# 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. 
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data_20200930_x3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2035069'
loop_
_audit_author_name
_audit_author_address
'Xiao-Feng xia'
;Jiangnan University
China
;
_audit_update_record             
;
2020-10-02 deposited with the CCDC.	2021-06-22 downloaded from the CCDC.
;
_audit_creation_date             2020-09-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H18 F N O2 S'
_chemical_formula_sum            'C19 H18 F N O2 S'
_chemical_formula_weight         343.40
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   10.955(4)
_cell_length_b                   10.995(4)
_cell_length_c                   14.499(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.851(15)
_cell_angle_gamma                90
_cell_volume                     1709.3(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4582
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.403
_diffrn_reflns_theta_min         3.198
_diffrn_ambient_temperature      297.41
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                2752
_reflns_number_total             3872
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3872
_refine_ls_number_restraints     190
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0536
_refine_ls_restrained_S_all      1.261
_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)+(0.0551P)²+0.7132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1195
_refine_ls_wR_factor_ref         0.1338
_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. Uiso/Uaniso restraints and constraints
Uanis(F1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B)
4.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C5(H5), C7(H7), C15(H15), C3(H3), C18(H18), C4(H4), C19(H19),
 C17(H17)
4.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
S001 S 0.76230(5) 0.22305(5) 0.76207(4) 0.03969(17) Uani 1 1 d . . . . .
F1 F 0.2752(2) 0.46454(19) 0.74709(14) 0.1081(7) Uani 1 1 d . U . . .
O2 O 0.78423(15) 0.33279(15) 0.81593(11) 0.0502(4) Uani 1 1 d . . . . .
O1 O 0.78647(16) 0.10684(15) 0.80651(12) 0.0560(5) Uani 1 1 d . . . . .
N1 N 0.61115(17) 0.22293(15) 0.71302(12) 0.0386(4) Uani 1 1 d . . . . .
C9 C 0.5406(2) 0.32708(19) 0.68363(14) 0.0387(5) Uani 1 1 d . . . . .
H9 H 0.563527 0.406700 0.700680 0.046 Uiso 1 1 calc R U . . .
C11 C 0.4326(2) 0.29146(19) 0.62568(14) 0.0397(5) Uani 1 1 d . . . . .
C6 C 0.8373(2) 0.23156(19) 0.66593(14) 0.0386(5) Uani 1 1 d . . . . .
C8 C 0.5473(2) 0.12203(19) 0.66779(15) 0.0425(5) Uani 1 1 d . . . . .
H8 H 0.575316 0.042006 0.672952 0.051 Uiso 1 1 calc R U . . .
C10 C 0.4376(2) 0.1612(2) 0.61528(15) 0.0418(5) Uani 1 1 d . . . . .
C14 C 0.3412(2) 0.5032(2) 0.60560(16) 0.0445(5) Uani 1 1 d . . . . .
C5 C 0.8520(2) 0.1266(2) 0.61601(18) 0.0512(6) Uani 1 1 d . . . . .
H5 H 0.826744 0.051496 0.634924 0.061 Uiso 1 1 calc R U . . .
C13 C 0.3260(2) 0.3709(2) 0.57838(18) 0.0541(6) Uani 1 1 d . . . . .
H13A H 0.249571 0.340878 0.594086 0.065 Uiso 1 1 calc R U . . .
H13B H 0.317477 0.364167 0.510648 0.065 Uiso 1 1 calc R U . . .
C7 C 0.8767(2) 0.3430(2) 0.63896(17) 0.0533(6) Uani 1 1 d . . . . .
H7 H 0.866250 0.413256 0.672196 0.064 Uiso 1 1 calc R U . . .
C12 C 0.3380(3) 0.0846(2) 0.55542(18) 0.0601(7) Uani 1 1 d . . . . .
H12A H 0.366160 0.001908 0.555572 0.090 Uiso 1 1 calc R U . . .
H12B H 0.320705 0.115120 0.492035 0.090 Uiso 1 1 calc R U . . .
H12C H 0.263419 0.087890 0.580456 0.090 Uiso 1 1 calc R U . . .
C2 C 0.9464(2) 0.2456(3) 0.50910(18) 0.0568(7) Uani 1 1 d . . . . .
C15 C 0.3828(2) 0.5890(2) 0.54961(18) 0.0556(6) Uani 1 1 d . . . . .
H15 H 0.401023 0.564944 0.492465 0.067 Uiso 1 1 calc R U . . .
C3 C 0.9049(2) 0.1363(3) 0.53756(19) 0.0591(7) Uani 1 1 d . . . . .
H3 H 0.912801 0.066644 0.502842 0.071 Uiso 1 1 calc R U . . .
C16 C 0.3159(3) 0.5461(2) 0.68910(19) 0.0620(7) Uani 1 1 d . . . . .
C18 C 0.3711(3) 0.7478(2) 0.6594(2) 0.0643(7) Uani 1 1 d . . . . .
H18 H 0.380978 0.829159 0.676881 0.077 Uiso 1 1 calc R U . . .
C4 C 0.9323(3) 0.3478(3) 0.56122(19) 0.0632(7) Uani 1 1 d . . . . .
H4 H 0.960952 0.422185 0.543692 0.076 Uiso 1 1 calc R U . . .
C19 C 0.3979(3) 0.7095(2) 0.5761(2) 0.0642(7) Uani 1 1 d . . . . .
H19 H 0.426474 0.764961 0.536987 0.077 Uiso 1 1 calc R U . . .
C17 C 0.3295(3) 0.6656(3) 0.7171(2) 0.0737(9) Uani 1 1 d . . . . .
H17 H 0.310776 0.690244 0.773957 0.088 Uiso 1 1 calc R U . . .
C1 C 1.0017(3) 0.2541(4) 0.4213(2) 0.0855(11) Uani 1 1 d . . . . .
H1A H 1.045434 0.329783 0.421587 0.128 Uiso 1 1 calc R U . . .
H1B H 0.935911 0.250021 0.366221 0.128 Uiso 1 1 calc R U . . .
H1C H 1.058514 0.187830 0.420548 0.128 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
S001 O2 1.4306(17) . ?
S001 O1 1.4310(17) . ?
S001 N1 1.663(2) . ?
S001 C6 1.760(2) . ?
F1 C16 1.366(3) . ?
N1 C9 1.398(3) . ?
N1 C8 1.401(3) . ?
C9 H9 0.9300 . ?
C9 C11 1.361(3) . ?
C11 C10 1.443(3) . ?
C11 C13 1.506(3) . ?
C6 C5 1.389(3) . ?
C6 C7 1.382(3) . ?
C8 H8 0.9300 . ?
C8 C10 1.354(3) . ?
C10 C12 1.505(3) . ?
C14 C13 1.507(3) . ?
C14 C15 1.381(3) . ?
C14 C16 1.380(3) . ?
C5 H5 0.9300 . ?
C5 C3 1.383(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C7 H7 0.9300 . ?
