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Acta Cryst. (2007). E63, m2027-m2028    [ doi:10.1107/S1600536807031224 ]

(Dihydroxyglyoxime-[kappa]2N,N')bis(1,10-phenanthroline-[kappa]2N,N')cobalt(II) dinitrate dihydrate

T. Liu, Z.-W. Wang, Y.-X. Wang and Z.-P. Xie

Abstract top

In the title compound, [Co(C12H8N2)2(C2H4N2O4)](NO3)2·2H2O, the Co atom has a distorted octahedral coordination formed by six N atoms from one dihydroxyglyoxime and two 1,10-phenanthroline ligands. The molecules are linked into a three-dimensional framework by O-H...O, C-H...O, C-H...N and O-H...N hydrogen bonds and by [pi]-[pi] stacking interactions [centroid-centroid distance = 3.585 (3) Å; symmetry code: 1-x, 2-y, -z].

Comment top

The crystal structure of bis(1,10-phenanthroline-N,N')(dihydroxy glyoxime) copper(II) dinitrate dihydrate, (II), has previously been reported (Liu et al., 2007). The crystal structure determination of the title compound, (I), has been carried out in order to elucidate the molecular conformation and to compare it with that of (II).

In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The six nitrogen atoms are coordinated to the cobalt atom, in a distorted octahedral arrangement (Table 1). The dihydroxyglyoxime and two phen ligands are each planar and the phen ligands are nearly perpendicular to each other, with a dihedral angle of 86.94 (7)°, as in (II).

In the crystal structure, the molecules are linked into a three-dimensional framework (Fig. 2) by O—H···O, C—H···O, C—H···N and O—H···N hydrogen bonds (Table 2). There are stacking interactions between adjacent phen ligands with centroid-centroid distance of 3.585 (3)Å (symmetry code: 1 - x, 2 - y, -z) leading to a supramolecular network structure (Fig. 2), as in (II).

Related literature top

For a related structure, see: Liu et al. (2007). For related literature, see: Allen et al. (1987).

Experimental top

Cobalt dinitrate hexahydrate (146 mg, 0.5 mmol), phen (198 mg, 1 mmol) and dihydroxyglyoxime (120 mg, 1 mmol) were dissolved in ethanol (15 ml). The mixture was heated for 5 h under reflux with stirring. It was then filtered to give a clear solution, into which diethyl ether vapour was allowed to condense in a closed vessel. After being allowed to stand for a few days at room temperature, some pink single crystals suitable for X-ray diffraction analysis precipitated.

Refinement top

H atoms of the water molecules were located in a difference synthesis and refined isotropically [O—H = 0.833 (10)–0.86 (8) Å, Uiso(H) = 0.532 (13)–0.603 (11) Å2]. The remaining H atoms were positioned geometrically, with O—H = 0.82 Å (for OH) and C—H = 0.93 Å for aromatic H, and constrained to ride on their parent atoms, with Uiso(H) = xUeq(C,O), where x = 1.2 for aromatic H atoms and x = 1.5 for all other H atoms.

