# Supplementary Information (SI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2025

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

data_20231228b_auto
_database_code_depnum_ccdc_archive 'CCDC 2322379'
loop_
_audit_author_name
_audit_author_address
'Lidong Liu'
;Beijing Normal University
China
;
_audit_update_record             
;
2023-12-28 deposited with the CCDC.	2025-02-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H10 Br F3'
_chemical_formula_weight         315.13

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'
Br Br -0.6763 1.2805 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   7.78987(17)
_cell_length_b                   5.88492(15)
_cell_length_c                   13.8221(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.509(2)
_cell_angle_gamma                90
_cell_volume                     620.90(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9581
_cell_measurement_theta_min      3.2630
_cell_measurement_theta_max      76.2630

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_F_000             312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    4.690
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  XtalLAB
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11084
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.263
_diffrn_reflns_theta_max         76.259
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2484
_reflns_number_gt                2414
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.773
_reflns_Friedel_fraction_max     0.925
_reflns_Friedel_fraction_full    0.994

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_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)+(0.1298P)²+0.3876P] 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   -0.07(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2484
_refine_ls_number_parameters     163
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0618
_refine_ls_wR_factor_ref         0.1738
_refine_ls_wR_factor_gt          0.1723
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_restrained_S_all      1.131
_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
Br18 Br 0.33841(9) 0.76238(16) 0.85221(5) 0.0433(3) Uani 1 1 d . . . . .
F15 F 0.7218(7) 0.7288(13) 0.9917(4) 0.0565(16) Uani 1 1 d . . . . .
F16 F 0.8579(6) 0.6945(11) 0.8719(4) 0.0473(14) Uani 1 1 d . . . . .
C11 C 0.4960(9) 0.5715(12) 0.7007(5) 0.0286(14) Uani 1 1 d . . . . .
H11 H 0.580805 0.471711 0.683370 0.034 Uiso 1 1 calc R U . . .
C1 C 0.3856(9) 0.6849(11) 0.6160(5) 0.0252(13) Uani 1 1 d . . . . .
F17 F 0.8887(7) 0.4429(14) 0.9869(5) 0.0613(17) Uani 1 1 d . . . . .
C7 C 0.0436(9) 0.9599(12) 0.3646(6) 0.0317(16) Uani 1 1 d . . . . .
H7 H -0.011143 1.103087 0.368033 0.038 Uiso 1 1 calc R U . . .
C9 C 0.2036(9) 0.9954(11) 0.5383(6) 0.0293(15) Uani 1 1 d . . . . .
H9 H 0.154781 1.142117 0.542530 0.035 Uiso 1 1 calc R U . . .
C6 C 0.0073(10) 0.8355(13) 0.2789(7) 0.0342(16) Uani 1 1 d . . . . .
H6 H -0.072365 0.893982 0.223341 0.041 Uiso 1 1 calc R U . . .
C8 C 0.1631(9) 0.8746(11) 0.4483(6) 0.0280(14) Uani 1 1 d . . . . .
C10 C 0.3119(10) 0.9050(11) 0.6199(6) 0.0281(14) Uani 1 1 d . . . . .
H10 H 0.337868 0.990295 0.679393 0.034 Uiso 1 1 calc R U . . .
C5 C 0.0862(10) 0.6233(13) 0.2722(6) 0.0332(15) Uani 1 1 d . . . . .
H5 H 0.058904 0.539063 0.212457 0.040 Uiso 1 1 calc R U . . .
C2 C 0.3549(8) 0.5702(11) 0.5264(5) 0.0250(13) Uani 1 1 d . . . . .
H2 H 0.411571 0.428926 0.521589 0.030 Uiso 1 1 calc R U . . .
C12 C 0.4995(10) 0.5822(13) 0.7971(5) 0.0305(14) Uani 1 1 d . . . . .
C3 C 0.2417(9) 0.6585(11) 0.4424(5) 0.0260(13) Uani 1 1 d . . . . .
C13 C 0.6222(11) 0.4446(15) 0.8724(6) 0.0366(17) Uani 1 1 d . . . . .
H13A H 0.670748 0.319064 0.838362 0.044 Uiso 1 1 calc R U . . .
H13B H 0.555198 0.376018 0.918761 0.044 Uiso 1 1 calc R U . . .
C4 C 0.2032(9) 0.5360(11) 0.3517(6) 0.0293(14) Uani 1 1 d . . . . .
H4 H 0.258240 0.393964 0.346016 0.035 Uiso 1 1 calc R U . . .
C14 C 0.7721(11) 0.5816(17) 0.9306(6) 0.0412(18) 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
Br18 C12 1.914(7) . ?
F15 C14 1.323(11) . ?
F16 C14 1.328(10) . ?
C11 C12 1.328(10) . ?
C11 C1 1.467(10) . ?
C11 H11 0.9500 . ?
C1 C2 1.389(10) . ?
C1 C10 1.422(9) . ?
F17 C14 1.347(10) . ?
C7 C6 1.373(12) . ?
C7 C8 1.424(10) . ?
C7 H7 0.9500 . ?
C9 C10 1.373(12) . ?
C9 C8 1.413(11) . ?
C9 H9 0.9500 . ?
C6 C5 1.404(11) . ?
C6 H6 0.9500 . ?
C8 C3 1.421(9) . ?
C10 H10 0.9500 . ?
C5 C4 1.379(11) . ?
C5 H5 0.9500 . ?
C2 C3 1.410(10) . ?
C2 H2 0.9500 . ?
C12 C13 1.502(11) . ?
C3 C4 1.424(10) . ?
C13 C14 1.512(12) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C4 H4 0.9500 . ?

