# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1982766'
loop_
_audit_author_name
_audit_author_address
'Hui Xu'
;Anuhui Polytechnic University
China
;
_audit_update_record             
;
2020-02-08 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;
_audit_creation_date             2020-01-14
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H23 Br N4 O3'
_chemical_formula_sum            'C27 H23 Br N4 O3'
_chemical_formula_weight         531.40
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.3195(3)
_cell_length_b                   18.8155(8)
_cell_length_c                   30.0395(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4702.2(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9949
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.445
_cell_measurement_theta_min      2.554
_shelx_estimated_absorpt_T_max   0.842
_shelx_estimated_absorpt_T_min   0.775
_exptl_absorpt_coefficient_mu    1.787
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1001 before and 0.0505 after correction.
The Ratio of minimum to maximum transmission is 0.5614.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2176
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            30027
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.269
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4439
_reflns_number_total             5385
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5385
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.036
_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)+(0.0303P)²+3.1381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0796
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12),
 C13(H13), C18(H18), C19(H19), C20(H20), C21(H21)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
;
_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 0.45832(3) 0.53853(2) 0.68517(2) 0.02861(7) Uani 1 1 d . . . . .
O1 O 0.34534(19) 0.32073(8) 0.69202(5) 0.0355(4) Uani 1 1 d . . . . .
O2 O 0.19196(17) 0.46436(7) 0.57103(5) 0.0279(3) Uani 1 1 d . . . . .
O3 O -0.0154(2) 0.49752(10) 0.70863(6) 0.0439(4) Uani 1 1 d . . . . .
N1 N 0.16627(18) 0.40913(8) 0.70097(5) 0.0214(3) Uani 1 1 d . . . . .
N2 N 0.08223(19) 0.47881(9) 0.63924(6) 0.0237(4) Uani 1 1 d . . . . .
N3 N 0.26330(17) 0.32722(8) 0.60048(5) 0.0185(3) Uani 1 1 d . . . . .
N4 N 0.53148(17) 0.34625(8) 0.59245(5) 0.0185(3) Uani 1 1 d . . . . .
C1 C 0.8219(3) 0.20321(12) 0.71516(8) 0.0362(5) Uani 1 1 d . . . . .
H1 H 0.850922 0.177986 0.741354 0.043 Uiso 1 1 calc R U . . .
C2 C 0.9298(3) 0.24919(13) 0.69543(9) 0.0399(6) Uani 1 1 d . . . . .
H2 H 1.034071 0.255012 0.707783 0.048 Uiso 1 1 calc R U . . .
C3 C 0.8865(2) 0.28684(11) 0.65773(8) 0.0322(5) Uani 1 1 d . . . . .
H3 H 0.961613 0.318282 0.644340 0.039 Uiso 1 1 calc R U . . .
C4 C 0.7341(2) 0.27915(9) 0.63921(7) 0.0213(4) Uani 1 1 d . . . . .
C5 C 0.6278(2) 0.23193(11) 0.65892(7) 0.0269(4) Uani 1 1 d . . . . .
H5 H 0.523856 0.225447 0.646470 0.032 Uiso 1 1 calc R U . . .
C6 C 0.6715(3) 0.19416(12) 0.69652(8) 0.0329(5) Uani 1 1 d . . . . .
H6 H 0.597697 0.161801 0.709604 0.040 Uiso 1 1 calc R U . . .
C7 C 0.6953(2) 0.31815(10) 0.59642(7) 0.0220(4) Uani 1 1 d . . . . .
H7A H 0.771531 0.358244 0.593289 0.026 Uiso 1 1 calc R U . . .
H7B H 0.714552 0.285367 0.571198 0.026 Uiso 1 1 calc R U . . .
C8 C 0.5058(2) 0.17933(12) 0.49090(7) 0.0295(5) Uani 1 1 d . . . . .
H8 H 0.574226 0.177250 0.465621 0.035 Uiso 1 1 calc R U . . .
C9 C 0.5025(2) 0.23978(11) 0.51716(7) 0.0240(4) Uani 1 1 d . . . . .
H9 H 0.568086 0.279373 0.509715 0.029 Uiso 1 1 calc R U . . .
C10 C 0.4033(2) 0.24269(9) 0.55450(6) 0.0184(4) Uani 1 1 d . . . . .
C11 C 0.3026(2) 0.18576(10) 0.56414(7) 0.0225(4) Uani 1 1 d . . . . .
