# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

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

data_exp_4464_auto
_database_code_depnum_ccdc_archive 'CCDC 2322514'
loop_
_audit_author_name
_audit_author_address
'li shu'
;China West Normal University
China
;
_audit_update_record             
;
2023-12-29 deposited with the CCDC.	2024-04-03 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_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         'C26 H25 N3 O4 S'
_chemical_formula_sum            'C26 H25 N3 O4 S'
_chemical_formula_weight         475.55
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.46620(10)
_cell_length_b                   13.1332(2)
_cell_length_c                   18.2388(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2507.01(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11722
_cell_measurement_temperature    298.34(10)
_cell_measurement_theta_max      76.6170
_cell_measurement_theta_min      4.1290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.445
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.260
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14876
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.809
_diffrn_reflns_theta_min         4.148
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.34(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     95.00 120.00   0.50    0.05    --   47.51 132.00  64.00   50
  2  ω     94.00 165.00   0.50    0.13    --  106.05  19.00  19.00  142
  3  ω     97.00 171.00   0.50    0.13    --  106.05  15.00  90.00  148
  4  ω     36.00  75.00   0.50    0.13    --  106.05-132.00  -4.00   78
  5  ω     79.00 105.00   0.50    0.13    --  106.05-132.00  -4.00   52
  6  ω     92.00 117.00   0.50    0.13    --  106.05-125.00   0.00   50
  7  ω     43.00  78.00   0.50    0.13    --  106.05-125.00   0.00   70
  8  ω     58.00 103.00   0.50    0.13    --  106.05 -94.00  60.00   90
  9  ω     29.00  74.00   0.50    0.05    --   47.51-137.00 178.00   90
 10  ω     42.00  68.00   0.50    0.13    --  106.05 -61.00 120.00   52
 11  ω     34.00  66.00   0.50    0.13    --  106.05 -61.00  90.00   64
 12  ω     33.00  67.00   0.50    0.13    --  106.05 -61.00-150.00   68
 13  ω    -22.00  44.00   0.50    0.05    --   47.51 -37.00-150.00  132
 14  ω    -37.00  22.00   0.50    0.05    --  -47.51  37.00 150.00  118
 15  ω    -68.00 -29.00   0.50    0.13    -- -102.00  61.00 120.00   78
 16  ω    -61.00 -34.00   0.50    0.13    -- -102.00  61.00  90.00   54
 17  ω    -69.00 -44.00   0.50    0.13    -- -102.00  61.00  30.00   50
 18  ω    -66.00 -32.00   0.50    0.13    -- -102.00  61.00 -60.00   68
 19  ω   -120.00 -62.00   0.50    0.05    --  -47.51 -19.00-148.00  116
 20  ω   -102.00 -30.00   0.50    0.13    -- -102.00 106.00 169.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0718374000
_diffrn_orient_matrix_UB_12      0.0126021000
_diffrn_orient_matrix_UB_13      -0.0731408000
_diffrn_orient_matrix_UB_21      0.1230799000
_diffrn_orient_matrix_UB_22      -0.0266339000
_diffrn_orient_matrix_UB_23      -0.0421767000
_diffrn_orient_matrix_UB_31      -0.0368943000
_diffrn_orient_matrix_UB_32      -0.1135542000
_diffrn_orient_matrix_UB_33      0.0017893000
_diffrn_oxdiff_digest_frames     
;
01eb396588c14aeb747eaad1e94dc2999f0005033d8
;
_diffrn_oxdiff_digest_hkl        
;
0151c44584be4c306500068834f828cdcb8905
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.924
_reflns_number_gt                4690
_reflns_number_total             5022
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 1879 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(7)
_refine_ls_extinction_coef       0.0033(6)
_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   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5022
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.078
_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)+(0.0819P)²+0.2147P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1276
_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. Restrained distances
 C25-C24 = C22-C17 = C11-C20
 1.4 with sigma of 0.02
 C20-C11 \\sim C17-C22 \\sim C24-C25
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C20) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C22)
\\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C26) \\sim Ueq,
Uanis(C23) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=Sof(C29)=Sof(C30)=Sof(C31)=Sof(H31)=
 Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(H33C)=
 1-FVAR(1)
 Sof(C17)=Sof(H17)=Sof(C20)=Sof(H20)=Sof(C22)=Sof(C23)=Sof(H23A)=Sof(H23B)=
 Sof(H23C)=Sof(C24)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(H26C)=
 FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6)
5.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B)
5.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C13(H13), C14(H14), C15(H15), C17(H17), C20(H20), C25(H25), C27(H27),
 C28(H28), C31(H31)
5.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C26(H26A,H26B,
 H26C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C)
;
_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
S1 S 0.66831(8) 0.66242(6) 0.25530(4) 0.0692(3) Uani 1 1 d . . . . .
