The molecule of the title compound, C
29H
34Cl
2O
6, possesses normal geometric parameters. The absolute configuration was determined from both the synthetic precursor and anomalous scattering effects. Non-classical C—H
O hydrogen bonds link the molecules in the crystal structure into infinite chains along the
a axis.
Supporting information
CCDC reference: 274427
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.003 Å
- R factor = 0.037
- wR factor = 0.072
- Data-to-parameter ratio = 18.7
checkCIF/PLATON results
No syntax errors found
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.824 0.926
Tmin' and Tmax expected: 0.919 0.926
RR' = 0.897
Please check that your absorption correction is appropriate.
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.89
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) ..... 30 Ang.
PLAT230_ALERT_2_C Hirshfeld Test Diff for C6 - C7 .. 6.10 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for C13 - C14 .. 6.78 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for C14 - C19 .. 5.29 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for C26 - C28 .. 5.02 su
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C10
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C17
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 27.48
From the CIF: _reflns_number_total 6328
Count of symmetry unique reflns 3796
Completeness (_total/calc) 166.70%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 2532
Fraction of Friedel pairs measured 0.667
Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
10 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
6 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
(1
R,2S,5
R)-2-Isopropyl-5-methylcyclohexyl
3,5-
O-bis(4-chlorobenzoyl)-2-deoxy-
α-
D-
erythro-ribofuranoside
top
Crystal data top
C29H34Cl2O6 | F(000) = 1160 |
Mr = 549.46 | Dx = 1.263 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 5980 reflections |
a = 6.5720 (9) Å | θ = 1.3–27.5° |
b = 14.3913 (2) Å | µ = 0.26 mm−1 |
c = 30.5468 (3) Å | T = 295 K |
V = 2889.1 (4) Å3 | Prism, colorless |
Z = 4 | 0.31 × 0.30 × 0.29 mm |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 4079 reflections with I > 2σ(I) |
Detector resolution: 10.00 pixels mm-1 | Rint = 0.024 |
ω scans | θmax = 27.5°, θmin = 2.5° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −8→8 |
Tmin = 0.824, Tmax = 0.926 | k = −18→18 |
23110 measured reflections | l = −39→39 |
6328 independent reflections | |
Refinement top
