(18-Crown-6-κO)(pyrazolato-κN,N')-potassium(I).

The asymmetric unit of the title compound, [K(C(3)H(3)N(2))(C(12)H(24)O(6))], is composed of a potassium cation bonded to the six O atoms of a crown ether mol-ecule and the two N atoms of a pyrazolate anion. The K⋯O distances range from 2.8416 (8) to 3.0025 (8) Å, and the two K⋯N distances are 2.7441 (11) and 2.7654 (11) Å. The K cation is displaced by 0.8437 (4) Å from the best plane through the six O atoms. The latter plane is almost perpendicular to the plane of the pyrazolate ring [dihedral angle 83.93 (3)°].

Related literature

For related literature on scorpionate complexes, see: Bieller et al. (2006 ▶); Morawitz et al. (2008 ▶); Trofimenko (1993 ▶).

Experimental

Crystal data

[K(C3H3N2)(C12H24O6)]

M = 370.49

Monoclinic,

a = 11.5330 (6) Å

b = 8.2369 (5) Å

c = 20.7622 (10) Å

β = 101.612 (4)°

V = 1931.96 (18) Å3

Z = 4

Mo Kα radiation

μ = 0.31 mm−1

T = 173 (2) K

0.25 × 0.12 × 0.12 mm

Data collection

STOE IPDS II two-circle-diffractometer

Absorption correction: multi-scan (MULABS; Spek, 2003 ▶; Blessing, 1995 ▶) T min = 0.919, T max = 0.966

23118 measured reflections

3602 independent reflections

3234 reflections with I > 2σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.066

S = 1.03

3602 reflections

218 parameters

H-atom parameters constrained

Δρmax = 0.18 e Å−3

Δρmin = −0.20 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 in SHELXTL-Plus (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808043237/rz2281sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808043237/rz2281Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[K(C3H3N2)(C12H24O6)]	F(000) = 792
Mr = 370.49	Dx = 1.274 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 23906 reflections
a = 11.5330 (6) Å	θ = 2.5–25.9°
b = 8.2369 (5) Å	µ = 0.31 mm−1
c = 20.7622 (10) Å	T = 173 K
β = 101.612 (4)°	Needle, colourless
V = 1931.96 (18) Å3	0.25 × 0.12 × 0.12 mm
Z = 4

STOE IPDS II two-circle-diffractometer	3602 independent reflections
Radiation source: fine-focus sealed tube	3234 reflections with I > 2σ(I)
graphite	Rint = 0.034
ω scans	θmax = 25.6°, θmin = 2.7°
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995)	h = −12→14
Tmin = 0.919, Tmax = 0.966	k = −9→9
23118 measured reflections	l = −25→25

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)] = 0.026	H-atom parameters constrained
wR(F2) = 0.066	w = 1/[σ2(Fo2) + (0.036P)2 + 0.3751P] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max = 0.001
3602 reflections	Δρmax = 0.18 e Å−3
218 parameters	Δρmin = −0.19 e Å−3
0 restraints	Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0099 (8)

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.

