A complex containing both five- and six-coordinate [bis(5-bromosalicyli­dene)benzene-1,2-diimine]chloro­iron(III)

The title compound, aqua­chloro{4,4′-di­bromo-2,2′-[o-phenylenebis­(nitrilo­methyl­idyne)]­diphenolato-O,N,N′,O′}iron(III)–chloro{4,4′-di­bromo-2,2′-[o-phenyl­enebis­(nitrilomethyli-dyne)]diphenolato-O,N,N′,O′}iron(III)–di­methyl­form­amide (1/1/1), [FeCl(C₂₀H₁₂Br₂N₂O₂)][FeCl(C₂₀H₁₂Br₂N₂O₂)(H₂O)]·C₃H₇NO, contains one independent five-coordinate [FeCl(C₂₀H₁₂Br₂N₂O₂)] monomer, one six-coordinate [FeCl(C₂₀H₁₂Br₂N₂O₂)(H₂O)] monomer and a non-coordinating di­methyl­form­amide solvent mol­ecule in the asymmetric unit. In the five-coordinate monomer, the Fe atom shows distorted square-pyramidal geometry, with the N and O atoms of the ligand at the base and the Cl atom at the apex of the pyramid. In the six-coordinate monomer, the Fe atom is in a distorted octahedral geometry and coordinated by the donor atoms of the tetrafunctional ligand in the horizontal plane, and the coordination sphere is completed by the O atom of the water mol­ecule and the Cl atom at the axial positions. The title compound contains intermolecular O—H...O hydrogen bonds. Apart from these hydrogen bonds, there are also intermolecular C—H...Cl and C—H...O contacts.

Computing details

Data collection: CAD-4 Diffractometer Control Software (Enraf-Nonius, 1993); cell refinement: CAD-4 Diffractometer Control Software; data reduction: REDU4 (Stoe & Cie, 1991); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLUTON92 (Spek, 1992); software used to prepare material for publication: SHELXL97.

(I)

Crystal data

[FeCl(C20H12N2O2)][FeCl(C20H12N2O2)H2O]·C3H7NO	Z = 2
Mr = 1218.01	F(000) = 1188
Triclinic, P1	Dx = 1.885 Mg m^−3
a = 11.623 (2) Å	Mo Kα radiation, λ = 0.71093 Å
b = 13.426 (3) Å	Cell parameters from 25 reflections
c = 15.156 (2) Å	θ = 3.0–13.3°
α = 76.44 (1)°	µ = 4.60 mm^−1
β = 71.30 (1)°	T = 303 K
γ = 75.16 (2)°	Needle, black
V = 2135.4 (7) Å^3	0.40 × 0.10 × 0.05 mm

Data collection

Enraf-Nonius CAD-4 diffractometer	7911 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.025
Graphite monochromator	θmax = 25.5°, θmin = 1.4°
θ/2θ scans	h = −13→14
Absorption correction: empirical (using intensity measurements) via ψ scans (north et al., 1968)	k = −15→16
Tmin = 0.156, Tmax = 0.794	l = 0→18
9150 measured reflections	3 standard reflections every 90 min
7926 independent reflections	intensity decay: 3.6%

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.121	H-atom parameters constrained
S = 1.01	Calculated w = 1/[σ^2(Fo^2) + (0.0126P)^2 + 1.3469P] where P = (Fo^2 + 2Fc^2)/3
7926 reflections	(Δ/σ)max = 0.002
