# 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_ussgn2_69_1_rt_cu
_database_code_depnum_ccdc_archive 'CCDC 2043487'
loop_
_audit_author_name
_audit_author_address
'Shiv Shankar Gupta'
;CSIR IHBT
India
;
_audit_update_record             
;
2020-11-10 deposited with the CCDC.	2021-10-21 downloaded from the CCDC.
;
_audit_creation_date             2020-07-09
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C12 H10 Br N3)'
_chemical_formula_sum            'C24 H20 Br2 N6'
_chemical_formula_weight         552.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C96 H80 Br8 N24'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   13.4998(6)
_cell_length_b                   21.9675(8)
_cell_length_c                   7.6004(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.456(5)
_cell_angle_gamma                90.00
_cell_volume                     2209.05(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2361
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.4480
_cell_measurement_theta_min      3.3350
_exptl_absorpt_coefficient_mu    4.854
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.407
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       monoclinic
_exptl_crystal_F_000             1104
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
6 -5 -4 0.0806
-6 5 4 0.0806
-7 -1 4 0.0852
6 6 -3 0.0600
-2 -12 3 0.0529
-1 13 2 0.0601
6 -9 -3 0.0518
-7 -8 0 0.0735
-8 -2 -1 0.0939
-8 4 -1 0.0985
-4 10 -2 0.0861
0 14 -1 0.0526
8 4 -2 0.0530
4 12 1 0.0501
0 2 5 0.0856
7 -5 1 0.0689
-2 -14 0 0.0411
-1 14 1 0.0469

_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.096
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
5.9913 -5.0310 -4.0012 0.0702 0.4801 0.9123
-5.9913 5.0310 4.0012 -0.0702 -0.4801 -0.9123
-6.9874 -0.9673 3.9969 0.2963 -0.2497 -0.9662
5.9874 5.9745 -2.9940 -0.5449 -0.0069 0.7596
-1.9943 -11.9968 2.9939 0.9902 -0.0624 -0.3220
-1.0031 13.0112 2.0083 -0.6726 -0.6583 -0.3372
5.9918 -9.0331 -3.0027 0.4108 0.4193 0.8705
-6.9825 -7.9705 -0.0105 0.3993 0.6469 -0.6289
-7.9814 -1.9625 -1.0087 -0.0844 0.7108 -0.7002
-7.9832 4.0405 -1.0053 -0.4667 0.5403 -0.7446
-3.9929 10.0245 -1.9993 -0.8717 0.3045 -0.3244
-0.0034 14.0072 -0.9928 -0.9777 -0.2233 -0.0322
7.9829 3.9638 -1.9927 -0.3002 -0.2444 0.8996
3.9871 11.9868 1.0111 -0.6158 -0.7552 0.2331
-0.0041 2.0006 5.0054 0.3012 -0.9290 -0.3717
6.9856 -5.0362 1.0038 0.5147 -0.4520 0.6537
-1.9915 -13.9975 -0.0098 0.8604 0.5177 -0.0930
-1.0027 14.0118 1.0081 -0.8220 -0.5123 -0.2732

_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7081
_diffrn_reflns_theta_full        66.76
_diffrn_reflns_theta_max         66.76
_diffrn_reflns_theta_min         3.90
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00  87.00   1.00    1.00    --   25.69  57.00 -90.00   68
  2  ω     69.00  95.00   1.00    1.00    --   25.69  57.00-180.00   26
  3  ω    -13.00  14.00   1.00    1.00    --   25.69  57.00 -90.00   27
  4  ω    -12.00  59.00   1.00    1.00    --   25.69  57.00-180.00   71
  5  ω     71.00 146.00   1.00    1.50    --   66.85 178.00 150.00   75
  6  ω     62.00  92.00   1.00    1.50    --   66.85 -77.00  30.00   30
  7  ω     33.00 143.00   1.00    1.50    --   66.85  63.00 -30.00  110
  8  ω    116.00 150.00   1.00    1.50    --   66.85 111.00   0.00   34