	x	y	z	Uiso*/Ueq
K1	0.50031 (2)	0.36001 (3)	0.173982 (11)	0.02711 (9)
O1	0.70384 (7)	0.33603 (10)	0.10488 (4)	0.03149 (19)
C2	0.72895 (12)	0.16959 (15)	0.09518 (6)	0.0375 (3)
H2A	0.7929	0.1606	0.0699	0.045*
H2B	0.6576	0.1149	0.0700	0.045*
C3	0.76649 (11)	0.09050 (15)	0.16099 (6)	0.0341 (3)
H3A	0.7879	−0.0243	0.1554	0.041*
H3B	0.8366	0.1469	0.1866	0.041*
O4	0.67091 (7)	0.09896 (9)	0.19483 (4)	0.02900 (18)
C5	0.69922 (11)	0.02037 (14)	0.25736 (6)	0.0316 (3)
H5A	0.7675	0.0750	0.2856	0.038*
H5B	0.7209	−0.0943	0.2517	0.038*
C6	0.59374 (11)	0.02826 (13)	0.28891 (6)	0.0312 (3)
H6A	0.5233	−0.0153	0.2585	0.037*
H6B	0.6078	−0.0382	0.3295	0.037*
O7	0.57370 (7)	0.19353 (9)	0.30449 (4)	0.02792 (18)
C8	0.48115 (11)	0.20382 (16)	0.34087 (6)	0.0369 (3)
H8A	0.5059	0.1486	0.3838	0.044*
H8B	0.4093	0.1489	0.3164	0.044*
C9	0.45417 (11)	0.37812 (16)	0.35159 (6)	0.0358 (3)
H9A	0.3904	0.3860	0.3770	0.043*
H9B	0.5254	0.4330	0.3768	0.043*
O10	0.41787 (7)	0.45411 (10)	0.28931 (4)	0.0337 (2)
C11	0.38264 (12)	0.61956 (15)	0.29539 (6)	0.0373 (3)
H11A	0.4487	0.6822	0.3219	0.045*
H11B	0.3143	0.6243	0.3176	0.045*
C12	0.34937 (11)	0.68958 (16)	0.22762 (7)	0.0390 (3)
H12A	0.2892	0.6198	0.2000	0.047*
H12B	0.3147	0.7989	0.2298	0.047*
O13	0.45191 (7)	0.70035 (10)	0.19903 (4)	0.03146 (19)
C14	0.42386 (12)	0.77471 (15)	0.13533 (6)	0.0396 (3)
H14A	0.3977	0.8880	0.1394	0.047*
H14B	0.3586	0.7147	0.1069	0.047*
C15	0.53103 (13)	0.77270 (14)	0.10522 (6)	0.0397 (3)
H15A	0.5160	0.8371	0.0641	0.048*
H15B	0.5988	0.8219	0.1359	0.048*
O16	0.55811 (8)	0.60970 (9)	0.09139 (4)	0.03225 (19)
C17	0.65728 (12)	0.59892 (16)	0.05956 (6)	0.0390 (3)
H17A	0.7291	0.6427	0.0887	0.047*
H17B	0.6418	0.6632	0.0184	0.047*
C18	0.67551 (12)	0.42399 (17)	0.04447 (6)	0.0396 (3)
H18A	0.6026	0.3793	0.0167	0.047*
H18B	0.7408	0.4138	0.0202	0.047*
N21	0.32022 (9)	0.19783 (12)	0.09279 (5)	0.0333 (2)
N22	0.27171 (9)	0.34696 (12)	0.10107 (5)	0.0347 (2)
C23	0.16225 (12)	0.34869 (17)	0.06409 (6)	0.0405 (3)
