#------------------------------------------------------------------------------
#$Date: 2025-04-05 06:55:10 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299056 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/03/7160358.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_7160358
loop_
_publ_author_name
'Zhao, Yi-Wen'
'Wang, Jun-Fei'
'Xu, Jianrong'
'Chen, Hongzhuan'
'Tan, Yun-Xuan'
'Tian, Ping'
_publ_section_title
;
 Concise asymmetric synthesis of (-)-Bao Gong Teng A via Evans
 chiral auxiliary-based 1,3-dipolar cycloaddition.
;
_journal_issue                   10
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2370
_journal_page_last               2374
_journal_paper_doi               10.1039/d5ob00014a
_journal_volume                  23
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_sum            'C30 H25 Cl N2 O4'
_chemical_formula_weight         512.97
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-11-15 deposited with the CCDC.	2025-02-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.156(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.6891(4)
_cell_length_b                   8.3323(3)
_cell_length_c                   13.3055(5)
_cell_measurement_reflns_used    8529
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      63.4421
_cell_measurement_theta_min      3.5619
_cell_volume                     1311.97(8)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      301(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'd8 venture'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1044
_diffrn_reflns_av_unetI/netI     0.0750
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23724
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        65.253
_diffrn_reflns_theta_max         65.253
_diffrn_reflns_theta_min         3.562
_exptl_absorpt_coefficient_mu    1.603
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.170
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 1094 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.104(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4440
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0528
_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)+(0.0770P)²+0.1578P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1400
_refine_ls_wR_factor_ref         0.1560
_reflns_Friedel_coverage         0.844
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.984
_reflns_number_gt                3233
_reflns_number_total             4440
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ob00014a2.cif
_cod_data_source_block           cu_20231107_ZYW_1X_28_3_0m
_cod_depositor_comments
'Adding full bibliography for 7160357--7160359.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7160358
_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_min   0.581
_shelx_estimated_absorpt_t_max   0.772
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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
Cl1 Cl 0.6815(2) 0.2999(5) 0.7855(3) 0.2073(18) Uani 1 1 d . . . . .
O1 O 0.1016(6) 0.1458(9) 1.0962(6) 0.175(3) Uani 1 1 d . . . . .
O2 O 0.1841(3) 0.8580(4) 0.6946(3) 0.0818(9) Uani 1 1 d . . . . .
O3 O 0.1667(3) 0.7682(4) 0.8453(3) 0.0916(10) Uani 1 1 d . . . . .
O4 O -0.0096(3) 0.4093(4) 0.6401(3) 0.0876(10) Uani 1 1 d . . . . .
N1 N 0.1966(4) 0.2470(5) 0.8831(4) 0.0957(13) Uani 1 1 d . . . . .
N3 N 0.1159(3) 0.6111(4) 0.6895(3) 0.0709(9) Uani 1 1 d . . . . .
C1 C 0.5673(5) 0.2584(10) 0.8238(7) 0.119(2) Uani 1 1 d . . . . .
C2A C 0.0728(4) 0.4586(6) 0.8304(4) 0.0765(12) Uani 1 1 d . . . . .
H2A H 0.049045 0.553629 0.860165 0.092 Uiso 1 1 calc R U . . .
C2 C 0.4790(7) 0.1715(12) 0.7602(7) 0.135(3) Uani 1 1 d . . . . .
H2 H 0.476910 0.130138 0.694608 0.162 Uiso 1 1 calc R U . . .
C3 C 0.3902(7) 0.1462(9) 0.7978(7) 0.122(2) Uani 1 1 d . . . . .
H3 H 0.327379 0.088996 0.754261 0.147 Uiso 1 1 calc R U . . .
C4A C 0.1294(4) 0.5083(6) 0.5159(4) 0.0701(10) Uani 1 1 d . . . . .
C4 C 0.3911(6) 0.2003(6) 0.8937(6) 0.0996(18) Uani 1 1 d . . . . .
C5 C 0.2969(7) 0.1583(9) 0.9341(7) 0.129(3) Uani 1 1 d . . . . .
H6 H 0.280036 0.044754 0.922379 0.154 Uiso 1 1 calc R U . . .
H7 H 0.322952 0.177724 1.011151 0.154 Uiso 1 1 calc R U . . .
C6 C 0.1981(4) 0.4212(6) 0.8971(4) 0.0765(12) Uani 1 1 d . . . . .
H22 H 0.249047 0.473378 0.866613 0.092 Uiso 1 1 calc R U . . .
C7 C 0.0537(4) 0.4868(5) 0.7133(4) 0.0724(11) Uani 1 1 d . . . . .
