Nitro(α,β,γ,δ-tetra­phenyl­porphyrinato)­cobalt(III) benzene solvate

In the crystal structure of the title compound, [Co(C₄₄H₂₈N₄)(NO₂)]·C₆H₆, the Co^III atom has a distorted square–pyramidal coordination, with the nitro ligand at the apical position. The Co—N(nitro) bond distance is 1.880 (3) Å.

Key indicators

• Single-crystal X-ray study
• T = 297 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.057
• wR factor = 0.175
• Data-to-parameter ratio = 9.6

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           26.50
         From the CIF: _reflns_number_total               7257
         TEST2: Reflns within _diffrn_reflns_theta_max
         Count of symmetry unique reflns         8057
         Completeness (_total/calc)             90.07%
          Alert C: < 95% complete

REFNR_01  Alert C Ratio of reflections to parameters is < 10 for a
          centrosymmetric structure
          sine(theta)/lambda                0.6278
          Proportion of unique data used    0.7409
          Ratio reflections to parameters   9.6190


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 2 Alert Level C = Please check

---

Computing details

Data collection: WinAFC Diffractometer Control Software (Rigaku, 1999); cell refinement: WinAFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.

(I)

Crystal data

[Co(C44H28N4)(NO2)]·C6H6	Z = 2
Mr = 795.78	F(000) = 824.0
Triclinic, P1	Dx = 1.360 Mg m^−3
a = 12.352 (2) Å	Mo Kα radiation, λ = 0.7107 Å
b = 13.616 (5) Å	Cell parameters from 23 reflections
c = 12.118 (3) Å	θ = 11.1–12.4°
α = 102.47 (2)°	µ = 0.49 mm^−1
β = 102.31 (2)°	T = 297 K
γ = 85.59 (2)°	Prism, dark red
V = 1943.2 (9) Å^3	0.5 × 0.5 × 0.35 mm

Data collection

Rigaku AFC-7R diffractometer	Rint = 0.014
θ–2θ scans	θmax = 26.5°, θmin = 2.5°
Absorption correction: integration (Coppens et al., 1965)	h = −15→15
Tmin = 0.782, Tmax = 0.858	k = −17→17
7652 measured reflections	l = 0→15
7257 independent reflections	3 standard reflections every 150 reflections
7257 reflections with I > 2σ(I)	intensity decay: 21%

Refinement

Refinement on F^2	H-atom parameters not refined
R[F^2 > 2σ(F^2)] = 0.057	w = 1/[σ^2(Fo^2) + (0.0936P)^2 + 2.0291P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.175	(Δ/σ)max = 0.001
S = 1.07	Δρmax = 0.85 e Å^−3
7257 reflections	Δρmin = −0.89 e Å^−3
559 parameters

Special details

Refinement. Refinement using reflections with F² > 0.0 σ(F²). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F² > 2.0 σ(F²) is used only for calculating R-factor (gt).

