Homoleptic 2,2'-bi­pyridine metal­ates(-I) of iron and cobalt, one cocrystallized with an anthracene radical anion and the other with neutral anthracene

Homoleptic 2,2'-bi­pyridine (bipy) metalates of iron and cobalt have been synthesized directly from the corresponding homo­leptic anthracene metalates. In the iron structure, bis­[([2.2.2]cryptand)potassium(I)] tris­(2,2'-bi­pyridine)­fer­rate(-I) anthracene(-I), [K(C₁₈H₃₆N₂O₆)]₂[Fe(C₁₀H₈N₂)₃](C₁₄H₁₀), the asymmetric unit contains one potassium complex cation in a general position, the Fe center and one and a half bipy ligands of the ferrate complex on a crystallographic twofold axis that includes the Fe atom, and one half of an anthracene radical anion whose other half is generated by a crystallographic inversion center. The cations and anions are well separated and the geometry about the Fe center is essentially octa­hedral. In the cobalt structure, ([2.2.2]cryptand)potassium(I) bis­(2,2'-bi­pyridine)­cobaltate(-I) anthracene hemisolvate tetra­hydro­furan (THF) disolvate, [K(C₁₈H₃₆N₂O₆)][Co(C₁₀H₈N₂)₂]·0.5C₁₄H₁₀·2C₄H₈O, the asymmetric unit contains the cation, anion, and both cocrystallized THF solvent mol­ecules in general positions, and one half of a cocrystallized anthracene mol­ecule whose other half is generated by a crystallographic inversion center. The cation and anion are well separated and the ligand planes in the cobaltate anion are periplanar. Each anthracene mol­ecule is midway between and is oriented perpendicular to a pair of symmetry-related bipy ligands such that aromatic donor-acceptor inter­actions may play a role in the packing arrangement. The lengths of the bonds that connect the bipy rings support the assertion that the ligands are bipy radical anions in the iron structure. However, in the case of cobalt, these lengths are between the known ranges for a bipy radical anion and a bipy dianion, and therefore no conclusion can be made from the crystallography alone. One cocrystallized THF solvent mol­ecule in the cobalt structure was modeled as disordered over three positions with appropriate geometric and thermal restraints, which resulted in a refined component mass ratio of 0.412 (4):0.387 (3):0.201 (3).

S1. Introduction

The 2,2'-bi­pyridine (bipy) ligand is used extensively in electrochemistry because of its superb redox activity. Anionic homoleptic bipy transition metalates like [Ti(bipy)₃]^-, [Mn(bipy)₃]^-, and [Cr(bipy)₃]^3- were first reported nearly 50 years ago (Uhlig, 1988, and references therein). The first homoleptic bipy ferrate [Fe(bipy)₃]^- was synthesized in the mid-1960s from both electrochemical (Tanaka & Sato, 1966) and chemical (Hall & Reynolds, 1966; Mahon & Reynolds, 1967) means, followed a few years later by the cobaltate [Co(bipy)₂]^-, which was generated by electrochemical methods (Dhar & Kurcz, 1974). Despite the long-known existence of these anions, this is first report of their structures by single-crystal X-ray diffraction. We report here the structure of bis­[([2.2.2]cryptand)potassium(I)] tris­(2,2'-bi­pyridine)­ferrate(–I) anthracene(–I), (I), and ([2.2.2]cryptand)potassium(I) bis­(2,2'-bi­pyridine)­cobaltate(–I) anthracene hemisolvate tetra­hydro­furan (THF) disolvate, (2).

S2. Experimental

S2.1. Synthesis and crystallization

Details for the synthesis and preliminary characterization of [K(18-crown-6)(THF)₂][Fe(bipy)₃].3THF (THF is tetra­hydro­furan and bipy is 2,2'-bi­pyridine) can be found elsewhere (Brennessel, 2009). Crystal data for this salt: trigonal, R3, a = 14.9665 (2), c = 48.766 (8) Å, V = 9460 (2) ų, Z = 6; T = 173 (2) K, 3734 reflections (3014 for [I > 2σ(I)]).

S2.1.1. Synthesis of (1)

A room-temperature solution of excess bipy in THF was added to a deep-orange room-temperature THF solution of [K([2.2.2]cryptand)][Fe(η⁴-C₁₄H₁₀)₂].0.5THF (Brennessel et al., 2007) that was known to contain an impurity of [K([2.2.2]cryptand)](C₁₄H₁₀). A yield was not determined because of the unknown amount of impurity in the starting material, and this product was only characterized by single-crystal X-ray diffraction. Purple–black plates were grown from a pentane-layered THF solution at 273 K.

S2.1.2. Synthesis of (2)

A solution of bipy (0.180 g, 1.15 mmol) in tetra­hydro­furan (30 ml, 195 K) was added to a deep pink–red solution of [K([2.2.2]cryptand)][Co(η⁴-C₁₄H₁₀)₂].0.5THF (0.500 g, 0.577 mmol; Brennessel et al., 2002) in THF (60 ml, 195 K). The resulting solution was warmed slowly to room temperature, at which point it was deep purple. After the solvent was removed under vacuum, pentane (100 ml) was added with vigorous stirring. The product was filtered, washed with pentane (2 × 20 ml), and dried under vacuum, yielding a purple–black solid (yield 0.362 g, 62%). This product was only characterized by single-crystal X-ray diffraction. Purple–black rods were grown from a pentane-layered THF solution at 273 K.

S2.2. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 1. The cocrystallized tetra­hydro­furan (THF) solvent molecule (O8/C43–C46) in (2) is located in a pocket that includes its inversion symmetry equivalent. After being modeled as disordered over two general positions, a third orientation could be found from the difference map. Thus, the molecule was modeled as disordered over three positions, with a refined ratio of 0.412 (4):0.387 (3):0.201 (3). Analogous bond lengths and angles among the three positions of the disordered THF molecule and both directions around the ring of the ordered THF molecule (O7/C39–C42) were restrained to be similar. Anistropic displacement parameters for pairs of near isopositional atoms were heavily restrained to be similar. Additionally, anisotropic displacement parameters for all atoms in the two major components of the disorder were restrained to be similar, and separately, the same for all the atoms in the ring of the third component. H atoms were placed geometrically and treated as riding atoms, with methyl­ene C—H = 0.99 Å and sp² C—H = 0.95 Å, and with U_iso(H) = 1.2U_eq(C).

S3. Results and discussion

Both (1) and (2) were synthesized directly from homoleptic bis­(anthracene)metalate precursors, [M(η⁴-C₁₄H₁₀)₂]^{- [}M = Fe (Brennessel et al., 2007) and Co (Brennessel et al., 2002; Brennessel & Ellis, 2012)], the former of which is a 17-electron species. In the case of iron, two structures of the homoleptic bipy ferrate were determined. For the first, a solution of [K(18-crown-6)(THF)₂][Fe(η⁴-C₁₄H₁₀)₂] was reacted with excess bipy in THF at room temperature, and the crude product was layered with pentane. The resulting purple–black blocks were formulated as [K(18-crown-6)(THF)₂][Fe(bipy)₃].3THF based on a single-crystal X-ray experiment (Brennessel, 2009). However, due to the severe disorder in the crown ether and cocrystallized THF and the overall poor quality of the structure, a different crystallization was performed. The starting material for the second attempt was a sample of [K([2.2.2]cryptand)][Fe(η⁴-C₁₄H₁₀)₂].0.5THF (Brennessel et al., 2007) that contained a known impurity of anthracene radical anion in the form of [K([2.2.2]cryptand)](C₁₄H₁₀) (the two salts are very difficult to separate). Single crystals were again grown from the crude reaction mixture by diffusion of pentane into a THF solution of the mixture, which resulted in good quality purple–black plates that were formulated as [K([2.2.2]cryptand)]₂[Fe(bipy)₃][C₁₄H₁₀], (1) (Fig. 1), based on this single-crystal X-ray experiment.

Because the charge assigned to the iron complex in (1) depends on the assignment of the charge on the cocrystallized anthracene species, a close inspection of the latter's bond lengths was required. The addition of an electron to neutral anthracene causes the lengthening of certain bonds and the shortening of others (Rosokha & Kochi, 2006). Fig. 2 shows the bond lengths of the cocrystallized anthracene in (1) along with those from low-temperature structures of known neutral [Cambridge Structural Database (CSD; Version 5.35, update No. 2, Febuary 2014; Allen, 2002) refcode ANTCEN11 (Brock & Dunitz, 1990)] and monoanionic forms (CSD refcode YETPAP; Rosokha & Kochi, 2006). The bond lengths in (1) match more closely with those of anthracene radical anion, and thus the iron complex is formulated as monoanionic.

The geometry of (1) is essentially o­cta­hedral, with only the bite angles of the bipy ligands causing the deviation from the perfect o­cta­hedron. Because the anion lies on a crystallographic twofold axis, there are two unique bite angles of 82.8 (1) and 81.8 (2)°. An electron count of the ferrate when considered as a mono-negative iron center with three neutral bipy ligands gives a 21-electron complex, which is not consistent with a low valent center with three acceptor ligands (Mitchell & Parish, 1969; Elschenbroich, 2005). Further examination suggests that the bipy ligands should not be considered neutral (see below).

A good indicator of the degree of reduction of coordinated bipy is the length of the bond that links the rings (Radonovich et al., 1982; England et al., 2012). In neutral bipy, this bond length is 1.490 (3) Å (CSD refcode BIPYRL03; Chisholm et al., 1981), in the bipy radical anion it is 1.431 (3) (CSD refcode QUPGAK; Gore-Randall et al., 2009) and 1.429 Å [CSD refcode QUPGEO (Gore-Randall et al., 2009); average of four independent bond lengths], and in the bipy dianion it has been reported as 1.376 (4) (CSD refcode JAXQUU; Bock et al., 1999) and 1.399 (6) Å (CSD refcode QUPGIS; Gore-Randall et al., 2009). The two independent values of this bond length in (1) are 1.431 (4) and 1.411 (6) Å, both which are between the neutral and dianionic extremes and essentially coincide with the average for salts of the monoanion. The two resonance structures that are likely the most important contributions to the overall bonding are shown in Fig. 3. ESR (electron spin resonance) spectroscopy has corroborated this by showing that one electron exists on each ligand without hopping (Motten et al., 1981), further supporting the assignment of a metal center with 18 valence electrons. Recent work by Wieghardt has concluded that (1) is best regarded as an Fe^II, d⁶ metal center with three bipy radical anionic ligands for which each unpaired electron is found in a ligand π* orbital (England et al., 2012; Scarborough & Wieghardt, 2011).

The cobalt anion was generated from a low-temperature reaction of [K([2.2.2]cryptand)][Co(η⁴-C₁₄H₁₀)₂].0.5THF (Brennessel et al., 2002) and excess bipy at 195 K. The structure was formulated as [K([2.2.2]cryptand)][Co(bipy)₂].0.5C₁₄H₁₀.2THF, (2), based on this single-crystal experiment (Fig. 4). Unlike in the case of (1), the cocrystallized anthracene molecule is neutral, as determined by bond-length comparisons with the neutral and anionic anthracene structures (Fig. 2), and thus the cobalt complex is formulated as monoanionic. The twist angle between the two N—Co—N planes is 38.63 (8)°, which indicates that the geometry is between tetra­hedral (90°) and square planar (0°). Qu­anti­fication using Houser's τ₄ index gives a value of 0.36 (Yang et al., 2007), which is consistent with the visually observed distorted square-planar geometry.

Assignment of the exact reduced nature of the bipy ligands in (2) is not clear, however. The C—C bonds that join the pyridine rings in the two independent bipy ligands both refined to 1.405 (3) Å. Given that this bond length for the bipy dianion ranges from ~1.40 to 1.36 Å (Wang et al., 2013) and that for the bipy radical anion is centered around 1.43 Å (Gore-Randall et al., 2009), no obvious conclusion can be drawn. A search of the CSD for transition and inner transition metal complexes containing a minimum of two unsubstituted bipy ligands and whose characteristic bipy C—C bond lengths were in the range of 1.40–1.41 Å yielded exactly five hits. Two of these structures could be eliminated for having too great a range of these bond lengths among bipy ligands in similar environments, and in the other three structures these bond lengths were not discussed in the corresponding articles. Rothwell reported a structure of W(OC₆HPh₄-2,3,5,6)₂(bipy)₂ whose characteristic C—C bond lengths are 1.409 (4) and 1.412 (4) Å, and concluded based on structural and ¹H and ¹H COSY NMR data that the amount of reduction in the bipy ligands is unclear (CSD refcode TAJXAE; Lentz et al., 2003). It seems reasonable to conclude that an unambiguous oxidation state assignment for the Co atom in (2) is not possible without further studies.

Each anthracene molecule in (2) is found in between and is oriented essentially orthogonal to [84.46 (4)°] one bipy ligand on each of the two neighboring cobaltates (Fig. 5), which suggests that aromatic donor–acceptor inter­actions (Martinez & Iverson, 2012) may have been partly responsible for the packing arrangement. The two closest H(anthracene)···plane(bipy) distances are approximately 2.53 and 2.78 Å.

