supplementary materials

Tris[2-(1H-imidazol-2-yl)imidazol-1-ido]cobalt(III)
In the title compound, [Co(C6H5N4)3], the CoIII atom adopts a distorted octahedral CoN6 coordination geometry, arising from three N,N'-bidentate deprotonated 2,2'-biimidazole ligands. The dihedral angles between the five-membered rings of the ligands are 4.1 (2), 9.4 (2) and 10.5 (2)°. In the crystal, molecules are linked by N-H
N hydrogen bonds, generating a layered network lying in (11
).
CoCl2.6H2O (0.1904 g, 0.8 mmol), biimidazole (0.107 g, 1 mmol), and
water (10 ml) were added to an aqueous solution (5 ml) containing NaN3 (0.028 g,0.4 mmol). The resulting mixture was further stirred for 15 min in air, and then
transferred and sealed in a 20 ml Teflon-lined reactor, which was heated at
423 K for 4 days and then cooled to room temperature at a rate of 5 K h-1.
Red blocks of (I) were obtained and washed with water.
H atoms attached to C and N atoms of (I) were placed in geometrically idealized
positions (C—H = 0.93Å, N—H = 0.86Å and constrained
to ride on their parent atoms.
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); 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: SHELXTL (Sheldrick, 2008).
Tris[2-(1
H-imidazol-2-yl)imidazol-1-ido]cobalt(III)
top
Crystal data top
| [Co(C6H5N4)3] | F(000) = 936 |
| Mr = 458.35 | Dx = 1.543 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2yn | Cell parameters from 10212 reflections |
| a = 12.299 (3) Å | θ = 2.3–20.5° |
| b = 12.524 (3) Å | µ = 0.90 mm−1 |
| c = 12.932 (3) Å | T = 293 K |
| β = 97.773 (4)° | Block, red |
| V = 1973.6 (8) Å3 | 0.5 × 0.4 × 0.3 mm |
| Z = 4 | |
Data collection top
Bruker SMART CCD diffractometer | 3728 independent reflections |
| Radiation source: fine-focus sealed tube | 2358 reflections with I > 2σ(I) |
| graphite | Rint = 0.046 |
| ω scans | θmax = 25.7°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −14→15 |
| Tmin = 0.654, Tmax = 0.762 | k = −15→13 |
| 10212 measured reflections | l = −15→13 |
Refinement top
| Refinement on F2 | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.138 | H-atom parameters constrained |
| S = 0.98 | w = 1/[σ2(Fo2) + (0.0798P)2] where P = (Fo2 + 2Fc2)/3 |
| 3728 reflections | (Δ/σ)max < 0.001 |
| 280 parameters | Δρmax = 0.48 e Å−3 |
