# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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 
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data_a
_audit_block_doi                 10.5517/ccdc.csd.cc2jdzjg
_database_code_depnum_ccdc_archive 'CCDC 2336176'
loop_
_audit_author_name
_audit_author_address
'XIANGBING qi'
;National Institute of Biological Sciemces
China
;
_audit_update_record             
;
2024-02-29 deposited with the CCDC.	2024-03-08 downloaded from the CCDC.
;
_audit_creation_date             2024-02-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 F3 N2 O4 S'
_chemical_formula_sum            'C19 H17 F3 N2 O4 S'
_chemical_formula_weight         426.40
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   19.2019(4)
_cell_length_b                   13.9245(3)
_cell_length_c                   28.2926(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7564.8(3)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9829
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      67.929
_cell_measurement_theta_min      3.124
_shelx_estimated_absorpt_T_max   0.820
_shelx_estimated_absorpt_T_min   0.790
_exptl_absorpt_coefficient_mu    2.061
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0761 before and 0.0575 after correction.
The Ratio of minimum to maximum transmission is 0.8948.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3520
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            162221
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.464
_diffrn_reflns_theta_min         3.124
_diffrn_ambient_temperature      193.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6154
_reflns_number_total             6950
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         6950
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0505P)²+4.4956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1046
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15), C33(H33)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C16(H16A,H16B), C17(H17A,H17B), C31(H31A,
 H31B), C32(H32A,H32B), C34(H34A,H34B), C35(H35A,H35B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C11(H11), C20(H20), C21(H21), C22(H22),
 C25(H25), C37(H37)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.64447(2) 1.18047(3) -0.54645(2) 0.03731(13) Uani 1 1 d . . . . .
F1 F -0.55306(7) 1.31273(11) -0.55851(5) 0.0687(4) Uani 1 1 d . . . . .
F2 F -0.61416(9) 1.28272(14) -0.62069(6) 0.0863(5) Uani 1 1 d . . . . .
F3 F -0.53428(7) 1.18634(12) -0.59967(5) 0.0715(5) Uani 1 1 d . . . . .
O1 O -0.69067(8) 1.25085(12) -0.52916(6) 0.0600(4) Uani 1 1 d . . . . .
O2 O -0.60401(10) 1.12224(12) -0.51664(5) 0.0605(4) Uani 1 1 d . . . . .
O3 O -0.68575(6) 1.12083(9) -0.58359(4) 0.0351(3) Uani 1 1 d . . . . .
O4 O -0.61233(8) 0.86604(9) -0.78580(4) 0.0434(3) Uani 1 1 d . . . . .
N1 N -0.46309(8) 0.89862(10) -0.73260(5) 0.0341(3) Uani 1 1 d . . . . .
N2 N -0.64822(8) 0.91548(10) -0.71159(5) 0.0325(3) Uani 1 1 d . . . . .
C1 C -0.44747(10) 0.94712(13) -0.60804(7) 0.0356(4) Uani 1 1 d . . . . .
H1 H -0.478050 0.956378 -0.582040 0.043 Uiso 1 1 calc R U . . .
C2 C -0.37634(11) 0.95271(15) -0.60191(7) 0.0440(5) Uani 1 1 d . . . . .
H2 H -0.358073 0.966101 -0.571410 0.053 Uiso 1 1 calc R U . . .
C3 C -0.33048(11) 0.93900(15) -0.63988(8) 0.0460(5) Uani 1 1 d . . . . .
H3 H -0.281739 0.943161 -0.634507 0.055 Uiso 1 1 calc R U . . .
C4 C -0.35430(10) 0.91969(14) -0.68464(8) 0.0412(5) Uani 1 1 d . . . . .
H4 H -0.322901 0.910354 -0.710182 0.049 Uiso 1 1 calc R U . . .
C5 C -0.42634(10) 0.91423(12) -0.69137(6) 0.0327(4) Uani 1 1 d . . . . .
C6 C -0.47401(9) 0.92756(12) -0.65324(6) 0.0300(4) Uani 1 1 d . . . . .
C7 C -0.54138(9) 0.91774(11) -0.67386(6) 0.0290(4) Uani 1 1 d . . . . .
C8 C -0.53235(10) 0.90205(12) -0.72092(6) 0.0311(4) Uani 1 1 d . . . . .
C9 C -0.59944(10) 0.89205(12) -0.74532(6) 0.0337(4) Uani 1 1 d . . . . .
C10 C -0.61790(9) 0.92482(12) -0.66330(6) 0.0277(3) Uani 1 1 d . . . . .
C11 C -0.63711(8) 1.02079(12) -0.64194(6) 0.0271(3) Uani 1 1 d . . . . .
H11 H -0.630789 1.077727 -0.659934 0.033 Uiso 1 1 calc R U . . .
C12 C -0.66238(9) 1.02666(12) -0.59894(6) 0.0301(4) Uani 1 1 d . . . . .
C13 C -0.68047(11) 0.94726(14) -0.56588(7) 0.0411(4) Uani 1 1 d . . . . .
H13A H -0.731733 0.941312 -0.563522 0.049 Uiso 1 1 calc R U . . .
H13B H -0.662006 0.961818 -0.534010 0.049 Uiso 1 1 calc R U . . .
C14 C -0.64934(11) 0.85211(14) -0.58375(7) 0.0409(4) Uani 1 1 d . . . . .
H14A H -0.599912 0.848339 -0.573975 0.049 Uiso 1 1 calc R U . . .
H14B H -0.674397 0.797950 -0.568762 0.049 Uiso 1 1 calc R U . . .
C15 C -0.65375(9) 0.84172(12) -0.63712(7) 0.0337(4) Uani 1 1 d . . . . .
H15 H -0.630351 0.780371 -0.646360 0.040 Uiso 1 1 calc R U . . .
C16 C -0.72749(10) 0.84219(14) -0.65825(7) 0.0408(4) Uani 1 1 d . . . . .
H16A H -0.748857 0.777639 -0.656094 0.049 Uiso 1 1 calc R U . . .
H16B H -0.757595 0.888727 -0.641447 0.049 Uiso 1 1 calc R U . . .
C17 C -0.71772(10) 0.87183(14) -0.71001(7) 0.0416(4) Uani 1 1 d . . . . .
H17A H -0.720224 0.815213 -0.731108 0.050 Uiso 1 1 calc R U . . .
H17B H -0.753816 0.918641 -0.719682 0.050 Uiso 1 1 calc R U . . .
C18 C -0.58341(11) 1.24555(17) -0.58392(7) 0.0482(5) Uani 1 1 d . . . . .
C19 C -0.43287(11) 0.88270(13) -0.77930(7) 0.0398(4) Uani 1 1 d . . . . .
H19A H -0.409528 0.820121 -0.779931 0.060 Uiso 1 1 calc R U . . .
H19B H -0.398949 0.933422 -0.786134 0.060 Uiso 1 1 calc R U . . .
H19C H -0.469831 0.883866 -0.803174 0.060 Uiso 1 1 calc R U . . .
S2 S -0.65124(3) 0.87005(4) -0.97058(2) 0.04054(13) Uani 1 1 d . . . . .
F4 F -0.63743(10) 0.74047(13) -0.90512(5) 0.0833(5) Uani 1 1 d . . . . .
F5 F -0.57996(7) 0.71197(10) -0.96828(6) 0.0733(4) Uani 1 1 d . . . . .
F6 F -0.69052(7) 0.69311(10) -0.96733(5) 0.0596(3) Uani 1 1 d . . . . .
O5 O -0.71389(8) 0.90417(14) -0.95074(7) 0.0697(5) Uani 1 1 d . . . . .
O6 O -0.64079(11) 0.87082(13) -1.01957(5) 0.0697(5) Uani 1 1 d . . . . .
O7 O -0.58628(7) 0.91255(10) -0.94463(5) 0.0432(3) Uani 1 1 d . . . . .
O8 O -0.64906(7) 1.16982(10) -0.73647(5) 0.0426(3) Uani 1 1 d . . . . .
N3 N -0.48078(8) 1.14455(10) -0.75054(5) 0.0302(3) Uani 1 1 d . . . . .
N4 N -0.64300(7) 1.11523(11) -0.81383(6) 0.0331(3) Uani 1 1 d . . . . .
