# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_hq11_auto
_database_code_depnum_ccdc_archive 'CCDC 2394810'
loop_
_audit_author_name
_audit_author_address
'qing he'
;gui zhou medical university
China
;
_audit_update_record             
;
2024-10-30 deposited with the CCDC.	2025-02-17 downloaded from the CCDC.
;
_audit_creation_date             2023-11-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H14 F3 N O4'
_chemical_formula_sum            'C19 H14 F3 N O4'
_chemical_formula_weight         377.31
_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                   13.4270(9)
_cell_length_b                   11.9465(5)
_cell_length_c                   12.2064(8)
_cell_angle_alpha                90
_cell_angle_beta                 110.850(8)
_cell_angle_gamma                90
_cell_volume                     1829.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6134
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.8220
_cell_measurement_theta_min      3.5040
_shelx_estimated_absorpt_T_max   0.802
_shelx_estimated_absorpt_T_min   0.672
_exptl_absorpt_coefficient_mu    1.006
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.08372
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.89a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13605
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_min         3.522
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00   7.00   0.50    0.50    --   42.20 -54.00-150.00   54
  2  ω     32.00  70.00   0.50    0.50    --   42.20 -81.00  89.28   76
  3  ω     18.00  44.00   0.50    0.50    --   42.20 -65.00 -30.00   52
  4  ω    -36.00   1.00   0.50    0.50    --   42.20 -65.00  30.00   74
  5  ω      7.00  70.00   0.50    0.50    --   42.20 -82.00 -60.00  126
  6  ω     47.00 131.00   0.50    0.50    --   42.20  32.00 150.00  168
  7  ω    -45.00   0.00   0.50    0.50    --   42.20 -82.00-150.00   90
  8  ω     36.00  69.00   0.50    0.50    --   42.20 -82.00 150.00   66
  9  ω     17.00  66.00   0.50    0.50    --   42.20  82.00-150.00   98
 10  ω      7.00  63.00   0.50    0.50    --   42.20 -65.00  30.00  112
 11  ω     83.00 109.00   0.50    0.50    --   42.20  54.00-180.00   52
 12  ω     15.00  48.00   0.50    0.50    --   42.20  54.00-180.00   66
 13  ω    -46.00  -4.00   0.50    0.50    --   42.20 -82.00 -60.00   84
 14  ω     13.00  69.00   0.50    0.50    --   42.20 -54.00-150.00  112
 15  ω     27.00  52.00   0.50    0.50    --   42.20 -82.00-150.00   50
 16  ω    -32.00  11.00   0.50    0.50    --   42.20 -77.00 -30.00   86
 17  ω     20.00  67.00   0.50    0.50    --   42.20 -77.00 -30.00   94
 18  ω    -10.00  15.00   0.50    0.50    --   42.20 -82.00 150.00   50
 19  ω    -43.00 -18.00   0.50    0.50    --   42.20 -65.00 -30.00   50
 20  ω     90.00 115.00   0.50    0.50    --   42.20  82.00-150.00   50
 21  ω    -44.00  17.00   0.50    0.50    --   42.20 -81.00  89.28  122
 22  ω     40.00  80.00   0.50    0.50    --   93.70 -68.00  30.00   80
 23  ω      9.00 121.00   0.50    0.50    --   93.70 -82.00  30.00  224
 24  ω    140.00 183.00   0.50    0.50    --   93.70  42.00 -30.00   86
 25  ω     71.00  96.00   0.50    0.50    --   93.70 -82.00 -30.00   50
 26  ω     64.00  97.00   0.50    0.50    --   93.70  42.00 -30.00   66
 27  ω      5.00 183.00   0.50    0.50    --   93.70  -8.00-120.00  356
 28  ω     13.00  49.00   0.50    0.50    --   93.70 -82.00 -30.00   72
 29  ω    100.00 154.00   0.50    0.50    --   93.70  50.00 -90.00  108
 30  ω      4.00 114.00   0.50    0.50    --   93.70 -82.00-120.00  220
 31  ω     30.00 111.00   0.50    0.50    --   93.70 -82.00 150.00  162
 32  ω      9.00  86.00   0.50    0.50    --   93.70 -33.00 120.00  154
 33  ω     92.00 126.00   0.50    0.50    --   93.70 -33.00   0.00   68
 34  ω      4.00  70.00   0.50    0.50    --   93.70 -59.00  90.00  132
 35  ω     70.00  96.00   0.50    0.50    --   93.70 -82.00 -60.00   52
 36  ω     44.00 120.00   0.50    0.50    --   93.70 -82.00  90.00  152
 37  ω      8.00  83.00   0.50    0.50    --   93.70 -33.00   0.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0356615000