Related literature

For related literature, see: Allen (2002); Bock et al. (1999); Brennessel (2009); Brennessel & Ellis (2012); Brennessel et al. (2002, 2007); Brock & Dunitz (1990); Chisholm et al. (1981); Dhar & Kurcz (1974); Elschenbroich (2005); England et al. (2012); Gore-Randall, Irwin, Denning & Goicoechea (2009); Hall & Reynolds (1966); Lentz et al. (2003); Mahon & Reynolds (1967); Martinez & Iverson (2012); Mitchell & Parish (1969); Motten et al. (1981); Radonovich et al. (1982); Rosokha & Kochi (2006); Scarborough & Wieghardt (2011); Tanaka & Sato (1966); Uhlig (1988); Wang et al. (2013); Yang et al. (2007).

Computing details

For both compounds, data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2014); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures

	Fig. 1. The structure of (1), showing the atom numbering. H atoms have been omitted for clarity. Displacement ellipsoids are drawn at the 50% probability level. The Fe atom is located on a twofold axis that generates the symmetry equivalent portion by the operation (-x+2, y, -z+1/2). The anthracene radical anion is on an inversion center, and its symmetry equivalent portion is generated by the operation (-x+3/2, -y+1/2, -z+1).
	Fig. 2. (Top) The two forms of anthracene in this study depicted with displacement ellipsoids at the 50% probability level and with H atoms omitted for clarity. (Bottom) Two previously reported structures of radical anionic and neutral anthracene with averaged bond lengths.
	Fig. 3. Resonance structures of the bipy radical anion.
	Fig. 4. The structure of (2), showing the atom numbering. H atoms have been omitted for clarity. Displacement ellipsoids are drawn at the 50% probability level. The anthracene molecule is on an inversion center, and its symmetry-equivalent portion is generated by the operation (-x+1, -y+1, -z+1). Only one position of the three is shown for the disordered THF solvent molecule.
	Fig. 5. Each anthracene molecule is nearly orthogonal to its neighboring bipy ligands. Displacement ellipsoids are drawn at the 50% probability level.

(1) Bis[([2.2.2]cryptand)potassium(I)] tris(2,2'-bipyridine)ferrate(–I) anthrancene(–I)

Crystal data

[K(C18H36N2O6)2][Fe(C10H8N2)3](C14H10)	F(000) = 3264
Mr = 1533.79	Dx = 1.277 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 23.049 (4) Å	Cell parameters from 2362 reflections
b = 17.067 (3) Å	θ = 2.2–24.0°
c = 21.543 (3) Å	µ = 0.36 mm^−1
β = 109.779 (3)°	T = 173 K
V = 7975 (2) Å^3	Plate, purple–black
Z = 4	0.42 × 0.16 × 0.06 mm

Data collection

Siemens SMART CCD platform diffractometer	4398 reflections with I > 2σ(I)
Radiation source: normal-focus sealed tube	Rint = 0.085
ω scans	θmax = 25.1°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 2012)	h = −27→27
Tmin = 0.637, Tmax = 0.745	k = −20→19
22943 measured reflections	l = −25→22
7069 independent reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.057	H-atom parameters constrained
wR(F^2) = 0.122	w = 1/[σ^2(Fo^2) + (0.0515P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
7069 reflections	Δρmax = 0.27 e Å^−3
474 parameters	Δρmin = −0.39 e Å^−3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. H atoms were placed geometrically and treated as riding atoms: methylene, C—H = 0.99 Å, and sp², C—H = 0.95 Å, with U_iso(H) = 1.2U_eq(C).

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

	x	y	z	Uiso*/Ueq
Fe1	1.0000	0.16987 (4)	0.2500	0.02605 (18)
N1	0.92863 (11)	0.17628 (14)	0.27964 (12)	0.0275 (6)
C1	0.91594 (15)	0.13244 (19)	0.32483 (16)	0.0361 (8)
H1A	0.9440	0.0918	0.3455	0.043*
C2	0.86458 (15)	0.1424 (2)	0.34346 (18)	0.0422 (9)
H2A	0.8581	0.1098	0.3763	0.051*
C3	0.82232 (15)	0.2012 (2)	0.31311 (18)	0.0424 (9)
H3A	0.7868	0.2098	0.3252	0.051*
C4	0.83313 (15)	0.2458 (2)	0.26593 (17)	0.0388 (9)
H4A	0.8048	0.2861	0.2451	0.047*
C5	0.88563 (14)	0.23362 (18)	0.24719 (15)	0.0299 (8)
C6	0.89978 (14)	0.27405 (18)	0.19592 (16)	0.0308 (8)
C7	0.86230 (16)	0.33191 (19)	0.15364 (17)	0.0378 (8)
H7A	0.8257	0.3494	0.1603	0.045*
C8	0.87866 (16)	0.36215 (19)	0.10376 (17)	0.0412 (9)
H8A	0.8531	0.4002	0.0752	0.049*
C9	0.93308 (16)	0.33759 (19)	0.09411 (17)	0.0405 (9)
H9A	0.9446	0.3578	0.0589	0.049*
C10	0.96930 (16)	0.28303 (19)	0.13744 (17)	0.0376 (8)
H10A	1.0068	0.2673	0.1318	0.045*
N2	0.95456 (11)	0.25081 (14)	0.18723 (13)	0.0287 (6)
N3	1.03880 (11)	0.08287 (14)	0.30923 (12)	0.0256 (6)
C11	1.08056 (14)	0.0868 (2)	0.37030 (16)	0.0341 (8)
H11A	1.0930	0.1374	0.3884	0.041*
C12	1.10648 (15)	0.0231 (2)	0.40843 (17)	0.0384 (9)
H12A	1.1358	0.0297	0.4514	0.046*
C13	1.08847 (15)	−0.0525 (2)	0.38227 (17)	0.0393 (9)
H13A	1.1053	−0.0979	0.4074	0.047*
C14	1.04672 (15)	−0.05885 (19)	0.32081 (17)	0.0372 (8)
H14A	1.0339	−0.1094	0.3030	0.045*
C15	1.02156 (13)	0.00845 (17)	0.28234 (15)	0.0287 (7)
K1	0.62197 (3)	0.19561 (4)	0.16333 (3)	0.03210 (19)
N4	0.61166 (13)	0.35212 (16)	0.09583 (14)	0.0394 (7)
C16	0.59914 (17)	0.4128 (2)	0.13814 (18)	0.0482 (10)
H16A	0.5557	0.4081	0.1360	0.058*
H16B	0.6041	0.4650	0.1204	0.058*
C17	0.64032 (17)	0.40845 (19)	0.20933 (18)	0.0466 (10)
H17A	0.6840	0.4126	0.2124	0.056*
H17B	0.6310	0.4524	0.2344	0.056*
O1	0.63013 (10)	0.33560 (12)	0.23651 (11)	0.0381 (6)
C18	0.66935 (15)	0.3273 (2)	0.30374 (16)	0.0391 (9)
H18A	0.6678	0.3754	0.3288	0.047*
H18B	0.7125	0.3189	0.3059	0.047*
C19	0.64748 (15)	0.25875 (19)	0.33271 (16)	0.0384 (9)
H19A	0.6707	0.2555	0.3806	0.046*
H19B	0.6032	0.2649	0.3266	0.046*
O2	0.65670 (10)	0.18887 (12)	0.30062 (11)	0.0362 (6)
C20	0.63833 (16)	0.12081 (19)	0.32766 (17)	0.0402 (9)
H20A	0.5929	0.1195	0.3153	0.048*
H20B	0.6565	0.1218	0.3764	0.048*
C21	0.66043 (17)	0.0492 (2)	0.30083 (17)	0.0450 (10)
H21A	0.7054	0.0537	0.3102	0.054*
H21B	0.6532	0.0022	0.3242	0.054*
C22	0.67077 (16)	0.3681 (2)	0.08556 (18)	0.0476 (10)
H22A	0.7017	0.3837	0.1282	0.057*
H22B	0.6651	0.4129	0.0549	0.057*
C23	0.69555 (17)	0.2993 (2)	0.05817 (19)	0.0537 (11)
H23A	0.6640	0.2805	0.0171	0.064*
H23B	0.7324	0.3155	0.0476	0.064*
O3	0.71137 (10)	0.23837 (14)	0.10594 (11)	0.0427 (6)
C24	0.73919 (17)	0.1734 (2)	0.0846 (2)	0.0532 (11)
H24A	0.7755	0.1918	0.0740	0.064*
H24B	0.7093	0.1506	0.0441	0.064*
C25	0.75859 (16)	0.1128 (2)	0.1364 (2)	0.0498 (10)
H25A	0.7795	0.0694	0.1218	0.060*
H25B	0.7880	0.1354	0.1772	0.060*
O4	0.70528 (10)	0.08346 (13)	0.14907 (12)	0.0416 (6)
C26	0.72256 (18)	0.0212 (2)	0.1955 (2)	0.0558 (11)
H26A	0.7495	0.0415	0.2387	0.067*
H26B	0.7459	−0.0188	0.1804	0.067*
C27	0.66597 (18)	−0.0151 (2)	0.20269 (19)	0.0537 (11)
H27A	0.6393	−0.0342	0.1589	0.064*
H27B	0.6785	−0.0611	0.2322	0.064*
C28	0.56087 (16)	0.3497 (2)	0.03156 (18)	0.0497 (10)
H28A	0.5747	0.3201	−0.0004	0.060*
H28B	0.5514	0.4038	0.0147	0.060*
C29	0.50279 (16)	0.3123 (2)	0.03556 (19)	0.0504 (10)
H29A	0.4891	0.3403	0.0685	0.060*
H29B	0.4695	0.3158	−0.0078	0.060*
O5	0.51514 (9)	0.23242 (14)	0.05423 (11)	0.0426 (6)
C30	0.46067 (17)	0.1937 (2)	0.0546 (2)	0.0624 (12)
H30A	0.4274	0.2016	0.0118	0.075*
H30B	0.4469	0.2159	0.0898	0.075*
C31	0.47343 (17)	0.1081 (2)	0.0665 (2)	0.0614 (12)
H31A	0.4345	0.0798	0.0612	0.074*
H31B	0.4910	0.0869	0.0339	0.074*
O6	0.51560 (10)	0.09638 (13)	0.13119 (12)	0.0472 (7)
C32	0.52559 (18)	0.0151 (2)	0.1464 (2)	0.0559 (11)
H32A	0.5445	−0.0097	0.1163	0.067*
H32B	0.4857	−0.0111	0.1402	0.067*
C33	0.56759 (17)	0.0055 (2)	0.21678 (18)	0.0517 (10)
H33A	0.5487	0.0316	0.2463	0.062*
H33B	0.5714	−0.0510	0.2279	0.062*
N5	0.62967 (13)	0.03816 (16)	0.22926 (14)	0.0413 (7)
C34	0.68827 (14)	0.1248 (2)	0.53918 (16)	0.0362 (8)
H34A	0.6608	0.1356	0.5625	0.043*
C35	0.69764 (15)	0.0479 (2)	0.52524 (18)	0.0420 (9)
H35A	0.6762	0.0068	0.5379	0.050*
C36	0.73900 (15)	0.0310 (2)	0.49221 (17)	0.0414 (9)
H36A	0.7452	−0.0217	0.4819	0.050*
C37	0.77079 (14)	0.09053 (18)	0.47444 (16)	0.0346 (8)
H37A	0.7994	0.0777	0.4530	0.041*
C38	0.76186 (13)	0.17007 (19)	0.48726 (15)	0.0301 (7)
C39	0.79295 (13)	0.23219 (18)	0.46928 (15)	0.0305 (8)
H39A	0.8227	0.2202	0.4491	0.037*
C40	0.78204 (13)	0.31163 (18)	0.47990 (15)	0.0285 (7)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.0223 (3)	0.0244 (4)	0.0320 (4)	0.000	0.0099 (3)	0.000
N1	0.0262 (14)	0.0241 (15)	0.0332 (15)	0.0015 (12)	0.0116 (12)	0.0017 (12)
C1	0.037 (2)	0.0302 (19)	0.044 (2)	0.0042 (15)	0.0175 (17)	0.0025 (17)
C2	0.041 (2)	0.043 (2)	0.052 (2)	0.0015 (17)	0.0284 (19)	0.0028 (18)
C3	0.034 (2)	0.052 (2)	0.049 (2)	0.0055 (18)	0.0234 (18)	−0.005 (2)
C4	0.0317 (19)	0.037 (2)	0.046 (2)	0.0071 (16)	0.0111 (17)	−0.0081 (18)
C5	0.0279 (18)	0.0292 (19)	0.0315 (19)	0.0020 (15)	0.0086 (15)	−0.0032 (15)
C6	0.0317 (18)	0.0244 (18)	0.0324 (19)	0.0020 (14)	0.0058 (16)	−0.0084 (15)
C7	0.038 (2)	0.0318 (19)	0.039 (2)	0.0078 (17)	0.0071 (17)	−0.0017 (17)
C8	0.045 (2)	0.030 (2)	0.038 (2)	0.0065 (17)	0.0004 (18)	0.0030 (17)
C9	0.052 (2)	0.0299 (19)	0.038 (2)	−0.0054 (18)	0.0131 (18)	0.0062 (17)
C10	0.039 (2)	0.035 (2)	0.041 (2)	−0.0055 (16)	0.0166 (18)	−0.0003 (18)
N2	0.0271 (14)	0.0225 (14)	0.0355 (16)	0.0007 (12)	0.0093 (13)	−0.0003 (12)
N3	0.0203 (13)	0.0270 (15)	0.0297 (16)	0.0027 (11)	0.0086 (12)	−0.0012 (12)
C11	0.0305 (19)	0.036 (2)	0.035 (2)	0.0019 (16)	0.0110 (17)	−0.0052 (16)
C12	0.0335 (19)	0.046 (2)	0.031 (2)	0.0083 (17)	0.0053 (16)	−0.0021 (17)
C13	0.039 (2)	0.042 (2)	0.036 (2)	0.0118 (17)	0.0113 (18)	0.0075 (17)
C14	0.042 (2)	0.0253 (19)	0.043 (2)	0.0049 (15)	0.0126 (18)	0.0011 (16)
C15	0.0275 (18)	0.0259 (18)	0.0351 (18)	0.0030 (14)	0.0136 (14)	0.0007 (15)
K1	0.0299 (4)	0.0327 (4)	0.0340 (4)	−0.0013 (3)	0.0113 (3)	−0.0015 (3)
N4	0.0429 (17)	0.0379 (18)	0.0377 (17)	−0.0051 (14)	0.0140 (15)	0.0075 (14)
C16	0.054 (2)	0.034 (2)	0.055 (3)	−0.0016 (18)	0.018 (2)	0.0121 (19)
C17	0.061 (3)	0.031 (2)	0.050 (3)	−0.0123 (18)	0.022 (2)	−0.0044 (18)
O1	0.0413 (14)	0.0304 (13)	0.0378 (14)	−0.0031 (11)	0.0072 (11)	−0.0001 (11)
C18	0.0331 (19)	0.040 (2)	0.041 (2)	0.0035 (16)	0.0080 (17)	−0.0089 (18)
C19	0.037 (2)	0.042 (2)	0.032 (2)	0.0061 (17)	0.0064 (16)	−0.0046 (17)
O2	0.0427 (14)	0.0311 (13)	0.0367 (14)	0.0031 (10)	0.0158 (11)	0.0005 (11)
C20	0.041 (2)	0.043 (2)	0.035 (2)	0.0011 (18)	0.0117 (17)	0.0061 (18)
C21	0.055 (2)	0.035 (2)	0.041 (2)	0.0043 (18)	0.012 (2)	0.0048 (18)
C22	0.050 (2)	0.052 (2)	0.043 (2)	−0.0163 (19)	0.0172 (19)	0.0092 (19)
C23	0.043 (2)	0.079 (3)	0.044 (2)	−0.019 (2)	0.022 (2)	0.000 (2)
O3	0.0427 (14)	0.0531 (16)	0.0388 (14)	−0.0025 (12)	0.0221 (12)	−0.0014 (13)
C24	0.044 (2)	0.072 (3)	0.055 (3)	−0.014 (2)	0.031 (2)	−0.025 (2)
C25	0.034 (2)	0.059 (3)	0.058 (3)	−0.0026 (19)	0.017 (2)	−0.023 (2)
O4	0.0344 (14)	0.0445 (15)	0.0473 (15)	0.0062 (11)	0.0155 (12)	−0.0059 (12)
C26	0.054 (3)	0.057 (3)	0.054 (3)	0.028 (2)	0.015 (2)	−0.002 (2)
C27	0.071 (3)	0.031 (2)	0.056 (3)	0.007 (2)	0.017 (2)	−0.0034 (19)
C28	0.050 (2)	0.049 (2)	0.043 (2)	−0.0008 (19)	0.0074 (19)	0.0137 (19)
C29	0.039 (2)	0.051 (3)	0.052 (2)	0.0021 (18)	0.0030 (19)	0.010 (2)
O5	0.0295 (13)	0.0450 (15)	0.0489 (15)	−0.0031 (11)	0.0075 (11)	0.0040 (12)
C30	0.031 (2)	0.063 (3)	0.076 (3)	−0.008 (2)	−0.003 (2)	0.010 (2)
C31	0.044 (2)	0.058 (3)	0.065 (3)	−0.021 (2)	−0.004 (2)	0.005 (2)
O6	0.0393 (14)	0.0421 (15)	0.0501 (17)	−0.0111 (12)	0.0021 (13)	0.0006 (12)
C32	0.054 (3)	0.042 (2)	0.064 (3)	−0.0148 (19)	0.010 (2)	0.000 (2)
C33	0.057 (3)	0.038 (2)	0.058 (3)	−0.0153 (19)	0.017 (2)	0.005 (2)
N5	0.0468 (18)	0.0312 (16)	0.0440 (19)	−0.0014 (14)	0.0131 (15)	−0.0018 (14)
C34	0.0230 (18)	0.044 (2)	0.039 (2)	0.0001 (16)	0.0067 (16)	0.0086 (18)
C35	0.033 (2)	0.029 (2)	0.056 (2)	−0.0039 (16)	0.0038 (19)	0.0148 (18)
C36	0.036 (2)	0.029 (2)	0.049 (2)	0.0069 (16)	0.0022 (18)	−0.0010 (17)
C37	0.0312 (19)	0.031 (2)	0.039 (2)	0.0040 (15)	0.0085 (16)	−0.0006 (16)
C38	0.0241 (17)	0.0350 (19)	0.0259 (18)	0.0010 (15)	0.0015 (14)	0.0037 (15)
C39	0.0252 (17)	0.037 (2)	0.0305 (19)	0.0028 (15)	0.0107 (15)	0.0002 (15)
C40	0.0215 (16)	0.0313 (19)	0.0266 (18)	0.0010 (14)	0.0004 (14)	0.0051 (14)

