#------------------------------------------------------------------------------
#$Date: 2026-02-19 03:09:08 +0100 (Thu 19 de Feb de 2026) $
#$Revision: 304535 $
#$URL: svn://www.crystallography.net/cod/cif/7/16/09/7160990.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_7160990
loop_
_publ_author_name
'Tian, Yuan-Hang'
'Yang, Qi-Chun'
'Liu, Yu-Xuan'
'Qin, Peng'
'Li, Jun-Long'
'Wu, Yi-Qi'
'Zeng, Rong'
'Zhang, Dong-Ming'
'Zhang, Xiang'
'Leng, Hai-Jun'
_publ_section_title
;
 Chemo- and diastereoselective synthesis of
 spiro-iminoindoline-pyrazolines as potential antioxidant reagents.
;
_journal_issue                   7
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1488
_journal_page_last               1495
_journal_paper_doi               10.1039/d5ob01910a
_journal_volume                  24
_journal_year                    2026
_chemical_formula_moiety         '2(C36 H29 Br N4 O2 S), C5.445 H8.113 O2.445'
_chemical_formula_sum            'C77 H66 Br2 N8 O6 S2'
_chemical_formula_weight         1423.31
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-04-25 deposited with the CCDC.	2026-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90.504(9)
_cell_angle_beta                 97.493(10)
_cell_angle_gamma                103.217(9)
_cell_formula_units_Z            1
_cell_length_a                   8.4871(19)
_cell_length_b                   12.362(3)
_cell_length_c                   17.148(4)
_cell_measurement_reflns_used    5559
_cell_measurement_temperature    178(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.67
_cell_volume                     1735.1(7)
_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  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      178.0
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_unetI/netI     0.0814
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24833
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.647
_diffrn_reflns_theta_min         2.035
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.288
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6083
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1428 before and 0.0712 after correction.
The Ratio of minimum to maximum transmission is 0.8159.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_description       needle
_exptl_crystal_F_000             734
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.391
_refine_diff_density_min         -1.077
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     456
_refine_ls_number_reflns         7979
_refine_ls_number_restraints     411
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0595
_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)+(0.1012P)²+0.4915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1601
_refine_ls_wR_factor_ref         0.1831
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5460
_reflns_number_total             7979
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ob01910a2.cif
_cod_data_source_block           mo_ljl_yqc_1_2_0m_a
_cod_database_code               7160990
_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_max   0.962
_shelx_estimated_absorpt_t_min   0.683
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C41) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.001
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(O3)=Sof(O4)=Sof(C38)=Sof(H38A)=Sof(H38B)=Sof(H38C)=Sof(C39)=Sof(H39A)=
 Sof(H39B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7)
5.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B)
5.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C11(H11), C12(H12), C16(H16), C17(H17), C18(H18),
 C19(H19), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28),
  C30(H30), C31(H31), C32(H32), C34(H34), C35(H35), C36(H36)
5.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C), C38(H38A,H38B,H38C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Br1 Br 0.14643(5) 0.94813(4) 0.92816(3) 0.04472(17) Uani 1 1 d . . . . .
S1 S 0.53450(10) 0.78856(7) 0.50113(5) 0.0235(2) Uani 1 1 d . . . . .
O1 O 0.3727(3) 0.7219(2) 0.47976(16) 0.0341(6) Uani 1 1 d . . . . .
O2 O 0.5661(3) 0.90111(19) 0.47457(14) 0.0296(6) Uani 1 1 d . . . . .
N1 N 0.5808(4) 0.7840(2) 0.59509(16) 0.0239(6) Uani 1 1 d . . . . .
N2 N 0.6321(3) 0.9801(2) 0.62797(17) 0.0243(6) Uani 1 1 d . . . . .
H2 H 0.607537 1.005735 0.581354 0.029 Uiso 1 1 calc R U . . .
N3 N 0.7407(3) 0.6890(2) 0.75182(16) 0.0227(6) Uani 1 1 d . . . . .
