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In the title compound, [Co(C19H12N5)3]·2H2O, three mono-deprotonated 2,5-bis­(benzimidazol­yl)pyridine heterocycles chelate to cobalt(III) through the N atom of one benzimidazolyl arm of the heterocycle as well as through the pyridyl N atom to form a fairly regular six-coordinate, octa­hedral geometry geometry for cobalt. A network of N—H...N, N—H...O and O—H...N hydrogen bonds involving the non-coordinated water mol­ecules results in a layered structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806007082/hb2012sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806007082/hb2012Isup2.hkl
Contains datablock I

CCDC reference: 605069

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.006 Å
  • R factor = 0.058
  • wR factor = 0.164
  • Data-to-parameter ratio = 15.8

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT420_ALERT_2_B D-H Without Acceptor O2W - H2W2 ... ? PLAT601_ALERT_2_B Structure Contains Solvent Accessible VOIDS of . 147.00 A   3 PLAT731_ALERT_1_B Bond Calc 0.85(5), Rep 0.850(10) ...... 5.00 su-Rat O2W -H2W1 1.555 1.555 PLAT735_ALERT_1_B D-H Calc 0.85(5), Rep 0.850(10) ...... 5.00 su-Rat O2W -H3# 1.555 1.555
Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.96 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.41 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.25 Ratio PLAT432_ALERT_2_C Short Inter X...Y Contact C44 .. C48 .. 3.13 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4 PLAT731_ALERT_1_C Bond Calc 0.84(3), Rep 0.840(10) ...... 3.00 su-Rat O1W -H1W1 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(4), Rep 0.840(10) ...... 4.00 su-Rat O1W -H1W2 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.86(4), Rep 0.850(10) ...... 4.00 su-Rat O2W -H2W2 1.555 1.555 PLAT732_ALERT_1_C Angle Calc 111(5), Rep 110(2) ...... 2.50 su-Rat H2W1 -O2W -H2W2 1.555 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.84(3), Rep 0.840(10) ...... 3.00 su-Rat O1W -H1# 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(4), Rep 0.840(10) ...... 4.00 su-Rat O1W -H2# 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 1.96(3), Rep 1.970(10) ...... 3.00 su-Rat H1# -N5 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 2.00(5), Rep 2.00(2) ...... 2.50 su-Rat H3# -N4 1.555 1.555 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3 H2 O
0 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 16 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 12 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 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 2 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; 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: SHELXL97.

Tris[2,5-bis(1H-benzimidazol-2-yl)pyridinato-κ2N1,N2]cobalt(III) dihydrate top
Crystal data top
[Co(C19H12N5)3]·2H2OZ = 2
Mr = 1025.97F(000) = 1060
Triclinic, P1Dx = 1.334 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 12.1623 (8) ÅCell parameters from 3578 reflections
b = 13.2460 (8) Åθ = 2.3–24.5°
c = 17.485 (1) ŵ = 0.40 mm1
