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#$Date: 2022-03-23 03:34:23 +0200 (Wed, 23 Mar 2022) $
#$Revision: 273910 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/85/7158587.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_7158587
loop_
_publ_author_name
'Tian, Heng-Zhi'
'Wu, Sheng-Feng'
'Zhuang, Guo-Wei'
'Lin, Guo-Qiang'
'Sun, Xing-Wen'
_publ_section_title
;
 Base-controlled dearomative [3+2] cycloadditions between 3-nitro-indoles
 and fumaric acid amide esters
;
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB00296E
_journal_year                    2022
_chemical_formula_sum            'C23 H22 N2 O6 S'
_chemical_formula_weight         454.48
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2021-06-07 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_cell_angle_alpha                105.673(13)
_cell_angle_beta                 95.539(11)
_cell_angle_gamma                102.695(12)
_cell_formula_units_Z            2
_cell_length_a                   9.9808(13)
_cell_length_b                   10.3586(15)
_cell_length_c                   11.4372(19)
_cell_measurement_reflns_used    8223
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      60.56
_cell_measurement_theta_min      3.54
_cell_volume                     1095.3(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14316
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.667
_diffrn_reflns_theta_min         3.541
_exptl_absorpt_coefficient_mu    1.096
_exptl_absorpt_correction_T_max  0.902
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         5009
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0714P)²+0.1407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1280
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4285
_reflns_number_total             5009
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob00296e2.cif
_cod_data_source_block           ga_80504a_a
_cod_database_code               7158587
_shelx_shelxl_version_number     2016/6
_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   0.764
_shelx_estimated_absorpt_t_max   0.862
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
S1 S 0.71069(4) 1.00753(4) 0.65273(3) 0.05441(13) Uani 1 1 d . . . . .
N1 N 0.80394(13) 0.96109(14) 0.75686(10) 0.0509(3) Uani 1 1 d . . . . .
N2 N 0.64834(14) 0.95957(15) 0.91676(12) 0.0550(3) Uani 1 1 d . . . . .
H2 H 0.590(2) 1.002(2) 0.9002(19) 0.072(6) Uiso 1 1 d . . . . .
O1 O 0.57682(12) 0.92036(15) 1.09292(11) 0.0673(3) Uani 1 1 d . . . . .
O2 O 0.62937(15) 1.08585(14) 0.72188(11) 0.0709(3) Uani 1 1 d . . . . .
O3 O 0.80806(14) 1.06687(13) 0.58731(11) 0.0688(3) Uani 1 1 d . . . . .
O4 O 0.90058(13) 0.68396(13) 1.23050(11) 0.0663(3) Uani 1 1 d . . . . .
O5 O 0.9973(2) 0.7059(2) 1.06890(18) 0.1169(7) Uani 1 1 d . . . . .
C1 C 0.92428(15) 0.90799(15) 0.74349(12) 0.0491(3) Uani 1 1 d . . . . .
C2 C 0.75743(14) 0.93192(14) 0.85872(12) 0.0461(3) Uani 1 1 d . . . . .
C3 C 0.83912(14) 0.86789(13) 0.91316(12) 0.0439(3) Uani 1 1 d . . . . .
C4 C 1.06638(16) 0.80131(15) 0.84939(14) 0.0533(3) Uani 1 1 d . . . . .
H4 H 1.086112 0.764111 0.912524 0.064 Uiso 1 1 calc R U . . .
C5 C 1.15320(19) 0.80713(19) 0.76288(16) 0.0638(4) Uani 1 1 d . . . . .
H5 H 1.231848 0.773453 0.768541 0.077 Uiso 1 1 calc R U . . .
C6 C 1.12604(19) 0.8618(2) 0.66800(16) 0.0668(4) Uani 1 1 d . . . . .
H6 H 1.186238 0.863611 0.610916 0.080 Uiso 1 1 calc R U . . .
C7 C 1.01150(18) 0.91360(19) 0.65681(14) 0.0609(4) Uani 1 1 d . . . . .
H7 H 0.993235 0.950961 0.593462 0.073 Uiso 1 1 calc R U . . .
C8 C 0.94895(14) 0.85198(13) 0.84057(12) 0.0446(3) Uani 1 1 d . . . . .
C9 C 0.65605(15) 0.91286(17) 1.01882(13) 0.0516(3) Uani 1 1 d . . . . .
C10 C 0.78009(14) 0.84999(14) 1.01994(13) 0.0463(3) Uani 1 1 d . . . . .
C11 C 0.60286(16) 0.85144(18) 0.55526(13) 0.0552(3) Uani 1 1 d . . . . .