C20 C -0.30863(10) 1.10583(13) -0.80604(8) 0.0442(5) Uani 1 1 d . . . . .
H20 H -0.260034 1.104292 -0.799805 0.053 Uiso 1 1 calc R U . . .
C21 C -0.33245(10) 1.08525(13) -0.85183(8) 0.0412(4) Uani 1 1 d . . . . .
H21 H -0.299667 1.069695 -0.875781 0.049 Uiso 1 1 calc R U . . .
C22 C -0.40239(9) 1.08711(12) -0.86279(7) 0.0330(4) Uani 1 1 d . . . . .
H22 H -0.417937 1.073828 -0.893992 0.040 Uiso 1 1 calc R U . . .
C23 C -0.45006(9) 1.10907(11) -0.82680(6) 0.0259(3) Uani 1 1 d . . . . .
C24 C -0.42507(9) 1.12891(11) -0.78052(6) 0.0289(4) Uani 1 1 d . . . . .
C25 C -0.35381(10) 1.12818(13) -0.76998(7) 0.0376(4) Uani 1 1 d . . . . .
H25 H -0.337328 1.142551 -0.739121 0.045 Uiso 1 1 calc R U . . .
C26 C -0.47620(12) 1.16225(13) -0.69989(6) 0.0396(4) Uani 1 1 d . . . . .
H26A H -0.452263 1.223364 -0.694321 0.059 Uiso 1 1 calc R U . . .
H26B H -0.450076 1.110105 -0.684827 0.059 Uiso 1 1 calc R U . . .
H26C H -0.523190 1.165173 -0.686443 0.059 Uiso 1 1 calc R U . . .
C27 C -0.53976(9) 1.13468(11) -0.77741(6) 0.0278(3) Uani 1 1 d . . . . .
C28 C -0.52370(8) 1.11562(11) -0.82322(6) 0.0256(3) Uani 1 1 d . . . . .
C29 C -0.58917(9) 1.10594(12) -0.85144(6) 0.0274(3) Uani 1 1 d . . . . .
C30 C -0.61534(9) 1.14234(12) -0.77093(6) 0.0319(4) Uani 1 1 d . . . . .
C31 C -0.70675(10) 1.15984(15) -0.83280(8) 0.0465(5) Uani 1 1 d . . . . .
H31A H -0.719157 1.218158 -0.814638 0.056 Uiso 1 1 calc R U . . .
H31B H -0.746333 1.114333 -0.831715 0.056 Uiso 1 1 calc R U . . .
C32 C -0.68817(11) 1.18526(15) -0.88386(8) 0.0472(5) Uani 1 1 d . . . . .
H32A H -0.708359 1.248074 -0.892848 0.057 Uiso 1 1 calc R U . . .
H32B H -0.705498 1.135556 -0.905937 0.057 Uiso 1 1 calc R U . . .
C33 C -0.60828(10) 1.18938(13) -0.88440(7) 0.0356(4) Uani 1 1 d . . . . .
H33 H -0.593317 1.250730 -0.869082 0.043 Uiso 1 1 calc R U . . .
C34 C -0.57232(13) 1.18163(15) -0.93210(7) 0.0467(5) Uani 1 1 d . . . . .
H34A H -0.521385 1.187545 -0.927520 0.056 Uiso 1 1 calc R U . . .
H34B H -0.587619 1.235549 -0.952409 0.056 Uiso 1 1 calc R U . . .
C35 C -0.58799(13) 1.08670(16) -0.95724(7) 0.0497(5) Uani 1 1 d . . . . .
H35A H -0.633330 1.091454 -0.973734 0.060 Uiso 1 1 calc R U . . .
H35B H -0.551574 1.073966 -0.981209 0.060 Uiso 1 1 calc R U . . .
C36 C -0.59022(10) 1.00610(13) -0.92280(6) 0.0353(4) Uani 1 1 d . . . . .
C37 C -0.59277(9) 1.01016(12) -0.87646(6) 0.0293(4) Uani 1 1 d . . . . .
H37 H -0.596897 0.952671 -0.858591 0.035 Uiso 1 1 calc R U . . .
C38 C -0.63867(11) 0.74625(17) -0.95110(8) 0.0478(5) 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 O1 1.4095(15) . ?
S1 O2 1.4044(17) . ?
S1 O3 1.5561(13) . ?
S1 C18 1.822(2) . ?
F1 C18 1.316(2) . ?
F2 C18 1.303(3) . ?
F3 C18 1.330(3) . ?
O3 C12 1.452(2) . ?
O4 C9 1.226(2) . ?
N1 C5 1.381(2) . ?
N1 C8 1.371(2) . ?
N1 C19 1.460(2) . ?
N2 C9 1.376(2) . ?
N2 C10 1.491(2) . ?
N2 C17 1.467(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.379(3) . ?
C1 C6 1.403(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.402(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.373(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.398(3) . ?
C5 C6 1.427(2) . ?
C6 C7 1.426(2) . ?
C7 C8 1.360(2) . ?
C7 C10 1.503(2) . ?
C8 C9 1.468(3) . ?
C10 C11 1.512(2) . ?
C10 C15 1.537(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.312(2) . ?
C12 C13 1.489(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.539(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.519(3) . ?
C15 H15 1.0000 . ?
C15 C16 1.537(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.533(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
S2 O5 1.4099(17) . ?
S2 O6 1.4006(16) . ?
S2 O7 1.5636(14) . ?
S2 C38 1.826(2) . ?
F4 C38 1.304(3) . ?
F5 C38 1.317(3) . ?
F6 C38 1.323(2) . ?
O7 C36 1.444(2) . ?
O8 C30 1.231(2) . ?
N3 C24 1.382(2) . ?
N3 C26 1.457(2) . ?
N3 C27 1.371(2) . ?
N4 C29 1.489(2) . ?
N4 C30 1.378(2) . ?
N4 C31 1.474(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.403(3) . ?
C20 C25 1.375(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.379(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.403(2) . ?
C23 C24 1.422(2) . ?
C23 C28 1.421(2) . ?
C24 C25 1.400(2) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.358(2) . ?
C27 C30 1.467(2) . ?
C28 C29 1.495(2) . ?
C29 C33 1.534(2) . ?
C29 C37 1.512(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.529(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.535(3) . ?
C33 H33 1.0000 . ?
C33 C34 1.520(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.531(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.487(3) . ?
C36 C37 1.313(3) . ?
C37 H37 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
O1 S1 O3 106.55(8) . . ?
O1 S1 C18 105.14(11) . . ?
O2 S1 O1 122.76(11) . . ?
O2 S1 O3 112.28(9) . . ?
O2 S1 C18 106.29(11) . . ?
O3 S1 C18 101.55(8) . . ?
C12 O3 S1 121.76(11) . . ?
C5 N1 C19 125.82(16) . . ?
C8 N1 C5 106.66(14) . . ?
C8 N1 C19 127.51(16) . . ?
C9 N2 C10 112.97(14) . . ?
C9 N2 C17 122.82(15) . . ?
C17 N2 C10 111.31(14) . . ?
C2 C1 H1 120.5 . . ?
C2 C1 C6 119.03(18) . . ?
C6 C1 H1 120.5 . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.20(19) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.61(19) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 121.1 . . ?
C3 C4 C5 117.76(18) . . ?
C5 C4 H4 121.1 . . ?
N1 C5 C4 129.00(17) . . ?
N1 C5 C6 109.35(15) . . ?
C4 C5 C6 121.64(17) . . ?
C1 C6 C5 118.76(16) . . ?
C1 C6 C7 136.14(16) . . ?
C7 C6 C5 105.08(15) . . ?
C6 C7 C10 143.10(15) . . ?
C8 C7 C6 107.48(15) . . ?
C8 C7 C10 109.25(15) . . ?
N1 C8 C9 137.26(16) . . ?
C7 C8 N1 111.41(16) . . ?
C7 C8 C9 111.33(16) . . ?
O4 C9 N2 125.45(18) . . ?
O4 C9 C8 130.10(18) . . ?
N2 C9 C8 104.40(14) . . ?
N2 C10 C7 101.19(13) . . ?
N2 C10 C11 110.37(13) . . ?
N2 C10 C15 101.60(13) . . ?
C7 C10 C11 112.08(14) . . ?
C7 C10 C15 118.98(14) . . ?
