# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_A
_database_code_depnum_ccdc_archive 'CCDC 1907586'
loop_
_audit_author_name
_audit_author_address
lsq
;CQWL
China
;
_audit_update_record             
;
2019-04-03 deposited with the CCDC.	2021-12-13 downloaded from the CCDC.
;
_audit_creation_date             2019-03-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C27 H22 F N3 O2'
_chemical_formula_sum            'C27 H22 F N3 O2'
_chemical_formula_weight         439.49
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   10.3153(11)
_cell_length_b                   13.7700(19)
_cell_length_c                   15.8952(3)
_cell_angle_alpha                105.77(3)
_cell_angle_beta                 101.82(3)
_cell_angle_gamma                90.67(3)
_cell_volume                     2121.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1162
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.22
_cell_measurement_theta_min      2.53
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.3760
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920.4543
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.1980
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13562
_diffrn_reflns_theta_full        24.9982
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.75
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9837
_diffrn_measured_fraction_theta_max 0.9837
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              15
_reflns_limit_k_min              -16
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                2912
_reflns_number_total             7360
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.5831
_refine_diff_density_min         -0.5284
_refine_diff_density_rms         0.1168
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             11.6496
_refine_ls_goodness_of_fit_ref   1.1578
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_exptl_crystal_description       block
_refine_ls_number_constraints    82
_refine_ls_number_parameters     595
_refine_ls_number_reflns         7360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1815
_refine_ls_R_factor_gt           0.0667
_refine_ls_restrained_S_all      1.1578
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0100P)²+0.0500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1250
_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.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14), C34(H34), C47(H47)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21a,H21b), C48(H48a,H48b)
2.c Me refined with riding coordinates:
 C12(H12a,H12b,H12c), C39(H39a,H39b,H39c)
2.d Aromatic/amide H refined with riding coordinates:
 N3(H3), N6(H6a), C2(H2), C3(H3a), C5(H5), C6(H6), C10(H10), C16(H16),
 C17(H17), C18(H18), C19(H19), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C29(H29), C30(H30), C32(H32), C33(H33), C37(H37), C42(H42), C43(H43),
 C44(H44), C45(H45), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54)
;
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_refinement_flags_posn
N1 N 1.0539(3) 0.5759(2) 0.1398(2) 0.0435(9) Uani 1.000000 .
N2 N 0.7970(3) 0.6139(2) 0.1421(2) 0.0445(9) Uani 1.000000 .
N3 N 0.8616(3) 0.7858(2) 0.2032(3) 0.0612(11) Uani 1.000000 .
H3 H 0.7974(3) 0.8244(2) 0.1975(3) 0.0735(13) Uiso 1.000000 R
N4 N 0.5048(3) 0.0706(2) 0.1365(2) 0.0490(10) Uani 1.000000 .
N5 N 0.7689(3) 0.1234(2) 0.1629(2) 0.0498(10) Uani 1.000000 .
N6 N 0.7256(3) 0.2941(2) 0.2129(3) 0.0592(11) Uani 1.000000 .
H6a H 0.7842(3) 0.3373(2) 0.2099(3) 0.0711(13) Uiso 1.000000 R
O1 O 1.1664(2) 0.4734(2) 0.04802(18) 0.0612(9) Uani 1.000000 .
O2 O 0.7497(3) 0.45363(19) 0.13111(18) 0.0554(8) Uani 1.000000 .
O3 O 0.3426(3) -0.0377(2) 0.0376(2) 0.0691(10) Uani 1.000000 .
O4 O 0.8154(3) -0.0350(2) 0.15497(19) 0.0619(9) Uani 1.000000 .
F1 F 1.1939(3) 0.4160(2) 0.4691(2) 0.1206(12) Uani 1.000000 .
F2 F 0.5170(3) -0.1187(2) 0.4473(2) 0.0964(9) Uani 1.000000 .
C1 C 1.1374(6) 0.4337(4) 0.3908(4) 0.0781(17) Uani 1.000000 .
C2 C 1.1717(5) 0.3813(4) 0.3167(4) 0.0766(16) Uani 1.000000 .
