Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803023195/cv6243sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803023195/cv6243Isup2.hkl |
CCDC reference: 227868
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990).
C30H25NO4 | Dx = 1.281 Mg m−3 |
Mr = 463.51 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Pbca | Cell parameters from 7716 reflections |
a = 12.8820 (6) Å | θ = 2.4–28.3° |
b = 12.1160 (5) Å | µ = 0.09 mm−1 |
c = 30.7987 (13) Å | T = 293 K |
V = 4807.0 (4) Å3 | Block, colourless |
Z = 8 | 0.60 × 0.56 × 0.54 mm |
F(000) = 1952 |
Siemens SMART CCD area-detector diffractometer | 5925 independent reflections |
Radiation source: fine-focus sealed tube | 4883 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.017 |
Detector resolution: 8.33 pixels mm-1 | θmax = 28.3°, θmin = 2.4° |
ω scans | h = −17→10 |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | k = −16→15 |
Tmin = 0.951, Tmax = 0.956 | l = −35→40 |
28443 measured reflections |
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)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.143 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.79 | w = 1/[σ2(Fo2) + (0.1093P)2 + 2.1064P] where P = (Fo2 + 2Fc2)/3 |
5925 reflections | (Δ/σ)max < 0.001 |
382 parameters | Δρmax = 0.27 e Å−3 |
0 restraints | Δρmin = −0.26 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
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 | ||
O1 | 0.05967 (7) | 0.23263 (9) | 0.28804 (3) | 0.0439 (2) | |
O2 | −0.30455 (7) | 0.04121 (8) | 0.27863 (4) | 0.0444 (2) | |
O3 | −0.39286 (8) | 0.24816 (9) | 0.33925 (4) | 0.0520 (3) | |
O4 | 0.06556 (9) | 0.19108 (10) | 0.41633 (4) | 0.0543 (3) | |
N1 | −0.18939 (8) | 0.15765 (8) | 0.31750 (3) | 0.0303 (2) | |
C1 | −0.16152 (9) | 0.14574 (10) | 0.38935 (4) | 0.0315 (2) | |
C2 | −0.23749 (9) | 0.15821 (10) | 0.35777 (4) | 0.0311 (2) | |
C3 | −0.24492 (10) | 0.13968 (10) | 0.27646 (4) | 0.0337 (3) | |
H3 | −0.2959 (12) | 0.1985 (13) | 0.2730 (5) | 0.035 (4)* | |
C4 | −0.17053 (12) | 0.13960 (12) | 0.23912 (4) | 0.0422 (3) | |
C5 | −0.06838 (11) | 0.14112 (12) | 0.24264 (4) | 0.0421 (3) | |
C6 | −0.01161 (10) | 0.14183 (11) | 0.28517 (4) | 0.0345 (3) | |
C7 | −0.08504 (8) | 0.14010 (9) | 0.32304 (4) | 0.0287 (2) | |
C8 | −0.06492 (9) | 0.13496 (10) | 0.36713 (4) | 0.0302 (2) | |
C9 | 0.04017 (9) | 0.12887 (10) | 0.38725 (4) | 0.0328 (2) | |
C10 | 0.11280 (9) | 0.04131 (10) | 0.37151 (4) | 0.0313 (2) | |
