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The title compound, C15H22O2, crystallizes in the monoclinic space group P21/c, with two mol­ecules in the asymmetric unit related by a non-crystallographic inversion centre. The O—H...O hydrogen bonding is exclusively intramolecular.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680400830X/cf6340sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680400830X/cf6340Isup2.hkl
Contains datablock I

CCDC reference: 239143

Key indicators

  • Single-crystal X-ray study
  • T = 150 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.053
  • wR factor = 0.146
  • Data-to-parameter ratio = 16.2

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT301_ALERT_3_C Main Residue Disorder ......................... 8.00 Perc.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: DIRAX (Duisenberg, 1992); data reduction: EVAL14 (Duisenberg et al., 2003); program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.

3,5-di-tert-butyl-2-hydroxybenzaldehyde top
Crystal data top
C15H22O2F(000) = 1024
Mr = 234.33Least Squares Treatment of 25 SET4 setting angles.
Monoclinic, P21/cDx = 1.115 Mg m3
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71073 Å
a = 11.627 (1) ÅCell parameters from 56 reflections
b = 10.1214 (7) Åθ = 4.0–18.3°
c = 25.461 (2) ŵ = 0.07 mm1
β = 111.326 (3)°T = 150 K
V = 2791.1 (4) Å3Block, colourless
Z = 80.30 × 0.10 × 0.10 mm
Data collection top
Nonius KappaCCD
diffractometer
4178 reflections with I > 2σ(I)
Radiation source: Rotating AnodeRint = 0.063
Graphite monochromatorθmax = 26.5°, θmin = 1.7°
Detector resolution: 18.4 pixels mm-1h = 1414
φ and ω scansk = 1212
28855 measured reflectionsl = 3131
5782 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.053Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.146H atoms treated by a mixture of independent and constrained refinement
S = 1.04 w = 1/[σ2(Fo2) + (0.0694P)2 + 1.0702P]
where P = (Fo2 + 2Fc2)/3
5782 reflections(Δ/σ)max < 0.001
358 parametersΔρmax = 0.36 e Å3
0 restraintsΔρmin = 0.20 e Å3
0 constraints
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating -R-factor-obs 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
O30.05469 (11)0.58351 (12)0.25345 (5)0.0400 (4)
O40.14002 (11)0.65291 (11)0.17592 (5)0.0318 (4)
C160.06343 (15)0.46869 (17)0.23992 (7)0.0310 (5)
