# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_3a_a
_database_code_depnum_ccdc_archive 'CCDC 2217544'
loop_
_audit_author_name
_audit_author_address
'Zhengkai Chen'
;Zhejiang Sci Tech University
China
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2022-12-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H15 F3 N4'
_chemical_formula_weight         380.37

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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                   22.365(11)
_cell_length_b                   8.009(4)
_cell_length_c                   22.159(11)
_cell_angle_alpha                90
_cell_angle_beta                 108.930(7)
_cell_angle_gamma                90
_cell_volume                     3754(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1605
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      18.19

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.103
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28948
_diffrn_reflns_av_unetI/netI     0.1000
_diffrn_reflns_av_R_equivalents  0.1041
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.868
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6812
_reflns_number_gt                2944
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6812
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1603
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.1663
_refine_ls_wR_factor_gt          0.1273
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_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_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
F1 F -0.38126(16) 0.3358(4) 0.04616(12) 0.1433(13) Uani 1 1 d . . . . .
F2 F -0.36158(14) 0.5675(4) 0.01554(12) 0.1185(10) Uani 1 1 d . . . . .
F3 F -0.28716(13) 0.4091(4) 0.06027(11) 0.1274(11) Uani 1 1 d . . . . .
F4 F -0.24608(12) 0.6718(3) -0.37566(12) 0.1098(9) Uani 1 1 d . . . . .
F5 F -0.30244(10) 0.5865(3) -0.46629(11) 0.0948(8) Uani 1 1 d . . . . .
F6 F -0.22451(11) 0.4427(3) -0.41073(11) 0.0942(8) Uani 1 1 d . . . . .
N1 N -0.24571(12) 0.0807(3) -0.10528(13) 0.0530(8) Uani 1 1 d . . . . .
H1A H -0.215595 0.058582 -0.070605 0.064 Uiso 1 1 d R U . . .
N2 N -0.40854(12) 0.3637(3) -0.09222(13) 0.0523(7) Uani 1 1 d . . . . .
N3 N -0.36514(13) 0.5858(4) -0.12986(14) 0.0658(9) Uani 1 1 d . . . . .
N4 N -0.46979(13) 0.4938(4) -0.18405(15) 0.0685(9) Uani 1 1 d . . . . .
N5 N -0.22242(13) 0.9361(3) -0.60166(14) 0.0572(8) Uani 1 1 d . . . . .
H5A H -0.262926 0.944707 -0.615817 0.069 Uiso 1 1 d R U . . .
N6 N -0.13531(12) 0.6660(3) -0.42210(12) 0.0527(8) Uani 1 1 d . . . . .
N7 N -0.03987(14) 0.5324(4) -0.40599(13) 0.0656(9) Uani 1 1 d . . . . .
N8 N -0.13238(13) 0.4516(4) -0.49022(13) 0.0585(8) Uani 1 1 d . . . . .
C1 C -0.2267(2) -0.1184(5) -0.2463(2) 0.0826(13) Uani 1 1 d . . . . .
H1 H -0.200560 -0.187067 -0.260675 0.099 Uiso 1 1 calc R U . . .
C2 C -0.21015(17) -0.0837(5) -0.1834(2) 0.0648(10) Uani 1 1 d . . . . .
H12 H -0.173829 -0.128051 -0.154178 0.078 Uiso 1 1 calc R U . . .
C3 C -0.25015(16) 0.0215(4) -0.16470(17) 0.0524(9) Uani 1 1 d . . . . .
C4 C -0.29727(15) 0.1818(4) -0.10980(16) 0.0493(9) Uani 1 1 d . . . . .
C5 C -0.30050(17) 0.2583(4) -0.05223(15) 0.0545(9) Uani 1 1 d . . . . .
H9 H -0.264370 0.250064 -0.016676 0.065 Uiso 1 1 calc R U . . .
C6 C -0.34893(17) 0.3392(4) -0.04389(15) 0.0526(9) Uani 1 1 d . . . . .
C7 C -0.45848(17) 0.2494(5) -0.09311(16) 0.0584(10) Uani 1 1 d . . . . .