540 parameters	Δρmax = 0.36 e Å^−3
0 restraints	Δρmin = −1.34 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
C1	0.5895 (2)	0.8416 (2)	−0.19648 (17)	0.0376 (5)
C2	0.5618 (3)	0.8369 (2)	−0.27935 (19)	0.0450 (6)
H2	0.5529	0.7739	−0.2893	0.054*
C3	0.5480 (3)	0.9249 (2)	−0.34462 (19)	0.0504 (7)
H3	0.5321	0.9213	−0.4000	0.060*
C4	0.5578 (3)	1.0209 (2)	−0.32857 (19)	0.0468 (6)
C5	0.5909 (2)	1.0276 (2)	−0.25424 (19)	0.0428 (6)
H5	0.6046	1.0907	−0.2485	0.051*
C6	0.60558 (17)	0.93825 (17)	−0.18335 (16)	0.0281 (4)
C7	0.63854 (19)	0.94838 (18)	−0.10442 (18)	0.0344 (5)
H7	0.6556	1.0125	−0.1048	0.041*
C8	0.68269 (17)	0.89416 (17)	0.04428 (16)	0.0279 (4)
C9	0.6976 (2)	0.99065 (19)	0.05379 (18)	0.0358 (5)
H9	0.6843	1.0493	0.0086	0.043*
C10	0.7318 (3)	0.9985 (2)	0.1299 (2)	0.0461 (6)
H10	0.7438	1.0625	0.1351	0.055*
C11	0.7487 (3)	0.9145 (2)	0.1982 (2)	0.0456 (6)
H11	0.7690	0.9222	0.2504	0.055*
C12	0.7356 (3)	0.8167 (2)	0.19018 (19)	0.0414 (5)
H12	0.7479	0.7589	0.2364	0.050*
C13	0.70375 (19)	0.80717 (18)	0.11170 (16)	0.0306 (4)
C14	0.7230 (2)	0.62402 (19)	0.14430 (18)	0.0363 (5)
H14	0.7615	0.6250	0.1892	0.044*
C15	0.70860 (18)	0.52477 (17)	0.13592 (17)	0.0313 (4)
C16	0.7342 (2)	0.43837 (19)	0.2038 (2)	0.0429 (6)
H16	0.7646	0.4467	0.2509	0.052*
C17	0.7163 (2)	0.34372 (19)	0.20309 (19)	0.0396 (5)
C18	0.6785 (3)	0.3274 (2)	0.1314 (2)	0.0451 (6)
H18	0.6678	0.2614	0.1303	0.054*
C19	0.6568 (2)	0.4097 (2)	0.06121 (19)	0.0430 (5)
H19	0.6324	0.3986	0.0122	0.052*
C20	0.6706 (2)	0.50897 (18)	0.06226 (17)	0.0338 (5)
C21	0.0220 (2)	0.64206 (17)	0.06125 (15)	0.0293 (4)
C22	−0.0131 (2)	0.64577 (17)	−0.01937 (16)	0.0308 (4)
H22	−0.0280	0.5851	−0.0295	0.037*
C23	−0.0264 (2)	0.73486 (19)	−0.08421 (16)	0.0338 (5)
H23	−0.0497	0.7348	−0.1375	0.041*
C24	−0.0046 (2)	0.82493 (17)	−0.06884 (15)	0.0337 (5)
C25	0.0305 (2)	0.82683 (18)	0.00808 (16)	0.0332 (5)
H25	0.0453	0.8885	0.0164	0.040*
C26	0.04462 (18)	0.73498 (16)	0.07551 (14)	0.0258 (4)
C27	0.0795 (2)	0.74462 (15)	0.15439 (16)	0.0319 (5)
H27	0.0941	0.8094	0.1549	0.038*
C28	0.12707 (17)	0.69104 (16)	0.30157 (14)	0.0265 (4)
C29	0.1448 (3)	0.7876 (2)	0.30986 (18)	0.0414 (5)
H29	0.1355	0.8450	0.2627	0.050*
C30	0.1753 (3)	0.7983 (2)	0.3861 (2)	0.0457 (6)
H30	0.1904	0.8618	0.3896	0.055*
C31	0.1838 (2)	0.7150 (2)	0.45773 (16)	0.0394 (5)
H31	0.2013	0.7236	0.5109	0.047*
C32	0.1670 (2)	0.61966 (19)	0.45266 (18)	0.0373 (5)
H32	0.1755	0.5635	0.5010	0.045*
C33	0.13706 (18)	0.60717 (16)	0.37444 (15)	0.0274 (4)
C34	0.1392 (2)	0.42479 (18)	0.41978 (16)	0.0328 (5)
H34	0.1658	0.4289	0.4703	0.039*
C35	0.1263 (2)	0.32462 (16)	0.41260 (15)	0.0298 (4)
C36	0.1529 (3)	0.2424 (2)	0.48497 (18)	0.0432 (6)
H36	0.1779	0.2557	0.5328	0.052*
