2011; accepted 4 April 2011; online 7 April 2011)

The title coordination compound, {[Co(C11H15O3)4(C10H8N2)2(H2O)]·7H2O}n, consists of a pair of CoII atoms, four 3-hy­droxy­adamantane-1-carboxyl­ate anions (L), one water mol­ecule, two bridging 4,4′-bipyridine (4,4′-bpy) ligands and seven uncoordinated water mol­ecules. Both of the CoII ions are coordinated in a distorted octa­hedral geometry. Four L ligands bind to each pair of CoII atoms in a plane, two of which bridge the two CoII atoms as bidentate groups while the other two coordinate to a single CoII atom in a monodentate mode. Two half-mol­ecules of 4,4′-bipyridine coordinate the CoII atoms from the upside and underside. The packing features extensice O—H⋯O hydrogen bonding.

Related literature

For a related nickel complex, see: Hu et al. (2011[Hu, X.-C., Zhao, G.-L., Liu, J.-F., Bian, Y.-Y. & Kong, L.-C. (2011). Asian J. Chem. 23, 713-716.]). For other complexes based on adamantane-1-carboxylic acid, see: Milios et al. (2007[Milios, C. J., Inglis, R. & Bagai, R. (2007). Chem. Commun. 33, 3476-3478.]); Korlyukov et al. (2008[Korlyukov, A. A., Komissarov, E. A. & Antipin, M. Y. (2008). J. Mol. Struct. 875, 135-142.]); Zhu et al. (2005[Zhu, Z.-L., Feng, Y.-L., Lin, H. & Chin, J. (2005). Rare Earth Soc. 23, 641-644.]).

[Scheme 1]

Experimental

Crystal data
  • [Co(C11H15O3)4(C10H8N2)2(H2O)]·7H2O

  • Mr = 1355.28

  • Monoclinic, P c

  • a = 12.0201 (3) Å

  • b = 20.7463 (5) Å

  • c = 17.6353 (3) Å

  • β = 132.806 (1)°

  • V = 3226.45 (12) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.59 mm−1

  • T = 296 K

  • 0.20 × 0.13 × 0.04 mm

Data collection
  • Bruker APEXII area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.909, Tmax = 0.979

  • 42213 measured reflections

  • 11001 independent reflections

  • 9720 reflections with I > 2σ(I)

  • Rint = 0.050

Refinement
  • R[F2 > 2σ(F2)] = 0.035

  • wR(F2) = 0.083

  • S = 1.03

  • 11001 reflections

  • 797 parameters

  • 27 restraints

  • H-atom parameters constrained

  • Δρmax = 0.33 e Å−3

  • Δρmin = −0.34 e Å−3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 5293 Friedel pairs

  • Flack parameter: −0.003 (9)

Table 1
Selected bond lengths (Å)

Co1—O7 2.019 (2)
Co1—O11 2.068 (2)
Co1—O5 2.1277 (19)
Co1—N1 2.145 (2)
Co1—O1W 2.1603 (18)
Co1—N4 2.161 (2)
Co2—O4 2.022 (2)
Co2—O2 2.072 (2)
Co2—O8 2.110 (2)
Co2—N2 2.154 (2)
Co2—O1W 2.1813 (19)
Co2—N3 2.198 (2)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O1W—H1WA⋯O1 0.85 1.78 2.623 (3) 168
O1W—H1WA⋯O2 0.85 2.56 2.968 (3) 111
O1W—H1WB⋯O10 0.95 1.69 2.623 (3) 164
O3W—H3WA⋯O5W 0.85 2.01 2.844 (5) 166
O3W—H3WB⋯O8W 0.85 2.12 2.973 (5) 179
O12—H12A⋯O4W 0.82 2.03 2.836 (4) 170
O6W—H6WA⋯O2W 0.85 2.08 2.865 (8) 154
O6—H6C⋯O8W 0.82 2.10 2.923 (4) 180
O6W—H6WB⋯O7W 0.85 2.08 2.920 (7) 167
O7W—H7WB⋯O5 0.85 2.07 2.794 (3) 143
O7W—H7WA⋯O11 0.85 2.12 2.908 (3) 155
O3—H3C⋯O6i 0.82 2.07 2.884 (4) 176
O9—H9B⋯O7Wii 0.82 2.04 2.864 (4) 178
O2W—H2WA⋯O3iii 0.85 2.03 2.881 (6) 179
O4W—H4WA⋯O8iv 0.84 2.10 2.943 (3) 176
O4W—H4WB⋯O1iv 0.82 2.09 2.843 (4) 152
O5W—H5WA⋯O12v 0.85 2.00 2.849 (4) 180
O5W—H5WB⋯O9vi 0.85 2.11 2.927 (4) 163
O8W—H8WA⋯O1vii 0.83 2.08 2.882 (4) 163
O8W—H8WB⋯O10vii 0.85 2.01 2.857 (4) 173
O2W—H2WA⋯O3iii 0.85 2.03 2.881 (6) 179
Symmetry codes: (i) x-1, y, z-1; (ii) x+1, y, z; (iii) [x, -y-1, z+{\script{1\over 2}}]; (iv) x-1, y, z; (v) [x+1, -y-2, z+{\script{1\over 2}}]; (vi) [x, -y-2, z+{\script{1\over 2}}]; (vii) x+1, y, z+1.

Data collection: APEX2 (Bruker, 2006[Bruker (2006). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2006[Bruker (2006). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97.

Supporting information


Comment top

The fascinating structures of adamantane-1- carboxylic acid complexes coupled with their special functionality have attracted a great deal of interest (Zhu et al., 2005; Milios et al., 2007; Korlyukov et al., 2008). Recently, we reported the structure of a nickel complex with 3-hydroxyadamantane-1-carboxylic acid and 4,4'-bpy (Hu et al., 2011). As an extension of our work in this field, we describe a new CoII complex.

The structure of the Co complex is shown in Fig. 1. It is constructed by a central cobalt unit, and each unit consists of a pair of CoII centers, four 3- hydroxy-adamantane-1-carboxylic acid anions (L), one water molecule, two bridging 4,4'-bpy ligands and seven uncoordinated water molecules. Four L ligands bind to each pair of CoII center in a plane, two of which bridge the two CoII centers as bidentate bridging ligands, while the other two coordinate to a single CoII center in monodentate mode. Two half parts of 4,4' -bipyridine coordinate Co(1) and Co(2) from the upside and underside. One coordinated water molecule bridges the Co(1) and Co(2) with a similar bond length [Co(1)—O(1W) = 2.160 (3)Å, Co(2)—O(1W) = 2.181 (6)Å]. The structure demonstrates that both of the CoII ions coordinate in a distorted octahedral geometry. The Co—O (from carboxylic and water oxygen) distances are all within the range 2.019 (2)-2.127 (3)Å, and the Co—N distances range from 2.145 (2)-2.198 (3)Å. The selected bond lengths and angles for the complex are listed in Table 1.

The binuclear unit is further supported by hydrogen bonding interactions involving the non-coordinated oxygen atoms of the two monodentate L ligands, one bridging water molecule and seven uncoordinated water molecules. The hydrogen bonds are listed in Table 2.

Related literature top

For a related nickel complex, see: Hu et al. (2011). For other adamantane-1-carboxylic acid complexes see: Milios et al. (2007); Korlyukov et al. (2008); Zhu et al. (2005).

Experimental top

Reagents and solvents used were of commercially available quality and without purified before using. A mixture of 3-hydroxyadamantane-1-carboxylic acid (0.3924 g, 2 mmol), CoSO4.7H2O (0.2811 g, 1 mmol), 4,4'-bipyridine (0.1562 g, 1 mmol) and water (16 ml) was sealed in a 25 ml stainless steel reactor with a Teflon liner and heated at 160 K for 2 d and then cooled to room temperature over 3 d. The resulting pink crystals suitable for X-ray diffraction were obtained and collected by filtration, washed with water, and evaporated in air for one month.

Refinement top

The structure was solved by direct methods and successive Fourier difference synthesis. The H atoms bonded to C atoms were positioned geometrically and refined using a riding model [aliphatic C—H =0.96 Å (Uiso(H) = 1.5Ueq(C)), aromatic C—H = 0.93 Å (Uiso(H) = 1.2Ueq(C))]. H atoms bonded to O atoms were located in difference Fourier maps and refined with O—H distance restraints of 0.83 (2) and Uiso(H) = 1.5Ueq(O).

