Acta Cryst. (2008). E64, m489 [ doi:10.1107/S160053680800442X ]
The title complex, bis(![[mu]](/logos/entities/mu_rmgif.gif)
-benzene-18-crown-6)-3![[kappa]](/logos/entities/kappa_rmgif.gif)
6O:4O;46O:3O-bis(benzene-18-crown-6)-16O,66O-tetra--thiocyanato-1:22S:N;2:32N:S;4:52S:N;5:62N:S-dithiocyanato-2N,5N-2,5-dicopper(I)-1,3,4,6-tetrapotassium(I), [K4Cu2(NCS)6(C16H24O6)4] or {[K(C16H24O6)]4[Cu(NCS)3]2}, consists of four [K(benzene-18-crown-6)]+ cations and two [Cu(NCS)3]2- anions, forming a dimeric structure with site symmetry 
. In each [Cu(NCS)3]2- anion, the CuI atom is coordinated by three N atoms of thiocyanate ligands in a trigonal-planar coordination geometry. Each [Cu(NCS)3]2- anion bridges two [K(benzene-18-crown-6)]+ cations, with K-S distances of 3.317 (3) and 3.198 (3) Å, and two [K(benzene-18-crown-6)]+ cations are linked across a crystallographic centre of inversion, with K-O distances of 2.903 (5) Å.
Cu(NCS) (0.1853 g, 1.5 mmol) and K(NCS) (0.1448 g, 1.5 mmol) in 15 ml absolute alcohol were refluxed for 4 h, then benzene-18-crown-6 (0.4675 g, 1.5 mmol) was added slowly and the mixture was refluxed for a further 4 h. After cooling to room temperature, the mixture was filtered and the solid recrystallized from diethyl ether. Elemental analysis: calculated C 44.69, H 5.14, N 4.47%; found: C 44.76, H 5.17, N 4.51%.
H atoms were positioned geometrically and refined using a riding model with C—H = 0.93–0.97 Å and Uiso(H) = 1.2Ueq(C).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
![[Figure 1]](./bi2279fig1thm.gif)
| Fig. 1. The title complex (H atoms omitted) showing the numbering scheme for Cu, K, N and S atoms. Displacement ellipsoids are drawn at the 30% probability level. Atoms with the suffix A are generated by the symmetry operator 1 - x, -y, 1 - z. |
| [K4Cu2(NCS)6(C16H24O6)4] | Z = 1 |
| Mr = 1881.36 | F000 = 980 |
| Triclinic, P1 | Dx = 1.431 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation λ = 0.71073 Å |
| a = 9.702 (3) Å | Cell parameters from 1026 reflections |
| b = 13.119 (4) Å | θ = 2.3–19.0º |
| c = 17.968 (6) Å | µ = 0.89 mm−1 |
| α = 91.015 (6)º | T = 273 (2) K |
| β = 97.167 (6)º | Block, green |
| γ = 105.558 (6)º | 0.49 × 0.21 × 0.16 mm |
| V = 2182.9 (12) Å3 |
| Bruker SMART CCD diffractometer | 7633 independent reflections |
| Radiation source: fine-focus sealed tube | 2441 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.077 |
| T = 273(2) K | θmax = 25.0º |
| ω scans | θmin = 1.9º |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→11 |
| Tmin = 0.669, Tmax = 0.870 | k = −11→15 |
| 11606 measured reflections | l = −21→19 |
| 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)] = 0.062 | H-atom parameters constrained |
| wR(F2) = 0.160 | w = 1/[σ2(Fo2) + (0.0464P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 0.85 | (Δ/σ)max < 0.001 |
| 7633 reflections | Δρmax = 0.41 e Å−3 |
| 505 parameters | Δρmin = −0.34 e Å−3 |
| Primary atom site location: structure-invariant direct methods | Extinction correction: none |
| [K4Cu2(NCS)6(C16H24O6)4] | γ = 105.558 (6)º |
