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Trinuclear nickel coordination complexes of phenanthrene-9,10-dione dioxime

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a105 E. 24th St., Austin, TX 78704, USA
*Correspondence e-mail: acowley@cm.utexas.edu

Edited by S. Parkin, University of Kentucky, USA (Received 4 February 2016; accepted 9 March 2016; online 24 March 2016)

A trinuclear nickel complex of phenanthrene-9,10-dione dioxime (H2pqd), namely bis­[μ2-9,10-bis­(oxido­imino)­phenanthrene]­bis­[μ2-10-(oxido­imino)phenanthrene-9-one oxime](phenanthrene-9,10-dione dioxime)trinickel(II) toluene disolvate, [Ni3(C14H8N2O2)2(C14H9N2O2)2(C14H10N2O2)]·2C7H8, has been isolated and its crystal structure determined. This complex features three independent NiII atoms that are arranged in a triangular fashion along with five supporting ligands. There are two square-planar NiII atoms and a third pseudo-octa­hedral NiII atom. While the square-planar NiII atoms are stacked, there are no ligand bridges between them. Each square-planar NiII atom, however, bridges with the pseudo-octa­­hedral NiII atom through Ni—N—O—Ni and Ni—O—Ni bonds. A fluorido­bor­ation reaction of the proton-bridged species gave the analogous complex bis­(μ2-bis­{[10-(oxido­imino)-9,10-di­hydro­phenanthren-9-yl­idene]amino}di­fluorido­borato)(phenanthrene-9,10-dione dioxime)trinickel(II) dichloromethane trisolvate, [Ni3(C28H16BF2N4O2)4(C14H10N2O2)]·3CH2Cl2, which shows the same binding structure, but features a widened Ni—Ni inter­action between the square-planar NiII atoms. The proton-bridged complex completes the macrocyclic coordination around the square-planar NiII atoms by means of an O—H⋯O hydrogen bond. Both compounds feature O—H⋯N hydrogen bonds between the oxime and the N atoms attached to square-planar nickel atom. The nickel units show no direct inter­action with their nearest neighbors in the extended lattice. Two π-stacking inter­actions between adjacent mol­ecules are found: one with a centroid–centroid distance of 3.886 (2) Å and the other with a centroid–centroid distance of 4.256 (3) Å. In the latter case, although not aromatic, the distance to the centroid of the central phenanthrene ring is shorter, with a distance of 3.528 (3) Å. Toluene mol­ecules occupy the solvent channels that are oriented along the c axis. In the fluorido­boronate structure, the solvent (DCM) was too badly disordered to be modelled, so its contribution was removed using SQUEEZE [Spek (2015[Spek, A. L. (2015). Acta Cryst. C71, 9-18.]). Acta Cryst. C71, 9–18].

1. Chemical context

Oxime functional groups can coordinate to transition metal ions in a variety of ways, due to the presence of both nitro­gen and oxygen donors. On account of the multitude of possible coordinations, these ligands, and particularly αβ dioximes, have the capability of forming bridging multinuclear complexes with many transition metals, including nickel (Chaudhuri, 2003[Chaudhuri, P. (2003). Coord. Chem. Rev. 243, 143-190.]). From the standpoint of single-mol­ecule magnets, these multi-nuclear complexes play an important role due to their ability to facilitate spin-frustration in magnetic transition-metal clusters (Aromí & Brechin, 2006[Aromí, G. & Brechin, E. K. (2006). Single-Molecule Magnets and Related Phenomena, edited by R. Winpenny, pp. 1-67. Berlin, Heidelberg: Springer.]). Other nickel polynuclear compounds supported by oxime ligands have been reported (Jiang et al., 2005[Jiang, Y.-B., Kou, H.-Z., Wang, R.-J., Cui, A.-L. & Ribas, J. (2005). Inorg. Chem. 44, 709-715.]; Biswas et al., 2009[Biswas, B., Pieper, U., Weyhermüller, T. & Chaudhuri, P. (2009). Inorg. Chem. 48, 6781-6793.]).

Phenanthrene­quinone dioxime (pqdH2) is an αβ dioxime ligand that incorporates a constrained ring system. Similar to other dioximes, however, it exists as three separate stereoisomers (EE, EZ, and ZZ), as confirmed by liquid chromatographymass spectrometry. Inter­estingly, although this compound was synthesized over 100 years ago (Schmidt & Söll, 1907[Schmidt, J. & Söll, J. (1907). Ber. Dtsch. Chem. Ges. 40, 2454-2460.]), no coordination complexes of this ligand have been structurally characterized to date.

[Scheme 1]

2. Structural commentary

Fig. 1[link] shows the structure of [Ni3(H2pqd)(Hpqd)2(pqd)2], (1). This complex consists of three NiII atoms in a triangular arrangement, two of which are in a square-planar coordination environment, while the third is in a pseudo-octa­hedral coord­ination environment. The square-planar NiII atoms (Ni1 and Ni2) consist of one N,N-coordinating and one N,O-coordinating ligand. These ligands form bridges with the pseudo-octa­hedral NiII atom (Ni3) by means of their oxime O atoms. This arrangement permits the formation of Ni—N—O—Ni and Ni—O—Ni bridges between each square-planar NiII atom and the pseudo-octa­hedral NiII atom.

[Figure 1]
Figure 1
Displacement ellipsoid plot at the 50% probability level for [Ni3(H2pqd)(Hpqd)2(pqd)2]. H atoms (with the exception of hydrogen-bonded atoms) and solvent mol­ecules have been omitted for clarity.

The structural features of the core ligation sphere warrant special attention. The Nisp—Nisp distance is 3.3657 (9) Å, a distance that precludes the presence of any metal–metal bonding. However, the distances between each of these nickel moieties and the pseudo-octa­hedral NiII atom are nearly identical [Nisp—Nioct = 3.2697 (7), 3.2674 (7) Å]. The pseudo-octa­hedral nickel geometry deviates significantly from a perfect octa­hedral symmetry [O2—Ni3—O8 = 160.00 (9), O4—Ni3—N10 = 164.8 (1), N9—Ni3—O6 = 165.5 (1)°].

Fig. 2[link] shows the complete coordination geometry of the compound [Ni3(pqdH2)(pqdBF2)2(pqd)2], (2). The physical arrangement of the ligation sphere directly mimics that of (1). In this case, however, the steric bulk of the BF2 groups forces an expansion of the stacked square-planar nickel units, resulting in an Nisp—Nisp distance of 3.592 (1) Å. The distances between these units and the pseudo-octa­hedral NiII atom, however, remain similar [Nisp—Nioct = 3.274 (1), 3.255 (1) Å]. Overall, the entire structure retains all the other structural features that are present in the proton-bridged compound.

[Figure 2]
Figure 2
Displacement ellipsoid plot at the 50% probability level of [Ni3(H2pqd)(BF2pqd)2(pqd)2]. H atoms (with the exception of hydrogen-bonded atoms) and solvent mol­ecules have been omitted for clarity.

The phenanthrene backbones show pronounced twisting between their aromatic rings, which precludes conjugation across this unit. For the proton-bridged complex, the angle between mean planes within a single phenanthrene backbone ranges from 9.24 (19)° (between C45–C50 and C51–C56) to 15.44 (13)° (between C59–C64 and C65–C70). For the BF2-bridged complex, there is a wider range of angles, with 5.2 (4)° (between C31–C36 and C37–C42) being the smallest, and 17.5 (3)° (between C59–C64 and C65–C70) being the largest.

3. Supra­molecular features

The proton-bridged complex completes the macrocyclic coordination around the square-planar NiII atoms by means of hydrogen bonds. Furthermore, the ligand that coordinates the pseudo-octa­hedral NiII atom features hydrogen-bonding inter­actions (Table 1[link]) between the oxime hydroxy groups and the ligands of the square-planar NiII atoms. The nickel units show no direct inter­action with their nearest neighbors in the extended lattice. Some π-stacking between adjacent mol­ecules is, however, evident (Fig. 3[link]). Two inter­actions were found, one with a centroid–centroid distance of 3.886 (2) Å (symmetry code: 1 − x, −[{1\over 2}] + y, [{3\over 2}] − z) and the other with a centroid–centroid distance of 4.256 (3) Å (symmetry code: −x, −y, 2 − z). In the latter case, although not aromatic, the distance to the centroid of the central ring of phenanthrene is shorter, with a distance of 3.528 (3) Å. Toluene mol­ecules occupy the solvent channels that are oriented along the c axis.

Table 1
Hydrogen-bond geometry (Å, °) for (1)[link]

D—H⋯A D—H H⋯A DA D—H⋯A
O1—H1A⋯O5 1.29 (6) 1.13 (6) 2.405 (4) 169 (6)
O3—H2A⋯O7 1.17 (5) 1.23 (5) 2.402 (4) 176 (5)
O9—H3A⋯N4 0.86 (6) 1.82 (6) 2.672 (4) 175 (7)
O10—H4A⋯N6 1.04 (5) 1.63 (5) 2.657 (4) 168 (4)
[Figure 3]
Figure 3
Packing diagram of [Ni3(H2pqd)(Hpqd)2(pqd)2], viewed approximately down the c-axis direction.

The BF2-bridged complex completes the macrocyclic coordin­ation around the square-planar NiII atoms by means of covalent O—B—O bonds. However, the hydrogen-bonding inter­actions (Table 2[link]) that lock the pseudo-octa­hedral NiII atom remain in place. The nickel units show no direct inter­action with their nearest neighbors in the extended lattice. A solvent channel oriented along the c axis is also evident (Fig. 4[link]). However, the extreme disorder of the solvent does not permit the determination of a suitable model.

Table 2
Hydrogen-bond geometry (Å, °) for (2)[link]

D—H⋯A D—H H⋯A DA D—H⋯A
O9—H1A⋯N2 0.85 1.96 2.771 (6) 158
O10—H2A⋯N8 1.06 1.77 2.765 (6) 155
[Figure 4]
Figure 4
Packing diagram of Ni3(H2pqd)(BF2pqd)2(pqd)2, viewed approximately down the c-axis direction. Voids presented in brown were calculated in Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]) using a probe radius of 1.2 Å.

4. Synthesis and crystallization

The parent ligand, pqdH2 (0.75 g; 3.1 mmol), was dissolved in 100 ml of ethanol, to which nickel(II) acetate (0.33 g, 1.3 mmol) was added. A red precipitate began to form after approximately 30 min. The solution was then allowed to stir for 1 h, followed by cooling in a freezer and filtration of the crude product (yield: 272 mg, 0.2 mmol, 32%). The resulting product was dissolved in DMF solution and layered with toluene, resulting in the formation of crystals of [Ni3(H2pqd)(Hpqd)2(pqd)2] after a period of 3–4 d. The crystals grew as red blocks with an asymmetric unit consisting of a complete [Ni3(H2pqd)(Hpqd)2(pqd)2] mol­ecule and two toluene solvent mol­ecules.

The foregoing complex is stable enough to undergo a fluorido­boration reaction with boron trifluoride, thereby affording the compound [Ni3(H2pqd)(BF2pqd)2(pqd)2]. [Ni3(H2pqd)(Hpqd)2(pqd)2] was diluted in diethyl ether, thereby creating a slurry. One ml of 1.0 molar BF3–OEt2 (in ether) was then added and the mixture was allowed to react overnight. The resulting precipitate was then filtered off and washed thoroughly with EtOH and Et2O. The resulting precipitate was then dissolved in dichloromethane (DCM) and filtered through Celite (yield: 43 mg, 30 µmol, 79%). Subsequently, a crop of red block-shaped crystals was grown by solvent evaporation over a period of one day.

5. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 3[link]. In proton-bridged structure (1), atoms H1A, H2A and H4A were found by assignment of difference map peaks and refined isotropically without geometrical constraints. The proton H3A was initially placed with the SHELXL HFIX 147 command (refinement on rotation) on O9, but was refined freely. Four distinct hydrogen-bonding inter­actions were evident in the trinuclear cluster. Finally, there were two O—H—O inter­actions between an oxime and oximato of each [Ni(Hpqd)(pqd)] unit that could not be resolved due to rapid conversion to [Ni(pqd)(Hpqd)]. All the restraints that are reported were included for the modelling of the disordered toluene solvent mol­ecules.

Table 3
Experimental details

  (1) (2)
Crystal data
Chemical formula [Ni3(C14H8N2O2)2(C14H9N2O2)2(C14H10N2O2)]·2C7H8 [Ni3(C28H16BF2N4O2)4(C14H10N2O2)]·3CH2Cl2
Mr 1545.55 1456.88
Crystal system, space group Monoclinic, P21/c Monoclinic, P21/c
Temperature (K) 100 100
a, b, c (Å) 15.973 (3), 18.639 (3), 22.785 (4) 15.6414 (8), 30.8358 (11), 14.7380 (8)
β (°) 101.757 (4) 112.411 (6)
V3) 6641.1 (19) 6571.5 (6)
Z 4 4
Radiation type Mo Kα Cu Kα
μ (mm−1) 0.92 1.67
Crystal size (mm) 0.16 × 0.11 × 0.11 0.29 × 0.07 × 0.04
 
Data collection
Diffractometer Rigaku Saturn724+ Agilent SuperNova Dual Source diffractometer with an Atlas detector
Absorption correction Multi-scan (ABSCOR; Higashi, 1995[Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.]) Multi-scan (CrysAlis PRO; Agilent, 2014[Agilent (2014). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.])
Tmin, Tmax 0.799, 1.000 0.303, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections 79592, 15260, 13993 25337, 13041, 8782
Rint 0.054 0.060
(sin θ/λ)max−1) 0.650 0.626
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.067, 0.151, 1.21 0.077, 0.226, 1.03
No. of reflections 15260 13041
No. of parameters 1046 896
No. of restraints 291 0
H-atom treatment H atoms treated by a mixture of independent and constrained refinement H atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å−3) 0.56, −0.68 1.16, −0.83
Computer programs: CrystalClear (Rigaku Inc, 2008[Rigaku Inc. (2008). CrystalClear. Rigaku Corporation, Tokyo, Japan.]), CrysAlis PRO (Agilent, 2014[Agilent (2014). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.]), SIR2004 (Burla et al., 2005[Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.]), OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]), SHELXL2013 (Sheldrick, 2015[Sheldrick, G. M. (2015). Acta Cryst. C71, 3-8.]), Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]), publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]) and WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

In the case of BF2-bridged structure (2), atoms H1A and H2A were affixed to O9 and O10, respectively. They were then refined isotropically without rotational constraints. The SQUEEZE routine (Spek, 2015[Spek, A. L. (2015). Acta Cryst. C71, 9-18.]) as implemented in PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]) was used to remove the electron density of three solvent DCM mol­ecules per unit cell (calculated: 134 e; 593 Å3).

Supporting information


Computing details top

Data collection: CrystalClear (Rigaku Inc, 2008) for (1); CrysAlis PRO (Agilent, 2014) for (2). Cell refinement: CrystalClear (Rigaku Inc, 2008) for (1); CrysAlis PRO (Agilent, 2014) for (2). Data reduction: CrystalClear (Rigaku Inc, 2008) for (1); CrysAlis PRO (Agilent, 2014) for (2). Program(s) used to solve structure: SIR2004 (Burla et al., 2005) for (1); OLEX2 (Dolomanov et al., 2009) for (2). For both compounds, program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015); molecular graphics: Mercury (Macrae et al., 2006); software used to prepare material for publication: publCIF (Westrip, 2010) and WinGX (Farrugia, 1999).