O1 O 0.61548(19) 0.41076(13) 0.45311(10) 0.0526(4) Uani 1 1 d . . . . .
O2 O 0.8884(2) 0.6661(2) 0.58002(16) 0.0858(8) Uani 1 1 d . . . . .
N1 N 0.6366(2) 0.63158(18) 0.34152(13) 0.0581(6) Uani 1 1 d . . . . .
O3 O 0.5748(3) 0.6194(2) 0.20771(16) 0.0937(9) Uani 1 1 d . . . . .
C1 C 0.6633(3) 0.4403(2) 0.33148(14) 0.0505(5) Uani 1 1 d . . . . .
C2 C 0.6080(2) 0.51991(17) 0.44422(14) 0.0466(5) Uani 1 1 d . . . . .
O4 O 0.7991(3) 0.6424(2) 0.23966(18) 0.0974(9) Uani 1 1 d . . . . .
C3 C 0.6982(2) 0.5710(2) 0.49906(14) 0.0506(5) Uani 1 1 d . . . . .
H3 H 0.7026 0.6438 0.4875 0.061 Uiso 1 1 calc R . . . .
C4 C 0.6476(3) 0.3697(2) 0.38726(14) 0.0516(6) Uani 1 1 d . . . . .
C5 C 0.6387(2) 0.5392(2) 0.36352(13) 0.0484(5) Uani 1 1 d . . . . .
C6 C 0.4750(2) 0.5605(2) 0.46585(14) 0.0492(5) Uani 1 1 d . . . . .
H6 H 0.4716 0.6301 0.4465 0.059 Uiso 1 1 calc R . . . .
C7 C 0.6627(3) 0.2665(2) 0.37523(18) 0.0661(7) Uani 1 1 d . . . . .
H7 H 0.6507 0.2193 0.4126 0.079 Uiso 1 1 calc R . . . .
C8 C 0.4837(3) 0.5730(2) 0.55174(14) 0.0519(6) Uani 1 1 d . . . . .
C9 C 0.9222(3) 0.5894(3) 0.55032(17) 0.0658(7) Uani 1 1 d . . . . .
C10 C 0.8333(3) 0.5291(2) 0.50141(17) 0.0605(6) Uani 1 1 d . . . . .
H10A H 0.8304 0.4593 0.5186 0.073 Uiso 1 1 calc R . . . .
H10B H 0.8677 0.5285 0.4520 0.073 Uiso 1 1 calc R . . . .
C11 C 0.3596(3) 0.5079(3) 0.43452(16) 0.0656(8) Uani 1 1 d D U . . .
C12 C 0.6271(3) 0.5582(3) 0.57191(16) 0.0640(7) Uani 1 1 d . . . . .
H12A H 0.6545 0.6089 0.6072 0.077 Uiso 1 1 calc R . . . .
H12B H 0.6416 0.4909 0.5923 0.077 Uiso 1 1 calc R . . . .
C13 C 0.6976(3) 0.4077(3) 0.26132(16) 0.0665(7) Uani 1 1 d . . . . .
H13 H 0.7090 0.4542 0.2234 0.080 Uiso 1 1 calc R . . . .
C14 C 0.6962(4) 0.2364(3) 0.3054(2) 0.0767(10) Uani 1 1 d . . . . .
H14 H 0.7070 0.1674 0.2958 0.092 Uiso 1 1 calc R . . . .
C15 C 0.7142(4) 0.3053(3) 0.24966(19) 0.0775(9) Uani 1 1 d . . . . .
H15 H 0.7379 0.2823 0.2034 0.093 Uiso 1 1 calc R . . . .
C16 C 0.4445(5) 0.6778(3) 0.5726(2) 0.0847(11) Uani 1 1 d . . . . .
C17 C 0.3209(9) 0.4225(7) 0.4399(5) 0.053(2) Uani 0.486(9) 1 d D U P A 1
H17 H 0.3686 0.3787 0.4692 0.064 Uiso 0.486(9) 1 calc R . P A 1
C18 C 0.6446(5) 0.7943(3) 0.2611(2) 0.0875(11) Uani 1 1 d . . . . .
