Phase-transformation-induced twinning of an iron(III) calix[4]pyrrolidine complex

The title compound, tetra­chlorido-1κCl;2κ³Cl-(2,2,7,7,12,12,17,17-octa­methyl-21,22,23,24-tetra­aza­penta­cyclo­[16.2.1.1^3,6.1^8,11.1^13,16]tetra­cosane-1κ⁴N,N′,N′′,N′′′)-μ₂-oxido-diiron(III), [Fe₂Cl₄O(C₂₈H₅₂N₄)], undergoes a slow phase transformation at ca 173 K from monoclinic space group P2₁/n, denoted form (I), to the maximal non-isomorphic subgroup, triclinic space group P, denoted form (II), which is accompanied by nonmerohedral twinning [twin fractions of 0.693 (4) and 0.307 (4)]. The transformation was found to be reversible, as on raising the temperature the crystal reverted to monoclinic form (I). In the asymmetric unit of form (I), Z′ = 1, while in form (II), Z′ = 2, with a very small reduction (ca 1.8%) in the unit-cell volume. The two independent mol­ecules (A and B) in form (II) are related by a pseudo-twofold screw axis along the b axis. The mol­ecular overlay of mol­ecule A on mol­ecule B has an r.m.s. deviation of 0.353 Å, with the largest distance between two equivalent atoms being 1.202 Å. The reaction of calix[4]pyr­roli­dine, the fully reduced form of meso-octa­methyl­porphyrinogen, with FeCl₃ gave a red–brown solid that was recrystallized from ethanol in air, resulting in the formation of the title compound. In both forms, (I) and (II), the Fe^III atoms are coordinated to the macrocyclic ligand and have distorted octa­hedral FeN₄OCl coordination spheres. These Fe^III atoms lie out of the mean plane of the four N atoms, displaced towards the O atom of the [OFeCl₃] unit by 0.2265 (5) Å in form (I), and by 0.2210 (14) and 0.2089 (14) Å, respectively, in the two independent mol­ecules (A and B) of form (II). The geometry of the [OFeCl₃] units are similar, with each Fe^III atom having a tetra­hedral coordination sphere. The NH H atoms are directed below the planes of the macrocycles and are hydrogen bonded to the coordinated Cl⁻ ions. There are also intra­molecular C—H...Cl hydrogen bonds present in both (I) and (II). In form (I), there are no significant inter­molecular inter­actions present. In form (II), the individual mol­ecules are arranged in alternate layers parallel to the ac plane. The B mol­ecules are linked by a C—H...Cl hydrogen bond, forming chains along [100].

Computing details

For both compounds, data collection: X-AREA (Stoe & Cie, 2009); cell refinement: X-AREA (Stoe & Cie, 2009); data reduction: X-RED32 (Stoe & Cie, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009) and Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL2013 (Sheldrick, 2008), PLATON (Spek, 2009) and publCIF (Westrip, 2010).

(I) Tetrachlorido-1κCl;2κ³Cl-(2,2,7,7,12,12,17,17-octamethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,6.1^8,11.1^13,16]tetracosane-1κ⁴N,N',N'',N''')-µ₂-oxido-diiron(III)

Crystal data

[Fe2Cl4O(C28H52N4)]	F(000) = 1504
Mr = 714.23	Dx = 1.423 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 10.1176 (6) Å	Cell parameters from 15645 reflections
b = 20.6058 (10) Å	θ = 1.6–26.0°
c = 16.0580 (9) Å	µ = 1.22 mm^−1
β = 95.234 (5)°	T = 233 K
V = 3333.8 (3) Å^3	Plate, orange
Z = 4	0.40 × 0.20 × 0.11 mm

Data collection

Stoe IPDS 2 diffractometer	6275 independent reflections
Radiation source: fine-focus sealed tube	4354 reflections with I > 2σ(I)
Plane graphite monochromator	Rint = 0.087
φ + ω scans	θmax = 25.6°, θmin = 1.6°
Absorption correction: multi-scan (MULscanABS in PLATON; Spek, 2009)	h = −12→12
Tmin = 0.948, Tmax = 1.000	k = −25→25
29953 measured reflections	l = −19→19

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.052	H-atom parameters constrained
wR(F^2) = 0.095	w = 1/[σ^2(Fo^2) + (0.0406P)^2 + 0.1345P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
6275 reflections	Δρmax = 0.40 e Å^−3
360 parameters	Δρmin = −0.41 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
Fe1	0.24764 (5)	0.16505 (3)	0.63809 (3)	0.03323 (15)
Fe2	0.44698 (5)	0.08367 (2)	0.79759 (3)	0.02447 (13)
Cl1	0.11089 (11)	0.09547 (5)	0.56938 (7)	0.0489 (3)
Cl2	0.13036 (12)	0.24049 (5)	0.69863 (8)	0.0615 (3)
Cl3	0.38536 (14)	0.21095 (8)	0.55544 (8)	0.0828 (5)
Cl4	0.59659 (9)	0.02836 (4)	0.91207 (5)	0.0342 (2)
O1	0.3444 (3)	0.12297 (12)	0.71706 (15)	0.0354 (6)
N1	0.6312 (3)	0.09093 (14)	0.73853 (18)	0.0331 (7)
H1N	0.6985	0.0708	0.7792	0.040*
N2	0.4997 (3)	0.17121 (13)	0.86784 (18)	0.0301 (7)
H2N	0.5590	0.1576	0.9172	0.036*
N3	0.2902 (3)	0.06470 (13)	0.87828 (17)	0.0280 (7)
H3N	0.3324	0.0406	0.9270	0.034*
N4	0.4178 (3)	−0.01362 (13)	0.74612 (17)	0.0298 (7)
H4N	0.4653	−0.0436	0.7867	0.036*
C1	0.6877 (4)	0.1563 (2)	0.7210 (3)	0.0445 (10)
H1	0.6236	0.1777	0.6795	0.053*
C2	0.7080 (4)	0.20213 (18)	0.7966 (3)	0.0456 (11)
C3	0.5733 (4)	0.22286 (17)	0.8244 (3)	0.0406 (10)
H3	0.5167	0.2351	0.7733	0.049*
C4	0.3884 (4)	0.20912 (16)	0.9010 (2)	0.0368 (9)
H4	0.3272	0.2219	0.8521	0.044*
C5	0.3052 (4)	0.17251 (18)	0.9613 (2)	0.0373 (9)
C6	0.2192 (4)	0.12146 (18)	0.9137 (2)	0.0362 (9)
H6	0.1715	0.1440	0.8655	0.043*
C7	0.1739 (4)	0.02441 (18)	0.8443 (2)	0.0371 (9)
H7	0.1302	0.0482	0.7958	0.045*
C8	0.2065 (4)	−0.04390 (17)	0.8131 (2)	0.0379 (9)
C9	0.2780 (4)	−0.03760 (17)	0.7329 (2)	0.0361 (9)
H9	0.2278	−0.0053	0.6970	0.043*
C10	0.4677 (4)	−0.0277 (2)	0.6630 (2)	0.0441 (10)
H10	0.4217	0.0024	0.6220	0.053*
C11	0.6168 (5)	−0.0174 (2)	0.6596 (3)	0.0530 (12)
C12	0.6457 (4)	0.0558 (2)	0.6585 (3)	0.0494 (11)
H12	0.5799	0.0750	0.6162	0.059*
C13	0.7830 (5)	0.0757 (3)	0.6339 (3)	0.0793 (17)
H13A	0.8503	0.0437	0.6537	0.095*
H13B	0.7822	0.0798	0.5731	0.095*
C14	0.8115 (5)	0.1410 (3)	0.6762 (3)	0.0668 (14)
H14A	0.8261	0.1746	0.6348	0.080*
H14B	0.8903	0.1384	0.7164	0.080*
C15	0.6537 (6)	−0.0451 (3)	0.5746 (3)	0.090 (2)
H15A	0.6069	−0.0211	0.5291	0.135*
H15B	0.6285	−0.0905	0.5703	0.135*
H15C	0.7486	−0.0411	0.5713	0.135*
C16	0.7007 (5)	−0.0526 (2)	0.7302 (3)	0.0679 (15)
H16A	0.6767	−0.0982	0.7299	0.102*
H16B	0.6844	−0.0335	0.7835	0.102*
H16C	0.7940	−0.0483	0.7217	0.102*
C17	0.4152 (6)	−0.0961 (2)	0.6414 (3)	0.0674 (15)
H17A	0.4014	−0.1021	0.5807	0.081*
H17B	0.4774	−0.1292	0.6650	0.081*
C18	0.2859 (5)	−0.1001 (2)	0.6802 (3)	0.0554 (12)
H18A	0.2838	−0.1387	0.7158	0.066*
H18B	0.2113	−0.1023	0.6369	0.066*
C19	0.2860 (5)	−0.08448 (19)	0.8796 (2)	0.0467 (10)
H19A	0.2341	−0.0909	0.9268	0.070*
H19B	0.3677	−0.0621	0.8981	0.070*
H19C	0.3066	−0.1263	0.8562	0.070*
C20	0.0725 (5)	−0.0780 (2)	0.7879 (3)	0.0648 (14)
H20A	0.0255	−0.0549	0.7417	0.097*
H20B	0.0193	−0.0783	0.8352	0.097*
H20C	0.0888	−0.1223	0.7711	0.097*
C21	0.0783 (5)	0.0265 (2)	0.9138 (3)	0.0589 (13)
H21A	−0.0143	0.0273	0.8897	0.071*
H21B	0.0913	−0.0113	0.9506	0.071*
C22	0.1131 (4)	0.0887 (2)	0.9615 (3)	0.0529 (12)
H22A	0.1479	0.0791	1.0191	0.063*
H22B	0.0349	0.1166	0.9626	0.063*
C23	0.3927 (5)	0.1444 (2)	1.0355 (2)	0.0474 (11)
H23A	0.4460	0.1788	1.0628	0.071*
H23B	0.4506	0.1114	1.0157	0.071*
H23C	0.3370	0.1253	1.0750	0.071*
C24	0.2071 (5)	0.2226 (2)	0.9936 (3)	0.0642 (14)
H24A	0.1499	0.2395	0.9468	0.096*
H24B	0.2567	0.2580	1.0214	0.096*
H24C	0.1534	0.2016	1.0329	0.096*
C25	0.4564 (5)	0.27170 (18)	0.9360 (3)	0.0532 (12)
H25A	0.3955	0.3087	0.9294	0.064*
H25B	0.4863	0.2667	0.9955	0.064*
C26	0.5742 (5)	0.28134 (19)	0.8845 (3)	0.0584 (13)
H26B	0.6573	0.2827	0.9210	0.070*
H26A	0.5650	0.3221	0.8530	0.070*
C27	0.8002 (4)	0.1736 (2)	0.8683 (3)	0.0550 (12)
H27A	0.8866	0.1650	0.8489	0.083*
H27B	0.7627	0.1334	0.8871	0.083*
H27C	0.8097	0.2042	0.9143	0.083*
C28	0.7728 (5)	0.2647 (2)	0.7648 (4)	0.0762 (16)
H28A	0.7112	0.2859	0.7236	0.114*
H28B	0.8532	0.2534	0.7396	0.114*
H28C	0.7944	0.2939	0.8115	0.114*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.0303 (3)	0.0378 (3)	0.0305 (3)	−0.0013 (2)	−0.0030 (2)	0.0115 (2)
Fe2	0.0270 (3)	0.0233 (2)	0.0227 (2)	0.0007 (2)	0.0000 (2)	0.0008 (2)
Cl1	0.0414 (6)	0.0584 (7)	0.0460 (6)	−0.0062 (5)	−0.0017 (5)	−0.0089 (5)
Cl2	0.0532 (7)	0.0391 (6)	0.0895 (9)	0.0093 (5)	−0.0078 (6)	−0.0096 (6)
Cl3	0.0608 (8)	0.1268 (12)	0.0593 (8)	−0.0350 (8)	−0.0023 (6)	0.0501 (8)
Cl4	0.0399 (5)	0.0314 (5)	0.0296 (5)	0.0044 (4)	−0.0061 (4)	0.0055 (4)
O1	0.0364 (15)	0.0377 (14)	0.0309 (13)	0.0042 (11)	−0.0030 (11)	0.0080 (11)
N1	0.0292 (17)	0.0379 (17)	0.0324 (16)	−0.0007 (14)	0.0038 (13)	0.0035 (14)
N2	0.0326 (17)	0.0238 (15)	0.0321 (16)	0.0007 (13)	−0.0074 (13)	−0.0010 (13)
N3	0.0297 (17)	0.0282 (15)	0.0258 (15)	0.0039 (13)	0.0013 (13)	0.0045 (12)
N4	0.0330 (18)	0.0284 (16)	0.0267 (16)	0.0023 (13)	−0.0038 (13)	−0.0018 (12)
C1	0.035 (2)	0.050 (3)	0.049 (2)	−0.0039 (19)	0.0032 (19)	0.018 (2)
C2	0.035 (2)	0.034 (2)	0.066 (3)	−0.0095 (18)	−0.003 (2)	0.015 (2)
C3	0.042 (2)	0.028 (2)	0.049 (2)	−0.0073 (17)	−0.011 (2)	0.0123 (17)
C4	0.048 (3)	0.0241 (18)	0.036 (2)	0.0103 (17)	−0.0098 (18)	−0.0042 (16)
C5	0.046 (2)	0.037 (2)	0.029 (2)	0.0164 (19)	0.0011 (17)	−0.0037 (17)
C6	0.036 (2)	0.043 (2)	0.030 (2)	0.0140 (18)	0.0051 (17)	0.0039 (17)
C7	0.027 (2)	0.044 (2)	0.041 (2)	−0.0040 (17)	0.0010 (17)	0.0109 (18)
C8	0.038 (2)	0.031 (2)	0.043 (2)	−0.0109 (18)	−0.0071 (18)	0.0092 (17)
C9	0.041 (2)	0.0292 (19)	0.036 (2)	−0.0068 (17)	−0.0104 (18)	0.0012 (16)
C10	0.053 (3)	0.046 (2)	0.033 (2)	0.007 (2)	0.0016 (19)	−0.0116 (18)
C11	0.049 (3)	0.067 (3)	0.045 (3)	0.015 (2)	0.011 (2)	−0.021 (2)
C12	0.038 (2)	0.075 (3)	0.037 (2)	0.000 (2)	0.0136 (19)	−0.008 (2)
C13	0.056 (3)	0.121 (5)	0.065 (3)	−0.013 (3)	0.027 (3)	−0.014 (3)
C14	0.047 (3)	0.082 (4)	0.074 (3)	−0.009 (3)	0.022 (3)	0.024 (3)
C15	0.077 (4)	0.119 (5)	0.078 (4)	0.012 (4)	0.027 (3)	−0.052 (4)
C16	0.055 (3)	0.062 (3)	0.085 (4)	0.025 (3)	−0.002 (3)	−0.021 (3)
C17	0.084 (4)	0.051 (3)	0.067 (3)	−0.004 (3)	0.002 (3)	−0.032 (2)
C18	0.074 (3)	0.041 (2)	0.048 (3)	−0.013 (2)	−0.014 (2)	−0.012 (2)
C19	0.061 (3)	0.038 (2)	0.039 (2)	−0.005 (2)	−0.005 (2)	0.0078 (19)
C20	0.050 (3)	0.067 (3)	0.075 (3)	−0.027 (3)	−0.006 (2)	0.005 (3)
C21	0.043 (3)	0.068 (3)	0.068 (3)	−0.006 (2)	0.019 (2)	0.009 (3)
C22	0.043 (3)	0.075 (3)	0.043 (2)	0.014 (2)	0.019 (2)	0.012 (2)
C23	0.066 (3)	0.049 (2)	0.026 (2)	0.014 (2)	−0.006 (2)	−0.0016 (18)
C24	0.081 (4)	0.065 (3)	0.048 (3)	0.033 (3)	0.010 (3)	−0.012 (2)
C25	0.077 (4)	0.028 (2)	0.050 (3)	0.012 (2)	−0.014 (2)	−0.0072 (19)
C26	0.067 (3)	0.026 (2)	0.078 (3)	0.000 (2)	−0.023 (3)	−0.005 (2)
C27	0.043 (3)	0.047 (3)	0.071 (3)	−0.004 (2)	−0.016 (2)	−0.002 (2)
C28	0.057 (3)	0.054 (3)	0.119 (5)	−0.014 (3)	0.012 (3)	0.025 (3)

