Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229621000280/cu3167sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229621000280/cu3167Isup2.hkl | |
Text file https://doi.org/10.1107/S2053229621000280/cu3167sup3.txt | |
Text file https://doi.org/10.1107/S2053229621000280/cu3167sup4.txt |
CCDC reference: 2054808
Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2 (Bruker, 2005); data reduction: APEX2 (Bruker, 2005); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: CAMERON (Watkin et al., 1996); software used to prepare material for publication: PLATON (Spek, 2020), enCIFer (Allen et al., 2004) and publCIF (Westrip, 2010).
C22H30O4 | F(000) = 1551.985 |
Mr = 358.48 | Dx = 1.212 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 9857 reflections |
a = 11.4069 (4) Å | θ = 2.4–30.0° |
b = 17.9819 (7) Å | µ = 0.08 mm−1 |
c = 19.1565 (7) Å | T = 120 K |
V = 3929.3 (3) Å3 | Prism fragment, colourless |
Z = 8 | 0.60 × 0.57 × 0.55 mm |
Bruker-Nonius Kappa APEXII diffractometer | 5129 reflections with I > 2.0σ(I) |
Graphite monochromator | Rint = 0.025 |
φ & ω scans | θmax = 28.3°, θmin = 1.6° |
Absorption correction: numerical APEX2 (Bruker, 2005) | h = −15→11 |
Tmin = 0.95, Tmax = 0.96 | k = −23→23 |
27315 measured reflections | l = −25→25 |
5394 independent reflections |
Refinement on F2 | Primary atom site location: other |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.032 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.084 | Method = Modified Sheldrick
w = 1/[σ2(F2) + ( 0.05P)2 + 0.63P], where P = (max(Fo2,0) + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max = 0.001 |
5394 reflections | Δρmax = 0.28 e Å−3 |
485 parameters | Δρmin = −0.23 e Å−3 |
0 restraints |
x | y | z | Uiso*/Ueq | ||
O1 | −0.28826 (10) | 0.55121 (6) | 0.64471 (5) | 0.0228 | |
O15 | −0.05035 (11) | 0.68684 (6) | 0.80269 (6) | 0.0221 | |
O17 | 0.16067 (10) | 0.71275 (7) | 0.76716 (6) | 0.0251 | |
O18 | 0.20719 (11) | 0.70768 (7) | 0.65491 (6) | 0.0285 | |
O101 | 0.89691 (9) | 0.87119 (6) | 0.78699 (5) | 0.0197 | |
O115 | 0.56771 (10) | 0.83424 (6) | 0.64098 (5) | 0.0191 | |
O117 | 0.37570 (9) | 0.79710 (6) | 0.69720 (5) | 0.0212 | |
O118 | 0.37530 (11) | 0.75361 (7) | 0.80563 (6) | 0.0253 | |
C2 | −0.18612 (13) | 0.58341 (8) | 0.66511 (7) | 0.0183 | |
C3 | −0.09812 (13) | 0.58235 (8) | 0.61439 (7) | 0.0193 | |
C4 | 0.00986 (13) | 0.61426 (8) | 0.62523 (7) | 0.0173 | |
C5 | 0.02835 (13) | 0.65202 (8) | 0.68990 (7) | 0.0165 | |
C6 | −0.06129 (13) | 0.65073 (8) | 0.74122 (7) | 0.0166 | |
C7 | −0.16771 (13) | 0.61310 (8) | 0.73123 (7) | 0.0166 | |
C8 | −0.25942 (13) | 0.60371 (8) | 0.78814 (7) | 0.0178 | |
C9 | −0.21044 (14) | 0.58081 (9) | 0.85860 (7) | 0.0213 | |
C10 | −0.26620 (14) | 0.53594 (9) | 0.90258 (8) | 0.0240 | |
C11 | −0.38501 (16) | 0.50359 (11) | 0.88708 (9) | 0.0327 | |
C12 | −0.44159 (14) | 0.53521 (10) | 0.82096 (9) | 0.0277 | |
C13 | −0.34747 (13) | 0.54400 (8) | 0.76493 (8) | 0.0191 | |
C14 | −0.39026 (13) | 0.55734 (8) | 0.69042 (8) | 0.0210 | |
C16 | 0.13587 (13) | 0.69202 (8) | 0.70678 (7) | 0.0181 | |