C170.10307 (14)0.42828 (15)0.19448 (6)0.0242 (5)
C180.10537 (14)0.29377 (15)0.18269 (6)0.0249 (5)
C190.14227 (14)0.25093 (14)0.13983 (6)0.0222 (4)
C200.17529 (14)0.34792 (14)0.10863 (6)0.0218 (4)
C210.17493 (13)0.48333 (14)0.11826 (6)0.0216 (4)
C220.13873 (13)0.52287 (14)0.16290 (7)0.0230 (4)
C230.14686 (15)0.10371 (15)0.12602 (7)0.0269 (5)
C240.2773 (3)0.0679 (2)0.12946 (15)0.0423 (10)0.696 (3)
C250.1091 (3)0.0141 (2)0.16444 (12)0.0437 (10)0.696 (3)
C260.0568 (3)0.0797 (2)0.06482 (11)0.0370 (8)0.696 (3)
C270.21264 (14)0.58495 (14)0.08260 (7)0.0254 (4)
C280.32707 (16)0.66135 (17)0.12018 (8)0.0337 (5)
C290.10537 (17)0.68104 (16)0.05447 (8)0.0356 (5)
C300.24443 (17)0.51942 (16)0.03554 (7)0.0331 (5)
C24A0.2244 (8)0.0309 (6)0.1821 (3)0.052 (3)0.304 (3)
C25A0.0151 (6)0.0490 (6)0.1072 (3)0.045 (2)0.304 (3)
C26A0.2021 (8)0.0757 (6)0.0829 (3)0.048 (3)0.304 (3)
O10.44413 (12)0.28484 (12)0.24092 (5)0.0400 (4)
O20.35678 (11)0.21365 (11)0.31776 (5)0.0320 (4)
C10.43296 (15)0.39938 (17)0.25400 (7)0.0313 (5)
C20.38928 (14)0.43908 (15)0.29836 (6)0.0232 (5)
C30.38316 (14)0.57356 (15)0.30901 (6)0.0240 (5)
C40.34309 (13)0.61643 (14)0.35105 (6)0.0227 (4)
C50.31350 (14)0.51900 (15)0.38298 (7)0.0251 (5)
C60.31904 (14)0.38357 (15)0.37473 (7)0.0248 (5)
C70.35523 (14)0.34401 (14)0.33018 (6)0.0231 (4)
C80.33727 (15)0.76439 (15)0.36271 (7)0.0274 (5)
C90.46935 (18)0.81790 (18)0.38711 (9)0.0453 (6)
C100.2720 (2)0.79241 (18)0.40363 (9)0.0489 (7)
C110.2680 (2)0.83824 (17)0.30757 (8)0.0471 (7)
C120.28823 (16)0.28196 (16)0.41254 (7)0.0319 (5)
C130.39972 (18)0.19048 (17)0.43969 (8)0.0391 (6)
C140.2601 (2)0.34849 (19)0.46063 (9)0.0499 (7)
C150.17470 (18)0.20140 (19)0.37759 (9)0.0464 (7)
H200.19970.31920.07870.026*
H24A0.33600.08460.16770.063*0.696 (3)
H24B0.29940.12190.10260.063*0.696 (3)
H24C0.28000.02580.12030.063*0.696 (3)
H40.112 (2)0.656 (2)0.2037 (11)0.071 (8)*
H160.04270.40110.26080.037*
H180.08120.23100.20440.030*
H26A0.05830.01400.05540.055*0.696 (3)
H26B0.08220.13330.03880.055*0.696 (3)
H26C0.02700.10460.06150.055*0.696 (3)
H28A0.39610.59990.13630.051*
H28B0.30900.70480.15070.051*
H28C0.34910.72810.09760.051*
H29A0.13020.74560.03190.053*
H29B0.08420.72720.08360.053*
H29C0.03340.63160.03000.053*
H30A0.31380.45840.05200.050*
H30B0.26740.58740.01370.050*
H30C0.17250.47040.01070.050*
H25A0.11540.07830.15420.065*0.696 (3)
H25B0.02360.03340.16040.065*0.696 (3)
