Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801015458/cv6059sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801015458/cv6059Isup2.hkl |
CCDC reference: 175983
Key indicators
- Single-crystal X-ray study
- T = 150 K
- Mean (C-C) = 0.064 Å
- R factor = 0.061
- wR factor = 0.129
- Data-to-parameter ratio = 10.4
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level A:
REFLT_03 From the CIF: _diffrn_reflns_theta_max 25.14 From the CIF: _reflns_number_total 14012 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 17977 Completeness (_total/calc) 77.94% Alert A: < 85% complete (theta max?) SHFSU_01 Alert A The absolute value of parameter shift to su ratio > 0.20 Absolute value of the parameter shift to su ratio given 1.002 Additional refinement cycles may be required. PLAT_213 Alert A Atom C69 has ADP max/min Ratio ........... 16.60 PLAT_213 Alert A Atom C72 has ADP max/min Ratio ........... 9.40 PLAT_369 Alert A Long C(sp2)-C(sp2) Bond C(71) - C(72) = 1.66 Ang.
Alert Level B:
PLAT_213 Alert B Atom F34 has ADP max/min Ratio ........... 4.50 PLAT_213 Alert B Atom F5 has ADP max/min Ratio ........... 4.60
Alert Level C:
GOODF_01 Alert C The least squares goodness of fit parameter lies outside the range 0.80 <> 2.00 Goodness of fit given = 0.758 PLAT_213 Alert C Atom C26 has ADP max/min Ratio ........... 3.50 PLAT_213 Alert C Atom C57 has ADP max/min Ratio ........... 3.60 PLAT_213 Alert C Atom C87 has ADP max/min Ratio ........... 3.20 PLAT_213 Alert C Atom F3 has ADP max/min Ratio ........... 3.20 PLAT_213 Alert C Atom F6 has ADP max/min Ratio ........... 3.70 PLAT_213 Alert C Atom F12 has ADP max/min Ratio ........... 3.20 PLAT_213 Alert C Atom F17 has ADP max/min Ratio ........... 3.20 PLAT_213 Alert C Atom C64 has ADP max/min Ratio ........... 3.50 PLAT_213 Alert C Atom C73 has ADP max/min Ratio ........... 3.80 PLAT_320 Alert C Check Hybridisation of C(70) in main residue ? PLAT_321 Alert C Check Hybridisation of C(1S) in solvent/ion ? PLAT_321 Alert C Check Hybridisation of C(2S) in solvent/ion ? PLAT_369 Alert C Long C(sp2)-C(sp2) Bond C(64) - C(66) = 1.55 Ang. PLAT_369 Alert C Long C(sp2)-C(sp2) Bond C(66) - C(67) = 1.55 Ang. PLAT_721 Alert C Bond Calc 0.99052, Rep 0.98000, Dev. 0.01 Ang. C38 -H38A 1.555 1.555 PLAT_721 Alert C Bond Calc 0.96944, Rep 0.98000, Dev. 0.01 Ang. C38 -H38C 1.555 1.555 PLAT_722 Alert C Angle Calc 108.44, Rep 109.50, Dev. 1.06 Deg. C36 -C38 -H38A 1.555 1.555 1.555 PLAT_722 Alert C Angle Calc 110.85, Rep 109.50, Dev. 1.35 Deg. H38B -C38 -H38C 1.555 1.555 1.555
5 Alert Level A = Potentially serious problem
2 Alert Level B = Potential problem
19 Alert Level C = Please check
A solution of [Zn(hfac)2].2H2O (0.037 g, 0.072 mmol) in diethyl ether was added with stirring to a solution of L1 (0.020 g, 0.047 mmol) (Granifo et al., 1999) in diethyl ether (10 ml). The yellow solution was concentrated to approximately 5 ml and allowed to stand for 6 h. The yellow crystals obtained were washed with diethyl ether (2 × 10 ml) and dried under vacuum. Yield 36 mg, 65%. Analysis for [Zn(L1)2][Zn(hfac)3]2.Et2O, c calculated: C 46.75, H 3.67, N 3.56%; found: C 46.34, H 3.40, N 3.68%. The zinc complexes with terpy or L2 were prepared in a similar fashion. Analyses for [Zn(L2)2][Zn(hfac)3]2, calculated: C 43.03, H 2.47, N 3.96%; found: C 43.06, H 2.47, N 3.89%. Analyses for [Zn(terpy)2](hfac)2, calculated: C 50.78, H 2.56, N 8.88%; found: C 50.79, H 2.34, N 8.84%.
H atoms were located in idealized positions and their coordinates and displacement parameters allowed to ride on those of the parent atom. The refinement required damping in order to prevent parameters from shifting excessively, which is due to a low percentage of observed reflections.
Data collection: MADNES (Pflugrath & Messerschmidt, 1989); cell refinement: MADNES; data reduction: MADNES; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1990).
[Zn(C29H35N3)2][Zn(C5HF6O2)3]2·0.5C4H10O | F(000) = 9376 |
Mr = 2321.68 | Dx = 1.535 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71069 Å |
a = 42.138 (2) Å | Cell parameters from 26256 reflections |
b = 19.4444 (10) Å | θ = 1.8–25.1° |
c = 26.255 (2) Å | µ = 0.84 mm−1 |
β = 110.969 (10)° | T = 150 K |
V = 20088 (2) Å3 | Block, yellow |
Z = 8 | 0.35 × 0.22 × 0.22 mm |
Nonius FAST TV area-detector diffractometer | 6038 reflections with I > 2σ(I) |
Radiation source: Nonius FR591 rotating anode | Rint = 0.074 |
ϕ and ω scans | θmax = 25.1°, θmin = 1.8° |
Absorption correction: part of the refinement model (ΔF) (DIFABS; Walker & Stuart, 1983) | h = −47→49 |
Tmin = 0.758, Tmax = 0.837 | k = −11→22 |
26256 measured reflections | l = −30→30 |
14012 independent reflections |
Refinement on F2 | 30 restraints |
Least-squares matrix: full with fixed elements per cycle | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.061 | w = 1/[σ2(Fo2) + (0.0364P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.129 | (Δ/σ)max = 1.002 |
S = 0.76 | Δρmax = 1.04 e Å−3 |
14012 reflections | Δρmin = −0.83 e Å−3 |
1348 parameters |
[Zn(C29H35N3)2][Zn(C5HF6O2)3]2·0.5C4H10O | V = 20088 (2) Å3 |
Mr = 2321.68 | Z = 8 |
Monoclinic, C2/c | Mo Kα radiation |
a = 42.138 (2) Å | µ = 0.84 mm−1 |
b = 19.4444 (10) Å | T = 150 K |
c = 26.255 (2) Å | 0.35 × 0.22 × 0.22 mm |
β = 110.969 (10)° |
Nonius FAST TV area-detector diffractometer | 14012 independent reflections |
Absorption correction: part of the refinement model (ΔF) (DIFABS; Walker & Stuart, 1983) | 6038 reflections with I > 2σ(I) |
Tmin = 0.758, Tmax = 0.837 | Rint = 0.074 |
26256 measured reflections |
R[F2 > 2σ(F2)] = 0.061 | 30 restraints |
wR(F2) = 0.129 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.76 | (Δ/σ)max = 1.002 |
14012 reflections | Δρmax = 1.04 e Å−3 |
1348 parameters | Δρmin = −0.83 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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.12518 (10) | 0.2856 (2) | 0.13642 (18) | 0.0241 (12) | |
Zn2 | 0.07644 (12) | 0.2932 (2) | 0.4155 (2) | 0.0328 (13) | |
Zn3 | 0.25176 (12) | 0.5521 (2) | 0.4847 (2) | 0.0375 (14) | |
F1 | 0.0963 (9) | 0.4385 (17) | 0.2887 (14) | 0.119 (13) | |
F2 | 0.0461 (9) | 0.4090 (15) | 0.2416 (11) | 0.112 (13) | |
F3 | 0.0562 (9) | 0.5089 (14) | 0.2791 (12) | 0.109 (12) | |
F4 | −0.0253 (8) | 0.4202 (18) | 0.3979 (18) | 0.133 (15) | |
