#------------------------------------------------------------------------------
#$Date: 2022-03-18 23:57:21 +0100 (vie 18 de mar de 2022) $
#$Revision: 273817 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/98/7129876.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_7129876
loop_
_publ_author_name
'Yang, Xifa'
'Zhang, Jing Jing'
'Zhang, Mengying'
'Lu, Mingxin'
'He, Yuhao'
'Li, Song'
'fan, liangxin'
'Zhang, Xinle'
'Wu, Jia-Kai'
_publ_section_title
;
 Synthesis of Polycyclic Spiropyrans via Rh(III)-Catalyzed Twofold C-H
 Annulation of 3-aryl-2H-benzo[b][1,4]oxazines with Diazo Ketoesters
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00916A
_journal_year                    2022
_chemical_formula_moiety         'C24 H20 Br N O6'
_chemical_formula_sum            'C24 H20 Br N O6'
_chemical_formula_weight         498.32
_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   geom
_atom_sites_solution_primary     iterative
_audit_block_doi                 10.5517/ccdc.csd.cc28px30
_audit_creation_date             2021-07-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-28 deposited with the CCDC.	2022-03-18 downloaded from the CCDC.
;
_cell_angle_alpha                115.315(9)
_cell_angle_beta                 103.598(7)
_cell_angle_gamma                101.463(7)
_cell_formula_units_Z            2
_cell_length_a                   10.6396(8)
_cell_length_b                   11.0916(11)
_cell_length_c                   11.1581(9)
_cell_measurement_reflns_used    2405
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.1800
_cell_measurement_theta_min      4.5230
_cell_volume                     1087.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00 -15.00   1.00    1.00    --  -33.50 -57.00 -60.00   87
  2  ω     -4.00  77.00   1.00    1.00    --   36.47 -99.00 120.00   81
  3  ω     18.00 105.00   1.00    1.00    --   36.47  57.00  90.00   87
  4  ω     -4.00  77.00   1.00    1.00    --   36.47 -99.00 -30.00   81
  5  ω    -34.00  59.00   1.00    1.00    --   36.47 -37.00-180.00   93
  6  ω     57.00 110.00   1.00    1.00    --   36.47 178.00  30.00   53
  7  ω    -34.00  59.00   1.00    1.00    --   36.47 -37.00 -60.00   93
  8  ω    -33.00  65.00   1.00    1.00    --   36.47 -77.00-150.00   98
  9  ω     18.00 105.00   1.00    1.00    --   36.47  57.00-180.00   87
 10  ω     37.00 112.00   1.00    2.50    --  108.00-111.00-120.00   75
 11  ω     43.00 125.00   1.00    2.50    --  108.00 -61.00-150.00   82
 12  ω    145.00 174.00   1.00    2.50    --  108.00  61.00-150.00   29
 13  ω     57.00 118.00   1.00    2.50    --  108.00 -77.00 120.00   61
 14  ω    128.00 155.00   1.00    2.50    --  108.00  30.00  30.00   27
 15  ω     40.00 106.00   1.00    2.50    --  108.00-111.00 120.00   66
 16  ω     75.00 112.00   1.00    2.50    --  108.00-111.00 -30.00   37
 17  ω     52.00  96.00   1.00    2.50    --  108.00 -94.00  30.00   44
 18  ω     86.00 137.00   1.00    2.50    --  108.00  30.00 120.00   51
 19  ω     38.00 124.00   1.00    2.50    --  108.00 -30.00 120.00   86
 20  ω     39.00 106.00   1.00    2.50    --  108.00 -45.00  60.00   67
 21  ω     47.00 141.00   1.00    2.50    --  108.00 -15.00 -90.00   94
 22  ω     40.00  66.00   1.00    2.50    --  108.00-111.00 -30.00   26
 23  ω     41.00 127.00   1.00    2.50    --  108.00 -61.00 -60.00   86
 24  ω     63.00 168.00   1.00    2.50    --  108.00  15.00 -30.00  105
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0323910000
_diffrn_orient_matrix_UB_12      -0.1363764000
_diffrn_orient_matrix_UB_13      -0.0254505000
_diffrn_orient_matrix_UB_21      -0.0827271000
_diffrn_orient_matrix_UB_22      -0.0212342000
_diffrn_orient_matrix_UB_23      0.0899716000
_diffrn_orient_matrix_UB_31      -0.1311923000
_diffrn_orient_matrix_UB_32      -0.0875036000
_diffrn_orient_matrix_UB_33      -0.1344888000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_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       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7827
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.064
_diffrn_reflns_theta_max         67.064
_diffrn_reflns_theta_min         4.548
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.936
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3878
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0490
_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)+(0.0692P)²+0.2797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1411
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2925
_reflns_number_total             3878
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc00916a2.cif
_cod_data_source_block           202106187
_cod_original_cell_volume        1087.78(18)
_cod_database_code               7129876
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C30H3O5N2S1
_chemical_oxdiff_usercomment     r
_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   0.758
_shelx_estimated_absorpt_t_min   0.651
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C13(H13), C14(H14), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C24(H24A,H24B,
 H24C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.223
_oxdiff_exptl_absorpt_empirical_full_min 0.873
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 -0.13430(5) 0.56122(6) 0.82860(6) 0.0783(2) Uani 1 1 d . . . . .
