The complex stacking disorder of Fe- and Ru-based 1,1′-(3,6-pyrazabolyl)metallocenes

1,1′-(3,6-Pyrazabolyl)ferrocene [Fc(BHpz)₂] and the corresponding ruthenocene [Rc(BHpz)₂] crystallize as order–disorder (OD) structures with layers of Pma(m) symmetry. Since the m_[100] reflection and the a_[010] glide reflection planes of adjacent layers do not overlap, given one layer, the adjacent layer can be placed in four distinct, but geometrically equivalent, positions. There are accordingly four polytypes of a maximum degree of order (MDO). One analyzed Fc(BHpz)₂ crystal was composed of a mixture of the MDO₁ polytype in four distinct orientations and the MDO₃ polytype. A second crystal was essentially a single crystal of one out of two orientation of MDO₃. In two analyzed crystals of Rc(BHpz)₂, the MDO₁ polytype (P1) was the major polytype and was observed in four or two orientation states, respectively. Pronounced diffuse scattering is attributed to a complex disorder, which cannot be explained by simple growth models. One Rc(BHpz)₂ crystal features additional peaks in the diffraction pattern attributed to fragments of MDO₃.

1. Introduction

Development of automated computer-controlled diffractometers and crystallographic software for single crystal X-ray diffraction (SC-XRD) analysis has dramatically changed the attitude of researchers. The method, being initially aimed at determination of the crystal structure of compounds with known chemical formula and obvious atomic connectivity, turned into a powerful chemical analytical tool aimed at determining an a priori unclear composition and molecular structure. Not surprisingly, back in the 1990s SC-XRD was already denoted as a `first-resort analytical tool' (Hope & Karlin, 1994). However, `routine' SC-XRD is based on some assumptions, more or less obvious and therefore more or less commonly forgotten. It is a common belief that it does not matter which single crystal of given polymorphic modification of given chemical compound is taken for the SC-XRD, the resulting crystal structure will be virtually the same, within experimental errors, of course. Recently we experimentally proved that this is not exactly true if one takes into account not only the micro-, but also the macrostructure of the crystal. The presence of such crystal-dependent features such as order–disorder (OD) phenomena (stacking faults in this case) may manifest itself in whole-molecule disorder (Peresypkina et al., 2022), which varies from crystal to crystal even within the same sample. Some crystals at first sight seemed to be perfectly ordered, while others showed significant disorder, up to 76:24%.

Alongside the frequently underestimated effect on the interpretation of the results of crystal structure determination by SC-XRD, the OD phenomena can in many cases influence physical properties such as microporosity (Meekel et al., 2023), electronic and phononic band structures (Roth & Goodwin, 2023) or effects related to correlated disorder in MOFs [mass transport, sorption etc. (Cliffe et al., 2014)].

In this context, we present the pyrazabole-bridged ferrocene 1,1′-(3,6-pyrazabolyl)ferrocene [Fc(BHpz)₂] and the analogous ruthenocene [Rc(BHpz)₂] (Scheme 1). Fc(BHpz)₂ is used as a precursor of a Lewis superacid (Henkelmann et al., 2022). Crystals of both compounds belong to the same polytype family and feature one-dimensional diffuse scattering owing to stacking disorder. As in many such cases, the ambiguity of the stacking arrangement can be explained by application of the OD theory (Dornberger-Schiff & Grell-Niemann, 1961). The OD theory is a generalization of classical crystallography, taking into account the limited range of interatomic interactions: members of an OD family of structures are all locally equivalent. Yet, owing to local pseudo-symmetry, they may differ on a longer range. They can be ordered or disordered, but are locally built according to a strict symmetry principle (Fichtner, 1979a). Here, we will apply the OD formalism to the crystal structures of the title compounds, which feature a surprisingly complex crystallization behavior.

2. Experimental

2.1. Synthesis

We describe the synthesis of the novel compound Rc(BHpz)₂. For the synthesis of Fc(BHpz)₂, see Henkelmann et al. (2022). Ruthenocene was synthesized according to literature procedures (Rickmeier & Ritter, 2018).

2.1.1. General considerations

All reactions, manipulations and analyses of air- and moisture-sensitive compounds were carried out under an atmosphere of dry argon or nitrogen using Schlenk techniques or in an argon- or nitrogen-filled glovebox. n-Hexane was dried over Na metal; Et₂O and THF were dried over Na/benzophenone. CH₂Cl₂ was distilled from CaH₂. Prior to use, the solvents were degassed by applying three freeze–pump–thaw cycles and stored over molecular sieves (3 Å). C₆D₆ was dried over Na metal without benzophenone (2–3 days), degassed as described above and stored over molecular sieves (3 Å). THF-d₈ was dried over Na/benzophenone, distilled and degassed. CD₂Cl₂ was distilled from CaH₂, degassed and stored over molecular sieves (3 Å).

2.1.2. Rc(Bpin)₂, compound 1

Ruthenocene (1.50 g, 6.49 mmol, 1.00 eq) was suspended in 20 mL n-hexane and N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (PMDTA; 3.40 mL, ρ = 0.83 g cm⁻³, 16.28 mmol, 2.51 eq) was added. To this mixture n-butyl lithium (7.30 mL, 2.21 M, 16.13 mmol, 2.49 eq) was added dropwise at room temperature and stirring was continued for 3 h. The solvent was reduced to 2 mL and the mixture was cooled to −78°C, dissolved in 20 mL THF and 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (iPrOBPin; 3.30 mL, ρ = 0.91 g cm⁻³, 16.14 mmol, 2.49 eq) was added in one portion (see Scheme 2). The mixture was allowed to warm to room temperature and stirred overnight. A saturated aqueous solution of NH₄Cl (30 mL) was added together with 50 mL of CH₂Cl₂. The phases were separated, and the aqueous phase was extracted two times with 20 mL of CH₂Cl₂. The combined organic layers were washed with 50 mL of distilled water and 50 mL brine. The organic phase was dried with Na₂SO₄, filtered, and all volatiles were removed under reduced pressure. After recrystallization with n-hexane the product was obtained as pale-yellow crystals. Yield of 1,1′-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)ruthenocene (1): 2.04 g (4.22 mmol, 65%).

Single crystals of 1 suitable for X-ray diffraction were obtained by recrystallization with n-hexane.

2.1.3. Rc(BH₃Li)₂, compound 2

Compound 1 (1.00 g, 2.07 mmol, 1.00 eq) was dissolved in 10 mL Et₂O and cooled to 0°C in an ice-bath. LiAlH₄ (0.16 g, 4.21 mmol, 2.04 eq) was suspended in 5 mL Et₂O and added dropwise over 30 min (Scheme 3). The ice-bath was removed, and the mixture stirred for 1 h at room temperature. After filtration through a G4 porosity frit, the solvent was removed under reduced pressure to obtain a colourless residue. To remove contaminations with Al salts, the solid material was dissolved in a minimal amount of THF (1 mL), and 12-crown-4 (0.70 mL, ρ = 1.09 g cm⁻³, 4.33 mmol, 2.09 eq) was added. The product was precipitated with n-hexane (5 mL) and the mother liquid was removed with a syringe. After washing the precipitate three times with 5 mL Et₂O and drying under reduced pressure, the product was obtained as a colourless solid. Yield of 1,1′-bis(lithium trihydridoborata)­ruthenocene 2·12-crown-4·(THF)₂: 0.46 g (0.78 mmol, 38%).

Single crystals of 2·12-crown-4·(THF)₂ suitable for X-ray diffraction were obtained after one day by layering a saturated solution of 2·12-crown-4·(THF)₂ in THF (0.5 mL) with n-hexane (1.5 mL).

2.1.4. Rc(BHpz)₂, compound 3

2·12-crown-4·(THF)₂ (0.14 g, 0.24 mmol, 1.00 eq) and 1H-pyrazole (0.05 g, 0.73 mmol, 3.06 eq) were dissolved at room temperature in 10 mL THF and stirred for 2 h. Then, the mixture was cooled to −78°C with an isopropanol/dry-ice bath and trimethylchlorosilane (TMSCl; 0.15 mL, ρ = 0.856 g cm⁻³, 1.18 mmol, 4.92 eq) was added dropwise. The cooling-bath was removed and, after warming to room temperature, the mixture was gradually heated to reflux for 5 h (Scheme 4). All volatiles were removed under reduced pressure, and the residue was dissolved in CH₂Cl₂, filtered over a plug of silica gel (6 cm) and the solvent was removed under reduced pressure. The solid residue was washed with n-hexane, Et₂O and acetonitrile (5 mL each). After drying under reduced pressure, the product was obtained as a colourless, microcrystalline solid. Yield of 1,1′-(3,6-pyrazabolyl)ruthenocene (3): 0.01 g (0.03 mmol, 11%).

Single crystals of Rc(BHpz)₂ suitable for X-ray diffraction were obtained by slow evaporation of a saturated solution of Rc(BHpz)₂ in CH₂Cl₂ in an NMR tube in the form of colourless planks.

2.2. Single crystal diffraction

Intensity data of two Fc(BHpz)₂ and one Rc(BHpz)₂ crystal were collected using MoKα radiation on a STOE IPDS2 diffractometer at 173 K. For improved reciprocal space reconstructions, data of a further Rc(BHpz)₂ crystal were collected at the P24 beamline at PETRA III, a high brilliance photon source, using 0.5 Å radiation at 100 K. Data of all crystals were converted into the ESPERANTO format and processed with CrysAlisPro (Rigaku Oxford Diffraction, 2022). A correction for absorption and beam inhomogeneity was applied using the multi-scan approach.

For structure refinements the three crystals measured using the IPDS2 diffractometer system were used, because the P24 data set features a more complex diffraction pattern (see below). The structures were solved with SHELXT (Sheldrick, 2015b) and refined with SHELXL (Sheldrick, 2015a).

As detailed below, one Fc(BHpz)₂ crystal and the Rc(BHpz)₂ crystal were composed of multiple domains, yet the structure was solved and refined using only the major triclinic domain. Twin refinements including all reflections were also attempted, but we found them to be non-advantageous. A brief comparison of the refinements is given at the end of the manuscript. The second Fc(BHpz)₂ crystal was monoclinic with pseudo-orthorhombic metrics and refined as a twin by pseudo merohedry.

For the triclinic structures, where alternative domains were ignored, residual positive electron densities in difference Fourier maps were interpreted as Fe/Ru atom positions due to alternative stacking arrangements. In total, the Fe/Ru atom was refined as `disordered' over four positions with the sum of the occupancies fixed to 1. The anisotropic atomic displacement parameters (ADPs) of the four positions were constrained to be equal. For the triclinic Fc(BHpz)₂ structure, also the ligand was refined as positionally disordered about two positions, where the minor position was identified from peaks in the difference electron density map. Note that the Fe/Ru atoms were refined as disordered about more positions than the ligands, which leads to an inconsistency in the reported occupancies. However, given that the alternative Fe/Ru positions are occupied to less than 6%, this appears to be a reasonable choice, preferred over underreporting the total ligand occupancy.

To highlight the layer character of the structures and to better relate them, the atomic coordinates were transformed into unconventional non-reduced settings, such that the layer plane is parallel to (001) [relationship with the reduced cell for the triclinc structures: (a, b, c) = (−a_r + c_r, −b_r, a_r); relationship with the standard cell for the monoclinic structure: (a, b, c) = (−b_r, −a_r,  −c_r)]. Non-H atoms were refined with anharmonic ADPs. H atoms were placed at calculated positions and thereafter refined as riding on the parent atom.

More data collection and refinement details are compiled in Table 1.

Table 1
Experimental details

	Fc(BHpz)2	Fc(BHpz)2	Rc(BHpz)2
Crystal data
Chemical formula	C16H16B2FeN4	C16H16B2FeN4	C16H16B2N4Ru
Mr	341.80	341.80	387.02
Crystal system, space group	Triclinic, P1	Monoclinic, P21/c11	Triclinic, P1
Temperature (K)	173	173	173
a, b, c (Å)	14.9044 (11), 7.9751 (6), 7.5243 (8)	14.9315 (2), 7.9951 (1), 12.9916 (3)	14.7902 (7), 7.8656 (5), 7.6804 (4)
α, β, γ (°)	106.184 (8), 120.367 (10), 89.339 (6)	108.513 (2), 90, 90	105.700 (5), 119.274 (4), 89.096 (4)
V (Å^3)	732.00 (13)	1470.66 (5)	743.04 (8)
Z, Z′	2, 1	4, 1	2, 1
Radiation type	Mo Kα	Mo Kα	Mo Kα
μ (mm^−1)	1.03	1.03	1.06
Crystal shape	Block	Prism	Plank
Colour	Light brown	Orange-brown	Colourless
Crystal size (mm)	0.29 × 0.22 × 0.14	0.38 × 0.22 × 0.20	0.24 × 0.06 × 0.02
Data collection
Diffractometer	STOE IPDS2	STOE IPDS2	STOE IPDS2
Absorption correction	Multi-scan	Multi-scan	Multi-scan
Tmin, Tmax	0.754, 0.869	0.696, 0.821	0.696, 0.821
No. of measured, independent and observed [I > 2σ(I)] reflections	6102, 2809, 2533	33085, 4585, 4186	7594, 3504, 3263
Rint	0.026	0.038	0.030
(sin θ/λ)max (Å^−1)	0.617	0.716	0.659
Refinement
R[F^2 > 2σ(F^2)], wR(F^2), S	0.036, 0.090, 1.10	0.032, 0.090, 1.12	0.035, 0.092, 1.09
No. of reflections	2809	4585	3504
No. of parameters	288	209	221
No. of restraints	21	0	1
H-atom treatment	H-atom parameters constrained	H-atom parameters constrained	H-atom parameters constrained
Δρmax, Δρmin (e Å^−3)	0.37, −0.35	0.56, −0.34	1.25, −0.72
Computer programs: SHELXL2014/7 (Sheldrick, 2015a).

Two-dimensional reciprocal space sections were reconstructed from frame data using the unwarp plugin of CrysAlisPro. One-dimensional profiles were extracted from k-constant sections by summing over multiple pixels for each l value.

3. Results and discussion

3.1. Molecular structure

The ligands in Fc(BHpz)₂ and Rc(BHpz)₂ feature identical coordination behavior. Exemplarily, Rc(BHpz)₂ is shown in Fig. 1, including the atom-numbering scheme. Table 2 gives a few characteristic geometric parameters for the molecules of the three refined crystal structures. The Fe/Ru—Cp distance is distinctly larger for the ruthenocene compound (ca 1.80 versus 1.64 Å), which requires a notably larger angle between the two Cp rings (ca 6.9 versus 3.2°).

Table 2
Geometric parameters of Fc(BHpz)₂ and Rc(BHpz)₂ derived from the three structure refinements

Angles between and distances to the Cp rings are calculated with respect to the least-squares planes.

	Fc(BHpz)2 (P1)	Fc(BHpz)2 (P21/c11)	Rc(BHpz)2 (P1)
Angle between Cp rings (°)	3.15 (17)	3.22 (4)	6.86 (18)
Distance between Cp centroid and Fe/Ru atom (Å)	1.6432 (12), 1.6427 (12)	1.6430 (6), 1.6454 (6)	1.8004 (12), 1.8020 (12)
Distance of B from Cp plane (Å)	0.069 (4), 0.073 (4)	0.068 (2), 0.070 (2)	0.112 (6), 0.112 (5)

Figure 1 Molecular structure of Rc(BHpz)2 with labeling. Atoms are represented by dark blue (Ru), turquoise (N), black (C) and green (B) ellipsoids drawn at the 50% probability level; H atoms drawn as grey spheres of arbitrary radius.

3.2. Polytypes

Fc(BHpz)₂ and Rc(BHpz)₂ are polytypic structures, which means that they are built of layers that can be arranged in different ways. Crystals of both compounds are built of isostructural layers, which are arranged according to the same principle. One could speak of members of `isostructural' polytype families, though the term is usually applied to single structures, not families of structures.

The structures of the P1 and P2₁/c11 polytypes derived from structure refinements are shown in projection along [010] in Fig. 2. In both cases, one crystallographically unique molecule is located on the general position. The structures are built of layers extending parallel to the (001) plane, which will be called A_j, where j is a sequential number (see right side of Fig. 2). The vector perpendicular to the layer planes with the length of one layer width is c₀ as indicated in Fig. 2. In the P1 polytype, all layers are translationally equivalent and two adjacent layers are related by a c lattice translation. In P2₁/c11, adjacent layers are related by inversions and n-glide reflections.

Figure 2 The structures of (a) the P1 polytype of Rc(BHpz)2 and (b) of the P21/c11 polytype of Fc(BHpz)2 viewed along [010]. Atom as in Fig. 1, Fe is yellow. The subscript p (for projection) indicates that the axes are, respectively, slightly (ap) and significantly (cp) out of the drawing plane.

3.3. OD interpretation

An OD interpretation is typically based on partial (in the sense of pertaining to only subsets of Euclidean space) pseudo-symmetry operations (POs) mapping layers onto themselves or onto distinct layers. Here, first observe that γ ≈ 90°, which means that the A_j layers possess a pseudo-rectangular lattice (Fig. 3). Then, note that the Fc(BHpz)₂/Rc(BHpz)₂ molecules possess pseudo-m2m symmetry. When extended to the whole layer all operations of the m2m group leave the layer invariant up to minor desymmetrization.

Figure 3 Aj layer in the P1 polytype of Rc(BHpz)2 projected on the layer plane (001). Atoms as in Fig. 1. (Pseudo-)symmetry elements are indicated using the common symbols (Hahn & Aroyo, 2016). The layers in Fc(BHpz)2 are virtually identical and therefore not shown.

Overall, the layers possess Pma(m) symmetry, where the parentheses mark the direction lacking translation (Dornberger-Schiff, 1959). The equivalent symbol according to the International Tables of Crystallography Vol. E is pmam (Kopský & Litvin, 2006). These symbols are not commonly used in the OD literature, because they cannot represent stacking directions other than [001].

The (pseudo-)symmetry elements of the layers are shown in Fig. 3. The Fc(BHpz)₂/Rc(BHpz)₂ molecules are located around special positions with m2m symmetry, corresponding to their molecular symmetry.

Henceforth, if not indicated otherwise, we will assume that the Pma(m) symmetry is perfectly realized. Pma(m) is a non-polar layer group, which means that the interfaces at both sides are symmetrically equivalent (here for example related by the m_[001] reflection). A is the standard designation of non-polar layers, because the A letter is itself symmetric by reflection (Dornberger-Schiff, 1982).

The A_j layers all possess the same translation lattice. Moreover, since they are holohedral (possess the full mmm point symmetry of their lattice), they appear only in a single orientation state, which means that all layers in a structure are translationally equivalent. Thus, a polytype is fully determined by the origin of each L_j layer. Let s⁺⁺) be the vector that connects the origins of two adjacent layers in the polytype (up to lattice translation). Expressed with respect to the layer lattice basis it is written as

The superscript ++ indicates the sign of the coefficients of a and b. The three other linear combinations

will be used later.

A pair (A_j, A_j+1) of adjacent layers whose origins are connected by s⁺⁺ is shown in Fig. 4.

