# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ds10
_database_code_depnum_ccdc_archive 'CCDC 2180252'
loop_
_audit_author_name
_audit_author_address
'Serhii Vasylevskyi'
;OIST Okinawa Institute of Science and Technology
Japan
;
_audit_update_record             
;
2022-06-20 deposited with the CCDC.	2022-10-14 downloaded from the CCDC.
;
_audit_creation_date             2022-03-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H9 F7 N2 O3'
_chemical_formula_sum            'C10 H9 F7 N2 O3'
_chemical_formula_weight         338.19
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   8.4543(9)
_cell_length_b                   8.9233(15)
_cell_length_c                   9.8274(14)
_cell_angle_alpha                111.704(14)
_cell_angle_beta                 98.837(11)
_cell_angle_gamma                101.362(11)
_cell_volume                     654.12(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    601
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      19.4630
_cell_measurement_theta_min      2.3140
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.15382
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
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    1.717
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.031
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1175
_diffrn_reflns_av_unetI/netI     0.1307
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7895
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         2.303
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.30  20.70   0.50    1.00    --    0.00 -59.58 -39.80  180
  2  ω    -19.70  70.30   0.50    1.00    --    0.00  59.58  99.80  180
  3  ω    -69.30  20.70   0.50    1.00    --    0.00 -59.58  80.20  180
  4  ω    -19.70  70.30   0.50    1.00    --    0.00  59.58-140.20  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0205724000
_diffrn_orient_matrix_UB_12      -0.0648697000
_diffrn_orient_matrix_UB_13      0.0248720000
_diffrn_orient_matrix_UB_21      0.0075422000
_diffrn_orient_matrix_UB_22      0.0608047000
_diffrn_orient_matrix_UB_23      0.0735561000
_diffrn_orient_matrix_UB_31      -0.0855889000
_diffrn_orient_matrix_UB_32      -0.0044556000
_diffrn_orient_matrix_UB_33      -0.0200800000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1140
_reflns_number_total             2392
_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 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2392
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1604
_refine_ls_R_factor_gt           0.0649
_refine_ls_restrained_S_all      0.986
_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)+(0.0543P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1834
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(F6B)=Sof(F7B)=1-FVAR(1)
 Sof(F6A)=Sof(F7A)=FVAR(1)
3.a Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_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
F1 F 0.7356(3) 0.1025(3) 0.7805(3) 0.0426(8) Uani 1 1 d . . . . .
F2 F 0.5117(3) 0.0493(3) 0.8550(3) 0.0451(8) Uani 1 1 d . . . . .
F3 F 0.7575(4) 0.4498(4) 0.9416(3) 0.0783(12) Uani 1 1 d . . . . .
F4 F 0.5561(4) 0.3682(4) 1.0308(3) 0.0736(11) Uani 1 1 d . . . . .
F5 F 0.8412(5) 0.4425(5) 1.2216(4) 0.0876(13) Uani 1 1 d . . . . .
O1 O 0.2624(4) 0.1476(4) 0.7722(4) 0.0485(10) Uani 1 1 d . . . . .
O2 O 0.2432(4) 0.2681(4) 0.3626(4) 0.0484(10) Uani 1 1 d . . . . .
O3 O 0.7463(4) 0.2571(4) 0.6062(4) 0.0438(9) Uani 1 1 d . . . . .
N1 N 0.2505(4) 0.2085(5) 0.5648(5) 0.0419(11) Uani 1 1 d . . . . .
N2 N 0.4977(4) 0.2629(5) 0.4801(4) 0.0365(10) Uani 1 1 d . . . . .
C1 C 0.8042(7) 0.3101(7) 1.0926(6) 0.0500(14) Uani 1 1 d . . . . .
C2 C 0.6828(6) 0.3230(6) 0.9687(6) 0.0451(13) Uani 1 1 d . . . . .
C3 C 0.6061(5) 0.1651(6) 0.8202(5) 0.0367(12) Uani 1 1 d . . . . .
C4 C 0.5101(5) 0.1931(6) 0.6953(5) 0.0324(11) Uani 1 1 d . . . . .
C5 C 0.3388(6) 0.1836(6) 0.6740(5) 0.0390(12) Uani 1 1 d . . . . .
C6 C 0.3365(6) 0.2457(6) 0.4729(5) 0.0410(12) Uani 1 1 d . . . . .
C7 C 0.5824(5) 0.2373(5) 0.5923(5) 0.0346(11) Uani 1 1 d . . . . .
C8 C 0.8183(6) 0.2966(7) 0.4946(5) 0.0495(14) Uani 1 1 d . . . . .
H8A H 0.756996 0.212749 0.393029 0.074 Uiso 1 1 calc R U . . .
H8B H 0.935323 0.295747 0.511586 0.074 Uiso 1 1 calc R U . . .
H8C H 0.811115 0.408091 0.503669 0.074 Uiso 1 1 calc R U . . .
C9 C 0.3232(6) 0.3026(7) 0.2540(6) 0.0530(15) Uani 1 1 d . . . . .
H9A H 0.243526 0.321521 0.182750 0.079 Uiso 1 1 calc R U . . .
H9B H 0.362514 0.206772 0.198696 0.079 Uiso 1 1 calc R U . . .
H9C H 0.418150 0.402996 0.306675 0.079 Uiso 1 1 calc R U . . .
C10 C 0.0851(5) 0.1276(7) 0.7472(6) 0.0536(15) Uani 1 1 d . . . . .
H10A H 0.028240 0.039609 0.646203 0.080 Uiso 1 1 calc R U . . .
H10B H 0.062522 0.233631 0.754800 0.080 Uiso 1 1 calc R U . . .
H10C H 0.044196 0.095933 0.823534 0.080 Uiso 1 1 calc R U . . .
F6A F 0.9505(9) 0.312(2) 1.0572(9) 0.080(4) Uani 0.85(4) 1 d . . P A 1
F7A F 0.7563(17) 0.1745(9) 1.1133(9) 0.070(3) Uani 0.85(4) 1 d . . P A 1
F6B F 0.894(8) 0.202(11) 1.062(6) 0.11(3) Uani 0.15(4) 1 d . . P A 2
F7B F 0.680(8) 0.221(9) 1.144(5) 0.074(18) Uani 0.15(4) 1 d . . P A 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
F1 C3 1.369(5) . ?
F2 C3 1.357(5) . ?
F3 C2 1.320(5) . ?
F4 C2 1.368(6) . ?
F5 C1 1.313(6) . ?
O1 C5 1.338(5) . ?
O1 C10 1.445(5) . ?
O2 C6 1.340(5) . ?
O2 C9 1.440(5) . ?
O3 C7 1.341(5) . ?
O3 C8 1.451(5) . ?
N1 C5 1.325(5) . ?
N1 C6 1.334(6) . ?
N2 C6 1.329(5) . ?
N2 C7 1.337(5) . ?
C1 C2 1.522(7) . ?
C1 F6A 1.334(8) . ?
C1 F7A 1.298(8) . ?
C1 F6B 1.32(4) . ?
