Bis{5-methyl-2-phenyl-4-[(3-tolyl­amino-κN)phenyl­methyl­ene]-1H-pyrazol-3(4H)-onato-κO}cobalt(II)

The Co^II 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.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.058
• wR factor = 0.155
• Data-to-parameter ratio = 21.0

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT241_ALERT_2_B Check High      Ueq as Compared to Neighbors for         C5

Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.25 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.30 Ratio
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C20    -   C24     ..       6.45 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C14
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C22
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C12
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C20

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   8 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

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)

Crystal data

[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) Å^3

Data collection

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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.058	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.155	H-atom parameters constrained
S = 0.88	w = 1/[σ^2(Fo^2) + (0.0724P)^2] where P = (Fo^2 + 2Fc^2)/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 (Ų)

	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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

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)