# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1936535'
loop_
_audit_author_name
_audit_author_address
'Hongwu Zhao'
;Beijing University of Technology
China
;
_audit_update_record             
;
2019-06-26 deposited with the CCDC.	2019-10-21 downloaded from the CCDC.
;
_audit_creation_date             2019-06-11
_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            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H22 Br F3 N4 O4'
_chemical_formula_sum            'C26 H22 Br F3 N4 O4'
_chemical_formula_weight         591.38
_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'
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'
F F 0.0171 0.0103 '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'

_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                   9.2204(18)
_cell_length_b                   24.665(5)
_cell_length_c                   11.584(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.11(3)
_cell_angle_gamma                90
_cell_volume                     2543.4(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5868
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.8984
_cell_measurement_theta_min      1.6512
_shelx_estimated_absorpt_T_max   0.824
_shelx_estimated_absorpt_T_min   0.730
_exptl_absorpt_coefficient_mu    1.679
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25176
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.888
_diffrn_reflns_theta_min         1.651
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4597
_reflns_number_total             6038
_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       crystalclear
_computing_data_collection       crystalclear
_computing_data_reduction        crystalclear
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.666
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       0.0082(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         6038
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.047
_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)+(0.0699P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1370
_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. Restrained distances
 N2-H2
 0.9 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C25(H25)
3.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C18(H18A,H18B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
3.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.18847(4) 0.45721(2) 0.58952(3) 0.03786(14) Uani 1 1 d . . . . .
F1 F -0.3897(2) 0.42200(10) 0.62949(19) 0.0588(6) Uani 1 1 d . . . . .
F2 F -0.2353(2) 0.48681(8) 0.69932(19) 0.0523(6) Uani 1 1 d . . . . .
F3 F -0.3706(2) 0.45226(8) 0.80576(18) 0.0459(5) Uani 1 1 d . . . . .
O1 O -0.0726(2) 0.28469(8) 0.81982(19) 0.0349(5) Uani 1 1 d . . . . .
O2 O 0.2554(2) 0.33964(7) 0.87220(17) 0.0261(4) Uani 1 1 d . . . . .
O3 O 0.1472(3) 0.39194(8) 1.02700(18) 0.0355(5) Uani 1 1 d . . . . .
O4 O -0.1421(2) 0.40870(7) 0.98072(18) 0.0300(5) Uani 1 1 d . . . . .
N1 N 0.0445(3) 0.26243(9) 0.6730(2) 0.0330(6) Uani 1 1 d . . . . .
N2 N -0.0922(3) 0.38985(10) 0.6828(2) 0.0264(5) Uani 1 1 d D . . . .
H2 H -0.063(3) 0.4207(7) 0.656(2) 0.032 Uiso 1 1 d DR . . . .
N3 N 0.1396(3) 0.37817(9) 0.82965(19) 0.0229(5) Uani 1 1 d . . . . .
N4 N -0.0686(3) 0.41653(9) 0.8872(2) 0.0247(5) Uani 1 1 d . . . . .
C1 C -0.0062(3) 0.29651(11) 0.7455(3) 0.0285(6) Uani 1 1 d . . . . .
C2 C 0.0377(3) 0.35535(11) 0.7201(2) 0.0234(6) Uani 1 1 d . . . . .
C3 C 0.1195(3) 0.34668(12) 0.6241(2) 0.0263(6) Uani 1 1 d . . . . .
C4 C 0.1907(3) 0.38115(13) 0.5639(3) 0.0316(7) Uani 1 1 d . . . . .
C5 C 0.2656(4) 0.36067(15) 0.4825(3) 0.0403(8) Uani 1 1 d . . . . .
H5 H 0.314286 0.384404 0.439934 0.048 Uiso 1 1 calc R . . . .
C6 C 0.2673(4) 0.30495(15) 0.4652(3) 0.0466(9) Uani 1 1 d . . . . .
H6 H 0.319943 0.291104 0.411135 0.056 Uiso 1 1 calc R . . . .
C7 C 0.1955(4) 0.26855(14) 0.5234(3) 0.0412(8) Uani 1 1 d . . . . .
H7 H 0.197119 0.230600 0.509853 0.049 Uiso 1 1 calc R . . . .
C8 C 0.1214(3) 0.29060(12) 0.6025(3) 0.0317(7) Uani 1 1 d . . . . .
C9 C 0.0238(4) 0.20379(12) 0.6707(3) 0.0477(9) Uani 1 1 d . . . . .
H9A H -0.025021 0.193215 0.732989 0.072 Uiso 1 1 calc GR . . . .
H9B H 0.121751 0.185889 0.685196 0.072 Uiso 1 1 calc GR . . . .
H9C H -0.039362 0.192861 0.592303 0.072 Uiso 1 1 calc GR . . . .
