# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_202307186_auto
_database_code_depnum_ccdc_archive 'CCDC 2291492'
loop_
_audit_author_name
_audit_author_address
'Zhen-Hua Wang'
;Chengdu University
China
;
_audit_update_record             
;
2023-08-29 deposited with the CCDC.	2024-01-15 downloaded from the CCDC.
;
_audit_creation_date             2023-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H33 Br N2 O6'
_chemical_formula_sum            'C35 H33 Br N2 O6'
_chemical_formula_weight         657.54
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C24H28N2O1Br1
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.4143(4)
_cell_length_b                   13.9129(3)
_cell_length_c                   11.8361(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.402(3)
_cell_angle_gamma                90
_cell_volume                     1691.94(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4849
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.5490
_cell_measurement_theta_min      4.2910
_shelx_estimated_absorpt_T_max   0.839
_shelx_estimated_absorpt_T_min   0.793
_exptl_absorpt_coefficient_mu    2.026
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97328
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_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       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12241
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.461
_diffrn_reflns_theta_min         3.785
_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 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00  37.00   1.00    2.00    --  -33.50  37.00 150.00   93
  2  ω    -52.00  35.00   1.00    2.00    --  -33.50  57.00  30.00   87
  3  ω    -52.00  35.00   1.00    2.00    --  -33.50  57.00-150.00   87
  4  ω   -102.00 -15.00   1.00    2.00    --  -33.50 -57.00-120.00   87
  5  ω   -104.00 -11.00   1.00    2.00    --  -33.50 -37.00 -30.00   93
  6  ω   -108.00 -35.00   1.00    2.00    --  -33.50 178.00 -30.00   73
  7  ω      5.00  74.00   1.00    2.00    --   36.47-104.00 -40.00   69
  8  ω     80.00 105.00   1.00    2.00    --   36.47  57.00-180.00   25
  9  ω     48.00  74.00   1.00    2.00    --   36.47 -99.00  60.00   26
 10  ω     58.00 128.00   1.00   11.00    --  108.00 -61.00  90.00   70
 11  ω     45.00 107.00   1.00   11.00    --  108.00-111.00  60.00   62
 12  ω     39.00 127.00   1.00   11.00    --  108.00 -45.00-180.00   88
 13  ω     39.00 134.00   1.00   11.00    --  108.00 -30.00 -90.00   95
 14  ω     66.00 108.00   1.00   11.00    --  108.00-111.00-120.00   42
 15  ω    118.00 166.00   1.00   11.00    --  108.00 111.00  90.00   48
 16  ω    108.00 143.00   1.00   11.00    --  108.00 178.00  90.00   35
 17  ω     85.00 168.00   1.00   11.00    --  108.00  30.00-180.00   83
 18  ω     38.00  64.00   1.00   11.00    --  108.00 -30.00  60.00   26
 19  ω     93.00 121.00   1.00   11.00    --  108.00 -30.00  60.00   28
 20  ω    127.00 156.00   1.00   11.00    --  108.00 111.00-180.00   29
 21  ω     38.00 107.00   1.00   11.00    --  108.00 -94.00 -90.00   69
 22  ω    104.00 173.00   1.00   11.00    --  108.00 111.00-150.00   69
 23  ω     41.00 108.00   1.00   11.00    --  108.00-111.00 150.00   67
 24  ω     47.00 173.00   1.00   11.00    --  108.00   0.00 120.00  126
;
_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      0.0229494000
_diffrn_orient_matrix_UB_12      -0.1049094000
_diffrn_orient_matrix_UB_13      -0.0333544000
_diffrn_orient_matrix_UB_21      -0.1474076000
_diffrn_orient_matrix_UB_22      -0.0193640000
_diffrn_orient_matrix_UB_23      -0.0139353000
_diffrn_orient_matrix_UB_31      -0.0152339000
_diffrn_orient_matrix_UB_32      0.0297516000
_diffrn_orient_matrix_UB_33      -0.1268238000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.896
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.966
_reflns_number_gt                5273
_reflns_number_total             6341
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_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)
;
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 2069 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.024(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6341
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.044
_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)+(0.0605P)²+0.0707P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1141
_refine_ls_wR_factor_ref         0.1233
_refine_special_details          ?
