# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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 
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data_JY1
_database_code_depnum_ccdc_archive 'CCDC 2018837'
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;
_audit_creation_date             2018-11-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C33 H24 N2 O4 S'
_chemical_formula_sum            'C33 H24 N2 O4 S'
_chemical_formula_weight         544.60
_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                   7.8981(18)
_cell_length_b                   10.981(2)
_cell_length_c                   15.616(4)
_cell_angle_alpha                72.196(4)
_cell_angle_beta                 88.661(4)
_cell_angle_gamma                80.402(4)
_cell_volume                     1270.9(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1366
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.522
_cell_measurement_theta_min      2.616
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6357
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0836 before and 0.0346 after correction. The Ratio of minimum to maximum transmission is 0.8528. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6981
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.324
_diffrn_reflns_theta_min         1.976
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.962
_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                3259
_reflns_number_total             4981
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4981
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0529
_refine_ls_restrained_S_all      1.021
_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)+(0.0621P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1375
_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 O(H) groups
2.a Riding coordinates:
 O1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C31(H31A,H31B), C32(H32A,
 H32B), C33(H33A,H33B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.22387(9) 0.91532(7) 0.05263(4) 0.0527(2) Uani 1 1 d . . . . .
O1 O 0.1571(3) 0.70495(17) -0.10204(11) 0.0616(5) Uani 1 1 d . . . . .
H1 H 0.074641 0.761509 -0.123957 0.092 Uiso 1 1 d R . . . .
O2 O 0.3081(2) 0.34193(16) 0.14745(11) 0.0486(5) Uani 1 1 d . . . . .
O3 O 0.1453(2) 0.50752(15) 0.31663(10) 0.0421(4) Uani 1 1 d . . . . .
O4 O 0.0690(2) 0.62010(18) 0.41323(12) 0.0617(5) Uani 1 1 d . . . . .
N1 N -0.0819(3) 0.8913(2) -0.09323(14) 0.0521(6) Uani 1 1 d . . . . .
N2 N 0.4713(2) -0.06699(19) 0.36887(14) 0.0476(5) Uani 1 1 d . . . . .
C1 C -0.0926(3) 0.8283(2) -0.00756(16) 0.0426(6) Uani 1 1 d . . . . .
C2 C -0.1793(3) 1.0151(3) -0.11607(18) 0.0497(7) Uani 1 1 d . . . . .
C3 C -0.2662(3) 1.0459(3) -0.04470(18) 0.0503(7) Uani 1 1 d . . . . .
C4 C -0.3680(4) 1.1672(3) -0.0578(2) 0.0623(8) Uani 1 1 d . . . . .
H4 H -0.426621 1.188025 -0.010470 0.075 Uiso 1 1 calc R . . . .
C5 C -0.3794(4) 1.2551(3) -0.1426(2) 0.0702(9) Uani 1 1 d . . . . .
H5 H -0.446521 1.336521 -0.152571 0.084 Uiso 1 1 calc R . . . .
C6 C -0.2925(4) 1.2247(3) -0.2135(2) 0.0694(9) Uani 1 1 d . . . . .
H6 H -0.302710 1.286403 -0.270069 0.083 Uiso 1 1 calc R . . . .
C7 C -0.1916(4) 1.1057(3) -0.20232(19) 0.0633(8) Uani 1 1 d . . . . .
H7 H -0.133669 1.085960 -0.250203 0.076 Uiso 1 1 calc R . . . .
C8 C 0.0029(3) 0.6990(2) 0.03459(15) 0.0402(6) Uani 1 1 d . . . . .
C9 C 0.1273(3) 0.6437(2) -0.01514(16) 0.0449(6) Uani 1 1 d . . . . .
C10 C 0.2261(3) 0.5246(2) 0.02488(16) 0.0469(7) Uani 1 1 d . . . . .
H10 H 0.308895 0.488550 -0.007736 0.056 Uiso 1 1 calc R . . . .
C11 C 0.2014(3) 0.4585(2) 0.11427(16) 0.0407(6) Uani 1 1 d . . . . .
C12 C 0.2821(3) 0.2622(2) 0.23317(15) 0.0384(6) Uani 1 1 d . . . . .
C13 C 0.1595(3) 0.3009(2) 0.28871(15) 0.0367(6) Uani 1 1 d . . . . .
C14 C 0.0615(3) 0.4368(2) 0.26424(15) 0.0361(5) Uani 1 1 d . . . . .
C15 C 0.0297(3) 0.5553(2) 0.36892(16) 0.0417(6) Uani 1 1 d . . . . .
C16 C -0.1362(3) 0.5160(2) 0.35897(14) 0.0363(6) Uani 1 1 d . . . . .
C17 C -0.1202(3) 0.4488(2) 0.29733(14) 0.0341(5) Uani 1 1 d . . . . .
C18 C -0.2593(3) 0.4026(2) 0.27407(16) 0.0423(6) Uani 1 1 d . . . . .
H18 H -0.249691 0.356859 0.232437 0.051 Uiso 1 1 calc R . . . .
C19 C -0.4135(3) 0.4268(2) 0.31508(17) 0.0467(6) Uani 1 1 d . . . . .
H19 H -0.509386 0.397708 0.300149 0.056 Uiso 1 1 calc R . . . .
C20 C -0.4274(3) 0.4936(2) 0.37781(17) 0.0477(7) Uani 1 1 d . . . . .
H20 H -0.531896 0.507816 0.404812 0.057 Uiso 1 1 calc R . . . .
C21 C -0.2887(3) 0.5392(2) 0.40070(16) 0.0439(6) Uani 1 1 d . . . . .
H21 H -0.297394 0.584010 0.442832 0.053 Uiso 1 1 calc R . . . .
C22 C 0.0785(3) 0.5081(2) 0.16566(15) 0.0371(6) Uani 1 1 d . . . . .
C23 C -0.0185(3) 0.6285(2) 0.12335(15) 0.0396(6) Uani 1 1 d . . . . .
H23 H -0.101960 0.663765 0.156052 0.048 Uiso 1 1 calc R . . . .
C24 C 0.1459(3) 0.2108(2) 0.37328(15) 0.0389(6) Uani 1 1 d . . . . .
H24 H 0.065319 0.233812 0.412387 0.047 Uiso 1 1 calc R . . . .
C25 C 0.2464(3) 0.0896(2) 0.40120(16) 0.0385(6) Uani 1 1 d . . . . .
C26 C 0.3698(3) 0.0543(2) 0.34109(16) 0.0386(6) Uani 1 1 d . . . . .
C27 C 0.6212(3) -0.1003(3) 0.31902(18) 0.0531(7) Uani 1 1 d . . . . .
H27A H 0.593224 -0.153718 0.283868 0.064 Uiso 1 1 calc R . . . .
H27B H 0.714188 -0.150379 0.361117 0.064 Uiso 1 1 calc R . . . .
C28 C 0.6797(3) 0.0193(3) 0.25711(18) 0.0499(7) Uani 1 1 d . . . . .
H28A H 0.770078 -0.005890 0.219714 0.060 Uiso 1 1 calc R . . . .
H28B H 0.725916 0.065651 0.292503 0.060 Uiso 1 1 calc R . . . .
C29 C 0.5307(3) 0.1073(2) 0.19797(17) 0.0464(6) Uani 1 1 d . . . . .
H29A H 0.568300 0.185377 0.159889 0.056 Uiso 1 1 calc R . . . .
H29B H 0.488814 0.063380 0.159615 0.056 Uiso 1 1 calc R . . . .
C30 C 0.3889(3) 0.1424(2) 0.25722(16) 0.0389(6) Uani 1 1 d . . . . .
C31 C 0.4267(3) -0.1741(2) 0.44229(19) 0.0553(7) Uani 1 1 d . . . . .
H31A H 0.513946 -0.198659 0.489940 0.066 Uiso 1 1 calc R . . . .
H31B H 0.426777 -0.248191 0.420780 0.066 Uiso 1 1 calc R . . . .
C32 C 0.2530(3) -0.1422(2) 0.48065(19) 0.0538(7) Uani 1 1 d . . . . .
H32A H 0.242827 -0.205811 0.538531 0.065 Uiso 1 1 calc R . . . .
H32B H 0.162368 -0.144235 0.440511 0.065 Uiso 1 1 calc R . . . .
C33 C 0.2356(3) -0.0071(2) 0.49158(16) 0.0461(6) Uani 1 1 d . . . . .
H33A H 0.126241 0.013894 0.517787 0.055 Uiso 1 1 calc R . . . .
H33B H 0.326638 -0.004888 0.531418 0.055 Uiso 1 1 calc R . . . .


_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 C1 1.745(3) . ?
S1 C3 1.735(3) . ?
O1 H1 0.8200 . ?
O1 C9 1.352(3) . ?
O2 C11 1.368(3) . ?
O2 C12 1.390(3) . ?
O3 C14 1.515(3) . ?
O3 C15 1.358(3) . ?
O4 C15 1.211(3) . ?
N1 C1 1.313(3) . ?
N1 C2 1.391(3) . ?
N2 C26 1.383(3) . ?
N2 C27 1.458(3) . ?
N2 C31 1.455(3) . ?
C1 C8 1.454(3) . ?
C2 C3 1.394(4) . ?
C2 C7 1.402(3) . ?
C3 C4 1.396(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.410(3) . ?
C8 C23 1.388(3) . ?
C9 C10 1.376(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.389(3) . ?
C11 C22 1.392(3) . ?
C12 C13 1.386(3) . ?
C12 C30 1.387(3) . ?
C13 C14 1.500(3) . ?
C13 C24 1.402(3) . ?
C14 C17 1.513(3) . ?
C14 C22 1.513(3) . ?
C15 C16 1.472(3) . ?
C16 C17 1.373(3) . ?
C16 C21 1.379(3) . ?
C17 C18 1.383(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.384(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.387(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.378(3) . ?
C25 C26 1.427(3) . ?
C25 C33 1.495(3) . ?
C26 C30 1.393(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.509(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.515(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.512(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.514(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.528(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S1 C1 89.69(13) . . ?
C9 O1 H1 109.5 . . ?
C11 O2 C12 119.06(18) . . ?
C15 O3 C14 110.83(17) . . ?
C1 N1 C2 111.7(2) . . ?
C26 N2 C27 121.5(2) . . ?
C26 N2 C31 123.0(2) . . ?
C31 N2 C27 115.1(2) . . ?
N1 C1 S1 114.4(2) . . ?
N1 C1 C8 122.8(2) . . ?
C8 C1 S1 122.69(18) . . ?
N1 C2 C3 114.5(2) . . ?
N1 C2 C7 124.8(3) . . ?
C3 C2 C7 120.7(3) . . ?
C2 C3 S1 109.7(2) . . ?
C2 C3 C4 120.6(2) . . ?
C4 C3 S1 129.7(2) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.2(3) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 119.1 . . ?
C7 C6 C5 121.7(3) . . ?
C7 C6 H6 119.1 . . ?
C2 C7 H7 121.2 . . ?
C6 C7 C2 117.5(3) . . ?
C6 C7 H7 121.2 . . ?
C9 C8 C1 119.2(2) . . ?
C23 C8 C1 122.7(2) . . ?
C23 C8 C9 118.1(2) . . ?
O1 C9 C8 122.3(2) . . ?
O1 C9 C10 117.4(2) . . ?
C10 C9 C8 120.2(2) . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.6(2) . . ?
C11 C10 H10 120.2 . . ?
O2 C11 C10 114.6(2) . . ?
O2 C11 C22 123.1(2) . . ?
C10 C11 C22 122.3(2) . . ?
C13 C12 O2 122.0(2) . . ?
C13 C12 C30 123.8(2) . . ?
C30 C12 O2 114.16(19) . . ?
C12 C13 C14 121.8(2) . . ?
C12 C13 C24 116.2(2) . . ?
C24 C13 C14 121.6(2) . . ?
C13 C14 O3 106.87(17) . . ?
C13 C14 C17 115.03(18) . . ?
C13 C14 C22 111.12(19) . . ?
C17 C14 O3 101.57(17) . . ?
C17 C14 C22 114.64(19) . . ?
C22 C14 O3 106.45(17) . . ?
O3 C15 C16 108.7(2) . . ?
O4 C15 O3 121.3(2) . . ?
O4 C15 C16 130.0(2) . . ?
C17 C16 C15 108.6(2) . . ?
C17 C16 C21 122.1(2) . . ?
C21 C16 C15 129.3(2) . . ?
C16 C17 C14 110.2(2) . . ?
C16 C17 C18 120.5(2) . . ?
C18 C17 C14 129.2(2) . . ?
C17 C18 H18 121.2 . . ?
C17 C18 C19 117.6(2) . . ?
C19 C18 H18 121.2 . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.2(2) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.9(2) . . ?
C21 C20 H20 119.6 . . ?
C16 C21 H21 121.2 . . ?
C20 C21 C16 117.6(2) . . ?
C20 C21 H21 121.2 . . ?
C11 C22 C14 120.9(2) . . ?
C23 C22 C11 116.6(2) . . ?
C23 C22 C14 122.4(2) . . ?
C8 C23 H23 118.4 . . ?
C22 C23 C8 123.2(2) . . ?
C22 C23 H23 118.4 . . ?
C13 C24 H24 118.5 . . ?
C25 C24 C13 123.1(2) . . ?
C25 C24 H24 118.5 . . ?
C24 C25 C26 118.4(2) . . ?
C24 C25 C33 123.9(2) . . ?
C26 C25 C33 117.7(2) . . ?
N2 C26 C25 118.7(2) . . ?
N2 C26 C30 121.3(2) . . ?
C30 C26 C25 120.0(2) . . ?
N2 C27 H27A 109.3 . . ?
N2 C27 H27B 109.3 . . ?
N2 C27 C28 111.6(2) . . ?
H27A C27 H27B 108.0 . . ?
C28 C27 H27A 109.3 . . ?
C28 C27 H27B 109.3 . . ?
C27 C28 H28A 109.6 . . ?
C27 C28 H28B 109.6 . . ?
C27 C28 C29 110.4(2) . . ?
H28A C28 H28B 108.1 . . ?
C29 C28 H28A 109.6 . . ?
C29 C28 H28B 109.6 . . ?
C28 C29 H29A 109.9 . . ?
C28 C29 H29B 109.9 . . ?
H29A C29 H29B 108.3 . . ?
C30 C29 C28 108.9(2) . . ?
C30 C29 H29A 109.9 . . ?
C30 C29 H29B 109.9 . . ?
C12 C30 C26 118.5(2) . . ?
C12 C30 C29 122.4(2) . . ?
C26 C30 C29 119.0(2) . . ?
N2 C31 H31A 108.9 . . ?
N2 C31 H31B 108.9 . . ?
N2 C31 C32 113.3(2) . . ?
H31A C31 H31B 107.7 . . ?
C32 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
C31 C32 H32A 109.9 . . ?
C31 C32 H32B 109.9 . . ?
C31 C32 C33 108.8(2) . . ?
H32A C32 H32B 108.3 . . ?
C33 C32 H32A 109.9 . . ?
C33 C32 H32B 109.9 . . ?
C25 C33 C32 108.9(2) . . ?
C25 C33 H33A 109.9 . . ?
C25 C33 H33B 109.9 . . ?
C32 C33 H33A 109.9 . . ?
C32 C33 H33B 109.9 . . ?
H33A C33 H33B 108.3 . . ?