| Mr = 1881.36 | V = 2182.9 (12) Å3 |
| Triclinic, P1 | Z = 1 |
| a = 9.702 (3) Å | Mo Kα |
| b = 13.119 (4) Å | µ = 0.89 mm−1 |
| c = 17.968 (6) Å | T = 273 (2) K |
| α = 91.015 (6)º | 0.49 × 0.21 × 0.16 mm |
| β = 97.167 (6)º |
| Bruker SMART CCD diffractometer | 7633 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2441 reflections with I > 2σ(I) |
| Tmin = 0.669, Tmax = 0.870 | Rint = 0.077 |
| 11606 measured reflections |
| R[F2 > 2σ(F2)] = 0.062 | 505 parameters |
| wR(F2) = 0.160 | H-atom parameters constrained |
| S = 0.85 | Δρmax = 0.41 e Å−3 |
| 7633 reflections | Δρmin = −0.34 e Å−3 |
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 | ||
| Cu1 | −0.10846 (12) | −0.10295 (8) | 0.25933 (6) | 0.0631 (4) | |
| K1 | 0.35951 (18) | −0.15952 (12) | 0.48793 (9) | 0.0492 (5) | |
| K2 | −0.03041 (19) | 0.27283 (12) | 0.09562 (10) | 0.0566 (5) | |
| N1 | −0.0459 (8) | −0.1929 (6) | 0.3274 (4) | 0.072 (2) | |
| N2 | 0.0190 (8) | 0.0283 (5) | 0.2376 (4) | 0.066 (2) | |
| N3 | −0.2976 (8) | −0.1432 (5) | 0.2030 (4) | 0.065 (2) | |
| O1 | 0.4114 (6) | −0.3250 (4) | 0.5657 (3) | 0.0529 (14) | |
| O2 | 0.4960 (5) | −0.2967 (4) | 0.4361 (3) | 0.0490 (14) | |
| O3 | 0.4511 (5) | −0.1319 (4) | 0.3487 (3) | 0.0501 (14) | |
| O4 | 0.3773 (5) | 0.0397 (4) | 0.4201 (3) | 0.0502 (14) | |
| O5 | 0.1858 (5) | −0.0452 (4) | 0.5271 (3) | 0.0542 (14) | |
| O6 | 0.2402 (5) | −0.2078 (4) | 0.6189 (3) | 0.0523 (14) | |
| O7 | −0.2852 (5) | 0.2777 (4) | 0.1540 (3) | 0.0526 (15) | |
| O8 | −0.0563 (6) | 0.4250 (4) | 0.1980 (3) | 0.0598 (15) | |
| O9 | 0.1587 (6) | 0.4733 (4) | 0.1018 (3) | 0.0632 (16) | |
| O10 | 0.1230 (6) | 0.3411 (4) | −0.0244 (3) | 0.0571 (15) | |
| O11 | −0.0473 (6) | 0.1308 (4) | −0.0203 (3) | 0.0626 (16) | |
| O12 | −0.2782 (6) | 0.1135 (4) | 0.0589 (3) | 0.0632 (16) | |
| S1 | 0.0692 (3) | −0.34102 (19) | 0.40627 (13) | 0.0706 (7) | |
| S2 | 0.2182 (3) | 0.21181 (19) | 0.20496 (16) | 0.0946 (9) | |
| S3 | −0.5419 (3) | −0.21268 (18) | 0.09955 (14) | 0.0814 (8) | |
| C1 | 0.5322 (8) | −0.3583 (6) | 0.5560 (5) | 0.043 (2) | |
| C2 | 0.6081 (10) | −0.4018 (6) | 0.6090 (5) | 0.064 (2) | |
| H2 | 0.5798 | −0.4109 | 0.6566 | 0.077* | |
| C3 | 0.7264 (10) | −0.4328 (7) | 0.5929 (6) | 0.075 (3) | |
| H3 | 0.7771 | −0.4632 | 0.6294 | 0.090* | |
| C4 | 0.7697 (10) | −0.4188 (7) | 0.5231 (6) | 0.075 (3) | |
| H4 | 0.8489 | −0.4403 | 0.5117 | 0.090* | |
| C5 | 0.6951 (9) | −0.3726 (6) | 0.4703 (5) | 0.058 (2) | |
| H5 | 0.7252 | −0.3617 | 0.4232 | 0.069* | |
| C6 | 0.5774 (9) | −0.3425 (6) | 0.4857 (5) | 0.045 (2) | |
| C7 | 0.5258 (9) | −0.2889 (6) | 0.3594 (4) | 0.057 (2) | |
| H7A | 0.5144 | −0.3588 | 0.3367 | 0.069* | |
| H7B | 0.6241 | −0.2467 | 0.3577 | 0.069* | |
| C8 | 0.4219 (9) | −0.2380 (6) | 0.3185 (4) | 0.058 (2) | |
| H8A | 0.4317 | −0.2378 | 0.2654 | 0.070* | |
| H8B | 0.3239 | −0.2771 | 0.3240 | 0.070* | |
| C9 | 0.3642 (8) | −0.0726 (6) | 0.3085 (4) | 0.057 (2) | |
| H9A | 0.2627 | −0.1046 | 0.3116 | 0.069* | |
| H9B | 0.3783 | −0.0711 | 0.2560 | 0.069* | |
| C10 | 0.4111 (8) | 0.0383 (6) | 0.3445 (5) | 0.062 (2) | |
| H10A | 0.5144 | 0.0669 | 0.3450 | 0.075* | |