C8 C 0.1027(4) 0.6439(5) 0.5763(4) 0.0711(11) Uani 1 1 d . . . . .
H14 H 0.024734 0.678403 0.537178 0.085 Uiso 1 1 calc R U . . .
C9 C 0.1816(4) 0.7921(5) 0.5929(4) 0.0772(12) Uani 1 1 d . . . . .
H19 H 0.146248 0.870086 0.535417 0.093 Uiso 1 1 calc R U . . .
C10 C 0.3001(4) 0.7620(6) 0.5999(4) 0.0812(12) Uani 1 1 d . . . . .
C11 C 0.3298(7) 0.7980(10) 0.5140(7) 0.125(2) Uani 1 1 d . . . . .
H18 H 0.276075 0.837498 0.450883 0.151 Uiso 1 1 calc R U . . .
C12 C 0.4420(11) 0.7754(18) 0.5210(11) 0.177(4) Uani 1 1 d . . . . .
H17 H 0.462339 0.799789 0.462227 0.212 Uiso 1 1 calc R U . . .
C13 C 0.5208(9) 0.7179(17) 0.6130(12) 0.174(4) Uani 1 1 d . . . . .
H1 H 0.594657 0.702705 0.616650 0.209 Uiso 1 1 calc R U . . .
C14 C 0.4817(8) 0.2847(10) 0.9522(7) 0.139(3) Uani 1 1 d . . . . .
H4 H 0.484941 0.326275 1.018156 0.167 Uiso 1 1 calc R U . . .
C15 C 0.5704(7) 0.3124(11) 0.9184(10) 0.150(3) Uani 1 1 d . . . . .
H5 H 0.633057 0.369545 0.962310 0.180 Uiso 1 1 calc R U . . .
C16 C 0.1044(7) 0.1997(7) 0.9192(6) 0.109(2) Uani 1 1 d . . . . .
H24 H 0.083737 0.086881 0.902282 0.131 Uiso 1 1 calc R U . . .
C17 C 0.1328(8) 0.2336(11) 1.0386(7) 0.130(3) Uani 1 1 d . . . . .
C18 C 0.1915(8) 0.3823(11) 1.0778(6) 0.132(3) Uani 1 1 d . . . . .
H23 H 0.208500 0.413164 1.149065 0.158 Uiso 1 1 calc R U . . .
C19 C 0.2212(6) 0.4748(8) 1.0111(5) 0.1064(19) Uani 1 1 d . . . . .
H8 H 0.256293 0.572926 1.034829 0.128 Uiso 1 1 calc R U . . .
C20 C 0.1570(4) 0.7468(6) 0.7533(4) 0.0758(12) Uani 1 1 d . . . . .
C21 C 0.2046(4) 0.3848(6) 0.5642(4) 0.0823(13) Uani 1 1 d . . . . .
H9 H 0.239737 0.381674 0.638816 0.099 Uiso 1 1 calc R U . . .
C22 C 0.2272(5) 0.2671(7) 0.5020(5) 0.0961(15) Uani 1 1 d . . . . .
H13 H 0.277856 0.185439 0.534980 0.115 Uiso 1 1 calc R U . . .
C23 C 0.1759(5) 0.2693(8) 0.3922(5) 0.0936(15) Uani 1 1 d . . . . .
H12 H 0.191938 0.189710 0.350834 0.112 Uiso 1 1 calc R U . . .
C24 C 0.1014(5) 0.3882(7) 0.3436(4) 0.0885(14) Uani 1 1 d . . . . .
H10 H 0.066951 0.389747 0.268923 0.106 Uiso 1 1 calc R U . . .
C25 C 0.0766(5) 0.5060(7) 0.4038(4) 0.0822(13) Uani 1 1 d . . . . .
H11 H 0.024039 0.584920 0.369658 0.099 Uiso 1 1 calc R U . . .
C26 C 0.4929(6) 0.6829(11) 0.6991(9) 0.136(3) Uani 1 1 d . . . . .
H16 H 0.547011 0.644277 0.762260 0.163 Uiso 1 1 calc R U . . .
C27 C 0.3821(5) 0.7055(8) 0.6917(6) 0.1049(19) Uani 1 1 d . . . . .
H15 H 0.362719 0.681488 0.751059 0.126 Uiso 1 1 calc R U . . .
C28 C 0.0118(6) 0.3107(7) 0.8502(5) 0.1003(18) Uani 1 1 d . . . . .
H21 H -0.038462 0.340031 0.887465 0.120 Uiso 1 1 calc R U . . .