  9  ω     49.00 136.00   1.00    1.50    --   66.85  63.00  90.00   87
 10  ω    -14.00  15.00   1.00    1.50    --   66.85 -77.00  30.00   29
 11  ω     73.00 161.00   1.00    5.00    --  108.00  43.00-180.00   88
 12  ω    109.00 173.00   1.00    5.00    --  108.00  43.00  90.00   64
 13  ω     40.00 116.00   1.00    5.00    --  108.00 -65.00 -30.00   76
 14  ω     68.00 109.00   1.00    5.00    --  108.00-104.00  90.00   41
 15  ω    105.00 140.00   1.00    5.00    --  108.00 -54.00  60.00   35
 16  ω     40.00  76.00   1.00    5.00    --  108.00 -54.00  60.00   36
 17  ω     69.00 175.00   1.00    5.00    --  108.00  54.00-120.00  106
 18  ω     31.00 103.00   1.00    5.00    --  108.00-104.00   0.00   72
 19  ω     23.00 104.00   1.00    5.00    --  108.00-104.00 -60.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0154213000
_diffrn_orient_matrix_UB_12      -0.0637252000
_diffrn_orient_matrix_UB_13      0.0856632000
_diffrn_orient_matrix_UB_21      -0.0600654000
_diffrn_orient_matrix_UB_22      -0.0283147000
_diffrn_orient_matrix_UB_23      -0.1743262000
_diffrn_orient_matrix_UB_31      0.0985370000
_diffrn_orient_matrix_UB_32      -0.0073229000
_diffrn_orient_matrix_UB_33      -0.0712522000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2958
_reflns_number_total             3715
_reflns_odcompleteness_completeness 94.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3715
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0399
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0501P)²+0.8142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1121
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C14(H14A,H14B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C18(H18), C19(H19), C4(H4), C6(H6), C16(H16), C10(H10), C22(H22),
 C24(H24), C12(H12), C23(H23), C11(H11)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Br2 Br 0.92461(4) 0.71423(2) 0.81333(7) 0.08074(18) Uani 1 d . . .
Br1 Br 0.47217(4) 0.24620(2) 1.00571(7) 0.08138(17) Uani 1 d . . .
N4 N 0.7348(2) 0.48226(14) 0.4785(4) 0.0591(7) Uani 1 d . . .
C7 C 0.4030(3) 0.42753(18) 1.0740(5) 0.0603(9) Uani 1 d . . .
H7 H 0.4368 0.4618 1.1272 0.072 Uiso 1 calc . . R
C5 C 0.4020(3) 0.32174(18) 0.9996(5) 0.0618(8) Uani 1 d . . .
N1 N 0.2363(2) 0.48104(15) 0.9667(4) 0.0611(7) Uani 1 d . . .
C18 C 0.9307(3) 0.58905(17) 0.7229(5) 0.0609(9) Uani 1 d . . .
H18 H 0.9981 0.5919 0.7804 0.073 Uiso 1 calc . . R
N2 N 0.3458(2) 0.55241(15) 1.1238(5) 0.0690(9) Uani 1 d . . .
C19 C 0.8926(2) 0.53392(17) 0.6500(5) 0.0602(9) Uani 1 d . . .
H19 H 0.9335 0.4996 0.6580 0.072 Uiso 1 calc . . R
N5 N 0.8624(2) 0.40979(15) 0.5221(5) 0.0739(9) Uani 1 d . . .
C3 C 0.2524(3) 0.37957(17) 0.9081(4) 0.0566(8) Uani 1 d . . .
C8 C 0.3022(2) 0.43112(17) 0.9887(4) 0.0545(8) Uani 1 d . . .
N6 N 0.6928(2) 0.38639(16) 0.3732(6) 0.0818(11) Uani 1 d . . .
C4 C 0.3016(3) 0.32455(18) 0.9111(5) 0.0637(9) Uani 1 d . . .
H4 H 0.2687 0.2904 0.8556 0.076 Uiso 1 calc . . R
C15 C 0.7308(2) 0.58311(17) 0.5537(5) 0.0545(8) Uani 1 d . . .
C1 C 0.1350(3) 0.46300(19) 0.8648(5) 0.0635(9) Uani 1 d . . .
H1A H 0.1170 0.4865 0.7551 0.076 Uiso 1 calc . . R
H1B H 0.0839 0.4692 0.9364 0.076 Uiso 1 calc . . R
C21 C 0.7654(3) 0.42429(18) 0.4583(6) 0.0664(10) Uani 1 d . . .
C2 C 0.1446(3) 0.39530(19) 0.8226(5) 0.0660(10) Uani 1 d . . .
