Bis{4-methyl-N-[(Z)-(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl­idene)(phen­yl)meth­yl]anilinato-κ²N,O}cobalt(II)

The Co atom in the mol­ecule of the title compound, [Co(C₂₄H₂₀N₃O)₂], is chelated by two deprotonated 4-[(4-tolyl­amino)phenyl­methyl­ene]-5-methyl-2-phenyl­pyrazol-3-one ligands through the amido N and carbonyl O atoms in a distorted tetra­hedral geometry.

Key indicators

• Single-crystal X-ray study
• T = 292 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.064
• wR factor = 0.182
• Data-to-parameter ratio = 17.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.38 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C2
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C26
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C28
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C40
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C6
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C21
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C27
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C30
PLAT731_ALERT_1_C Bond    Calc    1.377(9), Rep    1.378(4) ......       2.25 su-Rat
              C25  -C26     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc    1.378(9), Rep    1.380(4) ......       2.25 su-Rat
              C28  -C29     1.555   1.555

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

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

---

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{4-methyl-N-[(Z)-(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4- ylidene)(phenyl)methyl]anilinato-κ²N,O}cobalt(II)

Crystal data

[Co(C24H20N3O)2]	Z = 2
Mr = 791.79	F(000) = 826
Triclinic, P1	Dx = 1.298 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.6785 (6) Å	Cell parameters from 3763 reflections
b = 13.3996 (8) Å	θ = 2.2–22.5°
c = 16.1443 (9) Å	µ = 0.47 mm^−1
α = 106.334 (1)°	T = 292 K
β = 96.640 (1)°	Prism, red
γ = 109.950 (1)°	0.30 × 0.20 × 0.10 mm
V = 2025.6 (2) Å^3

Data collection

Bruker SMART area-detector diffractometer	9047 independent reflections
Radiation source: fine-focus sealed tube	6469 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.034
ω and φ scans	θmax = 27.5°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.786, Tmax = 0.954	k = −17→17
18522 measured reflections	l = −20→20

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)] = 0.064	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.182	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0948P)^2 + 0.5831P] where P = (Fo^2 + 2Fc^2)/3