Geometric parameters (Å, º)

Fe1—N1	1.959 (2)	O2—C20	1.426 (4)
Fe1—N1^i	1.959 (2)	C20—C21	1.512 (4)
Fe1—N3^i	1.965 (2)	C20—H20A	0.9900
Fe1—N3	1.965 (2)	C20—H20B	0.9900
Fe1—N2^i	1.969 (2)	C21—N5	1.475 (4)
Fe1—N2	1.969 (2)	C21—H21A	0.9900
N1—C1	1.336 (4)	C21—H21B	0.9900
N1—C5	1.400 (4)	C22—C23	1.510 (5)
C1—C2	1.383 (4)	C22—H22A	0.9900
C1—H1A	0.9500	C22—H22B	0.9900
C2—C3	1.398 (5)	C23—O3	1.422 (4)
C2—H2A	0.9500	C23—H23A	0.9900
C3—C4	1.359 (5)	C23—H23B	0.9900
C3—H3A	0.9500	O3—C24	1.432 (4)
C4—C5	1.415 (4)	C24—C25	1.475 (5)
C4—H4A	0.9500	C24—H24A	0.9900
C5—C6	1.431 (4)	C24—H24B	0.9900
C6—N2	1.395 (4)	C25—O4	1.436 (4)
C6—C7	1.421 (4)	C25—H25A	0.9900
C7—C8	1.356 (5)	C25—H25B	0.9900
C7—H7A	0.9500	O4—C26	1.421 (4)
C8—C9	1.403 (5)	C26—C27	1.499 (5)
C8—H8A	0.9500	C26—H26A	0.9900
C9—C10	1.381 (4)	C26—H26B	0.9900
C9—H9A	0.9500	C27—N5	1.476 (4)
C10—N2	1.347 (4)	C27—H27A	0.9900
C10—H10A	0.9500	C27—H27B	0.9900
N3—C11	1.344 (4)	C28—C29	1.511 (5)
N3—C15	1.397 (4)	C28—H28A	0.9900
C11—C12	1.372 (4)	C28—H28B	0.9900
C11—H11A	0.9500	C29—O5	1.423 (4)
C12—C13	1.414 (5)	C29—H29A	0.9900
C12—H12A	0.9500	C29—H29B	0.9900
C13—C14	1.352 (4)	O5—C30	1.422 (4)
C13—H13A	0.9500	C30—C31	1.495 (5)
C14—C15	1.420 (4)	C30—H30A	0.9900
C14—H14A	0.9500	C30—H30B	0.9900
C15—C15^i	1.411 (6)	C31—O6	1.417 (4)
K1—O2	2.793 (2)	C31—H31A	0.9900
K1—O4	2.801 (2)	C31—H31B	0.9900
K1—O1	2.833 (2)	O6—C32	1.426 (4)
K1—O3	2.834 (2)	C32—C33	1.507 (5)
K1—O5	2.840 (2)	C32—H32A	0.9900
K1—O6	2.865 (2)	C32—H32B	0.9900
K1—N4	3.012 (3)	C33—N5	1.473 (4)
K1—N5	3.016 (3)	C33—H33A	0.9900
N4—C16	1.472 (4)	C33—H33B	0.9900
N4—C22	1.478 (4)	C34—C35	1.380 (5)
N4—C28	1.481 (4)	C34—C40^ii	1.415 (4)
C16—C17	1.508 (5)	C34—H34A	0.9500
C16—H16A	0.9900	C35—C36	1.399 (5)
C16—H16B	0.9900	C35—H35A	0.9500
C17—O1	1.427 (4)	C36—C37	1.380 (4)
C17—H17A	0.9900	C36—H36A	0.9500
C17—H17B	0.9900	C37—C38	1.414 (4)
O1—C18	1.431 (4)	C37—H37A	0.9500
C18—C19	1.491 (4)	C38—C39	1.406 (4)
C18—H18A	0.9900	C38—C40^ii	1.451 (4)
C18—H18B	0.9900	C39—C40	1.412 (4)
C19—O2	1.430 (4)	C39—H39A	0.9500
C19—H19A	0.9900	C40—C34^ii	1.415 (4)
C19—H19B	0.9900	C40—C38^ii	1.451 (4)
N1—Fe1—N1^i	173.60 (14)	C18—C19—H19B	109.9
N1—Fe1—N3^i	90.34 (10)	H19A—C19—H19B	108.3
N1^i—Fe1—N3^i	94.49 (10)	C20—O2—C19	111.6 (2)
N1—Fe1—N3	94.49 (10)	C20—O2—K1	116.60 (18)
N1^i—Fe1—N3	90.35 (10)	C19—O2—K1	116.19 (17)
N3^i—Fe1—N3	81.82 (15)	O2—C20—C21	108.5 (3)
N1—Fe1—N2^i	92.71 (10)	O2—C20—H20A	110.0
N1^i—Fe1—N2^i	82.79 (10)	C21—C20—H20A	110.0
N3^i—Fe1—N2^i	174.78 (10)	O2—C20—H20B	110.0
N3—Fe1—N2^i	93.71 (10)	C21—C20—H20B	110.0
N1—Fe1—N2	82.79 (10)	H20A—C20—H20B	108.4
N1^i—Fe1—N2	92.71 (10)	N5—C21—C20	113.4 (3)
N3^i—Fe1—N2	93.71 (10)	N5—C21—H21A	108.9
N3—Fe1—N2	174.78 (10)	C20—C21—H21A	108.9
N2^i—Fe1—N2	90.87 (14)	N5—C21—H21B	108.9
C1—N1—C5	117.6 (3)	C20—C21—H21B	108.9
C1—N1—Fe1	128.4 (2)	H21A—C21—H21B	107.7
C5—N1—Fe1	114.0 (2)	N4—C22—C23	113.9 (3)
N1—C1—C2	124.2 (3)	N4—C22—H22A	108.8
N1—C1—H1A	117.9	C23—C22—H22A	108.8
C2—C1—H1A	117.9	N4—C22—H22B	108.8
C1—C2—C3	118.8 (3)	C23—C22—H22B	108.8
C1—C2—H2A	120.6	H22A—C22—H22B	107.7
C3—C2—H2A	120.6	O3—C23—C22	108.9 (3)
C4—C3—C2	118.5 (3)	O3—C23—H23A	109.9
C4—C3—H3A	120.7	C22—C23—H23A	109.9
C2—C3—H3A	120.7	O3—C23—H23B	109.9
C3—C4—C5	121.5 (3)	C22—C23—H23B	109.9
C3—C4—H4A	119.3	H23A—C23—H23B	108.3
C5—C4—H4A	119.3	C23—O3—C24	111.6 (3)
N1—C5—C4	119.3 (3)	C23—O3—K1	117.26 (19)
N1—C5—C6	114.5 (3)	C24—O3—K1	114.3 (2)
C4—C5—C6	126.1 (3)	O3—C24—C25	110.8 (3)
N2—C6—C7	119.6 (3)	O3—C24—H24A	109.5
N2—C6—C5	114.8 (3)	C25—C24—H24A	109.5
C7—C6—C5	125.6 (3)	O3—C24—H24B	109.5
C8—C7—C6	120.1 (3)	C25—C24—H24B	109.5
C8—C7—H7A	120.0	H24A—C24—H24B	108.1
C6—C7—H7A	120.0	O4—C25—C24	109.2 (3)
C7—C8—C9	120.4 (3)	O4—C25—H25A	109.8
C7—C8—H8A	119.8	C24—C25—H25A	109.8
C9—C8—H8A	119.8	O4—C25—H25B	109.8
C10—C9—C8	117.9 (3)	C24—C25—H25B	109.8
C10—C9—H9A	121.1	H25A—C25—H25B	108.3
C8—C9—H9A	121.1	C26—O4—C25	109.9 (3)
N2—C10—C9	123.7 (3)	C26—O4—K1	118.24 (19)
N2—C10—H10A	118.1	C25—O4—K1	116.4 (2)
C9—C10—H10A	118.1	O4—C26—C27	109.6 (3)
C10—N2—C6	118.3 (3)	O4—C26—H26A	109.7
C10—N2—Fe1	127.9 (2)	C27—C26—H26A	109.7
C6—N2—Fe1	113.7 (2)	O4—C26—H26B	109.7
C11—N3—C15	117.5 (3)	C27—C26—H26B	109.7
C11—N3—Fe1	128.0 (2)	H26A—C26—H26B	108.2
C15—N3—Fe1	114.50 (19)	N5—C27—C26	114.4 (3)
N3—C11—C12	124.7 (3)	N5—C27—H27A	108.7
N3—C11—H11A	117.7	C26—C27—H27A	108.7
C12—C11—H11A	117.7	N5—C27—H27B	108.7
C11—C12—C13	118.4 (3)	C26—C27—H27B	108.7
C11—C12—H12A	120.8	H27A—C27—H27B	107.6
C13—C12—H12A	120.8	N4—C28—C29	113.2 (3)
C14—C13—C12	118.6 (3)	N4—C28—H28A	108.9
C14—C13—H13A	120.7	C29—C28—H28A	108.9
C12—C13—H13A	120.7	N4—C28—H28B	108.9
C13—C14—C15	121.4 (3)	C29—C28—H28B	108.9
C13—C14—H14A	119.3	H28A—C28—H28B	107.8
C15—C14—H14A	119.3	O5—C29—C28	108.9 (3)
N3—C15—C15^i	114.58 (16)	O5—C29—H29A	109.9
N3—C15—C14	119.4 (3)	C28—C29—H29A	109.9
C15^i—C15—C14	126.03 (19)	O5—C29—H29B	109.9
O2—K1—O4	97.27 (7)	C28—C29—H29B	109.9
O2—K1—O1	60.28 (6)	H29A—C29—H29B	108.3
O4—K1—O1	135.92 (7)	C30—O5—C29	110.8 (3)
O2—K1—O3	118.85 (7)	C30—O5—K1	114.3 (2)
O4—K1—O3	60.09 (7)	C29—O5—K1	118.71 (19)
O1—K1—O3	96.00 (7)	O5—C30—C31	109.4 (3)
O2—K1—O5	138.00 (7)	O5—C30—H30A	109.8
O4—K1—O5	119.67 (7)	C31—C30—H30A	109.8
O1—K1—O5	98.61 (7)	O5—C30—H30B	109.8
O3—K1—O5	97.86 (7)	C31—C30—H30B	109.8
O2—K1—O6	98.44 (7)	H30A—C30—H30B	108.2
O4—K1—O6	97.58 (7)	O6—C31—C30	109.6 (3)
O1—K1—O6	121.54 (7)	O6—C31—H31A	109.8
O3—K1—O6	137.37 (7)	C30—C31—H31A	109.8
O5—K1—O6	59.96 (7)	O6—C31—H31B	109.8
O2—K1—N4	119.69 (7)	C30—C31—H31B	109.8
O4—K1—N4	119.88 (8)	H31A—C31—H31B	108.2
O1—K1—N4	60.02 (7)	C31—O6—C32	111.5 (3)
O3—K1—N4	60.74 (7)	C31—O6—K1	113.6 (2)
O5—K1—N4	59.97 (7)	C32—O6—K1	117.4 (2)
