Tetra­kis(2,2'-bipyridine)-1[kappa]⁴N,N';4[kappa]⁴N,N'-{[mu]₄-N,N'-bis­[3-(2-oxidoethyl­amino)­propyl]­oxamid­ato(4-)-1:2:3:4[kappa]O:[kappa]³N,N',O':[kappa]³O'',N'',N''':[kappa]O'''}tetra­copper(II) tetra­kis(perchlorate)

The title complex, [Cu₄(C₁₂H₂₂N₄O₄)(C₁₀H₈N₂)₄](ClO₄)₄, has a novel tetra­nuclear copper(II) cation with the oxamidate and ethanol­ate groups of a trans tetra­anion of N,N'-bis­[3-(hy­droxy­ethyl­amino)­propyl]oxamide (H₄heap) as bridges. The Cu...Cu separation through the oxamide group is 5.1592 (15) Å, while those through the two ethanol­ate bridges are 3.3845 (13) and 3.3392 (13) Å. The two central copper(II) ions are in square-planar N₂O₂ environments, while the two terminal copper(II) ions have distorted N₄O square-pyramidal geometries. The heap^4- ligand, with an imino­alcohol form, has both an oxamide and two ethanol­ate bridges. Two of the four perchlorate anions are disordered and have long contacts with the square-planar Cu^II ions. The three-dimensional structure features arene-perchlorate C-H...O hydrogen bonds and [pi]-[pi] stacking.

S1. Comment

Polynuclear copper(II) complexes are of interest due to their ability to bind DNA and to function as a chemical nuclease by performing strand scission (Oliveira et al., 2005; Peralta et al., 2006; Qian et al., 2007; Sigman et al., 1993). It is well known that N,N'-bis(substituent)oxamides are good candidates as a bridging ligand to form polynuclear complexes because their coordinating ability towards transition metal ions can be modified and tuned by changing the nature of the amide substituents (Ojima & Nonoyama, 1988). To date, many polynuclear complexes with interesting structures based on bridging N,N'-bis(substituent)oxamides have been synthesized and their properties have been studied extensively (Messori et al., 2003; Wang et al., 2004). However, few complexes with coordinating hydroxyl groups in the N,N'-bis(substituent)oxamide bridging ligand have been reported (Li et al., 2009; Zhu et al., 2007). To the best of our knowledge, no complex with alkoxyl bridges in this family of ligands has hitherto been reported [Cambridge Structural Database (CSD), Version 5.30; Allen, 2002]. In our previous studies, we chose the dianion of N,N'-bis(N-hydroxyethylaminopropyl)oxamide (H₂heap^2-) as the bridging ligand to synthesize two binuclear copper(II) complexes (Li et al., 2009; Zhu et al., 2007). In both of those complexes, the hydroxyl groups of the ligand coordinate to individual Cu^II ions but do not bridge another Cu^II ion. In order to explore further the coordination behaviour of the ligand under different experimental conditions, we removed the H atoms on the hydroxyl groups and chose 2,2'-bipyridine (bpy) as the terminal ligand to synthesize the title complex, [Cu₄(heap^4-)(bpy)₄](ClO₄)₄, (I) (bpy is 2,2'-bipyridine), in which the heap^4- ligand, with an iminoalcohol form, has one oxamide and two ethanolate bridges simultaneously. Such an alkoxylate coordination mode is thus observed for the first time in N,N'-bis(substituent)oxamides.

Compound (I) features a tetranuclear copper(II) complex cation, [Cu₄(heap^4-)(bpy)₄]⁴⁺ (Fig. 1). Two [Cu(bpy)₂]²⁺ fragments coordinate to a binuclear trans-oxamide copper(II) complex, [Cu₂(heap^4-)], in which the oxamide and the hydroxyl groups of H₄heap have lost their H atomss so as to bridge the copper(II) ions. The Cu···Cu distances through the two oxo bridges are 3.3845 (13) (Cu1···Cu3) and 3.3392 (13) Å (Cu2···Cu4), respectively, while the separation through the oxamide bridge is 5.1592 (15) Å (Cu1···Cu2). The Cu···Cu distance through the oxamide bridge is similar to those previously reported in tetracopper(II) complexes with analogous ligands (Abbati et al., 1999; Albano et al., 1992; van Koningsbruggen et al., 1993; Li et al., 2008; Gu et al., 2009; Li et al., 2010; Tang et al., 2005). Previous structural and magnetic investigations have shown that magnetic coupling can occur between copper(II) ions bridged by an oxamide bridge, even if the Cu···Cu separation in the bridge is greater than 5 Å (Tang et al., 2005), due to the remarkably efficient electron-transfer ability of this kind of ligand. The oxamide group has thus been proved to be an appropriate bridging unit to design magnetic systems (Ruiz et al., 1999; Tercero et al., 2002). Therefore, from the viewpoint of magnetism there should be a magnetic exchange interaction between the copper(II) ions bridged by the oxamide bridge in (I). Verification of the magnetic properties will require measurements of variable-temperature magnetic susceptibilities and electron spin resonance spectra. These are, however, beyond our present purpose.

The central copper(II) ions, Cu1 and Cu2, are in square [N₂O₂] coordination environments (Fig. 1, Table 1), with the metal centres displaced only 0.081 (3) and 0.105 (3)Å from their coordination planes, respectively. A perchlorate anion lies above the coordination plane of each Cu atom (Fig. 2), so that elongated Cu···O distances of 2.734 (6) (Cu1—O5) and 2.595 (7) Å (Cu2—O9) are formed. Each of these perchlorate groups has the remaining three O atoms disordered over two positions. The open space on the other side of the [N₂O₂] planes is occupied by one perchlorate anion (Cl4), but the O atoms are too far away for significant interaction with the Cu^II centres. The sp²-hybridized atoms N2 and N3 have shorter Cu—N bonds than do the sp³-hybridized atoms N1 and N4, which is in accordance with their donor abilities (Tang et al., 2005). The two terminal copper(II) ions (Cu3 and Cu4) coordinated by bpy ligands have markedly distorted [N₄O₁] square-pyramidal geometries. The τ values (Addison et al., 1984) are 0.37 for Cu3 and 0.39 for Cu4. The axial Cu3—N5 and Cu4—N11 bonds are longer than those in the basal planes, as expected.

The heap^4- ligand tetradentately chelates to atoms Cu1 and Cu2 with each arm. The six-membered rings formed with the propylenediamine fragments and the five-membered rings formed with the oxidoethylamine groups adopt half-chair and envelope conformations, respectively. Their puckering parameters (Cremer & Pople, 1975) are listed in Table 3. The oxamide C6—N2 and C7—N3 distances are typical C═N bond lengths, while C6—C7 is consistent with a Csp²—Csp² bond (Table 1) (Ladd & Palmer, 1985; Sun et al., 2007), which implies that the ligand is in the iminoalcohol form and deprotonated at the O atoms (O2 and O3). In addition, due to the coordination with the copper(II) ions, the terminal hydroxyl groups (O1 and O4) are activated and deprotonated to bridge with another copper(II) ion. Atoms O1 and O4 are sp² hybridized and almost in the plane of their three bonded atoms [offsets 0.189 (6) Å for O1 and 0.224 (7) Å for O4]. This is the first example of such an oxo coordination mode in N,N'-bis(substituent)oxamides. We also compared (I) with related oxamidate-bridged tetracopper(II) complexes, and found that most of the reported oxamidate-bridged tetracopper(II) complexes can be considered as two dinuclear copper(II) units assembled through another bridge, such as a carboxyl or azido group, to form either a circular tetranuclear system (Abbati et al., 1999; van Koningsbruggen et al., 1993; Li et al., 2008; Gu et al., 2009; Li et al., 2010) or a `dimer-of-dimers' (Tang et al., 2005). By contrast, in (I) one oxamide and two oxo groups of the heap^4- ligand bridge copper(II) ions simultaneously to form an extended tetracopper(II) system.

In the crystal structure of (I), the cations and anions interact via the longer Cu—O coordination mentioned earlier, and additionally through arene–perchlorate C—H···O hydrogen bonds (Table 2, Fig. 2) that link the tetranuclear complex cation and two perchlorate ions (Cl3 and Cl4) into a zigzag chain extending along the c axis (Fig. 3). The chains are linked to complete the three-dimensional structure by two kinds of π-system interactions. One is a T-shaped C—H···π interaction between adjacent [Cu₄(heap)(bpy)₄]⁴⁺ cations along the a axis, C30–H30···Cg1^v, where Cg1 is the centroid of the ring containing atom N11 [symmetry code: (v) x + 1, y, z] (Table 2, Fig. 4). The other is an offset stacking between two parallel N7-pyridine rings, in which the smallest separation is 3.361 (12) Å between atoms C25 and C25^iv [symmetry code: (iv) 1 - x, -y, 1 - z].

Related literature

For related literature, see: Abbati et al. (1999); Addison et al. (1984); Albano et al. (1992); Allen (2002); Cremer & Pople (1975); Gu et al. (2009); Jaeger & Dijk (1936); Koningsbruggen et al. (1993); Ladd & Palmer (1985); Li et al. (2008, 2009, 2010); Messori et al. (2003); Ojima & Nonoyama (1988); Oliveira et al. (2005); Peralta et al. (2006); Qian et al. (2007); Ruiz et al. (1999); Sheldrick (2008); Sigman et al. (1993); Sun et al. (2007); Tang et al. (2005); Tercero et al. (2002); Wang et al. (2004); Zhu et al. (2007).