C11 | 0.07496 (10) | −0.05860 (11) | 0.35575 (5) | 0.0395 (3) | |
C12 | 0.14303 (13) | −0.14157 (13) | 0.34376 (5) | 0.0491 (3) | |
C13 | 0.24883 (13) | −0.12467 (14) | 0.34643 (5) | 0.0502 (4) | |
C14 | 0.28716 (11) | −0.02524 (14) | 0.36184 (5) | 0.0474 (3) | |
C15 | 0.21972 (10) | 0.05748 (12) | 0.37495 (4) | 0.0384 (3) | |
C16 | −0.17746 (10) | 0.14214 (12) | 0.43686 (4) | 0.0375 (3) | |
C17 | −0.23827 (12) | 0.22114 (14) | 0.45786 (5) | 0.0476 (3) | |
C18 | −0.25442 (16) | 0.2141 (2) | 0.50272 (6) | 0.0681 (6) | |
C19 | −0.20995 (18) | 0.1307 (2) | 0.52623 (6) | 0.0794 (7) | |
H19A | −0.2206 | 0.1269 | 0.5561 | 0.095* | |
C20 | −0.14976 (17) | 0.0527 (2) | 0.50602 (6) | 0.0755 (6) | |
H20A | −0.1201 | −0.0039 | 0.5222 | 0.091* | |
C21 | −0.13292 (14) | 0.05794 (16) | 0.46146 (5) | 0.0554 (4) | |
C22 | −0.35064 (9) | 0.17835 (10) | 0.36178 (4) | 0.0346 (3) | |
C23 | −0.41095 (9) | 0.11140 (11) | 0.39338 (4) | 0.0363 (3) | |
C24 | −0.38820 (12) | 0.00089 (13) | 0.39995 (5) | 0.0468 (3) | |
C25 | −0.45009 (14) | −0.06275 (16) | 0.42718 (7) | 0.0606 (4) | |
C26 | −0.53163 (13) | −0.01439 (18) | 0.44887 (6) | 0.0655 (5) | |
H26A | −0.5724 | −0.0566 | 0.4674 | 0.079* | |
C27 | −0.55329 (13) | 0.0953 (2) | 0.44335 (6) | 0.0635 (5) | |
C28 | −0.49457 (11) | 0.15898 (15) | 0.41507 (5) | 0.0482 (3) | |
C29 | 0.01103 (14) | 0.33777 (14) | 0.28699 (7) | 0.0585 (4) | |
H29A | 0.0631 | 0.3945 | 0.2876 | 0.088* | |
H29B | −0.0335 | 0.3455 | 0.3118 | 0.088* | |
H29C | −0.0293 | 0.3444 | 0.2609 | 0.088* | |
C30 | −0.24484 (14) | −0.05671 (13) | 0.28423 (7) | 0.0600 (4) | |
H30A | −0.2904 | −0.1179 | 0.2896 | 0.090* | |
H30B | −0.1987 | −0.0477 | 0.3085 | 0.090* | |
H30C | −0.2051 | −0.0706 | 0.2584 | 0.090* | |
H11 | −0.0042 (14) | −0.0701 (14) | 0.3541 (5) | 0.046 (4)* | |
H6 | 0.0324 (13) | 0.0776 (14) | 0.2859 (5) | 0.039 (4)* | |
H17 | −0.2693 (14) | 0.2799 (15) | 0.4410 (6) | 0.047 (4)* | |
H4 | −0.2060 (14) | 0.1345 (15) | 0.2113 (6) | 0.057 (5)* | |
H13 | 0.2953 (15) | −0.1832 (17) | 0.3376 (6) | 0.062 (5)* | |
H28 | −0.5090 (15) | 0.2391 (16) | 0.4093 (6) | 0.058 (5)* | |
H15 | 0.2444 (13) | 0.1271 (14) | 0.3863 (5) | 0.042 (4)* | |
H21 | −0.0936 (16) | −0.0012 (17) | 0.4466 (6) | 0.062 (5)* | |
H24 | −0.3288 (15) | −0.0302 (16) | 0.3849 (6) | 0.057 (5)* | |
H5 | −0.0256 (14) | 0.1404 (14) | 0.2174 (6) | 0.051 (5)* | |
H14 | 0.3584 (16) | −0.0134 (16) | 0.3636 (6) | 0.060 (5)* | |
H27 | −0.608 (2) | 0.132 (2) | 0.4594 (8) | 0.097 (8)* | |
