A head-to-head isomer of di-μ-pivalamidato-κ⁴N,O-bis­[(1,10-phenanthroline-κ²N,N′)­platinum(II)] dinitrate dihydrate

In the title compound, [Pt₂(C₅H₁₀NO)₂(C₁₂H₈N₂)₂](NO₃)₂·2H₂O, the intradimer Pt—Pt distance is relatively short [2.8489 (17) Å], which must be due to the strong intramolecular π–π-stacking interactions between the phenanthroline moieties. The dimers stack along the c axis, forming one-dimensional columns in which very intriguing d–d, π–π and d–π interactions exist. Although the dimer–dimer Pt...Pt distances are very long [4.340 (2) and 4.231 (2) Å], some short interdimer Pt...C contacts leading to strong interdimer associations are found [3.325 (19) and 3.402 (19) Å].

S1. Comment

Interest over many years has concentrated on one-dimensional platinum chain systems consisting of dinuclear entities doubly bridged, in cis positions, by amidate or carboxylate ligands (Sakai, Takeshita et al., 1998; Sakai, Ishigami et al., 2002). One of the attractive features of such dimers lies in their structural flexibility allowing the change in the Pt—Pt distance upon the change in the Pt oxidation level. Such flexibility must be considered as a unique character of the `U-shaped' dimers mentioned above, and is not exhibited by the quadruply bridged dimers, known as `lantern dimers'. In this context, we recently succeeded in the development of quite unusual Magnus-type one-dimensional double salts involving a pivalamidate-bridged Pt(bpy) dimer [Pt₂(bpy)₂(µ-pivalamidato)₂]²⁺ (bpy = 2,2'-bipyridine; Sakai, Akiyama et al., 2002). Note that two geometrical isomers, viz. head-to-head (HH) and head-to-tail (HT), are possible for this class of doubly bridged dimers, because of the asymmetric feature of amidate N—C—O units. As part of the project, we report here the crystal structure of the 1,10-phenanthroline (phen) analog in a head-to-head arrangement, HH-[Pt₂(phen)₂(µ-pivalamidato)₂](NO₃)₂·2H₂O, (I). We have obtained also the crystals of the HT isomer, the details on which will be separately reported elsewhere.

The asymmetric unit of (I) consists of a dimer cation, two nitrate anions, and two water molecules. The mean-plane calculations performed for the four coordinated atoms reveal that the two Pt coordination environments are planar; the four-atom r.m.s. deviations are 0.015 Å for the N1/N2/N5/N6 plane and 0.021 Å for the O1/O2/N3/N4 plane. The dihedral angle between the two Pt coordination planes within the dimeric unit (τ), and their average torsional twist about the Pt—Pt axis (ω) are estimated as τ = 21.5 (4)° and ω = 13 (3)° (Table 1), where ω = 0° indicates that the two Pt coordination planes stack in an eclipsed fashion. On the other hand, the two phen ligands are also found to be planar, where the 14-atom r.m.s. deviation is 0.023 Å for the plane defined by N1/N2/C1–C12 and 0.030 Å for that defined by N3/N4/C13–C24. The dihedral angle between the phen planes [6.2 (3)°] is smaller by 15.3 (4)° than that between the two Pt coordination planes, indicating that a relatively strong π-stacking interaction is achieved within the dimeric unit (Figs. 2 and 3a), where the interplanar spacing is 3.56 (11) Å. Atoms Pt1 and Pt2 atoms are shifted from the individual coordination planes by 0.016 (7) and 0.028 (8) Å, respectively. They are both shifted towards the outside of the dimeric unit as if they were attempting to move away to resist the attractive forces induced by the strong intradimer phen–phen stacking interaction. The intradimer Pt–Pt distance [2.8489 (17) Å] is shorter than that observed for the bpy analog (ca 2.87 Å for HH-[Pt₂(bpy)₂(µ-pivalamidato)₂]²⁺; unpublished results). This is consistent with our interpretation that the aromatic ligands in the equatorial position promote the attractive interaction between the two Pt coordination planes within the dimer unit.

As shown in Fig. 4, the dimer cations stack along the c axis to give beautiful cationic one-dimensional columns [HH—Pt₂(phen)₂(µ-pivalamidato)₂]_n²ⁿ⁺. The Pt1—Pt2 vector is tilted by ca 22° with respect to the c axis, resulting in the relatively long interdimer Pt—Pt distances [4.340 (2) and 4.231 (2) Å; Table 1]. On the other hand, counter-ions and water molecules are inserted into the channels beside the dimer chains to give anionic one-dimensional chains [(NO₃)₂·2H₂O]_n^2n- (Fig. 4a), where hydrogen bonds are formed between the O atoms of nitrate anions and the water molecules, O9 and O10 (Table 2). This is the first example of a crystal structure in which either a Pt(bpy) or a Pt(phen) dimer doubly bridged with amidate ligands gives a `one-dimensional column', in spite of the fact that several crystal structures have already been reported for dimers of this type: HH-[Pt₂(bpy)₂(µ-3,3-dimethylglutarimidato)₂]₂(NO₃)₄ (Matsumoto & Urata, 1993); HT-[Pt₂(bpy)₂(α-pyrrolidinonato)₂](ClO₄)₂ (Matsumoto, Harashima et al., 1992). All the reported compounds were prepared as Pt(bpy) dimers bridged by exocyclic amidate ligands having sterically bulky amidate rings, leading to the partial block of dimer–dimer associations. Importantly, such a blocking effect of exocyclic amidate ligands can be eliminated by employing chain amidate ligands, such as acetamidate, as reported by the authors (Sakai & Matsumoto, 1989; Matsumoto, Sakai et al., 1992). Thus the one-dimensional framework achieved in (I) must be promoted by the use of pivalamidate, which belongs to the chain amidate family.

Although Pt···Pt interactions are not extended in a one-dimensional manner, the dark red (almost black) nature of (I) implies that somewhat strong intermolecular interactions are enhanced within the columnar stack of dimers. As shown in Fig. 2, two crystallographically independent dimer–dimer interactions are found. The dimer–dimer association achieved through an inversion center (see the Pt2—Pt2ⁱⁱ geometry in Fig. 2) is stabilized by several interactions discussed below. One is an edge-to-face interaction formed between the tert-butyl and phen moieties. The other is a dipole–dipole interaction between the cis-PtN₂O₂ coordination planes, as previously reported for many tetranuclear platinum complexes made up of amidate-bridged cis-Pt(NH₃)₂ dimers (Sakai, Tanaka et al., 1998). Two reports also show that similar HH dimers stack to give a dimer of dimers based on the stack of PtO₂(bpy) units in which a crystallographic inversion center is located at the mid-point of the interaction (Trötscher et al., 1990; Matsumoto & Urata, 1993). It is also quite reasonable to consider that the cis-PtN₂O₂ units rather than the PtN₄ units tend to stack through an inversion center to have a more stable dipole-dipole interaction, for a much larger dipole must be originated at the cis-PtN₂O₂ unit compared to the PtN₄ unit. In addition to these interactions, a relatively strong d–π interaction is achieved: Pt2···C13(-x, 1 − y, −z) = 3.325 (19) Å (Fig. 3c). Some other short contacts in this structure are also listed in Table 2.

