metal-organic compounds
The crystal structure of the title compound, [Mn(C20H16Br4N2O2)(H2O)2](ClO4)·2H2O, has been determined. The mononuclear complex affords an elongated octahedral MnN2O4 coordination geometry with the four donor atoms of the tetradentate chiral Schiff base in the equatorial plane and with two aqua ligands in axial positions with Mn—O = 2.278 (9) and 2.269 (10) Å.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805009062/sj6054sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805009062/sj6054Isup2.hkl |
CCDC reference: 270544
Computing details top
Data collection: WinAFC Diffractometer Control Software (Rigaku, 1999); cell refinement: WinAFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.
Diaqua[(1R,2R)-N,N'-bis(3,5-dibromosalicylidene)cyclohexane-1,2-diamine-
κ4O,N,N',O']manganese(III) perchlorate
dihydrate top
Crystal data top
[Mn(C20H16Br4N2O2)(H2O)2](ClO4)·2H2O | F(000) = 824 |
Mr = 854.34 | Dx = 1.893 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 25 reflections |
a = 13.270 (5) Å | θ = 10.0–11.5° |
b = 11.612 (5) Å | µ = 5.91 mm−1 |
c = 10.530 (6) Å | T = 297 K |
β = 112.48 (3)° | Prism, brown |
V = 1499.3 (13) Å3 | 0.60 × 0.30 × 0.20 mm |
Z = 2 |
Data collection top
Rigaku AFC-7R diffractometer | 2220 reflections with I > 2σ(I) |
Radiation source: Rigaku rotating-anode generator | Rint = 0.000 |
Graphite monochromator | θmax = 27.6°, θmin = 2.7° |
ω–2θ scans | h = 0→17 |
Absorption correction: ψ scans (North et al., 1968) | k = 0→15 |
Tmin = 0.246, Tmax = 0.307 | l = −13→12 |
3620 measured reflections | 3 standard reflections every 150 reflections |
3620 independent reflections | intensity decay: 1.5% |
Refinement top
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.042 | w = 1/[σ2(Fo2) + (0.0574P)2 + 1.5653P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.122 | (Δ/σ)max = 0.001 |
S = 1.01 | Δρmax = 0.57 e Å−3 |
3620 reflections | Δρmin = −0.48 e Å−3 |
344 parameters | Extinction correction: SHELXL97 |
1 restraint | Extinction coefficient: 0.0006 (6) |
Primary atom site location: structure-invariant direct methods | Absolute structure: Flack (1983), no Friedel pairs |
Secondary atom site location: difference Fourier map | Absolute structure parameter: 0.02 (2) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Br1 | 0.61145 (9) | 0.29033 (12) | 0.79728 (12) | 0.0650 (4) | |
Br2 | 0.37427 (12) | 0.12004 (13) | 1.10154 (13) | 0.0753 (4) | |
