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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_7060-11415
_database_code_depnum_ccdc_archive 'CCDC 1974787'
loop_
_audit_author_name
_audit_author_address
'Olesya V. Khoroshilova'
;SPbSU
Russia
;
_audit_update_record             
;
2019-12-30 deposited with the CCDC.	2020-03-03 downloaded from the CCDC.
;
_audit_creation_date             2019-12-04
_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            pyrrole
_chemical_name_systematic        
1-(5-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-4-(4-bromophenyl)-2-methyl-1H-pyrrol-3-yl)ethan-1-one
_chemical_formula_moiety         '2(C20 H15 Br N4 O2)'
_chemical_formula_sum            'C40 H30 Br2 N8 O4'
_chemical_formula_weight         846.54
_chemical_melting_point          482-483
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'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.09300(10)
_cell_length_b                   13.15410(10)
_cell_length_c                   16.98630(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.8840(10)
_cell_angle_gamma                90
_cell_volume                     3542.44(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10691
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.9960
_cell_measurement_theta_min      5.7410
_shelx_estimated_absorpt_T_max   0.729
_shelx_estimated_absorpt_T_min   0.487
_exptl_absorpt_coefficient_mu    3.367
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60562
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysPlisPro 1.171.38.616 (Rigaku Oxford Diffraction, 2015)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1712
_exptl_crystal_preparation       'slow evaporation of acetonitrile'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24540
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.472
_diffrn_reflns_theta_min         3.496
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6525
_reflns_number_total             7008
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.359
_refine_diff_density_min         -0.814
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         7008
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0327
_refine_ls_restrained_S_all      1.033
_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)+(0.0486P)²+2.2667P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0891
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1A(H1A), N1(H1), C10A(H10A), C9A(H9A), C13A(H13A), C16A(H16A), C12A(H12A),
 C13(H13), C9(H9), C19(H19), C12(H12), C10(H10), C19A(H19A), C18A(H18A),
 C16(H16), C17A(H17A), C18(H18), C17(H17)
2.b Idealised Me refined as rotating group:
 C1(H1B,H1C,H1D), C1A(H1AA,H1AB,H1AC), C5(H5A,H5B,H5C), C5A(H5AA,H5AB,H5AC)
;
_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
Br1A Br 0.95503(2) 0.86532(2) 0.49624(2) 0.03174(8) Uani 1 1 d . . . . .
Br1 Br 0.62047(2) 0.85038(2) 0.03891(2) 0.03539(8) Uani 1 1 d . . . . .
O2A O 0.60960(8) 0.68645(11) 0.52913(7) 0.0205(3) Uani 1 1 d . . . . .
O2 O 0.60241(8) 1.01658(11) 0.36313(8) 0.0245(3) Uani 1 1 d . . . . .
O1 O 0.19378(9) 1.06348(12) 0.21414(8) 0.0270(3) Uani 1 1 d . . . . .
O1A O 0.62954(9) 0.57692(13) 0.15437(8) 0.0298(3) Uani 1 1 d . . . . .
N1A N 0.49280(9) 0.58203(11) 0.34395(8) 0.0157(3) Uani 1 1 d . . . . .
H1A H 0.441706 0.566591 0.351968 0.019 Uiso 1 1 calc R . . . .
N1 N 0.39751(9) 1.10303(11) 0.39813(9) 0.0156(3) Uani 1 1 d . . . . .
H1 H 0.405979 1.129381 0.446460 0.019 Uiso 1 1 calc R . . . .
N2A N 0.47643(10) 0.62708(11) 0.51473(9) 0.0162(3) Uani 1 1 d . . . . .
N2 N 0.57741(9) 1.10040(12) 0.47273(9) 0.0160(3) Uani 1 1 d . . . . .
N3A N 0.40337(10) 0.59024(12) 0.46897(9) 0.0194(3) Uani 1 1 d . . . . .
N4 N 0.56655(10) 1.17419(13) 0.58533(9) 0.0205(3) Uani 1 1 d . . . . .
N3 N 0.52322(10) 1.13679(12) 0.52093(9) 0.0180(3) Uani 1 1 d . . . . .
N4A N 0.34408(10) 0.59093(13) 0.51143(10) 0.0226(3) Uani 1 1 d . . . . .
C11A C 0.85379(11) 0.79381(15) 0.45698(11) 0.0203(4) Uani 1 1 d . . . . .
C20 C 0.65134(12) 1.16408(14) 0.58143(11) 0.0191(4) Uani 1 1 d . . . . .
C3 C 0.33434(11) 1.05083(14) 0.27848(10) 0.0168(3) Uani 1 1 d . . . . .
C2A C 0.52111(11) 0.56917(14) 0.27460(10) 0.0169(4) Uani 1 1 d . . . . .
