Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807015012/hb2337sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807015012/hb2337IIsup2.hkl |
CCDC reference: 647215
Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97.
C52H45N9O10S4·0.5C7H8 | Z = 2 |
Mr = 1130.28 | F(000) = 1178 |
Triclinic, P1 | Dx = 1.338 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 14.0437 (10) Å | Cell parameters from 20364 reflections |
b = 14.6038 (11) Å | θ = 3.5–25.7° |
c = 16.0762 (12) Å | µ = 0.24 mm−1 |
α = 69.893 (6)° | T = 173 K |
β = 65.769 (5)° | Block, red |
γ = 76.226 (6)° | 0.26 × 0.24 × 0.11 mm |
V = 2805.2 (4) Å3 |
Stoe IPDSII two-circle diffractometer | 10524 independent reflections |
Radiation source: fine-focus sealed tube | 6244 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.073 |
ω scans | θmax = 25.7°, θmin = 3.5° |
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995) | h = −17→16 |
Tmin = 0.931, Tmax = 0.965 | k = −17→17 |
46855 measured reflections | l = −19→19 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.077 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.212 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | w = 1/[σ2(Fo2) + (0.116P)2] where P = (Fo2 + 2Fc2)/3 |
10524 reflections | (Δ/σ)max = 0.001 |
701 parameters | Δρmax = 0.67 e Å−3 |
27 restraints | Δρmin = −0.65 e Å−3 |
Experimental. 1H NMR (400 MHz, CDCl3, δ, p.p.m.): 0.89 (t, 3H, J = 7.1 Hz, CH3), 1.21–1.43 [m, 10H, (CH2)5-CH3], 1.49 [m, 2H, CH2-(CH2)5-CH3], 1.65 [m, 2H, CH2-(CH2)6-CH3], 2.18 [m, 2H, CH2-(CH2)7-CH3], 4.40 (t, 2H, J = 6.9 Hz, O—CH2), 7.01 (t, 1H, J = 7.8 Hz, H-arom.), 7.47 (br s, 1H, OH), 7.67 (d, 2H, J = 7.7 Hz, H-arom.), 7.90 (d, 2H, J = 9.0 Hz, H-arom.), 8.03 (d, 4H, J = 9.0 Hz, H-arom.), 8.18 (s, 2H, H-arom.), 8.39 (m, 10H, H-arom.), 8.68 (br s, 2H, OH); 13C NMR (100 MHz, CDCl3, δ, p.p.m.): 14.28 (CH3), 22.85 (CH2—CH3), 25.81 (CH2—CH2—CH3), 29.49 (CH2-(CH2)2-CH3), 29.54 [CH2-(CH2)3-CH3], 29.73 [CH2-(CH2)4-CH3], 29.79 [CH2-(CH2)5-CH3], 29.86 [CH2-(CH2)6-CH3], 32.07 [CH2-(CH2)7-CH3], 79.58 (O—CH2), 121.20, 122.08 123.35, 123.46, 124.88, 124.97, 127.00, 127.92, 132.54, 133.75, 133.86, 139.76, 145.81, 146.36, 148.79, 148.85, 155.56, 155.68, 159.94, 161.27, 161.97 (all C-arom.). MS (FD) m/z = 1083.3 ([M]+). |
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 | Occ. (<1) | |
S1 | 0.36645 (11) | 0.29058 (9) | 0.73566 (9) | 0.0454 (3) | |
C11 | 0.4608 (4) | 0.3350 (3) | 0.6189 (3) | 0.0430 (12) | |
C12 | 0.5687 (4) | 0.3186 (3) | 0.6038 (3) | 0.0434 (12) | |
C13 | 0.6439 (4) | 0.3463 (4) | 0.5118 (3) | 0.0455 (13) | |
C14 | 0.6088 (5) | 0.3919 (4) | 0.4358 (3) | 0.0507 (14) | |
H14 | 0.6587 | 0.4096 | 0.3730 | 0.061* | |
C15 | 0.5027 (4) | 0.4117 (4) | 0.4505 (3) | 0.0473 (13) | |
H15 | 0.4805 | 0.4459 | 0.3983 | 0.057* | |
C16 | 0.4284 (4) | 0.3820 (3) | 0.5412 (3) | 0.0429 (12) | |
H16 | 0.3557 | 0.3936 | 0.5505 | 0.051* | |
O12 | 0.6006 (3) | 0.2778 (2) | 0.6819 (2) | 0.0446 (9) | |
C101 | 0.6190 (5) | 0.1701 (4) | 0.7106 (4) | 0.0578 (16) | |
H10A | 0.6753 | 0.1465 | 0.6580 | 0.069* | |
H10B | 0.5542 | 0.1417 | 0.7267 | 0.069* | |
C102 | 0.6507 (7) | 0.1394 (4) | 0.7956 (5) | 0.086 (2) | |
H101 | 0.6056 | 0.1791 | 0.8398 | 0.103* | 0.742 (9) |
H102 | 0.7244 | 0.1517 | 0.7751 | 0.103* | 0.742 (9) |
H103 | 0.5872 | 0.1340 | 0.8541 | 0.103* | 0.258 (9) |
H104 | 0.6902 | 0.1898 | 0.7914 | 0.103* | 0.258 (9) |
C103 | 0.6402 (8) | 0.0289 (6) | 0.8477 (6) | 0.068 (2)* | 0.742 (9) |
H10C | 0.5727 | 0.0139 | 0.8526 | 0.082* | 0.742 (9) |
H10D | 0.6974 | −0.0105 | 0.8089 | 0.082* | 0.742 (9) |
C104 | 0.6447 (7) | −0.0026 (7) | 0.9476 (6) | 0.070 (3)* | 0.742 (9) |
H10E | 0.5956 | 0.0442 | 0.9826 | 0.084* | 0.742 (9) |
H10F | 0.6192 | −0.0679 | 0.9814 | 0.084* | 0.742 (9) |
C113 | 0.7208 (17) | 0.0386 (11) | 0.8008 (17) | 0.059 (6)* | 0.258 (9) |
H11A | 0.6721 | −0.0121 | 0.8283 | 0.071* | 0.258 (9) |
H11B | 0.7619 | 0.0372 | 0.7343 | 0.071* | 0.258 (9) |
C114 | 0.799 (2) | 0.002 (2) | 0.8529 (17) | 0.077 (8)* | 0.258 (9) |
H11C | 0.8357 | −0.0625 | 0.8430 | 0.092* | 0.258 (9) |
H11D | 0.8527 | 0.0483 | 0.8241 | 0.092* | 0.258 (9) |
C105 | 0.7529 (6) | −0.0081 (5) | 0.9511 (5) | 0.079 (2) | |