Two adjacent dimers are also correlated with a twofold axis (see the Pt1—Pt1ⁱ geometry in Figs. 2 and 3 b). In this case, the dimer–dimer interaction is not only stabilized with a π–π-stacking interaction between the phen moieties [the interplanar spacing is 3.36 (7) Å], but also with the hydrophobic interactions between the tert-butyl moieties. Although two relatively weak hydrogen bonds are involved in this geometry (Table 3), they do not participate in the stabilization of the interdimer association. A considerable d–π interaction is also observed: Pt1···C12(-x, y, 1/2 − z) = 3.402 (19) Å. Some other short contacts are also summarized in Table 2.

We think that the strong d–d, π–π and d–π interactions achieved in the present one-dimensional system may lead to the unusual physical properties. Detailed studies on the luminescence and electrical conduction properties of (I), together with those of other related compounds, are still in progress in our laboratory.

S2. Experimental

A solution of PtCl₂(phen) (0.5 mmol, 0.22 g; prepared in the same manner as reported for PtCl₂(bpy); Morgan & Burstall, 1963), AgNO₃ (1 mmol, 0.17 g) and pivalamide (1.5 mmol, 0.15 g) in water (30 ml) was refluxed in the dark for 2 d. The solution was then filtered while it was hot for removal of the AgCl precipitated. The filtrate was left in air at room temperature overnight. The deposited dark-red crystals were collected by filtration (yield, 50%). The compound was recrystallized from water as follows. The compound was dissolved in water at 338 K (ca 0.1 g/2 ml H₂O), followed by filtration of the hot solution. Leaving the filtrate in air at room temperature overnight afforded the final product, (I), as dark red prisms (yield, 30%). Analysis calculated for C₃₄H₄₀N₈O₁₀Pt₂: C 36.76, H 3.63, N 10.09%; found: C 36.58, H 3.46, N 10.02%.

S3. Refinement

It is often possible to determine the binding direction of O and NH of the amidate by comparing the results of least-squares calculations performed for two possible directions (Sakai et al., 2003). On the other hand, it is not very likely that the HH and HT isomers possess the same intradimer Pt—Pt distance (Sakai, Tanaka et al., 1998). We decided to abandon a possibility that the two isomers coexist in a disorder model, since the Pt atoms possess moderately small U_eq values of 0.0404 (2) and 0.0450 (2) Ų. Consequently, one of two possible directions of O—C—N was adopted for each pivalamidate. The location of atoms O1 and N5 has been rationally determined from the comparison of two sets of U_eq values: U_eq(O1) = 0.065 (4) Ų and U_eq(N5) = 0.053 (4) Ų; and U_eq(N instead of O1) = 0.040 (4) Ų and U_eq(O instead of N5) = 0.080 (4) Ų. On the other hand, it was rather difficult to evaluate the validity of our assignment about the location of O2 and N6 atoms based on the following values: U_eq(O2) = 0.063 (4) Ų and U_eq(N6) = 0.041 (4) Ų; and U_eq(N instead of O2) = 0.036 (4) Ų and U_eq(O instead of N6) = 0.067 (4) Ų. Finally, we decided to select the former assignment, since it was quite reasonable to suppose this compound as a HH isomer from many viewpoints as discussed above in Comment. As a result of this selection, a relatively short contact is observed at N6—H6···H6ⁱ—N6ⁱ, where H6···H6ⁱ = 2.11 Å, N6—H6···H6ⁱ = 151°, N6···N6ⁱ = 3.63 (3) Å, N6—H6···H6ⁱ—N6ⁱ = −51° (Fig. 3 b and Table 2). However, such an unusually short contact has been observed thus far in many systems. For instance, H(NH₃)···H(NH₃) = 2.31 (8)–2.40 (7) Å in one case (Hollis & Lippard, 1983). Moreover, H(en)···H(en) = 2.2–2.3 Å was observed in HH-[Pt^III₂(en)₂(µ-α-pyridonato)₂(NO₂)(NO₃)]²⁺ (en = ethylenediamine; O'Halloran et al., 1986). These unusually short H···H contacts are due to a strong Pt—Pt bond formed between the two cis-Pt(NH₃)₂ or Pt(en) moieties. Although the H6···H6ⁱ contact in (I) seems still too short, it must be taken into consideration that H6 was located geometrically. The actual H6···H6ⁱ distance could be longer than that described above to have a more reasonable/acceptable situation with only a slight modification of the H6 position.

One of the two tertiary butyl groups shows orientational disorder in which two sets of positions (C32A/C33A/C34A and C32B/C33B/C34B) are located around atom C31. The disordered C atoms were presumed to have the same isotropic displacement parameter. Furthermore, all the six C(tertiary)—C(methyl) distances were restrained as equal, and three C(methyl)—C(methyl) distances within each site were restrained as equal. The occupation factors of sites A and B converged at 58 (2) and 42 (2)%, respectively. In the other tert-butyl group, the ADP values of C27 are unusual. However, the refinement with a reasonable disorder model was unsuccessful. One of the two nitrate ions was also regarded as being disordered over two sets of positions (N7A/O3A/O4A/O5A and N7B/O3B/O4B/O5B). All the disordered atoms within each site were assumed to have the same isotropic displacement parameter. Moreover, the N—O distances were restrained to be 1.22 (1) Å, three O···O distances within each site were restrained as equal, and each nitrate ion was restrained to be planar. The occupation factors of sites A and B converged at 59 (2) and 41 (2)%, respectively.

