# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_S_b
_database_code_depnum_ccdc_archive 'CCDC 2022966'
loop_
_audit_author_name
_audit_author_address
'youfu xia'
;jiangnan university
China
;
_audit_update_record             
;
2020-08-12 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H27 B0 Br N2'
_chemical_formula_weight         531.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1202(6)
_cell_length_b                   10.5184(6)
_cell_length_c                   13.8101(8)
_cell_angle_alpha                93.211(3)
_cell_angle_beta                 95.761(3)
_cell_angle_gamma                108.941(3)
_cell_volume                     1241.20(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8863
_cell_measurement_theta_min      2.9232
_cell_measurement_theta_max      25.7492

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            WHITE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_F_000             548
_exptl_transmission_factor_min   0.6315
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.682
_shelx_estimated_absorpt_T_min   0.728
_shelx_estimated_absorpt_T_max   0.849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6366
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Siemens R3m'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7745
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.923
_diffrn_reflns_theta_max         25.825
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4727
_reflns_number_gt                4240
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2(Bruker AXS Inc., 2015)'
_computing_cell_refinement       'Bruker APEX2(Bruker AXS Inc., 2015)'
_computing_data_reduction        'Bruker APEX2(Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+0.4262P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4727
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0726
_refine_ls_wR_factor_gt          0.0702
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.31812(2) 0.52561(2) 0.58041(2) 0.02890(8) Uani 1 1 d . . . . .
N2 N -0.08620(18) 0.42848(16) 0.11189(11) 0.0249(3) Uani 1 1 d . . . . .
N8 N 0.49222(17) 0.86426(15) 0.38667(11) 0.0230(3) Uani 1 1 d . . . . .
C1 C 0.1212(2) 0.52402(18) 0.25525(12) 0.0206(4) Uani 1 1 d . . . . .
C2 C 0.4811(2) 1.05014(18) 0.31379(13) 0.0253(4) Uani 1 1 d . . . . .
C3 C -0.1060(2) 0.31344(19) 0.05090(12) 0.0259(4) Uani 1 1 d . . . . .
C6 C 0.6176(2) 0.90328(18) 0.33384(12) 0.0222(4) Uani 1 1 d . . . . .
C7 C 0.7304(2) 1.0770(2) 0.22892(14) 0.0313(4) Uani 1 1 d . . . . .
H7 H 0.728765 1.152032 0.196782 0.038 Uiso 1 1 calc R U . . .
C8 C -0.2307(2) 0.4419(2) 0.11832(13) 0.0267(4) Uani 1 1 d . . . . .
C13 C 0.0626(2) 0.52998(19) 0.14974(13) 0.0250(4) Uani 1 1 d . . . . .
H13A H 0.053185 0.618410 0.142964 0.030 Uiso 1 1 calc R U . . .
H13B H 0.140547 0.521156 0.109440 0.030 Uiso 1 1 calc R U . . .
C16 C -0.4213(3) 0.5307(3) 0.16821(19) 0.0497(6) Uani 1 1 d . . . . .
H16 H -0.448927 0.595985 0.202957 0.060 Uiso 1 1 calc R U . . .
C17 C 0.7346(2) 0.8476(2) 0.32390(14) 0.0302(4) Uani 1 1 d . . . . .
H17 H 0.736527 0.771726 0.354806 0.036 Uiso 1 1 calc R U . . .
C19 C 0.8460(3) 1.0228(2) 0.21933(16) 0.0398(5) Uani 1 1 d . . . . .
H19 H 0.924003 1.062033 0.181060 0.048 Uiso 1 1 calc R U . . .
C21 C -0.2666(3) 0.5411(2) 0.17197(15) 0.0352(5) Uani 1 1 d . . . . .
H21 H -0.188689 0.612147 0.209108 0.042 Uiso 1 1 calc R U . . .
C23 C 0.2751(2) 0.9528(2) 0.41525(16) 0.0352(5) Uani 1 1 d . . . . .
H23 H 0.228673 0.888052 0.456061 0.042 Uiso 1 1 calc R U . . .
C24 C 0.2515(2) 0.62987(18) 0.29904(12) 0.0211(4) Uani 1 1 d . . . . .
H24 H 0.299013 0.700386 0.262807 0.025 Uiso 1 1 calc R U . . .
C26 C 0.4086(2) 0.95237(18) 0.37545(13) 0.0251(4) Uani 1 1 d . . . . .
C30 C 0.0053(3) 0.2603(2) 0.02261(14) 0.0360(5) Uani 1 1 d . . . . .
H30 H 0.110447 0.300413 0.046529 0.043 Uiso 1 1 calc R U . . .
C33 C -0.3464(2) 0.3339(2) 0.06086(14) 0.0318(5) Uani 1 1 d . . . . .
C37 C -0.0452(3) 0.1456(2) -0.04227(16) 0.0483(6) Uani 1 1 d . . . . .
H37 H 0.027107 0.107955 -0.062519 0.058 Uiso 1 1 calc R U . . .