F5 | −0.0025 (9) | 0.5110 (15) | 0.4009 (19) | 0.158 (19) | |
F6 | 0.0105 (11) | 0.447 (2) | 0.4674 (15) | 0.19 (2) | |
F7 | 0.1764 (8) | 0.3889 (15) | 0.5354 (14) | 0.110 (12) | |
F8 | 0.1603 (8) | 0.3615 (17) | 0.5954 (14) | 0.111 (12) | |
F9 | 0.1911 (7) | 0.2932 (13) | 0.5762 (15) | 0.106 (13) | |
F10 | 0.0566 (7) | 0.1551 (13) | 0.5551 (12) | 0.078 (9) | |
F11 | 0.1072 (8) | 0.135 (2) | 0.5846 (14) | 0.151 (17) | |
F12 | 0.0791 (10) | 0.0883 (16) | 0.515 (2) | 0.17 (2) | |
F13 | 0.0093 (8) | 0.1070 (17) | 0.3844 (16) | 0.130 (14) | |
F14 | 0.0364 (6) | 0.0387 (12) | 0.3553 (11) | 0.061 (8) | |
F15 | 0.0047 (6) | 0.1144 (13) | 0.3049 (11) | 0.074 (9) | |
F16 | 0.1691 (8) | 0.140 (2) | 0.4669 (15) | 0.149 (16) | |
F17 | 0.1678 (7) | 0.1675 (14) | 0.3876 (16) | 0.111 (13) | |
F18 | 0.1482 (9) | 0.0779 (15) | 0.4038 (14) | 0.113 (12) | |
F19 | 0.2987 (6) | 0.4511 (14) | 0.6590 (10) | 0.073 (9) | |
F20 | 0.2466 (7) | 0.4522 (15) | 0.6468 (11) | 0.082 (10) | |
F21 | 0.2700 (7) | 0.3585 (12) | 0.6390 (10) | 0.070 (8) | |
F22 | 0.2360 (6) | 0.3492 (12) | 0.3889 (10) | 0.063 (8) | |
F23 | 0.2110 (6) | 0.3033 (12) | 0.4378 (10) | 0.068 (9) | |
F24 | 0.2641 (7) | 0.2903 (12) | 0.4580 (11) | 0.082 (10) | |
F25 | 0.2969 (8) | 0.7612 (13) | 0.5867 (13) | 0.096 (11) | |
F26 | 0.3332 (6) | 0.7011 (15) | 0.6464 (12) | 0.097 (11) | |
F27 | 0.2815 (6) | 0.6889 (14) | 0.6334 (11) | 0.080 (9) | |
F28 | 0.3858 (6) | 0.5426 (13) | 0.5682 (10) | 0.065 (8) | |
F29 | 0.3696 (6) | 0.5873 (12) | 0.4881 (11) | 0.068 (8) | |
F30 | 0.3595 (6) | 0.4821 (12) | 0.4980 (11) | 0.066 (8) | |
F31 | 0.1178 (6) | 0.5557 (17) | 0.3817 (13) | 0.107 (12) | |
F32 | 0.1409 (7) | 0.4935 (17) | 0.4519 (14) | 0.115 (13) | |
F33 | 0.1359 (7) | 0.6004 (18) | 0.4616 (14) | 0.108 (12) | |
F34 | 0.1828 (10) | 0.594 (3) | 0.2750 (14) | 0.24 (3) | |
F35 | 0.2191 (15) | 0.6609 (19) | 0.3074 (16) | 0.193 (14) | |
F36 | 0.2293 (13) | 0.566 (2) | 0.2990 (16) | 0.171 (15) | |
O1 | 0.0767 (7) | 0.3565 (12) | 0.3521 (10) | 0.041 (8) | |
O2 | 0.0393 (6) | 0.3568 (13) | 0.4228 (12) | 0.047 (8) | |
O3 | 0.1159 (6) | 0.3371 (12) | 0.4781 (11) | 0.040 (8) | |
O4 | 0.0700 (6) | 0.2308 (14) | 0.4751 (11) | 0.050 (9) | |
O5 | 0.1140 (6) | 0.2364 (12) | 0.4010 (10) | 0.035 (7) | |
O6 | 0.0448 (6) | 0.2170 (13) | 0.3638 (11) | 0.043 (8) | |
O7 | 0.2607 (7) | 0.5078 (13) | 0.5597 (11) | 0.040 (8) | |
O8 | 0.2430 (6) | 0.4558 (12) | 0.4499 (11) | 0.040 (8) | |
O9 | 0.2691 (6) | 0.6410 (12) | 0.5297 (11) | 0.042 (8) | |
O10 | 0.3015 (6) | 0.5437 (13) | 0.4845 (11) | 0.045 (8) | |
O11 | 0.2009 (6) | 0.5653 (13) | 0.4734 (11) | 0.045 (8) | |
O12 | 0.2395 (6) | 0.5909 (13) | 0.4081 (12) | 0.050 (9) | |
N1 | 0.1557 (7) | 0.3000 (14) | 0.2234 (12) | 0.025 (8) | |
N2 | 0.0917 (7) | 0.2777 (14) | 0.1773 (11) | 0.023 (8) | |
N3 | 0.0763 (7) | 0.2737 (14) | 0.0733 (11) | 0.021 (8) | |
N4 | 0.1344 (7) | 0.3892 (14) | 0.1119 (12) | 0.023 (8) | |
N5 | 0.1633 (7) | 0.2712 (14) | 0.1074 (11) | 0.022 (8) | |
N6 | 0.1366 (7) | 0.1693 (15) | 0.1432 (12) | 0.026 (8) | |
C1 | 0.1912 (10) | 0.317 (2) | 0.2415 (16) | 0.029 (11) | |
C2 | 0.2146 (10) | 0.265 (2) | 0.2538 (18) | 0.043 (13) | |
H2 | 0.2077 | 0.2187 | 0.2516 | 0.051* | |
C3 | 0.2486 (10) | 0.283 (2) | 0.2696 (18) | 0.045 (13) | |
H3 | 0.2648 | 0.2464 | 0.2777 | 0.054* | |
C4 | 0.2602 (10) | 0.348 (2) | 0.2741 (16) | 0.032 (11) | |
C5 | 0.2364 (11) | 0.397 (2) | 0.261 (2) | 0.057 (16) | |
H5 | 0.2433 | 0.4441 | 0.2631 | 0.068* | |
C6 | 0.2019 (11) | 0.382 (2) | 0.2446 (19) | 0.050 (14) | |
H6 | 0.1858 | 0.4186 | 0.2355 | 0.06* | |
C7 | 0.2978 (10) | 0.368 (2) | 0.2953 (18) | 0.037 (12) | |
C8 | 0.3064 (10) | 0.394 (2) | 0.3538 (17) | 0.049 (14) | |
H8A | 0.3033 | 0.3572 | 0.3769 | 0.074* | |
H8B | 0.2913 | 0.4326 | 0.3536 | 0.074* | |
H8C | 0.33 | 0.41 | 0.3681 | 0.074* | |
C9 | 0.3044 (10) | 0.424 (2) | 0.2598 (19) | 0.058 (15) | |
H9A | 0.2976 | 0.4081 | 0.2221 | 0.087* | |
H9B | 0.3286 | 0.4358 | 0.2735 | 0.087* | |
H9C | 0.2911 | 0.4652 | 0.2612 | 0.087* | |
C10 | 0.3205 (9) | 0.3047 (19) | 0.2950 (18) | 0.046 (13) | |
H10A | 0.3441 | 0.3197 | 0.3046 | 0.069* | |
H10B | 0.3126 | 0.284 | 0.2586 | 0.069* | |
H10C | 0.3191 | 0.2707 | 0.3217 | 0.069* | |
C11 | 0.1404 (9) | 0.2957 (19) | 0.2560 (15) | 0.029 (10) | |
C12 | 0.1551 (10) | 0.309 (2) | 0.3163 (16) | 0.059 (15) | |
H12A | 0.1653 | 0.2671 | 0.3355 | 0.088* | |
H12B | 0.1371 | 0.3249 | 0.3289 | 0.088* | |
H12C | 0.1726 | 0.3452 | 0.3237 | 0.088* | |
C13 | 0.1039 (9) | 0.2775 (18) | 0.2317 (15) | 0.026 (10) | |
C14 | 0.0833 (10) | 0.261 (2) | 0.2608 (17) | 0.037 (11) | |
H14 | 0.0919 | 0.2606 | 0.2995 | 0.044* | |
C15 | 0.0496 (11) | 0.246 (2) | 0.2315 (17) | 0.040 (12) | |
H15 | 0.0348 | 0.2334 | 0.2501 | 0.048* | |
C16 | 0.0372 (10) | 0.2486 (19) | 0.1747 (18) | 0.034 (11) | |
H16 | 0.0138 | 0.2407 | 0.1543 | 0.041* | |
C17 | 0.0599 (9) | 0.2630 (18) | 0.1488 (15) | 0.025 (10) | |
C18 | 0.0512 (9) | 0.2632 (17) | 0.0880 (15) | 0.024 (10) | |
C19 | 0.0154 (9) | 0.2476 (19) | 0.0520 (15) | 0.036 (11) | |
H19A | 0.0001 | 0.2828 | 0.0571 | 0.054* | |
H19B | 0.0088 | 0.2024 | 0.0615 | 0.054* | |
H19C | 0.0137 | 0.2473 | 0.0138 | 0.054* | |
C20 | 0.0717 (8) | 0.2759 (19) | 0.0169 (15) | 0.022 (10) | |
C21 | 0.0557 (9) | 0.3296 (19) | −0.0164 (15) | 0.030 (11) | |
H21 | 0.0472 | 0.3669 | −0.0017 | 0.036* | |
C22 | 0.0518 (10) | 0.330 (2) | −0.0709 (16) | 0.038 (12) | |
H22 | 0.0401 | 0.3674 | −0.093 | 0.046* | |
C23 | 0.0641 (9) | 0.279 (2) | −0.0943 (16) | 0.033 (11) | |
C24 | 0.0820 (12) | 0.227 (2) | −0.0592 (17) | 0.056 (14) | |
H24 | 0.0915 | 0.1903 | −0.0733 | 0.067* | |
C25 | 0.0862 (11) | 0.226 (2) | −0.0049 (17) | 0.047 (13) | |
H25 | 0.0995 | 0.1913 | 0.018 | 0.056* | |
C26 | 0.0586 (11) | 0.275 (2) | −0.1552 (17) | 0.046 (13) | |
C27 | 0.0411 (11) | 0.340 (2) | −0.1856 (17) | 0.061 (15) | |
H27A | 0.0188 | 0.3455 | −0.1823 | 0.091* | |
H27B | 0.0383 | 0.3366 | −0.2242 | 0.091* | |
H27C | 0.0551 | 0.3807 | −0.1697 | 0.091* | |
C28 | 0.0925 (10) | 0.267 (2) | −0.1628 (17) | 0.059 (15) | |
H28A | 0.0886 | 0.2611 | −0.2016 | 0.089* | |
H28B | 0.1045 | 0.2271 | −0.1424 | 0.089* | |
H28C | 0.1063 | 0.3086 | −0.1494 | 0.089* | |
C29 | 0.0357 (11) | 0.211 (3) | −0.1803 (18) | 0.073 (16) | |
H29A | 0.0141 | 0.2156 | −0.1743 | 0.11* | |