Geometric parameters (Å, º)

Fe1—O1	1.758 (2)	C11—C16	1.535 (6)
Fe1—Cl1	2.2156 (11)	C11—C12	1.536 (6)
Fe1—Cl3	2.2215 (13)	C11—C15	1.557 (6)
Fe1—Cl2	2.2316 (13)	C12—C13	1.535 (6)
Fe2—O1	1.778 (2)	C12—H12	0.9900
Fe2—N2	2.168 (3)	C13—C14	1.523 (7)
Fe2—N1	2.172 (3)	C13—H13A	0.9800
Fe2—N3	2.173 (3)	C13—H13B	0.9800
Fe2—N4	2.178 (3)	C14—H14A	0.9800
Fe2—Cl4	2.5421 (10)	C14—H14B	0.9800
N1—C12	1.493 (5)	C15—H15A	0.9700
N1—C1	1.501 (5)	C15—H15B	0.9700
N1—H1N	0.9900	C15—H15C	0.9700
N2—C3	1.506 (5)	C16—H16A	0.9700
N2—C4	1.507 (5)	C16—H16B	0.9700
N2—H2N	0.9900	C16—H16C	0.9700
N3—C7	1.502 (5)	C17—C18	1.502 (7)
N3—C6	1.511 (4)	C17—H17A	0.9800
N3—H3N	0.9900	C17—H17B	0.9800
N4—C9	1.495 (5)	C18—H18A	0.9800
N4—C10	1.498 (5)	C18—H18B	0.9800
N4—H4N	0.9900	C19—H19A	0.9700
C1—C14	1.532 (6)	C19—H19B	0.9700
C1—C2	1.537 (6)	C19—H19C	0.9700
C1—H1	0.9900	C20—H20A	0.9700
C2—C27	1.532 (6)	C20—H20B	0.9700
C2—C3	1.534 (6)	C20—H20C	0.9700
C2—C28	1.553 (6)	C21—C22	1.517 (6)
C3—C26	1.543 (6)	C21—H21A	0.9800
C3—H3	0.9900	C21—H21B	0.9800
C4—C5	1.537 (6)	C22—H22A	0.9800
C4—C25	1.544 (5)	C22—H22B	0.9800
C4—H4	0.9900	C23—H23A	0.9700
C5—C6	1.525 (5)	C23—H23B	0.9700
C5—C23	1.532 (5)	C23—H23C	0.9700
C5—C24	1.554 (5)	C24—H24A	0.9700
C6—C22	1.532 (6)	C24—H24B	0.9700
C6—H6	0.9900	C24—H24C	0.9700
C7—C8	1.540 (5)	C25—C26	1.524 (7)
C7—C21	1.542 (6)	C25—H25A	0.9800
C7—H7	0.9900	C25—H25B	0.9800
C8—C19	1.527 (5)	C26—H26B	0.9800
C8—C9	1.539 (6)	C26—H26A	0.9800
C8—C20	1.547 (5)	C27—H27A	0.9700
C9—C18	1.548 (5)	C27—H27B	0.9700
C9—H9	0.9900	C27—H27C	0.9700
C10—C11	1.530 (6)	C28—H28A	0.9700
C10—C17	1.535 (6)	C28—H28B	0.9700
C10—H10	0.9900	C28—H28C	0.9700
O1—Fe1—Cl1	108.74 (9)	C10—C11—C12	109.1 (3)
O1—Fe1—Cl3	107.62 (9)	C16—C11—C12	112.3 (4)
Cl1—Fe1—Cl3	112.04 (5)	C10—C11—C15	107.2 (4)
O1—Fe1—Cl2	108.21 (9)	C16—C11—C15	108.3 (4)
Cl1—Fe1—Cl2	109.57 (5)	C12—C11—C15	106.9 (4)
Cl3—Fe1—Cl2	110.55 (6)	N1—C12—C13	104.7 (4)
O1—Fe2—N2	95.69 (11)	N1—C12—C11	115.6 (3)
O1—Fe2—N1	96.80 (12)	C13—C12—C11	116.3 (4)
N2—Fe2—N1	89.42 (11)	N1—C12—H12	106.5
O1—Fe2—N3	96.10 (11)	C13—C12—H12	106.5
N2—Fe2—N3	89.86 (11)	C11—C12—H12	106.5
N1—Fe2—N3	167.09 (11)	C14—C13—C12	105.1 (4)
O1—Fe2—N4	95.36 (11)	C14—C13—H13A	110.7
N2—Fe2—N4	168.95 (11)	C12—C13—H13A	110.7
N1—Fe2—N4	89.40 (11)	C14—C13—H13B	110.7
N3—Fe2—N4	88.84 (11)	C12—C13—H13B	110.7
O1—Fe2—Cl4	179.17 (9)	H13A—C13—H13B	108.8
N2—Fe2—Cl4	83.96 (8)	C13—C14—C1	105.1 (4)
N1—Fe2—Cl4	82.44 (8)	C13—C14—H14A	110.7
N3—Fe2—Cl4	84.66 (8)	C1—C14—H14A	110.7
N4—Fe2—Cl4	85.00 (8)	C13—C14—H14B	110.7
Fe1—O1—Fe2	177.33 (17)	C1—C14—H14B	110.7
C12—N1—C1	101.8 (3)	H14A—C14—H14B	108.8
C12—N1—Fe2	119.8 (2)	C11—C15—H15A	109.5
C1—N1—Fe2	120.0 (2)	C11—C15—H15B	109.5
C12—N1—H1N	104.4	H15A—C15—H15B	109.5
C1—N1—H1N	104.4	C11—C15—H15C	109.5
Fe2—N1—H1N	104.4	H15A—C15—H15C	109.5
C3—N2—C4	102.4 (3)	H15B—C15—H15C	109.5
C3—N2—Fe2	117.1 (2)	C11—C16—H16A	109.5
C4—N2—Fe2	117.3 (2)	C11—C16—H16B	109.5
C3—N2—H2N	106.4	H16A—C16—H16B	109.5
C4—N2—H2N	106.4	C11—C16—H16C	109.5
Fe2—N2—H2N	106.4	H16A—C16—H16C	109.5
C7—N3—C6	100.4 (3)	H16B—C16—H16C	109.5
C7—N3—Fe2	118.3 (2)	C18—C17—C10	104.7 (4)
C6—N3—Fe2	118.9 (2)	C18—C17—H17A	110.8
C7—N3—H3N	106.0	C10—C17—H17A	110.8
C6—N3—H3N	106.0	C18—C17—H17B	110.8
Fe2—N3—H3N	106.0	C10—C17—H17B	110.8
C9—N4—C10	101.6 (3)	H17A—C17—H17B	108.9
C9—N4—Fe2	116.8 (2)	C17—C18—C9	105.7 (3)
C10—N4—Fe2	118.1 (2)	C17—C18—H18A	110.6
C9—N4—H4N	106.5	C9—C18—H18A	110.6
C10—N4—H4N	106.5	C17—C18—H18B	110.6
Fe2—N4—H4N	106.5	C9—C18—H18B	110.6
N1—C1—C14	104.2 (3)	H18A—C18—H18B	108.7
N1—C1—C2	115.4 (3)	C8—C19—H19A	109.5
C14—C1—C2	116.1 (4)	C8—C19—H19B	109.5
N1—C1—H1	106.8	H19A—C19—H19B	109.5
C14—C1—H1	106.8	C8—C19—H19C	109.5
C2—C1—H1	106.8	H19A—C19—H19C	109.5
C27—C2—C3	112.6 (4)	H19B—C19—H19C	109.5
C27—C2—C1	112.7 (3)	C8—C20—H20A	109.5
C3—C2—C1	110.1 (3)	C8—C20—H20B	109.5
C27—C2—C28	108.6 (4)	H20A—C20—H20B	109.5
C3—C2—C28	106.1 (3)	C8—C20—H20C	109.5
C1—C2—C28	106.3 (4)	H20A—C20—H20C	109.5
N2—C3—C2	115.4 (3)	H20B—C20—H20C	109.5
N2—C3—C26	103.7 (3)	C22—C21—C7	104.9 (3)
C2—C3—C26	116.4 (3)	C22—C21—H21A	110.8
N2—C3—H3	106.9	C7—C21—H21A	110.8
C2—C3—H3	106.9	C22—C21—H21B	110.8
C26—C3—H3	106.9	C7—C21—H21B	110.8
N2—C4—C5	116.0 (3)	H21A—C21—H21B	108.8
N2—C4—C25	103.8 (3)	C21—C22—C6	105.1 (3)
C5—C4—C25	115.6 (3)	C21—C22—H22A	110.7
N2—C4—H4	107.0	C6—C22—H22A	110.7
C5—C4—H4	107.0	C21—C22—H22B	110.7
C25—C4—H4	107.0	C6—C22—H22B	110.7
C6—C5—C23	113.1 (3)	H22A—C22—H22B	108.8
C6—C5—C4	110.0 (3)	C5—C23—H23A	109.5
C23—C5—C4	111.4 (3)	C5—C23—H23B	109.5