C39 C 0.0235(2) 0.30457(19) 0.46378(14) 0.0284(4) Uani 1 1 d . . . . .
H2 H -0.015263 0.340250 0.517392 0.043 Uiso 1 1 calc R U . . .
H3 H 0.094884 0.260684 0.488499 0.043 Uiso 1 1 calc R U . . .
H4 H -0.062257 0.240513 0.422061 0.043 Uiso 1 1 calc R U . . .
C40 C -0.2027(4) 0.0854(2) -0.07795(17) 0.0544(7) Uani 1 1 d . . . . .
H40 H -0.233463 0.008760 -0.122139 0.065 Uiso 1 1 calc R U . . .
C43 C 0.2136(3) 1.0524(3) 0.39231(19) 0.0449(6) Uani 1 1 d . . . . .
H43 H 0.123799 1.054404 0.417899 0.054 Uiso 1 1 calc R U . . .
C49 C -0.3130(3) 0.1368(2) -0.04926(16) 0.0472(6) Uani 1 1 d . . . . .
H49 H -0.417933 0.095176 -0.073224 0.057 Uiso 1 1 calc R U . . .
C50 C -0.5027(3) 0.3258(3) 0.05872(19) 0.0481(6) Uani 1 1 d . . . . .
H50 H -0.581706 0.255806 0.021411 0.058 Uiso 1 1 calc R U . . .
C51 C -0.5369(3) 0.4236(3) 0.1130(2) 0.0592(7) Uani 1 1 d . . . . .
H51 H -0.640844 0.418055 0.112893 0.071 Uiso 1 1 calc R U . . .
C52 C 0.2380(2) 0.52379(18) 0.44710(12) 0.0195(4) Uani 1 1 d . . . . .
C56 C 0.8487(3) 0.9093(2) 0.26615(16) 0.0381(5) Uani 1 1 d . . . . .
H56 H 0.928727 0.874309 0.258514 0.046 Uiso 1 1 calc R U . . .
C57 C 0.4163(3) 1.1506(2) 0.29214(15) 0.0347(5) Uani 1 1 d . . . . .
H1 H 0.462195 1.216387 0.251884 0.024(5) Uiso 1 1 calc R . . . .
C58 C 0.2828(3) 1.1503(2) 0.33166(18) 0.0448(6) Uani 1 1 d . . . . .
H58 H 0.238556 1.216395 0.317576 0.054 Uiso 1 1 calc R U . . .
C59 C 0.6149(2) 1.01902(18) 0.28726(12) 0.0234(4) Uani 1 1 d . . . . .
C60 C 0.0498(2) 0.41952(18) 0.30932(13) 0.0224(4) Uani 1 1 d . . . . .
H60 H -0.037844 0.349319 0.280160 0.027 Uiso 1 1 calc R U . . .
C62 C 0.1064(2) 0.41727(18) 0.40668(13) 0.0211(4) Uani 1 1 d . . . . .
C63 C 0.3116(2) 0.63219(17) 0.39554(12) 0.0197(4) Uani 1 1 d . . . . .
C64 C -0.2662(2) 0.2528(2) 0.01650(13) 0.0312(5) Uani 1 1 d . . . . .
C66 C 0.4506(2) 0.74966(19) 0.44418(13) 0.0259(4) Uani 1 1 d . . . . .
H66A H 0.426883 0.778369 0.506976 0.031 Uiso 1 1 calc R U . . .
H66B H 0.539852 0.719169 0.456150 0.031 Uiso 1 1 calc R U . . .


_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 C52 1.9080(16) . ?
N2 C8 1.381(2) . ?
N2 C3 1.386(2) . ?
N2 C13 1.452(2) . ?
N8 C6 1.380(2) . ?
N8 C26 1.384(2) . ?
N8 C66 1.449(2) . ?
C1 C60 1.384(3) . ?
C1 C24 1.392(2) . ?
C1 C13 1.513(2) . ?
C2 C57 1.401(3) . ?
C2 C26 1.410(3) . ?
C2 C59 1.437(3) . ?
C3 C30 1.386(3) . ?
C3 C64 1.410(3) . ?
C6 C17 1.388(3) . ?
C6 C59 1.415(3) . ?
C7 C19 1.366(3) . ?
C7 C59 1.393(3) . ?
C7 H7 0.9300 . ?
C8 C21 1.389(3) . ?
C8 C33 1.410(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C16 C21 1.375(3) . ?
C16 C51 1.390(4) . ?
C16 H16 0.9300 . ?
C17 C56 1.388(3) . ?
C17 H17 0.9300 . ?
C19 C56 1.395(3) . ?
C19 H19 0.9300 . ?
C21 H21 0.9300 . ?
C23 C43 1.377(3) . ?
C23 C26 1.387(3) . ?
C23 H23 0.9300 . ?
C24 C63 1.385(2) . ?
C24 H24 0.9300 . ?
C30 C37 1.380(3) . ?
C30 H30 0.9300 . ?