α = 111.712 (1)°T = 295 K
β = 100.538 (1)°Block, red
γ = 92.334 (1)°0.28 × 0.18 × 0.08 mm
V = 2554.7 (3) Å3
Data collection top
Bruker SMART CCD
diffractometer
10874 independent reflections
Radiation source: fine-focus sealed tube6132 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.040
φ and ω scansθmax = 27.1°, θmin = 1.3°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1515
Tmin = 0.897, Tmax = 0.969k = 1416
17019 measured reflectionsl = 2222
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)] = 0.058Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.164H atoms treated by a mixture of independent and constrained refinement
S = 0.99 w = 1/[σ2(Fo2) + (0.0796P)2]
where P = (Fo2 + 2Fc2)/3
10874 reflections(Δ/σ)max = 0.001
688 parametersΔρmax = 0.60 e Å3
6 restraintsΔρmin = 0.76 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Co10.66611 (4)0.75593 (4)0.50328 (3)0.0245 (1)
O1w0.6018 (3)0.9157 (2)0.7939 (2)0.0600 (8)
O2w0.9063 (4)1.4191 (3)0.7733 (3)0.098 (1)
N10.8111 (2)0.7213 (2)0.4811 (2)0.0280 (7)
N20.9981 (2)0.7715 (3)0.5258 (2)0.0482 (9)
N30.7549 (2)0.8907 (2)0.5933 (2)0.0246 (6)
N40.7994 (3)1.2540 (2)0.8092 (2)0.0418 (8)
N50.6782 (3)1.1287 (3)0.8184 (2)0.0388 (8)
N60.6394 (2)0.8277 (2)0.4269 (2)0.0268 (6)
N70.5077 (2)0.9027 (2)0.3597 (2)0.0328 (7)
N80.5199 (2)0.8032 (2)0.5272 (2)0.0235 (6)
N90.1980 (2)0.8175 (2)0.6568 (2)0.0356 (7)
N100.3690 (2)0.8223 (2)0.7321 (2)0.0359 (7)
N110.5923 (2)0.6191 (2)0.4198 (2)0.0254 (6)
N120.5689 (2)0.4345 (2)0.3867 (2)0.0299 (7)
N130.6826 (2)0.6718 (2)0.5759 (2)0.0263 (6)
N140.8480 (3)0.6340 (3)0.8348 (2)0.0375 (8)
N150.7767 (3)0.7892 (2)0.8414 (2)0.0369 (8)
C10.8629 (3)0.6361 (3)0.4354 (2)0.032 (1)
C20.8221 (3)0.5356 (3)0.3696 (3)0.049 (1)
C30.8983 (4)0.4680 (4)0.3379 (3)0.065 (1)
C41.0142 (4)0.4973 (4)0.3717 (4)0.075 (2)
C51.0562 (4)0.5958 (4)0.4335 (3)0.069 (2)
C60.9795 (3)0.6677 (3)0.4647 (2)0.041 (1)
C70.8962 (3)0.7983 (3)0.5332 (2)0.032 (1)
C80.8659 (3)0.8962 (3)0.5917 (2)0.030 (1)
C90.9405 (3)0.9883 (3)0.6446 (3)0.050 (1)
C100.9025 (3)1.0723 (3)0.7022 (2)0.048 (1)
C110.7905 (3)1.0642 (3)0.7091 (2)0.030 (1)
C120.7547 (3)1.1506 (3)0.7777 (2)0.035 (1)
C130.7508 (4)1.3040 (3)0.8772 (2)0.046 (1)
C140.7694 (4)1.4131 (4)0.9352 (3)0.064 (1)
C150.7104 (5)1.4408 (5)0.9981 (3)0.082 (2)
C160.6346 (6)1.3646 (5)1.0035 (3)0.087 (2)
C170.6130 (4)1.2574 (4)0.9465 (3)0.069 (1)
C180.6741 (4)1.2277 (3)0.8831 (2)0.044 (1)
C190.7190 (3)0.9723 (3)0.6519 (2)0.029 (1)
C200.6826 (3)0.8443 (3)0.3644 (2)0.030 (1)
C210.7815 (3)0.8179 (3)0.3353 (2)0.041 (1)
C220.7944 (3)0.8389 (4)0.2664 (3)0.050 (1)
C230.7148 (4)0.8868 (4)0.2268 (3)0.051 (1)
C240.6176 (3)0.9133 (3)0.2548 (2)0.040 (1)
C250.6003 (3)0.8904 (3)0.3237 (2)0.031 (1)
C260.5364 (3)0.8624 (3)0.4188 (2)0.029 (1)
C270.4671 (3)0.8473 (3)0.4735 (2)0.028 (1)
C280.3582 (3)0.8722 (3)0.4735 (2)0.037 (1)
C290.3044 (3)0.8600 (3)0.5325 (2)0.039 (1)
C300.3603 (3)0.8222 (3)0.5908 (2)0.029 (1)
C310.3119 (3)0.8185 (3)0.6604 (2)0.029 (1)
C320.1842 (3)0.8197 (3)0.7341 (2)0.037 (1)
C330.0884 (4)0.8191 (3)0.7664 (3)0.050 (1)
