Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806027073/ng2041sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806027073/ng2041Isup2.hkl |
CCDC reference: 619027
Data collection: COLLECT (Nonius, 1998); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: XDISK (Siemens, 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 2005); software used to prepare material for publication: SHELXTL (Sheldrick, 1998).
[Cu(C17H19O2)2] | F(000) = 606 |
Mr = 574.22 | Dx = 1.356 Mg m−3 |
Monoclinic, P21 | Melting point = 513–515 K |
Hall symbol: P 2yb | Mo Kα radiation, λ = 0.71073 Å |
a = 11.520 (2) Å | Cell parameters from 45 reflections |
b = 11.079 (2) Å | θ = 6.0–12.5° |
c = 12.169 (2) Å | µ = 0.81 mm−1 |
β = 115.12 (3)° | T = 100 K |
V = 1406.1 (5) Å3 | Plate, olive green |
Z = 2 | 0.25 × 0.20 × 0.05 mm |
Nonius Kappa CCD diffractometer | 6888 independent reflections |
Radiation source: fine-focus sealed tube | 6311 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.092 |
Detector resolution: 9 pixels mm-1 | θmax = 28.3°, θmin = 3.9° |
φ? ω? scans | h = −15→15 |
Absorption correction: numerical (X-SHAPE; Stoe, 1999) | k = −14→14 |
Tmin = 0.854, Tmax = 0.952 | l = −16→16 |
42111 measured reflections |
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)] = 0.037 | Only H-atom displacement parameters refined |
wR(F2) = 0.095 | w = 1/[σ2(Fo2) + (0.0447P)2 + 0.6865P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max = 0.001 |
6888 reflections | Δρmax = 0.58 e Å−3 |
361 parameters | Δρmin = −0.69 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 3226 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.006 (11) |
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 | ||
Cu | 1.00391 (3) | 0.81448 (5) | 0.74810 (3) | 0.01426 (7) | |
O1 | 0.95543 (16) | 0.69430 (16) | 0.62196 (15) | 0.0167 (3) | |
O2 | 1.07077 (17) | 0.93970 (16) | 0.86925 (16) | 0.0183 (4) | |
O3 | 0.87570 (17) | 0.92751 (17) | 0.65212 (16) | 0.0177 (4) | |
O4 | 1.11996 (17) | 0.69454 (16) | 0.84799 (15) | 0.0174 (4) | |
C1 | 0.8525 (2) | 0.6315 (2) | 0.4087 (2) | 0.0162 (4) | |
C2 | 0.8803 (2) | 0.7191 (2) | 0.5128 (2) | 0.0139 (4) | |
C3 | 0.8144 (2) | 0.8275 (3) | 0.4642 (2) | 0.0142 (5) | |
C4 | 0.74720 (19) | 0.8065 (3) | 0.32741 (19) | 0.0134 (4) | |
H4A | 0.6737 | 0.8618 | 0.2819 | 0.0197 (18)* | |