Refinement on F2 | w = 1/[σ2(Fo2) + (0.0264P)2] where P = (Fo2 + 2Fc2)/3 |
Least-squares matrix: full | (Δ/σ)max = 0.001 |
R[F2 > 2σ(F2)] = 0.037 | Δρmax = 0.17 e Å−3 |
wR(F2) = 0.073 | Δρmin = −0.19 e Å−3 |
S = 0.99 | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
6328 reflections | Extinction coefficient: 0.0097 (5) |
338 parameters | Absolute structure: Flack (1983), 2535 Friedel pairs? |
0 restraints | Absolute structure parameter: −0.04 (6) |
H-atom parameters constrained | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C1 | 0.1753 (3) | 0.56106 (12) | 0.46510 (5) | 0.0579 (4) | |
H1 | 0.1811 | 0.6105 | 0.4871 | 0.07* | |
C2 | 0.3457 (3) | 0.49313 (11) | 0.47250 (5) | 0.0575 (4) | |
H2A | 0.376 | 0.4867 | 0.5034 | 0.069* | |
H2B | 0.468 | 0.512 | 0.4571 | 0.069* | |
C3 | 0.2606 (2) | 0.40375 (12) | 0.45382 (5) | 0.0527 (4) | |
H3 | 0.3116 | 0.3495 | 0.4698 | 0.063* | |
C4 | 0.0310 (2) | 0.41415 (12) | 0.45913 (6) | 0.0573 (4) | |
H4 | −0.0349 | 0.4004 | 0.4311 | 0.069* | |
C5 | −0.0638 (3) | 0.35485 (15) | 0.49409 (6) | 0.0746 (6) | |
H5A | −0.2058 | 0.3714 | 0.4978 | 0.089* | |
H5B | −0.0564 | 0.2898 | 0.4859 | 0.089* | |
C6 | −0.0589 (3) | 0.36057 (12) | 0.57168 (7) | 0.0654 (5) | |
C7 | 0.0681 (3) | 0.37772 (12) | 0.61133 (6) | 0.0639 (5) | |
C8 | 0.2715 (3) | 0.39963 (16) | 0.60904 (7) | 0.0839 (6) | |
H8 | 0.3341 | 0.4055 | 0.5819 | 0.101* | |
C9 | 0.3833 (4) | 0.41294 (18) | 0.64684 (8) | 0.0939 (7) | |
H9 | 0.5205 | 0.4282 | 0.6451 | 0.113* | |
C10 | 0.2916 (4) | 0.40355 (17) | 0.68663 (8) | 0.0913 (7) | |
C11 | 0.0898 (4) | 0.38282 (18) | 0.68969 (7) | 0.0921 (7) | |
H11 | 0.0277 | 0.3777 | 0.717 | 0.111* | |
C12 | −0.0217 (3) | 0.36948 (16) | 0.65190 (7) | 0.0827 (6) | |
H12 | −0.1592 | 0.3547 | 0.6538 | 0.099* | |
C13 | 0.4885 (3) | 0.36665 (11) | 0.39689 (6) | 0.0579 (5) | |
C14 | 0.5284 (3) | 0.36920 (12) | 0.34892 (6) | 0.0572 (4) | |
C15 | 0.7234 (3) | 0.34995 (14) | 0.33466 (7) | 0.0752 (6) | |
H15 | 0.8241 | 0.3343 | 0.3547 | 0.09* | |
C16 | 0.7686 (3) | 0.35393 (16) | 0.29054 (8) | 0.0850 (6) | |
H16 | 0.8999 | 0.3415 | 0.2809 | 0.102* | |
C17 | 0.6197 (4) | 0.37621 (15) | 0.26117 (7) | 0.0761 (6) | |
C18 | 0.4254 (3) | 0.39418 (16) | 0.27452 (6) | 0.0806 (6) | |
H18 | 0.3248 | 0.4078 | 0.2541 | 0.097* | |
C19 | 0.3794 (3) | 0.39188 (14) | 0.31887 (6) | 0.0715 (5) | |
H19 | 0.2483 | 0.4056 | 0.3283 | 0.086* | |
C20 | 0.0351 (3) | 0.66185 (11) | 0.41031 (6) | 0.0529 (4) | |
H20 | −0.0539 | 0.6724 | 0.4356 | 0.063* | |
