# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_exp_2833
_database_code_depnum_ccdc_archive 'CCDC 2256727'
loop_
_audit_author_name
_audit_author_address
'Xinmiao Huang'
;Hunan Normal University
China
;
_audit_update_record             
;
2023-04-17 deposited with the CCDC.	2023-10-18 downloaded from the CCDC.
;
_audit_creation_date             2023-02-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H21 F2 N O3 S'
_chemical_formula_sum            'C26 H21 F2 N O3 S'
_chemical_formula_weight         465.50
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H50 O3 N1 S1 F3'
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'
S S 0.3331 0.5567 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.3223(4)
_cell_length_b                   14.4055(8)
_cell_length_c                   18.9688(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2274.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6690
_cell_measurement_temperature    293(10)
_cell_measurement_theta_max      71.1610
_cell_measurement_theta_min      4.6530
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.733
_exptl_absorpt_coefficient_mu    1.654
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63241
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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    1.360
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            29182
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.592
_diffrn_reflns_theta_max         66.592
_diffrn_reflns_theta_min         3.853
_diffrn_ambient_temperature      293(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -49.00  33.00   1.00    5.00    --  -34.73  57.00   0.00   82
  2  ω     -1.00  24.00   1.00    5.00    --   34.73  93.00  21.44   25
  3  ω     13.00  69.00   1.00    5.00    --   34.73  77.00  60.00   56
  4  ω     17.00  87.00   1.00    5.00    --   34.73  19.00 150.00   70
  5  ω    125.00 167.00   1.00   20.00    --  105.25  77.00  30.00   42
  6  ω    125.00 173.00   1.00   20.00    --  105.25  77.00   0.00   48
  7  ω    123.00 170.00   1.00   20.00    --  105.25  77.00  60.00   47
  8  ω    123.00 173.00   1.00   20.00    --  105.25  77.00 150.00   50
  9  ω    120.00 161.00   1.00   20.00    --  105.25  77.00  90.00   41
 10  ω    121.00 173.00   1.00   20.00    --  105.25  77.00 -30.00   52
 11  ω    124.00 171.00   1.00   20.00    --  105.25  77.00-120.00   47
 12  ω    125.00 173.00   1.00   20.00    --  105.25  77.00-180.00   48
 13  ω    116.00 154.00   1.00   20.00    --  105.25  77.00 -90.00   38
 14  ω    120.00 170.00   1.00   20.00    --  105.25  77.00 -60.00   50
 15  ω    103.00 172.00   1.00   20.00    --  105.25 111.00-150.00   69
 16  ω     87.00 114.00   1.00   20.00    --  105.25  61.00 -30.00   27
 17  ω     87.00 121.00   1.00   20.00    --  105.25  61.00   0.00   34
 18  ω     87.00 113.00   1.00   20.00    --  105.25  61.00  30.00   26
 19  ω     85.00 120.00   1.00   20.00    --  105.25  30.00  60.00   35
 20  ω     88.00 118.00   1.00   20.00    --  105.25  30.00  90.00   30
 21  ω     87.00 118.00   1.00   20.00    --  105.25  61.00 120.00   31
 22  ω     84.00 118.00   1.00   20.00    --  105.25  30.00 120.00   34
 23  ω     87.00 127.00   1.00   20.00    --  105.25  61.00 150.00   40
 24  ω     79.00 105.00   1.00   20.00    --  105.25  77.00  90.00   26
 25  ω     79.00 104.00   1.00   20.00    --  105.25  77.00  60.00   25
 26  ω     79.00 105.00   1.00   20.00    --  105.25  77.00  30.00   26
 27  ω     79.00 105.00   1.00   20.00    --  105.25  77.00   0.00   26
 28  ω     79.00 105.00   1.00   20.00    --  105.25  77.00 -30.00   26
 29  ω     79.00 105.00   1.00   20.00    --  105.25  77.00 -60.00   26
 30  ω     88.00 113.00   1.00   20.00    --  105.25  61.00 -90.00   25
 31  ω     87.00 121.00   1.00   20.00    --  105.25  61.00-120.00   34
 32  ω     87.00 113.00   1.00   20.00    --  105.25  61.00-180.00   26
 33  ω     87.00 114.00   1.00   20.00    --  105.25  61.00-150.00   27
 34  ω     84.00 137.00   1.00   20.00    --  105.25  30.00-120.00   53
 35  ω     84.00 112.00   1.00   20.00    --  105.25  30.00 -60.00   28
 36  ω     85.00 118.00   1.00   20.00    --  105.25  30.00 -30.00   33
 37  ω     84.00 122.00   1.00   20.00    --  105.25  30.00   0.00   38
 38  ω     79.00 105.00   1.00   20.00    --  105.25  77.00 -90.00   26
 39  ω     79.00 104.00   1.00   20.00    --  105.25  77.00-120.00   25
 40  ω     79.00 105.00   1.00   20.00    --  105.25  77.00-150.00   26