H25C0.16360.02900.20360.065*0.696 (3)
H24D0.22060.06460.17550.077*0.304 (3)
H24E0.19060.05150.21120.077*0.304 (3)
H24F0.31040.06040.19460.077*0.304 (3)
H25D0.01590.04550.09900.067*0.304 (3)
H25E0.03740.09570.07320.067*0.304 (3)
H25F0.01740.06190.13730.067*0.304 (3)
H26D0.28490.11440.09490.072*0.304 (3)
H26E0.15010.11440.04670.072*0.304 (3)
H26F0.20760.02000.07860.072*0.304 (3)
H10.45450.46740.23360.038*
H20.384 (2)0.209 (2)0.2897 (10)0.054 (6)*
H30.40680.63650.28710.029*
H50.28770.54740.41250.030*
H9A0.51550.77070.42200.068*
H9B0.46730.91240.39510.068*
H9C0.50970.80490.35980.068*
H10A0.31770.75080.44000.073*
H10B0.18800.75640.38840.073*
H10C0.26820.88810.40880.073*
H11A0.26840.93320.31520.071*
H11B0.18260.80660.29170.071*
H11C0.30880.82210.28060.071*
H13A0.38120.12800.46490.059*
H13B0.47200.24350.46130.059*
H13C0.41710.14170.41020.059*
H14A0.18780.40600.44490.075*
H14B0.33140.40130.48350.075*
H14C0.24320.28070.48430.075*
H15A0.10380.26060.36160.070*
H15B0.15640.13590.40180.070*
H15C0.19120.15620.34700.070*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O30.0435 (7)0.0401 (7)0.0436 (7)0.0028 (6)0.0246 (6)0.0161 (6)
O40.0399 (7)0.0202 (6)0.0405 (7)0.0015 (5)0.0209 (6)0.0074 (5)
C160.0277 (9)0.0375 (9)0.0299 (9)0.0026 (7)0.0130 (7)0.0054 (7)
C170.0215 (8)0.0274 (8)0.0243 (8)0.0013 (6)0.0092 (6)0.0037 (6)
C180.0248 (8)0.0259 (8)0.0247 (8)0.0029 (6)0.0097 (6)0.0018 (6)
C190.0226 (7)0.0190 (7)0.0243 (8)0.0004 (6)0.0078 (6)0.0003 (6)
C200.0242 (8)0.0206 (7)0.0222 (8)0.0010 (6)0.0103 (6)0.0007 (6)
C210.0194 (7)0.0205 (7)0.0243 (8)0.0009 (6)0.0072 (6)0.0011 (6)
C220.0199 (8)0.0190 (7)0.0292 (8)0.0006 (6)0.0078 (6)0.0034 (6)
C230.0360 (9)0.0172 (7)0.0297 (9)0.0007 (7)0.0147 (7)0.0006 (6)
C240.0384 (16)0.0234 (13)0.065 (2)0.0067 (11)0.0187 (15)0.0048 (13)
C250.074 (2)0.0206 (12)0.0456 (17)0.0018 (13)0.0328 (17)0.0045 (11)
C260.0477 (16)0.0219 (12)0.0365 (14)0.0040 (11)0.0095 (12)0.0027 (10)
C270.0296 (8)0.0182 (7)0.0303 (8)0.0002 (6)0.0132 (7)0.0023 (6)
C280.0323 (9)0.0287 (9)0.0429 (10)0.0069 (7)0.0169 (8)0.0009 (7)
C290.0396 (10)0.0254 (8)0.0405 (10)0.0053 (7)0.0130 (8)0.0093 (7)
C300.0458 (10)0.0257 (8)0.0340 (9)0.0014 (7)0.0220 (8)0.0042 (7)
C24A0.079 (6)0.023 (3)0.041 (4)0.017 (3)0.008 (4)0.003 (3)
C25A0.044 (4)0.027 (3)0.066 (5)0.011 (3)0.022 (3)0.010 (3)
C26A0.078 (6)0.018 (3)0.068 (5)0.005 (3)0.052 (5)0.008 (3)