N4 N 0.8057(3) 0.8022(2) 0.74576(16) 0.0220(6) Uani 1 1 d . . . . .
C1 C 0.2088(6) 0.2273(3) 0.7941(3) 0.0542(13) Uani 1 1 d . . . . .
H1A H 0.157851 0.224157 0.842364 0.081 Uiso 1 1 calc R U . . .
H1B H 0.280616 0.175202 0.796596 0.081 Uiso 1 1 calc R U . . .
H1C H 0.123785 0.206851 0.748561 0.081 Uiso 1 1 calc R U . . .
C2 C 0.3079(5) 0.3439(3) 0.7860(3) 0.0383(9) Uani 1 1 d . . . . .
C3 C 0.2417(5) 0.4351(3) 0.7962(3) 0.0369(9) Uani 1 1 d . . . . .
H3 H 0.133899 0.424517 0.809161 0.044 Uiso 1 1 calc R U . . .
C4 C 0.3332(4) 0.5419(3) 0.7874(2) 0.0313(8) Uani 1 1 d . . . . .
H4 H 0.286062 0.603582 0.793575 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4918(4) 0.5601(3) 0.7697(2) 0.0267(7) Uani 1 1 d . . . . .
C6 C 0.5891(4) 0.6716(3) 0.7602(2) 0.0236(7) Uani 1 1 d . . . . .
C7 C 0.5264(4) 0.7766(3) 0.76142(19) 0.0212(6) Uani 1 1 d . . . . .
H7 H 0.425527 0.767605 0.722333 0.025 Uiso 1 1 calc R U . . .
C8 C 0.6702(4) 0.8599(3) 0.73033(19) 0.0205(6) Uani 1 1 d . . . . .
C9 C 0.6249(4) 0.8725(3) 0.64180(19) 0.0212(6) Uani 1 1 d . . . . .
C10 C 0.6733(4) 0.7215(3) 0.4659(2) 0.0236(7) Uani 1 1 d . . . . .
C11 C 0.8328(4) 0.7795(3) 0.4625(2) 0.0308(8) Uani 1 1 d . . . . .
H11 H 0.866398 0.856275 0.477736 0.037 Uiso 1 1 calc R U . . .
C12 C 0.9427(5) 0.7245(3) 0.4367(2) 0.0337(8) Uani 1 1 d . . . . .
H12 H 1.051428 0.764460 0.433836 0.040 Uiso 1 1 calc R U . . .
C13 C 0.8971(5) 0.6126(3) 0.4150(2) 0.0316(8) Uani 1 1 d . . . . .
C14 C 1.0176(5) 0.5524(4) 0.3884(3) 0.0441(10) Uani 1 1 d . . . . .
H14A H 1.100325 0.604743 0.363973 0.066 Uiso 1 1 calc R U . . .
H14B H 0.960074 0.492614 0.349961 0.066 Uiso 1 1 calc R U . . .
H14C H 1.070783 0.520591 0.433832 0.066 Uiso 1 1 calc R U . . .
C15 C 0.6843(4) 1.0467(3) 0.69791(19) 0.0222(6) Uani 1 1 d . . . . .
C16 C 0.7142(4) 1.1607(3) 0.7059(2) 0.0287(7) Uani 1 1 d . . . . .
H16 H 0.693808 1.204757 0.662348 0.034 Uiso 1 1 calc R U . . .
C17 C 0.7751(4) 1.2082(3) 0.7801(2) 0.0308(8) Uani 1 1 d . . . . .
H17 H 0.798921 1.286823 0.787587 0.037 Uiso 1 1 calc R U . . .
C18 C 0.8024(4) 1.1432(3) 0.8441(2) 0.0301(8) Uani 1 1 d . . . . .
H18 H 0.844180 1.177837 0.894578 0.036 Uiso 1 1 calc R U . . .