All H atoms were located at their idealized positions [C—H(aromatic) = 0.93 Å, C—H(methyl) = 0.96 Å, N—H = 0.86 Å], and included in the refinement in riding-motion approximation, with U_iso(aromatic H) = 1.2U_eq(C), U_iso(methyl H) = 1.5U_eq(C) and U_iso(H on N) = 1.2U_eq(N). Water H atoms were not located. In the final difference Fourier synthesis, seven residual peaks in the range 1.00–2.16 e Å⁻³ were observed within 1.35 Å of the Pt atoms. The deepest hole (−1.25 e Å⁻³) was located at 0.84 Å from Pt1. Maximum and minimum principal-axis ADP ratios of N3 and N4 are 3.5 and 7.2, respectively. These abnormal ADP values might be the result of a low ratio of observed/unique reflections (48%).

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: KENX (Sakai, 2002); software used to prepare material for publication: SHELXL97, TEXSAN (Molecular Structure Corporation, 2001), KENX and ORTEP (Johnson, 1976).

Figures

	Fig. 1. The structure of (I), showing the atom-labeling scheme. Displacement ellipsoids are shown at the 50% probability level. H atoms have been omitted for clarity.
	Fig. 2. A view showing two crystallographically independent dimer–dimer associations. H atoms have been omitted for clarity.
	Fig. 3. Views showing three different stacking interactions achieved within the one-dimensional column: (a) an intradimer association, (b) an interdimer association through a twofold axis and (c) an interdimer association through an inversion center. H atoms have been omitted for clarity. [Symmetry codes: (i) −x, y, 1/2 − z; (ii) −x, 1 − y, −z.]
	Fig. 4. Crystal packing views showing one-dimensional columns consisting of dimer units: (a) along the c axis and (b) along the b axis. H atoms have been omitted for clarity.

di-µ-pivalamidato-bis[(1,10-phenanthroline)platinum(II)] dinitrate dihydrate

Crystal data

[Pt2(C12H8N2)2(C5H10NO)2](NO3)2·2H2O	F(000) = 4288
Mr = 1110.92	? # Insert any comments here.
Monoclinic, C2/c	Dx = 1.973 Mg m^−3
Hall symbol: -C 2yc	Mo Kα radiation, λ = 0.71073 Å
a = 22.454 (10) Å	Cell parameters from 867 reflections
b = 13.341 (6) Å	θ = 3.1–19.8°
c = 27.271 (13) Å	µ = 7.54 mm^−1
β = 113.701 (14)°	T = 296 K
V = 7480 (6) Å^3	Prism, dark red
Z = 8	0.15 × 0.1 × 0.05 mm

Data collection

Bruker SMART APEX CCD-detector diffractometer	6557 independent reflections
Radiation source: fine-focus sealed tube	3177 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.129
Detector resolution: 8.366 pixels mm^-1	θmax = 25.0°, θmin = 1.6°
ω scans	h = −26→25
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	k = −15→13
Tmin = 0.509, Tmax = 0.686	l = −27→32
18755 measured 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)] = 0.067	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.122	H-atom parameters constrained
S = 0.80	w = 1/[σ^2(Fo^2) + (0.0126P)^2] where P = (Fo^2 + 2Fc^2)/3
6557 reflections	(Δ/σ)max < 0.001
478 parameters	Δρmax = 2.16 e Å^−3
35 restraints	Δρmin = −1.25 e Å^−3

Special details

Experimental. The first 50 frames were rescanned at the end of data collection to evaluate any possible decay phenomenon. Since it was judged to be negligible, no decay correction was applied to the data.

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.

Mean-plane data from final SHELXL refinement run:-

Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane)

0.1668 (0.0896) x − 0.7517 (0.0979) y + 24.8494 (0.0486) z = 4.3631 (0.0252)

* 0.0261 (0.0134) C1 * −0.0180 (0.0158) C2 * −0.0252 (0.0169) C3 * 0.0228 (0.0183) C4 * 0.0066 (0.0161) C5 * 0.0116 (0.0154) C6 * −0.0259 (0.0136) C8 * 0.0019 (0.0141) C9 − 3.6146 (0.0227) C16 − 3.5146 (0.0223) C17 − 3.7231 (0.0269) C19 − 3.5338 (0.0216) C20 − 3.6100 (0.0199) C21 − 3.6249 (0.0237) C22 − 3.4595 (0.0276) C23 − 3.3730 (0.0274) C24

Rms deviation of fitted atoms = 0.0194

0.0313 (0.1280) x − 0.4573 (0.1158) y + 24.9412 (0.0633) z = 4.4525 (0.0332)

Angle to previous plane (with approximate e.s.d.) = 1.31 (0.45)

* 0.0059 (0.0101) C5 * 0.0095 (0.0094) C7 * −0.0121 (0.0144) C8 * −0.0043 (0.0165) C9 * −0.0154 (0.0152) C10 * 0.0164 (0.0112) C11 3.3196 (0.0205) C5_$3 3.4699 (0.0375) C7_$3 3.3191 (0.0249) C8_$3 3.3899 (0.0233) C9_$3 3.3788 (0.0219) C10_$3 3.2575 (0.0281) C11_$3

Rms deviation of fitted atoms = 0.0115

− 0.2908 (0.1198) x + 0.6913 (0.0693) y + 25.0775 (0.0580) z = 4.8949 (0.0327)

Angle to previous plane (with approximate e.s.d.) = 5.00 (0.47)

* −0.0152 (0.0073) N1 * 0.0159 (0.0076) N2 * 0.0146 (0.0070) N5 * −0.0152 (0.0073) N6 0.0163 (0.0071) Pt1 − 2.7744 (0.0082) Pt2

Rms deviation of fitted atoms = 0.0152

0.1218 (0.1236) x + 4.2333 (0.0581) y − 23.7397 (0.0732) z = 0.4327 (0.0338)

Angle to previous plane (with approximate e.s.d.) = 21.48 (0.44)

* 0.0223 (0.0080) N3 * −0.0217 (0.0078) N4 * −0.0210 (0.0075) O1 * 0.0204 (0.0073) O2 0.0280 (0.0078) Pt2 − 2.7710 (0.0083) Pt1

Rms deviation of fitted atoms = 0.0214

0.2102 (0.0568) x − 2.0284 (0.0559) y + 24.5771 (0.0364) z = 0.4778 (0.0185)

Angle to previous plane (with approximate e.s.d.) = 9.79 (0.46)

* 0.0422 (0.0166) C13 * −0.0046 (0.0173) C14 * −0.0117 (0.0194) C15 * −0.0303 (0.0196) C16 * −0.0428 (0.0193) C17 * 0.0572 (0.0204) C18 * −0.0007 (0.0204) C19 * −0.0468 (0.0186) C20 * −0.0046 (0.0174) C21 * −0.0115 (0.0183) C22 * 0.0388 (0.0187) C23 * 0.0092 (0.0162) C24 * 0.0247 (0.0155) N3 * −0.0193 (0.0132) N4