O6—K1—N4	119.09 (7)	O6—C32—C33	109.6 (3)
O2—K1—N5	60.96 (7)	O6—C32—H32A	109.7
O4—K1—N5	60.63 (8)	C33—C32—H32A	109.7
O1—K1—N5	120.46 (8)	O6—C32—H32B	109.7
O3—K1—N5	119.95 (8)	C33—C32—H32B	109.7
O5—K1—N5	118.89 (7)	H32A—C32—H32B	108.2
O6—K1—N5	59.77 (7)	N5—C33—C32	113.3 (3)
N4—K1—N5	178.86 (8)	N5—C33—H33A	108.9
C16—N4—C22	110.3 (3)	C32—C33—H33A	108.9
C16—N4—C28	109.9 (3)	N5—C33—H33B	108.9
C22—N4—C28	110.0 (3)	C32—C33—H33B	108.9
C16—N4—K1	108.99 (19)	H33A—C33—H33B	107.7
C22—N4—K1	108.1 (2)	C33—N5—C21	109.4 (3)
C28—N4—K1	109.57 (19)	C33—N5—C27	109.8 (3)
N4—C16—C17	114.0 (3)	C21—N5—C27	110.4 (3)
N4—C16—H16A	108.7	C33—N5—K1	110.6 (2)
C17—C16—H16A	108.7	C21—N5—K1	108.03 (19)
N4—C16—H16B	108.7	C27—N5—K1	108.5 (2)
C17—C16—H16B	108.7	C35—C34—C40^ii	122.6 (3)
H16A—C16—H16B	107.6	C35—C34—H34A	118.7
O1—C17—C16	109.0 (3)	C40^ii—C34—H34A	118.7
O1—C17—H17A	109.9	C34—C35—C36	119.4 (3)
C16—C17—H17A	109.9	C34—C35—H35A	120.3
O1—C17—H17B	109.9	C36—C35—H35A	120.3
C16—C17—H17B	109.9	C37—C36—C35	120.5 (3)
H17A—C17—H17B	108.3	C37—C36—H36A	119.8
C17—O1—C18	111.5 (2)	C35—C36—H36A	119.8
C17—O1—K1	119.70 (19)	C36—C37—C38	121.7 (3)
C18—O1—K1	112.31 (17)	C36—C37—H37A	119.1
O1—C18—C19	108.3 (3)	C38—C37—H37A	119.1
O1—C18—H18A	110.0	C39—C38—C37	123.3 (3)
C19—C18—H18A	110.0	C39—C38—C40^ii	118.5 (3)
O1—C18—H18B	110.0	C37—C38—C40^ii	118.3 (3)
C19—C18—H18B	110.0	C38—C39—C40	123.0 (3)
H18A—C18—H18B	108.4	C38—C39—H39A	118.5
O2—C19—C18	109.0 (3)	C40—C39—H39A	118.5
O2—C19—H19A	109.9	C39—C40—C34^ii	124.0 (3)
C18—C19—H19A	109.9	C39—C40—C38^ii	118.5 (3)
O2—C19—H19B	109.9	C34^ii—C40—C38^ii	117.5 (3)
C5—N1—C1—C2	−2.9 (5)	K1—O2—C20—C21	53.8 (3)
Fe1—N1—C1—C2	178.7 (2)	O2—C20—C21—N5	−66.6 (4)
N1—C1—C2—C3	0.7 (5)	C16—N4—C22—C23	165.0 (3)
C1—C2—C3—C4	0.7 (5)	C28—N4—C22—C23	−73.7 (4)
C2—C3—C4—C5	0.2 (5)	K1—N4—C22—C23	45.9 (3)
C1—N1—C5—C4	3.7 (4)	N4—C22—C23—O3	−66.0 (4)
Fe1—N1—C5—C4	−177.7 (2)	C22—C23—O3—C24	−176.0 (3)
C1—N1—C5—C6	−175.3 (3)	C22—C23—O3—K1	49.5 (3)
Fe1—N1—C5—C6	3.3 (3)	C23—O3—C24—C25	176.7 (3)
C3—C4—C5—N1	−2.4 (5)	K1—O3—C24—C25	−47.4 (3)
C3—C4—C5—C6	176.4 (3)	O3—C24—C25—O4	62.1 (4)
N1—C5—C6—N2	−1.0 (4)	C24—C25—O4—C26	176.0 (3)
C4—C5—C6—N2	−179.9 (3)	C24—C25—O4—K1	−46.1 (3)
N1—C5—C6—C7	176.8 (3)	C25—O4—C26—C27	−173.6 (3)
C4—C5—C6—C7	−2.1 (5)	K1—O4—C26—C27	49.4 (4)
N2—C6—C7—C8	2.4 (5)	O4—C26—C27—N5	−63.2 (4)
C5—C6—C7—C8	−175.4 (3)	C16—N4—C28—C29	−74.2 (4)
C6—C7—C8—C9	−1.0 (5)	C22—N4—C28—C29	164.2 (3)
C7—C8—C9—C10	−1.0 (5)	K1—N4—C28—C29	45.5 (3)
C8—C9—C10—N2	1.7 (5)	N4—C28—C29—O5	−63.8 (4)
C9—C10—N2—C6	−0.4 (5)	C28—C29—O5—C30	−176.4 (3)
C9—C10—N2—Fe1	177.3 (2)	C28—C29—O5—K1	48.3 (4)
C7—C6—N2—C10	−1.6 (4)	C29—O5—C30—C31	173.3 (3)
C5—C6—N2—C10	176.3 (3)	K1—O5—C30—C31	−49.3 (4)
C7—C6—N2—Fe1	−179.7 (2)	O5—C30—C31—O6	66.5 (5)
C5—C6—N2—Fe1	−1.7 (3)	C30—C31—O6—C32	175.7 (3)
C15—N3—C11—C12	−1.3 (5)	C30—C31—O6—K1	−48.9 (4)
Fe1—N3—C11—C12	−178.8 (2)	C31—O6—C32—C33	−176.6 (3)
N3—C11—C12—C13	0.1 (5)	K1—O6—C32—C33	49.8 (4)
C11—C12—C13—C14	0.2 (5)	O6—C32—C33—N5	−63.4 (4)
C12—C13—C14—C15	0.8 (5)	C32—C33—N5—C21	162.2 (3)
C11—N3—C15—C15^i	−178.9 (3)	C32—C33—N5—C27	−76.5 (4)
Fe1—N3—C15—C15^i	−1.0 (4)	C32—C33—N5—K1	43.3 (4)
C11—N3—C15—C14	2.2 (4)	C20—C21—N5—C33	−77.4 (4)
Fe1—N3—C15—C14	−179.9 (2)	C20—C21—N5—C27	161.6 (3)
C13—C14—C15—N3	−2.0 (5)	C20—C21—N5—K1	43.1 (3)
C13—C14—C15—C15^i	179.2 (4)	C26—C27—N5—C33	163.9 (3)
C22—N4—C16—C17	−71.3 (4)	C26—C27—N5—C21	−75.3 (4)
C28—N4—C16—C17	167.2 (3)	C26—C27—N5—K1	42.9 (3)
K1—N4—C16—C17	47.2 (3)	C40^ii—C34—C35—C36	1.4 (5)
N4—C16—C17—O1	−62.5 (4)	C34—C35—C36—C37	0.8 (5)
C16—C17—O1—C18	178.4 (3)	C35—C36—C37—C38	−1.6 (5)
C16—C17—O1—K1	44.5 (3)	C36—C37—C38—C39	−179.3 (3)
C17—O1—C18—C19	168.5 (3)	C36—C37—C38—C40^ii	0.1 (5)
K1—O1—C18—C19	−54.0 (3)	C37—C38—C39—C40	177.4 (3)
O1—C18—C19—O2	66.2 (3)	C40^ii—C38—C39—C40	−2.0 (5)
C18—C19—O2—C20	178.2 (3)	C38—C39—C40—C34^ii	−178.5 (3)
C18—C19—O2—K1	−44.7 (3)	C38—C39—C40—C38^ii	2.0 (5)
C19—O2—C20—C21	−169.3 (3)

Symmetry codes: (i) −x+2, y, −z+1/2; (ii) −x+3/2, −y+1/2, −z+1.

(2) ([2.2.2]Cryptand)potassium(I) bis(2,2'-bipyridine)cobaltate(–I) anthrancene hemisolvate tetrahydrofuran disolvate

Crystal data

[K(C18H36N2O6)][Co(C10H8N2)2]·0.5C14H10·2C4H8O	Z = 2
Mr = 1020.20	F(000) = 1086
Triclinic, P1	Dx = 1.289 Mg m^−3
a = 10.5981 (8) Å	Mo Kα radiation, λ = 0.71073 Å
b = 14.4323 (11) Å	Cell parameters from 3379 reflections
c = 18.4886 (15) Å	θ = 2.3–25.0°
α = 99.1054 (13)°	µ = 0.46 mm^−1
β = 90.8279 (14)°	T = 173 K
γ = 109.2433 (13)°	Rod, purple-black
V = 2629.5 (4) Å^3	0.40 × 0.18 × 0.12 mm

Data collection

Siemens SMART CCD platform diffractometer	7616 reflections with I > 2σ(I)
Radiation source: normal-focus sealed tube	Rint = 0.021
ω scans	θmax = 25.0°, θmin = 1.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 2012)	h = −12→12
Tmin = 0.684, Tmax = 0.745	k = −17→17
26404 measured reflections	l = −22→22
9299 independent reflections

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.079	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0385P)^2 + 0.7396P] where P = (Fo^2 + 2Fc^2)/3
9299 reflections	(Δ/σ)max = 0.002
715 parameters	Δρmax = 0.31 e Å^−3
257 restraints	Δρmin = −0.22 e Å^−3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Cocrystallized tetrahydrofuran (THF) solvent molecule O8—C43—C44—C45—C46 in (2) is located in a pocket that includes its inversion symmetry equivalent. After being modeled as disordered over two general positions, a third orientation could be found from the difference map. Thus the molecule was modeled as disordered over three positions, with a refined ratio of 0.412 (4):0.387 (3):0.201 (3).