S2. Experimental

The H₄heap ligand was synthesized according to the method of Ojima & Nonoyama (1988). [Cu₂(H₂heap)](ClO₄)₂.2H₂O and [Cu(bpy)₂](ClO₄)₂ were prepared according to the methods of Zhu et al. (2007) and Jaeger & Dijk (1936), respectively. [Cu₂(H₂heap)](ClO₄)₂.2H₂O (32.5 mg, 0.05 mmol) was dissolved in methanol (6 ml) and the solution was heated under reflux with stirring. After 10 min, a methanol solution (0.5 ml) containing piperidine (8.5 mg, 0.1 mmol) was added. After 30 min, a methanol solution (5 ml) of [Cu(bpy)₂](ClO₄)₂ (28.7 mg, 0.1 mmol) was added dropwise to the mixture, which was then heated under reflux with stirring at 323 K for 5 h. The resulting light-green solution was filtered. Green crystals of (I) of a suitable size for X-ray analysis were obtained from the filtrate after one week by slow evaporation at room temperature. Analysis, calculated for C₅₂H₅₄Cl₄Cu₄N₁₂O₂₀: C 39.96, H 3.48, N 10.75%; found: C 40.03, H 3.30, N 10.86%.

S3. Refinement

All H atoms were placed in calculated positions, with N—H = 0.91 Å and C—H = 0.93 (aromatic) or 0.97 Å (methylene), and refined in riding mode with U_iso(H) = 1.2U_eq(carrier atom). The C atoms of one substituent of the oxamide group in the heap anion are disordered over two sets of positions (C9A–C11A and C9B–C11B), the occupancies of which were refined and then fixed at 0.7 and 0.3, respectively. The perchlorate anions containing atoms Cl1 and Cl2 have three disordered O atoms, which were refined isotropically. The occupancies of atoms O6A–O8A and O6B–O8B were fixed at 0.4 and 0.6, respectively, and those of atoms O10A–O12A and O10B–O12B are equal at 0.5. To obtain reasonable bond lengths, DFIX restraints (SHELXL97; Sheldrick, 2008) were applied to the disordered parts. In the perchlorate anions containing atoms Cl1 and Cl2, the Cl—O bonds and O···O distances were restrained to 1.4 and 2.3 Å, respectively, while in the disordered parts of the heap ligand, the C—C and N—C bonds were restrained to 1.54 and 1.47 Å, respectively.

Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXL97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures

	Fig. 1. The structure of the tetranuclear copper(II) complex cation [Cu4(heap)(bpy)4]^4+ in (I), with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. Disordered atoms are drawn with open bonds and unshaded atoms, and H atoms have been omitted for clarity.
	Fig. 2. The asymmetric unit of (I), with displacement ellipsoids at the 30% probability level. For clarity, only the coordination environments of copper(II) ions and perchlorate anions are labelled, and all H atoms (except those that participate in hydrogen bonds) have been omitted. Dashed and double-dashed lines indicate hydrogen bonds and weak coordination interactions, respectively.
	Fig. 3. The zigzag hydrogen-bonded chain extending along the [001] direction. Hydrogen bonds are shown as dashed lines. [Symmetry codes: (i) x, 1/2 - y, z - 1/2; (ii) x, 1/2 - y, z + 1/2.]
	Fig. 4. A view of the two kinds of π-system interactions (dashed lines), which combine the chains in Fig. 3 into a three-dimensional structure. [Symmetry codes: (iv) 1 - x, -y, 1 - z; (v) x + 1, y, z.]

Tetrakis(2,2'-bipyridine)-1κ⁴N,N';4κ⁴N,N'- {µ₄-N,N'-bis[3-(2-oxidoethylamino)propyl]oxamidato(4-)- 1:2:3:4κO:κ³N,N',O':κ³O'', N'',N''':κO'''}tetracopper(II) tetrakis(perchlorate)

Crystal data

[Cu4(C12H22N4O4)(C10H8N2)4](ClO4)4	F(000) = 3176
Mr = 1563.03	Dx = 1.628 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4777 reflections
a = 14.617 (3) Å	θ = 2.9–20.4°
b = 33.273 (7) Å	µ = 1.57 mm^−1
c = 13.897 (3) Å	T = 296 K
β = 109.39 (3)°	Block, green
V = 6375 (2) Å^3	0.15 × 0.07 × 0.05 mm
Z = 4

Data collection

Bruker APEX CCD area-detector diffractometer	11536 independent reflections
Radiation source: fine-focus sealed tube	6688 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.054
ϕ and ω scans	θmax = 25.2°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −17→17
Tmin = 0.799, Tmax = 0.926	k = −39→24
31167 measured reflections	l = −16→14