| H10B | 0.3632 | 0.0832 | 0.3150 | 0.075* | |
| C11 | 0.2444 (8) | 0.0633 (6) | 0.4253 (5) | 0.058 (2) | |
| H11A | 0.1666 | 0.0118 | 0.3945 | 0.069* | |
| H11B | 0.2482 | 0.1329 | 0.4068 | 0.069* | |
| C12 | 0.2161 (9) | 0.0610 (6) | 0.5048 (5) | 0.062 (2) | |
| H12A | 0.2999 | 0.1046 | 0.5368 | 0.074* | |
| H12B | 0.1346 | 0.0890 | 0.5099 | 0.074* | |
| C13 | 0.1522 (8) | −0.0568 (6) | 0.6012 (5) | 0.062 (2) | |
| H13A | 0.0718 | −0.0280 | 0.6070 | 0.074* | |
| H13B | 0.2346 | −0.0182 | 0.6363 | 0.074* | |
| C14 | 0.1140 (8) | −0.1704 (6) | 0.6171 (4) | 0.061 (2) | |
| H14A | 0.0774 | −0.1800 | 0.6651 | 0.073* | |
| H14B | 0.0392 | −0.2105 | 0.5785 | 0.073* | |
| C15 | 0.2126 (9) | −0.3179 (6) | 0.6263 (4) | 0.062 (2) | |
| H15A | 0.1494 | −0.3554 | 0.5825 | 0.075* | |
| H15B | 0.1647 | −0.3378 | 0.6702 | 0.075* | |
| C16 | 0.3524 (9) | −0.3477 (6) | 0.6340 (4) | 0.057 (2) | |
| H16A | 0.4185 | −0.3072 | 0.6758 | 0.068* | |
| H16B | 0.3357 | −0.4225 | 0.6429 | 0.068* | |
| C17 | −0.3083 (9) | 0.3740 (6) | 0.1718 (4) | 0.041 (2) | |
| C18 | −0.4398 (9) | 0.3943 (6) | 0.1667 (4) | 0.053 (2) | |
| H18 | −0.5230 | 0.3411 | 0.1492 | 0.063* | |
| C19 | −0.4496 (10) | 0.4936 (8) | 0.1874 (4) | 0.062 (2) | |
| H19 | −0.5392 | 0.5072 | 0.1850 | 0.074* | |
| C20 | −0.3253 (11) | 0.5724 (6) | 0.2114 (4) | 0.063 (3) | |
| H20 | −0.3319 | 0.6394 | 0.2252 | 0.075* | |
| C21 | −0.1925 (9) | 0.5539 (6) | 0.2154 (4) | 0.055 (2) | |
| H21 | −0.1096 | 0.6082 | 0.2316 | 0.066* | |
| C22 | −0.1822 (8) | 0.4550 (6) | 0.1955 (4) | 0.041 (2) | |
| C23 | 0.0801 (9) | 0.5023 (7) | 0.2165 (5) | 0.073 (3) | |
| H23A | 0.1502 | 0.4686 | 0.2405 | 0.087* | |
| H23B | 0.0705 | 0.5561 | 0.2517 | 0.087* | |
| C24 | 0.1317 (9) | 0.5524 (6) | 0.1490 (5) | 0.078 (3) | |
| H24A | 0.0596 | 0.5825 | 0.1228 | 0.093* | |
| H24B | 0.2197 | 0.6089 | 0.1629 | 0.093* | |
| C25 | 0.2142 (9) | 0.5112 (6) | 0.0356 (5) | 0.072 (3) | |
| H25A | 0.3008 | 0.5694 | 0.0479 | 0.086* | |
| H25B | 0.1436 | 0.5367 | 0.0037 | 0.086* | |
| C26 | 0.2478 (9) | 0.4232 (7) | −0.0036 (4) | 0.069 (3) | |
| H26A | 0.2912 | 0.4483 | −0.0479 | 0.083* | |
| H26B | 0.3167 | 0.3973 | 0.0292 | 0.083* | |
| C27 | 0.1488 (10) | 0.2524 (6) | −0.0615 (5) | 0.086 (3) | |
| H27A | 0.2114 | 0.2218 | −0.0279 | 0.104* | |
| H27B | 0.1961 | 0.2747 | −0.1053 | 0.104* | |
| C28 | 0.0099 (11) | 0.1736 (6) | −0.0844 (5) | 0.077 (3) | |
| H28A | −0.0567 | 0.2067 | −0.1127 | 0.093* | |
| H28B | 0.0234 | 0.1176 | −0.1163 | 0.093* | |
| C29 | −0.1779 (10) | 0.0482 (6) | −0.0361 (5) | 0.071 (3) | |
| H29A | −0.1581 | −0.0139 | −0.0576 | 0.085* | |
| H29B | −0.2448 | 0.0707 | −0.0725 | 0.085* | |
| C30 | −0.2434 (9) | 0.0212 (6) | 0.0333 (5) | 0.075 (3) | |
| H30A | −0.3298 | −0.0376 | 0.0232 | 0.089* | |
| H30B | −0.1759 | 0.0014 | 0.0710 | 0.089* | |
| C31 | −0.3593 (9) | 0.0944 (6) | 0.1204 (5) | 0.072 (3) | |
| H31A | −0.2996 | 0.0822 | 0.1649 | 0.087* | |
| H31B | −0.4414 | 0.0327 | 0.1088 | 0.087* | |
| C32 | −0.4091 (9) | 0.1910 (5) | 0.1331 (5) | 0.073 (3) | |
| H32A | −0.4644 | 0.2052 | 0.0875 | 0.088* | |