C8 C -0.4477(2) 0.0812(5) -0.09150(18) 0.0758(12) Uani 1 1 d . . . . .
H8 H -0.408349 0.041301 -0.090566 0.091 Uiso 1 1 calc R U . . .
C9 C -0.4949(3) -0.0296(6) -0.0913(2) 0.1053(16) Uani 1 1 d . . . . .
H7 H -0.487310 -0.143954 -0.089778 0.126 Uiso 1 1 calc R U . . .
C10 C -0.5523(3) 0.0294(8) -0.0932(3) 0.1193(19) Uani 1 1 d . . . . .
H2 H -0.584477 -0.044983 -0.094064 0.143 Uiso 1 1 calc R U . . .
C11 C -0.4276(2) 0.7235(6) -0.2236(2) 0.0891(14) Uani 1 1 d . . . . .
H3 H -0.432581 0.808447 -0.253482 0.107 Uiso 1 1 calc R U . . .
C12 C -0.37334(18) 0.7023(5) -0.1746(2) 0.0833(13) Uani 1 1 d . . . . .
H14 H -0.339711 0.773416 -0.172036 0.100 Uiso 1 1 calc R U . . .
C13 C -0.41515(16) 0.4876(4) -0.13715(16) 0.0517(9) Uani 1 1 d . . . . .
C14 C -0.4741(2) 0.6135(6) -0.2264(2) 0.0839(13) Uani 1 1 d . . . . .
H4 H -0.511643 0.622379 -0.260336 0.101 Uiso 1 1 calc R U . . .
C15 C -0.5630(2) 0.1963(8) -0.0938(3) 0.1173(18) Uani 1 1 d . . . . .
H5 H -0.602429 0.235812 -0.094701 0.141 Uiso 1 1 calc R U . . .
C16 C -0.5158(2) 0.3074(6) -0.0931(2) 0.0859(13) Uani 1 1 d . . . . .
H6 H -0.522916 0.421727 -0.092573 0.103 Uiso 1 1 calc R U . . .
C17 C -0.3457(2) 0.4102(6) 0.0189(2) 0.0777(12) Uani 1 1 d . . . . .
C18 C -0.33416(15) 0.1868(4) -0.17197(15) 0.0544(9) Uani 1 1 d . . . . .
H13 H -0.371820 0.245633 -0.188343 0.065 Uiso 1 1 calc R U . . .
C19 C -0.30564(16) 0.0878(4) -0.20733(17) 0.0520(9) Uani 1 1 d . . . . .
C20 C -0.3206(2) 0.0459(5) -0.27171(18) 0.0755(12) Uani 1 1 d . . . . .
H10 H -0.357210 0.087026 -0.301536 0.091 Uiso 1 1 calc R U . . .
C21 C -0.2813(2) -0.0549(6) -0.2903(2) 0.0919(14) Uani 1 1 d . . . . .
H11 H -0.291013 -0.082256 -0.333180 0.110 Uiso 1 1 calc R U . . .
C22 C -0.1439(3) 1.1465(5) -0.7025(2) 0.0936(14) Uani 1 1 d . . . . .
H15 H -0.150740 1.209239 -0.739415 0.112 Uiso 1 1 calc R U . . .
C23 C -0.1950(2) 1.0929(5) -0.6863(2) 0.0784(12) Uani 1 1 d . . . . .
H25 H -0.236173 1.116633 -0.711708 0.094 Uiso 1 1 calc R U . . .
C24 C -0.18245(17) 1.0021(4) -0.63059(18) 0.0571(10) Uani 1 1 d . . . . .
C25 C -0.18868(16) 0.8537(4) -0.54648(16) 0.0528(9) Uani 1 1 d . . . . .
C26 C -0.22322(15) 0.7704(4) -0.51099(17) 0.0521(9) Uani 1 1 d . . . . .
H26 H -0.267017 0.776852 -0.528056 0.062 Uiso 1 1 calc R U . . .
C27 C -0.20081(15) 0.6850(4) -0.45689(17) 0.0506(9) Uani 1 1 d . . . . .
C28 C -0.10086(16) 0.5446(4) -0.43984(16) 0.0512(9) Uani 1 1 d . . . . .
