Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768106018167/gp5007sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768106018167/gp50071sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768106018167/gp50072sup3.hkl |
CCDC references: 289379; 289380
For both compounds, data collection: SMART, Siemens (1995); cell refinement: SMART, Siemens (1995); data reduction: SAINT, Siemens (1995); program(s) used to solve structure: Sir97 (Altomare, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farruggia, 1997); software used to prepare material for publication: PARST97 (Nardelli, 1997).
C45H67N9O11S | Dx = 1.285 Mg m−3 |
Mr = 942.14 | Cu Kα radiation, λ = 1.54180 Å |
Orthorhombic, P212121 | Cell parameters from 3800 reflections |
a = 11.359 (3) Å | θ = 3.1–56.5° |
b = 18.383 (4) Å | µ = 1.15 mm−1 |
c = 23.325 (7) Å | T = 298 K |
V = 4871 (2) Å3 | Prism, colourless |
Z = 4 | 0.6 × 0.4 × 0.3 mm |
F(000) = 2016 |
Three circles SMART CCD diffractometer | 5411 independent reflections |
Radiation source: Siemens rotating anode | 4612 reflections with I > 2σ(I) |
Goebel mirrors monochromator | Rint = 0.037 |
intensity from ω scans | θmax = 56.5°, θmin = 3.1° |
Absorption correction: empirical (using intensity measurements) SADABS (Sheldrick, 1996) | h = −12→7 |
Tmin = 0.564, Tmax = 0.705 | k = −19→12 |
8834 measured reflections | l = −25→25 |
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)] = 0.052 | H-atom parameters constrained |
wR(F2) = 0.138 | w = 1/[σ2(Fo2) + (0.0854P)2 + 0.3813P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max < 0.001 |
5411 reflections | Δρmax = 0.54 e Å−3 |
597 parameters | Δρmin = −0.35 e Å−3 |
0 restraints | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.03 (3) |
C45H67N9O11S | V = 4871 (2) Å3 |
Mr = 942.14 | Z = 4 |
Orthorhombic, P212121 | Cu Kα radiation |
a = 11.359 (3) Å | µ = 1.15 mm−1 |
b = 18.383 (4) Å | T = 298 K |
c = 23.325 (7) Å | 0.6 × 0.4 × 0.3 mm |
Three circles SMART CCD diffractometer | 5411 independent reflections |
Absorption correction: empirical (using intensity measurements) SADABS (Sheldrick, 1996) | 4612 reflections with I > 2σ(I) |
Tmin = 0.564, Tmax = 0.705 | Rint = 0.037 |
8834 measured reflections | θmax = 56.5° |
R[F2 > 2σ(F2)] = 0.052 | H-atom parameters constrained |
wR(F2) = 0.138 | Δρmax = 0.54 e Å−3 |
S = 1.03 | Δρmin = −0.35 e Å−3 |
5411 reflections | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
597 parameters | Absolute structure parameter: 0.03 (3) |
0 restraints |
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 | ||
S1 | 0.69273 (13) | 0.10513 (7) | 0.27153 (5) | 0.0339 (4) | |
O1 | 0.7809 (3) | 0.01736 (15) | 0.00995 (12) | 0.0204 (8) | |
O2 | 1.0981 (3) | −0.01100 (15) | 0.01490 (13) | 0.0230 (8) | |
O3 | 1.0793 (3) | 0.22205 (17) | −0.06180 (13) | 0.0247 (8) | |
O4 | 0.7482 (3) | 0.11762 (16) | −0.10775 (13) | 0.0259 (8) | |
O5 | 0.3563 (3) | 0.09819 (17) | −0.02467 (13) | 0.0257 (8) | |
O6 | 0.7170 (4) | 0.18159 (19) | 0.27598 (14) | 0.0469 (11) | |
O7 | 0.6489 (3) | 0.0668 (2) | 0.31994 (15) | 0.0412 (10) | |
O8 | 0.7018 (4) | 0.0859 (2) | −0.22300 (16) | 0.0590 (12) | |
O9 | 0.6356 (4) | −0.40678 (19) | −0.11140 (13) | 0.0441 (11) | |
O10 | 0.7970 (4) | 0.2084 (2) | −0.27295 (17) | 0.0634 (13) | |
O11 | 0.7823 (4) | 0.2393 (2) | −0.38700 (15) | 0.0567 (12) | |
N1 | 0.8322 (3) | −0.06926 (19) | −0.05323 (15) | 0.0194 (9) | |
H1N | 0.8131 | −0.0937 | −0.0832 | 0.033 (2)* | |
N2 | 1.0138 (3) | 0.02870 (18) | −0.06694 (14) | 0.0180 (9) | |
H2N | 0.9592 | 0.0209 | −0.0917 | 0.033 (2)* | |
N3 | 0.9391 (3) | 0.1553 (2) | −0.01689 (15) | 0.0192 (9) | |
H3N | 0.9143 | 0.1124 | −0.0084 | 0.033 (2)* | |
N4 | 0.6836 (3) | 0.18180 (19) | −0.03169 (14) | 0.0160 (9) | |
H4N | 0.6283 | 0.1861 | −0.0067 | 0.033 (2)* | |
N5 | 0.5405 (3) | 0.06757 (19) | 0.00241 (14) | 0.0187 (9) | |
H5N | 0.5868 | 0.0624 | 0.0313 | 0.033 (2)* | |
N6 | 0.4796 (4) | 0.0619 (2) | 0.11437 (14) | 0.0209 (9) | |
N7 | 0.5901 (4) | 0.0961 (2) | 0.22131 (14) | 0.0233 (10) | |
N8 | 0.8117 (4) | 0.0636 (3) | 0.25356 (17) | 0.0387 (12) | |
N9 | 0.8127 (4) | −0.3092 (2) | −0.07344 (15) | 0.0254 (10) | |
H9N | 0.7638 | −0.3355 | −0.0924 | 0.033 (2)* | |
C1 | 0.5904 (4) | 0.0655 (2) | −0.05525 (16) | 0.0181 (11) | |
H1 | 0.5254 | 0.0723 | −0.0824 | 0.033 (2)* | |
C2 | 0.6447 (4) | −0.0086 (2) | −0.06741 (18) | 0.0171 (11) | |
H2A | 0.6612 | −0.0128 | −0.1081 | 0.033 (2)* | |
H2B | 0.5893 | −0.0465 | −0.0571 | 0.033 (2)* | |
C3 | 0.7590 (4) | −0.0187 (2) | −0.03334 (19) | 0.0197 (11) | |
C4 | 0.9437 (4) | −0.0839 (2) | −0.02532 (19) | 0.0196 (11) | |
H4 | 0.9276 | −0.0979 | 0.0144 | 0.033 (2)* | |
C5 | 1.0233 (4) | −0.0185 (2) | −0.02445 (19) | 0.0172 (11) | |
C6 | 1.0875 (4) | 0.0928 (2) | −0.07569 (17) | 0.0170 (11) | |
H6 | 1.1630 | 0.0846 | −0.0564 | 0.033 (2)* | |
C7 | 1.0332 (4) | 0.1617 (3) | −0.05122 (18) | 0.0188 (11) | |
C8 | 0.8776 (4) | 0.2173 (2) | 0.00652 (18) | 0.0208 (11) | |
H8 | 0.9322 | 0.2585 | 0.0080 | 0.033 (2)* | |
C9 | 0.7743 (4) | 0.2376 (2) | −0.03233 (19) | 0.0212 (11) | |
H9A | 0.7409 | 0.2834 | −0.0196 | 0.033 (2)* | |
H9B | 0.8026 | 0.2442 | −0.0712 | 0.033 (2)* | |
C10 | 0.6792 (4) | 0.1247 (2) | −0.06652 (18) | 0.0172 (11) | |
C11 | 0.4242 (4) | 0.0773 (2) | 0.01201 (19) | 0.0162 (11) | |
C12 | 0.3845 (4) | 0.0604 (3) | 0.07233 (18) | 0.0197 (11) | |
H12A | 0.3249 | 0.0953 | 0.0836 | 0.033 (2)* | |
H12B | 0.3485 | 0.0125 | 0.0728 | 0.033 (2)* | |
C13 | 0.5080 (5) | 0.1366 (2) | 0.13063 (19) | 0.0242 (12) | |
H13A | 0.4414 | 0.1579 | 0.1505 | 0.033 (2)* | |
H13B | 0.5225 | 0.1651 | 0.0963 | 0.033 (2)* | |
C14 | 0.6156 (5) | 0.1397 (3) | 0.16910 (19) | 0.0286 (13) | |
H14A | 0.6835 | 0.1199 | 0.1492 | 0.033 (2)* | |
H14B | 0.6327 | 0.1896 | 0.1795 | 0.033 (2)* | |
