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The crystallization of [Mn(acac)2(H2O)2]+ from solutions containing excess nitrate leads to the formation of four polymorphs. All polymorphs contain two different types of complex ions, one containing essentially coplanar acac ligands and the other in which the two acac ligands together assume a chair conformation. Molecular modelling using DFT (density-functional theory) calculations shows that the coplanar conformation is the electronically stable one. The hydrogen bonding between the trans-water molecules and the nitrate ion produces a one-dimensional chain of 12-membered rings, which are further organized into a two-dimensional network via a lattice water molecule. Lattice-energy calculations have been carried out to compare the stabilities of the four polymorphs.
Supporting information
CCDC references: 782727; 782728; 782729; 782730; 782731
For all structures, data collection: Bruker SMART; cell refinement: Bruker SMART; data reduction: Bruker SAINT; program(s) used to solve structure: Bruker SHELXTL; program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Bruker SHELXTL; software used to prepare material for publication: Bruker SHELXTL.
Crystal data top
C10H20MnNO10 | Z = 2 |
Mr = 369.21 | F(000) = 384 |
Triclinic, P1 | Dx = 1.488 Mg m−3 |
a = 7.7085 (7) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 7.7158 (7) Å | Cell parameters from 3333 reflections |
c = 15.9918 (14) Å | θ = 2.6–25.0° |
α = 97.889 (1)° | µ = 0.85 mm−1 |
β = 91.533 (2)° | T = 298 K |
γ = 118.380 (1)° | Block, green |
V = 824.28 (13) Å3 | 0.24 × 0.20 × 0.20 mm |
Data collection top
CCD area detector diffractometer | 3194 independent reflections |
Radiation source: fine-focus sealed tube | 2677 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
phi and ω scans | θmax = 25.9°, θmin = 1.3° |
Absorption correction: empirical (using intensity measurements) sadabs | h = −9→9 |
Tmin = 0.823, Tmax = 0.849 | k = −9→9 |
8507 measured reflections | l = −19→19 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.114 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0573P)2 + 0.4936P] where P = (Fo2 + 2Fc2)/3 |
3194 reflections | (Δ/σ)max < 0.001 |
244 parameters | Δρmax = 0.48 e Å−3 |
9 restraints | Δρmin = −0.37 e Å−3 |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Mn1 | 0.0000 | 0.0000 | 0.0000 | 0.04353 (18) | |
Mn2 | 0.0000 | 0.0000 | 0.5000 | 0.03354 (16) | |
O1 | −0.2556 (3) | −0.1732 (3) | 0.03123 (13) | 0.0507 (5) | |
O2 | −0.0175 (3) | 0.2333 (3) | 0.04385 (13) | 0.0514 (5) | |
O3 | 0.1361 (4) | 0.0080 (4) | 0.12652 (14) | 0.0631 (6) | |
H31 | 0.056 (5) | −0.038 (6) | 0.161 (3) | 0.095* | |
H32 | 0.225 (5) | 0.112 (5) | 0.150 (3) | 0.095* | |
O4 | −0.0797 (3) | 0.1412 (3) | 0.58285 (12) | 0.0544 (5) | |
O5 | −0.1226 (3) | 0.0544 (3) | 0.40979 (12) | 0.0550 (5) | |
O6 | 0.2777 (4) | 0.2763 (4) | 0.49672 (15) | 0.0720 (7) | |
H61 | 0.321 (7) | 0.311 (7) | 0.456 (2) | 0.108* | |
H62 | 0.336 (6) | 0.347 (6) | 0.541 (2) | 0.108* | |
N1 | 0.4541 (4) | 0.4012 (4) | 0.29868 (15) | 0.0515 (6) | |
O7 | 0.5850 (5) | 0.5431 (5) | 0.3418 (2) | 0.1466 (17) | |
O8 | 0.4553 (4) | 0.3780 (4) | 0.22129 (16) | 0.0910 (9) | |
O9 | 0.3241 (5) | 0.2830 (6) | 0.3305 (2) | 0.1379 (16) | |
C1 | −0.1236 (5) | 0.4467 (5) | 0.1138 (2) | 0.0651 (9) | |
H1A | −0.0176 | 0.5113 | 0.1590 | 0.098* | |
H1B | −0.2424 | 0.4397 | 0.1343 | 0.098* | |
H1C | −0.0891 | 0.5218 | 0.0681 | 0.098* | |
C2 | −0.1577 (4) | 0.2401 (4) | 0.08276 (16) | 0.0474 (6) | |
C3 | −0.3270 (4) | 0.0742 (5) | 0.09698 (19) | 0.0530 (7) | |
H3 | −0.4201 | 0.0957 | 0.1258 | 0.064* | |
C4 | −0.3692 (4) | −0.1220 (4) | 0.07172 (17) | 0.0473 (6) | |
C5 | −0.5564 (4) | −0.2907 (5) | 0.0921 (2) | 0.0652 (9) | |
H5A | −0.6005 | −0.4046 | 0.0478 | 0.098* | |
H5B | −0.6567 | −0.2507 | 0.0966 | 0.098* | |
H5C | −0.5320 | −0.3250 | 0.1450 | 0.098* | |
C6 | −0.3238 (11) | 0.1937 (11) | 0.6556 (5) | 0.075 (2) | 0.50 |
H6A | −0.3346 | 0.3133 | 0.6537 | 0.090* | 0.50 |
H6B | −0.2328 | 0.2179 | 0.7044 | 0.090* | 0.50 |
C7 | −0.2562 (8) | 0.1335 (8) | 0.5751 (4) | 0.0478 (13) | 0.50 |
C8 | −0.2995 (8) | 0.0582 (8) | 0.4205 (4) | 0.0501 (13) | 0.50 |
C9 | −0.3590 (9) | 0.0993 (9) | 0.4984 (4) | 0.0583 (15) | 0.50 |
H9 | −0.4774 | 0.1039 | 0.4983 | 0.070* | 0.50 |
C10 | −0.4157 (11) | 0.0365 (11) | 0.3396 (5) | 0.074 (2) | 0.50 |
H10D | −0.3543 | 0.0112 | 0.2907 | 0.089* | 0.50 |
H10E | −0.4268 | 0.1558 | 0.3370 | 0.089* | 0.50 |
C6A | −0.0916 (11) | 0.4397 (11) | 0.6433 (4) | 0.0674 (17)* | 0.50 |
H6A1 | −0.1149 | 0.5420 | 0.6262 | 0.101* | 0.50 |
H6A2 | 0.0321 | 0.5006 | 0.6787 | 0.101* | |
H6A3 | −0.1972 | 0.3595 | 0.6745 | 0.101* | 0.50 |
C7A | −0.0833 (8) | 0.3109 (8) | 0.5667 (3) | 0.0455 (12)* | 0.50 |
C8A | −0.1170 (8) | 0.2319 (8) | 0.4118 (3) | 0.0441 (12)* | 0.50 |
C9A | −0.1032 (8) | 0.3517 (9) | 0.4865 (4) | 0.0525 (13)* | 0.50 |
H9A | −0.1075 | 0.4689 | 0.4828 | 0.063* | 0.50 |
C10A | −0.1577 (10) | 0.2775 (11) | 0.3293 (4) | 0.0648 (16)* | 0.50 |
H10A | −0.0551 | 0.2886 | 0.2941 | 0.097* | 0.50 |
H10B | −0.1610 | 0.4015 | 0.3381 | 0.097* | 0.50 |
H10C | −0.2833 | 0.1722 | 0.3019 | 0.097* | |
O1W | 0.8769 (5) | 0.8320 (5) | 0.23999 (16) | 0.0923 (9) | |
H1W | 0.791 (7) | 0.732 (6) | 0.247 (4) | 0.138* | |
H2W | 0.931 (7) | 0.907 (7) | 0.283 (3) | 0.138* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0432 (3) | 0.0345 (3) | 0.0447 (3) | 0.0120 (2) | 0.0128 (2) | 0.0063 (2) |
Mn2 | 0.0339 (3) | 0.0329 (3) | 0.0361 (3) | 0.0177 (2) | 0.0048 (2) | 0.0068 (2) |
O1 | 0.0463 (10) | 0.0399 (10) | 0.0544 (11) | 0.0111 (9) | 0.0151 (9) | 0.0084 (9) |
O2 | 0.0533 (11) | 0.0375 (10) | 0.0563 (12) | 0.0161 (9) | 0.0185 (9) | 0.0061 (8) |
O3 | 0.0629 (14) | 0.0609 (14) | 0.0493 (13) | 0.0172 (11) | 0.0038 (10) | 0.0090 (10) |
O4 | 0.0645 (13) | 0.0690 (13) | 0.0457 (11) | 0.0477 (11) | 0.0052 (9) | −0.0002 (9) |
O5 | 0.0739 (14) | 0.0642 (13) | 0.0441 (11) | 0.0480 (12) | −0.0041 (9) | 0.0075 (9) |
O6 | 0.0618 (14) | 0.0589 (14) | 0.0523 (13) | −0.0050 (11) | 0.0105 (11) | 0.0079 (11) |
N1 | 0.0518 (14) | 0.0501 (14) | 0.0480 (14) | 0.0202 (12) | 0.0096 (11) | 0.0109 (11) |
O7 | 0.126 (3) | 0.109 (3) | 0.079 (2) | −0.035 (2) | −0.0130 (19) | −0.0143 (19) |
O8 | 0.0967 (19) | 0.096 (2) | 0.0530 (15) | 0.0238 (16) | 0.0181 (13) | 0.0163 (14) |
O9 | 0.121 (3) | 0.126 (3) | 0.076 (2) | −0.017 (2) | 0.0348 (19) | 0.0304 (19) |
C1 | 0.074 (2) | 0.0530 (18) | 0.065 (2) | 0.0291 (17) | 0.0204 (17) | 0.0053 (15) |
C2 | 0.0559 (16) | 0.0495 (16) | 0.0350 (13) | 0.0240 (14) | 0.0063 (12) | 0.0077 (12) |
C3 | 0.0516 (16) | 0.0559 (18) | 0.0525 (17) | 0.0254 (14) | 0.0155 (13) | 0.0127 (14) |
C4 | 0.0406 (14) | 0.0516 (16) | 0.0415 (14) | 0.0141 (13) | 0.0052 (11) | 0.0138 (12) |
C5 | 0.0466 (17) | 0.063 (2) | 0.075 (2) | 0.0149 (15) | 0.0170 (15) | 0.0231 (17) |
C6 | 0.076 (5) | 0.073 (5) | 0.085 (5) | 0.047 (4) | 0.026 (4) | −0.003 (4) |
C7 | 0.043 (3) | 0.033 (3) | 0.069 (4) | 0.019 (2) | 0.015 (3) | 0.007 (2) |
C8 | 0.044 (3) | 0.037 (3) | 0.071 (4) | 0.019 (2) | −0.002 (3) | 0.015 (3) |
C9 | 0.044 (3) | 0.058 (4) | 0.083 (5) | 0.032 (3) | 0.010 (3) | 0.012 (3) |
C10 | 0.074 (5) | 0.082 (5) | 0.080 (5) | 0.048 (4) | −0.009 (4) | 0.022 (4) |
O1W | 0.119 (3) | 0.0762 (19) | 0.0470 (14) | 0.0201 (17) | 0.0169 (15) | 0.0066 (13) |
Geometric parameters (Å, º) top
Mn1—O2 | 1.9076 (19) | O5—C8 | 1.392 (6) |