Rms deviation of fitted atoms = 0.0303

0.0899 (0.0516) x − 0.6046 (0.0526) y + 24.9015 (0.0277) z = 4.4023 (0.0154)

Angle to previous plane (with approximate e.s.d.) = 6.16 (1/4)

* 0.0349 (0.0152) C1 * −0.0249 (0.0171) C2 * −0.0420 (0.0181) C3 * 0.0121 (0.0185) C4 * 0.0125 (0.0172) C5 * −0.0078 (0.0200) C6 * 0.0364 (0.0181) C7 * −0.0121 (0.0172) C8 * 0.0060 (0.0171) C9 * −0.0122 (0.0172) C10 * 0.0042 (0.0159) C11 * −0.0054 (0.0151) C12 * 0.0278 (0.0139) N1 * −0.0295 (0.0126) N2

Rms deviation of fitted atoms = 0.0228

− 0.2908 (0.1198) x + 0.6913 (0.0693) y + 25.0775 (0.0580) z = 4.8949 (0.0327)

Angle to previous plane (with approximate e.s.d.) = 5.65 (0.35)

* −0.0152 (0.0073) N1 * 0.0159 (0.0076) N2 * 0.0146 (0.0070) N5 * −0.0152 (0.0073) N6 0.0163 (0.0071) Pt1

Rms deviation of fitted atoms = 0.0152

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)
Pt1	0.02906 (3)	0.47369 (4)	0.18312 (3)	0.0404 (2)
Pt2	−0.01786 (3)	0.50440 (5)	0.07045 (3)	0.0450 (2)
O1	0.0487 (6)	0.6166 (8)	0.0929 (6)	0.065 (4)
O2	−0.0764 (6)	0.6016 (8)	0.0878 (6)	0.063 (4)
O3A	0.2451 (11)	0.4149 (19)	0.1629 (10)	0.102 (4)*	0.59 (2)
O3B	0.3053 (16)	0.461 (3)	0.2353 (10)	0.102 (4)*	0.41 (2)
O4A	0.3243 (10)	0.4916 (19)	0.2216 (9)	0.102 (4)*	0.59 (2)
O4B	0.3307 (13)	0.485 (3)	0.1695 (15)	0.102 (4)*	0.41 (2)
O5A	0.3105 (12)	0.4964 (18)	0.1402 (11)	0.102 (4)*	0.59 (2)
O5B	0.2317 (10)	0.482 (3)	0.1579 (12)	0.102 (4)*	0.41 (2)
O6	−0.3176 (7)	0.5305 (11)	0.1033 (7)	0.110 (6)
O7	−0.3213 (8)	0.5316 (12)	0.0241 (7)	0.097 (5)
O8	−0.2458 (8)	0.4574 (12)	0.0892 (8)	0.147 (8)
O9	0.2244 (6)	0.4968 (10)	0.2830 (6)	0.105 (5)
O10A	−0.2336 (19)	0.523 (4)	−0.0324 (18)	0.100 (7)*	0.48 (5)
O10B	−0.2531 (17)	0.476 (3)	−0.0478 (16)	0.100 (7)*	0.52 (5)
N1	0.0779 (6)	0.3445 (8)	0.1860 (6)	0.042 (4)
N2	−0.0388 (5)	0.3786 (8)	0.1849 (5)	0.027 (3)
N3	0.0400 (6)	0.4078 (13)	0.0538 (7)	0.063 (5)
N4	−0.0763 (7)	0.3864 (10)	0.0512 (5)	0.045 (4)
N5	0.0981 (7)	0.5675 (10)	0.1813 (6)	0.053 (4)
H5	0.1334	0.5721	0.2097	0.063*
N6	−0.0255 (6)	0.5936 (8)	0.1779 (6)	0.041 (4)
H6	−0.0196	0.6220	0.2078	0.049*
N7A	0.2934 (7)	0.4677 (12)	0.1752 (8)	0.102 (4)*	0.59 (2)
N7B	0.2893 (10)	0.4758 (14)	0.1876 (11)	0.102 (4)*	0.41 (2)
N8	−0.2957 (9)	0.5048 (12)	0.0704 (10)	0.075 (6)
C1	0.1386 (7)	0.3326 (13)	0.1858 (7)	0.049 (5)
H1	0.1657	0.3870	0.1887	0.058*
C2	0.1571 (9)	0.2373 (18)	0.1810 (8)	0.068 (6)
H2	0.1974	0.2290	0.1793	0.082*
C3	0.1217 (9)	0.1525 (13)	0.1784 (8)	0.067 (6)
H3	0.1377	0.0898	0.1749	0.080*
C4	0.0612 (9)	0.1616 (13)	0.1810 (8)	0.057 (6)
C5	0.0407 (8)	0.2626 (12)	0.1835 (7)	0.042 (4)
C6	0.0176 (10)	0.0803 (13)	0.1784 (10)	0.085 (7)
H6A	0.0303	0.0153	0.1749	0.103*
C7	−0.0400 (8)	0.0942 (12)	0.1807 (9)	0.069 (7)
H7	−0.0655	0.0398	0.1814	0.083*
C8	−0.0224 (7)	0.2828 (13)	0.1832 (7)	0.044 (5)
C9	−0.0622 (7)	0.1969 (11)	0.1820 (7)	0.043 (5)
C10	−0.1234 (7)	0.2211 (13)	0.1821 (8)	0.055 (6)
H10	−0.1528	0.1706	0.1801	0.066*
C11	−0.1389 (8)	0.3190 (14)	0.1852 (7)	0.055 (5)
H11	−0.1787	0.3342	0.1864	0.066*
