Acta Crystallographica Section E: Structure Reports Online

Acta Crystallogr Sect E Struct Rep Online. 66(Pt 8): m928-m928

Poly[diaqua[3,5-bis(trifluoromethyl)pyrazolido]potassium]

Hien Ngoc Phana, Hans-Wolfram Lernera, Michael Boltea*

a. Institut für Anorganische Chemie, J. W. Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt/Main, Germany

Correspondence e-mail: bolte@chemie.uni-frankfurt.de

© Phan et al. 2010

DOI: 10.1107/S1600536810027133

Published online: 14 July 2010

Abstract

The asymmetric unit of the title compound, [K(C₅HF₆N₂)(H₂O)₂]n, is composed of two 3,5-bis(trifluoromethyl)pyrazolide anions, two potassium cations and four water molecules. The water molecules and 3,5-bis(trifluoromethyl)pyrazolide anions act as bridges between the potassium cations. Each potassium cation is surrounded by four O atoms [K—O = 2.705 (3)–2.767 (3) Å] and four F atoms [K—F = 2.870 (7)–3.215 (13) Å]. The water molecules and the 3,5-bis(trifluoromethyl)pyrazolide anions are connected by O—H⋯N hydrogen bonds, forming layers in the ab plane. All –CF₃ groups show rotational disorder between two orientations each.

Related literature

For related literature on pyrazolides, see: Bieller et al. (2006 ▶).

Experimental

Crystal data

[K(C₅HF₆N₂)(H₂O)₂]

M r = 278.21

Triclinic,

a = 9.7453 (9) Å

b = 9.8179 (10) Å

c = 12.5243 (14) Å

α = 67.756 (8)°

β = 78.178 (8)°

γ = 88.758 (8)°

V = 1083.53 (19) Å³

Z = 4

Mo Kα radiation

μ = 0.56 mm⁻¹

T = 173 K

0.41 × 0.40 × 0.38 mm

Data collection

Stoe IPDS II two-circle diffractometer

Absorption correction: multi-scan (MULABS; Spek, 2009 ▶; Blessing, 1995 ▶) T min = 0.802, T max = 0.815

11313 measured reflections

4027 independent reflections

3316 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F ² > 2σ(F ²)] = 0.049

wR(F ²) = 0.124

S = 1.13

4027 reflections

425 parameters

704 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.55 e Å⁻³

Δρmin = −0.34 e Å⁻³

Data collection: X-AREA (Stoe & Cie, 2001 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP (Sheldrick, 2008 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: SHELXL97.

See full table Table 1. Hydrogen-bond geometry (Å, °)

Supplementary Material

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Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV2744).

supplementary crystallographic information

Comment

Recently we have reported the structures of pyrazolides which possess substituents in a 3- or 4-position (Bieller et al., 2006). In this paper we report the synthesis and the crystal structure of the 3,5-substituted potassium pyrazolide [K(H₂O)₂][3,5-(CF₃)₂C₃HN₂] (I). The starting matrial for the synthesis of (I), 3,5-bis(trifluoromethyl)pyrazole, was prepared from hexafluoroacetylacetone CF₃COCH₂COCF₃ and hydrazine hydrate N₂H₄.H₂O. By a following reaction of one equivalent of KH and one equivalent of 3,5-bis(trifluoromethyl)pyrazole in ethanol the potassium pyrazolide (I) was accessible in nearly quantitive yield.

The asymmetric unit of the title compound is composed of two 3,5-bis(trifluoromethyl)pyrazolide anions, two potassium cations and four water molecules. The water molecules and 3,5-bis(trifluoromethyl)pyrazolide anions act as bridges between the potassium cations. Each potassium cation is bonded to four O atoms and four F atoms. The K—O distances range from 2.705 (3)Å (K2—O4) to 2.767 (3)Å (K1—O3) and the K—F distances range from 2.870 (7)Å (K2—F162) to 3.215 (13)Å (K2—F17'). The water molecules and the 3,5-bis(trifluoromethyl)pyrazolide anions are connected by O—H···N hydrogen bonds forming layers in the ab plane The CF₃ groups show rotational disorder.

Experimental

3,5-Bis(trifluoromethyl)pyrazole: Hydrazine hydrate N₂H₄.H₂O (2.65 g, 52.87 mmol) and hexafluoroacetylacetone CF₃COCH₂COCF₃ (10.0 g, 6.8 ml, 48.06 mmol) were combined in ethanol (100 ml) under ambient conditions, forming a clear solution. The solution was heated under reflux for 5 h. After addition of a small amount of Na₂SO₄ the reaction mixture was heated again for 6 h. After removing the solvent pure, colorless 3,5-bis(trifluoromethyl)pyrazole was obtained by sublimation (373 K, normal pressure) in 79% yield.

Potassium 3,5-bis(trifluoromethyl)pyrazolide (I): To a slurry of KH (138 mg, 3.44 mmol) in 15 ml of tetrahydrofuran was added a solution of 3,5-bis(trifluoromethyl)pyrazole (820 mg, 4.02 mmol) in 15 ml tetrahydrofuran at 273 K. The resulting solution was allowed to warm up to room temperature. After removing the solvent in vacuo the obtained residue was recrystallized from wet tetrahydrofuran (yield 92%).

Refinement

H atoms were found in a difference map but those bonded to C were refined with fixed individual displacement parameters [Uiso(H) = 1.2 Ueq(C)] using a riding model with C—H = 0.95 Å. H atoms bonded to O were refined with Uiso(H) = 1.2 Ueq(O) and a distance restraint of 0.82 (1) Å. The four trifluoromethyl groups are disordered over two positions each with site occupation factors of 0.69 (4), 0.52 (3), 0.57 (3) and 0.69 (3) for the major occupied sites. The C—F bond lengths and the equivalent F···F distances were restrained to be equal with an effective s.u. of 0.02 Å. The anisotropic displacement ellipsoids of the F atoms were restrained to an isotropic behaviour.

Figures

Fig. 1.View larger versionFig. 1. Perspective view of the asymmetric unit of the title compound with the atom numbering scheme; displacement ellipsoids are at the 50% probability level; H atoms are drawn as small spheres of arbitrary radii. Only major components of the disordered CF3 groups are shown.

Fig. 2.View larger versionFig. 2. A portion of the packing diagram showing the layer structure. Only major components of the disordered CF3 groups are shown.

Crystal data

See full table

Data collection

See full table

Refinement

See full table

Special details

See full table

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²)

See full table

Atomic displacement parameters (Å²)

See full table

Geometric parameters (Å, °)

See full table

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

Hydrogen-bond geometry (Å, °)

See full table

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

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References

Bieller, S., Haghiri, A., Bolte, M., Bats, J. W., Wagner, M. & Lerner, H.-W. (2006). Inorg. Chim. Acta, 359, 1559–1572.

Blessing, R. H. (1995). Acta Cryst. A51, 33–38.

Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst.39, 453–457.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Spek, A. L. (2009). Acta Cryst. D65, 148–155.

Stoe & Cie (2001). X-AREA Stoe & Cie, Darmstadt, Germany.

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Fig. 1.

Perspective view of the asymmetric unit of the title compound with the atom numbering scheme; displacement ellipsoids are at the 50% probability level; H atoms are drawn as small spheres of arbitrary radii. Only major components of the disordered CF3 groups are shown.

