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Acta Cryst. (2007). E63, m3046-m3047    [ doi:10.1107/S1600536807057959 ]

catena-Poly[[diaqua(1,10-phenanthroline-[kappa]2N,N')cobalt(II)]-[mu]-trans-stilbene-4,4'-dicarboxylato-[kappa]2O:O']

H.-Y. Wang, S. Gao, L.-H. Huo and J.-G. Zhao

Abstract top

In the title complex, [Co(C16H10O4)(C12H8N2)(H2O)2]n, the CoII ion exists in an octahedral geometry, coordinated by two N atoms of a 1,10-phenanthroline ligand, two carboxylate O atoms of two different trans-stilbene-4,4'-dicarboxylate ligands and two water molecules. The trans-stilbene-4,4'-dicarboxylate bridges give rise to a linear chain structure. These chains are further interconnected through intermolecular hydrogen bonds and [pi]-[pi] stacking interactions between one of the rings of the 1,10-phenanthroline ligand and a symmetry-related ring [centroid-to-centroid distance 3.6153 (8) Å], to form a three-dimensional supramolecular network.

Comment top

Many new complexes have been synthesized using polycarboxylates to combine with specific transition metal ions by introdcing neutral N-heterocyclic ligands (Wang et al., 2004; Wang, Qin et al., 2006). We report here the synthesis and structure of a new one-dimensional cobalt complex (Fig. 1).

The complex is an infinite one-dimensional chain polymer with a CoII ion, two half of trans-stilbene-4,4'-dicarboxylato ligands, a 1,10-phenanthroline and two coordinated water molecules in the asymmetric unit. Each CoII ion is in a distorted octahedral geometry. The [Co(1,10-phenanthroline)(H2O)2] units are connected by trans-stilbene-4,4'-dicarboxylato bridges with bis-dentate mode to form an one-dimensional zigzag chain structure. The chains are further interconnected through intermolecular hydrogen bonds and π–π stacking interactions between one of the rings of the 1,10-phenanthroline ligand (C7–C10/N2/C11) and symmetry-related ring at (1 − x, 2 − y, 1 − z), with a centroid-to-centroid distance of 3.6153 (8) Å into three-dimensional supramolecular network (Table 2 and Fig. 2). The structure contains voids of about 105.00 A3 and there is no solvent molecules occupied.

Related literature top

For the 1,10-phenanthroline-coordinated nickel derivative of trans-stilbene-4,4'-dicarboxylic acid, see Wang, Gao et al. (2006). For other zinc and cadmium complexes, see Wang et al. (2004); Wang, Qin et al. (2006). [Please note that the Related literature section must contain all those references, and only those references, that are cited in the Supplementary material. It cannot be used to cite references that are not cited elsewhere in the CIF. Thus, Wang, Gao et al. (2006) will be removed, unless you wish to provide a revised Comment or other section which cites it.]

Experimental top

A mixture of CoCl2·6H2O (1 mmol), 1,10-phenanthroline (1 mmol), trans-stilbene-4,4'-dicarboxylic acid(1 mmol) and water (10 ml) was stirred for 15 min in air, then transferred and sealed in a 23 ml Parr teflon-lined stainless steel vessel, heated to 160 ° for 5 days, and then cooled to room temperature. The resulting red crystals were filtered, washed, and dried in air. Analysis calculated for C28H22CoN2O6: C 62.12, H 4.10, N 5.17%; found: C 62.14, H 4.13, N 5.15%.

Refinement top

The H atoms were placed in calculated positions with C—H = 0.93 or 0.97 Å and Uiso(H) = 1.2Ueq(C) and were included in the refinement in the riding model approximation. The H atoms of hydroxyl groups were located in difference Fourier maps and refined with the O—H distance restrained to 0.85 (1) Å and Uiso(H) = 1.5Ueq(O).

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: publCIF (Westrip 2007).