O1 O 0.5249(3) 0.6646(3) 0.5778(3) 0.0583(6) Uani 1 1 d . . . . .
O2 O 0.3442(3) 0.5223(3) 1.0171(3) 0.0715(8) Uani 1 1 d . . . . .
O3 O 0.4985(3) 0.7301(3) 1.1870(3) 0.0766(9) Uani 1 1 d . . . . .
O4 O 0.3902(2) 0.8602(3) 0.6893(2) 0.0507(6) Uani 1 1 d . . . . .
O5 O -0.0941(4) 0.6750(6) 0.4479(4) 0.1086(15) Uani 1 1 d . . . . .
O6 O 0.0443(4) 0.7586(5) 0.3621(4) 0.1089(15) Uani 1 1 d . . . . .
N1 N 0.5175(3) 0.8196(3) 0.8539(3) 0.0451(6) Uani 1 1 d . . . . .
C1 C 0.1517(4) 0.6324(4) 0.8855(4) 0.0549(9) Uani 1 1 d . . . . .
H1 H 0.1530 0.6101 0.9571 0.066 Uiso 1 1 calc R . . . .
C2 C 0.0298(4) 0.6218(4) 0.7977(4) 0.0554(9) Uani 1 1 d . . . . .
C3 C 0.0216(4) 0.6566(4) 0.6920(4) 0.0550(9) Uani 1 1 d . . . . .
H3 H -0.0629 0.6482 0.6354 0.066 Uiso 1 1 calc R . . . .
C4 C 0.1407(4) 0.7042(4) 0.6709(4) 0.0488(8) Uani 1 1 d . . . . .
C5 C 0.2651(3) 0.7108(4) 0.7574(3) 0.0454(7) Uani 1 1 d . . . . .
C6 C 0.2729(4) 0.6772(4) 0.8653(4) 0.0479(8) Uani 1 1 d . . . . .
C7 C 0.4091(4) 0.7008(4) 0.9577(3) 0.0484(8) Uani 1 1 d . . . . .
C8 C 0.5248(4) 0.7714(4) 0.9520(3) 0.0472(8) Uani 1 1 d . . . . .
C9 C 0.3917(3) 0.7526(4) 0.7284(3) 0.0442(7) Uani 1 1 d . . . . .
C10 C 0.4056(3) 0.6250(4) 0.6098(3) 0.0477(8) Uani 1 1 d . . . . .
H10A H 0.4113 0.5546 0.6385 0.057 Uiso 1 1 calc R . . . .
H10B H 0.3242 0.5824 0.5247 0.057 Uiso 1 1 calc R . . . .
C11 C 0.6350(4) 0.7802(4) 0.6846(4) 0.0493(8) Uani 1 1 d . . . . .
C12 C 0.6352(4) 0.8622(4) 0.8208(3) 0.0473(8) Uani 1 1 d . . . . .
C13 C 0.7456(4) 0.9841(4) 0.9175(4) 0.0600(9) Uani 1 1 d . . . . .
H13 H 0.7436 1.0429 1.0060 0.072 Uiso 1 1 calc R . . . .
C14 C 0.8595(4) 1.0197(5) 0.8839(5) 0.0700(11) Uani 1 1 d . . . . .
