Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S010827010000929X/oa1101sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S010827010000929X/oa1101Isup2.hkl |
CCDC reference: 152589
[K(DB18C6)]2[Pt(SCN)4] was prepared by adding an aqueous mixture of K2PtCl4 (0.025 mol l−1, 10 ml) and KSCN (2 mol l−1, 10 ml) to dibenzo-18-crown-6 (0.1 mol l−1, 10 ml) in 1,2-dichloroethane. The reaction mixture was stirred for 2 h at room temperature and then filtered. The single-crystal used for analysis was obtained from a 4:1 diethyl ether/acetone solution.
The H atoms of the phenyl and CH2 groups were included in riding positions, with C—H = 0.93 and 0.97 Å, and U(H) = 1.2Ueq(C).
Data collection: CAD-4 Manual (Enraf-Nonius, 1988); cell refinement: CAD-4 Manual; data reduction: SDP-Plus (Frenz, 1985); program(s) used to solve structure: DIRDIF96 (Beurskens et al., 1996); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1996); software used to prepare material for publication: SHELXL97.
Fig. 1. The structure of (I) showing 30% probability displacement ellipsoids. | |
Fig. 2. The packing of (I) showing 30% probability displacement ellipsoids. |
[K(C20H24O6)]2[Pt(SCN)4] | Z = 1 |
Mr = 1226.40 | F(000) = 616 |
Triclinic, P1 | Dx = 1.627 Mg m−3 |
a = 8.553 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.127 (3) Å | Cell parameters from 25 reflections |
c = 11.819 (3) Å | θ = 11.1–14.4° |
α = 106.21 (2)° | µ = 3.20 mm−1 |
β = 82.77 (3)° | T = 293 K |
γ = 99.72 (3)° | Prism, orange |
V = 1251.6 (8) Å3 | 0.30 × 0.25 × 0.25 mm |
Enraf-Nonius CAD-4 diffractometer | 4124 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.014 |
Graphite monochromator | θmax = 25.2°, θmin = 1.6° |
ω/2θ scans | h = −10→10 |
Absorption correction: ψ scan (North et al., 1968) | k = 0→15 |
Tmin = 0.400, Tmax = 0.449 | l = −14→13 |
4702 measured reflections | 3 standard reflections every 200 reflections |
4487 independent reflections | intensity decay: 3.9% |
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)] = 0.025 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.075 | H-atom parameters constrained |
S = 0.91 | w = 1/[σ2(Fo2) + (0.0595P)2 + 0.5854P] where P = (Fo2 + 2Fc2)/3 |
4487 reflections | (Δ/σ)max < 0.001 |
304 parameters | Δρmax = 1.17 e Å−3 |
0 restraints | Δρmin = −0.56 e Å−3 |
[K(C20H24O6)]2[Pt(SCN)4] | γ = 99.72 (3)° |
Mr = 1226.40 | V = 1251.6 (8) Å3 |
Triclinic, P1 | Z = 1 |
a = 8.553 (5) Å | Mo Kα radiation |
b = 13.127 (3) Å | µ = 3.20 mm−1 |
c = 11.819 (3) Å | T = 293 K |
α = 106.21 (2)° | 0.30 × 0.25 × 0.25 mm |
β = 82.77 (3)° |
Enraf-Nonius CAD-4 diffractometer | 4124 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.014 |
Tmin = 0.400, Tmax = 0.449 | 3 standard reflections every 200 reflections |
4702 measured reflections | intensity decay: 3.9% |
4487 independent reflections |
R[F2 > 2σ(F2)] = 0.025 | 0 restraints |
wR(F2) = 0.075 | H-atom parameters constrained |
S = 0.91 | Δρmax = 1.17 e Å−3 |
4487 reflections | Δρmin = −0.56 e Å−3 |
304 parameters |
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 | ||
Pt1 | 0.5000 | 0.0000 | 0.5000 | 0.04409 (9) | |
S1 | 0.4189 (2) | 0.16702 (10) | 0.56576 (12) | 0.0807 (4) | |
S2 | 0.59788 (18) | 0.02369 (11) | 0.68162 (10) | 0.0737 (3) | |
N1 | 0.3798 (7) | 0.2485 (4) | 0.3746 (5) | 0.0974 (15) | |
N2 | 0.6689 (9) | 0.2439 (4) | 0.7860 (4) | 0.119 (2) | |
C1 | 0.3947 (6) | 0.2095 (4) | 0.4483 (5) | 0.0688 (12) | |
C2 | 0.6399 (7) | 0.1550 (5) | 0.7407 (4) | 0.0771 (14) | |
O1 | −0.0744 (4) | 0.3825 (2) | 0.3810 (3) | 0.0646 (7) | |