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Fig. 2.

A portion of the packing diagram showing the layer structure. Only major components of the disordered CF3 groups are shown.

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[K(C₅HF₆N₂)(H₂O)₂] | Z = 4
Mr = 278.21 | F(000) = 552
Triclinic, P1 | Dx = 1.705 Mg m⁻³
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å
a = 9.7453 (9) Å | Cell parameters from 10340 reflections
b = 9.8179 (10) Å | θ = 3.6–25.7°
c = 12.5243 (14) Å | µ = 0.56 mm⁻¹
α = 67.756 (8)° | T = 173 K
β = 78.178 (8)° | Block, colourless
γ = 88.758 (8)° | 0.41 × 0.40 × 0.38 mm
V = 1083.53 (19) Å³ |

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Stoe IPDS II two-circle diffractometer | 4027 independent reflections
Radiation source: fine-focus sealed tube | 3316 reflections with I > 2σ(I)
graphite | Rint = 0.039
ω scans | θmax = 25.6°, θmin = 3.6°
Absorption correction: multi-scan (MULABS; Spek, 2009; Blessing, 1995) | h = −11→11
Tmin = 0.802, Tmax = 0.815 | k = −11→11
11313 measured reflections | l = −15→15

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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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.124 | H atoms treated by a mixture of independent and constrained refinement
S = 1.13 | w = 1/[σ²(Fo²) + (0.0432P)² + 1.5007P] where P = (Fo² + 2Fc²)/3
4027 reflections | (Δ/σ)max < 0.001
425 parameters | Δρmax = 0.55 e Å⁻³
704 restraints | Δρmin = −0.34 e Å⁻³

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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.

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| x | y | z | Uiso*/Ueq | Occ. (<1)
K1 | 0.39698 (8) | 0.67416 (8) | 0.37909 (7) | 0.0306 (2) |
K2 | 0.08656 (8) | 0.81180 (8) | 0.61839 (8) | 0.0317 (2) |
O1 | 0.3599 (3) | 0.8616 (3) | 0.4958 (2) | 0.0302 (6) |
H1A | 0.368 (5) | 0.9497 (17) | 0.455 (3) | 0.036* |
H1B | 0.410 (4) | 0.841 (5) | 0.544 (3) | 0.036* |
O2 | 0.1232 (3) | 0.6242 (3) | 0.5002 (3) | 0.0341 (6) |
H2A | 0.104 (5) | 0.539 (2) | 0.547 (3) | 0.041* |
H2B | 0.075 (4) | 0.630 (5) | 0.453 (3) | 0.041* |
O3 | 0.3856 (3) | 0.3788 (3) | 0.5015 (2) | 0.0298 (6) |
H3A | 0.407 (4) | 0.337 (4) | 0.456 (3) | 0.036* |
H3B | 0.314 (3) | 0.335 (4) | 0.549 (3) | 0.036* |
O4 | 0.1246 (3) | 1.1129 (3) | 0.4996 (3) | 0.0322 (6) |
H4A | 0.199 (3) | 1.128 (5) | 0.452 (3) | 0.039* |
H4B | 0.128 (5) | 1.152 (4) | 0.546 (3) | 0.039* |
N1 | 0.1337 (3) | 0.2318 (3) | 0.6765 (3) | 0.0326 (7) |
N2 | 0.0336 (3) | 0.3299 (3) | 0.6808 (3) | 0.0338 (7) |
C3 | −0.0136 (4) | 0.3079 (4) | 0.7954 (4) | 0.0359 (9) |
C4 | 0.0550 (4) | 0.1969 (4) | 0.8683 (4) | 0.0378 (9) |
H4 | 0.0428 | 0.1606 | 0.9518 | 0.045* |
C5 | 0.1458 (4) | 0.1523 (4) | 0.7882 (3) | 0.0306 (8) |
C6 | −0.1252 (5) | 0.3993 (5) | 0.8265 (4) | 0.0512 (12) |
C7 | 0.2477 (4) | 0.0352 (5) | 0.8098 (4) | 0.0435 (10) |
N11 | 0.3789 (3) | 0.1607 (3) | 0.3208 (3) | 0.0332 (7) |
N12 | 0.4741 (3) | 0.2560 (3) | 0.3258 (3) | 0.0319 (7) |
C13 | 0.5380 (4) | 0.3394 (4) | 0.2138 (3) | 0.0287 (8) |
C14 | 0.4871 (4) | 0.3002 (4) | 0.1328 (3) | 0.0356 (9) |
H14 | 0.5142 | 0.3398 | 0.0491 | 0.043* |
C15 | 0.3864 (4) | 0.1881 (4) | 0.2058 (3) | 0.0339 (8) |
C16 | 0.6470 (4) | 0.4559 (4) | 0.1921 (3) | 0.0367 (9) |
C17 | 0.2902 (5) | 0.1001 (5) | 0.1750 (4) | 0.0492 (11) |
F61 | −0.2511 (7) | 0.3608 (16) | 0.8164 (17) | 0.083 (3) | 0.69 (4)
F62 | −0.141 (2) | 0.3797 (16) | 0.9412 (6) | 0.083 (3) | 0.69 (4)
F63 | −0.1015 (14) | 0.5433 (9) | 0.7639 (14) | 0.072 (3) | 0.69 (4)
F61' | −0.233 (2) | 0.413 (3) | 0.768 (3) | 0.064 (6) | 0.31 (4)
F62' | −0.188 (3) | 0.354 (2) | 0.9391 (12) | 0.062 (5) | 0.31 (4)
F63' | −0.076 (3) | 0.5390 (19) | 0.796 (2) | 0.053 (5) | 0.31 (4)
F71 | 0.259 (2) | −0.040 (2) | 0.7424 (16) | 0.073 (4) | 0.48 (3)
F72 | 0.3831 (9) | 0.0999 (13) | 0.7868 (15) | 0.063 (4) | 0.48 (3)
F73 | 0.2264 (18) | −0.053 (2) | 0.9224 (9) | 0.053 (3) | 0.48 (3)
F71' | 0.1992 (18) | −0.0831 (11) | 0.7881 (14) | 0.062 (3) | 0.52 (3)
F72' | 0.3724 (13) | 0.0738 (14) | 0.7403 (16) | 0.085 (5) | 0.52 (3)
F73' | 0.2595 (19) | −0.0300 (18) | 0.9222 (9) | 0.048 (3) | 0.52 (3)
F161 | 0.6176 (13) | 0.5317 (19) | 0.2597 (15) | 0.074 (4) | 0.56 (3)
F162 | 0.7721 (8) | 0.3939 (10) | 0.2141 (13) | 0.060 (3) | 0.56 (3)
F163 | 0.6807 (15) | 0.5469 (16) | 0.0798 (8) | 0.056 (3) | 0.56 (3)
F16' | 0.5838 (12) | 0.5759 (11) | 0.2114 (14) | 0.052 (3) | 0.44 (3)
F16" | 0.737 (2) | 0.4186 (15) | 0.2627 (18) | 0.077 (5) | 0.44 (3)
F16* | 0.7155 (19) | 0.5199 (18) | 0.0808 (10) | 0.051 (3) | 0.44 (3)
F171 | 0.1522 (14) | 0.085 (3) | 0.240 (3) | 0.072 (6) | 0.31 (3)
F172 | 0.327 (3) | −0.0401 (16) | 0.204 (2) | 0.054 (5) | 0.31 (3)
F173 | 0.276 (3) | 0.147 (2) | 0.0655 (13) | 0.069 (5) | 0.31 (3)
F17' | 0.1599 (10) | 0.1422 (15) | 0.1863 (15) | 0.083 (3) | 0.69 (3)
F17" | 0.2852 (16) | −0.0440 (8) | 0.2354 (12) | 0.071 (3) | 0.69 (3)
F17* | 0.3321 (18) | 0.1236 (12) | 0.0586 (5) | 0.083 (3) | 0.69 (3)

