#------------------------------------------------------------------------------
#$Date: 2023-07-05 13:50:27 +0300 (Wed, 05 Jul 2023) $
#$Revision: 284960 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/93/7159386.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7159386
loop_
_publ_author_name
'Dickinson, Cody F.'
'Yap, Glenn P. A.'
'Tius, Marcus A.'
_publ_section_title
;
 Anion-accelerated asymmetric Nazarov cyclization: access to vicinal
 all-carbon quaternary stereocenters.
;
_journal_issue                   24
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5014
_journal_page_last               5020
_journal_paper_doi               10.1039/d3ob00735a
_journal_volume                  21
_journal_year                    2023
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C31 H38 O7'
_chemical_formula_sum            'C31 H38 O7'
_chemical_formula_weight         522.61
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-02-21
_audit_creation_method
;
Olex2 1.3
(compiled 2020.12.01 svn.r5f60950 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-02-23 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.4651(2)
_cell_length_b                   9.9755(3)
_cell_length_c                   41.8034(12)
_cell_measurement_reflns_used    9806
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      66.60
_cell_measurement_theta_min      4.23
_cell_volume                     2696.01(14)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            26912
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        66.597
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         2.114
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.733
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1176 before and 0.0534 after correction.
The Ratio of minimum to maximum transmission is 0.7928.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_description       needle
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.041
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.129
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details
;
 Flack x determined using 1857 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         4722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0299P)²+0.6971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0694
_refine_ls_wR_factor_ref         0.0704
_reflns_Friedel_coverage         0.702
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                4620
_reflns_number_total             4722
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob00735a2.cif
_cod_data_source_block           tius006
_cod_depositor_comments
'Adding full bibliography for 7159384--7159386.cif.'
_cod_database_code               7159386
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.821
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B),
 C20(H20A,H20B), C21(H21A,H21B), C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C16(H16A,H16B,H16C),
 C31(H31A,H31B,H31C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.57724(19) 0.76058(13) 0.71059(3) 0.0198(3) Uani 1 1 d . . . . .
O2 O 0.6510(2) 0.67258(14) 0.75864(3) 0.0279(3) Uani 1 1 d . . . . .
O3 O 0.6190(2) 0.74622(14) 0.64740(3) 0.0224(3) Uani 1 1 d . . . . .
O4 O 0.3218(3) 0.8574(2) 0.64010(4) 0.0559(6) Uani 1 1 d . . . . .
O5 O 0.4128(2) 0.58298(16) 0.59894(4) 0.0343(4) Uani 1 1 d . . . . .
O6 O 0.8595(2) 0.51622(14) 0.58210(3) 0.0266(3) Uani 1 1 d . . . . .
O7 O 0.8945(3) 0.55327(17) 0.52967(4) 0.0484(5) Uani 1 1 d . . . . .
C1 C 0.5268(3) 0.69036(19) 0.73757(5) 0.0206(4) Uani 1 1 d . . . . .
C2 C 0.3009(3) 0.65187(19) 0.73521(5) 0.0211(4) Uani 1 1 d . . . . .
C3 C 0.2885(3) 0.62753(19) 0.69836(5) 0.0217(4) Uani 1 1 d . . . . .
C4 C 0.3870(3) 0.7661(2) 0.69152(4) 0.0207(4) Uani 1 1 d . . . . .
C5 C 0.2454(3) 0.86669(19) 0.70838(5) 0.0231(4) Uani 1 1 d . . . . .
H5A H 0.121285 0.887019 0.695377 0.028 Uiso 1 1 calc R U . . .
H5B H 0.319136 0.951157 0.713324 0.028 Uiso 1 1 calc R U . . .
C6 C 0.1882(3) 0.78935(19) 0.73918(5) 0.0232(4) Uani 1 1 d . . . . .
H6A H 0.036730 0.776837 0.740861 0.028 Uiso 1 1 calc R U . . .