C33 C50 1.397(3) . ?
C33 C64 1.441(3) . ?
C37 C40 1.392(4) . ?
C37 H37 0.9300 . ?
C39 C62 1.497(2) . ?
C39 H2 0.9600 . ?
C39 H3 0.9600 . ?
C39 H4 0.9600 . ?
C40 C49 1.368(4) . ?
C40 H40 0.9300 . ?
C43 C58 1.393(4) . ?
C43 H43 0.9300 . ?
C49 C64 1.398(3) . ?
C49 H49 0.9300 . ?
C50 C51 1.375(4) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C52 C62 1.389(3) . ?
C52 C63 1.396(2) . ?
C56 H56 0.9300 . ?
C57 C58 1.382(3) . ?
C57 H1 0.9300 . ?
C58 H58 0.9300 . ?
C60 C62 1.395(2) . ?
C60 H60 0.9300 . ?
C63 C66 1.518(2) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?

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
C8 N2 C3 108.71(16) . . ?
C8 N2 C13 124.95(16) . . ?
C3 N2 C13 125.62(17) . . ?
C6 N8 C26 108.86(15) . . ?
C6 N8 C66 126.76(16) . . ?
C26 N8 C66 124.38(16) . . ?
C60 C1 C24 119.40(16) . . ?
C60 C1 C13 122.78(16) . . ?
C24 C1 C13 117.82(16) . . ?
C57 C2 C26 119.03(19) . . ?
C57 C2 C59 134.39(19) . . ?
C26 C2 C59 106.58(16) . . ?
N2 C3 C30 129.24(18) . . ?
N2 C3 C64 108.82(18) . . ?
C30 C3 C64 121.92(19) . . ?
N8 C6 C17 129.88(17) . . ?
N8 C6 C59 108.77(17) . . ?
C17 C6 C59 121.35(17) . . ?
C19 C7 C59 119.40(19) . . ?
C19 C7 H7 120.3 . . ?
C59 C7 H7 120.3 . . ?
N2 C8 C21 128.55(18) . . ?
N2 C8 C33 109.18(18) . . ?
C21 C8 C33 122.26(19) . . ?
N2 C13 C1 115.65(15) . . ?
N2 C13 H13A 108.4 . . ?
C1 C13 H13A 108.4 . . ?
N2 C13 H13B 108.4 . . ?
C1 C13 H13B 108.4 . . ?
H13A C13 H13B 107.4 . . ?
C21 C16 C51 120.7(2) . . ?
C21 C16 H16 119.6 . . ?
C51 C16 H16 119.6 . . ?
C56 C17 C6 117.54(19) . . ?
C56 C17 H17 121.2 . . ?
C6 C17 H17 121.2 . . ?
C7 C19 C56 120.9(2) . . ?
C7 C19 H19 119.6 . . ?
C56 C19 H19 119.6 . . ?
C16 C21 C8 117.6(2) . . ?
C16 C21 H21 121.2 . . ?
C8 C21 H21 121.2 . . ?
C43 C23 C26 117.7(2) . . ?
C43 C23 H23 121.1 . . ?
C26 C23 H23 121.1 . . ?
C63 C24 C1 121.27(16) . . ?
C63 C24 H24 119.4 . . ?
C1 C24 H24 119.4 . . ?
N8 C26 C23 129.08(19) . . ?
N8 C26 C2 109.00(17) . . ?
C23 C26 C2 121.92(19) . . ?
C37 C30 C3 117.7(2) . . ?
C37 C30 H30 121.1 . . ?
C3 C30 H30 121.1 . . ?
C50 C33 C8 118.8(2) . . ?
C50 C33 C64 134.7(2) . . ?
C8 C33 C64 106.49(17) . . ?
C30 C37 C40 121.1(2) . . ?
C30 C37 H37 119.4 . . ?
C40 C37 H37 119.4 . . ?
C62 C39 H2 109.5 . . ?
C62 C39 H3 109.5 . . ?
H2 C39 H3 109.5 . . ?
C62 C39 H4 109.5 . . ?
H2 C39 H4 109.5 . . ?
H3 C39 H4 109.5 . . ?
C49 C40 C37 121.3(2) . . ?
C49 C40 H40 119.4 . . ?
C37 C40 H40 119.4 . . ?
C23 C43 C58 121.6(2) . . ?
C23 C43 H43 119.2 . . ?
C58 C43 H43 119.2 . . ?
C40 C49 C64 119.2(2) . . ?
C40 C49 H49 120.4 . . ?
C64 C49 H49 120.4 . . ?
C51 C50 C33 118.4(2) . . ?
C51 C50 H50 120.8 . . ?
C33 C50 H50 120.8 . . ?
C50 C51 C16 122.1(2) . . ?
C50 C51 H51 118.9 . . ?
C16 C51 H51 118.9 . . ?
C62 C52 C63 122.96(15) . . ?
C62 C52 Br1 118.73(13) . . ?