 41  ω     79.00 107.00   1.00   20.00    --  105.25  77.00-180.00   28
 42  ω     84.00 109.00   1.00   20.00    --  105.25  30.00-150.00   25
 43  ω     58.00 102.00   1.00    5.00    --   34.73  77.00-150.00   44
 44  ω     49.00  81.00   1.00    5.00    --   34.73  57.00 -60.00   32
 45  ω     18.00  44.00   1.00    5.00    --   34.73  57.00 -60.00   26
 46  ω     12.00 104.00   1.00    5.00    --   34.73  19.00   0.00   92
 47  ω     39.00 130.00   1.00   20.00    --  105.25 -77.00 120.00   91
 48  ω     76.00 104.00   1.00   20.00    --  105.25 -94.00  60.00   28
 49  ω     50.00 115.00   1.00   20.00    --  105.25-111.00 -60.00   65
 50  ω     87.00 112.00   1.00   20.00    --  105.25-111.00-180.00   25
 51  ω     39.00 131.00   1.00   20.00    --  105.25 -77.00 -60.00   92
 52  ω     37.00  63.00   1.00   20.00    --  105.25-111.00-180.00   26
 53  ω      2.00  73.00   1.00    5.00    --   34.73 -99.00-180.00   71
 54  ω    -32.00  55.00   1.00    5.00    --   34.73 -77.00-120.00   87
 55  ω     27.00  88.00   1.00    5.00    --   34.73-125.00  30.00   61
 56  ω    -28.00  51.00   1.00    5.00    --   34.73 -57.00  60.00   79
 57  ω      8.00  45.00   1.00    5.00    --   34.73  77.00 -60.00   37
 58  ω      8.00 101.00   1.00    5.00    --   34.73  77.00   0.00   93
 59  ω     79.00 172.00   1.00   20.00    --  105.25  77.00 120.00   93
 60  ω     79.00 105.00   1.00   20.00    --  105.25  77.00 150.00   26
 61  ω     10.00 100.00   1.00    5.00    --   34.73  77.00 120.00   90
 62  ω     18.00  95.00   1.00    5.00    --   34.73  57.00-150.00   77
 63  ω      8.00  42.00   1.00    5.00    --   34.73  77.00-150.00   34
 64  ω    -50.00 -17.00   1.00    5.00    --  -34.73 -44.00-178.80   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0723285000
_diffrn_orient_matrix_UB_12      0.0499848000
_diffrn_orient_matrix_UB_13      -0.0644557000
_diffrn_orient_matrix_UB_21      0.1397205000
_diffrn_orient_matrix_UB_22      0.0700966000
_diffrn_orient_matrix_UB_23      0.0010806000
_diffrn_orient_matrix_UB_31      0.0974240000
_diffrn_orient_matrix_UB_32      -0.0634867000
_diffrn_orient_matrix_UB_33      -0.0494135000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.746
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3322
_reflns_number_total             4020
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.112
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 1236 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4020
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      0.944
_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)+(0.0393P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0754
_refine_ls_wR_factor_ref         0.0786
_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:
 C00D(H00D)
2.b Secondary CH2 refined with riding coordinates:
 C00J(H00A,H00B)
2.c Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00H(H00H), C00K(H00K), C00M(H00M), C00N(H00N), C00O(H00O),
 C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00U(H00U), C00V(H00V)
2.d Idealised Me refined as rotating group:
 C00W(H00C,H00E,H00F), C00X(H00I,H00J,H00L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S001 S 0.91127(9) 0.66746(6) 0.59277(4) 0.0468(2) Uani 1 1 d . . . . .
F002 F 0.2314(3) 0.27346(17) 0.51878(16) 0.0895(9) Uani 1 1 d . . . . .
F003 F 0.4437(4) 0.29239(17) 0.58154(15) 0.0953(9) Uani 1 1 d . . . . .
O004 O 0.8628(3) 0.76186(18) 0.58123(19) 0.0785(9) Uani 1 1 d . . . . .
O005 O -0.1363(3) 0.3282(2) 0.28748(16) 0.0678(7) Uani 1 1 d . . . . .
N006 N 0.1073(3) 0.40289(19) 0.30177(14) 0.0463(6) Uani 1 1 d . . . . .
O007 O 1.0533(3) 0.6349(2) 0.55884(17) 0.0845(10) Uani 1 1 d . . . . .
C008 C 0.7488(4) 0.5940(2) 0.56942(17) 0.0422(7) Uani 1 1 d . . . . .
C009 C 0.3566(4) 0.4183(2) 0.51216(17) 0.0447(8) Uani 1 1 d . . . . .
C00A C 0.1706(4) 0.4918(2) 0.32954(18) 0.0443(7) Uani 1 1 d . . . . .
C00B C 0.3420(4) 0.3644(2) 0.35642(17) 0.0425(7) Uani 1 1 d . . . . .
C00C C 0.4931(4) 0.4790(2) 0.53283(17) 0.0411(7) Uani 1 1 d . . . . .
C00D C 0.2976(3) 0.4601(2) 0.38510(17) 0.0405(7) Uani 1 1 d . . . . .
H00D H 0.391280 0.501298 0.383883 0.049 Uiso 1 1 calc R . . . .
C00E C 0.2202(4) 0.3316(2) 0.31245(16) 0.0432(7) Uani 1 1 d . . . . .
C00F C 0.0178(4) 0.5395(2) 0.35199(18) 0.0443(7) Uani 1 1 d . . . . .
C00G C 0.2194(5) 0.2422(3) 0.28633(19) 0.0544(9) Uani 1 1 d . . . . .
H00G H 0.136206 0.220854 0.257900 0.065 Uiso 1 1 calc R . . . .