_diffrn_orient_matrix_UB_12      -0.0113804000
_diffrn_orient_matrix_UB_13      -0.1063988000
_diffrn_orient_matrix_UB_21      0.0906648000
_diffrn_orient_matrix_UB_22      -0.0789809000
_diffrn_orient_matrix_UB_23      0.0710299000
_diffrn_orient_matrix_UB_31      -0.0747328000
_diffrn_orient_matrix_UB_32      -0.1011609000
_diffrn_orient_matrix_UB_33      -0.0435326000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed 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                2528
_reflns_number_total             3305
_reflns_odcompleteness_completeness 98.44
_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 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.89a (Rigaku OD, 2020)'
_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    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.0141(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         3305
_refine_ls_number_restraints     169
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0544
_refine_ls_restrained_S_all      1.107
_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)+(0.1046P)²+0.0507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1638
_refine_ls_wR_factor_ref         0.1752
_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. Restrained distances
 O1-C2 \\sim O1-C20
 with sigma of 0.02
 C2-C1 \\sim C20-C21
 with sigma of 0.02
 O1-C1 \\sim O1-C21
 with sigma of 0.04
 O1-C20 \\sim O1-C2
 with sigma of 0.02
 C20-C21 \\sim C1-C2
 with sigma of 0.02
 F3-C10 \\sim F5-C10
 with sigma of 0.02
 F5-C10 \\sim F3-C10
 with sigma of 0.02
 F2-C10 \\sim F4-C10
 with sigma of 0.02
 F1-C10 \\sim F6-C10
 with sigma of 0.02
 O3-C12 \\sim O5-C12
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O1 \\sim C2 \\sim C1: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
C21 \\sim C20 \\sim O1: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
F3 \\sim C10 \\sim F1 \\sim F2: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
F6 \\sim F5 \\sim C10 \\sim F4: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
O3 \\sim C12: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C12 \\sim O5: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Uanis(O1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F3) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(C10) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F6) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O3) \\sim Ueq, Uanis(C12) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C12) \\sim Ueq, Uanis(O5) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 F6, F5, F4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=1-FVAR(1)
 Sof(C2)=Sof(H00D)=Sof(H00E)=Sof(C1)=Sof(H00H)=Sof(H00I)=Sof(H00J)=FVAR(1)
 Sof(F5)=Sof(F6)=Sof(F4)=1-FVAR(2)
 Sof(F2)=Sof(F3)=Sof(F1)=FVAR(2)
 Sof(O5)=1-FVAR(3)
 Sof(O3)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C2(H00D,H00E), C20(H20A,H20B)
6.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C19(H19), C15(H15), C18(H18), C17(H17), C16(H16)
6.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C1(H00H,H00I,H00J), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O1 O 0.95052(10) 0.60098(11) 0.77376(13) 0.0723(4) Uani 1 1 d D U . . .
F2 F 0.7874(7) 0.3948(7) 0.4469(9) 0.0904(16) Uani 0.67(3) 1 d D U P A 1
F3 F 0.8478(11) 0.5568(8) 0.4309(10) 0.0916(17) Uani 0.67(3) 1 d D U P A 1
F1 F 0.9171(6) 0.4571(9) 0.5868(8) 0.110(2) Uani 0.67(3) 1 d D U P A 1
O4 O 0.45565(12) 0.67926(14) 0.33012(12) 0.0830(5) Uani 1 1 d . . . . .
O2 O 0.89218(13) 0.43978(12) 0.82155(14) 0.0840(5) Uani 1 1 d . . . . .
O3 O 0.3959(6) 0.6866(13) 0.4761(8) 0.079(2) Uani 0.64(4) 1 d D U P B 1
C4 C 0.77254(14) 0.55772(13) 0.67550(15) 0.0546(4) Uani 1 1 d . . . . .
C5 C 0.69613(15) 0.60371(14) 0.71770(15) 0.0565(4) Uani 1 1 d . . . . .
C8 C 0.64898(14) 0.57905(14) 0.47526(15) 0.0560(5) Uani 1 1 d . . . . .
C9 C 0.74803(14) 0.54361(14) 0.55549(15) 0.0567(5) Uani 1 1 d . . . . .
C7 C 0.57399(14) 0.62779(14) 0.51700(15) 0.0568(5) Uani 1 1 d . . . . .
C14 C 0.71707(16) 0.61734(15) 0.84523(15) 0.0613(5) Uani 1 1 d . . . . .