| H32B | −0.4704 | 0.1802 | 0.1726 | 0.088* | |
| C33 | 0.0053 (8) | −0.2538 (7) | 0.3610 (4) | 0.050 (2) | |
| C34 | 0.1016 (9) | 0.1047 (7) | 0.2239 (4) | 0.055 (2) | |
| C35 | −0.3980 (10) | −0.1725 (6) | 0.1608 (5) | 0.054 (2) |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Cu1 | 0.0681 (8) | 0.0618 (7) | 0.0576 (7) | 0.0144 (6) | 0.0103 (6) | −0.0051 (6) |
| K1 | 0.0542 (12) | 0.0595 (12) | 0.0424 (11) | 0.0270 (10) | 0.0131 (9) | 0.0074 (9) |
| K2 | 0.0580 (13) | 0.0523 (11) | 0.0607 (13) | 0.0137 (10) | 0.0162 (10) | −0.0039 (10) |
| N1 | 0.070 (6) | 0.076 (6) | 0.067 (6) | 0.023 (4) | −0.005 (4) | 0.010 (4) |
| N2 | 0.069 (6) | 0.059 (5) | 0.064 (5) | 0.005 (4) | 0.013 (4) | −0.002 (4) |
| N3 | 0.063 (6) | 0.067 (5) | 0.062 (6) | 0.014 (4) | 0.009 (4) | 0.000 (4) |
| O1 | 0.065 (4) | 0.060 (3) | 0.047 (4) | 0.030 (3) | 0.026 (3) | 0.023 (3) |
| O2 | 0.061 (4) | 0.063 (4) | 0.035 (3) | 0.032 (3) | 0.016 (3) | 0.005 (3) |
| O3 | 0.053 (4) | 0.058 (4) | 0.043 (3) | 0.023 (3) | 0.002 (3) | 0.007 (3) |
| O4 | 0.041 (4) | 0.060 (4) | 0.052 (4) | 0.021 (3) | 0.000 (3) | 0.006 (3) |
| O5 | 0.052 (4) | 0.059 (4) | 0.056 (4) | 0.023 (3) | 0.009 (3) | −0.005 (3) |
| O6 | 0.060 (4) | 0.054 (4) | 0.051 (4) | 0.024 (3) | 0.017 (3) | 0.000 (3) |
| O7 | 0.050 (4) | 0.034 (3) | 0.072 (4) | 0.006 (3) | 0.018 (3) | −0.003 (3) |
| O8 | 0.047 (4) | 0.062 (4) | 0.064 (4) | 0.008 (3) | 0.003 (3) | −0.018 (3) |
| O9 | 0.075 (4) | 0.059 (4) | 0.054 (4) | 0.007 (3) | 0.026 (3) | 0.000 (3) |
| O10 | 0.066 (4) | 0.045 (3) | 0.066 (4) | 0.017 (3) | 0.024 (3) | 0.004 (3) |
| O11 | 0.079 (5) | 0.054 (4) | 0.060 (4) | 0.022 (3) | 0.019 (4) | 0.006 (3) |
| O12 | 0.071 (4) | 0.044 (3) | 0.082 (4) | 0.020 (3) | 0.027 (4) | 0.001 (3) |
| S1 | 0.0656 (17) | 0.0853 (17) | 0.0639 (17) | 0.0266 (14) | 0.0065 (13) | 0.0060 (14) |
| S2 | 0.0675 (19) | 0.0794 (18) | 0.124 (2) | 0.0000 (15) | 0.0018 (17) | 0.0385 (17) |
| S3 | 0.0670 (17) | 0.0811 (18) | 0.0795 (19) | −0.0015 (14) | −0.0045 (15) | 0.0047 (14) |
| C1 | 0.041 (5) | 0.042 (5) | 0.048 (6) | 0.020 (4) | −0.003 (5) | −0.007 (4) |
| C2 | 0.071 (7) | 0.072 (6) | 0.052 (6) | 0.031 (5) | −0.011 (5) | 0.000 (5) |
| C3 | 0.056 (7) | 0.079 (7) | 0.095 (9) | 0.037 (6) | −0.018 (6) | 0.001 (6) |
| C4 | 0.055 (7) | 0.079 (7) | 0.097 (9) | 0.034 (6) | 0.004 (7) | −0.007 (7) |
| C5 | 0.053 (6) | 0.055 (6) | 0.069 (7) | 0.020 (5) | 0.011 (5) | −0.003 (5) |
| C6 | 0.044 (6) | 0.039 (5) | 0.049 (6) | 0.010 (4) | −0.001 (5) | 0.001 (4) |
| C7 | 0.066 (6) | 0.061 (6) | 0.046 (6) | 0.017 (5) | 0.019 (5) | −0.012 (4) |
| C8 | 0.068 (7) | 0.069 (6) | 0.040 (5) | 0.017 (5) | 0.019 (5) | 0.003 (5) |
| C9 | 0.049 (6) | 0.090 (7) | 0.036 (5) | 0.027 (5) | −0.003 (4) | 0.013 (5) |
| C10 | 0.052 (6) | 0.071 (6) | 0.069 (7) | 0.030 (5) | −0.001 (5) | 0.020 (5) |
| C11 | 0.042 (6) | 0.064 (6) | 0.068 (7) | 0.022 (5) | −0.006 (5) | 0.012 (5) |
| C12 | 0.073 (7) | 0.055 (6) | 0.065 (7) | 0.035 (5) | −0.003 (5) | −0.009 (5) |
| C13 | 0.056 (6) | 0.076 (7) | 0.069 (7) | 0.041 (5) | 0.018 (5) | −0.004 (5) |
