# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

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

data_mo_181022a_0m
_audit_block_doi                 10.5517/ccdc.csd.cc217c0p
_database_code_depnum_ccdc_archive 'CCDC 1883901'
loop_
_audit_author_name
_audit_author_address
'Huaibin Yu'
;Huazhong Univwesity of Science and Techonlogy
China
;
_audit_update_record             
;
2018-12-08 deposited with the CCDC.	2021-01-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C23 H21 N O3 S2 '
_chemical_formula_sum            'C23 H21 N O3 S2'
_chemical_formula_weight         423.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   8.2878(17)
_cell_length_b                   21.266(4)
_cell_length_c                   11.819(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.442(5)
_cell_angle_gamma                90
_cell_volume                     2048.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    1586
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      19.34

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.285
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10005
_diffrn_reflns_av_unetI/netI     0.0665
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.915
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             3510
_reflns_number_gt                2133
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0348P)²+0.9865P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3510
_refine_ls_number_parameters     266
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1085
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1162
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.79974(13) 0.18950(4) 0.34663(8) 0.0578(3) Uani 1 1 d . . . . .
S1 S 1.03283(12) 0.33782(5) 0.36362(8) 0.0545(3) Uani 1 1 d . . . . .
N1 N 0.8811(3) 0.30602(12) 0.2729(2) 0.0481(7) Uani 1 1 d . . . . .
O1 O 1.1616(3) 0.29283(13) 0.3771(2) 0.0740(8) Uani 1 1 d . . . . .
O3 O 0.3400(3) 0.44414(12) 0.0668(2) 0.0698(8) Uani 1 1 d . . . . .
C17 C 0.7406(4) 0.34316(14) 0.2246(3) 0.0408(8) Uani 1 1 d . . . . .
C20 C 0.4665(4) 0.40945(15) 0.1231(3) 0.0483(9) Uani 1 1 d . . . . .
O2 O 1.0551(3) 0.39916(11) 0.3208(2) 0.0707(8) Uani 1 1 d . . . . .
C5 C 0.9650(4) 0.34716(16) 0.4943(3) 0.0457(9) Uani 1 1 d . . . . .
C22 C 0.6012(4) 0.34289(15) 0.2718(3) 0.0476(9) Uani 1 1 d . . . . .
H22 H 0.5996 0.3201 0.3387 0.057 Uiso 1 1 calc R U . . .
C18 C 0.7409(4) 0.37734(16) 0.1259(3) 0.0525(10) Uani 1 1 d . . . . .
H18 H 0.8347 0.3779 0.0931 0.063 Uiso 1 1 calc R U . . .
C21 C 0.4637(4) 0.37574(15) 0.2219(3) 0.0508(9) Uani 1 1 d . . . . .
H21 H 0.3698 0.3751 0.2546 0.061 Uiso 1 1 calc R U . . .
C9 C 0.9155(4) 0.21220(16) 0.1592(3) 0.0462(9) Uani 1 1 d . . . . .
C11 C 0.8203(4) 0.12678(15) 0.2577(3) 0.0502(9) Uani 1 1 d . . . . .
C10 C 0.8816(4) 0.14545(16) 0.1605(3) 0.0488(9) Uani 1 1 d . . . . .
C6 C 0.9629(4) 0.29673(16) 0.5679(3) 0.0554(10) Uani 1 1 d . . . . .
H6 H 0.9995 0.2574 0.5494 0.067 Uiso 1 1 calc R U . . .
C19 C 0.6065(5) 0.41041(17) 0.0754(3) 0.0557(10) Uani 1 1 d . . . . .
H19 H 0.6091 0.4336 0.0090 0.067 Uiso 1 1 calc R U . . .
C8 C 0.8754(4) 0.24034(15) 0.2521(3) 0.0459(9) Uani 1 1 d . . . . .
C4 C 0.9147(5) 0.40550(17) 0.5234(3) 0.0580(10) Uani 1 1 d . . . . .
H4 H 0.9171 0.4396 0.4744 0.070 Uiso 1 1 calc R U . . .
C12 C 0.7820(5) 0.06490(17) 0.2741(3) 0.0641(11) Uani 1 1 d . . . . .
H12 H 0.7429 0.0528 0.3398 0.077 Uiso 1 1 calc R U . . .
C7 C 0.9058(5) 0.30581(18) 0.6689(3) 0.0601(10) Uani 1 1 d . . . . .
H7 H 0.9017 0.2717 0.7176 0.072 Uiso 1 1 calc R U . . .
C2 C 0.8549(5) 0.36315(19) 0.6999(3) 0.0581(10) Uani 1 1 d . . . . .
C15 C 0.9033(5) 0.10012(18) 0.0796(3) 0.0611(10) Uani 1 1 d . . . . .
H15 H 0.9454 0.1113 0.0146 0.073 Uiso 1 1 calc R U . . .
C13 C 0.8023(5) 0.02135(18) 0.1923(4) 0.0744(13) Uani 1 1 d . . . . .
H13 H 0.7753 -0.0205 0.2018 0.089 Uiso 1 1 calc R U . . .
C1 C 0.7983(5) 0.3719(2) 0.8139(3) 0.0881(14) Uani 1 1 d . . . . .
H1A H 0.7393 0.3352 0.8306 0.132 Uiso 1 1 calc R U . . .
H1B H 0.7278 0.4080 0.8095 0.132 Uiso 1 1 calc R U . . .
H1C H 0.8919 0.3781 0.8738 0.132 Uiso 1 1 calc R U . . .
C3 C 0.8604(5) 0.41300(18) 0.6267(3) 0.0676(11) Uani 1 1 d . . . . .
H3 H 0.8270 0.4525 0.6469 0.081 Uiso 1 1 calc R U . . .
C16 C 0.9864(4) 0.24380(17) 0.0690(3) 0.0627(11) Uani 1 1 d . . . . .
H16A H 0.9039 0.2482 0.0011 0.094 Uiso 1 1 calc R U . . .
H16B H 1.0758 0.2192 0.0514 0.094 Uiso 1 1 calc R U . . .
H16C H 1.0258 0.2846 0.0955 0.094 Uiso 1 1 calc R U . . .
C14 C 0.8624(5) 0.03939(19) 0.0965(4) 0.0712(12) Uani 1 1 d . . . . .