C00H C 0.4708(4) 0.3074(2) 0.37159(19) 0.0508(8) Uani 1 1 d . . . . .
H00H H 0.554911 0.328582 0.399560 0.061 Uiso 1 1 calc R . . . .
C00I C -0.1133(4) 0.4862(2) 0.33330(17) 0.0458(7) Uani 1 1 d . . . . .
C00J C 0.2316(4) 0.4531(2) 0.46074(18) 0.0464(8) Uani 1 1 d . . . . .
H00A H 0.194461 0.513731 0.475781 0.056 Uiso 1 1 calc R . . . .
H00B H 0.140234 0.411259 0.461164 0.056 Uiso 1 1 calc R . . . .
C00K C 0.6491(4) 0.4448(2) 0.5389(2) 0.0573(9) Uani 1 1 d . . . . .
H00K H 0.668071 0.382126 0.530730 0.069 Uiso 1 1 calc R . . . .
C00L C -0.0578(4) 0.3964(3) 0.30444(19) 0.0505(8) Uani 1 1 d . . . . .
C00M C 0.7759(4) 0.5016(2) 0.5566(2) 0.0566(9) Uani 1 1 d . . . . .
H00M H 0.879293 0.477428 0.559908 0.068 Uiso 1 1 calc R . . . .
C00N C -0.0037(4) 0.6256(3) 0.3823(2) 0.0568(9) Uani 1 1 d . . . . .
H00N H 0.083790 0.662430 0.394491 0.068 Uiso 1 1 calc R . . . .
C00O C -0.1604(4) 0.6558(3) 0.3942(2) 0.0576(9) Uani 1 1 d . . . . .
H00O H -0.177358 0.713304 0.415220 0.069 Uiso 1 1 calc R . . . .
C00P C -0.2907(4) 0.6023(3) 0.3753(2) 0.0568(9) Uani 1 1 d . . . . .
H00P H -0.394246 0.624123 0.383409 0.068 Uiso 1 1 calc R . . . .
C00Q C -0.2684(4) 0.5165(3) 0.3446(2) 0.0518(9) Uani 1 1 d . . . . .
H00Q H -0.355795 0.480040 0.331747 0.062 Uiso 1 1 calc R . . . .
C00R C 0.4724(5) 0.2177(3) 0.3443(2) 0.0588(10) Uani 1 1 d . . . . .
H00R H 0.559494 0.179047 0.353367 0.071 Uiso 1 1 calc R . . . .
C00S C 0.3473(5) 0.1858(3) 0.3042(2) 0.0605(10) Uani 1 1 d . . . . .
H00S H 0.348482 0.124638 0.288577 0.073 Uiso 1 1 calc R . . . .
C00T C 0.3467(5) 0.3341(3) 0.5364(2) 0.0615(9) Uani 1 1 d . . . . .
C00U C 0.4712(4) 0.5728(2) 0.5434(3) 0.0658(12) Uani 1 1 d . . . . .
H00U H 0.369106 0.598104 0.538376 0.079 Uiso 1 1 calc R . . . .
C00V C 0.5981(4) 0.6299(3) 0.5614(3) 0.0731(13) Uani 1 1 d . . . . .
H00V H 0.580781 0.693031 0.567994 0.088 Uiso 1 1 calc R . . . .
C00W C 0.2519(5) 0.5471(3) 0.2707(2) 0.0644(10) Uani 1 1 d . . . . .
H00C H 0.340229 0.511927 0.252028 0.097 Uiso 1 1 calc GR . . . .
H00E H 0.290977 0.604832 0.289246 0.097 Uiso 1 1 calc GR . . . .
H00F H 0.175695 0.559189 0.233835 0.097 Uiso 1 1 calc GR . . . .
C00X C 0.9351(5) 0.6509(3) 0.68280(19) 0.0772(13) Uani 1 1 d . . . . .
H00I H 1.026247 0.685754 0.698991 0.116 Uiso 1 1 calc GR . . . .
H00J H 0.951917 0.586158 0.692219 0.116 Uiso 1 1 calc GR . . . .
H00L H 0.840351 0.671663 0.706973 0.116 Uiso 1 1 calc GR . . . .


_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
S001 O004 1.435(3) . ?
S001 O007 1.425(3) . ?
S001 C008 1.773(3) . ?
S001 C00X 1.736(4) . ?
F002 C00T 1.340(4) . ?
F003 C00T 1.321(5) . ?
O005 C00L 1.223(4) . ?
N006 C00A 1.482(4) . ?
N006 C00E 1.406(4) . ?
N006 C00L 1.378(4) . ?
C008 C00M 1.373(5) . ?
C008 C00V 1.364(5) . ?
C009 C00C 1.486(4) . ?
C009 C00J 1.512(5) . ?
C009 C00T 1.299(5) . ?
C00A C00D 1.561(4) . ?
C00A C00F 1.506(4) . ?
C00A C00W 1.529(5) . ?
C00B C00D 1.528(4) . ?
C00B C00E 1.395(4) . ?
C00B C00H 1.380(4) . ?
C00C C00K 1.393(5) . ?
C00C C00U 1.377(4) . ?
C00D C00J 1.540(4) . ?
C00E C00G 1.380(5) . ?
C00F C00I 1.381(5) . ?
