#------------------------------------------------------------------------------
#$Date: 2024-05-05 03:41:06 +0200 (Sun 05 de May de 2024) $
#$Revision: 291570 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/12/1571288.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_1571288
loop_
_publ_author_name
'Timmann, Sven'
'Wu, Tun-Hui'
'Golz, Christopher'
'Alcarazo, Manuel'
_publ_section_title
;
 Reactivity of α-diazo sulfonium salts: rhodium-catalysed ring
 expansion of indenes to naphthalenes.
;
_journal_issue                   16
_journal_name_full               'Chemical science'
_journal_page_first              5938
_journal_page_last               5943
_journal_paper_doi               10.1039/d4sc01138d
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C25 H20 Br O2 S, B F4'
_chemical_formula_sum            'C25 H20 B Br F4 O2 S'
_chemical_formula_weight         551.19
_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             2023-05-10
_audit_creation_method
;FinalCif V119 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2024-02-14 deposited with the CCDC.	2024-03-12 downloaded from the CCDC.
;
_cell_angle_alpha                92.737(3)
_cell_angle_beta                 99.024(3)
_cell_angle_gamma                111.462(3)
_cell_formula_units_Z            2
_cell_length_a                   8.9043(10)
_cell_length_b                   11.4746(13)
_cell_length_c                   12.2940(12)
_cell_measurement_reflns_used    9930
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      30.518
_cell_measurement_theta_min      2.408
_cell_volume                     1147.0(2)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection
'Bruker BIS V6.2.15/2021-03-16 && APEX4 2022.1-1'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            63014
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.578
_diffrn_reflns_theta_min         2.407
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.937
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6580
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0973 before and 0.0603 after correction.
The Ratio of minimum to maximum transmission is 0.6580.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_description       block
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.049
_refine_diff_density_max         0.911
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         7033
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0285
_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)+(0.0324P)²+0.8116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0700
_refine_ls_wR_factor_ref         0.0729
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6369
_reflns_number_total             7033
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc01138d2.cif
_cod_data_source_block           mo_1979_cg_0m
_cod_depositor_comments
'Adding full bibliography for 1571276--1571290.cif.'
_cod_database_code               1571288
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H,H,H,H) groups, All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C21-H21B = C21-H21A
 0.99 with sigma of 0.02
 C22-H22 = C14-H14
 1 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C17(H17), C18(H18), C19(H19)
3.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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   0.710
_shelx_estimated_absorpt_t_max   0.911
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 800'
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 0.60893(2) 0.65256(2) 0.04755(2) 0.02587(5) Uani 1 1 d . . . . .
S1 S 0.27147(4) 0.60410(3) 0.36629(3) 0.01273(6) Uani 1 1 d . . . . .
O1 O 0.21462(13) 0.86700(10) 0.30779(8) 0.01774(19) Uani 1 1 d . . . . .
O2 O 0.22753(13) 0.77982(10) 0.14292(8) 0.0202(2) Uani 1 1 d . . . . .
C1 C 0.12618(16) 0.63776(12) 0.43276(11) 0.0138(2) Uani 1 1 d . . . . .
C2 C -0.03123(16) 0.58539(12) 0.36742(11) 0.0139(2) Uani 1 1 d . . . . .
C3 C -0.03709(16) 0.51535(12) 0.26325(11) 0.0139(2) Uani 1 1 d . . . . .
C4 C 0.11703(15) 0.51629(12) 0.25059(11) 0.0132(2) Uani 1 1 d . . . . .
C5 C 0.14271(17) 0.45240(12) 0.16118(11) 0.0160(2) Uani 1 1 d . . . . .
H5 H 0.248742 0.454394 0.155383 0.019 Uiso 1 1 calc R U . . .
C6 C 0.00486(18) 0.38509(13) 0.08025(12) 0.0185(3) Uani 1 1 d . . . . .
H6 H 0.016592 0.340015 0.017382 0.022 Uiso 1 1 calc R U . . .
C7 C -0.15011(17) 0.38291(13) 0.09016(12) 0.0181(2) Uani 1 1 d . . . . .