Figure 4 (Aj, Aj+1) pair of adjacent layers projected on the layer plane (001) with coordinates taken from the Rc(BHpz)2 refinement. Atoms as in Fig. 1, the lower Aj layer has lighter colors. Translation vectors connecting possible layer pairs are given in red. As before, the subscript p indicates an out-of-plane component of the vectors.

The partial symmetry of OD structures is classified into OD groupoid families, which play the role of space group types in classical crystallography. According to the notation of Dornberger-Schiff & Grell-Niemann (1961), the partial symmetry of a polytype of the title compounds is a member of the OD groupoid family

The first line states the layer group, the second line one set of possible operations relating adjacent layers using a generalization of the classical Hermann–Mauguin notation. r and s are additional metric parameters (Fichtner, 1979b) that specify the relative intrinsic translation components of screw rotations and glide reflections relating adjacent layers. The n_r, s symbol stands for a glide reflection with intrinsic translation . The meaning of the remaining symbols is summarized in Table 3. Observe that the factors in and are due to reflections being the improper analogue of a twofold rotation and 2₁ standing for a screw rotation with the intrinsic translation of half a lattice vector. The parameters (r, s) are related to the components v and w [see equation (1)] by r = 2v and s = 2w. Here, we find the parameters (v, w) more convenient and will base the upcoming discussion on them.

Table 3
Meaning of the symbols in the second line of equation (5)

Symbol	Direction	Intrinsic translation
2r+1	[100]
ns, 2	[100]
2s	[010]
n2, r+1	[010]
22	[001]	c0
nr, s	[001]

3.4. Stacking possibilities

Consider a fixed layer A_j. POs that fix the layer interfaces (do not invert the layer with respect to the stacking direction) are called λ-τ-POs in the OD literature and form the layer group Pma(2) (pma2 according to the ITC-E). The subset of operations that map the adjacent layer A_j+1 onto itself forms the translation group P11(1) (p1 according to the ITC-E), because v and w are neither integer nor half-integer numbers and therefore the m_[100] and the a_[010] planes do not overlap.

An operation in Pma(2), but not in P11(1) fixes the A_j layer but maps A_j+1 onto a different position. Thus, it creates additional equivalent pairs of layers given a fixed A_j. The Pma(2) operations can be grouped into [Pma(2):P11(1)] = 4 cosets ( is the index of the subgroup in the supergroup ), which correspond to four different ways of placing A_j+1 given A_j (Ďurovič, 1997).

Since all layers are translationally equivalent, the simplest way to describe the four ways of placing A_j+1 given A_j is the translation vector connecting the origins of A_j to A_j+1, which will be called stacking vectors. One of these vectors has been given in equation (1). The three others are obtained by applying an operation of the corresponding coset to the translation s⁺⁺ (potentially followed by reduction with a layer lattice vector): s⁺⁻, s⁻⁺ and s⁻⁻ [see equations (2)–(4)].

The four stacking vectors are shown in Fig. 4. Taking the Fe/Ru atom in the A_j layer as starting point, the end points correspond to the four Fe/Ru positions (one main and three `phantom atoms') obtained in the structure refinements.

3.5. MDO polytypes and twinning

Given a family of OD polytypes, i.e. the set of all polytypes with equivalent pairs of layers, the polytypes of a maximum degree of order (MDO) are those that cannot be decomposed into fragments of simpler polytypes (Dornberger-Schiff, 1982). They play an important role in OD theory, as all other polytypes can be decomposed into fragments of MDO polytypes.

In crystals of the title compounds, all (A_j, A_j+1) pairs of layers are equivalent (as required by the definition of OD structures), but there are four kinds of (A_j, A_j+1, A_j+2) triples (corresponding to the four different ways of placing A_j+1 given A_j, see §3.4). These define the four MDO polytypes, which are built of only one kind of these triples:

  MDO₁: …s⁺⁺s⁺⁺…, P1, c = s⁺⁺.

  MDO₂: …s⁺⁺s⁺⁻…, P2/c, c = 2c₀ + 2va.

  MDO₃: …s⁺⁺s⁻⁺…, P2₁/c11, c = 2c₀ + 2wb.

  MDO₄: …s⁺⁺s⁻⁻…, P112₁/m, c = 2c₀.

The point group of the OD groupoid family is the group generated by the linear parts of the POs of all polytypes. Here, it is mmm. By coset decompositions of the point group of a polytype in mmm one obtains the possible orientation states of a polytype (or fragment thereof) in a disordered stacking arrangement. Here we have:

  MDO₁: ,

  MDO₂: [mmm:2/m − −] = 8/4 = 2,

  MDO₃: [mmm: − 2/m −] = 8/4 = 2,

  MDO₄: [mmm: − − 2/m] = 8/4 = 2

possible orientations (2/m − − stands for the point group 2/m with unique axis [100], etc.). Stacking faults in macroscopic domains of MDO polytypes may cause twinning, by switching between the possible orientation states.

3.6. Metric parameters

The OD groupoid family given in equation (5) abstracts from metric parameters, just as the 230 space group types abstract from the cell parameters. These parameters are the layer unit-cell dimensions, layer width and the relative origin shifts v and w. The former correspond to the a and b parameters given in Table 1. The fundamental domain of the layer lattice is slightly shrunk in Ru(BHpz)₂ compared to Fc(BHpz)₂ (area ca 116 versus 119 Ų).

The layer widths calculated from the unit-cell parameters are

or, simplified by idealizing γ to 90°:

for the MDO₁ () polytypes and

for the MDO₃ (P2₁/c11) polytype. They are listed in the first line of Table 4 for the three refined structures. As expected, the layers in Rc(BHpz)₂ are thicker (ca 6.39 versus 6.16 Å) owing to the larger Ru–Cp distance.

Table 4
Metric parameters of the three polytypes under investigation: layer width |c₀| and relative origin shifts v and w (see text)

	Fc(BHpz)2 (P1)	Fc(BHpz)2 (P21/c11)	Rc(BHpz)2 (P1)
|c0| (Å)	6.159	6.160	6.388
v	−0.255	−0.255	−0.254
w	−0.263	−0.258	−0.264

The relative origin shifts can be calculated for the MDO₁ polytypes according to

For MDO₃, only w can be derived from the unit-cell parameters according to

The parameter v is derived from the atomic coordinates: averaging the y coordinates (excluding H) atoms and subtracting gives the relative distance of the layer's pseudo-reflection plane from the c glide plane of the crystal. Twice this distance is w. v and w are listed at the bottom of Table 4. Observe that they show very little variation across polytypes (i.e. there is little desymmetrization). The crucial points for interpreting the diffraction patterns in the next section is that they can be approximated as v, w ≈ .

3.7. Diffraction pattern

To show the complexity that can arise from families of OD structures such as the title compound, we will discuss the diffraction patterns of four different crystals, which were all obtained by slow evaporation from CH₂Cl₂. Two Fc(BHpz)₂ crystals will be called Fc1 (source of the P1 refinement of Fc(BHpz)₂) and Fc2 (source of the P2₁/c11 refinement of Fc(BHpz)₂). Data for both were collected using the IPDS2 diffractometer system. The data of Fc1 was used to publish the original structure of Fc(BHpz)₂ (Henkelmann et al., 2022). The two Rc(BHpz)₂ crystals will be called Rc1 and Rc2. Both were extracted from the same synthesis batch. Data of Rc1 was collected using the IPDS2 diffractometer [source of the P1 refinement of Rc(BHpz)₂], of Rc2 at the P24 beamline (no refinement performed, owing to broad additional peaks, hampering intensity evaluation).

The diffraction patterns will all be indexed with respect to the reciprocal basis , the dual of the real space basis (a, b, c₀). Note that by convention reciprocal bases are given as columns, hence the superscript T.

A feature common to all investigated crystals is that for h and k even, diffraction intensities are only observed for (h + k)/2 + l = 2n, , as shown exemplarily for Fc1 and Rc2 in Fig. 5. These reflections correspond to the family structure [Immm symmetry, ], an equal overlay of all possible stacking arrangements, when assuming perfect translational equivalence of all layers and idealizing the metric parameters to v, w= −¼. They are therefore called family reflections. All stacking arrangements, disordered or not, produce only sharp (Bragg) reflections on rods h and k even, as can be derived by a standard argument [see e.g. Ferraris et al. (2008)]. Very faint streaks are due to deviation from the idealized model [called desymmetrization, see Ďurovič (1979)]. Their faintness however shows that the idealization is legitimate (Fig. 5).

Figure 5 Reconstructions of the k = 2 plane of reciprocal space of crystals (a) Fc1 and (b) Rc2 (measured at P24), showing the family reflections on rods h, k even. Black arrows mark h, k even rows with family reflections.

3.8. Macroscopic domains

On rods h or k odd, the diffraction patterns contain discrete peaks and/or diffuse components, whereby we consider as discrete those peaks whose profile is not broader than those of the family reflection when scaled to the same intensity. There, one can assume that the profile is dominated by experimental artifacts (radiation: spectrum, finite coherence length, divergence; crystal: finite size and mosaicity, desymmetrization, etc.).

These sharp peaks are due to macroscopic ( > the coherence length of the radiation) domains of particular periodic polytypes and are called characteristic reflections in the OD literature. From the c vectors of the MDO polytypes given above, one can infer the reciprocal bases of the four MDO polytypes (assuming ideal v, w= −¼):

  MDO₁:

  MDO₂:

  MDO₃:

  MDO₄:

Observe that the basis of MDO₁ does only index family reflections on rods h and k even. For MDO_2, 3, 4 though, one would expect additional reflection between the family reflections, because c*= . These non-existing reflections are called non-spacegroup or non-crystallographic systematic absences and are a characteristic phenomenon of polytypic structures of translationally equivalent layers.

As noted above, for MDO₁, there are four possible orientations, which we will designate according to one representative operation with respect to the reference c = −¼a − ¼b + c₀ domain as the 1, 2_[100], 2_[010] and 2_[001] domains. 2_[001] here stands for a rotation about c₀, i.e. a direction perpendicular to the layer plane. The corresponding reciprocal bases are:

  MDO₁ (1):

  MDO₁ (2_[100]):

  MDO₁ (2_[010]):

  MDO₁ (2_[001]):

These bases index reflections at distinct positions on rods h and/or k odd. In contrast, MDO_2, 3, 4 are monoclinic, yet their lattices are orthorhombic (assuming ideal ), and thus the twin domains produce reflections at the same positions [twinning by pseudo-merohedry (Grimmer & Nespolo, 2006)]. The expected positions for all MDO polytypes, and their twin domains in the case of MDO₁, is compiled in Table 5.

Table 5
Reflection conditions for the four MDO polytypes

Polytypes are given by their number; for MDO₁ the orientations are given in parentheses. .

k	l	h = 4nh	h = 4nh + 1	h = 4nh + 2	h = 4nh + 3
4nk	nl	All (family)	3, 4	–	3, 4
		–	1 (1, 2[010]), 2	–	1 (2[100], 2[001]), 2
		–	3, 4	All (family)	3, 4
		–	1 (2[100], 2[001]), 2	–	1 (1, 2[010]), 2
4nk + 1	nl	2, 4	1 (2[100], 2[010]), 4	2, 4	1 (1, 2[001]), 4
		1 (1, 2[100]), 3	2,3	1 (2[010], 2[001]), 3	2, 3
		2, 4	1 (1, 2[100]), 4	2, 4	1 (2[100], 2[010]), 4
		1 (2[010], 2[001]), 3	2, 3	1 (1, 2[100]), 3	2, 3
4nk + 2	nl	–	3, 4	All (family)	3, 4
		–	1 (2[100], 2[001]), 2	–	1 (1, 2[010]), 2
		All (family)	3, 4	–	3, 4
		–	1 (1, 2[010]), 2	–	1 (2[100], 2[001]), 2
4nk + 3	nl	2, 4	1 (1, 2[001]), 4	2, 4	1 (2[100], 2[010]), 4
		1 (2[010], 2[001]), 3	2, 3	1 (1, 2[100]), 3	2, 3
		2, 4	1 (2[100], 2[010]), 4	2, 4	1 (1, 2[001]), 4
		1 (1, 2[100]), 3	2, 3	1 (2[010], 2[001]), 3	2, 3

No sharp peaks were observed for any crystal on h even, k odd rods with half-integer l (see Fig. 6). Thus, according to Table 5, long-range ordered domains of MDO₂ and MDO₄ can be excluded. Crystals Fc1, Rc1 and Rc2 featured sharp reflections on rods h and k odd with integer and half-integer l (see Fig. 7), meaning that there are macroscopic MDO₁ domains (observe that MDO₄ was excluded). Crystal Fc1 and Fc2 featured sharp reflections on rods h and k odd with odd fourths of l () [black arrows in Fig. 7(a)], indicating macroscopic MDO₃ domains (MDO₂ having been excluded). Rc2 likewise features peaks at these positions [black arrows in Fig. 7(b)], however they are distinctly more diffuse than the family reflections and therefore not due to macroscopic MDO₃ domains. In summary, the macroscopic domains are:

Figure 6 Reconstructions of the k = 1 planes of reciprocal space of crystals (a) Fc1, (b) Fc2, (c) Rc1 and (d) Rc2.

Figure 7 Comparison of the (11l)* rods of reciprocal space of (a) crystals Fc1 and Fc2 and (b) crystals Rc1 and Rc2. Black arrows indicate position of MDO3 reflections, red arrows the positions of the 2[100], 2[001] orientations of MDO1.

  Fc1: MDO₁ and MDO₃

  Fc2: MDO₃

  Rc1: MDO₁

  Rc2: MDO₁

Since Fc1 is built of different polytypes, it is classified as an allotwin (Nespolo et al., 1999).

For the crystals containing MDO₁, namely Fc1, Rc1 and Rc2, the fractions of the four twin domains are remarkably unequally distributed. To quantify the fractions, reflection intensities were evaluated by integrating using the orthorhombic basis (a, b, 4c₀). For Rc1 and Rc2, which do not contain sharp MDO₃ reflections, an oI centering was applied which indexes the reflections of all four MDO₁ orientations (and spurious reflections on the rods of family reflections). For Fc1 a primitive setting was used, to also integrate the MDO₃-only reflections. The average intensities of each reflection class (normed to an arbitrary intensity of 1000 for the family reflections) are compiled in Table 6.

Table 6
Reflection classes of the four orientations of the MDO₁ polytype in the crystals Fc1, Rc1 and Rc2 (potentially including MDO₃ intensity) and the MDO₃ only reflections in crystal Fc1

Intensities are averaged over all reflections of the class, normalized to the average of the family reflections. Pure MDO₃ reflections of Rc1 and Rc2 were not integrated (use of oI instead of oP cell), since they were either absent or strongly diffuse.

Class	Fc1	Rc1	Rc2
Family	1000	1000	1000
1 / 2[100] / (MDO3)	552	493	461
1 / 2[010]	465	446	390
1 / 2[001]	876	835	555
2[100] / 2[010]	28	34	5
2[100] / 2[001]	57	78	95
2[010] / 2[001] / (MDO3)	93	72	140
MDO3	85	–	–

It is striking that in all three crystals, there is one dominant domain (which was used as the reference with orientation 1). The second most dominant domain is obtained by twofold rotation about c₀. The two others (twofold rotation about a and b) are much less pronounced (see red arrows in Fig. 7). In particular in crystal Rc2 (data collected at the P24 beamline and therefore of high quality) there are no reflections of the 2_[100], 2_[010] domains and the crystal therefore contains only two ordered MDO₁ domains [see red arrows in Fig. 7(b)]. The small integrated intensity of these `reflections' (line 5 in Table 6) is an artifact due to one-dimensional diffuse scattering. In Fc1 and Rc1, on the other hand, all four orientations exist. Crystal Fc1 features MDO₃ reflections, which are much less pronounced, though, than the MDO₁ reflections [last line in Table 6, black arrows in Fig. 7(a)].

Crystal Fc2 featured reflections only of MDO₃ [black arrows in Fig. 7(b)], which can appear in two orientation (see above). To determine the twin volume ratio, the structure was refined as a twin by pseudo-merohedry. Including the alternative twin domain improved the residuals slightly (R_obs from 0.036 to 0.032). However, the fraction of the minor domain refined to only barely one percent [0.0110(2)]. We suspect that the improvement of the residuals is not due to an actual second domain but to erroneous intensity evaluations caused by weak diffuse scattering. This phenomenon has been called the Ďurovič effect (Nespolo & Ferraris, 2001).

In summary, the crystals under investigation are composed of the following long-range ordered domains:

  Fc1: MDO₁ (1, 2_[100], 2_[010], 2_[001]), MDO₃

  Fc2: MDO₃ (only one domain)

  Rc1: MDO₁ (1, 2_[100], 2_[010], 2_[001])

  Rc2: MDO₁ (1, 2_[001])

in strongly varying fractions, which suggests a very small stacking fault density. For a large number of stacking faults, the law of large numbers predicts pairs of twin domains with approximately equal volume ratios.

3.9. Diffuse scattering

All four crystals under investigation feature one-dimensional diffuse scattering along , on rods h or k odd, which is in contradiction to the low stacking fault density. We therefore suppose that the crystals are built of ordered and disordered domains. This can for example be caused by slow transformation of disordered to ordered domains, as we have described in Stöger et al. (2021). In fact, while the central parts of the MDO₁ characteristic reflections in Rc2 are generally as sharp as the family reflections, at the base one observes a distinct broadening, which we interpret as the contributions of a more disordered domain (black arrows in Fig. 8).

Figure 8 Comparison of the family reflections on the (22l)* rod (red) and characteristic reflections of the MDO1 polytypes on the (12l)* rod (black) of crystal Rc2. Black arrows indicate a broadening at the base, which we attribute to a disordered domain.

Since the diffraction patterns are dominated by the sharp reflections, we will only discuss the diffuse components qualitatively. The diffuse scattering is distinctly more pronounced in the case of the Rc(BHpz)₂ crystals than the Fc(BHpz)₂ crystals (see Fig 6) and we will therefore focus the discussion on the former.

We will designate as a simple disordered domain a domain that is built of two kinds of MDO fragments (for example a mix of MDO₁ and MDO₂ fragments). Such a simple model can be regarded as a simplified OD family with a lower-symmetry family structure. Accordingly, as can be shown with structure factor considerations [as for example those given in Ferraris et al. (2008) or Stöger et al. (2021)], under the idealizations given above streaks would be observed at most on two kinds of rods, as compiled in Table 7.

Table 7
Positions of Bragg peaks and diffuse scattering on rods h or k odd in models involving two kinds of MDO fragments

Positions of Bragg peaks are given with n standing for an integer.

Model	h odd, k even	h even, k odd	h and k odd
MDO1/MDO2	Bragg at l = (h + k)/4 + n	Diffuse	Diffuse
MDO1/MDO3	Diffuse	Bragg at l = (h + k)/4 + 1	Diffuse
MDO1/MDO4	Diffuse	Diffuse	Bragg at l = (h + k)/4 + n
MDO2/MDO3	Diffuse	Diffuse	Bragg at l = (2n + 1)/4
MDO2/MDO4	Diffuse	Bragg at l = n/2	Diffuse
MDO3/MDO4	Bragg at l = n/2	Diffuse	Diffuse

The Bragg peaks of the models with MDO₁ fragments would be located under the corresponding peaks of the ordered fragments (rows 1–3 in Table 7) and therefore cannot be seen. The sharp peaks of non-MDO₁ models (rows 4–6 in Table 7) would be visible. No such peaks are observed for crystal Rc1 ruling out such models. There are though tiny peaks at l = n/2 on rods h odd, k even in crystal Rc2 (black arrows in Fig. 9). This might indicate disordered MDO₃/MDO₄ domains, though the peaks are too weak to judge whether they are sharp or diffuse.

