metal-organic compounds
The CoII ion in the title compound, [Co(C24H20N3O)2], is chelated by two deprotonated monoanions through their amido N and carbonyl O atoms in a distorted tetrahedral geometry.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806005186/xu2004sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806005186/xu2004Isup2.hkl |
CCDC reference: 601271
Computing details top
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); 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.
Bis{5-methyl-2-phenyl-4-[(3-tolylamino-κN)phenylmethylene]-1H-pyrazol-3(4H)- onato-κO}cobalt(II) top
Crystal data top
[Co(C24H20N2O)2] | Z = 2 |
Mr = 791.79 | F(000) = 826 |
Triclinic, P1 | Dx = 1.270 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.0829 (5) Å | Cell parameters from 3856 reflections |
b = 12.2184 (7) Å | θ = 2.3–20.4° |
c = 17.857 (1) Å | µ = 0.46 mm−1 |
α = 99.864 (1)° | T = 295 K |
β = 94.422 (1)° | Block, red |
γ = 105.554 (1)° | 0.30 × 0.20 × 0.12 mm |
V = 2070.4 (2) Å3 |
Data collection top
Bruker APEX area-detector diffractometer | 9382 independent reflections |
Radiation source: fine-focus sealed tube | 5098 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.075 |
φ and ω scans | θmax = 27.5°, θmin = 1.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −13→13 |
Tmin = 0.874, Tmax = 0.947 | k = −15→15 |
24322 measured reflections | l = −23→23 |
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)] = 0.058 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.155 | H-atom parameters constrained |
S = 0.88 | w = 1/[σ2(Fo2) + (0.0724P)2] where P = (Fo2 + 2Fc2)/3 |
9382 reflections | (Δ/σ)max = 0.001 |
446 parameters | Δρmax = 0.33 e Å−3 |
288 restraints | Δρmin = −0.37 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Co1 | 0.60088 (4) | 0.60520 (4) | 0.25139 (2) | 0.04938 (16) | |
O1 | 0.7430 (2) | 0.7038 (2) | 0.2063 (1) | 0.0567 (6) | |
O2 | 0.6194 (2) | 0.4571 (2) | 0.2669 (1) | 0.0557 (6) | |
N1 | 0.8055 (3) | 0.8025 (2) | 0.1088 (2) | 0.0606 (7) | |
N2 | 0.7451 (4) | 0.8213 (3) | 0.0418 (2) | 0.0769 (9) | |
N3 | 0.4437 (3) | 0.5916 (2) | 0.1743 (1) | 0.0514 (7) | |
N4 | 0.7190 (3) | 0.3619 (2) | 0.3467 (1) | 0.0504 (6) | |
N5 | 0.7800 (3) | 0.3815 (3) | 0.4223 (2) | 0.0603 (7) | |
N6 | 0.6021 (3) | 0.6729 (2) | 0.3606 (1) | 0.0474 (6) | |
C1 | 0.9474 (2) | 0.8598 (2) | 0.1327 (2) | 0.067 (1) | |
C2 | 1.0209 (3) | 0.8371 (2) | 0.1945 (2) | 0.082 (1) | |
C3 | 1.1610 (3) | 0.8957 (3) | 0.2155 (2) | 0.096 (1) | |
C4 | 1.2276 (2) | 0.9769 (3) | 0.1747 (2) | 0.111 (2) | |
