Tetra­ethyl­ammonium dicyanido(5,10,15,20-tetra­phenyl­porphyrinato)ferrate(III) di­chloro­methane monosolvate

The title compound, (C₈H₂₀N)[Fe(C₄₄H₂₈N₄)(CN)₂]·CH₂Cl₂ or (Et₄N)[Fe(TPP)(CN)₂], was recrystallized from di­chloro­methane-diethyl ether. The compound crystallizes with the two unique halves of the Fe^III porphyrinato complex, one tetra­ethyl­ammonium cation and one inter­stitial di­chloro­methane mol­ecule within the asymmetric unit. Both anionic Fe^III complexes exhibit inversion symmetry. Both the cation and the solvent mol­ecules show positional disorder. The cation is disordered over two sets of sites with an occupancy ratio of 0.710 (3):0.290 (3); the solvent mol­ecule is disordered over three positions with a 0.584 (6):0.208 (3):0.202 (5) ratio. The crystal packing features columns of [Fe(TPP)(CN)₂]^- anions that propagate along [001]. The columns further pack into layers that are parallel to (011) and also include the Et₄N⁺ cations. The inter­stitial CH₂Cl₂ mol­ecules appear in the inter­layer space. This complex may serve as a useful precursor for the assembly of multinuclear and extended CN-bridged complexes for the design of single-mol­ecule and single-chain magnets, respectively.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in solvent or counterion
• R factor = 0.050
• wR factor = 0.129
• Data-to-parameter ratio = 14.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT041_ALERT_1_C Calc. and Reported SumFormula    Strings  Differ          ? Check
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)...          ? Check
PLAT202_ALERT_3_C Isotropic non-H Atoms in Anion/Solvent .........          1
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...        3.6 Ratio
PLAT223_ALERT_4_C Large Solvent/Anion  H     Ueq(max)/Ueq(min) ...        3.6 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C45
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C41
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C44
PLAT331_ALERT_2_C Small Average Phenyl   C-C Dist. C41    -C46           1.37 Ang.
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of .         98 Ang3
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      4.034
PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) .....          2
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600         57

Alert level G
FORMU01_ALERT_2_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C55 H50 Cl2 Fe1 N7
            Atom count from the _atom_site data:  C54.99399 H49.98799 Cl1.988 Fe
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G ALERT: check formula stoichiometry or atom site occupancies.
           From the CIF: _cell_formula_units_Z    2
           From the CIF: _chemical_formula_sum  C55 H50 Cl2 Fe N7
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C        110.00    109.99    0.01
           H        100.00     99.98    0.02
           Cl         4.00      3.98    0.02
           Fe         2.00      2.00    0.00
           N         14.00     14.00    0.00
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         14
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...          5
PLAT005_ALERT_5_G No _iucr_refine_instructions_details  in the CIF          ? Do !
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ          ? Check
PLAT154_ALERT_1_G The su's on the Cell Angles are Equal ..........    0.00100 Deg.
PLAT231_ALERT_4_G Hirshfeld Test (Solvent)   C51A   --  C52A    ..        6.0 su
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Fe1    --  C1      ..        6.9 su
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Fe2    --  C2      ..        7.3 su
PLAT244_ALERT_4_G Low   'Solvent' Ueq as Compared to Neighbors of        C53A
PLAT244_ALERT_4_G Low   'Solvent' Ueq as Compared to Neighbors of         C1A
PLAT244_ALERT_4_G Low   'Solvent' Ueq as Compared to Neighbors of         C1B
PLAT244_ALERT_4_G Low   'Solvent' Ueq as Compared to Neighbors of         C1C
PLAT302_ALERT_4_G Note: Anion/Solvent Disorder ...................         92 %
PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels ..........          6
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #        239
              C54A -C53A -H54E    1.555   1.555   1.555             38.09 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #        257
              H54C -C54A -H54F    1.555   1.555   1.555             36.40 Deg.
PLAT794_ALERT_5_G Note: Tentative Bond Valency for Fe1     (III)         3.34
PLAT794_ALERT_5_G Note: Tentative Bond Valency for Fe2     (III)         3.35
PLAT811_ALERT_5_G No ADDSYM Analysis: Too Many Excluded Atoms ....          ! Info
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......         37
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         68
PLAT961_ALERT_5_G Dataset Contains no Negative Intensities .......          ! Check

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
  13 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  25 ALERT level G = General information/check it is not something unexpected

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  11 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
  11 ALERT type 4 Improvement, methodology, query or suggestion
   5 ALERT type 5 Informative message, check

---

S1. Comment

Mononuclear metal complexes with terminal cyanide ligands have been shown to be useful building blocks for the construction of coordination oligomers and polymers based on the CN-bridged transition metal ions.(Dunbar & Heintz, 1997) A particular interest in these materials stems from the possibility of a judicious design and preparation of magnetically bistable materials, such as single-molecule and single-chain magnets (SMMs and SCMs). (Shatruk et al., 2009) A prerequisite for the existence of SMM and SCM properties is a significant magnetic anisotropy and high ground-state spin value of the transition metal ion. An effective approach uses a combination of two monometallic building blocks to satisfy both these criteria in the final structure.

A number of recent approaches have considered the mononuclear CN-terminated complexes as metalloligands that can be combined with solvated or partially ligated metal ions to create specific molecular shapes in a predictable (modular) manner.(Schelter et al., 2004 and Schelter et al., 2007) With the goal to prepare such metalloligand that would incorporate a magnetically anisotropic metal center, we turned to iron(III) tetraphenylporphyrinato anion, [Fe(TPP)]^- (S = 1/2). It was reported that a reaction between [Fe(TPP)Cl] and KCN leads to the desired salt, K[Fe(TPP)(CN)₂], and the crystal structure of this salt was established, (Scheidt et al.,1980) as well as the structure of its close analogue, in which the K⁺ ion was ligated by 18-crown-6 macrocycle.(Li et al., 2009) Nevertheless, reports on oligomeric or polymeric CN-bridged structures obtained with the [Fe(TPP)₂(CN)₂]^- building block are very scarce.(Scott et al., 1994 and Corsi et al., 1999) Therefore, we set out to obtain a convenient, readily soluble precursor that could be used for the preparation of such structures.

A metathesis reaction between K[Fe(TPP)(CN)₂] and (Et₄N)Cl led to the isolation of dark-violet solid, (Et₄N)[Fe(TPP)(CN)₂] that could be readily recrystallized from CH₂Cl₂/Et₂O. The compound is soluble in a variety of organic solvents, including dichloromethane, chloroform, acetonitrile, acetone, and N,N'-dimethylformamide. The results of our current efforts to use this precursor in the preparation of CN-bridged multinuclear assemblies will be reported in due course.