C37	0.1420 (3)	0.14210 (19)	0.48525 (18)	0.0421 (6)
C38	0.1010 (3)	0.1223 (2)	0.4157 (2)	0.0493 (7)
H38	0.0923	0.0550	0.4167	0.059*
C39	0.0732 (3)	0.20162 (19)	0.34563 (19)	0.0415 (5)
H39	0.0463	0.1872	0.2993	0.050*
C40	0.0845 (2)	0.30354 (19)	0.34234 (16)	0.0348 (5)
C41	0.4249 (7)	0.5011 (6)	0.2856 (5)	0.133 (2)*
H41	0.3963	0.5598	0.2459	0.159*
C42	0.4987 (7)	0.6138 (6)	0.3465 (6)	0.134 (2)*
C43	0.4802 (7)	0.4209 (6)	0.4389 (6)	0.130 (2)*
N1	0.64745 (16)	0.87646 (14)	−0.03096 (14)	0.0297 (4)
N2	0.68773 (16)	0.71265 (14)	0.09546 (13)	0.0293 (4)
N3	0.09279 (17)	0.67244 (14)	0.22516 (13)	0.0310 (4)
N4	0.11733 (15)	0.51043 (13)	0.36256 (12)	0.0262 (3)
N5	0.4683 (5)	0.5056 (5)	0.3613 (4)	0.1257 (17)*
O1	0.6001 (2)	0.75622 (14)	−0.13398 (13)	0.0483 (4)
O2	0.64845 (17)	0.58715 (13)	−0.00673 (12)	0.0391 (4)
O3	0.02901 (18)	0.55553 (13)	0.12256 (12)	0.0398 (4)
O4	0.0512 (2)	0.37665 (14)	0.27579 (14)	0.0476 (5)
O6	0.4290 (2)	0.41346 (19)	0.27824 (16)	0.0650 (6)
Cl1	0.40113 (5)	0.75915 (5)	0.08624 (5)	0.04839 (17)
Cl2	−0.14784 (5)	0.57896 (5)	0.33544 (4)	0.04354 (16)
Br1	0.53132 (4)	1.14127 (3)	−0.42098 (3)	0.07280 (14)
Br2	0.74309 (4)	0.22994 (2)	0.30045 (3)	0.06775 (13)
Br3	−0.02725 (3)	0.94973 (2)	−0.15805 (2)	0.04942 (11)
Br4	0.17305 (5)	0.03356 (2)	0.58348 (3)	0.07630 (15)
Fe1	0.59591 (3)	0.73188 (2)	−0.00593 (2)	0.03104 (11)
Fe2	0.05840 (3)	0.52017 (2)	0.24315 (2)	0.03298 (11)
O5	0.25313 (18)	0.48039 (16)	0.17702 (14)	0.0520 (5)
HO51	0.2901	0.5394	0.1502	0.062*
HO52	0.2756	0.4450	0.1374	0.062*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0539 (13)	0.0325 (12)	0.0307 (11)	−0.0120 (10)	−0.0152 (10)	−0.0049 (10)
C2	0.0670 (16)	0.0353 (13)	0.0367 (13)	−0.0124 (11)	−0.0214 (11)	−0.0011 (10)
C3	0.0792 (19)	0.0444 (16)	0.0335 (13)	−0.0177 (14)	−0.0224 (12)	−0.0019 (11)
C4	0.0576 (15)	0.0356 (14)	0.0392 (13)	−0.0092 (11)	−0.0135 (11)	0.0087 (11)
C5	0.0526 (13)	0.0356 (13)	0.0433 (13)	−0.0176 (11)	−0.0187 (11)	0.0051 (11)
C6	0.0249 (9)	0.0223 (10)	0.0366 (11)	−0.0034 (7)	−0.0060 (8)	−0.0086 (8)
C7	0.0313 (10)	0.0264 (11)	0.0433 (12)	−0.0051 (8)	−0.0115 (9)	−0.0007 (9)
C8	0.0242 (9)	0.0219 (10)	0.0384 (11)	−0.0019 (7)	−0.0118 (8)	−0.0054 (8)
C9	0.0418 (11)	0.0234 (11)	0.0401 (12)	−0.0048 (9)	−0.0088 (9)	−0.0069 (9)
C10	0.0561 (14)	0.0311 (13)	0.0565 (16)	−0.0138 (11)	−0.0150 (12)	−0.0128 (12)
C11	0.0580 (15)	0.0392 (14)	0.0470 (14)	−0.0069 (11)	−0.0255 (12)	−0.0088 (12)
C12	0.0602 (14)	0.0300 (13)	0.0368 (12)	−0.0040 (10)	−0.0197 (11)	−0.0079 (10)
C13	0.0327 (10)	0.0283 (11)	0.0325 (11)	−0.0081 (8)	−0.0122 (8)	−0.0015 (9)
C14	0.0374 (11)	0.0354 (12)	0.0446 (13)	−0.0102 (9)	−0.0195 (9)	−0.0081 (10)