Analogous bond lengths and angles among the three positions of the disordered THF molecule and both directions around the ring of the ordered THF molecule (O7—C39—C40—C41—C42) were restrained to be similar. Anistropic displacement parameters for pairs of near isopositional atoms were heavily restrained to be similar. Additionally, anisotropic displacement parameters for all atoms in the two major components of the disorder were restrained to be similar, and separately, the same for all the atoms in the ring of the third component.

H atoms were placed geometrically and treated as riding atoms: methylene, C—H = 0.99 Å, and sp², C—H = 0.95 Å, with U_iso(H) = 1.2U_eq(C).

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.79825 (2)	0.68786 (2)	0.27461 (2)	0.02917 (7)
N1	0.73827 (14)	0.76779 (10)	0.34643 (8)	0.0316 (3)
N2	0.94887 (14)	0.72689 (10)	0.34143 (7)	0.0303 (3)
N3	0.70742 (14)	0.69375 (10)	0.18865 (8)	0.0327 (3)
N4	0.80414 (14)	0.56819 (10)	0.21983 (8)	0.0327 (3)
C1	0.61916 (18)	0.78591 (13)	0.34510 (10)	0.0363 (4)
H1A	0.5560	0.7523	0.3045	0.044*
C2	0.5853 (2)	0.84865 (14)	0.39785 (11)	0.0428 (5)
H2A	0.5015	0.8586	0.3933	0.051*
C3	0.6766 (2)	0.89921 (14)	0.45989 (11)	0.0467 (5)
H3A	0.6560	0.9445	0.4970	0.056*
C4	0.7945 (2)	0.88103 (14)	0.46467 (10)	0.0421 (5)
H4A	0.8556	0.9129	0.5064	0.051*
C5	0.82746 (18)	0.81573 (12)	0.40890 (9)	0.0328 (4)
C6	0.94642 (18)	0.79272 (12)	0.40590 (9)	0.0327 (4)
C7	1.0599 (2)	0.83344 (13)	0.45681 (10)	0.0406 (5)
H7A	1.0563	0.8768	0.5005	0.049*
C8	1.1743 (2)	0.81149 (14)	0.44420 (11)	0.0466 (5)
H8A	1.2505	0.8397	0.4782	0.056*
C9	1.17644 (19)	0.74547 (13)	0.37890 (11)	0.0407 (4)
H9A	1.2546	0.7288	0.3684	0.049*
C10	1.06525 (17)	0.70633 (12)	0.33152 (10)	0.0338 (4)
H10A	1.0686	0.6616	0.2886	0.041*
C11	0.66737 (17)	0.77004 (14)	0.17334 (10)	0.0380 (4)
H11A	0.6849	0.8273	0.2103	0.046*
C12	0.60390 (19)	0.76895 (16)	0.10826 (11)	0.0474 (5)
H12A	0.5789	0.8244	0.1008	0.057*
C13	0.57571 (19)	0.68474 (18)	0.05212 (11)	0.0505 (5)
H13A	0.5286	0.6813	0.0071	0.061*
C14	0.61799 (18)	0.60868 (16)	0.06431 (10)	0.0442 (5)
H14A	0.6006	0.5517	0.0270	0.053*
C15	0.68694 (16)	0.61284 (13)	0.13113 (9)	0.0350 (4)
C16	0.74272 (17)	0.54251 (13)	0.14845 (10)	0.0355 (4)
C17	0.7434 (2)	0.45519 (15)	0.10176 (11)	0.0470 (5)
H17A	0.7040	0.4402	0.0530	0.056*
C18	0.7995 (2)	0.39217 (15)	0.12556 (12)	0.0529 (6)
H18A	0.8018	0.3344	0.0936	0.064*
C19	0.85409 (19)	0.41464 (14)	0.19876 (12)	0.0459 (5)
H19A	0.8901	0.3704	0.2176	0.055*
C20	0.85480 (17)	0.50058 (12)	0.24235 (11)	0.0362 (4)
H20A	0.8928	0.5144	0.2914	0.043*
K1	0.20912 (4)	0.21094 (3)	0.24133 (2)	0.02954 (9)
N5	0.10809 (15)	−0.01034 (10)	0.24458 (8)	0.0347 (3)
N6	0.31118 (14)	0.43454 (10)	0.23696 (8)	0.0332 (3)
O1	0.38212 (12)	0.12138 (9)	0.29969 (6)	0.0385 (3)
O2	0.46266 (12)	0.32999 (9)	0.30661 (7)	0.0390 (3)
O3	−0.01121 (12)	0.13026 (9)	0.32558 (7)	0.0398 (3)
O4	0.06812 (12)	0.33387 (8)	0.30799 (6)	0.0368 (3)
O5	0.10657 (12)	0.07044 (9)	0.10631 (6)	0.0359 (3)
O6	0.22491 (12)	0.27768 (9)	0.10430 (6)	0.0368 (3)
C21	0.2210 (2)	−0.04156 (13)	0.26402 (11)	0.0421 (5)
H21A	0.2712	−0.0488	0.2199	0.051*
H21B	0.1854	−0.1077	0.2790	0.051*
C22	0.3162 (2)	0.03021 (14)	0.32510 (11)	0.0451 (5)
H22A	0.2662	0.0428	0.3682	0.054*
H22B	0.3832	0.0014	0.3401	0.054*
C23	0.4818 (2)	0.19048 (15)	0.35253 (11)	0.0468 (5)
H23A	0.5462	0.1592	0.3672	0.056*
H23B	0.4393	0.2106	0.3969	0.056*
C24	0.55316 (19)	0.27983 (15)	0.31909 (11)	0.0449 (5)
H24A	0.6301	0.3250	0.3526	0.054*
H24B	0.5878	0.2588	0.2721	0.054*
C25	0.52743 (18)	0.41829 (14)	0.27688 (11)	0.0407 (4)
H25A	0.5447	0.4001	0.2250	0.049*
H25B	0.6144	0.4563	0.3048	0.049*
C26	0.43881 (18)	0.48103 (13)	0.28178 (11)	0.0417 (5)
H26A	0.4195	0.4961	0.3337	0.050*
H26B	0.4879	0.5451	0.2662	0.050*
C27	0.0074 (2)	−0.03195 (13)	0.29957 (11)	0.0426 (5)
H27A	0.0545	−0.0178	0.3488	0.051*
H27B	−0.0461	−0.1038	0.2891	0.051*
C28	−0.08581 (19)	0.02676 (13)	0.30119 (11)	0.0438 (5)
H28A	−0.1292	0.0171	0.2515	0.053*
H28B	−0.1567	0.0035	0.3350	0.053*
C29	−0.09545 (19)	0.18865 (14)	0.33696 (11)	0.0445 (5)
H29A	−0.1607	0.1637	0.3731	0.053*
H29B	−0.1459	0.1840	0.2903	0.053*
C30	−0.0116 (2)	0.29495 (14)	0.36483 (11)	0.0459 (5)
H30A	−0.0701	0.3347	0.3798	0.055*
H30B	0.0469	0.2987	0.4082	0.055*
C31	0.14815 (19)	0.43642 (13)	0.33177 (10)	0.0395 (4)
H31A	0.2183	0.4417	0.3697	0.047*
H31B	0.0913	0.4744	0.3535	0.047*
C32	0.21215 (19)	0.47878 (13)	0.26651 (10)	0.0388 (4)
H32A	0.1413	0.4675	0.2274	0.047*
H32B	0.2565	0.5516	0.2812	0.047*
C33	0.0463 (2)	−0.06567 (13)	0.17143 (10)	0.0403 (4)
H33A	−0.0464	−0.0648	0.1664	0.048*
H33B	0.0412	−0.1360	0.1678	0.048*
C34	0.12195 (19)	−0.02352 (13)	0.10919 (10)	0.0373 (4)
H34A	0.2180	−0.0149	0.1171	0.045*
H34B	0.0864	−0.0696	0.0623	0.045*
C35	0.16246 (18)	0.11078 (13)	0.04365 (9)	0.0360 (4)
H35A	0.1185	0.0643	−0.0019	0.043*
H35B	0.2594	0.1205	0.0448	0.043*
C36	0.14135 (18)	0.20817 (13)	0.04478 (10)	0.0366 (4)
H36A	0.1650	0.2320	−0.0022	0.044*
H36B	0.0462	0.2006	0.0515	0.044*
C37	0.21844 (19)	0.37532 (13)	0.10715 (10)	0.0383 (4)
H37A	0.1309	0.3773	0.1239	0.046*
H37B	0.2279	0.3939	0.0577	0.046*
C38	0.33039 (19)	0.44715 (13)	0.15991 (10)	0.0391 (4)
H38A	0.4159	0.4378	0.1461	0.047*
H38B	0.3375	0.5161	0.1554	0.047*
O7	0.13286 (14)	0.74744 (10)	0.04490 (8)	0.0533 (4)
C39	0.0381 (2)	0.65889 (16)	0.06289 (14)	0.0586 (6)
H39A	−0.0069	0.6124	0.0175	0.070*
H39B	−0.0309	0.6756	0.0926	0.070*
C40	0.1144 (2)	0.61194 (16)	0.10591 (13)	0.0561 (6)
H40A	0.1400	0.5605	0.0735	0.067*
H40B	0.0610	0.5813	0.1448	0.067*
C41	0.2363 (2)	0.69890 (16)	0.13853 (12)	0.0544 (5)
H41A	0.2179	0.7349	0.1851	0.065*
H41B	0.3135	0.6770	0.1475	0.065*
C42	0.26071 (19)	0.76210 (14)	0.07959 (12)	0.0459 (5)
H42A	0.3052	0.8332	0.1012	0.055*
H42B	0.3188	0.7418	0.0435	0.055*
O8	0.6164 (13)	0.0464 (13)	0.1748 (6)	0.122 (3)	0.388 (3)
C43	0.5026 (11)	0.0357 (14)	0.1278 (10)	0.076 (4)	0.388 (3)
H43A	0.4318	0.0516	0.1563	0.091*	0.388 (3)
H43B	0.4651	−0.0329	0.0995	0.091*	0.388 (3)
C44	0.5586 (9)	0.1101 (9)	0.0777 (9)	0.085 (4)	0.388 (3)
H44A	0.5752	0.1793	0.1029	0.102*	0.388 (3)
H44B	0.4989	0.0962	0.0327	0.102*	0.388 (3)
C45	0.6877 (8)	0.0909 (7)	0.0610 (4)	0.0563 (19)	0.388 (3)
H45A	0.6721	0.0326	0.0215	0.068*	0.388 (3)
H45B	0.7544	0.1498	0.0461	0.068*	0.388 (3)
C46	0.7330 (11)	0.0711 (14)	0.1325 (6)	0.101 (5)	0.388 (3)
H46A	0.7684	0.0151	0.1238	0.121*	0.388 (3)
H46B	0.8044	0.1309	0.1588	0.121*	0.388 (3)
O8'	0.7052 (8)	0.0335 (7)	0.1470 (7)	0.129 (3)	0.413 (3)
C43'	0.5802 (14)	0.0279 (15)	0.1804 (10)	0.100 (4)	0.413 (3)
H43C	0.5978	0.0696	0.2299	0.120*	0.413 (3)
H43D	0.5290	−0.0417	0.1850	0.120*	0.413 (3)
C44'	0.5049 (11)	0.0654 (13)	0.1309 (10)	0.081 (4)	0.413 (3)
H44C	0.4523	0.1019	0.1593	0.098*	0.413 (3)
H44D	0.4429	0.0096	0.0955	0.098*	0.413 (3)
C45'	0.6087 (12)	0.1335 (10)	0.0917 (10)	0.121 (5)	0.413 (3)
H45C	0.5816	0.1210	0.0386	0.146*	0.413 (3)
H45D	0.6218	0.2040	0.1120	0.146*	0.413 (3)
C46'	0.7346 (12)	0.1109 (12)	0.1037 (10)	0.138 (5)	0.413 (3)
