#------------------------------------------------------------------------------
#$Date: 2021-11-06 22:40:20 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270492 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/83/7158332.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_7158332
loop_
_publ_author_name
'Paysant, Hippolyte'
'Hedir, Siham'
'Justaud, Frédéric'
'Weiswald, Louis Bastien'
'El Dine, Assaad Nasr'
'Soulieman, Ali'
'Hachem, Ali'
'Elie, Nicolas'
'Brotin, Emilie'
'Denoyelle, Christophe'
'Bignon, Jérôme'
'Roussi, Fanny'
'Jouanne, Marie'
'Tasseau, Olivier'
'Roisnel, Thierry'
'Voisin-Chiret, Anne Sophie'
'Grée, René'
'Levoin, Nicolas'
'Poulain, Laurent'
_publ_section_title
;
 Structural revision of the Mcl-1 inhibitor MIM1: synthesis and biological
 studies on ovarian cancer cells with evaluation of designed analogues.
;
_journal_issue                   41
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8968
_journal_page_last               8987
_journal_paper_doi               10.1039/d1ob01521d
_journal_volume                  19
_journal_year                    2021
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C20 H28 N3 O3 S, Cl'
_chemical_formula_sum            'C20 H28 Cl N3 O3 S'
_chemical_formula_weight         425.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-05-29 deposited with the CCDC.	2021-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 121.156(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.8822(17)
_cell_length_b                   31.959(6)
_cell_length_c                   9.896(2)
_cell_measurement_reflns_used    9700
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.5257
_cell_measurement_theta_min      2.5493
_cell_measurement_wavelength     0.71073
_cell_volume                     2133.3(8)
_computing_cell_refinement       'APEX3 (Bruker, 2015)'
_computing_data_collection       'SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics
'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2016)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2019)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (G. Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            20794
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.533
_diffrn_reflns_theta_min         2.488
_diffrn_source_current           1.0
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.303
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_description       prism
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         4862
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0295P)²+1.9710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.0972
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4208
_reflns_number_total             4862
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1ob01521d2.cif
_cod_data_source_block           JF680
_cod_depositor_comments
'Adding full bibliography for 7158330--7158332.cif.'
_cod_original_cell_volume        2133.2(8)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7158332
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
S1 S 0.76794(6) 0.41610(2) 0.94042(5) 0.01738(10) Uani 1 1 d . . . . .
C1 C 0.6700(2) 0.48087(5) 0.43863(19) 0.0156(3) Uani 1 1 d . . . . .
H1A H 0.809191 0.484514 0.466473 0.019 Uiso 1 1 calc R U . . .
H1B H 0.634449 0.504408 0.484308 0.019 Uiso 1 1 calc R U . . .
C2 C 0.5313(3) 0.47980(6) 0.2585(2) 0.0189(3) Uani 1 1 d . . . . .
H2A H 0.392356 0.476849 0.232163 0.023 Uiso 1 1 calc R U . . .
H2B H 0.542571 0.506410 0.212586 0.023 Uiso 1 1 calc R U . . .
C3 C 0.5844(3) 0.44322(6) 0.1876(2) 0.0203(4) Uani 1 1 d . . . . .
H3A H 0.487527 0.441918 0.072648 0.024 Uiso 1 1 calc R U . . .
H3B H 0.717131 0.448182 0.202633 0.024 Uiso 1 1 calc R U . . .
C4 C 0.5854(3) 0.40135(6) 0.2624(2) 0.0218(4) Uani 1 1 d . . . . .
H4A H 0.635872 0.379290 0.221923 0.026 Uiso 1 1 calc R U . . .
H4B H 0.448049 0.393910 0.231504 0.026 Uiso 1 1 calc R U . . .
C5 C 0.7152(3) 0.40294(5) 0.4432(2) 0.0185(3) Uani 1 1 d . . . . .
H5A H 0.703732 0.376321 0.489065 0.022 Uiso 1 1 calc R U . . .
H5B H 0.855829 0.406977 0.475759 0.022 Uiso 1 1 calc R U . . .
