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

data_190730_s2_ll_2
_database_code_depnum_ccdc_archive 'CCDC 1989599'
loop_
_audit_author_name
_audit_author_address
'Guangxun Li'
;Natural Product Research Center, Chengdu Institution of Biology, Chinese Academy of Science
China
;
_audit_update_record             
;
2020-03-11 deposited with the CCDC.	2020-09-18 downloaded from the CCDC.
;
_audit_creation_date             2019-08-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C24 H19 F2 N3'
_chemical_formula_sum            'C24 H19 F2 N3'
_chemical_formula_weight         387.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3
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'

_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                   5.7811(6)
_cell_length_b                   14.4499(13)
_cell_length_c                   22.9945(19)
_cell_angle_alpha                90
_cell_angle_beta                 94.696(8)
_cell_angle_gamma                90
_cell_volume                     1914.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1768
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.2390
_cell_measurement_theta_min      3.8120
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0640
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8176
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.333
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -20.00   24.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669  -99.0000  -30.0000 44

#__ type_ start__ end____ width___ exp.time_
  2 omega  -32.00   30.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -       17.0762  -57.0000 -180.0000 62

#__ type_ start__ end____ width___ exp.time_
  3 omega  -79.00  -39.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669 -178.0000 -120.0000 40

#__ type_ start__ end____ width___ exp.time_
  4 omega  -84.00  -23.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      -14.9669  -38.0000   90.0000 61
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0200563000
_diffrn_orient_matrix_UB_12      0.0123277000
_diffrn_orient_matrix_UB_13      -0.0290187000
_diffrn_orient_matrix_UB_21      -0.0039276000
_diffrn_orient_matrix_UB_22      -0.0473806000
_diffrn_orient_matrix_UB_23      -0.0080595000
_diffrn_orient_matrix_UB_31      -0.1214233000
_diffrn_orient_matrix_UB_32      0.0036142000
_diffrn_orient_matrix_UB_33      -0.0070911000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2200
_reflns_number_total             3902
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.163
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3902
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      0.978
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0408P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0959
_refine_ls_wR_factor_ref         0.1166
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C5(H5), C11(H11), C12(H12), C13(H13), C14(H14), C20(H20), C21(H21),
 C22(H22), C23(H23), C24(H24)
;
_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
F1 F 0.8209(2) 0.06204(10) 0.51732(5) 0.0804(5) Uani 1 1 d . . . . .
F2 F 1.0323(2) 0.22090(11) 0.49043(5) 0.0889(5) Uani 1 1 d . . . . .
N1 N 0.4572(3) 0.03892(11) 0.32264(6) 0.0408(4) Uani 1 1 d . . . . .
N2 N 0.6847(3) 0.20684(14) 0.29541(7) 0.0459(5) Uani 1 1 d . . . . .
H2 H 0.719(3) 0.2620(14) 0.2939(8) 0.048(7) Uiso 1 1 d . . . . .
N3 N 0.2743(3) 0.03216(14) 0.16340(8) 0.0497(5) Uani 1 1 d . . . . .
H3 H 0.367(4) 0.0571(16) 0.1447(10) 0.064(8) Uiso 1 1 d . . . . .
C1 C 0.6039(3) 0.08783(15) 0.36500(8) 0.0403(5) Uani 1 1 d . . . . .
C2 C 0.6443(4) 0.05166(16) 0.42126(9) 0.0507(6) Uani 1 1 d . . . . .
H2A H 0.5742 -0.0036 0.4308 0.061 Uiso 1 1 calc R . . . .
C3 C 0.7861(4) 0.09690(19) 0.46232(9) 0.0557(6) Uani 1 1 d . . . . .
C4 C 0.8918(4) 0.17747(19) 0.44879(9) 0.0564(6) Uani 1 1 d . . . . .
C5 C 0.8586(3) 0.21455(16) 0.39437(8) 0.0501(6) Uani 1 1 d . . . . .
H5 H 0.9329 0.2693 0.3857 0.060 Uiso 1 1 calc R . . . .
C6 C 0.7134(3) 0.17052(15) 0.35174(8) 0.0399(5) Uani 1 1 d . . . . .