H113 | 0.7747 | 0.0589 | 0.9256 | 0.095* | 0.742 (9) |
H114 | 0.8045 | −0.0482 | 0.9098 | 0.095* | 0.742 (9) |
H115 | 0.7072 | −0.0616 | 0.9814 | 0.095* | 0.258 (9) |
H116 | 0.7077 | 0.0534 | 0.9613 | 0.095* | 0.258 (9) |
C106 | 0.7552 (7) | −0.0522 (6) | 1.0514 (6) | 0.064 (2)* | 0.742 (9) |
H10G | 0.7008 | −0.0136 | 1.0927 | 0.076* | 0.742 (9) |
H10H | 0.7353 | −0.1197 | 1.0754 | 0.076* | 0.742 (9) |
C107 | 0.8586 (8) | −0.0567 (7) | 1.0617 (7) | 0.075 (3)* | 0.742 (9) |
H10I | 0.9143 | −0.0894 | 1.0156 | 0.090* | 0.742 (9) |
H10J | 0.8749 | 0.0114 | 1.0437 | 0.090* | 0.742 (9) |
C116 | 0.834 (2) | −0.0306 (19) | 1.0011 (17) | 0.070 (7)* | 0.258 (9) |
H11E | 0.8886 | −0.0823 | 0.9781 | 0.084* | 0.258 (9) |
H11F | 0.8683 | 0.0292 | 0.9804 | 0.084* | 0.258 (9) |
C117 | 0.792 (2) | −0.063 (2) | 1.1067 (19) | 0.078 (8)* | 0.258 (9) |
H11G | 0.7512 | −0.0051 | 1.1290 | 0.093* | 0.258 (9) |
H11H | 0.7413 | −0.1105 | 1.1268 | 0.093* | 0.258 (9) |
C108 | 0.8649 (9) | −0.1085 (10) | 1.1584 (7) | 0.133 (4) | |
H105 | 0.8617 | −0.1787 | 1.1685 | 0.160* | 0.742 (9) |
H106 | 0.9369 | −0.1037 | 1.1518 | 0.160* | 0.742 (9) |
H107 | 0.8830 | −0.1798 | 1.1651 | 0.160* | 0.258 (9) |
H108 | 0.9299 | −0.0760 | 1.1289 | 0.160* | 0.258 (9) |
C109 | 0.8001 (13) | −0.0887 (9) | 1.2428 (10) | 0.167 (5) | |
H109 | 0.7373 | −0.1243 | 1.2713 | 0.201* | 0.56 (3) |
H110 | 0.7765 | −0.0175 | 1.2320 | 0.201* | 0.56 (3) |
H111 | 0.7279 | −0.0757 | 1.2422 | 0.201* | 0.44 (3) |
H112 | 0.8178 | −0.0259 | 1.2403 | 0.201* | 0.44 (3) |
C110 | 0.864 (3) | −0.123 (3) | 1.311 (2) | 0.205 (14)* | 0.56 (3) |
H11I | 0.8192 | −0.1083 | 1.3719 | 0.308* | 0.56 (3) |
H11J | 0.9261 | −0.0879 | 1.2823 | 0.308* | 0.56 (3) |
H11K | 0.8853 | −0.1937 | 1.3228 | 0.308* | 0.56 (3) |
C111 | 0.7937 (17) | −0.1586 (14) | 1.3411 (13) | 0.085 (8)* | 0.44 (3) |
H11L | 0.7423 | −0.1287 | 1.3905 | 0.127* | 0.44 (3) |
H11M | 0.8628 | −0.1707 | 1.3467 | 0.127* | 0.44 (3) |
H11N | 0.7719 | −0.2208 | 1.3486 | 0.127* | 0.44 (3) |
S2 | 0.78218 (12) | 0.31678 (12) | 0.49159 (10) | 0.0641 (5) | |
C21 | 0.8228 (4) | 0.4270 (4) | 0.4840 (3) | 0.0509 (14) | |
C22 | 0.7975 (4) | 0.4574 (4) | 0.5664 (3) | 0.0442 (13) | |
C23 | 0.8398 (3) | 0.5393 (4) | 0.5588 (3) | 0.0433 (12) | |
C24 | 0.9082 (4) | 0.5885 (4) | 0.4719 (4) | 0.0560 (15) | |
H24 | 0.9375 | 0.6423 | 0.4689 | 0.067* | |
C25 | 0.9348 (4) | 0.5628 (5) | 0.3909 (4) | 0.0614 (17) | |
C26 | 0.8930 (4) | 0.4829 (6) | 0.3964 (3) | 0.068 (2) | |
H26 | 0.9114 | 0.4643 | 0.3401 | 0.082* | |
O22 | 0.7326 (3) | 0.4104 (3) | 0.6524 (2) | 0.0440 (8) | |
H22 | 0.721 (4) | 0.361 (4) | 0.650 (4) | 0.037 (16)* | |
N21 | 1.0186 (4) | 0.6297 (3) | 0.3001 (4) | 0.0596 (13) | |
N22 | 1.0036 (5) | 0.6108 (5) | 0.2450 (6) | 0.107 (3) | |
C201 | 1.0880 (5) | 0.6754 (4) | 0.1542 (5) | 0.075 (2) | |
C202 | 1.1847 (4) | 0.6936 (4) | 0.1455 (4) | 0.0585 (15) | |
H202 | 1.2049 | 0.6737 | 0.1993 | 0.070* | |
C203 | 1.2513 (4) | 0.7414 (4) | 0.0568 (3) | 0.0490 (12) | |
H203 | 1.3182 | 0.7554 | 0.0477 | 0.059* | |
C204 | 1.2155 (4) | 0.7676 (3) | −0.0176 (3) | 0.0453 (12) | |
C205 | 1.1214 (5) | 0.7475 (4) | −0.0093 (5) | 0.0627 (16) | |
H205 | 1.1014 | 0.7666 | −0.0632 | 0.075* | |
C206 | 1.0578 (6) | 0.7006 (5) | 0.0759 (6) | 0.077 (2) | |
H206 | 0.9926 | 0.6845 | 0.0830 | 0.093* | |
N23 | 1.2838 (5) | 0.8176 (4) | −0.1124 (3) | 0.0685 (15) | |
O232 | 1.2555 (5) | 0.8345 (4) | −0.1803 (3) | 0.115 (2) | |
O231 | 1.3659 (4) | 0.8399 (4) | −0.1210 (4) | 0.0949 (17) | |
S3 | 0.81142 (9) | 0.57552 (10) | 0.66244 (9) | 0.0433 (3) | |
C31 | 0.6765 (3) | 0.6228 (3) | 0.6835 (3) | 0.0342 (10) | |
C32 | 0.5965 (3) | 0.5793 (3) | 0.7661 (3) | 0.0286 (9) | |
C33 | 0.4907 (3) | 0.6203 (3) | 0.7816 (3) | 0.0267 (8) | |
C34 | 0.4657 (3) | 0.6998 (3) | 0.7139 (3) | 0.0281 (9) | |
H34 | 0.3945 | 0.7269 | 0.7248 | 0.034* | |
C35 | 0.5451 (3) | 0.7407 (3) | 0.6291 (3) | 0.0306 (9) | |
C36 | 0.6492 (3) | 0.7038 (3) | 0.6154 (3) | 0.0353 (10) | |
H36 | 0.7030 | 0.7335 | 0.5591 | 0.042* | |
O32 | 0.6231 (2) | 0.4986 (2) | 0.8299 (2) | 0.0331 (7) | |
H32 | 0.568 (5) | 0.471 (4) | 0.873 (4) | 0.062 (18)* | |
N31 | 0.5255 (3) | 0.8196 (3) | 0.5525 (2) | 0.0350 (8) | |
N32 | 0.4299 (3) | 0.8410 (3) | 0.5640 (3) | 0.0357 (8) | |