C5 | 0.8552 (2) | 0.8047 (2) | 0.28275 (19) | 0.0166 (4) | |
H5A | 0.8192 | 0.7998 | 0.1931 | 0.017 (2)* | |
H5B | 0.9103 | 0.8771 | 0.3105 | 0.017 (2)* | |
C6 | 0.9308 (2) | 0.6882 (2) | 0.3428 (2) | 0.0165 (5) | |
H6A | 1.0194 | 0.7079 | 0.4017 | 0.017 (2)* | |
H6B | 0.9345 | 0.6323 | 0.2809 | 0.017 (2)* | |
C7 | 0.7122 (2) | 0.6702 (2) | 0.3230 (2) | 0.0154 (4) | |
C8 | 0.6153 (2) | 0.6435 (2) | 0.3744 (2) | 0.0188 (5) | |
H8A | 0.5319 | 0.6779 | 0.3208 | 0.0293 (19)* | |
H8B | 0.6446 | 0.6795 | 0.4553 | 0.0293 (19)* | |
H8C | 0.6069 | 0.5560 | 0.3802 | 0.0293 (19)* | |
C9 | 0.6639 (2) | 0.6134 (2) | 0.1967 (2) | 0.0219 (5) | |
H9A | 0.5825 | 0.6510 | 0.1429 | 0.0293 (19)* | |
H9B | 0.6509 | 0.5266 | 0.2024 | 0.0293 (19)* | |
H9C | 0.7273 | 0.6262 | 0.1639 | 0.0293 (19)* | |
C10 | 0.8795 (2) | 0.4998 (2) | 0.4432 (2) | 0.0197 (5) | |
H10A | 0.8245 | 0.4723 | 0.4814 | 0.0293 (19)* | |
H10B | 0.9696 | 0.4901 | 0.5003 | 0.0293 (19)* | |
H10C | 0.8617 | 0.4517 | 0.3702 | 0.0293 (19)* | |
C11 | 1.1988 (2) | 1.0108 (2) | 1.0771 (2) | 0.0147 (4) | |
C12 | 1.1434 (2) | 0.9156 (2) | 0.9787 (2) | 0.0150 (5) | |
C13 | 1.1931 (2) | 0.8016 (3) | 1.0330 (2) | 0.0144 (5) | |
C14 | 1.2752 (2) | 0.8300 (3) | 1.1666 (2) | 0.0151 (5) | |
H14A | 1.2903 | 0.7604 | 1.2234 | 0.0197 (18)* | |
C15 | 1.3976 (2) | 0.8913 (2) | 1.1715 (2) | 0.0172 (4) | |
H15A | 1.4377 | 0.8427 | 1.1286 | 0.017 (2)* | |
H15B | 1.4609 | 0.9048 | 1.2563 | 0.017 (2)* | |
C16 | 1.3450 (2) | 1.0125 (2) | 1.1052 (2) | 0.0179 (5) | |
H16A | 1.3568 | 1.0176 | 1.0294 | 0.017 (2)* | |
H16B | 1.3889 | 1.0818 | 1.1578 | 0.017 (2)* | |
C17 | 1.2008 (2) | 0.9381 (2) | 1.1879 (2) | 0.0165 (4) | |
C18 | 1.0677 (2) | 0.9034 (2) | 1.1767 (3) | 0.0228 (5) | |
H18A | 1.0763 | 0.8439 | 1.2393 | 0.0293 (19)* | |
H18B | 1.0174 | 0.8687 | 1.0963 | 0.0293 (19)* | |
H18C | 1.0242 | 0.9754 | 1.1875 | 0.0293 (19)* | |
C19 | 1.2731 (3) | 1.0020 (2) | 1.3098 (2) | 0.0223 (5) | |
H19A | 1.2872 | 0.9453 | 1.3761 | 0.0293 (19)* | |
H19B | 1.2224 | 1.0707 | 1.3157 | 0.0293 (19)* | |
H19C | 1.3559 | 1.0309 | 1.3157 | 0.0293 (19)* | |
C20 | 1.1315 (2) | 1.1316 (2) | 1.0468 (3) | 0.0198 (5) | |
H20A | 1.0400 | 1.1202 | 1.0250 | 0.0293 (19)* | |
H20B | 1.1423 | 1.1678 | 0.9783 | 0.0293 (19)* | |
H20C | 1.1686 | 1.1850 | 1.1175 | 0.0293 (19)* | |