O2 | 0.1247 (4) | 0.4522 (2) | 0.2284 (3) | 0.0700 (8) | |
O3 | 0.3247 (4) | 0.3183 (3) | 0.0689 (3) | 0.0671 (8) | |
O4 | 0.2723 (4) | 0.0992 (2) | 0.0632 (3) | 0.0629 (7) | |
O5 | 0.0648 (4) | 0.0274 (2) | 0.2113 (3) | 0.0596 (7) | |
O6 | −0.0996 (4) | 0.1683 (3) | 0.3897 (2) | 0.0620 (7) | |
C11 | −0.1234 (6) | 0.4565 (3) | 0.3377 (4) | 0.0657 (11) | |
C12 | −0.0158 (7) | 0.4952 (3) | 0.2548 (4) | 0.0696 (12) | |
C13 | 0.2397 (8) | 0.4870 (4) | 0.1428 (5) | 0.0910 (18) | |
H13A | 0.2743 | 0.5634 | 0.1698 | 0.109* | |
H13B | 0.1937 | 0.4724 | 0.0680 | 0.109* | |
C14 | 0.3765 (7) | 0.4270 (4) | 0.1284 (6) | 0.0860 (16) | |
H14A | 0.4653 | 0.4569 | 0.0824 | 0.103* | |
H14B | 0.4107 | 0.4314 | 0.2050 | 0.103* | |
C15 | 0.4496 (5) | 0.2542 (4) | 0.0500 (4) | 0.0714 (12) | |
H15A | 0.4841 | 0.2547 | 0.1253 | 0.086* | |
H15B | 0.5399 | 0.2830 | 0.0043 | 0.086* | |
C16 | 0.3903 (6) | 0.1437 (4) | −0.0143 (4) | 0.0671 (11) | |
H16A | 0.3438 | 0.1438 | −0.0850 | 0.080* | |
H16B | 0.4771 | 0.1013 | −0.0376 | 0.080* | |
C17 | 0.2148 (5) | −0.0079 (4) | 0.0271 (4) | 0.0591 (10) | |
C18 | 0.1033 (5) | −0.0472 (4) | 0.1077 (4) | 0.0603 (10) | |
C19 | −0.0457 (6) | −0.0087 (4) | 0.2988 (4) | 0.0675 (12) | |
H19A | −0.0146 | −0.0716 | 0.3129 | 0.081* | |
H19B | −0.1516 | −0.0278 | 0.2713 | 0.081* | |
C20 | −0.0457 (5) | 0.0791 (4) | 0.4098 (4) | 0.0641 (11) | |
H20A | −0.1150 | 0.0548 | 0.4715 | 0.077* | |
H20B | 0.0610 | 0.0996 | 0.4357 | 0.077* | |
C21 | −0.1061 (6) | 0.2558 (4) | 0.4935 (4) | 0.0720 (12) | |
H21A | 0.0004 | 0.2845 | 0.5173 | 0.086* | |
H21B | −0.1685 | 0.2315 | 0.5578 | 0.086* | |
C22 | −0.1804 (6) | 0.3401 (4) | 0.4668 (4) | 0.0713 (12) | |
H22A | −0.2826 | 0.3099 | 0.4354 | 0.086* | |
H22B | −0.1973 | 0.3967 | 0.5382 | 0.086* | |
C112 | −0.2691 (7) | 0.4943 (4) | 0.3701 (6) | 0.0850 (15) | |
H112 | −0.3415 | 0.4698 | 0.4256 | 0.102* | |
C113 | −0.3046 (8) | 0.5701 (4) | 0.3175 (7) | 0.102 (2) | |
H113 | −0.4026 | 0.5951 | 0.3371 | 0.122* | |
C115 | −0.0544 (9) | 0.5713 (4) | 0.2069 (6) | 0.0921 (18) | |
H115 | 0.0180 | 0.5980 | 0.1530 | 0.111* | |
C114 | −0.1978 (10) | 0.6076 (5) | 0.2380 (7) | 0.107 (2) | |
H114 | −0.2230 | 0.6585 | 0.2047 | 0.128* | |
C171 | 0.2604 (6) | −0.0755 (4) | −0.0787 (4) | 0.0748 (13) | |
H171 | 0.3327 | −0.0495 | −0.1332 | 0.090* | |
C172 | 0.1977 (8) | −0.1833 (5) | −0.1036 (6) | 0.0893 (18) | |
H172 | 0.2294 | −0.2295 | −0.1750 | 0.107* | |
C173 | 0.0918 (8) | −0.2222 (5) | −0.0262 (6) | 0.0886 (17) | |
H173 | 0.0524 | −0.2949 | −0.0438 | 0.106* | |
C174 | 0.0412 (7) | −0.1536 (4) | 0.0802 (5) | 0.0793 (14) | |
H174 | −0.0345 | −0.1800 | 0.1324 | 0.095* | |
K1 | 0.13057 (11) | 0.24350 (7) | 0.24062 (8) | 0.0566 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt1 | 0.04486 (12) | 0.04380 (12) | 0.04286 (12) | 0.00907 (8) | 0.00311 (7) | 0.01147 (8) |
S1 | 0.1152 (11) | 0.0597 (7) | 0.0708 (7) | 0.0390 (7) | −0.0033 (7) | 0.0093 (6) |
S2 | 0.0959 (9) | 0.0741 (7) | 0.0535 (6) | 0.0182 (6) | −0.0157 (6) | 0.0129 (5) |
N1 | 0.112 (4) | 0.089 (3) | 0.108 (4) | 0.010 (3) | −0.041 (3) | 0.042 (3) |
N2 | 0.187 (6) | 0.076 (3) | 0.068 (3) | −0.040 (4) | −0.013 (3) | 0.011 (2) |
C1 | 0.065 (3) | 0.057 (2) | 0.087 (3) | 0.009 (2) | −0.021 (2) | 0.017 (2) |
C2 | 0.091 (3) | 0.084 (4) | 0.051 (2) | −0.007 (3) | −0.006 (2) | 0.021 (2) |
O1 | 0.0611 (17) | 0.0650 (18) | 0.0667 (18) | 0.0116 (14) | 0.0033 (14) | 0.0180 (14) |
O2 | 0.081 (2) | 0.0556 (17) | 0.072 (2) | 0.0080 (15) | 0.0080 (16) | 0.0219 (15) |