O10.0505 (8)0.0392 (7)0.0365 (7)0.0054 (6)0.0231 (6)0.0096 (6)
O20.0412 (7)0.0205 (6)0.0376 (7)0.0023 (5)0.0183 (6)0.0049 (5)
C10.0335 (9)0.0347 (9)0.0282 (9)0.0008 (7)0.0142 (7)0.0020 (7)
C20.0230 (8)0.0257 (8)0.0212 (8)0.0005 (6)0.0084 (6)0.0019 (6)
C30.0244 (8)0.0232 (8)0.0247 (8)0.0010 (6)0.0092 (6)0.0021 (6)
C40.0215 (8)0.0213 (7)0.0243 (8)0.0002 (6)0.0071 (6)0.0014 (6)
C50.0290 (8)0.0248 (8)0.0248 (8)0.0012 (6)0.0138 (7)0.0018 (6)
C60.0252 (8)0.0225 (8)0.0288 (8)0.0015 (6)0.0124 (7)0.0029 (6)
C70.0221 (8)0.0193 (7)0.0264 (8)0.0012 (6)0.0070 (6)0.0023 (6)
C80.0334 (9)0.0199 (8)0.0304 (9)0.0005 (7)0.0133 (7)0.0023 (6)
C90.0451 (11)0.0296 (9)0.0562 (12)0.0053 (8)0.0126 (10)0.0111 (9)
C100.0699 (14)0.0272 (9)0.0634 (14)0.0037 (9)0.0408 (12)0.0065 (9)
C110.0669 (14)0.0248 (9)0.0432 (11)0.0093 (9)0.0123 (10)0.0020 (8)
C120.0407 (10)0.0227 (8)0.0407 (10)0.0044 (7)0.0249 (8)0.0073 (7)
C130.0491 (11)0.0328 (9)0.0409 (10)0.0106 (8)0.0230 (9)0.0136 (8)
C140.0805 (15)0.0346 (10)0.0578 (13)0.0137 (10)0.0530 (12)0.0146 (9)
C150.0413 (11)0.0352 (10)0.0695 (14)0.0030 (8)0.0284 (10)0.0107 (10)
Geometric parameters (Å, º) top
O3—C161.227 (2)C28—H28A0.9797
O4—C221.3560 (18)C28—H28B0.9799
O4—H40.88 (3)C28—H28C0.9796
O1—C11.226 (2)C29—H29A0.9804
O2—C71.3584 (18)C29—H29B0.9807
O2—H20.88 (2)C29—H29C0.9796
C16—C171.451 (2)C30—H30B0.9808
C17—C181.397 (2)C30—H30C0.9802
C17—C221.406 (2)C30—H30A0.9807
C18—C191.380 (2)C1—C21.453 (2)
C19—C201.401 (2)C2—C71.404 (2)
C19—C231.536 (2)C2—C31.395 (2)
C20—C211.393 (2)C3—C41.383 (2)
C21—C221.406 (2)C4—C51.398 (2)
C21—C271.538 (2)C4—C81.533 (2)
C23—C241.531 (4)C5—C61.392 (2)
C23—C251.512 (3)C6—C71.404 (2)
C23—C261.548 (3)C6—C121.537 (2)
C23—C24A1.568 (7)C8—C101.522 (3)
C23—C26A1.487 (9)C8—C111.535 (2)
C23—C25A1.533 (8)C8—C91.531 (3)
C27—C291.538 (2)C12—C141.533 (3)
C27—C301.528 (2)C12—C151.531 (3)
C27—C281.536 (3)C12—C131.537 (3)
C16—H160.9497C1—H10.9493
C18—H180.9493C3—H30.9508
C20—H200.9503C5—H50.9495
C24—H24B0.9799C9—H9A0.9791
C24—H24A0.9793C9—H9B0.9800
C24—H24C0.9799C9—H9C0.9789
C24A—H24D0.9793C10—H10A0.9795
C24A—H24E0.9791C10—H10B0.9806
C24A—H24F0.9792C10—H10C0.9806
C25—H25A0.9807C11—H11A0.9802
C25—H25C0.9792C11—H11B0.9797
C25—H25B0.9811C11—H11C0.9799
C25A—H25F0.9787C13—H13A0.9792
C25A—H25E0.9803C13—H13B0.9801
C25A—H25D0.9798C13—H13C0.9791
C26—H26C0.9798C14—H14A0.9803