C6 C 0.6453(2) 0.43925(5) 0.50228(18) 0.0136(3) Uani 1 1 d . . . . .
H6 H 0.499377 0.435265 0.454222 0.016 Uiso 1 1 calc R U . . .
N7 N 0.7331(2) 0.43735(4) 0.67680(15) 0.0129(3) Uani 1 1 d . . . . .
C8 C 0.9224(2) 0.45154(5) 0.79557(19) 0.0166(3) Uani 1 1 d . . . . .
C9 C 1.0629(3) 0.47317(6) 0.7604(2) 0.0247(4) Uani 1 1 d . . . . .
H9A H 1.191340 0.476628 0.858263 0.037 Uiso 1 1 calc R U . . .
H9B H 1.009652 0.500702 0.714319 0.037 Uiso 1 1 calc R U . . .
H9C H 1.080159 0.456384 0.685420 0.037 Uiso 1 1 calc R U . . .
C10 C 0.9589(3) 0.44284(5) 0.9406(2) 0.0198(4) Uani 1 1 d . . . . .
H10 H 1.077978 0.450589 1.034463 0.024 Uiso 1 1 calc R U . . .
C11 C 0.6373(2) 0.41747(5) 0.73775(18) 0.0135(3) Uani 1 1 d . . . . .
N12 N 0.4601(2) 0.39911(5) 0.65458(16) 0.0158(3) Uani 1 1 d . . . . .
H12 H 0.377(3) 0.4022(6) 0.551(3) 0.019 Uiso 1 1 d . U . . .
N13 N 0.3897(2) 0.38193(5) 0.74585(17) 0.0177(3) Uani 1 1 d . . . . .
C14 C 0.2335(2) 0.35924(5) 0.6692(2) 0.0168(3) Uani 1 1 d . . . . .
H14 H 0.178795 0.354065 0.559793 0.020 Uiso 1 1 calc R U . . .
C15 C 0.1406(3) 0.34146(5) 0.7510(2) 0.0173(3) Uani 1 1 d . . . . .
C16 C 0.2027(3) 0.35238(6) 0.9062(2) 0.0216(4) Uani 1 1 d . . . . .
H16 H 0.313804 0.370376 0.961955 0.026 Uiso 1 1 calc R U . . .
C17 C 0.1076(3) 0.33784(6) 0.9818(2) 0.0247(4) Uani 1 1 d . . . . .
H17 H 0.155230 0.345201 1.088584 0.030 Uiso 1 1 calc R U . . .
C18 C -0.0583(3) 0.31233(5) 0.8998(2) 0.0231(4) Uani 1 1 d . . . . .
C19 C -0.1230(3) 0.30016(5) 0.7443(2) 0.0220(4) Uani 1 1 d . . . . .
C20 C -0.0218(3) 0.31409(5) 0.6715(2) 0.0187(3) Uani 1 1 d . . . . .
O21 O -0.1709(2) 0.29862(4) 0.95887(18) 0.0310(3) Uani 1 1 d . . . . .
C22 C -0.1002(4) 0.30844(7) 1.1221(3) 0.0390(5) Uani 1 1 d . . . . .
H22A H 0.029785 0.295466 1.189651 0.058 Uiso 1 1 calc R U . . .
H22B H -0.194062 0.297671 1.150521 0.058 Uiso 1 1 calc R U . . .
H22C H -0.088491 0.338856 1.136723 0.058 Uiso 1 1 calc R U . . .
O23 O -0.2842(2) 0.27407(4) 0.66486(18) 0.0283(3) Uani 1 1 d . . . . .
C24 C -0.4629(4) 0.29535(8) 0.5619(4) 0.0700(11) Uani 1 1 d . . . . .
H24A H -0.493682 0.314807 0.622844 0.105 Uiso 1 1 calc R U . . .
H24B H -0.570788 0.275011 0.508167 0.105 Uiso 1 1 calc R U . . .
H24C H -0.448098 0.310970 0.483408 0.105 Uiso 1 1 calc R U . . .