C7 C4 1.388(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C2 C3 1.378(4) . ?
C2 C4 1.380(4) . ?
C2 C1 1.521(4) . ?
C15 H15 0.9300 . ?
C15 C19 1.379(4) . ?
C3 H3 0.9300 . ?
C16 C17 1.374(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.367(4) . ?
C18 C17 1.371(4) . ?
C4 H4 0.9300 . ?
C19 H19 0.9300 . ?
C17 H17 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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
O2 S001 O1 120.83(10) . . ?
O2 S001 N1 105.96(9) . . ?
O2 S001 C6 109.52(10) . . ?
O1 S001 N1 105.53(10) . . ?
O1 S001 C6 109.32(11) . . ?
N1 S001 C6 104.31(10) . . ?
C9 N1 S001 124.70(15) . . ?
C9 N1 C8 108.31(18) . . ?
C8 N1 S001 123.99(15) . . ?
N1 C9 H9 126.0 . . ?
C11 C9 N1 107.98(18) . . ?
C11 C9 H9 126.0 . . ?
C9 C11 C10 107.6(2) . . ?
C9 C11 C13 127.5(2) . . ?
C10 C11 C13 124.8(2) . . ?
C5 C6 S001 119.44(18) . . ?
C7 C6 S001 119.68(17) . . ?
C7 C6 C5 120.8(2) . . ?
N1 C8 H8 125.9 . . ?
C10 C8 N1 108.19(19) . . ?
C10 C8 H8 125.9 . . ?
C11 C10 C12 125.2(2) . . ?
C8 C10 C11 107.78(19) . . ?
C8 C10 C12 127.0(2) . . ?
C15 C14 C13 122.5(2) . . ?
C16 C14 C13 121.9(2) . . ?
C16 C14 C15 115.6(2) . . ?
C6 C5 H5 120.7 . . ?
C3 C5 C6 118.5(2) . . ?
C3 C5 H5 120.7 . . ?
C11 C13 C14 114.0(2) . . ?
C11 C13 H13A 108.7 . . ?
C11 C13 H13B 108.7 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C6 C7 H7 120.7 . . ?
C6 C7 C4 118.6(2) . . ?
C4 C7 H7 120.7 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C2 C4 117.7(2) . . ?
C3 C2 C1 121.1(3) . . ?
C4 C2 C1 121.1(3) . . ?
C14 C15 H15 119.1 . . ?
C19 C15 C14 121.9(2) . . ?
C19 C15 H15 119.1 . . ?
C5 C3 H3 118.9 . . ?
C2 C3 C5 122.2(2) . . ?
C2 C3 H3 118.9 . . ?
F1 C16 C14 117.7(2) . . ?
F1 C16 C17 118.4(2) . . ?
C17 C16 C14 123.9(2) . . ?
C19 C18 H18 120.2 . . ?
C19 C18 C17 119.6(3) . . ?
C17 C18 H18 120.2 . . ?
C7 C4 H4 119.0 . . ?
C2 C4 C7 122.1(3) . . ?
C2 C4 H4 119.0 . . ?
C15 C19 H19 119.8 . . ?
C18 C19 C15 120.4(2) . . ?
C18 C19 H19 119.8 . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.6(3) . . ?
C18 C17 H17 120.7 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
S001 N1 C9 C11 164.15(15) . . . . ?
S001 N1 C8 C10 -163.89(15) . . . . ?
S001 C6 C5 C3 176.48(19) . . . . ?
S001 C6 C7 C4 -178.1(2) . . . . ?
F1 C16 C17 C18 179.6(3) . . . . ?
O2 S001 N1 C9 33.30(19) . . . . ?
O2 S001 N1 C8 -168.63(16) . . . . ?
O2 S001 C6 C5 166.04(18) . . . . ?
O2 S001 C6 C7 -16.3(2) . . . . ?
O1 S001 N1 C9 162.55(17) . . . . ?
O1 S001 N1 C8 -39.38(19) . . . . ?
O1 S001 C6 C5 31.6(2) . . . . ?
O1 S001 C6 C7 -150.76(19) . . . . ?
N1 S001 C6 C5 -80.9(2) . . . . ?
N1 S001 C6 C7 96.8(2) . . . . ?
N1 C9 C11 C10 -2.4(2) . . . . ?
N1 C9 C11 C13 178.6(2) . . . . ?
N1 C8 C10 C11 1.3(2) . . . . ?
N1 C8 C10 C12 -179.3(2) . . . . ?
C9 N1 C8 C10 -2.8(2) . . . . ?
C9 C11 C10 C8 0.7(2) . . . . ?
C9 C11 C10 C12 -178.7(2) . . . . ?
C9 C11 C13 C14 -4.4(3) . . . . ?
C6 S001 N1 C9 -82.28(18) . . . . ?
C6 S001 N1 C8 75.80(18) . . . . ?
C6 C5 C3 C2 1.8(4) . . . . ?
C6 C7 C4 C2 1.6(4) . . . . ?
C8 N1 C9 C11 3.2(2) . . . . ?
C10 C11 C13 C14 176.7(2) . . . . ?
C14 C15 C19 C18 -0.4(4) . . . . ?
C14 C16 C17 C18 -0.3(5) . . . . ?
C5 C6 C7 C4 -0.5(4) . . . . ?
C13 C11 C10 C8 179.7(2) . . . . ?
C13 C11 C10 C12 0.3(3) . . . . ?
C13 C14 C15 C19 -179.1(2) . . . . ?
C13 C14 C16 F1 -0.5(4) . . . . ?
C13 C14 C16 C17 179.5(3) . . . . ?
C7 C6 C5 C3 -1.2(4) . . . . ?
C15 C14 C13 C11 99.5(3) . . . . ?
C15 C14 C16 F1 -179.7(2) . . . . ?
C15 C14 C16 C17 0.2(4) . . . . ?
C3 C2 C4 C7 -1.0(4) . . . . ?
C16 C14 C13 C11 -79.6(3) . . . . ?
C16 C14 C15 C19 0.1(4) . . . . ?
C4 C2 C3 C5 -0.7(4) . . . . ?
C19 C18 C17 C16 0.0(5) . . . . ?
C17 C18 C19 C15 0.3(4) . . . . ?
C1 C2 C3 C5 -178.6(3) . . . . ?
C1 C2 C4 C7 176.9(3) . . . . ?

_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_1
_database_code_depnum_ccdc_archive 'CCDC 2045080'
loop_
_audit_author_name
_audit_author_address
xiaxfsxr
;Jiangnan University
China
;
_audit_update_record             
;
2020-11-18 deposited with the CCDC.	2021-06-22 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         ?