C26—H26B0.9812C14—H14B0.9802
C26—H26A0.9799C14—H14C0.9791
C26A—H26E0.9814C15—H15A0.9799
C26A—H26D0.9796C15—H15B0.9799
C26A—H26F0.9795C15—H15C0.9805
O1···O22.6122 (18)H11C···H32.1720
O2···C153.027 (3)H13A···H14C2.4049
O2···O12.6122 (18)H13A···H15B2.5228
O2···C132.969 (2)H13B···H14B2.4929
O3···C43.387 (2)H13C···O22.3154
O3···C25i3.374 (4)H13C···C72.7920
O3···O42.6075 (18)H13C···H9Bx2.4572
O4···O32.6075 (18)H13C···H15C2.5368
O4···C292.983 (2)H14A···H25Ei2.5240
O4···C282.999 (2)H14A···C25Ai2.6727
O1···H9Cii2.8120H14A···H25Di2.2746
O1···H3ii2.5820H14A···H52.1851
O1···H24F2.7632H14A···H15A2.4721
O1···H21.80 (2)H14A···C52.7578
O1···H24A2.7311H14B···C52.7614
O2···H13C2.3154H14B···H52.2460
O2···H28Aii2.9162H14B···H13B2.4929
O2···H15C2.3751H14C···H13A2.4049
O3···H11B2.6842H14C···H15B2.4570
O3···H25Bi2.7110H14C···H26Eiv2.4646
O3···H18i2.6664H14C···C26Aiv3.0848
O3···H41.79 (2)H15A···H14A2.4721
O4···H25Aiii2.7702H15A···O4v2.8578
O4···H28B2.3379H15B···H13A2.5228
O4···H29B2.3243H15B···H14C2.4570
O4···H15Ai2.8578H15C···O22.3751
C1···C173.587 (3)H15C···H13C2.5368
C1···C223.588 (2)H15C···C72.8334
C2···C173.418 (2)H16···H182.3862
C2···C163.544 (3)H18···H162.3862
C4···O33.387 (2)H18···H24E2.1882
C7···C163.566 (2)H18···H25B2.2711
C13···O22.969 (2)H18···C252.4900
C14···C26Aiv3.502 (8)H18···C24A2.8078
C15···O23.027 (3)H18···C25A2.9539
C16···C73.566 (2)H18···H25C2.2611
C16···C23.544 (3)H18···O3v2.6664
C17···C23.418 (2)H18···H25F2.3954
C17···C13.587 (3)H20···C26A2.4666
C22···C13.588 (2)H20···H30C2.2453
C25···O3v3.374 (4)H20···C242.8470
C26···C26vi3.474 (4)H20···H26D2.2696
C26A···C14vii3.502 (8)H20···H26E2.2252
C28···O42.999 (2)H20···H24B2.2779
C29···O42.983 (2)H20···H26B2.3301
C1···H22.29 (2)H20···H30A2.2052
C3···H11C2.6728H20···C302.4496
C3···H9C2.8170H20···C262.8869
C5···H10A2.7501H24A···O12.7311
C5···H14B2.7614H24A···H25C2.5500
C5···H14A2.7578H24B···H202.2779
C5···H10B2.8405H24B···H26B2.4588
C7···H13C2.7920H24B···C202.7387
C7···H15C2.8334H24C···H26A2.5082
C9···H33.0062H24C···H25A2.4272
C9···H30Aviii2.8177H24D···H25D2.4746
C10···H30Bix3.0734H24D···H26F2.4581
C10···H52.4908H24E···C182.6455
C11···H32.7671H24E···H25F2.4678
C14···H26Eiv2.9356H24E···H182.1882
C14···H52.4380H24F···O12.7632
C16···H42.27 (2)H24F···H26D2.5066
C18···H25B2.7890H25A···H26A2.4449
C18···H25F2.7715H25A···H24C2.4272
C18···H25C2.7679H25A···O4x2.7702
C18···H24E2.6455H25B···H26C2.4757