H20 H -0.032056 0.259425 0.782575 0.120 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'
N N 0.0311 0.0180 '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'
Cl Cl 0.3639 0.7018 '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
C20 O2 C9 111.1(3) . . ?
C5 N1 C6 119.3(6) . . ?
C5 N1 C16 112.7(5) . . ?
C6 N1 C16 101.5(4) . . ?
C20 N3 C7 125.2(4) . . ?
C20 N3 C8 110.5(4) . . ?
C7 N3 C8 119.9(4) . . ?
C15 C1 C2 120.9(8) . . ?
C15 C1 Cl1 118.0(7) . . ?
C2 C1 Cl1 121.1(8) . . ?
C7 C2A C28 113.7(4) . . ?
C7 C2A C6 111.9(4) . . ?
C28 C2A C6 102.6(5) . . ?
C7 C2A H2A 109.5 . . ?
C28 C2A H2A 109.5 . . ?
C6 C2A H2A 109.5 . . ?
C1 C2 C3 116.8(8) . . ?
C1 C2 H2 121.6 . . ?
C3 C2 H2 121.6 . . ?
C4 C3 C2 123.6(7) . . ?
C4 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
C21 C4A C25 117.9(5) . . ?
C21 C4A C8 124.1(4) . . ?
C25 C4A C8 118.0(4) . . ?
C14 C4 C3 116.1(8) . . ?
C14 C4 C5 122.6(8) . . ?
C3 C4 C5 121.3(7) . . ?
N1 C5 C4 113.3(5) . . ?
N1 C5 H6 108.9 . . ?
C4 C5 H6 108.9 . . ?
N1 C5 H7 108.9 . . ?
C4 C5 H7 108.9 . . ?
H6 C5 H7 107.7 . . ?
N1 C6 C19 114.3(4) . . ?
N1 C6 C2A 99.4(4) . . ?
C19 C6 C2A 107.7(5) . . ?
N1 C6 H22 111.6 . . ?
C19 C6 H22 111.6 . . ?
C2A C6 H22 111.6 . . ?
O4 C7 N3 118.6(4) . . ?
O4 C7 C2A 124.4(4) . . ?
N3 C7 C2A 117.0(4) . . ?
N3 C8 C4A 116.3(4) . . ?
N3 C8 C9 99.9(3) . . ?
C4A C8 C9 114.6(4) . . ?
N3 C8 H14 108.5 . . ?
C4A C8 H14 108.5 . . ?
C9 C8 H14 108.5 . . ?
O2 C9 C10 108.8(4) . . ?
O2 C9 C8 103.2(3) . . ?
C10 C9 C8 117.3(4) . . ?
O2 C9 H19 109.1 . . ?
C10 C9 H19 109.1 . . ?
C8 C9 H19 109.1 . . ?
C11 C10 C27 118.3(6) . . ?
C11 C10 C9 119.2(5) . . ?
C27 C10 C9 122.4(5) . . ?
C10 C11 C12 119.7(9) . . ?
C10 C11 H18 120.1 . . ?
C12 C11 H18 120.1 . . ?
C13 C12 C11 120.3(9) . . ?
C13 C12 H17 119.8 . . ?
C11 C12 H17 119.8 . . ?
C26 C13 C12 120.6(9) . . ?
C26 C13 H1 119.7 . . ?
C12 C13 H1 119.7 . . ?
C4 C14 C15 122.2(8) . . ?
C4 C14 H4 118.9 . . ?
C15 C14 H4 118.9 . . ?
C1 C15 C14 120.5(8) . . ?
C1 C15 H5 119.8 . . ?
C14 C15 H5 119.8 . . ?
N1 C16 C28 99.9(5) . . ?
N1 C16 C17 112.0(6) . . ?
C28 C16 C17 111.0(6) . . ?
N1 C16 H24 111.1 . . ?
C28 C16 H24 111.1 . . ?
C17 C16 H24 111.1 . . ?
O1 C17 C18 121.9(8) . . ?
O1 C17 C16 122.3(8) . . ?
C18 C17 C16 115.6(6) . . ?
C19 C18 C17 119.4(7) . . ?
C19 C18 H23 120.3 . . ?
C17 C18 H23 120.3 . . ?
C18 C19 C6 120.1(6) . . ?
C18 C19 H8 119.9 . . ?
C6 C19 H8 119.9 . . ?
O3 C20 O2 122.8(4) . . ?
O3 C20 N3 128.3(5) . . ?
O2 C20 N3 108.9(4) . . ?
C22 C21 C4A 120.3(5) . . ?
C22 C21 H9 119.8 . . ?
C4A C21 H9 119.8 . . ?
C23 C22 C21 120.6(6) . . ?
C23 C22 H13 119.7 . . ?