| 0 restraints | Δρmin = −0.49 e Å−3 |
Crystal data top
| [Co(C6H5N4)3] | V = 1973.6 (8) Å3 |
| Mr = 458.35 | Z = 4 |
| Monoclinic, P21/n | Mo Kα radiation |
| a = 12.299 (3) Å | µ = 0.90 mm−1 |
| b = 12.524 (3) Å | T = 293 K |
| c = 12.932 (3) Å | 0.5 × 0.4 × 0.3 mm |
| β = 97.773 (4)° | |
Data collection top
Bruker SMART CCD diffractometer | 3728 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | 2358 reflections with I > 2σ(I) |
| Tmin = 0.654, Tmax = 0.762 | Rint = 0.046 |
| 10212 measured reflections | θmax = 25.7° |
Refinement top
| R[F2 > 2σ(F2)] = 0.041 | H-atom parameters constrained |
| wR(F2) = 0.138 | Δρmax = 0.48 e Å−3 |
| S = 0.98 | Δρmin = −0.49 e Å−3 |
| 3728 reflections | Absolute structure: ? |
| 280 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are
estimated using the full covariance matrix. The cell esds are taken into
account individually in the estimation of esds in distances, angles and
torsion angles; correlations between esds in cell parameters are only used
when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds 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| | x | y | z | Uiso*/Ueq | |
| Co1 | 0.14643 (4) | 0.83171 (4) | 0.84581 (4) | 0.03246 (19) | |
| N1 | 0.1905 (2) | 0.8669 (2) | 0.7123 (2) | 0.0325 (7) | |
| N2 | 0.0080 (2) | 0.8920 (2) | 0.7814 (2) | 0.0348 (7) | |
| N3 | 0.2012 (2) | 0.9650 (2) | 0.9055 (2) | 0.0324 (7) | |
| N4 | 0.2936 (2) | 0.7858 (2) | 0.8922 (2) | 0.0344 (7) | |
| N5 | 0.1019 (2) | 0.7861 (2) | 0.9773 (2) | 0.0348 (8) | |
| N6 | 0.0917 (2) | 0.6922 (2) | 0.8032 (3) | 0.0365 (8) | |
| C5 | 0.2563 (3) | 0.9108 (3) | 0.5682 (3) | 0.0400 (10) | |
| H2 | 0.3051 | 0.9191 | 0.5197 | 0.048* | |
| C6 | 0.2817 (3) | 0.8656 (3) | 0.6656 (3) | 0.0396 (10) | |
| H1 | 0.3498 | 0.8388 | 0.6939 | 0.048* | |
| N12 | 0.1482 (2) | 0.9419 (2) | 0.5534 (2) | 0.0360 (8) | |
| C4 | 0.1135 (3) | 0.9131 (3) | 0.6429 (3) | 0.0308 (8) | |
| C3 | 0.0105 (3) | 0.9241 (3) | 0.6834 (3) | 0.0343 (9) | |
| N11 | −0.0888 (2) | 0.9582 (2) | 0.6405 (3) | 0.0433 (9) | |
| H6 | −0.1059 | 0.9829 | 0.5783 | 0.052* | |
| C2 | −0.1578 (3) | 0.9462 (4) | 0.7141 (4) | 0.0516 (12) | |
| H7 | −0.2322 | 0.9627 | 0.7060 | 0.062* | |
| C1 | −0.0984 (3) | 0.9061 (3) | 0.8007 (3) | 0.0435 (10) | |
| H8 | −0.1249 | 0.8905 | 0.8630 | 0.052* | |