C3 C 0.87835(15) 0.52317(15) 0.76490(16) 0.0619(5) Uani 1 1 d . . . . .
C6 C 0.59872(14) 0.63702(15) 0.63709(15) 0.0594(5) Uani 1 1 d . . . . .
H6 H 0.547980 0.666692 0.664558 0.071 Uiso 1 1 calc R U . . .
C19 C 0.80394(18) 0.67551(16) 0.91935(17) 0.0707(5) Uani 1 1 d . . . . .
H19 H 0.852158 0.708034 0.889906 0.085 Uiso 1 1 calc R U . . .
C12 C 0.46808(16) 0.67324(16) 0.44134(17) 0.0655(5) Uani 1 1 d D U . . .
C10 C 0.82558(17) 0.48888(17) 0.50700(18) 0.0703(5) Uani 1 1 d D U . . .
N1 N 0.61088(18) 0.5477(2) 0.25537(17) 0.1096(8) Uani 1 1 d . . . . .
C11 C 0.62609(16) 0.56407(19) 0.35171(17) 0.0718(6) Uani 1 1 d . . . . .
C15 C 0.64467(19) 0.57162(19) 0.89119(18) 0.0760(6) Uani 1 1 d . . . . .
H15 H 0.584710 0.533942 0.842303 0.091 Uiso 1 1 calc R U . . .
C18 C 0.8195(2) 0.68555(18) 1.03781(18) 0.0832(7) Uani 1 1 d . . . . .
H18 H 0.878212 0.724516 1.087330 0.100 Uiso 1 1 calc R U . . .
C17 C 0.7483(2) 0.6381(2) 1.0821(2) 0.0882(7) Uani 1 1 d . . . . .
H17 H 0.759355 0.644279 1.161558 0.106 Uiso 1 1 calc R U . . .
C16 C 0.6620(2) 0.5823(2) 1.0097(2) 0.0906(7) Uani 1 1 d . . . . .
H16 H 0.613882 0.550791 1.039933 0.109 Uiso 1 1 calc R U . . .
C13 C 0.35575(19) 0.7262(2) 0.2511(2) 0.0924(7) Uani 1 1 d . . . . .
H13A H 0.355487 0.725393 0.172389 0.139 Uiso 1 1 calc R U . . .
H13B H 0.348659 0.801806 0.273890 0.139 Uiso 1 1 calc R U . . .
H13C H 0.297267 0.682205 0.255076 0.139 Uiso 1 1 calc R U . . .
C2 C 1.0624(6) 0.5732(8) 0.8445(11) 0.090(2) Uani 0.54(2) 1 d D U P C 1
H00D H 1.071549 0.571957 0.926978 0.108 Uiso 0.54(2) 1 calc R U P C 1
H00E H 1.079620 0.499451 0.823080 0.108 Uiso 0.54(2) 1 calc R U P C 1
C1 C 1.1307(5) 0.6521(7) 0.8255(10) 0.098(3) Uani 0.54(2) 1 d D U P C 1
H00H H 1.133071 0.642105 0.748420 0.147 Uiso 0.54(2) 1 calc R U P C 1
H00I H 1.200871 0.642697 0.882838 0.147 Uiso 0.54(2) 1 calc R U P C 1
H00J H 1.105175 0.725953 0.832038 0.147 Uiso 0.54(2) 1 calc R U P C 1
C20 C 1.0511(8) 0.5924(11) 0.8739(9) 0.088(3) Uani 0.46(2) 1 d D U P C 2
H20A H 1.034113 0.589632 0.944765 0.105 Uiso 0.46(2) 1 calc R U P C 2
H20B H 1.083946 0.521456 0.867939 0.105 Uiso 0.46(2) 1 calc R U P C 2
C21 C 1.1224(12) 0.6714(11) 0.8873(19) 0.160(6) Uani 0.46(2) 1 d D U P C 2
H21A H 1.122194 0.694360 0.811837 0.240 Uiso 0.46(2) 1 calc R U P C 2
H21B H 1.191695 0.643307 0.933352 0.240 Uiso 0.46(2) 1 calc R U P C 2
H21C H 1.105526 0.734285 0.926447 0.240 Uiso 0.46(2) 1 calc R U P C 2
F5 F 0.7745(17) 0.418(2) 0.426(2) 0.107(5) Uani 0.33(3) 1 d D U P A 2
F6 F 0.8784(18) 0.5627(17) 0.469(3) 0.098(4) Uani 0.33(3) 1 d D U P A 2
F4 F 0.9034(15) 0.4404(12) 0.5942(14) 0.095(4) Uani 0.33(3) 1 d D U P A 2
O5 O 0.4165(16) 0.735(3) 0.4846(10) 0.094(4) Uani 0.36(4) 1 d D U P B 2


_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
O1 C3 1.319(2) . ?