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)] = 0.068	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.188	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0778P)^2 + 13.2663P] where P = (Fo^2 + 2Fc^2)/3
11536 reflections	(Δ/σ)max < 0.001
853 parameters	Δρmax = 0.75 e Å^−3
20 restraints	Δρmin = −0.47 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. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.29284 (6)	0.12867 (3)	0.44215 (6)	0.0508 (2)
Cu2	0.30068 (6)	0.06792 (3)	0.78637 (6)	0.0538 (3)
Cu3	0.52563 (6)	0.15043 (3)	0.46640 (6)	0.0497 (2)
Cu4	0.08419 (6)	0.09031 (3)	0.80420 (7)	0.0556 (3)
O1	0.3894 (3)	0.14663 (14)	0.3867 (4)	0.0555 (12)
O2	0.2013 (3)	0.08595 (15)	0.6605 (3)	0.0524 (12)
O3	0.3908 (3)	0.10527 (14)	0.5630 (3)	0.0492 (11)
O4	0.2084 (3)	0.06308 (16)	0.8555 (3)	0.0606 (13)
N1	0.1989 (4)	0.1575 (2)	0.3269 (5)	0.0669 (18)
H1	0.1837	0.1386	0.2767	0.080*
N2	0.2009 (4)	0.11304 (17)	0.5078 (4)	0.0469 (13)
N3	0.3916 (3)	0.07925 (17)	0.7155 (4)	0.0464 (14)
N4	0.3989 (4)	0.0557 (2)	0.9210 (4)	0.080 (2)
H4C	0.4012	0.0284	0.9232	0.096*	0.70
H4D	0.4084	0.0808	0.9489	0.096*	0.30
N5	0.5913 (4)	0.17516 (18)	0.3592 (5)	0.0565 (15)
N6	0.5160 (4)	0.20999 (19)	0.4863 (5)	0.0588 (16)
N7	0.5471 (4)	0.09186 (17)	0.4564 (4)	0.0490 (14)
N8	0.6393 (4)	0.14275 (19)	0.5966 (4)	0.0538 (15)
N9	0.0232 (4)	0.0477 (2)	0.7050 (5)	0.0603 (16)
N10	−0.0087 (4)	0.1244 (2)	0.6941 (5)	0.0623 (17)
N11	0.0070 (4)	0.07868 (18)	0.9134 (4)	0.0502 (14)
N12	0.1264 (4)	0.13644 (19)	0.9015 (5)	0.0609 (16)
C1	0.3496 (5)	0.1698 (3)	0.2963 (6)	0.070 (2)
H1A	0.3434	0.1534	0.2367	0.085*
H1B	0.3917	0.1924	0.2965	0.085*
C2	0.2530 (6)	0.1845 (3)	0.2933 (8)	0.105 (4)
H2A	0.2619	0.2086	0.3348	0.126*
H2B	0.2164	0.1920	0.2237	0.126*
C3	0.1051 (5)	0.1672 (3)	0.3346 (7)	0.084 (3)
H3A	0.0636	0.1765	0.2683	0.100*
H3B	0.1135	0.1895	0.3818	0.100*
C4	0.0551 (6)	0.1351 (4)	0.3677 (8)	0.109 (4)
H4A	0.0535	0.1117	0.3254	0.131*
H4B	−0.0115	0.1434	0.3549	0.131*
C5	0.0965 (4)	0.1226 (2)	0.4761 (5)	0.060 (2)
H5A	0.0866	0.1440	0.5189	0.072*
H5B	0.0616	0.0992	0.4869	0.072*
C6	0.2414 (4)	0.0977 (2)	0.5966 (5)	0.0440 (16)
C7	0.3515 (4)	0.0935 (2)	0.6270 (5)	0.0431 (15)
C8	0.4977 (4)	0.0766 (3)	0.7540 (5)	0.060 (2)
H8A	0.5249	0.1034	0.7637	0.072*	0.70
H8B	0.5197	0.0631	0.7038	0.072*	0.70
H8C	0.5244	0.0983	0.7252	0.072*	0.30
H8D	0.5177	0.0514	0.7318	0.072*	0.30
C9A	0.5341 (10)	0.0538 (7)	0.8540 (10)	0.087 (5)	0.70
H9A	0.5166	0.0257	0.8405	0.104*	0.70
H9B	0.6044	0.0553	0.8793	0.104*	0.70
C10A	0.4982 (9)	0.0677 (8)	0.934 (2)	0.089 (9)	0.70
H10A	0.5403	0.0573	0.9992	0.107*	0.70
H10B	0.5021	0.0968	0.9376	0.107*	0.70
C11A	0.3563 (7)	0.0664 (5)	0.9974 (8)	0.074 (4)	0.70
H11A	0.3613	0.0952	1.0092	0.089*	0.70
H11B	0.3905	0.0529	1.0611	0.089*	0.70
C9B	0.542 (3)	0.0809 (13)	0.876 (3)	0.094 (16)	0.30
H9C	0.6116	0.0783	0.8973	0.113*	0.30
H9D	0.5264	0.1073	0.8954	0.113*	0.30
C10B	0.500 (2)	0.0485 (16)	0.929 (6)	0.082 (19)	0.30
H10C	0.5041	0.0226	0.8984	0.098*	0.30
H10D	0.5393	0.0473	1.0000	0.098*	0.30
C11B	0.3519 (11)	0.0359 (8)	0.9847 (19)	0.066 (9)	0.30
H11C	0.3890	0.0400	1.0561	0.079*	0.30
H11D	0.3474	0.0073	0.9711	0.079*	0.30
C12	0.2505 (5)	0.0538 (3)	0.9605 (6)	0.079 (3)
H12A	0.2456	0.0252	0.9708	0.095*	0.70
H12B	0.2161	0.0679	0.9992	0.095*	0.70
H12C	0.2097	0.0347	0.9799	0.095*	0.30
H12D	0.2534	0.0781	0.9999	0.095*	0.30
C13	0.6333 (6)	0.1559 (3)	0.3010 (6)	0.071 (2)
H13	0.6257	0.1282	0.2943	0.086*
C14	0.6876 (7)	0.1749 (3)	0.2500 (7)	0.082 (3)
H14	0.7158	0.1607	0.2095	0.098*
C15	0.6978 (8)	0.2151 (4)	0.2615 (8)	0.099 (3)
H15	0.7344	0.2289	0.2288	0.118*
C16	0.6557 (7)	0.2360 (3)	0.3200 (7)	0.086 (3)
H16	0.6637	0.2637	0.3279	0.103*
C17	0.6009 (5)	0.2152 (2)	0.3674 (6)	0.0584 (19)
C18	0.5531 (5)	0.2348 (2)	0.4322 (6)	0.0587 (19)
C19	0.5430 (7)	0.2758 (3)	0.4393 (8)	0.088 (3)
H19	0.5670	0.2931	0.4008	0.106*
C20	0.4982 (8)	0.2907 (3)	0.5021 (10)	0.108 (4)
H20	0.4933	0.3184	0.5085	0.130*
C21	0.4602 (7)	0.2657 (3)	0.5563 (9)	0.094 (3)
H21	0.4279	0.2758	0.5985	0.113*
C22	0.4707 (6)	0.2254 (3)	0.5472 (7)	0.074 (2)
H22	0.4456	0.2080	0.5845	0.089*
C23	0.4991 (5)	0.0688 (3)	0.3792 (6)	0.061 (2)
H23	0.4494	0.0800	0.3255	0.073*
C24	0.5194 (7)	0.0291 (3)	0.3751 (7)	0.069 (2)
H24	0.4851	0.0138	0.3186	0.083*
C25	0.5902 (7)	0.0118 (3)	0.4542 (8)	0.078 (3)
H25	0.6044	−0.0154	0.4521	0.093*
C26	0.6407 (6)	0.0348 (2)	0.5372 (7)	0.064 (2)
H26	0.6890	0.0236	0.5923	0.077*
C27	0.6173 (5)	0.0754 (2)	0.5362 (6)	0.0507 (18)
C28	0.6653 (4)	0.1040 (2)	0.6174 (5)	0.0504 (18)