H14 H 0.9351 1.1004 0.9506 0.084 Uiso 1 1 calc R . . . .
C15 C 0.8601(4) 0.9345(5) 0.7505(5) 0.0700(11) Uani 1 1 d . . . . .
H15 H 0.9369 0.9575 0.7280 0.084 Uiso 1 1 calc R . . . .
C16 C 0.7484(4) 0.8168(5) 0.6515(4) 0.0583(9) Uani 1 1 d . . . . .
H16 H 0.7490 0.7612 0.5614 0.070 Uiso 1 1 calc R . . . .
C17 C 0.6679(4) 0.8020(5) 1.0461(4) 0.0596(9) Uani 1 1 d . . . . .
H17A H 0.7265 0.7883 0.9914 0.089 Uiso 1 1 calc GR . . . .
H17B H 0.6650 0.7389 1.0840 0.089 Uiso 1 1 calc GR . . . .
H17C H 0.7033 0.8983 1.1227 0.089 Uiso 1 1 calc GR . . . .
C18 C 0.4130(4) 0.6402(4) 1.0534(4) 0.0573(9) Uani 1 1 d . . . . .
C19 C 0.5151(6) 0.6721(7) 1.2812(5) 0.104(2) Uani 1 1 d . . . . .
H19A H 0.5623 0.6054 1.2533 0.156 Uiso 1 1 calc GR . . . .
H19B H 0.4263 0.6249 1.2760 0.156 Uiso 1 1 calc GR . . . .
H19C H 0.5676 0.7473 1.3769 0.156 Uiso 1 1 calc GR . . . .
C20 C 0.3088(5) 0.9259(5) 0.5233(5) 0.0743(13) Uani 1 1 d . . . . .
H20A H 0.4016 0.9903 0.5776 0.112 Uiso 1 1 calc GR . . . .
H20B H 0.2475 0.9786 0.5226 0.112 Uiso 1 1 calc GR . . . .
H20C H 0.3008 0.8650 0.4276 0.112 Uiso 1 1 calc GR . . . .
C21 C 0.2721(4) 0.8379(4) 0.5891(4) 0.0515(8) Uani 1 1 d . . . . .
C22 C 0.1495(4) 0.7565(4) 0.5706(4) 0.0505(8) Uani 1 1 d . . . . .
C23 C 0.0203(4) 0.7299(5) 0.4595(4) 0.0581(9) Uani 1 1 d . . . . .
C24 C -0.0752(6) 0.7451(7) 0.2565(6) 0.115(2) Uani 1 1 d . . . . .
H24A H -0.0491 0.7555 0.1838 0.173 Uiso 1 1 calc GR . . . .
H24B H -0.1122 0.8174 0.3009 0.173 Uiso 1 1 calc GR . . . .
H24C H -0.1435 0.6534 0.2149 0.173 Uiso 1 1 calc GR . . . .
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'
Br Br -0.6763 1.2805 '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'
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 O1 C10 117.7(3) . . ?
C18 O3 C19 115.9(4) . . ?
C21 O4 C9 117.3(3) . . ?
C23 O6 C24 115.8(4) . . ?
C8 N1 C9 118.3(3) . . ?
C8 N1 C12 121.7(3) . . ?
C12 N1 C9 110.6(3) . . ?
C2 C1 H1 120.6 . . ?
C2 C1 C6 118.9(3) . . ?
C6 C1 H1 120.6 . . ?
C1 C2 Br1 117.9(3) . . ?
C1 C2 C3 123.3(3) . . ?
C3 C2 Br1 118.7(3) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.3(3) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 117.6(3) . . ?
C3 C4 C22 125.3(3) . . ?
C5 C4 C22 117.0(3) . . ?
C4 C5 C9 117.7(3) . . ?
C6 C5 C4 122.7(3) . . ?
C6 C5 C9 119.5(3) . . ?
C1 C6 C5 118.1(3) . . ?
C1 C6 C7 123.5(3) . . ?
C5 C6 C7 118.2(3) . . ?
C6 C7 C18 116.8(3) . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 C18 122.3(3) . . ?
N1 C8 C17 115.5(3) . . ?
C7 C8 N1 120.8(3) . . ?
C7 C8 C17 123.6(3) . . ?
O4 C9 N1 103.6(3) . . ?