C1 F7B 1.46(4) . ?
C2 C3 1.537(7) . ?
C3 C4 1.492(6) . ?
C4 C5 1.412(6) . ?
C4 C7 1.394(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 C10 117.9(4) . . ?
C6 O2 C9 117.5(4) . . ?
C7 O3 C8 118.0(4) . . ?
C5 N1 C6 114.7(4) . . ?
C6 N2 C7 115.5(4) . . ?
F5 C1 C2 112.4(5) . . ?
F5 C1 F6A 103.2(7) . . ?
F5 C1 F6B 123.4(14) . . ?
F5 C1 F7B 90(3) . . ?
F6A C1 C2 109.2(5) . . ?
F7A C1 F5 110.0(6) . . ?
F7A C1 C2 114.0(6) . . ?
F7A C1 F6A 107.4(6) . . ?
F6B C1 C2 122(2) . . ?
F6B C1 F7B 98(3) . . ?
F7B C1 C2 97(2) . . ?
F3 C2 F4 106.5(4) . . ?
F3 C2 C1 107.9(4) . . ?
F3 C2 C3 110.4(4) . . ?
F4 C2 C1 105.7(4) . . ?
F4 C2 C3 108.1(4) . . ?
C1 C2 C3 117.7(4) . . ?
F1 C3 C2 106.0(4) . . ?
F1 C3 C4 111.5(4) . . ?
F2 C3 F1 104.9(4) . . ?
F2 C3 C2 106.6(4) . . ?
F2 C3 C4 112.2(3) . . ?
C4 C3 C2 114.9(4) . . ?
C5 C4 C3 123.1(4) . . ?
C7 C4 C3 123.2(4) . . ?
C7 C4 C5 113.7(4) . . ?
O1 C5 C4 117.0(4) . . ?
N1 C5 O1 118.5(4) . . ?
N1 C5 C4 124.5(4) . . ?
N1 C6 O2 113.3(4) . . ?
N2 C6 O2 118.9(4) . . ?
N2 C6 N1 127.9(4) . . ?
O3 C7 C4 118.7(4) . . ?
N2 C7 O3 117.6(4) . . ?
N2 C7 C4 123.7(4) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C3 C4 C5 151.0(4) . . . . ?
F1 C3 C4 C7 -31.6(6) . . . . ?
F2 C3 C4 C5 33.6(6) . . . . ?
F2 C3 C4 C7 -149.0(4) . . . . ?
F3 C2 C3 F1 77.4(5) . . . . ?
F3 C2 C3 F2 -171.1(4) . . . . ?
F3 C2 C3 C4 -46.2(6) . . . . ?
F4 C2 C3 F1 -166.5(3) . . . . ?
F4 C2 C3 F2 -55.0(5) . . . . ?
F4 C2 C3 C4 69.9(5) . . . . ?
F5 C1 C2 F3 64.5(6) . . . . ?
F5 C1 C2 F4 -49.1(6) . . . . ?
F5 C1 C2 C3 -169.9(4) . . . . ?
C1 C2 C3 F1 -47.0(6) . . . . ?
C1 C2 C3 F2 64.4(5) . . . . ?
C1 C2 C3 C4 -170.6(4) . . . . ?
C2 C3 C4 C5 -88.4(5) . . . . ?
C2 C3 C4 C7 89.1(6) . . . . ?
C3 C4 C5 O1 0.0(7) . . . . ?
C3 C4 C5 N1 179.6(5) . . . . ?
C3 C4 C7 O3 -0.5(7) . . . . ?
C3 C4 C7 N2 -179.9(4) . . . . ?
C5 N1 C6 O2 179.2(4) . . . . ?
C5 N1 C6 N2 -1.2(7) . . . . ?
C5 C4 C7 O3 177.1(4) . . . . ?
C5 C4 C7 N2 -2.2(7) . . . . ?
C6 N1 C5 O1 179.2(4) . . . . ?
C6 N1 C5 C4 -0.4(7) . . . . ?
C6 N2 C7 O3 -178.5(4) . . . . ?
C6 N2 C7 C4 0.9(7) . . . . ?
C7 N2 C6 O2 -179.5(4) . . . . ?
C7 N2 C6 N1 1.0(7) . . . . ?
C7 C4 C5 O1 -177.7(4) . . . . ?
C7 C4 C5 N1 2.0(7) . . . . ?
C8 O3 C7 N2 -3.0(6) . . . . ?
C8 O3 C7 C4 177.6(4) . . . . ?
C9 O2 C6 N1 -177.7(4) . . . . ?
C9 O2 C6 N2 2.6(7) . . . . ?
C10 O1 C5 N1 3.9(7) . . . . ?
C10 O1 C5 C4 -176.4(4) . . . . ?
F6A C1 C2 F3 -49.5(10) . . . . ?
F6A C1 C2 F4 -163.1(9) . . . . ?
F6A C1 C2 C3 76.2(10) . . . . ?
F7A C1 C2 F3 -169.6(9) . . . . ?
F7A C1 C2 F4 76.8(9) . . . . ?
F7A C1 C2 C3 -43.9(10) . . . . ?
F6B C1 C2 F3 -98(6) . . . . ?
F6B C1 C2 F4 148(6) . . . . ?
F6B C1 C2 C3 27(6) . . . . ?
F7B C1 C2 F3 157(4) . . . . ?
F7B C1 C2 F4 44(4) . . . . ?
F7B C1 C2 C3 -77(4) . . . . ?

_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 3.815
_oxdiff_exptl_absorpt_empirical_full_min 0.589
####################################################################### 
# 
# 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_jk1286
_database_code_depnum_ccdc_archive 'CCDC 2180253'
loop_
_audit_author_name
_audit_author_address
'Serhii Vasylevskyi'
;OIST Okinawa Institute of Science and Technology
Japan
;
_audit_update_record             
;
2022-06-20 deposited with the CCDC.	2022-10-14 downloaded from the CCDC.
