# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_fuhong-hb_0831_auto
_database_code_depnum_ccdc_archive 'CCDC 2381321'
loop_
_audit_author_name
_audit_author_address
'FU HONG'
;Lanzhou University
China
;
_audit_update_record             
;
2024-09-02 deposited with the CCDC.	2025-02-19 downloaded from the CCDC.
;
_audit_creation_date             2024-08-31
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H21 F2 N O3'
_chemical_formula_sum            'C20 H21 F2 N O3'
_chemical_formula_weight         361.38
_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 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   10.45569(15)
_cell_length_b                   18.57018(19)
_cell_length_c                   10.44754(14)
_cell_angle_alpha                90
_cell_angle_beta                 115.8088(17)
_cell_angle_gamma                90
_cell_volume                     1826.19(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18609
_cell_measurement_temperature    280(1)
_cell_measurement_theta_max      76.3460
_cell_measurement_theta_min      2.3250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82206
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_av_unetI/netI     0.0102
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            25143
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.319
_diffrn_reflns_theta_min         4.698
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      280(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     32.00  65.00   0.50    0.05    --  104.75 -61.00-180.00   66
  2  ω     46.00  71.00   0.50    0.05    --  104.75 -61.00 -60.00   50
  3  ω     41.00 106.00   0.50    0.05    --  104.75-108.00  35.00  130
  4  ω     77.00 102.00   0.50    0.05    --  104.75-100.00 126.00   50
  5  ω    -23.00  25.00   0.50    0.05    --   46.68 -19.00 120.00   96
  6  ω   -118.00 -36.00   0.50    0.05    --  -46.68 -29.00-120.00  164
  7  ω    -67.00 -42.00   0.50    0.05    -- -102.00  61.00  30.00   50
  8  ω    -71.00 -45.00   0.50    0.05    -- -102.00 125.00  90.00   52
  9  ω    -24.00   4.00   0.50    0.05    --  -46.68  19.00-150.00   56
 10  ω    -69.00 -30.00   0.50    0.05    -- -102.00  61.00-120.00   78
 11  ω   -106.00 -40.00   0.50    0.05    -- -102.00 100.00-128.00  132
 12  ω   -170.00 -92.00   0.50    0.05    -- -102.00 -29.00-120.00  156
 13  ω     36.00  61.00   0.50    0.05    --  104.75-108.00  35.00   50
 14  ω   -119.00 -34.00   0.50    0.05    --  -46.68 -37.00 -30.00  170
 15  ω     45.00  79.00   0.50    0.05    --   46.68-108.00  35.00   68
 16  ω     -8.00  43.00   0.50    0.05    --   46.68 -37.00 150.00  102
 17  ω    -27.00  28.00   0.50    0.05    --   46.68 -19.00-180.00  110
 18  ω     15.00  53.00   0.50    0.05    --   46.68 -57.00  90.00   76
 19  ω    -26.00  28.00   0.50    0.05    --   46.68 -37.00  60.00  108
 20  ω    -25.00  13.00   0.50    0.05    --   46.68 -57.00  90.00   76
 21  ω   -125.00 -80.00   0.50    0.05    -- -102.00 143.00-164.64   90
 22  ω   -132.00-106.00   0.50    0.05    -- -102.00 -30.00  30.00   52
 23  ω    -94.00 -32.00   0.50    0.05    -- -102.00 125.00 150.00  124
 24  ω    -68.00 -42.00   0.50    0.05    -- -102.00  61.00  90.00   52
 25  ω    -81.00 -40.00   0.50    0.05    -- -102.00  77.00-180.00   82
 26  ω    -64.00 -39.00   0.50    0.05    -- -102.00  61.00 120.00   50
 27  ω   -106.00 -80.00   0.50    0.05    -- -102.00 108.00 132.00   52
 28  ω    -54.00 -29.00   0.50    0.05    -- -102.00 143.00-164.64   50
 29  ω   -175.00-111.00   0.50    0.05    -- -102.00 -30.00 -60.00  128
 30  ω     34.00  60.00   0.50    0.05    --  104.75 -94.00-180.00   52