H6B H 0.238127 0.837260 0.758434 0.028 Uiso 1 1 calc R U . . .
C7 C 0.2322(3) 0.5424(2) 0.75751(5) 0.0290(5) Uani 1 1 d . . . . .
H7A H 0.297387 0.457684 0.751241 0.043 Uiso 1 1 calc R U . . .
H7B H 0.081445 0.533078 0.756392 0.043 Uiso 1 1 calc R U . . .
H7C H 0.272855 0.565021 0.779438 0.043 Uiso 1 1 calc R U . . .
C8 C 0.0689(3) 0.6119(2) 0.68506(5) 0.0314(5) Uani 1 1 d . . . . .
H8A H -0.019551 0.683039 0.693675 0.047 Uiso 1 1 calc R U . . .
H8B H 0.013316 0.524338 0.691326 0.047 Uiso 1 1 calc R U . . .
H8C H 0.072474 0.618278 0.661673 0.047 Uiso 1 1 calc R U . . .
C9 C 0.4209(3) 0.5091(2) 0.68725(5) 0.0267(5) Uani 1 1 d . . . . .
H9A H 0.417323 0.503528 0.663853 0.040 Uiso 1 1 calc R U . . .
H9B H 0.366263 0.425905 0.696412 0.040 Uiso 1 1 calc R U . . .
H9C H 0.563929 0.522097 0.694379 0.040 Uiso 1 1 calc R U . . .
C10 C 0.4360(3) 0.7975(2) 0.65732(5) 0.0258(4) Uani 1 1 d . . . . .
C11 C 0.6501(3) 0.75545(19) 0.61440(4) 0.0207(4) Uani 1 1 d . . . . .
C12 C 0.7737(3) 0.84278(19) 0.59983(4) 0.0203(4) Uani 1 1 d . . . . .
C13 C 0.7627(3) 0.82458(19) 0.56376(4) 0.0207(4) Uani 1 1 d . . . . .
H13 H 0.906616 0.815387 0.555266 0.025 Uiso 1 1 calc R U . . .
C14 C 0.6478(3) 0.68598(19) 0.55975(4) 0.0229(4) Uani 1 1 d . . . . .
C15 C 0.5480(3) 0.6633(2) 0.59250(5) 0.0237(4) Uani 1 1 d . . . . .
C16 C 0.8982(3) 0.9482(2) 0.61609(5) 0.0266(4) Uani 1 1 d . . . . .
H16A H 0.832711 1.035798 0.612878 0.040 Uiso 1 1 calc R U . . .
H16B H 1.038101 0.949637 0.607063 0.040 Uiso 1 1 calc R U . . .
H16C H 0.905859 0.928684 0.639036 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4654(3) 0.9973(2) 0.56474(5) 0.0211(4) Uani 1 1 d . . . . .
H17A H 0.361924 0.924514 0.566451 0.025 Uiso 1 1 calc R U . . .
H17B H 0.505928 1.023871 0.586682 0.025 Uiso 1 1 calc R U . . .
C18 C 0.3678(3) 1.1176(2) 0.54771(5) 0.0239(4) Uani 1 1 d . . . . .
H18A H 0.314783 1.089206 0.526556 0.029 Uiso 1 1 calc R U . . .
H18B H 0.249623 1.151274 0.560449 0.029 Uiso 1 1 calc R U . . .
C19 C 0.5259(3) 1.2296(2) 0.54331(5) 0.0252(4) Uani 1 1 d . . . . .
H19A H 0.574161 1.261297 0.564468 0.030 Uiso 1 1 calc R U . . .
H19B H 0.460925 1.306039 0.532043 0.030 Uiso 1 1 calc R U . . .
C20 C 0.7094(3) 1.1779(2) 0.52392(5) 0.0248(4) Uani 1 1 d . . . . .
H20A H 0.661493 1.149735 0.502447 0.030 Uiso 1 1 calc R U . . .
