Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S010827010100854X/av1076sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S010827010100854X/av1076Isup2.hkl |
CCDC reference: 173341
3,5-Di-tert-butyl-1,2-benzoquinone was prepared by the usual method of Muller et al. (1957). Pyridine was freshly distilled after drying by standard techniques (Gordon & Ford, 1976). The synthesis of cadmium catecholate was performed under an atmosphere of dry oxygen-free argon. To cadmium turnings (135 mg, 1.2 mmol) was added 3,5-di-tert-butyl-1,2-benzoquinone (66 mg, 0.3 mmol) in pyridine (5 ml). The mixture was stirred at 343 K for 48 h. Pyridine (20 ml) was then added under warming to dissolve the yellow precipiate. The resulting hot solution was filtered from the unreacted metal. Slow cooling of the solution gave 150 mg of crystals of (I) suitable for X-ray analysis. A second crop of the product (34 mg) was obtained after partial removal of the solvent (yield 92%). The product is air sensitive and decomposes without melting at 532 K.
The positions of the H atoms were calculated using Csp2—H and Csp3—H distances of 0.93 and 0.96 Å, respectively, and the H atoms were treated as riding in the refinement. In the final difference map, there are two relatively high peaks (4.88 and 4.87 e Å-3) at the Cd atoms (Q1—Cd2 and Q2—Cd1 0.71 and 0.72 Å, respectively) which cannot be interpretated as real atoms.
Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SMART; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: XP in SHELXTL; software used to prepare material for publication: SHELXTL.
Fig. 1. The molecular structure of (Ia) and the solvating pyridine molecules, with 50% probability displacement ellipsoids. H atoms are shown as small spheres of arbitrary radii. |
C58H70Cd2N6O4·2C5H5N | Z = 3 |
Mr = 1298.22 | F(000) = 2016 |
Triclinic, P1 | Dx = 1.346 Mg m−3 |
a = 15.743 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 17.549 (6) Å | Cell parameters from 95 reflections |
c = 19.945 (7) Å | θ = 5–27° |
α = 91.051 (7)° | µ = 0.72 mm−1 |
β = 108.916 (6)° | T = 110 K |
γ = 111.094 (6)° | Plate, yellow |
V = 4806 (3) Å3 | 0.5 × 0.4 × 0.1 mm |
Bruker SMART-1000 CCD area-detector diffractometer | 27455 independent reflections |
Radiation source: X-ray tube | 16608 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
θ/2θ scans | θmax = 30.1°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −22→22 |
Tmin = 0.456, Tmax = 0.931 | k = −24→24 |
55993 measured reflections | l = −27→28 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: block-diagonal | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.050 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.133 | H-atom parameters constrained |
S = 0.96 | w = 1/[σ2(Fo2) + (0.0665P)2] where P = (Fo2 + 2Fc2)/3 |
27455 reflections | (Δ/σ)max = 0.045 |
1108 parameters | Δρmax = 4.89 e Å−3 |
0 restraints | Δρmin = −1.19 e Å−3 |
C58H70Cd2N6O4·2C5H5N | γ = 111.094 (6)° |
Mr = 1298.22 | V = 4806 (3) Å3 |
Triclinic, P1 | Z = 3 |
a = 15.743 (5) Å | Mo Kα radiation |
b = 17.549 (6) Å | µ = 0.72 mm−1 |
c = 19.945 (7) Å | T = 110 K |
α = 91.051 (7)° | 0.5 × 0.4 × 0.1 mm |
β = 108.916 (6)° |
Bruker SMART-1000 CCD area-detector diffractometer | 27455 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 16608 reflections with I > 2σ(I) |
Tmin = 0.456, Tmax = 0.931 | Rint = 0.034 |
55993 measured reflections |
R[F2 > 2σ(F2)] = 0.050 | 0 restraints |
wR(F2) = 0.133 | H-atom parameters constrained |
S = 0.96 | Δρmax = 4.89 e Å−3 |
27455 reflections | Δρmin = −1.19 e Å−3 |
1108 parameters |
Geometry. Mean-plane data from final SHELXL refinement run:- Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) 0.0223 (0.0151) x + 13.0613 (0.0092) y - 13.5435 (0.0110) z = 15.4526 (0.0204) * 0.0122 (0.0009) C d1 * -0.0135 (0.0014) O1 * -0.0172 (0.0014) O2 * 0.0053 (0.0017) C1 * 0.0133 (0.0018) C6 Rms deviation of fitted atoms = 0.0129 -1.1844 (0.0112) x + 13.5988 (0.0133) y - 12.8877 (0.0177) z = 13.9979 (0.0114) Angle to previous plane (with approximate e.s.d.) = 4.43 (0.14) * 0.0038 (0.0007) C d1 * -0.0038 (0.0007) O2 * 0.0038 (0.0007) C d2 * -0.0038 (0.0007) O4 Rms deviation of fitted atoms = 0.0038 0.5039 (0.0150) x + 12.9333 (0.0093) y - 13.6376 (0.0108) z = 15.8015 (0.0166) Angle to previous plane (with approximate e.s.d.) = 6.15 (0.13) * -0.0196 (0.0009) C d2 * 0.0201 (0.0014) O3 * 0.0293 (0.0014) O4 * -0.0054 (0.0017) C15 * -0.0244 (0.0018) C20 Rms deviation of fitted atoms = 0.0213 -1.5426 (0.0140) x + 13.8513 (0.0165) y - 12.5274 (0.0233) z = 6.9256 (0.0083) Angle to previous plane (with approximate e.s.d.) = 7.53 (0.16) * 0.0000 (0.0000) C d3 * 0.0000 (0.0000) C d3_$1 * 0.0000 (0.0000) O5 * 0.0000 (0.0000) O5_$2 Rms deviation of fitted atoms = 0.0000 0.3065 (0.0149) x + 12.9114 (0.0093) y - 13.7021 (0.0108) z = 6.8969 (0.0150) Angle to previous plane (with approximate e.s.d.) = 6.93 (0.16) * 0.0030 (0.0009) C d3 * -0.0083 (0.0014) O5 * 0.0009 (0.0014) O6 * 0.0110 (0.0017) C59 * -0.0066 (0.0017) C64 Rms deviation of fitted atoms = 0.0070 |
x | y | z | Uiso*/Ueq | ||
Cd1 | 1.446996 (15) | 0.880466 (13) | −0.290369 (11) | 0.02054 (5) | |
O1 | 1.53049 (14) | 0.83112 (13) | −0.33592 (10) | 0.0230 (4) | |
N1 | 1.60369 (19) | 0.98051 (16) | −0.21004 (14) | 0.0296 (6) | |
C1 | 1.47777 (19) | 0.77347 (17) | −0.39300 (14) | 0.0183 (6) | |
Cd2 | 1.190615 (15) | 0.773414 (13) | −0.379765 (11) | 0.02007 (5) | |
O2 | 1.33373 (14) | 0.78123 (13) | −0.38408 (10) | 0.0231 (4) | |
N2 | 1.45877 (19) | 0.99711 (17) | −0.35347 (15) | 0.0315 (6) | |
C2 | 1.51968 (19) | 0.73554 (17) | −0.42925 (15) | 0.0193 (6) | |
O3 | 1.10853 (13) | 0.82628 (12) | −0.33557 (10) | 0.0227 (4) | |
N3 | 1.46498 (18) | 0.80299 (16) | −0.19363 (14) | 0.0280 (6) | |
C3 | 1.4584 (2) | 0.67601 (17) | −0.49069 (15) | 0.0212 (6) | |
H3A | 1.4868 | 0.6523 | −0.5147 | 0.025* | |
O4 | 1.30470 (13) | 0.87202 (13) | −0.28562 (11) | 0.0238 (4) | |
N4 | 1.17746 (18) | 0.65418 (16) | −0.32197 (13) | 0.0253 (5) | |
C4 | 1.3571 (2) | 0.65074 (18) | −0.51745 (15) | 0.0211 (6) | |
N5 | 1.02971 (17) | 0.67626 (15) | −0.46187 (13) | 0.0244 (5) | |
C5 | 1.3167 (2) | 0.68781 (18) | −0.48044 (15) | 0.0209 (6) | |
H5A | 1.2495 | 0.6725 | −0.4972 | 0.025* | |
N6 | 1.17639 (17) | 0.85074 (16) | −0.47627 (13) | 0.0237 (5) | |
C6 | 1.37329 (19) | 0.74669 (17) | −0.41959 (14) | 0.0184 (6) | |