H12 | 0.1149 (16) | −0.2147 (18) | 0.3342 (7) | 0.064 (5)* | |
H18 | −0.2974 (19) | 0.269 (2) | 0.5146 (8) | 0.083 (7)* | |
H25 | −0.4393 (18) | −0.141 (2) | 0.4304 (8) | 0.085 (7)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0287 (4) | 0.0545 (6) | 0.0485 (5) | −0.0077 (4) | 0.0035 (4) | 0.0006 (4) |
O2 | 0.0330 (5) | 0.0423 (5) | 0.0580 (6) | −0.0068 (4) | −0.0042 (4) | −0.0013 (4) |
O3 | 0.0399 (5) | 0.0570 (6) | 0.0591 (6) | 0.0165 (5) | 0.0047 (5) | 0.0187 (5) |
O4 | 0.0433 (6) | 0.0602 (7) | 0.0593 (7) | 0.0081 (5) | −0.0153 (5) | −0.0260 (5) |
N1 | 0.0263 (5) | 0.0354 (5) | 0.0292 (5) | 0.0010 (4) | −0.0005 (4) | 0.0030 (4) |
C1 | 0.0289 (5) | 0.0349 (6) | 0.0307 (5) | 0.0021 (4) | 0.0013 (4) | 0.0016 (4) |
C2 | 0.0276 (5) | 0.0342 (6) | 0.0316 (5) | 0.0019 (4) | 0.0023 (4) | 0.0028 (4) |
C3 | 0.0317 (6) | 0.0350 (6) | 0.0344 (6) | −0.0011 (5) | −0.0065 (5) | 0.0023 (4) |
C4 | 0.0481 (7) | 0.0496 (7) | 0.0289 (6) | −0.0081 (6) | −0.0048 (5) | 0.0017 (5) |
C5 | 0.0457 (7) | 0.0519 (7) | 0.0287 (6) | −0.0070 (6) | 0.0054 (5) | −0.0003 (5) |
C6 | 0.0306 (6) | 0.0405 (6) | 0.0323 (6) | 0.0000 (5) | 0.0047 (5) | 0.0001 (5) |
C7 | 0.0243 (5) | 0.0326 (5) | 0.0292 (5) | 0.0005 (4) | 0.0004 (4) | 0.0004 (4) |
C8 | 0.0264 (5) | 0.0339 (5) | 0.0304 (5) | 0.0014 (4) | −0.0005 (4) | 0.0000 (4) |
C9 | 0.0288 (5) | 0.0369 (6) | 0.0327 (6) | −0.0001 (4) | −0.0028 (4) | −0.0007 (4) |
C10 | 0.0288 (5) | 0.0354 (6) | 0.0298 (5) | 0.0019 (4) | −0.0016 (4) | 0.0024 (4) |
C11 | 0.0361 (6) | 0.0383 (6) | 0.0441 (7) | −0.0002 (5) | −0.0010 (5) | −0.0026 (5) |
C12 | 0.0549 (9) | 0.0402 (7) | 0.0521 (8) | 0.0053 (6) | 0.0045 (7) | −0.0061 (6) |
C13 | 0.0492 (8) | 0.0525 (8) | 0.0488 (8) | 0.0171 (7) | 0.0115 (7) | 0.0020 (6) |
C14 | 0.0310 (6) | 0.0647 (9) | 0.0465 (7) | 0.0077 (6) | 0.0039 (6) | 0.0065 (7) |
C15 | 0.0307 (6) | 0.0460 (7) | 0.0384 (6) | −0.0004 (5) | −0.0023 (5) | 0.0026 (5) |
C16 | 0.0319 (6) | 0.0506 (7) | 0.0299 (6) | −0.0059 (5) | 0.0013 (5) | 0.0011 (5) |
C17 | 0.0425 (7) | 0.0590 (9) | 0.0413 (7) | −0.0075 (7) | 0.0085 (6) | −0.0106 (6) |
C18 | 0.0626 (10) | 0.0948 (15) | 0.0470 (9) | −0.0235 (10) | 0.0188 (8) | −0.0245 (10) |
C19 | 0.0802 (14) | 0.1261 (19) | 0.0318 (8) | −0.0373 (13) | 0.0073 (8) | 0.0049 (10) |
C20 | 0.0767 (13) | 0.1067 (17) | 0.0432 (9) | −0.0175 (12) | −0.0101 (9) | 0.0281 (10) |
C21 | 0.0540 (9) | 0.0706 (11) | 0.0415 (8) | −0.0011 (8) | −0.0022 (7) | 0.0157 (7) |