H46C	0.7661	0.0889	0.0560	0.166*	0.413 (3)
H46D	0.8058	0.1711	0.1296	0.166*	0.413 (3)
O8"	0.5137 (16)	0.0635 (15)	0.0627 (9)	0.136 (7)	0.199 (3)
C43"	0.624 (2)	0.0295 (16)	0.0456 (8)	0.105 (6)	0.199 (3)
H43E	0.6504	0.0393	−0.0045	0.126*	0.199 (3)
H43F	0.5990	−0.0423	0.0480	0.126*	0.199 (3)
C44"	0.7370 (17)	0.089 (2)	0.1009 (14)	0.136 (6)	0.199 (3)
H44E	0.7987	0.1463	0.0818	0.163*	0.199 (3)
H44F	0.7883	0.0473	0.1148	0.163*	0.199 (3)
C45"	0.6685 (17)	0.1233 (15)	0.1652 (9)	0.117 (7)	0.199 (3)
H45E	0.6451	0.0742	0.1989	0.140*	0.199 (3)
H45F	0.7262	0.1885	0.1929	0.140*	0.199 (3)
C46"	0.5447 (17)	0.1318 (15)	0.1305 (9)	0.079 (5)	0.199 (3)
H46E	0.4697	0.1144	0.1628	0.095*	0.199 (3)
H46F	0.5612	0.2006	0.1218	0.095*	0.199 (3)
C47	0.34197 (17)	0.62250 (12)	0.48693 (9)	0.0306 (4)
H47A	0.3772	0.6821	0.4673	0.037*
C48	0.21420 (17)	0.59539 (13)	0.50810 (9)	0.0332 (4)
H48A	0.1608	0.6356	0.5025	0.040*
C49	0.16054 (17)	0.50724 (13)	0.53843 (9)	0.0334 (4)
H49A	0.0719	0.4897	0.5539	0.040*
C50	0.23424 (16)	0.44747 (13)	0.54566 (9)	0.0316 (4)
H50A	0.1966	0.3888	0.5661	0.038*
C51	0.36826 (16)	0.47229 (12)	0.52272 (9)	0.0268 (3)
C52	0.44457 (16)	0.41122 (12)	0.52806 (9)	0.0290 (4)
H52A	0.4069	0.3511	0.5468	0.035*
C53	0.57645 (16)	0.43707 (12)	0.50624 (9)	0.0270 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.02942 (13)	0.02400 (12)	0.02744 (13)	0.00157 (9)	0.00143 (9)	0.00138 (9)
N1	0.0342 (8)	0.0256 (7)	0.0299 (8)	0.0028 (6)	0.0049 (6)	0.0054 (6)
N2	0.0357 (8)	0.0218 (7)	0.0281 (7)	0.0018 (6)	0.0021 (6)	0.0060 (6)
N3	0.0276 (7)	0.0314 (8)	0.0315 (8)	0.0009 (6)	0.0021 (6)	0.0029 (6)
N4	0.0266 (7)	0.0300 (8)	0.0329 (8)	−0.0002 (6)	0.0048 (6)	0.0014 (6)
C1	0.0360 (10)	0.0288 (9)	0.0389 (10)	0.0034 (8)	0.0063 (8)	0.0070 (8)
C2	0.0432 (11)	0.0374 (10)	0.0478 (12)	0.0114 (9)	0.0144 (9)	0.0108 (9)
C3	0.0640 (14)	0.0376 (11)	0.0374 (11)	0.0173 (10)	0.0151 (10)	0.0020 (9)
C4	0.0582 (13)	0.0340 (10)	0.0285 (10)	0.0092 (9)	0.0048 (9)	0.0027 (8)
C5	0.0444 (11)	0.0223 (8)	0.0251 (9)	0.0016 (8)	0.0045 (8)	0.0056 (7)
C6	0.0428 (10)	0.0230 (8)	0.0274 (9)	0.0031 (7)	0.0012 (8)	0.0079 (7)
C7	0.0556 (12)	0.0294 (9)	0.0300 (10)	0.0056 (9)	−0.0081 (9)	0.0049 (8)
C8	0.0472 (12)	0.0368 (11)	0.0485 (12)	0.0045 (9)	−0.0170 (10)	0.0093 (9)
C9	0.0397 (11)	0.0324 (10)	0.0481 (11)	0.0078 (8)	−0.0041 (9)	0.0114 (9)
C10	0.0360 (10)	0.0250 (9)	0.0375 (10)	0.0045 (8)	0.0021 (8)	0.0097 (7)
C11	0.0304 (9)	0.0391 (10)	0.0392 (10)	0.0049 (8)	0.0017 (8)	0.0069 (8)
C12	0.0344 (10)	0.0600 (13)	0.0470 (12)	0.0109 (10)	0.0012 (9)	0.0178 (10)
C13	0.0330 (10)	0.0757 (15)	0.0326 (11)	0.0048 (10)	−0.0024 (8)	0.0101 (10)
C14	0.0303 (10)	0.0563 (12)	0.0322 (10)	−0.0008 (9)	0.0034 (8)	0.0007 (9)
C15	0.0245 (9)	0.0390 (10)	0.0285 (9)	−0.0041 (8)	0.0045 (7)	0.0003 (8)
C16	0.0280 (9)	0.0331 (9)	0.0334 (10)	−0.0021 (8)	0.0057 (7)	−0.0020 (8)
C17	0.0408 (11)	0.0441 (12)	0.0404 (11)	0.0010 (9)	0.0059 (9)	−0.0099 (9)
C18	0.0484 (12)	0.0348 (11)	0.0628 (14)	0.0062 (10)	0.0110 (11)	−0.0124 (10)
C19	0.0368 (11)	0.0327 (10)	0.0621 (13)	0.0056 (8)	0.0109 (10)	0.0026 (9)
C20	0.0303 (9)	0.0272 (9)	0.0451 (11)	0.0023 (8)	0.0073 (8)	0.0045 (8)
K1	0.02985 (19)	0.02562 (18)	0.0305 (2)	0.00589 (15)	0.00308 (15)	0.00460 (15)
N5	0.0424 (9)	0.0246 (7)	0.0333 (8)	0.0051 (6)	0.0013 (7)	0.0069 (6)
N6	0.0336 (8)	0.0257 (7)	0.0366 (8)	0.0058 (6)	0.0071 (6)	0.0037 (6)
O1	0.0425 (7)	0.0369 (7)	0.0332 (7)	0.0092 (6)	−0.0060 (6)	0.0074 (5)
O2	0.0282 (6)	0.0381 (7)	0.0456 (8)	0.0033 (5)	0.0030 (6)	0.0091 (6)
O3	0.0352 (7)	0.0303 (7)	0.0475 (8)	0.0027 (5)	0.0100 (6)	0.0057 (6)
O4	0.0424 (7)	0.0296 (6)	0.0358 (7)	0.0094 (6)	0.0135 (6)	0.0029 (5)
O5	0.0465 (7)	0.0302 (6)	0.0311 (7)	0.0127 (6)	0.0060 (6)	0.0059 (5)
O6	0.0447 (7)	0.0313 (7)	0.0327 (7)	0.0106 (6)	−0.0030 (6)	0.0059 (5)
C21	0.0590 (13)	0.0278 (9)	0.0415 (11)	0.0154 (9)	0.0008 (9)	0.0102 (8)
C22	0.0585 (13)	0.0405 (11)	0.0397 (11)	0.0178 (10)	−0.0043 (9)	0.0149 (9)
C23	0.0460 (12)	0.0491 (12)	0.0421 (11)	0.0129 (10)	−0.0117 (9)	0.0064 (9)
C24	0.0325 (10)	0.0503 (12)	0.0465 (12)	0.0083 (9)	−0.0064 (9)	0.0051 (9)
C25	0.0305 (10)	0.0386 (10)	0.0432 (11)	−0.0019 (8)	0.0044 (8)	0.0077 (9)
C26	0.0389 (11)	0.0272 (9)	0.0472 (11)	−0.0018 (8)	0.0038 (9)	−0.0001 (8)
C27	0.0524 (12)	0.0278 (9)	0.0402 (11)	0.0006 (9)	0.0073 (9)	0.0121 (8)
C28	0.0415 (11)	0.0323 (10)	0.0464 (11)	−0.0037 (8)	0.0104 (9)	0.0085 (8)
C29	0.0384 (11)	0.0434 (11)	0.0491 (12)	0.0092 (9)	0.0177 (9)	0.0089 (9)
C30	0.0507 (12)	0.0405 (11)	0.0449 (11)	0.0135 (9)	0.0235 (10)	0.0051 (9)
C31	0.0437 (11)	0.0294 (9)	0.0423 (11)	0.0118 (8)	0.0104 (9)	−0.0024 (8)
C32	0.0448 (11)	0.0249 (9)	0.0468 (11)	0.0125 (8)	0.0105 (9)	0.0040 (8)
C33	0.0483 (11)	0.0237 (9)	0.0404 (11)	0.0024 (8)	−0.0029 (9)	0.0027 (8)
C34	0.0469 (11)	0.0287 (9)	0.0335 (10)	0.0120 (8)	−0.0038 (8)	−0.0008 (8)
C35	0.0385 (10)	0.0385 (10)	0.0273 (9)	0.0095 (8)	0.0007 (8)	0.0027 (8)
C36	0.0374 (10)	0.0409 (10)	0.0296 (9)	0.0092 (8)	−0.0004 (8)	0.0099 (8)
C37	0.0487 (11)	0.0353 (10)	0.0365 (10)	0.0170 (9)	0.0100 (9)	0.0152 (8)
C38	0.0437 (11)	0.0274 (9)	0.0461 (11)	0.0083 (8)	0.0143 (9)	0.0134 (8)
O7	0.0459 (8)	0.0471 (8)	0.0723 (10)	0.0155 (7)	0.0048 (7)	0.0263 (7)
C39	0.0455 (12)	0.0457 (12)	0.0814 (17)	0.0064 (10)	−0.0015 (11)	0.0217 (12)
C40	0.0538 (13)	0.0462 (12)	0.0670 (15)	0.0093 (10)	0.0034 (11)	0.0226 (11)
C41	0.0518 (13)	0.0528 (13)	0.0578 (14)	0.0132 (11)	0.0011 (11)	0.0169 (11)
C42	0.0409 (11)	0.0364 (10)	0.0591 (13)	0.0100 (9)	0.0045 (10)	0.0107 (9)
O8	0.142 (8)	0.128 (7)	0.086 (4)	0.025 (7)	0.049 (5)	0.024 (4)
C43	0.060 (4)	0.094 (9)	0.071 (5)	0.019 (4)	0.019 (4)	0.017 (6)
C44	0.050 (7)	0.076 (8)	0.114 (10)	0.008 (6)	−0.005 (6)	−0.003 (7)
C45	0.071 (5)	0.060 (4)	0.044 (4)	0.031 (4)	0.007 (4)	0.007 (4)
C46	0.113 (10)	0.142 (12)	0.064 (6)	0.041 (8)	0.038 (6)	0.063 (6)
O8'	0.079 (5)	0.129 (7)	0.179 (9)	0.042 (5)	0.035 (5)	0.012 (6)
C43'	0.079 (6)	0.109 (7)	0.102 (6)	0.020 (6)	0.053 (5)	0.014 (5)
C44'	0.070 (5)	0.095 (10)	0.065 (5)	0.005 (5)	0.030 (4)	0.018 (6)
C45'	0.105 (10)	0.082 (7)	0.150 (11)	−0.019 (8)	0.036 (10)	0.049 (8)
C46'	0.105 (7)	0.147 (9)	0.144 (10)	0.012 (6)	0.080 (7)	0.029 (8)
O8"	0.105 (13)	0.149 (15)	0.132 (13)	0.034 (11)	0.009 (10)	−0.022 (12)
C43"	0.141 (17)	0.117 (14)	0.075 (11)	0.073 (13)	0.036 (11)	0.002 (11)
C44"	0.106 (9)	0.144 (12)	0.142 (12)	0.016 (9)	0.087 (9)	0.024 (10)
C45"	0.087 (12)	0.084 (12)	0.137 (16)	−0.014 (10)	0.018 (12)	−0.014 (12)
C46"	0.074 (11)	0.074 (11)	0.061 (10)	−0.008 (9)	−0.001 (8)	0.000 (9)
C47	0.0324 (9)	0.0273 (9)	0.0308 (9)	0.0084 (7)	0.0009 (7)	0.0051 (7)
C48	0.0333 (10)	0.0349 (10)	0.0329 (9)	0.0152 (8)	0.0004 (8)	0.0023 (8)
C49	0.0243 (9)	0.0411 (10)	0.0325 (9)	0.0091 (8)	0.0053 (7)	0.0034 (8)
C50	0.0287 (9)	0.0306 (9)	0.0320 (9)	0.0038 (7)	0.0053 (7)	0.0083 (7)
C51	0.0261 (8)	0.0268 (8)	0.0247 (8)	0.0049 (7)	0.0021 (7)	0.0048 (7)
C52	0.0304 (9)	0.0261 (8)	0.0293 (9)	0.0060 (7)	0.0035 (7)	0.0082 (7)
C53	0.0276 (9)	0.0262 (8)	0.0252 (8)	0.0062 (7)	0.0012 (7)	0.0046 (7)