H18A H 0.5606 0.8078 0.2799 0.131 Uiso 1 1 calc GR . . . .
H18B H 0.6529 0.8240 0.2132 0.131 Uiso 1 1 calc GR . . . .
H18C H 0.7072 0.8234 0.2933 0.131 Uiso 1 1 calc GR . . . .
C19 C 0.4035(4) 0.5056(4) 0.5946(2) 0.0902(13) Uani 1 1 d . . . . .
C20 C 0.2843(11) 0.5826(7) 0.3877(6) 0.062(2) Uani 0.486(9) 1 d D U P A 1
H20 H 0.3098 0.6500 0.3819 0.074 Uiso 0.486(9) 1 calc R . P A 1
N2 N 0.4191(7) 0.7588(4) 0.5873(3) 0.153(2) Uani 1 1 d . . . . .
C21 C 1.0536(4) 0.5468(5) 0.5605(3) 0.1063(16) Uani 1 1 d . . . . .
H21A H 1.0868 0.5680 0.6071 0.159 Uiso 1 1 calc GR . . . .
H21B H 1.1084 0.5713 0.5221 0.159 Uiso 1 1 calc GR . . . .
H21C H 1.0501 0.4738 0.5587 0.159 Uiso 1 1 calc GR . . . .
C22 C 0.2114(10) 0.3810(8) 0.4069(5) 0.056(2) Uani 0.486(9) 1 d D U P A 1
N3 N 0.3378(6) 0.4592(6) 0.6298(3) 0.163(3) Uani 1 1 d . . . . .
C23 C 0.1729(10) 0.2735(6) 0.4214(4) 0.085(3) Uani 0.486(9) 1 d . U P A 1
H23A H 0.2362 0.2412 0.4515 0.128 Uiso 0.486(9) 1 calc GR . P A 1
H23B H 0.1657 0.2375 0.3757 0.128 Uiso 0.486(9) 1 calc GR . P A 1
H23C H 0.0920 0.2726 0.4462 0.128 Uiso 0.486(9) 1 calc GR . P A 1
C24 C 0.1385(12) 0.4426(11) 0.3637(7) 0.066(3) Uani 0.486(9) 1 d D U P A 1
C25 C 0.1743(8) 0.5441(9) 0.3535(5) 0.068(2) Uani 0.486(9) 1 d D U P A 1
H25 H 0.1250 0.5864 0.3240 0.081 Uiso 0.486(9) 1 calc R . P A 1
C26 C 0.0210(9) 0.4025(11) 0.3220(7) 0.100(3) Uani 0.486(9) 1 d . U P A 1
H26A H 0.0272 0.3299 0.3168 0.151 Uiso 0.486(9) 1 calc GR . P A 1
H26B H 0.0176 0.4333 0.2743 0.151 Uiso 0.486(9) 1 calc GR . P A 1
H26C H -0.0551 0.4193 0.3487 0.151 Uiso 0.486(9) 1 calc GR . P A 1
C27 C 0.3408(9) 0.3912(7) 0.4577(6) 0.0584(19) Uani 0.514(9) 1 d . . P A 2
H27 H 0.3991 0.3593 0.4886 0.070 Uiso 0.514(9) 1 calc R . P A 2
C28 C 0.2350(9) 0.3385(8) 0.4308(7) 0.075(2) Uani 0.514(9) 1 d . . P A 2
H28 H 0.2239 0.2703 0.4431 0.090 Uiso 0.514(9) 1 calc R . P A 2
C29 C 0.1467(10) 0.3858(11) 0.3861(7) 0.078(3) Uani 0.514(9) 1 d . . P A 2
C30 C 0.1656(9) 0.4868(12) 0.3647(5) 0.066(3) Uani 0.514(9) 1 d . . P A 2
C31 C 0.2735(9) 0.5393(9) 0.3929(5) 0.064(2) Uani 0.514(9) 1 d . . P A 2
H31 H 0.2810 0.6068 0.3783 0.077 Uiso 0.514(9) 1 calc R . P A 2
C32 C 0.0760(8) 0.5495(12) 0.3158(5) 0.124(5) Uani 0.514(9) 1 d . . P A 2
H32A H 0.0492 0.5088 0.2748 0.186 Uiso 0.514(9) 1 calc GR . P A 2
H32B H 0.1201 0.6088 0.2983 0.186 Uiso 0.514(9) 1 calc GR . P A 2
H32C H 0.0024 0.5699 0.3436 0.186 Uiso 0.514(9) 1 calc GR . P A 2
C33 C 0.0320(9) 0.3269(12) 0.3586(7) 0.110(4) Uani 0.514(9) 1 d . . P A 2
H33A H 0.0329 0.3255 0.3060 0.165 Uiso 0.514(9) 1 calc GR . P A 2
H33B H -0.0449 0.3592 0.3753 0.165 Uiso 0.514(9) 1 calc GR . P A 2
H33C H 0.0354 0.2585 0.3771 0.165 Uiso 0.514(9) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N1 1.657(2) . ?