C7 | 1.6302 (2) | 0.75928 (18) | −0.40031 (16) | 0.0225 (6) | |
C8 | 1.6639 (2) | 0.7128 (2) | −0.44508 (19) | 0.0373 (8) | |
H8A | 1.6457 | 0.7244 | −0.4934 | 0.056* | |
H8B | 1.6339 | 0.6545 | −0.4452 | 0.056* | |
H8C | 1.7334 | 0.7303 | −0.4248 | 0.056* | |
C9 | 1.6611 (2) | 0.7387 (2) | −0.32327 (17) | 0.0305 (7) | |
H9A | 1.7302 | 0.7535 | −0.3047 | 0.046* | |
H9B | 1.6284 | 0.6806 | −0.3240 | 0.046* | |
H9C | 1.6437 | 0.7694 | −0.2933 | 0.046* | |
C10 | 1.6833 (2) | 0.85149 (19) | −0.39874 (18) | 0.0295 (7) | |
H10A | 1.6644 | 0.8646 | −0.4465 | 0.044* | |
H10B | 1.7523 | 0.8655 | −0.3803 | 0.044* | |
H10C | 1.6665 | 0.8824 | −0.3685 | 0.044* | |
C11 | 1.2969 (2) | 0.58670 (19) | −0.58502 (16) | 0.0259 (7) | |
C12 | 1.3206 (2) | 0.6226 (2) | −0.64970 (17) | 0.0365 (8) | |
H12A | 1.3064 | 0.6713 | −0.6559 | 0.055* | |
H12B | 1.2819 | 0.5823 | −0.6921 | 0.055* | |
H12C | 1.3884 | 0.6365 | −0.6413 | 0.055* | |
C13 | 1.3197 (2) | 0.5082 (2) | −0.57502 (18) | 0.0350 (8) | |
H13A | 1.3048 | 0.4859 | −0.5347 | 0.053* | |
H13B | 1.3874 | 0.5220 | −0.5667 | 0.053* | |
H13C | 1.2809 | 0.4679 | −0.6175 | 0.053* | |
C14 | 1.1869 (2) | 0.5613 (2) | −0.60304 (18) | 0.0351 (8) | |
H14A | 1.1710 | 0.6093 | −0.6095 | 0.053* | |
H14B | 1.1690 | 0.5368 | −0.5645 | 0.053* | |
H14C | 1.1519 | 0.5221 | −0.6464 | 0.053* | |
C15 | 1.16164 (19) | 0.88272 (17) | −0.27821 (14) | 0.0176 (5) | |
C16 | 1.12073 (19) | 0.92176 (17) | −0.24185 (15) | 0.0191 (6) | |
C17 | 1.1814 (2) | 0.97857 (17) | −0.17902 (15) | 0.0209 (6) | |
H17A | 1.1533 | 1.0028 | −0.1553 | 0.025* | |
C18 | 1.2819 (2) | 1.00035 (18) | −0.15056 (15) | 0.0215 (6) | |
C19 | 1.3222 (2) | 0.96394 (18) | −0.18818 (15) | 0.0207 (6) | |
H19A | 1.3892 | 0.9785 | −0.1711 | 0.025* | |
C20 | 1.2657 (2) | 0.90709 (17) | −0.24987 (15) | 0.0195 (6) | |
C21 | 1.0103 (2) | 0.90013 (18) | −0.27210 (16) | 0.0218 (6) | |
C22 | 0.9780 (2) | 0.9498 (2) | −0.22870 (19) | 0.0356 (8) | |
H22A | 0.9088 | 0.9341 | −0.2497 | 0.053* | |
H22B | 1.0102 | 1.0077 | −0.2290 | 0.053* | |
H22C | 0.9946 | 0.9386 | −0.1802 | 0.053* | |
C23 | 0.9807 (2) | 0.9192 (2) | −0.34925 (17) | 0.0291 (7) | |
H23A | 0.9118 | 0.9056 | −0.3681 | 0.044* | |
H23B | 0.9973 | 0.8869 | −0.3785 | 0.044* | |
H23C | 1.0147 | 0.9769 | −0.3493 | 0.044* | |
C24 | 0.9567 (2) | 0.80840 (18) | −0.27094 (17) | 0.0273 (7) | |
H24A | 0.8877 | 0.7946 | −0.2898 | 0.041* | |
H24B | 0.9753 | 0.7973 | −0.2225 | 0.041* | |
H24C | 0.9733 | 0.7757 | −0.2998 | 0.041* | |
C25 | 1.3427 (2) | 1.0609 (2) | −0.08049 (16) | 0.0296 (7) | |
C26 | 1.3142 (3) | 1.0221 (2) | −0.01856 (18) | 0.0491 (10) | |
H26A | 1.3252 | 0.9717 | −0.0144 | 0.074* | |
H26B | 1.2466 | 1.0104 | −0.0280 | 0.074* | |
H26C | 1.3530 | 1.0599 | 0.0254 | 0.074* | |
C27 | 1.3246 (3) | 1.1415 (2) | −0.0868 (2) | 0.0418 (9) | |
H27A | 1.3423 | 1.1662 | −0.1254 | 0.063* | |
H27B | 1.3632 | 1.1792 | −0.0428 | 0.063* | |
H27C | 1.2569 | 1.1295 | −0.0963 | 0.063* | |
C28 | 1.4521 (2) | 1.0819 (2) | −0.06166 (18) | 0.0396 (9) | |
H28A | 1.4642 | 1.0320 | −0.0576 | 0.059* | |
H28B | 1.4880 | 1.1186 | −0.0169 | 0.059* | |
H28C | 1.4725 | 1.1081 | −0.0987 | 0.059* | |
C29 | 1.6862 (2) | 0.9699 (2) | −0.20532 (18) | 0.0346 (8) | |
H29A | 1.6798 | 0.9247 | −0.2344 | 0.041* | |
C30 | 1.7768 (3) | 1.0190 (2) | −0.1624 (2) | 0.0514 (11) | |
H30A | 1.8299 | 1.0060 | −0.1599 | 0.062* | |
C31 | 1.7884 (3) | 1.0886 (2) | −0.1223 (2) | 0.0407 (9) | |
H31A | 1.8503 | 1.1253 | −0.0937 | 0.049* | |
C32 | 1.7086 (3) | 1.1034 (2) | −0.12484 (19) | 0.0415 (9) | |
H32A | 1.7148 | 1.1495 | −0.0970 | 0.050* | |
C33 | 1.6175 (2) | 1.0483 (2) | −0.16984 (18) | 0.0366 (8) | |
H33A | 1.5633 | 1.0594 | −0.1720 | 0.044* | |
C34 | 1.5242 (4) | 1.0192 (3) | −0.3851 (3) | 0.092 (2) | |
H34A | 1.5612 | 0.9878 | −0.3838 | 0.110* | |
C35 | 1.5392 (4) | 1.0874 (4) | −0.4200 (3) | 0.111 (3) | |
H35A | 1.5852 | 1.1004 | −0.4422 | 0.134* | |
C36 | 1.4883 (3) | 1.1355 (2) | −0.4225 (2) | 0.0507 (11) | |
H36A | 1.4988 | 1.1819 | −0.4454 | 0.061* | |
C37 | 1.4210 (3) | 1.1130 (2) | −0.3902 (2) | 0.0429 (9) | |
H37A | 1.3837 | 1.1439 | −0.3908 | 0.052* | |
C38 | 1.4083 (2) | 1.0436 (2) | −0.35618 (18) | 0.0339 (8) | |
H38A | 1.3620 | 1.0292 | −0.3343 | 0.041* | |
C39 | 1.5295 (3) | 0.7675 (3) | −0.1815 (2) | 0.0504 (11) | |
H39A | 1.5656 | 0.7746 | −0.2114 | 0.060* | |
C40 | 1.5457 (3) | 0.7212 (3) | −0.1277 (2) | 0.0540 (11) | |
H40A | 1.5921 | 0.6983 | −0.1212 | 0.065* | |
C41 | 1.4925 (2) | 0.7093 (2) | −0.08388 (17) | 0.0332 (8) | |
H41A | 1.5018 | 0.6780 | −0.0470 | 0.040* | |
C42 | 1.4249 (2) | 0.7446 (2) | −0.09561 (17) | 0.0335 (8) | |
H42A | 1.3876 | 0.7378 | −0.0667 | 0.040* | |
C43 | 1.4133 (2) | 0.7905 (2) | −0.15097 (17) | 0.0291 (7) | |
H43A | 1.3670 | 0.8137 | −0.1587 | 0.035* | |
C44 | 1.0973 (2) | 0.6132 (2) | −0.30708 (17) | 0.0328 (8) | |
H44A | 1.0449 | 0.6295 | −0.3233 | 0.039* | |
C45 | 1.0889 (2) | 0.5478 (2) | −0.26862 (18) | 0.0355 (8) | |
H45A | 1.0317 | 0.5204 | −0.2600 | 0.043* | |
C46 | 1.1656 (3) | 0.5237 (2) | −0.24345 (18) | 0.0354 (8) | |
H46A | 1.1623 | 0.4808 | −0.2164 | 0.042* | |
C47 | 1.2487 (2) | 0.5651 (2) | −0.25941 (19) | 0.0375 (8) | |
H47A | 1.3018 | 0.5497 | −0.2436 | 0.045* | |
C48 | 1.2518 (2) | 0.6290 (2) | −0.29880 (17) | 0.0302 (7) | |
H48A | 1.3073 | 0.6557 | −0.3098 | 0.036* | |
C49 | 1.0179 (2) | 0.6153 (2) | −0.50901 (17) | 0.0325 (8) | |
H49A | 1.0727 | 0.6073 | −0.5101 | 0.039* | |
C50 | 0.9274 (2) | 0.5632 (2) | −0.55662 (18) | 0.0375 (8) | |
H50A | 0.9217 | 0.5207 | −0.5884 | 0.045* | |
C51 | 0.8463 (2) | 0.5754 (2) | −0.55621 (19) | 0.0392 (9) | |
H51A | 0.7849 | 0.5409 | −0.5875 | 0.047* | |
C52 | 0.8569 (2) | 0.6389 (2) | −0.50921 (19) | 0.0372 (8) | |
H52A | 0.8036 | 0.6502 | −0.5092 | 0.045* | |
C53 | 0.9464 (2) | 0.6839 (2) | −0.46352 (15) | 0.0230 (6) | |
H53A | 0.9521 | 0.7243 | −0.4296 | 0.028* | |
C54 | 1.2480 (2) | 0.8824 (2) | −0.50224 (17) | 0.0291 (7) | |
H54A | 1.3020 | 0.8682 | −0.4860 | 0.035* | |
C55 | 1.2444 (2) | 0.9356 (2) | −0.55250 (19) | 0.0355 (8) | |
H55A | 1.2958 | 0.9575 | −0.5690 | 0.043* | |
C56 | 1.1642 (2) | 0.95562 (19) | −0.57775 (17) | 0.0306 (7) | |
H56A | 1.1606 | 0.9912 | −0.6116 | 0.037* | |
C57 | 1.0891 (2) | 0.9222 (2) | −0.55212 (18) | 0.0330 (7) | |
H57A | 1.0334 | 0.9339 | −0.5688 | 0.040* | |