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1996); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. Solvent molecules have been omitted for clarity.
[Figure 2] Fig. 2. A packing diagram of (I). Hydrogen bonds are shown as dashed lines.
(Dihydroxyglyoxime-κ2N,N')bis(1,10-phenanthroline- κ2N,N')cobalt(II) dinitrate dihydrate top
Crystal data top
[Co(C12H8N2)2(C2H4N2O4)](NO3)2·2H2OF(000) = 1436
Mr = 699.46Dx = 1.520 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 5619 reflections
a = 13.8695 (11) Åθ = 2.2–25.0°
b = 12.044 (5) ŵ = 0.64 mm−1
c = 18.401 (3) ÅT = 273 K
β = 95.997 (5)°Prism, pink
V = 3057.1 (13) Å30.30 × 0.23 × 0.18 mm
Z = 4
Data collection top
Bruker APEXII area-detector
diffractometer		6137 independent reflections
Radiation source: fine-focus sealed tube3126 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.041
φ and ω scansθmax = 26.5°, θmin = 2.0°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −17→17
Tmin = 0.833, Tmax = 0.895k = −15→15
19977 measured reflectionsl = −22→23
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.051Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.152H atoms treated by a mixture of independent and constrained refinement
S = 0.99 w = 1/[σ2(Fo2) + (0.07P)2]
where P = (Fo2 + 2Fc2)/3
6137 reflections(Δ/σ)max = 0.008
444 parametersΔρmax = 0.73 e Å−3
12 restraintsΔρmin = −0.45 e Å−3
Crystal data top
[Co(C12H8N2)2(C2H4N2O4)](NO3)2·2H2OV = 3057.1 (13) Å3
Mr = 699.46Z = 4
Monoclinic, P21/cMo Kα radiation
a = 13.8695 (11) ŵ = 0.64 mm−1
b = 12.044 (5) ÅT = 273 K
c = 18.401 (3) Å0.30 × 0.23 × 0.18 mm
β = 95.997 (5)°
Data collection top
Bruker APEXII area-detector
diffractometer		6137 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		3126 reflections with I > 2σ(I)
Tmin = 0.833, Tmax = 0.895Rint = 0.041
19977 measured reflectionsθmax = 26.5°
Refinement top
R[F2 > 2σ(F2)] = 0.051H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.152Δρmax = 0.73 e Å−3
S = 0.99Δρmin = −0.45 e Å−3
6137 reflectionsAbsolute structure: ?
444 parametersFlack parameter: ?
12 restraintsRogers parameter: ?
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
Co10.77581 (3)0.75563 (4)0.03828 (3)0.03933 (19)
O10.7960 (2)0.9966 (2)0.04754 (15)0.0549 (8)
H1A0.80150.99650.00360.082*
O20.8342 (2)0.6030 (2)0.14801 (17)0.0630 (9)
H2A0.86740.59370.18710.094*
O30.9313 (3)0.7553 (5)0.2464 (3)0.1361 (17)
H3A0.98880.77200.24760.204*
O40.9034 (4)0.9954 (4)0.1832 (3)0.1475 (18)
H4A0.95120.97990.21140.221*
O50.7740 (3)0.1306 (3)0.9098 (2)0.0897 (12)
O60.8931 (2)0.0156 (3)0.92845 (19)0.0716 (9)
O70.8893 (3)0.1352 (4)0.8431 (3)0.1246 (17)