Geometric parameters (Å, º)

Co1—N3	1.8742 (14)	C29—C30	1.499 (3)
Co1—N1	1.8764 (14)	C29—H29A	0.9900
Co1—N2	1.8767 (14)	C29—H29B	0.9900
Co1—N4	1.8794 (14)	C30—H30A	0.9900
N1—C1	1.372 (2)	C30—H30B	0.9900
N1—C5	1.411 (2)	C31—C32	1.508 (3)
N2—C10	1.369 (2)	C31—H31A	0.9900
N2—C6	1.408 (2)	C31—H31B	0.9900
N3—C11	1.370 (2)	C32—H32A	0.9900
N3—C15	1.405 (2)	C32—H32B	0.9900
N4—C20	1.372 (2)	C33—C34	1.505 (3)
N4—C16	1.401 (2)	C33—H33A	0.9900
C1—C2	1.358 (3)	C33—H33B	0.9900
C1—H1A	0.9500	C34—H34A	0.9900
C2—C3	1.422 (3)	C34—H34B	0.9900
C2—H2A	0.9500	C35—C36	1.491 (3)
C3—C4	1.363 (3)	C35—H35A	0.9900
C3—H3A	0.9500	C35—H35B	0.9900
C4—C5	1.412 (2)	C36—H36A	0.9900
C4—H4A	0.9500	C36—H36B	0.9900
C5—C6	1.405 (3)	C37—C38	1.507 (3)
C6—C7	1.415 (2)	C37—H37A	0.9900
C7—C8	1.365 (3)	C37—H37B	0.9900
C7—H7A	0.9500	C38—H38A	0.9900
C8—C9	1.420 (3)	C38—H38B	0.9900
C8—H8A	0.9500	O7—C42	1.426 (2)
C9—C10	1.360 (2)	O7—C39	1.432 (2)
C9—H9A	0.9500	C39—C40	1.503 (3)
C10—H10A	0.9500	C39—H39A	0.9900
C11—C12	1.365 (3)	C39—H39B	0.9900
C11—H11A	0.9500	C40—C41	1.509 (3)
C12—C13	1.413 (3)	C40—H40A	0.9900
C12—H12A	0.9500	C40—H40B	0.9900
C13—C14	1.363 (3)	C41—C42	1.501 (3)
C13—H13A	0.9500	C41—H41A	0.9900
C14—C15	1.409 (3)	C41—H41B	0.9900
C14—H14A	0.9500	C42—H42A	0.9900
C15—C16	1.405 (3)	C42—H42B	0.9900
C16—C17	1.413 (3)	O8—C43	1.428 (9)
C17—C18	1.360 (3)	O8—C46	1.446 (8)
C17—H17A	0.9500	C43—C44	1.508 (9)
C18—C19	1.409 (3)	C43—H43A	0.9900
C18—H18A	0.9500	C43—H43B	0.9900
C19—C20	1.366 (3)	C44—C45	1.509 (9)
C19—H19A	0.9500	C44—H44A	0.9900
C20—H20A	0.9500	C44—H44B	0.9900
K1—O2	2.7993 (12)	C45—C46	1.501 (8)
K1—O4	2.8300 (12)	C45—H45A	0.9900
K1—O6	2.8377 (12)	C45—H45B	0.9900
K1—O3	2.8499 (12)	C46—H46A	0.9900
K1—O1	2.8536 (13)	C46—H46B	0.9900
K1—O5	2.8968 (12)	O8'—C46'	1.430 (9)
K1—N5	3.0262 (14)	O8'—C43'	1.453 (9)
K1—N6	3.0618 (14)	C43'—C44'	1.479 (9)
N5—C21	1.469 (2)	C43'—H43C	0.9900
N5—C27	1.477 (2)	C43'—H43D	0.9900
N5—C33	1.478 (2)	C44'—C45'	1.496 (8)
N6—C32	1.468 (2)	C44'—H44C	0.9900
N6—C26	1.470 (2)	C44'—H44D	0.9900
N6—C38	1.473 (2)	C45'—C46'	1.495 (9)
O1—C23	1.425 (2)	C45'—H45C	0.9900
O1—C22	1.428 (2)	C45'—H45D	0.9900
O2—C24	1.415 (2)	C46'—H46C	0.9900
O2—C25	1.433 (2)	C46'—H46D	0.9900
O3—C29	1.413 (2)	O8"—C46"	1.427 (9)
O3—C28	1.434 (2)	O8"—C43"	1.432 (9)
O4—C30	1.426 (2)	C43"—C44"	1.492 (10)
O4—C31	1.435 (2)	C43"—H43E	0.9900
O5—C34	1.427 (2)	C43"—H43F	0.9900
O5—C35	1.428 (2)	C44"—C45"	1.504 (9)
O6—C37	1.426 (2)	C44"—H44E	0.9900
O6—C36	1.428 (2)	C44"—H44F	0.9900
C21—C22	1.508 (3)	C45"—C46"	1.502 (9)
C21—H21A	0.9900	C45"—H45E	0.9900
C21—H21B	0.9900	C45"—H45F	0.9900
C22—H22A	0.9900	C46"—H46E	0.9900
C22—H22B	0.9900	C46"—H46F	0.9900
C23—C24	1.497 (3)	C47—C48	1.362 (2)
C23—H23A	0.9900	C47—C53^i	1.423 (2)
C23—H23B	0.9900	C47—H47A	0.9500
C24—H24A	0.9900	C48—C49	1.419 (2)
C24—H24B	0.9900	C48—H48A	0.9500
C25—C26	1.499 (3)	C49—C50	1.360 (2)
C25—H25A	0.9900	C49—H49A	0.9500
C25—H25B	0.9900	C50—C51	1.434 (2)
C26—H26A	0.9900	C50—H50A	0.9500
C26—H26B	0.9900	C51—C52	1.391 (2)
C27—C28	1.496 (3)	C51—C53^i	1.438 (2)
C27—H27A	0.9900	C52—C53	1.406 (2)
C27—H27B	0.9900	C52—H52A	0.9500
C28—H28A	0.9900	C53—C47^i	1.423 (2)
C28—H28B	0.9900	C53—C51^i	1.438 (2)
N3—Co1—N1	102.15 (6)	H28A—C28—H28B	108.3
N3—Co1—N2	153.20 (6)	O3—C29—C30	109.21 (16)
N1—Co1—N2	83.09 (6)	O3—C29—H29A	109.8
N3—Co1—N4	83.16 (6)	C30—C29—H29A	109.8
N1—Co1—N4	156.15 (6)	O3—C29—H29B	109.8
N2—Co1—N4	102.73 (6)	C30—C29—H29B	109.8
C1—N1—C5	116.32 (15)	H29A—C29—H29B	108.3
C1—N1—Co1	127.86 (12)	O4—C30—C29	109.00 (15)
C5—N1—Co1	115.81 (12)	O4—C30—H30A	109.9
C10—N2—C6	116.46 (15)	C29—C30—H30A	109.9
C10—N2—Co1	127.37 (12)	O4—C30—H30B	109.9
C6—N2—Co1	115.85 (12)	C29—C30—H30B	109.9
C11—N3—C15	116.26 (15)	H30A—C30—H30B	108.3
C11—N3—Co1	128.00 (12)	O4—C31—C32	108.83 (14)
C15—N3—Co1	115.56 (12)	O4—C31—H31A	109.9
C20—N4—C16	116.13 (15)	C32—C31—H31A	109.9
C20—N4—Co1	128.02 (12)	O4—C31—H31B	109.9
C16—N4—Co1	115.76 (12)	C32—C31—H31B	109.9
C2—C1—N1	124.48 (18)	H31A—C31—H31B	108.3
C2—C1—H1A	117.8	N6—C32—C31	113.05 (15)
N1—C1—H1A	117.8	N6—C32—H32A	109.0
C1—C2—C3	119.28 (19)	C31—C32—H32A	109.0
C1—C2—H2A	120.4	N6—C32—H32B	109.0
C3—C2—H2A	120.4	C31—C32—H32B	109.0
C4—C3—C2	118.26 (18)	H32A—C32—H32B	107.8
C4—C3—H3A	120.9	N5—C33—C34	113.22 (14)
C2—C3—H3A	120.9	N5—C33—H33A	108.9
C3—C4—C5	121.29 (18)	C34—C33—H33A	108.9
C3—C4—H4A	119.4	N5—C33—H33B	108.9
C5—C4—H4A	119.4	C34—C33—H33B	108.9
C6—C5—N1	112.55 (15)	H33A—C33—H33B	107.7
C6—C5—C4	127.12 (17)	O5—C34—C33	108.46 (15)
N1—C5—C4	120.31 (17)	O5—C34—H34A	110.0
C5—C6—N2	112.67 (15)	C33—C34—H34A	110.0
C5—C6—C7	126.90 (16)	O5—C34—H34B	110.0
N2—C6—C7	120.28 (17)	C33—C34—H34B	110.0
C8—C7—C6	121.15 (18)	H34A—C34—H34B	108.4
C8—C7—H7A	119.4	O5—C35—C36	108.68 (14)
C6—C7—H7A	119.4	O5—C35—H35A	110.0
C7—C8—C9	118.33 (18)	C36—C35—H35A	110.0
C7—C8—H8A	120.8	O5—C35—H35B	110.0
C9—C8—H8A	120.8	C36—C35—H35B	110.0
C10—C9—C8	119.21 (18)	H35A—C35—H35B	108.3
C10—C9—H9A	120.4	O6—C36—C35	107.88 (14)
C8—C9—H9A	120.4	O6—C36—H36A	110.1
C9—C10—N2	124.56 (17)	C35—C36—H36A	110.1
C9—C10—H10A	117.7	O6—C36—H36B	110.1
N2—C10—H10A	117.7	C35—C36—H36B	110.1
C12—C11—N3	124.14 (18)	H36A—C36—H36B	108.4
C12—C11—H11A	117.9	O6—C37—C38	108.38 (15)
N3—C11—H11A	117.9	O6—C37—H37A	110.0
C11—C12—C13	119.5 (2)	C38—C37—H37A	110.0
C11—C12—H12A	120.3	O6—C37—H37B	110.0
C13—C12—H12A	120.3	C38—C37—H37B	110.0
C14—C13—C12	118.16 (18)	H37A—C37—H37B	108.4
C14—C13—H13A	120.9	N6—C38—C37	113.16 (14)
C12—C13—H13A	120.9	N6—C38—H38A	108.9
C13—C14—C15	121.31 (19)	C37—C38—H38A	108.9
C13—C14—H14A	119.3	N6—C38—H38B	108.9
C15—C14—H14A	119.3	C37—C38—H38B	108.9
N3—C15—C16	112.94 (15)	H38A—C38—H38B	107.8
N3—C15—C14	120.45 (18)	C42—O7—C39	108.73 (15)
C16—C15—C14	126.61 (17)	O7—C39—C40	107.27 (17)
N4—C16—C15	112.57 (15)	O7—C39—H39A	110.3
N4—C16—C17	120.69 (18)	C40—C39—H39A	110.3
C15—C16—C17	126.73 (18)	O7—C39—H39B	110.3
C18—C17—C16	121.03 (19)	C40—C39—H39B	110.3
C18—C17—H17A	119.5	H39A—C39—H39B	108.5
C16—C17—H17A	119.5	C39—C40—C41	103.07 (17)
C17—C18—C19	118.39 (18)	C39—C40—H40A	111.1
C17—C18—H18A	120.8	C41—C40—H40A	111.2
C19—C18—H18A	120.8	C39—C40—H40B	111.1
C20—C19—C18	119.4 (2)	C41—C40—H40B	111.1
C20—C19—H19A	120.3	H40A—C40—H40B	109.1
C18—C19—H19A	120.3	C42—C41—C40	102.07 (17)
C19—C20—N4	124.13 (19)	C42—C41—H41A	111.4
C19—C20—H20A	117.9	C40—C41—H41A	111.4
N4—C20—H20A	117.9	C42—C41—H41B	111.4
O2—K1—O4	96.52 (4)	C40—C41—H41B	111.4
O2—K1—O6	99.43 (4)	H41A—C41—H41B	109.2
O4—K1—O6	95.87 (4)	O7—C42—C41	106.77 (16)
O2—K1—O3	122.29 (4)	O7—C42—H42A	110.4
O4—K1—O3	60.26 (3)	C41—C42—H42A	110.4
O6—K1—O3	132.34 (4)	O7—C42—H42B	110.4
O2—K1—O1	60.00 (4)	C41—C42—H42B	110.4
O4—K1—O1	132.66 (4)	H42A—C42—H42B	108.6
O6—K1—O1	126.36 (4)	C43—O8—C46	107.8 (8)
O3—K1—O1	96.17 (4)	O8—C43—C44	103.3 (9)
O2—K1—O5	135.91 (4)	O8—C43—H43A	111.1
O4—K1—O5	122.06 (4)	C44—C43—H43A	111.1
O6—K1—O5	59.44 (3)	O8—C43—H43B	111.1
O3—K1—O5	96.87 (4)	C44—C43—H43B	111.1
O1—K1—O5	99.64 (4)	H43A—C43—H43B	109.1
O2—K1—N5	120.09 (4)	C43—C44—C45	100.2 (8)
O4—K1—N5	120.23 (4)	C43—C44—H44A	111.7
O6—K1—N5	119.44 (4)	C45—C44—H44A	111.7
O3—K1—N5	60.34 (4)	C43—C44—H44B	111.7
O1—K1—N5	60.32 (4)	C45—C44—H44B	111.7
O5—K1—N5	60.25 (4)	H44A—C44—H44B	109.5
O2—K1—N6	60.10 (4)	C46—C45—C44	103.3 (7)
O4—K1—N6	59.95 (4)	C46—C45—H45A	111.1
O6—K1—N6	60.19 (4)	C44—C45—H45A	111.1
O3—K1—N6	119.89 (4)	C46—C45—H45B	111.1
O1—K1—N6	119.84 (4)	C44—C45—H45B	111.1