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
C12 C11 C1 132.1(7) . . ?
C12 C11 H11 114.0 . . ?
C1 C11 H11 114.0 . . ?
C2 C1 C10 118.5(7) . . ?
C2 C1 C11 117.4(6) . . ?
C10 C1 C11 124.1(7) . . ?
C6 C7 C8 120.1(7) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C10 C9 C8 121.4(6) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C7 C6 C5 120.9(7) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C9 C8 C3 118.6(7) . . ?
C9 C8 C7 122.2(7) . . ?
C3 C8 C7 119.2(7) . . ?
C9 C10 C1 120.5(7) . . ?
C9 C10 H10 119.7 . . ?
C1 C10 H10 119.7 . . ?
C4 C5 C6 120.5(8) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C2 C3 121.6(6) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C11 C12 C13 123.5(7) . . ?
C11 C12 Br18 122.8(6) . . ?
C13 C12 Br18 113.6(5) . . ?
C2 C3 C8 119.2(7) . . ?
C2 C3 C4 121.7(6) . . ?
C8 C3 C4 119.1(7) . . ?
C12 C13 C14 113.5(7) . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C5 C4 C3 120.2(7) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
F15 C14 F16 108.2(8) . . ?
F15 C14 F17 106.2(7) . . ?
F16 C14 F17 107.0(7) . . ?
F15 C14 C13 113.2(7) . . ?
F16 C14 C13 111.7(6) . . ?
F17 C14 C13 110.2(8) . . ?