| C14 | 0.052 (6) | 0.075 (6) | 0.069 (6) | 0.033 (5) | 0.027 (5) | 0.004 (5) |
| C15 | 0.081 (7) | 0.067 (6) | 0.047 (6) | 0.023 (6) | 0.032 (5) | 0.021 (5) |
| C16 | 0.071 (7) | 0.056 (5) | 0.056 (6) | 0.029 (5) | 0.027 (5) | 0.030 (4) |
| C17 | 0.045 (6) | 0.055 (6) | 0.027 (5) | 0.015 (5) | 0.015 (4) | 0.013 (4) |
| C18 | 0.057 (6) | 0.050 (6) | 0.053 (6) | 0.017 (5) | 0.008 (5) | 0.000 (4) |
| C19 | 0.066 (7) | 0.091 (7) | 0.048 (6) | 0.045 (6) | 0.028 (5) | 0.010 (5) |
| C20 | 0.092 (8) | 0.053 (6) | 0.061 (6) | 0.043 (6) | 0.027 (6) | 0.010 (5) |
| C21 | 0.070 (7) | 0.055 (6) | 0.040 (5) | 0.015 (5) | 0.014 (5) | −0.009 (4) |
| C22 | 0.041 (5) | 0.050 (5) | 0.038 (5) | 0.019 (5) | 0.012 (4) | 0.002 (4) |
| C23 | 0.057 (7) | 0.086 (7) | 0.060 (7) | 0.001 (5) | −0.001 (5) | −0.023 (5) |
| C24 | 0.075 (7) | 0.058 (6) | 0.082 (8) | −0.012 (5) | 0.013 (6) | −0.021 (6) |
| C25 | 0.081 (7) | 0.062 (6) | 0.063 (7) | −0.004 (5) | 0.026 (6) | 0.005 (5) |
| C26 | 0.080 (8) | 0.087 (7) | 0.046 (6) | 0.020 (6) | 0.026 (5) | 0.013 (5) |
| C27 | 0.120 (10) | 0.059 (6) | 0.099 (8) | 0.033 (6) | 0.069 (8) | 0.010 (6) |
| C28 | 0.136 (10) | 0.057 (6) | 0.049 (6) | 0.037 (6) | 0.028 (7) | −0.003 (5) |
| C29 | 0.079 (7) | 0.045 (6) | 0.087 (8) | 0.014 (5) | 0.016 (6) | −0.016 (5) |
| C30 | 0.085 (7) | 0.058 (6) | 0.090 (8) | 0.025 (5) | 0.032 (6) | −0.004 (6) |
| C31 | 0.082 (7) | 0.035 (5) | 0.097 (8) | 0.001 (5) | 0.035 (6) | 0.006 (5) |
| C32 | 0.062 (6) | 0.035 (5) | 0.117 (8) | −0.004 (5) | 0.030 (6) | −0.008 (5) |
| C33 | 0.039 (5) | 0.066 (6) | 0.040 (5) | 0.009 (5) | 0.000 (4) | −0.012 (5) |
| C34 | 0.052 (6) | 0.067 (6) | 0.043 (6) | 0.022 (5) | −0.014 (5) | −0.002 (5) |
| C35 | 0.062 (7) | 0.045 (5) | 0.055 (6) | 0.014 (5) | 0.015 (5) | 0.002 (5) |
| Cu1—N1 | 1.873 (8) | C7—H7A | 0.970 |
| Cu1—N2 | 1.910 (7) | C7—H7B | 0.970 |
| Cu1—N3 | 1.915 (7) | C8—H8A | 0.970 |
| K1—O5 | 2.683 (5) | C8—H8B | 0.970 |
| K1—O2 | 2.718 (5) | C9—C10 | 1.510 (9) |
| K1—O1 | 2.727 (5) | C9—H9A | 0.970 |
| K1—O3 | 2.756 (5) | C9—H9B | 0.970 |
| K1—O6 | 2.761 (5) | C10—H10A | 0.970 |
| K1—O4 | 2.875 (5) | C10—H10B | 0.970 |
| K1—O4i | 2.903 (5) | C11—C12 | 1.489 (9) |
| K1—S1 | 3.317 (3) | C11—H11A | 0.970 |
| K2—O12 | 2.729 (5) | C11—H11B | 0.970 |
| K2—O11 | 2.730 (5) | C12—H12A | 0.970 |
| K2—O9 | 2.765 (5) | C12—H12B | 0.970 |
| K2—O8 | 2.773 (5) | C13—C14 | 1.479 (9) |
| K2—O10 | 2.797 (5) | C13—H13A | 0.970 |
| K2—O7 | 2.819 (5) | C13—H13B | 0.970 |
| K2—S2 | 3.198 (3) | C14—H14A | 0.970 |
| N1—C33 | 1.185 (9) | C14—H14B | 0.970 |
| N2—C34 | 1.155 (8) | C15—C16 | 1.501 (9) |
| N3—C35 | 1.129 (9) | C15—H15A | 0.970 |
| O1—C1 | 1.384 (8) | C15—H15B | 0.970 |
| O1—C16 | 1.421 (7) | C16—H16A | 0.970 |
| O2—C6 | 1.370 (8) | C16—H16B | 0.970 |
| O2—C7 | 1.443 (7) | C17—C18 | 1.364 (9) |
| O3—C8 | 1.426 (7) | C17—C22 | 1.402 (9) |
| O3—C9 | 1.435 (8) | C18—C19 | 1.379 (9) |
| O4—C11 | 1.419 (8) | C18—H18 | 0.930 |
| O4—C10 | 1.437 (8) | C19—C20 | 1.376 (10) |
| O4—K1i | 2.903 (5) | C19—H19 | 0.930 |
| O5—C13 | 1.411 (8) | C20—C21 | 1.367 (10) |
| O5—C12 | 1.420 (8) | C20—H20 | 0.930 |