H7 H -0.241988 0.336506 0.033694 0.022 Uiso 1 1 calc R U . . .
C8 C -0.17289(16) 0.44731(12) 0.18109(11) 0.0163(2) Uani 1 1 d . . . . .
H8 H -0.279055 0.444919 0.187018 0.020 Uiso 1 1 calc R U . . .
C9 C -0.16077(17) 0.60119(13) 0.40856(12) 0.0170(2) Uani 1 1 d . . . . .
H9 H -0.269354 0.566078 0.366535 0.020 Uiso 1 1 calc R U . . .
C10 C -0.12858(18) 0.66913(13) 0.51206(12) 0.0187(3) Uani 1 1 d . . . . .
H10 H -0.215865 0.681914 0.539706 0.022 Uiso 1 1 calc R U . . .
C11 C 0.02965(18) 0.71889(13) 0.57606(12) 0.0182(3) Uani 1 1 d . . . . .
H11 H 0.048072 0.764110 0.646812 0.022 Uiso 1 1 calc R U . . .
C12 C 0.16107(17) 0.70310(12) 0.53752(11) 0.0160(2) Uani 1 1 d . . . . .
H12 H 0.268917 0.735393 0.580737 0.019 Uiso 1 1 calc R U . . .
C13 C 0.37857(15) 0.74864(12) 0.31186(11) 0.0133(2) Uani 1 1 d . . . . .
C14 C 0.54212(16) 0.75402(12) 0.28428(11) 0.0145(2) Uani 1 1 d D . . . .
C15 C 0.60308(16) 0.84266(12) 0.20235(11) 0.0152(2) Uani 1 1 d . . . . .
C16 C 0.63435(17) 0.81815(13) 0.09857(12) 0.0184(3) Uani 1 1 d . . . . .
C17 C 0.6863(2) 0.91448(14) 0.03212(13) 0.0230(3) Uani 1 1 d . . . . .
H17 H 0.708348 0.897669 -0.038848 0.028 Uiso 1 1 calc R U . . .
C18 C 0.7054(2) 1.03597(14) 0.07119(13) 0.0231(3) Uani 1 1 d . . . . .
H18 H 0.738914 1.101817 0.025561 0.028 Uiso 1 1 calc R U . . .
C19 C 0.67642(18) 1.06297(13) 0.17610(12) 0.0191(3) Uani 1 1 d . . . . .
H19 H 0.689521 1.146132 0.201857 0.023 Uiso 1 1 calc R U . . .
C20 C 0.62796(16) 0.96571(12) 0.24211(11) 0.0155(2) Uani 1 1 d . . . . .
C21 C 0.60065(17) 0.97225(13) 0.36079(12) 0.0173(2) Uani 1 1 d D . . . .
C22 C 0.53831(16) 0.83478(12) 0.38476(11) 0.0155(2) Uani 1 1 d D . . . .
C23 C 0.26597(16) 0.79981(12) 0.24217(11) 0.0140(2) Uani 1 1 d . . . . .
C24 C 0.0993(2) 0.91921(15) 0.25291(14) 0.0243(3) Uani 1 1 d . . . . .
H24A H 0.005734 0.852220 0.203636 0.029 Uiso 1 1 calc R U . . .
H24B H 0.154601 0.985440 0.207784 0.029 Uiso 1 1 calc R U . . .
C25 C 0.0400(2) 0.97396(16) 0.34280(15) 0.0276(3) Uani 1 1 d . . . . .
H25A H -0.038846 1.009350 0.309413 0.041 Uiso 1 1 calc R U . . .
H25B H 0.133592 1.040649 0.390424 0.041 Uiso 1 1 calc R U . . .
H25C H -0.013424 0.907625 0.387232 0.041 Uiso 1 1 calc R U . . .
F1 F 0.25430(11) 0.24801(9) 0.27502(9) 0.0283(2) Uani 1 1 d . . . . .
F2 F 0.47701(13) 0.32305(12) 0.41564(8) 0.0349(2) Uani 1 1 d . . . . .
