X-ray characterization and magnetic properties of di­oxy­gen-bridged Cu^II and Mn^III Schiff base complexes

The coordination chemistry of multinuclear metal compounds is important because of their relevance to the multi-metal active sites of various metallo­proteins and metalloenzymes. Multinuclear Cu^II and Mn^III compounds are of inter­est due to their various properties in the fields of coordination chemistry, inorganic biochemistry, catalysis, and optical and magnetic materials. Oxygen-bridged binuclear Mn^III complexes generally exhibit anti­ferromagnetic inter­actions and a few examples of ferromagnetic inter­actions have also been reported. Binuclear Cu^II complexes are important due to the fact that they provide examples of the simplest case of magnetic inter­action involving only two unpaired electrons. Two novel di­oxy­gen-bridged copper(II) and manganese(III) Schiff base complexes, namely bis­([mu]-4-bromo-2-{[(3-oxidoprop­yl)imino]­meth­yl}phenolato)dicopper(II), [Cu₂(C₁₀H₁₀BrNO₂)₂], (1), and bis­(di­aqua­{4,4'-di­chloro-2,2'-[(1,1-di­methyl­ethane-1,2-di­yl)bis­(nitrilo­methanylyl­idene)]diphenolato}man­ganese(III)) bis­{[mu]-4,4'-di­chloro-2,2'-[(1,1-di­methyl­ethane-1,2-di­yl)bis­(nitrilo­methanylyl­idene)]di­phenol­ato}bis­[aqua­manganese(III)] tetra­kis­(perchlorate) ethanol disolvate, [Mn(C₁₈H₁₆Cl₂N₂O₂)(H₂O)₂]₂[Mn₂(C₁₈H₁₆Cl₂N₂O₂)₂(H₂O)₂](ClO₄)₄·2C₂H₅OH, (2), have been synthesized and single-crystal X-ray diffraction has been used to analyze their crystal structures. The structure analyses of (1) and (2) show that each Cu^II atom is four-coordinated, with long weak Cu...O interactions of 2.8631 (13) Å linking the dinuclear halves of the centrosymmetric tetranucelar molecules, while each Mn^III atom is six-coordinated. The shortest intra- and inter­molecular nonbonding Mn...Mn separations are 3.3277 (16) and 5.1763 (19) Å for (2), while the Cu...Cu separations are 3.0237 (3) and 3.4846 (3) Å for (1). The magnetic susceptibilities of (1) and (2) in the solid state were measured in the temperature range 2-300 K and reveal the presence of anti­ferromagnetic spin-exchange inter­actions between the transition metal ions.

Computing details

For both compounds, data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008). Program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) for (1); SHELXL2014 (Sheldrick, 2015) for (2). For both compounds, molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

(1) Bis(µ-4-bromo-2-{[(3-oxidopropyl)imino]methyl}phenolato)dicopper(II)

Crystal data

[Cu2(C10H10BrNO2)2]	F(000) = 1256
Mr = 639.28	Dx = 2.027 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 9.0043 (2) Å	Cell parameters from 9935 reflections
b = 10.2212 (2) Å	θ = 2.4–27.6°
c = 22.7814 (5) Å	µ = 5.87 mm^−1
β = 92.085 (1)°	T = 100 K
V = 2095.29 (8) Å^3	Block, green
Z = 4	0.45 × 0.34 × 0.21 mm

Data collection

Bruker APEXII CCD area-detector diffractometer	4843 independent reflections
Radiation source: fine-focus sealed tube	4450 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.023
phi and ω scans	θmax = 27.6°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −11→11
Tmin = 0.120, Tmax = 0.324	k = −13→13
35997 measured reflections	l = −29→29