Related literature

For transition metal ions bridged by cyanide, see: Corsi et al. (1999); Dunbar & Heintz (1997); Scott et al. (1994); Schelter et al. (2004, 2007); Shatruk et al. (2009). For similar porphyrin compounds, see: Li et al. (2009); Scheidt et al. (1980).

S2. Experimental

Caution: Potassium cyanide (KCN) used in this preparation is extremely poisonous. It should be used in small amounts and handled with great care!

[Fe(TPP)Cl] (200 mg, 0.284 mmol) was dissolved in 50 mL of methanol. To this solution was added an excess of KCN (185 mg, 2.84 mmol), and the reaction mixture was stirred under reflux for 12 h. After cooling down to room temperature, the obtained dark-violet solid was recovered by filtration and washed thoroughly with copious amount of water to remove the remaining KCN. The filter cake was redissolved in 200 mL of acetonitrile and filtered. The filtrate was evaporated to dryness. The dark-violet solid residue was redissolved in 50 mL of dichloromethane and layered with an equal volume of diethyl ether in a Schlenk tube. Within a few hours, needle-like dark-violet crystals of (Et₄N)[Fe(TPP)(CN)₂] appeared in the the tube. The crystals were harvested once the diffusion of Et₂O into the solution of the complex was complete.

S3. Refinement

The tetraethylammonium cation was disordered over two positions around the central N atom, which were refined under the constraint that the total occupancy of both position is equal to 1. The interstitial dichloromethane molecule was disordered over three positions, the total occupancy of which also was set equal to 1. (An attempt to refine the CH₂Cl₂ molecule with only two disorder components consisently led to the appearance of significant peaks in the difference Fourier electron density maps.) The isotropic atomic displacement parameters (ADPs) of all C atoms from the three disorder components of the CH₂Cl₂ molecule were set equal, in order to minimize the correlation with the site occupancy factors (SOFs) and taking into account that these atoms were located nearby one another. The Cl atoms of the CH₂Cl₂ molecule were refined anisotropically, since the isotropic refinement consistently led to the appearance of significant residual electron density peaks in the vicinity of these atoms. To minimize the correlation between the ADPs and SOFs, the ADPs of the disordered Cl atoms that appeared closer than 1.2 Å to each other were restricted to be similar, using the SIMU instruction in SHELXL.

Computing details

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures

Fig. 1. Approximately octahedral coordination about one Fe^III. Displacement ellipsoids are drawn at the 50% probability level.

Tetraethylammonium dicyanido(5,10,15,20-tetraphenylporphyrinato)ferrate(III) dichloromethane monosolvate

Crystal data

(C8H20N)[Fe(C44H28N4)(CN)2]·CH2Cl2	V = 2447.4 (3) Å^3
Mr = 935.77	Z = 2
Triclinic, P1	F(000) = 978
Hall symbol: -P 1	Dx = 1.270 Mg m^−3
a = 11.0069 (8) Å	Mo Kα radiation, λ = 0.71073 Å
b = 15.0344 (11) Å	Cell parameters from 374 reflections
c = 15.4350 (11) Å	µ = 0.46 mm^−1
α = 80.075 (1)°	T = 173 K
β = 77.527 (1)°	Block, violet
γ = 83.077 (1)°	0.22 × 0.15 × 0.09 mm

Data collection

Bruker APEXII CCD area-detector diffractometer	9891 independent reflections
Radiation source: fine-focus sealed tube	7117 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.034
profile data from ω scans	θmax = 26.4°, θmin = 1.8°
Absorption correction: numerical (SADABS; Bruker, 2003)	h = −13→13
Tmin = 0.905, Tmax = 0.960	k = −18→18
19913 measured reflections	l = −19→19

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.129	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	w = 1/[σ^2(Fo^2) + (0.0577P)^2] where P = (Fo^2 + 2Fc^2)/3
9891 reflections	(Δ/σ)max = 0.011
682 parameters	Δρmax = 0.40 e Å^−3
37 restraints	Δρmin = −0.43 e Å^−3