C30 | 0.8153 (2) | 0.9255 (2) | 0.5345 (2) | 0.0146 (5) | |
C31 | 0.7447 (2) | 1.0398 (2) | 0.4802 (2) | 0.0155 (5) | |
C32 | 0.7531 (2) | 1.0921 (2) | 0.3789 (2) | 0.0174 (5) | |
H32A | 0.7996 | 1.0528 | 0.3408 | 0.0197 (18)* | |
C33 | 0.6927 (3) | 1.2025 (3) | 0.3342 (3) | 0.0216 (5) | |
H33A | 0.6991 | 1.2387 | 0.2662 | 0.0197 (18)* | |
C34 | 0.6236 (3) | 1.2592 (3) | 0.3889 (3) | 0.0231 (6) | |
H34A | 0.5826 | 1.3341 | 0.3582 | 0.0197 (18)* | |
C35 | 0.6140 (3) | 1.2068 (2) | 0.4887 (3) | 0.0212 (5) | |
H35A | 0.5653 | 1.2451 | 0.5252 | 0.0197 (18)* | |
C36 | 0.6760 (2) | 1.0984 (2) | 0.5346 (2) | 0.0183 (5) | |
H36A | 0.6714 | 1.0638 | 0.6041 | 0.0197 (18)* | |
C40 | 1.1838 (2) | 0.6996 (2) | 0.9649 (2) | 0.0144 (5) | |
C41 | 1.2518 (2) | 0.5855 (2) | 1.0213 (2) | 0.0157 (5) | |
C42 | 1.2411 (2) | 0.5342 (2) | 1.1212 (2) | 0.0189 (5) | |
H42A | 1.1926 | 0.5735 | 1.1572 | 0.0197 (18)* | |
C43 | 1.3017 (3) | 0.4252 (2) | 1.1677 (2) | 0.0216 (5) | |
H43A | 1.2939 | 0.3897 | 1.2353 | 0.0197 (18)* | |
C44 | 1.3737 (3) | 0.3679 (2) | 1.1160 (3) | 0.0219 (5) | |
H44A | 1.4156 | 0.2938 | 1.1487 | 0.0197 (18)* | |
C45 | 1.3845 (2) | 0.4187 (2) | 1.0169 (2) | 0.0214 (5) | |
H45A | 1.4345 | 0.3798 | 0.9821 | 0.0197 (18)* | |
C46 | 1.3221 (2) | 0.5271 (2) | 0.9678 (2) | 0.0191 (5) | |
H46A | 1.3275 | 0.5608 | 0.8983 | 0.0197 (18)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.01676 (12) | 0.01020 (11) | 0.01264 (11) | 0.00162 (9) | 0.00316 (8) | 0.00087 (9) |
O1 | 0.0198 (8) | 0.0119 (8) | 0.0155 (8) | 0.0029 (6) | 0.0047 (6) | −0.0003 (7) |
O2 | 0.0217 (8) | 0.0115 (8) | 0.0150 (8) | 0.0008 (7) | 0.0011 (7) | 0.0014 (6) |
O3 | 0.0208 (8) | 0.0147 (9) | 0.0147 (8) | 0.0026 (7) | 0.0049 (7) | −0.0006 (7) |
O4 | 0.0221 (8) | 0.0119 (9) | 0.0127 (8) | 0.0046 (7) | 0.0022 (7) | 0.0008 (7) |
C1 | 0.0168 (10) | 0.0136 (11) | 0.0173 (11) | 0.0007 (8) | 0.0062 (9) | −0.0008 (8) |
C2 | 0.0141 (10) | 0.0128 (11) | 0.0143 (11) | −0.0003 (8) | 0.0058 (8) | 0.0010 (8) |
C3 | 0.0137 (9) | 0.0132 (14) | 0.0137 (10) | 0.0006 (10) | 0.0038 (8) | 0.0000 (11) |
C4 | 0.0135 (8) | 0.0119 (10) | 0.0131 (9) | −0.0010 (10) | 0.0040 (7) | 0.0003 (10) |
C5 | 0.0176 (9) | 0.0162 (11) | 0.0147 (9) | −0.0002 (9) | 0.0058 (7) | 0.0011 (9) |