C12	−0.0957 (7)	0.3992 (14)	0.1866 (7)	0.051 (5)
H12	−0.1076	0.4654	0.1887	0.061*
C13	0.0959 (9)	0.4148 (14)	0.0546 (8)	0.062 (6)
H13	0.1142	0.4785	0.0618	0.074*
C14	0.1342 (9)	0.3426 (19)	0.0464 (8)	0.074 (7)
H14	0.1745	0.3578	0.0462	0.089*
C15	0.1100 (10)	0.2457 (16)	0.0383 (9)	0.073 (7)
H15	0.1345	0.1928	0.0340	0.088*
C16	0.0474 (10)	0.2296 (15)	0.0368 (8)	0.068 (6)
C17	0.0128 (9)	0.3150 (14)	0.0436 (8)	0.056 (6)
C18	0.0193 (11)	0.1288 (14)	0.0322 (10)	0.090 (9)
H18	0.0430	0.0724	0.0312	0.108*
C19	−0.0421 (11)	0.1198 (14)	0.0297 (10)	0.088 (8)
H19	−0.0623	0.0574	0.0232	0.105*
C20	−0.0488 (8)	0.3012 (12)	0.0428 (8)	0.050 (5)
C21	−0.0775 (8)	0.2087 (14)	0.0371 (7)	0.049 (5)
C22	−0.1398 (10)	0.2003 (16)	0.0367 (8)	0.078 (7)
H22	−0.1619	0.1395	0.0304	0.094*
C23	−0.1668 (9)	0.2876 (17)	0.0462 (9)	0.076 (7)
H23	−0.2069	0.2839	0.0485	0.092*
C24	−0.1373 (8)	0.3782 (15)	0.0522 (7)	0.063 (6)
H24	−0.1581	0.4352	0.0570	0.075*
C25	0.0933 (8)	0.6210 (13)	0.1407 (11)	0.062 (7)
C26	0.1424 (11)	0.7130 (12)	0.1464 (9)	0.071 (7)
C27	0.1009 (10)	0.8094 (13)	0.1354 (11)	0.130 (12)
H27A	0.0575	0.7952	0.1102	0.195*
H27B	0.1197	0.8600	0.1210	0.195*
H27C	0.0997	0.8330	0.1683	0.195*
C28	0.1967 (9)	0.7128 (14)	0.2026 (9)	0.084 (7)
H28A	0.2178	0.6486	0.2096	0.125*
H28B	0.1787	0.7257	0.2284	0.125*
H28C	0.2279	0.7640	0.2050	0.125*
C29	0.1693 (10)	0.7024 (16)	0.1037 (9)	0.099 (8)
H29A	0.2027	0.6522	0.1145	0.149*
H29B	0.1872	0.7653	0.0992	0.149*
H29C	0.1350	0.6830	0.0705	0.149*
C30	−0.0665 (8)	0.6325 (12)	0.1378 (9)	0.047 (5)
C31	−0.1097 (7)	0.7239 (12)	0.1383 (6)	0.057 (5)
C32A	−0.1356 (16)	0.702 (3)	0.1813 (11)	0.084 (6)*	0.580 (19)
H32A	−0.0998	0.6885	0.2147	0.126*	0.580 (19)
H32B	−0.1640	0.6452	0.1708	0.126*	0.580 (19)
H32C	−0.1591	0.7595	0.1853	0.126*	0.580 (19)
C32B	−0.091 (2)	0.751 (3)	0.1972 (9)	0.084 (6)*	0.420 (19)
H32D	−0.0458	0.7676	0.2136	0.126*	0.420 (19)
H32E	−0.0999	0.6952	0.2155	0.126*	0.420 (19)
H32F	−0.1164	0.8079	0.1993	0.126*	0.420 (19)
C33A	−0.1672 (13)	0.741 (3)	0.0845 (10)	0.084 (6)*	0.580 (19)
H33A	−0.1902	0.8005	0.0865	0.126*	0.580 (19)
H33B	−0.1961	0.6845	0.0765	0.126*	0.580 (19)
H33C	−0.1515	0.7485	0.0568	0.126*	0.580 (19)
C33B	−0.1822 (10)	0.701 (3)	0.1106 (17)	0.084 (6)*	0.420 (19)
H33D	−0.1936	0.6509	0.1306	0.126*	0.420 (19)
H33E	−0.1921	0.6768	0.0750	0.126*	0.420 (19)
H33F	−0.2067	0.7610	0.1088	0.126*	0.420 (19)
C34A	−0.0664 (14)	0.8164 (18)	0.1535 (14)	0.084 (6)*	0.580 (19)
H34A	−0.0927	0.8751	0.1494	0.126*	0.580 (19)
H34B	−0.0434	0.8216	0.1306	0.126*	0.580 (19)
H34C	−0.0358	0.8109	0.1901	0.126*	0.580 (19)
C34B	−0.091 (2)	0.809 (3)	0.1097 (17)	0.084 (6)*	0.420 (19)
H34D	−0.1074	0.8714	0.1168	0.126*	0.420 (19)
H34E	−0.1091	0.7968	0.0719	0.126*	0.420 (19)
H34F	−0.0444	0.8129	0.1227	0.126*	0.420 (19)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pt1	0.0385 (4)	0.0391 (4)	0.0442 (5)	−0.0043 (3)	0.0174 (3)	−0.0002 (4)
Pt2	0.0457 (4)	0.0431 (4)	0.0457 (5)	0.0065 (3)	0.0177 (4)	0.0000 (3)