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.57920 (3)	0.34646 (3)	0.84478 (4)	0.0333 (2)
O2	0.6825 (3)	0.3964 (2)	0.6921 (3)	0.0704 (9)
O3	0.7309 (3)	0.2501 (2)	0.7281 (3)	0.0626 (8)
N4	0.6768 (2)	0.3295 (2)	0.7419 (3)	0.0422 (7)
N5	0.5873 (2)	0.4931 (2)	0.8966 (2)	0.0361 (6)
N6	0.7014 (2)	0.3309 (2)	0.9720 (2)	0.0396 (6)
N7	0.5454 (2)	0.2039 (2)	0.8203 (2)	0.0379 (6)
N8	0.4527 (2)	0.3635 (2)	0.7223 (2)	0.0352 (6)
C9	0.5209 (3)	0.5659 (3)	0.8489 (3)	0.0373 (7)
C10	0.5462 (3)	0.6642 (3)	0.9175 (3)	0.0478 (9)
C11	0.6342 (3)	0.6529 (3)	1.0025 (3)	0.0486 (9)
C12	0.6617 (3)	0.5465 (3)	0.9863 (3)	0.0385 (7)
C13	0.7566 (3)	0.5062 (3)	1.0468 (3)	0.0375 (7)
C14	0.7755 (3)	0.4032 (3)	1.0356 (3)	0.0396 (8)
C15	0.8699 (3)	0.3570 (3)	1.0981 (3)	0.0456 (8)
C16	0.8522 (3)	0.2583 (3)	1.0774 (3)	0.0497 (9)
C17	0.7473 (3)	0.2414 (3)	1.0001 (3)	0.0434 (8)
C18	0.6976 (3)	0.1490 (3)	0.9635 (3)	0.0481 (9)
C19	0.5991 (3)	0.1339 (3)	0.8816 (3)	0.0449 (8)
C20	0.5466 (4)	0.0384 (3)	0.8400 (4)	0.061 (1)
C21	0.4639 (3)	0.0496 (3)	0.7513 (4)	0.055 (1)
C22	0.4640 (3)	0.1512 (3)	0.7372 (3)	0.0412 (8)
C23	0.3950 (3)	0.1893 (3)	0.6478 (3)	0.0384 (7)
C24	0.3955 (3)	0.2890 (3)	0.6405 (3)	0.0356 (7)
C25	0.3313 (3)	0.3299 (3)	0.5462 (3)	0.0432 (8)
C26	0.3479 (3)	0.4288 (3)	0.5709 (3)	0.0426 (8)
C27	0.4212 (3)	0.4513 (3)	0.6811 (3)	0.0354 (7)
C28	0.4474 (3)	0.5475 (3)	0.7424 (3)	0.0374 (7)
C29	0.8426 (3)	0.5742 (3)	1.1270 (3)	0.0371 (7)
C30	0.9223 (3)	0.6119 (3)	1.0856 (3)	0.0525 (10)
C31	1.0065 (3)	0.6685 (3)	1.1602 (4)	0.058 (1)
C32	1.0116 (3)	0.6885 (3)	1.2764 (4)	0.0522 (10)
C33	0.9320 (4)	0.6517 (3)	1.3180 (3)	0.057 (1)
C34	0.8477 (3)	0.5949 (3)	1.2447 (3)	0.0517 (10)
C35	0.7519 (4)	0.0633 (3)	1.0174 (4)	0.063 (1)
C36	0.7192 (10)	0.0195 (10)	1.079 (1)	0.084 (3)	0.50
C36*	0.7467 (8)	0.0777 (7)	1.1470 (8)	0.052 (2)	0.50
C37	0.772 (2)	−0.056 (1)	1.130 (2)	0.117 (6)	0.50
C37*	0.7995 (10)	0.0066 (9)	1.2049 (9)	0.068 (3)	0.50
C38	0.8571 (8)	−0.0881 (6)	1.1258 (10)	0.129 (3)
C39	0.916 (1)	−0.062 (1)	1.027 (2)	0.113 (7)	0.50
C39*	0.846 (1)	−0.0877 (10)	1.029 (1)	0.084 (4)	0.50