| C18 | 0.0637 (4) | 0.6367 (3) | 0.7131 (3) | 0.0477 (11) | |
| H9 | 0.0782 | 0.6578 | 0.6473 | 0.057* | |
| C17 | 0.0115 (4) | 0.5462 (3) | 0.7345 (3) | 0.0493 (11) | |
| H10 | −0.0153 | 0.4939 | 0.6866 | 0.059* | |
| N7 | 0.0051 (3) | 0.5451 (2) | 0.8392 (3) | 0.0397 (8) | |
| H11 | −0.0243 | 0.4963 | 0.8731 | 0.048* | |
| C16 | 0.0534 (3) | 0.6349 (3) | 0.8788 (3) | 0.0322 (9) | |
| C15 | 0.0665 (3) | 0.6837 (3) | 0.9789 (3) | 0.0306 (8) | |
| N8 | 0.0546 (3) | 0.6485 (2) | 1.0734 (2) | 0.0412 (8) | |
| C14 | 0.0858 (3) | 0.7350 (3) | 1.1374 (3) | 0.0477 (11) | |
| H15 | 0.0868 | 0.7361 | 1.2094 | 0.057* | |
| C13 | 0.1150 (3) | 0.8185 (3) | 1.0787 (3) | 0.0392 (10) | |
| H16 | 0.1393 | 0.8852 | 1.1036 | 0.047* | |
| C12 | 0.3600 (3) | 0.7001 (3) | 0.8784 (3) | 0.0429 (10) | |
| H17 | 0.3368 | 0.6345 | 0.8496 | 0.051* | |
| C11 | 0.4643 (3) | 0.7274 (3) | 0.9139 (3) | 0.0469 (11) | |
| H18 | 0.5256 | 0.6836 | 0.9151 | 0.056* | |
| N9 | 0.4642 (3) | 0.8312 (2) | 0.9480 (3) | 0.0413 (8) | |
| H19 | 0.5204 | 0.8683 | 0.9734 | 0.050* | |
| C10 | 0.3598 (3) | 0.8634 (3) | 0.9339 (3) | 0.0331 (9) | |
| C9 | 0.3067 (3) | 0.9641 (3) | 0.9483 (3) | 0.0333 (9) | |
| N10 | 0.3413 (2) | 1.0555 (2) | 0.9935 (3) | 0.0368 (8) | |
| C8 | 0.2507 (3) | 1.1201 (3) | 0.9770 (3) | 0.0419 (10) | |
| H23 | 0.2482 | 1.1907 | 0.9988 | 0.050* | |
| C7 | 0.1643 (3) | 1.0652 (3) | 0.9236 (3) | 0.0394 (9) | |
| H24 | 0.0939 | 1.0913 | 0.9034 | 0.047* | |
Atomic displacement parameters (Å2) top| | U11 | U22 | U33 | U12 | U13 | U23 |
| Co1 | 0.0365 (3) | 0.0314 (3) | 0.0284 (3) | −0.0033 (2) | 0.0010 (2) | 0.0038 (2) |
| N1 | 0.0327 (16) | 0.0320 (16) | 0.0321 (19) | −0.0013 (13) | 0.0023 (14) | 0.0052 (14) |
| N2 | 0.0354 (17) | 0.0352 (18) | 0.033 (2) | −0.0026 (14) | 0.0028 (14) | 0.0041 (15) |
| N3 | 0.0359 (17) | 0.0304 (17) | 0.030 (2) | −0.0012 (13) | 0.0013 (14) | 0.0040 (13) |
| N4 | 0.0396 (17) | 0.0262 (16) | 0.036 (2) | −0.0012 (14) | −0.0009 (15) | 0.0041 (14) |
| N5 | 0.0377 (17) | 0.0316 (17) | 0.035 (2) | −0.0041 (14) | 0.0021 (15) | 0.0008 (14) |
| N6 | 0.0437 (18) | 0.0348 (17) | 0.030 (2) | −0.0040 (14) | 0.0017 (15) | 0.0001 (14) |
| C5 | 0.040 (2) | 0.046 (2) | 0.035 (3) | −0.0064 (18) | 0.0082 (19) | 0.0010 (19) |