C15	0.0263 (9)	0.0216 (10)	0.0444 (12)	−0.0031 (7)	−0.0117 (8)	−0.0017 (9)
C16	0.0542 (14)	0.0241 (11)	0.0607 (16)	−0.0138 (10)	−0.0339 (12)	0.0056 (11)
C17	0.0333 (10)	0.0255 (12)	0.0535 (15)	−0.0019 (9)	−0.0126 (10)	0.0021 (10)
C18	0.0597 (15)	0.0247 (12)	0.0500 (15)	−0.0081 (10)	−0.0116 (12)	−0.0097 (10)
C19	0.0563 (14)	0.0296 (12)	0.0434 (13)	−0.0093 (10)	−0.0114 (11)	−0.0091 (10)
C20	0.0348 (10)	0.0253 (11)	0.0355 (11)	0.0017 (8)	−0.0073 (8)	−0.0058 (9)
C21	0.0421 (11)	0.0196 (10)	0.0222 (9)	−0.0033 (8)	−0.0073 (8)	−0.0009 (8)
C22	0.0411 (11)	0.0185 (10)	0.0354 (11)	−0.0004 (8)	−0.0194 (9)	−0.0034 (8)
C23	0.0407 (11)	0.0309 (12)	0.0303 (11)	−0.0099 (9)	−0.0111 (9)	−0.0010 (9)
C24	0.0492 (12)	0.0219 (11)	0.0262 (10)	−0.0029 (9)	−0.0118 (9)	0.0004 (8)
C25	0.0452 (11)	0.0205 (10)	0.0311 (11)	−0.0060 (8)	−0.0063 (9)	−0.0053 (8)
C26	0.0297 (9)	0.0226 (10)	0.0241 (9)	−0.0059 (7)	−0.0078 (7)	−0.0005 (8)
C27	0.0437 (11)	0.0118 (9)	0.0399 (12)	−0.0076 (8)	−0.0094 (9)	−0.0043 (8)
C28	0.0262 (9)	0.0229 (10)	0.0278 (10)	0.0005 (7)	−0.0018 (7)	−0.0130 (8)
C29	0.0646 (15)	0.0284 (12)	0.0373 (12)	−0.0170 (11)	−0.0162 (11)	−0.0054 (10)
C30	0.0615 (15)	0.0324 (13)	0.0498 (15)	−0.0073 (11)	−0.0193 (12)	−0.0161 (11)
C31	0.0568 (13)	0.0422 (14)	0.0259 (10)	−0.0109 (11)	−0.0146 (10)	−0.0127 (10)
C32	0.0508 (12)	0.0233 (11)	0.0380 (12)	−0.0068 (9)	−0.0171 (10)	0.0007 (9)
C33	0.0332 (9)	0.0189 (10)	0.0285 (10)	−0.0001 (7)	−0.0070 (8)	−0.0086 (8)
C34	0.0381 (11)	0.0299 (12)	0.0345 (11)	−0.0052 (8)	−0.0171 (9)	−0.0047 (9)
C35	0.0401 (10)	0.0194 (10)	0.0284 (10)	−0.0020 (8)	−0.0088 (8)	−0.0065 (8)
C36	0.0674 (16)	0.0337 (13)	0.0307 (12)	−0.0095 (11)	−0.0200 (11)	−0.0012 (10)
C37	0.0634 (15)	0.0233 (12)	0.0350 (12)	0.0021 (10)	−0.0195 (11)	0.0006 (9)
C38	0.0843 (19)	0.0198 (12)	0.0445 (14)	−0.0139 (12)	−0.0194 (13)	−0.0003 (10)
C39	0.0642 (15)	0.0232 (11)	0.0452 (13)	−0.0080 (10)	−0.0248 (11)	−0.0081 (10)
C40	0.0465 (12)	0.0275 (11)	0.0293 (11)	−0.0066 (9)	−0.0129 (9)	−0.0001 (9)
N1	0.0345 (8)	0.0207 (8)	0.0367 (10)	−0.0052 (7)	−0.0143 (7)	−0.0040 (7)
N2	0.0319 (8)	0.0230 (9)	0.0331 (9)	−0.0065 (7)	−0.0077 (7)	−0.0053 (7)
N3	0.0394 (9)	0.0231 (9)	0.0317 (9)	−0.0078 (7)	−0.0095 (7)	−0.0057 (7)
N4	0.0329 (8)	0.0189 (8)	0.0251 (8)	−0.0014 (6)	−0.0104 (6)	−0.0011 (6)
O1	0.0863 (13)	0.0273 (9)	0.0369 (9)	−0.0142 (9)	−0.0251 (9)	−0.0016 (7)
O2	0.0618 (10)	0.0232 (8)	0.0306 (8)	−0.0011 (7)	−0.0137 (7)	−0.0081 (6)
O3	0.0711 (11)	0.0228 (8)	0.0325 (8)	−0.0144 (7)	−0.0210 (8)	−0.0027 (6)
O4	0.0853 (13)	0.0262 (8)	0.0483 (10)	−0.0171 (8)	−0.0444 (10)	0.0047 (7)
O6	0.0713 (13)	0.0618 (14)	0.0563 (12)	−0.0114 (11)	0.0125 (10)	−0.0432 (11)