C301 | 0.4101 (4) | 0.9195 (3) | 0.4875 (3) | 0.0354 (10) | |
C302 | 0.4872 (4) | 0.9606 (3) | 0.4024 (3) | 0.0406 (11) | |
H302 | 0.5593 | 0.9374 | 0.3915 | 0.049* | |
C303 | 0.4581 (4) | 1.0359 (3) | 0.3332 (3) | 0.0456 (12) | |
H303 | 0.5097 | 1.0649 | 0.2747 | 0.055* | |
C304 | 0.3529 (4) | 1.0677 (3) | 0.3510 (3) | 0.0409 (11) | |
C305 | 0.2743 (4) | 1.0285 (4) | 0.4339 (4) | 0.0484 (12) | |
H305 | 0.2025 | 1.0523 | 0.4438 | 0.058* | |
C306 | 0.3037 (4) | 0.9521 (4) | 0.5036 (3) | 0.0462 (12) | |
H306 | 0.2515 | 0.9227 | 0.5615 | 0.055* | |
N33 | 0.3219 (4) | 1.1491 (3) | 0.2766 (3) | 0.0515 (11) | |
O331 | 0.2292 (4) | 1.1777 (3) | 0.2929 (3) | 0.0829 (14) | |
O332 | 0.3918 (4) | 1.1830 (3) | 0.2043 (3) | 0.0754 (13) | |
S4 | 0.39035 (8) | 0.56824 (7) | 0.89036 (7) | 0.0280 (2) | |
C41 | 0.3224 (3) | 0.5179 (3) | 0.8464 (3) | 0.0287 (9) | |
C42 | 0.3700 (3) | 0.4391 (3) | 0.8053 (3) | 0.0307 (9) | |
C43 | 0.3125 (4) | 0.3984 (3) | 0.7768 (3) | 0.0335 (10) | |
C44 | 0.2065 (4) | 0.4345 (3) | 0.7916 (3) | 0.0355 (10) | |
H44 | 0.1672 | 0.4070 | 0.7720 | 0.043* | |
C45 | 0.1579 (3) | 0.5102 (3) | 0.8348 (3) | 0.0337 (10) | |
C46 | 0.2174 (3) | 0.5524 (3) | 0.8610 (3) | 0.0317 (9) | |
H46 | 0.1855 | 0.6051 | 0.8889 | 0.038* | |
O42 | 0.4723 (2) | 0.4070 (2) | 0.7961 (2) | 0.0353 (7) | |
H42 | 0.489 (4) | 0.362 (4) | 0.775 (4) | 0.044 (15)* | |
N41 | 0.0495 (3) | 0.5384 (3) | 0.8497 (3) | 0.0385 (9) | |
N42 | 0.0070 (3) | 0.6050 (3) | 0.8911 (3) | 0.0385 (9) | |
C401 | −0.1035 (3) | 0.6277 (3) | 0.9081 (3) | 0.0352 (10) | |
C402 | −0.1554 (4) | 0.7006 (4) | 0.9553 (4) | 0.0435 (11) | |
H402 | −0.1166 | 0.7335 | 0.9705 | 0.052* | |
C403 | −0.2642 (4) | 0.7248 (4) | 0.9801 (3) | 0.0433 (11) | |
H403 | −0.3003 | 0.7736 | 1.0125 | 0.052* | |
C404 | −0.3174 (3) | 0.6759 (3) | 0.9561 (3) | 0.0352 (10) | |
C405 | −0.2674 (3) | 0.6042 (3) | 0.9079 (3) | 0.0353 (10) | |
H405 | −0.3064 | 0.5720 | 0.8923 | 0.042* | |
C406 | −0.1599 (4) | 0.5810 (3) | 0.8835 (3) | 0.0373 (10) | |
H406 | −0.1242 | 0.5332 | 0.8498 | 0.045* | |
N43 | −0.4328 (3) | 0.6984 (3) | 0.9847 (3) | 0.0424 (10) | |
O431 | −0.4754 (3) | 0.7675 (3) | 1.0196 (3) | 0.0577 (10) | |
O432 | −0.4822 (3) | 0.6460 (3) | 0.9747 (2) | 0.0469 (8) | |
C51 | 0.9878 (13) | 0.0858 (13) | 0.4586 (11) | 0.197 (6)* | |
H51 | 0.9786 | 0.1526 | 0.4241 | 0.237* | |
C52 | 0.9706 (17) | 0.0794 (18) | 0.5551 (14) | 0.260 (9)* | |
H52 | 0.9530 | 0.1327 | 0.5818 | 0.312* | |
C53 | 0.9851 (14) | −0.0225 (14) | 0.6032 (14) | 0.199 (6)* | |
H53A | 0.9778 | −0.0465 | 0.6681 | 0.239* | 0.50 |
C54 | 1.005 (4) | −0.091 (3) | 0.700 (3) | 0.31 (2)* | 0.50 |
H54A | 1.0124 | −0.1601 | 0.7028 | 0.459* | 0.50 |
H54B | 0.9460 | −0.0772 | 0.7551 | 0.459* | 0.50 |
H54C | 1.0701 | −0.0760 | 0.6994 | 0.459* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0629 (8) | 0.0358 (6) | 0.0432 (7) | −0.0029 (6) | −0.0246 (6) | −0.0129 (5) |
C11 | 0.063 (3) | 0.037 (2) | 0.036 (2) | 0.007 (2) | −0.024 (2) | −0.019 (2) |
C12 | 0.065 (3) | 0.033 (2) | 0.040 (3) | 0.013 (2) | −0.031 (2) | −0.016 (2) |
C13 | 0.055 (3) | 0.047 (3) | 0.036 (3) | 0.020 (2) | −0.024 (2) | −0.021 (2) |
C14 | 0.073 (4) | 0.045 (3) | 0.034 (3) | 0.013 (3) | −0.024 (3) | −0.018 (2) |
C15 | 0.072 (4) | 0.040 (3) | 0.040 (3) | 0.011 (2) | −0.034 (3) | −0.017 (2) |
C16 | 0.060 (3) | 0.039 (2) | 0.042 (3) | 0.009 (2) | −0.030 (2) | −0.020 (2) |
O12 | 0.065 (2) | 0.0387 (17) | 0.0355 (17) | 0.0181 (16) | −0.0306 (16) | −0.0168 (14) |
C101 | 0.088 (4) | 0.041 (3) | 0.051 (3) | 0.022 (3) | −0.040 (3) | −0.022 (2) |
C102 | 0.159 (7) | 0.037 (3) | 0.076 (4) | 0.023 (4) | −0.079 (5) | −0.014 (3) |
C105 | 0.112 (6) | 0.049 (3) | 0.080 (5) | 0.005 (3) | −0.050 (4) | −0.013 (3) |
C108 | 0.131 (9) | 0.179 (11) | 0.087 (6) | −0.008 (8) | −0.057 (6) | −0.020 (7) |
C109 | 0.229 (16) | 0.124 (9) | 0.164 (13) | 0.009 (9) | −0.080 (12) | −0.066 (9) |
S2 | 0.0614 (9) | 0.0807 (10) | 0.0473 (8) | 0.0351 (8) | −0.0255 (7) | −0.0359 (7) |
C21 | 0.039 (3) | 0.074 (4) | 0.031 (2) | 0.022 (3) | −0.015 (2) | −0.022 (2) |
C22 | 0.032 (2) | 0.066 (3) | 0.022 (2) | 0.016 (2) | −0.0122 (19) | −0.007 (2) |
C23 | 0.025 (2) | 0.059 (3) | 0.030 (2) | 0.007 (2) | −0.0081 (19) | −0.004 (2) |
