# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

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

data_MJ-244
_database_code_depnum_ccdc_archive 'CCDC 2164690'
loop_
_audit_author_name
_audit_author_address
ma
;Dalian Institute of Chemical Physics, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2023-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H12 F3 N'
_chemical_formula_weight         323.31

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.961(3)
_cell_length_b                   7.6248(15)
_cell_length_c                   13.249(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.304(19)
_cell_angle_gamma                90
_cell_volume                     1609.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1151
_cell_measurement_theta_min      4.012
_cell_measurement_theta_max      26.490

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.102
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9213
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4070
_diffrn_reflns_number            4214
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.084
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measured_fraction_theta_full 0.896
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_Laue_measured_fraction_full 0.896
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_point_group_measured_fraction_full 0.896
_reflns_number_total             2608
_reflns_number_gt                1447
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0676P)²+0.0347P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.030(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2608
_refine_ls_number_parameters     245
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0973
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1652
_refine_ls_wR_factor_gt          0.1210
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
N1 N 0.44352(16) 0.9193(3) -0.10879(17) 0.0904(8) Uani 1 1 d . . . . .
C1 C 0.40668(14) 0.6310(3) 0.08649(16) 0.0537(6) Uani 1 1 d . . . . .
C2 C 0.35985(16) 0.5271(3) 0.15060(17) 0.0670(7) Uani 1 1 d . . . . .
H2 H 0.3877 0.4595 0.2005 0.080 Uiso 1 1 calc R U . . .
C3 C 0.27490(17) 0.5238(3) 0.14087(19) 0.0740(8) Uani 1 1 d . . . . .
H3 H 0.2458 0.4531 0.1841 0.089 Uiso 1 1 calc R U . . .
C4 C 0.22940(16) 0.6238(3) 0.06751(19) 0.0673(7) Uani 1 1 d . . . . .
C5 C 0.14062(18) 0.6267(4) 0.0582(2) 0.0924(9) Uani 1 1 d . . . . .
H5 H 0.1102 0.5605 0.1023 0.111 Uiso 1 1 calc R U . . .
C6 C 0.0995(2) 0.7238(5) -0.0136(3) 0.1085(11) Uani 1 1 d . . . . .
H6 H 0.0411 0.7248 -0.0181 0.130 Uiso 1 1 calc R U . . .
C7 C 0.1432(2) 0.8220(5) -0.0807(3) 0.1054(11) Uani 1 1 d . . . . .
H7 H 0.1140 0.8874 -0.1305 0.126 Uiso 1 1 calc R U . . .
C8 C 0.22879(18) 0.8238(4) -0.0744(2) 0.0838(9) Uani 1 1 d . . . . .
H8 H 0.2576 0.8907 -0.1197 0.101 Uiso 1 1 calc R U . . .
C9 C 0.27378(15) 0.7250(3) 0.00025(17) 0.0610(7) Uani 1 1 d . . . . .
C10 C 0.36349(14) 0.7256(3) 0.01184(16) 0.0542(6) Uani 1 1 d . . . . .
C11 C 0.40856(16) 0.8328(3) -0.05516(19) 0.0635(7) Uani 1 1 d . . . . .
C12 C 0.49791(15) 0.6430(3) 0.09931(16) 0.0572(6) Uani 1 1 d . . . . .
H12 H 0.5246 0.7058 0.0503 0.069 Uiso 1 1 calc R U . . .
C13 C 0.54643(15) 0.5746(3) 0.17260(17) 0.0611(7) Uani 1 1 d . . . . .
H13 H 0.5199 0.5085 0.2204 0.073 Uiso 1 1 calc R U . . .
C14 C 0.63724(15) 0.5910(3) 0.18714(18) 0.0590(6) Uani 1 1 d . . . . .
C15 C 0.68600(16) 0.6753(3) 0.11907(19) 0.0694(7) Uani 1 1 d . . . . .
H15 H 0.6605 0.7243 0.0608 0.083 Uiso 1 1 calc R U . . .
C16 C 0.77197(18) 0.6878(3) 0.1363(2) 0.0816(8) Uani 1 1 d . . . . .
H16 H 0.8038 0.7442 0.0894 0.098 Uiso 1 1 calc R U . . .
C17 C 0.81047(17) 0.6179(4) 0.2216(3) 0.0838(9) Uani 1 1 d . . . . .
C18 C 0.7636(2) 0.5349(4) 0.2895(3) 0.1016(11) Uani 1 1 d . . . . .
H18 H 0.7894 0.4867 0.3478 0.122 Uiso 1 1 calc R U . . .
C19 C 0.67788(17) 0.5219(4) 0.2720(2) 0.0869(9) Uani 1 1 d . . . . .
H19 H 0.6467 0.4646 0.3191 0.104 Uiso 1 1 calc R U . . .
C20 C 0.9035(2) 0.6354(6) 0.2409(5) 0.1171(15) Uani 1 1 d . . . . .
F1 F 0.9448(5) 0.644(2) 0.1561(7) 0.182(4) Uani 0.6 1 d . U P A 1
F2 F 0.9227(4) 0.7806(12) 0.2859(11) 0.153(3) Uani 0.6 1 d . U P A 1
F3 F 0.9363(5) 0.5106(17) 0.3014(11) 0.187(4) Uani 0.6 1 d . U P A 1
F1' F 0.9368(9) 0.752(3) 0.193(2) 0.201(7) Uani 0.4 1 d . U P A 2
F2' F 0.9184(7) 0.688(3) 0.3415(11) 0.189(5) Uani 0.4 1 d . U P A 2
F3' F 0.9419(7) 0.5002(19) 0.2323(15) 0.151(5) Uani 0.4 1 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
N1 C11 1.139(3) . ?
C1 C10 1.377(3) . ?
C1 C2 1.407(3) . ?
C1 C12 1.459(3) . ?
C2 C3 1.355(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.405(3) . ?
C3 H3 0.9300 . ?
C4 C9 1.401(3) . ?
C4 C5 1.415(4) . ?
C5 C6 1.346(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.381(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.365(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.406(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.431(3) . ?
C10 C11 1.431(4) . ?
C12 C13 1.314(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.456(3) . ?
C13 H13 0.9300 . ?
C14 C19 1.370(3) . ?
C14 C15 1.383(3) . ?
C15 C16 1.381(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.364(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.358(4) . ?
C17 C20 1.498(4) . ?
C18 C19 1.378(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 F3' 1.208(12) . ?
C20 F1' 1.230(16) . ?
C20 F2 1.286(8) . ?
C20 F3 1.331(10) . ?
C20 F1 1.336(10) . ?
C20 F2' 1.399(13) . ?

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
C10 C1 C2 117.9(2) . . ?
C10 C1 C12 120.4(2) . . ?
C2 C1 C12 121.7(2) . . ?
C3 C2 C1 121.1(2) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 122.0(2) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C9 C4 C3 118.6(2) . . ?
C9 C4 C5 118.4(2) . . ?
C3 C4 C5 123.0(3) . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C8 C7 C6 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.5(3) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C4 C9 C8 119.0(2) . . ?
C4 C9 C10 118.2(2) . . ?
C8 C9 C10 122.8(2) . . ?
C1 C10 C11 119.8(2) . . ?
C1 C10 C9 122.1(2) . . ?
C11 C10 C9 118.08(19) . . ?
N1 C11 C10 179.1(3) . . ?
C13 C12 C1 127.1(2) . . ?
C13 C12 H12 116.5 . . ?
C1 C12 H12 116.5 . . ?
C12 C13 C14 127.1(2) . . ?
C12 C13 H13 116.5 . . ?
C14 C13 H13 116.5 . . ?
C19 C14 C15 117.1(2) . . ?
C19 C14 C13 119.7(2) . . ?
C15 C14 C13 123.1(2) . . ?
C16 C15 C14 121.0(2) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C16 119.5(3) . . ?
C18 C17 C20 120.5(4) . . ?
C16 C17 C20 120.1(4) . . ?
C17 C18 C19 120.1(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C14 C19 C18 121.9(3) . . ?
C14 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
F3' C20 F1' 109.5(12) . . ?
F2 C20 F3 105.2(8) . . ?
F2 C20 F1 103.4(7) . . ?
F3 C20 F1 110.2(8) . . ?
F3' C20 F2' 106.0(9) . . ?
F1' C20 F2' 103.0(11) . . ?
F3' C20 C17 114.3(7) . . ?
F1' C20 C17 115.5(7) . . ?
F2 C20 C17 111.3(4) . . ?
F3 C20 C17 113.0(6) . . ?
F1 C20 C17 113.1(6) . . ?
F2' C20 C17 107.4(7) . . ?

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
C10 C1 C2 C3 -1.7(3) . . . . ?
C12 C1 C2 C3 176.8(2) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C2 C3 C4 C9 2.3(4) . . . . ?
C2 C3 C4 C5 -177.9(2) . . . . ?
C9 C4 C5 C6 0.1(4) . . . . ?
C3 C4 C5 C6 -179.7(3) . . . . ?
C4 C5 C6 C7 0.6(5) . . . . ?
C5 C6 C7 C8 -0.8(5) . . . . ?
C6 C7 C8 C9 0.3(5) . . . . ?
C3 C4 C9 C8 179.1(2) . . . . ?
C5 C4 C9 C8 -0.7(3) . . . . ?
C3 C4 C9 C10 -1.9(3) . . . . ?
C5 C4 C9 C10 178.3(2) . . . . ?
C7 C8 C9 C4 0.5(4) . . . . ?
C7 C8 C9 C10 -178.4(3) . . . . ?
C2 C1 C10 C11 -179.9(2) . . . . ?
C12 C1 C10 C11 1.6(3) . . . . ?
C2 C1 C10 C9 2.0(3) . . . . ?
C12 C1 C10 C9 -176.49(19) . . . . ?
C4 C9 C10 C1 -0.2(3) . . . . ?
C8 C9 C10 C1 178.7(2) . . . . ?
C4 C9 C10 C11 -178.3(2) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C10 C1 C12 C13 172.9(2) . . . . ?
C2 C1 C12 C13 -5.6(4) . . . . ?
C1 C12 C13 C14 -178.0(2) . . . . ?
C12 C13 C14 C19 175.2(3) . . . . ?
C12 C13 C14 C15 -4.3(4) . . . . ?
C19 C14 C15 C16 0.4(4) . . . . ?
C13 C14 C15 C16 179.9(2) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C15 C16 C17 C18 0.4(4) . . . . ?
C15 C16 C17 C20 -178.7(3) . . . . ?
C16 C17 C18 C19 -0.1(5) . . . . ?
C20 C17 C18 C19 178.9(3) . . . . ?
C15 C14 C19 C18 -0.1(4) . . . . ?
C13 C14 C19 C18 -179.6(3) . . . . ?
C17 C18 C19 C14 0.0(5) . . . . ?
C18 C17 C20 F3' 72.1(13) . . . . ?
C16 C17 C20 F3' -108.9(13) . . . . ?
C18 C17 C20 F1' -159.6(18) . . . . ?
C16 C17 C20 F1' 19.4(19) . . . . ?
C18 C17 C20 F2 -92.6(10) . . . . ?
C16 C17 C20 F2 86.4(10) . . . . ?
C18 C17 C20 F3 25.4(10) . . . . ?
C16 C17 C20 F3 -155.6(9) . . . . ?
C18 C17 C20 F1 151.5(9) . . . . ?
C16 C17 C20 F1 -29.4(10) . . . . ?
C18 C17 C20 F2' -45.2(11) . . . . ?
C16 C17 C20 F2' 133.8(11) . . . . ?