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)] = 0.019	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.052	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0286P)^2 + 1.5617P] where P = (Fo^2 + 2Fc^2)/3
4843 reflections	(Δ/σ)max = 0.002
271 parameters	Δρmax = 0.79 e Å^−3
0 restraints	Δρmin = −0.32 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. 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 > 2sigma(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
Br1	0.16334 (2)	0.336543 (19)	0.030007 (8)	0.02506 (6)
Br2	0.04394 (2)	0.88982 (2)	0.762701 (9)	0.02814 (6)
Cu1	0.05380 (2)	0.63650 (2)	0.460192 (9)	0.01638 (6)
Cu2	0.12915 (2)	0.52892 (2)	0.341273 (9)	0.01537 (6)
O2	0.18938 (14)	0.51891 (13)	0.42273 (5)	0.0190 (3)
O1	0.00727 (14)	0.65831 (12)	0.37766 (5)	0.0181 (3)
C10	−0.1159 (2)	0.7236 (2)	0.35059 (8)	0.0229 (4)
H10A	−0.1576	0.6695	0.3179	0.027*
H10B	−0.0827	0.8078	0.3340	0.027*
C15	0.18423 (19)	0.41592 (17)	0.21023 (8)	0.0173 (3)
C14	0.2771 (2)	0.36885 (18)	0.25848 (8)	0.0188 (4)
H14	0.3516	0.3071	0.2494	0.023*
O3	0.12733 (14)	0.59354 (13)	0.53749 (6)	0.0192 (3)
N2	0.26911 (17)	0.40224 (15)	0.31282 (7)	0.0176 (3)
C3	−0.0041 (2)	0.83912 (18)	0.64133 (9)	0.0218 (4)
H3	−0.0679	0.9130	0.6428	0.026*
C2	0.0119 (2)	0.77242 (18)	0.58767 (8)	0.0191 (4)
N1	−0.07829 (18)	0.77575 (16)	0.48557 (7)	0.0214 (3)
C20	0.06881 (19)	0.50932 (17)	0.21698 (8)	0.0170 (3)
C17	0.1268 (2)	0.40594 (18)	0.10609 (8)	0.0189 (4)
C4	0.0713 (2)	0.79846 (18)	0.69122 (8)	0.0203 (4)
C18	0.0111 (2)	0.49481 (18)	0.11173 (8)	0.0190 (4)
H18	−0.0466	0.5218	0.0781	0.023*
C5	0.1644 (2)	0.68899 (18)	0.69030 (8)	0.0198 (4)
H5	0.2158	0.6608	0.7252	0.024*
C19	−0.0192 (2)	0.54332 (18)	0.16634 (8)	0.0195 (4)
H19	−0.1011	0.6010	0.1702	0.023*
C13	0.3784 (2)	0.34272 (19)	0.35488 (8)	0.0228 (4)
H13A	0.4639	0.3097	0.3331	0.027*
H13B	0.3319	0.2671	0.3742	0.027*
C16	0.2120 (2)	0.36551 (18)	0.15371 (8)	0.0188 (4)
H16	0.2896	0.3039	0.1489	0.023*
C7	0.10711 (19)	0.66146 (17)	0.58503 (8)	0.0169 (3)
C9	−0.2356 (2)	0.7493 (2)	0.39461 (9)	0.0288 (4)
H9A	−0.3234	0.7883	0.3739	0.035*
H9B	−0.2666	0.6650	0.4118	0.035*
C1	−0.0771 (2)	0.81953 (19)	0.53844 (9)	0.0225 (4)
H1	−0.1419	0.8906	0.5458	0.027*
C12	0.4345 (2)	0.4389 (2)	0.40165 (8)	0.0220 (4)
H12A	0.5262	0.4035	0.4210	0.026*
H12B	0.4605	0.5223	0.3824	0.026*
C6	0.1810 (2)	0.62245 (18)	0.63841 (8)	0.0188 (4)
H6	0.2439	0.5479	0.6383	0.023*
C11	0.3221 (2)	0.46629 (19)	0.44810 (8)	0.0202 (4)
H11A	0.2995	0.3841	0.4689	0.024*
H11B	0.3651	0.5288	0.4772	0.024*
C8	−0.1833 (3)	0.8396 (2)	0.44329 (9)	0.0308 (5)
H8A	−0.1344	0.9166	0.4260	0.037*
H8B	−0.2705	0.8711	0.4645	0.037*
O4	0.04083 (14)	0.56615 (13)	0.26658 (6)	0.0204 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br1	0.03541 (11)	0.02557 (10)	0.01405 (10)	0.00466 (8)	−0.00131 (8)	−0.00297 (7)
Br2	0.03430 (11)	0.03154 (11)	0.01818 (10)	0.00891 (8)	−0.00451 (8)	−0.00987 (8)
Cu1	0.01757 (11)	0.01904 (11)	0.01257 (11)	0.00489 (8)	0.00107 (8)	−0.00069 (8)
Cu2	0.01586 (10)	0.01750 (11)	0.01280 (11)	0.00238 (8)	0.00127 (8)	−0.00047 (8)
O2	0.0177 (6)	0.0257 (7)	0.0135 (6)	0.0067 (5)	−0.0003 (5)	−0.0019 (5)
O1	0.0185 (6)	0.0229 (6)	0.0129 (6)	0.0057 (5)	−0.0005 (5)	−0.0011 (5)
C10	0.0228 (9)	0.0278 (10)	0.0178 (9)	0.0092 (7)	−0.0025 (7)	−0.0006 (7)
C15	0.0192 (8)	0.0162 (8)	0.0166 (9)	−0.0015 (6)	0.0008 (7)	−0.0001 (7)
C14	0.0205 (9)	0.0179 (8)	0.0181 (9)	0.0025 (7)	0.0039 (7)	0.0001 (7)
O3	0.0223 (6)	0.0215 (6)	0.0138 (6)	0.0066 (5)	0.0022 (5)	0.0001 (5)
N2	0.0179 (7)	0.0193 (7)	0.0157 (7)	0.0021 (6)	0.0014 (6)	0.0008 (6)
C3	0.0238 (9)	0.0207 (9)	0.0205 (10)	0.0054 (7)	−0.0015 (8)	−0.0049 (7)
C2	0.0197 (8)	0.0208 (9)	0.0168 (9)	0.0014 (7)	0.0000 (7)	−0.0017 (7)
N1	0.0240 (8)	0.0226 (8)	0.0175 (8)	0.0076 (6)	−0.0020 (6)	−0.0008 (6)
C20	0.0179 (8)	0.0167 (8)	0.0166 (9)	−0.0028 (6)	0.0029 (7)	0.0000 (7)
C17	0.0247 (9)	0.0180 (8)	0.0142 (8)	−0.0035 (7)	0.0021 (7)	−0.0024 (7)
C4	0.0223 (9)	0.0220 (9)	0.0166 (9)	−0.0001 (7)	0.0015 (7)	−0.0046 (7)
C18	0.0207 (8)	0.0192 (8)	0.0168 (9)	−0.0030 (7)	−0.0038 (7)	0.0009 (7)
C5	0.0194 (8)	0.0227 (9)	0.0170 (9)	−0.0001 (7)	−0.0021 (7)	0.0008 (7)
C19	0.0194 (8)	0.0188 (8)	0.0203 (9)	0.0004 (7)	−0.0015 (7)	−0.0009 (7)
C13	0.0250 (9)	0.0259 (10)	0.0174 (9)	0.0101 (7)	0.0006 (7)	0.0003 (7)
C16	0.0226 (9)	0.0170 (8)	0.0169 (9)	0.0003 (7)	0.0016 (7)	−0.0004 (7)
C7	0.0164 (8)	0.0179 (8)	0.0164 (9)	−0.0004 (6)	0.0032 (7)	−0.0008 (7)
C9	0.0278 (10)	0.0328 (11)	0.0257 (11)	0.0103 (8)	−0.0029 (8)	−0.0048 (8)
C1	0.0244 (9)	0.0221 (9)	0.0210 (10)	0.0084 (7)	−0.0006 (8)	−0.0031 (7)
C12	0.0171 (8)	0.0326 (10)	0.0163 (9)	0.0062 (7)	0.0000 (7)	0.0019 (8)
C6	0.0184 (8)	0.0203 (9)	0.0179 (9)	0.0024 (7)	0.0024 (7)	0.0008 (7)
C11	0.0190 (8)	0.0263 (9)	0.0153 (9)	0.0068 (7)	−0.0002 (7)	0.0002 (7)
C8	0.0378 (12)	0.0331 (11)	0.0208 (10)	0.0189 (9)	−0.0071 (9)	−0.0041 (8)
O4	0.0230 (6)	0.0224 (6)	0.0158 (6)	0.0051 (5)	0.0008 (5)	−0.0011 (5)

Geometric parameters (Å, º)