C24 | 0.028 (3) | 0.068 (3) | 0.039 (3) | 0.009 (2) | −0.006 (2) | 0.008 (2) |
C25 | 0.036 (3) | 0.079 (4) | 0.035 (3) | 0.006 (3) | −0.006 (2) | 0.009 (3) |
C26 | 0.045 (3) | 0.112 (5) | 0.022 (2) | 0.041 (4) | −0.015 (2) | −0.018 (3) |
O22 | 0.045 (2) | 0.054 (2) | 0.0274 (17) | −0.0025 (17) | −0.0089 (15) | −0.0126 (16) |
N21 | 0.072 (3) | 0.056 (3) | 0.076 (3) | 0.019 (2) | −0.057 (3) | −0.029 (3) |
N22 | 0.076 (4) | 0.128 (5) | 0.195 (8) | 0.045 (4) | −0.090 (5) | −0.126 (6) |
C201 | 0.039 (3) | 0.035 (3) | 0.083 (5) | −0.001 (2) | 0.024 (3) | 0.006 (3) |
C202 | 0.047 (3) | 0.061 (3) | 0.036 (3) | 0.010 (3) | −0.003 (2) | −0.003 (2) |
C203 | 0.039 (3) | 0.053 (3) | 0.041 (3) | −0.002 (2) | −0.008 (2) | −0.007 (2) |
C204 | 0.051 (3) | 0.033 (2) | 0.038 (3) | 0.003 (2) | −0.010 (2) | −0.006 (2) |
C205 | 0.059 (4) | 0.053 (3) | 0.087 (5) | 0.003 (3) | −0.034 (4) | −0.028 (3) |
C206 | 0.060 (4) | 0.053 (4) | 0.107 (6) | −0.014 (3) | −0.032 (4) | −0.001 (4) |
N23 | 0.075 (4) | 0.058 (3) | 0.038 (3) | 0.018 (3) | −0.005 (3) | −0.008 (2) |
O232 | 0.144 (5) | 0.116 (4) | 0.043 (3) | 0.056 (4) | −0.032 (3) | −0.021 (3) |
O231 | 0.068 (3) | 0.082 (3) | 0.073 (3) | −0.018 (3) | 0.015 (3) | 0.008 (3) |
S3 | 0.0247 (6) | 0.0566 (7) | 0.0386 (6) | 0.0007 (5) | −0.0117 (5) | −0.0043 (5) |
C31 | 0.026 (2) | 0.040 (2) | 0.033 (2) | −0.0007 (18) | −0.0122 (18) | −0.0059 (19) |
C32 | 0.029 (2) | 0.031 (2) | 0.026 (2) | 0.0019 (17) | −0.0132 (17) | −0.0078 (17) |
C33 | 0.025 (2) | 0.030 (2) | 0.0243 (19) | −0.0008 (16) | −0.0100 (16) | −0.0067 (16) |
C34 | 0.028 (2) | 0.032 (2) | 0.025 (2) | −0.0002 (17) | −0.0103 (17) | −0.0100 (17) |
C35 | 0.033 (2) | 0.030 (2) | 0.026 (2) | −0.0042 (17) | −0.0140 (18) | 0.0008 (17) |
C36 | 0.031 (2) | 0.037 (2) | 0.030 (2) | −0.0061 (19) | −0.0100 (19) | −0.0013 (18) |
O32 | 0.0298 (17) | 0.0353 (16) | 0.0284 (15) | 0.0007 (13) | −0.0144 (14) | −0.0001 (13) |
N31 | 0.037 (2) | 0.0302 (19) | 0.0310 (19) | −0.0028 (16) | −0.0138 (16) | 0.0007 (15) |
N32 | 0.036 (2) | 0.0355 (19) | 0.0297 (19) | −0.0028 (16) | −0.0147 (16) | 0.0006 (15) |
C301 | 0.042 (3) | 0.033 (2) | 0.032 (2) | −0.0039 (19) | −0.020 (2) | −0.0013 (18) |
C302 | 0.040 (3) | 0.041 (2) | 0.034 (2) | −0.011 (2) | −0.015 (2) | 0.004 (2) |
C303 | 0.054 (3) | 0.040 (3) | 0.036 (3) | −0.017 (2) | −0.017 (2) | 0.006 (2) |
C304 | 0.054 (3) | 0.029 (2) | 0.042 (3) | −0.009 (2) | −0.030 (2) | 0.006 (2) |
C305 | 0.042 (3) | 0.047 (3) | 0.045 (3) | 0.000 (2) | −0.022 (2) | 0.004 (2) |
C306 | 0.039 (3) | 0.045 (3) | 0.038 (3) | −0.006 (2) | −0.012 (2) | 0.007 (2) |
N33 | 0.067 (3) | 0.040 (2) | 0.048 (3) | −0.010 (2) | −0.035 (2) | 0.008 (2) |
O331 | 0.067 (3) | 0.073 (3) | 0.087 (3) | 0.003 (2) | −0.047 (3) | 0.021 (2) |
O332 | 0.081 (3) | 0.074 (3) | 0.051 (2) | −0.019 (2) | −0.033 (2) | 0.026 (2) |
S4 | 0.0267 (5) | 0.0341 (5) | 0.0213 (5) | −0.0023 (4) | −0.0092 (4) | −0.0055 (4) |
C41 | 0.030 (2) | 0.030 (2) | 0.0234 (19) | −0.0042 (17) | −0.0116 (17) | −0.0018 (16) |
C42 | 0.034 (2) | 0.030 (2) | 0.024 (2) | −0.0001 (17) | −0.0140 (18) | −0.0014 (17) |
C43 | 0.043 (3) | 0.033 (2) | 0.027 (2) | −0.0045 (19) | −0.0166 (19) | −0.0067 (18) |
C44 | 0.041 (3) | 0.040 (2) | 0.030 (2) | −0.013 (2) | −0.018 (2) | −0.0030 (19) |
C45 | 0.029 (2) | 0.042 (2) | 0.027 (2) | −0.0035 (18) | −0.0111 (18) | −0.0057 (18) |
C46 | 0.031 (2) | 0.040 (2) | 0.0206 (19) | −0.0039 (18) | −0.0095 (17) | −0.0038 (17) |
O42 | 0.0350 (18) | 0.0372 (17) | 0.0367 (17) | 0.0094 (14) | −0.0196 (14) | −0.0147 (15) |
N41 | 0.034 (2) | 0.046 (2) | 0.038 (2) | −0.0034 (17) | −0.0171 (17) | −0.0119 (18) |
N42 | 0.034 (2) | 0.043 (2) | 0.039 (2) | −0.0047 (17) | −0.0157 (17) | −0.0097 (18) |
C401 | 0.029 (2) | 0.044 (2) | 0.031 (2) | −0.0056 (19) | −0.0115 (18) | −0.0063 (19) |
C402 | 0.038 (3) | 0.050 (3) | 0.049 (3) | −0.003 (2) | −0.021 (2) | −0.015 (2) |
C403 | 0.040 (3) | 0.046 (3) | 0.045 (3) | 0.002 (2) | −0.019 (2) | −0.015 (2) |
C404 | 0.034 (2) | 0.042 (2) | 0.026 (2) | −0.0021 (19) | −0.0150 (18) | −0.0005 (18) |
C405 | 0.036 (2) | 0.042 (2) | 0.030 (2) | −0.010 (2) | −0.0167 (19) | −0.0027 (19) |
C406 | 0.035 (2) | 0.044 (3) | 0.029 (2) | −0.002 (2) | −0.0133 (19) | −0.0056 (19) |