_chemical_formula_sum            'C21 H24 O5'
_chemical_formula_weight         356.40

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   8.5832(9)
_cell_length_b                   11.1549(12)
_cell_length_c                   11.2505(12)
_cell_angle_alpha                65.477(2)
_cell_angle_beta                 86.417(2)
_cell_angle_gamma                88.804(2)
_cell_volume                     978.08(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2613
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      27.27

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_F_000             380
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.983
_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      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5038
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0108
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.011
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3418
_reflns_number_gt                2725
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.1067P)²+0.4200P] 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       0.040(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3418
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1868
_refine_ls_wR_factor_gt          0.1764
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
O3 O 0.2371(2) 0.09901(17) 0.51462(18) 0.0676(6) Uani 1 1 d . . . . .
O1 O 0.3711(2) 0.18164(18) 0.23611(18) 0.0657(5) Uani 1 1 d . . . . .
O4 O 0.4703(2) 0.15773(19) 0.54877(19) 0.0689(5) Uani 1 1 d . . . . .
O2 O 0.1593(2) 0.3083(2) 0.1988(2) 0.0720(6) Uani 1 1 d . . . . .
O5 O 1.1912(3) 0.8718(2) -0.0243(3) 0.0922(8) Uani 1 1 d . . . . .
C9 C 0.4519(2) 0.51327(19) 0.3284(2) 0.0395(5) Uani 1 1 d . . . . .
C4 C 0.3331(2) 0.3040(2) 0.3611(2) 0.0423(5) Uani 1 1 d . . . . .
C17 C 1.0005(3) 0.7142(2) 0.1013(2) 0.0433(5) Uani 1 1 d . . . . .
C14 C 0.7047(3) 0.6430(2) 0.2373(2) 0.0415(5) Uani 1 1 d . . . . .
C13 C 0.5469(3) 0.6174(2) 0.2989(2) 0.0433(5) Uani 1 1 d . . . . .
H13A H 0.5056 0.6835 0.3212 0.052 Uiso 1 1 calc R U . . .
C3 C 0.2737(3) 0.2658(2) 0.2567(2) 0.0453(5) Uani 1 1 d . . . . .
C10 C 0.2900(3) 0.5057(2) 0.3806(2) 0.0439(5) Uani 1 1 d . . . . .
C8 C 0.4855(2) 0.3873(2) 0.3112(2) 0.0449(5) Uani 1 1 d . . . . .
H8A H 0.5722 0.3408 0.3620 0.054 Uiso 1 1 calc R U . . .
H8B H 0.5108 0.4064 0.2199 0.054 Uiso 1 1 calc R U . . .
C5 C 0.3591(3) 0.1789(2) 0.4849(2) 0.0464(5) Uani 1 1 d . . . . .
C19 C 0.7666(3) 0.7708(2) 0.1959(2) 0.0479(6) Uani 1 1 d . . . . .
H19A H 0.7090 0.8334 0.2140 0.058 Uiso 1 1 calc R U . . .
C15 C 0.7999(3) 0.5517(2) 0.2126(2) 0.0502(6) Uani 1 1 d . . . . .
H15A H 0.7649 0.4653 0.2418 0.060 Uiso 1 1 calc R U . . .
C16 C 0.9439(3) 0.5858(2) 0.1465(2) 0.0485(6) Uani 1 1 d . . . . .
H16A H 1.0041 0.5224 0.1319 0.058 Uiso 1 1 calc R U . . .
C11 C 0.2231(3) 0.3935(2) 0.3950(2) 0.0475(5) Uani 1 1 d . . . . .
H11A H 0.1190 0.3725 0.4231 0.057 Uiso 1 1 calc R U . . .
C18 C 0.9095(3) 0.8053(2) 0.1295(2) 0.0503(6) Uani 1 1 d . . . . .
H18A H 0.9465 0.8908 0.1029 0.060 Uiso 1 1 calc R U . . .
C00K C 1.1504(3) 0.7561(2) 0.0230(2) 0.0535(6) Uani 1 1 d . . . . .
C12 C 0.2126(3) 0.6145(3) 0.4073(3) 0.0589(7) Uani 1 1 d . . . . .
H12A H 0.2866 0.6842 0.3891 0.088 Uiso 1 1 calc R U . . .
H12B H 0.1264 0.6478 0.3525 0.088 Uiso 1 1 calc R U . . .
H12C H 0.1753 0.5812 0.4975 0.088 Uiso 1 1 calc R U . . .
C20 C 1.2532(4) 0.6568(3) -0.0002(3) 0.0754(8) Uani 1 1 d . . . . .
H20A H 1.2057 0.5711 0.0429 0.113 Uiso 1 1 calc R U . . .
H20B H 1.2665 0.6799 -0.0925 0.113 Uiso 1 1 calc R U . . .
H20C H 1.3531 0.6557 0.0341 0.113 Uiso 1 1 calc R U . . .
C6 C 0.2447(5) -0.0254(3) 0.6310(3) 0.0866(10) Uani 1 1 d . . . . .
H6A H 0.3524 -0.0528 0.6453 0.104 Uiso 1 1 calc R U . . .
H6B H 0.2010 -0.0143 0.7074 0.104 Uiso 1 1 calc R U . . .
C2 C 0.3283(5) 0.1353(3) 0.1384(3) 0.0907(11) Uani 1 1 d . . . . .
H2A H 0.2538 0.1956 0.0821 0.109 Uiso 1 1 calc R U . A 1
H2B H 0.4204 0.1340 0.0843 0.109 Uiso 1 1 calc R U . A 1
C7 C 0.1577(5) -0.1233(3) 0.6115(4) 0.1017(13) Uani 1 1 d . . . . .
H7A H 0.1618 -0.2055 0.6872 0.152 Uiso 1 1 calc R U . . .
H7B H 0.0511 -0.0959 0.5980 0.152 Uiso 1 1 calc R U . . .
H7C H 0.2020 -0.1342 0.5361 0.152 Uiso 1 1 calc R U . . .
C1 C 0.2641(12) 0.0112(6) 0.1973(7) 0.101(3) Uani 0.582(10) 1 d . . P B 1
H1A H 0.2369 -0.0171 0.1315 0.152 Uiso 0.582(10) 1 calc R U P B 1
H1B H 0.3383 -0.0487 0.2520 0.152 Uiso 0.582(10) 1 calc R U P B 1
H1C H 0.1720 0.0127 0.2498 0.152 Uiso 0.582(10) 1 calc R U P B 1
C1' C 0.4051(11) 0.0282(8) 0.1412(8) 0.072(3) Uani 0.418(10) 1 d . . P B 2
H1'A H 0.3699 0.0049 0.0743 0.107 Uiso 0.418(10) 1 calc R U P B 2
H1'B H 0.5151 0.0468 0.1263 0.107 Uiso 0.418(10) 1 calc R U P B 2
H1'C H 0.3854 -0.0437 0.2252 0.107 Uiso 0.418(10) 1 calc R U P B 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
O3 C5 1.323(3) . ?
O3 C6 1.464(3) . ?
O1 C3 1.327(3) . ?
O1 C2 1.464(3) . ?
O4 C5 1.191(3) . ?