O80.7401 (6)0.8817 (7)0.2869 (4)0.193 (3)
O90.6166 (6)0.8846 (6)0.3348 (4)0.200 (3)
O100.6399 (8)1.0082 (6)0.2621 (5)0.372 (10)
O110.5564 (12)0.4278 (12)0.1447 (9)0.537 (12)
O120.7018 (18)0.3345 (17)0.2011 (10)0.612 (18)
N10.6532 (2)0.7801 (2)0.07677 (19)0.0430 (8)
N20.7067 (2)0.8185 (2)−0.05307 (18)0.0404 (8)
N30.7384 (2)0.6056 (2)0.00412 (18)0.0444 (8)
N40.8938 (2)0.7245 (2)−0.00711 (17)0.0400 (8)
N50.8376 (2)0.7049 (3)0.12949 (19)0.0438 (8)
N60.8222 (2)0.8935 (3)0.07666 (19)0.0412 (8)
N70.8513 (3)0.0928 (3)0.8921 (3)0.0647 (11)
N80.6661 (6)0.9309 (8)0.2892 (5)0.147 (4)
C10.6298 (3)0.7616 (3)0.1433 (2)0.0545 (11)
H10.67720.73530.17860.065*
C20.5370 (3)0.7801 (4)0.1627 (3)0.0658 (13)
H20.52340.76710.21040.079*
C30.4661 (3)0.8170 (4)0.1120 (3)0.0623 (13)
H30.40360.82830.12460.075*
C40.4871 (3)0.8380 (3)0.0408 (3)0.0519 (12)
C50.4202 (3)0.8799 (4)−0.0165 (3)0.0637 (13)
H50.35630.8926−0.00780.076*
C60.4482 (3)0.9018 (4)−0.0842 (3)0.0674 (14)
H60.40300.9294−0.12060.081*
C70.5457 (3)0.8831 (3)−0.1000 (3)0.0534 (12)
C80.5799 (4)0.9060 (4)−0.1658 (3)0.0657 (14)
H80.53830.9346−0.20410.079*
C90.6762 (4)0.8863 (4)−0.1750 (3)0.0678 (14)
H90.70010.9037−0.21900.081*
C100.7373 (3)0.8399 (3)−0.1173 (2)0.0512 (11)
H100.80120.8237−0.12440.061*
C110.6127 (3)0.8402 (3)−0.0444 (2)0.0430 (10)
C120.5836 (3)0.8182 (3)0.0253 (2)0.0417 (10)
C130.6608 (3)0.5463 (4)0.0149 (3)0.0611 (13)
H130.61470.57590.04270.073*
C140.6471 (3)0.4405 (4)−0.0146 (3)0.0757 (16)
H140.59180.4005−0.00670.091*
C150.7133 (4)0.3950 (4)−0.0548 (3)0.0731 (15)
H150.70340.3245−0.07480.088*
C160.7967 (3)0.4548 (3)−0.0659 (2)0.0495 (11)
C170.8725 (4)0.4155 (4)−0.1058 (2)0.0583 (12)
H170.86620.3466−0.12860.070*
C180.9520 (4)0.4752 (4)−0.1112 (2)0.0568 (12)
H181.00050.4463−0.13700.068*
C190.9653 (3)0.5831 (3)−0.0784 (2)0.0445 (10)
C201.0469 (3)0.6507 (4)−0.0801 (2)0.0541 (12)
H201.09900.6270−0.10410.065*
C211.0496 (3)0.7503 (4)−0.0467 (2)0.0540 (11)
H211.10380.7954−0.04810.065*
C220.9725 (3)0.7868 (3)−0.0102 (2)0.0472 (11)
H220.97610.85600.01240.057*
C230.8908 (3)0.6240 (3)−0.0407 (2)0.0413 (10)
C240.8063 (3)0.5592 (3)−0.0347 (2)0.0408 (10)
C250.8805 (3)0.7816 (3)0.1717 (2)0.0451 (10)
C260.8677 (3)0.8917 (3)0.1413 (2)0.0477 (11)
H11A0.514 (3)0.401 (3)0.113 (3)0.532 (13)*
H12A0.673 (8)0.284 (4)0.224 (5)0.60 (3)*
H11B0.5583 (19)0.4957 (13)0.1533 (16)0.540 (7)*
H12B0.732 (2)0.307 (3)0.1681 (16)0.603 (11)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0360 (3)0.0383 (3)0.0430 (4)0.0023 (2)0.0010 (2)−0.0024 (3)
O10.0668 (19)0.0416 (16)0.055 (2)0.0082 (14)0.0002 (17)−0.0014 (15)