H11 H 0.232034 0.188055 0.588951 0.027 Uiso 1 1 calc R U . . .
C12 C 0.3055(2) 0.12563(10) 0.53747(7) 0.0278(4) Uani 1 1 d . . . . .
H12 H 0.236004 0.086887 0.543890 0.033 Uiso 1 1 calc R U . . .
C13 C 0.4091(2) 0.12188(11) 0.50156(7) 0.0295(5) Uani 1 1 d . . . . .
H13 H 0.413924 0.079787 0.484150 0.035 Uiso 1 1 calc R U . . .
C14 C 0.3969(2) 0.30595(9) 0.58379(6) 0.0160(3) Uani 1 1 d . . . . .
C15 C 0.4851(2) 0.40582(9) 0.62080(6) 0.0170(4) Uani 1 1 d . . . . .
H15 H 0.540877 0.400768 0.650120 0.020 Uiso 1 1 calc R U . . .
C16 C 0.2990(2) 0.39032(9) 0.62776(6) 0.0171(4) Uani 1 1 d . . . . .
C17 C 0.5322(2) 0.47699(9) 0.60040(6) 0.0183(4) Uani 1 1 d . . . . .
C18 C 0.5892(2) 0.48161(10) 0.55698(7) 0.0235(4) Uani 1 1 d . . . . .
H18 H 0.592261 0.439898 0.539186 0.028 Uiso 1 1 calc R U . . .
C19 C 0.6417(2) 0.54527(11) 0.53891(7) 0.0272(4) Uani 1 1 d . . . . .
H19 H 0.681235 0.546762 0.509250 0.033 Uiso 1 1 calc R U . . .
C20 C 0.6363(2) 0.60681(11) 0.56430(7) 0.0286(4) Uani 1 1 d . . . . .
H20 H 0.672308 0.650593 0.552109 0.034 Uiso 1 1 calc R U . . .
C21 C 0.5784(2) 0.60421(10) 0.60744(7) 0.0245(4) Uani 1 1 d . . . . .
H21 H 0.573166 0.646235 0.624915 0.029 Uiso 1 1 calc R U . . .
C22 C 0.5282(2) 0.53990(9) 0.62493(6) 0.0198(4) Uani 1 1 d . . . . .
C23 C 0.2724(2) 0.36995(10) 0.67614(6) 0.0207(4) Uani 1 1 d . . . . .
C24 C 0.1895(2) 0.44827(9) 0.60988(6) 0.0194(4) Uani 1 1 d . . . . .
C25 C 0.0734(2) 0.46421(11) 0.68464(7) 0.0256(4) Uani 1 1 d . . . . .
C26 C -0.0266(3) 0.53412(12) 0.62221(9) 0.0370(5) Uani 1 1 d . . . . .
H26A H 0.019117 0.581101 0.628403 0.055 Uiso 1 1 calc R U . . .
H26B H -0.131365 0.529880 0.636883 0.055 Uiso 1 1 calc R U . . .
H26C H -0.040004 0.528241 0.590012 0.055 Uiso 1 1 calc R U . . .
C27 C 0.1532(3) 0.39430(12) 0.74888(7) 0.0324(5) Uani 1 1 d . . . . .
H27A H 0.215607 0.351649 0.756103 0.049 Uiso 1 1 calc R U . . .
H27B H 0.040224 0.386572 0.756688 0.049 Uiso 1 1 calc R U . . .
H27C H 0.195232 0.434802 0.765776 0.049 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 C22 1.901(2) . ?
O1 C23 1.206(2) . ?
O2 C24 1.206(2) . ?
O3 C25 1.207(2) . ?
N1 C23 1.371(2) . ?
N1 C25 1.383(3) . ?
N1 C27 1.470(3) . ?
N2 C24 1.380(2) . ?
N2 C25 1.393(3) . ?
N2 C26 1.471(2) . ?
N3 C14 1.284(2) . ?
N3 C16 1.473(2) . ?
N4 C7 1.467(2) . ?
N4 C14 1.377(2) . ?
N4 C15 1.459(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.380(4) . ?
C1 C6 1.382(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(3) . ?
C4 C5 1.387(3) . ?
C4 C7 1.515(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8 0.9500 . ?
C8 C9 1.385(3) . ?
C8 C13 1.385(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(3) . ?
C10 C11 1.390(3) . ?
