# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_r20211010b
_database_code_depnum_ccdc_archive 'CCDC 2115551'
loop_
_audit_author_name
_audit_author_address
'Qian-Yi Zhou'
;NKU
China
;
_audit_update_record             
;
2021-10-14 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2021-10-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H31 I N2 O5'
_chemical_formula_sum            'C31 H31 I N2 O5'
_chemical_formula_weight         638.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.2462(3)
_cell_length_b                   13.0571(3)
_cell_length_c                   23.0265(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.045(3)
_cell_angle_gamma                90
_cell_volume                     2764.50(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12001
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      32.2990
_cell_measurement_theta_min      2.3440
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.778
_exptl_absorpt_coefficient_mu    1.202
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            20680
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.366
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -120.00  60.00   1.00    1.00    --  -30.00  45.00   0.00  180
  2  ω   -120.00  30.00   1.00    1.00    --  -30.00  45.00  90.00  150
  3  ω   -120.00   0.00   1.00    1.00    --  -30.00  45.00 180.00  120
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0124408000
_diffrn_orient_matrix_UB_12      0.0129004000
_diffrn_orient_matrix_UB_13      0.0300562000
_diffrn_orient_matrix_UB_21      0.0236900000
_diffrn_orient_matrix_UB_22      -0.0507295000
_diffrn_orient_matrix_UB_23      0.0064936000
_diffrn_orient_matrix_UB_31      0.0723201000
_diffrn_orient_matrix_UB_32      0.0144814000
_diffrn_orient_matrix_UB_33      -0.0038596000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4906
_reflns_number_total             5642
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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         1.962
_refine_diff_density_min         -0.693
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.00171(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         5642
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      1.061
_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)+(0.0227P)²+5.4064P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0829
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C9(H9A,H9B), C10(H10A,
 H10B), C14(H14A,H14B), C17(H17A,H17B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C21(H21), C22(H22), C23(H23), C27(H27), C28(H28), C30(H30), C31(H31)
2.d X=CH2 refined with riding coordinates:
 C13(H13A,H13B)
;
_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
I1 I 0.23525(2) 0.46720(2) 0.48597(2) 0.02774(9) Uani 1 1 d . . . . .
O1 O 0.2368(2) 0.31468(17) 0.64842(10) 0.0244(5) Uani 1 1 d . . . . .
O2 O 0.3081(3) 0.19613(18) 0.58575(10) 0.0295(5) Uani 1 1 d . . . . .
O3 O -0.1474(2) 0.31806(19) 0.45680(11) 0.0305(6) Uani 1 1 d . . . . .
O4 O 0.0072(3) 0.5502(2) 0.20324(11) 0.0412(7) Uani 1 1 d . . . . .
O5 O 0.0815(3) 0.4043(2) 0.17473(11) 0.0435(7) Uani 1 1 d . . . . .
N1 N 0.0734(3) 0.2412(2) 0.46684(11) 0.0213(6) Uani 1 1 d . . . . .
N2 N 0.0368(3) 0.4596(2) 0.21151(12) 0.0294(6) Uani 1 1 d . . . . .
C1 C 0.6360(4) 0.3896(3) 0.67553(16) 0.0338(8) Uani 1 1 d . . . . .
H1 H 0.707254 0.416234 0.649411 0.041 Uiso 1 1 calc R . . . .
C2 C 0.6137(4) 0.4693(3) 0.72228(18) 0.0410(9) Uani 1 1 d . . . . .
H2A H 0.707879 0.484465 0.745257 0.049 Uiso 1 1 calc R . . . .
H2B H 0.576117 0.533559 0.703520 0.049 Uiso 1 1 calc R . . . .
C3 C 0.5064(4) 0.4290(3) 0.76251(16) 0.0366(9) Uani 1 1 d . . . . .
H3 H 0.491674 0.481431 0.792982 0.044 Uiso 1 1 calc R . . . .
C4 C 0.3615(4) 0.4069(3) 0.72629(15) 0.0293(8) Uani 1 1 d . . . . .
H4A H 0.290099 0.381444 0.752041 0.035 Uiso 1 1 calc R . . . .
H4B H 0.322627 0.470783 0.707410 0.035 Uiso 1 1 calc R . . . .
C5 C 0.3835(4) 0.3269(2) 0.67972(14) 0.0226(7) Uani 1 1 d . . . . .
C6 C 0.4895(4) 0.3683(3) 0.63923(15) 0.0277(7) Uani 1 1 d . . . . .
H6A H 0.450846 0.432160 0.620369 0.033 Uiso 1 1 calc R . . . .
H6B H 0.503028 0.317559 0.608287 0.033 Uiso 1 1 calc R . . . .
C7 C 0.6939(4) 0.2909(3) 0.70452(17) 0.0374(9) Uani 1 1 d . . . . .
H7A H 0.788939 0.304047 0.727298 0.045 Uiso 1 1 calc R . . . .
H7B H 0.708430 0.239145 0.674263 0.045 Uiso 1 1 calc R . . . .
C8 C 0.5858(4) 0.2502(3) 0.74501(16) 0.0357(9) Uani 1 1 d . . . . .
H8 H 0.624500 0.185566 0.764084 0.043 Uiso 1 1 calc R . . . .
C9 C 0.5652(5) 0.3304(3) 0.79181(16) 0.0421(10) Uani 1 1 d . . . . .
H9A H 0.496190 0.304523 0.818451 0.051 Uiso 1 1 calc R . . . .
H9B H 0.659349 0.344191 0.815138 0.051 Uiso 1 1 calc R . . . .
C10 C 0.4392(4) 0.2285(3) 0.70927(15) 0.0270(7) Uani 1 1 d . . . . .
H10A H 0.451595 0.175387 0.679500 0.032 Uiso 1 1 calc R . . . .
H10B H 0.368430 0.202959 0.735245 0.032 Uiso 1 1 calc R . . . .
C11 C 0.2158(4) 0.2498(2) 0.60276(14) 0.0234(7) Uani 1 1 d . . . . .
C12 C 0.0620(4) 0.2500(2) 0.57450(14) 0.0225(7) Uani 1 1 d . . . . .
C13 C -0.0455(4) 0.2967(2) 0.59691(15) 0.0268(7) Uani 1 1 d . . . . .
H13A H -0.027501 0.332694 0.632807 0.032 Uiso 1 1 calc R . . . .
H13B H -0.140956 0.294429 0.577184 0.032 Uiso 1 1 calc R . . . .
C14 C 0.0366(4) 0.1873(2) 0.51969(14) 0.0228(7) Uani 1 1 d . . . . .
H14A H 0.095524 0.124003 0.524670 0.027 Uiso 1 1 calc R . . . .
H14B H -0.067021 0.166902 0.513961 0.027 Uiso 1 1 calc R . . . .
C15 C 0.2214(3) 0.2415(2) 0.45429(13) 0.0206(6) Uani 1 1 d . . . . .
C16 C 0.3043(4) 0.3249(2) 0.45748(14) 0.0219(7) Uani 1 1 d . . . . .
C17 C 0.4573(4) 0.3204(3) 0.44054(16) 0.0304(8) Uani 1 1 d . . . . .
H17A H 0.514876 0.378026 0.458829 0.036 Uiso 1 1 calc R . . . .
H17B H 0.455512 0.326726 0.397629 0.036 Uiso 1 1 calc R . . . .
C18 C 0.5273(4) 0.2192(3) 0.46066(17) 0.0326(8) Uani 1 1 d . . . . .
H18A H 0.622181 0.212322 0.444690 0.039 Uiso 1 1 calc R . . . .
H18B H 0.545579 0.218881 0.503799 0.039 Uiso 1 1 calc R . . . .
C19 C 0.4332(4) 0.1303(3) 0.44124(14) 0.0240(7) Uani 1 1 d . . . . .
C20 C 0.4898(4) 0.0357(3) 0.42817(15) 0.0300(8) Uani 1 1 d . . . . .
H20 H 0.592318 0.027018 0.430639 0.036 Uiso 1 1 calc R . . . .
C21 C 0.4001(4) -0.0464(3) 0.41160(15) 0.0298(8) Uani 1 1 d . . . . .
H21 H 0.440014 -0.110707 0.402355 0.036 Uiso 1 1 calc R . . . .