Mn1—O2i | 1.9076 (19) | N1—O9 | 1.175 (3) |
Mn1—O1 | 1.9104 (18) | N1—O7 | 1.182 (4) |
Mn1—O1i | 1.9104 (18) | N1—O8 | 1.227 (3) |
Mn1—O3i | 2.234 (2) | C1—C2 | 1.495 (4) |
Mn1—O3 | 2.234 (2) | C2—C3 | 1.379 (4) |
Mn2—O4 | 1.8983 (18) | C3—C4 | 1.385 (4) |
Mn2—O4ii | 1.8983 (18) | C4—C5 | 1.496 (4) |
Mn2—O5ii | 1.9026 (18) | C6—C7 | 1.499 (8) |
Mn2—O5 | 1.9026 (18) | C7—C9 | 1.365 (9) |
Mn2—O6 | 2.197 (2) | C8—C9 | 1.386 (9) |
Mn2—O6ii | 2.197 (2) | C8—C10 | 1.497 (9) |
O1—C4 | 1.277 (3) | C6A—C7A | 1.492 (9) |
O2—C2 | 1.280 (3) | C7A—C9A | 1.383 (8) |
O4—C7 | 1.335 (6) | C8A—C9A | 1.374 (8) |
O4—C7A | 1.382 (6) | C8A—C10A | 1.475 (8) |
O5—C8A | 1.346 (6) | | |
| | | |
O2—Mn1—O2i | 180.00 (15) | C7—O4—Mn2 | 122.8 (3) |
O2—Mn1—O1 | 92.27 (8) | C7A—O4—Mn2 | 119.6 (3) |
O2i—Mn1—O1 | 87.73 (8) | C8A—O5—C8 | 63.3 (3) |
O2—Mn1—O1i | 87.73 (8) | C8A—O5—Mn2 | 122.2 (3) |
O2i—Mn1—O1i | 92.27 (8) | C8—O5—Mn2 | 119.0 (3) |
O1—Mn1—O1i | 180.00 (15) | O9—N1—O7 | 119.6 (3) |
O2—Mn1—O3i | 89.68 (9) | O9—N1—O8 | 120.5 (3) |
O2i—Mn1—O3i | 90.32 (9) | O7—N1—O8 | 119.9 (3) |
O1—Mn1—O3i | 90.59 (9) | O2—C2—C3 | 124.3 (3) |
O1i—Mn1—O3i | 89.41 (9) | O2—C2—C1 | 114.4 (3) |
O2—Mn1—O3 | 90.32 (9) | C3—C2—C1 | 121.2 (3) |
O2i—Mn1—O3 | 89.68 (9) | C2—C3—C4 | 125.1 (3) |
O1—Mn1—O3 | 89.41 (9) | O1—C4—C3 | 124.1 (2) |
O1i—Mn1—O3 | 90.59 (9) | O1—C4—C5 | 115.4 (3) |
O3i—Mn1—O3 | 180.00 (14) | C3—C4—C5 | 120.5 (3) |
O4—Mn2—O4ii | 180.000 (1) | C7—C6—C10iii | 103.8 (5) |
O4—Mn2—O5ii | 88.21 (8) | O4—C7—C9 | 122.9 (5) |
O4ii—Mn2—O5ii | 91.79 (8) | O4—C7—C6 | 115.8 (5) |
O4—Mn2—O5 | 91.79 (8) | C9—C7—C6 | 120.8 (6) |
O4ii—Mn2—O5 | 88.21 (8) | C9—C8—O5 | 124.6 (5) |
O5ii—Mn2—O5 | 180.000 (1) | C9—C8—C10 | 120.5 (5) |
O4—Mn2—O6 | 90.08 (10) | O5—C8—C10 | 114.5 (5) |
O4ii—Mn2—O6 | 89.92 (10) | C7—C9—C8 | 124.7 (5) |
O5ii—Mn2—O6 | 89.78 (10) | C7—C9—C9iii | 109.1 (6) |
O5—Mn2—O6 | 90.22 (10) | C8—C9—C9iii | 109.1 (6) |
O4—Mn2—O6ii | 89.92 (10) | C8—C10—C6iii | 103.8 (5) |
O4ii—Mn2—O6ii | 90.08 (10) | O4—C7A—C9A | 124.7 (5) |
O5ii—Mn2—O6ii | 90.22 (10) | O4—C7A—C6A | 114.5 (5) |
O5—Mn2—O6ii | 89.78 (10) | C9A—C7A—C6A | 120.4 (5) |
O6—Mn2—O6ii | 180.00 (13) | O5—C8A—C9A | 122.5 (5) |
C4—O1—Mn1 | 127.12 (18) | O5—C8A—C10A | 116.0 (5) |
C2—O2—Mn1 | 126.97 (18) | C9A—C8A—C10A | 120.9 (5) |
C7—O4—C7A | 62.6 (3) | C8A—C9A—C7A | 124.8 (6) |
Symmetry codes: (i) −x, −y, −z; (ii) −x, −y, −z+1; (iii) −x−1, −y, −z+1. |
Crystal data top
C10H18MnO6·NO3·H2O | Z = 4 |
Mr = 369.21 | F(000) = 768 |
Triclinic, P1 | Dx = 1.491 Mg m−3 |
a = 7.902 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.238 (7) Å | Cell parameters from 4567 reflections |
c = 15.966 (8) Å | θ = 2.6–26.1° |
α = 86.226 (8)° | µ = 0.85 mm−1 |
β = 80.642 (8)° | T = 298 K |
γ = 89.990 (8)° | Diamond block, green |
V = 1644.2 (14) Å3 | 0.24 × 0.18 × 0.16 mm |
Data collection top
CCD area detector diffractometer | 6520 independent reflections |
Radiation source: fine-focus sealed tube | 4123 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
phi and ω scans | θmax = 26.2°, θmin = 1.3° |
Absorption correction: empirical (using intensity measurements) sadabs | h = −9→9 |
Tmin = 0.822, Tmax = 0.876 | k = −16→16 |
17286 measured reflections | l = −19→19 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.117 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0617P)2 + 0.0075P] where P = (Fo2 + 2Fc2)/3 |
6520 reflections | (Δ/σ)max = 0.003 |
447 parameters | Δρmax = 0.41 e Å−3 |
19 restraints | Δρmin = −0.23 e Å−3 |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.5000 | 0.0000 | 0.0000 | 0.03245 (14) | |
Mn2 | 0.0000 | 0.5000 | 0.0000 | 0.03348 (14) | |
Mn3 | 0.0000 | 0.5000 | 0.5000 | 0.04283 (15) | |
Mn4 | 0.5000 | 0.0000 | 0.5000 | 0.04270 (15) | |
O1 | 0.4885 (2) | 0.08611 (11) | 0.09205 (10) | 0.0419 (4) | |
O2 | 0.5510 (2) | 0.11190 (11) | −0.08105 (10) | 0.0424 (4) | |
O3 | 0.7765 (2) | −0.01894 (14) | 0.00239 (12) | 0.0460 (4) | |
H31 | 0.836 (4) | 0.004 (2) | −0.0386 (16) | 0.069* | |
H32 | 0.809 (4) | −0.012 (2) | 0.0440 (16) | 0.069* | |
O4 | 0.0559 (2) | 0.40944 (12) | −0.08820 (10) | 0.0435 (4) | |
O5 | −0.0099 (2) | 0.39186 (11) | 0.08507 (10) | 0.0434 (4) | |
O6 | 0.2757 (2) | 0.51781 (14) | 0.00450 (12) | 0.0474 (4) | |
H61 | 0.314 (4) | 0.494 (2) | 0.0435 (17) | 0.071* | |
H62 | 0.336 (4) | 0.506 (2) | −0.0390 (16) | 0.071* | |
O7 | 0.1084 (2) | 0.62485 (13) | 0.45571 (11) | 0.0515 (4) | |
O8 | −0.2139 (2) | 0.54136 (13) | 0.46795 (11) | 0.0490 (4) | |
O9 | 0.0723 (3) | 0.43407 (17) | 0.37454 (13) | 0.0610 (5) | |
H92 | 0.160 (4) | 0.440 (3) | 0.353 (2) | 0.091* | |
H91 | 0.006 (4) | 0.451 (2) | 0.340 (2) | 0.091* | |
O11 | 0.6066 (2) | 0.12552 (13) | 0.45682 (11) | 0.0506 (4) | |
O10 | 0.2841 (2) | 0.04096 (13) | 0.46926 (11) | 0.0490 (4) | |
O12 | 0.4285 (3) | 0.06197 (17) | 0.62732 (13) | 0.0624 (6) | |
H122 | 0.497 (4) | 0.050 (2) | 0.662 (2) | 0.094* | |
H121 | 0.338 (4) | 0.050 (3) | 0.649 (2) | 0.094* | |
O13 | 0.0843 (3) | 0.0400 (2) | 0.72140 (14) | 0.0908 (8) | |
O14 | 0.1919 (3) | −0.00574 (17) | 0.83092 (14) | 0.0862 (7) | |
O15 | −0.0640 (3) | 0.04790 (18) | 0.84232 (15) | 0.0889 (7) | |
O16 | 0.4174 (3) | 0.46317 (19) | 0.27933 (14) | 0.0886 (7) | |
O17 | 0.3054 (3) | 0.45294 (18) | 0.16861 (15) | 0.0898 (7) | |
O18 | 0.5622 (3) | 0.50611 (18) | 0.15915 (15) | 0.0886 (7) | |
N1 | 0.0723 (3) | 0.02667 (16) | 0.79853 (15) | 0.0513 (5) | |
N2 | 0.4277 (3) | 0.47437 (16) | 0.20155 (15) | 0.0509 (5) | |
C1 | 0.5582 (4) | 0.2174 (2) | 0.17167 (17) | 0.0670 (8) | |
H1A | 0.4427 | 0.2311 | 0.1973 | 0.101* | |
H1B | 0.6244 | 0.2791 | 0.1637 | 0.101* | |
H1C | 0.6082 | 0.1695 | 0.2081 | 0.101* | |
C2 | 0.5571 (3) | 0.17478 (18) | 0.08784 (16) | 0.0438 (6) | |
C3 | 0.6243 (3) | 0.22773 (18) | 0.01321 (17) | 0.0535 (7) | |
H3 | 0.6809 | 0.2885 | 0.0167 | 0.064* | |
C4 | 0.6137 (3) | 0.19710 (18) | −0.06686 (17) | 0.0464 (6) | |
C5 | 0.6752 (4) | 0.2647 (2) | −0.14482 (18) | 0.0700 (9) | |
H5A | 0.7575 | 0.2294 | −0.1830 | 0.105* | |
H5B | 0.7278 | 0.3243 | −0.1289 | 0.105* | |
H5C | 0.5797 | 0.2836 | −0.1725 | 0.105* | |
C6 | 0.1829 (4) | 0.2737 (2) | −0.16076 (19) | 0.0736 (9) | |
H6A | 0.0878 | 0.2621 | −0.1895 | 0.110* | |
H6B | 0.2366 | 0.2104 | −0.1490 | 0.110* | |
H6C | 0.2646 | 0.3182 | −0.1962 | 0.110* | |
C7 | 0.1203 (3) | 0.32099 (18) | −0.07912 (17) | 0.0491 (6) | |
C8 | 0.1297 (3) | 0.27105 (18) | −0.00121 (19) | 0.0580 (7) | |
H8 | 0.1871 | 0.2097 | −0.0012 | 0.070* | |
C9 | 0.0610 (3) | 0.30524 (18) | 0.07563 (18) | 0.0481 (6) | |
C10 | 0.0618 (4) | 0.2409 (2) | 0.15613 (19) | 0.0737 (9) | |
H10A | 0.0849 | 0.2825 | 0.2001 | 0.111* | |
H10B | 0.1492 | 0.1905 | 0.1469 | 0.111* | |
H10C | −0.0480 | 0.2082 | 0.1731 | 0.111* | |
C11 | 0.1628 (4) | 0.7857 (2) | 0.38674 (19) | 0.0652 (8) | |
H11A | 0.2108 | 0.8084 | 0.4338 | 0.098* | |
H11B | 0.1016 | 0.8401 | 0.3629 | 0.098* | |
H11C | 0.2533 | 0.7643 | 0.3441 | 0.098* | |
C12 | 0.0426 (3) | 0.69896 (19) | 0.41688 (15) | 0.0465 (6) | |
C13 | −0.1252 (3) | 0.7007 (2) | 0.40235 (17) | 0.0527 (7) | |
H13 | −0.1605 | 0.7580 | 0.3733 | 0.063* | |
C14 | −0.2448 (3) | 0.6237 (2) | 0.42776 (15) | 0.0461 (6) | |
C15 | −0.4221 (3) | 0.6338 (2) | 0.40773 (19) | 0.0650 (8) | |
H15A | −0.4283 | 0.6034 | 0.3554 | 0.097* | |
H15B | −0.4503 | 0.7042 | 0.4021 | 0.097* | |
H15C | −0.5018 | 0.6004 | 0.4528 | 0.097* | |
C16 | 0.0762 (3) | 0.1320 (2) | 0.40781 (19) | 0.0650 (8) | |