| C6 | 0.034 (2) | 0.042 (2) | 0.041 (3) | −0.0004 (17) | 0.0028 (19) | 0.0017 (19) |
| N12 | 0.0379 (18) | 0.0370 (18) | 0.032 (2) | −0.0054 (14) | 0.0008 (15) | 0.0026 (14) |
| C4 | 0.0361 (19) | 0.0306 (19) | 0.025 (2) | −0.0051 (16) | 0.0013 (16) | 0.0005 (16) |
| C3 | 0.038 (2) | 0.033 (2) | 0.031 (2) | −0.0034 (17) | 0.0056 (18) | 0.0003 (17) |
| N11 | 0.0374 (18) | 0.055 (2) | 0.036 (2) | 0.0019 (15) | 0.0008 (16) | 0.0097 (16) |
| C2 | 0.034 (2) | 0.071 (3) | 0.051 (3) | 0.004 (2) | 0.009 (2) | 0.010 (2) |
| C1 | 0.039 (2) | 0.057 (3) | 0.037 (3) | −0.0025 (19) | 0.0129 (19) | 0.006 (2) |
| C18 | 0.074 (3) | 0.046 (2) | 0.024 (2) | −0.006 (2) | 0.010 (2) | −0.0032 (19) |
| C17 | 0.072 (3) | 0.046 (3) | 0.029 (3) | −0.013 (2) | 0.003 (2) | −0.0085 (19) |
| N7 | 0.051 (2) | 0.0336 (18) | 0.034 (2) | −0.0088 (15) | 0.0043 (16) | −0.0024 (15) |
| C16 | 0.040 (2) | 0.033 (2) | 0.024 (2) | −0.0040 (16) | 0.0040 (17) | 0.0020 (16) |
| C15 | 0.0329 (19) | 0.030 (2) | 0.028 (2) | −0.0031 (15) | 0.0023 (16) | 0.0038 (16) |
| N8 | 0.056 (2) | 0.0400 (19) | 0.027 (2) | −0.0081 (15) | 0.0056 (17) | 0.0011 (15) |
| C14 | 0.069 (3) | 0.051 (3) | 0.024 (2) | −0.007 (2) | 0.010 (2) | −0.004 (2) |
| C13 | 0.051 (2) | 0.037 (2) | 0.029 (2) | −0.0044 (18) | 0.0035 (19) | −0.0078 (18) |
| C12 | 0.056 (3) | 0.030 (2) | 0.041 (3) | 0.0033 (18) | 0.000 (2) | 0.0027 (18) |
| C11 | 0.050 (2) | 0.042 (3) | 0.046 (3) | 0.014 (2) | −0.003 (2) | 0.006 (2) |
| N9 | 0.0407 (18) | 0.0404 (19) | 0.039 (2) | 0.0016 (15) | −0.0083 (16) | −0.0009 (15) |
| C10 | 0.033 (2) | 0.034 (2) | 0.030 (2) | −0.0009 (16) | −0.0031 (17) | 0.0073 (17) |
| C9 | 0.038 (2) | 0.031 (2) | 0.030 (2) | −0.0019 (16) | 0.0032 (18) | 0.0034 (16) |
| N10 | 0.0440 (18) | 0.0334 (18) | 0.034 (2) | −0.0023 (14) | 0.0071 (15) | −0.0058 (14) |
| C8 | 0.053 (2) | 0.033 (2) | 0.043 (3) | −0.0008 (19) | 0.016 (2) | −0.0025 (19) |
| C7 | 0.043 (2) | 0.036 (2) | 0.041 (3) | 0.0060 (18) | 0.0120 (19) | 0.0044 (18) |
Geometric parameters (Å, °) top
| Co1—N4 | 1.917 (3) | C2—C1 | 1.348 (5) |
| Co1—N3 | 1.922 (3) | C2—H7 | 0.9300 |
| Co1—N6 | 1.926 (3) | C1—H8 | 0.9300 |
| Co1—N1 | 1.929 (3) | C18—C17 | 1.350 (5) |
| Co1—N5 | 1.941 (3) | C18—H9 | 0.9300 |
| Co1—N2 | 1.944 (3) | C17—N7 | 1.367 (5) |
| N1—C6 | 1.344 (4) | C17—H10 | 0.9300 |