C21 | 0.1271 (3) | 0.75465 (11) | 0.39644 (5) | 0.0495 (4) | |
H21 | 0.2198 | 0.7416 | 0.3721 | 0.059* | |
C22 | −0.0425 (3) | 0.81686 (12) | 0.37830 (6) | 0.0628 (5) | |
H22A | −0.1347 | 0.833 | 0.4019 | 0.075* | |
H22B | 0.0171 | 0.874 | 0.3674 | 0.075* | |
C23 | −0.1627 (3) | 0.77073 (13) | 0.34169 (6) | 0.0693 (5) | |
H23A | −0.2698 | 0.8123 | 0.3321 | 0.083* | |
H23B | −0.0732 | 0.7594 | 0.317 | 0.083* | |
C24 | −0.2560 (3) | 0.67954 (13) | 0.35650 (7) | 0.0700 (5) | |
H24 | −0.3496 | 0.693 | 0.3807 | 0.084* | |
C25 | −0.0890 (3) | 0.61674 (12) | 0.37397 (6) | 0.0664 (5) | |
H25A | 0.0013 | 0.6 | 0.3501 | 0.08* | |
H25B | −0.1498 | 0.56 | 0.385 | 0.08* | |
C26 | 0.2548 (3) | 0.80072 (12) | 0.43255 (5) | 0.0558 (4) | |
H26 | 0.3542 | 0.7544 | 0.4424 | 0.067* | |
C27 | 0.1330 (3) | 0.82984 (15) | 0.47265 (6) | 0.0827 (6) | |
H27A | 0.2237 | 0.8539 | 0.4945 | 0.124* | |
H27B | 0.0618 | 0.777 | 0.4842 | 0.124* | |
H27C | 0.0368 | 0.877 | 0.4645 | 0.124* | |
C28 | 0.3752 (3) | 0.88350 (14) | 0.41538 (6) | 0.0792 (6) | |
H28A | 0.4549 | 0.8646 | 0.3906 | 0.119* | |
H28B | 0.4637 | 0.9062 | 0.438 | 0.119* | |
H28C | 0.283 | 0.9319 | 0.4068 | 0.119* | |
C29 | −0.3780 (4) | 0.63339 (17) | 0.31998 (8) | 0.1016 (8) | |
H29A | −0.4744 | 0.677 | 0.3083 | 0.152* | |
H29B | −0.4491 | 0.5805 | 0.3315 | 0.152* | |
H29C | −0.2874 | 0.6137 | 0.2972 | 0.152* | |
O1 | −0.00496 (18) | 0.50987 (8) | 0.47007 (4) | 0.0654 (3) | |
O2 | 0.04625 (18) | 0.37014 (9) | 0.53462 (4) | 0.0707 (4) | |
O3 | −0.2353 (2) | 0.33923 (11) | 0.57270 (5) | 0.0883 (4) | |
O4 | 0.30128 (17) | 0.39593 (8) | 0.40745 (3) | 0.0561 (3) | |
O5 | 0.61196 (19) | 0.34109 (9) | 0.42349 (4) | 0.0729 (4) | |
O6 | 0.19538 (17) | 0.59943 (7) | 0.42308 (4) | 0.0570 (3) | |
Cl1 | 0.43514 (13) | 0.41471 (7) | 0.73426 (2) | 0.1418 (3) | |
Cl2 | 0.67794 (11) | 0.38280 (6) | 0.205753 (19) | 0.1119 (2) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.0746 (11) | 0.0548 (9) | 0.0444 (10) | 0.0031 (9) | −0.0020 (10) | 0.0014 (8) |
C2 | 0.0704 (11) | 0.0529 (9) | 0.0493 (10) | 0.0002 (9) | −0.0145 (9) | 0.0029 (8) |
C3 | 0.0640 (11) | 0.0514 (9) | 0.0426 (10) | 0.0029 (8) | −0.0099 (8) | 0.0048 (8) |
C4 | 0.0606 (10) | 0.0626 (11) | 0.0488 (10) | −0.0046 (9) | −0.0033 (9) | 0.0059 (9) |
C5 | 0.0820 (13) | 0.0776 (13) | 0.0642 (13) | −0.0164 (11) | −0.0093 (12) | 0.0168 (10) |
C6 | 0.0682 (12) | 0.0586 (11) | 0.0694 (14) | 0.0055 (10) | 0.0080 (12) | 0.0139 (10) |
C7 | 0.0734 (13) | 0.0587 (10) | 0.0595 (12) | 0.0115 (9) | 0.0012 (11) | 0.0124 (9) |