C58 | 1.0990 (2) | 0.8707 (2) | −0.50107 (18) | 0.0338 (8) | |
H58A | 1.0491 | 0.8489 | −0.4831 | 0.041* | |
Cd3 | 1.127226 (14) | 0.551792 (13) | 0.041596 (11) | 0.01880 (4) | |
O5 | 1.01179 (13) | 0.45424 (13) | −0.05209 (10) | 0.0235 (4) | |
O6 | 1.20838 (13) | 0.49986 (12) | −0.00538 (10) | 0.0221 (4) | |
N7 | 1.28652 (17) | 0.65429 (16) | 0.11787 (13) | 0.0258 (6) | |
N8 | 1.15553 (17) | 0.48167 (15) | 0.14082 (13) | 0.0228 (5) | |
N9 | 1.13295 (17) | 0.65917 (16) | −0.02982 (13) | 0.0255 (6) | |
C59 | 1.04928 (19) | 0.41738 (17) | −0.08740 (15) | 0.0182 (6) | |
C60 | 0.9903 (2) | 0.35848 (17) | −0.14830 (15) | 0.0212 (6) | |
H60A | 0.9235 | 0.3453 | −0.1650 | 0.025* | |
C61 | 1.0282 (2) | 0.31840 (18) | −0.18533 (15) | 0.0226 (6) | |
C62 | 1.1290 (2) | 0.33979 (18) | −0.15800 (16) | 0.0224 (6) | |
H62A | 1.1557 | 0.3134 | −0.1813 | 0.027* | |
C63 | 1.1916 (2) | 0.39916 (17) | −0.09712 (15) | 0.0196 (6) | |
C64 | 1.15344 (19) | 0.44130 (17) | −0.06123 (14) | 0.0183 (6) | |
C65 | 1.3016 (2) | 0.41812 (19) | −0.06809 (17) | 0.0242 (6) | |
C66 | 1.3308 (2) | 0.3661 (2) | −0.1116 (2) | 0.0388 (8) | |
H66A | 1.3998 | 0.3804 | −0.0912 | 0.058* | |
H66B | 1.3138 | 0.3766 | −0.1603 | 0.058* | |
H66C | 1.2973 | 0.3086 | −0.1107 | 0.058* | |
C67 | 1.3317 (2) | 0.4002 (2) | 0.00954 (17) | 0.0326 (7) | |
H67A | 1.4003 | 0.4121 | 0.0277 | 0.049* | |
H67B | 1.2963 | 0.3431 | 0.0105 | 0.049* | |
H67C | 1.3173 | 0.4344 | 0.0388 | 0.049* | |
C68 | 1.3594 (2) | 0.50955 (19) | −0.06921 (17) | 0.0280 (7) | |
H68A | 1.4278 | 0.5208 | −0.0510 | 0.042* | |
H68B | 1.3455 | 0.5439 | −0.0398 | 0.042* | |
H68C | 1.3410 | 0.5210 | −0.1175 | 0.042* | |
C69 | 0.9652 (2) | 0.25417 (19) | −0.25270 (16) | 0.0270 (7) | |
C70 | 0.9934 (3) | 0.2864 (2) | −0.31681 (17) | 0.0392 (8) | |
H70A | 1.0612 | 0.2984 | −0.3064 | 0.059* | |
H70B | 0.9811 | 0.3358 | −0.3254 | 0.059* | |
H70C | 0.9553 | 0.2451 | −0.3586 | 0.059* | |
C71 | 0.9795 (3) | 0.1732 (2) | −0.24074 (19) | 0.0409 (9) | |
H71A | 0.9618 | 0.1535 | −0.2006 | 0.061* | |
H71B | 1.0465 | 0.1824 | −0.2311 | 0.061* | |
H71C | 0.9391 | 0.1327 | −0.2829 | 0.061* | |
C72 | 0.8566 (2) | 0.2364 (2) | −0.27217 (19) | 0.0390 (9) | |
H72A | 0.8364 | 0.2160 | −0.2332 | 0.058* | |
H72B | 0.8196 | 0.1957 | −0.3145 | 0.058* | |
H72C | 0.8459 | 0.2864 | −0.2810 | 0.058* | |
C73 | 1.3633 (2) | 0.6610 (2) | 0.0999 (2) | 0.0498 (12) | |
H73A | 1.3520 | 0.6259 | 0.0597 | 0.060* | |
C74 | 1.4555 (3) | 0.7143 (2) | 0.1347 (2) | 0.0611 (13) | |
H74A | 1.5044 | 0.7190 | 0.1167 | 0.073* | |
C75 | 1.4754 (3) | 0.7616 (2) | 0.1979 (2) | 0.0477 (10) | |
H75A | 1.5386 | 0.7975 | 0.2247 | 0.057* | |
C76 | 1.3994 (3) | 0.7543 (2) | 0.2204 (2) | 0.0468 (10) | |
H76A | 1.4102 | 0.7852 | 0.2629 | 0.056* | |
C77 | 1.3076 (2) | 0.7006 (2) | 0.17905 (18) | 0.0408 (9) | |
H77A | 1.2567 | 0.6962 | 0.1948 | 0.049* | |
C78 | 1.2374 (2) | 0.4670 (2) | 0.16405 (17) | 0.0295 (7) | |
H78A | 1.2850 | 0.4912 | 0.1443 | 0.035* | |
C79 | 1.2548 (2) | 0.4174 (2) | 0.21604 (17) | 0.0309 (7) | |
H79A | 1.3130 | 0.4095 | 0.2316 | 0.037* | |
C80 | 1.1827 (2) | 0.38024 (19) | 0.24391 (17) | 0.0292 (7) | |
H80A | 1.1912 | 0.3458 | 0.2782 | 0.035* | |
C81 | 1.0973 (2) | 0.39484 (19) | 0.22004 (16) | 0.0281 (7) | |
H81A | 1.0478 | 0.3702 | 0.2379 | 0.034* | |
C82 | 1.0875 (2) | 0.44659 (18) | 0.16928 (15) | 0.0229 (6) | |
H82A | 1.0311 | 0.4574 | 0.1543 | 0.027* | |
C83 | 1.1709 (2) | 0.6594 (2) | −0.08132 (17) | 0.0317 (7) | |
H83A | 1.1914 | 0.6171 | −0.0878 | 0.038* | |
C84 | 1.1806 (2) | 0.7195 (2) | −0.12484 (18) | 0.0371 (8) | |
H84A | 1.2054 | 0.7169 | −0.1609 | 0.044* | |
C85 | 1.1530 (2) | 0.7843 (2) | −0.11413 (19) | 0.0414 (9) | |
H85A | 1.1621 | 0.8273 | −0.1410 | 0.050* | |
C86 | 1.1117 (3) | 0.7830 (2) | −0.06266 (19) | 0.0403 (9) | |
H86A | 1.0905 | 0.8244 | −0.0552 | 0.048* | |
C87 | 1.1022 (2) | 0.7195 (2) | −0.02228 (18) | 0.0331 (7) | |
H87A | 1.0731 | 0.7186 | 0.0117 | 0.040* | |
N1S | 1.4789 (4) | 0.5238 (5) | −0.2368 (3) | 0.117 (2) | |
C1S | 1.4740 (4) | 0.4494 (5) | −0.2499 (4) | 0.111 (3) | |
H1SB | 1.4863 | 0.4202 | −0.2118 | 0.134* | |
C2S | 1.4515 (4) | 0.4129 (4) | −0.3170 (5) | 0.111 (3) | |
H2SA | 1.4480 | 0.3594 | −0.3256 | 0.133* | |
C3S | 1.4339 (3) | 0.4581 (4) | −0.3729 (3) | 0.0799 (17) | |
H3SA | 1.4181 | 0.4361 | −0.4201 | 0.096* | |
C4S | 1.4408 (3) | 0.5344 (3) | −0.3555 (3) | 0.0680 (15) | |
H4SA | 1.4301 | 0.5668 | −0.3913 | 0.082* | |
C5S | 1.4624 (3) | 0.5646 (3) | −0.2884 (3) | 0.0692 (14) | |
H5SA | 1.4658 | 0.6178 | −0.2782 | 0.083* | |
N2S | 0.8581 (4) | 0.8703 (3) | −0.0895 (2) | 0.0920 (16) | |
C6S | 0.8521 (4) | 0.7954 (3) | −0.1016 (3) | 0.0711 (15) | |
H6SA | 0.8296 | 0.7711 | −0.1492 | 0.085* | |
C7S | 0.8765 (3) | 0.7498 (3) | −0.0498 (2) | 0.0525 (11) | |
H7SA | 0.8705 | 0.6962 | −0.0618 | 0.063* | |
C8S | 0.9099 (3) | 0.7845 (3) | 0.0204 (2) | 0.0484 (10) | |
H8SA | 0.9276 | 0.7550 | 0.0571 | 0.058* | |
C9S | 0.9168 (3) | 0.8634 (3) | 0.0359 (3) | 0.0627 (13) | |
H9SA | 0.9382 | 0.8884 | 0.0831 | 0.075* | |
C10S | 0.8911 (4) | 0.9049 (3) | −0.0208 (3) | 0.0879 (18) | |
H10D | 0.8969 | 0.9589 | −0.0108 | 0.105* | |
N3S | 1.1870 (3) | 0.1998 (3) | 0.5752 (2) | 0.0629 (10) | |
C11S | 1.2158 (4) | 0.2349 (3) | 0.6430 (3) | 0.0633 (13) | |
H11A | 1.2259 | 0.2902 | 0.6518 | 0.076* | |
C12S | 1.2315 (3) | 0.1920 (3) | 0.7014 (2) | 0.0545 (11) | |
H12D | 1.2508 | 0.2180 | 0.7480 | 0.065* | |
C13S | 1.2178 (3) | 0.1112 (2) | 0.6883 (2) | 0.0444 (9) | |
H13D | 1.2291 | 0.0813 | 0.7259 | 0.053* | |
C14S | 1.1868 (3) | 0.0743 (2) | 0.6182 (2) | 0.0458 (9) | |
H14D | 1.1759 | 0.0190 | 0.6077 | 0.055* | |
C15S | 1.1726 (3) | 0.1207 (3) | 0.5649 (2) | 0.0555 (11) | |
H15A | 1.1512 | 0.0950 | 0.5179 | 0.067* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.01962 (10) | 0.02497 (12) | 0.01778 (11) | 0.01075 (8) | 0.00525 (8) | 0.00213 (9) |
O1 | 0.0178 (10) | 0.0287 (11) | 0.0194 (10) | 0.0096 (8) | 0.0027 (8) | −0.0042 (9) |
N1 | 0.0307 (15) | 0.0244 (14) | 0.0261 (14) | 0.0068 (11) | 0.0050 (12) | −0.0025 (11) |
C1 | 0.0202 (14) | 0.0196 (14) | 0.0169 (14) | 0.0096 (11) | 0.0065 (11) | 0.0041 (11) |
Cd2 | 0.01971 (10) | 0.02487 (12) | 0.01681 (10) | 0.01091 (8) | 0.00544 (8) | 0.00198 (8) |
O2 | 0.0189 (10) | 0.0325 (12) | 0.0166 (10) | 0.0108 (9) | 0.0040 (8) | −0.0056 (9) |