H2 H 1.2321(5) 0.3319(4) 0.3178(4) 0.092(2) Uiso 1.000000 R
C3 C 1.1155(4) 0.4021(3) 0.2385(3) 0.0603(13) Uani 1.000000 .
H3a H 1.1386(4) 0.3667(3) 0.1856(3) 0.0724(16) Uiso 1.000000 R
C4 C 1.0267(4) 0.4736(3) 0.2369(3) 0.0456(11) Uani 1.000000 .
C5 C 0.9947(5) 0.5235(3) 0.3149(4) 0.0657(14) Uani 1.000000 .
H5 H 0.9326(5) 0.5720(3) 0.3150(4) 0.0788(17) Uiso 1.000000 R
C6 C 1.0511(5) 0.5045(4) 0.3930(4) 0.0820(17) Uani 1.000000 .
H6 H 1.0300(5) 0.5400(4) 0.4466(4) 0.098(2) Uiso 1.000000 R
C7 C 0.9748(4) 0.4987(3) 0.1513(3) 0.0443(11) Uani 1.000000 .
H7 H 0.9802(4) 0.4379(3) 0.1031(3) 0.0532(14) Uiso 1.000000 R
C8 C 0.8304(4) 0.5207(3) 0.1390(3) 0.0465(12) Uani 1.000000 .
C9 C 1.1355(4) 0.5576(3) 0.0817(3) 0.0493(12) Uani 1.000000 .
C10 C 1.1726(4) 0.6531(3) 0.0701(3) 0.0511(12) Uani 1.000000 .
H10 H 1.2318(4) 0.6629(3) 0.0357(3) 0.0614(14) Uiso 1.000000 R
C11 C 1.1104(4) 0.7241(3) 0.1153(3) 0.0508(12) Uani 1.000000 .
C12 C 1.1151(4) 0.8321(3) 0.1211(3) 0.0802(16) Uani 1.000000 .
H12a H 1.0587(4) 0.8655(3) 0.1595(3) 0.120(2) Uiso 1.000000 R
H12b H 1.2047(4) 0.8610(3) 0.1452(3) 0.120(2) Uiso 1.000000 R
H12c H 1.0850(4) 0.8407(3) 0.0625(3) 0.120(2) Uiso 1.000000 R
C13 C 1.0274(4) 0.6806(3) 0.1637(3) 0.0453(11) Uani 1.000000 .
C14 C 0.8802(4) 0.6971(3) 0.1382(3) 0.0470(12) Uani 1.000000 .
H14 H 0.8585(4) 0.7071(3) 0.0783(3) 0.0564(14) Uiso 1.000000 R
C15 C 1.0599(4) 0.7348(3) 0.2620(3) 0.0482(12) Uani 1.000000 .
C16 C 1.1668(4) 0.7337(3) 0.3275(3) 0.0552(13) Uani 1.000000 .
H16 H 1.2322(4) 0.6890(3) 0.3160(3) 0.0662(15) Uiso 1.000000 R
C17 C 1.1766(5) 0.7990(4) 0.4102(4) 0.0755(16) Uani 1.000000 .
H17 H 1.2482(5) 0.7981(4) 0.4562(4) 0.0906(19) Uiso 1.000000 R
C18 C 1.0829(6) 0.8652(4) 0.4258(4) 0.0833(18) Uani 1.000000 .
H18 H 1.0914(6) 0.9101(4) 0.4825(4) 0.100(2) Uiso 1.000000 R
C19 C 0.9753(5) 0.8669(3) 0.3593(4) 0.0755(16) Uani 1.000000 .
H19 H 0.9115(5) 0.9132(3) 0.3702(4) 0.0906(19) Uiso 1.000000 R
C20 C 0.9636(5) 0.7999(3) 0.2773(3) 0.0523(13) Uani 1.000000 .
C21 C 0.6555(4) 0.6286(3) 0.1287(3) 0.0525(12) Uani 1.000000 .
H21a H 0.6410(4) 0.6950(3) 0.1201(3) 0.0630(15) Uiso 1.000000 R
H21b H 0.6090(4) 0.5786(3) 0.0748(3) 0.0630(15) Uiso 1.000000 R
C22 C 0.6005(4) 0.6199(3) 0.2047(3) 0.0465(12) Uani 1.000000 .