C8 | 0.0751 (14) | 0.1046 (16) | 0.0721 (15) | 0.0030 (13) | 0.0054 (12) | 0.0223 (13) |
C9 | 0.0813 (14) | 0.121 (2) | 0.0797 (16) | −0.0015 (15) | −0.0107 (14) | 0.0195 (15) |
C10 | 0.1006 (18) | 0.0990 (17) | 0.0744 (16) | 0.0175 (16) | −0.0149 (14) | 0.0044 (14) |
C11 | 0.1066 (19) | 0.1137 (19) | 0.0561 (14) | 0.0251 (16) | 0.0096 (14) | 0.0021 (13) |
C12 | 0.0753 (13) | 0.1008 (16) | 0.0719 (15) | 0.0190 (13) | 0.0122 (13) | 0.0086 (13) |
C13 | 0.0564 (11) | 0.0514 (9) | 0.0658 (13) | −0.0030 (9) | −0.0094 (10) | −0.0072 (9) |
C14 | 0.0592 (10) | 0.0556 (10) | 0.0569 (12) | −0.0024 (9) | −0.0045 (9) | −0.0084 (8) |
C15 | 0.0630 (12) | 0.0880 (14) | 0.0746 (15) | 0.0012 (11) | −0.0045 (11) | −0.0125 (11) |
C16 | 0.0761 (14) | 0.1022 (17) | 0.0766 (15) | −0.0030 (13) | 0.0129 (13) | −0.0208 (13) |
C17 | 0.0847 (14) | 0.0861 (15) | 0.0576 (13) | −0.0127 (12) | 0.0066 (12) | −0.0193 (11) |
C18 | 0.0778 (14) | 0.1079 (17) | 0.0560 (13) | −0.0047 (14) | −0.0081 (11) | −0.0069 (12) |
C19 | 0.0689 (12) | 0.0859 (14) | 0.0598 (13) | 0.0042 (11) | −0.0005 (11) | −0.0071 (11) |
C20 | 0.0607 (10) | 0.0476 (9) | 0.0502 (10) | 0.0063 (8) | 0.0082 (9) | 0.0033 (7) |
C21 | 0.0565 (10) | 0.0497 (9) | 0.0423 (9) | 0.0056 (8) | 0.0072 (8) | 0.0028 (8) |
C22 | 0.0699 (12) | 0.0549 (10) | 0.0634 (12) | 0.0033 (9) | −0.0044 (10) | 0.0068 (9) |
C23 | 0.0674 (12) | 0.0724 (12) | 0.0681 (13) | 0.0063 (10) | −0.0106 (11) | 0.0089 (10) |
C24 | 0.0680 (12) | 0.0697 (12) | 0.0724 (13) | −0.0015 (10) | −0.0060 (10) | −0.0028 (10) |
C25 | 0.0753 (12) | 0.0548 (10) | 0.0691 (12) | −0.0028 (10) | −0.0056 (11) | −0.0004 (9) |
C26 | 0.0639 (10) | 0.0540 (9) | 0.0497 (10) | 0.0035 (8) | 0.0003 (9) | 0.0013 (8) |
C27 | 0.1000 (15) | 0.0828 (14) | 0.0654 (13) | −0.0044 (13) | 0.0112 (13) | −0.0210 (11) |
C28 | 0.0793 (13) | 0.0792 (14) | 0.0791 (14) | −0.0175 (11) | −0.0083 (12) | 0.0023 (11) |
C29 | 0.1004 (18) | 0.0996 (17) | 0.1047 (18) | −0.0100 (14) | −0.0364 (15) | −0.0143 (14) |
O1 | 0.0667 (8) | 0.0652 (8) | 0.0644 (8) | 0.0087 (6) | 0.0137 (7) | 0.0133 (6) |
O2 | 0.0664 (7) | 0.0891 (9) | 0.0567 (8) | −0.0099 (7) | −0.0015 (7) | 0.0241 (7) |
O3 | 0.0689 (9) | 0.1180 (12) | 0.0781 (10) | −0.0094 (8) | 0.0129 (8) | 0.0010 (9) |
O4 | 0.0614 (7) | 0.0587 (7) | 0.0482 (7) | 0.0050 (6) | −0.0062 (6) | −0.0005 (5) |
O5 | 0.0610 (7) | 0.0890 (9) | 0.0687 (9) | 0.0099 (7) | −0.0146 (7) | 0.0002 (7) |
O6 | 0.0677 (7) | 0.0528 (6) | 0.0506 (7) | 0.0107 (6) | 0.0064 (6) | 0.0093 (6) |