O5—K1—N6	119.39 (4)	H45A—C45—H45B	109.1
N5—K1—N6	179.63 (4)	O8—C46—C45	106.3 (7)
C21—N5—C27	109.62 (14)	O8—C46—H46A	110.5
C21—N5—C33	109.29 (14)	C45—C46—H46A	110.5
C27—N5—C33	109.38 (14)	O8—C46—H46B	110.5
C21—N5—K1	109.31 (10)	C45—C46—H46B	110.5
C27—N5—K1	109.60 (10)	H46A—C46—H46B	108.7
C33—N5—K1	109.64 (10)	C46'—O8'—C43'	107.9 (8)
C32—N6—C26	109.79 (14)	O8'—C43'—C44'	105.9 (9)
C32—N6—C38	110.31 (14)	O8'—C43'—H43C	110.6
C26—N6—C38	110.45 (14)	C44'—C43'—H43C	110.6
C32—N6—K1	109.34 (10)	O8'—C43'—H43D	110.6
C26—N6—K1	108.90 (10)	C44'—C43'—H43D	110.6
C38—N6—K1	108.00 (10)	H43C—C43'—H43D	108.7
C23—O1—C22	112.27 (14)	C43'—C44'—C45'	105.5 (8)
C23—O1—K1	112.18 (11)	C43'—C44'—H44C	110.6
C22—O1—K1	115.34 (11)	C45'—C44'—H44C	110.6
C24—O2—C25	111.23 (14)	C43'—C44'—H44D	110.7
C24—O2—K1	116.38 (10)	C45'—C44'—H44D	110.6
C25—O2—K1	116.16 (10)	H44C—C44'—H44D	108.8
C29—O3—C28	112.06 (14)	C46'—C45'—C44'	105.8 (7)
C29—O3—K1	113.34 (10)	C46'—C45'—H45C	110.6
C28—O3—K1	114.84 (10)	C44'—C45'—H45C	110.6
C30—O4—C31	110.94 (13)	C46'—C45'—H45D	110.6
C30—O4—K1	113.84 (10)	C44'—C45'—H45D	110.6
C31—O4—K1	114.99 (10)	H45C—C45'—H45D	108.7
C34—O5—C35	112.29 (13)	O8'—C46'—C45'	107.7 (8)
C34—O5—K1	112.03 (9)	O8'—C46'—H46C	110.2
C35—O5—K1	111.76 (9)	C45'—C46'—H46C	110.2
C37—O6—C36	112.19 (13)	O8'—C46'—H46D	110.2
C37—O6—K1	115.01 (10)	C45'—C46'—H46D	110.2
C36—O6—K1	115.52 (9)	H46C—C46'—H46D	108.5
N5—C21—C22	113.55 (15)	C46"—O8"—C43"	109.9 (8)
N5—C21—H21A	108.9	O8"—C43"—C44"	107.1 (9)
C22—C21—H21A	108.9	O8"—C43"—H43E	110.3
N5—C21—H21B	108.9	C44"—C43"—H43E	110.3
C22—C21—H21B	108.9	O8"—C43"—H43F	110.3
H21A—C21—H21B	107.7	C44"—C43"—H43F	110.3
O1—C22—C21	108.92 (15)	H43E—C43"—H43F	108.5
O1—C22—H22A	109.9	C43"—C44"—C45"	103.6 (9)
C21—C22—H22A	109.9	C43"—C44"—H44E	111.0
O1—C22—H22B	109.9	C45"—C44"—H44E	111.0
C21—C22—H22B	109.9	C43"—C44"—H44F	111.0
H22A—C22—H22B	108.3	C45"—C44"—H44F	111.0
O1—C23—C24	108.60 (15)	H44E—C44"—H44F	109.0
O1—C23—H23A	110.0	C46"—C45"—C44"	103.8 (10)
C24—C23—H23A	110.0	C46"—C45"—H45E	111.0
O1—C23—H23B	110.0	C44"—C45"—H45E	111.0
C24—C23—H23B	110.0	C46"—C45"—H45F	111.0
H23A—C23—H23B	108.4	C44"—C45"—H45F	111.0
O2—C24—C23	109.00 (16)	H45E—C45"—H45F	109.0
O2—C24—H24A	109.9	O8"—C46"—C45"	106.2 (8)
C23—C24—H24A	109.9	O8"—C46"—H46E	110.5
O2—C24—H24B	109.9	C45"—C46"—H46E	110.5
C23—C24—H24B	109.9	O8"—C46"—H46F	110.5
H24A—C24—H24B	108.3	C45"—C46"—H46F	110.5
O2—C25—C26	109.05 (14)	H46E—C46"—H46F	108.7
O2—C25—H25A	109.9	C48—C47—C53^i	121.03 (16)
C26—C25—H25A	109.9	C48—C47—H47A	119.5
O2—C25—H25B	109.9	C53^i—C47—H47A	119.5
C26—C25—H25B	109.9	C47—C48—C49	120.25 (16)
H25A—C25—H25B	108.3	C47—C48—H48A	119.9
N6—C26—C25	114.18 (15)	C49—C48—H48A	119.9
N6—C26—H26A	108.7	C50—C49—C48	120.93 (16)
C25—C26—H26A	108.7	C50—C49—H49A	119.5
N6—C26—H26B	108.7	C48—C49—H49A	119.5
C25—C26—H26B	108.7	C49—C50—C51	120.57 (16)
H26A—C26—H26B	107.6	C49—C50—H50A	119.7
N5—C27—C28	113.94 (15)	C51—C50—H50A	119.7
N5—C27—H27A	108.8	C52—C51—C50	121.63 (15)
C28—C27—H27A	108.8	C52—C51—C53^i	120.00 (14)
N5—C27—H27B	108.8	C50—C51—C53^i	118.37 (15)
C28—C27—H27B	108.8	C51—C52—C53	121.06 (15)
H27A—C27—H27B	107.7	C51—C52—H52A	119.5
O3—C28—C27	109.10 (15)	C53—C52—H52A	119.5
O3—C28—H28A	109.9	C52—C53—C47^i	122.24 (15)
C27—C28—H28A	109.9	C52—C53—C51^i	118.94 (15)
O3—C28—H28B	109.9	C47^i—C53—C51^i	118.81 (14)
C27—C28—H28B	109.9
N3—Co1—N1—C1	27.24 (15)	K1—N5—C21—C22	42.36 (18)
N2—Co1—N1—C1	−179.42 (15)	C23—O1—C22—C21	−175.37 (16)
N4—Co1—N1—C1	−73.5 (2)	K1—O1—C22—C21	54.44 (18)
N3—Co1—N1—C5	−152.02 (11)	N5—C21—C22—O1	−66.8 (2)
N2—Co1—N1—C5	1.32 (11)	C22—O1—C23—C24	175.29 (16)
N4—Co1—N1—C5	107.28 (17)	K1—O1—C23—C24	−52.92 (18)
N3—Co1—N2—C10	−71.4 (2)	C25—O2—C24—C23	178.00 (15)
N1—Co1—N2—C10	−174.72 (14)	K1—O2—C24—C23	−45.88 (18)
N4—Co1—N2—C10	28.77 (14)	O1—C23—C24—O2	66.5 (2)
N3—Co1—N2—C6	101.88 (16)	C24—O2—C25—C26	−166.36 (15)
N1—Co1—N2—C6	−1.45 (11)	K1—O2—C25—C26	57.42 (17)
N4—Co1—N2—C6	−157.96 (11)	C32—N6—C26—C25	157.10 (15)
N1—Co1—N3—C11	29.96 (15)	C38—N6—C26—C25	−81.03 (19)
N2—Co1—N3—C11	−68.9 (2)	K1—N6—C26—C25	37.41 (17)
N4—Co1—N3—C11	−173.63 (15)	O2—C25—C26—N6	−64.4 (2)
N1—Co1—N3—C15	−155.13 (11)	C21—N5—C27—C28	159.76 (15)
N2—Co1—N3—C15	106.04 (16)	C33—N5—C27—C28	−80.43 (18)
N4—Co1—N3—C15	1.28 (11)	K1—N5—C27—C28	39.79 (17)
N3—Co1—N4—C20	−176.92 (15)	C29—O3—C28—C27	−172.82 (15)
N1—Co1—N4—C20	−72.3 (2)	K1—O3—C28—C27	55.98 (17)
N2—Co1—N4—C20	29.63 (15)	N5—C27—C28—O3	−65.9 (2)
N3—Co1—N4—C16	−0.66 (11)	C28—O3—C29—C30	178.01 (15)
N1—Co1—N4—C16	104.00 (18)	K1—O3—C29—C30	−50.03 (18)
N2—Co1—N4—C16	−154.11 (11)	C31—O4—C30—C29	178.76 (16)
C5—N1—C1—C2	2.5 (2)	K1—O4—C30—C29	−49.66 (19)
Co1—N1—C1—C2	−176.74 (14)	O3—C29—C30—O4	67.7 (2)
N1—C1—C2—C3	−0.8 (3)	C30—O4—C31—C32	−170.51 (16)
C1—C2—C3—C4	−1.3 (3)	K1—O4—C31—C32	58.51 (17)
C2—C3—C4—C5	1.6 (3)	C26—N6—C32—C31	−80.24 (18)
C1—N1—C5—C6	179.71 (14)	C38—N6—C32—C31	157.81 (15)
Co1—N1—C5—C6	−0.94 (18)	K1—N6—C32—C31	39.18 (17)
C1—N1—C5—C4	−2.1 (2)	O4—C31—C32—N6	−66.8 (2)
Co1—N1—C5—C4	177.21 (12)	C21—N5—C33—C34	−79.84 (18)
C3—C4—C5—C6	178.02 (17)	C27—N5—C33—C34	160.15 (16)
C3—C4—C5—N1	0.2 (3)	K1—N5—C33—C34	39.95 (18)
N1—C5—C6—N2	−0.2 (2)	C35—O5—C34—C33	−173.34 (14)
C4—C5—C6—N2	−178.23 (16)	K1—O5—C34—C33	59.93 (15)
N1—C5—C6—C7	175.24 (16)	N5—C33—C34—O5	−69.7 (2)
C4—C5—C6—C7	−2.8 (3)	C34—O5—C35—C36	179.68 (14)
C10—N2—C6—C5	175.33 (14)	K1—O5—C35—C36	−53.44 (15)
Co1—N2—C6—C5	1.31 (17)	C37—O6—C36—C35	176.19 (14)
C10—N2—C6—C7	−0.5 (2)	K1—O6—C36—C35	−49.33 (16)
Co1—N2—C6—C7	−174.50 (12)	O5—C35—C36—O6	69.47 (18)
C5—C6—C7—C8	−174.02 (17)	C36—O6—C37—C38	−167.67 (14)
N2—C6—C7—C8	1.1 (3)	K1—O6—C37—C38	57.60 (16)
C6—C7—C8—C9	−0.8 (3)	C32—N6—C38—C37	−77.09 (18)
C7—C8—C9—C10	−0.2 (3)	C26—N6—C38—C37	161.35 (15)
C8—C9—C10—N2	0.9 (3)	K1—N6—C38—C37	42.36 (17)
C6—N2—C10—C9	−0.5 (2)	O6—C37—C38—N6	−69.15 (19)
Co1—N2—C10—C9	172.69 (13)	C42—O7—C39—C40	−4.9 (2)
C15—N3—C11—C12	3.6 (2)	O7—C39—C40—C41	24.6 (3)
Co1—N3—C11—C12	178.50 (14)	C39—C40—C41—C42	−33.6 (2)
N3—C11—C12—C13	0.3 (3)	C39—O7—C42—C41	−17.3 (2)
C11—C12—C13—C14	−2.5 (3)	C40—C41—C42—O7	31.9 (2)
C12—C13—C14—C15	0.6 (3)	C46—O8—C43—C44	−33.0 (18)
C11—N3—C15—C16	173.87 (15)	O8—C43—C44—C45	43.3 (14)
Co1—N3—C15—C16	−1.65 (18)	C43—C44—C45—C46	−37.3 (13)
C11—N3—C15—C14	−5.4 (2)	C43—O8—C46—C45	8.8 (19)
Co1—N3—C15—C14	179.04 (12)	C44—C45—C46—O8	18.8 (15)
C13—C14—C15—N3	3.5 (3)	C46'—O8'—C43'—C44'	26.7 (18)
C13—C14—C15—C16	−175.70 (18)	O8'—C43'—C44'—C45'	−25.9 (19)
C20—N4—C16—C15	176.64 (14)	C43'—C44'—C45'—C46'	16 (2)
Co1—N4—C16—C15	−0.08 (18)	C43'—O8'—C46'—C45'	−16.8 (19)
C20—N4—C16—C17	−4.6 (2)	C44'—C45'—C46'—O8'	0 (2)
Co1—N4—C16—C17	178.72 (13)	C46"—O8"—C43"—C44"	−7 (3)
N3—C15—C16—N4	1.1 (2)	O8"—C43"—C44"—C45"	24 (3)
C14—C15—C16—N4	−179.66 (16)	C43"—C44"—C45"—C46"	−30 (2)
N3—C15—C16—C17	−177.63 (16)	C43"—O8"—C46"—C45"	−12 (3)
C14—C15—C16—C17	1.6 (3)	C44"—C45"—C46"—O8"	27 (2)
N4—C16—C17—C18	2.2 (3)	C53^i—C47—C48—C49	0.8 (3)
C15—C16—C17—C18	−179.15 (18)	C47—C48—C49—C50	−1.2 (3)
C16—C17—C18—C19	1.6 (3)	C48—C49—C50—C51	0.0 (3)
C17—C18—C19—C20	−3.0 (3)	C49—C50—C51—C52	−178.57 (16)
C18—C19—C20—N4	0.5 (3)	C49—C50—C51—C53^i	1.6 (2)
C16—N4—C20—C19	3.3 (2)	C50—C51—C52—C53	−179.18 (15)
Co1—N4—C20—C19	179.50 (13)	C53^i—C51—C52—C53	0.7 (3)
C27—N5—C21—C22	−77.79 (19)	C51—C52—C53—C47^i	178.15 (15)
C33—N5—C21—C22	162.34 (15)	C51—C52—C53—C51^i	−0.7 (3)

Symmetry code: (i) −x+1, −y+1, −z+1.