C7 C 0.45969(11) 1.05903(13) 0.36236(10) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.32254(11) 1.10017(14) 0.34929(10) 0.0162(3) Uani 1 1 d . . . . .
C6 C 0.42172(11) 1.02499(14) 0.28721(10) 0.0162(3) Uani 1 1 d . . . . .
C14A C 0.55145(11) 0.64809(13) 0.48325(11) 0.0160(4) Uani 1 1 d . . . . .
C8 C 0.46725(11) 0.97929(14) 0.22674(10) 0.0178(4) Uani 1 1 d . . . . .
C3A C 0.60539(11) 0.60176(14) 0.28547(10) 0.0168(3) Uani 1 1 d . . . . .
C10A C 0.84395(12) 0.69513(15) 0.48242(11) 0.0203(4) Uani 1 1 d . . . . .
H10A H 0.887389 0.663197 0.519022 0.024 Uiso 1 1 calc R . . . .
C6A C 0.62663(11) 0.63718(13) 0.36535(11) 0.0158(4) Uani 1 1 d . . . . .
C7A C 0.55597(11) 0.62325(14) 0.40113(10) 0.0157(3) Uani 1 1 d . . . . .
C9A C 0.76971(12) 0.64372(14) 0.45363(11) 0.0182(4) Uani 1 1 d . . . . .
H9A H 0.762374 0.575890 0.470389 0.022 Uiso 1 1 calc R . . . .
C8A C 0.70574(11) 0.69084(14) 0.40026(10) 0.0159(3) Uani 1 1 d . . . . .
C4 C 0.26384(12) 1.02673(15) 0.21356(11) 0.0196(4) Uani 1 1 d . . . . .
C14 C 0.54908(11) 1.05488(14) 0.39609(10) 0.0168(4) Uani 1 1 d . . . . .
C15A C 0.46151(12) 0.65216(13) 0.58985(11) 0.0175(4) Uani 1 1 d . . . . .
C13A C 0.71661(12) 0.79081(14) 0.37697(11) 0.0195(4) Uani 1 1 d . . . . .
H13A H 0.672790 0.823773 0.341497 0.023 Uiso 1 1 calc R . . . .
C1 C 0.24637(12) 1.14271(15) 0.37622(12) 0.0222(4) Uani 1 1 d . . . . .
H1B H 0.209047 1.087034 0.386157 0.033 Uiso 1 1 calc GR . . . .
H1C H 0.216448 1.187497 0.334675 0.033 Uiso 1 1 calc GR . . . .
H1D H 0.263490 1.181584 0.425556 0.033 Uiso 1 1 calc GR . . . .
C16A C 0.51169(13) 0.69061(15) 0.65935(11) 0.0222(4) Uani 1 1 d . . . . .
H16A H 0.569872 0.705386 0.661911 0.027 Uiso 1 1 calc R . . . .
C1A C 0.46682(12) 0.52629(16) 0.20233(11) 0.0220(4) Uani 1 1 d . . . . .
H1AA H 0.417534 0.493201 0.217884 0.033 Uiso 1 1 calc GR . . . .
H1AB H 0.499091 0.476302 0.177200 0.033 Uiso 1 1 calc GR . . . .
H1AC H 0.448143 0.581165 0.164384 0.033 Uiso 1 1 calc GR . . . .
C15 C 0.65972(12) 1.11668(14) 0.50984(11) 0.0183(4) Uani 1 1 d . . . . .
C12A C 0.79109(13) 0.84289(15) 0.40520(11) 0.0213(4) Uani 1 1 d . . . . .
H12A H 0.798599 0.910960 0.389104 0.026 Uiso 1 1 calc R . . . .
C20A C 0.37666(13) 0.62915(14) 0.58685(11) 0.0207(4) Uani 1 1 d . . . . .
C13 C 0.49419(13) 0.87830(15) 0.23118(11) 0.0223(4) Uani 1 1 d . . . . .
H13 H 0.482322 0.836218 0.273336 0.027 Uiso 1 1 calc R . . . .
C11 C 0.55659(12) 0.90129(16) 0.11461(11) 0.0231(4) Uani 1 1 d . . . . .
C9 C 0.48446(14) 1.03939(15) 0.16423(12) 0.0263(4) Uani 1 1 d . . . . .
H9 H 0.464819 1.107601 0.159716 0.032 Uiso 1 1 calc R . . . .
C19 C 0.72162(13) 1.19534(16) 0.63699(12) 0.0265(4) Uani 1 1 d . . . . .
H19 H 0.715871 1.228562 0.685424 0.032 Uiso 1 1 calc R . . . .
C4A C 0.65991(12) 0.58863(15) 0.22477(11) 0.0201(4) Uani 1 1 d . . . . .
C12 C 0.53822(13) 0.83861(16) 0.17454(12) 0.0245(4) Uani 1 1 d . . . . .