C6—C5—C24	105.8 (3)	H23A—C23—H23B	109.5
C23—C5—C24	109.4 (3)	C5—C23—H23C	109.5
C4—C5—C24	106.7 (3)	H23A—C23—H23C	109.5
N3—C6—C5	117.0 (3)	H23B—C23—H23C	109.5
N3—C6—C22	103.1 (3)	C5—C24—H24A	109.5
C5—C6—C22	116.5 (3)	C5—C24—H24B	109.5
N3—C6—H6	106.5	H24A—C24—H24B	109.5
C5—C6—H6	106.5	C5—C24—H24C	109.5
C22—C6—H6	106.5	H24A—C24—H24C	109.5
N3—C7—C8	116.1 (3)	H24B—C24—H24C	109.5
N3—C7—C21	104.1 (3)	C26—C25—C4	104.8 (3)
C8—C7—C21	115.4 (3)	C26—C25—H25A	110.8
N3—C7—H7	106.9	C4—C25—H25A	110.8
C8—C7—H7	106.9	C26—C25—H25B	110.8
C21—C7—H7	106.9	C4—C25—H25B	110.8
C19—C8—C9	111.9 (3)	H25A—C25—H25B	108.9
C19—C8—C7	112.8 (3)	C25—C26—C3	106.1 (3)
C9—C8—C7	109.0 (3)	C25—C26—H26B	110.5
C19—C8—C20	109.1 (3)	C3—C26—H26B	110.5
C9—C8—C20	106.7 (3)	C25—C26—H26A	110.5
C7—C8—C20	107.0 (4)	C3—C26—H26A	110.5
N4—C9—C8	114.9 (3)	H26B—C26—H26A	108.7
N4—C9—C18	104.9 (3)	C2—C27—H27A	109.5
C8—C9—C18	116.0 (3)	C2—C27—H27B	109.5
N4—C9—H9	106.8	H27A—C27—H27B	109.5
C8—C9—H9	106.8	C2—C27—H27C	109.5
C18—C9—H9	106.8	H27A—C27—H27C	109.5
N4—C10—C11	114.7 (3)	H27B—C27—H27C	109.5
N4—C10—C17	104.0 (3)	C2—C28—H28A	109.5
C11—C10—C17	116.2 (4)	C2—C28—H28B	109.5
N4—C10—H10	107.1	H28A—C28—H28B	109.5
C11—C10—H10	107.1	C2—C28—H28C	109.5
C17—C10—H10	107.1	H28A—C28—H28C	109.5
C10—C11—C16	112.9 (4)	H28B—C28—H28C	109.5
C12—N1—C1—C14	−42.3 (4)	C10—N4—C9—C8	167.3 (3)
Fe2—N1—C1—C14	−177.4 (3)	Fe2—N4—C9—C8	−62.6 (3)
C12—N1—C1—C2	−170.9 (3)	C10—N4—C9—C18	38.7 (4)
Fe2—N1—C1—C2	54.0 (4)	Fe2—N4—C9—C18	168.7 (2)
N1—C1—C2—C27	58.5 (5)	C19—C8—C9—N4	−53.0 (4)
C14—C1—C2—C27	−63.9 (5)	C7—C8—C9—N4	72.5 (4)
N1—C1—C2—C3	−68.1 (4)	C20—C8—C9—N4	−172.3 (3)
C14—C1—C2—C3	169.5 (3)	C19—C8—C9—C18	69.9 (4)
N1—C1—C2—C28	177.4 (3)	C7—C8—C9—C18	−164.6 (3)
C14—C1—C2—C28	55.0 (5)	C20—C8—C9—C18	−49.4 (5)
C4—N2—C3—C2	169.7 (3)	C9—N4—C10—C11	−171.7 (3)
Fe2—N2—C3—C2	−60.5 (4)	Fe2—N4—C10—C11	59.0 (4)
C4—N2—C3—C26	41.2 (3)	C9—N4—C10—C17	−43.7 (4)
Fe2—N2—C3—C26	170.9 (2)	Fe2—N4—C10—C17	−172.9 (3)
C27—C2—C3—N2	−53.9 (4)	N4—C10—C11—C16	51.6 (5)
C1—C2—C3—N2	72.8 (4)	C17—C10—C11—C16	−70.0 (5)
C28—C2—C3—N2	−172.6 (4)	N4—C10—C11—C12	−74.0 (4)
C27—C2—C3—C26	68.0 (4)	C17—C10—C11—C12	164.5 (4)
C1—C2—C3—C26	−165.3 (3)	N4—C10—C11—C15	170.7 (4)
C28—C2—C3—C26	−50.7 (5)	C17—C10—C11—C15	49.1 (5)
C3—N2—C4—C5	−170.7 (3)	C1—N1—C12—C13	41.4 (4)
Fe2—N2—C4—C5	59.6 (4)	Fe2—N1—C12—C13	176.6 (3)
C3—N2—C4—C25	−42.8 (3)	C1—N1—C12—C11	170.8 (4)
Fe2—N2—C4—C25	−172.5 (2)	Fe2—N1—C12—C11	−54.0 (4)
N2—C4—C5—C6	−71.1 (4)	C10—C11—C12—N1	70.9 (5)
C25—C4—C5—C6	167.1 (3)	C16—C11—C12—N1	−55.0 (5)
N2—C4—C5—C23	55.2 (4)	C15—C11—C12—N1	−173.5 (4)
C25—C4—C5—C23	−66.7 (4)	C10—C11—C12—C13	−165.6 (4)
N2—C4—C5—C24	174.5 (3)	C16—C11—C12—C13	68.5 (5)
C25—C4—C5—C24	52.7 (4)	C15—C11—C12—C13	−50.1 (5)
C7—N3—C6—C5	175.3 (3)	N1—C12—C13—C14	−24.6 (5)
Fe2—N3—C6—C5	−54.0 (4)	C11—C12—C13—C14	−153.6 (4)
C7—N3—C6—C22	46.1 (3)	C12—C13—C14—C1	−1.6 (5)
Fe2—N3—C6—C22	176.7 (2)	N1—C1—C14—C13	27.1 (5)
C23—C5—C6—N3	−57.7 (4)	C2—C1—C14—C13	155.1 (4)
C4—C5—C6—N3	67.6 (4)	N4—C10—C17—C18	31.9 (5)
C24—C5—C6—N3	−177.5 (3)	C11—C10—C17—C18	159.0 (4)
C23—C5—C6—C22	64.9 (4)	C10—C17—C18—C9	−7.6 (5)
C4—C5—C6—C22	−169.9 (3)	N4—C9—C18—C17	−19.2 (4)
C24—C5—C6—C22	−54.9 (4)	C8—C9—C18—C17	−147.2 (4)
C6—N3—C7—C8	−171.6 (3)	N3—C7—C21—C22	24.8 (4)
Fe2—N3—C7—C8	57.3 (4)	C8—C7—C21—C22	153.1 (3)
C6—N3—C7—C21	−43.7 (3)	C7—C21—C22—C6	3.9 (4)
Fe2—N3—C7—C21	−174.7 (2)	N3—C6—C22—C21	−31.0 (4)
N3—C7—C8—C19	55.6 (4)	C5—C6—C22—C21	−160.6 (3)
C21—C7—C8—C19	−66.5 (5)	N2—C4—C25—C26	27.7 (4)
N3—C7—C8—C9	−69.4 (4)	C5—C4—C25—C26	155.8 (3)
C21—C7—C8—C9	168.5 (3)	C4—C25—C26—C3	−2.3 (4)
N3—C7—C8—C20	175.6 (3)	N2—C3—C26—C25	−23.9 (4)
C21—C7—C8—C20	53.4 (5)	C2—C3—C26—C25	−151.8 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1N···Cl4	0.99	2.60	3.119 (3)	112
N2—H2N···Cl4	0.99	2.69	3.163 (3)	109
N3—H3N···Cl4	0.99	2.72	3.187 (3)	109
N4—H4N···Cl4	0.99	2.74	3.200 (3)	109
C16—H16B···Cl4	0.97	2.65	3.603 (5)	168
C27—H27B···Cl4	0.97	2.79	3.736 (4)	165

(II) Tetrachlorido-1κCl;2κ³Cl-(7,7,12,12,17,17-octamethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,6.1^8,11.1^13,16]tetracosane-1κ⁴N,N',N'',N''')-µ₂-oxido-diiron(III)

Crystal data

[Fe2Cl4O(C28H52N4)]	Z = 4
Mr = 714.23	F(000) = 1504
Triclinic, P1	Dx = 1.449 Mg m^−3
a = 10.1319 (9) Å	Mo Kα radiation, λ = 0.71073 Å
b = 20.4267 (18) Å	Cell parameters from 11360 reflections
c = 15.9591 (16) Å	θ = 1.6–25.5°
α = 88.488 (8)°	µ = 1.24 mm^−1
β = 96.881 (8)°	T = 113 K
γ = 92.679 (7)°	Plate, orange
V = 3274.8 (5) Å^3	0.40 × 0.20 × 0.11 mm