C5 | 1.1541 (4) | 0.9996 (3) | 0.1129 (2) | 0.143 (2) | |
C6 | 1.0141 (3) | 0.9410 (3) | 0.0919 (2) | 0.113 (2) | |
C7 | 0.7096 (3) | 0.7339 (3) | 0.1438 (2) | 0.051 (1) | |
C8 | 0.5810 (4) | 0.7077 (3) | 0.0982 (2) | 0.053 (1) | |
C9 | 0.6128 (5) | 0.7657 (4) | 0.0358 (2) | 0.072 (1) | |
C10 | 0.5201 (5) | 0.7704 (5) | −0.0333 (2) | 0.119 (2) | |
C11 | 0.4518 (3) | 0.6383 (3) | 0.1133 (2) | 0.051 (1) | |
C12 | 0.3265 (2) | 0.6182 (2) | 0.0576 (1) | 0.057 (1) | |
C13 | 0.2891 (3) | 0.5213 (2) | −0.0016 (2) | 0.092 (1) | |
C14 | 0.1773 (3) | 0.5055 (3) | −0.0570 (2) | 0.127 (2) | |
C15 | 0.1030 (3) | 0.5866 (3) | −0.0532 (2) | 0.128 (2) | |
C16 | 0.1403 (3) | 0.6835 (3) | 0.0061 (2) | 0.110 (2) | |
C17 | 0.2521 (3) | 0.6993 (2) | 0.0615 (1) | 0.082 (1) | |
C18 | 0.3135 (2) | 0.5270 (2) | 0.1911 (1) | 0.062 (1) | |
C19 | 0.2304 (3) | 0.5834 (2) | 0.2316 (1) | 0.071 (1) | |
C20 | 0.1084 (3) | 0.5194 (3) | 0.2532 (2) | 0.096 (2) | |
C21 | 0.0695 (3) | 0.3990 (3) | 0.2342 (2) | 0.129 (2) | |
C22 | 0.1526 (4) | 0.3426 (2) | 0.1937 (2) | 0.142 (2) | |
C23 | 0.2746 (3) | 0.4066 (2) | 0.1721 (2) | 0.101 (2) | |
C24 | 0.0167 (5) | 0.5805 (6) | 0.2936 (3) | 0.147 (2) | |
C25 | 0.7219 (2) | 0.2611 (2) | 0.2957 (1) | 0.052 (1) | |
C26 | 0.6349 (2) | 0.2211 (2) | 0.2265 (1) | 0.074 (1) | |
C27 | 0.6434 (3) | 0.1236 (2) | 0.1763 (1) | 0.089 (1) | |
C28 | 0.7389 (3) | 0.0659 (2) | 0.1953 (1) | 0.084 (1) | |
C29 | 0.8258 (2) | 0.1059 (2) | 0.2645 (2) | 0.075 (1) | |
C30 | 0.8174 (2) | 0.2034 (2) | 0.3147 (1) | 0.065 (1) | |
C31 | 0.6723 (3) | 0.4528 (3) | 0.3334 (2) | 0.046 (1) | |
C32 | 0.6996 (3) | 0.5331 (3) | 0.4039 (2) | 0.046 (1) | |
C33 | 0.7689 (3) | 0.4820 (3) | 0.4555 (2) | 0.055 (1) | |
C34 | 0.8309 (5) | 0.5256 (4) | 0.5382 (2) | 0.085 (1) | |
C35 | 0.6602 (3) | 0.6378 (3) | 0.4170 (2) | 0.045 (1) | |
C36 | 0.6948 (2) | 0.7103 (2) | 0.4959 (1) | 0.052 (1) | |
C37 | 0.8149 (2) | 0.8031 (2) | 0.5109 (2) | 0.076 (1) | |
C38 | 0.8594 (3) | 0.8667 (2) | 0.5852 (2) | 0.102 (2) | |
C39 | 0.7838 (4) | 0.8375 (3) | 0.6444 (1) | 0.104 (2) | |
C40 | 0.6638 (3) | 0.7447 (3) | 0.6293 (1) | 0.102 (2) | |
C41 | 0.6193 (2) | 0.6811 (2) | 0.5551 (1) | 0.079 (1) | |
C42 | 0.5453 (2) | 0.7689 (2) | 0.3750 (1) | 0.048 (1) | |
C43 | 0.4358 (2) | 0.7657 (2) | 0.4181 (1) | 0.056 (1) | |
C44 | 0.3759 (2) | 0.8564 (2) | 0.4266 (1) | 0.063 (1) | |
C45 | 0.4255 (3) | 0.9503 (2) | 0.3920 (1) | 0.075 (1) | |
C46 | 0.5350 (3) | 0.9535 (2) | 0.3488 (1) | 0.084 (1) | |
C47 | 0.5949 (2) | 0.8628 (2) | 0.3403 (1) | 0.066 (1) | |
C48 | 0.2551 (4) | 0.8530 (4) | 0.4725 (2) | 0.097 (1) | |