_refine_diff_density_max         0.127
_refine_diff_density_min         -0.120
_refine_diff_density_rms         0.031

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_MJ-2
_database_code_depnum_ccdc_archive 'CCDC 2208092'
loop_
_audit_author_name
_audit_author_address
juanma
;Dalian Institute of Chemical Physics, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2022-09-19 deposited with the CCDC.	2023-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H12 F3 N'
_chemical_formula_weight         287.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0544(4)
_cell_length_b                   8.6353(5)
_cell_length_c                   12.0033(6)
_cell_angle_alpha                108.761(2)
_cell_angle_beta                 92.933(2)
_cell_angle_gamma                115.474(2)
_cell_volume                     695.89(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5237
_cell_measurement_theta_min      6.939
_cell_measurement_theta_max      113.899

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_F_000             296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.587
_shelx_estimated_absorpt_T_min   0.907
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5391
_exptl_absorpt_correction_T_max  0.7513
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6838
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.469
_diffrn_reflns_theta_max         56.997
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measured_fraction_theta_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.954
_reflns_number_total             2713
_reflns_number_gt                2345
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0620P)²+0.4255P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2713
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0564
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1386
_refine_ls_wR_factor_gt          0.1345
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 1.1569(2) 0.7691(2) 0.66556(12) 0.0572(5) Uani 1 1 d . . . . .
F2 F 1.14414(16) 1.02252(15) 0.74221(10) 0.0365(3) Uani 1 1 d . . . . .
F3 F 0.96908(18) 0.78975(18) 0.78277(10) 0.0429(4) Uani 1 1 d . . . . .
N1 N 0.2165(2) 0.7208(2) 0.33225(14) 0.0287(4) Uani 1 1 d . . . . .
C1 C 0.4470(2) 0.2446(2) -0.00138(15) 0.0207(4) Uani 1 1 d . . . . .
H1 H 0.3160 0.1959 -0.0314 0.025 Uiso 1 1 calc R U . . .
C2 C 0.5430(2) 0.1571(2) -0.06330(15) 0.0218(4) Uani 1 1 d . . . . .
H2 H 0.4761 0.0476 -0.1340 0.026 Uiso 1 1 calc R U . . .
C3 C 0.7359(2) 0.2270(2) -0.02361(15) 0.0206(4) Uani 1 1 d . . . . .
C4 C 0.8304(2) 0.3903(2) 0.07985(15) 0.0219(4) Uani 1 1 d . . . . .
H4 H 0.9628 0.4427 0.1070 0.026 Uiso 1 1 calc R U . . .
C5 C 0.7356(2) 0.4772(2) 0.14342(14) 0.0205(4) Uani 1 1 d . . . . .
H5 H 0.8031 0.5872 0.2137 0.025 Uiso 1 1 calc R U . . .
C6 C 0.5403(2) 0.4039(2) 0.10485(14) 0.0181(4) Uani 1 1 d . . . . .
C7 C 0.4278(2) 0.4869(2) 0.16476(14) 0.0196(4) Uani 1 1 d . . . . .
H7 H 0.3167 0.4595 0.1135 0.023 Uiso 1 1 calc R U . . .
C8 C 0.4564(2) 0.5964(2) 0.28123(14) 0.0181(4) Uani 1 1 d . . . . .
C9 C 0.3227(2) 0.6654(2) 0.30873(14) 0.0208(4) Uani 1 1 d . . . . .
C10 C 0.6062(2) 0.6562(2) 0.38694(14) 0.0174(4) Uani 1 1 d . . . . .
C11 C 0.6621(2) 0.5322(2) 0.40529(14) 0.0186(4) Uani 1 1 d . . . . .
H11 H 0.6038 0.4070 0.3497 0.022 Uiso 1 1 calc R U . . .
C12 C 0.8018(2) 0.5909(2) 0.50412(14) 0.0199(4) Uani 1 1 d . . . . .
H12 H 0.8397 0.5062 0.5159 0.024 Uiso 1 1 calc R U . . .
C13 C 0.8870(2) 0.7743(2) 0.58625(14) 0.0204(4) Uani 1 1 d . . . . .
C14 C 0.8291(2) 0.8975(2) 0.57109(15) 0.0220(4) Uani 1 1 d . . . . .
H14 H 0.8854 1.0219 0.6279 0.026 Uiso 1 1 calc R U . . .
C15 C 0.6884(2) 0.8374(2) 0.47223(15) 0.0211(4) Uani 1 1 d . . . . .
H15 H 0.6472 0.9211 0.4625 0.025 Uiso 1 1 calc R U . . .
C16 C 1.0391(3) 0.8382(3) 0.69279(15) 0.0252(4) Uani 1 1 d . . . . .
C17 C 0.8405(3) 0.1312(3) -0.08933(17) 0.0275(4) Uani 1 1 d . . . . .
H17A H 0.7500 0.0102 -0.1507 0.041 Uiso 1 1 calc R U . . .
H17B H 0.9147 0.1136 -0.0318 0.041 Uiso 1 1 calc R U . . .
H17C H 0.9249 0.2074 -0.1283 0.041 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 C16 1.325(2) . ?
F2 C16 1.336(2) . ?
F3 C16 1.345(2) . ?
N1 C9 1.153(2) . ?
C1 C2 1.386(2) . ?
C1 C6 1.403(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.392(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.402(2) . ?
C3 C17 1.505(2) . ?
C4 C5 1.382(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.404(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.465(2) . ?
C7 C8 1.353(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.444(2) . ?
C8 C10 1.490(2) . ?
C10 C15 1.394(2) . ?
C10 C11 1.398(2) . ?
C11 C12 1.384(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.394(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(3) . ?
C13 C16 1.498(2) . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
C2 C1 C6 121.06(15) . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C1 C2 C3 121.06(15) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C2 C3 C4 117.83(15) . . ?
C2 C3 C17 121.36(15) . . ?
C4 C3 C17 120.81(16) . . ?
C5 C4 C3 121.61(16) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 120.43(15) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 117.94(15) . . ?
C1 C6 C7 117.42(15) . . ?
C5 C6 C7 124.58(15) . . ?
C8 C7 C6 130.48(15) . . ?
C8 C7 H7 114.8 . . ?
C6 C7 H7 114.8 . . ?
C7 C8 C9 116.11(15) . . ?
C7 C8 C10 129.40(15) . . ?
C9 C8 C10 114.48(14) . . ?
N1 C9 C8 179.11(17) . . ?
C15 C10 C11 118.82(15) . . ?
C15 C10 C8 119.81(15) . . ?
C11 C10 C8 121.33(14) . . ?
C12 C11 C10 120.35(15) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 120.00(16) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.27(16) . . ?
C14 C13 C16 119.72(15) . . ?
C12 C13 C16 120.00(15) . . ?
C15 C14 C13 119.37(15) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C10 121.12(16) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
F1 C16 F2 106.63(15) . . ?
F1 C16 F3 106.66(16) . . ?
F2 C16 F3 105.05(14) . . ?
F1 C16 C13 112.72(14) . . ?
F2 C16 C13 112.97(15) . . ?
F3 C16 C13 112.26(15) . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
C6 C1 C2 C3 -1.5(3) . . . . ?
C1 C2 C3 C4 -1.0(2) . . . . ?
C1 C2 C3 C17 179.09(15) . . . . ?
C2 C3 C4 C5 2.1(2) . . . . ?
C17 C3 C4 C5 -178.05(15) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
C2 C1 C6 C5 3.0(2) . . . . ?
C2 C1 C6 C7 -179.73(15) . . . . ?
C4 C5 C6 C1 -1.9(2) . . . . ?
C4 C5 C6 C7 -179.02(15) . . . . ?
C1 C6 C7 C8 156.15(17) . . . . ?
C5 C6 C7 C8 -26.8(3) . . . . ?
C6 C7 C8 C9 175.87(16) . . . . ?
C6 C7 C8 C10 -4.6(3) . . . . ?
C7 C8 C10 C15 140.03(18) . . . . ?
C9 C8 C10 C15 -40.4(2) . . . . ?
C7 C8 C10 C11 -42.4(2) . . . . ?
C9 C8 C10 C11 137.13(16) . . . . ?
C15 C10 C11 C12 -2.5(2) . . . . ?
C8 C10 C11 C12 179.93(14) . . . . ?
C10 C11 C12 C13 0.3(2) . . . . ?
C11 C12 C13 C14 1.6(2) . . . . ?
C11 C12 C13 C16 -179.61(15) . . . . ?
C12 C13 C14 C15 -1.2(2) . . . . ?
C16 C13 C14 C15 179.96(15) . . . . ?
C13 C14 C15 C10 -1.0(2) . . . . ?
C11 C10 C15 C14 2.9(2) . . . . ?
C8 C10 C15 C14 -179.53(15) . . . . ?
C14 C13 C16 F1 -140.78(18) . . . . ?
C12 C13 C16 F1 40.4(2) . . . . ?
C14 C13 C16 F2 -19.8(2) . . . . ?
C12 C13 C16 F2 161.34(15) . . . . ?
C14 C13 C16 F3 98.74(19) . . . . ?
C12 C13 C16 F3 -80.1(2) . . . . ?

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.050

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_20220422dL_0m
_database_code_depnum_ccdc_archive 'CCDC 2208089'
loop_
_audit_author_name
_audit_author_address
juanma
;Dalian Institute of Chemical Physics, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2022-09-19 deposited with the CCDC.	2023-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H12 F3 N'
_chemical_formula_weight         287.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0583 0.0400 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   31.110(4)
_cell_length_b                   7.1135(11)
_cell_length_c                   12.8170(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.471(8)
_cell_angle_gamma                90
_cell_volume                     2835.5(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3107
_cell_measurement_theta_min      9.921
_cell_measurement_theta_max      107.198