Br1—C17	1.9124 (18)	N1—C8	1.477 (2)
Br2—C4	1.9010 (18)	C20—O4	1.303 (2)
Cu1—O1	1.9244 (13)	C20—C19	1.419 (3)
Cu1—O2	1.9338 (12)	C17—C16	1.370 (3)
Cu1—O3	1.9098 (13)	C17—C18	1.392 (3)
Cu1—N1	1.9556 (16)	C4—C5	1.399 (3)
Cu2—O1	1.9253 (12)	C18—C19	1.376 (3)
Cu2—O2	1.9170 (13)	C18—H18	0.9500
Cu2—O4	1.8905 (13)	C5—C6	1.377 (3)
Cu2—N2	1.9350 (15)	C5—H5	0.9500
O2—C11	1.415 (2)	C19—H19	0.9500
O1—C10	1.416 (2)	C13—C12	1.522 (3)
C10—C9	1.521 (3)	C13—H13A	0.9900
C10—H10A	0.9900	C13—H13B	0.9900
C10—H10B	0.9900	C16—H16	0.9500
C15—C16	1.418 (3)	C7—C6	1.422 (3)
C15—C20	1.424 (2)	C9—C8	1.505 (3)
C15—C14	1.439 (3)	C9—H9A	0.9900
C14—N2	1.289 (2)	C9—H9B	0.9900
C14—H14	0.9500	C1—H1	0.9500
O3—C7	1.305 (2)	C12—C11	1.516 (2)
N2—C13	1.479 (2)	C12—H12A	0.9900
C3—C4	1.367 (3)	C12—H12B	0.9900
C3—C2	1.412 (3)	C6—H6	0.9500
C3—H3	0.9500	C11—H11A	0.9900
C2—C7	1.424 (2)	C11—H11B	0.9900
C2—C1	1.438 (3)	C8—H8A	0.9900
N1—C1	1.285 (2)	C8—H8B	0.9900
O1—Cu1—O2	76.07 (5)	C19—C18—C17	119.51 (17)
O1—Cu1—N1	95.25 (6)	C19—C18—H18	120.2
O1—Cu2—N2	172.86 (6)	C17—C18—H18	120.2
O2—Cu2—O1	76.44 (5)	C6—C5—C4	119.44 (17)
O2—Cu1—N1	169.53 (6)	C6—C5—H5	120.3
O2—Cu2—N2	97.11 (6)	C4—C5—H5	120.3
O3—Cu1—O1	169.55 (5)	C18—C19—C20	121.57 (17)
O3—Cu1—O2	93.48 (5)	C18—C19—H19	119.2
O3—Cu1—N1	95.10 (6)	C20—C19—H19	119.2
O4—Cu2—O1	91.24 (5)	N2—C13—C12	112.54 (15)
O4—Cu2—O2	167.67 (5)	N2—C13—H13A	109.1
O4—Cu2—N2	95.22 (6)	C12—C13—H13A	109.1
C11—O2—Cu2	128.37 (11)	N2—C13—H13B	109.1
C11—O2—Cu1	126.41 (11)	C12—C13—H13B	109.1
C10—O1—Cu1	128.26 (11)	H13A—C13—H13B	107.8
C10—O1—Cu2	125.87 (11)	C17—C16—C15	119.82 (17)
Cu1—O1—Cu2	103.52 (6)	C17—C16—H16	120.1
Cu2—O2—Cu1	103.48 (6)	C15—C16—H16	120.1
O1—C10—C9	110.88 (15)	O3—C7—C6	119.06 (16)
O1—C10—H10A	109.5	O3—C7—C2	124.14 (17)
C9—C10—H10A	109.5	C6—C7—C2	116.79 (16)
O1—C10—H10B	109.5	C8—C9—C10	112.41 (19)
C9—C10—H10B	109.5	C8—C9—H9A	109.1
H10A—C10—H10B	108.1	C10—C9—H9A	109.1
C16—C15—C20	119.71 (16)	C8—C9—H9B	109.1
C16—C15—C14	117.08 (16)	C10—C9—H9B	109.1
C20—C15—C14	123.21 (17)	H9A—C9—H9B	107.9
N2—C14—C15	126.44 (17)	N1—C1—C2	126.88 (17)
N2—C14—H14	116.8	N1—C1—H1	116.6
C15—C14—H14	116.8	C2—C1—H1	116.6
C7—O3—Cu1	126.08 (11)	C11—C12—C13	113.27 (16)
C14—N2—C13	117.01 (15)	C11—C12—H12A	108.9
C14—N2—Cu2	123.97 (13)	C13—C12—H12A	108.9
C13—N2—Cu2	118.97 (12)	C11—C12—H12B	108.9
C4—C3—C2	120.64 (17)	C13—C12—H12B	108.9
C4—C3—H3	119.7	H12A—C12—H12B	107.7
C2—C3—H3	119.7	C5—C6—C7	122.29 (17)
C3—C2—C7	120.12 (17)	C5—C6—H6	118.9
C3—C2—C1	116.24 (17)	C7—C6—H6	118.9
C7—C2—C1	123.58 (17)	O2—C11—C12	111.11 (15)
C1—N1—C8	116.17 (16)	O2—C11—H11A	109.4
C1—N1—Cu1	123.12 (13)	C12—C11—H11A	109.4
C8—N1—Cu1	120.69 (13)	O2—C11—H11B	109.4
O4—C20—C19	118.42 (16)	C12—C11—H11B	109.4
O4—C20—C15	123.88 (16)	H11A—C11—H11B	108.0
C19—C20—C15	117.70 (16)	N1—C8—C9	112.67 (17)
C16—C17—C18	121.57 (17)	N1—C8—H8A	109.1
C16—C17—Br1	119.73 (14)	C9—C8—H8A	109.1
C18—C17—Br1	118.68 (14)	N1—C8—H8B	109.1
C3—C4—C5	120.71 (17)	C9—C8—H8B	109.1
C3—C4—Br2	119.12 (14)	H8A—C8—H8B	107.8
C5—C4—Br2	120.15 (14)	C20—O4—Cu2	127.04 (12)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C16—H16···O1^i	0.95	2.45	3.394 (2)	172
C10—H10A···O4	0.99	2.41	2.905 (2)	110

Symmetry code: (i) −x+1/2, y−1/2, −z+1/2.

(2) Bis(diaqua{4,4'-dichloro-2,2'-[(1,1-dimethylethane-1,2-diyl)bis(nitrilomethanylylidene)]diphenolato}manganese(III)) bis{µ-4,4'-dichloro-2,2'-[(1,1-dimethylethane-1,2-diyl)bis(nitrilomethanylylidene)]diphenolato}bis[aquamanganese(III)] tetrakis(perchlorate) ethanol disolvate

Crystal data

[Mn(C18H16Cl2N2O2)(H2O)2]2 [Mn2(C18H16Cl2N2O2)2(H2O)2](ClO4)4·2C2H6O	F(000) = 2320
Mr = 2270.70	Dx = 1.618 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 14.126 (3) Å	Cell parameters from 18864 reflections
b = 19.394 (4) Å	θ = 1.2–26.1°
c = 17.020 (3) Å	µ = 0.96 mm^−1
β = 91.66 (3)°	T = 293 K
V = 4660.9 (16) Å^3	Prismatic stick, brown
Z = 2	0.71 × 0.14 × 0.08 mm

Data collection

Bruker APEXII CCD area-detector diffractometer	8761 independent reflections
Radiation source: fine-focus sealed tube	3921 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.111
phi and ω scans	θmax = 25.7°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −17→15
Tmin = 0.551, Tmax = 0.928	k = −23→22
25449 measured reflections	l = −20→20