9047 reflections	(Δ/σ)max = 0.001
518 parameters	Δρmax = 0.39 e Å^−3
38 restraints	Δρmin = −0.40 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Co1	0.35530 (4)	0.41816 (3)	0.69749 (3)	0.03947 (16)
O1	0.2056 (2)	0.32162 (17)	0.59570 (14)	0.0413 (5)
O2	0.4797 (2)	0.35299 (19)	0.73342 (14)	0.0445 (5)
N1	0.0642 (2)	0.2984 (2)	0.46502 (16)	0.0398 (6)
N2	0.0489 (3)	0.3597 (2)	0.41073 (17)	0.0459 (7)
N3	0.4194 (2)	0.5497 (2)	0.65595 (16)	0.0351 (6)
N4	0.5008 (3)	0.2269 (2)	0.80268 (17)	0.0418 (6)
N5	0.4426 (3)	0.1786 (2)	0.86247 (18)	0.0476 (7)
N6	0.2987 (3)	0.4501 (2)	0.81264 (16)	0.0388 (6)
C1	−0.0732 (5)	0.1213 (3)	0.3490 (2)	0.0906 (18)
H1	−0.0503	0.1560	0.3073	0.109*
C2	−0.1584 (6)	0.0080 (3)	0.3214 (3)	0.110 (2)
H2	−0.1927	−0.0328	0.2610	0.132*
C3	−0.1931 (4)	−0.0449 (3)	0.3813 (3)	0.0759 (13)
H3	−0.2489	−0.1214	0.3622	0.091*
C4	−0.1440 (4)	0.0170 (3)	0.4700 (2)	0.0641 (11)
H4	−0.1678	−0.0177	0.5116	0.077*
C5	−0.0595 (3)	0.1303 (3)	0.4986 (2)	0.0528 (9)
H5	−0.0276	0.1715	0.5591	0.063*
C6	−0.0224 (3)	0.1823 (2)	0.43795 (19)	0.0432 (8)
C7	0.1711 (3)	0.3608 (2)	0.53685 (18)	0.0325 (6)
C8	0.2310 (3)	0.4699 (2)	0.52952 (19)	0.0335 (6)
C9	0.1467 (3)	0.4605 (3)	0.4488 (2)	0.0404 (7)
C10	0.1541 (4)	0.5465 (3)	0.4055 (2)	0.0574 (10)
H10A	0.0913	0.5108	0.3483	0.086*
H10B	0.2456	0.5799	0.3986	0.086*
H10C	0.1302	0.6043	0.4418	0.086*
C11	0.3512 (3)	0.5595 (2)	0.58752 (19)	0.0326 (6)
C12	0.4054 (3)	0.6663 (2)	0.56704 (19)	0.0348 (6)
C13	0.5132 (3)	0.6840 (3)	0.5252 (2)	0.0480 (8)
H13	0.5519	0.6307	0.5119	0.058*
C14	0.5638 (4)	0.7806 (3)	0.5032 (3)	0.0665 (11)
H14	0.6353	0.7918	0.4745	0.080*
C15	0.5070 (4)	0.8600 (3)	0.5244 (3)	0.0770 (13)
H15	0.5400	0.9249	0.5095	0.092*
C16	0.4010 (4)	0.8437 (3)	0.5675 (3)	0.0706 (12)
H16	0.3647	0.8984	0.5829	0.085*
C17	0.3487 (3)	0.7461 (3)	0.5881 (2)	0.0515 (9)
H17	0.2760	0.7344	0.6158	0.062*
C18	0.5386 (3)	0.6441 (2)	0.71299 (18)	0.0351 (6)
C19	0.6666 (3)	0.6414 (3)	0.7113 (2)	0.0552 (9)
H19	0.6752	0.5784	0.6737	0.066*
C20	0.7825 (3)	0.7336 (3)	0.7665 (3)	0.0706 (12)
H20	0.8683	0.7315	0.7649	0.085*
C21	0.7739 (3)	0.8286 (3)	0.8237 (2)	0.0591 (10)
C22	0.6452 (3)	0.8281 (3)	0.8257 (2)	0.0549 (9)
H22	0.6364	0.8900	0.8646	0.066*
C23	0.5282 (3)	0.7371 (2)	0.7710 (2)	0.0452 (8)
H23	0.4424	0.7389	0.7734	0.054*
C24	0.8999 (4)	0.9294 (4)	0.8822 (4)	0.1011 (18)
H24A	0.8732	0.9875	0.9150	0.152*
H24B	0.9584	0.9577	0.8461	0.152*