O20.065 (2)0.058 (2)0.063 (2)0.0029 (15)−0.0081 (16)0.0171 (16)
O30.128 (4)0.167 (5)0.105 (4)−0.001 (4)−0.027 (3)0.020 (3)
O40.162 (5)0.123 (4)0.150 (5)−0.015 (3)−0.016 (4)−0.045 (3)
O50.063 (2)0.092 (3)0.116 (3)0.017 (2)0.019 (2)0.006 (2)
O60.071 (2)0.056 (2)0.087 (3)0.0072 (17)0.0028 (19)0.0148 (19)
O70.123 (4)0.129 (4)0.131 (4)0.029 (3)0.055 (3)0.058 (3)
O80.156 (6)0.238 (8)0.188 (7)−0.047 (6)0.034 (6)−0.063 (5)
O90.234 (8)0.198 (7)0.163 (7)0.006 (6)0.002 (6)−0.017 (5)
O100.523 (18)0.131 (6)0.379 (14)−0.077 (7)−0.348 (13)0.124 (7)
O110.51 (3)0.72 (3)0.46 (2)0.08 (2)0.36 (2)0.14 (2)
O120.45 (3)0.96 (5)0.41 (3)−0.05 (3)−0.050 (18)−0.42 (3)
N10.0409 (19)0.0402 (19)0.047 (2)0.0019 (14)0.0008 (16)−0.0009 (16)
N20.045 (2)0.0349 (19)0.040 (2)0.0033 (15)−0.0008 (16)−0.0055 (16)
N30.0398 (19)0.0398 (19)0.053 (2)−0.0021 (16)0.0019 (17)−0.0016 (17)
N40.0372 (19)0.0357 (19)0.046 (2)0.0032 (14)−0.0022 (15)−0.0015 (15)
N50.0390 (19)0.043 (2)0.049 (2)0.0039 (16)0.0040 (16)0.0065 (18)
N60.0392 (19)0.0381 (19)0.046 (2)0.0026 (15)0.0027 (16)−0.0012 (16)
N70.056 (3)0.061 (3)0.078 (3)−0.005 (2)0.009 (2)0.011 (2)
N80.100 (5)0.227 (11)0.117 (7)−0.055 (6)0.021 (5)−0.085 (7)
C10.047 (2)0.067 (3)0.050 (3)0.008 (2)0.005 (2)0.007 (2)
C20.058 (3)0.077 (3)0.064 (4)0.003 (3)0.015 (3)−0.004 (3)
C30.043 (3)0.062 (3)0.084 (4)−0.004 (2)0.019 (3)−0.015 (3)
C40.040 (3)0.039 (2)0.075 (4)−0.0002 (19)−0.001 (2)−0.009 (2)
C50.041 (3)0.058 (3)0.090 (4)0.005 (2)−0.005 (3)−0.006 (3)
C60.055 (3)0.052 (3)0.088 (4)0.011 (2)−0.021 (3)−0.006 (3)
C70.056 (3)0.044 (3)0.056 (3)0.004 (2)−0.011 (2)−0.005 (2)
C80.074 (4)0.057 (3)0.061 (4)0.011 (3)−0.018 (3)0.000 (3)
C90.103 (4)0.051 (3)0.047 (3)−0.002 (3)−0.004 (3)−0.003 (2)
C100.064 (3)0.047 (3)0.042 (3)0.002 (2)0.002 (2)−0.004 (2)
C110.046 (3)0.032 (2)0.049 (3)0.0018 (18)−0.006 (2)−0.001 (2)
C120.037 (2)0.033 (2)0.053 (3)0.0013 (17)0.000 (2)−0.005 (2)
C130.049 (3)0.048 (3)0.087 (4)−0.005 (2)0.008 (2)−0.005 (3)
C140.058 (3)0.050 (3)0.119 (5)−0.014 (2)0.009 (3)−0.009 (3)
C150.075 (4)0.041 (3)0.101 (5)−0.008 (3)−0.005 (3)−0.015 (3)
C160.056 (3)0.038 (2)0.052 (3)0.005 (2)−0.008 (2)−0.002 (2)
C170.080 (3)0.045 (3)0.047 (3)0.013 (3)−0.004 (3)−0.008 (2)
C180.074 (3)0.056 (3)0.039 (3)0.026 (3)0.002 (2)−0.006 (2)
C190.046 (3)0.050 (3)0.037 (3)0.013 (2)−0.0006 (19)0.003 (2)
C200.050 (3)0.067 (3)0.046 (3)0.014 (2)0.011 (2)0.003 (2)
C210.042 (2)0.064 (3)0.056 (3)−0.002 (2)0.005 (2)0.004 (3)
C220.042 (2)0.045 (2)0.053 (3)0.0017 (19)0.001 (2)−0.003 (2)
C230.043 (2)0.041 (2)0.038 (3)0.0071 (19)−0.0049 (18)0.0025 (19)
C240.046 (2)0.036 (2)0.039 (3)0.0069 (19)−0.0025 (19)0.0001 (19)