Figures top
[Figure 1] Fig. 1. Molecular structure of the title compound. Dashed lines indicate O—H···O hydrogen bonds.
[Figure 2] Fig. 2. The packing diagram of the title complex, with the hydrogen bonds denoted by dashed lines.
catena-Poly[[diaqua(1,10-phenanthroline-κ2N,N')cobalt(II)]-µ-trans- stilbene-4,4'-dicarboxylato-κ2O:O'] top
Crystal data top
[Co(C16H10O4)(C12H8N2)H2O)2]Z = 2
Mr = 541.41F000 = 558
Triclinic, P1Dx = 1.446 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 7.5345 (15) ÅCell parameters from 10169 reflections
b = 9.2112 (18) Åθ = 3.1–27.5º
c = 18.524 (4) ŵ = 0.74 mm−1
α = 88.12 (3)ºT = 295 (2) K
β = 84.29 (3)ºPrism, pink
γ = 76.38 (3)º0.36 × 0.24 × 0.12 mm
V = 1243.2 (5) Å3
Data collection top
Rigaku R-AXIS RAPID
diffractometer		5509 independent reflections
Radiation source: fine-focus sealed tube4338 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.030
Detector resolution: 10 pixels mm-1θmax = 27.5º
T = 295(2) Kθmin = 3.1º
ω scansh = −9→9
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		k = −11→11
Tmin = 0.811, Tmax = 0.917l = −23→24
11895 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.043H atoms treated by a mixture of
independent and constrained refinement
wR(F2) = 0.142  w = 1/[σ2(Fo2) + (0.0745P)2 + 1.1034P]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max < 0.001
5509 reflectionsΔρmax = 0.47 e Å−3
346 parametersΔρmin = −0.48 e Å−3
6 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Co(C16H10O4)(C12H8N2)H2O)2]γ = 76.38 (3)º
Mr = 541.41V = 1243.2 (5) Å3
Triclinic, P1Z = 2
a = 7.5345 (15) ÅMo Kα
b = 9.2112 (18) ŵ = 0.74 mm−1
c = 18.524 (4) ÅT = 295 (2) K
α = 88.12 (3)º0.36 × 0.24 × 0.12 mm
β = 84.29 (3)º
Data collection top
Rigaku R-AXIS RAPID
diffractometer		5509 independent reflections
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)		4338 reflections with I > 2σ(I)
Tmin = 0.811, Tmax = 0.917Rint = 0.030
11895 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0436 restraints
wR(F2) = 0.142H atoms treated by a mixture of
independent and constrained refinement
S = 1.01Δρmax = 0.47 e Å−3
5509 reflectionsΔρmin = −0.48 e Å−3
346 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
xyzUiso*/Ueq
Co10.43923 (5)0.65500 (4)0.628861 (19)0.02933 (13)
O1W0.6521 (3)0.5294 (3)0.55787 (12)0.0440 (5)
H1W10.675 (5)0.513 (5)0.5126 (7)0.066*
H1W20.744 (3)0.549 (5)0.5747 (17)0.066*
O2W0.2624 (3)0.5328 (2)0.58733 (10)0.0347 (4)
H2W10.1490 (17)0.559 (3)0.6021 (18)0.052*