C40	0.858 (1)	0.0152 (9)	0.976 (1)	0.072 (3)	0.50
C40*	0.792 (1)	−0.0156 (8)	0.9720 (9)	0.063 (3)	0.50
C41	0.3167 (3)	0.1204 (3)	0.5593 (3)	0.0409 (8)
C42	0.2063 (3)	0.1213 (4)	0.5666 (4)	0.060 (1)
C43	0.1330 (4)	0.0583 (5)	0.4832 (5)	0.080 (2)
C44	0.1702 (5)	−0.0080 (4)	0.3945 (5)	0.082 (2)
C45	0.2765 (5)	−0.0082 (4)	0.3868 (4)	0.077 (1)
C46	0.3516 (4)	0.0552 (3)	0.4686 (4)	0.059 (1)
C47	0.3983 (3)	0.6344 (3)	0.6892 (3)	0.0411 (8)
C48	0.2892 (5)	0.6626 (5)	0.6804 (7)	0.107 (3)
C49	0.2455 (5)	0.7385 (6)	0.6241 (9)	0.137 (3)
C50	0.3085 (5)	0.7896 (4)	0.5778 (5)	0.083 (2)
C51	0.4141 (5)	0.7609 (4)	0.5844 (5)	0.080 (2)
C52	0.4602 (4)	0.6855 (4)	0.6393 (5)	0.070 (1)
C53	0.7932 (5)	0.6197 (5)	0.7492 (5)	0.078 (1)
C54	0.8601 (5)	0.5661 (4)	0.6825 (5)	0.072 (1)
C55	0.9304 (4)	0.6140 (5)	0.6385 (4)	0.083 (2)
C56	0.9325 (4)	0.7189 (5)	0.6643 (5)	0.079 (2)
C57	0.8645 (5)	0.7723 (4)	0.7330 (5)	0.080 (2)
C58	0.7958 (5)	0.7216 (5)	0.7749 (5)	0.087 (2)
H10	0.5081	0.7257	0.9051	0.0572*
H11	0.6708	0.7045	1.0612	0.0576*
H15	0.9339	0.3899	1.1457	0.0546*
H16	0.9009	0.2088	1.1084	0.0586*
H20	0.5668	−0.0214	0.8691	0.0717*
H21	0.4142	−0.0007	0.7065	0.0641*
H25	0.2854	0.2934	0.4787	0.0516*
H26	0.3171	0.4759	0.5240	0.0505*
H30	0.9196	0.5994	1.0052	0.0617*
H31	1.0619	0.6931	1.1302	0.0680*
H32	1.0692	0.7283	1.3268	0.0615*
H33	0.9345	0.6654	1.3985	0.0680*
H34	0.7928	0.5706	1.2753	0.0610*
H36	0.6478	0.0412	1.0939	0.0973*	0.50
H36*	0.7095	0.1340	1.1841	0.0609*	0.50
H37	0.7326	−0.0872	1.1728	0.1409*	0.50
H37*	0.8021	0.0108	1.2851	0.0783*	0.50
H38	0.8966	−0.1361	1.1661	0.1575*
H39	0.9864	−0.0886	1.0117	0.1299*	0.50
H39*	0.8823	−0.1420	0.9834	0.1004*	0.50
H40	0.8792	0.0325	0.9120	0.0837*	0.50
H40*	0.7820	−0.0283	0.8913	0.0748*	0.50
H42	0.1812	0.1652	0.6294	0.0704*
H43	0.0567	0.0600	0.4880	0.0957*
H44	0.1213	−0.0533	0.3383	0.0950*
H45	0.3016	−0.0534	0.3253	0.0920*
H46	0.4272	0.0537	0.4608	0.0689*
H48	0.2433	0.6314	0.7157	0.1271*
H49	0.1675	0.7522	0.6121	0.1625*
H50	0.2789	0.8450	0.5437	0.0999*
H51	0.4601	0.7929	0.5489	0.0946*
H52	0.5375	0.6689	0.6446	0.0822*
H53	0.7453	0.5857	0.7794	0.0924*
H54	0.8595	0.4943	0.6653	0.0851*