Figure 9 Comparison of the (12l)* rods of reciprocal space of crystals Rc1 and Rc2. Black arrows indicate peaks observed in crystal Rc2 but not crystal Rc1.

In any case, for both Rc(BHpz)₂ crystals, diffuse streaks are observed on all rods with either h and/or k odd, which means that either the crystals possess simple disordered domains of different kind (e.g. MDO₁/MDO₃ and MDO₃/MDO₄) or the disordered domains are more complex (i.e. an MDO₁ fragment can be followed by any other fragment). Twinning cannot explain the diffuse scattering on all rods, as the twin operations don't affect the parity of h or k.

3.10. Additional diffraction features in crystal Rc2

As noted above, crystal Rc2 features additional broad peaks at l ≈ (2n + 1)/4 on rods h and k odd that are not observed in crystal Rc1 [black arrows in Fig. 7(b)]. The peaks are consistent with MDO₃ fragments. Given that the additional peaks on rods h odd, k even (black arrows in Fig. 9) are very weak, it is not currently possible to determine the exact nature of these domains. Overall, we conclude that the diffuse scattering of the Rc(BHpz)₂ crystals is due to a complex combination of ordered and disordered domains, which are expressed to a different extent in different crystals.

3.11. Comparison of refinements

Despite the samples being twinned, the structural refinements based on the intensity data of crystals Fc1 and Rc1 were performed using only reflections of the major domain. In this section, we compare this simple refinement of Rc1 to a `proper' twin refinement. It has to be noted that determination of twin volume ratios and stacking fault frequencies by classical refinements is treacherous, as we have for example shown for KAgCO₃ (Hans et al., 2015). The crystals under investigation are particularly problematic, since they feature both ordered and disordered parts and therefore intensity evaluation of individual reflections will be affected by the diffuse scattering.

As noted in the Experimental, when ignoring the twinning, the alternative stacking arrangements are observed as `phantom atoms'. These may be `real' in the sense that there is coherent diffraction between different domains, they may be due to unaccounted for twinning (addition of |F|², not F) or they may be an artifact owing to erroneous intensity evaluations (the Ďurovič effect mentioned above). These contributions usually cannot be separated.

For comparison we attempted refinements as a twin of the two major orientation states (related by 2_[001], see above) and even with all four orientation states. The twin volume ratios and the intensity of the `phantom atoms' are compared in Table 8. In twin refinements, the occupancies of the `phantom atoms' decreased, but if omitted, they generally reappeared in difference Fourier syntheses. Only the minor position in the four-domain twin refinement could not be located any longer and was omitted.

Table 8
Comparison of structure refinements with one, two or four twin domains

The twin domains and occupancies of the Ru atoms are given by the operation with respect to the major domain.

	One domain	Two domains	Four domains
Twin volume ratio
1	1	82.36 (10)	77.0 (2)
2[100]	–	–	1.32 (15)
2[010]	–	–	4.45 (16)
2[001]	–	17.64 (10)	17.3 (2)
Ru occupancy ratio
1	92.08 (10)	94.75 (17)	95.4 (2)
2[100]	0.35 (8)	0.62 (11)	–
2[010]	1.55 (8)	1.68 (1)	1.36 (15)
2[001]	6.02 (7)	2.96 (12)	3.27 (18)
Robs	0.0345	0.0496	0.0750
wR(F^2)obs	0.0917	0.1267	0.2047
Rall	0.0377	0.0618	0.0983
wR(F^2)all	0.0894	0.1286	0.2083
No. of parameters	221	222	220

Overall, we found the refinements of similar quality. Apparently, the interatomic distances are adequately determined by the intensities of the family reflection. The residuals are nominally better when using only the main domain, owing to improved intensities. It is unclear whether including the minor domains is advantageous, since the phantom atoms do not fully disappear anyway. It has been suggested to place different reflection classes on different scale factors, though this likewise is just cosmetics by adding new parameters: it is not given that the Ďurovič effect is linear with intensity. As noted above, the twin volume ratios and occupancies are unreliable in any case.

4. Conclusion and outlook

The title compounds Fc(BHpz)₂ and Rc(BHpz)₂ prove that polytypes can possess a fascinatingly complex crystallization behavior. Small changes in chemistry, such as substitution of Fe by Ru may lead to different crystallization behavior. Yet, even from the same crystallization attempt very different crystals are extracted, hinting towards a chaotic system. To fully understand the nature of the diffuse scattering, additional experiments will be necessary. In particular, we expect insights from temporal changes in the diffraction pattern due to a rearrangement of a kinetic structure to the thermodynamic one. But also different crystallization conditions such as temperature and solvents may shed more light on the disorder model.

The OD formalism allows a unified description of the polytype family and provides a convincing rationale for the ambiguity in the stacking sequence.

5. Related literature

The following reference is cited in the supporting information: Fulmer et al. (2010).

Supporting information

Computing details

(Fc(BHpz)2triclinic)

Crystal data

C16H16B2FeN4	Z = 2
Mr = 341.80	F(000) = 352
Triclinic, P1	Dx = 1.551 Mg m^−3
a = 14.9044 (11) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.9751 (6) Å	Cell parameters from 3735 reflections
c = 7.5243 (8) Å	θ = 3.9–26.0°
α = 106.184 (8)°	µ = 1.03 mm^−1
β = 120.367 (10)°	T = 173 K
γ = 89.339 (6)°	Block, light brown
V = 732.00 (13) Å^3	0.29 × 0.22 × 0.14 mm

Data collection

STOE IPDS II two-circle- diffractometer	2533 reflections with I > 2σ(I)
Radiation source: Genix 3D IµS microfocus X-ray source	Rint = 0.026
ω scans	θmax = 26.0°, θmin = 3.9°
Absorption correction: multi-scan CrysAlisPro 1.171.42.69a (Rigaku Oxford Diffraction, 2022) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.	h = −18→18
Tmin = 0.703, Tmax = 1.000	k = −9→9
6102 measured reflections	l = −9→9
2809 independent reflections

Refinement

Refinement on F^2	21 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.036	H-atom parameters constrained
wR(F^2) = 0.090	w = 1/[σ^2(Fo^2) + (0.0297P)^2 + 0.772P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.001
2809 reflections	Δρmax = 0.37 e Å^−3
288 parameters	Δρmin = −0.35 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Fe1	0.25021 (3)	0.29669 (5)	0.49691 (5)	0.01813 (14)	0.9061 (13)
Fe1B	0.2512 (8)	0.1926 (17)	0.4963 (15)	0.01813 (14)	0.0334 (9)
Fe1C	0.2508 (7)	0.6967 (16)	0.4999 (13)	0.01813 (14)	0.0389 (11)
Fe1D	0.2559 (12)	0.776 (3)	0.515 (2)	0.01813 (14)	0.0216 (11)
N1	0.19368 (16)	0.7464 (3)	0.6142 (3)	0.0216 (4)	0.9492 (13)
N2	0.13820 (16)	0.6932 (3)	0.3942 (3)	0.0217 (4)	0.9492 (13)
N3	0.36088 (16)	0.7473 (3)	0.6160 (3)	0.0217 (4)	0.9492 (13)
N4	0.30522 (16)	0.6920 (3)	0.3954 (3)	0.0214 (4)	0.9492 (13)
C1	0.1287 (2)	0.8058 (3)	0.6823 (4)	0.0244 (5)	0.9492 (13)
H1	0.1476	0.8508	0.8297	0.029*	0.9492 (13)
C2	0.0295 (2)	0.7913 (4)	0.5040 (5)	0.0290 (6)	0.9492 (13)
H2	−0.0321	0.8235	0.5040	0.035*	0.9492 (13)
C3	0.0391 (2)	0.7198 (3)	0.3262 (4)	0.0248 (5)	0.9492 (13)
H3	−0.0160	0.6938	0.1788	0.030*	0.9492 (13)
C4	0.46028 (19)	0.8056 (3)	0.6850 (4)	0.0247 (5)	0.9492 (13)
H4	0.5157	0.8514	0.8326	0.030*	0.9492 (13)
C5	0.4698 (2)	0.7889 (4)	0.5083 (5)	0.0298 (6)	0.9492 (13)
H5	0.5314	0.8205	0.5095	0.036*	0.9492 (13)
C6	0.3706 (2)	0.7163 (3)	0.3288 (4)	0.0250 (5)	0.9492 (13)
H6	0.3518	0.6883	0.1818	0.030*	0.9492 (13)
C11	0.31606 (19)	0.5210 (4)	0.7607 (4)	0.0219 (5)	0.9492 (13)
C12	0.2421 (2)	0.4122 (3)	0.7649 (4)	0.0264 (5)	0.9492 (13)
H12	0.1806	0.4470	0.7660	0.032*	0.9492 (13)
C13	0.2733 (2)	0.2438 (4)	0.7669 (4)	0.0326 (6)	0.9492 (13)
H13	0.2385	0.1475	0.7741	0.039*	0.9492 (13)
C14	0.3685 (2)	0.2451 (4)	0.7647 (4)	0.0318 (6)	0.9492 (13)
H14	0.4095	0.1505	0.7694	0.038*	0.9492 (13)
C15	0.3939 (2)	0.4147 (3)	0.7614 (4)	0.0258 (5)	0.9492 (13)
H15	0.4536	0.4525	0.7582	0.031*	0.9492 (13)
C21	0.18356 (19)	0.3925 (4)	0.2393 (4)	0.0215 (5)	0.9492 (13)
C22	0.1066 (2)	0.2827 (4)	0.2325 (4)	0.0269 (6)	0.9492 (13)
H22	0.0451	0.3187	0.2332	0.032*	0.9492 (13)
C23	0.1340 (2)	0.1110 (4)	0.2239 (4)	0.0315 (6)	0.9492 (13)
H23	0.0951	0.0116	0.2161	0.038*	0.9492 (13)
C24	0.2300 (2)	0.1120 (4)	0.2244 (4)	0.0326 (6)	0.9492 (13)
H24	0.2681	0.0144	0.2186	0.039*	0.9492 (13)
C25	0.2588 (2)	0.2830 (3)	0.2319 (4)	0.0257 (5)	0.9492 (13)
H25	0.3194	0.3219	0.2324	0.031*	0.9492 (13)
B1	0.3105 (2)	0.7167 (4)	0.7462 (4)	0.0226 (6)	0.9492 (13)
H1A	0.3477	0.8048	0.8953	0.027*	0.9492 (13)
B2	0.1883 (2)	0.5982 (4)	0.2609 (4)	0.0216 (6)	0.9492 (13)
H2A	0.1510	0.6135	0.1138	0.026*	0.9492 (13)
N1'	0.196 (3)	0.315 (4)	0.603 (6)	0.0216 (4)	0.0508 (13)
N2'	0.139 (3)	0.243 (5)	0.393 (6)	0.0217 (4)	0.0508 (13)
N3'	0.355 (3)	0.302 (4)	0.603 (6)	0.0217 (4)	0.0508 (13)
N4'	0.297 (3)	0.249 (5)	0.383 (6)	0.0214 (4)	0.0508 (13)
C1'	0.130 (4)	0.297 (5)	0.673 (8)	0.0244 (5)	0.0508 (13)
H1'	0.1534	0.3364	0.8229	0.029*	0.0508 (13)
C2'	0.020 (5)	0.214 (6)	0.507 (9)	0.0290 (6)	0.0508 (13)
H2'A	−0.0400	0.1838	0.5110	0.035*	0.0508 (13)
C3'	0.042 (4)	0.196 (6)	0.326 (8)	0.0248 (5)	0.0508 (13)
H3'	−0.0110	0.1527	0.1760	0.030*	0.0508 (13)
C4'	0.458 (4)	0.291 (5)	0.677 (8)	0.0247 (5)	0.0508 (13)
H4'	0.5114	0.3235	0.8258	0.030*	0.0508 (13)
C5'	0.475 (4)	0.224 (6)	0.499 (9)	0.0298 (6)	0.0508 (13)
H5'	0.5380	0.2026	0.4995	0.036*	0.0508 (13)
C6'	0.370 (4)	0.201 (6)	0.323 (8)	0.0250 (5)	0.0508 (13)
H6'	0.3510	0.1558	0.1757	0.030*	0.0508 (13)
C11'	0.314 (3)	0.603 (5)	0.754 (8)	0.0219 (5)	0.0508 (13)
C12'	0.245 (4)	0.724 (5)	0.763 (7)	0.0264 (5)	0.0508 (13)
H12'	0.1787	0.6887	0.7553	0.032*	0.0508 (13)
C13'	0.274 (3)	0.897 (5)	0.773 (8)	0.0326 (6)	0.0508 (13)
H13'	0.2356	1.0007	0.7780	0.039*	0.0508 (13)
C14'	0.369 (3)	0.890 (5)	0.774 (8)	0.0318 (6)	0.0508 (13)
H14'	0.4113	0.9876	0.7763	0.038*	0.0508 (13)
C15'	0.392 (3)	0.715 (5)	0.769 (7)	0.0258 (5)	0.0508 (13)
H15'	0.4544	0.6734	0.7637	0.031*	0.0508 (13)
C21'	0.190 (3)	0.479 (5)	0.251 (8)	0.0215 (5)	0.0508 (13)
C22'	0.117 (3)	0.597 (5)	0.243 (7)	0.0269 (6)	0.0508 (13)
H22'	0.0532	0.5656	0.2471	0.032*	0.0508 (13)
C23'	0.141 (3)	0.763 (5)	0.229 (8)	0.0315 (6)	0.0508 (13)
H23'	0.1012	0.8647	0.2255	0.038*	0.0508 (13)
C24'	0.237 (3)	0.754 (5)	0.231 (8)	0.0326 (6)	0.0508 (13)
H24'	0.2798	0.8519	0.2364	0.039*	0.0508 (13)
C25'	0.264 (3)	0.583 (5)	0.242 (7)	0.0257 (5)	0.0508 (13)
H25'	0.3300	0.5447	0.2535	0.031*	0.0508 (13)
B1'	0.314 (3)	0.402 (5)	0.754 (6)	0.0226 (6)	0.0508 (13)
H1A'	0.3504	0.3867	0.9010	0.027*	0.0508 (13)
B2'	0.179 (3)	0.277 (6)	0.247 (6)	0.0216 (6)	0.0508 (13)
H2A'	0.1402	0.1916	0.0963	0.026*	0.0508 (13)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.0213 (2)	0.0181 (3)	0.01367 (19)	0.00408 (14)	0.00873 (15)	0.00414 (14)
Fe1B	0.0213 (2)	0.0181 (3)	0.01367 (19)	0.00408 (14)	0.00873 (15)	0.00414 (14)
Fe1C	0.0213 (2)	0.0181 (3)	0.01367 (19)	0.00408 (14)	0.00873 (15)	0.00414 (14)
Fe1D	0.0213 (2)	0.0181 (3)	0.01367 (19)	0.00408 (14)	0.00873 (15)	0.00414 (14)
N1	0.0230 (10)	0.0248 (11)	0.0186 (10)	0.0056 (8)	0.0128 (9)	0.0053 (8)
N2	0.0196 (10)	0.0265 (11)	0.0176 (10)	0.0060 (8)	0.0090 (8)	0.0067 (8)
N3	0.0201 (10)	0.0247 (11)	0.0193 (10)	0.0043 (8)	0.0098 (9)	0.0067 (8)
N4	0.0227 (10)	0.0255 (11)	0.0193 (10)	0.0058 (8)	0.0130 (9)	0.0075 (8)
C1	0.0274 (13)	0.0236 (13)	0.0270 (13)	0.0052 (10)	0.0193 (11)	0.0045 (10)
C2	0.0249 (14)	0.0310 (15)	0.0383 (15)	0.0088 (11)	0.0215 (13)	0.0113 (12)
C3	0.0215 (12)	0.0257 (13)	0.0268 (13)	0.0052 (10)	0.0120 (11)	0.0093 (10)
C4	0.0181 (12)	0.0242 (13)	0.0288 (13)	0.0045 (10)	0.0108 (11)	0.0076 (10)
C5	0.0243 (14)	0.0332 (15)	0.0416 (15)	0.0072 (11)	0.0227 (13)	0.0143 (12)
C6	0.0295 (13)	0.0260 (13)	0.0292 (13)	0.0093 (10)	0.0210 (12)	0.0110 (10)
C11	0.0234 (12)	0.0247 (14)	0.0138 (11)	0.0018 (11)	0.0082 (10)	0.0038 (10)
C12	0.0330 (14)	0.0295 (14)	0.0192 (12)	0.0035 (11)	0.0161 (11)	0.0064 (10)
C13	0.0491 (18)	0.0271 (14)	0.0198 (13)	0.0041 (12)	0.0159 (13)	0.0095 (10)
C14	0.0394 (16)	0.0275 (14)	0.0209 (12)	0.0100 (12)	0.0098 (12)	0.0096 (10)
C15	0.0253 (13)	0.0265 (13)	0.0177 (12)	0.0059 (10)	0.0067 (11)	0.0053 (10)
C21	0.0220 (12)	0.0254 (13)	0.0128 (10)	0.0013 (11)	0.0079 (10)	0.0023 (11)
C22	0.0253 (13)	0.0306 (14)	0.0196 (12)	0.0012 (11)	0.0083 (11)	0.0078 (10)
C23	0.0360 (15)	0.0248 (13)	0.0200 (12)	−0.0030 (11)	0.0067 (12)	0.0036 (10)
C24	0.0450 (17)	0.0248 (14)	0.0190 (12)	0.0069 (12)	0.0128 (12)	0.0024 (10)
C25	0.0317 (14)	0.0286 (13)	0.0170 (11)	0.0104 (11)	0.0137 (11)	0.0058 (10)
B1	0.0238 (14)	0.0250 (15)	0.0178 (13)	0.0037 (11)	0.0116 (12)	0.0037 (11)
B2	0.0239 (15)	0.0252 (15)	0.0185 (13)	0.0051 (11)	0.0126 (12)	0.0075 (11)
N1'	0.0230 (10)	0.0248 (11)	0.0186 (10)	0.0056 (8)	0.0128 (9)	0.0053 (8)
N2'	0.0196 (10)	0.0265 (11)	0.0176 (10)	0.0060 (8)	0.0090 (8)	0.0067 (8)
N3'	0.0201 (10)	0.0247 (11)	0.0193 (10)	0.0043 (8)	0.0098 (9)	0.0067 (8)
N4'	0.0227 (10)	0.0255 (11)	0.0193 (10)	0.0058 (8)	0.0130 (9)	0.0075 (8)
C1'	0.0274 (13)	0.0236 (13)	0.0270 (13)	0.0052 (10)	0.0193 (11)	0.0045 (10)
C2'	0.0249 (14)	0.0310 (15)	0.0383 (15)	0.0088 (11)	0.0215 (13)	0.0113 (12)
C3'	0.0215 (12)	0.0257 (13)	0.0268 (13)	0.0052 (10)	0.0120 (11)	0.0093 (10)
C4'	0.0181 (12)	0.0242 (13)	0.0288 (13)	0.0045 (10)	0.0108 (11)	0.0076 (10)
C5'	0.0243 (14)	0.0332 (15)	0.0416 (15)	0.0072 (11)	0.0227 (13)	0.0143 (12)
C6'	0.0295 (13)	0.0260 (13)	0.0292 (13)	0.0093 (10)	0.0210 (12)	0.0110 (10)
C11'	0.0234 (12)	0.0247 (14)	0.0138 (11)	0.0018 (11)	0.0082 (10)	0.0038 (10)
C12'	0.0330 (14)	0.0295 (14)	0.0192 (12)	0.0035 (11)	0.0161 (11)	0.0064 (10)
C13'	0.0491 (18)	0.0271 (14)	0.0198 (13)	0.0041 (12)	0.0159 (13)	0.0095 (10)
C14'	0.0394 (16)	0.0275 (14)	0.0209 (12)	0.0100 (12)	0.0098 (12)	0.0096 (10)
C15'	0.0253 (13)	0.0265 (13)	0.0177 (12)	0.0059 (10)	0.0067 (11)	0.0053 (10)
C21'	0.0220 (12)	0.0254 (13)	0.0128 (10)	0.0013 (11)	0.0079 (10)	0.0023 (11)
C22'	0.0253 (13)	0.0306 (14)	0.0196 (12)	0.0012 (11)	0.0083 (11)	0.0078 (10)
C23'	0.0360 (15)	0.0248 (13)	0.0200 (12)	−0.0030 (11)	0.0067 (12)	0.0036 (10)
C24'	0.0450 (17)	0.0248 (14)	0.0190 (12)	0.0069 (12)	0.0128 (12)	0.0024 (10)
C25'	0.0317 (14)	0.0286 (13)	0.0170 (11)	0.0104 (11)	0.0137 (11)	0.0058 (10)
B1'	0.0238 (14)	0.0250 (15)	0.0178 (13)	0.0037 (11)	0.0116 (12)	0.0037 (11)
B2'	0.0239 (15)	0.0252 (15)	0.0185 (13)	0.0051 (11)	0.0126 (12)	0.0075 (11)