Computing details top

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); 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: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of the title complex, showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 30% probability level.
Poly[[µ-aqua-bis(µ-4,4'-bipyridine-κ2N:N')bis(µ-3- hydroxyadamantane-1-carboxylato-κ2O:O')bis(3- hydroxyadamantane-1-carboxylato-κO)dicobalt(II)] heptahydrate] top
Crystal data top
[Co(C11H15O3)4(C10H8N2)2(H2O)]·7H2OF(000) = 1436
Mr = 1355.28Dx = 1.395 Mg m3
Monoclinic, PcMo Kα radiation, λ = 0.71073 Å
Hall symbol: P -2ycCell parameters from 8372 reflections
a = 12.0201 (3) Åθ = 1.9–25.0°
b = 20.7463 (5) ŵ = 0.59 mm1
c = 17.6353 (3) ÅT = 296 K
β = 132.806 (1)°Block, red
V = 3226.45 (12) Å30.20 × 0.13 × 0.04 mm
Z = 2
Data collection top
Bruker APEXII area-detector
diffractometer
11001 independent reflections
Radiation source: fine-focus sealed tube9720 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.050
ϕ and ω scansθmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1414
Tmin = 0.909, Tmax = 0.979k = 2424
42213 measured reflectionsl = 2020
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.035 w = 1/[σ2(Fo2) + (0.0422P)2 + 0.0362P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.083(Δ/σ)max = 0.001
S = 1.03Δρmax = 0.33 e Å3
11001 reflectionsΔρmin = 0.34 e Å3
797 parametersExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
27 restraintsExtinction coefficient: 0.0005 (2)
Primary atom site location: structure-invariant direct methodsAbsolute structure: Flack (1983), 5293 Friedel pairs
Secondary atom site location: difference Fourier mapAbsolute structure parameter: 0.003 (9)
Crystal data top
[Co(C11H15O3)4(C10H8N2)2(H2O)]·7H2OV = 3226.45 (12) Å3
Mr = 1355.28Z = 2
Monoclinic, PcMo Kα radiation
a = 12.0201 (3) ŵ = 0.59 mm1
b = 20.7463 (5) ÅT = 296 K
c = 17.6353 (3) Å0.20 × 0.13 × 0.04 mm
β = 132.806 (1)°
Data collection top
Bruker APEXII area-detector
diffractometer
11001 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
9720 reflections with I > 2σ(I)
Tmin = 0.909, Tmax = 0.979Rint = 0.050
42213 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.035H-atom parameters constrained
wR(F2) = 0.083Δρmax = 0.33 e Å3
S = 1.03Δρmin = 0.34 e Å3
11001 reflectionsAbsolute structure: Flack (1983), 5293 Friedel pairs
797 parametersAbsolute structure parameter: 0.003 (9)
27 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
xyzUiso*/Ueq
Co10.18916 (3)0.826639 (16)0.11759 (2)0.01865 (10)
Co20.05072 (3)0.673840 (16)0.11470 (2)0.01938 (10)
O10.2061 (3)0.73886 (10)0.11757 (16)0.0340 (5)
O1W0.2231 (2)0.74854 (9)0.02265 (14)0.0232 (4)
H1WA0.21920.75140.02370.035*
H1WB0.33100.74520.02710.035*
O20.0600 (2)0.66001 (9)0.00587 (15)0.0289 (5)
O30.5154 (3)0.55673 (13)0.4035 (2)0.0745 (10)
H3C0.56660.57950.39910.112*
O40.0446 (3)0.68089 (9)0.23185 (16)0.0301 (5)
O50.1817 (2)0.76186 (9)0.21450 (15)0.0279 (5)
O60.3178 (3)0.64086 (13)0.6193 (2)0.0615 (7)
H6C0.36070.67440.65110.092*
O70.0395 (2)0.82268 (9)0.21983 (16)0.0285 (5)
O80.1188 (2)0.74459 (9)0.17905 (16)0.0305 (5)
O90.5482 (3)0.90783 (12)0.2854 (2)0.0515 (7)
H9B0.55530.88060.25520.077*
O100.5180 (2)0.75975 (10)0.10005 (17)0.0389 (6)
O110.4217 (2)0.83275 (9)0.02313 (15)0.0277 (5)
O120.8771 (3)0.92293 (10)0.04898 (17)0.0371 (5)
H12A0.89200.89230.02730.056*
N10.1695 (3)0.90216 (11)0.20915 (18)0.0246 (5)
N20.1235 (3)0.60113 (12)0.19921 (18)0.0266 (6)
C10.1645 (4)0.64664 (14)0.1779 (2)0.0261 (6)
C20.1469 (5)0.68941 (16)0.2403 (3)0.0413 (9)
H2A0.04370.70550.19550.050*
H2B0.21480.72610.26820.050*
C30.3278 (4)0.62070 (15)0.2504 (2)0.0361 (8)
H3A0.39810.65640.27820.043*
H3B0.33960.59330.21170.043*
C40.0565 (4)0.58952 (15)0.1341 (2)0.0323 (7)
H4A0.04720.60490.08890.039*
H4B0.06590.56250.09380.039*
C50.3645 (4)0.58258 (16)0.3382 (3)0.0453 (9)
C60.3459 (6)0.62580 (18)0.3992 (3)0.0612 (13)
H6A0.41500.66200.42780.073*
H6B0.37010.60170.45590.073*
C70.1839 (6)0.65009 (18)0.3284 (3)0.0547 (11)
H70.17220.67740.36800.066*
C80.0745 (5)0.59261 (18)0.2831 (3)0.0564 (11)
H8A0.02930.60800.23780.068*
H8B0.09550.56800.33840.068*
C90.0944 (4)0.55008 (16)0.2228 (3)0.0393 (8)
H9A0.02510.51330.19420.047*
C100.2565 (5)0.52564 (16)0.2942 (3)0.0471 (10)
H10A0.27940.50080.35000.057*
H10B0.26870.49780.25610.057*
C110.1398 (3)0.68428 (14)0.0934 (2)0.0261 (7)
C120.0568 (3)0.68948 (13)0.3591 (2)0.0246 (6)
C130.1157 (4)0.68060 (15)0.4456 (2)0.0331 (7)
H13A0.16550.72200.46300.040*
H13B0.15110.65250.42180.040*
C140.1329 (4)0.62352 (14)0.3347 (2)0.0326 (7)
H14A0.10150.59460.30900.039*
H14B0.24210.62840.28120.039*
C150.1095 (4)0.73446 (15)0.3991 (3)0.0358 (8)
H15A0.21860.74010.34610.043*
H15B0.06240.77640.41540.043*
C160.1570 (4)0.65150 (17)0.5415 (2)0.0392 (8)
C170.0811 (5)0.58674 (16)0.5150 (3)0.0463 (9)
H17A0.11530.55800.49100.056*
H17B0.10860.56790.57620.056*
C180.0896 (4)0.59461 (16)0.4315 (3)0.0417 (8)
H18A0.13840.55250.41480.050*
C190.1445 (5)0.64023 (18)0.4689 (3)0.0487 (10)
H19A0.12130.62200.52890.058*
H19B0.25350.64590.41480.058*
C200.0654 (4)0.70500 (17)0.4965 (3)0.0422 (9)
H200.09850.73390.52190.051*
C210.1039 (5)0.69680 (18)0.5792 (3)0.0466 (9)
H21A0.15300.73840.59620.056*
H21B0.13160.67930.64120.056*
C220.0982 (3)0.71336 (13)0.2607 (2)0.0236 (6)
C230.3031 (3)0.81885 (13)0.3131 (2)0.0248 (6)
C240.3128 (4)0.87058 (18)0.3799 (3)0.0400 (8)