Special details

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

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Fe1	0.0000	0.5000	0.0000	0.01869 (13)
Fe2	0.5000	0.0000	0.5000	0.01952 (13)
N1	−0.1628 (2)	0.42371 (15)	0.18511 (15)	0.0333 (5)
N2	0.2623 (2)	−0.04837 (16)	0.44363 (15)	0.0379 (6)
N3	0.14203 (17)	0.41953 (12)	0.03907 (12)	0.0205 (4)
N4	0.04346 (17)	0.59835 (12)	0.05767 (12)	0.0197 (4)
N5	0.46273 (17)	0.12961 (13)	0.44784 (12)	0.0215 (4)
N6	0.60197 (17)	−0.02392 (13)	0.38148 (12)	0.0218 (4)
N7	0.00444 (19)	0.17939 (14)	0.34375 (14)	0.0297 (5)
C1	−0.1057 (2)	0.45270 (16)	0.11609 (17)	0.0220 (5)
C2	0.3502 (2)	−0.03109 (16)	0.46476 (15)	0.0242 (5)
C3	0.1698 (2)	0.32906 (16)	0.03127 (15)	0.0220 (5)
C4	0.2723 (2)	0.29234 (17)	0.07419 (16)	0.0267 (6)
H4	0.3093	0.2317	0.0778	0.032*
C5	0.3062 (2)	0.36000 (16)	0.10847 (17)	0.0279 (6)
H5	0.3723	0.3562	0.1400	0.033*
C6	0.2240 (2)	0.43871 (16)	0.08838 (15)	0.0216 (5)
C7	0.2201 (2)	0.51980 (16)	0.12243 (15)	0.0219 (5)
C8	0.1332 (2)	0.59287 (15)	0.10891 (15)	0.0207 (5)
C9	0.1306 (2)	0.67796 (16)	0.14082 (16)	0.0254 (6)
H9	0.1812	0.6913	0.1788	0.030*
C10	0.0428 (2)	0.73499 (16)	0.10639 (16)	0.0258 (6)
H10	0.0207	0.7964	0.1150	0.031*
C11	−0.0111 (2)	0.68592 (15)	0.05439 (15)	0.0223 (5)
C12	−0.1068 (2)	0.72216 (16)	0.00936 (16)	0.0229 (5)
C13	0.3131 (2)	0.52463 (16)	0.17977 (17)	0.0257 (6)
C14	0.2745 (3)	0.52788 (18)	0.27039 (18)	0.0372 (7)
H14	0.1879	0.5300	0.2964	0.045*
C15	0.3606 (3)	0.5280 (2)	0.3240 (2)	0.0526 (9)
H15	0.3327	0.5308	0.3862	0.063*
C16	0.4861 (4)	0.5242 (2)	0.2874 (3)	0.0601 (10)
H16	0.5448	0.5234	0.3246	0.072*
C17	0.5266 (3)	0.5217 (2)	0.1978 (3)	0.0596 (10)
H17	0.6135	0.5194	0.1726	0.072*
C18	0.4402 (2)	0.52258 (19)	0.1431 (2)	0.0414 (7)
H18	0.4686	0.5218	0.0805	0.050*
C19	−0.1397 (2)	0.82238 (17)	−0.00045 (16)	0.0271 (6)
C20	−0.0519 (3)	0.87988 (17)	−0.05242 (18)	0.0355 (7)
H20	0.0295	0.8552	−0.0765	0.043*
C21	−0.0822 (3)	0.97271 (19)	−0.0692 (2)	0.0467 (8)
H21	−0.0215	1.0110	−0.1045	0.056*
C22	−0.1998 (3)	1.0094 (2)	−0.0350 (2)	0.0501 (9)
H22	−0.2210	1.0728	−0.0476	0.060*
C23	−0.2868 (3)	0.9538 (2)	0.0175 (2)	0.0457 (8)
H23	−0.3678	0.9792	0.0418	0.055*
C24	−0.2568 (3)	0.86053 (18)	0.03540 (18)	0.0357 (7)
H24	−0.3172	0.8229	0.0724	0.043*
C25	0.3902 (2)	0.19649 (16)	0.49195 (16)	0.0234 (5)
C26	0.3856 (2)	0.27988 (17)	0.43057 (17)	0.0310 (6)
H26	0.3441	0.3363	0.4445	0.037*
C27	0.4508 (2)	0.26329 (16)	0.35002 (17)	0.0291 (6)
H27	0.4624	0.3056	0.2962	0.035*
C28	0.5000 (2)	0.16996 (16)	0.36010 (16)	0.0233 (5)
C29	0.5730 (2)	0.12724 (16)	0.29087 (15)	0.0234 (5)
C30	0.6228 (2)	0.03713 (16)	0.30303 (15)	0.0227 (5)
C31	0.7066 (2)	−0.00506 (17)	0.23383 (16)	0.0287 (6)
H31	0.7364	0.0228	0.1741	0.034*
C32	0.7351 (2)	−0.09116 (17)	0.26913 (16)	0.0281 (6)
H32	0.7891	−0.1354	0.2391	0.034*
C33	0.6684 (2)	−0.10386 (16)	0.36095 (15)	0.0229 (5)
C34	0.6721 (2)	−0.18564 (16)	0.41893 (16)	0.0251 (6)
C35	0.5930 (2)	0.17737 (16)	0.19703 (16)	0.0246 (5)
C36	0.5446 (2)	0.14431 (17)	0.13316 (16)	0.0265 (6)
H36	0.5002	0.0915	0.1503	0.032*
C37	0.5608 (2)	0.18797 (17)	0.04515 (16)	0.0290 (6)
H37	0.5285	0.1646	0.0021	0.035*
C38	0.6235 (2)	0.26498 (19)	0.02011 (18)	0.0345 (6)
H38	0.6333	0.2954	−0.0399	0.041*
C39	0.6723 (2)	0.29803 (19)	0.08211 (18)	0.0356 (7)