Br3 | 0.27669 (11) | 0.57468 (12) | −0.24055 (12) | 0.0669 (4) | |
Br4 | 0.56602 (9) | 0.40042 (16) | 0.26340 (15) | 0.0857 (5) | |
Mn1 | 0.26958 (10) | 0.36269 (14) | 0.41721 (15) | 0.0429 (4) | |
Cl1 | 0.0604 (3) | 0.7457 (3) | 0.1910 (4) | 0.0717 (9) | |
O1 | 0.3846 (5) | 0.3377 (7) | 0.5880 (6) | 0.0514 (18) | |
O2 | 0.3609 (5) | 0.3713 (8) | 0.3165 (7) | 0.0550 (19) | |
O3 | 0.2860 (6) | 0.5570 (8) | 0.4478 (8) | 0.066 (2) | |
O4 | 0.2652 (8) | 0.1682 (8) | 0.3959 (10) | 0.082 (3) | |
O5 | 0.056 (2) | 0.6842 (15) | 0.2980 (17) | 0.227 (12) | |
O6 | 0.013 (2) | 0.8478 (19) | 0.1928 (17) | 0.217 (11) | |
O7 | 0.012 (3) | 0.6968 (17) | 0.0648 (16) | 0.257 (14) | |
O8 | 0.1584 (15) | 0.762 (4) | 0.215 (3) | 0.38 (3) | |
O9 | 0.5078 (14) | 0.1607 (19) | 0.4647 (15) | 0.184 (8) | |
O10 | 0.0973 (14) | 0.0794 (15) | 0.1843 (17) | 0.157 (6) | |
N1 | 0.1600 (6) | 0.3546 (8) | 0.5016 (8) | 0.0463 (19) | |
N2 | 0.1372 (6) | 0.3859 (7) | 0.2486 (8) | 0.0412 (18) | |
C1 | 0.3792 (7) | 0.2927 (10) | 0.6997 (10) | 0.043 (2) | |
C2 | 0.4753 (8) | 0.2633 (9) | 0.8110 (10) | 0.047 (2) | |
C3 | 0.4752 (9) | 0.2167 (10) | 0.9316 (10) | 0.052 (3) | |
H3 | 0.5405 | 0.2017 | 1.0049 | 0.063* | |
C4 | 0.3761 (9) | 0.1927 (9) | 0.9418 (10) | 0.049 (3) | |
C5 | 0.2791 (9) | 0.2182 (10) | 0.8375 (11) | 0.054 (3) | |
H5 | 0.2135 | 0.2014 | 0.8460 | 0.065* | |
C6 | 0.2799 (7) | 0.2699 (9) | 0.7177 (10) | 0.041 (2) | |
C7 | 0.1768 (8) | 0.3078 (10) | 0.6191 (10) | 0.049 (3) | |
H7 | 0.1163 | 0.2978 | 0.6421 | 0.058* | |
C8 | 0.0541 (7) | 0.4021 (11) | 0.4129 (10) | 0.055 (3) | |
H8 | 0.0620 | 0.4861 | 0.4140 | 0.066* | |
C9 | −0.0433 (8) | 0.3754 (17) | 0.4535 (13) | 0.088 (5) | |
H9A | −0.0522 | 0.2927 | 0.4577 | 0.107* | |
H9B | −0.0305 | 0.4075 | 0.5434 | 0.107* | |
C10 | −0.1450 (9) | 0.428 (2) | 0.3471 (15) | 0.120 (9) | |
H10A | −0.2073 | 0.4071 | 0.3692 | 0.146* | |
H10B | −0.1383 | 0.5109 | 0.3517 | 0.146* | |
C11 | −0.1654 (9) | 0.3899 (19) | 0.2058 (16) | 0.102 (6) | |
H11A | −0.2290 | 0.4299 | 0.1427 | 0.123* | |
H11B | −0.1816 | 0.3082 | 0.1981 | 0.123* | |
C12 | −0.0698 (7) | 0.4121 (14) | 0.1637 (12) | 0.071 (4) | |
H12A | −0.0838 | 0.3772 | 0.0749 | 0.085* | |
H12B | −0.0607 | 0.4943 | 0.1558 | 0.085* | |
C13 | 0.0318 (7) | 0.3625 (10) | 0.2684 (10) | 0.049 (2) | |
H13 | 0.0222 | 0.2787 | 0.2668 | 0.059* | |
C14 | 0.1361 (8) | 0.4245 (10) | 0.1330 (10) | 0.047 (2) | |