C11 C10 C15 111.32(14) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.04(15) . . ?
C12 C11 H11 119.5 . . ?
O3 C12 C13 114.23(14) . . ?
C11 C12 O3 116.59(15) . . ?
C11 C12 C13 128.48(16) . . ?
C12 C13 H13A 109.7 . . ?
C12 C13 H13B 109.7 . . ?
C12 C13 C14 110.01(15) . . ?
H13A C13 H13B 108.2 . . ?
C14 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
C13 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C15 C14 C13 112.76(15) . . ?
C15 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C10 C15 H15 108.4 . . ?
C10 C15 C16 102.83(14) . . ?
C14 C15 C10 112.48(15) . . ?
C14 C15 H15 108.4 . . ?
C14 C15 C16 115.95(16) . . ?
C16 C15 H15 108.4 . . ?
C15 C16 H16A 110.7 . . ?
C15 C16 H16B 110.7 . . ?
H16A C16 H16B 108.8 . . ?
C17 C16 C15 105.07(15) . . ?
C17 C16 H16A 110.7 . . ?
C17 C16 H16B 110.7 . . ?
N2 C17 C16 104.59(15) . . ?
N2 C17 H17A 110.8 . . ?
N2 C17 H17B 110.8 . . ?
C16 C17 H17A 110.8 . . ?
C16 C17 H17B 110.8 . . ?
H17A C17 H17B 108.9 . . ?
F1 C18 S1 108.70(14) . . ?
F1 C18 F3 108.04(17) . . ?
F2 C18 S1 111.74(15) . . ?
F2 C18 F1 110.8(2) . . ?
F2 C18 F3 107.47(18) . . ?
F3 C18 S1 110.07(17) . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O5 S2 O7 111.48(9) . . ?
O5 S2 C38 108.11(12) . . ?
O6 S2 O5 120.90(13) . . ?
O6 S2 O7 110.34(10) . . ?
O6 S2 C38 106.68(11) . . ?
O7 S2 C38 96.33(9) . . ?
C36 O7 S2 120.04(12) . . ?
C24 N3 C26 125.69(15) . . ?
C27 N3 C24 106.45(13) . . ?
C27 N3 C26 127.76(15) . . ?
C30 N4 C29 112.70(13) . . ?
C30 N4 C31 121.69(15) . . ?
C31 N4 C29 110.67(15) . . ?
C21 C20 H20 119.1 . . ?
C25 C20 H20 119.1 . . ?
C25 C20 C21 121.71(18) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 C20 121.43(18) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 120.8 . . ?
C21 C22 C23 118.45(18) . . ?
C23 C22 H22 120.8 . . ?
C22 C23 C24 119.38(16) . . ?
C22 C23 C28 135.66(16) . . ?
C28 C23 C24 104.94(14) . . ?
N3 C24 C23 109.54(14) . . ?
N3 C24 C25 128.80(16) . . ?
C25 C24 C23 121.63(17) . . ?
C20 C25 C24 117.40(18) . . ?
C20 C25 H25 121.3 . . ?
C24 C25 H25 121.3 . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 C30 137.80(15) . . ?
C28 C27 N3 111.18(15) . . ?
C28 C27 C30 110.98(15) . . ?
C23 C28 C29 142.47(15) . . ?
C27 C28 C23 107.85(15) . . ?
C27 C28 C29 109.64(14) . . ?
N4 C29 C28 101.21(13) . . ?
N4 C29 C33 101.68(14) . . ?
N4 C29 C37 112.30(14) . . ?
C28 C29 C33 117.21(14) . . ?
C28 C29 C37 111.59(13) . . ?
C37 C29 C33 111.88(14) . . ?
O8 C30 N4 125.46(17) . . ?
O8 C30 C27 129.93(17) . . ?
N4 C30 C27 104.55(14) . . ?
N4 C31 H31A 110.9 . . ?
N4 C31 H31B 110.9 . . ?
N4 C31 C32 104.33(16) . . ?
H31A C31 H31B 108.9 . . ?
C32 C31 H31A 110.9 . . ?
C32 C31 H31B 110.9 . . ?
C31 C32 H32A 110.8 . . ?
C31 C32 H32B 110.8 . . ?
C31 C32 C33 104.55(15) . . ?
H32A C32 H32B 108.9 . . ?
C33 C32 H32A 110.8 . . ?
C33 C32 H32B 110.8 . . ?
C29 C33 C32 101.81(15) . . ?
C29 C33 H33 108.3 . . ?
C32 C33 H33 108.3 . . ?
C34 C33 C29 112.17(15) . . ?
C34 C33 C32 117.40(17) . . ?
C34 C33 H33 108.3 . . ?
C33 C34 H34A 109.1 . . ?
C33 C34 H34B 109.1 . . ?
C33 C34 C35 112.62(18) . . ?
H34A C34 H34B 107.8 . . ?
C35 C34 H34A 109.1 . . ?
C35 C34 H34B 109.1 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 108.1 . . ?
C36 C35 C34 110.66(16) . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
O7 C36 C35 113.52(15) . . ?
C37 C36 O7 117.89(16) . . ?
C37 C36 C35 128.54(17) . . ?
C29 C37 H37 119.9 . . ?
C36 C37 C29 120.25(16) . . ?
C36 C37 H37 119.9 . . ?
F4 C38 S2 111.22(17) . . ?
F4 C38 F5 109.3(2) . . ?
F4 C38 F6 109.00(19) . . ?
F5 C38 S2 110.11(15) . . ?
F5 C38 F6 108.26(19) . . ?
F6 C38 S2 108.91(15) . . ?

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 O3 C12 C11 -108.02(16) . . . . ?
S1 O3 C12 C13 80.72(18) . . . . ?
O1 S1 O3 C12 -162.20(14) . . . . ?
O1 S1 C18 F1 57.68(18) . . . . ?
O1 S1 C18 F2 -64.86(19) . . . . ?
O1 S1 C18 F3 175.82(14) . . . . ?
O2 S1 O3 C12 -25.16(16) . . . . ?
O2 S1 C18 F1 -73.86(18) . . . . ?
O2 S1 C18 F2 163.61(17) . . . . ?
O2 S1 C18 F3 44.29(16) . . . . ?
O3 S1 C18 F1 168.56(15) . . . . ?
O3 S1 C18 F2 46.03(19) . . . . ?
O3 S1 C18 F3 -73.29(15) . . . . ?
O3 C12 C13 C14 -176.32(15) . . . . ?
N1 C5 C6 C1 -178.32(15) . . . . ?
N1 C5 C6 C7 0.78(18) . . . . ?
N1 C8 C9 O4 9.0(3) . . . . ?
N1 C8 C9 N2 -173.21(19) . . . . ?
N2 C10 C11 C12 131.40(17) . . . . ?
N2 C10 C15 C14 -162.67(14) . . . . ?
N2 C10 C15 C16 -37.23(16) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C1 C6 C7 C8 177.55(19) . . . . ?
C1 C6 C7 C10 3.3(4) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C2 C1 C6 C7 -178.81(19) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 N1 178.01(17) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C4 C5 C6 C7 179.44(16) . . . . ?
C5 N1 C8 C7 -0.92(19) . . . . ?
C5 N1 C8 C9 -179.84(19) . . . . ?
C5 C6 C7 C8 -1.31(18) . . . . ?
C5 C6 C7 C10 -175.5(2) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
C6 C7 C8 N1 1.42(19) . . . . ?
C6 C7 C8 C9 -179.36(14) . . . . ?
C6 C7 C10 N2 171.5(2) . . . . ?
C6 C7 C10 C11 53.9(3) . . . . ?
C6 C7 C10 C15 -78.4(3) . . . . ?
C7 C8 C9 O4 -169.90(17) . . . . ?
C7 C8 C9 N2 7.87(19) . . . . ?
C7 C10 C11 C12 -116.64(18) . . . . ?
C7 C10 C15 C14 87.45(19) . . . . ?
C7 C10 C15 C16 -147.11(15) . . . . ?
C8 N1 C5 C4 -178.49(18) . . . . ?
C8 N1 C5 C6 0.05(18) . . . . ?
C8 C7 C10 N2 -2.62(17) . . . . ?
C8 C7 C10 C11 -120.21(15) . . . . ?