C19 | −0.21365 (17) | 0.51437 (10) | 0.97178 (8) | 0.0315 | |
C20 | −0.46924 (15) | 0.49555 (10) | 0.66424 (10) | 0.0296 | |
C21 | −0.44607 (17) | 0.63335 (10) | 0.67883 (10) | 0.0318 | |
C22 | 0.10228 (13) | 0.59999 (8) | 0.56999 (7) | 0.0198 | |
C23 | 0.18865 (14) | 0.53919 (9) | 0.59334 (8) | 0.0244 | |
C24 | 0.26584 (14) | 0.50943 (9) | 0.53464 (8) | 0.0243 | |
C25 | 0.19819 (17) | 0.46847 (11) | 0.47818 (9) | 0.0319 | |
C26 | 0.2733 (2) | 0.41759 (11) | 0.43408 (10) | 0.0420 | |
C102 | 0.78449 (13) | 0.85051 (8) | 0.77527 (7) | 0.0168 | |
C103 | 0.71770 (13) | 0.83850 (8) | 0.83553 (7) | 0.0184 | |
C104 | 0.60106 (13) | 0.81924 (8) | 0.83237 (7) | 0.0165 | |
C105 | 0.54740 (13) | 0.81357 (8) | 0.76555 (7) | 0.0156 | |
C106 | 0.61546 (13) | 0.83032 (7) | 0.70533 (7) | 0.0151 | |
C107 | 0.73625 (12) | 0.84333 (7) | 0.70893 (7) | 0.0150 | |
C108 | 0.81054 (12) | 0.85459 (8) | 0.64427 (7) | 0.0159 | |
C109 | 0.79494 (13) | 0.79704 (8) | 0.58704 (7) | 0.0184 | |
C110 | 0.87958 (14) | 0.78000 (9) | 0.54231 (7) | 0.0210 | |
C111 | 1.00041 (14) | 0.81374 (10) | 0.54567 (8) | 0.0264 | |
C112 | 1.01288 (14) | 0.87550 (9) | 0.60037 (8) | 0.0241 | |
C113 | 0.94034 (13) | 0.85610 (8) | 0.66481 (7) | 0.0171 | |
C114 | 0.96037 (13) | 0.90525 (8) | 0.72853 (7) | 0.0194 | |
C116 | 0.42738 (13) | 0.78905 (8) | 0.75428 (7) | 0.0172 | |
C119 | 0.86211 (16) | 0.72440 (10) | 0.48467 (8) | 0.0282 | |
C120 | 1.08711 (14) | 0.90462 (10) | 0.75268 (8) | 0.0266 | |
C121 | 0.91637 (16) | 0.98449 (9) | 0.72018 (8) | 0.0263 | |
C122 | 0.53829 (14) | 0.80968 (8) | 0.90157 (7) | 0.0194 | |
C123 | 0.56377 (16) | 0.73488 (9) | 0.93581 (8) | 0.0258 | |
C124 | 0.50727 (16) | 0.72753 (10) | 1.00802 (8) | 0.0294 | |
C125 | 0.55761 (16) | 0.66374 (11) | 1.05117 (9) | 0.0317 | |
C126 | 0.68259 (17) | 0.67740 (12) | 1.07415 (9) | 0.0361 | |
H31 | −0.1137 | 0.5571 | 0.5710 | 0.0229* | |
H81 | −0.3008 | 0.6510 | 0.7944 | 0.0211* | |
H91 | −0.1370 | 0.5995 | 0.8740 | 0.0256* | |
H111 | −0.3775 | 0.4483 | 0.8814 | 0.0400* | |
H112 | −0.4350 | 0.5126 | 0.9274 | 0.0405* | |
H121 | −0.5026 | 0.5008 | 0.8047 | 0.0334* | |
H122 | −0.4753 | 0.5834 | 0.8300 | 0.0330* | |
H131 | −0.3034 | 0.4968 | 0.7636 | 0.0211* | |
H151 | 0.015 (2) | 0.7022 (15) | 0.8025 (13) | 0.049 (7)* | |
H181 | 0.258 (2) | 0.7353 (12) | 0.6710 (11) | 0.033 (6)* | |
H191 | −0.1338 | 0.5346 | 0.9773 | 0.0458* | |
H192 | −0.2105 | 0.4607 | 0.9769 | 0.0475* | |
H193 | −0.2589 | 0.5339 | 1.0102 | 0.0461* | |
H201 | −0.5445 | 0.4993 | 0.6869 | 0.0437* | |
H202 | −0.4344 | 0.4485 | 0.6747 | 0.0431* | |
H203 | −0.4832 | 0.4999 | 0.6144 | 0.0435* | |
H211 | −0.5125 | 0.6398 | 0.7108 | 0.0480* | |
H212 | −0.4746 | 0.6360 | 0.6305 | 0.0474* | |
H213 | −0.3888 | 0.6728 | 0.6881 | 0.0464* | |
H221 | 0.1455 | 0.6450 | 0.5581 | 0.0245* | |
H222 | 0.0622 | 0.5837 | 0.5281 | 0.0240* | |
H231 | 0.2376 | 0.5605 | 0.6312 | 0.0295* | |
H232 | 0.1439 | 0.4979 | 0.6124 | 0.0288* | |
H241 | 0.3074 | 0.5510 | 0.5139 | 0.0304* | |
H242 | 0.3217 | 0.4745 | 0.5562 | 0.0302* | |