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
C12 C11 C1 C2 -150.7(8) . . . . ?
C12 C11 C1 C10 30.6(12) . . . . ?
C8 C7 C6 C5 0.2(11) . . . . ?
C10 C9 C8 C3 -2.0(10) . . . . ?
C10 C9 C8 C7 176.5(7) . . . . ?
C6 C7 C8 C9 -179.5(6) . . . . ?
C6 C7 C8 C3 -1.0(10) . . . . ?
C8 C9 C10 C1 -0.6(10) . . . . ?
C2 C1 C10 C9 4.2(10) . . . . ?
C11 C1 C10 C9 -177.1(7) . . . . ?
C7 C6 C5 C4 -0.5(11) . . . . ?
C10 C1 C2 C3 -5.4(9) . . . . ?
C11 C1 C2 C3 175.9(6) . . . . ?
C1 C11 C12 C13 178.2(7) . . . . ?
C1 C11 C12 Br18 2.0(12) . . . . ?
C1 C2 C3 C8 2.8(9) . . . . ?
C1 C2 C3 C4 -176.8(6) . . . . ?
C9 C8 C3 C2 0.9(9) . . . . ?
C7 C8 C3 C2 -177.6(7) . . . . ?
C9 C8 C3 C4 -179.4(6) . . . . ?
C7 C8 C3 C4 2.0(9) . . . . ?
C11 C12 C13 C14 105.1(9) . . . . ?
Br18 C12 C13 C14 -78.4(8) . . . . ?
C6 C5 C4 C3 1.6(11) . . . . ?
C2 C3 C4 C5 177.3(7) . . . . ?
C8 C3 C4 C5 -2.3(10) . . . . ?
C12 C13 C14 F15 69.4(9) . . . . ?
C12 C13 C14 F16 -53.0(10) . . . . ?
C12 C13 C14 F17 -171.8(7) . . . . ?

_refine_diff_density_max         0.768
_refine_diff_density_min         -0.732
_refine_diff_density_rms         0.103



####################################################################### 
# 
# 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_20231228a_auto
_database_code_depnum_ccdc_archive 'CCDC 2322380'
loop_
_audit_author_name
_audit_author_address
'Lidong Liu'
;Beijing Normal University
China
;
_audit_update_record             
;
2023-12-28 deposited with the CCDC.	2025-02-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H13 F3'
_chemical_formula_weight         262.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   5.6746(10)
_cell_length_b                   17.7150(18)
_cell_length_c                   25.651(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2578.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9317
_cell_measurement_theta_min      3.4100
_cell_measurement_theta_max      75.6730