C15 | 0.5602 (5) | 0.0204 (3) | 0.20661 (19) | 0.0282 (13) | |
H15A | 0.5424 | −0.0066 | 0.2413 | 0.033 (2)* | |
H15B | 0.6266 | −0.0026 | 0.1879 | 0.033 (2)* | |
C16 | 0.4518 (5) | 0.0194 (3) | 0.16605 (19) | 0.0280 (13) | |
H16A | 0.4329 | −0.0303 | 0.1555 | 0.033 (2)* | |
H16B | 0.3842 | 0.0403 | 0.1854 | 0.033 (2)* | |
C17 | 1.0053 (4) | −0.1488 (2) | −0.05539 (19) | 0.0212 (12) | |
H17A | 1.0174 | −0.1368 | −0.0954 | 0.033 (2)* | |
H17B | 1.0821 | −0.1560 | −0.0381 | 0.033 (2)* | |
C18 | 0.9377 (4) | −0.2180 (2) | −0.05173 (19) | 0.0195 (11) | |
C19 | 0.8621 (5) | −0.2450 (3) | −0.0918 (2) | 0.0266 (13) | |
H19 | 0.8461 | −0.2230 | −0.1268 | 0.033 (2)* | |
C20 | 0.8552 (4) | −0.3239 (2) | −0.01947 (19) | 0.0223 (12) | |
C21 | 0.8315 (4) | −0.3827 (2) | 0.01675 (19) | 0.0232 (12) | |
H21 | 0.7796 | −0.4195 | 0.0061 | 0.033 (2)* | |
C22 | 0.8878 (5) | −0.3838 (3) | 0.0685 (2) | 0.0314 (14) | |
H22 | 0.8726 | −0.4219 | 0.0937 | 0.033 (2)* | |
C23 | 0.9689 (5) | −0.3289 (3) | 0.0850 (2) | 0.0293 (13) | |
H23 | 1.0072 | −0.3321 | 0.1201 | 0.033 (2)* | |
C24 | 0.9912 (5) | −0.2706 (3) | 0.0490 (2) | 0.0252 (12) | |
H24 | 1.0430 | −0.2340 | 0.0599 | 0.033 (2)* | |
C25 | 0.9331 (4) | −0.2676 (2) | −0.00514 (19) | 0.0202 (11) | |
C26 | 1.1113 (5) | 0.1032 (3) | −0.14008 (18) | 0.0269 (13) | |
H26A | 1.0375 | 0.0991 | −0.1607 | 0.033 (2)* | |
H26B | 1.1416 | 0.1519 | −0.1463 | 0.033 (2)* | |
C27 | 1.1984 (5) | 0.0484 (3) | −0.16453 (17) | 0.0241 (12) | |
C28 | 1.1668 (5) | −0.0224 (3) | −0.17850 (18) | 0.0254 (12) | |
H28 | 1.0893 | −0.0374 | −0.1737 | 0.033 (2)* | |
C29 | 1.2487 (6) | −0.0705 (3) | −0.1993 (2) | 0.0356 (14) | |
H29 | 1.2263 | −0.1181 | −0.2070 | 0.033 (2)* | |
C30 | 1.3615 (6) | −0.0498 (3) | −0.2089 (2) | 0.0369 (14) | |
H30 | 1.4153 | −0.0822 | −0.2248 | 0.033 (2)* | |
C31 | 1.3952 (5) | 0.0199 (3) | −0.1948 (2) | 0.0400 (15) | |
H31 | 1.4731 | 0.0342 | −0.1998 | 0.033 (2)* | |
C32 | 1.3130 (5) | 0.0695 (3) | −0.17294 (19) | 0.0341 (14) | |
H32 | 1.3361 | 0.1167 | −0.1641 | 0.033 (2)* | |
C33 | 0.8379 (4) | 0.1997 (3) | 0.06795 (18) | 0.0249 (12) | |
H33A | 0.7908 | 0.2397 | 0.0825 | 0.033 (2)* | |
H33B | 0.7888 | 0.1565 | 0.0674 | 0.033 (2)* | |
C34 | 0.9402 (4) | 0.1873 (3) | 0.10712 (19) | 0.0214 (11) | |
C35 | 0.9838 (5) | 0.1176 (3) | 0.11616 (19) | 0.0269 (13) | |
H35 | 0.9455 | 0.0777 | 0.1002 | 0.033 (2)* | |
C36 | 1.0860 (5) | 0.1074 (3) | 0.1495 (2) | 0.0342 (14) | |
H36 | 1.1174 | 0.0611 | 0.1544 | 0.033 (2)* | |
C37 | 1.1384 (5) | 0.1664 (3) | 0.1746 (2) | 0.0332 (14) | |
H37 | 1.2043 | 0.1594 | 0.1976 | 0.033 (2)* | |
C38 | 1.0956 (5) | 0.2360 (3) | 0.1665 (2) | 0.0331 (14) | |
H38 | 1.1331 | 0.2757 | 0.1832 | 0.033 (2)* | |
C39 | 0.9952 (5) | 0.2459 (3) | 0.13289 (19) | 0.0277 (13) | |
H39 | 0.9649 | 0.2924 | 0.1278 | 0.033 (2)* | |
C40 | 0.5752 (8) | −0.3331 (3) | −0.1919 (2) | 0.071 (2) | |
H40A | 0.5893 | −0.2899 | −0.1699 | 0.033 (2)* | |
H40B | 0.5130 | −0.3242 | −0.2189 | 0.033 (2)* | |
H40C | 0.6456 | −0.3463 | −0.2122 | 0.033 (2)* | |
C41 | 0.5397 (6) | −0.3947 (3) | −0.1522 (2) | 0.0559 (18) | |
H41A | 0.4681 | −0.3820 | −0.1318 | 0.033 (2)* | |
H41B | 0.5252 | −0.4386 | −0.1741 | 0.033 (2)* | |
C42 | 1.0066 (6) | 0.1863 (3) | −0.2715 (2) | 0.0539 (18) | |
H42A | 1.0788 | 0.2012 | −0.2535 | 0.081* | |
H42B | 1.0116 | 0.1949 | −0.3120 | 0.081* | |
H42C | 0.9938 | 0.1355 | −0.2646 | 0.081* | |
C43 | 0.9092 (7) | 0.2280 (4) | −0.2477 (3) | 0.079 (2) | |
H43A | 0.9057 | 0.2200 | −0.2067 | 0.094* | |
H43B | 0.9235 | 0.2794 | −0.2541 | 0.094* | |
C44 | 0.8697 (6) | 0.1249 (3) | −0.4124 (2) | 0.0529 (18) | |
H44A | 0.8727 | 0.0880 | −0.4414 | 0.079* | |
H44B | 0.8427 | 0.1039 | −0.3770 | 0.079* | |
H44C | 0.9469 | 0.1450 | −0.4069 | 0.079* | |
C45 | 0.7878 (5) | 0.1832 (3) | −0.4304 (2) | 0.0425 (15) | |
H45A | 0.8144 | 0.2041 | −0.4663 | 0.051* | |
H45B | 0.7100 | 0.1629 | −0.4364 | 0.051* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0458 (9) | 0.0353 (8) | 0.0206 (6) | 0.0071 (7) | −0.0042 (7) | −0.0016 (6) |
O1 | 0.0331 (19) | 0.0078 (16) | 0.0203 (16) | −0.0018 (15) | −0.0011 (16) | −0.0077 (14) |
O2 | 0.0346 (19) | 0.0086 (17) | 0.0258 (17) | 0.0018 (16) | −0.0019 (18) | 0.0026 (14) |
O3 | 0.0261 (19) | 0.0113 (18) | 0.0366 (19) | −0.0059 (16) | 0.0062 (17) | 0.0021 (15) |
O4 | 0.039 (2) | 0.0162 (18) | 0.0224 (17) | −0.0020 (17) | 0.0063 (18) | −0.0029 (14) |
O5 | 0.0253 (18) | 0.029 (2) | 0.0233 (16) | 0.0086 (17) | −0.0041 (17) | 0.0000 (16) |
O6 | 0.073 (3) | 0.031 (2) | 0.037 (2) | −0.005 (2) | −0.017 (2) | −0.0189 (17) |
O7 | 0.045 (2) | 0.041 (2) | 0.037 (2) | 0.006 (2) | −0.001 (2) | 0.0061 (18) |
O8 | 0.082 (3) | 0.047 (3) | 0.048 (2) | 0.002 (3) | 0.001 (3) | −0.011 (2) |
O9 | 0.072 (3) | 0.035 (2) | 0.0252 (17) | −0.026 (2) | −0.010 (2) | 0.0097 (17) |
O10 | 0.070 (3) | 0.070 (3) | 0.049 (2) | −0.006 (3) | 0.000 (3) | −0.012 (2) |
O11 | 0.073 (3) | 0.055 (3) | 0.043 (2) | 0.012 (2) | 0.000 (2) | −0.004 (2) |
N1 | 0.030 (2) | 0.009 (2) | 0.0192 (19) | −0.005 (2) | 0.0007 (19) | −0.0023 (17) |
N2 | 0.025 (2) | 0.009 (2) | 0.0192 (19) | −0.0053 (19) | 0.0015 (19) | −0.0006 (17) |
N3 | 0.025 (2) | 0.009 (2) | 0.024 (2) | 0.0028 (19) | 0.002 (2) | 0.0009 (17) |
N4 | 0.017 (2) | 0.016 (2) | 0.0156 (18) | 0.0012 (19) | −0.0032 (18) | −0.0019 (16) |
N5 | 0.027 (2) | 0.018 (2) | 0.0118 (19) | 0.000 (2) | −0.0099 (18) | −0.0016 (17) |
N6 | 0.034 (2) | 0.015 (2) | 0.0135 (19) | 0.005 (2) | −0.004 (2) | 0.0012 (17) |
N7 | 0.039 (2) | 0.020 (2) | 0.0113 (18) | 0.010 (2) | −0.0099 (19) | −0.0092 (17) |
N8 | 0.031 (3) | 0.050 (3) | 0.036 (2) | 0.006 (3) | −0.013 (2) | −0.005 (2) |
N9 | 0.036 (3) | 0.015 (2) | 0.026 (2) | −0.004 (2) | 0.001 (2) | 0.0024 (18) |
C1 | 0.029 (3) | 0.020 (3) | 0.005 (2) | 0.002 (2) | −0.005 (2) | −0.001 (2) |