N2 | 0.0308 (15) | 0.0395 (17) | 0.0319 (15) | 0.0196 (13) | 0.0136 (12) | 0.0171 (13) |
C2 | 0.0177 (13) | 0.0227 (15) | 0.0191 (14) | 0.0094 (11) | 0.0068 (11) | 0.0061 (11) |
O3 | 0.0187 (10) | 0.0292 (11) | 0.0177 (10) | 0.0098 (8) | 0.0033 (8) | −0.0042 (9) |
N3 | 0.0288 (14) | 0.0350 (15) | 0.0247 (14) | 0.0166 (12) | 0.0101 (11) | 0.0087 (12) |
C3 | 0.0232 (15) | 0.0238 (15) | 0.0230 (15) | 0.0131 (12) | 0.0117 (12) | 0.0043 (12) |
O4 | 0.0162 (10) | 0.0314 (12) | 0.0223 (11) | 0.0108 (9) | 0.0039 (8) | −0.0059 (9) |
N4 | 0.0256 (13) | 0.0274 (14) | 0.0240 (14) | 0.0116 (11) | 0.0088 (11) | 0.0066 (11) |
C4 | 0.0211 (14) | 0.0232 (15) | 0.0202 (14) | 0.0096 (12) | 0.0076 (12) | 0.0019 (12) |
N5 | 0.0225 (13) | 0.0268 (14) | 0.0196 (13) | 0.0081 (11) | 0.0039 (10) | 0.0005 (11) |
C5 | 0.0165 (13) | 0.0273 (16) | 0.0179 (14) | 0.0098 (11) | 0.0036 (11) | 0.0016 (12) |
N6 | 0.0254 (13) | 0.0294 (14) | 0.0189 (13) | 0.0139 (11) | 0.0073 (10) | 0.0044 (11) |
C6 | 0.0191 (13) | 0.0239 (15) | 0.0164 (14) | 0.0124 (11) | 0.0068 (11) | 0.0045 (11) |
C7 | 0.0171 (14) | 0.0257 (16) | 0.0267 (16) | 0.0096 (12) | 0.0088 (12) | 0.0028 (12) |
C8 | 0.0273 (17) | 0.047 (2) | 0.043 (2) | 0.0194 (15) | 0.0145 (15) | −0.0054 (17) |
C9 | 0.0226 (15) | 0.0406 (19) | 0.0337 (18) | 0.0176 (14) | 0.0104 (14) | 0.0123 (15) |
C10 | 0.0217 (15) | 0.0323 (18) | 0.0350 (18) | 0.0091 (13) | 0.0124 (14) | 0.0070 (14) |
C11 | 0.0236 (15) | 0.0316 (17) | 0.0200 (15) | 0.0104 (13) | 0.0054 (12) | −0.0031 (13) |
C12 | 0.040 (2) | 0.046 (2) | 0.0217 (17) | 0.0172 (16) | 0.0092 (15) | 0.0000 (15) |
C13 | 0.0362 (19) | 0.0296 (18) | 0.0320 (19) | 0.0115 (15) | 0.0049 (15) | −0.0053 (14) |
C14 | 0.0254 (17) | 0.039 (2) | 0.0319 (18) | 0.0088 (14) | 0.0039 (14) | −0.0120 (15) |
C15 | 0.0187 (13) | 0.0198 (14) | 0.0155 (13) | 0.0082 (11) | 0.0066 (11) | 0.0052 (11) |
C16 | 0.0189 (13) | 0.0219 (14) | 0.0196 (14) | 0.0091 (11) | 0.0092 (11) | 0.0060 (11) |
C17 | 0.0253 (15) | 0.0227 (15) | 0.0204 (15) | 0.0128 (12) | 0.0115 (12) | 0.0028 (12) |
C18 | 0.0224 (14) | 0.0210 (15) | 0.0199 (15) | 0.0073 (12) | 0.0074 (12) | 0.0006 (12) |
C19 | 0.0203 (14) | 0.0248 (15) | 0.0168 (14) | 0.0098 (12) | 0.0051 (11) | 0.0017 (12) |
C20 | 0.0202 (14) | 0.0238 (15) | 0.0160 (14) | 0.0098 (11) | 0.0068 (11) | 0.0028 (11) |
C21 | 0.0187 (14) | 0.0262 (16) | 0.0254 (16) | 0.0110 (12) | 0.0111 (12) | 0.0052 (13) |
C22 | 0.0294 (17) | 0.041 (2) | 0.043 (2) | 0.0191 (15) | 0.0149 (15) | −0.0012 (16) |
C23 | 0.0240 (16) | 0.0375 (19) | 0.0303 (17) | 0.0175 (14) | 0.0089 (13) | 0.0112 (14) |
C24 | 0.0198 (15) | 0.0294 (17) | 0.0326 (17) | 0.0080 (12) | 0.0110 (13) | 0.0057 (14) |
C25 | 0.0329 (17) | 0.0330 (18) | 0.0206 (16) | 0.0135 (14) | 0.0060 (13) | −0.0028 (13) |
C26 | 0.060 (3) | 0.058 (3) | 0.0219 (18) | 0.016 (2) | 0.0134 (18) | −0.0022 (17) |
C27 | 0.040 (2) | 0.035 (2) | 0.042 (2) | 0.0145 (16) | 0.0063 (17) | −0.0151 (16) |
C28 | 0.0333 (19) | 0.043 (2) | 0.0294 (19) | 0.0139 (16) | −0.0028 (15) | −0.0152 (16) |
C29 | 0.0322 (18) | 0.048 (2) | 0.0317 (18) | 0.0304 (16) | 0.0048 (15) | −0.0023 (16) |
C30 | 0.0274 (19) | 0.052 (3) | 0.054 (3) | 0.0110 (17) | −0.0061 (18) | −0.014 (2) |
C31 | 0.0300 (19) | 0.039 (2) | 0.037 (2) | 0.0039 (15) | 0.0031 (16) | −0.0026 (16) |
C32 | 0.040 (2) | 0.037 (2) | 0.036 (2) | 0.0030 (16) | 0.0131 (17) | −0.0079 (16) |
C33 | 0.0329 (18) | 0.037 (2) | 0.0347 (19) | 0.0080 (15) | 0.0130 (15) | −0.0059 (16) |
C34 | 0.106 (4) | 0.127 (5) | 0.142 (5) | 0.096 (4) | 0.107 (4) | 0.108 (4) |
C35 | 0.111 (4) | 0.153 (6) | 0.181 (6) | 0.105 (4) | 0.123 (5) | 0.142 (5) |
C36 | 0.039 (2) | 0.049 (2) | 0.055 (3) | 0.0128 (18) | 0.0079 (19) | 0.029 (2) |
C37 | 0.046 (2) | 0.033 (2) | 0.046 (2) | 0.0185 (17) | 0.0071 (18) | 0.0117 (17) |
C38 | 0.0347 (18) | 0.0350 (19) | 0.0351 (19) | 0.0166 (15) | 0.0125 (15) | 0.0090 (15) |
C39 | 0.063 (3) | 0.083 (3) | 0.045 (2) | 0.057 (2) | 0.035 (2) | 0.035 (2) |
C40 | 0.075 (3) | 0.075 (3) | 0.048 (2) | 0.059 (3) | 0.032 (2) | 0.032 (2) |
C41 | 0.042 (2) | 0.0281 (17) | 0.0207 (16) | 0.0120 (15) | 0.0021 (14) | 0.0079 (13) |
C42 | 0.0268 (17) | 0.0380 (19) | 0.0297 (18) | 0.0059 (14) | 0.0099 (14) | 0.0080 (15) |
C43 | 0.0217 (15) | 0.0345 (18) | 0.0300 (17) | 0.0104 (13) | 0.0079 (13) | 0.0092 (14) |
C44 | 0.0291 (17) | 0.043 (2) | 0.0288 (18) | 0.0162 (15) | 0.0112 (14) | 0.0074 (15) |
C45 | 0.0365 (19) | 0.037 (2) | 0.0330 (19) | 0.0106 (15) | 0.0162 (16) | 0.0090 (15) |
C46 | 0.045 (2) | 0.0301 (18) | 0.0306 (18) | 0.0149 (15) | 0.0117 (16) | 0.0115 (15) |
C47 | 0.0348 (19) | 0.043 (2) | 0.036 (2) | 0.0213 (16) | 0.0075 (16) | 0.0148 (17) |
C48 | 0.0271 (16) | 0.0342 (18) | 0.0284 (17) | 0.0128 (14) | 0.0076 (14) | 0.0084 (14) |
C49 | 0.0294 (17) | 0.0376 (19) | 0.0285 (18) | 0.0105 (15) | 0.0110 (14) | −0.0030 (15) |
C50 | 0.0356 (19) | 0.038 (2) | 0.0292 (18) | 0.0050 (15) | 0.0097 (15) | −0.0099 (15) |
C51 | 0.0266 (17) | 0.038 (2) | 0.036 (2) | 0.0026 (15) | 0.0014 (15) | −0.0074 (16) |
C52 | 0.0231 (17) | 0.037 (2) | 0.043 (2) | 0.0077 (14) | 0.0069 (15) | 0.0005 (16) |
C53 | 0.0188 (14) | 0.0381 (18) | 0.0211 (15) | 0.0201 (13) | 0.0081 (12) | 0.0072 (13) |
C54 | 0.0234 (15) | 0.0340 (18) | 0.0310 (18) | 0.0121 (13) | 0.0096 (13) | 0.0097 (14) |
C55 | 0.0314 (18) | 0.037 (2) | 0.041 (2) | 0.0117 (15) | 0.0182 (16) | 0.0168 (16) |
C56 | 0.0399 (19) | 0.0245 (16) | 0.0274 (17) | 0.0128 (14) | 0.0112 (15) | 0.0074 (13) |
C57 | 0.0345 (18) | 0.0378 (19) | 0.0336 (19) | 0.0227 (15) | 0.0105 (15) | 0.0113 (15) |
C58 | 0.0332 (18) | 0.043 (2) | 0.0351 (19) | 0.0221 (16) | 0.0162 (15) | 0.0149 (16) |
Cd3 | 0.01698 (9) | 0.02276 (10) | 0.01723 (10) | 0.00864 (8) | 0.00569 (8) | 0.00336 (8) |
O5 | 0.0171 (10) | 0.0306 (12) | 0.0218 (11) | 0.0097 (8) | 0.0054 (8) | −0.0032 (9) |
O6 | 0.0178 (10) | 0.0260 (11) | 0.0206 (10) | 0.0084 (8) | 0.0046 (8) | −0.0016 (8) |
N7 | 0.0208 (12) | 0.0292 (14) | 0.0233 (13) | 0.0073 (11) | 0.0054 (10) | 0.0015 (11) |
N8 | 0.0230 (12) | 0.0289 (14) | 0.0188 (12) | 0.0132 (10) | 0.0065 (10) | 0.0065 (10) |
N9 | 0.0217 (13) | 0.0286 (14) | 0.0252 (14) | 0.0108 (11) | 0.0058 (11) | 0.0081 (11) |
C59 | 0.0194 (13) | 0.0213 (14) | 0.0175 (14) | 0.0096 (11) | 0.0088 (11) | 0.0055 (11) |
C60 | 0.0181 (13) | 0.0242 (15) | 0.0216 (15) | 0.0096 (11) | 0.0060 (11) | 0.0017 (12) |