O3 | 0.0658 (18) | 0.0654 (18) | 0.0654 (18) | 0.0006 (14) | 0.0048 (14) | 0.0191 (15) |
O4 | 0.0644 (17) | 0.0676 (18) | 0.0549 (16) | 0.0160 (14) | 0.0085 (13) | 0.0153 (14) |
O5 | 0.0659 (17) | 0.0566 (16) | 0.0584 (16) | 0.0051 (13) | −0.0021 (13) | 0.0220 (13) |
O6 | 0.0658 (17) | 0.0743 (19) | 0.0511 (15) | 0.0086 (14) | −0.0029 (13) | 0.0268 (14) |
C11 | 0.074 (3) | 0.043 (2) | 0.071 (3) | 0.0082 (19) | −0.015 (2) | −0.0039 (19) |
C12 | 0.092 (3) | 0.044 (2) | 0.065 (3) | 0.004 (2) | −0.013 (2) | 0.0028 (19) |
C13 | 0.120 (5) | 0.053 (3) | 0.095 (4) | −0.003 (3) | 0.017 (3) | 0.032 (3) |
C14 | 0.075 (3) | 0.072 (3) | 0.099 (4) | −0.015 (3) | 0.016 (3) | 0.028 (3) |
C15 | 0.054 (2) | 0.090 (3) | 0.068 (3) | 0.010 (2) | 0.009 (2) | 0.022 (2) |
C16 | 0.061 (2) | 0.085 (3) | 0.056 (2) | 0.022 (2) | 0.0076 (19) | 0.020 (2) |
C17 | 0.059 (2) | 0.069 (3) | 0.056 (2) | 0.023 (2) | −0.0147 (19) | 0.014 (2) |
C18 | 0.063 (2) | 0.061 (2) | 0.065 (3) | 0.0176 (19) | −0.023 (2) | 0.017 (2) |
C19 | 0.066 (3) | 0.071 (3) | 0.076 (3) | −0.003 (2) | −0.010 (2) | 0.042 (2) |
C20 | 0.061 (2) | 0.081 (3) | 0.059 (2) | 0.000 (2) | −0.0029 (19) | 0.039 (2) |
C21 | 0.076 (3) | 0.092 (3) | 0.044 (2) | 0.004 (3) | 0.006 (2) | 0.023 (2) |
C22 | 0.068 (3) | 0.082 (3) | 0.057 (2) | 0.014 (2) | 0.012 (2) | 0.012 (2) |
C112 | 0.079 (3) | 0.065 (3) | 0.100 (4) | 0.018 (3) | −0.008 (3) | −0.001 (3) |
C113 | 0.096 (4) | 0.055 (3) | 0.146 (6) | 0.030 (3) | −0.035 (4) | −0.009 (3) |
C115 | 0.124 (5) | 0.046 (3) | 0.105 (4) | 0.018 (3) | −0.018 (4) | 0.012 (3) |
C114 | 0.136 (6) | 0.060 (3) | 0.132 (6) | 0.027 (4) | −0.036 (5) | 0.021 (4) |
C171 | 0.075 (3) | 0.092 (4) | 0.060 (3) | 0.036 (3) | −0.016 (2) | 0.005 (2) |
C172 | 0.096 (4) | 0.089 (4) | 0.079 (4) | 0.035 (3) | −0.034 (3) | −0.010 (3) |
C173 | 0.103 (4) | 0.066 (3) | 0.096 (4) | 0.015 (3) | −0.050 (4) | 0.000 (3) |
C174 | 0.084 (3) | 0.068 (3) | 0.090 (4) | 0.005 (3) | −0.035 (3) | 0.019 (3) |
K1 | 0.0568 (5) | 0.0600 (5) | 0.0571 (5) | 0.0116 (4) | 0.0069 (4) | 0.0251 (4) |
Pt1—S1i | 2.3064 (13) | C15—H15A | 0.9700 |
Pt1—S1 | 2.3064 (13) | C15—H15B | 0.9700 |
Pt1—S2 | 2.3232 (13) | C16—H16A | 0.9700 |
Pt1—S2i | 2.3232 (14) | C16—H16B | 0.9700 |
S1—C1 | 1.681 (5) | C17—C171 | 1.370 (6) |
S2—C2 | 1.664 (6) | C17—C18 | 1.402 (7) |
N1—C1 | 1.156 (7) | C18—C174 | 1.370 (7) |
N1—K1 | 2.792 (5) | C19—C20 | 1.485 (7) |
N2—C2 | 1.139 (7) | C19—H19A | 0.9700 |
O1—C11 | 1.360 (6) | C19—H19B | 0.9700 |
O1—C22 | 1.440 (6) | C20—K1 | 3.388 (4) |
O1—K1 | 2.795 (3) | C20—H20A | 0.9700 |
O2—C12 | 1.377 (6) | C20—H20B | 0.9700 |
O2—C13 | 1.433 (6) | C21—C22 | 1.487 (7) |
O2—K1 | 2.793 (3) | C21—K1 | 3.373 (5) |
O3—C14 | 1.425 (6) | C21—H21A | 0.9700 |
O3—C15 | 1.428 (6) | C21—H21B | 0.9700 |
O3—K1 | 2.749 (3) | C22—H22A | 0.9700 |
O4—C17 | 1.372 (5) | C22—H22B | 0.9700 |
O4—C16 | 1.437 (5) | C112—C113 | 1.402 (9) |
O4—K1 | 2.716 (3) | C112—H112 | 0.9300 |
O5—C18 | 1.380 (5) | C113—C114 | 1.359 (10) |
O5—C19 | 1.436 (5) | C113—H113 | 0.9300 |
O5—K1 | 2.729 (3) | C115—C114 | 1.361 (10) |
O6—C20 | 1.416 (6) | C115—H115 | 0.9300 |
O6—C21 | 1.430 (6) | C114—H114 | 0.9300 |
O6—K1 | 2.720 (3) | C171—C172 | 1.388 (8) |
C11—C112 | 1.388 (7) | C171—H171 | 0.9300 |
C11—C12 | 1.399 (7) | C172—C173 | 1.347 (9) |
C12—C115 | 1.379 (8) | C172—K1ii | 3.288 (6) |
C13—C14 | 1.484 (9) | C172—H172 | 0.9300 |
C13—H13A | 0.9700 | C173—C174 | 1.393 (8) |
C13—H13B | 0.9700 | C173—K1ii | 3.279 (6) |
C14—K1 | 3.370 (5) | C173—H173 | 0.9300 |
C14—H14A | 0.9700 | C174—H174 | 0.9300 |
C14—H14B | 0.9700 | K1—C173ii | 3.279 (6) |
