# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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. 
# 
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data_caiju_082_181115_2
_database_code_depnum_ccdc_archive 'CCDC 1966115'
loop_
_audit_author_name
_audit_author_address
'chaoqun ao'
;Sun Yat Sen University
China
;
_audit_update_record             
;
2019-11-16 deposited with the CCDC.	2020-04-13 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H32 Br N3 O6'
_chemical_formula_sum            'C31 H32 Br N3 O6'
_chemical_formula_weight         622.50
_chemical_melting_point          ?
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'
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'
Br Br -0.6763 1.2805 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.39580(10)
_cell_length_b                   10.3211(2)
_cell_length_c                   33.5425(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.2080(10)
_cell_angle_gamma                90
_cell_volume                     2905.94(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13423
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.5820
_cell_measurement_theta_min      4.4850
_shelx_estimated_absorpt_T_max   0.800
_shelx_estimated_absorpt_T_min   0.541
_exptl_absorpt_coefficient_mu    2.333
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            27965
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.990
_diffrn_reflns_theta_min         2.635
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00 -24.00   0.50    0.05    --  -46.50 150.00 136.00  172
  2  ω   -119.00 -54.00   0.50    0.05    --  -46.50-150.00  91.00  130
  3  ω    -94.00  -9.00   0.50    0.05    --  -46.50 122.00 -25.00  170
  4  ω   -119.00 -73.00   0.50    0.05    --  -46.50-122.00-106.00   92
  5  ω     13.00  94.00   0.50    0.05    --   46.50-122.00-106.00  162
  6  ω   -114.00 -27.00   0.50    0.20    -- -100.00 122.00 -25.00  174
  7  ω   -171.00 -58.00   0.50    0.20    -- -100.00-150.00  91.00  226
  8  ω   -103.00 -45.00   0.50    0.20    -- -100.00 150.00 136.00  116
  9  ω   -172.00 -74.00   0.50    0.20    -- -100.00-122.00-106.00  196
 10  ω     74.00 103.00   0.50    0.20    --  107.00-122.00-106.00   58
 11  ω     90.00 115.00   0.50    0.20    --  107.00 150.00 136.00   50
 12  ω   -115.00 -73.00   0.50    0.05    --  -46.50-125.00   0.00   84
 13  ω   -119.00 -24.00   0.50    0.05    --  -46.50 -77.00-120.00  190
 14  ω     45.00 115.00   0.50    0.05    --   46.50  38.00 -90.00  140
 15  ω    -77.00 -28.00   0.50    0.20    -- -100.00  61.00-180.00   98
 16  ω   -172.00 -82.00   0.50    0.20    -- -100.00 -94.00   0.00  180
 17  ω   -116.00 -91.00   0.50    0.20    -- -100.00  61.00-180.00   50
 18  ω   -159.00 -77.00   0.50    0.20    -- -100.00 -77.00-180.00  164
 19  ω     35.00 107.00   0.50    0.20    --  107.00 -94.00  90.00  144
 20  ω    140.00 178.00   0.50    0.20    --  107.00  30.00 -30.00   76
 21  ω     35.00 109.00   0.50    0.20    --  107.00 -94.00 -90.00  148
 22  ω     95.00 136.00   0.50    0.20    --  107.00  30.00 -30.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0466904000
_diffrn_orient_matrix_UB_12      -0.0597237000
_diffrn_orient_matrix_UB_13      0.0406711000
_diffrn_orient_matrix_UB_21      0.0394280000
_diffrn_orient_matrix_UB_22      0.1360581000
_diffrn_orient_matrix_UB_23      0.0163703000
_diffrn_orient_matrix_UB_31      -0.1731078000
_diffrn_orient_matrix_UB_32      0.0149149000
_diffrn_orient_matrix_UB_33      0.0136119000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5194
_reflns_number_total             5797
_reflns_odcompleteness_completeness 99.95
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.891
_refine_diff_density_min         -1.019
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         5797
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0647
_refine_ls_restrained_S_all      1.073
_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+15.6780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1481
_refine_ls_wR_factor_ref         0.1546
_refine_special_details          ?