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.576
_shelx_estimated_absorpt_T_min   0.903
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5141
_exptl_absorpt_correction_T_max  0.7507
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8816
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.949
_diffrn_reflns_theta_max         53.936
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             2533
_reflns_number_gt                1714
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1719P)²+0.1654P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2533
_refine_ls_number_parameters     218
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0763
_refine_ls_wR_factor_ref         0.2472
_refine_ls_wR_factor_gt          0.2153
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.5559(4) 0.6234(13) 0.7753(6) 0.085(2) Uani 0.6 1 d D U P A 1
F2 F 0.5423(4) 0.7781(12) 0.6428(10) 0.092(2) Uani 0.6 1 d D U P A 1
F3 F 0.5368(2) 0.4799(9) 0.6371(5) 0.0897(17) Uani 0.6 1 d D U P A 1
F1' F 0.5511(6) 0.565(2) 0.7690(10) 0.090(3) Uani 0.4 1 d D U P A 2
F2' F 0.5497(6) 0.8186(15) 0.6619(13) 0.078(3) Uani 0.4 1 d D U P A 2
F3' F 0.5338(3) 0.5443(14) 0.5969(7) 0.094(2) Uani 0.4 1 d D U P A 2
N1 N 0.75218(8) 0.4086(4) 0.38810(17) 0.0531(7) Uani 1 1 d . . . . .
C1 C 0.84143(9) 0.5101(4) 0.5414(2) 0.0486(7) Uani 1 1 d . . . . .
H1 H 0.8259 0.4556 0.4862 0.058 Uiso 1 1 calc R U . . .
C2 C 0.88555(9) 0.5107(5) 0.5406(2) 0.0539(8) Uani 1 1 d . . . . .
H2 H 0.8992 0.4576 0.4840 0.065 Uiso 1 1 calc R U . . .
C3 C 0.91060(9) 0.5874(5) 0.6209(2) 0.0553(8) Uani 1 1 d . . . . .
C4 C 0.88930(9) 0.6623(5) 0.7042(2) 0.0567(8) Uani 1 1 d . . . . .
H4 H 0.9053 0.7115 0.7601 0.068 Uiso 1 1 calc R U . . .
C5 C 0.84506(9) 0.6664(4) 0.7072(2) 0.0510(7) Uani 1 1 d . . . . .
H5 H 0.8318 0.7195 0.7644 0.061 Uiso 1 1 calc R U . . .
C6 C 0.81952(8) 0.5906(4) 0.62428(19) 0.0432(7) Uani 1 1 d . . . . .
C7 C 0.77330(9) 0.6011(4) 0.6356(2) 0.0439(7) Uani 1 1 d . . . . .
H7 H 0.7649 0.6502 0.6992 0.053 Uiso 1 1 calc R U . . .
C8 C 0.74039(9) 0.5524(4) 0.57054(18) 0.0425(7) Uani 1 1 d . . . . .
C9 C 0.74771(8) 0.4731(4) 0.46925(19) 0.0428(7) Uani 1 1 d . . . . .
C10 C 0.69364(8) 0.5733(4) 0.59702(19) 0.0425(7) Uani 1 1 d . . . . .
C11 C 0.68111(9) 0.6692(4) 0.68597(19) 0.0496(7) Uani 1 1 d . . . . .
H11 H 0.7019 0.7249 0.7294 0.060 Uiso 1 1 calc R U . . .
C12 C 0.63872(9) 0.6825(4) 0.7101(2) 0.0521(8) Uani 1 1 d . . . . .
H12 H 0.6310 0.7446 0.7707 0.063 Uiso 1 1 calc R U . . .
C13 C 0.60682(9) 0.6045(4) 0.6454(2) 0.0573(8) Uani 1 1 d . . . . .
C14 C 0.61869(10) 0.5114(5) 0.5547(2) 0.0582(8) Uani 1 1 d . . . . .
H14 H 0.5978 0.4593 0.5103 0.070 Uiso 1 1 calc R U . . .
C15 C 0.66170(9) 0.4972(4) 0.5312(2) 0.0506(7) Uani 1 1 d . . . . .
H15 H 0.6695 0.4358 0.4705 0.061 Uiso 1 1 calc R U . . .
C16 C 0.56099(11) 0.6224(6) 0.6725(3) 0.0725(10) Uani 1 1 d D . . . .
C17 C 0.95935(10) 0.5860(7) 0.6174(3) 0.0769(11) Uani 1 1 d . . . . .
H17A H 0.9703 0.4778 0.6542 0.115 Uiso 1 1 calc R U . . .
H17B H 0.9706 0.6981 0.6497 0.115 Uiso 1 1 calc R U . . .
H17C H 0.9680 0.5810 0.5461 0.115 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 C16 1.331(9) . ?
F2 C16 1.304(10) . ?
F3 C16 1.334(7) . ?
F1' C16 1.346(12) . ?
F2' C16 1.445(12) . ?
F3' C16 1.386(9) . ?
N1 C9 1.149(3) . ?
C1 C2 1.373(4) . ?
C1 C6 1.400(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.387(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(4) . ?
C3 C17 1.518(4) . ?
C4 C5 1.378(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.417(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.451(4) . ?
C7 C8 1.349(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.439(4) . ?
C8 C10 1.509(4) . ?
C10 C11 1.393(4) . ?
C10 C15 1.396(4) . ?
C11 C12 1.365(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.392(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.397(4) . ?
C13 C16 1.482(4) . ?
C14 C15 1.382(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.7(2) . . ?
C2 C1 H1 119.6 . . ?
C6 C1 H1 119.6 . . ?
C1 C2 C3 122.6(3) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
C4 C3 C2 117.1(3) . . ?
C4 C3 C17 121.8(3) . . ?
C2 C3 C17 121.2(3) . . ?
C3 C4 C5 122.1(3) . . ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 120.8(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 116.8(2) . . ?
C1 C6 C7 126.9(2) . . ?
C5 C6 C7 116.3(2) . . ?
C8 C7 C6 131.5(3) . . ?
C8 C7 H7 114.2 . . ?
C6 C7 H7 114.2 . . ?
C7 C8 C9 121.6(3) . . ?
C7 C8 C10 123.8(2) . . ?
C9 C8 C10 114.7(2) . . ?
N1 C9 C8 177.8(3) . . ?
C11 C10 C15 118.3(3) . . ?
C11 C10 C8 121.6(2) . . ?
C15 C10 C8 120.1(2) . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C14 119.0(3) . . ?
C12 C13 C16 120.1(3) . . ?
C14 C13 C16 120.8(3) . . ?
C15 C14 C13 119.6(3) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C10 121.2(3) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
F2 C16 F1 102.8(8) . . ?
F2 C16 F3 107.6(5) . . ?
F1 C16 F3 105.1(5) . . ?
F1' C16 F3' 111.8(8) . . ?
F1' C16 F2' 108.6(10) . . ?
F3' C16 F2' 100.3(7) . . ?
F2 C16 C13 115.4(7) . . ?
F1 C16 C13 111.8(6) . . ?
F3 C16 C13 113.1(4) . . ?
F1' C16 C13 115.6(9) . . ?
F3' C16 C13 112.1(5) . . ?
F2' C16 C13 107.1(8) . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
C6 C1 C2 C3 0.8(5) . . . . ?
C1 C2 C3 C4 0.9(5) . . . . ?
C1 C2 C3 C17 -179.9(3) . . . . ?
C2 C3 C4 C5 -1.8(5) . . . . ?
C17 C3 C4 C5 179.1(3) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C2 C1 C6 C5 -1.8(4) . . . . ?
C2 C1 C6 C7 179.7(3) . . . . ?
C4 C5 C6 C1 1.0(4) . . . . ?
C4 C5 C6 C7 179.6(3) . . . . ?
C1 C6 C7 C8 -5.4(5) . . . . ?
C5 C6 C7 C8 176.1(3) . . . . ?
C6 C7 C8 C9 0.4(5) . . . . ?
C6 C7 C8 C10 179.6(3) . . . . ?
C7 C8 C10 C11 9.1(4) . . . . ?
C9 C8 C10 C11 -171.7(3) . . . . ?
C7 C8 C10 C15 -171.6(3) . . . . ?
C9 C8 C10 C15 7.6(4) . . . . ?
C15 C10 C11 C12 2.4(4) . . . . ?
C8 C10 C11 C12 -178.3(3) . . . . ?
C10 C11 C12 C13 -1.5(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C11 C12 C13 C16 -179.3(3) . . . . ?
C12 C13 C14 C15 0.5(5) . . . . ?
C16 C13 C14 C15 179.9(3) . . . . ?
C13 C14 C15 C10 0.4(5) . . . . ?
C11 C10 C15 C14 -1.8(4) . . . . ?
C8 C10 C15 C14 178.8(3) . . . . ?
C12 C13 C16 F2 84.6(6) . . . . ?
C14 C13 C16 F2 -94.8(6) . . . . ?
C12 C13 C16 F1 -32.5(6) . . . . ?
C14 C13 C16 F1 148.2(5) . . . . ?
C12 C13 C16 F3 -150.9(4) . . . . ?
C14 C13 C16 F3 29.7(5) . . . . ?
C12 C13 C16 F1' -53.1(8) . . . . ?
C14 C13 C16 F1' 127.5(7) . . . . ?
C12 C13 C16 F3' 177.1(5) . . . . ?
C14 C13 C16 F3' -2.2(6) . . . . ?
C12 C13 C16 F2' 68.1(7) . . . . ?
C14 C13 C16 F2' -111.3(7) . . . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mj-235
_database_code_depnum_ccdc_archive 'CCDC 2164692'
loop_
_audit_author_name
_audit_author_address
mb
;Dalian Institute of Chemical Physics, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2023-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H13 N S'
_chemical_formula_weight         275.35

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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   8.055(2)
_cell_length_b                   11.224(2)
_cell_length_c                   15.398(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1392.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1464
_cell_measurement_theta_min      4.268
_cell_measurement_theta_max      29.208

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.220
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2410
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4070
_diffrn_reflns_number            4012
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.383
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_point_group_measured_fraction_full 0.866
_reflns_number_total             2228
_reflns_number_gt                1743
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.666
_reflns_Friedel_fraction_max     0.717
_reflns_Friedel_fraction_full    0.728

_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. 
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0471P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.106(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 581 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.02(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2228
_refine_ls_number_parameters     183
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1046
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
S1 S 1.02552(16) 0.28042(11) -0.07703(8) 0.0589(4) Uani 1 1 d . . . . .
N1 N 0.7678(6) -0.0974(3) 0.0401(3) 0.0763(14) Uani 1 1 d . . . . .
C1 C 0.9555(7) 0.1938(5) -0.1624(3) 0.0478(13) Uani 1 1 d . . . . .
C2 C 0.9670(7) 0.2210(5) -0.2500(3) 0.0582(15) Uani 1 1 d . . . . .
H2 H 1.0202 0.2899 -0.2687 0.070 Uiso 1 1 calc R U . . .
C3 C 0.8978(8) 0.1435(5) -0.3080(3) 0.0662(15) Uani 1 1 d . . . . .
H3 H 0.9024 0.1607 -0.3670 0.079 Uiso 1 1 calc R U . . .
C4 C 0.8224(7) 0.0417(5) -0.2810(3) 0.0608(14) Uani 1 1 d . . . . .
H4 H 0.7753 -0.0089 -0.3220 0.073 Uiso 1 1 calc R U . . .
C5 C 0.8141(7) 0.0115(4) -0.1944(3) 0.0513(12) Uani 1 1 d . . . . .
H5 H 0.7628 -0.0586 -0.1766 0.062 Uiso 1 1 calc R U . . .
C6 C 0.8849(6) 0.0895(4) -0.1342(2) 0.0414(11) Uani 1 1 d . . . . .
C7 C 0.8888(6) 0.0811(4) -0.0405(3) 0.0418(11) Uani 1 1 d . . . . .
C8 C 0.9580(6) 0.1785(4) -0.0012(2) 0.0439(12) Uani 1 1 d . . . . .
C9 C 0.9751(6) 0.2019(4) 0.0910(3) 0.0469(12) Uani 1 1 d . . . . .
H9 H 0.9442 0.1422 0.1297 0.056 Uiso 1 1 calc R U . . .
C10 C 1.0318(6) 0.3026(4) 0.1231(2) 0.0455(11) Uani 1 1 d . . . . .
H10 H 1.0595 0.3610 0.0827 0.055 Uiso 1 1 calc R U . . .
C11 C 1.0569(6) 0.3343(4) 0.2145(3) 0.0426(11) Uani 1 1 d . . . . .
C12 C 1.0034(6) 0.2623(4) 0.2822(2) 0.0503(12) Uani 1 1 d . . . . .
H12 H 0.9437 0.1934 0.2702 0.060 Uiso 1 1 calc R U . . .
C13 C 1.0380(6) 0.2923(4) 0.3670(3) 0.0545(13) Uani 1 1 d . . . . .
H13 H 1.0015 0.2430 0.4117 0.065 Uiso 1 1 calc R U . . .
C14 C 1.1261(6) 0.3943(4) 0.3868(2) 0.0507(12) Uani 1 1 d . . . . .
C15 C 1.1746(7) 0.4676(4) 0.3198(3) 0.0531(13) Uani 1 1 d . . . . .
H15 H 1.2320 0.5375 0.3320 0.064 Uiso 1 1 calc R U . . .
C16 C 1.1393(6) 0.4388(4) 0.2351(2) 0.0513(12) Uani 1 1 d . . . . .
H16 H 1.1712 0.4904 0.1909 0.062 Uiso 1 1 calc R U . . .
C17 C 1.1699(8) 0.4220(5) 0.4803(3) 0.0700(17) Uani 1 1 d . . . . .
H17A H 1.2643 0.4742 0.4818 0.105 Uiso 1 1 calc R U . . .
H17B H 1.1961 0.3493 0.5102 0.105 Uiso 1 1 calc R U . . .
H17C H 1.0773 0.4599 0.5081 0.105 Uiso 1 1 calc R U . . .
C18 C 0.8226(7) -0.0178(4) 0.0049(3) 0.0514(13) Uani 1 1 d . . . . .