C22 C 0.2491(4) -0.0329(3) 0.40873(15) 0.0313(8) Uani 1 1 d . . . . .
H22 H 0.186608 -0.088722 0.397345 0.038 Uiso 1 1 calc R . . . .
C23 C 0.1911(4) 0.0573(3) 0.42171(14) 0.0258(7) Uani 1 1 d . . . . .
H23 H 0.088430 0.064480 0.419655 0.031 Uiso 1 1 calc R . . . .
C24 C 0.2817(3) 0.1415(2) 0.43843(13) 0.0204(6) Uani 1 1 d . . . . .
C25 C -0.0317(4) 0.3004(2) 0.43753(15) 0.0248(7) Uani 1 1 d . . . . .
C26 C -0.0056(3) 0.3400(2) 0.37852(14) 0.0229(7) Uani 1 1 d . . . . .
C27 C -0.0486(4) 0.4401(3) 0.36457(15) 0.0277(7) Uani 1 1 d . . . . .
H27 H -0.088218 0.481720 0.392830 0.033 Uiso 1 1 calc R . . . .
C28 C -0.0336(4) 0.4789(2) 0.30983(15) 0.0270(7) Uani 1 1 d . . . . .
H28 H -0.060162 0.547713 0.300388 0.032 Uiso 1 1 calc R . . . .
C29 C 0.0202(3) 0.4167(2) 0.26926(14) 0.0231(7) Uani 1 1 d . . . . .
C30 C 0.0597(4) 0.3162(2) 0.28114(14) 0.0251(7) Uani 1 1 d . . . . .
H30 H 0.094274 0.274015 0.251939 0.030 Uiso 1 1 calc R . . . .
C31 C 0.0479(4) 0.2788(2) 0.33617(15) 0.0267(7) Uani 1 1 d . . . . .
H31 H 0.076613 0.210356 0.345437 0.032 Uiso 1 1 calc R . . . .


_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
I1 C16 2.093(3) . ?
O1 C5 1.477(4) . ?
O1 C11 1.348(4) . ?
O2 C11 1.201(4) . ?
O3 C25 1.222(4) . ?
O4 N2 1.224(4) . ?
O5 N2 1.219(4) . ?
N1 C14 1.476(4) . ?
N1 C15 1.428(4) . ?
N1 C25 1.363(4) . ?
N2 C29 1.466(4) . ?
C1 H1 1.0000 . ?
C1 C2 1.526(5) . ?
C1 C6 1.540(5) . ?
C1 C7 1.523(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.521(6) . ?
C3 H3 1.0000 . ?
C3 C4 1.529(5) . ?
C3 C9 1.526(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.526(4) . ?
C5 C6 1.521(5) . ?
C5 C10 1.518(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.532(6) . ?
C8 H8 1.0000 . ?
C8 C9 1.529(5) . ?
C8 C10 1.536(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.500(5) . ?
C12 C13 1.317(5) . ?
C12 C14 1.502(4) . ?
C13 H13A 0.9500 . ?
C13 H13B 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.330(4) . ?
C15 C24 1.480(4) . ?
C16 C17 1.507(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.523(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.490(5) . ?
C19 C20 1.388(5) . ?
C19 C24 1.403(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.402(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.340(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.411(5) . ?
C25 C26 1.497(5) . ?
C26 C27 1.395(5) . ?
C26 C31 1.391(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.379(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.370(5) . ?
C29 C30 1.382(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.373(5) . ?
C31 H31 0.9500 . ?

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 C5 119.8(2) . . ?
C15 N1 C14 118.5(3) . . ?
C25 N1 C14 117.7(3) . . ?
C25 N1 C15 123.2(3) . . ?
O4 N2 C29 117.9(3) . . ?
O5 N2 O4 123.5(3) . . ?
O5 N2 C29 118.7(3) . . ?
C2 C1 H1 109.5 . . ?
C2 C1 C6 109.3(3) . . ?
C6 C1 H1 109.5 . . ?
C7 C1 H1 109.5 . . ?
C7 C1 C2 109.6(3) . . ?
C7 C1 C6 109.4(3) . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 109.8(3) . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3 109.6 . . ?
C2 C3 C4 108.9(3) . . ?
C2 C3 C9 109.6(3) . . ?
C4 C3 H3 109.6 . . ?
C9 C3 H3 109.6 . . ?
C9 C3 C4 109.5(3) . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 C3 109.7(3) . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
O1 C5 C4 103.5(2) . . ?
O1 C5 C6 110.9(3) . . ?
O1 C5 C10 112.2(3) . . ?
C6 C5 C4 109.3(3) . . ?
C10 C5 C4 109.2(3) . . ?
C10 C5 C6 111.4(3) . . ?
C1 C6 H6A 110.0 . . ?
C1 C6 H6B 110.0 . . ?
C5 C6 C1 108.6(3) . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
C1 C7 H7A 109.7 . . ?
C1 C7 H7B 109.7 . . ?
C1 C7 C8 109.8(3) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C7 C8 H8 109.5 . . ?
C7 C8 C10 109.5(3) . . ?
C9 C8 C7 109.2(3) . . ?
C9 C8 H8 109.5 . . ?
C9 C8 C10 109.6(3) . . ?
C10 C8 H8 109.5 . . ?
C3 C9 C8 109.3(3) . . ?
C3 C9 H9A 109.8 . . ?
C3 C9 H9B 109.8 . . ?
C8 C9 H9A 109.8 . . ?
C8 C9 H9B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
C5 C10 C8 108.8(3) . . ?
C5 C10 H10A 109.9 . . ?
C5 C10 H10B 109.9 . . ?
C8 C10 H10A 109.9 . . ?
C8 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
O1 C11 C12 112.9(3) . . ?
O2 C11 O1 124.9(3) . . ?
O2 C11 C12 122.2(3) . . ?
C11 C12 C14 114.9(3) . . ?
C13 C12 C11 123.4(3) . . ?
C13 C12 C14 121.6(3) . . ?
C12 C13 H13A 120.0 . . ?
C12 C13 H13B 120.0 . . ?
H13A C13 H13B 120.0 . . ?
N1 C14 C12 113.8(3) . . ?
N1 C14 H14A 108.8 . . ?
N1 C14 H14B 108.8 . . ?
C12 C14 H14A 108.8 . . ?
C12 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C24 116.2(3) . . ?
C16 C15 N1 123.4(3) . . ?
C16 C15 C24 120.4(3) . . ?
C15 C16 I1 123.5(2) . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 I1 116.2(2) . . ?
C16 C17 H17A 109.7 . . ?
C16 C17 H17B 109.7 . . ?
C16 C17 C18 109.6(3) . . ?
H17A C17 H17B 108.2 . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C19 C18 C17 111.6(3) . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C20 C19 C18 122.4(3) . . ?
C20 C19 C24 118.7(3) . . ?
C24 C19 C18 118.8(3) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.4(3) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 120.6 . . ?
C20 C21 C22 118.7(3) . . ?
C22 C21 H21 120.6 . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.4(3) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 C15 118.7(3) . . ?
C19 C24 C23 119.5(3) . . ?
C23 C24 C15 121.8(3) . . ?
O3 C25 N1 122.2(3) . . ?
O3 C25 C26 119.7(3) . . ?
N1 C25 C26 118.0(3) . . ?
C27 C26 C25 117.6(3) . . ?
C31 C26 C25 122.8(3) . . ?
C31 C26 C27 119.4(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.1(3) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.5 . . ?
C29 C28 C27 119.0(3) . . ?
C29 C28 H28 120.5 . . ?
C28 C29 N2 118.2(3) . . ?
C28 C29 C30 122.4(3) . . ?
C30 C29 N2 119.4(3) . . ?
C29 C30 H30 120.8 . . ?
C31 C30 C29 118.4(3) . . ?
C31 C30 H30 120.8 . . ?
C26 C31 H31 119.6 . . ?
C30 C31 C26 120.8(3) . . ?
C30 C31 H31 119.6 . . ?

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
I1 C16 C17 C18 141.5(2) . . . . ?
O1 C5 C6 C1 174.3(3) . . . . ?
O1 C5 C10 C8 -175.1(3) . . . . ?
O1 C11 C12 C13 -9.4(4) . . . . ?