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| U ¹¹ | U ²² | U ³³ | U ¹² | U ¹³ | U ²³
K1 | 0.0294 (4) | 0.0256 (4) | 0.0395 (5) | 0.0024 (3) | −0.0082 (3) | −0.0150 (3)
K2 | 0.0276 (4) | 0.0264 (4) | 0.0422 (5) | 0.0031 (3) | −0.0106 (3) | −0.0126 (4)
O1 | 0.0291 (13) | 0.0230 (12) | 0.0404 (16) | 0.0028 (10) | −0.0151 (11) | −0.0101 (12)
O2 | 0.0285 (14) | 0.0260 (13) | 0.0490 (18) | 0.0002 (11) | −0.0149 (12) | −0.0122 (13)
O3 | 0.0251 (13) | 0.0299 (14) | 0.0362 (16) | −0.0018 (10) | −0.0002 (11) | −0.0177 (12)
O4 | 0.0236 (13) | 0.0334 (14) | 0.0474 (18) | 0.0031 (11) | −0.0082 (12) | −0.0238 (13)
N1 | 0.0297 (16) | 0.0310 (16) | 0.0386 (19) | 0.0058 (13) | −0.0028 (13) | −0.0176 (15)
N2 | 0.0324 (16) | 0.0315 (17) | 0.0379 (19) | 0.0099 (13) | −0.0064 (14) | −0.0147 (15)
C3 | 0.034 (2) | 0.0299 (19) | 0.038 (2) | −0.0014 (16) | 0.0058 (16) | −0.0143 (17)
C4 | 0.047 (2) | 0.034 (2) | 0.027 (2) | 0.0008 (17) | 0.0003 (17) | −0.0107 (17)
C5 | 0.0298 (18) | 0.0280 (19) | 0.032 (2) | 0.0000 (14) | −0.0046 (15) | −0.0102 (16)
C6 | 0.050 (3) | 0.040 (2) | 0.058 (3) | 0.005 (2) | 0.009 (2) | −0.022 (2)
C7 | 0.049 (3) | 0.038 (2) | 0.037 (2) | 0.0113 (19) | −0.0088 (19) | −0.0077 (19)
N11 | 0.0379 (17) | 0.0306 (16) | 0.0335 (18) | −0.0010 (13) | −0.0097 (14) | −0.0134 (14)
N12 | 0.0391 (17) | 0.0276 (16) | 0.0333 (18) | 0.0013 (13) | −0.0119 (14) | −0.0141 (14)
C13 | 0.0320 (18) | 0.0254 (18) | 0.0281 (19) | 0.0057 (14) | −0.0059 (15) | −0.0101 (15)
C14 | 0.052 (2) | 0.031 (2) | 0.0240 (19) | 0.0079 (17) | −0.0116 (17) | −0.0091 (16)
C15 | 0.047 (2) | 0.0271 (19) | 0.032 (2) | 0.0101 (16) | −0.0173 (17) | −0.0121 (16)
C16 | 0.037 (2) | 0.034 (2) | 0.033 (2) | −0.0007 (16) | −0.0033 (17) | −0.0082 (18)
C17 | 0.065 (3) | 0.041 (2) | 0.052 (3) | 0.005 (2) | −0.029 (2) | −0.019 (2)
F61 | 0.041 (3) | 0.077 (5) | 0.118 (7) | 0.014 (3) | 0.012 (4) | −0.040 (5)
F62 | 0.096 (7) | 0.077 (5) | 0.065 (4) | 0.016 (5) | 0.023 (3) | −0.038 (3)
F63 | 0.071 (5) | 0.039 (3) | 0.084 (6) | 0.020 (3) | 0.012 (4) | −0.015 (3)
F61' | 0.045 (7) | 0.082 (10) | 0.084 (10) | 0.027 (6) | −0.025 (6) | −0.048 (8)
F62' | 0.057 (9) | 0.052 (7) | 0.050 (7) | 0.007 (6) | 0.033 (5) | −0.013 (5)
F63' | 0.061 (8) | 0.029 (6) | 0.066 (9) | 0.008 (5) | 0.001 (6) | −0.021 (5)
F71 | 0.094 (8) | 0.079 (7) | 0.074 (7) | 0.056 (6) | −0.040 (6) | −0.052 (6)
F72 | 0.033 (3) | 0.061 (5) | 0.068 (6) | 0.009 (3) | 0.001 (4) | 0.000 (4)
F73 | 0.044 (6) | 0.048 (6) | 0.048 (5) | −0.003 (4) | −0.014 (3) | 0.007 (4)
F71' | 0.087 (7) | 0.050 (4) | 0.067 (6) | 0.030 (4) | −0.036 (5) | −0.033 (4)
F72' | 0.060 (5) | 0.068 (5) | 0.080 (7) | 0.038 (4) | 0.018 (5) | 0.007 (5)
F73' | 0.052 (7) | 0.049 (5) | 0.048 (4) | 0.008 (4) | −0.027 (3) | −0.015 (3)
F161 | 0.070 (5) | 0.080 (7) | 0.084 (7) | −0.031 (4) | 0.018 (5) | −0.061 (6)
F162 | 0.044 (3) | 0.052 (4) | 0.074 (6) | −0.004 (3) | −0.031 (3) | −0.004 (3)
F163 | 0.049 (5) | 0.046 (5) | 0.048 (4) | −0.002 (4) | −0.010 (3) | 0.009 (3)
F16' | 0.054 (5) | 0.042 (4) | 0.060 (6) | −0.006 (3) | 0.005 (4) | −0.027 (4)
F16" | 0.080 (7) | 0.058 (5) | 0.083 (8) | −0.026 (5) | −0.052 (7) | 0.003 (5)
F16* | 0.049 (7) | 0.049 (6) | 0.047 (5) | −0.006 (4) | 0.016 (4) | −0.022 (4)
F171 | 0.046 (6) | 0.090 (10) | 0.094 (11) | −0.011 (6) | −0.009 (6) | −0.053 (8)
F172 | 0.067 (9) | 0.030 (6) | 0.073 (9) | −0.003 (5) | −0.029 (7) | −0.022 (5)
F173 | 0.082 (9) | 0.069 (8) | 0.056 (7) | −0.011 (6) | −0.054 (6) | −0.003 (5)
F17' | 0.070 (4) | 0.080 (5) | 0.126 (7) | 0.011 (3) | −0.064 (4) | −0.046 (5)
F17" | 0.089 (6) | 0.041 (3) | 0.088 (6) | −0.010 (3) | −0.048 (5) | −0.013 (3)
F17* | 0.126 (7) | 0.085 (4) | 0.062 (4) | −0.007 (5) | −0.049 (4) | −0.040 (3)

