#------------------------------------------------------------------------------
#$Date: 2023-07-05 12:50:27 +0200 (Wed 05 de Jul de 2023) $
#$Revision: 284960 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/93/7159385.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_7159385
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 rm
_chemical_formula_moiety         'C32 H40 O7'
_chemical_formula_sum            'C32 H40 O7'
_chemical_formula_weight         536.64
_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             2022-02-22
_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                   6.7321(2)
_cell_length_b                   9.8995(3)
_cell_length_c                   41.9029(12)
_cell_measurement_reflns_used    9269
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      64.80
_cell_measurement_theta_min      4.22
_cell_volume                     2792.59(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 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Venture Photon III'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_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       -49
_diffrn_reflns_number            27183
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        65.012
_diffrn_reflns_theta_max         65.012
_diffrn_reflns_theta_min         2.109
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.721
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.1409 before and 0.0623 after correction.
The Ratio of minimum to maximum transmission is 0.8328.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       needle
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.029
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1469 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         4710
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.199
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0505
_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)+(0.0367P)²+1.2386P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1059
_reflns_Friedel_coverage         0.707
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                4232
_reflns_number_total             4710
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob00735a2.cif
_cod_data_source_block           tius007
_cod_depositor_comments
'Adding full bibliography for 7159384--7159386.cif.'
_cod_database_code               7159385
_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   0.979
_shelx_estimated_absorpt_t_min   0.898
_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:
 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), C32(H32A,H32B,H32C)
;
_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 0.5663(4) 0.7056(3) 0.28778(5) 0.0214(6) Uani 1 1 d . . . . .
O2 O 0.6292(4) 0.7909(3) 0.23930(6) 0.0300(7) Uani 1 1 d . . . . .
O3 O 0.6210(4) 0.7218(3) 0.34984(5) 0.0213(6) Uani 1 1 d . . . . .
O4 O 0.3300(4) 0.6198(4) 0.36006(6) 0.0457(9) Uani 1 1 d . . . . .
O5 O 0.4504(4) 0.8880(3) 0.40072(6) 0.0292(7) Uani 1 1 d . . . . .
O6 O 0.8945(4) 0.9407(2) 0.41522(5) 0.0209(6) Uani 1 1 d . . . . .
O7 O 0.8823(4) 0.9296(3) 0.46873(6) 0.0292(7) Uani 1 1 d . . . . .
C1 C 0.5130(6) 0.7750(4) 0.26071(8) 0.0223(9) Uani 1 1 d . . . . .
C2 C 0.2971(6) 0.8131(4) 0.26410(8) 0.0220(9) Uani 1 1 d . . . . .
C3 C 0.2916(6) 0.8402(4) 0.30071(8) 0.0213(9) Uani 1 1 d . . . . .
C4 C 0.3867(6) 0.7018(4) 0.30752(8) 0.0201(8) Uani 1 1 d . . . . .
C5 C 0.2494(6) 0.5990(4) 0.29193(8) 0.0222(9) Uani 1 1 d . . . . .
H5A H 0.133081 0.578807 0.305585 0.027 Uiso 1 1 calc R U . . .
H5B H 0.320117 0.513967 0.286906 0.027 Uiso 1 1 calc R U . . .
C6 C 0.1875(6) 0.6759(4) 0.26106(8) 0.0252(9) Uani 1 1 d . . . . .
H6A H 0.230866 0.626477 0.241735 0.030 Uiso 1 1 calc R U . . .
H6B H 0.041843 0.688952 0.260188 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2278(6) 0.9234(4) 0.24179(9) 0.0300(10) Uani 1 1 d . . . . .
H7A H 0.289705 1.009218 0.247897 0.045 Uiso 1 1 calc R U . . .
H7B H 0.083039 0.931923 0.243132 0.045 Uiso 1 1 calc R U . . .
H7C H 0.265829 0.900660 0.219859 0.045 Uiso 1 1 calc R U . . .
C8 C 0.0833(6) 0.8577(4) 0.31481(10) 0.0313(10) Uani 1 1 d . . . . .