_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
S1 C8 1.723(5) . ?
S1 C1 1.730(5) . ?
N1 C18 1.134(5) . ?
C1 C6 1.372(7) . ?
C1 C2 1.385(7) . ?
C2 C3 1.366(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.359(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.446(5) . ?
C7 C8 1.368(6) . ?
C7 C18 1.416(7) . ?
C8 C9 1.451(6) . ?
C9 C10 1.316(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.465(5) . ?
C10 H10 0.9300 . ?
C11 C16 1.385(6) . ?
C11 C12 1.388(6) . ?
C12 C13 1.377(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.381(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(6) . ?
C14 C17 1.514(6) . ?
C15 C16 1.374(6) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C1 92.2(2) . . ?
C6 C1 C2 121.6(5) . . ?
C6 C1 S1 111.9(3) . . ?
C2 C1 S1 126.5(4) . . ?
C3 C2 C1 118.0(5) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C4 C3 C2 121.2(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 121.7(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C4 C5 C6 117.9(5) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C1 C6 C5 119.6(4) . . ?
C1 C6 C7 111.3(4) . . ?
C5 C6 C7 129.0(5) . . ?
C8 C7 C18 124.2(4) . . ?
C8 C7 C6 113.4(4) . . ?
C18 C7 C6 122.4(4) . . ?
C7 C8 C9 128.0(5) . . ?
C7 C8 S1 111.1(3) . . ?
C9 C8 S1 120.9(4) . . ?
C10 C9 C8 123.8(5) . . ?
C10 C9 H9 118.1 . . ?
C8 C9 H9 118.1 . . ?
C9 C10 C11 128.1(4) . . ?
C9 C10 H10 115.9 . . ?
C11 C10 H10 115.9 . . ?
C16 C11 C12 118.0(4) . . ?
C16 C11 C10 119.5(4) . . ?
C12 C11 C10 122.5(4) . . ?
C13 C12 C11 120.5(5) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 118.4(4) . . ?
C15 C14 C17 121.6(5) . . ?
C13 C14 C17 120.0(4) . . ?
C16 C15 C14 120.9(4) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C11 121.1(4) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 C7 178.9(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
C8 S1 C1 C6 -0.9(4) . . . . ?
C8 S1 C1 C2 179.7(6) . . . . ?
C6 C1 C2 C3 3.4(8) . . . . ?
S1 C1 C2 C3 -177.2(4) . . . . ?
C1 C2 C3 C4 -1.1(9) . . . . ?
C2 C3 C4 C5 -0.8(9) . . . . ?
C3 C4 C5 C6 0.4(8) . . . . ?
C2 C1 C6 C5 -3.8(7) . . . . ?
S1 C1 C6 C5 176.8(4) . . . . ?
C2 C1 C6 C7 179.5(5) . . . . ?
S1 C1 C6 C7 0.0(6) . . . . ?
C4 C5 C6 C1 1.8(7) . . . . ?
C4 C5 C6 C7 177.9(5) . . . . ?
C1 C6 C7 C8 1.2(7) . . . . ?
C5 C6 C7 C8 -175.2(5) . . . . ?
C1 C6 C7 C18 179.6(4) . . . . ?
C5 C6 C7 C18 3.2(8) . . . . ?
C18 C7 C8 C9 -1.2(9) . . . . ?
C6 C7 C8 C9 177.1(5) . . . . ?
C18 C7 C8 S1 179.9(4) . . . . ?
C6 C7 C8 S1 -1.8(6) . . . . ?
C1 S1 C8 C7 1.5(4) . . . . ?
C1 S1 C8 C9 -177.5(5) . . . . ?
C7 C8 C9 C10 -174.5(5) . . . . ?
S1 C8 C9 C10 4.4(7) . . . . ?
C8 C9 C10 C11 -178.7(5) . . . . ?
C9 C10 C11 C16 171.2(5) . . . . ?
C9 C10 C11 C12 -7.8(7) . . . . ?
C16 C11 C12 C13 -2.7(7) . . . . ?
C10 C11 C12 C13 176.2(4) . . . . ?
C11 C12 C13 C14 0.1(7) . . . . ?
C12 C13 C14 C15 1.9(7) . . . . ?
C12 C13 C14 C17 -176.9(5) . . . . ?
C13 C14 C15 C16 -1.3(7) . . . . ?
C17 C14 C15 C16 177.5(5) . . . . ?
C14 C15 C16 C11 -1.3(8) . . . . ?
C12 C11 C16 C15 3.3(7) . . . . ?
C10 C11 C16 C15 -175.7(5) . . . . ?

_refine_diff_density_max         0.164
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.049

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mj-255
_database_code_depnum_ccdc_archive 'CCDC 2208095'
loop_
_audit_author_name
_audit_author_address
juanma
;Dalian Institute of Chemical Physics, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2022-09-19 deposited with the CCDC.	2023-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H20 F6 O3 S2'
_chemical_formula_weight         498.49

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'
O O 0.0492 0.0322 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5403(4)
_cell_length_b                   10.9206(5)
_cell_length_c                   11.0143(5)
_cell_angle_alpha                86.284(4)
_cell_angle_beta                 87.563(4)
_cell_angle_gamma                78.588(4)
_cell_volume                     1121.96(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6291
_cell_measurement_theta_min      4.001
_cell_measurement_theta_max      67.093

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    2.806
_shelx_estimated_absorpt_T_min   0.647
_shelx_estimated_absorpt_T_max   0.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5867
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4070
_diffrn_reflns_number            11883
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.024
_diffrn_reflns_theta_max         67.176
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             3975
_reflns_number_gt                3508
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0684P)²+0.5805P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0073(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3975
_refine_ls_number_parameters     318
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1265
_refine_ls_wR_factor_gt          0.1197
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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
S1 S 0.23494(6) 0.53568(5) 0.15445(5) 0.04311(18) Uani 1 1 d . . . . .
S2 S 0.78322(6) 0.70426(5) 0.20159(6) 0.0545(2) Uani 1 1 d . . . . .
O1 O 0.92704(19) 0.6377(2) 0.1870(2) 0.0783(6) Uani 1 1 d . . . . .
O2 O 0.7563(2) 0.83219(18) 0.1570(2) 0.0799(6) Uani 1 1 d . . . . .
O3 O 0.6791(2) 0.63400(18) 0.1731(2) 0.0785(6) Uani 1 1 d . . . . .
C1 C 0.2232(2) 0.66887(19) 0.04958(18) 0.0392(4) Uani 1 1 d . . . . .
C2 C 0.1931(2) 0.6428(2) -0.06208(19) 0.0432(5) Uani 1 1 d . . . . .
H2 H 0.1709 0.5643 -0.0682 0.052 Uiso 1 1 calc R U . . .
C3 C 0.1900(2) 0.7196(2) -0.17618(19) 0.0444(5) Uani 1 1 d . . . . .
C4 C 0.1318(3) 0.6774(2) -0.2757(2) 0.0539(6) Uani 1 1 d . . . . .
H4 H 0.0936 0.6052 -0.2664 0.065 Uiso 1 1 calc R U . . .
C5 C 0.1302(3) 0.7417(3) -0.3878(2) 0.0653(7) Uani 1 1 d . . . . .
H5 H 0.0885 0.7130 -0.4524 0.078 Uiso 1 1 calc R U . . .
C6 C 0.1885(3) 0.8469(3) -0.4065(2) 0.0658(7) Uani 1 1 d . . . . .
C7 C 0.2462(3) 0.8891(3) -0.3072(2) 0.0650(7) Uani 1 1 d . . . . .
H7 H 0.2855 0.9606 -0.3174 0.078 Uiso 1 1 calc R U . . .
C8 C 0.2466(3) 0.8278(2) -0.1943(2) 0.0556(6) Uani 1 1 d . . . . .
H8 H 0.2850 0.8589 -0.1292 0.067 Uiso 1 1 calc R U . . .
C9 C 0.1924(5) 0.9142(3) -0.5306(3) 0.0982(12) Uani 1 1 d . . . . .
H9A H 0.2802 0.8808 -0.5732 0.147 Uiso 1 1 calc R U . . .
H9B H 0.1867 1.0019 -0.5213 0.147 Uiso 1 1 calc R U . . .
H9C H 0.1129 0.9027 -0.5762 0.147 Uiso 1 1 calc R U . . .
C10 C 0.2421(2) 0.79058(18) 0.09225(17) 0.0378(4) Uani 1 1 d . . . . .
C11 C 0.1222(2) 0.8826(2) 0.1136(2) 0.0446(5) Uani 1 1 d . . . . .
H11 H 0.0313 0.8658 0.1057 0.054 Uiso 1 1 calc R U . . .
C12 C 0.1372(3) 0.9988(2) 0.1465(2) 0.0512(6) Uani 1 1 d . . . . .
H12 H 0.0566 1.0600 0.1613 0.061 Uiso 1 1 calc R U . . .
C13 C 0.2720(3) 1.0243(2) 0.1574(2) 0.0481(5) Uani 1 1 d . . . . .
C14 C 0.3918(2) 0.9329(2) 0.1384(2) 0.0493(5) Uani 1 1 d . . . . .
H14 H 0.4824 0.9500 0.1474 0.059 Uiso 1 1 calc R U . . .
C15 C 0.3775(2) 0.8165(2) 0.1064(2) 0.0458(5) Uani 1 1 d . . . . .
H15 H 0.4585 0.7549 0.0941 0.055 Uiso 1 1 calc R U . . .
C16 C 0.2893(3) 1.1503(3) 0.1905(3) 0.0713(8) Uani 1 1 d . . . . .
C17 C 0.2118(3) 0.5924(2) 0.3066(2) 0.0520(6) Uani 1 1 d . . . . .
H17A H 0.1658 0.6800 0.3037 0.062 Uiso 1 1 calc R U . . .
H17B H 0.1529 0.5452 0.3571 0.062 Uiso 1 1 calc R U . . .
C18 C 0.3604(3) 0.5749(3) 0.3575(2) 0.0595(6) Uani 1 1 d . . . . .
H18A H 0.4027 0.6471 0.3345 0.071 Uiso 1 1 calc R U . . .
H18B H 0.3555 0.5647 0.4456 0.071 Uiso 1 1 calc R U . . .
C19 C 0.4490(3) 0.4586(3) 0.3046(2) 0.0619(7) Uani 1 1 d . . . . .
H19A H 0.5493 0.4513 0.3217 0.074 Uiso 1 1 calc R U . . .
H19B H 0.4173 0.3842 0.3388 0.074 Uiso 1 1 calc R U . . .
C20 C 0.4267(2) 0.4744(2) 0.1694(2) 0.0509(5) Uani 1 1 d . . . . .
H20A H 0.4546 0.3948 0.1320 0.061 Uiso 1 1 calc R U . . .
H20B H 0.4822 0.5326 0.1312 0.061 Uiso 1 1 calc R U . . .
C21 C 0.7612(4) 0.7156(3) 0.3634(3) 0.0863(9) Uani 1 1 d . . . . .
F1 F 0.1930(8) 1.2432(5) 0.1206(4) 0.0962(14) Uani 0.5 1 d . U P A 1
F2 F 0.2342(6) 1.1815(4) 0.2975(4) 0.0941(13) Uani 0.5 1 d . U P A 1
F3 F 0.4131(9) 1.1753(8) 0.1758(7) 0.110(2) Uani 0.5 1 d . U P A 1
F1' F 0.1854(8) 1.2348(6) 0.1903(8) 0.1232(19) Uani 0.5 1 d . U P A 2
F2' F 0.3540(9) 1.1414(5) 0.3010(5) 0.1290(17) Uani 0.5 1 d . U P A 2
F3' F 0.3879(9) 1.1922(7) 0.1174(5) 0.0922(17) Uani 0.5 1 d . U P A 2
F4 F 0.8503(3) 0.7790(3) 0.4062(2) 0.1270(9) Uani 1 1 d . . . . .
F5 F 0.7841(4) 0.6043(3) 0.4220(2) 0.1613(13) Uani 1 1 d . . . . .
F6 F 0.6309(3) 0.7748(3) 0.3945(3) 0.1468(11) Uani 1 1 d . . . . .