C2 | 0.024 (3) | 0.008 (2) | 0.020 (2) | −0.003 (2) | −0.002 (2) | −0.0027 (19) |
C3 | 0.030 (3) | 0.006 (3) | 0.023 (3) | 0.003 (3) | 0.012 (2) | 0.005 (2) |
C4 | 0.027 (3) | 0.008 (3) | 0.024 (2) | 0.006 (2) | 0.005 (2) | 0.000 (2) |
C5 | 0.030 (3) | 0.003 (2) | 0.019 (2) | 0.006 (2) | −0.002 (3) | −0.001 (2) |
C6 | 0.023 (3) | 0.010 (3) | 0.018 (2) | −0.008 (2) | −0.006 (2) | 0.003 (2) |
C7 | 0.019 (3) | 0.021 (3) | 0.016 (2) | 0.002 (3) | 0.001 (2) | 0.014 (2) |
C8 | 0.030 (3) | 0.012 (2) | 0.021 (2) | 0.001 (2) | 0.003 (2) | 0.000 (2) |
C9 | 0.024 (3) | 0.012 (3) | 0.027 (3) | 0.007 (2) | −0.008 (2) | 0.007 (2) |
C10 | 0.022 (3) | 0.017 (3) | 0.013 (2) | 0.003 (2) | −0.005 (2) | 0.002 (2) |
C11 | 0.026 (3) | 0.005 (2) | 0.018 (2) | 0.002 (2) | −0.009 (3) | −0.004 (2) |
C12 | 0.023 (3) | 0.014 (3) | 0.022 (2) | 0.001 (2) | 0.004 (2) | 0.003 (2) |
C13 | 0.040 (3) | 0.012 (3) | 0.020 (2) | −0.002 (3) | 0.001 (3) | −0.006 (2) |
C14 | 0.043 (3) | 0.022 (3) | 0.021 (2) | 0.000 (3) | −0.007 (3) | −0.003 (2) |
C15 | 0.040 (3) | 0.027 (3) | 0.017 (2) | 0.004 (3) | 0.004 (3) | 0.007 (2) |
C16 | 0.039 (3) | 0.020 (3) | 0.025 (3) | 0.004 (3) | −0.003 (3) | 0.005 (2) |
C17 | 0.034 (3) | 0.009 (3) | 0.021 (2) | −0.001 (2) | 0.007 (3) | −0.003 (2) |
C18 | 0.026 (3) | 0.005 (2) | 0.028 (3) | −0.001 (2) | 0.001 (3) | −0.009 (2) |
C19 | 0.045 (3) | 0.011 (3) | 0.024 (3) | −0.001 (3) | 0.008 (3) | 0.007 (2) |
C20 | 0.030 (3) | 0.011 (3) | 0.026 (3) | 0.001 (2) | −0.001 (2) | −0.003 (2) |
C21 | 0.024 (3) | 0.016 (3) | 0.030 (3) | 0.008 (2) | 0.007 (3) | 0.004 (2) |
C22 | 0.039 (3) | 0.018 (3) | 0.037 (3) | 0.015 (3) | 0.020 (3) | 0.013 (2) |
C23 | 0.039 (3) | 0.026 (3) | 0.024 (3) | 0.011 (3) | 0.001 (3) | 0.000 (2) |
C24 | 0.032 (3) | 0.013 (3) | 0.031 (3) | 0.005 (3) | 0.002 (3) | −0.004 (2) |
C25 | 0.029 (3) | 0.006 (3) | 0.026 (3) | 0.004 (2) | 0.005 (3) | −0.001 (2) |
C26 | 0.040 (3) | 0.023 (3) | 0.018 (2) | −0.012 (3) | −0.002 (2) | 0.003 (2) |
C27 | 0.035 (3) | 0.029 (3) | 0.009 (2) | 0.000 (3) | 0.001 (3) | −0.003 (2) |
C28 | 0.034 (3) | 0.026 (3) | 0.017 (2) | −0.005 (3) | −0.001 (2) | −0.005 (2) |
C29 | 0.062 (4) | 0.022 (3) | 0.023 (3) | −0.003 (3) | −0.004 (3) | −0.007 (2) |
C30 | 0.047 (4) | 0.041 (4) | 0.023 (3) | 0.005 (3) | −0.003 (3) | −0.008 (3) |
C31 | 0.029 (3) | 0.066 (5) | 0.024 (3) | −0.006 (3) | 0.007 (3) | −0.005 (3) |
C32 | 0.045 (4) | 0.037 (3) | 0.021 (3) | −0.019 (3) | 0.000 (3) | −0.012 (2) |
C33 | 0.032 (3) | 0.020 (3) | 0.023 (2) | 0.004 (2) | −0.013 (3) | −0.001 (2) |
C34 | 0.021 (3) | 0.020 (3) | 0.023 (2) | 0.001 (2) | 0.003 (2) | −0.006 (2) |
C35 | 0.040 (3) | 0.018 (3) | 0.023 (2) | 0.003 (3) | 0.008 (3) | 0.006 (2) |
C36 | 0.045 (4) | 0.028 (3) | 0.030 (3) | 0.014 (3) | −0.004 (3) | 0.002 (3) |
C37 | 0.031 (3) | 0.047 (4) | 0.021 (3) | −0.012 (3) | −0.009 (3) | 0.011 (3) |
C38 | 0.044 (4) | 0.030 (3) | 0.026 (3) | −0.008 (3) | −0.009 (3) | −0.001 (2) |
C39 | 0.042 (3) | 0.015 (3) | 0.026 (3) | 0.007 (3) | 0.004 (3) | 0.000 (2) |
C40 | 0.134 (7) | 0.045 (4) | 0.035 (3) | −0.004 (5) | −0.002 (4) | 0.000 (3) |
C41 | 0.077 (5) | 0.046 (4) | 0.045 (3) | −0.016 (4) | −0.017 (4) | 0.008 (3) |
C42 | 0.064 (5) | 0.054 (4) | 0.043 (3) | −0.023 (4) | −0.012 (4) | 0.010 (3) |
C43 | 0.085 (6) | 0.056 (5) | 0.095 (5) | −0.001 (5) | −0.017 (5) | −0.050 (4) |
C44 | 0.083 (5) | 0.029 (3) | 0.047 (3) | 0.003 (4) | −0.009 (4) | 0.001 (3) |
C45 | 0.038 (4) | 0.035 (3) | 0.054 (4) | −0.004 (3) | −0.016 (3) | −0.003 (3) |
S1—O7 | 1.421 (4) | C6—C7 | 1.520 (6) |
S1—O6 | 1.436 (4) | C6—C26 | 1.538 (6) |
S1—N8 | 1.608 (5) | C8—C9 | 1.529 (6) |
S1—N7 | 1.661 (4) | C8—C33 | 1.537 (6) |
O1—C3 | 1.233 (5) | C11—C12 | 1.510 (6) |
O2—C5 | 1.258 (5) | C13—C14 | 1.517 (7) |
O3—C7 | 1.251 (5) | C15—C16 | 1.552 (7) |
O4—C10 | 1.247 (5) | C17—C18 | 1.489 (6) |
O5—C11 | 1.214 (5) | C18—C19 | 1.362 (7) |
O9—C41 | 1.462 (7) | C18—C25 | 1.419 (6) |
O10—C43 | 1.449 (8) | C20—C21 | 1.399 (6) |
O11—C45 | 1.446 (6) | C20—C25 | 1.402 (6) |
N1—C3 | 1.331 (6) | C21—C22 | 1.366 (7) |
N1—C4 | 1.449 (6) | C22—C23 | 1.420 (7) |
N2—C5 | 1.321 (5) | C23—C24 | 1.386 (7) |
N2—C6 | 1.460 (5) | C24—C25 | 1.425 (7) |
N3—C7 | 1.341 (6) | C26—C27 | 1.524 (7) |
N3—C8 | 1.444 (6) | C27—C32 | 1.372 (7) |
N4—C10 | 1.328 (5) | C27—C28 | 1.389 (7) |
N4—C9 | 1.455 (6) | C28—C29 | 1.372 (7) |
N5—C11 | 1.352 (6) | C29—C30 | 1.355 (8) |
N5—C1 | 1.460 (5) | C30—C31 | 1.379 (8) |
N6—C12 | 1.459 (6) | C31—C32 | 1.400 (8) |
N6—C13 | 1.462 (6) | C33—C34 | 1.496 (6) |
N6—C16 | 1.470 (6) | C34—C39 | 1.382 (7) |
N7—C15 | 1.472 (6) | C34—C35 | 1.390 (6) |
N7—C14 | 1.486 (6) | C35—C36 | 1.411 (7) |
N9—C20 | 1.375 (6) | C36—C37 | 1.368 (7) |
N9—C19 | 1.375 (6) | C37—C38 | 1.383 (7) |
C1—C10 | 1.507 (6) | C38—C39 | 1.396 (7) |
C1—C2 | 1.522 (6) | C40—C41 | 1.517 (8) |
C2—C3 | 1.533 (6) | C42—C43 | 1.455 (9) |
C4—C5 | 1.505 (6) | C44—C45 | 1.480 (8) |
C4—C17 | 1.551 (6) | ||
O7—S1—O6 | 119.7 (2) | O5—C11—N5 | 123.1 (4) |
O7—S1—N8 | 105.4 (2) | O5—C11—C12 | 122.2 (4) |
O6—S1—N8 | 108.8 (3) | N5—C11—C12 | 114.7 (4) |
O7—S1—N7 | 105.4 (2) | N6—C12—C11 | 113.7 (4) |
O6—S1—N7 | 106.5 (2) | N6—C13—C14 | 111.5 (4) |
N8—S1—N7 | 111.0 (2) | N7—C14—C13 | 107.9 (4) |
C3—N1—C4 | 121.3 (4) | N7—C15—C16 | 109.7 (4) |
C5—N2—C6 | 126.0 (4) | N6—C16—C15 | 108.9 (4) |
C7—N3—C8 | 122.8 (4) | C18—C17—C4 | 113.5 (4) |
C10—N4—C9 | 125.3 (4) | C19—C18—C25 | 105.6 (4) |
C11—N5—C1 | 122.4 (4) | C19—C18—C17 | 126.6 (4) |
C12—N6—C13 | 110.8 (3) | C25—C18—C17 | 127.7 (4) |
C12—N6—C16 | 112.5 (4) | C18—C19—N9 | 110.8 (4) |
C13—N6—C16 | 109.5 (3) | N9—C20—C21 | 129.6 (4) |
C15—N7—C14 | 111.3 (3) | N9—C20—C25 | 107.1 (4) |
C15—N7—S1 | 114.9 (3) | C21—C20—C25 | 123.3 (4) |
C14—N7—S1 | 112.8 (3) | C22—C21—C20 | 117.1 (5) |
C20—N9—C19 | 108.1 (4) | C21—C22—C23 | 122.2 (4) |