Cl1	0.0367 (3)	0.0357 (3)	0.0686 (4)	−0.0056 (2)	−0.0101 (3)	−0.0086 (3)
Cl2	0.0448 (3)	0.0468 (4)	0.0390 (3)	−0.0073 (2)	−0.0180 (2)	0.0001 (3)
Br1	0.1178 (3)	0.0486 (2)	0.0620 (2)	−0.02256 (19)	−0.0529 (2)	0.01801 (16)
Br2	0.0942 (3)	0.03172 (18)	0.0806 (3)	−0.01445 (15)	−0.0456 (2)	0.01674 (15)
Br3	0.0762 (2)	0.02706 (16)	0.04694 (18)	−0.01038 (13)	−0.03038 (14)	0.00904 (12)
Br4	0.1405 (4)	0.03148 (18)	0.0678 (2)	−0.01640 (18)	−0.0608 (2)	0.01534 (15)
Fe1	0.04282 (19)	0.01812 (17)	0.03405 (19)	−0.00424 (12)	−0.01543 (14)	−0.00315 (13)
Fe2	0.0534 (2)	0.01874 (17)	0.03040 (18)	−0.00679 (13)	−0.01992 (14)	0.00041 (13)
O5	0.0582 (11)	0.0463 (11)	0.0461 (10)	0.0063 (8)	−0.0086 (8)	−0.0235 (9)

Geometric parameters (Å, º)

C1—O1	1.312 (3)	C25—C26	1.416 (3)
C1—C2	1.412 (3)	C25—H25	0.9300
C1—C6	1.423 (3)	C26—C27	1.421 (3)
C2—C3	1.362 (4)	C27—N3	1.287 (3)
C2—H2	0.9300	C27—H27	0.9300
C3—C4	1.404 (4)	C28—C33	1.390 (3)
C3—H3	0.9300	C28—C29	1.403 (3)
C4—C5	1.330 (4)	C28—N3	1.430 (3)
C4—Br1	1.905 (3)	C29—C30	1.359 (4)
C5—C6	1.425 (4)	C29—H29	0.9300
C5—H5	0.9300	C30—C31	1.372 (4)
C6—C7	1.412 (3)	C30—H30	0.9300
C7—N1	1.304 (3)	C31—C32	1.366 (4)
C7—H7	0.9300	C31—H31	0.9300
C8—C13	1.387 (3)	C32—C33	1.394 (3)
C8—C9	1.395 (3)	C32—H32	0.9300
C8—N1	1.415 (3)	C33—N4	1.436 (3)
C9—C10	1.368 (4)	C34—N4	1.290 (3)
C9—H9	0.9300	C34—C35	1.423 (3)
C10—C11	1.360 (4)	C34—H34	0.9300
C10—H10	0.9300	C35—C36	1.412 (3)
C11—C12	1.397 (4)	C35—C40	1.412 (3)
C11—H11	0.9300	C36—C37	1.383 (4)
C12—C13	1.395 (3)	C36—H36	0.9300
C12—H12	0.9300	C37—C38	1.388 (4)
C13—N2	1.415 (3)	C37—Br4	1.878 (2)
C14—N2	1.290 (3)	C38—C39	1.371 (4)
C14—C15	1.424 (3)	C38—H38	0.9300
C14—H14	0.9300	C39—C40	1.396 (3)
C15—C16	1.398 (3)	C39—H39	0.9300
C15—C20	1.400 (3)	C40—O4	1.312 (3)
C16—C17	1.342 (4)	C41—O6	1.195 (8)
C16—H16	0.9300	C41—N5	1.413 (9)
C17—C18	1.374 (4)	C41—H41	0.9300
C17—Br2	1.898 (3)	C42—N5	1.532 (9)
C18—C19	1.377 (4)	C43—N5	1.446 (9)
C18—H18	0.9300	N1—Fe1	2.0918 (19)
C19—C20	1.386 (3)	N2—Fe1	2.0715 (19)
C19—H19	0.9300	N3—Fe2	2.1215 (19)
C20—O2	1.335 (3)	N4—Fe2	2.0974 (17)
C21—O3	1.309 (3)	O1—Fe1	1.8775 (18)
C21—C22	1.393 (3)	O2—Fe1	1.8834 (17)
C21—C26	1.415 (3)	O3—Fe2	1.8956 (17)
C22—C23	1.368 (3)	O4—Fe2	1.8904 (18)
C22—H22	0.9300	Cl1—Fe1	2.2356 (8)
C23—C24	1.382 (3)	Cl2—Fe2	2.3926 (8)
C23—H23	0.9300	Fe2—O5	2.142 (2)
C24—C25	1.360 (3)	O5—HO51	0.943 (2)
C24—Br3	1.909 (2)	O5—HO52	0.7897 (17)
O1—C1—C2	118.7 (2)	C30—C29—H29	119.6
O1—C1—C6	122.1 (2)	C28—C29—H29	119.6
C2—C1—C6	119.3 (2)	C29—C30—C31	119.7 (2)
C3—C2—C1	119.9 (3)	C29—C30—H30	120.1
C3—C2—H2	120.1	C31—C30—H30	120.1
C1—C2—H2	120.1	C32—C31—C30	121.4 (2)
C2—C3—C4	120.3 (3)	C32—C31—H31	119.3
C2—C3—H3	119.9	C30—C31—H31	119.3