H39	0.7166	0.3508	0.0643	0.043*
C40	0.6571 (2)	0.25502 (17)	0.16997 (17)	0.0302 (6)
H40	0.6907	0.2786	0.2122	0.036*
C41	0.7494 (2)	−0.26561 (17)	0.38376 (16)	0.0291 (6)
C42	0.7143 (3)	−0.3075 (2)	0.3214 (2)	0.0585 (10)
H42	0.6396	−0.2854	0.3006	0.070*
C43	0.7865 (3)	−0.3816 (2)	0.2883 (3)	0.0655 (11)
H43	0.7602	−0.4099	0.2458	0.079*
C44	0.8940 (3)	−0.4134 (2)	0.3167 (2)	0.0540 (9)
H44	0.9434	−0.4640	0.2943	0.065*
C45	0.9299 (4)	−0.3726 (3)	0.3767 (3)	0.0819 (13)
H45	1.0050	−0.3949	0.3970	0.098*
C46	0.8588 (3)	−0.2983 (2)	0.4095 (2)	0.0639 (11)
H46	0.8873	−0.2698	0.4509	0.077*
C47A	0.0168 (4)	0.2646 (3)	0.2738 (3)	0.0416 (11)	0.710 (3)
H47A	−0.0657	0.2864	0.2587	0.050*	0.710 (3)
H47B	0.0747	0.2502	0.2184	0.050*	0.710 (3)
C47B	0.0593 (8)	0.2357 (6)	0.3891 (6)	0.034 (2)	0.290 (3)
H47C	0.1433	0.2095	0.3982	0.041*	0.290 (3)
H47D	0.0057	0.2448	0.4478	0.041*	0.290 (3)
C48A	0.0676 (3)	0.3408 (2)	0.3107 (3)	0.0724 (12)	0.710 (3)
H48A	0.0074	0.3580	0.3631	0.109*	0.710 (3)
H48B	0.0796	0.3939	0.2639	0.109*	0.710 (3)
H48C	0.1476	0.3182	0.3280	0.109*	0.710 (3)
C48B	0.0676 (3)	0.3408 (2)	0.3107 (3)	0.0724 (12)	0.29
H48D	0.0140	0.3892	0.3388	0.109*	0.290 (3)
H48E	0.0394	0.3329	0.2567	0.109*	0.290 (3)
H48F	0.1541	0.3572	0.2942	0.109*	0.290 (3)
C49A	−0.0808 (4)	0.1996 (3)	0.4304 (3)	0.0385 (10)	0.710 (3)
H49A	−0.0400	0.2393	0.4584	0.046*	0.710 (3)
H49B	−0.0933	0.1423	0.4724	0.046*	0.710 (3)
C49B	−0.1269 (8)	0.2211 (7)	0.3257 (6)	0.036 (2)	0.290 (3)
H49C	−0.1668	0.1766	0.3031	0.043*	0.290 (3)
H49D	−0.1174	0.2757	0.2796	0.043*	0.290 (3)
C50A	−0.2114 (3)	0.2472 (2)	0.4158 (2)	0.0580 (9)	0.710 (3)
H50A	−0.2003	0.3066	0.3788	0.087*	0.710 (3)
H50B	−0.2651	0.2549	0.4740	0.087*	0.710 (3)
H50C	−0.2505	0.2096	0.3854	0.087*	0.710 (3)
C50B	−0.2114 (3)	0.2472 (2)	0.4158 (2)	0.0580 (9)	0.29
H50D	−0.2720	0.2982	0.4018	0.087*	0.290 (3)
H50E	−0.1588	0.2645	0.4528	0.087*	0.290 (3)
H50F	−0.2560	0.1950	0.4486	0.087*	0.290 (3)
C51A	−0.0429 (4)	0.1098 (3)	0.3038 (3)	0.0461 (12)	0.710 (3)
H51A	0.0114	0.1037	0.2446	0.055*	0.710 (3)
H51B	−0.1280	0.1316	0.2936	0.055*	0.710 (3)
C51B	−0.0146 (8)	0.0877 (6)	0.4082 (6)	0.028 (2)	0.290 (3)
H51C	0.0631	0.0665	0.4309	0.034*	0.290 (3)
H51D	−0.0821	0.0978	0.4603	0.034*	0.290 (3)
C52A	−0.0476 (3)	0.0148 (2)	0.3627 (2)	0.0537 (9)	0.710 (3)
H52A	0.0367	−0.0084	0.3713	0.081*	0.710 (3)
H52B	−0.0802	−0.0268	0.3327	0.081*	0.710 (3)
H52C	−0.1022	0.0199	0.4212	0.081*	0.710 (3)
C52B	−0.0476 (3)	0.0148 (2)	0.3627 (2)	0.0537 (9)	0.29
H52D	−0.1333	0.0287	0.3529	0.081*	0.290 (3)
H52E	−0.0408	−0.0440	0.4009	0.081*	0.290 (3)
H52F	0.0100	0.0128	0.3048	0.081*	0.290 (3)
C53A	0.1330 (3)	0.1462 (3)	0.3667 (3)	0.0353 (10)	0.710 (3)
H53A	0.1256	0.0918	0.4132	0.042*	0.710 (3)
H53B	0.1643	0.1940	0.3907	0.042*	0.710 (3)
C53B	0.0757 (5)	0.1613 (6)	0.2532 (6)	0.037 (2)	0.290 (3)
H53C	0.0788	0.2171	0.2083	0.044*	0.290 (3)
H53D	0.0399	0.1141	0.2314	0.044*	0.290 (3)
C54A	0.2278 (3)	0.1224 (3)	0.2790 (3)	0.0806 (14)	0.710 (3)
H54A	0.1887	0.0851	0.2484	0.121*	0.710 (3)
H54B	0.3035	0.0889	0.2956	0.121*	0.710 (3)
H54C	0.2498	0.1786	0.2387	0.121*	0.710 (3)
C54B	0.2278 (3)	0.1224 (3)	0.2790 (3)	0.0806 (14)	0.29
C1A	0.3425 (7)	0.8040 (7)	0.3096 (5)	0.074 (2)*	0.584 (6)
H1A1	0.3902	0.7452	0.3245	0.089*	0.584 (6)
H1A2	0.3516	0.8434	0.3527	0.089*	0.584 (6)