| N1—C4 | 1.345 (4) | N7—C16 | 1.341 (4) |
| N2—C3 | 1.333 (5) | N7—H11 | 0.8600 |
| N2—C1 | 1.376 (4) | C16—C15 | 1.420 (5) |
| N3—C9 | 1.340 (4) | C15—N8 | 1.326 (5) |
| N3—C7 | 1.365 (4) | N8—C14 | 1.386 (5) |
| N4—C10 | 1.335 (5) | C14—C13 | 1.369 (5) |
| N4—C12 | 1.374 (4) | C14—H15 | 0.9300 |
| N5—C15 | 1.356 (4) | C13—H16 | 0.9300 |
| N5—C13 | 1.361 (5) | C12—C11 | 1.347 (5) |
| N6—C16 | 1.349 (5) | C12—H17 | 0.9300 |
| N6—C18 | 1.361 (5) | C11—N9 | 1.373 (5) |
| C5—N12 | 1.373 (4) | C11—H18 | 0.9300 |
| C5—C6 | 1.378 (5) | N9—C10 | 1.334 (5) |
| C5—H2 | 0.9300 | N9—H19 | 0.8600 |
| C6—H1 | 0.9300 | C10—C9 | 1.443 (5) |
| N12—C4 | 1.336 (5) | C9—N10 | 1.329 (4) |
| C4—C3 | 1.442 (5) | N10—C8 | 1.370 (5) |
| C3—N11 | 1.341 (5) | C8—C7 | 1.372 (5) |
| N11—C2 | 1.367 (5) | C8—H23 | 0.9300 |
| N11—H6 | 0.8600 | C7—H24 | 0.9300 |
| | | |
| N4—Co1—N3 | 82.54 (12) | C1—C2—H7 | 126.2 |
| N4—Co1—N6 | 95.52 (13) | N11—C2—H7 | 126.2 |
| N3—Co1—N6 | 173.01 (13) | C2—C1—N2 | 108.6 (4) |
| N4—Co1—N1 | 88.88 (12) | C2—C1—H8 | 125.7 |
| N3—Co1—N1 | 92.05 (13) | N2—C1—H8 | 125.7 |
| N6—Co1—N1 | 94.62 (13) | C17—C18—N6 | 109.0 (4) |
| N4—Co1—N5 | 90.23 (13) | C17—C18—H9 | 125.5 |
| N3—Co1—N5 | 91.61 (13) | N6—C18—H9 | 125.5 |
| N6—Co1—N5 | 81.67 (13) | C18—C17—N7 | 107.7 (4) |
| N1—Co1—N5 | 176.08 (12) | C18—C17—H10 | 126.2 |
| N4—Co1—N2 | 170.39 (13) | N7—C17—H10 | 126.2 |
| N3—Co1—N2 | 94.22 (12) | C16—N7—C17 | 106.8 (3) |
| N6—Co1—N2 | 88.73 (13) | C16—N7—H11 | 126.6 |
| N1—Co1—N2 | 82.18 (12) | C17—N7—H11 | 126.6 |
| N5—Co1—N2 | 98.93 (12) | N7—C16—N6 | 110.4 (3) |
| C6—N1—C4 | 105.1 (3) | N7—C16—C15 | 134.4 (3) |
| C6—N1—Co1 | 138.8 (3) | N6—C16—C15 | 115.1 (3) |
| C4—N1—Co1 | 116.0 (2) | N8—C15—N5 | 113.9 (3) |
| C3—N2—C1 | 106.1 (3) | N8—C15—C16 | 133.1 (3) |
| C3—N2—Co1 | 113.1 (2) | N5—C15—C16 | 113.0 (3) |
| C1—N2—Co1 | 140.5 (3) | C15—N8—C14 | 103.5 (3) |
| C9—N3—C7 | 105.2 (3) | C13—C14—N8 | 109.8 (4) |
| C9—N3—Co1 | 115.2 (2) | C13—C14—H15 | 125.1 |
| C7—N3—Co1 | 139.5 (3) | N8—C14—H15 | 125.1 |
| C10—N4—C12 | 106.3 (3) | N5—C13—C14 | 107.5 (3) |
| C10—N4—Co1 | 114.0 (2) | N5—C13—H16 | 126.2 |
| C12—N4—Co1 | 138.2 (3) | C14—C13—H16 | 126.2 |
| C15—N5—C13 | 105.3 (3) | C11—C12—N4 | 108.2 (3) |
| C15—N5—Co1 | 114.9 (3) | C11—C12—H17 | 125.9 |