C10 C 0.4015(3) 0.36233(12) 0.8763(3) 0.0307(7) Uani 1 1 d . . . . .
H10A H 0.428211 0.391306 0.937341 0.037 Uiso 1 1 calc R . . . .
H10B H 0.403981 0.377358 0.797623 0.037 Uiso 1 1 calc R . . . .
C11 C 0.5057(3) 0.31477(11) 0.9092(3) 0.0280(6) Uani 1 1 d . . . . .
C12 C 0.5747(3) 0.30419(12) 1.0289(3) 0.0325(7) Uani 1 1 d . . . . .
H12 H 0.564247 0.329071 1.088844 0.039 Uiso 1 1 calc R . . . .
C13 C 0.6588(4) 0.25739(13) 1.0608(3) 0.0365(7) Uani 1 1 d . . . . .
H13 H 0.704722 0.250250 1.142796 0.044 Uiso 1 1 calc R . . . .
C14 C 0.6766(4) 0.22106(13) 0.9751(3) 0.0356(7) Uani 1 1 d . . . . .
H14 H 0.734224 0.189020 0.997634 0.043 Uiso 1 1 calc R . . . .
C15 C 0.6094(4) 0.23186(13) 0.8557(3) 0.0378(8) Uani 1 1 d . . . . .
H15 H 0.621423 0.207183 0.795934 0.045 Uiso 1 1 calc R . . . .
C16 C 0.5251(4) 0.27828(13) 0.8232(3) 0.0340(7) Uani 1 1 d . . . . .
H16 H 0.479885 0.285351 0.741123 0.041 Uiso 1 1 calc R . . . .
C17 C 0.0775(3) 0.39342(10) 0.9240(3) 0.0265(6) Uani 1 1 d . . . . .
C18 C -0.1291(4) 0.45757(11) 1.0535(3) 0.0343(7) Uani 1 1 d . . . . .
H18A H -0.179022 0.488648 1.004968 0.041 Uiso 1 1 calc R . . . .
H18B H -0.022383 0.466817 1.089361 0.041 Uiso 1 1 calc R . . . .
C19 C -0.2066(4) 0.44341(11) 1.1485(3) 0.0279(6) Uani 1 1 d . . . . .
C20 C -0.1251(4) 0.42156(12) 1.2560(3) 0.0362(7) Uani 1 1 d . . . . .
H20 H -0.019699 0.416684 1.270280 0.043 Uiso 1 1 calc R . . . .
C21 C -0.1968(4) 0.40665(13) 1.3434(3) 0.0437(9) Uani 1 1 d . . . . .
H21 H -0.140082 0.391785 1.416942 0.052 Uiso 1 1 calc R . . . .
C22 C -0.3484(5) 0.41337(13) 1.3234(3) 0.0439(9) Uani 1 1 d . . . . .
H22 H -0.396942 0.402893 1.382925 0.053 Uiso 1 1 calc R . . . .
C23 C -0.4314(4) 0.43539(13) 1.2169(3) 0.0422(8) Uani 1 1 d . . . . .
H23 H -0.536725 0.440245 1.203047 0.051 Uiso 1 1 calc R . . . .
C24 C -0.3596(4) 0.45036(11) 1.1303(3) 0.0348(7) Uani 1 1 d . . . . .
H24 H -0.416681 0.465648 1.057306 0.042 Uiso 1 1 calc R . . . .
C25 C -0.1711(3) 0.39783(11) 0.7749(3) 0.0263(6) Uani 1 1 d . . . . .
H25 H -0.219194 0.363013 0.789148 0.032 Uiso 1 1 calc R . . . .
C26 C -0.2920(4) 0.44012(13) 0.7271(3) 0.0357(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 C4 1.900(3) . ?
F1 C26 1.326(4) . ?
F2 C26 1.338(4) . ?
F3 C26 1.338(3) . ?
O1 C1 1.214(3) . ?
O2 N3 1.418(3) . ?
O2 C10 1.448(3) . ?
O3 C17 1.199(3) . ?
O4 N4 1.432(3) . ?
O4 C18 1.458(3) . ?
N1 C1 1.355(4) . ?
N1 C8 1.398(4) . ?
N1 C9 1.458(4) . ?
N2 H2 0.891(10) . ?
N2 C2 1.441(3) . ?
N2 C25 1.452(3) . ?
N3 C2 1.479(3) . ?
N3 C17 1.411(3) . ?
N4 C17 1.422(4) . ?
N4 C25 1.469(4) . ?
C1 C2 1.555(4) . ?
C2 C3 1.513(4) . ?
C3 C4 1.371(4) . ?
C3 C8 1.407(4) . ?
C4 C5 1.400(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.390(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.501(4) . ?
C11 C12 1.392(4) . ?
C11 C16 1.388(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(4) . ?