H14 H 0.8755 0.0093 0.0418 0.085 Uiso 1 1 calc R U . . .
C23 C 0.1903(5) 0.4423(2) 0.1050(4) 0.1024(17) Uani 1 1 d . . . . .
H23A H 0.1509 0.3998 0.1025 0.154 Uiso 1 1 calc R U . . .
H23B H 0.1119 0.4682 0.0563 0.154 Uiso 1 1 calc R U . . .
H23C H 0.2050 0.4576 0.1826 0.154 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
S2 C11 1.725(3) . ?
S2 C8 1.751(3) . ?
S1 O1 1.420(3) . ?
S1 O2 1.423(2) . ?
S1 N1 1.643(3) . ?
S1 C5 1.748(3) . ?
N1 C8 1.418(4) . ?
N1 C17 1.436(4) . ?
O3 C20 1.354(4) . ?
O3 C23 1.397(4) . ?
C17 C22 1.371(4) . ?
C17 C18 1.375(4) . ?
C20 C21 1.374(4) . ?
C20 C19 1.379(4) . ?
C5 C4 1.372(4) . ?
C5 C6 1.383(5) . ?
C22 C21 1.375(4) . ?
C22 H22 0.9300 . ?
C18 C19 1.360(5) . ?
C18 H18 0.9300 . ?
C21 H21 0.9300 . ?
C9 C8 1.343(4) . ?
C9 C10 1.448(4) . ?
C9 C16 1.470(4) . ?
C11 C12 1.376(5) . ?
C11 C10 1.396(5) . ?
C10 C15 1.392(4) . ?
C6 C7 1.376(5) . ?
C6 H6 0.9300 . ?
C19 H19 0.9300 . ?
C4 C3 1.384(5) . ?
C4 H4 0.9300 . ?
C12 C13 1.371(5) . ?
C12 H12 0.9300 . ?
C7 C2 1.362(5) . ?
C7 H7 0.9300 . ?
C2 C3 1.375(5) . ?
C2 C1 1.516(5) . ?
C15 C14 1.359(5) . ?
C15 H15 0.9300 . ?
C13 C14 1.372(5) . ?
C13 H13 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C3 H3 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C14 H14 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
C11 S2 C8 90.13(17) . . ?
O1 S1 O2 120.92(16) . . ?
O1 S1 N1 105.44(15) . . ?
O2 S1 N1 106.17(15) . . ?
O1 S1 C5 109.46(17) . . ?
O2 S1 C5 107.05(16) . . ?
N1 S1 C5 107.01(15) . . ?
C8 N1 C17 118.3(3) . . ?
C8 N1 S1 121.1(2) . . ?
C17 N1 S1 120.1(2) . . ?
C20 O3 C23 118.7(3) . . ?
C22 C17 C18 118.6(3) . . ?
C22 C17 N1 121.2(3) . . ?
C18 C17 N1 120.2(3) . . ?
O3 C20 C21 124.8(3) . . ?
O3 C20 C19 115.2(3) . . ?
C21 C20 C19 120.0(3) . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 S1 119.0(3) . . ?
C6 C5 S1 120.7(3) . . ?
C17 C22 C21 121.1(3) . . ?
C17 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C19 C18 C17 121.3(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C21 C22 119.3(3) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C8 C9 C10 110.6(3) . . ?
C8 C9 C16 125.4(3) . . ?
C10 C9 C16 124.0(3) . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 S2 127.1(3) . . ?
C10 C11 S2 111.9(3) . . ?
C15 C10 C11 118.7(3) . . ?
C15 C10 C9 128.5(4) . . ?
C11 C10 C9 112.8(3) . . ?
C7 C6 C5 118.8(3) . . ?
C7 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C18 C19 C20 119.7(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C9 C8 N1 125.1(3) . . ?
C9 C8 S2 114.6(3) . . ?
N1 C8 S2 120.1(2) . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C13 C12 C11 119.1(4) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C2 C7 C6 122.1(3) . . ?
C2 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C7 C2 C3 118.3(4) . . ?
C7 C2 C1 120.7(4) . . ?
C3 C2 C1 121.0(4) . . ?
C14 C15 C10 119.3(4) . . ?
C14 C15 H15 120.3 . . ?
C10 C15 H15 120.3 . . ?
C12 C13 C14 120.2(4) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C3 C4 121.3(4) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C9 C16 H16A 109.5 . . ?
C9 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C9 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C14 C13 121.7(4) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
O1 S1 N1 C8 18.9(3) . . . . ?
O2 S1 N1 C8 148.3(3) . . . . ?
C5 S1 N1 C8 -97.6(3) . . . . ?
O1 S1 N1 C17 -169.3(2) . . . . ?
O2 S1 N1 C17 -39.9(3) . . . . ?
C5 S1 N1 C17 74.2(3) . . . . ?
C8 N1 C17 C22 76.0(4) . . . . ?
S1 N1 C17 C22 -96.1(3) . . . . ?
C8 N1 C17 C18 -100.6(4) . . . . ?
S1 N1 C17 C18 87.3(3) . . . . ?
C23 O3 C20 C21 -5.4(5) . . . . ?
C23 O3 C20 C19 175.8(4) . . . . ?
O1 S1 C5 C4 145.0(3) . . . . ?
O2 S1 C5 C4 12.3(3) . . . . ?
N1 S1 C5 C4 -101.2(3) . . . . ?
O1 S1 C5 C6 -34.6(3) . . . . ?
O2 S1 C5 C6 -167.3(3) . . . . ?
N1 S1 C5 C6 79.2(3) . . . . ?
C18 C17 C22 C21 0.3(5) . . . . ?
N1 C17 C22 C21 -176.4(3) . . . . ?
C22 C17 C18 C19 0.0(5) . . . . ?
N1 C17 C18 C19 176.7(3) . . . . ?
O3 C20 C21 C22 -179.2(3) . . . . ?
C19 C20 C21 C22 -0.4(5) . . . . ?
C17 C22 C21 C20 -0.1(5) . . . . ?
C8 S2 C11 C12 -179.7(3) . . . . ?
C8 S2 C11 C10 -0.4(3) . . . . ?
C12 C11 C10 C15 0.1(5) . . . . ?
S2 C11 C10 C15 -179.3(3) . . . . ?
C12 C11 C10 C9 -179.5(3) . . . . ?