H12 H 0.555400 0.769423 0.177040 0.029 Uiso 1 1 calc R . . . .
C10 C 0.52984(14) 1.00144(16) 0.10834(12) 0.0285(5) Uani 1 1 d . . . . .
H10 H 0.542376 1.043466 0.066424 0.034 Uiso 1 1 calc R . . . .
C19A C 0.33694(14) 0.64461(16) 0.65310(13) 0.0272(4) Uani 1 1 d . . . . .
H19A H 0.279003 0.628942 0.651201 0.033 Uiso 1 1 calc R . . . .
C18A C 0.38531(15) 0.68334(17) 0.72080(12) 0.0292(5) Uani 1 1 d . . . . .
H18A H 0.360309 0.695389 0.766690 0.035 Uiso 1 1 calc R . . . .
C16 C 0.73884(12) 1.09757(16) 0.48938(12) 0.0251(4) Uani 1 1 d . . . . .
H16 H 0.744927 1.066132 0.440339 0.030 Uiso 1 1 calc R . . . .
C17A C 0.47113(14) 0.70552(16) 0.72355(12) 0.0276(4) Uani 1 1 d . . . . .
H17A H 0.502525 0.731901 0.771689 0.033 Uiso 1 1 calc R . . . .
C5 C 0.27742(13) 0.95631(18) 0.14740(12) 0.0296(5) Uani 1 1 d . . . . .
H5A H 0.222762 0.932198 0.119090 0.044 Uiso 1 1 calc GR . . . .
H5B H 0.311467 0.898123 0.169919 0.044 Uiso 1 1 calc GR . . . .
H5C H 0.306902 0.992635 0.110005 0.044 Uiso 1 1 calc GR . . . .
C18 C 0.79937(13) 1.17496(18) 0.61709(14) 0.0317(5) Uani 1 1 d . . . . .
H18 H 0.848841 1.193675 0.653177 0.038 Uiso 1 1 calc R . . . .
C5A C 0.75413(13) 0.58357(19) 0.25109(13) 0.0310(5) Uani 1 1 d . . . . .
H5AA H 0.780242 0.555449 0.207796 0.046 Uiso 1 1 calc GR . . . .
H5AB H 0.767253 0.539906 0.298335 0.046 Uiso 1 1 calc GR . . . .
H5AC H 0.776159 0.652071 0.264254 0.046 Uiso 1 1 calc GR . . . .
C17 C 0.80740(13) 1.12722(17) 0.54481(14) 0.0308(5) Uani 1 1 d . . . . .
H17 H 0.862379 1.114844 0.533673 0.037 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
Br1A C11A 1.9002(18) . ?
Br1 C11 1.9008(18) . ?
O2A C14A 1.220(2) . ?
O2 C14 1.212(2) . ?
O1 C4 1.228(2) . ?
O1A C4A 1.221(2) . ?
N1A C2A 1.345(2) . ?
N1A C7A 1.390(2) . ?
N1 C7 1.383(2) . ?
N1 C2 1.342(2) . ?
N2A N3A 1.381(2) . ?
N2A C14A 1.429(2) . ?
N2A C15A 1.378(2) . ?
N2 N3 1.380(2) . ?
N2 C14 1.434(2) . ?
N2 C15 1.383(2) . ?
N3A N4A 1.291(2) . ?
N4 N3 1.290(2) . ?
N4 C20 1.384(2) . ?
N4A C20A 1.392(3) . ?
C11A C10A 1.386(3) . ?
C11A C12A 1.380(3) . ?
C20 C15 1.393(3) . ?
C20 C19 1.405(3) . ?
C3 C2 1.408(2) . ?
C3 C6 1.430(2) . ?
C3 C4 1.475(2) . ?
C2A C3A 1.404(2) . ?
C2A C1A 1.490(2) . ?
C7 C6 1.391(2) . ?
C7 C14 1.455(2) . ?
C2 C1 1.489(2) . ?
C6 C8 1.487(2) . ?
C14A C7A 1.447(2) . ?
C8 C13 1.395(3) . ?
C8 C9 1.389(3) . ?
C3A C6A 1.420(2) . ?
C3A C4A 1.474(2) . ?
C10A C9A 1.387(3) . ?
C6A C7A 1.390(3) . ?
C6A C8A 1.487(2) . ?
C9A C8A 1.395(3) . ?
C8A C13A 1.393(3) . ?
C4 C5 1.501(3) . ?
C15A C16A 1.405(3) . ?
C15A C20A 1.391(3) . ?
C13A C12A 1.392(3) . ?
C16A C17A 1.378(3) . ?
C15 C16 1.399(3) . ?
C20A C19A 1.401(3) . ?
C13 C12 1.391(3) . ?
C11 C12 1.381(3) . ?
C11 C10 1.384(3) . ?
C9 C10 1.386(3) . ?