N43 | 0.040 (2) | 0.044 (2) | 0.034 (2) | −0.0013 (19) | −0.0147 (18) | 0.0003 (18) |
O431 | 0.042 (2) | 0.068 (2) | 0.056 (2) | 0.0076 (18) | −0.0149 (17) | −0.021 (2) |
O432 | 0.0358 (18) | 0.052 (2) | 0.052 (2) | −0.0112 (16) | −0.0221 (16) | −0.0006 (16) |
S1—C43 | 1.797 (4) | O22—H22 | 0.79 (5) |
S1—C11 | 1.797 (5) | N21—N22 | 1.121 (6) |
C11—C16 | 1.403 (6) | N22—C201 | 1.610 (10) |
C11—C12 | 1.406 (7) | C201—C202 | 1.387 (9) |
C12—O12 | 1.398 (5) | C201—C206 | 1.396 (11) |
C12—C13 | 1.406 (7) | C202—C203 | 1.388 (7) |
C13—C14 | 1.399 (6) | C202—H202 | 0.9500 |
C13—S2 | 1.800 (5) | C203—C204 | 1.385 (7) |
C14—C15 | 1.383 (8) | C203—H203 | 0.9500 |
C14—H14 | 0.9500 | C204—C205 | 1.366 (8) |
C15—C16 | 1.392 (7) | C204—N23 | 1.464 (7) |
C15—H15 | 0.9500 | C205—C206 | 1.336 (9) |
C16—H16 | 0.9500 | C205—H205 | 0.9500 |
O12—C101 | 1.470 (6) | C206—H206 | 0.9500 |
C101—C102 | 1.500 (7) | N23—O231 | 1.213 (8) |
C101—H10A | 0.9900 | N23—O232 | 1.238 (7) |
C101—H10B | 0.9900 | S3—C31 | 1.786 (4) |
C102—C103 | 1.553 (10) | C31—C32 | 1.402 (6) |
C102—C113 | 1.561 (9) | C31—C36 | 1.408 (6) |
C102—H101 | 0.9900 | C32—O32 | 1.361 (5) |
C102—H102 | 0.9900 | C32—C33 | 1.415 (5) |
C102—H103 | 0.9900 | C33—C34 | 1.381 (5) |
C102—H104 | 0.9900 | C33—S4 | 1.787 (4) |
C103—C104 | 1.535 (12) | C34—C35 | 1.403 (6) |
C103—H10C | 0.9900 | C34—H34 | 0.9500 |
C103—H10D | 0.9900 | C35—C36 | 1.385 (6) |
C104—C105 | 1.527 (11) | C35—N31 | 1.439 (5) |
C104—H10E | 0.9900 | C36—H36 | 0.9500 |
C104—H10F | 0.9900 | O32—H32 | 0.87 (6) |
C113—C114 | 1.54 (3) | N31—N32 | 1.254 (5) |
C113—H11A | 0.9900 | N32—C301 | 1.436 (5) |
C113—H11B | 0.9900 | C301—C302 | 1.391 (6) |
C114—C105 | 1.41 (2) | C301—C306 | 1.399 (7) |
C114—H11C | 0.9900 | C302—C303 | 1.390 (6) |
C114—H11D | 0.9900 | C302—H302 | 0.9500 |
C105—C106 | 1.527 (10) | C303—C304 | 1.378 (7) |
C105—C116 | 1.56 (2) | C303—H303 | 0.9500 |
C105—H113 | 0.9900 | C304—C305 | 1.376 (7) |
C105—H114 | 0.9900 | C304—N33 | 1.496 (6) |
C105—H115 | 0.9900 | C305—C306 | 1.404 (6) |
C105—H116 | 0.9900 | C305—H305 | 0.9500 |
C106—C107 | 1.512 (13) | C306—H306 | 0.9500 |
C106—H10G | 0.9900 | N33—O332 | 1.207 (6) |
C106—H10H | 0.9900 | N33—O331 | 1.214 (6) |
C107—C108 | 1.505 (13) | S4—C41 | 1.787 (4) |
C107—H10I | 0.9900 | C41—C46 | 1.388 (6) |
C107—H10J | 0.9900 | C41—C42 | 1.415 (6) |
C116—C117 | 1.49 (3) | C42—O42 | 1.362 (5) |
C116—H11E | 0.9900 | C42—C43 | 1.392 (6) |
C116—H11F | 0.9900 | C43—C44 | 1.405 (6) |
C117—C108 | 1.48 (3) | C44—C45 | 1.395 (6) |
C117—H11G | 0.9900 | C44—H44 | 0.9500 |
C117—H11H | 0.9900 | C45—C46 | 1.402 (6) |
C108—C109 | 1.373 (14) | C45—N41 | 1.420 (6) |
C108—H105 | 0.9900 | C46—H46 | 0.9500 |
C108—H106 | 0.9900 | O42—H42 | 0.79 (5) |
C108—H107 | 0.9900 | N41—N42 | 1.260 (5) |
C108—H108 | 0.9900 | N42—C401 | 1.436 (6) |
C109—C111 | 1.54 (2) | C401—C406 | 1.395 (7) |
C109—C110 | 1.575 (10) | C401—C402 | 1.405 (6) |
C109—H109 | 0.9900 | C402—C403 | 1.399 (7) |
C109—H110 | 0.9900 | C402—H402 | 0.9500 |
C109—H111 | 0.9900 | C403—C404 | 1.377 (7) |
C109—H112 | 0.9900 | C403—H403 | 0.9500 |
C110—H11I | 0.9800 | C404—C405 | 1.397 (6) |
C110—H11J | 0.9800 | C404—N43 | 1.478 (6) |
C110—H11K | 0.9800 | C405—C406 | 1.382 (6) |
C111—H11L | 0.9800 | C405—H405 | 0.9500 |
C111—H11M | 0.9800 | C406—H406 | 0.9500 |
C111—H11N | 0.9800 | N43—O431 | 1.232 (5) |
S2—C21 | 1.782 (7) | N43—O432 | 1.233 (5) |
C21—C22 | 1.421 (7) | C51—C52 | 1.44 (2) |
C21—C26 | 1.441 (8) | C51—C53i | 1.462 (18) |
C22—O22 | 1.351 (6) | C51—H51 | 0.9500 |
C22—C23 | 1.406 (8) | C52—C53 | 1.43 (2) |
C23—C24 | 1.388 (7) | C52—H52 | 0.9500 |
C23—S3 | 1.783 (5) | C53—C51i | 1.462 (18) |
C24—C25 | 1.359 (9) | C53—C54 | 1.63 (4) |
C24—H24 | 0.9500 | C53—H53A | 0.9500 |
C25—C26 | 1.388 (10) | C54—H54A | 0.9800 |
C25—N21 | 1.621 (8) | C54—H54B | 0.9800 |
C26—H26 | 0.9500 | C54—H54C | 0.9800 |
C43—S1—C11 | 103.8 (2) | O22—C22—C23 | 118.6 (4) |
C16—C11—C12 | 119.2 (5) | O22—C22—C21 | 121.8 (5) |
C16—C11—S1 | 120.6 (4) | C23—C22—C21 | 119.6 (5) |
C12—C11—S1 | 120.1 (3) | C24—C23—C22 | 120.2 (5) |
O12—C12—C11 | 119.2 (4) | C24—C23—S3 | 119.9 (5) |
O12—C12—C13 | 119.9 (4) | C22—C23—S3 | 119.7 (3) |