C12 C 0.6488(2) 0.7784(2) 0.45376(16) 0.0692(4) Uani 1 1 d . . . . .
H12 H 0.735516 0.812990 0.434891 0.083 Uiso 1 1 calc R U . . .
C13 C 0.5627(2) 0.6529(2) 0.3811(2) 0.0826(6) Uani 1 1 d . . . . .
H13 H 0.592373 0.602619 0.312600 0.099 Uiso 1 1 calc R U . . .
C14 C 0.4332(2) 0.6001(2) 0.4079(2) 0.0793(5) Uani 1 1 d . . . . .
C15 C 0.3903(2) 0.6780(3) 0.5096(2) 0.0878(6) Uani 1 1 d . . . . .
H15 H 0.302934 0.644946 0.528015 0.105 Uiso 1 1 calc R U . . .
C16 C 0.47422(19) 0.8025(2) 0.58348(18) 0.0749(5) Uani 1 1 d . . . . .
H16 H 0.444552 0.853285 0.651746 0.090 Uiso 1 1 calc R U . . .
C17 C 0.3409(3) 0.4619(3) 0.3281(3) 0.1103(9) Uani 1 1 d . . . . .
H17A H 0.276737 0.476637 0.267937 0.165 Uiso 1 1 calc R U . . .
H17B H 0.289976 0.415548 0.378618 0.165 Uiso 1 1 calc R U . . .
H17C H 0.397292 0.405858 0.287187 0.165 Uiso 1 1 calc R U . . .
C18 C 0.80243(16) 0.79642(16) 1.11195(14) 0.0532(3) Uani 1 1 d . . . . .
H18 H 0.742761 0.804707 1.169631 0.064 Uiso 1 1 calc R U . . .
C19 C 0.91128(18) 0.72597(17) 1.13128(15) 0.0586(4) Uani 1 1 d . . . . .
C20 C 0.9966(2) 0.6052(2) 1.25740(19) 0.0739(5) Uani 1 1 d . . . . .
H20A H 1.091896 0.660852 1.272656 0.089 Uiso 1 1 calc R U . . .
H20B H 0.986158 0.522749 1.188599 0.089 Uiso 1 1 calc R U . . .
C21 C 0.9622(3) 0.5665(2) 1.3680(2) 0.0942(7) Uani 1 1 d . . . . .
H21A H 0.979248 0.648823 1.436638 0.141 Uiso 1 1 calc R U . . .
H21B H 1.019174 0.508343 1.385656 0.141 Uiso 1 1 calc R U . . .
H21C H 0.865810 0.517197 1.353561 0.141 Uiso 1 1 calc R U . . .
C22 C 0.6787(6) 0.3768(6) 0.9500(6) 0.0951(15) Uani 0.5 1 d . U P A -1
H22A H 0.672243 0.403141 0.875811 0.143 Uiso 0.5 1 calc R U P A -1
H22B H 0.772261 0.413368 0.994247 0.143 Uiso 0.5 1 calc R U P A -1
H22C H 0.654239 0.277424 0.929583 0.143 Uiso 0.5 1 calc R U P A -1
C23 C 0.5822(5) 0.4326(5) 1.0275(5) 0.0728(12) Uani 0.5 1 d . U P A -1
C24 C 0.4166(6) 0.5668(6) 1.0427(6) 0.0915(15) Uani 0.5 1 d . U P A -1
H24A H 0.468346 0.639271 1.116130 0.110 Uiso 0.5 1 calc R U P A -1
H24B H 0.352221 0.498481 1.067822 0.110 Uiso 0.5 1 calc R U P A -1
C25 C 0.3389(7) 0.6264(6) 0.9634(8) 0.118(2) Uani 0.5 1 d . U P A -1
H25A H 0.403389 0.692070 0.937201 0.176 Uiso 0.5 1 calc R U P A -1
H25B H 0.277879 0.672188 1.008783 0.176 Uiso 0.5 1 calc R U P A -1
H25C H 0.285080 0.553521 0.892559 0.176 Uiso 0.5 1 calc R U P A -1
O6 O 0.5116(7) 0.5019(7) 0.9741(4) 0.0829(11) Uani 0.5 1 d . U P A -1
O7 O 0.5670(5) 0.4173(5) 1.1244(3) 0.1146(13) Uani 0.5 1 d . U P A -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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
O3 S1 O2 121.36(8) . . ?
O3 S1 N1 105.75(7) . . ?
O2 S1 N1 104.42(7) . . ?