C29 C -0.00844(18) 0.4138(6) -0.4250(2) 0.0799(13) Uani 1 1 d . . . . .
H28 H 0.034265 0.399393 -0.402545 0.096 Uiso 1 1 calc R U . . .
C30 C -0.0356(2) 0.3127(5) -0.4756(2) 0.0843(13) Uani 1 1 d . . . . .
H16 H -0.012709 0.230294 -0.487921 0.101 Uiso 1 1 calc R U . . .
C31 C -0.10957(15) 0.7674(5) -0.36616(16) 0.0522(9) Uani 1 1 d . . . . .
C32 C -0.11253(17) 0.9368(5) -0.37203(18) 0.0696(11) Uani 1 1 d . . . . .
H17 H -0.129884 0.985826 -0.411954 0.083 Uiso 1 1 calc R U . . .
C33 C -0.08934(19) 1.0361(5) -0.3177(2) 0.0832(13) Uani 1 1 d . . . . .
H18 H -0.091439 1.151763 -0.321443 0.100 Uiso 1 1 calc R U . . .
C34 C -0.06369(18) 0.9644(7) -0.2595(2) 0.0824(13) Uani 1 1 d . . . . .
H19 H -0.047904 1.030997 -0.223391 0.099 Uiso 1 1 calc R U . . .
C35 C -0.06111(18) 0.7958(6) -0.25384(19) 0.0800(13) Uani 1 1 d . . . . .
H21 H -0.043516 0.746936 -0.213912 0.096 Uiso 1 1 calc R U . . .
C36 C -0.08440(17) 0.6971(5) -0.30692(17) 0.0673(11) Uani 1 1 d . . . . .
H20 H -0.083099 0.581527 -0.302655 0.081 Uiso 1 1 calc R U . . .
C37 C -0.24322(18) 0.5990(5) -0.4279(2) 0.0661(11) Uani 1 1 d . . . . .
C38 C -0.0829(2) 1.1098(5) -0.6655(2) 0.0860(13) Uani 1 1 d . . . . .
H22 H -0.049506 1.148528 -0.678064 0.103 Uiso 1 1 calc R U . . .
C39 C -0.07031(19) 1.0190(5) -0.6115(2) 0.0715(11) Uani 1 1 d . . . . .
H23 H -0.028780 0.994959 -0.587202 0.086 Uiso 1 1 calc R U . . .
C40 C -0.12065(17) 0.9614(4) -0.59239(18) 0.0561(10) Uani 1 1 d . . . . .
C41 C -0.12596(16) 0.8684(4) -0.53981(17) 0.0570(10) Uani 1 1 d . . . . .
H24 H -0.092538 0.824986 -0.506566 0.068 Uiso 1 1 calc R U . . .
C42 C -0.09806(19) 0.3379(5) -0.50729(19) 0.0749(12) Uani 1 1 d . . . . .
H27 H -0.117614 0.271861 -0.542749 0.090 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
F1 C17 1.290(5) . ?
F2 C17 1.304(5) . ?
F3 C17 1.333(4) . ?
F4 C37 1.317(4) . ?
F5 C37 1.325(4) . ?
F6 C37 1.336(4) . ?
N1 C3 1.372(4) . ?
N1 C4 1.386(4) . ?
N1 H1A 0.8600 . ?
N2 C13 1.379(4) . ?
N2 C6 1.427(4) . ?
N2 C7 1.439(4) . ?
N3 C12 1.331(4) . ?
N3 C13 1.333(4) . ?
N4 C14 1.323(5) . ?
N4 C13 1.324(4) . ?
N5 C24 1.364(4) . ?
N5 C25 1.379(4) . ?
N5 H5A 0.8600 . ?
N6 C28 1.375(4) . ?
N6 C27 1.425(4) . ?
N6 C31 1.437(4) . ?
N7 C29 1.329(4) . ?
N7 C28 1.330(4) . ?
N8 C42 1.323(4) . ?
N8 C28 1.337(4) . ?
C1 C2 1.349(5) . ?
C1 C21 1.388(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.387(5) . ?
C2 H12 0.9300 . ?
C3 C19 1.398(4) . ?
C4 C18 1.357(4) . ?