C23 C 0.6670(4) 0.6583(3) 0.2924(4) 0.0616(14) Uani 1.000000 .
H23 H 0.7507(4) 0.6916(3) 0.3048(4) 0.0740(16) Uiso 1.000000 R
C24 C 0.6145(6) 0.6490(4) 0.3601(4) 0.0799(16) Uani 1.000000 .
H24 H 0.6615(6) 0.6753(4) 0.4189(4) 0.096(2) Uiso 1.000000 R
C25 C 0.4920(6) 0.6008(4) 0.3429(4) 0.0814(17) Uani 1.000000 .
H25 H 0.4555(6) 0.5928(4) 0.3897(4) 0.098(2) Uiso 1.000000 R
C26 C 0.4241(5) 0.5648(3) 0.2577(5) 0.0759(17) Uani 1.000000 .
H26 H 0.3394(5) 0.5334(3) 0.2458(5) 0.091(2) Uiso 1.000000 R
C27 C 0.4777(5) 0.5738(3) 0.1890(3) 0.0590(14) Uani 1.000000 .
H27 H 0.4297(5) 0.5480(3) 0.1304(3) 0.0708(16) Uiso 1.000000 R
C28 C 0.5386(5) -0.0899(4) 0.3758(4) 0.0651(14) Uani 1.000000 .
C29 C 0.6276(5) -0.0145(3) 0.3901(4) 0.0722(16) Uani 1.000000 .
H29 H 0.6740(5) 0.0187(3) 0.4477(4) 0.0866(19) Uiso 1.000000 R
C30 C 0.6497(5) 0.0133(3) 0.3181(4) 0.0674(14) Uani 1.000000 .
H30 H 0.7130(5) 0.0658(3) 0.3267(4) 0.0809(17) Uiso 1.000000 R
C31 C 0.5807(4) -0.0344(3) 0.2336(3) 0.0470(12) Uani 1.000000 .
C32 C 0.4923(4) -0.1119(3) 0.2237(3) 0.0633(14) Uani 1.000000 .
H32 H 0.4464(4) -0.1466(3) 0.1664(3) 0.0760(17) Uiso 1.000000 R
C33 C 0.4680(5) -0.1409(4) 0.2940(4) 0.0725(15) Uani 1.000000 .
H33 H 0.4055(5) -0.1936(4) 0.2863(4) 0.0869(18) Uiso 1.000000 R
C34 C 0.5945(4) -0.0027(3) 0.1537(3) 0.0464(12) Uani 1.000000 .
H34 H 0.5690(4) -0.0630(3) 0.1025(3) 0.0557(14) Uiso 1.000000 R
C35 C 0.7351(4) 0.0286(3) 0.1561(3) 0.0478(12) Uani 1.000000 .
C36 C 0.3901(4) 0.0477(4) 0.0738(3) 0.0548(13) Uani 1.000000 .
C37 C 0.3440(4) 0.1410(4) 0.0604(3) 0.0642(14) Uani 1.000000 .
H37 H 0.2639(4) 0.1477(4) 0.0238(3) 0.0770(17) Uiso 1.000000 R
C38 C 0.4319(4) 0.2156(3) 0.1074(3) 0.0531(13) Uani 1.000000 .
C39 C 0.4263(4) 0.3222(3) 0.1125(3) 0.0820(16) Uani 1.000000 .
H39a H 0.5049(4) 0.3590(3) 0.1524(3) 0.123(2) Uiso 1.000000 R
H39b H 0.4208(4) 0.3309(3) 0.0540(3) 0.123(2) Uiso 1.000000 R
H39c H 0.3495(4) 0.3472(3) 0.1344(3) 0.123(2) Uiso 1.000000 R
C40 C 0.5425(4) 0.1763(3) 0.1624(3) 0.0458(12) Uani 1.000000 .
C41 C 0.5595(4) 0.2313(3) 0.2606(3) 0.0490(12) Uani 1.000000 .
C42 C 0.4860(4) 0.2252(3) 0.3185(4) 0.0642(14) Uani 1.000000 .