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)] = 0.081	Hydrogen site location: mixed
wR(F^2) = 0.188	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0642P)^2] where P = (Fo^2 + 2Fc^2)/3
8761 reflections	(Δ/σ)max < 0.001
779 parameters	Δρmax = 0.32 e Å^−3
718 restraints	Δρmin = −0.33 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. 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 > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Mn1	0.60282 (7)	0.04061 (6)	0.51427 (6)	0.0537 (3)
Mn2	0.89784 (8)	0.88349 (6)	0.49822 (6)	0.0573 (3)
N1	0.6210 (4)	0.1205 (3)	0.5853 (3)	0.0554 (15)
N2	0.5566 (4)	0.1123 (3)	0.4421 (3)	0.0544 (14)
N3	0.9319 (5)	0.8134 (3)	0.5778 (4)	0.0728 (18)
N4	0.9094 (4)	0.8030 (3)	0.4291 (4)	0.0683 (17)
O1	0.6483 (3)	−0.0228 (3)	0.5874 (3)	0.0620 (13)
O2	0.5589 (3)	−0.0286 (2)	0.4436 (2)	0.0564 (12)
O3	0.7418 (3)	0.0460 (3)	0.4567 (3)	0.0683 (14)
H3B	0.755 (5)	0.0692 (17)	0.417 (2)	0.102*
H3A	0.772 (4)	0.0089 (15)	0.453 (3)	0.102*
O4	0.8916 (4)	0.9561 (3)	0.5711 (3)	0.0753 (15)
O5	0.8670 (4)	0.9427 (3)	0.4144 (3)	0.0710 (14)
Cl1	0.7021 (2)	0.0044 (2)	0.92858 (14)	0.1476 (13)
Cl2	0.5916 (2)	−0.01498 (18)	0.10161 (13)	0.1290 (11)
Cl3	0.9666 (2)	0.95883 (17)	0.91094 (14)	0.1278 (10)
Cl4	0.8513 (3)	0.89463 (17)	0.07437 (14)	0.1330 (11)
C1	0.6425 (5)	0.1150 (4)	0.6607 (4)	0.0608 (19)
H1	0.6471	0.1553	0.6901	0.073*
C2	0.6592 (5)	0.0512 (5)	0.7002 (4)	0.064 (2)
C3	0.6723 (5)	0.0560 (5)	0.7836 (5)	0.079 (3)
H3	0.6698	0.0987	0.8082	0.095*
C4	0.6885 (6)	−0.0018 (7)	0.8268 (5)	0.089 (3)
C5	0.6947 (6)	−0.0660 (6)	0.7912 (5)	0.089 (3)
H5	0.7070	−0.1051	0.8214	0.107*
C6	0.6824 (5)	−0.0717 (5)	0.7102 (4)	0.069 (2)
H6	0.6871	−0.1145	0.6861	0.083*
C7	0.6633 (5)	−0.0137 (4)	0.6655 (4)	0.0578 (19)
C8	0.5453 (5)	0.1045 (4)	0.3657 (5)	0.063 (2)
H8	0.5255	0.1421	0.3356	0.076*
C9	0.5622 (5)	0.0405 (5)	0.3272 (4)	0.061 (2)
C10	0.5680 (5)	0.0420 (5)	0.2442 (4)	0.072 (2)
H10	0.5596	0.0835	0.2174	0.086*
C11	0.5859 (6)	−0.0175 (6)	0.2032 (4)	0.078 (3)
C12	0.6013 (6)	−0.0784 (6)	0.2415 (5)	0.081 (3)
H12	0.6173	−0.1176	0.2133	0.097*
C13	0.5932 (5)	−0.0822 (4)	0.3235 (4)	0.066 (2)
H13	0.6010	−0.1240	0.3496	0.080*
C14	0.5734 (5)	−0.0228 (4)	0.3648 (4)	0.0542 (18)
C15	0.5358 (5)	0.1777 (4)	0.4807 (4)	0.0605 (19)
H15A	0.4725	0.1764	0.5012	0.073*
H15B	0.5387	0.2151	0.4430	0.073*
C16	0.6089 (5)	0.1897 (4)	0.5482 (4)	0.0573 (18)
C17	0.5733 (6)	0.2450 (4)	0.6022 (5)	0.078 (2)
H17A	0.5529	0.2842	0.5717	0.117*
H17B	0.6233	0.2586	0.6384	0.117*
H17C	0.5210	0.2275	0.6310	0.117*
C18	0.7046 (6)	0.2116 (4)	0.5155 (5)	0.081 (2)
H18A	0.7306	0.1741	0.4861	0.122*
H18B	0.7474	0.2234	0.5582	0.122*
H18C	0.6956	0.2508	0.4817	0.122*
C19	0.9467 (6)	0.8288 (5)	0.6502 (6)	0.085 (3)
H19	0.9660	0.7923	0.6822	0.102*
C20	0.9381 (5)	0.8937 (4)	0.6894 (4)	0.0619 (19)
C21	0.9570 (6)	0.8962 (5)	0.7706 (5)	0.078 (2)
H21	0.9776	0.8571	0.7979	0.093*
C22	0.9443 (6)	0.9570 (6)	0.8087 (5)	0.080 (2)
C23	0.9168 (6)	1.0155 (5)	0.7722 (5)	0.077 (2)
H23	0.9090	1.0558	0.8009	0.093*
C24	0.9004 (5)	1.0152 (4)	0.6922 (5)	0.068 (2)
H24	0.8829	1.0557	0.6666	0.081*
C25	0.9100 (5)	0.9539 (4)	0.6487 (5)	0.066 (2)
C26	0.9036 (6)	0.8048 (4)	0.3523 (5)	0.079 (2)
H26	0.9134	0.7637	0.3256	0.095*
C27	0.8833 (5)	0.8646 (4)	0.3064 (4)	0.063 (2)
C28	0.8799 (6)	0.8537 (5)	0.2259 (5)	0.082 (2)
H28	0.8930	0.8103	0.2056	0.098*
C29	0.8570 (6)	0.9075 (5)	0.1761 (4)	0.079 (3)
C30	0.8389 (6)	0.9718 (5)	0.2052 (5)	0.078 (2)
H30	0.8238	1.0076	0.1708	0.093*
C31	0.8429 (5)	0.9838 (5)	0.2848 (5)	0.071 (2)
H31	0.8311	1.0277	0.3041	0.085*
C32	0.8650 (5)	0.9291 (4)	0.3374 (4)	0.0573 (19)
C33A	0.9614 (12)	0.7450 (6)	0.5419 (9)	0.060 (4)	0.488 (13)
C36A	0.9347 (13)	0.6860 (9)	0.5960 (9)	0.084 (6)	0.488 (13)
H36A	0.8755	0.6963	0.6197	0.126*	0.488 (13)
H36B	0.9830	0.6804	0.6363	0.126*	0.488 (13)
H36C	0.9286	0.6442	0.5660	0.126*	0.488 (13)
C35A	1.0655 (14)	0.7374 (18)	0.5234 (15)	0.093 (8)	0.488 (13)
H35A	1.1033	0.7428	0.5708	0.139*	0.488 (13)
H35B	1.0827	0.7720	0.4861	0.139*	0.488 (13)
H35C	1.0762	0.6925	0.5016	0.139*	0.488 (13)
C34A	0.9011 (14)	0.7356 (6)	0.4662 (10)	0.064 (5)	0.488 (13)
H34A	0.9264	0.6995	0.4335	0.077*	0.488 (13)
H34B	0.8359	0.7250	0.4776	0.077*	0.488 (13)
C33B	0.9521 (14)	0.7372 (8)	0.4771 (11)	0.065 (5)	0.512 (13)
C36B	0.9160 (14)	0.6722 (9)	0.4363 (10)	0.100 (7)	0.512 (13)
H36D	0.9236	0.6336	0.4712	0.149*	0.512 (13)
H36E	0.9514	0.6643	0.3898	0.149*	0.512 (13)
H36F	0.8502	0.6777	0.4220	0.149*	0.512 (13)
C35B	1.0608 (14)	0.7392 (15)	0.4857 (12)	0.072 (6)	0.512 (13)
H35D	1.0876	0.7427	0.4346	0.109*	0.512 (13)
H35E	1.0831	0.6979	0.5111	0.109*	0.512 (13)
H35F	1.0797	0.7785	0.5167	0.109*	0.512 (13)
C34B	0.9085 (14)	0.7424 (9)	0.5602 (10)	0.071 (5)	0.512 (13)
H34C	0.8406	0.7347	0.5583	0.085*	0.512 (13)
H34D	0.9384	0.7108	0.5974	0.085*	0.512 (13)
Cl6A	0.6513 (16)	0.7253 (10)	0.7491 (12)	0.128 (7)	0.43 (3)
O12A	0.7325 (16)	0.7630 (15)	0.7680 (17)	0.131 (10)	0.43 (3)
O13A	0.5802 (14)	0.7682 (11)	0.717 (2)	0.137 (9)	0.43 (3)
O14A	0.619 (2)	0.6869 (15)	0.8136 (15)	0.132 (10)	0.43 (3)
O15A	0.672 (3)	0.6743 (12)	0.6892 (16)	0.205 (12)	0.43 (3)
Cl6B	0.6451 (12)	0.7348 (8)	0.7472 (10)	0.123 (5)	0.57 (3)
O12B	0.5857 (15)	0.7835 (10)	0.7791 (17)	0.161 (8)	0.57 (3)
O13B	0.599 (2)	0.7030 (18)	0.6827 (12)	0.221 (11)	0.57 (3)
O14B	0.7364 (14)	0.7549 (14)	0.7297 (17)	0.146 (8)	0.57 (3)
O15B	0.652 (2)	0.6748 (13)	0.8005 (17)	0.157 (9)	0.57 (3)
Cl5A	0.2133 (8)	0.8144 (6)	0.7192 (7)	0.097 (3)	0.75 (2)
O8A	0.3081 (9)	0.8034 (11)	0.7021 (11)	0.156 (7)	0.75 (2)
O9A	0.2064 (12)	0.8563 (7)	0.7876 (6)	0.143 (6)	0.75 (2)
O10A	0.1693 (14)	0.8528 (9)	0.6537 (9)	0.102 (6)	0.75 (2)
O11A	0.1630 (9)	0.7540 (6)	0.7290 (10)	0.146 (6)	0.75 (2)
Cl5B	0.208 (2)	0.8058 (18)	0.7032 (18)	0.093 (7)	0.25 (2)
O8B	0.150 (3)	0.813 (3)	0.768 (2)	0.148 (14)	0.25 (2)
O9B	0.189 (3)	0.7412 (15)	0.667 (3)	0.148 (14)	0.25 (2)
O10B	0.304 (3)	0.809 (3)	0.735 (3)	0.129 (15)	0.25 (2)
O11B	0.192 (4)	0.856 (2)	0.646 (2)	0.081 (13)	0.25 (2)
O16A	0.6738 (16)	0.7300 (11)	0.5408 (14)	0.167 (9)	0.454 (12)
H16A	0.6857	0.7278	0.5882	0.250*	0.454 (12)
C38A	0.682 (4)	0.6168 (15)	0.485 (3)	0.262 (18)	0.454 (12)
H38A	0.7014	0.5857	0.5260	0.392*	0.454 (12)
H38B	0.7371	0.6377	0.4628	0.392*	0.454 (12)
H38C	0.6477	0.5919	0.4444	0.392*	0.454 (12)
C37A	0.621 (2)	0.6706 (19)	0.517 (3)	0.243 (17)	0.454 (12)
H37A	0.5742	0.6839	0.4769	0.292*	0.454 (12)