C61 | 0.0261 (15) | 0.0228 (15) | 0.0203 (15) | 0.0102 (12) | 0.0090 (12) | 0.0024 (12) |
C62 | 0.0258 (15) | 0.0229 (15) | 0.0247 (15) | 0.0126 (12) | 0.0132 (12) | 0.0047 (12) |
C63 | 0.0222 (14) | 0.0216 (14) | 0.0193 (14) | 0.0114 (11) | 0.0091 (11) | 0.0063 (11) |
C64 | 0.0170 (13) | 0.0238 (15) | 0.0168 (13) | 0.0103 (11) | 0.0063 (11) | 0.0068 (11) |
C65 | 0.0204 (14) | 0.0271 (16) | 0.0312 (17) | 0.0136 (12) | 0.0119 (13) | 0.0061 (13) |
C66 | 0.0318 (18) | 0.045 (2) | 0.049 (2) | 0.0230 (16) | 0.0176 (17) | −0.0003 (17) |
C67 | 0.0258 (16) | 0.043 (2) | 0.0363 (19) | 0.0204 (14) | 0.0112 (14) | 0.0164 (16) |
C68 | 0.0188 (14) | 0.0313 (17) | 0.0342 (18) | 0.0086 (12) | 0.0109 (13) | 0.0075 (14) |
C69 | 0.0291 (16) | 0.0298 (17) | 0.0207 (15) | 0.0131 (13) | 0.0056 (13) | −0.0021 (13) |
C70 | 0.048 (2) | 0.047 (2) | 0.0226 (17) | 0.0175 (17) | 0.0130 (16) | −0.0007 (15) |
C71 | 0.047 (2) | 0.0283 (18) | 0.036 (2) | 0.0130 (16) | 0.0025 (17) | −0.0054 (15) |
C72 | 0.0281 (18) | 0.044 (2) | 0.0342 (19) | 0.0097 (15) | 0.0035 (15) | −0.0123 (16) |
C73 | 0.0317 (19) | 0.0236 (17) | 0.091 (3) | −0.0104 (14) | 0.043 (2) | −0.0247 (19) |
C74 | 0.027 (2) | 0.051 (3) | 0.085 (3) | −0.0117 (17) | 0.027 (2) | −0.029 (2) |
C75 | 0.0239 (18) | 0.047 (2) | 0.053 (3) | 0.0034 (16) | 0.0024 (17) | −0.0066 (19) |
C76 | 0.034 (2) | 0.058 (3) | 0.030 (2) | 0.0043 (17) | 0.0046 (16) | −0.0101 (17) |
C77 | 0.0302 (18) | 0.052 (2) | 0.0306 (19) | 0.0050 (16) | 0.0118 (15) | −0.0079 (16) |
C78 | 0.0277 (16) | 0.0366 (18) | 0.0279 (17) | 0.0148 (14) | 0.0113 (13) | 0.0088 (14) |
C79 | 0.0278 (16) | 0.0345 (18) | 0.0298 (18) | 0.0167 (14) | 0.0044 (14) | 0.0054 (14) |
C80 | 0.0379 (18) | 0.0226 (16) | 0.0251 (16) | 0.0113 (14) | 0.0088 (14) | 0.0080 (13) |
C81 | 0.0293 (16) | 0.0256 (16) | 0.0262 (16) | 0.0058 (13) | 0.0111 (13) | 0.0047 (13) |
C82 | 0.0189 (14) | 0.0271 (16) | 0.0201 (15) | 0.0078 (12) | 0.0050 (11) | 0.0036 (12) |
C83 | 0.0260 (16) | 0.0358 (19) | 0.0327 (18) | 0.0099 (14) | 0.0117 (14) | 0.0085 (15) |
C84 | 0.0287 (17) | 0.042 (2) | 0.0316 (19) | 0.0041 (15) | 0.0105 (15) | 0.0123 (16) |
C85 | 0.0348 (19) | 0.036 (2) | 0.038 (2) | 0.0044 (15) | 0.0039 (16) | 0.0199 (17) |
C86 | 0.050 (2) | 0.0306 (19) | 0.037 (2) | 0.0188 (17) | 0.0065 (17) | 0.0070 (16) |
C87 | 0.0402 (19) | 0.0313 (18) | 0.0267 (17) | 0.0172 (15) | 0.0067 (15) | 0.0031 (14) |
N1S | 0.079 (4) | 0.217 (7) | 0.068 (3) | 0.059 (4) | 0.039 (3) | 0.029 (4) |
C1S | 0.073 (4) | 0.172 (8) | 0.124 (6) | 0.066 (5) | 0.053 (4) | 0.117 (6) |
C2S | 0.071 (4) | 0.063 (4) | 0.227 (9) | 0.036 (3) | 0.074 (5) | 0.037 (5) |
C3S | 0.060 (3) | 0.097 (4) | 0.068 (3) | 0.007 (3) | 0.032 (3) | −0.017 (3) |
C4S | 0.036 (2) | 0.080 (4) | 0.072 (3) | 0.006 (2) | 0.017 (2) | 0.041 (3) |
C5S | 0.045 (3) | 0.065 (3) | 0.091 (4) | 0.016 (2) | 0.024 (3) | −0.008 (3) |
N2S | 0.164 (5) | 0.116 (4) | 0.070 (3) | 0.106 (4) | 0.075 (3) | 0.055 (3) |
C6S | 0.097 (4) | 0.105 (4) | 0.051 (3) | 0.069 (3) | 0.042 (3) | 0.027 (3) |
C7S | 0.050 (2) | 0.053 (3) | 0.059 (3) | 0.021 (2) | 0.023 (2) | 0.014 (2) |
C8S | 0.043 (2) | 0.051 (2) | 0.048 (2) | 0.0126 (18) | 0.0176 (19) | 0.021 (2) |
C9S | 0.078 (3) | 0.070 (3) | 0.057 (3) | 0.033 (3) | 0.040 (3) | 0.018 (2) |
C10S | 0.145 (5) | 0.073 (4) | 0.102 (5) | 0.071 (4) | 0.080 (4) | 0.036 (3) |
N3S | 0.088 (3) | 0.073 (3) | 0.055 (2) | 0.050 (2) | 0.038 (2) | 0.029 (2) |
C11S | 0.080 (3) | 0.049 (3) | 0.078 (3) | 0.032 (2) | 0.040 (3) | 0.019 (2) |
C12S | 0.059 (3) | 0.055 (3) | 0.051 (3) | 0.019 (2) | 0.025 (2) | 0.005 (2) |
C13S | 0.041 (2) | 0.050 (2) | 0.046 (2) | 0.0160 (18) | 0.0216 (18) | 0.0195 (19) |
C14S | 0.043 (2) | 0.044 (2) | 0.051 (2) | 0.0177 (18) | 0.0176 (19) | 0.0055 (19) |
C15S | 0.064 (3) | 0.080 (3) | 0.034 (2) | 0.040 (2) | 0.017 (2) | 0.012 (2) |
Cd1—O1 | 2.206 (2) | C47—H47A | 0.9300 |
Cd1—O4 | 2.224 (2) | C48—H48A | 0.9300 |
Cd1—O2 | 2.278 (2) | C49—C50 | 1.386 (4) |
Cd1—N3 | 2.381 (3) | C49—H49A | 0.9300 |
Cd1—N2 | 2.404 (3) | C50—C51 | 1.369 (5) |
Cd1—N1 | 2.440 (3) | C50—H50A | 0.9300 |
O1—C1 | 1.323 (3) | C51—C52 | 1.369 (5) |
N1—C33 | 1.331 (4) | C51—H51A | 0.9300 |
N1—C29 | 1.352 (4) | C52—C53 | 1.333 (4) |
C1—C2 | 1.417 (4) | C52—H52A | 0.9300 |
C1—C6 | 1.441 (4) | C53—H53A | 0.9300 |
Cd2—O3 | 2.209 (2) | C54—C55 | 1.384 (4) |
Cd2—O2 | 2.237 (2) | C54—H54A | 0.9300 |
Cd2—O4 | 2.281 (2) | C55—C56 | 1.373 (5) |
Cd2—N6 | 2.373 (2) | C55—H55A | 0.9300 |
Cd2—N4 | 2.384 (3) | C56—C57 | 1.382 (4) |
Cd2—N5 | 2.471 (2) | C56—H56A | 0.9300 |
O2—C6 | 1.341 (3) | C57—C58 | 1.381 (4) |
N2—C38 | 1.320 (4) | C57—H57A | 0.9300 |
N2—C34 | 1.324 (4) | C58—H58A | 0.9300 |
C2—C3 | 1.409 (4) | Cd3—O6 | 2.219 (2) |
C2—C7 | 1.534 (4) | Cd3—O5i | 2.231 (2) |
O3—C15 | 1.316 (3) | Cd3—O5 | 2.273 (2) |
N3—C43 | 1.327 (4) | Cd3—N8 | 2.354 (2) |
N3—C39 | 1.333 (4) | Cd3—N9 | 2.376 (3) |
C3—C4 | 1.399 (4) | Cd3—N7 | 2.453 (2) |
C3—H3A | 0.9300 | O5—C59 | 1.338 (3) |
O4—C20 | 1.343 (3) | O5—Cd3i | 2.231 (2) |
N4—C44 | 1.340 (4) | O6—C64 | 1.319 (3) |
N4—C48 | 1.344 (4) | N7—C77 | 1.329 (4) |
C4—C5 | 1.399 (4) | N7—C73 | 1.335 (4) |
C4—C11 | 1.526 (4) | N8—C82 | 1.334 (3) |
N5—C49 | 1.330 (4) | N8—C78 | 1.342 (4) |
N5—C53 | 1.356 (3) | N9—C87 | 1.337 (4) |
C5—C6 | 1.387 (4) | N9—C83 | 1.345 (4) |
C5—H5A | 0.9300 | C59—C60 | 1.392 (4) |
N6—C58 | 1.332 (4) | C59—C64 | 1.442 (4) |
N6—C54 | 1.337 (4) | C60—C61 | 1.402 (4) |
C7—C10 | 1.525 (4) | C60—H60A | 0.9300 |
C7—C8 | 1.529 (4) | C61—C62 | 1.400 (4) |
C7—C9 | 1.546 (4) | C61—C69 | 1.528 (4) |
C8—H8A | 0.9600 | C62—C63 | 1.404 (4) |
C8—H8B | 0.9600 | C62—H62A | 0.9300 |
C8—H8C | 0.9600 | C63—C64 | 1.414 (4) |
C9—H9A | 0.9600 | C63—C65 | 1.541 (4) |
C9—H9B | 0.9600 | C65—C66 | 1.526 (4) |
C9—H9C | 0.9600 | C65—C68 | 1.538 (4) |
C10—H10A | 0.9600 | C65—C67 | 1.539 (4) |
C10—H10B | 0.9600 | C66—H66A | 0.9600 |
C10—H10C | 0.9600 | C66—H66B | 0.9600 |
C11—C14 | 1.537 (4) | C66—H66C | 0.9600 |
C11—C12 | 1.541 (4) | C67—H67A | 0.9600 |
C11—C13 | 1.545 (5) | C67—H67B | 0.9600 |
C12—H12A | 0.9600 | C67—H67C | 0.9600 |
C12—H12B | 0.9600 | C68—H68A | 0.9600 |
C12—H12C | 0.9600 | C68—H68B | 0.9600 |
C13—H13A | 0.9600 | C68—H68C | 0.9600 |
C13—H13B | 0.9600 | C69—C71 | 1.528 (5) |
C13—H13C | 0.9600 | C69—C72 | 1.533 (4) |
C14—H14A | 0.9600 | C69—C70 | 1.538 (4) |
C14—H14B | 0.9600 | C70—H70A | 0.9600 |
C14—H14C | 0.9600 | C70—H70B | 0.9600 |