(1) Bis[µ2-9,10-bis(oxidoimino)phenanthrene]bis[µ2-10-(oxidoimino)phenanthrene-9-one oxime](phenanthrene-9,10-dione dioxime)trinickel(II) toluene disolvate top
Crystal data top
[Ni3(C14H8N2O2)2(C14H9N2O2)2(C14H10N2O2)]·2C7H8F(000) = 3192
Mr = 1545.55Dx = 1.546 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71069 Å
a = 15.973 (3) ÅCell parameters from 20424 reflections
b = 18.639 (3) Åθ = 1.3–31.1°
c = 22.785 (4) ŵ = 0.92 mm1
β = 101.757 (4)°T = 100 K
V = 6641.1 (19) Å3Block, red
Z = 40.16 × 0.11 × 0.11 mm
Data collection top
Rigaku Saturn724+ (2x2 bin mode)
diffractometer
15260 independent reflections
Radiation source: Sealed Tube13993 reflections with I > 2σ(I)
Detector resolution: 28.5714 pixels mm-1Rint = 0.054
dtprofit.ref scansθmax = 27.5°, θmin = 1.8°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
h = 2020
Tmin = 0.799, Tmax = 1.000k = 2424
79592 measured reflectionsl = 2929
Refinement top
Refinement on F2291 restraints
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.067H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.151 w = 1/[σ2(Fo2) + (0.0495P)2 + 7.4732P]
where P = (Fo2 + 2Fc2)/3
S = 1.21(Δ/σ)max = 0.001
15260 reflectionsΔρmax = 0.56 e Å3
1046 parametersΔρmin = 0.68 e Å3
Special details top