C63 C52 Br1 118.28(13) . . ?
C17 C56 C19 121.4(2) . . ?
C17 C56 H56 119.3 . . ?
C19 C56 H56 119.3 . . ?
C58 C57 C2 118.8(2) . . ?
C58 C57 H1 120.6 . . ?
C2 C57 H1 120.6 . . ?
C57 C58 C43 120.9(2) . . ?
C57 C58 H58 119.5 . . ?
C43 C58 H58 119.5 . . ?
C7 C59 C6 119.37(18) . . ?
C7 C59 C2 133.84(18) . . ?
C6 C59 C2 106.79(16) . . ?
C1 C60 C62 121.39(16) . . ?
C1 C60 H60 119.3 . . ?
C62 C60 H60 119.3 . . ?
C52 C62 C60 117.35(16) . . ?
C52 C62 C39 122.70(16) . . ?
C60 C62 C39 119.93(16) . . ?
C24 C63 C52 117.61(16) . . ?
C24 C63 C66 121.26(16) . . ?
C52 C63 C66 121.12(15) . . ?
C49 C64 C3 118.8(2) . . ?
C49 C64 C33 134.5(2) . . ?
C3 C64 C33 106.77(17) . . ?
N8 C66 C63 113.41(14) . . ?
N8 C66 H66A 108.9 . . ?
C63 C66 H66A 108.9 . . ?
N8 C66 H66B 108.9 . . ?
C63 C66 H66B 108.9 . . ?
H66A C66 H66B 107.7 . . ?

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
C8 N2 C3 C30 179.60(19) . . . . ?
C13 N2 C3 C30 8.9(3) . . . . ?
C8 N2 C3 C64 0.8(2) . . . . ?
C13 N2 C3 C64 -169.89(16) . . . . ?
C26 N8 C6 C17 178.99(18) . . . . ?
C66 N8 C6 C17 -1.7(3) . . . . ?
C26 N8 C6 C59 -0.13(19) . . . . ?
C66 N8 C6 C59 179.21(15) . . . . ?
C3 N2 C8 C21 179.23(19) . . . . ?
C13 N2 C8 C21 -10.0(3) . . . . ?
C3 N2 C8 C33 0.1(2) . . . . ?
C13 N2 C8 C33 170.87(16) . . . . ?
C8 N2 C13 C1 87.8(2) . . . . ?
C3 N2 C13 C1 -103.0(2) . . . . ?
C60 C1 C13 N2 7.9(3) . . . . ?
C24 C1 C13 N2 -171.17(16) . . . . ?
N8 C6 C17 C56 -179.30(18) . . . . ?
C59 C6 C17 C56 -0.3(3) . . . . ?
C59 C7 C19 C56 0.8(3) . . . . ?
C51 C16 C21 C8 0.5(3) . . . . ?
N2 C8 C21 C16 -178.5(2) . . . . ?
C33 C8 C21 C16 0.5(3) . . . . ?
C60 C1 C24 C63 0.4(3) . . . . ?
C13 C1 C24 C63 179.59(17) . . . . ?
C6 N8 C26 C23 -179.67(18) . . . . ?
C66 N8 C26 C23 1.0(3) . . . . ?
C6 N8 C26 C2 0.22(19) . . . . ?
C66 N8 C26 C2 -179.13(15) . . . . ?
C43 C23 C26 N8 -179.82(18) . . . . ?
C43 C23 C26 C2 0.3(3) . . . . ?
C57 C2 C26 N8 -179.90(16) . . . . ?
C59 C2 C26 N8 -0.23(19) . . . . ?
C57 C2 C26 C23 0.0(3) . . . . ?
C59 C2 C26 C23 179.67(16) . . . . ?
N2 C3 C30 C37 -177.75(19) . . . . ?
C64 C3 C30 C37 1.0(3) . . . . ?
N2 C8 C33 C50 178.48(18) . . . . ?
C21 C8 C33 C50 -0.7(3) . . . . ?
N2 C8 C33 C64 -0.9(2) . . . . ?
C21 C8 C33 C64 179.89(18) . . . . ?
C3 C30 C37 C40 -0.1(3) . . . . ?
C30 C37 C40 C49 -0.7(4) . . . . ?
C26 C23 C43 C58 -0.3(3) . . . . ?
C37 C40 C49 C64 0.6(4) . . . . ?
C8 C33 C50 C51 -0.1(3) . . . . ?
C64 C33 C50 C51 179.1(2) . . . . ?
C33 C50 C51 C16 1.1(4) . . . . ?
C21 C16 C51 C50 -1.3(4) . . . . ?
C6 C17 C56 C19 -0.3(3) . . . . ?
C7 C19 C56 C17 0.0(3) . . . . ?
C26 C2 C57 C58 -0.3(3) . . . . ?
C59 C2 C57 C58 -179.82(19) . . . . ?
C2 C57 C58 C43 0.2(3) . . . . ?
C23 C43 C58 C57 0.1(3) . . . . ?