H55	0.9766	0.5752	0.5910	0.0986*
H56	0.9800	0.7524	0.6334	0.0959*
H57	0.8653	0.8438	0.7517	0.0953*
H58	0.7481	0.7588	0.8217	0.1046*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0284 (2)	0.0383 (3)	0.0295 (3)	−0.0025 (2)	−0.0028 (2)	0.0067 (2)
O2	0.083 (2)	0.064 (2)	0.080 (2)	−0.003 (2)	0.043 (2)	0.023 (2)
O3	0.058 (2)	0.056 (2)	0.075 (2)	0.008 (1)	0.027 (2)	0.004 (1)
N4	0.036 (2)	0.047 (2)	0.040 (2)	−0.009 (1)	0.005 (1)	0.001 (1)
N5	0.032 (1)	0.041 (2)	0.032 (1)	0.000 (1)	0.000 (1)	0.006 (1)
N6	0.036 (1)	0.044 (2)	0.033 (1)	−0.004 (1)	−0.006 (1)	0.007 (1)
N7	0.033 (1)	0.041 (2)	0.037 (2)	−0.003 (1)	−0.004 (1)	0.011 (1)
N8	0.030 (1)	0.042 (2)	0.030 (1)	−0.003 (1)	0.000 (1)	0.006 (1)
C9	0.032 (2)	0.039 (2)	0.037 (2)	0.002 (1)	0.003 (1)	0.007 (1)
C10	0.044 (2)	0.039 (2)	0.051 (2)	0.006 (2)	−0.001 (2)	0.001 (2)
C11	0.048 (2)	0.045 (2)	0.042 (2)	−0.002 (2)	−0.001 (2)	−0.005 (2)
C12	0.036 (2)	0.041 (2)	0.033 (2)	−0.004 (1)	0.002 (1)	0.000 (1)
C13	0.033 (2)	0.048 (2)	0.028 (2)	−0.006 (1)	0.001 (1)	0.004 (1)
C14	0.032 (2)	0.051 (2)	0.031 (2)	−0.005 (1)	−0.006 (1)	0.008 (2)
C15	0.037 (2)	0.057 (2)	0.036 (2)	−0.005 (2)	−0.010 (1)	0.010 (2)
C16	0.043 (2)	0.053 (2)	0.046 (2)	0.000 (2)	−0.013 (2)	0.015 (2)
C17	0.040 (2)	0.045 (2)	0.040 (2)	−0.001 (2)	−0.008 (2)	0.015 (2)
C18	0.049 (2)	0.041 (2)	0.047 (2)	−0.004 (2)	−0.012 (2)	0.015 (2)
C19	0.043 (2)	0.040 (2)	0.048 (2)	−0.003 (2)	−0.004 (2)	0.015 (2)
C20	0.064 (3)	0.045 (2)	0.069 (3)	−0.014 (2)	−0.015 (2)	0.024 (2)
C21	0.052 (2)	0.045 (2)	0.059 (2)	−0.011 (2)	−0.012 (2)	0.013 (2)
C22	0.034 (2)	0.045 (2)	0.040 (2)	−0.009 (1)	−0.003 (1)	0.007 (2)
C23	0.029 (2)	0.046 (2)	0.037 (2)	−0.005 (1)	−0.002 (1)	0.009 (2)
C24	0.028 (2)	0.044 (2)	0.030 (2)	−0.005 (1)	−0.004 (1)	0.006 (1)
C25	0.036 (2)	0.055 (2)	0.031 (2)	−0.005 (2)	−0.009 (1)	0.007 (2)
C26	0.041 (2)	0.049 (2)	0.036 (2)	−0.003 (2)	−0.006 (1)	0.016 (2)
C27	0.032 (2)	0.041 (2)	0.032 (2)	0.001 (1)	0.001 (1)	0.012 (1)
C28	0.032 (2)	0.044 (2)	0.036 (2)	0.002 (1)	0.004 (1)	0.010 (1)
C29	0.032 (2)	0.043 (2)	0.032 (2)	−0.006 (1)	−0.004 (1)	0.005 (1)
C30	0.052 (2)	0.070 (3)	0.035 (2)	−0.016 (2)	0.004 (2)	0.010 (2)