_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.a Secondary CH2 refined with riding coordinates:
 C00W(H00D,H00F)
2.b Aromatic/amide H refined with riding coordinates:
 N009(H009), C00E(H00E), C00K(H00K), C00M(H00M), C00N(H00N), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00U(H00U), C00X(H00X), C00Y(H00Y),
 C00Z(H00Z), C011(H011), C013(H013)
2.c Idealised Me refined as rotating group:
 C00T(H00A,H00B,H00C), C010(H01A,H01B,H01C), C012(H01D,H01E,H01F), C014(H01G,
 H01H,H01I), C015(H01J,H01K,H01L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Br01 Br 0.70179(6) 1.19706(5) 0.69947(2) 0.03771(16) Uani 1 1 d . . . . .
O002 O 0.8714(3) 0.6566(3) 0.58952(8) 0.0227(6) Uani 1 1 d . . . . .
O003 O 0.5694(3) 0.5304(3) 0.68820(8) 0.0269(6) Uani 1 1 d . . . . .
O004 O 0.4982(3) 0.2875(3) 0.58934(9) 0.0291(6) Uani 1 1 d . . . . .
O005 O 0.9549(3) 0.5749(3) 0.68612(9) 0.0280(6) Uani 1 1 d . . . . .
O006 O 0.3539(3) 0.4651(3) 0.60731(10) 0.0308(7) Uani 1 1 d . . . . .
O007 O 0.9185(3) 0.4340(3) 0.63579(9) 0.0295(6) Uani 1 1 d . . . . .
N008 N 0.4388(4) 0.7054(3) 0.65762(10) 0.0235(7) Uani 1 1 d . . . . .
N009 N 0.6223(4) 0.4737(3) 0.60191(10) 0.0246(7) Uani 1 1 d . . . . .
H009 H 0.708581 0.437761 0.592345 0.030 Uiso 1 1 calc R . . . .
N00A N 0.4290(4) 0.7590(3) 0.61910(10) 0.0238(7) Uani 1 1 d . . . . .
C00B C 0.5420(4) 0.6025(4) 0.66025(12) 0.0220(8) Uani 1 1 d . . . . .
C00C C 0.3392(4) 0.7567(4) 0.68741(12) 0.0240(8) Uani 1 1 d . . . . .
C00D C 0.5316(4) 0.7017(4) 0.59708(12) 0.0222(8) Uani 1 1 d . . . . .
C00E C 0.3328(5) 0.7012(4) 0.72471(13) 0.0282(9) Uani 1 1 d . . . . .
H00E H 0.398704 0.629199 0.731331 0.034 Uiso 1 1 calc R . . . .
C00F C 0.6276(4) 0.6003(4) 0.62002(12) 0.0227(8) Uani 1 1 d . . . . .
C00G C 0.7481(5) 1.0281(4) 0.67904(13) 0.0285(9) Uani 1 1 d . . . . .
C00H C 0.4788(4) 0.4113(4) 0.60011(12) 0.0244(8) Uani 1 1 d . . . . .
C00I C 0.8044(4) 0.6492(4) 0.62799(12) 0.0229(8) Uani 1 1 d . . . . .
C00J C 0.8972(4) 0.5395(4) 0.65078(12) 0.0247(8) Uani 1 1 d . . . . .
C00K C 0.7851(5) 1.0163(4) 0.63961(13) 0.0274(9) Uani 1 1 d . . . . .
H00K H 0.794521 1.090731 0.623180 0.033 Uiso 1 1 calc R . . . .
C00L C 0.7974(4) 0.7828(4) 0.64818(12) 0.0224(8) Uani 1 1 d . . . . .
C00M C 0.8087(4) 0.8928(4) 0.62418(12) 0.0251(8) Uani 1 1 d . . . . .
H00M H 0.832907 0.883138 0.596803 0.030 Uiso 1 1 calc R . . . .
C00N C 0.7651(5) 0.7996(4) 0.68819(13) 0.0266(8) Uani 1 1 d . . . . .
H00N H 0.761310 0.726124 0.705214 0.032 Uiso 1 1 calc R . . . .