H251 | 0.1594 | 0.5054 | 0.4474 | 0.0397* | |
H252 | 0.1376 | 0.4388 | 0.5014 | 0.0383* | |
H261 | 0.3034 | 0.3768 | 0.4630 | 0.0623* | |
H262 | 0.3400 | 0.4458 | 0.4148 | 0.0641* | |
H263 | 0.2280 | 0.3966 | 0.3965 | 0.0624* | |
H1031 | 0.7540 | 0.8441 | 0.8795 | 0.0209* | |
H1081 | 0.7887 | 0.9030 | 0.6239 | 0.0199* | |
H1091 | 0.7201 | 0.7732 | 0.5826 | 0.0234* | |
H1111 | 1.0203 | 0.8332 | 0.4996 | 0.0333* | |
H1112 | 1.0533 | 0.7738 | 0.5583 | 0.0313* | |
H1121 | 0.9854 | 0.9225 | 0.5812 | 0.0285* | |
H1122 | 1.0961 | 0.8800 | 0.6123 | 0.0298* | |
H1131 | 0.9636 | 0.8058 | 0.6781 | 0.0203* | |
H1151 | 0.498 (2) | 0.8265 (13) | 0.6449 (12) | 0.040 (6)* | |
H1181 | 0.307 (2) | 0.7452 (13) | 0.7919 (12) | 0.040 (6)* | |
H1191 | 0.7866 | 0.7008 | 0.4874 | 0.0416* | |
H1192 | 0.8687 | 0.7494 | 0.4407 | 0.0413* | |
H1193 | 0.9223 | 0.6870 | 0.4862 | 0.0423* | |
H1201 | 1.1152 | 0.8529 | 0.7569 | 0.0390* | |
H1202 | 1.0935 | 0.9292 | 0.7976 | 0.0391* | |
H1203 | 1.1343 | 0.9315 | 0.7201 | 0.0396* | |
H1211 | 0.8334 | 0.9860 | 0.7105 | 0.0387* | |
H1212 | 0.9586 | 1.0084 | 0.6833 | 0.0376* | |
H1213 | 0.9304 | 1.0107 | 0.7629 | 0.0384* | |
H1221 | 0.4544 | 0.8151 | 0.8956 | 0.0231* | |
H1222 | 0.5670 | 0.8494 | 0.9332 | 0.0223* | |
H1231 | 0.5347 | 0.6965 | 0.9060 | 0.0308* | |
H1232 | 0.6497 | 0.7293 | 0.9403 | 0.0310* | |
H1241 | 0.4239 | 0.7206 | 1.0021 | 0.0350* | |
H1242 | 0.5216 | 0.7747 | 1.0341 | 0.0340* | |
H1251 | 0.5542 | 0.6173 | 1.0241 | 0.0369* | |
H1252 | 0.5075 | 0.6581 | 1.0928 | 0.0384* | |
H1261 | 0.7330 | 0.6804 | 1.0325 | 0.0526* | |
H1262 | 0.6885 | 0.7250 | 1.0994 | 0.0544* | |
H1263 | 0.7103 | 0.6365 | 1.1030 | 0.0537* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0162 (5) | 0.0285 (5) | 0.0236 (5) | −0.0059 (4) | −0.0014 (4) | −0.0051 (4) |
O15 | 0.0198 (5) | 0.0274 (5) | 0.0192 (5) | −0.0088 (5) | 0.0041 (4) | −0.0066 (4) |
O17 | 0.0190 (5) | 0.0378 (6) | 0.0186 (5) | −0.0113 (5) | 0.0016 (4) | −0.0038 (5) |
O18 | 0.0221 (6) | 0.0442 (7) | 0.0191 (5) | −0.0163 (5) | 0.0032 (5) | −0.0023 (5) |
O101 | 0.0165 (5) | 0.0265 (5) | 0.0162 (4) | −0.0074 (4) | −0.0022 (4) | 0.0018 (4) |
O115 | 0.0135 (5) | 0.0305 (6) | 0.0132 (4) | −0.0020 (4) | −0.0016 (4) | 0.0015 (4) |
O117 | 0.0150 (5) | 0.0306 (5) | 0.0180 (5) | −0.0046 (4) | −0.0020 (4) | 0.0018 (4) |
O118 | 0.0170 (5) | 0.0414 (7) | 0.0176 (5) | −0.0101 (5) | 0.0010 (4) | 0.0026 (5) |
C2 | 0.0157 (7) | 0.0170 (6) | 0.0222 (6) | −0.0016 (5) | −0.0029 (6) | 0.0005 (5) |
C3 | 0.0205 (7) | 0.0206 (6) | 0.0169 (6) | −0.0015 (6) | −0.0023 (5) | −0.0014 (5) |
C4 | 0.0181 (7) | 0.0184 (6) | 0.0155 (6) | −0.0004 (5) | 0.0004 (5) | 0.0009 (5) |
C5 | 0.0151 (6) | 0.0177 (6) | 0.0166 (6) | −0.0020 (5) | 0.0000 (5) | 0.0008 (5) |
C6 | 0.0166 (7) | 0.0162 (6) | 0.0170 (6) | −0.0013 (5) | −0.0001 (5) | 0.0009 (5) |
C7 | 0.0149 (6) | 0.0160 (6) | 0.0190 (6) | −0.0009 (5) | 0.0001 (5) | 0.0000 (5) |
C8 | 0.0137 (6) | 0.0182 (6) | 0.0215 (6) | −0.0019 (5) | 0.0031 (5) | −0.0021 (5) |
C9 | 0.0180 (7) | 0.0259 (7) | 0.0199 (6) | −0.0018 (6) | 0.0030 (6) | −0.0012 (6) |