O1 C11 C12 C14 173.9(3) . . . . ?
O2 C11 C12 C13 170.1(3) . . . . ?
O2 C11 C12 C14 -6.5(5) . . . . ?
O3 C25 C26 C27 43.1(4) . . . . ?
O3 C25 C26 C31 -131.5(3) . . . . ?
O4 N2 C29 C28 2.9(5) . . . . ?
O4 N2 C29 C30 -176.7(3) . . . . ?
O5 N2 C29 C28 -178.4(3) . . . . ?
O5 N2 C29 C30 2.0(5) . . . . ?
N1 C15 C16 I1 3.6(5) . . . . ?
N1 C15 C16 C17 -176.8(3) . . . . ?
N1 C15 C24 C19 -162.8(3) . . . . ?
N1 C15 C24 C23 16.0(4) . . . . ?
N1 C25 C26 C27 -139.9(3) . . . . ?
N1 C25 C26 C31 45.4(4) . . . . ?
N2 C29 C30 C31 177.8(3) . . . . ?
C1 C2 C3 C4 -59.9(4) . . . . ?
C1 C2 C3 C9 59.9(4) . . . . ?
C1 C7 C8 C9 -59.8(4) . . . . ?
C1 C7 C8 C10 60.2(4) . . . . ?
C2 C1 C6 C5 -60.6(4) . . . . ?
C2 C1 C7 C8 59.4(4) . . . . ?
C2 C3 C4 C5 60.1(4) . . . . ?
C2 C3 C9 C8 -60.2(4) . . . . ?
C3 C4 C5 O1 -179.4(3) . . . . ?
C3 C4 C5 C6 -61.2(4) . . . . ?
C3 C4 C5 C10 60.9(4) . . . . ?
C4 C3 C9 C8 59.1(4) . . . . ?
C4 C5 C6 C1 60.9(4) . . . . ?
C4 C5 C10 C8 -61.0(4) . . . . ?
C5 O1 C11 O2 2.9(5) . . . . ?
C5 O1 C11 C12 -177.6(3) . . . . ?
C6 C1 C2 C3 60.5(4) . . . . ?
C6 C1 C7 C8 -60.4(4) . . . . ?
C6 C5 C10 C8 59.8(4) . . . . ?
C7 C1 C2 C3 -59.4(4) . . . . ?
C7 C1 C6 C5 59.4(4) . . . . ?
C7 C8 C9 C3 60.0(4) . . . . ?
C7 C8 C10 C5 -58.9(4) . . . . ?
C9 C3 C4 C5 -59.7(4) . . . . ?
C9 C8 C10 C5 60.9(4) . . . . ?
C10 C5 C6 C1 -59.8(4) . . . . ?
C10 C8 C9 C3 -59.9(4) . . . . ?
C11 O1 C5 C4 178.8(3) . . . . ?
C11 O1 C5 C6 61.7(4) . . . . ?
C11 O1 C5 C10 -63.6(4) . . . . ?
C11 C12 C14 N1 -83.0(3) . . . . ?
C13 C12 C14 N1 100.3(4) . . . . ?
C14 N1 C15 C16 -111.1(3) . . . . ?
C14 N1 C15 C24 67.5(4) . . . . ?
C14 N1 C25 O3 7.7(4) . . . . ?
C14 N1 C25 C26 -169.2(3) . . . . ?
C15 N1 C14 C12 83.4(3) . . . . ?
C15 N1 C25 O3 -162.4(3) . . . . ?
C15 N1 C25 C26 20.7(4) . . . . ?
C15 C16 C17 C18 -38.1(4) . . . . ?
C16 C15 C24 C19 15.9(5) . . . . ?
C16 C15 C24 C23 -165.3(3) . . . . ?
C16 C17 C18 C19 51.1(4) . . . . ?
C17 C18 C19 C20 148.4(3) . . . . ?
C17 C18 C19 C24 -34.4(4) . . . . ?
C18 C19 C20 C21 178.4(3) . . . . ?
C18 C19 C24 C15 0.6(4) . . . . ?
C18 C19 C24 C23 -178.2(3) . . . . ?
C19 C20 C21 C22 -0.7(5) . . . . ?
C20 C19 C24 C15 178.0(3) . . . . ?
C20 C19 C24 C23 -0.9(5) . . . . ?
C20 C21 C22 C23 -0.1(5) . . . . ?
C21 C22 C23 C24 0.3(5) . . . . ?
C22 C23 C24 C15 -178.7(3) . . . . ?
C22 C23 C24 C19 0.1(5) . . . . ?
C24 C15 C16 I1 -174.9(2) . . . . ?
C24 C15 C16 C17 4.7(5) . . . . ?
C24 C19 C20 C21 1.1(5) . . . . ?
C25 N1 C14 C12 -87.2(3) . . . . ?
C25 N1 C15 C16 58.9(4) . . . . ?
C25 N1 C15 C24 -122.5(3) . . . . ?
C25 C26 C27 C28 -176.9(3) . . . . ?
C25 C26 C31 C30 175.0(3) . . . . ?
C26 C27 C28 C29 1.7(5) . . . . ?
C27 C26 C31 C30 0.5(5) . . . . ?
C27 C28 C29 N2 -179.4(3) . . . . ?
C27 C28 C29 C30 0.2(5) . . . . ?
C28 C29 C30 C31 -1.7(5) . . . . ?
C29 C30 C31 C26 1.4(5) . . . . ?
C31 C26 C27 C28 -2.1(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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.192
_oxdiff_exptl_absorpt_empirical_full_min 0.808
####################################################################### 
# 
# 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_r20210720b
_database_code_depnum_ccdc_archive 'CCDC 2131912'
loop_
_audit_author_name
_audit_author_address
'Qian-Yi Zhou'
;Nankai University
China
;
_audit_update_record             
;
2021-12-31 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2021-07-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H31 Br I N O3'
_chemical_formula_sum            'C31 H31 Br I N O3'
_chemical_formula_weight         672.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   14.3867(9)
_cell_length_b                   14.4019(8)
_cell_length_c                   16.0728(8)
_cell_angle_alpha                82.079(4)
_cell_angle_beta                 69.450(5)
_cell_angle_gamma                61.749(6)
_cell_volume                     2745.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12943
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      31.5460
_cell_measurement_theta_min      1.8400
_shelx_estimated_absorpt_T_max   0.676
_shelx_estimated_absorpt_T_min   0.593
_exptl_absorpt_coefficient_mu    2.655
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0847
_diffrn_reflns_av_unetI/netI     0.1339
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            41517
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.938
_diffrn_reflns_theta_min         1.606
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00  65.00   1.00    2.00    --  -25.00  45.00   0.00  180
  2  ω   -115.00  65.00   1.00    2.00    --  -25.00  45.00  90.00  180
  3  ω   -115.00  65.00   1.00    2.00    --  -25.00  45.00 180.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0283881000
_diffrn_orient_matrix_UB_12      -0.0220449000
_diffrn_orient_matrix_UB_13      -0.0122741000
_diffrn_orient_matrix_UB_21      0.0185892000
_diffrn_orient_matrix_UB_22      0.0139295000
_diffrn_orient_matrix_UB_23      -0.0446470000
_diffrn_orient_matrix_UB_31      0.0485566000
_diffrn_orient_matrix_UB_32      -0.0494936000
_diffrn_orient_matrix_UB_33      -0.0089304000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10751
_reflns_number_total             18410
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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         1.434
_refine_diff_density_min         -1.160
_refine_diff_density_rms         0.169
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     667
_refine_ls_number_reflns         18410
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1171
_refine_ls_R_factor_gt           0.0568
_refine_ls_restrained_S_all      0.987
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.1145
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C34(H34), C36(H36), C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C10(H10A,
 H10B), C14(H14A,H14B), C22(H22A,H22B), C23(H23A,H23B), C33(H33A,H33B),
 C35(H35A,H35B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C41(H41A,H41B),
  C45(H45A,H45B), C53(H53A,H53B), C54(H54A,H54B)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C19(H19), C20(H20), C27(H27), C28(H28), C30(H30),
 C31(H31), C48(H48), C49(H49), C50(H50), C51(H51), C58(H58), C59(H59), C61(H61),
  C62(H62)
2.d X=CH2 refined with riding coordinates:
 C13(H13A,H13B), C44(H44A,H44B)
;
_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
I1 I 1.06828(2) 0.40127(2) 0.38697(2) 0.02296(7) Uani 1 1 d . . . . .