C21 C22 H13 119.7 . . ?
C24 C23 C22 119.9(5) . . ?
C24 C23 H12 120.1 . . ?
C22 C23 H12 120.1 . . ?
C23 C24 C25 120.6(5) . . ?
C23 C24 H10 119.7 . . ?
C25 C24 H10 119.7 . . ?
C24 C25 C4A 120.7(5) . . ?
C24 C25 H11 119.7 . . ?
C4A C25 H11 119.7 . . ?
C13 C26 C27 118.7(9) . . ?
C13 C26 H16 120.6 . . ?
C27 C26 H16 120.6 . . ?
C10 C27 C26 122.3(7) . . ?
C10 C27 H15 118.9 . . ?
C26 C27 H15 118.9 . . ?
C16 C28 C2A 105.5(5) . . ?
C16 C28 H21 110.7 . . ?
C2A C28 H21 110.7 . . ?
C16 C28 H20 110.7 . . ?
C2A C28 H20 110.7 . . ?
H21 C28 H20 108.8 . . ?
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
Cl1 C1 1.736(8) . ?
O1 C17 1.224(8) . ?
O2 C20 1.334(6) . ?
O2 C9 1.451(6) . ?
O3 C20 1.197(6) . ?
O4 C7 1.203(6) . ?
N1 C5 1.416(9) . ?
N1 C6 1.462(7) . ?
N1 C16 1.470(7) . ?
N3 C20 1.397(6) . ?
N3 C7 1.406(6) . ?
N3 C8 1.479(6) . ?
C1 C15 1.324(13) . ?
C1 C2 1.346(12) . ?
C2A C7 1.507(7) . ?
C2A C28 1.527(7) . ?
C2A C6 1.548(7) . ?
C2A H2A 0.9800 . ?
C2 C3 1.404(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.350(10) . ?
C3 H3 0.9300 . ?
C4A C21 1.393(7) . ?
C4A C25 1.398(7) . ?
C4A C8 1.495(7) . ?
C4 C14 1.332(10) . ?
C4 C5 1.518(10) . ?
C5 H6 0.9700 . ?
C5 H7 0.9700 . ?
C6 C19 1.505(7) . ?
C6 H22 0.9800 . ?
C8 C9 1.554(6) . ?
C8 H14 0.9800 . ?
C9 C10 1.494(7) . ?
C9 H19 0.9800 . ?
C10 C11 1.360(8) . ?
C10 C27 1.370(8) . ?
C11 C12 1.405(13) . ?
C11 H18 0.9300 . ?
C12 C13 1.358(16) . ?
C12 H17 0.9300 . ?
C13 C26 1.346(14) . ?
C13 H1 0.9300 . ?
C14 C15 1.374(13) . ?
C14 H4 0.9300 . ?
C15 H5 0.9300 . ?
C16 C28 1.517(10) . ?
C16 C17 1.523(11) . ?
C16 H24 0.9800 . ?
C17 C18 1.443(13) . ?
C18 C19 1.328(9) . ?
C18 H23 0.9300 . ?
C19 H8 0.9300 . ?
C21 C22 1.379(7) . ?
C21 H9 0.9300 . ?
C22 C23 1.368(8) . ?
C22 H13 0.9300 . ?
C23 C24 1.361(9) . ?
C23 H12 0.9300 . ?
C24 C25 1.373(8) . ?
C24 H10 0.9300 . ?
C25 H11 0.9300 . ?
C26 C27 1.387(10) . ?
C26 H16 0.9300 . ?
C27 H15 0.9300 . ?
C28 H21 0.9700 . ?
C28 H20 0.9700 . ?
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
C15 C1 C2 C3 2.0(13) . . . . ?
Cl1 C1 C2 C3 -179.3(6) . . . . ?
C1 C2 C3 C4 -1.8(13) . . . . ?
C2 C3 C4 C14 1.5(11) . . . . ?
C2 C3 C4 C5 -175.1(7) . . . . ?
C6 N1 C5 C4 -63.8(9) . . . . ?
C16 N1 C5 C4 177.3(6) . . . . ?
C14 C4 C5 N1 107.1(8) . . . . ?
C3 C4 C5 N1 -76.4(9) . . . . ?
C5 N1 C6 C19 -64.3(7) . . . . ?
C16 N1 C6 C19 60.2(7) . . . . ?
C5 N1 C6 C2A -178.7(5) . . . . ?
C16 N1 C6 C2A -54.2(5) . . . . ?
C7 C2A C6 N1 -88.3(4) . . . . ?
C28 C2A C6 N1 34.0(5) . . . . ?