C15—C16 | 1.473 (7) | K1—C172ii | 3.288 (6) |
C15—K1 | 3.323 (5) | ||
S1i—Pt1—S1 | 180.0 | C21—C22—H22A | 110.1 |
S1i—Pt1—S2 | 90.10 (5) | O1—C22—H22B | 110.1 |
S1—Pt1—S2 | 89.90 (5) | C21—C22—H22B | 110.1 |
S1i—Pt1—S2i | 89.90 (5) | H22A—C22—H22B | 108.4 |
S1—Pt1—S2i | 90.10 (5) | C11—C112—C113 | 118.6 (6) |
S2—Pt1—S2i | 180.0 | C11—C112—H112 | 120.7 |
C1—S1—Pt1 | 108.95 (18) | C113—C112—H112 | 120.7 |
C2—S2—Pt1 | 107.31 (19) | C114—C113—C112 | 120.9 (6) |
C1—N1—K1 | 134.7 (4) | C114—C113—H113 | 119.5 |
N1—C1—S1 | 173.5 (5) | C112—C113—H113 | 119.5 |
N2—C2—S2 | 176.8 (5) | C114—C115—C12 | 120.4 (7) |
C11—O1—C22 | 118.0 (4) | C114—C115—H115 | 119.8 |
C11—O1—K1 | 120.2 (3) | C12—C115—H115 | 119.8 |
C22—O1—K1 | 115.0 (3) | C113—C114—C115 | 120.6 (6) |
C12—O2—C13 | 118.1 (4) | C113—C114—H114 | 119.7 |
C12—O2—K1 | 120.0 (3) | C115—C114—H114 | 119.7 |
C13—O2—K1 | 114.7 (3) | C17—C171—C172 | 119.3 (6) |
C14—O3—C15 | 111.4 (4) | C17—C171—H171 | 120.3 |
C14—O3—K1 | 103.1 (3) | C172—C171—H171 | 120.3 |
C15—O3—K1 | 100.6 (3) | C173—C172—C171 | 121.2 (5) |
C17—O4—C16 | 118.0 (3) | C173—C172—K1ii | 77.8 (3) |
C17—O4—K1 | 124.5 (2) | C171—C172—K1ii | 114.2 (3) |
C16—O4—K1 | 115.7 (3) | C173—C172—H172 | 119.4 |
C18—O5—C19 | 118.1 (4) | C171—C172—H172 | 119.4 |
C18—O5—K1 | 123.7 (2) | K1ii—C172—H172 | 78.4 |
C19—O5—K1 | 116.7 (3) | C172—C173—C174 | 120.0 (6) |
C20—O6—C21 | 112.8 (3) | C172—C173—K1ii | 78.5 (3) |
C20—O6—K1 | 105.6 (2) | C174—C173—K1ii | 112.9 (4) |
C21—O6—K1 | 104.4 (2) | C172—C173—H173 | 120.0 |
O1—C11—C112 | 124.6 (5) | C174—C173—H173 | 120.0 |
O1—C11—C12 | 115.7 (4) | K1ii—C173—H173 | 79.1 |
C112—C11—C12 | 119.7 (5) | C18—C174—C173 | 120.0 (6) |
O2—C12—C115 | 125.1 (5) | C18—C174—H174 | 120.0 |
O2—C12—C11 | 115.0 (4) | C173—C174—H174 | 120.0 |
C115—C12—C11 | 119.9 (5) | O4—K1—O6 | 118.27 (10) |
O2—C13—C14 | 107.4 (4) | O4—K1—O5 | 56.68 (9) |
O2—C13—H13A | 110.2 | O6—K1—O5 | 61.67 (10) |
C14—C13—H13A | 110.2 | O4—K1—O3 | 62.10 (10) |
O2—C13—H13B | 110.2 | O6—K1—O3 | 170.96 (10) |
C14—C13—H13B | 110.2 | O5—K1—O3 | 118.43 (10) |
H13A—C13—H13B | 108.5 | O4—K1—N1 | 87.26 (15) |
O3—C14—C13 | 107.4 (5) | O6—K1—N1 | 94.61 (14) |
O3—C14—K1 | 52.6 (2) | O5—K1—N1 | 88.88 (13) |
C13—C14—K1 | 88.0 (3) | O3—K1—N1 | 94.43 (15) |
O3—C14—H14A | 110.2 | O4—K1—O2 | 121.89 (10) |
C13—C14—H14A | 110.2 | O6—K1—O2 | 115.92 (10) |
K1—C14—H14A | 159.2 | O5—K1—O2 | 163.19 (10) |
O3—C14—H14B | 110.2 | O3—K1—O2 | 61.05 (10) |
C13—C14—H14B | 110.2 | N1—K1—O2 | 107.91 (13) |
K1—C14—H14B | 72.5 | O4—K1—O1 | 165.05 (10) |
H14A—C14—H14B | 108.5 | O6—K1—O1 | 61.33 (10) |
O3—C15—C16 | 108.9 (4) | O5—K1—O1 | 121.47 (10) |
O3—C15—K1 | 54.4 (2) | O3—K1—O1 | 115.70 (10) |
C16—C15—K1 | 87.7 (3) | N1—K1—O1 | 107.67 (15) |
O3—C15—H15A | 109.9 | O2—K1—O1 | 54.79 (9) |
C16—C15—H15A | 109.9 | O4—K1—C173ii | 79.66 (14) |
K1—C15—H15A | 71.6 | O6—K1—C173ii | 97.79 (16) |
O3—C15—H15B | 109.9 | O5—K1—C173ii | 89.81 (12) |
C16—C15—H15B | 109.9 | O3—K1—C173ii | 73.25 (16) |
K1—C15—H15B | 160.5 | N1—K1—C173ii | 165.13 (19) |
H15A—C15—H15B | 108.3 | O2—K1—C173ii | 73.82 (13) |
O4—C16—C15 | 107.9 (4) | O1—K1—C173ii | 85.57 (14) |
O4—C16—H16A | 110.1 | O4—K1—C172ii | 90.46 (13) |
C15—C16—H16A | 110.1 | O6—K1—C172ii | 74.13 (16) |
O4—C16—H16B | 110.1 | O5—K1—C172ii | 78.17 (14) |
C15—C16—H16B | 110.1 | O3—K1—C172ii | 96.91 (16) |
H16A—C16—H16B | 108.4 | N1—K1—C172ii | 165.76 (17) |
C171—C17—O4 | 124.6 (5) | O2—K1—C172ii | 85.18 (14) |
C171—C17—C18 | 120.0 (5) | O1—K1—C172ii | 74.94 (13) |