C19 C 0.7692(4) 1.0283(3) 0.8349(2) 0.0258(7) Uani 1 1 d . . . . .
H19 H 0.787115 0.983973 0.878658 0.031 Uiso 1 1 calc R U . . .
C20 C 0.7097(4) 0.9794(3) 0.76095(19) 0.0220(6) Uani 1 1 d . . . . .
C21 C 0.9420(4) 0.8289(3) 0.70284(19) 0.0220(6) Uani 1 1 d . . . . .
C22 C 0.9962(4) 0.7455(3) 0.6667(2) 0.0299(8) Uani 1 1 d . . . . .
H22 H 0.943400 0.669741 0.671062 0.036 Uiso 1 1 calc R U . . .
C23 C 1.1268(5) 0.7730(3) 0.6245(2) 0.0350(8) Uani 1 1 d . . . . .
H23 H 1.163581 0.715607 0.600289 0.042 Uiso 1 1 calc R U . . .
C24 C 1.2037(4) 0.8814(3) 0.6170(2) 0.0310(8) Uani 1 1 d . . . . .
H24 H 1.291048 0.899617 0.586445 0.037 Uiso 1 1 calc R U . . .
C25 C 1.1535(4) 0.9642(3) 0.6543(2) 0.0332(8) Uani 1 1 d . . . . .
H25 H 1.208070 1.039739 0.650201 0.040 Uiso 1 1 calc R U . . .
C26 C 1.0236(4) 0.9382(3) 0.6979(2) 0.0293(8) Uani 1 1 d . . . . .
H26 H 0.991161 0.995760 0.724309 0.035 Uiso 1 1 calc R U . . .
C27 C 0.4649(5) 0.3618(3) 0.7674(3) 0.0461(11) Uani 1 1 d . . . . .
H27 H 0.510748 0.299870 0.759788 0.055 Uiso 1 1 calc R U . . .
C28 C 0.5567(5) 0.4676(3) 0.7597(3) 0.0404(10) Uani 1 1 d . . . . .
H28 H 0.664967 0.477667 0.747427 0.048 Uiso 1 1 calc R U . . .
C29 C 0.4894(4) 0.8063(3) 0.84155(19) 0.0225(7) Uani 1 1 d . . . . .
C30 C 0.5827(5) 0.7843(3) 0.9096(2) 0.0310(8) Uani 1 1 d . . . . .
H30 H 0.670631 0.749575 0.906114 0.037 Uiso 1 1 calc R U . . .
C31 C 0.5478(5) 0.8126(3) 0.9825(2) 0.0364(9) Uani 1 1 d . . . . .
H31 H 0.612524 0.797418 1.028761 0.044 Uiso 1 1 calc R U . . .
C32 C 0.4210(5) 0.8626(3) 0.9890(2) 0.0357(8) Uani 1 1 d . . . . .
H32 H 0.398352 0.882813 1.039206 0.043 Uiso 1 1 calc R U . . .
C33 C 0.3271(4) 0.8828(3) 0.9211(2) 0.0301(8) Uani 1 1 d . . . . .
C34 C 0.3598(4) 0.8559(3) 0.8473(2) 0.0247(7) Uani 1 1 d . . . . .
H34 H 0.294477 0.871010 0.801209 0.030 Uiso 1 1 calc R U . . .
C35 C 0.6241(4) 0.6084(3) 0.4449(2) 0.0297(8) Uani 1 1 d . . . . .
H35 H 0.515462 0.568390 0.447852 0.036 Uiso 1 1 calc R U . . .
C36 C 0.7370(5) 0.5555(3) 0.4194(2) 0.0344(8) Uani 1 1 d . . . . .
H36 H 0.704341 0.478539 0.404687 0.041 Uiso 1 1 calc R U . . .