H2 | 0.9763 | 0.7827 | 0.2217 | 0.098* | |
H3 | 1.2101 | 0.8805 | 0.2569 | 0.115* | |
H4 | 1.3213 | 1.0162 | 0.1888 | 0.133* | |
H5 | 1.1987 | 1.0540 | 0.0856 | 0.172* | |
H6 | 0.9649 | 0.9562 | 0.0505 | 0.136* | |
H10a | 0.5754 | 0.8109 | −0.0669 | 0.179* | |
H10b | 0.4540 | 0.8103 | −0.0170 | 0.179* | |
H10c | 0.4717 | 0.6930 | −0.0599 | 0.179* | |
H13 | 0.3389 | 0.4670 | −0.0042 | 0.110* | |
H14 | 0.1523 | 0.4407 | −0.0967 | 0.152* | |
H15 | 0.0282 | 0.5761 | −0.0903 | 0.154* | |
H16 | 0.0906 | 0.7377 | 0.0086 | 0.132* | |
H17 | 0.2771 | 0.7641 | 0.1011 | 0.099* | |
H19 | 0.2564 | 0.6640 | 0.2443 | 0.086* | |
H21 | −0.0121 | 0.3562 | 0.2486 | 0.155* | |
H22 | 0.1266 | 0.2621 | 0.1810 | 0.171* | |
H23 | 0.3301 | 0.3688 | 0.1450 | 0.122* | |
H24a | 0.0693 | 0.6586 | 0.3165 | 0.221* | |
H24b | −0.0198 | 0.5407 | 0.3328 | 0.221* | |
H24c | −0.0586 | 0.5815 | 0.2576 | 0.221* | |
H26 | 0.5711 | 0.2597 | 0.2137 | 0.089* | |
H27 | 0.5852 | 0.0968 | 0.1299 | 0.106* | |
H28 | 0.7445 | 0.0007 | 0.1617 | 0.101* | |
H29 | 0.8897 | 0.0673 | 0.2773 | 0.090* | |
H30 | 0.8755 | 0.2302 | 0.3610 | 0.078* | |
H34a | 0.8810 | 0.4747 | 0.5535 | 0.128* | |
H34b | 0.7581 | 0.5276 | 0.5695 | 0.128* | |
H34c | 0.8931 | 0.6022 | 0.5443 | 0.128* | |
H37 | 0.8654 | 0.8226 | 0.4713 | 0.091* | |
H38 | 0.9397 | 0.9287 | 0.5953 | 0.123* | |
H39 | 0.8136 | 0.8800 | 0.6941 | 0.125* | |
H40 | 0.6132 | 0.7252 | 0.6689 | 0.123* | |
H41 | 0.5389 | 0.6191 | 0.5450 | 0.095* | |
H43 | 0.4026 | 0.7029 | 0.4413 | 0.067* | |
H45 | 0.3854 | 1.0110 | 0.3976 | 0.090* | |
H46 | 0.5682 | 1.0163 | 0.3257 | 0.101* | |
H47 | 0.6682 | 0.8649 | 0.3115 | 0.080* | |
H48a | 0.2661 | 0.9288 | 0.5025 | 0.145* | |
H48b | 0.2526 | 0.7990 | 0.5059 | 0.145* | |
H48c | 0.1699 | 0.8292 | 0.4382 | 0.145* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0563 (3) | 0.0572 (3) | 0.0410 (3) | 0.0198 (2) | 0.00660 (19) | 0.0209 (2) |
O1 | 0.060 (1) | 0.066 (1) | 0.048 (1) | 0.016 (1) | 0.007 (1) | 0.024 (1) |
O2 | 0.074 (2) | 0.057 (1) | 0.043 (1) | 0.028 (1) | −0.001 (1) | 0.016 (1) |
N1 | 0.075 (2) | 0.058 (2) | 0.057 (2) | 0.021 (2) | 0.025 (2) | 0.023 (1) |
N2 | 0.098 (3) | 0.088 (2) | 0.062 (2) | 0.034 (2) | 0.030 (2) | 0.039 (2) |
N3 | 0.054 (2) | 0.056 (2) | 0.047 (2) | 0.013 (1) | 0.005 (1) | 0.020 (1) |
N4 | 0.058 (2) | 0.052 (2) | 0.047 (2) | 0.024 (1) | 0.002 (1) | 0.016 (1) |
N5 | 0.070 (2) | 0.066 (2) | 0.052 (2) | 0.028 (2) | −0.003 (1) | 0.020 (2) |
N6 | 0.056 (2) | 0.050 (2) | 0.042 (1) | 0.020 (1) | 0.006 (1) | 0.017 (1) |