 31  ω     93.00 177.00   0.50    0.05    --  104.75  30.00   0.00  168
 32  ω     39.00  72.00   0.50    0.05    --  104.75 -61.00 -90.00   66
 33  ω     92.00 175.00   0.50    0.05    --  104.75  45.00  60.00  166
 34  ω    102.00 178.00   0.50    0.05    --  104.75  30.00 150.00  152
 35  ω     65.00 111.00   0.50    0.05    --  104.75-125.00   0.00   92
 36  ω     40.00  75.00   0.50    0.05    --  104.75 -94.00  90.00   70
 37  ω     33.00  65.00   0.50    0.05    --  104.75 -77.00 -90.00   64
 38  ω    143.00 169.00   0.50    0.05    --  104.75  61.00 -30.00   52
 39  ω    107.00 133.00   0.50    0.05    --  104.75  61.00 -30.00   52
 40  ω     69.00 111.00   0.50    0.05    --  104.75-125.00 -30.00   84
 41  ω     38.00  71.00   0.50    0.05    --  104.75 -94.00-120.00   66
 42  ω     38.00 106.00   0.50    0.05    --  104.75 -94.00  30.00  136
 43  ω     38.00 111.00   0.50    0.05    --  104.75-125.00 150.00  146
 44  ω     39.00  64.00   0.50    0.05    --  104.75 -61.00  30.00   50
 45  ω    115.00 159.00   0.50    0.05    --  104.75  45.00 120.00   88
 46  ω     82.00 107.00   0.50    0.05    --  104.75-108.00  35.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1570851000
_diffrn_orient_matrix_UB_12      0.0089022000
_diffrn_orient_matrix_UB_13      -0.1065971000
_diffrn_orient_matrix_UB_21      0.0263213000
_diffrn_orient_matrix_UB_22      0.0802673000
_diffrn_orient_matrix_UB_23      -0.0171677000
_diffrn_orient_matrix_UB_31      0.0375773000
_diffrn_orient_matrix_UB_32      -0.0189431000
_diffrn_orient_matrix_UB_33      -0.1231873000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3473
_reflns_number_total             3741
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.027
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         3741
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.047
_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)+(0.0478P)²+0.2871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.0997
_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 Ternary CH refined with riding coordinates:
 C6(H6), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C9(H9), C11(H11), C12(H12), C13(H13), C15(H15), C16(H16),
 C17(H17), C20(H20)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.25932(8) 0.83741(4) 0.39996(8) 0.0629(2) Uani 1 1 d . . . . .
F2 F 0.22392(9) 0.87092(4) 0.18732(9) 0.0696(2) Uani 1 1 d . . . . .
O1 O 0.16190(11) 0.73410(5) 0.09285(8) 0.0634(2) Uani 1 1 d . . . . .
O2 O 0.70056(13) 0.68580(8) 0.71020(11) 0.0884(4) Uani 1 1 d . . . . .
O3 O 0.83644(10) 0.66039(6) 0.60183(11) 0.0747(3) Uani 1 1 d . . . . .
N1 N 0.11253(10) 0.72218(5) 0.28471(10) 0.0481(2) Uani 1 1 d . . . . .
H1 H 0.1321(15) 0.7400(8) 0.3664(16) 0.060(4) Uiso 1 1 d . . . . .
C1 C 0.01824(12) 0.66261(6) 0.24485(12) 0.0499(3) Uani 1 1 d . . . . .
C2 C -0.09604(18) 0.56040(9) 0.10142(19) 0.0803(4) Uani 1 1 d . . . . .
H2 H -0.110470 0.530489 0.024937 0.096 Uiso 1 1 calc R U . . .
C3 C 0.66562(14) 0.75035(8) 0.50016(14) 0.0610(3) Uani 1 1 d . . . . .
H3A H 0.695961 0.741799 0.425965 0.073 Uiso 1 1 calc R U . . .
H3B H 0.696766 0.798210 0.538171 0.073 Uiso 1 1 calc R U . . .
C4 C 0.45360(11) 0.67072(6) 0.38107(11) 0.0445(2) Uani 1 1 d . . . . .
C5 C 0.73297(13) 0.69614(8) 0.61550(13) 0.0580(3) Uani 1 1 d . . . . .
C6 C 0.50218(12) 0.74648(6) 0.43608(11) 0.0473(3) Uani 1 1 d . . . . .
H6 H 0.474639 0.755641 0.513063 0.057 Uiso 1 1 calc R U . . .
C7 C 0.37460(16) 0.52956(7) 0.29014(16) 0.0689(4) Uani 1 1 d . . . . .
H7 H 0.348699 0.482400 0.260065 0.083 Uiso 1 1 calc R U . . .
C8 C 0.17704(12) 0.75178(6) 0.21106(11) 0.0478(3) Uani 1 1 d . . . . .
C9 C -0.14576(17) 0.59131(10) 0.29470(18) 0.0815(4) Uani 1 1 d . . . . .