O2 C3 1.190(3) . ?
O5 C00K 1.223(3) . ?
C9 C13 1.345(3) . ?
C9 C10 1.464(3) . ?
C9 C8 1.515(3) . ?
C4 C11 1.504(3) . ?
C4 C3 1.523(3) . ?
C4 C5 1.533(3) . ?
C4 C8 1.554(3) . ?
C17 C16 1.392(3) . ?
C17 C18 1.395(3) . ?
C17 C00K 1.481(3) . ?
C14 C15 1.397(3) . ?
C14 C19 1.407(3) . ?
C14 C13 1.460(3) . ?
C13 H13A 0.9300 . ?
C10 C11 1.332(3) . ?
C10 C12 1.500(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C19 C18 1.370(3) . ?
C19 H19A 0.9300 . ?
C15 C16 1.377(3) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C11 H11A 0.9300 . ?
C18 H18A 0.9300 . ?
C00K C20 1.498(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C6 C7 1.432(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C2 C1' 1.342(7) . ?
C2 C1 1.372(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1' H1'A 0.9600 . ?
C1' H1'B 0.9600 . ?
C1' H1'C 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
C5 O3 C6 116.9(2) . . ?
C3 O1 C2 116.2(2) . . ?
C13 C9 C10 124.26(19) . . ?
C13 C9 C8 128.30(19) . . ?
C10 C9 C8 107.41(17) . . ?
C11 C4 C3 112.83(18) . . ?
C11 C4 C5 109.31(18) . . ?
C3 C4 C5 109.20(17) . . ?
C11 C4 C8 103.22(16) . . ?
C3 C4 C8 111.19(18) . . ?
C5 C4 C8 110.97(18) . . ?
C16 C17 C18 117.9(2) . . ?
C16 C17 C00K 122.1(2) . . ?
C18 C17 C00K 119.9(2) . . ?
C15 C14 C19 116.4(2) . . ?
C15 C14 C13 125.52(19) . . ?
C19 C14 C13 118.03(19) . . ?
C9 C13 C14 130.23(19) . . ?
C9 C13 H13A 114.9 . . ?
C14 C13 H13A 114.9 . . ?
O2 C3 O1 124.7(2) . . ?
O2 C3 C4 125.2(2) . . ?
O1 C3 C4 110.07(18) . . ?
C11 C10 C9 110.72(19) . . ?
C11 C10 C12 126.2(2) . . ?
C9 C10 C12 123.0(2) . . ?
C9 C8 C4 105.39(17) . . ?
C9 C8 H8A 110.7 . . ?
C4 C8 H8A 110.7 . . ?
C9 C8 H8B 110.7 . . ?
C4 C8 H8B 110.7 . . ?
H8A C8 H8B 108.8 . . ?
O4 C5 O3 124.2(2) . . ?
O4 C5 C4 125.3(2) . . ?
O3 C5 C4 110.40(19) . . ?
C18 C19 C14 121.7(2) . . ?
C18 C19 H19A 119.2 . . ?
C14 C19 H19A 119.2 . . ?
C16 C15 C14 122.0(2) . . ?
C16 C15 H15A 119.0 . . ?
C14 C15 H15A 119.0 . . ?
C15 C16 C17 120.7(2) . . ?
C15 C16 H16A 119.6 . . ?
C17 C16 H16A 119.6 . . ?
C10 C11 C4 113.11(19) . . ?
C10 C11 H11A 123.4 . . ?
C4 C11 H11A 123.4 . . ?
C19 C18 C17 121.1(2) . . ?
C19 C18 H18A 119.4 . . ?
C17 C18 H18A 119.4 . . ?
O5 C00K C17 120.7(2) . . ?
O5 C00K C20 119.3(2) . . ?
C17 C00K C20 120.0(2) . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C00K C20 H20A 109.5 . . ?
C00K C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C00K C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C6 O3 108.7(3) . . ?
C7 C6 H6A 110.0 . . ?
O3 C6 H6A 110.0 . . ?
C7 C6 H6B 110.0 . . ?
O3 C6 H6B 110.0 . . ?
H6A C6 H6B 108.3 . . ?
C1' C2 O1 115.1(4) . . ?
C1 C2 O1 110.9(4) . . ?
C1 C2 H2A 109.5 . . ?
O1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
O1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.0 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
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 C1' H1'A 109.5 . . ?
C2 C1' H1'B 109.5 . . ?
H1'A C1' H1'B 109.5 . . ?
C2 C1' H1'C 109.5 . . ?
H1'A C1' H1'C 109.5 . . ?
H1'B C1' H1'C 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
C10 C9 C13 C14 -174.5(2) . . . . ?
C8 C9 C13 C14 3.1(4) . . . . ?
C15 C14 C13 C9 -10.0(4) . . . . ?
C19 C14 C13 C9 168.4(2) . . . . ?
C2 O1 C3 O2 -2.7(4) . . . . ?
C2 O1 C3 C4 179.6(2) . . . . ?
C11 C4 C3 O2 5.6(3) . . . . ?
C5 C4 C3 O2 127.4(2) . . . . ?
C8 C4 C3 O2 -109.8(3) . . . . ?
C11 C4 C3 O1 -176.67(18) . . . . ?
C5 C4 C3 O1 -54.9(2) . . . . ?
C8 C4 C3 O1 67.9(2) . . . . ?
C13 C9 C10 C11 177.3(2) . . . . ?
C8 C9 C10 C11 -0.7(3) . . . . ?
C13 C9 C10 C12 -0.3(3) . . . . ?
C8 C9 C10 C12 -178.3(2) . . . . ?
C13 C9 C8 C4 -179.7(2) . . . . ?
C10 C9 C8 C4 -1.7(2) . . . . ?
C11 C4 C8 C9 3.2(2) . . . . ?
C3 C4 C8 C9 124.46(19) . . . . ?
C5 C4 C8 C9 -113.77(19) . . . . ?
C6 O3 C5 O4 -2.7(4) . . . . ?
C6 O3 C5 C4 179.9(2) . . . . ?
C11 C4 C5 O4 -100.7(3) . . . . ?
C3 C4 C5 O4 135.4(2) . . . . ?
C8 C4 C5 O4 12.5(3) . . . . ?
C11 C4 C5 O3 76.7(2) . . . . ?
C3 C4 C5 O3 -47.2(2) . . . . ?
C8 C4 C5 O3 -170.13(18) . . . . ?
C15 C14 C19 C18 3.0(3) . . . . ?
C13 C14 C19 C18 -175.6(2) . . . . ?
C19 C14 C15 C16 -2.7(3) . . . . ?
C13 C14 C15 C16 175.8(2) . . . . ?
C14 C15 C16 C17 0.0(4) . . . . ?
C18 C17 C16 C15 2.4(3) . . . . ?
C00K C17 C16 C15 -176.2(2) . . . . ?
C9 C10 C11 C4 3.1(3) . . . . ?