O4—C17—C18 | 115.3 (4) | C173ii—K1—C172ii | 23.67 (16) |
C174—C18—O5 | 124.9 (5) | O4—K1—C15 | 44.48 (11) |
C174—C18—C17 | 119.5 (5) | O6—K1—C15 | 160.26 (12) |
O5—C18—C17 | 115.6 (4) | O5—K1—C15 | 99.93 (12) |
O5—C19—C20 | 108.6 (4) | O3—K1—C15 | 24.98 (12) |
O5—C19—H19A | 110.0 | N1—K1—C15 | 76.95 (16) |
C20—C19—H19A | 110.0 | O2—K1—C15 | 83.78 (12) |
O5—C19—H19B | 110.0 | O1—K1—C15 | 138.11 (12) |
C20—C19—H19B | 110.0 | C173ii—K1—C15 | 88.70 (17) |
H19A—C19—H19B | 108.4 | C172ii—K1—C15 | 110.83 (16) |
O6—C20—C19 | 109.4 (3) | O4—K1—C14 | 84.36 (12) |
O6—C20—K1 | 50.62 (18) | O6—K1—C14 | 157.37 (12) |
C19—C20—K1 | 86.3 (2) | O5—K1—C14 | 140.91 (12) |
O6—C20—H20A | 109.8 | O3—K1—C14 | 24.32 (12) |
C19—C20—H20A | 109.8 | N1—K1—C14 | 85.90 (17) |
K1—C20—H20A | 159.1 | O2—K1—C14 | 43.60 (13) |
O6—C20—H20B | 109.8 | O1—K1—C14 | 96.92 (13) |
C19—C20—H20B | 109.8 | C173ii—K1—C14 | 85.80 (18) |
K1—C20—H20B | 77.0 | C172ii—K1—C14 | 107.87 (18) |
H20A—C20—H20B | 108.2 | C15—K1—C14 | 41.23 (13) |
O6—C21—C22 | 108.6 (4) | O4—K1—C21 | 140.27 (12) |
O6—C21—K1 | 51.36 (19) | O6—K1—C21 | 24.25 (11) |
C22—C21—K1 | 88.3 (2) | O5—K1—C21 | 84.07 (11) |
O6—C21—H21A | 110.0 | O3—K1—C21 | 157.50 (12) |
C22—C21—H21A | 110.0 | N1—K1—C21 | 85.96 (16) |
K1—C21—H21A | 74.1 | O2—K1—C21 | 97.39 (12) |
O6—C21—H21B | 110.0 | O1—K1—C21 | 43.89 (12) |
C22—C21—H21B | 110.0 | C173ii—K1—C21 | 108.63 (17) |
K1—C21—H21B | 158.5 | C172ii—K1—C21 | 86.84 (16) |
H21A—C21—H21B | 108.3 | C15—K1—C21 | 162.31 (13) |
O1—C22—C21 | 107.9 (4) | C14—K1—C21 | 133.95 (14) |
O1—C22—H22A | 110.1 | ||
S1i—Pt1—S1—C1 | −17 (100) | C19—O5—K1—C14 | 171.8 (3) |
S2—Pt1—S1—C1 | 159.79 (19) | C18—O5—K1—C21 | 169.5 (3) |
S2i—Pt1—S1—C1 | −20.21 (19) | C19—O5—K1—C21 | 3.7 (3) |
S1i—Pt1—S2—C2 | 154.7 (2) | C14—O3—K1—O4 | −154.3 (3) |
S1—Pt1—S2—C2 | −25.3 (2) | C15—O3—K1—O4 | −39.2 (3) |
S2i—Pt1—S2—C2 | 130 (100) | C14—O3—K1—O6 | 110.9 (7) |
K1—N1—C1—S1 | −114 (4) | C15—O3—K1—O6 | −133.9 (6) |
Pt1—S1—C1—N1 | −158 (4) | C14—O3—K1—O5 | −160.9 (3) |
Pt1—S2—C2—N2 | 164 (12) | C15—O3—K1—O5 | −45.8 (3) |
C22—O1—C11—C112 | −0.1 (6) | C14—O3—K1—N1 | −69.8 (3) |
K1—O1—C11—C112 | 149.5 (4) | C15—O3—K1—N1 | 45.4 (3) |
C22—O1—C11—C12 | 179.9 (4) | C14—O3—K1—O2 | 38.3 (3) |
K1—O1—C11—C12 | −30.5 (5) | C15—O3—K1—O2 | 153.4 (3) |
C13—O2—C12—C115 | −1.3 (7) | C14—O3—K1—O1 | 42.3 (3) |
K1—O2—C12—C115 | −150.4 (4) | C15—O3—K1—O1 | 157.4 (3) |
C13—O2—C12—C11 | 179.1 (4) | C14—O3—K1—C173ii | 118.7 (3) |
K1—O2—C12—C11 | 30.1 (5) | C15—O3—K1—C173ii | −126.2 (3) |
O1—C11—C12—O2 | 0.3 (6) | C14—O3—K1—C172ii | 118.8 (3) |
C112—C11—C12—O2 | −179.7 (4) | C15—O3—K1—C172ii | −126.0 (3) |
O1—C11—C12—C115 | −179.3 (4) | C14—O3—K1—C15 | −115.1 (4) |
C112—C11—C12—C115 | 0.7 (7) | C15—O3—K1—C14 | 115.1 (4) |
C12—O2—C13—C14 | −178.5 (4) | C14—O3—K1—C21 | 20.4 (5) |
K1—O2—C13—C14 | −27.8 (6) | C15—O3—K1—C21 | 135.5 (4) |
C15—O3—C14—C13 | 179.5 (4) | C1—N1—K1—O4 | −100.4 (7) |
K1—O3—C14—C13 | −73.4 (4) | C1—N1—K1—O6 | 17.7 (7) |
C15—O3—C14—K1 | −107.1 (4) | C1—N1—K1—O5 | −43.7 (7) |
O2—C13—C14—O3 | 70.2 (6) | C1—N1—K1—O3 | −162.1 (6) |
O2—C13—C14—K1 | 20.6 (4) | C1—N1—K1—O2 | 136.9 (6) |
C14—O3—C15—C16 | −178.6 (4) | C1—N1—K1—O1 | 79.1 (7) |
K1—O3—C15—C16 | 72.7 (4) | C1—N1—K1—C173ii | −128.7 (7) |
C14—O3—C15—K1 | 108.7 (4) | C1—N1—K1—C172ii | −19.4 (12) |
C17—O4—C16—C15 | −172.0 (4) | C1—N1—K1—C15 | −144.2 (7) |
K1—O4—C16—C15 | 22.9 (5) | C1—N1—K1—C14 | 175.1 (7) |
O3—C15—C16—O4 | −67.6 (5) | C1—N1—K1—C21 | 40.4 (7) |
K1—C15—C16—O4 | −16.7 (3) | C12—O2—K1—O4 | 131.8 (3) |