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.912
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  XtalLAB
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22921
_diffrn_reflns_av_unetI/netI     0.0747
_diffrn_reflns_av_R_equivalents  0.1343
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.446
_diffrn_reflns_theta_max         75.956
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2646
_reflns_number_gt                2228
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_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)+(0.0808P)²+0.3331P] 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-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0010(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2646
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1416
_refine_ls_wR_factor_gt          0.1338
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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
F11 F 0.76529(18) 0.46407(5) 0.71940(4) 0.0337(3) Uani 1 1 d . . . . .
F13 F 0.69148(18) 0.58344(5) 0.72292(4) 0.0358(3) Uani 1 1 d . . . . .
F12 F 0.91263(16) 0.53885(6) 0.66196(4) 0.0362(3) Uani 1 1 d . . . . .
C8 C 0.5207(2) 0.44762(8) 0.61926(6) 0.0233(3) Uani 1 1 d . . . . .
C5 C 0.7850(3) 0.36011(9) 0.44727(6) 0.0281(4) Uani 1 1 d . . . . .
H5 H 0.914381 0.361880 0.423789 0.034 Uiso 1 1 calc R U . . .
C14 C 0.4691(3) 0.37199(8) 0.64204(5) 0.0230(3) Uani 1 1 d . . . . .
C4 C 0.5996(3) 0.31064(9) 0.43813(6) 0.0267(4) Uani 1 1 d . . . . .
H4 H 0.601127 0.278858 0.408304 0.032 Uiso 1 1 calc R U . . .
C9 C 0.5029(3) 0.51491(8) 0.65614(6) 0.0254(3) Uani 1 1 d . . . . .
H9A H 0.479420 0.561374 0.635332 0.030 Uiso 1 1 calc R U . . .
H9B H 0.362882 0.508366 0.678714 0.030 Uiso 1 1 calc R U . . .
C1 C 0.5944(3) 0.40492(8) 0.52605(6) 0.0236(3) Uani 1 1 d . . . . .
C10 C 0.7163(3) 0.52469(8) 0.68990(6) 0.0264(4) Uani 1 1 d . . . . .
C15 C 0.6295(3) 0.31268(9) 0.63578(6) 0.0248(3) Uani 1 1 d . . . . .
H15 H 0.768667 0.320463 0.615892 0.030 Uiso 1 1 calc R U . . .
C6 C 0.7816(3) 0.40704(8) 0.49070(6) 0.0263(3) Uani 1 1 d . . . . .
H6 H 0.908448 0.441043 0.496433 0.032 Uiso 1 1 calc R U . . .
C7 C 0.5870(3) 0.45969(8) 0.56997(6) 0.0245(3) Uani 1 1 d . . . . .
H7 H 0.635636 0.509669 0.561946 0.029 Uiso 1 1 calc R U . . .
C17 C 0.3849(3) 0.23015(9) 0.68737(6) 0.0309(4) Uani 1 1 d . . . . .
H17 H 0.356349 0.182199 0.702702 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2662(3) 0.35900(9) 0.67158(6) 0.0271(4) Uani 1 1 d . . . . .
H19 H 0.155739 0.398641 0.676560 0.033 Uiso 1 1 calc R U . . .
C2 C 0.4093(3) 0.35471(9) 0.51661(6) 0.0254(3) Uani 1 1 d . . . . .
H2 H 0.280420 0.352442 0.540203 0.031 Uiso 1 1 calc R U . . .
C18 C 0.2243(3) 0.28843(10) 0.69384(6) 0.0317(4) Uani 1 1 d . . . . .
H18 H 0.084856 0.280222 0.713544 0.038 Uiso 1 1 calc R U . . .
C16 C 0.5881(3) 0.24247(9) 0.65829(6) 0.0288(4) Uani 1 1 d . . . . .
H16 H 0.698919 0.202818 0.653767 0.035 Uiso 1 1 calc R U . . .
C3 C 0.4118(3) 0.30792(9) 0.47290(6) 0.0275(4) Uani 1 1 d . . . . .
H3 H 0.284824 0.274081 0.466859 0.033 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
F11 C10 1.3428(18) . ?
F13 C10 1.3494(17) . ?
F12 C10 1.3481(18) . ?
C8 C7 1.336(2) . ?
C8 C14 1.491(2) . ?
C8 C9 1.525(2) . ?
C5 C4 1.389(2) . ?
C5 C6 1.390(2) . ?
C5 H5 0.9500 . ?
C14 C19 1.397(2) . ?
C14 C15 1.400(2) . ?
C4 C3 1.391(2) . ?
C4 H4 0.9500 . ?
C9 C10 1.499(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C1 C6 1.397(2) . ?
C1 C2 1.398(2) . ?
C1 C7 1.487(2) . ?
C15 C16 1.391(2) . ?
C15 H15 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C17 C18 1.387(3) . ?
C17 C16 1.390(2) . ?
C17 H17 0.9500 . ?
C19 C18 1.395(2) . ?
C19 H19 0.9500 . ?
C2 C3 1.394(2) . ?
C2 H2 0.9500 . ?
C18 H18 0.9500 . ?
C16 H16 0.9500 . ?
C3 H3 0.9500 . ?

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
C7 C8 C14 124.75(13) . . ?
C7 C8 C9 118.71(13) . . ?
C14 C8 C9 116.51(13) . . ?
C4 C5 C6 120.12(14) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C19 C14 C15 118.33(14) . . ?
C19 C14 C8 121.49(13) . . ?
C15 C14 C8 120.14(13) . . ?
C5 C4 C3 119.61(14) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C10 C9 C8 113.29(12) . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C6 C1 C2 118.43(14) . . ?
C6 C1 C7 119.70(13) . . ?
C2 C1 C7 121.68(13) . . ?
F11 C10 F12 106.09(12) . . ?
F11 C10 F13 106.54(12) . . ?
F12 C10 F13 106.05(12) . . ?
F11 C10 C9 113.60(12) . . ?
F12 C10 C9 112.47(13) . . ?
F13 C10 C9 111.56(12) . . ?
C16 C15 C14 120.90(14) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C5 C6 C1 120.97(14) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C8 C7 C1 128.32(13) . . ?
C8 C7 H7 115.8 . . ?
C1 C7 H7 115.8 . . ?
C18 C17 C16 119.49(14) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C18 C19 C14 120.68(14) . . ?
C18 C19 H19 119.7 . . ?
C14 C19 H19 119.7 . . ?
C3 C2 C1 120.66(14) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C17 C18 C19 120.39(15) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C17 C16 C15 120.21(14) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C4 C3 C2 120.20(14) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?