C00O C 1.0925(4) 0.7115(4) 0.54913(12) 0.0253(8) Uani 1 1 d . . . . .
C00P C 0.7383(5) 0.9218(4) 0.70378(13) 0.0273(8) Uani 1 1 d . . . . .
H00P H 0.713571 0.932254 0.731102 0.033 Uiso 1 1 calc R . . . .
C00Q C 0.2478(4) 0.8661(4) 0.67842(13) 0.0277(9) Uani 1 1 d . . . . .
H00Q H 0.254988 0.906623 0.653088 0.033 Uiso 1 1 calc R . . . .
C00R C 0.1355(5) 0.8581(4) 0.74365(14) 0.0317(9) Uani 1 1 d . . . . .
H00R H 0.064480 0.891529 0.762795 0.038 Uiso 1 1 calc R . . . .
C00S C 0.2291(5) 0.7514(4) 0.75257(14) 0.0304(9) Uani 1 1 d . . . . .
H00S H 0.222621 0.711859 0.778063 0.036 Uiso 1 1 calc R . . . .
C00T C 0.5421(5) 0.7271(4) 0.55395(12) 0.0276(8) Uani 1 1 d . . . . .
H00A H 0.524981 0.646164 0.539187 0.041 Uiso 1 1 calc GR . . . .
H00B H 0.647893 0.761585 0.548135 0.041 Uiso 1 1 calc GR . . . .
H00C H 0.460611 0.790318 0.545869 0.041 Uiso 1 1 calc GR . . . .
C00U C 1.1043(5) 0.8398(4) 0.53685(13) 0.0287(9) Uani 1 1 d . . . . .
H00U H 1.078557 0.907675 0.554708 0.034 Uiso 1 1 calc R . . . .
C00V C 0.3576(5) 0.2019(4) 0.58505(14) 0.0294(9) Uani 1 1 d . . . . .
C00W C 1.0438(4) 0.6773(4) 0.59039(12) 0.0259(8) Uani 1 1 d . . . . .
H00D H 1.099307 0.597627 0.599442 0.031 Uiso 1 1 calc R . . . .
H00F H 1.072022 0.748379 0.609059 0.031 Uiso 1 1 calc R . . . .
C00X C 0.1461(5) 0.9153(4) 0.70681(14) 0.0317(9) Uani 1 1 d . . . . .
H00X H 0.083067 0.989468 0.700690 0.038 Uiso 1 1 calc R . . . .
C00Y C 1.1304(5) 0.6144(4) 0.52238(13) 0.0323(9) Uani 1 1 d . . . . .
H00Y H 1.123352 0.526291 0.530348 0.039 Uiso 1 1 calc R . . . .
C00Z C 1.1919(5) 0.7721(5) 0.47285(13) 0.0328(10) Uani 1 1 d . . . . .
H00Z H 1.227957 0.792728 0.446962 0.039 Uiso 1 1 calc R . . . .
C010 C 1.0485(5) 0.4752(4) 0.70643(14) 0.0341(10) Uani 1 1 d . . . . .
H01A H 1.148502 0.462031 0.692447 0.051 Uiso 1 1 calc GR . . . .
H01B H 0.988038 0.393934 0.706592 0.051 Uiso 1 1 calc GR . . . .
H01C H 1.071857 0.502358 0.733928 0.051 Uiso 1 1 calc GR . . . .
C011 C 1.1536(5) 0.8693(5) 0.49862(14) 0.0342(10) Uani 1 1 d . . . . .
H011 H 1.160684 0.957100 0.490382 0.041 Uiso 1 1 calc R . . . .
C012 C 0.4318(5) 0.0757(4) 0.57159(18) 0.0440(12) Uani 1 1 d . . . . .
H01D H 0.480965 0.088382 0.545639 0.066 Uiso 1 1 calc GR . . . .
H01E H 0.349098 0.008952 0.569232 0.066 Uiso 1 1 calc GR . . . .
H01F H 0.513148 0.048257 0.591185 0.066 Uiso 1 1 calc GR . . . .
C013 C 1.1784(6) 0.6441(5) 0.48425(14) 0.0387(11) Uani 1 1 d . . . . .