H24C	0.9483	0.9072	0.9228	0.152*
C25	0.6875 (5)	0.2566 (4)	0.7269 (3)	0.0817 (15)
H25	0.6786	0.3210	0.7208	0.098*
C26	0.7875 (6)	0.2244 (4)	0.6957 (4)	0.0975 (18)
H26	0.8453	0.2681	0.6691	0.117*
C27	0.8045 (5)	0.1306 (4)	0.7026 (3)	0.0743 (12)
H27	0.8723	0.1095	0.6813	0.089*
C28	0.7173 (6)	0.0687 (5)	0.7423 (4)	0.105 (2)
H28	0.7268	0.0044	0.7484	0.126*
C29	0.6159 (5)	0.0989 (4)	0.7734 (4)	0.0872 (15)
H29	0.5572	0.0543	0.7991	0.105*
C30	0.6007 (3)	0.1944 (3)	0.7669 (2)	0.0457 (8)
C31	0.4489 (3)	0.3026 (2)	0.78952 (19)	0.0383 (7)
C32	0.3588 (3)	0.3090 (2)	0.84736 (19)	0.0381 (7)
C33	0.3591 (3)	0.2264 (3)	0.8884 (2)	0.0428 (8)
C34	0.2763 (4)	0.1852 (3)	0.9496 (3)	0.0626 (10)
H34A	0.2762	0.1131	0.9481	0.094*
H34B	0.1839	0.1779	0.9311	0.094*
H34C	0.3156	0.2384	1.0090	0.094*
C35	0.2963 (3)	0.3889 (2)	0.86398 (19)	0.0364 (7)
C36	0.2266 (3)	0.3998 (3)	0.9390 (2)	0.0428 (7)
C37	0.2989 (4)	0.4418 (3)	1.02664 (19)	0.0546 (9)
H37	0.3937	0.4651	1.0398	0.065*
C38	0.2313 (5)	0.4494 (4)	1.0946 (3)	0.0813 (14)
H38	0.2802	0.4788	1.1535	0.098*
C39	0.0913 (5)	0.4132 (5)	1.0746 (4)	0.1006 (18)
H39	0.0456	0.4175	1.1203	0.121*
C40	0.0173 (5)	0.3704 (5)	0.9877 (4)	0.106 (2)
H40	−0.0777	0.3452	0.9749	0.127*
C41	0.0853 (3)	0.3652 (4)	0.9194 (3)	0.0733 (13)
H41	0.0363	0.3386	0.8607	0.088*
C42	0.2693 (3)	0.5495 (2)	0.83833 (18)	0.0379 (7)
C43	0.3367 (3)	0.6353 (2)	0.9189 (2)	0.0444 (8)
H43	0.3928	0.6246	0.9612	0.053*
C44	0.3210 (4)	0.7371 (3)	0.9369 (2)	0.0529 (9)
H44	0.3662	0.7939	0.9916	0.064*
C45	0.2390 (4)	0.7559 (3)	0.8748 (2)	0.0565 (9)
C46	0.1699 (3)	0.6686 (3)	0.7947 (2)	0.0528 (9)
H46	0.1131	0.6790	0.7526	0.063*
C47	0.1843 (3)	0.5665 (3)	0.7764 (2)	0.0438 (7)
H47	0.1369	0.5088	0.7225	0.053*
C48	0.2301 (6)	0.8695 (4)	0.8939 (4)	0.1046 (19)
H48A	0.1817	0.8722	0.8412	0.157*
H48B	0.3208	0.9277	0.9127	0.157*
H48C	0.1821	0.8812	0.9402	0.157*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0464 (3)	0.0359 (3)	0.0342 (2)	0.01241 (19)	0.00295 (18)	0.01646 (19)
O1	0.0459 (12)	0.0318 (11)	0.0377 (11)	0.0059 (9)	−0.0019 (9)	0.0157 (9)
O2	0.0536 (13)	0.0505 (13)	0.0433 (12)	0.0251 (11)	0.0149 (10)	0.0293 (11)
N1	0.0408 (14)	0.0318 (13)	0.0383 (14)	0.0039 (11)	−0.0006 (11)	0.0163 (11)
N2	0.0481 (15)	0.0401 (15)	0.0406 (15)	0.0086 (12)	−0.0047 (12)	0.0175 (12)
N3	0.0349 (13)	0.0331 (13)	0.0352 (13)	0.0093 (10)	0.0043 (10)	0.0149 (11)
N4	0.0549 (16)	0.0390 (14)	0.0346 (14)	0.0194 (12)	0.0059 (12)	0.0177 (12)