C12 C10 C11 C4 -179.4(2) . . . . ?
C3 C4 C11 C10 -124.1(2) . . . . ?
C5 C4 C11 C10 114.2(2) . . . . ?
C8 C4 C11 C10 -4.0(3) . . . . ?
C14 C19 C18 C17 -0.6(4) . . . . ?
C16 C17 C18 C19 -2.1(3) . . . . ?
C00K C17 C18 C19 176.6(2) . . . . ?
C16 C17 C00K O5 174.0(3) . . . . ?
C18 C17 C00K O5 -4.6(4) . . . . ?
C16 C17 C00K C20 -5.3(4) . . . . ?
C18 C17 C00K C20 176.1(2) . . . . ?
C5 O3 C6 C7 -149.0(3) . . . . ?
C3 O1 C2 C1' -164.5(6) . . . . ?
C3 O1 C2 C1 -101.4(5) . . . . ?

_refine_diff_density_max         0.366
_refine_diff_density_min         -0.281
_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_20200911_x2b_0ma_a_a
_database_code_depnum_ccdc_archive 'CCDC 2035068'
loop_
_audit_author_name
_audit_author_address
'Xiao-Feng xia'
;Jiangnan University
China
;
_audit_update_record             
;
2020-10-02 deposited with the CCDC.	2021-06-22 downloaded from the CCDC.
;
_audit_creation_date             2020-09-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C20 H21 N O2 S)'
_chemical_formula_sum            'C40 H42 N2 O4 S2'
_chemical_formula_weight         678.87
_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      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                   10.8820(6)
_cell_length_b                   13.2681(7)
_cell_length_c                   13.7729(7)
_cell_angle_alpha                71.004(2)
_cell_angle_beta                 78.844(2)
_cell_angle_gamma                78.236(2)
_cell_volume                     1823.35(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8042
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.72
_cell_measurement_theta_min      3.03
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17774
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.765
_diffrn_reflns_theta_min         3.096
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_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                5122
_reflns_number_total             6622
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.549
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         6622
_refine_ls_number_restraints     368
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.049
_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)+(0.0611P)²+1.2203P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1407
_refine_ls_wR_factor_ref         0.1500
_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. Uiso/Uaniso restraints and constraints
Uanis(C13) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C11(H11A,H11B), C32(H32A,H32B), C8(H8A,H8B)
4.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C15(H15), C28(H28), C26(H26), C34(H34), C7(H7), C36(H36), C5(H5),
 C9(H9), C24(H24), C18(H18), C25(H25), C17(H17), C37(H37), C20(H20), C40(H40),
 C3(H3), C39(H39), C4(H4), C19(H19), C38(H38), C21(H21)
4.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C22(H22A,H22B,H22C), C13(H13A,H13B,H13C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.24660(6) 0.70854(5) 0.71077(5) 0.0468(2) Uani 1 1 d . . . . .
S1 S 0.70694(6) 0.78975(5) 0.77977(5) 0.0476(2) Uani 1 1 d . . . . .
O3 O 0.37914(18) 0.66938(16) 0.70407(17) 0.0609(6) Uani 1 1 d . . . . .
O2 O 0.6559(2) 0.82146(17) 0.68415(15) 0.0637(6) Uani 1 1 d . . . . .
O4 O 0.1649(2) 0.67268(17) 0.80544(16) 0.0666(6) Uani 1 1 d . . . . .
O1 O 0.81623(19) 0.83032(16) 0.78564(18) 0.0652(6) Uani 1 1 d . . . . .
N2 N 0.7451(2) 0.65771(17) 0.81267(18) 0.0468(5) Uani 1 1 d . . . . .
N1 N 0.2329(2) 0.84042(17) 0.68263(18) 0.0466(5) Uani 1 1 d . . . . .
C41 C 0.5845(2) 0.8201(2) 0.8746(2) 0.0433(6) Uani 1 1 d . . . . .
C6 C 0.1873(2) 0.6817(2) 0.6131(2) 0.0461(6) Uani 1 1 d . . . . .
C16 C 0.4114(2) 1.1616(2) 0.5991(2) 0.0468(6) Uani 1 1 d . . . . .
C27 C 0.6139(3) 0.8373(2) 0.9610(2) 0.0532(7) Uani 1 1 d . . . . .
H27 H 0.697803 0.834720 0.968129 0.064 Uiso 1 1 calc R U . . .
C15 C 0.4083(2) 1.0503(2) 0.6016(2) 0.0453(6) Uani 1 1 d . . . . .
H15 H 0.483450 1.002439 0.611171 0.054 Uiso 1 1 calc R U . . .
C29 C 0.8209(3) 0.6071(2) 0.9002(2) 0.0500(7) Uani 1 1 d . . . . .
H29A H 0.770687 0.616057 0.963983 0.060 Uiso 1 1 calc R U . . .
H29B H 0.895333 0.641690 0.887199 0.060 Uiso 1 1 calc R U . . .
C31 C 0.8601(2) 0.4894(2) 0.9103(2) 0.0439(6) Uani 1 1 d . . . . .
C28 C 0.6507(3) 0.5980(2) 0.8111(2) 0.0501(7) Uani 1 1 d . . . . .
H28 H 0.587459 0.633042 0.769555 0.060 Uiso 1 1 calc R U . . .
C26 C 0.4591(3) 0.8235(2) 0.8647(2) 0.0509(7) Uani 1 1 d . . . . .
H26 H 0.439016 0.812188 0.806823 0.061 Uiso 1 1 calc R U . . .
C14 C 0.3104(2) 1.0107(2) 0.5915(2) 0.0423(6) Uani 1 1 d . . . . .
C30 C 0.6479(3) 0.4961(2) 0.8650(2) 0.0504(7) Uani 1 1 d . . . . .
C35 C 1.0338(2) 0.3342(2) 0.9061(2) 0.0472(6) Uani 1 1 d . . . . .
C34 C 0.9814(2) 0.4475(2) 0.8984(2) 0.0482(6) Uani 1 1 d . . . . .
H34 H 1.039664 0.494709 0.883534 0.058 Uiso 1 1 calc R U . . .
C11 C 0.1786(3) 1.0708(2) 0.5788(3) 0.0560(7) Uani 1 1 d . . . . .
H11A H 0.167401 1.134909 0.600718 0.067 Uiso 1 1 calc R U . . .
H11B H 0.167889 1.093495 0.506125 0.067 Uiso 1 1 calc R U . . .
C7 C 0.2684(3) 0.6703(2) 0.5261(2) 0.0561(7) Uani 1 1 d . . . . .
H7 H 0.353949 0.674660 0.519785 0.067 Uiso 1 1 calc R U . . .
C36 C 0.9902(3) 0.2491(2) 0.9868(2) 0.0552(7) Uani 1 1 d . . . . .
H36 H 0.928275 0.263453 1.039418 0.066 Uiso 1 1 calc R U . . .