H14 | 0.0685 | 0.4402 | 0.0645 | 0.056* | |
C15 | 0.2319 (7) | 0.4455 (10) | 0.1013 (10) | 0.046 (2) | |
C16 | 0.2125 (9) | 0.4946 (10) | −0.0276 (10) | 0.050 (3) | |
H16 | 0.1424 | 0.5155 | −0.0858 | 0.060* | |
C17 | 0.2997 (9) | 0.5114 (10) | −0.0662 (11) | 0.051 (3) | |
C18 | 0.4045 (9) | 0.4786 (10) | 0.0173 (11) | 0.052 (3) | |
H18 | 0.4615 | 0.4847 | −0.0131 | 0.062* | |
C19 | 0.4225 (8) | 0.4365 (10) | 0.1473 (11) | 0.052 (3) | |
C20 | 0.3376 (8) | 0.4186 (10) | 0.1930 (10) | 0.045 (2) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Br1 | 0.0407 (5) | 0.0847 (9) | 0.0635 (7) | 0.0068 (6) | 0.0133 (5) | 0.0052 (7) |
Br2 | 0.0949 (10) | 0.0769 (9) | 0.0591 (7) | 0.0160 (8) | 0.0350 (7) | 0.0234 (7) |
Br3 | 0.0902 (9) | 0.0619 (8) | 0.0560 (6) | −0.0087 (7) | 0.0362 (6) | 0.0044 (6) |
Br4 | 0.0396 (5) | 0.1338 (15) | 0.0862 (9) | 0.0024 (8) | 0.0270 (6) | 0.0149 (9) |
Mn1 | 0.0310 (6) | 0.0544 (10) | 0.0440 (7) | 0.0013 (7) | 0.0150 (6) | 0.0069 (7) |
Cl1 | 0.0703 (18) | 0.067 (2) | 0.081 (2) | 0.0189 (17) | 0.0327 (16) | 0.0082 (17) |
O1 | 0.038 (3) | 0.070 (5) | 0.044 (4) | 0.006 (3) | 0.014 (3) | 0.015 (3) |
O2 | 0.035 (3) | 0.079 (5) | 0.052 (4) | 0.004 (4) | 0.018 (3) | 0.007 (4) |
O3 | 0.059 (5) | 0.066 (6) | 0.072 (5) | 0.003 (4) | 0.024 (4) | 0.007 (4) |
O4 | 0.092 (7) | 0.063 (6) | 0.095 (7) | −0.004 (5) | 0.043 (6) | −0.008 (5) |
O5 | 0.47 (4) | 0.109 (12) | 0.115 (12) | 0.017 (17) | 0.123 (17) | 0.022 (10) |
O6 | 0.31 (3) | 0.193 (18) | 0.134 (13) | 0.166 (19) | 0.075 (15) | 0.042 (13) |
O7 | 0.51 (4) | 0.133 (14) | 0.090 (10) | −0.06 (2) | 0.079 (17) | −0.028 (10) |
O8 | 0.115 (14) | 0.71 (8) | 0.38 (4) | −0.01 (3) | 0.16 (2) | 0.02 (5) |
O9 | 0.149 (12) | 0.27 (2) | 0.119 (11) | 0.116 (15) | 0.037 (9) | 0.035 (13) |
O10 | 0.166 (13) | 0.111 (11) | 0.161 (13) | −0.021 (11) | 0.028 (11) | −0.011 (11) |
N1 | 0.033 (4) | 0.056 (5) | 0.047 (4) | 0.009 (4) | 0.012 (3) | 0.006 (4) |
N2 | 0.031 (3) | 0.045 (5) | 0.048 (4) | −0.001 (4) | 0.015 (3) | −0.001 (4) |
C1 | 0.038 (4) | 0.045 (6) | 0.044 (5) | 0.004 (5) | 0.015 (4) | −0.001 (5) |
C2 | 0.041 (5) | 0.047 (7) | 0.050 (5) | 0.004 (5) | 0.012 (4) | 0.000 (5) |
C3 | 0.057 (6) | 0.050 (7) | 0.047 (6) | 0.018 (5) | 0.017 (5) | 0.013 (5) |
C4 | 0.066 (7) | 0.040 (6) | 0.039 (5) | 0.015 (5) | 0.018 (5) | 0.007 (5) |
C5 | 0.066 (7) | 0.054 (7) | 0.051 (6) | 0.005 (6) | 0.031 (5) | 0.001 (5) |