Cl1A	0.1862 (3)	0.7849 (3)	0.3279 (3)	0.1086 (13)	0.584 (6)
Cl2A	0.4121 (5)	0.8529 (5)	0.2030 (3)	0.184 (3)	0.584 (6)
C1B	0.3142 (15)	0.8672 (12)	0.2567 (16)	0.074 (2)*	0.202 (5)
H1B1	0.3383	0.8787	0.3117	0.089*	0.202 (5)
H1B2	0.3156	0.9246	0.2141	0.089*	0.202 (5)
Cl1B	0.1710 (10)	0.8330 (9)	0.2823 (10)	0.127 (4)	0.202 (5)
Cl2B	0.4202 (7)	0.7859 (7)	0.2089 (6)	0.088 (3)	0.202 (5)
C1C	0.409 (2)	0.8496 (11)	0.2754 (14)	0.074 (2)*	0.208 (3)
H1C1	0.5006	0.8431	0.2727	0.089*	0.208 (3)
H1C2	0.3695	0.8831	0.3255	0.089*	0.208 (3)
Cl1C	0.3561 (15)	0.7451 (6)	0.2959 (10)	0.208 (8)	0.208 (3)
Cl2C	0.3785 (13)	0.9107 (7)	0.1765 (6)	0.142 (4)	0.208 (3)
H54D	0.2700 (17)	0.079 (2)	0.2397 (19)	0.213*	0.290 (3)
H54E	0.2180 (7)	0.093 (3)	0.3417 (8)	0.213*	0.290 (3)
H54F	0.2780 (15)	0.1741 (6)	0.269 (3)	0.213*	0.290 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.0177 (3)	0.0193 (3)	0.0194 (3)	0.00194 (19)	−0.0052 (2)	−0.0044 (2)
Fe2	0.0203 (3)	0.0192 (3)	0.0185 (3)	−0.0006 (2)	−0.0025 (2)	−0.0039 (2)
N1	0.0309 (13)	0.0365 (13)	0.0309 (13)	−0.0030 (10)	−0.0021 (11)	−0.0060 (11)
N2	0.0343 (14)	0.0445 (15)	0.0361 (14)	−0.0105 (11)	−0.0102 (11)	0.0000 (11)
N3	0.0194 (10)	0.0203 (10)	0.0219 (11)	0.0028 (8)	−0.0063 (8)	−0.0043 (8)
N4	0.0198 (10)	0.0205 (10)	0.0191 (10)	0.0013 (8)	−0.0053 (8)	−0.0039 (8)
N5	0.0224 (11)	0.0208 (11)	0.0203 (11)	−0.0019 (8)	−0.0014 (9)	−0.0041 (8)
N6	0.0229 (11)	0.0207 (11)	0.0205 (11)	0.0010 (9)	−0.0033 (9)	−0.0033 (8)
N7	0.0271 (12)	0.0315 (12)	0.0293 (12)	−0.0027 (10)	−0.0089 (10)	0.0034 (10)
C1	0.0200 (13)	0.0213 (13)	0.0272 (14)	0.0036 (10)	−0.0099 (11)	−0.0076 (11)
C2	0.0278 (14)	0.0239 (13)	0.0177 (13)	−0.0010 (11)	−0.0011 (11)	0.0007 (10)
C3	0.0192 (12)	0.0235 (13)	0.0217 (13)	0.0068 (10)	−0.0045 (10)	−0.0043 (10)
C4	0.0245 (14)	0.0253 (13)	0.0303 (14)	0.0087 (11)	−0.0091 (11)	−0.0071 (11)
C5	0.0225 (13)	0.0310 (15)	0.0320 (15)	0.0063 (11)	−0.0125 (11)	−0.0071 (12)
C6	0.0180 (12)	0.0242 (13)	0.0214 (13)	0.0031 (10)	−0.0043 (10)	−0.0028 (10)
C7	0.0185 (12)	0.0242 (13)	0.0233 (13)	−0.0010 (10)	−0.0055 (10)	−0.0035 (10)
C8	0.0183 (12)	0.0230 (13)	0.0199 (12)	−0.0020 (10)	−0.0032 (10)	−0.0015 (10)
C9	0.0282 (14)	0.0284 (14)	0.0224 (13)	−0.0022 (11)	−0.0081 (11)	−0.0082 (11)
C10	0.0295 (14)	0.0216 (13)	0.0280 (14)	0.0021 (11)	−0.0080 (11)	−0.0087 (11)
C11	0.0232 (13)	0.0213 (13)	0.0222 (13)	0.0014 (10)	−0.0047 (10)	−0.0049 (10)
C12	0.0223 (13)	0.0218 (13)	0.0238 (13)	0.0038 (10)	−0.0042 (10)	−0.0060 (10)
C13	0.0227 (13)	0.0217 (13)	0.0352 (15)	0.0023 (10)	−0.0122 (11)	−0.0061 (11)
C14	0.0432 (17)	0.0341 (16)	0.0395 (17)	−0.0068 (13)	−0.0173 (14)	−0.0060 (13)
C15	0.072 (2)	0.048 (2)	0.048 (2)	−0.0080 (18)	−0.0355 (18)	−0.0036 (16)
C16	0.069 (3)	0.047 (2)	0.083 (3)	0.0031 (18)	−0.059 (2)	−0.0119 (19)
C17	0.0314 (17)	0.056 (2)	0.106 (3)	0.0034 (15)	−0.035 (2)	−0.030 (2)
C18	0.0271 (15)	0.0437 (17)	0.059 (2)	0.0036 (13)	−0.0135 (14)	−0.0211 (15)
C19	0.0340 (15)	0.0252 (13)	0.0260 (14)	0.0059 (11)	−0.0154 (12)	−0.0083 (11)
C20	0.0439 (17)	0.0275 (15)	0.0385 (16)	0.0023 (13)	−0.0162 (14)	−0.0076 (12)
C21	0.065 (2)	0.0254 (16)	0.053 (2)	−0.0028 (15)	−0.0207 (17)	−0.0041 (14)
C22	0.074 (2)	0.0238 (16)	0.058 (2)	0.0129 (16)	−0.0295 (19)	−0.0128 (15)
C23	0.055 (2)	0.0371 (17)	0.0500 (19)	0.0236 (15)	−0.0226 (16)	−0.0235 (15)