F3 F 0.47185(11) 0.42798(9) 0.26524(8) 0.0272(2) Uani 1 1 d . . . . .
F4 F 0.49857(15) 0.23831(12) 0.25151(11) 0.0433(3) Uani 1 1 d . . . . .
B1 B 0.4235(2) 0.30761(16) 0.30004(14) 0.0197(3) Uani 1 1 d . . . . .
H14 H 0.565(2) 0.6786(15) 0.2893(16) 0.024 Uiso 1 1 d D U . . .
H21A H 0.698(2) 1.0179(18) 0.4156(15) 0.024 Uiso 1 1 d D U . . .
H21B H 0.525(2) 1.0141(18) 0.3714(16) 0.024 Uiso 1 1 d D U . . .
H22 H 0.563(2) 0.8136(19) 0.4591(13) 0.024 Uiso 1 1 d D U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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
C1 S1 C4 91.85(6) . . ?
C1 S1 C13 104.45(6) . . ?
C4 S1 C13 102.52(6) . . ?
C23 O1 C24 116.26(11) . . ?
C2 C1 S1 111.07(10) . . ?
C12 C1 S1 125.11(10) . . ?
C12 C1 C2 123.78(12) . . ?
C1 C2 C3 113.20(11) . . ?
C9 C2 C1 118.41(12) . . ?
C9 C2 C3 128.36(12) . . ?
C4 C3 C2 112.73(11) . . ?
C8 C3 C2 128.75(12) . . ?
C8 C3 C4 118.47(12) . . ?
C3 C4 S1 111.15(10) . . ?
C5 C4 S1 124.99(10) . . ?
C5 C4 C3 123.82(12) . . ?
C4 C5 H5 121.7 . . ?
C4 C5 C6 116.53(12) . . ?
C6 C5 H5 121.7 . . ?
C5 C6 H6 119.5 . . ?
C5 C6 C7 121.01(13) . . ?
C7 C6 H6 119.5 . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.38(13) . . ?
C8 C7 H7 119.3 . . ?
C3 C8 H8 120.6 . . ?
C7 C8 C3 118.79(12) . . ?
C7 C8 H8 120.6 . . ?
C2 C9 H9 120.5 . . ?
C10 C9 C2 119.03(13) . . ?
C10 C9 H9 120.5 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.23(12) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 120.91(13) . . ?
C12 C11 H11 119.5 . . ?
C1 C12 C11 116.61(13) . . ?
C1 C12 H12 121.7 . . ?
C11 C12 H12 121.7 . . ?
C14 C13 S1 112.30(9) . . ?
C22 C13 S1 115.23(9) . . ?
C22 C13 C14 60.03(9) . . ?
C22 C13 C23 121.84(11) . . ?
C23 C13 S1 113.83(9) . . ?
C23 C13 C14 123.29(11) . . ?
C13 C14 H14 116.9(12) . . ?
C15 C14 C13 113.89(11) . . ?
C15 C14 C22 105.85(11) . . ?
C15 C14 H14 121.8(12) . . ?
C22 C14 C13 59.55(8) . . ?
C22 C14 H14 123.3(12) . . ?
C16 C15 C14 129.28(12) . . ?
C16 C15 C20 119.88(12) . . ?
C20 C15 C14 110.84(12) . . ?
C15 C16 Br1 119.72(10) . . ?
C15 C16 C17 120.57(13) . . ?
C17 C16 Br1 119.70(11) . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 118.99(14) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 119.3 . . ?
C17 C18 C19 121.34(13) . . ?
C19 C18 H18 119.3 . . ?
C18 C19 H19 120.7 . . ?
C20 C19 C18 118.69(13) . . ?
C20 C19 H19 120.7 . . ?
C15 C20 C21 110.76(11) . . ?
C19 C20 C15 120.46(13) . . ?
C19 C20 C21 128.74(12) . . ?
C20 C21 C22 104.17(11) . . ?
C20 C21 H21A 115.3(12) . . ?