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K1—O3 | 2.711 (3) | C5—C7 | 1.486 (5)
K1—O1 | 2.729 (3) | C6—F62' | 1.319 (12)
K1—O2 | 2.738 (3) | C6—F63 | 1.330 (8)
K1—O3i | 2.767 (3) | C6—F61 | 1.336 (8)
K1—F16' | 2.923 (9) | C6—F63' | 1.347 (12)
K1—F72i | 2.953 (8) | C6—F62 | 1.351 (8)
K1—F161 | 2.992 (10) | C6—F61' | 1.382 (11)
K1—F17"ii | 2.998 (7) | C7—F71 | 1.304 (8)
K1—F172ii | 3.004 (14) | C7—F72' | 1.309 (8)
K1—F61'iii | 3.016 (11) | C7—F73 | 1.321 (10)
K1—F72'i | 3.078 (14) | C7—F73' | 1.336 (10)
K1—F61iii | 3.196 (14) | C7—F71' | 1.401 (9)
K1—H2B | 3.08 (4) | C7—F72 | 1.403 (9)
K1—H3A | 3.08 (4) | N11—C15 | 1.347 (5)
K2—O4iv | 2.705 (3) | N11—N12 | 1.359 (4)
K2—O1 | 2.739 (3) | N12—C13 | 1.349 (5)
K2—O2 | 2.745 (3) | C13—C14 | 1.391 (5)
K2—O4 | 2.754 (3) | C13—C16 | 1.486 (5)
K2—F162i | 2.870 (7) | C14—C15 | 1.388 (6)
K2—F16"i | 2.938 (13) | C14—H14 | 0.9500
K2—F63 | 2.972 (8) | C15—C17 | 1.487 (6)
K2—F63' | 2.978 (15) | C16—F161 | 1.312 (7)
K2—F171iii | 3.026 (12) | C16—F16" | 1.319 (9)
K2—F71'ii | 3.075 (8) | C16—F163 | 1.325 (9)
K2—F71ii | 3.199 (13) | C16—F16* | 1.326 (10)
K2—F17'iii | 3.215 (13) | C16—F162 | 1.383 (7)
K2—H1A | 3.05 (4) | C16—F16' | 1.396 (8)
K2—H1B | 3.08 (4) | C17—F173 | 1.309 (12)
K2—H4A | 3.08 (4) | C17—F17' | 1.323 (8)
O1—H1A | 0.817 (12) | C17—F17" | 1.324 (8)
O1—H1B | 0.818 (12) | C17—F172 | 1.344 (12)
O2—H2A | 0.817 (12) | C17—F17* | 1.360 (8)
O2—H2B | 0.813 (12) | C17—F171 | 1.401 (11)
O3—K1i | 2.767 (3) | F61—K1iii | 3.196 (14)
O3—H3A | 0.818 (12) | F61'—K1iii | 3.016 (11)
O3—H3B | 0.819 (12) | F71—K2v | 3.199 (13)
O4—K2iv | 2.705 (3) | F72—K1i | 2.953 (8)
O4—H4A | 0.816 (12) | F71'—K2v | 3.075 (8)
O4—H4B | 0.817 (12) | F72'—K1i | 3.078 (14)
N1—C5 | 1.348 (5) | F162—K2i | 2.870 (7)
N1—N2 | 1.363 (4) | F16"—K2i | 2.938 (13)
N2—C3 | 1.349 (5) | F171—K2iii | 3.026 (12)
C3—C4 | 1.390 (6) | F172—K1v | 3.004 (14)
C3—C6 | 1.480 (6) | F17'—K2iii | 3.215 (13)
C4—C5 | 1.390 (5) | F17"—K1v | 2.998 (7)
C4—H4 | 0.9500 |  |
O3—K1—O1 | 120.18 (8) | F71'ii—K2—F17'iii | 67.3 (4)
O3—K1—O2 | 79.20 (8) | F71ii—K2—F17'iii | 78.5 (4)
O1—K1—O2 | 74.08 (8) | O4iv—K2—H1A | 110.8 (7)
O3—K1—O3i | 73.56 (8) | O1—K2—H1A | 15.0 (4)
O1—K1—O3i | 75.98 (7) | O2—K2—H1A | 82.4 (7)
O2—K1—O3i | 120.62 (9) | O4—K2—H1A | 60.0 (5)
O3—K1—F16' | 78.1 (2) | F162i—K2—H1A | 90.6 (6)
O1—K1—F16' | 147.4 (2) | F16"i—K2—H1A | 82.5 (6)
O2—K1—F16' | 138.4 (2) | F63—K2—H1A | 148.9 (6)
O3i—K1—F16' | 85.3 (4) | F63'—K2—H1A | 146.8 (7)
O3—K1—F72i | 135.5 (3) | F171iii—K2—H1A | 135.2 (7)
O1—K1—F72i | 83.5 (4) | F71'ii—K2—H1A | 82.8 (9)
O2—K1—F72i | 145.3 (3) | F71ii—K2—H1A | 69.8 (9)
O3i—K1—F72i | 77.4 (3) | F17'iii—K2—H1A | 142.1 (7)
F16'—K1—F72i | 66.4 (4) | O4iv—K2—H1B | 134.5 (5)
O3—K1—F161 | 68.8 (3) | O1—K2—H1B | 14.7 (5)
O1—K1—F161 | 142.8 (2) | O2—K2—H1B | 81.1 (7)
O2—K1—F161 | 140.27 (17) | O4—K2—H1B | 80.8 (8)
O3i—K1—F161 | 72.6 (4) | F162i—K2—H1B | 65.2 (6)
F16'—K1—F161 | 14.2 (2) | F16"i—K2—H1B | 57.7 (8)
F72i—K1—F161 | 70.7 (4) | F63—K2—H1B | 128.9 (8)
O3—K1—F17"ii | 154.3 (3) | F63'—K2—H1B | 123.7 (9)
O1—K1—F17"ii | 69.4 (3) | F171iii—K2—H1B | 140.6 (8)
O2—K1—F17"ii | 81.3 (3) | F71'ii—K2—H1B | 72.3 (7)
O3i—K1—F17"ii | 131.5 (2) | F71ii—K2—H1B | 61.4 (7)
F16'—K1—F17"ii | 106.5 (5) | F17'iii—K2—H1B | 139.6 (6)
F72i—K1—F17"ii | 66.0 (4) | H1A—K2—H1B | 25.4 (8)
F161—K1—F17"ii | 119.6 (5) | O4iv—K2—H4A | 81.5 (8)
O3—K1—F172ii | 157.4 (5) | O1—K2—H4A | 60.5 (5)
O1—K1—F172ii | 74.9 (5) | O2—K2—H4A | 110.9 (7)
O2—K1—F172ii | 90.2 (5) | O4—K2—H4A | 14.8 (5)
O3i—K1—F172ii | 128.7 (5) | F162i—K2—H4A | 125.7 (8)
F16'—K1—F172ii | 97.7 (6) | F16"i—K2—H4A | 123.9 (7)
F72i—K1—F172ii | 58.1 (5) | F63—K2—H4A | 163.1 (7)
F161—K1—F172ii | 110.5 (6) | F63'—K2—H4A | 167.5 (7)
F17"ii—K1—F172ii | 9.5 (4) | F171iii—K2—H4A | 93.4 (7)
O3—K1—F61'iii | 83.0 (6) | F71'ii—K2—H4A | 79.4 (9)
O1—K1—F61'iii | 135.1 (3) | F71ii—K2—H4A | 68.9 (9)
O2—K1—F61'iii | 73.7 (6) | F17'iii—K2—H4A | 104.0 (6)
O3i—K1—F61'iii | 148.4 (3) | H1A—K2—H4A | 45.5 (7)
F16'—K1—F61'iii | 69.2 (5) | H1B—K2—H4A | 67.6 (9)
F72i—K1—F61'iii | 107.0 (8) | K1—O1—K2 | 106.24 (9)
F161—K1—F61'iii | 79.4 (5) | K1—O1—H1A | 116 (3)
F17"ii—K1—F61'iii | 75.5 (6) | K2—O1—H1A | 105 (3)
F172ii—K1—F61'iii | 74.8 (8) | K1—O1—H1B | 110 (3)
O3—K1—F72'i | 136.4 (2) | K2—O1—H1B | 107 (3)
O1—K1—F72'i | 71.0 (4) | H1A—O1—H1B | 111 (4)
O2—K1—F72'i | 139.7 (2) | K1—O2—K2 | 105.85 (9)