Geometric parameters (Å, º)

Fe1—C22	2.031 (3)	C21—B2	1.602 (4)
Fe1—C15	2.032 (3)	C22—C23	1.418 (4)
Fe1—C12	2.034 (2)	C22—H22	0.9591
Fe1—C25	2.035 (2)	C23—C24	1.428 (4)
Fe1—C24	2.041 (3)	C23—H23	0.9590
Fe1—C23	2.044 (3)	C24—C25	1.412 (4)
Fe1—C14	2.047 (3)	C24—H24	0.9630
Fe1—C21	2.047 (3)	C25—H25	0.9568
Fe1—C13	2.047 (3)	B1—H1A	1.0000
Fe1—C11	2.048 (3)	B2—H2A	1.0000
Fe1C—C22'	1.90 (5)	N1'—N2'	1.30 (5)
Fe1C—C21'	1.96 (5)	N1'—C1'	1.35 (6)
Fe1C—C12'	1.97 (4)	N1'—B1'	1.56 (2)
Fe1C—C25'	2.00 (4)	N2'—C3'	1.29 (6)
Fe1C—C11'	2.02 (5)	N2'—B2'	1.57 (2)
Fe1C—C15'	2.02 (4)	N3'—C4'	1.35 (6)
Fe1C—C23'	2.08 (5)	N3'—N4'	1.36 (5)
Fe1C—C14'	2.09 (5)	N3'—B1'	1.58 (2)
Fe1C—C13'	2.09 (5)	N4'—C6'	1.38 (6)
Fe1C—C24'	2.10 (5)	N4'—B2'	1.58 (2)
N1—C1	1.334 (3)	C1'—C2'	1.47 (7)
N1—N2	1.356 (3)	C1'—H1'	0.9500
N1—B1	1.565 (3)	C2'—C3'	1.53 (7)
N2—C3	1.333 (3)	C2'—H2'A	0.9500
N2—B2	1.568 (3)	C3'—H3'	0.9500
N3—C4	1.336 (3)	C4'—C5'	1.45 (7)
N3—N4	1.359 (3)	C4'—H4'	0.9500
N3—B1	1.570 (3)	C5'—C6'	1.42 (7)
N4—C6	1.338 (3)	C5'—H5'	0.9500
N4—B2	1.564 (3)	C6'—H6'	0.9500
C1—C2	1.383 (4)	C11'—C15'	1.41 (2)
C1—H1	0.9500	C11'—C12'	1.42 (2)
C2—C3	1.380 (4)	C11'—B1'	1.60 (2)
C2—H2	0.9500	C12'—C13'	1.42 (2)
C3—H3	0.9500	C12'—H12'	1.0000
C4—C5	1.377 (4)	C13'—C14'	1.41 (2)
C4—H4	0.9500	C13'—H13'	1.0000
C5—C6	1.382 (4)	C14'—C15'	1.43 (2)
C5—H5	0.9500	C14'—H14'	1.0000
C6—H6	0.9500	C15'—H15'	1.0000
C11—C15	1.428 (4)	C21'—C22'	1.42 (2)
C11—C12	1.429 (4)	C21'—C25'	1.42 (2)
C11—B1	1.593 (4)	C21'—B2'	1.61 (2)
C12—C13	1.418 (4)	C22'—C23'	1.42 (2)
C12—H12	0.9588	C22'—H22'	1.0000
C13—C14	1.427 (4)	C23'—C24'	1.42 (2)
C13—H13	0.9594	C23'—H23'	1.0000
C14—C15	1.419 (4)	C24'—C25'	1.43 (2)
C14—H14	0.9629	C24'—H24'	1.0000
C15—H15	0.9568	C25'—H25'	1.0000
C21—C22	1.422 (4)	B1'—H1A'	1.0000
C21—C25	1.427 (4)	B2'—H2A'	1.0000
C22—Fe1—C15	156.43 (11)	C14—C15—H15	125.5
C22—Fe1—C12	107.54 (11)	C11—C15—H15	124.7
C15—Fe1—C12	68.10 (11)	Fe1—C15—H15	125.5
C22—Fe1—C25	67.87 (11)	C22—C21—C25	105.6 (2)
C15—Fe1—C25	106.65 (11)	C22—C21—B2	127.6 (2)
C12—Fe1—C25	157.15 (11)	C25—C21—B2	126.8 (2)
C22—Fe1—C24	68.43 (11)	C22—C21—Fe1	69.01 (15)
C15—Fe1—C24	123.27 (11)	C25—C21—Fe1	69.08 (14)
C12—Fe1—C24	160.74 (11)	B2—C21—Fe1	124.41 (16)
C25—Fe1—C24	40.54 (11)	C23—C22—C21	109.9 (2)
C22—Fe1—C23	40.71 (11)	C23—C22—Fe1	70.12 (15)
C15—Fe1—C23	160.73 (11)	C21—C22—Fe1	70.17 (15)
C12—Fe1—C23	123.83 (11)	C23—C22—H22	124.8
C25—Fe1—C23	68.28 (11)	C21—C22—H22	125.4
C24—Fe1—C23	40.91 (12)	Fe1—C22—H22	126.4
C22—Fe1—C14	161.32 (11)	C22—C23—C24	107.2 (2)
C15—Fe1—C14	40.73 (11)	C22—C23—Fe1	69.17 (15)
C12—Fe1—C14	68.43 (11)	C24—C23—Fe1	69.43 (15)
C25—Fe1—C14	123.05 (11)	C22—C23—H23	126.8
C24—Fe1—C14	108.99 (11)	C24—C23—H23	126.0
C23—Fe1—C14	125.23 (11)	Fe1—C23—H23	127.5
C22—Fe1—C21	40.82 (10)	C25—C24—C23	107.4 (2)
C15—Fe1—C21	119.94 (11)	C25—C24—Fe1	69.49 (14)
C12—Fe1—C21	120.84 (10)	C23—C24—Fe1	69.66 (15)
C25—Fe1—C21	40.92 (10)	C25—C24—H24	125.7
C24—Fe1—C21	69.27 (11)	C23—C24—H24	126.9
C23—Fe1—C21	69.25 (11)	Fe1—C24—H24	126.8
C14—Fe1—C21	157.22 (11)	C24—C25—C21	109.9 (2)
C22—Fe1—C13	124.35 (11)	C24—C25—Fe1	69.97 (15)
C15—Fe1—C13	68.42 (11)	C21—C25—Fe1	70.00 (14)
C12—Fe1—C13	40.65 (11)	C24—C25—H25	126.0
C25—Fe1—C13	160.19 (11)	C21—C25—H25	124.1
C24—Fe1—C13	124.93 (11)	Fe1—C25—H25	126.4
C23—Fe1—C13	109.67 (12)	N1—B1—N3	104.93 (19)
C14—Fe1—C13	40.81 (12)	N1—B1—C11	111.0 (2)
C21—Fe1—C13	158.45 (11)	N3—B1—C11	110.4 (2)
C22—Fe1—C11	120.41 (11)	N1—B1—H1A	110.1
C15—Fe1—C11	40.97 (10)	N3—B1—H1A	110.1
C12—Fe1—C11	40.98 (10)	C11—B1—H1A	110.1
C25—Fe1—C11	120.42 (11)	N4—B2—N2	105.01 (19)
C24—Fe1—C11	157.66 (11)	N4—B2—C21	110.4 (2)
C23—Fe1—C11	157.88 (11)	N2—B2—C21	110.3 (2)
C14—Fe1—C11	69.34 (11)	N4—B2—H2A	110.3
C21—Fe1—C11	103.31 (11)	N2—B2—H2A	110.3
C13—Fe1—C11	69.28 (11)	C21—B2—H2A	110.3
C22'—Fe1C—C21'	43.1 (9)	N2'—N1'—C1'	105 (3)
C22'—Fe1C—C12'	111.2 (19)	N2'—N1'—B1'	130 (3)
C21'—Fe1C—C12'	123.1 (17)	C1'—N1'—B1'	125 (3)
C22'—Fe1C—C25'	68.3 (18)	C3'—N2'—N1'	112 (3)
C21'—Fe1C—C25'	42.1 (9)	C3'—N2'—B2'	124 (3)
C12'—Fe1C—C25'	159.8 (16)	N1'—N2'—B2'	120 (3)
C22'—Fe1C—C11'	123.3 (17)	C4'—N3'—N4'	111 (3)
C21'—Fe1C—C11'	102.4 (18)	C4'—N3'—B1'	123 (3)
C12'—Fe1C—C11'	41.7 (9)	N4'—N3'—B1'	125 (3)
C25'—Fe1C—C11'	120.4 (17)	N3'—N4'—C6'	104 (3)
C22'—Fe1C—C15'	160.4 (16)	N3'—N4'—B2'	124 (3)
C21'—Fe1C—C15'	120.7 (17)	C6'—N4'—B2'	131 (3)
C12'—Fe1C—C15'	65.8 (18)	N1'—C1'—C2'	117 (4)
C25'—Fe1C—C15'	107.5 (18)	N1'—C1'—H1'	121.3
C11'—Fe1C—C15'	41.0 (8)	C2'—C1'—H1'	121.3
C22'—Fe1C—C23'	41.5 (9)	C1'—C2'—C3'	91 (4)
C21'—Fe1C—C23'	72.6 (17)	C1'—C2'—H2'A	134.5
C12'—Fe1C—C23'	125.7 (18)	C3'—C2'—H2'A	134.5
C25'—Fe1C—C23'	68.3 (17)	N2'—C3'—C2'	114 (4)
C11'—Fe1C—C23'	161.4 (16)	N2'—C3'—H3'	122.9
C15'—Fe1C—C23'	156.6 (16)	C2'—C3'—H3'	122.9
C22'—Fe1C—C14'	158.2 (16)	N3'—C4'—C5'	111 (4)
C21'—Fe1C—C14'	157.1 (16)	N3'—C4'—H4'	124.5
C12'—Fe1C—C14'	66.8 (17)	C5'—C4'—H4'	124.5
C25'—Fe1C—C14'	121.6 (17)	C6'—C5'—C4'	99 (4)
C11'—Fe1C—C14'	70.8 (16)	C6'—C5'—H5'	130.5
C15'—Fe1C—C14'	40.6 (8)	C4'—C5'—H5'	130.5
C23'—Fe1C—C14'	120.5 (17)	N4'—C6'—C5'	115 (4)
C22'—Fe1C—C13'	124.3 (18)	N4'—C6'—H6'	122.6
C21'—Fe1C—C13'	160.5 (16)	C5'—C6'—H6'	122.6
C12'—Fe1C—C13'	40.8 (8)	C15'—C11'—C12'	100 (4)
C25'—Fe1C—C13'	156.7 (16)	C15'—C11'—B1'	129 (3)
C11'—Fe1C—C13'	71.5 (16)	C12'—C11'—B1'	131 (3)
C15'—Fe1C—C13'	67.2 (17)	C15'—C11'—Fe1C	70 (3)
C23'—Fe1C—C13'	107.1 (18)	C12'—C11'—Fe1C	68 (3)
C14'—Fe1C—C13'	39.6 (8)	B1'—C11'—Fe1C	129 (3)
C22'—Fe1C—C24'	67.9 (18)	C13'—C12'—C11'	115 (4)
C21'—Fe1C—C24'	71.3 (16)	C13'—C12'—Fe1C	74 (3)
C12'—Fe1C—C24'	159.4 (16)	C11'—C12'—Fe1C	71 (3)
C25'—Fe1C—C24'	40.6 (8)	C13'—C12'—H12'	122.3
C11'—Fe1C—C24'	156.7 (16)	C11'—C12'—H12'	122.3
C15'—Fe1C—C24'	122.2 (17)	Fe1C—C12'—H12'	122.3
C23'—Fe1C—C24'	39.7 (8)	C14'—C13'—C12'	104 (4)
C14'—Fe1C—C24'	106.0 (18)	C14'—C13'—Fe1C	70 (3)
C13'—Fe1C—C24'	121.4 (16)	C12'—C13'—Fe1C	65 (2)
C1—N1—N2	108.2 (2)	C14'—C13'—H13'	127.9
C1—N1—B1	129.9 (2)	C12'—C13'—H13'	127.9
N2—N1—B1	121.52 (19)	Fe1C—C13'—H13'	127.9
C3—N2—N1	108.4 (2)	C13'—C14'—C15'	107 (4)
C3—N2—B2	129.9 (2)	C13'—C14'—Fe1C	70 (3)
N1—N2—B2	121.36 (19)	C15'—C14'—Fe1C	67 (2)
C4—N3—N4	108.2 (2)	C13'—C14'—H14'	126.7
C4—N3—B1	130.2 (2)	C15'—C14'—H14'	126.7
N4—N3—B1	121.09 (19)	Fe1C—C14'—H14'	126.7
C6—N4—N3	108.2 (2)	C11'—C15'—C14'	114 (4)
C6—N4—B2	129.8 (2)	C11'—C15'—Fe1C	69 (3)
N3—N4—B2	121.64 (19)	C14'—C15'—Fe1C	72 (3)
N1—C1—C2	109.1 (2)	C11'—C15'—H15'	123.0
N1—C1—H1	125.5	C14'—C15'—H15'	123.0
C2—C1—H1	125.5	Fe1C—C15'—H15'	123.0
C3—C2—C1	105.1 (2)	C22'—C21'—C25'	101 (4)
C3—C2—H2	127.4	C22'—C21'—B2'	126 (3)
C1—C2—H2	127.4	C25'—C21'—B2'	132 (3)
N2—C3—C2	109.1 (2)	C22'—C21'—Fe1C	66 (3)
N2—C3—H3	125.4	C25'—C21'—Fe1C	70 (2)
C2—C3—H3	125.4	B2'—C21'—Fe1C	129 (3)
N3—C4—C5	109.3 (2)	C23'—C22'—C21'	115 (4)
N3—C4—H4	125.4	C23'—C22'—Fe1C	76 (3)
C5—C4—H4	125.4	C21'—C22'—Fe1C	71 (3)
C4—C5—C6	105.3 (2)	C23'—C22'—H22'	122.6
C4—C5—H5	127.3	C21'—C22'—H22'	122.6
C6—C5—H5	127.3	Fe1C—C22'—H22'	122.6
N4—C6—C5	109.0 (2)	C22'—C23'—C24'	104 (4)
N4—C6—H6	125.5	C22'—C23'—Fe1C	63 (3)
C5—C6—H6	125.5	C24'—C23'—Fe1C	71 (3)
C15—C11—C12	105.7 (2)	C22'—C23'—H23'	127.7
C15—C11—B1	126.8 (2)	C24'—C23'—H23'	127.7
C12—C11—B1	127.5 (2)	Fe1C—C23'—H23'	127.7
C15—C11—Fe1	68.90 (14)	C23'—C24'—C25'	107 (4)
C12—C11—Fe1	68.97 (14)	C23'—C24'—Fe1C	69 (3)
B1—C11—Fe1	124.32 (17)	C25'—C24'—Fe1C	66 (2)
C13—C12—C11	109.7 (2)	C23'—C24'—H24'	126.3
C13—C12—Fe1	70.19 (14)	C25'—C24'—H24'	126.3
C11—C12—Fe1	70.05 (14)	Fe1C—C24'—H24'	126.3
C13—C12—H12	124.8	C21'—C25'—C24'	112 (4)
C11—C12—H12	125.5	C21'—C25'—Fe1C	67 (2)
Fe1—C12—H12	126.1	C24'—C25'—Fe1C	73 (3)
C12—C13—C14	107.5 (2)	C21'—C25'—H25'	123.7
C12—C13—Fe1	69.16 (14)	C24'—C25'—H25'	123.7
C14—C13—Fe1	69.58 (15)	Fe1C—C25'—H25'	123.7
C12—C13—H13	126.6	N1'—B1'—N3'	99 (3)
C14—C13—H13	125.9	N1'—B1'—C11'	105 (3)
Fe1—C13—H13	128.3	N3'—B1'—C11'	107 (3)
C15—C14—C13	107.3 (2)	N1'—B1'—H1A'	114.9
C15—C14—Fe1	69.06 (14)	N3'—B1'—H1A'	114.9
C13—C14—Fe1	69.61 (15)	C11'—B1'—H1A'	114.9
C15—C14—H14	125.9	N2'—B2'—N4'	99 (3)
C13—C14—H14	126.8	N2'—B2'—C21'	115 (3)
Fe1—C14—H14	128.1	N4'—B2'—C21'	103 (3)
C14—C15—C11	109.8 (2)	N2'—B2'—H2A'	112.7
C14—C15—Fe1	70.21 (15)	N4'—B2'—H2A'	112.7
C11—C15—Fe1	70.13 (14)	C21'—B2'—H2A'	112.7

(Fc(BHpz)2monoclinic)

Crystal data

C16H16B2FeN4	Z = 4
Mr = 341.80	F(000) = 704
Monoclinic, P21/c11	Dx = 1.544 Mg m^−3
a = 14.9315 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.9951 (1) Å	µ = 1.03 mm^−1
c = 12.9916 (3) Å	T = 173 K
β = 90°	Prism, orange-brown
V = 1470.66 (5) Å^3	0.38 × 0.22 × 0.20 mm

Data collection

STOE IPDS II two-circle- diffractometer	Rint = 0.038
Absorption correction: multi-scan	θmax = 30.6°, θmin = 2.1°
	h = −21→21
33085 measured reflections	k = −11→10
4585 independent reflections	l = −18→18
4186 reflections with I > 2σ(I)

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.032	H-atom parameters constrained
wR(F^2) = 0.090	w = 1/[σ^2(Fo^2) + (0.0408P)^2 + 0.7598P] where P = (Fo^2 + 2Fc^2)/3
S = 1.12	(Δ/σ)max = 0.001
4585 reflections	Δρmax = 0.56 e Å^−3
209 parameters	Δρmin = −0.34 e Å^−3

Special details

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. Refined as a 2-component twin.