_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
S1 C1 1.786(2) . ?
S1 C17 1.813(2) . ?
S1 C20 1.830(2) . ?
S2 O3 1.4261(19) . ?
S2 O2 1.428(2) . ?
S2 O1 1.4277(19) . ?
S2 C21 1.795(4) . ?
C1 C2 1.335(3) . ?
C1 C10 1.484(3) . ?
C2 C3 1.463(3) . ?
C2 H2 0.9300 . ?
C3 C8 1.393(3) . ?
C3 C4 1.393(3) . ?
C4 C5 1.379(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.389(4) . ?
C6 C9 1.512(4) . ?
C7 C8 1.373(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.388(3) . ?
C10 C15 1.394(3) . ?
C11 C12 1.377(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.380(3) . ?
C13 C16 1.487(3) . ?
C14 C15 1.375(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 F1' 1.213(7) . ?
C16 F3 1.266(8) . ?
C16 F2 1.308(5) . ?
C16 F3' 1.342(7) . ?
C16 F2' 1.378(6) . ?
C16 F1 1.434(7) . ?
C17 C18 1.519(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.516(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.508(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 F4 1.316(4) . ?
C21 F5 1.322(4) . ?
C21 F6 1.324(4) . ?

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
C1 S1 C17 107.49(11) . . ?
C1 S1 C20 105.11(10) . . ?
C17 S1 C20 93.94(11) . . ?
O3 S2 O2 115.56(13) . . ?
O3 S2 O1 113.41(12) . . ?
O2 S2 O1 115.92(14) . . ?
O3 S2 C21 103.59(16) . . ?
O2 S2 C21 102.84(15) . . ?
O1 S2 C21 103.10(16) . . ?
C2 C1 C10 128.11(19) . . ?
C2 C1 S1 111.84(15) . . ?
C10 C1 S1 120.02(15) . . ?
C1 C2 C3 129.5(2) . . ?
C1 C2 H2 115.3 . . ?
C3 C2 H2 115.3 . . ?
C8 C3 C4 117.7(2) . . ?
C8 C3 C2 125.1(2) . . ?
C4 C3 C2 117.1(2) . . ?
C5 C4 C3 120.7(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 121.7(2) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C7 117.5(2) . . ?
C5 C6 C9 121.8(3) . . ?
C7 C6 C9 120.7(3) . . ?
C8 C7 C6 121.7(3) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C3 120.6(2) . . ?
C7 C8 H8 119.7 . . ?
C3 C8 H8 119.7 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 119.20(19) . . ?
C11 C10 C1 119.23(18) . . ?
C15 C10 C1 121.51(18) . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.2(2) . . ?
C14 C13 C16 119.4(2) . . ?
C12 C13 C16 120.3(2) . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C10 120.2(2) . . ?
C14 C15 H15 119.9 . . ?
C10 C15 H15 119.9 . . ?
F3 C16 F2 110.8(5) . . ?
F1' C16 F3' 105.7(5) . . ?
F1' C16 F2' 109.2(5) . . ?
F3' C16 F2' 100.5(5) . . ?
F3 C16 F1 107.7(5) . . ?
F2 C16 F1 96.5(4) . . ?
F1' C16 C13 118.9(4) . . ?
F3 C16 C13 116.9(4) . . ?
F2 C16 C13 114.1(3) . . ?
F3' C16 C13 110.9(4) . . ?
F2' C16 C13 110.0(3) . . ?
F1 C16 C13 108.7(3) . . ?
C18 C17 S1 106.62(16) . . ?
C18 C17 H17A 110.4 . . ?
S1 C17 H17A 110.4 . . ?
C18 C17 H17B 110.4 . . ?
S1 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
C19 C18 C17 107.0(2) . . ?
C19 C18 H18A 110.3 . . ?
C17 C18 H18A 110.3 . . ?
C19 C18 H18B 110.3 . . ?
C17 C18 H18B 110.3 . . ?
H18A C18 H18B 108.6 . . ?
C20 C19 C18 105.7(2) . . ?
C20 C19 H19A 110.6 . . ?
C18 C19 H19A 110.6 . . ?
C20 C19 H19B 110.6 . . ?
C18 C19 H19B 110.6 . . ?
H19A C19 H19B 108.7 . . ?
C19 C20 S1 104.90(16) . . ?
C19 C20 H20A 110.8 . . ?
S1 C20 H20A 110.8 . . ?
C19 C20 H20B 110.8 . . ?
S1 C20 H20B 110.8 . . ?
H20A C20 H20B 108.8 . . ?
F4 C21 F5 106.9(3) . . ?
F4 C21 F6 106.2(3) . . ?
F5 C21 F6 108.0(3) . . ?
F4 C21 S2 111.9(3) . . ?
F5 C21 S2 111.9(3) . . ?
F6 C21 S2 111.6(3) . . ?

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
C17 S1 C1 C2 -159.98(16) . . . . ?
C20 S1 C1 C2 100.83(17) . . . . ?
C17 S1 C1 C10 18.29(19) . . . . ?
C20 S1 C1 C10 -80.89(18) . . . . ?
C10 C1 C2 C3 9.5(4) . . . . ?
S1 C1 C2 C3 -172.37(18) . . . . ?
C1 C2 C3 C8 13.7(4) . . . . ?
C1 C2 C3 C4 -169.5(2) . . . . ?
C8 C3 C4 C5 -0.3(4) . . . . ?
C2 C3 C4 C5 -177.4(2) . . . . ?
C3 C4 C5 C6 1.7(4) . . . . ?
C4 C5 C6 C7 -1.8(4) . . . . ?
C4 C5 C6 C9 177.3(3) . . . . ?
C5 C6 C7 C8 0.6(4) . . . . ?
C9 C6 C7 C8 -178.6(3) . . . . ?
C6 C7 C8 C3 0.8(4) . . . . ?
C4 C3 C8 C7 -0.9(4) . . . . ?
C2 C3 C8 C7 175.9(2) . . . . ?
C2 C1 C10 C11 76.8(3) . . . . ?
S1 C1 C10 C11 -101.2(2) . . . . ?
C2 C1 C10 C15 -100.4(3) . . . . ?
S1 C1 C10 C15 81.6(2) . . . . ?
C15 C10 C11 C12 1.0(3) . . . . ?
C1 C10 C11 C12 -176.3(2) . . . . ?
C10 C11 C12 C13 0.5(3) . . . . ?
C11 C12 C13 C14 -1.6(4) . . . . ?
C11 C12 C13 C16 178.8(2) . . . . ?
C12 C13 C14 C15 1.2(4) . . . . ?
C16 C13 C14 C15 -179.2(2) . . . . ?
C13 C14 C15 C10 0.3(3) . . . . ?
C11 C10 C15 C14 -1.5(3) . . . . ?
C1 C10 C15 C14 175.8(2) . . . . ?
C14 C13 C16 F1' 169.8(5) . . . . ?
C12 C13 C16 F1' -10.6(6) . . . . ?
C14 C13 C16 F3 13.9(6) . . . . ?
C12 C13 C16 F3 -166.6(5) . . . . ?
C14 C13 C16 F2 -117.6(4) . . . . ?
C12 C13 C16 F2 62.0(5) . . . . ?
C14 C13 C16 F3' 47.1(5) . . . . ?
C12 C13 C16 F3' -133.4(4) . . . . ?
C14 C13 C16 F2' -63.2(5) . . . . ?
C12 C13 C16 F2' 116.4(4) . . . . ?
C14 C13 C16 F1 136.0(4) . . . . ?
C12 C13 C16 F1 -44.4(4) . . . . ?
C1 S1 C17 C18 -100.31(18) . . . . ?
C20 S1 C17 C18 6.88(18) . . . . ?
S1 C17 C18 C19 -32.9(2) . . . . ?
C17 C18 C19 C20 49.7(3) . . . . ?
C18 C19 C20 S1 -42.7(2) . . . . ?
C1 S1 C20 C19 129.97(17) . . . . ?
C17 S1 C20 C19 20.67(18) . . . . ?
O3 S2 C21 F4 -179.9(3) . . . . ?
O2 S2 C21 F4 -59.2(3) . . . . ?
O1 S2 C21 F4 61.7(3) . . . . ?
O3 S2 C21 F5 60.1(3) . . . . ?
O2 S2 C21 F5 -179.2(3) . . . . ?
O1 S2 C21 F5 -58.3(3) . . . . ?
O3 S2 C21 F6 -61.0(3) . . . . ?
O2 S2 C21 F6 59.7(3) . . . . ?
O1 S2 C21 F6 -179.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C20 H20B O3 0.97 2.44 3.243(3) 140.5 .
C20 H20A F3' 0.97 2.44 3.265(7) 143.1 1_545
C20 H20A F3 0.97 2.52 3.291(8) 136.4 1_545
C2 H2 O3 0.93 2.65 3.319(3) 129.2 2_665
C20 H20B O3 0.97 2.44 3.243(3) 140.5 .
C20 H20A F3' 0.97 2.44 3.265(7) 143.1 1_545
C20 H20A F3 0.97 2.52 3.291(8) 136.4 1_545
C2 H2 O3 0.93 2.65 3.319(3) 129.2 2_665
C2 H2 O3 0.93 2.65 3.319(3) 129.2 2_665
C20 H20A F3 0.97 2.52 3.291(8) 136.4 1_545
C20 H20A F3' 0.97 2.44 3.265(7) 143.1 1_545
C20 H20B O3 0.97 2.44 3.243(3) 140.5 .
C2 H2 O3 0.93 2.65 3.319(3) 129.2 2_665
C20 H20A F3 0.97 2.52 3.291(8) 136.4 1_545
C20 H20A F3' 0.97 2.44 3.265(7) 143.1 1_545
C20 H20B O3 0.97 2.44 3.243(3) 140.5 .