H23	0.1094	0.4381	0.0609	0.049*
C24	0.13632 (13)	0.20214 (18)	0.03103 (6)	0.0444 (3)
H24	0.0654	0.1709	0.0019	0.053*
C25	0.23868 (13)	0.11318 (16)	0.05093 (6)	0.0387 (3)
H25	0.2499	0.0057	0.0368	0.046*

	U11	U22	U33	U12	U13	U23
K1	0.02916 (14)	0.02496 (13)	0.02754 (13)	−0.00022 (9)	0.00652 (9)	0.00046 (9)
O1	0.0406 (5)	0.0316 (4)	0.0228 (4)	−0.0045 (4)	0.0075 (3)	−0.0025 (3)
C2	0.0438 (7)	0.0348 (6)	0.0376 (6)	−0.0046 (5)	0.0171 (5)	−0.0118 (5)
C3	0.0315 (6)	0.0282 (6)	0.0451 (7)	0.0019 (5)	0.0140 (5)	−0.0058 (5)
O4	0.0277 (4)	0.0273 (4)	0.0321 (4)	0.0044 (3)	0.0064 (3)	0.0016 (3)
C5	0.0347 (6)	0.0243 (5)	0.0333 (6)	0.0070 (5)	0.0008 (5)	0.0029 (4)
C6	0.0368 (6)	0.0217 (5)	0.0335 (6)	−0.0004 (5)	0.0030 (5)	0.0039 (4)
O7	0.0281 (4)	0.0248 (4)	0.0323 (4)	−0.0005 (3)	0.0096 (3)	0.0020 (3)
C8	0.0344 (6)	0.0399 (7)	0.0404 (7)	−0.0027 (5)	0.0172 (5)	0.0077 (5)
C9	0.0364 (7)	0.0442 (7)	0.0308 (6)	0.0010 (5)	0.0161 (5)	0.0006 (5)
O10	0.0379 (5)	0.0327 (4)	0.0324 (4)	0.0066 (3)	0.0114 (3)	−0.0026 (3)
C11	0.0365 (7)	0.0350 (6)	0.0440 (7)	0.0067 (5)	0.0166 (5)	−0.0078 (5)
C12	0.0308 (6)	0.0353 (6)	0.0506 (7)	0.0106 (5)	0.0076 (5)	−0.0033 (6)
O13	0.0326 (4)	0.0292 (4)	0.0309 (4)	0.0047 (3)	0.0022 (3)	0.0008 (3)
C14	0.0527 (8)	0.0266 (6)	0.0340 (6)	0.0080 (5)	−0.0041 (6)	0.0017 (5)
C15	0.0595 (8)	0.0254 (6)	0.0309 (6)	−0.0083 (6)	0.0010 (6)	0.0042 (5)
O16	0.0400 (5)	0.0275 (4)	0.0293 (4)	−0.0071 (3)	0.0070 (3)	0.0027 (3)
C17	0.0415 (7)	0.0466 (7)	0.0294 (6)	−0.0077 (6)	0.0086 (5)	0.0126 (5)
C18	0.0452 (7)	0.0526 (8)	0.0224 (5)	−0.0014 (6)	0.0104 (5)	0.0028 (5)
N21	0.0387 (6)	0.0322 (5)	0.0298 (5)	−0.0024 (4)	0.0092 (4)	0.0017 (4)
N22	0.0397 (6)	0.0325 (5)	0.0331 (5)	−0.0026 (4)	0.0099 (4)	0.0003 (4)
C23	0.0384 (7)	0.0470 (7)	0.0373 (7)	0.0047 (6)	0.0107 (5)	0.0084 (6)
C24	0.0434 (7)	0.0596 (9)	0.0271 (6)	−0.0151 (6)	−0.0002 (5)	0.0047 (6)
C25	0.0556 (8)	0.0352 (6)	0.0265 (6)	−0.0092 (6)	0.0107 (5)	−0.0017 (5)