C31	0.046 (2)	0.069 (3)	0.060 (3)	−0.021 (2)	0.002 (2)	0.017 (2)
C32	0.041 (2)	0.051 (2)	0.052 (2)	−0.009 (2)	−0.010 (2)	0.001 (2)
C33	0.056 (2)	0.071 (3)	0.034 (2)	−0.009 (2)	0.000 (2)	−0.003 (2)
C34	0.044 (2)	0.077 (3)	0.032 (2)	−0.015 (2)	0.007 (2)	0.003 (2)
C35	0.060 (3)	0.047 (2)	0.073 (3)	−0.010 (2)	−0.029 (2)	0.027 (2)
C36	0.076 (7)	0.086 (8)	0.103 (10)	0.020 (6)	0.014 (7)	0.060 (8)
C36*	0.063 (5)	0.053 (5)	0.042 (5)	0.007 (4)	0.008 (4)	0.020 (4)
C37	0.13 (1)	0.10 (1)	0.16 (2)	0.03 (1)	0.04 (1)	0.10 (1)
C37*	0.079 (7)	0.077 (7)	0.052 (6)	0.018 (6)	0.008 (5)	0.034 (5)
C38	0.117 (6)	0.092 (5)	0.168 (9)	0.010 (4)	−0.040 (6)	0.079 (5)
C39	0.086 (9)	0.09 (1)	0.12 (1)	0.058 (9)	−0.01 (1)	−0.012 (9)
C39*	0.10 (1)	0.060 (7)	0.061 (7)	0.037 (8)	−0.017 (8)	0.002 (5)
C40	0.080 (8)	0.062 (7)	0.068 (7)	0.026 (6)	0.010 (6)	0.011 (5)
C40*	0.084 (8)	0.052 (6)	0.044 (5)	0.012 (5)	0.000 (5)	0.009 (4)
C41	0.038 (2)	0.040 (2)	0.039 (2)	−0.008 (1)	−0.009 (1)	0.011 (2)
C42	0.046 (2)	0.071 (3)	0.061 (3)	−0.018 (2)	0.000 (2)	0.014 (2)
C43	0.054 (3)	0.095 (4)	0.088 (4)	−0.036 (3)	−0.017 (3)	0.029 (3)
C44	0.098 (4)	0.061 (3)	0.072 (3)	−0.044 (3)	−0.036 (3)	0.021 (3)
C45	0.106 (4)	0.062 (3)	0.047 (3)	−0.027 (3)	−0.007 (3)	−0.006 (2)
C46	0.061 (3)	0.057 (2)	0.051 (2)	−0.008 (2)	0.001 (2)	−0.001 (2)
C47	0.042 (2)	0.041 (2)	0.038 (2)	0.004 (1)	0.002 (2)	0.011 (2)
C48	0.061 (3)	0.129 (5)	0.177 (7)	0.039 (3)	0.057 (4)	0.113 (5)
C49	0.073 (4)	0.146 (6)	0.243 (10)	0.059 (4)	0.057 (5)	0.142 (7)
C50	0.095 (4)	0.067 (3)	0.094 (4)	0.020 (3)	0.014 (3)	0.048 (3)
C51	0.100 (4)	0.072 (3)	0.089 (4)	0.006 (3)	0.037 (3)	0.046 (3)
C52	0.061 (3)	0.072 (3)	0.093 (4)	0.009 (2)	0.031 (3)	0.040 (3)
C53	0.072 (3)	0.094 (4)	0.068 (3)	−0.017 (3)	0.003 (3)	0.027 (3)
C54	0.074 (3)	0.073 (3)	0.064 (3)	−0.002 (3)	−0.014 (3)	0.026 (3)
C55	0.061 (3)	0.126 (5)	0.053 (3)	0.018 (3)	−0.006 (2)	0.023 (3)
C56	0.060 (3)	0.123 (5)	0.055 (3)	−0.021 (3)	−0.014 (2)	0.038 (3)
C57	0.093 (4)	0.074 (3)	0.060 (3)	−0.018 (3)	−0.016 (3)	0.012 (3)
C58	0.088 (4)	0.100 (4)	0.068 (3)	−0.009 (3)	0.013 (3)	0.006 (3)

