# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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 2207175'
loop_
_audit_author_name
_audit_author_address
'Chengkou Liu'
;Nanjing university of technology
China
;
_audit_update_record             
;
2022-09-14 deposited with the CCDC.	2023-02-02 downloaded from the CCDC.
;
_audit_creation_date             2021-08-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6392)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H21 F N2 O4'
_chemical_formula_sum            'C24 H21 F N2 O4'
_chemical_formula_weight         420.43
_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 0.0137 0.0067 '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 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   8.8055(7)
_cell_length_b                   11.8006(9)
_cell_length_c                   19.3349(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.749(4)
_cell_angle_gamma                90
_cell_volume                     2008.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6818
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      59.803
_cell_measurement_theta_min      3.980
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.537
_exptl_absorpt_correction_T_max  0.7518
_exptl_absorpt_correction_T_min  0.6103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0920 before and 0.0695 after correction.
The Ratio of minimum to maximum transmission is 0.8118.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15972
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.382
_diffrn_reflns_theta_min         3.980
_diffrn_ambient_temperature      193.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker D8 VENTURE Metaljet PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.19937059999999998
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3327
_reflns_number_total             4434
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4434
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.057
_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)+(0.0644P)²+0.4797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1382
_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 Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C13(H13), C15(H15), C17(H17),
 C18(H18), C19(H19)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_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
F1 F 0.74248(14) 0.17781(13) 0.63394(6) 0.0696(4) Uani 1 1 d . . . . .
O1 O 0.15898(16) 0.22805(11) 0.67690(6) 0.0468(3) Uani 1 1 d . . . . .
O2 O 0.20220(17) 0.15533(13) 0.44879(7) 0.0578(4) Uani 1 1 d . . . . .
O3 O 0.32688(14) 0.50666(11) 0.52177(6) 0.0438(3) Uani 1 1 d . . . . .
O4 O 0.04585(14) 0.65340(11) 0.53884(6) 0.0446(3) Uani 1 1 d . . . . .
N1 N 0.28776(16) 0.32600(13) 0.48807(7) 0.0380(3) Uani 1 1 d . . . . .
N2 N 0.17194(16) 0.19299(12) 0.56255(8) 0.0379(3) Uani 1 1 d . . . . .
C1 C 0.3050(2) 0.79267(17) 0.53561(9) 0.0435(4) Uani 1 1 d . . . . .
H1 H 0.272195 0.762350 0.492154 0.052 Uiso 1 1 calc R U . . .
C2 C 0.4135(2) 0.87673(18) 0.53842(11) 0.0528(5) Uani 1 1 d . . . . .
H2 H 0.457306 0.902578 0.496976 0.063 Uiso 1 1 calc R U . . .
C3 C 0.4592(2) 0.92376(18) 0.60122(11) 0.0530(5) Uani 1 1 d . . . . .
H3 H 0.533749 0.981958 0.602969 0.064 Uiso 1 1 calc R U . . .
C4 C 0.3958(2) 0.88560(16) 0.66126(10) 0.0463(4) Uani 1 1 d . . . . .
H4 H 0.425600 0.918768 0.704336 0.056 Uiso 1 1 calc R U . . .
C5 C 0.2891(2) 0.79948(16) 0.65938(9) 0.0391(4) Uani 1 1 d . . . . .
H5 H 0.247408 0.772871 0.701108 0.047 Uiso 1 1 calc R U . . .
C6 C 0.24294(18) 0.75185(14) 0.59637(8) 0.0346(4) Uani 1 1 d . . . . .
C7 C 0.13036(18) 0.65812(14) 0.58973(8) 0.0341(4) Uani 1 1 d . . . . .
C8 C 0.11762(17) 0.56839(14) 0.64743(8) 0.0323(4) Uani 1 1 d . . . . .
C9 C 0.0000(2) 0.61386(16) 0.69822(10) 0.0414(4) Uani 1 1 d . . . . .
H9A H -0.022005 0.555219 0.732376 0.062 Uiso 1 1 calc R U . . .