C7 C 0.4857(3) 0.17614(14) 0.25780(8) 0.0402(5) Uani 1 1 d . . . . .
H7 H 0.3438 0.2016 0.2721 0.048 Uiso 1 1 calc R . . . .
C8 C 0.4807(3) 0.06977(13) 0.26248(8) 0.0381(5) Uani 1 1 d . . . . .
H8 H 0.6295 0.0465 0.2510 0.046 Uiso 1 1 calc R . . . .
C9 C 0.2925(3) 0.02515(14) 0.22342(8) 0.0411(5) Uani 1 1 d . . . . .
C10 C 0.0826(4) -0.01692(15) 0.14109(9) 0.0473(6) Uani 1 1 d . . . . .
C11 C -0.0087(4) -0.02707(16) 0.08370(10) 0.0634(7) Uani 1 1 d . . . . .
H11 H 0.0634 -0.0012 0.0529 0.076 Uiso 1 1 calc R . . . .
C12 C -0.2119(4) -0.07741(18) 0.07451(11) 0.0697(7) Uani 1 1 d . . . . .
H12 H -0.2787 -0.0852 0.0367 0.084 Uiso 1 1 calc R . . . .
C13 C -0.3177(4) -0.11639(16) 0.12042(11) 0.0649(7) Uani 1 1 d . . . . .
H13 H -0.4540 -0.1500 0.1127 0.078 Uiso 1 1 calc R . . . .
C14 C -0.2270(4) -0.10671(15) 0.17685(10) 0.0551(6) Uani 1 1 d . . . . .
H14 H -0.3007 -0.1331 0.2073 0.066 Uiso 1 1 calc R . . . .
C15 C -0.0207(3) -0.05629(14) 0.18820(9) 0.0427(5) Uani 1 1 d . . . . .
C16 C 0.1166(3) -0.02887(14) 0.24034(9) 0.0402(5) Uani 1 1 d . . . . .
C17 C 0.0909(3) -0.04700(14) 0.30322(9) 0.0481(6) Uani 1 1 d . . . . .
H17A H 0.1563 -0.1069 0.3142 0.058 Uiso 1 1 calc R . . . .
H17B H -0.0720 -0.0472 0.3104 0.058 Uiso 1 1 calc R . . . .
C18 C 0.2168(3) 0.02821(16) 0.33860(9) 0.0516(6) Uani 1 1 d . . . . .
H18A H 0.1345 0.0863 0.3321 0.062 Uiso 1 1 calc R . . . .
H18B H 0.2185 0.0132 0.3797 0.062 Uiso 1 1 calc R . . . .
C19 C 0.5073(3) 0.20997(14) 0.19644(8) 0.0390(5) Uani 1 1 d . . . . .
C20 C 0.3306(4) 0.26113(15) 0.16833(9) 0.0520(6) Uani 1 1 d . . . . .
H20 H 0.2039 0.2781 0.1884 0.062 Uiso 1 1 calc R . . . .
C21 C 0.3391(5) 0.28753(18) 0.11094(10) 0.0700(8) Uani 1 1 d . . . . .
H21 H 0.2194 0.3226 0.0926 0.084 Uiso 1 1 calc R . . . .
C22 C 0.5240(5) 0.26213(19) 0.08089(10) 0.0746(8) Uani 1 1 d . . . . .
H22 H 0.5281 0.2783 0.0418 0.090 Uiso 1 1 calc R . . . .
C23 C 0.7040(4) 0.21246(18) 0.10877(10) 0.0674(7) Uani 1 1 d . . . . .
H23 H 0.8308 0.1958 0.0886 0.081 Uiso 1 1 calc R . . . .
C24 C 0.6964(4) 0.18723(16) 0.16672(9) 0.0535(6) Uani 1 1 d . . . . .
H24 H 0.8196 0.1548 0.1856 0.064 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
F1 C3 1.361(2) . ?
F2 C4 1.358(2) . ?
N1 C1 1.426(2) . ?
N1 C8 1.470(2) . ?
N1 C18 1.474(2) . ?
N2 H2 0.822(19) . ?
N2 C6 1.395(2) . ?
N2 C7 1.451(2) . ?