H2W20.310 (4)0.451 (2)0.6084 (18)0.052*
O10.3931 (3)0.3052 (2)0.66551 (12)0.0458 (5)
O20.4849 (3)0.4951 (2)0.71028 (11)0.0428 (5)
O30.9059 (3)0.5857 (3)0.63524 (11)0.0441 (5)
O40.6409 (3)0.7378 (2)0.67405 (11)0.0347 (4)
N10.2421 (3)0.8101 (3)0.69611 (13)0.0368 (5)
N20.3447 (3)0.8322 (3)0.55504 (13)0.0339 (5)
C10.1957 (5)0.7976 (4)0.76617 (18)0.0500 (8)
H1A0.24890.71070.79040.060*
C20.0693 (6)0.9103 (5)0.8053 (2)0.0656 (12)
H2A0.03910.89790.85470.079*
C3−0.0089 (6)1.0383 (5)0.7706 (3)0.0683 (12)
H3A−0.09461.11290.79610.082*
C40.0386 (5)1.0581 (4)0.6969 (2)0.0524 (9)
C5−0.0311 (5)1.1907 (4)0.6553 (3)0.0650 (12)
H5A−0.11551.27030.67790.078*
C60.0238 (5)1.2009 (4)0.5847 (3)0.0612 (11)
H6A−0.02311.28820.55940.073*
C70.1512 (4)1.0830 (3)0.5473 (2)0.0452 (8)
C80.2095 (5)1.0866 (4)0.4735 (2)0.0523 (9)
H8A0.16561.17120.44590.063*
C90.3301 (5)0.9673 (4)0.44203 (19)0.0486 (8)
H9A0.36960.96960.39290.058*
C100.3943 (5)0.8406 (4)0.48433 (16)0.0417 (7)
H10A0.47520.75870.46200.050*
C110.2226 (4)0.9508 (3)0.58613 (17)0.0354 (6)
C120.1659 (4)0.9390 (3)0.66163 (17)0.0378 (7)
C130.7921 (4)0.6514 (3)0.68497 (15)0.0314 (6)
C140.8366 (4)0.6222 (3)0.76200 (15)0.0348 (6)
C150.7248 (5)0.7048 (4)0.81696 (18)0.0522 (9)
H15A0.62500.77980.80560.063*
C160.7589 (6)0.6776 (5)0.88847 (19)0.0627 (11)
H16A0.68140.73470.92450.075*
C170.9054 (5)0.5675 (5)0.90771 (18)0.0539 (9)
C181.0162 (5)0.4823 (4)0.85223 (19)0.0515 (9)
H18A1.11410.40570.86380.062*
C190.9832 (4)0.5096 (4)0.78023 (17)0.0416 (7)
H19A1.05960.45220.74400.050*
C200.9339 (6)0.5462 (5)0.9859 (2)0.0654 (11)
H20A0.84680.60611.01810.079*
C210.4532 (4)0.3663 (3)0.71367 (15)0.0344 (6)
C220.4856 (4)0.2819 (3)0.78413 (15)0.0351 (6)
C230.5623 (5)0.3377 (4)0.83860 (17)0.0432 (7)
H23A0.60040.42650.83140.052*
C240.5825 (5)0.2607 (4)0.90439 (17)0.0478 (8)
H24A0.63650.29780.94050.057*
C250.5232 (5)0.1291 (4)0.91687 (16)0.0442 (8)
C260.4475 (6)0.0748 (4)0.86118 (18)0.0525 (9)
H26A0.4070−0.01290.86850.063*
C270.4311 (5)0.1479 (4)0.79540 (18)0.0471 (8)
H27A0.38340.10780.75830.057*
C280.5413 (5)0.0533 (4)0.98769 (17)0.0498 (8)
H28A0.61740.08271.01800.060*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0294 (2)0.0318 (2)0.02577 (19)−0.00472 (15)−0.00555 (13)0.00541 (14)
O1W0.0322 (11)0.0621 (15)0.0343 (11)−0.0023 (11)−0.0047 (9)−0.0101 (10)
O2W0.0312 (10)0.0420 (12)0.0305 (10)−0.0074 (9)−0.0042 (8)0.0039 (8)
O10.0629 (15)0.0392 (12)0.0369 (11)−0.0127 (11)−0.0139 (10)0.0058 (9)