S2 C11 C10 C9 1.1(4) . . . . ?
C8 C9 C10 C15 178.9(3) . . . . ?
C16 C9 C10 C15 -1.9(6) . . . . ?
C8 C9 C10 C11 -1.4(4) . . . . ?
C16 C9 C10 C11 177.7(3) . . . . ?
C4 C5 C6 C7 1.6(5) . . . . ?
S1 C5 C6 C7 -178.8(3) . . . . ?
C17 C18 C19 C20 -0.5(5) . . . . ?
O3 C20 C19 C18 179.6(3) . . . . ?
C21 C20 C19 C18 0.7(5) . . . . ?
C10 C9 C8 N1 -174.8(3) . . . . ?
C16 C9 C8 N1 6.0(6) . . . . ?
C10 C9 C8 S2 1.2(4) . . . . ?
C16 C9 C8 S2 -178.0(3) . . . . ?
C17 N1 C8 C9 86.0(4) . . . . ?
S1 N1 C8 C9 -102.0(4) . . . . ?
C17 N1 C8 S2 -89.8(3) . . . . ?
S1 N1 C8 S2 82.2(3) . . . . ?
C11 S2 C8 C9 -0.5(3) . . . . ?
C11 S2 C8 N1 175.7(3) . . . . ?
C6 C5 C4 C3 -0.7(5) . . . . ?
S1 C5 C4 C3 179.8(3) . . . . ?
C10 C11 C12 C13 -1.1(6) . . . . ?
S2 C11 C12 C13 178.2(3) . . . . ?
C5 C6 C7 C2 -1.6(6) . . . . ?
C6 C7 C2 C3 0.5(6) . . . . ?
C6 C7 C2 C1 -177.8(4) . . . . ?
C11 C10 C15 C14 0.9(5) . . . . ?
C9 C10 C15 C14 -179.5(4) . . . . ?
C11 C12 C13 C14 1.0(6) . . . . ?
C7 C2 C3 C4 0.6(6) . . . . ?
C1 C2 C3 C4 178.9(4) . . . . ?
C5 C4 C3 C2 -0.5(6) . . . . ?
C10 C15 C14 C13 -0.9(6) . . . . ?
C12 C13 C14 C15 0.0(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C23 H23C O2 0.96 2.55 3.104(5) 117.0 1_455
C12 H12 O3 0.93 2.66 3.410(5) 138.4 4_666
C6 H6 S2 0.93 3.02 3.548(4) 117.5 .
C23 H23C O2 0.96 2.55 3.104(5) 117.0 1_455
C12 H12 O3 0.93 2.66 3.410(5) 138.4 4_666
C6 H6 S2 0.93 3.02 3.548(4) 117.5 .
C6 H6 S2 0.93 3.02 3.548(4) 117.5 .
C12 H12 O3 0.93 2.66 3.410(5) 138.4 4_666
C23 H23C O2 0.96 2.55 3.104(5) 117.0 1_455

_refine_diff_density_max         0.226
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_t
_audit_block_doi                 10.5517/ccdc.csd.cc217c2r
_database_code_depnum_ccdc_archive 'CCDC 1883903'
loop_
_audit_author_name
_audit_author_address
'Huaibin Yu'
;Huazhong Univwesity of Science and Techonlogy
China
;
_audit_update_record             
;
2018-12-08 deposited with the CCDC.	2021-01-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-05
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261) 
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H21 N O3 S2'
_chemical_formula_sum            'C21 H21 N O3 S2'
_chemical_formula_weight         399.51
_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'
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                   12.583(3)
_cell_length_b                   13.374(3)
_cell_length_c                   11.959(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.369(4)
_cell_angle_gamma                90
_cell_volume                     1991.0(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3561
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      22.90
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
SADABS-2008/1 (Bruker,2008) was used for absorption correction. 
wR2(int) was 0.0961 before and 0.0569 after correction. 
The Ratio of minimum to maximum transmission is 0.8578. 
The λ/2 correction factor is 0.0015. 
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13308
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.235
_diffrn_ambient_temperature      297.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2599
_reflns_number_total             3427
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.968
_refine_diff_density_min         -0.883
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         3427
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0677
_refine_ls_restrained_S_all      1.063
_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)+(0.1142P)²+2.0575P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1885
_refine_ls_wR_factor_ref         0.2121
_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. Restrained distances 
 C11-O3 = C14-O3 
 1.42 with sigma of 0.01 
3. Uiso/Uaniso restraints and constraints 
Uanis(O3) \\sim Ueq, Uanis(S2) \\sim Ueq, Uanis(C18) \\sim Ueq: with sigma of 
0.005 and sigma for terminal atoms of 0.01 
Uanis(O3) = Uanis(C14) 
4.a Aromatic/amide H refined with riding coordinates: 
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13), 
 C16(H16), C17(H17), C19(H19), C20(H20) 
4.b Idealised Me refined as rotating group: 
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C), C21(H21A,H21B,H21C) 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.0087(5) 0.0616(5) 0.6406(6) 0.111(2) Uani 1 1 d . . . . .
H1A H 0.0316 -0.0066 0.6367 0.167 Uiso 1 1 calc GR . . . .
H1B H -0.0536 0.0727 0.5853 0.167 Uiso 1 1 calc GR . . . .
H1C H -0.0088 0.0750 0.7147 0.167 Uiso 1 1 calc GR . . . .
C2 C 0.0983(4) 0.1307(3) 0.6171(5) 0.0723(13) Uani 1 1 d . . . . .
C3 C 0.1936(4) 0.1335(3) 0.6901(4) 0.0671(11) Uani 1 1 d . . . . .
H3 H 0.2028 0.0926 0.7536 0.080 Uiso 1 1 calc R . . . .
C4 C 0.2756(3) 0.1967(3) 0.6698(3) 0.0588(10) Uani 1 1 d . . . . .
H4 H 0.3396 0.1985 0.7196 0.071 Uiso 1 1 calc R . . . .
C5 C 0.2617(3) 0.2573(3) 0.5747(3) 0.0482(8) Uani 1 1 d . . . . .
C6 C 0.1682(3) 0.2531(3) 0.4997(4) 0.0626(11) Uani 1 1 d . . . . .
H6 H 0.1595 0.2920 0.4346 0.075 Uiso 1 1 calc R . . . .