C20···H30C2.7742H25B···C182.7890
C20···H26E2.7969H25B···H182.2711
C20···H26B2.7662H25B···O3v2.7110
C20···H26D2.7671H25C···H182.2611
C20···H30A2.7589H25C···H24A2.5500
C20···H24B2.7387H25C···C182.7679
C22···H29B2.7973H25D···H14Av2.2746
C22···H28B2.8024H25D···H24D2.4746
C24···H202.8470H25D···H29Bx2.5107
C24A···H182.8078H25D···H26F2.4791
C25···H182.4900H25E···H26E2.5126
C25A···H14Av2.6727H25E···H14Av2.5240
C25A···H182.9539H25F···C182.7715
C26···H202.8869H25F···H182.3954
C26···H26Avi2.9365H25F···H24E2.4678
C26A···H202.4666H26A···H25A2.4449
C26A···H14Cvii3.0848H26A···H24C2.5082
C30···H202.4496H26A···C26vi2.9365
H1···H32.3753H26B···H24B2.4588
H2···O11.80 (2)H26B···C202.7662
H2···C12.29 (2)H26B···H202.3301
H3···C112.7671H26C···H25B2.4757
H3···H12.3753H26D···H202.2696
H3···C93.0062H26D···C202.7671
H3···H9C2.4803H26D···H24F2.5066
H3···H11C2.1720H26E···H25E2.5126
H3···O1viii2.5820H26E···C202.7969
H4···O31.79 (2)H26E···H202.2252
H4···H11B2.5845H26E···C14vii2.9356
H4···C162.27 (2)H26E···H14Cvii2.4646
H5···C102.4908H26F···H24D2.4581
H5···C142.4380H26F···H25D2.4791
H5···H10A2.1616H28A···H30A2.4657
H5···H14A2.1851H28A···O2viii2.9162
H5···H14B2.2460H28B···O42.3379
H5···H10B2.3828H28B···H29B2.5600
H9A···H10A2.5112H28B···C222.8024
H9B···H30Aviii2.4526H28C···H29A2.4921
H9B···H13Ciii2.4572H28C···H30B2.4531
H9B···H10C2.4755H29A···H30B2.4209
H9B···H11A2.4716H29A···H28C2.4921
H9C···H32.4803H29B···H28B2.5600
H9C···H11C2.4752H29B···O42.3243
H9C···O1viii2.8120H29B···C222.7973
H9C···C32.8170H29B···H25Diii2.5107
H10A···H52.1616H29C···H30Cxi2.4630
H10A···H9A2.5112H29C···H30C2.4692
H10A···C52.7501H30A···C202.7589
H10B···H11B2.4923H30A···H28A2.4657
H10B···C52.8405H30A···C9ii2.8177
H10B···H52.3828H30A···H202.2052
H10C···H11A2.4273H30A···H9Bii2.4526
H10C···H9B2.4755H30B···C10xii3.0734
H11A···H9B2.4716H30B···H29A2.4209
H11A···H10C2.4273H30B···H28C2.4531
H11B···H10B2.4923H30C···C202.7742
H11B···H42.5845H30C···H29Cxi2.4630
H11B···O32.6842H30C···H202.2453
H11C···H9C2.4752H30C···H29C2.4692
H11C···C32.6728
C22—O4—H4104.9 (13)H28A—C28—H28B109.39
C7—O2—H2106.2 (13)C27—C29—H29B109.46
O3—C16—C17125.00 (16)C27—C29—H29C109.49
C16—C17—C18118.86 (14)H29A—C29—H29B109.52
C18—C17—C22120.54 (14)H29A—C29—H29C109.46
C16—C17—C22120.61 (14)H29B—C29—H29C109.46
C17—C18—C19120.81 (14)C27—C29—H29A109.43
C18—C19—C23122.18 (14)C27—C30—H30C109.44