H8A H 0.027779 0.944317 0.307844 0.047 Uiso 1 1 calc R U . . .
H8B H 0.091291 0.855972 0.338157 0.047 Uiso 1 1 calc R U . . .
H8C H -0.002320 0.783969 0.307448 0.047 Uiso 1 1 calc R U . . .
C9 C 0.4206(6) 0.9605(4) 0.31073(9) 0.0267(9) Uani 1 1 d . . . . .
H9A H 0.556349 0.947387 0.302889 0.040 Uiso 1 1 calc R U . . .
H9B H 0.422197 0.967390 0.334062 0.040 Uiso 1 1 calc R U . . .
H9C H 0.365685 1.043793 0.301653 0.040 Uiso 1 1 calc R U . . .
C10 C 0.4405(6) 0.6735(4) 0.34170(9) 0.0238(9) Uani 1 1 d . . . . .
C11 C 0.6648(5) 0.7111(4) 0.38252(8) 0.0189(8) Uani 1 1 d . . . . .
C12 C 0.7879(5) 0.6208(4) 0.39518(8) 0.0177(8) Uani 1 1 d . . . . .
C13 C 0.7982(5) 0.6362(4) 0.43137(8) 0.0187(8) Uani 1 1 d . . . . .
C14 C 0.6810(6) 0.7752(4) 0.43741(8) 0.0210(8) Uani 1 1 d . . . . .
C15 C 0.5780(5) 0.8034(4) 0.40540(8) 0.0198(8) Uani 1 1 d . . . . .
C16 C 0.8969(6) 0.5154(4) 0.37710(9) 0.0240(9) Uani 1 1 d . . . . .
H16A H 0.857520 0.425890 0.384826 0.036 Uiso 1 1 calc R U . . .
H16B H 1.040104 0.527516 0.380169 0.036 Uiso 1 1 calc R U . . .
H16C H 0.865066 0.523177 0.354349 0.036 Uiso 1 1 calc R U . . .
C17 C 0.5031(5) 0.4686(4) 0.43008(8) 0.0183(8) Uani 1 1 d . . . . .
H17A H 0.416074 0.547705 0.426412 0.022 Uiso 1 1 calc R U . . .
H17B H 0.542715 0.432381 0.408998 0.022 Uiso 1 1 calc R U . . .
C18 C 0.3874(6) 0.3607(4) 0.44826(8) 0.0214(8) Uani 1 1 d . . . . .
H18A H 0.338767 0.398715 0.468660 0.026 Uiso 1 1 calc R U . . .
H18B H 0.270680 0.332505 0.435521 0.026 Uiso 1 1 calc R U . . .
C19 C 0.5180(6) 0.2382(4) 0.45499(9) 0.0242(9) Uani 1 1 d . . . . .
H19A H 0.556864 0.195028 0.434617 0.029 Uiso 1 1 calc R U . . .
H19B H 0.442735 0.171383 0.467741 0.029 Uiso 1 1 calc R U . . .
C20 C 0.7037(6) 0.2817(4) 0.47324(8) 0.0219(8) Uani 1 1 d . . . . .
H20A H 0.789740 0.202012 0.476758 0.026 Uiso 1 1 calc R U . . .
H20B H 0.664250 0.317346 0.494384 0.026 Uiso 1 1 calc R U . . .
C21 C 0.8217(5) 0.3904(4) 0.45523(8) 0.0211(8) Uani 1 1 d . . . . .
H21A H 0.871817 0.352618 0.434889 0.025 Uiso 1 1 calc R U . . .
H21B H 0.937511 0.418492 0.468197 0.025 Uiso 1 1 calc R U . . .
C22 C 0.6899(6) 0.5142(4) 0.44828(8) 0.0186(8) Uani 1 1 d . . . . .
H22 H 0.643285 0.548520 0.469440 0.022 Uiso 1 1 calc R U . . .
C23 C 0.8292(6) 0.8897(4) 0.44303(9) 0.0226(9) Uani 1 1 d . . . . .