S1 O3 1.425(3) . ?
S1 O4 1.423(3) . ?
S1 C18 1.753(4) . ?
O1 C2 1.445(3) . ?
O1 C4 1.359(3) . ?
O2 C9 1.197(4) . ?
N1 C5 1.278(4) . ?
C1 C4 1.386(4) . ?
C1 C5 1.448(4) . ?
C1 C13 1.396(4) . ?
C2 C3 1.531(4) . ?
C2 C5 1.528(3) . ?
C2 C6 1.542(3) . ?
C3 H3 0.9800 . ?
C3 C10 1.518(4) . ?
C3 C12 1.532(4) . ?
C4 C7 1.383(4) . ?
C6 H6 0.9800 . ?
C6 C8 1.578(3) . ?
C6 C11 1.504(4) . ?
C7 H7 0.9300 . ?
C7 C14 1.378(5) . ?
C8 C12 1.557(4) . ?
C8 C16 1.486(5) . ?
C8 C19 1.449(4) . ?
C9 C10 1.513(4) . ?
C9 C21 1.496(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C17 1.197(10) . ?
C11 C20 1.521(10) . ?
C11 C27 1.603(9) . ?
C11 C31 1.248(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13 0.9300 . ?
C13 C15 1.372(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.375(6) . ?
C15 H15 0.9300 . ?
C16 N2 1.128(5) . ?
C17 H17 0.9300 . ?
C17 C22 1.406(12) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 N3 1.121(5) . ?
C20 H20 0.9300 . ?
C20 C25 1.403(14) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.492(12) . ?
C22 C24 1.362(19) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.398(11) . ?
C24 C26 1.538(14) . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27 0.9300 . ?
C27 C28 1.395(13) . ?
C28 H28 0.9300 . ?
C28 C29 1.381(16) . ?
C29 C30 1.396(17) . ?
C29 C33 1.513(14) . ?
C30 C31 1.419(16) . ?
C30 C32 1.534(15) . ?
C31 H31 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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
N1 S1 C18 98.97(17) . . ?
O3 S1 N1 110.10(17) . . ?
O3 S1 C18 109.3(2) . . ?
O4 S1 N1 109.74(16) . . ?
O4 S1 O3 117.7(2) . . ?
O4 S1 C18 109.4(2) . . ?
C4 O1 C2 107.94(19) . . ?
C5 N1 S1 121.8(2) . . ?
C4 C1 C5 106.4(2) . . ?
C4 C1 C13 119.9(3) . . ?
C13 C1 C5 133.7(3) . . ?
O1 C2 C3 109.2(2) . . ?
O1 C2 C5 105.14(19) . . ?
O1 C2 C6 111.31(19) . . ?
C3 C2 C6 103.78(19) . . ?
C5 C2 C3 115.3(2) . . ?
C5 C2 C6 112.3(2) . . ?
C2 C3 H3 108.4 . . ?
C2 C3 C12 102.6(2) . . ?
C10 C3 C2 115.7(2) . . ?
C10 C3 H3 108.4 . . ?
C10 C3 C12 112.8(2) . . ?
C12 C3 H3 108.4 . . ?
O1 C4 C1 114.4(2) . . ?
O1 C4 C7 123.9(3) . . ?
C7 C4 C1 121.7(3) . . ?
N1 C5 C1 136.7(2) . . ?
N1 C5 C2 117.2(2) . . ?
C1 C5 C2 106.1(2) . . ?
C2 C6 H6 105.2 . . ?
C2 C6 C8 103.8(2) . . ?
C8 C6 H6 105.2 . . ?
C11 C6 C2 118.0(2) . . ?
C11 C6 H6 105.2 . . ?
C11 C6 C8 118.1(2) . . ?
C4 C7 H7 121.4 . . ?
C14 C7 C4 117.2(3) . . ?
C14 C7 H7 121.4 . . ?
C12 C8 C6 106.1(2) . . ?
C16 C8 C6 109.5(2) . . ?
C16 C8 C12 108.8(3) . . ?