C7 C 0.0876(4) 0.1902(3) 0.5226(5) 0.0742(13) Uani 1 1 d . . . . .
H7 H 0.0238 0.1880 0.4725 0.089 Uiso 1 1 calc R . . . .
C8 C 0.2683(3) 0.5168(3) 0.4999(3) 0.0498(9) Uani 1 1 d . . . . .
C9 C 0.3245(3) 0.5720(3) 0.4323(4) 0.0625(11) Uani 1 1 d . . . . .
H9 H 0.3988 0.5657 0.4403 0.075 Uiso 1 1 calc R . . . .
C10 C 0.2733(4) 0.6370(4) 0.3521(4) 0.0701(12) Uani 1 1 d . . . . .
H10 H 0.3129 0.6744 0.3073 0.084 Uiso 1 1 calc R . . . .
C11 C 0.1622(3) 0.6460(3) 0.3390(4) 0.0623(10) Uani 1 1 d D . . . .
C12 C 0.1068(3) 0.5907(4) 0.4071(4) 0.0729(12) Uani 1 1 d . . . . .
H12 H 0.0325 0.5964 0.3992 0.087 Uiso 1 1 calc R . . . .
C13 C 0.1584(3) 0.5269(3) 0.4869(4) 0.0646(11) Uani 1 1 d . . . . .
H13 H 0.1188 0.4903 0.5326 0.078 Uiso 1 1 calc R . . . .
C14 C 0.1634(4) 0.7740(3) 0.1924(4) 0.0740(7) Uani 1 1 d D . . . .
H14A H 0.2140 0.8102 0.2451 0.111 Uiso 1 1 calc GR . . . .
H14B H 0.1197 0.8202 0.1445 0.111 Uiso 1 1 calc GR . . . .
H14C H 0.2014 0.7315 0.1469 0.111 Uiso 1 1 calc GR . . . .
C15 C 0.3324(3) 0.4828(3) 0.7013(3) 0.0495(8) Uani 1 1 d . . . . .
C16 C 0.4089(3) 0.5525(3) 0.7424(3) 0.0545(9) Uani 1 1 d . . . . .
H16 H 0.4559 0.5771 0.6957 0.065 Uiso 1 1 calc R . . . .
C17 C 0.4163(3) 0.5858(3) 0.8519(3) 0.0580(10) Uani 1 1 d . . . . .
H17 H 0.4676 0.6333 0.8788 0.070 Uiso 1 1 calc R . . . .
C18 C 0.3478(3) 0.5489(3) 0.9223(3) 0.0542(9) Uani 1 1 d . U . . .
C19 C 0.2722(3) 0.4773(3) 0.8807(3) 0.0592(10) Uani 1 1 d . . . . .
H19 H 0.2271 0.4505 0.9281 0.071 Uiso 1 1 calc R . . . .
C20 C 0.2633(3) 0.4461(3) 0.7712(3) 0.0554(9) Uani 1 1 d . . . . .
H20 H 0.2106 0.4000 0.7436 0.066 Uiso 1 1 calc R . . . .
C21 C 0.4471(4) 0.6650(4) 1.0855(4) 0.0761(13) Uani 1 1 d . . . . .
H21A H 0.5099 0.6388 1.0589 0.114 Uiso 1 1 calc GR . . . .
H21B H 0.4628 0.6776 1.1652 0.114 Uiso 1 1 calc GR . . . .
H21C H 0.4262 0.7263 1.0466 0.114 Uiso 1 1 calc GR . . . .
N1 N 0.3245(3) 0.4530(2) 0.5843(3) 0.0540(8) Uani 1 1 d . . . . .
O1 O 0.4553(2) 0.3172(2) 0.6312(2) 0.0613(7) Uani 1 1 d . . . . .
O2 O 0.3696(2) 0.3437(2) 0.4350(2) 0.0655(8) Uani 1 1 d . . . . .
O3 O 0.0945(3) 0.7122(2) 0.2547(3) 0.0740(7) Uani 1 1 d D U . . .
S1 S 0.36328(7) 0.34137(7) 0.55235(8) 0.0502(3) Uani 1 1 d . . . . .
S2 S 0.34401(14) 0.57959(12) 1.05981(12) 0.0944(5) Uani 1 1 d . 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
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.516(7) . ?
C2 C3 1.376(7) . ?
C2 C7 1.373(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(5) . ?
C5 C6 1.373(5) . ?
C5 S1 1.752(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.375(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.366(5) . ?
C8 C13 1.376(5) . ?
C8 N1 1.428(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.389(6) . ?
C11 C12 1.364(6) . ?
C11 O3 1.509(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.371(6) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 O3 1.476(5) . ?
C15 C16 1.378(5) . ?
C15 C20 1.382(5) . ?
C15 N1 1.445(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.374(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.379(5) . ?
C18 C19 1.390(6) . ?
C18 S2 1.702(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.363(6) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21 S2 1.723(5) . ?
N1 S1 1.633(3) . ?
O1 S1 1.420(3) . ?
O2 S1 1.418(3) . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.2(5) . . ?
C7 C2 C1 121.3(5) . . ?
C7 C2 C3 118.6(4) . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(4) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.5(4) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 S1 119.5(3) . . ?
C6 C5 C4 120.3(4) . . ?
C6 C5 S1 120.1(3) . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.8(4) . . ?
C7 C6 H6 120.6 . . ?
C2 C7 C6 122.1(4) . . ?
C2 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C9 C8 C13 118.6(4) . . ?
C9 C8 N1 119.7(3) . . ?
C13 C8 N1 121.7(3) . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.4(4) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.5(4) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 O3 126.0(4) . . ?
C12 C11 C10 118.6(4) . . ?
C12 C11 O3 115.5(4) . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.5(4) . . ?
C13 C12 H12 119.2 . . ?
C8 C13 H13 119.8 . . ?
C12 C13 C8 120.4(4) . . ?
C12 C13 H13 119.8 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
C16 C15 C20 119.6(3) . . ?
C16 C15 N1 118.6(3) . . ?
C20 C15 N1 121.8(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.3(4) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C19 118.9(4) . . ?
C17 C18 S2 127.7(3) . . ?
C19 C18 S2 113.4(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.7(4) . . ?
C20 C19 H19 119.6 . . ?
C15 C20 H20 120.0 . . ?
