Tetra-ethyl-ammonium dicyanido(5,10,15,20-tetra-phenyl-porphyrinato)ferrate(III) di-chloro-methane monosolvate.

The title compound, (C8H20N)[Fe(C44H28N4)(CN)2]·CH2Cl2 or (Et4N)[Fe(TPP)(CN)2], was recrystallized from di-chloro-methane-diethyl ether. The compound crystallizes with the two unique halves of the Fe(III) porphyrinato complex, one tetra-ethyl-ammonium cation and one inter-stitial di-chloro-methane mol-ecule within the asymmetric unit. Both anionic Fe(III) complexes exhibit inversion symmetry. Both the cation and the solvent mol-ecules 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 mol-ecule 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 inter-stitial CH2Cl2 mol-ecules appear in the inter-layer space. This complex may serve as a useful precursor for the assembly of multinuclear and extended CN-bridged complexes for the design of single-mol-ecule and single-chain magnets, respectively.

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 ▶).

Experimental

Crystal data

(C8H20N)[Fe(C44H28N4)(CN)2]·CH2Cl2

M = 935.77

Triclinic,

a = 11.0069 (8) Å

b = 15.0344 (11) Å

c = 15.4350 (11) Å

α = 80.075 (1)°

β = 77.527 (1)°

γ = 83.077 (1)°

V = 2447.4 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.46 mm−1

T = 173 K

0.22 × 0.15 × 0.09 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: numerical (SADABS; Bruker, 2003 ▶) T min = 0.905, T max = 0.960

19913 measured reflections

9891 independent reflections

7117 reflections with I > 2σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.050

wR(F 2) = 0.129

S = 1.12

9891 reflections

682 parameters

37 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.40 e Å−3

Δρmin = −0.43 e Å−3

Data collection: SMART (Bruker, 2003 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT; 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.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813019119/pj2003sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813019119/pj2003Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

(C8H20N)[Fe(C44H28N4)(CN)2]·CH2Cl2	V = 2447.4 (3) Å3
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

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 on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.129	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	w = 1/[σ2(Fo2) + (0.0577P)2] where P = (Fo2 + 2Fc2)/3
9891 reflections	(Δ/σ)max = 0.011
682 parameters	Δρmax = 0.40 e Å−3
37 restraints	Δρmin = −0.43 e Å−3

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.

	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)

	U11	U22	U33	U12	U13	U23
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)

Fe1—C1	1.982 (3)	C30—C31	1.435 (3)
Fe1—C1i	1.982 (3)	C31—C32	1.343 (3)
Fe1—N3i	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—N4i	2.0038 (17)	C33—C34	1.392 (3)
Fe2—C2	1.973 (2)	C34—C25ii	1.390 (3)
Fe2—C2ii	1.973 (2)	C34—C41	1.498 (3)
Fe2—N6ii	1.9945 (19)	C35—C40	1.393 (3)
Fe2—N6	1.9946 (19)	C35—C36	1.401 (3)
Fe2—N5ii	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—C12i	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—C3i	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—C34ii	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—C1i	180.00 (13)	N5—C25—C26	109.6 (2)
C1—Fe1—N3i	92.38 (8)	C34ii—C25—C26	124.3 (2)
C1i—Fe1—N3i	87.62 (8)	C27—C26—C25	107.4 (2)
C1—Fe1—N3	87.62 (8)	C27—C26—H26	126.3
C1i—Fe1—N3	92.38 (8)	C25—C26—H26	126.3
N3i—Fe1—N3	180.00 (10)	C26—C27—C28	107.5 (2)
C1—Fe1—N4	89.31 (8)	C26—C27—H27	126.2
C1i—Fe1—N4	90.69 (8)	C28—C27—H27	126.2
N3i—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—N4i	90.69 (8)	C29—C28—C27	124.6 (2)
C1i—Fe1—N4i	89.31 (8)	C28—C29—C30	123.4 (2)
N3i—Fe1—N4i	89.49 (7)	C28—C29—C35	119.2 (2)
N3—Fe1—N4i	90.51 (7)	C30—C29—C35	117.3 (2)
N4—Fe1—N4i	180.00 (8)	N6—C30—C29	126.3 (2)
C2—Fe2—C2ii	180.0	N6—C30—C31	110.0 (2)
C2—Fe2—N6ii	90.31 (9)	C29—C30—C31	123.7 (2)
C2ii—Fe2—N6ii	89.69 (9)	C32—C31—C30	107.4 (2)
C2—Fe2—N6	89.69 (8)	C32—C31—H31	126.3
C2ii—Fe2—N6	90.31 (9)	C30—C31—H31	126.3
N6ii—Fe2—N6	180.0	C31—C32—C33	107.2 (2)
C2—Fe2—N5ii	90.82 (9)	C31—C32—H32	126.4
C2ii—Fe2—N5ii	89.18 (9)	C33—C32—H32	126.4
N6ii—Fe2—N5ii	90.06 (8)	N6—C33—C34	126.1 (2)
N6—Fe2—N5ii	89.94 (8)	N6—C33—C32	109.9 (2)
C2—Fe2—N5	89.18 (9)	C34—C33—C32	124.0 (2)
C2ii—Fe2—N5	90.82 (9)	C25ii—C34—C33	123.5 (2)
N6ii—Fe2—N5	89.94 (8)	C25ii—C34—C41	118.3 (2)
N6—Fe2—N5	90.06 (8)	C33—C34—C41	118.2 (2)
N5ii—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—C12i	126.2 (2)	N7—C47B—H47D	111.4
N3—C3—C4	110.14 (19)	H47C—C47B—H47D	109.2
C12i—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—C3i	123.7 (2)	C54A—C53A—H54E	38.09 (17)
C11—C12—C19	118.3 (2)	H53A—C53A—H54E	74.3
C3i—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—C34ii	126.1 (2)