C19 C8 C6 116.0(3) . . ?
C19 C8 C12 110.8(3) . . ?
C19 C8 C16 105.5(3) . . ?
O2 C9 C10 121.7(3) . . ?
O2 C9 C21 122.0(3) . . ?
C21 C9 C10 116.3(3) . . ?
C3 C10 H10A 108.8 . . ?
C3 C10 H10B 108.8 . . ?
C9 C10 C3 113.6(2) . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C6 C11 C20 109.5(5) . . ?
C6 C11 C27 115.9(4) . . ?
C17 C11 C6 132.1(5) . . ?
C17 C11 C20 118.4(6) . . ?
C31 C11 C6 131.3(6) . . ?
C31 C11 C27 112.8(6) . . ?
C3 C12 C8 104.5(2) . . ?
C3 C12 H12A 110.9 . . ?
C3 C12 H12B 110.9 . . ?
C8 C12 H12A 110.9 . . ?
C8 C12 H12B 110.9 . . ?
H12A C12 H12B 108.9 . . ?
C1 C13 H13 120.8 . . ?
C15 C13 C1 118.3(3) . . ?
C15 C13 H13 120.8 . . ?
C7 C14 H14 119.0 . . ?
C15 C14 C7 122.0(3) . . ?
C15 C14 H14 119.0 . . ?
C13 C15 C14 120.9(3) . . ?
C13 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
N2 C16 C8 177.3(6) . . ?
C11 C17 H17 116.4 . . ?
C11 C17 C22 127.1(8) . . ?
C22 C17 H17 116.4 . . ?
S1 C18 H18A 109.5 . . ?
S1 C18 H18B 109.5 . . ?
S1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N3 C19 C8 175.3(7) . . ?
C11 C20 H20 121.9 . . ?
C25 C20 C11 116.2(8) . . ?
C25 C20 H20 121.9 . . ?
C9 C21 H21A 109.5 . . ?
C9 C21 H21B 109.5 . . ?
C9 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 C23 120.7(10) . . ?
C24 C22 C17 118.4(8) . . ?
C24 C22 C23 120.8(10) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 C25 119.5(10) . . ?
C22 C24 C26 122.0(11) . . ?
C25 C24 C26 118.4(12) . . ?
C20 C25 H25 119.8 . . ?
C24 C25 C20 120.4(9) . . ?
C24 C25 H25 119.8 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C11 C27 H27 120.7 . . ?
C28 C27 C11 118.6(9) . . ?
C28 C27 H27 120.7 . . ?
C27 C28 H28 119.5 . . ?
C29 C28 C27 121.0(10) . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 119.8(9) . . ?
C28 C29 C33 119.7(11) . . ?
C30 C29 C33 120.4(13) . . ?
C29 C30 C31 118.2(9) . . ?
C29 C30 C32 125.8(12) . . ?
C31 C30 C32 115.9(13) . . ?
C11 C31 C30 129.4(10) . . ?
C11 C31 H31 115.3 . . ?
C30 C31 H31 115.3 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C5 C1 -0.4(5) . . . . ?
S1 N1 C5 C2 179.97(18) . . . . ?
O1 C2 C3 C10 49.2(3) . . . . ?
O1 C2 C3 C12 -74.1(2) . . . . ?
O1 C2 C5 N1 179.1(2) . . . . ?
O1 C2 C5 C1 -0.6(3) . . . . ?
O1 C2 C6 C8 83.8(2) . . . . ?
O1 C2 C6 C11 -49.0(3) . . . . ?
O1 C4 C7 C14 -179.6(3) . . . . ?
O2 C9 C10 C3 -4.3(5) . . . . ?
O3 S1 N1 C5 63.7(3) . . . . ?
C1 C4 C7 C14 1.1(5) . . . . ?
C1 C13 C15 C14 0.6(6) . . . . ?
C2 O1 C4 C1 -0.3(3) . . . . ?
C2 O1 C4 C7 -179.7(3) . . . . ?
C2 C3 C10 C9 173.7(2) . . . . ?
C2 C3 C12 C8 -37.6(3) . . . . ?
C2 C6 C8 C12 10.1(3) . . . . ?
C2 C6 C8 C16 127.4(3) . . . . ?
C2 C6 C8 C19 -113.3(3) . . . . ?
C2 C6 C11 C17 61.5(7) . . . . ?
C2 C6 C11 C20 -118.0(6) . . . . ?
C2 C6 C11 C27 63.3(5) . . . . ?