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
C7 C8 C14 C19 -132.55(16) . . . . ?
C9 C8 C14 C19 49.53(19) . . . . ?
C7 C8 C14 C15 49.9(2) . . . . ?
C9 C8 C14 C15 -128.03(14) . . . . ?
C6 C5 C4 C3 -0.5(2) . . . . ?
C7 C8 C9 C10 -97.89(16) . . . . ?
C14 C8 C9 C10 80.17(16) . . . . ?
C8 C9 C10 F11 -57.89(17) . . . . ?
C8 C9 C10 F12 62.65(16) . . . . ?
C8 C9 C10 F13 -178.33(12) . . . . ?
C19 C14 C15 C16 0.1(2) . . . . ?
C8 C14 C15 C16 177.78(14) . . . . ?
C4 C5 C6 C1 0.6(2) . . . . ?
C2 C1 C6 C5 -0.4(2) . . . . ?
C7 C1 C6 C5 -175.48(13) . . . . ?
C14 C8 C7 C1 8.6(2) . . . . ?
C9 C8 C7 C1 -173.51(14) . . . . ?
C6 C1 C7 C8 -140.41(16) . . . . ?
C2 C1 C7 C8 44.6(2) . . . . ?
C15 C14 C19 C18 -0.6(2) . . . . ?
C8 C14 C19 C18 -178.15(14) . . . . ?
C6 C1 C2 C3 0.0(2) . . . . ?
C7 C1 C2 C3 175.01(13) . . . . ?
C16 C17 C18 C19 -0.3(2) . . . . ?
C14 C19 C18 C17 0.6(2) . . . . ?
C18 C17 C16 C15 -0.1(2) . . . . ?
C14 C15 C16 C17 0.2(2) . . . . ?
C5 C4 C3 C2 0.2(2) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?

_refine_diff_density_max         0.330
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.089