C340.1037 (4)0.8192 (4)0.8456 (3)0.063 (1)
C350.2087 (5)0.8204 (4)0.8916 (3)0.067 (1)
C360.3039 (4)0.8215 (4)0.8606 (3)0.057 (1)
C370.2916 (3)0.8220 (3)0.7799 (2)0.037 (1)
C380.4673 (3)0.7916 (3)0.5842 (2)0.027 (1)
C390.5449 (3)0.5692 (3)0.3348 (2)0.028 (1)
C400.5114 (3)0.6099 (3)0.2720 (2)0.039 (1)
C410.4668 (3)0.5359 (3)0.1918 (2)0.045 (1)
C420.4545 (3)0.4234 (3)0.1725 (2)0.043 (1)
C430.4866 (3)0.3814 (3)0.2328 (2)0.036 (1)
C440.5328 (3)0.4554 (3)0.3151 (2)0.029 (1)
C450.6033 (3)0.5331 (3)0.4448 (2)0.027 (1)
C460.6528 (3)0.5624 (3)0.5326 (2)0.026 (1)
C470.6686 (3)0.4891 (3)0.5719 (2)0.031 (1)
C480.7142 (3)0.5277 (3)0.6569 (2)0.031 (1)
C490.7422 (3)0.6398 (3)0.7019 (2)0.029 (1)
C500.7883 (3)0.6885 (3)0.7926 (2)0.030 (1)
C510.8799 (3)0.7044 (3)0.9168 (2)0.042 (1)
C520.9454 (4)0.6948 (4)0.9871 (3)0.066 (1)
C530.9632 (5)0.7847 (5)1.0608 (3)0.086 (2)
C540.9161 (5)0.8802 (5)1.0655 (3)0.084 (2)
C550.8521 (4)0.8911 (4)0.9967 (3)0.067 (1)
C560.8340 (3)0.8009 (3)0.9209 (2)0.041 (1)
C570.7261 (3)0.7084 (3)0.6581 (2)0.029 (1)
H1w10.630 (3)0.981 (1)0.810 (3)0.072*
H1w20.642 (3)0.878 (3)0.815 (3)0.072*
H2w10.868 (4)1.364 (3)0.773 (4)0.118*
H2w20.963 (3)1.400 (4)0.751 (4)0.118*
H2n1.06090.80970.55280.058*
H10n0.44000.82460.74640.043*
H14n0.86280.56840.81400.045*
H20.74520.51540.34800.058*
H30.87310.40120.29320.078*
H41.06370.44750.35090.090*
H51.13340.61500.45440.082*
H91.01560.99240.64060.060*
H100.95121.13510.73690.057*
H140.81981.46450.93100.077*
H150.72151.51221.03800.099*
H160.59641.38641.04730.104*
H170.56031.20760.95030.082*
H190.64340.96730.65450.035*
H210.83610.78730.36170.049*
H220.85870.82050.24510.060*
H230.72800.90100.18080.061*
H240.56480.94560.22870.048*
H280.32130.89710.43360.044*
H290.23110.87700.53320.046*
H330.01730.81880.73570.060*
H340.04130.81850.86920.075*
H350.21510.82030.94550.080*
H360.37440.82200.89220.069*
H380.50350.76190.62120.032*
H400.51920.68470.28410.046*
H410.44410.56140.14920.054*
H420.42380.37580.11730.052*
H430.47790.30640.21960.043*
H470.64860.41450.54120.038*
H480.72610.47930.68410.037*
H520.97560.63040.98410.079*
H531.00790.78201.10900.103*
H540.92860.93881.11730.101*
H550.82200.95581.00050.080*
H570.74670.78320.68750.034*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0210 (3)0.0238 (3)0.0278 (3)0.0048 (2)0.0056 (2)0.0083 (2)
O1w0.054 (2)0.043 (2)0.090 (2)0.004 (2)0.005 (2)0.037 (2)
O2w0.136 (4)0.059 (2)0.135 (4)0.040 (3)0.077 (3)0.051 (3)
N10.025 (2)0.026 (2)0.030 (2)0.006 (1)0.007 (1)0.007 (1)
N20.017 (2)0.055 (2)0.053 (2)0.002 (2)0.004 (2)0.000 (2)
N30.023 (2)0.026 (2)0.024 (1)0.004 (1)0.004 (1)0.009 (1)
N40.046 (2)0.028 (2)0.041 (2)0.004 (2)0.009 (2)0.001 (2)
N50.039 (2)0.038 (2)0.033 (2)0.008 (2)0.011 (1)0.005 (2)
N60.023 (2)0.027 (2)0.031 (2)0.002 (1)0.006 (1)0.010 (1)
N70.033 (2)0.038 (2)0.033 (2)0.012 (1)0.011 (1)0.017 (1)
N80.022 (2)0.023 (2)0.026 (1)0.004 (1)0.005 (1)0.009 (1)
N90.028 (2)0.040 (2)0.042 (2)0.008 (1)0.019 (1)0.013 (2)
N100.025 (2)0.046 (2)0.040 (2)0.010 (2)0.009 (1)0.019 (2)
N110.024 (2)0.022 (2)0.030 (2)0.005 (1)0.004 (1)0.011 (1)