N5	0.0633 (18)	0.0389 (15)	0.0404 (15)	0.0162 (13)	0.0053 (13)	0.0209 (13)
N6	0.0452 (14)	0.0355 (14)	0.0325 (13)	0.0129 (11)	0.0044 (11)	0.0127 (11)
C1	0.123 (4)	0.053 (2)	0.041 (2)	−0.019 (2)	−0.001 (2)	0.0101 (19)
C2	0.148 (5)	0.052 (3)	0.052 (3)	−0.027 (3)	−0.005 (3)	−0.003 (2)
C3	0.074 (3)	0.035 (2)	0.084 (3)	−0.0070 (18)	−0.005 (2)	0.015 (2)
C4	0.062 (2)	0.043 (2)	0.072 (3)	0.0002 (17)	0.007 (2)	0.026 (2)
C5	0.051 (2)	0.0425 (19)	0.050 (2)	0.0021 (15)	0.0068 (16)	0.0153 (16)
C6	0.0365 (16)	0.0346 (16)	0.0461 (18)	0.0040 (13)	−0.0025 (13)	0.0127 (14)
C7	0.0340 (15)	0.0299 (14)	0.0296 (14)	0.0083 (11)	0.0054 (11)	0.0105 (12)
C8	0.0351 (15)	0.0317 (15)	0.0324 (15)	0.0114 (12)	0.0058 (11)	0.0121 (12)
C9	0.0405 (17)	0.0367 (16)	0.0391 (17)	0.0086 (13)	0.0021 (13)	0.0169 (14)
C10	0.062 (2)	0.047 (2)	0.054 (2)	0.0091 (16)	−0.0087 (17)	0.0270 (17)
C11	0.0345 (15)	0.0290 (14)	0.0356 (15)	0.0118 (12)	0.0103 (12)	0.0129 (12)
C12	0.0341 (15)	0.0288 (14)	0.0361 (15)	0.0058 (12)	0.0022 (12)	0.0136 (12)
C13	0.0498 (19)	0.0429 (18)	0.057 (2)	0.0167 (15)	0.0200 (16)	0.0248 (17)
C14	0.069 (3)	0.056 (2)	0.089 (3)	0.019 (2)	0.039 (2)	0.044 (2)
C15	0.081 (3)	0.053 (2)	0.109 (4)	0.018 (2)	0.028 (3)	0.052 (3)
C16	0.079 (3)	0.045 (2)	0.104 (3)	0.033 (2)	0.022 (3)	0.037 (2)
C17	0.048 (2)	0.0446 (19)	0.065 (2)	0.0182 (16)	0.0158 (17)	0.0230 (18)
C18	0.0337 (15)	0.0354 (16)	0.0332 (15)	0.0080 (12)	0.0037 (12)	0.0159 (13)
C19	0.0418 (19)	0.056 (2)	0.062 (2)	0.0199 (16)	0.0074 (16)	0.0131 (18)
C20	0.0318 (18)	0.083 (3)	0.081 (3)	0.0163 (19)	−0.0015 (18)	0.019 (2)
C21	0.044 (2)	0.056 (2)	0.052 (2)	0.0006 (16)	−0.0034 (16)	0.0102 (18)
C22	0.053 (2)	0.044 (2)	0.047 (2)	0.0067 (16)	0.0071 (16)	0.0044 (16)
C23	0.0363 (16)	0.0454 (19)	0.0453 (19)	0.0079 (14)	0.0091 (14)	0.0133 (15)
C24	0.050 (3)	0.101 (4)	0.092 (4)	−0.006 (2)	−0.012 (2)	0.001 (3)
C25	0.109 (4)	0.092 (3)	0.107 (4)	0.073 (3)	0.060 (3)	0.070 (3)
C26	0.128 (4)	0.120 (4)	0.123 (4)	0.090 (4)	0.085 (4)	0.083 (4)
C27	0.090 (3)	0.088 (3)	0.076 (3)	0.060 (3)	0.033 (3)	0.037 (3)
C28	0.142 (5)	0.107 (4)	0.142 (5)	0.097 (4)	0.076 (4)	0.078 (4)
C29	0.112 (4)	0.078 (3)	0.123 (4)	0.064 (3)	0.062 (3)	0.063 (3)
C30	0.060 (2)	0.0430 (18)	0.0358 (17)	0.0245 (16)	0.0028 (15)	0.0133 (14)
C31	0.0442 (17)	0.0320 (15)	0.0317 (15)	0.0103 (13)	−0.0020 (12)	0.0106 (13)
C32	0.0435 (17)	0.0318 (15)	0.0312 (15)	0.0076 (13)	0.0010 (12)	0.0116 (13)
C33	0.0530 (19)	0.0339 (16)	0.0339 (16)	0.0087 (14)	0.0033 (14)	0.0138 (13)