C19 C20 C15 120.1(4) . . ?
C19 C20 H20 120.0 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
S2 C21 H21A 109.5 . . ?
S2 C21 H21B 109.5 . . ?
S2 C21 H21C 109.5 . . ?
C8 N1 C15 118.4(3) . . ?
C8 N1 S1 121.0(2) . . ?
C15 N1 S1 119.9(3) . . ?
C14 O3 C11 110.5(3) . . ?
N1 S1 C5 107.53(17) . . ?
O1 S1 C5 107.19(17) . . ?
O1 S1 N1 107.18(17) . . ?
O2 S1 C5 108.21(18) . . ?
O2 S1 N1 105.87(17) . . ?
O2 S1 O1 120.28(18) . . ?
C18 S2 C21 101.9(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 O2 0.93 2.61 3.264(5) 127.8 4_566
C14 H14C S2 0.96 3.00 3.935(5) 166.0 1_554
C17 H17 O1 0.93 2.65 3.484(5) 149.2 2_656
C21 H21B O1 0.96 2.50 3.440(5) 165.2 3_667

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
C1 C2 C3 C4 -179.6(4) . . . . ?
C1 C2 C7 C6 -179.8(5) . . . . ?
C2 C3 C4 C5 -0.3(6) . . . . ?
C3 C2 C7 C6 -0.9(7) . . . . ?
C3 C4 C5 C6 -1.5(6) . . . . ?
C3 C4 C5 S1 177.2(3) . . . . ?
C4 C5 C6 C7 2.1(6) . . . . ?
C4 C5 S1 N1 -104.0(3) . . . . ?
C4 C5 S1 O1 11.0(4) . . . . ?
C4 C5 S1 O2 142.1(3) . . . . ?
C5 C6 C7 C2 -0.9(7) . . . . ?
C6 C5 S1 N1 74.7(3) . . . . ?
C6 C5 S1 O1 -170.3(3) . . . . ?
C6 C5 S1 O2 -39.2(4) . . . . ?
C7 C2 C3 C4 1.5(7) . . . . ?
C8 C9 C10 C11 -0.6(7) . . . . ?
C8 N1 S1 C5 -92.7(3) . . . . ?
C8 N1 S1 O1 152.4(3) . . . . ?
C8 N1 S1 O2 22.8(3) . . . . ?
C9 C8 C13 C12 0.5(7) . . . . ?
C9 C8 N1 C15 106.7(4) . . . . ?
C9 C8 N1 S1 -82.5(4) . . . . ?
C9 C10 C11 C12 0.7(7) . . . . ?
C9 C10 C11 O3 -179.1(4) . . . . ?
C10 C11 C12 C13 -0.2(7) . . . . ?
C10 C11 O3 C14 -4.7(6) . . . . ?
C11 C12 C13 C8 -0.3(7) . . . . ?
C12 C11 O3 C14 175.6(4) . . . . ?
C13 C8 C9 C10 0.0(7) . . . . ?
C13 C8 N1 C15 -71.1(5) . . . . ?
C13 C8 N1 S1 99.7(4) . . . . ?
C15 C16 C17 C18 0.7(6) . . . . ?
C15 N1 S1 C5 78.0(3) . . . . ?
C15 N1 S1 O1 -37.0(3) . . . . ?
C15 N1 S1 O2 -166.5(3) . . . . ?
C16 C15 C20 C19 -1.2(6) . . . . ?
C16 C15 N1 C8 -80.2(4) . . . . ?
C16 C15 N1 S1 108.8(4) . . . . ?
C16 C17 C18 C19 0.5(6) . . . . ?
C16 C17 C18 S2 179.7(3) . . . . ?
C17 C18 C19 C20 -2.0(6) . . . . ?
C17 C18 S2 C21 -0.7(5) . . . . ?
C18 C19 C20 C15 2.4(6) . . . . ?
C19 C18 S2 C21 178.5(3) . . . . ?
C20 C15 C16 C17 -0.4(6) . . . . ?
C20 C15 N1 C8 97.5(4) . . . . ?
C20 C15 N1 S1 -73.4(4) . . . . ?
N1 C8 C9 C10 -177.9(4) . . . . ?
N1 C8 C13 C12 178.3(4) . . . . ?
N1 C15 C16 C17 177.4(4) . . . . ?
N1 C15 C20 C19 -178.9(3) . . . . ?
O3 C11 C12 C13 179.5(4) . . . . ?
S1 C5 C6 C7 -176.6(3) . . . . ?
S2 C18 C19 C20 178.7(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_mo_181022b_0m
_audit_block_doi                 10.5517/ccdc.csd.cc217c1q
_database_code_depnum_ccdc_archive 'CCDC 1883902'
loop_
_audit_author_name
_audit_author_address
'Huaibin Yu'
;Huazhong Univwesity of Science and Techonlogy
China
;
_audit_update_record             
;
2018-12-08 deposited with the CCDC.	2021-01-29 downloaded from the CCDC.
;
_audit_creation_date             2018-12-05
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H22 F3 N O4 S'
_chemical_formula_sum            'C29 H22 F3 N O4 S'
_chemical_formula_weight         537.53
_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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.359(2)
_cell_length_b                   11.887(3)
_cell_length_c                   12.512(3)
_cell_angle_alpha                73.639(4)
_cell_angle_beta                 86.075(4)
_cell_angle_gamma                89.672(4)
_cell_volume                     1474.7(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2215
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      21.89
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6383
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
SADABS-2008/1 (Bruker,2008) was used for absorption correction. 
wR2(int) was 0.0894 before and 0.0509 after correction. 
The Ratio of minimum to maximum transmission is 0.8556. 
The λ/2 correction factor is 0.0015. 
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       colorless
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0604
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10483
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         1.700
_diffrn_ambient_temperature      297.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3571
_reflns_number_total             5153
_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 Structure factors included contributions from the .fab file. 
