# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_shelx
_audit_block_doi                 10.5517/ccdc.csd.cc20ns7q
_database_code_depnum_ccdc_archive 'CCDC 1867013'
_audit_update_record             
;
2018-10-29 deposited with the CCDC.
2018-11-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H15 Br Cl2 F3 N5 O S2'
_chemical_formula_weight         637.32

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   19.530(2)
_cell_length_b                   6.0340(5)
_cell_length_c                   21.523(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.189(2)
_cell_angle_gamma                90.00
_cell_volume                     2447.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    6739
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1272
_exptl_absorpt_coefficient_mu    2.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6766
_exptl_absorpt_correction_T_max  0.7851
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  multilayer
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 5.814
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            29802
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_av_sigmaI/netI    0.0279
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         27.57
_reflns_number_total             5627
_reflns_number_gt                4667
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0464P)²+1.0749P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5627
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0309
_refine_ls_wR_factor_ref         0.0845
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.311490(14) -0.47303(4) 1.102002(10) 0.03427(8) Uani 1 1 d . . .
Cl1 Cl 0.37444(3) -0.03666(12) 0.22624(3) 0.04016(16) Uani 1 1 d . . .
Cl2 Cl 0.31246(3) 0.40779(12) 0.28263(3) 0.04305(16) Uani 1 1 d . . .
S1 S 0.43969(3) -0.00714(9) 0.42199(3) 0.02798(13) Uani 1 1 d . . .
S2 S 0.33195(3) 0.66544(10) 0.50921(3) 0.03191(14) Uani 1 1 d . . .
F1 F 0.49940(8) 0.3004(4) 0.86986(9) 0.0830(8) Uani 1 1 d . . .
F2 F 0.47358(8) 0.0201(3) 0.91878(10) 0.0582(5) Uani 1 1 d . . .
F3 F 0.47667(9) 0.3316(4) 0.96054(8) 0.0725(6) Uani 1 1 d . . .
O1 O 0.37379(8) 0.7737(2) 0.80019(7) 0.0244(3) Uani 1 1 d . . .
N1 N 0.43196(10) -0.1076(3) 0.34897(9) 0.0316(4) Uani 1 1 d . . .
N2 N 0.41407(9) 0.3377(3) 0.50748(8) 0.0255(4) Uani 1 1 d . . .
N3 N 0.42582(9) 0.5193(3) 0.75006(8) 0.0222(4) Uani 1 1 d . . .
N4 N 0.26459(9) 0.2006(3) 0.84468(8) 0.0223(3) Uani 1 1 d . . .
N5 N 0.32850(8) 0.1488(3) 0.88507(7) 0.0191(3) Uani 1 1 d . . .
C1 C 0.39168(11) 0.0248(4) 0.30717(11) 0.0284(5) Uani 1 1 d . . .
C2 C 0.36442(11) 0.2140(4) 0.33083(10) 0.0277(5) Uani 1 1 d . . .
C3 C 0.38710(10) 0.2207(4) 0.39715(10) 0.0244(4) Uani 1 1 d . . .
C4 C 0.37431(11) 0.3724(4) 0.44504(10) 0.0256(4) Uani 1 1 d . . .
C5 C 0.32693(12) 0.5421(4) 0.43667(11) 0.0306(5) Uani 1 1 d . . .
H5 H 0.2959 0.5854 0.3967 0.037 Uiso 1 1 calc R . .
C6 C 0.39762(11) 0.4797(3) 0.54648(10) 0.0244(4) Uani 1 1 d . . .
C7 C 0.43005(11) 0.4792(3) 0.61761(10) 0.0239(4) Uani 1 1 d . . .
H7 H 0.4810 0.4363 0.6252 0.029 Uiso 1 1 calc R . .
C8 C 0.42758(11) 0.7041(3) 0.64928(10) 0.0245(4) Uani 1 1 d . . .
H8A H 0.3777 0.7531 0.6417 0.029 Uiso 1 1 calc R . .
H8B H 0.4532 0.8152 0.6300 0.029 Uiso 1 1 calc R . .
C9 C 0.46173(11) 0.6875(3) 0.72148(10) 0.0253(4) Uani 1 1 d . . .
H9A H 0.5125 0.6483 0.7291 0.030 Uiso 1 1 calc R . .
H9B H 0.4587 0.8326 0.7420 0.030 Uiso 1 1 calc R . .