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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
C10.3573 (2)0.26380 (17)0.77353 (15)0.0300 (7)
C20.4143 (2)0.20289 (17)0.79218 (14)0.0287 (6)
C30.5058 (2)0.21463 (17)0.81436 (14)0.0289 (7)
C40.5622 (2)0.15956 (19)0.83987 (15)0.0341 (7)
H40.54330.11230.83760.041*
C50.6447 (2)0.1749 (2)0.86803 (16)0.0392 (8)
H50.68110.13810.88500.047*
C60.6738 (2)0.2450 (2)0.87123 (17)0.0423 (9)
H60.72920.25540.89130.051*
C70.6209 (2)0.2991 (2)0.84477 (17)0.0412 (8)
H70.64180.34580.84650.049*
C80.5364 (2)0.28614 (18)0.81521 (15)0.0318 (7)
C90.4809 (2)0.34500 (17)0.78633 (15)0.0306 (7)
C100.5151 (2)0.41244 (19)0.77676 (16)0.0371 (8)
H100.57350.42000.78970.045*
C110.4652 (2)0.46755 (19)0.74890 (17)0.0403 (8)
H110.48970.51190.74420.048*
C120.3783 (2)0.45710 (18)0.72779 (17)0.0388 (8)
H120.34450.49410.70850.047*
C130.3423 (2)0.39116 (17)0.73569 (16)0.0334 (7)
H130.28410.38410.72120.040*
C140.3922 (2)0.33465 (16)0.76530 (15)0.0294 (7)
C150.3654 (2)0.24577 (17)0.93609 (14)0.0292 (7)
C160.4342 (2)0.19229 (17)0.94884 (14)0.0283 (6)
C170.5203 (2)0.21590 (17)0.98016 (14)0.0293 (7)
C180.5819 (2)0.16511 (18)1.00548 (14)0.0327 (7)
H180.56840.11651.00240.039*
C190.6622 (2)0.1864 (2)1.03489 (15)0.0364 (8)
H190.70320.15241.05070.044*
C200.6815 (2)0.2591 (2)1.04065 (17)0.0410 (8)
H200.73540.27381.06060.049*
C210.6211 (2)0.3092 (2)1.01689 (16)0.0396 (8)
H210.63450.35771.02180.048*
C220.5392 (2)0.28906 (18)0.98522 (14)0.0317 (7)
C230.4766 (2)0.34208 (17)0.95560 (15)0.0317 (7)
C240.4995 (2)0.41366 (19)0.94928 (17)0.0386 (8)
H240.55480.42820.96630.046*
C250.4432 (3)0.4633 (2)0.91884 (18)0.0428 (9)
H250.45990.51080.91660.051*
C260.3618 (2)0.44223 (19)0.89172 (17)0.0408 (8)
H260.32420.47510.86960.049*
C270.3360 (2)0.37214 (18)0.89741 (16)0.0363 (8)
H270.28090.35850.87900.044*
C280.3911 (2)0.32129 (17)0.93032 (15)0.0312 (7)
C290.0764 (2)0.10264 (17)0.76379 (14)0.0291 (7)
C300.1064 (2)0.03055 (17)0.75287 (15)0.0309 (7)
C310.0435 (2)0.02258 (18)0.72335 (15)0.0346 (7)
C320.0685 (2)0.0803 (2)0.69200 (18)0.0429 (9)
H320.12540.08510.68890.051*
C330.0088 (3)0.1305 (2)0.6655 (2)0.0529 (10)
H330.02550.16890.64450.064*
C340.0749 (3)0.1236 (2)0.6701 (2)0.0539 (11)
H340.11460.15790.65260.065*
C350.1009 (2)0.0668 (2)0.70016 (19)0.0472 (9)
H350.15810.06280.70260.057*
C360.0422 (2)0.01423 (19)0.72739 (16)0.0366 (8)
C370.0676 (2)0.0483 (2)0.75883 (16)0.0360 (8)
C380.1479 (2)0.0511 (2)0.77467 (18)0.0434 (9)
H380.18450.01200.76610.052*
C390.1741 (2)0.1100 (2)0.80252 (18)0.0462 (9)
H390.22750.11020.81270.055*
C400.1214 (2)0.1683 (2)0.81519 (18)0.0450 (9)
H400.13970.20860.83310.054*
C410.0410 (2)0.1676 (2)0.80142 (17)0.0393 (8)
H410.00540.20720.81090.047*
C420.0122 (2)0.10822 (18)0.77336 (15)0.0323 (7)
C430.0836 (2)0.08681 (19)0.92655 (15)0.0345 (7)
C440.1243 (2)0.02254 (19)0.90908 (15)0.0346 (7)
C450.0739 (2)0.04203 (19)0.89031 (16)0.0378 (8)
C460.1065 (3)0.1008 (2)0.86405 (17)0.0433 (9)
H460.16390.10160.86160.052*
C470.0542 (3)0.1577 (2)0.8417 (2)0.0555 (11)
H470.07600.19600.82330.067*
C480.0306 (3)0.1576 (3)0.8468 (2)0.0633 (13)
H480.06550.19630.83230.076*
C490.0636 (3)0.1003 (2)0.8731 (2)0.0535 (11)
H490.12090.10110.87580.064*
C500.0134 (2)0.0412 (2)0.89578 (16)0.0424 (9)
C510.0494 (2)0.0194 (2)0.92335 (16)0.0408 (9)
C520.1321 (3)0.0157 (2)0.93653 (19)0.0505 (10)
H520.16430.02580.92660.061*
C530.1662 (2)0.0706 (3)0.96312 (19)0.0524 (11)
H530.22080.06610.97120.063*
C540.1207 (2)0.1331 (3)0.97825 (18)0.0507 (10)
H540.14430.17060.99640.061*
C550.0392 (2)0.1395 (2)0.96614 (17)0.0430 (9)
H550.00840.18160.97620.052*
C560.0028 (2)0.0833 (2)0.93893 (15)0.0379 (8)
C570.4778 (2)0.09599 (17)0.87975 (15)0.0311 (7)
C580.4046 (2)0.13101 (17)0.83829 (15)0.0305 (7)
C590.4055 (2)0.20914 (17)0.83084 (14)0.0320 (7)
C600.3314 (2)0.24949 (19)0.80879 (17)0.0412 (8)
H600.27970.22600.79550.049*
C610.3342 (3)0.3230 (2)0.80656 (19)0.0508 (10)
H610.28420.34880.79310.061*
C620.4101 (3)0.3585 (2)0.82407 (19)0.0534 (11)
H620.41200.40820.82140.064*
C630.4839 (3)0.3203 (2)0.84575 (19)0.0487 (10)
H630.53520.34490.85760.058*
C640.4835 (2)0.24541 (18)0.85028 (16)0.0367 (8)
C650.5628 (2)0.20611 (19)0.87678 (16)0.0367 (8)
C660.6421 (2)0.2409 (2)0.88592 (18)0.0453 (9)
H660.64480.28780.87240.054*
C670.7154 (3)0.2078 (2)0.91426 (19)0.0483 (10)
H670.76730.23210.91990.058*
C680.7123 (2)0.1384 (2)0.93455 (18)0.0441 (9)
H680.76220.11670.95500.053*
C690.6367 (2)0.10049 (19)0.92512 (16)0.0372 (8)
H690.63600.05340.93840.045*
C700.5598 (2)0.13368 (18)0.89503 (15)0.0321 (7)
C710.1134 (3)0.1368 (4)0.5502 (3)0.100 (2)
H71A0.07550.10110.52910.150*
H71B0.11880.17550.52350.150*
H71C0.09060.15470.58320.150*
C720.2006 (3)0.1037 (3)0.5736 (2)0.0596 (12)
C730.2598 (3)0.0972 (2)0.5371 (2)0.0513 (10)
H730.24660.11450.49800.062*
C740.3375 (3)0.0656 (2)0.55792 (19)0.0501 (10)
H740.37670.06180.53300.060*
C750.3582 (3)0.0391 (2)0.61574 (19)0.0502 (10)
H750.41060.01670.62940.060*
C760.3013 (3)0.0460 (3)0.6527 (2)0.0634 (13)
H760.31500.02870.69170.076*
C770.2235 (3)0.0787 (3)0.6320 (2)0.0722 (15)
H770.18570.08420.65780.087*
C780.1860 (5)0.0902 (4)0.4357 (4)0.087 (2)0.66
H78A0.14430.05850.42480.131*0.66
H78B0.19280.13140.40990.131*0.66
H78C0.23970.06560.43150.131*0.66
C790.1572 (3)0.1133 (3)0.4982 (3)0.0727 (19)0.66
C800.1792 (5)0.0748 (4)0.5449 (3)0.080 (2)0.66
H800.21240.03360.53640.096*0.66
C810.1524 (6)0.0964 (5)0.6039 (4)0.086 (3)0.66
H810.16810.07030.63480.103*0.66
C820.1021 (6)0.1574 (5)0.6167 (3)0.082 (3)0.66
H820.08330.17210.65620.098*0.66
C830.0800 (5)0.1963 (4)0.5703 (3)0.083 (2)0.66
H830.04660.23730.57890.100*0.66
C840.1068 (4)0.1750 (3)0.5113 (3)0.0769 (19)0.66
H840.09160.20150.48050.092*0.66
C78A0.1035 (9)0.1587 (8)0.4495 (6)0.078 (4)0.34
H78D0.08890.20870.45230.118*0.34
H78E0.15050.15130.41630.118*0.34
H78F0.05510.13140.44330.118*0.34
C79A0.1290 (7)0.1344 (6)0.5073 (7)0.080 (3)0.34
C81A0.2097 (10)0.0579 (9)0.5603 (8)0.082 (3)0.34
H81A0.24880.02080.55960.098*0.34
C80A0.1873 (8)0.0791 (7)0.5038 (8)0.079 (3)0.34
H80A0.21080.05670.46770.094*0.34
C82A0.1790 (13)0.0872 (12)0.6100 (11)0.082 (3)0.34
H82A0.19620.07140.64440.098*0.34
C83A0.1209 (15)0.1416 (12)0.6139 (7)0.082 (3)0.34
H83A0.09790.16290.65050.099*0.34
C84A0.0965 (12)0.1648 (9)0.5594 (6)0.081 (2)0.34
H84A0.05720.20190.56090.097*0.34
N10.27646 (17)0.24607 (14)0.76671 (13)0.0330 (6)
N20.37143 (17)0.14219 (14)0.79170 (13)0.0302 (6)
N30.28561 (17)0.22388 (14)0.93075 (12)0.0312 (6)
N40.42751 (17)0.12499 (14)0.93553 (12)0.0307 (6)
N50.13044 (18)0.15645 (14)0.76514 (14)0.0337 (6)
N60.18439 (17)0.00730 (14)0.76635 (13)0.0308 (6)
N70.13358 (18)0.14323 (15)0.93093 (13)0.0345 (6)
N80.20644 (18)0.03278 (15)0.90921 (13)0.0330 (6)
N90.45806 (17)0.03173 (14)0.89580 (12)0.0301 (6)
N100.34564 (17)0.08566 (14)0.81453 (13)0.0329 (6)
O10.21502 (15)0.29635 (12)0.75199 (13)0.0424 (6)
O20.41168 (14)0.07989 (11)0.80519 (11)0.0333 (5)
O30.22535 (15)0.27495 (13)0.92507 (12)0.0399 (6)
O40.34924 (14)0.09770 (12)0.91047 (11)0.0342 (5)
O50.09813 (16)0.22254 (13)0.76779 (14)0.0454 (7)
O60.24766 (14)0.05433 (12)0.79020 (11)0.0331 (5)
O70.10615 (16)0.20776 (14)0.94544 (13)0.0445 (6)
O80.25669 (15)0.02059 (12)0.89833 (11)0.0361 (5)
O90.52088 (17)0.00669 (14)0.93202 (12)0.0404 (6)
O100.27559 (16)0.11284 (13)0.77446 (12)0.0395 (6)
Ni10.25135 (3)0.14989 (2)0.77620 (2)0.03005 (11)
Ni20.24612 (3)0.12803 (2)0.92204 (2)0.03014 (11)
Ni30.34675 (3)0.01380 (2)0.85238 (2)0.02978 (11)
H1A0.149 (4)0.262 (3)0.761 (3)0.10 (2)*
H2A0.166 (3)0.244 (3)0.935 (2)0.081 (16)*
H3A0.488 (4)0.043 (3)0.933 (3)0.09 (2)*
H4A0.233 (3)0.070 (3)0.770 (2)0.095 (18)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0263 (16)0.0267 (15)0.0376 (17)0.0007 (13)0.0076 (13)0.0027 (13)
C20.0271 (16)0.0272 (15)0.0329 (16)0.0010 (13)0.0088 (13)0.0019 (13)
C30.0274 (16)0.0301 (16)0.0318 (16)0.0026 (13)0.0120 (13)0.0014 (13)
C40.0296 (17)0.0359 (18)0.0379 (18)0.0044 (14)0.0095 (14)0.0015 (14)
C50.0292 (18)0.047 (2)0.0414 (19)0.0061 (16)0.0076 (15)0.0005 (16)
C60.0243 (17)0.055 (2)0.046 (2)0.0013 (16)0.0035 (15)0.0013 (18)
C70.0321 (19)0.045 (2)0.046 (2)0.0098 (16)0.0084 (15)0.0027 (17)
C80.0286 (17)0.0349 (17)0.0343 (17)0.0010 (14)0.0122 (13)0.0019 (14)
C90.0319 (17)0.0291 (16)0.0334 (16)0.0043 (13)0.0125 (13)0.0049 (13)
C100.0361 (19)0.0343 (18)0.0448 (19)0.0093 (15)0.0173 (15)0.0043 (15)
C110.049 (2)0.0278 (17)0.048 (2)0.0082 (16)0.0199 (17)0.0011 (15)
C120.048 (2)0.0265 (16)0.046 (2)0.0013 (15)0.0182 (17)0.0047 (15)
C130.0344 (18)0.0274 (16)0.0396 (18)0.0021 (14)0.0104 (14)0.0029 (14)
C140.0313 (17)0.0237 (15)0.0354 (16)0.0018 (13)0.0118 (13)0.0005 (13)
C150.0300 (17)0.0285 (16)0.0298 (15)0.0013 (13)0.0080 (13)0.0011 (13)
C160.0288 (16)0.0261 (15)0.0309 (15)0.0018 (13)0.0081 (13)0.0004 (12)
C170.0282 (16)0.0318 (16)0.0285 (15)0.0034 (13)0.0072 (12)0.0013 (13)
C180.0335 (18)0.0324 (17)0.0321 (16)0.0039 (14)0.0062 (14)0.0003 (14)
C190.0315 (18)0.043 (2)0.0338 (17)0.0031 (15)0.0052 (14)0.0020 (15)
C200.0312 (18)0.049 (2)0.0400 (19)0.0079 (16)0.0001 (15)0.0026 (16)
C210.039 (2)0.0372 (19)0.0425 (19)0.0116 (16)0.0077 (16)0.0027 (16)
C220.0322 (17)0.0329 (17)0.0312 (16)0.0055 (14)0.0095 (13)0.0022 (13)
C230.0345 (18)0.0299 (16)0.0328 (16)0.0010 (14)0.0116 (14)0.0016 (13)
C240.040 (2)0.0316 (17)0.047 (2)0.0064 (15)0.0132 (16)0.0014 (15)
C250.053 (2)0.0287 (17)0.050 (2)0.0040 (16)0.0183 (18)0.0005 (16)
C260.048 (2)0.0298 (17)0.046 (2)0.0042 (16)0.0131 (17)0.0056 (15)
C270.039 (2)0.0315 (17)0.0391 (18)0.0016 (15)0.0109 (15)0.0002 (14)
C280.0335 (17)0.0283 (16)0.0341 (17)0.0011 (14)0.0123 (14)0.0011 (13)
C290.0243 (16)0.0294 (16)0.0328 (16)0.0010 (13)0.0043 (12)0.0051 (13)
C300.0267 (16)0.0299 (16)0.0355 (17)0.0019 (13)0.0053 (13)0.0030 (13)
C310.0344 (18)0.0314 (17)0.0359 (17)0.0036 (14)0.0026 (14)0.0023 (14)
C320.037 (2)0.041 (2)0.048 (2)0.0034 (16)0.0033 (16)0.0064 (17)
C330.050 (3)0.040 (2)0.064 (3)0.0043 (19)0.001 (2)0.0108 (19)
C340.047 (2)0.042 (2)0.065 (3)0.0139 (19)0.006 (2)0.003 (2)
C350.034 (2)0.043 (2)0.060 (2)0.0075 (17)0.0004 (17)0.0005 (19)
C360.0312 (18)0.0355 (18)0.0403 (19)0.0055 (14)0.0007 (14)0.0057 (15)
C370.0289 (17)0.0405 (19)0.0374 (18)0.0029 (15)0.0040 (14)0.0083 (15)
C380.0283 (18)0.052 (2)0.049 (2)0.0044 (16)0.0051 (16)0.0110 (18)
C390.0297 (19)0.063 (3)0.048 (2)0.0074 (18)0.0115 (16)0.0120 (19)
C400.033 (2)0.057 (2)0.047 (2)0.0098 (18)0.0127 (16)0.0050 (18)
C410.0339 (19)0.0388 (19)0.046 (2)0.0010 (15)0.0088 (15)0.0008 (16)
C420.0255 (16)0.0349 (17)0.0357 (17)0.0006 (13)0.0043 (13)0.0063 (14)
C430.0300 (17)0.0390 (18)0.0344 (17)0.0011 (14)0.0059 (13)0.0044 (14)
C440.0328 (18)0.0368 (18)0.0328 (17)0.0041 (14)0.0035 (14)0.0078 (14)
C450.038 (2)0.0362 (18)0.0372 (18)0.0071 (15)0.0031 (15)0.0051 (15)
C460.043 (2)0.041 (2)0.044 (2)0.0107 (17)0.0031 (16)0.0024 (16)
C470.063 (3)0.044 (2)0.058 (3)0.017 (2)0.008 (2)0.005 (2)
C480.056 (3)0.058 (3)0.071 (3)0.030 (2)0.001 (2)0.004 (2)
C490.043 (2)0.054 (3)0.060 (3)0.017 (2)0.0017 (19)0.002 (2)
C500.038 (2)0.047 (2)0.0387 (19)0.0151 (17)0.0003 (15)0.0102 (17)