C8 C7 C10 C15 107.49(17) . . . . ?
C9 N2 C10 C7 7.94(17) . . . . ?
C9 N2 C10 C11 126.77(15) . . . . ?
C9 N2 C10 C15 -115.06(15) . . . . ?
C9 N2 C17 C16 132.09(17) . . . . ?
C10 N2 C9 O4 168.16(16) . . . . ?
C10 N2 C9 C8 -9.74(18) . . . . ?
C10 N2 C17 C16 -6.50(18) . . . . ?
C10 C7 C8 N1 177.74(13) . . . . ?
C10 C7 C8 C9 -3.05(19) . . . . ?
C10 C11 C12 O3 -173.90(14) . . . . ?
C10 C11 C12 C13 -4.1(3) . . . . ?
C10 C15 C16 C17 34.53(17) . . . . ?
C11 C10 C15 C14 -45.2(2) . . . . ?
C11 C10 C15 C16 80.25(17) . . . . ?
C11 C12 C13 C14 13.7(3) . . . . ?
C12 C13 C14 C15 -39.1(2) . . . . ?
C13 C14 C15 C10 57.0(2) . . . . ?
C13 C14 C15 C16 -60.9(2) . . . . ?
C14 C15 C16 C17 157.68(15) . . . . ?
C15 C10 C11 C12 19.4(2) . . . . ?
C15 C16 C17 N2 -17.77(18) . . . . ?
C17 N2 C9 O4 30.2(3) . . . . ?
C17 N2 C9 C8 -147.74(16) . . . . ?
C17 N2 C10 C7 150.81(14) . . . . ?
C17 N2 C10 C11 -90.36(16) . . . . ?
C17 N2 C10 C15 27.81(17) . . . . ?
C18 S1 O3 C12 87.99(15) . . . . ?
C19 N1 C5 C4 0.9(3) . . . . ?
C19 N1 C5 C6 179.48(15) . . . . ?
C19 N1 C8 C7 179.66(16) . . . . ?
C19 N1 C8 C9 0.7(3) . . . . ?
S2 O7 C36 C35 -75.5(2) . . . . ?
S2 O7 C36 C37 106.79(18) . . . . ?
O5 S2 O7 C36 -29.32(18) . . . . ?
O5 S2 C38 F4 -57.71(18) . . . . ?
O5 S2 C38 F5 -179.01(15) . . . . ?
O5 S2 C38 F6 62.43(17) . . . . ?
O6 S2 O7 C36 107.94(16) . . . . ?
O6 S2 C38 F4 170.84(17) . . . . ?
O6 S2 C38 F5 49.54(18) . . . . ?
O6 S2 C38 F6 -69.02(18) . . . . ?
O7 S2 C38 F4 57.37(17) . . . . ?
O7 S2 C38 F5 -63.93(16) . . . . ?
O7 S2 C38 F6 177.51(15) . . . . ?
O7 C36 C37 C29 173.45(14) . . . . ?
N3 C24 C25 C20 176.78(16) . . . . ?
N3 C27 C28 C23 2.12(19) . . . . ?
N3 C27 C28 C29 -179.66(13) . . . . ?
N3 C27 C30 O8 6.9(3) . . . . ?
N3 C27 C30 N4 -175.67(19) . . . . ?
N4 C29 C33 C32 -39.56(16) . . . . ?
N4 C29 C33 C34 -165.92(15) . . . . ?
N4 C29 C37 C36 133.67(17) . . . . ?
N4 C31 C32 C33 -21.47(19) . . . . ?
C20 C21 C22 C23 -0.8(3) . . . . ?
C21 C20 C25 C24 0.5(3) . . . . ?
C21 C22 C23 C24 0.2(2) . . . . ?
C21 C22 C23 C28 -177.96(18) . . . . ?
C22 C23 C24 N3 -177.49(14) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C22 C23 C28 C27 176.38(18) . . . . ?
C22 C23 C28 C29 -0.9(4) . . . . ?
C23 C24 C25 C20 -1.1(2) . . . . ?
C23 C28 C29 N4 173.2(2) . . . . ?
C23 C28 C29 C33 -77.3(3) . . . . ?
C23 C28 C29 C37 53.6(3) . . . . ?
C24 N3 C27 C28 -1.36(18) . . . . ?
C24 N3 C27 C30 -178.53(19) . . . . ?
C24 C23 C28 C27 -1.97(18) . . . . ?
C24 C23 C28 C29 -179.2(2) . . . . ?
C25 C20 C21 C22 0.4(3) . . . . ?
C26 N3 C24 C23 176.78(15) . . . . ?
C26 N3 C24 C25 -1.3(3) . . . . ?
C26 N3 C27 C28 -178.00(16) . . . . ?
C26 N3 C27 C30 4.8(3) . . . . ?
C27 N3 C24 C23 0.05(18) . . . . ?
C27 N3 C24 C25 -178.02(17) . . . . ?
C27 C28 C29 N4 -4.01(17) . . . . ?
C27 C28 C29 C33 105.51(17) . . . . ?
C27 C28 C29 C37 -123.64(15) . . . . ?
C28 C23 C24 N3 1.18(17) . . . . ?
C28 C23 C24 C25 179.41(15) . . . . ?
C28 C27 C30 O8 -170.28(18) . . . . ?
C28 C27 C30 N4 7.15(19) . . . . ?
C28 C29 C33 C32 -148.80(15) . . . . ?
C28 C29 C33 C34 84.84(19) . . . . ?
C28 C29 C37 C36 -113.48(18) . . . . ?
C29 N4 C30 O8 167.61(16) . . . . ?
C29 N4 C30 C27 -9.97(18) . . . . ?
C29 N4 C31 C32 -4.13(19) . . . . ?
C29 C33 C34 C35 56.7(2) . . . . ?
C30 N4 C29 C28 8.89(18) . . . . ?
C30 N4 C29 C33 -112.25(15) . . . . ?
C30 N4 C29 C37 128.01(15) . . . . ?
C30 N4 C31 C32 131.73(17) . . . . ?
C30 C27 C28 C23 -179.91(13) . . . . ?
C30 C27 C28 C29 -1.69(19) . . . . ?
C31 N4 C29 C28 148.93(14) . . . . ?
C31 N4 C29 C33 27.79(17) . . . . ?
C31 N4 C29 C37 -91.95(17) . . . . ?
C31 N4 C30 O8 32.5(3) . . . . ?
C31 N4 C30 C27 -145.04(16) . . . . ?
C31 C32 C33 C29 38.17(18) . . . . ?
C31 C32 C33 C34 161.03(16) . . . . ?
C32 C33 C34 C35 -60.7(2) . . . . ?
C33 C29 C37 C36 20.1(2) . . . . ?
C33 C34 C35 C36 -38.4(3) . . . . ?
C34 C35 C36 O7 -164.51(17) . . . . ?
C34 C35 C36 C37 12.9(3) . . . . ?
C35 C36 C37 C29 -3.9(3) . . . . ?
C37 C29 C33 C32 80.48(17) . . . . ?
C37 C29 C33 C34 -45.9(2) . . . . ?
C38 S2 O7 C36 -141.63(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_qxb_100k_compound2_a
_audit_block_doi                 10.5517/ccdc.csd.cc26908t
_database_code_depnum_ccdc_archive 'CCDC 2034445'
loop_
_audit_author_name
_audit_author_address
'XIANGBING qi'
;National Institute of Biological Sciemces
China
;
_audit_update_record             
;
2020-09-29 deposited with the CCDC.	2024-03-08 downloaded from the CCDC.
