# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_20190529h
_database_code_depnum_ccdc_archive 'CCDC 2050528'
loop_
_audit_author_name
_audit_author_address
'Furen Zhang'
;Shaoxing University
China
;
_audit_update_record             
;
2020-12-16 deposited with the CCDC.	2021-02-22 downloaded from the CCDC.
;
_audit_creation_date             2020-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H30 Br N3 O2, C H2 Cl2'
_chemical_formula_sum            'C37 H32 Br Cl2 N3 O2'
_chemical_formula_weight         701.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1N1O1Br1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   14.0371(4)
_cell_length_b                   18.7861(4)
_cell_length_c                   13.4704(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.450(3)
_cell_angle_gamma                90
_cell_volume                     3258.79(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16515
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.1200
_cell_measurement_theta_min      3.4000
_shelx_estimated_absorpt_T_max   0.719
_shelx_estimated_absorpt_T_min   0.620
_exptl_absorpt_coefficient_mu    3.529
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22273
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.612
_diffrn_reflns_theta_min         3.432
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  22.00   0.50    0.05    --  -47.82  59.00 -54.00  162
  2  ω     51.00  76.00   0.50    0.05    --   47.82  59.00 -54.00   50
  3  ω     96.00 177.00   0.50    0.16    --  104.75  59.00 -54.00  162
  4  ω    130.00 156.00   0.50    0.16    --  104.75  77.00  30.00   52
  5  ω     93.00 176.00   0.50    0.16    --  104.75  30.00 -90.00  166
  6  ω     88.00 114.00   0.50    0.16    --  104.75  77.00  30.00   52
  7  ω     36.00  85.00   0.50    0.16    --  104.75 -59.00 165.00   98
  8  ω     32.00 109.00   0.50    0.16    --  104.75 -94.00 150.00  154
  9  ω     33.00 107.00   0.50    0.16    --  104.75 -94.00   0.00  148
 10  ω    -22.00  63.00   0.50    0.05    --   47.82 -59.00 165.00  170
 11  ω    -76.00 -31.00   0.50    0.16    -- -102.00  59.00 -54.00   90
 12  ω    -99.00 -31.00   0.50    0.16    -- -102.00  45.00 150.00  136
 13  ω   -119.00 -47.00   0.50    0.05    --  -47.82 -59.00 165.00  144
 14  ω   -117.00 -72.00   0.50    0.05    --  -47.82-125.00 -60.00   90
 15  ω   -114.00 -83.00   0.50    0.05    --  -47.82-125.00 -90.00   62
 16  ω   -166.00 -90.00   0.50    0.16    -- -102.00 -61.00-120.00  152
 17  ω   -172.00-146.00   0.50    0.16    -- -102.00 -59.00 165.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1102303000
_diffrn_orient_matrix_UB_12      0.0319219000
_diffrn_orient_matrix_UB_13      0.0420006000
_diffrn_orient_matrix_UB_21      -0.0327317000
_diffrn_orient_matrix_UB_22      0.0481108000
_diffrn_orient_matrix_UB_23      -0.1007248000
_diffrn_orient_matrix_UB_31      -0.0332090000
_diffrn_orient_matrix_UB_32      0.0581848000
_diffrn_orient_matrix_UB_33      0.0601933000
_diffrn_oxdiff_digest_frames     
;
01d9689d31519a3b373d4ce31b8069ac6b00130d931
;
_diffrn_oxdiff_digest_hkl        
;
01c2873fcc5dad719ab94e7e289f645d930d5b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6102
_reflns_number_total             6542
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (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         0.767
_refine_diff_density_min         -1.676
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         6542
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0604
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1070P)²+7.4875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1770
_refine_ls_wR_factor_ref         0.1867
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C16(H16),
 C17(H17), C19(H19), C20(H20), C24(H24), C25(H25), C27(H27), C32(H32), C33(H33),
  C34(H34), C35(H35), C36(H36)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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
Br1 Br 0.07608(3) 0.45735(2) 0.11998(3) 0.03259(16) Uani 1 1 d . . . . .
O1 O 0.54721(18) 0.42852(14) 0.91698(19) 0.0265(5) Uani 1 1 d . . . . .
O2 O 0.19688(19) 0.41119(14) 0.6712(2) 0.0306(5) Uani 1 1 d . . . . .
N1 N 0.5231(2) 0.37711(14) 0.5739(2) 0.0199(5) Uani 1 1 d . . . . .
N2 N 0.3320(2) 0.39751(16) 0.8357(2) 0.0254(6) Uani 1 1 d . . . . .
H2 H 0.3977 0.4045 0.8689 0.030 Uiso 1 1 calc R . . . .