Data collection

STOE IPDS 2 diffractometer	12379 independent reflections
Radiation source: fine-focus sealed tube	6381 reflections with I > 2σ(I)
Plane graphite monochromator	Rint = 0.201
φ + ω scans	θmax = 27.1°, θmin = 1.3°
Absorption correction: multi-scan (MULscanABS in PLATON; Spek, 2009)	h = −12→12
Tmin = 0.799, Tmax = 1.000	k = 0→24
12379 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)] = 0.095	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.243	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0984P)^2] where P = (Fo^2 + 2Fc^2)/3
12379 reflections	(Δ/σ)max < 0.001
720 parameters	Δρmax = 1.11 e Å^−3
0 restraints	Δρmin = −0.75 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	0.22504 (15)	0.16713 (7)	0.64052 (9)	0.0244 (4)
Fe2	0.43802 (14)	0.08142 (7)	0.79681 (9)	0.0203 (3)
Cl1	0.0905 (3)	0.09815 (14)	0.56672 (17)	0.0354 (7)
Cl2	0.1047 (3)	0.24114 (13)	0.70869 (18)	0.0346 (7)
Cl3	0.3513 (3)	0.21990 (15)	0.56093 (18)	0.0405 (7)
Cl4	0.5945 (3)	0.02673 (12)	0.91274 (15)	0.0243 (6)
O1	0.3315 (7)	0.1216 (3)	0.7156 (4)	0.0257 (16)
N1	0.6201 (9)	0.0882 (4)	0.7379 (5)	0.0234 (19)
H1	0.6907	0.0711	0.7810	0.028*
N2	0.4866 (9)	0.1694 (4)	0.8692 (5)	0.0241 (19)
H2	0.5495	0.1559	0.9192	0.029*
N3	0.2835 (8)	0.0640 (4)	0.8764 (5)	0.024 (2)
H3	0.3247	0.0386	0.9265	0.028*
N4	0.4129 (8)	−0.0173 (4)	0.7433 (5)	0.0206 (18)
H4	0.4577	−0.0474	0.7871	0.025*
C1	0.6638 (11)	0.1540 (5)	0.7185 (7)	0.028 (2)
H1A	0.5934	0.1731	0.6769	0.034*
C2	0.6874 (11)	0.2003 (5)	0.7956 (7)	0.029 (3)
C3	0.5541 (11)	0.2222 (5)	0.8289 (7)	0.027 (2)
H3A	0.4932	0.2353	0.7778	0.033*
C4	0.3785 (11)	0.2095 (5)	0.9057 (6)	0.027 (2)
H4A	0.3161	0.2243	0.8563	0.033*
C5	0.2950 (11)	0.1720 (5)	0.9644 (6)	0.024 (2)
C6	0.2101 (11)	0.1230 (5)	0.9143 (7)	0.027 (2)
H6A	0.1610	0.1468	0.8655	0.032*
C7	0.1697 (10)	0.0233 (5)	0.8404 (7)	0.027 (2)
H7A	0.1275	0.0480	0.7900	0.033*
C8	0.2047 (10)	−0.0455 (5)	0.8080 (6)	0.025 (2)
C9	0.2738 (11)	−0.0407 (5)	0.7294 (6)	0.027 (2)
H9A	0.2257	−0.0082	0.6905	0.033*
C10	0.4628 (11)	−0.0335 (5)	0.6609 (6)	0.027 (2)
H10A	0.4179	−0.0039	0.6165	0.032*
C11	0.6111 (12)	−0.0236 (6)	0.6570 (7)	0.034 (3)
C12	0.6321 (11)	0.0511 (6)	0.6559 (7)	0.032 (3)
H12A	0.5649	0.0689	0.6110	0.039*
C13	0.7678 (12)	0.0707 (6)	0.6313 (8)	0.040 (3)
H13A	0.7684	0.0725	0.5693	0.048*
H13B	0.8369	0.0413	0.6573	0.048*
C14	0.7843 (13)	0.1397 (6)	0.6697 (7)	0.040 (3)
H14A	0.7909	0.1730	0.6241	0.048*
H14B	0.8677	0.1429	0.7089	0.048*
C15	0.6513 (13)	−0.0533 (6)	0.5741 (8)	0.045 (3)
H15A	0.5979	−0.0344	0.5249	0.068*
H15B	0.6352	−0.1010	0.5755	0.068*
H15C	0.7459	−0.0430	0.5703	0.068*
C16	0.7004 (11)	−0.0574 (5)	0.7297 (7)	0.031 (3)
H16A	0.6831	−0.1050	0.7276	0.047*
H16B	0.6804	−0.0416	0.7840	0.047*
H16C	0.7942	−0.0470	0.7234	0.047*
C17	0.4167 (13)	−0.1029 (6)	0.6375 (8)	0.042 (3)
H17A	0.4786	−0.1355	0.6642	0.051*
H17B	0.4035	−0.1086	0.5756	0.051*
C18	0.2841 (12)	−0.1057 (5)	0.6757 (8)	0.037 (3)
H18A	0.2788	−0.1451	0.7129	0.044*
H18B	0.2090	−0.1087	0.6300	0.044*
C19	0.2888 (13)	−0.0861 (5)	0.8765 (7)	0.038 (3)
H19A	0.2304	−0.1071	0.9150	0.057*
H19B	0.3553	−0.0571	0.9084	0.057*
H19C	0.3338	−0.1198	0.8494	0.057*
C20	0.0718 (11)	−0.0791 (6)	0.7818 (8)	0.037 (3)
H20A	0.0232	−0.0535	0.7363	0.055*
H20B	0.0206	−0.0827	0.8302	0.055*
H20C	0.0849	−0.1230	0.7617	0.055*
C21	0.0752 (11)	0.0274 (6)	0.9107 (8)	0.039 (3)
H21A	−0.0184	0.0280	0.8846	0.047*
H21B	0.0845	−0.0116	0.9488	0.047*
C22	0.1113 (12)	0.0904 (5)	0.9620 (7)	0.032 (3)
H22A	0.0329	0.1174	0.9631	0.039*
H22B	0.1494	0.0799	1.0207	0.039*
C23	0.3878 (11)	0.1426 (5)	1.0392 (6)	0.030 (3)
H23A	0.3342	0.1251	1.0826	0.045*
H23B	0.4508	0.1769	1.0633	0.045*
H23C	0.4369	0.1072	1.0188	0.045*
C24	0.1989 (12)	0.2248 (6)	0.9971 (7)	0.036 (3)
H24A	0.1551	0.2490	0.9486	0.054*
H24B	0.2522	0.2554	1.0351	0.054*
H24C	0.1314	0.2017	1.0275	0.054*
C25	0.4471 (11)	0.2702 (5)	0.9442 (7)	0.030 (3)
H25A	0.3884	0.3078	0.9381	0.036*
H25B	0.4798	0.2630	1.0045	0.036*
C26	0.5587 (11)	0.2794 (5)	0.8916 (7)	0.030 (3)
H26B	0.6446	0.2805	0.9284	0.036*
H26A	0.5513	0.3216	0.8599	0.036*
C27	0.7867 (11)	0.1707 (5)	0.8668 (8)	0.037 (3)
H27A	0.8720	0.1649	0.8453	0.056*
H27B	0.7506	0.1281	0.8853	0.056*
H27C	0.8002	0.2004	0.9145	0.056*
C28	0.7450 (12)	0.2634 (5)	0.7651 (9)	0.042 (3)
H28C	0.7595	0.2943	0.8116	0.063*
H28B	0.6834	0.2817	0.7193	0.063*
H28A	0.8301	0.2560	0.7442	0.063*
Fe1B	0.25078 (15)	0.66011 (7)	0.86850 (9)	0.0226 (4)
Fe2B	0.05068 (15)	0.57684 (7)	0.70648 (8)	0.0199 (3)
Cl1B	0.3916 (3)	0.59059 (13)	0.94191 (16)	0.0311 (6)
Cl2B	0.3619 (3)	0.73266 (13)	0.80464 (18)	0.0341 (7)
Cl3B	0.1128 (3)	0.71513 (16)	0.94656 (18)	0.0394 (7)
Cl4B	−0.0969 (3)	0.52293 (12)	0.58810 (15)	0.0251 (6)
O1B	0.1531 (7)	0.6158 (3)	0.7894 (4)	0.0239 (16)
N1B	−0.1312 (8)	0.5787 (4)	0.7684 (5)	0.0222 (19)
H1BN	−0.2010	0.5577	0.7267	0.027*
N2B	−0.0191 (8)	0.6668 (4)	0.6436 (5)	0.0194 (18)
H2BN	−0.0812	0.6534	0.5928	0.023*
N3B	0.2054 (8)	0.5637 (4)	0.6224 (5)	0.023 (2)
H3BN	0.1596	0.5406	0.5718	0.028*
N4B	0.0999 (8)	0.4788 (4)	0.7526 (5)	0.0207 (18)
H4BN	0.0502	0.4473	0.7121	0.025*
C1B	−0.1960 (11)	0.6433 (5)	0.7920 (7)	0.027 (2)
H1B	−0.1309	0.6656	0.8354	0.033*
C2B	−0.2268 (10)	0.6932 (5)	0.7201 (7)	0.026 (2)
C3B	−0.0957 (11)	0.7153 (5)	0.6938 (7)	0.028 (3)
H3B	−0.0360	0.7262	0.7466	0.033*
C4B	0.0831 (12)	0.7083 (5)	0.6139 (6)	0.028 (3)
H4B	0.1481	0.7201	0.6640	0.034*
C5B	0.1645 (11)	0.6753 (5)	0.5470 (6)	0.024 (2)
C6B	0.2652 (10)	0.6230 (5)	0.5910 (6)	0.022 (2)
H6B	0.3175	0.6449	0.6405	0.026*
C7B	0.3296 (10)	0.5247 (5)	0.6525 (6)	0.024 (2)
H7B	0.3788	0.5489	0.7012	0.029*
C8B	0.3129 (11)	0.4549 (5)	0.6812 (6)	0.024 (2)
C9B	0.2483 (10)	0.4596 (5)	0.7638 (7)	0.028 (2)
H9B	0.3002	0.4944	0.7982	0.033*
C10B	0.0588 (11)	0.4624 (5)	0.8362 (6)	0.026 (2)
H10B	0.1046	0.4957	0.8758	0.031*
C11B	−0.0913 (11)	0.4666 (5)	0.8408 (6)	0.026 (2)
C12B	−0.1389 (11)	0.5388 (5)	0.8456 (6)	0.026 (2)
H12B	−0.0739	0.5605	0.8895	0.032*
C13B	−0.2786 (11)	0.5555 (6)	0.8681 (7)	0.034 (3)
H13X	−0.3457	0.5223	0.8436	0.041*
H13Y	−0.2781	0.5536	0.9302	0.041*
C14B	−0.3164 (11)	0.6223 (6)	0.8352 (8)	0.035 (3)
H14X	−0.3283	0.6519	0.8816	0.042*
H14Y	−0.3986	0.6203	0.7949	0.042*
C15B	−0.1190 (12)	0.4357 (6)	0.9238 (7)	0.039 (3)
H15X	−0.0615	0.4571	0.9698	0.058*
H15Y	−0.1010	0.3889	0.9241	0.058*
H15Z	−0.2124	0.4408	0.9315	0.058*
C16B	−0.1681 (11)	0.4307 (6)	0.7660 (7)	0.034 (3)
H16X	−0.1290	0.3883	0.7601	0.050*
H16Y	−0.1629	0.4572	0.7143	0.050*
H16Z	−0.2614	0.4236	0.7757	0.050*
C17B	0.1307 (11)	0.3955 (5)	0.8582 (7)	0.029 (3)
H17X	0.1522	0.3904	0.9201	0.035*
H17Y	0.0709	0.3581	0.8377	0.035*
C18B	0.2599 (13)	0.3964 (5)	0.8153 (7)	0.035 (3)
H18X	0.3401	0.3977	0.8574	0.042*
H18Y	0.2617	0.3580	0.7789	0.042*