;
_audit_creation_date             2020-07-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H17 F3 N2 O4 S'
_chemical_formula_sum            'C18 H17 F3 N2 O4 S'
_chemical_formula_weight         414.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-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                   19.42100(10)
_cell_length_b                   13.80990(10)
_cell_length_c                   27.8614(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7472.48(9)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    25757
_cell_measurement_temperature    99.9(4)
_cell_measurement_theta_max      74.7770
_cell_measurement_theta_min      3.1550
_shelx_estimated_absorpt_T_max   0.820
_shelx_estimated_absorpt_T_min   0.789
_exptl_absorpt_coefficient_mu    2.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3424
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            37509
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.917
_diffrn_reflns_theta_min         3.172
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  72.00   0.50    0.07    --    0.00  59.00-160.00  168
  2  ω   -112.00 -28.00   0.50    0.26    --  -99.75  59.00-160.00  168
  3  ω   -170.00 -87.00   0.50    0.26    --  -99.75 -59.00  58.00  166
  4  ω   -170.00 -70.00   0.50    0.26    --  -99.75-130.00-175.00  200
  5  ω    -71.00   6.00   0.50    0.07    --    0.00 -38.00  90.00  154
  6  ω     25.00 103.00   0.50    0.26    --   97.75 -30.00-180.00  156
  7  ω     49.00 104.00   0.50    0.26    --   97.75   0.00  60.00  110
  8  ω     26.00 102.00   0.50    0.26    --   97.75 -15.00-180.00  152
  9  ω    -48.00 -23.00   0.50    0.07    --    0.00   0.00  90.00   50
 10  ω     -6.00  71.00   0.50    0.07    --    0.00  38.00 -90.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0598898000
_diffrn_orient_matrix_UB_12      -0.0489250000
_diffrn_orient_matrix_UB_13      -0.0269630000
_diffrn_orient_matrix_UB_21      0.0519232000
_diffrn_orient_matrix_UB_22      0.0604827000
_diffrn_orient_matrix_UB_23      0.0291275000
_diffrn_orient_matrix_UB_31      0.0026713000
_diffrn_orient_matrix_UB_32      -0.0799513000
_diffrn_orient_matrix_UB_33      0.0385136000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6840
_reflns_number_total             7447
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     519
_refine_ls_number_reflns         7447
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0567P)²+8.4745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1334
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C33-C32 \\sim C33-C34
 with sigma of 0.02
 C31-C32 \\sim C31-C34
 with sigma of 0.02
3. Others
 Sof(H33C)=Sof(H33D)=Sof(H31C)=Sof(H31D)=Sof(C34)=Sof(H34A)=Sof(H34B)=1-FVAR(1)
 Sof(H33A)=Sof(H33B)=Sof(H31A)=Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C14(H14A,H14B), C13(H13A,H13B), C33(H33A,H33B), C33(H33C,
 H33D), C31(H31A,H31B), C31(H31C,H31D), C32(H32A,H32B), C34(H34A,H34B)
4.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C29(H29), C9(H9), C23(H23), C6(H6), C7(H7), C8(H8), C26(H26),
 C24(H24), C25(H25)
4.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C16(H16A,H16B,
 H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.64726(3) 0.36932(4) 0.53431(2) 0.03510(15) Uani 1 1 d . . . . .
S1 S 0.85963(3) 0.29643(5) 0.45396(2) 0.04101(16) Uani 1 1 d . . . . .
O8 O 0.63755(8) 0.66373(11) 0.76910(5) 0.0341(4) Uani 1 1 d . . . . .
O6 O 0.58059(8) 0.41193(11) 0.55767(6) 0.0345(4) Uani 1 1 d . . . . .
O2 O 0.81602(8) 0.36582(11) 0.42195(6) 0.0356(4) Uani 1 1 d . . . . .
O1 O 0.88741(9) 0.61670(11) 0.22001(5) 0.0385(4) Uani 1 1 d . . . . .
N4 N 0.47189(9) 0.65876(12) 0.74818(6) 0.0255(3) Uani 1 1 d . . . . .
F4 F 0.70578(10) 0.20709(13) 0.55609(7) 0.0746(6) Uani 1 1 d . . . . .
F5 F 0.66180(10) 0.28336(15) 0.61638(6) 0.0698(5) Uani 1 1 d . . . . .
O7 O 0.70563(9) 0.42710(14) 0.54441(7) 0.0501(5) Uani 1 1 d . . . . .
N3 N 0.63422(8) 0.62422(12) 0.68851(6) 0.0268(4) Uani 1 1 d . . . . .
N1 N 1.03705(9) 0.59291(12) 0.27143(6) 0.0290(4) Uani 1 1 d . . . . .
F6 F 0.59661(11) 0.20795(12) 0.56623(9) 0.0783(6) Uani 1 1 d . . . . .
N2 N 0.85619(9) 0.58798(13) 0.29881(7) 0.0312(4) Uani 1 1 d . . . . .
F3 F 0.92247(12) 0.13889(15) 0.42913(7) 0.0835(7) Uani 1 1 d . . . . .
O4 O 0.81494(11) 0.24138(15) 0.48183(8) 0.0643(6) Uani 1 1 d . . . . .
O5 O 0.63182(13) 0.34012(16) 0.48721(6) 0.0633(6) Uani 1 1 d . . . . .
C3 C 0.51784(10) 0.62484(13) 0.67576(7) 0.0215(4) Uani 1 1 d . . . . .
C2 C 0.53118(10) 0.64570(14) 0.72262(7) 0.0232(4) Uani 1 1 d . . . . .
C4 C 0.44502(10) 0.62069(13) 0.67020(7) 0.0222(4) Uani 1 1 d . . . . .
C21 C 0.96298(10) 0.57012(14) 0.33290(7) 0.0250(4) Uani 1 1 d . . . . .
C20 C 0.96950(11) 0.58781(14) 0.28501(7) 0.0264(4) Uani 1 1 d . . . . .
C11 C 0.58947(10) 0.51564(14) 0.62518(7) 0.0244(4) Uani 1 1 d . . . . .
H11 H 0.598468 0.461085 0.643716 0.029 Uiso 1 1 calc R U . . .
C1 C 0.60547(10) 0.64669(14) 0.73189(7) 0.0261(4) Uani 1 1 d . . . . .
C5 C 0.41816(10) 0.64503(13) 0.71642(7) 0.0247(4) Uani 1 1 d . . . . .
C10 C 0.58422(9) 0.61441(14) 0.64862(7) 0.0222(4) Uani 1 1 d . . . . .
C29 C 0.86499(10) 0.47138(14) 0.36476(7) 0.0254(4) Uani 1 1 d . . . . .
H29 H 0.867326 0.418021 0.344469 0.030 Uiso 1 1 calc R U . . .
C15 C 0.59596(10) 0.69498(14) 0.61169(7) 0.0272(4) Uani 1 1 d . . . . .
H15A H 0.585680 0.757161 0.626217 0.033 Uiso 1 1 calc R U . . .
H15B H 0.643956 0.695307 0.602057 0.033 Uiso 1 1 calc R U . . .
C22 C 1.03081(10) 0.56291(14) 0.35231(7) 0.0260(4) Uani 1 1 d . . . . .
O3 O 0.91750(13) 0.34261(19) 0.47360(9) 0.0781(8) Uani 1 1 d . . . . .
C9 C 0.39858(10) 0.59671(14) 0.63329(8) 0.0269(4) Uani 1 1 d . . . . .
H9 H 0.414561 0.578319 0.603173 0.032 Uiso 1 1 calc R U . . .
C12 C 0.58124(10) 0.50749(15) 0.57861(7) 0.0275(4) Uani 1 1 d . . . . .
C19 C 0.90209(12) 0.59961(14) 0.26233(7) 0.0298(4) Uani 1 1 d . . . . .
C28 C 0.88784(10) 0.56978(14) 0.34655(7) 0.0260(4) Uani 1 1 d . . . . .
C30 C 0.84199(11) 0.46038(16) 0.40868(8) 0.0303(4) Uani 1 1 d . . . . .
C23 C 1.06029(12) 0.54497(15) 0.39749(8) 0.0316(4) Uani 1 1 d . . . . .
H23 H 1.032449 0.532191 0.423903 0.038 Uiso 1 1 calc R U . . .
C27 C 1.07572(11) 0.57897(14) 0.31248(8) 0.0290(4) Uani 1 1 d . . . . .
C6 C 0.34761(11) 0.65156(15) 0.72499(9) 0.0323(5) Uani 1 1 d . . . . .
H6 H 0.330776 0.669843 0.754899 0.039 Uiso 1 1 calc R U . . .
C7 C 0.30366(11) 0.63003(16) 0.68771(10) 0.0371(5) Uani 1 1 d . . . . .
H7 H 0.256362 0.634743 0.692387 0.044 Uiso 1 1 calc R U . . .
C17 C 0.46515(13) 0.67383(15) 0.79989(7) 0.0329(5) Uani 1 1 d . . . . .