Br1 Br 0.58786(4) 0.47570(4) 0.37131(3) 0.03402(12) Uani 1 1 d . . . . .
O1 O 1.2987(2) 0.5067(2) 0.22581(18) 0.0216(6) Uani 1 1 d . . . . .
O2 O 1.3002(3) 0.4773(3) 0.3673(2) 0.0362(8) Uani 1 1 d . . . . .
O3 O 0.8771(3) 0.7310(3) 0.3946(2) 0.0425(9) Uani 1 1 d . . . . .
N1 N 1.0111(3) 0.6220(2) 0.2783(2) 0.0203(8) Uani 1 1 d . . . . .
C1 C 1.4078(3) 0.4134(3) 0.1874(3) 0.0230(9) Uani 1 1 d . . . . .
C2 C 1.4005(3) 0.3108(3) 0.2183(3) 0.0224(9) Uani 1 1 d . . . . .
H2A H 1.338097 0.310460 0.205731 0.027 Uiso 1 1 calc R . . . .
H2B H 1.386915 0.304652 0.283173 0.027 Uiso 1 1 calc R . . . .
C3 C 1.5123(4) 0.2175(3) 0.1677(3) 0.0286(11) Uani 1 1 d . . . . .
H3 H 1.509267 0.149629 0.187041 0.034 Uiso 1 1 calc R . . . .
C4 C 1.5337(4) 0.2268(4) 0.0677(3) 0.0396(13) Uani 1 1 d . . . . .
H4A H 1.472530 0.226064 0.053349 0.048 Uiso 1 1 calc R . . . .
H4B H 1.604613 0.166158 0.035823 0.048 Uiso 1 1 calc R . . . .
C5 C 1.5402(4) 0.3301(4) 0.0379(3) 0.0399(14) Uani 1 1 d . . . . .
H5 H 1.554212 0.336438 -0.027590 0.048 Uiso 1 1 calc R . . . .
C6 C 1.4283(4) 0.4237(4) 0.0877(3) 0.0335(12) Uani 1 1 d . . . . .
H6A H 1.430863 0.491009 0.068502 0.040 Uiso 1 1 calc R . . . .
H6B H 1.366576 0.423746 0.073501 0.040 Uiso 1 1 calc R . . . .
C7 C 1.6064(4) 0.2196(3) 0.1900(3) 0.0320(11) Uani 1 1 d . . . . .
H7A H 1.678319 0.158544 0.160153 0.038 Uiso 1 1 calc R . . . .
H7B H 1.592110 0.214219 0.254937 0.038 Uiso 1 1 calc R . . . .
C8 C 1.6350(4) 0.3308(4) 0.0599(3) 0.0452(15) Uani 1 1 d . . . . .
H8A H 1.706766 0.270720 0.028382 0.054 Uiso 1 1 calc R . . . .
H8B H 1.640155 0.396844 0.039620 0.054 Uiso 1 1 calc R . . . .
C9 C 1.6137(4) 0.3228(3) 0.1590(3) 0.0341(12) Uani 1 1 d . . . . .
H9 H 1.675981 0.323200 0.173040 0.041 Uiso 1 1 calc R . . . .
C10 C 1.5012(4) 0.4169(3) 0.2090(3) 0.0322(11) Uani 1 1 d . . . . .
H10A H 1.487621 0.411799 0.273884 0.039 Uiso 1 1 calc R . . . .
H10B H 1.503795 0.484241 0.190132 0.039 Uiso 1 1 calc R . . . .
C11 C 1.2554(4) 0.5291(3) 0.3135(3) 0.0271(10) Uani 1 1 d . . . . .
C12 C 1.1475(4) 0.6284(3) 0.3364(3) 0.0260(10) Uani 1 1 d . . . . .
C13 C 1.1118(4) 0.6758(3) 0.4143(3) 0.0328(11) Uani 1 1 d . . . . .
H13A H 1.154527 0.646554 0.453416 0.039 Uiso 1 1 calc R . . . .
H13B H 1.043566 0.739087 0.431176 0.039 Uiso 1 1 calc R . . . .
C14 C 1.0820(4) 0.6720(3) 0.2721(3) 0.0262(10) Uani 1 1 d . . . . .
H14A H 1.034257 0.748846 0.284221 0.031 Uiso 1 1 calc R . . . .
H14B H 1.134893 0.661472 0.210748 0.031 Uiso 1 1 calc R . . . .
C15 C 1.0554(3) 0.5320(3) 0.2216(3) 0.0189(9) Uani 1 1 d . . . . .
C16 C 1.0722(3) 0.5491(3) 0.1254(3) 0.0222(9) Uani 1 1 d . . . . .
C17 C 1.0319(4) 0.6508(3) 0.0930(3) 0.0270(10) Uani 1 1 d . . . . .
H17 H 0.990550 0.709709 0.133641 0.032 Uiso 1 1 calc R . . . .
C18 C 1.0505(4) 0.6675(4) 0.0043(3) 0.0342(12) Uani 1 1 d . . . . .
H18 H 1.023992 0.737276 -0.016624 0.041 Uiso 1 1 calc R . . . .
C19 C 1.1091(4) 0.5809(4) -0.0559(3) 0.0403(13) Uani 1 1 d . . . . .
H19 H 1.120972 0.591688 -0.117634 0.048 Uiso 1 1 calc R . . . .
C20 C 1.1499(4) 0.4792(4) -0.0246(3) 0.0339(12) Uani 1 1 d . . . . .
H20 H 1.191273 0.420354 -0.065374 0.041 Uiso 1 1 calc R . . . .
C21 C 1.1305(3) 0.4632(3) 0.0654(3) 0.0211(9) Uani 1 1 d . . . . .
C22 C 1.1763(4) 0.3520(3) 0.0993(3) 0.0271(10) Uani 1 1 d . . . . .
H22A H 1.254783 0.327705 0.095000 0.033 Uiso 1 1 calc R . . . .
H22B H 1.175711 0.304218 0.060957 0.033 Uiso 1 1 calc R . . . .
C23 C 1.1092(4) 0.3450(3) 0.1955(3) 0.0245(10) Uani 1 1 d . . . . .
H23A H 1.039309 0.345911 0.197087 0.029 Uiso 1 1 calc R . . . .
H23B H 1.152943 0.277430 0.219507 0.029 Uiso 1 1 calc R . . . .
C24 C 1.0808(3) 0.4352(3) 0.2531(3) 0.0185(9) Uani 1 1 d . . . . .
C25 C 0.9074(4) 0.6602(3) 0.3414(3) 0.0267(10) Uani 1 1 d . . . . .
C26 C 0.8310(3) 0.6148(3) 0.3455(3) 0.0225(9) Uani 1 1 d . . . . .
C27 C 0.7755(4) 0.5891(3) 0.4282(3) 0.0278(10) Uani 1 1 d . . . . .
H27 H 0.786295 0.601341 0.479953 0.033 Uiso 1 1 calc R . . . .
C28 C 0.7047(4) 0.5460(3) 0.4362(3) 0.0268(10) Uani 1 1 d . . . . .
H28 H 0.670065 0.525425 0.492404 0.032 Uiso 1 1 calc R . . . .
C29 C 0.6856(3) 0.5335(3) 0.3616(3) 0.0222(9) Uani 1 1 d . . . . .
C30 C 0.7363(3) 0.5622(3) 0.2785(3) 0.0254(10) Uani 1 1 d . . . . .
H30 H 0.720755 0.554649 0.227747 0.030 Uiso 1 1 calc R . . . .
C31 C 0.8096(3) 0.6018(3) 0.2705(3) 0.0248(10) Uani 1 1 d . . . . .
H31 H 0.845692 0.620216 0.213800 0.030 Uiso 1 1 calc R . . . .
I2 I 0.37135(2) 1.02051(2) 0.15245(2) 0.02324(7) Uani 1 1 d . . . . .
Br2 Br 0.88968(4) 0.97112(4) 0.05862(3) 0.03908(13) Uani 1 1 d . . . . .