C20—C19—C23120.68 (14)H30B—C30—H30C109.49
C18—C19—C20117.15 (13)H30A—C30—H30B109.44
C19—C20—C21124.79 (14)H30A—C30—H30C109.45
C20—C21—C27122.32 (13)C27—C30—H30B109.48
C20—C21—C22116.32 (13)C27—C30—H30A109.52
C22—C21—C27121.36 (13)O1—C1—C2125.03 (16)
O4—C22—C21119.60 (14)C1—C2—C3118.55 (14)
C17—C22—C21120.37 (13)C3—C2—C7120.76 (14)
O4—C22—C17120.03 (14)C1—C2—C7120.69 (14)
C19—C23—C25113.04 (15)C2—C3—C4120.79 (14)
C19—C23—C24109.44 (15)C3—C4—C8120.48 (14)
C19—C23—C25A107.9 (3)C5—C4—C8122.60 (14)
C19—C23—C26108.39 (14)C3—C4—C5116.87 (14)
C24—C23—C25109.62 (19)C4—C5—C6124.90 (15)
C24—C23—C26108.3 (2)C5—C6—C12122.02 (15)
C25—C23—C26107.93 (19)C7—C6—C12121.44 (13)
C24A—C23—C25A107.1 (4)C5—C6—C7116.53 (14)
C24A—C23—C26A108.9 (4)O2—C7—C6119.89 (14)
C25A—C23—C26A110.6 (4)C2—C7—C6120.06 (13)
C19—C23—C26A114.5 (3)O2—C7—C2120.05 (14)
C19—C23—C24A107.7 (3)C4—C8—C9108.41 (14)
C21—C27—C29109.94 (14)C4—C8—C10112.50 (14)
C21—C27—C30112.02 (12)C9—C8—C10109.42 (15)
C28—C27—C30107.78 (15)C9—C8—C11108.31 (15)
C29—C27—C30107.21 (14)C4—C8—C11110.12 (13)
C28—C27—C29110.12 (13)C10—C8—C11108.00 (16)
C21—C27—C28109.72 (13)C6—C12—C14111.85 (14)
O3—C16—H16117.48C6—C12—C15109.89 (14)
C17—C16—H16117.52C6—C12—C13109.52 (16)
C19—C18—H18119.56C13—C12—C15110.38 (14)
C17—C18—H18119.63C14—C12—C15107.99 (17)
C19—C20—H20117.62C13—C12—C14107.17 (15)
C21—C20—H20117.59O1—C1—H1117.52
C23—C24—H24B109.50C2—C1—H1117.45
C23—C24—H24C109.42C2—C3—H3119.58
C23—C24—H24A109.50C4—C3—H3119.63
H24A—C24—H24C109.43C4—C5—H5117.52
H24B—C24—H24C109.54C6—C5—H5117.58
H24A—C24—H24B109.44C8—C9—H9A109.48
C23—C24A—H24E109.45C8—C9—H9B109.45
C23—C24A—H24F109.49C8—C9—H9C109.47
H24D—C24A—H24F109.50H9A—C9—H9B109.55
H24E—C24A—H24F109.42H9A—C9—H9C109.44
H24D—C24A—H24E109.55H9B—C9—H9C109.44
C23—C24A—H24D109.42C8—C10—H10A109.45
H25A—C25—H25C109.53C8—C10—H10B109.44
C23—C25—H25B109.53C8—C10—H10C109.51
C23—C25—H25A109.44H10A—C10—H10B109.50
H25A—C25—H25B109.44H10A—C10—H10C109.46
C23—C25—H25C109.50H10B—C10—H10C109.46
H25B—C25—H25C109.38C8—C11—H11A109.46
C23—C25A—H25F109.49C8—C11—H11B109.51
C23—C25A—H25D109.48C8—C11—H11C109.46
H25D—C25A—H25E109.49H11A—C11—H11B109.47
C23—C25A—H25E109.42H11A—C11—H11C109.50
H25E—C25A—H25F109.48H11B—C11—H11C109.44
H25D—C25A—H25F109.48C12—C13—H13A109.47
H26B—C26—H26C109.48C12—C13—H13B109.47
C23—C26—H26B109.47C12—C13—H13C109.53
C23—C26—H26C109.50H13A—C13—H13B109.49