C34	0.087 (3)	0.050 (2)	0.060 (2)	0.024 (2)	0.027 (2)	0.0326 (19)
C35	0.0340 (15)	0.0352 (16)	0.0292 (14)	0.0043 (12)	−0.0006 (11)	0.0098 (12)
C36	0.0442 (18)	0.0399 (17)	0.0445 (18)	0.0124 (14)	0.0118 (14)	0.0196 (15)
C37	0.059 (2)	0.053 (2)	0.0415 (19)	0.0096 (17)	0.0144 (16)	0.0164 (17)
C38	0.112 (4)	0.078 (3)	0.048 (2)	0.026 (3)	0.035 (2)	0.022 (2)
C39	0.122 (5)	0.121 (5)	0.100 (4)	0.061 (4)	0.080 (4)	0.061 (4)
C40	0.068 (3)	0.153 (6)	0.138 (5)	0.051 (4)	0.061 (4)	0.088 (5)
C41	0.050 (2)	0.099 (3)	0.078 (3)	0.021 (2)	0.015 (2)	0.051 (3)
C42	0.0369 (16)	0.0425 (17)	0.0354 (16)	0.0156 (13)	0.0098 (12)	0.0146 (14)
C43	0.0438 (18)	0.0441 (18)	0.0440 (18)	0.0174 (14)	0.0044 (14)	0.0152 (15)
C44	0.063 (2)	0.048 (2)	0.0434 (19)	0.0224 (17)	0.0117 (16)	0.0085 (16)
C45	0.060 (2)	0.057 (2)	0.063 (2)	0.0356 (19)	0.0172 (19)	0.0194 (19)
C46	0.0446 (19)	0.061 (2)	0.062 (2)	0.0271 (17)	0.0082 (16)	0.0282 (19)
C47	0.0381 (17)	0.0501 (19)	0.0430 (18)	0.0156 (14)	0.0060 (13)	0.0190 (15)
C48	0.141 (5)	0.082 (4)	0.106 (4)	0.080 (4)	0.009 (4)	0.017 (3)

Geometric parameters (Å, º)

Co1—O1	1.927 (2)	C20—H20	0.9300
Co1—O2	1.939 (2)	C21—C22	1.376 (4)
Co1—N3	1.993 (2)	C21—C24	1.509 (4)
Co1—N6	1.998 (3)	C22—C23	1.388 (3)
O1—C7	1.283 (3)	C22—H22	0.9300
O2—C31	1.282 (3)	C23—H23	0.9300
N1—C7	1.358 (3)	C24—H24A	0.9600
N1—N2	1.390 (3)	C24—H24B	0.9600
N1—C6	1.417 (4)	C24—H24C	0.9600
N2—C9	1.310 (4)	C25—C30	1.373 (4)
N3—C11	1.316 (3)	C25—C26	1.378 (4)
N3—C18	1.430 (3)	C25—H25	0.9300
N4—C31	1.364 (4)	C26—C27	1.362 (4)
N4—N5	1.397 (4)	C26—H26	0.9300
N4—C30	1.407 (4)	C27—C28	1.369 (4)
N5—C33	1.306 (4)	C27—H27	0.9300
N6—C35	1.316 (4)	C28—C29	1.380 (4)
N6—C42	1.432 (4)	C28—H28	0.9300
C1—C6	1.372 (4)	C29—C30	1.373 (4)
C1—C2	1.384 (4)	C29—H29	0.9300
C1—H1	0.9300	C31—C32	1.422 (5)
C2—C3	1.366 (4)	C32—C35	1.425 (4)
C2—H2	0.9300	C32—C33	1.442 (4)
C3—C4	1.370 (4)	C33—C34	1.497 (5)
C3—H3	0.9300	C34—H34A	0.9600
C4—C5	1.381 (3)	C34—H34B	0.9600
C4—H4	0.9300	C34—H34C	0.9600
C5—C6	1.373 (3)	C35—C36	1.492 (4)
C5—H5	0.9300	C36—C37	1.385 (3)
C7—C8	1.427 (4)	C36—C41	1.386 (4)
C8—C11	1.416 (4)	C37—C38	1.382 (4)
C8—C9	1.443 (4)	C37—H37	0.9300
C9—C10	1.493 (4)	C38—C39	1.370 (4)
C10—H10A	0.9600	C38—H38	0.9300
C10—H10B	0.9600	C39—C40	1.381 (4)
C10—H10C	0.9600	C39—H39	0.9300
C11—C12	1.495 (4)	C40—C41	1.387 (4)
C12—C17	1.382 (3)	C40—H40	0.9300
C12—C13	1.386 (3)	C41—H41	0.9300
C13—C14	1.386 (3)	C42—C43	1.381 (3)
C13—H13	0.9300	C42—C47	1.390 (3)
C14—C15	1.378 (4)	C43—C44	1.386 (3)