_refine_diff_density_max         0.487
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_mj-242
_database_code_depnum_ccdc_archive 'CCDC 2164693'
loop_
_audit_author_name
_audit_author_address
mc
;Dalian Institute of Chemical Physics, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2023-07-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 F6 O3 S2'
_chemical_formula_weight         534.52

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   20.002(4)
_cell_length_b                   9.008(3)
_cell_length_c                   26.434(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4763(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    634
_cell_measurement_theta_min      3.831
_cell_measurement_theta_max      20.505

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_F_000             2192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.295
_shelx_estimated_absorpt_T_min   0.943
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7768
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4070
_diffrn_reflns_number            7677
_diffrn_reflns_av_unetI/netI     0.2202
_diffrn_reflns_av_R_equivalents  0.1057
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.920
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measured_fraction_theta_full 0.902
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_Laue_measured_fraction_full 0.902
_diffrn_reflns_point_group_measured_fraction_max 0.665
_diffrn_reflns_point_group_measured_fraction_full 0.646
_reflns_number_total             5566
_reflns_number_gt                2045
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.399
_reflns_Friedel_fraction_max     0.389
_reflns_Friedel_fraction_full    0.377

_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. 
;

_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0468P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Classical Flack method preferred over Parsons because s.u. lower. 
;
_refine_ls_abs_structure_Flack   0.0(3)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         5566
_refine_ls_number_parameters     631
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.2208
_refine_ls_R_factor_gt           0.0839
_refine_ls_wR_factor_ref         0.2565
_refine_ls_wR_factor_gt          0.1640
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.006

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
S1 S 0.5103(2) 0.7318(6) 0.2145(3) 0.0615(17) Uani 1 1 d . . . . .
F1 F 0.3618(11) 0.224(3) 0.5166(10) 0.184(13) Uani 1 1 d . . . . .
F2 F 0.4341(11) 0.376(2) 0.5384(7) 0.158(7) Uani 1 1 d . . . . .
F3 F 0.4637(13) 0.204(3) 0.4958(10) 0.194(11) Uani 1 1 d . U . . .
C1 C 0.4288(8) 0.806(3) 0.2041(9) 0.062(6) Uani 1 1 d . . . . .
C2 C 0.4146(7) 0.898(2) 0.1635(7) 0.052(5) Uani 1 1 d . . . . .
C3 C 0.4585(9) 0.944(3) 0.1253(8) 0.068(6) Uani 1 1 d . . . . .
H3 H 0.5032 0.9155 0.1277 0.081 Uiso 1 1 calc R U . . .
C4 C 0.4391(12) 1.029(3) 0.0842(10) 0.089(9) Uani 1 1 d . . . . .
H4 H 0.4699 1.0570 0.0596 0.107 Uiso 1 1 calc R U . . .
C5 C 0.3698(12) 1.075(3) 0.0806(10) 0.087(8) Uani 1 1 d . . . . .
H5 H 0.3548 1.1308 0.0532 0.104 Uiso 1 1 calc R U . . .
C6 C 0.3282(11) 1.035(3) 0.1174(9) 0.068(6) Uani 1 1 d . U . . .
H6 H 0.2841 1.0675 0.1157 0.082 Uiso 1 1 calc R U . . .
C7 C 0.3464(9) 0.949(3) 0.1574(8) 0.060(5) Uani 1 1 d . U . . .
C8 C 0.3001(10) 0.898(3) 0.1940(10) 0.080(7) Uani 1 1 d . . . . .
H8 H 0.2554 0.9233 0.1894 0.096 Uiso 1 1 calc R U . . .
C9 C 0.3161(8) 0.817(3) 0.2348(8) 0.064(6) Uani 1 1 d . . . . .
H9 H 0.2838 0.7983 0.2592 0.077 Uiso 1 1 calc R U . . .
C10 C 0.3835(10) 0.759(2) 0.2414(9) 0.059(7) Uani 1 1 d . . . . .
C11 C 0.3990(8) 0.670(2) 0.2840(8) 0.057(5) Uani 1 1 d . . . . .
H11 H 0.4396 0.6196 0.2832 0.069 Uiso 1 1 calc R U . . .
C12 C 0.3609(11) 0.651(3) 0.3257(9) 0.072(6) Uani 1 1 d . . . . .
H12 H 0.3210 0.7037 0.3264 0.087 Uiso 1 1 calc R U . . .
C13 C 0.3741(10) 0.561(3) 0.3686(8) 0.065(6) Uani 1 1 d . . . . .
C14 C 0.3309(10) 0.550(3) 0.4085(9) 0.073(7) Uani 1 1 d . . . . .
H14 H 0.2911 0.6032 0.4074 0.087 Uiso 1 1 calc R U . . .
C15 C 0.3435(13) 0.466(4) 0.4493(10) 0.098(9) Uani 1 1 d . . . . .
H15 H 0.3120 0.4587 0.4750 0.118 Uiso 1 1 calc R U . . .
C16 C 0.4036(15) 0.389(3) 0.4532(11) 0.083(7) Uani 1 1 d . . . . .
C17 C 0.4460(11) 0.393(3) 0.4139(11) 0.084(8) Uani 1 1 d . . . . .
H17 H 0.4848 0.3358 0.4150 0.100 Uiso 1 1 calc R U . . .
C18 C 0.4335(13) 0.478(3) 0.3725(10) 0.086(8) Uani 1 1 d . . . . .
H18 H 0.4646 0.4818 0.3464 0.104 Uiso 1 1 calc R U . . .
C19 C 0.407(2) 0.303(5) 0.5011(18) 0.158(16) Uani 1 1 d . U . . .
C20 C 0.5710(7) 0.877(2) 0.2218(9) 0.072(6) Uani 1 1 d . . . . .
H20A H 0.5586 0.9656 0.2031 0.086 Uiso 1 1 calc R U . . .
H20B H 0.5783 0.9018 0.2570 0.086 Uiso 1 1 calc R U . . .
C21 C 0.6313(7) 0.799(3) 0.1985(10) 0.086(8) Uani 1 1 d . . . . .
H21A H 0.6674 0.8704 0.1939 0.103 Uiso 1 1 calc R U . . .
H21B H 0.6470 0.7218 0.2210 0.103 Uiso 1 1 calc R U . . .
C22 C 0.6124(13) 0.734(2) 0.1483(12) 0.081(8) Uani 1 1 d . . . . .
H22A H 0.6458 0.6623 0.1375 0.097 Uiso 1 1 calc R U . . .
H22B H 0.6089 0.8107 0.1229 0.097 Uiso 1 1 calc R U . . .
C23 C 0.5436(9) 0.656(2) 0.1560(8) 0.072(6) Uani 1 1 d . . . . .
H23A H 0.5492 0.5491 0.1587 0.086 Uiso 1 1 calc R U . . .
H23B H 0.5139 0.6769 0.1279 0.086 Uiso 1 1 calc R U . . .
S2 S 0.6256(3) 0.7563(7) 0.3521(3) 0.075(2) Uani 1 1 d . . . . .
F4 F 0.5630(10) 0.758(3) 0.4379(8) 0.168(12) Uani 1 1 d . . . . .
F5 F 0.6606(10) 0.823(4) 0.4412(10) 0.217(16) Uani 1 1 d . U . . .
F6 F 0.6464(16) 0.619(4) 0.4342(12) 0.247(17) Uani 1 1 d . . . . .
O1 O 0.6956(7) 0.738(2) 0.3409(9) 0.121(8) Uani 1 1 d . . . . .
O2 O 0.5847(11) 0.643(3) 0.3341(10) 0.161(11) Uani 1 1 d . . . . .
O3 O 0.6015(7) 0.900(2) 0.3441(7) 0.096(5) Uani 1 1 d . . . . .
C24 C 0.6173(19) 0.749(6) 0.4183(19) 0.156(18) Uani 1 1 d . U . . .
S3 S 0.7511(2) 0.7339(7) 0.7880(3) 0.068(2) Uani 1 1 d . . . . .
F7 F 0.6168(10) 0.250(3) 0.4794(10) 0.198(15) Uani 1 1 d . U . . .
F8 F 0.7082(8) 0.351(2) 0.4718(7) 0.136(6) Uani 1 1 d . . . . .
F9 F 0.7042(11) 0.165(3) 0.5145(7) 0.152(7) Uani 1 1 d . . . . .
C25 C 0.6683(8) 0.804(2) 0.7957(8) 0.050(5) Uani 1 1 d . . . . .
C26 C 0.6523(7) 0.897(2) 0.8393(8) 0.052(5) Uani 1 1 d . . . . .
C27 C 0.6957(9) 0.952(2) 0.8752(8) 0.065(6) Uani 1 1 d . . . . .
H27 H 0.7413 0.9326 0.8722 0.078 Uiso 1 1 calc R U . . .
C28 C 0.6722(11) 1.035(3) 0.9158(10) 0.071(7) Uani 1 1 d . . . . .
H28 H 0.7017 1.0667 0.9407 0.085 Uiso 1 1 calc R U . . .
C29 C 0.6048(11) 1.070(3) 0.9192(10) 0.076(6) Uani 1 1 d . . . . .
H29 H 0.5891 1.1226 0.9471 0.091 Uiso 1 1 calc R U . . .
C30 C 0.5628(9) 1.029(3) 0.8834(10) 0.064(7) Uani 1 1 d . . . . .
H30 H 0.5186 1.0609 0.8854 0.077 Uiso 1 1 calc R U . . .
C31 C 0.5824(9) 0.940(2) 0.8422(9) 0.060(6) Uani 1 1 d . . . . .
C32 C 0.5394(10) 0.891(3) 0.8046(9) 0.071(6) Uani 1 1 d . . . . .
H32 H 0.4947 0.9179 0.8077 0.085 Uiso 1 1 calc R U . . .
C33 C 0.5556(8) 0.807(3) 0.7640(9) 0.070(6) Uani 1 1 d . . . . .
H33 H 0.5243 0.7838 0.7393 0.083 Uiso 1 1 calc R U . . .
C34 C 0.6241(7) 0.756(2) 0.7607(11) 0.055(7) Uani 1 1 d . . . . .
C35 C 0.6401(9) 0.667(3) 0.7161(9) 0.068(6) Uani 1 1 d . . . . .
H35 H 0.6818 0.6213 0.7168 0.082 Uiso 1 1 calc R U . . .
C36 C 0.6054(9) 0.643(2) 0.6761(8) 0.059(6) Uani 1 1 d . . . . .
H36 H 0.5645 0.6919 0.6745 0.071 Uiso 1 1 calc R U . . .
C37 C 0.6212(9) 0.549(3) 0.6327(9) 0.064(6) Uani 1 1 d . . . . .
C38 C 0.5809(11) 0.550(4) 0.5935(11) 0.098(11) Uani 1 1 d . . . . .
H38 H 0.5429 0.6094 0.5942 0.118 Uiso 1 1 calc R U . . .
C39 C 0.5941(10) 0.461(3) 0.5500(10) 0.089(8) Uani 1 1 d . . . . .
H39 H 0.5646 0.4585 0.5228 0.107 Uiso 1 1 calc R U . . .
C40 C 0.6541(12) 0.378(3) 0.5499(9) 0.081(7) Uani 1 1 d . U . . .
C41 C 0.6985(10) 0.382(3) 0.5895(10) 0.090(8) Uani 1 1 d . . . . .
H41 H 0.7382 0.3283 0.5891 0.108 Uiso 1 1 calc R U . . .
C42 C 0.6809(10) 0.471(3) 0.6303(10) 0.075(8) Uani 1 1 d . . . . .
H42 H 0.7105 0.4785 0.6573 0.090 Uiso 1 1 calc R U . . .
C43 C 0.6680(14) 0.282(5) 0.5039(11) 0.100(10) Uani 1 1 d . U . . .
C44 C 0.7871(10) 0.668(3) 0.8481(10) 0.095(8) Uani 1 1 d . . . . .
H44A H 0.7577 0.6908 0.8762 0.114 Uiso 1 1 calc R U . . .
H44B H 0.7943 0.5613 0.8471 0.114 Uiso 1 1 calc R U . . .
C45 C 0.8540(10) 0.751(2) 0.8533(12) 0.075(8) Uani 1 1 d . . . . .
H45A H 0.8882 0.6846 0.8662 0.090 Uiso 1 1 calc R U . . .
H45B H 0.8493 0.8336 0.8765 0.090 Uiso 1 1 calc R U . . .
C46 C 0.8733(9) 0.807(3) 0.7998(11) 0.095(8) Uani 1 1 d . . . . .
H46A H 0.9111 0.8747 0.8018 0.114 Uiso 1 1 calc R U . . .
H46B H 0.8854 0.7248 0.7781 0.114 Uiso 1 1 calc R U . . .
C47 C 0.8126(9) 0.887(2) 0.7788(9) 0.076(6) Uani 1 1 d . . . . .
H47A H 0.8180 0.9136 0.7434 0.092 Uiso 1 1 calc R U . . .
H47B H 0.8013 0.9750 0.7983 0.092 Uiso 1 1 calc R U . . .
S4 S 0.3681(3) 0.7507(7) 0.6501(3) 0.072(2) Uani 1 1 d . . . . .
F10 F 0.4016(13) 0.708(3) 0.5562(9) 0.164(9) Uani 1 1 d . . . . .
F11 F 0.3032(9) 0.771(2) 0.5667(9) 0.150(9) Uani 1 1 d . . . . .
F12 F 0.3816(10) 0.928(2) 0.5749(7) 0.156(7) Uani 1 1 d . . . . .
O4 O 0.4370(6) 0.762(2) 0.6609(8) 0.101(7) Uani 1 1 d . . . . .
O5 O 0.3256(9) 0.854(2) 0.6740(7) 0.115(7) Uani 1 1 d . . . . .
O6 O 0.3417(8) 0.605(2) 0.6528(8) 0.115(7) Uani 1 1 d . . . . .
C48 C 0.3650(13) 0.784(5) 0.5853(13) 0.100(11) Uani 1 1 d . . . . .