H9 H -0.194017 0.582463 0.349737 0.098 Uiso 1 1 calc R U . . .
C10 C 0.43373(13) 0.80593(6) 0.32260(12) 0.0483(3) Uani 1 1 d . . . . .
H10 H 0.442314 0.791074 0.236664 0.058 Uiso 1 1 calc R U . . .
C11 C -0.00295(16) 0.61795(8) 0.13145(16) 0.0687(4) Uani 1 1 d . . . . .
H11 H 0.044813 0.626448 0.075809 0.082 Uiso 1 1 calc R U . . .
C12 C 0.38932(13) 0.62731(7) 0.44398(12) 0.0533(3) Uani 1 1 d . . . . .
H12 H 0.372126 0.645570 0.517916 0.064 Uiso 1 1 calc R U . . .
C13 C -0.05340(15) 0.64903(8) 0.32669(15) 0.0645(3) Uani 1 1 d . . . . .
H13 H -0.039424 0.678746 0.403310 0.077 Uiso 1 1 calc R U . . .
C14 C 0.27639(13) 0.81527(6) 0.28334(12) 0.0500(3) Uani 1 1 d . . . . .
C15 C 0.43739(18) 0.57179(8) 0.22602(16) 0.0714(4) Uani 1 1 d . . . . .
H15 H 0.453105 0.553298 0.151361 0.086 Uiso 1 1 calc R U . . .
C16 C 0.47757(16) 0.64164(7) 0.27136(14) 0.0602(3) Uani 1 1 d . . . . .
H16 H 0.521225 0.669454 0.227669 0.072 Uiso 1 1 calc R U . . .
C17 C -0.16668(17) 0.54682(9) 0.1816(2) 0.0815(4) Uani 1 1 d . . . . .
H17 H -0.228515 0.507896 0.160419 0.098 Uiso 1 1 calc R U . . .
C18 C 0.50668(17) 0.87920(7) 0.36838(17) 0.0681(4) Uani 1 1 d . . . . .
H18A H 0.511277 0.892042 0.459292 0.102 Uiso 1 1 calc R U . . .
H18B H 0.453397 0.914989 0.299416 0.102 Uiso 1 1 calc R U . . .
H18C H 0.601108 0.876517 0.375128 0.102 Uiso 1 1 calc R U . . .
C19 C 0.91149(19) 0.60742(11) 0.7095(2) 0.1018(6) Uani 1 1 d . . . . .
H19A H 0.978766 0.582761 0.685405 0.153 Uiso 1 1 calc R U . . .
H19B H 0.844963 0.573351 0.714875 0.153 Uiso 1 1 calc R U . . .
H19C H 0.960691 0.630888 0.799729 0.153 Uiso 1 1 calc R U . . .
C20 C 0.35036(16) 0.55745(7) 0.39893(16) 0.0658(3) Uani 1 1 d . . . . .
H20 H 0.307414 0.529169 0.442664 0.079 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 C14 1.3692(12) . ?
F2 C14 1.3769(13) . ?
O1 C8 1.2198(13) . ?
O2 C5 1.1927(16) . ?
O3 C5 1.3289(17) . ?
O3 C19 1.442(2) . ?
N1 C1 1.4183(15) . ?
N1 C8 1.3421(14) . ?
C1 C11 1.3827(18) . ?
C1 C13 1.3832(18) . ?
C2 C11 1.386(2) . ?
C2 C17 1.360(3) . ?
C3 C5 1.4909(18) . ?
C3 C6 1.5420(17) . ?
C4 C6 1.5209(15) . ?
C4 C12 1.3851(15) . ?
C4 C16 1.3851(16) . ?
C6 C10 1.5485(15) . ?
C7 C15 1.370(2) . ?
C7 C20 1.369(2) . ?
C8 C14 1.5350(17) . ?
C9 C13 1.383(2) . ?
C9 C17 1.379(2) . ?
C10 C14 1.5222(17) . ?
C10 C18 1.5311(17) . ?
C12 C20 1.3796(18) . ?
C15 C16 1.382(2) . ?

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
C5 O3 C19 116.68(13) . . ?
C8 N1 C1 127.56(10) . . ?
C11 C1 N1 123.44(11) . . ?
C11 C1 C13 119.50(12) . . ?
C13 C1 N1 117.06(11) . . ?
C17 C2 C11 121.30(15) . . ?
C5 C3 C6 111.32(10) . . ?
C12 C4 C6 120.68(10) . . ?
C12 C4 C16 117.76(11) . . ?