N3 N 0.6911(2) 0.38432(14) 0.8992(2) 0.0207(5) Uani 1 1 d . . . . .
C1 C 0.4280(2) 0.40645(16) 0.5651(2) 0.0191(6) Uani 1 1 d . . . . .
C2 C 0.4358(2) 0.42444(17) 0.6676(2) 0.0201(6) Uani 1 1 d . . . . .
C3 C 0.5382(2) 0.40401(16) 0.7405(2) 0.0198(6) Uani 1 1 d . . . . .
C4 C 0.5878(2) 0.40771(17) 0.8555(3) 0.0212(6) Uani 1 1 d . . . . .
C5 C 0.7436(2) 0.35706(17) 0.8385(3) 0.0214(6) Uani 1 1 d . . . . .
C6 C 0.8534(3) 0.33391(19) 0.8978(3) 0.0261(7) Uani 1 1 d . . . . .
H6A H 0.8925 0.3717 0.9441 0.039 Uiso 1 1 calc GR . . . .
H6B H 0.8831 0.3223 0.8468 0.039 Uiso 1 1 calc GR . . . .
H6C H 0.8554 0.2927 0.9408 0.039 Uiso 1 1 calc GR . . . .
C7 C 0.6944(2) 0.35203(17) 0.7289(2) 0.0207(6) Uani 1 1 d . . . . .
H7 H 0.7281 0.3337 0.6874 0.025 Uiso 1 1 calc R . . . .
C8 C 0.5901(2) 0.37579(16) 0.6804(2) 0.0197(6) Uani 1 1 d . . . . .
C9 C 0.5423(2) 0.34522(16) 0.4870(2) 0.0205(6) Uani 1 1 d . . . . .
C10 C 0.6234(3) 0.37026(17) 0.4629(3) 0.0233(6) Uani 1 1 d . . . . .
H10 H 0.6665 0.4062 0.5042 0.028 Uiso 1 1 calc R . . . .
C11 C 0.6395(3) 0.34089(19) 0.3757(3) 0.0286(7) Uani 1 1 d . . . . .
H11 H 0.6942 0.3568 0.3593 0.034 Uiso 1 1 calc R . . . .
C12 C 0.5742(3) 0.2881(2) 0.3138(3) 0.0313(8) Uani 1 1 d . . . . .
H12 H 0.5840 0.2696 0.2546 0.038 Uiso 1 1 calc R . . . .
C13 C 0.4939(3) 0.26262(19) 0.3397(3) 0.0308(8) Uani 1 1 d . . . . .
H13 H 0.4510 0.2264 0.2986 0.037 Uiso 1 1 calc R . . . .
C14 C 0.4776(3) 0.29092(18) 0.4264(3) 0.0255(7) Uani 1 1 d . . . . .
H14 H 0.4241 0.2739 0.4441 0.031 Uiso 1 1 calc R . . . .
C15 C 0.3435(2) 0.41857(17) 0.4587(2) 0.0205(6) Uani 1 1 d . . . . .
C16 C 0.3635(3) 0.45115(17) 0.3754(3) 0.0216(6) Uani 1 1 d . . . . .
H16 H 0.4307 0.4655 0.3879 0.026 Uiso 1 1 calc R . . . .
C17 C 0.2844(3) 0.46225(17) 0.2746(3) 0.0231(7) Uani 1 1 d . . . . .
H17 H 0.2979 0.4840 0.2195 0.028 Uiso 1 1 calc R . . . .
C18 C 0.1851(3) 0.44039(18) 0.2576(3) 0.0241(6) Uani 1 1 d . . . . .
C19 C 0.1623(3) 0.4080(2) 0.3381(3) 0.0290(7) Uani 1 1 d . . . . .
H19 H 0.0949 0.3938 0.3252 0.035 Uiso 1 1 calc R . . . .
C20 C 0.2428(3) 0.39712(19) 0.4386(3) 0.0270(7) Uani 1 1 d . . . . .
H20 H 0.2290 0.3751 0.4933 0.032 Uiso 1 1 calc R . . . .
C21 C 0.3583(3) 0.46566(17) 0.6957(3) 0.0232(7) Uani 1 1 d . . . . .
H21A H 0.3156 0.4932 0.6328 0.028 Uiso 1 1 calc R . . . .
H21B H 0.3959 0.4991 0.7528 0.028 Uiso 1 1 calc R . . . .
C22 C 0.2870(2) 0.42188(17) 0.7322(3) 0.0221(6) Uani 1 1 d . . . . .
C23 C 0.2822(3) 0.36172(18) 0.8952(3) 0.0270(7) Uani 1 1 d . . . . .
C24 C 0.1876(3) 0.3265(2) 0.8437(3) 0.0344(8) Uani 1 1 d . . . . .