C40 C 0.500000 0.500000 1.000000 0.0589(18) Uani 1 2 d S . P A 1
O3 O 0.8898(8) 0.4383(5) 0.9045(4) 0.069(2) Uani 0.611(7) 1 d . . P B 1
O4 O 0.7481(7) 0.5530(4) 0.9562(4) 0.0593(17) Uani 0.611(7) 1 d . . P A 1
C38 C 0.9950(9) 0.6317(6) 0.9092(5) 0.049(2) Uani 0.611(7) 1 d . . P B 1
H38A H 1.102304 0.638893 0.940537 0.074 Uiso 0.611(7) 1 calc R U P B 1
H38B H 0.949760 0.694802 0.921905 0.074 Uiso 0.611(7) 1 calc R U P B 1
H38C H 1.006579 0.630650 0.853083 0.074 Uiso 0.611(7) 1 calc R U P B 1
C39 C 0.6257(12) 0.4569(7) 0.9719(6) 0.062(2) Uani 0.611(7) 1 d . . P A 1
H39A H 0.582241 0.410066 0.923243 0.075 Uiso 0.611(7) 1 calc R U P B 1
H39B H 0.672080 0.411618 1.012056 0.075 Uiso 0.611(7) 1 calc R U P B 1
C41 C 0.8880(13) 0.5308(7) 0.9267(6) 0.133(3) Uani 1 1 d . U . . .
H40 H 0.551(9) 0.507(6) 1.050(4) 0.10(2) Uiso 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'
Br Br -0.2901 2.4595 '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'
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
O1 S1 O2 116.68(16) . . ?
O1 S1 N1 107.90(16) . . ?
O1 S1 C10 108.89(16) . . ?
O2 S1 N1 112.24(15) . . ?
O2 S1 C10 108.24(15) . . ?
N1 S1 C10 101.83(15) . . ?
C9 N1 S1 123.1(2) . . ?
C9 N2 H2 124.4 . . ?
C9 N2 C15 111.2(3) . . ?
C15 N2 H2 124.4 . . ?
C6 N3 N4 110.2(3) . . ?
N3 N4 C8 109.1(2) . . ?
N3 N4 C21 115.1(2) . . ?
C21 N4 C8 120.2(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.5(4) . . ?
C27 C2 C1 120.8(4) . . ?
C27 C2 C3 118.7(4) . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(4) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 122.0(3) . . ?
C4 C5 C28 118.0(3) . . ?
C28 C5 C6 120.1(3) . . ?
N3 C6 C5 121.6(3) . . ?
N3 C6 C7 113.6(3) . . ?
C5 C6 C7 124.8(3) . . ?
C6 C7 H7 109.3 . . ?
C6 C7 C8 99.9(2) . . ?
C8 C7 H7 109.3 . . ?
C29 C7 C6 113.0(3) . . ?
C29 C7 H7 109.3 . . ?
C29 C7 C8 115.6(3) . . ?
N4 C8 C7 102.2(2) . . ?
N4 C8 C9 111.3(2) . . ?
N4 C8 C20 115.1(3) . . ?
C9 C8 C7 108.9(3) . . ?
C20 C8 C7 117.8(2) . . ?
C20 C8 C9 101.6(2) . . ?
N1 C9 N2 131.5(3) . . ?
N1 C9 C8 119.3(3) . . ?
N2 C9 C8 109.2(3) . . ?
C11 C10 S1 120.1(2) . . ?
C11 C10 C35 120.5(3) . . ?
C35 C10 S1 119.4(3) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.3(3) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C14 121.2(3) . . ?
C12 C13 C36 118.5(3) . . ?
C36 C13 C14 120.3(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 N2 127.6(3) . . ?
C16 C15 C20 122.9(3) . . ?
C20 C15 N2 109.5(3) . . ?
C15 C16 H16 121.4 . . ?
C15 C16 C17 117.1(3) . . ?
C17 C16 H16 121.4 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.6 . . ?
C20 C19 C18 118.9(3) . . ?
C20 C19 H19 120.6 . . ?
C15 C20 C8 108.5(3) . . ?