_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, All O(H) groups
2. Restrained distances
 N2-H2A
 0.87 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C24(H24A,H24B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C11(H11), C12(H12), C14(H14), C19(H19), C20(H20), C21(H21),
 C22(H22), C23(H23), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
3.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C)
3.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.32590(12) 0.42990(6) 1.53850(6) 0.1106(4) Uani 1 1 d . . . . .
O1 O 0.5351(4) 0.8985(2) 1.0750(3) 0.0553(8) Uani 1 1 d . . . . .
O2 O 0.6010(4) 0.7664(3) 1.2370(3) 0.0633(9) Uani 1 1 d . . . . .
H2 H 0.6073 0.8073 1.1884 0.095 Uiso 1 1 calc GR . . . .
O3 O 0.3311(4) 1.0166(2) 0.9346(4) 0.0660(10) Uani 1 1 d . . . . .
O4 O 0.2481(5) 0.9497(3) 0.7693(4) 0.0865(14) Uani 1 1 d . . . . .
O5 O 0.7427(4) 0.8437(2) 0.9138(3) 0.0583(8) Uani 1 1 d . . . . .
O6 O 0.8838(4) 0.7547(3) 1.0387(4) 0.0715(10) Uani 1 1 d . . . . .
N1 N 0.4846(4) 0.7133(2) 0.8701(3) 0.0446(8) Uani 1 1 d . . . . .
N2 N 0.6752(4) 0.7230(2) 1.0176(3) 0.0483(8) Uani 1 1 d D . . . .
H2A H 0.696(5) 0.673(2) 1.054(4) 0.042(12) Uiso 1 1 d D . . . .
C1 C 0.5382(5) 0.7399(3) 0.9892(3) 0.0437(9) Uani 1 1 d . . . . .
C2 C 0.4981(4) 0.8481(3) 0.9917(4) 0.0437(9) Uani 1 1 d . . . . .
C3 C 0.4096(5) 0.8650(3) 0.8882(4) 0.0459(9) Uani 1 1 d . . . . .
C4 C 0.4103(4) 0.7840(3) 0.8181(4) 0.0447(9) Uani 1 1 d . . . . .
C5 C 0.5123(5) 0.6994(3) 1.1927(4) 0.0495(10) Uani 1 1 d . . . . .
C6 C 0.4703(4) 0.6866(3) 1.0755(3) 0.0436(9) Uani 1 1 d . . . . .
C7 C 0.3721(5) 0.6177(3) 1.0405(4) 0.0464(9) Uani 1 1 d . . . . .
H7 H 0.3401 0.6113 0.9628 0.056 Uiso 1 1 calc R . . . .
C8 C 0.3227(5) 0.5605(3) 1.1163(4) 0.0491(10) Uani 1 1 d . . . . .
H8 H 0.2574 0.5164 1.0902 0.059 Uiso 1 1 calc R . . . .
C9 C 0.3709(5) 0.5680(3) 1.2351(4) 0.0508(10) Uani 1 1 d . . . . .
C10 C 0.4658(5) 0.6383(3) 1.2731(4) 0.0517(10) Uani 1 1 d . . . . .
C11 C 0.5162(7) 0.6440(4) 1.3913(4) 0.0671(14) Uani 1 1 d . . . . .
H11 H 0.5796 0.6895 1.4174 0.081 Uiso 1 1 calc R . . . .
C12 C 0.4733(8) 0.5836(5) 1.4674(4) 0.0777(18) Uani 1 1 d . . . . .
H12 H 0.5061 0.5882 1.5451 0.093 Uiso 1 1 calc R . . . .
C13 C 0.3802(7) 0.5151(4) 1.4281(5) 0.0722(16) Uani 1 1 d . . . . .
C14 C 0.3272(6) 0.5057(4) 1.3160(5) 0.0628(13) Uani 1 1 d . . . . .
H14 H 0.2638 0.4596 1.2927 0.075 Uiso 1 1 calc R . . . .
C15 C 0.3293(5) 0.9516(3) 0.8680(4) 0.0498(10) Uani 1 1 d . . . . .
C16 C 0.1632(9) 1.0325(6) 0.7428(8) 0.116(3) Uani 1 1 d . . . . .
H16A H 0.1246 1.0503 0.8091 0.139 Uiso 1 1 calc R . . . .
H16B H 0.2121 1.0869 0.7212 0.139 Uiso 1 1 calc R . . . .
C17 C 0.0657(12) 1.0058(11) 0.6514(10) 0.176(6) Uani 1 1 d . . . . .