C1 | 0.077 (3) | 0.053 (2) | 0.073 (2) | 0.016 (2) | 0.034 (2) | 0.009 (2) |
C2 | 0.068 (3) | 0.074 (3) | 0.096 (3) | 0.006 (2) | 0.019 (2) | 0.014 (2) |
C3 | 0.079 (3) | 0.086 (3) | 0.107 (3) | 0.011 (2) | 0.018 (3) | −0.006 (3) |
C4 | 0.090 (3) | 0.087 (3) | 0.127 (4) | −0.011 (3) | 0.052 (3) | −0.015 (3) |
C5 | 0.131 (5) | 0.138 (5) | 0.139 (5) | −0.016 (4) | 0.061 (4) | 0.038 (4) |
C6 | 0.110 (4) | 0.115 (4) | 0.108 (4) | −0.002 (3) | 0.048 (3) | 0.045 (3) |
C7 | 0.068 (2) | 0.049 (2) | 0.044 (2) | 0.023 (2) | 0.021 (2) | 0.013 (2) |
C8 | 0.069 (2) | 0.061 (2) | 0.040 (2) | 0.028 (2) | 0.015 (2) | 0.019 (2) |
C9 | 0.091 (3) | 0.088 (3) | 0.052 (2) | 0.038 (2) | 0.018 (2) | 0.034 (2) |
C10 | 0.124 (4) | 0.183 (5) | 0.077 (3) | 0.050 (3) | 0.017 (3) | 0.084 (3) |
C11 | 0.066 (2) | 0.051 (2) | 0.040 (2) | 0.026 (2) | 0.003 (2) | 0.008 (2) |
C12 | 0.067 (2) | 0.069 (2) | 0.041 (2) | 0.032 (2) | 0.002 (2) | 0.008 (2) |
C13 | 0.106 (3) | 0.094 (3) | 0.075 (3) | 0.056 (3) | −0.017 (2) | −0.016 (2) |
C14 | 0.137 (4) | 0.144 (4) | 0.088 (3) | 0.072 (4) | −0.039 (3) | −0.031 (3) |
C15 | 0.125 (4) | 0.179 (5) | 0.083 (3) | 0.084 (4) | −0.033 (3) | −0.008 (3) |
C16 | 0.122 (4) | 0.150 (4) | 0.082 (3) | 0.092 (3) | −0.010 (3) | 0.009 (3) |
C17 | 0.106 (3) | 0.095 (3) | 0.058 (2) | 0.061 (3) | −0.003 (2) | 0.001 (2) |
C18 | 0.055 (2) | 0.068 (2) | 0.060 (2) | 0.009 (2) | −0.007 (2) | 0.029 (2) |
C19 | 0.054 (2) | 0.102 (3) | 0.063 (2) | 0.016 (2) | 0.009 (2) | 0.038 (2) |
C20 | 0.058 (3) | 0.157 (4) | 0.086 (3) | 0.030 (3) | 0.007 (2) | 0.064 (3) |
C21 | 0.087 (4) | 0.148 (5) | 0.150 (5) | −0.006 (3) | −0.002 (3) | 0.093 (4) |
C22 | 0.115 (4) | 0.110 (4) | 0.192 (6) | −0.004 (4) | −0.003 (4) | 0.073 (4) |
C23 | 0.081 (3) | 0.084 (3) | 0.134 (4) | 0.009 (2) | 0.005 (3) | 0.037 (3) |
C24 | 0.093 (3) | 0.253 (6) | 0.129 (4) | 0.058 (4) | 0.042 (3) | 0.101 (4) |
C25 | 0.057 (2) | 0.049 (2) | 0.054 (2) | 0.017 (2) | 0.010 (2) | 0.021 (2) |
C26 | 0.097 (3) | 0.071 (2) | 0.062 (2) | 0.044 (2) | −0.003 (2) | 0.011 (2) |
C27 | 0.131 (4) | 0.077 (3) | 0.063 (2) | 0.050 (3) | −0.007 (2) | 0.006 (2) |
C28 | 0.116 (3) | 0.069 (3) | 0.082 (3) | 0.049 (2) | 0.024 (2) | 0.017 (2) |
C29 | 0.076 (3) | 0.063 (2) | 0.099 (3) | 0.034 (2) | 0.015 (2) | 0.025 (2) |
C30 | 0.062 (2) | 0.058 (2) | 0.078 (2) | 0.020 (2) | 0.004 (2) | 0.022 (2) |
C31 | 0.046 (2) | 0.050 (2) | 0.044 (2) | 0.013 (1) | 0.004 (1) | 0.018 (2) |
C32 | 0.048 (2) | 0.052 (2) | 0.042 (2) | 0.017 (2) | 0.005 (1) | 0.017 (1) |
C33 | 0.061 (2) | 0.059 (2) | 0.048 (2) | 0.021 (2) | −0.001 (2) | 0.017 (2) |