H24A0.28620.85180.41620.048*
H24B0.24170.90510.33620.048*
C250.4151 (4)0.76443 (16)0.3829 (3)0.0400 (8)
H25A0.38820.74420.41820.048*
H25B0.41110.73200.34150.048*
C260.3478 (3)0.85009 (15)0.2583 (2)0.0292 (7)
H26A0.27720.88450.21380.035*
H26B0.34200.81830.21550.035*
C270.5082 (4)0.87722 (16)0.3367 (3)0.0362 (8)
C280.5163 (4)0.92747 (17)0.4023 (3)0.0472 (9)
H28A0.44740.96260.35890.057*
H28B0.61830.94490.45230.057*
C290.4742 (4)0.8976 (2)0.4580 (3)0.0520 (9)
H290.47970.93060.50020.062*
C300.5839 (5)0.8432 (2)0.5278 (3)0.0640 (11)
H30A0.55700.82420.56370.077*
H30B0.68620.86010.57900.077*
C310.5765 (4)0.79274 (18)0.4627 (3)0.0478 (9)
H310.64810.75810.50780.057*
C320.6190 (4)0.82253 (16)0.4058 (3)0.0422 (9)
H32A0.61420.79000.36420.051*
H32B0.72180.83910.45540.051*
C330.1416 (3)0.79277 (13)0.2320 (2)0.0241 (6)
C340.6859 (3)0.84038 (13)0.1254 (2)0.0235 (6)
C350.6842 (4)0.89964 (15)0.1771 (2)0.0324 (7)
H35A0.67040.88600.22290.039*
H35B0.60030.92760.12470.039*
C360.7108 (3)0.86335 (14)0.0550 (2)0.0257 (6)
H36A0.62750.89100.00140.031*
H36B0.71230.82640.02200.031*
C370.8186 (3)0.79611 (15)0.2094 (2)0.0309 (7)
H37A0.82090.75870.17740.037*
H37B0.80500.78120.25470.037*
C380.8593 (3)0.90004 (14)0.1166 (2)0.0278 (7)
C390.8548 (4)0.95843 (15)0.1668 (3)0.0369 (8)
H39A0.77160.98650.11380.044*
H39B0.94850.98260.20560.044*
C400.8339 (4)0.93638 (16)0.2387 (2)0.0364 (8)
H400.83170.97420.27100.044*
C410.9649 (4)0.89244 (17)0.3230 (2)0.0427 (9)
H41A1.06010.91570.36340.051*
H41B0.95150.87880.36890.051*
C420.9686 (4)0.83328 (16)0.2722 (3)0.0362 (8)
H421.05300.80510.32580.043*
C430.9907 (4)0.85626 (16)0.2007 (2)0.0348 (8)
H43A0.99530.81940.16910.042*
H43B1.08560.87960.24040.042*
C440.5320 (3)0.80707 (14)0.0634 (2)0.0249 (6)
C450.1753 (3)0.98457 (13)0.3330 (2)0.0235 (6)
C460.2750 (4)0.99210 (14)0.2260 (2)0.0300 (7)
H460.34591.02530.19370.036*
C470.2686 (4)0.95060 (14)0.1684 (2)0.0297 (7)
H470.33700.95660.09720.036*
C480.0689 (3)0.89626 (14)0.3128 (2)0.0261 (7)
H480.00450.86420.34350.031*
C490.0695 (4)0.93522 (14)0.3752 (2)0.0289 (7)
H490.00140.92860.44630.035*
C500.3717 (3)0.51750 (14)0.3291 (2)0.0284 (7)
C510.3417 (4)0.55068 (19)0.2489 (3)0.0502 (10)
H510.40450.54500.23620.060*
C520.2213 (4)0.59158 (18)0.1883 (3)0.0462 (10)
H520.20680.61400.13660.055*
C530.1483 (4)0.56755 (15)0.2740 (2)0.0327 (7)
H530.08080.57270.28280.039*
C540.2680 (4)0.52567 (16)0.3389 (3)0.0366 (8)
H540.27890.50300.38910.044*
O2W0.6463 (7)0.5698 (2)0.0516 (5)0.164 (2)
H2WA0.60710.53260.06500.246*
H2WB0.72270.56270.04450.246*
O3W0.2700 (5)0.8634 (2)0.5795 (3)0.1280 (17)
H3WA0.27570.90380.58950.192*
H3WB0.32700.83370.62290.192*
O4W0.9266 (4)0.80714 (16)0.0099 (2)0.0814 (11)
H4WA0.91200.78730.05790.122*
H4WB1.01510.79790.04060.122*
O5W0.3392 (4)0.99676 (14)0.6252 (3)0.0951 (12)
H5WA0.27461.02060.57310.143*
H5WB0.39251.02960.66060.143*
O6W0.6353 (11)0.7012 (3)0.1063 (9)0.269 (5)
H6WA0.60730.66390.10510.403*
H6WB0.56970.73120.13790.403*
O7W0.4278 (3)0.80967 (14)0.1829 (2)0.0584 (7)
H7WA0.45510.81860.12520.088*
H7WB0.34550.78870.21670.088*
O8W0.4710 (3)0.76040 (14)0.7329 (2)0.0656 (8)
H8WA0.56340.75860.76720.098*
H8WB0.46670.75830.77930.098*
C620.0705 (4)0.97459 (15)0.0048 (2)0.0336 (8)
H620.01181.00230.03790.040*
C650.2990 (4)0.93054 (16)0.1448 (2)0.0354 (8)
H650.37720.92770.21620.042*
N40.1940 (3)0.89317 (11)0.02111 (18)0.0241 (5)
C630.0812 (4)0.93489 (14)0.0621 (2)0.0317 (7)
H630.00520.93730.13380.038*
C640.3012 (4)0.89177 (15)0.0822 (2)0.0322 (7)
H640.38150.86310.11360.039*
C610.1825 (3)0.97326 (13)0.1024 (2)0.0232 (6)
C560.4934 (3)0.52461 (14)0.0996 (2)0.0283 (7)
C570.3573 (4)0.51075 (15)0.0728 (2)0.0332 (7)*
H570.34970.47450.10010.040*
C580.2339 (4)0.55035 (14)0.0060 (2)0.0310 (7)*
H580.14440.54000.01030.037*
C590.3642 (4)0.61572 (14)0.0135 (2)0.0310 (7)
H590.36680.65120.04450.037*
N30.2360 (3)0.60329 (12)0.03679 (19)0.0276 (6)*
C600.4943 (4)0.57922 (15)0.0539 (3)0.0337 (7)
H600.58200.59100.06880.040*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0187 (2)0.01868 (19)0.01874 (19)0.00078 (17)0.01282 (17)0.00001 (17)
Co20.0197 (2)0.0191 (2)0.01956 (19)0.00031 (17)0.01342 (18)0.00082 (16)
O10.0428 (14)0.0279 (11)0.0310 (12)0.0062 (10)0.0249 (12)0.0014 (9)
O1W0.0227 (11)0.0233 (10)0.0239 (11)0.0015 (8)0.0159 (10)0.0009 (8)
O20.0312 (12)0.0312 (11)0.0219 (11)0.0045 (9)0.0172 (10)0.0002 (9)
O30.0470 (18)0.0617 (18)0.0592 (18)0.0066 (14)0.0140 (15)0.0329 (15)
O40.0416 (13)0.0282 (11)0.0295 (11)0.0097 (10)0.0277 (11)0.0039 (9)
O50.0325 (12)0.0257 (11)0.0336 (12)0.0083 (9)0.0257 (11)0.0099 (9)
O60.0421 (15)0.0726 (18)0.0327 (13)0.0114 (15)0.0107 (12)0.0036 (14)
O70.0195 (11)0.0328 (11)0.0307 (11)0.0002 (9)0.0160 (10)0.0032 (9)
O80.0308 (12)0.0269 (11)0.0384 (12)0.0089 (9)0.0254 (11)0.0121 (9)
O90.0438 (16)0.0522 (15)0.0649 (17)0.0106 (12)0.0394 (15)0.0018 (13)
O100.0246 (12)0.0369 (12)0.0409 (13)0.0022 (10)0.0167 (11)0.0126 (10)
O110.0169 (11)0.0359 (12)0.0229 (11)0.0037 (9)0.0106 (10)0.0019 (9)
O120.0353 (13)0.0365 (12)0.0464 (14)0.0009 (10)0.0305 (12)0.0063 (10)
N10.0266 (14)0.0243 (13)0.0238 (13)0.0006 (11)0.0174 (12)0.0034 (10)
N20.0252 (14)0.0268 (13)0.0275 (13)0.0032 (11)0.0177 (12)0.0040 (10)
C10.0342 (18)0.0242 (15)0.0242 (15)0.0015 (13)0.0216 (15)0.0020 (12)
C20.067 (3)0.0292 (17)0.044 (2)0.0056 (16)0.045 (2)0.0056 (15)
C30.036 (2)0.0315 (17)0.0324 (18)0.0052 (14)0.0202 (17)0.0011 (14)