C19 C7 C59 C6 -1.3(3) . . . . ?
C19 C7 C59 C2 179.09(19) . . . . ?
N8 C6 C59 C7 -179.70(15) . . . . ?
C17 C6 C59 C7 1.1(3) . . . . ?
N8 C6 C59 C2 -0.01(19) . . . . ?
C17 C6 C59 C2 -179.23(16) . . . . ?
C57 C2 C59 C7 -0.6(4) . . . . ?
C26 C2 C59 C7 179.77(19) . . . . ?
C57 C2 C59 C6 179.75(19) . . . . ?
C26 C2 C59 C6 0.15(18) . . . . ?
C24 C1 C60 C62 -0.6(3) . . . . ?
C13 C1 C60 C62 -179.72(17) . . . . ?
C63 C52 C62 C60 1.6(3) . . . . ?
Br1 C52 C62 C60 179.39(13) . . . . ?
C63 C52 C62 C39 -177.04(17) . . . . ?
Br1 C52 C62 C39 0.8(2) . . . . ?
C1 C60 C62 C52 -0.4(3) . . . . ?
C1 C60 C62 C39 178.30(17) . . . . ?
C1 C24 C63 C52 0.7(3) . . . . ?
C1 C24 C63 C66 -178.12(17) . . . . ?
C62 C52 C63 C24 -1.7(3) . . . . ?
Br1 C52 C63 C24 -179.56(13) . . . . ?
C62 C52 C63 C66 177.07(17) . . . . ?
Br1 C52 C63 C66 -0.7(2) . . . . ?
C40 C49 C64 C3 0.3(3) . . . . ?
C40 C49 C64 C33 179.2(2) . . . . ?
N2 C3 C64 C49 177.89(17) . . . . ?
C30 C3 C64 C49 -1.1(3) . . . . ?
N2 C3 C64 C33 -1.3(2) . . . . ?
C30 C3 C64 C33 179.73(17) . . . . ?
C50 C33 C64 C49 3.1(4) . . . . ?
C8 C33 C64 C49 -177.7(2) . . . . ?
C50 C33 C64 C3 -177.9(2) . . . . ?
C8 C33 C64 C3 1.4(2) . . . . ?
C6 N8 C66 C63 -104.7(2) . . . . ?
C26 N8 C66 C63 74.5(2) . . . . ?
C24 C63 C66 N8 10.4(3) . . . . ?
C52 C63 C66 N8 -168.39(16) . . . . ?

_refine_diff_density_max         0.311
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_S_a
_database_code_depnum_ccdc_archive 'CCDC 2022982'
loop_
_audit_author_name
_audit_author_address
'youfu xia'
;jiangnan university
China
;
_audit_update_record             
;
2020-08-13 deposited with the CCDC.	2021-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H32 Br N3'
_chemical_formula_weight         694.64

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6776(4)
_cell_length_b                   13.1444(5)
_cell_length_c                   15.7153(6)
_cell_angle_alpha                68.612(2)
_cell_angle_beta                 80.333(3)
_cell_angle_gamma                86.144(2)
_cell_volume                     1645.33(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5244
_cell_measurement_theta_min      2.8964
_cell_measurement_theta_max      25.9129

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             716
_exptl_transmission_factor_min   0.6598
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.288
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6598
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10838
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.896
_diffrn_reflns_theta_max         26.155
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6517
_reflns_number_gt                4826
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2(Bruker AXS Inc., 2015)'
_computing_cell_refinement       'Bruker APEX2(Bruker AXS Inc., 2015)'
_computing_data_reduction        'Bruker APEX2(Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0229P)²+1.0899P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6517
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1043
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.21846(4) -0.10269(3) 0.81804(2) 0.02951(11) Uani 1 1 d . . . . .
N1 N 0.3835(3) 0.4480(2) 0.67734(18) 0.0297(6) Uani 1 1 d . . . . .
C1 C 0.2503(3) 0.0514(2) 0.75852(19) 0.0183(6) Uani 1 1 d . . . . .
C2 C 0.2029(3) 0.1041(2) 0.67227(19) 0.0183(6) Uani 1 1 d . . . . .
N2 N 0.4414(3) 0.1158(2) 0.93051(16) 0.0211(5) Uani 1 1 d . . . . .
C3 C 0.2215(3) 0.2164(2) 0.63222(19) 0.0199(6) Uani 1 1 d . . . . .
H3 H 0.190693 0.253878 0.574918 0.024 Uiso 1 1 calc R U . . .
N3 N 0.0828(3) 0.1043(2) 0.53865(16) 0.0228(6) Uani 1 1 d . . . . .
C4 C 0.2856(3) 0.2736(2) 0.67662(19) 0.0205(6) Uani 1 1 d . . . . .
C6 C 0.3143(3) 0.1063(2) 0.80428(19) 0.0181(6) Uani 1 1 d . . . . .
C5 C 0.3332(3) 0.2185(2) 0.76108(19) 0.0196(6) Uani 1 1 d . . . . .