O4 O 0.1387(2) 0.9243(2) 0.26941(19) 0.0249(7) Uani 1 1 d . . . . .
O5 O 0.1862(2) 0.9176(2) 0.39139(19) 0.0263(7) Uani 1 1 d . . . . .
O6 O 0.5804(2) 0.7092(2) 0.15413(19) 0.0263(7) Uani 1 1 d . . . . .
N2 N 0.4709(3) 0.8174(2) 0.2776(2) 0.0194(7) Uani 1 1 d . . . . .
C32 C 0.0317(3) 1.0214(3) 0.2975(3) 0.0223(9) Uani 1 1 d . . . . .
C33 C 0.0480(3) 1.1139(3) 0.3150(3) 0.0224(9) Uani 1 1 d . . . . .
H33A H 0.105273 1.122526 0.262853 0.027 Uiso 1 1 calc R . . . .
H33B H 0.073397 1.100281 0.367249 0.027 Uiso 1 1 calc R . . . .
C34 C -0.0649(3) 1.2147(3) 0.3323(3) 0.0245(10) Uani 1 1 d . . . . .
H34 H -0.055894 1.275904 0.344087 0.029 Uiso 1 1 calc R . . . .
C35 C -0.1020(4) 1.2355(3) 0.2506(3) 0.0246(10) Uani 1 1 d . . . . .
H35A H -0.045009 1.244097 0.198214 0.030 Uiso 1 1 calc R . . . .
H35B H -0.173130 1.301307 0.260576 0.030 Uiso 1 1 calc R . . . .
C36 C -0.1177(3) 1.1427(3) 0.2334(3) 0.0244(10) Uani 1 1 d . . . . .
H36 H -0.142822 1.156459 0.180344 0.029 Uiso 1 1 calc R . . . .
C37 C -0.0049(3) 1.0418(3) 0.2158(3) 0.0225(9) Uani 1 1 d . . . . .
H37A H -0.012898 0.981037 0.203131 0.027 Uiso 1 1 calc R . . . .
H37B H 0.052071 1.050599 0.163449 0.027 Uiso 1 1 calc R . . . .
C38 C -0.1504(3) 1.1991(3) 0.4138(3) 0.0220(9) Uani 1 1 d . . . . .
H38A H -0.222564 1.264115 0.427521 0.026 Uiso 1 1 calc R . . . .
H38B H -0.124306 1.184548 0.465802 0.026 Uiso 1 1 calc R . . . .
C39 C -0.2042(3) 1.1280(3) 0.3140(3) 0.0249(10) Uani 1 1 d . . . . .
H39A H -0.214048 1.068037 0.302285 0.030 Uiso 1 1 calc R . . . .
H39B H -0.276909 1.192221 0.325521 0.030 Uiso 1 1 calc R . . . .
C40 C -0.1661(3) 1.1065(3) 0.3957(3) 0.0228(9) Uani 1 1 d . . . . .
H40 H -0.223618 1.097628 0.448579 0.027 Uiso 1 1 calc R . . . .
C41 C -0.0544(3) 1.0055(3) 0.3786(3) 0.0214(9) Uani 1 1 d . . . . .
H41A H -0.029440 0.991147 0.431161 0.026 Uiso 1 1 calc R . . . .
H41B H -0.063176 0.944670 0.367420 0.026 Uiso 1 1 calc R . . . .
C42 C 0.2062(3) 0.8848(3) 0.3190(3) 0.0212(9) Uani 1 1 d . . . . .
C43 C 0.3136(3) 0.7913(3) 0.2724(3) 0.0186(9) Uani 1 1 d . . . . .
C44 C 0.3253(4) 0.7393(3) 0.2047(3) 0.0287(10) Uani 1 1 d . . . . .
H44A H 0.264277 0.760615 0.183683 0.034 Uiso 1 1 calc R . . . .
H44B H 0.394722 0.680547 0.177029 0.034 Uiso 1 1 calc R . . . .
C45 C 0.4068(3) 0.7565(3) 0.3103(3) 0.0186(9) Uani 1 1 d . . . . .
H45A H 0.374802 0.764194 0.375957 0.022 Uiso 1 1 calc R . . . .
H45B H 0.458301 0.680817 0.294619 0.022 Uiso 1 1 calc R . . . .
C46 C 0.4225(3) 0.9175(3) 0.3206(3) 0.0171(8) Uani 1 1 d . . . . .
C47 C 0.4239(3) 0.9175(3) 0.4120(3) 0.0168(8) Uani 1 1 d . . . . .
C48 C 0.4967(3) 0.8274(3) 0.4455(3) 0.0222(9) Uani 1 1 d . . . . .
H48 H 0.544102 0.764493 0.409562 0.027 Uiso 1 1 calc R . . . .
C49 C 0.4995(3) 0.8298(3) 0.5297(3) 0.0252(10) Uani 1 1 d . . . . .
H49 H 0.548283 0.768372 0.551919 0.030 Uiso 1 1 calc R . . . .
C50 C 0.4307(3) 0.9225(3) 0.5829(3) 0.0246(10) Uani 1 1 d . . . . .
H50 H 0.433974 0.924626 0.640621 0.029 Uiso 1 1 calc R . . . .
C51 C 0.3581(3) 1.0110(3) 0.5509(3) 0.0220(9) Uani 1 1 d . . . . .
H51 H 0.310791 1.073509 0.587367 0.026 Uiso 1 1 calc R . . . .
C52 C 0.3533(3) 1.0095(3) 0.4662(3) 0.0182(8) Uani 1 1 d . . . . .
C53 C 0.2722(3) 1.1025(3) 0.4311(3) 0.0228(9) Uani 1 1 d . . . . .
H53A H 0.248299 1.167464 0.464075 0.027 Uiso 1 1 calc R . . . .
H53B H 0.205171 1.093497 0.440388 0.027 Uiso 1 1 calc R . . . .
C54 C 0.3248(4) 1.1135(3) 0.3328(3) 0.0236(10) Uani 1 1 d . . . . .
H54A H 0.267242 1.168693 0.309020 0.028 Uiso 1 1 calc R . . . .
H54B H 0.383063 1.135450 0.324441 0.028 Uiso 1 1 calc R . . . .
C55 C 0.3763(3) 1.0101(3) 0.2826(3) 0.0187(9) Uani 1 1 d . . . . .
C56 C 0.5587(3) 0.7840(3) 0.1989(3) 0.0197(9) Uani 1 1 d . . . . .
C57 C 0.6323(3) 0.8368(3) 0.1699(3) 0.0186(9) Uani 1 1 d . . . . .
C58 C 0.6682(3) 0.8656(3) 0.2275(3) 0.0222(9) Uani 1 1 d . . . . .
H58 H 0.640451 0.857317 0.289604 0.027 Uiso 1 1 calc R . . . .
C59 C 0.7444(3) 0.9064(3) 0.1947(3) 0.0275(10) Uani 1 1 d . . . . .
H59 H 0.768977 0.925747 0.234117 0.033 Uiso 1 1 calc R . . . .
C60 C 0.7838(3) 0.9183(3) 0.1041(3) 0.0234(9) Uani 1 1 d . . . . .
C61 C 0.7485(3) 0.8913(3) 0.0459(3) 0.0263(10) Uani 1 1 d . . . . .
H61 H 0.774985 0.901382 -0.015963 0.032 Uiso 1 1 calc R . . . .
C62 C 0.6739(3) 0.8492(3) 0.0786(3) 0.0221(9) Uani 1 1 d . . . . .
H62 H 0.651006 0.828660 0.038652 0.027 Uiso 1 1 calc R . . . .


_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
I1 C24 2.102(4) . ?
Br1 C29 1.900(4) . ?
O1 C1 1.484(5) . ?
O1 C11 1.341(5) . ?
O2 C11 1.215(5) . ?
O3 C25 1.232(5) . ?
N1 C14 1.475(5) . ?
N1 C15 1.432(5) . ?
N1 C25 1.368(5) . ?
C1 C2 1.533(5) . ?
C1 C6 1.524(6) . ?
C1 C10 1.525(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.546(6) . ?
C3 H3 1.0000 . ?
C3 C4 1.526(6) . ?
C3 C7 1.532(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.535(6) . ?
C5 H5 1.0000 . ?