N3 H3 0.80(2) . ?
N3 C9 1.379(2) . ?
N3 C10 1.379(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.398(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.365(3) . ?
C3 C4 1.363(3) . ?
C4 C5 1.360(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.541(3) . ?
C7 C19 1.508(2) . ?
C8 H8 0.9800 . ?
C8 C9 1.499(3) . ?
C9 C16 1.363(3) . ?
C10 C11 1.388(3) . ?
C10 C15 1.400(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.383(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.366(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.404(3) . ?
C15 C16 1.438(3) . ?
C16 C17 1.489(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.508(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.378(2) . ?
C19 C24 1.376(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.370(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.386(3) . ?
C24 H24 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
C1 N1 C8 113.38(15) . . ?
C1 N1 C18 113.72(15) . . ?
C8 N1 C18 115.32(15) . . ?
C6 N2 H2 113.2(14) . . ?
C6 N2 C7 117.83(18) . . ?
C7 N2 H2 116.9(13) . . ?
C9 N3 H3 124.9(16) . . ?
C10 N3 H3 125.8(16) . . ?
C10 N3 C9 109.13(19) . . ?
C2 C1 N1 119.49(19) . . ?
C2 C1 C6 118.52(18) . . ?
C6 C1 N1 121.98(17) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2A 119.8 . . ?
F1 C3 C2 120.0(2) . . ?
F1 C3 C4 119.6(2) . . ?
C4 C3 C2 120.4(2) . . ?
F2 C4 C3 119.2(2) . . ?
F2 C4 C5 119.9(2) . . ?
C5 C4 C3 121.0(2) . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
N2 C6 C1 120.17(18) . . ?
C5 C6 N2 120.1(2) . . ?
C5 C6 C1 119.69(18) . . ?
N2 C7 H7 109.2 . . ?
N2 C7 C8 106.36(15) . . ?
N2 C7 C19 109.64(16) . . ?
C8 C7 H7 109.2 . . ?
C19 C7 H7 109.2 . . ?
C19 C7 C8 113.08(16) . . ?
N1 C8 C7 111.83(15) . . ?
N1 C8 H8 107.5 . . ?
N1 C8 C9 108.34(16) . . ?
C7 C8 H8 107.5 . . ?
C9 C8 C7 113.82(15) . . ?
C9 C8 H8 107.5 . . ?
N3 C9 C8 124.06(18) . . ?
C16 C9 N3 109.27(17) . . ?
C16 C9 C8 126.66(18) . . ?
N3 C10 C11 129.8(2) . . ?
N3 C10 C15 107.56(18) . . ?
C11 C10 C15 122.65(19) . . ?
C10 C11 H11 121.5 . . ?
C12 C11 C10 116.9(2) . . ?
C12 C11 H11 121.5 . . ?
C11 C12 H12 119.3 . . ?
C13 C12 C11 121.4(2) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.6(2) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.0(2) . . ?
C15 C14 H14 120.5 . . ?
C10 C15 C14 118.47(19) . . ?
C10 C15 C16 106.97(18) . . ?
C14 C15 C16 134.5(2) . . ?
C9 C16 C15 107.06(17) . . ?
C9 C16 C17 120.92(17) . . ?
C15 C16 C17 131.99(19) . . ?
C16 C17 H17A 110.0 . . ?
C16 C17 H17B 110.0 . . ?
C16 C17 C18 108.35(17) . . ?
H17A C17 H17B 108.4 . . ?
C18 C17 H17A 110.0 . . ?
C18 C17 H17B 110.0 . . ?
N1 C18 C17 111.37(17) . . ?
N1 C18 H18A 109.4 . . ?
N1 C18 H18B 109.4 . . ?
C17 C18 H18A 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
C20 C19 C7 119.84(19) . . ?
C24 C19 C7 121.16(18) . . ?
C24 C19 C20 118.93(19) . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(2) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.7(2) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(2) . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 120.3(2) . . ?
C19 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?

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
F1 C3 C4 F2 0.8(3) . . . . ?
F1 C3 C4 C5 -179.32(19) . . . . ?
F2 C4 C5 C6 -179.55(18) . . . . ?
N1 C1 C2 C3 179.34(18) . . . . ?