C24 C 1.0349(6) 1.0521(4) 0.41693(9) 0.0237(9) Uani 1 1 d . . . . .
H24A H 1.169811 1.017704 0.421659 0.028 Uiso 1 1 calc R U . . .
H24B H 0.995831 1.115730 0.434034 0.028 Uiso 1 1 calc R U . . .
C25 C 0.8623(6) 1.1285(4) 0.36650(9) 0.0241(9) Uani 1 1 d . . . . .
H25 H 0.742958 1.087759 0.373838 0.029 Uiso 1 1 calc R U . . .
C26 C 0.8660(7) 1.1949(4) 0.33698(9) 0.0278(9) Uani 1 1 d . . . . .
H26 H 0.749660 1.198005 0.324180 0.033 Uiso 1 1 calc R U . . .
C27 C 1.0383(7) 1.2558(4) 0.32646(9) 0.0285(10) Uani 1 1 d . . . . .
H27 H 1.040325 1.300817 0.306440 0.034 Uiso 1 1 calc R U . . .
C28 C 1.2076(6) 1.2513(4) 0.34496(9) 0.0279(10) Uani 1 1 d . . . . .
H28 H 1.325453 1.294644 0.337835 0.033 Uiso 1 1 calc R U . . .
C29 C 1.2063(6) 1.1835(4) 0.37400(9) 0.0263(9) Uani 1 1 d . . . . .
H29 H 1.324116 1.178697 0.386419 0.032 Uiso 1 1 calc R U . . .
C30 C 1.0326(5) 1.1224(4) 0.38499(8) 0.0199(8) Uani 1 1 d . . . . .
C31 C 0.5334(6) 0.7795(4) 0.46517(8) 0.0254(9) Uani 1 1 d . . . . .
H31A H 0.604375 0.764897 0.485297 0.038 Uiso 1 1 calc R U . . .
H31B H 0.433502 0.708495 0.462332 0.038 Uiso 1 1 calc R U . . .
H31C H 0.467765 0.867842 0.465666 0.038 Uiso 1 1 calc R U . . .
C32 C 1.0160(5) 0.6457(4) 0.44204(9) 0.0233(9) Uani 1 1 d . . . . .
H32A H 1.085352 0.561935 0.436434 0.035 Uiso 1 1 calc R U . . .
H32B H 1.021576 0.659056 0.465194 0.035 Uiso 1 1 calc R U . . .
H32C H 1.079980 0.722084 0.431300 0.035 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
-2.00 1.00 0.00 0.0560
-1.00 1.00 1.00 0.0490
0.00 1.00 1.00 0.0120
0.00 -1.00 -1.00 0.0060
0.00 2.00 -1.00 0.0140
0.00 0.00 1.00 0.0060
0.00 0.00 -1.00 0.0150
1.00 -1.00 -1.00 0.0560
1.00 1.00 2.00 0.0660
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 105.3(3) . . ?
C10 O3 C11 114.1(3) . . ?
C23 O6 C24 117.0(3) . . ?
O1 C1 C2 107.4(3) . . ?
O2 C1 O1 120.8(4) . . ?
O2 C1 C2 131.7(3) . . ?
C1 C2 C3 99.2(3) . . ?
C1 C2 C6 103.4(3) . . ?
C1 C2 C7 114.8(3) . . ?
C6 C2 C3 102.7(3) . . ?
C7 C2 C3 118.5(3) . . ?
C7 C2 C6 115.8(3) . . ?
C4 C3 C2 91.1(3) . . ?
C8 C3 C2 114.9(3) . . ?
C8 C3 C4 114.2(3) . . ?
C8 C3 C9 109.0(3) . . ?
C9 C3 C2 113.0(3) . . ?
C9 C3 C4 113.9(3) . . ?
O1 C4 C3 102.4(3) . . ?
O1 C4 C5 106.0(3) . . ?
O1 C4 C10 110.1(3) . . ?
C5 C4 C3 105.2(3) . . ?
C10 C4 C3 116.3(3) . . ?