H37B	0.5884	0.6523	0.5612	0.292*	0.454 (12)
O16B	0.6680 (9)	0.7576 (8)	0.4231 (9)	0.136 (6)	0.546 (12)
H16B	0.6744	0.7651	0.3761	0.204*	0.546 (12)
C38B	0.640 (3)	0.6679 (13)	0.5170 (17)	0.194 (13)	0.546 (12)
H38D	0.6316	0.6189	0.5211	0.291*	0.546 (12)
H38E	0.6940	0.6818	0.5487	0.291*	0.546 (12)
H38F	0.5845	0.6909	0.5350	0.291*	0.546 (12)
C37B	0.655 (3)	0.6863 (10)	0.4352 (16)	0.279 (15)	0.546 (12)
H37C	0.7101	0.6618	0.4171	0.335*	0.546 (12)
H37D	0.6007	0.6710	0.4035	0.335*	0.546 (12)
O6	1.0535 (4)	0.9097 (3)	0.4871 (4)	0.113 (2)
H6A	1.1061 (16)	0.916 (3)	0.5101 (19)	0.169*
H6B	1.052 (3)	0.9369 (16)	0.4487 (15)	0.169*
O7	0.7432 (4)	0.8624 (3)	0.5121 (4)	0.0834 (16)
H7A	0.728 (6)	0.8232 (16)	0.528 (5)	0.125*
H7B	0.710 (6)	0.891 (3)	0.536 (5)	0.125*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0575 (6)	0.0522 (7)	0.0517 (6)	0.0069 (6)	0.0049 (5)	−0.0006 (5)
Mn2	0.0617 (7)	0.0426 (7)	0.0677 (7)	0.0029 (6)	0.0022 (5)	−0.0010 (6)
N1	0.054 (3)	0.051 (4)	0.062 (4)	0.009 (3)	0.011 (3)	−0.006 (3)
N2	0.052 (3)	0.060 (4)	0.051 (3)	0.010 (3)	0.004 (3)	0.003 (3)
N3	0.092 (5)	0.046 (4)	0.079 (5)	−0.001 (3)	−0.022 (4)	−0.001 (4)
N4	0.086 (5)	0.045 (4)	0.075 (4)	0.003 (3)	0.022 (4)	0.002 (3)
O1	0.067 (3)	0.067 (4)	0.052 (3)	0.008 (3)	0.001 (2)	−0.001 (2)
O2	0.064 (3)	0.057 (3)	0.049 (2)	−0.002 (2)	0.010 (2)	−0.004 (2)
O3	0.062 (3)	0.067 (4)	0.076 (3)	0.016 (3)	0.016 (2)	0.006 (3)
O4	0.095 (4)	0.051 (3)	0.079 (4)	0.010 (3)	−0.012 (3)	−0.006 (3)
O5	0.095 (4)	0.045 (3)	0.074 (3)	0.014 (3)	0.021 (3)	0.000 (3)
Cl1	0.163 (3)	0.223 (4)	0.0567 (13)	0.039 (2)	0.0056 (15)	0.0175 (18)
Cl2	0.158 (2)	0.174 (3)	0.0562 (13)	−0.016 (2)	0.0276 (14)	−0.0170 (15)
Cl3	0.177 (3)	0.133 (3)	0.0748 (16)	−0.004 (2)	0.0239 (16)	−0.0113 (16)
Cl4	0.213 (3)	0.118 (3)	0.0684 (15)	−0.008 (2)	0.0062 (17)	−0.0092 (15)
C1	0.064 (5)	0.065 (5)	0.054 (4)	0.023 (4)	0.006 (3)	−0.010 (4)
C2	0.058 (5)	0.080 (6)	0.053 (4)	0.016 (4)	0.006 (3)	0.001 (4)
C3	0.075 (6)	0.105 (8)	0.057 (5)	0.010 (5)	0.001 (4)	−0.009 (5)
C4	0.077 (6)	0.136 (10)	0.055 (5)	0.020 (6)	0.014 (4)	0.009 (6)
C5	0.070 (6)	0.119 (9)	0.080 (6)	0.004 (5)	0.007 (5)	0.052 (6)
C6	0.068 (5)	0.074 (6)	0.063 (5)	−0.003 (4)	−0.003 (4)	0.021 (4)
C7	0.042 (4)	0.063 (5)	0.068 (5)	0.004 (3)	0.008 (3)	0.010 (4)
C8	0.047 (4)	0.070 (6)	0.073 (5)	0.005 (4)	0.003 (4)	0.009 (4)
C9	0.051 (4)	0.082 (6)	0.053 (4)	0.001 (4)	0.013 (3)	−0.005 (4)
C10	0.067 (5)	0.095 (7)	0.054 (4)	−0.009 (5)	0.010 (4)	0.005 (5)
C11	0.070 (5)	0.116 (8)	0.049 (5)	−0.013 (5)	0.014 (4)	−0.012 (5)
C12	0.074 (6)	0.103 (8)	0.066 (6)	−0.011 (5)	0.021 (4)	−0.030 (5)
C13	0.062 (5)	0.080 (6)	0.058 (5)	−0.006 (4)	0.012 (4)	−0.011 (4)
C14	0.051 (4)	0.065 (6)	0.047 (4)	−0.003 (4)	0.008 (3)	−0.011 (4)
C15	0.067 (5)	0.050 (5)	0.066 (4)	0.013 (4)	0.012 (4)	−0.006 (4)
C16	0.073 (5)	0.053 (5)	0.046 (4)	0.006 (4)	0.000 (3)	−0.005 (3)
C17	0.099 (6)	0.053 (5)	0.083 (5)	0.016 (4)	0.019 (5)	−0.009 (4)
C18	0.071 (5)	0.068 (6)	0.104 (6)	−0.011 (4)	0.000 (5)	0.009 (5)
C19	0.097 (7)	0.057 (6)	0.098 (7)	0.002 (5)	−0.020 (5)	0.009 (5)
C20	0.077 (5)	0.051 (5)	0.059 (5)	−0.001 (4)	0.001 (4)	0.002 (4)
C21	0.086 (6)	0.079 (7)	0.069 (5)	−0.012 (5)	0.010 (4)	0.005 (5)
C22	0.090 (6)	0.089 (7)	0.061 (5)	−0.007 (6)	0.010 (4)	−0.013 (5)
C23	0.079 (6)	0.076 (7)	0.077 (6)	−0.008 (5)	0.018 (4)	−0.021 (5)
C24	0.061 (5)	0.063 (6)	0.080 (6)	0.008 (4)	0.010 (4)	−0.009 (4)
C25	0.060 (5)	0.057 (6)	0.081 (6)	0.005 (4)	0.001 (4)	−0.009 (5)
C26	0.114 (7)	0.044 (5)	0.081 (6)	0.003 (5)	0.026 (5)	−0.017 (4)
C27	0.066 (5)	0.055 (6)	0.070 (5)	−0.006 (4)	0.016 (4)	−0.005 (4)
C28	0.105 (7)	0.069 (6)	0.071 (6)	−0.003 (5)	0.014 (5)	−0.011 (5)
C29	0.096 (6)	0.092 (8)	0.051 (5)	−0.020 (5)	0.014 (4)	0.001 (5)
C30	0.090 (6)	0.079 (7)	0.064 (5)	0.003 (5)	0.008 (4)	0.006 (5)
C31	0.072 (5)	0.071 (6)	0.071 (5)	0.009 (4)	0.022 (4)	0.011 (4)
C32	0.058 (4)	0.050 (5)	0.065 (5)	0.002 (3)	0.019 (4)	0.001 (4)
C33A	0.067 (8)	0.048 (7)	0.064 (8)	−0.001 (6)	0.009 (7)	0.004 (6)
C36A	0.114 (12)	0.058 (11)	0.079 (10)	0.004 (9)	−0.003 (9)	0.017 (8)
C35A	0.080 (12)	0.102 (14)	0.098 (15)	0.012 (10)	0.012 (12)	0.006 (15)
C34A	0.068 (8)	0.058 (8)	0.066 (8)	−0.001 (7)	0.012 (7)	−0.012 (6)
C33B	0.073 (8)	0.045 (7)	0.076 (8)	−0.007 (6)	0.004 (7)	−0.007 (6)
C36B	0.126 (13)	0.076 (12)	0.096 (11)	−0.008 (10)	−0.013 (10)	−0.027 (9)
C35B	0.066 (10)	0.075 (11)	0.077 (12)	0.015 (8)	0.005 (9)	0.015 (12)
C34B	0.078 (8)	0.064 (8)	0.071 (8)	−0.009 (7)	0.001 (7)	−0.003 (7)
Cl6A	0.129 (10)	0.098 (11)	0.156 (10)	0.015 (8)	−0.020 (8)	0.018 (8)
O12A	0.115 (15)	0.122 (16)	0.153 (19)	−0.016 (12)	−0.052 (13)	0.044 (14)
O13A	0.101 (12)	0.094 (14)	0.21 (2)	0.023 (10)	−0.074 (13)	0.037 (14)
O14A	0.137 (19)	0.094 (17)	0.166 (17)	0.015 (13)	0.021 (13)	0.028 (14)
O15A	0.21 (2)	0.150 (18)	0.25 (2)	0.016 (16)	0.009 (18)	−0.020 (17)
Cl6B	0.122 (8)	0.070 (6)	0.175 (9)	0.003 (5)	−0.042 (7)	0.001 (6)
O12B	0.155 (14)	0.106 (13)	0.223 (19)	−0.004 (11)	0.034 (14)	0.019 (13)
O13B	0.200 (19)	0.25 (2)	0.208 (17)	−0.025 (18)	−0.031 (15)	−0.011 (16)
O14B	0.123 (13)	0.131 (14)	0.185 (18)	−0.020 (11)	0.012 (11)	0.015 (13)
O15B	0.159 (17)	0.098 (13)	0.214 (19)	0.024 (12)	−0.011 (13)	0.039 (14)
Cl5A	0.092 (4)	0.086 (4)	0.113 (6)	0.022 (3)	0.025 (4)	0.013 (4)
O8A	0.110 (10)	0.162 (14)	0.198 (15)	0.030 (9)	0.051 (9)	0.066 (12)
O9A	0.211 (14)	0.125 (11)	0.095 (7)	0.020 (10)	0.014 (8)	−0.020 (7)
O10A	0.105 (11)	0.095 (10)	0.106 (12)	0.015 (7)	0.007 (8)	0.022 (8)
O11A	0.160 (10)	0.097 (9)	0.181 (14)	−0.043 (8)	0.023 (9)	0.044 (10)
Cl5B	0.107 (13)	0.092 (14)	0.083 (10)	0.004 (10)	0.035 (8)	0.029 (9)
O8B	0.16 (3)	0.16 (3)	0.13 (2)	0.00 (2)	0.07 (2)	0.01 (2)
O9B	0.20 (3)	0.09 (2)	0.15 (3)	−0.02 (2)	−0.01 (2)	0.03 (2)
O10B	0.09 (3)	0.11 (2)	0.18 (3)	−0.02 (2)	−0.03 (2)	0.01 (2)
O11B	0.12 (3)	0.07 (2)	0.048 (16)	0.000 (18)	0.059 (17)	0.018 (15)
O16A	0.144 (13)	0.150 (15)	0.208 (16)	−0.010 (11)	0.040 (13)	−0.009 (13)
C38A	0.26 (2)	0.26 (2)	0.27 (2)	−0.013 (18)	0.020 (17)	0.018 (18)
C37A	0.242 (19)	0.240 (19)	0.247 (19)	0.005 (10)	0.000 (10)	−0.002 (10)
O16B	0.090 (8)	0.153 (12)	0.166 (12)	−0.005 (8)	0.030 (8)	−0.065 (9)
C38B	0.185 (18)	0.179 (19)	0.217 (19)	0.018 (16)	−0.004 (15)	−0.025 (16)
C37B	0.273 (17)	0.281 (17)	0.284 (17)	0.006 (10)	0.007 (10)	−0.004 (10)
O6	0.070 (4)	0.076 (4)	0.191 (6)	−0.005 (3)	−0.001 (4)	0.022 (4)
O7	0.068 (4)	0.068 (4)	0.115 (5)	0.002 (3)	0.016 (3)	−0.007 (4)