C19 C20 C8 132.2(3) . . ?
C19 C20 C15 119.2(3) . . ?
C22 C21 N4 120.8(3) . . ?
C26 C21 N4 120.1(3) . . ?
C26 C21 C22 119.1(3) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 120.9(3) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 120.3 . . ?
C23 C24 C25 119.4(3) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.6(3) . . ?
C26 C25 H25 119.7 . . ?
C21 C26 C25 120.0(3) . . ?
C21 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C2 C27 H27 119.3 . . ?
C28 C27 C2 121.4(4) . . ?
C28 C27 H27 119.3 . . ?
C5 C28 H28 119.7 . . ?
C27 C28 C5 120.5(4) . . ?
C27 C28 H28 119.7 . . ?
C30 C29 C7 120.9(3) . . ?
C30 C29 C34 119.6(3) . . ?
C34 C29 C7 119.6(3) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 C29 120.1(3) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 119.5 . . ?
C32 C31 C30 120.9(4) . . ?
C32 C31 H31 119.5 . . ?
C31 C32 H32 120.6 . . ?
C31 C32 C33 118.7(3) . . ?
C33 C32 H32 120.6 . . ?
C32 C33 Br1 119.8(3) . . ?
C32 C33 C34 121.6(3) . . ?
C34 C33 Br1 118.6(3) . . ?
C29 C34 H34 120.5 . . ?
C33 C34 C29 119.0(3) . . ?
C33 C34 H34 120.5 . . ?
C10 C35 H35 120.6 . . ?
C36 C35 C10 118.7(3) . . ?
C36 C35 H35 120.6 . . ?
C13 C36 H36 119.3 . . ?
C35 C36 C13 121.5(3) . . ?
C35 C36 H36 119.3 . . ?
C39 C40 C39 180.0 2_667 . ?
C39 C40 H40 88(5) 2_667 . ?
C39 C40 H40 88(5) . 2_667 ?
C39 C40 H40 92(5) . . ?
C39 C40 H40 92(5) 2_667 2_667 ?
H40 C40 H40 180(9) . 2_667 ?
C41 O4 C39 115.9(7) . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C41 C38 H38A 109.5 . . ?
C41 C38 H38B 109.5 . . ?
C41 C38 H38C 109.5 . . ?
C40 C39 O4 105.4(6) . . ?
C40 C39 H39A 110.7 . . ?
C40 C39 H39B 110.7 . . ?
O4 C39 H39A 110.7 . . ?
O4 C39 H39B 110.7 . . ?
H39A C39 H39B 108.8 . . ?
O3 C41 O4 121.1(8) . . ?
O3 C41 C38 126.3(9) . . ?
C38 C41 O4 110.6(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
Br1 C33 1.906(4) . ?
S1 O1 1.430(3) . ?
S1 O2 1.445(2) . ?
S1 N1 1.613(3) . ?
S1 C10 1.750(3) . ?
N1 C9 1.303(4) . ?
N2 H2 0.8800 . ?
N2 C9 1.341(4) . ?
N2 C15 1.411(4) . ?
N3 N4 1.393(4) . ?
N3 C6 1.282(4) . ?
N4 C8 1.484(4) . ?
N4 C21 1.428(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.511(5) . ?
C2 C3 1.389(5) . ?
C2 C27 1.379(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(5) . ?
C5 C6 1.458(5) . ?
C5 C28 1.397(5) . ?
C6 C7 1.513(4) . ?
C7 H7 1.0000 . ?
C7 C8 1.561(4) . ?
C7 C29 1.509(4) . ?
C8 C9 1.535(4) . ?
C8 C20 1.511(4) . ?
C10 C11 1.389(5) . ?
C10 C35 1.394(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(5) . ?
C13 C14 1.508(5) . ?
C13 C36 1.392(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.376(5) . ?
C15 C20 1.394(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.393(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.381(5) . ?