C00F C00N 1.379(5) . ?
C00G C00S 1.382(5) . ?
C00H C00R 1.392(5) . ?
C00I C00L 1.478(5) . ?
C00I C00Q 1.380(5) . ?
C00K C00M 1.377(5) . ?
C00N C00O 1.393(5) . ?
C00O C00P 1.378(5) . ?
C00P C00Q 1.379(5) . ?
C00R C00S 1.369(5) . ?
C00U C00V 1.381(5) . ?

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
O004 S001 C008 108.23(16) . . ?
O004 S001 C00X 108.2(2) . . ?
O007 S001 O004 118.4(2) . . ?
O007 S001 C008 108.87(16) . . ?
O007 S001 C00X 107.7(2) . . ?
C00X S001 C008 104.54(18) . . ?
C00E N006 C00A 110.0(2) . . ?
C00L N006 C00A 113.6(3) . . ?
C00L N006 C00E 127.7(3) . . ?
C00M C008 S001 119.8(3) . . ?
C00V C008 S001 120.2(3) . . ?
C00V C008 C00M 119.9(3) . . ?
C00C C009 C00J 120.1(3) . . ?
C00T C009 C00C 120.3(3) . . ?
C00T C009 C00J 119.6(3) . . ?
N006 C00A C00D 103.2(3) . . ?
N006 C00A C00F 101.2(2) . . ?
N006 C00A C00W 110.4(3) . . ?
C00F C00A C00D 120.9(3) . . ?
C00F C00A C00W 110.0(3) . . ?
C00W C00A C00D 110.2(3) . . ?
C00E C00B C00D 110.0(3) . . ?
C00H C00B C00D 130.6(3) . . ?
C00H C00B C00E 119.2(3) . . ?
C00K C00C C009 121.7(3) . . ?
C00U C00C C009 121.0(3) . . ?
C00U C00C C00K 117.2(3) . . ?
C00B C00D C00A 100.8(2) . . ?
C00B C00D C00J 111.0(3) . . ?
C00J C00D C00A 114.0(2) . . ?
C00B C00E N006 109.0(3) . . ?
C00G C00E N006 128.8(3) . . ?
C00G C00E C00B 122.3(3) . . ?
C00I C00F C00A 109.9(3) . . ?
C00N C00F C00A 129.6(3) . . ?
C00N C00F C00I 120.3(3) . . ?
C00E C00G C00S 117.2(3) . . ?
C00B C00H C00R 118.8(3) . . ?
C00F C00I C00L 109.6(3) . . ?
C00Q C00I C00F 121.5(3) . . ?
C00Q C00I C00L 128.8(3) . . ?
C009 C00J C00D 112.2(3) . . ?
C00M C00K C00C 121.7(3) . . ?
O005 C00L N006 125.3(3) . . ?
O005 C00L C00I 129.3(3) . . ?
N006 C00L C00I 105.4(3) . . ?
C008 C00M C00K 119.6(3) . . ?
C00F C00N C00O 118.0(3) . . ?
C00P C00O C00N 121.3(4) . . ?
C00O C00P C00Q 120.3(3) . . ?
C00P C00Q C00I 118.4(3) . . ?
C00S C00R C00H 120.7(3) . . ?
C00R C00S C00G 121.7(3) . . ?
F003 C00T F002 107.6(3) . . ?
C009 C00T F002 124.4(4) . . ?
C009 C00T F003 127.9(4) . . ?
C00C C00U C00V 121.3(3) . . ?
C008 C00V C00U 120.3(3) . . ?

_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 1.577
_oxdiff_exptl_absorpt_empirical_full_min 0.566
####################################################################### 
# 
# 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_exp_3118
_database_code_depnum_ccdc_archive 'CCDC 2268960'
loop_
_audit_author_name
_audit_author_address
'Xinmiao Huang'
;Hunan Normal University
China
;
_audit_update_record             
;
2023-06-10 deposited with the CCDC.	2023-10-18 downloaded from the CCDC.