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 C1 C8 C9 -169.71(18) . . . . ?
S1 C1 C8 C23 7.9(3) . . . . ?
S1 C3 C4 C5 179.5(2) . . . . ?
O1 C9 C10 C11 179.4(2) . . . . ?
O2 C11 C22 C14 2.8(4) . . . . ?
O2 C11 C22 C23 179.0(2) . . . . ?
O2 C12 C13 C14 -7.3(4) . . . . ?
O2 C12 C13 C24 179.6(2) . . . . ?
O2 C12 C30 C26 -178.4(2) . . . . ?
O2 C12 C30 C29 5.0(3) . . . . ?
O3 C14 C17 C16 0.0(2) . . . . ?
O3 C14 C17 C18 -179.8(2) . . . . ?
O3 C14 C22 C11 102.9(2) . . . . ?
O3 C14 C22 C23 -73.1(3) . . . . ?
O3 C15 C16 C17 -2.4(2) . . . . ?
O3 C15 C16 C21 178.1(2) . . . . ?
O4 C15 C16 C17 176.6(2) . . . . ?
O4 C15 C16 C21 -2.8(4) . . . . ?
N1 C1 C8 C9 7.5(4) . . . . ?
N1 C1 C8 C23 -174.9(2) . . . . ?
N1 C2 C3 S1 -0.2(3) . . . . ?
N1 C2 C3 C4 179.6(2) . . . . ?
N1 C2 C7 C6 -179.4(2) . . . . ?
N2 C26 C30 C12 179.6(2) . . . . ?
N2 C26 C30 C29 -3.7(3) . . . . ?
N2 C27 C28 C29 -52.3(3) . . . . ?
N2 C31 C32 C33 -43.9(3) . . . . ?
C1 S1 C3 C2 0.26(19) . . . . ?
C1 S1 C3 C4 -179.6(3) . . . . ?
C1 N1 C2 C3 0.0(3) . . . . ?
C1 N1 C2 C7 179.2(2) . . . . ?
C1 C8 C9 O1 -2.4(4) . . . . ?
C1 C8 C9 C10 176.3(2) . . . . ?
C1 C8 C23 C22 -176.4(2) . . . . ?
C2 N1 C1 S1 0.2(3) . . . . ?
C2 N1 C1 C8 -177.2(2) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 S1 C1 N1 -0.2(2) . . . . ?
C3 S1 C1 C8 177.1(2) . . . . ?
C3 C2 C7 C6 -0.2(4) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
C4 C5 C6 C7 0.1(5) . . . . ?
C5 C6 C7 C2 0.0(4) . . . . ?
C7 C2 C3 S1 -179.4(2) . . . . ?
C7 C2 C3 C4 0.4(4) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
C9 C8 C23 C22 1.3(4) . . . . ?
C9 C10 C11 O2 -179.2(2) . . . . ?
C9 C10 C11 C22 0.4(4) . . . . ?
C10 C11 C22 C14 -176.7(2) . . . . ?
C10 C11 C22 C23 -0.5(4) . . . . ?
C11 O2 C12 C13 -4.8(3) . . . . ?
C11 O2 C12 C30 175.3(2) . . . . ?
C11 C22 C23 C8 -0.3(4) . . . . ?
C12 O2 C11 C10 -173.5(2) . . . . ?
C12 O2 C11 C22 7.0(3) . . . . ?
C12 C13 C14 O3 -100.3(2) . . . . ?
C12 C13 C14 C17 147.8(2) . . . . ?
C12 C13 C14 C22 15.4(3) . . . . ?
C12 C13 C24 C25 -0.3(3) . . . . ?
C13 C12 C30 C26 1.6(4) . . . . ?
C13 C12 C30 C29 -175.0(2) . . . . ?
C13 C14 C17 C16 115.0(2) . . . . ?
C13 C14 C17 C18 -64.8(3) . . . . ?
C13 C14 C22 C11 -13.2(3) . . . . ?
C13 C14 C22 C23 170.9(2) . . . . ?
C13 C24 C25 C26 -0.1(4) . . . . ?
C13 C24 C25 C33 179.1(2) . . . . ?
C14 O3 C15 O4 -176.7(2) . . . . ?
C14 O3 C15 C16 2.5(2) . . . . ?
C14 C13 C24 C25 -173.4(2) . . . . ?
C14 C17 C18 C19 179.8(2) . . . . ?
C14 C22 C23 C8 175.8(2) . . . . ?
C15 O3 C14 C13 -122.43(19) . . . . ?
C15 O3 C14 C17 -1.5(2) . . . . ?
C15 O3 C14 C22 118.74(19) . . . . ?
C15 C16 C17 C14 1.4(2) . . . . ?
C15 C16 C17 C18 -178.8(2) . . . . ?
C15 C16 C21 C20 178.6(2) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C17 C14 C22 C11 -145.7(2) . . . . ?
C17 C14 C22 C23 38.3(3) . . . . ?
C17 C16 C21 C20 -0.7(3) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C19 C20 C21 0.7(4) . . . . ?
C19 C20 C21 C16 0.1(4) . . . . ?
C21 C16 C17 C14 -179.1(2) . . . . ?
C21 C16 C17 C18 0.7(3) . . . . ?
C22 C14 C17 C16 -114.3(2) . . . . ?
C22 C14 C17 C18 65.9(3) . . . . ?
C23 C8 C9 O1 179.9(2) . . . . ?
C23 C8 C9 C10 -1.4(4) . . . . ?
C24 C13 C14 O3 72.3(3) . . . . ?
C24 C13 C14 C17 -39.5(3) . . . . ?
C24 C13 C14 C22 -171.9(2) . . . . ?
C24 C25 C26 N2 179.8(2) . . . . ?
C24 C25 C26 C30 1.4(3) . . . . ?
C24 C25 C33 C32 140.2(2) . . . . ?
C25 C26 C30 C12 -2.0(3) . . . . ?
C25 C26 C30 C29 174.7(2) . . . . ?
C26 N2 C27 C28 18.3(3) . . . . ?
C26 N2 C31 C32 3.9(4) . . . . ?
C26 C25 C33 C32 -40.5(3) . . . . ?
C27 N2 C26 C25 -167.9(2) . . . . ?
C27 N2 C26 C30 10.5(4) . . . . ?
C27 N2 C31 C32 -169.1(2) . . . . ?
C27 C28 C29 C30 57.5(3) . . . . ?
C28 C29 C30 C12 146.3(2) . . . . ?
C28 C29 C30 C26 -30.3(3) . . . . ?
C30 C12 C13 C14 172.7(2) . . . . ?
C30 C12 C13 C24 -0.4(4) . . . . ?
C31 N2 C26 C25 19.6(4) . . . . ?
C31 N2 C26 C30 -162.0(2) . . . . ?
C31 N2 C27 C28 -168.6(2) . . . . ?
C31 C32 C33 C25 61.2(3) . . . . ?
C33 C25 C26 N2 0.5(3) . . . . ?
C33 C25 C26 C30 -177.9(2) . . . . ?