C16 H16 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.502(4) . ?
C19 C20 1.385(4) . ?
C19 C24 1.382(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.395(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.366(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.382(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.387(5) . ?
C24 H24 0.9500 . ?
C25 H25 1.0000 . ?
C25 C26 1.522(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
N3 O2 C10 111.22(19) . . ?
N4 O4 C18 109.97(19) . . ?
C1 N1 C8 111.3(2) . . ?
C1 N1 C9 124.2(3) . . ?
C8 N1 C9 124.5(3) . . ?
C2 N2 H2 108(2) . . ?
C2 N2 C25 113.3(2) . . ?
C25 N2 H2 114(2) . . ?
O2 N3 C2 107.18(19) . . ?
C17 N3 O2 109.3(2) . . ?
C17 N3 C2 118.1(2) . . ?
O4 N4 C25 107.8(2) . . ?
C17 N4 O4 108.5(2) . . ?
C17 N4 C25 118.7(2) . . ?
O1 C1 N1 127.5(3) . . ?
O1 C1 C2 124.2(2) . . ?
N1 C1 C2 108.2(2) . . ?
N2 C2 N3 109.0(2) . . ?
N2 C2 C1 111.8(2) . . ?
N2 C2 C3 113.4(2) . . ?
N3 C2 C1 109.3(2) . . ?
N3 C2 C3 110.9(2) . . ?
C3 C2 C1 102.2(2) . . ?
C4 C3 C2 133.1(3) . . ?
C4 C3 C8 119.3(3) . . ?
C8 C3 C2 107.5(2) . . ?
C3 C4 Br1 120.4(2) . . ?
C3 C4 C5 120.3(3) . . ?
C5 C4 Br1 119.3(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 H5 120.7 . . ?
C5 C6 H6 118.5 . . ?
C5 C6 C7 123.0(3) . . ?
C7 C6 H6 118.5 . . ?
C6 C7 H7 121.8 . . ?
C8 C7 C6 116.5(3) . . ?
C8 C7 H7 121.8 . . ?
N1 C8 C3 110.7(2) . . ?
C7 C8 N1 127.1(3) . . ?
C7 C8 C3 122.2(3) . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O2 C10 H10A 111.0 . . ?
O2 C10 H10B 111.0 . . ?
O2 C10 C11 103.6(2) . . ?
H10A C10 H10B 109.0 . . ?
C11 C10 H10A 111.0 . . ?
C11 C10 H10B 111.0 . . ?
C12 C11 C10 119.7(3) . . ?
C16 C11 C10 121.2(3) . . ?
C16 C11 C12 118.8(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.8 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.7(3) . . ?
C15 C16 H16 119.6 . . ?
O3 C17 N3 122.8(3) . . ?
O3 C17 N4 122.0(3) . . ?
N3 C17 N4 114.7(2) . . ?
O4 C18 H18A 110.9 . . ?
O4 C18 H18B 110.9 . . ?
O4 C18 C19 104.4(2) . . ?
H18A C18 H18B 108.9 . . ?
C19 C18 H18A 110.9 . . ?
C19 C18 H18B 110.9 . . ?
C20 C19 C18 120.0(3) . . ?
C24 C19 C18 121.4(3) . . ?
C24 C19 C20 118.6(3) . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(3) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.1(3) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.5(3) . . ?
C24 C23 H23 120.2 . . ?
C19 C24 C23 121.1(3) . . ?
C19 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
N2 C25 N4 111.3(2) . . ?
N2 C25 H25 109.5 . . ?
N2 C25 C26 106.6(2) . . ?
N4 C25 H25 109.5 . . ?
N4 C25 C26 110.4(2) . . ?
C26 C25 H25 109.5 . . ?
F1 C26 F2 107.8(3) . . ?
F1 C26 F3 106.8(3) . . ?
F1 C26 C25 110.5(3) . . ?
F2 C26 C25 112.5(3) . . ?
F3 C26 F2 106.6(3) . . ?
F3 C26 C25 112.4(3) . . ?

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
Br1 C4 C5 C6 179.5(3) . . . . ?
O1 C1 C2 N2 -59.7(4) . . . . ?
O1 C1 C2 N3 61.0(4) . . . . ?
O1 C1 C2 C3 178.6(3) . . . . ?
O2 N3 C2 N2 172.4(2) . . . . ?
O2 N3 C2 C1 50.0(3) . . . . ?
O2 N3 C2 C3 -62.0(3) . . . . ?
O2 N3 C17 O3 27.3(3) . . . . ?
O2 N3 C17 N4 -159.5(2) . . . . ?
O2 C10 C11 C12 -91.6(3) . . . . ?
O2 C10 C11 C16 82.9(3) . . . . ?
O4 N4 C17 O3 -31.1(3) . . . . ?