H17A H 0.0991 1.0106 0.5807 0.264 Uiso 1 1 calc GR . . . .
H17B H -0.0078 1.0478 0.6490 0.264 Uiso 1 1 calc GR . . . .
H17C H 0.0392 0.9408 0.6621 0.264 Uiso 1 1 calc GR . . . .
C18 C 0.3417(5) 0.7727(3) 0.6992(4) 0.0509(10) Uani 1 1 d . . . . .
C19 C 0.2435(6) 0.7064(5) 0.6716(5) 0.0711(14) Uani 1 1 d . . . . .
H19 H 0.2185 0.6673 0.7280 0.085 Uiso 1 1 calc R . . . .
C20 C 0.1823(8) 0.6986(7) 0.5591(6) 0.099(2) Uani 1 1 d . . . . .
H20 H 0.1147 0.6548 0.5401 0.119 Uiso 1 1 calc R . . . .
C21 C 0.2203(9) 0.7548(8) 0.4755(5) 0.104(3) Uani 1 1 d . . . . .
H21 H 0.1787 0.7486 0.4001 0.125 Uiso 1 1 calc R . . . .
C22 C 0.3164(8) 0.8184(6) 0.5013(6) 0.094(2) Uani 1 1 d . . . . .
H22 H 0.3415 0.8559 0.4436 0.112 Uiso 1 1 calc R . . . .
C23 C 0.3796(6) 0.8291(4) 0.6136(5) 0.0679(14) Uani 1 1 d . . . . .
H23 H 0.4465 0.8737 0.6311 0.082 Uiso 1 1 calc R . . . .
C24 C 0.5164(5) 0.6209(3) 0.8217(4) 0.0505(10) Uani 1 1 d . . . . .
H24A H 0.4433 0.6016 0.7646 0.061 Uiso 1 1 calc R . . . .
H24B H 0.5259 0.5732 0.8822 0.061 Uiso 1 1 calc R . . . .
C25 C 0.6378(5) 0.6191(4) 0.7671(4) 0.0536(11) Uani 1 1 d . . . . .
C26 C 0.6806(6) 0.6968(4) 0.7103(4) 0.0661(13) Uani 1 1 d . . . . .
H26 H 0.6382 0.7555 0.7110 0.079 Uiso 1 1 calc R . . . .
C27 C 0.7848(8) 0.6886(7) 0.6528(6) 0.093(2) Uani 1 1 d . . . . .
H27 H 0.8133 0.7415 0.6156 0.112 Uiso 1 1 calc R . . . .
C28 C 0.8470(8) 0.5997(8) 0.6511(7) 0.107(3) Uani 1 1 d . . . . .
H28 H 0.9177 0.5930 0.6127 0.128 Uiso 1 1 calc R . . . .
C29 C 0.8038(9) 0.5226(7) 0.7060(7) 0.105(3) Uani 1 1 d . . . . .
H29 H 0.8449 0.4634 0.7047 0.125 Uiso 1 1 calc R . . . .
C30 C 0.7005(7) 0.5324(5) 0.7626(5) 0.0781(17) Uani 1 1 d . . . . .
H30 H 0.6718 0.4792 0.7991 0.094 Uiso 1 1 calc R . . . .
C31 C 0.7660(5) 0.7804(3) 0.9824(4) 0.0501(10) Uani 1 1 d . . . . .
C32 C 1.0044(7) 0.8013(6) 1.0170(8) 0.0868(19) Uani 1 1 d . . . . .
C33 C 1.1032(8) 0.7608(8) 1.1161(9) 0.120(3) Uani 1 1 d . . . . .
H33A H 1.0787 0.7794 1.1877 0.180 Uiso 1 1 calc GR . . . .
H33B H 1.1882 0.7857 1.1116 0.180 Uiso 1 1 calc GR . . . .
H33C H 1.1046 0.6920 1.1111 0.180 Uiso 1 1 calc GR . . . .
C34 C 1.0309(11) 0.7681(11) 0.9045(11) 0.163(6) Uani 1 1 d . . . . .
H34A H 1.0303 0.6991 0.9025 0.244 Uiso 1 1 calc GR . . . .
H34B H 1.1146 0.7911 0.8928 0.244 Uiso 1 1 calc GR . . . .
H34C H 0.9651 0.7924 0.8451 0.244 Uiso 1 1 calc GR . . . .