C4—C3—H3	119.9	C31—C32—C33	119.5 (2)
C5—C4—C3	121.6 (3)	C31—C32—H32	120.3
C5—C4—Br1	120.5 (2)	C33—C32—H32	120.3
C3—C4—Br1	117.8 (2)	C28—C33—C32	119.82 (19)
C4—C5—C6	120.2 (2)	C28—C33—N4	116.40 (18)
C4—C5—H5	119.9	C32—C33—N4	123.8 (2)
C6—C5—H5	119.9	N4—C34—C35	125.9 (2)
C7—C6—C1	122.7 (2)	N4—C34—H34	117.1
C7—C6—C5	118.9 (2)	C35—C34—H34	117.1
C1—C6—C5	118.4 (2)	C36—C35—C40	118.9 (2)
N1—C7—C6	126.3 (2)	C36—C35—C34	115.8 (2)
N1—C7—H7	116.8	C40—C35—C34	125.2 (2)
C6—C7—H7	116.8	C37—C36—C35	120.5 (2)
C13—C8—C9	119.6 (2)	C37—C36—H36	119.8
C13—C8—N1	115.64 (19)	C35—C36—H36	119.8
C9—C8—N1	124.8 (2)	C36—C37—C38	120.1 (2)
C10—C9—C8	119.6 (2)	C36—C37—Br4	120.4 (2)
C10—C9—H9	120.2	C38—C37—Br4	119.45 (19)
C8—C9—H9	120.2	C39—C38—C37	120.2 (2)
C11—C10—C9	121.4 (2)	C39—C38—H38	119.9
C11—C10—H10	119.3	C37—C38—H38	119.9
C9—C10—H10	119.3	C38—C39—C40	121.4 (2)
C10—C11—C12	120.3 (3)	C38—C39—H39	119.3
C10—C11—H11	119.9	C40—C39—H39	119.3
C12—C11—H11	119.9	O4—C40—C39	118.3 (2)
C13—C12—C11	118.8 (2)	O4—C40—C35	122.7 (2)
C13—C12—H12	120.6	C39—C40—C35	118.9 (2)
C11—C12—H12	120.6	O6—C41—N5	112.4 (7)
C8—C13—C12	120.2 (2)	O6—C41—H41	123.8
C8—C13—N2	115.5 (2)	N5—C41—H41	123.8
C12—C13—N2	124.3 (2)	C7—N1—C8	121.9 (2)
N2—C14—C15	126.1 (2)	C7—N1—Fe1	124.31 (16)
N2—C14—H14	117.0	C8—N1—Fe1	113.53 (14)
C15—C14—H14	117.0	C14—N2—C13	121.24 (19)
C16—C15—C20	118.0 (2)	C14—N2—Fe1	124.46 (15)
C16—C15—C14	118.8 (2)	C13—N2—Fe1	114.22 (14)
C20—C15—C14	123.2 (2)	C27—N3—C28	121.71 (18)
C17—C16—C15	121.9 (2)	C27—N3—Fe2	124.09 (15)
C17—C16—H16	119.0	C28—N3—Fe2	114.14 (14)
C15—C16—H16	119.0	C34—N4—C33	121.51 (18)
C16—C17—C18	120.5 (2)	C34—N4—Fe2	123.88 (15)
C16—C17—Br2	120.8 (2)	C33—N4—Fe2	114.56 (13)
C18—C17—Br2	118.71 (19)	C41—N5—C43	124.5 (6)
C17—C18—C19	119.3 (2)	C41—N5—C42	108.4 (6)
C17—C18—H18	120.4	C43—N5—C42	127.1 (6)
C19—C18—H18	120.4	C1—O1—Fe1	132.97 (16)
C18—C19—C20	121.3 (3)	C20—O2—Fe1	130.20 (14)
C18—C19—H19	119.4	C21—O3—Fe2	133.71 (14)
C20—C19—H19	119.4	C40—O4—Fe2	131.79 (15)
O2—C20—C19	119.7 (2)	O1—Fe1—O2	90.84 (8)
O2—C20—C15	121.3 (2)	O1—Fe1—N2	148.96 (8)
C19—C20—C15	119.0 (2)	O2—Fe1—N2	87.64 (8)
O3—C21—C22	120.1 (2)	O1—Fe1—N1	87.32 (8)
O3—C21—C26	122.0 (2)	O2—Fe1—N1	147.03 (8)
C22—C21—C26	117.9 (2)	N2—Fe1—N1	77.55 (7)
C23—C22—C21	122.8 (2)	O1—Fe1—Cl1	111.18 (7)
C23—C22—H22	118.6	O2—Fe1—Cl1	107.73 (6)
C21—C22—H22	118.6	N2—Fe1—Cl1	98.75 (5)
C22—C23—C24	118.5 (2)	N1—Fe1—Cl1	103.58 (6)
C22—C23—H23	120.7	O4—Fe2—O3	102.19 (7)
C24—C23—H23	120.7	O4—Fe2—N4	90.25 (7)
C25—C24—C23	121.8 (2)	O3—Fe2—N4	165.61 (7)
C25—C24—Br3	119.87 (17)	O4—Fe2—N3	167.63 (8)
C23—C24—Br3	118.29 (17)	O3—Fe2—N3	88.70 (7)
C24—C25—C26	120.0 (2)	N4—Fe2—N3	78.25 (7)