H2A H 0.0972 0.3711 0.8739 0.079 Uiso 1 calc . . R
H2B H 0.1322 0.3884 0.6940 0.079 Uiso 1 calc . . R
C6 C 0.4523(3) 0.37196(19) 1.0784(5) 0.0637(9) Uani 1 d . . .
H6 H 0.5198 0.3688 1.1352 0.076 Uiso 1 calc . . R
C20 C 0.7911(2) 0.53147(16) 0.5644(5) 0.0537(8) Uani 1 d . . .
C9 C 0.2535(3) 0.53857(19) 1.0293(5) 0.0631(9) Uani 1 d . . .
C14 C 0.6253(2) 0.56904(19) 0.4526(5) 0.0637(9) Uani 1 d . . .
H14A H 0.6090 0.5927 0.3428 0.076 Uiso 1 calc . . R
H14B H 0.5757 0.5776 0.5258 0.076 Uiso 1 calc . . R
N3 N 0.1742(3) 0.57627(18) 0.9924(6) 0.0842(11) Uani 1 d . . .
C13 C 0.6288(3) 0.50092(18) 0.4115(6) 0.0682(10) Uani 1 d . . .
H13A H 0.5836 0.4785 0.4723 0.082 Uiso 1 calc . . R
H13B H 0.6092 0.4936 0.2835 0.082 Uiso 1 calc . . R
C17 C 0.8693(3) 0.63966(17) 0.7108(5) 0.0599(8) Uani 1 d . . .
C16 C 0.7688(3) 0.63770(18) 0.6264(5) 0.0618(9) Uani 1 d . . .
H16 H 0.7281 0.6721 0.6190 0.074 Uiso 1 calc . . R
C10 C 0.3580(3) 0.6094(2) 1.1802(7) 0.0805(13) Uani 1 d . . .
H10 H 0.4214 0.6210 1.2435 0.097 Uiso 1 calc . . R
C22 C 0.8873(3) 0.3528(2) 0.4971(8) 0.0927(16) Uani 1 d . . .
H22 H 0.9541 0.3411 0.5377 0.111 Uiso 1 calc . . R
C24 C 0.7229(4) 0.3299(2) 0.3527(9) 0.108(2) Uani 1 d . . .
H24 H 0.6757 0.3022 0.2933 0.130 Uiso 1 calc . . R
C12 C 0.1912(4) 0.6324(2) 1.0544(9) 0.110(2) Uani 1 d . . .
H12 H 0.1380 0.6601 1.0314 0.132 Uiso 1 calc . . R
C23 C 0.8201(4) 0.3099(2) 0.4145(10) 0.118(2) Uani 1 d . . .
H23 H 0.8391 0.2697 0.4011 0.141 Uiso 1 calc . . R
C11 C 0.2833(4) 0.6524(2) 1.1515(8) 0.1030(19) Uani 1 d . . .
H11 H 0.2935 0.6920 1.1939 0.124 Uiso 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
Br2 C17 1.902(4) . ?
Br1 C5 1.907(4) . ?
N4 C21 1.357(5) . ?
N4 C20 1.406(4) . ?
N4 C13 1.478(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.388(5) . ?
C7 C6 1.388(5) . ?
C5 C4 1.389(5) . ?
C5 C6 1.369(5) . ?
N1 C8 1.401(5) . ?
N1 C1 1.485(4) . ?
N1 C9 1.354(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(5) . ?
C18 C17 1.379(5) . ?
N2 C9 1.344(4) . ?
N2 C10 1.324(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.396(4) . ?
N5 C21 1.342(5) . ?
N5 C22 1.320(6) . ?
C3 C8 1.395(5) . ?
C3 C4 1.377(6) . ?
C3 C2 1.511(5) . ?
N6 C21 1.349(5) . ?
N6 C24 1.325(6) . ?
C4 H4 0.9300 . ?
C15 C20 1.389(5) . ?
C15 C14 1.510(4) . ?
C15 C16 1.376(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.532(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C6 H6 0.9300 . ?
C9 N3 1.338(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.531(6) . ?
N3 C12 1.323(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C17 C16 1.382(5) . ?
C16 H16 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.366(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.371(6) . ?
C24 H24 0.9300 . ?
C24 C23 1.375(7) . ?
C12 H12 0.9300 . ?
C12 C11 1.385(6) . ?
C23 H23 0.9300 . ?
C11 H11 0.9300 . ?