  
 _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 v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.010(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         5153
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0594
_refine_ls_restrained_S_all      1.121
_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)+(0.1187P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1719
_refine_ls_wR_factor_ref         0.2006
_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. Restrained distances 
 C29-F1 = C29-F2 = C29-F3 = C29-F1' = C29-F2' = C29-F3' 
 1.39 with sigma of 0.01 
 F1-F2 \\sim F1-F3 \\sim F2-F3 \\sim F1'-F2' \\sim F1'-F3' \\sim F2'-F3' 
 with sigma of 0.01 
3. Uiso/Uaniso restraints and constraints 
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F1') \\sim 
Ueq, Uanis(F2') \\sim Ueq, Uanis(F3') \\sim Ueq: with sigma of 0.01 and sigma 
for terminal atoms of 0.02 
4. Others 
 Sof(F1')=Sof(F2')=Sof(F3')=1-FVAR(1) 
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1) 
5.a Aromatic/amide H refined with riding coordinates: 
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13), 
 C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C27(H27), C28(H28) 
5.b Idealised Me refined as rotating group: 
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C) 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.1400(5) 0.5437(4) 0.6886(3) 0.1245(19) Uani 1 1 d . . . . .
H1A H 0.0581 0.5428 0.7298 0.187 Uiso 1 1 calc GR . . . .
H1B H 0.2008 0.5913 0.7116 0.187 Uiso 1 1 calc GR . . . .
H1C H 0.1716 0.4651 0.7028 0.187 Uiso 1 1 calc GR . . . .
C2 C 0.1233(4) 0.5935(4) 0.5654(3) 0.0783(11) Uani 1 1 d . . . . .
C3 C 0.0487(4) 0.6890(3) 0.5279(3) 0.0740(10) Uani 1 1 d . . . . .
H3 H 0.0057 0.7214 0.5796 0.089 Uiso 1 1 calc R . . . .
C4 C 0.0346(3) 0.7391(3) 0.4161(3) 0.0577(8) Uani 1 1 d . . . . .
H4 H -0.0167 0.8047 0.3927 0.069 Uiso 1 1 calc R . . . .
C5 C 0.0969(3) 0.6914(2) 0.3400(2) 0.0479(7) Uani 1 1 d . . . . .
C6 C 0.1720(3) 0.5927(3) 0.3761(3) 0.0639(9) Uani 1 1 d . . . . .
H6 H 0.2137 0.5590 0.3247 0.077 Uiso 1 1 calc R . . . .
C7 C 0.1841(4) 0.5454(3) 0.4880(3) 0.0778(11) Uani 1 1 d . . . . .
H7 H 0.2345 0.4792 0.5122 0.093 Uiso 1 1 calc R . . . .
C8 C 0.1777(2) 0.9764(2) 0.1661(2) 0.0398(6) Uani 1 1 d . . . . .
C9 C 0.1416(3) 1.0614(2) 0.0740(2) 0.0496(7) Uani 1 1 d . . . . .
H9 H 0.1286 1.0416 0.0087 0.060 Uiso 1 1 calc R . . . .
C10 C 0.1241(3) 1.1757(2) 0.0769(2) 0.0542(8) Uani 1 1 d . . . . .
H10 H 0.0998 1.2325 0.0139 0.065 Uiso 1 1 calc R . . . .
C11 C 0.1426(3) 1.2052(3) 0.1728(3) 0.0571(8) Uani 1 1 d . . . . .
C12 C 0.1778(3) 1.1201(3) 0.2659(3) 0.0620(9) Uani 1 1 d . . . . .
H12 H 0.1895 1.1400 0.3314 0.074 Uiso 1 1 calc R . . . .
C13 C 0.1958(3) 1.0070(2) 0.2629(2) 0.0496(7) Uani 1 1 d . . . . .
H13 H 0.2202 0.9505 0.3260 0.059 Uiso 1 1 calc R . . . .
C14 C 0.0961(6) 1.4039(3) 0.0883(4) 0.1077(16) Uani 1 1 d . . . . .
H14A H 0.1644 1.4127 0.0306 0.161 Uiso 1 1 calc GR . . . .
H14B H 0.0849 1.4765 0.1069 0.161 Uiso 1 1 calc GR . . . .
H14C H 0.0171 1.3827 0.0624 0.161 Uiso 1 1 calc GR . . . .
C15 C 0.3341(2) 0.8305(2) 0.1420(2) 0.0404(6) Uani 1 1 d . . . . .
C16 C 0.3988(2) 0.8420(2) 0.0416(2) 0.0444(7) Uani 1 1 d . . . . .
C17 C 0.5442(3) 0.7947(2) 0.1664(3) 0.0517(7) Uani 1 1 d . . . . .
C18 C 0.4275(3) 0.7990(2) 0.2256(2) 0.0457(7) Uani 1 1 d . . . . .
C19 C 0.4255(3) 0.7757(2) 0.3412(3) 0.0537(7) Uani 1 1 d . . . . .
H19 H 0.3486 0.7776 0.3835 0.064 Uiso 1 1 calc R . . . .
C20 C 0.5402(3) 0.7500(3) 0.3906(3) 0.0671(9) Uani 1 1 d . . . . .
H20 H 0.5406 0.7329 0.4678 0.081 Uiso 1 1 calc R . . . .
C21 C 0.6553(3) 0.7489(3) 0.3279(3) 0.0747(10) Uani 1 1 d . . . . .
H21 H 0.7318 0.7335 0.3640 0.090 Uiso 1 1 calc R . . . .
C22 C 0.6600(3) 0.7697(3) 0.2144(3) 0.0676(9) Uani 1 1 d . . . . .
H22 H 0.7370 0.7670 0.1724 0.081 Uiso 1 1 calc R . . . .
C23 C 0.3639(3) 0.8729(2) -0.0744(2) 0.0483(7) Uani 1 1 d . . . . .
C24 C 0.2370(3) 0.8712(3) -0.1012(3) 0.0629(9) Uani 1 1 d . . . . .
H24 H 0.1715 0.8491 -0.0445 0.075 Uiso 1 1 calc R . . . .
C25 C 0.2067(3) 0.9017(3) -0.2101(3) 0.0687(9) Uani 1 1 d . . . . .
H25 H 0.1206 0.9013 -0.2270 0.082 Uiso 1 1 calc R . . . .
C26 C 0.3027(3) 0.9328(3) -0.2951(2) 0.0574(8) Uani 1 1 d . . . . .
C27 C 0.4290(3) 0.9346(3) -0.2692(3) 0.0669(9) Uani 1 1 d . . . . .
H27 H 0.4944 0.9560 -0.3261 0.080 Uiso 1 1 calc R . . . .
C28 C 0.4593(3) 0.9054(3) -0.1608(3) 0.0586(8) Uani 1 1 d . . . . .