C510.0311 (19)0.053 (2)0.0361 (18)0.0055 (16)0.0019 (14)0.0130 (16)
C520.037 (2)0.064 (3)0.049 (2)0.0115 (19)0.0057 (17)0.016 (2)
C530.030 (2)0.078 (3)0.051 (2)0.002 (2)0.0115 (17)0.019 (2)
C540.035 (2)0.074 (3)0.046 (2)0.005 (2)0.0135 (17)0.011 (2)
C550.0318 (19)0.054 (2)0.045 (2)0.0010 (17)0.0108 (16)0.0073 (18)
C560.0281 (17)0.050 (2)0.0341 (17)0.0037 (16)0.0025 (14)0.0097 (16)
C570.0320 (17)0.0263 (15)0.0364 (17)0.0007 (13)0.0102 (14)0.0033 (13)
C580.0323 (17)0.0262 (15)0.0341 (16)0.0016 (13)0.0095 (13)0.0031 (13)
C590.0381 (18)0.0273 (16)0.0303 (16)0.0003 (14)0.0061 (14)0.0001 (13)
C600.042 (2)0.0313 (18)0.048 (2)0.0002 (15)0.0036 (16)0.0007 (16)
C610.065 (3)0.0309 (19)0.050 (2)0.0080 (19)0.003 (2)0.0026 (17)
C620.076 (3)0.0271 (18)0.053 (2)0.0001 (19)0.003 (2)0.0054 (17)
C630.058 (3)0.0330 (19)0.053 (2)0.0136 (18)0.0061 (19)0.0004 (17)
C640.047 (2)0.0299 (17)0.0355 (18)0.0032 (15)0.0124 (15)0.0008 (14)
C650.0396 (19)0.0345 (18)0.0382 (18)0.0070 (15)0.0130 (15)0.0062 (15)
C660.045 (2)0.039 (2)0.054 (2)0.0106 (17)0.0135 (18)0.0073 (17)
C670.038 (2)0.047 (2)0.060 (2)0.0133 (18)0.0112 (18)0.0134 (19)
C680.0332 (19)0.047 (2)0.050 (2)0.0003 (16)0.0055 (16)0.0147 (18)
C690.0358 (19)0.0345 (18)0.0411 (19)0.0052 (15)0.0074 (15)0.0093 (15)
C700.0312 (17)0.0303 (16)0.0356 (17)0.0021 (14)0.0085 (14)0.0062 (14)
C710.055 (3)0.108 (5)0.138 (6)0.015 (3)0.025 (4)0.052 (4)
C720.047 (3)0.054 (3)0.080 (3)0.000 (2)0.019 (2)0.015 (2)
C730.055 (3)0.052 (2)0.050 (2)0.001 (2)0.0157 (19)0.0116 (19)
C740.059 (3)0.045 (2)0.053 (2)0.000 (2)0.026 (2)0.0001 (19)
C750.054 (3)0.045 (2)0.053 (2)0.0034 (19)0.014 (2)0.0046 (19)
C760.070 (3)0.074 (3)0.052 (3)0.018 (3)0.025 (2)0.016 (2)
C770.075 (3)0.083 (4)0.071 (3)0.017 (3)0.045 (3)0.020 (3)
C780.110 (6)0.077 (5)0.074 (5)0.002 (5)0.018 (5)0.001 (4)
C790.081 (4)0.068 (4)0.068 (3)0.006 (4)0.014 (3)0.012 (3)
C800.100 (5)0.069 (4)0.067 (4)0.005 (4)0.006 (4)0.005 (3)
C810.105 (5)0.069 (4)0.075 (4)0.007 (4)0.001 (4)0.004 (4)
C820.097 (5)0.070 (5)0.069 (4)0.009 (4)0.005 (4)0.009 (3)
C830.088 (4)0.078 (5)0.080 (4)0.007 (4)0.007 (4)0.015 (4)
C840.080 (4)0.075 (4)0.076 (4)0.010 (4)0.018 (4)0.010 (4)
C78A0.087 (8)0.089 (8)0.067 (7)0.002 (7)0.035 (6)0.000 (7)
C79A0.090 (5)0.074 (5)0.074 (4)0.010 (4)0.015 (4)0.008 (4)
C81A0.098 (6)0.074 (6)0.070 (5)0.002 (5)0.010 (5)0.003 (5)
C80A0.093 (6)0.070 (5)0.072 (5)0.001 (5)0.014 (5)0.005 (5)
C82A0.097 (6)0.072 (5)0.071 (5)0.007 (5)0.004 (5)0.000 (4)
C83A0.095 (6)0.074 (5)0.071 (4)0.006 (5)0.003 (5)0.005 (5)
C84A0.090 (5)0.074 (5)0.075 (4)0.008 (4)0.007 (4)0.009 (4)
N10.0260 (14)0.0272 (14)0.0453 (16)0.0056 (11)0.0061 (12)0.0058 (12)
N20.0292 (14)0.0235 (13)0.0386 (15)0.0031 (11)0.0087 (12)0.0020 (11)
N30.0283 (14)0.0289 (14)0.0366 (15)0.0044 (11)0.0072 (11)0.0010 (11)
N40.0267 (14)0.0288 (13)0.0366 (14)0.0035 (11)0.0064 (11)0.0041 (11)
N50.0284 (15)0.0259 (13)0.0478 (17)0.0024 (11)0.0104 (12)0.0030 (12)
N60.0275 (14)0.0251 (13)0.0394 (15)0.0040 (11)0.0060 (12)0.0006 (11)
N70.0304 (15)0.0345 (15)0.0379 (15)0.0016 (12)0.0058 (12)0.0002 (12)
N80.0307 (15)0.0301 (14)0.0389 (15)0.0007 (12)0.0084 (12)0.0027 (12)
N90.0279 (14)0.0247 (13)0.0365 (14)0.0019 (11)0.0034 (11)0.0023 (11)
N100.0294 (15)0.0264 (13)0.0415 (16)0.0013 (11)0.0039 (12)0.0017 (12)
O10.0271 (13)0.0255 (12)0.0740 (19)0.0064 (10)0.0091 (12)0.0141 (12)
O20.0295 (12)0.0231 (11)0.0480 (14)0.0047 (9)0.0098 (10)0.0017 (10)
O30.0292 (13)0.0282 (12)0.0627 (17)0.0058 (10)0.0104 (11)0.0020 (11)
O40.0255 (12)0.0296 (12)0.0474 (14)0.0045 (9)0.0072 (10)0.0069 (10)
O50.0288 (13)0.0255 (12)0.084 (2)0.0048 (10)0.0163 (13)0.0077 (13)
O60.0249 (12)0.0255 (11)0.0468 (14)0.0039 (9)0.0021 (10)0.0009 (10)
O70.0333 (14)0.0368 (14)0.0663 (18)0.0036 (11)0.0169 (12)0.0043 (13)
O80.0344 (13)0.0292 (12)0.0449 (14)0.0010 (10)0.0087 (11)0.0005 (10)
O90.0337 (14)0.0317 (13)0.0506 (15)0.0002 (11)0.0038 (11)0.0058 (11)
O100.0349 (14)0.0309 (12)0.0471 (15)0.0019 (11)0.0049 (11)0.0071 (11)
Ni10.0237 (2)0.0232 (2)0.0434 (2)0.00088 (16)0.00702 (17)0.00455 (17)
Ni20.0251 (2)0.0275 (2)0.0382 (2)0.00170 (16)0.00718 (17)0.00033 (17)
Ni30.0274 (2)0.0223 (2)0.0386 (2)0.00040 (16)0.00435 (17)0.00011 (17)
Geometric parameters (Å, º) top
C1—N11.310 (4)C55—H550.9300
C1—C141.461 (4)C57—N91.310 (4)
C1—C21.464 (4)C57—C701.465 (5)
C2—N21.322 (4)C57—C581.495 (5)
C2—C31.462 (4)C58—N101.299 (4)
C3—C41.410 (5)C58—C591.467 (4)
C3—C81.418 (4)C59—C601.406 (5)
C4—C51.373 (5)C59—C641.408 (5)
C4—H40.9300C60—C611.372 (5)
C5—C61.383 (5)C60—H600.9300
C5—H50.9300C61—C621.368 (6)
C6—C71.374 (5)C61—H610.9300
C6—H60.9300C62—C631.380 (6)
C7—C81.400 (5)C62—H620.9300
C7—H70.9300C63—C641.399 (5)
C8—C91.479 (5)C63—H630.9300
C9—C101.406 (4)C64—C651.481 (5)
C9—C141.412 (5)C65—C661.400 (5)
C10—C111.373 (5)C65—C701.416 (5)
C10—H100.9300C66—C671.364 (6)
C11—C121.387 (5)C66—H660.9300
C11—H110.9300C67—C681.379 (6)
C12—C131.384 (5)C67—H670.9300
C12—H120.9300C68—C691.378 (5)
C13—C141.408 (4)C68—H680.9300
C13—H130.9300C69—C701.420 (5)
C15—N31.321 (4)C69—H690.9300
C15—C161.468 (4)C71—C721.517 (7)
C15—C281.479 (4)C71—H71A0.9600
C16—N41.290 (4)C71—H71B0.9600
C16—C171.481 (4)C71—H71C0.9600
C17—C221.396 (4)C72—C731.387 (6)
C17—C181.401 (5)C72—C771.388 (7)
C18—C191.380 (5)C73—C741.369 (6)
C18—H180.9300C73—H730.9300
C19—C201.390 (5)C74—C751.382 (6)
C19—H190.9300C74—H740.9300
C20—C211.372 (5)C75—C761.365 (6)
C20—H200.9300C75—H750.9300
C21—C221.410 (5)C76—C771.377 (7)
C21—H210.9300C76—H760.9300
C22—C231.469 (5)C77—H770.9300
C23—C241.399 (5)C78—C791.470 (10)
C23—C281.424 (5)C78—H78A0.9600
C24—C251.376 (5)C78—H78B0.9600
C24—H240.9300C78—H78C0.9600
C25—C261.378 (5)C79—C801.386 (6)
C25—H250.9300C79—C841.401 (6)
C26—C271.384 (5)C80—C811.386 (7)
C26—H260.9300C80—H800.9300
C27—C281.402 (5)C81—C821.390 (7)
C27—H270.9300C81—H810.9300
C29—N51.319 (4)C82—C831.386 (7)
C29—C301.465 (4)C82—H820.9300
C29—C421.479 (4)C83—C841.384 (6)
C30—N61.295 (4)C83—H830.9300
C30—C311.472 (5)C84—H840.9300
C31—C321.394 (5)C78A—C79A1.523 (18)
C31—C361.399 (5)C78A—H78D0.9600
C32—C331.384 (5)C78A—H78E0.9600
C32—H320.9300C78A—H78F0.9600
C33—C341.367 (6)C79A—C84A1.32 (2)
C33—H330.9300C79A—C80A1.382 (8)
C34—C351.372 (6)C81A—C82A1.26 (3)
C34—H340.9300C81A—C80A1.46 (2)
C35—C361.410 (5)C81A—H81A0.9300
C35—H350.9300C80A—H80A0.9300
C36—C371.469 (5)C82A—C83A1.36 (3)
C37—C381.403 (5)C82A—H82A0.9300
C37—C421.420 (5)C83A—C84A1.44 (2)
C38—C391.375 (6)C83A—H83A0.9300
C38—H380.9300C84A—H84A0.9300
C39—C401.370 (6)N1—O11.349 (3)
C39—H390.9300N1—Ni11.859 (3)
C40—C411.382 (5)N2—O21.333 (3)
C40—H400.9300N2—Ni11.884 (3)
C41—C421.401 (5)N3—O31.341 (3)
C41—H410.9300N3—Ni21.892 (3)
C43—N71.311 (4)N4—O41.363 (3)
C43—C441.457 (5)N5—O51.342 (3)
C43—C561.465 (5)N5—Ni11.900 (3)
C44—N81.325 (4)N6—O61.364 (3)
C44—C451.463 (5)N7—O71.344 (4)
C45—C461.399 (5)N7—Ni21.871 (3)
C45—C501.425 (5)N8—O81.333 (4)
C46—C471.381 (5)N8—Ni21.888 (3)
C46—H460.9300N9—O91.365 (4)
C47—C481.383 (6)N9—Ni32.035 (3)
C47—H470.9300N10—O101.388 (4)
C48—C491.381 (7)N10—Ni32.043 (3)
C48—H480.9300O1—H1A1.29 (6)
C49—C501.399 (5)O2—Ni32.050 (2)
C49—H490.9300O3—H2A1.17 (5)
C50—C511.465 (6)O4—Ni21.811 (2)
C51—C561.411 (5)O4—Ni32.044 (2)
C51—C521.416 (5)O5—H1A1.13 (6)
C52—C531.359 (6)O6—Ni11.813 (2)
C52—H520.9300O6—Ni32.042 (2)
C53—C541.378 (6)O7—H2A1.24 (6)
C53—H530.9300O8—Ni32.047 (2)
C54—C551.389 (5)O9—H3A0.85 (6)
C54—H540.9300O10—H4A1.04 (6)
C55—C561.402 (5)
N1—C1—C14127.3 (3)C60—C59—C58123.0 (3)
N1—C1—C2112.3 (3)C64—C59—C58118.0 (3)
C14—C1—C2120.4 (3)C61—C60—C59121.1 (4)
N2—C2—C3127.7 (3)C61—C60—H60119.5
N2—C2—C1111.7 (3)C59—C60—H60119.5
C3—C2—C1120.3 (3)C62—C61—C60120.4 (4)
C4—C3—C8119.3 (3)C62—C61—H61119.8
C4—C3—C2122.9 (3)C60—C61—H61119.8
C8—C3—C2117.5 (3)C61—C62—C63119.8 (4)
C5—C4—C3120.8 (3)C61—C62—H62120.1
C5—C4—H4119.6C63—C62—H62120.1
C3—C4—H4119.6C62—C63—C64121.7 (4)
C4—C5—C6120.1 (3)C62—C63—H63119.2
C4—C5—H5120.0C64—C63—H63119.2
C6—C5—H5120.0C63—C64—C59118.2 (3)
C7—C6—C5120.0 (3)C63—C64—C65120.5 (3)
C7—C6—H6120.0C59—C64—C65121.3 (3)
C5—C6—H6120.0C66—C65—C70118.8 (3)
C6—C7—C8122.1 (4)C66—C65—C64120.2 (3)
C6—C7—H7119.0C70—C65—C64120.9 (3)
C8—C7—H7119.0C67—C66—C65121.6 (4)
C7—C8—C3117.6 (3)C67—C66—H66119.2
C7—C8—C9121.2 (3)C65—C66—H66119.2
C3—C8—C9121.2 (3)C66—C67—C68119.8 (4)
C10—C9—C14117.7 (3)C66—C67—H67120.1
C10—C9—C8121.0 (3)C68—C67—H67120.1
C14—C9—C8121.3 (3)C69—C68—C67121.3 (4)
C11—C10—C9122.2 (3)C69—C68—H68119.3
C11—C10—H10118.9C67—C68—H68119.3
C9—C10—H10118.9C68—C69—C70119.7 (3)
C10—C11—C12120.0 (3)C68—C69—H69120.1
C10—C11—H11120.0C70—C69—H69120.1
C12—C11—H11120.0C65—C70—C69118.7 (3)
C13—C12—C11119.5 (3)C65—C70—C57118.0 (3)
C13—C12—H12120.2C69—C70—C57123.3 (3)
C11—C12—H12120.2C72—C71—H71A109.5
C12—C13—C14121.1 (3)C72—C71—H71B109.5
C12—C13—H13119.4H71A—C71—H71B109.5
C14—C13—H13119.4C72—C71—H71C109.5
C13—C14—C9119.4 (3)H71A—C71—H71C109.5
C13—C14—C1122.9 (3)H71B—C71—H71C109.5
C9—C14—C1117.6 (3)C73—C72—C77117.9 (4)
N3—C15—C16118.6 (3)C73—C72—C71121.0 (5)
N3—C15—C28124.4 (3)C77—C72—C71121.2 (5)
C16—C15—C28117.0 (3)C74—C73—C72120.7 (4)
N4—C16—C15126.2 (3)C74—C73—H73119.7
N4—C16—C17115.3 (3)C72—C73—H73119.7
C15—C16—C17118.5 (3)C73—C74—C75120.6 (4)
C22—C17—C18120.3 (3)C73—C74—H74119.7
C22—C17—C16119.6 (3)C75—C74—H74119.7
C18—C17—C16120.1 (3)C76—C75—C74119.6 (4)
C19—C18—C17120.7 (3)C76—C75—H75120.2
C19—C18—H18119.6C74—C75—H75120.2
C17—C18—H18119.6C75—C76—C77119.9 (4)
C18—C19—C20119.5 (3)C75—C76—H76120.0
C18—C19—H19120.3C77—C76—H76120.0
C20—C19—H19120.3C76—C77—C72121.3 (4)
C21—C20—C19120.2 (3)C76—C77—H77119.3
C21—C20—H20119.9C72—C77—H77119.3
C19—C20—H20119.9C79—C78—H78A109.5
C20—C21—C22121.7 (3)C79—C78—H78B109.5
C20—C21—H21119.2H78A—C78—H78B109.5
C22—C21—H21119.2C79—C78—H78C109.5
C17—C22—C21117.7 (3)H78A—C78—H78C109.5
C17—C22—C23120.3 (3)H78B—C78—H78C109.5
C21—C22—C23122.0 (3)C80—C79—C84119.1 (5)
C24—C23—C28117.8 (3)C80—C79—C78121.0 (5)
C24—C23—C22121.4 (3)C84—C79—C78119.9 (5)
C28—C23—C22120.7 (3)C81—C80—C79121.2 (5)
C25—C24—C23122.4 (3)C81—C80—H80119.4
C25—C24—H24118.8C79—C80—H80119.4
C23—C24—H24118.8C80—C81—C82119.5 (5)
C24—C25—C26119.6 (3)C80—C81—H81120.2
C24—C25—H25120.2C82—C81—H81120.2
C26—C25—H25120.2C83—C82—C81119.6 (5)
C25—C26—C27119.9 (4)C83—C82—H82120.2
C25—C26—H26120.0C81—C82—H82120.2
C27—C26—H26120.0C84—C83—C82121.0 (5)
C26—C27—C28121.5 (3)C84—C83—H83119.5
C26—C27—H27119.3C82—C83—H83119.5
C28—C27—H27119.3C83—C84—C79119.5 (5)
C27—C28—C23118.6 (3)C83—C84—H84120.2
C27—C28—C15122.4 (3)C79—C84—H84120.2
C23—C28—C15118.9 (3)C79A—C78A—H78D109.5
N5—C29—C30117.8 (3)C79A—C78A—H78E109.5
N5—C29—C42125.7 (3)H78D—C78A—H78E109.5
C30—C29—C42116.4 (3)C79A—C78A—H78F109.5
N6—C30—C29126.8 (3)H78D—C78A—H78F109.5
N6—C30—C31114.6 (3)H78E—C78A—H78F109.5
C29—C30—C31118.6 (3)C84A—C79A—C80A120.4 (17)
C32—C31—C36120.4 (3)C84A—C79A—C78A121.6 (11)
C32—C31—C30120.9 (3)C80A—C79A—C78A117.9 (12)
C36—C31—C30118.7 (3)C82A—C81A—C80A123.7 (16)
C33—C32—C31120.1 (4)C82A—C81A—H81A118.2
C33—C32—H32120.0C80A—C81A—H81A118.2
C31—C32—H32120.0C79A—C80A—C81A115.9 (14)
C34—C33—C32120.1 (4)C79A—C80A—H80A122.1
C34—C33—H33119.9C81A—C80A—H80A122.1
C32—C33—H33119.9C81A—C82A—C83A121 (2)