C32 C 0.7494(2) 0.4300(2) 0.9304(2) 0.0508(7) Uani 1 1 d . . . . .
H32A H 0.714370 0.413993 1.003102 0.061 Uiso 1 1 calc R U . . .
H32B H 0.778071 0.362161 0.914572 0.061 Uiso 1 1 calc R U . . .
C8 C 0.3235(3) 0.8947(2) 0.5955(2) 0.0473(6) Uani 1 1 d . . . . .
H8A H 0.306039 0.890161 0.530688 0.057 Uiso 1 1 calc R U . . .
H8B H 0.409414 0.859267 0.605217 0.057 Uiso 1 1 calc R U . . .
C5 C 0.0597(3) 0.6755(2) 0.6226(3) 0.0630(8) Uani 1 1 d . . . . .
H5 H 0.004823 0.683539 0.681285 0.076 Uiso 1 1 calc R U . . .
C9 C 0.1080(3) 0.8988(2) 0.6886(2) 0.0542(7) Uani 1 1 d . . . . .
H9 H 0.042692 0.861657 0.728345 0.065 Uiso 1 1 calc R U . . .
C12 C 0.0795(3) 1.0023(2) 0.6411(3) 0.0595(8) Uani 1 1 d . . . . .
C24 C 0.3646(3) 0.8439(2) 0.9415(3) 0.0572(7) Uani 1 1 d . . . . .
H24 H 0.280585 0.846110 0.934715 0.069 Uiso 1 1 calc R U . . .
C18 C 0.3548(3) 1.2518(2) 0.5285(3) 0.0602(8) Uani 1 1 d . . . . .
H18 H 0.316812 1.243473 0.477242 0.072 Uiso 1 1 calc R U . . .
C23 C 0.3918(3) 0.8611(2) 1.0285(2) 0.0563(7) Uani 1 1 d . . . . .
C25 C 0.5172(3) 0.8582(3) 1.0361(3) 0.0613(8) Uani 1 1 d . . . . .
H25 H 0.537016 0.870762 1.093540 0.074 Uiso 1 1 calc R U . . .
C17 C 0.4733(3) 1.1785(3) 0.6705(3) 0.0665(9) Uani 1 1 d . . . . .
H17 H 0.517235 1.119955 0.715419 0.080 Uiso 1 1 calc R U . . .
C37 C 1.1298(3) 0.3097(3) 0.8316(3) 0.0697(9) Uani 1 1 d . . . . .
H37 H 1.164395 0.365163 0.779241 0.084 Uiso 1 1 calc R U . . .
C20 C 0.3549(3) 1.3543(3) 0.5341(3) 0.0766(10) Uani 1 1 d . . . . .
H20 H 0.315871 1.413974 0.486821 0.092 Uiso 1 1 calc R U . . .
C40 C 1.0380(3) 0.1429(3) 0.9898(3) 0.0754(10) Uani 1 1 d . . . . .
H40 H 1.008522 0.086670 1.044445 0.091 Uiso 1 1 calc R U . . .
C33 C 0.5445(3) 0.4371(3) 0.8620(4) 0.0878(13) Uani 1 1 d . . . . .
H33A H 0.581530 0.375944 0.837847 0.132 Uiso 1 1 calc R U . . .
H33B H 0.487323 0.484709 0.815849 0.132 Uiso 1 1 calc R U . . .
H33C H 0.498990 0.413106 0.930322 0.132 Uiso 1 1 calc R U . . .
C3 C 0.2204(4) 0.6522(3) 0.4475(3) 0.0711(9) Uani 1 1 d . . . . .
H3 H 0.274848 0.644732 0.388386 0.085 Uiso 1 1 calc R U . . .
C39 C 1.1287(4) 0.1213(3) 0.9123(4) 0.0880(12) Uani 1 1 d . . . . .
H39 H 1.158738 0.050254 0.913021 0.106 Uiso 1 1 calc R U . . .
C4 C 0.0157(3) 0.6570(3) 0.5436(3) 0.0789(10) Uani 1 1 d . . . . .
H4 H -0.069843 0.652476 0.549894 0.095 Uiso 1 1 calc R U . . .
C2 C 0.0943(4) 0.6451(3) 0.4555(3) 0.0759(10) Uani 1 1 d . . . . .
C19 C 0.4703(4) 1.2816(3) 0.6757(3) 0.0849(11) Uani 1 1 d . . . . .
H19 H 0.509143 1.291000 0.725996 0.102 Uiso 1 1 calc R U . . .
C38 C 1.1751(4) 0.2036(4) 0.8340(4) 0.0897(12) Uani 1 1 d . . . . .
H38 H 1.237440 0.188493 0.781902 0.108 Uiso 1 1 calc R U . . .
C21 C 0.4115(4) 1.3691(3) 0.6082(3) 0.0834(11) Uani 1 1 d . . . . .
H21 H 0.409569 1.438031 0.612253 0.100 Uiso 1 1 calc R U . . .
C22 C 0.2873(4) 0.8811(3) 1.1129(3) 0.0819(11) Uani 1 1 d . . . . .
H22A H 0.291032 0.948440 1.123440 0.123 Uiso 1 1 calc R U . . .
H22B H 0.297899 0.823760 1.176078 0.123 Uiso 1 1 calc R U . . .
H22C H 0.206696 0.883912 1.092851 0.123 Uiso 1 1 calc R U . . .
C13 C -0.0548(3) 1.0603(3) 0.6491(3) 0.0865(11) Uani 1 1 d . U . . .
H13A H -0.111138 1.009181 0.686480 0.130 Uiso 1 1 calc R U . . .
H13B H -0.077344 1.096136 0.580797 0.130 Uiso 1 1 calc R U . . .
H13C H -0.061383 1.112581 0.685101 0.130 Uiso 1 1 calc R U . . .
C1 C 0.0448(5) 0.6270(4) 0.3674(4) 0.1224(19) Uani 1 1 d . . . . .
H1A H -0.039026 0.608496 0.390616 0.184 Uiso 1 1 calc R U . . .
H1B H 0.099821 0.569310 0.346121 0.184 Uiso 1 1 calc R U . . .
H1C H 0.042336 0.691738 0.309934 0.184 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 O3 1.426(2) . ?
S2 O4 1.427(2) . ?
S2 N1 1.646(2) . ?
S2 C6 1.759(3) . ?
S1 O2 1.431(2) . ?
S1 O1 1.427(2) . ?
S1 N2 1.645(2) . ?
S1 C41 1.759(3) . ?
N2 C29 1.488(3) . ?
N2 C28 1.427(3) . ?
N1 C8 1.483(3) . ?
N1 C9 1.422(3) . ?
C41 C27 1.387(4) . ?
C41 C26 1.388(4) . ?
C6 C7 1.376(4) . ?
C6 C5 1.386(4) . ?
C16 C15 1.472(4) . ?
C16 C18 1.390(4) . ?
C16 C17 1.391(4) . ?