;
_audit_creation_date             2023-06-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H23 F2 N O'
_chemical_formula_sum            'C31 H23 F2 N O'
_chemical_formula_weight         463.50
_chemical_absolute_configuration ad
_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      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   11.38010(10)
_cell_length_b                   11.38010(10)
_cell_length_c                   37.2074(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4818.61(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    25852
_cell_measurement_temperature    293
_cell_measurement_theta_max      69.3790
_cell_measurement_theta_min      3.5640
_shelx_estimated_absorpt_T_max   0.815
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    0.710
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            55480
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.616
_diffrn_reflns_theta_min         4.062
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1395
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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   7.00   1.00    1.00    --    3.95  26.00 -62.00   39
  2  ω    -24.00  83.00   1.00    1.00    --   57.54 -30.00-180.00  107
  3  ω      5.00  48.00   1.00    1.00    --   -3.95 -99.00-180.00   43
  4  ω    -11.00  14.00   1.00    1.00    --   57.54 -61.00 -90.00   25
  5  ω     41.00 112.00   1.00    2.00    --  111.13-104.00 -30.00   71
  6  ω     30.00  55.00   1.00    1.00    --   57.54 -26.00 134.00   25
  7  ω     73.00  98.00   1.00    1.00    --   57.54  30.00 150.00   25
  8  ω    136.00 162.00   1.00    2.00    --  111.13 -26.00 134.00   26
  9  ω     82.00 135.00   1.00    2.00    --  111.13 -26.00 134.00   53
 10  ω     85.00 111.00   1.00    1.00    --   57.54  30.00 -30.00   26
 11  ω    101.00 171.00   1.00    2.00    --  111.13 104.00-120.00   70
 12  ω    100.00 148.00   1.00    1.00    --   57.54 178.00-150.00   48
 13  ω    102.00 128.00   1.00    2.00    --  111.13 104.00-150.00   26
 14  ω    101.00 160.00   1.00    2.00    --  111.13 104.00 -90.00   59
 15  ω     60.00 135.00   1.00    1.00    --   57.54 178.00-120.00   75
 16  ω     25.00  66.00   1.00    1.00    --   57.54  30.00  90.00   41
 17  ω     25.00  50.00   1.00    1.00    --   -3.95 -26.00 134.00   25
 18  ω      3.00  28.00   1.00    1.00    --   57.54  30.00 150.00   25
 19  ω    -39.00  10.00   1.00    1.00    --   -3.95 -26.00 134.00   49
 20  ω    -73.00 -48.00   1.00    1.00    --  -57.54  26.00 -62.00   25
 21  ω   -114.00 -88.00   1.00    1.00    --  -57.54-111.00-120.00   26
 22  ω     94.00 156.00   1.00    2.00    --  111.13 138.00 120.00   62
 23  ω    -38.00  16.00   1.00    1.00    --   -3.22  57.00 -30.00   54
 24  ω     34.00  71.00   1.00    1.00    --   -3.22  57.00 -30.00   37
 25  ω      9.00  36.00   1.00    1.00    --   -3.22 -99.00-120.00   27
 26  ω    -44.00  77.00   1.00    1.00    --   -3.22  77.00 150.00  121
 27  ω      1.00  56.00   1.00    1.00    --    3.22 -99.00 -60.00   55
 28  ω    -34.00   2.00   1.00    1.00    --   26.00 119.00  67.51   36
 29  ω    -34.00  -9.00   1.00    1.00    --   34.00 126.00 -66.47   25
 30  ω     -8.00  17.00   1.00    1.00    --   46.00 103.00  96.02   25
 31  ω      0.00  25.00   1.00    1.00    --   50.00  94.00 -78.96   25
 32  ω     -1.00  24.00   1.00    1.00    --   50.00  95.00-133.63   25
 33  ω      0.00  26.00   1.00    1.00    --   50.00  94.00  38.72   26
 34  ω      7.00  32.00   1.00    1.00    --   54.00  88.00-175.08   25
 35  ω      7.00  32.00   1.00    1.00    --   54.00  89.00 101.60   25
 36  ω      6.00  31.00   1.00    1.00    --   54.00  90.00  -0.85   25
 37  ω      7.00  32.00   1.00    1.00    --   54.00  89.00-140.98   25
 38  ω   -137.00-111.00   1.00    1.00    --  -57.18 -77.00  90.00   26
 39  ω   -136.00 -79.00   1.00    1.00    --  -57.18-111.00  30.00   57
 40  ω   -101.00 -73.00   1.00    1.00    --  -57.18 -77.00  90.00   28
 41  ω   -133.00  16.00   1.00    1.00    --  -57.18 -30.00-150.00  149
 42  ω   -139.00 -85.00   1.00    1.00    --  -57.18-111.00 -60.00   54
 43  ω    -55.00 -28.00   1.00    1.00    --  -57.18 -77.00  90.00   27
 44  ω     93.00 138.00   1.00    1.00    --   57.18  77.00 120.00   45
 45  ω     16.00  76.00   1.00    1.00    --   57.18  77.00 120.00   60
 46  ω     65.00 100.00   1.00    1.00    --   62.00 -46.00 161.44   35
 47  ω     -6.00  61.00   1.00    1.00    --   62.00 -46.00 161.44   67
 48  ω     57.00  93.00   1.00    1.00    --   62.00  32.00  21.55   36
 49  ω    -15.00  99.00   1.00    1.00    --   62.00 -73.00 -49.10  114
 50  ω     13.00  53.00   1.00    1.00    --   62.00  32.00  21.55   40
 51  ω     -1.00  25.00   1.00    1.00    --   62.00  27.00-124.67   26