C19 C18 1.377(3) . ?
C4A C5A 1.507(3) . ?
C19A C18A 1.371(3) . ?
C18A C17A 1.404(3) . ?
C16 C17 1.378(3) . ?
C18 C17 1.405(3) . ?

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
C2A N1A C7A 110.12(15) . . ?
C2 N1 C7 110.98(15) . . ?
N3A N2A C14A 123.34(15) . . ?
C15A N2A N3A 109.77(15) . . ?
C15A N2A C14A 126.36(16) . . ?
N3 N2 C14 123.26(15) . . ?
N3 N2 C15 109.22(14) . . ?
C15 N2 C14 127.51(15) . . ?
N4A N3A N2A 108.82(15) . . ?
N3 N4 C20 108.46(15) . . ?
N4 N3 N2 109.32(15) . . ?
N3A N4A C20A 108.60(16) . . ?
C10A C11A Br1A 119.42(15) . . ?
C12A C11A Br1A 118.77(15) . . ?
C12A C11A C10A 121.79(17) . . ?
N4 C20 C15 109.20(16) . . ?
N4 C20 C19 128.80(18) . . ?
C15 C20 C19 122.00(18) . . ?
C2 C3 C6 107.19(15) . . ?
C2 C3 C4 122.60(16) . . ?
C6 C3 C4 130.04(16) . . ?
N1A C2A C3A 108.14(15) . . ?
N1A C2A C1A 122.04(16) . . ?
C3A C2A C1A 129.83(16) . . ?
N1 C7 C6 107.50(15) . . ?
N1 C7 C14 125.70(16) . . ?
C6 C7 C14 126.72(16) . . ?
N1 C2 C3 107.59(15) . . ?
N1 C2 C1 119.98(16) . . ?
C3 C2 C1 132.41(17) . . ?
C3 C6 C8 128.10(16) . . ?
C7 C6 C3 106.73(15) . . ?
C7 C6 C8 124.96(16) . . ?
O2A C14A N2A 116.48(16) . . ?
O2A C14A C7A 123.34(17) . . ?
N2A C14A C7A 120.18(16) . . ?
C13 C8 C6 122.19(17) . . ?
C9 C8 C6 118.97(17) . . ?
C9 C8 C13 118.83(17) . . ?
C2A C3A C6A 107.13(16) . . ?
C2A C3A C4A 123.35(16) . . ?
C6A C3A C4A 129.22(17) . . ?
C11A C10A C9A 118.98(17) . . ?
C3A C6A C8A 125.87(16) . . ?
C7A C6A C3A 107.08(16) . . ?
C7A C6A C8A 126.64(16) . . ?
N1A C7A C14A 127.60(16) . . ?
N1A C7A C6A 107.52(15) . . ?
C6A C7A C14A 124.89(16) . . ?
C10A C9A C8A 120.49(18) . . ?
C9A C8A C6A 122.28(17) . . ?
C13A C8A C6A 118.39(16) . . ?
C13A C8A C9A 119.31(17) . . ?
O1 C4 C3 119.92(17) . . ?
O1 C4 C5 120.05(17) . . ?
C3 C4 C5 120.02(16) . . ?
O2 C14 N2 116.93(16) . . ?
O2 C14 C7 124.35(16) . . ?
N2 C14 C7 118.71(15) . . ?
N2A C15A C16A 134.24(18) . . ?
N2A C15A C20A 103.88(16) . . ?
C20A C15A C16A 121.87(17) . . ?
C12A C13A C8A 120.62(17) . . ?
C17A C16A C15A 115.74(19) . . ?
N2 C15 C20 103.80(16) . . ?
N2 C15 C16 134.47(18) . . ?
C20 C15 C16 121.72(18) . . ?
C11A C12A C13A 118.78(18) . . ?
N4A C20A C19A 129.78(19) . . ?
C15A C20A N4A 108.93(16) . . ?
C15A C20A C19A 121.29(19) . . ?
C12 C13 C8 120.69(18) . . ?
C12 C11 Br1 119.83(16) . . ?
C12 C11 C10 121.46(18) . . ?
C10 C11 Br1 118.70(15) . . ?
C10 C9 C8 121.07(19) . . ?
C18 C19 C20 116.0(2) . . ?
O1A C4A C3A 120.88(17) . . ?
O1A C4A C5A 119.87(17) . . ?
C3A C4A C5A 119.15(16) . . ?
C11 C12 C13 119.00(19) . . ?
C11 C10 C9 118.90(19) . . ?
C18A C19A C20A 117.1(2) . . ?
C19A C18A C17A 121.24(19) . . ?
C17 C16 C15 115.8(2) . . ?
C16A C17A C18A 122.74(19) . . ?
C19 C18 C17 121.69(19) . . ?
C16 C17 C18 122.7(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