C16—O4—C17—C171 | −0.9 (6) | C13—O2—K1—O4 | −18.3 (4) |
K1—O4—C17—C171 | 162.8 (3) | C12—O2—K1—O6 | −25.5 (3) |
C16—O4—C17—C18 | 178.4 (4) | C13—O2—K1—O6 | −175.6 (4) |
K1—O4—C17—C18 | −17.9 (5) | C12—O2—K1—O5 | 52.0 (5) |
C19—O5—C18—C174 | 1.5 (6) | C13—O2—K1—O5 | −98.0 (5) |
K1—O5—C18—C174 | −164.1 (3) | C12—O2—K1—O3 | 144.9 (3) |
C19—O5—C18—C17 | −178.4 (4) | C13—O2—K1—O3 | −5.2 (4) |
K1—O5—C18—C17 | 16.0 (5) | C12—O2—K1—N1 | −130.1 (3) |
C171—C17—C18—C174 | 0.4 (6) | C13—O2—K1—N1 | 79.9 (4) |
O4—C17—C18—C174 | −178.9 (4) | C12—O2—K1—O1 | −30.7 (3) |
C171—C17—C18—O5 | −179.7 (4) | C13—O2—K1—O1 | 179.2 (4) |
O4—C17—C18—O5 | 1.0 (5) | C12—O2—K1—C173ii | 65.4 (3) |
C18—O5—C19—C20 | 169.5 (3) | C13—O2—K1—C173ii | −84.7 (4) |
K1—O5—C19—C20 | −23.9 (4) | C12—O2—K1—C172ii | 44.2 (3) |
C21—O6—C20—C19 | 178.8 (4) | C13—O2—K1—C172ii | −105.8 (4) |
K1—O6—C20—C19 | −67.8 (4) | C12—O2—K1—C15 | 155.8 (3) |
C21—O6—C20—K1 | −113.4 (4) | C13—O2—K1—C15 | 5.8 (4) |
O5—C19—C20—O6 | 62.8 (5) | C12—O2—K1—C14 | 166.6 (4) |
O5—C19—C20—K1 | 17.0 (3) | C13—O2—K1—C14 | 16.5 (4) |
C20—O6—C21—C22 | −173.9 (3) | C12—O2—K1—C21 | −41.9 (3) |
K1—O6—C21—C22 | 71.9 (4) | C13—O2—K1—C21 | 168.0 (4) |
C20—O6—C21—K1 | 114.2 (3) | C11—O1—K1—O4 | −51.1 (5) |
C11—O1—C22—C21 | 175.9 (4) | C22—O1—K1—O4 | 99.4 (5) |
K1—O1—C22—C21 | 24.7 (5) | C11—O1—K1—O6 | −143.6 (3) |
O6—C21—C22—O1 | −66.3 (5) | C22—O1—K1—O6 | 6.8 (3) |
K1—C21—C22—O1 | −18.3 (3) | C11—O1—K1—O5 | −129.3 (3) |
O1—C11—C112—C113 | −179.4 (5) | C22—O1—K1—O5 | 21.2 (3) |
C12—C11—C112—C113 | 0.5 (7) | C11—O1—K1—O3 | 26.7 (3) |
C11—C112—C113—C114 | −1.3 (9) | C22—O1—K1—O3 | 177.2 (3) |
O2—C12—C115—C114 | 179.2 (5) | C11—O1—K1—N1 | 130.8 (3) |
C11—C12—C115—C114 | −1.3 (8) | C22—O1—K1—N1 | −78.7 (3) |
C112—C113—C114—C115 | 0.7 (10) | C11—O1—K1—O2 | 31.0 (3) |
C12—C115—C114—C113 | 0.5 (10) | C22—O1—K1—O2 | −178.5 (3) |
O4—C17—C171—C172 | 177.8 (4) | C11—O1—K1—C173ii | −42.3 (3) |
C18—C17—C171—C172 | −1.4 (6) | C22—O1—K1—C173ii | 108.2 (3) |
C17—C171—C172—C173 | 0.6 (8) | C11—O1—K1—C172ii | −63.8 (3) |
C17—C171—C172—K1ii | 90.7 (5) | C22—O1—K1—C172ii | 86.7 (3) |
C171—C172—C173—C174 | 1.1 (8) | C11—O1—K1—C15 | 40.8 (4) |
K1ii—C172—C173—C174 | −109.9 (5) | C22—O1—K1—C15 | −168.7 (3) |
C171—C172—C173—K1ii | 111.0 (5) | C11—O1—K1—C14 | 42.9 (3) |
O5—C18—C174—C173 | −178.5 (4) | C22—O1—K1—C14 | −166.6 (3) |
C17—C18—C174—C173 | 1.4 (7) | C11—O1—K1—C21 | −165.1 (4) |
C172—C173—C174—C18 | −2.1 (8) | C22—O1—K1—C21 | −14.7 (3) |
K1ii—C173—C174—C18 | −91.8 (5) | O3—C15—K1—O4 | 127.2 (3) |
C17—O4—K1—O6 | 14.5 (3) | C16—C15—K1—O4 | 11.9 (2) |
C16—O4—K1—O6 | 178.6 (3) | O3—C15—K1—O6 | 160.4 (3) |
C17—O4—K1—O5 | 17.8 (3) | C16—C15—K1—O6 | 45.1 (5) |
C16—O4—K1—O5 | −178.1 (3) | O3—C15—K1—O5 | 140.2 (3) |
C17—O4—K1—O3 | −155.2 (3) | C16—C15—K1—O5 | 24.9 (3) |
C16—O4—K1—O3 | 8.8 (3) | C16—C15—K1—O3 | −115.3 (4) |
C17—O4—K1—N1 | 108.3 (3) | O3—C15—K1—N1 | −133.3 (3) |
C16—O4—K1—N1 | −87.6 (3) | C16—C15—K1—N1 | 111.4 (3) |
C17—O4—K1—O2 | −142.2 (3) | O3—C15—K1—O2 | −23.2 (3) |
C16—O4—K1—O2 | 21.8 (3) | C16—C15—K1—O2 | −138.5 (3) |
C17—O4—K1—O1 | −69.9 (5) | O3—C15—K1—O1 | −31.2 (3) |
C16—O4—K1—O1 | 94.2 (5) | C16—C15—K1—O1 | −146.5 (3) |
C17—O4—K1—C173ii | −78.8 (3) | O3—C15—K1—C173ii | 50.7 (3) |
C16—O4—K1—C173ii | 85.3 (3) | C16—C15—K1—C173ii | −64.6 (3) |
C17—O4—K1—C172ii | −57.6 (3) | O3—C15—K1—C172ii | 59.2 (3) |
C16—O4—K1—C172ii | 106.4 (3) | C16—C15—K1—C172ii | −56.1 (3) |
C17—O4—K1—C15 | −177.6 (4) | O3—C15—K1—C14 | −34.5 (3) |
C16—O4—K1—C15 | −13.5 (3) | C16—C15—K1—C14 | −149.7 (4) |