C20 C21 H21B 112.8(12) . . ?
C22 C21 H21A 107.4(12) . . ?
C22 C21 H21B 113.3(12) . . ?
H21A C21 H21B 104.0(17) . . ?
C13 C22 C14 60.42(8) . . ?
C13 C22 C21 115.52(11) . . ?
C13 C22 H22 117.3(12) . . ?
C14 C22 C21 108.07(11) . . ?
C14 C22 H22 120.8(12) . . ?
C21 C22 H22 120.4(12) . . ?
O1 C23 C13 109.59(11) . . ?
O2 C23 O1 125.90(12) . . ?
O2 C23 C13 124.49(12) . . ?
O1 C24 H24A 110.4 . . ?
O1 C24 H24B 110.4 . . ?
O1 C24 C25 106.82(13) . . ?
H24A C24 H24B 108.6 . . ?
C25 C24 H24A 110.4 . . ?
C25 C24 H24B 110.4 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
F1 B1 F2 109.57(12) . . ?
F1 B1 F3 110.18(12) . . ?
F3 B1 F2 107.17(13) . . ?
F4 B1 F1 111.22(14) . . ?
F4 B1 F2 108.62(13) . . ?
F4 B1 F3 109.97(13) . . ?
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 C16 1.8926(14) . ?
S1 C1 1.7770(13) . ?
S1 C4 1.7791(13) . ?
S1 C13 1.8046(13) . ?
O1 C23 1.3298(16) . ?
O1 C24 1.4633(17) . ?
O2 C23 1.2014(17) . ?
C1 C2 1.3984(19) . ?
C1 C12 1.3889(18) . ?
C2 C3 1.4625(18) . ?
C2 C9 1.3951(18) . ?
C3 C4 1.4014(17) . ?
C3 C8 1.3938(19) . ?
C4 C5 1.3866(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.395(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.3924(19) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.392(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.397(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.3956(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.5267(17) . ?
C13 C22 1.5133(18) . ?
C13 C23 1.5144(18) . ?
C14 C15 1.4863(18) . ?
C14 C22 1.5207(19) . ?
C14 H14 0.962(14) . ?
C15 C16 1.3853(19) . ?
C15 C20 1.3974(18) . ?
C16 C17 1.391(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.393(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.3908(18) . ?
C20 C21 1.5192(19) . ?
C21 C22 1.5291(19) . ?
C21 H21A 0.962(15) . ?
C21 H21B 0.978(14) . ?
C22 H22 0.970(14) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.501(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
F1 B1 1.3827(19) . ?
F2 B1 1.4071(19) . ?
F3 B1 1.3982(18) . ?
F4 B1 1.3801(18) . ?
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 C16 C17 C18 -179.57(12) . . . . ?
S1 C1 C2 C3 0.96(14) . . . . ?
S1 C1 C2 C9 178.85(10) . . . . ?
S1 C1 C12 C11 -179.30(10) . . . . ?
S1 C4 C5 C6 177.78(10) . . . . ?
S1 C13 C14 C15 157.88(10) . . . . ?
S1 C13 C14 C22 -107.17(10) . . . . ?
S1 C13 C22 C14 102.27(10) . . . . ?
S1 C13 C22 C21 -160.60(9) . . . . ?
S1 C13 C23 O1 83.84(12) . . . . ?
S1 C13 C23 O2 -94.82(14) . . . . ?
C1 S1 C4 C3 0.75(10) . . . . ?
C1 S1 C4 C5 -176.81(12) . . . . ?
C1 S1 C13 C14 161.76(9) . . . . ?
C1 S1 C13 C22 95.57(10) . . . . ?
C1 S1 C13 C23 -52.17(11) . . . . ?
C1 C2 C3 C4 -0.41(15) . . . . ?
C1 C2 C3 C8 177.11(12) . . . . ?
C1 C2 C9 C10 0.61(19) . . . . ?
C2 C1 C12 C11 -1.90(19) . . . . ?
C2 C3 C4 S1 -0.34(13) . . . . ?