C10 | 0.0225 (7) | 0.0264 (7) | 0.0231 (7) | −0.0006 (6) | 0.0073 (6) | −0.0013 (6) |
C11 | 0.0266 (8) | 0.0418 (10) | 0.0298 (8) | −0.0112 (8) | 0.0102 (7) | 0.0025 (7) |
C12 | 0.0159 (7) | 0.0331 (8) | 0.0341 (8) | −0.0068 (6) | 0.0068 (6) | −0.0033 (7) |
C13 | 0.0137 (6) | 0.0180 (6) | 0.0257 (7) | −0.0031 (5) | 0.0020 (6) | −0.0004 (5) |
C14 | 0.0137 (7) | 0.0201 (7) | 0.0292 (7) | −0.0006 (5) | −0.0006 (6) | −0.0011 (6) |
C16 | 0.0157 (7) | 0.0210 (6) | 0.0176 (6) | −0.0023 (5) | 0.0006 (5) | 0.0015 (5) |
C19 | 0.0343 (9) | 0.0372 (9) | 0.0229 (7) | 0.0005 (8) | 0.0096 (7) | 0.0052 (6) |
C20 | 0.0205 (8) | 0.0309 (8) | 0.0373 (8) | −0.0088 (7) | −0.0035 (7) | −0.0044 (7) |
C21 | 0.0288 (9) | 0.0267 (8) | 0.0398 (9) | 0.0071 (7) | −0.0070 (8) | 0.0003 (7) |
C22 | 0.0189 (7) | 0.0251 (7) | 0.0154 (6) | −0.0003 (6) | 0.0018 (5) | −0.0003 (5) |
C23 | 0.0233 (8) | 0.0310 (8) | 0.0190 (6) | 0.0049 (7) | 0.0000 (6) | 0.0016 (6) |
C24 | 0.0186 (7) | 0.0301 (8) | 0.0241 (7) | 0.0016 (6) | 0.0031 (6) | 0.0006 (6) |
C25 | 0.0280 (9) | 0.0379 (9) | 0.0297 (8) | 0.0009 (8) | 0.0024 (7) | −0.0057 (7) |
C26 | 0.0554 (13) | 0.0403 (10) | 0.0304 (8) | 0.0111 (10) | 0.0019 (9) | −0.0064 (8) |
C102 | 0.0156 (7) | 0.0180 (6) | 0.0169 (6) | −0.0028 (5) | −0.0010 (5) | 0.0000 (5) |
C103 | 0.0193 (7) | 0.0229 (7) | 0.0130 (5) | −0.0032 (6) | −0.0021 (5) | −0.0008 (5) |
C104 | 0.0183 (7) | 0.0179 (6) | 0.0133 (5) | −0.0007 (5) | 0.0005 (5) | −0.0004 (5) |
C105 | 0.0140 (6) | 0.0176 (6) | 0.0151 (6) | −0.0009 (5) | 0.0009 (5) | −0.0011 (5) |
C106 | 0.0160 (6) | 0.0161 (6) | 0.0133 (5) | −0.0003 (5) | −0.0014 (5) | −0.0004 (5) |
C107 | 0.0154 (6) | 0.0161 (6) | 0.0136 (5) | −0.0011 (5) | 0.0013 (5) | −0.0005 (5) |
C108 | 0.0148 (6) | 0.0191 (6) | 0.0138 (5) | −0.0012 (5) | 0.0004 (5) | 0.0010 (5) |
C109 | 0.0168 (7) | 0.0236 (7) | 0.0150 (6) | 0.0001 (6) | −0.0026 (5) | −0.0005 (5) |
C110 | 0.0208 (7) | 0.0277 (7) | 0.0144 (6) | 0.0030 (6) | −0.0015 (6) | 0.0014 (5) |
C111 | 0.0205 (7) | 0.0397 (9) | 0.0190 (6) | 0.0013 (7) | 0.0053 (6) | 0.0007 (6) |
C112 | 0.0174 (7) | 0.0325 (8) | 0.0224 (7) | −0.0040 (6) | 0.0036 (6) | 0.0046 (6) |
C113 | 0.0142 (6) | 0.0198 (6) | 0.0173 (6) | −0.0027 (5) | 0.0006 (5) | 0.0023 (5) |
C114 | 0.0176 (7) | 0.0231 (7) | 0.0176 (6) | −0.0068 (6) | 0.0001 (5) | 0.0010 (5) |
C116 | 0.0146 (6) | 0.0203 (6) | 0.0168 (6) | −0.0007 (5) | 0.0019 (5) | −0.0022 (5) |
C119 | 0.0266 (8) | 0.0403 (9) | 0.0176 (6) | 0.0096 (7) | −0.0020 (6) | −0.0065 (6) |
C120 | 0.0180 (7) | 0.0357 (9) | 0.0261 (7) | −0.0107 (7) | −0.0030 (6) | 0.0007 (6) |
C121 | 0.0338 (9) | 0.0198 (7) | 0.0253 (7) | −0.0056 (6) | 0.0007 (7) | −0.0009 (6) |
C122 | 0.0201 (7) | 0.0251 (7) | 0.0131 (6) | −0.0028 (6) | 0.0023 (5) | −0.0011 (5) |
C123 | 0.0299 (8) | 0.0284 (8) | 0.0191 (6) | 0.0008 (7) | 0.0047 (6) | 0.0036 (6) |
C124 | 0.0261 (8) | 0.0413 (10) | 0.0208 (7) | −0.0008 (7) | 0.0048 (6) | 0.0077 (7) |
C125 | 0.0282 (9) | 0.0437 (9) | 0.0233 (7) | −0.0062 (8) | −0.0001 (7) | 0.0114 (7) |