C17—O4—K1—C14 | −165.6 (3) | O3—C15—K1—C21 | −118.0 (4) |
C16—O4—K1—C14 | −1.5 (3) | C16—C15—K1—C21 | 126.7 (4) |
C17—O4—K1—C21 | 28.0 (4) | O3—C14—K1—O4 | 22.6 (3) |
C16—O4—K1—C21 | −168.0 (3) | C13—C14—K1—O4 | 136.4 (4) |
C20—O6—K1—O4 | 39.6 (3) | O3—C14—K1—O6 | −157.6 (3) |
C21—O6—K1—O4 | 158.8 (3) | C13—C14—K1—O6 | −43.8 (6) |
C20—O6—K1—O5 | 36.5 (2) | O3—C14—K1—O5 | 27.1 (4) |
C21—O6—K1—O5 | 155.7 (3) | C13—C14—K1—O5 | 140.9 (3) |
C20—O6—K1—O3 | 129.6 (6) | C13—C14—K1—O3 | 113.8 (5) |
C21—O6—K1—O3 | −111.3 (7) | O3—C14—K1—N1 | 110.3 (3) |
C20—O6—K1—N1 | −49.7 (3) | C13—C14—K1—N1 | −136.0 (4) |
C21—O6—K1—N1 | 69.4 (3) | O3—C14—K1—O2 | −128.2 (4) |
C20—O6—K1—O2 | −162.2 (2) | C13—C14—K1—O2 | −14.5 (3) |
C21—O6—K1—O2 | −43.0 (3) | O3—C14—K1—O1 | −142.4 (3) |
C20—O6—K1—O1 | −157.4 (3) | C13—C14—K1—O1 | −28.6 (4) |
C21—O6—K1—O1 | −38.2 (3) | O3—C14—K1—C173ii | −57.4 (3) |
C20—O6—K1—C173ii | 122.1 (3) | C13—C14—K1—C173ii | 56.4 (4) |
C21—O6—K1—C173ii | −118.8 (3) | O3—C14—K1—C172ii | −66.0 (3) |
C20—O6—K1—C172ii | 121.4 (3) | C13—C14—K1—C172ii | 47.7 (4) |
C21—O6—K1—C172ii | −119.4 (3) | O3—C14—K1—C15 | 35.5 (3) |
C20—O6—K1—C15 | 13.8 (5) | C13—C14—K1—C15 | 149.2 (5) |
C21—O6—K1—C15 | 133.0 (4) | O3—C14—K1—C21 | −169.3 (3) |
C20—O6—K1—C14 | −140.1 (4) | C13—C14—K1—C21 | −55.6 (4) |
C21—O6—K1—C14 | −20.9 (5) | O6—C21—K1—O4 | −29.9 (4) |
C20—O6—K1—C21 | −119.2 (4) | C22—C21—K1—O4 | −145.5 (3) |
C18—O5—K1—O4 | −17.0 (3) | C22—C21—K1—O6 | −115.7 (4) |
C19—O5—K1—O4 | 177.2 (3) | O6—C21—K1—O5 | −21.4 (3) |
C18—O5—K1—O6 | 159.7 (3) | C22—C21—K1—O5 | −137.1 (3) |
C19—O5—K1—O6 | −6.1 (3) | O6—C21—K1—O3 | 157.5 (3) |
C18—O5—K1—O3 | −10.1 (3) | C22—C21—K1—O3 | 41.8 (5) |
C19—O5—K1—O3 | −175.8 (3) | O6—C21—K1—N1 | −110.7 (3) |
C18—O5—K1—N1 | −104.5 (3) | C22—C21—K1—N1 | 133.7 (3) |
C19—O5—K1—N1 | 89.7 (3) | O6—C21—K1—O2 | 141.8 (3) |
C18—O5—K1—O2 | 73.5 (5) | C22—C21—K1—O2 | 26.1 (3) |
C19—O5—K1—O2 | −92.3 (4) | O6—C21—K1—O1 | 128.5 (3) |
C18—O5—K1—O1 | 145.4 (3) | C22—C21—K1—O1 | 12.8 (3) |
C19—O5—K1—O1 | −20.4 (3) | O6—C21—K1—C173ii | 66.4 (3) |
C18—O5—K1—C173ii | 60.7 (3) | C22—C21—K1—C173ii | −49.3 (3) |
C19—O5—K1—C173ii | −105.1 (3) | O6—C21—K1—C172ii | 57.0 (3) |
C18—O5—K1—C172ii | 81.5 (3) | C22—C21—K1—C172ii | −58.6 (3) |
C19—O5—K1—C172ii | −84.3 (3) | O6—C21—K1—C15 | −125.5 (4) |
C18—O5—K1—C15 | −27.9 (3) | C22—C21—K1—C15 | 118.8 (5) |
C19—O5—K1—C15 | 166.3 (3) | O6—C21—K1—C14 | 169.0 (3) |
C18—O5—K1—C14 | −22.4 (4) | C22—C21—K1—C14 | 53.3 (4) |
Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x, −y, −z. |
Experimental details
Crystal data | |
Chemical formula | [K(C20H24O6)]2[Pt(SCN)4] |
Mr | 1226.40 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 8.553 (5), 13.127 (3), 11.819 (3) |
α, β, γ (°) | 106.21 (2), 82.77 (3), 99.72 (3) |
V (Å3) | 1251.6 (8) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 3.20 |
Crystal size (mm) | 0.30 × 0.25 × 0.25 |
Data collection | |
Diffractometer | Enraf-Nonius CAD-4 diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.400, 0.449 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 4702, 4487, 4124 |
Rint | 0.014 |
(sin θ/λ)max (Å−1) | 0.598 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.025, 0.075, 0.91 |
No. of reflections | 4487 |
No. of parameters | 304 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.17, −0.56 |
Computer programs: CAD-4 Manual (Enraf-Nonius, 1988), CAD-4 Manual, SDP-Plus (Frenz, 1985), DIRDIF96 (Beurskens et al., 1996), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1996), SHELXL97.