C5 C6 1.545(6) . ?
C5 C8 1.529(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C9 1.540(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.512(7) . ?
C9 H9 1.0000 . ?
C9 C10 1.553(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.494(6) . ?
C12 C13 1.323(6) . ?
C12 C14 1.514(6) . ?
C13 H13A 0.9500 . ?
C13 H13B 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.482(6) . ?
C15 C24 1.337(5) . ?
C16 C17 1.397(5) . ?
C16 C21 1.394(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.364(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.401(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.381(6) . ?
C21 C22 1.519(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.527(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.509(5) . ?
C25 C26 1.501(6) . ?
C26 C27 1.393(6) . ?
C26 C31 1.401(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.387(6) . ?
C28 H28 0.9500 . ?
C28 C29 1.373(6) . ?
C29 C30 1.392(6) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(6) . ?
C31 H31 0.9500 . ?
I2 C55 2.101(4) . ?
Br2 C60 1.896(4) . ?
O4 C32 1.476(5) . ?
O4 C42 1.340(5) . ?
O5 C42 1.203(5) . ?
O6 C56 1.231(5) . ?
N2 C45 1.483(5) . ?
N2 C46 1.424(5) . ?
N2 C56 1.377(5) . ?
C32 C33 1.534(5) . ?
C32 C37 1.524(5) . ?
C32 C41 1.529(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.544(5) . ?
C34 H34 1.0000 . ?
C34 C35 1.527(6) . ?
C34 C38 1.526(5) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.530(6) . ?
C36 H36 1.0000 . ?
C36 C37 1.545(5) . ?
C36 C39 1.521(5) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C40 1.534(5) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.534(6) . ?
C40 H40 1.0000 . ?
C40 C41 1.536(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.502(5) . ?
C43 C44 1.323(6) . ?
C43 C45 1.508(5) . ?
C44 H44A 0.9500 . ?
C44 H44B 0.9500 . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C47 1.476(5) . ?
C46 C55 1.347(5) . ?
C47 C48 1.410(5) . ?
C47 C52 1.402(5) . ?
C48 H48 0.9500 . ?
C48 C49 1.374(6) . ?
C49 H49 0.9500 . ?
C49 C50 1.401(6) . ?
C50 H50 0.9500 . ?
C50 C51 1.384(6) . ?
C51 H51 0.9500 . ?
C51 C52 1.391(5) . ?
C52 C53 1.500(5) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.515(6) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C54 C55 1.511(5) . ?
C56 C57 1.495(5) . ?
C57 C58 1.392(5) . ?
C57 C62 1.398(5) . ?
C58 H58 0.9500 . ?
C58 C59 1.395(6) . ?
C59 H59 0.9500 . ?
C59 C60 1.384(6) . ?
C60 C61 1.382(6) . ?
C61 H61 0.9500 . ?
C61 C62 1.387(6) . ?
C62 H62 0.9500 . ?

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 C1 120.9(3) . . ?
C15 N1 C14 119.0(3) . . ?
C25 N1 C14 118.4(3) . . ?
C25 N1 C15 122.6(4) . . ?
O1 C1 C2 111.0(3) . . ?
O1 C1 C6 103.1(3) . . ?
O1 C1 C10 111.9(4) . . ?
C6 C1 C2 110.4(4) . . ?
C6 C1 C10 109.5(4) . . ?
C10 C1 C2 110.8(3) . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
C1 C2 C3 108.2(3) . . ?
H2A C2 H2B 108.4 . . ?
C3 C2 H2A 110.1 . . ?
C3 C2 H2B 110.1 . . ?
C2 C3 H3 109.5 . . ?
C4 C3 C2 110.2(4) . . ?
C4 C3 H3 109.5 . . ?
C4 C3 C7 109.7(4) . . ?
C7 C3 C2 108.5(4) . . ?
C7 C3 H3 109.5 . . ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
C3 C4 C5 109.4(4) . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
C4 C5 H5 109.6 . . ?
C4 C5 C6 108.9(4) . . ?
C6 C5 H5 109.6 . . ?
C8 C5 C4 109.7(4) . . ?
C8 C5 H5 109.6 . . ?
C8 C5 C6 109.5(5) . . ?
C1 C6 C5 109.2(4) . . ?
C1 C6 H6A 109.8 . . ?
C1 C6 H6B 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
C3 C7 H7A 109.6 . . ?
C3 C7 H7B 109.6 . . ?
C3 C7 C9 110.1(4) . . ?
H7A C7 H7B 108.1 . . ?
C9 C7 H7A 109.6 . . ?
C9 C7 H7B 109.6 . . ?
C5 C8 H8A 109.7 . . ?
C5 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 C5 110.0(4) . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C7 C9 H9 109.7 . . ?
C7 C9 C10 108.4(4) . . ?
C8 C9 C7 109.4(4) . . ?
C8 C9 H9 109.7 . . ?
C8 C9 C10 110.0(4) . . ?
C10 C9 H9 109.7 . . ?
C1 C10 C9 108.6(4) . . ?
C1 C10 H10A 110.0 . . ?
C1 C10 H10B 110.0 . . ?
C9 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
O1 C11 C12 111.5(4) . . ?
O2 C11 O1 124.3(4) . . ?
O2 C11 C12 124.2(4) . . ?
C11 C12 C14 120.6(4) . . ?
C13 C12 C11 117.6(4) . . ?
C13 C12 C14 121.8(4) . . ?
C12 C13 H13A 120.0 . . ?
C12 C13 H13B 120.0 . . ?
H13A C13 H13B 120.0 . . ?
N1 C14 C12 113.0(3) . . ?
N1 C14 H14A 109.0 . . ?
N1 C14 H14B 109.0 . . ?
C12 C14 H14A 109.0 . . ?
C12 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
N1 C15 C16 117.9(3) . . ?
C24 C15 N1 121.9(4) . . ?
C24 C15 C16 120.2(4) . . ?
C17 C16 C15 120.9(4) . . ?
C21 C16 C15 120.2(4) . . ?
C21 C16 C17 118.8(4) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.5(4) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.5(4) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.6(4) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.3(4) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C22 119.5(4) . . ?
C20 C21 C16 120.2(4) . . ?
C20 C21 C22 120.3(4) . . ?
C21 C22 H22A 109.1 . . ?
C21 C22 H22B 109.1 . . ?
C21 C22 C23 112.6(3) . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 H22A 109.1 . . ?
C23 C22 H22B 109.1 . . ?
C22 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 111.6(3) . . ?
C24 C23 H23A 109.3 . . ?
C24 C23 H23B 109.3 . . ?
C15 C24 I1 123.2(3) . . ?
C15 C24 C23 120.9(4) . . ?
C23 C24 I1 115.6(3) . . ?
O3 C25 N1 120.3(4) . . ?
O3 C25 C26 120.3(4) . . ?
N1 C25 C26 119.4(4) . . ?
C27 C26 C25 118.3(4) . . ?
C27 C26 C31 118.8(4) . . ?
C31 C26 C25 122.8(4) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.0(4) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 120.5 . . ?
C29 C28 C27 119.0(4) . . ?
C29 C28 H28 120.5 . . ?
C28 C29 Br1 119.6(3) . . ?
C28 C29 C30 121.4(4) . . ?
C30 C29 Br1 119.0(3) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.3(4) . . ?
C31 C30 H30 120.3 . . ?
C26 C31 H31 119.8 . . ?
C30 C31 C26 120.4(4) . . ?
C30 C31 H31 119.8 . . ?
C42 O4 C32 121.5(3) . . ?
C46 N2 C45 116.2(3) . . ?
C56 N2 C45 118.1(3) . . ?
C56 N2 C46 124.4(3) . . ?
O4 C32 C33 111.6(3) . . ?
O4 C32 C37 101.7(3) . . ?
O4 C32 C41 112.4(3) . . ?
C37 C32 C33 109.8(3) . . ?
C37 C32 C41 110.6(3) . . ?
C41 C32 C33 110.5(3) . . ?
C32 C33 H33A 110.1 . . ?
C32 C33 H33B 110.1 . . ?
C32 C33 C34 108.2(3) . . ?
H33A C33 H33B 108.4 . . ?
C34 C33 H33A 110.1 . . ?
C34 C33 H33B 110.1 . . ?