C29	0.7330 (5)	0.0935 (3)	0.7115 (6)	0.067 (2)
H29	0.7502	0.0667	0.7262	0.081*
C30	0.7736 (6)	0.1223 (3)	0.7816 (6)	0.077 (3)
H30	0.8168	0.1152	0.8451	0.092*
C31	0.7514 (6)	0.1620 (3)	0.7592 (7)	0.088 (3)
H31	0.7808	0.1823	0.8051	0.106*
C32	0.6834 (6)	0.1705 (3)	0.6656 (6)	0.071 (2)
H32	0.6673	0.1973	0.6496	0.086*
C33	0.0451 (6)	0.0092 (3)	0.7174 (7)	0.074 (2)
H33	0.0966	0.0014	0.7744	0.088*
C34	−0.0044 (8)	−0.0199 (3)	0.6505 (9)	0.098 (3)
H34	0.0131	−0.0468	0.6617	0.117*
C35	−0.0809 (8)	−0.0084 (4)	0.5660 (10)	0.109 (4)
H35	−0.1161	−0.0275	0.5196	0.130*
C36	−0.1044 (6)	0.0315 (4)	0.5512 (7)	0.093 (3)
H36	−0.1558	0.0394	0.4943	0.111*
C37	−0.0523 (5)	0.0603 (3)	0.6204 (6)	0.066 (2)
C38	−0.0660 (5)	0.1041 (3)	0.6141 (7)	0.066 (2)
C39	−0.1320 (6)	0.1226 (4)	0.5294 (7)	0.085 (3)
H39	−0.1714	0.1075	0.4750	0.102*
C40	−0.1371 (7)	0.1639 (4)	0.5288 (9)	0.104 (4)
H40	−0.1807	0.1773	0.4739	0.124*
C41	−0.0779 (8)	0.1850 (4)	0.6092 (10)	0.108 (4)
H41	−0.0796	0.2129	0.6089	0.129*
C42	−0.0162 (7)	0.1650 (3)	0.6901 (8)	0.092 (3)
H42	0.0226	0.1798	0.7453	0.111*
C43	−0.0492 (5)	0.0478 (2)	0.9175 (6)	0.062 (2)
H43	−0.0540	0.0261	0.8738	0.075*
C44	−0.1006 (6)	0.0469 (3)	0.9845 (7)	0.074 (2)
H44	−0.1398	0.0250	0.9859	0.089*
C45	−0.0926 (6)	0.0789 (3)	1.0496 (7)	0.078 (3)
H45	−0.1261	0.0788	1.0960	0.093*
C46	−0.0355 (5)	0.1109 (3)	1.0459 (5)	0.065 (2)
H46	−0.0297	0.1328	1.0890	0.078*
C47	0.0138 (5)	0.1099 (2)	0.9758 (5)	0.0512 (17)
C48	0.0780 (5)	0.1437 (2)	0.9673 (6)	0.0579 (19)
C49	0.0889 (7)	0.1787 (3)	1.0181 (7)	0.084 (3)
H49	0.0532	0.1834	1.0613	0.101*
C50	0.1514 (9)	0.2073 (3)	1.0076 (9)	0.114 (4)
H50	0.1581	0.2316	1.0422	0.137*
C51	0.2039 (7)	0.1994 (3)	0.9451 (10)	0.101 (3)
H51	0.2488	0.2181	0.9385	0.121*
C52	0.1903 (6)	0.1641 (3)	0.8922 (7)	0.082 (3)
H52	0.2258	0.1590	0.8490	0.098*
Cl1	0.22823 (15)	0.04680 (7)	0.23862 (16)	0.0682 (5)
O5	0.2613 (5)	0.05606 (19)	0.3445 (4)	0.096 (2)
O6A	0.3092 (12)	0.0496 (6)	0.2025 (13)	0.100 (5)*	0.40
O7A	0.1588 (12)	0.0733 (4)	0.1845 (13)	0.120 (6)*	0.40
O8A	0.1950 (12)	0.0066 (3)	0.2317 (10)	0.109 (5)*	0.40
O6B	0.1255 (11)	0.0428 (5)	0.1932 (11)	0.142 (5)*	0.60
O7B	0.2757 (9)	0.0151 (4)	0.2112 (9)	0.115 (4)*	0.60
O8B	0.2486 (11)	0.0814 (3)	0.1907 (10)	0.134 (5)*	0.60
Cl2	0.29226 (17)	−0.04446 (8)	0.76641 (19)	0.0836 (7)
O9	0.2776 (6)	−0.00541 (18)	0.7191 (6)	0.127 (3)
O10A	0.3841 (10)	−0.0583 (4)	0.7946 (13)	0.090 (6)*	0.50
O11A	0.2761 (11)	−0.0369 (4)	0.8619 (8)	0.095 (4)*	0.50
O12A	0.2203 (10)	−0.0727 (4)	0.7204 (13)	0.133 (6)*	0.50
O10B	0.3935 (11)	−0.0478 (7)	0.8186 (18)	0.184 (14)*	0.50
O11B	0.2382 (12)	−0.0514 (6)	0.8284 (13)	0.136 (7)*	0.50
O12B	0.2707 (10)	−0.0706 (3)	0.6787 (8)	0.105 (4)*	0.50
Cl3	0.82389 (18)	0.20638 (8)	0.0525 (2)	0.0852 (7)
O13	0.8650 (6)	0.2134 (3)	−0.0225 (6)	0.152 (3)
O14	0.7716 (4)	0.24045 (18)	0.0684 (5)	0.0911 (18)
O15	0.7574 (7)	0.1745 (3)	0.0114 (8)	0.162 (4)
O16	0.8896 (6)	0.1952 (3)	0.1423 (6)	0.175 (5)
Cl4	0.2894 (2)	0.20533 (9)	0.6836 (3)	0.1046 (8)
O17	0.2749 (6)	0.2016 (3)	0.5742 (6)	0.132 (3)
O18	0.3487 (8)	0.2389 (3)	0.7171 (8)	0.167 (4)
O19	0.3350 (7)	0.1729 (3)	0.7385 (7)	0.152 (3)
O20	0.2009 (8)	0.2126 (4)	0.6953 (9)	0.205 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0420 (4)	0.0591 (6)	0.0490 (5)	0.0088 (4)	0.0121 (4)	0.0163 (4)
Cu2	0.0435 (4)	0.0785 (7)	0.0388 (5)	0.0063 (4)	0.0127 (4)	0.0065 (4)
Cu3	0.0467 (5)	0.0476 (5)	0.0534 (5)	0.0015 (4)	0.0147 (4)	0.0064 (4)
Cu4	0.0486 (5)	0.0605 (6)	0.0583 (6)	−0.0013 (4)	0.0188 (4)	0.0025 (5)
O1	0.047 (3)	0.054 (3)	0.059 (3)	0.000 (2)	0.011 (2)	0.025 (3)
O2	0.039 (2)	0.077 (4)	0.044 (3)	0.000 (2)	0.017 (2)	0.005 (2)
O3	0.039 (2)	0.064 (3)	0.044 (3)	0.009 (2)	0.013 (2)	0.015 (2)
O4	0.054 (3)	0.090 (4)	0.042 (3)	0.010 (3)	0.022 (2)	0.008 (3)
N1	0.055 (4)	0.081 (5)	0.057 (4)	0.010 (3)	0.008 (3)	0.027 (4)
N2	0.037 (3)	0.062 (4)	0.038 (3)	0.006 (3)	0.007 (2)	0.005 (3)
N3	0.037 (3)	0.058 (4)	0.041 (3)	0.008 (3)	0.008 (2)	0.010 (3)
N4	0.060 (4)	0.132 (7)	0.048 (4)	0.011 (4)	0.016 (3)	0.016 (4)
N5	0.056 (3)	0.044 (4)	0.070 (4)	−0.002 (3)	0.022 (3)	0.005 (3)
N6	0.050 (3)	0.058 (4)	0.065 (4)	0.005 (3)	0.016 (3)	0.006 (3)
N7	0.050 (3)	0.049 (4)	0.052 (4)	−0.006 (3)	0.021 (3)	0.002 (3)
N8	0.049 (3)	0.055 (4)	0.052 (4)	0.008 (3)	0.009 (3)	−0.003 (3)
N9	0.056 (4)	0.061 (5)	0.071 (4)	0.000 (3)	0.031 (4)	−0.002 (4)
N10	0.046 (3)	0.079 (5)	0.060 (4)	0.005 (3)	0.015 (3)	0.009 (4)
N11	0.046 (3)	0.049 (4)	0.057 (4)	0.000 (3)	0.019 (3)	0.004 (3)
N12	0.050 (3)	0.060 (4)	0.070 (4)	−0.013 (3)	0.017 (3)	0.000 (3)