O25 O -0.0853(2) 0.30345(4) 0.51778(15) 0.0273(3) Uani 1 1 d . . . . .
C26 C -0.0836(4) 0.25968(7) 0.4871(3) 0.0409(5) Uani 1 1 d . . . . .
H26A H -0.015698 0.244366 0.587379 0.061 Uiso 1 1 calc R U . . .
H26B H -0.013840 0.255200 0.430261 0.061 Uiso 1 1 calc R U . . .
H26C H -0.220223 0.249524 0.422845 0.061 Uiso 1 1 calc R U . . .
Cl1 Cl 0.12247(6) 0.41312(2) 0.31791(5) 0.02428(11) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C11 S1 C10 89.12(8) . . ?
C6 C1 C2 107.05(13) . . ?
C6 C1 H1A 110.3 . . ?
C2 C1 H1A 110.3 . . ?
C6 C1 H1B 110.3 . . ?
C2 C1 H1B 110.3 . . ?
H1A C1 H1B 108.6 . . ?
C3 C2 C1 110.49(14) . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2B 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C2 112.40(14) . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
C3 C4 C5 111.66(14) . . ?
C3 C4 H4A 109.3 . . ?
C5 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
C5 C4 H4B 109.3 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C4 108.50(14) . . ?
C6 C5 H5A 110.0 . . ?
C4 C5 H5A 110.0 . . ?
C6 C5 H5B 110.0 . . ?
C4 C5 H5B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
N7 C6 C5 111.68(13) . . ?
N7 C6 C1 115.53(13) . . ?
C5 C6 C1 110.90(14) . . ?
N7 C6 H6 106.0 . . ?
C5 C6 H6 106.0 . . ?
C1 C6 H6 106.0 . . ?
C11 N7 C8 112.01(13) . . ?
C11 N7 C6 120.41(13) . . ?
C8 N7 C6 127.36(13) . . ?
C10 C8 N7 111.93(15) . . ?
C10 C8 C9 124.95(16) . . ?
N7 C8 C9 123.11(15) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 S1 113.39(13) . . ?
C8 C10 H10 123.3 . . ?
S1 C10 H10 123.3 . . ?
N12 C11 N7 125.60(15) . . ?
N12 C11 S1 120.85(12) . . ?
N7 C11 S1 113.53(12) . . ?
C11 N12 N13 114.43(13) . . ?
C11 N12 H12 125.1(13) . . ?
N13 N12 H12 118.8(14) . . ?
C14 N13 N12 114.89(14) . . ?
N13 C14 C15 119.67(16) . . ?
N13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C16 C15 C20 118.09(16) . . ?
C16 C15 C14 121.56(16) . . ?
C20 C15 C14 120.28(16) . . ?
C17 C16 C15 122.13(17) . . ?
C17 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C16 C17 C18 119.31(17) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
O21 C18 C17 124.20(18) . . ?
O21 C18 C19 115.67(17) . . ?
C17 C18 C19 120.09(17) . . ?
O23 C19 C20 120.26(17) . . ?
O23 C19 C18 119.95(16) . . ?
C20 C19 C18 119.79(16) . . ?
O25 C20 C19 120.90(16) . . ?
O25 C20 C15 118.51(16) . . ?
C19 C20 C15 120.48(16) . . ?
C18 O21 C22 116.73(16) . . ?
O21 C22 H22A 109.5 . . ?
O21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 O23 C24 113.67(15) . . ?
O23 C24 H24A 109.5 . . ?
O23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 O25 C26 115.93(15) . . ?
O25 C26 H26A 109.5 . . ?
O25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
S1 C11 1.7169(16) . ?
S1 C10 1.7299(18) . ?
C1 C6 1.527(2) . ?
C1 C2 1.535(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.530(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.527(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.535(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.524(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N7 1.4929(19) . ?
C6 H6 1.0000 . ?
N7 C11 1.345(2) . ?
N7 C8 1.414(2) . ?
C8 C10 1.339(2) . ?
C8 C9 1.492(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10 0.9500 . ?
