# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_cb_002_1_01
_database_code_depnum_ccdc_archive 'CCDC 2018920'
loop_
_audit_author_name
_audit_author_address
'Colin Bridges'
;York University
Canada
;
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2020-09-18 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT097_cb_002_1_01         
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.79 eA-3
RESPONSE: disorder due to triflate ions
;
_vrf_DIFMX02_cb_002_1_01         
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: This error origniates from the minor disorder of the triflate anions w
;
_vrf_PLAT084_cb_002_1_01         
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.26 Report
RESPONSE: This error origniates from the minor disorder of the triflate anions w
;
_vrf_PLAT244_cb_002_1_01         
;
PROBLEM: Low    'Solvent' Ueq as Compared to Neighbors of         S1 Check
RESPONSE: This error origniates from the minor disorder of the triflate anions w
;
_vrf_PLAT244_cb_002_1_01_2       
;
PROBLEM: Low    'Solvent' Ueq as Compared to Neighbors of        C20 Check
RESPONSE: This error origniates from the minor disorder of the triflate anions w
;
_vrf_PLAT340_cb_002_1_01         
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00994 Ang.
RESPONSE: This error origniates from the minor disorder of the triflate anions w
;
# Added during the CSD deposition process: Friday 24 July 2020 08:30 PM
# end Validation Reply Form

_audit_creation_date             2020-04-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.01.31 svn.r88ba2a32 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H20 N2 P, 3(C F3 O3 S), C2 H3 N'
_chemical_formula_sum            'C24 H23 F9 N3 O9 P S3'
_chemical_formula_weight         795.60
_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 0.0033 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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.5784(5)
_cell_length_b                   11.1999(6)
_cell_length_c                   15.6039(8)
_cell_angle_alpha                102.532(2)
_cell_angle_beta                 90.622(2)
_cell_angle_gamma                97.933(2)
_cell_volume                     1616.98(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5924
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      4.057
_cell_measurement_theta_min      0.800
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.385
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_preparation       'See Experimental details.'
_exptl_crystal_recrystallization_method 'Crystallised from MeCN.'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0809
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.898
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8700
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.539
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device_type  'Bruker D8 Quest Eco'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3677
_reflns_number_total             5924
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.788
_refine_diff_density_min         -1.110
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         5924
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1394
_refine_ls_R_factor_gt           0.0845
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1012P)²+8.8467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2022
_refine_ls_wR_factor_ref         0.2603
_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:
 C17(H17), C12(H12), C16(H16), C10(H10), C15(H15), C7(H7), C3(H3), C11(H11),
 C4(H4), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C19(H19A,H19B,H19C), C13(H13A,H13B,H13C), C21(H21A,H21B,H21C)
;
_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
P1 P 0.48854(17) 0.73891(15) 0.27059(10) 0.0255(4) Uani 1 1 d . . . . .
S3 S 0.35302(18) 1.12295(15) 0.42558(11) 0.0328(4) Uani 1 1 d . . . . .
S2 S -0.05094(19) 0.51207(18) 0.30024(11) 0.0395(5) Uani 1 1 d . . . . .
S1 S 0.2767(2) 0.2196(2) -0.00504(13) 0.0543(6) Uani 1 1 d . . . . .
F5 F -0.0501(5) 0.6113(4) 0.4685(3) 0.0570(12) Uani 1 1 d . . . . .
O7 O 0.4075(5) 1.2518(4) 0.4411(3) 0.0390(12) Uani 1 1 d . . . . .
F4 F -0.2266(5) 0.6398(4) 0.3947(3) 0.0622(13) Uani 1 1 d . . . . .
O6 O -0.1377(6) 0.4050(5) 0.3168(3) 0.0475(13) Uani 1 1 d . . . . .
F7 F 0.2547(6) 1.1376(5) 0.2731(3) 0.0643(14) Uani 1 1 d . . . . .