C11—C12—C13 | 120.8 (4) | C25—C24—C23 | 122.6 (6) |
C14—C13—C12 | 118.4 (5) | C25—C24—H24 | 118.7 |
C14—C13—S2 | 120.8 (4) | C23—C24—H24 | 118.7 |
C12—C13—S2 | 120.7 (3) | C24—C25—C26 | 118.2 (5) |
C15—C14—C13 | 121.1 (5) | C24—C25—N21 | 112.7 (6) |
C15—C14—H14 | 119.4 | C26—C25—N21 | 129.0 (5) |
C13—C14—H14 | 119.4 | C25—C26—C21 | 122.6 (5) |
C14—C15—C16 | 120.4 (4) | C25—C26—H26 | 118.7 |
C14—C15—H15 | 119.8 | C21—C26—H26 | 118.7 |
C16—C15—H15 | 119.8 | C22—O22—H22 | 109 (4) |
C15—C16—C11 | 120.0 (5) | N22—N21—C25 | 95.9 (6) |
C15—C16—H16 | 120.0 | N21—N22—C201 | 96.5 (6) |
C11—C16—H16 | 120.0 | C202—C201—C206 | 121.9 (5) |
C12—O12—C101 | 115.1 (3) | C202—C201—N22 | 128.3 (6) |
O12—C101—C102 | 107.8 (4) | C206—C201—N22 | 109.2 (6) |
O12—C101—H10A | 110.1 | C201—C202—C203 | 118.8 (6) |
C102—C101—H10A | 110.1 | C201—C202—H202 | 120.6 |
O12—C101—H10B | 110.1 | C203—C202—H202 | 120.6 |
C102—C101—H10B | 110.1 | C204—C203—C202 | 116.7 (5) |
H10A—C101—H10B | 108.5 | C204—C203—H203 | 121.6 |
C101—C102—C103 | 110.8 (6) | C202—C203—H203 | 121.6 |
C101—C102—C113 | 110.3 (9) | C205—C204—C203 | 124.3 (5) |
C101—C102—H101 | 109.5 | C205—C204—N23 | 117.2 (5) |
C103—C102—H101 | 109.5 | C203—C204—N23 | 118.4 (5) |
C113—C102—H101 | 137.4 | C206—C205—C204 | 118.9 (6) |
C101—C102—H102 | 109.5 | C206—C205—H205 | 120.6 |
C103—C102—H102 | 109.5 | C204—C205—H205 | 120.6 |
H101—C102—H102 | 108.1 | C205—C206—C201 | 119.3 (6) |
C101—C102—H103 | 109.6 | C205—C206—H206 | 120.3 |
C113—C102—H103 | 109.6 | C201—C206—H206 | 120.3 |
H102—C102—H103 | 137.1 | O231—N23—O232 | 123.0 (6) |
C101—C102—H104 | 109.6 | O231—N23—C204 | 118.5 (5) |
C103—C102—H104 | 136.8 | O232—N23—C204 | 118.5 (7) |
C113—C102—H104 | 109.6 | C23—S3—C31 | 98.8 (2) |
H103—C102—H104 | 108.1 | C32—C31—C36 | 119.0 (4) |
C104—C103—C102 | 114.0 (7) | C32—C31—S3 | 121.1 (3) |
C104—C103—H10C | 108.8 | C36—C31—S3 | 119.8 (3) |
C102—C103—H10C | 108.8 | O32—C32—C31 | 118.7 (4) |
C104—C103—H10D | 108.8 | O32—C32—C33 | 121.7 (4) |
C102—C103—H10D | 108.8 | C31—C32—C33 | 119.6 (4) |
H10C—C103—H10D | 107.6 | C34—C33—C32 | 120.4 (4) |
C105—C104—C103 | 115.4 (7) | C34—C33—S4 | 120.6 (3) |
C105—C104—H10E | 108.4 | C32—C33—S4 | 119.0 (3) |
C103—C104—H10E | 108.4 | C33—C34—C35 | 120.2 (4) |
C105—C104—H10F | 108.4 | C33—C34—H34 | 119.9 |
C103—C104—H10F | 108.4 | C35—C34—H34 | 119.9 |
H10E—C104—H10F | 107.5 | C36—C35—C34 | 119.7 (4) |
C114—C113—H11A | 106.2 | C36—C35—N31 | 116.5 (4) |
C102—C113—H11A | 106.2 | C34—C35—N31 | 123.9 (4) |
C114—C113—H11B | 106.2 | C35—C36—C31 | 121.0 (4) |
C102—C113—H11B | 106.2 | C35—C36—H36 | 119.5 |
H11A—C113—H11B | 106.3 | C31—C36—H36 | 119.5 |
C105—C114—H11C | 108.7 | C32—O32—H32 | 112 (4) |
C113—C114—H11C | 108.7 | N32—N31—C35 | 113.3 (4) |
C105—C114—H11D | 108.7 | N31—N32—C301 | 113.4 (4) |
C113—C114—H11D | 108.7 | C302—C301—C306 | 120.7 (4) |
H11C—C114—H11D | 107.6 | C302—C301—N32 | 124.9 (4) |
C104—C105—C106 | 112.9 (7) | C306—C301—N32 | 114.3 (4) |
C114—C105—C116 | 114.1 (15) | C303—C302—C301 | 119.5 (4) |
C104—C105—H114 | 109.0 | C303—C302—H302 | 120.2 |
C106—C105—H114 | 109.0 | C301—C302—H302 | 120.2 |
H113—C105—H114 | 107.8 | C304—C303—C302 | 118.8 (5) |
C114—C105—H115 | 108.7 | C304—C303—H303 | 120.6 |
C116—C105—H115 | 108.7 | C302—C303—H303 | 120.6 |
C114—C105—H116 | 108.7 | C305—C304—C303 | 123.4 (4) |
C116—C105—H116 | 108.7 | C305—C304—N33 | 118.0 (4) |
H115—C105—H116 | 107.6 | C303—C304—N33 | 118.6 (4) |
C107—C106—C105 | 116.3 (8) | C304—C305—C306 | 117.8 (4) |
C107—C106—H10G | 108.2 | C304—C305—H305 | 121.1 |
C105—C106—H10G | 108.2 | C306—C305—H305 | 121.1 |
C107—C106—H10H | 108.2 | C301—C306—C305 | 119.7 (5) |
C105—C106—H10H | 108.2 | C301—C306—H306 | 120.1 |
H10G—C106—H10H | 107.4 | C305—C306—H306 | 120.1 |
C108—C107—C106 | 116.8 (9) | O332—N33—O331 | 124.4 (4) |
C108—C107—H10I | 108.1 | O332—N33—C304 | 117.2 (5) |
C106—C107—H10I | 108.1 | O331—N33—C304 | 118.4 (5) |
C108—C107—H10J | 108.1 | C33—S4—C41 | 100.00 (18) |
C106—C107—H10J | 108.1 | C46—C41—C42 | 119.9 (4) |
H10I—C107—H10J | 107.3 | C46—C41—S4 | 118.1 (3) |
C117—C116—C105 | 117 (2) | C42—C41—S4 | 121.7 (3) |
C117—C116—H11E | 108.1 | O42—C42—C43 | 123.4 (4) |
C105—C116—H11E | 108.1 | O42—C42—C41 | 116.7 (4) |