H16A | 0.0726 | 0.1034 | 0.3544 | 0.097* | |
H16B | 0.0452 | 0.2021 | 0.4039 | 0.097* | |
H16C | −0.0031 | 0.0962 | 0.4517 | 0.097* | |
C17 | 0.2533 (3) | 0.1233 (2) | 0.42877 (15) | 0.0457 (6) | |
C18 | 0.3722 (3) | 0.2004 (2) | 0.40325 (16) | 0.0510 (6) | |
H18 | 0.3366 | 0.2576 | 0.3742 | 0.061* | |
C19 | 0.5395 (3) | 0.19894 (19) | 0.41765 (15) | 0.0453 (6) | |
C20 | 0.6593 (4) | 0.2853 (2) | 0.38626 (18) | 0.0632 (8) | |
H20A | 0.7133 | 0.3062 | 0.4321 | 0.095* | |
H20B | 0.5964 | 0.3408 | 0.3653 | 0.095* | |
H20C | 0.7453 | 0.2645 | 0.3412 | 0.095* | |
O1W | 0.8561 (3) | 0.4721 (2) | 0.26014 (14) | 0.0903 (8) | |
H1W | 0.922 (5) | 0.474 (3) | 0.218 (2) | 0.135* | |
H2W | 0.760 (4) | 0.481 (3) | 0.253 (3) | 0.135* | |
O2W | 0.6495 (3) | 0.0157 (2) | 0.73982 (14) | 0.0865 (8) | |
H3W | 0.741 (4) | 0.030 (3) | 0.749 (3) | 0.130* | |
H4W | 0.582 (4) | 0.021 (3) | 0.7845 (19) | 0.130* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0333 (3) | 0.0299 (3) | 0.0345 (3) | −0.00275 (19) | −0.0057 (2) | −0.0035 (2) |
Mn2 | 0.0350 (3) | 0.0299 (3) | 0.0359 (3) | 0.0024 (2) | −0.0075 (2) | −0.0010 (2) |
Mn3 | 0.0333 (3) | 0.0511 (3) | 0.0444 (3) | −0.0043 (2) | −0.0113 (2) | 0.0066 (2) |
Mn4 | 0.0333 (3) | 0.0510 (3) | 0.0437 (3) | −0.0044 (2) | −0.0100 (2) | 0.0068 (2) |
O1 | 0.0432 (10) | 0.0404 (9) | 0.0428 (10) | −0.0048 (7) | −0.0059 (7) | −0.0106 (7) |
O2 | 0.0478 (10) | 0.0352 (9) | 0.0443 (10) | −0.0065 (7) | −0.0090 (8) | 0.0016 (7) |
O3 | 0.0378 (10) | 0.0532 (11) | 0.0480 (11) | 0.0021 (8) | −0.0094 (8) | −0.0033 (9) |
O4 | 0.0458 (10) | 0.0405 (9) | 0.0463 (10) | 0.0056 (7) | −0.0098 (8) | −0.0119 (7) |
O5 | 0.0437 (10) | 0.0392 (9) | 0.0460 (10) | 0.0039 (7) | −0.0073 (8) | 0.0065 (7) |
O6 | 0.0380 (10) | 0.0548 (11) | 0.0502 (12) | −0.0015 (8) | −0.0100 (8) | −0.0020 (9) |
O7 | 0.0422 (10) | 0.0573 (11) | 0.0553 (11) | −0.0072 (8) | −0.0142 (8) | 0.0098 (9) |
O8 | 0.0348 (9) | 0.0603 (11) | 0.0527 (11) | −0.0016 (8) | −0.0127 (8) | 0.0043 (9) |
O9 | 0.0506 (12) | 0.0830 (14) | 0.0488 (13) | −0.0021 (11) | −0.0068 (9) | −0.0044 (10) |
O11 | 0.0401 (10) | 0.0553 (11) | 0.0561 (11) | −0.0089 (8) | −0.0129 (8) | 0.0119 (9) |
O10 | 0.0337 (9) | 0.0608 (11) | 0.0524 (11) | −0.0046 (8) | −0.0115 (8) | 0.0074 (9) |
O12 | 0.0536 (13) | 0.0837 (14) | 0.0488 (13) | −0.0038 (11) | −0.0047 (10) | −0.0054 (10) |
O13 | 0.0792 (16) | 0.144 (2) | 0.0498 (14) | 0.0050 (15) | −0.0179 (12) | 0.0050 (14) |
O14 | 0.0799 (16) | 0.1095 (18) | 0.0806 (16) | 0.0306 (13) | −0.0427 (13) | −0.0166 (13) |
O15 | 0.0566 (14) | 0.121 (2) | 0.0794 (16) | 0.0055 (13) | 0.0133 (12) | 0.0057 (14) |
O16 | 0.0813 (16) | 0.136 (2) | 0.0505 (14) | −0.0059 (14) | −0.0190 (12) | 0.0015 (14) |
O17 | 0.0795 (16) | 0.1143 (19) | 0.0827 (16) | −0.0327 (13) | −0.0427 (13) | 0.0147 (14) |
O18 | 0.0567 (14) | 0.1189 (19) | 0.0821 (16) | −0.0146 (13) | 0.0143 (12) | −0.0095 (14) |
N1 | 0.0473 (14) | 0.0595 (14) | 0.0475 (15) | −0.0024 (11) | −0.0090 (12) | −0.0041 (11) |
N2 | 0.0475 (14) | 0.0588 (14) | 0.0478 (15) | 0.0018 (11) | −0.0123 (12) | −0.0027 (11) |
C1 | 0.072 (2) | 0.0655 (19) | 0.070 (2) | −0.0007 (15) | −0.0177 (16) | −0.0337 (15) |
C2 | 0.0345 (13) | 0.0411 (14) | 0.0589 (17) | 0.0031 (11) | −0.0121 (12) | −0.0158 (12) |
C3 | 0.0588 (18) | 0.0345 (14) | 0.0685 (19) | −0.0093 (12) | −0.0120 (14) | −0.0074 (13) |
C4 | 0.0411 (14) | 0.0364 (14) | 0.0609 (17) | 0.0010 (11) | −0.0093 (12) | 0.0048 (12) |
C5 | 0.080 (2) | 0.0490 (17) | 0.076 (2) | −0.0117 (15) | −0.0084 (17) | 0.0196 (15) |
C6 | 0.070 (2) | 0.0658 (19) | 0.087 (2) | 0.0075 (15) | −0.0041 (17) | −0.0379 (17) |
C7 | 0.0394 (14) | 0.0397 (14) | 0.0690 (19) | −0.0008 (11) | −0.0068 (13) | −0.0150 (13) |
C8 | 0.0572 (18) | 0.0345 (14) | 0.081 (2) | 0.0108 (12) | −0.0080 (15) | −0.0017 (14) |
C9 | 0.0352 (14) | 0.0408 (14) | 0.0678 (18) | −0.0047 (11) | −0.0122 (13) | 0.0093 (13) |
C10 | 0.072 (2) | 0.0565 (18) | 0.089 (2) | 0.0026 (15) | −0.0161 (17) | 0.0294 (17) |
C11 | 0.0644 (19) | 0.0669 (19) | 0.0631 (19) | −0.0107 (15) | −0.0147 (15) | 0.0155 (15) |
C12 | 0.0497 (16) | 0.0534 (16) | 0.0366 (14) | −0.0020 (12) | −0.0086 (12) | −0.0008 (12) |
C13 | 0.0543 (17) | 0.0534 (16) | 0.0532 (17) | 0.0022 (13) | −0.0188 (13) | 0.0015 (13) |
C14 | 0.0423 (15) | 0.0598 (17) | 0.0386 (14) | 0.0102 (12) | −0.0122 (11) | −0.0085 (12) |
C15 | 0.0478 (17) | 0.077 (2) | 0.075 (2) | 0.0091 (14) | −0.0247 (15) | −0.0067 (16) |
C16 | 0.0479 (17) | 0.076 (2) | 0.074 (2) | 0.0068 (14) | −0.0213 (15) | −0.0028 (16) |
C17 | 0.0413 (15) | 0.0585 (16) | 0.0382 (14) | 0.0069 (12) | −0.0088 (11) | −0.0051 (12) |
C18 | 0.0512 (17) | 0.0519 (16) | 0.0512 (16) | 0.0053 (13) | −0.0148 (13) | 0.0026 (12) |
C19 | 0.0481 (16) | 0.0542 (16) | 0.0333 (14) | −0.0043 (12) | −0.0073 (11) | 0.0002 (12) |
C20 | 0.0683 (19) | 0.0588 (18) | 0.0617 (19) | −0.0132 (14) | −0.0150 (15) | 0.0129 (14) |
O1W | 0.0732 (16) | 0.149 (2) | 0.0470 (13) | −0.0064 (17) | −0.0131 (12) | 0.0116 (14) |
O2W | 0.0785 (17) | 0.135 (2) | 0.0454 (13) | −0.0344 (16) | −0.0127 (12) | 0.0065 (13) |
Geometric parameters (Å, º) top
Mn1—O2 | 1.8999 (16) | O5—C9 | 1.283 (3) |
Mn1—O2i | 1.8999 (16) | O7—C12 | 1.281 (3) |
Mn1—O1 | 1.9091 (16) | O8—C14 | 1.273 (3) |
Mn1—O1i | 1.9091 (16) | O11—C19 | 1.283 (3) |
Mn1—O3i | 2.205 (2) | O10—C17 | 1.274 (3) |
Mn1—O3 | 2.205 (2) | O13—N1 | 1.221 (3) |
Mn2—O5ii | 1.9000 (16) | O14—N1 | 1.214 (3) |
Mn2—O5 | 1.9000 (16) | O15—N1 | 1.228 (3) |
Mn2—O4 | 1.9067 (16) | O16—N2 | 1.230 (3) |
Mn2—O4ii | 1.9067 (16) | O17—N2 | 1.215 (3) |
Mn2—O6ii | 2.205 (2) | O18—N2 | 1.222 (3) |
Mn2—O6 | 2.205 (2) | C1—C2 | 1.488 (3) |
Mn3—O7 | 1.9014 (18) | C2—C3 | 1.370 (3) |
Mn3—O7iii | 1.9014 (18) | C3—C4 | 1.382 (3) |
Mn3—O8 | 1.9137 (18) | C4—C5 | 1.498 (3) |
Mn3—O8iii | 1.9137 (18) | C6—C7 | 1.494 (3) |
Mn3—O9 | 2.227 (2) | C7—C8 | 1.383 (4) |
Mn3—O9iii | 2.227 (2) | C8—C9 | 1.364 (4) |
Mn4—O11 | 1.8993 (18) | C9—C10 | 1.496 (3) |
Mn4—O11iv | 1.8993 (18) | C11—C12 | 1.494 (4) |
Mn4—O10 | 1.9189 (18) | C12—C13 | 1.382 (4) |
Mn4—O10iv | 1.9189 (18) | C13—C14 | 1.385 (4) |
Mn4—O12iv | 2.229 (2) | C14—C15 | 1.491 (3) |
Mn4—O12 | 2.229 (2) | C16—C17 | 1.494 (3) |
O1—C2 | 1.286 (3) | C17—C18 | 1.383 (4) |
O2—C4 | 1.280 (3) | C18—C19 | 1.378 (3) |
O4—C7 | 1.285 (3) | C19—C20 | 1.492 (4) |
| | | |
O2—Mn1—O2i | 180.00 (10) | O11—Mn4—O12iv | 90.17 (8) |
O2—Mn1—O1 | 91.39 (8) | O11iv—Mn4—O12iv | 89.83 (8) |
O2i—Mn1—O1 | 88.61 (8) | O10—Mn4—O12iv | 89.17 (8) |
O2—Mn1—O1i | 88.61 (8) | O10iv—Mn4—O12iv | 90.83 (8) |
O2i—Mn1—O1i | 91.39 (8) | O11—Mn4—O12 | 89.83 (8) |
O1—Mn1—O1i | 180.00 (8) | O11iv—Mn4—O12 | 90.17 (8) |
O2—Mn1—O3i | 90.39 (7) | O10—Mn4—O12 | 90.83 (8) |
O2i—Mn1—O3i | 89.61 (7) | O10iv—Mn4—O12 | 89.17 (8) |
O1—Mn1—O3i | 90.99 (7) | O12iv—Mn4—O12 | 180.00 (5) |
O1i—Mn1—O3i | 89.01 (7) | C2—O1—Mn1 | 125.60 (16) |
O2—Mn1—O3 | 89.61 (7) | C4—O2—Mn1 | 125.55 (16) |
O2i—Mn1—O3 | 90.39 (7) | C7—O4—Mn2 | 125.28 (16) |
O1—Mn1—O3 | 89.01 (7) | C9—O5—Mn2 | 125.93 (16) |
O1i—Mn1—O3 | 90.99 (7) | C12—O7—Mn3 | 127.25 (17) |
O3i—Mn1—O3 | 180.00 (10) | C14—O8—Mn3 | 127.27 (16) |
O5ii—Mn2—O5 | 180.00 (10) | C19—O11—Mn4 | 126.83 (16) |
O5ii—Mn2—O4 | 88.58 (8) | C17—O10—Mn4 | 126.77 (16) |
O5—Mn2—O4 | 91.42 (8) | O14—N1—O13 | 121.0 (2) |
O5ii—Mn2—O4ii | 91.42 (8) | O14—N1—O15 | 121.1 (3) |
O5—Mn2—O4ii | 88.58 (8) | O13—N1—O15 | 117.9 (2) |
O4—Mn2—O4ii | 180.0 | O17—N2—O18 | 121.6 (3) |