C4 C5 1.438(4) . ?
C5 C6 1.325(4) . ?
C5 H9 0.9300 . ?
C6 C17 1.483(5) . ?
C7 C16 1.363(5) . ?
C7 C8 1.367(5) . ?
C8 C9 1.380(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.356(6) . ?
C9 H7 0.9300 . ?
C10 C15 1.358(7) . ?
C10 H2 0.9300 . ?
C11 C14 1.349(5) . ?
C11 C12 1.351(5) . ?
C11 H3 0.9300 . ?
C12 H14 0.9300 . ?
C14 H4 0.9300 . ?
C15 C16 1.378(6) . ?
C15 H5 0.9300 . ?
C16 H6 0.9300 . ?
C18 C19 1.405(4) . ?
C18 H13 0.9300 . ?
C19 C20 1.396(5) . ?
C20 C21 1.352(5) . ?
C20 H10 0.9300 . ?
C21 H11 0.9300 . ?
C22 C23 1.372(5) . ?
C22 C38 1.377(6) . ?
C22 H15 0.9300 . ?
C23 C24 1.381(5) . ?
C23 H25 0.9300 . ?
C24 C40 1.405(4) . ?
C25 C41 1.367(4) . ?
C25 C26 1.434(5) . ?
C26 C27 1.329(4) . ?
C26 H26 0.9300 . ?
C27 C37 1.477(5) . ?
C29 C30 1.356(5) . ?
C29 H28 0.9300 . ?
C30 C42 1.359(5) . ?
C30 H16 0.9300 . ?
C31 C32 1.363(5) . ?
C31 C36 1.370(4) . ?
C32 C33 1.394(5) . ?
C32 H17 0.9300 . ?
C33 C34 1.359(5) . ?
C33 H18 0.9300 . ?
C34 C35 1.355(6) . ?
C34 H19 0.9300 . ?
C35 C36 1.372(5) . ?
C35 H21 0.9300 . ?
C36 H20 0.9300 . ?
C38 C39 1.350(5) . ?
C38 H22 0.9300 . ?
C39 C40 1.403(5) . ?
C39 H23 0.9300 . ?
C40 C41 1.420(5) . ?
C41 H24 0.9300 . ?
C42 H27 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
C3 N1 C4 109.4(3) . . ?
C3 N1 H1A 125.3 . . ?
C4 N1 H1A 125.3 . . ?
C13 N2 C6 119.7(3) . . ?
C13 N2 C7 123.1(3) . . ?
C6 N2 C7 117.0(3) . . ?
C12 N3 C13 114.6(3) . . ?
C14 N4 C13 114.9(3) . . ?
C24 N5 C25 110.4(3) . . ?
C24 N5 H5A 124.8 . . ?
C25 N5 H5A 124.8 . . ?
C28 N6 C27 119.6(3) . . ?
C28 N6 C31 122.8(3) . . ?
C27 N6 C31 117.4(3) . . ?
C29 N7 C28 115.1(3) . . ?
C42 N8 C28 115.1(3) . . ?
C2 C1 C21 122.2(4) . . ?
C2 C1 H1 118.9 . . ?
C21 C1 H1 118.9 . . ?
C1 C2 C3 116.6(4) . . ?
C1 C2 H12 121.7 . . ?
C3 C2 H12 121.7 . . ?
N1 C3 C2 130.1(3) . . ?
N1 C3 C19 106.8(3) . . ?
C2 C3 C19 123.1(4) . . ?
C18 C4 N1 108.0(3) . . ?
C18 C4 C5 134.3(3) . . ?
N1 C4 C5 117.7(3) . . ?
C6 C5 C4 127.6(3) . . ?
C6 C5 H9 116.2 . . ?
C4 C5 H9 116.2 . . ?
C5 C6 N2 124.7(3) . . ?
C5 C6 C17 121.7(3) . . ?
N2 C6 C17 113.6(3) . . ?
C16 C7 C8 119.6(4) . . ?
C16 C7 N2 120.6(4) . . ?
C8 C7 N2 119.8(3) . . ?
C7 C8 C9 120.3(4) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 119.5(5) . . ?
C10 C9 H7 120.2 . . ?