_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
S1 C1 1.785(17) . ?
S1 C20 1.794(19) . ?
S1 C23 1.82(2) . ?
F1 C19 1.23(4) . ?
F2 C19 1.30(4) . ?
F3 C19 1.45(5) . ?
C1 C2 1.38(3) . ?
C1 C10 1.40(3) . ?
C2 C3 1.40(2) . ?
C2 C7 1.45(2) . ?
C3 C4 1.39(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.45(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.33(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.36(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.41(3) . ?
C8 C9 1.34(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.46(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.42(3) . ?
C11 C12 1.35(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.42(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.37(3) . ?
C13 C18 1.41(3) . ?
C14 C15 1.34(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.39(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.34(3) . ?
C16 C19 1.49(5) . ?
C17 C18 1.36(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C20 C21 1.52(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.50(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.56(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
S2 O2 1.39(2) . ?
S2 O3 1.401(18) . ?
S2 O1 1.441(15) . ?
S2 C24 1.76(5) . ?
F4 C24 1.20(4) . ?
F5 C24 1.25(6) . ?
F6 C24 1.38(5) . ?
S3 C25 1.783(17) . ?
S3 C44 1.84(2) . ?
S3 C47 1.867(19) . ?
F7 C43 1.24(3) . ?
F8 C43 1.32(4) . ?
F9 C43 1.31(4) . ?
C25 C34 1.35(3) . ?
C25 C26 1.46(3) . ?
C26 C27 1.38(2) . ?
C26 C31 1.45(2) . ?
C27 C28 1.39(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.39(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.32(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.41(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.39(3) . ?
C32 C33 1.35(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.45(2) . ?
C33 H33 0.9300 . ?
C34 C35 1.46(3) . ?
C35 C36 1.28(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.46(3) . ?
C36 H36 0.9300 . ?
C37 C38 1.31(3) . ?
C37 C42 1.39(3) . ?
C38 C39 1.42(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.42(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.37(3) . ?
C40 C43 1.52(4) . ?
C41 C42 1.39(3) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C44 C45 1.54(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.55(4) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 C47 1.52(2) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
S4 O5 1.408(19) . ?
S4 O4 1.413(14) . ?
S4 O6 1.42(2) . ?
S4 C48 1.74(3) . ?
F10 C48 1.26(4) . ?
F11 C48 1.33(3) . ?
F12 C48 1.37(4) . ?

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
C1 S1 C20 111.1(10) . . ?
C1 S1 C23 110.2(11) . . ?
C20 S1 C23 96.7(9) . . ?
C2 C1 C10 126.4(16) . . ?
C2 C1 S1 122.1(14) . . ?
C10 C1 S1 111.5(16) . . ?
C1 C2 C3 127.4(16) . . ?
C1 C2 C7 117.9(17) . . ?
C3 C2 C7 114.7(19) . . ?
C4 C3 C2 124(2) . . ?
C4 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
C3 C4 C5 119(2) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C6 C5 C4 118(2) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C5 C6 C7 124(2) . . ?
C5 C6 H6 118.1 . . ?
C7 C6 H6 118.1 . . ?
C6 C7 C8 123(2) . . ?
C6 C7 C2 121(2) . . ?
C8 C7 C2 116(2) . . ?
C9 C8 C7 125(2) . . ?
C9 C8 H8 117.7 . . ?
C7 C8 H8 117.7 . . ?
C8 C9 C10 120.9(19) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.6 . . ?
C1 C10 C11 126.0(19) . . ?
C1 C10 C9 114(2) . . ?
C11 C10 C9 120(2) . . ?
C12 C11 C10 126.7(18) . . ?
C12 C11 H11 116.7 . . ?
C10 C11 H11 116.7 . . ?
C11 C12 C13 128(2) . . ?
C11 C12 H12 115.8 . . ?
C13 C12 H12 115.8 . . ?
C14 C13 C18 116(2) . . ?
C14 C13 C12 123(2) . . ?
C18 C13 C12 121(2) . . ?
C15 C14 C13 123(2) . . ?
C15 C14 H14 118.6 . . ?
C13 C14 H14 118.6 . . ?
C14 C15 C16 120(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 119(2) . . ?
C17 C16 C19 130(3) . . ?
C15 C16 C19 111(3) . . ?
C16 C17 C18 121(2) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C17 C18 C13 121(2) . . ?
C17 C18 H18 119.5 . . ?
C13 C18 H18 119.5 . . ?
F1 C19 F2 110(4) . . ?
F1 C19 F3 104(4) . . ?
F2 C19 F3 93(2) . . ?
F1 C19 C16 124(3) . . ?
F2 C19 C16 114(3) . . ?
F3 C19 C16 106(4) . . ?
C21 C20 S1 99.2(15) . . ?
C21 C20 H20A 111.9 . . ?
S1 C20 H20A 111.9 . . ?
C21 C20 H20B 111.9 . . ?
S1 C20 H20B 111.9 . . ?
H20A C20 H20B 109.6 . . ?
C22 C21 C20 109.7(17) . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21B 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C21 C22 C23 106.6(19) . . ?
C21 C22 H22A 110.4 . . ?
C23 C22 H22A 110.4 . . ?
C21 C22 H22B 110.4 . . ?
C23 C22 H22B 110.4 . . ?
H22A C22 H22B 108.6 . . ?
C22 C23 S1 105.4(15) . . ?
C22 C23 H23A 110.7 . . ?
S1 C23 H23A 110.7 . . ?
C22 C23 H23B 110.7 . . ?
S1 C23 H23B 110.7 . . ?
H23A C23 H23B 108.8 . . ?
O2 S2 O3 115.1(15) . . ?
O2 S2 O1 114.8(15) . . ?
O3 S2 O1 114.1(12) . . ?
O2 S2 C24 105(2) . . ?
O3 S2 C24 98.7(18) . . ?
O1 S2 C24 107.0(15) . . ?
F4 C24 F5 113(5) . . ?
F4 C24 F6 108(4) . . ?
F5 C24 F6 91(3) . . ?
F4 C24 S2 121(3) . . ?
F5 C24 S2 114(4) . . ?
F6 C24 S2 107(4) . . ?
C25 S3 C44 112.2(11) . . ?
C25 S3 C47 111.4(10) . . ?
C44 S3 C47 95.4(10) . . ?
C34 C25 C26 125.3(16) . . ?
C34 C25 S3 114.7(16) . . ?
C26 C25 S3 119.8(13) . . ?
C27 C26 C31 118(2) . . ?
C27 C26 C25 127.5(16) . . ?
C31 C26 C25 113.9(17) . . ?
C26 C27 C28 120.6(19) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C29 C28 C27 120(2) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C30 C29 C28 121(2) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C31 122.5(18) . . ?
C29 C30 H30 118.8 . . ?
C31 C30 H30 118.8 . . ?
C32 C31 C30 124.4(18) . . ?
C32 C31 C26 118(2) . . ?
C30 C31 C26 117.4(19) . . ?
C33 C32 C31 126.8(19) . . ?
C33 C32 H32 116.6 . . ?
C31 C32 H32 116.6 . . ?
C32 C33 C34 117(2) . . ?
C32 C33 H33 121.6 . . ?
C34 C33 H33 121.6 . . ?
C25 C34 C33 119(2) . . ?
C25 C34 C35 125.6(15) . . ?
C33 C34 C35 115(2) . . ?
C36 C35 C34 129.7(19) . . ?
C36 C35 H35 115.2 . . ?
C34 C35 H35 115.2 . . ?
C35 C36 C37 128.9(19) . . ?
C35 C36 H36 115.6 . . ?
C37 C36 H36 115.6 . . ?
C38 C37 C42 120(2) . . ?
C38 C37 C36 119(2) . . ?
C42 C37 C36 121.1(19) . . ?
C37 C38 C39 121(3) . . ?
C37 C38 H38 119.3 . . ?
C39 C38 H38 119.4 . . ?
C40 C39 C38 117(2) . . ?
C40 C39 H39 121.4 . . ?
C38 C39 H39 121.4 . . ?
C41 C40 C39 122(2) . . ?
C41 C40 C43 121(2) . . ?
C39 C40 C43 117(2) . . ?
C40 C41 C42 116(2) . . ?
C40 C41 H41 121.8 . . ?
C42 C41 H41 121.8 . . ?
C37 C42 C41 123(2) . . ?
C37 C42 H42 118.4 . . ?
C41 C42 H42 118.4 . . ?
F7 C43 F9 113(4) . . ?
F7 C43 F8 106(3) . . ?
F9 C43 F8 100(2) . . ?
F7 C43 C40 113(2) . . ?
F9 C43 C40 113(2) . . ?
F8 C43 C40 111(3) . . ?
C45 C44 S3 105.1(17) . . ?
C45 C44 H44A 110.7 . . ?
S3 C44 H44A 110.7 . . ?
C45 C44 H44B 110.7 . . ?
S3 C44 H44B 110.7 . . ?
H44A C44 H44B 108.8 . . ?
C44 C45 C46 107(2) . . ?
C44 C45 H45A 110.3 . . ?
C46 C45 H45A 110.3 . . ?
C44 C45 H45B 110.3 . . ?
C46 C45 H45B 110.3 . . ?
H45A C45 H45B 108.5 . . ?
C47 C46 C45 106.9(18) . . ?
C47 C46 H46A 110.3 . . ?
C45 C46 H46A 110.3 . . ?
C47 C46 H46B 110.4 . . ?
C45 C46 H46B 110.4 . . ?
H46A C46 H46B 108.6 . . ?
C46 C47 S3 97.4(15) . . ?
C46 C47 H47A 112.3 . . ?
S3 C47 H47A 112.3 . . ?
C46 C47 H47B 112.3 . . ?
S3 C47 H47B 112.3 . . ?
H47A C47 H47B 109.9 . . ?
O5 S4 O4 116.7(13) . . ?
O5 S4 O6 111.2(12) . . ?
O4 S4 O6 115.0(11) . . ?
O5 S4 C48 107.9(17) . . ?
O4 S4 C48 102.8(12) . . ?
O6 S4 C48 101.3(16) . . ?
F10 C48 F11 105(3) . . ?
F10 C48 F12 105(2) . . ?
F11 C48 F12 104(3) . . ?
F10 C48 S4 119(3) . . ?
F11 C48 S4 112(2) . . ?
F12 C48 S4 111(3) . . ?