C6 | 0.0183 (10) | 0.0146 (11) | 0.0178 (10) | 0.0002 (8) | 0.0088 (8) | −0.0002 (9) |
C7 | 0.0158 (10) | 0.0132 (10) | 0.0147 (10) | 0.0009 (8) | 0.0042 (8) | 0.0006 (8) |
C8 | 0.0152 (10) | 0.0153 (11) | 0.0237 (12) | 0.0003 (9) | 0.0062 (9) | 0.0022 (9) |
C9 | 0.0219 (11) | 0.0187 (12) | 0.0182 (11) | −0.0016 (9) | 0.0019 (9) | −0.0055 (9) |
C10 | 0.0220 (11) | 0.0131 (12) | 0.0219 (12) | 0.0007 (9) | 0.0074 (10) | −0.0016 (10) |
C11 | 0.0161 (10) | 0.0103 (10) | 0.0165 (10) | 0.0009 (8) | 0.0057 (8) | 0.0002 (8) |
C12 | 0.0172 (11) | 0.0119 (11) | 0.0166 (11) | 0.0007 (8) | 0.0079 (9) | −0.0013 (9) |
C13 | 0.0170 (9) | 0.0103 (13) | 0.0136 (10) | 0.0003 (10) | 0.0043 (8) | 0.0017 (11) |
C14 | 0.0175 (9) | 0.0120 (13) | 0.0145 (10) | 0.0013 (9) | 0.0054 (8) | 0.0001 (9) |
C15 | 0.0169 (10) | 0.0148 (10) | 0.0179 (10) | 0.0028 (8) | 0.0056 (8) | 0.0011 (8) |
C16 | 0.0164 (10) | 0.0135 (11) | 0.0219 (12) | −0.0003 (8) | 0.0063 (9) | 0.0027 (9) |
C17 | 0.0186 (10) | 0.0133 (10) | 0.0169 (10) | 0.0008 (8) | 0.0069 (8) | −0.0015 (8) |
C18 | 0.0238 (12) | 0.0175 (13) | 0.0340 (14) | −0.0005 (9) | 0.0190 (11) | 0.0004 (11) |
C19 | 0.0320 (13) | 0.0164 (12) | 0.0169 (11) | 0.0020 (10) | 0.0088 (10) | −0.0033 (9) |
C20 | 0.0211 (11) | 0.0102 (11) | 0.0240 (13) | 0.0035 (9) | 0.0057 (10) | 0.0000 (10) |
C30 | 0.0132 (10) | 0.0153 (12) | 0.0135 (11) | 0.0011 (9) | 0.0039 (9) | 0.0033 (10) |
C31 | 0.0139 (10) | 0.0138 (12) | 0.0150 (11) | 0.0006 (9) | 0.0026 (9) | −0.0018 (10) |
C32 | 0.0199 (11) | 0.0125 (12) | 0.0186 (12) | 0.0011 (9) | 0.0071 (10) | 0.0001 (10) |
C33 | 0.0262 (12) | 0.0143 (13) | 0.0207 (13) | −0.0016 (10) | 0.0064 (10) | 0.0021 (11) |
C34 | 0.0256 (13) | 0.0117 (12) | 0.0252 (14) | 0.0038 (10) | 0.0043 (11) | −0.0004 (11) |
C35 | 0.0215 (11) | 0.0150 (13) | 0.0260 (14) | 0.0037 (10) | 0.0091 (10) | −0.0009 (11) |
C36 | 0.0220 (12) | 0.0117 (13) | 0.0207 (12) | 0.0014 (9) | 0.0085 (10) | 0.0019 (10) |
C40 | 0.0151 (10) | 0.0108 (12) | 0.0161 (11) | −0.0016 (9) | 0.0055 (9) | 0.0005 (10) |
C41 | 0.0188 (11) | 0.0064 (11) | 0.0170 (12) | −0.0002 (9) | 0.0030 (9) | −0.0009 (9) |
C42 | 0.0233 (12) | 0.0123 (12) | 0.0181 (12) | −0.0014 (10) | 0.0059 (10) | −0.0011 (10) |
C43 | 0.0282 (13) | 0.0127 (12) | 0.0186 (12) | −0.0013 (10) | 0.0048 (10) | 0.0031 (10) |