H9B H -0.093742 0.634145 0.672524 0.062 Uiso 1 1 calc R U . . .
H9C H 0.041132 0.681041 0.721960 0.062 Uiso 1 1 calc R U . . .
C10 C 0.06984(17) 0.45363(14) 0.61549(9) 0.0337(4) Uani 1 1 d . . . . .
H10A H 0.016676 0.464926 0.570159 0.040 Uiso 1 1 calc R U . . .
H10B H 0.001386 0.412474 0.646472 0.040 Uiso 1 1 calc R U . . .
C11 C 0.22130(17) 0.38602(14) 0.60660(8) 0.0313(4) Uani 1 1 d . . . . .
C12 C 0.32451(17) 0.43990(14) 0.66240(8) 0.0313(3) Uani 1 1 d . . . . .
C13 C 0.26818(18) 0.53896(14) 0.68234(8) 0.0321(3) Uani 1 1 d . . . . .
H13 H 0.318074 0.586663 0.715445 0.038 Uiso 1 1 calc R U . . .
C14 C 0.47218(17) 0.39124(14) 0.68517(8) 0.0323(4) Uani 1 1 d . . . . .
C15 C 0.54141(19) 0.30559(16) 0.64755(9) 0.0394(4) Uani 1 1 d . . . . .
H15 H 0.493445 0.276423 0.606624 0.047 Uiso 1 1 calc R U . . .
C16 C 0.6802(2) 0.26385(17) 0.67052(9) 0.0432(4) Uani 1 1 d . . . . .
C17 C 0.75587(19) 0.30225(18) 0.72869(10) 0.0448(4) Uani 1 1 d . . . . .
H17 H 0.852147 0.272282 0.742631 0.054 Uiso 1 1 calc R U . . .
C18 C 0.6874(2) 0.38596(18) 0.76636(11) 0.0471(5) Uani 1 1 d . . . . .
H18 H 0.736581 0.413889 0.807335 0.057 Uiso 1 1 calc R U . . .
C19 C 0.5471(2) 0.43009(16) 0.74508(10) 0.0409(4) Uani 1 1 d . . . . .
H19 H 0.501685 0.487673 0.771849 0.049 Uiso 1 1 calc R U . . .
C20 C 0.28326(18) 0.41222(15) 0.53598(9) 0.0342(4) Uani 1 1 d . . . . .
C21 C 0.21822(19) 0.22166(16) 0.49621(9) 0.0411(4) Uani 1 1 d . . . . .
C22 C 0.18571(18) 0.26276(14) 0.61954(9) 0.0349(4) Uani 1 1 d . . . . .
C23 C 0.1017(3) 0.08171(17) 0.57142(12) 0.0545(5) Uani 1 1 d . . . . .
H23A H 0.137622 0.048534 0.615403 0.082 Uiso 1 1 calc R U . . .
H23B H 0.129332 0.031963 0.533226 0.082 Uiso 1 1 calc R U . . .
H23C H -0.009057 0.090152 0.571563 0.082 Uiso 1 1 calc R U . . .
C24 C 0.3471(2) 0.3558(2) 0.42005(9) 0.0519(5) Uani 1 1 d . . . . .
H24A H 0.282875 0.414520 0.398461 0.078 Uiso 1 1 calc R U . . .
H24B H 0.346683 0.288374 0.390427 0.078 Uiso 1 1 calc R U . . .
H24C H 0.451243 0.384216 0.425992 0.078 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 C16 1.362(2) . ?
O1 C22 1.212(2) . ?
O2 C21 1.211(2) . ?
O3 C20 1.213(2) . ?
O4 C7 1.2168(19) . ?
N1 C20 1.377(2) . ?
N1 C21 1.386(2) . ?
N1 C24 1.472(2) . ?
N2 C21 1.399(2) . ?
N2 C22 1.378(2) . ?
N2 C23 1.464(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.377(3) . ?
C1 C6 1.396(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(2) . ?
C6 C7 1.488(2) . ?
C7 C8 1.545(2) . ?
C8 C9 1.545(2) . ?