Geometric parameters (Å, º)

Co1—N4	1.880 (3)	C34—H34	0.951
Co1—N5	1.962 (3)	C35—C36	1.20 (2)
Co1—N6	1.949 (3)	C35—C36*	1.55 (1)
Co1—N7	1.963 (3)	C35—C40	1.56 (1)
Co1—N8	1.949 (3)	C35—C40*	1.22 (1)
O2—N4	1.211 (5)	C36—C37	1.37 (2)
O3—N4	1.225 (4)	C36—H36	0.949
N5—C9	1.382 (4)	C36*—C37*	1.36 (2)
N5—C12	1.376 (4)	C36*—H36*	0.941
N6—C14	1.382 (4)	C37—C38	1.11 (2)
N6—C17	1.384 (5)	C37—H37	0.954
N7—C19	1.378 (5)	C37*—C38	1.64 (1)
N7—C22	1.381 (4)	C37*—H37*	0.955
N8—C24	1.374 (4)	C38—C39	1.63 (2)
N8—C27	1.390 (5)	C38—C39*	1.15 (2)
C9—C10	1.433 (5)	C38—H38	0.943
C9—C28	1.396 (4)	C39—C40	1.41 (2)
C10—C11	1.354 (5)	C39—H39	0.961
C10—H10	0.953	C39*—C40*	1.37 (2)
C11—C12	1.443 (5)	C39*—H39*	0.967
C11—H11	0.948	C40—H40	0.944
C12—C13	1.386 (4)	C40*—H40*	0.938
C13—C14	1.386 (5)	C41—C42	1.383 (6)
C13—C29	1.501 (4)	C41—C46	1.380 (6)
C14—C15	1.430 (5)	C42—C43	1.390 (6)
C15—C16	1.339 (6)	C42—H42	0.954
C15—H15	0.952	C43—C44	1.381 (8)
C16—C17	1.429 (5)	C43—H43	0.956
C16—H16	0.953	C44—C45	1.336 (9)
C17—C18	1.385 (5)	C44—H44	0.954
C18—C19	1.394 (5)	C45—C46	1.396 (6)
C18—C35	1.503 (6)	C45—H45	0.949
C19—C20	1.439 (6)	C46—H46	0.957
C20—C21	1.341 (6)	C47—C48	1.362 (7)
C20—H20	0.952	C47—C52	1.376 (8)
C21—C22	1.430 (6)	C48—C49	1.37 (1)
C21—H21	0.950	C48—H48	0.950
C22—C23	1.397 (5)	C49—C50	1.36 (1)
C23—C24	1.380 (5)	C49—H49	0.953
C23—C41	1.493 (4)	C50—C51	1.323 (9)
C24—C25	1.437 (5)	C50—H50	0.949
C25—C26	1.337 (5)	C51—C52	1.366 (8)
C25—H25	0.952	C51—H51	0.958
C26—C27	1.431 (4)	C52—H52	0.955
C26—H26	0.952	C53—C54	1.344 (8)
C27—C28	1.383 (4)	C53—C58	1.356 (9)
C28—C47	1.495 (5)	C53—H53	0.952
C29—C30	1.373 (6)	C54—C55	1.377 (9)
C29—C34	1.381 (5)	C54—H54	0.956
C30—C31	1.384 (5)	C55—C56	1.39 (1)
C30—H30	0.946	C55—H55	0.949
C31—C32	1.363 (6)	C56—C57	1.367 (8)
C31—H31	0.952	C56—H56	0.950
C32—C33	1.368 (7)	C57—C58	1.37 (1)
C32—H32	0.950	C57—H57	0.951
C33—C34	1.380 (5)	C58—H58	0.948
C33—H33	0.947
Co1···C11^i	3.527 (4)	C21···C37^v	3.50 (2)
Co1···C10^i	3.582 (4)	C21···C37*^v	3.57 (1)
O2···C51^ii	3.581 (6)	C26···C54^ii	3.568 (6)
O3···C45^iii	3.287 (6)	C33···C42^i	3.573 (6)
O3···C32^iv	3.364 (5)	C36*···C49^i	3.30 (1)