O20.0573 (14)0.0435 (12)0.0338 (11)−0.0216 (11)−0.0153 (10)0.0154 (9)
O30.0327 (11)0.0638 (15)0.0332 (11)−0.0054 (11)−0.0050 (9)−0.0014 (10)
O40.0352 (11)0.0336 (11)0.0355 (10)−0.0065 (9)−0.0097 (8)0.0035 (8)
N10.0325 (12)0.0403 (14)0.0376 (13)−0.0092 (11)−0.0017 (10)−0.0001 (10)
N20.0339 (12)0.0353 (13)0.0339 (12)−0.0093 (11)−0.0086 (10)0.0062 (10)
C10.051 (2)0.060 (2)0.0406 (17)−0.0186 (18)0.0056 (15)−0.0054 (15)
C20.066 (3)0.083 (3)0.051 (2)−0.031 (2)0.0185 (19)−0.021 (2)
C30.052 (2)0.069 (3)0.079 (3)−0.008 (2)0.017 (2)−0.035 (2)
C40.0349 (17)0.050 (2)0.072 (2)−0.0099 (16)0.0013 (16)−0.0196 (18)
C50.045 (2)0.038 (2)0.109 (4)0.0028 (17)−0.012 (2)−0.020 (2)
C60.049 (2)0.0323 (18)0.102 (3)−0.0017 (16)−0.024 (2)0.0034 (19)
C70.0375 (16)0.0291 (15)0.072 (2)−0.0081 (14)−0.0220 (15)0.0086 (14)
C80.056 (2)0.0424 (19)0.066 (2)−0.0207 (18)−0.0305 (18)0.0263 (17)
C90.058 (2)0.053 (2)0.0422 (17)−0.0248 (18)−0.0189 (15)0.0198 (15)
C100.0468 (17)0.0473 (18)0.0349 (15)−0.0174 (15)−0.0096 (13)0.0085 (13)
C110.0281 (13)0.0308 (14)0.0488 (17)−0.0072 (12)−0.0120 (12)0.0040 (12)
C120.0283 (14)0.0363 (16)0.0495 (17)−0.0077 (13)−0.0038 (12)−0.0068 (13)
C130.0310 (14)0.0336 (14)0.0322 (14)−0.0119 (12)−0.0064 (11)0.0043 (11)
C140.0354 (15)0.0400 (16)0.0317 (14)−0.0129 (13)−0.0083 (11)0.0036 (11)
C150.055 (2)0.056 (2)0.0391 (17)0.0019 (17)−0.0096 (15)−0.0065 (15)
C160.070 (3)0.073 (3)0.0359 (18)0.004 (2)−0.0074 (17)−0.0105 (17)
C170.059 (2)0.071 (2)0.0336 (16)−0.016 (2)−0.0111 (15)0.0014 (16)
C180.0441 (18)0.062 (2)0.0440 (18)−0.0004 (17)−0.0145 (14)0.0094 (16)
C190.0380 (16)0.0506 (19)0.0343 (15)−0.0061 (15)−0.0054 (12)0.0017 (13)
C200.067 (3)0.087 (3)0.0363 (18)−0.002 (2)−0.0122 (17)−0.0025 (18)
C210.0336 (14)0.0362 (15)0.0302 (14)−0.0033 (12)−0.0019 (11)0.0075 (11)
C220.0382 (15)0.0323 (15)0.0317 (14)−0.0043 (13)−0.0003 (11)0.0079 (11)
C230.0530 (19)0.0413 (17)0.0370 (16)−0.0155 (15)−0.0057 (13)0.0109 (13)
C240.064 (2)0.049 (2)0.0328 (15)−0.0188 (18)−0.0092 (14)0.0073 (13)
C250.062 (2)0.0352 (16)0.0314 (15)−0.0059 (15)−0.0002 (14)0.0073 (12)
C260.079 (3)0.0394 (18)0.0404 (17)−0.0179 (18)−0.0041 (17)0.0093 (14)
C270.067 (2)0.0377 (17)0.0386 (16)−0.0162 (17)−0.0052 (15)0.0043 (13)
C280.068 (2)0.0435 (18)0.0340 (16)−0.0062 (17)−0.0052 (15)0.0090 (13)
Geometric parameters (Å, °) top
Co1—O22.069 (2)C8—H8A0.9300
Co1—O42.105 (2)C9—C101.400 (4)
Co1—O1W2.109 (2)C9—H9A0.9300
Co1—N22.131 (2)C10—H10A0.9300
Co1—N12.132 (3)C11—C121.430 (4)
Co1—O2W2.145 (2)C13—C141.499 (4)