| C13—N5—Co1 | 138.2 (3) | N4—C12—H17 | 125.9 |
| C16—N6—C18 | 106.1 (3) | C12—C11—N9 | 107.9 (3) |
| C16—N6—Co1 | 114.7 (3) | C12—C11—H18 | 126.1 |
| C18—N6—Co1 | 138.3 (3) | N9—C11—H18 | 126.1 |
| N12—C5—C6 | 109.9 (3) | C10—N9—C11 | 106.6 (3) |
| N12—C5—H2 | 125.1 | C10—N9—H19 | 126.7 |
| C6—C5—H2 | 125.1 | C11—N9—H19 | 126.7 |
| N1—C6—C5 | 107.8 (3) | N9—C10—N4 | 111.0 (3) |
| N1—C6—H1 | 126.1 | N9—C10—C9 | 133.7 (3) |
| C5—C6—H1 | 126.1 | N4—C10—C9 | 115.2 (3) |
| C4—N12—C5 | 102.7 (3) | N10—C9—N3 | 114.1 (3) |
| N12—C4—N1 | 114.6 (3) | N10—C9—C10 | 133.3 (3) |
| N12—C4—C3 | 133.6 (3) | N3—C9—C10 | 112.6 (3) |
| N1—C4—C3 | 111.8 (3) | C9—N10—C8 | 103.6 (3) |
| N2—C3—N11 | 110.7 (3) | N10—C8—C7 | 109.9 (3) |
| N2—C3—C4 | 116.8 (3) | N10—C8—H23 | 125.0 |
| N11—C3—C4 | 132.5 (4) | C7—C8—H23 | 125.0 |
| C3—N11—C2 | 107.0 (3) | N3—C7—C8 | 107.1 (3) |
| C3—N11—H6 | 126.5 | N3—C7—H24 | 126.4 |
| C2—N11—H6 | 126.5 | C8—C7—H24 | 126.4 |
| C1—C2—N11 | 107.6 (3) | | |
| | | |
| N4—Co1—N1—C6 | −1.6 (4) | C1—N2—C3—C4 | −177.6 (3) |
| N3—Co1—N1—C6 | 80.9 (4) | Co1—N2—C3—C4 | −2.2 (4) |
| N6—Co1—N1—C6 | −97.0 (4) | N12—C4—C3—N2 | −175.1 (4) |
| N2—Co1—N1—C6 | 174.9 (4) | N1—C4—C3—N2 | 2.5 (5) |
| N4—Co1—N1—C4 | −176.0 (3) | N12—C4—C3—N11 | 7.4 (7) |
| N3—Co1—N1—C4 | −93.5 (3) | N1—C4—C3—N11 | −174.9 (4) |
| N6—Co1—N1—C4 | 88.5 (3) | N2—C3—N11—C2 | −0.7 (4) |
| N2—Co1—N1—C4 | 0.4 (2) | C4—C3—N11—C2 | 176.9 (4) |
| N3—Co1—N2—C3 | 92.5 (3) | C3—N11—C2—C1 | 0.7 (5) |
| N6—Co1—N2—C3 | −93.8 (3) | N11—C2—C1—N2 | −0.4 (5) |
| N1—Co1—N2—C3 | 1.0 (2) | C3—N2—C1—C2 | 0.0 (5) |
| N5—Co1—N2—C3 | −175.2 (2) | Co1—N2—C1—C2 | −173.3 (3) |
| N3—Co1—N2—C1 | −94.5 (4) | C16—N6—C18—C17 | −1.3 (5) |
| N6—Co1—N2—C1 | 79.2 (4) | Co1—N6—C18—C17 | −169.1 (3) |
| N1—Co1—N2—C1 | 174.0 (4) | N6—C18—C17—N7 | 0.8 (5) |
| N5—Co1—N2—C1 | −2.2 (4) | C18—C17—N7—C16 | 0.1 (5) |
| N4—Co1—N3—C9 | −0.3 (3) | C17—N7—C16—N6 | −0.9 (4) |
| N1—Co1—N3—C9 | −88.9 (3) | C17—N7—C16—C15 | 174.7 (4) |
| N5—Co1—N3—C9 | 89.8 (3) | C18—N6—C16—N7 | 1.3 (4) |
| N2—Co1—N3—C9 | −171.2 (3) | Co1—N6—C16—N7 | 172.5 (2) |
| N4—Co1—N3—C7 | −176.5 (4) | C18—N6—C16—C15 | −175.2 (3) |
| N1—Co1—N3—C7 | 94.9 (4) | Co1—N6—C16—C15 | −4.0 (4) |
| N5—Co1—N3—C7 | −86.5 (4) | C13—N5—C15—N8 | 0.8 (4) |
| N2—Co1—N3—C7 | 12.6 (4) | Co1—N5—C15—N8 | 169.0 (2) |