K1—N21	2.7441 (11)	C9—H9B	0.9900
K1—N22	2.7654 (11)	O10—C11	1.4349 (14)
K1—O16	2.8416 (8)	C11—C12	1.4976 (19)
K1—O10	2.8557 (8)	C11—H11A	0.9900
K1—O4	2.8877 (8)	C11—H11B	0.9900
K1—O13	2.9254 (8)	C12—O13	1.4286 (15)
K1—O1	2.9938 (9)	C12—H12A	0.9900
K1—O7	3.0025 (8)	C12—H12B	0.9900
K1—C12	3.5242 (12)	O13—C14	1.4341 (14)
O1—C2	1.4239 (15)	C14—C15	1.493 (2)
O1—C18	1.4282 (14)	C14—H14A	0.9900
C2—C3	1.4969 (18)	C14—H14B	0.9900
C2—H2A	0.9900	C15—O16	1.4207 (15)
C2—H2B	0.9900	C15—H15A	0.9900
C3—O4	1.4231 (14)	C15—H15B	0.9900
C3—H3A	0.9900	O16—C17	1.4343 (15)
C3—H3B	0.9900	C17—C18	1.498 (2)
O4—C5	1.4284 (13)	C17—H17A	0.9900
C5—C6	1.4946 (17)	C17—H17B	0.9900
C5—H5A	0.9900	C18—H18A	0.9900
C5—H5B	0.9900	C18—H18B	0.9900
C6—O7	1.4287 (13)	N21—C25	1.3405 (16)
C6—H6A	0.9900	N21—N22	1.3748 (15)
C6—H6B	0.9900	N22—C23	1.3391 (17)
O7—C8	1.4290 (14)	C23—C24	1.391 (2)
C8—C9	1.4951 (18)	C23—H23	0.9500
C8—H8A	0.9900	C24—C25	1.380 (2)
C8—H8B	0.9900	C24—H24	0.9500
C9—O10	1.4216 (14)	C25—H25	0.9500
C9—H9A	0.9900
N21—K1—N22	28.90 (3)	C9—C8—H8B	109.7
N21—K1—O16	102.83 (3)	H8A—C8—H8B	108.2
N22—K1—O16	90.65 (3)	O10—C9—C8	108.63 (10)
N21—K1—O10	107.98 (3)	O10—C9—H9A	110.0
N22—K1—O10	91.60 (3)	C8—C9—H9A	110.0
O16—K1—O10	117.88 (2)	O10—C9—H9B	110.0
N21—K1—O4	97.94 (3)	C8—C9—H9B	110.0
N22—K1—O4	126.79 (3)	H9A—C9—H9B	108.3
O16—K1—O4	113.20 (2)	C9—O10—C11	112.02 (9)
O10—K1—O4	114.09 (2)	C9—O10—K1	123.81 (6)
N21—K1—O13	115.33 (3)	C11—O10—K1	118.66 (7)
N22—K1—O13	86.54 (3)	O10—C11—C12	107.85 (10)
O16—K1—O13	59.34 (2)	O10—C11—H11A	110.1
O10—K1—O13	58.88 (2)	C12—C11—H11A	110.1
O4—K1—O13	146.67 (2)	O10—C11—H11B	110.1
N21—K1—O1	104.07 (3)	C12—C11—H11B	110.1
N22—K1—O1	119.22 (3)	H11A—C11—H11B	108.4
O16—K1—O1	57.10 (2)	O13—C12—C11	109.71 (10)
O10—K1—O1	147.69 (2)	O13—C12—K1	54.11 (5)
O4—K1—O1	56.39 (2)	C11—C12—K1	87.18 (7)
O13—K1—O1	110.15 (2)	O13—C12—H12A	109.7
N21—K1—O7	111.90 (3)	C11—C12—H12A	109.7
N22—K1—O7	122.74 (3)	K1—C12—H12A	72.7
O16—K1—O7	144.82 (2)	O13—C12—H12B	109.7
O10—K1—O7	56.51 (2)	C11—C12—H12B	109.7
O4—K1—O7	57.65 (2)	K1—C12—H12B	160.8
O13—K1—O7	107.84 (2)	H12A—C12—H12B	108.2
O1—K1—O7	107.25 (2)	C12—O13—C14	110.96 (9)
N21—K1—C12	102.02 (3)	C12—O13—K1	102.58 (7)
N22—K1—C12	74.09 (3)	C14—O13—K1	105.13 (6)
O16—K1—C12	79.86 (3)	O13—C14—C15	109.23 (10)
O10—K1—C12	42.01 (3)	O13—C14—H14A	109.8
O4—K1—C12	153.02 (3)	C15—C14—H14A	109.8
O13—K1—C12	23.31 (3)	O13—C14—H14B	109.8
O1—K1—C12	133.39 (3)	C15—C14—H14B	109.8
O7—K1—C12	97.71 (3)	H14A—C14—H14B	108.3
C2—O1—C18	112.41 (9)	O16—C15—C14	109.22 (10)
C2—O1—K1	109.43 (6)	O16—C15—H15A	109.8
C18—O1—K1	108.93 (7)	C14—C15—H15A	109.8
O1—C2—C3	108.64 (9)	O16—C15—H15B	109.8