C22 | 0.0280 (6) | 0.0374 (6) | 0.0383 (6) | 0.0039 (5) | 0.0012 (5) | 0.0019 (5) |
C23 | 0.0248 (5) | 0.0441 (7) | 0.0401 (6) | −0.0002 (5) | 0.0002 (5) | 0.0021 (5) |
C24 | 0.0377 (7) | 0.0436 (7) | 0.0590 (9) | −0.0008 (6) | 0.0017 (6) | 0.0038 (6) |
C25 | 0.0512 (9) | 0.0545 (9) | 0.0760 (12) | −0.0132 (7) | −0.0063 (8) | 0.0194 (8) |
C26 | 0.0420 (8) | 0.0917 (14) | 0.0626 (10) | −0.0184 (9) | 0.0007 (7) | 0.0269 (9) |
C27 | 0.0370 (8) | 0.0968 (14) | 0.0565 (9) | 0.0031 (8) | 0.0129 (7) | 0.0082 (10) |
C28 | 0.0342 (7) | 0.0596 (9) | 0.0509 (8) | 0.0084 (6) | 0.0070 (6) | 0.0029 (6) |
C29 | 0.0529 (9) | 0.0463 (8) | 0.0762 (11) | −0.0123 (7) | −0.0031 (8) | 0.0039 (8) |
C30 | 0.0535 (9) | 0.0358 (7) | 0.0907 (13) | −0.0040 (6) | 0.0099 (9) | −0.0013 (7) |
O1—C29 | 1.420 (2) | C14—C15 | 1.386 (2) |
O1—C6 | 1.4357 (16) | C14—H14 | 0.93 (2) |
O2—C3 | 1.4205 (15) | C15—H15 | 0.966 (17) |
O2—C30 | 1.4245 (19) | C16—C21 | 1.394 (2) |
O3—C22 | 1.2219 (16) | C16—C17 | 1.396 (2) |
O4—C9 | 1.2154 (15) | C17—C18 | 1.400 (2) |
N1—C7 | 1.3717 (14) | C17—H17 | 0.968 (18) |
N1—C2 | 1.3865 (15) | C18—C19 | 1.368 (4) |
N1—C3 | 1.4687 (15) | C18—H18 | 0.94 (3) |
C1—C2 | 1.3879 (16) | C19—C20 | 1.372 (4) |
C1—C8 | 1.4260 (16) | C19—H19A | 0.9300 |
C1—C16 | 1.4784 (17) | C20—C21 | 1.391 (2) |
C2—C22 | 1.4831 (16) | C20—H20A | 0.9300 |
C3—C4 | 1.4968 (19) | C21—H21 | 0.99 (2) |
C3—H3 | 0.975 (16) | C22—C23 | 1.4862 (18) |
C4—C5 | 1.320 (2) | C23—C24 | 1.385 (2) |
C4—H4 | 0.973 (19) | C23—C28 | 1.3924 (19) |
C5—C6 | 1.5002 (18) | C24—C25 | 1.390 (2) |
C5—H5 | 0.954 (18) | C24—H24 | 0.97 (2) |
C6—C7 | 1.5019 (16) | C25—C26 | 1.376 (3) |
C6—H6 | 0.963 (17) | C25—H25 | 0.96 (2) |
C7—C8 | 1.3839 (16) | C26—C27 | 1.368 (3) |
C8—C9 | 1.4907 (16) | C26—H26A | 0.9300 |
C9—C10 | 1.4952 (17) | C27—C28 | 1.388 (2) |
C10—C11 | 1.3923 (18) | C27—H27 | 0.97 (3) |
C10—C15 | 1.3953 (17) | C28—H28 | 1.005 (19) |
C11—C12 | 1.384 (2) | C29—H29A | 0.9600 |
C11—H11 | 1.031 (18) | C29—H29B | 0.9600 |
C12—C13 | 1.381 (2) | C29—H29C | 0.9600 |
C12—H12 | 1.00 (2) | C30—H30A | 0.9600 |
C13—C14 | 1.386 (2) | C30—H30B | 0.9600 |
C13—H13 | 0.97 (2) | C30—H30C | 0.9600 |
C29—O1—C6 | 113.82 (10) | C14—C15—H15 | 122.0 (10) |
C3—O2—C30 | 114.41 (11) | C10—C15—H15 | 118.4 (10) |
C7—N1—C2 | 109.11 (9) | C21—C16—C17 | 118.76 (14) |
C7—N1—C3 | 124.16 (10) | C21—C16—C1 | 120.15 (13) |
C2—N1—C3 | 123.57 (10) | C17—C16—C1 | 121.08 (13) |
C2—C1—C8 | 106.80 (10) | C16—C17—C18 | 119.91 (18) |