C14—H14	0.9300	C43—H43	0.9300
C15—C16	1.383 (4)	C44—C45	1.386 (3)
C15—H15	0.9300	C44—H44	0.9300
C16—C17	1.386 (4)	C45—C46	1.388 (4)
C16—H16	0.9300	C45—C48	1.505 (4)
C17—H17	0.9300	C46—C47	1.382 (3)
C18—C23	1.380 (3)	C46—H46	0.9300
C18—C19	1.383 (3)	C47—H47	0.9300
C19—C20	1.390 (4)	C48—H48A	0.9600
C19—H19	0.9300	C48—H48B	0.9600
C20—C21	1.386 (4)	C48—H48C	0.9600
O1—Co1—O2	116.53 (9)	C21—C22—H22	119.3
O1—Co1—N3	96.46 (9)	C23—C22—H22	119.3
O2—Co1—N3	121.30 (10)	C18—C23—C22	120.4 (3)
O1—Co1—N6	114.10 (10)	C18—C23—H23	119.8
O2—Co1—N6	94.90 (10)	C22—C23—H23	119.8
N3—Co1—N6	114.91 (10)	C21—C24—H24A	109.5
C7—O1—Co1	120.27 (17)	C21—C24—H24B	109.5
C31—O2—Co1	116.3 (2)	H24A—C24—H24B	109.5
C7—N1—N2	112.2 (2)	C21—C24—H24C	109.5
C7—N1—C6	128.7 (2)	H24A—C24—H24C	109.5
N2—N1—C6	119.0 (2)	H24B—C24—H24C	109.5
C9—N2—N1	105.6 (2)	C30—C25—C26	120.5 (4)
C11—N3—C18	119.3 (2)	C30—C25—H25	119.8
C11—N3—Co1	124.53 (19)	C26—C25—H25	119.7
C18—N3—Co1	115.61 (17)	C27—C26—C25	122.2 (4)
C31—N4—N5	111.3 (3)	C27—C26—H26	118.9
C31—N4—C30	130.0 (3)	C25—C26—H26	118.9
N5—N4—C30	118.6 (2)	C26—C27—C28	117.0 (4)
C33—N5—N4	106.4 (2)	C26—C27—H27	121.5
C35—N6—C42	122.1 (3)	C28—C27—H27	121.5
C35—N6—Co1	123.0 (2)	C27—C28—C29	121.8 (4)
C42—N6—Co1	114.84 (18)	C27—C28—H28	119.1
C6—C1—C2	119.9 (3)	C29—C28—H28	119.1
C6—C1—H1	120.1	C30—C29—C28	120.6 (4)
C2—C1—H1	120.1	C30—C29—H29	119.7
C3—C2—C1	121.1 (4)	C28—C29—H29	119.7
C3—C2—H2	119.4	C29—C30—C25	117.9 (3)
C1—C2—H2	119.4	C29—C30—N4	119.8 (3)
C2—C3—C4	118.7 (3)	C25—C30—N4	122.2 (3)
C2—C3—H3	120.7	O2—C31—N4	123.2 (3)
C4—C3—H3	120.7	O2—C31—C32	130.5 (3)
C3—C4—C5	120.8 (3)	N4—C31—C32	106.3 (2)
C3—C4—H4	119.6	C31—C32—C35	125.2 (3)
C5—C4—H4	119.6	C31—C32—C33	104.3 (3)
C6—C5—C4	120.1 (3)	C35—C32—C33	130.2 (3)
C6—C5—H5	119.9	N5—C33—C32	111.6 (3)
C4—C5—H5	119.9	N5—C33—C34	117.7 (3)
C1—C6—C5	119.3 (3)	C32—C33—C34	130.7 (3)
C1—C6—N1	119.1 (3)	C33—C34—H34A	109.5
C5—C6—N1	121.6 (3)	C33—C34—H34B	109.5
O1—C7—N1	123.3 (2)	H34A—C34—H34B	109.5
O1—C7—C8	130.4 (2)	C33—C34—H34C	109.5
N1—C7—C8	106.3 (2)	H34A—C34—H34C	109.5
C11—C8—C7	125.3 (2)	H34B—C34—H34C	109.5
C11—C8—C9	131.0 (3)	N6—C35—C32	120.0 (3)
C7—C8—C9	103.6 (2)	N6—C35—C36	121.2 (3)
N2—C9—C8	112.2 (3)	C32—C35—C36	118.8 (3)
N2—C9—C10	117.6 (3)	C37—C36—C41	119.7 (3)
C8—C9—C10	130.1 (3)	C37—C36—C35	121.8 (3)
C9—C10—H10A	109.5	C41—C36—C35	118.4 (3)
C9—C10—H10B	109.5	C38—C37—C36	120.5 (4)
H10A—C10—H10B	109.5	C38—C37—H37	119.8
C9—C10—H10C	109.5	C36—C37—H37	119.8
H10A—C10—H10C	109.5	C39—C38—C37	119.4 (4)