C40.0381 (19)0.0305 (16)0.0292 (16)0.0084 (14)0.0232 (16)0.0017 (13)
C50.043 (2)0.0400 (19)0.0305 (18)0.0030 (16)0.0158 (18)0.0095 (15)
C60.094 (4)0.045 (2)0.0278 (19)0.028 (2)0.035 (2)0.0082 (17)
C70.098 (4)0.039 (2)0.053 (2)0.010 (2)0.062 (3)0.0080 (18)
C80.089 (3)0.048 (2)0.065 (3)0.013 (2)0.065 (3)0.000 (2)
C90.058 (2)0.0282 (17)0.040 (2)0.0135 (16)0.036 (2)0.0022 (14)
C100.067 (3)0.0289 (18)0.0375 (19)0.0088 (17)0.032 (2)0.0000 (15)
C110.0248 (16)0.0275 (16)0.0250 (16)0.0033 (13)0.0165 (14)0.0028 (13)
C120.0302 (17)0.0249 (15)0.0242 (15)0.0014 (12)0.0206 (14)0.0010 (12)
C130.0345 (19)0.0339 (17)0.0313 (17)0.0018 (14)0.0226 (16)0.0043 (14)
C140.0343 (19)0.0327 (16)0.0298 (16)0.0027 (14)0.0214 (16)0.0004 (14)
C150.049 (2)0.0353 (17)0.0368 (18)0.0120 (16)0.0348 (18)0.0041 (14)
C160.037 (2)0.0433 (19)0.0268 (17)0.0096 (16)0.0172 (17)0.0050 (14)
C170.063 (3)0.0385 (19)0.0333 (19)0.0163 (18)0.031 (2)0.0105 (15)
C180.058 (2)0.0347 (18)0.044 (2)0.0024 (17)0.039 (2)0.0033 (16)
C190.063 (3)0.055 (2)0.047 (2)0.002 (2)0.044 (2)0.0078 (18)
C200.062 (3)0.0419 (19)0.040 (2)0.0137 (18)0.041 (2)0.0054 (16)
C210.063 (3)0.047 (2)0.0292 (18)0.0060 (19)0.031 (2)0.0050 (16)
C220.0239 (16)0.0213 (15)0.0247 (15)0.0039 (12)0.0161 (14)0.0024 (12)
C230.0180 (15)0.0272 (15)0.0254 (15)0.0021 (12)0.0132 (14)0.0010 (12)
C240.0225 (18)0.053 (2)0.0374 (19)0.0117 (15)0.0174 (16)0.0223 (16)
C250.0272 (18)0.0415 (19)0.0377 (19)0.0077 (15)0.0167 (16)0.0140 (15)
C260.0225 (16)0.0258 (15)0.0354 (17)0.0011 (13)0.0181 (15)0.0008 (13)
C270.0261 (18)0.0367 (18)0.0412 (19)0.0044 (14)0.0210 (16)0.0006 (15)
C280.0268 (19)0.043 (2)0.053 (2)0.0088 (16)0.0199 (18)0.0149 (17)
C290.031 (2)0.073 (2)0.041 (2)0.0169 (15)0.0205 (17)0.0334 (16)
C300.028 (2)0.113 (3)0.029 (2)0.0103 (18)0.0104 (18)0.0049 (19)
C310.0221 (18)0.058 (2)0.038 (2)0.0062 (17)0.0102 (17)0.0157 (18)
C320.0204 (18)0.047 (2)0.050 (2)0.0020 (15)0.0205 (18)0.0021 (17)
C330.0251 (16)0.0262 (16)0.0230 (15)0.0024 (13)0.0170 (14)0.0006 (12)
C340.0164 (15)0.0244 (15)0.0234 (15)0.0025 (12)0.0110 (14)0.0015 (12)
C350.0280 (18)0.0361 (17)0.0325 (17)0.0032 (14)0.0203 (16)0.0045 (14)
C360.0212 (15)0.0255 (15)0.0268 (15)0.0012 (12)0.0149 (14)0.0022 (12)
C370.0239 (17)0.0332 (17)0.0303 (16)0.0055 (13)0.0164 (15)0.0093 (14)
C380.0249 (17)0.0269 (15)0.0310 (16)0.0019 (13)0.0188 (15)0.0022 (13)
C390.0311 (19)0.0265 (17)0.043 (2)0.0076 (14)0.0209 (17)0.0043 (14)
C400.0283 (18)0.0391 (19)0.0359 (18)0.0050 (15)0.0194 (17)0.0127 (15)
C410.033 (2)0.057 (2)0.0266 (17)0.0107 (17)0.0158 (17)0.0088 (16)
C420.0223 (17)0.043 (2)0.0288 (17)0.0050 (14)0.0118 (15)0.0093 (14)
C430.0208 (17)0.0376 (18)0.0395 (19)0.0018 (14)0.0179 (16)0.0049 (15)
C440.0252 (17)0.0250 (15)0.0275 (16)0.0011 (12)0.0191 (15)0.0036 (12)
C450.0248 (16)0.0217 (14)0.0258 (15)0.0042 (12)0.0179 (14)0.0038 (12)
C460.0323 (18)0.0286 (16)0.0259 (16)0.0083 (14)0.0185 (15)0.0005 (13)
C470.0357 (19)0.0273 (16)0.0245 (15)0.0058 (14)0.0198 (15)0.0037 (13)
C480.0232 (17)0.0274 (16)0.0231 (15)0.0038 (12)0.0139 (14)0.0012 (12)
C490.0264 (17)0.0314 (16)0.0227 (15)0.0022 (13)0.0142 (14)0.0013 (13)
C500.0270 (17)0.0271 (16)0.0301 (16)0.0085 (13)0.0190 (15)0.0067 (13)
C510.045 (2)0.074 (3)0.052 (2)0.031 (2)0.041 (2)0.028 (2)
C520.045 (2)0.063 (2)0.048 (2)0.0255 (19)0.039 (2)0.0270 (18)
C530.0327 (19)0.0345 (17)0.0397 (18)0.0089 (14)0.0281 (17)0.0109 (14)
C540.041 (2)0.0356 (18)0.0417 (19)0.0123 (15)0.0311 (18)0.0161 (15)
O2W0.208 (6)0.139 (4)0.255 (7)0.038 (4)0.201 (6)0.017 (4)
O3W0.132 (4)0.086 (3)0.088 (3)0.018 (3)0.043 (3)0.019 (2)
O4W0.087 (3)0.105 (2)0.0473 (17)0.057 (2)0.0440 (19)0.0155 (16)
O5W0.087 (3)0.0534 (18)0.070 (2)0.0074 (18)0.024 (2)0.0078 (17)
O6W0.345 (12)0.100 (4)0.489 (14)0.071 (6)0.334 (11)0.063 (7)
O7W0.0445 (16)0.093 (2)0.0468 (15)0.0228 (15)0.0346 (14)0.0213 (15)
O8W0.0486 (17)0.0765 (19)0.0436 (15)0.0128 (15)0.0202 (14)0.0047 (14)
C620.0373 (19)0.0310 (16)0.0268 (16)0.0118 (14)0.0195 (16)0.0019 (13)
C650.0325 (19)0.0429 (19)0.0243 (16)0.0039 (15)0.0167 (15)0.0065 (14)
N40.0275 (14)0.0235 (12)0.0235 (13)0.0001 (10)0.0181 (12)0.0011 (10)
C630.0352 (19)0.0324 (17)0.0213 (15)0.0094 (14)0.0168 (15)0.0023 (13)
C640.0290 (18)0.0368 (18)0.0261 (16)0.0053 (14)0.0168 (15)0.0017 (14)
C610.0290 (17)0.0210 (14)0.0253 (16)0.0024 (12)0.0208 (15)0.0014 (12)
C560.0267 (17)0.0309 (16)0.0265 (16)0.0093 (13)0.0177 (15)0.0048 (13)
C590.0330 (18)0.0267 (16)0.0395 (18)0.0053 (14)0.0272 (16)0.0080 (14)
C600.0278 (18)0.0348 (18)0.0412 (18)0.0043 (14)0.0245 (16)0.0078 (15)
Geometric parameters (Å, º) top
Co1—O72.019 (2)C26—C271.525 (4)
Co1—O112.068 (2)C26—H26A0.9700
Co1—O52.1277 (19)C26—H26B0.9700
Co1—N12.145 (2)C27—C281.511 (5)
Co1—O1W2.1603 (18)C27—C321.530 (5)
Co1—N42.161 (2)C28—C291.510 (6)
Co2—O42.022 (2)C28—H28A0.9700
Co2—O22.072 (2)C28—H28B0.9700
Co2—O82.110 (2)C29—C301.523 (6)
Co2—N22.154 (2)C29—H290.9800
Co2—O1W2.1813 (19)C30—C311.511 (6)
Co2—N32.198 (2)C30—H30A0.9700
O1—C111.280 (3)C30—H30B0.9700
O1W—H1WA0.8525C31—C321.532 (5)
O1W—H1WB0.9546C31—H310.9800
O2—C111.242 (3)C32—H32A0.9700
O3—C51.437 (5)C32—H32B0.9700
O3—H3C0.8198C34—C441.532 (4)
O4—C221.254 (3)C34—C361.536 (4)
O5—C221.254 (3)C34—C371.539 (4)
O6—C161.437 (4)C34—C351.539 (4)
O6—H6C0.8202C35—C401.531 (4)
O7—C331.257 (4)C35—H35A0.9700
O8—C331.265 (3)C35—H35B0.9700
O9—C271.429 (4)C36—C381.520 (4)
O9—H9B0.8199C36—H36A0.9700