O5ii—Mn2—O6ii | 88.85 (7) | O17—N2—O16 | 119.6 (3) |
O5—Mn2—O6ii | 91.15 (7) | O18—N2—O16 | 118.8 (2) |
O4—Mn2—O6ii | 90.78 (7) | O1—C2—C3 | 124.0 (2) |
O4ii—Mn2—O6ii | 89.22 (7) | O1—C2—C1 | 114.6 (2) |
O5ii—Mn2—O6 | 91.15 (7) | C3—C2—C1 | 121.5 (2) |
O5—Mn2—O6 | 88.85 (7) | C2—C3—C4 | 124.5 (2) |
O4—Mn2—O6 | 89.22 (7) | O2—C4—C3 | 124.3 (2) |
O4ii—Mn2—O6 | 90.78 (7) | O2—C4—C5 | 114.9 (2) |
O6ii—Mn2—O6 | 180.0 | C3—C4—C5 | 120.9 (2) |
O7—Mn3—O7iii | 180.0 | O4—C7—C8 | 124.0 (2) |
O7—Mn3—O8 | 92.19 (8) | O4—C7—C6 | 114.4 (2) |
O7iii—Mn3—O8 | 87.81 (8) | C8—C7—C6 | 121.5 (2) |
O7—Mn3—O8iii | 87.81 (8) | C9—C8—C7 | 124.7 (2) |
O7iii—Mn3—O8iii | 92.19 (8) | O5—C9—C8 | 124.1 (2) |
O8—Mn3—O8iii | 180.00 (9) | O5—C9—C10 | 115.2 (2) |
O7—Mn3—O9 | 90.80 (8) | C8—C9—C10 | 120.8 (2) |
O7iii—Mn3—O9 | 89.20 (8) | O7—C12—C13 | 124.1 (2) |
O8—Mn3—O9 | 89.43 (8) | O7—C12—C11 | 114.6 (2) |
O8iii—Mn3—O9 | 90.57 (8) | C13—C12—C11 | 121.3 (2) |
O7—Mn3—O9iii | 89.20 (8) | C12—C13—C14 | 125.1 (2) |
O7iii—Mn3—O9iii | 90.80 (8) | O8—C14—C13 | 124.0 (2) |
O8—Mn3—O9iii | 90.57 (8) | O8—C14—C15 | 115.7 (2) |
O8iii—Mn3—O9iii | 89.43 (8) | C13—C14—C15 | 120.3 (2) |
O9—Mn3—O9iii | 180.000 (1) | O10—C17—C18 | 124.3 (2) |
O11—Mn4—O11iv | 180.0 | O10—C17—C16 | 115.3 (2) |
O11—Mn4—O10 | 92.40 (7) | C18—C17—C16 | 120.4 (2) |
O11iv—Mn4—O10 | 87.60 (7) | C19—C18—C17 | 125.0 (2) |
O11—Mn4—O10iv | 87.60 (7) | O11—C19—C18 | 124.6 (2) |
O11iv—Mn4—O10iv | 92.40 (7) | O11—C19—C20 | 114.4 (2) |
O10—Mn4—O10iv | 180.0 | C18—C19—C20 | 121.0 (2) |
Symmetry codes: (i) −x+1, −y, −z; (ii) −x, −y+1, −z; (iii) −x, −y+1, −z+1; (iv) −x+1, −y, −z+1. |
Crystal data top
C10H18MnO6·NO3·H2O | Z = 4 |
Mr = 369.21 | F(000) = 768 |
Triclinic, p1 | Dx = 1.478 Mg m−3 |
a = 7.901 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.298 (7) Å | Cell parameters from 7319 reflections |
c = 16.832 (8) Å | θ = 2.4–26.1° |
α = 109.655 (7)° | µ = 0.84 mm−1 |
β = 94.745 (8)° | T = 298 K |
γ = 90.033 (8)° | Block, green |
V = 1659.0 (14) Å3 | 0.24 × 0.22 × 0.18 mm |
Data collection top
CCD area detector diffractometer | 6491 independent reflections |
Radiation source: fine-focus sealed tube | 4461 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
phi and ω scans | θmax = 26.2°, θmin = 1.3° |
Absorption correction: empirical (using intensity measurements) sadabs | h = −9→9 |
Tmin = 0.824, Tmax = 0.863 | k = −16→16 |
16977 measured reflections | l = −20→20 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.037 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.111 | w = 1/[σ2(Fo2) + (0.0597P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
6491 reflections | Δρmax = 0.35 e Å−3 |
445 parameters | Δρmin = −0.28 e Å−3 |
18 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0180 (10) |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.75279 (4) | 0.74868 (2) | −0.000237 (18) | 0.04153 (12) | |
Mn2 | 0.5000 | 0.5000 | 0.5000 | 0.03243 (13) | |
Mn3 | 0.0000 | 0.0000 | 0.5000 | 0.03126 (13) | |
O1 | 0.98304 (18) | 0.72361 (13) | 0.03125 (10) | 0.0482 (4) | |
O2 | 0.66697 (19) | 0.64543 (13) | 0.04364 (10) | 0.0501 (4) | |
O3 | 0.52252 (18) | 0.77454 (13) | −0.03135 (10) | 0.0493 (4) | |
O4 | 0.83867 (18) | 0.85204 (13) | −0.04413 (10) | 0.0495 (4) | |
O5 | 0.7440 (2) | 0.87548 (16) | 0.12651 (11) | 0.0615 (5) | |
H51 | 0.664 (3) | 0.877 (3) | 0.149 (2) | 0.092* | |
H52 | 0.824 (3) | 0.882 (2) | 0.1631 (19) | 0.092* | |
O6 | 0.7606 (2) | 0.62055 (16) | −0.12611 (11) | 0.0593 (5) | |
H61 | 0.842 (3) | 0.621 (3) | −0.1485 (19) | 0.089* | |
H62 | 0.683 (3) | 0.619 (2) | −0.1626 (19) | 0.089* | |
O7 | 0.51202 (18) | 0.36555 (11) | 0.41142 (9) | 0.0422 (4) | |
O8 | 0.53195 (18) | 0.43365 (11) | 0.58466 (9) | 0.0426 (4) | |
O9 | 0.7780 (2) | 0.52037 (13) | 0.50460 (11) | 0.0467 (4) | |
H91 | 0.819 (4) | 0.487 (2) | 0.4626 (15) | 0.070* | |
H92 | 0.835 (3) | 0.516 (2) | 0.5447 (15) | 0.070* | |
O10 | 0.01088 (18) | 0.07177 (11) | 0.41931 (9) | 0.0406 (3) | |
O11 | 0.03443 (18) | 0.13214 (10) | 0.59245 (9) | 0.0399 (3) | |
O12 | −0.2780 (2) | 0.01754 (13) | 0.49776 (11) | 0.0458 (4) | |
H121 | −0.334 (3) | −0.014 (2) | 0.4562 (15) | 0.069* | |
H122 | −0.319 (3) | 0.016 (2) | 0.5390 (15) | 0.069* | |
C1 | 1.2216 (3) | 0.6634 (2) | 0.09305 (17) | 0.0633 (7) | |
H1A | 1.2793 | 0.6762 | 0.0492 | 0.095* | |
H1B | 1.2541 | 0.5959 | 0.0976 | 0.095* | |
H1C | 1.2520 | 0.7193 | 0.1459 | 0.095* | |
C2 | 1.0345 (3) | 0.66169 (18) | 0.07189 (13) | 0.0445 (5) | |
C3 | 0.9280 (3) | 0.59715 (18) | 0.09716 (14) | 0.0497 (6) | |
H3 | 0.9781 | 0.5548 | 0.1261 | 0.060* | |
C4 | 0.7532 (3) | 0.59139 (18) | 0.08243 (13) | 0.0442 (5) | |
C5 | 0.6488 (3) | 0.5203 (2) | 0.11343 (17) | 0.0630 (7) | |
H5A | 0.5889 | 0.5633 | 0.1598 | 0.094* | |
H5B | 0.7220 | 0.4735 | 0.1320 | 0.094* | |
H5C | 0.5686 | 0.4787 | 0.0683 | 0.094* | |
C6 | 0.8568 (3) | 0.9774 (2) | −0.11409 (16) | 0.0623 (7) | |
H6A | 0.9284 | 1.0244 | −0.0675 | 0.093* | |
H6B | 0.7830 | 1.0189 | −0.1382 | 0.093* | |
H6C | 0.9259 | 0.9345 | −0.1563 | 0.093* | |
C7 | 0.7521 (3) | 0.90625 (18) | −0.08306 (13) | 0.0444 (5) | |
C8 | 0.5778 (3) | 0.90087 (19) | −0.09724 (14) | 0.0510 (6) | |
H8 | 0.5276 | 0.9431 | −0.1263 | 0.061* | |
C9 | 0.4716 (3) | 0.83703 (18) | −0.07131 (13) | 0.0449 (5) | |
C10 | 0.2834 (3) | 0.8371 (2) | −0.09059 (17) | 0.0641 (7) | |
H10A | 0.2507 | 0.7828 | −0.1440 | 0.096* | |
H10B | 0.2515 | 0.9056 | −0.0933 | 0.096* | |
H10C | 0.2272 | 0.8230 | −0.0468 | 0.096* | |
C11 | 0.6036 (4) | 0.19347 (18) | 0.33849 (16) | 0.0724 (8) | |
H11A | 0.4944 | 0.1678 | 0.3091 | 0.109* | |
H11B | 0.6621 | 0.1361 | 0.3502 | 0.109* | |
H11C | 0.6690 | 0.2203 | 0.3039 | 0.109* | |
C12 | 0.5808 (3) | 0.28123 (16) | 0.41998 (15) | 0.0480 (6) | |
C13 | 0.6289 (3) | 0.26950 (17) | 0.49726 (16) | 0.0576 (6) | |
H13 | 0.6861 | 0.2083 | 0.4969 | 0.069* | |
C14 | 0.5978 (3) | 0.34235 (18) | 0.57465 (16) | 0.0484 (6) | |
C15 | 0.6389 (3) | 0.3182 (2) | 0.65514 (17) | 0.0744 (8) | |
H15A | 0.6940 | 0.3796 | 0.6975 | 0.112* | |
H15B | 0.7130 | 0.2588 | 0.6445 | 0.112* | |
H15C | 0.5359 | 0.3007 | 0.6748 | 0.112* | |
C16 | 0.1029 (4) | 0.1928 (2) | 0.35604 (16) | 0.0674 (7) | |
H16A | 0.1706 | 0.1405 | 0.3191 | 0.101* | |
H16B | 0.1587 | 0.2618 | 0.3724 | 0.101* | |
H16C | −0.0064 | 0.1946 | 0.3271 | 0.101* | |
C17 | 0.0807 (3) | 0.16402 (17) | 0.43371 (14) | 0.0437 (5) | |
C18 | 0.1310 (3) | 0.23475 (17) | 0.51398 (14) | 0.0518 (6) | |
H18 | 0.1889 | 0.2974 | 0.5179 | 0.062* | |
C19 | 0.1011 (3) | 0.21869 (16) | 0.58828 (14) | 0.0442 (5) | |
C20 | 0.1449 (3) | 0.30406 (18) | 0.67236 (15) | 0.0654 (7) | |
H20A | 0.0424 | 0.3309 | 0.6978 | 0.098* | |
H20B | 0.2077 | 0.3612 | 0.6644 | 0.098* | |
H20C | 0.2127 | 0.2747 | 0.7087 | 0.098* | |
N1 | 0.5284 (3) | 0.07308 (15) | 0.70145 (13) | 0.0489 (5) | |
N2 | 0.9716 (3) | 0.42499 (15) | 0.29855 (13) | 0.0499 (5) | |
O13 | 0.3920 (3) | 0.09005 (16) | 0.66974 (12) | 0.0844 (6) | |
O14 | 0.6427 (3) | 0.03064 (18) | 0.65747 (13) | 0.0889 (7) | |
O15 | 0.5536 (3) | 0.09775 (19) | 0.77890 (12) | 0.0886 (7) | |
O16 | 0.8583 (3) | 0.41442 (18) | 0.34123 (13) | 0.0874 (6) | |
O17 | 1.1104 (3) | 0.46290 (18) | 0.33121 (13) | 0.0892 (7) | |
O18 | 0.9421 (3) | 0.39658 (19) | 0.22098 (12) | 0.0892 (7) | |
O1W | 0.5135 (3) | 0.3984 (2) | 0.23996 (13) | 0.0899 (7) | |
H1W | 0.609 (4) | 0.399 (3) | 0.245 (3) | 0.135* | |
H2W | 0.473 (5) | 0.412 (3) | 0.285 (2) | 0.135* | |