O3···C31^iv	3.407 (5)	C37*···C42^v	3.59 (1)
O3···C44^iii	3.551 (6)	C39···C40^vi	2.92 (2)
O3···C50^ii	3.560 (7)	C39···C39^vi	3.05 (4)
N6···C10^i	3.582 (5)	C39*···C58^vii	3.55 (1)
N7···C11^i	3.591 (5)	C40···C40^vi	3.43 (3)
C15···C55^iv	3.560 (6)
N4—Co1—N5	97.9 (1)	C33—C32—H32	121.1
N4—Co1—N6	91.1 (1)	C32—C33—C34	121.1 (4)
N4—Co1—N7	96.7 (1)	C32—C33—H33	119.6
N4—Co1—N8	91.3 (1)	C34—C33—H33	119.3
N5—Co1—N6	89.2 (1)	C29—C34—C33	120.1 (4)
N5—Co1—N7	165.4 (1)	C29—C34—H34	120.1
N5—Co1—N8	90.2 (1)	C33—C34—H34	119.8
N6—Co1—N7	90.5 (1)	C18—C35—C36	129.3 (7)
N6—Co1—N8	177.5 (1)	C18—C35—C36*	113.2 (5)
N7—Co1—N8	89.6 (1)	C18—C35—C40	115.8 (6)
Co1—N4—O2	118.9 (3)	C18—C35—C40*	128.9 (7)
Co1—N4—O3	117.8 (3)	C36—C35—C40	114.4 (8)
O2—N4—O3	123.3 (4)	C36*—C35—C40*	117.7 (7)
Co1—N5—C9	127.6 (2)	C35—C36—C37	128 (1)
Co1—N5—C12	128.0 (2)	C35—C36—C37*	120.0 (10)
C9—N5—C12	104.4 (3)	C35—C36—H36	114.7
Co1—N6—C14	127.0 (3)	C37—C36—H36	117.2
Co1—N6—C17	126.7 (2)	C35—C36*—C37*	117.4 (8)
C14—N6—C17	104.9 (3)	C37*—C36*—H36*	121.5
Co1—N7—C19	127.4 (2)	C36—C37—C38	126 (2)
Co1—N7—C22	127.8 (2)	C36—C37—H37	118.0
C19—N7—C22	104.8 (3)	C38—C37—H37	115.4
Co1—N8—C24	127.3 (2)	C36*—C37*—C38	114.9 (9)
Co1—N8—C27	126.0 (2)	C36*—C37*—H37*	122.7
C24—N8—C27	104.8 (3)	C38—C37*—H37*	122.4
N5—C9—C10	110.8 (3)	C37—C38—C39	117 (1)
N5—C9—C28	124.6 (3)	C37*—C38—C39*	116 (1)
C10—C9—C28	124.3 (3)	C37*—C38—H38	115.3
C9—C10—C11	107.0 (3)	C39—C38—H38	114.6
C9—C10—H10	126.2	C39*—C38—H38	127.7
C11—C10—H10	126.8	C38—C39—C40	112 (1)
C10—C11—C12	106.4 (3)	C38—C39—H39	125.6
C10—C11—H11	127.0	C40—C39—H39	122.3
C12—C11—H11	126.6	C38—C39*—C40*	127 (1)
N5—C12—C11	110.9 (3)	C38—C39*—H39*	117.0
N5—C12—C13	125.2 (3)	C40*—C39*—H39*	115.4
C11—C12—C13	123.6 (3)	C35—C40—C39	118 (1)
C12—C13—C14	121.8 (3)	C35—C40—H40	120.5
C12—C13—C29	120.2 (3)	C39—C40—H40	121.0
C14—C13—C29	118.0 (3)	C35—C40*—C39*	125 (1)
N6—C14—C13	125.1 (3)	C35—C40*—H40*	116.4
N6—C14—C15	110.1 (3)	C39*—C40*—H40*	118.6
C13—C14—C15	124.5 (3)	C23—C41—C42	120.1 (3)
C14—C15—C16	107.4 (3)	C23—C41—C46	121.4 (3)
C14—C15—H15	126.7	C42—C41—C46	118.4 (3)
C16—C15—H15	125.9	C41—C42—C43	120.2 (4)
C15—C16—C17	107.3 (3)	C41—C42—H42	119.4