C35 C 0.9990(9) 0.9072(7) 1.0281(11) 0.134(4) Uani 1 1 d . . . . .
H35A H 0.9429 0.9334 0.9630 0.202 Uiso 1 1 calc GR . . . .
H35B H 1.0849 0.9334 1.0319 0.202 Uiso 1 1 calc GR . . . .
H35C H 0.9658 0.9234 1.0967 0.202 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 C13 1.917(5) . ?
O1 C2 1.220(5) . ?
O2 H2 0.8200 . ?
O2 C5 1.356(6) . ?
O3 C15 1.197(6) . ?
O4 C15 1.326(6) . ?
O4 C16 1.455(7) . ?
O5 C31 1.195(6) . ?
O6 C31 1.345(6) . ?
O6 C32 1.473(8) . ?
N1 C1 1.476(5) . ?
N1 C4 1.337(6) . ?
N1 C24 1.467(5) . ?
N2 H2A 0.84(3) . ?
N2 C1 1.430(6) . ?
N2 C31 1.355(6) . ?
C1 C2 1.565(5) . ?
C1 C6 1.526(6) . ?
C2 C3 1.427(6) . ?
C3 C4 1.399(6) . ?
C3 C15 1.465(6) . ?
C4 C18 1.479(6) . ?
C5 C6 1.395(6) . ?
C5 C10 1.418(7) . ?
C6 C7 1.413(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.362(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.417(7) . ?
C9 C10 1.411(7) . ?
C9 C14 1.420(7) . ?
C10 C11 1.414(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.360(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.384(10) . ?
C13 C14 1.358(8) . ?
C14 H14 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.407(13) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.376(8) . ?
C18 C23 1.390(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.384(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.370(12) . ?
C21 H21 0.9300 . ?
C21 C22 1.334(12) . ?
C22 H22 0.9300 . ?
C22 C23 1.392(9) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.510(7) . ?
C25 C26 1.385(8) . ?
C25 C30 1.378(8) . ?
C26 H26 0.9300 . ?
C26 C27 1.376(10) . ?
C27 H27 0.9300 . ?
C27 C28 1.399(13) . ?
C28 H28 0.9300 . ?
C28 C29 1.368(13) . ?
C29 H29 0.9300 . ?
C29 C30 1.364(11) . ?
C30 H30 0.9300 . ?
C32 C33 1.536(11) . ?
C32 C34 1.477(12) . ?
C32 C35 1.481(12) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?

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
C5 O2 H2 109.5 . . ?
C15 O4 C16 116.8(5) . . ?
C31 O6 C32 122.1(5) . . ?
C4 N1 C1 110.8(3) . . ?
C4 N1 C24 128.0(4) . . ?
C24 N1 C1 121.2(4) . . ?
C1 N2 H2A 115(3) . . ?
C31 N2 H2A 121(3) . . ?
C31 N2 C1 123.4(4) . . ?
N1 C1 C2 101.4(3) . . ?
N1 C1 C6 111.9(3) . . ?
N2 C1 N1 113.0(4) . . ?
N2 C1 C2 114.4(3) . . ?
N2 C1 C6 108.5(3) . . ?
C6 C1 C2 107.5(3) . . ?
O1 C2 C1 121.2(4) . . ?
O1 C2 C3 132.4(4) . . ?
C3 C2 C1 106.2(3) . . ?
C2 C3 C15 123.2(4) . . ?
C4 C3 C2 108.1(4) . . ?
C4 C3 C15 128.6(4) . . ?
N1 C4 C3 112.2(4) . . ?
N1 C4 C18 120.8(4) . . ?
C3 C4 C18 127.0(4) . . ?
O2 C5 C6 123.7(4) . . ?
O2 C5 C10 115.9(4) . . ?
C6 C5 C10 120.3(4) . . ?
C5 C6 C1 119.9(4) . . ?
C5 C6 C7 118.2(4) . . ?
C7 C6 C1 121.7(4) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 C6 122.4(4) . . ?
C8 C7 H7 118.8 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.0(4) . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C14 121.5(5) . . ?
C10 C9 C8 118.9(4) . . ?
C10 C9 C14 119.6(5) . . ?
C9 C10 C5 120.0(4) . . ?
C9 C10 C11 118.8(5) . . ?
C11 C10 C5 121.2(5) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(6) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.4(5) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 Br1 117.7(4) . . ?