C44 | 0.0237 (12) | 0.0087 (11) | 0.0236 (14) | 0.0012 (10) | 0.0005 (10) | 0.0032 (10) |
C45 | 0.0217 (11) | 0.0143 (13) | 0.0241 (13) | 0.0023 (10) | 0.0057 (10) | −0.0043 (11) |
C46 | 0.0205 (12) | 0.0155 (13) | 0.0188 (12) | 0.0000 (9) | 0.0059 (10) | −0.0024 (10) |
Cu—O1 | 1.9269 (18) | C14—C17 | 1.557 (3) |
Cu—O2 | 1.9305 (18) | C14—H14A | 1.0000 |
Cu—O3 | 1.9102 (18) | C15—C16 | 1.551 (3) |
Cu—O4 | 1.9106 (18) | C15—H15A | 0.9900 |
O1—C2 | 1.270 (3) | C15—H15B | 0.9900 |
O2—C12 | 1.265 (3) | C16—H16A | 0.9900 |
O3—C30 | 1.299 (3) | C16—H16B | 0.9900 |
O4—C40 | 1.296 (3) | C17—C18 | 1.529 (3) |
C1—C2 | 1.518 (3) | C17—C19 | 1.532 (3) |
C1—C6 | 1.570 (3) | C18—H18A | 0.9800 |
C1—C7 | 1.566 (3) | C18—H18B | 0.9800 |
C1—C10 | 1.514 (3) | C18—H18C | 0.9800 |
C2—C3 | 1.410 (4) | C19—H19A | 0.9800 |
C3—C4 | 1.526 (3) | C19—H19B | 0.9800 |
C3—C30 | 1.380 (4) | C19—H19C | 0.9800 |
C4—C5 | 1.555 (3) | C20—H20A | 0.9800 |
C4—C7 | 1.558 (4) | C20—H20B | 0.9800 |
C4—H4A | 1.0000 | C20—H20C | 0.9800 |
C5—C6 | 1.555 (3) | C30—C31 | 1.498 (3) |
C5—H5A | 0.9900 | C31—C36 | 1.389 (3) |
C5—H5B | 0.9900 | C31—C32 | 1.403 (4) |
C6—H6A | 0.9900 | C32—C33 | 1.397 (4) |
C6—H6B | 0.9900 | C32—H32A | 0.9500 |
C7—C8 | 1.523 (3) | C33—C34 | 1.387 (4) |
C7—C9 | 1.530 (3) | C33—H33A | 0.9500 |
C8—H8A | 0.9800 | C34—C35 | 1.392 (4) |
C8—H8B | 0.9800 | C34—H34A | 0.9500 |
C8—H8C | 0.9800 | C35—C36 | 1.388 (4) |
C9—H9A | 0.9800 | C35—H35A | 0.9500 |
C9—H9B | 0.9800 | C36—H36A | 0.9500 |
C9—H9C | 0.9800 | C40—C41 | 1.492 (3) |
C10—H10A | 0.9800 | C41—C42 | 1.394 (4) |
C10—H10B | 0.9800 | C41—C46 | 1.396 (4) |
C10—H10C | 0.9800 | C42—C43 | 1.389 (4) |
C11—C12 | 1.518 (3) | C42—H42A | 0.9500 |
C11—C16 | 1.571 (3) | C43—C44 | 1.390 (4) |
C11—C17 | 1.563 (3) | C43—H43A | 0.9500 |
C11—C20 | 1.511 (3) | C44—C45 | 1.383 (4) |
C12—C13 | 1.427 (4) | C44—H44A | 0.9500 |
C13—C14 | 1.527 (3) | C45—C46 | 1.396 (4) |
C13—C40 | 1.378 (4) | C45—H45A | 0.9500 |
C14—C15 | 1.544 (3) | C46—H46A | 0.9500 |
O1—Cu—O2 | 172.57 (8) | C15—C14—H14A | 115.1 |
O3—Cu—O4 | 174.52 (9) | C17—C14—H14A | 115.1 |
O1—Cu—O3 | 94.51 (8) | C14—C15—C16 | 102.27 (18) |
O1—Cu—O4 | 85.07 (8) | C14—C15—H15A | 111.3 |
O2—Cu—O3 | 87.14 (8) | C16—C15—H15A | 111.3 |
O2—Cu—O4 | 93.98 (8) | C14—C15—H15B | 111.3 |
Cu—O1—C2 | 121.47 (16) | C16—C15—H15B | 111.3 |