O1W—H1W10.85 (1)C14—C151.379 (5)
O1W—H1W20.85 (3)C14—C191.386 (4)
O2W—H2W10.85 (1)C15—C161.378 (5)
O2W—H2W20.856 (10)C15—H15A0.9300
O1—C211.246 (4)C16—C171.379 (6)
O2—C211.263 (4)C16—H16A0.9300
O3—C131.259 (4)C17—C181.393 (5)
O4—C131.257 (3)C17—C201.485 (5)
N1—C11.319 (4)C18—C191.385 (4)
N1—C121.360 (4)C18—H18A0.9300
N2—C101.331 (4)C19—H19A0.9300
N2—C111.354 (4)C20—C20i1.290 (8)
C1—C21.399 (5)C20—H20A0.9300
C1—H1A0.9300C21—C221.508 (4)
C2—C31.360 (6)C22—C231.381 (5)
C2—H2A0.9300C22—C271.394 (4)
C3—C41.394 (6)C23—C241.393 (4)
C3—H3A0.9300C23—H23A0.9300
C4—C121.406 (5)C24—C251.392 (5)
C4—C51.440 (6)C24—H24A0.9300
C5—C61.340 (6)C25—C261.388 (5)
C5—H5A0.9300C25—C281.469 (4)
C6—C71.417 (5)C26—C271.375 (4)
C6—H6A0.9300C26—H26A0.9300
C7—C81.394 (5)C27—H27A0.9300
C7—C111.415 (4)C28—C28ii1.327 (7)
C8—C91.357 (5)C28—H28A0.9300
O2—Co1—O484.05 (8)N2—C10—H10A118.6
O2—Co1—O1W92.31 (10)C9—C10—H10A118.6
O4—Co1—O1W87.44 (9)N2—C11—C7122.9 (3)
O2—Co1—N2169.76 (9)N2—C11—C12117.4 (3)
O4—Co1—N2100.04 (9)C7—C11—C12119.7 (3)
O1W—Co1—N297.24 (10)N1—C12—C4123.2 (3)
O2—Co1—N193.57 (10)N1—C12—C11116.8 (3)
O4—Co1—N186.75 (9)C4—C12—C11120.0 (3)
O1W—Co1—N1171.27 (10)O4—C13—O3123.8 (3)
N2—Co1—N177.39 (10)O4—C13—C14117.8 (3)
O2—Co1—O2W87.87 (8)O3—C13—C14118.4 (3)
O4—Co1—O2W169.94 (8)C15—C14—C19118.6 (3)
O1W—Co1—O2W86.90 (9)C15—C14—C13119.6 (3)
N2—Co1—O2W88.93 (9)C19—C14—C13121.8 (3)
N1—Co1—O2W99.76 (9)C16—C15—C14120.9 (4)
Co1—O1W—H1W1138 (3)C16—C15—H15A119.5
Co1—O1W—H1W2100 (2)C14—C15—H15A119.5
H1W1—O1W—H1W2110.2 (17)C17—C16—C15121.4 (4)
Co1—O2W—H2W1117 (3)C17—C16—H16A119.3
Co1—O2W—H2W295 (2)C15—C16—H16A119.3
H2W1—O2W—H2W2108.6 (16)C16—C17—C18117.5 (3)
C21—O2—Co1129.21 (19)C16—C17—C20118.1 (4)
C13—O4—Co1119.98 (18)C18—C17—C20124.3 (4)
C1—N1—C12118.1 (3)C19—C18—C17121.3 (3)
C1—N1—Co1127.6 (2)C19—C18—H18A119.4
C12—N1—Co1114.2 (2)C17—C18—H18A119.4
C10—N2—C11117.8 (3)C18—C19—C14120.2 (3)
C10—N2—Co1128.1 (2)C18—C19—H19A119.9
C11—N2—Co1114.14 (19)C14—C19—H19A119.9
N1—C1—C2122.4 (4)C20i—C20—C17127.2 (5)
N1—C1—H1A118.8C20i—C20—H20A116.4
C2—C1—H1A118.8C17—C20—H20A116.4
C3—C2—C1119.4 (4)O1—C21—O2126.3 (3)
C3—C2—H2A120.3O1—C21—C22117.5 (3)
C1—C2—H2A120.3O2—C21—C22116.2 (3)
C2—C3—C4120.4 (4)C23—C22—C27119.4 (3)
C2—C3—H3A119.8C23—C22—C21121.2 (3)
C4—C3—H3A119.8C27—C22—C21119.3 (3)
C3—C4—C12116.5 (4)C22—C23—C24119.9 (3)
C3—C4—C5125.0 (4)C22—C23—H23A120.1
C12—C4—C5118.5 (4)C24—C23—H23A120.1
C6—C5—C4121.0 (4)C25—C24—C23121.0 (3)