C14 C13 Br1 119.2(5) . . ?
C14 C13 C12 123.1(5) . . ?
C9 C14 H14 120.8 . . ?
C13 C14 C9 118.4(5) . . ?
C13 C14 H14 120.8 . . ?
O3 C15 O4 122.3(4) . . ?
O3 C15 C3 124.5(4) . . ?
O4 C15 C3 113.1(4) . . ?
O4 C16 H16A 110.3 . . ?
O4 C16 H16B 110.3 . . ?
H16A C16 H16B 108.6 . . ?
C17 C16 O4 107.1(8) . . ?
C17 C16 H16A 110.3 . . ?
C17 C16 H16B 110.3 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C4 121.5(5) . . ?
C19 C18 C23 119.6(5) . . ?
C23 C18 C4 118.9(4) . . ?
C18 C19 H19 120.4 . . ?
C18 C19 C20 119.3(6) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(7) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.5(6) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.7(7) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 C22 119.3(6) . . ?
C18 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
N1 C24 H24A 108.3 . . ?
N1 C24 H24B 108.3 . . ?
N1 C24 C25 116.1(4) . . ?
H24A C24 H24B 107.4 . . ?
C25 C24 H24A 108.3 . . ?
C25 C24 H24B 108.3 . . ?
C26 C25 C24 123.6(5) . . ?
C30 C25 C24 117.8(5) . . ?
C30 C25 C26 118.2(5) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.3(6) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 H27 120.5 . . ?
C26 C27 C28 119.0(8) . . ?
C28 C27 H27 120.5 . . ?
C27 C28 H28 120.1 . . ?
C29 C28 C27 119.8(7) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.2(7) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 119.2 . . ?
C29 C30 C25 121.6(7) . . ?
C29 C30 H30 119.2 . . ?
O5 C31 O6 126.9(5) . . ?
O5 C31 N2 124.6(5) . . ?
O6 C31 N2 108.5(4) . . ?
O6 C32 C33 100.9(6) . . ?
O6 C32 C34 108.0(7) . . ?
O6 C32 C35 112.1(7) . . ?
C34 C32 C33 111.9(9) . . ?
C34 C32 C35 114.0(11) . . ?
C35 C32 C33 109.1(8) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?

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
O2 H2 O1 0.82 1.91 2.664(5) 152.5 .
N2 H2A O3 0.84(3) 2.19(3) 2.929(5) 147(4) 2_647

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 C13 C14 C9 -178.6(4) . . . . ?
O1 C2 C3 C4 175.8(5) . . . . ?
O1 C2 C3 C15 -7.5(8) . . . . ?
O2 C5 C6 C1 8.7(7) . . . . ?
O2 C5 C6 C7 -176.6(4) . . . . ?
O2 C5 C10 C9 178.4(4) . . . . ?
O2 C5 C10 C11 -4.0(7) . . . . ?
N1 C1 C2 O1 -173.9(4) . . . . ?
N1 C1 C2 C3 10.7(4) . . . . ?
N1 C1 C6 C5 177.0(4) . . . . ?
N1 C1 C6 C7 2.6(6) . . . . ?
N1 C4 C18 C19 65.9(7) . . . . ?
N1 C4 C18 C23 -112.9(5) . . . . ?
N1 C24 C25 C26 -33.2(7) . . . . ?
N1 C24 C25 C30 154.4(5) . . . . ?
N2 C1 C2 O1 -51.9(6) . . . . ?
N2 C1 C2 C3 132.7(4) . . . . ?
N2 C1 C6 C5 51.7(5) . . . . ?
N2 C1 C6 C7 -122.8(4) . . . . ?
C1 N1 C4 C3 3.2(5) . . . . ?
C1 N1 C4 C18 -177.7(4) . . . . ?
C1 N1 C24 C25 -87.9(5) . . . . ?
C1 N2 C31 O5 -9.3(7) . . . . ?
C1 N2 C31 O6 169.7(4) . . . . ?
C1 C2 C3 C4 -9.5(5) . . . . ?
C1 C2 C3 C15 167.2(4) . . . . ?
C1 C6 C7 C8 171.0(4) . . . . ?
C2 C1 C6 C5 -72.4(5) . . . . ?
C2 C1 C6 C7 113.1(4) . . . . ?
C2 C3 C4 N1 4.4(5) . . . . ?