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

	x	y	z	Uiso*/Ueq
Fe1	0.37722 (2)	0.70382 (2)	0.25219 (2)	0.01651 (7)
N1	0.29445 (7)	0.30929 (15)	0.30332 (9)	0.0177 (2)
N2	0.29426 (7)	0.25446 (15)	0.19313 (9)	0.0176 (2)
N3	0.46080 (7)	0.30777 (15)	0.30212 (9)	0.0175 (2)
N4	0.46064 (7)	0.25446 (15)	0.19193 (9)	0.0174 (2)
C1	0.21238 (9)	0.28352 (19)	0.33775 (12)	0.0219 (2)
H1	0.1946	0.3109	0.4115	0.026*
C2	0.15770 (10)	0.21035 (19)	0.24824 (12)	0.0255 (3)
H2	0.0964	0.1785	0.2482	0.031*
C3	0.21195 (9)	0.19387 (19)	0.15882 (12)	0.0225 (3)
H3	0.1938	0.1472	0.0851	0.027*
C4	0.54303 (9)	0.27953 (19)	0.33571 (12)	0.0217 (2)
H4	0.5611	0.3048	0.4092	0.026*
C5	0.59729 (10)	0.20748 (19)	0.24569 (12)	0.0244 (3)
H5	0.6585	0.1748	0.2451	0.029*
C6	0.54279 (9)	0.19350 (19)	0.15686 (12)	0.0217 (2)
H6	0.5607	0.1481	0.0830	0.026*
C11	0.37779 (8)	0.60730 (17)	0.38069 (10)	0.0171 (2)
C12	0.29984 (10)	0.71462 (18)	0.38385 (10)	0.0215 (2)
H12	0.2395	0.6765	0.3832	0.026*
C13	0.32783 (12)	0.88813 (19)	0.38817 (11)	0.0271 (3)
H13	0.2896	0.9840	0.3899	0.033*
C14	0.42340 (12)	0.89102 (19)	0.38946 (12)	0.0275 (3)
H14	0.4602	0.9895	0.3927	0.033*
C15	0.45388 (10)	0.71932 (19)	0.38505 (11)	0.0222 (3)
H15	0.5148	0.6848	0.3850	0.027*
C21	0.37758 (8)	0.47928 (17)	0.12018 (9)	0.0173 (2)
C22	0.30106 (10)	0.58716 (19)	0.11784 (11)	0.0222 (3)
H22	0.2403	0.5517	0.1169	0.027*
C23	0.33136 (12)	0.7569 (2)	0.11716 (11)	0.0282 (3)
H23	0.2944	0.8531	0.1161	0.034*
C24	0.42683 (12)	0.7556 (2)	0.11832 (11)	0.0277 (3)
H24	0.4649	0.8508	0.1182	0.033*
C25	0.45501 (10)	0.58542 (19)	0.11970 (11)	0.0220 (3)
H25	0.5154	0.5484	0.1202	0.026*
B1	0.37826 (9)	0.40280 (19)	0.36981 (11)	0.0171 (2)
H1A	0.3786	0.3875	0.4433	0.021*
B2	0.37726 (9)	0.28359 (19)	0.12704 (11)	0.0173 (2)
H2A	0.3770	0.1956	0.0525	0.021*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.02097 (10)	0.01617 (10)	0.01175 (10)	−0.00043 (6)	−0.00091 (6)	0.00354 (7)
N1	0.0179 (5)	0.0193 (5)	0.0159 (5)	−0.0009 (4)	0.0007 (4)	0.0057 (4)
N2	0.0174 (5)	0.0180 (5)	0.0157 (5)	−0.0009 (4)	−0.0015 (4)	0.0029 (4)
N3	0.0173 (5)	0.0202 (5)	0.0156 (5)	0.0008 (4)	−0.0016 (4)	0.0066 (4)
N4	0.0172 (5)	0.0189 (5)	0.0155 (5)	0.0022 (4)	0.0008 (4)	0.0046 (4)
C1	0.0189 (6)	0.0230 (6)	0.0245 (6)	−0.0006 (5)	0.0036 (5)	0.0086 (5)
C2	0.0182 (6)	0.0253 (7)	0.0327 (7)	−0.0026 (5)	0.0003 (5)	0.0086 (6)
C3	0.0192 (6)	0.0213 (6)	0.0242 (6)	−0.0019 (5)	−0.0040 (5)	0.0032 (5)
C4	0.0184 (5)	0.0243 (6)	0.0245 (6)	−0.0007 (5)	−0.0040 (5)	0.0105 (5)
C5	0.0171 (5)	0.0264 (7)	0.0312 (7)	0.0021 (5)	0.0003 (5)	0.0113 (6)
C6	0.0186 (5)	0.0223 (6)	0.0239 (6)	0.0033 (5)	0.0036 (5)	0.0068 (5)
C11	0.0191 (5)	0.0201 (5)	0.0112 (5)	−0.0009 (4)	−0.0009 (4)	0.0038 (4)
C12	0.0246 (6)	0.0227 (6)	0.0159 (5)	0.0045 (5)	0.0040 (4)	0.0041 (5)
C13	0.0423 (8)	0.0190 (6)	0.0174 (6)	0.0063 (6)	0.0023 (5)	0.0019 (5)
C14	0.0421 (8)	0.0201 (6)	0.0186 (6)	−0.0088 (6)	−0.0064 (6)	0.0036 (5)
C15	0.0253 (6)	0.0246 (6)	0.0167 (5)	−0.0066 (5)	−0.0061 (5)	0.0064 (5)
C21	0.0203 (5)	0.0193 (5)	0.0107 (5)	0.0011 (4)	−0.0003 (4)	0.0026 (4)
C22	0.0258 (6)	0.0223 (6)	0.0165 (5)	0.0034 (5)	−0.0059 (5)	0.0032 (5)
C23	0.0442 (9)	0.0231 (6)	0.0183 (6)	0.0058 (6)	−0.0062 (6)	0.0080 (5)
C24	0.0434 (8)	0.0239 (7)	0.0179 (6)	−0.0040 (6)	0.0031 (5)	0.0097 (5)
C25	0.0258 (6)	0.0239 (6)	0.0160 (5)	−0.0010 (5)	0.0046 (5)	0.0058 (5)
B1	0.0172 (6)	0.0205 (6)	0.0138 (5)	−0.0003 (5)	−0.0004 (4)	0.0056 (5)
B2	0.0177 (6)	0.0188 (6)	0.0139 (5)	0.0009 (4)	−0.0005 (4)	0.0031 (5)

Geometric parameters (Å, º)

Fe1—C15	2.0418 (13)	C4—H4	0.9500
Fe1—C25	2.0429 (13)	C5—C6	1.387 (2)
Fe1—C12	2.0431 (13)	C5—H5	0.9500
Fe1—C22	2.0435 (13)	C6—H6	0.9500
Fe1—C13	2.0452 (14)	C11—C15	1.4365 (18)
Fe1—C23	2.0489 (14)	C11—C12	1.4389 (18)
Fe1—C11	2.0495 (12)	C11—B1	1.596 (2)
Fe1—C14	2.0496 (14)	C12—C13	1.433 (2)
Fe1—C24	2.0499 (14)	C12—H12	0.9500
Fe1—C21	2.0516 (12)	C13—C14	1.427 (2)
N1—C1	1.3426 (16)	C13—H13	0.9500
N1—N2	1.3575 (15)	C14—C15	1.430 (2)
N1—B1	1.5688 (17)	C14—H14	0.9500
N2—C3	1.3441 (16)	C15—H15	0.9500
N2—B2	1.5667 (18)	C21—C25	1.4353 (18)
N3—C4	1.3459 (16)	C21—C22	1.4377 (18)
N3—N4	1.3578 (15)	C21—B2	1.595 (2)
N3—B1	1.5638 (17)	C22—C23	1.433 (2)
N4—C6	1.3448 (16)	C22—H22	0.9500
N4—B2	1.5619 (17)	C23—C24	1.426 (3)
C1—C2	1.389 (2)	C23—H23	0.9500
C1—H1	0.9500	C24—C25	1.430 (2)
C2—C3	1.388 (2)	C24—H24	0.9500
C2—H2	0.9500	C25—H25	0.9500
C3—H3	0.9500	B1—H1A	1.0000
C4—C5	1.389 (2)	B2—H2A	1.0000
C15—Fe1—C25	106.32 (6)	C5—C6—H6	125.4
C15—Fe1—C12	68.54 (6)	C15—C11—C12	106.26 (12)
C25—Fe1—C12	155.79 (6)	C15—C11—B1	127.48 (12)
C15—Fe1—C22	157.33 (6)	C12—C11—B1	126.22 (11)
C25—Fe1—C22	68.47 (6)	C15—C11—Fe1	69.16 (7)
C12—Fe1—C22	106.67 (6)	C12—C11—Fe1	69.18 (7)
C15—Fe1—C13	68.79 (6)	B1—C11—Fe1	124.61 (8)
C25—Fe1—C13	161.23 (6)	C13—C12—C11	109.04 (13)
C12—Fe1—C13	41.03 (6)	C13—C12—Fe1	69.56 (8)
C22—Fe1—C13	123.05 (6)	C11—C12—Fe1	69.65 (7)
C15—Fe1—C23	159.65 (6)	C13—C12—H12	125.5
C25—Fe1—C23	68.60 (6)	C11—C12—H12	125.5
C12—Fe1—C23	124.24 (6)	Fe1—C12—H12	126.9
C22—Fe1—C23	40.99 (6)	C14—C13—C12	107.70 (13)
C13—Fe1—C23	109.32 (6)	C14—C13—Fe1	69.77 (8)
C15—Fe1—C11	41.11 (5)	C12—C13—Fe1	69.40 (8)
C25—Fe1—C11	119.36 (5)	C14—C13—H13	126.2
C12—Fe1—C11	41.17 (5)	C12—C13—H13	126.2
C22—Fe1—C11	120.68 (5)	Fe1—C13—H13	126.2
C13—Fe1—C11	69.65 (6)	C13—C14—C15	107.81 (13)
C23—Fe1—C11	158.84 (6)	C13—C14—Fe1	69.44 (8)
C15—Fe1—C14	40.91 (6)	C15—C14—Fe1	69.25 (8)
C25—Fe1—C14	123.83 (6)	C13—C14—H14	126.1
C12—Fe1—C14	68.70 (6)	C15—C14—H14	126.1
C22—Fe1—C14	159.98 (6)	Fe1—C14—H14	126.8
C13—Fe1—C14	40.80 (7)	C14—C15—C11	109.18 (13)
C23—Fe1—C14	124.39 (6)	C14—C15—Fe1	69.84 (8)
C11—Fe1—C14	69.49 (6)	C11—C15—Fe1	69.73 (7)
C15—Fe1—C24	122.70 (6)	C14—C15—H15	125.4
C25—Fe1—C24	40.90 (6)	C11—C15—H15	125.4
C12—Fe1—C24	161.51 (6)	Fe1—C15—H15	126.6
C22—Fe1—C24	68.71 (6)	C25—C21—C22	106.30 (12)
C13—Fe1—C24	125.37 (6)	C25—C21—B2	126.47 (11)
C23—Fe1—C24	40.70 (7)	C22—C21—B2	127.19 (12)
C11—Fe1—C24	156.82 (6)	C25—C21—Fe1	69.15 (7)
C14—Fe1—C24	109.16 (6)	C22—C21—Fe1	69.14 (7)
C15—Fe1—C21	120.48 (5)	B2—C21—Fe1	124.52 (8)
C25—Fe1—C21	41.04 (5)	C23—C22—C21	108.94 (13)
C12—Fe1—C21	119.64 (5)	C23—C22—Fe1	69.71 (8)
C22—Fe1—C21	41.11 (5)	C21—C22—Fe1	69.75 (7)
C13—Fe1—C21	157.26 (6)	C23—C22—H22	125.5
C23—Fe1—C21	69.46 (6)	C21—C22—H22	125.5
C11—Fe1—C21	103.01 (5)	Fe1—C22—H22	126.6
C14—Fe1—C21	158.41 (6)	C24—C23—C22	107.82 (13)
C24—Fe1—C21	69.43 (6)	C24—C23—Fe1	69.69 (8)
C1—N1—N2	108.49 (11)	C22—C23—Fe1	69.30 (8)
C1—N1—B1	129.89 (11)	C24—C23—H23	126.1
N2—N1—B1	121.34 (10)	C22—C23—H23	126.1
C3—N2—N1	108.26 (11)	Fe1—C23—H23	126.5
C3—N2—B2	129.95 (11)	C23—C24—C25	107.71 (13)
N1—N2—B2	121.46 (10)	C23—C24—Fe1	69.61 (8)
C4—N3—N4	108.34 (11)	C25—C24—Fe1	69.29 (8)
C4—N3—B1	129.66 (11)	C23—C24—H24	126.1
N4—N3—B1	121.69 (10)	C25—C24—H24	126.1
C6—N4—N3	108.32 (11)	Fe1—C24—H24	126.5
C6—N4—B2	130.11 (11)	C24—C25—C21	109.23 (13)
N3—N4—B2	121.32 (10)	C24—C25—Fe1	69.82 (8)
N1—C1—C2	109.02 (12)	C21—C25—Fe1	69.81 (7)
N1—C1—H1	125.5	C24—C25—H25	125.4
C2—C1—H1	125.5	C21—C25—H25	125.4
C3—C2—C1	105.10 (12)	Fe1—C25—H25	126.6
C3—C2—H2	127.5	N3—B1—N1	104.93 (10)
C1—C2—H2	127.5	N3—B1—C11	110.76 (10)
N2—C3—C2	109.13 (12)	N1—B1—C11	109.94 (10)
N2—C3—H3	125.4	N3—B1—H1A	110.4
C2—C3—H3	125.4	N1—B1—H1A	110.4
N3—C4—C5	109.06 (12)	C11—B1—H1A	110.4
N3—C4—H4	125.5	N4—B2—N2	105.14 (10)
C5—C4—H4	125.5	N4—B2—C21	110.17 (10)
C6—C5—C4	105.11 (12)	N2—B2—C21	110.62 (10)
C6—C5—H5	127.4	N4—B2—H2A	110.3
C4—C5—H5	127.4	N2—B2—H2A	110.3
N4—C6—C5	109.17 (12)	C21—B2—H2A	110.3
N4—C6—H6	125.4
C1—N1—N2—C3	−0.19 (15)	B2—C21—C22—Fe1	118.18 (12)
B1—N1—N2—C3	−174.68 (11)	C21—C22—C23—C24	0.39 (16)
C1—N1—N2—B2	173.84 (11)	Fe1—C22—C23—C24	59.25 (10)
B1—N1—N2—B2	−0.65 (18)	C21—C22—C23—Fe1	−58.87 (9)
C4—N3—N4—C6	−0.17 (15)	C22—C23—C24—C25	0.01 (16)
B1—N3—N4—C6	174.02 (11)	Fe1—C23—C24—C25	59.01 (10)
C4—N3—N4—B2	−174.91 (11)	C22—C23—C24—Fe1	−59.01 (10)
B1—N3—N4—B2	−0.72 (18)	C23—C24—C25—C21	−0.40 (16)
N2—N1—C1—C2	0.05 (16)	Fe1—C24—C25—C21	58.82 (9)
B1—N1—C1—C2	173.91 (12)	C23—C24—C25—Fe1	−59.22 (10)
N1—C1—C2—C3	0.10 (17)	C22—C21—C25—C24	0.62 (14)
N1—N2—C3—C2	0.26 (16)	B2—C21—C25—C24	−177.04 (12)
B2—N2—C3—C2	−173.10 (13)	Fe1—C21—C25—C24	−58.83 (10)
C1—C2—C3—N2	−0.22 (17)	C22—C21—C25—Fe1	59.45 (8)
N4—N3—C4—C5	0.32 (16)	B2—C21—C25—Fe1	−118.21 (12)
B1—N3—C4—C5	−173.26 (12)	C4—N3—B1—N1	−149.69 (13)
N3—C4—C5—C6	−0.33 (16)	N4—N3—B1—N1	37.49 (15)
N3—N4—C6—C5	−0.04 (16)	C4—N3—B1—C11	91.72 (16)
B2—N4—C6—C5	174.08 (13)	N4—N3—B1—C11	−81.11 (14)
C4—C5—C6—N4	0.23 (16)	C1—N1—B1—N3	150.14 (13)
C15—C11—C12—C13	0.97 (14)	N2—N1—B1—N3	−36.67 (15)
B1—C11—C12—C13	−176.88 (12)	C1—N1—B1—C11	−90.72 (16)
Fe1—C11—C12—C13	−58.54 (9)	N2—N1—B1—C11	82.46 (14)
C15—C11—C12—Fe1	59.51 (8)	C15—C11—B1—N3	−31.71 (17)
B1—C11—C12—Fe1	−118.34 (12)	C12—C11—B1—N3	145.69 (12)
C11—C12—C13—C14	−0.89 (16)	Fe1—C11—B1—N3	57.40 (13)
Fe1—C12—C13—C14	−59.49 (10)	C15—C11—B1—N1	−147.21 (12)
C11—C12—C13—Fe1	58.59 (9)	C12—C11—B1—N1	30.18 (17)
C12—C13—C14—C15	0.46 (16)	Fe1—C11—B1—N1	−58.11 (13)
Fe1—C13—C14—C15	−58.80 (10)	C6—N4—B2—N2	149.78 (13)
C12—C13—C14—Fe1	59.26 (10)	N3—N4—B2—N2	−36.76 (15)
C13—C14—C15—C11	0.14 (16)	C6—N4—B2—C21	−91.01 (16)
Fe1—C14—C15—C11	−58.77 (9)	N3—N4—B2—C21	82.45 (14)
C13—C14—C15—Fe1	58.92 (10)	C3—N2—B2—N4	−149.93 (13)
C12—C11—C15—C14	−0.68 (14)	N1—N2—B2—N4	37.47 (15)
B1—C11—C15—C14	177.13 (12)	C3—N2—B2—C21	91.17 (16)
Fe1—C11—C15—C14	58.84 (10)	N1—N2—B2—C21	−81.43 (14)
C12—C11—C15—Fe1	−59.52 (8)	C25—C21—B2—N4	29.82 (17)
B1—C11—C15—Fe1	118.29 (12)	C22—C21—B2—N4	−147.36 (12)
C25—C21—C22—C23	−0.62 (14)	Fe1—C21—B2—N4	−58.54 (13)
B2—C21—C22—C23	177.02 (12)	C25—C21—B2—N2	145.63 (12)
Fe1—C21—C22—C23	58.84 (9)	C22—C21—B2—N2	−31.55 (17)
C25—C21—C22—Fe1	−59.46 (9)	Fe1—C21—B2—N2	57.27 (13)