C8 C9 H7 120.2 . . ?
C9 C10 C15 120.4(5) . . ?
C9 C10 H2 119.8 . . ?
C15 C10 H2 119.8 . . ?
C14 C11 C12 115.7(4) . . ?
C14 C11 H3 122.2 . . ?
C12 C11 H3 122.2 . . ?
N3 C12 C11 123.9(4) . . ?
N3 C12 H14 118.1 . . ?
C11 C12 H14 118.1 . . ?
N4 C13 N3 126.7(3) . . ?
N4 C13 N2 116.7(3) . . ?
N3 C13 N2 116.6(3) . . ?
N4 C14 C11 124.2(4) . . ?
N4 C14 H4 117.9 . . ?
C11 C14 H4 117.9 . . ?
C10 C15 C16 120.2(5) . . ?
C10 C15 H5 119.9 . . ?
C16 C15 H5 119.9 . . ?
C7 C16 C15 119.8(4) . . ?
C7 C16 H6 120.1 . . ?
C15 C16 H6 120.1 . . ?
F1 C17 F2 106.0(4) . . ?
F1 C17 F3 107.0(4) . . ?
F2 C17 F3 103.5(4) . . ?
F1 C17 C6 114.4(4) . . ?
F2 C17 C6 112.8(4) . . ?
F3 C17 C6 112.4(4) . . ?
C4 C18 C19 108.2(3) . . ?
C4 C18 H13 125.9 . . ?
C19 C18 H13 125.9 . . ?
C20 C19 C3 117.7(4) . . ?
C20 C19 C18 134.7(3) . . ?
C3 C19 C18 107.6(3) . . ?
C21 C20 C19 119.4(4) . . ?
C21 C20 H10 120.3 . . ?
C19 C20 H10 120.3 . . ?
C20 C21 C1 121.1(4) . . ?
C20 C21 H11 119.5 . . ?
C1 C21 H11 119.5 . . ?
C23 C22 C38 121.8(4) . . ?
C23 C22 H15 119.1 . . ?
C38 C22 H15 119.1 . . ?
C22 C23 C24 117.0(4) . . ?
C22 C23 H25 121.5 . . ?
C24 C23 H25 121.5 . . ?
N5 C24 C23 130.6(4) . . ?
N5 C24 C40 107.1(3) . . ?
C23 C24 C40 122.4(4) . . ?
C41 C25 N5 107.6(3) . . ?
C41 C25 C26 134.2(3) . . ?
N5 C25 C26 118.2(3) . . ?
C27 C26 C25 128.5(3) . . ?
C27 C26 H26 115.8 . . ?
C25 C26 H26 115.8 . . ?
C26 C27 N6 124.3(3) . . ?
C26 C27 C37 121.6(3) . . ?
N6 C27 C37 114.1(3) . . ?
N7 C28 N8 126.6(3) . . ?
N7 C28 N6 117.2(3) . . ?
N8 C28 N6 116.1(3) . . ?
N7 C29 C30 123.2(4) . . ?
N7 C29 H28 118.4 . . ?
C30 C29 H28 118.4 . . ?
C29 C30 C42 116.7(4) . . ?
C29 C30 H16 121.7 . . ?
C42 C30 H16 121.7 . . ?
C32 C31 C36 119.5(3) . . ?
C32 C31 N6 119.1(3) . . ?
C36 C31 N6 121.3(3) . . ?
C31 C32 C33 119.5(4) . . ?
C31 C32 H17 120.2 . . ?
C33 C32 H17 120.2 . . ?
C34 C33 C32 120.2(4) . . ?
C34 C33 H18 119.9 . . ?
C32 C33 H18 119.9 . . ?
C35 C34 C33 120.0(4) . . ?
C35 C34 H19 120.0 . . ?
C33 C34 H19 120.0 . . ?
C34 C35 C36 120.1(4) . . ?
C34 C35 H21 119.9 . . ?
C36 C35 H21 119.9 . . ?
C31 C36 C35 120.6(4) . . ?
C31 C36 H20 119.7 . . ?
C35 C36 H20 119.7 . . ?
F4 C37 F5 105.9(3) . . ?