C21 C22 1.392(4) . ?
C21 C26 1.380(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.382(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.365(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.377(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.391(5) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C27 C28 1.378(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(5) . ?
C29 C34 1.389(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.381(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.373(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.381(6) . ?
C33 C34 1.385(5) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C35 C36 1.388(5) . ?
C36 H36 0.9500 . ?
C40 C39 1.430(10) 2_667 ?
C40 C39 1.430(10) . ?
C40 H40 0.90(6) . ?
C40 H40 0.90(6) 2_667 ?
O3 C41 1.205(10) . ?
O4 C39 1.440(10) . ?
O4 C41 1.430(11) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C38 C41 1.425(11) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
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
Br1 C33 C34 C29 -178.8(2) . . . . ?
S1 N1 C9 N2 5.1(5) . . . . ?
S1 N1 C9 C8 -178.7(2) . . . . ?
S1 C10 C11 C12 178.1(3) . . . . ?
S1 C10 C35 C36 -177.9(3) . . . . ?
O1 S1 N1 C9 -123.1(3) . . . . ?
O1 S1 C10 C11 165.0(3) . . . . ?
O1 S1 C10 C35 -18.0(3) . . . . ?
O2 S1 N1 C9 6.8(3) . . . . ?
O2 S1 C10 C11 37.2(3) . . . . ?
O2 S1 C10 C35 -145.7(3) . . . . ?
N1 S1 C10 C11 -81.2(3) . . . . ?
N1 S1 C10 C35 95.8(3) . . . . ?
N2 C15 C16 C17 -175.8(3) . . . . ?
N2 C15 C20 C8 -0.5(4) . . . . ?
N2 C15 C20 C19 176.8(3) . . . . ?
N3 N4 C8 C7 22.0(3) . . . . ?
N3 N4 C8 C9 -94.1(3) . . . . ?
N3 N4 C8 C20 150.9(3) . . . . ?
N3 N4 C21 C22 3.5(5) . . . . ?
N3 N4 C21 C26 -175.3(3) . . . . ?
N3 C6 C7 C8 13.6(4) . . . . ?
N3 C6 C7 C29 -109.8(3) . . . . ?
N4 N3 C6 C5 -178.6(3) . . . . ?
N4 N3 C6 C7 -0.2(4) . . . . ?
N4 C8 C9 N1 57.7(4) . . . . ?
N4 C8 C9 N2 -125.4(3) . . . . ?
N4 C8 C20 C15 122.0(3) . . . . ?
N4 C8 C20 C19 -54.8(5) . . . . ?
N4 C21 C22 C23 179.1(3) . . . . ?
N4 C21 C26 C25 -178.3(3) . . . . ?
C1 C2 C3 C4 -179.0(4) . . . . ?
C1 C2 C27 C28 179.9(5) . . . . ?
C2 C3 C4 C5 -1.1(6) . . . . ?
C2 C27 C28 C5 -0.7(7) . . . . ?
C3 C2 C27 C28 0.7(7) . . . . ?
C3 C4 C5 C6 179.9(4) . . . . ?
C3 C4 C5 C28 1.1(6) . . . . ?
C4 C5 C6 N3 172.8(3) . . . . ?
C4 C5 C6 C7 -5.4(5) . . . . ?
C4 C5 C28 C27 -0.2(6) . . . . ?
C5 C6 C7 C8 -168.1(3) . . . . ?
C5 C6 C7 C29 68.6(4) . . . . ?
C6 N3 N4 C8 -14.6(4) . . . . ?
C6 N3 N4 C21 -153.2(3) . . . . ?
C6 C5 C28 C27 -179.0(4) . . . . ?
C6 C7 C8 N4 -20.1(3) . . . . ?
C6 C7 C8 C9 97.8(3) . . . . ?
C6 C7 C8 C20 -147.3(3) . . . . ?
C6 C7 C29 C30 34.1(4) . . . . ?