O1—C2—H2A	110.0	C14—C15—H15B	109.8
C3—C2—H2A	110.0	H15A—C15—H15B	108.3
O1—C2—H2B	110.0	C15—O16—C17	112.31 (9)
C3—C2—H2B	110.0	C15—O16—K1	118.32 (7)
H2A—C2—H2B	108.3	C17—O16—K1	122.61 (7)
O4—C3—C2	108.59 (10)	O16—C17—C18	108.32 (10)
O4—C3—H3A	110.0	O16—C17—H17A	110.0
C2—C3—H3A	110.0	C18—C17—H17A	110.0
O4—C3—H3B	110.0	O16—C17—H17B	110.0
C2—C3—H3B	110.0	C18—C17—H17B	110.0
H3A—C3—H3B	108.4	H17A—C17—H17B	108.4
C3—O4—C5	111.62 (9)	O1—C18—C17	108.73 (10)
C3—O4—K1	122.31 (6)	O1—C18—H18A	109.9
C5—O4—K1	119.86 (6)	C17—C18—H18A	109.9
O4—C5—C6	108.74 (9)	O1—C18—H18B	109.9
O4—C5—H5A	109.9	C17—C18—H18B	109.9
C6—C5—H5A	109.9	H18A—C18—H18B	108.3
O4—C5—H5B	109.9	C25—N21—N22	107.20 (10)
C6—C5—H5B	109.9	C25—N21—K1	175.53 (9)
H5A—C5—H5B	108.3	N22—N21—K1	76.41 (6)
O7—C6—C5	108.89 (9)	C23—N22—N21	107.35 (10)
O7—C6—H6A	109.9	C23—N22—K1	176.68 (9)
C5—C6—H6A	109.9	N21—N22—K1	74.69 (6)
O7—C6—H6B	109.9	N22—C23—C24	110.97 (12)
C5—C6—H6B	109.9	N22—C23—H23	124.5
H6A—C6—H6B	108.3	C24—C23—H23	124.5
C6—O7—C8	110.38 (9)	C25—C24—C23	103.12 (11)
C6—O7—K1	105.07 (6)	C25—C24—H24	128.4
C8—O7—K1	110.19 (7)	C23—C24—H24	128.4
O7—C8—C9	109.61 (9)	N21—C25—C24	111.35 (12)
O7—C8—H8A	109.7	N21—C25—H25	124.3
C9—C8—H8A	109.7	C24—C25—H25	124.3
O7—C8—H8B	109.7
N21—K1—O1—C2	−57.90 (8)	O10—C11—C12—O13	−66.75 (13)
N22—K1—O1—C2	−84.52 (8)	O10—C11—C12—K1	−16.62 (9)
O16—K1—O1—C2	−154.25 (8)	N21—K1—C12—O13	−127.69 (7)
O10—K1—O1—C2	114.66 (8)	N22—K1—C12—O13	−120.20 (7)
O4—K1—O1—C2	32.36 (7)	O16—K1—C12—O13	−26.59 (6)
O13—K1—O1—C2	177.93 (7)	O10—K1—C12—O13	128.70 (8)
O7—K1—O1—C2	60.82 (7)	O4—K1—C12—O13	95.46 (8)
C12—K1—O1—C2	179.95 (7)	O1—K1—C12—O13	−4.80 (8)
N21—K1—O1—C18	65.36 (7)	O7—K1—C12—O13	117.87 (7)
N22—K1—O1—C18	38.75 (8)	N21—K1—C12—C11	115.40 (8)
O16—K1—O1—C18	−30.99 (7)	N22—K1—C12—C11	122.89 (8)
O10—K1—O1—C18	−122.08 (8)	O16—K1—C12—C11	−143.49 (8)
O4—K1—O1—C18	155.62 (8)	O10—K1—C12—C11	11.80 (7)
O13—K1—O1—C18	−58.81 (7)	O4—K1—C12—C11	−21.45 (11)
O7—K1—O1—C18	−175.92 (7)	O13—K1—C12—C11	−116.90 (11)
C12—K1—O1—C18	−56.79 (8)	O1—K1—C12—C11	−121.70 (7)
C18—O1—C2—C3	175.73 (10)	O7—K1—C12—C11	0.96 (8)
K1—O1—C2—C3	−63.09 (10)	C11—C12—O13—C14	−177.06 (10)
O1—C2—C3—O4	62.21 (12)	K1—C12—O13—C14	111.83 (9)
C2—C3—O4—C5	177.94 (9)	C11—C12—O13—K1	71.11 (10)
C2—C3—O4—K1	−29.89 (12)	N21—K1—O13—C12	58.90 (7)
N21—K1—O4—C3	101.35 (8)	N22—K1—O13—C12	56.37 (7)
N22—K1—O4—C3	103.29 (8)	O16—K1—O13—C12	149.19 (7)
O16—K1—O4—C3	−6.34 (8)	O10—K1—O13—C12	−37.60 (7)
O10—K1—O4—C3	−144.84 (8)	O4—K1—O13—C12	−124.72 (7)
O13—K1—O4—C3	−75.35 (9)	O1—K1—O13—C12	176.29 (7)
O1—K1—O4—C3	−0.30 (7)	O7—K1—O13—C12	−66.97 (7)
O7—K1—O4—C3	−147.70 (8)	N21—K1—O13—C14	−57.21 (8)