| N3—Co1—N4—C10 | −3.9 (3) | C13—N5—C15—C16 | −177.1 (3) |
| N6—Co1—N4—C10 | −177.1 (3) | Co1—N5—C15—C16 | −8.9 (4) |
| N1—Co1—N4—C10 | 88.3 (3) | N7—C16—C15—N8 | 15.6 (7) |
| N5—Co1—N4—C10 | −95.5 (3) | N6—C16—C15—N8 | −169.0 (4) |
| N3—Co1—N4—C12 | −167.7 (4) | N7—C16—C15—N5 | −167.0 (4) |
| N6—Co1—N4—C12 | 19.0 (4) | N6—C16—C15—N5 | 8.5 (5) |
| N1—Co1—N4—C12 | −75.5 (4) | N5—C15—N8—C14 | −0.6 (4) |
| N5—Co1—N4—C12 | 100.7 (4) | C16—C15—N8—C14 | 176.8 (4) |
| N4—Co1—N5—C15 | −90.1 (3) | C15—N8—C14—C13 | 0.1 (5) |
| N3—Co1—N5—C15 | −172.6 (3) | C15—N5—C13—C14 | −0.7 (4) |
| N6—Co1—N5—C15 | 5.5 (2) | Co1—N5—C13—C14 | −164.5 (3) |
| N2—Co1—N5—C15 | 92.8 (3) | N8—C14—C13—N5 | 0.4 (5) |
| N4—Co1—N5—C13 | 72.7 (4) | C10—N4—C12—C11 | 1.1 (4) |
| N3—Co1—N5—C13 | −9.9 (4) | Co1—N4—C12—C11 | 165.8 (3) |
| N6—Co1—N5—C13 | 168.2 (4) | N4—C12—C11—N9 | −1.3 (5) |
| N2—Co1—N5—C13 | −104.4 (4) | C12—C11—N9—C10 | 1.0 (4) |
| N4—Co1—N6—C16 | 88.8 (3) | C11—N9—C10—N4 | −0.3 (4) |
| N1—Co1—N6—C16 | 178.1 (3) | C11—N9—C10—C9 | −175.9 (4) |
| N5—Co1—N6—C16 | −0.7 (3) | C12—N4—C10—N9 | −0.5 (4) |
| N2—Co1—N6—C16 | −99.9 (3) | Co1—N4—C10—N9 | −169.3 (3) |
| N4—Co1—N6—C18 | −104.1 (4) | C12—N4—C10—C9 | 176.0 (3) |
| N1—Co1—N6—C18 | −14.8 (4) | Co1—N4—C10—C9 | 7.1 (4) |
| N5—Co1—N6—C18 | 166.5 (4) | C7—N3—C9—N10 | 0.6 (4) |
| N2—Co1—N6—C18 | 67.3 (4) | Co1—N3—C9—N10 | −176.9 (2) |
| C4—N1—C6—C5 | −0.4 (4) | C7—N3—C9—C10 | −178.5 (3) |
| Co1—N1—C6—C5 | −175.3 (3) | Co1—N3—C9—C10 | 4.0 (4) |
| N12—C5—C6—N1 | 0.5 (4) | N9—C10—C9—N10 | −10.7 (8) |
| C6—C5—N12—C4 | −0.3 (4) | N4—C10—C9—N10 | 173.8 (4) |
| C5—N12—C4—N1 | 0.1 (4) | N9—C10—C9—N3 | 168.2 (4) |
| C5—N12—C4—C3 | 177.6 (4) | N4—C10—C9—N3 | −7.3 (5) |
| C6—N1—C4—N12 | 0.2 (4) | N3—C9—N10—C8 | −0.8 (4) |
| Co1—N1—C4—N12 | 176.4 (2) | C10—C9—N10—C8 | 178.1 (4) |
| C6—N1—C4—C3 | −177.9 (3) | C9—N10—C8—C7 | 0.7 (4) |
| Co1—N1—C4—C3 | −1.7 (4) | C9—N3—C7—C8 | −0.1 (4) |
| C1—N2—C3—N11 | 0.4 (4) | Co1—N3—C7—C8 | 176.4 (3) |
| Co1—N2—C3—N11 | 175.8 (2) | N10—C8—C7—N3 | −0.4 (5) |
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| N11—H6···N12i | 0.86 | 1.95 | 2.808 (4) | 172 |
| N7—H11···N8ii | 0.86 | 1.99 | 2.814 (4) | 159 |
| N9—H19···N10iii | 0.86 | 1.95 | 2.796 (4) | 169 |