H013 H 1.201905 0.576783 0.465985 0.046 Uiso 1 1 calc R . . . .
C014 C 0.2437(6) 0.2540(5) 0.55327(16) 0.0415(11) Uani 1 1 d . . . . .
H01G H 0.189304 0.330806 0.563471 0.062 Uiso 1 1 calc GR . . . .
H01H H 0.164762 0.187408 0.546263 0.062 Uiso 1 1 calc GR . . . .
H01I H 0.303365 0.277505 0.529539 0.062 Uiso 1 1 calc GR . . . .
C015 C 0.2798(6) 0.1858(5) 0.62502(16) 0.0434(12) Uani 1 1 d . . . . .
H01J H 0.361063 0.163912 0.645313 0.065 Uiso 1 1 calc GR . . . .
H01K H 0.200616 0.116144 0.623298 0.065 Uiso 1 1 calc GR . . . .
H01L H 0.227259 0.266925 0.632343 0.065 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
Br01 C00G 1.916(4) . ?
O002 C00I 1.420(5) . ?
O002 C00W 1.463(4) . ?
O003 C00B 1.216(5) . ?
O004 C00H 1.339(5) . ?
O004 C00V 1.479(5) . ?
O005 C00J 1.323(5) . ?
O005 C010 1.456(5) . ?
O006 C00H 1.215(5) . ?
O007 C00J 1.213(5) . ?
N008 N00A 1.406(5) . ?
N008 C00B 1.371(5) . ?
N008 C00C 1.419(5) . ?
N009 H009 0.8800 . ?
N009 C00F 1.442(5) . ?
N009 C00H 1.366(5) . ?
N00A C00D 1.289(5) . ?
C00B C00F 1.542(5) . ?
C00C C00E 1.378(6) . ?
C00C C00Q 1.395(6) . ?
C00D C00F 1.520(5) . ?
C00D C00T 1.475(6) . ?
C00E H00E 0.9500 . ?
C00E C00S 1.391(6) . ?
C00F C00I 1.585(5) . ?
C00G C00K 1.370(6) . ?
C00G C00P 1.379(6) . ?
C00I C00J 1.565(5) . ?
C00I C00L 1.538(5) . ?
C00K H00K 0.9500 . ?
C00K C00M 1.391(6) . ?
C00L C00M 1.396(6) . ?
C00L C00N 1.386(6) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00P 1.386(6) . ?
C00O C00U 1.390(6) . ?
C00O C00W 1.494(6) . ?
C00O C00Y 1.387(6) . ?
C00P H00P 0.9500 . ?
C00Q H00Q 0.9500 . ?
C00Q C00X 1.389(6) . ?
C00R H00R 0.9500 . ?
C00R C00S 1.383(6) . ?
C00R C00X 1.374(7) . ?
C00S H00S 0.9500 . ?
C00T H00A 0.9800 . ?
C00T H00B 0.9800 . ?
C00T H00C 0.9800 . ?
C00U H00U 0.9500 . ?
C00U C011 1.389(6) . ?
C00V C012 1.516(6) . ?
C00V C014 1.516(6) . ?
C00V C015 1.513(7) . ?
C00W H00D 0.9900 . ?
C00W H00F 0.9900 . ?
C00X H00X 0.9500 . ?
C00Y H00Y 0.9500 . ?
C00Y C013 1.384(6) . ?
C00Z H00Z 0.9500 . ?
C00Z C011 1.367(7) . ?
C00Z C013 1.380(7) . ?
C010 H01A 0.9800 . ?
C010 H01B 0.9800 . ?
C010 H01C 0.9800 . ?
C011 H011 0.9500 . ?
C012 H01D 0.9800 . ?
C012 H01E 0.9800 . ?
C012 H01F 0.9800 . ?
C013 H013 0.9500 . ?
C014 H01G 0.9800 . ?
C014 H01H 0.9800 . ?
C014 H01I 0.9800 . ?
C015 H01J 0.9800 . ?
C015 H01K 0.9800 . ?
C015 H01L 0.9800 . ?