 52  ω     19.00  46.00   1.00    1.00    --   62.00  81.00-142.78   27
 53  ω    -12.00  68.00   1.00    1.00    --   62.00 -43.00  16.77   80
 54  ω     32.00 111.00   1.00    1.00    --   62.00 -92.00 169.78   79
 55  ω     18.00  43.00   1.00    1.00    --   62.00  82.00 -25.38   25
 56  ω     -7.00  21.00   1.00    1.00    --   62.00 -92.00 169.78   28
 57  ω     20.00  45.00   1.00    1.00    --   62.00  79.00 -39.21   25
 58  ω     80.00 105.00   1.00    1.00    --   62.00 -43.00  16.77   25
 59  ω     18.00  43.00   1.00    1.00    --   62.00  82.00  39.06   25
 60  ω     45.00 142.00   1.00    1.00    --   62.00  27.00-124.67   97
 61  ω     73.00 107.00   1.00    1.00    --   66.00  77.00  71.58   34
 62  ω     25.00  51.00   1.00    1.00    --   66.00  77.00   2.28   26
 63  ω     26.00  52.00   1.00    1.00    --   66.00  77.00  71.58   26
 64  ω     97.00 146.00   1.00    1.00    --   66.00  77.00 148.38   49
 65  ω     27.00  67.00   1.00    1.00    --   66.00  76.00 -87.45   40
 66  ω     25.00  90.00   1.00    1.00    --   66.00  77.00 148.38   65
 67  ω     92.00 129.00   1.00    1.00    --   70.00  77.00  12.20   37
 68  ω     29.00  84.00   1.00    1.00    --   70.00  77.00  12.20   55
 69  ω     30.00 128.00   1.00    1.00    --   70.00  76.00  87.84   98
 70  ω     30.00 145.00   1.00    1.00    --   70.00  76.00-108.31  115
 71  ω     70.00  96.00   1.00    2.00    --  111.13  77.00-150.00   26
 72  ω    102.00 175.00   1.00    2.00    --  111.13 104.00 -60.00   73
 73  ω    107.00 168.00   1.00    2.00    --  111.13 104.00-180.00   61
 74  ω     53.00 154.00   1.00    2.00    --  111.13 -89.00 150.00  101
 75  ω     80.00 123.00   1.00    2.00    --  111.13-129.00 165.01   43
 76  ω     70.00  95.00   1.00    2.00    --  111.13  77.00 -90.00   25
 77  ω    147.00 173.00   1.00    2.00    --  111.13  77.00  60.00   26
 78  ω     70.00 130.00   1.00    2.00    --  111.13  77.00  60.00   60
 79  ω     70.00 174.00   1.00    2.00    --  111.13  77.00 -30.00  104
 80  ω     34.00 101.00   1.00    2.00    --  111.13 -89.00  30.00   67
 81  ω    153.00 178.00   1.00    2.00    --  111.13  77.00  30.00   25
 82  ω     70.00 137.00   1.00    2.00    --  111.13  77.00  30.00   67
 83  ω     70.00 144.00   1.00    2.00    --  111.13  77.00-180.00   74
 84  ω     70.00  95.00   1.00    2.00    --  111.13  77.00-120.00   25
 85  ω    120.00 146.00   1.00    2.00    --  111.13  77.00 -60.00   26
 86  ω     70.00  95.00   1.00    2.00    --  111.13  77.00 -60.00   25
 87  ω    121.00 153.00   1.00    2.00    --  111.13  77.00  90.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1306615000
_diffrn_orient_matrix_UB_12      0.0011044000
_diffrn_orient_matrix_UB_13      -0.0108557000
_diffrn_orient_matrix_UB_21      0.0084812000
_diffrn_orient_matrix_UB_22      0.1323692000
_diffrn_orient_matrix_UB_23      -0.0082585000
_diffrn_orient_matrix_UB_31      0.0345268000
_diffrn_orient_matrix_UB_32      -0.0282319000
_diffrn_orient_matrix_UB_33      -0.0390821000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.675
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                4297
_reflns_number_total             4531
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.085
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 1634 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0346
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+0.4424P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0847
_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:
 C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11),
 C19(H19), C20(H20), C21(H21), C22(H22), C28(H28), C29(H29), C30(H30), C31(H31)
2.d Idealised Me refined as rotating group:
 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
C1 C 0.2165(2) 0.9185(2) 0.65113(7) 0.0692(6) Uani 1 1 d . . . . .
H1 H 0.153878 0.964774 0.643520 0.083 Uiso 1 1 calc R . . . .
N1 N 1.04740(13) 0.28897(15) 0.67621(4) 0.0495(4) Uani 1 1 d . . . . .
F1 F 0.89246(15) 0.42097(15) 0.77711(4) 0.0933(5) Uani 1 1 d . . . . .
O1 O 1.13601(14) 0.17497(14) 0.71979(5) 0.0704(5) Uani 1 1 d . . . . .
F2 F 0.77987(17) 0.57017(14) 0.78547(4) 0.0931(5) Uani 1 1 d . . . . .
C2 C 0.2556(2) 0.8282(2) 0.63013(6) 0.0689(6) Uani 1 1 d . . . . .
H2 H 0.219661 0.813400 0.608133 0.083 Uiso 1 1 calc R . . . .
C3 C 0.2698(2) 0.9408(2) 0.68349(7) 0.0718(7) Uani 1 1 d . . . . .
H3 H 0.244246 1.002910 0.697722 0.086 Uiso 1 1 calc R . . . .
C4 C 0.34823(19) 0.7584(2) 0.64134(6) 0.0588(5) Uani 1 1 d . . . . .
H4 H 0.374580 0.697775 0.626636 0.071 Uiso 1 1 calc R . . . .
C5 C 0.3620(2) 0.87027(19) 0.69489(6) 0.0600(5) Uani 1 1 d . . . . .
H5 H 0.397473 0.885561 0.716911 0.072 Uiso 1 1 calc R . . . .
C6 C 0.40221(16) 0.77773(17) 0.67419(5) 0.0462(4) Uani 1 1 d . . . . .
C7 C 0.49690(16) 0.69937(16) 0.68769(5) 0.0439(4) Uani 1 1 d . . . . .