N5—C1—C10 | 113.7 (4) | C24—C23—C22 | 120.3 (5) |
N5—C1—C2 | 110.6 (4) | C23—C24—C25 | 118.8 (5) |
C10—C1—C2 | 110.0 (4) | C20—C25—C18 | 108.3 (4) |
C1—C2—C3 | 110.8 (4) | C20—C25—C24 | 118.4 (4) |
O1—C3—N1 | 122.3 (4) | C18—C25—C24 | 133.3 (4) |
O1—C3—C2 | 122.0 (4) | C27—C26—C6 | 113.4 (4) |
N1—C3—C2 | 115.7 (4) | C32—C27—C28 | 118.4 (5) |
N1—C4—C5 | 112.5 (4) | C32—C27—C26 | 118.9 (5) |
N1—C4—C17 | 109.5 (4) | C28—C27—C26 | 122.7 (5) |
C5—C4—C17 | 110.5 (4) | C29—C28—C27 | 120.8 (5) |
O2—C5—N2 | 122.1 (4) | C30—C29—C28 | 121.3 (5) |
O2—C5—C4 | 120.2 (4) | C29—C30—C31 | 118.9 (6) |
N2—C5—C4 | 117.7 (4) | C30—C31—C32 | 120.5 (5) |
N2—C6—C7 | 112.8 (4) | C27—C32—C31 | 120.1 (5) |
N2—C6—C26 | 109.7 (4) | C34—C33—C8 | 111.9 (4) |
C7—C6—C26 | 109.5 (4) | C39—C34—C35 | 119.4 (5) |
O3—C7—N3 | 122.0 (4) | C39—C34—C33 | 119.9 (4) |
O3—C7—C6 | 119.6 (4) | C35—C34—C33 | 120.6 (4) |
N3—C7—C6 | 118.3 (4) | C34—C35—C36 | 120.0 (5) |
N3—C8—C9 | 109.9 (4) | C37—C36—C35 | 119.2 (5) |
N3—C8—C33 | 109.2 (4) | C36—C37—C38 | 121.5 (5) |
C9—C8—C33 | 112.3 (4) | C37—C38—C39 | 119.0 (5) |
N4—C9—C8 | 111.4 (3) | C34—C39—C38 | 120.9 (5) |
O4—C10—N4 | 122.1 (4) | O9—C41—C40 | 108.3 (5) |
O4—C10—C1 | 118.6 (4) | O10—C43—C42 | 112.6 (5) |
N4—C10—C1 | 119.3 (4) | O11—C45—C44 | 110.2 (5) |
C37H48N4O4S | F(000) = 1384 |
Mr = 644.85 | Dx = 1.218 Mg m−3 |
Monoclinic, P21 | Cu Kα radiation, λ = 1.54184 Å |
a = 14.0346 (8) Å | Cell parameters from 4501 reflections |
b = 9.8834 (7) Å | θ = 1.7–57.1° |
c = 25.617 (2) Å | µ = 1.16 mm−1 |
β = 98.152 (3)° | T = 298 K |
V = 3517.4 (4) Å3 | Parallelepipedon, pale yellow |
Z = 4 | 0.4 × 0.4 × 0.3 mm |
Three circles SMART CCD diffractometer | 7090 independent reflections |
Radiation source: Siemens rotating anode | 5160 reflections with I > 2σ(I) |
Goebel mirrors monochromator | Rint = 0.043 |
intensity from ω scans | θmax = 57.1°, θmin = 1.7° |
Absorption correction: empirical (using intensity measurements) SADABS (Sheldrick, 1996) | h = −15→15 |
Tmin = 0.665, Tmax = 0.705 | k = −10→10 |
13267 measured reflections | l = −24→26 |
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)] = 0.075 | H-atom parameters constrained |
wR(F2) = 0.187 | w = 1/[σ2(Fo2) + (0.1097P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max < 0.001 |
7090 reflections | Δρmax = 0.27 e Å−3 |
831 parameters | Δρmin = −0.18 e Å−3 |
1 restraint | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.07 (3) |
C37H48N4O4S | V = 3517.4 (4) Å3 |
Mr = 644.85 | Z = 4 |
Monoclinic, P21 | Cu Kα radiation |
a = 14.0346 (8) Å | µ = 1.16 mm−1 |
b = 9.8834 (7) Å | T = 298 K |
c = 25.617 (2) Å | 0.4 × 0.4 × 0.3 mm |
β = 98.152 (3)° |
Three circles SMART CCD diffractometer | 7090 independent reflections |
Absorption correction: empirical (using intensity measurements) SADABS (Sheldrick, 1996) | 5160 reflections with I > 2σ(I) |
Tmin = 0.665, Tmax = 0.705 | Rint = 0.043 |
13267 measured reflections | θmax = 57.1° |
R[F2 > 2σ(F2)] = 0.075 | H-atom parameters constrained |
wR(F2) = 0.187 | Δρmax = 0.27 e Å−3 |
S = 1.07 | Δρmin = −0.18 e Å−3 |
7090 reflections | Absolute structure: Flack H D (1983), Acta Cryst. A39, 876-881 |
831 parameters | Absolute structure parameter: 0.07 (3) |
1 restraint |
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 | ||
C1A | 0.7889 (7) | −0.3336 (11) | 0.8004 (5) | 0.134 (4) | |
H1A1 | 0.7370 | −0.3230 | 0.7720 | 0.202* | |
H1A2 | 0.7901 | −0.4251 | 0.8130 | 0.202* | |
H1A3 | 0.8488 | −0.3133 | 0.7881 | 0.202* | |
C2A | 0.7743 (6) | −0.2370 (10) | 0.8452 (5) | 0.080 (3) | |
C3A | 0.7571 (7) | −0.2879 (11) | 0.8942 (6) | 0.108 (4) | |
H3A | 0.7534 | −0.3809 | 0.8990 | 0.129* | |
C4A | 0.7457 (7) | −0.2017 (13) | 0.9355 (5) | 0.101 (3) | |
H4A | 0.7359 | −0.2367 | 0.9681 | 0.121* | |
C5A | 0.7489 (5) | −0.0597 (11) | 0.9279 (4) | 0.072 (2) | |
C6A | 0.7445 (5) | 0.0438 (11) | 0.9662 (4) | 0.078 (3) | |
H6A | 0.7370 | 0.0279 | 1.0012 | 0.093* | |
C7A | 0.7524 (4) | 0.1664 (10) | 0.9455 (3) | 0.064 (2) | |
S1A | 0.76483 (14) | 0.1622 (2) | 0.87898 (9) | 0.0730 (6) | |
C8A | 0.7624 (5) | −0.0130 (8) | 0.8781 (4) | 0.059 (2) | |
C9A | 0.7760 (5) | −0.1006 (10) | 0.8373 (4) | 0.078 (3) | |
H9A | 0.7863 | −0.0663 | 0.8047 | 0.093* | |
C10A | 0.7568 (5) | 0.3013 (10) | 0.9708 (4) | 0.064 (2) | |
O1A | 0.7431 (4) | 0.4048 (6) | 0.9432 (2) | 0.0804 (17) | |
N1A | 0.7820 (4) | 0.3076 (8) | 1.0240 (3) | 0.0691 (19) | |
H1A | 0.7784 | 0.2353 | 1.0423 | 0.083* | |
C11A | 0.8153 (5) | 0.4337 (10) | 1.0515 (3) | 0.067 (2) | |
C12A | 0.9058 (5) | 0.4832 (11) | 1.0315 (4) | 0.108 (4) | |
H12A | 0.9069 | 0.4530 | 0.9955 | 0.129* | |
H12B | 0.9085 | 0.5812 | 1.0322 | 0.129* | |
C13A | 0.9847 (7) | 0.428 (2) | 1.0654 (6) | 0.190 (7) | |
H13A | 1.0378 | 0.4918 | 1.0692 | 0.228* | |
H13B | 1.0060 | 0.3455 | 1.0502 | 0.228* | |
C14A | 0.9580 (7) | 0.3997 (15) | 1.1158 (5) | 0.136 (5) | |
H14A | 0.9863 | 0.4658 | 1.1414 | 0.163* | |
H14B | 0.9806 | 0.3105 | 1.1276 | 0.163* | |
C15A | 0.8482 (5) | 0.4060 (12) | 1.1103 (3) | 0.098 (3) | |
H15A | 0.8276 | 0.4781 | 1.1318 | 0.118* | |
H15B | 0.8221 | 0.3210 | 1.1208 | 0.118* | |
C16A | 0.7346 (5) | 0.5372 (10) | 1.0470 (3) | 0.063 (2) | |
O2A | 0.7587 (3) | 0.6579 (7) | 1.0535 (2) | 0.0844 (17) | |
N2A | 0.6433 (3) | 0.4991 (6) | 1.0433 (2) | 0.0508 (15) | |
H2A | 0.6287 | 0.4158 | 1.0364 | 0.061* | |
C17A | 0.5677 (5) | 0.5937 (8) | 1.0504 (3) | 0.060 (2) | |
H17A | 0.5992 | 0.6758 | 1.0657 | 0.073* | |
C18A | 0.5044 (5) | 0.5416 (8) | 1.0896 (3) | 0.065 (2) | |
H18A | 0.4518 | 0.6050 | 1.0902 | 0.078* | |
H18B | 0.4765 | 0.4563 | 1.0764 | 0.078* | |
C19A | 0.5515 (7) | 0.5198 (9) | 1.1457 (4) | 0.079 (3) | |
C20A | 0.5035 (8) | 0.4454 (10) | 1.1798 (5) | 0.100 (3) | |
H20A | 0.4446 | 0.4056 | 1.1675 | 0.120* | |