H10B—C10—H10C	109.5	C39—C38—H38	120.3
N3—C11—C8	122.1 (2)	C37—C38—H38	120.3
N3—C11—C12	119.4 (2)	C38—C39—C40	121.0 (4)
C8—C11—C12	118.5 (2)	C38—C39—H39	119.5
C17—C12—C13	119.9 (3)	C40—C39—H39	119.5
C17—C12—C11	121.1 (2)	C39—C40—C41	119.7 (4)
C13—C12—C11	119.0 (2)	C39—C40—H40	120.2
C12—C13—C14	120.5 (3)	C41—C40—H40	120.2
C12—C13—H13	119.7	C36—C41—C40	119.7 (4)
C14—C13—H13	119.7	C36—C41—H41	120.2
C15—C14—C13	119.4 (3)	C40—C41—H41	120.2
C15—C14—H14	120.3	C43—C42—C47	119.1 (3)
C13—C14—H14	120.3	C43—C42—N6	121.4 (2)
C14—C15—C16	120.3 (3)	C47—C42—N6	119.0 (3)
C14—C15—H15	119.8	C42—C43—C44	120.2 (3)
C16—C15—H15	119.8	C42—C43—H43	119.9
C15—C16—C17	120.3 (3)	C44—C43—H43	119.9
C15—C16—H16	119.8	C45—C44—C43	121.2 (3)
C17—C16—H16	119.8	C45—C44—H44	119.4
C12—C17—C16	119.5 (3)	C43—C44—H44	119.4
C12—C17—H17	120.2	C44—C45—C46	118.1 (3)
C16—C17—H17	120.2	C44—C45—C48	120.1 (3)
C23—C18—C19	119.3 (3)	C46—C45—C48	121.7 (3)
C23—C18—N3	121.2 (2)	C47—C46—C45	121.0 (3)
C19—C18—N3	119.4 (3)	C47—C46—H46	119.5
C18—C19—C20	119.3 (3)	C45—C46—H46	119.5
C18—C19—H19	120.3	C46—C47—C42	120.3 (3)
C20—C19—H19	120.3	C46—C47—H47	119.8
C21—C20—C19	122.0 (3)	C42—C47—H47	119.8
C21—C20—H20	119.0	C45—C48—H48A	109.5
C19—C20—H20	119.0	C45—C48—H48B	109.5
C22—C21—C20	117.5 (3)	H48A—C48—H48B	109.5
C22—C21—C24	120.6 (4)	C45—C48—H48C	109.5
C20—C21—C24	121.9 (4)	H48A—C48—H48C	109.5
C21—C22—C23	121.4 (3)	H48B—C48—H48C	109.5
O2—Co1—O1—C7	−138.3 (2)	Co1—N3—C18—C19	79.5 (3)
N3—Co1—O1—C7	−8.4 (2)	C23—C18—C19—C20	−1.7 (5)
N6—Co1—O1—C7	112.6 (2)	N3—C18—C19—C20	179.6 (3)
O1—Co1—O2—C31	−89.8 (2)	C18—C19—C20—C21	0.3 (6)
N3—Co1—O2—C31	153.4 (2)	C19—C20—C21—C22	1.3 (6)
N6—Co1—O2—C31	30.3 (2)	C19—C20—C21—C24	−178.9 (4)
C7—N1—N2—C9	0.1 (4)	C20—C21—C22—C23	−1.6 (6)
C6—N1—N2—C9	−175.9 (3)	C24—C21—C22—C23	178.6 (4)
O1—Co1—N3—C11	11.0 (3)	C19—C18—C23—C22	1.4 (5)
O2—Co1—N3—C11	137.5 (2)	N3—C18—C23—C22	−179.9 (3)
N6—Co1—N3—C11	−109.4 (3)	C21—C22—C23—C18	0.2 (5)
O1—Co1—N3—C18	−177.6 (2)	C30—C25—C26—C27	0.3 (9)
O2—Co1—N3—C18	−51.1 (2)	C25—C26—C27—C28	−0.1 (9)
N6—Co1—N3—C18	62.0 (2)	C26—C27—C28—C29	0.5 (9)
C31—N4—N5—C33	−2.0 (3)	C27—C28—C29—C30	−1.2 (10)
C30—N4—N5—C33	177.2 (3)	C28—C29—C30—C25	1.4 (8)
O1—Co1—N6—C35	92.5 (2)	C28—C29—C30—N4	−177.1 (5)
O2—Co1—N6—C35	−29.5 (2)	C26—C25—C30—C29	−0.9 (7)
N3—Co1—N6—C35	−157.4 (2)	C26—C25—C30—N4	177.5 (4)
O1—Co1—N6—C42	−91.5 (2)	C31—N4—C30—C29	−165.5 (4)
O2—Co1—N6—C42	146.58 (19)	N5—N4—C30—C29	15.5 (5)
N3—Co1—N6—C42	18.6 (2)	C31—N4—C30—C25	16.2 (6)