;
_audit_creation_date             2022-03-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/6
loop_
_audit_author_email
serhii.vasylevskyi@oist.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H9 F5 N2 O3'
_chemical_formula_sum            'C9 H9 F5 N2 O3'
_chemical_formula_weight         288.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         C5H4O3F5N2
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                   7.9519(6)
_cell_length_b                   8.3267(6)
_cell_length_c                   9.1611(7)
_cell_angle_alpha                82.449(6)
_cell_angle_beta                 72.420(7)
_cell_angle_gamma                77.031(6)
_cell_volume                     562.18(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3768
_cell_measurement_temperature    100
_cell_measurement_theta_max      78.9680
_cell_measurement_theta_min      5.0840
_shelx_estimated_absorpt_T_max   0.876
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    1.623
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
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    1.702
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.131
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.084
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7514
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.873
_diffrn_reflns_theta_min         5.076
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     24.00 139.00   0.50    5.00    --   49.60  38.00-120.00  230
  2  ω     22.00 139.00   0.50    5.00    --   49.60  57.00 -90.00  234
  3  ω    -40.00  85.00   0.50    5.00    --   49.60 -82.00  90.00  250
  4  ω    -40.00  75.00   0.50    5.00    --   49.60 -38.00 -30.00  230
  5  ω    -40.00  75.00   0.50    5.00    --   49.60 -38.00  60.00  230
  6  ω     21.00 146.00   0.50   50.00    --  110.20 -82.00  30.00  250
  7  ω     75.00 200.00   0.50   50.00    --  110.20  82.00  60.00  250
  8  ω     75.00 200.00   0.50   50.00    --  110.20  82.00 -30.00  250
  9  ω     21.00 146.00   0.50   50.00    --  110.20 -82.00-180.00  250
 10  ω     65.00 200.00   0.50   50.00    --  110.20  15.00  30.00  270
 11  ω     83.00 200.00   0.50   50.00    --  110.20  30.00 -90.00  234
 12  ω     21.00 139.00   0.50   50.00    --  110.20 -61.00  30.00  236
 13  ω     21.00 146.00   0.50   50.00    --  110.20 -82.00 -30.00  250
 14  ω     77.00 200.00   0.50   50.00    --  110.20  77.00  90.00  246
 15  ω     65.00 200.00   0.50   50.00    --  110.20  15.00   0.00  270
 16  ω     21.00 121.00   0.50   50.00    --  110.20 -82.00 120.00  200
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1190836000
_diffrn_orient_matrix_UB_12      -0.1062615000
_diffrn_orient_matrix_UB_13      0.0958857000
_diffrn_orient_matrix_UB_21      0.1688392000
_diffrn_orient_matrix_UB_22      0.0144277000
_diffrn_orient_matrix_UB_23      -0.1347647000
_diffrn_orient_matrix_UB_31      0.0159576000
_diffrn_orient_matrix_UB_32      0.1572130000
_diffrn_orient_matrix_UB_33      0.0625207000
_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'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2051
_reflns_number_total             2353
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.097
_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)+(0.0887P)²+0.0766P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1326
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.45496(13) 0.29688(12) 0.92404(11) 0.0245(2) Uani 1 1 d . . . . .
O1 O 0.33270(16) 0.58722(13) 0.82141(12) 0.0214(3) Uani 1 1 d . . . . .
N1 N 0.27490(17) 0.61575(16) 0.58863(14) 0.0203(3) Uani 1 1 d . . . . .
C1 C 0.1876(2) 0.20421(19) 0.98329(17) 0.0219(3) Uani 1 1 d . . . . .
F2 F 0.45325(13) 0.08379(11) 0.81190(10) 0.0244(2) Uani 1 1 d . . . . .
O2 O 0.21923(16) 0.64253(14) 0.36153(12) 0.0228(3) Uani 1 1 d . . . . .
N2 N 0.24691(17) 0.38123(17) 0.47905(14) 0.0206(3) Uani 1 1 d . . . . .
C2 C 0.3568(2) 0.23469(19) 0.85530(17) 0.0199(3) Uani 1 1 d . . . . .
F3 F 0.23099(15) 0.10372(14) 1.09782(11) 0.0347(3) Uani 1 1 d . . . . .
O3 O 0.27713(16) 0.12553(14) 0.60625(12) 0.0242(3) Uani 1 1 d . . . . .
C3 C 0.3180(2) 0.34557(18) 0.72092(16) 0.0187(3) Uani 1 1 d . . . . .
F4 F 0.08977(14) 0.34601(13) 1.04021(11) 0.0283(3) Uani 1 1 d . . . . .
C4 C 0.2805(2) 0.28511(19) 0.60034(16) 0.0191(3) Uani 1 1 d . . . . .
F5 F 0.08495(14) 0.13435(12) 0.92954(11) 0.0274(3) Uani 1 1 d . . . . .
C5 C 0.2192(2) 0.0707(2) 0.48930(19) 0.0264(4) Uani 1 1 d . . . . .
H5A H 0.297733 0.097340 0.387836 0.040 Uiso 1 1 calc R U . . .
H5B H 0.095028 0.126690 0.495928 0.040 Uiso 1 1 calc R U . . .
H5C H 0.225554 -0.048935 0.504850 0.040 Uiso 1 1 calc R U . . .
C6 C 0.2482(2) 0.54021(19) 0.48036(16) 0.0193(3) Uani 1 1 d . . . . .
C7 C 0.1946(2) 0.5693(2) 0.23685(17) 0.0247(3) Uani 1 1 d . . . . .
H7A H 0.172094 0.655840 0.157690 0.037 Uiso 1 1 calc R U . . .
H7B H 0.091837 0.513685 0.275542 0.037 Uiso 1 1 calc R U . . .
H7C H 0.303333 0.488750 0.192718 0.037 Uiso 1 1 calc R U . . .
C8 C 0.3081(2) 0.51789(19) 0.70798(16) 0.0187(3) Uani 1 1 d . . . . .
C9 C 0.3244(2) 0.7633(2) 0.80294(17) 0.0238(3) Uani 1 1 d . . . . .
H9A H 0.418539 0.789786 0.711210 0.036 Uiso 1 1 calc R U . . .
H9B H 0.342787 0.800026 0.893334 0.036 Uiso 1 1 calc R U . . .
H9C H 0.206343 0.819650 0.791718 0.036 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 C2 1.3556(18) . ?
O1 C8 1.3351(18) . ?
O1 C9 1.4423(19) . ?
N1 C6 1.332(2) . ?
N1 C8 1.3314(19) . ?
C1 C2 1.540(2) . ?
C1 F3 1.3337(17) . ?
C1 F4 1.3325(19) . ?
C1 F5 1.3333(19) . ?
F2 C2 1.3562(18) . ?
O2 C6 1.3356(17) . ?
O2 C7 1.4443(18) . ?
N2 C4 1.3404(19) . ?
N2 C6 1.328(2) . ?
C2 C3 1.5054(19) . ?
O3 C4 1.329(2) . ?
O3 C5 1.4453(19) . ?
C3 C4 1.405(2) . ?
C3 C8 1.410(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 C9 116.86(12) . . ?
C8 N1 C6 115.35(13) . . ?
F3 C1 C2 111.20(13) . . ?
F4 C1 C2 110.63(13) . . ?
F4 C1 F3 108.32(12) . . ?
F4 C1 F5 108.13(13) . . ?
F5 C1 C2 110.79(13) . . ?
F5 C1 F3 107.66(13) . . ?
C6 O2 C7 116.69(12) . . ?
C6 N2 C4 115.61(13) . . ?
F1 C2 C1 105.70(12) . . ?
F1 C2 F2 106.19(12) . . ?
F1 C2 C3 112.12(12) . . ?
F2 C2 C1 106.42(12) . . ?
F2 C2 C3 111.69(12) . . ?
C3 C2 C1 114.16(12) . . ?
C4 O3 C5 117.47(12) . . ?
C4 C3 C2 122.01(13) . . ?
C4 C3 C8 114.39(13) . . ?
C8 C3 C2 123.54(13) . . ?
N2 C4 C3 123.06(14) . . ?