C33—C34—C35120.7 (4)C81A—C82A—H82A119.5
C33—C34—H34119.7C83A—C82A—H82A119.5
C35—C34—H34119.7C82A—C83A—C84A117.8 (17)
C34—C35—C36121.0 (4)C82A—C83A—H83A121.1
C34—C35—H35119.5C84A—C83A—H83A121.1
C36—C35—H35119.5C79A—C84A—C83A121.3 (18)
C31—C36—C35117.8 (3)C79A—C84A—H84A119.3
C31—C36—C37119.5 (3)C83A—C84A—H84A119.3
C35—C36—C37122.8 (3)C1—N1—O1120.2 (3)
C38—C37—C42118.0 (3)C1—N1—Ni1117.4 (2)
C38—C37—C36120.8 (3)O1—N1—Ni1122.4 (2)
C42—C37—C36121.1 (3)C2—N2—O2121.3 (3)
C39—C38—C37121.9 (4)C2—N2—Ni1116.3 (2)
C39—C38—H38119.1O2—N2—Ni1122.3 (2)
C37—C38—H38119.1C15—N3—O3116.8 (3)
C40—C39—C38120.0 (4)C15—N3—Ni2126.6 (2)
C40—C39—H39120.0O3—N3—Ni2116.3 (2)
C38—C39—H39120.0C16—N4—O4119.1 (3)
C39—C40—C41120.2 (4)C29—N5—O5116.3 (3)
C39—C40—H40119.9C29—N5—Ni1126.6 (2)
C41—C40—H40119.9O5—N5—Ni1116.3 (2)
C40—C41—C42121.2 (4)C30—N6—O6118.6 (3)
C40—C41—H41119.4C43—N7—O7120.8 (3)
C42—C41—H41119.4C43—N7—Ni2117.0 (2)
C41—C42—C37118.7 (3)O7—N7—Ni2122.0 (2)
C41—C42—C29122.4 (3)C44—N8—O8121.7 (3)
C37—C42—C29118.6 (3)C44—N8—Ni2115.9 (2)
N7—C43—C44112.4 (3)O8—N8—Ni2122.3 (2)
N7—C43—C56127.1 (3)C57—N9—O9117.4 (3)
C44—C43—C56120.4 (3)C57—N9—Ni3118.8 (2)
N8—C44—C43112.2 (3)O9—N9—Ni3122.5 (2)
N8—C44—C45127.3 (3)C58—N10—O10117.1 (3)
C43—C44—C45120.4 (3)C58—N10—Ni3118.1 (2)
C46—C45—C50120.2 (3)O10—N10—Ni3123.1 (2)
C46—C45—C44122.5 (3)N1—O1—H1A101 (3)
C50—C45—C44117.1 (3)N2—O2—Ni3111.88 (18)
C47—C46—C45120.6 (4)N3—O3—H2A103 (2)
C47—C46—H46119.7N4—O4—Ni2127.34 (19)
C45—C46—H46119.7N4—O4—Ni3116.88 (18)
C46—C47—C48119.8 (4)Ni2—O4—Ni3115.78 (11)
C46—C47—H47120.1N5—O5—H1A107 (3)
C48—C47—H47120.1N6—O6—Ni1127.55 (19)
C49—C48—C47120.4 (4)N6—O6—Ni3116.43 (18)
C49—C48—H48119.8Ni1—O6—Ni3115.93 (11)
C47—C48—H48119.8N7—O7—H2A98 (2)
C48—C49—C50121.9 (4)N8—O8—Ni3111.97 (18)
C48—C49—H49119.0N9—O9—H3A93 (4)
C50—C49—H49119.0N10—O10—H4A102 (3)
C49—C50—C45117.1 (4)O6—Ni1—N1169.58 (11)
C49—C50—C51121.4 (4)O6—Ni1—N287.73 (10)
C45—C50—C51121.5 (3)N1—Ni1—N281.94 (11)
C56—C51—C52117.1 (4)O6—Ni1—N591.03 (11)
C56—C51—C50121.7 (3)N1—Ni1—N599.21 (12)
C52—C51—C50121.2 (4)N2—Ni1—N5176.81 (12)
C53—C52—C51122.3 (4)O4—Ni2—N7170.22 (11)
C53—C52—H52118.9O4—Ni2—N888.31 (11)
C51—C52—H52118.9N7—Ni2—N881.93 (12)
C52—C53—C54120.6 (4)O4—Ni2—N390.94 (11)
C52—C53—H53119.7N7—Ni2—N398.79 (12)
C54—C53—H53119.7N8—Ni2—N3177.16 (12)
C53—C54—C55119.4 (4)N9—Ni3—O6165.53 (11)
C53—C54—H54120.3N9—Ni3—N1076.02 (11)
C55—C54—H54120.3O6—Ni3—N1095.97 (10)
C54—C55—C56120.9 (4)N9—Ni3—O496.00 (10)
C54—C55—H55119.5O6—Ni3—O494.37 (10)
C56—C55—H55119.5N10—Ni3—O4164.78 (11)
C55—C56—C51119.8 (3)N9—Ni3—O8104.85 (10)
C55—C56—C43123.0 (3)O6—Ni3—O886.82 (10)
C51—C56—C43117.3 (3)N10—Ni3—O889.16 (10)
N9—C57—C70128.8 (3)O4—Ni3—O880.29 (9)
N9—C57—C58112.0 (3)N9—Ni3—O291.16 (10)
C70—C57—C58119.2 (3)O6—Ni3—O279.47 (9)
N10—C58—C59128.4 (3)N10—Ni3—O2106.60 (10)
N10—C58—C57112.7 (3)O4—Ni3—O286.25 (9)
C59—C58—C57118.8 (3)O8—Ni3—O2159.99 (9)
C60—C59—C64118.8 (3)
N1—C1—C2—N26.8 (4)C50—C51—C56—C430.1 (5)
C14—C1—C2—N2174.0 (3)N7—C43—C56—C559.7 (6)
N1—C1—C2—C3166.9 (3)C44—C43—C56—C55168.1 (3)
C14—C1—C2—C312.4 (5)N7—C43—C56—C51171.5 (3)
N2—C2—C3—C40.7 (5)C44—C43—C56—C5110.7 (5)
C1—C2—C3—C4171.9 (3)N9—C57—C58—N1016.8 (4)
N2—C2—C3—C8174.4 (3)C70—C57—C58—N10160.8 (3)
C1—C2—C3—C81.8 (4)N9—C57—C58—C59161.1 (3)
C8—C3—C4—C53.3 (5)C70—C57—C58—C5921.3 (4)
C2—C3—C4—C5170.3 (3)N10—C58—C59—C6017.7 (6)
C3—C4—C5—C60.6 (5)C57—C58—C59—C60159.9 (3)
C4—C5—C6—C71.8 (6)N10—C58—C59—C64166.4 (3)
C5—C6—C7—C81.4 (6)C57—C58—C59—C6416.0 (5)
C6—C7—C8—C31.3 (5)C64—C59—C60—C610.6 (6)
C6—C7—C8—C9179.2 (3)C58—C59—C60—C61175.3 (4)
C4—C3—C8—C73.6 (5)C59—C60—C61—C622.1 (6)
C2—C3—C8—C7170.4 (3)C60—C61—C62—C631.9 (7)
C4—C3—C8—C9176.9 (3)C61—C62—C63—C640.2 (7)
C2—C3—C8—C99.1 (4)C62—C63—C64—C591.3 (6)
C7—C8—C9—C1013.2 (5)C62—C63—C64—C65176.6 (4)
C3—C8—C9—C10167.3 (3)C60—C59—C64—C631.1 (5)
C7—C8—C9—C14169.4 (3)C58—C59—C64—C63177.2 (3)
C3—C8—C9—C1410.1 (5)C60—C59—C64—C65176.9 (3)
C14—C9—C10—C111.0 (5)C58—C59—C64—C650.8 (5)
C8—C9—C10—C11178.6 (3)C63—C64—C65—C6613.5 (5)
C9—C10—C11—C121.6 (6)C59—C64—C65—C66168.6 (3)
C10—C11—C12—C130.8 (5)C63—C64—C65—C70164.5 (3)
C11—C12—C13—C140.6 (5)C59—C64—C65—C7013.4 (5)
C12—C13—C14—C91.2 (5)C70—C65—C66—C673.0 (6)
C12—C13—C14—C1178.7 (3)C64—C65—C66—C67175.1 (4)
C10—C9—C14—C130.4 (5)C65—C66—C67—C680.1 (6)
C8—C9—C14—C13177.2 (3)C66—C67—C68—C692.1 (6)
C10—C9—C14—C1178.0 (3)C67—C68—C69—C701.3 (6)
C8—C9—C14—C10.5 (5)C66—C65—C70—C693.7 (5)
N1—C1—C14—C1314.7 (5)C64—C65—C70—C69174.3 (3)
C2—C1—C14—C13166.2 (3)C66—C65—C70—C57174.0 (3)
N1—C1—C14—C9167.7 (3)C64—C65—C70—C577.9 (5)
C2—C1—C14—C911.4 (5)C68—C69—C70—C651.6 (5)
N3—C15—C16—N426.0 (5)C68—C69—C70—C57176.0 (3)
C28—C15—C16—N4154.2 (3)N9—C57—C70—C65173.9 (3)
N3—C15—C16—C17153.7 (3)C58—C57—C70—C659.0 (5)
C28—C15—C16—C1726.0 (4)N9—C57—C70—C698.5 (6)
N4—C16—C17—C22166.5 (3)C58—C57—C70—C69168.6 (3)
C15—C16—C17—C2213.8 (4)C77—C72—C73—C741.6 (7)
N4—C16—C17—C1814.7 (4)C71—C72—C73—C74178.3 (5)
C15—C16—C17—C18165.1 (3)C72—C73—C74—C750.3 (7)
C22—C17—C18—C191.0 (5)C73—C74—C75—C761.4 (7)
C16—C17—C18—C19179.9 (3)C74—C75—C76—C770.5 (8)
C17—C18—C19—C201.6 (5)C75—C76—C77—C721.5 (9)
C18—C19—C20—C210.4 (5)C73—C72—C77—C762.5 (8)
C19—C20—C21—C221.3 (6)C71—C72—C77—C76177.3 (6)
C18—C17—C22—C210.6 (5)C84—C79—C80—C810.2 (4)
C16—C17—C22—C21178.2 (3)C78—C79—C80—C81179.8 (3)
C18—C17—C22—C23176.3 (3)C79—C80—C81—C820.6 (6)
C16—C17—C22—C234.9 (5)C80—C81—C82—C830.7 (7)
C20—C21—C22—C171.8 (5)C81—C82—C83—C840.4 (8)
C20—C21—C22—C23175.1 (3)C82—C83—C84—C790.1 (7)
C17—C22—C23—C24166.6 (3)C80—C79—C84—C830.0 (5)
C21—C22—C23—C2410.2 (5)C78—C79—C84—C83180.0 (3)
C17—C22—C23—C2811.0 (5)C84A—C79A—C80A—C81A0.3 (6)
C21—C22—C23—C28172.2 (3)C78A—C79A—C80A—C81A179.9 (2)
C28—C23—C24—C251.3 (5)C82A—C81A—C80A—C79A0.0 (6)
C22—C23—C24—C25176.4 (3)C80A—C81A—C82A—C83A0.5 (7)
C23—C24—C25—C262.0 (6)C81A—C82A—C83A—C84A0.5 (8)
C24—C25—C26—C272.8 (6)C80A—C79A—C84A—C83A0.2 (7)
C25—C26—C27—C280.1 (6)C78A—C79A—C84A—C83A180.0 (4)
C26—C27—C28—C233.3 (5)C82A—C83A—C84A—C79A0.2 (8)
C26—C27—C28—C15178.9 (3)C14—C1—N1—O11.9 (5)
C24—C23—C28—C273.9 (5)C2—C1—N1—O1177.3 (3)
C22—C23—C28—C27173.8 (3)C14—C1—N1—Ni1176.6 (3)
C24—C23—C28—C15179.6 (3)C2—C1—N1—Ni14.2 (4)
C22—C23—C28—C151.9 (5)C3—C2—N2—O29.3 (5)
N3—C15—C28—C2724.8 (5)C1—C2—N2—O2177.6 (3)
C16—C15—C28—C27155.5 (3)C3—C2—N2—Ni1166.7 (3)
N3—C15—C28—C23159.6 (3)C1—C2—N2—Ni16.4 (4)
C16—C15—C28—C2320.1 (4)C16—C15—N3—O3173.6 (3)
N5—C29—C30—N628.4 (5)C28—C15—N3—O36.2 (5)
C42—C29—C30—N6150.6 (3)C16—C15—N3—Ni213.4 (4)
N5—C29—C30—C31151.3 (3)C28—C15—N3—Ni2166.8 (2)
C42—C29—C30—C3129.7 (4)C15—C16—N4—O44.3 (5)
N6—C30—C31—C3224.0 (5)C17—C16—N4—O4175.4 (3)
C29—C30—C31—C32155.8 (3)C30—C29—N5—O5172.0 (3)
N6—C30—C31—C36155.9 (3)C42—C29—N5—O59.0 (5)
C29—C30—C31—C3624.4 (5)C30—C29—N5—Ni118.5 (4)
C36—C31—C32—C331.1 (6)C42—C29—N5—Ni1160.5 (3)
C30—C31—C32—C33178.8 (4)C29—C30—N6—O64.0 (5)
C31—C32—C33—C340.1 (7)C31—C30—N6—O6175.7 (3)
C32—C33—C34—C350.8 (7)C44—C43—N7—O7178.7 (3)
C33—C34—C35—C360.3 (7)C56—C43—N7—O73.4 (5)
C32—C31—C36—C351.5 (5)C44—C43—N7—Ni26.0 (4)
C30—C31—C36—C35178.3 (3)C56—C43—N7—Ni2172.0 (3)
C32—C31—C36—C37177.9 (3)C43—C44—N8—O8175.6 (3)
C30—C31—C36—C372.3 (5)C45—C44—N8—O88.5 (5)
C34—C35—C36—C310.8 (6)C43—C44—N8—Ni27.2 (4)
C34—C35—C36—C37178.5 (4)C45—C44—N8—Ni2168.7 (3)
C31—C36—C37—C38166.6 (3)C70—C57—N9—O90.4 (5)
C35—C36—C37—C3814.1 (5)C58—C57—N9—O9177.7 (3)
C31—C36—C37—C4214.3 (5)C70—C57—N9—Ni3166.5 (3)
C35—C36—C37—C42165.1 (3)C58—C57—N9—Ni310.8 (4)
C42—C37—C38—C391.1 (5)C59—C58—N10—O103.5 (5)
C36—C37—C38—C39178.0 (3)C57—C58—N10—O10178.9 (3)
C37—C38—C39—C400.4 (6)C59—C58—N10—Ni3162.1 (3)
C38—C39—C40—C411.6 (6)C57—C58—N10—Ni315.6 (4)
C39—C40—C41—C421.2 (6)C2—N2—O2—Ni3143.0 (3)
C40—C41—C42—C370.3 (5)Ni1—N2—O2—Ni332.7 (3)
C40—C41—C42—C29173.5 (3)C16—N4—O4—Ni230.5 (4)
C38—C37—C42—C411.5 (5)C16—N4—O4—Ni3148.7 (2)
C36—C37—C42—C41177.7 (3)C30—N6—O6—Ni130.9 (4)
C38—C37—C42—C29172.6 (3)C30—N6—O6—Ni3145.4 (2)
C36—C37—C42—C298.3 (5)C44—N8—O8—Ni3145.0 (3)
N5—C29—C42—C4118.5 (5)Ni2—N8—O8—Ni332.1 (3)
C30—C29—C42—C41160.4 (3)N6—O6—Ni1—N1158.8 (6)
N5—C29—C42—C37167.6 (3)Ni3—O6—Ni1—N124.9 (7)
C30—C29—C42—C3713.4 (4)N6—O6—Ni1—N2151.0 (3)
N7—C43—C44—N88.4 (4)Ni3—O6—Ni1—N232.64 (14)
C56—C43—C44—N8169.7 (3)N6—O6—Ni1—N531.9 (3)
N7—C43—C44—C45167.8 (3)Ni3—O6—Ni1—N5144.41 (14)
C56—C43—C44—C4514.1 (5)C1—N1—Ni1—O68.5 (8)
N8—C44—C45—C466.1 (6)O1—N1—Ni1—O6173.0 (6)
C43—C44—C45—C46169.4 (3)C1—N1—Ni1—N20.7 (3)
N8—C44—C45—C50178.3 (3)O1—N1—Ni1—N2179.1 (3)
C43—C44—C45—C506.2 (5)C1—N1—Ni1—N5177.7 (3)
C50—C45—C46—C471.8 (6)O1—N1—Ni1—N53.9 (3)
C44—C45—C46—C47173.7 (4)C2—N2—Ni1—O6175.1 (2)
C45—C46—C47—C481.8 (6)O2—N2—Ni1—O60.8 (2)
C46—C47—C48—C491.1 (7)C2—N2—Ni1—N13.5 (2)
C47—C48—C49—C500.4 (7)O2—N2—Ni1—N1179.4 (3)
C48—C49—C50—C450.4 (6)C29—N5—Ni1—O65.9 (3)
C48—C49—C50—C51179.7 (4)O5—N5—Ni1—O6163.6 (3)
C46—C45—C50—C491.0 (5)C29—N5—Ni1—N1176.0 (3)
C44—C45—C50—C49174.6 (3)O5—N5—Ni1—N114.5 (3)
C46—C45—C50—C51179.7 (3)N4—O4—Ni2—N8149.4 (3)
C44—C45—C50—C514.7 (5)Ni3—O4—Ni2—N831.36 (14)
C49—C50—C51—C56171.2 (4)N4—O4—Ni2—N333.3 (3)
C45—C50—C51—C568.0 (5)Ni3—O4—Ni2—N3145.90 (14)
C49—C50—C51—C529.9 (6)C43—N7—Ni2—N81.8 (3)
C45—C50—C51—C52170.8 (3)O7—N7—Ni2—N8177.1 (3)
C56—C51—C52—C530.1 (6)C43—N7—Ni2—N3179.0 (3)
C50—C51—C52—C53178.7 (4)O7—N7—Ni2—N35.7 (3)
C51—C52—C53—C540.2 (6)C44—N8—Ni2—O4176.1 (3)
C52—C53—C54—C550.1 (6)O8—N8—Ni2—O41.1 (2)
C53—C54—C55—C560.1 (6)C44—N8—Ni2—N73.3 (2)
C54—C55—C56—C510.2 (5)O8—N8—Ni2—N7179.5 (3)
C54—C55—C56—C43178.5 (3)C15—N3—Ni2—O410.2 (3)
C52—C51—C56—C550.1 (5)O3—N3—Ni2—O4162.8 (2)
C50—C51—C56—C55179.0 (3)C15—N3—Ni2—N7170.8 (3)
C52—C51—C56—C43178.7 (3)O3—N3—Ni2—N716.1 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1A···O51.29 (6)1.13 (6)2.405 (4)169 (6)
O3—H2A···O71.17 (5)1.23 (5)2.402 (4)176 (5)
O9—H3A···N40.86 (6)1.82 (6)2.672 (4)175 (7)
O10—H4A···N61.04 (5)1.63 (5)2.657 (4)168 (4)
(2) Bis(µ2-bis{[10-(oxidoimino)-9,10-dihydrophenanthren-9-ylidene]amino}difluoroborato)(phenanthrene-9,10-dione dioxime)trinickel(II) dichloromethane trisolvate top
Crystal data top
[Ni3(C28H16BF2N4O4)2(C14H10N2O2)]·3CH2Cl2F(000) = 2968
Mr = 1456.88Dx = 1.473 Mg m3
Monoclinic, P21/cCu Kα radiation, λ = 1.54184 Å
a = 15.6414 (8) ÅCell parameters from 25728 reflections
b = 30.8358 (11) Åθ = 3.4–76.5°
c = 14.7380 (8) ŵ = 1.67 mm1
β = 112.411 (6)°T = 100 K
V = 6571.5 (6) Å3Block, red
Z = 40.29 × 0.07 × 0.04 mm
Data collection top
Agilent SuperNova Dual Source
diffractometer with an Atlas detector
13041 independent reflections
Radiation source: sealed X-ray tube8782 reflections with I > 2σ(I)
Detector resolution: 5.2940 pixels mm-1Rint = 0.060
ω scansθmax = 75.0°, θmin = 3.4°
Absorption correction: multi-scan
(CrysAlis PRO; Agilent, 2014)
h = 1919
Tmin = 0.303, Tmax = 1.000k = 2638
25337 measured reflectionsl = 1818
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.077H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.226 w = 1/[σ2(Fo2) + (0.108P)2 + 8.2009P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max = 0.006
13041 reflectionsΔρmax = 1.16 e Å3
896 parametersΔρmin = 0.83 e Å3
Special details top