H5 H 0.378553 0.257088 0.789585 0.023 Uiso 1 1 calc R U . . .
C9 C 0.3702(4) 0.1905(2) 0.96885(19) 0.0229(7) Uani 1 1 d . . . . .
C8 C 0.3008(4) 0.3962(2) 0.6313(2) 0.0329(8) Uani 1 1 d . . . . .
H00A H 0.354338 0.413263 0.568401 0.039 Uiso 1 1 calc R U . . .
H00B H 0.196685 0.427814 0.627849 0.039 Uiso 1 1 calc R U . . .
C7 C 0.3598(4) 0.0468(2) 0.89974(19) 0.0241(7) Uani 1 1 d . . . . .
H7A H 0.266090 0.019044 0.943860 0.029 Uiso 1 1 calc R U . . .
H7AB H 0.425902 -0.015272 0.898301 0.029 Uiso 1 1 calc R U . . .
C47 C 0.3140(4) 0.4980(2) 0.7388(2) 0.0285(8) Uani 1 1 d . . . . .
C46 C 0.1602(4) 0.4966(3) 0.7809(2) 0.0373(9) Uani 1 1 d . . . . .
H46 H 0.084249 0.458941 0.769133 0.045 Uiso 1 1 calc R U . . .
C45 C 0.1227(5) 0.5525(3) 0.8405(3) 0.0439(9) Uani 1 1 d . . . . .
H45 H 0.020085 0.552456 0.869607 0.053 Uiso 1 1 calc R U . . .
C44 C 0.2376(5) 0.6096(3) 0.8580(3) 0.0429(9) Uani 1 1 d . . . . .
H44 H 0.209830 0.646867 0.898513 0.052 Uiso 1 1 calc R U . . .
C43 C 0.3896(4) 0.6113(3) 0.8163(2) 0.0352(8) Uani 1 1 d . . . . .
H43 H 0.464268 0.650314 0.827607 0.042 Uiso 1 1 calc R U . . .
C42 C 0.4313(4) 0.5539(2) 0.7567(2) 0.0302(8) Uani 1 1 d . . . . .
C41 C 0.5770(4) 0.5360(2) 0.7041(2) 0.0299(8) Uani 1 1 d . . . . .
C40 C 0.7301(4) 0.5699(3) 0.6917(3) 0.0397(9) Uani 1 1 d . . . . .
H40 H 0.755073 0.614694 0.721427 0.048 Uiso 1 1 calc R U . . .
C39 C 0.8446(5) 0.5366(3) 0.6351(3) 0.0457(10) Uani 1 1 d . . . . .
H39 H 0.946143 0.561837 0.624568 0.055 Uiso 1 1 calc R U . . .
C38 C 0.8098(5) 0.4658(3) 0.5938(3) 0.0470(10) Uani 1 1 d . . . . .
H38 H 0.889900 0.440549 0.559071 0.056 Uiso 1 1 calc R U . . .
C37 C 0.6571(5) 0.4319(3) 0.6034(2) 0.0392(9) Uani 1 1 d . . . . .
H37 H 0.633257 0.386020 0.574356 0.047 Uiso 1 1 calc R U . . .
C36 C 0.5429(4) 0.4688(2) 0.6575(2) 0.0303(8) Uani 1 1 d . . . . .
C10 C 0.2145(4) 0.2000(3) 1.0043(2) 0.0291(7) Uani 1 1 d . . . . .
H10 H 0.139701 0.151605 1.005944 0.035 Uiso 1 1 calc R U . . .
C11 C 0.1746(4) 0.2839(3) 1.0371(2) 0.0380(9) Uani 1 1 d . . . . .
H11 H 0.071010 0.292547 1.060867 0.046 Uiso 1 1 calc R U . . .
C12 C 0.2875(5) 0.3563(3) 1.0353(2) 0.0425(9) Uani 1 1 d . . . . .
H12 H 0.257682 0.411752 1.058381 0.051 Uiso 1 1 calc R U . . .
C13 C 0.4399(4) 0.3469(3) 1.0003(2) 0.0357(8) Uani 1 1 d . . . . .
H13 H 0.513570 0.395871 0.999153 0.043 Uiso 1 1 calc R U . . .
C14 C 0.4850(4) 0.2636(3) 0.9664(2) 0.0254(7) Uani 1 1 d . . . . .
C15 C 0.6299(4) 0.2325(3) 0.9235(2) 0.0271(7) Uani 1 1 d . . . . .
C16 C 0.5982(4) 0.1425(2) 0.90058(19) 0.0239(7) Uani 1 1 d . . . . .
C17 C 0.7143(4) 0.0913(3) 0.8574(2) 0.0349(8) Uani 1 1 d . . . . .
H17 H 0.691828 0.032617 0.841903 0.042 Uiso 1 1 calc R U . . .
C19 C 0.8986(5) 0.2197(4) 0.8608(3) 0.0513(11) Uani 1 1 d . . . . .