C16 C4 C6 121.49(10) . . ?
O2 C5 O3 123.19(13) . . ?
O2 C5 C3 125.05(13) . . ?
O3 C5 C3 111.75(11) . . ?
C3 C6 C10 110.77(9) . . ?
C4 C6 C3 109.38(10) . . ?
C4 C6 C10 113.78(9) . . ?
C20 C7 C15 119.37(13) . . ?
O1 C8 N1 126.46(12) . . ?
O1 C8 C14 117.81(10) . . ?
N1 C8 C14 115.72(9) . . ?
C17 C9 C13 120.35(15) . . ?
C14 C10 C6 111.87(9) . . ?
C14 C10 C18 108.42(10) . . ?
C18 C10 C6 113.15(11) . . ?
C1 C11 C2 119.41(14) . . ?
C20 C12 C4 121.18(11) . . ?
C9 C13 C1 120.07(14) . . ?
F1 C14 F2 104.95(9) . . ?
F1 C14 C8 110.24(9) . . ?
F1 C14 C10 109.80(10) . . ?
F2 C14 C8 104.39(9) . . ?
F2 C14 C10 108.83(9) . . ?
C10 C14 C8 117.75(9) . . ?
C7 C15 C16 120.56(12) . . ?
C15 C16 C4 120.80(12) . . ?
C2 C17 C9 119.38(15) . . ?
C7 C20 C12 120.33(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.343
_oxdiff_exptl_absorpt_empirical_full_min 0.743
####################################################################### 
# 
# 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_fuhong_0730_auto
_database_code_depnum_ccdc_archive 'CCDC 2381323'
loop_
_audit_author_name
_audit_author_address
'FU HONG'
;Lanzhou University
China
;
_audit_update_record             
;
2024-09-02 deposited with the CCDC.	2025-02-19 downloaded from the CCDC.
;
_audit_creation_date             2024-07-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H23 F2 N O3'
_chemical_formula_sum            'C22 H23 F2 N O3'
_chemical_formula_weight         387.41
_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 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9380(7)
_cell_length_b                   10.9753(9)
_cell_length_c                   11.0840(7)
_cell_angle_alpha                108.444(6)
_cell_angle_beta                 102.977(6)
_cell_angle_gamma                113.996(7)
_cell_volume                     956.77(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5202
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      75.3210
_cell_measurement_theta_min      4.6000
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.852
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            9613
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.912
_diffrn_reflns_theta_min         4.605
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00 -39.00   0.50    0.26    -- -102.00  77.00 -60.00  130
  2  ω    -65.00 -29.00   0.50    0.26    -- -102.00  61.00   0.00   72
  3  ω    -65.00 -33.00   0.50    0.26    -- -102.00  61.00  90.00   64
  4  ω    -87.00 -36.00   0.50    0.26    -- -102.00  77.00 120.00  102
  5  ω    -61.00 -32.00   0.50    0.06    --  -46.05  57.00  30.00   58
  6  ω    -35.00  26.00   0.50    0.06    --  -46.05  37.00 -90.00  122
  7  ω    -20.00   8.00   0.50    0.06    --  -46.05  19.00 -60.00   56
  8  ω     -9.00  16.00   0.50    0.06    --  -46.05  57.00  30.00   50
  9  ω    -42.00  27.00   0.50    0.06    --  -46.05  39.00 152.00  138
 10  ω   -107.00 -82.00   0.50    0.26    -- -102.00 110.00 171.77   50
 11  ω   -109.00 -73.00   0.50    0.26    -- -102.00 125.00 120.00   72
 12  ω    -71.00 -34.00   0.50    0.26    -- -102.00 110.00 171.77   74
 13  ω    -66.00 -40.00   0.50    0.26    -- -102.00 125.00 120.00   52
 14  ω   -111.00 -68.00   0.50    0.26    -- -102.00 125.00 -90.00   86
 15  ω    -66.00 -40.00   0.50    0.26    -- -102.00 125.00 -90.00   52
 16  ω   -132.00-102.00   0.50    0.26    -- -102.00 -39.00  -1.00   60
 17  ω   -165.00-139.00   0.50    0.26    -- -102.00 -39.00  -1.00   52
 18  ω   -170.00 -96.00   0.50    0.26    -- -102.00 -45.00  30.00  148
 19  ω   -110.00 -37.00   0.50    0.06    --  -46.05 -39.00  -1.00  146