C10 C 0.42767(12) 0.2976(3) 0.72274(10) 0.0247(4) Uani 1 1 d . . .
H10A H 0.4014 0.1921 0.7432 0.030 Uiso 1 1 calc R . .
H10B H 0.4774 0.2461 0.7313 0.030 Uiso 1 1 calc R . .
C11 C 0.39397(12) 0.3050(3) 0.65036(10) 0.0254(4) Uani 1 1 d . . .
H11A H 0.3429 0.3407 0.6422 0.030 Uiso 1 1 calc R . .
H11B H 0.3981 0.1574 0.6315 0.030 Uiso 1 1 calc R . .
C12 C 0.38480(10) 0.5799(3) 0.78844(9) 0.0192(4) Uani 1 1 d . . .
C13 C 0.35159(10) 0.3995(3) 0.81873(9) 0.0182(4) Uani 1 1 d . . .
C14 C 0.27892(10) 0.3522(3) 0.80507(9) 0.0215(4) Uani 1 1 d . . .
H14 H 0.2439 0.4206 0.7714 0.026 Uiso 1 1 calc R . .
C15 C 0.38195(10) 0.2645(3) 0.87019(9) 0.0203(4) Uani 1 1 d . . .
C16 C 0.45804(11) 0.2312(4) 0.90405(10) 0.0300(5) Uani 1 1 d . . .
C17 C 0.32964(10) -0.0025(3) 0.93661(9) 0.0196(4) Uani 1 1 d . . .
C18 C 0.35678(11) 0.0629(4) 0.99976(9) 0.0236(4) Uani 1 1 d . . .
H18 H 0.3783 0.2043 1.0094 0.028 Uiso 1 1 calc R . .
C19 C 0.35229(11) -0.0803(4) 1.04918(9) 0.0240(4) Uani 1 1 d . . .
H19 H 0.3713 -0.0389 1.0929 0.029 Uiso 1 1 calc R . .
C20 C 0.31989(11) -0.2834(3) 1.03380(9) 0.0239(4) Uani 1 1 d . . .
C21 C 0.29322(11) -0.3505(3) 0.97037(10) 0.0245(4) Uani 1 1 d . . .
H21 H 0.2715 -0.4916 0.9607 0.029 Uiso 1 1 calc R . .
C22 C 0.29884(11) -0.2083(3) 0.92148(9) 0.0221(4) Uani 1 1 d . . .
H22 H 0.2816 -0.2520 0.8778 0.026 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 C20 1.902(2) . ?
Cl1 C1 1.726(2) . ?
Cl2 C2 1.709(2) . ?
S1 N1 1.6539(18) . ?
S1 C3 1.715(2) . ?
S2 C5 1.709(2) . ?
S2 C6 1.734(2) . ?
F1 C16 1.296(3) . ?
F2 C16 1.328(3) . ?
F3 C16 1.321(3) . ?
O1 C12 1.227(2) . ?
N1 C1 1.302(3) . ?
N2 C6 1.297(3) . ?
N2 C4 1.381(3) . ?
N3 C12 1.343(3) . ?
N3 C9 1.458(3) . ?
N3 C10 1.466(2) . ?
N4 C14 1.329(3) . ?
N4 N5 1.357(2) . ?
N5 C15 1.362(3) . ?
N5 C17 1.433(2) . ?
C1 C2 1.410(3) . ?
C2 C3 1.380(3) . ?
C3 C4 1.448(3) . ?
C4 C5 1.360(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.496(3) . ?
C7 C8 1.525(3) . ?
C7 C11 1.536(3) . ?
C7 H7 1.0000 . ?
C8 C9 1.525(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.525(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.501(3) . ?
C13 C15 1.378(3) . ?
C13 C14 1.401(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.487(3) . ?
C17 C22 1.381(3) . ?
C17 C18 1.381(3) . ?
C18 C19 1.391(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.379(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.388(3) . ?
C21 C22 1.384(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?

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
N1 S1 C3 95.70(10) . . ?
C5 S2 C6 89.98(11) . . ?
C1 N1 S1 108.67(15) . . ?
C6 N2 C4 110.99(18) . . ?
C12 N3 C9 120.02(16) . . ?
C12 N3 C10 125.20(17) . . ?
C9 N3 C10 113.63(16) . . ?