C1	0.051 (4)	0.087 (6)	0.066 (5)	−0.005 (4)	0.009 (4)	0.025 (5)
C2	0.056 (5)	0.121 (9)	0.113 (8)	0.000 (5)	−0.003 (5)	0.086 (7)
C3	0.049 (5)	0.079 (6)	0.102 (7)	0.007 (4)	−0.004 (5)	0.033 (5)
C4	0.054 (5)	0.172 (11)	0.095 (7)	0.018 (6)	0.018 (5)	0.058 (7)
C5	0.038 (4)	0.078 (6)	0.057 (5)	0.013 (4)	0.006 (3)	0.010 (4)
C6	0.041 (3)	0.050 (4)	0.037 (4)	0.003 (3)	0.007 (3)	0.000 (3)
C7	0.041 (3)	0.047 (4)	0.042 (4)	0.006 (3)	0.014 (3)	0.001 (3)
C8	0.038 (4)	0.088 (6)	0.050 (4)	0.000 (4)	0.010 (3)	0.007 (4)
C9A	0.037 (7)	0.166 (18)	0.049 (9)	0.029 (10)	0.003 (6)	0.035 (11)
C10A	0.047 (9)	0.16 (3)	0.057 (10)	0.031 (11)	0.017 (7)	0.033 (18)
C11A	0.062 (8)	0.114 (12)	0.036 (6)	0.009 (8)	0.002 (6)	0.017 (8)
C9B	0.07 (2)	0.10 (3)	0.10 (3)	−0.04 (3)	0.01 (2)	−0.02 (3)
C10B	0.05 (2)	0.11 (4)	0.07 (3)	0.039 (18)	−0.004 (19)	0.03 (3)
C11B	0.043 (14)	0.11 (3)	0.039 (14)	−0.020 (17)	0.003 (11)	0.027 (18)
C12	0.085 (6)	0.114 (8)	0.043 (5)	0.023 (5)	0.027 (4)	0.021 (5)
C13	0.080 (5)	0.063 (6)	0.075 (6)	−0.008 (4)	0.031 (5)	0.004 (5)
C14	0.100 (7)	0.087 (7)	0.070 (6)	−0.004 (6)	0.042 (5)	0.003 (5)
C15	0.124 (8)	0.105 (9)	0.081 (7)	−0.034 (7)	0.054 (6)	0.010 (6)
C16	0.115 (7)	0.067 (6)	0.081 (6)	−0.019 (5)	0.040 (6)	0.013 (5)
C17	0.051 (4)	0.062 (6)	0.055 (5)	−0.008 (4)	0.009 (4)	0.011 (4)
C18	0.049 (4)	0.051 (5)	0.066 (5)	0.000 (4)	0.005 (4)	0.008 (4)
C19	0.081 (6)	0.054 (6)	0.126 (9)	0.002 (5)	0.030 (6)	0.003 (6)
C20	0.097 (8)	0.064 (7)	0.154 (11)	0.017 (6)	0.030 (8)	−0.007 (7)
C21	0.073 (6)	0.085 (8)	0.121 (9)	0.021 (6)	0.027 (6)	−0.015 (7)
C22	0.064 (5)	0.072 (6)	0.087 (6)	0.014 (4)	0.025 (5)	−0.002 (5)
C23	0.063 (5)	0.064 (6)	0.059 (5)	−0.004 (4)	0.025 (4)	0.001 (4)
C24	0.091 (6)	0.056 (6)	0.067 (6)	−0.015 (5)	0.037 (5)	−0.012 (5)
C25	0.093 (6)	0.049 (5)	0.108 (8)	0.002 (5)	0.055 (6)	−0.005 (6)
C26	0.066 (5)	0.052 (5)	0.083 (6)	0.016 (4)	0.036 (5)	0.020 (5)
C27	0.041 (4)	0.056 (5)	0.059 (5)	0.005 (3)	0.021 (4)	0.011 (4)
C28	0.034 (3)	0.067 (5)	0.051 (4)	0.005 (3)	0.015 (3)	0.007 (4)
C29	0.053 (4)	0.070 (6)	0.072 (6)	0.014 (4)	0.013 (4)	0.007 (5)
C30	0.059 (5)	0.101 (8)	0.055 (5)	0.016 (5)	−0.002 (4)	−0.001 (5)
C31	0.071 (6)	0.098 (8)	0.077 (6)	0.015 (5)	−0.001 (5)	−0.025 (6)
C32	0.069 (5)	0.069 (6)	0.064 (5)	0.013 (4)	0.005 (4)	−0.013 (5)
C33	0.072 (5)	0.080 (7)	0.073 (6)	−0.004 (5)	0.030 (5)	−0.009 (5)
C34	0.105 (8)	0.074 (7)	0.122 (9)	−0.024 (6)	0.050 (7)	−0.029 (7)
C35	0.096 (8)	0.111 (10)	0.111 (9)	−0.021 (7)	0.024 (7)	−0.040 (8)
C36	0.059 (5)	0.142 (10)	0.074 (6)	−0.019 (6)	0.018 (5)	−0.025 (7)
C37	0.039 (4)	0.109 (8)	0.057 (5)	−0.014 (4)	0.027 (4)	−0.007 (5)
C38	0.041 (4)	0.085 (7)	0.078 (6)	0.009 (4)	0.026 (4)	0.017 (5)
C39	0.050 (5)	0.128 (10)	0.073 (6)	0.015 (6)	0.014 (4)	0.013 (6)
C40	0.069 (6)	0.118 (10)	0.110 (9)	0.032 (7)	0.012 (6)	0.043 (8)
C41	0.089 (7)	0.090 (8)	0.136 (10)	0.027 (7)	0.026 (7)	0.033 (8)
C42	0.094 (7)	0.070 (7)	0.103 (8)	0.027 (6)	0.021 (6)	0.015 (6)
C43	0.057 (4)	0.057 (5)	0.073 (5)	−0.007 (4)	0.022 (4)	0.004 (4)
C44	0.067 (5)	0.064 (6)	0.095 (7)	−0.012 (4)	0.031 (5)	0.018 (5)
C45	0.071 (5)	0.096 (7)	0.074 (6)	0.010 (5)	0.036 (5)	0.028 (6)
C46	0.069 (5)	0.080 (6)	0.047 (4)	0.011 (5)	0.021 (4)	−0.003 (4)
C47	0.051 (4)	0.051 (5)	0.050 (4)	0.004 (3)	0.015 (3)	0.005 (4)
C48	0.059 (4)	0.050 (5)	0.060 (5)	0.000 (4)	0.013 (4)	0.000 (4)
C49	0.103 (7)	0.062 (6)	0.081 (6)	−0.026 (5)	0.023 (5)	−0.015 (5)
C50	0.128 (10)	0.070 (7)	0.121 (10)	−0.029 (7)	0.010 (8)	−0.010 (7)
C51	0.083 (7)	0.079 (8)	0.128 (10)	−0.037 (6)	0.017 (7)	0.007 (7)
C52	0.072 (6)	0.074 (7)	0.094 (7)	−0.021 (5)	0.020 (5)	0.014 (6)
Cl1	0.0690 (12)	0.0628 (14)	0.0641 (13)	−0.0030 (10)	0.0107 (10)	−0.0037 (10)
O5	0.137 (6)	0.093 (5)	0.057 (4)	−0.005 (4)	0.031 (4)	−0.009 (3)
Cl2	0.0859 (15)	0.0764 (17)	0.0951 (17)	0.0061 (13)	0.0388 (14)	−0.0043 (14)
O9	0.195 (8)	0.074 (5)	0.139 (6)	0.009 (5)	0.092 (6)	0.020 (5)
Cl3	0.0882 (16)	0.0898 (18)	0.0856 (17)	0.0080 (14)	0.0397 (14)	−0.0071 (14)
O13	0.153 (7)	0.216 (10)	0.117 (6)	0.012 (7)	0.084 (6)	−0.005 (6)
O14	0.091 (4)	0.084 (4)	0.105 (5)	0.016 (4)	0.041 (4)	−0.002 (4)
O15	0.166 (8)	0.099 (6)	0.223 (10)	−0.011 (6)	0.068 (8)	−0.044 (7)
O16	0.162 (7)	0.240 (11)	0.080 (5)	0.124 (8)	−0.017 (5)	−0.044 (6)
Cl4	0.126 (2)	0.0728 (19)	0.124 (2)	0.0064 (17)	0.054 (2)	0.0040 (18)
O17	0.149 (7)	0.147 (7)	0.103 (6)	−0.017 (6)	0.047 (5)	−0.014 (5)
O18	0.217 (10)	0.093 (6)	0.187 (9)	−0.046 (7)	0.064 (8)	−0.052 (6)
O19	0.176 (8)	0.115 (7)	0.157 (8)	0.075 (6)	0.045 (6)	0.044 (6)
O20	0.200 (10)	0.233 (12)	0.243 (12)	0.098 (9)	0.153 (10)	0.108 (10)