C27 H27 0.9300 . ?
C27 C25 1.379(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.328(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C31 1.500(4) . ?
C31 C34 1.325(4) . ?
C31 C32 1.505(4) . ?
C28 H28 0.9300 . ?
C28 C30 1.317(4) . ?
C26 H26 0.9300 . ?
C26 C24 1.379(4) . ?
C14 C11 1.504(4) . ?
C14 C8 1.501(4) . ?
C30 C32 1.508(4) . ?
C30 C33 1.510(4) . ?
C35 C34 1.472(4) . ?
C35 C36 1.390(4) . ?
C35 C37 1.384(4) . ?
C34 H34 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.503(4) . ?
C7 H7 0.9300 . ?
C7 C3 1.393(4) . ?
C36 H36 0.9300 . ?
C36 C40 1.388(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C5 H5 0.9300 . ?
C5 C4 1.378(5) . ?
C9 H9 0.9300 . ?
C9 C12 1.315(4) . ?
C12 C13 1.508(4) . ?
C24 H24 0.9300 . ?
C24 C23 1.385(4) . ?
C18 H18 0.9300 . ?
C18 C20 1.386(4) . ?
C23 C25 1.381(4) . ?
C23 C22 1.510(4) . ?
C25 H25 0.9300 . ?
C17 H17 0.9300 . ?
C17 C19 1.386(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.385(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.373(6) . ?
C40 H40 0.9300 . ?
C40 C39 1.369(6) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C2 1.376(5) . ?
C39 H39 0.9300 . ?
C39 C38 1.364(6) . ?
C4 H4 0.9300 . ?
C4 C2 1.378(6) . ?
C2 C1 1.521(5) . ?
C19 H19 0.9300 . ?
C19 C21 1.359(6) . ?
C38 H38 0.9300 . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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
O3 S2 O4 120.33(14) . . ?
O3 S2 N1 106.10(12) . . ?
O3 S2 C6 108.22(13) . . ?
O4 S2 N1 106.74(12) . . ?
O4 S2 C6 107.56(14) . . ?
N1 S2 C6 107.24(12) . . ?
O2 S1 N2 106.58(12) . . ?
O2 S1 C41 107.68(13) . . ?
O1 S1 O2 120.33(13) . . ?
O1 S1 N2 106.03(12) . . ?
O1 S1 C41 108.37(13) . . ?
N2 S1 C41 107.18(12) . . ?
C29 N2 S1 116.58(17) . . ?
C28 N2 S1 116.73(18) . . ?
C28 N2 C29 114.6(2) . . ?
C8 N1 S2 116.62(17) . . ?
C9 N1 S2 117.11(18) . . ?
C9 N1 C8 114.6(2) . . ?
C27 C41 S1 119.8(2) . . ?
C27 C41 C26 120.0(3) . . ?
C26 C41 S1 120.2(2) . . ?
C7 C6 S2 119.1(2) . . ?
C7 C6 C5 120.6(3) . . ?
C5 C6 S2 120.3(2) . . ?
C18 C16 C15 123.2(3) . . ?
C18 C16 C17 117.7(3) . . ?
C17 C16 C15 119.2(3) . . ?
C41 C27 H27 120.4 . . ?
C25 C27 C41 119.3(3) . . ?
C25 C27 H27 120.4 . . ?
C16 C15 H15 116.3 . . ?
C14 C15 C16 127.3(3) . . ?
C14 C15 H15 116.3 . . ?
N2 C29 H29A 109.9 . . ?
N2 C29 H29B 109.9 . . ?
N2 C29 C31 109.0(2) . . ?
H29A C29 H29B 108.3 . . ?
C31 C29 H29A 109.9 . . ?
C31 C29 H29B 109.9 . . ?
C29 C31 C32 113.1(2) . . ?
C34 C31 C29 120.9(2) . . ?
C34 C31 C32 126.0(2) . . ?
N2 C28 H28 118.1 . . ?
C30 C28 N2 123.8(2) . . ?
C30 C28 H28 118.1 . . ?
C41 C26 H26 120.3 . . ?
C24 C26 C41 119.4(3) . . ?
C24 C26 H26 120.3 . . ?
C15 C14 C11 126.3(2) . . ?
C15 C14 C8 120.6(2) . . ?
C8 C14 C11 113.1(2) . . ?
C28 C30 C32 122.5(2) . . ?
C28 C30 C33 121.7(3) . . ?
C32 C30 C33 115.8(3) . . ?
C36 C35 C34 122.2(3) . . ?
C37 C35 C34 119.9(3) . . ?
C37 C35 C36 117.9(3) . . ?
C31 C34 C35 126.9(2) . . ?
C31 C34 H34 116.5 . . ?
C35 C34 H34 116.5 . . ?
C14 C11 H11A 109.3 . . ?
C14 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 C14 111.7(2) . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
C6 C7 H7 120.5 . . ?
C6 C7 C3 119.0(3) . . ?
C3 C7 H7 120.5 . . ?
C35 C36 H36 119.6 . . ?
C40 C36 C35 120.9(3) . . ?
C40 C36 H36 119.6 . . ?
C31 C32 C30 110.9(2) . . ?
C31 C32 H32A 109.4 . . ?
C31 C32 H32B 109.4 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.4 . . ?
H32A C32 H32B 108.0 . . ?
N1 C8 C14 109.1(2) . . ?
N1 C8 H8A 109.9 . . ?
N1 C8 H8B 109.9 . . ?
C14 C8 H8A 109.9 . . ?
C14 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
C6 C5 H5 120.6 . . ?
C4 C5 C6 118.8(3) . . ?
C4 C5 H5 120.6 . . ?
N1 C9 H9 118.1 . . ?
C12 C9 N1 123.8(3) . . ?
C12 C9 H9 118.1 . . ?
C11 C12 C13 115.9(3) . . ?
C9 C12 C11 122.3(3) . . ?
C9 C12 C13 121.8(3) . . ?
C26 C24 H24 119.2 . . ?
C26 C24 C23 121.5(3) . . ?
C23 C24 H24 119.2 . . ?
C16 C18 H18 119.8 . . ?
C20 C18 C16 120.3(3) . . ?
C20 C18 H18 119.8 . . ?
C24 C23 C22 120.9(3) . . ?
C25 C23 C24 118.0(3) . . ?
C25 C23 C22 121.1(3) . . ?
C27 C25 C23 121.8(3) . . ?
C27 C25 H25 119.1 . . ?
C23 C25 H25 119.1 . . ?
C16 C17 H17 119.6 . . ?
C19 C17 C16 120.9(3) . . ?
C19 C17 H17 119.6 . . ?
C35 C37 H37 119.6 . . ?
C35 C37 C38 120.8(4) . . ?
C38 C37 H37 119.6 . . ?
C18 C20 H20 119.5 . . ?
C21 C20 C18 121.1(4) . . ?
C21 C20 H20 119.5 . . ?
C36 C40 H40 120.1 . . ?