H17A H 0.509410 0.666906 0.814842 0.049 Uiso 1 1 calc R U . . .
H17B H 0.433954 0.626764 0.812935 0.049 Uiso 1 1 calc R U . . .
H17C H 0.447651 0.737721 0.805859 0.049 Uiso 1 1 calc R U . . .
F2 F 0.93721(17) 0.2573(2) 0.38129(10) 0.1393(14) Uani 1 1 d . . . . .
C8 C 0.32908(11) 0.60102(15) 0.64263(9) 0.0338(5) Uani 1 1 d . . . . .
H8 H 0.298116 0.584346 0.618545 0.041 Uiso 1 1 calc R U . . .
C14 C 0.55080(11) 0.68073(16) 0.56774(7) 0.0307(4) Uani 1 1 d . . . . .
H14A H 0.557435 0.734276 0.545687 0.037 Uiso 1 1 calc R U . . .
H14B H 0.502785 0.679864 0.577302 0.037 Uiso 1 1 calc R U . . .
C13 C 0.56885(13) 0.58546(17) 0.54261(8) 0.0347(5) Uani 1 1 d . . . . .
H13A H 0.531380 0.566672 0.521557 0.042 Uiso 1 1 calc R U . . .
H13B H 0.609786 0.594324 0.523156 0.042 Uiso 1 1 calc R U . . .
C26 C 1.14712(12) 0.58069(16) 0.31769(10) 0.0382(5) Uani 1 1 d . . . . .
H26 H 1.175774 0.592030 0.291542 0.046 Uiso 1 1 calc R U . . .
C35 C 1.06415(13) 0.60911(16) 0.22328(8) 0.0368(5) Uani 1 1 d . . . . .
H35A H 1.027108 0.606948 0.200491 0.055 Uiso 1 1 calc R U . . .
H35B H 1.097157 0.559663 0.215736 0.055 Uiso 1 1 calc R U . . .
H35C H 1.086013 0.671399 0.221927 0.055 Uiso 1 1 calc R U . . .
C24 C 1.13088(12) 0.54651(17) 0.40223(9) 0.0393(5) Uani 1 1 d . . . . .
H24 H 1.150428 0.535024 0.432166 0.047 Uiso 1 1 calc R U . . .
C36 C 0.78284(12) 0.59660(19) 0.29122(10) 0.0441(6) Uani 1 1 d . . . . .
H36A H 0.768308 0.661187 0.298952 0.066 Uiso 1 1 calc R U . . .
H36B H 0.759118 0.551253 0.311432 0.066 Uiso 1 1 calc R U . . .
H36C H 0.772353 0.583085 0.258217 0.066 Uiso 1 1 calc R U . . .
C16 C 0.70795(11) 0.62259(19) 0.68129(10) 0.0403(6) Uani 1 1 d . . . . .
H16A H 0.724862 0.687754 0.679049 0.060 Uiso 1 1 calc R U . . .
H16B H 0.718336 0.588458 0.652162 0.060 Uiso 1 1 calc R U . . .
H16C H 0.729589 0.590486 0.707871 0.060 Uiso 1 1 calc R U . . .
C33 C 0.86861(13) 0.65021(16) 0.38198(9) 0.0400(5) Uani 1 1 d D . . . .
H33A H 0.895694 0.707365 0.374703 0.048 Uiso 0.717(6) 1 calc R U P A 1
H33B H 0.820492 0.666747 0.377519 0.048 Uiso 0.717(6) 1 calc R U P A 1
H33C H 0.910086 0.666844 0.399538 0.048 Uiso 0.283(6) 1 calc R U P A 2
H33D H 0.856198 0.706633 0.363141 0.048 Uiso 0.283(6) 1 calc R U P A 2
C25 C 1.17386(12) 0.56505(17) 0.36286(10) 0.0423(6) Uani 1 1 d . . . . .
H25 H 1.221302 0.566831 0.367306 0.051 Uiso 1 1 calc R U . . .
C18 C 0.65305(15) 0.2594(2) 0.57078(10) 0.0495(6) Uani 1 1 d . . . . .
F1 F 0.8431(2) 0.1805(2) 0.38091(11) 0.1439(15) Uani 1 1 d . . . . .
C31 C 0.83301(19) 0.5352(2) 0.44624(9) 0.0566(8) Uani 1 1 d D . . . .
H31A H 0.846895 0.510077 0.477264 0.068 Uiso 0.717(6) 1 calc R U P A 1
H31B H 0.785128 0.554873 0.448140 0.068 Uiso 0.717(6) 1 calc R U P A 1
H31C H 0.875184 0.543375 0.464444 0.068 Uiso 0.283(6) 1 calc R U P A 2
H31D H 0.796366 0.517144 0.468128 0.068 Uiso 0.283(6) 1 calc R U P A 2
C37 C 0.8913(2) 0.2123(3) 0.40761(12) 0.0719(11) Uani 1 1 d . . . . .
C32 C 0.8796(2) 0.6241(2) 0.43181(12) 0.0406(9) Uani 0.717(6) 1 d D . P A 1
H32A H 0.868718 0.678952 0.452183 0.049 Uiso 0.717(6) 1 calc R U P A 1
H32B H 0.927631 0.607624 0.436691 0.049 Uiso 0.717(6) 1 calc R U P A 1
C34 C 0.8134(4) 0.6357(5) 0.4178(3) 0.032(2) Uani 0.283(6) 1 d D . P A 2
H34A H 0.769003 0.629646 0.402108 0.038 Uiso 0.283(6) 1 calc R U P A 2
H34B H 0.811568 0.689749 0.439986 0.038 Uiso 0.283(6) 1 calc R 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
S2 O6 1.5641(16) . ?
S2 O7 1.414(2) . ?
S2 O5 1.4051(18) . ?
S2 C18 1.830(3) . ?
S1 O2 1.5591(15) . ?
S1 O4 1.3909(19) . ?
S1 O3 1.403(2) . ?
S1 C37 1.843(3) . ?
O8 C1 1.232(2) . ?
O6 C12 1.443(2) . ?
O2 C30 1.448(3) . ?
O1 C19 1.236(3) . ?
N4 C2 1.366(3) . ?
N4 C5 1.381(3) . ?
N4 C17 1.462(2) . ?
F4 C18 1.318(3) . ?
F5 C18 1.324(3) . ?
N3 C1 1.367(3) . ?
N3 C10 1.482(2) . ?
N3 C16 1.446(3) . ?
N1 C20 1.367(3) . ?
N1 C27 1.382(3) . ?
N1 C35 1.458(3) . ?
F6 C18 1.312(4) . ?
N2 C19 1.361(3) . ?
N2 C28 1.486(3) . ?
N2 C36 1.445(3) . ?
F3 C37 1.324(3) . ?
C3 C2 1.362(3) . ?
C3 C4 1.424(3) . ?
C3 C10 1.502(3) . ?
C2 C1 1.466(3) . ?
C4 C5 1.430(3) . ?
C4 C9 1.407(3) . ?
C21 C20 1.362(3) . ?
C21 C22 1.428(3) . ?
C21 C28 1.508(3) . ?
C20 C19 1.463(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.516(3) . ?
C11 C12 1.312(3) . ?
C5 C6 1.394(3) . ?
C10 C15 1.532(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.517(3) . ?
C29 C30 1.311(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.519(3) . ?
C22 C23 1.405(3) . ?
C22 C27 1.429(3) . ?
C9 H9 0.9300 . ?
C9 C8 1.376(3) . ?
C12 C13 1.491(3) . ?
C28 C33 1.532(3) . ?
C30 C31 1.481(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.377(3) . ?
C27 C26 1.395(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.408(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
F2 C37 1.311(4) . ?
C8 H8 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C13 1.531(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C26 H26 0.9300 . ?
C26 C25 1.378(4) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C25 1.402(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C33 H33D 0.9700 . ?
C33 C32 1.450(4) . ?
C33 C34 1.479(7) . ?
C25 H25 0.9300 . ?
F1 C37 1.273(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C31 H31D 0.9700 . ?
C31 C32 1.576(5) . ?
C31 C34 1.642(8) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?

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
O6 S2 C18 97.58(11) . . ?
O7 S2 O6 111.61(10) . . ?
O7 S2 C18 107.95(13) . . ?
O5 S2 O6 108.66(12) . . ?