Geometric parameters (Å, º)

Cu1—O1	1.915 (4)	C13—C14	1.379 (11)
Cu1—O3	1.970 (4)	C13—H13	0.9300
Cu1—N1	1.977 (6)	C14—C15	1.350 (12)
Cu1—N2	1.930 (5)	C14—H14	0.9300
Cu2—O2	1.960 (4)	C15—C16	1.362 (13)
Cu2—O4	1.905 (4)	C15—H15	0.9300
Cu2—N3	1.936 (5)	C16—C17	1.381 (10)
Cu2—N4	1.986 (6)	C16—H16	0.9300
Cu3—O1	1.935 (4)	C17—C18	1.463 (11)
Cu3—N5	2.184 (6)	C18—C19	1.378 (11)
Cu3—N6	2.012 (6)	C19—C20	1.348 (14)
Cu3—N7	1.986 (6)	C19—H19	0.9300
Cu3—N8	2.025 (6)	C20—C21	1.359 (14)
Cu4—O4	1.941 (5)	C20—H20	0.9300
Cu4—N9	1.972 (7)	C21—C22	1.360 (12)
Cu4—N10	2.023 (6)	C21—H21	0.9300
Cu4—N11	2.206 (5)	C22—H22	0.9300
Cu4—N12	2.003 (6)	C23—C24	1.358 (10)
C6—O2	1.277 (7)	C23—H23	0.9300
C6—N2	1.284 (8)	C24—C25	1.362 (12)
C6—C7	1.528 (8)	C24—H24	0.9300
C7—O3	1.270 (7)	C25—C26	1.377 (11)
C7—N3	1.266 (8)	C25—H25	0.9300
O1—C1	1.423 (8)	C26—C27	1.391 (10)
O4—C12	1.416 (8)	C26—H26	0.9300
N1—C2	1.377 (9)	C27—C28	1.465 (10)
N1—C3	1.447 (10)	C28—C29	1.397 (10)
N1—H1	0.9100	C29—C30	1.355 (11)
N2—C5	1.475 (8)	C29—H29	0.9300
N3—C8	1.465 (8)	C30—C31	1.371 (12)
N4—C11A	1.442 (8)	C30—H30	0.9300
N4—C11B	1.447 (10)	C31—C32	1.378 (11)
N4—C10A	1.456 (9)	C31—H31	0.9300
N4—C10B	1.464 (10)	C32—H32	0.9300
N4—H4C	0.9100	C33—C34	1.371 (12)
N4—H4D	0.9101	C33—H33	0.9300
N5—C13	1.331 (9)	C34—C35	1.379 (14)
N5—C17	1.341 (9)	C34—H34	0.9300
N6—C22	1.338 (9)	C35—C36	1.368 (14)
N6—C18	1.346 (9)	C35—H35	0.9300
N7—C23	1.317 (9)	C36—C37	1.393 (12)
N7—C27	1.352 (8)	C36—H36	0.9300
N8—C32	1.334 (9)	C37—C38	1.470 (12)
N8—C28	1.349 (9)	C38—C39	1.393 (11)
N9—C33	1.318 (10)	C39—C40	1.375 (14)
N9—C37	1.384 (10)	C39—H39	0.9300
N10—C38	1.333 (10)	C40—C41	1.360 (14)
N10—C42	1.353 (11)	C40—H40	0.9300
N11—C43	1.328 (9)	C41—C42	1.360 (13)
N11—C47	1.336 (9)	C41—H41	0.9300
N12—C52	1.347 (10)	C42—H42	0.9300
N12—C48	1.351 (9)	C43—C44	1.377 (11)
C1—C2	1.481 (11)	C43—H43	0.9300
C1—H1A	0.9700	C44—C45	1.379 (12)
C1—H1B	0.9700	C44—H44	0.9300
C2—H2A	0.9700	C45—C46	1.363 (11)
C2—H2B	0.9700	C45—H45	0.9300
C3—C4	1.454 (12)	C46—C47	1.391 (9)
C3—H3A	0.9700	C46—H46	0.9300
C3—H3B	0.9700	C47—C48	1.493 (10)
C4—C5	1.484 (11)	C48—C49	1.345 (10)
C4—H4A	0.9700	C49—C50	1.359 (13)
C4—H4B	0.9700	C49—H49	0.9300
C5—H5A	0.9700	C50—C51	1.361 (15)
C5—H5B	0.9700	C50—H50	0.9300
C8—C9A	1.516 (16)	C51—C52	1.366 (13)
C8—C9B	1.60 (4)	C51—H51	0.9300
C8—H8A	0.9700	C52—H52	0.9300
C8—H8B	0.9700	Cl1—O7A	1.367 (9)
C8—H8C	0.9700	Cl1—O7B	1.385 (13)
C8—H8D	0.9700	Cl1—O8B	1.412 (9)
C9A—C10A	1.46 (3)	Cl1—O8A	1.415 (8)
C9A—H9A	0.9700	Cl1—O5	1.422 (6)
C9A—H9B	0.9700	Cl1—O6B	1.429 (15)
C10A—H10A	0.9700	Cl1—O6A	1.434 (17)
C10A—H10B	0.9700	Cl2—O10A	1.348 (11)
C11A—C12	1.517 (9)	Cl2—O11B	1.369 (9)
C11A—H11A	0.9700	Cl2—O12A	1.396 (9)
C11A—H11B	0.9700	Cl2—O10B	1.420 (14)
C9B—C10B	1.540 (10)	Cl2—O9	1.440 (6)
C9B—H9C	0.9700	Cl2—O11A	1.445 (8)
C9B—H9D	0.9700	Cl2—O12B	1.445 (8)
C10B—H10C	0.9700	Cl3—O16	1.350 (7)
C10B—H10D	0.9700	Cl3—O13	1.385 (8)
C11B—C12	1.527 (10)	Cl3—O15	1.425 (9)
C11B—H11C	0.9700	Cl3—O14	1.425 (6)
C11B—H11D	0.9700	Cl4—O19	1.362 (7)
C12—H12A	0.9700	Cl4—O20	1.377 (9)
C12—H12B	0.9700	Cl4—O18	1.396 (8)
C12—H12C	0.9700	Cl4—O17	1.469 (8)
C12—H12D	0.9700
O1—Cu1—O3	92.45 (18)	C12—C11B—H11D	110.1
O1—Cu1—N1	85.9 (2)	H11C—C11B—H11D	108.4
O1—Cu1—N2	175.4 (2)	O4—C12—C11A	109.6 (7)
O3—Cu1—N1	174.3 (3)	O4—C12—C11B	111.8 (10)
O3—Cu1—N2	85.02 (19)	O4—C12—H12A	109.8
N1—Cu1—N2	96.2 (2)	C11A—C12—H12A	109.8
O2—Cu2—O4	92.13 (18)	O4—C12—H12B	109.8
O2—Cu2—N3	85.23 (19)	C11A—C12—H12B	109.8
O2—Cu2—N4	173.3 (3)	H12A—C12—H12B	108.2
O4—Cu2—N3	173.6 (2)	O4—C12—H12C	109.4
O4—Cu2—N4	85.3 (2)	C11B—C12—H12C	109.0
N3—Cu2—N4	96.6 (2)	O4—C12—H12D	108.9
O1—Cu3—N5	103.7 (2)	C11B—C12—H12D	110.2
O1—Cu3—N6	92.1 (2)	H12C—C12—H12D	107.6
O1—Cu3—N7	93.0 (2)	N5—C13—C14	123.5 (8)
O1—Cu3—N8	152.4 (2)	N5—C13—H13	118.2
N5—Cu3—N6	77.8 (2)	C14—C13—H13	118.2
N5—Cu3—N7	101.9 (2)	C15—C14—C13	116.9 (9)
N5—Cu3—N8	103.9 (2)	C15—C14—H14	121.6
N6—Cu3—N7	174.7 (2)	C13—C14—H14	121.6
N6—Cu3—N8	94.3 (2)	C14—C15—C16	121.6 (9)
N7—Cu3—N8	80.6 (2)	C14—C15—H15	119.2
O4—Cu4—N9	94.1 (2)	C16—C15—H15	119.2
O4—Cu4—N10	148.3 (2)	C15—C16—C17	118.5 (9)
O4—Cu4—N11	107.17 (19)	C15—C16—H16	120.8
O4—Cu4—N12	93.9 (2)	C17—C16—H16	120.8
N9—Cu4—N10	80.8 (3)	N5—C17—C16	121.2 (8)
N9—Cu4—N11	98.0 (2)	N5—C17—C18	116.0 (6)
N9—Cu4—N12	171.6 (2)	C16—C17—C18	122.7 (8)
N10—Cu4—N11	104.5 (2)	N6—C18—C19	119.6 (8)
N10—Cu4—N12	93.4 (3)	N6—C18—C17	115.6 (7)
N11—Cu4—N12	77.5 (2)	C19—C18—C17	124.7 (8)
Cu1—O1—Cu3	123.1 (2)	C20—C19—C18	119.8 (10)
Cu1—O1—C1	112.6 (4)	C20—C19—H19	120.1
Cu3—O1—C1	120.8 (4)	C18—C19—H19	120.1
Cu2—O4—Cu4	120.5 (2)	C19—C20—C21	120.6 (10)
Cu2—O4—C12	113.5 (4)	C19—C20—H20	119.7
Cu4—O4—C12	120.9 (4)	C21—C20—H20	119.7
C6—O2—Cu2	109.8 (4)	C20—C21—C22	118.2 (10)
C7—O3—Cu1	110.5 (4)	C20—C21—H21	120.9
C2—N1—C3	122.8 (7)	C22—C21—H21	120.9
C2—N1—Cu1	105.6 (5)	N6—C22—C21	122.1 (9)
C3—N1—Cu1	118.0 (5)	N6—C22—H22	118.9
C2—N1—H1	102.4	C21—C22—H22	118.9
C3—N1—H1	102.4	N7—C23—C24	122.5 (8)
Cu1—N1—H1	102.4	N7—C23—H23	118.8
C6—N2—C5	118.3 (5)	C24—C23—H23	118.8
C6—N2—Cu1	112.9 (4)	C23—C24—C25	119.7 (8)
C5—N2—Cu1	127.9 (4)	C23—C24—H24	120.2
C7—N3—C8	118.1 (5)	C25—C24—H24	120.2
C7—N3—Cu2	113.1 (4)	C24—C25—C26	119.5 (8)
C8—N3—Cu2	128.6 (4)	C24—C25—H25	120.2
C11A—N4—C10A	119.6 (13)	C26—C25—H25	120.2
C11B—N4—C10B	124 (2)	C25—C26—C27	118.0 (8)
C11A—N4—Cu2	106.9 (6)	C25—C26—H26	121.0
C11B—N4—Cu2	109.2 (9)	C27—C26—H26	121.0
C10A—N4—Cu2	116.3 (12)	N7—C27—C26	121.3 (7)
C10B—N4—Cu2	120 (3)	N7—C27—C28	114.0 (6)
C11A—N4—H4C	104.1	C26—C27—C28	124.7 (7)
C10A—N4—H4C	104.1	N8—C28—C29	120.0 (7)