O3i—K1—F72'i | 68.9 (4) | K1—O2—H2A | 113 (3)
F16'—K1—F72'i | 77.5 (4) | K2—O2—H2A | 110 (3)
F72i—K1—F72'i | 14.0 (2) | K1—O2—H2B | 107 (3)
F161—K1—F72'i | 79.4 (3) | K2—O2—H2B | 119 (3)
F17"ii—K1—F72'i | 68.2 (4) | H2A—O2—H2B | 102 (4)
F172ii—K1—F72'i | 62.0 (6) | K1—O3—K1i | 106.44 (8)
F61'iii—K1—F72'i | 120.2 (9) | K1—O3—H3A | 110 (3)
O3—K1—F61iii | 92.7 (3) | K1i—O3—H3A | 103 (3)
O1—K1—F61iii | 132.49 (19) | K1—O3—H3B | 121 (3)
O2—K1—F61iii | 80.5 (2) | K1i—O3—H3B | 108 (3)
O3i—K1—F61iii | 150.58 (15) | H3A—O3—H3B | 108 (4)
F16'—K1—F61iii | 66.2 (4) | K2iv—O4—K2 | 105.09 (9)
F72i—K1—F61iii | 96.5 (5) | K2iv—O4—H4A | 109 (3)
F161—K1—F61iii | 78.2 (4) | K2—O4—H4A | 106 (3)
F17"ii—K1—F61iii | 67.5 (4) | K2iv—O4—H4B | 116 (3)
F172ii—K1—F61iii | 65.6 (5) | K2—O4—H4B | 110 (3)
F61'iii—K1—F61iii | 11.0 (5) | H4A—O4—H4B | 111 (5)
F72'i—K1—F61iii | 109.4 (5) | C5—N1—N2 | 107.6 (3)
O3—K1—H2B | 83.5 (8) | C3—N2—N1 | 107.1 (3)
O1—K1—H2B | 83.4 (7) | N2—C3—C4 | 111.6 (3)
O2—K1—H2B | 14.6 (5) | N2—C3—C6 | 118.8 (4)
O3i—K1—H2B | 134.9 (5) | C4—C3—C6 | 129.6 (4)
F16'—K1—H2B | 127.6 (7) | C5—C4—C3 | 102.4 (3)
F72i—K1—H2B | 139.6 (8) | C5—C4—H4 | 128.8
F161—K1—H2B | 133.5 (8) | C3—C4—H4 | 128.8
F17"ii—K1—H2B | 73.7 (8) | N1—C5—C4 | 111.3 (3)
F172ii—K1—H2B | 81.7 (9) | N1—C5—C7 | 119.1 (3)
F61'iii—K1—H2B | 60.1 (7) | C4—C5—C7 | 129.6 (4)
F72'i—K1—H2B | 139.5 (8) | F62'—C6—F63 | 118.9 (12)
F61iii—K1—H2B | 66.2 (5) | F62'—C6—F61 | 82.4 (10)
O3—K1—H3A | 14.5 (5) | F63—C6—F61 | 107.1 (6)
O1—K1—H3A | 134.5 (5) | F62'—C6—F63' | 105.6 (11)
O2—K1—H3A | 87.1 (7) | F63—C6—F62 | 106.9 (7)
O3i—K1—H3A | 79.2 (8) | F61—C6—F62 | 104.9 (6)
F16'—K1—H3A | 64.9 (6) | F62'—C6—F61' | 104.8 (9)
F72i—K1—H3A | 127.0 (7) | F63'—C6—F61' | 104.6 (10)
F161—K1—H3A | 57.1 (7) | F62'—C6—C3 | 116.1 (11)
F17"ii—K1—H3A | 148.8 (8) | F63—C6—C3 | 114.6 (6)
F172ii—K1—H3A | 147.5 (8) | F61—C6—C3 | 112.7 (5)
F61'iii—K1—H3A | 73.4 (9) | F63'—C6—C3 | 111.6 (12)
F72'i—K1—H3A | 132.1 (8) | F62—C6—C3 | 110.0 (6)
F61iii—K1—H3A | 82.1 (7) | F61'—C6—C3 | 113.1 (8)
H2B—K1—H3A | 88.1 (11) | F71—C7—F73 | 111.2 (9)
O4iv—K2—O1 | 119.89 (9) | F72'—C7—F73' | 110.1 (8)
O4iv—K2—O2 | 79.81 (8) | F72'—C7—F71' | 104.3 (7)
O1—K2—O2 | 73.82 (8) | F73'—C7—F71' | 101.9 (7)
O4iv—K2—O4 | 74.91 (9) | F71—C7—F72 | 104.5 (7)
O1—K2—O4 | 74.86 (8) | F73—C7—F72 | 103.4 (7)
O2—K2—O4 | 121.46 (9) | F71—C7—C5 | 115.6 (5)
O4iv—K2—F162i | 152.75 (19) | F72'—C7—C5 | 115.0 (5)
O1—K2—F162i | 78.0 (2) | F73—C7—C5 | 111.8 (9)
O2—K2—F162i | 86.8 (3) | F73'—C7—C5 | 114.7 (8)
O4—K2—F162i | 132.0 (2) | F71'—C7—C5 | 109.6 (5)
O4iv—K2—F16"i | 148.2 (3) | F72—C7—C5 | 109.3 (6)
O1—K2—F16"i | 68.5 (4) | C15—N11—N12 | 107.1 (3)
O2—K2—F16"i | 73.4 (5) | C13—N12—N11 | 107.4 (3)
O4—K2—F16"i | 134.2 (2) | N12—C13—C14 | 111.5 (3)
F162i—K2—F16"i | 14.9 (3) | N12—C13—C16 | 119.3 (3)
O4iv—K2—F63 | 82.9 (4) | C14—C13—C16 | 129.2 (3)
O1—K2—F63 | 134.4 (2) | C15—C14—C13 | 102.1 (3)
O2—K2—F63 | 72.5 (3) | C15—C14—H14 | 129.0
O4—K2—F63 | 150.2 (3) | C13—C14—H14 | 129.0
F162i—K2—F63 | 70.4 (4) | N11—C15—C14 | 111.9 (3)
F16"i—K2—F63 | 73.0 (4) | N11—C15—C17 | 118.3 (4)
O4iv—K2—F63' | 91.8 (6) | C14—C15—C17 | 129.8 (4)
O1—K2—F63' | 131.8 (6) | F161—C16—F16" | 74.0 (7)
O2—K2—F63' | 78.0 (5) | F161—C16—F163 | 109.9 (8)
O4—K2—F63' | 152.7 (5) | F161—C16—F16* | 120.8 (10)
F162i—K2—F63' | 62.0 (6) | F16"—C16—F16* | 110.0 (8)
F16"i—K2—F63' | 66.3 (7) | F161—C16—F162 | 104.9 (6)
F63—K2—F63' | 9.8 (4) | F163—C16—F162 | 103.5 (6)
O4iv—K2—F171iii | 70.5 (5) | F16"—C16—F16' | 103.7 (7)
O1—K2—F171iii | 147.0 (3) | F16*—C16—F16' | 101.1 (7)
O2—K2—F171iii | 138.2 (3) | F161—C16—C13 | 114.8 (5)
O4—K2—F171iii | 78.8 (6) | F16"—C16—C13 | 115.6 (5)
F162i—K2—F171iii | 106.5 (7) | F163—C16—C13 | 112.7 (7)
F16"i—K2—F171iii | 120.8 (9) | F16*—C16—C13 | 114.9 (9)
F63—K2—F171iii | 75.2 (5) | F162—C16—C13 | 110.3 (5)
F63'—K2—F171iii | 74.3 (7) | F16'—C16—C13 | 110.0 (5)
O4iv—K2—F71'ii | 135.0 (2) | F17'—C17—F17" | 107.7 (6)
O1—K2—F71'ii | 84.2 (4) | F173—C17—F172 | 106.8 (12)
O2—K2—F71'ii | 145.2 (2) | F17'—C17—F17* | 104.7 (6)
O4—K2—F71'ii | 76.3 (2) | F17"—C17—F17* | 107.3 (7)
F162i—K2—F71'ii | 62.0 (3) | F173—C17—F171 | 103.8 (9)
F16"i—K2—F71'ii | 73.6 (4) | F172—C17—F171 | 103.0 (9)
F63—K2—F71'ii | 107.6 (5) | F173—C17—C15 | 118.0 (9)
F63'—K2—F71'ii | 98.4 (6) | F17'—C17—C15 | 112.7 (5)
F171iii—K2—F71'ii | 70.4 (5) | F17"—C17—C15 | 114.7 (6)