O10—C441.249 (4)C36—H36B0.9700
O11—C441.273 (4)C37—C421.535 (4)
O12—C381.430 (4)C37—H37A0.9700
O12—H12A0.8205C37—H37B0.9700
N1—C471.335 (4)C38—C391.522 (4)
N1—C481.347 (4)C38—C431.528 (4)
N2—C521.328 (4)C39—C401.521 (5)
N2—C531.334 (4)C39—H39A0.9700
C1—C111.522 (4)C39—H39B0.9700
C1—C41.524 (4)C40—C411.530 (5)
C1—C21.536 (4)C40—H400.9800
C1—C31.539 (4)C41—C421.537 (5)
C2—C71.530 (5)C41—H41A0.9700
C2—H2A0.9700C41—H41B0.9700
C2—H2B0.9700C42—C431.532 (5)
C3—C51.514 (4)C42—H420.9800
C3—H3A0.9700C43—H43A0.9700
C3—H3B0.9700C43—H43B0.9700
C4—C91.536 (4)C45—C491.391 (4)
C4—H4A0.9700C45—C461.395 (4)
C4—H4B0.9700C45—C61i1.484 (4)
C5—C101.521 (5)C46—C471.373 (4)
C5—C61.528 (6)C46—H460.9300
C6—C71.516 (6)C47—H470.9300
C6—H6A0.9700C48—C491.369 (4)
C6—H6B0.9700C48—H480.9300
C7—C81.537 (6)C49—H490.9300
C7—H70.9800C50—C541.380 (4)
C8—C91.521 (5)C50—C511.382 (5)
C8—H8A0.9700C50—C56ii1.484 (4)
C8—H8B0.9700C51—C521.362 (5)
C9—C101.518 (5)C51—H510.9300
C9—H9A0.9800C52—H520.9300
C10—H10A0.9700C53—C541.377 (4)
C10—H10B0.9700C53—H530.9300
C12—C221.527 (4)C54—H540.9300
C12—C141.536 (4)O2W—H2WA0.8499
C12—C131.537 (4)O2W—H2WB0.8500
C12—C151.543 (4)O3W—H3WA0.8501
C13—C161.527 (4)O3W—H3WB0.8500
C13—H13A0.9700O4W—H4WA0.8444
C13—H13B0.9700O4W—H4WB0.8213
C14—C181.529 (4)O5W—H5WA0.8500
C14—H14A0.9700O5W—H5WB0.8494
C14—H14B0.9700O6W—H6WA0.8499
C15—C201.538 (4)O6W—H6WB0.8502
C15—H15A0.9700O7W—H7WA0.8500
C15—H15B0.9700O7W—H7WB0.8500
C16—C171.508 (5)O8W—H8WA0.8293
C16—C211.519 (5)O8W—H8WB0.8540
C17—C181.516 (5)C62—C631.376 (4)
C17—H17A0.9700C62—C611.389 (4)
C17—H17B0.9700C62—H620.9300
C18—C191.535 (5)C65—C611.373 (4)
C18—H18A0.9800C65—C641.380 (4)
C19—C201.522 (5)C65—H650.9300
C19—H19A0.9700N4—C631.334 (4)
C19—H19B0.9700N4—C641.338 (4)
C20—C211.505 (5)C63—H630.9300
C20—H200.9800C64—H640.9300
C21—H21A0.9700C61—C45iii1.484 (4)
C21—H21B0.9700C56—C571.390 (4)
C23—C331.527 (4)C56—C601.394 (4)
C23—C261.532 (4)C56—C50iv1.484 (4)
C23—C251.533 (4)C57—C581.374 (4)
C23—C241.539 (4)C57—H570.9300
C24—C291.531 (5)C58—N31.343 (4)
C24—H24A0.9700C58—H580.9300
C24—H24B0.9700C59—N31.323 (4)
C25—C311.543 (5)C59—C601.381 (4)
C25—H25A0.9700C59—H590.9300
C25—H25B0.9700C60—H600.9300
O7—Co1—O11175.18 (9)H24A—C24—H24B108.2
O7—Co1—O588.17 (8)C23—C25—C31109.0 (3)
O11—Co1—O588.96 (8)C23—C25—H25A109.9
O7—Co1—N188.31 (9)C31—C25—H25A109.9
O11—Co1—N187.64 (9)C23—C25—H25B109.9
O5—Co1—N186.20 (9)C31—C25—H25B109.9
O7—Co1—O1W95.00 (8)H25A—C25—H25B108.3
O11—Co1—O1W88.95 (8)C27—C26—C23110.8 (3)
O5—Co1—O1W91.80 (7)C27—C26—H26A109.5
N1—Co1—O1W176.08 (9)C23—C26—H26A109.5
O7—Co1—N491.22 (9)C27—C26—H26B109.5
O11—Co1—N491.61 (9)C23—C26—H26B109.5
O5—Co1—N4179.18 (9)H26A—C26—H26B108.1
N1—Co1—N493.23 (9)O9—C27—C28107.7 (3)
O1W—Co1—N488.79 (8)O9—C27—C26110.7 (3)
O4—Co2—O2176.12 (8)C28—C27—C26109.4 (3)
O4—Co2—O892.80 (8)O9—C27—C32110.4 (3)
O2—Co2—O890.39 (8)C28—C27—C32109.4 (3)
O4—Co2—N290.03 (9)C26—C27—C32109.2 (3)
O2—Co2—N287.82 (9)C29—C28—C27109.8 (3)
O8—Co2—N289.16 (9)C29—C28—H28A109.7
O4—Co2—O1W93.78 (8)C27—C28—H28A109.7
O2—Co2—O1W88.46 (8)C29—C28—H28B109.7
O8—Co2—O1W89.30 (7)C27—C28—H28B109.7
N2—Co2—O1W175.96 (8)H28A—C28—H28B108.2
O4—Co2—N390.30 (9)C28—C29—C30109.9 (3)
O2—Co2—N386.62 (9)C28—C29—C24110.2 (3)
O8—Co2—N3175.89 (9)C30—C29—C24109.2 (3)
N2—Co2—N393.55 (9)C28—C29—H29109.2
O1W—Co2—N387.79 (8)C30—C29—H29109.2
Co1—O1W—Co2111.87 (8)C24—C29—H29109.2
Co1—O1W—H1WA126.0C31—C30—C29109.1 (3)
Co2—O1W—H1WA96.8C31—C30—H30A109.9
Co1—O1W—H1WB100.9C29—C30—H30A109.9
Co2—O1W—H1WB130.0C31—C30—H30B109.9
H1WA—O1W—H1WB92.9C29—C30—H30B109.9
C11—O2—Co2132.6 (2)H30A—C30—H30B108.3
C5—O3—H3C109.2C30—C31—C32110.1 (3)
C22—O4—Co2141.37 (19)C30—C31—C25110.2 (3)
C22—O5—Co1127.35 (19)C32—C31—C25109.2 (3)
C16—O6—H6C109.6C30—C31—H31109.1
C33—O7—Co1138.71 (19)C32—C31—H31109.1
C33—O8—Co2126.29 (18)C25—C31—H31109.1
C27—O9—H9B109.5C27—C32—C31108.9 (3)
C44—O11—Co1132.62 (19)C27—C32—H32A109.9
C38—O12—H12A109.6C31—C32—H32A109.9
C47—N1—C48116.7 (2)C27—C32—H32B109.9
C47—N1—Co1122.9 (2)C31—C32—H32B109.9
C48—N1—Co1119.55 (19)H32A—C32—H32B108.3
C52—N2—C53116.1 (3)O7—C33—O8124.6 (3)
C52—N2—Co2123.0 (2)O7—C33—C23117.2 (2)
C53—N2—Co2120.6 (2)O8—C33—C23118.1 (3)
C11—C1—C4111.7 (2)C44—C34—C36111.5 (2)
C11—C1—C2112.0 (2)C44—C34—C37112.1 (2)
C4—C1—C2109.2 (3)C36—C34—C37108.6 (2)
C11—C1—C3106.4 (2)C44—C34—C35106.7 (2)
C4—C1—C3108.4 (2)C36—C34—C35108.6 (2)
C2—C1—C3109.0 (3)C37—C34—C35109.2 (2)
C7—C2—C1109.5 (3)C40—C35—C34109.6 (3)
C7—C2—H2A109.8C40—C35—H35A109.8
C1—C2—H2A109.8C34—C35—H35A109.8
C7—C2—H2B109.8C40—C35—H35B109.8
C1—C2—H2B109.8C34—C35—H35B109.8
H2A—C2—H2B108.2H35A—C35—H35B108.2
C5—C3—C1110.7 (3)C38—C36—C34110.9 (2)
C5—C3—H3A109.5C38—C36—H36A109.5
C1—C3—H3A109.5C34—C36—H36A109.5
C5—C3—H3B109.5C38—C36—H36B109.5
C1—C3—H3B109.5C34—C36—H36B109.5
H3A—C3—H3B108.1H36A—C36—H36B108.1
C1—C4—C9109.7 (2)C42—C37—C34109.6 (2)
C1—C4—H4A109.7C42—C37—H37A109.7
C9—C4—H4A109.7C34—C37—H37A109.7
C1—C4—H4B109.7C42—C37—H37B109.7
C9—C4—H4B109.7C34—C37—H37B109.7
H4A—C4—H4B108.2H37A—C37—H37B108.2
O3—C5—C3110.2 (3)O12—C38—C36109.8 (2)
O3—C5—C10107.1 (3)O12—C38—C39107.8 (2)
C3—C5—C10109.2 (3)C36—C38—C39109.0 (2)
O3—C5—C6111.4 (3)O12—C38—C43111.3 (2)
C3—C5—C6109.5 (3)C36—C38—C43109.5 (2)
C10—C5—C6109.4 (3)C39—C38—C43109.4 (3)
C7—C6—C5109.6 (3)C40—C39—C38109.6 (2)
C7—C6—H6A109.7C40—C39—H39A109.7
C5—C6—H6A109.7C38—C39—H39A109.7
C7—C6—H6B109.7C40—C39—H39B109.7