C24—C25—H25	120.0	O4—Fe2—O5	89.77 (9)
C26—C25—H25	120.0	O3—Fe2—O5	89.61 (8)
C21—C26—C25	119.00 (19)	N4—Fe2—O5	83.17 (7)
C21—C26—C27	124.85 (19)	N3—Fe2—O5	84.39 (8)
C25—C26—C27	116.15 (19)	O4—Fe2—Cl2	95.34 (7)
N3—C27—C26	126.34 (19)	O3—Fe2—Cl2	98.30 (6)
N3—C27—H27	116.8	N4—Fe2—Cl2	87.56 (5)
C26—C27—H27	116.8	N3—Fe2—Cl2	88.78 (6)
C33—C28—C29	118.7 (2)	O5—Fe2—Cl2	169.44 (6)
C33—C28—N3	116.27 (18)	Fe2—O5—HO51	112.99 (14)
C29—C28—N3	124.9 (2)	Fe2—O5—HO52	118.32 (19)
C30—C29—C28	120.8 (2)	HO51—O5—HO52	105.8 (2)
O1—C1—C2—C3	178.8 (3)	C9—C8—N1—C7	7.6 (3)
C6—C1—C2—C3	−1.4 (4)	C13—C8—N1—Fe1	13.5 (2)
C1—C2—C3—C4	−1.9 (5)	C9—C8—N1—Fe1	−166.89 (17)
C2—C3—C4—C5	5.9 (5)	C15—C14—N2—C13	178.2 (2)
C2—C3—C4—Br1	−177.7 (2)	C15—C14—N2—Fe1	1.8 (3)
C3—C4—C5—C6	−6.4 (4)	C8—C13—N2—C14	169.0 (2)
Br1—C4—C5—C6	177.39 (18)	C12—C13—N2—C14	−12.5 (3)
O1—C1—C6—C7	2.5 (4)	C8—C13—N2—Fe1	−14.3 (2)
C2—C1—C6—C7	−177.3 (2)	C12—C13—N2—Fe1	164.27 (19)
O1—C1—C6—C5	−179.2 (2)	C26—C27—N3—C28	−179.32 (19)
C2—C1—C6—C5	1.0 (3)	C26—C27—N3—Fe2	−2.4 (3)
C4—C5—C6—C7	−178.8 (2)	C33—C28—N3—C27	179.25 (19)
C4—C5—C6—C1	2.9 (4)	C29—C28—N3—C27	2.6 (3)
C1—C6—C7—N1	−6.6 (3)	C33—C28—N3—Fe2	2.1 (2)
C5—C6—C7—N1	175.2 (2)	C29—C28—N3—Fe2	−174.63 (18)
C13—C8—C9—C10	−0.5 (3)	C35—C34—N4—C33	−178.0 (2)
N1—C8—C9—C10	179.9 (2)	C35—C34—N4—Fe2	−0.7 (3)
C8—C9—C10—C11	−1.7 (4)	C28—C33—N4—C34	171.31 (18)
C9—C10—C11—C12	2.3 (4)	C32—C33—N4—C34	−7.5 (3)
C10—C11—C12—C13	−0.7 (4)	C28—C33—N4—Fe2	−6.3 (2)
C9—C8—C13—C12	2.1 (3)	C32—C33—N4—Fe2	174.88 (17)
N1—C8—C13—C12	−178.2 (2)	O6—C41—N5—C43	−18.1 (10)
C9—C8—C13—N2	−179.28 (18)	O6—C41—N5—C42	162.2 (6)
N1—C8—C13—N2	0.4 (3)	C2—C1—O1—Fe1	−162.2 (2)
C11—C12—C13—C8	−1.5 (4)	C6—C1—O1—Fe1	18.1 (4)
C11—C12—C13—N2	−180.0 (2)	C19—C20—O2—Fe1	152.41 (19)
N2—C14—C15—C16	−170.1 (2)	C15—C20—O2—Fe1	−28.0 (3)
N2—C14—C15—C20	10.4 (4)	C22—C21—O3—Fe2	−173.87 (17)
C20—C15—C16—C17	−4.0 (4)	C26—C21—O3—Fe2	3.7 (3)
C14—C15—C16—C17	176.4 (2)	C39—C40—O4—Fe2	−176.7 (2)
C15—C16—C17—C18	3.8 (4)	C35—C40—O4—Fe2	5.9 (4)
C15—C16—C17—Br2	−176.38 (19)	C1—O1—Fe1—O2	−170.6 (3)
C16—C17—C18—C19	−1.3 (4)	C1—O1—Fe1—N2	−83.8 (3)
Br2—C17—C18—C19	178.92 (19)	C1—O1—Fe1—N1	−23.5 (3)
C17—C18—C19—C20	−0.9 (4)	C1—O1—Fe1—Cl1	80.0 (3)
C18—C19—C20—O2	−179.8 (2)	C20—O2—Fe1—O1	179.5 (2)
C18—C19—C20—C15	0.6 (4)	C20—O2—Fe1—N2	30.5 (2)
C16—C15—C20—O2	−177.8 (2)	C20—O2—Fe1—N1	93.1 (2)
C14—C15—C20—O2	1.7 (3)	C20—O2—Fe1—Cl1	−68.0 (2)
C16—C15—C20—C19	1.8 (3)	C14—N2—Fe1—O1	−104.5 (2)
C14—C15—C20—C19	−178.7 (2)	C13—N2—Fe1—O1	78.9 (2)
O3—C21—C22—C23	177.6 (2)	C14—N2—Fe1—O2	−16.76 (19)
C26—C21—C22—C23	−0.2 (3)	C13—N2—Fe1—O2	166.59 (15)
C21—C22—C23—C24	−0.2 (3)	C14—N2—Fe1—N1	−167.10 (19)