O3 C4 N2 118.03(13) . . ?
O3 C4 C3 118.91(13) . . ?
O3 C5 H5A 109.5 . . ?
O3 C5 H5B 109.5 . . ?
O3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 O2 113.25(13) . . ?
N2 C6 N1 127.99(13) . . ?
N2 C6 O2 118.76(13) . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 C3 118.47(13) . . ?
N1 C8 O1 118.01(13) . . ?
N1 C8 C3 123.52(14) . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C2 C3 C4 155.83(14) . . . . ?
F1 C2 C3 C8 -27.1(2) . . . . ?
C1 C2 C3 C4 -84.00(18) . . . . ?
C1 C2 C3 C8 93.10(18) . . . . ?
F2 C2 C3 C4 36.78(19) . . . . ?
F2 C2 C3 C8 -146.11(14) . . . . ?
C2 C3 C4 N2 -179.49(13) . . . . ?
C2 C3 C4 O3 0.9(2) . . . . ?
C2 C3 C8 O1 -0.7(2) . . . . ?
C2 C3 C8 N1 179.55(14) . . . . ?
F3 C1 C2 F1 -57.06(16) . . . . ?
F3 C1 C2 F2 55.57(16) . . . . ?
F3 C1 C2 C3 179.25(12) . . . . ?
F4 C1 C2 F1 63.35(15) . . . . ?
F4 C1 C2 F2 175.98(11) . . . . ?
F4 C1 C2 C3 -60.34(17) . . . . ?
C4 N2 C6 N1 -1.6(2) . . . . ?
C4 N2 C6 O2 178.71(13) . . . . ?
C4 C3 C8 O1 176.65(13) . . . . ?
C4 C3 C8 N1 -3.2(2) . . . . ?
F5 C1 C2 F1 -176.74(11) . . . . ?
F5 C1 C2 F2 -64.11(15) . . . . ?
F5 C1 C2 C3 59.56(17) . . . . ?
C5 O3 C4 N2 -6.2(2) . . . . ?
C5 O3 C4 C3 173.44(13) . . . . ?
C6 N1 C8 O1 -178.82(13) . . . . ?
C6 N1 C8 C3 1.0(2) . . . . ?
C6 N2 C4 O3 178.63(13) . . . . ?
C6 N2 C4 C3 -1.0(2) . . . . ?
C7 O2 C6 N1 178.13(13) . . . . ?
C7 O2 C6 N2 -2.1(2) . . . . ?
C8 N1 C6 O2 -178.67(13) . . . . ?
C8 N1 C6 N2 1.6(2) . . . . ?
C8 C3 C4 N2 3.2(2) . . . . ?
C8 C3 C4 O3 -176.49(13) . . . . ?
C9 O1 C8 N1 -1.2(2) . . . . ?
C9 O1 C8 C3 179.03(13) . . . . ?

_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 1.397
_oxdiff_exptl_absorpt_empirical_full_min 0.774
####################################################################### 
# 
# 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_mo_ds3_a
_database_code_depnum_ccdc_archive 'CCDC 2180254'
loop_
_audit_author_name
_audit_author_address
'Serhii Vasylevskyi'
;OIST Okinawa Institute of Science and Technology
Japan
;
_audit_update_record             
;
2022-06-20 deposited with the CCDC.	2022-10-14 downloaded from the CCDC.
;
_audit_creation_date             2022-03-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H8 F5 N'
_chemical_formula_sum            'C11 H8 F5 N'
_chemical_formula_weight         249.18
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.8320(7)
_cell_length_b                   6.1313(5)
_cell_length_c                   22.4930(17)
_cell_angle_alpha                90
_cell_angle_beta                 93.678(7)
_cell_angle_gamma                90
_cell_volume                     1077.90(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1344
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      21.9990
_cell_measurement_theta_min      3.6170
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
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    1.536
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9790
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.020
_diffrn_reflns_theta_min         3.445
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -60.46 169.54   1.00   15.00   5.96  -1.62 -31.50    --   230
  2  ω    -85.28  18.72   1.00   15.00    --   -1.62 -59.25  20.08  104
  3  ω    -85.28  18.72   1.00   15.00    --   -1.62 -59.25  92.08  104
  4  ω    -85.28  18.72   1.00   15.00    --   -1.62 -59.25-123.92  104
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0091482000
_diffrn_orient_matrix_UB_12      0.0942843000
_diffrn_orient_matrix_UB_13      0.0177892000
_diffrn_orient_matrix_UB_21      0.0003667000
_diffrn_orient_matrix_UB_22      0.0664741000
_diffrn_orient_matrix_UB_23      -0.0258017000
_diffrn_orient_matrix_UB_31      -0.0902806000
_diffrn_orient_matrix_UB_32      -0.0093323000
_diffrn_orient_matrix_UB_33      -0.0039466000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1458
_reflns_number_total             2111
_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 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2111
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0566
_refine_ls_restrained_S_all      1.040
_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)+(0.0599P)²+0.0148P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1490
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9)
2.b Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F 0.2776(2) 1.0488(3) 0.57142(7) 0.0666(6) Uani 1 1 d . . . . .
F2 F 0.0401(2) 0.7273(3) 0.57906(8) 0.0740(6) Uani 1 1 d . . . . .
F3 F 0.1183(3) 0.7877(3) 0.49083(8) 0.0774(6) Uani 1 1 d . . . . .
F4 F 0.2054(2) 0.5013(3) 0.53832(8) 0.0698(6) Uani 1 1 d . . . . .
F5 F 0.4477(2) 0.8146(3) 0.53186(7) 0.0678(6) Uani 1 1 d . . . . .
N1 N 0.3421(3) 0.8785(4) 0.68142(9) 0.0424(6) Uani 1 1 d . . . . .
H1 H 0.275(4) 0.990(5) 0.6805(13) 0.062(10) Uiso 1 1 d . . . . .
C1 C 0.1697(4) 0.7111(5) 0.54442(13) 0.0532(8) Uani 1 1 d . . . . .
C2 C 0.3254(4) 0.8347(4) 0.57105(12) 0.0473(7) Uani 1 1 d . . . . .
C3 C 0.3902(3) 0.7657(4) 0.63152(11) 0.0389(6) Uani 1 1 d . . . . .
C4 C 0.4969(3) 0.5976(4) 0.64817(11) 0.0389(6) Uani 1 1 d . . . . .
C5 C 0.5159(3) 0.6062(4) 0.71242(12) 0.0405(6) Uani 1 1 d . . . . .
C6 C 0.6084(3) 0.4782(4) 0.75488(13) 0.0460(7) Uani 1 1 d . . . . .
H6 H 0.673986 0.357084 0.743126 0.055 Uiso 1 1 calc R U . . .
C7 C 0.6018(3) 0.5327(5) 0.81412(13) 0.0509(7) Uani 1 1 d . . . . .
H7 H 0.663245 0.446827 0.843432 0.061 Uiso 1 1 calc R U . . .
C8 C 0.5069(3) 0.7109(5) 0.83209(13) 0.0492(7) Uani 1 1 d . . . . .