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
C00I O002 C00W 113.6(3) . . ?
C00H O004 C00V 119.7(3) . . ?
C00J O005 C010 114.0(3) . . ?
N00A N008 C00C 118.4(3) . . ?
C00B N008 N00A 112.8(3) . . ?
C00B N008 C00C 128.7(3) . . ?
C00F N009 H009 121.2 . . ?
C00H N009 H009 121.2 . . ?
C00H N009 C00F 117.7(3) . . ?
C00D N00A N008 108.6(3) . . ?
O003 C00B N008 129.3(4) . . ?
O003 C00B C00F 125.6(3) . . ?
N008 C00B C00F 105.1(3) . . ?
C00E C00C N008 121.2(4) . . ?
C00E C00C C00Q 120.1(4) . . ?
C00Q C00C N008 118.7(4) . . ?
N00A C00D C00F 112.3(3) . . ?
N00A C00D C00T 122.4(4) . . ?
C00T C00D C00F 125.2(3) . . ?
C00C C00E H00E 120.3 . . ?
C00C C00E C00S 119.5(4) . . ?
C00S C00E H00E 120.3 . . ?
N009 C00F C00B 111.8(3) . . ?
N009 C00F C00D 113.6(3) . . ?
N009 C00F C00I 112.3(3) . . ?
C00B C00F C00I 107.4(3) . . ?
C00D C00F C00B 100.4(3) . . ?
C00D C00F C00I 110.6(3) . . ?
C00K C00G Br01 118.6(3) . . ?
C00K C00G C00P 121.8(4) . . ?
C00P C00G Br01 119.6(3) . . ?
O004 C00H N009 110.5(3) . . ?
O006 C00H O004 126.8(4) . . ?
O006 C00H N009 122.7(4) . . ?
O002 C00I C00F 104.5(3) . . ?
O002 C00I C00J 106.3(3) . . ?
O002 C00I C00L 111.8(3) . . ?
C00J C00I C00F 107.9(3) . . ?
C00L C00I C00F 108.3(3) . . ?
C00L C00I C00J 117.2(3) . . ?
O005 C00J C00I 114.0(3) . . ?
O007 C00J O005 124.4(4) . . ?
O007 C00J C00I 121.5(4) . . ?
C00G C00K H00K 120.7 . . ?
C00G C00K C00M 118.5(4) . . ?
C00M C00K H00K 120.7 . . ?
C00M C00L C00I 118.1(3) . . ?
C00N C00L C00I 123.3(3) . . ?
C00N C00L C00M 118.3(4) . . ?
C00K C00M C00L 121.2(4) . . ?
C00K C00M H00M 119.4 . . ?
C00L C00M H00M 119.4 . . ?
C00L C00N H00N 119.5 . . ?
C00L C00N C00P 121.1(4) . . ?
C00P C00N H00N 119.5 . . ?
C00U C00O C00W 121.5(4) . . ?
C00Y C00O C00U 118.5(4) . . ?
C00Y C00O C00W 120.0(4) . . ?
C00G C00P C00N 119.0(4) . . ?
C00G C00P H00P 120.5 . . ?
C00N C00P H00P 120.5 . . ?
C00C C00Q H00Q 120.3 . . ?
C00X C00Q C00C 119.4(4) . . ?
C00X C00Q H00Q 120.3 . . ?
C00S C00R H00R 120.3 . . ?
C00X C00R H00R 120.3 . . ?
C00X C00R C00S 119.3(4) . . ?
C00E C00S H00S 119.6 . . ?
C00R C00S C00E 120.8(4) . . ?
C00R C00S H00S 119.6 . . ?
C00D C00T H00A 109.5 . . ?
C00D C00T H00B 109.5 . . ?
C00D C00T H00C 109.5 . . ?
H00A C00T H00B 109.5 . . ?
H00A C00T H00C 109.5 . . ?
H00B C00T H00C 109.5 . . ?
C00O C00U H00U 119.8 . . ?
C011 C00U C00O 120.4(4) . . ?
C011 C00U H00U 119.8 . . ?
O004 C00V C012 102.1(3) . . ?