C23—C26—H26A109.42H13A—C13—H13C109.45
H26A—C26—H26C109.48H13B—C13—H13C109.43
H26A—C26—H26B109.47C12—C14—H14A109.56
H26D—C26A—H26E109.46C12—C14—H14B109.51
C23—C26A—H26F109.53C12—C14—H14C109.43
C23—C26A—H26D109.44H14A—C14—H14B109.46
C23—C26A—H26E109.47H14A—C14—H14C109.47
H26D—C26A—H26F109.49H14B—C14—H14C109.40
H26E—C26A—H26F109.43C12—C15—H15A109.45
C27—C28—H28B109.46C12—C15—H15B109.46
H28B—C28—H28C109.46C12—C15—H15C109.50
H28A—C28—H28C109.54H15A—C15—H15B109.44
C27—C28—H28A109.48H15A—C15—H15C109.47
C27—C28—H28C109.50H15B—C15—H15C109.51
O3—C16—C17—C221.9 (3)O1—C1—C2—C3179.07 (17)
O3—C16—C17—C18178.20 (17)O1—C1—C2—C70.3 (3)
C16—C17—C22—O42.1 (2)C7—C2—C3—C40.2 (2)
C18—C17—C22—C211.2 (2)C1—C2—C7—O23.4 (2)
C16—C17—C22—C21178.85 (15)C3—C2—C7—O2177.25 (15)
C18—C17—C22—O4177.83 (15)C3—C2—C7—C62.5 (2)
C22—C17—C18—C190.2 (2)C1—C2—C7—C6176.84 (16)
C16—C17—C18—C19179.92 (17)C1—C2—C3—C4179.52 (15)
C17—C18—C19—C200.8 (2)C2—C3—C4—C8179.68 (15)
C17—C18—C19—C23179.52 (15)C2—C3—C4—C52.0 (2)
C18—C19—C23—C26118.8 (2)C8—C4—C5—C6178.97 (16)
C18—C19—C23—C24123.3 (2)C3—C4—C5—C61.4 (3)
C18—C19—C23—C250.9 (3)C3—C4—C8—C1150.3 (2)
C18—C19—C20—C210.8 (2)C3—C4—C8—C968.05 (19)
C23—C19—C20—C21179.50 (15)C3—C4—C8—C10170.80 (16)
C20—C19—C23—C2660.9 (2)C5—C4—C8—C11132.23 (18)
C20—C19—C23—C2457.0 (2)C5—C4—C8—C1011.7 (2)
C20—C19—C23—C25179.51 (19)C5—C4—C8—C9109.44 (18)
C19—C20—C21—C27179.79 (15)C4—C5—C6—C12178.40 (16)
C19—C20—C21—C220.2 (2)C4—C5—C6—C71.1 (3)
C20—C21—C22—C171.2 (2)C12—C6—C7—O23.8 (2)
C27—C21—C22—O41.8 (2)C5—C6—C7—O2176.69 (15)
C20—C21—C22—O4177.86 (14)C5—C6—C7—C23.0 (2)
C22—C21—C27—C2862.1 (2)C5—C6—C12—C143.5 (2)
C22—C21—C27—C2959.17 (19)C5—C6—C12—C15116.39 (18)
C22—C21—C27—C30178.26 (15)C7—C6—C12—C1357.3 (2)
C27—C21—C22—C17179.17 (15)C7—C6—C12—C14175.98 (17)
C20—C21—C27—C28117.52 (17)C7—C6—C12—C1564.1 (2)
C20—C21—C27—C29121.24 (16)C12—C6—C7—C2176.51 (15)
C20—C21—C27—C302.2 (2)C5—C6—C12—C13122.20 (18)
Symmetry codes: (i) x, y+1/2, z+1/2; (ii) x+1, y1/2, z+1/2; (iii) x, y+1, z; (iv) x, y+1/2, z+1/2; (v) x, y1/2, z+1/2; (vi) x, y, z; (vii) x, y+1/2, z1/2; (viii) x+1, y+1/2, z+1/2; (ix) x, y+3/2, z+1/2; (x) x, y1, z; (xi) x, y+1, z; (xii) x, y+3/2, z1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H2···O10.88 (2)1.80 (2)2.6122 (18)151.5 (19)
O4—H4···O30.88 (3)1.79 (2)2.6075 (18)153.7 (19)
 

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