O2W | 0.0193 (3) | 0.8869 (2) | 0.23960 (12) | 0.0852 (7) | |
H3W | 0.119 (4) | 0.911 (3) | 0.248 (2) | 0.128* | |
H4W | −0.009 (5) | 0.898 (3) | 0.287 (2) | 0.128* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0300 (2) | 0.0561 (2) | 0.0425 (2) | −0.00262 (15) | −0.00017 (15) | 0.02266 (17) |
Mn2 | 0.0331 (3) | 0.0297 (2) | 0.0354 (3) | 0.00278 (17) | 0.00133 (18) | 0.01249 (18) |
Mn3 | 0.0325 (3) | 0.0280 (2) | 0.0323 (2) | −0.00247 (17) | 0.00242 (18) | 0.00906 (18) |
O1 | 0.0301 (8) | 0.0665 (10) | 0.0525 (9) | −0.0004 (7) | 0.0011 (7) | 0.0265 (8) |
O2 | 0.0375 (9) | 0.0659 (10) | 0.0538 (10) | −0.0064 (7) | −0.0010 (7) | 0.0303 (8) |
O3 | 0.0319 (8) | 0.0660 (10) | 0.0533 (10) | −0.0013 (7) | 0.0008 (7) | 0.0250 (8) |
O4 | 0.0358 (9) | 0.0680 (10) | 0.0531 (9) | −0.0043 (7) | 0.0000 (7) | 0.0324 (8) |
O5 | 0.0521 (12) | 0.0782 (12) | 0.0481 (11) | −0.0014 (10) | 0.0065 (8) | 0.0130 (9) |
O6 | 0.0485 (11) | 0.0771 (12) | 0.0474 (11) | −0.0003 (10) | 0.0029 (8) | 0.0148 (9) |
O7 | 0.0422 (9) | 0.0342 (8) | 0.0452 (8) | 0.0022 (6) | 0.0020 (7) | 0.0075 (6) |
O8 | 0.0436 (9) | 0.0456 (8) | 0.0444 (8) | 0.0070 (7) | 0.0044 (7) | 0.0225 (7) |
O9 | 0.0376 (9) | 0.0535 (10) | 0.0488 (10) | −0.0010 (7) | 0.0020 (7) | 0.0175 (8) |
O10 | 0.0445 (9) | 0.0402 (8) | 0.0398 (8) | −0.0050 (6) | 0.0012 (7) | 0.0176 (6) |
O11 | 0.0435 (9) | 0.0332 (7) | 0.0376 (8) | −0.0050 (6) | 0.0027 (6) | 0.0048 (6) |
O12 | 0.0358 (9) | 0.0517 (9) | 0.0489 (10) | 0.0018 (7) | 0.0045 (7) | 0.0153 (8) |
C1 | 0.0428 (15) | 0.0775 (18) | 0.0693 (17) | 0.0060 (13) | −0.0046 (12) | 0.0267 (14) |
C2 | 0.0398 (13) | 0.0518 (13) | 0.0362 (12) | 0.0065 (10) | −0.0006 (10) | 0.0084 (10) |
C3 | 0.0482 (15) | 0.0535 (14) | 0.0490 (14) | 0.0019 (11) | −0.0027 (11) | 0.0211 (11) |
C4 | 0.0505 (14) | 0.0481 (13) | 0.0322 (12) | −0.0035 (11) | 0.0010 (10) | 0.0120 (10) |
C5 | 0.0617 (17) | 0.0723 (17) | 0.0653 (17) | −0.0104 (13) | −0.0008 (13) | 0.0384 (14) |
C6 | 0.0609 (17) | 0.0774 (18) | 0.0610 (16) | −0.0029 (13) | 0.0033 (13) | 0.0402 (14) |
C7 | 0.0482 (14) | 0.0509 (13) | 0.0322 (12) | −0.0010 (11) | 0.0012 (10) | 0.0123 (10) |
C8 | 0.0470 (15) | 0.0570 (14) | 0.0506 (14) | 0.0016 (11) | −0.0053 (11) | 0.0225 (12) |
C9 | 0.0375 (13) | 0.0526 (13) | 0.0376 (12) | 0.0056 (10) | −0.0011 (10) | 0.0072 (10) |
C10 | 0.0400 (14) | 0.0759 (18) | 0.0708 (18) | 0.0050 (12) | −0.0053 (12) | 0.0198 (14) |
C11 | 0.075 (2) | 0.0438 (14) | 0.085 (2) | 0.0077 (13) | 0.0189 (15) | 0.0012 (13) |
C12 | 0.0400 (13) | 0.0324 (11) | 0.0674 (16) | −0.0023 (9) | 0.0087 (11) | 0.0105 (11) |
C13 | 0.0596 (17) | 0.0390 (13) | 0.0804 (18) | 0.0127 (11) | 0.0095 (13) | 0.0272 (13) |
C14 | 0.0372 (13) | 0.0515 (14) | 0.0691 (16) | 0.0010 (10) | 0.0025 (11) | 0.0374 (13) |
C15 | 0.0697 (19) | 0.088 (2) | 0.092 (2) | 0.0103 (15) | 0.0031 (16) | 0.0657 (18) |
C16 | 0.079 (2) | 0.0665 (17) | 0.0728 (18) | −0.0036 (14) | 0.0098 (15) | 0.0438 (15) |
C17 | 0.0374 (13) | 0.0448 (12) | 0.0588 (14) | 0.0026 (10) | 0.0059 (11) | 0.0298 (11) |
C18 | 0.0553 (15) | 0.0372 (12) | 0.0634 (16) | −0.0091 (10) | 0.0046 (12) | 0.0178 (11) |
C19 | 0.0362 (12) | 0.0322 (11) | 0.0580 (14) | 0.0002 (9) | 0.0002 (10) | 0.0082 (10) |
C20 | 0.0694 (18) | 0.0414 (13) | 0.0673 (17) | −0.0059 (12) | 0.0012 (14) | −0.0043 (12) |
N1 | 0.0427 (12) | 0.0555 (12) | 0.0478 (12) | −0.0009 (9) | 0.0013 (10) | 0.0171 (10) |
N2 | 0.0436 (12) | 0.0558 (12) | 0.0474 (12) | 0.0014 (9) | 0.0012 (10) | 0.0143 (10) |
O13 | 0.0642 (13) | 0.0959 (15) | 0.0766 (14) | 0.0169 (11) | −0.0205 (11) | 0.0136 (11) |
O14 | 0.0684 (14) | 0.1257 (18) | 0.0790 (14) | 0.0226 (12) | 0.0337 (11) | 0.0365 (13) |
O15 | 0.0745 (14) | 0.1332 (19) | 0.0504 (12) | 0.0060 (13) | −0.0073 (10) | 0.0238 (12) |
O16 | 0.0668 (14) | 0.1119 (17) | 0.0797 (14) | −0.0044 (11) | 0.0321 (11) | 0.0213 (12) |
O17 | 0.0634 (13) | 0.1283 (18) | 0.0794 (14) | −0.0367 (12) | −0.0247 (11) | 0.0468 (13) |
O18 | 0.0750 (14) | 0.1330 (19) | 0.0488 (12) | −0.0056 (13) | −0.0056 (10) | 0.0191 (12) |
O1W | 0.0713 (15) | 0.149 (2) | 0.0458 (11) | −0.0041 (15) | −0.0014 (11) | 0.0301 (13) |
O2W | 0.0774 (15) | 0.1293 (19) | 0.0430 (11) | −0.0321 (14) | −0.0029 (11) | 0.0234 (12) |
Geometric parameters (Å, º) top
Mn1—O2 | 1.9117 (16) | C5—H5C | 0.9600 |
Mn1—O4 | 1.9132 (16) | C6—C7 | 1.502 (3) |
Mn1—O1 | 1.9135 (17) | C6—H6A | 0.9600 |
Mn1—O3 | 1.9149 (17) | C6—H6B | 0.9600 |
Mn1—O6 | 2.234 (2) | C6—H6C | 0.9600 |
Mn1—O5 | 2.237 (2) | C7—C8 | 1.375 (3) |
Mn2—O7 | 1.9128 (15) | C8—C9 | 1.388 (3) |
Mn2—O7i | 1.9128 (15) | C8—H8 | 0.9300 |
Mn2—O8 | 1.9129 (15) | C9—C10 | 1.495 (3) |
Mn2—O8i | 1.9129 (15) | C10—H10A | 0.9600 |
Mn2—O9i | 2.2050 (19) | C10—H10B | 0.9600 |
Mn2—O9 | 2.2050 (19) | C10—H10C | 0.9600 |
Mn3—O10ii | 1.9116 (15) | C11—C12 | 1.497 (3) |
Mn3—O10 | 1.9116 (15) | C11—H11A | 0.9600 |
Mn3—O11 | 1.9165 (15) | C11—H11B | 0.9600 |
Mn3—O11ii | 1.9165 (15) | C11—H11C | 0.9600 |
Mn3—O12 | 2.2075 (19) | C12—C13 | 1.384 (3) |
Mn3—O12ii | 2.2075 (19) | C13—C14 | 1.378 (3) |
O1—C2 | 1.282 (3) | C13—H13 | 0.9300 |
O2—C4 | 1.284 (3) | C14—C15 | 1.505 (3) |
O3—C9 | 1.279 (3) | C15—H15A | 0.9600 |
O4—C7 | 1.289 (3) | C15—H15B | 0.9600 |
O5—H51 | 0.75 (3) | C15—H15C | 0.9600 |
O5—H52 | 0.82 (3) | C16—C17 | 1.504 (3) |
O6—H61 | 0.77 (3) | C16—H16A | 0.9600 |
O6—H62 | 0.82 (3) | C16—H16B | 0.9600 |
O7—C12 | 1.292 (2) | C16—H16C | 0.9600 |
O8—C14 | 1.285 (3) | C17—C18 | 1.387 (3) |
O9—H91 | 0.79 (2) | C18—C19 | 1.376 (3) |
O9—H92 | 0.80 (2) | C18—H18 | 0.9300 |
O10—C17 | 1.283 (2) | C19—C20 | 1.500 (3) |
O11—C19 | 1.291 (2) | C20—H20A | 0.9600 |
O12—H121 | 0.78 (2) | C20—H20B | 0.9600 |
O12—H122 | 0.80 (2) | C20—H20C | 0.9600 |
C1—C2 | 1.490 (3) | N1—O13 | 1.218 (2) |
C1—H1A | 0.9600 | N1—O14 | 1.230 (2) |
C1—H1B | 0.9600 | N1—O15 | 1.231 (3) |
C1—H1C | 0.9600 | N2—O17 | 1.214 (3) |
C2—C3 | 1.389 (3) | N2—O16 | 1.229 (3) |
C3—C4 | 1.380 (3) | N2—O18 | 1.233 (3) |
C3—H3 | 0.9300 | O1W—H1W | 0.75 (3) |
C4—C5 | 1.499 (3) | O1W—H2W | 0.81 (3) |
C5—H5A | 0.9600 | O2W—H3W | 0.83 (3) |
C5—H5B | 0.9600 | O2W—H4W | 0.82 (3) |
| | | |
O2—Mn1—O4 | 179.99 (8) | C3—C4—C5 | 120.8 (2) |
O2—Mn1—O1 | 92.14 (7) | C4—C5—H5A | 109.5 |
O4—Mn1—O1 | 87.86 (7) | C4—C5—H5B | 109.5 |
O2—Mn1—O3 | 88.00 (7) | H5A—C5—H5B | 109.5 |
O4—Mn1—O3 | 92.00 (7) | C4—C5—H5C | 109.5 |
O1—Mn1—O3 | 179.70 (7) | H5A—C5—H5C | 109.5 |
O2—Mn1—O6 | 89.26 (8) | H5B—C5—H5C | 109.5 |
O4—Mn1—O6 | 90.75 (8) | C7—C6—H6A | 109.5 |
O1—Mn1—O6 | 90.79 (7) | C7—C6—H6B | 109.5 |
O3—Mn1—O6 | 89.48 (7) | H6A—C6—H6B | 109.5 |
O2—Mn1—O5 | 90.02 (8) | C7—C6—H6C | 109.5 |
O4—Mn1—O5 | 89.97 (8) | H6A—C6—H6C | 109.5 |
O1—Mn1—O5 | 89.18 (7) | H6B—C6—H6C | 109.5 |
O3—Mn1—O5 | 90.55 (7) | O4—C7—C8 | 124.4 (2) |
O6—Mn1—O5 | 179.28 (6) | O4—C7—C6 | 114.7 (2) |
O7—Mn2—O7i | 180.000 (1) | C8—C7—C6 | 120.9 (2) |
O7—Mn2—O8 | 91.38 (7) | C7—C8—C9 | 124.7 (2) |
O7i—Mn2—O8 | 88.62 (7) | C7—C8—H8 | 117.6 |
O7—Mn2—O8i | 88.62 (7) | C9—C8—H8 | 117.6 |
O7i—Mn2—O8i | 91.38 (7) | O3—C9—C8 | 124.6 (2) |
O8—Mn2—O8i | 180.0 | O3—C9—C10 | 115.3 (2) |
O7—Mn2—O9i | 90.87 (6) | C8—C9—C10 | 120.2 (2) |
O7i—Mn2—O9i | 89.13 (6) | C9—C10—H10A | 109.5 |
O8—Mn2—O9i | 90.81 (6) | C9—C10—H10B | 109.5 |
O8i—Mn2—O9i | 89.19 (6) | H10A—C10—H10B | 109.5 |
O7—Mn2—O9 | 89.13 (6) | C9—C10—H10C | 109.5 |
O7i—Mn2—O9 | 90.87 (6) | H10A—C10—H10C | 109.5 |
O8—Mn2—O9 | 89.19 (6) | H10B—C10—H10C | 109.5 |