C126 | 0.0323 (10) | 0.0509 (11) | 0.0251 (7) | −0.0054 (8) | −0.0058 (7) | 0.0026 (8) |
O1—C2 | 1.3584 (17) | C24—H242 | 0.985 |
O1—C14 | 1.4603 (18) | C25—C26 | 1.512 (3) |
O15—C6 | 1.3506 (17) | C25—H251 | 0.991 |
O15—H151 | 0.79 (3) | C25—H252 | 0.980 |
O17—C16 | 1.2478 (18) | C26—H261 | 0.981 |
O18—C16 | 1.3146 (17) | C26—H262 | 0.986 |
O18—H181 | 0.82 (2) | C26—H263 | 0.964 |
O101—C102 | 1.3540 (18) | C102—C103 | 1.3998 (19) |
O101—C114 | 1.4674 (17) | C102—C107 | 1.3907 (18) |
O115—C106 | 1.3495 (16) | C103—C104 | 1.376 (2) |
O115—H1151 | 0.81 (2) | C103—H1031 | 0.943 |
O117—C116 | 1.2507 (17) | C104—C105 | 1.4225 (18) |
O118—C116 | 1.3138 (18) | C104—C122 | 1.5163 (18) |
O118—H1181 | 0.83 (3) | C105—C106 | 1.4227 (19) |
C2—C3 | 1.397 (2) | C105—C116 | 1.454 (2) |
C2—C7 | 1.3905 (19) | C106—C107 | 1.399 (2) |
C3—C4 | 1.375 (2) | C107—C108 | 1.5145 (18) |
C3—H31 | 0.964 | C108—C109 | 1.5180 (19) |
C4—C5 | 1.4283 (19) | C108—C113 | 1.5323 (19) |
C4—C22 | 1.5157 (19) | C108—H1081 | 0.985 |
C5—C6 | 1.4187 (19) | C109—C110 | 1.327 (2) |
C5—C16 | 1.4581 (19) | C109—H1091 | 0.959 |
C6—C7 | 1.403 (2) | C110—C111 | 1.507 (2) |
C7—C8 | 1.5203 (19) | C110—C119 | 1.503 (2) |
C8—C9 | 1.518 (2) | C111—C112 | 1.534 (2) |
C8—C13 | 1.536 (2) | C111—H1111 | 0.977 |
C8—H81 | 0.980 | C111—H1112 | 0.968 |
C9—C10 | 1.329 (2) | C112—C113 | 1.5266 (19) |
C9—H91 | 0.950 | C112—H1121 | 0.974 |
C10—C11 | 1.504 (2) | C112—H1122 | 0.979 |
C10—C19 | 1.506 (2) | C113—C114 | 1.524 (2) |
C11—C12 | 1.531 (2) | C113—H1131 | 0.976 |
C11—H111 | 1.004 | C114—C120 | 1.518 (2) |
C11—H112 | 0.975 | C114—C121 | 1.519 (2) |
C12—C13 | 1.526 (2) | C119—H1191 | 0.961 |
C12—H121 | 0.983 | C119—H1192 | 0.959 |
C12—H122 | 0.964 | C119—H1193 | 0.961 |
C13—C14 | 1.528 (2) | C120—H1201 | 0.987 |
C13—H131 | 0.987 | C120—H1202 | 0.970 |
C14—C20 | 1.516 (2) | C120—H1203 | 0.956 |
C14—C21 | 1.524 (2) | C121—H1211 | 0.965 |
C19—H191 | 0.986 | C121—H1212 | 0.957 |
C19—H192 | 0.971 | C121—H1213 | 0.958 |
C19—H193 | 0.965 | C122—C123 | 1.524 (2) |
C20—H201 | 0.965 | C122—H1221 | 0.968 |
C20—H202 | 0.955 | C122—H1222 | 0.992 |
C20—H203 | 0.972 | C123—C124 | 1.532 (2) |
C21—H211 | 0.981 | C123—H1231 | 0.955 |
C21—H212 | 0.983 | C123—H1232 | 0.989 |
C21—H213 | 0.980 | C124—C125 | 1.526 (2) |
C22—C23 | 1.538 (2) | C124—H1241 | 0.966 |
C22—H221 | 0.974 | C124—H1242 | 0.997 |
C22—H222 | 0.968 | C125—C126 | 1.512 (3) |
C23—C24 | 1.525 (2) | C125—H1251 | 0.985 |
C23—H231 | 0.993 | C125—H1252 | 0.986 |
C23—H232 | 0.973 | C126—H1261 | 0.985 |
C24—C25 | 1.519 (2) | C126—H1262 | 0.986 |
C24—H241 | 0.971 | C126—H1263 | 0.973 |
C2—O1—C14 | 118.61 (11) | C25—C26—H263 | 110.5 |
C6—O15—H151 | 104.5 (18) | H261—C26—H263 | 108.5 |
C16—O18—H181 | 106.3 (15) | H262—C26—H263 | 109.6 |
C102—O101—C114 | 117.08 (11) | O101—C102—C103 | 114.90 (12) |
C106—O115—H1151 | 107.7 (16) | O101—C102—C107 | 123.49 (12) |
C116—O118—H1181 | 105.9 (16) | C103—C102—C107 | 121.59 (13) |
O1—C2—C3 | 114.23 (12) | C102—C103—C104 | 121.93 (13) |
O1—C2—C7 | 123.72 (13) | C102—C103—H1031 | 118.7 |