C6—C1—C2—C3	−0.2 (10)	N5—N4—C30—C25	−162.8 (4)
C1—C2—C3—C4	1.3 (9)	Co1—O2—C31—N4	161.1 (2)
C2—C3—C4—C5	−0.9 (8)	Co1—O2—C31—C32	−17.8 (4)
C3—C4—C5—C6	−0.6 (6)	N5—N4—C31—O2	−175.5 (3)
C2—C1—C6—C5	−1.4 (8)	C30—N4—C31—O2	5.4 (5)
C2—C1—C6—N1	−179.7 (5)	N5—N4—C31—C32	3.5 (3)
C4—C5—C6—C1	1.8 (6)	C30—N4—C31—C32	−175.5 (3)
C4—C5—C6—N1	−180.0 (3)	O2—C31—C32—C35	−9.8 (5)
C7—N1—C6—C1	−146.7 (4)	N4—C31—C32—C35	171.2 (3)
N2—N1—C6—C1	28.6 (5)	O2—C31—C32—C33	175.5 (3)
C7—N1—C6—C5	35.0 (5)	N4—C31—C32—C33	−3.5 (3)
N2—N1—C6—C5	−149.7 (3)	N4—N5—C33—C32	−0.4 (3)
Co1—O1—C7—N1	−178.0 (2)	N4—N5—C33—C34	176.7 (3)
Co1—O1—C7—C8	3.5 (5)	C31—C32—C33—N5	2.5 (3)
N2—N1—C7—O1	−179.3 (3)	C35—C32—C33—N5	−171.9 (3)
C6—N1—C7—O1	−3.8 (5)	C31—C32—C33—C34	−174.1 (3)
N2—N1—C7—C8	−0.4 (3)	C35—C32—C33—C34	11.5 (6)
C6—N1—C7—C8	175.1 (3)	C42—N6—C35—C32	−164.0 (3)
O1—C7—C8—C11	3.1 (5)	Co1—N6—C35—C32	11.7 (4)
N1—C7—C8—C11	−175.6 (3)	C42—N6—C35—C36	17.2 (4)
O1—C7—C8—C9	179.3 (3)	Co1—N6—C35—C36	−167.0 (2)
N1—C7—C8—C9	0.5 (3)	C31—C32—C35—N6	13.0 (4)
N1—N2—C9—C8	0.3 (4)	C33—C32—C35—N6	−173.7 (3)
N1—N2—C9—C10	−178.9 (3)	C31—C32—C35—C36	−168.2 (3)
C11—C8—C9—N2	175.3 (3)	C33—C32—C35—C36	5.1 (5)
C7—C8—C9—N2	−0.5 (4)	N6—C35—C36—C37	−114.1 (4)
C11—C8—C9—C10	−5.7 (6)	C32—C35—C36—C37	67.1 (4)
C7—C8—C9—C10	178.5 (4)	N6—C35—C36—C41	66.8 (4)
C18—N3—C11—C8	−178.8 (3)	C32—C35—C36—C41	−112.0 (4)
Co1—N3—C11—C8	−7.7 (4)	C41—C36—C37—C38	0.1 (6)
C18—N3—C11—C12	4.4 (4)	C35—C36—C37—C38	−179.1 (3)
Co1—N3—C11—C12	175.5 (2)	C36—C37—C38—C39	1.1 (7)
C7—C8—C11—N3	−0.7 (5)	C37—C38—C39—C40	−0.7 (8)
C9—C8—C11—N3	−175.7 (3)	C38—C39—C40—C41	−0.8 (9)
C7—C8—C11—C12	176.1 (3)	C37—C36—C41—C40	−1.6 (6)
C9—C8—C11—C12	1.1 (5)	C35—C36—C41—C40	177.6 (4)
N3—C11—C12—C17	−103.2 (4)	C39—C40—C41—C36	1.9 (8)
C8—C11—C12—C17	79.9 (4)	C35—N6—C42—C43	52.6 (4)
N3—C11—C12—C13	77.6 (4)	Co1—N6—C42—C43	−123.5 (3)
C8—C11—C12—C13	−99.3 (3)	C35—N6—C42—C47	−135.8 (3)
C17—C12—C13—C14	−0.8 (5)	Co1—N6—C42—C47	48.1 (3)
C11—C12—C13—C14	178.4 (3)	C47—C42—C43—C44	−0.9 (5)
C12—C13—C14—C15	0.9 (6)	N6—C42—C43—C44	170.7 (3)
C13—C14—C15—C16	0.3 (7)	C42—C43—C44—C45	−0.6 (5)
C14—C15—C16—C17	−1.5 (7)	C43—C44—C45—C46	1.6 (6)
C13—C12—C17—C16	−0.4 (5)	C43—C44—C45—C48	−176.5 (4)
C11—C12—C17—C16	−179.6 (3)	C44—C45—C46—C47	−1.2 (6)
C15—C16—C17—C12	1.6 (6)	C48—C45—C46—C47	176.9 (4)
C11—N3—C18—C23	72.6 (4)	C45—C46—C47—C42	−0.3 (5)
Co1—N3—C18—C23	−99.2 (3)	C43—C42—C47—C46	1.3 (5)
C11—N3—C18—C19	−108.7 (3)	N6—C42—C47—C46	−170.5 (3)