O1	0.064 (9)	0.054 (8)	0.091 (14)	0.010 (7)	0.045 (9)	0.029 (8)
O2	0.068 (9)	0.035 (7)	0.084 (14)	−0.005 (6)	0.029 (9)	0.002 (7)
O6	0.134 (13)	0.125 (13)	0.114 (17)	0.038 (11)	0.094 (13)	0.011 (11)
O7	0.121 (13)	0.097 (12)	0.071 (14)	0.009 (10)	0.039 (11)	0.002 (10)
O8	0.115 (13)	0.145 (16)	0.19 (2)	0.074 (12)	0.074 (14)	0.058 (14)
O9	0.082 (9)	0.122 (12)	0.100 (15)	−0.059 (9)	0.025 (9)	0.013 (10)
N1	0.038 (8)	0.024 (8)	0.063 (13)	−0.003 (6)	0.018 (8)	0.000 (7)
N2	0.025 (8)	0.018 (7)	0.041 (11)	0.001 (5)	0.015 (7)	0.002 (6)
N3	0.011 (8)	0.114 (14)	0.058 (14)	−0.007 (8)	0.008 (8)	−0.032 (10)
N4	0.049 (9)	0.078 (11)	0.008 (9)	0.010 (8)	0.013 (7)	0.018 (7)
N5	0.069 (10)	0.065 (10)	0.019 (11)	0.013 (8)	0.012 (8)	0.019 (7)
N6	0.047 (9)	0.025 (8)	0.050 (13)	0.000 (7)	0.018 (9)	−0.003 (7)
N8	0.065 (12)	0.050 (11)	0.13 (2)	0.009 (10)	0.064 (14)	0.007 (12)
C1	0.013 (9)	0.058 (12)	0.057 (16)	−0.006 (8)	−0.004 (9)	0.008 (10)
C2	0.040 (12)	0.115 (19)	0.048 (17)	−0.001 (13)	0.016 (11)	0.010 (13)
C3	0.074 (15)	0.048 (13)	0.070 (18)	0.026 (11)	0.020 (13)	0.006 (10)
C4	0.058 (13)	0.057 (13)	0.066 (17)	0.037 (11)	0.035 (12)	0.011 (10)
C5	0.042 (11)	0.051 (11)	0.033 (13)	0.000 (9)	0.013 (9)	0.002 (9)
C6	0.106 (17)	0.031 (11)	0.15 (2)	0.009 (12)	0.082 (17)	−0.004 (13)
C7	0.059 (13)	0.030 (11)	0.12 (2)	−0.009 (9)	0.042 (14)	0.002 (10)
C8	0.030 (9)	0.058 (13)	0.045 (15)	−0.016 (9)	0.015 (9)	−0.002 (9)
C9	0.028 (9)	0.037 (10)	0.060 (15)	−0.016 (8)	0.014 (9)	−0.006 (8)
C10	0.034 (11)	0.056 (13)	0.076 (18)	−0.012 (9)	0.024 (11)	0.002 (10)
C11	0.060 (13)	0.078 (14)	0.050 (16)	0.008 (11)	0.046 (12)	−0.004 (10)
C12	0.025 (10)	0.080 (14)	0.049 (15)	0.012 (9)	0.015 (9)	0.014 (10)
C13	0.046 (12)	0.067 (13)	0.061 (17)	0.002 (10)	0.010 (11)	−0.014 (11)
C14	0.052 (13)	0.14 (2)	0.045 (17)	0.043 (14)	0.033 (12)	0.021 (14)
C15	0.062 (15)	0.063 (14)	0.10 (2)	0.042 (12)	0.042 (14)	0.004 (13)
C16	0.072 (15)	0.077 (16)	0.052 (17)	0.013 (13)	0.023 (12)	−0.007 (11)
C17	0.057 (13)	0.057 (13)	0.064 (18)	0.008 (11)	0.033 (12)	−0.021 (10)
C18	0.093 (17)	0.043 (14)	0.14 (3)	0.014 (13)	0.048 (18)	−0.029 (12)
C19	0.114 (19)	0.046 (13)	0.10 (2)	0.006 (14)	0.038 (17)	−0.020 (12)
C20	0.044 (11)	0.037 (11)	0.067 (17)	0.003 (9)	0.021 (11)	−0.011 (9)
C21	0.046 (12)	0.070 (14)	0.024 (13)	−0.017 (10)	0.006 (9)	−0.015 (9)
C22	0.075 (16)	0.091 (17)	0.046 (17)	−0.036 (13)	0.001 (13)	−0.018 (12)
C23	0.058 (14)	0.095 (17)	0.08 (2)	0.003 (13)	0.033 (13)	−0.025 (14)
C24	0.029 (11)	0.090 (16)	0.043 (15)	−0.007 (10)	−0.012 (10)	−0.035 (11)
C25	0.017 (10)	0.050 (13)	0.10 (2)	0.004 (9)	0.003 (12)	−0.029 (12)
C26	0.127 (19)	0.037 (11)	0.09 (2)	−0.025 (12)	0.088 (17)	0.001 (11)
C27	0.090 (17)	0.050 (14)	0.25 (4)	−0.026 (12)	0.07 (2)	0.046 (16)
C28	0.066 (14)	0.105 (17)	0.053 (19)	−0.043 (12)	−0.004 (13)	0.005 (13)
C29	0.111 (18)	0.14 (2)	0.052 (19)	−0.052 (15)	0.035 (15)	0.020 (14)
C30	0.039 (11)	0.036 (11)	0.062 (18)	−0.003 (9)	0.016 (11)	−0.005 (10)
C31	0.078 (13)	0.051 (11)	0.045 (15)	−0.003 (10)	0.027 (12)	0.012 (9)