C12—K1—O4—C3	−121.14 (9)	N22—K1—O13—C14	−59.73 (7)
N21—K1—O4—C5	−108.68 (8)	O16—K1—O13—C14	33.09 (7)
N22—K1—O4—C5	−106.74 (8)	O10—K1—O13—C14	−153.70 (8)
O16—K1—O4—C5	143.63 (7)	O4—K1—O13—C14	119.17 (8)
O10—K1—O4—C5	5.13 (8)	O1—K1—O13—C14	60.18 (8)
O13—K1—O4—C5	74.62 (9)	O7—K1—O13—C14	176.92 (7)
O1—K1—O4—C5	149.67 (8)	C12—K1—O13—C14	−116.10 (10)
O7—K1—O4—C5	2.26 (7)	C12—O13—C14—C15	−175.93 (9)
C12—K1—O4—C5	28.83 (11)	K1—O13—C14—C15	−65.73 (10)
C3—O4—C5—C6	−177.84 (9)	O13—C14—C15—O16	67.33 (12)
K1—O4—C5—C6	29.22 (11)	C14—C15—O16—C17	177.37 (9)
O4—C5—C6—O7	−67.15 (11)	C14—C15—O16—K1	−30.65 (12)
C5—C6—O7—C8	−173.98 (9)	N21—K1—O16—C15	111.08 (8)
C5—C6—O7—K1	67.25 (9)	N22—K1—O16—C15	84.64 (8)
N21—K1—O7—C6	51.07 (7)	O10—K1—O16—C15	−7.51 (9)
N22—K1—O7—C6	81.39 (7)	O4—K1—O16—C15	−144.33 (8)
O16—K1—O7—C6	−119.30 (7)	O13—K1—O16—C15	−0.94 (8)
O10—K1—O7—C6	148.71 (7)	O1—K1—O16—C15	−150.32 (9)
O4—K1—O7—C6	−34.43 (6)	O7—K1—O16—C15	−78.07 (9)
O13—K1—O7—C6	178.94 (6)	C12—K1—O16—C15	10.94 (8)
O1—K1—O7—C6	−62.45 (7)	N21—K1—O16—C17	−99.97 (8)
C12—K1—O7—C6	157.38 (6)	N22—K1—O16—C17	−126.41 (8)
N21—K1—O7—C8	−67.83 (7)	O10—K1—O16—C17	141.43 (8)
N22—K1—O7—C8	−37.51 (8)	O4—K1—O16—C17	4.61 (9)
O16—K1—O7—C8	121.80 (7)	O13—K1—O16—C17	148.00 (9)
O10—K1—O7—C8	29.81 (7)	O1—K1—O16—C17	−1.38 (8)
O4—K1—O7—C8	−153.33 (8)	O7—K1—O16—C17	70.88 (9)
O13—K1—O7—C8	60.04 (7)	C12—K1—O16—C17	159.88 (8)
O1—K1—O7—C8	178.65 (7)	C15—O16—C17—C18	−177.58 (10)
C12—K1—O7—C8	38.48 (7)	K1—O16—C17—C18	31.82 (12)
C6—O7—C8—C9	−175.05 (10)	C2—O1—C18—C17	−176.81 (10)
K1—O7—C8—C9	−59.45 (11)	K1—O1—C18—C17	61.72 (11)
O7—C8—C9—O10	59.92 (13)	O16—C17—C18—O1	−62.76 (13)
C8—C9—O10—C11	176.08 (10)	O16—K1—N21—N22	−67.14 (6)
C8—C9—O10—K1	−30.63 (13)	O10—K1—N21—N22	58.19 (6)
N21—K1—O10—C9	106.21 (9)	O4—K1—N21—N22	176.78 (6)
N22—K1—O10—C9	130.46 (9)	O13—K1—N21—N22	−5.23 (7)
O16—K1—O10—C9	−137.95 (8)	O1—K1—N21—N22	−125.99 (6)
O4—K1—O10—C9	−1.51 (9)	O7—K1—N21—N22	118.53 (6)
O13—K1—O10—C9	−144.56 (9)	C12—K1—N21—N22	15.04 (6)
O1—K1—O10—C9	−66.20 (10)	C25—N21—N22—C23	0.02 (12)
O7—K1—O10—C9	1.40 (8)	K1—N21—N22—C23	177.28 (9)
C12—K1—O10—C9	−165.70 (10)	C25—N21—N22—K1	−177.26 (9)
N21—K1—O10—C11	−102.15 (8)	O16—K1—N22—N21	116.04 (6)
N22—K1—O10—C11	−77.90 (8)	O10—K1—N22—N21	−126.04 (6)
O16—K1—O10—C11	13.69 (9)	O4—K1—N22—N21	−3.98 (7)
O4—K1—O10—C11	150.13 (8)	O13—K1—N22—N21	175.27 (6)
O13—K1—O10—C11	7.09 (8)	O1—K1—N22—N21	64.07 (6)
O1—K1—O10—C11	85.44 (9)	O7—K1—N22—N21	−75.70 (6)
O7—K1—O10—C11	153.04 (9)	C12—K1—N22—N21	−164.70 (6)
C12—K1—O10—C11	−14.06 (8)	N21—N22—C23—C24	0.11 (14)
C9—O10—C11—C12	178.50 (10)	N22—C23—C24—C25	−0.18 (14)
K1—O10—C11—C12	23.70 (12)	C23—C24—C25—N21	0.19 (14)