C10 C4 C5 115.5(3) . . ?
C4 C5 H5A 111.6 . . ?
C4 C5 H5B 111.6 . . ?
C4 C5 C6 101.1(3) . . ?
H5A C5 H5B 109.4 . . ?
C6 C5 H5A 111.6 . . ?
C6 C5 H5B 111.6 . . ?
C2 C6 C5 103.5(3) . . ?
C2 C6 H6A 111.1 . . ?
C2 C6 H6B 111.1 . . ?
C5 C6 H6A 111.1 . . ?
C5 C6 H6B 111.1 . . ?
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 113.1(3) . . ?
O4 C10 O3 123.8(3) . . ?
O4 C10 C4 123.1(3) . . ?
O3 C11 C15 120.9(3) . . ?
C12 C11 O3 124.8(3) . . ?
C12 C11 C15 114.3(3) . . ?
C11 C12 C13 111.0(3) . . ?
C11 C12 C16 125.3(3) . . ?
C16 C12 C13 123.7(3) . . ?
C12 C13 C14 102.7(3) . . ?
C12 C13 C22 110.4(3) . . ?
C12 C13 C32 109.8(3) . . ?
C22 C13 C14 110.9(3) . . ?
C32 C13 C14 111.7(3) . . ?
C32 C13 C22 110.9(3) . . ?
C15 C14 C13 103.9(3) . . ?
C23 C14 C13 109.8(3) . . ?
C23 C14 C15 107.2(3) . . ?
C23 C14 C31 106.6(3) . . ?
C31 C14 C13 117.5(3) . . ?
C31 C14 C15 111.5(3) . . ?
O5 C15 C11 127.8(3) . . ?
O5 C15 C14 125.8(3) . . ?
C11 C15 C14 106.3(3) . . ?
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 107.9 . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C18 C17 C22 112.0(3) . . ?
C22 C17 H17A 109.2 . . ?
C22 C17 H17B 109.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
C19 C18 C17 110.8(3) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C18 C19 H19A 109.7 . . ?
C18 C19 H19B 109.7 . . ?
C18 C19 C20 109.9(3) . . ?
H19A C19 H19B 108.2 . . ?
C20 C19 H19A 109.7 . . ?
C20 C19 H19B 109.7 . . ?
C19 C20 H20A 109.2 . . ?
C19 C20 H20B 109.2 . . ?
C19 C20 C21 112.0(3) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 C22 110.6(3) . . ?
H21A C21 H21B 108.1 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C13 C22 H22 106.4 . . ?
C17 C22 C13 112.3(3) . . ?
C17 C22 C21 109.3(3) . . ?
C17 C22 H22 106.4 . . ?
C21 C22 C13 115.3(3) . . ?
C21 C22 H22 106.4 . . ?
O6 C23 C14 111.0(3) . . ?
O7 C23 O6 123.8(4) . . ?
O7 C23 C14 125.2(3) . . ?
O6 C24 H24A 110.2 . . ?
O6 C24 H24B 110.2 . . ?
O6 C24 C30 107.4(3) . . ?
H24A C24 H24B 108.5 . . ?
C30 C24 H24A 110.2 . . ?
C30 C24 H24B 110.2 . . ?
C26 C25 H25 120.0 . . ?
C30 C25 H25 120.0 . . ?
C30 C25 C26 120.0(4) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.2(4) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.1(4) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.1(4) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.3(4) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 C24 121.7(3) . . ?
C25 C30 C29 119.4(3) . . ?
C29 C30 C24 119.0(3) . . ?
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 . . ?
C13 C32 H32A 109.5 . . ?
C13 C32 H32B 109.5 . . ?
C13 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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 1.373(4) . ?
O1 C4 1.465(4) . ?
O2 C1 1.201(4) . ?
O3 C10 1.350(4) . ?
O3 C11 1.405(4) . ?
O4 C10 1.195(4) . ?
O5 C15 1.215(4) . ?
O6 C23 1.344(4) . ?
O6 C24 1.454(5) . ?
O7 C23 1.201(4) . ?