| O6—C15 | 1.408 (7) | C21—C22 | 1.373 (9) |
| O6—C14 | 1.433 (8) | C21—H21 | 0.930 |
| O7—C17 | 1.379 (8) | C23—C24 | 1.468 (10) |
| O7—C32 | 1.421 (8) | C23—H23A | 0.970 |
| O8—C22 | 1.376 (8) | C23—H23B | 0.970 |
| O8—C23 | 1.431 (8) | C24—H24A | 0.970 |
| O9—C25 | 1.411 (8) | C24—H24B | 0.970 |
| O9—C24 | 1.427 (8) | C25—C26 | 1.470 (9) |
| O10—C26 | 1.392 (8) | C25—H25A | 0.970 |
| O10—C27 | 1.425 (8) | C25—H25B | 0.970 |
| O11—C28 | 1.400 (8) | C26—H26A | 0.970 |
| O11—C29 | 1.422 (8) | C26—H26B | 0.970 |
| O12—C31 | 1.423 (8) | C27—C28 | 1.468 (11) |
| O12—C30 | 1.425 (7) | C27—H27A | 0.970 |
| S1—C33 | 1.626 (9) | C27—H27B | 0.970 |
| S2—C34 | 1.622 (9) | C28—H28A | 0.970 |
| S3—C35 | 1.625 (9) | C28—H28B | 0.970 |
| C1—C2 | 1.359 (10) | C29—C30 | 1.476 (10) |
| C1—C6 | 1.388 (9) | C29—H29A | 0.970 |
| C2—C3 | 1.377 (10) | C29—H29B | 0.970 |
| C2—H2 | 0.930 | C30—H30A | 0.970 |
| C3—C4 | 1.372 (11) | C30—H30B | 0.970 |
| C3—H3 | 0.930 | C31—C32 | 1.495 (9) |
| C4—C5 | 1.369 (10) | C31—H31A | 0.970 |
| C4—H4 | 0.930 | C31—H31B | 0.970 |
| C5—C6 | 1.361 (9) | C32—H32A | 0.970 |
| C5—H5 | 0.930 | C32—H32B | 0.970 |
| C7—C8 | 1.483 (9) | ||
| N1—Cu1—N2 | 121.2 (3) | C10—C9—H9A | 110.3 |
| N1—Cu1—N3 | 121.5 (3) | O3—C9—H9B | 110.3 |
| N2—Cu1—N3 | 117.1 (3) | C10—C9—H9B | 110.3 |
| O5—K1—O2 | 170.74 (16) | H9A—C9—H9B | 108.6 |
| O5—K1—O1 | 123.77 (17) | O4—C10—C9 | 111.5 (6) |
| O2—K1—O1 | 56.17 (15) | O4—C10—H10A | 109.3 |
| O5—K1—O3 | 117.82 (17) | C9—C10—H10A | 109.3 |
| O2—K1—O3 | 61.31 (15) | O4—C10—H10B | 109.3 |
| O1—K1—O3 | 117.47 (16) | C9—C10—H10B | 109.3 |
| O5—K1—O6 | 62.87 (16) | H10A—C10—H10B | 108.0 |
| O2—K1—O6 | 116.73 (16) | O4—C11—C12 | 109.8 (6) |
| O1—K1—O6 | 60.98 (15) | O4—C11—H11A | 109.7 |
| O3—K1—O6 | 172.87 (16) | C12—C11—H11A | 109.7 |
| O5—K1—O4 | 62.10 (16) | O4—C11—H11B | 109.7 |
| O2—K1—O4 | 120.45 (16) | C12—C11—H11B | 109.7 |
| O1—K1—O4 | 165.95 (16) | H11A—C11—H11B | 108.2 |
| O3—K1—O4 | 61.15 (15) | O5—C12—C11 | 109.1 (6) |
| O6—K1—O4 | 122.24 (16) | O5—C12—H12A | 109.9 |
| O5—K1—O4i | 97.66 (15) | C11—C12—H12A | 109.9 |
| O2—K1—O4i | 91.54 (15) | O5—C12—H12B | 109.9 |
| O1—K1—O4i | 83.25 (14) | C11—C12—H12B | 109.9 |
| O3—K1—O4i | 98.96 (15) | H12A—C12—H12B | 108.3 |
| O6—K1—O4i | 87.85 (15) | O5—C13—C14 | 109.4 (6) |
| O4—K1—O4i | 83.24 (15) | O5—C13—H13A | 109.8 |
| O5—K1—S1 | 88.66 (12) | C14—C13—H13A | 109.8 |
| O2—K1—S1 | 82.11 (12) | O5—C13—H13B | 109.8 |
| O1—K1—S1 | 83.85 (12) | C14—C13—H13B | 109.8 |
| O3—K1—S1 | 87.91 (12) | H13A—C13—H13B | 108.2 |
| O6—K1—S1 | 85.01 (12) | O6—C14—C13 | 109.0 (6) |
| O4—K1—S1 | 109.70 (12) | O6—C14—H14A | 109.9 |
| O4i—K1—S1 | 167.06 (11) | C13—C14—H14A | 109.9 |
| O12—K2—O11 | 60.81 (17) | O6—C14—H14B | 109.9 |
| O12—K2—O9 | 158.87 (17) | C13—C14—H14B | 109.9 |
| O11—K2—O9 | 120.39 (18) | H14A—C14—H14B | 108.3 |
| O12—K2—O8 | 113.47 (17) | O6—C15—C16 | 109.4 (6) |
| O11—K2—O8 | 169.50 (18) | O6—C15—H15A | 109.8 |
| O9—K2—O8 | 61.31 (15) | C16—C15—H15A | 109.8 |
| O12—K2—O10 | 114.86 (17) | O6—C15—H15B | 109.8 |
| O11—K2—O10 | 61.28 (16) | C16—C15—H15B | 109.8 |