C10 C14 1.481(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.387(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(3) . ?
C13 H13 0.9500 . ?
C15 H15 1.0000 . ?
C15 C16 1.589(2) . ?
C15 C17 1.524(2) . ?
C16 C23 1.519(3) . ?
C16 C24 1.519(2) . ?
C17 C18 1.391(3) . ?
C17 C22 1.395(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.383(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

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
C23 N1 C25 124.75(17) . . ?
C23 N1 C27 118.56(16) . . ?
C25 N1 C27 116.64(16) . . ?
C24 N2 C25 125.29(16) . . ?
C24 N2 C26 118.06(18) . . ?
C25 N2 C26 116.57(17) . . ?
C14 N3 C16 107.09(14) . . ?
C14 N4 C7 124.91(15) . . ?
C14 N4 C15 108.57(14) . . ?
C15 N4 C7 118.36(15) . . ?
C2 C1 H1 120.3 . . ?
C2 C1 C6 119.5(2) . . ?
C6 C1 H1 120.3 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C7 118.89(18) . . ?
C5 C4 C3 118.48(19) . . ?
C5 C4 C7 122.45(17) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.67(19) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 120.4(2) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
N4 C7 C4 116.21(15) . . ?
N4 C7 H7A 108.2 . . ?
N4 C7 H7B 108.2 . . ?
C4 C7 H7A 108.2 . . ?
C4 C7 H7B 108.2 . . ?
H7A C7 H7B 107.4 . . ?
C9 C8 H8 120.1 . . ?
C9 C8 C13 119.9(2) . . ?
C13 C8 H8 120.1 . . ?
C8 C9 H9 119.9 . . ?
C8 C9 C10 120.16(18) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C14 122.05(16) . . ?
C11 C10 C9 119.61(17) . . ?
C11 C10 C14 118.30(17) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.89(19) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.20(19) . . ?
C13 C12 H12 119.9 . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.18(19) . . ?
C12 C13 H13 119.9 . . ?
N3 C14 N4 117.30(16) . . ?
N3 C14 C10 120.90(16) . . ?
N4 C14 C10 121.73(15) . . ?
N4 C15 H15 108.6 . . ?
N4 C15 C16 101.14(13) . . ?
N4 C15 C17 111.87(15) . . ?
C16 C15 H15 108.6 . . ?
C17 C15 H15 108.6 . . ?
C17 C15 C16 117.69(14) . . ?
N3 C16 C15 105.73(13) . . ?
N3 C16 C23 107.44(14) . . ?
N3 C16 C24 105.12(14) . . ?
C23 C16 C15 108.32(14) . . ?
C24 C16 C15 113.94(14) . . ?
C24 C16 C23 115.58(15) . . ?
C18 C17 C15 121.31(17) . . ?
C18 C17 C22 116.79(17) . . ?
C22 C17 C15 121.82(17) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 C17 121.94(18) . . ?
C19 C18 H18 119.0 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.7(2) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.80(18) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.45(19) . . ?
C22 C21 H21 120.3 . . ?
C17 C22 Br1 119.92(14) . . ?
C21 C22 Br1 117.74(14) . . ?
C21 C22 C17 122.30(19) . . ?
O1 C23 N1 121.48(18) . . ?
O1 C23 C16 119.91(17) . . ?
N1 C23 C16 118.61(16) . . ?
O2 C24 N2 121.65(17) . . ?
O2 C24 C16 120.82(17) . . ?
N2 C24 C16 117.44(17) . . ?
O3 C25 N1 121.3(2) . . ?
O3 C25 N2 120.96(19) . . ?
N1 C25 N2 117.74(17) . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N1 C27 H27A 109.5 . . ?
N1 C27 H27B 109.5 . . ?
N1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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
N3 C16 C23 O1 57.3(2) . . . . ?
N3 C16 C23 N1 -123.54(17) . . . . ?
N3 C16 C24 O2 -55.7(2) . . . . ?
N3 C16 C24 N2 120.93(17) . . . . ?
N4 C15 C16 N3 -3.36(17) . . . . ?
N4 C15 C16 C23 111.56(16) . . . . ?
N4 C15 C16 C24 -118.30(16) . . . . ?
N4 C15 C17 C18 9.1(2) . . . . ?
N4 C15 C17 C22 -167.55(16) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C1 C6 C5 -1.4(3) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C2 C3 C4 C7 -176.5(2) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C3 C4 C7 N4 -143.06(18) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C5 C4 C7 N4 41.8(2) . . . . ?