Cu—O2—C12 | 121.56 (17) | H15A—C15—H15B | 109.2 |
Cu—O3—C30 | 125.18 (16) | C15—C16—C11 | 104.39 (18) |
Cu—O4—C40 | 125.86 (17) | C15—C16—H16A | 110.9 |
C10—C1—C2 | 116.0 (2) | C11—C16—H16A | 110.9 |
C10—C1—C7 | 118.7 (2) | C15—C16—H16B | 110.9 |
C2—C1—C7 | 99.98 (18) | C11—C16—H16B | 110.9 |
C10—C1—C6 | 115.7 (2) | H16A—C16—H16B | 108.9 |
C2—C1—C6 | 101.94 (18) | C18—C17—C19 | 108.3 (2) |
C7—C1—C6 | 101.84 (18) | C18—C17—C14 | 113.2 (2) |
O1—C2—C3 | 129.0 (2) | C19—C17—C14 | 113.92 (19) |
O1—C2—C1 | 122.9 (2) | C18—C17—C11 | 113.93 (19) |
C3—C2—C1 | 108.0 (2) | C19—C17—C11 | 113.64 (19) |
C30—C3—C2 | 123.3 (2) | C14—C17—C11 | 93.45 (17) |
C30—C3—C4 | 131.5 (3) | C17—C18—H18A | 109.5 |
C2—C3—C4 | 105.2 (2) | C17—C18—H18B | 109.5 |
C3—C4—C5 | 105.83 (16) | H18A—C18—H18B | 109.5 |
C3—C4—C7 | 100.9 (2) | C17—C18—H18C | 109.5 |
C5—C4—C7 | 102.0 (2) | H18A—C18—H18C | 109.5 |
C3—C4—H4A | 115.4 | H18B—C18—H18C | 109.5 |
C5—C4—H4A | 115.4 | C17—C19—H19A | 109.5 |
C7—C4—H4A | 115.4 | C17—C19—H19B | 109.5 |
C6—C5—C4 | 102.64 (19) | H19A—C19—H19B | 109.5 |
C6—C5—H5A | 111.2 | C17—C19—H19C | 109.5 |
C4—C5—H5A | 111.2 | H19A—C19—H19C | 109.5 |
C6—C5—H5B | 111.2 | H19B—C19—H19C | 109.5 |
C4—C5—H5B | 111.2 | C11—C20—H20A | 109.5 |
H5A—C5—H5B | 109.2 | C11—C20—H20B | 109.5 |
C5—C6—C1 | 104.07 (18) | H20A—C20—H20B | 109.5 |
C5—C6—H6A | 110.9 | C11—C20—H20C | 109.5 |
C1—C6—H6A | 110.9 | H20A—C20—H20C | 109.5 |
C5—C6—H6B | 110.9 | H20B—C20—H20C | 109.5 |
C1—C6—H6B | 110.9 | O3—C30—C3 | 123.8 (2) |
H6A—C6—H6B | 109.0 | O3—C30—C31 | 114.1 (2) |
C8—C7—C9 | 108.37 (19) | C3—C30—C31 | 122.2 (2) |
C8—C7—C4 | 113.44 (18) | C36—C31—C32 | 119.5 (2) |
C9—C7—C4 | 114.31 (19) | C36—C31—C30 | 119.8 (2) |
C8—C7—C1 | 113.78 (19) | C32—C31—C30 | 120.6 (2) |
C9—C7—C1 | 112.88 (19) | C33—C32—C31 | 119.6 (2) |
C4—C7—C1 | 93.64 (16) | C33—C32—H32A | 120.2 |
C7—C8—H8A | 109.5 | C31—C32—H32A | 120.2 |
C7—C8—H8B | 109.5 | C34—C33—C32 | 120.1 (3) |
H8A—C8—H8B | 109.5 | C34—C33—H33A | 119.9 |
C7—C8—H8C | 109.5 | C32—C33—H33A | 119.9 |
H8A—C8—H8C | 109.5 | C33—C34—C35 | 120.3 (3) |
H8B—C8—H8C | 109.5 | C33—C34—H34A | 119.8 |
C7—C9—H9A | 109.5 | C35—C34—H34A | 119.8 |
C7—C9—H9B | 109.5 | C36—C35—C34 | 119.6 (2) |
H9A—C9—H9B | 109.5 | C36—C35—H35A | 120.2 |
C7—C9—H9C | 109.5 | C34—C35—H35A | 120.2 |
H9A—C9—H9C | 109.5 | C35—C36—C31 | 120.8 (2) |