(Rc(BHpz)2)

Crystal data

C16H16B2N4Ru	Z = 2
Mr = 387.02	F(000) = 388
Triclinic, P1	Dx = 1.730 Mg m^−3
a = 14.7902 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.8656 (5) Å	Cell parameters from 4596 reflections
c = 7.6804 (4) Å	θ = 3.3–27.8°
α = 105.700 (5)°	µ = 1.06 mm^−1
β = 119.274 (4)°	T = 173 K
γ = 89.096 (4)°	Plank, colourless
V = 743.04 (8) Å^3	0.24 × 0.06 × 0.02 mm

Data collection

STOE IPDS II two-circle- diffractometer	3263 reflections with I > 2σ(I)
Radiation source: Genix 3D IµS microfocus X-ray source	Rint = 0.030
Detector resolution: 6.67 pixels mm^-1	θmax = 27.9°, θmin = 2.7°
ω scans	h = −17→19
7594 measured reflections	k = −10→10
3504 independent reflections	l = −10→10

Refinement

Refinement on F^2	1 restraint
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.035	H-atom parameters constrained
wR(F^2) = 0.092	w = 1/[σ^2(Fo^2) + (0.0552P)^2 + 0.0468P] where P = (Fo^2 + 2Fc^2)/3
S = 1.09	(Δ/σ)max = 0.001
3504 reflections	Δρmax = 1.25 e Å^−3
221 parameters	Δρmin = −0.72 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ru1	0.25142 (2)	0.29323 (3)	0.49687 (3)	0.01803 (10)	0.9208 (10)
Ru1B	0.2470 (3)	0.2014 (6)	0.4946 (5)	0.01803 (10)	0.0602 (7)
Ru1C	0.2511 (10)	0.703 (3)	0.5032 (18)	0.01803 (10)	0.0155 (8)
Ru1D	0.257 (4)	0.772 (12)	0.511 (8)	0.01803 (10)	0.0035 (8)
N1	0.19007 (18)	0.7477 (3)	0.6051 (3)	0.0235 (5)
N2	0.13676 (17)	0.6947 (3)	0.3931 (3)	0.0239 (5)
N3	0.35859 (18)	0.7491 (3)	0.6062 (3)	0.0242 (5)
N4	0.30502 (18)	0.6952 (3)	0.3935 (3)	0.0241 (5)
C1	0.1227 (2)	0.8027 (4)	0.6718 (4)	0.0265 (6)
H1	0.1398	0.8457	0.8139	0.032*
C2	0.0239 (2)	0.7860 (4)	0.4984 (5)	0.0315 (6)
H2	−0.0388	0.8153	0.4978	0.038*
C3	0.0367 (2)	0.7175 (4)	0.3267 (4)	0.0261 (5)
H3	−0.0172	0.6909	0.1845	0.031*
C4	0.4589 (2)	0.8031 (4)	0.6730 (4)	0.0269 (6)
H4	0.5130	0.8470	0.8153	0.032*
C5	0.4709 (2)	0.7848 (4)	0.5016 (5)	0.0312 (6)
H5	0.5333	0.8136	0.5025	0.037*
C6	0.3726 (2)	0.7153 (4)	0.3280 (4)	0.0267 (6)
H6	0.3557	0.6867	0.1862	0.032*
C11	0.3181 (2)	0.5300 (4)	0.7671 (4)	0.0248 (5)
C12	0.2459 (2)	0.4174 (4)	0.7788 (4)	0.0281 (6)
H12	0.1843	0.4522	0.7799	0.034*
C13	0.2791 (3)	0.2499 (4)	0.7883 (4)	0.0362 (7)
H13	0.2444	0.1537	0.7954	0.043*
C14	0.3759 (3)	0.2518 (4)	0.7850 (4)	0.0341 (7)
H14	0.4169	0.1571	0.7897	0.041*
C15	0.3981 (2)	0.4230 (4)	0.7733 (4)	0.0282 (6)
H15	0.4578	0.4607	0.7700	0.034*
C21	0.1816 (2)	0.3942 (4)	0.2291 (4)	0.0235 (5)
C22	0.1034 (2)	0.2793 (4)	0.2174 (4)	0.0280 (6)
H22	0.0419	0.3153	0.2181	0.034*
C23	0.1305 (3)	0.1035 (4)	0.2050 (4)	0.0333 (7)
H23	0.0916	0.0040	0.1973	0.040*
C24	0.2295 (3)	0.1050 (4)	0.2062 (4)	0.0333 (7)
H24	0.2677	0.0074	0.2004	0.040*
C25	0.2579 (2)	0.2830 (4)	0.2181 (4)	0.0280 (6)
H25	0.3186	0.3219	0.2186	0.034*
B1	0.3074 (2)	0.7230 (4)	0.7369 (5)	0.0246 (6)
H1A	0.3399	0.8465	0.8885	0.029*
B2	0.1883 (2)	0.6043 (4)	0.2614 (5)	0.0254 (6)
H2A	0.1497	0.6503	0.1087	0.031*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ru1	0.01854 (13)	0.01965 (17)	0.01379 (13)	0.00093 (9)	0.00745 (9)	0.00322 (9)
Ru1B	0.01854 (13)	0.01965 (17)	0.01379 (13)	0.00093 (9)	0.00745 (9)	0.00322 (9)
Ru1C	0.01854 (13)	0.01965 (17)	0.01379 (13)	0.00093 (9)	0.00745 (9)	0.00322 (9)
Ru1D	0.01854 (13)	0.01965 (17)	0.01379 (13)	0.00093 (9)	0.00745 (9)	0.00322 (9)
N1	0.0214 (11)	0.0283 (11)	0.0201 (10)	0.0043 (9)	0.0114 (9)	0.0047 (8)
N2	0.0194 (10)	0.0292 (11)	0.0216 (11)	0.0043 (9)	0.0100 (9)	0.0059 (9)
N3	0.0196 (10)	0.0276 (11)	0.0223 (11)	0.0015 (9)	0.0094 (9)	0.0052 (9)
N4	0.0218 (11)	0.0288 (11)	0.0213 (10)	0.0026 (9)	0.0115 (9)	0.0057 (9)
C1	0.0260 (13)	0.0296 (13)	0.0281 (13)	0.0049 (11)	0.0181 (11)	0.0059 (11)
C2	0.0261 (14)	0.0356 (15)	0.0361 (15)	0.0042 (12)	0.0195 (12)	0.0080 (12)
C3	0.0196 (12)	0.0311 (13)	0.0280 (13)	0.0051 (11)	0.0115 (11)	0.0102 (11)
C4	0.0212 (12)	0.0267 (13)	0.0295 (14)	0.0009 (11)	0.0111 (11)	0.0067 (11)
C5	0.0261 (14)	0.0330 (15)	0.0397 (16)	0.0025 (12)	0.0205 (12)	0.0107 (12)
C6	0.0285 (14)	0.0287 (13)	0.0300 (14)	0.0060 (11)	0.0195 (12)	0.0096 (11)
C11	0.0270 (13)	0.0272 (13)	0.0165 (11)	0.0005 (11)	0.0101 (10)	0.0027 (10)
C12	0.0321 (14)	0.0336 (14)	0.0187 (12)	−0.0015 (12)	0.0143 (11)	0.0047 (10)
C13	0.054 (2)	0.0326 (15)	0.0197 (13)	0.0018 (14)	0.0165 (13)	0.0091 (11)
C14	0.0403 (17)	0.0320 (14)	0.0182 (13)	0.0072 (13)	0.0050 (12)	0.0095 (11)
C15	0.0254 (13)	0.0324 (14)	0.0184 (12)	0.0052 (11)	0.0060 (10)	0.0057 (10)
C21	0.0229 (12)	0.0286 (13)	0.0174 (11)	0.0051 (11)	0.0089 (10)	0.0070 (10)
C22	0.0228 (13)	0.0331 (14)	0.0195 (12)	−0.0040 (11)	0.0043 (10)	0.0075 (10)
C23	0.0386 (16)	0.0261 (14)	0.0210 (13)	−0.0059 (13)	0.0054 (12)	0.0050 (11)
C24	0.0471 (18)	0.0274 (14)	0.0176 (12)	0.0040 (13)	0.0133 (12)	0.0011 (10)
C25	0.0320 (14)	0.0340 (14)	0.0185 (12)	0.0089 (12)	0.0136 (11)	0.0072 (10)
B1	0.0238 (14)	0.0277 (14)	0.0229 (14)	0.0023 (12)	0.0132 (12)	0.0058 (11)
B2	0.0244 (14)	0.0285 (15)	0.0236 (14)	0.0043 (12)	0.0129 (12)	0.0064 (11)

Geometric parameters (Å, º)