O004 C00V C014 110.3(3) . . ?
O004 C00V C015 109.8(4) . . ?
C014 C00V C012 110.6(4) . . ?
C015 C00V C012 110.9(4) . . ?
C015 C00V C014 112.6(4) . . ?
O002 C00W C00O 107.9(3) . . ?
O002 C00W H00D 110.1 . . ?
O002 C00W H00F 110.1 . . ?
C00O C00W H00D 110.1 . . ?
C00O C00W H00F 110.1 . . ?
H00D C00W H00F 108.4 . . ?
C00Q C00X H00X 119.6 . . ?
C00R C00X C00Q 120.8(4) . . ?
C00R C00X H00X 119.6 . . ?
C00O C00Y H00Y 119.6 . . ?
C013 C00Y C00O 120.9(4) . . ?
C013 C00Y H00Y 119.6 . . ?
C011 C00Z H00Z 119.8 . . ?
C011 C00Z C013 120.4(4) . . ?
C013 C00Z H00Z 119.8 . . ?
O005 C010 H01A 109.5 . . ?
O005 C010 H01B 109.5 . . ?
O005 C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00U C011 H011 120.0 . . ?
C00Z C011 C00U 120.1(4) . . ?
C00Z C011 H011 120.0 . . ?
C00V C012 H01D 109.5 . . ?
C00V C012 H01E 109.5 . . ?
C00V C012 H01F 109.5 . . ?
H01D C012 H01E 109.5 . . ?
H01D C012 H01F 109.5 . . ?
H01E C012 H01F 109.5 . . ?
C00Y C013 H013 120.2 . . ?
C00Z C013 C00Y 119.7(4) . . ?
C00Z C013 H013 120.2 . . ?
C00V C014 H01G 109.5 . . ?
C00V C014 H01H 109.5 . . ?
C00V C014 H01I 109.5 . . ?
H01G C014 H01H 109.5 . . ?
H01G C014 H01I 109.5 . . ?
H01H C014 H01I 109.5 . . ?
C00V C015 H01J 109.5 . . ?
C00V C015 H01K 109.5 . . ?
C00V C015 H01L 109.5 . . ?
H01J C015 H01K 109.5 . . ?
H01J C015 H01L 109.5 . . ?
H01K C015 H01L 109.5 . . ?

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
Br01 C00G C00K C00M -175.9(3) . . . . ?
Br01 C00G C00P C00N 177.1(3) . . . . ?
O002 C00I C00J O005 128.1(3) . . . . ?
O002 C00I C00J O007 -48.8(5) . . . . ?
O002 C00I C00L C00M 18.7(5) . . . . ?
O002 C00I C00L C00N -167.8(3) . . . . ?
O003 C00B C00F N009 54.1(5) . . . . ?
O003 C00B C00F C00D 174.9(4) . . . . ?
O003 C00B C00F C00I -69.5(5) . . . . ?
N008 N00A C00D C00F -1.1(4) . . . . ?
N008 N00A C00D C00T 174.4(3) . . . . ?
N008 C00B C00F N009 -129.0(3) . . . . ?
N008 C00B C00F C00D -8.3(4) . . . . ?
N008 C00B C00F C00I 107.4(3) . . . . ?
N008 C00C C00E C00S -177.5(4) . . . . ?
N008 C00C C00Q C00X 178.1(4) . . . . ?
N009 C00F C00I O002 62.1(4) . . . . ?
N009 C00F C00I C00J -50.8(4) . . . . ?
N009 C00F C00I C00L -178.6(3) . . . . ?
N00A N008 C00B O003 -174.7(4) . . . . ?
N00A N008 C00B C00F 8.6(4) . . . . ?
N00A N008 C00C C00E 174.2(3) . . . . ?
N00A N008 C00C C00Q -6.3(5) . . . . ?
N00A C00D C00F N009 125.3(4) . . . . ?
N00A C00D C00F C00B 5.8(4) . . . . ?
N00A C00D C00F C00I -107.4(4) . . . . ?
C00B N008 N00A C00D -5.1(4) . . . . ?
C00B N008 C00C C00E -2.0(6) . . . . ?