C24	0.0398 (16)	0.0338 (16)	0.0370 (16)	0.0084 (13)	−0.0143 (13)	−0.0146 (13)
C25	0.0248 (13)	0.0192 (13)	0.0256 (13)	0.0011 (10)	−0.0047 (11)	−0.0043 (10)
C26	0.0364 (16)	0.0211 (14)	0.0310 (15)	0.0033 (11)	−0.0011 (12)	−0.0029 (11)
C27	0.0353 (15)	0.0220 (13)	0.0266 (14)	0.0019 (11)	−0.0053 (12)	0.0013 (11)
C28	0.0237 (13)	0.0229 (13)	0.0225 (13)	−0.0025 (10)	−0.0034 (10)	−0.0026 (10)
C29	0.0234 (13)	0.0258 (13)	0.0205 (13)	−0.0048 (11)	−0.0029 (10)	−0.0019 (10)
C30	0.0233 (13)	0.0245 (13)	0.0201 (13)	−0.0014 (10)	−0.0036 (10)	−0.0041 (10)
C31	0.0312 (15)	0.0349 (15)	0.0172 (13)	0.0019 (12)	−0.0004 (11)	−0.0054 (11)
C32	0.0318 (15)	0.0301 (15)	0.0204 (13)	0.0049 (11)	−0.0019 (11)	−0.0078 (11)
C33	0.0225 (13)	0.0233 (13)	0.0221 (13)	0.0005 (10)	−0.0027 (10)	−0.0050 (10)
C34	0.0243 (13)	0.0245 (13)	0.0265 (14)	0.0010 (11)	−0.0032 (11)	−0.0081 (11)
C35	0.0233 (13)	0.0245 (13)	0.0223 (13)	0.0025 (11)	−0.0004 (10)	−0.0020 (10)
C36	0.0242 (13)	0.0257 (13)	0.0280 (14)	0.0011 (11)	−0.0036 (11)	−0.0040 (11)
C37	0.0236 (14)	0.0378 (16)	0.0238 (14)	0.0067 (12)	−0.0042 (11)	−0.0066 (12)
C38	0.0309 (15)	0.0411 (17)	0.0252 (14)	0.0032 (13)	−0.0024 (12)	0.0038 (12)
C39	0.0319 (15)	0.0376 (16)	0.0319 (16)	−0.0070 (13)	0.0004 (12)	0.0035 (13)
C40	0.0324 (15)	0.0317 (15)	0.0256 (14)	−0.0046 (12)	−0.0036 (12)	−0.0030 (11)
C41	0.0337 (15)	0.0244 (14)	0.0244 (14)	0.0016 (11)	0.0024 (12)	−0.0034 (11)
C42	0.0323 (17)	0.061 (2)	0.093 (3)	0.0073 (15)	−0.0122 (18)	−0.050 (2)
C43	0.045 (2)	0.054 (2)	0.104 (3)	−0.0023 (17)	0.001 (2)	−0.052 (2)
C44	0.055 (2)	0.0324 (17)	0.061 (2)	0.0126 (15)	0.0128 (18)	−0.0148 (16)
C45	0.069 (3)	0.102 (3)	0.077 (3)	0.057 (2)	−0.030 (2)	−0.046 (3)
C46	0.056 (2)	0.084 (3)	0.062 (2)	0.0368 (19)	−0.0269 (18)	−0.048 (2)
C47A	0.038 (2)	0.040 (2)	0.039 (2)	0.0023 (19)	−0.0091 (19)	0.0141 (19)
C47B	0.023 (5)	0.041 (6)	0.040 (6)	−0.009 (4)	−0.009 (4)	−0.004 (4)
C48A	0.063 (2)	0.038 (2)	0.108 (3)	−0.0171 (18)	0.006 (2)	−0.008 (2)
C48B	0.063 (2)	0.038 (2)	0.108 (3)	−0.0171 (18)	0.006 (2)	−0.008 (2)
C49A	0.036 (2)	0.042 (2)	0.035 (2)	−0.0070 (19)	−0.0023 (19)	−0.0026 (19)
C49B	0.032 (5)	0.039 (6)	0.038 (6)	−0.008 (4)	−0.020 (4)	0.011 (4)
C50A	0.0380 (19)	0.054 (2)	0.072 (2)	0.0066 (16)	0.0001 (17)	−0.0049 (19)
C50B	0.0380 (19)	0.054 (2)	0.072 (2)	0.0066 (16)	0.0001 (17)	−0.0049 (19)
C51A	0.034 (2)	0.051 (3)	0.063 (3)	0.001 (2)	−0.024 (2)	−0.017 (2)
C51B	0.023 (5)	0.029 (5)	0.030 (5)	−0.003 (4)	−0.010 (4)	0.010 (4)
C52A	0.057 (2)	0.0359 (18)	0.072 (2)	−0.0098 (16)	−0.0217 (18)	−0.0050 (17)
C52B	0.057 (2)	0.0359 (18)	0.072 (2)	−0.0098 (16)	−0.0217 (18)	−0.0050 (17)
C53A	0.030 (2)	0.035 (2)	0.041 (2)	−0.0074 (18)	−0.0176 (18)	0.0106 (18)
C53B	0.049 (6)	0.043 (6)	0.017 (5)	−0.001 (5)	−0.007 (4)	−0.001 (4)
C54A	0.046 (2)	0.062 (2)	0.099 (3)	0.0162 (18)	0.025 (2)	0.020 (2)
C54B	0.046 (2)	0.062 (2)	0.099 (3)	0.0162 (18)	0.025 (2)	0.020 (2)
Cl1A	0.094 (2)	0.141 (3)	0.116 (3)	0.010 (2)	−0.0330 (17)	−0.088 (2)
Cl2A	0.178 (4)	0.257 (8)	0.076 (3)	0.039 (5)	0.004 (2)	0.008 (4)
Cl1B	0.115 (6)	0.134 (9)	0.165 (11)	0.025 (6)	−0.063 (7)	−0.095 (8)
Cl2B	0.089 (5)	0.121 (7)	0.066 (5)	−0.013 (5)	−0.022 (3)	−0.037 (5)
Cl1C	0.345 (19)	0.085 (6)	0.247 (15)	−0.047 (8)	−0.204 (15)	0.035 (7)
Cl2C	0.230 (12)	0.140 (8)	0.073 (6)	−0.061 (8)	−0.033 (6)	−0.029 (5)