H29B | 0.0474 | 0.1695 | −0.1629 | 0.11* | |
H29C | 0.0313 | 0.2095 | −0.2196 | 0.11* | |
C30 | 0.1172 (9) | 0.4506 (19) | 0.1172 (16) | 0.028 (10) | |
C31 | 0.1127 (9) | 0.466 (2) | 0.1650 (16) | 0.033 (11) | |
H31 | 0.1198 | 0.4345 | 0.1943 | 0.039* | |
C32 | 0.0980 (9) | 0.5278 (19) | 0.1713 (17) | 0.033 (11) | |
H32 | 0.0969 | 0.539 | 0.2058 | 0.039* | |
C33 | 0.0851 (9) | 0.5726 (19) | 0.1287 (16) | 0.026 (10) | |
C34 | 0.0880 (10) | 0.555 (2) | 0.0801 (16) | 0.035 (11) | |
H34 | 0.0789 | 0.5847 | 0.0498 | 0.042* | |
C35 | 0.1034 (11) | 0.495 (2) | 0.0733 (17) | 0.041 (12) | |
H35 | 0.1047 | 0.4847 | 0.0388 | 0.049* | |
C36 | 0.0711 (10) | 0.643 (2) | 0.1374 (16) | 0.030 (10) | |
C37 | 0.0455 (10) | 0.670 (2) | 0.0840 (16) | 0.045 (13) | |
H37A | 0.0273 | 0.6362 | 0.0691 | 0.067* | |
H37B | 0.057 | 0.6775 | 0.0578 | 0.067* | |
H37C | 0.0359 | 0.7134 | 0.0907 | 0.067* | |
C38 | 0.1006 (11) | 0.694 (2) | 0.159 (2) | 0.060 (15) | |
H38A | 0.1106 | 0.7009 | 0.1305 | 0.091* | |
H38B | 0.1179 | 0.675 | 0.1915 | 0.091* | |
H38C | 0.0922 | 0.7375 | 0.1671 | 0.091* | |
C39 | 0.0535 (11) | 0.639 (2) | 0.1785 (19) | 0.055 (14) | |
H39A | 0.0459 | 0.685 | 0.1842 | 0.082* | |
H39B | 0.0694 | 0.6211 | 0.2132 | 0.082* | |
H39C | 0.0338 | 0.6082 | 0.1648 | 0.082* | |
C40 | 0.1605 (9) | 0.393 (2) | 0.0989 (16) | 0.033 (11) | |
C41 | 0.1785 (10) | 0.458 (2) | 0.0937 (19) | 0.054 (14) | |
H41A | 0.1733 | 0.4685 | 0.055 | 0.08* | |
H41B | 0.2031 | 0.4518 | 0.1117 | 0.08* | |
H41C | 0.171 | 0.4963 | 0.1109 | 0.08* | |
C42 | 0.1758 (9) | 0.3257 (18) | 0.0902 (15) | 0.026 (10) | |
C43 | 0.2000 (9) | 0.320 (2) | 0.0660 (17) | 0.037 (11) | |
H43 | 0.2083 | 0.3597 | 0.0534 | 0.044* | |
C44 | 0.2114 (9) | 0.255 (2) | 0.0610 (17) | 0.039 (12) | |
H44 | 0.2272 | 0.249 | 0.0431 | 0.046* | |
C45 | 0.2003 (10) | 0.198 (2) | 0.0814 (16) | 0.037 (11) | |
H45 | 0.2089 | 0.1534 | 0.0792 | 0.045* | |
C46 | 0.1764 (9) | 0.2086 (19) | 0.1050 (15) | 0.025 (10) | |
C47 | 0.1622 (9) | 0.1531 (18) | 0.1301 (15) | 0.026 (10) | |
C48 | 0.1786 (10) | 0.0836 (19) | 0.1385 (18) | 0.044 (12) | |
H48A | 0.2013 | 0.0866 | 0.1666 | 0.066* | |
H48B | 0.1804 | 0.0677 | 0.1042 | 0.066* | |
H48C | 0.1647 | 0.0511 | 0.1501 | 0.066* | |
C49 | 0.1218 (10) | 0.1190 (18) | 0.1665 (16) | 0.025 (10) | |
C50 | 0.0941 (11) | 0.082 (2) | 0.1352 (18) | 0.050 (14) | |
H50 | 0.0839 | 0.0923 | 0.0974 | 0.06* | |
C51 | 0.0808 (11) | 0.031 (2) | 0.1572 (19) | 0.053 (14) | |
H51 | 0.062 | 0.0053 | 0.134 | 0.063* | |
C52 | 0.0938 (10) | 0.015 (2) | 0.2124 (17) | 0.033 (11) | |
C53 | 0.1208 (10) | 0.054 (2) | 0.2448 (17) | 0.040 (12) | |
H53 | 0.1298 | 0.0467 | 0.2831 | 0.047* | |
C54 | 0.1352 (10) | 0.106 (2) | 0.2213 (17) | 0.036 (12) | |
H54 | 0.1544 | 0.1308 | 0.2438 | 0.043* | |
C55 | 0.0800 (10) | −0.043 (2) | 0.2360 (17) | 0.035 (11) | |
C56 | 0.0427 (13) | −0.034 (3) | 0.226 (3) | 0.12 (3) | |
H56A | 0.0342 | −0.0735 | 0.24 | 0.179* | |
H56B | 0.0302 | −0.0295 | 0.1865 | 0.179* | |
H56C | 0.0395 | 0.0081 | 0.2442 | 0.179* | |
C57 | 0.0841 (15) | −0.110 (2) | 0.210 (3) | 0.11 (3) | |
H57A | 0.0799 | −0.1484 | 0.2306 | 0.171* | |
H57B | 0.1073 | −0.1128 | 0.2096 | 0.171* | |
H57C | 0.0678 | −0.1113 | 0.1723 | 0.171* | |
C58 | 0.0976 (13) | −0.052 (3) | 0.298 (2) | 0.09 (2) | |
H58A | 0.0895 | −0.0945 | 0.3099 | 0.138* | |
H58B | 0.0923 | −0.0128 | 0.3171 | 0.138* | |
H58C | 0.1223 | −0.055 | 0.3076 | 0.138* | |
C59 | 0.0599 (12) | 0.411 (2) | 0.3358 (18) | 0.048 (13) | |
C60 | 0.0649 (13) | 0.442 (2) | 0.286 (2) | 0.074 (17) | |
C61 | 0.0381 (11) | 0.441 (2) | 0.3577 (18) | 0.046 (13) | |
H61 | 0.0289 | 0.4851 | 0.3442 | 0.055* | |
C62 | 0.0292 (10) | 0.412 (2) | 0.3977 (19) | 0.041 (12) | |
C63 | 0.0045 (11) | 0.449 (2) | 0.417 (2) | 0.066 (15) | |
C64 | 0.1355 (16) | 0.305 (2) | 0.515 (2) | 0.11 (3) | |
C65 | 0.1672 (11) | 0.334 (2) | 0.553 (2) | 0.056 (14) | |
C66 | 0.1240 (13) | 0.240 (3) | 0.538 (2) | 0.10 (2) | |
H66 | 0.1392 | 0.2192 | 0.5703 | 0.119* | |
C67 | 0.0888 (14) | 0.206 (3) | 0.510 (2) | 0.09 (2) | |
C68 | 0.0828 (10) | 0.145 (2) | 0.5405 (19) | 0.048 (13) | |
C69 | 0.0334 (16) | 0.105 (2) | 0.341 (3) | 0.16 (4) | |
C70 | 0.0523 (13) | 0.156 (2) | 0.371 (2) | 0.071 (17) | |
C71 | 0.0878 (17) | 0.128 (3) | 0.386 (2) | 0.09 (2) | |
H71 | 0.0916 | 0.0804 | 0.3843 | 0.111* | |
C72 | 0.120 (2) | 0.183 (4) | 0.407 (3) | 0.17 (4) | |
C73 | 0.1503 (13) | 0.144 (2) | 0.416 (2) | 0.068 (16) | |
C74 | 0.2598 (9) | 0.444 (2) | 0.5679 (16) | 0.035 (11) | |
C75 | 0.2684 (11) | 0.427 (2) | 0.6279 (17) | 0.045 (12) | |
C76 | 0.2537 (10) | 0.389 (2) | 0.5309 (17) | 0.037 (12) | |
H76 | 0.2548 | 0.3432 | 0.5441 | 0.044* | |
C77 | 0.2460 (9) | 0.4003 (19) | 0.4747 (17) | 0.032 (11) | |
C78 | 0.2389 (11) | 0.335 (2) | 0.4397 (17) | 0.047 (13) | |
C79 | 0.2983 (10) | 0.646 (2) | 0.5632 (19) | 0.043 (12) | |
C80 | 0.3035 (11) | 0.700 (2) | 0.608 (2) | 0.062 (15) | |
C81 | 0.3276 (10) | 0.612 (2) | 0.5629 (19) | 0.043 (13) | |
H81 | 0.3487 | 0.6204 | 0.5914 | 0.051* | |
C82 | 0.3264 (10) | 0.565 (2) | 0.5220 (19) | 0.042 (12) | |
C83 | 0.3608 (11) | 0.5441 (19) | 0.5201 (19) | 0.047 (13) | |
C84 | 0.1783 (11) | 0.563 (2) | 0.428 (2) | 0.047 (13) | |
C85 | 0.1425 (12) | 0.551 (3) | 0.430 (2) | 0.074 (17) | |
C86 | 0.1802 (11) | 0.573 (2) | 0.3763 (19) | 0.048 (13) | |
H86 | 0.1602 | 0.5687 | 0.3447 | 0.058* | |
C87 | 0.2118 (12) | 0.5894 (19) | 0.3705 (18) | 0.044 (13) | |
C88 | 0.2098 (12) | 0.603 (2) | 0.315 (2) | 0.060 (14) | |
O1S | 0 | 0 | 0.5 | 0.26 (3) | |
C1S | 0.017 (3) | −0.047 (5) | 0.482 (4) | 0.21 (3) | |
C2S | 0.019 (3) | −0.089 (5) | 0.448 (6) | 0.28 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.022 (3) | 0.031 (3) | 0.020 (3) | −0.001 (2) | 0.008 (2) | −0.001 (2) |
Zn2 | 0.035 (3) | 0.032 (3) | 0.035 (3) | 0.007 (2) | 0.017 (3) | 0.006 (3) |
Zn3 | 0.039 (3) | 0.030 (3) | 0.045 (3) | −0.002 (3) | 0.018 (3) | 0.001 (3) |
F1 | 0.16 (3) | 0.12 (3) | 0.11 (3) | 0.03 (2) | 0.09 (3) | 0.06 (2) |
F2 | 0.19 (4) | 0.09 (2) | 0.035 (19) | 0.02 (2) | 0.02 (2) | 0.010 (16) |
F3 | 0.23 (4) | 0.05 (2) | 0.08 (2) | 0.03 (2) | 0.09 (3) | 0.035 (17) |
F4 | 0.08 (3) | 0.13 (3) | 0.22 (5) | 0.01 (2) | 0.09 (3) | −0.03 (3) |
F5 | 0.18 (4) | 0.04 (2) | 0.34 (6) | 0.06 (2) | 0.20 (4) | 0.07 (3) |
F6 | 0.19 (4) | 0.28 (5) | 0.08 (3) | 0.18 (4) | 0.04 (3) | −0.01 (3) |