_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_xb1235_0m
_database_code_depnum_ccdc_archive 'CCDC 2018841'
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;
_audit_creation_date             2018-03-26
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.03.09 svn.r3491 for OlexSys, GUI svn.r5480)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H30 N4 O3 S, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C36.50 H31 Cl N4 O3 S'
_chemical_formula_weight         641.16
_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'
Cl Cl 0.1484 0.1585 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   32.58(3)
_cell_length_b                   12.432(11)
_cell_length_c                   16.118(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.57(2)
_cell_angle_gamma                90
_cell_volume                     6508(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1278
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.078
_cell_measurement_theta_min      2.193
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1544 before and 0.0553 after correction. The Ratio of minimum to maximum transmission is 0.7495. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2680
_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  0.1635
_diffrn_reflns_av_unetI/netI     0.3961
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14140
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.495
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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                2262
_reflns_number_total             5725
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.0044(10)
_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   0.957
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         5725
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.2427
_refine_ls_R_factor_gt           0.0994
_refine_ls_restrained_S_all      0.965
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2285
_refine_ls_wR_factor_ref         0.2962
_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, All O(H) groups
2. Restrained distances
 Cl1-C45 = C45-Cl2
 1.7 with sigma of 0.02
3. Others
 Fixed Sof: Cl2(0.5) Cl1(0.5) C45(0.5) H45A(0.5) H45B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C28(H28A,H28B), C32(H32A,H32B), C34(H34A,H34B), C38(H38A,
 H38B), C41(H41A,H41B), C45(H45A,H45B)
4.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C18(H18), C25(H25), C27(H27), C29(H29), C30(H30), C33(H33),
 C35(H35), C36(H36), C39(H39), C42(H42)
4.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C44(H44A,H44B,H44C)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.48524(4) 0.26007(12) 0.11093(11) 0.0693(6) Uani 1 1 d . . . . .
O1 O 0.50784(11) -0.1034(3) 0.1104(3) 0.0730(14) Uani 1 1 d . . . . .
H1 H 0.5216 -0.0552 0.1334 0.110 Uiso 1 1 calc GR . . . .
O2 O 0.37892(11) -0.1713(3) -0.0201(3) 0.0601(12) Uani 1 1 d . . . . .
O3 O 0.32852(13) 0.3053(3) -0.1087(3) 0.0839(15) Uani 1 1 d . . . . .
N1 N 0.52778(13) 0.0930(4) 0.1550(3) 0.0622(14) Uani 1 1 d . . . . .
N2 N 0.35738(12) 0.1428(3) -0.0775(3) 0.0508(12) Uani 1 1 d . . . . .
N3 N 0.37102(13) 0.1145(4) -0.1547(3) 0.0583(13) Uani 1 1 d . . . . .
N4 N 0.25113(14) -0.2832(4) -0.1492(3) 0.0668(15) Uani 1 1 d . . . . .
C5 C 0.35356(14) 0.0546(4) -0.0176(4) 0.0500(15) Uani 1 1 d . . . . .
C7 C 0.32723(13) -0.0371(4) -0.0535(3) 0.0471(14) Uani 1 1 d . . . . .
C8 C 0.55085(15) 0.1818(5) 0.1825(4) 0.0618(17) Uani 1 1 d . . . . .
C9 C 0.34014(15) -0.1393(4) -0.0527(3) 0.0506(15) Uani 1 1 d . . . . .
C10 C 0.46211(14) 0.0469(4) 0.0825(3) 0.0487(14) Uani 1 1 d . . . . .
C11 C 0.26157(15) -0.0981(5) -0.1168(4) 0.0573(16) Uani 1 1 d . . . . .
C13 C 0.31535(16) -0.2251(4) -0.0827(4) 0.0537(15) Uani 1 1 d . . . . .
C14 C 0.44288(15) -0.1323(4) 0.0433(4) 0.0551(16) Uani 1 1 d . . . . .
H14 H 0.4490 -0.2052 0.0402 0.066 Uiso 1 1 calc R . . . .
C15 C 0.39504(13) 0.0128(4) 0.0150(3) 0.0472(14) Uani 1 1 d . . . . .
C16 C 0.40513(15) -0.0950(4) 0.0116(3) 0.0503(15) Uani 1 1 d . . . . .
C17 C 0.33108(13) 0.1149(4) 0.0487(4) 0.0476(14) Uani 1 1 d . . . . .
C18 C 0.28749(15) -0.0174(4) -0.0871(4) 0.0586(17) Uani 1 1 d . . . . .
H18 H 0.2780 0.0532 -0.0897 0.070 Uiso 1 1 calc R . . . .
C20 C 0.27569(16) -0.2024(4) -0.1148(4) 0.0523(15) Uani 1 1 d . . . . .
C21 C 0.49269(14) 0.1238(4) 0.1182(4) 0.0541(15) Uani 1 1 d . . . . .
C22 C 0.31918(15) 0.2129(4) 0.0195(4) 0.0519(16) Uani 1 1 d . . . . .
C23 C 0.47120(14) -0.0632(4) 0.0789(4) 0.0538(15) Uani 1 1 d . . . . .
C24 C 0.3323(2) -0.3377(4) -0.0796(5) 0.075(2) Uani 1 1 d . . . . .
H24A H 0.3606 -0.3363 -0.0939 0.090 Uiso 1 1 calc R . . . .
H24B H 0.3321 -0.3651 -0.0232 0.090 Uiso 1 1 calc R . . . .
C25 C 0.42410(14) 0.0813(4) 0.0498(4) 0.0524(16) Uani 1 1 d . . . . .
H25 H 0.4180 0.1543 0.0515 0.063 Uiso 1 1 calc R . . . .
C26 C 0.53193(16) 0.2800(5) 0.1638(4) 0.0649(18) Uani 1 1 d . . . . .
C27 C 0.58901(16) 0.1790(6) 0.2272(4) 0.081(2) Uani 1 1 d . . . . .
H27 H 0.6018 0.1136 0.2404 0.097 Uiso 1 1 calc R . . . .
C28 C 0.21815(16) -0.0734(5) -0.1484(5) 0.079(2) Uani 1 1 d . . . . .
H28A H 0.2023 -0.0578 -0.1014 0.095 Uiso 1 1 calc R . . . .
H28B H 0.2181 -0.0093 -0.1827 0.095 Uiso 1 1 calc R . . . .
C29 C 0.32128(15) 0.0792(5) 0.1249(4) 0.0590(16) Uani 1 1 d . . . . .
H29 H 0.3297 0.0120 0.1450 0.071 Uiso 1 1 calc R . . . .
C30 C 0.29854(17) 0.1464(6) 0.1705(4) 0.0700(19) Uani 1 1 d . . . . .
H30 H 0.2919 0.1255 0.2232 0.084 Uiso 1 1 calc R . . . .
C31 C 0.33452(16) 0.2301(4) -0.0625(4) 0.0565(16) Uani 1 1 d . . . . .
C32 C 0.19858(19) -0.1576(6) -0.1956(5) 0.099(3) Uani 1 1 d . . . . .
H32A H 0.2068 -0.1536 -0.2520 0.119 Uiso 1 1 calc R . . . .
H32B H 0.1690 -0.1464 -0.1981 0.119 Uiso 1 1 calc R . . . .
C33 C 0.29545(16) 0.2788(5) 0.0640(5) 0.0675(18) Uani 1 1 d . . . . .
H33 H 0.2866 0.3452 0.0430 0.081 Uiso 1 1 calc R . . . .
C34 C 0.3081(2) -0.4119(5) -0.1376(5) 0.091(3) Uani 1 1 d . . . . .
H34A H 0.3152 -0.4858 -0.1236 0.109 Uiso 1 1 calc R . . . .
H34B H 0.3149 -0.3986 -0.1942 0.109 Uiso 1 1 calc R . . . .
C35 C 0.28526(18) 0.2447(6) 0.1392(5) 0.080(2) Uani 1 1 d . . . . .
H35 H 0.2691 0.2882 0.1703 0.096 Uiso 1 1 calc R . . . .
C36 C 0.58886(19) 0.3684(6) 0.2331(5) 0.088(2) Uani 1 1 d . . . . .
H36 H 0.6020 0.4316 0.2513 0.106 Uiso 1 1 calc R . . . .
C38 C 0.2075(2) -0.2637(6) -0.1638(5) 0.091(2) Uani 1 1 d . . . . .
H38A H 0.1957 -0.3164 -0.2031 0.109 Uiso 1 1 calc R . . . .
H38B H 0.1947 -0.2730 -0.1120 0.109 Uiso 1 1 calc R . . . .
C39 C 0.55143(18) 0.3739(5) 0.1887(5) 0.081(2) Uani 1 1 d . . . . .
H39 H 0.5393 0.4401 0.1755 0.097 Uiso 1 1 calc R . . . .
C40 C 0.4082(2) 0.1549(7) -0.2670(6) 0.104(3) Uani 1 1 d . . . . .
H40A H 0.4374 0.1445 -0.2646 0.156 Uiso 1 1 calc GR . . . .
H40B H 0.4006 0.2134 -0.3040 0.156 Uiso 1 1 calc GR . . . .
H40C H 0.3945 0.0905 -0.2871 0.156 Uiso 1 1 calc GR . . . .
C41 C 0.2624(2) -0.3944(6) -0.1312(6) 0.097(3) Uani 1 1 d . . . . .
H41A H 0.2469 -0.4414 -0.1702 0.116 Uiso 1 1 calc R . . . .
H41B H 0.2554 -0.4127 -0.0756 0.116 Uiso 1 1 calc R . . . .
C42 C 0.60727(19) 0.2724(6) 0.2512(5) 0.091(3) Uani 1 1 d . . . . .
H42 H 0.6330 0.2710 0.2807 0.110 Uiso 1 1 calc R . . . .
C43 C 0.39590(19) 0.1801(6) -0.1834(5) 0.0728(19) Uani 1 1 d . . . . .
C44 C 0.4147(2) 0.2785(6) -0.1444(6) 0.098(2) Uani 1 1 d . . . . .
H44A H 0.3984 0.3401 -0.1617 0.148 Uiso 1 1 calc GR . . . .
H44B H 0.4421 0.2872 -0.1614 0.148 Uiso 1 1 calc GR . . . .
H44C H 0.4158 0.2720 -0.0849 0.148 Uiso 1 1 calc GR . . . .
Cl2 Cl 0.3921(3) -0.5450(6) 0.0455(5) 0.223(4) Uani 0.5 1 d D . P . .
Cl1 Cl 0.4611(3) -0.4358(7) 0.0930(10) 0.328(8) Uani 0.5 1 d D . P . .
C45 C 0.4143(5) -0.4364(13) 0.0810(15) 0.29(2) Uani 0.5 1 d D . P . .
H45A H 0.4058 -0.3781 0.0435 0.344 Uiso 0.5 1 calc R . P . .
H45B H 0.4038 -0.4204 0.1343 0.344 Uiso 0.5 1 calc R . P . .


_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 C21 1.714(6) . ?
S1 C26 1.702(5) . ?
O1 C23 1.355(5) . ?
O2 C9 1.387(5) . ?
O2 C16 1.349(6) . ?
O3 C31 1.202(6) . ?
N1 C8 1.388(7) . ?
N1 C21 1.303(6) . ?
N2 N3 1.398(6) . ?
N2 C5 1.473(7) . ?
N2 C31 1.349(7) . ?
N3 C43 1.263(8) . ?
N4 C20 1.373(6) . ?
N4 C38 1.442(8) . ?
N4 C41 1.454(8) . ?
C5 C7 1.514(6) . ?
C5 C15 1.503(6) . ?
C5 C17 1.537(8) . ?
C7 C9 1.338(7) . ?
C7 C18 1.385(6) . ?
C8 C26 1.390(8) . ?
C8 C27 1.387(7) . ?
C9 C13 1.401(7) . ?
C10 C21 1.465(7) . ?
C10 C23 1.402(7) . ?
C10 C25 1.375(6) . ?
C11 C18 1.373(7) . ?
C11 C20 1.375(7) . ?
C11 C28 1.497(7) . ?
C13 C20 1.383(7) . ?
C13 C24 1.504(7) . ?
C14 C16 1.374(6) . ?
C14 C23 1.355(7) . ?
C15 C16 1.383(7) . ?
C15 C25 1.361(6) . ?
C17 C22 1.352(7) . ?
C17 C29 1.368(8) . ?
C22 C31 1.465(8) . ?
C22 C33 1.367(9) . ?
C24 C34 1.492(8) . ?
C26 C39 1.373(8) . ?
C27 C42 1.347(9) . ?
C28 C32 1.415(8) . ?
C29 C30 1.368(8) . ?
C30 C35 1.379(9) . ?
C32 C38 1.437(9) . ?
C33 C35 1.350(10) . ?
C34 C41 1.515(10) . ?
C36 C39 1.366(8) . ?
C36 C42 1.358(9) . ?
C40 C43 1.469(10) . ?
C43 C44 1.486(9) . ?
Cl2 C45 1.614(14) . ?
Cl1 C45 1.522(15) . ?

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
C26 S1 C21 89.6(3) . . ?
C16 O2 C9 118.2(4) . . ?
C21 N1 C8 110.2(4) . . ?
N3 N2 C5 116.4(4) . . ?
C31 N2 N3 125.6(5) . . ?
C31 N2 C5 113.8(5) . . ?
C43 N3 N2 115.0(5) . . ?
C20 N4 C38 118.5(5) . . ?
C20 N4 C41 119.0(5) . . ?
C38 N4 C41 115.0(5) . . ?
N2 C5 C7 112.6(4) . . ?
N2 C5 C15 111.5(4) . . ?
N2 C5 C17 99.4(4) . . ?
C7 C5 C17 110.2(4) . . ?
C15 C5 C7 109.9(4) . . ?
C15 C5 C17 113.0(4) . . ?
C9 C7 C5 122.9(4) . . ?
C9 C7 C18 117.1(4) . . ?
C18 C7 C5 120.0(4) . . ?
N1 C8 C26 114.2(4) . . ?
C27 C8 N1 125.9(5) . . ?
C27 C8 C26 119.9(5) . . ?
O2 C9 C13 113.3(4) . . ?
C7 C9 O2 123.5(4) . . ?
C7 C9 C13 123.2(4) . . ?
C23 C10 C21 120.9(4) . . ?
C25 C10 C21 120.7(5) . . ?
C25 C10 C23 118.3(4) . . ?
C18 C11 C20 119.1(5) . . ?
C18 C11 C28 120.5(5) . . ?
C20 C11 C28 120.4(5) . . ?
C9 C13 C24 119.9(5) . . ?
C20 C13 C9 118.0(5) . . ?
C20 C13 C24 122.1(5) . . ?
C23 C14 C16 120.2(5) . . ?
C16 C15 C5 122.1(4) . . ?
C25 C15 C5 120.3(4) . . ?
C25 C15 C16 117.6(4) . . ?
O2 C16 C14 115.1(5) . . ?
O2 C16 C15 123.5(4) . . ?
C14 C16 C15 121.4(4) . . ?
C22 C17 C5 109.7(6) . . ?
C22 C17 C29 121.6(6) . . ?
C29 C17 C5 128.6(5) . . ?
C11 C18 C7 122.5(5) . . ?
N4 C20 C11 119.8(5) . . ?
N4 C20 C13 120.0(5) . . ?
C11 C20 C13 120.1(4) . . ?
N1 C21 S1 115.9(4) . . ?
N1 C21 C10 122.1(5) . . ?
C10 C21 S1 122.0(3) . . ?
C17 C22 C31 109.6(5) . . ?
C17 C22 C33 121.1(7) . . ?
C33 C22 C31 129.3(6) . . ?
O1 C23 C10 121.8(4) . . ?
O1 C23 C14 118.3(5) . . ?
C14 C23 C10 119.8(4) . . ?
C34 C24 C13 112.4(5) . . ?
C15 C25 C10 122.6(5) . . ?
C8 C26 S1 110.1(4) . . ?
C39 C26 S1 130.1(5) . . ?
C39 C26 C8 119.7(5) . . ?
C42 C27 C8 119.0(6) . . ?
C32 C28 C11 113.9(5) . . ?
C30 C29 C17 117.3(6) . . ?
C29 C30 C35 120.8(7) . . ?
O3 C31 N2 125.4(7) . . ?
O3 C31 C22 128.5(6) . . ?
N2 C31 C22 106.2(5) . . ?
C28 C32 C38 114.7(6) . . ?
C35 C33 C22 118.2(6) . . ?
C24 C34 C41 110.0(6) . . ?
C33 C35 C30 120.9(7) . . ?
C42 C36 C39 121.1(6) . . ?
C32 C38 N4 112.4(5) . . ?
C36 C39 C26 119.0(6) . . ?
N4 C41 C34 110.9(6) . . ?
C27 C42 C36 121.2(6) . . ?
N3 C43 C40 115.4(6) . . ?
N3 C43 C44 129.2(8) . . ?
C40 C43 C44 115.5(7) . . ?
Cl1 C45 Cl2 117.6(16) . . ?