F4 C37 F6 105.3(4) . . ?
F5 C37 F6 105.5(3) . . ?
F4 C37 C27 113.4(3) . . ?
F5 C37 C27 114.0(3) . . ?
F6 C37 C27 112.0(3) . . ?
C39 C38 C22 121.5(4) . . ?
C39 C38 H22 119.2 . . ?
C22 C38 H22 119.2 . . ?
C38 C39 C40 119.2(4) . . ?
C38 C39 H23 120.4 . . ?
C40 C39 H23 120.4 . . ?
C39 C40 C24 118.1(4) . . ?
C39 C40 C41 135.1(4) . . ?
C24 C40 C41 106.8(3) . . ?
C25 C41 C40 108.2(3) . . ?
C25 C41 H24 125.9 . . ?
C40 C41 H24 125.9 . . ?
N8 C42 C30 123.2(4) . . ?
N8 C42 H27 118.4 . . ?
C30 C42 H27 118.4 . . ?

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
C21 C1 C2 C3 -1.0(6) . . . . ?
C4 N1 C3 C2 -179.6(3) . . . . ?
C4 N1 C3 C19 0.3(4) . . . . ?
C1 C2 C3 N1 -179.0(4) . . . . ?
C1 C2 C3 C19 1.2(5) . . . . ?
C3 N1 C4 C18 -0.1(4) . . . . ?
C3 N1 C4 C5 -179.0(3) . . . . ?
C18 C4 C5 C6 11.8(6) . . . . ?
N1 C4 C5 C6 -169.8(3) . . . . ?
C4 C5 C6 N2 0.6(6) . . . . ?
C4 C5 C6 C17 179.2(4) . . . . ?
C13 N2 C6 C5 -79.5(4) . . . . ?
C7 N2 C6 C5 97.4(4) . . . . ?
C13 N2 C6 C17 101.9(4) . . . . ?
C7 N2 C6 C17 -81.3(4) . . . . ?
C13 N2 C7 C16 -56.0(5) . . . . ?
C6 N2 C7 C16 127.3(4) . . . . ?
C13 N2 C7 C8 126.6(4) . . . . ?
C6 N2 C7 C8 -50.2(5) . . . . ?
C16 C7 C8 C9 1.4(6) . . . . ?
N2 C7 C8 C9 178.9(4) . . . . ?
C7 C8 C9 C10 0.6(7) . . . . ?
C8 C9 C10 C15 -1.6(9) . . . . ?
C13 N3 C12 C11 0.7(6) . . . . ?
C14 C11 C12 N3 -2.2(7) . . . . ?
C14 N4 C13 N3 -1.6(5) . . . . ?
C14 N4 C13 N2 -179.5(3) . . . . ?
C12 N3 C13 N4 1.4(5) . . . . ?
C12 N3 C13 N2 179.3(3) . . . . ?
C6 N2 C13 N4 173.9(3) . . . . ?
C7 N2 C13 N4 -2.7(5) . . . . ?
C6 N2 C13 N3 -4.2(5) . . . . ?
C7 N2 C13 N3 179.1(3) . . . . ?
C13 N4 C14 C11 -0.2(6) . . . . ?
C12 C11 C14 N4 2.0(7) . . . . ?
C9 C10 C15 C16 0.6(9) . . . . ?
C8 C7 C16 C15 -2.4(6) . . . . ?
N2 C7 C16 C15 -179.8(4) . . . . ?
C10 C15 C16 C7 1.4(8) . . . . ?
C5 C6 C17 F1 -111.1(5) . . . . ?
N2 C6 C17 F1 67.6(5) . . . . ?
C5 C6 C17 F2 127.7(4) . . . . ?
N2 C6 C17 F2 -53.6(5) . . . . ?
C5 C6 C17 F3 11.1(6) . . . . ?
N2 C6 C17 F3 -170.2(3) . . . . ?
N1 C4 C18 C19 0.0(4) . . . . ?
C5 C4 C18 C19 178.5(4) . . . . ?
N1 C3 C19 C20 179.6(3) . . . . ?
C2 C3 C19 C20 -0.5(5) . . . . ?
N1 C3 C19 C18 -0.3(4) . . . . ?