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
C21 N4 C20 128.7(3) . . ?
C21 N4 C13 121.1(3) . . ?
C20 N4 C13 110.1(3) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C6 C7 C8 118.8(3) . . ?
C4 C5 Br1 118.8(3) . . ?
C6 C5 Br1 119.3(3) . . ?
C6 C5 C4 121.8(4) . . ?
C8 N1 C1 110.5(3) . . ?
C9 N1 C8 128.9(3) . . ?
C9 N1 C1 120.6(3) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.5(3) . . ?
C10 N2 C9 115.4(4) . . ?
C18 C19 H19 120.9 . . ?
C18 C19 C20 118.1(3) . . ?
C20 C19 H19 120.9 . . ?
C22 N5 C21 115.5(4) . . ?
C8 C3 C2 110.0(3) . . ?
C4 C3 C8 121.1(3) . . ?
C4 C3 C2 128.9(3) . . ?
C7 C8 N1 129.8(3) . . ?
C7 C8 C3 120.1(4) . . ?
C3 C8 N1 110.1(3) . . ?
C24 N6 C21 115.1(4) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 C5 117.9(4) . . ?
C3 C4 H4 121.0 . . ?
C20 C15 C14 110.2(3) . . ?
C16 C15 C20 121.4(3) . . ?
C16 C15 C14 128.4(3) . . ?
N1 C1 H1A 110.7 . . ?
N1 C1 H1B 110.7 . . ?
N1 C1 C2 105.1(3) . . ?
H1A C1 H1B 108.8 . . ?
C2 C1 H1A 110.7 . . ?
C2 C1 H1B 110.7 . . ?
N5 C21 N4 118.6(3) . . ?
N5 C21 N6 126.2(4) . . ?
N6 C21 N4 115.2(3) . . ?
C3 C2 C1 104.2(3) . . ?
C3 C2 H2A 110.9 . . ?
C3 C2 H2B 110.9 . . ?
C1 C2 H2A 110.9 . . ?
C1 C2 H2B 110.9 . . ?
H2A C2 H2B 108.9 . . ?
C7 C6 H6 119.9 . . ?
C5 C6 C7 120.3(3) . . ?
C5 C6 H6 119.9 . . ?
C19 C20 N4 129.5(3) . . ?
C15 C20 N4 110.1(3) . . ?
C15 C20 C19 120.3(3) . . ?
N2 C9 N1 118.4(3) . . ?
N3 C9 N1 115.4(3) . . ?
N3 C9 N2 126.2(4) . . ?
C15 C14 H14A 111.0 . . ?
C15 C14 H14B 111.0 . . ?
C15 C14 C13 103.8(3) . . ?
H14A C14 H14B 109.0 . . ?
C13 C14 H14A 111.0 . . ?
C13 C14 H14B 111.0 . . ?
C12 N3 C9 115.3(4) . . ?
N4 C13 C14 105.5(3) . . ?
N4 C13 H13A 110.6 . . ?
N4 C13 H13B 110.6 . . ?
C14 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
H13A C13 H13B 108.8 . . ?
C18 C17 Br2 119.1(3) . . ?
C18 C17 C16 121.9(3) . . ?
C16 C17 Br2 119.1(3) . . ?
C15 C16 C17 117.8(3) . . ?
C15 C16 H16 121.1 . . ?
C17 C16 H16 121.1 . . ?
N2 C10 H10 117.9 . . ?
N2 C10 C11 124.1(4) . . ?
C11 C10 H10 117.9 . . ?
N5 C22 H22 118.2 . . ?
N5 C22 C23 123.6(4) . . ?
C23 C22 H22 118.2 . . ?
N6 C24 H24 118.2 . . ?
N6 C24 C23 123.6(4) . . ?
C23 C24 H24 118.2 . . ?
N3 C12 H12 118.0 . . ?
N3 C12 C11 124.0(4) . . ?
C11 C12 H12 118.0 . . ?
C22 C23 C24 115.9(4) . . ?
C22 C23 H23 122.1 . . ?
C24 C23 H23 122.1 . . ?
C10 C11 C12 115.0(4) . . ?
C10 C11 H11 122.5 . . ?
C12 C11 H11 122.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br2 C17 C16 C15 -179.9(3) . . . . ?
Br1 C5 C4 C3 -179.9(3) . . . . ?
Br1 C5 C6 C7 179.3(3) . . . . ?