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 C26 C39 C36 178.1(6) . . . . ?
O2 C9 C13 C20 178.6(5) . . . . ?
O2 C9 C13 C24 -1.8(8) . . . . ?
N1 C8 C26 S1 -0.4(7) . . . . ?
N1 C8 C26 C39 179.2(6) . . . . ?
N1 C8 C27 C42 -178.5(7) . . . . ?
N2 N3 C43 C40 -175.9(5) . . . . ?
N2 N3 C43 C44 4.6(9) . . . . ?
N2 C5 C7 C9 126.5(6) . . . . ?
N2 C5 C7 C18 -55.3(7) . . . . ?
N2 C5 C15 C16 -126.4(6) . . . . ?
N2 C5 C15 C25 54.0(7) . . . . ?
N2 C5 C17 C22 9.2(4) . . . . ?
N2 C5 C17 C29 -174.2(4) . . . . ?
N3 N2 C5 C7 -53.6(5) . . . . ?
N3 N2 C5 C15 70.4(5) . . . . ?
N3 N2 C5 C17 -170.3(3) . . . . ?
N3 N2 C31 O3 -13.6(8) . . . . ?
N3 N2 C31 C22 166.2(4) . . . . ?
C5 N2 N3 C43 -140.2(5) . . . . ?
C5 N2 C31 O3 -169.6(5) . . . . ?
C5 N2 C31 C22 10.2(5) . . . . ?
C5 C7 C9 O2 -0.9(9) . . . . ?
C5 C7 C9 C13 177.2(6) . . . . ?
C5 C7 C18 C11 -176.7(6) . . . . ?
C5 C15 C16 O2 -0.6(9) . . . . ?
C5 C15 C16 C14 -178.6(5) . . . . ?
C5 C15 C25 C10 178.2(5) . . . . ?
C5 C17 C22 C31 -4.1(5) . . . . ?
C5 C17 C22 C33 174.4(4) . . . . ?
C5 C17 C29 C30 -175.6(4) . . . . ?
C7 C5 C15 C16 -0.9(8) . . . . ?
C7 C5 C15 C25 179.5(5) . . . . ?
C7 C5 C17 C22 -109.2(5) . . . . ?
C7 C5 C17 C29 67.4(6) . . . . ?
C7 C9 C13 C20 0.3(9) . . . . ?
C7 C9 C13 C24 179.9(6) . . . . ?
C8 N1 C21 S1 1.9(7) . . . . ?
C8 N1 C21 C10 179.7(5) . . . . ?
C8 C26 C39 C36 -1.4(11) . . . . ?
C8 C27 C42 C36 0.6(12) . . . . ?
C9 O2 C16 C14 179.6(5) . . . . ?
C9 O2 C16 C15 1.6(8) . . . . ?
C9 C7 C18 C11 1.6(9) . . . . ?
C9 C13 C20 N4 176.2(6) . . . . ?
C9 C13 C20 C11 0.0(8) . . . . ?
C9 C13 C24 C34 -161.0(6) . . . . ?
C11 C28 C32 C38 39.8(10) . . . . ?
C13 C24 C34 C41 -44.5(9) . . . . ?
C15 C5 C7 C9 1.6(8) . . . . ?
C15 C5 C7 C18 179.8(5) . . . . ?
C15 C5 C17 C22 127.4(5) . . . . ?
C15 C5 C17 C29 -56.0(7) . . . . ?
C16 O2 C9 C7 -0.8(8) . . . . ?
C16 O2 C9 C13 -179.1(5) . . . . ?
C16 C14 C23 O1 179.2(5) . . . . ?
C16 C14 C23 C10 -0.8(9) . . . . ?
C16 C15 C25 C10 -1.4(9) . . . . ?
C17 C5 C7 C9 -123.5(6) . . . . ?
C17 C5 C7 C18 54.7(7) . . . . ?
C17 C5 C15 C16 122.7(6) . . . . ?
C17 C5 C15 C25 -56.9(7) . . . . ?
C17 C22 C31 O3 176.3(5) . . . . ?
C17 C22 C31 N2 -3.5(5) . . . . ?
C17 C22 C33 C35 2.1(8) . . . . ?
C17 C29 C30 C35 1.7(7) . . . . ?
C18 C7 C9 O2 -179.1(5) . . . . ?
C18 C7 C9 C13 -1.0(9) . . . . ?
C18 C11 C20 N4 -175.7(6) . . . . ?
C18 C11 C20 C13 0.6(9) . . . . ?
C18 C11 C28 C32 164.9(7) . . . . ?
C20 N4 C38 C32 40.9(9) . . . . ?
C20 N4 C41 C34 -44.3(9) . . . . ?
C20 C11 C18 C7 -1.4(9) . . . . ?
C20 C11 C28 C32 -16.9(10) . . . . ?
C20 C13 C24 C34 18.7(9) . . . . ?
C21 S1 C26 C8 1.2(5) . . . . ?
C21 S1 C26 C39 -178.3(8) . . . . ?
C21 N1 C8 C26 -0.9(8) . . . . ?
C21 N1 C8 C27 177.2(6) . . . . ?
C21 C10 C23 O1 2.1(8) . . . . ?
C21 C10 C23 C14 -177.9(5) . . . . ?
C21 C10 C25 C15 179.0(5) . . . . ?
C22 C17 C29 C30 0.6(7) . . . . ?
C22 C33 C35 C30 0.2(9) . . . . ?
C23 C10 C21 S1 171.0(5) . . . . ?
C23 C10 C21 N1 -6.6(9) . . . . ?
C23 C10 C25 C15 0.6(8) . . . . ?
C23 C14 C16 O2 -178.0(5) . . . . ?
C23 C14 C16 C15 0.1(9) . . . . ?
C24 C13 C20 N4 -3.4(9) . . . . ?
C24 C13 C20 C11 -179.7(6) . . . . ?
C24 C34 C41 N4 57.5(8) . . . . ?
C25 C10 C21 S1 -7.4(8) . . . . ?
C25 C10 C21 N1 175.0(5) . . . . ?
C25 C10 C23 O1 -179.5(5) . . . . ?
C25 C10 C23 C14 0.5(8) . . . . ?
C25 C15 C16 O2 178.9(5) . . . . ?
C25 C15 C16 C14 1.0(9) . . . . ?
C26 S1 C21 N1 -1.9(5) . . . . ?
C26 S1 C21 C10 -179.6(5) . . . . ?
C26 C8 C27 C42 -0.5(11) . . . . ?
C27 C8 C26 S1 -178.6(5) . . . . ?
C27 C8 C26 C39 0.9(10) . . . . ?
C28 C11 C18 C7 176.8(6) . . . . ?
C28 C11 C20 N4 6.1(9) . . . . ?
C28 C11 C20 C13 -177.6(6) . . . . ?
C28 C32 C38 N4 -51.9(10) . . . . ?
C29 C17 C22 C31 179.0(4) . . . . ?
C29 C17 C22 C33 -2.5(7) . . . . ?
C29 C30 C35 C33 -2.1(9) . . . . ?
C31 N2 N3 C43 64.3(6) . . . . ?
C31 N2 C5 C7 104.8(5) . . . . ?
C31 N2 C5 C15 -131.2(4) . . . . ?
C31 N2 C5 C17 -11.9(5) . . . . ?
C31 C22 C33 C35 -179.8(5) . . . . ?
C33 C22 C31 O3 -1.9(9) . . . . ?
C33 C22 C31 N2 178.3(5) . . . . ?
C38 N4 C20 C11 -18.5(9) . . . . ?
C38 N4 C20 C13 165.2(6) . . . . ?
C38 N4 C41 C34 166.3(6) . . . . ?
C39 C36 C42 C27 -1.1(13) . . . . ?
C41 N4 C20 C11 -166.8(7) . . . . ?
C41 N4 C20 C13 16.9(9) . . . . ?
C41 N4 C38 C32 -169.6(7) . . . . ?
C42 C36 C39 C26 1.5(12) . . . . ?