C34 | 0.114 (3) | 0.090 (3) | 0.058 (2) | 0.049 (3) | −0.019 (2) | 0.015 (2) |
C35 | 0.044 (2) | 0.052 (2) | 0.040 (2) | 0.011 (1) | 0.007 (1) | 0.014 (1) |
C36 | 0.055 (2) | 0.057 (2) | 0.048 (2) | 0.024 (2) | −0.003 (2) | 0.013 (2) |
C37 | 0.081 (3) | 0.068 (2) | 0.068 (2) | 0.013 (2) | −0.015 (2) | 0.015 (2) |
C38 | 0.115 (4) | 0.073 (3) | 0.102 (3) | 0.022 (3) | −0.034 (3) | −0.001 (3) |
C39 | 0.136 (4) | 0.109 (4) | 0.071 (3) | 0.073 (3) | −0.021 (3) | −0.017 (3) |
C40 | 0.101 (3) | 0.158 (4) | 0.058 (3) | 0.062 (3) | 0.013 (2) | 0.007 (3) |
C41 | 0.073 (2) | 0.118 (3) | 0.046 (2) | 0.029 (2) | 0.010 (2) | 0.012 (2) |
C42 | 0.055 (2) | 0.052 (2) | 0.041 (2) | 0.018 (2) | 0.000 (1) | 0.013 (1) |
C43 | 0.061 (2) | 0.061 (2) | 0.056 (2) | 0.027 (2) | 0.009 (2) | 0.023 (2) |
C44 | 0.064 (2) | 0.072 (2) | 0.059 (2) | 0.031 (2) | 0.007 (2) | 0.015 (2) |
C45 | 0.087 (3) | 0.069 (2) | 0.083 (3) | 0.040 (2) | 0.007 (2) | 0.024 (2) |
C46 | 0.095 (3) | 0.065 (3) | 0.107 (3) | 0.030 (2) | 0.026 (3) | 0.041 (2) |
C47 | 0.075 (2) | 0.061 (2) | 0.076 (2) | 0.027 (2) | 0.021 (2) | 0.029 (2) |
C48 | 0.099 (3) | 0.111 (3) | 0.104 (3) | 0.057 (3) | 0.035 (3) | 0.034 (3) |
Geometric parameters (Å, º) top
Co1—O1 | 1.933 (2) | C36—C37 | 1.39 |
Co1—O2 | 1.932 (2) | C36—C41 | 1.39 |
Co1—N3 | 1.969 (2) | C37—C38 | 1.39 |
Co1—N6 | 1.982 (2) | C38—C39 | 1.39 |
O2—C31 | 1.278 (3) | C39—C40 | 1.39 |
O1—C7 | 1.283 (3) | C40—C41 | 1.39 |
N1—C7 | 1.366 (4) | C42—C43 | 1.39 |
N1—N2 | 1.384 (4) | C42—C47 | 1.39 |
N1—C1 | 1.409 (3) | C43—C44 | 1.39 |
N2—C9 | 1.311 (5) | C44—C45 | 1.39 |
N3—C11 | 1.311 (4) | C44—C48 | 1.515 (4) |
N3—C18 | 1.423 (3) | C45—C46 | 1.39 |
N4—C31 | 1.366 (4) | C46—C47 | 1.39 |
N4—N5 | 1.392 (3) | C2—H2 | 0.93 |
N4—C25 | 1.410 (3) | C3—H3 | 0.93 |
N5—C33 | 1.306 (4) | C4—H4 | 0.93 |
N6—C35 | 1.317 (3) | C5—H5 | 0.93 |
N6—C42 | 1.431 (3) | C6—H6 | 0.93 |
C1—C2 | 1.39 | C10—H10a | 0.96 |
C1—C6 | 1.39 | C10—H10b | 0.96 |
C2—C3 | 1.39 | C10—H10c | 0.96 |
C3—C4 | 1.39 | C13—H13 | 0.93 |
C4—C5 | 1.39 | C14—H14 | 0.93 |
C5—C6 | 1.39 | C15—H15 | 0.93 |
C7—C8 | 1.405 (4) | C16—H16 | 0.93 |
C8—C11 | 1.424 (4) | C17—H17 | 0.93 |
C8—C9 | 1.432 (4) | C19—H19 | 0.93 |
C9—C10 | 1.507 (5) | C21—H21 | 0.93 |
C11—C12 | 1.484 (3) | C22—H22 | 0.93 |
C12—C13 | 1.39 | C23—H23 | 0.93 |
C12—C17 | 1.39 | C24—H24a | 0.96 |
C13—C14 | 1.39 | C24—H24b | 0.96 |
C14—C15 | 1.39 | C24—H24c | 0.96 |
C15—C16 | 1.39 | C26—H26 | 0.93 |
C16—C17 | 1.39 | C27—H27 | 0.93 |
C18—C19 | 1.39 | C28—H28 | 0.93 |
C18—C23 | 1.39 | C29—H29 | 0.93 |
C19—C20 | 1.39 | C30—H30 | 0.93 |