H20B H 0.811773 1.250719 0.521128 0.030 Uiso 1 1 calc R U . . .
C21 C 0.8115(3) 1.0593(2) 0.54077(5) 0.0224(4) Uani 1 1 d . . . . .
H21A H 0.869684 1.089583 0.561447 0.027 Uiso 1 1 calc R U . . .
H21B H 0.926824 1.025408 0.527459 0.027 Uiso 1 1 calc R U . . .
C22 C 0.6563(3) 0.94531(19) 0.54679(4) 0.0200(4) Uani 1 1 d . . . . .
H22 H 0.608108 0.912989 0.525404 0.024 Uiso 1 1 calc R U . . .
C23 C 0.8135(3) 0.57837(19) 0.55486(5) 0.0256(4) Uani 1 1 d . . . . .
C24 C 1.0133(3) 0.4106(2) 0.58093(5) 0.0247(4) Uani 1 1 d . . . . .
H24A H 1.151353 0.449012 0.576352 0.030 Uiso 1 1 calc R U . . .
H24B H 0.978691 0.345834 0.563807 0.030 Uiso 1 1 calc R U . . .
C25 C 0.8393(3) 0.3349(2) 0.63220(5) 0.0254(4) Uani 1 1 d . . . . .
H25 H 0.713942 0.375521 0.625387 0.030 Uiso 1 1 calc R U . . .
C26 C 0.8478(3) 0.2688(2) 0.66152(5) 0.0277(4) Uani 1 1 d . . . . .
H26 H 0.728341 0.265420 0.674722 0.033 Uiso 1 1 calc R U . . .
C27 C 1.0292(3) 0.2078(2) 0.67160(5) 0.0285(5) Uani 1 1 d . . . . .
H27 H 1.034315 0.162819 0.691620 0.034 Uiso 1 1 calc R U . . .
C28 C 1.2030(3) 0.2129(2) 0.65224(5) 0.0291(5) Uani 1 1 d . . . . .
H28 H 1.327042 0.169974 0.658823 0.035 Uiso 1 1 calc R U . . .
C29 C 1.1964(3) 0.2804(2) 0.62337(5) 0.0261(4) Uani 1 1 d . . . . .
H29 H 1.317369 0.285242 0.610514 0.031 Uiso 1 1 calc R U . . .
C30 C 1.0145(3) 0.34156(19) 0.61287(5) 0.0228(4) Uani 1 1 d . . . . .
C31 C 0.4908(4) 0.6736(2) 0.53236(5) 0.0298(5) Uani 1 1 d . . . . .
H31A H 0.561647 0.685920 0.511850 0.045 Uiso 1 1 calc R U . . .
H31B H 0.383751 0.742476 0.534795 0.045 Uiso 1 1 calc R U . . .
H31C H 0.426640 0.584663 0.532963 0.045 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3.00 1.00 -2.00 0.1330
0.00 -1.00 -3.00 0.0210
0.00 1.00 3.00 0.0150
0.00 3.00 -1.00 0.0090
0.00 0.00 -1.00 0.0160
0.00 0.00 1.00 0.0200
0.00 -2.00 3.00 0.0130
2.00 -1.00 2.00 0.1150
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C4 105.52(14) . . ?
C10 O3 C11 113.80(15) . . ?
C23 O6 C24 117.59(15) . . ?
O1 C1 C2 107.84(16) . . ?
O2 C1 O1 121.33(18) . . ?
O2 C1 C2 130.77(18) . . ?
C1 C2 C3 98.82(15) . . ?
C1 C2 C6 102.74(15) . . ?
C3 C2 C6 102.56(15) . . ?
C7 C2 C1 115.43(17) . . ?
C7 C2 C3 118.92(17) . . ?
C7 C2 C6 115.73(16) . . ?
C4 C3 C2 91.28(14) . . ?
C8 C3 C2 114.93(16) . . ?
C8 C3 C4 113.87(17) . . ?
C9 C3 C2 112.98(16) . . ?