H42 H 0.4154(4) 0.1766(3) 0.3029(4) 0.0771(16) Uiso 1.000000 R
C43 C 0.5171(5) 0.2928(4) 0.4022(4) 0.0814(16) Uani 1.000000 .
H43 H 0.4712(5) 0.2878(4) 0.4456(4) 0.0977(19) Uiso 1.000000 R
C44 C 0.6141(6) 0.3662(4) 0.4211(4) 0.0914(19) Uani 1.000000 .
H44 H 0.6296(6) 0.4144(4) 0.4765(4) 0.110(2) Uiso 1.000000 R
C45 C 0.6895(5) 0.3726(4) 0.3632(4) 0.0763(16) Uani 1.000000 .
H45 H 0.7585(5) 0.4225(4) 0.3787(4) 0.0916(19) Uiso 1.000000 R
C46 C 0.6617(4) 0.3034(3) 0.2806(3) 0.0541(13) Uani 1.000000 .
C47 C 0.6790(4) 0.2004(3) 0.1473(3) 0.0534(12) Uani 1.000000 .
H47 H 0.6721(4) 0.2073(3) 0.0868(3) 0.0641(15) Uiso 1.000000 R
C48 C 0.9063(4) 0.1449(3) 0.1627(3) 0.0607(13) Uani 1.000000 .
H48a H 0.9293(4) 0.0975(3) 0.1114(3) 0.0728(16) Uiso 1.000000 R
H48b H 0.9171(4) 0.2124(3) 0.1563(3) 0.0728(16) Uiso 1.000000 R
C49 C 0.9988(5) 0.1380(4) 0.2457(5) 0.0708(16) Uani 1.000000 .
C50 C 0.9777(6) 0.1859(4) 0.3267(5) 0.0899(18) Uani 1.000000 .
H50 H 0.9033(6) 0.2229(4) 0.3312(5) 0.108(2) Uiso 1.000000 R
C51 C 1.0652(8) 0.1810(5) 0.4038(5) 0.128(3) Uani 1.000000 .
H51 H 1.0501(8) 0.2140(5) 0.4600(5) 0.153(3) Uiso 1.000000 R
C52 C 1.1732(10) 0.1272(6) 0.3960(8) 0.157(4) Uani 1.000000 .
H52 H 1.2336(10) 0.1246(6) 0.4473(8) 0.188(5) Uiso 1.000000 R
C53 C 1.1944(9) 0.0779(6) 0.3158(8) 0.146(4) Uani 1.000000 .
H53 H 1.2668(9) 0.0386(6) 0.3113(8) 0.175(5) Uiso 1.000000 R
C54 C 1.1079(6) 0.0858(4) 0.2398(5) 0.105(2) Uani 1.000000 .
H54 H 1.1250(6) 0.0548(4) 0.1838(5) 0.126(3) Uiso 1.000000 R


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
N1 C7 1.406(4) . ?
N1 C9 1.349(5) . ?
N1 C13 1.432(4) . ?
N2 C8 1.323(4) . ?
N2 C14 1.446(4) . ?
N2 C21 1.456(4) . ?
N3 H3 0.8600 . ?
N3 C14 1.414(4) . ?
N3 C20 1.377(5) . ?
N4 C34 1.420(4) . ?
N4 C36 1.352(5) . ?
N4 C40 1.426(4) . ?
N5 C35 1.317(4) . ?
N5 C47 1.456(4) . ?
N5 C48 1.445(4) . ?
N6 H6a 0.8600 . ?
N6 C46 1.351(5) . ?
N6 C47 1.425(4) . ?
O1 C9 1.215(4) . ?
O2 C8 1.199(4) . ?
O3 C36 1.207(4) . ?
O4 C35 1.212(4) . ?
F1 C1 1.348(5) . ?
F2 C28 1.358(5) . ?
C1 C2 1.322(6) . ?
C1 C6 1.325(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.366(6) . ?
C3 H3a 0.9300 . ?
C3 C4 1.354(5) . ?
C4 C5 1.352(5) . ?
C4 C7 1.490(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.353(6) . ?
C6 H6 0.9300 . ?
C7 H7 0.9800 . ?
C7 C8 1.507(5) . ?