F7 | 0.09 (3) | 0.10 (3) | 0.13 (3) | −0.031 (19) | 0.03 (2) | 0.03 (2) |
F8 | 0.09 (3) | 0.13 (3) | 0.11 (3) | 0.00 (2) | 0.03 (2) | −0.04 (2) |
F9 | 0.06 (2) | 0.06 (2) | 0.17 (3) | 0.016 (16) | 0.00 (2) | −0.02 (2) |
F10 | 0.09 (2) | 0.07 (2) | 0.12 (3) | 0.011 (15) | 0.08 (2) | 0.022 (18) |
F11 | 0.09 (3) | 0.24 (5) | 0.09 (3) | 0.00 (3) | −0.02 (2) | 0.04 (3) |
F12 | 0.17 (4) | 0.07 (3) | 0.32 (6) | −0.05 (2) | 0.16 (4) | −0.10 (3) |
F13 | 0.10 (3) | 0.12 (3) | 0.16 (4) | −0.02 (2) | 0.04 (3) | −0.02 (3) |
F14 | 0.054 (17) | 0.048 (17) | 0.08 (2) | −0.009 (13) | 0.024 (16) | −0.013 (15) |
F15 | 0.06 (2) | 0.08 (2) | 0.06 (2) | −0.010 (16) | 0.001 (17) | −0.013 (16) |
F16 | 0.07 (3) | 0.24 (5) | 0.11 (3) | −0.03 (3) | 0.00 (2) | −0.03 (3) |
F17 | 0.10 (3) | 0.07 (2) | 0.22 (4) | 0.026 (18) | 0.13 (3) | 0.03 (2) |
F18 | 0.15 (3) | 0.08 (3) | 0.11 (3) | −0.04 (2) | 0.06 (3) | 0.00 (2) |
F19 | 0.055 (18) | 0.12 (2) | 0.030 (16) | 0.001 (17) | −0.004 (14) | −0.016 (16) |
F20 | 0.08 (2) | 0.12 (3) | 0.06 (2) | 0.055 (18) | 0.044 (17) | 0.020 (18) |
F21 | 0.11 (2) | 0.059 (19) | 0.046 (18) | 0.006 (16) | 0.028 (17) | 0.014 (14) |
F22 | 0.09 (2) | 0.060 (18) | 0.041 (17) | −0.015 (15) | 0.026 (16) | −0.009 (14) |
F23 | 0.08 (2) | 0.063 (19) | 0.053 (18) | −0.043 (15) | 0.017 (16) | −0.011 (14) |
F24 | 0.10 (2) | 0.047 (18) | 0.08 (2) | 0.018 (16) | 0.004 (18) | −0.026 (16) |
F25 | 0.13 (3) | 0.045 (19) | 0.12 (3) | −0.024 (17) | 0.06 (2) | −0.031 (18) |
F26 | 0.046 (18) | 0.13 (3) | 0.10 (3) | −0.006 (17) | 0.010 (18) | −0.06 (2) |
F27 | 0.06 (2) | 0.11 (3) | 0.08 (2) | 0.001 (16) | 0.032 (17) | −0.021 (18) |
F28 | 0.047 (17) | 0.08 (2) | 0.060 (19) | 0.011 (14) | 0.014 (15) | 0.004 (16) |
F29 | 0.056 (19) | 0.068 (19) | 0.09 (2) | −0.001 (14) | 0.038 (17) | 0.019 (16) |
F30 | 0.055 (18) | 0.060 (19) | 0.09 (2) | 0.008 (13) | 0.039 (17) | −0.011 (16) |
F31 | 0.036 (18) | 0.18 (3) | 0.09 (3) | −0.023 (19) | 0.002 (17) | 0.03 (2) |
F32 | 0.07 (2) | 0.13 (3) | 0.14 (3) | −0.028 (19) | 0.04 (2) | 0.06 (2) |
F33 | 0.05 (2) | 0.16 (3) | 0.12 (3) | 0.019 (19) | 0.03 (2) | 0.01 (2) |
F34 | 0.09 (3) | 0.57 (9) | 0.04 (3) | −0.10 (4) | −0.01 (2) | 0.06 (4) |
F35 | 0.429 (16) | 0.090 (15) | 0.093 (15) | −0.034 (6) | 0.134 (8) | 0.007 (6) |
F36 | 0.271 (16) | 0.170 (16) | 0.105 (15) | 0.086 (6) | 0.107 (8) | 0.010 (6) |
O1 | 0.06 (2) | 0.035 (18) | 0.032 (18) | 0.012 (14) | 0.025 (16) | 0.007 (14) |
O2 | 0.044 (19) | 0.041 (19) | 0.07 (2) | 0.014 (14) | 0.032 (17) | 0.017 (16) |
O3 | 0.05 (2) | 0.032 (17) | 0.037 (18) | 0.004 (14) | 0.015 (16) | −0.001 (14) |
O4 | 0.043 (19) | 0.07 (2) | 0.05 (2) | 0.019 (15) | 0.028 (16) | 0.028 (17) |
O5 | 0.035 (17) | 0.037 (18) | 0.035 (18) | 0.016 (13) | 0.015 (15) | 0.008 (14) |
O6 | 0.032 (17) | 0.035 (18) | 0.06 (2) | 0.010 (14) | 0.008 (15) | 0.001 (16) |
O7 | 0.05 (2) | 0.038 (18) | 0.034 (18) | −0.002 (14) | 0.015 (15) | −0.003 (14) |
O8 | 0.049 (19) | 0.028 (17) | 0.037 (18) | −0.001 (14) | 0.008 (15) | 0.011 (14) |
O9 | 0.036 (18) | 0.031 (18) | 0.06 (2) | 0.001 (14) | 0.018 (16) | −0.002 (15) |
O10 | 0.039 (18) | 0.046 (19) | 0.05 (2) | −0.003 (14) | 0.020 (16) | −0.004 (16) |
O11 | 0.039 (19) | 0.05 (2) | 0.05 (2) | −0.001 (14) | 0.015 (16) | 0.006 (16) |
O12 | 0.023 (17) | 0.05 (2) | 0.06 (2) | 0.000 (14) | −0.008 (16) | −0.017 (17) |
N1 | 0.027 (19) | 0.02 (2) | 0.026 (19) | −0.010 (16) | 0.011 (16) | 0.001 (16) |
N2 | 0.016 (17) | 0.03 (2) | 0.017 (17) | −0.004 (14) | −0.002 (15) | −0.005 (15) |
N3 | 0.018 (17) | 0.03 (2) | 0.014 (17) | −0.006 (14) | 0.002 (15) | −0.001 (15) |
N4 | 0.019 (18) | 0.03 (2) | 0.03 (2) | 0.002 (15) | 0.012 (16) | 0.005 (15) |
N5 | 0.020 (18) | 0.02 (2) | 0.018 (18) | 0.002 (14) | 0.002 (15) | 0.000 (15) |
N6 | 0.03 (2) | 0.03 (2) | 0.022 (19) | −0.005 (15) | 0.009 (16) | −0.001 (16) |
C1 | 0.03 (3) | 0.02 (3) | 0.03 (3) | −0.01 (2) | 0.00 (2) | 0.00 (2) |
C2 | 0.03 (3) | 0.02 (3) | 0.07 (4) | 0.00 (2) | 0.01 (3) | 0.01 (2) |
C3 | 0.03 (3) | 0.03 (3) | 0.07 (3) | 0.00 (2) | 0.01 (3) | 0.00 (3) |
C4 | 0.02 (3) | 0.03 (3) | 0.03 (3) | 0.00 (2) | 0.00 (2) | 0.00 (2) |
C5 | 0.04 (3) | 0.02 (3) | 0.10 (5) | −0.01 (3) | 0.02 (3) | −0.01 (3) |
C6 | 0.03 (3) | 0.04 (3) | 0.07 (4) | 0.00 (2) | 0.00 (3) | 0.00 (3) |
C7 | 0.02 (3) | 0.04 (3) | 0.04 (3) | −0.01 (2) | 0.00 (2) | 0.00 (2) |
C8 | 0.03 (3) | 0.04 (3) | 0.06 (4) | −0.01 (2) | −0.01 (3) | −0.01 (3) |
C9 | 0.04 (3) | 0.06 (3) | 0.07 (4) | −0.02 (2) | 0.01 (3) | 0.01 (3) |
C10 | 0.03 (3) | 0.04 (3) | 0.07 (4) | 0.00 (2) | 0.02 (3) | 0.00 (3) |
C11 | 0.02 (2) | 0.03 (3) | 0.03 (2) | 0.00 (2) | 0.00 (2) | 0.00 (2) |
C12 | 0.04 (3) | 0.10 (4) | 0.03 (3) | 0.00 (3) | −0.01 (2) | −0.01 (3) |
C13 | 0.02 (2) | 0.03 (3) | 0.03 (2) | 0.002 (19) | 0.01 (2) | 0.00 (2) |
C14 | 0.03 (3) | 0.05 (3) | 0.02 (3) | 0.00 (2) | 0.01 (2) | 0.00 (2) |
C15 | 0.04 (3) | 0.05 (3) | 0.03 (3) | −0.01 (2) | 0.02 (3) | 0.00 (2) |
C16 | 0.02 (3) | 0.04 (3) | 0.04 (3) | 0.00 (2) | 0.01 (2) | 0.00 (2) |
C17 | 0.03 (2) | 0.02 (2) | 0.03 (2) | −0.004 (18) | 0.01 (2) | −0.003 (19) |
C18 | 0.03 (2) | 0.02 (2) | 0.03 (2) | 0.003 (18) | 0.01 (2) | 0.003 (19) |
C19 | 0.03 (3) | 0.04 (3) | 0.02 (2) | −0.01 (2) | 0.00 (2) | −0.01 (2) |
C20 | 0.01 (2) | 0.03 (3) | 0.02 (2) | −0.003 (19) | −0.001 (19) | 0.00 (2) |
C21 | 0.04 (3) | 0.03 (3) | 0.02 (2) | 0.01 (2) | 0.00 (2) | 0.00 (2) |
C22 | 0.05 (3) | 0.05 (3) | 0.03 (3) | 0.02 (2) | 0.02 (2) | 0.02 (2) |
C23 | 0.03 (2) | 0.04 (3) | 0.03 (2) | 0.00 (2) | 0.01 (2) | 0.00 (2) |
C24 | 0.08 (4) | 0.06 (3) | 0.03 (3) | 0.04 (3) | 0.02 (3) | 0.00 (3) |
C25 | 0.06 (3) | 0.05 (3) | 0.03 (3) | 0.03 (3) | 0.01 (3) | 0.01 (2) |
C26 | 0.05 (3) | 0.08 (4) | 0.02 (3) | 0.02 (3) | 0.02 (2) | −0.01 (3) |
C27 | 0.06 (4) | 0.09 (4) | 0.03 (3) | 0.04 (3) | 0.02 (3) | 0.02 (3) |
C28 | 0.06 (3) | 0.09 (4) | 0.03 (3) | 0.03 (3) | 0.02 (3) | 0.00 (3) |
C29 | 0.06 (4) | 0.11 (5) | 0.03 (3) | 0.00 (3) | 0.01 (3) | −0.02 (3) |
C30 | 0.03 (2) | 0.02 (2) | 0.03 (3) | −0.01 (2) | 0.01 (2) | 0.00 (2) |
C31 | 0.04 (3) | 0.05 (3) | 0.02 (2) | 0.00 (2) | 0.01 (2) | 0.01 (2) |
C32 | 0.04 (3) | 0.03 (3) | 0.04 (3) | 0.01 (2) | 0.02 (2) | −0.01 (2) |
C33 | 0.03 (2) | 0.03 (3) | 0.03 (3) | 0.01 (2) | 0.01 (2) | 0.00 (2) |
C34 | 0.05 (3) | 0.03 (3) | 0.02 (3) | 0.01 (2) | 0.02 (2) | 0.01 (2) |