C19B	0.2352 (12)	0.4122 (5)	0.6145 (6)	0.029 (3)
H19X	0.2899	0.4056	0.5690	0.044*
H19Y	0.1539	0.4338	0.5915	0.044*
H19Z	0.2117	0.3697	0.6399	0.044*
C20B	0.4543 (11)	0.4232 (6)	0.7034 (7)	0.036 (3)
H20X	0.5046	0.4459	0.7512	0.055*
H20Y	0.5039	0.4275	0.6543	0.055*
H20Z	0.4413	0.3767	0.7183	0.055*
C21B	0.4192 (12)	0.5298 (6)	0.5803 (7)	0.034 (3)
H21X	0.5147	0.5337	0.6023	0.041*
H21Y	0.4031	0.4920	0.5423	0.041*
C22B	0.3702 (11)	0.5938 (6)	0.5364 (7)	0.032 (3)
H22X	0.3275	0.5848	0.4785	0.039*
H22Y	0.4461	0.6256	0.5327	0.039*
C23B	0.0751 (12)	0.6478 (5)	0.4722 (6)	0.033 (3)
H23X	0.0258	0.6833	0.4423	0.049*
H23Y	0.0122	0.6147	0.4920	0.049*
H23Z	0.1294	0.6277	0.4339	0.049*
C24B	0.2517 (12)	0.7292 (5)	0.5168 (7)	0.037 (3)
H24X	0.3119	0.7464	0.5646	0.056*
H24Y	0.1968	0.7643	0.4911	0.056*
H24Z	0.3039	0.7124	0.4748	0.056*
C25B	0.0014 (11)	0.7717 (5)	0.5868 (7)	0.029 (3)
H25X	0.0622	0.8111	0.5922	0.035*
H25Y	−0.0369	0.7685	0.5269	0.035*
C26B	−0.1087 (13)	0.7785 (5)	0.6411 (7)	0.034 (3)
H26X	−0.1967	0.7802	0.6069	0.041*
H26Y	−0.0935	0.8177	0.6767	0.041*
C27B	−0.3195 (11)	0.6651 (5)	0.6463 (7)	0.031 (3)
H27X	−0.2803	0.6267	0.6251	0.047*
H27Y	−0.3322	0.6984	0.6011	0.047*
H27Z	−0.4057	0.6520	0.6651	0.047*
C28B	−0.2971 (12)	0.7522 (5)	0.7576 (8)	0.037 (3)
H28X	−0.3262	0.7832	0.7120	0.055*
H28Y	−0.2340	0.7746	0.7999	0.055*
H28Z	−0.3744	0.7350	0.7841	0.055*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Fe1	0.0263 (9)	0.0259 (8)	0.0200 (8)	0.0012 (7)	−0.0003 (7)	0.0032 (6)
Fe2	0.0191 (8)	0.0216 (8)	0.0195 (7)	0.0003 (6)	0.0003 (6)	0.0007 (6)
Cl1	0.0352 (17)	0.0360 (16)	0.0327 (15)	−0.0028 (13)	−0.0041 (13)	−0.0017 (12)
Cl2	0.0341 (16)	0.0313 (15)	0.0385 (16)	0.0080 (13)	0.0012 (13)	−0.0024 (12)
Cl3	0.0412 (18)	0.0498 (18)	0.0287 (15)	−0.0084 (14)	0.0042 (13)	0.0107 (13)
Cl4	0.0229 (14)	0.0268 (13)	0.0221 (12)	0.0024 (11)	−0.0018 (10)	0.0041 (10)
O1	0.023 (4)	0.035 (4)	0.018 (3)	0.000 (3)	−0.001 (3)	0.002 (3)
N1	0.030 (5)	0.022 (4)	0.020 (4)	0.004 (4)	0.005 (4)	−0.005 (4)
N2	0.023 (5)	0.021 (4)	0.029 (5)	0.000 (4)	0.003 (4)	0.001 (4)
N3	0.019 (5)	0.023 (5)	0.026 (5)	0.001 (4)	−0.007 (4)	0.007 (4)
N4	0.017 (5)	0.029 (5)	0.016 (4)	−0.004 (4)	0.005 (3)	−0.001 (4)
C1	0.033 (7)	0.018 (5)	0.033 (6)	0.003 (5)	0.009 (5)	0.005 (5)
C2	0.020 (6)	0.026 (6)	0.039 (6)	0.004 (5)	−0.006 (5)	−0.002 (5)
C3	0.026 (6)	0.022 (5)	0.031 (6)	0.001 (5)	−0.009 (5)	−0.004 (5)
C4	0.035 (7)	0.025 (6)	0.022 (5)	0.010 (5)	0.001 (5)	0.000 (4)
C5	0.036 (7)	0.023 (5)	0.013 (5)	0.011 (5)	0.003 (4)	0.007 (4)
C6	0.031 (6)	0.027 (6)	0.026 (6)	0.008 (5)	0.015 (5)	0.008 (5)
C7	0.012 (5)	0.040 (6)	0.031 (6)	−0.003 (5)	0.008 (5)	0.007 (5)
C8	0.021 (6)	0.027 (6)	0.024 (5)	−0.002 (5)	−0.012 (5)	0.004 (4)
C9	0.029 (6)	0.023 (5)	0.025 (6)	0.001 (5)	−0.013 (5)	0.007 (4)
C10	0.029 (6)	0.030 (6)	0.021 (5)	0.005 (5)	0.000 (5)	−0.001 (4)
C11	0.031 (7)	0.035 (6)	0.036 (6)	−0.001 (5)	0.005 (5)	−0.014 (5)
C12	0.024 (6)	0.046 (7)	0.029 (6)	−0.002 (5)	0.011 (5)	−0.001 (5)
C13	0.034 (7)	0.040 (7)	0.048 (8)	−0.005 (6)	0.017 (6)	0.003 (6)
C14	0.050 (8)	0.042 (7)	0.033 (7)	0.004 (6)	0.026 (6)	0.007 (5)
C15	0.039 (8)	0.051 (8)	0.048 (8)	0.003 (6)	0.010 (6)	−0.018 (6)
C16	0.019 (6)	0.028 (6)	0.047 (7)	0.007 (5)	0.000 (5)	0.000 (5)
C17	0.056 (9)	0.033 (7)	0.036 (7)	−0.005 (6)	−0.001 (6)	−0.014 (5)
C18	0.036 (7)	0.027 (6)	0.046 (7)	0.004 (5)	−0.007 (6)	−0.021 (5)
C19	0.047 (8)	0.023 (6)	0.040 (7)	0.003 (5)	−0.013 (6)	0.005 (5)
C20	0.024 (6)	0.041 (7)	0.043 (7)	−0.014 (5)	0.001 (5)	0.008 (6)
C21	0.020 (6)	0.043 (7)	0.057 (8)	0.001 (5)	0.017 (6)	0.013 (6)
C22	0.039 (7)	0.037 (7)	0.021 (6)	−0.001 (5)	0.004 (5)	0.007 (5)
C23	0.034 (7)	0.031 (6)	0.024 (6)	0.001 (5)	0.003 (5)	−0.004 (5)
C24	0.033 (7)	0.047 (7)	0.029 (6)	0.007 (6)	0.007 (5)	−0.004 (5)
C25	0.039 (7)	0.026 (6)	0.024 (6)	0.004 (5)	0.001 (5)	−0.001 (5)
C26	0.028 (6)	0.022 (6)	0.040 (7)	0.008 (5)	0.001 (5)	0.000 (5)
C27	0.027 (7)	0.026 (6)	0.055 (8)	−0.003 (5)	−0.013 (6)	−0.002 (5)
C28	0.035 (7)	0.019 (6)	0.072 (9)	−0.002 (5)	0.014 (7)	0.015 (6)
Fe1B	0.0198 (8)	0.0272 (8)	0.0196 (7)	−0.0008 (6)	−0.0025 (6)	−0.0033 (6)
Fe2B	0.0216 (8)	0.0217 (8)	0.0157 (7)	−0.0006 (6)	−0.0005 (6)	0.0006 (6)
Cl1B	0.0288 (15)	0.0360 (15)	0.0273 (14)	0.0042 (12)	−0.0015 (12)	0.0048 (11)
Cl2B	0.0314 (16)	0.0298 (15)	0.0396 (16)	−0.0034 (12)	0.0016 (13)	0.0064 (12)
Cl3B	0.0329 (17)	0.0542 (19)	0.0325 (15)	0.0121 (14)	0.0029 (13)	−0.0140 (14)
Cl4B	0.0250 (14)	0.0261 (13)	0.0227 (13)	−0.0029 (11)	−0.0020 (11)	−0.0027 (10)
O1B	0.030 (4)	0.020 (3)	0.023 (4)	−0.002 (3)	0.005 (3)	−0.006 (3)
N1B	0.020 (5)	0.028 (5)	0.017 (4)	−0.003 (4)	−0.005 (4)	−0.003 (4)
N2B	0.018 (5)	0.019 (4)	0.020 (4)	−0.001 (4)	−0.002 (4)	0.004 (3)
N3B	0.024 (5)	0.034 (5)	0.010 (4)	−0.007 (4)	−0.005 (4)	−0.002 (4)
N4B	0.012 (4)	0.027 (5)	0.023 (4)	−0.009 (4)	0.005 (4)	0.000 (4)
C1B	0.027 (6)	0.027 (6)	0.028 (6)	0.010 (5)	−0.001 (5)	0.003 (5)
C2B	0.017 (6)	0.028 (6)	0.034 (6)	−0.003 (5)	0.010 (5)	−0.004 (5)
C3B	0.030 (6)	0.020 (5)	0.034 (6)	0.015 (5)	0.002 (5)	−0.003 (5)
C4B	0.046 (7)	0.017 (5)	0.018 (5)	−0.005 (5)	−0.011 (5)	0.002 (4)
C5B	0.029 (6)	0.026 (5)	0.016 (5)	−0.006 (5)	0.001 (4)	0.004 (4)
C6B	0.025 (6)	0.034 (6)	0.006 (4)	−0.007 (5)	0.002 (4)	0.001 (4)
C7B	0.012 (5)	0.035 (6)	0.024 (5)	−0.006 (5)	0.000 (4)	−0.005 (5)
C8B	0.026 (6)	0.031 (6)	0.014 (5)	0.003 (5)	−0.003 (4)	−0.003 (4)
C9B	0.021 (6)	0.021 (5)	0.037 (6)	−0.005 (5)	−0.007 (5)	0.002 (5)
C10B	0.028 (6)	0.025 (6)	0.024 (6)	0.001 (5)	0.003 (5)	0.004 (4)
C11B	0.027 (6)	0.026 (6)	0.025 (6)	−0.003 (5)	0.002 (5)	0.008 (4)
C12B	0.023 (6)	0.035 (6)	0.021 (5)	−0.004 (5)	0.003 (5)	0.008 (5)
C13B	0.029 (7)	0.043 (7)	0.033 (6)	0.002 (5)	0.016 (5)	0.000 (5)
C14B	0.018 (6)	0.041 (7)	0.047 (7)	−0.005 (5)	0.008 (5)	−0.001 (6)
C15B	0.034 (7)	0.054 (8)	0.028 (6)	−0.007 (6)	0.012 (5)	0.014 (5)
C16B	0.023 (6)	0.037 (7)	0.039 (7)	−0.008 (5)	0.002 (5)	0.008 (5)
C17B	0.035 (7)	0.029 (6)	0.024 (5)	0.004 (5)	0.012 (5)	0.008 (5)
C18B	0.057 (8)	0.026 (6)	0.023 (6)	0.015 (6)	0.001 (6)	0.006 (5)
C19B	0.044 (7)	0.022 (5)	0.019 (5)	−0.005 (5)	−0.006 (5)	−0.006 (4)
C20B	0.029 (7)	0.048 (7)	0.032 (6)	0.012 (6)	−0.003 (5)	−0.002 (5)
C21B	0.026 (7)	0.042 (7)	0.037 (7)	0.000 (5)	0.015 (5)	0.003 (5)
C22B	0.029 (7)	0.046 (7)	0.022 (6)	−0.013 (5)	0.008 (5)	−0.007 (5)
C23B	0.045 (7)	0.037 (6)	0.016 (5)	−0.008 (6)	−0.001 (5)	0.002 (5)
C24B	0.047 (8)	0.029 (6)	0.034 (6)	−0.013 (6)	0.008 (6)	0.003 (5)
C25B	0.036 (7)	0.017 (5)	0.029 (6)	−0.008 (5)	−0.010 (5)	0.006 (4)
C26B	0.049 (8)	0.029 (6)	0.024 (6)	0.003 (6)	0.001 (5)	0.004 (5)
C27B	0.027 (6)	0.033 (6)	0.030 (6)	0.000 (5)	−0.006 (5)	0.006 (5)
C28B	0.033 (7)	0.024 (6)	0.054 (7)	0.005 (5)	0.004 (6)	−0.009 (5)