H28 H 0.5454 0.9073 -0.1445 0.070 Uiso 1 1 calc R . . . .
C29 C 0.2687(4) 0.9631(3) -0.4115(3) 0.0794(11) Uani 1 1 d D . . . .
F1 F 0.1441(5) 0.9753(12) -0.4287(4) 0.115(3) Uani 0.582(15) 1 d D U P A 1
F2 F 0.2999(12) 0.8767(8) -0.4566(7) 0.135(4) Uani 0.582(15) 1 d D U P A 1
F3 F 0.3262(13) 1.0546(9) -0.4791(6) 0.144(5) Uani 0.582(15) 1 d D U P A 1
F1' F 0.1975(15) 1.0610(13) -0.4384(7) 0.122(5) Uani 0.418(15) 1 d D U P A 2
F2' F 0.2042(19) 0.8847(11) -0.4366(8) 0.144(6) Uani 0.418(15) 1 d D U P A 2
F3' F 0.3699(7) 0.9904(14) -0.4832(7) 0.113(5) Uani 0.418(15) 1 d D U P A 2
N1 N 0.2032(2) 0.86028(18) 0.15768(17) 0.0403(5) Uani 1 1 d . . . . .
O4 O 0.52829(18) 0.81915(18) 0.05485(17) 0.0551(5) Uani 1 1 d . . . . .
O1 O 0.1220(2) 0.67372(18) 0.13973(18) 0.0672(6) Uani 1 1 d . . . . .
O2 O -0.02925(18) 0.81819(19) 0.18059(18) 0.0630(6) Uani 1 1 d . . . . .
O3 O 0.1282(3) 1.3148(2) 0.1841(2) 0.0886(9) Uani 1 1 d . . . . .
S1 S 0.08981(7) 0.75822(6) 0.19689(6) 0.0472(3) 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
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.509(5) . ?
C2 C3 1.358(5) . ?
C2 C7 1.373(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.365(4) . ?
C5 C6 1.387(4) . ?
C5 S1 1.749(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.369(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.373(4) . ?
C8 C13 1.383(4) . ?
C8 N1 1.436(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.366(4) . ?
C11 C12 1.380(4) . ?
C11 O3 1.357(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.367(4) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 O3 1.416(4) . ?
C15 C16 1.355(4) . ?
C15 C18 1.444(4) . ?
C15 N1 1.414(3) . ?
C16 C23 1.464(4) . ?
C16 O4 1.378(3) . ?
C17 C18 1.382(4) . ?
C17 C22 1.371(4) . ?
C17 O4 1.365(4) . ?
C18 C19 1.392(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.370(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.384(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.369(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(4) . ?
C23 C28 1.385(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.367(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.377(5) . ?
C26 C27 1.370(5) . ?
C26 C29 1.465(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.360(4) . ?
C28 H28 0.9300 . ?
C29 F1 1.323(5) . ?
C29 F2 1.333(6) . ?
C29 F3 1.294(6) . ?
C29 F1' 1.347(7) . ?
C29 F2' 1.271(6) . ?
C29 F3' 1.312(6) . ?
N1 S1 1.642(2) . ?
O1 S1 1.414(2) . ?
O2 S1 1.419(2) . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.5(4) . . ?
C3 C2 C7 118.1(3) . . ?
C7 C2 C1 121.4(4) . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.2(3) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 S1 120.5(2) . . ?
C6 C5 S1 119.6(2) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 C5 119.3(3) . . ?
C7 C6 H6 120.3 . . ?
C2 C7 H7 119.3 . . ?
C6 C7 C2 121.4(3) . . ?
C6 C7 H7 119.3 . . ?
C9 C8 C13 118.9(3) . . ?
C9 C8 N1 119.4(2) . . ?
C13 C8 N1 121.6(2) . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.0(3) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 119.7(3) . . ?
O3 C11 C10 124.2(3) . . ?
O3 C11 C12 116.1(3) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.7 . . ?
C8 C13 H13 120.0 . . ?
C12 C13 C8 120.1(3) . . ?
C12 C13 H13 120.0 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
C16 C15 C18 107.3(2) . . ?
C16 C15 N1 125.0(2) . . ?
N1 C15 C18 127.2(2) . . ?
C15 C16 C23 135.3(2) . . ?
C15 C16 O4 110.3(2) . . ?
O4 C16 C23 114.4(2) . . ?
C22 C17 C18 124.0(3) . . ?
O4 C17 C18 110.9(2) . . ?
O4 C17 C22 125.1(3) . . ?
C17 C18 C15 104.8(2) . . ?
C17 C18 C19 118.8(3) . . ?
C19 C18 C15 136.4(3) . . ?
C18 C19 H19 121.0 . . ?
C20 C19 C18 118.0(3) . . ?
C20 C19 H19 121.0 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.4(3) . . ?
C21 C20 H20 119.3 . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 121.9(3) . . ?
C22 C21 H21 119.0 . . ?
C17 C22 H22 122.0 . . ?
C21 C22 C17 115.9(3) . . ?
C21 C22 H22 122.0 . . ?
C24 C23 C16 121.8(3) . . ?
C24 C23 C28 118.2(3) . . ?
C28 C23 C16 120.0(3) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C29 119.7(3) . . ?
C27 C26 C25 119.2(3) . . ?
C27 C26 C29 121.1(3) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.5(3) . . ?
C28 C27 H27 119.7 . . ?
C23 C28 H28 119.5 . . ?
C27 C28 C23 121.0(3) . . ?
C27 C28 H28 119.5 . . ?
F1 C29 C26 116.7(4) . . ?
F1 C29 F2 101.5(4) . . ?
F2 C29 C26 110.6(4) . . ?
F3 C29 C26 116.4(4) . . ?
F3 C29 F1 106.0(5) . . ?
F3 C29 F2 104.0(5) . . ?
F1' C29 C26 111.9(4) . . ?
F2' C29 C26 114.8(5) . . ?
F2' C29 F1' 106.0(6) . . ?
F2' C29 F3' 107.5(6) . . ?
F3' C29 C26 112.9(5) . . ?
F3' C29 F1' 102.8(5) . . ?
C8 N1 S1 120.14(16) . . ?
C15 N1 C8 117.3(2) . . ?