H9B—C9—H9C | 109.5 | C35—C36—H36A | 119.6 |
C1—C10—H10A | 109.5 | C31—C36—H36A | 119.6 |
C1—C10—H10B | 109.5 | O4—C40—C13 | 124.0 (2) |
H10A—C10—H10B | 109.5 | O4—C40—C41 | 114.3 (2) |
C1—C10—H10C | 109.5 | C13—C40—C41 | 121.7 (2) |
H10A—C10—H10C | 109.5 | C42—C41—C46 | 120.1 (2) |
H10B—C10—H10C | 109.5 | C42—C41—C40 | 121.5 (2) |
C20—C11—C12 | 115.01 (19) | C46—C41—C40 | 118.3 (2) |
C20—C11—C17 | 119.0 (2) | C43—C42—C41 | 119.6 (2) |
C12—C11—C17 | 99.76 (18) | C43—C42—H42A | 120.2 |
C20—C11—C16 | 115.72 (19) | C41—C42—H42A | 120.2 |
C12—C11—C16 | 103.51 (18) | C42—C43—C44 | 120.4 (3) |
C17—C11—C16 | 101.33 (17) | C42—C43—H43A | 119.8 |
O2—C12—C13 | 129.1 (2) | C44—C43—H43A | 119.8 |
O2—C12—C11 | 123.5 (2) | C45—C44—C43 | 120.0 (2) |
C13—C12—C11 | 107.3 (2) | C45—C44—H44A | 120.0 |
C40—C13—C12 | 122.2 (2) | C43—C44—H44A | 120.0 |
C40—C13—C14 | 131.6 (2) | C44—C45—C46 | 120.1 (2) |
C12—C13—C14 | 104.8 (2) | C44—C45—H45A | 119.9 |
C13—C14—C15 | 105.91 (18) | C46—C45—H45A | 119.9 |
C13—C14—C17 | 101.54 (19) | C41—C46—C45 | 119.7 (2) |
C15—C14—C17 | 102.3 (2) | C41—C46—H46A | 120.2 |
C13—C14—H14A | 115.1 | C45—C46—H46A | 120.2 |
O3—Cu—O1—C2 | 12.87 (18) | C40—C13—C14—C15 | 93.0 (3) |
O4—Cu—O1—C2 | −172.62 (18) | C12—C13—C14—C15 | −73.7 (2) |
O2—Cu—O1—C2 | −89.6 (7) | C40—C13—C14—C17 | −160.4 (3) |
O3—Cu—O2—C12 | 160.58 (19) | C12—C13—C14—C17 | 32.8 (2) |
O4—Cu—O2—C12 | −14.0 (2) | C13—C14—C15—C16 | 67.3 (2) |
O1—Cu—O2—C12 | −96.4 (7) | C17—C14—C15—C16 | −38.6 (2) |
O4—Cu—O3—C30 | −103.8 (10) | C14—C15—C16—C11 | 3.6 (2) |
O1—Cu—O3—C30 | −18.4 (2) | C20—C11—C16—C15 | 162.4 (2) |
O2—Cu—O3—C30 | 154.3 (2) | C12—C11—C16—C15 | −70.8 (2) |
O3—Cu—O4—C40 | −83.1 (10) | C17—C11—C16—C15 | 32.3 (2) |
O1—Cu—O4—C40 | −168.9 (2) | C13—C14—C17—C18 | 65.8 (2) |
O2—Cu—O4—C40 | 18.5 (2) | C15—C14—C17—C18 | 175.11 (19) |
Cu—O1—C2—C3 | −4.3 (3) | C13—C14—C17—C19 | −169.9 (2) |
Cu—O1—C2—C1 | 172.50 (16) | C15—C14—C17—C19 | −60.6 (2) |
C10—C1—C2—O1 | 20.7 (3) | C13—C14—C17—C11 | −52.1 (2) |
C7—C1—C2—O1 | 149.7 (2) | C15—C14—C17—C11 | 57.22 (19) |
C6—C1—C2—O1 | −105.9 (2) | C20—C11—C17—C18 | 61.1 (3) |
C10—C1—C2—C3 | −161.9 (2) | C12—C11—C17—C18 | −64.8 (2) |
C7—C1—C2—C3 | −32.9 (2) | C16—C11—C17—C18 | −170.8 (2) |
C6—C1—C2—C3 | 71.5 (2) | C20—C11—C17—C19 | −63.7 (3) |