Cl1 | 0.1529 (7) | 0.1846 (8) | 0.0879 (5) | 0.0140 (6) | −0.0408 (5) | −0.0086 (5) |
Cl2 | 0.1235 (5) | 0.1477 (6) | 0.0646 (3) | −0.0173 (5) | 0.0188 (4) | −0.0228 (4) |
Geometric parameters (Å, º) top
C1—O1 | 1.403 (2) | C16—C17 | 1.366 (3) |
C1—O6 | 1.4036 (18) | C16—H16 | 0.93 |
C1—C2 | 1.504 (2) | C17—C18 | 1.365 (3) |
C1—H1 | 0.98 | C17—Cl2 | 1.738 (2) |
C2—C3 | 1.514 (2) | C18—C19 | 1.388 (3) |
C2—H2A | 0.97 | C18—H18 | 0.93 |
C2—H2B | 0.97 | C19—H19 | 0.93 |
C3—O4 | 1.4460 (18) | C20—O6 | 1.4381 (19) |
C3—C4 | 1.526 (2) | C20—C25 | 1.523 (2) |
C3—H3 | 0.98 | C20—C21 | 1.526 (2) |
C4—O1 | 1.437 (2) | C20—H20 | 0.98 |
C4—C5 | 1.502 (2) | C21—C22 | 1.533 (2) |
C4—H4 | 0.98 | C21—C26 | 1.536 (2) |
C5—O2 | 1.451 (2) | C21—H21 | 0.98 |
C5—H5A | 0.97 | C22—C23 | 1.522 (2) |
C5—H5B | 0.97 | C22—H22A | 0.97 |
C6—O3 | 1.200 (2) | C22—H22B | 0.97 |
C6—O2 | 1.333 (2) | C23—C24 | 1.518 (3) |
C6—C7 | 1.491 (3) | C23—H23A | 0.97 |
C7—C8 | 1.375 (3) | C23—H23B | 0.97 |
C7—C12 | 1.378 (3) | C24—C25 | 1.519 (2) |
C8—C9 | 1.382 (3) | C24—C29 | 1.526 (3) |
C8—H8 | 0.93 | C24—H24 | 0.98 |
C9—C10 | 1.363 (3) | C25—H25A | 0.97 |
C9—H9 | 0.93 | C25—H25B | 0.97 |
C10—C11 | 1.363 (3) | C26—C27 | 1.522 (2) |
C10—Cl1 | 1.741 (2) | C26—C28 | 1.523 (2) |
C11—C12 | 1.381 (3) | C26—H26 | 0.98 |
C11—H11 | 0.93 | C27—H27A | 0.96 |
C12—H12 | 0.93 | C27—H27B | 0.96 |
C13—O5 | 1.2058 (19) | C27—H27C | 0.96 |
C13—O4 | 1.3401 (19) | C28—H28A | 0.96 |
C13—C14 | 1.489 (2) | C28—H28B | 0.96 |
C14—C19 | 1.381 (2) | C28—H28C | 0.96 |
C14—C15 | 1.382 (3) | C29—H29A | 0.96 |
C15—C16 | 1.381 (3) | C29—H29B | 0.96 |
C15—H15 | 0.93 | C29—H29C | 0.96 |
| | | |
O1—C1—O6 | 112.63 (14) | C19—C18—H18 | 120.3 |
O1—C1—C2 | 105.72 (13) | C14—C19—C18 | 119.99 (19) |
O6—C1—C2 | 108.86 (14) | C14—C19—H19 | 120 |
O1—C1—H1 | 109.8 | C18—C19—H19 | 120 |
O6—C1—H1 | 109.8 | O6—C20—C25 | 108.88 (13) |
C2—C1—H1 | 109.8 | O6—C20—C21 | 109.38 (13) |
C1—C2—C3 | 102.77 (13) | C25—C20—C21 | 112.51 (14) |
C1—C2—H2A | 111.2 | O6—C20—H20 | 108.7 |
C3—C2—H2A | 111.2 | C25—C20—H20 | 108.7 |
C1—C2—H2B | 111.2 | C21—C20—H20 | 108.7 |
C3—C2—H2B | 111.2 | C20—C21—C22 | 108.86 (14) |
H2A—C2—H2B | 109.1 | C20—C21—C26 | 113.25 (13) |
O4—C3—C2 | 111.54 (13) | C22—C21—C26 | 113.86 (13) |
O4—C3—C4 | 107.13 (13) | C20—C21—H21 | 106.8 |
C2—C3—C4 | 103.99 (14) | C22—C21—H21 | 106.8 |
O4—C3—H3 | 111.3 | C26—C21—H21 | 106.8 |
C2—C3—H3 | 111.3 | C23—C22—C21 | 112.85 (14) |
C4—C3—H3 | 111.3 | C23—C22—H22A | 109 |
O1—C4—C5 | 108.12 (15) | C21—C22—H22A | 109 |