C33 C34 H34 109.3 . . ?
C35 C34 C33 109.4(4) . . ?
C35 C34 H34 109.3 . . ?
C38 C34 C33 108.5(3) . . ?
C38 C34 H34 109.3 . . ?
C38 C34 C35 110.9(3) . . ?
C34 C35 H35A 109.8 . . ?
C34 C35 H35B 109.8 . . ?
C34 C35 C36 109.4(3) . . ?
H35A C35 H35B 108.2 . . ?
C36 C35 H35A 109.8 . . ?
C36 C35 H35B 109.8 . . ?
C35 C36 H36 109.6 . . ?
C35 C36 C37 108.6(3) . . ?
C37 C36 H36 109.6 . . ?
C39 C36 C35 110.2(4) . . ?
C39 C36 H36 109.6 . . ?
C39 C36 C37 109.2(3) . . ?
C32 C37 C36 108.9(3) . . ?
C32 C37 H37A 109.9 . . ?
C32 C37 H37B 109.9 . . ?
C36 C37 H37A 109.9 . . ?
C36 C37 H37B 109.9 . . ?
H37A C37 H37B 108.3 . . ?
C34 C38 H38A 109.7 . . ?
C34 C38 H38B 109.7 . . ?
C34 C38 C40 109.7(3) . . ?
H38A C38 H38B 108.2 . . ?
C40 C38 H38A 109.7 . . ?
C40 C38 H38B 109.7 . . ?
C36 C39 H39A 109.7 . . ?
C36 C39 H39B 109.7 . . ?
C36 C39 C40 109.9(3) . . ?
H39A C39 H39B 108.2 . . ?
C40 C39 H39A 109.7 . . ?
C40 C39 H39B 109.7 . . ?
C38 C40 H40 109.5 . . ?
C38 C40 C41 108.9(3) . . ?
C39 C40 C38 109.7(3) . . ?
C39 C40 H40 109.5 . . ?
C39 C40 C41 109.7(3) . . ?
C41 C40 H40 109.5 . . ?
C32 C41 C40 108.2(3) . . ?
C32 C41 H41A 110.0 . . ?
C32 C41 H41B 110.0 . . ?
C40 C41 H41A 110.0 . . ?
C40 C41 H41B 110.0 . . ?
H41A C41 H41B 108.4 . . ?
O4 C42 C43 111.0(4) . . ?
O5 C42 O4 126.1(4) . . ?
O5 C42 C43 122.9(4) . . ?
C42 C43 C45 115.8(4) . . ?
C44 C43 C42 122.7(4) . . ?
C44 C43 C45 121.4(4) . . ?
C43 C44 H44A 120.0 . . ?
C43 C44 H44B 120.0 . . ?
H44A C44 H44B 120.0 . . ?
N2 C45 C43 113.0(3) . . ?
N2 C45 H45A 109.0 . . ?
N2 C45 H45B 109.0 . . ?
C43 C45 H45A 109.0 . . ?
C43 C45 H45B 109.0 . . ?
H45A C45 H45B 107.8 . . ?
N2 C46 C47 117.0(3) . . ?
C55 C46 N2 123.7(4) . . ?
C55 C46 C47 119.4(3) . . ?
C48 C47 C46 121.3(4) . . ?
C52 C47 C46 119.6(4) . . ?
C52 C47 C48 119.1(4) . . ?
C47 C48 H48 119.7 . . ?
C49 C48 C47 120.5(4) . . ?
C49 C48 H48 119.7 . . ?
C48 C49 H49 119.9 . . ?
C48 C49 C50 120.2(4) . . ?
C50 C49 H49 119.9 . . ?
C49 C50 H50 120.2 . . ?
C51 C50 C49 119.6(4) . . ?
C51 C50 H50 120.2 . . ?
C50 C51 H51 119.6 . . ?
C50 C51 C52 120.9(4) . . ?
C52 C51 H51 119.6 . . ?
C47 C52 C53 118.2(4) . . ?
C51 C52 C47 119.6(4) . . ?
C51 C52 C53 122.2(4) . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
C52 C53 C54 110.8(3) . . ?
H53A C53 H53B 108.1 . . ?
C54 C53 H53A 109.5 . . ?
C54 C53 H53B 109.5 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 108.1 . . ?
C55 C54 C53 110.5(3) . . ?
C55 C54 H54A 109.5 . . ?
C55 C54 H54B 109.5 . . ?
C46 C55 I2 122.9(3) . . ?
C46 C55 C54 120.8(4) . . ?
C54 C55 I2 116.3(3) . . ?
O6 C56 N2 121.5(4) . . ?
O6 C56 C57 119.4(4) . . ?
N2 C56 C57 118.9(3) . . ?
C58 C57 C56 123.6(4) . . ?
C58 C57 C62 119.1(4) . . ?
C62 C57 C56 117.1(4) . . ?
C57 C58 H58 119.7 . . ?
C57 C58 C59 120.5(4) . . ?
C59 C58 H58 119.7 . . ?
C58 C59 H59 120.4 . . ?
C60 C59 C58 119.2(4) . . ?
C60 C59 H59 120.4 . . ?
C59 C60 Br2 119.6(3) . . ?
C61 C60 Br2 119.2(3) . . ?
C61 C60 C59 121.2(4) . . ?
C60 C61 H61 120.3 . . ?
C60 C61 C62 119.4(4) . . ?
C62 C61 H61 120.3 . . ?
C57 C62 H62 119.7 . . ?
C61 C62 C57 120.5(4) . . ?
C61 C62 H62 119.7 . . ?

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 C29 C30 C31 -178.4(3) . . . . ?
O1 C1 C2 C3 173.6(3) . . . . ?
O1 C1 C6 C5 -179.5(4) . . . . ?
O1 C1 C10 C9 -174.6(3) . . . . ?
O1 C11 C12 C13 -161.2(4) . . . . ?
O1 C11 C12 C14 18.9(5) . . . . ?
O2 C11 C12 C13 16.3(7) . . . . ?
O2 C11 C12 C14 -163.5(4) . . . . ?
O3 C25 C26 C27 -45.7(6) . . . . ?
O3 C25 C26 C31 131.3(5) . . . . ?
N1 C15 C16 C17 -8.8(6) . . . . ?
N1 C15 C16 C21 170.2(4) . . . . ?
N1 C15 C24 I1 -3.7(6) . . . . ?
N1 C15 C24 C23 169.8(4) . . . . ?
N1 C25 C26 C27 133.9(4) . . . . ?
N1 C25 C26 C31 -49.1(6) . . . . ?
C1 O1 C11 O2 0.4(6) . . . . ?
C1 O1 C11 C12 178.0(3) . . . . ?
C1 C2 C3 C4 -59.6(5) . . . . ?
C1 C2 C3 C7 60.6(4) . . . . ?
C2 C1 C6 C5 -60.9(5) . . . . ?
C2 C1 C10 C9 61.1(5) . . . . ?
C2 C3 C4 C5 60.5(5) . . . . ?
C2 C3 C7 C9 -61.7(5) . . . . ?
C3 C4 C5 C6 -60.1(5) . . . . ?
C3 C4 C5 C8 59.7(5) . . . . ?
C3 C7 C9 C8 -59.0(5) . . . . ?
C3 C7 C9 C10 61.0(5) . . . . ?
C4 C3 C7 C9 58.8(5) . . . . ?
C4 C5 C6 C1 60.2(5) . . . . ?
C4 C5 C8 C9 -60.4(5) . . . . ?
C5 C8 C9 C7 59.6(5) . . . . ?
C5 C8 C9 C10 -59.3(5) . . . . ?
C6 C1 C2 C3 59.9(4) . . . . ?
C6 C1 C10 C9 -60.9(4) . . . . ?
C6 C5 C8 C9 59.0(5) . . . . ?
C7 C3 C4 C5 -59.0(5) . . . . ?
C7 C9 C10 C1 -59.5(5) . . . . ?
C8 C5 C6 C1 -59.7(5) . . . . ?
C8 C9 C10 C1 60.0(5) . . . . ?
C10 C1 C2 C3 -61.5(5) . . . . ?
C10 C1 C6 C5 61.2(5) . . . . ?
C11 O1 C1 C2 66.3(5) . . . . ?