C2 C3 C4 C18 -174.7(4) . . . . ?
C2 C3 C15 O3 1.0(8) . . . . ?
C2 C3 C15 O4 -175.9(5) . . . . ?
C3 C4 C18 C19 -115.2(6) . . . . ?
C3 C4 C18 C23 66.0(7) . . . . ?
C4 N1 C1 N2 -131.4(4) . . . . ?
C4 N1 C1 C2 -8.5(5) . . . . ?
C4 N1 C1 C6 105.8(4) . . . . ?
C4 N1 C24 C25 90.5(6) . . . . ?
C4 C3 C15 O3 177.0(5) . . . . ?
C4 C3 C15 O4 0.0(7) . . . . ?
C4 C18 C19 C20 180.0(6) . . . . ?
C4 C18 C23 C22 179.4(6) . . . . ?
C5 C6 C7 C8 -3.5(7) . . . . ?
C5 C10 C11 C12 -178.4(6) . . . . ?
C6 C1 C2 O1 68.6(5) . . . . ?
C6 C1 C2 C3 -106.9(4) . . . . ?
C6 C5 C10 C9 -3.7(7) . . . . ?
C6 C5 C10 C11 173.9(5) . . . . ?
C6 C7 C8 C9 -0.7(7) . . . . ?
C7 C8 C9 C10 2.8(7) . . . . ?
C7 C8 C9 C14 -176.2(5) . . . . ?
C8 C9 C10 C5 -0.6(7) . . . . ?
C8 C9 C10 C11 -178.3(5) . . . . ?
C8 C9 C14 C13 178.1(5) . . . . ?
C9 C10 C11 C12 -0.7(9) . . . . ?
C10 C5 C6 C1 -169.0(4) . . . . ?
C10 C5 C6 C7 5.7(7) . . . . ?
C10 C9 C14 C13 -0.9(8) . . . . ?
C10 C11 C12 C13 0.8(10) . . . . ?
C11 C12 C13 Br1 178.6(5) . . . . ?
C11 C12 C13 C14 -1.0(10) . . . . ?
C12 C13 C14 C9 1.0(9) . . . . ?
C14 C9 C10 C5 178.5(5) . . . . ?
C14 C9 C10 C11 0.8(7) . . . . ?
C15 O4 C16 C17 -165.7(9) . . . . ?
C15 C3 C4 N1 -172.1(4) . . . . ?
C15 C3 C4 C18 8.9(8) . . . . ?
C16 O4 C15 O3 2.2(10) . . . . ?
C16 O4 C15 C3 179.2(7) . . . . ?
C18 C19 C20 C21 1.2(13) . . . . ?
C19 C18 C23 C22 0.7(9) . . . . ?
C19 C20 C21 C22 -0.4(15) . . . . ?
C20 C21 C22 C23 -0.3(14) . . . . ?
C21 C22 C23 C18 0.1(12) . . . . ?
C23 C18 C19 C20 -1.3(10) . . . . ?
C24 N1 C1 N2 47.2(5) . . . . ?
C24 N1 C1 C2 170.1(4) . . . . ?
C24 N1 C1 C6 -75.6(5) . . . . ?
C24 N1 C4 C3 -175.3(4) . . . . ?
C24 N1 C4 C18 3.8(7) . . . . ?
C24 C25 C26 C27 -173.8(6) . . . . ?
C24 C25 C30 C29 174.1(6) . . . . ?
C25 C26 C27 C28 0.7(11) . . . . ?
C26 C25 C30 C29 1.3(10) . . . . ?
C26 C27 C28 C29 0.1(13) . . . . ?
C27 C28 C29 C30 -0.2(14) . . . . ?
C28 C29 C30 C25 -0.5(13) . . . . ?
C30 C25 C26 C27 -1.4(9) . . . . ?
C31 O6 C32 C33 169.7(6) . . . . ?
C31 O6 C32 C34 -72.8(10) . . . . ?
C31 O6 C32 C35 53.7(10) . . . . ?
C31 N2 C1 N1 76.0(5) . . . . ?
C31 N2 C1 C2 -39.4(6) . . . . ?
C31 N2 C1 C6 -159.3(4) . . . . ?
C32 O6 C31 O5 -3.1(9) . . . . ?
C32 O6 C31 N2 177.8(5) . . . . ?

_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 1.154
_oxdiff_exptl_absorpt_empirical_full_min 0.918
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