C35 | 0.07 (3) | 0.04 (3) | 0.03 (3) | 0.01 (3) | 0.03 (3) | 0.00 (2) |
C36 | 0.04 (3) | 0.03 (3) | 0.03 (3) | 0.00 (2) | 0.02 (2) | 0.00 (2) |
C37 | 0.05 (3) | 0.04 (3) | 0.04 (3) | 0.02 (2) | 0.02 (3) | 0.00 (2) |
C38 | 0.06 (3) | 0.03 (3) | 0.09 (4) | 0.00 (2) | 0.02 (3) | −0.02 (3) |
C39 | 0.07 (4) | 0.04 (3) | 0.07 (4) | 0.02 (2) | 0.05 (3) | 0.01 (3) |
C40 | 0.02 (2) | 0.03 (3) | 0.04 (3) | 0.00 (2) | 0.00 (2) | 0.00 (2) |
C41 | 0.05 (3) | 0.04 (3) | 0.09 (4) | −0.01 (2) | 0.04 (3) | 0.00 (3) |
C42 | 0.03 (2) | 0.01 (2) | 0.03 (3) | −0.007 (19) | 0.01 (2) | −0.007 (19) |
C43 | 0.03 (3) | 0.03 (3) | 0.06 (3) | −0.01 (2) | 0.02 (2) | 0.00 (2) |
C44 | 0.03 (3) | 0.04 (3) | 0.05 (3) | 0.00 (2) | 0.03 (2) | −0.01 (3) |
C45 | 0.03 (3) | 0.04 (3) | 0.04 (3) | 0.00 (2) | 0.01 (2) | −0.01 (2) |
C46 | 0.02 (2) | 0.03 (2) | 0.02 (2) | 0.00 (2) | 0.00 (2) | 0.00 (2) |
C47 | 0.03 (2) | 0.02 (2) | 0.03 (2) | 0.005 (19) | 0.00 (2) | 0.00 (2) |
C48 | 0.05 (3) | 0.04 (3) | 0.06 (3) | 0.02 (2) | 0.03 (3) | 0.01 (2) |
C49 | 0.03 (3) | 0.02 (2) | 0.02 (2) | 0.00 (2) | 0.01 (2) | 0.00 (2) |
C50 | 0.05 (3) | 0.06 (4) | 0.02 (3) | −0.02 (3) | 0.00 (3) | 0.00 (3) |
C51 | 0.06 (3) | 0.05 (3) | 0.04 (3) | −0.03 (3) | 0.00 (3) | 0.00 (3) |
C52 | 0.02 (3) | 0.04 (3) | 0.04 (3) | 0.01 (2) | 0.01 (2) | 0.01 (2) |
C53 | 0.05 (3) | 0.04 (3) | 0.03 (3) | 0.00 (2) | 0.01 (2) | 0.00 (2) |
C54 | 0.03 (3) | 0.04 (3) | 0.03 (3) | −0.01 (2) | 0.00 (2) | 0.00 (2) |
C55 | 0.05 (3) | 0.03 (3) | 0.04 (3) | 0.00 (2) | 0.02 (2) | 0.00 (2) |
C56 | 0.07 (4) | 0.10 (5) | 0.21 (8) | 0.03 (3) | 0.08 (5) | 0.08 (5) |
C57 | 0.19 (7) | 0.03 (3) | 0.19 (7) | −0.03 (4) | 0.15 (6) | −0.01 (4) |
C58 | 0.12 (5) | 0.10 (5) | 0.06 (4) | −0.05 (4) | 0.03 (4) | 0.02 (3) |
C59 | 0.07 (4) | 0.04 (3) | 0.03 (3) | 0.00 (3) | 0.01 (3) | 0.00 (2) |
C60 | 0.11 (5) | 0.06 (4) | 0.05 (3) | 0.02 (3) | 0.03 (3) | 0.02 (3) |
C61 | 0.06 (3) | 0.03 (3) | 0.04 (3) | 0.00 (3) | 0.02 (3) | 0.00 (2) |
C62 | 0.05 (3) | 0.03 (3) | 0.06 (3) | 0.01 (2) | 0.03 (3) | 0.01 (2) |
C63 | 0.05 (3) | 0.08 (4) | 0.08 (4) | 0.02 (3) | 0.04 (3) | 0.01 (3) |
C64 | 0.15 (6) | 0.03 (3) | 0.08 (5) | −0.03 (4) | −0.04 (4) | 0.00 (3) |
C65 | 0.05 (3) | 0.05 (3) | 0.07 (4) | −0.01 (3) | 0.01 (3) | −0.01 (3) |
C66 | 0.04 (4) | 0.13 (6) | 0.10 (5) | 0.01 (4) | −0.01 (4) | −0.02 (4) |
C67 | 0.09 (5) | 0.12 (5) | 0.11 (5) | 0.07 (4) | 0.08 (4) | 0.07 (4) |
C68 | 0.04 (3) | 0.04 (3) | 0.07 (3) | 0.00 (2) | 0.02 (3) | 0.01 (3) |
C69 | 0.14 (6) | 0.01 (3) | 0.17 (7) | 0.03 (3) | −0.15 (5) | −0.03 (3) |
C70 | 0.04 (4) | 0.05 (4) | 0.09 (4) | 0.00 (3) | −0.01 (3) | −0.01 (3) |
C71 | 0.14 (6) | 0.07 (4) | 0.10 (5) | 0.00 (4) | 0.08 (5) | 0.00 (4) |
C72 | 0.21 (8) | 0.17 (7) | 0.24 (9) | 0.16 (7) | 0.22 (7) | 0.18 (7) |
C73 | 0.11 (4) | 0.03 (3) | 0.10 (4) | 0.04 (3) | 0.08 (4) | 0.02 (3) |
C74 | 0.02 (2) | 0.06 (3) | 0.02 (2) | 0.00 (2) | 0.00 (2) | 0.00 (2) |
C75 | 0.06 (3) | 0.04 (3) | 0.04 (3) | 0.00 (2) | 0.02 (3) | 0.00 (2) |
C76 | 0.04 (3) | 0.03 (3) | 0.04 (3) | 0.01 (2) | 0.01 (2) | 0.02 (2) |
C77 | 0.02 (3) | 0.03 (3) | 0.04 (3) | −0.01 (2) | 0.01 (2) | −0.01 (2) |
C78 | 0.06 (3) | 0.03 (3) | 0.04 (3) | 0.01 (2) | 0.00 (3) | 0.01 (2) |
C79 | 0.04 (3) | 0.04 (3) | 0.06 (4) | −0.01 (2) | 0.03 (3) | −0.01 (2) |
C80 | 0.05 (3) | 0.06 (3) | 0.07 (4) | −0.01 (3) | 0.02 (3) | −0.03 (3) |
C81 | 0.03 (3) | 0.04 (3) | 0.06 (3) | −0.01 (2) | 0.01 (3) | −0.01 (3) |
C82 | 0.05 (3) | 0.02 (3) | 0.06 (3) | 0.01 (2) | 0.03 (3) | 0.00 (2) |
C83 | 0.05 (3) | 0.02 (3) | 0.08 (4) | −0.01 (2) | 0.04 (3) | 0.00 (2) |
C84 | 0.05 (3) | 0.03 (3) | 0.07 (4) | −0.01 (2) | 0.02 (3) | 0.01 (3) |
C85 | 0.05 (3) | 0.10 (4) | 0.07 (4) | −0.01 (3) | 0.02 (3) | 0.02 (3) |
C86 | 0.04 (3) | 0.06 (3) | 0.04 (3) | 0.00 (2) | 0.01 (3) | 0.00 (3) |
C87 | 0.08 (4) | 0.01 (2) | 0.05 (3) | −0.01 (2) | 0.03 (3) | 0.00 (2) |
C88 | 0.07 (4) | 0.06 (4) | 0.05 (3) | 0.01 (3) | 0.03 (3) | 0.02 (3) |
O1S | 0.10 (3) | 0.09 (3) | 0.60 (3) | 0.030 (6) | 0.127 (11) | 0.154 (6) |
C1S | 0.31 (3) | 0.16 (3) | 0.15 (3) | −0.141 (6) | 0.076 (13) | −0.038 (6) |
C2S | 0.21 (4) | 0.22 (4) | 0.49 (4) | 0.096 (6) | 0.207 (16) | 0.193 (6) |
Zn1—N5 | 2.03 (3) | C20—C21 | 1.37 (5) |
Zn1—N2 | 2.06 (3) | C21—C22 | 1.38 (5) |
Zn1—N3 | 2.15 (3) | C21—H21 | 0.95 |
Zn1—N4 | 2.19 (3) | C22—C23 | 1.37 (5) |
Zn1—N1 | 2.20 (3) | C22—H22 | 0.95 |
Zn1—N6 | 2.31 (3) | C23—C24 | 1.40 (5) |
Zn2—O2 | 2.06 (3) | C23—C26 | 1.53 (5) |
Zn2—O3 | 2.06 (3) | C24—C25 | 1.37 (6) |
Zn2—O1 | 2.07 (3) | C24—H24 | 0.95 |
Zn2—O5 | 2.07 (3) | C25—H25 | 0.95 |
Zn2—O4 | 2.07 (3) | C26—C28 | 1.52 (6) |
Zn2—O6 | 2.13 (3) | C26—C27 | 1.54 (6) |
Zn3—O12 | 2.03 (3) | C26—C29 | 1.57 (6) |
Zn3—O8 | 2.06 (3) | C27—H27A | 0.98 |
Zn3—O7 | 2.06 (3) | C27—H27B | 0.98 |
Zn3—O11 | 2.07 (3) | C27—H27C | 0.98 |
Zn3—O9 | 2.07 (3) | C28—H28A | 0.98 |
Zn3—O10 | 2.10 (3) | C28—H28B | 0.98 |
F1—C60 | 1.30 (6) | C28—H28C | 0.98 |
F2—C60 | 1.32 (5) | C29—H29A | 0.98 |
F3—C60 | 1.34 (5) | C29—H29B | 0.98 |
F4—C63 | 1.30 (5) | C29—H29C | 0.98 |
F5—C63 | 1.27 (5) | C30—C31 | 1.37 (5) |
F6—C63 | 1.26 (5) | C30—C35 | 1.40 (5) |
F7—C65 | 1.27 (5) | C31—C32 | 1.38 (5) |
F8—C65 | 1.35 (5) | C31—H31 | 0.95 |
F9—C65 | 1.26 (5) | C32—C33 | 1.37 (5) |
F10—C68 | 1.30 (5) | C32—H32 | 0.95 |
F11—C68 | 1.26 (4) | C33—C34 | 1.37 (5) |
F12—C68 | 1.27 (5) | C33—C36 | 1.54 (5) |
F13—C69 | 1.77 (9) | C34—C35 | 1.36 (5) |
F14—C69 | 1.33 (5) | C34—H34 | 0.95 |
F15—C69 | 1.26 (5) | C35—H35 | 0.95 |
F16—C73 | 1.29 (6) | C36—C39 | 1.52 (6) |
F17—C73 | 1.30 (5) | C36—C37 | 1.52 (5) |
F18—C73 | 1.32 (5) | C36—C38 | 1.53 (5) |
F19—C75 | 1.33 (4) | C37—H37A | 0.98 |
F20—C75 | 1.29 (5) | C37—H37B | 0.98 |
F21—C75 | 1.35 (4) | C37—H37C | 0.98 |
F22—C78 | 1.32 (5) | C38—H38A | 0.98 |
F23—C78 | 1.31 (5) | C38—H38B | 0.98 |
F24—C78 | 1.32 (4) | C38—H38C | 0.98 |
F25—C80 | 1.30 (5) | C39—H39A | 0.98 |
F26—C80 | 1.29 (5) | C39—H39B | 0.98 |
F27—C80 | 1.33 (5) | C39—H39C | 0.98 |
F28—C83 | 1.32 (5) | C40—C41 | 1.50 (5) |
F29—C83 | 1.33 (4) | C40—C42 | 1.52 (5) |
F30—C83 | 1.33 (4) | C41—H41A | 0.98 |
F31—C85 | 1.33 (5) | C41—H41B | 0.98 |
F32—C85 | 1.27 (5) | C41—H41C | 0.98 |
F33—C85 | 1.35 (6) | C42—C43 | 1.38 (5) |
F34—C88 | 1.25 (5) | C43—C44 | 1.38 (5) |
F35—C88 | 1.23 (5) | C43—H43 | 0.95 |