F9 F 0.1456(6) 0.9904(5) 0.3247(4) 0.0744(16) Uani 1 1 d . . . . .
N2 N 0.2845(5) 0.7370(4) 0.4989(3) 0.0262(11) Uani 1 1 d . . . . .
O8 O 0.4434(5) 1.0403(5) 0.3805(4) 0.0491(13) Uani 1 1 d . . . . .
N1 N 0.6166(6) 0.4120(5) 0.1535(3) 0.0300(12) Uani 1 1 d . . . . .
F6 F -0.0224(6) 0.7436(4) 0.3864(4) 0.0749(16) Uani 1 1 d . . . . .
O9 O 0.2870(7) 1.0822(5) 0.4991(3) 0.0554(15) Uani 1 1 d . . . . .
F8 F 0.1135(5) 1.1771(6) 0.3772(4) 0.0829(18) Uani 1 1 d . . . . .
O4 O 0.0980(5) 0.5149(5) 0.3116(4) 0.0532(14) Uani 1 1 d . . . . .
O5 O -0.0957(6) 0.5530(6) 0.2244(4) 0.0583(16) Uani 1 1 d . . . . .
C9 C 0.4744(6) 0.5113(6) 0.2961(4) 0.0250(13) Uani 1 1 d . . . . .
C18 C 0.4055(6) 0.7049(5) 0.3673(4) 0.0246(13) Uani 1 1 d . . . . .
C17 C 0.3425(6) 0.7826(6) 0.4321(4) 0.0250(13) Uani 1 1 d . . . . .
H17 H 0.340202 0.866287 0.429608 0.030 Uiso 1 1 calc R U . . .
C8 C 0.5261(6) 0.5815(5) 0.2376(4) 0.0233(12) Uani 1 1 d . . . . .
C14 C 0.4057(6) 0.5815(5) 0.3710(4) 0.0243(12) Uani 1 1 d . . . . .
C2 C 0.3653(6) 0.7789(6) 0.1995(4) 0.0265(13) Uani 1 1 d . . . . .
C12 C 0.5994(7) 0.5324(6) 0.1659(4) 0.0315(14) Uani 1 1 d . . . . .
H12 H 0.636662 0.581509 0.126612 0.038 Uiso 1 1 calc R U . . .
O1 O 0.3974(7) 0.2015(6) 0.0406(4) 0.0713(19) Uani 1 1 d . . . . .
C16 C 0.2857(6) 0.6199(6) 0.5039(4) 0.0280(13) Uani 1 1 d . . . . .
H16 H 0.244291 0.592036 0.552370 0.034 Uiso 1 1 calc R U . . .
C1 C 0.6460(6) 0.8463(6) 0.2923(4) 0.0299(14) Uani 1 1 d . . . . .
H1A H 0.622477 0.929869 0.312960 0.045 Uiso 1 1 calc R U . . .
H1B H 0.698299 0.842484 0.238340 0.045 Uiso 1 1 calc R U . . .
H1C H 0.704351 0.825778 0.337539 0.045 Uiso 1 1 calc R U . . .
O2 O 0.2896(9) 0.2468(6) -0.0874(4) 0.079(2) Uani 1 1 d . . . . .
F3 F 0.3194(8) 0.4513(6) 0.0635(5) 0.108(2) Uani 1 1 d . . . . .
C10 C 0.4925(7) 0.3875(6) 0.2815(4) 0.0319(14) Uani 1 1 d . . . . .
H10 H 0.456965 0.336986 0.320269 0.038 Uiso 1 1 calc R U . . .
F2 F 0.2108(8) 0.3484(7) 0.1465(4) 0.109(2) Uani 1 1 d . . . . .
C15 C 0.3450(6) 0.5384(6) 0.4410(4) 0.0283(13) Uani 1 1 d . . . . .
H15 H 0.344590 0.455030 0.445307 0.034 Uiso 1 1 calc R U . . .