| Symmetry codes: (i) −x, −y+2, −z+1; (ii) −x, −y+1, −z+2; (iii) −x+1, −y+2, −z+2. |
Table 1
Selected geometric parameters (Å, °) top| Co1—N4 | 1.917 (3) | Co1—N1 | 1.929 (3) |
| Co1—N3 | 1.922 (3) | Co1—N5 | 1.941 (3) |
| Co1—N6 | 1.926 (3) | Co1—N2 | 1.944 (3) |
| | | |
| N4—Co1—N3 | 82.54 (12) | N1—Co1—N2 | 82.18 (12) |
| N6—Co1—N5 | 81.67 (13) | | |
Table 2
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| N11—H6···N12i | 0.86 | 1.95 | 2.808 (4) | 172 |
| N7—H11···N8ii | 0.86 | 1.99 | 2.814 (4) | 159 |
| N9—H19···N10iii | 0.86 | 1.95 | 2.796 (4) | 169 |
| Symmetry codes: (i) −x, −y+2, −z+1; (ii) −x, −y+1, −z+2; (iii) −x+1, −y+2, −z+2. |
The authors acknowledge financial support from the National Natural Science
Foundation of China (grant No. 20471033), the Province Natural Science
Foundation of Shanxi Province of China (grant No. 20051013) and the Overseas
Returned Scholar Foundation of Shanxi Province of China in 2008, as well as
Doctor Startup Foundation of Shanxi University of China.
Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Tadokoro, M. & Nakasuji, K. (2000). Coord. Chem. Rev. 198, 205–218.
Ye, B. H., Ding, B. B., Weng, Y. Q. & Chen, X. M. (2005). Cryst. Growth Des. 5, 801–806.
Zhang, L.-C., Zhu, Z.-M., You, W.-S., Chang, S. & Wang, E.-B. (2008). Acta Cryst. E64, m308.
The neutral molecule 2,2'-biimidazole (H2biim) and its monoanionic derivative(Hbiim-) is a particular organic target for construction of hybrid materials. Its molecular moieties possess a double property. Namely they can be coordinated to metal centres and can act as a donor in hydrogen bonding interactions (Tadokoro & Nakasuji, 2000). The crystal structure of (I) is reported here.
The X-ray crystallographic analysis shows that the molecule of the compound (I) consists of three Hbiim- and one Co3+ (Fig. 1). The Co3+ ion adopted octahedron coordination geometry, and coordinated with three Hbiim- anion. Average bond distance Co—N is 1.93 (3) Å, shorter than Co—N bond distance found in related structures, i.e. 2.116 (2)-2.118Å in [Co(H2biim)2(1,2-bdc)] (Ye et al., 2005), 2.1563 (18)Å , in diaquabis(2,2'-biimidazole)cobalt(II) dichloride (Zhang et al., 2008). In the crystalline state, the neighboring molecules are linked furtherly by N—H···N hydrogen bonding forming supermolecular structure(Fig. 2).