Geometric parameters (Å, º)

Fe1—O1	1.785 (7)	Fe1B—O1B	1.752 (7)
Fe1—Cl3	2.145 (3)	Fe1B—Cl2B	2.131 (3)
Fe1—Cl1	2.181 (3)	Fe1B—Cl1B	2.264 (3)
Fe1—Cl2	2.352 (3)	Fe1B—Cl3B	2.325 (3)
Fe2—O1	1.792 (7)	Fe2B—O1B	1.763 (7)
Fe2—N3	2.143 (9)	Fe2B—N4B	2.175 (8)
Fe2—N1	2.166 (9)	Fe2B—N2B	2.176 (7)
Fe2—N2	2.168 (8)	Fe2B—N1B	2.196 (9)
Fe2—N4	2.201 (8)	Fe2B—N3B	2.212 (8)
Fe2—Cl4	2.557 (3)	Fe2B—Cl4B	2.509 (3)
N1—C1	1.433 (13)	N1B—C12B	1.466 (12)
N1—C12	1.549 (13)	N1B—C1B	1.574 (13)
N1—H1	1.0000	N1B—H1BN	1.0000
N2—C3	1.430 (13)	N2B—C4B	1.425 (13)
N2—C4	1.571 (13)	N2B—C3B	1.577 (12)
N2—H2	1.0000	N2B—H2BN	1.0000
N3—C7	1.459 (13)	N3B—C6B	1.435 (12)
N3—C6	1.612 (13)	N3B—C7B	1.541 (13)
N3—H3	1.0000	N3B—H3BN	1.0000
N4—C9	1.461 (13)	N4B—C10B	1.470 (12)
N4—C10	1.515 (12)	N4B—C9B	1.560 (13)
N4—H4	1.0000	N4B—H4BN	1.0000
C1—C2	1.560 (15)	C1B—C14B	1.511 (15)
C1—C14	1.567 (15)	C1B—C2B	1.528 (14)
C1—H1A	1.0000	C1B—H1B	1.0000
C2—C28	1.485 (15)	C2B—C3B	1.488 (15)
C2—C27	1.554 (14)	C2B—C27B	1.523 (15)
C2—C3	1.595 (15)	C2B—C28B	1.594 (14)
C3—C26	1.555 (14)	C3B—C26B	1.523 (14)
C3—H3A	1.0000	C3B—H3B	1.0000
C4—C25	1.502 (15)	C4B—C25B	1.591 (14)
C4—C5	1.508 (14)	C4B—C5B	1.606 (15)
C4—H4A	1.0000	C4B—H4B	1.0000
C5—C6	1.476 (15)	C5B—C24B	1.485 (14)
C5—C23	1.554 (13)	C5B—C23B	1.513 (14)
C5—C24	1.623 (14)	C5B—C6B	1.603 (14)
C6—C22	1.456 (15)	C6B—C22B	1.598 (14)
C6—H6A	1.0000	C6B—H6B	1.0000
C7—C21	1.567 (15)	C7B—C8B	1.495 (14)
C7—C8	1.579 (15)	C7B—C21B	1.547 (14)
C7—H7A	1.0000	C7B—H7B	1.0000
C8—C20	1.501 (15)	C8B—C19B	1.516 (14)
C8—C9	1.506 (15)	C8B—C9B	1.547 (15)
C8—C19	1.550 (14)	C8B—C20B	1.597 (14)
C9—C18	1.613 (14)	C9B—C18B	1.513 (14)
C9—H9A	1.0000	C9B—H9B	1.0000
C10—C17	1.513 (15)	C10B—C11B	1.539 (15)
C10—C11	1.515 (16)	C10B—C17B	1.589 (14)
C10—H10A	1.0000	C10B—H10B	1.0000
C11—C12	1.532 (16)	C11B—C15B	1.504 (14)
C11—C16	1.551 (15)	C11B—C16B	1.529 (15)
C11—C15	1.575 (15)	C11B—C12B	1.579 (15)
C12—C13	1.508 (16)	C12B—C13B	1.556 (15)
C12—H12A	1.0000	C12B—H12B	1.0000
C13—C14	1.545 (16)	C13B—C14B	1.500 (15)
C13—H13A	0.9900	C13B—H13X	0.9900
C13—H13B	0.9900	C13B—H13Y	0.9900
C14—H14A	0.9900	C14B—H14X	0.9900
C14—H14B	0.9900	C14B—H14Y	0.9900
C15—H15A	0.9800	C15B—H15X	0.9800
C15—H15B	0.9800	C15B—H15Y	0.9800
C15—H15C	0.9800	C15B—H15Z	0.9800
C16—H16A	0.9800	C16B—H16X	0.9800
C16—H16B	0.9800	C16B—H16Y	0.9800
C16—H16C	0.9800	C16B—H16Z	0.9800
C17—C18	1.539 (17)	C17B—C18B	1.547 (16)
C17—H17A	0.9900	C17B—H17X	0.9900
C17—H17B	0.9900	C17B—H17Y	0.9900
C18—H18A	0.9900	C18B—H18X	0.9900
C18—H18B	0.9900	C18B—H18Y	0.9900
C19—H19A	0.9800	C19B—H19X	0.9800
C19—H19B	0.9800	C19B—H19Y	0.9800
C19—H19C	0.9800	C19B—H19Z	0.9800
C20—H20A	0.9800	C20B—H20X	0.9800
C20—H20B	0.9800	C20B—H20Y	0.9800
C20—H20C	0.9800	C20B—H20Z	0.9800
C21—C22	1.549 (16)	C21B—C22B	1.541 (15)
C21—H21A	0.9900	C21B—H21X	0.9900
C21—H21B	0.9900	C21B—H21Y	0.9900
C22—H22A	0.9900	C22B—H22X	0.9900
C22—H22B	0.9900	C22B—H22Y	0.9900
C23—H23A	0.9800	C23B—H23X	0.9800
C23—H23B	0.9800	C23B—H23Y	0.9800
C23—H23C	0.9800	C23B—H23Z	0.9800
C24—H24A	0.9800	C24B—H24X	0.9800
C24—H24B	0.9800	C24B—H24Y	0.9800
C24—H24C	0.9800	C24B—H24Z	0.9800
C25—C26	1.488 (15)	C25B—C26B	1.506 (16)
C25—H25A	0.9900	C25B—H25X	0.9900
C25—H25B	0.9900	C25B—H25Y	0.9900
C26—H26B	0.9900	C26B—H26X	0.9900
C26—H26A	0.9900	C26B—H26Y	0.9900
C27—H27A	0.9800	C27B—H27X	0.9800
C27—H27B	0.9800	C27B—H27Y	0.9800
C27—H27C	0.9800	C27B—H27Z	0.9800
C28—H28C	0.9800	C28B—H28X	0.9800
C28—H28B	0.9800	C28B—H28Y	0.9800
C28—H28A	0.9800	C28B—H28Z	0.9800
O1—Fe1—Cl3	106.7 (3)	O1B—Fe1B—Cl2B	106.0 (2)
O1—Fe1—Cl1	108.4 (3)	O1B—Fe1B—Cl1B	108.2 (2)
Cl3—Fe1—Cl1	110.36 (13)	Cl2B—Fe1B—Cl1B	109.58 (12)
O1—Fe1—Cl2	110.8 (2)	O1B—Fe1B—Cl3B	109.3 (3)
Cl3—Fe1—Cl2	109.84 (13)	Cl2B—Fe1B—Cl3B	107.13 (13)
Cl1—Fe1—Cl2	110.72 (13)	Cl1B—Fe1B—Cl3B	116.23 (12)
O1—Fe2—N3	93.7 (3)	O1B—Fe2B—N4B	93.7 (3)
O1—Fe2—N1	98.6 (3)	O1B—Fe2B—N2B	95.7 (3)
N3—Fe2—N1	167.7 (3)	N4B—Fe2B—N2B	170.6 (3)
O1—Fe2—N2	94.3 (3)	O1B—Fe2B—N1B	94.7 (3)
N3—Fe2—N2	85.2 (3)	N4B—Fe2B—N1B	94.7 (3)
N1—Fe2—N2	94.0 (3)	N2B—Fe2B—N1B	84.6 (3)
O1—Fe2—N4	96.8 (3)	O1B—Fe2B—N3B	97.8 (3)
N3—Fe2—N4	93.7 (3)	N4B—Fe2B—N3B	84.1 (3)
N1—Fe2—N4	84.8 (3)	N2B—Fe2B—N3B	94.6 (3)
N2—Fe2—N4	168.9 (3)	N1B—Fe2B—N3B	167.6 (3)
O1—Fe2—Cl4	178.5 (3)	O1B—Fe2B—Cl4B	179.2 (2)
N3—Fe2—Cl4	87.2 (2)	N4B—Fe2B—Cl4B	87.1 (2)
N1—Fe2—Cl4	80.4 (2)	N2B—Fe2B—Cl4B	83.5 (2)
N2—Fe2—Cl4	84.5 (2)	N1B—Fe2B—Cl4B	85.0 (2)
N4—Fe2—Cl4	84.4 (2)	N3B—Fe2B—Cl4B	82.6 (2)
Fe1—O1—Fe2	175.2 (5)	Fe1B—O1B—Fe2B	175.7 (4)
C1—N1—C12	103.5 (8)	C12B—N1B—C1B	101.1 (7)
C1—N1—Fe2	113.9 (6)	C12B—N1B—Fe2B	118.1 (6)
C12—N1—Fe2	121.0 (6)	C1B—N1B—Fe2B	124.2 (6)
C1—N1—H1	105.7	C12B—N1B—H1BN	103.6
C12—N1—H1	105.7	C1B—N1B—H1BN	103.6
Fe2—N1—H1	105.7	Fe2B—N1B—H1BN	103.6
C3—N2—C4	98.8 (7)	C4B—N2B—C3B	102.8 (8)
C3—N2—Fe2	116.7 (6)	C4B—N2B—Fe2B	114.4 (6)
C4—N2—Fe2	122.8 (6)	C3B—N2B—Fe2B	118.8 (6)
C3—N2—H2	105.7	C4B—N2B—H2BN	106.7
C4—N2—H2	105.7	C3B—N2B—H2BN	106.7
Fe2—N2—H2	105.7	Fe2B—N2B—H2BN	106.7
C7—N3—C6	101.1 (7)	C6B—N3B—C7B	101.0 (8)
C7—N3—Fe2	115.3 (6)	C6B—N3B—Fe2B	115.5 (6)
C6—N3—Fe2	122.2 (6)	C7B—N3B—Fe2B	121.0 (6)
C7—N3—H3	105.6	C6B—N3B—H3BN	106.1
C6—N3—H3	105.6	C7B—N3B—H3BN	106.1
Fe2—N3—H3	105.6	Fe2B—N3B—H3BN	106.1
C9—N4—C10	102.1 (8)	C10B—N4B—C9B	102.2 (7)
C9—N4—Fe2	112.8 (6)	C10B—N4B—Fe2B	113.9 (6)
C10—N4—Fe2	122.6 (6)	C9B—N4B—Fe2B	119.2 (6)
C9—N4—H4	106.1	C10B—N4B—H4BN	106.9
C10—N4—H4	106.1	C9B—N4B—H4BN	106.9
Fe2—N4—H4	106.1	Fe2B—N4B—H4BN	106.9
N1—C1—C2	114.9 (8)	C14B—C1B—C2B	113.1 (9)
N1—C1—C14	99.7 (8)	C14B—C1B—N1B	106.8 (8)
C2—C1—C14	118.8 (10)	C2B—C1B—N1B	116.2 (8)
N1—C1—H1A	107.6	C14B—C1B—H1B	106.8
C2—C1—H1A	107.6	C2B—C1B—H1B	106.8
C14—C1—H1A	107.6	N1B—C1B—H1B	106.8
C28—C2—C27	109.3 (9)	C3B—C2B—C27B	111.3 (9)
C28—C2—C1	107.0 (9)	C3B—C2B—C1B	105.7 (9)
C27—C2—C1	110.7 (9)	C27B—C2B—C1B	113.0 (9)
C28—C2—C3	102.3 (8)	C3B—C2B—C28B	111.0 (9)
C27—C2—C3	112.8 (9)	C27B—C2B—C28B	108.6 (9)
C1—C2—C3	114.2 (8)	C1B—C2B—C28B	107.2 (9)
N2—C3—C26	103.9 (9)	C2B—C3B—C26B	110.3 (9)
N2—C3—C2	112.4 (8)	C2B—C3B—N2B	118.9 (9)
C26—C3—C2	120.3 (9)	C26B—C3B—N2B	107.0 (8)
N2—C3—H3A	106.4	C2B—C3B—H3B	106.7