C117—C116—H11F | 108.1 | C43—C42—C41 | 119.9 (4) |
C105—C116—H11F | 108.1 | C42—C43—C44 | 119.4 (4) |
H11E—C116—H11F | 107.3 | C42—C43—S1 | 120.9 (3) |
C108—C117—C116 | 120 (2) | C44—C43—S1 | 119.3 (3) |
C108—C117—H11G | 107.4 | C45—C44—C43 | 121.1 (4) |
C116—C117—H11G | 107.4 | C45—C44—H44 | 119.5 |
C108—C117—H11H | 107.4 | C43—C44—H44 | 119.5 |
C116—C117—H11H | 107.4 | C44—C45—C46 | 119.1 (4) |
H11G—C117—H11H | 106.9 | C44—C45—N41 | 116.4 (4) |
C109—C108—C107 | 127.2 (11) | C46—C45—N41 | 124.5 (4) |
C109—C108—H105 | 105.5 | C41—C46—C45 | 120.6 (4) |
C117—C108—H105 | 99.8 | C41—C46—H46 | 119.7 |
C107—C108—H105 | 105.5 | C45—C46—H46 | 119.7 |
C109—C108—H106 | 105.5 | C42—O42—H42 | 107 (4) |
C117—C108—H106 | 139.2 | N42—N41—C45 | 115.1 (4) |
C107—C108—H106 | 105.5 | N41—N42—C401 | 112.8 (4) |
H105—C108—H106 | 106.1 | C406—C401—C402 | 120.1 (4) |
C109—C108—H107 | 112.3 | C406—C401—N42 | 124.6 (4) |
C117—C108—H107 | 112.3 | C402—C401—N42 | 115.3 (4) |
C107—C108—H107 | 109.3 | C403—C402—C401 | 120.1 (4) |
H106—C108—H107 | 90.0 | C403—C402—H402 | 119.9 |
C109—C108—H108 | 112.3 | C401—C402—H402 | 119.9 |
C117—C108—H108 | 112.3 | C404—C403—C402 | 118.2 (4) |
H105—C108—H108 | 125.5 | C404—C403—H403 | 120.9 |
H107—C108—H108 | 109.9 | C402—C403—H403 | 120.9 |
C108—C109—C111 | 124.2 (12) | C403—C404—C405 | 122.8 (4) |
C108—C109—C110 | 108.1 (17) | C403—C404—N43 | 118.7 (4) |
C108—C109—H109 | 110.1 | C405—C404—N43 | 118.5 (4) |
C110—C109—H109 | 110.1 | C406—C405—C404 | 118.6 (4) |
C108—C109—H110 | 110.1 | C406—C405—H405 | 120.7 |
C111—C109—H110 | 123.0 | C404—C405—H405 | 120.7 |
C110—C109—H110 | 110.1 | C405—C406—C401 | 120.2 (4) |
H109—C109—H110 | 108.4 | C405—C406—H406 | 119.9 |
C108—C109—H111 | 106.3 | C401—C406—H406 | 119.9 |
C111—C109—H111 | 106.3 | O431—N43—O432 | 123.1 (4) |
C108—C109—H112 | 106.3 | O431—N43—C404 | 118.1 (4) |
C111—C109—H112 | 106.3 | O432—N43—C404 | 118.8 (4) |
H111—C109—H112 | 106.4 | C52—C51—C53i | 140.3 (17) |
C109—C110—H11I | 109.5 | C52—C51—H51 | 109.9 |
C109—C110—H11J | 109.5 | C53i—C51—H51 | 109.8 |
H11I—C110—H11J | 109.5 | C53—C52—C51 | 107.0 (17) |
C109—C110—H11K | 109.5 | C53—C52—H52 | 126.5 |
H11I—C110—H11K | 109.5 | C51—C52—H52 | 126.5 |
H11J—C110—H11K | 109.5 | C52—C53—C51i | 112.7 (17) |
C109—C111—H11L | 109.5 | C52—C53—C54 | 138.7 (18) |
C109—C111—H11M | 109.5 | C51i—C53—C54 | 106.9 (17) |
H11L—C111—H11M | 109.5 | C52—C53—H53A | 123.6 |
C109—C111—H11N | 109.5 | C51i—C53—H53A | 123.7 |
H11L—C111—H11N | 109.5 | C53—C54—H54A | 109.5 |
H11M—C111—H11N | 109.5 | C53—C54—H54B | 109.5 |
C21—S2—C13 | 104.5 (2) | H54A—C54—H54B | 109.5 |
C22—C21—C26 | 116.7 (6) | C53—C54—H54C | 109.5 |
C22—C21—S2 | 121.3 (4) | H54A—C54—H54C | 109.5 |
C26—C21—S2 | 121.5 (4) | H54B—C54—H54C | 109.5 |
C43—S1—C11—C16 | −80.3 (4) | C205—C204—N23—O232 | −3.5 (7) |
C43—S1—C11—C12 | 102.8 (4) | C203—C204—N23—O232 | 174.6 (5) |
C16—C11—C12—O12 | 175.7 (4) | C24—C23—S3—C31 | 112.2 (4) |
S1—C11—C12—O12 | −7.4 (6) | C22—C23—S3—C31 | −71.5 (4) |
C16—C11—C12—C13 | −1.8 (7) | C23—S3—C31—C32 | 116.3 (4) |
S1—C11—C12—C13 | 175.1 (4) | C23—S3—C31—C36 | −62.2 (4) |
O12—C12—C13—C14 | −176.5 (4) | C36—C31—C32—O32 | 177.3 (4) |
C11—C12—C13—C14 | 1.0 (7) | S3—C31—C32—O32 | −1.1 (6) |
O12—C12—C13—S2 | 7.3 (6) | C36—C31—C32—C33 | −3.2 (6) |
C11—C12—C13—S2 | −175.2 (4) | S3—C31—C32—C33 | 178.4 (3) |
C12—C13—C14—C15 | 1.5 (7) | O32—C32—C33—C34 | −177.4 (4) |
S2—C13—C14—C15 | 177.8 (4) | C31—C32—C33—C34 | 3.1 (6) |
C13—C14—C15—C16 | −3.3 (7) | O32—C32—C33—S4 | 3.1 (5) |
C14—C15—C16—C11 | 2.5 (7) | C31—C32—C33—S4 | −176.4 (3) |
C12—C11—C16—C15 | 0.1 (7) | C32—C33—C34—C35 | −0.1 (6) |
S1—C11—C16—C15 | −176.8 (3) | S4—C33—C34—C35 | 179.4 (3) |
C11—C12—O12—C101 | 90.0 (5) | C33—C34—C35—C36 | −2.9 (6) |
C13—C12—O12—C101 | −92.5 (6) | C33—C34—C35—N31 | 176.1 (4) |
C12—O12—C101—C102 | −179.1 (5) | C34—C35—C36—C31 | 2.8 (7) |
O12—C101—C102—C103 | 163.6 (6) | N31—C35—C36—C31 | −176.3 (4) |
O12—C101—C102—C113 | −152.9 (11) | C32—C31—C36—C35 | 0.3 (7) |
C101—C102—C103—C104 | −165.7 (7) | S3—C31—C36—C35 | 178.7 (4) |
C113—C102—C103—C104 | 96.9 (15) | C36—C35—N31—N32 | 171.2 (4) |
C102—C103—C104—C105 | −72.8 (10) | C34—C35—N31—N32 | −7.8 (6) |