Cu2—N4—H4C	104.1	N8—C28—C27	115.3 (6)
C11B—N4—H4D	101.2	C29—C28—C27	124.7 (7)
C10B—N4—H4D	96.4	C30—C29—C28	120.1 (8)
Cu2—N4—H4D	100.0	C30—C29—H29	119.9
C13—N5—C17	118.3 (7)	C28—C29—H29	119.9
C13—N5—Cu3	129.0 (5)	C29—C30—C31	120.3 (8)
C17—N5—Cu3	111.9 (5)	C29—C30—H30	119.8
C22—N6—C18	119.6 (7)	C31—C30—H30	119.8
C22—N6—Cu3	122.4 (6)	C30—C31—C32	116.9 (9)
C18—N6—Cu3	117.9 (5)	C30—C31—H31	121.5
C23—N7—C27	119.0 (6)	C32—C31—H31	121.5
C23—N7—Cu3	125.2 (5)	N8—C32—C31	124.2 (8)
C27—N7—Cu3	115.8 (5)	N8—C32—H32	117.9
C32—N8—C28	118.3 (6)	C31—C32—H32	117.9
C32—N8—Cu3	127.8 (5)	N9—C33—C34	123.1 (9)
C28—N8—Cu3	113.7 (5)	N9—C33—H33	118.4
C33—N9—C37	119.8 (8)	C34—C33—H33	118.4
C33—N9—Cu4	125.0 (6)	C33—C34—C35	118.5 (11)
C37—N9—Cu4	115.1 (6)	C33—C34—H34	120.7
C38—N10—C42	116.8 (8)	C35—C34—H34	120.7
C38—N10—Cu4	115.1 (6)	C36—C35—C34	119.3 (11)
C42—N10—Cu4	128.0 (6)	C36—C35—H35	120.3
C43—N11—C47	119.2 (6)	C34—C35—H35	120.3
C43—N11—Cu4	129.0 (5)	C35—C36—C37	120.7 (10)
C47—N11—Cu4	111.4 (4)	C35—C36—H36	119.6
C52—N12—C48	118.7 (7)	C37—C36—H36	119.6
C52—N12—Cu4	121.7 (6)	N9—C37—C36	118.5 (9)
C48—N12—Cu4	118.7 (5)	N9—C37—C38	114.0 (7)
O1—C1—C2	108.1 (6)	C36—C37—C38	127.5 (9)
O1—C1—H1A	110.1	N10—C38—C39	123.2 (9)
C2—C1—H1A	110.1	N10—C38—C37	114.7 (7)
O1—C1—H1B	110.1	C39—C38—C37	122.1 (9)
C2—C1—H1B	110.1	C40—C39—C38	117.8 (10)
H1A—C1—H1B	108.4	C40—C39—H39	121.1
N1—C2—C1	115.0 (7)	C38—C39—H39	121.1
N1—C2—H2A	108.5	C41—C40—C39	119.6 (10)
C1—C2—H2A	108.5	C41—C40—H40	120.2
N1—C2—H2B	108.5	C39—C40—H40	120.2
C1—C2—H2B	108.5	C42—C41—C40	119.5 (11)
H2A—C2—H2B	107.5	C42—C41—H41	120.3
N1—C3—C4	116.5 (8)	C40—C41—H41	120.3
N1—C3—H3A	108.2	N10—C42—C41	123.1 (11)
C4—C3—H3A	108.2	N10—C42—H42	118.5
N1—C3—H3B	108.2	C41—C42—H42	118.5
C4—C3—H3B	108.2	N11—C43—C44	122.0 (8)
H3A—C3—H3B	107.3	N11—C43—H43	119.0
C3—C4—C5	116.7 (9)	C44—C43—H43	119.0
C3—C4—H4A	108.1	C43—C44—C45	118.7 (8)
C5—C4—H4A	108.1	C43—C44—H44	120.7
C3—C4—H4B	108.1	C45—C44—H44	120.7
C5—C4—H4B	108.1	C46—C45—C44	119.9 (8)
H4A—C4—H4B	107.3	C46—C45—H45	120.0
N2—C5—C4	113.3 (6)	C44—C45—H45	120.0
N2—C5—H5A	108.9	C45—C46—C47	118.3 (8)
C4—C5—H5A	108.9	C45—C46—H46	120.9
N2—C5—H5B	108.9	C47—C46—H46	120.9
C4—C5—H5B	108.9	N11—C47—C46	121.9 (7)
H5A—C5—H5B	107.7	N11—C47—C48	116.6 (6)
O2—C6—N2	128.2 (6)	C46—C47—C48	121.5 (7)
O2—C6—C7	117.7 (5)	C49—C48—N12	120.8 (7)
N2—C6—C7	114.2 (6)	C49—C48—C47	125.4 (8)
N3—C7—O3	128.6 (6)	N12—C48—C47	113.8 (7)
N3—C7—C6	114.1 (5)	C48—C49—C50	121.1 (10)
O3—C7—C6	117.2 (5)	C48—C49—H49	119.4
N3—C8—C9A	111.8 (8)	C50—C49—H49	119.4
N3—C8—C9B	112.6 (18)	C49—C50—C51	118.4 (11)
N3—C8—H8A	109.2	C49—C50—H50	120.8
C9A—C8—H8A	109.2	C51—C50—H50	120.8
N3—C8—H8B	109.2	C50—C51—C52	119.8 (10)
C9A—C8—H8B	109.2	C50—C51—H51	120.1
H8A—C8—H8B	107.9	C52—C51—H51	120.1
N3—C8—H8C	109.1	N12—C52—C51	121.1 (9)
C9B—C8—H8C	107.0	N12—C52—H52	119.5
N3—C8—H8D	109.4	C51—C52—H52	119.5
C9B—C8—H8D	110.8	O7B—Cl1—O8B	106.8 (8)
H8C—C8—H8D	107.9	O7A—Cl1—O8A	113.4 (8)
C10A—C9A—C8	116.0 (17)	O7A—Cl1—O5	111.4 (9)
C10A—C9A—H9A	108.3	O7B—Cl1—O5	114.9 (6)
C8—C9A—H9A	108.3	O8B—Cl1—O5	105.0 (6)
C10A—C9A—H9B	108.3	O8A—Cl1—O5	105.4 (6)
C8—C9A—H9B	108.3	O7B—Cl1—O6B	110.9 (8)
H9A—C9A—H9B	107.4	O8B—Cl1—O6B	102.9 (9)
N4—C10A—C9A	114.4 (19)	O5—Cl1—O6B	115.1 (7)
N4—C10A—H10A	108.7	O7A—Cl1—O6A	108.3 (11)
C9A—C10A—H10A	108.7	O8A—Cl1—O6A	109.9 (10)
N4—C10A—H10B	108.7	O5—Cl1—O6A	108.2 (7)
C9A—C10A—H10B	108.7	O10A—Cl2—O12A	115.5 (11)
H10A—C10A—H10B	107.6	O11B—Cl2—O10B	112.8 (9)
N4—C11A—C12	108.8 (7)	O10A—Cl2—O9	115.0 (7)
N4—C11A—H11A	109.9	O11B—Cl2—O9	114.2 (9)
C12—C11A—H11A	109.9	O12A—Cl2—O9	115.0 (8)
N4—C11A—H11B	109.9	O10B—Cl2—O9	106.0 (8)
C12—C11A—H11B	109.9	O10A—Cl2—O11A	104.1 (9)
H11A—C11A—H11B	108.3	O12A—Cl2—O11A	102.1 (10)
C10B—C9B—C8	111 (4)	O9—Cl2—O11A	102.6 (7)
C10B—C9B—H9C	109.4	O11B—Cl2—O12B	114.9 (10)
C8—C9B—H9C	109.4	O10B—Cl2—O12B	106.3 (13)
C10B—C9B—H9D	109.4	O9—Cl2—O12B	101.6 (5)
C8—C9B—H9D	109.4	O16—Cl3—O13	112.9 (6)
H9C—C9B—H9D	108.0	O16—Cl3—O15	110.3 (7)
N4—C10B—C9B	114 (3)	O13—Cl3—O15	103.5 (6)
N4—C10B—H10C	108.8	O16—Cl3—O14	109.2 (4)
C9B—C10B—H10C	108.8	O13—Cl3—O14	111.8 (5)
N4—C10B—H10D	108.8	O15—Cl3—O14	109.0 (5)
C9B—C10B—H10D	108.8	O19—Cl4—O20	112.2 (6)
H10C—C10B—H10D	107.7	O19—Cl4—O18	108.3 (7)
N4—C11B—C12	108.0 (9)	O20—Cl4—O18	108.8 (7)
N4—C11B—H11C	110.1	O19—Cl4—O17	112.8 (6)
C12—C11B—H11C	110.1	O20—Cl4—O17	108.6 (7)
N4—C11B—H11D	110.1	O18—Cl4—O17	105.9 (6)
O3—Cu1—O1—C1	−174.9 (5)	O2—C6—C7—O3	180.0 (6)
N1—Cu1—O1—C1	−0.4 (5)	N2—C6—C7—O3	0.0 (9)
O3—Cu1—O1—Cu3	−16.1 (3)	C7—N3—C8—C9A	−172.1 (10)
N1—Cu1—O1—Cu3	158.4 (4)	Cu2—N3—C8—C9A	13.6 (13)
N7—Cu3—O1—C1	−123.3 (6)	C7—N3—C8—C9B	149.8 (17)
N6—Cu3—O1—C1	57.7 (6)	Cu2—N3—C8—C9B	−24.5 (18)
N8—Cu3—O1—C1	161.3 (6)	N3—C8—C9A—C10A	−52 (2)
N5—Cu3—O1—C1	−20.3 (6)	C11A—N4—C10A—C9A	177.8 (16)
N7—Cu3—O1—Cu1	79.6 (3)	Cu2—N4—C10A—C9A	−51 (2)
N6—Cu3—O1—Cu1	−99.4 (3)	C8—C9A—C10A—N4	76 (3)
N8—Cu3—O1—Cu1	4.2 (7)	C10A—N4—C11A—C12	174.9 (14)
N5—Cu3—O1—Cu1	−177.4 (3)	Cu2—N4—C11A—C12	40.1 (12)
O4—Cu2—O2—C6	171.3 (5)	N3—C8—C9B—C10B	58 (4)
N3—Cu2—O2—C6	−2.8 (5)	C11B—N4—C10B—C9B	−164 (4)
O1—Cu1—O3—C7	172.6 (4)	Cu2—N4—C10B—C9B	50 (7)
N2—Cu1—O3—C7	−3.5 (4)	C8—C9B—C10B—N4	−73 (7)
O2—Cu2—O4—C12	−173.9 (6)	C10B—N4—C11B—C12	175 (4)
N4—Cu2—O4—C12	−0.1 (6)	Cu2—N4—C11B—C12	−35 (2)
O2—Cu2—O4—Cu4	−18.7 (3)	Cu2—O4—C12—C11A	22.4 (9)
N4—Cu2—O4—Cu4	155.0 (4)	Cu4—O4—C12—C11A	−132.6 (7)
N9—Cu4—O4—C12	−123.2 (6)	Cu2—O4—C12—C11B	−19.9 (14)
N12—Cu4—O4—C12	54.6 (6)	Cu4—O4—C12—C11B	−174.9 (12)
N10—Cu4—O4—C12	157.6 (6)	N4—C11A—C12—O4	−41.6 (13)