C8 C 0.58575(17) 0.74158(16) 0.70971(5) 0.0480(4) Uani 1 1 d . . . . .
H8 H 0.587586 0.821193 0.715333 0.058 Uiso 1 1 calc R . . . .
C9 C 0.49849(16) 0.57981(17) 0.67959(6) 0.0490(4) Uani 1 1 d . . . . .
H9 H 0.441062 0.548860 0.664541 0.059 Uiso 1 1 calc R . . . .
C10 C 0.58376(17) 0.50650(16) 0.69351(6) 0.0490(4) Uani 1 1 d . . . . .
H10 H 0.582511 0.427089 0.687620 0.059 Uiso 1 1 calc R . . . .
C11 C 0.67151(17) 0.66863(16) 0.72351(5) 0.0467(4) Uani 1 1 d . . . . .
H11 H 0.730299 0.700008 0.737977 0.056 Uiso 1 1 calc R . . . .
C12 C 0.67126(15) 0.54849(15) 0.71606(5) 0.0413(4) Uani 1 1 d . . . . .
C13 C 0.76185(16) 0.46805(16) 0.73085(5) 0.0444(4) Uani 1 1 d . . . . .
C14 C 0.8085(2) 0.4861(2) 0.76237(6) 0.0628(6) Uani 1 1 d . . . . .
C15 C 0.80384(17) 0.36478(16) 0.70911(5) 0.0467(4) Uani 1 1 d . . . . .
H15A H 0.736519 0.317418 0.702338 0.056 Uiso 1 1 calc R . . . .
H15B H 0.854504 0.316604 0.724019 0.056 Uiso 1 1 calc R . . . .
C16 C 0.87129(16) 0.39975(17) 0.67489(5) 0.0459(4) Uani 1 1 d . . . . .
H16 H 0.819500 0.439737 0.657769 0.055 Uiso 1 1 calc R . . . .
C17 C 0.97659(17) 0.47519(18) 0.68395(5) 0.0489(5) Uani 1 1 d . . . . .
C18 C 1.07649(17) 0.40487(18) 0.68673(5) 0.0490(4) Uani 1 1 d . . . . .
C19 C 0.9858(2) 0.59372(19) 0.69149(6) 0.0619(6) Uani 1 1 d . . . . .
H19 H 0.920668 0.642554 0.689337 0.074 Uiso 1 1 calc R . . . .
C20 C 1.0932(2) 0.6390(2) 0.70229(7) 0.0711(7) Uani 1 1 d . . . . .
H20 H 1.100081 0.718889 0.707190 0.085 Uiso 1 1 calc R . . . .
C21 C 1.1901(2) 0.5670(2) 0.70585(7) 0.0675(6) Uani 1 1 d . . . . .
H21 H 1.260838 0.598578 0.713808 0.081 Uiso 1 1 calc R . . . .
C22 C 1.18364(19) 0.4487(2) 0.69778(6) 0.0596(5) Uani 1 1 d . . . . .
H22 H 1.249161 0.400234 0.699735 0.072 Uiso 1 1 calc R . . . .
C23 C 0.93249(16) 0.29187(19) 0.65708(5) 0.0497(5) Uani 1 1 d . . . . .
C24 C 0.9504(2) 0.3129(3) 0.61694(6) 0.0732(7) Uani 1 1 d . . . . .
H24A H 0.985529 0.388687 0.613334 0.110 Uiso 1 1 calc GR . . . .
H24B H 0.875805 0.310086 0.604907 0.110 Uiso 1 1 calc GR . . . .
H24C H 1.001023 0.253218 0.607335 0.110 Uiso 1 1 calc GR . . . .
C25 C 0.88541(17) 0.17129(18) 0.66481(5) 0.0514(5) Uani 1 1 d . . . . .
C26 C 0.96014(18) 0.11229(18) 0.68802(6) 0.0526(5) Uani 1 1 d . . . . .
C27 C 1.05954(17) 0.19054(17) 0.69761(6) 0.0524(5) Uani 1 1 d . . . . .
C28 C 0.9354(2) 0.0002(2) 0.69995(7) 0.0687(6) Uani 1 1 d . . . . .
H28 H 0.985299 -0.038142 0.715909 0.082 Uiso 1 1 calc R . . . .
C29 C 0.8343(2) -0.0534(2) 0.68748(8) 0.0790(8) Uani 1 1 d . . . . .
H29 H 0.815273 -0.128686 0.695301 0.095 Uiso 1 1 calc R . . . .
C30 C 0.7613(2) 0.0035(2) 0.66355(8) 0.0805(8) Uani 1 1 d . . . . .
H30 H 0.694345 -0.034567 0.655184 0.097 Uiso 1 1 calc R . . . .
C31 C 0.7857(2) 0.1158(2) 0.65180(7) 0.0679(6) Uani 1 1 d . . . . .
H31 H 0.736328 0.153475 0.635539 0.082 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.366(3) . ?
C1 C3 1.372(4) . ?
N1 C18 1.415(3) . ?
N1 C23 1.489(2) . ?
N1 C27 1.381(3) . ?
F1 C14 1.328(2) . ?
O1 C27 1.212(2) . ?
F2 C14 1.327(3) . ?
C2 H2 0.9300 . ?
C2 C4 1.384(3) . ?
C3 H3 0.9300 . ?