| O9—K2—O10 | 59.47 (15) | H15A—C15—H15B | 108.2 |
| O8—K2—O10 | 118.10 (16) | O1—C16—C15 | 107.2 (6) |
| O12—K2—O7 | 59.33 (15) | O1—C16—H16A | 110.3 |
| O11—K2—O7 | 118.88 (17) | C15—C16—H16A | 110.3 |
| O9—K2—O7 | 111.00 (15) | O1—C16—H16B | 110.3 |
| O8—K2—O7 | 54.23 (15) | C15—C16—H16B | 110.3 |
| O10—K2—O7 | 141.73 (16) | H16A—C16—H16B | 108.5 |
| O12—K2—S2 | 115.35 (13) | C18—C17—O7 | 125.4 (7) |
| O11—K2—S2 | 97.40 (13) | C18—C17—C22 | 120.1 (7) |
| O9—K2—S2 | 85.75 (13) | O7—C17—C22 | 114.5 (7) |
| O8—K2—S2 | 93.05 (14) | C17—C18—C19 | 120.2 (8) |
| O10—K2—S2 | 99.01 (13) | C17—C18—H18 | 119.9 |
| O7—K2—S2 | 117.94 (13) | C19—C18—H18 | 119.9 |
| C33—N1—Cu1 | 168.9 (7) | C20—C19—C18 | 119.3 (8) |
| C34—N2—Cu1 | 176.3 (7) | C20—C19—H19 | 120.3 |
| C35—N3—Cu1 | 168.5 (8) | C18—C19—H19 | 120.3 |
| C1—O1—C16 | 117.6 (6) | C21—C20—C19 | 121.3 (8) |
| C1—O1—K1 | 119.3 (4) | C21—C20—H20 | 119.4 |
| C16—O1—K1 | 118.6 (4) | C19—C20—H20 | 119.4 |
| C6—O2—C7 | 118.6 (6) | C20—C21—C22 | 119.7 (8) |
| C6—O2—K1 | 119.9 (4) | C20—C21—H21 | 120.2 |
| C7—O2—K1 | 117.4 (4) | C22—C21—H21 | 120.2 |
| C8—O3—C9 | 113.0 (6) | C21—C22—O8 | 125.8 (7) |
| C8—O3—K1 | 102.9 (4) | C21—C22—C17 | 119.5 (7) |
| C9—O3—K1 | 106.0 (4) | O8—C22—C17 | 114.7 (7) |
| C11—O4—C10 | 113.2 (6) | O8—C23—C24 | 111.1 (7) |
| C11—O4—K1 | 106.6 (4) | O8—C23—H23A | 109.4 |
| C10—O4—K1 | 112.5 (4) | C24—C23—H23A | 109.4 |
| C11—O4—K1i | 120.6 (4) | O8—C23—H23B | 109.4 |
| C10—O4—K1i | 106.1 (4) | C24—C23—H23B | 109.4 |
| K1—O4—K1i | 96.76 (15) | H23A—C23—H23B | 108.0 |
| C13—O5—C12 | 113.7 (6) | O9—C24—C23 | 108.1 (7) |
| C13—O5—K1 | 114.9 (4) | O9—C24—H24A | 110.1 |
| C12—O5—K1 | 116.6 (4) | C23—C24—H24A | 110.1 |
| C15—O6—C14 | 113.6 (6) | O9—C24—H24B | 110.1 |
| C15—O6—K1 | 108.0 (4) | C23—C24—H24B | 110.1 |
| C14—O6—K1 | 109.3 (4) | H24A—C24—H24B | 108.4 |
| C17—O7—C32 | 117.2 (6) | O9—C25—C26 | 107.9 (7) |
| C17—O7—K2 | 119.5 (4) | O9—C25—H25A | 110.1 |
| C32—O7—K2 | 117.2 (4) | C26—C25—H25A | 110.1 |
| C22—O8—C23 | 119.9 (6) | O9—C25—H25B | 110.1 |
| C22—O8—K2 | 120.9 (4) | C26—C25—H25B | 110.1 |
| C23—O8—K2 | 109.5 (4) | H25A—C25—H25B | 108.4 |
| C25—O9—C24 | 114.4 (6) | O10—C26—C25 | 110.6 (7) |
| C25—O9—K2 | 118.5 (4) | O10—C26—H26A | 109.5 |
| C24—O9—K2 | 116.9 (4) | C25—C26—H26A | 109.5 |
| C26—O10—C27 | 113.3 (6) | O10—C26—H26B | 109.5 |
| C26—O10—K2 | 113.1 (4) | C25—C26—H26B | 109.5 |
| C27—O10—K2 | 109.5 (4) | H26A—C26—H26B | 108.1 |
| C28—O11—C29 | 114.1 (7) | O10—C27—C28 | 108.6 (7) |
| C28—O11—K2 | 115.8 (4) | O10—C27—H27A | 110.0 |
| C29—O11—K2 | 116.8 (4) | C28—C27—H27A | 110.0 |
| C31—O12—C30 | 112.4 (6) | O10—C27—H27B | 110.0 |
| C31—O12—K2 | 110.9 (4) | C28—C27—H27B | 110.0 |
| C30—O12—K2 | 109.4 (4) | H27A—C27—H27B | 108.3 |
| C33—S1—K1 | 93.0 (3) | O11—C28—C27 | 109.4 (8) |
| C34—S2—K2 | 89.6 (3) | O11—C28—H28A | 109.8 |
| C2—C1—O1 | 125.6 (8) | C27—C28—H28A | 109.8 |
| C2—C1—C6 | 119.3 (8) | O11—C28—H28B | 109.8 |
| O1—C1—C6 | 115.1 (7) | C27—C28—H28B | 109.8 |
| C1—C2—C3 | 120.6 (9) | H28A—C28—H28B | 108.3 |
| C1—C2—H2 | 119.7 | O11—C29—C30 | 110.3 (7) |