H8 H 0.506368 0.744512 0.873308 0.059 Uiso 1 1 calc R U . . .
C9 C 0.4135(3) 0.8400(5) 0.79118(12) 0.0473(7) Uani 1 1 d . . . . .
H9 H 0.348673 0.961183 0.803303 0.057 Uiso 1 1 calc R U . . .
C10 C 0.4195(3) 0.7829(4) 0.73128(11) 0.0379(6) Uani 1 1 d . . . . .
C11 C 0.5829(4) 0.4363(5) 0.60974(14) 0.0588(8) Uani 1 1 d . . . . .
H11A H 0.703496 0.476234 0.607602 0.088 Uiso 1 1 calc R U . . .
H11B H 0.526326 0.437367 0.569589 0.088 Uiso 1 1 calc R U . . .
H11C H 0.574969 0.290086 0.626930 0.088 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 C2 1.365(3) . ?
F2 C1 1.322(3) . ?
F3 C1 1.332(3) . ?
F4 C1 1.325(3) . ?
F5 C2 1.348(3) . ?
N1 H1 0.86(3) . ?
N1 C3 1.391(3) . ?
N1 C10 1.372(3) . ?
C1 C2 1.525(4) . ?
C2 C3 1.483(4) . ?
C3 C4 1.364(3) . ?
C4 C5 1.444(3) . ?
C4 C11 1.501(4) . ?
C5 C6 1.402(4) . ?
C5 C10 1.401(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.378(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.396(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.386(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.396(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 H1 125(2) . . ?
C10 N1 H1 127(2) . . ?
C10 N1 C3 108.6(2) . . ?
F2 C1 F3 107.9(2) . . ?
F2 C1 F4 108.0(3) . . ?
F2 C1 C2 110.8(2) . . ?
F3 C1 C2 111.6(3) . . ?
F4 C1 F3 107.6(2) . . ?
F4 C1 C2 110.7(2) . . ?
F1 C2 C1 105.5(2) . . ?
F1 C2 C3 110.3(2) . . ?
F5 C2 F1 107.4(2) . . ?
F5 C2 C1 106.3(2) . . ?
F5 C2 C3 111.0(2) . . ?
C3 C2 C1 115.9(2) . . ?
N1 C3 C2 120.2(2) . . ?
C4 C3 N1 110.3(2) . . ?
C4 C3 C2 129.4(2) . . ?
C3 C4 C5 105.6(2) . . ?
C3 C4 C11 129.0(2) . . ?
C5 C4 C11 125.4(2) . . ?
C6 C5 C4 132.6(3) . . ?
C10 C5 C4 107.9(2) . . ?
C10 C5 C6 119.4(2) . . ?
C5 C6 H6 120.9 . . ?
C7 C6 C5 118.3(3) . . ?
C7 C6 H6 120.9 . . ?
C6 C7 H7 119.2 . . ?
C6 C7 C8 121.6(3) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.5(3) . . ?
C9 C8 H8 119.2 . . ?
C8 C9 H9 121.7 . . ?
C8 C9 C10 116.6(3) . . ?
C10 C9 H9 121.7 . . ?
N1 C10 C5 107.6(2) . . ?
N1 C10 C9 129.9(2) . . ?
C9 C10 C5 122.6(2) . . ?
C4 C11 H11A 109.5 . . ?
C4 C11 H11B 109.5 . . ?
C4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C2 C3 N1 22.9(4) . . . . ?
F1 C2 C3 C4 -157.3(3) . . . . ?
F2 C1 C2 F1 -64.2(3) . . . . ?
F2 C1 C2 F5 -178.0(2) . . . . ?
F2 C1 C2 C3 58.1(3) . . . . ?
F3 C1 C2 F1 56.1(3) . . . . ?
F3 C1 C2 F5 -57.7(3) . . . . ?
F3 C1 C2 C3 178.5(2) . . . . ?
F4 C1 C2 F1 176.0(2) . . . . ?
F4 C1 C2 F5 62.1(3) . . . . ?
F4 C1 C2 C3 -61.7(3) . . . . ?
F5 C2 C3 N1 141.7(2) . . . . ?
F5 C2 C3 C4 -38.4(4) . . . . ?
N1 C3 C4 C5 0.1(3) . . . . ?
N1 C3 C4 C11 -178.6(3) . . . . ?
C1 C2 C3 N1 -96.9(3) . . . . ?
C1 C2 C3 C4 83.0(4) . . . . ?
C2 C3 C4 C5 -179.7(3) . . . . ?
C2 C3 C4 C11 1.5(5) . . . . ?
C3 N1 C10 C5 -0.7(3) . . . . ?
C3 N1 C10 C9 178.5(3) . . . . ?
C3 C4 C5 C6 -180.0(3) . . . . ?
C3 C4 C5 C10 -0.5(3) . . . . ?
C4 C5 C6 C7 179.0(3) . . . . ?
C4 C5 C10 N1 0.7(3) . . . . ?
C4 C5 C10 C9 -178.5(2) . . . . ?
C5 C6 C7 C8 -0.4(4) . . . . ?
C6 C5 C10 N1 -179.7(2) . . . . ?
C6 C5 C10 C9 1.1(4) . . . . ?
C6 C7 C8 C9 0.7(4) . . . . ?
C7 C8 C9 C10 -0.1(4) . . . . ?
C8 C9 C10 N1 -179.8(3) . . . . ?
C8 C9 C10 C5 -0.7(4) . . . . ?
C10 N1 C3 C2 -179.8(2) . . . . ?
C10 N1 C3 C4 0.4(3) . . . . ?
C10 C5 C6 C7 -0.5(4) . . . . ?
C11 C4 C5 C6 -1.2(5) . . . . ?
C11 C4 C5 C10 178.3(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 3.984
_oxdiff_exptl_absorpt_empirical_full_min 0.533
####################################################################### 
# 
# 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_jk1392a
_database_code_depnum_ccdc_archive 'CCDC 2180257'
loop_
_audit_author_name
_audit_author_address
'Serhii Vasylevskyi'
;OIST Okinawa Institute of Science and Technology
Japan
;
_audit_update_record             
;
2022-06-20 deposited with the CCDC.	2022-10-14 downloaded from the CCDC.