C7 C 0.2293(7) 0.7151(7) 0.1883(4) 0.0372(16) Uani 1 1 d . . . . .
H7 H 0.203068 0.649165 0.216930 0.045 Uiso 1 1 calc R U . . .
C3 C 0.4065(8) 0.8756(6) 0.1577(4) 0.0358(15) Uani 1 1 d . . . . .
H3 H 0.500024 0.918637 0.165540 0.043 Uiso 1 1 calc R U . . .
F1 F 0.1031(7) 0.3807(7) 0.0350(5) 0.133(3) Uani 1 1 d . . . . .
C19 C 0.2226(7) 0.8210(6) 0.5704(4) 0.0368(16) Uani 1 1 d . . . . .
H19A H 0.294832 0.857934 0.617096 0.055 Uiso 1 1 calc R U . . .
H19B H 0.144118 0.774189 0.594176 0.055 Uiso 1 1 calc R U . . .
H19C H 0.187958 0.886556 0.547122 0.055 Uiso 1 1 calc R U . . .
C11 C 0.5640(7) 0.3412(6) 0.2086(4) 0.0328(15) Uani 1 1 d . . . . .
H11 H 0.576724 0.256661 0.196718 0.039 Uiso 1 1 calc R U . . .
O3 O 0.1575(7) 0.1212(6) -0.0052(5) 0.080(2) Uani 1 1 d . . . . .
C4 C 0.3068(9) 0.9074(7) 0.1042(4) 0.0419(18) Uani 1 1 d . . . . .
H4 H 0.332232 0.973048 0.075131 0.050 Uiso 1 1 calc R U . . .
C24 C 0.2083(8) 1.1045(7) 0.3464(5) 0.0446(18) Uani 1 1 d . . . . .
C6 C 0.1328(8) 0.7484(8) 0.1353(5) 0.0475(19) Uani 1 1 d . . . . .
H6 H 0.039191 0.705648 0.127424 0.057 Uiso 1 1 calc R U . . .
C5 C 0.1721(9) 0.8446(8) 0.0931(5) 0.0474(19) Uani 1 1 d . . . . .
H5 H 0.105117 0.866889 0.056316 0.057 Uiso 1 1 calc R U . . .
C20 C 0.8122(9) 1.0954(7) 0.1784(5) 0.0472(19) Uani 1 1 d . . . . .
C13 C 0.6973(8) 0.3577(7) 0.0785(5) 0.0456(18) Uani 1 1 d . . . . .
H13A H 0.649304 0.361002 0.023456 0.068 Uiso 1 1 calc R U . . .
H13B H 0.703847 0.271440 0.079553 0.068 Uiso 1 1 calc R U . . .
H13C H 0.792351 0.404505 0.082660 0.068 Uiso 1 1 calc R U . . .
C23 C -0.0891(8) 0.6335(7) 0.3905(5) 0.0454(18) Uani 1 1 d . . . . .
N3 N 0.7028(9) 1.0924(7) 0.1942(7) 0.079(3) Uani 1 1 d . . . . .
C22 C 0.2149(12) 0.3520(9) 0.0622(6) 0.069(3) Uani 1 1 d . . . . .
C21 C 0.9609(12) 1.1072(16) 0.1601(8) 0.125(6) Uani 1 1 d . . . . .
H21A H 0.973396 1.122750 0.101029 0.188 Uiso 1 1 calc R U . . .
H21B H 0.997095 1.030614 0.163448 0.188 Uiso 1 1 calc R U . . .
H21C H 1.012622 1.176254 0.203394 0.188 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
P1 C18 1.802(6) . ?
P1 C8 1.814(6) . ?
P1 C2 1.777(6) . ?
P1 C1 1.774(6) . ?
S3 O7 1.432(4) . ?
S3 O8 1.432(5) . ?
S3 O9 1.445(5) . ?
S3 C24 1.807(8) . ?
S2 O6 1.435(5) . ?
S2 O4 1.430(5) . ?