C3—C2—C7 | 122.02 (13) | C104—C103—H1031 | 119.3 |
C2—C3—C4 | 122.21 (13) | C103—C104—C105 | 118.26 (12) |
C2—C3—H31 | 118.3 | C103—C104—C122 | 116.53 (12) |
C4—C3—H31 | 119.5 | C105—C104—C122 | 125.12 (12) |
C3—C4—C5 | 117.50 (13) | C104—C105—C106 | 118.66 (12) |
C3—C4—C22 | 116.56 (12) | C104—C105—C116 | 124.07 (12) |
C5—C4—C22 | 125.69 (13) | C106—C105—C116 | 117.23 (12) |
C4—C5—C6 | 119.13 (13) | C105—C106—O115 | 122.11 (12) |
C4—C5—C16 | 123.44 (13) | C105—C106—C107 | 122.19 (13) |
C6—C5—C16 | 117.43 (12) | O115—C106—C107 | 115.70 (12) |
C5—C6—O15 | 121.99 (13) | C106—C107—C102 | 116.76 (12) |
C5—C6—C7 | 122.48 (12) | C106—C107—C108 | 122.20 (12) |
O15—C6—C7 | 115.52 (12) | C102—C107—C108 | 120.91 (12) |
C6—C7—C2 | 116.11 (13) | C107—C108—C109 | 115.73 (12) |
C6—C7—C8 | 123.44 (12) | C107—C108—C113 | 109.44 (11) |
C2—C7—C8 | 120.44 (12) | C109—C108—C113 | 108.11 (12) |
C7—C8—C9 | 114.50 (12) | C107—C108—H1081 | 107.5 |
C7—C8—C13 | 108.66 (11) | C109—C108—H1081 | 106.6 |
C9—C8—C13 | 107.97 (12) | C113—C108—H1081 | 109.3 |
C7—C8—H81 | 108.8 | C108—C109—C110 | 122.58 (14) |
C9—C8—H81 | 107.7 | C108—C109—H1091 | 118.3 |
C13—C8—H81 | 109.1 | C110—C109—H1091 | 119.1 |
C8—C9—C10 | 123.54 (14) | C109—C110—C111 | 123.02 (14) |
C8—C9—H91 | 120.4 | C109—C110—C119 | 122.11 (15) |
C10—C9—H91 | 116.1 | C111—C110—C119 | 114.86 (14) |
C9—C10—C11 | 122.74 (15) | C110—C111—C112 | 113.92 (13) |
C9—C10—C19 | 121.61 (15) | C110—C111—H1111 | 108.6 |
C11—C10—C19 | 115.64 (14) | C112—C111—H1111 | 109.7 |
C10—C11—C12 | 113.54 (14) | C110—C111—H1112 | 106.4 |
C10—C11—H111 | 109.2 | C112—C111—H1112 | 108.0 |
C12—C11—H111 | 108.3 | H1111—C111—H1112 | 110.3 |
C10—C11—H112 | 107.8 | C111—C112—C113 | 109.68 (13) |
C12—C11—H112 | 110.3 | C111—C112—H1121 | 109.9 |
H111—C11—H112 | 107.5 | C113—C112—H1121 | 109.3 |
C11—C12—C13 | 108.89 (13) | C111—C112—H1122 | 108.0 |
C11—C12—H121 | 109.1 | C113—C112—H1122 | 110.8 |
C13—C12—H121 | 109.9 | H1121—C112—H1122 | 109.1 |
C11—C12—H122 | 110.7 | C108—C113—C112 | 108.67 (11) |
C13—C12—H122 | 108.3 | C108—C113—C114 | 111.15 (12) |
H121—C12—H122 | 109.9 | C112—C113—C114 | 115.71 (12) |
C8—C13—C12 | 109.19 (12) | C108—C113—H1131 | 108.3 |
C8—C13—C14 | 111.70 (12) | C112—C113—H1131 | 106.0 |
C12—C13—C14 | 116.65 (13) | C114—C113—H1131 | 106.7 |
C8—C13—H131 | 106.0 | C113—C114—O101 | 107.17 (11) |
C12—C13—H131 | 106.7 | C113—C114—C120 | 112.49 (13) |
C14—C13—H131 | 105.8 | O101—C114—C120 | 103.54 (11) |
C13—C14—O1 | 107.08 (12) | C113—C114—C121 | 114.21 (12) |
C13—C14—C20 | 112.58 (13) | O101—C114—C121 | 107.99 (12) |
O1—C14—C20 | 102.70 (12) | C120—C114—C121 | 110.71 (13) |
C13—C14—C21 | 114.23 (13) | C105—C116—O118 | 117.49 (12) |
O1—C14—C21 | 108.25 (13) | C105—C116—O117 | 122.57 (13) |
C20—C14—C21 | 111.16 (14) | O118—C116—O117 | 119.84 (13) |
C5—C16—O18 | 117.29 (13) | C110—C119—H1191 | 111.9 |
C5—C16—O17 | 122.93 (13) | C110—C119—H1192 | 108.9 |
O18—C16—O17 | 119.76 (13) | H1191—C119—H1192 | 109.0 |
C10—C19—H191 | 111.5 | C110—C119—H1193 | 110.3 |
C10—C19—H192 | 111.0 | H1191—C119—H1193 | 109.3 |