C101—C102—C113—C114 | 157 (2) | C35—N31—N32—C301 | −179.8 (3) |
C103—C102—C113—C114 | −105 (3) | N31—N32—C301—C302 | 8.4 (6) |
C102—C113—C114—C105 | 61 (3) | N31—N32—C301—C306 | −173.1 (4) |
C113—C114—C105—C104 | 16 (2) | C306—C301—C302—C303 | 0.9 (7) |
C113—C114—C105—C106 | 158.6 (17) | N32—C301—C302—C303 | 179.4 (4) |
C113—C114—C105—C116 | −171.7 (18) | C301—C302—C303—C304 | −0.2 (7) |
C103—C104—C105—C114 | −11.1 (14) | C302—C303—C304—C305 | −0.3 (8) |
C103—C104—C105—C106 | −172.6 (7) | C302—C303—C304—N33 | 179.7 (4) |
C103—C104—C105—C116 | −175 (3) | C303—C304—C305—C306 | 0.0 (8) |
C114—C105—C106—C107 | 43 (3) | N33—C304—C305—C306 | −180.0 (5) |
C104—C105—C106—C107 | −177.7 (7) | C302—C301—C306—C305 | −1.3 (8) |
C116—C105—C106—C107 | 0.5 (15) | N32—C301—C306—C305 | −179.9 (4) |
C105—C106—C107—C108 | −174.4 (9) | C304—C305—C306—C301 | 0.8 (8) |
C114—C105—C116—C117 | −167 (2) | C305—C304—N33—O332 | 179.8 (5) |
C104—C105—C116—C117 | −4 (4) | C303—C304—N33—O332 | −0.2 (7) |
C106—C105—C116—C117 | −8.4 (15) | C305—C304—N33—O331 | 0.7 (7) |
C105—C116—C117—C108 | 165.1 (19) | C303—C304—N33—O331 | −179.3 (5) |
C116—C117—C108—C109 | 158 (2) | C34—C33—S4—C41 | 67.9 (4) |
C116—C117—C108—C107 | 7.6 (15) | C32—C33—S4—C41 | −112.6 (3) |
C106—C107—C108—C109 | −55.6 (18) | C33—S4—C41—C46 | −119.1 (3) |
C106—C107—C108—C117 | −17 (2) | C33—S4—C41—C42 | 66.5 (4) |
C117—C108—C109—C111 | 143 (2) | C46—C41—C42—O42 | −177.9 (4) |
C107—C108—C109—C111 | 164.7 (15) | S4—C41—C42—O42 | −3.6 (5) |
C117—C108—C109—C110 | −175 (2) | C46—C41—C42—C43 | 2.1 (6) |
C107—C108—C109—C110 | −154 (2) | S4—C41—C42—C43 | 176.4 (3) |
C14—C13—S2—C21 | 84.6 (4) | O42—C42—C43—C44 | 178.2 (4) |
C12—C13—S2—C21 | −99.3 (4) | C41—C42—C43—C44 | −1.8 (6) |
C13—S2—C21—C22 | 75.0 (4) | O42—C42—C43—S1 | 6.3 (6) |
C13—S2—C21—C26 | −112.5 (4) | C41—C42—C43—S1 | −173.6 (3) |
C26—C21—C22—O22 | −179.9 (4) | C11—S1—C43—C42 | −74.4 (4) |
S2—C21—C22—O22 | −7.1 (6) | C11—S1—C43—C44 | 113.7 (4) |
C26—C21—C22—C23 | 0.8 (6) | C42—C43—C44—C45 | −0.2 (6) |
S2—C21—C22—C23 | 173.6 (3) | S1—C43—C44—C45 | 171.8 (3) |
O22—C22—C23—C24 | 178.9 (4) | C43—C44—C45—C46 | 1.9 (6) |
C21—C22—C23—C24 | −1.8 (6) | C43—C44—C45—N41 | −177.6 (4) |
O22—C22—C23—S3 | 2.6 (5) | C42—C41—C46—C45 | −0.4 (6) |
C21—C22—C23—S3 | −178.1 (3) | S4—C41—C46—C45 | −174.9 (3) |
C22—C23—C24—C25 | 2.1 (7) | C44—C45—C46—C41 | −1.6 (6) |
S3—C23—C24—C25 | 178.4 (4) | N41—C45—C46—C41 | 177.9 (4) |
C23—C24—C25—C26 | −1.2 (7) | C44—C45—N41—N42 | 178.1 (4) |
C23—C24—C25—N21 | −178.2 (4) | C46—C45—N41—N42 | −1.4 (6) |
C24—C25—C26—C21 | 0.2 (7) | C45—N41—N42—C401 | −177.4 (4) |
N21—C25—C26—C21 | 176.6 (4) | N41—N42—C401—C406 | 1.0 (6) |
C22—C21—C26—C25 | 0.0 (7) | N41—N42—C401—C402 | 179.2 (4) |
S2—C21—C26—C25 | −172.8 (4) | C406—C401—C402—C403 | 1.7 (7) |
C24—C25—N21—N22 | −161.9 (5) | N42—C401—C402—C403 | −176.6 (4) |
C26—C25—N21—N22 | 21.6 (7) | C401—C402—C403—C404 | −0.5 (7) |
C25—N21—N22—C201 | −179.0 (4) | C402—C403—C404—C405 | −0.5 (7) |
N21—N22—C201—C202 | 34.6 (7) | C402—C403—C404—N43 | 178.0 (4) |
N21—N22—C201—C206 | −154.7 (5) | C403—C404—C405—C406 | 0.2 (7) |
C206—C201—C202—C203 | 2.3 (9) | N43—C404—C405—C406 | −178.2 (4) |
N22—C201—C202—C203 | 172.1 (5) | C404—C405—C406—C401 | 1.0 (6) |
C201—C202—C203—C204 | −0.1 (7) | C402—C401—C406—C405 | −1.9 (7) |
C202—C203—C204—C205 | −1.6 (8) | N42—C401—C406—C405 | 176.2 (4) |
C202—C203—C204—N23 | −179.6 (4) | C403—C404—N43—O431 | 7.9 (6) |
C203—C204—C205—C206 | 0.9 (8) | C405—C404—N43—O431 | −173.7 (4) |
N23—C204—C205—C206 | 178.9 (5) | C403—C404—N43—O432 | −170.5 (4) |
C204—C205—C206—C201 | 1.4 (9) | C405—C404—N43—O432 | 7.9 (6) |
C202—C201—C206—C205 | −3.1 (9) | C53i—C51—C52—C53 | 0 (4) |
N22—C201—C206—C205 | −174.5 (5) | C51—C52—C53—C51i | 0 (3) |
C205—C204—N23—O231 | 177.1 (5) | C51—C52—C53—C54 | 163 (3) |
C203—C204—N23—O231 | −4.8 (7) |
Symmetry code: (i) −x+2, −y, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O22—H22···O12 | 0.79 (5) | 2.11 (5) | 2.786 (6) | 144 (5) |
O32—H32···O42 | 0.87 (6) | 2.64 (6) | 3.061 (5) | 111 (5) |
O42—H42···O12 | 0.79 (5) | 2.15 (5) | 2.868 (4) | 151 (5) |
O32—H32···O432ii | 0.87 (6) | 2.46 (7) | 3.252 (5) | 151 (5) |
Symmetry code: (ii) −x, −y+1, −z+2. |