S2 O5 1.439(5) . ?
S2 C23 1.812(9) . ?
S1 O1 1.412(6) . ?
S1 O2 1.386(6) . ?
S1 O3 1.473(7) . ?
S1 C22 1.797(10) . ?
F5 C23 1.352(9) . ?
F4 C23 1.330(9) . ?
F7 C24 1.338(9) . ?
F9 C24 1.306(9) . ?
N2 C17 1.348(7) . ?
N2 C16 1.332(8) . ?
N2 C19 1.481(8) . ?
N1 C12 1.354(8) . ?
N1 C11 1.347(8) . ?
N1 C13 1.476(8) . ?
F6 C23 1.323(8) . ?
F8 C24 1.327(9) . ?
C9 C8 1.382(8) . ?
C9 C14 1.475(8) . ?
C9 C10 1.391(9) . ?
C18 C17 1.386(8) . ?
C18 C14 1.396(8) . ?
C17 H17 0.9500 . ?
C8 C12 1.379(8) . ?
C14 C15 1.389(8) . ?
C2 C7 1.386(9) . ?
C2 C3 1.397(9) . ?
C12 H12 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.373(9) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
F3 C22 1.387(12) . ?
C10 H10 0.9500 . ?
C10 C11 1.374(9) . ?
F2 C22 1.324(11) . ?
C15 H15 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.374(10) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(10) . ?
F1 C22 1.255(11) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.371(11) . ?
C6 H6 0.9500 . ?
C6 C5 1.392(11) . ?
C5 H5 0.9500 . ?
C20 N3 1.077(10) . ?
C20 C21 1.449(14) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C18 P1 C8 90.7(3) . . ?
C2 P1 C18 111.0(3) . . ?
C2 P1 C8 114.4(3) . . ?
C1 P1 C18 114.5(3) . . ?
C1 P1 C8 111.4(3) . . ?
C1 P1 C2 113.1(3) . . ?
O7 S3 O8 115.7(3) . . ?
O7 S3 O9 115.5(3) . . ?
O7 S3 C24 103.9(3) . . ?
O8 S3 O9 113.2(3) . . ?
O8 S3 C24 102.7(3) . . ?
O9 S3 C24 103.6(4) . . ?
O6 S2 O5 114.6(3) . . ?
O6 S2 C23 102.5(3) . . ?
O4 S2 O6 115.9(4) . . ?
O4 S2 O5 115.4(3) . . ?
O4 S2 C23 102.9(3) . . ?
O5 S2 C23 102.7(4) . . ?
O1 S1 O3 111.8(4) . . ?
O1 S1 C22 105.6(4) . . ?
O2 S1 O1 119.6(5) . . ?
O2 S1 O3 111.0(5) . . ?
O2 S1 C22 104.8(5) . . ?
O3 S1 C22 102.0(5) . . ?
C17 N2 C19 118.9(5) . . ?
C16 N2 C17 121.9(5) . . ?
C16 N2 C19 119.1(5) . . ?
C12 N1 C13 118.9(6) . . ?
C11 N1 C12 121.8(5) . . ?
C11 N1 C13 119.3(6) . . ?
C8 C9 C14 113.6(5) . . ?
C8 C9 C10 119.6(6) . . ?
C10 C9 C14 126.8(6) . . ?
C17 C18 P1 128.5(5) . . ?
C17 C18 C14 120.0(6) . . ?
C14 C18 P1 111.4(4) . . ?
N2 C17 C18 118.7(6) . . ?
N2 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C9 C8 P1 111.3(4) . . ?
C12 C8 P1 127.3(5) . . ?
C12 C8 C9 121.4(6) . . ?
C18 C14 C9 113.0(5) . . ?
C15 C14 C9 127.6(6) . . ?
C15 C14 C18 119.4(6) . . ?
C7 C2 P1 119.3(5) . . ?
C7 C2 C3 121.4(6) . . ?