C21A | 0.5429 (12) | 0.4305 (13) | 1.2313 (5) | 0.133 (5) | |
H21A | 0.5077 | 0.3888 | 1.2549 | 0.160* | |
C22A | 0.6375 (12) | 0.4785 (13) | 1.2491 (4) | 0.129 (5) | |
H22A | 0.6669 | 0.4605 | 1.2832 | 0.155* | |
C23A | 0.6832 (8) | 0.5490 (13) | 1.2164 (4) | 0.117 (4) | |
H23A | 0.7440 | 0.5835 | 1.2285 | 0.141* | |
C24A | 0.6421 (6) | 0.5734 (11) | 1.1635 (3) | 0.090 (3) | |
H24A | 0.6749 | 0.6241 | 1.1411 | 0.108* | |
C25A | 0.5064 (5) | 0.6357 (9) | 0.9986 (3) | 0.060 (2) | |
O3A | 0.4629 (4) | 0.7439 (6) | 0.9959 (2) | 0.0787 (16) | |
N3A | 0.4981 (5) | 0.5489 (8) | 0.9601 (3) | 0.097 (3) | |
H3A1 | 0.5312 | 0.4755 | 0.9641 | 0.117* | |
C26A | 0.4330 (6) | 0.5713 (11) | 0.9090 (3) | 0.099 (3) | |
H26A | 0.3779 | 0.5115 | 0.9077 | 0.119* | |
H26B | 0.4093 | 0.6636 | 0.9082 | 0.119* | |
C27A | 0.4795 (5) | 0.5479 (8) | 0.8616 (3) | 0.068 (2) | |
H27A | 0.5360 | 0.6069 | 0.8636 | 0.082* | |
C28A | 0.4097 (6) | 0.5861 (10) | 0.8123 (3) | 0.087 (3) | |
H28A | 0.3515 | 0.5326 | 0.8112 | 0.104* | |
H28B | 0.3922 | 0.6806 | 0.8145 | 0.104* | |
C29A | 0.4526 (6) | 0.5630 (10) | 0.7621 (3) | 0.082 (2) | |
H29A | 0.4066 | 0.5895 | 0.7320 | 0.098* | |
H29B | 0.5098 | 0.6183 | 0.7625 | 0.098* | |
N4A | 0.4773 (5) | 0.4221 (7) | 0.7576 (3) | 0.0770 (19) | |
C30A | 0.5473 (7) | 0.3796 (10) | 0.8038 (4) | 0.105 (3) | |
H30A | 0.6070 | 0.4288 | 0.8035 | 0.126* | |
H30B | 0.5611 | 0.2840 | 0.8006 | 0.126* | |
C31A | 0.5115 (6) | 0.4038 (9) | 0.8549 (4) | 0.084 (3) | |
H31A | 0.5622 | 0.3818 | 0.8835 | 0.101* | |
H31B | 0.4578 | 0.3436 | 0.8575 | 0.101* | |
C32A | 0.5114 (6) | 0.3895 (12) | 0.7092 (3) | 0.107 (3) | |
H32A | 0.5447 | 0.3033 | 0.7135 | 0.128* | |
H32B | 0.5583 | 0.4573 | 0.7026 | 0.128* | |
C33A | 0.4348 (6) | 0.3807 (10) | 0.6604 (3) | 0.083 (3) | |
H33A | 0.4085 | 0.4717 | 0.6530 | 0.099* | |
C34A | 0.3537 (7) | 0.2899 (11) | 0.6685 (3) | 0.103 (3) | |
H34A | 0.3186 | 0.3301 | 0.6946 | 0.124* | |
H34B | 0.3798 | 0.2043 | 0.6825 | 0.124* | |
C35A | 0.2849 (7) | 0.2630 (12) | 0.6193 (4) | 0.118 (4) | |
H35A | 0.2371 | 0.1977 | 0.6269 | 0.141* | |
H35B | 0.2517 | 0.3462 | 0.6078 | 0.141* | |
O4A | 0.3336 (4) | 0.2121 (6) | 0.5777 (2) | 0.0906 (18) | |
C36A | 0.4007 (7) | 0.3072 (11) | 0.5664 (4) | 0.110 (3) | |
H36A | 0.3678 | 0.3913 | 0.5561 | 0.132* | |
H36B | 0.4307 | 0.2755 | 0.5368 | 0.132* | |
C37A | 0.4775 (7) | 0.3335 (12) | 0.6123 (3) | 0.107 (3) | |
H37A | 0.5212 | 0.4021 | 0.6026 | 0.128* | |
H37B | 0.5141 | 0.2513 | 0.6209 | 0.128* | |
C1B | 0.3317 (7) | 0.5761 (11) | 0.2939 (4) | 0.120 (3) | |
H1B1 | 0.3992 | 0.5679 | 0.2918 | 0.180* | |
H1B2 | 0.3172 | 0.6679 | 0.3022 | 0.180* | |
H1B3 | 0.2954 | 0.5514 | 0.2607 | 0.180* | |
C2B | 0.3053 (6) | 0.4828 (10) | 0.3367 (4) | 0.078 (3) | |
C3B | 0.2874 (6) | 0.5345 (10) | 0.3840 (5) | 0.089 (3) | |
H3B | 0.2891 | 0.6278 | 0.3888 | 0.107* | |
C4B | 0.2670 (5) | 0.4532 (10) | 0.4244 (4) | 0.073 (2) | |
H4B | 0.2557 | 0.4915 | 0.4561 | 0.087* | |
C5B | 0.2632 (4) | 0.3138 (9) | 0.4179 (3) | 0.056 (2) | |
C6B | 0.2482 (5) | 0.2080 (9) | 0.4547 (3) | 0.063 (2) | |
H6B | 0.2349 | 0.2247 | 0.4886 | 0.075* | |
C7B | 0.2553 (4) | 0.0821 (9) | 0.4349 (3) | 0.0556 (19) | |
S1B | 0.27749 (13) | 0.0857 (2) | 0.36997 (8) | 0.0678 (6) | |
C8B | 0.2818 (4) | 0.2621 (8) | 0.3706 (4) | 0.061 (2) | |
C9B | 0.3025 (5) | 0.3444 (9) | 0.3289 (3) | 0.066 (2) | |
H9B | 0.3140 | 0.3069 | 0.2971 | 0.079* | |
C10B | 0.2528 (5) | −0.0495 (10) | 0.4612 (3) | 0.059 (2) | |
O1B | 0.2340 (4) | −0.1525 (6) | 0.4353 (2) | 0.0719 (16) | |
N1B | 0.2783 (3) | −0.0502 (7) | 0.5142 (2) | 0.0557 (16) | |
H1B | 0.2817 | 0.0252 | 0.5312 | 0.067* | |
C11B | 0.3005 (4) | −0.1776 (8) | 0.5436 (3) | 0.057 (2) | |
C12B | 0.3903 (5) | −0.2458 (9) | 0.5268 (3) | 0.073 (2) | |
H12C | 0.3847 | −0.3435 | 0.5281 | 0.088* | |
H12D | 0.3985 | −0.2191 | 0.4913 | 0.088* | |
C13B | 0.4707 (7) | −0.1992 (19) | 0.5645 (5) | 0.183 (7) | |
H13C | 0.5065 | −0.1311 | 0.5481 | 0.220* | |
H13D | 0.5137 | −0.2744 | 0.5748 | 0.220* | |
C14B | 0.4370 (7) | −0.1424 (17) | 0.6109 (4) | 0.161 (6) | |
H14C | 0.4615 | −0.0511 | 0.6170 | 0.193* | |
H14D | 0.4600 | −0.1966 | 0.6417 | 0.193* | |
C15B | 0.3288 (5) | −0.1405 (9) | 0.6022 (3) | 0.078 (3) | |
H15C | 0.3047 | −0.0515 | 0.6095 | 0.094* | |
H15D | 0.3032 | −0.2061 | 0.6248 | 0.094* | |
C16B | 0.2141 (5) | −0.2728 (9) | 0.5372 (3) | 0.056 (2) | |
O2B | 0.2249 (3) | −0.3953 (6) | 0.5377 (2) | 0.0714 (15) | |
N2B | 0.1265 (4) | −0.2151 (6) | 0.5345 (2) | 0.0555 (16) | |
H2B | 0.1237 | −0.1282 | 0.5336 | 0.067* | |
C17B | 0.0362 (4) | −0.2890 (7) | 0.5328 (3) | 0.056 (2) | |
H17B | −0.0133 | −0.2225 | 0.5382 | 0.067* | |
C18B | 0.0370 (5) | −0.3956 (9) | 0.5763 (3) | 0.074 (2) | |
H18C | −0.0261 | −0.4373 | 0.5733 | 0.089* | |
H18D | 0.0829 | −0.4657 | 0.5707 | 0.089* | |
C19B | 0.0625 (5) | −0.3404 (9) | 0.6311 (4) | 0.071 (2) | |
C20B | 0.1516 (6) | −0.3583 (10) | 0.6599 (4) | 0.095 (3) | |
H20B | 0.1987 | −0.4034 | 0.6445 | 0.114* | |
C21B | 0.1732 (8) | −0.3123 (15) | 0.7100 (5) | 0.125 (4) | |
H21B | 0.2350 | −0.3249 | 0.7279 | 0.151* | |
C22B | 0.1075 (12) | −0.2493 (14) | 0.7341 (4) | 0.120 (4) | |
H22B | 0.1233 | −0.2181 | 0.7685 | 0.144* | |
C23B | 0.0150 (12) | −0.2308 (11) | 0.7073 (6) | 0.127 (4) | |
H23B | −0.0324 | −0.1887 | 0.7234 | 0.153* | |
C24B | −0.0038 (7) | −0.2765 (10) | 0.6564 (5) | 0.096 (3) | |
H24B | −0.0653 | −0.2631 | 0.6382 | 0.115* | |
C25B | 0.0030 (5) | −0.3574 (8) | 0.4800 (3) | 0.065 (2) | |
O3B | −0.0674 (4) | −0.4311 (6) | 0.4752 (2) | 0.0928 (18) | |
N3B | 0.0488 (4) | −0.3275 (7) | 0.4392 (3) | 0.0744 (18) | |
H3B1 | 0.0956 | −0.2707 | 0.4434 | 0.089* | |
C26B | 0.0208 (7) | −0.3896 (10) | 0.3872 (4) | 0.096 (3) | |
H26C | 0.0466 | −0.4808 | 0.3880 | 0.115* | |
H26D | −0.0488 | −0.3967 | 0.3807 | 0.115* | |