C00B N008 C00C C00Q 177.5(4) . . . . ?
C00B C00F C00I O002 -174.6(3) . . . . ?
C00B C00F C00I C00J 72.5(4) . . . . ?
C00B C00F C00I C00L -55.3(4) . . . . ?
C00C N008 N00A C00D 178.1(3) . . . . ?
C00C N008 C00B O003 1.7(7) . . . . ?
C00C N008 C00B C00F -175.0(3) . . . . ?
C00C C00E C00S C00R -1.6(6) . . . . ?
C00C C00Q C00X C00R 0.5(6) . . . . ?
C00D C00F C00I O002 -65.9(4) . . . . ?
C00D C00F C00I C00J -178.8(3) . . . . ?
C00D C00F C00I C00L 53.4(4) . . . . ?
C00E C00C C00Q C00X -2.4(6) . . . . ?
C00F N009 C00H O004 -168.8(3) . . . . ?
C00F N009 C00H O006 11.6(6) . . . . ?
C00F C00I C00J O005 -120.2(3) . . . . ?
C00F C00I C00J O007 62.8(5) . . . . ?
C00F C00I C00L C00M -96.0(4) . . . . ?
C00F C00I C00L C00N 77.6(4) . . . . ?
C00G C00K C00M C00L -0.9(6) . . . . ?
C00H O004 C00V C012 178.3(4) . . . . ?
C00H O004 C00V C014 60.7(5) . . . . ?
C00H O004 C00V C015 -64.0(5) . . . . ?
C00H N009 C00F C00B 47.7(5) . . . . ?
C00H N009 C00F C00D -65.1(4) . . . . ?
C00H N009 C00F C00I 168.5(3) . . . . ?
C00I O002 C00W C00O -168.0(3) . . . . ?
C00I C00L C00M C00K 172.6(4) . . . . ?
C00I C00L C00N C00P -171.0(4) . . . . ?
C00J C00I C00L C00M 141.7(3) . . . . ?
C00J C00I C00L C00N -44.8(5) . . . . ?
C00K C00G C00P C00N -0.6(6) . . . . ?
C00L C00I C00J O005 2.3(5) . . . . ?
C00L C00I C00J O007 -174.6(3) . . . . ?
C00L C00N C00P C00G -1.6(6) . . . . ?
C00M C00L C00N C00P 2.6(6) . . . . ?
C00N C00L C00M C00K -1.3(6) . . . . ?
C00O C00U C011 C00Z -0.4(6) . . . . ?
C00O C00Y C013 C00Z 1.3(7) . . . . ?
C00P C00G C00K C00M 1.9(6) . . . . ?
C00Q C00C C00E C00S 3.0(6) . . . . ?
C00S C00R C00X C00Q 0.9(6) . . . . ?
C00T C00D C00F N009 -50.0(5) . . . . ?
C00T C00D C00F C00B -169.5(4) . . . . ?
C00T C00D C00F C00I 77.2(5) . . . . ?
C00U C00O C00W O002 93.5(4) . . . . ?
C00U C00O C00Y C013 -0.2(6) . . . . ?
C00V O004 C00H O006 0.3(6) . . . . ?
C00V O004 C00H N009 -179.3(3) . . . . ?
C00W O002 C00I C00F -169.5(3) . . . . ?
C00W O002 C00I C00J -55.5(4) . . . . ?
C00W O002 C00I C00L 73.6(4) . . . . ?
C00W C00O C00U C011 178.5(4) . . . . ?
C00W C00O C00Y C013 -178.9(4) . . . . ?
C00X C00R C00S C00E -0.4(6) . . . . ?
C00Y C00O C00U C011 -0.2(6) . . . . ?
C00Y C00O C00W O002 -87.8(4) . . . . ?
C010 O005 C00J O007 -0.1(5) . . . . ?
C010 O005 C00J C00I -176.9(3) . . . . ?
C011 C00Z C013 C00Y -2.0(7) . . . . ?
C013 C00Z C011 C00U 1.5(6) . . . . ?

_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 1.483
_oxdiff_exptl_absorpt_empirical_full_min 0.647