O1—C4—C3 | 106.35 (13) | C23—C22—H22B | 109 |
C5—C4—C3 | 115.47 (15) | C21—C22—H22B | 109 |
O1—C4—H4 | 108.9 | H22A—C22—H22B | 107.8 |
C5—C4—H4 | 108.9 | C24—C23—C22 | 111.59 (15) |
C3—C4—H4 | 108.9 | C24—C23—H23A | 109.3 |
O2—C5—C4 | 108.28 (15) | C22—C23—H23A | 109.3 |
O2—C5—H5A | 110 | C24—C23—H23B | 109.3 |
C4—C5—H5A | 110 | C22—C23—H23B | 109.3 |
O2—C5—H5B | 110 | H23A—C23—H23B | 108 |
C4—C5—H5B | 110 | C23—C24—C25 | 109.10 (16) |
H5A—C5—H5B | 108.4 | C23—C24—C29 | 111.77 (17) |
O3—C6—O2 | 123.3 (2) | C25—C24—C29 | 112.18 (17) |
O3—C6—C7 | 124.2 (2) | C23—C24—H24 | 107.9 |
O2—C6—C7 | 112.48 (17) | C25—C24—H24 | 107.9 |
C8—C7—C12 | 118.8 (2) | C29—C24—H24 | 107.9 |
C8—C7—C6 | 122.73 (19) | C24—C25—C20 | 112.92 (15) |
C12—C7—C6 | 118.45 (19) | C24—C25—H25A | 109 |
C7—C8—C9 | 120.4 (2) | C20—C25—H25A | 109 |
C7—C8—H8 | 119.8 | C24—C25—H25B | 109 |
C9—C8—H8 | 119.8 | C20—C25—H25B | 109 |
C10—C9—C8 | 119.7 (2) | H25A—C25—H25B | 107.8 |
C10—C9—H9 | 120.1 | C27—C26—C28 | 109.56 (16) |
C8—C9—H9 | 120.1 | C27—C26—C21 | 114.16 (15) |
C11—C10—C9 | 120.9 (2) | C28—C26—C21 | 111.97 (14) |
C11—C10—Cl1 | 119.4 (2) | C27—C26—H26 | 106.9 |
C9—C10—Cl1 | 119.7 (2) | C28—C26—H26 | 106.9 |
C10—C11—C12 | 119.3 (2) | C21—C26—H26 | 106.9 |
C10—C11—H11 | 120.3 | C26—C27—H27A | 109.5 |
C12—C11—H11 | 120.3 | C26—C27—H27B | 109.5 |
C7—C12—C11 | 120.9 (2) | H27A—C27—H27B | 109.5 |
C7—C12—H12 | 119.6 | C26—C27—H27C | 109.5 |
C11—C12—H12 | 119.6 | H27A—C27—H27C | 109.5 |
O5—C13—O4 | 123.47 (17) | H27B—C27—H27C | 109.5 |
O5—C13—C14 | 123.54 (17) | C26—C28—H28A | 109.5 |
O4—C13—C14 | 112.99 (15) | C26—C28—H28B | 109.5 |
C19—C14—C15 | 119.69 (18) | H28A—C28—H28B | 109.5 |
C19—C14—C13 | 122.36 (17) | C26—C28—H28C | 109.5 |
C15—C14—C13 | 117.94 (17) | H28A—C28—H28C | 109.5 |
C16—C15—C14 | 119.9 (2) | H28B—C28—H28C | 109.5 |
C16—C15—H15 | 120 | C24—C29—H29A | 109.5 |
C14—C15—H15 | 120 | C24—C29—H29B | 109.5 |
C17—C16—C15 | 119.8 (2) | H29A—C29—H29B | 109.5 |
C17—C16—H16 | 120.1 | C24—C29—H29C | 109.5 |
C15—C16—H16 | 120.1 | H29A—C29—H29C | 109.5 |
C18—C17—C16 | 121.22 (19) | H29B—C29—H29C | 109.5 |
C18—C17—Cl2 | 119.10 (18) | C1—O1—C4 | 109.84 (12) |
C16—C17—Cl2 | 119.68 (17) | C6—O2—C5 | 116.77 (15) |
C17—C18—C19 | 119.4 (2) | C13—O4—C3 | 115.46 (13) |
C17—C18—H18 | 120.3 | C1—O6—C20 | 115.15 (12) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C4—H4···O5i | 0.98 | 2.48 | 3.142 (2) | 124 |
C5—H5A···O5i | 0.97 | 2.60 | 3.038 (2) | 107 |
Symmetry code: (i) x−1, y, z. |