Geometric parameters (Å, º)

Pt1—Pt2	2.8489 (17)	C18—C19	1.36 (2)
Pt1—Pt1^i	4.340 (2)	C19—C21	1.49 (2)
Pt2—Pt2^ii	4.231 (2)	C20—C21	1.37 (2)
Pt1—N1	2.027 (12)	C21—C22	1.40 (2)
Pt1—N2	1.999 (11)	C22—C23	1.38 (2)
Pt2—N3	2.008 (14)	C23—C24	1.36 (2)
Pt2—N4	1.980 (14)	C25—C26	1.62 (2)
Pt1—N5	2.009 (14)	C26—C29	1.52 (3)
Pt1—N6	1.985 (12)	C26—C28	1.53 (3)
Pt2—O1	2.029 (12)	C26—C27	1.55 (2)
Pt2—O2	2.033 (12)	C30—C31	1.56 (2)
O1—C25	1.29 (2)	C31—C34A	1.522 (14)
O2—C30	1.36 (2)	C31—C33B	1.526 (14)
O3B—N7B	1.218 (10)	C31—C34B	1.531 (14)
O4A—N7A	1.215 (10)	C31—C32A	1.531 (14)
O5A—N7A	1.226 (10)	C31—C32B	1.532 (14)
O5B—N7B	1.222 (10)	C31—C33A	1.533 (14)
O6—N8	1.23 (2)	N5—H5	0.8600
O7—N8	1.21 (2)	N6—H6	0.8600
O8—N8	1.206 (18)	C1—H1	0.9300
N1—C5	1.361 (17)	C2—H2	0.9300
N1—C1	1.376 (17)	C3—H3	0.9300
N2—C12	1.326 (17)	C6—H6A	0.9300
N2—C8	1.335 (18)	C7—H7	0.9300
N3—C13	1.249 (19)	C10—H10	0.9300
N3—C17	1.36 (2)	C11—H11	0.9300
N4—C20	1.357 (18)	C12—H12	0.9300
N4—C24	1.384 (19)	C13—H13	0.9300
N5—C25	1.29 (3)	C14—H14	0.9300
N6—C30	1.23 (2)	C15—H15	0.9300
C1—C2	1.36 (2)	C18—H18	0.9300
C2—C3	1.37 (2)	C19—H19	0.9300
C3—C4	1.39 (2)	C22—H22	0.9300
C4—C5	1.43 (2)	C23—H23	0.9300
C4—C6	1.44 (2)	C24—H24	0.9300
C5—C8	1.44 (2)	C27—H27A	0.9600
C6—C7	1.33 (2)	C27—H27B	0.9600
C7—C9	1.46 (2)	C27—H27C	0.9600
C8—C9	1.445 (19)	C28—H28A	0.9600
C9—C10	1.413 (19)	C28—H28B	0.9600
C10—C11	1.36 (2)	C28—H28C	0.9600
C11—C12	1.43 (2)	C29—H29A	0.9600
C13—C14	1.37 (2)	C29—H29B	0.9600
C14—C15	1.38 (2)	C29—H29C	0.9600
C15—C16	1.41 (2)	C32A—H32A	0.9600
C16—C17	1.43 (2)	C33A—H33A	0.9600
C16—C18	1.47 (2)	C34A—H34A	0.9600
C17—C20	1.39 (2)
Pt1···C12^i	3.402 (19)	O3B···O9	2.67 (4)
Pt2···C13^ii	3.325 (19)	O4A···O9	3.30 (3)
Pt2···N3^ii	3.426 (18)	O7···O10A	2.95 (4)
N1···C11^i	3.23 (2)	O7···O10B	3.03 (4)
N2···N2^i	3.26 (3)	O9···O6^i	3.00 (2)
N6···N6^i	3.63 (3)	O10A···O5A^ii	2.76 (5)
C8···C8^i	3.36 (4)	O10B···O4B^ii	3.11 (5)
O1···C17^ii	3.53 (3)	O10B···O5B^ii	3.27 (5)
N6—Pt1—N2	93.3 (5)	C15—C16—C17	117.5 (18)
N6—Pt1—N5	87.6 (5)	C15—C16—C18	122.2 (19)
N2—Pt1—N5	179.1 (5)	C17—C16—C18	120.1 (19)
N6—Pt1—N1	175.2 (5)	N3—C17—C20	119.2 (16)
N2—Pt1—N1	82.3 (5)	N3—C17—C16	121.9 (17)
N5—Pt1—N1	96.9 (5)	C20—C17—C16	118.7 (18)
N6—Pt1—Pt2	81.8 (5)	C19—C18—C16	118.6 (18)
N2—Pt1—Pt2	99.4 (4)	C18—C19—C21	120.7 (18)
N5—Pt1—Pt2	80.7 (4)	N4—C20—C21	123.2 (16)
N1—Pt1—Pt2	97.1 (4)	N4—C20—C17	113.9 (15)
N6—Pt1—Pt1^i	71.0 (4)	C21—C20—C17	122.8 (17)
N2—Pt1—Pt1^i	59.3 (4)	C20—C21—C22	119.7 (18)
N5—Pt1—Pt1^i	121.1 (4)	C20—C21—C19	118.7 (17)
N1—Pt1—Pt1^i	108.0 (4)	C22—C21—C19	121.5 (18)
Pt2—Pt1—Pt1^i	143.20 (4)	C23—C22—C21	116.3 (18)
N4—Pt2—N3	81.4 (6)	C24—C23—C22	122.9 (19)
N4—Pt2—O1	174.9 (5)	C23—C24—N4	120.5 (17)
N3—Pt2—O1	94.3 (5)	N5—C25—O1	127.6 (18)
N4—Pt2—O2	98.5 (5)	N5—C25—C26	121 (2)
N3—Pt2—O2	179.6 (7)	O1—C25—C26	111 (2)
O1—Pt2—O2	85.8 (5)	C29—C26—C28	111.4 (18)
N4—Pt2—Pt1	95.2 (4)	C29—C26—C27	109.0 (18)
N3—Pt2—Pt1	99.2 (5)	C28—C26—C27	111.8 (18)
O1—Pt2—Pt1	82.7 (4)	C29—C26—C25	108.8 (17)
O2—Pt2—Pt1	80.4 (4)	C28—C26—C25	109.5 (16)
N4—Pt2—Pt2^ii	94.9 (4)	C27—C26—C25	106.2 (15)
N3—Pt2—Pt2^ii	53.1 (5)	N6—C30—O2	122.0 (18)
O1—Pt2—Pt2^ii	84.7 (4)	N6—C30—C31	124.7 (19)
O2—Pt2—Pt2^ii	127.3 (4)	O2—C30—C31	113.2 (16)
Pt1—Pt2—Pt2^ii	148.50 (4)	C33B—C31—C34B	110.8 (13)
C25—O1—Pt2	121.2 (12)	C34A—C31—C32A	110.0 (12)
C30—O2—Pt2	124.7 (12)	C33B—C31—C32B	110.6 (13)
N7B—O3B—O9	121.7 (16)	C34B—C31—C32B	110.0 (13)
N7A—O4A—O9	108.2 (11)	C34A—C31—C33A	109.9 (11)
N8—O7—O10B	116.7 (15)	C32A—C31—C33A	109.1 (11)
O3B—O9—O6^i	101.7 (7)	C34A—C31—C30	107.7 (17)
O6^i—O9—O4A	101.2 (5)	C33B—C31—C30	113 (2)
O3B—O9—O8^i	129.5 (8)	C34B—C31—C30	106 (2)
O4A—O9—O8^i	132.9 (6)	C32A—C31—C30	106.7 (17)
O6^i—O9—O5B	137.2 (6)	C32B—C31—C30	107 (2)
O8^i—O9—O5B	164.1 (8)	C33A—C31—C30	113.3 (19)
O5A^ii—O10A—O7	107.3 (14)	C25—N5—H5	117.7