C9 C3 C4 113.75(16) . . ?
C9 C3 C8 109.23(16) . . ?
O1 C4 C3 102.18(14) . . ?
O1 C4 C5 106.01(15) . . ?
O1 C4 C10 110.43(15) . . ?
C5 C4 C3 104.74(15) . . ?
C10 C4 C3 116.75(16) . . ?
C10 C4 C5 115.43(16) . . ?
C4 C5 H5A 111.5 . . ?
C4 C5 H5B 111.5 . . ?
C4 C5 C6 101.49(15) . . ?
H5A C5 H5B 109.3 . . ?
C6 C5 H5A 111.5 . . ?
C6 C5 H5B 111.5 . . ?
C2 C6 H6A 111.0 . . ?
C2 C6 H6B 111.0 . . ?
C5 C6 C2 103.79(15) . . ?
C5 C6 H6A 111.0 . . ?
C5 C6 H6B 111.0 . . ?
H6A C6 H6B 109.0 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O3 C10 C4 113.48(16) . . ?
O4 C10 O3 123.10(19) . . ?
O4 C10 C4 123.36(18) . . ?
O3 C11 C15 120.92(17) . . ?
C12 C11 O3 125.59(17) . . ?
C12 C11 C15 113.47(17) . . ?
C11 C12 C13 110.37(17) . . ?
C11 C12 C16 125.37(18) . . ?
C16 C12 C13 124.21(17) . . ?
C12 C13 H13 108.7 . . ?
C12 C13 C14 103.41(15) . . ?
C12 C13 C22 112.33(15) . . ?
C14 C13 H13 108.7 . . ?
C22 C13 H13 108.7 . . ?
C22 C13 C14 114.87(15) . . ?
C15 C14 C13 103.46(15) . . ?
C15 C14 C23 108.10(16) . . ?
C15 C14 C31 112.14(17) . . ?
C23 C14 C13 107.39(16) . . ?
C23 C14 C31 107.89(16) . . ?
C31 C14 C13 117.45(16) . . ?
O5 C15 C11 127.08(19) . . ?
O5 C15 C14 126.76(18) . . ?
C11 C15 C14 106.15(16) . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C18 C17 C22 111.65(16) . . ?
C22 C17 H17A 109.3 . . ?
C22 C17 H17B 109.3 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
C19 C18 C17 110.73(16) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C18 C19 H19A 109.7 . . ?
C18 C19 H19B 109.7 . . ?
C18 C19 C20 109.72(17) . . ?
H19A C19 H19B 108.2 . . ?
C20 C19 H19A 109.7 . . ?
C20 C19 H19B 109.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C21 C20 C19 110.65(16) . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C20 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
C20 C21 C22 111.50(16) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C13 C22 H22 107.2 . . ?
C17 C22 C13 113.19(15) . . ?
C17 C22 C21 110.77(16) . . ?
C17 C22 H22 107.2 . . ?
C21 C22 C13 110.99(15) . . ?
C21 C22 H22 107.2 . . ?
O6 C23 C14 111.66(16) . . ?
O7 C23 O6 123.7(2) . . ?
O7 C23 C14 124.62(19) . . ?
O6 C24 H24A 110.1 . . ?
O6 C24 H24B 110.1 . . ?
O6 C24 C30 107.88(15) . . ?
H24A C24 H24B 108.4 . . ?
C30 C24 H24A 110.1 . . ?
C30 C24 H24B 110.1 . . ?
C26 C25 H25 120.0 . . ?
C30 C25 H25 120.0 . . ?
C30 C25 C26 120.06(19) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.57(19) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.46(19) . . ?
C28 C27 H27 120.3 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.2(2) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.89(19) . . ?
C30 C29 H29 119.6 . . ?
C25 C30 C24 122.21(19) . . ?
C25 C30 C29 118.80(18) . . ?
C29 C30 C24 118.99(18) . . ?
C14 C31 H31A 109.5 . . ?