C9 C10 1.435(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.305(5) . ?
C11 C12 1.465(5) . ?
C11 C13 1.480(5) . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C13 C14 1.525(5) . ?
C13 C15 1.503(5) . ?
C14 H14 0.9800 . ?
C15 C16 1.356(5) . ?
C15 C20 1.360(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.359(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.349(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.373(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.358(5) . ?
C21 H21a 0.9700 . ?
C21 H21b 0.9700 . ?
C21 C22 1.469(5) . ?
C22 C23 1.375(5) . ?
C22 C27 1.355(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.334(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.362(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.345(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.353(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.319(6) . ?
C28 C33 1.348(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.360(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.364(5) . ?
C31 C32 1.350(5) . ?
C31 C34 1.483(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.352(6) . ?
C33 H33 0.9300 . ?
C34 H34 0.9800 . ?
C34 C35 1.498(5) . ?
C36 C37 1.430(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.311(5) . ?
C38 C39 1.451(5) . ?
C38 C40 1.490(5) . ?
C39 H39a 0.9600 . ?
C39 H39b 0.9600 . ?
C39 H39c 0.9600 . ?
C40 C41 1.510(5) . ?
C40 C47 1.524(5) . ?
C41 C42 1.326(5) . ?
C41 C46 1.366(5) . ?
C42 H42 0.9300 . ?
C42 C43 1.372(5) . ?
C43 H43 0.9300 . ?
C43 C44 1.341(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.339(6) . ?
C45 H45 0.9300 . ?
C45 C46 1.369(5) . ?
C47 H47 0.9800 . ?
C48 H48a 0.9700 . ?
C48 H48b 0.9700 . ?
C48 C49 1.489(6) . ?
C49 C50 1.341(7) . ?
C49 C54 1.348(6) . ?
C50 H50 0.9300 . ?
C50 C51 1.384(7) . ?
C51 H51 0.9300 . ?
C51 C52 1.352(9) . ?
C52 H52 0.9300 . ?
C52 C53 1.334(11) . ?
C53 H53 0.9300 . ?
C53 C54 1.379(10) . ?
C54 H54 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
C9 N1 C7 122.5(4) . . ?
C13 N1 C7 123.7(3) . . ?
C13 N1 C9 110.9(4) . . ?
C14 N2 C8 127.2(3) . . ?
C21 N2 C8 116.1(3) . . ?
C21 N2 C14 115.3(3) . . ?
C14 N3 H3 125.8(2) . . ?
C20 N3 H3 125.8(2) . . ?
C20 N3 C14 108.5(3) . . ?
C36 N4 C34 123.2(3) . . ?
C40 N4 C34 123.0(3) . . ?
C40 N4 C36 111.3(4) . . ?
C47 N5 C35 126.4(4) . . ?
C48 N5 C35 115.5(3) . . ?
C48 N5 C47 116.0(3) . . ?
C46 N6 H6a 125.9(2) . . ?
C47 N6 H6a 125.9(2) . . ?
C47 N6 C46 108.2(3) . . ?
C2 C1 F1 118.9(6) . . ?
C6 C1 F1 117.6(6) . . ?
C6 C1 C2 123.5(6) . . ?
H2 C2 C1 121.1(4) . . ?
C3 C2 C1 117.9(5) . . ?
C3 C2 H2 121.1(3) . . ?
H3a C3 C2 119.5(3) . . ?
C4 C3 C2 121.0(5) . . ?
C4 C3 H3a 119.5(3) . . ?
C5 C4 C3 118.1(4) . . ?
C7 C4 C3 119.2(4) . . ?
C7 C4 C5 122.6(4) . . ?
H5 C5 C4 119.3(3) . . ?
C6 C5 C4 121.3(5) . . ?
C6 C5 H5 119.3(3) . . ?
C5 C6 C1 118.1(5) . . ?
H6 C6 C1 120.9(4) . . ?
H6 C6 C5 120.9(3) . . ?
C4 C7 N1 112.5(3) . . ?
H7 C7 N1 106.3(2) . . ?
H7 C7 C4 106.3(2) . . ?
C8 C7 N1 112.0(3) . . ?