;
_audit_creation_date             2022-04-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
serhii.vasylevskyi@oist.jp
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18 F5 N O5'
_chemical_formula_sum            'C20 H18 F5 N O5'
_chemical_formula_weight         447.35
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H10 F5'
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           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   20.3374(7)
_cell_length_b                   7.1756(3)
_cell_length_c                   14.0098(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.999(4)
_cell_angle_gamma                90
_cell_volume                     2041.69(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5142
_cell_measurement_temperature    100
_cell_measurement_theta_max      78.3460
_cell_measurement_theta_min      3.7280
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.872
_exptl_absorpt_coefficient_mu    1.174
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11116
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.509
_diffrn_reflns_theta_min         3.742
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 1.000
_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    -40.00  53.00   1.00   29.74    --   49.60 -82.00-180.00   93
  2  ω    -36.00  69.00   1.00   29.74    --   49.60 -19.00 -90.00  105
  3  ω     26.00  80.00   1.00   29.74    --   49.60  37.00 -90.00   54
  4  ω    -39.00  41.00   1.00   29.74    --   49.60 -57.00  60.00   80
  5  ω     86.00 138.00   1.00   29.74    --   49.60  37.00 -90.00   52
  6  ω     49.00  76.00   1.00   29.74    --   49.60  37.00 -60.00   27
  7  ω     58.00 111.00   1.00   29.74    --   49.60  37.00-180.00   53
  8  ω     93.00 135.00   1.00  118.94    --  110.20  77.00 -30.00   42
  9  ω    125.00 152.00   1.00  118.94    --  110.20  82.00 150.00   27
 10  ω    170.00 198.00   1.00  118.94    --  110.20  61.00-120.00   28
 11  ω     83.00 166.00   1.00  118.94    --  110.20  61.00-120.00   83
 12  ω    131.00 197.00   1.00  118.94    --  110.20  30.00  90.00   66
 13  ω    114.00 192.00   1.00  118.94    --  110.20  15.00 -60.00   78
 14  ω    132.00 199.00   1.00  118.94    --  110.20  45.00 150.00   67
 15  ω     22.00 138.00   1.00  118.94    --  110.20 -61.00  60.00  116
 16  ω     83.00 198.00   1.00  118.94    --  110.20  30.00 -30.00  115
 17  ω    133.00 166.00   1.00  118.94    --  110.20  45.00-180.00   33
 18  ω     71.00  96.00   1.00  118.94    --  110.20  15.00 -60.00   25
 19  ω     88.00 126.00   1.00  118.94    --  110.20  45.00-180.00   38
 20  ω    110.00 199.00   1.00  118.94    --  110.20  45.00 120.00   89
 21  ω     22.00 142.00   1.00  118.94    --  110.20 -82.00  60.00  120
 22  ω     78.00 104.00   1.00  118.94    --  110.20  82.00 150.00   26
 23  ω     89.00 117.00   1.00  118.94    --  110.20  45.00 150.00   28
 24  ω     83.00 160.00   1.00  118.94    --  110.20  61.00-150.00   77
 25  ω     31.00  56.00   1.00  118.94    --  110.20 -45.00  60.00   25
 26  ω     96.00 130.00   1.00  118.94    --  110.20  30.00 120.00   34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0540096000
_diffrn_orient_matrix_UB_12      0.1203210000
_diffrn_orient_matrix_UB_13      0.0422544000
_diffrn_orient_matrix_UB_21      -0.0037689000
_diffrn_orient_matrix_UB_22      -0.1371867000
_diffrn_orient_matrix_UB_23      0.0838097000
_diffrn_orient_matrix_UB_31      0.0531317000
_diffrn_orient_matrix_UB_32      0.1134748000
_diffrn_orient_matrix_UB_33      0.0574026000
_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         0.815
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.939
_reflns_number_gt                3939
_reflns_number_total             4292
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 1632 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.25(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4292
_refine_ls_number_restraints     251
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0567
_refine_ls_restrained_S_all      1.174
_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)+(0.0772P)²+2.3568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1515
_refine_ls_wR_factor_ref         0.1549
_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
 C20B-C19B
 1.5 with sigma of 0.02
 F2B-C20B \\sim F2B-F1B \\sim C20B-F1B
 with sigma of 0.04
 C19B-C5 \\sim C19B-F2B \\sim C19B-C20B \\sim C19B-F1B
 with sigma of 0.02
 F5B-F4B \\sim F5B-F3B \\sim F4B-F3B
 with sigma of 0.04
 C20B-F5B \\sim C20B-F4B \\sim C20B-C19B \\sim C20B-F3B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F1A \\sim F2A \\sim F3A \\sim F4A \\sim F5A \\sim C19A \\sim C20A \\sim F1B
\\sim F2B \\sim F3B \\sim F4B \\sim F5B \\sim C19B \\sim C20B: within 2A with
sigma of 0.002 and sigma for terminal atoms of 0.004 within 2A
4. Others
 Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(C19B)=Sof(C20B)=1-FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(C19A)=Sof(C20A)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C1(H1b)
5.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C12(H12a,H12b)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C7(H7), C8(H8), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
5.d Idealised Me refined as rotating group:
 C10(H10a,H10b,H10c)
;
_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
O1 O 0.23398(14) 0.2974(5) 0.0744(2) 0.0429(7) Uani 1 1 d . . . . .
H1 H 0.192(3) 0.299(10) 0.073(4) 0.062(17) Uiso 1 1 d . . . . .
O2 O 0.35997(15) 0.4001(5) 0.6624(2) 0.0445(7) Uani 1 1 d . . . . .
O3 O 0.45518(12) 0.2853(4) 0.6144(2) 0.0376(6) Uani 1 1 d . . . . .
O4 O 0.39835(12) 0.7833(4) 0.4287(2) 0.0371(6) Uani 1 1 d . . . . .
O5 O 0.49286(12) 0.6781(4) 0.3704(2) 0.0368(6) Uani 1 1 d . . . . .
N1 N 0.42881(15) 0.4775(5) 0.4408(2) 0.0341(7) Uani 1 1 d . . . . .
H1A H 0.457(2) 0.394(7) 0.431(3) 0.031(11) Uiso 1 1 d . . . . .
C1 C 0.37608(18) 0.4083(6) 0.4966(3) 0.0336(8) Uani 1 1 d . . . . .
H1B H 0.3410 0.5055 0.4998 0.040 Uiso 1 1 calc R . . . .
C2 C 0.34657(19) 0.2300(6) 0.4525(3) 0.0369(8) Uani 1 1 d . . . . .
H2A H 0.3815 0.1340 0.4518 0.044 Uiso 1 1 calc R . . . .
H2B H 0.3121 0.1836 0.4938 0.044 Uiso 1 1 calc R . . . .
C3 C 0.31680(18) 0.2528(5) 0.3522(3) 0.0341(8) Uani 1 1 d . . . . .
C4 C 0.35535(19) 0.2450(6) 0.2739(3) 0.0386(9) Uani 1 1 d . . . . .
H4 H 0.4016 0.2301 0.2840 0.046 Uiso 1 1 calc R . . . .
C5 C 0.32853(19) 0.2582(6) 0.1809(3) 0.0390(9) Uani 1 1 d D . . . .
C6 C 0.26003(17) 0.2853(6) 0.1649(3) 0.0357(8) Uani 1 1 d . . . . .
C7 C 0.22134(17) 0.2954(6) 0.2441(3) 0.0363(8) Uani 1 1 d . . . . .
H7 H 0.1752 0.3132 0.2350 0.044 Uiso 1 1 calc R . . . .
C8 C 0.24935(17) 0.2800(6) 0.3351(3) 0.0361(8) Uani 1 1 d . . . . .
H8 H 0.2220 0.2880 0.3879 0.043 Uiso 1 1 calc R . . . .