H19 H 1.000823 0.244756 0.847018 0.062 Uiso 1 1 calc R U . . .
C18 C 0.8645(4) 0.1316(4) 0.8384(2) 0.0499(11) Uani 1 1 d . . . . .
H18 H 0.944751 0.098844 0.810042 0.060 Uiso 1 1 calc R U . . .
C20 C 0.7835(4) 0.2705(3) 0.9029(2) 0.0414(9) Uani 1 1 d . . . . .
H20 H 0.807597 0.329424 0.917594 0.050 Uiso 1 1 calc R U . . .
C21 C 0.1316(4) 0.0398(2) 0.6262(2) 0.0263(7) Uani 1 1 d . . . . .
H21A H 0.207243 -0.014204 0.616500 0.032 Uiso 1 1 calc R U . . .
H21B H 0.041583 0.000776 0.668019 0.032 Uiso 1 1 calc R U . . .
C23 C 0.1715(4) 0.1194(2) 0.4526(2) 0.0226(7) Uani 1 1 d . . . . .
C24 C 0.3266(4) 0.0941(3) 0.4319(2) 0.0335(8) Uani 1 1 d . . . . .
H24 H 0.388220 0.063611 0.478231 0.040 Uiso 1 1 calc R U . . .
C25 C 0.3875(4) 0.1155(3) 0.3399(3) 0.0394(9) Uani 1 1 d . . . . .
H25 H 0.492305 0.100494 0.323815 0.047 Uiso 1 1 calc R U . . .
C26 C 0.2932(4) 0.1595(3) 0.2706(2) 0.0377(9) Uani 1 1 d . . . . .
H26 H 0.335340 0.170957 0.209372 0.045 Uiso 1 1 calc R U . . .
C27 C 0.1394(4) 0.1861(3) 0.2918(2) 0.0299(8) Uani 1 1 d . . . . .
H27 H 0.077885 0.216195 0.245420 0.036 Uiso 1 1 calc R U . . .
C28 C 0.0765(4) 0.1672(2) 0.3841(2) 0.0228(7) Uani 1 1 d . . . . .
C29 C -0.0761(4) 0.1833(2) 0.4306(2) 0.0228(7) Uani 1 1 d . . . . .
C30 C -0.2187(4) 0.2263(3) 0.4016(2) 0.0287(7) Uani 1 1 d . . . . .
H30 H -0.226399 0.255089 0.338902 0.034 Uiso 1 1 calc R U . . .
C31 C -0.3468(4) 0.2258(3) 0.4661(3) 0.0357(8) Uani 1 1 d . . . . .
H31 H -0.441290 0.254555 0.446829 0.043 Uiso 1 1 calc R U . . .
C32 C -0.3370(4) 0.1826(3) 0.5605(3) 0.0370(8) Uani 1 1 d . . . . .
H32 H -0.425982 0.181162 0.603160 0.044 Uiso 1 1 calc R U . . .
C33 C -0.1969(4) 0.1416(3) 0.5918(2) 0.0318(8) Uani 1 1 d . . . . .
H33 H -0.189797 0.114604 0.654603 0.038 Uiso 1 1 calc R U . . .
C34 C -0.0684(4) 0.1424(2) 0.5262(2) 0.0225(7) Uani 1 1 d . . . . .


_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 C1 1.914(3) . ?
N1 C36 1.389(4) . ?
N1 C47 1.393(4) . ?
N1 C8 1.451(4) . ?
C1 C6 1.382(4) . ?
C1 C2 1.396(4) . ?
C2 C3 1.385(4) . ?
C2 C21 1.514(4) . ?
N2 C16 1.387(4) . ?
N2 C9 1.390(4) . ?
N2 C7 1.443(4) . ?
C3 C4 1.390(4) . ?
N3 C23 1.391(4) . ?
N3 C34 1.392(4) . ?
N3 C21 1.444(4) . ?
C4 C5 1.378(4) . ?
C4 C8 1.510(4) . ?
C6 C5 1.389(4) . ?
C6 C7 1.523(4) . ?
C9 C10 1.389(4) . ?
C9 C14 1.416(4) . ?
C47 C46 1.385(5) . ?
C47 C42 1.416(4) . ?
C46 C45 1.374(5) . ?
C45 C44 1.406(5) . ?
C44 C43 1.368(5) . ?
C43 C42 1.393(5) . ?
C42 C41 1.445(5) . ?
C41 C40 1.389(5) . ?
C41 C36 1.409(4) . ?
C40 C39 1.377(5) . ?
C39 C38 1.386(5) . ?
C38 C37 1.393(5) . ?
C37 C36 1.375(5) . ?
C10 C11 1.380(5) . ?
C11 C12 1.400(5) . ?
C12 C13 1.361(5) . ?
C13 C14 1.391(5) . ?
C14 C15 1.431(4) . ?
C15 C20 1.399(5) . ?
C15 C16 1.412(4) . ?
C16 C17 1.393(4) . ?
C17 C18 1.385(5) . ?