Pt1—S1 | 2.3064 (13) | O4—C16 | 1.437 (5) |
Pt1—S2 | 2.3232 (13) | O4—K1 | 2.716 (3) |
N1—K1 | 2.792 (5) | O5—C18 | 1.380 (5) |
O1—C11 | 1.360 (6) | O5—C19 | 1.436 (5) |
O1—C22 | 1.440 (6) | O5—K1 | 2.729 (3) |
O1—K1 | 2.795 (3) | O6—C20 | 1.416 (6) |
O2—C12 | 1.377 (6) | O6—C21 | 1.430 (6) |
O2—C13 | 1.433 (6) | O6—K1 | 2.720 (3) |
O2—K1 | 2.793 (3) | C172—K1i | 3.288 (6) |
O3—C14 | 1.425 (6) | C173—K1i | 3.279 (6) |
O3—C15 | 1.428 (6) | K1—C173i | 3.279 (6) |
O3—K1 | 2.749 (3) | K1—C172i | 3.288 (6) |
O4—C17 | 1.372 (5) | ||
S1ii—Pt1—S1 | 180.0 | O6—K1—O2 | 115.92 (10) |
S1ii—Pt1—S2 | 90.10 (5) | O5—K1—O2 | 163.19 (10) |
O4—K1—O6 | 118.27 (10) | O3—K1—O2 | 61.05 (10) |
O4—K1—O5 | 56.68 (9) | O4—K1—O1 | 165.05 (10) |
O6—K1—O5 | 61.67 (10) | O6—K1—O1 | 61.33 (10) |
O4—K1—O3 | 62.10 (10) | O5—K1—O1 | 121.47 (10) |
O6—K1—O3 | 170.96 (10) | O3—K1—O1 | 115.70 (10) |
O5—K1—O3 | 118.43 (10) | O2—K1—O1 | 54.79 (9) |
O4—K1—O2 | 121.89 (10) | C173i—K1—C172i | 23.67 (16) |
S2—Pt1—S1—C1 | 159.79 (19) |
Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y, −z+1. |
In 1981, Sunner showed for the first time that K+ binds to benzene in the gas phase (Sunner et al., 1981). The cation–π interaction has become a major goal in physical organic chemistry (Ma et al., 1997). The potential for such an interaction has always been evident from an electrostatic analysis of benzene. Some X-ray single-crystal diffraction analyses of this kind of compound also demonstrated the K+···π interaction, for example, K+–benzene or –phenyl (Eaborn et al., 1995), K+–phospholide anions (Paul et al., 1996), K+–boratabenzene (Hoic et al., 1997) and K+–calixarenes (Beer et al., 1994). We have also synthesized and characterized a series metal complexes with macrocyclic ligands (Wang et al., 1987, 1991). We report here the synthesis and crystal structure of the novel complex of DB18C6 with K2[Pt(SCN)4], namely [2,5,8,15,18,21-hexaoxatricyclo[20.4.0.19,14]hexacosa- 1(22)9(14),10,12,23,25-hexadiene-κ6O]potassium(I) tetrakis(thiocyanato-S)platinum(II), (I), which has cation–π interactions.
The title compound consists of two [K(DB18C6)]+ complex cations and a [Pt(SCN)4]2− complex anion. The Pt atom lies on a crystallographic center of symmetry and is coordinated by four S atoms from four SCN groups to form the regular square-planar complex anion [Pt(SCN)4]2−. The coordination environment of the K+ cation is, however, very unusual. The K+ ion is anchored in the crown-ether cavity forming the K(C12H24O6)+ complex cation (Beer et al., 1994). The principal interactions of the K+ cation involve the six O atoms of the crown [K1—O bond lengths vary from 2.716 (3) to 2.795 (3) Å] and one N atom from the SCN group at the distance of 2.792 (5) Å. The reminder of its coordinating sphere is made up of close K···C contacts with the phenyl ring of the DB18-crown-6 in another molecule, thus forming a K···C-bridged quasi-one-dimensional infinite chain. The K1···C172 and K1···C173 distances of 3.288 (6) and 3.279 (6) Å, respectively, are similar to those in other quasi-one-dimensional infinite-chain structures, such as K[Nd(O-2,6-iPr2—C6H3)4] (3.30 Å; Wang et al., 1987) and KBPh4 (3.29 Å; Clack et al., 1992).
In the crown-ether ring, the average C—C and C—O bond distances are 1.432 and 1.426 Å, and the average O—-C–C and C—O—C angles are 109.3 and 111.2%, respectively. These values are similar to those reported elsewhere (Wang et al., 1987, 1991).