O1—C2—C3—C30 | −5.0 (4) | C12—C11—C17—C19 | 170.48 (19) |
C1—C2—C3—C30 | 177.8 (2) | C16—C11—C17—C19 | 64.4 (2) |
O1—C2—C3—C4 | 176.0 (2) | C20—C11—C17—C14 | 178.3 (2) |
C1—C2—C3—C4 | −1.2 (2) | C12—C11—C17—C14 | 52.47 (18) |
C30—C3—C4—C5 | 110.3 (3) | C16—C11—C17—C14 | −53.57 (19) |
C2—C3—C4—C5 | −70.8 (3) | Cu—O3—C30—C3 | 14.9 (3) |
C30—C3—C4—C7 | −143.7 (3) | Cu—O3—C30—C31 | −165.54 (16) |
C2—C3—C4—C7 | 35.1 (2) | C2—C3—C30—O3 | −0.7 (4) |
C3—C4—C5—C6 | 66.8 (3) | C4—C3—C30—O3 | 178.0 (2) |
C7—C4—C5—C6 | −38.3 (2) | C2—C3—C30—C31 | 179.7 (2) |
C4—C5—C6—C1 | 3.5 (2) | C4—C3—C30—C31 | −1.6 (4) |
C10—C1—C6—C5 | 162.30 (19) | O3—C30—C31—C36 | −42.0 (3) |
C2—C1—C6—C5 | −70.9 (2) | C3—C30—C31—C36 | 137.6 (2) |
C7—C1—C6—C5 | 32.1 (2) | O3—C30—C31—C32 | 134.3 (2) |
C3—C4—C7—C8 | 65.6 (2) | C3—C30—C31—C32 | −46.1 (3) |
C5—C4—C7—C8 | 174.52 (17) | C36—C31—C32—C33 | 0.2 (4) |
C3—C4—C7—C9 | −169.50 (19) | C30—C31—C32—C33 | −176.2 (2) |
C5—C4—C7—C9 | −60.5 (2) | C31—C32—C33—C34 | −0.8 (4) |
C3—C4—C7—C1 | −52.35 (18) | C32—C33—C34—C35 | 0.1 (4) |
C5—C4—C7—C1 | 56.61 (18) | C33—C34—C35—C36 | 1.1 (4) |
C10—C1—C7—C8 | 60.5 (3) | C34—C35—C36—C31 | −1.7 (4) |
C2—C1—C7—C8 | −66.7 (2) | C32—C31—C36—C35 | 1.1 (4) |
C6—C1—C7—C8 | −171.23 (19) | C30—C31—C36—C35 | 177.4 (2) |
C10—C1—C7—C9 | −63.5 (3) | Cu—O4—C40—C13 | −10.8 (3) |
C2—C1—C7—C9 | 169.29 (19) | Cu—O4—C40—C41 | 171.20 (16) |
C6—C1—C7—C9 | 64.7 (2) | C12—C13—C40—O4 | −6.6 (4) |
C10—C1—C7—C4 | 178.1 (2) | C14—C13—C40—O4 | −171.4 (2) |
C2—C1—C7—C4 | 50.95 (19) | C12—C13—C40—C41 | 171.2 (2) |
C6—C1—C7—C4 | −53.61 (18) | C14—C13—C40—C41 | 6.4 (4) |
Cu—O2—C12—C13 | 2.7 (4) | O4—C40—C41—C42 | −130.6 (3) |
Cu—O2—C12—C11 | 179.71 (17) | C13—C40—C41—C42 | 51.4 (3) |
C20—C11—C12—O2 | 18.0 (3) | O4—C40—C41—C46 | 46.2 (3) |
C17—C11—C12—O2 | 146.5 (2) | C13—C40—C41—C46 | −131.9 (3) |
C16—C11—C12—O2 | −109.2 (2) | C46—C41—C42—C43 | 0.6 (4) |
C20—C11—C12—C13 | −164.5 (2) | C40—C41—C42—C43 | 177.3 (2) |
C17—C11—C12—C13 | −35.9 (2) | C41—C42—C43—C44 | 0.6 (4) |
C16—C11—C12—C13 | 68.3 (2) | C42—C43—C44—C45 | −0.6 (4) |
O2—C12—C13—C40 | 11.1 (4) | C43—C44—C45—C46 | −0.6 (4) |
C11—C12—C13—C40 | −166.2 (2) | C42—C41—C46—C45 | −1.8 (4) |
O2—C12—C13—C14 | 179.4 (2) | C40—C41—C46—C45 | −178.6 (2) |
C11—C12—C13—C14 | 2.1 (2) | C44—C45—C46—C41 | 1.8 (4) |