O4 C9 C5 110.3(3) . . ?
O4 C9 C10 109.4(3) . . ?
N1 C9 C5 113.1(3) . . ?
N1 C9 C10 108.7(3) . . ?
C5 C9 C10 111.4(3) . . ?
O1 C10 C9 112.0(3) . . ?
O1 C10 H10A 109.2 . . ?
O1 C10 H10B 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
O1 C11 C12 123.3(3) . . ?
O1 C11 C16 116.8(3) . . ?
C16 C11 C12 119.9(3) . . ?
C11 C12 N1 118.8(3) . . ?
C13 C12 N1 121.9(3) . . ?
C13 C12 C11 119.2(4) . . ?
C12 C13 H13 119.8 . . ?
C12 C13 C14 120.5(4) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.5(4) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.4(4) . . ?
C16 C15 H15 119.8 . . ?
C11 C16 H16 119.9 . . ?
C15 C16 C11 120.3(4) . . ?
C15 C16 H16 119.9 . . ?
C8 C17 H17A 109.5 . . ?
C8 C17 H17B 109.5 . . ?
C8 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 O3 121.9(3) . . ?
O2 C18 C7 124.1(4) . . ?
O3 C18 C7 114.0(3) . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
O4 C21 C20 107.8(3) . . ?
C22 C21 O4 121.1(3) . . ?
C22 C21 C20 130.9(3) . . ?
C4 C22 C23 119.4(3) . . ?
C21 C22 C4 119.1(3) . . ?
C21 C22 C23 121.2(3) . . ?
O5 C23 O6 121.5(4) . . ?
O5 C23 C22 125.5(4) . . ?
O6 C23 C22 112.6(4) . . ?
O6 C24 H24A 109.5 . . ?
O6 C24 H24B 109.5 . . ?
O6 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
Br1 C2 1.907(4) . ?
O1 C10 1.434(4) . ?
O1 C11 1.370(4) . ?
O2 C18 1.199(5) . ?
O3 C18 1.332(5) . ?
O3 C19 1.445(5) . ?
O4 C9 1.437(4) . ?
O4 C21 1.367(4) . ?
O5 C23 1.197(5) . ?
O6 C23 1.319(5) . ?
O6 C24 1.447(5) . ?
N1 C8 1.402(4) . ?
N1 C9 1.462(4) . ?
N1 C12 1.435(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.378(5) . ?
C1 C6 1.392(5) . ?
C2 C3 1.379(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(5) . ?
C4 C5 1.410(5) . ?
C4 C22 1.477(5) . ?
C5 C6 1.394(5) . ?
C5 C9 1.489(5) . ?
C6 C7 1.466(5) . ?
C7 C8 1.352(5) . ?
C7 C18 1.483(5) . ?
C8 C17 1.508(5) . ?
C9 C10 1.533(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.398(5) . ?
C11 C16 1.378(5) . ?
C12 C13 1.378(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(6) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20 C21 1.497(5) . ?
C21 C22 1.344(5) . ?
C22 C23 1.495(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
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 C2 C3 C4 178.4(3) . . . . ?
O1 C11 C12 N1 3.5(5) . . . . ?
O1 C11 C12 C13 -174.1(3) . . . . ?
O1 C11 C16 C15 177.1(4) . . . . ?
O4 C9 C10 O1 56.0(4) . . . . ?
O4 C21 C22 C4 7.0(5) . . . . ?
O4 C21 C22 C23 -179.0(3) . . . . ?
N1 C9 C10 O1 -56.4(4) . . . . ?
N1 C12 C13 C14 177.8(4) . . . . ?
C1 C2 C3 C4 0.3(6) . . . . ?
C1 C6 C7 C8 -166.2(4) . . . . ?
C1 C6 C7 C18 15.5(5) . . . . ?
C2 C1 C6 C5 0.7(6) . . . . ?
C2 C1 C6 C7 176.0(3) . . . . ?
C2 C3 C4 C5 1.8(6) . . . . ?
C2 C3 C4 C22 -174.6(4) . . . . ?
C3 C4 C5 C6 -2.7(5) . . . . ?
C3 C4 C5 C9 176.0(3) . . . . ?
C3 C4 C22 C21 160.1(4) . . . . ?
C3 C4 C22 C23 -14.0(6) . . . . ?