C1 C2 1.508(6) . ?
C2 C3 1.558(5) . ?
C2 C6 1.551(5) . ?
C2 C7 1.511(5) . ?
C3 C4 1.540(5) . ?
C3 C8 1.531(5) . ?
C3 C9 1.533(5) . ?
C4 C5 1.522(5) . ?
C4 C10 1.503(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.557(5) . ?
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(5) . ?
C11 C15 1.448(5) . ?
C12 C13 1.526(5) . ?
C12 C16 1.484(5) . ?
C13 C14 1.607(5) . ?
C13 C22 1.579(5) . ?
C13 C32 1.535(5) . ?
C14 C15 1.536(5) . ?
C14 C23 1.528(6) . ?
C14 C31 1.531(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.526(5) . ?
C17 C22 1.538(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.523(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.528(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.536(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.541(5) . ?
C22 H22 1.0000 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C30 1.509(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.401(5) . ?
C25 C30 1.385(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.379(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.379(6) . ?
C28 H28 0.9500 . ?
C28 C29 1.390(6) . ?
C29 H29 0.9500 . ?
C29 C30 1.395(5) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 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 35.3(4) . . . . ?
O1 C1 C2 C6 -70.2(3) . . . . ?
O1 C1 C2 C7 162.7(3) . . . . ?
O1 C4 C5 C6 -70.5(3) . . . . ?
O1 C4 C10 O3 30.5(4) . . . . ?
O1 C4 C10 O4 -153.0(4) . . . . ?
O2 C1 C2 C3 -147.6(4) . . . . ?
O2 C1 C2 C6 106.8(5) . . . . ?
O2 C1 C2 C7 -20.3(6) . . . . ?
O3 C11 C12 C13 -179.1(3) . . . . ?
O3 C11 C12 C16 -1.0(6) . . . . ?
O3 C11 C15 O5 7.4(6) . . . . ?
O3 C11 C15 C14 -172.0(3) . . . . ?
O6 C24 C30 C25 31.9(5) . . . . ?
O6 C24 C30 C29 -148.6(3) . . . . ?
C1 O1 C4 C3 -35.9(3) . . . . ?
C1 O1 C4 C5 74.2(3) . . . . ?
C1 O1 C4 C10 -160.1(3) . . . . ?
C1 C2 C3 C4 -51.9(3) . . . . ?
C1 C2 C3 C8 -169.3(3) . . . . ?
C1 C2 C3 C9 64.8(4) . . . . ?
C1 C2 C6 C5 67.9(3) . . . . ?
C2 C3 C4 O1 53.9(3) . . . . ?
C2 C3 C4 C5 -56.8(3) . . . . ?
C2 C3 C4 C10 174.0(3) . . . . ?
C3 C2 C6 C5 -34.8(4) . . . . ?
C3 C4 C5 C6 37.6(3) . . . . ?
C3 C4 C10 O3 -85.3(4) . . . . ?
C3 C4 C10 O4 91.2(5) . . . . ?
C4 O1 C1 O2 -177.6(3) . . . . ?
C4 O1 C1 C2 -0.2(4) . . . . ?
C4 C5 C6 C2 -1.0(4) . . . . ?
C5 C4 C10 O3 150.6(3) . . . . ?
C5 C4 C10 O4 -32.9(6) . . . . ?
C6 C2 C3 C4 54.2(3) . . . . ?
C6 C2 C3 C8 -63.3(4) . . . . ?
C6 C2 C3 C9 170.8(3) . . . . ?
C7 C2 C3 C4 -176.7(3) . . . . ?
C7 C2 C3 C8 65.8(5) . . . . ?
C7 C2 C3 C9 -60.1(5) . . . . ?
C7 C2 C6 C5 -165.6(3) . . . . ?
C8 C3 C4 O1 172.0(3) . . . . ?
C8 C3 C4 C5 61.3(4) . . . . ?
C8 C3 C4 C10 -67.9(4) . . . . ?
C9 C3 C4 O1 -61.9(4) . . . . ?