C27B | 0.0528 (8) | −0.3175 (10) | 0.3434 (4) | 0.112 (3) | |
H27B | 0.1233 | −0.3154 | 0.3476 | 0.134* | |
C28B | 0.013 (2) | −0.3929 (15) | 0.2919 (5) | 0.364 (19) | |
H28C | 0.0355 | −0.4857 | 0.2937 | 0.437* | |
H28D | −0.0570 | −0.3943 | 0.2879 | 0.437* | |
C29B | 0.0452 (16) | −0.3232 (14) | 0.2453 (5) | 0.255 (11) | |
H29C | 0.1149 | −0.3200 | 0.2499 | 0.305* | |
H29D | 0.0236 | −0.3745 | 0.2136 | 0.305* | |
N4B | 0.0094 (5) | −0.1952 (9) | 0.2399 (3) | 0.090 (2) | |
C30B | 0.0447 (9) | −0.1232 (12) | 0.2853 (5) | 0.132 (4) | |
H30C | 0.0231 | −0.0301 | 0.2811 | 0.158* | |
H30D | 0.1145 | −0.1228 | 0.2892 | 0.158* | |
C31B | 0.0139 (8) | −0.1793 (12) | 0.3344 (4) | 0.113 (3) | |
H31C | 0.0376 | −0.1221 | 0.3642 | 0.136* | |
H31D | −0.0558 | −0.1814 | 0.3310 | 0.136* | |
C32B | 0.0271 (8) | −0.1388 (12) | 0.1898 (4) | 0.123 (4) | |
H32C | 0.0412 | −0.0432 | 0.1948 | 0.148* | |
H32D | 0.0843 | −0.1814 | 0.1800 | 0.148* | |
C33B | −0.0497 (8) | −0.1528 (10) | 0.1461 (4) | 0.102 (3) | |
H33B | −0.0652 | −0.2494 | 0.1426 | 0.123* | |
C34B | −0.0251 (11) | −0.1050 (14) | 0.0934 (5) | 0.155 (5) | |
H34C | 0.0445 | −0.1006 | 0.0966 | 0.186* | |
H34D | −0.0458 | −0.1753 | 0.0679 | 0.186* | |
C35B | −0.0577 (11) | 0.0065 (19) | 0.0735 (5) | 0.237 (11) | |
H35C | −0.0650 | −0.0041 | 0.0355 | 0.285* | |
H35D | −0.0077 | 0.0737 | 0.0827 | 0.285* | |
O4B | −0.1428 (4) | 0.0624 (8) | 0.0854 (2) | 0.108 (2) | |
C36B | −0.1675 (9) | 0.0193 (18) | 0.1335 (5) | 0.201 (9) | |
H36C | −0.1513 | 0.0941 | 0.1577 | 0.241* | |
H36D | −0.2371 | 0.0132 | 0.1282 | 0.241* | |
C37B | −0.1401 (10) | −0.0802 (15) | 0.1579 (5) | 0.167 (6) | |
H37C | −0.1923 | −0.1453 | 0.1532 | 0.201* | |
H37D | −0.1298 | −0.0558 | 0.1950 | 0.201* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1A | 0.134 (8) | 0.110 (8) | 0.146 (11) | 0.020 (8) | −0.024 (7) | −0.032 (9) |
C2A | 0.066 (5) | 0.056 (6) | 0.110 (9) | 0.007 (4) | −0.018 (5) | −0.002 (7) |
C3A | 0.095 (7) | 0.084 (9) | 0.137 (11) | −0.011 (6) | −0.013 (7) | 0.042 (9) |
C4A | 0.095 (7) | 0.110 (10) | 0.095 (9) | 0.004 (6) | 0.005 (6) | 0.040 (8) |
C5A | 0.060 (5) | 0.086 (7) | 0.072 (7) | 0.003 (5) | 0.017 (4) | 0.041 (7) |
C6A | 0.063 (5) | 0.111 (8) | 0.056 (6) | 0.021 (5) | −0.001 (4) | 0.028 (7) |
C7A | 0.052 (4) | 0.080 (6) | 0.054 (6) | 0.003 (4) | −0.008 (3) | 0.026 (6) |
S1A | 0.0840 (13) | 0.0769 (14) | 0.0555 (15) | −0.0005 (12) | 0.0005 (11) | 0.0134 (13) |
C8A | 0.042 (4) | 0.066 (6) | 0.066 (7) | 0.009 (4) | −0.002 (4) | 0.010 (5) |
C9A | 0.072 (5) | 0.090 (8) | 0.069 (7) | 0.000 (5) | 0.003 (5) | 0.021 (6) |
C10A | 0.040 (4) | 0.086 (7) | 0.064 (7) | 0.012 (4) | 0.000 (4) | 0.012 (6) |
O1A | 0.104 (4) | 0.070 (4) | 0.059 (4) | −0.006 (3) | −0.015 (3) | 0.015 (3) |
N1A | 0.052 (3) | 0.110 (6) | 0.043 (5) | 0.008 (4) | −0.001 (3) | 0.017 (4) |
C11A | 0.048 (5) | 0.109 (7) | 0.040 (5) | −0.002 (5) | −0.010 (4) | 0.000 (5) |
C12A | 0.038 (4) | 0.190 (11) | 0.093 (8) | −0.022 (6) | 0.003 (5) | −0.027 (7) |
C13A | 0.059 (7) | 0.34 (2) | 0.163 (13) | −0.001 (10) | 0.005 (8) | 0.092 (15) |
C14A | 0.080 (7) | 0.207 (13) | 0.105 (9) | 0.003 (8) | −0.039 (6) | 0.029 (9) |
C15A | 0.073 (5) | 0.170 (10) | 0.050 (6) | 0.036 (6) | 0.001 (4) | −0.001 (6) |
C16A | 0.044 (4) | 0.105 (7) | 0.036 (5) | −0.023 (5) | −0.002 (3) | 0.008 (5) |
O2A | 0.068 (3) | 0.099 (5) | 0.082 (4) | −0.033 (3) | −0.003 (3) | −0.001 (4) |
N2A | 0.043 (3) | 0.063 (4) | 0.044 (4) | −0.007 (3) | −0.002 (3) | −0.002 (3) |
C17A | 0.057 (4) | 0.066 (5) | 0.054 (5) | 0.005 (4) | −0.005 (4) | −0.003 (5) |
C18A | 0.058 (4) | 0.081 (6) | 0.055 (6) | 0.005 (4) | 0.007 (4) | 0.003 (4) |
C19A | 0.080 (6) | 0.098 (7) | 0.058 (7) | 0.022 (5) | 0.008 (5) | −0.002 (5) |
C20A | 0.142 (8) | 0.085 (7) | 0.085 (9) | 0.010 (6) | 0.054 (8) | 0.007 (7) |
C21A | 0.229 (15) | 0.124 (10) | 0.055 (9) | 0.056 (11) | 0.048 (9) | 0.040 (8) |
C22A | 0.224 (15) | 0.118 (11) | 0.039 (8) | 0.086 (11) | −0.010 (9) | 0.013 (7) |
C23A | 0.149 (9) | 0.150 (11) | 0.047 (7) | 0.059 (8) | −0.004 (7) | 0.007 (7) |
C24A | 0.102 (7) | 0.127 (8) | 0.040 (6) | 0.028 (6) | 0.008 (5) | 0.014 (6) |
C25A | 0.062 (4) | 0.066 (6) | 0.049 (6) | 0.004 (4) | −0.003 (4) | 0.006 (5) |
O3A | 0.090 (4) | 0.070 (4) | 0.068 (4) | 0.014 (3) | −0.018 (3) | 0.001 (3) |
N3A | 0.125 (6) | 0.100 (6) | 0.055 (5) | 0.052 (5) | −0.031 (4) | −0.024 (5) |
C26A | 0.099 (6) | 0.122 (8) | 0.063 (7) | 0.036 (6) | −0.029 (5) | 0.004 (6) |
C27A | 0.077 (5) | 0.086 (6) | 0.039 (5) | 0.022 (4) | −0.004 (4) | 0.004 (5) |
C28A | 0.101 (6) | 0.099 (6) | 0.054 (6) | 0.032 (5) | −0.010 (5) | −0.005 (6) |
C29A | 0.079 (5) | 0.107 (7) | 0.057 (6) | 0.018 (5) | −0.002 (4) | −0.002 (6) |
N4A | 0.087 (4) | 0.089 (5) | 0.051 (5) | 0.026 (4) | −0.003 (4) | −0.010 (4) |
C30A | 0.117 (7) | 0.124 (9) | 0.064 (7) | 0.055 (6) | −0.023 (6) | −0.017 (6) |
C31A | 0.094 (6) | 0.079 (6) | 0.072 (7) | 0.021 (5) | −0.013 (5) | −0.005 (5) |
C32A | 0.092 (6) | 0.162 (10) | 0.059 (7) | 0.022 (6) | −0.014 (5) | −0.024 (7) |
C33A | 0.075 (5) | 0.105 (7) | 0.066 (7) | 0.003 (5) | −0.002 (5) | −0.020 (5) |
C34A | 0.126 (8) | 0.121 (8) | 0.062 (7) | −0.024 (7) | 0.013 (6) | −0.020 (6) |
C35A | 0.114 (8) | 0.150 (10) | 0.095 (9) | −0.045 (7) | 0.035 (7) | −0.039 (8) |
O4A | 0.104 (4) | 0.110 (5) | 0.057 (4) | −0.033 (4) | 0.009 (3) | −0.012 (4) |
C36A | 0.122 (8) | 0.133 (9) | 0.073 (7) | −0.042 (7) | 0.010 (6) | −0.041 (7) |
C37A | 0.108 (7) | 0.158 (9) | 0.057 (7) | −0.021 (7) | 0.017 (6) | −0.041 (7) |
C1B | 0.140 (8) | 0.097 (7) | 0.122 (9) | −0.030 (7) | 0.011 (7) | 0.017 (8) |
C2B | 0.071 (5) | 0.087 (8) | 0.069 (7) | −0.018 (5) | −0.009 (5) | −0.013 (6) |
C3B | 0.089 (6) | 0.065 (7) | 0.103 (9) | −0.014 (5) | −0.025 (6) | −0.002 (7) |