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
C20 S1 C1 C2 59(2) . . . . ?
C23 S1 C1 C2 -47(2) . . . . ?
C20 S1 C1 C10 -121.1(17) . . . . ?
C23 S1 C1 C10 132.8(17) . . . . ?
C10 C1 C2 C3 -179(2) . . . . ?
S1 C1 C2 C3 1(3) . . . . ?
C10 C1 C2 C7 -1(4) . . . . ?
S1 C1 C2 C7 178.2(15) . . . . ?
C1 C2 C3 C4 176(3) . . . . ?
C7 C2 C3 C4 -1(3) . . . . ?
C2 C3 C4 C5 1(4) . . . . ?
C3 C4 C5 C6 1(4) . . . . ?
C4 C5 C6 C7 -3(4) . . . . ?
C5 C6 C7 C8 -175(2) . . . . ?
C5 C6 C7 C2 2(4) . . . . ?
C1 C2 C7 C6 -178(2) . . . . ?
C3 C2 C7 C6 0(3) . . . . ?
C1 C2 C7 C8 -1(3) . . . . ?
C3 C2 C7 C8 177.2(19) . . . . ?
C6 C7 C8 C9 -178(3) . . . . ?
C2 C7 C8 C9 5(3) . . . . ?
C7 C8 C9 C10 -7(4) . . . . ?
C2 C1 C10 C11 -177(2) . . . . ?
S1 C1 C10 C11 3(3) . . . . ?
C2 C1 C10 C9 -1(3) . . . . ?
S1 C1 C10 C9 179.7(16) . . . . ?
C8 C9 C10 C1 5(3) . . . . ?
C8 C9 C10 C11 -178(2) . . . . ?
C1 C10 C11 C12 164(2) . . . . ?
C9 C10 C11 C12 -12(3) . . . . ?
C10 C11 C12 C13 179(2) . . . . ?
C11 C12 C13 C14 -179(2) . . . . ?
C11 C12 C13 C18 1(4) . . . . ?
C18 C13 C14 C15 0(4) . . . . ?
C12 C13 C14 C15 -179(3) . . . . ?
C13 C14 C15 C16 2(4) . . . . ?
C14 C15 C16 C17 -5(4) . . . . ?
C14 C15 C16 C19 -180(3) . . . . ?
C15 C16 C17 C18 5(4) . . . . ?
C19 C16 C17 C18 179(3) . . . . ?
C16 C17 C18 C13 -3(4) . . . . ?
C14 C13 C18 C17 0(4) . . . . ?
C12 C13 C18 C17 179(2) . . . . ?
C17 C16 C19 F1 -127(5) . . . . ?
C15 C16 C19 F1 47(6) . . . . ?
C17 C16 C19 F2 94(5) . . . . ?
C15 C16 C19 F2 -91(4) . . . . ?
C17 C16 C19 F3 -7(5) . . . . ?
C15 C16 C19 F3 168(3) . . . . ?
C1 S1 C20 C21 -147.4(15) . . . . ?
C23 S1 C20 C21 -32.7(16) . . . . ?
S1 C20 C21 C22 49(2) . . . . ?
C20 C21 C22 C23 -45(2) . . . . ?
C21 C22 C23 S1 17(2) . . . . ?
C1 S1 C23 C22 125.6(16) . . . . ?
C20 S1 C23 C22 10.1(17) . . . . ?
O2 S2 C24 F4 -56(5) . . . . ?
O3 S2 C24 F4 63(5) . . . . ?
O1 S2 C24 F4 -178(4) . . . . ?
O2 S2 C24 F5 166(4) . . . . ?
O3 S2 C24 F5 -75(4) . . . . ?
O1 S2 C24 F5 44(4) . . . . ?
O2 S2 C24 F6 68(4) . . . . ?
O3 S2 C24 F6 -173(4) . . . . ?
O1 S2 C24 F6 -55(4) . . . . ?
C44 S3 C25 C34 -134.2(18) . . . . ?
C47 S3 C25 C34 120.2(17) . . . . ?
C44 S3 C25 C26 42(2) . . . . ?
C47 S3 C25 C26 -63.6(19) . . . . ?
C34 C25 C26 C27 -178(2) . . . . ?
S3 C25 C26 C27 6(3) . . . . ?
C34 C25 C26 C31 -1(3) . . . . ?
S3 C25 C26 C31 -177.2(14) . . . . ?
C31 C26 C27 C28 6(3) . . . . ?
C25 C26 C27 C28 -178(2) . . . . ?
C26 C27 C28 C29 -3(4) . . . . ?
C27 C28 C29 C30 -2(4) . . . . ?
C28 C29 C30 C31 5(4) . . . . ?
C29 C30 C31 C32 178(2) . . . . ?
C29 C30 C31 C26 -2(4) . . . . ?
C27 C26 C31 C32 177(2) . . . . ?
C25 C26 C31 C32 0(3) . . . . ?
C27 C26 C31 C30 -3(3) . . . . ?
C25 C26 C31 C30 180(2) . . . . ?
C30 C31 C32 C33 179(3) . . . . ?
C26 C31 C32 C33 -2(4) . . . . ?
C31 C32 C33 C34 4(4) . . . . ?
C26 C25 C34 C33 4(3) . . . . ?
S3 C25 C34 C33 180.0(17) . . . . ?
C26 C25 C34 C35 178(2) . . . . ?
S3 C25 C34 C35 -6(3) . . . . ?
C32 C33 C34 C25 -5(3) . . . . ?
C32 C33 C34 C35 -180(2) . . . . ?
C25 C34 C35 C36 -164(2) . . . . ?
C33 C34 C35 C36 10(3) . . . . ?
C34 C35 C36 C37 -177(2) . . . . ?
C35 C36 C37 C38 -174(2) . . . . ?
C35 C36 C37 C42 -1(4) . . . . ?
C42 C37 C38 C39 6(4) . . . . ?
C36 C37 C38 C39 179(2) . . . . ?
C37 C38 C39 C40 -3(4) . . . . ?
C38 C39 C40 C41 -1(4) . . . . ?
C38 C39 C40 C43 179(3) . . . . ?
C39 C40 C41 C42 1(4) . . . . ?
C43 C40 C41 C42 -179(3) . . . . ?
C38 C37 C42 C41 -5(4) . . . . ?
C36 C37 C42 C41 -179(2) . . . . ?
C40 C41 C42 C37 2(4) . . . . ?
C41 C40 C43 F7 158(3) . . . . ?
C39 C40 C43 F7 -22(5) . . . . ?
C41 C40 C43 F9 28(5) . . . . ?
C39 C40 C43 F9 -151(3) . . . . ?
C41 C40 C43 F8 -83(3) . . . . ?
C39 C40 C43 F8 97(3) . . . . ?
C25 S3 C44 C45 -126.1(15) . . . . ?
C47 S3 C44 C45 -10.3(18) . . . . ?
S3 C44 C45 C46 -19(2) . . . . ?
C44 C45 C46 C47 50(3) . . . . ?
C45 C46 C47 S3 -54(2) . . . . ?
C25 S3 C47 C46 152.9(16) . . . . ?
C44 S3 C47 C46 36.5(18) . . . . ?
O5 S4 C48 F10 177(3) . . . . ?
O4 S4 C48 F10 53(3) . . . . ?
O6 S4 C48 F10 -66(3) . . . . ?
O5 S4 C48 F11 -59(3) . . . . ?
O4 S4 C48 F11 177(3) . . . . ?
O6 S4 C48 F11 58(3) . . . . ?
O5 S4 C48 F12 56(2) . . . . ?
O4 S4 C48 F12 -68(2) . . . . ?
O6 S4 C48 F12 173(2) . . . . ?

_refine_diff_density_max         0.307
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.059

_shelxl_version_number           2013-4