C2—C1—C16 | 126.79 (11) | C16—C17—H17 | 119.2 (10) |
C8—C1—C16 | 126.40 (11) | C18—C17—H17 | 120.9 (10) |
N1—C2—C1 | 108.13 (10) | C19—C18—C17 | 120.3 (2) |
N1—C2—C22 | 120.96 (10) | C19—C18—H18 | 124.4 (15) |
C1—C2—C22 | 130.74 (11) | C17—C18—H18 | 115.2 (16) |
O2—C3—N1 | 110.33 (10) | C18—C19—C20 | 120.32 (16) |
O2—C3—C4 | 112.45 (11) | C18—C19—H19A | 119.8 |
N1—C3—C4 | 110.45 (10) | C20—C19—H19A | 119.8 |
O2—C3—H3 | 104.8 (9) | C19—C20—C21 | 120.32 (19) |
N1—C3—H3 | 108.2 (9) | C19—C20—H20A | 119.8 |
C4—C3—H3 | 110.4 (9) | C21—C20—H20A | 119.8 |
C5—C4—C3 | 125.11 (12) | C20—C21—C16 | 120.34 (19) |
C5—C4—H4 | 122.7 (11) | C20—C21—H21 | 120.2 (12) |
C3—C4—H4 | 112.1 (11) | C16—C21—H21 | 119.4 (12) |
C4—C5—C6 | 123.88 (12) | O3—C22—C2 | 120.28 (11) |
C4—C5—H5 | 120.6 (11) | O3—C22—C23 | 121.13 (11) |
C6—C5—H5 | 115.6 (11) | C2—C22—C23 | 118.59 (10) |
O1—C6—C5 | 111.72 (10) | C24—C23—C28 | 119.58 (13) |
O1—C6—C7 | 111.44 (10) | C24—C23—C22 | 120.83 (12) |
C5—C6—C7 | 111.77 (11) | C28—C23—C22 | 119.51 (13) |
O1—C6—H6 | 104.0 (10) | C23—C24—C25 | 120.18 (15) |
C5—C6—H6 | 107.6 (9) | C23—C24—H24 | 118.1 (11) |
C7—C6—H6 | 109.9 (9) | C25—C24—H24 | 121.7 (11) |
N1—C7—C8 | 108.21 (10) | C26—C25—C24 | 119.63 (17) |
N1—C7—C6 | 121.23 (10) | C26—C25—H25 | 118.6 (15) |
C8—C7—C6 | 130.15 (10) | C24—C25—H25 | 121.7 (15) |
C7—C8—C1 | 107.66 (10) | C27—C26—C25 | 120.60 (16) |
C7—C8—C9 | 125.46 (10) | C27—C26—H26A | 119.7 |
C1—C8—C9 | 126.70 (11) | C25—C26—H26A | 119.7 |
O4—C9—C8 | 121.33 (11) | C26—C27—C28 | 120.44 (17) |
O4—C9—C10 | 120.70 (11) | C26—C27—H27 | 122.0 (16) |
C8—C9—C10 | 117.94 (10) | C28—C27—H27 | 117.5 (16) |
C11—C10—C15 | 119.61 (12) | C27—C28—C23 | 119.51 (16) |
C11—C10—C9 | 120.72 (11) | C27—C28—H28 | 123.3 (11) |
C15—C10—C9 | 119.57 (11) | C23—C28—H28 | 117.2 (11) |
C12—C11—C10 | 120.18 (13) | O1—C29—H29A | 109.5 |
C12—C11—H11 | 121.1 (9) | O1—C29—H29B | 109.5 |
C10—C11—H11 | 118.7 (9) | H29A—C29—H29B | 109.5 |
C13—C12—C11 | 120.11 (15) | O1—C29—H29C | 109.5 |
C13—C12—H12 | 120.4 (12) | H29A—C29—H29C | 109.5 |
C11—C12—H12 | 119.5 (12) | H29B—C29—H29C | 109.5 |
C12—C13—C14 | 120.07 (14) | O2—C30—H30A | 109.5 |
C12—C13—H13 | 119.1 (12) | O2—C30—H30B | 109.5 |
C14—C13—H13 | 120.9 (12) | H30A—C30—H30B | 109.5 |
C13—C14—C15 | 120.32 (13) | O2—C30—H30C | 109.5 |
C13—C14—H14 | 120.4 (12) | H30A—C30—H30C | 109.5 |
C15—C14—H14 | 119.3 (12) | H30B—C30—H30C | 109.5 |
C14—C15—C10 | 119.67 (13) | ||