_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_xb1928
_database_code_depnum_ccdc_archive 'CCDC 2018842'
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;
_audit_creation_date             2019-03-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C35 H30 N4 O3 S, O'
_chemical_formula_sum            'C35 H30 N4 O4 S'
_chemical_formula_weight         602.69
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.381(7)
_cell_length_b                   19.573(7)
_cell_length_c                   15.988(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.634(9)
_cell_angle_gamma                90
_cell_volume                     6482(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    592
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      18.036
_cell_measurement_theta_min      2.530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0695 before and 0.0508 after correction. The Ratio of minimum to maximum transmission is 0.7698. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1629
_diffrn_reflns_av_unetI/netI     0.2034
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15991
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         2.330
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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                1744
_reflns_number_total             5714
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       0.0020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         5714
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.2701
_refine_ls_R_factor_gt           0.0975
_refine_ls_restrained_S_all      0.910
_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)+(0.1600P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2388
_refine_ls_wR_factor_ref         0.3382
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O4A) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3. Others
 Sof(O4A)=1-FVAR(1)
 Sof(O4)=FVAR(1)
4.a Rotating group:
 N3(H3A,H3B)
4.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C33(H33A,
 H33B), C36(H36A,H36B), C43(H43A,H43B)
4.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C14(H14), C16(H16), C32(H32), C34(H34), C35(H35), C38(H38), C39(H39),
 C40(H40), C41(H41), C42(H42)
4.d Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.22205(11) 1.07951(10) 0.53927(17) 0.0890(8) Uani 1 1 d . . . . .
O1 O 0.2517(2) 0.7626(2) 0.3920(3) 0.0729(14) Uani 1 1 d . . . . .
O2 O 0.5376(3) 0.8432(3) 0.6545(5) 0.114(2) Uani 1 1 d . . . . .
O3 O 0.1646(2) 0.9572(2) 0.4674(4) 0.0789(15) Uani 1 1 d . . . . .
N1 N 0.3342(3) 1.0651(3) 0.5462(5) 0.081(2) Uani 1 1 d . . . . .
N2 N 0.4304(3) 0.8180(3) 0.5575(5) 0.0724(18) Uani 1 1 d . . . . .
N3 N 0.4191(3) 0.7780(4) 0.6229(5) 0.097(2) Uani 1 1 d . . . . .
H3A H 0.435678 0.737362 0.626707 0.117 Uiso 1 1 d GR . . . .
H3B H 0.437570 0.795823 0.679711 0.117 Uiso 1 1 d GR . . . .
N4 N 0.3065(3) 0.5728(3) 0.2577(4) 0.0802(19) Uani 1 1 d . . . . .
C5 C 0.2722(3) 0.9611(3) 0.4927(5) 0.0628(19) Uani 1 1 d . . . . .
C7 C 0.3606(3) 0.7591(3) 0.4097(5) 0.0594(19) Uani 1 1 d . . . . .
C8 C 0.3206(3) 0.8608(3) 0.4579(5) 0.0579(18) Uani 1 1 d . . . . .
C9 C 0.2099(3) 0.8577(4) 0.4326(5) 0.063(2) Uani 1 1 d . . . . .
H9 H 0.172058 0.833007 0.415179 0.075 Uiso 1 1 calc R . . . .
C10 C 0.3790(3) 0.8272(3) 0.4587(6) 0.066(2) Uani 1 1 d . . . . .
C11 C 0.2143(3) 0.9226(4) 0.4628(5) 0.068(2) Uani 1 1 d . . . . .
C12 C 0.2999(3) 0.7308(3) 0.3775(5) 0.063(2) Uani 1 1 d . . . . .
C13 C 0.2794(3) 0.6690(4) 0.3278(5) 0.065(2) Uani 1 1 d . . . . .
C14 C 0.4027(3) 0.7203(3) 0.3905(5) 0.068(2) Uani 1 1 d . . . . .
H14 H 0.444032 0.737543 0.410707 0.081 Uiso 1 1 calc R . . . .
C16 C 0.3249(3) 0.9279(3) 0.4912(5) 0.067(2) Uani 1 1 d . . . . .
H16 H 0.363877 0.951106 0.512932 0.080 Uiso 1 1 calc R . . . .
C17 C 0.4143(4) 0.8723(4) 0.4229(7) 0.065(2) Uani 1 1 d . . . . .
C18 C 0.2625(3) 0.8276(4) 0.4274(5) 0.0623(19) Uani 1 1 d . . . . .
C19 C 0.3253(4) 0.6324(4) 0.3123(5) 0.065(2) Uani 1 1 d . . . . .
C20 C 0.2813(4) 1.0329(4) 0.5261(5) 0.066(2) Uani 1 1 d . . . . .
C21 C 0.3889(4) 0.6590(4) 0.3448(5) 0.068(2) Uani 1 1 d . . . . .
C23 C 0.4887(5) 0.8483(4) 0.5781(8) 0.084(3) Uani 1 1 d . . . . .
C24 C 0.1045(3) 0.9223(4) 0.4363(6) 0.082(2) Uani 1 1 d . . . . .
H24A H 0.109522 0.882611 0.475436 0.098 Uiso 1 1 calc R . . . .
H24B H 0.087983 0.907553 0.371257 0.098 Uiso 1 1 calc R . . . .
C26 C 0.4765(4) 0.8833(4) 0.4889(7) 0.072(2) Uani 1 1 d . . . . .
C27 C 0.3314(4) 1.1324(4) 0.5756(6) 0.085(2) Uani 1 1 d . . . . .
C28 C 0.4386(4) 0.6205(4) 0.3289(6) 0.086(3) Uani 1 1 d . . . . .
H28A H 0.468039 0.597973 0.387101 0.104 Uiso 1 1 calc R . . . .
H28B H 0.463447 0.652676 0.312629 0.104 Uiso 1 1 calc R . . . .
C29 C 0.2109(3) 0.6438(4) 0.2912(6) 0.080(2) Uani 1 1 d . . . . .
H29A H 0.205429 0.624391 0.342905 0.096 Uiso 1 1 calc R . . . .
H29B H 0.181324 0.681967 0.265777 0.096 Uiso 1 1 calc R . . . .
C30 C 0.1948(4) 0.5906(5) 0.2155(7) 0.107(3) Uani 1 1 d . . . . .
H30A H 0.155716 0.566832 0.205631 0.128 Uiso 1 1 calc R . . . .
H30B H 0.186359 0.613019 0.156801 0.128 Uiso 1 1 calc R . . . .
C31 C 0.2753(4) 1.1488(4) 0.5782(6) 0.080(2) Uani 1 1 d . . . . .
C32 C 0.5187(4) 0.9231(5) 0.4709(8) 0.092(3) Uani 1 1 d . . . . .
H32 H 0.560377 0.931520 0.518139 0.111 Uiso 1 1 calc R . . . .
C33 C 0.3558(5) 0.5284(4) 0.2575(7) 0.105(3) Uani 1 1 d . . . . .
H33A H 0.336381 0.497570 0.204025 0.126 Uiso 1 1 calc R . . . .
H33B H 0.373878 0.501089 0.314573 0.126 Uiso 1 1 calc R . . . .
C34 C 0.3913(4) 0.8987(4) 0.3324(7) 0.080(2) Uani 1 1 d . . . . .
H34 H 0.349481 0.890550 0.285338 0.095 Uiso 1 1 calc R . . . .
C35 C 0.2639(5) 1.2116(5) 0.6061(6) 0.098(3) Uani 1 1 d . . . . .
H35 H 0.225511 1.220997 0.608116 0.117 Uiso 1 1 calc R . . . .
C36 C 0.2470(5) 0.5406(5) 0.2398(7) 0.106(3) Uani 1 1 d . . . . .
H36A H 0.252960 0.515267 0.295456 0.128 Uiso 1 1 calc R . . . .
H36B H 0.234972 0.508302 0.188319 0.128 Uiso 1 1 calc R . . . .
C37 C 0.0596(4) 0.9738(5) 0.4454(7) 0.112(3) Uani 1 1 d . . . . .
H37A H 0.064217 1.017023 0.420861 0.168 Uiso 1 1 calc GR . . . .
H37B H 0.070221 0.978827 0.510767 0.168 Uiso 1 1 calc GR . . . .
H37C H 0.015834 0.958235 0.410522 0.168 Uiso 1 1 calc GR . . . .
C38 C 0.3791(5) 1.1808(5) 0.6024(8) 0.116(3) Uani 1 1 d . . . . .
H38 H 0.418253 1.171340 0.603009 0.140 Uiso 1 1 calc R . . . .
C39 C 0.4982(5) 0.9493(5) 0.3842(9) 0.096(3) Uani 1 1 d . . . . .
H39 H 0.526263 0.974477 0.369892 0.115 Uiso 1 1 calc R . . . .
C40 C 0.4356(5) 0.9387(4) 0.3167(7) 0.093(3) Uani 1 1 d . . . . .
H40 H 0.421672 0.958883 0.257756 0.112 Uiso 1 1 calc R . . . .
C41 C 0.3101(6) 1.2579(6) 0.6301(7) 0.115(4) Uani 1 1 d . . . . .
H41 H 0.303558 1.300932 0.648801 0.138 Uiso 1 1 calc R . . . .
C42 C 0.3666(6) 1.2449(4) 0.6286(7) 0.124(4) Uani 1 1 d . . . . .
H42 H 0.397424 1.279187 0.645229 0.149 Uiso 1 1 calc R . . . .
C43 C 0.4093(5) 0.5679(5) 0.2517(7) 0.107(3) Uani 1 1 d . . . . .
H43A H 0.442647 0.536384 0.256340 0.128 Uiso 1 1 calc R . . . .
H43B H 0.392316 0.590518 0.190900 0.128 Uiso 1 1 calc R . . . .
O4 O 0.4368(6) 0.6976(6) 0.8024(8) 0.115(7) Uani 0.500(16) 1 d . U P A 1
O4A O 0.4033(8) 0.6735(7) 0.8793(16) 0.203(10) Uani 0.500(16) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C20 1.752(7) . ?
S1 C31 1.749(8) . ?
O1 C12 1.398(7) . ?
O1 C18 1.367(8) . ?
O2 C23 1.231(9) . ?
O3 C11 1.376(7) . ?
O3 C24 1.429(8) . ?
N1 C20 1.289(8) . ?
N1 C27 1.409(9) . ?
N2 N3 1.423(8) . ?
N2 C10 1.486(9) . ?
N2 C23 1.379(9) . ?
N3 H3A 0.8745 . ?
N3 H3B 0.8775 . ?
N4 C19 1.400(9) . ?
N4 C33 1.444(9) . ?
N4 C36 1.430(10) . ?
C5 C11 1.423(9) . ?
C5 C16 1.403(9) . ?
C5 C20 1.483(9) . ?
C7 C10 1.504(9) . ?
C7 C12 1.382(9) . ?
C7 C14 1.384(9) . ?
C8 C10 1.512(9) . ?
C8 C16 1.404(9) . ?
C8 C18 1.375(8) . ?
C9 H9 0.9300 . ?
C9 C11 1.346(9) . ?
C9 C18 1.400(9) . ?
C10 C17 1.491(10) . ?
C12 C13 1.404(9) . ?
C13 C19 1.403(9) . ?
C13 C29 1.512(9) . ?
C14 H14 0.9300 . ?
C14 C21 1.363(9) . ?
C16 H16 0.9300 . ?
C17 C26 1.361(9) . ?
C17 C34 1.388(10) . ?
C19 C21 1.428(9) . ?
C21 C28 1.503(9) . ?
C23 C26 1.486(11) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C37 1.511(10) . ?
C26 C32 1.387(11) . ?
C27 C31 1.369(10) . ?
C27 C38 1.373(11) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C43 1.505(10) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.506(10) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C36 1.471(11) . ?