N120.030 (2)0.025 (2)0.031 (2)0.003 (1)0.005 (1)0.006 (1)
N130.021 (2)0.029 (2)0.027 (2)0.004 (1)0.005 (1)0.008 (1)
N140.045 (2)0.034 (2)0.036 (2)0.012 (2)0.004 (2)0.017 (2)
N150.039 (2)0.034 (2)0.034 (2)0.006 (2)0.004 (1)0.010 (2)
C10.027 (2)0.029 (2)0.039 (2)0.006 (2)0.012 (2)0.009 (2)
C20.032 (2)0.038 (2)0.067 (3)0.003 (2)0.022 (2)0.004 (2)
C30.045 (3)0.043 (3)0.090 (4)0.006 (2)0.034 (3)0.002 (3)
C40.046 (3)0.047 (3)0.120 (4)0.022 (2)0.042 (3)0.005 (3)
C50.033 (3)0.060 (3)0.094 (4)0.017 (2)0.024 (3)0.002 (3)
C60.030 (2)0.036 (2)0.048 (2)0.008 (2)0.011 (2)0.006 (2)
C70.025 (2)0.037 (2)0.030 (2)0.005 (2)0.006 (2)0.007 (2)
C80.024 (2)0.031 (2)0.030 (2)0.002 (2)0.004 (2)0.006 (2)
C90.028 (2)0.050 (3)0.052 (2)0.002 (2)0.011 (2)0.003 (2)
C100.033 (2)0.041 (2)0.047 (2)0.003 (2)0.007 (2)0.005 (2)
C110.031 (2)0.028 (2)0.030 (2)0.007 (2)0.005 (2)0.008 (2)
C120.032 (2)0.032 (2)0.033 (2)0.008 (2)0.001 (2)0.007 (2)
C130.051 (3)0.037 (2)0.034 (2)0.009 (2)0.001 (2)0.001 (2)
C140.072 (3)0.040 (3)0.054 (3)0.011 (2)0.005 (3)0.007 (2)
C150.103 (5)0.063 (4)0.054 (3)0.026 (4)0.010 (3)0.006 (3)
C160.116 (5)0.089 (5)0.047 (3)0.043 (4)0.036 (3)0.004 (3)
C170.077 (4)0.076 (4)0.056 (3)0.015 (3)0.032 (3)0.021 (3)
C180.049 (3)0.045 (3)0.034 (2)0.015 (2)0.013 (2)0.008 (2)
C190.027 (2)0.030 (2)0.030 (2)0.006 (2)0.006 (2)0.011 (2)
C200.031 (2)0.025 (2)0.033 (2)0.000 (2)0.007 (2)0.009 (2)
C210.027 (2)0.049 (3)0.052 (2)0.008 (2)0.013 (2)0.023 (2)
C220.037 (2)0.064 (3)0.054 (3)0.003 (2)0.018 (2)0.026 (2)
C230.054 (3)0.062 (3)0.048 (2)0.002 (2)0.021 (2)0.031 (2)
C240.044 (2)0.040 (2)0.040 (2)0.006 (2)0.010 (2)0.021 (2)
C250.032 (2)0.029 (2)0.032 (2)0.005 (2)0.009 (2)0.012 (2)
C260.026 (2)0.028 (2)0.033 (2)0.007 (2)0.009 (2)0.010 (2)
C270.026 (2)0.029 (2)0.031 (2)0.010 (2)0.003 (2)0.014 (2)
C280.027 (2)0.052 (2)0.039 (2)0.018 (2)0.010 (2)0.024 (2)
C290.025 (2)0.051 (3)0.047 (2)0.017 (2)0.013 (2)0.023 (2)
C300.025 (2)0.027 (2)0.034 (2)0.006 (2)0.007 (2)0.010 (2)
C310.026 (2)0.024 (2)0.034 (2)0.005 (2)0.008 (2)0.007 (2)
C320.036 (2)0.032 (2)0.047 (2)0.007 (2)0.022 (2)0.013 (2)
C330.044 (3)0.046 (3)0.065 (3)0.012 (2)0.027 (2)0.019 (2)
C340.068 (3)0.060 (3)0.080 (3)0.020 (3)0.054 (3)0.031 (3)
C350.085 (4)0.082 (4)0.062 (3)0.032 (3)0.048 (3)0.042 (3)
C360.065 (3)0.076 (3)0.046 (2)0.024 (3)0.024 (2)0.033 (2)
C370.038 (2)0.037 (2)0.041 (2)0.009 (2)0.019 (2)0.016 (2)
C380.024 (2)0.027 (2)0.030 (2)0.006 (2)0.004 (2)0.012 (2)
C390.021 (2)0.031 (2)0.029 (2)0.004 (2)0.005 (1)0.010 (2)
C400.042 (2)0.030 (2)0.038 (2)0.003 (2)0.005 (1)0.010 (2)
C410.052 (3)0.045 (3)0.033 (2)0.006 (2)0.000 (2)0.014 (2)
C420.048 (3)0.042 (2)0.027 (2)0.006 (2)0.002 (2)0.003 (2)
C430.035 (2)0.027 (2)0.035 (2)0.001 (2)0.008 (2)0.003 (2)
C440.022 (2)0.028 (2)0.033 (2)0.002 (2)0.007 (2)0.007 (2)
C450.022 (2)0.026 (2)0.032 (2)0.004 (2)0.008 (1)0.008 (2)
C460.018 (2)0.027 (2)0.030 (2)0.005 (1)0.007 (1)0.008 (2)
C470.028 (2)0.026 (2)0.038 (2)0.007 (2)0.008 (2)0.010 (2)
C480.029 (2)0.030 (2)0.035 (2)0.006 (2)0.007 (2)0.015 (2)
C490.022 (2)0.034 (2)0.031 (2)0.007 (2)0.006 (2)0.013 (2)