Ru1—C15	2.156 (3)	N2—B2	1.567 (4)
Ru1—C12	2.163 (3)	N3—C4	1.343 (3)
Ru1—C22	2.167 (3)	N3—N4	1.359 (3)
Ru1—C21	2.170 (3)	N3—B1	1.577 (4)
Ru1—C25	2.170 (3)	N4—C6	1.348 (3)
Ru1—C11	2.171 (2)	N4—B2	1.567 (4)
Ru1—C14	2.186 (3)	C1—C2	1.391 (4)
Ru1—C24	2.191 (3)	C1—H1	0.9500
Ru1—C23	2.191 (3)	C2—C3	1.386 (4)
Ru1—C13	2.192 (3)	C2—H2	0.9500
Ru1B—C23	1.968 (4)	C3—H3	0.9500
Ru1B—C13	1.987 (4)	C4—C5	1.382 (4)
Ru1B—C24	2.021 (4)	C4—H4	0.9500
Ru1B—C14	2.038 (4)	C5—C6	1.388 (4)
Ru1B—C22	2.379 (5)	C5—H5	0.9500
Ru1B—C12	2.383 (4)	C6—H6	0.9500
Ru1B—C25	2.455 (5)	C11—C15	1.431 (4)
Ru1B—C15	2.458 (4)	C11—C12	1.449 (4)
Ru1C—Ru1D	0.53 (8)	C11—B1	1.590 (4)
Ru1C—N3	1.384 (13)	C12—C13	1.407 (5)
Ru1C—N4	1.405 (13)	C12—H12	0.9499
Ru1C—N1	1.444 (13)	C13—C14	1.444 (5)
Ru1C—N2	1.468 (13)	C13—H13	0.9500
Ru1C—B1	1.527 (12)	C14—C15	1.428 (4)
Ru1C—B2	1.572 (12)	C14—H14	0.9500
Ru1C—C11	2.537 (17)	C15—H15	0.9500
Ru1C—C21	2.567 (17)	C21—C22	1.432 (4)
Ru1D—N3	1.35 (6)	C21—C25	1.438 (4)
Ru1D—N4	1.41 (6)	C21—B2	1.601 (4)
Ru1D—N1	1.52 (6)	C22—C23	1.425 (4)
Ru1D—N2	1.59 (6)	C22—H22	0.9501
Ru1D—B1	1.68 (7)	C23—C24	1.460 (5)
Ru1D—B2	1.79 (6)	C23—H23	0.9499
Ru1D—C4	2.60 (6)	C24—C25	1.434 (4)
N1—C1	1.344 (3)	C24—H24	0.9499
N1—N2	1.354 (3)	C25—H25	0.9501
N1—B1	1.565 (4)	B1—H1A	1.1771
N2—C3	1.337 (4)	B2—H2A	1.1833
C15—Ru1—C12	63.55 (11)	Ru1D—N3—N4	63 (2)
C15—Ru1—C22	155.49 (12)	C4—N3—Ru1C	168.7 (7)
C12—Ru1—C22	111.86 (12)	Ru1D—N3—Ru1C	22 (3)
C15—Ru1—C21	121.14 (11)	N4—N3—Ru1C	61.6 (5)
C12—Ru1—C21	122.52 (11)	C4—N3—B1	129.0 (2)
C22—Ru1—C21	38.57 (10)	Ru1D—N3—B1	70 (3)
C15—Ru1—C25	110.13 (11)	N4—N3—B1	122.1 (2)
C12—Ru1—C25	156.30 (12)	Ru1C—N3—B1	61.7 (5)
C22—Ru1—C25	63.55 (11)	C6—N4—N3	108.1 (2)
C21—Ru1—C25	38.70 (11)	C6—N4—Ru1C	167.1 (6)
C15—Ru1—C11	38.62 (11)	N3—N4—Ru1C	60.1 (5)
C12—Ru1—C11	39.07 (10)	C6—N4—Ru1D	149 (3)
C22—Ru1—C11	121.85 (12)	N3—N4—Ru1D	58 (2)
C21—Ru1—C11	104.71 (10)	Ru1C—N4—Ru1D	22 (3)
C25—Ru1—C11	121.18 (11)	C6—N4—B2	128.9 (2)
C15—Ru1—C14	38.39 (11)	N3—N4—B2	122.5 (2)
C12—Ru1—C14	63.66 (13)	Ru1C—N4—B2	63.6 (6)
C22—Ru1—C14	164.19 (12)	Ru1D—N4—B2	74 (3)
C21—Ru1—C14	157.13 (12)	N1—C1—C2	108.7 (2)
C25—Ru1—C14	127.00 (12)	N1—C1—H1	125.6
C11—Ru1—C14	65.32 (11)	C2—C1—H1	125.6
C15—Ru1—C24	126.91 (12)	C3—C2—C1	105.1 (3)
C12—Ru1—C24	163.63 (12)	C3—C2—H2	127.5
C22—Ru1—C24	64.32 (12)	C1—C2—H2	127.5
C21—Ru1—C24	65.48 (11)	N2—C3—C2	109.2 (3)
C25—Ru1—C24	38.40 (11)	N2—C3—H3	125.4
C11—Ru1—C24	157.10 (12)	C2—C3—H3	125.4
C14—Ru1—C24	115.27 (13)	N3—C4—C5	109.1 (3)
C15—Ru1—C23	163.49 (12)	N3—C4—Ru1D	15 (2)
C12—Ru1—C23	128.04 (12)	C5—C4—Ru1D	102.9 (12)
C22—Ru1—C23	38.17 (12)	N3—C4—H4	125.5
C21—Ru1—C23	65.21 (10)	C5—C4—H4	125.5
C25—Ru1—C23	64.23 (11)	Ru1D—C4—H4	129.8
C11—Ru1—C23	157.87 (13)	C4—C5—C6	105.4 (2)
C14—Ru1—C23	131.11 (12)	C4—C5—H5	127.3
C24—Ru1—C23	38.92 (13)	C6—C5—H5	127.3
C15—Ru1—C13	64.10 (12)	N4—C6—C5	108.9 (2)
C12—Ru1—C13	37.69 (12)	N4—C6—H6	125.6
C22—Ru1—C13	128.50 (12)	C5—C6—H6	125.6
C21—Ru1—C13	158.16 (13)	C15—C11—C12	104.3 (3)
C25—Ru1—C13	163.12 (13)	C15—C11—B1	127.3 (2)
C11—Ru1—C13	65.28 (11)	C12—C11—B1	128.2 (3)
C14—Ru1—C13	38.52 (13)	C15—C11—Ru1	70.13 (15)
C24—Ru1—C13	130.82 (12)	C12—C11—Ru1	70.16 (15)
C23—Ru1—C13	116.42 (12)	B1—C11—Ru1	120.37 (18)
C23—Ru1B—C13	140.8 (2)	C15—C11—Ru1C	117.2 (4)
C23—Ru1B—C24	42.90 (15)	C12—C11—Ru1C	120.7 (4)
C13—Ru1B—C24	167.6 (3)	B1—C11—Ru1C	34.7 (4)
C23—Ru1B—C14	168.3 (3)	C13—C12—C11	111.0 (3)
C13—Ru1B—C14	42.02 (15)	C13—C12—Ru1	72.29 (17)
C24—Ru1B—C14	131.2 (2)	C11—C12—Ru1	70.77 (14)
C23—Ru1B—C22	36.77 (13)	C13—C12—Ru1B	56.43 (18)
C13—Ru1B—C22	127.9 (2)	C11—C12—Ru1B	84.97 (19)
C24—Ru1B—C22	63.01 (16)	C13—C12—H12	124.6
C14—Ru1B—C22	154.9 (3)	C11—C12—H12	124.4
C23—Ru1B—C12	128.0 (2)	Ru1—C12—H12	124.0
C13—Ru1B—C12	36.14 (14)	Ru1B—C12—H12	124.4
C24—Ru1B—C12	156.1 (3)	C12—C13—C14	107.1 (3)
C14—Ru1B—C12	61.93 (15)	C12—C13—Ru1B	87.4 (2)
C22—Ru1B—C12	97.73 (19)	C14—C13—Ru1B	70.86 (19)
C23—Ru1B—C25	62.08 (15)	C12—C13—Ru1	70.03 (16)
C13—Ru1B—C25	152.3 (2)	C14—C13—Ru1	70.52 (16)
C24—Ru1B—C25	35.74 (13)	C12—C13—H13	126.4
C14—Ru1B—C25	120.1 (2)	C14—C13—H13	126.5
C22—Ru1B—C25	56.36 (13)	Ru1B—C13—H13	108.3
C12—Ru1B—C25	122.4 (2)	Ru1—C13—H13	124.6
C23—Ru1B—C15	152.7 (3)	C15—C14—C13	106.9 (3)
C13—Ru1B—C15	61.47 (15)	C15—C14—Ru1B	88.5 (2)
C24—Ru1B—C15	120.2 (2)	C13—C14—Ru1B	67.11 (19)
C14—Ru1B—C15	35.50 (13)	C15—C14—Ru1	69.67 (16)
C22—Ru1B—C15	121.7 (2)	C13—C14—Ru1	70.96 (17)
C12—Ru1B—C15	56.02 (12)	C15—C14—H14	126.5
C25—Ru1B—C15	92.42 (17)	C13—C14—H14	126.5
Ru1D—Ru1C—N3	75 (7)	Ru1B—C14—H14	110.4
Ru1D—Ru1C—N4	80 (7)	Ru1—C14—H14	124.5
N3—Ru1C—N4	58.3 (5)	C14—C15—C11	110.6 (3)
Ru1D—Ru1C—N1	88 (7)	C14—C15—Ru1	71.94 (16)
N3—Ru1C—N1	123.3 (9)	C11—C15—Ru1	71.24 (15)
N4—Ru1C—N1	167.4 (16)	C14—C15—Ru1B	55.98 (18)
Ru1D—Ru1C—N2	93 (7)	C11—C15—Ru1B	82.50 (19)
N3—Ru1C—N2	167.6 (16)	C14—C15—H15	124.7
N4—Ru1C—N2	119.9 (9)	C11—C15—H15	124.7
N1—Ru1C—N2	55.4 (5)	Ru1—C15—H15	123.7
Ru1D—Ru1C—B1	97 (6)	Ru1B—C15—H15	127.3
N3—Ru1C—B1	65.4 (5)	C22—C21—C25	105.5 (3)
N4—Ru1C—B1	122.4 (9)	C22—C21—B2	128.1 (3)
N1—Ru1C—B1	63.5 (5)	C25—C21—B2	126.3 (2)
N2—Ru1C—B1	117.7 (8)	C22—C21—Ru1	70.63 (16)
Ru1D—Ru1C—B2	106 (6)	C25—C21—Ru1	70.67 (15)
N3—Ru1C—B2	120.4 (8)	B2—C21—Ru1	120.55 (18)
N4—Ru1C—B2	63.2 (5)	C22—C21—Ru1C	119.7 (4)
N1—Ru1C—B2	116.3 (9)	C25—C21—Ru1C	117.1 (3)
N2—Ru1C—B2	62.0 (5)	B2—C21—Ru1C	35.6 (4)
B1—Ru1C—B2	157.2 (15)	C23—C22—C21	110.6 (3)
Ru1D—Ru1C—C11	133 (6)	C23—C22—Ru1	71.83 (17)
N3—Ru1C—C11	77.0 (7)	C21—C22—Ru1	70.80 (15)
N4—Ru1C—C11	115.0 (9)	C23—C22—Ru1B	55.73 (18)
N1—Ru1C—C11	76.5 (6)	C21—C22—Ru1B	84.77 (19)
N2—Ru1C—C11	112.9 (9)	C23—C22—H22	124.6
B1—Ru1C—C11	36.4 (5)	C21—C22—H22	124.7
B2—Ru1C—C11	121.0 (11)	Ru1—C22—H22	124.2
Ru1D—Ru1C—C21	142 (6)	Ru1B—C22—H22	125.0
N3—Ru1C—C21	114.7 (9)	C22—C23—C24	107.0 (3)
N4—Ru1C—C21	75.8 (7)	C22—C23—Ru1B	87.5 (2)
N1—Ru1C—C21	111.6 (9)	C24—C23—Ru1B	70.49 (19)
N2—Ru1C—C21	74.8 (6)	C22—C23—Ru1	70.00 (15)
B1—Ru1C—C21	121.0 (11)	C24—C23—Ru1	70.52 (15)
B2—Ru1C—C21	36.4 (5)	C22—C23—H23	126.5
C11—Ru1C—C21	84.7 (6)	C24—C23—H23	126.4
Ru1C—Ru1D—N3	83 (8)	Ru1B—C23—H23	108.6
Ru1C—Ru1D—N4	78 (7)	Ru1—C23—H23	124.7
N3—Ru1D—N4	59 (2)	C25—C24—C23	106.5 (3)
Ru1C—Ru1D—N1	71 (7)	C25—C24—Ru1B	88.9 (2)
N3—Ru1D—N1	120 (5)	C23—C24—Ru1B	66.61 (19)
N4—Ru1D—N1	149 (7)	C25—C24—Ru1	70.02 (15)
Ru1C—Ru1D—N2	68 (7)	C23—C24—Ru1	70.57 (16)
N3—Ru1D—N2	150 (7)	C25—C24—H24	126.7
N4—Ru1D—N2	112 (4)	C23—C24—H24	126.8
N1—Ru1D—N2	52 (2)	Ru1B—C24—H24	110.4
Ru1C—Ru1D—B1	65 (6)	Ru1—C24—H24	124.3
N3—Ru1D—B1	62 (3)	C24—C25—C21	110.4 (3)
N4—Ru1D—B1	112 (5)	C24—C25—Ru1	71.58 (16)
N1—Ru1D—B1	58 (2)	C21—C25—Ru1	70.63 (15)
N2—Ru1D—B1	104 (4)	C24—C25—Ru1B	55.40 (18)
Ru1C—Ru1D—B2	57 (6)	C21—C25—Ru1B	81.83 (19)
N3—Ru1D—B2	109 (4)	C24—C25—H25	124.8
N4—Ru1D—B2	57 (2)	C21—C25—H25	124.8
N1—Ru1D—B2	101 (4)	Ru1—C25—H25	124.5
N2—Ru1D—B2	55 (2)	Ru1B—C25—H25	128.4
B1—Ru1D—B2	122 (5)	Ru1C—B1—N1	55.6 (5)
Ru1C—Ru1D—C4	97 (7)	Ru1C—B1—N3	52.9 (5)
N3—Ru1D—C4	15.0 (18)	N1—B1—N3	104.7 (2)
N4—Ru1D—C4	58 (2)	Ru1C—B1—C11	108.9 (8)
N1—Ru1D—C4	130 (3)	N1—B1—C11	111.6 (2)
N2—Ru1D—C4	164 (5)	N3—B1—C11	110.5 (2)
B1—Ru1D—C4	73 (2)	Ru1C—B1—Ru1D	18 (2)
B2—Ru1D—C4	113 (3)	N1—B1—Ru1D	56 (2)
C1—N1—N2	108.4 (2)	N3—B1—Ru1D	49 (2)
C1—N1—Ru1C	169.4 (7)	C11—B1—Ru1D	127 (3)
N2—N1—Ru1C	63.2 (5)	Ru1C—B1—H1A	133.5
C1—N1—Ru1D	152 (3)	N1—B1—H1A	103.1
N2—N1—Ru1D	67 (2)	N3—B1—H1A	108.4
Ru1C—N1—Ru1D	20 (3)	C11—B1—H1A	117.6
C1—N1—B1	128.6 (2)	Ru1D—B1—H1A	115.3
N2—N1—B1	122.7 (2)	N4—B2—N2	105.0 (2)
Ru1C—N1—B1	60.8 (5)	N4—B2—Ru1C	53.2 (5)
Ru1D—N1—B1	66 (2)	N2—B2—Ru1C	55.8 (5)
C3—N2—N1	108.6 (2)	N4—B2—C21	110.8 (2)
C3—N2—Ru1C	167.8 (7)	N2—B2—C21	110.4 (2)
N1—N2—Ru1C	61.4 (5)	Ru1C—B2—C21	108.0 (8)
C3—N2—B2	128.8 (2)	N4—B2—Ru1D	49.2 (18)
N1—N2—B2	122.4 (2)	N2—B2—Ru1D	55.8 (18)
Ru1C—N2—B2	62.3 (5)	Ru1C—B2—Ru1D	17 (2)
C3—N2—Ru1D	151 (3)	C21—B2—Ru1D	125 (3)
N1—N2—Ru1D	62 (2)	N4—B2—H2A	106.0
Ru1C—N2—Ru1D	20 (3)	N2—B2—H2A	106.7
B2—N2—Ru1D	69 (2)	Ru1C—B2—H2A	134.9
C4—N3—Ru1D	150 (4)	C21—B2—H2A	117.1
C4—N3—N4	108.5 (2)	Ru1D—B2—H2A	118.3
N4—Ru1C—Ru1D—N3	−59.7 (14)	B2—Ru1D—N4—Ru1C	−59 (6)
N1—Ru1C—Ru1D—N3	125.2 (16)	C4—Ru1D—N4—Ru1C	106 (6)
N2—Ru1C—Ru1D—N3	−179.5 (12)	Ru1C—Ru1D—N4—B2	59 (6)
B1—Ru1C—Ru1D—N3	62 (2)	N3—Ru1D—N4—B2	147 (3)
B2—Ru1C—Ru1D—N3	−118 (2)	N1—Ru1D—N4—B2	50 (8)
C11—Ru1C—Ru1D—N3	55 (7)	N2—Ru1D—N4—B2	−1 (4)
C21—Ru1C—Ru1D—N3	−111 (9)	B1—Ru1D—N4—B2	115 (5)
N3—Ru1C—Ru1D—N4	59.7 (14)	C4—Ru1D—N4—B2	164.8 (11)
N1—Ru1C—Ru1D—N4	−175.1 (12)	N2—N1—C1—C2	−0.5 (3)
N2—Ru1C—Ru1D—N4	−119.9 (11)	Ru1C—N1—C1—C2	36 (4)
B1—Ru1C—Ru1D—N4	121.8 (12)	Ru1D—N1—C1—C2	74 (5)
B2—Ru1C—Ru1D—N4	−58 (3)	B1—N1—C1—C2	−173.5 (3)
C11—Ru1C—Ru1D—N4	115 (6)	N1—C1—C2—C3	0.4 (3)
C21—Ru1C—Ru1D—N4	−51 (10)	N1—N2—C3—C2	−0.3 (3)
N3—Ru1C—Ru1D—N1	−125.2 (16)	Ru1C—N2—C3—C2	−33 (4)
N4—Ru1C—Ru1D—N1	175.1 (12)	B2—N2—C3—C2	173.4 (3)
N2—Ru1C—Ru1D—N1	55.3 (7)	Ru1D—N2—C3—C2	−65 (5)
B1—Ru1C—Ru1D—N1	−63.1 (12)	C1—C2—C3—N2	0.0 (3)
B2—Ru1C—Ru1D—N1	117 (2)	Ru1D—N3—C4—C5	−68 (5)
C11—Ru1C—Ru1D—N1	−70 (6)	N4—N3—C4—C5	0.2 (3)
C21—Ru1C—Ru1D—N1	124 (9)	Ru1C—N3—C4—C5	−27 (4)
N3—Ru1C—Ru1D—N2	179.5 (12)	B1—N3—C4—C5	172.3 (3)
N4—Ru1C—Ru1D—N2	119.9 (11)	N4—N3—C4—Ru1D	68 (5)
N1—Ru1C—Ru1D—N2	−55.3 (7)	Ru1C—N3—C4—Ru1D	40 (5)
B1—Ru1C—Ru1D—N2	−118.4 (16)	B1—N3—C4—Ru1D	−120 (5)
B2—Ru1C—Ru1D—N2	62 (2)	N3—C4—C5—C6	−0.5 (4)
C11—Ru1C—Ru1D—N2	−125 (7)	Ru1D—C4—C5—C6	−15 (2)
C21—Ru1C—Ru1D—N2	69 (9)	N3—N4—C6—C5	−0.5 (3)
N3—Ru1C—Ru1D—B1	−62 (2)	Ru1C—N4—C6—C5	22 (4)
N4—Ru1C—Ru1D—B1	−121.8 (12)	Ru1D—N4—C6—C5	57 (5)
N1—Ru1C—Ru1D—B1	63.1 (11)	B2—N4—C6—C5	−173.0 (3)
N2—Ru1C—Ru1D—B1	118.4 (16)	C4—C5—C6—N4	0.6 (4)
B2—Ru1C—Ru1D—B1	180 (3)	C15—C11—C12—C13	−0.9 (3)
C11—Ru1C—Ru1D—B1	−7 (5)	B1—C11—C12—C13	175.0 (3)
C21—Ru1C—Ru1D—B1	−173 (10)	Ru1—C11—C12—C13	61.4 (2)
N3—Ru1C—Ru1D—B2	118 (2)	Ru1C—C11—C12—C13	133.5 (5)
N4—Ru1C—Ru1D—B2	58 (3)	C15—C11—C12—Ru1	−62.30 (17)
N1—Ru1C—Ru1D—B2	−117 (2)	B1—C11—C12—Ru1	113.6 (3)
N2—Ru1C—Ru1D—B2	−62 (2)	C15—C11—C12—Ru1B	−52.0 (2)
B1—Ru1C—Ru1D—B2	−180 (3)	B1—C11—C12—Ru1B	123.9 (3)
C11—Ru1C—Ru1D—B2	173 (9)	C11—C12—C13—C14	0.6 (3)
C21—Ru1C—Ru1D—B2	7 (7)	Ru1—C12—C13—C14	61.10 (19)
N3—Ru1C—Ru1D—C4	4.9 (6)	Ru1B—C12—C13—C14	69.1 (2)
N4—Ru1C—Ru1D—C4	−54.7 (17)	C11—C12—C13—Ru1B	−68.5 (2)
N1—Ru1C—Ru1D—C4	130 (2)	C11—C12—C13—Ru1	−60.48 (19)
N2—Ru1C—Ru1D—C4	−174.6 (15)	C12—C13—C14—C15	−0.1 (3)
B1—Ru1C—Ru1D—C4	67 (3)	Ru1B—C13—C14—C15	80.9 (2)
B2—Ru1C—Ru1D—C4	−113 (2)	Ru1—C13—C14—C15	60.71 (18)
C11—Ru1C—Ru1D—C4	60 (8)	C12—C13—C14—Ru1B	−81.0 (3)
C21—Ru1C—Ru1D—C4	−106 (9)	C12—C13—C14—Ru1	−60.78 (19)
Ru1D—Ru1C—N1—C1	55 (8)	C13—C14—C15—C11	−0.5 (3)
N3—Ru1C—N1—C1	126 (3)	Ru1B—C14—C15—C11	65.0 (2)
N4—Ru1C—N1—C1	33 (8)	Ru1—C14—C15—C11	61.03 (19)
N2—Ru1C—N1—C1	−39 (4)	C13—C14—C15—Ru1	−61.55 (19)
B1—Ru1C—N1—C1	154 (4)	C13—C14—C15—Ru1B	−65.5 (2)
B2—Ru1C—N1—C1	−51 (5)	C12—C11—C15—C14	0.9 (3)
C11—Ru1C—N1—C1	−170 (4)	B1—C11—C15—C14	−175.1 (2)
C21—Ru1C—N1—C1	−91 (4)	Ru1—C11—C15—C14	−61.46 (19)