Geometric parameters (Å, º)

Fe1—C1	1.982 (3)	C30—C31	1.435 (3)
Fe1—C1^i	1.982 (3)	C31—C32	1.343 (3)
Fe1—N3^i	1.9928 (18)	C31—H31	0.9500
Fe1—N3	1.9928 (18)	C32—C33	1.440 (3)
Fe1—N4	2.0038 (17)	C32—H32	0.9500
Fe1—N4^i	2.0038 (17)	C33—C34	1.392 (3)
Fe2—C2	1.973 (2)	C34—C25^ii	1.390 (3)
Fe2—C2^ii	1.973 (2)	C34—C41	1.498 (3)
Fe2—N6^ii	1.9945 (19)	C35—C40	1.393 (3)
Fe2—N6	1.9946 (19)	C35—C36	1.401 (3)
Fe2—N5^ii	2.0056 (19)	C36—C37	1.387 (3)
Fe2—N5	2.0056 (19)	C36—H36	0.9500
N1—C1	1.156 (3)	C37—C38	1.375 (4)
N2—C2	1.155 (3)	C37—H37	0.9500
N3—C3	1.378 (3)	C38—C39	1.379 (4)
N3—C6	1.383 (3)	C38—H38	0.9500
N4—C11	1.377 (3)	C39—C40	1.382 (3)
N4—C8	1.380 (3)	C39—H39	0.9500
N5—C28	1.381 (3)	C40—H40	0.9500
N5—C25	1.385 (3)	C41—C46	1.359 (4)
N6—C33	1.378 (3)	C41—C42	1.378 (4)
N6—C30	1.382 (3)	C42—C43	1.393 (4)
N7—C47B	1.442 (9)	C42—H42	0.9500
N7—C51A	1.497 (4)	C43—C44	1.355 (5)
N7—C53B	1.500 (8)	C43—H43	0.9500
N7—C49A	1.514 (4)	C44—C45	1.343 (5)
N7—C47A	1.525 (4)	C44—H44	0.9500
N7—C53A	1.537 (4)	C45—C46	1.390 (4)
N7—C51B	1.562 (8)	C45—H45	0.9500
N7—C49B	1.567 (9)	C46—H46	0.9500
C3—C12^i	1.397 (3)	C47A—C48A	1.571 (5)
C3—C4	1.437 (3)	C47A—H47A	0.9900
C4—C5	1.348 (3)	C47A—H47B	0.9900
C4—H4	0.9500	C47B—H47C	0.9900
C5—C6	1.433 (3)	C47B—H47D	0.9900
C5—H5	0.9500	C48A—H48A	0.9800
C6—C7	1.401 (3)	C48A—H48B	0.9800
C7—C8	1.385 (3)	C48A—H48C	0.9800
C7—C13	1.506 (3)	C49A—C50A	1.571 (5)
C8—C9	1.443 (3)	C49A—H49A	0.9900
C9—C10	1.348 (3)	C49A—H49B	0.9900
C9—H9	0.9500	C49B—H49C	0.9900
C10—C11	1.434 (3)	C49B—H49D	0.9900
C10—H10	0.9500	C50A—H50A	0.9800
C11—C12	1.392 (3)	C50A—H50B	0.9800
C12—C3^i	1.397 (3)	C50A—H50C	0.9800
C12—C19	1.496 (3)	C51A—C52A	1.555 (5)
C13—C14	1.379 (4)	C51A—H51A	0.9900
C13—C18	1.390 (4)	C51A—H51B	0.9900
C14—C15	1.386 (4)	C51B—H51C	0.9900
C14—H14	0.9500	C51B—H51D	0.9900
C15—C16	1.373 (5)	C52A—H52A	0.9800
C15—H15	0.9500	C52A—H52B	0.9800
C16—C17	1.364 (5)	C52A—H52C	0.9800
C16—H16	0.9500	C53A—C54A	1.586 (5)
C17—C18	1.400 (4)	C53A—H53A	0.9900
C17—H17	0.9500	C53A—H53B	0.9900
C18—H18	0.9500	C53A—H54E	1.19 (3)
C19—C24	1.386 (4)	C53B—H53C	0.9900
C19—C20	1.397 (4)	C53B—H53D	0.9900
C20—C21	1.388 (4)	C54A—H54A	0.9800
C20—H20	0.9500	C54A—H54B	0.9800
C21—C22	1.376 (4)	C54A—H54C	0.9800
C21—H21	0.9500	C54A—H54D	0.9801 (10)
C22—C23	1.377 (4)	C54A—H54E	0.9801 (10)
C22—H22	0.9500	C54A—H54F	0.9801 (10)
C23—C24	1.395 (4)	C1A—Cl1A	1.733 (8)
C23—H23	0.9500	C1A—Cl2A	1.735 (9)
C24—H24	0.9500	C1A—H1A1	0.9900
C25—C34^ii	1.390 (3)	C1A—H1A2	0.9900
C25—C26	1.438 (3)	C1B—Cl1B	1.662 (15)
C26—C27	1.342 (3)	C1B—Cl2B	1.730 (15)
C26—H26	0.9500	C1B—H1B1	0.9900
C27—C28	1.437 (3)	C1B—H1B2	0.9900
C27—H27	0.9500	C1C—Cl1C	1.697 (16)
C28—C29	1.393 (3)	C1C—Cl2C	1.720 (16)
C29—C30	1.396 (3)	C1C—H1C1	0.9900
C29—C35	1.497 (3)	C1C—H1C2	0.9900
C1—Fe1—C1^i	180.00 (13)	N5—C25—C26	109.6 (2)
C1—Fe1—N3^i	92.38 (8)	C34^ii—C25—C26	124.3 (2)
C1^i—Fe1—N3^i	87.62 (8)	C27—C26—C25	107.4 (2)
C1—Fe1—N3	87.62 (8)	C27—C26—H26	126.3
C1^i—Fe1—N3	92.38 (8)	C25—C26—H26	126.3
N3^i—Fe1—N3	180.00 (10)	C26—C27—C28	107.5 (2)
C1—Fe1—N4	89.31 (8)	C26—C27—H27	126.2
C1^i—Fe1—N4	90.69 (8)	C28—C27—H27	126.2
N3^i—Fe1—N4	90.51 (7)	N5—C28—C29	125.7 (2)
N3—Fe1—N4	89.49 (7)	N5—C28—C27	109.7 (2)
C1—Fe1—N4^i	90.69 (8)	C29—C28—C27	124.6 (2)
C1^i—Fe1—N4^i	89.31 (8)	C28—C29—C30	123.4 (2)
N3^i—Fe1—N4^i	89.49 (7)	C28—C29—C35	119.2 (2)
N3—Fe1—N4^i	90.51 (7)	C30—C29—C35	117.3 (2)
N4—Fe1—N4^i	180.00 (8)	N6—C30—C29	126.3 (2)
C2—Fe2—C2^ii	180.0	N6—C30—C31	110.0 (2)
C2—Fe2—N6^ii	90.31 (9)	C29—C30—C31	123.7 (2)
C2^ii—Fe2—N6^ii	89.69 (9)	C32—C31—C30	107.4 (2)
C2—Fe2—N6	89.69 (8)	C32—C31—H31	126.3
C2^ii—Fe2—N6	90.31 (9)	C30—C31—H31	126.3
N6^ii—Fe2—N6	180.0	C31—C32—C33	107.2 (2)
C2—Fe2—N5^ii	90.82 (9)	C31—C32—H32	126.4
C2^ii—Fe2—N5^ii	89.18 (9)	C33—C32—H32	126.4
N6^ii—Fe2—N5^ii	90.06 (8)	N6—C33—C34	126.1 (2)
N6—Fe2—N5^ii	89.94 (8)	N6—C33—C32	109.9 (2)
C2—Fe2—N5	89.18 (9)	C34—C33—C32	124.0 (2)
C2^ii—Fe2—N5	90.82 (9)	C25^ii—C34—C33	123.5 (2)
N6^ii—Fe2—N5	89.94 (8)	C25^ii—C34—C41	118.3 (2)
N6—Fe2—N5	90.06 (8)	C33—C34—C41	118.2 (2)
N5^ii—Fe2—N5	180.00 (10)	C40—C35—C36	118.4 (2)
C3—N3—C6	105.30 (18)	C40—C35—C29	123.4 (2)
C3—N3—Fe1	126.50 (15)	C36—C35—C29	118.2 (2)
C6—N3—Fe1	127.82 (15)	C37—C36—C35	120.6 (2)
C11—N4—C8	105.63 (18)	C37—C36—H36	119.7
C11—N4—Fe1	126.77 (15)	C35—C36—H36	119.7
C8—N4—Fe1	127.59 (15)	C38—C37—C36	120.1 (2)