O3 S1 C11 109.61(8) . . ?
O2 S1 C11 109.65(8) . . ?
N1 S1 C11 104.57(7) . . ?
C2 N1 C1 105.51(11) . . ?
C2 N1 S1 124.61(10) . . ?
C1 N1 S1 127.87(9) . . ?
C2 N2 C9 106.75(12) . . ?
C2 N2 H2 129.2(14) . . ?
C9 N2 H2 123.9(14) . . ?
C19 O4 C20 116.54(14) . . ?
C7 C1 C8 122.68(14) . . ?
C7 C1 N1 128.63(14) . . ?
C8 C1 N1 108.60(12) . . ?
C3 C2 N2 115.03(12) . . ?
C3 C2 N1 112.89(12) . . ?
N2 C2 N1 132.04(13) . . ?
C2 C3 C10 105.92(12) . . ?
C2 C3 C8 106.31(12) . . ?
C10 C3 C8 147.72(13) . . ?
C5 C4 C8 118.95(15) . . ?
C5 C4 H4 120.5 . . ?
C8 C4 H4 120.5 . . ?
C4 C5 C6 121.64(16) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C7 C6 C5 121.03(15) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C1 117.46(16) . . ?
C6 C7 H7 121.3 . . ?
C1 C7 H7 121.3 . . ?
C4 C8 C1 118.24(13) . . ?
C4 C8 C3 135.05(13) . . ?
C1 C8 C3 106.66(12) . . ?
O1 C9 N2 125.59(14) . . ?
O1 C9 C10 126.79(13) . . ?
N2 C9 C10 107.62(12) . . ?
C18 C10 C3 139.23(14) . . ?
C18 C10 C9 116.10(12) . . ?
C3 C10 C9 104.67(11) . . ?
C16 C11 C12 121.52(18) . . ?
C16 C11 S1 118.60(14) . . ?
C12 C11 S1 119.86(13) . . ?
C13 C12 C11 118.30(18) . . ?
C13 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
C12 C13 C14 121.5(2) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 118.22(19) . . ?
C13 C14 C17 120.8(2) . . ?
C15 C14 C17 120.9(2) . . ?
C16 C15 C14 121.30(19) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C11 119.11(19) . . ?
C15 C16 H16 120.4 . . ?
C11 C16 H16 120.4 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C10 C18 C19 126.74(14) . . ?
C10 C18 H18 116.6 . . ?
C19 C18 H18 116.6 . . ?
O5 C19 O4 122.96(16) . . ?
O5 C19 C18 126.82(15) . . ?
O4 C19 C18 110.22(14) . . ?
O4 C20 C21 106.73(18) . . ?
O4 C20 H20A 110.4 . . ?
C21 C20 H20A 110.4 . . ?
O4 C20 H20B 110.4 . . ?
C21 C20 H20B 110.4 . . ?
H20A C20 H20B 108.6 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O7 C23 O6 123.2(5) . . ?
O7 C23 C22 125.2(6) . . ?
O6 C23 C22 111.6(5) . . ?
O6 C24 C25 108.8(7) . . ?
O6 C24 H24A 109.9 . . ?
C25 C24 H24A 109.9 . . ?
O6 C24 H24B 109.9 . . ?
C25 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 O6 C24 117.2(4) . . ?
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 O3 1.4172(12) . ?
S1 O2 1.4174(13) . ?
S1 N1 1.6758(12) . ?
S1 C11 1.7450(18) . ?
N1 C2 1.3772(17) . ?
N1 C1 1.4314(19) . ?
N2 C2 1.3719(18) . ?
N2 C9 1.3808(18) . ?
N2 H2 0.83(2) . ?
O1 C9 1.2127(17) . ?
O4 C19 1.3260(19) . ?
O4 C20 1.450(2) . ?
O5 C19 1.186(2) . ?
C1 C7 1.385(2) . ?
C1 C8 1.410(2) . ?
C2 C3 1.362(2) . ?
C3 C10 1.4444(18) . ?
C3 C8 1.4489(18) . ?
C4 C5 1.381(2) . ?
C4 C8 1.391(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.374(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C9 C10 1.5208(19) . ?
C10 C18 1.338(2) . ?
C11 C16 1.375(2) . ?
C11 C12 1.382(2) . ?
C12 C13 1.381(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(3) . ?
C14 C17 1.511(3) . ?
C15 C16 1.371(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.467(2) . ?
C18 H18 0.9300 . ?
C20 C21 1.474(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.476(7) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 O7 1.180(7) . ?
C23 O6 1.328(9) . ?