C4B | 0.071 (5) | 0.076 (7) | 0.067 (7) | 0.008 (5) | −0.006 (5) | −0.026 (6) |
C5B | 0.044 (4) | 0.069 (6) | 0.051 (6) | −0.007 (4) | −0.005 (4) | −0.022 (5) |
C6B | 0.056 (4) | 0.088 (7) | 0.043 (5) | −0.007 (4) | 0.005 (4) | −0.014 (5) |
C7B | 0.045 (4) | 0.072 (6) | 0.047 (5) | −0.006 (4) | −0.006 (3) | −0.019 (5) |
S1B | 0.0732 (12) | 0.0742 (14) | 0.0542 (14) | −0.0010 (11) | 0.0025 (10) | −0.0137 (13) |
C8B | 0.037 (4) | 0.081 (6) | 0.062 (6) | −0.007 (4) | −0.005 (4) | −0.016 (5) |
C9B | 0.063 (5) | 0.079 (7) | 0.053 (6) | −0.012 (4) | 0.004 (4) | −0.011 (5) |
C10B | 0.043 (4) | 0.081 (7) | 0.050 (6) | −0.002 (4) | −0.003 (4) | −0.005 (6) |
O1B | 0.081 (3) | 0.082 (4) | 0.048 (4) | −0.009 (3) | −0.008 (3) | −0.012 (3) |
N1B | 0.049 (3) | 0.068 (4) | 0.048 (4) | −0.003 (3) | −0.003 (3) | −0.009 (4) |
C11B | 0.042 (4) | 0.078 (5) | 0.048 (5) | 0.014 (4) | −0.003 (3) | −0.006 (5) |
C12B | 0.051 (4) | 0.088 (6) | 0.077 (6) | 0.003 (4) | −0.001 (4) | −0.010 (5) |
C13B | 0.075 (7) | 0.35 (2) | 0.114 (10) | 0.044 (10) | −0.005 (7) | −0.081 (13) |
C14B | 0.088 (7) | 0.30 (2) | 0.085 (9) | 0.007 (9) | −0.025 (7) | −0.022 (10) |
C15B | 0.085 (6) | 0.096 (7) | 0.047 (6) | −0.012 (5) | −0.016 (4) | −0.013 (5) |
C16B | 0.052 (5) | 0.070 (6) | 0.041 (5) | 0.010 (4) | −0.006 (4) | −0.022 (4) |
O2B | 0.074 (3) | 0.067 (4) | 0.071 (4) | 0.017 (3) | 0.004 (3) | −0.016 (3) |
N2B | 0.056 (4) | 0.056 (4) | 0.052 (4) | 0.003 (3) | 0.001 (3) | 0.011 (3) |
C17B | 0.047 (4) | 0.065 (5) | 0.053 (5) | −0.015 (4) | −0.006 (4) | −0.005 (4) |
C18B | 0.074 (5) | 0.079 (6) | 0.068 (6) | −0.016 (4) | 0.005 (5) | 0.006 (6) |
C19B | 0.050 (4) | 0.092 (6) | 0.071 (7) | 0.004 (5) | 0.014 (5) | 0.037 (6) |
C20B | 0.083 (6) | 0.124 (8) | 0.074 (8) | 0.013 (6) | 0.001 (5) | 0.022 (6) |
C21B | 0.126 (9) | 0.201 (13) | 0.048 (8) | −0.017 (10) | 0.009 (7) | 0.017 (9) |
C22B | 0.184 (12) | 0.140 (11) | 0.032 (7) | −0.041 (9) | 0.000 (9) | 0.013 (7) |
C23B | 0.211 (15) | 0.098 (9) | 0.084 (10) | 0.004 (9) | 0.061 (10) | 0.011 (8) |
C24B | 0.093 (7) | 0.110 (8) | 0.080 (8) | 0.002 (6) | −0.003 (6) | 0.032 (7) |
C25B | 0.053 (4) | 0.063 (5) | 0.074 (7) | −0.016 (4) | −0.010 (5) | 0.006 (5) |
O3B | 0.083 (4) | 0.099 (4) | 0.093 (5) | −0.042 (4) | 0.001 (3) | −0.007 (4) |
N3B | 0.072 (4) | 0.091 (5) | 0.054 (5) | −0.026 (4) | −0.011 (4) | −0.008 (4) |
C26B | 0.124 (7) | 0.089 (7) | 0.064 (7) | −0.022 (6) | −0.021 (5) | −0.008 (6) |
C27B | 0.163 (9) | 0.077 (7) | 0.082 (8) | 0.001 (7) | −0.022 (7) | 0.003 (7) |
C28B | 0.88 (5) | 0.140 (13) | 0.042 (8) | −0.26 (2) | −0.027 (16) | −0.005 (8) |
C29B | 0.56 (3) | 0.109 (11) | 0.077 (10) | 0.094 (17) | −0.016 (14) | −0.026 (10) |
N4B | 0.115 (6) | 0.091 (6) | 0.060 (6) | 0.005 (5) | 0.005 (5) | −0.002 (5) |
C30B | 0.197 (12) | 0.114 (9) | 0.089 (9) | −0.032 (8) | 0.034 (9) | −0.014 (8) |
C31B | 0.157 (9) | 0.110 (9) | 0.065 (8) | 0.029 (7) | −0.009 (7) | −0.014 (7) |
C32B | 0.130 (9) | 0.160 (11) | 0.085 (9) | −0.011 (8) | 0.034 (8) | −0.013 (8) |
C33B | 0.142 (9) | 0.097 (7) | 0.068 (8) | 0.032 (7) | 0.016 (7) | 0.023 (6) |
C34B | 0.208 (13) | 0.151 (12) | 0.126 (11) | 0.066 (10) | 0.095 (10) | 0.041 (10) |
C35B | 0.258 (16) | 0.33 (2) | 0.164 (13) | 0.228 (17) | 0.164 (13) | 0.183 (15) |
O4B | 0.095 (4) | 0.162 (6) | 0.068 (4) | 0.046 (4) | 0.014 (3) | 0.046 (5) |
C36B | 0.158 (11) | 0.31 (2) | 0.157 (13) | 0.158 (13) | 0.104 (10) | 0.159 (14) |
C37B | 0.187 (12) | 0.202 (14) | 0.130 (11) | 0.106 (12) | 0.083 (10) | 0.110 (11) |
C1A—C2A | 1.529 (13) | C1B—C2B | 1.518 (12) |
C2A—C9A | 1.365 (12) | C2B—C3B | 1.369 (12) |
C2A—C3A | 1.404 (14) | C2B—C9B | 1.382 (11) |
C3A—C4A | 1.386 (15) | C3B—C4B | 1.374 (12) |
C4A—C5A | 1.418 (14) | C4B—C5B | 1.387 (12) |
C5A—C8A | 1.396 (10) | C5B—C8B | 1.376 (10) |
C5A—C6A | 1.425 (13) | C5B—C6B | 1.442 (11) |
C6A—C7A | 1.334 (12) | C6B—C7B | 1.353 (10) |
C7A—C10A | 1.479 (12) | C7B—C10B | 1.467 (12) |
C7A—S1A | 1.737 (8) | C7B—S1B | 1.735 (7) |
S1A—C8A | 1.732 (8) | S1B—C8B | 1.745 (8) |
C8A—C9A | 1.391 (11) | C8B—C9B | 1.404 (10) |
C10A—O1A | 1.242 (10) | C10B—O1B | 1.222 (9) |
C10A—N1A | 1.361 (10) | C10B—N1B | 1.356 (9) |
N1A—C11A | 1.474 (11) | N1B—C11B | 1.477 (9) |
C11A—C12A | 1.516 (10) | C11B—C16B | 1.524 (10) |
C11A—C16A | 1.518 (11) | C11B—C15B | 1.542 (10) |
C11A—C15A | 1.537 (10) | C11B—C12B | 1.542 (9) |
C12A—C13A | 1.416 (14) | C12B—C13B | 1.451 (12) |
C13A—C14A | 1.422 (14) | C13B—C14B | 1.455 (14) |
C14A—C15A | 1.530 (11) | C14B—C15B | 1.503 (12) |
C16A—O2A | 1.244 (9) | C16B—O2B | 1.220 (8) |
C16A—N2A | 1.326 (8) | C16B—N2B | 1.348 (8) |
N2A—C17A | 1.445 (8) | N2B—C17B | 1.459 (8) |
C17A—C18A | 1.522 (9) | C17B—C25B | 1.524 (10) |
C17A—C25A | 1.532 (10) | C17B—C18B | 1.533 (10) |
C18A—C19A | 1.511 (11) | C18B—C19B | 1.501 (11) |
C19A—C20A | 1.385 (12) | C19B—C24B | 1.364 (12) |
C19A—C24A | 1.394 (12) | C19B—C20B | 1.370 (10) |
C20A—C21A | 1.365 (14) | C20B—C21B | 1.355 (13) |
C21A—C22A | 1.422 (17) | C21B—C22B | 1.335 (15) |
C22A—C23A | 1.323 (15) | C22B—C23B | 1.391 (16) |
C23A—C24A | 1.416 (12) | C23B—C24B | 1.369 (14) |
C25A—O3A | 1.229 (8) | C25B—O3B | 1.220 (8) |
C25A—N3A | 1.300 (10) | C25B—N3B | 1.336 (9) |
N3A—C26A | 1.504 (9) | N3B—C26B | 1.469 (10) |
C26A—C27A | 1.475 (10) | C26B—C27B | 1.453 (12) |
C27A—C31A | 1.511 (11) | C27B—C31B | 1.477 (13) |
C27A—C28A | 1.531 (10) | C27B—C28B | 1.549 (15) |
C28A—C29A | 1.512 (10) | C28B—C29B | 1.503 (19) |
C29A—N4A | 1.444 (11) | C29B—N4B | 1.361 (13) |
N4A—C32A | 1.428 (9) | N4B—C30B | 1.393 (12) |
N4A—C30A | 1.487 (10) | N4B—C32B | 1.453 (12) |
C30A—C31A | 1.487 (11) | C30B—C31B | 1.495 (13) |
C32A—C33A | 1.531 (10) | C32B—C33B | 1.446 (13) |
C33A—C34A | 1.487 (12) | C33B—C34B | 1.515 (13) |
C33A—C37A | 1.518 (11) | C33B—C37B | 1.525 (14) |
C34A—C35A | 1.499 (12) | C34B—C35B | 1.272 (15) |