H24 H 0.1567 0.3250 0.7686 0.041 Uiso 1 1 calc R . . . .
C25 C 0.1391(3) 0.2936(2) 0.9040(4) 0.0407(9) Uani 1 1 d . . . . .
H25 H 0.0758 0.2707 0.8687 0.049 Uiso 1 1 calc R . . . .
C26 C 0.1846(3) 0.2948(2) 1.0164(4) 0.0393(9) Uani 1 1 d . . . . .
C27 C 0.2793(3) 0.3277(2) 1.0661(3) 0.0364(9) Uani 1 1 d . . . . .
H27 H 0.3109 0.3275 1.1413 0.044 Uiso 1 1 calc R . . . .
C28 C 0.3304(3) 0.36176(19) 1.0084(3) 0.0309(8) Uani 1 1 d . . . . .
C29 C 0.1313(4) 0.2604(3) 1.0814(5) 0.0542(13) Uani 1 1 d . . . . .
H29A H 0.0899 0.2951 1.0984 0.081 Uiso 1 1 calc GR . . . .
H29B H 0.1825 0.2415 1.1473 0.081 Uiso 1 1 calc GR . . . .
H29C H 0.0874 0.2225 1.0401 0.081 Uiso 1 1 calc GR . . . .
C30 C 0.4326(3) 0.3972(2) 1.0684(3) 0.0396(9) Uani 1 1 d . . . . .
H30A H 0.4857 0.3728 1.0537 0.059 Uiso 1 1 calc GR . . . .
H30B H 0.4488 0.3957 1.1446 0.059 Uiso 1 1 calc GR . . . .
H30C H 0.4290 0.4458 1.0453 0.059 Uiso 1 1 calc GR . . . .
C31 C 0.7427(2) 0.38810(18) 1.0162(2) 0.0218(6) Uani 1 1 d . . . . .
C32 C 0.7419(3) 0.3289(2) 1.0773(3) 0.0299(7) Uani 1 1 d . . . . .
H32 H 0.7101 0.2869 1.0440 0.036 Uiso 1 1 calc R . . . .
C33 C 0.7900(3) 0.3338(2) 1.1896(3) 0.0363(8) Uani 1 1 d . . . . .
H33 H 0.7902 0.2947 1.2321 0.044 Uiso 1 1 calc R . . . .
C34 C 0.8374(3) 0.3965(2) 1.2384(3) 0.0338(8) Uani 1 1 d . . . . .
H34 H 0.8705 0.3990 1.3134 0.041 Uiso 1 1 calc R . . . .
C35 C 0.8356(3) 0.4551(2) 1.1764(3) 0.0306(8) Uani 1 1 d . . . . .
H35 H 0.8662 0.4974 1.2097 0.037 Uiso 1 1 calc R . . . .
C36 C 0.7882(3) 0.45120(19) 1.0641(3) 0.0266(7) Uani 1 1 d . . . . .
H36 H 0.7873 0.4906 1.0219 0.032 Uiso 1 1 calc R . . . .
Cl1 Cl -0.10634(13) 0.45478(8) 0.52263(13) 0.0687(4) Uani 1 1 d . . . . .
Cl2 Cl -0.08957(10) 0.31700(7) 0.62924(11) 0.0583(3) Uani 1 1 d . . . . .
C37 C -0.0471(4) 0.4059(3) 0.6421(5) 0.0589(13) Uani 1 1 d . . . . .
H37A H -0.0617 0.4286 0.6992 0.071 Uiso 1 1 calc R . . . .
H37B H 0.0275 0.4066 0.6632 0.071 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
Br1 C18 1.903(3) . ?
O1 C4 1.240(4) . ?
O2 C22 1.220(4) . ?
N1 C1 1.405(4) . ?
N1 C8 1.367(4) . ?
N1 C9 1.433(4) . ?
N2 H2 0.8600 . ?
N2 C22 1.361(4) . ?
N2 C23 1.423(4) . ?
N3 C4 1.402(4) . ?
N3 C5 1.397(4) . ?
N3 C31 1.452(4) . ?
C1 C2 1.383(4) . ?
C1 C15 1.470(4) . ?
C2 C3 1.434(4) . ?
C2 C21 1.501(4) . ?
C3 C4 1.425(4) . ?
C3 C8 1.391(4) . ?
C5 C6 1.492(4) . ?
C5 C7 1.361(4) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C8 1.418(4) . ?
C9 C10 1.385(4) . ?
C9 C14 1.393(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.394(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.391(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(4) . ?
C15 C20 1.388(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(5) . ?
C18 C19 1.388(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.391(5) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.520(4) . ?
C23 C24 1.395(5) . ?