C22—C23—C24—C25	0.5 (4)	C13—N2—Fe1—N1	16.25 (14)
C22—C23—C24—Br3	−178.52 (17)	C14—N2—Fe1—Cl1	90.82 (18)
C23—C24—C25—C26	−0.5 (3)	C13—N2—Fe1—Cl1	−85.83 (14)
Br3—C24—C25—C26	178.52 (16)	C7—N1—Fe1—O1	17.02 (19)
O3—C21—C26—C25	−177.5 (2)	C8—N1—Fe1—O1	−168.69 (15)
C22—C21—C26—C25	0.2 (3)	C7—N1—Fe1—O2	104.4 (2)
O3—C21—C26—C27	1.5 (3)	C8—N1—Fe1—O2	−81.27 (19)
C22—C21—C26—C27	179.2 (2)	C7—N1—Fe1—N2	169.74 (19)
C24—C25—C26—C21	0.2 (3)	C8—N1—Fe1—N2	−15.97 (13)
C24—C25—C26—C27	−179.0 (2)	C7—N1—Fe1—Cl1	−94.13 (18)
C21—C26—C27—N3	−1.8 (3)	C8—N1—Fe1—Cl1	80.17 (13)
C25—C26—C27—N3	177.3 (2)	C40—O4—Fe2—O3	166.6 (2)
C33—C28—C29—C30	2.2 (4)	C40—O4—Fe2—N4	−6.2 (2)
N3—C28—C29—C30	178.9 (2)	C40—O4—Fe2—N3	15.3 (6)
C28—C29—C30—C31	−2.8 (4)	C40—O4—Fe2—O5	77.0 (2)
C29—C30—C31—C32	2.7 (4)	C40—O4—Fe2—Cl2	−93.7 (2)
C30—C31—C32—C33	−1.9 (4)	C21—O3—Fe2—O4	−179.9 (2)
C29—C28—C33—C32	−1.5 (3)	C21—O3—Fe2—N4	−30.5 (4)
N3—C28—C33—C32	−178.37 (19)	C21—O3—Fe2—N3	−5.8 (2)
C29—C28—C33—N4	179.63 (19)	C21—O3—Fe2—O5	−90.2 (2)
N3—C28—C33—N4	2.7 (3)	C21—O3—Fe2—Cl2	82.8 (2)
C31—C32—C33—C28	1.3 (3)	C34—N4—Fe2—O4	3.41 (18)
C31—C32—C33—N4	−179.9 (2)	C33—N4—Fe2—O4	−179.09 (14)
N4—C34—C35—C36	−178.6 (2)	C34—N4—Fe2—O3	−146.7 (3)
N4—C34—C35—C40	−1.5 (4)	C33—N4—Fe2—O3	30.8 (4)
C40—C35—C36—C37	2.1 (4)	C34—N4—Fe2—N3	−172.00 (18)
C34—C35—C36—C37	179.3 (2)	C33—N4—Fe2—N3	5.50 (13)
C35—C36—C37—C38	−2.0 (4)	C34—N4—Fe2—O5	−86.34 (17)
C35—C36—C37—Br4	−178.25 (19)	C33—N4—Fe2—O5	91.16 (14)
C36—C37—C38—C39	1.1 (5)	C34—N4—Fe2—Cl2	98.74 (17)
Br4—C37—C38—C39	177.4 (2)	C33—N4—Fe2—Cl2	−83.76 (13)
C37—C38—C39—C40	−0.4 (5)	C27—N3—Fe2—O4	156.8 (4)
C38—C39—C40—O4	−177.0 (3)	C28—N3—Fe2—O4	−26.0 (5)
C38—C39—C40—C35	0.5 (4)	C27—N3—Fe2—O3	4.88 (18)
C36—C35—C40—O4	176.1 (2)	C28—N3—Fe2—O3	−178.00 (14)
C34—C35—C40—O4	−0.9 (4)	C27—N3—Fe2—N4	178.78 (18)
C36—C35—C40—C39	−1.3 (3)	C28—N3—Fe2—N4	−4.10 (13)
C34—C35—C40—C39	−178.2 (2)	C27—N3—Fe2—O5	94.61 (18)
C6—C7—N1—C8	179.27 (18)	C28—N3—Fe2—O5	−88.27 (14)
C6—C7—N1—Fe1	−6.9 (3)	C27—N3—Fe2—Cl2	−93.45 (17)
C13—C8—N1—C7	−172.1 (2)	C28—N3—Fe2—Cl2	83.67 (13)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9···Cl1^i	0.93 (1)	2.75 (1)	3.654 (2)	165 (1)
C12—H12···Cl2^ii	0.93 (1)	2.74 (1)	3.643 (3)	163 (1)
C14—H14···Cl2^ii	0.93 (1)	2.63 (1)	3.537 (3)	165 (1)
C16—H16···Cl2^ii	0.93 (1)	2.94 (1)	3.777 (4)	150 (1)
C32—H32···Cl2^iii	0.93 (1)	2.74 (1)	3.648 (2)	167 (1)
C34—H34···Cl2^iii	0.93 (1)	2.86 (1)	3.731 (3)	156 (1)
C2—H2···O6^iv	0.93 (1)	2.44 (1)	3.332 (4)	161 (1)
C14—H14···O3^ii	0.93 (1)	2.92 (1)	3.364 (3)	111 (1)
C41—H41···O5	0.93 (1)	2.75 (1)	3.062 (10)	101 (1)

Symmetry codes: (i) −x+1, −y+2, −z; (ii) x+1, y, z; (iii) −x, −y+1, −z+1; (iv) −x+1, −y+1, −z.