 20  ω      9.00  34.00   0.50    0.06    --   46.05 -39.00  -1.00   50
 21  ω     56.00 102.00   0.50    0.26    --  104.76 -77.00 -90.00   92
 22  ω    136.00 168.00   0.50    0.26    --  104.76 125.00   0.00   64
 23  ω     81.00 106.00   0.50    0.26    --  104.76 125.00   0.00   50
 24  ω     53.00 108.00   0.50    0.26    --  104.76 -77.00  90.00  110
 25  ω     77.00 106.00   0.50    0.26    --  104.76 -94.00  30.00   58
 26  ω     52.00 112.00   0.50    0.26    --  104.76-125.00  60.00  120
 27  ω     36.00 112.00   0.50    0.26    --  104.76-125.00  30.00  152
 28  ω     19.00  88.00   0.50    0.06    --   46.05-125.00-150.00  138
 29  ω     53.00 112.00   0.50    0.26    --  104.76-125.00-120.00  118
 30  ω     95.00 177.00   0.50    0.26    --  104.76  15.00 120.00  164
 31  ω    134.00 161.00   0.50    0.26    --  104.76  39.00 152.00   54
 32  ω     98.00 132.00   0.50    0.26    --  104.76  39.00 152.00   68
 33  ω     54.00 112.00   0.50    0.06    --   46.05  39.00 152.00  116
 34  ω    103.00 175.00   0.50    0.26    --  104.76  45.00 -90.00  144
 35  ω     93.00 162.00   0.50    0.26    --  104.76  45.00-120.00  138
 36  ω     92.00 178.00   0.50    0.26    --  104.76  30.00-150.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1774359000
_diffrn_orient_matrix_UB_12      -0.0796555000
_diffrn_orient_matrix_UB_13      -0.0197491000
_diffrn_orient_matrix_UB_21      -0.0179381000
_diffrn_orient_matrix_UB_22      -0.1532878000
_diffrn_orient_matrix_UB_23      -0.0775653000
_diffrn_orient_matrix_UB_31      0.0521784000
_diffrn_orient_matrix_UB_32      -0.0054884000
_diffrn_orient_matrix_UB_33      0.1390562000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2858
_reflns_number_total             3720
_reflns_odcompleteness_completeness 98.01
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3720
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.071
_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)+(0.1079P)²+0.1801P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.1792
_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 Ternary CH refined with riding coordinates:
 C4(H4), C6(H6), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C16(H16A,H16B), C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C26(H26), C27(H27), C29(H29), C31(H31), C37(H37),
 C39(H39), C41(H41), C45(H45)
2.d Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C)
;
_atom_sites_solution_hydrogens   mixed
_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
F2 F 0.25190(15) 0.28104(14) 0.22366(13) 0.0482(3) Uani 1 1 d . . . . .
F3 F 0.14281(16) 0.22311(16) 0.00402(14) 0.0557(4) Uani 1 1 d . . . . .
O9 O 0.4336(2) 0.28599(18) -0.01323(15) 0.0480(4) Uani 1 1 d . . . . .
O32 O 0.78477(18) 0.93950(17) 0.50481(16) 0.0482(4) Uani 1 1 d . . . . .
O33 O 0.6127(2) 0.84113(19) 0.59372(15) 0.0512(4) Uani 1 1 d . . . . .
N10 N 0.4670(2) 0.22270(19) 0.16564(18) 0.0404(4) Uani 1 1 d . . . . .
H10 H 0.439(3) 0.223(3) 0.236(3) 0.047(6) Uiso 1 1 d . . . . .
C1 C 0.2857(3) 0.3169(2) 0.1214(2) 0.0427(5) Uani 1 1 d . . . . .
C4 C 0.3329(2) 0.4793(2) 0.1603(2) 0.0381(4) Uani 1 1 d . . . . .
H4 H 0.370192 0.505824 0.090655 0.046 Uiso 1 1 calc R U . . .
C5 C 0.4054(3) 0.2726(2) 0.0852(2) 0.0406(5) Uani 1 1 d . . . . .
C6 C 0.4731(2) 0.5890(2) 0.30718(19) 0.0359(4) Uani 1 1 d . . . . .
H6 H 0.433939 0.561601 0.375691 0.043 Uiso 1 1 calc R U . . .
C8 C 0.1861(3) 0.4970(3) 0.1542(2) 0.0439(5) Uani 1 1 d . . . . .
H8A H 0.098635 0.428553 0.059613 0.053 Uiso 1 1 calc R U . . .
H8B H 0.145875 0.469072 0.221016 0.053 Uiso 1 1 calc R U . . .