O7—O10B—O4B^ii	115.9 (11)	Pt1—N5—H5	117.7
O7—O10B—O5B^ii	148.3 (13)	C30—N6—H6	115.6
C5—N1—C1	119.8 (13)	Pt1—N6—H6	115.6
C5—N1—Pt1	111.6 (10)	C2—C1—H1	121.6
C1—N1—Pt1	128.3 (11)	N1—C1—H1	121.6
C12—N2—C8	118.8 (13)	C1—C2—H2	117.2
C12—N2—Pt1	128.6 (11)	C3—C2—H2	117.2
C8—N2—Pt1	112.5 (9)	C2—C3—H3	120.5
C13—N3—C17	115.9 (17)	C4—C3—H3	120.5
C13—N3—Pt2	133.3 (14)	C7—C6—H6A	118.5
C17—N3—Pt2	110.6 (11)	C4—C6—H6A	118.5
C20—N4—C24	117.3 (15)	C6—C7—H7	120.7
C20—N4—Pt2	114.4 (11)	C9—C7—H7	120.7
C24—N4—Pt2	127.8 (12)	C11—C10—H10	120.2
C25—N5—Pt1	124.7 (13)	C9—C10—H10	120.2
C30—N6—Pt1	128.7 (15)	C10—C11—H11	119.0
O4A—N7A—O3A	120.7 (9)	C12—C11—H11	119.0
O4A—N7A—O5A	120.1 (9)	N2—C12—H12	120.2
O3A—N7A—O5A	119.2 (9)	C11—C12—H12	120.2
O3B—N7B—O4B	120.2 (9)	N3—C13—H13	115.2
O3B—N7B—O5B	119.9 (9)	C14—C13—H13	115.2
O4B—N7B—O5B	119.9 (9)	C13—C14—H14	121.6
O8—N8—O7	125 (2)	C15—C14—H14	121.6
O8—N8—O6	114 (2)	C14—C15—H15	121.0
O7—N8—O6	121 (2)	C16—C15—H15	121.0
C2—C1—N1	116.8 (15)	C19—C18—H18	120.7
C1—C2—C3	125.7 (18)	C16—C18—H18	120.7
C2—C3—C4	119.0 (17)	C18—C19—H19	119.7
C3—C4—C5	115.0 (17)	C21—C19—H19	119.7
C3—C4—C6	125.9 (17)	C23—C22—H22	121.9
C5—C4—C6	119.0 (15)	C21—C22—H22	121.9
N1—C5—C4	123.6 (15)	C24—C23—H23	118.6
N1—C5—C8	115.7 (14)	C22—C23—H23	118.6
C4—C5—C8	120.7 (15)	C23—C24—H24	119.8
C7—C6—C4	123.0 (16)	N4—C24—H24	119.8
C6—C7—C9	118.5 (16)	C26—C27—H27A	109.5
N2—C8—C5	117.6 (14)	C26—C27—H27B	109.5
N2—C8—C9	125.7 (14)	C26—C27—H27C	109.5
C5—C8—C9	116.7 (15)	H27B—C27—H27C	109.5
C10—C9—C8	114.2 (14)	C26—C28—H28A	109.5
C10—C9—C7	123.7 (14)	C26—C28—H28B	109.5
C8—C9—C7	122.0 (14)	C26—C28—H28C	109.5
C11—C10—C9	119.6 (15)	C26—C29—H29A	109.5
C10—C11—C12	121.9 (16)	C26—C29—H29B	109.5
N2—C12—C11	119.7 (16)	C26—C29—H29C	109.5
N3—C13—C14	129.5 (19)	C31—C32A—H32A	109.5
C13—C14—C15	116.9 (18)	C31—C33A—H33A	109.5
C14—C15—C16	118.0 (17)	C31—C34A—H34A	109.5
N2—Pt1—Pt2—N4	−16.3 (5)	C18—C16—C17—N3	173 (2)
N1—Pt1—Pt2—N3	−15.1 (6)	C15—C16—C17—C20	−179 (2)
N5—Pt1—Pt2—O1	−12.5 (5)	C18—C16—C17—C20	−4 (3)
N6—Pt1—Pt2—O2	−10.6 (4)	C15—C16—C18—C19	−178 (2)
C5—N1—C1—C2	2 (3)	C17—C16—C18—C19	6 (3)
N1—C1—C2—C3	−3 (3)	C16—C18—C19—C21	−7 (4)
C1—C2—C3—C4	0 (3)	C24—N4—C20—C21	−2 (3)
C2—C3—C4—C5	3 (3)	C24—N4—C20—C17	−178.6 (17)
C2—C3—C4—C6	179 (2)	N3—C17—C20—N4	2 (3)
C1—N1—C5—C4	0 (3)	C16—C17—C20—N4	178.2 (17)
C1—N1—C5—C8	−179.2 (16)	N3—C17—C20—C21	−174.6 (18)
C3—C4—C5—N1	−3 (3)	C16—C17—C20—C21	2 (3)
C6—C4—C5—N1	−179.9 (19)	N4—C20—C21—C22	4 (3)
C3—C4—C5—C8	176.4 (18)	C17—C20—C21—C22	180 (2)
C6—C4—C5—C8	0 (3)	N4—C20—C21—C19	−178.2 (18)
C3—C4—C6—C7	−179 (2)	C17—C20—C21—C19	−2 (3)
C5—C4—C6—C7	−3 (3)	C18—C19—C21—C20	5 (3)
C4—C6—C7—C9	5 (3)	C18—C19—C21—C22	−177 (2)
C12—N2—C8—C5	−177.7 (16)	C20—C21—C22—C23	−5 (3)
C12—N2—C8—C9	1 (3)	C19—C21—C22—C23	178 (2)
N1—C5—C8—N2	1 (2)	C21—C22—C23—C24	4 (3)
C4—C5—C8—N2	−179.1 (16)	C22—C23—C24—N4	−3 (3)
N1—C5—C8—C9	−178.5 (16)	C20—N4—C24—C23	1 (3)
C4—C5—C8—C9	2 (2)	N5—C25—C26—C29	130 (2)
N2—C8—C9—C10	1 (3)	O1—C25—C26—C29	−55 (2)
C5—C8—C9—C10	179.7 (17)	N5—C25—C26—C28	8 (2)
N2—C8—C9—C7	−179.4 (17)	O1—C25—C26—C28	−177.0 (16)
C5—C8—C9—C7	−1 (3)	N5—C25—C26—C27	−113 (2)
C6—C7—C9—C10	177 (2)	O1—C25—C26—C27	62 (2)
C6—C7—C9—C8	−3 (3)	N6—C30—C31—C34A	72 (2)
C8—C9—C10—C11	−2 (3)	O2—C30—C31—C34A	−105.1 (17)
C7—C9—C10—C11	177.9 (18)	N6—C30—C31—C33B	−123 (2)
C9—C10—C11—C12	2 (3)	O2—C30—C31—C33B	60 (2)
C8—N2—C12—C11	−2 (2)	N6—C30—C31—C34B	116 (2)
C10—C11—C12—N2	0 (3)	O2—C30—C31—C34B	−61 (2)
C17—N3—C13—C14	0 (3)	N6—C30—C31—C32A	−46 (2)
N3—C13—C14—C15	−3 (3)	O2—C30—C31—C32A	136.8 (17)
C13—C14—C15—C16	3 (3)	N6—C30—C31—C32B	−1 (3)
C14—C15—C16—C17	0 (3)	O2—C30—C31—C32B	−178 (2)
C13—N3—C17—C20	179.1 (19)	N6—C30—C31—C33A	−166.2 (19)
C13—N3—C17—C16	3 (3)	O2—C30—C31—C33A	17 (2)
C15—C16—C17—N3	−3 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N5—H5···O9	0.86	2.43	3.21 (2)	151