C35A—O4A | 1.436 (10) | C35B—O4B | 1.389 (11) |
O4A—C36A | 1.390 (10) | O4B—C36B | 1.393 (11) |
C36A—C37A | 1.500 (11) | C36B—C37B | 1.198 (14) |
C9A—C2A—C3A | 119.8 (10) | C3B—C2B—C9B | 119.5 (9) |
C9A—C2A—C1A | 119.8 (11) | C3B—C2B—C1B | 120.4 (10) |
C3A—C2A—C1A | 120.4 (10) | C9B—C2B—C1B | 120.1 (10) |
C4A—C3A—C2A | 121.0 (10) | C2B—C3B—C4B | 122.1 (9) |
C3A—C4A—C5A | 119.6 (11) | C3B—C4B—C5B | 120.0 (9) |
C8A—C5A—C4A | 117.7 (10) | C8B—C5B—C4B | 117.7 (9) |
C8A—C5A—C6A | 114.6 (9) | C8B—C5B—C6B | 111.7 (8) |
C4A—C5A—C6A | 127.6 (10) | C4B—C5B—C6B | 130.4 (9) |
C7A—C6A—C5A | 111.4 (9) | C7B—C6B—C5B | 113.4 (7) |
C6A—C7A—C10A | 130.1 (8) | C6B—C7B—C10B | 129.5 (7) |
C6A—C7A—S1A | 113.2 (8) | C6B—C7B—S1B | 111.9 (7) |
C10A—C7A—S1A | 116.6 (7) | C10B—C7B—S1B | 118.5 (6) |
C8A—S1A—C7A | 91.9 (5) | C7B—S1B—C8B | 91.3 (4) |
C9A—C8A—C5A | 122.2 (8) | C5B—C8B—C9B | 122.7 (8) |
C9A—C8A—S1A | 128.9 (7) | C5B—C8B—S1B | 111.6 (7) |
C5A—C8A—S1A | 108.9 (7) | C9B—C8B—S1B | 125.6 (7) |
C2A—C9A—C8A | 119.7 (9) | C2B—C9B—C8B | 117.9 (9) |
O1A—C10A—N1A | 121.9 (9) | O1B—C10B—N1B | 123.0 (8) |
O1A—C10A—C7A | 120.0 (8) | O1B—C10B—C7B | 120.5 (8) |
N1A—C10A—C7A | 118.0 (8) | N1B—C10B—C7B | 116.4 (8) |
C10A—N1A—C11A | 122.5 (7) | C10B—N1B—C11B | 121.4 (7) |
N1A—C11A—C12A | 109.6 (7) | N1B—C11B—C16B | 111.4 (5) |
N1A—C11A—C16A | 110.6 (6) | N1B—C11B—C15B | 107.4 (6) |
C12A—C11A—C16A | 114.1 (8) | C16B—C11B—C15B | 110.0 (6) |
N1A—C11A—C15A | 110.4 (8) | N1B—C11B—C12B | 110.6 (6) |
C12A—C11A—C15A | 103.8 (6) | C16B—C11B—C12B | 111.7 (6) |
C16A—C11A—C15A | 108.1 (7) | C15B—C11B—C12B | 105.5 (6) |
C13A—C12A—C11A | 106.8 (9) | C13B—C12B—C11B | 105.4 (7) |
C12A—C13A—C14A | 110.4 (9) | C12B—C13B—C14B | 110.7 (8) |
C13A—C14A—C15A | 107.5 (8) | C13B—C14B—C15B | 108.8 (8) |
C14A—C15A—C11A | 104.8 (7) | C14B—C15B—C11B | 104.9 (7) |
O2A—C16A—N2A | 121.5 (8) | O2B—C16B—N2B | 122.0 (7) |
O2A—C16A—C11A | 116.8 (7) | O2B—C16B—C11B | 121.1 (7) |
N2A—C16A—C11A | 121.1 (8) | N2B—C16B—C11B | 116.8 (7) |
C16A—N2A—C17A | 121.8 (7) | C16B—N2B—C17B | 125.0 (6) |
N2A—C17A—C18A | 111.9 (6) | N2B—C17B—C25B | 113.8 (6) |
N2A—C17A—C25A | 113.5 (6) | N2B—C17B—C18B | 113.9 (5) |
C18A—C17A—C25A | 110.7 (5) | C25B—C17B—C18B | 108.0 (6) |
C19A—C18A—C17A | 117.4 (6) | C19B—C18B—C17B | 113.9 (7) |
C20A—C19A—C24A | 119.9 (9) | C24B—C19B—C20B | 115.8 (9) |
C20A—C19A—C18A | 119.3 (9) | C24B—C19B—C18B | 121.7 (7) |
C24A—C19A—C18A | 120.8 (8) | C20B—C19B—C18B | 122.3 (9) |
C21A—C20A—C19A | 120.0 (11) | C21B—C20B—C19B | 122.1 (10) |
C20A—C21A—C22A | 120.3 (12) | C22B—C21B—C20B | 121.2 (11) |
C23A—C22A—C21A | 119.2 (11) | C21B—C22B—C23B | 119.4 (11) |
C22A—C23A—C24A | 121.8 (12) | C24B—C23B—C22B | 117.9 (11) |
C19A—C24A—C23A | 118.5 (9) | C19B—C24B—C23B | 123.6 (10) |
O3A—C25A—N3A | 122.8 (7) | O3B—C25B—N3B | 121.7 (8) |
O3A—C25A—C17A | 119.8 (8) | O3B—C25B—C17B | 119.7 (8) |
N3A—C25A—C17A | 117.2 (7) | N3B—C25B—C17B | 118.4 (6) |
C25A—N3A—C26A | 122.8 (7) | C25B—N3B—C26B | 121.4 (7) |
C27A—C26A—N3A | 114.1 (6) | C27B—C26B—N3B | 115.1 (7) |
C26A—C27A—C31A | 114.5 (8) | C26B—C27B—C31B | 115.2 (10) |
C26A—C27A—C28A | 109.5 (6) | C26B—C27B—C28B | 107.8 (9) |
C31A—C27A—C28A | 107.7 (7) | C31B—C27B—C28B | 103.4 (11) |
C29A—C28A—C27A | 112.3 (7) | C29B—C28B—C27B | 109.9 (11) |
N4A—C29A—C28A | 110.0 (7) | N4B—C29B—C28B | 111.0 (15) |
C32A—N4A—C29A | 113.6 (8) | C29B—N4B—C30B | 107.9 (10) |
C32A—N4A—C30A | 111.2 (6) | C29B—N4B—C32B | 109.9 (10) |
C29A—N4A—C30A | 110.4 (7) | C30B—N4B—C32B | 117.2 (9) |
N4A—C30A—C31A | 112.8 (7) | N4B—C30B—C31B | 113.8 (10) |
C30A—C31A—C27A | 113.2 (8) | C27B—C31B—C30B | 109.2 (10) |
N4A—C32A—C33A | 116.0 (7) | C33B—C32B—N4B | 116.4 (9) |
C34A—C33A—C37A | 109.0 (8) | C32B—C33B—C34B | 114.8 (11) |
C34A—C33A—C32A | 112.6 (8) | C32B—C33B—C37B | 110.6 (10) |
C37A—C33A—C32A | 111.6 (7) | C34B—C33B—C37B | 109.3 (9) |
C33A—C34A—C35A | 113.9 (8) | C35B—C34B—C33B | 120.9 (11) |
O4A—C35A—C34A | 111.6 (8) | C34B—C35B—O4B | 121.9 (12) |
C36A—O4A—C35A | 109.0 (7) | C35B—O4B—C36B | 113.7 (8) |
O4A—C36A—C37A | 112.7 (9) | C37B—C36B—O4B | 127.6 (11) |
C36A—C37A—C33A | 111.6 (8) | C36B—C37B—C33B | 119.8 (10) |
Experimental details
(1) | (2) | |
Crystal data | ||
Chemical formula | C45H67N9O11S | C37H48N4O4S |
Mr | 942.14 | 644.85 |
Crystal system, space group | Orthorhombic, P212121 | Monoclinic, P21 |
Temperature (K) | 298 | 298 |
a, b, c (Å) | 11.359 (3), 18.383 (4), 23.325 (7) | 14.0346 (8), 9.8834 (7), 25.617 (2) |
α, β, γ (°) | 90, 90, 90 | 90, 98.152 (3), 90 |
V (Å3) | 4871 (2) | 3517.4 (4) |
Z | 4 | 4 |
Radiation type | Cu Kα | Cu Kα |
µ (mm−1) | 1.15 | 1.16 |
Crystal size (mm) | 0.6 × 0.4 × 0.3 | 0.4 × 0.4 × 0.3 |
Data collection | ||
Diffractometer | Three circles SMART CCD diffractometer | Three circles SMART CCD diffractometer |
Absorption correction | Empirical (using intensity measurements) SADABS (Sheldrick, 1996) | Empirical (using intensity measurements) SADABS (Sheldrick, 1996) |
Tmin, Tmax | 0.564, 0.705 | 0.665, 0.705 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 8834, 5411, 4612 | 13267, 7090, 5160 |
Rint | 0.037 | 0.043 |
θmax (°) | 56.5 | 57.1 |
(sin θ/λ)max (Å−1) | 0.541 | 0.544 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.052, 0.138, 1.03 | 0.075, 0.187, 1.07 |
No. of reflections | 5411 | 7090 |
No. of parameters | 597 | 831 |
No. of restraints | 0 | 1 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.54, −0.35 | 0.27, −0.18 |
Absolute structure | Flack H D (1983), Acta Cryst. A39, 876-881 | Flack H D (1983), Acta Cryst. A39, 876-881 |
Absolute structure parameter | 0.03 (3) | 0.07 (3) |
Computer programs: SMART, Siemens (1995), SAINT, Siemens (1995), Sir97 (Altomare, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farruggia, 1997), PARST97 (Nardelli, 1997).