O1 C2 1.480(7) . ?
O1 C20 1.468(9) . ?
F2 C10 1.340(7) . ?
F3 C10 1.344(8) . ?
F1 C10 1.323(7) . ?
O4 C12 1.309(2) . ?
O4 C13 1.457(3) . ?
O2 C3 1.189(2) . ?
O3 C12 1.199(5) . ?
C4 C5 1.413(2) . ?
C4 C9 1.393(2) . ?
C4 C3 1.509(3) . ?
C5 C14 1.489(2) . ?
C5 C6 1.386(2) . ?
C8 C9 1.407(3) . ?
C8 C7 1.406(2) . ?
C8 C11 1.439(2) . ?
C9 C10 1.517(3) . ?
C7 C6 1.387(2) . ?
C7 C12 1.495(3) . ?
C14 C19 1.382(3) . ?
C14 C15 1.395(3) . ?
C6 H6 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.391(3) . ?
C12 O5 1.253(11) . ?
C10 F5 1.295(13) . ?
C10 F6 1.315(15) . ?
C10 F4 1.330(13) . ?
N1 C11 1.137(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.377(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.356(4) . ?
C16 H16 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C2 H00D 0.9700 . ?
C2 H00E 0.9700 . ?
C2 C1 1.391(9) . ?
C1 H00H 0.9600 . ?
C1 H00I 0.9600 . ?
C1 H00J 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.313(12) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 C2 117.0(4) . . ?
C3 O1 C20 116.8(5) . . ?
C12 O4 C13 117.06(17) . . ?
C5 C4 C3 117.50(15) . . ?
C9 C4 C5 120.01(16) . . ?
C9 C4 C3 122.47(15) . . ?
C4 C5 C14 122.16(16) . . ?
C6 C5 C4 118.49(15) . . ?
C6 C5 C14 119.35(15) . . ?
C9 C8 C11 119.24(16) . . ?
C7 C8 C9 119.58(15) . . ?
C7 C8 C11 121.18(17) . . ?
C4 C9 C8 120.44(15) . . ?
C4 C9 C10 121.64(17) . . ?
C8 C9 C10 117.92(16) . . ?
C8 C7 C12 124.95(16) . . ?
C6 C7 C8 118.87(16) . . ?
C6 C7 C12 116.18(16) . . ?
C19 C14 C5 122.72(17) . . ?
C19 C14 C15 118.69(18) . . ?
C15 C14 C5 118.57(18) . . ?
O1 C3 C4 109.98(15) . . ?
O2 C3 O1 125.78(19) . . ?
O2 C3 C4 124.18(18) . . ?
C5 C6 C7 122.53(16) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C14 C19 H19 119.9 . . ?
C14 C19 C18 120.2(2) . . ?
C18 C19 H19 119.9 . . ?
O4 C12 C7 113.75(16) . . ?
O3 C12 O4 122.6(4) . . ?
O3 C12 C7 122.7(3) . . ?
O5 C12 O4 121.3(9) . . ?
O5 C12 C7 120.1(6) . . ?
F2 C10 F3 105.3(5) . . ?
F2 C10 C9 113.2(4) . . ?
F3 C10 C9 111.2(5) . . ?
F1 C10 F2 103.7(5) . . ?
F1 C10 F3 107.8(6) . . ?
F1 C10 C9 115.0(4) . . ?
F5 C10 C9 109.1(9) . . ?
F5 C10 F6 112.1(12) . . ?
F5 C10 F4 112.1(13) . . ?
F6 C10 C9 112.3(10) . . ?
F6 C10 F4 101.8(11) . . ?
F4 C10 C9 109.2(8) . . ?
N1 C11 C8 176.7(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 120.0 . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.3(2) . . ?
C17 C18 H18 119.8 . . ?
C18 C17 H17 120.1 . . ?
C16 C17 C18 119.9(2) . . ?
C16 C17 H17 120.1 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.8(2) . . ?
C17 C16 H16 119.6 . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 C2 H00D 109.6 . . ?
O1 C2 H00E 109.6 . . ?
H00D C2 H00E 108.2 . . ?
C1 C2 O1 110.1(7) . . ?
C1 C2 H00D 109.6 . . ?
C1 C2 H00E 109.6 . . ?
C2 C1 H00H 109.5 . . ?