C14 C31 H31B 109.5 . . ?
C14 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.367(2) . ?
O1 C4 1.467(2) . ?
O2 C1 1.205(2) . ?
O3 C10 1.353(2) . ?
O3 C11 1.397(2) . ?
O4 C10 1.192(3) . ?
O5 C15 1.216(3) . ?
O6 C23 1.330(2) . ?
O6 C24 1.449(2) . ?
O7 C23 1.202(3) . ?
C1 C2 1.513(3) . ?
C2 C3 1.561(3) . ?
C2 C6 1.562(3) . ?
C2 C7 1.503(3) . ?
C3 C4 1.548(3) . ?
C3 C8 1.533(3) . ?
C3 C9 1.531(3) . ?
C4 C5 1.530(3) . ?
C4 C10 1.498(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.546(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C11 C12 1.329(3) . ?
C11 C15 1.456(3) . ?
C12 C13 1.520(3) . ?
C12 C16 1.489(3) . ?
C13 H13 1.0000 . ?
C13 C14 1.579(3) . ?
C13 C22 1.558(3) . ?
C14 C15 1.530(3) . ?
C14 C23 1.530(3) . ?
C14 C31 1.535(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.531(3) . ?
C17 C22 1.535(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.525(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.527(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.527(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.537(3) . ?
C22 H22 1.0000 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C30 1.503(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.393(3) . ?
C25 C30 1.393(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.386(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.382(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.396(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 35.18(18) . . . . ?
O1 C1 C2 C6 -69.93(18) . . . . ?
O1 C1 C2 C7 163.18(16) . . . . ?
O1 C4 C5 C6 -69.75(17) . . . . ?
O1 C4 C10 O3 33.2(2) . . . . ?
O1 C4 C10 O4 -149.6(2) . . . . ?
O2 C1 C2 C3 -147.7(2) . . . . ?
O2 C1 C2 C6 107.2(2) . . . . ?
O2 C1 C2 C7 -19.7(3) . . . . ?
O3 C11 C12 C13 -178.48(17) . . . . ?
O3 C11 C12 C16 -1.2(3) . . . . ?
O3 C11 C15 O5 9.2(3) . . . . ?
O3 C11 C15 C14 -169.82(16) . . . . ?
O6 C24 C30 C25 28.7(2) . . . . ?
O6 C24 C30 C29 -152.17(17) . . . . ?
C1 O1 C4 C3 -35.76(17) . . . . ?
C1 O1 C4 C5 73.67(17) . . . . ?
C1 O1 C4 C10 -160.63(16) . . . . ?
C1 C2 C3 C4 -51.52(15) . . . . ?
C1 C2 C3 C8 -168.70(17) . . . . ?
C1 C2 C3 C9 65.03(19) . . . . ?
C1 C2 C6 C5 67.96(18) . . . . ?
C2 C3 C4 O1 53.72(15) . . . . ?
C2 C3 C4 C5 -56.67(16) . . . . ?
C2 C3 C4 C10 174.30(16) . . . . ?
C3 C2 C6 C5 -34.25(19) . . . . ?
C3 C4 C5 C6 37.85(18) . . . . ?
C3 C4 C10 O3 -82.9(2) . . . . ?
C3 C4 C10 O4 94.4(3) . . . . ?
C4 O1 C1 O2 -177.57(18) . . . . ?
C4 O1 C1 C2 -0.12(18) . . . . ?
C4 C5 C6 C2 -1.64(19) . . . . ?
C5 C4 C10 O3 153.35(17) . . . . ?
C5 C4 C10 O4 -29.4(3) . . . . ?
C6 C2 C3 C4 53.73(16) . . . . ?
C6 C2 C3 C8 -63.4(2) . . . . ?
C6 C2 C3 C9 170.29(16) . . . . ?
C7 C2 C3 C4 -177.13(17) . . . . ?
C7 C2 C3 C8 65.7(2) . . . . ?