C9 C 0.40228(18) 0.3599(6) 0.5968(3) 0.0359(8) Uani 1 1 d . . . . .
C10 C 0.3823(3) 0.3602(9) 0.7625(4) 0.0582(12) Uani 1 1 d . . . . .
H10A H 0.3819 0.2253 0.7733 0.087 Uiso 1 1 calc GR . . . .
H10B H 0.3527 0.4209 0.8059 0.087 Uiso 1 1 calc GR . . . .
H10C H 0.4271 0.4081 0.7746 0.087 Uiso 1 1 calc GR . . . .
C11 C 0.43647(17) 0.6544(6) 0.4156(3) 0.0326(8) Uani 1 1 d . . . . .
C12 C 0.5055(2) 0.8668(7) 0.3376(4) 0.0475(11) Uani 1 1 d . . . . .
H12A H 0.5105 0.9531 0.3926 0.057 Uiso 1 1 calc R . . . .
H12B H 0.4685 0.9108 0.2946 0.057 Uiso 1 1 calc R . . . .
C13 C 0.5679(2) 0.8597(6) 0.2851(3) 0.0420(9) Uani 1 1 d . . . . .
C14 C 0.6283(2) 0.8691(7) 0.3376(4) 0.0496(10) Uani 1 1 d . . . . .
H14 H 0.6295 0.8782 0.4053 0.060 Uiso 1 1 calc R . . . .
C15 C 0.6861(3) 0.8650(9) 0.2902(6) 0.0744(19) Uani 1 1 d . . . . .
H15 H 0.7271 0.8697 0.3257 0.089 Uiso 1 1 calc R . . . .
C16 C 0.6850(4) 0.8543(10) 0.1930(7) 0.089(2) Uani 1 1 d . . . . .
H16 H 0.7251 0.8521 0.1612 0.106 Uiso 1 1 calc R . . . .
C17 C 0.6245(4) 0.8464(10) 0.1399(5) 0.085(2) Uani 1 1 d . . . . .
H17 H 0.6235 0.8391 0.0722 0.102 Uiso 1 1 calc R . . . .
C18 C 0.5659(3) 0.8493(8) 0.1874(4) 0.0587(13) Uani 1 1 d . . . . .
H18 H 0.5248 0.8442 0.1520 0.070 Uiso 1 1 calc R . . . .
F1A F 0.3472(2) 0.1310(6) 0.0280(3) 0.0593(8) Uani 0.872(4) 1 d . U P A 1
F2A F 0.43123(16) 0.1606(6) 0.1290(3) 0.0627(8) Uani 0.872(4) 1 d . U P A 1
F3A F 0.43142(18) 0.3979(8) -0.0171(3) 0.0749(10) Uani 0.872(4) 1 d . U P A 1
F4A F 0.4223(2) 0.5332(7) 0.1180(3) 0.0786(10) Uani 0.872(4) 1 d . U P A 1
F5A F 0.3387(2) 0.5133(6) 0.0174(3) 0.0639(10) Uani 0.872(4) 1 d . U P A 1
C19A C 0.3729(3) 0.2399(11) 0.0987(5) 0.0572(9) Uani 0.872(4) 1 d . U P A 1
C20A C 0.3920(3) 0.4215(12) 0.0535(5) 0.0621(9) Uani 0.872(4) 1 d . U P A 1
F1B F 0.3666(16) 0.462(4) 0.039(2) 0.0660(15) Uani 0.128(4) 1 d D U P A 2
F2B F 0.4398(10) 0.359(4) 0.1314(17) 0.0648(16) Uani 0.128(4) 1 d D U P A 2
F3B F 0.3227(12) 0.102(4) -0.0029(19) 0.059(2) Uani 0.128(4) 1 d D U P A 2
F4B F 0.4050(11) 0.015(4) 0.0976(17) 0.0613(17) Uani 0.128(4) 1 d D U P A 2
F5B F 0.4266(11) 0.185(4) -0.0337(17) 0.0667(19) Uani 0.128(4) 1 d D U P A 2
C19B C 0.3725(12) 0.309(4) 0.1059(17) 0.0618(11) Uani 0.128(4) 1 d D U P A 2
C20B C 0.3826(12) 0.163(4) 0.0381(17) 0.0607(11) Uani 0.128(4) 1 d D U P A 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 H1 0.85(7) . ?
O1 C6 1.351(5) . ?
O2 C9 1.323(5) . ?
O2 C10 1.479(6) . ?
O3 C9 1.215(5) . ?
O4 C11 1.227(5) . ?
O5 C11 1.349(4) . ?
O5 C12 1.457(5) . ?
N1 H1A 0.85(5) . ?
N1 C1 1.448(5) . ?
N1 C11 1.329(6) . ?
C1 H1B 1.0000 . ?
C1 C2 1.530(6) . ?
C1 C9 1.515(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.509(6) . ?
C3 C4 1.382(5) . ?
C3 C8 1.394(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(6) . ?
C5 C6 1.413(5) . ?
C5 C19A 1.506(7) . ?
C5 C19B 1.461(18) . ?
C6 C7 1.395(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.373(6) . ?
C8 H8 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.501(5) . ?
C13 C14 1.400(7) . ?
C13 C18 1.370(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.362(12) . ?
C16 H16 0.9500 . ?
C16 C17 1.405(13) . ?
C17 H17 0.9500 . ?
C17 C18 1.394(9) . ?
C18 H18 0.9500 . ?
F1A C19A 1.345(8) . ?
F2A C19A 1.364(7) . ?
F3A C20A 1.316(7) . ?
F4A C20A 1.334(9) . ?
F5A C20A 1.345(8) . ?
C19A C20A 1.509(11) . ?
F1B C19B 1.45(2) . ?
F2B C19B 1.44(2) . ?
F3B C20B 1.39(2) . ?
F4B C20B 1.41(2) . ?
F5B C20B 1.39(2) . ?
C19B C20B 1.434(17) . ?

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
C6 O1 H1 111(4) . . ?
C9 O2 C10 115.9(4) . . ?
C11 O5 C12 115.7(3) . . ?
C1 N1 H1A 112(3) . . ?
C11 N1 H1A 123(3) . . ?
C11 N1 C1 124.9(3) . . ?
N1 C1 H1B 109.6 . . ?
N1 C1 C2 110.7(3) . . ?
N1 C1 C9 110.2(3) . . ?
C2 C1 H1B 109.6 . . ?
C9 C1 H1B 109.6 . . ?
C9 C1 C2 107.1(3) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C3 C2 C1 114.5(3) . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 C8 117.6(4) . . ?
C8 C3 C2 121.2(3) . . ?
C3 C4 H4 119.0 . . ?
C3 C4 C5 122.0(4) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 119.6(4) . . ?
C4 C5 C19A 119.4(4) . . ?
C4 C5 C19B 117.8(12) . . ?
C6 C5 C19A 121.0(4) . . ?
C6 C5 C19B 119.2(12) . . ?
O1 C6 C5 119.5(3) . . ?