Experimental. CrysAlisPro. (Agilent, 2014). Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.

Three molecules of what appeared to be dichloromethane were found to be badly disordered. Attempts to model the disorder were unsatisfactory. The contributions to the scattering factors due to these solvent molecules were removed by use of the utility SQUEEZE (Sluis and Spek, 1990) in PLATON98 (Spek, 1998). PLATON98 was used as incorporated in WinGX (Farrugia, 1999).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C10.3411 (3)0.33690 (15)0.7321 (4)0.0323 (10)
C20.4326 (3)0.33998 (16)0.7254 (4)0.0336 (11)
C30.4765 (4)0.29952 (16)0.7127 (4)0.0347 (11)
C40.5720 (4)0.29722 (18)0.7393 (4)0.0423 (12)
H40.60930.32200.76610.051*
C50.6130 (4)0.25876 (18)0.7267 (5)0.0499 (14)
H50.67810.25710.74460.060*
C60.5574 (4)0.22266 (18)0.6875 (5)0.0498 (15)
H60.58470.19630.67850.060*
C70.4637 (4)0.22483 (17)0.6619 (4)0.0460 (14)
H70.42740.19970.63610.055*
C80.4198 (4)0.26291 (15)0.6727 (4)0.0362 (11)
C90.3201 (4)0.26641 (15)0.6448 (4)0.0357 (11)
C100.2594 (4)0.23476 (16)0.5841 (4)0.0394 (12)
H100.28440.21060.56270.047*
C110.1655 (4)0.23823 (18)0.5555 (4)0.0438 (13)
H110.12670.21620.51580.053*
C120.1264 (4)0.27305 (18)0.5831 (4)0.0422 (12)
H120.06110.27540.56200.051*
C130.1837 (4)0.30485 (16)0.6426 (4)0.0361 (11)
H130.15710.32910.66190.043*
C140.2797 (4)0.30177 (15)0.6744 (4)0.0336 (11)
C150.2126 (3)0.36498 (16)0.4672 (3)0.0310 (10)
C160.3085 (3)0.37760 (15)0.4870 (3)0.0295 (10)
C170.3700 (3)0.34790 (16)0.4634 (3)0.0304 (10)
C180.4630 (3)0.35767 (17)0.4827 (4)0.0352 (11)
H180.48690.38530.50830.042*
C190.5208 (4)0.32743 (18)0.4649 (4)0.0442 (13)
H190.58320.33460.47700.053*
C200.4864 (4)0.28685 (19)0.4294 (4)0.0472 (14)
H200.52610.26570.41960.057*
C210.3950 (4)0.27698 (18)0.4081 (4)0.0423 (12)
H210.37250.24910.38270.051*
C220.3341 (3)0.30700 (16)0.4230 (4)0.0330 (10)
C230.2352 (4)0.29719 (16)0.3911 (4)0.0335 (10)
C240.1973 (4)0.25910 (18)0.3381 (4)0.0423 (12)
H240.23780.23860.32750.051*
C250.1044 (4)0.25044 (19)0.3013 (4)0.0464 (13)
H250.08160.22420.26670.056*
C260.0436 (4)0.28018 (19)0.3149 (4)0.0455 (13)
H260.02110.27500.28740.055*
C270.0781 (4)0.31762 (18)0.3690 (4)0.0380 (11)
H270.03650.33760.37940.046*
C280.1730 (3)0.32636 (16)0.4084 (4)0.0341 (11)
C290.3296 (3)0.47670 (15)0.9399 (4)0.0325 (10)
C300.3915 (3)0.50074 (15)0.9040 (3)0.0316 (10)
C310.4137 (3)0.54622 (15)0.9300 (3)0.0322 (10)
C320.4728 (4)0.57048 (16)0.8987 (4)0.0386 (12)
H320.49880.55730.85690.046*
C330.4942 (4)0.61279 (17)0.9267 (4)0.0448 (13)
H330.53540.62840.90530.054*
C340.4558 (5)0.63252 (18)0.9862 (5)0.0557 (17)
H340.47040.66181.00610.067*
C350.3969 (4)0.60974 (17)1.0163 (4)0.0454 (14)
H350.37120.62391.05730.055*
C360.3721 (4)0.56675 (16)0.9903 (3)0.0340 (11)
C370.3088 (4)0.54261 (16)1.0242 (4)0.0360 (11)
C380.2666 (4)0.56390 (18)1.0798 (4)0.0418 (13)
H380.27720.59411.09220.050*
C390.2105 (4)0.5425 (2)1.1168 (4)0.0497 (15)
H390.18280.55791.15450.060*
C400.1938 (4)0.4987 (2)1.0998 (4)0.0443 (13)
H400.15520.48381.12610.053*
C410.2339 (4)0.47662 (17)1.0439 (4)0.0372 (11)
H410.22300.44641.03260.045*
C420.2897 (4)0.49811 (16)1.0043 (3)0.0355 (11)
C430.1661 (3)0.49600 (19)0.6807 (4)0.0400 (12)
C440.2317 (3)0.52960 (18)0.6755 (4)0.0392 (12)
C450.2153 (4)0.5756 (2)0.6941 (4)0.0511 (16)
C460.2581 (4)0.6091 (2)0.6633 (5)0.0581 (18)
H460.29790.60230.63010.070*
C470.2434 (5)0.6522 (2)0.6804 (7)0.077 (3)
H470.27300.67490.65970.093*
C480.1844 (5)0.6615 (3)0.7286 (7)0.094 (3)
H480.17290.69080.74030.112*
C490.1427 (5)0.6285 (3)0.7595 (6)0.083 (3)
H490.10320.63560.79280.100*
C500.1571 (4)0.5845 (2)0.7429 (5)0.061 (2)
C510.1151 (4)0.5488 (3)0.7768 (4)0.062 (2)
C520.0734 (5)0.5578 (3)0.8439 (5)0.073 (2)
H520.07210.58660.86580.088*
C530.0348 (5)0.5250 (4)0.8776 (5)0.088 (3)
H530.00470.53170.92090.105*
C540.0385 (4)0.4820 (4)0.8502 (5)0.077 (3)
H540.01270.45960.87610.093*
C550.0804 (4)0.4722 (3)0.7841 (4)0.0604 (19)
H550.08380.44300.76500.072*
C560.1175 (4)0.5059 (2)0.7462 (4)0.0500 (16)
C570.6326 (3)0.48466 (16)0.6652 (4)0.0315 (10)
C580.5935 (3)0.52870 (16)0.6698 (3)0.0315 (10)
C590.6591 (3)0.56487 (15)0.7051 (3)0.0304 (10)
C600.6390 (4)0.60134 (17)0.7479 (4)0.0395 (12)
H600.57880.60500.74810.047*
C610.7056 (4)0.63235 (18)0.7902 (5)0.0463 (13)
H610.69150.65700.82070.056*
C620.7926 (4)0.62788 (17)0.7885 (4)0.0436 (13)
H620.83800.64960.81710.052*
C630.8141 (4)0.59185 (17)0.7452 (4)0.0363 (11)
H630.87430.58890.74460.044*
C640.7473 (3)0.55957 (15)0.7021 (3)0.0298 (10)
C650.7705 (3)0.52067 (16)0.6569 (3)0.0320 (10)
C660.8480 (3)0.51969 (17)0.6315 (4)0.0346 (11)
H660.88670.54450.64300.041*
C670.8690 (3)0.48300 (19)0.5900 (4)0.0390 (12)
H670.92160.48280.57280.047*
C680.8134 (4)0.44667 (18)0.5735 (4)0.0409 (12)
H680.82810.42150.54500.049*
C690.7366 (3)0.44671 (18)0.5982 (4)0.0389 (12)
H690.69880.42160.58670.047*
C700.7146 (3)0.48316 (16)0.6398 (4)0.0332 (11)
N10.3219 (3)0.36493 (12)0.7882 (3)0.0321 (9)
N20.4789 (3)0.37504 (13)0.7289 (3)0.0339 (9)
N30.1712 (3)0.39220 (13)0.5053 (3)0.0316 (9)
N40.3296 (3)0.41530 (13)0.5315 (3)0.0290 (8)
N50.3158 (3)0.43671 (13)0.9063 (3)0.0337 (9)
N60.4215 (3)0.47684 (11)0.8493 (3)0.0288 (8)
N70.1558 (3)0.46191 (15)0.6258 (3)0.0364 (10)
N80.3047 (3)0.52333 (14)0.6565 (3)0.0359 (9)
N90.5880 (3)0.45401 (13)0.6849 (3)0.0346 (9)
N100.5047 (3)0.52610 (13)0.6498 (3)0.0378 (10)
O10.2406 (3)0.35856 (11)0.8007 (3)0.0397 (8)
O20.4437 (2)0.41270 (10)0.7481 (3)0.0329 (7)
O30.0833 (2)0.38339 (12)0.4931 (3)0.0436 (9)
O40.4102 (2)0.43359 (11)0.5495 (2)0.0319 (7)
O50.2580 (3)0.41112 (11)0.9310 (3)0.0422 (9)
O60.4795 (2)0.49203 (10)0.8119 (3)0.0324 (7)
O70.0898 (3)0.43277 (13)0.6260 (3)0.0448 (9)
O80.3220 (2)0.48291 (11)0.6323 (3)0.0347 (8)
O90.6191 (2)0.41229 (11)0.6839 (3)0.0373 (8)
H1A0.582 (4)0.3945 (14)0.694 (5)0.056*
O100.4608 (3)0.56409 (12)0.6526 (3)0.0463 (9)
H2A0.395 (5)0.5572 (5)0.654 (5)0.069*
Ni10.37718 (6)0.41976 (2)0.82564 (6)0.0306 (2)
Ni20.23963 (5)0.44031 (3)0.57163 (6)0.0301 (2)
Ni30.45817 (5)0.46682 (2)0.67739 (6)0.0277 (2)
F10.3252 (3)0.34124 (11)0.9649 (3)0.0556 (9)
F20.1678 (3)0.35125 (12)0.9084 (3)0.0601 (10)
F30.0369 (2)0.39118 (12)0.5394 (3)0.0613 (10)
F40.0009 (2)0.44772 (11)0.4612 (3)0.0506 (8)
B10.2493 (5)0.3650 (2)0.9034 (6)0.0486 (16)
B20.0335 (4)0.4143 (2)0.5275 (6)0.0437 (15)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.044 (3)0.021 (2)0.029 (2)0.0022 (19)0.011 (2)0.0065 (19)
C20.042 (3)0.026 (2)0.030 (3)0.002 (2)0.011 (2)0.004 (2)
C30.052 (3)0.023 (2)0.028 (2)0.003 (2)0.014 (2)0.000 (2)
C40.051 (3)0.030 (3)0.042 (3)0.005 (2)0.013 (2)0.002 (2)
C50.058 (3)0.035 (3)0.052 (4)0.010 (3)0.015 (3)0.004 (3)
C60.064 (4)0.029 (3)0.055 (4)0.017 (3)0.022 (3)0.001 (3)
C70.068 (4)0.024 (3)0.038 (3)0.001 (2)0.012 (3)0.002 (2)
C80.061 (3)0.016 (2)0.029 (3)0.001 (2)0.015 (2)0.0017 (19)
C90.058 (3)0.020 (2)0.028 (2)0.002 (2)0.014 (2)0.006 (2)
C100.065 (3)0.019 (2)0.032 (3)0.006 (2)0.016 (2)0.002 (2)
C110.059 (3)0.033 (3)0.035 (3)0.016 (2)0.014 (2)0.001 (2)
C120.054 (3)0.036 (3)0.036 (3)0.010 (2)0.015 (2)0.002 (2)
C130.049 (3)0.028 (3)0.031 (3)0.005 (2)0.015 (2)0.003 (2)
C140.049 (3)0.023 (2)0.024 (2)0.006 (2)0.010 (2)0.0060 (19)
C150.036 (2)0.032 (3)0.023 (2)0.0051 (19)0.0079 (18)0.006 (2)
C160.041 (2)0.026 (2)0.025 (2)0.0059 (19)0.0159 (19)0.0028 (19)
C170.041 (2)0.029 (2)0.022 (2)0.0046 (19)0.0133 (19)0.0010 (19)
C180.039 (2)0.034 (3)0.032 (3)0.001 (2)0.013 (2)0.002 (2)
C190.041 (3)0.041 (3)0.049 (3)0.006 (2)0.016 (2)0.007 (3)
C200.050 (3)0.041 (3)0.050 (3)0.011 (2)0.018 (3)0.010 (3)
C210.048 (3)0.033 (3)0.044 (3)0.001 (2)0.015 (2)0.010 (2)
C220.045 (3)0.030 (3)0.025 (2)0.002 (2)0.015 (2)0.002 (2)
C230.048 (3)0.029 (3)0.026 (2)0.000 (2)0.016 (2)0.003 (2)
C240.054 (3)0.038 (3)0.040 (3)0.005 (2)0.023 (3)0.009 (2)
C250.061 (3)0.042 (3)0.038 (3)0.013 (3)0.021 (3)0.014 (3)
C260.050 (3)0.049 (3)0.033 (3)0.011 (3)0.012 (2)0.005 (3)
C270.043 (3)0.037 (3)0.033 (3)0.002 (2)0.013 (2)0.004 (2)
C280.042 (3)0.029 (2)0.028 (2)0.002 (2)0.010 (2)0.008 (2)
C290.045 (3)0.023 (2)0.026 (2)0.0069 (19)0.011 (2)0.0031 (19)
C300.042 (2)0.024 (2)0.025 (2)0.0043 (19)0.0094 (19)0.0014 (19)
C310.048 (3)0.021 (2)0.021 (2)0.0047 (19)0.0066 (19)0.0026 (19)
C320.058 (3)0.025 (2)0.030 (3)0.006 (2)0.014 (2)0.001 (2)
C330.072 (4)0.023 (3)0.039 (3)0.004 (2)0.021 (3)0.001 (2)
C340.095 (5)0.020 (3)0.051 (4)0.003 (3)0.027 (3)0.009 (3)
C350.075 (4)0.028 (3)0.033 (3)0.006 (3)0.020 (3)0.006 (2)
C360.050 (3)0.024 (2)0.023 (2)0.003 (2)0.009 (2)0.0012 (19)
C370.045 (3)0.032 (3)0.021 (2)0.009 (2)0.002 (2)0.001 (2)
C380.053 (3)0.038 (3)0.028 (3)0.009 (2)0.008 (2)0.009 (2)
C390.065 (4)0.054 (4)0.030 (3)0.014 (3)0.018 (3)0.008 (3)
C400.054 (3)0.054 (4)0.023 (2)0.011 (3)0.011 (2)0.004 (2)
C410.046 (3)0.031 (3)0.033 (3)0.004 (2)0.013 (2)0.004 (2)
C420.052 (3)0.028 (3)0.019 (2)0.010 (2)0.006 (2)0.0008 (19)
C430.032 (2)0.056 (3)0.026 (2)0.014 (2)0.0044 (19)0.007 (2)
C440.032 (2)0.046 (3)0.031 (3)0.011 (2)0.003 (2)0.010 (2)
C450.036 (3)0.057 (4)0.045 (3)0.017 (3)0.002 (2)0.021 (3)
C460.043 (3)0.039 (3)0.074 (5)0.008 (2)0.002 (3)0.024 (3)