C3 C2 P1 119.3(5) . . ?
N1 C12 C8 117.7(6) . . ?
N1 C12 H12 121.1 . . ?
C8 C12 H12 121.1 . . ?
N2 C16 H16 119.0 . . ?
N2 C16 C15 121.9(6) . . ?
C15 C16 H16 119.0 . . ?
P1 C1 H1A 109.5 . . ?
P1 C1 H1B 109.5 . . ?
P1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C9 C10 H10 121.3 . . ?
C11 C10 C9 117.3(6) . . ?
C11 C10 H10 121.3 . . ?
C14 C15 H15 121.0 . . ?
C16 C15 C14 118.0(6) . . ?
C16 C15 H15 121.0 . . ?
C2 C7 H7 120.4 . . ?
C6 C7 C2 119.2(7) . . ?
C6 C7 H7 120.4 . . ?
C2 C3 H3 120.9 . . ?
C4 C3 C2 118.2(7) . . ?
C4 C3 H3 120.9 . . ?
N2 C19 H19A 109.5 . . ?
N2 C19 H19B 109.5 . . ?
N2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C11 C10 122.1(6) . . ?
N1 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.4(7) . . ?
C5 C4 H4 119.8 . . ?
F7 C24 S3 110.4(5) . . ?
F9 C24 S3 111.9(6) . . ?
F9 C24 F7 108.0(6) . . ?
F9 C24 F8 108.7(7) . . ?
F8 C24 S3 111.0(5) . . ?
F8 C24 F7 106.6(7) . . ?
C7 C6 H6 119.9 . . ?
C7 C6 C5 120.1(7) . . ?
C5 C6 H6 119.9 . . ?
C4 C5 C6 120.6(7) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
N3 C20 C21 176.5(12) . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
F5 C23 S2 110.9(5) . . ?
F4 C23 S2 111.9(5) . . ?
F4 C23 F5 105.4(6) . . ?
F6 C23 S2 112.7(6) . . ?
F6 C23 F5 107.1(6) . . ?
F6 C23 F4 108.5(7) . . ?
F3 C22 S1 106.1(8) . . ?
F2 C22 S1 113.4(7) . . ?
F2 C22 F3 101.9(8) . . ?
F1 C22 S1 115.8(7) . . ?
F1 C22 F3 106.5(9) . . ?
F1 C22 F2 111.7(10) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C18 C17 N2 179.1(4) . . . . ?
P1 C18 C14 C9 0.5(6) . . . . ?
P1 C18 C14 C15 -179.6(4) . . . . ?
P1 C8 C12 N1 179.5(5) . . . . ?
P1 C2 C7 C6 178.2(6) . . . . ?
P1 C2 C3 C4 -178.3(5) . . . . ?
O7 S3 C24 F7 59.8(6) . . . . ?
O7 S3 C24 F9 -179.8(5) . . . . ?
O7 S3 C24 F8 -58.1(6) . . . . ?
O6 S2 C23 F5 62.2(6) . . . . ?
O6 S2 C23 F4 -55.2(6) . . . . ?
O6 S2 C23 F6 -177.8(5) . . . . ?
N2 C16 C15 C14 0.4(9) . . . . ?
O8 S3 C24 F7 -61.1(6) . . . . ?
O8 S3 C24 F9 59.2(6) . . . . ?
O8 S3 C24 F8 -179.1(6) . . . . ?
O9 S3 C24 F7 -179.1(5) . . . . ?
O9 S3 C24 F9 -58.8(6) . . . . ?
O9 S3 C24 F8 62.9(7) . . . . ?
O4 S2 C23 F5 -58.4(6) . . . . ?
O4 S2 C23 F4 -175.8(5) . . . . ?
O4 S2 C23 F6 61.6(6) . . . . ?
O5 S2 C23 F5 -178.6(5) . . . . ?
O5 S2 C23 F4 64.0(6) . . . . ?