O1 C6 C7 122.2(3) . . ?
C7 C6 C5 118.2(4) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.7(3) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 H8 119.1 . . ?
C7 C8 C3 121.8(3) . . ?
C7 C8 H8 119.1 . . ?
O2 C9 C1 112.5(3) . . ?
O3 C9 O2 123.8(4) . . ?
O3 C9 C1 123.6(3) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O4 C11 O5 122.3(4) . . ?
O4 C11 N1 126.6(3) . . ?
N1 C11 O5 111.1(3) . . ?
O5 C12 H12A 110.3 . . ?
O5 C12 H12B 110.3 . . ?
O5 C12 C13 106.9(3) . . ?
H12A C12 H12B 108.6 . . ?
C13 C12 H12A 110.3 . . ?
C13 C12 H12B 110.3 . . ?
C14 C13 C12 118.8(4) . . ?
C18 C13 C12 120.6(5) . . ?
C18 C13 C14 120.5(4) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.4(5) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.8(7) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 119.9(5) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.6(6) . . ?
C18 C17 H17 120.2 . . ?
C13 C18 C17 119.7(6) . . ?
C13 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C5 C19A C20A 115.1(5) . . ?
F1A C19A C5 112.9(5) . . ?
F1A C19A F2A 106.6(5) . . ?
F1A C19A C20A 107.0(6) . . ?
F2A C19A C5 110.1(5) . . ?
F2A C19A C20A 104.6(5) . . ?
F3A C20A F4A 108.0(5) . . ?
F3A C20A F5A 106.9(6) . . ?
F3A C20A C19A 112.7(6) . . ?
F4A C20A F5A 107.1(7) . . ?
F4A C20A C19A 110.8(6) . . ?
F5A C20A C19A 111.1(5) . . ?
F1B C19B C5 129(2) . . ?
F2B C19B C5 119(2) . . ?
F2B C19B F1B 91.0(19) . . ?
C20B C19B C5 114.2(19) . . ?
C20B C19B F1B 98(2) . . ?
C20B C19B F2B 100(2) . . ?
F3B C20B F4B 105(2) . . ?
F3B C20B F5B 109(2) . . ?
F3B C20B C19B 111(2) . . ?
F5B C20B F4B 108(2) . . ?
F5B C20B C19B 121(2) . . ?
C19B C20B F4B 102(2) . . ?

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
O1 C6 C7 C8 179.1(4) . . . . ?
O5 C12 C13 C14 -83.4(5) . . . . ?
O5 C12 C13 C18 98.4(5) . . . . ?
N1 C1 C2 C3 -60.8(4) . . . . ?
N1 C1 C9 O2 143.3(4) . . . . ?
N1 C1 C9 O3 -39.5(5) . . . . ?
C1 N1 C11 O4 -5.9(6) . . . . ?
C1 N1 C11 O5 175.1(3) . . . . ?
C1 C2 C3 C4 83.6(5) . . . . ?
C1 C2 C3 C8 -97.3(4) . . . . ?
C2 C1 C9 O2 -96.2(4) . . . . ?
C2 C1 C9 O3 81.0(5) . . . . ?
C2 C3 C4 C5 177.4(4) . . . . ?
C2 C3 C8 C7 -178.0(4) . . . . ?
C3 C4 C5 C6 1.6(7) . . . . ?
C3 C4 C5 C19A -177.2(5) . . . . ?
C3 C4 C5 C19B 160.6(14) . . . . ?
C4 C3 C8 C7 1.1(6) . . . . ?
C4 C5 C6 O1 -179.7(4) . . . . ?
C4 C5 C6 C7 -0.8(6) . . . . ?
C4 C5 C19A F1A 136.1(5) . . . . ?
C4 C5 C19A F2A 17.1(8) . . . . ?
C4 C5 C19A C20A -100.7(6) . . . . ?
C4 C5 C19B F1B -124(2) . . . . ?
C4 C5 C19B F2B -6(3) . . . . ?
C4 C5 C19B C20B 113.1(19) . . . . ?
C5 C6 C7 C8 0.2(6) . . . . ?
C5 C19A C20A F3A 179.2(5) . . . . ?
C5 C19A C20A F4A 58.1(8) . . . . ?
C5 C19A C20A F5A -60.9(7) . . . . ?
C5 C19B C20B F3B 56(3) . . . . ?
C5 C19B C20B F4B -55(3) . . . . ?
C5 C19B C20B F5B -176(2) . . . . ?
C6 C5 C19A F1A -42.8(7) . . . . ?
C6 C5 C19A F2A -161.8(5) . . . . ?
C6 C5 C19A C20A 80.4(7) . . . . ?
C6 C5 C19B F1B 35(3) . . . . ?
C6 C5 C19B F2B 153.5(19) . . . . ?
C6 C5 C19B C20B -88(2) . . . . ?
C6 C7 C8 C3 -0.3(6) . . . . ?
C8 C3 C4 C5 -1.8(6) . . . . ?
C9 C1 C2 C3 179.0(3) . . . . ?
C10 O2 C9 O3 3.9(6) . . . . ?
C10 O2 C9 C1 -178.9(4) . . . . ?
C11 O5 C12 C13 -176.9(4) . . . . ?
C11 N1 C1 C2 134.5(4) . . . . ?
C11 N1 C1 C9 -107.2(4) . . . . ?
C12 O5 C11 O4 -0.3(6) . . . . ?
C12 O5 C11 N1 178.7(4) . . . . ?
C12 C13 C14 C15 -179.2(5) . . . . ?
C12 C13 C18 C17 178.8(5) . . . . ?
C13 C14 C15 C16 0.8(9) . . . . ?
C14 C13 C18 C17 0.6(8) . . . . ?
C14 C15 C16 C17 -0.3(10) . . . . ?
C15 C16 C17 C18 -0.1(10) . . . . ?
C16 C17 C18 C13 -0.1(9) . . . . ?
C18 C13 C14 C15 -1.0(8) . . . . ?
F1A C19A C20A F3A -54.5(7) . . . . ?
F1A C19A C20A F4A -175.6(5) . . . . ?
F1A C19A C20A F5A 65.4(6) . . . . ?
F2A C19A C20A F3A 58.3(7) . . . . ?
F2A C19A C20A F4A -62.8(6) . . . . ?
F2A C19A C20A F5A 178.2(5) . . . . ?
C19A C5 C6 O1 -0.9(7) . . . . ?
C19A C5 C6 C7 178.0(5) . . . . ?
F1B C19B C20B F3B -83(2) . . . . ?
F1B C19B C20B F4B 166(2) . . . . ?
F1B C19B C20B F5B 46(3) . . . . ?
F2B C19B C20B F3B -175(2) . . . . ?
F2B C19B C20B F4B 74(2) . . . . ?
F2B C19B C20B F5B -46(3) . . . . ?
C19B C5 C6 O1 21.6(14) . . . . ?
C19B C5 C6 C7 -159.5(13) . . . . ?

_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 1.198
_oxdiff_exptl_absorpt_empirical_full_min 0.860