O4 N4 C17 N3 155.6(2) . . . . ?
O4 N4 C25 N2 -163.8(2) . . . . ?
O4 N4 C25 C26 78.0(3) . . . . ?
O4 C18 C19 C20 91.2(3) . . . . ?
O4 C18 C19 C24 -87.1(3) . . . . ?
N1 C1 C2 N2 121.3(3) . . . . ?
N1 C1 C2 N3 -117.9(3) . . . . ?
N1 C1 C2 C3 -0.3(3) . . . . ?
N2 C2 C3 C4 61.5(4) . . . . ?
N2 C2 C3 C8 -121.4(3) . . . . ?
N2 C25 C26 F1 62.6(3) . . . . ?
N2 C25 C26 F2 -57.9(3) . . . . ?
N2 C25 C26 F3 -178.2(2) . . . . ?
N3 O2 C10 C11 -173.8(2) . . . . ?
N3 C2 C3 C4 -61.6(4) . . . . ?
N3 C2 C3 C8 115.6(3) . . . . ?
N4 O4 C18 C19 -178.6(2) . . . . ?
N4 C25 C26 F1 -176.3(2) . . . . ?
N4 C25 C26 F2 63.1(3) . . . . ?
N4 C25 C26 F3 -57.2(3) . . . . ?
C1 N1 C8 C3 -2.1(4) . . . . ?
C1 N1 C8 C7 176.0(3) . . . . ?
C1 C2 C3 C4 -178.0(3) . . . . ?
C1 C2 C3 C8 -0.9(3) . . . . ?
C2 N2 C25 N4 52.8(3) . . . . ?
C2 N2 C25 C26 173.2(2) . . . . ?
C2 N3 C17 O3 150.1(3) . . . . ?
C2 N3 C17 N4 -36.7(3) . . . . ?
C2 C3 C4 Br1 -3.8(5) . . . . ?
C2 C3 C4 C5 176.3(3) . . . . ?
C2 C3 C8 N1 1.8(3) . . . . ?
C2 C3 C8 C7 -176.4(3) . . . . ?
C3 C4 C5 C6 -0.6(5) . . . . ?
C4 C3 C8 N1 179.4(3) . . . . ?
C4 C3 C8 C7 1.2(5) . . . . ?
C4 C5 C6 C7 1.2(5) . . . . ?
C5 C6 C7 C8 -0.6(5) . . . . ?
C6 C7 C8 N1 -178.5(3) . . . . ?
C6 C7 C8 C3 -0.6(5) . . . . ?
C8 N1 C1 O1 -177.5(3) . . . . ?
C8 N1 C1 C2 1.4(3) . . . . ?
C8 C3 C4 Br1 179.3(2) . . . . ?
C8 C3 C4 C5 -0.6(4) . . . . ?
C9 N1 C1 O1 1.4(5) . . . . ?
C9 N1 C1 C2 -179.7(3) . . . . ?
C9 N1 C8 C3 179.0(3) . . . . ?
C9 N1 C8 C7 -2.9(5) . . . . ?
C10 O2 N3 C2 120.1(2) . . . . ?
C10 O2 N3 C17 -110.9(2) . . . . ?
C10 C11 C12 C13 173.4(3) . . . . ?
C10 C11 C16 C15 -173.6(3) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C12 C11 C16 C15 1.0(5) . . . . ?
C12 C13 C14 C15 0.1(5) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C14 C15 C16 C11 -0.2(5) . . . . ?
C16 C11 C12 C13 -1.2(4) . . . . ?
C17 N3 C2 N2 48.6(3) . . . . ?
C17 N3 C2 C1 -73.8(3) . . . . ?
C17 N3 C2 C3 174.2(2) . . . . ?
C17 N4 C25 N2 -40.1(3) . . . . ?
C17 N4 C25 C26 -158.2(2) . . . . ?
C18 O4 N4 C17 97.8(3) . . . . ?
C18 O4 N4 C25 -132.5(2) . . . . ?
C18 C19 C20 C21 -177.9(3) . . . . ?
C18 C19 C24 C23 177.7(3) . . . . ?
C19 C20 C21 C22 0.2(5) . . . . ?
C20 C19 C24 C23 -0.6(4) . . . . ?
C20 C21 C22 C23 -0.5(5) . . . . ?
C21 C22 C23 C24 0.3(5) . . . . ?
C22 C23 C24 C19 0.3(5) . . . . ?
C24 C19 C20 C21 0.4(4) . . . . ?
C25 N2 C2 N3 -56.2(3) . . . . ?
C25 N2 C2 C1 64.7(3) . . . . ?
C25 N2 C2 C3 179.6(2) . . . . ?
C25 N4 C17 O3 -154.5(3) . . . . ?
C25 N4 C17 N3 32.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