C250.041 (2)0.054 (3)0.039 (3)0.0025 (19)−0.0007 (19)0.002 (2)
C260.045 (2)0.050 (3)0.047 (3)−0.003 (2)0.002 (2)−0.012 (2)
Geometric parameters (Å, º) top
Co1—N11.932 (3)C3—C41.394 (6)
Co1—N21.995 (3)C3—H30.9300
Co1—N31.965 (3)C4—C121.417 (5)
Co1—N41.949 (3)C4—C51.422 (6)
Co1—N51.904 (3)C5—C61.369 (6)
Co1—N61.891 (3)C5—H50.9300
O1—N61.385 (4)C6—C71.431 (6)
O1—H1A0.8200C6—H60.9300
O2—N51.276 (4)C7—C81.373 (6)
O2—H2A0.8200C7—C111.406 (6)
O3—C251.511 (5)C8—C91.384 (6)
O3—H3A0.8200C8—H80.9300
O4—C261.522 (5)C9—C101.405 (6)
O4—H4A0.8200C9—H90.9300
O5—N71.238 (4)C10—H100.9300
O6—N71.252 (5)C11—C121.409 (5)
O7—N71.204 (5)C13—C141.391 (6)
O8—N81.189 (8)C13—H130.9300
O9—N81.268 (8)C14—C151.354 (6)
O10—N81.100 (10)C14—H140.9300
O11—H11A0.85 (5)C15—C161.395 (6)
O11—H11B0.833 (10)C15—H150.9300
O12—H12A0.86 (8)C16—C241.382 (5)
O12—H12B0.84 (4)C16—C171.425 (6)
N1—C11.318 (5)C17—C181.329 (6)
N1—C121.360 (5)C17—H170.9300
N2—C101.322 (5)C18—C191.436 (6)
N2—C111.356 (5)C18—H180.9300
N3—C131.323 (5)C19—C231.393 (5)
N3—C241.360 (5)C19—C201.398 (5)
N4—C221.331 (5)C20—C211.347 (5)
N4—C231.358 (4)C20—H200.9300
N5—C251.309 (5)C21—C221.392 (5)
N6—C261.288 (5)C21—H210.9300
C1—C21.390 (6)C22—H220.9300
C1—H10.9300C23—C241.422 (5)
C2—C31.359 (6)C25—C261.442 (5)
C2—H20.9300
N1—Co1—N283.53 (14)C7—C6—H6119.4
N1—Co1—N392.55 (13)C8—C7—C11116.9 (4)
N1—Co1—N4175.38 (13)C8—C7—C6124.6 (4)
N1—Co1—N593.33 (14)C11—C7—C6118.4 (5)
N1—Co1—N690.43 (13)C7—C8—C9120.0 (4)
N2—Co1—N389.53 (12)C7—C8—H8120.0
N2—Co1—N493.60 (13)C9—C8—H8120.0
N2—Co1—N5175.51 (13)C8—C9—C10119.3 (5)
N2—Co1—N695.53 (13)C8—C9—H9120.4
N3—Co1—N483.79 (13)C10—C9—H9120.4
N3—Co1—N593.82 (14)N2—C10—C9121.9 (4)
N3—Co1—N6174.40 (13)N2—C10—H10119.0
N4—Co1—N589.74 (13)C9—C10—H10119.0
N4—Co1—N693.46 (13)N2—C11—C7123.7 (4)
N5—Co1—N681.26 (15)N2—C11—C12116.2 (3)
N6—O1—H1A109.5C7—C11—C12120.1 (4)
N5—O2—H2A109.5N1—C12—C11116.6 (4)
C25—O3—H3A109.5N1—C12—C4122.2 (4)
C26—O4—H4A109.5C11—C12—C4121.2 (4)
H11A—O11—H11B121 (3)N3—C13—C14121.1 (4)
H12A—O12—H12B111 (3)N3—C13—H13119.5
C1—N1—C12118.6 (4)C14—C13—H13119.5
C1—N1—Co1128.8 (3)C15—C14—C13120.7 (4)
C12—N1—Co1112.6 (3)C15—C14—H14119.6
C10—N2—C11118.1 (4)C13—C14—H14119.6
C10—N2—Co1131.0 (3)C14—C15—C16119.4 (4)
C11—N2—Co1110.9 (3)C14—C15—H15120.3
C13—N3—C24118.4 (4)C16—C15—H15120.3
C13—N3—Co1129.8 (3)C24—C16—C15117.0 (4)
C24—N3—Co1111.8 (2)C24—C16—C17118.2 (4)
C22—N4—C23118.0 (3)C15—C16—C17124.8 (4)
C22—N4—Co1129.7 (3)C18—C17—C16121.5 (4)
C23—N4—Co1112.3 (2)C18—C17—H17119.3
O2—N5—C25123.2 (4)C16—C17—H17119.3
O2—N5—Co1121.2 (3)C17—C18—C19121.9 (4)
C25—N5—Co1115.6 (3)C17—C18—H18119.1