C470.052 (4)0.056 (4)0.103 (6)0.009 (3)0.006 (4)0.036 (4)
C480.054 (4)0.070 (5)0.123 (8)0.019 (4)0.005 (4)0.062 (5)
C490.053 (4)0.093 (6)0.082 (6)0.024 (4)0.001 (4)0.048 (5)
C500.037 (3)0.080 (5)0.048 (4)0.018 (3)0.003 (3)0.034 (4)
C510.043 (3)0.104 (6)0.028 (3)0.023 (3)0.002 (2)0.024 (3)
C520.045 (3)0.129 (7)0.036 (3)0.022 (4)0.005 (3)0.028 (4)
C530.041 (3)0.186 (11)0.031 (3)0.028 (5)0.007 (3)0.022 (5)
C540.045 (3)0.155 (9)0.028 (3)0.007 (4)0.009 (3)0.001 (4)
C550.037 (3)0.115 (6)0.025 (3)0.006 (3)0.007 (2)0.010 (3)
C560.031 (2)0.087 (5)0.027 (3)0.013 (3)0.006 (2)0.012 (3)
C570.034 (2)0.031 (3)0.027 (2)0.0035 (19)0.0096 (19)0.003 (2)
C580.037 (2)0.034 (3)0.026 (2)0.000 (2)0.0141 (19)0.002 (2)
C590.041 (2)0.027 (2)0.025 (2)0.0019 (19)0.0137 (19)0.0026 (19)
C600.054 (3)0.032 (3)0.037 (3)0.002 (2)0.023 (2)0.001 (2)
C610.065 (4)0.031 (3)0.048 (3)0.000 (3)0.028 (3)0.007 (3)
C620.061 (3)0.027 (3)0.042 (3)0.012 (2)0.018 (3)0.004 (2)
C630.044 (3)0.034 (3)0.030 (3)0.004 (2)0.012 (2)0.005 (2)
C640.041 (2)0.028 (2)0.018 (2)0.0001 (19)0.0091 (18)0.0051 (19)
C650.041 (2)0.031 (3)0.022 (2)0.001 (2)0.0104 (19)0.0010 (19)
C660.037 (2)0.037 (3)0.028 (2)0.000 (2)0.0108 (19)0.006 (2)
C670.033 (2)0.052 (3)0.031 (3)0.009 (2)0.011 (2)0.005 (2)
C680.044 (3)0.042 (3)0.038 (3)0.002 (2)0.017 (2)0.011 (2)
C690.039 (3)0.041 (3)0.036 (3)0.004 (2)0.013 (2)0.009 (2)
C700.032 (2)0.034 (3)0.030 (2)0.0023 (19)0.0083 (19)0.003 (2)
N10.042 (2)0.0176 (18)0.039 (2)0.0029 (16)0.0183 (18)0.0038 (17)
N20.047 (2)0.020 (2)0.034 (2)0.0032 (17)0.0156 (18)0.0009 (17)
N30.0329 (19)0.029 (2)0.032 (2)0.0009 (16)0.0119 (17)0.0026 (17)
N40.0354 (19)0.027 (2)0.026 (2)0.0023 (16)0.0130 (16)0.0018 (16)
N50.053 (2)0.0196 (19)0.032 (2)0.0056 (17)0.0206 (19)0.0067 (17)
N60.038 (2)0.0146 (17)0.032 (2)0.0032 (15)0.0109 (16)0.0013 (16)
N70.034 (2)0.046 (3)0.029 (2)0.0027 (18)0.0125 (17)0.0015 (19)
N80.038 (2)0.032 (2)0.033 (2)0.0069 (17)0.0086 (17)0.0043 (18)
N90.042 (2)0.027 (2)0.036 (2)0.0039 (17)0.0156 (18)0.0092 (18)
N100.052 (2)0.025 (2)0.040 (2)0.0038 (18)0.021 (2)0.0010 (19)
O10.049 (2)0.0295 (18)0.046 (2)0.0043 (15)0.0243 (17)0.0047 (16)
O20.055 (2)0.0144 (15)0.0378 (19)0.0011 (13)0.0274 (16)0.0017 (14)
O30.0344 (18)0.039 (2)0.058 (2)0.0016 (15)0.0185 (17)0.0068 (19)
O40.0332 (16)0.0310 (17)0.0326 (18)0.0019 (13)0.0137 (14)0.0042 (15)
O50.064 (2)0.0268 (18)0.047 (2)0.0021 (16)0.034 (2)0.0006 (17)
O60.0429 (18)0.0201 (15)0.0347 (18)0.0032 (13)0.0155 (15)0.0033 (14)
O70.043 (2)0.054 (2)0.043 (2)0.0077 (17)0.0235 (17)0.0037 (19)
O80.0345 (16)0.0273 (17)0.041 (2)0.0049 (13)0.0123 (15)0.0044 (15)
O90.0384 (18)0.0263 (17)0.048 (2)0.0018 (14)0.0167 (16)0.0074 (16)
O100.057 (2)0.0255 (18)0.059 (3)0.0003 (16)0.025 (2)0.0035 (18)
Ni10.0451 (5)0.0169 (4)0.0317 (4)0.0006 (3)0.0168 (4)0.0009 (3)
Ni20.0342 (4)0.0274 (4)0.0293 (4)0.0031 (3)0.0127 (3)0.0014 (3)
Ni30.0348 (4)0.0182 (4)0.0311 (4)0.0013 (3)0.0137 (3)0.0008 (3)
F10.071 (2)0.0393 (18)0.058 (2)0.0011 (16)0.0272 (18)0.0146 (16)
F20.072 (2)0.048 (2)0.072 (3)0.0111 (17)0.041 (2)0.0011 (19)
F30.053 (2)0.056 (2)0.083 (3)0.0035 (16)0.0350 (19)0.004 (2)
F40.0507 (18)0.0436 (19)0.049 (2)0.0051 (15)0.0097 (15)0.0025 (16)
B10.061 (4)0.037 (4)0.051 (4)0.002 (3)0.025 (3)0.001 (3)
B20.045 (3)0.035 (3)0.059 (4)0.005 (3)0.028 (3)0.003 (3)
Geometric parameters (Å, º) top
C1—N11.307 (6)C44—C451.485 (8)
C1—C21.475 (7)C45—C501.385 (9)
C1—C141.482 (7)C45—C461.399 (10)
C2—N21.291 (6)C46—C471.388 (9)
C2—C31.470 (7)C46—H460.9500
C3—C41.394 (7)C47—C481.392 (12)
C3—C81.418 (7)C47—H470.9500
C4—C51.394 (7)C48—C491.375 (14)
C4—H40.9500C48—H480.9500
C5—C61.396 (9)C49—C501.413 (10)
C5—H50.9500C49—H490.9500
C6—C71.367 (8)C50—C511.464 (11)
C6—H60.9500C51—C521.403 (9)
C7—C81.400 (7)C51—C561.405 (10)
C7—H70.9500C52—C531.364 (13)
C8—C91.458 (8)C52—H520.9500
C9—C141.410 (7)C53—C541.395 (13)
C9—C101.417 (7)C53—H530.9500
C10—C111.369 (8)C54—C551.399 (9)
C10—H100.9500C54—H540.9500
C11—C121.372 (8)C55—C561.404 (10)
C11—H110.9500C55—H550.9500
C12—C131.391 (7)C57—N91.273 (6)
C12—H120.9500C57—C701.466 (7)
C13—C141.395 (7)C57—C581.502 (7)
C13—H130.9500C58—N101.308 (6)
C15—N31.309 (6)C58—C591.470 (7)
C15—C281.464 (7)C59—C601.383 (7)
C15—C161.467 (7)C59—C641.407 (7)
C16—N41.314 (6)C60—C611.376 (8)
C16—C171.464 (6)C60—H600.9500
C17—C181.404 (7)C61—C621.377 (8)
C17—C221.416 (7)C61—H610.9500
C18—C191.391 (7)C62—C631.385 (8)
C18—H180.9500C62—H620.9500
C19—C201.384 (8)C63—C641.407 (7)
C19—H190.9500C63—H630.9500
C20—C211.376 (8)C64—C651.483 (7)
C20—H200.9500C65—C661.398 (7)
C21—C221.404 (7)C65—C701.414 (7)
C21—H210.9500C66—C671.384 (7)
C22—C231.465 (7)C66—H660.9500
C23—C241.410 (7)C67—C681.381 (8)
C23—C281.418 (7)C67—H670.9500
C24—C251.370 (8)C68—C691.382 (7)
C24—H240.9500C68—H680.9500
C25—C261.389 (8)C69—C701.385 (7)
C25—H250.9500C69—H690.9500
C26—C271.390 (8)N1—O11.367 (5)
C26—H260.9500N1—Ni11.883 (4)
C27—C281.399 (7)N2—O21.360 (5)
C27—H270.9500N3—O31.346 (5)
C29—N51.315 (6)N3—Ni21.872 (4)
C29—C301.469 (7)N4—O41.312 (5)
C29—C421.476 (7)N4—Ni21.887 (4)
C30—N61.304 (6)N5—O51.350 (5)
C30—C311.460 (7)N5—Ni11.865 (4)
C31—C321.398 (8)N6—O61.314 (5)
C31—C361.432 (7)N6—Ni11.875 (4)
C32—C331.371 (7)N7—O71.370 (6)
C32—H320.9500N7—Ni21.897 (4)
C33—C341.379 (8)N8—O81.352 (5)
C33—H330.9500N9—O91.378 (5)
C34—C351.361 (9)N9—Ni32.029 (4)
C34—H340.9500N10—O101.367 (5)
C35—C361.393 (7)N10—Ni32.064 (4)
C35—H350.9500O1—B11.480 (8)
C36—C371.470 (8)O2—Ni11.829 (3)
C37—C381.397 (7)O2—Ni32.025 (3)
C37—C421.411 (7)O3—B21.440 (7)
C38—C391.368 (9)O4—Ni32.022 (3)
C38—H380.9500O5—B11.471 (8)
C39—C401.379 (9)O6—Ni32.036 (3)
C39—H390.9500O7—B21.493 (8)
C40—C411.390 (8)O8—Ni21.819 (3)
C40—H400.9500O8—Ni32.036 (3)
C41—C421.389 (8)O9—H1A0.85 (7)
C41—H410.9500O10—H2A1.06 (7)
C43—N71.298 (7)F1—B11.395 (8)
C43—C561.471 (7)F2—B11.372 (8)
C43—C441.481 (8)F3—B21.378 (7)
C44—N81.290 (7)F4—B21.377 (8)
N1—C1—C2117.6 (4)C48—C49—H49119.1
N1—C1—C14126.3 (5)C50—C49—H49119.1
C2—C1—C14116.2 (4)C45—C50—C49117.4 (8)
N2—C2—C3115.7 (5)C45—C50—C51119.8 (6)
N2—C2—C1126.5 (4)C49—C50—C51122.8 (7)
C3—C2—C1117.8 (4)C52—C51—C56119.2 (8)
C4—C3—C8120.7 (5)C52—C51—C50118.9 (7)
C4—C3—C2120.7 (5)C56—C51—C50121.9 (6)
C8—C3—C2118.7 (5)C53—C52—C51120.0 (8)
C3—C4—C5120.3 (5)C53—C52—H52120.0
C3—C4—H4119.9C51—C52—H52120.0
C5—C4—H4119.9C52—C53—C54121.7 (7)
C4—C5—C6119.2 (6)C52—C53—H53119.1
C4—C5—H5120.4C54—C53—H53119.1
C6—C5—H5120.4C53—C54—C55119.2 (9)
C7—C6—C5120.6 (5)C53—C54—H54120.4
C7—C6—H6119.7C55—C54—H54120.4
C5—C6—H6119.7C54—C55—C56119.5 (8)
C6—C7—C8122.0 (5)C54—C55—H55120.2
C6—C7—H7119.0C56—C55—H55120.2
C8—C7—H7119.0C55—C56—C51120.2 (6)
C7—C8—C3117.3 (5)C55—C56—C43120.3 (6)
C7—C8—C9123.3 (5)C51—C56—C43119.3 (6)
C3—C8—C9119.4 (4)N9—C57—C70130.1 (5)
C14—C9—C10117.2 (5)N9—C57—C58113.1 (4)
C14—C9—C8121.8 (4)C70—C57—C58116.8 (4)
C10—C9—C8121.0 (5)N10—C58—C59131.6 (4)
C11—C10—C9121.5 (5)N10—C58—C57110.5 (4)
C11—C10—H10119.3C59—C58—C57117.4 (4)
C9—C10—H10119.3C60—C59—C64120.4 (5)
C10—C11—C12121.1 (5)C60—C59—C58121.9 (4)
C10—C11—H11119.4C64—C59—C58117.5 (4)
C12—C11—H11119.4C61—C60—C59120.5 (5)
C11—C12—C13119.0 (5)C61—C60—H60119.8
C11—C12—H12120.5C59—C60—H60119.8
C13—C12—H12120.5C60—C61—C62120.3 (5)
C12—C13—C14121.1 (5)C60—C61—H61119.8
C12—C13—H13119.5C62—C61—H61119.8
C14—C13—H13119.5C61—C62—C63120.3 (5)
C13—C14—C9120.0 (5)C61—C62—H62119.9
C13—C14—C1121.5 (5)C63—C62—H62119.9
C9—C14—C1118.3 (5)C62—C63—C64120.4 (5)
N3—C15—C28127.5 (5)C62—C63—H63119.8
N3—C15—C16112.3 (4)C64—C63—H63119.8
C28—C15—C16120.1 (4)C59—C64—C63118.1 (5)
N4—C16—C17127.5 (4)C59—C64—C65121.3 (4)
N4—C16—C15112.2 (4)C63—C64—C65120.6 (4)
C17—C16—C15120.2 (4)C66—C65—C70118.4 (5)
C18—C17—C22119.4 (4)C66—C65—C64121.5 (4)
C18—C17—C16122.8 (5)C70—C65—C64120.0 (4)
C22—C17—C16117.7 (4)C67—C66—C65120.8 (5)
C19—C18—C17121.0 (5)C67—C66—H66119.6
C19—C18—H18119.5C65—C66—H66119.6
C17—C18—H18119.5C68—C67—C66120.1 (5)
C20—C19—C18119.4 (5)C68—C67—H67119.9
C20—C19—H19120.3C66—C67—H67119.9
C18—C19—H19120.3C67—C68—C69120.3 (5)
C21—C20—C19120.4 (5)C67—C68—H68119.9
C21—C20—H20119.8C69—C68—H68119.9
C19—C20—H20119.8C68—C69—C70120.4 (5)
C20—C21—C22121.8 (5)C68—C69—H69119.8
C20—C21—H21119.1C70—C69—H69119.8
C22—C21—H21119.1C69—C70—C65120.0 (5)
C21—C22—C17117.9 (5)C69—C70—C57121.9 (4)
C21—C22—C23120.6 (5)C65—C70—C57118.1 (4)
C17—C22—C23121.3 (4)C1—N1—O1116.1 (4)
C24—C23—C28117.1 (5)C1—N1—Ni1126.1 (3)
C24—C23—C22121.3 (5)O1—N1—Ni1115.8 (3)
C28—C23—C22121.6 (5)C2—N2—O2117.3 (4)
C25—C24—C23122.7 (5)C15—N3—O3117.4 (4)
C25—C24—H24118.6C15—N3—Ni2117.0 (3)
C23—C24—H24118.6O3—N3—Ni2125.6 (3)
C24—C25—C26119.7 (5)O4—N4—C16121.4 (4)
C24—C25—H25120.2O4—N4—Ni2122.3 (3)
C26—C25—H25120.2C16—N4—Ni2116.2 (3)
C25—C26—C27119.6 (5)C29—N5—O5118.5 (4)
C25—C26—H26120.2C29—N5—Ni1116.9 (4)
C27—C26—H26120.2O5—N5—Ni1124.6 (3)
C26—C27—C28121.1 (5)C30—N6—O6121.7 (4)
C26—C27—H27119.5C30—N6—Ni1116.8 (3)
C28—C27—H27119.5O6—N6—Ni1121.5 (3)
C27—C28—C23119.7 (5)C43—N7—O7116.4 (4)
C27—C28—C15123.0 (5)C43—N7—Ni2127.2 (4)
C23—C28—C15117.3 (4)O7—N7—Ni2114.4 (3)
N5—C29—C30112.0 (4)C44—N8—O8118.6 (4)
N5—C29—C42127.8 (5)C57—N9—O9117.6 (4)