C500.030 (2)0.030 (2)0.031 (2)0.003 (2)0.004 (2)0.014 (2)
C510.047 (3)0.043 (2)0.033 (2)0.006 (2)0.004 (2)0.014 (2)
C520.080 (4)0.065 (3)0.044 (3)0.018 (3)0.008 (2)0.021 (3)
C530.104 (5)0.102 (5)0.037 (3)0.023 (4)0.013 (3)0.023 (3)
C540.103 (5)0.085 (4)0.038 (3)0.019 (4)0.002 (3)0.001 (3)
C550.083 (4)0.060 (3)0.045 (3)0.018 (3)0.003 (3)0.010 (2)
C560.043 (2)0.044 (2)0.031 (2)0.004 (2)0.0044 (17)0.011 (2)
C570.024 (2)0.029 (2)0.032 (2)0.0052 (15)0.0058 (15)0.010 (2)
Geometric parameters (Å, º) top
Co1—N11.911 (3)C30—C311.460 (5)
Co1—N31.993 (3)C32—C331.386 (5)
Co1—N61.897 (3)C32—C371.395 (5)
Co1—N81.975 (3)C33—C341.362 (6)
Co1—N111.911 (3)C34—C351.376 (7)
Co1—N131.966 (3)C35—C361.368 (6)
N1—C71.350 (4)C36—C371.393 (5)
N1—C11.374 (4)C39—C401.398 (5)
N2—C71.319 (4)C39—C441.412 (5)
N2—C61.373 (5)C40—C411.371 (5)
N3—C191.338 (4)C41—C421.396 (5)
N3—C81.355 (4)C42—C431.368 (5)
N4—C121.321 (5)C43—C441.401 (5)
N4—C131.381 (5)C45—C461.438 (4)
N5—C121.353 (5)C46—C471.384 (5)
N5—C181.389 (5)C47—C481.375 (5)
N6—C261.353 (4)C48—C491.392 (5)
N6—C201.378 (4)C49—C571.388 (5)
N7—C261.330 (4)C49—C501.460 (5)
N7—C251.375 (4)C51—C521.388 (5)
N8—C381.329 (4)C51—C561.398 (5)
N8—C271.360 (4)C52—C531.367 (7)
N9—C311.374 (4)C53—C541.391 (7)
N9—C321.381 (4)C54—C551.366 (6)
N10—C311.300 (4)C55—C561.391 (6)
N10—C371.370 (4)O1w—H1w10.84 (1)
N11—C451.367 (4)O1w—H1w20.84 (1)
N11—C391.381 (4)O2w—H2w10.85 (1)
N12—C451.316 (4)O2w—H2w20.85 (1)
N12—C441.380 (4)N2—H2n0.85
N13—C571.329 (4)N10—H10n0.85
N13—C461.360 (4)N14—H14n0.85
N14—C501.355 (4)C2—H20.93
N14—C511.361 (5)C3—H30.93
N15—C501.320 (4)C4—H40.93
N15—C561.386 (4)C5—H50.93
C1—C21.394 (5)C9—H90.93
C1—C61.405 (5)C10—H100.93
C2—C31.363 (5)C14—H140.93
C3—C41.402 (6)C15—H150.93
C4—C51.354 (6)C16—H160.93
C5—C61.396 (5)C17—H170.93
C7—C81.435 (5)C19—H190.93
C8—C91.392 (5)C21—H210.93
C9—C101.360 (5)C22—H220.93
C10—C111.392 (5)C23—H230.93
C11—C191.391 (5)C24—H240.93
C11—C121.468 (5)C28—H280.93
C13—C181.392 (6)C29—H290.93
C13—C141.405 (5)C33—H330.93
C14—C151.368 (7)C34—H340.93
C15—C161.379 (8)C35—H350.93
C16—C171.380 (7)C36—H360.93
C17—C181.392 (5)C38—H380.93
C20—C211.398 (5)C40—H400.93
C20—C251.412 (5)C41—H410.93
C21—C221.367 (5)C42—H420.93
C22—C231.396 (6)C43—H430.93
C23—C241.371 (5)C47—H470.93
C24—C251.394 (5)C48—H480.93
C26—C271.444 (5)C52—H520.93
C27—C281.378 (5)C53—H530.93
C28—C291.370 (5)C54—H540.93
C29—C301.381 (5)C55—H550.93
C30—C381.391 (5)C57—H570.93
N1—Co1—N383.1 (1)N10—C37—C32109.2 (3)
N1—Co1—N693.9 (1)C36—C37—C32119.4 (4)
N1—Co1—N8175.6 (1)N8—C38—C30122.6 (3)
N1—Co1—N1192.7 (1)N11—C39—C40132.9 (3)
N1—Co1—N1388.2 (1)N11—C39—C44106.8 (3)
N3—Co1—N893.7 (1)C40—C39—C44120.3 (3)
N3—Co1—N691.3 (1)C41—C40—C39117.8 (4)
N3—Co1—N11174.5 (1)C40—C41—C42121.9 (4)
N3—Co1—N1393.5 (1)C43—C42—C41121.5 (3)
N6—Co1—N883.2 (1)C42—C43—C44117.7 (3)
N6—Co1—N1192.5 (1)N12—C44—C43129.0 (3)
N6—Co1—N13174.9 (1)N12—C44—C39110.2 (3)
N11—Co1—N890.7 (1)C43—C44—C39120.8 (3)
N13—Co1—N894.9 (1)N12—C45—N11117.0 (3)
N11—Co1—N1382.8 (1)N12—C45—C46127.9 (3)
C7—N1—C1104.9 (3)N11—C45—C46115.1 (3)