H191—C19—H192 | 108.7 | H1192—C119—H1193 | 107.4 |
C10—C19—H193 | 111.4 | C114—C120—H1201 | 109.9 |
H191—C19—H193 | 106.2 | C114—C120—H1202 | 109.8 |
H192—C19—H193 | 107.8 | H1201—C120—H1202 | 109.4 |
C14—C20—H201 | 109.2 | C114—C120—H1203 | 109.5 |
C14—C20—H202 | 109.4 | H1201—C120—H1203 | 110.3 |
H201—C20—H202 | 109.7 | H1202—C120—H1203 | 107.9 |
C14—C20—H203 | 111.4 | C114—C121—H1211 | 111.7 |
H201—C20—H203 | 106.9 | C114—C121—H1212 | 109.5 |
H202—C20—H203 | 110.2 | H1211—C121—H1212 | 109.8 |
C14—C21—H211 | 109.7 | C114—C121—H1213 | 108.4 |
C14—C21—H212 | 108.6 | H1211—C121—H1213 | 108.3 |
H211—C21—H212 | 109.1 | H1212—C121—H1213 | 109.0 |
C14—C21—H213 | 110.1 | C104—C122—C123 | 112.71 (12) |
H211—C21—H213 | 108.4 | C104—C122—H1221 | 110.6 |
H212—C21—H213 | 110.8 | C123—C122—H1221 | 109.1 |
C4—C22—C23 | 111.27 (11) | C104—C122—H1222 | 107.3 |
C4—C22—H221 | 112.0 | C123—C122—H1222 | 108.0 |
C23—C22—H221 | 109.5 | H1221—C122—H1222 | 109.0 |
C4—C22—H222 | 107.5 | C122—C123—C124 | 112.61 (13) |
C23—C22—H222 | 109.2 | C122—C123—H1231 | 108.3 |
H221—C22—H222 | 107.2 | C124—C123—H1231 | 109.4 |
C22—C23—C24 | 113.87 (12) | C122—C123—H1232 | 108.4 |
C22—C23—H231 | 107.3 | C124—C123—H1232 | 109.2 |
C24—C23—H231 | 110.5 | H1231—C123—H1232 | 108.9 |
C22—C23—H232 | 108.4 | C123—C124—C125 | 113.31 (15) |
C24—C23—H232 | 108.1 | C123—C124—H1241 | 108.6 |
H231—C23—H232 | 108.5 | C125—C124—H1241 | 109.7 |
C23—C24—C25 | 113.69 (14) | C123—C124—H1242 | 108.0 |
C23—C24—H241 | 108.3 | C125—C124—H1242 | 107.9 |
C25—C24—H241 | 109.2 | H1241—C124—H1242 | 109.3 |
C23—C24—H242 | 106.8 | C124—C125—C126 | 112.97 (16) |
C25—C24—H242 | 108.5 | C124—C125—H1251 | 109.8 |
H241—C24—H242 | 110.3 | C126—C125—H1251 | 109.1 |
C24—C25—C26 | 113.79 (16) | C124—C125—H1252 | 107.2 |
C24—C25—H251 | 109.0 | C126—C125—H1252 | 109.2 |
C26—C25—H251 | 109.0 | H1251—C125—H1252 | 108.4 |
C24—C25—H252 | 107.4 | C125—C126—H1261 | 108.9 |
C26—C25—H252 | 109.0 | C125—C126—H1262 | 110.4 |
H251—C25—H252 | 108.6 | H1261—C126—H1262 | 108.0 |
C25—C26—H261 | 109.6 | C125—C126—H1263 | 110.4 |
C25—C26—H262 | 109.6 | H1261—C126—H1263 | 108.2 |
H261—C26—H262 | 109.0 | H1262—C126—H1263 | 110.9 |
C14—O1—C2—C3 | −172.61 (12) | C114—O101—C102—C103 | −162.57 (12) |
C14—O1—C2—C7 | 9.3 (2) | C114—O101—C102—C107 | 15.77 (19) |
C2—O1—C14—C13 | −42.72 (16) | C102—O101—C114—C113 | −48.07 (15) |
C2—O1—C14—C20 | −161.47 (13) | C102—O101—C114—C120 | −167.16 (12) |
C2—O1—C14—C21 | 80.89 (16) | C102—O101—C114—C121 | 75.40 (15) |
O1—C2—C3—C4 | 178.13 (13) | O101—C102—C103—C104 | 178.17 (13) |
C7—C2—C3—C4 | −3.8 (2) | C107—C102—C103—C104 | −0.2 (2) |
O1—C2—C7—C6 | −173.90 (13) | O101—C102—C107—C106 | −172.50 (13) |
O1—C2—C7—C8 | 6.5 (2) | O101—C102—C107—C108 | 3.4 (2) |
C3—C2—C7—C6 | 8.2 (2) | C103—C102—C107—C106 | 5.7 (2) |
C3—C2—C7—C8 | −171.47 (13) | C103—C102—C107—C108 | −178.42 (13) |
C2—C3—C4—C5 | −2.6 (2) | C102—C103—C104—C105 | −1.7 (2) |
C2—C3—C4—C22 | 171.92 (13) | C102—C103—C104—C122 | −178.59 (13) |
C3—C4—C5—C6 | 4.1 (2) | C103—C104—C105—C106 | −2.0 (2) |