C7—N1—C2—C1 | 2.68 (13) | O4—C9—C10—C11 | 148.39 (14) |
C3—N1—C2—C1 | 163.27 (11) | C8—C9—C10—C11 | −29.77 (17) |
C7—N1—C2—C22 | 178.45 (11) | O4—C9—C10—C15 | −27.96 (19) |
C3—N1—C2—C22 | −20.96 (17) | C8—C9—C10—C15 | 153.89 (11) |
C8—C1—C2—N1 | −1.28 (13) | C15—C10—C11—C12 | 0.3 (2) |
C16—C1—C2—N1 | 179.78 (12) | C9—C10—C11—C12 | −176.05 (13) |
C8—C1—C2—C22 | −176.49 (12) | C10—C11—C12—C13 | −1.5 (2) |
C16—C1—C2—C22 | 4.6 (2) | C11—C12—C13—C14 | 1.1 (2) |
C30—O2—C3—N1 | −63.02 (15) | C12—C13—C14—C15 | 0.5 (2) |
C30—O2—C3—C4 | 60.77 (16) | C13—C14—C15—C10 | −1.7 (2) |
C7—N1—C3—O2 | 104.85 (13) | C11—C10—C15—C14 | 1.28 (19) |
C2—N1—C3—O2 | −52.85 (15) | C9—C10—C15—C14 | 177.67 (12) |
C7—N1—C3—C4 | −20.09 (16) | C2—C1—C16—C21 | 130.50 (15) |
C2—N1—C3—C4 | −177.79 (11) | C8—C1—C16—C21 | −48.24 (19) |
O2—C3—C4—C5 | −115.64 (16) | C2—C1—C16—C17 | −48.44 (19) |
N1—C3—C4—C5 | 8.1 (2) | C8—C1—C16—C17 | 132.81 (14) |
C3—C4—C5—C6 | 0.7 (2) | C21—C16—C17—C18 | −0.7 (2) |
C29—O1—C6—C5 | 63.49 (15) | C1—C16—C17—C18 | 178.25 (14) |
C29—O1—C6—C7 | −62.34 (15) | C16—C17—C18—C19 | 0.7 (3) |
C4—C5—C6—O1 | −125.40 (15) | C17—C18—C19—C20 | −0.5 (3) |
C4—C5—C6—C7 | 0.2 (2) | C18—C19—C20—C21 | 0.3 (3) |
C2—N1—C7—C8 | −3.03 (13) | C19—C20—C21—C16 | −0.3 (3) |
C3—N1—C7—C8 | −163.48 (10) | C17—C16—C21—C20 | 0.5 (2) |
C2—N1—C7—C6 | −176.41 (10) | C1—C16—C21—C20 | −178.45 (16) |
C3—N1—C7—C6 | 23.13 (17) | N1—C2—C22—O3 | −40.25 (19) |
O1—C6—C7—N1 | 114.19 (12) | C1—C2—C22—O3 | 134.44 (15) |
C5—C6—C7—N1 | −11.61 (16) | N1—C2—C22—C23 | 139.27 (12) |
O1—C6—C7—C8 | −57.58 (17) | C1—C2—C22—C23 | −46.04 (19) |
C5—C6—C7—C8 | 176.62 (12) | O3—C22—C23—C24 | 142.25 (15) |
N1—C7—C8—C1 | 2.19 (13) | C2—C22—C23—C24 | −37.27 (18) |
C6—C7—C8—C1 | 174.79 (12) | O3—C22—C23—C28 | −34.6 (2) |
N1—C7—C8—C9 | −173.10 (11) | C2—C22—C23—C28 | 145.89 (13) |
C6—C7—C8—C9 | −0.5 (2) | C28—C23—C24—C25 | 1.6 (2) |
C2—C1—C8—C7 | −0.55 (13) | C22—C23—C24—C25 | −175.21 (14) |
C16—C1—C8—C7 | 178.40 (12) | C23—C24—C25—C26 | −2.5 (3) |
C2—C1—C8—C9 | 174.67 (11) | C24—C25—C26—C27 | 1.0 (3) |
C16—C1—C8—C9 | −6.4 (2) | C25—C26—C27—C28 | 1.3 (3) |
C7—C8—C9—O4 | 129.64 (15) | C26—C27—C28—C23 | −2.2 (3) |
C1—C8—C9—O4 | −44.76 (19) | C24—C23—C28—C27 | 0.7 (2) |
C7—C8—C9—C10 | −52.22 (17) | C22—C23—C28—C27 | 177.59 (15) |
C1—C8—C9—C10 | 133.38 (13) |
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3···O3 | 0.98 (2) | 2.47 (2) | 3.017 (2) | 115 (1) |
C30—H30B···N1 | 0.96 | 2.51 | 2.882 (2) | 103 |