C5—C6—H6B109.7C38—C39—H39B109.7
H6A—C6—H6B108.2H39A—C39—H39B108.2
C6—C7—C2109.8 (3)C39—C40—C41110.1 (3)
C6—C7—C8109.7 (3)C39—C40—C35109.8 (3)
C2—C7—C8109.3 (3)C41—C40—C35109.3 (3)
C6—C7—H7109.4C39—C40—H40109.2
C2—C7—H7109.4C41—C40—H40109.2
C8—C7—H7109.4C35—C40—H40109.2
C9—C8—C7109.1 (3)C40—C41—C42109.2 (3)
C9—C8—H8A109.9C40—C41—H41A109.8
C7—C8—H8A109.9C42—C41—H41A109.8
C9—C8—H8B109.9C40—C41—H41B109.8
C7—C8—H8B109.9C42—C41—H41B109.8
H8A—C8—H8B108.3H41A—C41—H41B108.3
C10—C9—C8109.7 (3)C43—C42—C37109.7 (3)
C10—C9—C4110.3 (3)C43—C42—C41108.7 (3)
C8—C9—C4109.0 (3)C37—C42—C41109.7 (3)
C10—C9—H9A109.3C43—C42—H42109.6
C8—C9—H9A109.3C37—C42—H42109.6
C4—C9—H9A109.3C41—C42—H42109.6
C9—C10—C5109.5 (3)C38—C43—C42109.9 (3)
C9—C10—H10A109.8C38—C43—H43A109.7
C5—C10—H10A109.8C42—C43—H43A109.7
C9—C10—H10B109.8C38—C43—H43B109.7
C5—C10—H10B109.8C42—C43—H43B109.7
H10A—C10—H10B108.2H43A—C43—H43B108.2
O2—C11—O1123.6 (3)O10—C44—O11123.5 (3)
O2—C11—C1118.7 (3)O10—C44—C34120.5 (3)
O1—C11—C1117.7 (3)O11—C44—C34115.9 (2)
C22—C12—C14107.4 (2)C49—C45—C46116.0 (3)
C22—C12—C13110.2 (2)C49—C45—C61i122.2 (3)
C14—C12—C13108.4 (2)C46—C45—C61i121.8 (3)
C22—C12—C15114.0 (2)C47—C46—C45120.1 (3)
C14—C12—C15108.4 (3)C47—C46—H46119.9
C13—C12—C15108.4 (3)C45—C46—H46119.9
C16—C13—C12110.5 (3)N1—C47—C46123.5 (3)
C16—C13—H13A109.5N1—C47—H47118.3
C12—C13—H13A109.5C46—C47—H47118.3
C16—C13—H13B109.5N1—C48—C49123.1 (3)
C12—C13—H13B109.5N1—C48—H48118.4
H13A—C13—H13B108.1C49—C48—H48118.4
C18—C14—C12110.5 (3)C48—C49—C45120.5 (3)
C18—C14—H14A109.5C48—C49—H49119.8
C12—C14—H14A109.5C45—C49—H49119.8
C18—C14—H14B109.5C54—C50—C51115.9 (3)
C12—C14—H14B109.5C54—C50—C56ii121.7 (3)
H14A—C14—H14B108.1C51—C50—C56ii122.4 (3)
C20—C15—C12109.5 (2)C52—C51—C50120.8 (3)
C20—C15—H15A109.8C52—C51—H51119.6
C12—C15—H15A109.8C50—C51—H51119.6
C20—C15—H15B109.8N2—C52—C51123.6 (3)
C12—C15—H15B109.8N2—C52—H52118.2
H15A—C15—H15B108.2C51—C52—H52118.2
O6—C16—C17107.3 (3)N2—C53—C54123.8 (3)
O6—C16—C21111.7 (3)N2—C53—H53118.1
C17—C16—C21110.0 (3)C54—C53—H53118.1
O6—C16—C13109.3 (3)C53—C54—C50119.7 (3)
C17—C16—C13109.6 (3)C53—C54—H54120.1
C21—C16—C13108.9 (3)C50—C54—H54120.1
C16—C17—C18109.8 (3)H2WA—O2W—H2WB102.9
C16—C17—H17A109.7H3WA—O3W—H3WB128.8
C18—C17—H17A109.7H4WA—O4W—H4WB102.0
C16—C17—H17B109.7H5WA—O5W—H5WB90.3
C18—C17—H17B109.7H6WA—O6W—H6WB118.6
H17A—C17—H17B108.2H7WA—O7W—H7WB105.6
C17—C18—C14109.6 (3)H8WA—O8W—H8WB102.9
C17—C18—C19110.0 (3)C63—C62—C61120.0 (3)
C14—C18—C19108.5 (3)C63—C62—H62120.0
C17—C18—H18A109.5C61—C62—H62120.0
C14—C18—H18A109.5C61—C65—C64120.6 (3)
C19—C18—H18A109.5C61—C65—H65119.7
C20—C19—C18108.9 (3)C64—C65—H65119.7
C20—C19—H19A109.9C63—N4—C64115.9 (2)
C18—C19—H19A109.9C63—N4—Co1120.95 (19)
C20—C19—H19B109.9C64—N4—Co1123.0 (2)
C18—C19—H19B109.9N4—C63—C62123.9 (3)
H19A—C19—H19B108.3N4—C63—H63118.0
C21—C20—C19110.5 (3)C62—C63—H63118.0
C21—C20—C15109.9 (3)N4—C64—C65123.5 (3)
C19—C20—C15109.1 (3)N4—C64—H64118.2
C21—C20—H20109.1C65—C64—H64118.2
C19—C20—H20109.1C65—C61—C62116.1 (3)
C15—C20—H20109.1C65—C61—C45iii122.2 (3)
C20—C21—C16109.8 (3)C62—C61—C45iii121.7 (3)
C20—C21—H21A109.7C57—C56—C60116.2 (3)
C16—C21—H21A109.7C57—C56—C50iv121.5 (3)
C20—C21—H21B109.7C60—C56—C50iv122.4 (3)
C16—C21—H21B109.7C58—C57—C56120.2 (3)
H21A—C21—H21B108.2C58—C57—H57119.9
O5—C22—O4124.9 (3)C56—C57—H57119.9
O5—C22—C12119.8 (3)N3—C58—C57123.3 (3)
O4—C22—C12115.2 (2)N3—C58—H58118.3
C33—C23—C26109.1 (2)C57—C58—H58118.3
C33—C23—C25110.8 (2)N3—C59—C60124.0 (3)
C26—C23—C25109.0 (3)N3—C59—H59118.0
C33—C23—C24110.5 (2)C60—C59—H59118.0
C26—C23—C24108.1 (2)C59—N3—C58116.6 (3)
C25—C23—C24109.3 (3)C59—N3—Co2122.4 (2)
C29—C24—C23109.5 (3)C58—N3—Co2119.9 (2)
C29—C24—H24A109.8C59—C60—C56119.6 (3)
C23—C24—H24A109.8C59—C60—H60120.2
C29—C24—H24B109.8C56—C60—H60120.2
C23—C24—H24B109.8
O7—Co1—O1W—Co235.35 (10)C26—C23—C25—C3159.5 (3)
O11—Co1—O1W—Co2141.90 (10)C24—C23—C25—C3158.5 (4)
O5—Co1—O1W—Co252.97 (10)C33—C23—C26—C27179.6 (2)
N4—Co1—O1W—Co2126.47 (10)C25—C23—C26—C2759.3 (3)
O4—Co2—O1W—Co138.24 (10)C24—C23—C26—C2759.4 (3)
O2—Co2—O1W—Co1144.93 (10)C23—C26—C27—O9178.5 (2)
O8—Co2—O1W—Co154.52 (10)C23—C26—C27—C2860.0 (3)
N3—Co2—O1W—Co1128.39 (10)C23—C26—C27—C3259.8 (4)
O8—Co2—O2—C1192.3 (3)O9—C27—C28—C29179.7 (3)
N2—Co2—O2—C11178.5 (3)C26—C27—C28—C2959.4 (4)
O1W—Co2—O2—C113.0 (3)C32—C27—C28—C2960.2 (4)
N3—Co2—O2—C1184.9 (3)C27—C28—C29—C3060.4 (4)
O8—Co2—O4—C2284.9 (3)C27—C28—C29—C2460.0 (4)
N2—Co2—O4—C22174.1 (3)C23—C24—C29—C2860.0 (4)
O1W—Co2—O4—C224.6 (3)C23—C24—C29—C3060.9 (4)
N3—Co2—O4—C2292.4 (3)C28—C29—C30—C3159.7 (4)
O7—Co1—O5—C2241.3 (2)C24—C29—C30—C3161.3 (4)
O11—Co1—O5—C22142.5 (2)C29—C30—C31—C3259.5 (4)
N1—Co1—O5—C22129.8 (2)C29—C30—C31—C2560.9 (4)
O1W—Co1—O5—C2253.6 (2)C23—C25—C31—C3059.7 (4)
O5—Co1—O7—C3396.2 (3)C23—C25—C31—C3261.4 (4)
N1—Co1—O7—C33177.5 (3)O9—C27—C32—C31177.7 (3)
O1W—Co1—O7—C334.6 (3)C28—C27—C32—C3159.3 (4)
N4—Co1—O7—C3384.3 (3)C26—C27—C32—C3160.4 (4)
O4—Co2—O8—C3332.3 (2)C30—C31—C32—C2759.6 (4)
O2—Co2—O8—C33149.9 (2)C25—C31—C32—C2761.6 (4)
N2—Co2—O8—C33122.3 (2)Co1—O7—C33—O810.3 (5)
O1W—Co2—O8—C3361.4 (2)Co1—O7—C33—C23166.5 (2)
O5—Co1—O11—C44101.9 (3)Co2—O8—C33—O732.6 (4)
N1—Co1—O11—C44171.9 (3)Co2—O8—C33—C23150.6 (2)
O1W—Co1—O11—C4410.0 (3)C26—C23—C33—O7107.6 (3)
N4—Co1—O11—C4478.7 (3)C25—C23—C33—O7132.5 (3)
O7—Co1—N1—C47146.9 (2)C24—C23—C33—O711.2 (4)
O11—Co1—N1—C4735.7 (2)C26—C23—C33—O869.4 (3)