Ru1D—Ru1C—N1—N2	94 (7)	Ru1C—C11—C15—C14	−135.5 (5)
N3—Ru1C—N1—N2	165.1 (19)	C12—C11—C15—Ru1	62.31 (17)
N4—Ru1C—N1—N2	72 (5)	B1—C11—C15—Ru1	−113.6 (3)
B1—Ru1C—N1—N2	−167.0 (9)	C12—C11—C15—Ru1B	50.1 (2)
B2—Ru1C—N1—N2	−12.5 (8)	B1—C11—C15—Ru1B	−125.8 (3)
C11—Ru1C—N1—N2	−130.7 (6)	C25—C21—C22—C23	1.5 (3)
C21—Ru1C—N1—N2	−52.1 (4)	B2—C21—C22—C23	−175.2 (3)
N3—Ru1C—N1—Ru1D	71 (6)	Ru1—C21—C22—C23	−61.1 (2)
N4—Ru1C—N1—Ru1D	−22 (6)	Ru1C—C21—C22—C23	−133.1 (4)
N2—Ru1C—N1—Ru1D	−94 (7)	C25—C21—C22—Ru1	62.53 (17)
B1—Ru1C—N1—Ru1D	99 (7)	B2—C21—C22—Ru1	−114.1 (3)
B2—Ru1C—N1—Ru1D	−107 (7)	C25—C21—C22—Ru1B	51.8 (2)
C11—Ru1C—N1—Ru1D	135 (7)	B2—C21—C22—Ru1B	−124.9 (3)
C21—Ru1C—N1—Ru1D	−146 (7)	C21—C22—C23—C24	−0.7 (3)
Ru1D—Ru1C—N1—B1	−99 (7)	Ru1—C22—C23—C24	−61.14 (19)
N3—Ru1C—N1—B1	−27.9 (11)	Ru1B—C22—C23—C24	−68.7 (2)
N4—Ru1C—N1—B1	−121 (5)	C21—C22—C23—Ru1B	68.0 (2)
N2—Ru1C—N1—B1	167.0 (9)	C21—C22—C23—Ru1	60.44 (19)
B2—Ru1C—N1—B1	154.5 (17)	C22—C23—C24—C25	−0.4 (3)
C11—Ru1C—N1—B1	36.3 (3)	Ru1B—C23—C24—C25	−81.3 (2)
C21—Ru1C—N1—B1	114.9 (10)	Ru1—C23—C24—C25	−61.17 (18)
Ru1C—Ru1D—N1—C1	−161 (4)	C22—C23—C24—Ru1B	81.0 (3)
N3—Ru1D—N1—C1	130 (5)	C22—C23—C24—Ru1	60.80 (19)
N4—Ru1D—N1—C1	−152 (6)	C23—C24—C25—C21	1.3 (3)
N2—Ru1D—N1—C1	−85 (5)	Ru1B—C24—C25—C21	−63.9 (2)
B1—Ru1D—N1—C1	128 (3)	Ru1—C24—C25—C21	−60.23 (19)
B2—Ru1D—N1—C1	−111 (5)	C23—C24—C25—Ru1	61.53 (18)
C4—Ru1D—N1—C1	116 (5)	C23—C24—C25—Ru1B	65.2 (2)
Ru1C—Ru1D—N1—N2	−76 (6)	C22—C21—C25—C24	−1.7 (3)
N3—Ru1D—N1—N2	−145 (7)	B2—C21—C25—C24	175.0 (2)
N4—Ru1D—N1—N2	−67 (8)	Ru1—C21—C25—C24	60.80 (19)
B1—Ru1D—N1—N2	−147 (3)	Ru1C—C21—C25—C24	134.3 (4)
B2—Ru1D—N1—N2	−26.0 (19)	C22—C21—C25—Ru1	−62.50 (17)
C4—Ru1D—N1—N2	−159 (7)	B2—C21—C25—Ru1	114.3 (3)
N3—Ru1D—N1—Ru1C	−69 (8)	C22—C21—C25—Ru1B	−50.0 (2)
N4—Ru1D—N1—Ru1C	9 (3)	B2—C21—C25—Ru1B	126.8 (3)
N2—Ru1D—N1—Ru1C	76 (6)	Ru1D—Ru1C—B1—N1	85 (7)
B1—Ru1D—N1—Ru1C	−71 (6)	N3—Ru1C—B1—N1	154.5 (11)
B2—Ru1D—N1—Ru1C	50 (5)	N4—Ru1C—B1—N1	167 (2)
C4—Ru1D—N1—Ru1C	−83 (8)	N2—Ru1C—B1—N1	−12.1 (8)
Ru1C—Ru1D—N1—B1	71 (6)	B2—Ru1C—B1—N1	−95 (2)
N3—Ru1D—N1—B1	2 (4)	C11—Ru1C—B1—N1	−103.7 (6)
N4—Ru1D—N1—B1	81 (9)	C21—Ru1C—B1—N1	−100.4 (9)
N2—Ru1D—N1—B1	147 (3)	Ru1D—Ru1C—B1—N3	−70 (7)
B2—Ru1D—N1—B1	121 (4)	N4—Ru1C—B1—N3	12.7 (9)
C4—Ru1D—N1—B1	−12 (4)	N1—Ru1C—B1—N3	−154.5 (11)
C1—N1—N2—C3	0.5 (3)	N2—Ru1C—B1—N3	−166.6 (19)
Ru1C—N1—N2—C3	−172.5 (9)	B2—Ru1C—B1—N3	110 (3)
Ru1D—N1—N2—C3	−150 (4)	C11—Ru1C—B1—N3	101.8 (6)
B1—N1—N2—C3	174.0 (2)	C21—Ru1C—B1—N3	105.1 (9)
C1—N1—N2—Ru1C	173.0 (10)	Ru1D—Ru1C—B1—C11	−172 (7)
Ru1D—N1—N2—Ru1C	22 (3)	N3—Ru1C—B1—C11	−101.8 (6)
B1—N1—N2—Ru1C	−13.5 (9)	N4—Ru1C—B1—C11	−89.1 (15)
C1—N1—N2—B2	−173.7 (2)	N1—Ru1C—B1—C11	103.7 (6)
Ru1C—N1—N2—B2	13.3 (9)	N2—Ru1C—B1—C11	91.6 (13)
Ru1D—N1—N2—B2	36 (4)	B2—Ru1C—B1—C11	9 (3)
B1—N1—N2—B2	−0.2 (4)	C21—Ru1C—B1—C11	3.3 (8)
C1—N1—N2—Ru1D	151 (4)	N3—Ru1C—B1—Ru1D	70 (7)
Ru1C—N1—N2—Ru1D	−22 (3)	N4—Ru1C—B1—Ru1D	83 (7)
B1—N1—N2—Ru1D	−36 (4)	N1—Ru1C—B1—Ru1D	−85 (7)
Ru1D—Ru1C—N2—C3	−50 (8)	N2—Ru1C—B1—Ru1D	−97 (7)
N3—Ru1C—N2—C3	−52 (7)	B2—Ru1C—B1—Ru1D	−180 (100)
N4—Ru1C—N2—C3	−130 (2)	C11—Ru1C—B1—Ru1D	172 (7)
N1—Ru1C—N2—C3	36 (4)	C21—Ru1C—B1—Ru1D	175 (7)
B1—Ru1C—N2—C3	49 (5)	C1—N1—B1—Ru1C	−174.1 (10)
B2—Ru1C—N2—C3	−157 (3)	N2—N1—B1—Ru1C	13.8 (9)
C11—Ru1C—N2—C3	89 (4)	Ru1D—N1—B1—Ru1C	−22 (3)
C21—Ru1C—N2—C3	166 (3)	C1—N1—B1—N3	−153.3 (3)
Ru1D—Ru1C—N2—N1	−86 (6)	N2—N1—B1—N3	34.6 (3)
N3—Ru1C—N2—N1	−88 (4)	Ru1C—N1—B1—N3	20.8 (9)
N4—Ru1C—N2—N1	−166.1 (18)	Ru1D—N1—B1—N3	−2 (3)
B1—Ru1C—N2—N1	13.2 (9)	C1—N1—B1—C11	87.2 (3)
B2—Ru1C—N2—N1	167.3 (9)	N2—N1—B1—C11	−84.9 (3)
C11—Ru1C—N2—N1	53.2 (4)	Ru1C—N1—B1—C11	−98.7 (9)
C21—Ru1C—N2—N1	130.5 (6)	Ru1D—N1—B1—C11	−121 (3)
Ru1D—Ru1C—N2—B2	107 (6)	C1—N1—B1—Ru1D	−152 (3)
N3—Ru1C—N2—B2	104 (4)	N2—N1—B1—Ru1D	36 (3)
N4—Ru1C—N2—B2	26.5 (10)	Ru1C—N1—B1—Ru1D	22 (3)
N1—Ru1C—N2—B2	−167.3 (9)	C4—N3—B1—Ru1C	175.7 (10)
B1—Ru1C—N2—B2	−154.2 (17)	Ru1D—N3—B1—Ru1C	23 (3)
C11—Ru1C—N2—B2	−114.1 (10)	N4—N3—B1—Ru1C	−13.1 (10)
C21—Ru1C—N2—B2	−36.8 (3)	C4—N3—B1—N1	154.2 (3)
N3—Ru1C—N2—Ru1D	−2 (5)	Ru1D—N3—B1—N1	2 (4)
N4—Ru1C—N2—Ru1D	−80 (6)	N4—N3—B1—N1	−34.6 (3)
N1—Ru1C—N2—Ru1D	86 (6)	Ru1C—N3—B1—N1	−21.6 (9)
B1—Ru1C—N2—Ru1D	99 (7)	C4—N3—B1—C11	−85.6 (3)
B2—Ru1C—N2—Ru1D	−107 (6)	Ru1D—N3—B1—C11	122 (4)
C11—Ru1C—N2—Ru1D	139 (7)	N4—N3—B1—C11	85.6 (3)
C21—Ru1C—N2—Ru1D	−143 (6)	Ru1C—N3—B1—C11	98.7 (10)
Ru1C—Ru1D—N2—C3	160 (3)	C4—N3—B1—Ru1D	152 (4)
N3—Ru1D—N2—C3	161 (5)	N4—N3—B1—Ru1D	−36 (4)
N4—Ru1D—N2—C3	−133 (3)	Ru1C—N3—B1—Ru1D	−23 (3)
N1—Ru1D—N2—C3	77 (5)	C15—C11—B1—Ru1C	84.8 (6)
B1—Ru1D—N2—C3	106 (6)	C12—C11—B1—Ru1C	−90.2 (6)
B2—Ru1D—N2—C3	−134 (3)	C15—C11—B1—N1	144.4 (2)
C4—Ru1D—N2—C3	180 (8)	C12—C11—B1—N1	−30.6 (4)
Ru1C—Ru1D—N2—N1	83 (6)	Ru1—C11—B1—N1	57.1 (3)
N3—Ru1D—N2—N1	84 (8)	Ru1C—C11—B1—N1	59.6 (5)
N4—Ru1D—N2—N1	149 (7)	C15—C11—B1—N3	28.3 (4)
B1—Ru1D—N2—N1	28.3 (19)	C12—C11—B1—N3	−146.7 (2)
B2—Ru1D—N2—N1	148 (3)	Ru1—C11—B1—N3	−58.9 (3)
C4—Ru1D—N2—N1	102 (13)	Ru1C—C11—B1—N3	−56.5 (5)
N3—Ru1D—N2—Ru1C	1 (2)	C15—C11—B1—Ru1D	81 (3)
N4—Ru1D—N2—Ru1C	66 (7)	C12—C11—B1—Ru1D	−94 (3)
N1—Ru1D—N2—Ru1C	−83 (6)	Ru1—C11—B1—Ru1D	−6 (2)
B1—Ru1D—N2—Ru1C	−55 (6)	Ru1C—C11—B1—Ru1D	−3 (3)
B2—Ru1D—N2—Ru1C	65 (6)	N3—Ru1D—B1—Ru1C	−95 (7)
C4—Ru1D—N2—Ru1C	19 (8)	N4—Ru1D—B1—Ru1C	−64 (7)
Ru1C—Ru1D—N2—B2	−65 (6)	N1—Ru1D—B1—Ru1C	83 (7)
N3—Ru1D—N2—B2	−64 (8)	N2—Ru1D—B1—Ru1C	57 (6)
N4—Ru1D—N2—B2	1 (4)	B2—Ru1D—B1—Ru1C	0 (3)
N1—Ru1D—N2—B2	−148 (3)	C4—Ru1D—B1—Ru1C	−107 (7)
B1—Ru1D—N2—B2	−120 (4)	Ru1C—Ru1D—B1—N1	−83 (7)
C4—Ru1D—N2—B2	−46 (11)	N3—Ru1D—B1—N1	−178 (4)
Ru1C—Ru1D—N3—C4	161 (3)	N4—Ru1D—B1—N1	−147 (6)
N4—Ru1D—N3—C4	80 (5)	N2—Ru1D—B1—N1	−25.8 (18)
N1—Ru1D—N3—C4	−136 (4)	B2—Ru1D—B1—N1	−83 (4)
N2—Ru1D—N3—C4	160 (5)	C4—Ru1D—B1—N1	171 (3)
B1—Ru1D—N3—C4	−134 (3)	Ru1C—Ru1D—B1—N3	95 (7)
B2—Ru1D—N3—C4	109 (6)	N4—Ru1D—B1—N3	31 (2)
Ru1C—Ru1D—N3—N4	81 (6)	N1—Ru1D—B1—N3	178 (4)
N1—Ru1D—N3—N4	144 (7)	N2—Ru1D—B1—N3	152 (6)
N2—Ru1D—N3—N4	80 (8)	B2—Ru1D—B1—N3	95 (4)
B1—Ru1D—N3—N4	146 (3)	C4—Ru1D—B1—N3	−11.2 (15)
B2—Ru1D—N3—N4	29 (2)	Ru1C—Ru1D—B1—C11	10 (8)
C4—Ru1D—N3—N4	−80 (5)	N3—Ru1D—B1—C11	−85 (3)
N4—Ru1D—N3—Ru1C	−81 (6)	N4—Ru1D—B1—C11	−54 (5)
N1—Ru1D—N3—Ru1C	63 (7)	N1—Ru1D—B1—C11	93 (2)
N2—Ru1D—N3—Ru1C	−1 (2)	N2—Ru1D—B1—C11	67 (4)
B1—Ru1D—N3—Ru1C	65 (6)	B2—Ru1D—B1—C11	10 (5)
B2—Ru1D—N3—Ru1C	−52 (5)	C4—Ru1D—B1—C11	−96.6 (18)
C4—Ru1D—N3—Ru1C	−161 (3)	C6—N4—B2—N2	−154.5 (3)
Ru1C—Ru1D—N3—B1	−65 (6)	N3—N4—B2—N2	34.0 (4)
N4—Ru1D—N3—B1	−146 (3)	Ru1C—N4—B2—N2	21.8 (9)
N1—Ru1D—N3—B1	−2 (4)	Ru1D—N4—B2—N2	1 (4)
N2—Ru1D—N3—B1	−66 (8)	C6—N4—B2—Ru1C	−176.3 (10)
B2—Ru1D—N3—B1	−117 (5)	N3—N4—B2—Ru1C	12.2 (9)
C4—Ru1D—N3—B1	134 (3)	Ru1D—N4—B2—Ru1C	−21 (3)
Ru1D—Ru1C—N3—C4	−58 (8)	C6—N4—B2—C21	86.3 (4)
N4—Ru1C—N3—C4	30 (4)	N3—N4—B2—C21	−85.2 (3)
N1—Ru1C—N3—C4	−135 (3)	Ru1C—N4—B2—C21	−97.4 (9)
N2—Ru1C—N3—C4	−55 (7)	Ru1D—N4—B2—C21	−118 (4)
B1—Ru1C—N3—C4	−163 (4)	C6—N4—B2—Ru1D	−155 (4)
B2—Ru1C—N3—C4	42 (5)	N3—N4—B2—Ru1D	33 (4)
C11—Ru1C—N3—C4	161 (4)	Ru1C—N4—B2—Ru1D	21 (3)
C21—Ru1C—N3—C4	83 (4)	C3—N2—B2—N4	152.8 (3)
N4—Ru1C—N3—Ru1D	87 (6)	N1—N2—B2—N4	−34.3 (3)
N1—Ru1C—N3—Ru1D	−78 (7)	Ru1C—N2—B2—N4	−21.1 (9)
N2—Ru1C—N3—Ru1D	2 (6)	Ru1D—N2—B2—N4	−1 (3)
B1—Ru1C—N3—Ru1D	−105 (7)	C3—N2—B2—Ru1C	173.9 (9)
B2—Ru1C—N3—Ru1D	100 (7)	N1—N2—B2—Ru1C	−13.2 (9)
C11—Ru1C—N3—Ru1D	−142 (7)	Ru1D—N2—B2—Ru1C	20 (3)
C21—Ru1C—N3—Ru1D	140 (7)	C3—N2—B2—C21	−87.7 (4)
Ru1D—Ru1C—N3—N4	−87 (6)	N1—N2—B2—C21	85.2 (3)
N1—Ru1C—N3—N4	−165 (2)	Ru1C—N2—B2—C21	98.4 (9)
N2—Ru1C—N3—N4	−85 (4)	Ru1D—N2—B2—C21	119 (3)
B1—Ru1C—N3—N4	167.4 (9)	C3—N2—B2—Ru1D	154 (3)
B2—Ru1C—N3—N4	12.3 (9)	N1—N2—B2—Ru1D	−33 (3)
C11—Ru1C—N3—N4	130.8 (7)	Ru1C—N2—B2—Ru1D	−20 (3)
C21—Ru1C—N3—N4	53.1 (5)	Ru1D—Ru1C—B2—N4	70 (7)
Ru1D—Ru1C—N3—B1	105 (7)	N3—Ru1C—B2—N4	−11.7 (9)
N4—Ru1C—N3—B1	−167.4 (9)	N1—Ru1C—B2—N4	165.9 (18)
N1—Ru1C—N3—B1	27.4 (11)	N2—Ru1C—B2—N4	154.3 (10)
N2—Ru1C—N3—B1	107 (5)	B1—Ru1C—B2—N4	−110 (3)
B2—Ru1C—N3—B1	−155.1 (18)	C11—Ru1C—B2—N4	−104.5 (9)
C11—Ru1C—N3—B1	−36.6 (3)	C21—Ru1C—B2—N4	−102.8 (6)
C21—Ru1C—N3—B1	−114.4 (11)	Ru1D—Ru1C—B2—N2	−85 (7)
C4—N3—N4—C6	0.2 (3)	N3—Ru1C—B2—N2	−166.0 (19)
Ru1D—N3—N4—C6	149 (4)	N4—Ru1C—B2—N2	−154.3 (10)
Ru1C—N3—N4—C6	174.3 (10)	N1—Ru1C—B2—N2	11.6 (8)
B1—N3—N4—C6	−172.6 (3)	B1—Ru1C—B2—N2	95 (2)
C4—N3—N4—Ru1C	−174.1 (10)	C11—Ru1C—B2—N2	101.2 (9)
Ru1D—N3—N4—Ru1C	−25 (4)	C21—Ru1C—B2—N2	102.9 (5)
B1—N3—N4—Ru1C	13.1 (10)	Ru1D—Ru1C—B2—C21	173 (7)
C4—N3—N4—Ru1D	−149 (4)	N3—Ru1C—B2—C21	91.1 (14)
Ru1C—N3—N4—Ru1D	25 (4)	N4—Ru1C—B2—C21	102.8 (6)
B1—N3—N4—Ru1D	38 (4)	N1—Ru1C—B2—C21	−91.2 (13)
C4—N3—N4—B2	173.2 (3)	N2—Ru1C—B2—C21	−102.9 (5)
Ru1D—N3—N4—B2	−38 (4)	B1—Ru1C—B2—C21	−8 (3)
Ru1C—N3—N4—B2	−12.6 (10)	C11—Ru1C—B2—C21	−1.6 (8)
B1—N3—N4—B2	0.4 (4)	N3—Ru1C—B2—Ru1D	−82 (7)
Ru1D—Ru1C—N4—C6	53 (8)	N4—Ru1C—B2—Ru1D	−70 (7)
N3—Ru1C—N4—C6	−25 (4)	N1—Ru1C—B2—Ru1D	96 (7)
N1—Ru1C—N4—C6	76 (6)	N2—Ru1C—B2—Ru1D	85 (7)
N2—Ru1C—N4—C6	141 (2)	B1—Ru1C—B2—Ru1D	180 (100)
B1—Ru1C—N4—C6	−39 (5)	C11—Ru1C—B2—Ru1D	−174 (8)
B2—Ru1C—N4—C6	167 (3)	C21—Ru1C—B2—Ru1D	−173 (7)
C11—Ru1C—N4—C6	−79 (4)	C22—C21—B2—N4	145.9 (3)
C21—Ru1C—N4—C6	−156 (3)	C25—C21—B2—N4	−30.1 (4)
Ru1D—Ru1C—N4—N3	78 (7)	Ru1—C21—B2—N4	57.4 (3)
N1—Ru1C—N4—N3	101 (5)	Ru1C—C21—B2—N4	56.6 (5)
N2—Ru1C—N4—N3	165.7 (19)	C22—C21—B2—N2	29.9 (4)
B1—Ru1C—N4—N3	−13.6 (10)	C25—C21—B2—N2	−146.1 (2)
B2—Ru1C—N4—N3	−168.1 (9)	Ru1—C21—B2—N2	−58.6 (3)
C11—Ru1C—N4—N3	−54.5 (5)	Ru1C—C21—B2—N2	−59.3 (5)
C21—Ru1C—N4—N3	−131.5 (7)	C22—C21—B2—Ru1C	89.3 (6)
N3—Ru1C—N4—Ru1D	−78 (7)	C25—C21—B2—Ru1C	−86.8 (6)
N1—Ru1C—N4—Ru1D	23 (6)	C22—C21—B2—Ru1D	92 (2)
N2—Ru1C—N4—Ru1D	87 (7)	C25—C21—B2—Ru1D	−84 (2)
B1—Ru1C—N4—Ru1D	−92 (7)	Ru1—C21—B2—Ru1D	3 (2)
B2—Ru1C—N4—Ru1D	114 (7)	Ru1C—C21—B2—Ru1D	3 (2)
C11—Ru1C—N4—Ru1D	−133 (7)	Ru1C—Ru1D—B2—N4	−97 (8)
C21—Ru1C—N4—Ru1D	150 (7)	N3—Ru1D—B2—N4	−29 (2)
Ru1D—Ru1C—N4—B2	−114 (7)	N1—Ru1D—B2—N4	−156 (6)
N3—Ru1C—N4—B2	168.1 (9)	N2—Ru1D—B2—N4	179 (4)
N1—Ru1C—N4—B2	−91 (5)	B1—Ru1D—B2—N4	−97 (4)
N2—Ru1C—N4—B2	−26.2 (10)	C4—Ru1D—B2—N4	−13.9 (10)
B1—Ru1C—N4—B2	154.5 (18)	Ru1C—Ru1D—B2—N2	84 (7)
C11—Ru1C—N4—B2	113.6 (11)	N3—Ru1D—B2—N2	152 (6)
C21—Ru1C—N4—B2	36.6 (3)	N4—Ru1D—B2—N2	−179 (4)
Ru1C—Ru1D—N4—C6	−160 (4)	N1—Ru1D—B2—N2	24.8 (19)
N3—Ru1D—N4—C6	−71 (6)	B1—Ru1D—B2—N2	84 (4)
N1—Ru1D—N4—C6	−169 (4)	C4—Ru1D—B2—N2	167 (5)
N2—Ru1D—N4—C6	140 (3)	N3—Ru1D—B2—Ru1C	68 (7)
B1—Ru1D—N4—C6	−104 (7)	N4—Ru1D—B2—Ru1C	97 (8)
B2—Ru1D—N4—C6	141 (4)	N1—Ru1D—B2—Ru1C	−59 (6)
C4—Ru1D—N4—C6	−54 (4)	N2—Ru1D—B2—Ru1C	−84 (7)
Ru1C—Ru1D—N4—N3	−88 (7)	B1—Ru1D—B2—Ru1C	0 (4)
N1—Ru1D—N4—N3	−97 (9)	C4—Ru1D—B2—Ru1C	83 (8)
N2—Ru1D—N4—N3	−148 (7)	Ru1C—Ru1D—B2—C21	−9 (8)
B1—Ru1D—N4—N3	−32 (2)	N3—Ru1D—B2—C21	59 (5)
B2—Ru1D—N4—N3	−147 (3)	N4—Ru1D—B2—C21	89 (3)
C4—Ru1D—N4—N3	18 (2)	N1—Ru1D—B2—C21	−68 (4)
N3—Ru1D—N4—Ru1C	88 (7)	N2—Ru1D—B2—C21	−93 (2)
N1—Ru1D—N4—Ru1C	−9 (3)	B1—Ru1D—B2—C21	−9 (5)
N2—Ru1D—N4—Ru1C	−60 (6)	C4—Ru1D—B2—C21	75 (4)
B1—Ru1D—N4—Ru1C	56 (6)