C6 C1 C2 C3 1.1(4) . . . . ?
C7 N4 C14 N3 148.77(18) . . . . ?
C7 N4 C14 C10 -34.4(3) . . . . ?
C7 N4 C15 C16 -148.55(15) . . . . ?
C7 N4 C15 C17 85.34(19) . . . . ?
C7 C4 C5 C6 176.08(19) . . . . ?
C8 C9 C10 C11 -2.7(3) . . . . ?
C8 C9 C10 C14 179.43(18) . . . . ?
C9 C8 C13 C12 2.1(3) . . . . ?
C9 C10 C11 C12 2.1(3) . . . . ?
C9 C10 C14 N3 141.24(19) . . . . ?
C9 C10 C14 N4 -35.5(3) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C11 C10 C14 N3 -36.6(3) . . . . ?
C11 C10 C14 N4 146.63(18) . . . . ?
C11 C12 C13 C8 -2.7(3) . . . . ?
C13 C8 C9 C10 0.6(3) . . . . ?
C14 N3 C16 C15 4.08(19) . . . . ?
C14 N3 C16 C23 -111.44(16) . . . . ?
C14 N3 C16 C24 124.94(16) . . . . ?
C14 N4 C7 C4 -75.4(2) . . . . ?
C14 N4 C15 C16 1.60(18) . . . . ?
C14 N4 C15 C17 -124.51(16) . . . . ?
C14 C10 C11 C12 -179.93(17) . . . . ?
C15 N4 C7 C4 69.5(2) . . . . ?
C15 N4 C14 N3 1.0(2) . . . . ?
C15 N4 C14 C10 177.89(16) . . . . ?
C15 C16 C23 O1 -56.5(2) . . . . ?
C15 C16 C23 N1 122.66(17) . . . . ?
C15 C16 C24 O2 59.6(2) . . . . ?
C15 C16 C24 N2 -123.77(17) . . . . ?
C15 C17 C18 C19 -175.98(17) . . . . ?
C15 C17 C22 Br1 -1.3(2) . . . . ?
C15 C17 C22 C21 176.64(16) . . . . ?
C16 N3 C14 N4 -3.4(2) . . . . ?
C16 N3 C14 C10 179.74(16) . . . . ?
C16 C15 C17 C18 -107.4(2) . . . . ?
C16 C15 C17 C22 76.0(2) . . . . ?
C17 C15 C16 N3 118.79(17) . . . . ?
C17 C15 C16 C23 -126.30(17) . . . . ?
C17 C15 C16 C24 3.8(2) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C17 C22 Br1 -178.10(13) . . . . ?
C18 C17 C22 C21 -0.2(3) . . . . ?
C18 C19 C20 C21 -0.1(3) . . . . ?
C19 C20 C21 C22 0.7(3) . . . . ?
C20 C21 C22 Br1 177.36(14) . . . . ?
C20 C21 C22 C17 -0.6(3) . . . . ?
C22 C17 C18 C19 0.8(3) . . . . ?
C23 N1 C25 O3 -178.4(2) . . . . ?
C23 N1 C25 N2 3.3(3) . . . . ?
C23 C16 C24 O2 -174.01(17) . . . . ?
C23 C16 C24 N2 2.7(2) . . . . ?
C24 N2 C25 O3 173.9(2) . . . . ?
C24 N2 C25 N1 -7.8(3) . . . . ?
C24 C16 C23 O1 174.27(17) . . . . ?
C24 C16 C23 N1 -6.6(2) . . . . ?
C25 N1 C23 O1 -177.08(19) . . . . ?
C25 N1 C23 C16 3.8(3) . . . . ?
C25 N2 C24 O2 -178.79(18) . . . . ?
C25 N2 C24 C16 4.6(3) . . . . ?
C26 N2 C24 O2 -2.3(3) . . . . ?
C26 N2 C24 C16 -178.93(17) . . . . ?
C26 N2 C25 O3 -2.6(3) . . . . ?
C26 N2 C25 N1 175.64(18) . . . . ?
C27 N1 C23 O1 5.5(3) . . . . ?
C27 N1 C23 C16 -173.60(17) . . . . ?
C27 N1 C25 O3 -1.0(3) . . . . ?
C27 N1 C25 N2 -179.30(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