Geometric parameters (Å, º)

Mn1—O1	1.851 (5)	C23—C24	1.374 (10)
Mn1—O2	1.895 (5)	C23—H23	0.9300
Mn1—N1	1.977 (6)	C24—C25	1.409 (10)
Mn1—N2	1.955 (6)	C24—H24	0.9300
Mn1—O3	2.221 (5)	C26—C27	1.423 (11)
Mn1—O2^i	2.425 (4)	C26—H26	0.9300
Mn2—O4	1.880 (5)	C27—C32	1.385 (10)
Mn2—O5	1.873 (5)	C27—C28	1.387 (10)
Mn2—N3	1.969 (6)	C28—C29	1.376 (12)
Mn2—N4	1.964 (6)	C28—H28	0.9300
Mn2—O6	2.270 (6)	C29—C30	1.368 (12)
Mn2—O7	2.241 (5)	C30—C31	1.374 (10)
N1—C1	1.314 (8)	C30—H30	0.9300
N1—C16	1.491 (9)	C31—C32	1.418 (10)
N2—C8	1.313 (8)	C31—H31	0.9300
N2—C15	1.462 (8)	C33A—C35A	1.519 (10)
N3—C19	1.279 (10)	C33A—C36A	1.523 (15)
N3—C34B	1.445 (18)	C33A—C34A	1.53 (3)
N3—C33A	1.522 (9)	C36A—H36A	0.9600
N4—C26	1.307 (9)	C36A—H36B	0.9600
N4—C34A	1.458 (9)	C36A—H36C	0.9600
N4—C33B	1.624 (19)	C35A—H35A	0.9600
O1—C7	1.352 (8)	C35A—H35B	0.9600
O2—C14	1.367 (7)	C35A—H35C	0.9600
O2—Mn1^i	2.425 (4)	C34A—H34A	0.9700
O3—H3B	0.840 (10)	C34A—H34B	0.9700
O3—H3A	0.838 (10)	C33B—C36B	1.520 (15)
O4—C25	1.338 (9)	C33B—C35B	1.54 (3)
O5—C32	1.336 (8)	C33B—C34B	1.56 (3)
Cl1—C4	1.742 (9)	C36B—H36D	0.9600
Cl2—C11	1.733 (8)	C36B—H36E	0.9600
Cl3—C22	1.760 (8)	C36B—H36F	0.9600
Cl4—C29	1.749 (8)	C35B—H35D	0.9600
C1—C2	1.424 (10)	C35B—H35E	0.9600
C1—H1	0.9300	C35B—H35F	0.9600
C2—C7	1.393 (10)	C34B—H34C	0.9700
C2—C3	1.428 (10)	C34B—H34D	0.9700
C3—C4	1.357 (13)	Cl6A—O12A	1.390 (15)
C3—H3	0.9300	Cl6A—O13A	1.401 (13)
C4—C5	1.388 (13)	Cl6A—O14A	1.413 (16)
C5—C6	1.388 (11)	Cl6A—O15A	1.456 (15)
C5—H5	0.9300	Cl6B—O12B	1.385 (18)
C6—C7	1.380 (10)	Cl6B—O14B	1.387 (19)
C6—H6	0.9300	Cl6B—O13B	1.403 (16)
C8—C9	1.427 (10)	Cl6B—O15B	1.477 (17)
C8—H8	0.9300	Cl5A—O11A	1.384 (11)
C9—C14	1.390 (10)	Cl5A—O8A	1.395 (12)
C9—C10	1.418 (9)	Cl5A—O9A	1.425 (12)
C10—C11	1.377 (12)	Cl5A—O10A	1.463 (11)
C10—H10	0.9300	Cl5B—O11B	1.40 (2)
C11—C12	1.364 (12)	Cl5B—O8B	1.40 (2)
C12—C13	1.406 (10)	Cl5B—O9B	1.42 (2)
C12—H12	0.9300	Cl5B—O10B	1.46 (2)
C13—C14	1.382 (10)	O16A—C37A	1.422 (10)
C13—H13	0.9300	O16A—H16A	0.8200
C15—C16	1.541 (10)	C38A—C37A	1.466 (10)
C15—H15A	0.9700	C38A—H38A	0.9600
C15—H15B	0.9700	C38A—H38B	0.9600
C16—C17	1.509 (9)	C38A—H38C	0.9600
C16—C18	1.536 (10)	C37A—H37A	0.9700
C17—H17A	0.9600	C37A—H37B	0.9700
C17—H17B	0.9600	O16B—C37B	1.412 (10)
C17—H17C	0.9600	O16B—H16B	0.8200
C18—H18A	0.9600	C38B—C37B	1.458 (10)
C18—H18B	0.9600	C38B—H38D	0.9600
C18—H18C	0.9600	C38B—H38E	0.9600
C19—C20	1.431 (11)	C38B—H38F	0.9600
C19—H19	0.9300	C37B—H37C	0.9700
C20—C21	1.402 (10)	C37B—H37D	0.9700
C20—C25	1.409 (10)	O6—H6A	0.8402 (12)
C21—C22	1.360 (12)	O6—H6B	0.8401 (11)
C21—H21	0.9300	O7—H7A	0.837 (10)
C22—C23	1.345 (12)	O7—H7B	0.838 (10)
O1—Mn1—O2	93.3 (2)	C22—C23—H23	120.3
O1—Mn1—N1	94.2 (2)	C24—C23—H23	120.3
O1—Mn1—N2	176.3 (2)	C23—C24—C25	120.6 (8)
O2—Mn1—N1	167.8 (2)	C23—C24—H24	119.7
O2—Mn1—N2	90.4 (2)	C25—C24—H24	119.7
O2—Mn1—O3	91.8 (2)	O4—C25—C20	123.7 (7)
O2—Mn1—O2^i	79.98 (18)	O4—C25—C24	118.3 (7)
N1—Mn1—O3	97.6 (2)	C20—C25—C24	118.0 (8)
O3—Mn1—O2^i	170.68 (17)	N4—C26—C27	125.2 (7)
Mn1—O2—Mn1^i	100.02 (18)	N4—C26—H26	117.4
N2—Mn1—N1	82.1 (3)	C27—C26—H26	117.4
O1—Mn1—O3	92.0 (2)	C32—C27—C28	120.8 (8)
N2—Mn1—O3	88.4 (2)	C32—C27—C26	124.3 (7)
O1—Mn1—O2^i	92.81 (18)	C28—C27—C26	114.8 (8)
N2—Mn1—O2^i	87.34 (19)	C29—C28—C27	119.6 (8)
N1—Mn1—O2^i	90.07 (19)	C29—C28—H28	120.2
O4—Mn2—N3	94.5 (3)	C27—C28—H28	120.2
O4—Mn2—N4	175.2 (3)	C30—C29—C28	120.7 (7)
O4—Mn2—O7	90.2 (2)	C30—C29—Cl4	119.0 (7)
O5—Mn2—N3	173.8 (3)	C28—C29—Cl4	120.3 (8)
O5—Mn2—N4	93.0 (2)	C29—C30—C31	120.6 (8)
O5—Mn2—O4	91.7 (2)	C29—C30—H30	119.7
O5—Mn2—O7	89.2 (2)	C31—C30—H30	119.7
N3—Mn2—O6	89.6 (3)	C30—C31—C32	119.9 (8)
N4—Mn2—O7	90.9 (2)	C30—C31—H31	120.1
O7—Mn2—O6	177.3 (2)	C32—C31—H31	120.1
N4—Mn2—N3	80.8 (3)	O5—C32—C27	123.6 (7)
N3—Mn2—O7	91.2 (3)	O5—C32—C31	118.0 (7)
O5—Mn2—O6	90.2 (2)	C27—C32—C31	118.4 (7)
O4—Mn2—O6	87.2 (3)	C35A—C33A—N3	116.5 (16)
N4—Mn2—O6	91.8 (3)	C35A—C33A—C36A	108.1 (16)
C1—N1—C16	120.4 (6)	N3—C33A—C36A	109.7 (12)
C1—N1—Mn1	123.7 (5)	C35A—C33A—C34A	109.3 (15)
C16—N1—Mn1	115.8 (4)	N3—C33A—C34A	106.8 (11)
C8—N2—C15	121.6 (6)	C36A—C33A—C34A	106.1 (12)
C8—N2—Mn1	124.7 (5)	C33A—C36A—H36A	109.5