C26—C3—H3A	106.4	C26B—C3B—H3B	106.7
C2—C3—H3A	106.4	N2B—C3B—H3B	106.7
C25—C4—C5	113.1 (9)	N2B—C4B—C25B	100.1 (9)
C25—C4—N2	107.6 (9)	N2B—C4B—C5B	114.6 (8)
C5—C4—N2	115.7 (8)	C25B—C4B—C5B	119.6 (8)
C25—C4—H4A	106.7	N2B—C4B—H4B	107.3
C5—C4—H4A	106.7	C25B—C4B—H4B	107.3
N2—C4—H4A	106.7	C5B—C4B—H4B	107.3
C6—C5—C4	107.8 (8)	C24B—C5B—C23B	108.9 (8)
C6—C5—C23	114.4 (8)	C24B—C5B—C6B	104.7 (9)
C4—C5—C23	109.2 (9)	C23B—C5B—C6B	112.7 (8)
C6—C5—C24	108.0 (9)	C24B—C5B—C4B	105.2 (9)
C4—C5—C24	105.9 (8)	C23B—C5B—C4B	112.7 (9)
C23—C5—C24	111.1 (8)	C6B—C5B—C4B	112.0 (7)
C22—C6—C5	112.4 (9)	N3B—C6B—C22B	100.6 (8)
C22—C6—N3	104.6 (8)	N3B—C6B—C5B	116.0 (8)
C5—C6—N3	117.2 (8)	C22B—C6B—C5B	118.5 (8)
C22—C6—H6A	107.4	N3B—C6B—H6B	107.0
C5—C6—H6A	107.4	C22B—C6B—H6B	107.0
N3—C6—H6A	107.4	C5B—C6B—H6B	107.0
N3—C7—C21	100.6 (9)	C8B—C7B—N3B	119.4 (8)
N3—C7—C8	115.1 (8)	C8B—C7B—C21B	110.1 (9)
C21—C7—C8	120.4 (9)	N3B—C7B—C21B	106.6 (8)
N3—C7—H7A	106.6	C8B—C7B—H7B	106.7
C21—C7—H7A	106.6	N3B—C7B—H7B	106.7
C8—C7—H7A	106.6	C21B—C7B—H7B	106.7
C20—C8—C9	105.4 (9)	C7B—C8B—C19B	112.8 (8)
C20—C8—C19	111.4 (9)	C7B—C8B—C9B	103.8 (8)
C9—C8—C19	109.2 (9)	C19B—C8B—C9B	114.9 (9)
C20—C8—C7	104.3 (9)	C7B—C8B—C20B	110.7 (9)
C9—C8—C7	113.4 (8)	C19B—C8B—C20B	106.3 (9)
C19—C8—C7	112.8 (9)	C9B—C8B—C20B	108.4 (8)
N4—C9—C8	114.4 (8)	C18B—C9B—C8B	111.2 (9)
N4—C9—C18	101.5 (8)	C18B—C9B—N4B	108.7 (9)
C8—C9—C18	119.3 (9)	C8B—C9B—N4B	115.5 (8)
N4—C9—H9A	106.9	C18B—C9B—H9B	107.0
C8—C9—H9A	106.9	C8B—C9B—H9B	107.0
C18—C9—H9A	106.9	N4B—C9B—H9B	107.0
C17—C10—N4	109.2 (9)	N4B—C10B—C11B	114.3 (8)
C17—C10—C11	110.3 (9)	N4B—C10B—C17B	101.3 (8)
N4—C10—C11	116.6 (9)	C11B—C10B—C17B	120.6 (9)
C17—C10—H10A	106.7	N4B—C10B—H10B	106.6
N4—C10—H10A	106.7	C11B—C10B—H10B	106.6
C11—C10—H10A	106.7	C17B—C10B—H10B	106.6
C10—C11—C12	103.0 (9)	C15B—C11B—C16B	111.8 (9)
C10—C11—C16	115.0 (10)	C15B—C11B—C10B	106.8 (9)
C12—C11—C16	112.8 (9)	C16B—C11B—C10B	109.1 (9)
C10—C11—C15	110.8 (9)	C15B—C11B—C12B	103.7 (9)
C12—C11—C15	110.8 (10)	C16B—C11B—C12B	111.2 (8)
C16—C11—C15	104.6 (9)	C10B—C11B—C12B	114.1 (8)
C13—C12—C11	110.4 (9)	N1B—C12B—C13B	101.1 (8)
C13—C12—N1	105.8 (9)	N1B—C12B—C11B	114.7 (8)
C11—C12—N1	118.4 (9)	C13B—C12B—C11B	123.7 (9)
C13—C12—H12A	107.2	N1B—C12B—H12B	105.3
C11—C12—H12A	107.2	C13B—C12B—H12B	105.3
N1—C12—H12A	107.2	C11B—C12B—H12B	105.3
C12—C13—C14	98.8 (9)	C14B—C13B—C12B	111.3 (9)
C12—C13—H13A	112.0	C14B—C13B—H13X	109.4
C14—C13—H13A	112.0	C12B—C13B—H13X	109.4
C12—C13—H13B	112.0	C14B—C13B—H13Y	109.4
C14—C13—H13B	112.0	C12B—C13B—H13Y	109.4
H13A—C13—H13B	109.7	H13X—C13B—H13Y	108.0
C13—C14—C1	111.1 (10)	C13B—C14B—C1B	100.8 (9)
C13—C14—H14A	109.4	C13B—C14B—H14X	111.6
C1—C14—H14A	109.4	C1B—C14B—H14X	111.6
C13—C14—H14B	109.4	C13B—C14B—H14Y	111.6
C1—C14—H14B	109.4	C1B—C14B—H14Y	111.6
H14A—C14—H14B	108.0	H14X—C14B—H14Y	109.4
C11—C15—H15A	109.5	C11B—C15B—H15X	109.5
C11—C15—H15B	109.5	C11B—C15B—H15Y	109.5
H15A—C15—H15B	109.5	H15X—C15B—H15Y	109.5
C11—C15—H15C	109.5	C11B—C15B—H15Z	109.5
H15A—C15—H15C	109.5	H15X—C15B—H15Z	109.5
H15B—C15—H15C	109.5	H15Y—C15B—H15Z	109.5
C11—C16—H16A	109.5	C11B—C16B—H16X	109.5
C11—C16—H16B	109.5	C11B—C16B—H16Y	109.5
H16A—C16—H16B	109.5	H16X—C16B—H16Y	109.5
C11—C16—H16C	109.5	C11B—C16B—H16Z	109.5
H16A—C16—H16C	109.5	H16X—C16B—H16Z	109.5
H16B—C16—H16C	109.5	H16Y—C16B—H16Z	109.5
C10—C17—C18	98.5 (9)	C18B—C17B—C10B	109.0 (8)
C10—C17—H17A	112.1	C18B—C17B—H17X	109.9
C18—C17—H17A	112.1	C10B—C17B—H17X	109.9
C10—C17—H17B	112.1	C18B—C17B—H17Y	109.9
C18—C17—H17B	112.1	C10B—C17B—H17Y	109.9
H17A—C17—H17B	109.7	H17X—C17B—H17Y	108.3
C17—C18—C9	109.7 (9)	C9B—C18B—C17B	101.0 (8)
C17—C18—H18A	109.7	C9B—C18B—H18X	111.6
C9—C18—H18A	109.7	C17B—C18B—H18X	111.6
C17—C18—H18B	109.7	C9B—C18B—H18Y	111.6
C9—C18—H18B	109.7	C17B—C18B—H18Y	111.6
H18A—C18—H18B	108.2	H18X—C18B—H18Y	109.4
C8—C19—H19A	109.5	C8B—C19B—H19X	109.5
C8—C19—H19B	109.5	C8B—C19B—H19Y	109.5
H19A—C19—H19B	109.5	H19X—C19B—H19Y	109.5
C8—C19—H19C	109.5	C8B—C19B—H19Z	109.5
H19A—C19—H19C	109.5	H19X—C19B—H19Z	109.5
H19B—C19—H19C	109.5	H19Y—C19B—H19Z	109.5
C8—C20—H20A	109.5	C8B—C20B—H20X	109.5
C8—C20—H20B	109.5	C8B—C20B—H20Y	109.5
H20A—C20—H20B	109.5	H20X—C20B—H20Y	109.5
C8—C20—H20C	109.5	C8B—C20B—H20Z	109.5
H20A—C20—H20C	109.5	H20X—C20B—H20Z	109.5
H20B—C20—H20C	109.5	H20Y—C20B—H20Z	109.5
C22—C21—C7	109.7 (9)	C22B—C21B—C7B	99.8 (8)
C22—C21—H21A	109.7	C22B—C21B—H21X	111.8
C7—C21—H21A	109.7	C7B—C21B—H21X	111.8
C22—C21—H21B	109.7	C22B—C21B—H21Y	111.8
C7—C21—H21B	109.7	C7B—C21B—H21Y	111.8
H21A—C21—H21B	108.2	H21X—C21B—H21Y	109.5
C6—C22—C21	101.5 (9)	C21B—C22B—C6B	107.9 (8)
C6—C22—H22A	111.5	C21B—C22B—H22X	110.1
C21—C22—H22A	111.5	C6B—C22B—H22X	110.1
C6—C22—H22B	111.5	C21B—C22B—H22Y	110.1
C21—C22—H22B	111.5	C6B—C22B—H22Y	110.1
H22A—C22—H22B	109.3	H22X—C22B—H22Y	108.4
C5—C23—H23A	109.5	C5B—C23B—H23X	109.5
C5—C23—H23B	109.5	C5B—C23B—H23Y	109.5
H23A—C23—H23B	109.5	H23X—C23B—H23Y	109.5
C5—C23—H23C	109.5	C5B—C23B—H23Z	109.5
H23A—C23—H23C	109.5	H23X—C23B—H23Z	109.5
H23B—C23—H23C	109.5	H23Y—C23B—H23Z	109.5
C5—C24—H24A	109.5	C5B—C24B—H24X	109.5
C5—C24—H24B	109.5	C5B—C24B—H24Y	109.5
H24A—C24—H24B	109.5	H24X—C24B—H24Y	109.5
C5—C24—H24C	109.5	C5B—C24B—H24Z	109.5
H24A—C24—H24C	109.5	H24X—C24B—H24Z	109.5
H24B—C24—H24C	109.5	H24Y—C24B—H24Z	109.5
C26—C25—C4	100.2 (8)	C26B—C25B—C4B	110.9 (8)
C26—C25—H25A	111.7	C26B—C25B—H25X	109.5
C4—C25—H25A	111.7	C4B—C25B—H25X	109.5
C26—C25—H25B	111.7	C26B—C25B—H25Y	109.5
C4—C25—H25B	111.7	C4B—C25B—H25Y	109.5
H25A—C25—H25B	109.5	H25X—C25B—H25Y	108.0
C25—C26—C3	109.8 (9)	C25B—C26B—C3B	100.2 (8)
C25—C26—H26B	109.7	C25B—C26B—H26X	111.7
C3—C26—H26B	109.7	C3B—C26B—H26X	111.7
C25—C26—H26A	109.7	C25B—C26B—H26Y	111.7
C3—C26—H26A	109.7	C3B—C26B—H26Y	111.7
H26B—C26—H26A	108.2	H26X—C26B—H26Y	109.5
C2—C27—H27A	109.5	C2B—C27B—H27X	109.5
C2—C27—H27B	109.5	C2B—C27B—H27Y	109.5
H27A—C27—H27B	109.5	H27X—C27B—H27Y	109.5
C2—C27—H27C	109.5	C2B—C27B—H27Z	109.5
H27A—C27—H27C	109.5	H27X—C27B—H27Z	109.5
H27B—C27—H27C	109.5	H27Y—C27B—H27Z	109.5
C2—C28—H28C	109.5	C2B—C28B—H28X	109.5
C2—C28—H28B	109.5	C2B—C28B—H28Y	109.5