O5—Co1—N1—C47124.9 (2)C25—C23—C33—O850.5 (4)
N4—Co1—N1—C4755.7 (2)C24—C23—C33—O8171.8 (3)
O7—Co1—N1—C4844.2 (2)C44—C34—C35—C40178.7 (2)
O11—Co1—N1—C48133.2 (2)C36—C34—C35—C4058.4 (3)
O5—Co1—N1—C4844.1 (2)C37—C34—C35—C4059.9 (3)
N4—Co1—N1—C48135.3 (2)C44—C34—C36—C38176.4 (2)
O4—Co2—N2—C52151.4 (3)C37—C34—C36—C3859.6 (3)
O2—Co2—N2—C5231.8 (3)C35—C34—C36—C3859.1 (3)
O8—Co2—N2—C5258.6 (3)C44—C34—C37—C42177.1 (2)
N3—Co2—N2—C52118.3 (3)C36—C34—C37—C4259.2 (3)
O4—Co2—N2—C5321.5 (2)C35—C34—C37—C4259.1 (3)
O2—Co2—N2—C53155.3 (2)C34—C36—C38—O12177.9 (2)
O8—Co2—N2—C53114.3 (2)C34—C36—C38—C3960.0 (3)
N3—Co2—N2—C5368.8 (2)C34—C36—C38—C4359.6 (3)
C11—C1—C2—C7176.0 (3)O12—C38—C39—C40179.3 (2)
C4—C1—C2—C759.7 (4)C36—C38—C39—C4060.2 (3)
C3—C1—C2—C758.5 (4)C43—C38—C39—C4059.5 (3)
C11—C1—C3—C5179.6 (2)C38—C39—C40—C4159.7 (3)
C4—C1—C3—C560.1 (3)C38—C39—C40—C3560.7 (3)
C2—C1—C3—C558.6 (3)C34—C35—C40—C3960.0 (3)
C11—C1—C4—C9175.5 (3)C34—C35—C40—C4161.0 (3)
C2—C1—C4—C960.1 (3)C39—C40—C41—C4259.9 (3)
C3—C1—C4—C958.5 (3)C35—C40—C41—C4260.8 (4)
C1—C3—C5—O3178.0 (3)C34—C37—C42—C4359.9 (3)
C1—C3—C5—C1060.6 (4)C34—C37—C42—C4159.5 (3)
C1—C3—C5—C659.1 (4)C40—C41—C42—C4359.8 (4)
O3—C5—C6—C7178.0 (3)C40—C41—C42—C3760.2 (3)
C3—C5—C6—C759.9 (4)O12—C38—C43—C42179.4 (2)
C10—C5—C6—C759.8 (4)C36—C38—C43—C4259.0 (3)
C5—C6—C7—C260.6 (4)C39—C38—C43—C4260.4 (3)
C5—C6—C7—C859.4 (4)C37—C42—C43—C3859.5 (3)
C1—C2—C7—C660.3 (4)C41—C42—C43—C3860.5 (3)
C1—C2—C7—C860.1 (4)Co1—O11—C44—O1016.1 (4)
C6—C7—C8—C959.5 (4)Co1—O11—C44—C34160.18 (19)
C2—C7—C8—C960.9 (4)C36—C34—C44—O10143.6 (3)
C7—C8—C9—C1059.9 (4)C37—C34—C44—O1021.6 (4)
C7—C8—C9—C461.0 (4)C35—C34—C44—O1097.9 (3)
C1—C4—C9—C1059.5 (3)C36—C34—C44—O1140.0 (3)
C1—C4—C9—C861.1 (4)C37—C34—C44—O11162.0 (3)
C8—C9—C10—C560.6 (4)C35—C34—C44—O1178.4 (3)
C4—C9—C10—C559.4 (4)C49—C45—C46—C472.3 (4)
O3—C5—C10—C9179.0 (3)C61i—C45—C46—C47177.5 (3)
C3—C5—C10—C959.7 (4)C48—N1—C47—C462.1 (5)
C6—C5—C10—C960.1 (4)Co1—N1—C47—C46167.1 (2)
Co2—O2—C11—O122.4 (5)C45—C46—C47—N10.5 (5)
Co2—O2—C11—C1155.8 (2)C47—N1—C48—C493.0 (4)
C4—C1—C11—O212.5 (4)Co1—N1—C48—C49166.6 (2)
C2—C1—C11—O2135.3 (3)N1—C48—C49—C451.2 (5)
C3—C1—C11—O2105.6 (3)C46—C45—C49—C481.5 (4)
C4—C1—C11—O1169.2 (3)C61i—C45—C49—C48178.3 (3)
C2—C1—C11—O146.4 (4)C54—C50—C51—C523.7 (6)
C3—C1—C11—O172.6 (3)C56ii—C50—C51—C52176.5 (3)
C22—C12—C13—C16175.4 (2)C53—N2—C52—C510.5 (6)
C14—C12—C13—C1658.1 (3)Co2—N2—C52—C51172.7 (3)
C15—C12—C13—C1659.4 (3)C50—C51—C52—N22.0 (7)
C22—C12—C14—C18176.9 (3)C52—N2—C53—C541.0 (5)
C13—C12—C14—C1857.9 (3)Co2—N2—C53—C54172.4 (3)
C15—C12—C14—C1859.6 (3)N2—C53—C54—C501.0 (5)
C22—C12—C15—C20178.6 (3)C51—C50—C54—C533.2 (5)
C14—C12—C15—C2059.2 (3)C56ii—C50—C54—C53177.0 (3)
C13—C12—C15—C2058.3 (3)O7—Co1—N4—C6331.1 (2)
C12—C13—C16—O6177.2 (3)O11—Co1—N4—C63145.0 (2)
C12—C13—C16—C1759.9 (3)N1—Co1—N4—C6357.3 (2)
C12—C13—C16—C2160.4 (4)O1W—Co1—N4—C63126.1 (2)
O6—C16—C17—C18178.9 (3)O7—Co1—N4—C64143.1 (2)
C21—C16—C17—C1859.4 (4)O11—Co1—N4—C6440.8 (2)
C13—C16—C17—C1860.3 (4)N1—Co1—N4—C64128.5 (2)
C16—C17—C18—C1460.1 (4)O1W—Co1—N4—C6448.1 (2)
C16—C17—C18—C1959.2 (4)C64—N4—C63—C620.5 (5)
C12—C14—C18—C1759.4 (4)Co1—N4—C63—C62174.1 (3)
C12—C14—C18—C1960.8 (4)C61—C62—C63—N40.9 (5)
C17—C18—C19—C2058.4 (4)C63—N4—C64—C650.2 (5)
C14—C18—C19—C2061.5 (4)Co1—N4—C64—C65174.7 (3)
C18—C19—C20—C2158.8 (4)C61—C65—C64—N40.5 (5)
C18—C19—C20—C1562.2 (4)C64—C65—C61—C620.1 (5)
C12—C15—C20—C2160.0 (4)C64—C65—C61—C45iii179.5 (3)
C12—C15—C20—C1961.3 (4)C63—C62—C61—C650.5 (5)
C19—C20—C21—C1659.5 (4)C63—C62—C61—C45iii179.8 (3)
C15—C20—C21—C1661.0 (4)C60—C56—C57—C580.9 (4)
O6—C16—C21—C20178.4 (3)C50iv—C56—C57—C58179.6 (3)
C17—C16—C21—C2059.4 (4)C56—C57—C58—N30.2 (5)
C13—C16—C21—C2060.7 (4)C60—C59—N3—C582.5 (5)
Co1—O5—C22—O426.9 (4)C60—C59—N3—Co2165.5 (2)
Co1—O5—C22—C12153.9 (2)C57—C58—N3—C591.5 (4)
Co2—O4—C22—O54.4 (5)C57—C58—N3—Co2166.8 (2)
Co2—O4—C22—C12174.7 (2)O4—Co2—N3—C5955.8 (2)
C14—C12—C22—O5112.9 (3)O2—Co2—N3—C59126.5 (2)
C13—C12—C22—O5129.1 (3)N2—Co2—N3—C59145.9 (2)
C15—C12—C22—O57.1 (4)O1W—Co2—N3—C5937.9 (2)
C14—C12—C22—O466.3 (3)O4—Co2—N3—C58136.6 (2)
C13—C12—C22—O451.6 (3)O2—Co2—N3—C5841.1 (2)
C15—C12—C22—O4173.7 (3)N2—Co2—N3—C5846.5 (2)
C33—C23—C24—C29178.0 (3)O1W—Co2—N3—C58129.7 (2)
C26—C23—C24—C2958.7 (4)N3—C59—C60—C561.8 (5)
C25—C23—C24—C2959.8 (4)C57—C56—C60—C590.0 (4)
C33—C23—C25—C31179.5 (3)C50iv—C56—C60—C59178.6 (3)
Symmetry codes: (i) x, y2, z+1/2; (ii) x+1, y1, z+1/2; (iii) x, y2, z1/2; (iv) x1, y1, z1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O10.851.782.623 (3)168
O1W—H1WA···O20.852.562.968 (3)111
O1W—H1WB···O100.951.692.623 (3)164
O3W—H3WA···O5W0.852.012.844 (5)166
O3W—H3WB···O8W0.852.122.973 (5)179
O12—H12A···O4W0.822.032.836 (4)170
O6W—H6WA···O2W0.852.082.865 (8)154
O6—H6C···O8W0.822.102.923 (4)180
O6W—H6WB···O7W0.852.082.920 (7)167
O7W—H7WB···O50.852.072.794 (3)143
O7W—H7WA···O110.852.122.908 (3)155
O3—H3C···O6v0.822.072.884 (4)176
O9—H9B···O7Wvi0.822.042.864 (4)178
O2W—H2WA···O3vii0.852.032.881 (6)179
O4W—H4WA···O8viii0.842.102.943 (3)176
O4W—H4WB···O1viii0.822.092.843 (4)152
O5W—H5WA···O12ix0.852.002.849 (4)180
O5W—H5WB···O9i0.852.112.927 (4)163
O8W—H8WA···O1x0.832.082.882 (4)163
O8W—H8WB···O10x0.852.012.857 (4)173
O2W—H2WA···O3vii0.852.032.881 (6)179
Symmetry codes: (i) x, y2, z+1/2; (v) x1, y, z1; (vi) x+1, y, z; (vii) x, y1, z+1/2; (viii) x1, y, z; (ix) x+1, y2, z+1/2; (x) x+1, y, z+1.