C8 C10 1.542(2) . ?
C8 C13 1.510(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.568(2) . ?
C11 C12 1.528(2) . ?
C11 C20 1.518(2) . ?
C11 C22 1.510(2) . ?
C12 C13 1.331(2) . ?
C12 C14 1.476(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.396(2) . ?
C14 C19 1.393(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(2) . ?
C16 C17 1.367(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.377(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.391(3) . ?
C19 H19 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 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
C20 N1 C21 123.91(15) . . ?
C20 N1 C24 116.28(16) . . ?
C21 N1 C24 118.90(15) . . ?
C21 N2 C23 117.40(15) . . ?
C22 N2 C21 124.59(15) . . ?
C22 N2 C23 118.01(16) . . ?
C2 C1 H1 119.9 . . ?
C2 C1 C6 120.27(18) . . ?
C6 C1 H1 119.9 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.41(19) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.57(19) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.64(18) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.99(17) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C7 117.42(15) . . ?
C5 C6 C1 119.08(17) . . ?
C5 C6 C7 123.50(15) . . ?
O4 C7 C6 119.54(15) . . ?
O4 C7 C8 119.78(15) . . ?
C6 C7 C8 120.67(14) . . ?
C7 C8 C9 106.61(13) . . ?
C10 C8 C7 109.74(13) . . ?
C10 C8 C9 112.31(14) . . ?
C13 C8 C7 113.48(13) . . ?
C13 C8 C9 113.10(13) . . ?
C13 C8 C10 101.66(13) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 110.6 . . ?
C8 C10 H10B 110.6 . . ?
C8 C10 C11 105.56(12) . . ?
H10A C10 H10B 108.8 . . ?
C11 C10 H10A 110.6 . . ?
C11 C10 H10B 110.6 . . ?
C12 C11 C10 101.56(12) . . ?
C20 C11 C10 108.98(13) . . ?
C20 C11 C12 109.15(13) . . ?
C22 C11 C10 106.88(13) . . ?
C22 C11 C12 113.94(13) . . ?
C22 C11 C20 115.30(14) . . ?
C13 C12 C11 110.55(14) . . ?
C13 C12 C14 125.99(15) . . ?
C14 C12 C11 123.24(15) . . ?
C8 C13 H13 123.1 . . ?
C12 C13 C8 113.73(14) . . ?
C12 C13 H13 123.1 . . ?
C15 C14 C12 121.39(15) . . ?
C19 C14 C12 120.70(15) . . ?
C19 C14 C15 117.91(15) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.19(17) . . ?
C16 C15 H15 120.4 . . ?
F1 C16 C15 117.77(17) . . ?
F1 C16 C17 118.74(16) . . ?
C17 C16 C15 123.47(18) . . ?
C16 C17 H17 121.2 . . ?
C16 C17 C18 117.58(16) . . ?
C18 C17 H17 121.2 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.73(18) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 H19 119.4 . . ?
C18 C19 C14 121.10(18) . . ?
C18 C19 H19 119.4 . . ?
O3 C20 N1 120.70(16) . . ?
O3 C20 C11 121.06(15) . . ?
N1 C20 C11 118.24(15) . . ?
O2 C21 N1 122.00(17) . . ?
O2 C21 N2 120.51(18) . . ?
N1 C21 N2 117.44(15) . . ?
O1 C22 N2 120.99(16) . . ?
O1 C22 C11 121.61(15) . . ?
N2 C22 C11 117.17(15) . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
F1 C16 C17 C18 -177.29(17) . . . . ?
O4 C7 C8 C9 -88.80(18) . . . . ?
O4 C7 C8 C10 33.1(2) . . . . ?
O4 C7 C8 C13 146.03(15) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C1 C6 C7 O4 -33.2(2) . . . . ?
C1 C6 C7 C8 148.10(16) . . . . ?
C2 C1 C6 C5 1.8(3) . . . . ?
C2 C1 C6 C7 -177.83(17) . . . . ?
C2 C3 C4 C5 1.2(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C4 C5 C6 C7 179.24(16) . . . . ?