C26—N6—O1117.1 (3)C19—C18—H18119.1
C26—N6—Co1116.4 (3)C23—C19—C20116.7 (4)
O1—N6—Co1125.2 (2)C23—C19—C18117.4 (4)
O7—N7—O5120.0 (5)C20—C19—C18125.9 (4)
O7—N7—O6120.0 (4)C21—C20—C19119.5 (4)
O5—N7—O6119.8 (4)C21—C20—H20120.2
O10—N8—O8130.7 (11)C19—C20—H20120.2
O10—N8—O9119.7 (10)C20—C21—C22121.0 (4)
O8—N8—O9109.5 (11)C20—C21—H21119.5
N1—C1—C2122.4 (4)C22—C21—H21119.5
N1—C1—H1118.8N4—C22—C21121.2 (4)
C2—C1—H1118.8N4—C22—H22119.4
C3—C2—C1119.9 (5)C21—C22—H22119.4
C3—C2—H2120.0N4—C23—C19123.6 (4)
C1—C2—H2120.0N4—C23—C24116.1 (3)
C2—C3—C4119.8 (4)C19—C23—C24120.3 (4)
C2—C3—H3120.1N3—C24—C16123.4 (4)
C4—C3—H3120.1N3—C24—C23115.9 (3)
C3—C4—C12117.0 (4)C16—C24—C23120.8 (4)
C3—C4—C5125.2 (4)N5—C25—C26112.9 (4)
C12—C4—C5117.9 (4)N5—C25—O3122.1 (4)
C6—C5—C4121.2 (4)C26—C25—O3124.8 (4)
C6—C5—H5119.4N6—C26—C25113.7 (4)
C4—C5—H5119.4N6—C26—O4123.7 (4)
C5—C6—C7121.3 (5)C25—C26—O4122.6 (4)
C5—C6—H6119.4
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1A···N20.822.673.014 (4)107
O2—H2A···O30.822.362.819 (6)116
C1—H1···N50.932.512.998 (5)113
C13—H13···N10.932.583.043 (6)112
C22—H22···N60.932.583.041 (5)110
O1—H1A···O5i0.822.372.994 (5)134
O1—H1A···O6i0.821.992.699 (4)146
C3—H3···O5ii0.932.533.372 (6)151
C5—H5···O1iii0.932.543.343 (5)145
C18—H18···O2iv0.932.403.249 (6)152
C22—H22···O6v0.932.543.289 (5)138
Symmetry codes: (i) x, y+1, z−1; (ii) −x+1, −y+1, −z+1; (iii) −x+1, −y+2, −z; (iv) −x+2, −y+1, −z; (v) −x+2, −y+1, −z+1.
Selected geometric parameters (Å, º) top
Co1—N11.932 (3)Co1—N41.949 (3)
Co1—N21.995 (3)Co1—N51.904 (3)
Co1—N31.965 (3)Co1—N61.891 (3)
N1—Co1—N283.53 (14)N2—Co1—N695.53 (13)
N1—Co1—N392.55 (13)N3—Co1—N483.79 (13)
N1—Co1—N4175.38 (13)N3—Co1—N593.82 (14)
N1—Co1—N593.33 (14)N3—Co1—N6174.40 (13)
N1—Co1—N690.43 (13)N4—Co1—N589.74 (13)
N2—Co1—N389.53 (12)N4—Co1—N693.46 (13)
N2—Co1—N493.60 (13)N5—Co1—N681.26 (15)
N2—Co1—N5175.51 (13)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1A···N20.822.673.014 (4)107
O2—H2A···O30.822.362.819 (6)116
C1—H1···N50.932.512.998 (5)113
C13—H13···N10.932.583.043 (6)112
C22—H22···N60.932.583.041 (5)110
O1—H1A···O5i0.822.372.994 (5)134
O1—H1A···O6i0.821.992.699 (4)146
C3—H3···O5ii0.932.533.372 (6)151
C5—H5···O1iii0.932.543.343 (5)145
C18—H18···O2iv0.932.403.249 (6)152
C22—H22···O6v0.932.543.289 (5)138
Symmetry codes: (i) x, y+1, z−1; (ii) −x+1, −y+1, −z+1; (iii) −x+1, −y+2, −z; (iv) −x+2, −y+1, −z; (v) −x+2, −y+1, −z+1.
Acknowledgements top

We thank the Youth Program of Jinggangshan University for financial support of this work.

references
References top

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