C24 O6 1.451(7) . ?
C24 C25 1.477(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.83(2) 2.01(2) 2.8043(17) 160(2) 2_677
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
O3 S1 N1 C2 162.87(12) . . . . ?
O2 S1 N1 C2 33.76(14) . . . . ?
C11 S1 N1 C2 -81.43(13) . . . . ?
O3 S1 N1 C1 -35.66(15) . . . . ?
O2 S1 N1 C1 -164.78(13) . . . . ?
C11 S1 N1 C1 80.03(14) . . . . ?
C2 N1 C1 C7 -178.39(15) . . . . ?
S1 N1 C1 C7 17.4(2) . . . . ?
C2 N1 C1 C8 -1.78(15) . . . . ?
S1 N1 C1 C8 -166.02(11) . . . . ?
C9 N2 C2 C3 0.67(18) . . . . ?
C9 N2 C2 N1 -176.69(15) . . . . ?
C1 N1 C2 C3 1.43(16) . . . . ?
S1 N1 C2 C3 166.33(11) . . . . ?
C1 N1 C2 N2 178.83(15) . . . . ?
S1 N1 C2 N2 -16.3(2) . . . . ?
N2 C2 C3 C10 -0.14(17) . . . . ?
N1 C2 C3 C10 177.73(11) . . . . ?
N2 C2 C3 C8 -178.39(12) . . . . ?
N1 C2 C3 C8 -0.52(16) . . . . ?
C8 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C7 0.5(3) . . . . ?
C5 C6 C7 C1 -0.4(3) . . . . ?
C8 C1 C7 C6 0.0(2) . . . . ?
N1 C1 C7 C6 176.16(15) . . . . ?
C5 C4 C8 C1 -0.3(2) . . . . ?
C5 C4 C8 C3 -177.56(15) . . . . ?
C7 C1 C8 C4 0.4(2) . . . . ?
N1 C1 C8 C4 -176.45(12) . . . . ?
C7 C1 C8 C3 178.35(14) . . . . ?
N1 C1 C8 C3 1.49(15) . . . . ?
C2 C3 C8 C4 176.81(15) . . . . ?
C10 C3 C8 C4 0.0(3) . . . . ?
C2 C3 C8 C1 -0.63(15) . . . . ?
C10 C3 C8 C1 -177.5(2) . . . . ?
C2 N2 C9 O1 179.64(16) . . . . ?
C2 N2 C9 C10 -0.87(17) . . . . ?
C2 C3 C10 C18 179.01(18) . . . . ?
C8 C3 C10 C18 -4.1(4) . . . . ?
C2 C3 C10 C9 -0.39(15) . . . . ?
C8 C3 C10 C9 176.5(2) . . . . ?
O1 C9 C10 C18 0.7(2) . . . . ?
N2 C9 C10 C18 -178.77(14) . . . . ?
O1 C9 C10 C3 -179.73(16) . . . . ?
N2 C9 C10 C3 0.79(16) . . . . ?
O3 S1 C11 C16 -157.08(14) . . . . ?
O2 S1 C11 C16 -21.53(16) . . . . ?
N1 S1 C11 C16 89.94(15) . . . . ?
O3 S1 C11 C12 24.31(16) . . . . ?
O2 S1 C11 C12 159.87(14) . . . . ?
N1 S1 C11 C12 -88.66(15) . . . . ?
C16 C11 C12 C13 -0.8(3) . . . . ?
S1 C11 C12 C13 177.73(16) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C12 C13 C14 C15 0.9(3) . . . . ?
C12 C13 C14 C17 -179.4(2) . . . . ?
C13 C14 C15 C16 -1.2(3) . . . . ?
C17 C14 C15 C16 179.1(2) . . . . ?
C14 C15 C16 C11 0.5(3) . . . . ?
C12 C11 C16 C15 0.5(3) . . . . ?
S1 C11 C16 C15 -178.06(17) . . . . ?
C3 C10 C18 C19 -1.6(3) . . . . ?
C9 C10 C18 C19 177.72(15) . . . . ?
C20 O4 C19 O5 -2.7(3) . . . . ?
C20 O4 C19 C18 176.52(15) . . . . ?
C10 C18 C19 O5 0.5(3) . . . . ?
C10 C18 C19 O4 -178.77(15) . . . . ?
C19 O4 C20 C21 -178.19(17) . . . . ?
O7 C23 O6 C24 3.1(10) . . . . ?
C22 C23 O6 C24 -177.8(5) . . . . ?
C25 C24 O6 C23 -174.6(5) . . . . ?