C8 C7 C4 112.8(4) . . ?
C8 C7 H7 106.3(2) . . ?
O2 C8 N2 121.9(4) . . ?
C7 C8 N2 119.5(4) . . ?
C7 C8 O2 118.5(4) . . ?
O1 C9 N1 123.0(4) . . ?
C10 C9 N1 107.1(4) . . ?
C10 C9 O1 129.9(5) . . ?
H10 C10 C9 125.3(3) . . ?
C11 C10 C9 109.5(4) . . ?
C11 C10 H10 125.3(3) . . ?
C12 C11 C10 128.5(5) . . ?
C13 C11 C10 110.0(4) . . ?
C13 C11 C12 121.5(4) . . ?
H12a C12 C11 109.5 . . ?
H12b C12 C11 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C11 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
C11 C13 N1 102.3(3) . . ?
C14 C13 N1 112.8(3) . . ?
C14 C13 C11 113.5(4) . . ?
C15 C13 N1 116.1(4) . . ?
C15 C13 C11 111.0(3) . . ?
C15 C13 C14 101.6(3) . . ?
N3 C14 N2 109.3(3) . . ?
C13 C14 N2 111.7(3) . . ?
C13 C14 N3 104.7(3) . . ?
H14 C14 N2 110.3(2) . . ?
H14 C14 N3 110.3(2) . . ?
H14 C14 C13 110.3(2) . . ?
C16 C15 C13 131.3(4) . . ?
C20 C15 C13 106.9(4) . . ?
C20 C15 C16 121.5(4) . . ?
H16 C16 C15 120.6(3) . . ?
C17 C16 C15 118.7(4) . . ?
C17 C16 H16 120.6(3) . . ?
H17 C17 C16 119.8(3) . . ?
C18 C17 C16 120.4(5) . . ?
C18 C17 H17 119.8(3) . . ?
H18 C18 C17 119.6(3) . . ?
C19 C18 C17 120.9(5) . . ?
C19 C18 H18 119.6(3) . . ?
H19 C19 C18 120.6(3) . . ?
C20 C19 C18 118.8(5) . . ?
C20 C19 H19 120.6(3) . . ?
C15 C20 N3 112.2(4) . . ?
C19 C20 N3 128.1(4) . . ?
C19 C20 C15 119.7(5) . . ?
H21a C21 N2 109.2(2) . . ?
H21b C21 N2 109.2(2) . . ?
H21b C21 H21a 107.9 . . ?
C22 C21 N2 112.2(3) . . ?
C22 C21 H21a 109.2(2) . . ?
C22 C21 H21b 109.2(2) . . ?
C23 C22 C21 123.0(4) . . ?
C27 C22 C21 119.2(5) . . ?
C27 C22 C23 117.8(5) . . ?
H23 C23 C22 119.2(3) . . ?
C24 C23 C22 121.6(5) . . ?
C24 C23 H23 119.2(4) . . ?
H24 C24 C23 120.1(4) . . ?
C25 C24 C23 119.8(6) . . ?
C25 C24 H24 120.1(4) . . ?
H25 C25 C24 120.3(4) . . ?
C26 C25 C24 119.4(6) . . ?
C26 C25 H25 120.3(4) . . ?
H26 C26 C25 119.6(4) . . ?
C27 C26 C25 120.7(5) . . ?
C27 C26 H26 119.6(3) . . ?
C26 C27 C22 120.6(5) . . ?
H27 C27 C22 119.7(3) . . ?
H27 C27 C26 119.7(3) . . ?
C29 C28 F2 118.4(6) . . ?
C33 C28 F2 117.8(5) . . ?
C33 C28 C29 123.8(5) . . ?
H29 C29 C28 121.0(4) . . ?
C30 C29 C28 118.1(5) . . ?
C30 C29 H29 121.0(3) . . ?
H30 C30 C29 119.4(3) . . ?
C31 C30 C29 121.1(5) . . ?
C31 C30 H30 119.4(3) . . ?
C32 C31 C30 117.6(5) . . ?
C34 C31 C30 123.3(4) . . ?
C34 C31 C32 119.0(5) . . ?
H32 C32 C31 118.8(3) . . ?