C14 N4 N5 104.86(16) . . ?
N4 N5 C15 111.36(16) . . ?
N4 N5 C17 117.90(15) . . ?
C15 N5 C17 130.65(16) . . ?
N1 C1 C2 117.65(19) . . ?
N1 C1 Cl1 119.23(17) . . ?
C2 C1 Cl1 123.12(18) . . ?
C3 C2 C1 110.4(2) . . ?
C3 C2 Cl2 125.90(18) . . ?
C1 C2 Cl2 123.71(17) . . ?
C2 C3 C4 133.3(2) . . ?
C2 C3 S1 107.62(16) . . ?
C4 C3 S1 119.04(16) . . ?
C5 C4 N2 115.63(19) . . ?
C5 C4 C3 128.3(2) . . ?
N2 C4 C3 116.05(18) . . ?
C4 C5 S2 109.43(17) . . ?
C4 C5 H5 125.3 . . ?
S2 C5 H5 125.3 . . ?
N2 C6 C7 123.42(19) . . ?
N2 C6 S2 113.97(17) . . ?
C7 C6 S2 122.57(15) . . ?
C6 C7 C8 113.67(17) . . ?
C6 C7 C11 110.41(17) . . ?
C8 C7 C11 109.39(16) . . ?
C6 C7 H7 107.7 . . ?
C8 C7 H7 107.7 . . ?
C11 C7 H7 107.7 . . ?
C7 C8 C9 109.89(17) . . ?
C7 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N3 C9 C8 110.21(17) . . ?
N3 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
N3 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
N3 C10 C11 109.49(16) . . ?
N3 C10 H10A 109.8 . . ?
C11 C10 H10A 109.8 . . ?
N3 C10 H10B 109.8 . . ?
C11 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C10 C11 C7 111.21(17) . . ?
C10 C11 H11A 109.4 . . ?
C7 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
C7 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
O1 C12 N3 123.43(18) . . ?
O1 C12 C13 118.86(17) . . ?
N3 C12 C13 117.71(17) . . ?
C15 C13 C14 104.32(17) . . ?
C15 C13 C12 129.36(17) . . ?
C14 C13 C12 125.86(17) . . ?
N4 C14 C13 112.17(17) . . ?
N4 C14 H14 123.9 . . ?
C13 C14 H14 123.9 . . ?
N5 C15 C13 107.28(17) . . ?
N5 C15 C16 123.00(18) . . ?
C13 C15 C16 129.65(18) . . ?
F1 C16 F3 108.2(2) . . ?
F1 C16 F2 107.9(2) . . ?
F3 C16 F2 103.3(2) . . ?
F1 C16 C15 111.69(17) . . ?
F3 C16 C15 112.81(19) . . ?
F2 C16 C15 112.50(19) . . ?
C22 C17 C18 121.35(18) . . ?
C22 C17 N5 118.25(17) . . ?
C18 C17 N5 120.26(18) . . ?
C17 C18 C19 119.36(19) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C20 C19 C18 119.04(19) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C19 C20 C21 121.71(19) . . ?
C19 C20 Br1 118.44(15) . . ?
C21 C20 Br1 119.85(16) . . ?
C22 C21 C20 118.87(19) . . ?
C22 C21 H21 120.6 . . ?
C20 C21 H21 120.6 . . ?
C17 C22 C21 119.64(18) . . ?
C17 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?

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
C3 S1 N1 C1 0.28(17) . . . . ?
C14 N4 N5 C15 -0.8(2) . . . . ?
C14 N4 N5 C17 176.06(16) . . . . ?
S1 N1 C1 C2 -0.2(2) . . . . ?
S1 N1 C1 Cl1 179.54(11) . . . . ?
N1 C1 C2 C3 -0.1(3) . . . . ?
Cl1 C1 C2 C3 -179.78(16) . . . . ?
N1 C1 C2 Cl2 178.49(17) . . . . ?
Cl1 C1 C2 Cl2 -1.2(3) . . . . ?
C1 C2 C3 C4 -178.8(2) . . . . ?
Cl2 C2 C3 C4 2.7(4) . . . . ?
C1 C2 C3 S1 0.3(2) . . . . ?
Cl2 C2 C3 S1 -178.26(13) . . . . ?
N1 S1 C3 C2 -0.34(16) . . . . ?
N1 S1 C3 C4 178.88(17) . . . . ?