C11 C 0.6263(2) 0.5837(2) 0.32541(19) 0.0362(4) Uani 1 1 d . . . . .
C12 C 0.5140(2) 0.7523(2) 0.3456(2) 0.0382(4) Uani 1 1 d . . . . .
H12 H 0.560925 0.785552 0.282933 0.046 Uiso 1 1 calc R U . . .
C16 C 0.2309(3) 0.6577(3) 0.1893(2) 0.0475(5) Uani 1 1 d . . . . .
H16A H 0.265278 0.683457 0.119209 0.057 Uiso 1 1 calc R U . . .
H16B H 0.134840 0.666547 0.185140 0.057 Uiso 1 1 calc R U . . .
C17 C 0.5879(3) 0.1863(2) 0.1617(2) 0.0392(4) Uani 1 1 d . . . . .
C19 C 0.6986(3) 0.5962(2) 0.2320(2) 0.0405(4) Uani 1 1 d . . . . .
H19 H 0.649867 0.605645 0.153975 0.049 Uiso 1 1 calc R U . . .
C20 C 0.7037(3) 0.5758(2) 0.4413(2) 0.0424(5) Uani 1 1 d . . . . .
H20 H 0.657032 0.568375 0.506523 0.051 Uiso 1 1 calc R U . . .
C22 C 0.6402(3) 0.8488(2) 0.4950(2) 0.0400(5) Uani 1 1 d . . . . .
C23 C 0.3657(3) 0.7676(3) 0.3332(2) 0.0459(5) Uani 1 1 d . . . . .
H23A H 0.327973 0.748325 0.404258 0.055 Uiso 1 1 calc R U . . .
H23B H 0.395308 0.871262 0.350836 0.055 Uiso 1 1 calc R U . . .
C26 C 0.6449(3) 0.1504(3) 0.2639(2) 0.0479(5) Uani 1 1 d . . . . .
H26 H 0.602392 0.150662 0.332621 0.058 Uiso 1 1 calc R U . . .
C27 C 0.6506(3) 0.1851(3) 0.0615(2) 0.0472(5) Uani 1 1 d . . . . .
H27 H 0.611463 0.208041 -0.009567 0.057 Uiso 1 1 calc R U . . .
C29 C 0.8405(3) 0.5950(3) 0.2521(2) 0.0482(5) Uani 1 1 d . . . . .
H29 H 0.886353 0.599856 0.186037 0.058 Uiso 1 1 calc R U . . .
C31 C 0.8481(3) 0.5786(3) 0.4630(3) 0.0507(5) Uani 1 1 d . . . . .
H31 H 0.900471 0.574879 0.543645 0.061 Uiso 1 1 calc R U . . .
C37 C 0.7636(3) 0.1143(3) 0.2657(3) 0.0544(6) Uani 1 1 d . . . . .
H37 H 0.801518 0.088996 0.335163 0.065 Uiso 1 1 calc R U . . .
C39 C 0.7696(3) 0.1504(3) 0.0654(3) 0.0508(5) Uani 1 1 d . . . . .
H39 H 0.812889 0.150786 -0.002799 0.061 Uiso 1 1 calc R U . . .
C41 C 0.9161(3) 0.5868(3) 0.3681(3) 0.0526(6) Uani 1 1 d . . . . .
H41 H 1.013967 0.586888 0.382070 0.063 Uiso 1 1 calc R U . . .
C43 C 0.9129(3) 1.0208(3) 0.6433(3) 0.0628(7) Uani 1 1 d . . . . .
H43A H 1.016084 1.079374 0.640040 0.094 Uiso 1 1 calc R U . . .
H43B H 0.918078 0.949533 0.676756 0.094 Uiso 1 1 calc R U . . .
H43C H 0.891225 1.088583 0.706640 0.094 Uiso 1 1 calc R U . . .
C45 C 0.8271(3) 0.1151(3) 0.1668(3) 0.0526(6) Uani 1 1 d . . . . .
H45 H 0.909322 0.091589 0.168530 0.063 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
F2 C1 1.377(2) . ?
F3 C1 1.379(3) . ?
O9 C5 1.222(2) . ?
O32 C22 1.329(3) . ?
O32 C43 1.451(3) . ?
O33 C22 1.205(2) . ?
N10 H10 0.89(3) . ?
N10 C5 1.344(3) . ?
N10 C17 1.418(3) . ?
C1 C4 1.525(3) . ?
C1 C5 1.541(3) . ?
C4 H4 1.0000 . ?