O8i—Mn2—O9 | 90.81 (6) | C12—C11—H11A | 109.5 |
O9i—Mn2—O9 | 180.00 (9) | C12—C11—H11B | 109.5 |
O10ii—Mn3—O10 | 180.0 | H11A—C11—H11B | 109.5 |
O10ii—Mn3—O11 | 88.59 (7) | C12—C11—H11C | 109.5 |
O10—Mn3—O11 | 91.41 (7) | H11A—C11—H11C | 109.5 |
O10ii—Mn3—O11ii | 91.41 (7) | H11B—C11—H11C | 109.5 |
O10—Mn3—O11ii | 88.59 (7) | O7—C12—C13 | 124.2 (2) |
O11—Mn3—O11ii | 180.0 | O7—C12—C11 | 114.7 (2) |
O10ii—Mn3—O12 | 89.43 (6) | C13—C12—C11 | 121.1 (2) |
O10—Mn3—O12 | 90.57 (6) | C14—C13—C12 | 124.5 (2) |
O11—Mn3—O12 | 90.82 (6) | C14—C13—H13 | 117.8 |
O11ii—Mn3—O12 | 89.18 (6) | C12—C13—H13 | 117.8 |
O10ii—Mn3—O12ii | 90.57 (6) | O8—C14—C13 | 124.2 (2) |
O10—Mn3—O12ii | 89.43 (6) | O8—C14—C15 | 114.8 (2) |
O11—Mn3—O12ii | 89.18 (6) | C13—C14—C15 | 120.9 (2) |
O11ii—Mn3—O12ii | 90.82 (6) | C14—C15—H15A | 109.5 |
O12—Mn3—O12ii | 180.0 | C14—C15—H15B | 109.5 |
C2—O1—Mn1 | 127.11 (14) | H15A—C15—H15B | 109.5 |
C4—O2—Mn1 | 127.13 (15) | C14—C15—H15C | 109.5 |
C9—O3—Mn1 | 127.08 (15) | H15A—C15—H15C | 109.5 |
C7—O4—Mn1 | 127.11 (15) | H15B—C15—H15C | 109.5 |
Mn1—O5—H51 | 117 (3) | C17—C16—H16A | 109.5 |
Mn1—O5—H52 | 119 (2) | C17—C16—H16B | 109.5 |
H51—O5—H52 | 106 (3) | H16A—C16—H16B | 109.5 |
Mn1—O6—H61 | 115 (2) | C17—C16—H16C | 109.5 |
Mn1—O6—H62 | 117 (2) | H16A—C16—H16C | 109.5 |
H61—O6—H62 | 104 (3) | H16B—C16—H16C | 109.5 |
C12—O7—Mn2 | 125.42 (15) | O10—C17—C18 | 124.05 (19) |
C14—O8—Mn2 | 125.78 (14) | O10—C17—C16 | 115.0 (2) |
Mn2—O9—H91 | 115 (2) | C18—C17—C16 | 121.0 (2) |
Mn2—O9—H92 | 119 (2) | C19—C18—C17 | 124.5 (2) |
H91—O9—H92 | 110 (3) | C19—C18—H18 | 117.7 |
C17—O10—Mn3 | 125.72 (14) | C17—C18—H18 | 117.7 |
C19—O11—Mn3 | 125.27 (14) | O11—C19—C18 | 124.4 (2) |
Mn3—O12—H121 | 119 (2) | O11—C19—C20 | 114.7 (2) |
Mn3—O12—H122 | 115 (2) | C18—C19—C20 | 121.0 (2) |
H121—O12—H122 | 112 (3) | C19—C20—H20A | 109.5 |
C2—C1—H1A | 109.5 | C19—C20—H20B | 109.5 |
C2—C1—H1B | 109.5 | H20A—C20—H20B | 109.5 |
H1A—C1—H1B | 109.5 | C19—C20—H20C | 109.5 |
C2—C1—H1C | 109.5 | H20A—C20—H20C | 109.5 |
H1A—C1—H1C | 109.5 | H20B—C20—H20C | 109.5 |
H1B—C1—H1C | 109.5 | O13—N1—O14 | 121.3 (2) |
O1—C2—C3 | 124.3 (2) | O13—N1—O15 | 120.1 (2) |
O1—C2—C1 | 115.5 (2) | O14—N1—O15 | 118.7 (2) |
C3—C2—C1 | 120.1 (2) | O17—N2—O16 | 121.4 (2) |
C4—C3—C2 | 124.7 (2) | O17—N2—O18 | 119.8 (2) |
C4—C3—H3 | 117.6 | O16—N2—O18 | 118.8 (2) |
C2—C3—H3 | 117.6 | H1W—O1W—H2W | 112 (4) |
O2—C4—C3 | 124.5 (2) | H3W—O2W—H4W | 103 (3) |
O2—C4—C5 | 114.8 (2) | | |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y, −z+1. |
Crystal data top
C10H18MnO6·NO3·H2O | F(000) = 1536 |
Mr = 369.21 | Dx = 1.548 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 7.8378 (5) Å | Cell parameters from 8817 reflections |
b = 12.9697 (8) Å | θ = 2.6–26.0° |
c = 31.268 (2) Å | µ = 0.88 mm−1 |
β = 94.690 (1)° | T = 100 K |
V = 3167.9 (3) Å3 | Block, green |
Z = 8 | 0.38 × 0.36 × 0.28 mm |
Data collection top
CCD area detector diffractometer | 6250 independent reflections |
Radiation source: fine-focus sealed tube | 5448 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.029 |
phi and ω scans | θmax = 26.1°, θmin = 1.3° |
Absorption correction: empirical (using intensity measurements) sadabs | h = −9→9 |
Tmin = 0.731, Tmax = 0.790 | k = −16→16 |
32272 measured reflections | l = −38→38 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.098 | H-atom parameters constrained |
S = 1.13 | w = 1/[σ2(Fo2) + (0.043P)2 + 2.5245P] where P = (Fo2 + 2Fc2)/3 |
6250 reflections | (Δ/σ)max = 0.001 |
408 parameters | Δρmax = 0.44 e Å−3 |
15 restraints | Δρmin = −0.30 e Å−3 |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.24718 (3) | 0.04322 (2) | 0.251429 (8) | 0.01148 (9) | |
Mn2 | 0.5000 | 0.5000 | 0.0000 | 0.01447 (11) | |
Mn3 | 0.0000 | 0.0000 | 0.0000 | 0.01460 (11) | |
O1 | 0.25940 (17) | 0.14778 (10) | 0.20900 (4) | 0.0159 (3) | |
O2 | 0.27544 (17) | 0.14216 (10) | 0.29665 (4) | 0.0155 (3) | |
O3 | 0.23757 (17) | −0.06096 (10) | 0.29452 (4) | 0.0148 (3) | |
O4 | 0.21762 (17) | −0.05764 (10) | 0.20640 (4) | 0.0148 (3) | |
O5 | −0.03285 (17) | 0.05777 (11) | 0.24895 (5) | 0.0173 (3) | |
H51 | −0.0873 | 0.0393 | 0.2268 | 0.021* | |
H52 | −0.0803 | 0.0373 | 0.2697 | 0.021* | |
O6 | 0.52685 (17) | 0.02616 (11) | 0.25318 (4) | 0.0166 (3) | |
H61 | 0.5706 | 0.0445 | 0.2315 | 0.020* | |
H62 | 0.5806 | 0.0465 | 0.2736 | 0.020* | |
O7 | 0.73099 (17) | 0.45799 (11) | 0.01553 (5) | 0.0175 (3) | |
O8 | 0.40889 (17) | 0.37739 (11) | 0.02323 (4) | 0.0180 (3) | |
O9 | 0.49359 (18) | 0.57905 (12) | 0.06296 (4) | 0.0207 (3) | |
H92 | 0.4073 | 0.5703 | 0.0758 | 0.025* | |
H91 | 0.5716 | 0.5663 | 0.0794 | 0.025* | |
O10 | 0.23266 (17) | −0.04110 (11) | 0.01405 (5) | 0.0175 (3) | |
O11 | −0.08672 (17) | −0.12474 (11) | 0.02224 (4) | 0.0179 (3) | |
O12 | −0.00099 (18) | 0.07147 (12) | 0.06479 (5) | 0.0212 (3) | |
H121 | −0.0838 | 0.0649 | 0.0766 | 0.025* | |
H122 | 0.0796 | 0.0621 | 0.0809 | 0.025* | |
C1 | 0.3634 (3) | 0.29479 (17) | 0.17543 (7) | 0.0230 (5) | |
H1A | 0.4283 | 0.2524 | 0.1565 | 0.035* | |
H1B | 0.4275 | 0.3580 | 0.1829 | 0.035* | |
H1C | 0.2522 | 0.3126 | 0.1607 | 0.035* | |
C2 | 0.3364 (2) | 0.23576 (15) | 0.21538 (7) | 0.0167 (4) | |
C3 | 0.3892 (3) | 0.27532 (16) | 0.25559 (7) | 0.0195 (4) | |
H3 | 0.4556 | 0.3367 | 0.2569 | 0.023* | |
C4 | 0.3510 (2) | 0.23052 (15) | 0.29396 (6) | 0.0165 (4) | |
C5 | 0.3901 (3) | 0.28528 (17) | 0.33581 (7) | 0.0226 (5) | |
H5A | 0.2834 | 0.3109 | 0.3463 | 0.034* | |
H5B | 0.4668 | 0.3434 | 0.3317 | 0.034* | |
H5C | 0.4454 | 0.2374 | 0.3568 | 0.034* | |
C6 | 0.1386 (3) | −0.20797 (17) | 0.32920 (7) | 0.0225 (5) | |
H6A | 0.2504 | −0.2269 | 0.3433 | 0.034* | |
H6B | 0.0722 | −0.2706 | 0.3221 | 0.034* | |
H6C | 0.0769 | −0.1649 | 0.3485 | 0.034* | |
C7 | 0.1635 (2) | −0.14924 (15) | 0.28896 (6) | 0.0165 (4) | |
C8 | 0.1117 (3) | −0.19120 (16) | 0.24885 (7) | 0.0192 (4) | |
H8 | 0.0485 | −0.2538 | 0.2480 | 0.023* | |
C9 | 0.1469 (2) | −0.14684 (15) | 0.21015 (7) | 0.0171 (4) | |
C10 | 0.1074 (3) | −0.20362 (17) | 0.16873 (7) | 0.0228 (5) | |
H10A | 0.0458 | −0.1578 | 0.1478 | 0.034* | |
H10B | 0.0361 | −0.2638 | 0.1737 | 0.034* | |
H10C | 0.2144 | −0.2263 | 0.1575 | 0.034* | |
C11 | 0.9706 (3) | 0.36467 (17) | 0.04473 (7) | 0.0216 (4) | |
H11A | 1.0289 | 0.3938 | 0.0209 | 0.032* | |
H11B | 1.0004 | 0.2916 | 0.0481 | 0.032* | |
H11C | 1.0067 | 0.4017 | 0.0713 | 0.032* | |
C12 | 0.7806 (2) | 0.37528 (16) | 0.03539 (6) | 0.0161 (4) | |
C13 | 0.6716 (3) | 0.29892 (16) | 0.04854 (6) | 0.0187 (4) | |
H13 | 0.7216 | 0.2403 | 0.0628 | 0.022* | |
C14 | 0.4944 (3) | 0.30307 (16) | 0.04205 (6) | 0.0155 (4) | |
C15 | 0.3865 (3) | 0.21698 (17) | 0.05697 (7) | 0.0210 (4) | |
H15A | 0.3165 | 0.2425 | 0.0793 | 0.031* | |
H15B | 0.4607 | 0.1612 | 0.0686 | 0.031* | |
H15C | 0.3117 | 0.1909 | 0.0327 | 0.031* | |
C16 | 0.4750 (3) | −0.12869 (17) | 0.04519 (7) | 0.0214 (4) | |
H16A | 0.5330 | −0.0977 | 0.0217 | 0.032* | |
H16B | 0.5083 | −0.2013 | 0.0484 | 0.032* | |
H16C | 0.5080 | −0.0918 | 0.0720 | 0.032* | |
C17 | 0.2848 (2) | −0.12140 (16) | 0.03529 (6) | 0.0160 (4) | |
C18 | 0.1780 (3) | −0.19780 (16) | 0.04944 (6) | 0.0184 (4) | |
H18 | 0.2295 | −0.2544 | 0.0649 | 0.022* | |
C19 | 0.0007 (3) | −0.19636 (16) | 0.04238 (6) | 0.0158 (4) | |
C20 | −0.1046 (3) | −0.28217 (17) | 0.05868 (7) | 0.0222 (5) | |
H20A | −0.1684 | −0.2567 | 0.0822 | 0.033* | |
H20B | −0.0291 | −0.3386 | 0.0691 | 0.033* | |