C11 O1 C1 C6 -175.5(4) . . . . ?
C11 O1 C1 C10 -57.9(5) . . . . ?
C11 C12 C14 N1 83.1(5) . . . . ?
C13 C12 C14 N1 -96.8(5) . . . . ?
C14 N1 C15 C16 -70.8(5) . . . . ?
C14 N1 C15 C24 109.4(5) . . . . ?
C14 N1 C25 O3 -3.9(6) . . . . ?
C14 N1 C25 C26 176.5(4) . . . . ?
C15 N1 C14 C12 -92.0(4) . . . . ?
C15 N1 C25 O3 172.7(4) . . . . ?
C15 N1 C25 C26 -7.0(6) . . . . ?
C15 C16 C17 C18 177.5(4) . . . . ?
C15 C16 C21 C20 -177.5(4) . . . . ?
C15 C16 C21 C22 0.1(6) . . . . ?
C16 C15 C24 I1 176.6(3) . . . . ?
C16 C15 C24 C23 -9.9(6) . . . . ?
C16 C17 C18 C19 1.5(7) . . . . ?
C16 C21 C22 C23 27.2(6) . . . . ?
C17 C16 C21 C20 1.6(7) . . . . ?
C17 C16 C21 C22 179.2(4) . . . . ?
C17 C18 C19 C20 -1.5(8) . . . . ?
C18 C19 C20 C21 1.6(8) . . . . ?
C19 C20 C21 C16 -1.6(7) . . . . ?
C19 C20 C21 C22 -179.2(5) . . . . ?
C20 C21 C22 C23 -155.2(4) . . . . ?
C21 C16 C17 C18 -1.5(7) . . . . ?
C21 C22 C23 C24 -43.6(5) . . . . ?
C22 C23 C24 I1 -149.0(3) . . . . ?
C22 C23 C24 C15 37.0(6) . . . . ?
C24 C15 C16 C17 170.9(4) . . . . ?
C24 C15 C16 C21 -10.0(6) . . . . ?
C25 N1 C14 C12 84.7(5) . . . . ?
C25 N1 C15 C16 112.6(5) . . . . ?
C25 N1 C15 C24 -67.1(6) . . . . ?
C25 C26 C27 C28 -179.4(4) . . . . ?
C25 C26 C31 C30 -178.3(4) . . . . ?
C26 C27 C28 C29 -3.2(6) . . . . ?
C27 C26 C31 C30 -1.2(6) . . . . ?
C27 C28 C29 Br1 -179.5(3) . . . . ?
C27 C28 C29 C30 0.6(6) . . . . ?
C28 C29 C30 C31 1.5(6) . . . . ?
C29 C30 C31 C26 -1.2(6) . . . . ?
C31 C26 C27 C28 3.4(6) . . . . ?
Br2 C60 C61 C62 177.8(3) . . . . ?
O4 C32 C33 C34 172.9(3) . . . . ?
O4 C32 C37 C36 -179.8(3) . . . . ?
O4 C32 C41 C40 -173.5(3) . . . . ?
O4 C42 C43 C44 -17.3(5) . . . . ?
O4 C42 C43 C45 165.7(3) . . . . ?
O5 C42 C43 C44 162.7(4) . . . . ?
O5 C42 C43 C45 -14.4(6) . . . . ?
O6 C56 C57 C58 -136.1(4) . . . . ?
O6 C56 C57 C62 38.4(5) . . . . ?
N2 C46 C47 C48 18.2(5) . . . . ?
N2 C46 C47 C52 -163.2(3) . . . . ?
N2 C46 C55 I2 -1.1(6) . . . . ?
N2 C46 C55 C54 179.0(4) . . . . ?
N2 C56 C57 C58 41.0(6) . . . . ?
N2 C56 C57 C62 -144.5(4) . . . . ?
C32 O4 C42 O5 4.8(6) . . . . ?
C32 O4 C42 C43 -175.3(3) . . . . ?
C32 C33 C34 C35 -60.5(4) . . . . ?
C32 C33 C34 C38 60.6(4) . . . . ?
C33 C32 C37 C36 -61.5(4) . . . . ?
C33 C32 C41 C40 61.0(4) . . . . ?
C33 C34 C35 C36 61.3(4) . . . . ?
C33 C34 C38 C40 -61.8(4) . . . . ?
C34 C35 C36 C37 -60.9(4) . . . . ?
C34 C35 C36 C39 58.8(5) . . . . ?
C34 C38 C40 C39 -58.3(4) . . . . ?
C34 C38 C40 C41 61.8(4) . . . . ?
C35 C34 C38 C40 58.5(4) . . . . ?
C35 C36 C37 C32 60.8(4) . . . . ?
C35 C36 C39 C40 -59.6(5) . . . . ?
C36 C39 C40 C38 59.2(4) . . . . ?
C36 C39 C40 C41 -60.5(4) . . . . ?
C37 C32 C33 C34 61.0(4) . . . . ?
C37 C32 C41 C40 -60.7(4) . . . . ?
C37 C36 C39 C40 59.7(4) . . . . ?
C38 C34 C35 C36 -58.4(4) . . . . ?
C38 C40 C41 C32 -60.3(4) . . . . ?
C39 C36 C37 C32 -59.4(4) . . . . ?
C39 C40 C41 C32 59.8(4) . . . . ?
C41 C32 C33 C34 -61.2(4) . . . . ?
C41 C32 C37 C36 60.6(4) . . . . ?
C42 O4 C32 C33 55.6(5) . . . . ?
C42 O4 C32 C37 172.5(3) . . . . ?
C42 O4 C32 C41 -69.2(5) . . . . ?
C42 C43 C45 N2 -83.6(4) . . . . ?
C44 C43 C45 N2 99.3(4) . . . . ?
C45 N2 C46 C47 72.2(5) . . . . ?
C45 N2 C46 C55 -107.6(4) . . . . ?
C45 N2 C56 O6 3.8(6) . . . . ?
C45 N2 C56 C57 -173.2(3) . . . . ?
C46 N2 C45 C43 81.0(4) . . . . ?
C46 N2 C56 O6 -162.7(4) . . . . ?
C46 N2 C56 C57 20.3(6) . . . . ?
C46 C47 C48 C49 177.8(4) . . . . ?
C46 C47 C52 C51 -177.2(3) . . . . ?
C46 C47 C52 C53 4.7(5) . . . . ?
C47 C46 C55 I2 179.1(3) . . . . ?
C47 C46 C55 C54 -0.7(6) . . . . ?
C47 C48 C49 C50 -0.7(6) . . . . ?
C47 C52 C53 C54 -38.8(5) . . . . ?
C48 C47 C52 C51 1.4(6) . . . . ?
C48 C47 C52 C53 -176.7(4) . . . . ?
C48 C49 C50 C51 1.5(6) . . . . ?
C49 C50 C51 C52 -0.8(6) . . . . ?
C50 C51 C52 C47 -0.6(6) . . . . ?
C50 C51 C52 C53 177.4(4) . . . . ?
C51 C52 C53 C54 143.2(4) . . . . ?
C52 C47 C48 C49 -0.8(6) . . . . ?
C52 C53 C54 C55 51.3(5) . . . . ?
C53 C54 C55 I2 146.6(3) . . . . ?
C53 C54 C55 C46 -33.5(5) . . . . ?
C55 C46 C47 C48 -162.0(4) . . . . ?
C55 C46 C47 C52 16.6(6) . . . . ?
C56 N2 C45 C43 -86.5(4) . . . . ?
C56 N2 C46 C47 -121.1(4) . . . . ?
C56 N2 C46 C55 59.1(6) . . . . ?
C56 C57 C58 C59 174.5(4) . . . . ?
C56 C57 C62 C61 -175.9(4) . . . . ?
C57 C58 C59 C60 0.2(6) . . . . ?
C58 C57 C62 C61 -1.1(6) . . . . ?
C58 C59 C60 Br2 -178.8(3) . . . . ?
C58 C59 C60 C61 0.4(6) . . . . ?
C59 C60 C61 C62 -1.4(6) . . . . ?
C60 C61 C62 C57 1.7(6) . . . . ?
C62 C57 C58 C59 0.1(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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.967
_oxdiff_exptl_absorpt_empirical_full_min 0.538