O5 S2 O7 121.25(14) . . ?
O5 S2 C18 107.06(14) . . ?
O2 S1 C37 99.68(12) . . ?
O4 S1 O2 108.44(11) . . ?
O4 S1 O3 122.04(15) . . ?
O4 S1 C37 104.75(16) . . ?
O3 S1 O2 112.26(12) . . ?
O3 S1 C37 107.0(2) . . ?
C12 O6 S2 120.34(13) . . ?
C30 O2 S1 120.74(14) . . ?
C2 N4 C5 106.54(16) . . ?
C2 N4 C17 127.47(18) . . ?
C5 N4 C17 125.68(18) . . ?
C1 N3 C10 114.60(16) . . ?
C1 N3 C16 122.07(18) . . ?
C16 N3 C10 122.88(18) . . ?
C20 N1 C27 106.57(17) . . ?
C20 N1 C35 127.50(19) . . ?
C27 N1 C35 125.93(19) . . ?
C19 N2 C28 114.65(17) . . ?
C19 N2 C36 121.76(19) . . ?
C36 N2 C28 123.55(19) . . ?
C2 C3 C4 107.56(17) . . ?
C2 C3 C10 109.86(16) . . ?
C4 C3 C10 142.58(18) . . ?
N4 C2 C1 137.45(18) . . ?
C3 C2 N4 111.56(17) . . ?
C3 C2 C1 110.99(17) . . ?
C3 C4 C5 104.77(17) . . ?
C9 C4 C3 136.50(19) . . ?
C9 C4 C5 118.67(18) . . ?
C20 C21 C22 107.33(18) . . ?
C20 C21 C28 109.72(18) . . ?
C22 C21 C28 142.87(18) . . ?
N1 C20 C19 137.18(19) . . ?
C21 C20 N1 111.69(19) . . ?
C21 C20 C19 111.09(18) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C12 C11 C10 119.67(18) . . ?
O8 C1 N3 125.50(19) . . ?
O8 C1 C2 130.4(2) . . ?
N3 C1 C2 104.13(16) . . ?
N4 C5 C4 109.50(16) . . ?
N4 C5 C6 128.62(19) . . ?
C6 C5 C4 121.89(19) . . ?
N3 C10 C3 100.14(15) . . ?
N3 C10 C11 111.18(15) . . ?
N3 C10 C15 109.85(16) . . ?
C3 C10 C11 111.16(15) . . ?
C3 C10 C15 113.34(15) . . ?
C11 C10 C15 110.75(16) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C30 C29 C28 121.04(19) . . ?
C10 C15 H15A 109.4 . . ?
C10 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C14 C15 C10 111.17(16) . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
C21 C22 C27 104.96(18) . . ?
C23 C22 C21 136.70(19) . . ?
C23 C22 C27 118.34(19) . . ?
C4 C9 H9 120.6 . . ?
C8 C9 C4 118.7(2) . . ?
C8 C9 H9 120.6 . . ?
O6 C12 C13 112.78(17) . . ?
C11 C12 O6 118.63(19) . . ?
C11 C12 C13 128.53(19) . . ?
O1 C19 N2 125.7(2) . . ?
O1 C19 C20 129.8(2) . . ?
N2 C19 C20 104.50(17) . . ?
N2 C28 C21 100.03(16) . . ?
N2 C28 C29 109.26(16) . . ?
N2 C28 C33 110.68(18) . . ?
C21 C28 C29 111.73(16) . . ?
C21 C28 C33 113.34(17) . . ?
C29 C28 C33 111.25(17) . . ?
O2 C30 C31 114.09(19) . . ?
C29 C30 O2 117.48(19) . . ?
C29 C30 C31 128.2(2) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.3(2) . . ?
C24 C23 H23 120.4 . . ?
N1 C27 C22 109.45(18) . . ?
N1 C27 C26 128.6(2) . . ?
C26 C27 C22 121.9(2) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 C5 117.8(2) . . ?
C7 C6 H6 121.1 . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.1(2) . . ?
C8 C7 H7 119.4 . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
C15 C14 C13 110.36(18) . . ?
H14A C14 H14B 108.1 . . ?
C13 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
C12 C13 C14 110.48(17) . . ?
C12 C13 H13A 109.6 . . ?
C12 C13 H13B 109.6 . . ?
C14 C13 H13A 109.6 . . ?
C14 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
C27 C26 H26 121.1 . . ?
C25 C26 C27 117.8(2) . . ?
C25 C26 H26 121.1 . . ?
N1 C35 H35A 109.5 . . ?
N1 C35 H35B 109.5 . . ?
N1 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.4(2) . . ?
C25 C24 H24 119.3 . . ?
N2 C36 H36A 109.5 . . ?
N2 C36 H36B 109.5 . . ?
N2 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C28 C33 H33A 108.8 . . ?
C28 C33 H33B 108.8 . . ?
C28 C33 H33C 107.1 . . ?
C28 C33 H33D 107.1 . . ?
H33A C33 H33B 107.7 . . ?
H33C C33 H33D 106.8 . . ?
C32 C33 C28 113.6(2) . . ?
C32 C33 H33A 108.8 . . ?
C32 C33 H33B 108.8 . . ?
C34 C33 C28 120.9(3) . . ?
C34 C33 H33C 107.1 . . ?
C34 C33 H33D 107.1 . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
F4 C18 S2 109.26(18) . . ?
F4 C18 F5 109.6(2) . . ?
F5 C18 S2 109.5(2) . . ?
F6 C18 S2 110.1(2) . . ?
F6 C18 F4 108.8(3) . . ?
F6 C18 F5 109.6(2) . . ?
C30 C31 H31A 110.3 . . ?
C30 C31 H31B 110.3 . . ?
C30 C31 H31C 110.5 . . ?
C30 C31 H31D 110.5 . . ?
C30 C31 C32 107.2(2) . . ?
C30 C31 C34 106.0(3) . . ?
H31A C31 H31B 108.5 . . ?
H31C C31 H31D 108.7 . . ?
C32 C31 H31A 110.3 . . ?
C32 C31 H31B 110.3 . . ?
C34 C31 H31C 110.5 . . ?
C34 C31 H31D 110.5 . . ?
F3 C37 S1 108.6(2) . . ?
F2 C37 S1 108.6(3) . . ?
F2 C37 F3 107.8(3) . . ?
F1 C37 S1 112.4(3) . . ?
F1 C37 F3 109.7(4) . . ?
F1 C37 F2 109.6(3) . . ?
C33 C32 C31 110.7(3) . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
C33 C34 C31 105.8(4) . . ?
C33 C34 H34A 110.6 . . ?
C33 C34 H34B 110.6 . . ?
C31 C34 H34A 110.6 . . ?
C31 C34 H34B 110.6 . . ?
H34A C34 H34B 108.7 . . ?

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
S2 O6 C12 C11 -97.7(2) . . . . ?
S2 O6 C12 C13 84.9(2) . . . . ?
S1 O2 C30 C29 104.0(2) . . . . ?
S1 O2 C30 C31 -81.2(2) . . . . ?
O6 S2 C18 F4 177.5(2) . . . . ?
O6 S2 C18 F5 -62.5(2) . . . . ?
O6 S2 C18 F6 58.0(2) . . . . ?
O6 C12 C13 C14 164.76(17) . . . . ?
O2 S1 C37 F3 -171.5(3) . . . . ?
O2 S1 C37 F2 71.6(3) . . . . ?
O2 S1 C37 F1 -50.0(3) . . . . ?
O2 C30 C31 C32 166.0(2) . . . . ?
O2 C30 C31 C34 -142.0(3) . . . . ?
N4 C2 C1 O8 -2.2(4) . . . . ?
N4 C2 C1 N3 178.2(2) . . . . ?
N4 C5 C6 C7 -176.99(19) . . . . ?
O7 S2 O6 C12 10.32(19) . . . . ?
O7 S2 C18 F4 -66.8(2) . . . . ?
O7 S2 C18 F5 53.2(2) . . . . ?
O7 S2 C18 F6 173.71(18) . . . . ?
N3 C10 C15 C14 173.84(16) . . . . ?
N1 C20 C19 O1 2.4(4) . . . . ?
N1 C20 C19 N2 -177.3(2) . . . . ?