C15—C16 | 1.419 (4) | C70—H70C | 0.9600 |
C15—C20 | 1.440 (4) | C71—H71A | 0.9600 |
C16—C17 | 1.403 (4) | C71—H71B | 0.9600 |
C16—C21 | 1.539 (4) | C71—H71C | 0.9600 |
C17—C18 | 1.396 (4) | C72—H72A | 0.9600 |
C17—H17A | 0.9300 | C72—H72B | 0.9600 |
C18—C19 | 1.399 (4) | C72—H72C | 0.9600 |
C18—C25 | 1.531 (4) | C73—C74 | 1.346 (5) |
C19—C20 | 1.381 (4) | C73—H73A | 0.9300 |
C19—H19A | 0.9300 | C74—C75 | 1.376 (5) |
C21—C24 | 1.530 (4) | C74—H74A | 0.9300 |
C21—C22 | 1.531 (4) | C75—C76 | 1.374 (5) |
C21—C23 | 1.537 (4) | C75—H75A | 0.9300 |
C22—H22A | 0.9600 | C76—C77 | 1.370 (5) |
C22—H22B | 0.9600 | C76—H76A | 0.9300 |
C22—H22C | 0.9600 | C77—H77A | 0.9300 |
C23—H23A | 0.9600 | C78—C79 | 1.388 (4) |
C23—H23B | 0.9600 | C78—H78A | 0.9300 |
C23—H23C | 0.9600 | C79—C80 | 1.383 (4) |
C24—H24A | 0.9600 | C79—H79A | 0.9300 |
C24—H24B | 0.9600 | C80—C81 | 1.393 (4) |
C24—H24C | 0.9600 | C80—H80A | 0.9300 |
C25—C28 | 1.538 (4) | C81—C82 | 1.381 (4) |
C25—C26 | 1.537 (4) | C81—H81A | 0.9300 |
C25—C27 | 1.540 (5) | C82—H82A | 0.9300 |
C26—H26A | 0.9600 | C83—C84 | 1.377 (4) |
C26—H26B | 0.9600 | C83—H83A | 0.9300 |
C26—H26C | 0.9600 | C84—C85 | 1.390 (5) |
C27—H27A | 0.9600 | C84—H84A | 0.9300 |
C27—H27B | 0.9600 | C85—C86 | 1.379 (5) |
C27—H27C | 0.9600 | C85—H85A | 0.9300 |
C28—H28A | 0.9600 | C86—C87 | 1.380 (4) |
C28—H28B | 0.9600 | C86—H86A | 0.9300 |
C28—H28C | 0.9600 | C87—H87A | 0.9300 |
C29—C30 | 1.343 (5) | N1S—C5S | 1.275 (7) |
C29—H29A | 0.9300 | N1S—C1S | 1.295 (9) |
C30—C31 | 1.368 (5) | C1S—C2S | 1.353 (10) |
C30—H30A | 0.9300 | C1S—H1SB | 0.9300 |
C31—C32 | 1.358 (5) | C2S—C3S | 1.391 (8) |
C31—H31A | 0.9300 | C2S—H2SA | 0.9300 |
C32—C33 | 1.390 (5) | C3S—C4S | 1.335 (7) |
C32—H32A | 0.9300 | C3S—H3SA | 0.9300 |
C33—H33A | 0.9300 | C4S—C5S | 1.317 (7) |
C34—C35 | 1.381 (6) | C4S—H4SA | 0.9300 |
C34—H34A | 0.9300 | C5S—H5SA | 0.9300 |
C35—C36 | 1.349 (6) | N2S—C6S | 1.296 (6) |
C35—H35A | 0.9300 | N2S—C10S | 1.339 (7) |
C36—C37 | 1.358 (5) | C6S—C7S | 1.359 (6) |
C36—H36A | 0.9300 | C6S—H6SA | 0.9300 |
C37—C38 | 1.387 (5) | C7S—C8S | 1.367 (6) |
C37—H37A | 0.9300 | C7S—H7SA | 0.9300 |
C38—H38A | 0.9300 | C8S—C9S | 1.370 (6) |
C39—C40 | 1.373 (5) | C8S—H8SA | 0.9300 |
C39—H39A | 0.9300 | C9S—C10S | 1.385 (6) |
C40—C41 | 1.365 (5) | C9S—H9SA | 0.9300 |
C40—H40A | 0.9300 | C10S—H10D | 0.9300 |
C41—C42 | 1.376 (5) | N3S—C15S | 1.324 (6) |
C41—H41A | 0.9300 | N3S—C11S | 1.336 (6) |
C42—C43 | 1.381 (4) | C11S—C12S | 1.402 (6) |
C42—H42A | 0.9300 | C11S—H11A | 0.9300 |
C43—H43A | 0.9300 | C12S—C13S | 1.361 (6) |
C44—C45 | 1.383 (4) | C12S—H12D | 0.9300 |
C44—H44A | 0.9300 | C13S—C14S | 1.382 (5) |
C45—C46 | 1.368 (5) | C13S—H13D | 0.9300 |
C45—H45A | 0.9300 | C14S—C15S | 1.360 (5) |
C46—C47 | 1.391 (5) | C14S—H14D | 0.9300 |
C46—H46A | 0.9300 | C15S—H15A | 0.9300 |
C47—C48 | 1.377 (4) | ||
O1—Cd1—O4 | 149.56 (7) | N4—C44—C45 | 122.9 (3) |
O1—Cd1—O2 | 74.50 (7) | N4—C44—H44A | 118.6 |
O4—Cd1—O2 | 75.46 (7) | C45—C44—H44A | 118.6 |
O1—Cd1—N3 | 92.21 (8) | C46—C45—C44 | 119.4 (3) |
O4—Cd1—N3 | 89.25 (8) | C46—C45—H45A | 120.3 |
O2—Cd1—N3 | 102.09 (9) | C44—C45—H45A | 120.3 |
O1—Cd1—N2 | 97.49 (9) | C45—C46—C47 | 118.2 (3) |
O4—Cd1—N2 | 91.12 (8) | C45—C46—H46A | 120.9 |
O2—Cd1—N2 | 97.33 (9) | C47—C46—H46A | 120.9 |
N3—Cd1—N2 | 160.02 (10) | C48—C47—C46 | 119.5 (3) |
O1—Cd1—N1 | 86.77 (9) | C48—C47—H47A | 120.3 |
O4—Cd1—N1 | 123.54 (8) | C46—C47—H47A | 120.3 |
O2—Cd1—N1 | 160.71 (8) | N4—C48—C47 | 122.4 (3) |
N3—Cd1—N1 | 82.90 (9) | N4—C48—H48A | 118.8 |
N2—Cd1—N1 | 80.27 (9) | C47—C48—H48A | 118.8 |
C1—O1—Cd1 | 115.26 (16) | N5—C49—C50 | 122.8 (3) |
C33—N1—C29 | 114.6 (3) | N5—C49—H49A | 118.6 |
C33—N1—Cd1 | 125.9 (2) | C50—C49—H49A | 118.6 |
C29—N1—Cd1 | 119.6 (2) | C51—C50—C49 | 119.0 (3) |
O1—C1—C2 | 122.7 (2) | C51—C50—H50A | 120.5 |
O1—C1—C6 | 119.4 (2) | C49—C50—H50A | 120.5 |
C2—C1—C6 | 117.9 (2) | C50—C51—C52 | 119.2 (3) |
O3—Cd2—O2 | 148.84 (7) | C50—C51—H51A | 120.4 |
O3—Cd2—O4 | 74.36 (7) | C52—C51—H51A | 120.4 |
O2—Cd2—O4 | 75.16 (7) | C53—C52—C51 | 117.7 (3) |
O3—Cd2—N6 | 91.90 (8) | C53—C52—H52A | 121.2 |
O2—Cd2—N6 | 88.22 (8) | C51—C52—H52A | 121.2 |
O4—Cd2—N6 | 102.10 (8) | C52—C53—N5 | 126.1 (3) |
O3—Cd2—N4 | 101.01 (8) | C52—C53—H53A | 117.0 |
O2—Cd2—N4 | 90.00 (8) | N5—C53—H53A | 116.9 |
O4—Cd2—N4 | 99.06 (8) | N6—C54—C55 | 122.1 (3) |
N6—Cd2—N4 | 157.55 (9) | N6—C54—H54A | 119.0 |
O3—Cd2—N5 | 85.86 (8) | C55—C54—H54A | 119.0 |
O2—Cd2—N5 | 124.93 (8) | C56—C55—C54 | 119.4 (3) |
O4—Cd2—N5 | 159.80 (8) | C56—C55—H55A | 120.3 |
N6—Cd2—N5 | 82.29 (8) | C54—C55—H55A | 120.3 |
N4—Cd2—N5 | 80.42 (9) | C55—C56—C57 | 119.0 (3) |
C6—O2—Cd2 | 142.39 (17) | C55—C56—H56A | 120.5 |
C6—O2—Cd1 | 113.01 (16) | C57—C56—H56A | 120.5 |
Cd2—O2—Cd1 | 104.52 (8) | C58—C57—C56 | 118.0 (3) |
C38—N2—C34 | 117.1 (3) | C58—C57—H57A | 121.0 |
C38—N2—Cd1 | 125.1 (2) | C56—C57—H57A | 121.0 |
C34—N2—Cd1 | 117.8 (3) | N6—C58—C57 | 123.5 (3) |
C3—C2—C1 | 119.0 (2) | N6—C58—H58A | 118.3 |
C3—C2—C7 | 121.5 (2) | C57—C58—H58A | 118.3 |
C1—C2—C7 | 119.4 (2) | O6—Cd3—O5i | 150.66 (7) |
C15—O3—Cd2 | 115.11 (16) | O6—Cd3—O5 | 74.58 (7) |
C43—N3—C39 | 116.6 (3) | O5i—Cd3—O5 | 76.89 (8) |
C43—N3—Cd1 | 124.6 (2) | O6—Cd3—N8 | 91.36 (8) |
C39—N3—Cd1 | 118.8 (2) | O5i—Cd3—N8 | 90.01 (8) |
C4—C3—C2 | 123.3 (3) | O5—Cd3—N8 | 106.00 (8) |
C4—C3—H3A | 118.4 | O6—Cd3—N9 | 95.21 (8) |
C2—C3—H3A | 118.4 | O5i—Cd3—N9 | 92.53 (8) |
C20—O4—Cd1 | 141.93 (17) | O5—Cd3—N9 | 92.18 (8) |
C20—O4—Cd2 | 113.09 (16) | N8—Cd3—N9 | 161.74 (9) |
Cd1—O4—Cd2 | 104.86 (8) | O6—Cd3—N7 | 86.60 (8) |
C44—N4—C48 | 117.6 (3) | O5i—Cd3—N7 | 122.53 (8) |
C44—N4—Cd2 | 120.5 (2) | O5—Cd3—N7 | 159.80 (8) |
C48—N4—Cd2 | 121.7 (2) | N8—Cd3—N7 | 81.27 (9) |
C5—C4—C3 | 117.0 (3) | N9—Cd3—N7 | 82.13 (9) |
C5—C4—C11 | 123.5 (3) | C59—O5—Cd3i | 143.40 (17) |
C3—C4—C11 | 119.5 (3) | C59—O5—Cd3 | 113.02 (16) |
C49—N5—C53 | 115.1 (3) | Cd3i—O5—Cd3 | 103.11 (8) |
C49—N5—Cd2 | 123.5 (2) | C64—O6—Cd3 | 114.78 (16) |
C53—N5—Cd2 | 121.4 (2) | C77—N7—C73 | 114.8 (3) |
C6—C5—C4 | 122.3 (3) | C77—N7—Cd3 | 127.4 (2) |
C6—C5—H5A | 118.8 | C73—N7—Cd3 | 117.5 (2) |
C4—C5—H5A | 118.9 | C82—N8—C78 | 118.0 (3) |
C58—N6—C54 | 118.0 (3) | C82—N8—Cd3 | 122.08 (19) |
C58—N6—Cd2 | 119.4 (2) | C78—N8—Cd3 | 119.33 (19) |
C54—N6—Cd2 | 122.2 (2) | C87—N9—C83 | 117.8 (3) |