F36—C88 | 1.26 (5) | C44—C45 | 1.38 (5) |
O1—C59 | 1.26 (5) | C44—H44 | 0.95 |
O2—C62 | 1.25 (4) | C45—C46 | 1.37 (5) |
O3—C64 | 1.21 (5) | C45—H45 | 0.95 |
O4—C67 | 1.08 (5) | C46—C47 | 1.50 (5) |
O5—C72 | 1.08 (7) | C47—C48 | 1.50 (5) |
O6—C70 | 1.24 (5) | C48—H48A | 0.98 |
O7—C74 | 1.25 (4) | C48—H48B | 0.98 |
O8—C77 | 1.24 (4) | C48—H48C | 0.98 |
O9—C79 | 1.23 (4) | C49—C50 | 1.37 (5) |
O10—C82 | 1.23 (5) | C49—C54 | 1.37 (5) |
O11—C84 | 1.24 (5) | C50—C51 | 1.37 (6) |
O12—C87 | 1.23 (5) | C50—H50 | 0.95 |
N1—C11 | 1.24 (4) | C51—C52 | 1.39 (6) |
N1—C1 | 1.44 (4) | C51—H51 | 0.95 |
N2—C17 | 1.31 (4) | C52—C53 | 1.38 (5) |
N2—C13 | 1.33 (4) | C52—C55 | 1.51 (5) |
N3—C18 | 1.27 (4) | C53—C54 | 1.42 (5) |
N3—C20 | 1.42 (4) | C53—H53 | 0.95 |
N4—C40 | 1.27 (4) | C54—H54 | 0.95 |
N4—C30 | 1.43 (4) | C55—C57 | 1.50 (6) |
N5—C42 | 1.33 (4) | C55—C56 | 1.51 (6) |
N5—C46 | 1.35 (4) | C55—C58 | 1.55 (6) |
N6—C47 | 1.28 (4) | C56—H56A | 0.98 |
N6—C49 | 1.41 (4) | C56—H56B | 0.98 |
C1—C6 | 1.34 (5) | C56—H56C | 0.98 |
C1—C2 | 1.36 (5) | C57—H57A | 0.98 |
C2—C3 | 1.38 (5) | C57—H57B | 0.98 |
C2—H2 | 0.95 | C57—H57C | 0.98 |
C3—C4 | 1.35 (5) | C58—H58A | 0.98 |
C3—H3 | 0.95 | C58—H58B | 0.98 |
C4—C5 | 1.35 (5) | C58—H58C | 0.98 |
C4—C7 | 1.53 (5) | C59—C61 | 1.38 (6) |
C5—C6 | 1.39 (5) | C59—C60 | 1.53 (7) |
C5—H5 | 0.95 | C61—C62 | 1.36 (6) |
C6—H6 | 0.95 | C61—H61 | 0.95 |
C7—C9 | 1.53 (6) | C62—C63 | 1.49 (6) |
C7—C8 | 1.54 (6) | C64—C65 | 1.47 (6) |
C7—C10 | 1.55 (5) | C64—C66 | 1.55 (8) |
C8—H8A | 0.98 | C66—C67 | 1.54 (7) |
C8—H8B | 0.98 | C66—H66 | 0.95 |
C8—H8C | 0.98 | C67—C68 | 1.51 (6) |
C9—H9A | 0.98 | C69—C70 | 1.34 (6) |
C9—H9B | 0.98 | C70—C71 | 1.50 (7) |
C9—H9C | 0.98 | C71—C72 | 1.65 (10) |
C10—H10A | 0.98 | C71—H71 | 0.95 |
C10—H10B | 0.98 | C72—C73 | 1.42 (6) |
C10—H10C | 0.98 | C74—C76 | 1.41 (5) |
C11—C13 | 1.48 (5) | C74—C75 | 1.53 (6) |
C11—C12 | 1.50 (5) | C76—C77 | 1.41 (6) |
C12—H12A | 0.98 | C76—H76 | 0.95 |
C12—H12B | 0.98 | C77—C78 | 1.53 (5) |
C12—H12C | 0.98 | C79—C81 | 1.41 (5) |
C13—C14 | 1.38 (5) | C79—C80 | 1.54 (6) |
C14—C15 | 1.38 (5) | C81—C82 | 1.39 (6) |
C14—H14 | 0.95 | C81—H81 | 0.95 |
C15—C16 | 1.39 (5) | C82—C83 | 1.53 (6) |
C15—H15 | 0.95 | C84—C86 | 1.40 (6) |
C16—C17 | 1.39 (5) | C84—C85 | 1.55 (6) |
C16—H16 | 0.95 | C86—C87 | 1.43 (6) |
C17—C18 | 1.50 (5) | C86—H86 | 0.95 |
C18—C19 | 1.50 (5) | C87—C88 | 1.47 (6) |
C19—H19A | 0.98 | O1S—C1S | 1.35 (12) |
C19—H19B | 0.98 | O1S—C1Si | 1.35 (12) |
C19—H19C | 0.98 | C1S—C2S | 1.24 (16) |
C20—C25 | 1.37 (5) | ||
N5—Zn1—N2 | 165.2 (11) | C36—C37—H37C | 109.5 |
N5—Zn1—N3 | 111.5 (11) | H37A—C37—H37C | 109.5 |
N2—Zn1—N3 | 75.4 (11) | H37B—C37—H37C | 109.5 |
N5—Zn1—N4 | 76.6 (11) | C36—C38—H38A | 109.5 |
N2—Zn1—N4 | 116.6 (11) | C36—C38—H38B | 109.5 |
N3—Zn1—N4 | 95.4 (11) | H38A—C38—H38B | 109.5 |
N5—Zn1—N1 | 99.2 (12) | C36—C38—H38C | 109.5 |
N2—Zn1—N1 | 74.0 (11) | H38A—C38—H38C | 109.5 |
N3—Zn1—N1 | 149.1 (12) | H38B—C38—H38C | 109.5 |
N4—Zn1—N1 | 95.1 (11) | C36—C39—H39A | 109.5 |
N5—Zn1—N6 | 73.9 (11) | C36—C39—H39B | 109.4 |
N2—Zn1—N6 | 92.9 (11) | H39A—C39—H39B | 109.5 |
N3—Zn1—N6 | 94.1 (10) | C36—C39—H39C | 109.5 |
N4—Zn1—N6 | 150.5 (11) | H39A—C39—H39C | 109.5 |
N1—Zn1—N6 | 90.9 (11) | H39B—C39—H39C | 109.5 |
O2—Zn2—O3 | 95.7 (11) | N4—C40—C41 | 127 (4) |
O2—Zn2—O1 | 86.6 (11) | N4—C40—C42 | 116 (3) |
O3—Zn2—O1 | 99.3 (11) | C41—C40—C42 | 117 (4) |
O2—Zn2—O5 | 173.5 (11) | C40—C41—H41A | 109.5 |
O3—Zn2—O5 | 85.2 (11) | C40—C41—H41B | 109.5 |
O1—Zn2—O5 | 86.9 (11) | H41A—C41—H41B | 109.5 |
O2—Zn2—O4 | 88.4 (11) | C40—C41—H41C | 109.5 |
O3—Zn2—O4 | 85.7 (11) | H41A—C41—H41C | 109.5 |
O1—Zn2—O4 | 173.2 (11) | H41B—C41—H41C | 109.5 |
O5—Zn2—O4 | 98.1 (11) | N5—C42—C43 | 123 (3) |
O2—Zn2—O6 | 98.8 (11) | N5—C42—C40 | 113 (3) |
O3—Zn2—O6 | 160.3 (10) | C43—C42—C40 | 124 (4) |
O1—Zn2—O6 | 94.8 (11) | C42—C43—C44 | 117 (4) |
O5—Zn2—O6 | 81.8 (10) | C42—C43—H43 | 121.6 |
O4—Zn2—O6 | 81.5 (12) | C44—C43—H43 | 121.6 |
O12—Zn3—O8 | 87.5 (11) | C45—C44—C43 | 122 (4) |
O12—Zn3—O7 | 175.3 (11) | C45—C44—H44 | 119.2 |
O8—Zn3—O7 | 89.2 (11) | C43—C44—H44 | 119.2 |
O12—Zn3—O11 | 86.0 (11) | C46—C45—C44 | 117 (4) |
O8—Zn3—O11 | 92.2 (11) | C46—C45—H45 | 121.4 |
O7—Zn3—O11 | 90.8 (11) | C44—C45—H45 | 121.4 |
O12—Zn3—O9 | 99.6 (11) | N5—C46—C45 | 122 (4) |
O8—Zn3—O9 | 169.1 (11) | N5—C46—C47 | 113 (3) |
O7—Zn3—O9 | 84.0 (11) | C45—C46—C47 | 124 (4) |
O11—Zn3—O9 | 96.4 (11) | N6—C47—C48 | 125 (3) |
O12—Zn3—O10 | 85.8 (11) | N6—C47—C46 | 117 (3) |
O8—Zn3—O10 | 87.1 (11) | C48—C47—C46 | 119 (4) |
O7—Zn3—O10 | 97.4 (11) | C47—C48—H48A | 109.5 |
O11—Zn3—O10 | 171.8 (12) | C47—C48—H48B | 109.5 |
O9—Zn3—O10 | 85.3 (11) | H48A—C48—H48B | 109.5 |
C59—O1—Zn2 | 127 (2) | C47—C48—H48C | 109.5 |
C62—O2—Zn2 | 126 (2) | H48A—C48—H48C | 109.5 |
C64—O3—Zn2 | 124 (2) | H48B—C48—H48C | 109.5 |
C67—O4—Zn2 | 130 (3) | C50—C49—C54 | 118 (4) |
C72—O5—Zn2 | 131 (3) | C50—C49—N6 | 121 (4) |
C70—O6—Zn2 | 120 (3) | C54—C49—N6 | 120 (3) |
C74—O7—Zn3 | 124.6 (19) | C49—C50—C51 | 121 (4) |
C77—O8—Zn3 | 126 (2) | C49—C50—H50 | 119.4 |
C79—O9—Zn3 | 122 (2) | C51—C50—H50 | 119.4 |
C82—O10—Zn3 | 123 (2) | C50—C51—C52 | 122 (4) |
C84—O11—Zn3 | 122 (2) | C50—C51—H51 | 119 |
C87—O12—Zn3 | 128 (2) | C52—C51—H51 | 118.9 |
C11—N1—C1 | 121 (3) | C53—C52—C51 | 117 (4) |
C11—N1—Zn1 | 116.8 (19) | C53—C52—C55 | 121 (4) |
C1—N1—Zn1 | 122 (2) | C51—C52—C55 | 122 (4) |
C17—N2—C13 | 122 (2) | C52—C53—C54 | 120 (4) |
C17—N2—Zn1 | 117.9 (18) | C52—C53—H53 | 119.9 |
C13—N2—Zn1 | 118.9 (17) | C54—C53—H53 | 119.9 |
C18—N3—C20 | 120 (2) | C49—C54—C53 | 121 (4) |
C18—N3—Zn1 | 117.2 (18) | C49—C54—H54 | 119.6 |
C20—N3—Zn1 | 122.4 (17) | C53—C54—H54 | 119.6 |
C40—N4—C30 | 119 (2) | C57—C55—C56 | 108 (4) |
C40—N4—Zn1 | 113.7 (18) | C57—C55—C52 | 110 (4) |
C30—N4—Zn1 | 126.2 (18) | C56—C55—C52 | 111 (4) |
C42—N5—C46 | 119 (2) | C57—C55—C58 | 107 (4) |
C42—N5—Zn1 | 118.7 (18) | C56—C55—C58 | 106 (4) |
C46—N5—Zn1 | 122.4 (19) | C52—C55—C58 | 114 (4) |
C47—N6—C49 | 119 (2) | C55—C56—H56A | 109.5 |
C47—N6—Zn1 | 113.1 (18) | C55—C56—H56B | 109.4 |
C49—N6—Zn1 | 126.8 (19) | H56A—C56—H56B | 109.5 |
C6—C1—C2 | 119 (4) | C55—C56—H56C | 109.5 |
C6—C1—N1 | 122 (4) | H56A—C56—H56C | 109.5 |
C2—C1—N1 | 119 (4) | H56B—C56—H56C | 109.5 |
C1—C2—C3 | 118 (4) | C55—C57—H57A | 109.5 |