N1 C27 C26 C25 179.7(2) . . . . ?
N2 C28 C33 C32 162.6(2) . . . . ?
N2 C28 C33 C34 100.5(4) . . . . ?
O4 S1 O2 C30 147.98(18) . . . . ?
O4 S1 C37 F3 -59.4(3) . . . . ?
O4 S1 C37 F2 -176.3(3) . . . . ?
O4 S1 C37 F1 62.2(3) . . . . ?
O5 S2 O6 C12 -125.96(18) . . . . ?
O5 S2 C18 F4 65.2(3) . . . . ?
O5 S2 C18 F5 -174.8(2) . . . . ?
O5 S2 C18 F6 -54.2(2) . . . . ?
C3 C2 C1 O8 178.8(2) . . . . ?
C3 C2 C1 N3 -0.8(2) . . . . ?
C3 C4 C5 N4 -2.4(2) . . . . ?
C3 C4 C5 C6 178.01(18) . . . . ?
C3 C4 C9 C8 179.3(2) . . . . ?
C3 C10 C15 C14 -75.1(2) . . . . ?
C2 N4 C5 C4 1.3(2) . . . . ?
C2 N4 C5 C6 -179.2(2) . . . . ?
C2 C3 C4 C5 2.6(2) . . . . ?
C2 C3 C4 C9 -174.7(2) . . . . ?
C2 C3 C10 N3 4.7(2) . . . . ?
C2 C3 C10 C11 122.25(18) . . . . ?
C2 C3 C10 C15 -112.25(18) . . . . ?
C4 C3 C2 N4 -2.0(2) . . . . ?
C4 C3 C2 C1 177.27(16) . . . . ?
C4 C3 C10 N3 -175.2(2) . . . . ?
C4 C3 C10 C11 -57.7(3) . . . . ?
C4 C3 C10 C15 67.8(3) . . . . ?
C4 C5 C6 C7 2.5(3) . . . . ?
C4 C9 C8 C7 1.0(3) . . . . ?
C21 C20 C19 O1 179.6(2) . . . . ?
C21 C20 C19 N2 -0.1(2) . . . . ?
C21 C22 C23 C24 -178.2(2) . . . . ?
C21 C22 C27 N1 -1.2(2) . . . . ?
C21 C22 C27 C26 177.84(19) . . . . ?
C21 C28 C33 C32 -86.0(3) . . . . ?
C21 C28 C33 C34 -148.1(4) . . . . ?
C20 N1 C27 C22 1.2(2) . . . . ?
C20 N1 C27 C26 -177.8(2) . . . . ?
C20 C21 C22 C23 -179.0(2) . . . . ?
C20 C21 C22 C27 0.8(2) . . . . ?
C20 C21 C28 N2 1.0(2) . . . . ?
C20 C21 C28 C29 116.53(19) . . . . ?
C20 C21 C28 C33 -116.8(2) . . . . ?
C11 C10 C15 C14 50.6(2) . . . . ?
C11 C12 C13 C14 -12.3(3) . . . . ?
C1 N3 C10 C3 -5.5(2) . . . . ?
C1 N3 C10 C11 -123.04(18) . . . . ?
C1 N3 C10 C15 114.01(19) . . . . ?
C5 N4 C2 C3 0.4(2) . . . . ?
C5 N4 C2 C1 -178.5(2) . . . . ?
C5 C4 C9 C8 2.3(3) . . . . ?
C5 C6 C7 C8 0.9(3) . . . . ?
C10 N3 C1 O8 -175.52(19) . . . . ?
C10 N3 C1 C2 4.1(2) . . . . ?
C10 C3 C2 N4 178.07(15) . . . . ?
C10 C3 C2 C1 -2.7(2) . . . . ?
C10 C3 C4 C5 -177.4(2) . . . . ?
C10 C3 C4 C9 5.3(4) . . . . ?
C10 C11 C12 O6 -174.77(16) . . . . ?
C10 C11 C12 C13 2.2(3) . . . . ?
C10 C15 C14 C13 -62.1(2) . . . . ?
C29 C28 C33 C32 40.9(3) . . . . ?
C29 C28 C33 C34 -21.2(5) . . . . ?
C29 C30 C31 C32 -19.8(4) . . . . ?
C29 C30 C31 C34 32.1(4) . . . . ?
C15 C14 C13 C12 40.9(2) . . . . ?
C22 C21 C20 N1 -0.1(2) . . . . ?
C22 C21 C20 C19 -178.07(16) . . . . ?
C22 C21 C28 N2 177.0(3) . . . . ?
C22 C21 C28 C29 -67.5(3) . . . . ?
C22 C21 C28 C33 59.1(3) . . . . ?
C22 C23 C24 C25 -0.4(3) . . . . ?
C22 C27 C26 C25 0.8(3) . . . . ?
O3 S1 O2 C30 10.2(2) . . . . ?
O3 S1 C37 F3 71.5(3) . . . . ?
O3 S1 C37 F2 -45.5(3) . . . . ?
O3 S1 C37 F1 -167.0(3) . . . . ?
C9 C4 C5 N4 175.43(16) . . . . ?
C9 C4 C5 C6 -4.1(3) . . . . ?
C12 C11 C10 N3 -143.39(19) . . . . ?
C12 C11 C10 C3 106.0(2) . . . . ?
C12 C11 C10 C15 -21.0(2) . . . . ?
C19 N2 C28 C21 -1.1(2) . . . . ?
C19 N2 C28 C29 -118.50(19) . . . . ?
C19 N2 C28 C33 118.7(2) . . . . ?
C28 N2 C19 O1 -178.92(19) . . . . ?
C28 N2 C19 C20 0.8(2) . . . . ?
C28 C21 C20 N1 177.36(16) . . . . ?
C28 C21 C20 C19 -0.6(2) . . . . ?
C28 C21 C22 C23 5.0(5) . . . . ?
C28 C21 C22 C27 -175.2(2) . . . . ?
C28 C29 C30 O2 175.09(17) . . . . ?
C28 C29 C30 C31 1.1(4) . . . . ?
C28 C33 C32 C31 -62.1(3) . . . . ?
C28 C33 C34 C31 53.0(6) . . . . ?
C30 C29 C28 N2 -132.2(2) . . . . ?
C30 C29 C28 C21 118.0(2) . . . . ?
C30 C29 C28 C33 -9.7(3) . . . . ?
C30 C31 C32 C33 48.7(3) . . . . ?
C30 C31 C34 C33 -54.1(5) . . . . ?
C23 C22 C27 N1 178.62(17) . . . . ?
C23 C22 C27 C26 -2.3(3) . . . . ?
C23 C24 C25 C26 -1.2(4) . . . . ?
C27 N1 C20 C21 -0.7(2) . . . . ?
C27 N1 C20 C19 176.6(2) . . . . ?
C27 C22 C23 C24 2.1(3) . . . . ?
C27 C26 C25 C24 1.0(3) . . . . ?
C6 C7 C8 C9 -2.7(3) . . . . ?
C17 N4 C2 C3 174.34(18) . . . . ?
C17 N4 C2 C1 -4.6(4) . . . . ?
C17 N4 C5 C4 -172.74(17) . . . . ?
C17 N4 C5 C6 6.8(3) . . . . ?
C35 N1 C20 C21 178.92(19) . . . . ?
C35 N1 C20 C19 -3.8(4) . . . . ?
C35 N1 C27 C22 -178.43(18) . . . . ?
C35 N1 C27 C26 2.6(3) . . . . ?
C36 N2 C19 O1 -1.1(3) . . . . ?
C36 N2 C19 C20 178.58(19) . . . . ?
C36 N2 C28 C21 -178.9(2) . . . . ?
C36 N2 C28 C29 63.8(3) . . . . ?
C36 N2 C28 C33 -59.1(3) . . . . ?
C16 N3 C1 O8 -3.0(3) . . . . ?
C16 N3 C1 C2 176.62(19) . . . . ?
C16 N3 C10 C3 -177.90(19) . . . . ?
C16 N3 C10 C11 64.5(2) . . . . ?
C16 N3 C10 C15 -58.4(2) . . . . ?
C18 S2 O6 C12 123.09(18) . . . . ?
C37 S1 O2 C30 -102.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.193
_oxdiff_exptl_absorpt_empirical_full_min 0.624