O2—C6—C5 | 121.8 (2) | C87—N9—Cd3 | 125.1 (2) |
O2—C6—C1 | 117.8 (2) | C83—N9—Cd3 | 117.2 (2) |
C5—C6—C1 | 120.4 (2) | O5—C59—C60 | 121.4 (2) |
C10—C7—C8 | 107.6 (2) | O5—C59—C64 | 118.1 (2) |
C10—C7—C2 | 110.4 (2) | C60—C59—C64 | 120.5 (2) |
C8—C7—C2 | 113.1 (2) | C59—C60—C61 | 122.2 (3) |
C10—C7—C9 | 109.1 (3) | C59—C60—H60A | 118.9 |
C8—C7—C9 | 107.6 (3) | C61—C60—H60A | 118.9 |
C2—C7—C9 | 108.9 (2) | C62—C61—C60 | 116.9 (3) |
C7—C8—H8A | 109.5 | C62—C61—C69 | 119.8 (3) |
C7—C8—H8B | 109.5 | C60—C61—C69 | 123.3 (3) |
H8A—C8—H8B | 109.5 | C61—C62—C63 | 123.1 (3) |
C7—C8—H8C | 109.5 | C61—C62—H62A | 118.5 |
H8A—C8—H8C | 109.5 | C63—C62—H62A | 118.5 |
H8B—C8—H8C | 109.5 | C62—C63—C64 | 119.8 (3) |
C7—C9—H9A | 109.5 | C62—C63—C65 | 120.7 (3) |
C7—C9—H9B | 109.5 | C64—C63—C65 | 119.4 (2) |
H9A—C9—H9B | 109.5 | O6—C64—C63 | 123.1 (2) |
C7—C9—H9C | 109.5 | O6—C64—C59 | 119.5 (2) |
H9A—C9—H9C | 109.5 | C63—C64—C59 | 117.4 (2) |
H9B—C9—H9C | 109.5 | C66—C65—C68 | 107.6 (2) |
C7—C10—H10A | 109.5 | C66—C65—C63 | 113.0 (3) |
C7—C10—H10B | 109.5 | C68—C65—C63 | 110.0 (2) |
H10A—C10—H10B | 109.5 | C66—C65—C67 | 107.6 (3) |
C7—C10—H10C | 109.5 | C68—C65—C67 | 109.1 (3) |
H10A—C10—H10C | 109.5 | C63—C65—C67 | 109.4 (2) |
H10B—C10—H10C | 109.5 | C65—C66—H66A | 109.5 |
C4—C11—C14 | 112.3 (2) | C65—C66—H66B | 109.5 |
C4—C11—C12 | 109.9 (3) | H66A—C66—H66B | 109.5 |
C14—C11—C12 | 107.2 (3) | C65—C66—H66C | 109.5 |
C4—C11—C13 | 109.9 (3) | H66A—C66—H66C | 109.5 |
C14—C11—C13 | 108.0 (3) | H66B—C66—H66C | 109.5 |
C12—C11—C13 | 109.5 (3) | C65—C67—H67A | 109.5 |
C11—C12—H12A | 109.5 | C65—C67—H67B | 109.5 |
C11—C12—H12B | 109.5 | H67A—C67—H67B | 109.5 |
H12A—C12—H12B | 109.5 | C65—C67—H67C | 109.5 |
C11—C12—H12C | 109.5 | H67A—C67—H67C | 109.5 |
H12A—C12—H12C | 109.5 | H67B—C67—H67C | 109.5 |
H12B—C12—H12C | 109.5 | C65—C68—H68A | 109.5 |
C11—C13—H13A | 109.5 | C65—C68—H68B | 109.5 |
C11—C13—H13B | 109.5 | H68A—C68—H68B | 109.5 |
H13A—C13—H13B | 109.5 | C65—C68—H68C | 109.5 |
C11—C13—H13C | 109.5 | H68A—C68—H68C | 109.5 |
H13A—C13—H13C | 109.5 | H68B—C68—H68C | 109.5 |
H13B—C13—H13C | 109.5 | C61—C69—C71 | 109.7 (3) |
C11—C14—H14A | 109.5 | C61—C69—C72 | 112.0 (3) |
C11—C14—H14B | 109.5 | C71—C69—C72 | 108.2 (3) |
H14A—C14—H14B | 109.5 | C61—C69—C70 | 109.7 (3) |
C11—C14—H14C | 109.5 | C71—C69—C70 | 110.0 (3) |
H14A—C14—H14C | 109.5 | C72—C69—C70 | 107.2 (3) |
H14B—C14—H14C | 109.5 | C69—C70—H70A | 109.5 |
O3—C15—C16 | 122.7 (2) | C69—C70—H70B | 109.5 |
O3—C15—C20 | 120.0 (2) | H70A—C70—H70B | 109.5 |
C16—C15—C20 | 117.3 (2) | C69—C70—H70C | 109.5 |
C17—C16—C15 | 119.5 (2) | H70A—C70—H70C | 109.5 |
C17—C16—C21 | 121.5 (2) | H70B—C70—H70C | 109.5 |
C15—C16—C21 | 119.0 (2) | C69—C71—H71A | 109.5 |
C18—C17—C16 | 123.0 (3) | C69—C71—H71B | 109.5 |
C18—C17—H17A | 118.5 | H71A—C71—H71B | 109.5 |
C16—C17—H17A | 118.5 | C69—C71—H71C | 109.5 |
C17—C18—C19 | 117.1 (3) | H71A—C71—H71C | 109.5 |
C17—C18—C25 | 119.8 (3) | H71B—C71—H71C | 109.5 |
C19—C18—C25 | 123.0 (3) | C69—C72—H72A | 109.5 |
C20—C19—C18 | 122.2 (3) | C69—C72—H72B | 109.5 |
C20—C19—H19A | 118.9 | H72A—C72—H72B | 109.5 |
C18—C19—H19A | 118.9 | C69—C72—H72C | 109.5 |
O4—C20—C19 | 122.0 (2) | H72A—C72—H72C | 109.5 |
O4—C20—C15 | 117.3 (2) | H72B—C72—H72C | 109.5 |
C19—C20—C15 | 120.7 (3) | N7—C73—C74 | 125.7 (3) |
C24—C21—C22 | 107.8 (2) | N7—C73—H73A | 117.1 |
C24—C21—C23 | 110.2 (3) | C74—C73—H73A | 117.1 |
C22—C21—C23 | 107.3 (3) | C73—C74—C75 | 118.0 (4) |
C24—C21—C16 | 109.2 (2) | C73—C74—H74A | 121.0 |
C22—C21—C16 | 112.8 (2) | C75—C74—H74A | 121.0 |
C23—C21—C16 | 109.5 (2) | C76—C75—C74 | 118.3 (3) |
C21—C22—H22A | 109.5 | C76—C75—H75A | 120.9 |
C21—C22—H22B | 109.5 | C74—C75—H75A | 120.9 |
H22A—C22—H22B | 109.5 | C77—C76—C75 | 118.7 (4) |
C21—C22—H22C | 109.5 | C77—C76—H76A | 120.6 |
H22A—C22—H22C | 109.5 | C75—C76—H76A | 120.6 |
H22B—C22—H22C | 109.5 | N7—C77—C76 | 124.1 (3) |
C21—C23—H23A | 109.5 | N7—C77—H77A | 117.9 |
C21—C23—H23B | 109.5 | C76—C77—H77A | 117.9 |
H23A—C23—H23B | 109.5 | N8—C78—C79 | 123.4 (3) |
C21—C23—H23C | 109.5 | N8—C78—H78A | 118.3 |
H23A—C23—H23C | 109.5 | C79—C78—H78A | 118.3 |
H23B—C23—H23C | 109.5 | C80—C79—C78 | 117.8 (3) |
C21—C24—H24A | 109.5 | C80—C79—H79A | 121.1 |
C21—C24—H24B | 109.5 | C78—C79—H79A | 121.1 |
H24A—C24—H24B | 109.5 | C79—C80—C81 | 119.3 (3) |
C21—C24—H24C | 109.5 | C79—C80—H80A | 120.4 |
H24A—C24—H24C | 109.5 | C81—C80—H80A | 120.4 |
H24B—C24—H24C | 109.5 | C82—C81—C80 | 118.7 (3) |
C18—C25—C28 | 111.5 (3) | C82—C81—H81A | 120.7 |
C18—C25—C26 | 109.7 (3) | C80—C81—H81A | 120.7 |
C28—C25—C26 | 107.6 (3) | N8—C82—C81 | 122.8 (3) |
C18—C25—C27 | 110.1 (3) | N8—C82—H82A | 118.6 |
C28—C25—C27 | 108.8 (3) | C81—C82—H82A | 118.6 |
C26—C25—C27 | 109.1 (3) | N9—C83—C84 | 122.6 (3) |
C25—C26—H26A | 109.5 | N9—C83—H83A | 118.7 |
C25—C26—H26B | 109.5 | C84—C83—H83A | 118.7 |
H26A—C26—H26B | 109.5 | C83—C84—C85 | 119.1 (3) |
C25—C26—H26C | 109.5 | C83—C84—H84A | 120.4 |
H26A—C26—H26C | 109.5 | C85—C84—H84A | 120.4 |
H26B—C26—H26C | 109.5 | C86—C85—C84 | 118.3 (3) |
C25—C27—H27A | 109.5 | C86—C85—H85A | 120.9 |
C25—C27—H27B | 109.5 | C84—C85—H85A | 120.9 |
H27A—C27—H27B | 109.5 | C85—C86—C87 | 119.1 (4) |
C25—C27—H27C | 109.5 | C85—C86—H86A | 120.4 |
H27A—C27—H27C | 109.5 | C87—C86—H86A | 120.4 |
H27B—C27—H27C | 109.5 | N9—C87—C86 | 122.9 (3) |
C25—C28—H28A | 109.5 | N9—C87—H87A | 118.5 |
C25—C28—H28B | 109.5 | C86—C87—H87A | 118.5 |
H28A—C28—H28B | 109.5 | C5S—N1S—C1S | 119.7 (6) |
C25—C28—H28C | 109.5 | N1S—C1S—C2S | 122.0 (5) |
H28A—C28—H28C | 109.5 | N1S—C1S—H1SB | 119.0 |
H28B—C28—H28C | 109.5 | C2S—C1S—H1SB | 119.0 |
C30—C29—N1 | 125.8 (3) | C1S—C2S—C3S | 117.8 (6) |
C30—C29—H29A | 117.1 | C1S—C2S—H2SA | 121.1 |
N1—C29—H29A | 117.1 | C3S—C2S—H2SA | 121.1 |
C29—C30—C31 | 118.0 (4) | C4S—C3S—C2S | 117.0 (5) |
C29—C30—H30A | 121.0 | C4S—C3S—H3SA | 121.5 |
C31—C30—H30A | 121.0 | C2S—C3S—H3SA | 121.5 |
C32—C31—C30 | 119.2 (3) | C5S—C4S—C3S | 120.9 (5) |
C32—C31—H31A | 120.4 | C5S—C4S—H4SA | 119.5 |
C30—C31—H31A | 120.4 | C3S—C4S—H4SA | 119.5 |
C31—C32—C33 | 118.8 (4) | N1S—C5S—C4S | 122.6 (6) |
C31—C32—H32A | 120.6 | N1S—C5S—H5SA | 118.7 |
C33—C32—H32A | 120.6 | C4S—C5S—H5SA | 118.7 |
N1—C33—C32 | 123.5 (3) | C6S—N2S—C10S | 117.3 (4) |
N1—C33—H33A | 118.2 | N2S—C6S—C7S | 124.6 (5) |
C32—C33—H33A | 118.2 | N2S—C6S—H6SA | 117.7 |
N2—C34—C35 | 122.0 (4) | C7S—C6S—H6SA | 117.7 |