C19 C20 1.375(5) . ?
C19 C18 1.389(6) . ?
C23 C24 1.378(5) . ?
C23 C28 1.402(4) . ?
C24 C25 1.385(5) . ?
C25 C26 1.403(5) . ?
C26 C27 1.374(5) . ?
C27 C28 1.398(4) . ?
C28 C29 1.443(4) . ?
C29 C30 1.402(4) . ?
C29 C34 1.412(4) . ?
C30 C31 1.372(5) . ?
C31 C32 1.397(5) . ?
C32 C33 1.389(5) . ?
C33 C34 1.384(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C36 N1 C47 109.0(3) . . ?
C36 N1 C8 125.0(3) . . ?
C47 N1 C8 125.5(3) . . ?
C6 C1 C2 122.9(3) . . ?
C6 C1 Br1 118.5(2) . . ?
C2 C1 Br1 118.6(2) . . ?
C3 C2 C1 117.5(2) . . ?
C3 C2 C21 122.0(2) . . ?
C1 C2 C21 120.5(2) . . ?
C16 N2 C9 108.4(2) . . ?
C16 N2 C7 123.8(3) . . ?
C9 N2 C7 124.9(3) . . ?
C2 C3 C4 120.8(3) . . ?
C23 N3 C34 108.9(2) . . ?
C23 N3 C21 124.6(3) . . ?
C34 N3 C21 125.4(3) . . ?
C5 C4 C3 120.0(3) . . ?
C5 C4 C8 121.0(3) . . ?
C3 C4 C8 119.0(3) . . ?
C1 C6 C5 117.7(2) . . ?
C1 C6 C7 121.5(2) . . ?
C5 C6 C7 120.7(2) . . ?
C4 C5 C6 121.0(3) . . ?
C10 C9 N2 129.6(3) . . ?
C10 C9 C14 121.6(3) . . ?
N2 C9 C14 108.7(3) . . ?
N1 C8 C4 115.4(2) . . ?
N2 C7 C6 112.8(2) . . ?
C46 C47 N1 130.1(3) . . ?
C46 C47 C42 121.6(3) . . ?
N1 C47 C42 108.3(3) . . ?
C45 C46 C47 118.2(3) . . ?
C46 C45 C44 120.8(4) . . ?
C43 C44 C45 121.1(4) . . ?
C44 C43 C42 119.3(3) . . ?
C43 C42 C47 118.9(3) . . ?
C43 C42 C41 134.0(3) . . ?
C47 C42 C41 107.1(3) . . ?
C40 C41 C36 118.7(3) . . ?
C40 C41 C42 134.6(3) . . ?
C36 C41 C42 106.7(3) . . ?
C39 C40 C41 119.6(3) . . ?
C40 C39 C38 120.6(4) . . ?
C39 C38 C37 121.1(4) . . ?
C36 C37 C38 117.6(3) . . ?
C37 C36 N1 128.9(3) . . ?
C37 C36 C41 122.2(3) . . ?
N1 C36 C41 109.0(3) . . ?
C11 C10 C9 117.6(3) . . ?
C10 C11 C12 121.2(3) . . ?
C13 C12 C11 121.1(3) . . ?
C12 C13 C14 119.6(3) . . ?
C13 C14 C9 118.9(3) . . ?
C13 C14 C15 134.1(3) . . ?
C9 C14 C15 106.9(3) . . ?
C20 C15 C16 118.7(3) . . ?
C20 C15 C14 134.4(3) . . ?
C16 C15 C14 106.9(3) . . ?
N2 C16 C17 128.8(3) . . ?
N2 C16 C15 109.0(3) . . ?
C17 C16 C15 122.2(3) . . ?
C18 C17 C16 117.1(4) . . ?
C20 C19 C18 121.0(4) . . ?
C17 C18 C19 121.7(4) . . ?
C19 C20 C15 119.3(4) . . ?
N3 C21 C2 115.1(2) . . ?
C24 C23 N3 128.8(3) . . ?
C24 C23 C28 122.4(3) . . ?
N3 C23 C28 108.7(3) . . ?
C23 C24 C25 117.7(3) . . ?
C24 C25 C26 120.9(3) . . ?
C27 C26 C25 120.9(3) . . ?
C26 C27 C28 119.1(3) . . ?
C27 C28 C23 118.9(3) . . ?
C27 C28 C29 133.9(3) . . ?
C23 C28 C29 107.1(3) . . ?
C30 C29 C34 118.4(3) . . ?
C30 C29 C28 134.7(3) . . ?
C34 C29 C28 106.8(3) . . ?
C31 C30 C29 119.7(3) . . ?
C30 C31 C32 120.7(3) . . ?
C33 C32 C31 121.3(3) . . ?
C34 C33 C32 117.5(3) . . ?
C33 C34 N3 129.3(3) . . ?
C33 C34 C29 122.3(3) . . ?
N3 C34 C29 108.4(3) . . ?

_refine_diff_density_max         0.918
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.071