C15—N2—Mn1	113.7 (4)	C33A—C36A—H36B	109.5
C19—N3—C34B	116.9 (9)	H36A—C36A—H36B	109.5
C19—N3—C33A	123.5 (9)	C33A—C36A—H36C	109.5
C19—N3—Mn2	122.0 (6)	H36A—C36A—H36C	109.5
C34B—N3—Mn2	117.8 (8)	H36B—C36A—H36C	109.5
C33A—N3—Mn2	112.9 (7)	C33A—C35A—H35A	109.5
C26—N4—C34A	116.9 (9)	C33A—C35A—H35B	109.5
C26—N4—C33B	122.4 (8)	H35A—C35A—H35B	109.5
C26—N4—Mn2	125.1 (6)	C33A—C35A—H35C	109.5
C34A—N4—Mn2	116.3 (8)	H35A—C35A—H35C	109.5
C33B—N4—Mn2	111.1 (7)	H35B—C35A—H35C	109.5
C7—O1—Mn1	128.0 (5)	N4—C34A—C33A	102.0 (12)
C14—O2—Mn1	120.6 (4)	N4—C34A—H34A	111.4
C14—O2—Mn1^i	117.8 (4)	C33A—C34A—H34A	111.4
Mn1—O3—H3B	127 (4)	N4—C34A—H34B	111.4
Mn1—O3—H3A	116 (4)	C33A—C34A—H34B	111.4
H3B—O3—H3A	106.0 (13)	H34A—C34A—H34B	109.2
C25—O4—Mn2	128.0 (5)	C36B—C33B—C35B	112.7 (17)
C32—O5—Mn2	128.6 (5)	C36B—C33B—C34B	109.4 (14)
N1—C1—C2	124.2 (7)	C35B—C33B—C34B	109.4 (16)
N1—C1—H1	117.9	C36B—C33B—N4	107.8 (14)
C2—C1—H1	117.9	C35B—C33B—N4	112.5 (14)
C7—C2—C1	126.4 (6)	C34B—C33B—N4	104.7 (14)
C7—C2—C3	118.3 (8)	C33B—C36B—H36D	109.5
C1—C2—C3	115.4 (8)	C33B—C36B—H36E	109.5
C4—C3—C2	120.0 (9)	H36D—C36B—H36E	109.5
C4—C3—H3	120.0	C33B—C36B—H36F	109.5
C2—C3—H3	120.0	H36D—C36B—H36F	109.5
C3—C4—C5	121.1 (8)	H36E—C36B—H36F	109.5
C3—C4—Cl1	119.6 (9)	C33B—C35B—H35D	109.5
C5—C4—Cl1	119.3 (8)	C33B—C35B—H35E	109.5
C6—C5—C4	119.8 (8)	H35D—C35B—H35E	109.5
C6—C5—H5	120.1	C33B—C35B—H35F	109.5
C4—C5—H5	120.1	H35D—C35B—H35F	109.5
C7—C6—C5	120.0 (9)	H35E—C35B—H35F	109.5
C7—C6—H6	120.0	N3—C34B—C33B	98.9 (12)
C5—C6—H6	120.0	N3—C34B—H34C	112.0
O1—C7—C6	117.3 (7)	C33B—C34B—H34C	112.0
O1—C7—C2	121.8 (7)	N3—C34B—H34D	112.0
C6—C7—C2	120.8 (7)	C33B—C34B—H34D	112.0
N2—C8—C9	122.5 (7)	H34C—C34B—H34D	109.7
N2—C8—H8	118.7	O12A—Cl6A—O13A	110.8 (14)
C9—C8—H8	118.7	O12A—Cl6A—O14A	112.2 (14)
C14—C9—C10	117.9 (8)	O13A—Cl6A—O14A	112.0 (16)
C14—C9—C8	125.0 (6)	O12A—Cl6A—O15A	109.9 (15)
C10—C9—C8	117.0 (8)	O13A—Cl6A—O15A	106.6 (13)
C11—C10—C9	120.3 (9)	O14A—Cl6A—O15A	105.1 (13)
C11—C10—H10	119.9	O12B—Cl6B—O14B	118.0 (14)
C9—C10—H10	119.9	O12B—Cl6B—O13B	109.4 (17)
C12—C11—C10	120.9 (8)	O14B—Cl6B—O13B	111.7 (19)
C12—C11—Cl2	119.3 (7)	O12B—Cl6B—O15B	109.0 (18)
C10—C11—Cl2	119.8 (8)	O14B—Cl6B—O15B	108.0 (16)
C11—C12—C13	120.2 (8)	O13B—Cl6B—O15B	99.0 (16)
C11—C12—H12	119.9	O11A—Cl5A—O8A	113.2 (11)
C13—C12—H12	119.9	O11A—Cl5A—O9A	109.7 (10)
C14—C13—C12	119.0 (8)	O8A—Cl5A—O9A	110.3 (10)
C14—C13—H13	120.5	O11A—Cl5A—O10A	108.4 (10)
C12—C13—H13	120.5	O8A—Cl5A—O10A	108.0 (10)
O2—C14—C13	117.9 (7)	O9A—Cl5A—O10A	107.1 (10)
O2—C14—C9	120.4 (6)	O11B—Cl5B—O8B	113 (3)
C13—C14—C9	121.5 (7)	O11B—Cl5B—O9B	107 (2)
N2—C15—C16	109.1 (6)	O8B—Cl5B—O9B	110 (2)
N2—C15—H15A	109.9	O11B—Cl5B—O10B	111 (3)
C16—C15—H15A	109.9	O8B—Cl5B—O10B	105 (3)
N2—C15—H15B	109.9	O9B—Cl5B—O10B	111 (3)
C16—C15—H15B	109.9	C37A—O16A—H16A	109.5
H15A—C15—H15B	108.3	C37A—C38A—H38A	109.5
N1—C16—C17	114.8 (6)	C37A—C38A—H38B	109.5
N1—C16—C18	108.1 (6)	H38A—C38A—H38B	109.5
C17—C16—C18	109.7 (7)	C37A—C38A—H38C	109.5
N1—C16—C15	104.2 (6)	H38A—C38A—H38C	109.5
C17—C16—C15	109.5 (6)	H38B—C38A—H38C	109.5
C18—C16—C15	110.4 (6)	O16A—C37A—C38A	112.2 (11)
C16—C17—H17A	109.5	O16A—C37A—H37A	109.2
C16—C17—H17B	109.5	C38A—C37A—H37A	109.2
H17A—C17—H17B	109.5	O16A—C37A—H37B	109.2
C16—C17—H17C	109.5	C38A—C37A—H37B	109.2
H17A—C17—H17C	109.5	H37A—C37A—H37B	107.9
H17B—C17—H17C	109.5	C37B—O16B—H16B	109.5
C16—C18—H18A	109.5	C37B—C38B—H38D	109.5
C16—C18—H18B	109.5	C37B—C38B—H38E	109.5
H18A—C18—H18B	109.5	H38D—C38B—H38E	109.5
C16—C18—H18C	109.5	C37B—C38B—H38F	109.5
H18A—C18—H18C	109.5	H38D—C38B—H38F	109.5
H18B—C18—H18C	109.5	H38E—C38B—H38F	109.5
N3—C19—C20	129.9 (8)	O16B—C37B—C38B	113.7 (11)
N3—C19—H19	115.0	O16B—C37B—H37C	108.8
C20—C19—H19	115.0	C38B—C37B—H37C	108.8
C21—C20—C25	120.0 (8)	O16B—C37B—H37D	108.8
C21—C20—C19	118.3 (8)	C38B—C37B—H37D	108.8
C25—C20—C19	121.7 (7)	H37C—C37B—H37D	107.7
C22—C21—C20	118.4 (8)	Mn2—O6—H6A	147 (3)
C22—C21—H21	120.8	Mn2—O6—H6B	101 (3)
C20—C21—H21	120.8	H6A—O6—H6B	105.77 (18)
C23—C22—C21	123.5 (8)	Mn2—O7—H7A	118 (6)
C23—C22—Cl3	118.7 (8)	Mn2—O7—H7B	120 (6)
C21—C22—Cl3	117.8 (8)	H7A—O7—H7B	106.5 (18)
C22—C23—C24	119.4 (8)