C31 C35 1.375(10) . ?
C32 H32 0.9300 . ?
C32 C39 1.341(11) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C43 1.509(11) . ?
C34 H34 0.9300 . ?
C34 C40 1.411(11) . ?
C35 H35 0.9300 . ?
C35 C41 1.323(12) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38 0.9300 . ?
C38 C42 1.395(12) . ?
C39 H39 0.9300 . ?
C39 C40 1.374(11) . ?
C40 H40 0.9300 . ?
C41 H41 0.9300 . ?
C41 C42 1.357(13) . ?
C42 H42 0.9300 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C31 S1 C20 88.6(4) . . ?
C18 O1 C12 118.4(5) . . ?
C11 O3 C24 117.7(6) . . ?
C20 N1 C27 110.7(7) . . ?
N3 N2 C10 120.9(6) . . ?
C23 N2 N3 124.0(8) . . ?
C23 N2 C10 115.0(7) . . ?
N2 N3 H3A 109.0 . . ?
N2 N3 H3B 111.9 . . ?
H3A N3 H3B 107.4 . . ?
C19 N4 C33 118.9(7) . . ?
C19 N4 C36 119.1(7) . . ?
C36 N4 C33 115.9(7) . . ?
C11 C5 C20 125.3(6) . . ?
C16 C5 C11 117.0(6) . . ?
C16 C5 C20 117.6(7) . . ?
C12 C7 C10 123.0(6) . . ?
C12 C7 C14 114.2(6) . . ?
C14 C7 C10 122.7(6) . . ?
C16 C8 C10 119.9(6) . . ?
C18 C8 C10 122.6(6) . . ?
C18 C8 C16 117.5(6) . . ?
C11 C9 H9 120.2 . . ?
C11 C9 C18 119.6(6) . . ?
C18 C9 H9 120.2 . . ?
N2 C10 C7 110.0(6) . . ?
N2 C10 C8 110.1(6) . . ?
N2 C10 C17 99.3(6) . . ?
C7 C10 C8 110.0(6) . . ?
C17 C10 C7 113.6(6) . . ?
C17 C10 C8 113.4(6) . . ?
O3 C11 C5 114.6(6) . . ?
C9 C11 O3 123.9(7) . . ?
C9 C11 C5 121.6(6) . . ?
O1 C12 C13 112.9(6) . . ?
C7 C12 O1 121.8(6) . . ?
C7 C12 C13 125.3(6) . . ?
C12 C13 C29 121.5(7) . . ?
C19 C13 C12 116.8(7) . . ?
C19 C13 C29 121.7(7) . . ?
C7 C14 H14 117.0 . . ?
C21 C14 C7 125.9(7) . . ?
C21 C14 H14 117.0 . . ?
C5 C16 C8 122.1(6) . . ?
C5 C16 H16 119.0 . . ?
C8 C16 H16 119.0 . . ?
C26 C17 C10 112.3(8) . . ?
C26 C17 C34 120.4(8) . . ?
C34 C17 C10 127.2(8) . . ?
O1 C18 C8 123.2(6) . . ?
O1 C18 C9 114.7(6) . . ?
C8 C18 C9 122.1(7) . . ?
N4 C19 C13 119.4(7) . . ?
N4 C19 C21 120.2(7) . . ?
C13 C19 C21 120.1(7) . . ?
N1 C20 S1 115.8(6) . . ?
N1 C20 C5 121.0(6) . . ?
C5 C20 S1 123.1(6) . . ?
C14 C21 C19 117.6(7) . . ?
C14 C21 C28 121.6(7) . . ?
C19 C21 C28 120.9(7) . . ?
O2 C23 N2 124.3(9) . . ?
O2 C23 C26 131.7(8) . . ?
N2 C23 C26 104.0(8) . . ?
O3 C24 H24A 110.7 . . ?
O3 C24 H24B 110.7 . . ?
O3 C24 C37 105.3(6) . . ?
H24A C24 H24B 108.8 . . ?
C37 C24 H24A 110.7 . . ?
C37 C24 H24B 110.7 . . ?
C17 C26 C23 109.3(8) . . ?
C17 C26 C32 122.4(9) . . ?
C32 C26 C23 128.3(9) . . ?
C31 C27 N1 115.0(8) . . ?
C31 C27 C38 118.6(8) . . ?
C38 C27 N1 126.3(8) . . ?
C21 C28 H28A 109.0 . . ?
C21 C28 H28B 109.0 . . ?
C21 C28 C43 112.8(7) . . ?
H28A C28 H28B 107.8 . . ?
C43 C28 H28A 109.0 . . ?
C43 C28 H28B 109.0 . . ?
C13 C29 H29A 109.4 . . ?
C13 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
C30 C29 C13 111.2(7) . . ?
C30 C29 H29A 109.4 . . ?
C30 C29 H29B 109.4 . . ?
C29 C30 H30A 109.1 . . ?
C29 C30 H30B 109.1 . . ?
H30A C30 H30B 107.9 . . ?
C36 C30 C29 112.4(7) . . ?
C36 C30 H30A 109.1 . . ?
C36 C30 H30B 109.1 . . ?
C27 C31 S1 109.9(6) . . ?
C27 C31 C35 123.6(8) . . ?
C35 C31 S1 126.5(8) . . ?
C26 C32 H32 120.6 . . ?
C39 C32 C26 118.8(9) . . ?
C39 C32 H32 120.6 . . ?
N4 C33 H33A 109.2 . . ?
N4 C33 H33B 109.2 . . ?
N4 C33 C43 112.1(7) . . ?
H33A C33 H33B 107.9 . . ?
C43 C33 H33A 109.2 . . ?
C43 C33 H33B 109.2 . . ?
C17 C34 H34 122.2 . . ?
C17 C34 C40 115.5(8) . . ?
C40 C34 H34 122.2 . . ?
C31 C35 H35 121.6 . . ?
C41 C35 C31 116.8(9) . . ?
C41 C35 H35 121.6 . . ?
N4 C36 C30 111.8(7) . . ?
N4 C36 H36A 109.3 . . ?
N4 C36 H36B 109.3 . . ?
C30 C36 H36A 109.3 . . ?
C30 C36 H36B 109.3 . . ?
H36A C36 H36B 107.9 . . ?
C24 C37 H37A 109.5 . . ?
C24 C37 H37B 109.5 . . ?
C24 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C27 C38 H38 121.3 . . ?
C27 C38 C42 117.5(10) . . ?
C42 C38 H38 121.3 . . ?
C32 C39 H39 120.2 . . ?
C32 C39 C40 119.6(9) . . ?
C40 C39 H39 120.2 . . ?
C34 C40 H40 118.4 . . ?
C39 C40 C34 123.1(9) . . ?
C39 C40 H40 118.4 . . ?
C35 C41 H41 118.8 . . ?
C35 C41 C42 122.5(10) . . ?
C42 C41 H41 118.8 . . ?
C38 C42 H42 119.5 . . ?
C41 C42 C38 121.0(10) . . ?
C41 C42 H42 119.5 . . ?
C28 C43 C33 112.1(8) . . ?
C28 C43 H43A 109.2 . . ?
C28 C43 H43B 109.2 . . ?
C33 C43 H43A 109.2 . . ?
C33 C43 H43B 109.2 . . ?
H43A C43 H43B 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C31 C35 C41 -177.8(8) . . . . ?
O1 C12 C13 C19 -178.3(6) . . . . ?
O1 C12 C13 C29 3.0(10) . . . . ?
O2 C23 C26 C17 178.1(8) . . . . ?
O2 C23 C26 C32 -3.4(15) . . . . ?
N1 C27 C31 S1 -1.9(10) . . . . ?
N1 C27 C31 C35 179.1(8) . . . . ?
N1 C27 C38 C42 179.6(9) . . . . ?
N2 C10 C17 C26 3.3(7) . . . . ?
N2 C10 C17 C34 179.4(7) . . . . ?
N2 C23 C26 C17 0.0(8) . . . . ?
N2 C23 C26 C32 178.4(7) . . . . ?
N3 N2 C10 C7 -61.5(8) . . . . ?
N3 N2 C10 C8 59.8(8) . . . . ?
N3 N2 C10 C17 179.1(6) . . . . ?
N3 N2 C23 O2 1.4(12) . . . . ?
N3 N2 C23 C26 179.8(6) . . . . ?
N4 C19 C21 C14 174.5(7) . . . . ?
N4 C19 C21 C28 -5.6(10) . . . . ?
N4 C33 C43 C28 54.8(10) . . . . ?
C7 C10 C17 C26 -113.4(7) . . . . ?
C7 C10 C17 C34 62.7(9) . . . . ?
C7 C12 C13 C19 1.8(11) . . . . ?
C7 C12 C13 C29 -176.9(7) . . . . ?
C7 C14 C21 C19 0.9(12) . . . . ?
C7 C14 C21 C28 -179.1(7) . . . . ?
C8 C10 C17 C26 120.0(7) . . . . ?
C8 C10 C17 C34 -63.8(10) . . . . ?
C10 N2 C23 O2 -176.0(7) . . . . ?
C10 N2 C23 C26 2.3(8) . . . . ?
C10 C7 C12 O1 -2.8(11) . . . . ?
C10 C7 C12 C13 177.1(7) . . . . ?
C10 C7 C14 C21 -178.5(7) . . . . ?
C10 C8 C16 C5 -179.4(7) . . . . ?
C10 C8 C18 O1 -2.5(11) . . . . ?
C10 C8 C18 C9 175.9(7) . . . . ?
C10 C17 C26 C23 -2.2(8) . . . . ?
C10 C17 C26 C32 179.2(7) . . . . ?
C10 C17 C34 C40 -178.3(7) . . . . ?
C11 O3 C24 C37 -177.4(6) . . . . ?
C11 C5 C16 C8 2.7(11) . . . . ?
C11 C5 C20 S1 3.6(10) . . . . ?
C11 C5 C20 N1 -175.6(7) . . . . ?
C11 C9 C18 O1 -177.4(6) . . . . ?
C11 C9 C18 C8 4.1(11) . . . . ?
C12 O1 C18 C8 -6.5(10) . . . . ?
C12 O1 C18 C9 175.0(6) . . . . ?
C12 C7 C10 N2 115.9(7) . . . . ?
C12 C7 C10 C8 -5.4(10) . . . . ?
C12 C7 C10 C17 -133.7(7) . . . . ?
C12 C7 C14 C21 -0.3(11) . . . . ?
C12 C13 C19 N4 -175.7(6) . . . . ?
C12 C13 C19 C21 -1.1(10) . . . . ?
C12 C13 C29 C30 161.5(7) . . . . ?
C13 C19 C21 C14 -0.1(10) . . . . ?
C13 C19 C21 C28 179.9(7) . . . . ?
C13 C29 C30 C36 43.6(10) . . . . ?
C14 C7 C10 N2 -66.0(9) . . . . ?
C14 C7 C10 C8 172.7(7) . . . . ?
C14 C7 C10 C17 44.3(10) . . . . ?
C14 C7 C12 O1 179.0(6) . . . . ?
C14 C7 C12 C13 -1.1(11) . . . . ?
C14 C21 C28 C43 -161.0(8) . . . . ?
C16 C5 C11 O3 178.9(6) . . . . ?
C16 C5 C11 C9 -1.3(11) . . . . ?
C16 C5 C20 S1 -175.8(5) . . . . ?
C16 C5 C20 N1 5.0(11) . . . . ?
C16 C8 C10 N2 65.2(8) . . . . ?
C16 C8 C10 C7 -173.5(6) . . . . ?
C16 C8 C10 C17 -45.0(10) . . . . ?
C16 C8 C18 O1 178.9(6) . . . . ?
C16 C8 C18 C9 -2.7(11) . . . . ?
C17 C26 C32 C39 -2.9(12) . . . . ?
C17 C34 C40 C39 2.5(11) . . . . ?
C18 O1 C12 C7 9.1(10) . . . . ?
C18 O1 C12 C13 -170.8(6) . . . . ?
C18 C8 C10 N2 -113.3(7) . . . . ?
C18 C8 C10 C7 8.0(10) . . . . ?
C18 C8 C10 C17 136.5(7) . . . . ?
C18 C8 C16 C5 -0.8(10) . . . . ?
C18 C9 C11 O3 177.8(6) . . . . ?
C18 C9 C11 C5 -2.0(11) . . . . ?
C19 N4 C33 C43 -42.2(11) . . . . ?
C19 N4 C36 C30 43.4(11) . . . . ?
C19 C13 C29 C30 -17.2(10) . . . . ?
C19 C21 C28 C43 19.0(11) . . . . ?
C20 S1 C31 C27 1.7(7) . . . . ?
C20 S1 C31 C35 -179.3(8) . . . . ?
C20 N1 C27 C31 1.0(10) . . . . ?
C20 N1 C27 C38 180.0(9) . . . . ?
C20 C5 C11 O3 -0.5(10) . . . . ?
C20 C5 C11 C9 179.3(7) . . . . ?
C20 C5 C16 C8 -177.8(7) . . . . ?
C21 C28 C43 C33 -42.8(10) . . . . ?
C23 N2 C10 C7 116.0(7) . . . . ?
C23 N2 C10 C8 -122.7(7) . . . . ?
C23 N2 C10 C17 -3.4(7) . . . . ?
C23 C26 C32 C39 178.8(8) . . . . ?
C24 O3 C11 C5 178.6(6) . . . . ?
C24 O3 C11 C9 -1.3(11) . . . . ?
C26 C17 C34 C40 -2.4(10) . . . . ?
C26 C32 C39 C40 2.8(13) . . . . ?
C27 N1 C20 S1 0.4(9) . . . . ?
C27 N1 C20 C5 179.6(7) . . . . ?
C27 C31 C35 C41 1.0(14) . . . . ?
C27 C38 C42 C41 1.9(16) . . . . ?
C29 C13 C19 N4 3.0(10) . . . . ?
C29 C13 C19 C21 177.6(6) . . . . ?
C29 C30 C36 N4 -57.3(11) . . . . ?
C31 S1 C20 N1 -1.2(6) . . . . ?
C31 S1 C20 C5 179.6(6) . . . . ?
C31 C27 C38 C42 -1.5(14) . . . . ?
C31 C35 C41 C42 -0.6(16) . . . . ?
C32 C39 C40 C34 -2.7(13) . . . . ?
C33 N4 C19 C13 -167.8(7) . . . . ?
C33 N4 C19 C21 17.6(10) . . . . ?
C33 N4 C36 C30 -164.2(8) . . . . ?
C34 C17 C26 C23 -178.6(6) . . . . ?
C34 C17 C26 C32 2.8(11) . . . . ?
C35 C41 C42 C38 -0.9(18) . . . . ?
C36 N4 C19 C13 -16.2(10) . . . . ?
C36 N4 C19 C21 169.2(7) . . . . ?
C36 N4 C33 C43 165.3(8) . . . . ?
C38 C27 C31 S1 179.1(7) . . . . ?
C38 C27 C31 C35 0.1(14) . . . . ?