C20—C21 | 1.39 | C34—H34a | 0.96 |
C20—C24 | 1.491 (6) | C34—H34b | 0.96 |
C21—C22 | 1.39 | C34—H34c | 0.96 |
C22—C23 | 1.39 | C37—H37 | 0.93 |
C25—C26 | 1.39 | C38—H38 | 0.93 |
C25—C30 | 1.39 | C39—H39 | 0.93 |
C26—C27 | 1.39 | C40—H40 | 0.93 |
C27—C28 | 1.39 | C41—H41 | 0.93 |
C28—C29 | 1.39 | C43—H43 | 0.93 |
C29—C30 | 1.39 | C45—H45 | 0.93 |
C31—C32 | 1.415 (4) | C46—H46 | 0.93 |
C32—C35 | 1.426 (4) | C47—H47 | 0.93 |
C32—C33 | 1.434 (4) | C48—H48a | 0.96 |
C33—C34 | 1.505 (4) | C48—H48b | 0.96 |
C35—C36 | 1.490 (3) | C48—H48c | 0.96 |
O1—Co1—O2 | 119.3 (1) | C43—C42—N6 | 121.1 (2) |
O1—Co1—N3 | 97.1 (1) | C47—C42—N6 | 118.7 (2) |
O1—Co1—N6 | 111.1 (1) | C42—C43—C44 | 120.0 |
O2—Co1—N3 | 113.3 (1) | C45—C44—C43 | 120.0 |
O2—Co1—N6 | 96.8 (1) | C45—C44—C48 | 119.6 (2) |
N3—Co1—N6 | 120.8 (1) | C43—C44—C48 | 120.4 (2) |
C31—O2—Co1 | 117.1 (2) | C44—C45—C46 | 120.0 |
C7—O1—Co1 | 119.2 (2) | C47—C46—C45 | 120.0 |
C7—N1—N2 | 111.2 (3) | C46—C47—C42 | 120.0 |
C7—N1—C1 | 130.6 (3) | C3—C2—H2 | 120.0 |
N2—N1—C1 | 118.0 (3) | C1—C2—H2 | 120.0 |
C9—N2—N1 | 105.8 (3) | C2—C3—H3 | 120.0 |
C11—N3—C18 | 120.8 (3) | C4—C3—H3 | 120.0 |
C11—N3—Co1 | 125.5 (2) | C3—C4—H4 | 120.0 |
C18—N3—Co1 | 113.7 (2) | C5—C4—H4 | 120.0 |
C31—N4—N5 | 111.1 (3) | C6—C5—H5 | 120.0 |
C31—N4—C25 | 130.0 (2) | C4—C5—H5 | 120.0 |
N5—N4—C25 | 118.7 (2) | C5—C6—H6 | 120.0 |
C33—N5—N4 | 106.1 (2) | C1—C6—H6 | 120.0 |
C35—N6—C42 | 121.4 (2) | C9—C10—H10a | 109.5 |
C35—N6—Co1 | 122.4 (2) | C9—C10—H10b | 109.5 |
C42—N6—Co1 | 116.0 (2) | H10a—C10—H10b | 109.5 |
C2—C1—C6 | 120.0 | C9—C10—H10c | 109.5 |
C2—C1—N1 | 122.3 (2) | H10a—C10—H10c | 109.5 |
C6—C1—N1 | 117.7 (2) | H10b—C10—H10c | 109.5 |
C3—C2—C1 | 120.0 | C12—C13—H13 | 120.0 |
C2—C3—C4 | 120.0 | C14—C13—H13 | 120.0 |
C3—C4—C5 | 120.0 | C15—C14—H14 | 120.0 |
C6—C5—C4 | 120.0 | C13—C14—H14 | 120.0 |
C5—C6—C1 | 120.0 | C16—C15—H15 | 120.0 |
O1—C7—N1 | 122.0 (3) | C14—C15—H15 | 120.0 |
O1—C7—C8 | 131.1 (3) | C15—C16—H16 | 120.0 |
N1—C7—C8 | 106.9 (3) | C17—C16—H16 | 120.0 |
C7—C8—C11 | 126.0 (3) | C16—C17—H17 | 120.0 |
C7—C8—C9 | 104.0 (3) | C12—C17—H17 | 120.0 |
C11—C8—C9 | 130.1 (3) | C20—C19—H19 | 120.0 |
N2—C9—C8 | 112.1 (3) | C18—C19—H19 | 120.0 |
N2—C9—C10 | 117.5 (3) | C22—C21—H21 | 120.0 |
C8—C9—C10 | 130.4 (4) | C20—C21—H21 | 120.0 |
N3—C11—C8 | 121.0 (3) | C21—C22—H22 | 120.0 |
N3—C11—C12 | 120.6 (3) | C23—C22—H22 | 120.0 |
C8—C11—C12 | 118.4 (3) | C22—C23—H23 | 120.0 |
C13—C12—C17 | 120.0 | C18—C23—H23 | 120.0 |
C13—C12—C11 | 119.5 (2) | C20—C24—H24a | 109.5 |
C17—C12—C11 | 120.4 (2) | C20—C24—H24b | 109.5 |