N1 C1 C6 N2 -1.3(3) . . . . ?
N1 C1 C6 C5 -178.71(17) . . . . ?
N1 C8 C9 N3 -174.07(18) . . . . ?
N1 C8 C9 C16 4.9(3) . . . . ?
N2 C7 C8 N1 60.2(2) . . . . ?
N2 C7 C8 C9 -176.62(16) . . . . ?
N2 C7 C19 C20 -125.1(2) . . . . ?
N2 C7 C19 C24 57.9(3) . . . . ?
N3 C9 C16 C15 -0.7(2) . . . . ?
N3 C9 C16 C17 -178.90(18) . . . . ?
N3 C10 C11 C12 -176.9(2) . . . . ?
N3 C10 C15 C14 177.17(18) . . . . ?
N3 C10 C15 C16 0.1(2) . . . . ?
C1 N1 C8 C7 -44.5(2) . . . . ?
C1 N1 C8 C9 -170.75(15) . . . . ?
C1 N1 C18 C17 -162.43(17) . . . . ?
C1 C2 C3 F1 178.73(18) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
C2 C1 C6 N2 177.44(19) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
C2 C3 C4 F2 -179.85(19) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 N2 -178.01(19) . . . . ?
C4 C5 C6 C1 -0.6(3) . . . . ?
C6 N2 C7 C8 -47.8(2) . . . . ?
C6 N2 C7 C19 -170.38(17) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
C7 N2 C6 C1 20.3(3) . . . . ?
C7 N2 C6 C5 -162.29(18) . . . . ?
C7 C8 C9 N3 60.9(3) . . . . ?
C7 C8 C9 C16 -120.1(2) . . . . ?
C7 C19 C20 C21 -175.6(2) . . . . ?
C7 C19 C24 C23 174.59(19) . . . . ?
C8 N1 C1 C2 -163.98(17) . . . . ?
C8 N1 C1 C6 14.7(3) . . . . ?
C8 N1 C18 C17 64.2(2) . . . . ?
C8 C7 C19 C20 116.4(2) . . . . ?
C8 C7 C19 C24 -60.6(2) . . . . ?
C8 C9 C16 C15 -179.83(19) . . . . ?
C8 C9 C16 C17 2.0(3) . . . . ?
C9 N3 C10 C11 177.6(2) . . . . ?
C9 N3 C10 C15 -0.5(2) . . . . ?
C9 C16 C17 C18 21.3(3) . . . . ?
C10 N3 C9 C8 179.93(19) . . . . ?
C10 N3 C9 C16 0.8(2) . . . . ?
C10 C11 C12 C13 -0.5(4) . . . . ?
C10 C15 C16 C9 0.4(2) . . . . ?
C10 C15 C16 C17 178.3(2) . . . . ?
C11 C10 C15 C14 -1.1(3) . . . . ?
C11 C10 C15 C16 -178.2(2) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
C12 C13 C14 C15 -0.3(4) . . . . ?
C13 C14 C15 C10 0.7(3) . . . . ?
C13 C14 C15 C16 176.8(2) . . . . ?
C14 C15 C16 C9 -176.0(2) . . . . ?
C14 C15 C16 C17 1.9(4) . . . . ?
C15 C10 C11 C12 1.0(3) . . . . ?
C15 C16 C17 C18 -156.4(2) . . . . ?
C16 C17 C18 N1 -51.9(2) . . . . ?
C18 N1 C1 C2 61.7(2) . . . . ?
C18 N1 C1 C6 -119.6(2) . . . . ?
C18 N1 C8 C7 89.06(19) . . . . ?
C18 N1 C8 C9 -37.2(2) . . . . ?
C19 C7 C8 N1 -179.43(15) . . . . ?
C19 C7 C8 C9 -56.2(2) . . . . ?
C19 C20 C21 C22 0.6(4) . . . . ?
C20 C19 C24 C23 -2.5(3) . . . . ?
C20 C21 C22 C23 -1.8(4) . . . . ?
C21 C22 C23 C24 0.9(4) . . . . ?
C22 C23 C24 C19 1.3(4) . . . . ?
C24 C19 C20 C21 1.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