C6 | 0.039 (4) | 0.039 (6) | 0.051 (5) | 0.009 (4) | 0.023 (4) | 0.004 (5) |
C7 | 0.042 (5) | 0.058 (7) | 0.052 (6) | 0.006 (5) | 0.026 (4) | 0.010 (5) |
C8 | 0.031 (4) | 0.075 (8) | 0.057 (6) | −0.001 (5) | 0.014 (4) | 0.023 (6) |
C9 | 0.046 (6) | 0.157 (15) | 0.074 (8) | 0.005 (9) | 0.037 (6) | 0.040 (10) |
C10 | 0.038 (6) | 0.24 (3) | 0.085 (10) | 0.031 (10) | 0.031 (6) | 0.075 (14) |
C11 | 0.039 (6) | 0.168 (18) | 0.094 (10) | −0.004 (9) | 0.018 (6) | 0.047 (12) |
C12 | 0.030 (5) | 0.112 (11) | 0.059 (6) | −0.007 (6) | 0.005 (4) | 0.008 (7) |
C13 | 0.034 (4) | 0.051 (6) | 0.052 (6) | −0.007 (5) | 0.006 (4) | 0.009 (5) |
C14 | 0.038 (5) | 0.058 (7) | 0.039 (5) | 0.000 (5) | 0.009 (4) | −0.002 (5) |
C15 | 0.037 (5) | 0.048 (6) | 0.055 (6) | −0.002 (4) | 0.020 (4) | −0.007 (5) |
C16 | 0.051 (6) | 0.050 (7) | 0.044 (5) | −0.001 (5) | 0.013 (5) | −0.009 (5) |
C17 | 0.057 (6) | 0.050 (6) | 0.050 (6) | −0.013 (5) | 0.025 (5) | −0.006 (5) |
C18 | 0.052 (6) | 0.054 (7) | 0.054 (6) | −0.011 (5) | 0.024 (5) | −0.003 (5) |
C19 | 0.039 (5) | 0.063 (7) | 0.057 (6) | −0.004 (5) | 0.021 (5) | −0.002 (6) |
C20 | 0.039 (5) | 0.050 (6) | 0.044 (5) | −0.003 (5) | 0.015 (4) | −0.005 (5) |
Geometric parameters (Å, º) top
Br1—C2 | 1.893 (10) | C6—C7 | 1.435 (14) |
Br2—C4 | 1.891 (10) | C7—H7 | 0.9300 |
Br3—C17 | 1.891 (11) | C8—C13 | 1.506 (15) |
Br4—C19 | 1.875 (10) | C8—C9 | 1.540 (13) |
Mn1—O1 | 1.884 (6) | C8—H8 | 0.9800 |
Mn1—O2 | 1.893 (6) | C9—C10 | 1.513 (18) |
Mn1—N1 | 1.975 (8) | C9—H9A | 0.9700 |
Mn1—N2 | 1.981 (8) | C9—H9B | 0.9700 |
Mn1—O4 | 2.269 (10) | C10—C11 | 1.47 (2) |
Mn1—O3 | 2.278 (9) | C10—H10A | 0.9700 |
Cl1—O8 | 1.241 (17) | C10—H10B | 0.9700 |
Cl1—O6 | 1.348 (16) | C11—C12 | 1.518 (16) |
Cl1—O5 | 1.355 (17) | C11—H11A | 0.9700 |
Cl1—O7 | 1.360 (16) | C11—H11B | 0.9700 |
O1—C1 | 1.314 (11) | C12—C13 | 1.492 (14) |
O2—C20 | 1.335 (12) | C12—H12A | 0.9700 |
N1—C7 | 1.290 (12) | C12—H12B | 0.9700 |
N1—C8 | 1.466 (12) | C13—H13 | 0.9800 |
N2—C14 | 1.293 (13) | C14—C15 | 1.452 (13) |
N2—C13 | 1.516 (12) | C14—H14 | 0.9300 |
C1—C2 | 1.405 (13) | C15—C20 | 1.401 (13) |
C1—C6 | 1.425 (13) | C15—C16 | 1.403 (15) |
C2—C3 | 1.381 (14) | C16—C17 | 1.378 (14) |
C3—C4 | 1.388 (15) | C16—H16 | 0.9300 |
C3—H3 | 0.9300 | C17—C18 | 1.385 (16) |
C4—C5 | 1.367 (15) | C18—C19 | 1.385 (15) |
C5—C6 | 1.401 (14) | C18—H18 | 0.9300 |
C5—H5 | 0.9300 | C19—C20 | 1.399 (14) |