C1—C2—H2 | 120.8 | C55—C57—H57B | 109.5 |
C3—C2—H2 | 120.8 | H57A—C57—H57B | 109.5 |
C4—C3—C2 | 124 (4) | C55—C57—H57C | 109.5 |
C4—C3—H3 | 118 | H57A—C57—H57C | 109.5 |
C2—C3—H3 | 118 | H57B—C57—H57C | 109.5 |
C5—C4—C3 | 116 (4) | C55—C58—H58A | 109.5 |
C5—C4—C7 | 120 (4) | C55—C58—H58B | 109.5 |
C3—C4—C7 | 124 (4) | H58A—C58—H58B | 109.5 |
C4—C5—C6 | 122 (4) | C55—C58—H58C | 109.5 |
C4—C5—H5 | 119 | H58A—C58—H58C | 109.5 |
C6—C5—H5 | 119 | H58B—C58—H58C | 109.5 |
C1—C6—C5 | 121 (4) | O1—C59—C61 | 127 (4) |
C1—C6—H6 | 119.6 | O1—C59—C60 | 113 (4) |
C5—C6—H6 | 119.6 | C61—C59—C60 | 120 (4) |
C4—C7—C9 | 110 (3) | F1—C60—F2 | 107 (4) |
C4—C7—C8 | 107 (4) | F1—C60—F3 | 107 (4) |
C9—C7—C8 | 110 (4) | F2—C60—F3 | 108 (3) |
C4—C7—C10 | 111 (3) | F1—C60—C59 | 112 (4) |
C9—C7—C10 | 109 (4) | F2—C60—C59 | 110 (4) |
C8—C7—C10 | 110 (4) | F3—C60—C59 | 113 (4) |
C7—C8—H8A | 109.5 | C62—C61—C59 | 124 (5) |
C7—C8—H8B | 109.5 | C62—C61—H61 | 118.2 |
H8A—C8—H8B | 109.5 | C59—C61—H61 | 118.2 |
C7—C8—H8C | 109.5 | O2—C62—C61 | 129 (4) |
H8A—C8—H8C | 109.5 | O2—C62—C63 | 113 (4) |
H8B—C8—H8C | 109.5 | C61—C62—C63 | 118 (4) |
C7—C9—H9A | 109.5 | F6—C63—F5 | 108 (4) |
C7—C9—H9B | 109.5 | F6—C63—F4 | 101 (4) |
H9A—C9—H9B | 109.5 | F5—C63—F4 | 102 (3) |
C7—C9—H9C | 109.5 | F6—C63—C62 | 116 (4) |
H9A—C9—H9C | 109.5 | F5—C63—C62 | 117 (4) |
H9B—C9—H9C | 109.5 | F4—C63—C62 | 111 (4) |
C7—C10—H10A | 109.5 | O3—C64—C65 | 122 (5) |
C7—C10—H10B | 109.5 | O3—C64—C66 | 121 (5) |
H10A—C10—H10B | 109.5 | C65—C64—C66 | 113 (5) |
C7—C10—H10C | 109.5 | F9—C65—F7 | 114 (4) |
H10A—C10—H10C | 109.5 | F9—C65—F8 | 103 (3) |
H10B—C10—H10C | 109.5 | F7—C65—F8 | 99 (3) |
N1—C11—C13 | 116 (3) | F9—C65—C64 | 117 (4) |
N1—C11—C12 | 126 (3) | F7—C65—C64 | 113 (4) |
C13—C11—C12 | 118 (4) | F8—C65—C64 | 107 (5) |
C11—C12—H12A | 109.5 | C67—C66—C64 | 123 (5) |
C11—C12—H12B | 109.5 | C67—C66—H66 | 118.6 |
H12A—C12—H12B | 109.5 | C64—C66—H66 | 118.7 |
C11—C12—H12C | 109.5 | O4—C67—C68 | 126 (6) |
H12A—C12—H12C | 109.5 | O4—C67—C66 | 120 (6) |
H12B—C12—H12C | 109.5 | C68—C67—C66 | 113 (5) |
N2—C13—C14 | 121 (3) | F11—C68—F12 | 106 (3) |
N2—C13—C11 | 114 (3) | F11—C68—F10 | 105 (4) |
C14—C13—C11 | 125 (4) | F12—C68—F10 | 109 (3) |
C13—C14—C15 | 118 (4) | F11—C68—C67 | 112 (4) |
C13—C14—H14 | 121.1 | F12—C68—C67 | 114 (4) |
C15—C14—H14 | 121.1 | F10—C68—C67 | 111 (3) |
C14—C15—C16 | 120 (4) | F15—C69—F14 | 109 (4) |
C14—C15—H15 | 119.9 | F15—C69—C70 | 123 (5) |
C16—C15—H15 | 119.9 | F14—C69—C70 | 125 (5) |
C17—C16—C15 | 118 (4) | F15—C69—F13 | 82 (4) |
C17—C16—H16 | 120.9 | F14—C69—F13 | 82 (4) |
C15—C16—H16 | 120.9 | C70—C69—F13 | 88 (5) |
N2—C17—C16 | 120 (4) | O6—C70—C69 | 124 (5) |
N2—C17—C18 | 115 (3) | O6—C70—C71 | 124 (5) |
C16—C17—C18 | 125 (4) | C69—C70—C71 | 103 (6) |
N3—C18—C19 | 127 (3) | C70—C71—C72 | 119 (5) |
N3—C18—C17 | 114 (3) | C70—C71—H71 | 120.5 |
C19—C18—C17 | 119 (3) | C72—C71—H71 | 120.4 |
C18—C19—H19A | 109.4 | O5—C72—C73 | 134 (8) |
C18—C19—H19B | 109.5 | O5—C72—C71 | 117 (6) |
H19A—C19—H19B | 109.5 | C73—C72—C71 | 107 (6) |
C18—C19—H19C | 109.5 | F16—C73—F17 | 110 (4) |
H19A—C19—H19C | 109.5 | F16—C73—F18 | 99 (3) |
H19B—C19—H19C | 109.5 | F17—C73—F18 | 102 (3) |
C25—C20—C21 | 117 (4) | F16—C73—C72 | 112 (5) |
C25—C20—N3 | 120 (3) | F17—C73—C72 | 112 (4) |
C21—C20—N3 | 123 (3) | F18—C73—C72 | 120 (6) |
C20—C21—C22 | 121 (4) | O7—C74—C76 | 130 (4) |
C20—C21—H21 | 119.6 | O7—C74—C75 | 113 (3) |
C22—C21—H21 | 119.6 | C76—C74—C75 | 117 (4) |
C23—C22—C21 | 123 (4) | F20—C75—F19 | 107 (3) |
C23—C22—H22 | 118.7 | F20—C75—F21 | 106 (3) |
C21—C22—H22 | 118.7 | F19—C75—F21 | 105 (3) |
C22—C23—C24 | 116 (4) | F20—C75—C74 | 112 (3) |
C22—C23—C26 | 124 (4) | F19—C75—C74 | 112 (4) |
C24—C23—C26 | 120 (4) | F21—C75—C74 | 115 (3) |
C25—C24—C23 | 122 (4) | C77—C76—C74 | 121 (4) |
C25—C24—H24 | 119.1 | C77—C76—H76 | 119.5 |
C23—C24—H24 | 119.1 | C74—C76—H76 | 119.5 |
C24—C25—C20 | 121 (4) | O8—C77—C76 | 129 (4) |
C24—C25—H25 | 119.3 | O8—C77—C78 | 116 (4) |
C20—C25—H25 | 119.3 | C76—C77—C78 | 115 (4) |
C28—C26—C23 | 110 (4) | F23—C78—F22 | 108 (3) |
C28—C26—C27 | 108 (4) | F23—C78—F24 | 107 (3) |
C23—C26—C27 | 112 (4) | F22—C78—F24 | 106 (3) |
C28—C26—C29 | 109 (4) | F23—C78—C77 | 113 (4) |
C23—C26—C29 | 108 (4) | F22—C78—C77 | 111 (3) |
C27—C26—C29 | 109 (4) | F24—C78—C77 | 112 (3) |
C26—C27—H27A | 109.4 | O9—C79—C81 | 127 (4) |
C26—C27—H27B | 109.5 | O9—C79—C80 | 116 (4) |
H27A—C27—H27B | 109.5 | C81—C79—C80 | 116 (4) |
C26—C27—H27C | 109.5 | F26—C80—F25 | 109 (3) |
H27A—C27—H27C | 109.5 | F26—C80—F27 | 106 (4) |
H27B—C27—H27C | 109.5 | F25—C80—F27 | 107 (3) |
C26—C28—H28A | 109.5 | F26—C80—C79 | 116 (4) |
C26—C28—H28B | 109.5 | F25—C80—C79 | 110 (4) |
H28A—C28—H28B | 109.5 | F27—C80—C79 | 110 (3) |
C26—C28—H28C | 109.4 | C82—C81—C79 | 122 (4) |
H28A—C28—H28C | 109.5 | C82—C81—H81 | 119.1 |
H28B—C28—H28C | 109.5 | C79—C81—H81 | 119.1 |
C26—C29—H29A | 109.4 | O10—C82—C81 | 129 (4) |
C26—C29—H29B | 109.5 | O10—C82—C83 | 116 (4) |
H29A—C29—H29B | 109.5 | C81—C82—C83 | 115 (4) |
C26—C29—H29C | 109.5 | F28—C83—F29 | 108 (3) |
H29A—C29—H29C | 109.5 | F28—C83—F30 | 107 (3) |
H29B—C29—H29C | 109.5 | F29—C83—F30 | 106 (3) |
C31—C30—C35 | 118 (4) | F28—C83—C82 | 115 (4) |
C31—C30—N4 | 121 (4) | F29—C83—C82 | 109 (3) |
C35—C30—N4 | 121 (4) | F30—C83—C82 | 112 (3) |
C30—C31—C32 | 121 (4) | O11—C84—C86 | 130 (4) |
C30—C31—H31 | 119.4 | O11—C84—C85 | 113 (4) |
C32—C31—H31 | 119.4 | C86—C84—C85 | 117 (4) |
C33—C32—C31 | 121 (4) | F32—C85—F31 | 110 (4) |
C33—C32—H32 | 119.5 | F32—C85—F33 | 107 (4) |
C31—C32—H32 | 119.5 | F31—C85—F33 | 106 (4) |
C34—C33—C32 | 117 (4) | F32—C85—C84 | 111 (4) |
C34—C33—C36 | 122 (4) | F31—C85—C84 | 113 (4) |
C32—C33—C36 | 120 (4) | F33—C85—C84 | 110 (4) |
C35—C34—C33 | 123 (4) | C84—C86—C87 | 121 (4) |
C35—C34—H34 | 118.5 | C84—C86—H86 | 119.6 |
C33—C34—H34 | 118.6 | C87—C86—H86 | 119.7 |
C34—C35—C30 | 120 (4) | O12—C87—C86 | 125 (4) |
C34—C35—H35 | 120.2 | O12—C87—C88 | 120 (4) |
C30—C35—H35 | 120.1 | C86—C87—C88 | 115 (4) |
C39—C36—C37 | 108 (4) | F35—C88—F34 | 105 (3) |
C39—C36—C38 | 108 (4) | F35—C88—F36 | 101 (4) |
C37—C36—C38 | 109 (4) | F34—C88—F36 | 99 (4) |
C39—C36—C33 | 112 (3) | F35—C88—C87 | 114 (4) |
C37—C36—C33 | 111 (3) | F34—C88—C87 | 121 (4) |
C38—C36—C33 | 109 (3) | F36—C88—C87 | 114 (4) |