C23 C28 1.401(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.395(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.389(6) . ?
C26 C27 1.375(7) . ?
C26 C29 1.506(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.405(5) . ?
C28 C30 1.494(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.385(5) . ?
C31 C36 1.379(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.393(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(6) . ?
C34 H34 0.9300 . ?
C34 C35 1.377(6) . ?
C35 H35 0.9300 . ?
C35 C36 1.391(5) . ?
C36 H36 0.9300 . ?
Cl1 C37 1.749(6) . ?
Cl2 C37 1.759(6) . ?
C37 H37A 0.9700 . ?
C37 H37B 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
C1 N1 C9 125.2(3) . . ?
C8 N1 C1 109.2(2) . . ?
C8 N1 C9 125.1(3) . . ?
C22 N2 H2 116.4 . . ?
C22 N2 C23 127.2(3) . . ?
C23 N2 H2 116.4 . . ?
C4 N3 C31 115.2(3) . . ?
C5 N3 C4 124.6(3) . . ?
C5 N3 C31 120.2(3) . . ?
N1 C1 C15 120.9(3) . . ?
C2 C1 N1 108.4(3) . . ?
C2 C1 C15 130.4(3) . . ?
C1 C2 C3 106.1(3) . . ?
C1 C2 C21 126.9(3) . . ?
C3 C2 C21 126.6(3) . . ?
C4 C3 C2 130.8(3) . . ?
C8 C3 C2 108.6(3) . . ?
C8 C3 C4 120.6(3) . . ?
O1 C4 N3 119.5(3) . . ?
O1 C4 C3 125.9(3) . . ?
N3 C4 C3 114.6(3) . . ?
N3 C5 C6 117.8(3) . . ?
C7 C5 N3 120.1(3) . . ?
C7 C5 C6 122.1(3) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7 121.2 . . ?
C5 C7 C8 117.6(3) . . ?
C8 C7 H7 121.2 . . ?
N1 C8 C3 107.7(3) . . ?
N1 C8 C7 130.0(3) . . ?
C3 C8 C7 122.4(3) . . ?
C10 C9 N1 119.3(3) . . ?
C10 C9 C14 121.1(3) . . ?
C14 C9 N1 119.6(3) . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.1(3) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.3(3) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 120.4 . . ?
C13 C14 C9 119.2(3) . . ?
C13 C14 H14 120.4 . . ?
C16 C15 C1 120.5(3) . . ?
C20 C15 C1 120.6(3) . . ?
C20 C15 C16 118.9(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.6(3) . . ?
C18 C17 H17 120.7 . . ?
C17 C18 Br1 118.6(2) . . ?
C17 C18 C19 122.1(3) . . ?
C19 C18 Br1 119.3(3) . . ?
C18 C19 H19 120.8 . . ?
C18 C19 C20 118.3(3) . . ?
C20 C19 H19 120.8 . . ?
C15 C20 C19 121.1(3) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C2 C21 H21A 108.3 . . ?
C2 C21 H21B 108.3 . . ?
C2 C21 C22 116.0(3) . . ?
H21A C21 H21B 107.4 . . ?
C22 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
O2 C22 N2 124.6(3) . . ?
O2 C22 C21 120.7(3) . . ?
N2 C22 C21 114.7(3) . . ?
C24 C23 N2 121.8(3) . . ?
C24 C23 C28 119.5(3) . . ?
C28 C23 N2 118.7(3) . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(4) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.5(4) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C29 120.5(4) . . ?
C27 C26 C25 118.3(4) . . ?
C27 C26 C29 121.2(4) . . ?
C26 C27 H27 118.5 . . ?
C26 C27 C28 122.9(4) . . ?
C28 C27 H27 118.5 . . ?
C23 C28 C27 118.1(4) . . ?
C23 C28 C30 122.2(3) . . ?
C27 C28 C30 119.7(3) . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 N3 119.2(3) . . ?
C36 C31 N3 119.2(3) . . ?
C36 C31 C32 121.6(3) . . ?
C31 C32 H32 120.8 . . ?
C31 C32 C33 118.5(3) . . ?
C33 C32 H32 120.8 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.4(4) . . ?
C34 C33 H33 119.8 . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.2(3) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.9 . . ?
C34 C35 C36 120.2(3) . . ?
C36 C35 H35 119.9 . . ?
C31 C36 C35 119.0(3) . . ?
C31 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
Cl1 C37 Cl2 112.9(3) . . ?
Cl1 C37 H37A 109.0 . . ?
Cl1 C37 H37B 109.0 . . ?
Cl2 C37 H37A 109.0 . . ?
Cl2 C37 H37B 109.0 . . ?
H37A C37 H37B 107.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.787