C7 C2 C3 C9 -60.6(2) . . . . ?
C7 C2 C6 C5 -165.34(17) . . . . ?
C8 C3 C4 O1 171.81(15) . . . . ?
C8 C3 C4 C5 61.4(2) . . . . ?
C8 C3 C4 C10 -67.6(2) . . . . ?
C9 C3 C4 O1 -62.15(19) . . . . ?
C9 C3 C4 C5 -172.55(16) . . . . ?
C9 C3 C4 C10 58.4(2) . . . . ?
C10 O3 C11 C12 104.2(2) . . . . ?
C10 O3 C11 C15 -77.3(2) . . . . ?
C10 C4 C5 C6 167.67(17) . . . . ?
C11 O3 C10 O4 -7.4(3) . . . . ?
C11 O3 C10 C4 169.88(17) . . . . ?
C11 C12 C13 C14 -12.9(2) . . . . ?
C11 C12 C13 C22 111.49(18) . . . . ?
C12 C11 C15 O5 -172.1(2) . . . . ?
C12 C11 C15 C14 8.8(2) . . . . ?
C12 C13 C14 C15 17.11(18) . . . . ?
C12 C13 C14 C23 -97.08(17) . . . . ?
C12 C13 C14 C31 141.23(17) . . . . ?
C12 C13 C22 C17 -41.4(2) . . . . ?
C12 C13 C22 C21 83.85(19) . . . . ?
C13 C14 C15 O5 165.0(2) . . . . ?
C13 C14 C15 C11 -15.93(19) . . . . ?
C13 C14 C23 O6 96.57(19) . . . . ?
C13 C14 C23 O7 -82.7(3) . . . . ?
C14 C13 C22 C17 76.4(2) . . . . ?
C14 C13 C22 C21 -158.32(15) . . . . ?
C15 C11 C12 C13 2.9(2) . . . . ?
C15 C11 C12 C16 -179.75(18) . . . . ?
C15 C14 C23 O6 -14.5(2) . . . . ?
C15 C14 C23 O7 166.2(2) . . . . ?
C16 C12 C13 C14 169.72(17) . . . . ?
C16 C12 C13 C22 -65.9(2) . . . . ?
C17 C18 C19 C20 58.7(2) . . . . ?
C18 C17 C22 C13 178.82(15) . . . . ?
C18 C17 C22 C21 53.4(2) . . . . ?
C18 C19 C20 C21 -59.1(2) . . . . ?
C19 C20 C21 C22 57.1(2) . . . . ?
C20 C21 C22 C13 179.58(15) . . . . ?
C20 C21 C22 C17 -53.8(2) . . . . ?
C22 C13 C14 C15 -105.65(18) . . . . ?
C22 C13 C14 C23 140.16(16) . . . . ?
C22 C13 C14 C31 18.5(2) . . . . ?
C22 C17 C18 C19 -56.4(2) . . . . ?
C23 O6 C24 C30 -171.16(17) . . . . ?
C23 C14 C15 O5 -81.3(3) . . . . ?
C23 C14 C15 C11 97.75(18) . . . . ?
C24 O6 C23 O7 -1.3(3) . . . . ?
C24 O6 C23 C14 179.42(16) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C26 C25 C30 C24 179.49(18) . . . . ?
C26 C25 C30 C29 0.3(3) . . . . ?
C26 C27 C28 C29 1.1(3) . . . . ?
C27 C28 C29 C30 -1.5(3) . . . . ?
C28 C29 C30 C24 -178.40(18) . . . . ?
C28 C29 C30 C25 0.8(3) . . . . ?
C30 C25 C26 C27 -0.7(3) . . . . ?
C31 C14 C15 O5 37.5(3) . . . . ?
C31 C14 C15 C11 -143.45(17) . . . . ?
C31 C14 C23 O6 -135.94(18) . . . . ?
C31 C14 C23 O7 44.8(3) . . . . ?