Symmetry code: (i) −x+1, −y, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O5^ii	0.84 (4)	1.98 (5)	2.781 (8)	158 (5)
O3—H3B···O10A^iii	0.84 (4)	2.23 (5)	3.016 (18)	157 (4)
O6—H6B···O4^iv	0.84 (3)	2.25 (3)	2.899 (8)	134 (3)
O6—H6A···O3^v	0.84 (3)	2.33 (3)	3.139 (7)	164 (4)
O7—H7B···O1^vi	0.84 (8)	2.09 (7)	2.915 (8)	168 (7)
O7—H7A···O16B	0.84 (5)	2.33 (8)	2.731 (16)	110 (7)
C24—H24···O15B^vii	0.93	2.43	3.19 (3)	139
C28—H28···O8A^viii	0.93	2.51	3.23 (2)	135
C31—H31···O10A^ix	0.93	2.43	3.34 (2)	169

Symmetry codes: (ii) x, y−1, z; (iii) −x+1, −y+1, −z+1; (iv) −x+2, −y+2, −z+1; (v) −x+2, −y+1, −z+1; (vi) x, y+1, z; (vii) −x+3/2, y+1/2, −z+3/2; (viii) x+1/2, −y+3/2, z−1/2; (ix) −x+1, −y+2, −z+1.