C9 C3 C4 C5 -172.6(3) . . . . ?
C9 C3 C4 C10 58.2(4) . . . . ?
C10 O3 C11 C12 104.8(4) . . . . ?
C10 O3 C11 C15 -76.5(4) . . . . ?
C10 C4 C5 C6 167.2(3) . . . . ?
C11 O3 C10 O4 -3.7(6) . . . . ?
C11 O3 C10 C4 172.8(3) . . . . ?
C11 C12 C13 C14 -9.7(4) . . . . ?
C11 C12 C13 C22 108.7(3) . . . . ?
C11 C12 C13 C32 -128.7(3) . . . . ?
C12 C11 C15 O5 -173.8(4) . . . . ?
C12 C11 C15 C14 6.8(4) . . . . ?
C12 C13 C14 C15 12.8(4) . . . . ?
C12 C13 C14 C23 -101.5(3) . . . . ?
C12 C13 C14 C31 136.5(3) . . . . ?
C12 C13 C22 C17 -37.1(4) . . . . ?
C12 C13 C22 C21 89.1(4) . . . . ?
C13 C14 C15 O5 168.5(4) . . . . ?
C13 C14 C15 C11 -12.1(4) . . . . ?
C13 C14 C23 O6 83.7(3) . . . . ?
C13 C14 C23 O7 -96.1(4) . . . . ?
C14 C13 C22 C17 76.1(4) . . . . ?
C14 C13 C22 C21 -157.8(3) . . . . ?
C15 C11 C12 C13 2.2(4) . . . . ?
C15 C11 C12 C16 -179.7(3) . . . . ?
C15 C14 C23 O6 -28.5(4) . . . . ?
C15 C14 C23 O7 151.7(4) . . . . ?
C16 C12 C13 C14 172.2(3) . . . . ?
C16 C12 C13 C22 -69.4(4) . . . . ?
C16 C12 C13 C32 53.2(5) . . . . ?
C17 C18 C19 C20 56.4(4) . . . . ?
C18 C17 C22 C13 -174.1(3) . . . . ?
C18 C17 C22 C21 56.6(4) . . . . ?
C18 C19 C20 C21 -56.8(4) . . . . ?
C19 C20 C21 C22 56.9(4) . . . . ?
C20 C21 C22 C13 177.0(3) . . . . ?
C20 C21 C22 C17 -55.4(4) . . . . ?
C22 C13 C14 C15 -105.1(3) . . . . ?
C22 C13 C14 C23 140.6(3) . . . . ?
C22 C13 C14 C31 18.5(4) . . . . ?
C22 C17 C18 C19 -57.7(4) . . . . ?
C23 O6 C24 C30 -160.9(3) . . . . ?
C23 C14 C15 O5 -75.3(4) . . . . ?
C23 C14 C15 C11 104.1(3) . . . . ?
C24 O6 C23 O7 -1.0(5) . . . . ?
C24 O6 C23 C14 179.2(3) . . . . ?
C25 C26 C27 C28 0.1(6) . . . . ?
C26 C25 C30 C24 179.9(3) . . . . ?
C26 C25 C30 C29 0.4(5) . . . . ?
C26 C27 C28 C29 1.1(6) . . . . ?
C27 C28 C29 C30 -1.6(6) . . . . ?
C28 C29 C30 C24 -178.7(3) . . . . ?
C28 C29 C30 C25 0.8(6) . . . . ?
C30 C25 C26 C27 -0.9(6) . . . . ?
C31 C14 C15 O5 41.0(5) . . . . ?
C31 C14 C15 C11 -139.6(3) . . . . ?
C31 C14 C23 O6 -148.0(3) . . . . ?
C31 C14 C23 O7 32.2(5) . . . . ?
C32 C13 C14 C15 130.5(3) . . . . ?
C32 C13 C14 C23 16.2(4) . . . . ?
C32 C13 C14 C31 -105.9(4) . . . . ?
C32 C13 C22 C17 -159.1(3) . . . . ?
C32 C13 C22 C21 -32.9(4) . . . . ?
