In the title compound, [Co(C19H12N5)2], each CoII atom occupies a position of high site symmetry, 222, and is coordinated by the six N atoms [Co—N = 2.085 (4)–2.157 (3) Å] from two tridentate 2-[6-(1H-benzimidazol-2-yl)-2-pyridyl]benzimidazolide ligands in a distorted octahedral geometry.
Supporting information
CCDC reference: 642956
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.007 Å
- R factor = 0.045
- wR factor = 0.054
- Data-to-parameter ratio = 12.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 45 Perc.
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.22 Ratio
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.52
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
PLAT850_ALERT_2_C Check Flack Parameter Exact Value 0.00 and su .. 0.01
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 25.01
From the CIF: _reflns_number_total 1446
Count of symmetry unique reflns 900
Completeness (_total/calc) 160.67%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 546
Fraction of Friedel pairs measured 0.607
Are heavy atom types Z>Si present yes
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
7 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 2004); cell refinement: SMART; data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2004); software used to prepare material for publication: SHELXTL.
Bis{2-[6-(1
H-benzimidazol-2-yl-
κN3)-2-pyridyl-
κN]benzimidazolido-
κN}cobalt(II)
top
Crystal data top
[Co(C19H12N5)2] | Dx = 1.394 Mg m−3 |
Mr = 679.60 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, P42212 | Cell parameters from 114 reflections |
Hall symbol: P 4n 2n | θ = 2.4–25.0° |
a = 9.7150 (6) Å | µ = 0.58 mm−1 |
c = 17.154 (2) Å | T = 293 K |
V = 1619.0 (3) Å3 | Block, red |
Z = 2 | 0.22 × 0.16 × 0.15 mm |
F(000) = 698 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 1446 independent reflections |
Radiation source: fine-focus sealed tube | 652 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.078 |
φ and ω scans | θmax = 25.0°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→10 |
Tmin = 0.897, Tmax = 0.917 | k = −11→11 |
9510 measured reflections | l = −20→20 |
Refinement top
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.045 | w = 1/[σ2(Fo2) + (0.0047P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.055 | (Δ/σ)max = 0.001 |
S = 0.95 | Δρmax = 0.38 e Å−3 |
1446 reflections | Δρmin = −1.22 e Å−3 |
114 parameters | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
60 restraints | Extinction coefficient: 0.0015 (3) |
Primary atom site location: structure-invariant direct methods | Absolute structure: Flack (1983), 546 Friedel pairs |
Secondary atom site location: difference Fourier map | Absolute structure parameter: 0.00 (1) |
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 | x | y | z | Uiso*/Ueq | Occ. (<1) |
C1 | 0.8067 (5) | 0.1868 (5) | 0.1244 (2) | 0.0397 (10) | |
C2 | 0.6820 (5) | 0.1141 (5) | 0.1355 (3) | 0.0512 (15) | |
H2 | 0.6675 | 0.0275 | 0.1139 | 0.061* | |
C3 | 0.5833 (6) | 0.1786 (5) | 0.1801 (3) | 0.0672 (17) | |
H3 | 0.5000 | 0.1341 | 0.1889 | 0.081* | |
C4 | 0.6046 (6) | 0.3086 (6) | 0.2124 (3) | 0.0620 (19) | |
H4 | 0.5358 | 0.3470 | 0.2432 | 0.074* | |
C5 | 0.7245 (5) | 0.3826 (5) | 0.2004 (3) | 0.0549 (17) | |
H5 | 0.7375 | 0.4701 | 0.2212 | 0.066* | |
C6 | 0.8243 (5) | 0.3180 (5) | 0.1555 (3) | 0.0435 (14) | |
C7 | 1.0046 (6) | 0.2622 (5) | 0.0874 (2) | 0.0414 (11) | |
C8 | 1.1341 (5) | 0.2621 (5) | 0.0440 (3) | 0.0484 (13) | |
C9 | 1.2331 (5) | 0.3658 (5) | 0.0459 (3) | 0.102 (2) | |
H9 | 1.2219 | 0.4435 | 0.0769 | 0.123* | |