C2 C1 H00I 109.5 . . ?
C2 C1 H00J 109.5 . . ?
H00H C1 H00I 109.5 . . ?
H00H C1 H00J 109.5 . . ?
H00I C1 H00J 109.5 . . ?
O1 C20 H20A 107.8 . . ?
O1 C20 H20B 107.8 . . ?
H20A C20 H20B 107.2 . . ?
C21 C20 O1 117.9(9) . . ?
C21 C20 H20A 107.8 . . ?
C21 C20 H20B 107.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
C4 C5 C14 C19 55.2(2) . . . . ?
C4 C5 C14 C15 -126.3(2) . . . . ?
C4 C5 C6 C7 -0.6(3) . . . . ?
C4 C9 C10 F2 118.4(6) . . . . ?
C4 C9 C10 F3 -123.4(6) . . . . ?
C4 C9 C10 F1 -0.5(7) . . . . ?
C4 C9 C10 F5 135.2(15) . . . . ?
C4 C9 C10 F6 -99.9(15) . . . . ?
C4 C9 C10 F4 12.3(10) . . . . ?
C5 C4 C9 C8 2.6(2) . . . . ?
C5 C4 C9 C10 -176.68(16) . . . . ?
C5 C4 C3 O1 -100.08(18) . . . . ?
C5 C4 C3 O2 77.2(2) . . . . ?
C5 C14 C19 C18 179.99(17) . . . . ?
C5 C14 C15 C16 179.68(18) . . . . ?
C8 C9 C10 F2 -60.9(6) . . . . ?
C8 C9 C10 F3 57.4(6) . . . . ?
C8 C9 C10 F1 -179.8(6) . . . . ?
C8 C9 C10 F5 -44.1(15) . . . . ?
C8 C9 C10 F6 80.8(15) . . . . ?
C8 C9 C10 F4 -167.0(10) . . . . ?
C8 C7 C6 C5 2.4(3) . . . . ?
C8 C7 C12 O4 -9.5(3) . . . . ?
C8 C7 C12 O3 159.7(10) . . . . ?
C8 C7 C12 O5 -165(2) . . . . ?
C9 C4 C5 C14 178.09(15) . . . . ?
C9 C4 C5 C6 -1.9(2) . . . . ?
C9 C4 C3 O1 81.3(2) . . . . ?
C9 C4 C3 O2 -101.4(2) . . . . ?
C9 C8 C7 C6 -1.7(2) . . . . ?
C9 C8 C7 C12 177.28(16) . . . . ?
C7 C8 C9 C4 -0.8(2) . . . . ?
C7 C8 C9 C10 178.53(15) . . . . ?
C14 C5 C6 C7 179.41(16) . . . . ?
C14 C19 C18 C17 -0.3(3) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
C3 O1 C2 C1 167.4(5) . . . . ?
C3 O1 C20 C21 -177.3(11) . . . . ?
C3 C4 C5 C14 -0.6(2) . . . . ?
C3 C4 C5 C6 179.40(15) . . . . ?
C3 C4 C9 C8 -178.81(15) . . . . ?
C3 C4 C9 C10 1.9(3) . . . . ?
C6 C5 C14 C19 -124.81(19) . . . . ?
C6 C5 C14 C15 53.7(2) . . . . ?
C6 C7 C12 O4 169.48(16) . . . . ?
C6 C7 C12 O3 -21.3(10) . . . . ?
C6 C7 C12 O5 14(2) . . . . ?
C19 C14 C15 C16 -1.7(3) . . . . ?
C19 C18 C17 C16 -0.7(3) . . . . ?
C12 C7 C6 C5 -176.67(16) . . . . ?
C11 C8 C9 C4 179.60(16) . . . . ?
C11 C8 C9 C10 -1.1(2) . . . . ?
C11 C8 C7 C6 177.95(17) . . . . ?
C11 C8 C7 C12 -3.1(3) . . . . ?
C15 C14 C19 C18 1.5(3) . . . . ?
C18 C17 C16 C15 0.4(4) . . . . ?
C13 O4 C12 O3 12.7(10) . . . . ?
C13 O4 C12 C7 -178.05(18) . . . . ?
C13 O4 C12 O5 -23(2) . . . . ?
C2 O1 C3 O2 11.6(7) . . . . ?
C2 O1 C3 C4 -171.2(6) . . . . ?
C20 O1 C3 O2 -10.1(7) . . . . ?
C20 O1 C3 C4 167.2(7) . . . . ?

_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 7.217
_oxdiff_exptl_absorpt_empirical_full_min 0.402