N11—Cu4—O4—C12	−23.5 (6)	N4—C11B—C12—O4	36 (2)
N9—Cu4—O4—Cu2	83.5 (3)	C17—N5—C13—C14	1.2 (12)
N12—Cu4—O4—Cu2	−98.7 (3)	Cu3—N5—C13—C14	−167.9 (6)
N10—Cu4—O4—Cu2	4.3 (7)	N5—C13—C14—C15	0.3 (14)
N11—Cu4—O4—Cu2	−176.8 (3)	C13—C14—C15—C16	−0.6 (15)
O1—Cu1—N1—C2	−19.8 (7)	C14—C15—C16—C17	−0.5 (15)
N2—Cu1—N1—C2	156.0 (7)	C13—N5—C17—C16	−2.4 (11)
O1—Cu1—N1—C3	−161.7 (6)	Cu3—N5—C17—C16	168.5 (6)
N2—Cu1—N1—C3	14.2 (7)	C13—N5—C17—C18	179.8 (7)
O3—Cu1—N2—C6	3.6 (5)	Cu3—N5—C17—C18	−9.3 (8)
N1—Cu1—N2—C6	−170.8 (5)	C15—C16—C17—N5	2.1 (13)
O3—Cu1—N2—C5	172.7 (6)	C15—C16—C17—C18	179.7 (8)
N1—Cu1—N2—C5	−1.7 (6)	C22—N6—C18—C19	−0.8 (11)
O2—Cu2—N3—C7	2.1 (5)	Cu3—N6—C18—C19	176.3 (6)
N4—Cu2—N3—C7	−171.5 (5)	C22—N6—C18—C17	−179.8 (6)
O2—Cu2—N3—C8	176.6 (6)	Cu3—N6—C18—C17	−2.7 (8)
N4—Cu2—N3—C8	3.1 (7)	N5—C17—C18—N6	8.3 (9)
O4—Cu2—N4—C11A	−23.0 (7)	C16—C17—C18—N6	−169.4 (7)
N3—Cu2—N4—C11A	150.8 (7)	N5—C17—C18—C19	−170.6 (8)
O4—Cu2—N4—C11B	20.9 (13)	C16—C17—C18—C19	11.6 (12)
N3—Cu2—N4—C11B	−165.3 (13)	N6—C18—C19—C20	1.6 (13)
O4—Cu2—N4—C10A	−159.5 (13)	C17—C18—C19—C20	−179.5 (9)
N3—Cu2—N4—C10A	14.3 (13)	C18—C19—C20—C21	−2.1 (16)
O4—Cu2—N4—C10B	172 (3)	C19—C20—C21—C22	1.6 (16)
N3—Cu2—N4—C10B	−14 (3)	C18—N6—C22—C21	0.3 (12)
O1—Cu3—N5—C13	−95.0 (7)	Cu3—N6—C22—C21	−176.6 (7)
N7—Cu3—N5—C13	1.1 (7)	C20—C21—C22—N6	−0.7 (14)
N6—Cu3—N5—C13	175.7 (7)	C27—N7—C23—C24	−2.1 (10)
N8—Cu3—N5—C13	84.2 (7)	Cu3—N7—C23—C24	177.7 (5)
O1—Cu3—N5—C17	95.3 (5)	N7—C23—C24—C25	1.6 (11)
N7—Cu3—N5—C17	−168.6 (5)	C23—C24—C25—C26	−0.3 (12)
N6—Cu3—N5—C17	6.1 (5)	C24—C25—C26—C27	−0.5 (11)
N8—Cu3—N5—C17	−85.4 (5)	C23—N7—C27—C26	1.3 (9)
O1—Cu3—N6—C22	71.8 (6)	Cu3—N7—C27—C26	−178.5 (5)
N8—Cu3—N6—C22	−81.4 (6)	C23—N7—C27—C28	−179.8 (5)
N5—Cu3—N6—C22	175.3 (6)	Cu3—N7—C27—C28	0.4 (7)
O1—Cu3—N6—C18	−105.2 (5)	C25—C26—C27—N7	0.0 (10)
N8—Cu3—N6—C18	101.7 (5)	C25—C26—C27—C28	−178.8 (7)
N5—Cu3—N6—C18	−1.7 (5)	C32—N8—C28—C29	3.4 (9)
O1—Cu3—N7—C23	30.4 (5)	Cu3—N8—C28—C29	−170.8 (5)
N8—Cu3—N7—C23	−176.6 (6)	C32—N8—C28—C27	−177.1 (6)
N5—Cu3—N7—C23	−74.2 (5)	Cu3—N8—C28—C27	8.6 (7)
O1—Cu3—N7—C27	−149.7 (4)	N7—C27—C28—N8	−6.1 (8)
N8—Cu3—N7—C27	3.2 (4)	C26—C27—C28—N8	172.8 (6)
N5—Cu3—N7—C27	105.6 (4)	N7—C27—C28—C29	173.4 (6)
O1—Cu3—N8—C32	−101.7 (8)	C26—C27—C28—C29	−7.7 (10)
N7—Cu3—N8—C32	179.9 (7)	N8—C28—C29—C30	−0.8 (11)
N6—Cu3—N8—C32	1.4 (7)	C27—C28—C29—C30	179.7 (7)
N5—Cu3—N8—C32	79.9 (6)	C28—C29—C30—C31	−2.5 (12)
O1—Cu3—N8—C28	71.8 (7)	C29—C30—C31—C32	3.0 (13)
N7—Cu3—N8—C28	−6.6 (4)	C28—N8—C32—C31	−2.8 (12)
N6—Cu3—N8—C28	174.9 (5)	Cu3—N8—C32—C31	170.5 (6)
N5—Cu3—N8—C28	−106.6 (5)	C30—C31—C32—N8	−0.4 (13)
O4—Cu4—N9—C33	31.1 (6)	C37—N9—C33—C34	−0.7 (11)
N10—Cu4—N9—C33	179.6 (6)	Cu4—N9—C33—C34	174.5 (6)
N11—Cu4—N9—C33	−76.9 (6)	N9—C33—C34—C35	−0.1 (14)
O4—Cu4—N9—C37	−153.5 (4)	C33—C34—C35—C36	0.5 (15)
N10—Cu4—N9—C37	−5.0 (4)	C34—C35—C36—C37	−0.2 (15)
N11—Cu4—N9—C37	98.5 (5)	C33—N9—C37—C36	1.0 (10)
O4—Cu4—N10—C38	85.3 (7)	Cu4—N9—C37—C36	−174.6 (5)
N9—Cu4—N10—C38	2.3 (5)	C33—N9—C37—C38	−177.6 (6)
N12—Cu4—N10—C38	−171.6 (5)	Cu4—N9—C37—C38	6.7 (7)
N11—Cu4—N10—C38	−93.7 (5)	C35—C36—C37—N9	−0.6 (12)
O4—Cu4—N10—C42	−91.4 (8)	C35—C36—C37—C38	177.8 (8)
N9—Cu4—N10—C42	−174.3 (7)	C42—N10—C38—C39	−0.6 (11)
N12—Cu4—N10—C42	11.8 (7)	Cu4—N10—C38—C39	−177.6 (6)
N11—Cu4—N10—C42	89.7 (7)	C42—N10—C38—C37	177.7 (7)
O4—Cu4—N11—C43	−86.4 (6)	Cu4—N10—C38—C37	0.7 (8)
N9—Cu4—N11—C43	10.4 (6)	N9—C37—C38—N10	−4.8 (9)
N12—Cu4—N11—C43	−176.7 (6)	C36—C37—C38—N10	176.7 (7)
N10—Cu4—N11—C43	93.0 (6)	N9—C37—C38—C39	173.5 (6)
O4—Cu4—N11—C47	100.2 (5)	C36—C37—C38—C39	−5.0 (11)
N9—Cu4—N11—C47	−162.9 (5)	N10—C38—C39—C40	0.6 (12)
N12—Cu4—N11—C47	9.9 (4)	C37—C38—C39—C40	−177.6 (8)
N10—Cu4—N11—C47	−80.4 (5)	C38—C39—C40—C41	0.6 (14)
O4—Cu4—N12—C52	71.0 (6)	C39—C40—C41—C42	−1.6 (16)
N10—Cu4—N12—C52	−78.2 (6)	C38—N10—C42—C41	−0.5 (13)
N11—Cu4—N12—C52	177.7 (6)	Cu4—N10—C42—C41	176.1 (7)
O4—Cu4—N12—C48	−120.0 (5)	C40—C41—C42—N10	1.6 (16)
N10—Cu4—N12—C48	90.8 (6)	C47—N11—C43—C44	−0.3 (11)
N11—Cu4—N12—C48	−13.3 (5)	Cu4—N11—C43—C44	−173.2 (6)
Cu1—O1—C1—C2	19.4 (9)	N11—C43—C44—C45	−0.4 (12)
Cu3—O1—C1—C2	−140.0 (6)	C43—C44—C45—C46	0.7 (13)
C3—N1—C2—C1	176.6 (8)	C44—C45—C46—C47	−0.3 (12)
Cu1—N1—C2—C1	37.2 (10)	C43—N11—C47—C46	0.7 (10)
O1—C1—C2—N1	−38.7 (12)	Cu4—N11—C47—C46	174.8 (5)
C2—N1—C3—C4	177.8 (9)	C43—N11—C47—C48	−179.9 (6)
Cu1—N1—C3—C4	−47.4 (11)	Cu4—N11—C47—C48	−5.8 (7)
N1—C3—C4—C5	70.7 (13)	C45—C46—C47—N11	−0.4 (11)
C6—N2—C5—C4	−172.5 (8)	C45—C46—C47—C48	−179.8 (7)
Cu1—N2—C5—C4	18.9 (10)	C52—N12—C48—C49	3.8 (11)
C3—C4—C5—N2	−52.2 (12)	Cu4—N12—C48—C49	−165.5 (6)
Cu2—O2—C6—N2	−177.0 (6)	C52—N12—C48—C47	−176.5 (7)
Cu2—O2—C6—C7	3.1 (7)	Cu4—N12—C48—C47	14.2 (8)
C5—N2—C6—O2	6.8 (11)	N11—C47—C48—C49	175.2 (7)
Cu1—N2—C6—O2	177.1 (6)	C46—C47—C48—C49	−5.4 (12)
C5—N2—C6—C7	−173.2 (6)	N11—C47—C48—N12	−4.5 (9)
Cu1—N2—C6—C7	−3.0 (7)	C46—C47—C48—N12	174.9 (6)
C8—N3—C7—O3	2.2 (11)	N12—C48—C49—C50	−2.2 (13)
Cu2—N3—C7—O3	177.3 (6)	C47—C48—C49—C50	178.1 (9)
C8—N3—C7—C6	−176.1 (6)	C48—C49—C50—C51	−0.9 (16)
Cu2—N3—C7—C6	−0.9 (7)	C49—C50—C51—C52	2.4 (17)
Cu1—O3—C7—N3	−175.4 (6)	C48—N12—C52—C51	−2.3 (12)
Cu1—O3—C7—C6	2.8 (7)	Cu4—N12—C52—C51	166.7 (7)
O2—C6—C7—N3	−1.6 (9)	C50—C51—C52—N12	−0.8 (16)
N2—C6—C7—N3	178.5 (6)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1B···O18^i	0.97	2.53	3.228 (12)	129
C15—H15···O14	0.93	2.49	3.317 (11)	148
C22—H22···O17	0.93	2.46	3.111 (12)	127
C31—H31···O13^ii	0.93	2.52	3.396 (13)	157
C30—H30···Cg1^iii	0.93	2.58	3.470 (9)	160

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