C36—C37—H37A | 109.5 | C1S—O1S—C1Si | 180 (9) |
C36—C37—H37B | 109.4 | C2S—C1S—O1S | 152 (10) |
H37A—C37—H37B | 109.5 |
Symmetry code: (i) −x, −y, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Zn(C29H35N3)2][Zn(C5HF6O2)3]2·0.5C4H10O |
Mr | 2321.68 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 150 |
a, b, c (Å) | 42.138 (2), 19.4444 (10), 26.255 (2) |
β (°) | 110.969 (10) |
V (Å3) | 20088 (2) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.84 |
Crystal size (mm) | 0.35 × 0.22 × 0.22 |
Data collection | |
Diffractometer | Nonius FAST TV area-detector diffractometer |
Absorption correction | Part of the refinement model (ΔF) (DIFABS; Walker & Stuart, 1983) |
Tmin, Tmax | 0.758, 0.837 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 26256, 14012, 6038 |
Rint | 0.074 |
(sin θ/λ)max (Å−1) | 0.598 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.061, 0.129, 0.76 |
No. of reflections | 14012 |
No. of parameters | 1348 |
No. of restraints | 30 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
(Δ/σ)max | 1.002 |
Δρmax, Δρmin (e Å−3) | 1.04, −0.83 |
Computer programs: MADNES (Pflugrath & Messerschmidt, 1989), MADNES, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 1990).
Zn1—N5 | 2.03 (3) | Zn2—O5 | 2.07 (3) |
Zn1—N2 | 2.06 (3) | Zn2—O4 | 2.07 (3) |
Zn1—N3 | 2.15 (3) | Zn2—O6 | 2.13 (3) |
Zn1—N4 | 2.19 (3) | Zn3—O12 | 2.03 (3) |
Zn1—N1 | 2.20 (3) | Zn3—O8 | 2.06 (3) |
Zn1—N6 | 2.31 (3) | Zn3—O7 | 2.06 (3) |
Zn2—O2 | 2.06 (3) | Zn3—O11 | 2.07 (3) |
Zn2—O3 | 2.06 (3) | Zn3—O9 | 2.07 (3) |
Zn2—O1 | 2.07 (3) | Zn3—O10 | 2.10 (3) |
N5—Zn1—N2 | 165.2 (11) | O1—Zn2—O4 | 173.2 (11) |
N5—Zn1—N3 | 111.5 (11) | O5—Zn2—O4 | 98.1 (11) |
N2—Zn1—N3 | 75.4 (11) | O2—Zn2—O6 | 98.8 (11) |
N5—Zn1—N4 | 76.6 (11) | O3—Zn2—O6 | 160.3 (10) |
N2—Zn1—N4 | 116.6 (11) | O1—Zn2—O6 | 94.8 (11) |
N3—Zn1—N4 | 95.4 (11) | O5—Zn2—O6 | 81.8 (10) |
N5—Zn1—N1 | 99.2 (12) | O4—Zn2—O6 | 81.5 (12) |
N2—Zn1—N1 | 74.0 (11) | O12—Zn3—O8 | 87.5 (11) |
N3—Zn1—N1 | 149.1 (12) | O12—Zn3—O7 | 175.3 (11) |
N4—Zn1—N1 | 95.1 (11) | O8—Zn3—O7 | 89.2 (11) |
N5—Zn1—N6 | 73.9 (11) | O12—Zn3—O11 | 86.0 (11) |
N2—Zn1—N6 | 92.9 (11) | O8—Zn3—O11 | 92.2 (11) |
N3—Zn1—N6 | 94.1 (10) | O7—Zn3—O11 | 90.8 (11) |
N4—Zn1—N6 | 150.5 (11) | O12—Zn3—O9 | 99.6 (11) |
N1—Zn1—N6 | 90.9 (11) | O8—Zn3—O9 | 169.1 (11) |
O2—Zn2—O3 | 95.7 (11) | O7—Zn3—O9 | 84.0 (11) |
O2—Zn2—O1 | 86.6 (11) | O11—Zn3—O9 | 96.4 (11) |
O3—Zn2—O1 | 99.3 (11) | O12—Zn3—O10 | 85.8 (11) |
O2—Zn2—O5 | 173.5 (11) | O8—Zn3—O10 | 87.1 (11) |
O3—Zn2—O5 | 85.2 (11) | O7—Zn3—O10 | 97.4 (11) |
O1—Zn2—O5 | 86.9 (11) | O11—Zn3—O10 | 171.8 (12) |
O2—Zn2—O4 | 88.4 (11) | O9—Zn3—O10 | 85.3 (11) |
O3—Zn2—O4 | 85.7 (11) |
Previous studies have shown that the reaction of [Zn(hfac)2].2H2O with N-donor heterocyclic ligands produces octahedral metal complexes that contain the Zn(hfac)2 moiety. Examples of compounds that have been crystallographically characterized are, for monodentate ligands, cis-[Zn(hfac)2(pyridine)2] (Pradilla-Sorzano & Fackler, 1973), trans-[Zn(hfac)2(py)2], where py is a substituted pyridine (Lee & Wei, 2000), and for bidentate chelate N-heterocyclic ligands, cis-[Zn(hfac)2(N—N)], where N—N represents a substituted 2,2'-bipyridine ligand (Kumada et al., 2000; Lee & Wei, 2000; Sakane et al., 2000).
To extend the study to the use of terdentate nitrogen ligands, we have investigated the reaction of [Zn(hfac)2].2H2O, with 2,2':6',2''-terpyridine (terpy), 2,6-bis[1-(4-tert-butylphenylimino)ethyl]pyridine (L1) and 2,6-bis[1-(4-methylphenylimino)ethyl]pyridine (L2). The product from the reaction with terpy is [Zn(terpy)2](hfac)2 which was characterized by elemental analysis and 1H NMR studies. In (CD3)2CO solution at 233 K the 1H NMR spectrum is consistent with the formulation [Zn(terpy)2](hfac)2, but at higher temperatures, there is spectral evidence of some intermolecular exchange by virtue of the partial dissociation of the terpy from the zinc and the consequent attachment of the hfac moiety to the metal. In contrast to this, the reaction of [Zn(hfac)2].2H2O with L1 or L2 leads to the isolation of the complexes [ZnL2][Zn(hfac)3]2 (L = L1 or L2) which for L = L1 is the title compound, (I). The structure of (I) (Fig.1) shows that all three Zn atoms are octahedrally coordinated. In the cation, Zn1 is coordinated by two mer-terdentate chelate L1 ligands to form a distorted octahedron. For the coordinated L1 ligands, all the N and C atoms of the ligand skeleton are coplanar (r.m.s. deviations = 0.0507 and 0.0826 for N1/N3- and N4/N6-containing ligands, respectively) with only the substituted phenyl rings being twisted out of the coordination plane (dihedral angles between ligand core and phenyl rings = 85.38, 72.19, 48.86 and 86.74° for rings C1–C6, C20–C25, C30–C35 and C49–C54, respectively). Because of the strain induced in this type of ligand when it is acting as a terdentate chelate (Edwards et al., 1990), the geometry at Zn1 is a distorted octahedron. The angles N3—Zn1—N1 and N4—Zn1—N6 are reduced from the ideal value of 180° to 149.1 (12) and 150.5 (11)°, respectively. The four Nimino—Zn1—Npyridine bite angles are 76.6 (11), 75.4 (11), 73.9 (11) and 74.0 (11)°, which are much reduced from the expected value of 90°. The bond lengths Zn1—Nimine fall in the range 2.15 (3)–2.31 (3) Å, whereas the Zn1—Npyridine distances are shorter at 2.03 (3) and 2.06 (3) Å. Similar ligand distortions are observed in the five-coordinate complex ZnCl2L3, where L3 is 2,6-bis[1-(phenylimino)ethyl]pyridine (Edwards et al., 1990).
The anion moieties of the structure are both composed of three hexafluoroacetylacetonato ligands coordinated octahedrally about a zinc centre with little deformation from idealized geometry. However, these chelating ligands form six-membered rings with the metal centres and have adopted a number of different conformations which have been analysed by puckering analysis (Cremer & Pople, 1975). The chelates around Zn2 form a flat ring (O1–O2 chelate, maximum deviation from mean ring plane = 0.05 Å), an envelope (chelate O3–O4) and a half chair (chelate O5–O6). About Zn3, the rings adopt a flat conformation (O7–O8 chelate, maximum deviation from mean ring plane = 0.027 Å) and envelope conformations for the remaining two ligand ring systems.