C7—N1—Co1113.6 (2)N13—C46—C47121.4 (3)
C1—N1—Co1140.9 (2)N13—C46—C45113.7 (3)
C7—N2—C6104.1 (3)C47—C46—C45124.9 (3)
C19—N3—C8118.6 (3)C48—C47—C46119.4 (3)
C19—N3—Co1128.8 (2)C47—C48—C49119.4 (3)
C8—N3—Co1112.5 (2)C57—C49—C48118.1 (3)
C12—N4—C13104.7 (3)C57—C49—C50118.6 (3)
C12—N5—C18105.3 (3)C48—C49—C50123.3 (3)
C26—N6—C20103.7 (3)N15—C50—N14113.4 (3)
C26—N6—Co1114.1 (2)N15—C50—C49123.9 (3)
C20—N6—Co1141.2 (2)N14—C50—C49122.7 (3)
C26—N7—C25101.9 (3)N14—C51—C52132.3 (4)
C38—N8—C27118.6 (3)N14—C51—C56105.8 (3)
C38—N8—Co1128.4 (2)C52—C51—C56121.9 (4)
C27—N8—Co1112.9 (2)C53—C52—C51116.7 (5)
C31—N9—C32105.2 (3)C52—C53—C54121.6 (5)
C31—N10—C37106.0 (3)C55—C54—C53122.4 (5)
C45—N11—C39103.3 (3)C54—C55—C56116.8 (5)
C45—N11—Co1113.9 (2)N15—C56—C55129.7 (4)
C39—N11—Co1141.6 (2)N15—C56—C51109.7 (3)
C45—N12—C44102.7 (3)C55—C56—C51120.6 (4)
C57—N13—C46118.8 (3)N13—C57—C49122.8 (3)
C57—N13—Co1127.7 (2)C7—N2—H2n127.9
C46—N13—Co1113.3 (2)C6—N2—H2n127.9
C50—N14—C51106.9 (3)C31—N10—H10n127.0
C50—N15—C56104.3 (3)C37—N10—H10n127.0
N1—C1—C2133.0 (3)C50—N14—H14n126.6
N1—C1—C6106.6 (3)C51—N14—H14n126.6
C2—C1—C6120.3 (3)C3—C2—H2121.0
C3—C2—C1118.0 (4)C1—C2—H2121.0
C2—C3—C4121.0 (4)C2—C3—H3119.5
C5—C4—C3122.1 (4)C4—C3—H3119.5
C4—C5—C6117.5 (4)C5—C4—H4118.9
N2—C6—C5129.9 (4)C3—C4—H4118.9
N2—C6—C1109.3 (3)C4—C5—H5121.3
C5—C6—C1120.8 (4)C6—C5—H5121.3
N2—C7—N1115.1 (3)C10—C9—H9120.3
N2—C7—C8128.0 (3)C8—C9—H9120.3
N1—C7—C8116.9 (3)C9—C10—H10120.1
N3—C8—C9121.4 (3)C11—C10—H10120.1
N3—C8—C7113.4 (3)C15—C14—H14121.3
C9—C8—C7125.2 (3)C13—C14—H14121.3
C10—C9—C8119.4 (4)C14—C15—H15119.5
C9—C10—C11119.8 (4)C16—C15—H15119.5
H1w1—O1w—H1w2113 (2)C17—C16—H16118.6
H2w1—O2w—H2w2110 (2)C15—C16—H16118.6
C19—C11—C10118.0 (3)C16—C17—H17121.7
C19—C11—C12123.3 (3)C18—C17—H17121.7
C10—C11—C12118.7 (3)N3—C19—H19118.7
N4—C12—N5114.1 (3)C11—C19—H19118.7
N4—C12—C11123.7 (3)C22—C21—H21121.5
N5—C12—C11122.0 (3)C20—C21—H21121.5
N4—C13—C18109.4 (3)C21—C22—H22118.7
N4—C13—C14129.5 (4)C23—C22—H22118.7
C18—C13—C14121.1 (4)C24—C23—H23119.5
C15—C14—C13117.4 (5)C22—C23—H23119.5
C14—C15—C16121.0 (5)C23—C24—H24121.0
C17—C16—C15122.8 (5)C25—C24—H24121.0
C16—C17—C18116.7 (5)C29—C28—H28120.1
N5—C18—C17132.6 (4)C27—C28—H28120.1
N5—C18—C13106.4 (3)C28—C29—H29120.4
C17—C18—C13120.9 (4)C30—C29—H29120.4
N3—C19—C11122.5 (3)C34—C33—H33121.7
N6—C20—C21132.3 (3)C32—C33—H33121.7
N6—C20—C25106.6 (3)C33—C34—H34119.0
C21—C20—C25120.9 (3)C35—C34—H34119.0
C22—C21—C20117.0 (4)C36—C35—H35119.1
C21—C22—C23122.5 (4)C34—C35—H35119.1
C24—C23—C22121.0 (4)C35—C36—H36121.1
C23—C24—C25118.0 (4)C37—C36—H36121.1
N7—C25—C24128.9 (3)N8—C38—H38118.7
N7—C25—C20110.6 (3)C30—C38—H38118.7
C24—C25—C20120.4 (3)C41—C40—H40121.1
N7—C26—N6117.1 (3)C39—C40—H40121.1
N7—C26—C27126.7 (3)C40—C41—H41119.1
N6—C26—C27116.1 (3)C42—C41—H41119.1
N8—C27—C28121.2 (3)C43—C42—H42119.3
N8—C27—C26112.9 (3)C41—C42—H42119.3
C28—C27—C26125.9 (3)C42—C43—H43121.2
C29—C28—C27119.8 (3)C44—C43—H43121.2
C28—C29—C30119.3 (3)C48—C47—H47120.3
C29—C30—C38118.3 (3)C46—C47—H47120.3
C29—C30—C31121.6 (3)C47—C48—H48120.3