C6—C5—H5A119.5C25—C24—H24A119.5
C4—C5—H5A119.5C23—C24—H24A119.5
C5—C6—C7122.1 (4)C26—C25—C24118.0 (3)
C5—C6—H6A119.0C26—C25—C28122.3 (3)
C7—C6—H6A119.0C24—C25—C28119.6 (3)
C8—C7—C11117.0 (3)C27—C26—C25121.4 (3)
C8—C7—C6124.3 (3)C27—C26—H26A119.3
C11—C7—C6118.7 (3)C25—C26—H26A119.3
C9—C8—C7120.2 (3)C26—C27—C22120.2 (3)
C9—C8—H8A119.9C26—C27—H27A119.9
C7—C8—H8A119.9C22—C27—H27A119.9
C8—C9—C10119.2 (3)C28ii—C28—C25125.9 (5)
C8—C9—H9A120.4C28ii—C28—H28A117.1
C10—C9—H9A120.4C25—C28—H28A117.1
N2—C10—C9122.9 (3)
O4—Co1—O2—C21−157.9 (3)C8—C7—C11—C12−179.0 (3)
O1W—Co1—O2—C21−70.7 (3)C6—C7—C11—C12−0.1 (4)
N2—Co1—O2—C2188.0 (6)C1—N1—C12—C4−0.9 (4)
N1—Co1—O2—C21115.8 (3)Co1—N1—C12—C4−177.4 (2)
O2W—Co1—O2—C2116.1 (3)C1—N1—C12—C11178.4 (3)
O2—Co1—O4—C1351.2 (2)Co1—N1—C12—C111.9 (3)
O1W—Co1—O4—C13−41.4 (2)C3—C4—C12—N1−0.4 (5)
N2—Co1—O4—C13−138.3 (2)C5—C4—C12—N1178.9 (3)
N1—Co1—O4—C13145.2 (2)C3—C4—C12—C11−179.7 (3)
O2W—Co1—O4—C1314.5 (5)C5—C4—C12—C11−0.3 (5)
O2—Co1—N1—C16.0 (3)N2—C11—C12—N11.0 (4)
O4—Co1—N1—C1−77.8 (3)C7—C11—C12—N1−178.9 (3)
N2—Co1—N1—C1−178.8 (3)N2—C11—C12—C4−179.7 (3)
O2W—Co1—N1—C194.5 (3)C7—C11—C12—C40.4 (4)
O2—Co1—N1—C12−177.9 (2)Co1—O4—C13—O363.9 (3)
O4—Co1—N1—C1298.3 (2)Co1—O4—C13—C14−114.4 (2)
N2—Co1—N1—C12−2.8 (2)O4—C13—C14—C15−8.7 (4)
O2W—Co1—N1—C12−89.5 (2)O3—C13—C14—C15172.8 (3)
O2—Co1—N2—C10−150.0 (4)O4—C13—C14—C19168.4 (3)
O4—Co1—N2—C1097.2 (3)O3—C13—C14—C19−10.0 (4)
O1W—Co1—N2—C108.5 (3)C19—C14—C15—C160.8 (5)
N1—Co1—N2—C10−178.5 (3)C13—C14—C15—C16178.1 (3)
O2W—Co1—N2—C10−78.2 (3)C14—C15—C16—C170.1 (7)
O2—Co1—N2—C1131.8 (6)C15—C16—C17—C18−1.3 (6)
O4—Co1—N2—C11−81.0 (2)C15—C16—C17—C20179.4 (4)
O1W—Co1—N2—C11−169.68 (19)C16—C17—C18—C191.6 (6)
N1—Co1—N2—C113.33 (19)C20—C17—C18—C19−179.1 (4)
O2W—Co1—N2—C11103.58 (19)C17—C18—C19—C14−0.7 (6)
C12—N1—C1—C21.2 (5)C15—C14—C19—C18−0.5 (5)
Co1—N1—C1—C2177.2 (3)C13—C14—C19—C18−177.7 (3)
N1—C1—C2—C3−0.3 (6)C16—C17—C20—C20i−177.1 (6)
C1—C2—C3—C4−1.1 (6)C18—C17—C20—C20i3.6 (9)
C2—C3—C4—C121.4 (6)Co1—O2—C21—O13.4 (5)
C2—C3—C4—C5−177.9 (4)Co1—O2—C21—C22−174.32 (19)
C3—C4—C5—C6179.2 (4)O1—C21—C22—C23176.1 (3)
C12—C4—C5—C6−0.1 (5)O2—C21—C22—C23−6.0 (4)
C4—C5—C6—C70.4 (6)O1—C21—C22—C27−6.3 (4)
C5—C6—C7—C8178.5 (4)O2—C21—C22—C27171.6 (3)
C5—C6—C7—C11−0.3 (5)C27—C22—C23—C24−0.7 (5)
C11—C7—C8—C9−0.3 (5)C21—C22—C23—C24176.9 (3)
C6—C7—C8—C9−179.0 (3)C22—C23—C24—C25−1.3 (6)
C7—C8—C9—C100.3 (5)C23—C24—C25—C261.6 (6)
C11—N2—C10—C92.0 (4)C23—C24—C25—C28−178.1 (3)
Co1—N2—C10—C9−176.2 (2)C24—C25—C26—C270.0 (6)