C10 | 1.3487 (5) | 0.3487 (5) | 0.0000 | 0.128 (3) | |
H10 | 1.4164 | 0.4164 | 0.0000 | 0.154* | |
Co1 | 1.0000 | 0.0000 | 0.0000 | 0.0420 (3) | |
N1 | 1.1517 (3) | 0.1517 (3) | 0.0000 | 0.0390 (12) | |
N2 | 0.9220 (4) | 0.1495 (3) | 0.08178 (19) | 0.0415 (11) | |
N3 | 0.9532 (4) | 0.3658 (4) | 0.1317 (2) | 0.0475 (12) | |
H3A | 0.9913 | 0.4433 | 0.1427 | 0.057* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.039 (4) | 0.035 (4) | 0.045 (3) | −0.005 (2) | 0.004 (3) | 0.000 (3) |
C2 | 0.051 (4) | 0.039 (3) | 0.063 (4) | −0.012 (3) | 0.020 (3) | 0.000 (3) |
C3 | 0.060 (4) | 0.054 (4) | 0.088 (4) | −0.015 (3) | 0.014 (3) | −0.003 (3) |
C4 | 0.053 (4) | 0.061 (4) | 0.071 (4) | 0.005 (3) | 0.017 (3) | 0.005 (3) |
C5 | 0.059 (4) | 0.037 (3) | 0.069 (4) | −0.002 (3) | 0.008 (3) | −0.012 (3) |
C6 | 0.033 (3) | 0.039 (4) | 0.059 (4) | −0.006 (3) | 0.004 (3) | 0.009 (3) |
C7 | 0.036 (3) | 0.038 (3) | 0.050 (3) | −0.010 (3) | −0.001 (4) | 0.003 (2) |
C8 | 0.036 (3) | 0.041 (3) | 0.068 (3) | −0.008 (3) | 0.006 (3) | −0.010 (3) |
C9 | 0.080 (4) | 0.064 (4) | 0.162 (5) | −0.036 (4) | 0.060 (4) | −0.058 (4) |
C10 | 0.095 (4) | 0.095 (4) | 0.196 (8) | −0.052 (5) | 0.054 (5) | −0.054 (5) |
Co1 | 0.0340 (4) | 0.0340 (4) | 0.0579 (7) | −0.0073 (8) | 0.000 | 0.000 |
N1 | 0.0317 (19) | 0.0317 (19) | 0.054 (3) | −0.010 (3) | −0.003 (3) | 0.003 (3) |
N2 | 0.039 (3) | 0.034 (2) | 0.052 (2) | −0.009 (2) | 0.0022 (19) | −0.002 (2) |
N3 | 0.048 (3) | 0.030 (3) | 0.065 (3) | −0.005 (2) | 0.000 (2) | −0.010 (2) |
Geometric parameters (Å, º) top
C1—N2 | 1.385 (4) | C8—N1 | 1.323 (4) |
C1—C6 | 1.392 (5) | C8—C9 | 1.393 (5) |
C1—C2 | 1.416 (6) | C9—C10 | 1.381 (5) |
C2—C3 | 1.377 (6) | C9—H9 | 0.9300 |
C2—H2 | 0.9300 | C10—C9i | 1.381 (5) |
C3—C4 | 1.396 (6) | C10—H10 | 0.9300 |
C3—H3 | 0.9300 | Co1—N1ii | 2.085 (4) |
C4—C5 | 1.384 (5) | Co1—N1 | 2.085 (4) |
C4—H4 | 0.9300 | Co1—N2 | 2.157 (3) |
C5—C6 | 1.389 (6) | Co1—N2iii | 2.157 (3) |
C5—H5 | 0.9300 | Co1—N2ii | 2.157 (3) |
C6—N3 | 1.396 (5) | Co1—N2i | 2.157 (3) |
C7—N3 | 1.356 (5) | N1—C8i | 1.323 (4) |
C7—N2 | 1.361 (4) | N3—H3A | 0.8600 |
C7—C8 | 1.462 (6) | | |
| | | |
N2—C1—C6 | 110.0 (5) | C9i—C10—C9 | 121.4 (7) |
N2—C1—C2 | 129.3 (5) | C9i—C10—H10 | 119.3 |
C6—C1—C2 | 120.7 (5) | C9—C10—H10 | 119.3 |
C3—C2—C1 | 116.4 (4) | N1ii—Co1—N1 | 180.0 (2) |
C3—C2—H2 | 121.8 | N1ii—Co1—N2 | 103.16 (10) |
C1—C2—H2 | 121.8 | N1—Co1—N2 | 76.84 (10) |
C2—C3—C4 | 122.0 (5) | N1ii—Co1—N2iii | 76.84 (10) |
C2—C3—H3 | 119.0 | N1—Co1—N2iii | 103.16 (10) |
C4—C3—H3 | 119.0 | N2—Co1—N2iii | 87.11 (17) |
C5—C4—C3 | 122.4 (6) | N1ii—Co1—N2ii | 76.84 (10) |
C5—C4—H4 | 118.8 | N1—Co1—N2ii | 103.16 (10) |
C3—C4—H4 | 118.8 | N2—Co1—N2ii | 98.86 (17) |
C4—C5—C6 | 115.8 (5) | N2iii—Co1—N2ii | 153.68 (19) |
C4—C5—H5 | 122.1 | N1ii—Co1—N2i | 103.16 (10) |
C6—C5—H5 | 122.1 | N1—Co1—N2i | 76.84 (10) |
C5—C6—C1 | 122.8 (5) | N2—Co1—N2i | 153.68 (19) |
C5—C6—N3 | 129.6 (5) | N2iii—Co1—N2i | 98.86 (17) |
C1—C6—N3 | 107.6 (5) | N2ii—Co1—N2i | 87.11 (17) |
N3—C7—N2 | 114.8 (4) | C8—N1—C8i | 122.4 (6) |
N3—C7—C8 | 127.1 (4) | C8—N1—Co1 | 118.8 (3) |
N2—C7—C8 | 118.1 (5) | C8i—N1—Co1 | 118.8 (3) |
N1—C8—C9 | 120.6 (5) | C7—N2—C1 | 103.2 (4) |
N1—C8—C7 | 113.8 (4) | C7—N2—Co1 | 112.4 (3) |
C9—C8—C7 | 125.6 (4) | C1—N2—Co1 | 143.4 (3) |
C10—C9—C8 | 117.5 (5) | C7—N3—C6 | 104.3 (4) |
C10—C9—H9 | 121.3 | C7—N3—H3A | 127.8 |
C8—C9—H9 | 121.3 | C6—N3—H3A | 127.8 |
Symmetry codes: (i) y+1, x−1, −z; (ii) −x+2, −y, z; (iii) −y+1, −x+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N3—H3A···N3iv | 0.86 | 1.94 | 2.762 (7) | 159 |
Symmetry code: (iv) −x+2, −y+1, z. |