_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_xb2319_0m
_database_code_depnum_ccdc_archive 'CCDC 2018838'
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;
_audit_creation_date             2019-07-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C33 H26 N4 O3 S'
_chemical_formula_sum            'C33 H26 N4 O3 S'
_chemical_formula_weight         558.64
_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                   10.077(2)
_cell_length_b                   10.691(2)
_cell_length_c                   13.476(3)
_cell_angle_alpha                101.301(3)
_cell_angle_beta                 96.718(3)
_cell_angle_gamma                105.176(3)
_cell_volume                     1352.1(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1386
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.198
_cell_measurement_theta_min      2.408
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6685
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0535 before and 0.0345 after correction. The Ratio of minimum to maximum transmission is 0.8971. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7038
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_min         2.031
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.983
_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                3197
_reflns_number_total             4942
_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       'SAINT v7.68A (Bruker, 2009)'
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         4942
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0898
_refine_ls_R_factor_gt           0.0567
_refine_ls_restrained_S_all      1.015
_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)+(0.0870P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1452
_refine_ls_wR_factor_ref         0.1683
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C29-C28 \\sim C29A-C28
 with sigma of 0.02
 C30-C29 \\sim C30-C29A
 with sigma of 0.02
 C32-C31 \\sim C32A-C31
 with sigma of 0.02
 C33-C32 \\sim C33-C32A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C29A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(H28C)=Sof(H28D)=Sof(H30C)=Sof(H30D)=Sof(H31C)=Sof(H31D)=Sof(H33C)=
 Sof(H33D)=Sof(C32A)=Sof(H32C)=Sof(H32D)=Sof(C29A)=Sof(H29C)=Sof(H29D)=1-FVAR(1)
 Sof(H28A)=Sof(H28B)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H30A)=Sof(H30B)=
 Sof(H31A)=Sof(H31B)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H33A)=Sof(H33B)=FVAR(1)
5.a Rotating group:
 N3(H3A,H3B)
5.b Secondary CH2 refined with riding coordinates:
 C28(H28A,H28B), C28(H28C,H28D), C29(H29A,H29B), C30(H30A,H30B), C30(H30C,
 H30D), C31(H31A,H31B), C31(H31C,H31D), C32(H32A,H32B), C33(H33A,H33B),
 C33(H33C,H33D), C32A(H32C,H32D), C29A(H29C,H29D)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3C), C4(H4), C5(H5), C6(H6), C10(H10), C13(H13), C19(H19), C24(H24),
 C25(H25), C26(H26), C27(H27)
5.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.30444(8) 0.08646(8) 0.94943(7) 0.0561(3) Uani 1 1 d . . . . .
O1 O 0.7059(2) 0.5598(2) 0.92246(16) 0.0616(6) Uani 1 1 d . . . . .
O2 O 0.0920(2) 0.48697(19) 0.67650(15) 0.0511(5) Uani 1 1 d . . . . .
O3 O -0.1089(2) 0.0859(2) 0.76031(19) 0.0607(6) Uani 1 1 d . . . . .
H3 H -0.091853 0.032453 0.792302 0.091 Uiso 1 1 calc GR . . . .
N1 N 0.0452(3) -0.0217(2) 0.86574(19) 0.0499(6) Uani 1 1 d . . . . .
N2 N 0.4781(2) 0.5463(2) 0.86067(15) 0.0371(5) Uani 1 1 d . . . . .
N3 N 0.4446(3) 0.6078(2) 0.95188(16) 0.0481(6) Uani 1 1 d . . . . .
H3A H 0.383871 0.549167 0.971948 0.058 Uiso 1 1 d GR . . . .
H3B H 0.520002 0.637526 0.997559 0.058 Uiso 1 1 d GR . . . .
N4 N 0.2315(3) 0.9286(3) 0.6278(2) 0.0635(8) Uani 1 1 d . . . . .
C1 C 0.6057(3) 0.5306(3) 0.8530(2) 0.0418(7) Uani 1 1 d . . . . .
C2 C 0.5967(3) 0.4687(3) 0.7432(2) 0.0443(7) Uani 1 1 d . . . . .
C3 C 0.6995(4) 0.4371(3) 0.6940(3) 0.0640(9) Uani 1 1 d . . . . .
H3C H 0.789603 0.454409 0.729676 0.077 Uiso 1 1 calc R . . . .
C4 C 0.6657(5) 0.3799(4) 0.5916(3) 0.0762(11) Uani 1 1 d . . . . .
H4 H 0.733562 0.356801 0.556962 0.091 Uiso 1 1 calc R . . . .
C5 C 0.5328(5) 0.3555(3) 0.5381(3) 0.0695(11) Uani 1 1 d . . . . .
H5 H 0.512623 0.315975 0.468082 0.083 Uiso 1 1 calc R . . . .
C6 C 0.4271(4) 0.3890(3) 0.5873(2) 0.0528(8) Uani 1 1 d . . . . .
H6 H 0.337409 0.373095 0.551448 0.063 Uiso 1 1 calc R . . . .
C7 C 0.4629(3) 0.4464(2) 0.6909(2) 0.0394(6) Uani 1 1 d . . . . .
C8 C 0.3752(3) 0.4999(2) 0.76384(18) 0.0354(6) Uani 1 1 d . . . . .
C9 C 0.2464(3) 0.3939(2) 0.77195(19) 0.0346(6) Uani 1 1 d . . . . .
C10 C 0.2547(3) 0.2936(3) 0.8214(2) 0.0389(6) Uani 1 1 d . . . . .
H10 H 0.341370 0.296307 0.855723 0.047 Uiso 1 1 calc R . . . .
C11 C 0.1393(3) 0.1890(3) 0.8221(2) 0.0412(7) Uani 1 1 d . . . . .
C12 C 0.0087(3) 0.1851(3) 0.7680(2) 0.0454(7) Uani 1 1 d . . . . .
C13 C -0.0022(3) 0.2872(3) 0.7213(2) 0.0461(7) Uani 1 1 d . . . . .
H13 H -0.088712 0.286234 0.687813 0.055 Uiso 1 1 calc R . . . .
C14 C 0.1146(3) 0.3901(3) 0.7245(2) 0.0405(7) Uani 1 1 d . . . . .
C15 C 0.2007(3) 0.6041(3) 0.6899(2) 0.0400(7) Uani 1 1 d . . . . .
C16 C 0.1622(3) 0.7052(3) 0.6526(2) 0.0481(7) Uani 1 1 d . . . . .
C17 C 0.2658(4) 0.8243(3) 0.6607(2) 0.0477(8) Uani 1 1 d . . . . .
C18 C 0.4056(3) 0.8397(3) 0.7032(2) 0.0493(8) Uani 1 1 d . . . . .
C19 C 0.4359(3) 0.7364(3) 0.7391(2) 0.0446(7) Uani 1 1 d . . . . .
H19 H 0.527605 0.747168 0.768557 0.053 Uiso 1 1 calc R . . . .
C20 C 0.3345(3) 0.6159(2) 0.73306(19) 0.0383(6) Uani 1 1 d . . . . .
C21 C 0.1503(3) 0.0835(3) 0.8737(2) 0.0440(7) Uani 1 1 d . . . . .
C22 C 0.2210(3) -0.0693(3) 0.9678(2) 0.0491(7) Uani 1 1 d . . . . .
C23 C 0.0829(3) -0.1102(3) 0.9185(2) 0.0494(7) Uani 1 1 d . . . . .
C24 C -0.0051(4) -0.2310(3) 0.9239(3) 0.0665(10) Uani 1 1 d . . . . .
H24 H -0.098027 -0.259021 0.891374 0.080 Uiso 1 1 calc R . . . .
C25 C 0.0473(4) -0.3089(3) 0.9783(3) 0.0719(10) Uani 1 1 d . . . . .
H25 H -0.010709 -0.390783 0.981724 0.086 Uiso 1 1 calc R . . . .
C26 C 0.1832(4) -0.2679(3) 1.0274(3) 0.0688(10) Uani 1 1 d . . . . .
H26 H 0.215381 -0.321878 1.064761 0.083 Uiso 1 1 calc R . . . .
C27 C 0.2746(4) -0.1477(3) 1.0228(2) 0.0611(9) Uani 1 1 d . . . . .
H27 H 0.367615 -0.120815 1.055095 0.073 Uiso 1 1 calc R . . . .
C28 C 0.0126(4) 0.6836(3) 0.6045(3) 0.0671(10) Uani 1 1 d D . . . .
H28A H -0.005431 0.630233 0.534594 0.081 Uiso 0.861(8) 1 calc R . P A 1
H28B H -0.049394 0.634617 0.642854 0.081 Uiso 0.861(8) 1 calc R . P A 1
H28C H -0.022889 0.593976 0.560939 0.081 Uiso 0.139(8) 1 calc R . P A 2
H28D H -0.042288 0.688639 0.658916 0.081 Uiso 0.139(8) 1 calc R . P A 2
C29 C -0.0181(5) 0.8138(4) 0.6034(4) 0.0796(17) Uani 0.861(8) 1 d D . P A 1
H29A H -0.027453 0.855338 0.671963 0.096 Uiso 0.861(8) 1 calc R . P A 1
H29B H -0.105819 0.797211 0.557677 0.096 Uiso 0.861(8) 1 calc R . P A 1
C30 C 0.0972(5) 0.9067(4) 0.5681(3) 0.0911(14) Uani 1 1 d D . . . .
H30A H 0.098492 0.869550 0.496643 0.109 Uiso 0.861(8) 1 calc R . P A 1
H30B H 0.077830 0.991657 0.572314 0.109 Uiso 0.861(8) 1 calc R . P A 1
H30C H 0.113065 0.929292 0.503305 0.109 Uiso 0.139(8) 1 calc R . P A 2
H30D H 0.056475 0.971666 0.603267 0.109 Uiso 0.139(8) 1 calc R . P A 2
C31 C 0.3431(5) 1.0414(4) 0.6153(3) 0.0836(13) Uani 1 1 d D . . . .
H31A H 0.307777 1.117684 0.616290 0.100 Uiso 0.861(8) 1 calc R . P A 1
H31B H 0.369992 1.017938 0.548883 0.100 Uiso 0.861(8) 1 calc R . P A 1
H31C H 0.316279 1.062760 0.550560 0.100 Uiso 0.139(8) 1 calc R . P A 2
H31D H 0.352147 1.118664 0.670016 0.100 Uiso 0.139(8) 1 calc R . P A 2
C32 C 0.4706(5) 1.0796(4) 0.6989(4) 0.0758(17) Uani 0.861(8) 1 d D . P A 1
H32A H 0.544263 1.149137 0.684633 0.091 Uiso 0.861(8) 1 calc R . P A 1
H32B H 0.447329 1.114086 0.764583 0.091 Uiso 0.861(8) 1 calc R . P A 1
C33 C 0.5201(4) 0.9617(3) 0.7039(3) 0.0713(10) Uani 1 1 d D . . . .
H33A H 0.588905 0.982956 0.766047 0.086 Uiso 0.861(8) 1 calc R . P A 1
H33B H 0.565978 0.942650 0.645725 0.086 Uiso 0.861(8) 1 calc R . P A 1
H33C H 0.535615 1.027427 0.768193 0.086 Uiso 0.139(8) 1 calc R . P A 2
H33D H 0.606289 0.939158 0.696934 0.086 Uiso 0.139(8) 1 calc R . P A 2
C32A C 0.478(2) 1.016(2) 0.6167(17) 0.067(10) Uani 0.139(8) 1 d D . P A 2
H32C H 0.547950 1.099172 0.619368 0.080 Uiso 0.139(8) 1 calc R . P A 2
H32D H 0.474778 0.954132 0.552977 0.080 Uiso 0.139(8) 1 calc R . P A 2
C29A C -0.010(3) 0.778(2) 0.543(2) 0.071(9) Uani 0.139(8) 1 d D U P A 2
H29C H -0.016427 0.735913 0.471245 0.086 Uiso 0.139(8) 1 calc R . P A 2
H29D H -0.099111 0.792968 0.551171 0.086 Uiso 0.139(8) 1 calc R . 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 C21 1.745(3) . ?
S1 C22 1.738(3) . ?
O1 C1 1.222(3) . ?
O2 C14 1.376(3) . ?
O2 C15 1.396(3) . ?
O3 H3 0.8200 . ?
O3 C12 1.346(3) . ?
N1 C21 1.304(3) . ?
N1 C23 1.391(4) . ?
N2 N3 1.398(3) . ?
N2 C1 1.353(3) . ?
N2 C8 1.478(3) . ?
N3 H3A 0.8632 . ?
N3 H3B 0.8632 . ?
N4 C17 1.385(3) . ?
N4 C30 1.428(5) . ?
N4 C31 1.470(5) . ?
C1 C2 1.479(4) . ?
C2 C3 1.373(4) . ?
C2 C7 1.384(4) . ?
C3 H3C 0.9300 . ?
C3 C4 1.358(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.404(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.374(4) . ?
C7 C8 1.523(4) . ?
C8 C9 1.514(4) . ?
C8 C20 1.519(3) . ?
C9 C10 1.385(3) . ?
C9 C14 1.392(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.388(4) . ?
C11 C12 1.414(4) . ?
C11 C21 1.458(4) . ?
C12 C13 1.383(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(4) . ?
C15 C16 1.399(4) . ?
C15 C20 1.368(4) . ?
C16 C17 1.395(4) . ?
C16 C28 1.509(4) . ?
C17 C18 1.412(4) . ?
C18 C19 1.378(4) . ?
C18 C33 1.496(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.400(4) . ?
C22 C23 1.386(4) . ?
C22 C27 1.389(4) . ?
C23 C24 1.383(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.374(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.366(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.389(4) . ?
C27 H27 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C28 H28D 0.9700 . ?
C28 C29 1.505(5) . ?
C28 C29A 1.465(16) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.508(6) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?
C30 H30D 0.9700 . ?
C30 C29A 1.462(17) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C31 H31D 0.9700 . ?
C31 C32 1.514(6) . ?
C31 C32A 1.447(16) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.482(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C33 H33D 0.9700 . ?
C33 C32A 1.479(15) . ?
C32A H32C 0.9700 . ?
C32A H32D 0.9700 . ?
C29A H29C 0.9700 . ?
C29A H29D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 S1 C21 89.34(14) . . ?
C14 O2 C15 118.5(2) . . ?
C12 O3 H3 109.5 . . ?
C21 N1 C23 111.5(3) . . ?
N3 N2 C8 120.9(2) . . ?
C1 N2 N3 123.5(2) . . ?
C1 N2 C8 115.6(2) . . ?
N2 N3 H3A 108.9 . . ?
N2 N3 H3B 107.6 . . ?
H3A N3 H3B 109.0 . . ?
C17 N4 C30 120.0(3) . . ?
C17 N4 C31 119.6(3) . . ?
C30 N4 C31 115.7(3) . . ?
O1 C1 N2 127.1(3) . . ?
O1 C1 C2 127.7(3) . . ?
N2 C1 C2 105.2(2) . . ?
C3 C2 C1 128.7(3) . . ?
C3 C2 C7 121.8(3) . . ?
C7 C2 C1 109.5(2) . . ?
C2 C3 H3C 121.0 . . ?
C4 C3 C2 118.0(4) . . ?
C4 C3 H3C 121.0 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.3(3) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.3(3) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 121.6 . . ?
C7 C6 C5 116.7(3) . . ?
C7 C6 H6 121.6 . . ?
C2 C7 C8 109.9(2) . . ?
C6 C7 C2 120.9(3) . . ?
C6 C7 C8 129.2(3) . . ?
N2 C8 C7 99.8(2) . . ?
N2 C8 C9 111.64(19) . . ?
N2 C8 C20 110.8(2) . . ?
C9 C8 C7 113.1(2) . . ?
C9 C8 C20 110.2(2) . . ?
C20 C8 C7 110.9(2) . . ?
C10 C9 C8 122.0(2) . . ?
C10 C9 C14 117.3(2) . . ?
C14 C9 C8 120.6(2) . . ?
C9 C10 H10 118.5 . . ?
C9 C10 C11 122.9(3) . . ?
C11 C10 H10 118.5 . . ?
C10 C11 C12 117.8(2) . . ?
C10 C11 C21 122.2(3) . . ?
C12 C11 C21 120.0(2) . . ?
O3 C12 C11 122.8(3) . . ?
O3 C12 C13 117.2(3) . . ?
C13 C12 C11 120.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.1(3) . . ?
C14 C13 H13 120.0 . . ?
O2 C14 C9 122.8(2) . . ?
C13 C14 O2 115.4(2) . . ?
C13 C14 C9 121.8(2) . . ?
O2 C15 C16 114.6(2) . . ?
C20 C15 O2 122.0(2) . . ?
C20 C15 C16 123.4(3) . . ?
C15 C16 C28 120.1(3) . . ?
C17 C16 C15 118.1(3) . . ?
C17 C16 C28 121.8(3) . . ?
N4 C17 C16 120.0(3) . . ?
N4 C17 C18 119.7(3) . . ?
C16 C17 C18 120.3(2) . . ?
C17 C18 C33 121.1(3) . . ?
C19 C18 C17 118.5(3) . . ?
C19 C18 C33 120.4(3) . . ?
C18 C19 H19 118.6 . . ?
C18 C19 C20 122.8(3) . . ?
C20 C19 H19 118.6 . . ?
C15 C20 C8 121.9(2) . . ?
C15 C20 C19 117.0(2) . . ?
C19 C20 C8 120.8(2) . . ?
N1 C21 S1 114.8(2) . . ?
N1 C21 C11 122.2(3) . . ?
C11 C21 S1 123.0(2) . . ?
C23 C22 S1 109.7(2) . . ?
C23 C22 C27 121.5(3) . . ?
C27 C22 S1 128.9(3) . . ?
C22 C23 N1 114.7(3) . . ?
C24 C23 N1 125.3(3) . . ?
C24 C23 C22 120.0(3) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 C23 118.8(3) . . ?
C25 C24 H24 120.6 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.1(3) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.6(3) . . ?
C27 C26 H26 119.2 . . ?
C22 C27 H27 121.5 . . ?
C26 C27 C22 117.1(3) . . ?
C26 C27 H27 121.5 . . ?
C16 C28 H28A 109.3 . . ?
C16 C28 H28B 109.3 . . ?
C16 C28 H28C 108.4 . . ?
C16 C28 H28D 108.4 . . ?
H28A C28 H28B 108.0 . . ?
H28C C28 H28D 107.4 . . ?
C29 C28 C16 111.5(3) . . ?
C29 C28 H28A 109.3 . . ?
C29 C28 H28B 109.3 . . ?
C29A C28 C16 115.6(10) . . ?
C29A C28 H28C 108.4 . . ?
C29A C28 H28D 108.4 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 C30 110.8(4) . . ?
H29A C29 H29B 108.1 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
N4 C30 C29 112.7(3) . . ?
N4 C30 H30A 109.1 . . ?
N4 C30 H30B 109.1 . . ?
N4 C30 H30C 106.8 . . ?
N4 C30 H30D 106.8 . . ?
N4 C30 C29A 122.1(8) . . ?
C29 C30 H30A 109.1 . . ?
C29 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
H30C C30 H30D 106.6 . . ?
C29A C30 H30C 106.8 . . ?
C29A C30 H30D 106.8 . . ?
N4 C31 H31A 109.1 . . ?
N4 C31 H31B 109.1 . . ?
N4 C31 H31C 108.8 . . ?
N4 C31 H31D 108.8 . . ?
N4 C31 C32 112.3(3) . . ?
H31A C31 H31B 107.9 . . ?
H31C C31 H31D 107.7 . . ?
C32 C31 H31A 109.1 . . ?
C32 C31 H31B 109.1 . . ?
C32A C31 N4 113.8(8) . . ?
C32A C31 H31C 108.8 . . ?
C32A C31 H31D 108.8 . . ?
C31 C32 H32A 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.2 . . ?
C33 C32 C31 110.1(4) . . ?
C33 C32 H32A 109.6 . . ?
C33 C32 H32B 109.6 . . ?
C18 C33 H33A 108.9 . . ?
C18 C33 H33B 108.9 . . ?
C18 C33 H33C 110.1 . . ?
C18 C33 H33D 110.1 . . ?
C32 C33 C18 113.4(3) . . ?
C32 C33 H33A 108.9 . . ?
C32 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
H33C C33 H33D 108.4 . . ?
C32A C33 C18 108.0(10) . . ?
C32A C33 H33C 110.1 . . ?
C32A C33 H33D 110.1 . . ?
C31 C32A C33 114.1(11) . . ?
C31 C32A H32C 108.7 . . ?
C31 C32A H32D 108.7 . . ?
C33 C32A H32C 108.7 . . ?
C33 C32A H32D 108.7 . . ?
H32C C32A H32D 107.6 . . ?
C28 C29A H29C 108.3 . . ?
C28 C29A H29D 108.3 . . ?
C30 C29A C28 115.8(13) . . ?
C30 C29A H29C 108.3 . . ?
C30 C29A H29D 108.3 . . ?
H29C C29A H29D 107.4 . . ?