C4 C5 C6 C1 1.4(5) . . . . ?
C4 C5 C6 C7 -174.2(3) . . . . ?
C4 C5 C9 O4 37.5(4) . . . . ?
C4 C5 C9 N1 153.0(3) . . . . ?
C4 C5 C9 C10 -84.2(4) . . . . ?
C4 C22 C23 O5 4.3(7) . . . . ?
C4 C22 C23 O6 -168.3(4) . . . . ?
C5 C4 C22 C21 -16.3(5) . . . . ?
C5 C4 C22 C23 169.7(3) . . . . ?
C5 C6 C7 C8 9.2(5) . . . . ?
C5 C6 C7 C18 -169.1(3) . . . . ?
C5 C9 C10 O1 178.2(3) . . . . ?
C6 C1 C2 Br1 -179.7(3) . . . . ?
C6 C1 C2 C3 -1.6(6) . . . . ?
C6 C5 C9 O4 -143.9(3) . . . . ?
C6 C5 C9 N1 -28.3(4) . . . . ?
C6 C5 C9 C10 94.4(4) . . . . ?
C6 C7 C8 N1 -2.3(5) . . . . ?
C6 C7 C8 C17 178.7(3) . . . . ?
C6 C7 C18 O2 45.3(6) . . . . ?
C6 C7 C18 O3 -133.2(4) . . . . ?
C8 N1 C9 O4 154.7(3) . . . . ?
C8 N1 C9 C5 35.2(4) . . . . ?
C8 N1 C9 C10 -89.1(3) . . . . ?
C8 N1 C12 C11 112.6(4) . . . . ?
C8 N1 C12 C13 -69.9(5) . . . . ?
C8 C7 C18 O2 -133.0(5) . . . . ?
C8 C7 C18 O3 48.5(5) . . . . ?
C9 O4 C21 C20 -157.6(3) . . . . ?
C9 O4 C21 C22 26.7(5) . . . . ?
C9 N1 C8 C7 -21.0(5) . . . . ?
C9 N1 C8 C17 158.2(3) . . . . ?
C9 N1 C12 C11 -33.1(4) . . . . ?
C9 N1 C12 C13 144.4(3) . . . . ?
C9 C5 C6 C1 -177.2(3) . . . . ?
C9 C5 C6 C7 7.2(5) . . . . ?
C10 O1 C11 C12 -1.4(5) . . . . ?
C10 O1 C11 C16 -179.7(3) . . . . ?
C11 O1 C10 C9 27.9(4) . . . . ?
C11 C12 C13 C14 -4.6(6) . . . . ?
C12 N1 C8 C7 -164.2(3) . . . . ?
C12 N1 C8 C17 15.0(5) . . . . ?
C12 N1 C9 O4 -58.3(3) . . . . ?
C12 N1 C9 C5 -177.8(3) . . . . ?
C12 N1 C9 C10 57.9(3) . . . . ?
C12 C11 C16 C15 -1.3(6) . . . . ?
C12 C13 C14 C15 2.1(7) . . . . ?
C13 C14 C15 C16 0.9(7) . . . . ?
C14 C15 C16 C11 -1.3(7) . . . . ?
C16 C11 C12 N1 -178.2(3) . . . . ?
C16 C11 C12 C13 4.2(5) . . . . ?
C18 C7 C8 N1 175.9(3) . . . . ?
C18 C7 C8 C17 -3.1(6) . . . . ?
C19 O3 C18 O2 6.8(7) . . . . ?
C19 O3 C18 C7 -174.7(4) . . . . ?
C20 C21 C22 C4 -167.6(4) . . . . ?
C20 C21 C22 C23 6.3(7) . . . . ?
C21 O4 C9 N1 -169.1(3) . . . . ?
C21 O4 C9 C5 -47.7(4) . . . . ?
C21 O4 C9 C10 75.2(4) . . . . ?
C21 C22 C23 O5 -169.7(5) . . . . ?
C21 C22 C23 O6 17.8(6) . . . . ?
C22 C4 C5 C6 174.0(3) . . . . ?
C22 C4 C5 C9 -7.4(5) . . . . ?
C24 O6 C23 O5 11.3(8) . . . . ?
C24 O6 C23 C22 -175.8(4) . . . . ?