C4 C6 1.555(3) . ?
C4 C8 1.538(3) . ?
C6 H6 1.0000 . ?
C6 C11 1.518(3) . ?
C6 C12 1.551(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C16 1.520(3) . ?
C11 C19 1.396(3) . ?
C11 C20 1.389(3) . ?
C12 H12 1.0000 . ?
C12 C22 1.522(3) . ?
C12 C23 1.531(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C23 1.517(3) . ?
C17 C26 1.391(3) . ?
C17 C27 1.389(3) . ?
C19 H19 0.9500 . ?
C19 C29 1.384(3) . ?
C20 H20 0.9500 . ?
C20 C31 1.387(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C26 H26 0.9500 . ?
C26 C37 1.387(3) . ?
C27 H27 0.9500 . ?
C27 C39 1.379(3) . ?
C29 H29 0.9500 . ?
C29 C41 1.385(3) . ?
C31 H31 0.9500 . ?
C31 C41 1.379(3) . ?
C37 H37 0.9500 . ?
C37 C45 1.383(3) . ?
C39 H39 0.9500 . ?
C39 C45 1.380(4) . ?
C41 H41 0.9500 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C45 H45 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
C22 O32 C43 114.76(18) . . ?
C5 N10 H10 117.3(17) . . ?
C5 N10 C17 127.23(17) . . ?
C17 N10 H10 115.0(17) . . ?
F2 C1 F3 104.97(16) . . ?
F2 C1 C4 110.20(16) . . ?
F2 C1 C5 110.66(17) . . ?
F3 C1 C4 109.07(17) . . ?
F3 C1 C5 105.27(16) . . ?
C4 C1 C5 115.98(17) . . ?
C1 C4 H4 108.2 . . ?
C1 C4 C6 111.59(16) . . ?
C1 C4 C8 110.26(17) . . ?
C6 C4 H4 108.2 . . ?
C8 C4 H4 108.2 . . ?
C8 C4 C6 110.14(16) . . ?
O9 C5 N10 127.2(2) . . ?
O9 C5 C1 116.92(18) . . ?
N10 C5 C1 115.92(17) . . ?
C4 C6 H6 107.4 . . ?
C11 C6 C4 115.07(15) . . ?
C11 C6 H6 107.4 . . ?
C11 C6 C12 109.05(16) . . ?
C12 C6 C4 110.28(15) . . ?
C12 C6 H6 107.4 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C16 C8 C4 110.73(17) . . ?
C16 C8 H8A 109.5 . . ?
C16 C8 H8B 109.5 . . ?
C19 C11 C6 121.34(16) . . ?
C20 C11 C6 120.26(17) . . ?
C20 C11 C19 118.28(18) . . ?
C6 C12 H12 109.3 . . ?
C22 C12 C6 106.51(15) . . ?
C22 C12 H12 109.3 . . ?
C22 C12 C23 110.20(16) . . ?
C23 C12 C6 112.22(17) . . ?
C23 C12 H12 109.3 . . ?
C8 C16 H16A 109.3 . . ?
C8 C16 H16B 109.3 . . ?
H16A C16 H16B 108.0 . . ?
C23 C16 C8 111.62(17) . . ?
C23 C16 H16A 109.3 . . ?
C23 C16 H16B 109.3 . . ?
C26 C17 N10 117.46(18) . . ?
C27 C17 N10 123.09(18) . . ?
C27 C17 C26 119.4(2) . . ?
C11 C19 H19 119.7 . . ?
C29 C19 C11 120.59(19) . . ?
C29 C19 H19 119.7 . . ?
C11 C20 H20 119.5 . . ?
C31 C20 C11 121.0(2) . . ?
C31 C20 H20 119.5 . . ?
O32 C22 C12 112.89(17) . . ?
O33 C22 O32 123.6(2) . . ?
O33 C22 C12 123.52(19) . . ?
C12 C23 H23A 109.5 . . ?
C12 C23 H23B 109.5 . . ?
C16 C23 C12 110.77(17) . . ?
C16 C23 H23A 109.5 . . ?
C16 C23 H23B 109.5 . . ?
H23A C23 H23B 108.1 . . ?
C17 C26 H26 120.0 . . ?
C37 C26 C17 120.1(2) . . ?
C37 C26 H26 120.0 . . ?
C17 C27 H27 120.1 . . ?
C39 C27 C17 119.8(2) . . ?
C39 C27 H27 120.1 . . ?
C19 C29 H29 119.8 . . ?
C19 C29 C41 120.4(2) . . ?