O1—Mn1—O2 | 94.8 (3) | C13—C8—H8 | 107.2 |
O1—Mn1—N1 | 91.7 (3) | C9—C8—H8 | 107.2 |
O2—Mn1—N1 | 173.4 (3) | C10—C9—C8 | 108.6 (10) |
O1—Mn1—N2 | 173.5 (3) | C10—C9—H9A | 110.0 |
O2—Mn1—N2 | 91.6 (3) | C8—C9—H9A | 110.0 |
N1—Mn1—N2 | 81.8 (3) | C10—C9—H9B | 110.0 |
O1—Mn1—O4 | 85.5 (4) | C8—C9—H9B | 110.0 |
O2—Mn1—O4 | 89.7 (4) | H9A—C9—H9B | 108.3 |
N1—Mn1—O4 | 90.1 (4) | C11—C10—C9 | 113.3 (15) |
N2—Mn1—O4 | 93.8 (4) | C11—C10—H10A | 108.9 |
O1—Mn1—O3 | 91.1 (3) | C9—C10—H10A | 108.9 |
O2—Mn1—O3 | 88.8 (3) | C11—C10—H10B | 108.9 |
N1—Mn1—O3 | 91.8 (4) | C9—C10—H10B | 108.9 |
N2—Mn1—O3 | 89.8 (3) | H10A—C10—H10B | 107.7 |
O4—Mn1—O3 | 176.2 (3) | C10—C11—C12 | 113.1 (12) |
O8—Cl1—O6 | 109 (2) | C10—C11—H11A | 109.0 |
O8—Cl1—O5 | 107 (2) | C12—C11—H11A | 109.0 |
O6—Cl1—O5 | 106.3 (13) | C10—C11—H11B | 109.0 |
O8—Cl1—O7 | 109.4 (19) | C12—C11—H11B | 109.0 |
O6—Cl1—O7 | 109.4 (14) | H11A—C11—H11B | 107.8 |
O5—Cl1—O7 | 116.0 (12) | C13—C12—C11 | 109.8 (10) |
C1—O1—Mn1 | 127.9 (6) | C13—C12—H12A | 109.7 |
C20—O2—Mn1 | 127.5 (6) | C11—C12—H12A | 109.7 |
C7—N1—C8 | 122.8 (8) | C13—C12—H12B | 109.7 |
C7—N1—Mn1 | 124.4 (6) | C11—C12—H12B | 109.7 |
C8—N1—Mn1 | 112.7 (6) | H12A—C12—H12B | 108.2 |
C14—N2—C13 | 120.9 (7) | C12—C13—C8 | 113.7 (10) |
C14—N2—Mn1 | 125.3 (6) | C12—C13—N2 | 116.7 (9) |
C13—N2—Mn1 | 113.6 (6) | C8—C13—N2 | 104.4 (7) |
O1—C1—C2 | 120.0 (8) | C12—C13—H13 | 107.2 |
O1—C1—C6 | 124.3 (8) | C8—C13—H13 | 107.2 |
C2—C1—C6 | 115.8 (9) | N2—C13—H13 | 107.2 |
C3—C2—C1 | 122.8 (9) | N2—C14—C15 | 125.4 (9) |
C3—C2—Br1 | 118.2 (7) | N2—C14—H14 | 117.3 |
C1—C2—Br1 | 119.0 (8) | C15—C14—H14 | 117.3 |
C2—C3—C4 | 118.9 (9) | C20—C15—C16 | 121.5 (9) |
C2—C3—H3 | 120.5 | C20—C15—C14 | 122.5 (9) |
C4—C3—H3 | 120.5 | C16—C15—C14 | 116.0 (9) |
C5—C4—C3 | 121.6 (9) | C17—C16—C15 | 118.6 (10) |
C5—C4—Br2 | 118.9 (9) | C17—C16—H16 | 120.7 |
C3—C4—Br2 | 119.5 (7) | C15—C16—H16 | 120.7 |
C4—C5—C6 | 119.2 (10) | C16—C17—C18 | 121.7 (10) |
C4—C5—H5 | 120.4 | C16—C17—Br3 | 120.0 (8) |
C6—C5—H5 | 120.4 | C18—C17—Br3 | 118.2 (8) |
C5—C6—C1 | 121.7 (9) | C19—C18—C17 | 118.4 (10) |
C5—C6—C7 | 116.7 (9) | C19—C18—H18 | 120.8 |
C1—C6—C7 | 121.4 (9) | C17—C18—H18 | 120.8 |
N1—C7—C6 | 126.2 (9) | C18—C19—C20 | 122.3 (10) |
N1—C7—H7 | 116.9 | C18—C19—Br4 | 118.1 (7) |
C6—C7—H7 | 116.9 | C20—C19—Br4 | 119.5 (8) |
N1—C8—C13 | 107.4 (8) | O2—C20—C19 | 118.6 (9) |
N1—C8—C9 | 116.7 (9) | O2—C20—C15 | 124.1 (8) |