####################################################################### 
# 
# 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_1_c
_database_code_depnum_ccdc_archive 'CCDC 2348125'
loop_
_audit_author_name
_audit_author_address
'Lidong Liu'
;Beijing Normal University
China
;
_audit_update_record             
;
2024-04-13 deposited with the CCDC.	2025-02-20 downloaded from the CCDC.
;
_audit_creation_date             2023-03-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 H8 F3 N O2 S'
_chemical_formula_sum            'C5 H8 F3 N O2 S'
_chemical_formula_weight         203.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.4692(3)
_cell_length_b                   9.0363(2)
_cell_length_c                   10.2290(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.996(3)
_cell_angle_gamma                90
_cell_volume                     827.59(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9007
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2770
_cell_measurement_theta_min      4.0680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.403
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             416
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17782
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.798
_diffrn_reflns_theta_min         3.403
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1984
_reflns_number_total             2206
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         2206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0343P)²+0.5988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.0913
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.77789(4) 0.86341(4) 0.73973(4) 0.01616(12) Uani 1 1 d . . . . .
F1 F 0.49259(12) 0.86601(13) 0.59111(13) 0.0393(3) Uani 1 1 d . . . . .
F2 F 0.56360(13) 1.05000(11) 0.73059(15) 0.0411(3) Uani 1 1 d . . . . .
F3 F 0.53587(12) 0.83477(12) 0.80944(12) 0.0328(3) Uani 1 1 d . . . . .
O1 O 0.81146(14) 0.95926(13) 0.64124(13) 0.0267(3) Uani 1 1 d . . . . .
O2 O 0.84859(13) 0.88605(13) 0.88486(12) 0.0241(3) Uani 1 1 d . . . . .
N1 N 0.81118(14) 0.43364(14) 0.76741(13) 0.0178(3) Uani 1 1 d . . . . .
C1 C 0.58087(18) 0.90559(18) 0.71591(18) 0.0236(3) Uani 1 1 d . . . . .
C2 C 0.78150(17) 0.68555(18) 0.69243(16) 0.0191(3) Uani 1 1 d . . . . .
H2 H 0.765537 0.660965 0.600441 0.023 Uiso 1 1 calc R . . . .
C3 C 0.80835(16) 0.57726(17) 0.79158(16) 0.0176(3) Uani 1 1 d . . . . .
H3 H 0.825865 0.607029 0.882528 0.021 Uiso 1 1 calc R . . . .
C4 C 0.7830(2) 0.37620(18) 0.62830(17) 0.0230(3) Uani 1 1 d . . . . .
H4A H 0.687097 0.409800 0.569667 0.034 Uiso 1 1 calc GR . . . .
H4B H 0.784154 0.270000 0.630826 0.034 Uiso 1 1 calc GR . . . .
H4C H 0.859055 0.410925 0.592641 0.034 Uiso 1 1 calc GR . . . .
C5 C 0.85204(18) 0.32715(18) 0.88074(16) 0.0215(3) Uani 1 1 d . . . . .
H5A H 0.943710 0.279079 0.884577 0.032 Uiso 1 1 calc GR . . . .
H5B H 0.774353 0.254560 0.865852 0.032 Uiso 1 1 calc GR . . . .
H5C H 0.864936 0.377718 0.966390 0.032 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4404(12) . ?
S1 O2 1.4307(12) . ?
S1 C1 1.8410(17) . ?
S1 C2 1.6821(16) . ?
F1 C1 1.327(2) . ?
F2 C1 1.3297(19) . ?
F3 C1 1.331(2) . ?
N1 C3 1.323(2) . ?
N1 C4 1.455(2) . ?
N1 C5 1.459(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(2) . ?
C3 H3 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 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
O1 S1 C1 103.17(8) . . ?
O1 S1 C2 110.09(7) . . ?
O2 S1 O1 120.30(8) . . ?
O2 S1 C1 102.68(8) . . ?
O2 S1 C2 112.87(7) . . ?
C2 S1 C1 105.92(8) . . ?
C3 N1 C4 121.61(13) . . ?
C3 N1 C5 120.99(13) . . ?
C4 N1 C5 117.30(13) . . ?
F1 C1 S1 111.43(12) . . ?
F1 C1 F2 108.12(14) . . ?
F1 C1 F3 108.24(14) . . ?
F2 C1 S1 110.17(11) . . ?
F2 C1 F3 108.10(14) . . ?
F3 C1 S1 110.67(11) . . ?
S1 C2 H2 120.5 . . ?
C3 C2 S1 119.01(12) . . ?
C3 C2 H2 120.5 . . ?
N1 C3 C2 124.86(15) . . ?
N1 C3 H3 117.6 . . ?
C2 C3 H3 117.6 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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
S1 C2 C3 N1 178.63(12) . . . . ?
O1 S1 C1 F1 65.17(13) . . . . ?
O1 S1 C1 F2 -54.84(14) . . . . ?
O1 S1 C1 F3 -174.33(11) . . . . ?
O1 S1 C2 C3 155.81(12) . . . . ?
O2 S1 C1 F1 -169.12(12) . . . . ?
O2 S1 C1 F2 70.88(14) . . . . ?
O2 S1 C1 F3 -48.62(13) . . . . ?
O2 S1 C2 C3 18.30(15) . . . . ?
C1 S1 C2 C3 -93.30(14) . . . . ?
C2 S1 C1 F1 -50.53(13) . . . . ?
C2 S1 C1 F2 -170.54(12) . . . . ?
C2 S1 C1 F3 69.97(13) . . . . ?
C4 N1 C3 C2 -0.9(2) . . . . ?
C5 N1 C3 C2 175.22(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