C30—C29—C42120.3 (4)C57—N9—Ni3117.9 (3)
N6—C30—C31126.9 (5)O9—N9—Ni3122.1 (3)
N6—C30—C29112.3 (4)C58—N10—O10116.3 (4)
C31—C30—C29120.9 (4)C58—N10—Ni3115.7 (3)
C32—C31—C36118.8 (4)O10—N10—Ni3122.3 (3)
C32—C31—C30123.2 (5)N1—O1—B1113.0 (4)
C36—C31—C30118.0 (5)N2—O2—Ni1127.1 (3)
C33—C32—C31121.8 (5)N2—O2—Ni3117.6 (3)
C33—C32—H32119.1Ni1—O2—Ni3115.17 (16)
C31—C32—H32119.1N3—O3—B2118.8 (4)
C32—C33—C34119.7 (6)N4—O4—Ni3113.1 (3)
C32—C33—H33120.1N5—O5—B1119.5 (4)
C34—C33—H33120.1N6—O6—Ni3112.9 (3)
C35—C34—C33119.5 (5)N7—O7—B2114.4 (4)
C35—C34—H34120.2N8—O8—Ni2128.3 (3)
C33—C34—H34120.2N8—O8—Ni3115.4 (3)
C34—C35—C36123.6 (5)Ni2—O8—Ni3116.21 (17)
C34—C35—H35118.2N9—O9—H1A109.5
C36—C35—H35118.2N10—O10—H2A109.5
C35—C36—C31116.6 (5)O2—Ni1—N5170.30 (16)
C35—C36—C37122.7 (5)O2—Ni1—N688.27 (16)
C31—C36—C37120.7 (4)N5—Ni1—N682.07 (18)
C38—C37—C42118.0 (5)O2—Ni1—N190.96 (16)
C38—C37—C36119.4 (5)N5—Ni1—N198.53 (18)
C42—C37—C36122.6 (5)N6—Ni1—N1173.25 (18)
C39—C38—C37121.8 (5)O8—Ni2—N3170.42 (16)
C39—C38—H38119.1O8—Ni2—N488.60 (16)
C37—C38—H38119.1N3—Ni2—N481.88 (17)
C38—C39—C40120.3 (5)O8—Ni2—N790.78 (17)
C38—C39—H39119.8N3—Ni2—N798.56 (19)
C40—C39—H39119.8N4—Ni2—N7173.36 (18)
C39—C40—C41119.4 (6)O4—Ni3—O289.28 (14)
C39—C40—H40120.3O4—Ni3—N987.74 (15)
C41—C40—H40120.3O2—Ni3—N996.72 (16)
C42—C41—C40120.9 (5)O4—Ni3—O6165.12 (14)
C42—C41—H41119.6O2—Ni3—O679.77 (13)
C40—C41—H41119.6N9—Ni3—O6103.43 (16)
C41—C42—C37119.6 (5)O4—Ni3—O881.29 (14)
C41—C42—C29123.0 (5)O2—Ni3—O893.48 (15)
C37—C42—C29117.4 (5)N9—Ni3—O8164.91 (17)
N7—C43—C56127.1 (6)O6—Ni3—O889.28 (14)
N7—C43—C44117.3 (5)O4—Ni3—N10107.36 (16)
C56—C43—C44115.5 (5)O2—Ni3—N10161.43 (17)
N8—C44—C43126.5 (5)N9—Ni3—N1076.28 (17)
N8—C44—C45114.4 (5)O6—Ni3—N1085.12 (16)
C43—C44—C45119.1 (5)O8—Ni3—N1097.08 (16)
C50—C45—C46120.8 (6)F2—B1—F1112.4 (5)
C50—C45—C44118.7 (7)F2—B1—O5105.9 (5)
C46—C45—C44120.5 (5)F1—B1—O5111.2 (5)
C47—C46—C45121.0 (7)F2—B1—O1106.8 (5)
C47—C46—H46119.5F1—B1—O1108.5 (5)
C45—C46—H46119.5O5—B1—O1112.0 (5)
C46—C47—C48118.5 (9)F4—B2—F3112.3 (5)
C46—C47—H47120.7F4—B2—O3110.4 (5)
C48—C47—H47120.7F3—B2—O3105.4 (5)
C49—C48—C47120.5 (7)F4—B2—O7109.1 (5)
C49—C48—H48119.7F3—B2—O7106.1 (5)
C47—C48—H48119.7O3—B2—O7113.4 (5)
C48—C49—C50121.7 (8)
N1—C1—C2—N233.6 (7)C54—C55—C56—C43176.8 (5)
C14—C1—C2—N2146.8 (5)C52—C51—C56—C551.5 (8)
N1—C1—C2—C3146.9 (5)C50—C51—C56—C55176.8 (5)
C14—C1—C2—C332.8 (6)C52—C51—C56—C43176.3 (5)
N2—C2—C3—C422.9 (7)C50—C51—C56—C432.0 (8)
C1—C2—C3—C4157.5 (5)N7—C43—C56—C5524.5 (8)
N2—C2—C3—C8157.1 (5)C44—C43—C56—C55157.4 (5)
C1—C2—C3—C822.6 (7)N7—C43—C56—C51160.7 (5)
C8—C3—C4—C50.1 (8)C44—C43—C56—C5117.4 (7)
C2—C3—C4—C5179.8 (5)N9—C57—C58—N1028.2 (6)
C3—C4—C5—C60.2 (9)C70—C57—C58—N10152.2 (4)
C4—C5—C6—C70.2 (10)N9—C57—C58—C59145.3 (4)
C5—C6—C7—C80.7 (10)C70—C57—C58—C5934.4 (6)
C6—C7—C8—C30.7 (8)N10—C58—C59—C6017.3 (8)
C6—C7—C8—C9179.0 (5)C57—C58—C59—C60154.5 (5)
C4—C3—C8—C70.3 (8)N10—C58—C59—C64168.3 (5)
C2—C3—C8—C7179.7 (5)C57—C58—C59—C6419.9 (6)
C4—C3—C8—C9179.5 (5)C64—C59—C60—C611.7 (8)
C2—C3—C8—C90.5 (7)C58—C59—C60—C61172.6 (5)
C7—C8—C9—C14166.8 (5)C59—C60—C61—C621.4 (9)
C3—C8—C9—C1413.4 (7)C60—C61—C62—C630.8 (9)
C7—C8—C9—C1015.0 (8)C61—C62—C63—C640.3 (8)
C3—C8—C9—C10164.8 (5)C60—C59—C64—C631.2 (7)
C14—C9—C10—C110.2 (7)C58—C59—C64—C63173.3 (4)
C8—C9—C10—C11178.5 (5)C60—C59—C64—C65179.8 (4)
C9—C10—C11—C121.3 (8)C58—C59—C64—C655.3 (6)
C10—C11—C12—C131.1 (8)C62—C63—C64—C590.6 (7)
C11—C12—C13—C140.1 (8)C62—C63—C64—C65179.2 (5)
C12—C13—C14—C91.2 (7)C59—C64—C65—C66164.0 (5)
C12—C13—C14—C1175.8 (5)C63—C64—C65—C6617.5 (7)
C10—C9—C14—C131.0 (7)C59—C64—C65—C7017.0 (7)
C8—C9—C14—C13177.2 (5)C63—C64—C65—C70161.6 (5)
C10—C9—C14—C1175.8 (4)C70—C65—C66—C670.5 (7)
C8—C9—C14—C12.5 (7)C64—C65—C66—C67179.6 (4)
N1—C1—C14—C1326.0 (7)C65—C66—C67—C680.3 (8)
C2—C1—C14—C13154.4 (5)C66—C67—C68—C690.0 (8)
N1—C1—C14—C9159.3 (5)C67—C68—C69—C700.0 (8)
C2—C1—C14—C920.3 (6)C68—C69—C70—C650.2 (8)
N3—C15—C16—N45.2 (6)C68—C69—C70—C57178.7 (5)
C28—C15—C16—N4173.2 (4)C66—C65—C70—C690.5 (7)
N3—C15—C16—C17170.7 (4)C64—C65—C70—C69179.5 (4)
C28—C15—C16—C1710.9 (7)C66—C65—C70—C57179.1 (4)
N4—C16—C17—C183.1 (8)C64—C65—C70—C571.9 (7)
C15—C16—C17—C18178.4 (4)N9—C57—C70—C6924.8 (8)
N4—C16—C17—C22174.2 (5)C58—C57—C70—C69155.6 (5)
C15—C16—C17—C221.0 (7)N9—C57—C70—C65156.6 (5)
C22—C17—C18—C191.5 (8)C58—C57—C70—C6523.0 (6)
C16—C17—C18—C19175.9 (5)C2—C1—N1—O1173.7 (4)
C17—C18—C19—C201.3 (9)C14—C1—N1—O16.0 (7)
C18—C19—C20—C212.5 (9)C2—C1—N1—Ni123.2 (6)
C19—C20—C21—C221.1 (9)C14—C1—N1—Ni1157.2 (4)
C20—C21—C22—C171.7 (8)C3—C2—N2—O2175.1 (4)
C20—C21—C22—C23174.2 (5)C1—C2—N2—O25.3 (7)
C18—C17—C22—C212.9 (7)C28—C15—N3—O32.9 (7)
C16—C17—C22—C21174.6 (5)C16—C15—N3—O3178.9 (4)
C18—C17—C22—C23172.9 (4)C28—C15—N3—Ni2176.9 (4)
C16—C17—C22—C239.6 (7)C16—C15—N3—Ni21.4 (5)
C21—C22—C23—C245.0 (8)C17—C16—N4—O49.2 (7)
C17—C22—C23—C24170.7 (5)C15—C16—N4—O4175.3 (4)
C21—C22—C23—C28177.8 (5)C17—C16—N4—Ni2168.8 (4)
C17—C22—C23—C286.6 (7)C15—C16—N4—Ni26.8 (5)
C28—C23—C24—C252.0 (8)C30—C29—N5—O5178.1 (4)
C22—C23—C24—C25175.3 (5)C42—C29—N5—O50.8 (8)
C23—C24—C25—C260.8 (9)C30—C29—N5—Ni11.0 (5)
C24—C25—C26—C272.5 (9)C42—C29—N5—Ni1179.9 (4)
C25—C26—C27—C281.4 (8)C31—C30—N6—O61.7 (7)
C26—C27—C28—C231.5 (8)C29—C30—N6—O6178.3 (4)
C26—C27—C28—C15178.9 (5)C31—C30—N6—Ni1178.0 (4)
C24—C23—C28—C273.1 (7)C29—C30—N6—Ni12.0 (5)
C22—C23—C28—C27174.2 (5)C56—C43—N7—O72.8 (8)
C24—C23—C28—C15177.3 (5)C44—C43—N7—O7175.3 (4)
C22—C23—C28—C155.4 (7)C56—C43—N7—Ni2160.1 (4)
N3—C15—C28—C2712.4 (8)C44—C43—N7—Ni221.8 (7)
C16—C15—C28—C27165.7 (5)C43—C44—N8—O84.6 (8)
N3—C15—C28—C23168.0 (5)C45—C44—N8—O8175.8 (4)
C16—C15—C28—C2313.9 (7)C70—C57—N9—O90.4 (8)
N5—C29—C30—N61.9 (6)C58—C57—N9—O9179.2 (4)
C42—C29—C30—N6179.1 (4)C70—C57—N9—Ni3162.4 (4)
N5—C29—C30—C31178.1 (4)C58—C57—N9—Ni318.0 (5)
C42—C29—C30—C310.9 (7)C59—C58—N10—O107.1 (8)
N6—C30—C31—C320.6 (8)C57—C58—N10—O10179.3 (4)
C29—C30—C31—C32179.4 (5)C59—C58—N10—Ni3147.0 (4)
N6—C30—C31—C36179.1 (5)C57—C58—N10—Ni325.2 (5)
C29—C30—C31—C360.9 (7)C1—N1—O1—B1137.4 (5)
C36—C31—C32—C332.2 (8)Ni1—N1—O1—B157.6 (5)
C30—C31—C32—C33178.1 (5)C2—N2—O2—Ni132.8 (6)
C31—C32—C33—C341.0 (9)C2—N2—O2—Ni3142.9 (4)
C32—C33—C34—C350.1 (10)C15—N3—O3—B2175.3 (5)
C33—C34—C35—C360.0 (10)Ni2—N3—O3—B24.4 (7)
C34—C35—C36—C311.2 (8)C16—N4—O4—Ni3145.0 (4)
C34—C35—C36—C37179.5 (6)Ni2—N4—O4—Ni332.9 (4)
C32—C31—C36—C352.2 (7)C29—N5—O5—B1173.4 (5)
C30—C31—C36—C35178.1 (5)Ni1—N5—O5—B17.6 (7)
C32—C31—C36—C37179.4 (4)C30—N6—O6—Ni3146.0 (4)
C30—C31—C36—C370.3 (7)Ni1—N6—O6—Ni333.6 (4)
C35—C36—C37—C384.1 (7)C43—N7—O7—B2139.1 (5)
C31—C36—C37—C38177.6 (4)Ni2—N7—O7—B255.7 (5)
C35—C36—C37—C42174.7 (5)C44—N8—O8—Ni229.2 (6)
C31—C36—C37—C423.6 (7)C44—N8—O8—Ni3146.7 (4)
C42—C37—C38—C391.9 (8)N2—O2—Ni1—N6152.7 (4)
C36—C37—C38—C39177.0 (5)Ni3—O2—Ni1—N631.5 (2)
C37—C38—C39—C400.1 (9)N2—O2—Ni1—N134.0 (4)
C38—C39—C40—C410.6 (8)Ni3—O2—Ni1—N1141.8 (2)
C39—C40—C41—C420.6 (8)C29—N5—Ni1—N60.0 (4)
C40—C41—C42—C372.4 (8)O5—N5—Ni1—N6179.0 (4)
C40—C41—C42—C29176.4 (5)C29—N5—Ni1—N1173.2 (4)
C38—C37—C42—C413.0 (7)O5—N5—Ni1—N15.8 (4)
C36—C37—C42—C41175.8 (4)C30—N6—Ni1—O2177.9 (4)
C38—C37—C42—C29175.9 (4)O6—N6—Ni1—O21.7 (3)
C36—C37—C42—C295.2 (7)C30—N6—Ni1—N51.2 (4)
N5—C29—C42—C414.0 (8)O6—N6—Ni1—N5179.1 (4)
C30—C29—C42—C41177.2 (4)C1—N1—Ni1—O24.2 (4)
N5—C29—C42—C37174.9 (5)O1—N1—Ni1—O2159.1 (3)
C30—C29—C42—C373.9 (7)C1—N1—Ni1—N5177.8 (4)
N7—C43—C44—N829.8 (8)O1—N1—Ni1—N519.0 (4)
C56—C43—C44—N8151.8 (5)N8—O8—Ni2—N4157.2 (4)
N7—C43—C44—C45150.5 (5)Ni3—O8—Ni2—N427.0 (2)
C56—C43—C44—C4527.8 (7)N8—O8—Ni2—N729.5 (4)
N8—C44—C45—C50161.0 (5)Ni3—O8—Ni2—N7146.4 (2)
C43—C44—C45—C5018.7 (7)C15—N3—Ni2—N41.7 (4)
N8—C44—C45—C4618.7 (8)O3—N3—Ni2—N4178.0 (4)
C43—C44—C45—C46161.6 (5)C15—N3—Ni2—N7171.6 (4)
C50—C45—C46—C470.2 (9)O3—N3—Ni2—N78.7 (4)
C44—C45—C46—C47179.9 (6)O4—N4—Ni2—O83.9 (3)
C45—C46—C47—C480.4 (11)C16—N4—Ni2—O8174.1 (4)
C46—C47—C48—C490.8 (12)O4—N4—Ni2—N3177.1 (4)
C47—C48—C49—C500.6 (12)C16—N4—Ni2—N34.9 (3)
C46—C45—C50—C490.4 (9)C43—N7—Ni2—O82.3 (5)
C44—C45—C50—C49179.9 (5)O7—N7—Ni2—O8161.0 (3)
C46—C45—C50—C51178.3 (5)C43—N7—Ni2—N3179.8 (5)
C44—C45—C50—C511.4 (8)O7—N7—Ni2—N316.9 (4)
C48—C49—C50—C450.0 (10)N5—O5—B1—F2161.0 (5)
C48—C49—C50—C51178.7 (7)N5—O5—B1—F176.6 (7)
C45—C50—C51—C52166.2 (5)N5—O5—B1—O145.0 (7)
C49—C50—C51—C5212.4 (9)N1—O1—B1—F2170.9 (4)
C45—C50—C51—C5612.1 (8)N1—O1—B1—F149.6 (6)
C49—C50—C51—C56169.3 (6)N1—O1—B1—O573.6 (6)
C56—C51—C52—C530.8 (9)N3—O3—B2—F480.1 (6)
C50—C51—C52—C53179.1 (6)N3—O3—B2—F3158.4 (5)
C51—C52—C53—C542.5 (10)N3—O3—B2—O742.7 (7)
C52—C53—C54—C551.9 (10)N7—O7—B2—F450.1 (6)
C53—C54—C55—C560.4 (9)N7—O7—B2—F3171.4 (4)
C54—C55—C56—C512.1 (8)N7—O7—B2—O373.4 (6)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O9—H1A···N20.851.962.771 (6)158
O10—H2A···N81.061.772.765 (6)155
 

Acknowledgements

The data were collected using instrumentation purchased with funds provided by the National Science Foundation (grant No. 0741973). The chemistry was supported by the Robert A. Welch Foundation (grant F-0003).

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