C12—C13—C14 | 120.0 | H24a—C24—H24b | 109.5 |
C15—C14—C13 | 120.0 | C20—C24—H24c | 109.5 |
C16—C15—C14 | 120.0 | H24a—C24—H24c | 109.5 |
C15—C16—C17 | 120.0 | H24b—C24—H24c | 109.5 |
C16—C17—C12 | 120.0 | C25—C26—H26 | 120.0 |
C19—C18—C23 | 120.0 | C27—C26—H26 | 120.0 |
C19—C18—N3 | 120.1 (2) | C28—C27—H27 | 120.0 |
C23—C18—N3 | 119.7 (2) | C26—C27—H27 | 120.0 |
C20—C19—C18 | 120.0 | C27—C28—H28 | 120.0 |
C19—C20—C21 | 120.0 | C29—C28—H28 | 120.0 |
C19—C20—C24 | 119.7 (3) | C30—C29—H29 | 120.0 |
C21—C20—C24 | 120.2 (3) | C28—C29—H29 | 120.0 |
C22—C21—C20 | 120.0 | C29—C30—H30 | 120.0 |
C21—C22—C23 | 120.0 | C25—C30—H30 | 120.0 |
C22—C23—C18 | 120.0 | C33—C34—H34a | 109.5 |
C26—C25—C30 | 120.0 | C33—C34—H34b | 109.5 |
C26—C25—N4 | 121.4 (2) | H34a—C34—H34b | 109.5 |
C30—C25—N4 | 118.6 (2) | C33—C34—H34c | 109.5 |
C25—C26—C27 | 120.0 | H34a—C34—H34c | 109.5 |
C28—C27—C26 | 120.0 | H34b—C34—H34c | 109.5 |
C27—C28—C29 | 120.0 | C36—C37—H37 | 120.0 |
C30—C29—C28 | 120.0 | C38—C37—H37 | 120.0 |
C29—C30—C25 | 120.0 | C39—C38—H38 | 120.0 |
O2—C31—N4 | 122.3 (3) | C37—C38—H38 | 120.0 |
O2—C31—C32 | 131.1 (3) | C38—C39—H39 | 120.0 |
N4—C31—C32 | 106.6 (2) | C40—C39—H39 | 120.0 |
C31—C32—C35 | 125.4 (3) | C39—C40—H40 | 120.0 |
C31—C32—C33 | 104.1 (3) | C41—C40—H40 | 120.0 |
C35—C32—C33 | 130.5 (3) | C40—C41—H41 | 120.0 |
N5—C33—C32 | 112.0 (3) | C36—C41—H41 | 120.0 |
N5—C33—C34 | 116.9 (3) | C42—C43—H43 | 120.0 |
C32—C33—C34 | 131.1 (3) | C44—C43—H43 | 120.0 |
N6—C35—C32 | 121.3 (3) | C44—C45—H45 | 120.0 |
N6—C35—C36 | 120.8 (3) | C46—C45—H45 | 120.0 |
C32—C35—C36 | 117.8 (2) | C47—C46—H46 | 120.0 |
C37—C36—C41 | 120.0 | C45—C46—H46 | 120.0 |
C37—C36—C35 | 117.6 (2) | C46—C47—H47 | 120.0 |
C41—C36—C35 | 122.1 (2) | C42—C47—H47 | 120.0 |
C36—C37—C38 | 120.0 | C44—C48—H48a | 109.5 |
C39—C38—C37 | 120.0 | C44—C48—H48b | 109.5 |
C38—C39—C40 | 120.0 | H48a—C48—H48b | 109.5 |
C39—C40—C41 | 120.0 | C44—C48—H48c | 109.5 |
C40—C41—C36 | 120.0 | H48a—C48—H48c | 109.5 |
C43—C42—C47 | 120.0 | H48b—C48—H48c | 109.5 |
O1—Co1—O2—C31 | 96.1 (2) | C8—C11—C12—C17 | −83.9 (3) |
N3—Co1—O2—C31 | −150.6 (2) | C11—C12—C13—C14 | −175.8 (3) |
N6—Co1—O2—C31 | −22.8 (2) | C11—C12—C17—C16 | 175.7 (3) |
O2—Co1—O1—C7 | 120.8 (2) | C11—N3—C18—C19 | −85.7 (3) |
N3—Co1—O1—C7 | −0.9 (2) | Co1—N3—C18—C19 | 92.7 (2) |
N6—Co1—O1—C7 | −127.9 (2) | C11—N3—C18—C23 | 99.4 (3) |
C7—N1—N2—C9 | 0.6 (4) | Co1—N3—C18—C23 | −82.2 (2) |
C1—N1—N2—C9 | −175.5 (3) | N3—C18—C19—C20 | −174.9 (2) |
O2—Co1—N3—C11 | −124.7 (2) | C18—C19—C20—C24 | −177.4 (3) |