O4iv—K2—F71ii | 136.31 (19) | F172—C17—C15 | 111.1 (11)
O1—K2—F71ii | 72.3 (4) | F17*—C17—C15 | 109.0 (6)
O2—K2—F71ii | 140.0 (2) | F171—C17—C15 | 112.9 (8)
O4—K2—F71ii | 68.3 (3) | C6—F61—K1iii | 139.0 (9)
F162i—K2—F71ii | 66.0 (4) | C6—F63—K2 | 152.7 (9)
F16"i—K2—F71ii | 75.0 (4) | C6—F61'—K1iii | 153.2 (11)
F63—K2—F71ii | 119.9 (6) | C6—F63'—K2 | 149.8 (16)
F63'—K2—F71ii | 110.4 (7) | C7—F71—K2v | 144.1 (11)
F171iii—K2—F71ii | 79.7 (5) | C7—F72—K1i | 147.6 (8)
F71'ii—K2—F71ii | 13.2 (2) | C7—F71'—K2v | 147.7 (7)
O4iv—K2—F17'iii | 78.53 (18) | C7—F72'—K1i | 143.7 (12)
O1—K2—F17'iii | 150.29 (16) | C16—F161—K1 | 146.9 (10)
O2—K2—F17'iii | 135.21 (19) | C16—F162—K2i | 146.9 (8)
O4—K2—F17'iii | 89.6 (3) | C16—F16'—K1 | 145.8 (8)
F162i—K2—F17'iii | 95.1 (4) | C16—F16"—K2i | 145.9 (13)
F16"i—K2—F17'iii | 109.1 (6) | C17—F171—K2iii | 151.7 (11)
F63—K2—F17'iii | 66.3 (4) | C17—F172—K1v | 151.2 (16)
F63'—K2—F17'iii | 64.1 (6) | C17—F17'—K2iii | 139.8 (8)
F171iii—K2—F17'iii | 12.2 (5) | C17—F17"—K1v | 154.6 (8)
O3—K1—O1—K2 | −66.68 (11) | F61'—C6—F61—K1iii | 40 (2)
O2—K1—O1—K2 | 0.29 (9) | C3—C6—F61—K1iii | −56.9 (15)
O3i—K1—O1—K2 | −127.82 (10) | F62'—C6—F63—K2 | 119 (3)
F16'—K1—O1—K2 | 175.4 (6) | F61—C6—F63—K2 | −151 (3)
F72i—K1—O1—K2 | 153.5 (2) | F63'—C6—F63—K2 | 62 (4)
F161—K1—O1—K2 | −160.9 (7) | F62—C6—F63—K2 | 97 (3)
F17"ii—K1—O1—K2 | 86.8 (3) | F61'—C6—F63—K2 | −138 (3)
F172ii—K1—O1—K2 | 94.9 (5) | C3—C6—F63—K2 | −25 (3)
F61'iii—K1—O1—K2 | 45.9 (10) | O4iv—K2—F63—C6 | 143 (3)
F72'i—K1—O1—K2 | 160.0 (4) | O1—K2—F63—C6 | 18 (3)
F61iii—K1—O1—K2 | 60.8 (4) | O2—K2—F63—C6 | 62 (3)
O4iv—K2—O1—K1 | −68.00 (11) | O4—K2—F63—C6 | −175 (2)
O2—K2—O1—K1 | −0.29 (9) | F162i—K2—F63—C6 | −31 (3)
O4—K2—O1—K1 | −130.19 (10) | F16"i—K2—F63—C6 | −16 (3)
F162i—K2—O1—K1 | 89.8 (3) | F63'—K2—F63—C6 | −61 (4)
F16"i—K2—O1—K1 | 77.8 (4) | F171iii—K2—F63—C6 | −145 (3)
F63—K2—O1—K1 | 43.4 (6) | F71'ii—K2—F63—C6 | −82 (3)
F63'—K2—O1—K1 | 56.3 (7) | F71ii—K2—F63—C6 | −76 (3)
F171iii—K2—O1—K1 | −168.3 (12) | F17'iii—K2—F63—C6 | −136 (3)
F71'ii—K2—O1—K1 | 152.4 (2) | F62'—C6—F61'—K1iii | −113 (5)
F71ii—K2—O1—K1 | 158.2 (3) | F63—C6—F61'—K1iii | 128 (5)
F17'iii—K2—O1—K1 | 169.0 (5) | F61—C6—F61'—K1iii | −81 (5)
O3—K1—O2—K2 | 125.63 (10) | F63'—C6—F61'—K1iii | 136 (5)
O1—K1—O2—K2 | −0.29 (9) | F62—C6—F61'—K1iii | −125 (5)
O3i—K1—O2—K2 | 62.23 (12) | C3—C6—F61'—K1iii | 14 (5)
F16'—K1—O2—K2 | −176.3 (5) | F62'—C6—F63'—K2 | 176 (4)
F72i—K1—O2—K2 | −52.0 (7) | F63—C6—F63'—K2 | −54 (3)
F161—K1—O2—K2 | 162.0 (7) | F61—C6—F63'—K2 | −93 (4)
F17"ii—K1—O2—K2 | −71.3 (3) | F62—C6—F63'—K2 | 160 (4)
F172ii—K1—O2—K2 | −74.5 (5) | F61'—C6—F63'—K2 | −74 (4)
F61'iii—K1—O2—K2 | −148.6 (6) | C3—C6—F63'—K2 | 49 (4)
F72'i—K1—O2—K2 | −30.8 (7) | O4iv—K2—F63'—C6 | 76 (4)
F61iii—K1—O2—K2 | −139.7 (3) | O1—K2—F63'—C6 | −58 (4)
O4iv—K2—O2—K1 | 125.69 (10) | O2—K2—F63'—C6 | −3(4)
O1—K2—O2—K1 | 0.29 (9) | O4—K2—F63'—C6 | 136 (3)
O4—K2—O2—K1 | 60.53 (12) | F162i—K2—F63'—C6 | −95 (4)
F162i—K2—O2—K1 | −78.2 (2) | F16"i—K2—F63'—C6 | −80 (4)
F16"i—K2—O2—K1 | −71.6 (4) | F63—K2—F63'—C6 | 52 (3)
F63—K2—O2—K1 | −148.6 (4) | F171iii—K2—F63'—C6 | 146 (4)
F63'—K2—O2—K1 | −140.2 (6) | F71'ii—K2—F63'—C6 | −148 (4)
F171iii—K2—O2—K1 | 170.5 (10) | F71ii—K2—F63'—C6 | −142 (3)
F71'ii—K2—O2—K1 | −52.8 (6) | F17'iii—K2—F63'—C6 | 153 (4)
F71ii—K2—O2—K1 | −32.7 (7) | F72'—C7—F71—K2v | −150 (3)
F17'iii—K2—O2—K1 | −172.2 (3) | F73—C7—F71—K2v | 90 (2)
O1—K1—O3—K1i | −62.37 (11) | F73'—C7—F71—K2v | 106 (2)
O2—K1—O3—K1i | −126.65 (10) | F71'—C7—F71—K2v | 46.7 (18)
O3i—K1—O3—K1i | 0.0 | F72—C7—F71—K2v | −159 (2)
F16'—K1—O3—K1i | 88.5 (3) | C5—C7—F71—K2v | −39 (3)
F72i—K1—O3—K1i | 51.4 (5) | F71—C7—F72—K1i | 73 (2)
F161—K1—O3—K1i | 77.3 (4) | F72'—C7—F72—K1i | 55.2 (18)
F17"ii—K1—O3—K1i | −168.1 (7) | F73—C7—F72—K1i | −171 (2)
F172ii—K1—O3—K1i | 169.9 (13) | F73'—C7—F72—K1i | −166 (2)
F61'iii—K1—O3—K1i | 158.6 (5) | F71'—C7—F72—K1i | 90 (2)
F72'i—K1—O3—K1i | 31.3 (7) | C5—C7—F72—K1i | −51 (2)
F61iii—K1—O3—K1i | 153.52 (18) | F71—C7—F71'—K2v | −56.2 (17)
O4iv—K2—O4—K2iv | 0.0 | F72'—C7—F71'—K2v | −72 (2)
O1—K2—O4—K2iv | 127.42 (11) | F73—C7—F71'—K2v | 164 (2)
O2—K2—O4—K2iv | 67.68 (11) | F73'—C7—F71'—K2v | 173 (2)
F162i—K2—O4—K2iv | −174.8 (4) | F72—C7—F71'—K2v | −91 (2)
F16"i—K2—O4—K2iv | 165.0 (7) | C5—C7—F71'—K2v | 51 (2)
F63—K2—O4—K2iv | −43.3 (8) | F71—C7—F72'—K1i | 152 (3)