C13—C8—C9 | 110.9 (9) | C19—C20—C15 | 117.1 (9) |
N1—C8—H8 | 107.2 | ||
Br1—C2—C1—O1 | 0 (1) | N1—Mn1—O1—C1 | 19.8 (9) |
Br1—C2—C1—C6 | −179.9 (8) | N1—Mn1—N2—C13 | −11.0 (7) |
Br1—C2—C3—C4 | −177.9 (8) | N1—Mn1—N2—C14 | 164.5 (10) |
Br2—C4—C3—C2 | 176.0 (8) | N1—C7—C6—C1 | 6 (1) |
Br2—C4—C5—C6 | −178.7 (8) | N1—C7—C6—C5 | −178 (1) |
Br3—C17—C16—C15 | 178.8 (8) | N1—C8—C9—C10 | −177 (1) |
Br3—C17—C18—C19 | 177.5 (9) | N1—C8—C13—N2 | −47 (1) |
Br4—C19—C18—C17 | −176.5 (9) | N1—C8—C13—C12 | −175 (1) |
Br4—C19—C20—O2 | −2 (1) | N2—Mn1—O2—C20 | 20.7 (9) |
Br4—C19—C20—C15 | −179.1 (8) | N2—Mn1—N1—C7 | 159.8 (10) |
Mn1—O1—C1—C2 | 169.7 (8) | N2—Mn1—N1—C8 | −17.1 (7) |
Mn1—O1—C1—C6 | −10 (1) | N2—C13—C8—C9 | −175 (1) |
Mn1—O2—C20—C15 | −16 (1) | N2—C13—C12—C11 | −174 (1) |
Mn1—O2—C20—C19 | 167.6 (8) | N2—C14—C15—C16 | −176 (1) |
Mn1—N1—C7—C6 | 10 (1) | N2—C14—C15—C20 | 3 (1) |
Mn1—N1—C8—C9 | 166.5 (10) | C1—C2—C3—C4 | 3 (1) |
Mn1—N1—C8—C13 | 41 (1) | C1—C6—C5—C4 | 2 (1) |
Mn1—N2—C13—C8 | 34 (1) | C2—C1—C6—C5 | −1 (1) |
Mn1—N2—C13—C12 | 161.3 (9) | C2—C1—C6—C7 | 172 (1) |
Mn1—N2—C14—C15 | 7 (1) | C2—C3—C4—C5 | −2 (1) |
O1—Mn1—O2—C20 | −160.1 (9) | C3—C2—C1—C6 | 0 (1) |
O1—Mn1—N1—C7 | −19.6 (9) | C3—C4—C5—C6 | 0 (1) |
O1—Mn1—N1—C8 | 163.6 (8) | C4—C5—C6—C7 | −172 (1) |
O1—C1—C2—C3 | 179 (1) | C6—C7—N1—C8 | −173 (1) |
O1—C1—C6—C5 | 177 (1) | C7—N1—C8—C9 | −10 (1) |
O1—C1—C6—C7 | −7 (1) | C7—N1—C8—C13 | −135 (1) |
O2—Mn1—O1—C1 | −159.5 (9) | C8—C9—C10—C11 | 55 (2) |
O2—Mn1—N2—C13 | 168.3 (7) | C8—C13—N2—C14 | −140 (1) |
O2—Mn1—N2—C14 | −16.1 (9) | C8—C13—C12—C11 | −53 (1) |
O2—C20—C15—C14 | 0 (1) | C9—C8—C13—C12 | 56 (1) |
O2—C20—C15—C16 | −179 (1) | C9—C10—C11—C12 | −55 (2) |
O2—C20—C19—C18 | 176 (1) | C10—C9—C8—C13 | −54 (1) |
O3—Mn1—O1—C1 | 111.6 (9) | C10—C11—C12—C13 | 52 (2) |
O3—Mn1—O2—C20 | −69.1 (9) | C12—C13—N2—C14 | −14 (1) |
O3—Mn1—N1—C7 | −110.7 (9) | C13—N2—C14—C15 | −177 (1) |
O3—Mn1—N1—C8 | 72.4 (8) | C14—C15—C16—C17 | −176 (1) |
O3—Mn1—N2—C13 | −102.8 (7) | C14—C15—C20—C19 | 176 (1) |
O3—Mn1—N2—C14 | 72.7 (9) | C15—C16—C17—C18 | 1 (1) |
O4—Mn1—O1—C1 | −70.2 (9) | C15—C20—C19—C18 | 0 (1) |
O4—Mn1—O2—C20 | 114.5 (9) | C16—C15—C20—C19 | −3 (1) |
O4—Mn1—N1—C7 | 65.9 (9) | C16—C17—C18—C19 | −5 (1) |
O4—Mn1—N1—C8 | −110.9 (8) | C17—C16—C15—C20 | 3 (1) |
O4—Mn1—N2—C13 | 78.6 (8) | C17—C18—C19—C20 | 4 (1) |
O4—Mn1—N2—C14 | −105.9 (9) | C17—C18—C19—C20 | 4 (1) |