H20C | −0.1850 | −0.3074 | 0.0354 | 0.033* | |
N1 | 0.2229 (2) | 0.54461 (13) | 0.14760 (5) | 0.0169 (4) | |
O13 | 0.1938 (2) | 0.54761 (13) | 0.10792 (5) | 0.0280 (4) | |
O14 | 0.36308 (19) | 0.57525 (13) | 0.16475 (5) | 0.0264 (4) | |
O15 | 0.1104 (2) | 0.51095 (13) | 0.17017 (5) | 0.0289 (4) | |
N2 | 0.7216 (2) | 0.04570 (13) | 0.14942 (5) | 0.0170 (4) | |
O16 | 0.6993 (2) | 0.05275 (13) | 0.10976 (5) | 0.0273 (4) | |
O17 | 0.85799 (19) | 0.01015 (13) | 0.16677 (5) | 0.0262 (4) | |
O18 | 0.60501 (19) | 0.07549 (13) | 0.17196 (5) | 0.0259 (4) | |
O1W | 0.2744 (2) | 0.02072 (13) | 0.12086 (5) | 0.0251 (3) | |
H2 | 0.2452 | 0.0083 | 0.1432 | 0.030* | |
H1 | 0.3669 | 0.0450 | 0.1270 | 0.030* | |
O2W | 0.7660 (2) | 0.52803 (14) | 0.11800 (5) | 0.0294 (4) | |
H4 | 0.8571 | 0.5291 | 0.1200 | 0.035* | |
H5 | 0.7441 | 0.5163 | 0.1414 | 0.035* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.01146 (16) | 0.00953 (16) | 0.01339 (16) | −0.00099 (10) | 0.00064 (11) | 0.00011 (10) |
Mn2 | 0.0100 (2) | 0.0175 (2) | 0.0157 (2) | −0.00061 (16) | −0.00043 (15) | 0.00315 (16) |
Mn3 | 0.0098 (2) | 0.0177 (2) | 0.0162 (2) | −0.00041 (16) | 0.00040 (15) | 0.00353 (16) |
O1 | 0.0152 (7) | 0.0143 (7) | 0.0182 (7) | −0.0003 (5) | 0.0013 (5) | 0.0033 (5) |
O2 | 0.0162 (7) | 0.0128 (7) | 0.0177 (7) | −0.0013 (5) | 0.0021 (5) | −0.0018 (5) |
O3 | 0.0171 (7) | 0.0109 (7) | 0.0162 (7) | −0.0015 (5) | 0.0005 (5) | 0.0011 (5) |
O4 | 0.0157 (7) | 0.0128 (7) | 0.0159 (7) | −0.0025 (5) | 0.0011 (5) | −0.0010 (5) |
O5 | 0.0137 (7) | 0.0201 (8) | 0.0182 (7) | −0.0001 (6) | 0.0012 (5) | −0.0005 (6) |
O6 | 0.0133 (7) | 0.0198 (7) | 0.0167 (7) | −0.0004 (6) | 0.0008 (5) | −0.0011 (6) |
O7 | 0.0119 (7) | 0.0212 (8) | 0.0191 (7) | −0.0004 (5) | −0.0005 (5) | 0.0027 (6) |
O8 | 0.0123 (7) | 0.0210 (8) | 0.0205 (7) | −0.0009 (6) | 0.0001 (5) | 0.0040 (6) |
O9 | 0.0157 (7) | 0.0277 (8) | 0.0186 (7) | −0.0009 (6) | 0.0003 (6) | 0.0007 (6) |
O10 | 0.0120 (7) | 0.0210 (8) | 0.0194 (7) | −0.0004 (5) | 0.0007 (5) | 0.0034 (6) |
O11 | 0.0130 (7) | 0.0202 (8) | 0.0202 (7) | −0.0014 (6) | 0.0002 (5) | 0.0042 (6) |
O12 | 0.0154 (7) | 0.0294 (8) | 0.0186 (7) | −0.0007 (6) | 0.0011 (6) | 0.0007 (6) |
C1 | 0.0225 (11) | 0.0184 (11) | 0.0281 (11) | −0.0007 (9) | 0.0022 (9) | 0.0056 (9) |
C2 | 0.0118 (9) | 0.0129 (10) | 0.0255 (10) | 0.0015 (7) | 0.0029 (7) | 0.0035 (8) |
C3 | 0.0161 (10) | 0.0146 (10) | 0.0278 (11) | −0.0012 (8) | 0.0016 (8) | −0.0006 (8) |
C4 | 0.0119 (9) | 0.0127 (10) | 0.0246 (10) | 0.0012 (7) | −0.0006 (7) | −0.0026 (8) |
C5 | 0.0213 (11) | 0.0184 (11) | 0.0277 (11) | −0.0025 (9) | 0.0006 (8) | −0.0062 (9) |
C6 | 0.0224 (11) | 0.0190 (11) | 0.0264 (11) | −0.0009 (9) | 0.0034 (8) | 0.0056 (9) |
C7 | 0.0112 (9) | 0.0135 (10) | 0.0252 (11) | 0.0031 (7) | 0.0033 (8) | 0.0019 (8) |
C8 | 0.0162 (10) | 0.0131 (10) | 0.0283 (11) | −0.0038 (8) | 0.0026 (8) | −0.0017 (8) |
C9 | 0.0121 (9) | 0.0151 (10) | 0.0238 (10) | 0.0024 (8) | 0.0004 (7) | −0.0025 (8) |
C10 | 0.0228 (11) | 0.0204 (11) | 0.0254 (11) | −0.0026 (9) | 0.0024 (8) | −0.0073 (9) |
C11 | 0.0145 (10) | 0.0237 (11) | 0.0262 (11) | 0.0019 (8) | −0.0010 (8) | −0.0007 (9) |
C12 | 0.0166 (10) | 0.0194 (10) | 0.0120 (9) | 0.0014 (8) | −0.0003 (7) | −0.0030 (8) |
C13 | 0.0188 (10) | 0.0194 (11) | 0.0175 (10) | 0.0023 (8) | −0.0011 (8) | 0.0012 (8) |
C14 | 0.0175 (10) | 0.0178 (10) | 0.0109 (9) | −0.0007 (8) | −0.0001 (7) | −0.0003 (7) |
C15 | 0.0181 (10) | 0.0223 (11) | 0.0223 (11) | −0.0023 (8) | 0.0003 (8) | 0.0065 (9) |
C16 | 0.0149 (10) | 0.0248 (11) | 0.0243 (11) | 0.0007 (8) | −0.0004 (8) | 0.0020 (9) |
C17 | 0.0166 (10) | 0.0194 (10) | 0.0118 (9) | 0.0019 (8) | 0.0005 (7) | −0.0024 (8) |
C18 | 0.0189 (10) | 0.0187 (11) | 0.0174 (10) | 0.0021 (8) | −0.0001 (8) | 0.0024 (8) |
C19 | 0.0182 (10) | 0.0178 (10) | 0.0115 (9) | −0.0009 (8) | 0.0021 (7) | −0.0016 (8) |
C20 | 0.0193 (11) | 0.0224 (11) | 0.0247 (11) | −0.0025 (9) | 0.0012 (8) | 0.0055 (9) |
N1 | 0.0141 (8) | 0.0174 (9) | 0.0190 (9) | 0.0007 (7) | 0.0001 (7) | −0.0018 (7) |
O13 | 0.0236 (8) | 0.0411 (10) | 0.0184 (8) | −0.0018 (7) | −0.0039 (6) | 0.0011 (7) |
O14 | 0.0177 (8) | 0.0361 (9) | 0.0242 (8) | −0.0080 (7) | −0.0050 (6) | 0.0044 (7) |
O15 | 0.0215 (8) | 0.0379 (10) | 0.0287 (9) | −0.0080 (7) | 0.0102 (6) | −0.0042 (7) |
N2 | 0.0141 (8) | 0.0182 (9) | 0.0183 (9) | −0.0019 (7) | −0.0002 (7) | −0.0007 (7) |
O16 | 0.0222 (8) | 0.0430 (10) | 0.0164 (8) | 0.0035 (7) | −0.0008 (6) | 0.0014 (7) |
O17 | 0.0188 (8) | 0.0331 (9) | 0.0255 (8) | 0.0080 (7) | −0.0059 (6) | −0.0035 (7) |
O18 | 0.0195 (8) | 0.0349 (9) | 0.0245 (8) | 0.0030 (7) | 0.0084 (6) | 0.0017 (7) |
O1W | 0.0236 (8) | 0.0352 (9) | 0.0164 (7) | −0.0081 (7) | 0.0004 (6) | 0.0032 (6) |
O2W | 0.0244 (8) | 0.0462 (10) | 0.0172 (8) | −0.0007 (7) | −0.0005 (6) | 0.0060 (7) |
Geometric parameters (Å, º) top
Mn1—O1 | 1.9051 (14) | C5—H5C | 0.9800 |
Mn1—O2 | 1.9089 (14) | C6—C7 | 1.497 (3) |
Mn1—O3 | 1.9141 (14) | C6—H6A | 0.9800 |
Mn1—O4 | 1.9218 (14) | C6—H6B | 0.9800 |
Mn1—O5 | 2.1980 (14) | C6—H6C | 0.9800 |
Mn1—O6 | 2.1993 (14) | C7—C8 | 1.397 (3) |
Mn2—O8 | 1.9108 (14) | C8—C9 | 1.388 (3) |
Mn2—O8i | 1.9108 (14) | C8—H8 | 0.9500 |
Mn2—O7i | 1.9149 (14) | C9—C10 | 1.500 (3) |
Mn2—O7 | 1.9149 (14) | C10—H10A | 0.9800 |
Mn2—O9 | 2.2238 (14) | C10—H10B | 0.9800 |
Mn2—O9i | 2.2238 (14) | C10—H10C | 0.9800 |
Mn3—O11ii | 1.9080 (14) | C11—C12 | 1.500 (3) |
Mn3—O11 | 1.9080 (14) | C11—H11A | 0.9800 |
Mn3—O10 | 1.9161 (14) | C11—H11B | 0.9800 |
Mn3—O10ii | 1.9161 (14) | C11—H11C | 0.9800 |
Mn3—O12ii | 2.2284 (14) | C12—C13 | 1.392 (3) |
Mn3—O12 | 2.2284 (14) | C13—C14 | 1.389 (3) |
O1—C2 | 1.299 (2) | C13—H13 | 0.9500 |
O2—C4 | 1.296 (2) | C14—C15 | 1.498 (3) |
O3—C7 | 1.289 (2) | C15—H15A | 0.9800 |
O4—C9 | 1.292 (2) | C15—H15B | 0.9800 |
O5—H51 | 0.8204 | C15—H15C | 0.9800 |
O5—H52 | 0.8182 | C16—C17 | 1.501 (3) |
O6—H61 | 0.8184 | C16—H16A | 0.9800 |
O6—H62 | 0.7823 | C16—H16B | 0.9800 |
O7—C12 | 1.284 (2) | C16—H16C | 0.9800 |
O8—C14 | 1.288 (2) | C17—C18 | 1.392 (3) |
O9—H92 | 0.8221 | C18—C19 | 1.389 (3) |
O9—H91 | 0.7840 | C18—H18 | 0.9500 |
O10—C17 | 1.284 (2) | C19—C20 | 1.499 (3) |
O11—C19 | 1.288 (2) | C20—H20A | 0.9800 |
O12—H121 | 0.7775 | C20—H20B | 0.9800 |
O12—H122 | 0.7842 | C20—H20C | 0.9800 |
C1—C2 | 1.495 (3) | N1—O13 | 1.244 (2) |
C1—H1A | 0.9800 | N1—O14 | 1.247 (2) |
C1—H1B | 0.9800 | N1—O15 | 1.253 (2) |
C1—H1C | 0.9800 | N2—O16 | 1.241 (2) |
C2—C3 | 1.389 (3) | N2—O17 | 1.247 (2) |
C3—C4 | 1.388 (3) | N2—O18 | 1.260 (2) |
C3—H3 | 0.9500 | O1W—H2 | 0.7680 |
C4—C5 | 1.498 (3) | O1W—H1 | 0.7993 |
C5—H5A | 0.9800 | O2W—H4 | 0.7119 |
C5—H5B | 0.9800 | O2W—H5 | 0.7789 |
| | | |
O1—Mn1—O2 | 91.61 (6) | C3—C4—C5 | 120.90 (18) |
O1—Mn1—O3 | 179.19 (6) | C4—C5—H5A | 109.5 |
O2—Mn1—O3 | 87.81 (6) | C4—C5—H5B | 109.5 |
O1—Mn1—O4 | 89.10 (6) | H5A—C5—H5B | 109.5 |
O2—Mn1—O4 | 179.26 (6) | C4—C5—H5C | 109.5 |
O3—Mn1—O4 | 91.48 (6) | H5A—C5—H5C | 109.5 |
O1—Mn1—O5 | 91.22 (6) | H5B—C5—H5C | 109.5 |
O2—Mn1—O5 | 91.34 (6) | C7—C6—H6A | 109.5 |
O3—Mn1—O5 | 89.36 (6) | C7—C6—H6B | 109.5 |
O4—Mn1—O5 | 88.42 (6) | H6A—C6—H6B | 109.5 |
O1—Mn1—O6 | 88.98 (6) | C7—C6—H6C | 109.5 |
O2—Mn1—O6 | 89.66 (6) | H6A—C6—H6C | 109.5 |
O3—Mn1—O6 | 90.45 (6) | H6B—C6—H6C | 109.5 |
O4—Mn1—O6 | 90.57 (6) | O3—C7—C8 | 124.19 (18) |
O5—Mn1—O6 | 178.97 (6) | O3—C7—C6 | 115.26 (18) |
O8—Mn2—O8i | 180.00 (8) | C8—C7—C6 | 120.53 (18) |