C3—C4—C5—C16 | −176.33 (14) | C103—C104—C105—C116 | 175.79 (14) |
C22—C4—C5—C6 | −169.88 (13) | C122—C104—C105—C106 | 174.59 (13) |
C22—C4—C5—C16 | 9.7 (2) | C122—C104—C105—C116 | −7.6 (2) |
C3—C4—C22—C23 | −100.99 (15) | C103—C104—C122—C123 | −79.27 (17) |
C5—C4—C22—C23 | 73.06 (18) | C105—C104—C122—C123 | 104.10 (17) |
C4—C5—C6—O15 | −178.35 (13) | C104—C105—C106—O115 | −172.52 (13) |
C4—C5—C6—C7 | 0.6 (2) | C104—C105—C106—C107 | 7.9 (2) |
C16—C5—C6—O15 | 2.1 (2) | C116—C105—C106—O115 | 9.6 (2) |
C16—C5—C6—C7 | −179.03 (13) | C116—C105—C106—C107 | −170.04 (13) |
C4—C5—C16—O17 | −166.12 (14) | C104—C105—C116—O117 | 166.82 (14) |
C4—C5—C16—O18 | 15.4 (2) | C104—C105—C116—O118 | −16.9 (2) |
C6—C5—C16—O17 | 13.5 (2) | C106—C105—C116—O117 | −15.4 (2) |
C6—C5—C16—O18 | −165.04 (13) | C106—C105—C116—O118 | 160.85 (13) |
O15—C6—C7—C2 | 172.40 (13) | O115—C106—C107—C102 | 170.78 (12) |
O15—C6—C7—C8 | −8.0 (2) | O115—C106—C107—C108 | −5.01 (18) |
C5—C6—C7—C2 | −6.6 (2) | C105—C106—C107—C102 | −9.60 (19) |
C5—C6—C7—C8 | 173.05 (13) | C105—C106—C107—C108 | 174.61 (13) |
C2—C7—C8—C9 | 134.66 (14) | C102—C107—C108—C109 | 135.00 (13) |
C2—C7—C8—C13 | 13.89 (18) | C102—C107—C108—C113 | 12.59 (18) |
C6—C7—C8—C9 | −44.94 (19) | C106—C107—C108—C109 | −49.38 (18) |
C6—C7—C8—C13 | −165.72 (13) | C106—C107—C108—C113 | −171.79 (12) |
C7—C8—C9—C10 | −145.15 (15) | C107—C108—C109—C110 | −152.10 (14) |
C13—C8—C9—C10 | −24.0 (2) | C113—C108—C109—C110 | −28.97 (19) |
C7—C8—C13—C12 | −178.79 (12) | C107—C108—C113—C112 | −174.18 (11) |
C7—C8—C13—C14 | −48.27 (16) | C107—C108—C113—C114 | −45.74 (15) |
C9—C8—C13—C12 | 56.49 (15) | C109—C108—C113—C112 | 58.97 (15) |
C9—C8—C13—C14 | −172.99 (12) | C109—C108—C113—C114 | −172.59 (11) |
C8—C9—C10—C11 | −0.6 (3) | C108—C109—C110—C111 | 2.5 (2) |
C8—C9—C10—C19 | 179.59 (14) | C108—C109—C110—C119 | −178.34 (14) |
C9—C10—C11—C12 | −7.6 (2) | C109—C110—C111—C112 | −6.2 (2) |
C19—C10—C11—C12 | 172.28 (15) | C119—C110—C111—C112 | 174.57 (13) |
C10—C11—C12—C13 | 40.0 (2) | C110—C111—C112—C113 | 36.74 (18) |
C11—C12—C13—C8 | −66.11 (17) | C111—C112—C113—C108 | −64.38 (15) |
C11—C12—C13—C14 | 166.11 (13) | C111—C112—C113—C114 | 169.79 (13) |
C8—C13—C14—O1 | 63.00 (15) | C108—C113—C114—O101 | 63.72 (14) |
C8—C13—C14—C20 | 175.14 (13) | C108—C113—C114—C120 | 176.86 (12) |
C8—C13—C14—C21 | −56.85 (17) | C108—C113—C114—C121 | −55.85 (16) |
C12—C13—C14—O1 | −170.45 (12) | C112—C113—C114—O101 | −171.72 (12) |
C12—C13—C14—C20 | −58.31 (18) | C112—C113—C114—C120 | −58.58 (17) |
C12—C13—C14—C21 | 69.71 (18) | C112—C113—C114—C121 | 68.72 (17) |
C4—C22—C23—C24 | 166.60 (13) | C104—C122—C123—C124 | 175.97 (13) |
C22—C23—C24—C25 | −65.26 (18) | C122—C123—C124—C125 | −164.23 (14) |
C23—C24—C25—C26 | −160.45 (15) | C123—C124—C125—C126 | 69.06 (19) |
D—H···A | D—H | H···A | D···A | D—H···A |
O115—H1151···O117 | 0.81 (2) | 1.80 (2) | 2.5304 (15) | 150 (2) |
O118—H1181···O17 | 0.84 (2) | 1.83 (2) | 2.6603 (17) | 171 (2) |
O15—H151···O17 | 0.80 (2) | 1.80 (2) | 2.5445 (17) | 154 (3) |
O18—H181···O117 | 0.82 (2) | 1.81 (2) | 2.6337 (16) | 174 (2) |