F63'—K2—O4—K2iv | −63.2 (12) | F73—C7—F72'—K1i | −102 (2)
F171iii—K2—O4—K2iv | −72.7 (5) | F73'—C7—F72'—K1i | −91 (2)
F71'ii—K2—O4—K2iv | −145.0 (4) | F71'—C7—F72'—K1i | 161 (2)
F71ii—K2—O4—K2iv | −156.0 (4) | F72—C7—F72'—K1i | −45.6 (19)
F17'iii—K2—O4—K2iv | −78.21 (16) | C5—C7—F72'—K1i | 41 (3)
C5—N1—N2—C3 | −0.2 (4) | F16"—C16—F161—K1 | −150 (3)
N1—N2—C3—C4 | 0.7 (4) | F163—C16—F161—K1 | 89 (2)
N1—N2—C3—C6 | −179.3 (3) | F16*—C16—F161—K1 | 106 (2)
N2—C3—C4—C5 | −0.9 (4) | F162—C16—F161—K1 | −160 (2)
C6—C3—C4—C5 | 179.1 (4) | F16'—C16—F161—K1 | 49 (2)
N2—N1—C5—C4 | −0.4 (4) | C13—C16—F161—K1 | −39 (3)
N2—N1—C5—C7 | 179.5 (3) | O3—K1—F161—C16 | 79 (2)
C3—C4—C5—N1 | 0.8 (4) | O1—K1—F161—C16 | −168.4 (17)
C3—C4—C5—C7 | −179.2 (4) | O2—K1—F161—C16 | 41 (3)
N2—C3—C6—F62' | 166.4 (16) | O3i—K1—F161—C16 | 158 (2)
C4—C3—C6—F62' | −13.6 (17) | F16'—K1—F161—C16 | −50.1 (19)
N2—C3—C6—F63 | −49.0 (12) | F72i—K1—F161—C16 | −120 (2)
C4—C3—C6—F63 | 131.0 (11) | F17"ii—K1—F161—C16 | −74 (2)
N2—C3—C6—F61 | 73.8 (10) | F172ii—K1—F161—C16 | −77 (2)
C4—C3—C6—F61 | −106.2 (11) | F61'iii—K1—F161—C16 | −7(2)
N2—C3—C6—F63' | −72.5 (15) | F72'i—K1—F161—C16 | −131 (2)
C4—C3—C6—F63' | 107.5 (14) | F61iii—K1—F161—C16 | −18 (2)
N2—C3—C6—F62 | −169.4 (10) | F161—C16—F162—K2i | 67 (2)
C4—C3—C6—F62 | 10.6 (11) | F16"—C16—F162—K2i | 48.6 (15)
N2—C3—C6—F61' | 45.1 (18) | F163—C16—F162—K2i | −178.1 (18)
C4—C3—C6—F61' | −134.9 (18) | F16*—C16—F162—K2i | −172.5 (16)
N1—C5—C7—F71 | −37.7 (14) | F16'—C16—F162—K2i | 86.4 (18)
C4—C5—C7—F71 | 142.3 (14) | C13—C16—F162—K2i | −57.4 (17)
N1—C5—C7—F72' | 46.2 (14) | F161—C16—F16'—K1 | −49.2 (15)
C4—C5—C7—F72' | −133.9 (14) | F16"—C16—F16'—K1 | −68 (2)
N1—C5—C7—F73 | −166.2 (10) | F163—C16—F16'—K1 | 168.2 (18)
C4—C5—C7—F73 | 13.7 (11) | F16*—C16—F16'—K1 | 178 (2)
N1—C5—C7—F73' | 175.3 (9) | F162—C16—F16'—K1 | −88.0 (19)
C4—C5—C7—F73' | −4.7 (10) | C13—C16—F16'—K1 | 55.9 (19)
N1—C5—C7—F71' | −70.8 (9) | O3—K1—F16'—C16 | −2.9 (16)
C4—C5—C7—F71' | 109.1 (9) | O1—K1—F16'—C16 | 125.8 (13)
N1—C5—C7—F72 | 79.8 (9) | O2—K1—F16'—C16 | −61 (2)
C4—C5—C7—F72 | −100.2 (10) | O3i—K1—F16'—C16 | 71.3 (17)
C15—N11—N12—C13 | −0.1 (4) | F72i—K1—F16'—C16 | 149.6 (19)
N11—N12—C13—C14 | −0.4 (4) | F161—K1—F16'—C16 | 44.6 (13)
N11—N12—C13—C16 | 179.1 (3) | F17"ii—K1—F16'—C16 | −156.8 (17)
N12—C13—C14—C15 | 0.7 (4) | F172ii—K1—F16'—C16 | −160.3 (18)
C16—C13—C14—C15 | −178.7 (4) | F61'iii—K1—F16'—C16 | −89.8 (18)
N12—N11—C15—C14 | 0.6 (4) | F72'i—K1—F16'—C16 | 140.7 (18)
N12—N11—C15—C17 | −178.8 (3) | F61iii—K1—F16'—C16 | −101.3 (17)
C13—C14—C15—N11 | −0.8 (4) | F161—C16—F16"—K2i | 153 (3)
C13—C14—C15—C17 | 178.5 (4) | F163—C16—F16"—K2i | −104 (2)
N12—C13—C16—F161 | −40.9 (13) | F16*—C16—F16"—K2i | −90 (2)
C14—C13—C16—F161 | 138.5 (12) | F162—C16—F16"—K2i | −46 (2)
N12—C13—C16—F16" | 42.5 (15) | F16'—C16—F16"—K2i | 163 (2)
C14—C13—C16—F16" | −138.1 (15) | C13—C16—F16"—K2i | 42 (3)
N12—C13—C16—F163 | −167.7 (8) | F173—C17—F171—K2iii | −104 (4)
C14—C13—C16—F163 | 11.8 (9) | F17'—C17—F171—K2iii | −71 (4)
N12—C13—C16—F16* | 172.3 (9) | F17"—C17—F171—K2iii | 139 (4)
C14—C13—C16—F16* | −8.2 (11) | F172—C17—F171—K2iii | 145 (4)
N12—C13—C16—F162 | 77.3 (8) | F17*—C17—F171—K2iii | −115 (4)
C14—C13—C16—F162 | −103.3 (8) | C15—C17—F171—K2iii | 25 (5)
N12—C13—C16—F16' | −74.5 (9) | F173—C17—F172—K1v | −177 (3)
C14—C13—C16—F16' | 105.0 (9) | F17'—C17—F172—K1v | −89 (4)
N11—C15—C17—F173 | 165.3 (15) | F17"—C17—F172—K1v | −51 (3)
C14—C15—C17—F173 | −14.0 (16) | F17*—C17—F172—K1v | 163 (3)
N11—C15—C17—F17' | 75.8 (9) | F171—C17—F172—K1v | −68 (4)
C14—C15—C17—F17' | −103.5 (9) | C15—C17—F172—K1v | 53 (3)
N11—C15—C17—F17" | −48.0 (10) | F173—C17—F17'—K2iii | −171.6 (16)
C14—C15—C17—F17" | 132.7 (9) | F17"—C17—F17'—K2iii | 71.9 (14)
N11—C15—C17—F172 | −70.9 (13) | F172—C17—F17'—K2iii | 85.4 (18)
C14—C15—C17—F172 | 109.8 (13) | F17*—C17—F17'—K2iii | −174.0 (10)
N11—C15—C17—F17* | −168.3 (8) | F171—C17—F17'—K2iii | 40.8 (17)
C14—C15—C17—F17* | 12.3 (9) | C15—C17—F17'—K2iii | −55.7 (14)
N11—C15—C17—F171 | 44.2 (16) | F173—C17—F17"—K1v | 123 (3)
C14—C15—C17—F171 | −135.2 (16) | F17'—C17—F17"—K1v | −150 (2)
F62'—C6—F61—K1iii | −172.1 (17) | F172—C17—F17"—K1v | 62 (4)
F63—C6—F61—K1iii | 70.0 (16) | F17*—C17—F17"—K1v | 98 (3)
F63'—C6—F61—K1iii | 84.2 (19) | F171—C17—F17"—K1v | −135 (3)
F62—C6—F61—K1iii | −176.6 (12) | C15—C17—F17"—K1v | −23 (3)