C15—C16—H16	126.0	C43—C42—H42	120.4
C17—C16—H16	126.7	C42—C43—C44	120.4 (5)
N6—C17—C16	110.2 (3)	C42—C43—H43	119.8
N6—C17—C18	125.4 (3)	C44—C43—H43	119.8
C16—C17—C18	124.3 (4)	C43—C44—C45	119.4 (5)
C17—C18—C19	122.6 (4)	C43—C44—H44	121.3
C17—C18—C35	117.8 (3)	C45—C44—H44	119.3
C19—C18—C35	119.6 (3)	C44—C45—C46	121.2 (5)
N7—C19—C18	125.2 (3)	C44—C45—H45	119.1
N7—C19—C20	110.4 (3)	C46—C45—H45	119.6
C18—C19—C20	123.9 (4)	C41—C46—C45	120.3 (4)
C19—C20—C21	106.8 (4)	C41—C46—H46	120.2
C19—C20—H20	126.8	C45—C46—H46	119.5
C21—C20—H20	126.4	C28—C47—C48	122.1 (5)
C20—C21—C22	107.4 (3)	C28—C47—C52	121.2 (4)
C20—C21—H21	126.3	C48—C47—C52	116.6 (5)
C22—C21—H21	126.3	C47—C48—C49	120.4 (7)
N7—C22—C21	110.4 (3)	C47—C48—H48	120.0
N7—C22—C23	125.2 (3)	C49—C48—H48	119.5
C21—C22—C23	124.3 (3)	C48—C49—C50	122.1 (6)
C22—C23—C24	122.0 (3)	C48—C49—H49	118.7
C22—C23—C41	118.8 (3)	C50—C49—H49	119.0
C24—C23—C41	119.2 (3)	C49—C50—C51	117.5 (6)
N8—C24—C23	125.7 (3)	C49—C50—H50	121.6
N8—C24—C25	110.5 (3)	C51—C50—H50	120.9
C23—C24—C25	123.8 (3)	C50—C51—C52	121.9 (6)
C24—C25—C26	107.2 (3)	C50—C51—H51	119.7
C24—C25—H25	126.5	C52—C51—H51	118.4
C26—C25—H25	126.3	C47—C52—C51	121.5 (5)
C25—C26—C27	107.4 (3)	C47—C52—H52	119.4
C25—C26—H26	126.6	C51—C52—H52	119.1
C27—C26—H26	126.0	C54—C53—C58	119.9 (6)
N8—C27—C26	110.1 (3)	C54—C53—H53	119.7
N8—C27—C28	125.1 (3)	C58—C53—H53	120.4
C26—C27—C28	124.5 (3)	C53—C54—C55	120.5 (5)
C9—C28—C27	122.6 (3)	C53—C54—H54	120.2
C9—C28—C47	119.2 (3)	C55—C54—H54	119.3
C27—C28—C47	118.2 (3)	C54—C55—C56	119.6 (5)
C13—C29—C30	120.5 (3)	C54—C55—H55	119.5
C13—C29—C34	120.8 (4)	C56—C55—H55	121.0
C30—C29—C34	118.5 (3)	C55—C56—C57	119.3 (6)
C29—C30—C31	120.7 (4)	C55—C56—H56	120.0
C29—C30—H30	119.8	C57—C56—H56	120.8
C31—C30—H30	119.6	C56—C57—C58	119.3 (6)
C30—C31—C32	120.7 (4)	C56—C57—H57	120.3
C30—C31—H31	119.6	C58—C57—H57	120.5
C32—C31—H31	119.6	C53—C58—C57	121.5 (6)
C31—C32—C33	118.8 (4)	C53—C58—H58	119.4
C31—C32—H32	120.0	C57—C58—H58	119.1

Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) −x+1, −y+1, −z+1; (iii) −x+1, −y, −z+1; (iv) −x+2, −y+1, −z+2; (v) −x+1, −y, −z+2; (vi) −x+2, −y, −z+2; (vii) x, y−1, z.