C7 C2A C6 C19 152.3(4) . . . . ?
C28 C2A C6 C19 -85.4(5) . . . . ?
C20 N3 C7 O4 153.9(5) . . . . ?
C8 N3 C7 O4 -0.1(6) . . . . ?
C20 N3 C7 C2A -26.9(7) . . . . ?
C8 N3 C7 C2A 179.1(4) . . . . ?
C28 C2A C7 O4 5.3(7) . . . . ?
C6 C2A C7 O4 120.9(5) . . . . ?
C28 C2A C7 N3 -173.8(4) . . . . ?
C6 C2A C7 N3 -58.2(5) . . . . ?
C20 N3 C8 C4A 143.6(4) . . . . ?
C7 N3 C8 C4A -58.9(6) . . . . ?
C20 N3 C8 C9 19.7(5) . . . . ?
C7 N3 C8 C9 177.2(4) . . . . ?
C21 C4A C8 N3 -26.8(7) . . . . ?
C25 C4A C8 N3 153.8(4) . . . . ?
C21 C4A C8 C9 89.1(6) . . . . ?
C25 C4A C8 C9 -90.2(5) . . . . ?
C20 O2 C9 C10 -102.9(4) . . . . ?
C20 O2 C9 C8 22.3(5) . . . . ?
N3 C8 C9 O2 -24.0(4) . . . . ?
C4A C8 C9 O2 -149.1(4) . . . . ?
N3 C8 C9 C10 95.5(5) . . . . ?
C4A C8 C9 C10 -29.6(6) . . . . ?
O2 C9 C10 C11 -139.0(6) . . . . ?
C8 C9 C10 C11 104.4(6) . . . . ?
O2 C9 C10 C27 38.1(7) . . . . ?
C8 C9 C10 C27 -78.5(7) . . . . ?
C27 C10 C11 C12 0.6(12) . . . . ?
C9 C10 C11 C12 177.8(8) . . . . ?
C10 C11 C12 C13 -0.1(18) . . . . ?
C11 C12 C13 C26 0(2) . . . . ?
C3 C4 C14 C15 -1.4(12) . . . . ?
C5 C4 C14 C15 175.2(8) . . . . ?
C2 C1 C15 C14 -2.0(14) . . . . ?
Cl1 C1 C15 C14 179.3(7) . . . . ?
C4 C14 C15 C1 1.7(14) . . . . ?
C5 N1 C16 C28 -178.9(6) . . . . ?
C6 N1 C16 C28 52.3(5) . . . . ?
C5 N1 C16 C17 63.5(8) . . . . ?
C6 N1 C16 C17 -65.3(7) . . . . ?
N1 C16 C17 O1 -144.8(8) . . . . ?
C28 C16 C17 O1 104.5(10) . . . . ?
N1 C16 C17 C18 39.7(10) . . . . ?
C28 C16 C17 C18 -71.0(9) . . . . ?
O1 C17 C18 C19 -178.5(9) . . . . ?
C16 C17 C18 C19 -2.9(13) . . . . ?
C17 C18 C19 C6 -2.7(13) . . . . ?
N1 C6 C19 C18 -28.7(10) . . . . ?
C2A C6 C19 C18 80.7(8) . . . . ?
C9 O2 C20 O3 170.7(4) . . . . ?
C9 O2 C20 N3 -10.3(5) . . . . ?
C7 N3 C20 O3 15.6(8) . . . . ?
C8 N3 C20 O3 171.7(5) . . . . ?
C7 N3 C20 O2 -163.3(4) . . . . ?
C8 N3 C20 O2 -7.3(5) . . . . ?
C25 C4A C21 C22 1.5(8) . . . . ?
C8 C4A C21 C22 -177.8(5) . . . . ?
C4A C21 C22 C23 -0.3(9) . . . . ?
C21 C22 C23 C24 -0.3(9) . . . . ?
C22 C23 C24 C25 -0.4(8) . . . . ?
C23 C24 C25 C4A 1.6(8) . . . . ?
C21 C4A C25 C24 -2.2(7) . . . . ?
C8 C4A C25 C24 177.2(4) . . . . ?
C12 C13 C26 C27 0.4(18) . . . . ?
C11 C10 C27 C26 -0.6(10) . . . . ?
C9 C10 C27 C26 -177.7(6) . . . . ?
C13 C26 C27 C10 0.1(13) . . . . ?
N1 C16 C28 C2A -28.9(6) . . . . ?
C17 C16 C28 C2A 89.4(6) . . . . ?
C7 C2A C28 C16 118.0(5) . . . . ?
C6 C2A C28 C16 -3.0(5) . . . . ?