C38—C30—C31120.0 (3)C49—C48—H48120.3
N10—C31—N9113.2 (3)C53—C52—H52121.7
N10—C31—C30125.3 (3)C51—C52—H52121.7
N9—C31—C30121.4 (3)C52—C53—H53119.2
N9—C32—C33131.3 (4)C54—C53—H53119.2
N9—C32—C37106.3 (3)C55—C54—H54118.8
C33—C32—C37122.4 (4)C53—C54—H54118.8
C34—C33—C32116.6 (4)C54—C55—H55121.6
C33—C34—C35122.0 (4)C56—C55—H55121.6
C36—C35—C34121.9 (4)N13—C57—H57118.6
C35—C36—C37117.7 (4)C49—C57—H57118.6
N10—C37—C36131.4 (4)
N6—Co1—N1—C791.2 (3)C22—C23—C24—C250.4 (6)
N11—Co1—N1—C7176.1 (2)C26—N7—C25—C24176.6 (4)
N13—Co1—N1—C793.4 (3)C26—N7—C25—C201.1 (4)
N3—Co1—N1—C70.3 (2)C23—C24—C25—N7175.5 (4)
N6—Co1—N1—C199.8 (4)C23—C24—C25—C201.9 (5)
N11—Co1—N1—C17.1 (4)N6—C20—C25—N70.2 (4)
N13—Co1—N1—C175.6 (4)C21—C20—C25—N7176.0 (3)
N3—Co1—N1—C1169.3 (4)N6—C20—C25—C24177.7 (3)
N6—Co1—N3—C1990.1 (3)C21—C20—C25—C241.8 (5)
N1—Co1—N3—C19176.1 (3)C25—N7—C26—N61.7 (4)
N13—Co1—N3—C1988.3 (3)C25—N7—C26—C27175.4 (3)
N8—Co1—N3—C196.9 (3)C20—N6—C26—N71.7 (4)
N6—Co1—N3—C889.7 (2)Co1—N6—C26—N7173.0 (2)
N1—Co1—N3—C84.1 (2)C20—N6—C26—C27175.8 (3)
N13—Co1—N3—C891.9 (2)Co1—N6—C26—C274.5 (4)
N8—Co1—N3—C8172.9 (2)C38—N8—C27—C284.7 (5)
N11—Co1—N6—C2683.6 (2)Co1—N8—C27—C28171.7 (3)
N1—Co1—N6—C26176.5 (2)C38—N8—C27—C26175.9 (3)
N8—Co1—N6—C266.8 (2)Co1—N8—C27—C267.7 (4)
N3—Co1—N6—C26100.4 (2)N7—C26—C27—N8179.5 (3)
N11—Co1—N6—C2082.8 (4)N6—C26—C27—N82.3 (4)
N1—Co1—N6—C2010.1 (4)N7—C26—C27—C280.1 (6)
N8—Co1—N6—C20173.2 (4)N6—C26—C27—C28177.1 (3)
N3—Co1—N6—C2093.3 (4)N8—C27—C28—C294.8 (6)
N6—Co1—N8—C38175.9 (3)C26—C27—C28—C29175.9 (4)
N11—Co1—N8—C3891.7 (3)C27—C28—C29—C300.4 (6)
N13—Co1—N8—C388.9 (3)C28—C29—C30—C383.8 (5)
N3—Co1—N8—C3885.0 (3)C28—C29—C30—C31173.5 (3)
N6—Co1—N8—C278.1 (2)C37—N10—C31—N91.1 (4)
N11—Co1—N8—C2784.3 (2)C37—N10—C31—C30177.2 (3)
N13—Co1—N8—C27167.1 (2)C32—N9—C31—N100.7 (4)
N3—Co1—N8—C2799.0 (2)C32—N9—C31—C30177.0 (3)
N6—Co1—N11—C45171.9 (2)C29—C30—C31—N10154.3 (4)
N1—Co1—N11—C4577.8 (2)C38—C30—C31—N1022.9 (5)
N13—Co1—N11—C4510.0 (2)C29—C30—C31—N921.5 (5)
N8—Co1—N11—C45104.9 (2)C38—C30—C31—N9161.3 (3)
N6—Co1—N11—C397.1 (4)C31—N9—C32—C33179.5 (4)
N1—Co1—N11—C3986.9 (4)C31—N9—C32—C370.0 (4)
N13—Co1—N11—C39174.8 (4)N9—C32—C33—C34178.5 (4)
N8—Co1—N11—C3990.3 (4)C37—C32—C33—C341.0 (6)
N11—Co1—N13—C57176.1 (3)C32—C33—C34—C350.3 (7)
N1—Co1—N13—C5790.9 (3)C33—C34—C35—C360.0 (8)
N8—Co1—N13—C5786.1 (3)C34—C35—C36—C370.3 (8)
N3—Co1—N13—C577.9 (3)C31—N10—C37—C36177.7 (4)
N11—Co1—N13—C469.4 (2)C31—N10—C37—C321.0 (4)
N1—Co1—N13—C4683.5 (2)C35—C36—C37—N10179.5 (4)
N8—Co1—N13—C4699.5 (2)C35—C36—C37—C320.9 (6)
N3—Co1—N13—C46166.5 (2)N9—C32—C37—N100.6 (4)
C7—N1—C1—C2176.8 (4)C33—C32—C37—N10179.8 (4)
Co1—N1—C1—C213.6 (7)N9—C32—C37—C36178.3 (4)
C7—N1—C1—C60.9 (4)C33—C32—C37—C361.3 (6)
Co1—N1—C1—C6168.7 (3)C27—N8—C38—C300.3 (5)
N1—C1—C2—C3179.5 (4)Co1—N8—C38—C30175.5 (2)
C6—C1—C2—C33.0 (6)C29—C30—C38—N83.9 (5)
C1—C2—C3—C41.4 (7)C31—C30—C38—N8173.4 (3)
C2—C3—C4—C53.8 (9)C45—N11—C39—C40179.6 (4)
C3—C4—C5—C61.5 (8)Co1—N11—C39—C4014.8 (7)
C7—N2—C6—C5176.5 (5)C45—N11—C39—C441.0 (3)
C7—N2—C6—C11.3 (4)Co1—N11—C39—C44164.7 (3)