C6 C7 C29 C34 -145.5(3) . . . . ?
C7 C8 C9 N1 -54.2(4) . . . . ?
C7 C8 C9 N2 122.7(3) . . . . ?
C7 C8 C20 C15 -117.3(3) . . . . ?
C7 C8 C20 C19 65.9(5) . . . . ?
C7 C29 C30 C31 179.6(3) . . . . ?
C7 C29 C34 C33 -179.9(3) . . . . ?
C8 N4 C21 C22 -130.2(3) . . . . ?
C8 N4 C21 C26 51.0(4) . . . . ?
C8 C7 C29 C30 -80.1(4) . . . . ?
C8 C7 C29 C34 100.3(4) . . . . ?
C9 N2 C15 C16 176.3(3) . . . . ?
C9 N2 C15 C20 -1.1(4) . . . . ?
C9 C8 C20 C15 1.6(3) . . . . ?
C9 C8 C20 C19 -175.2(3) . . . . ?
C10 S1 N1 C9 122.4(3) . . . . ?
C10 C11 C12 C13 -0.7(6) . . . . ?
C10 C35 C36 C13 0.4(6) . . . . ?
C11 C10 C35 C36 -0.9(6) . . . . ?
C11 C12 C13 C14 -178.9(4) . . . . ?
C11 C12 C13 C36 0.2(6) . . . . ?
C12 C13 C36 C35 0.0(6) . . . . ?
C14 C13 C36 C35 179.1(4) . . . . ?
C15 N2 C9 N1 178.6(3) . . . . ?
C15 N2 C9 C8 2.2(3) . . . . ?
C15 C16 C17 C18 -1.0(5) . . . . ?
C16 C15 C20 C8 -178.0(3) . . . . ?
C16 C15 C20 C19 -0.8(5) . . . . ?
C16 C17 C18 C19 0.2(5) . . . . ?
C17 C18 C19 C20 0.5(5) . . . . ?
C18 C19 C20 C8 176.3(3) . . . . ?
C18 C19 C20 C15 -0.2(5) . . . . ?
C20 C8 C9 N1 -179.2(3) . . . . ?
C20 C8 C9 N2 -2.3(3) . . . . ?
C20 C15 C16 C17 1.4(5) . . . . ?
C21 N4 C8 C7 158.1(3) . . . . ?
C21 N4 C8 C9 42.0(4) . . . . ?
C21 N4 C8 C20 -72.9(4) . . . . ?
C21 C22 C23 C24 -0.4(6) . . . . ?
C22 C21 C26 C25 2.9(6) . . . . ?
C22 C23 C24 C25 2.1(6) . . . . ?
C23 C24 C25 C26 -1.3(6) . . . . ?
C24 C25 C26 C21 -1.2(6) . . . . ?
C26 C21 C22 C23 -2.1(6) . . . . ?
C27 C2 C3 C4 0.2(7) . . . . ?
C28 C5 C6 N3 -8.3(6) . . . . ?
C28 C5 C6 C7 173.5(4) . . . . ?
C29 C7 C8 N4 101.4(3) . . . . ?
C29 C7 C8 C9 -140.7(3) . . . . ?
C29 C7 C8 C20 -25.8(4) . . . . ?
C29 C30 C31 C32 0.2(6) . . . . ?
C30 C29 C34 C33 0.4(5) . . . . ?
C30 C31 C32 C33 0.8(6) . . . . ?
C31 C32 C33 Br1 178.2(3) . . . . ?
C31 C32 C33 C34 -1.2(6) . . . . ?
C32 C33 C34 C29 0.6(5) . . . . ?
C34 C29 C30 C31 -0.8(5) . . . . ?
C35 C10 C11 C12 1.1(6) . . . . ?
C39 O4 C41 O3 11.5(14) . . . . ?
C39 O4 C41 C38 176.5(8) . . . . ?
C41 O4 C39 C40 -179.7(7) . . . . ?