C3 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C4 C6 1.386(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(3) . ?
C6 C7 1.486(3) . ?
C7 C8 1.387(3) . ?
C7 C9 1.394(3) . ?
C8 H8 0.9300 . ?
C8 C11 1.380(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.380(3) . ?
C10 H10 0.9300 . ?
C10 C12 1.387(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.395(3) . ?
C12 C13 1.484(3) . ?
C13 C14 1.304(3) . ?
C13 C15 1.505(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.539(3) . ?
C16 H16 0.9800 . ?
C16 C17 1.512(3) . ?
C16 C23 1.559(3) . ?
C17 C18 1.394(3) . ?
C17 C19 1.382(3) . ?
C18 C22 1.380(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.382(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.526(3) . ?
C23 C25 1.501(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.386(3) . ?
C25 C31 1.386(3) . ?
C26 C27 1.483(3) . ?
C26 C28 1.379(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.383(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.379(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.379(4) . ?
C31 H31 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
C2 C1 H1 120.1 . . ?
C2 C1 C3 119.8(2) . . ?
C3 C1 H1 120.1 . . ?
C18 N1 C23 108.47(16) . . ?
C27 N1 C18 124.96(16) . . ?
C27 N1 C23 112.42(16) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C4 120.5(2) . . ?
C4 C2 H2 119.8 . . ?
C1 C3 H3 120.1 . . ?
C1 C3 C5 119.7(2) . . ?
C5 C3 H3 120.1 . . ?
C2 C4 H4 119.6 . . ?
C2 C4 C6 120.8(2) . . ?
C6 C4 H4 119.6 . . ?
C3 C5 H5 119.3 . . ?
C6 C5 C3 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C4 C6 C7 121.62(18) . . ?
C5 C6 C4 117.75(19) . . ?
C5 C6 C7 120.59(18) . . ?
C8 C7 C6 121.35(17) . . ?
C8 C7 C9 117.15(17) . . ?
C9 C7 C6 121.47(17) . . ?
C7 C8 H8 119.1 . . ?
C11 C8 C7 121.78(17) . . ?
C11 C8 H8 119.1 . . ?
C7 C9 H9 119.4 . . ?
C10 C9 C7 121.20(18) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C12 121.55(17) . . ?
C12 C10 H10 119.2 . . ?
C8 C11 H11 119.5 . . ?
C8 C11 C12 120.94(18) . . ?
C12 C11 H11 119.5 . . ?
C10 C12 C11 117.34(17) . . ?
C10 C12 C13 120.69(16) . . ?
C11 C12 C13 121.95(17) . . ?
C12 C13 C15 120.20(16) . . ?
C14 C13 C12 121.28(19) . . ?
C14 C13 C15 118.50(18) . . ?
F2 C14 F1 108.15(19) . . ?
C13 C14 F1 125.2(2) . . ?
C13 C14 F2 126.6(2) . . ?
C13 C15 H15A 108.8 . . ?
C13 C15 H15B 108.8 . . ?
C13 C15 C16 113.65(15) . . ?
H15A C15 H15B 107.7 . . ?
C16 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C15 C16 H16 111.0 . . ?
C15 C16 C23 111.77(15) . . ?
C17 C16 C15 110.96(16) . . ?
C17 C16 H16 111.0 . . ?
C17 C16 C23 100.82(15) . . ?
C23 C16 H16 111.0 . . ?
C18 C17 C16 109.68(17) . . ?
C19 C17 C16 131.28(19) . . ?
C19 C17 C18 118.9(2) . . ?
C17 C18 N1 108.89(17) . . ?
C22 C18 N1 128.73(19) . . ?
C22 C18 C17 122.4(2) . . ?
C17 C19 H19 120.4 . . ?
C17 C19 C20 119.3(2) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.7(2) . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 119.5 . . ?
C20 C21 C22 121.0(2) . . ?
C22 C21 H21 119.5 . . ?
C18 C22 C21 117.6(2) . . ?
C18 C22 H22 121.2 . . ?
C21 C22 H22 121.2 . . ?
N1 C23 C16 101.92(15) . . ?
N1 C23 C24 110.74(17) . . ?
N1 C23 C25 101.63(16) . . ?
C24 C23 C16 110.61(18) . . ?
C25 C23 C16 118.61(16) . . ?
C25 C23 C24 112.25(19) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C23 110.08(18) . . ?
C26 C25 C31 120.0(2) . . ?
C31 C25 C23 129.9(2) . . ?
C25 C26 C27 109.09(18) . . ?
C28 C26 C25 121.6(2) . . ?
C28 C26 C27 129.3(2) . . ?
N1 C27 C26 105.78(17) . . ?
O1 C27 N1 125.6(2) . . ?
O1 C27 C26 128.6(2) . . ?
C26 C28 H28 121.0 . . ?
C26 C28 C29 118.0(2) . . ?
C29 C28 H28 121.0 . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.7(3) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 119.4 . . ?
C31 C30 C29 121.3(2) . . ?
C31 C30 H30 119.4 . . ?
C25 C31 H31 120.8 . . ?
C30 C31 C25 118.4(2) . . ?
C30 C31 H31 120.8 . . ?

_olex2_date_sample_data_collection 2023-06-06
_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 3.917
_oxdiff_exptl_absorpt_empirical_full_min 0.478