C11 N12 1.335(2) . ?
N12 N13 1.3942(19) . ?
N12 H12 0.89(2) . ?
N13 C14 1.285(2) . ?
C14 C15 1.459(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.393(2) . ?
C15 C20 1.407(2) . ?
C16 C17 1.384(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.391(3) . ?
C17 H17 0.9500 . ?
C18 O21 1.363(2) . ?
C18 C19 1.402(3) . ?
C19 O23 1.376(2) . ?
C19 C20 1.396(3) . ?
C20 O25 1.376(2) . ?
O21 C22 1.444(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
O23 C24 1.414(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O25 C26 1.433(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 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
C6 C1 C2 C3 -59.43(18) . . . . ?
C1 C2 C3 C4 54.87(19) . . . . ?
C2 C3 C4 C5 -52.3(2) . . . . ?
C3 C4 C5 C6 54.60(19) . . . . ?
C4 C5 C6 N7 167.52(13) . . . . ?
C4 C5 C6 C1 -62.07(18) . . . . ?
C2 C1 C6 N7 -167.17(13) . . . . ?
C2 C1 C6 C5 64.47(17) . . . . ?
C5 C6 N7 C11 -91.67(18) . . . . ?
C1 C6 N7 C11 140.36(15) . . . . ?
C5 C6 N7 C8 82.48(19) . . . . ?
C1 C6 N7 C8 -45.5(2) . . . . ?
C11 N7 C8 C10 -1.8(2) . . . . ?
C6 N7 C8 C10 -176.33(15) . . . . ?
C11 N7 C8 C9 177.67(16) . . . . ?
C6 N7 C8 C9 3.1(3) . . . . ?
N7 C8 C10 S1 1.3(2) . . . . ?
C9 C8 C10 S1 -178.17(15) . . . . ?
C11 S1 C10 C8 -0.36(15) . . . . ?
C8 N7 C11 N12 -176.83(15) . . . . ?
C6 N7 C11 N12 -1.8(2) . . . . ?
C8 N7 C11 S1 1.51(17) . . . . ?
C6 N7 C11 S1 176.50(11) . . . . ?
C10 S1 C11 N12 177.74(15) . . . . ?
C10 S1 C11 N7 -0.68(13) . . . . ?
N7 C11 N12 N13 -177.79(15) . . . . ?
S1 C11 N12 N13 4.0(2) . . . . ?
C11 N12 N13 C14 -170.75(15) . . . . ?
N12 N13 C14 C15 -176.78(14) . . . . ?
N13 C14 C15 C16 7.7(3) . . . . ?
N13 C14 C15 C20 -175.35(16) . . . . ?
C20 C15 C16 C17 -1.3(3) . . . . ?
C14 C15 C16 C17 175.76(17) . . . . ?
C15 C16 C17 C18 -1.6(3) . . . . ?
C16 C17 C18 O21 -175.35(18) . . . . ?
C16 C17 C18 C19 2.6(3) . . . . ?
O21 C18 C19 O23 -3.5(3) . . . . ?
C17 C18 C19 O23 178.37(17) . . . . ?
O21 C18 C19 C20 177.43(16) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
O23 C19 C20 O25 2.6(3) . . . . ?
C18 C19 C20 O25 -178.35(16) . . . . ?
O23 C19 C20 C15 178.67(16) . . . . ?
C18 C19 C20 C15 -2.3(3) . . . . ?
C16 C15 C20 O25 179.39(16) . . . . ?
C14 C15 C20 O25 2.3(2) . . . . ?
C16 C15 C20 C19 3.2(3) . . . . ?
C14 C15 C20 C19 -173.86(16) . . . . ?
C17 C18 O21 C22 -5.8(3) . . . . ?
C19 C18 O21 C22 176.11(17) . . . . ?
C20 C19 O23 C24 -82.4(3) . . . . ?
C18 C19 O23 C24 98.6(3) . . . . ?
C19 C20 O25 C26 -62.5(2) . . . . ?
C15 C20 O25 C26 121.36(19) . . . . ?