C8—C9—C10—N2−1.2 (5)C28—C25—C26—C27179.7 (4)
C10—N2—C11—C7−1.9 (4)C25—C26—C27—C22−2.0 (6)
Co1—N2—C11—C7176.5 (2)C23—C22—C27—C262.3 (5)
C10—N2—C11—C12178.1 (3)C21—C22—C27—C26−175.4 (3)
Co1—N2—C11—C12−3.5 (3)C26—C25—C28—C28ii−14.3 (7)
C8—C7—C11—N21.1 (4)C24—C25—C28—C28ii165.4 (5)
C6—C7—C11—N2180.0 (3)
Symmetry codes: (i) −x+2, −y+1, −z+2; (ii) −x+1, −y, −z+2.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O2Wiii0.85 (1)1.900 (11)2.749 (3)177 (4)
O1W—H1W2···O30.85 (3)1.83 (3)2.653 (3)164 (3)
O2W—H2W1···O3iv0.85 (1)1.83 (3)2.679 (3)172 (3)
O2W—H2W2···O10.856 (10)1.72 (3)2.564 (3)169 (4)
O2W—H2W2···O20.856 (10)2.51 (4)2.925 (3)111 (3)
Symmetry codes: (iii) −x+1, −y+1, −z+1; (iv) x−1, y, z.
Table 1
Selected geometric parameters (Å, °) top
Co1—O22.069 (2)Co1—N22.131 (2)
Co1—O42.105 (2)Co1—N12.132 (3)
Co1—O1W2.109 (2)Co1—O2W2.145 (2)
O2—Co1—O484.05 (8)O1W—Co1—N1171.27 (10)
O2—Co1—O1W92.31 (10)N2—Co1—N177.39 (10)
O4—Co1—O1W87.44 (9)O2—Co1—O2W87.87 (8)
O2—Co1—N2169.76 (9)O4—Co1—O2W169.94 (8)
O4—Co1—N2100.04 (9)O1W—Co1—O2W86.90 (9)
O1W—Co1—N297.24 (10)N2—Co1—O2W88.93 (9)
O2—Co1—N193.57 (10)N1—Co1—O2W99.76 (9)
O4—Co1—N186.75 (9)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···O2Wi0.85 (1)1.900 (11)2.749 (3)177 (4)
O1W—H1W2···O30.85 (3)1.83 (3)2.653 (3)164 (3)
O2W—H2W1···O3ii0.85 (1)1.83 (3)2.679 (3)172 (3)
O2W—H2W2···O10.856 (10)1.72 (3)2.564 (3)169 (4)
O2W—H2W2···O20.856 (10)2.51 (4)2.925 (3)111 (3)
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x−1, y, z.
Acknowledgements top

The authors thank Heilongjiang Province Natural Science Foundation (grant No. B200501), the Scientific Fund for Remarkable Teachers of Heilongjiang Province (grant No. 1054 G036) and Heilongjiang University for supporting this work.

references
References top

Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.

Johnson, C. K. (1976). ORTEPII. Report ORNL-5138. Oak Ridge National Laboratory, Tennessee, USA.

Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.

Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA.

Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.

Wang, H.-Y., Gao, S., Huo, L.-H. & Zhao, J.-G. (2006). Acta Cryst. E62, m3395–m3397. [Remove?]

Wang, X. L., Qin, C., Wang, E. B. & Xu, L. (2006). Cryst. Growth Des. 6, 2061–2065.

Wang, X. L., Qin, C., Wang, E. B., Xu, L., Su, Z. M. & Hu, C. W. (2004). Angew. Chem. Int. Ed. 43, 5036–5040.

Westrip, S. P. (2007). PublCIF. In preparation.