H28C—C28—H28B	109.5	H28X—C28B—H28Y	109.5
C2—C28—H28A	109.5	C2B—C28B—H28Z	109.5
H28C—C28—H28A	109.5	H28X—C28B—H28Z	109.5
H28B—C28—H28A	109.5	H28Y—C28B—H28Z	109.5
C12—N1—C1—C2	−169.2 (9)	C12B—N1B—C1B—C14B	−42.9 (10)
Fe2—N1—C1—C2	57.5 (10)	Fe2B—N1B—C1B—C14B	−178.6 (7)
C12—N1—C1—C14	−41.0 (10)	C12B—N1B—C1B—C2B	−170.1 (9)
Fe2—N1—C1—C14	−174.3 (7)	Fe2B—N1B—C1B—C2B	54.3 (11)
N1—C1—C2—C28	174.2 (9)	C14B—C1B—C2B—C3B	171.9 (9)
C14—C1—C2—C28	56.4 (12)	N1B—C1B—C2B—C3B	−64.1 (11)
N1—C1—C2—C27	55.2 (12)	C14B—C1B—C2B—C27B	−66.1 (12)
C14—C1—C2—C27	−62.6 (12)	N1B—C1B—C2B—C27B	57.8 (12)
N1—C1—C2—C3	−73.4 (11)	C14B—C1B—C2B—C28B	53.5 (12)
C14—C1—C2—C3	168.8 (9)	N1B—C1B—C2B—C28B	177.4 (9)
C4—N2—C3—C26	39.6 (9)	C27B—C2B—C3B—C26B	73.4 (11)
Fe2—N2—C3—C26	173.4 (6)	C1B—C2B—C3B—C26B	−163.6 (9)
C4—N2—C3—C2	171.4 (8)	C28B—C2B—C3B—C26B	−47.7 (12)
Fe2—N2—C3—C2	−54.9 (10)	C27B—C2B—C3B—N2B	−50.6 (12)
C28—C2—C3—N2	−174.5 (9)	C1B—C2B—C3B—N2B	72.4 (11)
C27—C2—C3—N2	−57.2 (11)	C28B—C2B—C3B—N2B	−171.7 (8)
C1—C2—C3—N2	70.4 (11)	C4B—N2B—C3B—C2B	167.8 (9)
C28—C2—C3—C26	−51.5 (12)	Fe2B—N2B—C3B—C2B	−64.8 (11)
C27—C2—C3—C26	65.8 (12)	C4B—N2B—C3B—C26B	42.1 (10)
C1—C2—C3—C26	−166.7 (9)	Fe2B—N2B—C3B—C26B	169.6 (7)
C3—N2—C4—C25	−44.6 (9)	C3B—N2B—C4B—C25B	−41.1 (9)
Fe2—N2—C4—C25	−174.5 (6)	Fe2B—N2B—C4B—C25B	−171.3 (6)
C3—N2—C4—C5	−172.1 (9)	C3B—N2B—C4B—C5B	−170.3 (8)
Fe2—N2—C4—C5	58.1 (11)	Fe2B—N2B—C4B—C5B	59.5 (9)
C25—C4—C5—C6	167.4 (9)	N2B—C4B—C5B—C24B	172.8 (9)
N2—C4—C5—C6	−67.9 (11)	C25B—C4B—C5B—C24B	54.0 (12)
C25—C4—C5—C23	−67.7 (11)	N2B—C4B—C5B—C23B	54.3 (11)
N2—C4—C5—C23	56.9 (11)	C25B—C4B—C5B—C23B	−64.5 (12)
C25—C4—C5—C24	52.0 (11)	N2B—C4B—C5B—C6B	−74.0 (11)
N2—C4—C5—C24	176.7 (8)	C25B—C4B—C5B—C6B	167.1 (9)
C4—C5—C6—C22	−171.5 (9)	C7B—N3B—C6B—C22B	46.5 (8)
C23—C5—C6—C22	66.8 (12)	Fe2B—N3B—C6B—C22B	178.8 (6)
C24—C5—C6—C22	−57.5 (11)	C7B—N3B—C6B—C5B	175.6 (8)
C4—C5—C6—N3	67.3 (10)	Fe2B—N3B—C6B—C5B	−52.0 (9)
C23—C5—C6—N3	−54.4 (12)	C24B—C5B—C6B—N3B	−177.0 (9)
C24—C5—C6—N3	−178.6 (8)	C23B—C5B—C6B—N3B	−58.8 (11)
C7—N3—C6—C22	48.9 (10)	C4B—C5B—C6B—N3B	69.5 (11)
Fe2—N3—C6—C22	178.5 (7)	C24B—C5B—C6B—C22B	−57.2 (11)
C7—N3—C6—C5	174.1 (8)	C23B—C5B—C6B—C22B	61.0 (12)
Fe2—N3—C6—C5	−56.3 (10)	C4B—C5B—C6B—C22B	−170.6 (9)
C6—N3—C7—C21	−40.8 (9)	C6B—N3B—C7B—C8B	−172.7 (8)
Fe2—N3—C7—C21	−174.7 (6)	Fe2B—N3B—C7B—C8B	58.3 (11)
C6—N3—C7—C8	−171.8 (8)	C6B—N3B—C7B—C21B	−47.2 (9)
Fe2—N3—C7—C8	54.4 (10)	Fe2B—N3B—C7B—C21B	−176.2 (7)
N3—C7—C8—C20	175.2 (8)	N3B—C7B—C8B—C19B	57.2 (12)
C21—C7—C8—C20	54.5 (12)	C21B—C7B—C8B—C19B	−66.6 (11)
N3—C7—C8—C9	−70.7 (11)	N3B—C7B—C8B—C9B	−67.7 (10)
C21—C7—C8—C9	168.7 (9)	C21B—C7B—C8B—C9B	168.4 (8)
N3—C7—C8—C19	54.0 (12)	N3B—C7B—C8B—C20B	176.2 (8)
C21—C7—C8—C19	−66.6 (13)	C21B—C7B—C8B—C20B	52.3 (11)
C10—N4—C9—C8	166.6 (8)	C7B—C8B—C9B—C18B	−163.6 (9)
Fe2—N4—C9—C8	−60.0 (9)	C19B—C8B—C9B—C18B	72.8 (11)
C10—N4—C9—C18	36.7 (9)	C20B—C8B—C9B—C18B	−45.9 (12)
Fe2—N4—C9—C18	170.1 (6)	C7B—C8B—C9B—N4B	71.9 (10)
C20—C8—C9—N4	−172.1 (8)	C19B—C8B—C9B—N4B	−51.7 (11)
C19—C8—C9—N4	−52.3 (11)	C20B—C8B—C9B—N4B	−170.4 (8)
C7—C8—C9—N4	74.4 (10)	C10B—N4B—C9B—C18B	40.1 (10)
C20—C8—C9—C18	−51.7 (12)	Fe2B—N4B—C9B—C18B	166.6 (7)
C19—C8—C9—C18	68.1 (12)	C10B—N4B—C9B—C8B	165.8 (8)
C7—C8—C9—C18	−165.1 (9)	Fe2B—N4B—C9B—C8B	−67.6 (10)
C9—N4—C10—C17	−46.5 (10)	C9B—N4B—C10B—C11B	−171.3 (8)
Fe2—N4—C10—C17	−173.9 (7)	Fe2B—N4B—C10B—C11B	58.7 (10)
C9—N4—C10—C11	−172.3 (9)	C9B—N4B—C10B—C17B	−40.2 (9)
Fe2—N4—C10—C11	60.3 (11)	Fe2B—N4B—C10B—C17B	−170.1 (6)
C17—C10—C11—C12	163.8 (9)	N4B—C10B—C11B—C15B	168.8 (9)
N4—C10—C11—C12	−70.9 (11)	C17B—C10B—C11B—C15B	47.8 (13)
C17—C10—C11—C16	−73.1 (12)	N4B—C10B—C11B—C16B	47.7 (11)
N4—C10—C11—C16	52.2 (12)	C17B—C10B—C11B—C16B	−73.2 (11)
C17—C10—C11—C15	45.3 (13)	N4B—C10B—C11B—C12B	−77.2 (11)
N4—C10—C11—C15	170.5 (9)	C17B—C10B—C11B—C12B	161.8 (9)
C10—C11—C12—C13	−166.5 (9)	C1B—N1B—C12B—C13B	39.9 (10)
C16—C11—C12—C13	68.9 (12)	Fe2B—N1B—C12B—C13B	179.0 (6)
C15—C11—C12—C13	−48.1 (13)	C1B—N1B—C12B—C11B	175.3 (8)
C10—C11—C12—N1	71.4 (11)	Fe2B—N1B—C12B—C11B	−45.6 (11)
C16—C11—C12—N1	−53.3 (13)	C15B—C11B—C12B—N1B	−175.8 (9)
C15—C11—C12—N1	−170.2 (9)	C16B—C11B—C12B—N1B	−55.5 (12)
C1—N1—C12—C13	47.5 (11)	C10B—C11B—C12B—N1B	68.3 (11)
Fe2—N1—C12—C13	176.7 (7)	C15B—C11B—C12B—C13B	−51.7 (13)
C1—N1—C12—C11	171.9 (10)	C16B—C11B—C12B—C13B	68.6 (12)
Fe2—N1—C12—C11	−58.9 (12)	C10B—C11B—C12B—C13B	−167.6 (9)
C11—C12—C13—C14	−158.0 (9)	N1B—C12B—C13B—C14B	−27.3 (12)
N1—C12—C13—C14	−28.7 (11)	C11B—C12B—C13B—C14B	−157.3 (10)
C12—C13—C14—C1	3.7 (13)	C12B—C13B—C14B—C1B	0.9 (12)
N1—C1—C14—C13	24.3 (12)	C2B—C1B—C14B—C13B	153.6 (9)
C2—C1—C14—C13	149.8 (10)	N1B—C1B—C14B—C13B	24.6 (11)
N4—C10—C17—C18	32.0 (11)	N4B—C10B—C17B—C18B	30.1 (11)
C11—C10—C17—C18	161.4 (9)	C11B—C10B—C17B—C18B	157.3 (10)
C10—C17—C18—C9	−7.7 (12)	C8B—C9B—C18B—C17B	−148.0 (9)
N4—C9—C18—C17	−18.8 (11)	N4B—C9B—C18B—C17B	−19.7 (11)
C8—C9—C18—C17	−145.6 (10)	C10B—C17B—C18B—C9B	−5.8 (11)
N3—C7—C21—C22	23.6 (11)	C8B—C7B—C21B—C22B	155.2 (9)
C8—C7—C21—C22	151.2 (9)	N3B—C7B—C21B—C22B	24.2 (10)
C5—C6—C22—C21	−159.8 (9)	C7B—C21B—C22B—C6B	4.4 (11)
N3—C6—C22—C21	−31.7 (10)	N3B—C6B—C22B—C21B	−33.2 (10)
C7—C21—C22—C6	6.6 (12)	C5B—C6B—C22B—C21B	−160.7 (9)
C5—C4—C25—C26	157.2 (8)	N2B—C4B—C25B—C26B	30.6 (11)
N2—C4—C25—C26	28.2 (10)	C5B—C4B—C25B—C26B	156.5 (9)
C4—C25—C26—C3	−3.0 (11)	C4B—C25B—C26B—C3B	−4.6 (11)
N2—C3—C26—C25	−25.4 (11)	C2B—C3B—C26B—C25B	−151.5 (9)
C2—C3—C26—C25	−152.3 (9)	N2B—C3B—C26B—C25B	−20.9 (11)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···Cl4	1.00	2.55	3.064 (8)	112
N2—H2···Cl4	1.00	2.71	3.191 (9)	110
N3—H3···Cl4	1.00	2.79	3.257 (9)	109
N4—H4···Cl4	1.00	2.74	3.208 (8)	109
N1B—H1BN···Cl4B	1.00	2.69	3.186 (8)	111
N2B—H2BN···Cl4B	1.00	2.66	3.130 (9)	109
N3B—H3BN···Cl4B	1.00	2.65	3.124 (9)	109
N4B—H4BN···Cl4B	1.00	2.81	3.236 (8)	107
C16—H16B···Cl4	0.98	2.76	3.718 (11)	166
C27—H27B···Cl4	0.98	2.61	3.560 (11)	164
C16B—H16Y···Cl4B	0.98	2.53	3.495 (12)	168
C23B—H23Y···Cl4B	0.98	2.67	3.616 (11)	161
C28B—H28Z···Cl2B^i	0.98	2.73	3.624 (13)	152

Symmetry code: (i) x−1, y, z.