N2—C34—H34A | 119.0 | C6S—C7S—C8S | 118.6 (4) |
C35—C34—H34A | 119.0 | C6S—C7S—H7SA | 120.7 |
C36—C35—C34 | 121.1 (4) | C8S—C7S—H7SA | 120.7 |
C36—C35—H35A | 119.4 | C7S—C8S—C9S | 118.9 (4) |
C34—C35—H35A | 119.4 | C7S—C8S—H8SA | 120.6 |
C35—C36—C37 | 117.0 (4) | C9S—C8S—H8SA | 120.6 |
C35—C36—H36A | 121.5 | C8S—C9S—C10S | 118.1 (5) |
C37—C36—H36A | 121.5 | C8S—C9S—H9SA | 121.0 |
C36—C37—C38 | 119.7 (4) | C10S—C9S—H9SA | 121.0 |
C36—C37—H37A | 120.2 | N2S—C10S—C9S | 122.6 (5) |
C38—C37—H37A | 120.2 | N2S—C10S—H10D | 118.7 |
N2—C38—C37 | 123.1 (3) | C9S—C10S—H10D | 118.7 |
N2—C38—H38A | 118.5 | C15S—N3S—C11S | 116.6 (4) |
C37—C38—H38A | 118.5 | N3S—C11S—C12S | 123.0 (4) |
N3—C39—C40 | 123.9 (3) | N3S—C11S—H11A | 118.5 |
N3—C39—H39A | 118.0 | C12S—C11S—H11A | 118.5 |
C40—C39—H39A | 118.0 | C13S—C12S—C11S | 118.3 (4) |
C41—C40—C39 | 118.9 (4) | C13S—C12S—H12D | 120.9 |
C41—C40—H40A | 120.6 | C11S—C12S—H12D | 120.9 |
C39—C40—H40A | 120.6 | C12S—C13S—C14S | 119.0 (4) |
C40—C41—C42 | 118.3 (3) | C12S—C13S—H13D | 120.5 |
C40—C41—H41A | 120.8 | C14S—C13S—H13D | 120.5 |
C42—C41—H41A | 120.8 | C15S—C14S—C13S | 118.6 (4) |
C41—C42—C43 | 119.0 (3) | C15S—C14S—H14D | 120.7 |
C41—C42—H42A | 120.5 | C13S—C14S—H14D | 120.7 |
C43—C42—H42A | 120.5 | N3S—C15S—C14S | 124.6 (4) |
N3—C43—C42 | 123.2 (3) | N3S—C15S—H15A | 117.7 |
N3—C43—H43A | 118.4 | C14S—C15S—H15A | 117.7 |
C42—C43—H43A | 118.4 |
Symmetry code: (i) −x+2, −y+1, −z. |
Experimental details
Crystal data | |
Chemical formula | C58H70Cd2N6O4·2C5H5N |
Mr | 1298.22 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 110 |
a, b, c (Å) | 15.743 (5), 17.549 (6), 19.945 (7) |
α, β, γ (°) | 91.051 (7), 108.916 (6), 111.094 (6) |
V (Å3) | 4806 (3) |
Z | 3 |
Radiation type | Mo Kα |
µ (mm−1) | 0.72 |
Crystal size (mm) | 0.5 × 0.4 × 0.1 |
Data collection | |
Diffractometer | Bruker SMART1000 CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.456, 0.931 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 55993, 27455, 16608 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.705 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.050, 0.133, 0.96 |
No. of reflections | 27455 |
No. of parameters | 1108 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 4.89, −1.19 |
Computer programs: SMART (Bruker, 2000), SMART, SHELXTL (Sheldrick, 1997), XP in SHELXTL.
Cd1—O1 | 2.206 (2) | O2—C6 | 1.341 (3) |
Cd1—O4 | 2.224 (2) | O3—C15 | 1.316 (3) |
Cd1—O2 | 2.278 (2) | O4—C20 | 1.343 (3) |
Cd1—N3 | 2.381 (3) | C15—C20 | 1.440 (4) |
Cd1—N2 | 2.404 (3) | Cd3—O6 | 2.219 (2) |
Cd1—N1 | 2.440 (3) | Cd3—O5i | 2.231 (2) |
O1—C1 | 1.323 (3) | Cd3—O5 | 2.273 (2) |
C1—C6 | 1.441 (4) | Cd3—N8 | 2.354 (2) |
Cd2—O3 | 2.209 (2) | Cd3—N9 | 2.376 (3) |
Cd2—O2 | 2.237 (2) | Cd3—N7 | 2.453 (2) |
Cd2—O4 | 2.281 (2) | O5—C59 | 1.338 (3) |
Cd2—N6 | 2.373 (2) | O6—C64 | 1.319 (3) |
Cd2—N4 | 2.384 (3) | C59—C64 | 1.442 (4) |
Cd2—N5 | 2.471 (2) | ||
O1—Cd1—O4 | 149.56 (7) | O2—Cd2—N5 | 124.93 (8) |
O1—Cd1—O2 | 74.50 (7) | O4—Cd2—N5 | 159.80 (8) |
O4—Cd1—O2 | 75.46 (7) | N6—Cd2—N5 | 82.29 (8) |
O1—Cd1—N3 | 92.21 (8) | N4—Cd2—N5 | 80.42 (9) |
O4—Cd1—N3 | 89.25 (8) | C6—O2—Cd2 | 142.39 (17) |
O2—Cd1—N3 | 102.09 (9) | C6—O2—Cd1 | 113.01 (16) |
O1—Cd1—N2 | 97.49 (9) | Cd2—O2—Cd1 | 104.52 (8) |
O4—Cd1—N2 | 91.12 (8) | O6—Cd3—O5i | 150.66 (7) |
O2—Cd1—N2 | 97.33 (9) | O6—Cd3—O5 | 74.58 (7) |
N3—Cd1—N2 | 160.02 (10) | O5i—Cd3—O5 | 76.89 (8) |
O1—Cd1—N1 | 86.77 (9) | O6—Cd3—N8 | 91.36 (8) |
O4—Cd1—N1 | 123.54 (8) | O5i—Cd3—N8 | 90.01 (8) |
O2—Cd1—N1 | 160.71 (8) | O5—Cd3—N8 | 106.00 (8) |
N3—Cd1—N1 | 82.90 (9) | O6—Cd3—N9 | 95.21 (8) |
N2—Cd1—N1 | 80.27 (9) | O5i—Cd3—N9 | 92.53 (8) |
C1—O1—Cd1 | 115.26 (16) | O5—Cd3—N9 | 92.18 (8) |
O3—Cd2—O2 | 148.84 (7) | N8—Cd3—N9 | 161.74 (9) |
O3—Cd2—O4 | 74.36 (7) | O6—Cd3—N7 | 86.60 (8) |
O2—Cd2—O4 | 75.16 (7) | O5i—Cd3—N7 | 122.53 (8) |
O3—Cd2—N6 | 91.90 (8) | O5—Cd3—N7 | 159.80 (8) |
O2—Cd2—N6 | 88.22 (8) | N8—Cd3—N7 | 81.27 (9) |
O4—Cd2—N6 | 102.10 (8) | N9—Cd3—N7 | 82.13 (9) |
O3—Cd2—N4 | 101.01 (8) | C59—O5—Cd3i | 143.40 (17) |
O2—Cd2—N4 | 90.00 (8) | C59—O5—Cd3 | 113.02 (16) |
O4—Cd2—N4 | 99.06 (8) | Cd3i—O5—Cd3 | 103.11 (8) |
N6—Cd2—N4 | 157.55 (9) | C64—O6—Cd3 | 114.78 (16) |
O3—Cd2—N5 | 85.86 (8) |
Symmetry code: (i) −x+2, −y+1, −z. |
The title compound, (I), was synthesized by the reaction of 3,5-di-tert-butyl-1,2-benzoquinone with cadmium in pyridine solution. The X-ray diffraction study shows that (I) is a dimeric complex of cadmium in which the two (py)3Cd(3,5-di-tert-butylcatecholato) units are connected by two bridging µ-O atoms, the environment of the Cd atoms being a distorted octahedron (Fig. 1). There are two symmetrically independent molecules of (I) in the crystal structure; one is in a general position, (Ia), and the other on an inversion centre, (Ib). Molecule (Ia) has an approximately centrosymmetric structure. \sch
The central Cd2O2 and the two chelate CdO2C2 fragments are planar within 0.004, 0.012 and 0.020 Å, respectively, for (Ia) and 0.007 and 0.007 Å, respectively, for (Ib). The dihedral angles between the Cd2O2 and the CdO2C2 fragments are 4.43 (14) and 6.15 (13)° for (Ia) and 6.93 (16)° for (Ib). The O—C and C—C distances in the chelate metallocycles in (I) [1.316 (3)–1.343 (3) and 1.381 (4)–1.441 (4) Å query, respectively] are typical for the catecholate ligand (Pierpont & Lange, 1994). The Cd—Npy distances in (I) are 2.373 (2)–2.440 (3) Å (Table 1) query.
In both (Ia) and (Ib), the bridging Cd—O distances between the Cd-catecholate units [2.224 (2)–2.237 (2) Å] are shorter than the bridging Cd—O distances within the catecholate cycles [2.278 (2)–2.281 (2) Å]. Similar features have been found in other dimeric and tetrameric catecholate complexes of different metals, e.g. Zn (Reynolds & Coucouvanis, 1998), Fe (Shoner & Power, 1992) and Co (Olmstead et al., 1988), as well as in the sulfur analogue on Zn, bis(µ-1,2-benzenedithiolato-S,S';S,S')bis[(2,2'-bipyrimidine-N,N')zinc(II)] (Gronlund et al., 1995). The non-bridging bonds Cd1—O1, Cd2—O3 and Cd3—O6 [2.206 (2), 2.209 (2) and 2.219 (2) Å, respectively] are shorter than the bridging Cd—O bonds.
Besides the main molecules (Ia) and (Ib), the crystal of (I) also contains solvating pyridine molecules. No shortened intermolecular contacts were found in the crystal structure of (I).