C28—N5—C25	105.70 (19)	C38—C37—H37	120.0
C28—N5—Fe2	127.35 (15)	C36—C37—H37	120.0
C25—N5—Fe2	126.91 (15)	C37—C38—C39	120.0 (2)
C33—N6—C30	105.54 (19)	C37—C38—H38	120.0
C33—N6—Fe2	127.45 (15)	C39—C38—H38	120.0
C30—N6—Fe2	127.00 (15)	C38—C39—C40	120.5 (2)
C47B—N7—C51A	171.9 (4)	C38—C39—H39	119.7
C47B—N7—C53B	116.8 (5)	C40—C39—H39	119.7
C51A—N7—C53B	63.8 (4)	C39—C40—C35	120.5 (2)
C47B—N7—C49A	68.0 (4)	C39—C40—H40	119.8
C51A—N7—C49A	112.2 (3)	C35—C40—H40	119.8
C53B—N7—C49A	173.4 (3)	C46—C41—C42	117.0 (3)
C47B—N7—C47A	79.6 (4)	C46—C41—C34	121.7 (2)
C51A—N7—C47A	107.4 (3)	C42—C41—C34	121.2 (2)
C53B—N7—C47A	66.7 (4)	C41—C42—C43	121.2 (3)
C49A—N7—C47A	110.9 (3)	C41—C42—H42	119.4
C47B—N7—C53A	62.1 (4)	C43—C42—H42	119.4
C51A—N7—C53A	110.9 (3)	C44—C43—C42	120.2 (3)
C53B—N7—C53A	80.2 (2)	C44—C43—H43	119.9
C49A—N7—C53A	106.4 (2)	C42—C43—H43	119.9
C47A—N7—C53A	109.1 (2)	C45—C44—C43	119.2 (3)
C47B—N7—C51B	106.6 (5)	C45—C44—H44	120.4
C51A—N7—C51B	66.5 (4)	C43—C44—H44	120.4
C53B—N7—C51B	109.6 (5)	C44—C45—C46	120.9 (3)
C49A—N7—C51B	72.1 (4)	C44—C45—H45	119.5
C47A—N7—C51B	173.8 (4)	C46—C45—H45	119.5
C53A—N7—C51B	74.6 (3)	C41—C46—C45	121.4 (3)
C47B—N7—C49B	112.3 (5)	C41—C46—H46	119.3
C51A—N7—C49B	74.7 (4)	C45—C46—H46	119.3
C53B—N7—C49B	103.7 (4)	N7—C47A—C48A	110.4 (3)
C49A—N7—C49B	69.8 (4)	N7—C47A—H47A	109.6
C47A—N7—C49B	69.3 (4)	C48A—C47A—H47A	109.6
C53A—N7—C49B	174.3 (4)	N7—C47A—H47B	109.6
C51B—N7—C49B	107.6 (5)	C48A—C47A—H47B	109.6
N1—C1—Fe1	177.2 (2)	H47A—C47A—H47B	108.1
N2—C2—Fe2	179.3 (2)	N7—C47B—H47C	111.4
N3—C3—C12^i	126.2 (2)	N7—C47B—H47D	111.4
N3—C3—C4	110.14 (19)	H47C—C47B—H47D	109.2
C12^i—C3—C4	123.7 (2)	N7—C49A—C50A	112.6 (3)
C5—C4—C3	107.2 (2)	N7—C49A—H49A	109.1
C5—C4—H4	126.4	C50A—C49A—H49A	109.1
C3—C4—H4	126.4	N7—C49A—H49B	109.1
C4—C5—C6	107.2 (2)	C50A—C49A—H49B	109.1
C4—C5—H5	126.4	H49A—C49A—H49B	107.8
C6—C5—H5	126.4	N7—C49B—H49C	109.8
N3—C6—C7	125.5 (2)	N7—C49B—H49D	109.8
N3—C6—C5	110.2 (2)	H49C—C49B—H49D	108.3
C7—C6—C5	124.0 (2)	N7—C51A—C52A	114.0 (3)
C8—C7—C6	123.6 (2)	N7—C51A—H51A	108.7
C8—C7—C13	119.3 (2)	C52A—C51A—H51A	108.7
C6—C7—C13	117.1 (2)	N7—C51A—H51B	108.7
N4—C8—C7	125.7 (2)	C52A—C51A—H51B	108.7
N4—C8—C9	109.9 (2)	H51A—C51A—H51B	107.6
C7—C8—C9	124.2 (2)	N7—C51B—H51C	109.1
C10—C9—C8	106.9 (2)	N7—C51B—H51D	109.1
C10—C9—H9	126.5	H51C—C51B—H51D	107.8
C8—C9—H9	126.5	N7—C53A—C54A	109.5 (3)
C9—C10—C11	107.4 (2)	N7—C53A—H53A	109.8
C9—C10—H10	126.3	C54A—C53A—H53A	109.8
C11—C10—H10	126.3	N7—C53A—H53B	109.8
N4—C11—C12	125.7 (2)	C54A—C53A—H53B	109.8
N4—C11—C10	110.2 (2)	H53A—C53A—H53B	108.2
C12—C11—C10	124.2 (2)	N7—C53A—H54E	136.5 (14)
C11—C12—C3^i	123.7 (2)	C54A—C53A—H54E	38.09 (17)
C11—C12—C19	118.3 (2)	H53A—C53A—H54E	74.3
C3^i—C12—C19	117.9 (2)	H53B—C53A—H54E	109.5
C14—C13—C18	118.5 (2)	N7—C53B—H53C	111.7
C14—C13—C7	120.8 (2)	N7—C53B—H53D	111.7
C18—C13—C7	120.6 (2)	H53C—C53B—H53D	109.5
C13—C14—C15	120.8 (3)	C53A—C54A—H54D	151 (2)
C13—C14—H14	119.6	H54A—C54A—H54D	52.8
C15—C14—H14	119.6	H54B—C54A—H54D	64.8
C16—C15—C14	120.2 (3)	H54C—C54A—H54D	99.0
C16—C15—H15	119.9	C53A—C54A—H54E	48.7 (15)
C14—C15—H15	119.9	H54A—C54A—H54E	106.6
C17—C16—C15	120.2 (3)	H54B—C54A—H54E	65.0
C17—C16—H16	119.9	H54C—C54A—H54E	142.9
C15—C16—H16	119.9	H54D—C54A—H54E	109.42 (16)
C16—C17—C18	120.0 (3)	C53A—C54A—H54F	98 (2)
C16—C17—H17	120.0	H54A—C54A—H54F	143.7
C18—C17—H17	120.0	H54B—C54A—H54F	82.4
C13—C18—C17	120.3 (3)	H54C—C54A—H54F	36.4
C13—C18—H18	119.8	H54D—C54A—H54F	109.41 (16)
C17—C18—H18	119.8	H54E—C54A—H54F	109.42 (16)
C24—C19—C20	118.4 (2)	Cl1A—C1A—Cl2A	117.7 (5)
C24—C19—C12	122.5 (2)	Cl1A—C1A—H1A1	107.9
C20—C19—C12	119.0 (2)	Cl2A—C1A—H1A1	107.9
C21—C20—C19	120.8 (3)	Cl1A—C1A—H1A2	107.9
C21—C20—H20	119.6	Cl2A—C1A—H1A2	107.9
C19—C20—H20	119.6	H1A1—C1A—H1A2	107.2
C22—C21—C20	120.3 (3)	Cl1B—C1B—Cl2B	110.6 (10)
C22—C21—H21	119.9	Cl1B—C1B—H1B1	109.5
C20—C21—H21	119.9	Cl2B—C1B—H1B1	109.5
C21—C22—C23	119.7 (3)	Cl1B—C1B—H1B2	109.5
C21—C22—H22	120.2	Cl2B—C1B—H1B2	109.5
C23—C22—H22	120.2	H1B1—C1B—H1B2	108.1
C22—C23—C24	120.4 (3)	Cl1C—C1C—Cl2C	112.0 (10)
C22—C23—H23	119.8	Cl1C—C1C—H1C1	109.2
C24—C23—H23	119.8	Cl2C—C1C—H1C1	109.2
C19—C24—C23	120.5 (3)	Cl1C—C1C—H1C2	109.2
C19—C24—H24	119.8	Cl2C—C1C—H1C2	109.2
C23—C24—H24	119.8	H1C1—C1C—H1C2	107.9
N5—C25—C34^ii	126.1 (2)

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