Experimental details

Crystal data
Chemical formula[Co(C11H15O3)4(C10H8N2)2(H2O)]·7H2O
Mr1355.28
Crystal system, space groupMonoclinic, Pc
Temperature (K)296
a, b, c (Å)12.0201 (3), 20.7463 (5), 17.6353 (3)
β (°) 132.806 (1)
V3)3226.45 (12)
Z2
Radiation typeMo Kα
µ (mm1)0.59
Crystal size (mm)0.20 × 0.13 × 0.04
Data collection
DiffractometerBruker APEXII area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.909, 0.979
No. of measured, independent and
observed [I > 2σ(I)] reflections
42213, 11001, 9720
Rint0.050
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.083, 1.03
No. of reflections11001
No. of parameters797
No. of restraints27
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.33, 0.34
Absolute structureFlack (1983), 5293 Friedel pairs
Absolute structure parameter0.003 (9)

Computer programs: APEX2 (Bruker, 2006), SAINT (Bruker, 2006), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top
Co1—O72.019 (2)Co2—O42.022 (2)
Co1—O112.068 (2)Co2—O22.072 (2)
Co1—O52.1277 (19)Co2—O82.110 (2)
Co1—N12.145 (2)Co2—N22.154 (2)
Co1—O1W2.1603 (18)Co2—O1W2.1813 (19)
Co1—N42.161 (2)Co2—N32.198 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O10.851.782.623 (3)168
O1W—H1WA···O20.852.562.968 (3)111
O1W—H1WB···O100.951.692.623 (3)164
O3W—H3WA···O5W0.852.012.844 (5)166
O3W—H3WB···O8W0.852.122.973 (5)179
O12—H12A···O4W0.822.032.836 (4)170
O6W—H6WA···O2W0.852.082.865 (8)154
O6—H6C···O8W0.822.102.923 (4)180
O6W—H6WB···O7W0.852.082.920 (7)167
O7W—H7WB···O50.852.072.794 (3)143
O7W—H7WA···O110.852.122.908 (3)155
O3—H3C···O6i0.822.072.884 (4)176
O9—H9B···O7Wii0.822.042.864 (4)178
O2W—H2WA···O3iii0.852.032.881 (6)179
O4W—H4WA···O8iv0.842.102.943 (3)176
O4W—H4WB···O1iv0.822.092.843 (4)152
O5W—H5WA···O12v0.852.002.849 (4)180
O5W—H5WB···O9vi0.852.112.927 (4)163
O8W—H8WA···O1vii0.832.082.882 (4)163
O8W—H8WB···O10vii0.852.012.857 (4)173
O2W—H2WA···O3iii0.852.032.881 (6)179
Symmetry codes: (i) x1, y, z1; (ii) x+1, y, z; (iii) x, y1, z+1/2; (iv) x1, y, z; (v) x+1, y2, z+1/2; (vi) x, y2, z+1/2; (vii) x+1, y, z+1.
 

References

First citationBruker (2006). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationFlack, H. D. (1983). Acta Cryst. A39, 876–881.  CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationHu, X.-C., Zhao, G.-L., Liu, J.-F., Bian, Y.-Y. & Kong, L.-C. (2011). Asian J. Chem. 23, 713–716.  CAS Google Scholar
First citationKorlyukov, A. A., Komissarov, E. A. & Antipin, M. Y. (2008). J. Mol. Struct. 875, 135–142.  CSD CrossRef CAS Google Scholar
First citationMilios, C. J., Inglis, R. & Bagai, R. (2007). Chem. Commun. 33, 3476–3478.  CSD CrossRef Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationZhu, Z.-L., Feng, Y.-L., Lin, H. & Chin, J. (2005). Rare Earth Soc. 23, 641–644.  CAS Google Scholar

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Volume 67| Part 5| May 2011| Pages m558-m559
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