C2 C3 C4 C5 177.25(12) . . . . ?
C2 C3 C8 C7 -177.22(12) . . . . ?
C2 C9 C10 C11 -1.5(2) . . . . ?
C3 C2 C9 C10 178.14(12) . . . . ?
C3 C4 C5 C6 0.53(19) . . . . ?
C4 S1 C1 C2 -0.98(10) . . . . ?
C4 S1 C1 C12 176.70(12) . . . . ?
C4 S1 C13 C14 -102.99(10) . . . . ?
C4 S1 C13 C22 -169.19(9) . . . . ?
C4 S1 C13 C23 43.07(10) . . . . ?
C4 C3 C8 C7 0.17(18) . . . . ?
C4 C5 C6 C7 -0.15(19) . . . . ?
C5 C6 C7 C8 -0.2(2) . . . . ?
C6 C7 C8 C3 0.2(2) . . . . ?
C8 C3 C4 S1 -178.14(10) . . . . ?
C8 C3 C4 C5 -0.55(19) . . . . ?
C9 C2 C3 C4 -178.04(12) . . . . ?
C9 C2 C3 C8 -0.5(2) . . . . ?
C9 C10 C11 C12 0.7(2) . . . . ?
C10 C11 C12 C1 0.96(19) . . . . ?
C12 C1 C2 C3 -176.75(12) . . . . ?
C12 C1 C2 C9 1.13(19) . . . . ?
C13 S1 C1 C2 102.45(10) . . . . ?
C13 S1 C1 C12 -79.87(12) . . . . ?
C13 S1 C4 C3 -104.49(10) . . . . ?
C13 S1 C4 C5 77.95(12) . . . . ?
C13 C14 C15 C16 -119.08(15) . . . . ?
C13 C14 C15 C20 60.46(15) . . . . ?
C13 C14 C22 C21 -109.63(12) . . . . ?
C14 C13 C22 C21 97.13(12) . . . . ?
C14 C13 C23 O1 -134.32(12) . . . . ?
C14 C13 C23 O2 47.02(19) . . . . ?
C14 C15 C16 Br1 -3.0(2) . . . . ?
C14 C15 C16 C17 177.79(14) . . . . ?
C14 C15 C20 C19 -176.49(12) . . . . ?
C14 C15 C20 C21 5.43(16) . . . . ?
C15 C14 C22 C13 108.75(11) . . . . ?
C15 C14 C22 C21 -0.88(14) . . . . ?
C15 C16 C17 C18 -0.4(2) . . . . ?
C15 C20 C21 C22 -5.69(15) . . . . ?
C16 C15 C20 C19 3.1(2) . . . . ?
C16 C15 C20 C21 -174.98(12) . . . . ?
C16 C17 C18 C19 1.2(2) . . . . ?
C17 C18 C19 C20 0.2(2) . . . . ?
C18 C19 C20 C15 -2.3(2) . . . . ?
C18 C19 C20 C21 175.37(14) . . . . ?
C19 C20 C21 C22 176.43(14) . . . . ?
C20 C15 C16 Br1 177.47(10) . . . . ?
C20 C15 C16 C17 -1.7(2) . . . . ?
C20 C21 C22 C13 -61.37(14) . . . . ?
C20 C21 C22 C14 3.82(14) . . . . ?
C22 C13 C14 C15 -94.94(12) . . . . ?
C22 C13 C23 O1 -61.52(15) . . . . ?
C22 C13 C23 O2 119.82(15) . . . . ?
C22 C14 C15 C16 177.69(14) . . . . ?
C22 C14 C15 C20 -2.77(15) . . . . ?
C23 O1 C24 C25 171.89(12) . . . . ?
C23 C13 C14 C15 15.54(18) . . . . ?
C23 C13 C14 C22 110.48(14) . . . . ?
C23 C13 C22 C14 -112.81(13) . . . . ?
C23 C13 C22 C21 -15.68(17) . . . . ?
C24 O1 C23 O2 0.9(2) . . . . ?
C24 O1 C23 C13 -177.78(11) . . . . ?