O8—Mn2—O7i | 87.61 (6) | C9—C8—C7 | 123.87 (19) |
O8i—Mn2—O7i | 92.39 (6) | C9—C8—H8 | 118.1 |
O8—Mn2—O7 | 92.39 (6) | C7—C8—H8 | 118.1 |
O8i—Mn2—O7 | 87.61 (6) | O4—C9—C8 | 124.59 (18) |
O7i—Mn2—O7 | 180.00 (12) | O4—C9—C10 | 114.91 (18) |
O8—Mn2—O9 | 90.64 (6) | C8—C9—C10 | 120.49 (18) |
O8i—Mn2—O9 | 89.36 (6) | C9—C10—H10A | 109.5 |
O7i—Mn2—O9 | 90.23 (6) | C9—C10—H10B | 109.5 |
O7—Mn2—O9 | 89.77 (6) | H10A—C10—H10B | 109.5 |
O8—Mn2—O9i | 89.36 (6) | C9—C10—H10C | 109.5 |
O8i—Mn2—O9i | 90.64 (6) | H10A—C10—H10C | 109.5 |
O7i—Mn2—O9i | 89.77 (6) | H10B—C10—H10C | 109.5 |
O7—Mn2—O9i | 90.23 (6) | C12—C11—H11A | 109.5 |
O9—Mn2—O9i | 180.00 (8) | C12—C11—H11B | 109.5 |
O11ii—Mn3—O11 | 180.00 (9) | H11A—C11—H11B | 109.5 |
O11ii—Mn3—O10 | 87.63 (6) | C12—C11—H11C | 109.5 |
O11—Mn3—O10 | 92.37 (6) | H11A—C11—H11C | 109.5 |
O11ii—Mn3—O10ii | 92.37 (6) | H11B—C11—H11C | 109.5 |
O11—Mn3—O10ii | 87.63 (6) | O7—C12—C13 | 124.65 (18) |
O10—Mn3—O10ii | 180.00 (12) | O7—C12—C11 | 115.30 (18) |
O11ii—Mn3—O12ii | 89.63 (6) | C13—C12—C11 | 120.04 (18) |
O11—Mn3—O12ii | 90.37 (6) | C14—C13—C12 | 124.06 (19) |
O10—Mn3—O12ii | 91.07 (6) | C14—C13—H13 | 118.0 |
O10ii—Mn3—O12ii | 88.93 (6) | C12—C13—H13 | 118.0 |
O11ii—Mn3—O12 | 90.37 (6) | O8—C14—C13 | 124.92 (19) |
O11—Mn3—O12 | 89.63 (6) | O8—C14—C15 | 114.48 (17) |
O10—Mn3—O12 | 88.93 (6) | C13—C14—C15 | 120.59 (18) |
O10ii—Mn3—O12 | 91.07 (6) | C14—C15—H15A | 109.5 |
O12ii—Mn3—O12 | 180.00 (8) | C14—C15—H15B | 109.5 |
C2—O1—Mn1 | 124.59 (13) | H15A—C15—H15B | 109.5 |
C4—O2—Mn1 | 124.91 (13) | C14—C15—H15C | 109.5 |
C7—O3—Mn1 | 125.12 (13) | H15A—C15—H15C | 109.5 |
C9—O4—Mn1 | 124.74 (13) | H15B—C15—H15C | 109.5 |
Mn1—O5—H51 | 117.0 | C17—C16—H16A | 109.5 |
Mn1—O5—H52 | 117.5 | C17—C16—H16B | 109.5 |
H51—O5—H52 | 109.7 | H16A—C16—H16B | 109.5 |
Mn1—O6—H61 | 115.8 | C17—C16—H16C | 109.5 |
Mn1—O6—H62 | 117.1 | H16A—C16—H16C | 109.5 |
H61—O6—H62 | 110.1 | H16B—C16—H16C | 109.5 |
C12—O7—Mn2 | 127.10 (13) | O10—C17—C18 | 124.59 (18) |
C14—O8—Mn2 | 126.85 (13) | O10—C17—C16 | 115.24 (18) |
Mn2—O9—H92 | 116.6 | C18—C17—C16 | 120.16 (18) |
Mn2—O9—H91 | 114.3 | C19—C18—C17 | 124.01 (19) |
H92—O9—H91 | 106.2 | C19—C18—H18 | 118.0 |
C17—O10—Mn3 | 126.93 (13) | C17—C18—H18 | 118.0 |
C19—O11—Mn3 | 126.77 (13) | O11—C19—C18 | 124.95 (19) |
Mn3—O12—H121 | 116.8 | O11—C19—C20 | 114.57 (17) |
Mn3—O12—H122 | 117.2 | C18—C19—C20 | 120.48 (18) |
H121—O12—H122 | 109.7 | C19—C20—H20A | 109.5 |
C2—C1—H1A | 109.5 | C19—C20—H20B | 109.5 |
C2—C1—H1B | 109.5 | H20A—C20—H20B | 109.5 |
H1A—C1—H1B | 109.5 | C19—C20—H20C | 109.5 |
C2—C1—H1C | 109.5 | H20A—C20—H20C | 109.5 |
H1A—C1—H1C | 109.5 | H20B—C20—H20C | 109.5 |
H1B—C1—H1C | 109.5 | O13—N1—O14 | 120.15 (17) |
O1—C2—C3 | 124.34 (18) | O13—N1—O15 | 119.54 (17) |
O1—C2—C1 | 114.67 (18) | O14—N1—O15 | 120.31 (17) |
C3—C2—C1 | 120.99 (18) | O16—N2—O17 | 120.52 (17) |
C4—C3—C2 | 123.94 (19) | O16—N2—O18 | 119.13 (17) |
C4—C3—H3 | 118.0 | O17—N2—O18 | 120.35 (17) |
C2—C3—H3 | 118.0 | H2—O1W—H1 | 101.3 |
O2—C4—C3 | 123.95 (18) | H4—O2W—H5 | 102.5 |
O2—C4—C5 | 115.11 (18) | | |
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y, −z. |
Crystal data top
C10H22BF4MnO8 | F(000) = 424 |
Mr = 412.03 | Dx = 1.581 Mg m−3 |
Monoclinic, C2/m | Mo Kα radiation, λ = 0.71073 Å |
a = 7.5897 (6) Å | Cell parameters from 4692 reflections |
b = 11.8987 (10) Å | θ = 3.3–28.2° |
c = 10.2350 (8) Å | µ = 0.84 mm−1 |
β = 110.549 (1)° | T = 100 K |
V = 865.49 (12) Å3 | Block, green |
Z = 2 | 0.32 × 0.23 × 0.20 mm |
Data collection top
CCD area detector diffractometer | 1067 independent reflections |
Radiation source: fine-focus sealed tube | 1065 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.018 |
phi and ω scans | θmax = 28.3°, θmin = 2.1° |
Absorption correction: empirical (using intensity measurements) sadabs | h = −10→9 |
Tmin = 0.776, Tmax = 0.851 | k = −15→15 |
4915 measured reflections | l = −13→13 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.054 | H-atom parameters constrained |
wR(F2) = 0.133 | w = 1/[σ2(Fo2) + (0.0268P)2 + 7.1393P] where P = (Fo2 + 2Fc2)/3 |
S = 1.18 | (Δ/σ)max < 0.001 |
1067 reflections | Δρmax = 1.35 e Å−3 |
75 parameters | Δρmin = −1.10 e Å−3 |
1 restraint | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.050 (5) |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Mn | 0.5000 | 0.0000 | 0.0000 | 0.0153 (3) | |
O1 | 0.4734 (3) | 0.11587 (18) | 0.1210 (2) | 0.0192 (5) | |
O2 | 0.1885 (4) | 0.0000 | −0.1068 (3) | 0.0207 (7) | |
H31 | 0.1237 | 0.0000 | −0.0623 | 0.025* | |
H32 | 0.1308 | 0.0000 | −0.1934 | 0.025* | |
C1 | 0.3949 (5) | 0.2101 (3) | 0.2949 (4) | 0.0259 (7) | |
H1A | 0.5165 | 0.2484 | 0.3346 | 0.039* | |
H1B | 0.3459 | 0.1930 | 0.3694 | 0.039* | |
H1C | 0.3060 | 0.2590 | 0.2256 | 0.039* | |
C2 | 0.4198 (4) | 0.1034 (3) | 0.2264 (3) | 0.0185 (6) | |
C3 | 0.3876 (7) | 0.0000 | 0.2779 (5) | 0.0222 (9) | |
H3 | 0.3407 | 0.0000 | 0.3526 | 0.027* | |
F1 | 0.0458 (12) | 0.0000 | 0.6182 (4) | 0.114 (3) | |
F3 | 0.1672 (7) | 0.0949 (4) | 0.5095 (5) | 0.0384 (11) | 0.50 |
B | 0.0602 (17) | 0.0000 | 0.5071 (13) | 0.031 (3) | 0.50 |
O3 | 0.5000 | 0.3486 (3) | 0.0000 | 0.0381 (10) | |
H1W | 0.4676 | 0.2963 | 0.0336 | 0.046* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn | 0.0183 (5) | 0.0140 (5) | 0.0150 (5) | 0.000 | 0.0074 (4) | 0.000 |
O1 | 0.0225 (11) | 0.0170 (11) | 0.0193 (10) | −0.0006 (8) | 0.0090 (8) | −0.0024 (8) |
O2 | 0.0204 (16) | 0.0261 (17) | 0.0162 (15) | 0.000 | 0.0073 (12) | 0.000 |
C1 | 0.0283 (16) | 0.0263 (17) | 0.0259 (16) | −0.0003 (13) | 0.0131 (13) | −0.0079 (13) |
C2 | 0.0153 (13) | 0.0229 (15) | 0.0167 (13) | 0.0010 (11) | 0.0047 (11) | −0.0032 (11) |
C3 | 0.025 (2) | 0.028 (2) | 0.018 (2) | 0.000 | 0.0112 (17) | 0.000 |
F1 | 0.190 (7) | 0.102 (5) | 0.016 (2) | 0.000 | −0.007 (3) | 0.000 |
F3 | 0.045 (3) | 0.022 (2) | 0.054 (3) | 0.0002 (19) | 0.025 (2) | 0.001 (2) |
B | 0.034 (6) | 0.038 (6) | 0.021 (5) | 0.000 | 0.009 (6) | 0.000 |
O3 | 0.035 (2) | 0.0156 (17) | 0.061 (3) | 0.000 | 0.0129 (19) | 0.000 |
Geometric parameters (Å, º) top
Mn—O1 | 1.910 (2) | C2—C3 | 1.394 (4) |
Mn—O1i | 1.910 (2) | C3—C2i | 1.394 (4) |
Mn—O2 | 2.229 (3) | C3—H3 | 0.9500 |
O1—C2 | 1.288 (4) | F1—B | 1.181 (13) |
O2—H31 | 0.7783 | F1—Bii | 1.252 (13) |
O2—H32 | 0.8398 | F3—B | 1.386 (8) |
C1—C2 | 1.494 (4) | B—F3i | 1.386 (8) |
C1—H1A | 0.9800 | O3—H1W | 0.7906 |
C1—H1B | 0.9800 | O3—H1W | 0.7906 |
C1—H1C | 0.9800 | | |
| | | |
O1—Mn—O1iii | 87.62 (13) | H1B—C1—H1C | 109.5 |
O1iii—Mn—O1iv | 92.38 (13) | O1—C2—C3 | 124.6 (3) |
O1iii—Mn—O1i | 180.00 (13) | O1—C2—C1 | 115.1 (3) |
O1—Mn—O2 | 89.01 (9) | C3—C2—C1 | 120.3 (3) |
O1iii—Mn—O2 | 90.99 (9) | C2i—C3—C2 | 124.0 (4) |
O1iv—Mn—O2 | 90.99 (9) | C2i—C3—H3 | 118.0 |
O1i—Mn—O2 | 89.01 (9) | C2—C3—H3 | 118.0 |
O1—Mn—O2iv | 90.99 (9) | Bii—B—F1 | 73.4 (16) |
O2—Mn—O2iv | 180.0 (2) | Bii—B—F1ii | 64.6 (15) |
C2—O1—Mn | 126.6 (2) | F1—B—F1ii | 138.0 (11) |
Mn—O2—H31 | 119.5 | Bii—B—F3 | 125.1 (5) |
Mn—O2—H32 | 126.0 | F1—B—F3 | 103.5 (7) |
H31—O2—H32 | 114.5 | F1ii—B—F3 | 100.4 (7) |
C2—C1—H1A | 109.5 | Bii—B—F3i | 125.1 (5) |
C2—C1—H1B | 109.5 | F1—B—F3i | 103.5 (7) |
H1A—C1—H1B | 109.5 | F1ii—B—F3i | 100.4 (7) |
C2—C1—H1C | 109.5 | F3—B—F3i | 109.2 (9) |
H1A—C1—H1C | 109.5 | | |
Symmetry codes: (i) x, −y, z; (ii) −x, −y, −z+1; (iii) −x+1, y, −z; (iv) −x+1, −y, −z. |
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