C2 C3 C19 C18 179.6(3) . . . . ?
C4 C18 C19 C20 -179.7(4) . . . . ?
C4 C18 C19 C3 0.2(4) . . . . ?
C3 C19 C20 C21 -0.3(6) . . . . ?
C18 C19 C20 C21 179.5(4) . . . . ?
C19 C20 C21 C1 0.5(7) . . . . ?
C2 C1 C21 C20 0.2(7) . . . . ?
C38 C22 C23 C24 0.9(6) . . . . ?
C25 N5 C24 C23 179.7(4) . . . . ?
C25 N5 C24 C40 -0.3(4) . . . . ?
C22 C23 C24 N5 178.4(4) . . . . ?
C22 C23 C24 C40 -1.6(6) . . . . ?
C24 N5 C25 C41 0.4(4) . . . . ?
C24 N5 C25 C26 -177.5(3) . . . . ?
C41 C25 C26 C27 3.2(6) . . . . ?
N5 C25 C26 C27 -179.6(3) . . . . ?
C25 C26 C27 N6 2.4(6) . . . . ?
C25 C26 C27 C37 -176.9(3) . . . . ?
C28 N6 C27 C26 -82.8(4) . . . . ?
C31 N6 C27 C26 102.3(4) . . . . ?
C28 N6 C27 C37 96.6(4) . . . . ?
C31 N6 C27 C37 -78.3(4) . . . . ?
C29 N7 C28 N8 -0.6(5) . . . . ?
C29 N7 C28 N6 -179.8(3) . . . . ?
C42 N8 C28 N7 -0.5(5) . . . . ?
C42 N8 C28 N6 178.7(3) . . . . ?
C27 N6 C28 N7 179.7(3) . . . . ?
C31 N6 C28 N7 -5.7(5) . . . . ?
C27 N6 C28 N8 0.5(5) . . . . ?
C31 N6 C28 N8 175.1(3) . . . . ?
C28 N7 C29 C30 0.8(6) . . . . ?
N7 C29 C30 C42 0.2(7) . . . . ?
C28 N6 C31 C32 125.6(4) . . . . ?
C27 N6 C31 C32 -59.7(4) . . . . ?
C28 N6 C31 C36 -56.9(5) . . . . ?
C27 N6 C31 C36 117.8(4) . . . . ?
C36 C31 C32 C33 0.6(6) . . . . ?
N6 C31 C32 C33 178.1(3) . . . . ?
C31 C32 C33 C34 0.3(6) . . . . ?
C32 C33 C34 C35 -0.6(7) . . . . ?
C33 C34 C35 C36 0.0(7) . . . . ?
C32 C31 C36 C35 -1.3(6) . . . . ?
N6 C31 C36 C35 -178.8(3) . . . . ?
C34 C35 C36 C31 1.0(6) . . . . ?
C26 C27 C37 F4 -108.3(4) . . . . ?
N6 C27 C37 F4 72.2(4) . . . . ?
C26 C27 C37 F5 12.9(5) . . . . ?
N6 C27 C37 F5 -166.5(3) . . . . ?
C26 C27 C37 F6 132.6(3) . . . . ?
N6 C27 C37 F6 -46.8(4) . . . . ?
C23 C22 C38 C39 0.1(7) . . . . ?
C22 C38 C39 C40 -0.3(6) . . . . ?
C38 C39 C40 C24 -0.4(5) . . . . ?
C38 C39 C40 C41 -178.6(4) . . . . ?
N5 C24 C40 C39 -178.6(3) . . . . ?
C23 C24 C40 C39 1.4(5) . . . . ?
N5 C24 C40 C41 0.1(4) . . . . ?
C23 C24 C40 C41 -179.9(3) . . . . ?
N5 C25 C41 C40 -0.4(4) . . . . ?
C26 C25 C41 C40 177.1(4) . . . . ?
C39 C40 C41 C25 178.6(4) . . . . ?
C24 C40 C41 C25 0.2(4) . . . . ?
C28 N8 C42 C30 1.6(6) . . . . ?
C29 C30 C42 N8 -1.4(6) . . . . ?

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.046