C4—C5—C6—N2179.4 (5)N11—C39—C40—C41179.6 (4)
C4—C5—C6—C12.9 (7)C44—C39—C40—C410.2 (5)
N1—C1—C6—N21.4 (4)C39—C40—C41—C420.0 (6)
C2—C1—C6—N2176.6 (4)C40—C41—C42—C430.0 (6)
N1—C1—C6—C5176.7 (4)C41—C42—C43—C440.2 (6)
C2—C1—C6—C55.3 (6)C45—N12—C44—C43179.7 (4)
C6—N2—C7—N10.8 (4)C45—N12—C44—C391.7 (4)
C6—N2—C7—C8176.3 (4)C42—C43—C44—N12178.4 (3)
C1—N1—C7—N20.1 (4)C42—C43—C44—C390.5 (5)
Co1—N1—C7—N2172.8 (3)N11—C39—C44—N121.7 (4)
C1—N1—C7—C8177.5 (3)C40—C39—C44—N12178.7 (3)
Co1—N1—C7—C84.6 (4)N11—C39—C44—C43180.0 (3)
C19—N3—C8—C95.5 (5)C40—C39—C44—C430.5 (5)
Co1—N3—C8—C9174.3 (3)C44—N12—C45—N111.1 (4)
C19—N3—C8—C7172.7 (3)C44—N12—C45—C46178.3 (3)
Co1—N3—C8—C77.5 (4)C39—N11—C45—N120.1 (4)
N2—C7—C8—N3168.9 (4)Co1—N11—C45—N12170.4 (2)
N1—C7—C8—N38.2 (5)C39—N11—C45—C46179.4 (3)
N2—C7—C8—C99.2 (6)Co1—N11—C45—C469.0 (4)
N1—C7—C8—C9173.7 (4)C57—N13—C46—C471.0 (5)
N3—C8—C9—C103.5 (6)Co1—N13—C46—C47174.0 (2)
C7—C8—C9—C10174.5 (4)C57—N13—C46—C45178.0 (3)
C8—C9—C10—C111.6 (6)Co1—N13—C46—C457.0 (3)
C9—C10—C11—C194.4 (6)N12—C45—C46—N13178.2 (3)
C9—C10—C11—C12173.5 (4)N11—C45—C46—N131.2 (4)
C13—N4—C12—N51.4 (4)N12—C45—C46—C472.8 (6)
C13—N4—C12—C11173.7 (3)N11—C45—C46—C47177.8 (3)
C18—N5—C12—N40.6 (4)N13—C46—C47—C480.7 (5)
C18—N5—C12—C11174.6 (3)C45—C46—C47—C48178.2 (3)
C19—C11—C12—N4150.8 (4)C46—C47—C48—C490.8 (5)
C10—C11—C12—N431.4 (5)C47—C48—C49—C572.0 (5)
C19—C11—C12—N534.5 (5)C47—C48—C49—C50178.4 (3)
C10—C11—C12—N5143.3 (4)C56—N15—C50—N140.5 (4)
C12—N4—C13—C181.7 (4)C56—N15—C50—C49179.2 (3)
C12—N4—C13—C14178.2 (4)C51—N14—C50—N151.3 (4)
N4—C13—C14—C15179.0 (4)C51—N14—C50—C49178.5 (3)
C18—C13—C14—C150.8 (7)C57—C49—C50—N1526.9 (5)
C13—C14—C15—C160.8 (8)C48—C49—C50—N15153.5 (4)
C14—C15—C16—C170.4 (9)C57—C49—C50—N14152.8 (3)
C15—C16—C17—C181.6 (8)C48—C49—C50—N1426.8 (5)
C12—N5—C18—C17179.2 (5)C50—N14—C51—C52177.1 (5)
C12—N5—C18—C130.5 (4)C50—N14—C51—C561.4 (4)
C16—C17—C18—N5177.0 (5)N14—C51—C52—C53178.2 (5)
C16—C17—C18—C131.5 (7)C56—C51—C52—C530.2 (7)
N4—C13—C18—N51.3 (4)C51—C52—C53—C541.3 (9)
C14—C13—C18—N5178.6 (4)C52—C53—C54—C552 (1)
N4—C13—C18—C17179.8 (4)C53—C54—C55—C561.0 (9)
C14—C13—C18—C170.3 (7)C50—N15—C56—C55178.3 (5)
C8—N3—C19—C112.5 (5)C50—N15—C56—C510.4 (4)
Co1—N3—C19—C11177.3 (2)C54—C55—C56—N15177.6 (5)
C10—C11—C19—N32.4 (5)C54—C55—C56—C510.1 (7)
C12—C11—C19—N3175.4 (3)N14—C51—C56—N151.2 (5)
C26—N6—C20—C21174.4 (4)C52—C51—C56—N15177.6 (4)
Co1—N6—C20—C217.2 (6)N14—C51—C56—C55179.3 (4)
C26—N6—C20—C250.8 (3)C52—C51—C56—C550.5 (7)
Co1—N6—C20—C25168.0 (3)C46—N13—C57—C490.3 (5)
N6—C20—C21—C22174.8 (4)Co1—N13—C57—C49174.5 (2)
C25—C20—C21—C220.2 (5)C48—C49—C57—N131.8 (5)
C20—C21—C22—C231.4 (6)C50—C49—C57—N13178.6 (3)
C21—C22—C23—C241.3 (7)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1w—H1w1···N50.84 (1)1.97 (1)2.785 (4)165 (4)
O1w—H1w2···N150.84 (1)2.14 (2)2.949 (4)162 (4)
O2w—H2w1···N40.85 (1)2.00 (2)2.819 (5)163 (6)
N2—H2n···N9i0.852.202.888 (4)138
N10—H10n···O1w0.852.122.885 (4)150
N14—H14n···O2wii0.851.972.818 (5)176
Symmetry codes: (i) x+1, y, z; (ii) x, y1, z.
 

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