C41 C29 H29 119.8 . . ?
C20 C31 H31 119.9 . . ?
C41 C31 C20 120.2(2) . . ?
C41 C31 H31 119.9 . . ?
C26 C37 H37 119.9 . . ?
C45 C37 C26 120.3(2) . . ?
C45 C37 H37 119.9 . . ?
C27 C39 H39 119.4 . . ?
C27 C39 C45 121.1(2) . . ?
C45 C39 H39 119.4 . . ?
C29 C41 H41 120.3 . . ?
C31 C41 C29 119.5(2) . . ?
C31 C41 H41 120.3 . . ?
O32 C43 H43A 109.5 . . ?
O32 C43 H43B 109.5 . . ?
O32 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C37 C45 H45 120.4 . . ?
C39 C45 C37 119.3(2) . . ?
C39 C45 H45 120.4 . . ?

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
F2 C1 C4 C6 53.8(2) . . . . ?
F2 C1 C4 C8 -68.9(2) . . . . ?
F2 C1 C5 O9 173.46(17) . . . . ?
F2 C1 C5 N10 -6.3(3) . . . . ?
F3 C1 C4 C6 168.56(15) . . . . ?
F3 C1 C4 C8 45.8(2) . . . . ?
F3 C1 C5 O9 60.6(2) . . . . ?
F3 C1 C5 N10 -119.17(19) . . . . ?
N10 C17 C26 C37 -179.8(2) . . . . ?
N10 C17 C27 C39 179.1(2) . . . . ?
C1 C4 C6 C11 58.1(2) . . . . ?
C1 C4 C6 C12 -178.00(15) . . . . ?
C1 C4 C8 C16 -178.64(16) . . . . ?
C4 C1 C5 O9 -60.1(2) . . . . ?
C4 C1 C5 N10 120.2(2) . . . . ?
C4 C6 C11 C19 51.6(2) . . . . ?
C4 C6 C11 C20 -132.51(19) . . . . ?
C4 C6 C12 C22 174.78(14) . . . . ?
C4 C6 C12 C23 54.1(2) . . . . ?
C4 C8 C16 C23 -58.7(2) . . . . ?
C5 N10 C17 C26 173.9(2) . . . . ?
C5 N10 C17 C27 -6.1(3) . . . . ?
C5 C1 C4 C6 -72.9(2) . . . . ?
C5 C1 C4 C8 164.40(16) . . . . ?
C6 C4 C8 C16 57.8(2) . . . . ?
C6 C11 C19 C29 178.4(2) . . . . ?
C6 C11 C20 C31 -176.7(2) . . . . ?
C6 C12 C22 O32 110.37(18) . . . . ?
C6 C12 C22 O33 -68.0(2) . . . . ?
C6 C12 C23 C16 -54.5(2) . . . . ?
C8 C4 C6 C11 -179.05(16) . . . . ?
C8 C4 C6 C12 -55.2(2) . . . . ?
C8 C16 C23 C12 56.5(2) . . . . ?
C11 C6 C12 C22 -57.95(19) . . . . ?
C11 C6 C12 C23 -178.62(15) . . . . ?
C11 C19 C29 C41 -2.3(3) . . . . ?
C11 C20 C31 C41 -1.1(3) . . . . ?
C12 C6 C11 C19 -72.9(2) . . . . ?
C12 C6 C11 C20 103.0(2) . . . . ?
C17 N10 C5 O9 5.6(3) . . . . ?
C17 N10 C5 C1 -174.67(19) . . . . ?
C17 C26 C37 C45 0.6(4) . . . . ?
C17 C27 C39 C45 0.7(4) . . . . ?
C19 C11 C20 C31 -0.7(3) . . . . ?
C19 C29 C41 C31 0.5(4) . . . . ?
C20 C11 C19 C29 2.4(3) . . . . ?
C20 C31 C41 C29 1.2(4) . . . . ?
C22 C12 C23 C16 -172.97(17) . . . . ?
C23 C12 C22 O32 -127.67(18) . . . . ?
C23 C12 C22 O33 53.9(3) . . . . ?
C26 C17 C27 C39 -0.8(3) . . . . ?
C26 C37 C45 C39 -0.8(4) . . . . ?
C27 C17 C26 C37 0.2(3) . . . . ?
C27 C39 C45 C37 0.1(4) . . . . ?
C43 O32 C22 O33 5.2(3) . . . . ?
C43 O32 C22 C12 -173.16(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.477
_oxdiff_exptl_absorpt_empirical_full_min 0.721