C6 N2 C4 C5 -0.3(3) . . . . ?
C6 N2 C4 C3 -178.89(18) . . . . ?
C2 C3 C4 C5 9.4(4) . . . . ?
S1 C3 C4 C5 -169.57(19) . . . . ?
C2 C3 C4 N2 -172.2(2) . . . . ?
S1 C3 C4 N2 8.8(3) . . . . ?
N2 C4 C5 S2 0.3(3) . . . . ?
C3 C4 C5 S2 178.67(18) . . . . ?
C6 S2 C5 C4 -0.14(18) . . . . ?
C4 N2 C6 C7 177.93(19) . . . . ?
C4 N2 C6 S2 0.2(2) . . . . ?
C5 S2 C6 N2 -0.02(17) . . . . ?
C5 S2 C6 C7 -177.81(18) . . . . ?
N2 C6 C7 C8 155.92(19) . . . . ?
S2 C6 C7 C8 -26.5(3) . . . . ?
N2 C6 C7 C11 -80.7(2) . . . . ?
S2 C6 C7 C11 96.87(19) . . . . ?
C6 C7 C8 C9 -179.99(17) . . . . ?
C11 C7 C8 C9 56.1(2) . . . . ?
C12 N3 C9 C8 -108.9(2) . . . . ?
C10 N3 C9 C8 59.5(2) . . . . ?
C7 C8 C9 N3 -57.6(2) . . . . ?
C12 N3 C10 C11 109.8(2) . . . . ?
C9 N3 C10 C11 -57.9(2) . . . . ?
N3 C10 C11 C7 55.4(2) . . . . ?
C6 C7 C11 C10 178.44(17) . . . . ?
C8 C7 C11 C10 -55.7(2) . . . . ?
C9 N3 C12 O1 1.9(3) . . . . ?
C10 N3 C12 O1 -165.08(19) . . . . ?
C9 N3 C12 C13 -177.50(17) . . . . ?
C10 N3 C12 C13 15.5(3) . . . . ?
O1 C12 C13 C15 -103.1(2) . . . . ?
N3 C12 C13 C15 76.3(3) . . . . ?
O1 C12 C13 C14 67.8(3) . . . . ?
N3 C12 C13 C14 -112.8(2) . . . . ?
N5 N4 C14 C13 0.4(2) . . . . ?
C15 C13 C14 N4 0.2(2) . . . . ?
C12 C13 C14 N4 -172.60(18) . . . . ?
N4 N5 C15 C13 1.0(2) . . . . ?
C17 N5 C15 C13 -175.42(18) . . . . ?
N4 N5 C15 C16 -176.31(18) . . . . ?
C17 N5 C15 C16 7.3(3) . . . . ?
C14 C13 C15 N5 -0.7(2) . . . . ?
C12 C13 C15 N5 171.76(18) . . . . ?
C14 C13 C15 C16 176.4(2) . . . . ?
C12 C13 C15 C16 -11.2(4) . . . . ?
N5 C15 C16 F1 159.0(2) . . . . ?
C13 C15 C16 F1 -17.6(3) . . . . ?
N5 C15 C16 F3 -78.9(3) . . . . ?
C13 C15 C16 F3 104.5(3) . . . . ?
N5 C15 C16 F2 37.5(3) . . . . ?
C13 C15 C16 F2 -139.1(2) . . . . ?
N4 N5 C17 C22 55.9(2) . . . . ?
C15 N5 C17 C22 -127.9(2) . . . . ?
N4 N5 C17 C18 -119.9(2) . . . . ?
C15 N5 C17 C18 56.3(3) . . . . ?
C22 C17 C18 C19 -0.7(3) . . . . ?
N5 C17 C18 C19 174.93(18) . . . . ?
C17 C18 C19 C20 -0.9(3) . . . . ?
C18 C19 C20 C21 1.6(3) . . . . ?
C18 C19 C20 Br1 -177.98(16) . . . . ?
C19 C20 C21 C22 -0.6(3) . . . . ?
Br1 C20 C21 C22 178.91(16) . . . . ?
C18 C17 C22 C21 1.7(3) . . . . ?
N5 C17 C22 C21 -174.06(18) . . . . ?
C20 C21 C22 C17 -1.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.57
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.073
_refine_diff_density_min         -0.631
_refine_diff_density_rms         0.066