O5 S2 C23 F6 -58.6(6) . . . . ?
C9 C8 C12 N1 1.4(9) . . . . ?
C9 C14 C15 C16 -179.6(6) . . . . ?
C9 C10 C11 N1 0.8(10) . . . . ?
C18 P1 C8 C9 1.5(5) . . . . ?
C18 P1 C8 C12 -176.7(6) . . . . ?
C18 P1 C2 C7 -39.4(6) . . . . ?
C18 P1 C2 C3 139.2(5) . . . . ?
C18 C14 C15 C16 0.5(9) . . . . ?
C17 N2 C16 C15 -0.5(9) . . . . ?
C17 C18 C14 C9 178.8(5) . . . . ?
C17 C18 C14 C15 -1.3(9) . . . . ?
C8 P1 C18 C17 -179.2(6) . . . . ?
C8 P1 C18 C14 -1.1(5) . . . . ?
C8 P1 C2 C7 61.5(6) . . . . ?
C8 P1 C2 C3 -119.9(5) . . . . ?
C8 C9 C14 C18 0.6(7) . . . . ?
C8 C9 C14 C15 -179.2(6) . . . . ?
C8 C9 C10 C11 0.8(9) . . . . ?
C14 C9 C8 P1 -1.5(6) . . . . ?
C14 C9 C8 C12 176.9(5) . . . . ?
C14 C9 C10 C11 -177.8(6) . . . . ?
C14 C18 C17 N2 1.2(9) . . . . ?
C2 P1 C18 C17 -62.7(6) . . . . ?
C2 P1 C18 C14 115.4(5) . . . . ?
C2 P1 C8 C9 -112.0(5) . . . . ?
C2 P1 C8 C12 69.8(6) . . . . ?
C2 C7 C6 C5 0.4(11) . . . . ?
C2 C3 C4 C5 -0.2(10) . . . . ?
C12 N1 C11 C10 -1.3(10) . . . . ?
O1 S1 C22 F3 65.2(7) . . . . ?
O1 S1 C22 F2 -45.9(9) . . . . ?
O1 S1 C22 F1 -176.9(9) . . . . ?
C16 N2 C17 C18 -0.3(9) . . . . ?
C1 P1 C18 C17 66.8(6) . . . . ?
C1 P1 C18 C14 -115.1(5) . . . . ?
C1 P1 C8 C9 118.2(5) . . . . ?
C1 P1 C8 C12 -60.0(6) . . . . ?
C1 P1 C2 C7 -169.6(5) . . . . ?
C1 P1 C2 C3 9.0(6) . . . . ?
O2 S1 C22 F3 -62.1(7) . . . . ?
O2 S1 C22 F2 -173.1(8) . . . . ?
O2 S1 C22 F1 55.9(11) . . . . ?
C10 C9 C8 P1 179.7(5) . . . . ?
C10 C9 C8 C12 -1.9(9) . . . . ?
C10 C9 C14 C18 179.4(6) . . . . ?
C10 C9 C14 C15 -0.5(10) . . . . ?
C7 C2 C3 C4 0.3(9) . . . . ?
C7 C6 C5 C4 -0.3(12) . . . . ?
C3 C2 C7 C6 -0.4(10) . . . . ?
C3 C4 C5 C6 0.2(11) . . . . ?
C19 N2 C17 C18 177.3(5) . . . . ?
C19 N2 C16 C15 -178.1(6) . . . . ?
C11 N1 C12 C8 0.2(9) . . . . ?
O3 S1 C22 F3 -177.8(6) . . . . ?
O3 S1 C22 F2 71.2(8) . . . . ?
O3 S1 C22 F1 -59.9(10) . . . . ?
C13 N1 C12 C8 -178.7(6) . . . . ?
C13 N1 C11 C10 177.5(6) . . . . ?


_olex2_submission_original_sample_id CB_002
_olex2_submission_special_instructions 'No special instructions were received'