C33 C32 C31 122.5(5) . . ?
C33 C32 H32 118.8(3) . . ?
C32 C33 C28 116.8(5) . . ?
H33 C33 C28 121.6(3) . . ?
H33 C33 C32 121.6(3) . . ?
C31 C34 N4 112.5(3) . . ?
H34 C34 N4 106.1(2) . . ?
H34 C34 C31 106.1(2) . . ?
C35 C34 N4 112.7(3) . . ?
C35 C34 C31 112.7(4) . . ?
C35 C34 H34 106.1(2) . . ?
O4 C35 N5 122.2(4) . . ?
C34 C35 N5 120.1(4) . . ?
C34 C35 O4 117.7(4) . . ?
O3 C36 N4 123.4(4) . . ?
C37 C36 N4 107.0(4) . . ?
C37 C36 O3 129.5(5) . . ?
H37 C37 C36 125.2(3) . . ?
C38 C37 C36 109.7(4) . . ?
C38 C37 H37 125.2(3) . . ?
C39 C38 C37 128.1(4) . . ?
C40 C38 C37 109.6(4) . . ?
C40 C38 C39 122.3(4) . . ?
H39a C39 C38 109.5 . . ?
H39b C39 C38 109.5 . . ?
H39b C39 H39a 109.5 . . ?
H39c C39 C38 109.5 . . ?
H39c C39 H39a 109.5 . . ?
H39c C39 H39b 109.5 . . ?
C38 C40 N4 102.2(3) . . ?
C41 C40 N4 116.6(4) . . ?
C41 C40 C38 110.8(3) . . ?
C47 C40 N4 113.4(3) . . ?
C47 C40 C38 113.7(4) . . ?
C47 C40 C41 100.6(3) . . ?
C42 C41 C40 130.6(4) . . ?
C46 C41 C40 106.5(4) . . ?
C46 C41 C42 122.4(5) . . ?
H42 C42 C41 121.0(3) . . ?
C43 C42 C41 118.0(5) . . ?
C43 C42 H42 121.0(3) . . ?
H43 C43 C42 120.1(3) . . ?
C44 C43 C42 119.8(5) . . ?
C44 C43 H43 120.1(4) . . ?
H44 C44 C43 118.7(4) . . ?
C45 C44 C43 122.5(5) . . ?
C45 C44 H44 118.7(3) . . ?
H45 C45 C44 121.0(3) . . ?
C46 C45 C44 117.9(5) . . ?
C46 C45 H45 121.0(3) . . ?
C41 C46 N6 112.6(4) . . ?
C45 C46 N6 128.2(4) . . ?
C45 C46 C41 119.2(5) . . ?
N6 C47 N5 109.2(3) . . ?
C40 C47 N5 110.9(3) . . ?
C40 C47 N6 104.5(3) . . ?
H47 C47 N5 110.7(2) . . ?
H47 C47 N6 110.7(2) . . ?
H47 C47 C40 110.7(2) . . ?
H48a C48 N5 109.0(2) . . ?
H48b C48 N5 109.0(2) . . ?
H48b C48 H48a 107.8 . . ?
C49 C48 N5 112.7(4) . . ?
C49 C48 H48a 109.0(3) . . ?
C49 C48 H48b 109.0(2) . . ?
C50 C49 C48 120.9(6) . . ?
C54 C49 C48 119.8(6) . . ?
C54 C49 C50 119.3(6) . . ?
H50 C50 C49 119.6(4) . . ?
C51 C50 C49 120.8(7) . . ?
C51 C50 H50 119.6(5) . . ?
H51 C51 C50 120.6(5) . . ?
C52 C51 C50 118.7(9) . . ?
C52 C51 H51 120.6(7) . . ?
H52 C52 C51 119.4(6) . . ?
C53 C52 C51 121.2(11) . . ?
C53 C52 H52 119.4(8) . . ?
H53 C53 C52 120.4(8) . . ?
C54 C53 C52 119.2(10) . . ?
C54 C53 H53 120.4(6) . . ?
C53 C54 C49 120.7(8) . . ?
H54 C54 C49 119.7(4) . . ?
H54 C54 C53 119.7(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