O1—Co1—N3—C11 | 1.5 (3) | C24—C20—C21—C22 | 177.4 (3) |
N6—Co1—N3—C11 | 121.3 (2) | N3—C18—C23—C22 | 175.0 (2) |
O2—Co1—N3—C18 | 57.0 (2) | C31—N4—C25—C26 | −21.5 (4) |
O1—Co1—N3—C18 | −176.8 (2) | N5—N4—C25—C26 | 163.6 (2) |
N6—Co1—N3—C18 | −57.0 (2) | C31—N4—C25—C30 | 156.4 (3) |
C31—N4—N5—C33 | 1.1 (3) | N5—N4—C25—C30 | −18.5 (3) |
C25—N4—N5—C33 | 177.0 (3) | N4—C25—C26—C27 | 177.9 (2) |
O2—Co1—N6—C35 | 24.7 (2) | N4—C25—C30—C29 | −178.0 (2) |
O1—Co1—N6—C35 | −100.4 (2) | Co1—O2—C31—N4 | −165.1 (2) |
N3—Co1—N6—C35 | 146.9 (2) | Co1—O2—C31—C32 | 12.7 (4) |
O2—Co1—N6—C42 | −160.0 (2) | N5—N4—C31—O2 | 176.1 (3) |
O1—Co1—N6—C42 | 74.9 (2) | C25—N4—C31—O2 | 0.9 (5) |
N3—Co1—N6—C42 | −37.7 (2) | N5—N4—C31—C32 | −2.2 (3) |
C7—N1—C1—C2 | 11.7 (4) | C25—N4—C31—C32 | −177.4 (3) |
N2—N1—C1—C2 | −173.0 (2) | O2—C31—C32—C35 | 5.8 (5) |
C7—N1—C1—C6 | −168.5 (3) | N4—C31—C32—C35 | −176.2 (3) |
N2—N1—C1—C6 | 6.8 (3) | O2—C31—C32—C33 | −175.8 (3) |
N1—C1—C2—C3 | 179.8 (3) | N4—C31—C32—C33 | 2.2 (3) |
N1—C1—C6—C5 | −179.8 (2) | N4—N5—C33—C32 | 0.4 (4) |
Co1—O1—C7—N1 | −179.4 (2) | N4—N5—C33—C34 | −178.5 (3) |
Co1—O1—C7—C8 | 0.2 (4) | C31—C32—C33—N5 | −1.7 (4) |
N2—N1—C7—O1 | 179.0 (3) | C35—C32—C33—N5 | 176.6 (3) |
C1—N1—C7—O1 | −5.5 (5) | C31—C32—C33—C34 | 177.0 (4) |
N2—N1—C7—C8 | −0.6 (3) | C35—C32—C33—C34 | −4.7 (6) |
C1—N1—C7—C8 | 174.9 (3) | C42—N6—C35—C32 | 171.3 (2) |
O1—C7—C8—C11 | 0.5 (6) | Co1—N6—C35—C32 | −13.6 (4) |
N1—C7—C8—C11 | −179.9 (3) | C42—N6—C35—C36 | −12.5 (4) |
O1—C7—C8—C9 | −179.2 (3) | Co1—N6—C35—C36 | 162.6 (2) |
N1—C7—C8—C9 | 0.4 (3) | C31—C32—C35—N6 | −5.2 (5) |
N1—N2—C9—C8 | −0.4 (4) | C33—C32—C35—N6 | 176.9 (3) |
N1—N2—C9—C10 | −179.6 (3) | C31—C32—C35—C36 | 178.5 (3) |
C7—C8—C9—N2 | 0.0 (4) | C33—C32—C35—C36 | 0.6 (5) |
C11—C8—C9—N2 | −179.7 (3) | N6—C35—C36—C37 | −79.3 (3) |
C7—C8—C9—C10 | 179.1 (4) | C32—C35—C36—C37 | 97.1 (3) |
C11—C8—C9—C10 | −0.6 (7) | N6—C35—C36—C41 | 107.1 (3) |
C18—N3—C11—C8 | 177.0 (3) | C32—C35—C36—C41 | −76.5 (3) |
Co1—N3—C11—C8 | −1.2 (4) | C35—C36—C37—C38 | −173.7 (2) |
C18—N3—C11—C12 | −4.2 (4) | C35—C36—C41—C40 | 173.4 (2) |
Co1—N3—C11—C12 | 177.6 (2) | C35—N6—C42—C43 | −61.9 (3) |
C7—C8—C11—N3 | 0.1 (5) | Co1—N6—C42—C43 | 122.8 (2) |
C9—C8—C11—N3 | 179.7 (3) | C35—N6—C42—C47 | 122.7 (2) |
C7—C8—C11—C12 | −178.8 (3) | Co1—N6—C42—C47 | −52.7 (2) |
C9—C8—C11—C12 | 0.8 (5) | N6—C42—C43—C44 | −175.4 (2) |
N3—C11—C12—C13 | −87.1 (3) | C42—C43—C44—C48 | 179.1 (3) |
C8—C11—C12—C13 | 91.8 (3) | C48—C44—C45—C46 | −179.1 (3) |
N3—C11—C12—C17 | 97.2 (3) | N6—C42—C47—C46 | 175.5 (2) |