C5 C6 C7 O4 147.19(17) . . . . ?
C5 C6 C7 C8 -31.5(2) . . . . ?
C6 C1 C2 C3 -1.8(3) . . . . ?
C6 C7 C8 C9 89.93(17) . . . . ?
C6 C7 C8 C10 -148.20(14) . . . . ?
C6 C7 C8 C13 -35.2(2) . . . . ?
C7 C8 C10 C11 96.22(14) . . . . ?
C7 C8 C13 C12 -103.53(17) . . . . ?
C8 C10 C11 C12 25.56(16) . . . . ?
C8 C10 C11 C20 -89.56(15) . . . . ?
C8 C10 C11 C22 145.22(13) . . . . ?
C9 C8 C10 C11 -145.38(14) . . . . ?
C9 C8 C13 C12 134.86(16) . . . . ?
C10 C8 C13 C12 14.23(18) . . . . ?
C10 C11 C12 C13 -17.59(17) . . . . ?
C10 C11 C12 C14 167.42(15) . . . . ?
C10 C11 C20 O3 65.63(19) . . . . ?
C10 C11 C20 N1 -113.92(16) . . . . ?
C10 C11 C22 O1 -70.65(19) . . . . ?
C10 C11 C22 N2 103.91(16) . . . . ?
C11 C12 C13 C8 2.38(19) . . . . ?
C11 C12 C14 C15 13.3(2) . . . . ?
C11 C12 C14 C19 -166.99(16) . . . . ?
C12 C11 C20 O3 -44.5(2) . . . . ?
C12 C11 C20 N1 135.97(15) . . . . ?
C12 C11 C22 O1 40.7(2) . . . . ?
C12 C11 C22 N2 -144.74(14) . . . . ?
C12 C14 C15 C16 179.23(16) . . . . ?
C12 C14 C19 C18 -179.00(17) . . . . ?
C13 C8 C10 C11 -24.20(16) . . . . ?
C13 C12 C14 C15 -160.93(17) . . . . ?
C13 C12 C14 C19 18.8(3) . . . . ?
C14 C12 C13 C8 177.19(15) . . . . ?
C14 C15 C16 F1 177.92(16) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C14 C19 C18 0.8(3) . . . . ?
C15 C16 C17 C18 0.9(3) . . . . ?
C16 C17 C18 C19 -0.7(3) . . . . ?
C17 C18 C19 C14 -0.2(3) . . . . ?
C19 C14 C15 C16 -0.5(3) . . . . ?
C20 N1 C21 O2 167.20(17) . . . . ?
C20 N1 C21 N2 -15.4(2) . . . . ?
C20 C11 C12 C13 97.40(16) . . . . ?
C20 C11 C12 C14 -77.59(19) . . . . ?
C20 C11 C22 O1 168.06(15) . . . . ?
C20 C11 C22 N2 -17.4(2) . . . . ?
C21 N1 C20 O3 -169.19(16) . . . . ?
C21 N1 C20 C11 10.4(2) . . . . ?
C21 N2 C22 O1 -171.71(16) . . . . ?
C21 N2 C22 C11 13.7(2) . . . . ?
C22 N2 C21 O2 179.95(16) . . . . ?
C22 N2 C21 N1 2.5(2) . . . . ?
C22 C11 C12 C13 -132.12(15) . . . . ?
C22 C11 C12 C14 52.9(2) . . . . ?
C22 C11 C20 O3 -174.22(15) . . . . ?
C22 C11 C20 N1 6.2(2) . . . . ?
C23 N2 C21 O2 -1.2(3) . . . . ?
C23 N2 C21 N1 -178.64(15) . . . . ?
C23 N2 C22 O1 9.4(2) . . . . ?
C23 N2 C22 C11 -165.18(15) . . . . ?
C24 N1 C20 O3 -0.2(2) . . . . ?
C24 N1 C20 C11 179.31(14) . . . . ?
C24 N1 C21 O2 -1.5(3) . . . . ?
C24 N1 C21 N2 175.96(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