C2 C6 C11 C31 -117.0(7) . . . . ?
O4 S1 N1 C5 -67.4(3) . . . . ?
C3 C2 C5 N1 -60.6(3) . . . . ?
C3 C2 C5 C1 119.6(2) . . . . ?
C3 C2 C6 C8 -33.5(2) . . . . ?
C3 C2 C6 C11 -166.3(2) . . . . ?
C4 O1 C2 C3 -123.6(2) . . . . ?
C4 O1 C2 C5 0.6(3) . . . . ?
C4 O1 C2 C6 122.4(2) . . . . ?
C4 C1 C5 N1 -179.2(3) . . . . ?
C4 C1 C5 C2 0.4(3) . . . . ?
C4 C1 C13 C15 0.4(5) . . . . ?
C4 C7 C14 C15 0.0(6) . . . . ?
C5 C1 C4 O1 -0.1(3) . . . . ?
C5 C1 C4 C7 179.3(3) . . . . ?
C5 C1 C13 C15 179.7(3) . . . . ?
C5 C2 C3 C10 -68.8(3) . . . . ?
C5 C2 C3 C12 167.8(2) . . . . ?
C5 C2 C6 C8 -158.6(2) . . . . ?
C5 C2 C6 C11 68.6(3) . . . . ?
C6 C2 C3 C10 168.0(2) . . . . ?
C6 C2 C3 C12 44.6(3) . . . . ?
C6 C2 C5 N1 58.0(3) . . . . ?
C6 C2 C5 C1 -121.8(2) . . . . ?
C6 C8 C12 C3 16.9(3) . . . . ?
C6 C11 C17 C22 -179.0(6) . . . . ?
C6 C11 C20 C25 179.0(8) . . . . ?
C6 C11 C27 C28 179.6(7) . . . . ?
C6 C11 C31 C30 -179.8(7) . . . . ?
C7 C14 C15 C13 -0.9(6) . . . . ?
C8 C6 C11 C17 -64.6(7) . . . . ?
C8 C6 C11 C20 115.9(6) . . . . ?
C8 C6 C11 C27 -62.9(5) . . . . ?
C8 C6 C11 C31 116.9(7) . . . . ?
C10 C3 C12 C8 -162.9(2) . . . . ?
C11 C6 C8 C12 142.9(3) . . . . ?
C11 C6 C8 C16 -99.9(3) . . . . ?
C11 C6 C8 C19 19.4(4) . . . . ?
C11 C17 C22 C23 -177.6(8) . . . . ?
C11 C17 C22 C24 -0.2(14) . . . . ?
C11 C20 C25 C24 0.4(16) . . . . ?
C11 C27 C28 C29 -1.2(13) . . . . ?
C12 C3 C10 C9 -68.5(3) . . . . ?
C13 C1 C4 O1 179.3(3) . . . . ?
C13 C1 C4 C7 -1.3(4) . . . . ?
C13 C1 C5 N1 1.4(6) . . . . ?
C13 C1 C5 C2 -178.9(3) . . . . ?
C16 C8 C12 C3 -100.9(3) . . . . ?
C17 C11 C20 C25 -0.5(13) . . . . ?
C17 C22 C24 C25 0.0(15) . . . . ?
C17 C22 C24 C26 176.7(9) . . . . ?
C18 S1 N1 C5 178.2(3) . . . . ?
C19 C8 C12 C3 143.6(3) . . . . ?
C20 C11 C17 C22 0.5(13) . . . . ?
C21 C9 C10 C3 174.7(3) . . . . ?
C22 C24 C25 C20 -0.2(18) . . . . ?
C23 C22 C24 C25 177.4(10) . . . . ?
C23 C22 C24 C26 -6.0(14) . . . . ?
C26 C24 C25 C20 -176.9(9) . . . . ?
C27 C11 C31 C30 -0.1(12) . . . . ?
C27 C28 C29 C30 2.8(14) . . . . ?
C27 C28 C29 C33 -179.2(8) . . . . ?
C28 C29 C30 C31 -2.9(13) . . . . ?
C28 C29 C30 C32 -179.7(9) . . . . ?
C29 C30 C31 C11 1.6(15) . . . . ?
C31 C11 C27 C28 -0.1(11) . . . . ?
C32 C30 C31 C11 178.7(9) . . . . ?
C33 C29 C30 C31 179.0(8) . . . . ?
C33 C29 C30 C32 2.3(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.435
_oxdiff_exptl_absorpt_empirical_full_min 0.776