N1 C1 C2 C3 0.9(4) . . . . ?
N1 C9 N3 C12 179.7(5) . . . . ?
C18 C19 C20 N4 179.1(4) . . . . ?
C18 C19 C20 C15 -0.1(6) . . . . ?
C18 C17 C16 C15 0.0(6) . . . . ?
N2 C9 N3 C12 1.1(8) . . . . ?
N2 C10 C11 C12 -0.8(9) . . . . ?
C19 C18 C17 Br2 179.8(3) . . . . ?
C19 C18 C17 C16 -0.1(6) . . . . ?
N5 C22 C23 C24 1.7(11) . . . . ?
C8 C7 C6 C5 0.1(6) . . . . ?
C8 N1 C1 C2 -0.5(4) . . . . ?
C8 N1 C9 N2 1.3(6) . . . . ?
C8 N1 C9 N3 -177.5(4) . . . . ?
C8 C3 C4 C5 1.1(6) . . . . ?
C8 C3 C2 C1 -1.0(4) . . . . ?
N6 C24 C23 C22 -1.6(11) . . . . ?
C4 C5 C6 C7 1.0(6) . . . . ?
C4 C3 C8 C7 -0.1(6) . . . . ?
C4 C3 C8 N1 179.7(3) . . . . ?
C4 C3 C2 C1 -179.9(4) . . . . ?
C15 C14 C13 N4 -3.8(4) . . . . ?
C1 N1 C8 C7 179.7(4) . . . . ?
C1 N1 C8 C3 -0.1(4) . . . . ?
C1 N1 C9 N2 178.7(4) . . . . ?
C1 N1 C9 N3 0.0(6) . . . . ?
C21 N4 C20 C19 0.4(7) . . . . ?
C21 N4 C20 C15 179.6(4) . . . . ?
C21 N4 C13 C14 -177.9(4) . . . . ?
C21 N5 C22 C23 -1.0(9) . . . . ?
C21 N6 C24 C23 0.9(10) . . . . ?
C2 C3 C8 C7 -179.2(3) . . . . ?
C2 C3 C8 N1 0.7(4) . . . . ?
C2 C3 C4 C5 180.0(4) . . . . ?
C6 C7 C8 N1 179.7(4) . . . . ?
C6 C7 C8 C3 -0.5(6) . . . . ?
C6 C5 C4 C3 -1.6(6) . . . . ?
C20 N4 C21 N5 -2.0(7) . . . . ?
C20 N4 C21 N6 178.2(4) . . . . ?
C20 N4 C13 C14 3.9(4) . . . . ?
C20 C15 C14 C13 2.6(4) . . . . ?
C20 C15 C16 C17 0.1(6) . . . . ?
C9 N1 C8 C7 -2.6(7) . . . . ?
C9 N1 C8 C3 177.6(4) . . . . ?
C9 N1 C1 C2 -178.4(3) . . . . ?
C9 N2 C10 C11 1.6(8) . . . . ?
C9 N3 C12 C11 -0.2(10) . . . . ?
C14 C15 C20 N4 -0.3(4) . . . . ?
C14 C15 C20 C19 179.1(3) . . . . ?
C14 C15 C16 C17 -178.8(4) . . . . ?
N3 C12 C11 C10 0.1(10) . . . . ?
C13 N4 C21 N5 -179.8(4) . . . . ?
C13 N4 C21 N6 0.4(6) . . . . ?
C13 N4 C20 C19 178.4(4) . . . . ?
C13 N4 C20 C15 -2.4(4) . . . . ?
C17 C18 C19 C20 0.2(6) . . . . ?
C16 C15 C20 N4 -179.4(3) . . . . ?
C16 C15 C20 C19 -0.1(6) . . . . ?
C16 C15 C14 C13 -178.4(4) . . . . ?
C10 N2 C9 N1 179.6(4) . . . . ?
C10 N2 C9 N3 -1.8(7) . . . . ?
C22 N5 C21 N4 -179.6(5) . . . . ?
C22 N5 C21 N6 0.2(8) . . . . ?
C24 N6 C21 N4 179.7(5) . . . . ?
C24 N6 C21 N5 -0.1(8) . . . . ?

_olex2_date_sample_data_collection 2020-07-08
_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 2.305
_oxdiff_exptl_absorpt_empirical_full_min 0.804