C39 C40 C36 119.8(4) . . ?
C39 C40 H40 120.1 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C7 C3 H3 119.3 . . ?
C2 C3 C7 121.4(4) . . ?
C2 C3 H3 119.3 . . ?
C40 C39 H39 119.9 . . ?
C38 C39 C40 120.2(4) . . ?
C38 C39 H39 119.9 . . ?
C5 C4 H4 119.0 . . ?
C2 C4 C5 122.1(3) . . ?
C2 C4 H4 119.0 . . ?
C3 C2 C4 118.1(3) . . ?
C3 C2 C1 120.0(4) . . ?
C4 C2 C1 121.9(4) . . ?
C17 C19 H19 119.6 . . ?
C21 C19 C17 120.9(4) . . ?
C21 C19 H19 119.6 . . ?
C37 C38 H38 119.8 . . ?
C39 C38 C37 120.3(4) . . ?
C39 C38 H38 119.8 . . ?
C20 C21 H21 120.5 . . ?
C19 C21 C20 119.1(3) . . ?
C19 C21 H21 120.5 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
S2 N1 C8 C14 -171.38(18) . . . . ?
S2 N1 C9 C12 -159.3(3) . . . . ?
S2 C6 C7 C3 -178.2(2) . . . . ?
S2 C6 C5 C4 178.4(2) . . . . ?
S1 N2 C29 C31 -173.03(18) . . . . ?
S1 N2 C28 C30 -157.0(3) . . . . ?
S1 C41 C27 C25 -178.3(2) . . . . ?
S1 C41 C26 C24 177.8(2) . . . . ?
O3 S2 N1 C8 41.6(2) . . . . ?
O3 S2 N1 C9 -177.2(2) . . . . ?
O3 S2 C6 C7 -24.6(3) . . . . ?
O3 S2 C6 C5 157.3(2) . . . . ?
O2 S1 N2 C29 169.7(2) . . . . ?
O2 S1 N2 C28 -49.7(2) . . . . ?
O2 S1 C41 C27 -155.4(2) . . . . ?
O2 S1 C41 C26 26.7(3) . . . . ?
O4 S2 N1 C8 171.10(19) . . . . ?
O4 S2 N1 C9 -47.8(2) . . . . ?
O4 S2 C6 C7 -156.1(2) . . . . ?
O4 S2 C6 C5 25.8(3) . . . . ?
O1 S1 N2 C29 40.4(2) . . . . ?
O1 S1 N2 C28 -179.0(2) . . . . ?
O1 S1 C41 C27 -23.8(3) . . . . ?
O1 S1 C41 C26 158.3(2) . . . . ?
N2 S1 C41 C27 90.3(2) . . . . ?
N2 S1 C41 C26 -87.7(2) . . . . ?
N2 C29 C31 C34 118.4(3) . . . . ?
N2 C29 C31 C32 -59.4(3) . . . . ?
N2 C28 C30 C32 -3.3(5) . . . . ?
N2 C28 C30 C33 178.9(3) . . . . ?
N1 S2 C6 C7 89.4(2) . . . . ?
N1 S2 C6 C5 -88.7(2) . . . . ?
N1 C9 C12 C11 -2.7(5) . . . . ?
N1 C9 C12 C13 179.4(3) . . . . ?
C41 S1 N2 C29 -75.2(2) . . . . ?
C41 S1 N2 C28 65.4(2) . . . . ?
C41 C27 C25 C23 0.9(5) . . . . ?
C41 C26 C24 C23 0.0(4) . . . . ?
C6 S2 N1 C8 -73.9(2) . . . . ?
C6 S2 N1 C9 67.3(2) . . . . ?
C6 C7 C3 C2 -0.3(5) . . . . ?
C6 C5 C4 C2 -0.3(5) . . . . ?
C16 C15 C14 C11 -2.1(5) . . . . ?
C16 C15 C14 C8 179.8(2) . . . . ?
C16 C18 C20 C21 0.7(5) . . . . ?
C16 C17 C19 C21 -2.8(6) . . . . ?
C27 C41 C26 C24 -0.1(4) . . . . ?
C15 C16 C18 C20 176.3(3) . . . . ?
C15 C16 C17 C19 -175.2(3) . . . . ?
C15 C14 C11 C12 -139.2(3) . . . . ?
C15 C14 C8 N1 120.1(3) . . . . ?
C29 N2 C28 C30 -15.6(4) . . . . ?
C29 C31 C34 C35 179.9(3) . . . . ?
C29 C31 C32 C30 41.2(3) . . . . ?
C28 N2 C29 C31 45.5(3) . . . . ?
C28 C30 C32 C31 -9.7(4) . . . . ?
C26 C41 C27 C25 -0.4(4) . . . . ?
C26 C24 C23 C25 0.5(4) . . . . ?
C26 C24 C23 C22 -178.8(3) . . . . ?
C14 C11 C12 C9 -8.4(5) . . . . ?
C14 C11 C12 C13 169.5(3) . . . . ?
C35 C36 C40 C39 -0.4(5) . . . . ?
C35 C37 C38 C39 -2.4(5) . . . . ?
C34 C31 C32 C30 -136.5(3) . . . . ?
C34 C35 C36 C40 177.5(3) . . . . ?
C34 C35 C37 C38 -176.1(3) . . . . ?
C11 C14 C8 N1 -58.3(3) . . . . ?
C7 C6 C5 C4 0.3(4) . . . . ?
C7 C3 C2 C4 0.3(5) . . . . ?
C7 C3 C2 C1 179.0(3) . . . . ?
C36 C35 C34 C31 -46.3(4) . . . . ?
C36 C35 C37 C38 4.1(4) . . . . ?
C36 C40 C39 C38 2.2(5) . . . . ?
C32 C31 C34 C35 -2.5(5) . . . . ?
C8 N1 C9 C12 -17.4(4) . . . . ?
C8 C14 C11 C12 39.1(4) . . . . ?
C5 C6 C7 C3 -0.1(4) . . . . ?
C5 C4 C2 C3 -0.1(5) . . . . ?
C5 C4 C2 C1 -178.7(3) . . . . ?
C9 N1 C8 C14 46.5(3) . . . . ?
C24 C23 C25 C27 -1.0(5) . . . . ?
C18 C16 C15 C14 -42.4(4) . . . . ?
C18 C16 C17 C19 4.7(5) . . . . ?
C18 C20 C21 C19 1.3(6) . . . . ?
C17 C16 C15 C14 137.6(3) . . . . ?
C17 C16 C18 C20 -3.6(4) . . . . ?
C17 C19 C21 C20 -0.2(6) . . . . ?
C37 C35 C34 C31 134.0(3) . . . . ?
C37 C35 C36 C40 -2.7(4) . . . . ?
C40 C39 C38 C37 -0.8(6) . . . . ?
C33 C30 C32 C31 168.2(3) . . . . ?
C22 C23 C25 C27 178.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