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D—H···A | D—H | H···A | D···A | D—H···A
O1—H1A···N11ii | 0.82 (2) | 2.10 (2) | 2.906 (4) | 167 (4)
O1—H1B···N12i | 0.82 (2) | 2.09 (2) | 2.896 (4) | 168 (4)
O2—H2A···N2 | 0.82 (2) | 2.12 (1) | 2.929 (4) | 173 (5)
O2—H2B···N2iii | 0.81 (2) | 2.07 (1) | 2.879 (4) | 173 (5)
O3—H3A···N12 | 0.82 (2) | 2.05 (1) | 2.868 (4) | 173 (4)
O3—H3B···N1 | 0.82 (2) | 2.09 (1) | 2.910 (4) | 177 (4)
O4—H4A···N11ii | 0.82 (2) | 2.08 (1) | 2.891 (4) | 175 (4)
O4—H4B···N1ii | 0.82 (2) | 2.07 (1) | 2.884 (4) | 174 (4)

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Table 1. Hydrogen-bond geometry (Å, °)

D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A
O1—H1A⋯N11i | 0.82 (2) | 2.10 (2) | 2.906 (4) | 167 (4)
O1—H1B⋯N12ii | 0.82 (2) | 2.09 (2) | 2.896 (4) | 168 (4)
O2—H2A⋯N2 | 0.82 (2) | 2.12 (1) | 2.929 (4) | 173 (5)
O2—H2B⋯N2iii | 0.81 (2) | 2.07 (1) | 2.879 (4) | 173 (5)
O3—H3A⋯N12 | 0.82 (2) | 2.05 (1) | 2.868 (4) | 173 (4)
O3—H3B⋯N1 | 0.82 (2) | 2.09 (1) | 2.910 (4) | 177 (4)
O4—H4A⋯N11i | 0.82 (2) | 2.08 (1) | 2.891 (4) | 175 (4)
O4—H4B⋯N1i | 0.82 (2) | 2.07 (1) | 2.884 (4) | 174 (4)

Symmetry codes: (i) ; (ii) ; (iii) .

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