C15 N1 S1 120.77(17) . . ?
C17 O4 C16 106.7(2) . . ?
C11 O3 C14 116.8(3) . . ?
N1 S1 C5 108.20(12) . . ?
O1 S1 C5 108.13(13) . . ?
O1 S1 N1 106.38(12) . . ?
O1 S1 O2 120.00(14) . . ?
O2 S1 C5 107.92(13) . . ?
O2 S1 N1 105.71(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 F1' 0.93 2.59 3.423(7) 149.2 2_575
C14 H14B O1 0.96 2.53 3.460(4) 164.0 1_565
C22 H22 O2 0.93 2.52 3.251(4) 136.1 1_655

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
C1 C2 C3 C4 177.8(4) . . . . ?
C1 C2 C7 C6 -178.1(4) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C3 C2 C7 C6 1.0(6) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C3 C4 C5 S1 -175.9(2) . . . . ?
C4 C5 C6 C7 -1.0(5) . . . . ?
C4 C5 S1 N1 84.9(3) . . . . ?
C4 C5 S1 O1 -160.2(2) . . . . ?
C4 C5 S1 O2 -29.0(3) . . . . ?
C5 C6 C7 C2 0.1(5) . . . . ?
C6 C5 S1 N1 -91.7(3) . . . . ?
C6 C5 S1 O1 23.1(3) . . . . ?
C6 C5 S1 O2 154.3(2) . . . . ?
C7 C2 C3 C4 -1.2(6) . . . . ?
C8 C9 C10 C11 -0.2(5) . . . . ?
C8 N1 S1 C5 -87.0(2) . . . . ?
C8 N1 S1 O1 157.0(2) . . . . ?
C8 N1 S1 O2 28.4(2) . . . . ?
C9 C8 C13 C12 -0.1(4) . . . . ?
C9 C8 N1 C15 99.1(3) . . . . ?
C9 C8 N1 S1 -96.3(3) . . . . ?
C9 C10 C11 C12 -0.4(5) . . . . ?
C9 C10 C11 O3 179.9(3) . . . . ?
C10 C11 C12 C13 0.7(5) . . . . ?
C10 C11 O3 C14 -2.2(5) . . . . ?
C11 C12 C13 C8 -0.5(5) . . . . ?
C12 C11 O3 C14 178.1(4) . . . . ?
C13 C8 C9 C10 0.4(4) . . . . ?
C13 C8 N1 C15 -77.2(3) . . . . ?
C13 C8 N1 S1 87.5(3) . . . . ?
C15 C16 C23 C24 -16.2(5) . . . . ?
C15 C16 C23 C28 163.6(3) . . . . ?
C15 C16 O4 C17 -0.9(3) . . . . ?
C15 C18 C19 C20 -178.8(3) . . . . ?
C15 N1 S1 C5 77.2(2) . . . . ?
C15 N1 S1 O1 -38.8(2) . . . . ?
C15 N1 S1 O2 -167.4(2) . . . . ?
C16 C15 C18 C17 0.4(3) . . . . ?
C16 C15 C18 C19 179.5(3) . . . . ?
C16 C15 N1 C8 -92.5(3) . . . . ?
C16 C15 N1 S1 102.9(3) . . . . ?
C16 C23 C24 C25 179.3(3) . . . . ?
C16 C23 C28 C27 -179.9(3) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C18 C15 C16 C23 -179.1(3) . . . . ?
C18 C15 C16 O4 0.3(3) . . . . ?
C18 C15 N1 C8 78.1(3) . . . . ?
C18 C15 N1 S1 -86.5(3) . . . . ?
C18 C17 C22 C21 -0.3(5) . . . . ?
C18 C17 O4 C16 1.2(3) . . . . ?
C18 C19 C20 C21 1.0(5) . . . . ?
C19 C20 C21 C22 -2.1(6) . . . . ?
C20 C21 C22 C17 1.6(5) . . . . ?
C22 C17 C18 C15 178.8(3) . . . . ?
C22 C17 C18 C19 -0.6(4) . . . . ?
C22 C17 O4 C16 -178.5(3) . . . . ?
C23 C16 O4 C17 178.7(2) . . . . ?
C23 C24 C25 C26 1.0(5) . . . . ?
C24 C23 C28 C27 -0.2(5) . . . . ?
C24 C25 C26 C27 -1.0(5) . . . . ?
C24 C25 C26 C29 178.9(3) . . . . ?
C25 C26 C27 C28 0.4(5) . . . . ?
C25 C26 C29 F1 9.6(8) . . . . ?
C25 C26 C29 F2 -105.7(7) . . . . ?
C25 C26 C29 F3 135.9(9) . . . . ?
C25 C26 C29 F1' 64.9(10) . . . . ?
C25 C26 C29 F2' -55.9(12) . . . . ?
C25 C26 C29 F3' -179.7(9) . . . . ?
C26 C27 C28 C23 0.2(5) . . . . ?
C27 C26 C29 F1 -170.6(7) . . . . ?
C27 C26 C29 F2 74.1(8) . . . . ?
C27 C26 C29 F3 -44.2(10) . . . . ?
C27 C26 C29 F1' -115.3(10) . . . . ?
C27 C26 C29 F2' 123.9(12) . . . . ?
C27 C26 C29 F3' 0.2(9) . . . . ?
C28 C23 C24 C25 -0.5(5) . . . . ?
C29 C26 C27 C28 -179.5(3) . . . . ?
N1 C8 C9 C10 -175.9(2) . . . . ?
N1 C8 C13 C12 176.2(3) . . . . ?
N1 C15 C16 C23 -6.9(5) . . . . ?
N1 C15 C16 O4 172.5(2) . . . . ?
N1 C15 C18 C17 -171.6(3) . . . . ?
N1 C15 C18 C19 7.6(5) . . . . ?
O4 C16 C23 C24 164.4(3) . . . . ?
O4 C16 C23 C28 -15.9(4) . . . . ?
O4 C17 C18 C15 -0.9(3) . . . . ?
O4 C17 C18 C19 179.7(2) . . . . ?
O4 C17 C22 C21 179.3(3) . . . . ?
O3 C11 C12 C13 -179.5(3) . . . . ?
S1 C5 C6 C7 175.7(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.500 -0.570 317.1 68.1 ?


_olex2_submission_special_instructions 'No special instructions were received'