| C3—C2—H2 | 119.7 | O11—C29—H29A | 109.6 |
| C4—C3—C2 | 120.1 (9) | C30—C29—H29A | 109.6 |
| C4—C3—H3 | 120.0 | O11—C29—H29B | 109.6 |
| C2—C3—H3 | 120.0 | C30—C29—H29B | 109.6 |
| C5—C4—C3 | 119.2 (9) | H29A—C29—H29B | 108.1 |
| C5—C4—H4 | 120.4 | O12—C30—C29 | 106.5 (7) |
| C3—C4—H4 | 120.4 | O12—C30—H30A | 110.4 |
| C6—C5—C4 | 121.0 (9) | C29—C30—H30A | 110.4 |
| C6—C5—H5 | 119.5 | O12—C30—H30B | 110.4 |
| C4—C5—H5 | 119.5 | C29—C30—H30B | 110.4 |
| C5—C6—O2 | 124.8 (8) | H30A—C30—H30B | 108.6 |
| C5—C6—C1 | 119.8 (8) | O12—C31—C32 | 106.8 (6) |
| O2—C6—C1 | 115.4 (7) | O12—C31—H31A | 110.4 |
| O2—C7—C8 | 107.3 (6) | C32—C31—H31A | 110.4 |
| O2—C7—H7A | 110.2 | O12—C31—H31B | 110.4 |
| C8—C7—H7A | 110.2 | C32—C31—H31B | 110.4 |
| O2—C7—H7B | 110.2 | H31A—C31—H31B | 108.6 |
| C8—C7—H7B | 110.2 | O7—C32—C31 | 108.1 (7) |
| H7A—C7—H7B | 108.5 | O7—C32—H32A | 110.1 |
| O3—C8—C7 | 108.7 (7) | C31—C32—H32A | 110.1 |
| O3—C8—H8A | 110.0 | O7—C32—H32B | 110.1 |
| C7—C8—H8A | 110.0 | C31—C32—H32B | 110.1 |
| O3—C8—H8B | 110.0 | H32A—C32—H32B | 108.4 |
| C7—C8—H8B | 110.0 | N1—C33—S1 | 177.6 (8) |
| H8A—C8—H8B | 108.3 | N2—C34—S2 | 179.7 (10) |
| O3—C9—C10 | 107.0 (6) | N3—C35—S3 | 179.0 (9) |
| O3—C9—H9A | 110.3 |
| Symmetry codes: (i) −x+1, −y, −z+1. |
| Cu1—N1 | 1.873 (8) | K1—O4i | 2.903 (5) |
| Cu1—N2 | 1.910 (7) | K1—S1 | 3.317 (3) |
| Cu1—N3 | 1.915 (7) | K2—O12 | 2.729 (5) |
| K1—O5 | 2.683 (5) | K2—O11 | 2.730 (5) |
| K1—O2 | 2.718 (5) | K2—O9 | 2.765 (5) |
| K1—O1 | 2.727 (5) | K2—O8 | 2.773 (5) |
| K1—O3 | 2.756 (5) | K2—O10 | 2.797 (5) |
| K1—O6 | 2.761 (5) | K2—O7 | 2.819 (5) |
| K1—O4 | 2.875 (5) | K2—S2 | 3.198 (3) |
| N1—Cu1—N2 | 121.2 (3) | N2—Cu1—N3 | 117.1 (3) |
| N1—Cu1—N3 | 121.5 (3) |
| Symmetry codes: (i) −x+1, −y, −z+1. |
The authors acknowledge the support of the National Natural Science Foundation of Liaocheng University (No. X051040).
Bastos, M. B. R., Moreira, J. C. & Farias, P. A. M. (2000). Anal. Chim. Acta, 408, 83–88.
Bruker (1997). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Desai, S. B., Desai, P. B. & Desai, K. R. (2001). Heterocycl. Commun. 1, 83–90.
Rusanova, J. A., Domasevitch, K. V., Vassilyeva, O. Yu., Kokozay, V. N. & Rusanov, E. B. (2000). J. Chem. Soc. Dalton Trans. pp. 2175–2182.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Wang, M., Zheng, P.-J., Zhang, J.-Z., Chen, Z., Shen, J.-M. & Yang, Y.-H. (1987). Acta Cryst. C43, 1544–1546.
Much interest has been focused on crown ethers and their metal cations, because they can act as modules to form polymeric supramolecular structures (Desai et al., 2001; Bastos et al., 2000).
The title complex consists of four [K(benzene-18-crown-6)]+ cations and two [Cu(NCS)3]2- anions. The CuI atom is coordinated by three N atoms in a trigonal-planar geometry (Table 1). The K+ ions are coordinated by six O atoms, and lie approximately in the plane of the crown ether. The K—O bond lengths vary from 2.683 (5)–2.903 (5) Å for K1 and 2.729 (5)–2.819 (5) Å for K2. In addition, K+ is coordinated by one S atom from [Cu(NCS)3]2-, with K1—S1 = 3.317 (3) Å and K2—S2 = 3.198 (3) Å.