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
_geom_hbond_publ_flag
O3 H3 N1 0.82 1.88 2.610(3) 147.2 . yes
N3 H3A O1 0.86 2.14 2.957(3) 156.8 2_667 yes

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 C22 C23 N1 1.2(3) . . . . ?
S1 C22 C23 C24 -178.9(2) . . . . ?
S1 C22 C27 C26 178.4(3) . . . . ?
O1 C1 C2 C3 -3.9(5) . . . . ?
O1 C1 C2 C7 177.2(3) . . . . ?
O2 C15 C16 C17 -178.4(2) . . . . ?
O2 C15 C16 C28 1.2(4) . . . . ?
O2 C15 C20 C8 3.5(4) . . . . ?
O2 C15 C20 C19 177.7(2) . . . . ?
O3 C12 C13 C14 -178.6(3) . . . . ?
N1 C23 C24 C25 179.4(3) . . . . ?
N2 C1 C2 C3 177.0(3) . . . . ?
N2 C1 C2 C7 -1.9(3) . . . . ?
N2 C8 C9 C10 -40.8(3) . . . . ?
N2 C8 C9 C14 142.7(2) . . . . ?
N2 C8 C20 C15 -142.1(2) . . . . ?
N2 C8 C20 C19 43.9(3) . . . . ?
N3 N2 C1 O1 4.0(4) . . . . ?
N3 N2 C1 C2 -176.9(2) . . . . ?
N3 N2 C8 C7 178.5(2) . . . . ?
N3 N2 C8 C9 -61.7(3) . . . . ?
N3 N2 C8 C20 61.7(3) . . . . ?
N4 C17 C18 C19 177.5(2) . . . . ?
N4 C17 C18 C33 -6.1(4) . . . . ?
N4 C30 C29A C28 16(3) . . . . ?
N4 C31 C32 C33 54.6(5) . . . . ?
N4 C31 C32A C33 -49(2) . . . . ?
C1 N2 C8 C7 1.4(3) . . . . ?
C1 N2 C8 C9 121.2(2) . . . . ?
C1 N2 C8 C20 -115.5(2) . . . . ?
C1 C2 C3 C4 179.8(3) . . . . ?
C1 C2 C7 C6 -179.7(2) . . . . ?
C1 C2 C7 C8 2.9(3) . . . . ?
C2 C3 C4 C5 0.7(5) . . . . ?
C2 C7 C8 N2 -2.6(2) . . . . ?
C2 C7 C8 C9 -121.3(2) . . . . ?
C2 C7 C8 C20 114.3(2) . . . . ?
C3 C2 C7 C6 1.3(4) . . . . ?
C3 C2 C7 C8 -176.1(2) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C4 C5 C6 C7 -0.3(4) . . . . ?
C5 C6 C7 C2 -0.4(4) . . . . ?
C5 C6 C7 C8 176.5(2) . . . . ?
C6 C7 C8 N2 -179.7(3) . . . . ?
C6 C7 C8 C9 61.6(3) . . . . ?
C6 C7 C8 C20 -62.8(3) . . . . ?
C7 C2 C3 C4 -1.4(4) . . . . ?
C7 C8 C9 C10 70.8(3) . . . . ?
C7 C8 C9 C14 -105.7(3) . . . . ?
C7 C8 C20 C15 108.0(3) . . . . ?
C7 C8 C20 C19 -66.0(3) . . . . ?
C8 N2 C1 O1 -179.0(3) . . . . ?
C8 N2 C1 C2 0.2(3) . . . . ?
C8 C9 C10 C11 -174.3(2) . . . . ?
C8 C9 C14 O2 -6.1(4) . . . . ?
C8 C9 C14 C13 173.0(2) . . . . ?
C9 C8 C20 C15 -18.0(3) . . . . ?
C9 C8 C20 C19 168.0(2) . . . . ?
C9 C10 C11 C12 1.1(4) . . . . ?
C9 C10 C11 C21 179.4(2) . . . . ?
C10 C9 C14 O2 177.3(2) . . . . ?
C10 C9 C14 C13 -3.6(4) . . . . ?
C10 C11 C12 O3 177.5(3) . . . . ?
C10 C11 C12 C13 -3.4(4) . . . . ?
C10 C11 C21 S1 6.3(4) . . . . ?
C10 C11 C21 N1 -172.9(3) . . . . ?
C11 C12 C13 C14 2.3(4) . . . . ?
C12 C11 C21 S1 -175.4(2) . . . . ?
C12 C11 C21 N1 5.4(4) . . . . ?
C12 C13 C14 O2 -179.5(2) . . . . ?
C12 C13 C14 C9 1.4(4) . . . . ?
C14 O2 C15 C16 -170.2(2) . . . . ?
C14 O2 C15 C20 11.9(4) . . . . ?
C14 C9 C10 C11 2.3(4) . . . . ?
C15 O2 C14 C9 -10.5(4) . . . . ?
C15 O2 C14 C13 170.3(2) . . . . ?
C15 C16 C17 N4 -177.9(2) . . . . ?
C15 C16 C17 C18 1.6(4) . . . . ?
C15 C16 C28 C29 160.1(4) . . . . ?
C15 C16 C28 C29A -163.7(16) . . . . ?
C16 C15 C20 C8 -174.3(2) . . . . ?
C16 C15 C20 C19 -0.1(4) . . . . ?
C16 C17 C18 C19 -2.0(4) . . . . ?
C16 C17 C18 C33 174.4(3) . . . . ?
C16 C28 C29 C30 45.0(5) . . . . ?
C16 C28 C29A C30 -24(3) . . . . ?
C17 N4 C30 C29 38.7(5) . . . . ?
C17 N4 C30 C29A 2.5(19) . . . . ?
C17 N4 C31 C32 -38.7(5) . . . . ?
C17 N4 C31 C32A 13.5(11) . . . . ?
C17 C16 C28 C29 -20.3(5) . . . . ?
C17 C16 C28 C29A 15.9(17) . . . . ?
C17 C18 C19 C20 1.5(4) . . . . ?
C17 C18 C33 C32 24.1(5) . . . . ?
C17 C18 C33 C32A -27.0(9) . . . . ?
C18 C19 C20 C8 173.9(2) . . . . ?
C18 C19 C20 C15 -0.4(4) . . . . ?
C18 C33 C32A C31 54.3(18) . . . . ?
C19 C18 C33 C32 -159.6(3) . . . . ?
C19 C18 C33 C32A 149.4(9) . . . . ?
C20 C8 C9 C10 -164.5(2) . . . . ?
C20 C8 C9 C14 19.1(3) . . . . ?
C20 C15 C16 C17 -0.5(4) . . . . ?
C20 C15 C16 C28 179.1(3) . . . . ?
C21 S1 C22 C23 -1.7(2) . . . . ?
C21 S1 C22 C27 178.9(3) . . . . ?
C21 N1 C23 C22 0.2(4) . . . . ?
C21 N1 C23 C24 -179.6(3) . . . . ?
C21 C11 C12 O3 -0.8(4) . . . . ?
C21 C11 C12 C13 178.3(3) . . . . ?
C22 S1 C21 N1 2.0(2) . . . . ?
C22 S1 C21 C11 -177.3(2) . . . . ?
C22 C23 C24 C25 -0.4(5) . . . . ?
C23 N1 C21 S1 -1.7(3) . . . . ?
C23 N1 C21 C11 177.6(2) . . . . ?
C23 C22 C27 C26 -0.9(5) . . . . ?
C23 C24 C25 C26 0.8(5) . . . . ?
C24 C25 C26 C27 -1.3(6) . . . . ?
C25 C26 C27 C22 1.3(5) . . . . ?
C27 C22 C23 N1 -179.3(3) . . . . ?
C27 C22 C23 C24 0.5(5) . . . . ?
C28 C16 C17 N4 2.5(4) . . . . ?
C28 C16 C17 C18 -178.0(3) . . . . ?
C28 C29 C30 N4 -55.2(5) . . . . ?
C30 N4 C17 C16 -11.9(5) . . . . ?
C30 N4 C17 C18 168.6(3) . . . . ?
C30 N4 C31 C32 165.6(3) . . . . ?
C30 N4 C31 C32A -142.3(10) . . . . ?
C31 N4 C17 C16 -166.6(3) . . . . ?
C31 N4 C17 C18 13.9(4) . . . . ?
C31 N4 C30 C29 -165.7(4) . . . . ?
C31 N4 C30 C29A 158.1(18) . . . . ?
C31 C32 C33 C18 -47.1(5) . . . . ?
C33 C18 C19 C20 -175.0(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_20200429dL
_database_code_depnum_ccdc_archive 'CCDC 2018844'
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H32 N6 O7 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         764.79

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   17.642(3)
_cell_length_b                   9.1727(18)
_cell_length_c                   23.263(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.185(9)
_cell_angle_gamma                90
_cell_volume                     3693.0(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9679
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      54.73
_cell_measurement_temperature    174.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1592

_exptl_absorpt_coefficient_mu    0.837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
;
_exptl_absorpt_correction_T_min  0.6564
_exptl_absorpt_correction_T_max  0.7508

_exptl_special_details           
;
;

_diffrn_ambient_temperature      174.(2)

_diffrn_source                   Metaljet
_diffrn_source_type              'Liquild X-ray Source'

_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_monochromator  'HELIOS MX OPTIC'

_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            31566
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_theta_min         3.37
_diffrn_reflns_theta_max         55.07
_diffrn_reflns_theta_full        55.07
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28

_refine_special_details          
;

Refined as a 2-component inversion twin.
;

_reflns_number_total             6969
_reflns_number_gt                4806
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0759
_refine_ls_wR_factor_gt          0.2300
_refine_ls_wR_factor_ref         0.2599
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.079
_refine_ls_number_reflns         6969
_refine_ls_number_parameters     508
_refine_ls_number_restraints     24
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1591P)²+1.1049P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.433
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0018(5)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'APEX3 v2018.7-2 (Bruker AXS)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S001 0.57267(5) 0.71659(11) 0.48623(4) 0.0765(3) Uani d . . . 1 . .
O O001 0.7101(2) 0.1461(4) 0.3195(2) 0.1445(16) Uani d . . . 1 . .
O O002 0.7407(2) 0.3120(5) 0.26341(19) 0.1296(13) Uani d . . . 1 . .
O O003 0.6289(3) 0.7919(4) 0.2664(2) 0.1402(15) Uani d U . . 1 . .
O O004 0.25305(13) 0.4099(3) 0.33088(9) 0.0684(6) Uani d . . . 1 . .
O O005 0.49434(13) 0.6499(2) 0.36915(10) 0.0673(6) Uani d . . . 1 . .
O O006 0.19972(19) 0.6048(4) 0.58434(11) 0.1003(9) Uani d . . . 1 . .
O O007 0.5139(3) 0.7952(4) 0.27439(18) 0.1427(15) Uani d U . . 1 . .
N N001 0.7045(2) 0.2680(5) 0.2991(2) 0.1008(11) Uani d . . . 1 . .
N N002 0.5754(2) 0.7378(4) 0.28220(14) 0.0816(9) Uani d U . . 1 . .
N N003 0.45537(16) 0.8252(3) 0.52408(11) 0.0592(6) Uani d . . . 1 . .
N N004 0.0176(2) 0.1491(3) 0.27592(14) 0.0804(9) Uani d . . . 1 . .
N N005 0.20945(16) 0.4944(3) 0.49688(11) 0.0683(7) Uani d . . . 1 . .
N N006 0.24955(18) 0.3699(3) 0.51775(13) 0.0744(8) Uani d . . . 1 . .
C C00A 0.54179(18) 0.5517(3) 0.35058(12) 0.0570(7) Uani d . . . 1 . .
C C00B 0.47428(18) 0.7406(3) 0.48388(13) 0.0556(7) Uani d . . . 1 . .
C C00C 0.18286(18) 0.3746(3) 0.34501(13) 0.0574(7) Uani d . . . 1 . .
C C00D 0.1374(2) 0.2806(3) 0.30494(13) 0.0625(8) Uani d . . . 1 . .
C C00E 0.28753(17) 0.5488(3) 0.42104(12) 0.0551(7) Uani d . . . 1 . .
C C00F 0.15833(18) 0.4290(3) 0.39370(12) 0.0551(7) Uani d . . . 1 . .
C C00G 0.17192(19) 0.6881(4) 0.43434(15) 0.0661(8) Uani d . . . 1 . .
C C00I 0.20753(18) 0.5348(3) 0.43511(12) 0.0582(7) Uani d . . . 1 . .
C C00J 0.0640(2) 0.2431(3) 0.31429(14) 0.0622(8) Uani d . . . 1 . .
C C00K 0.34474(17) 0.6304(3) 0.45675(12) 0.0559(7) Uani d . . . 1 . .
H H00K 0.334374 0.668551 0.492399 0.067 Uiso calc U . R 1 . .
C C00L 0.41619(18) 0.6582(3) 0.44249(12) 0.0546(7) Uani d . . . 1 . .
C C00M 0.6393(2) 0.5039(4) 0.29349(14) 0.0670(8) Uani d . . . 1 . .
H H00M 0.669572 0.534985 0.266183 0.08 Uiso calc U . R 1 . .
C C00N 0.30413(18) 0.4932(3) 0.36945(13) 0.0574(7) Uani d . . . 1 . .
C C00O 0.5220(2) 0.8798(3) 0.55979(13) 0.0615(8) Uani d . . . 1 . .
C C00P 0.37357(19) 0.5217(3) 0.35251(13) 0.0623(8) Uani d . . . 1 . .
H H00P 0.383471 0.484792 0.316526 0.075 Uiso calc U . R 1 . .
C C00Q 0.42811(18) 0.6044(3) 0.38866(13) 0.0571(7) Uani d . . . 1 . .
C C00R 0.08597(18) 0.3876(3) 0.40184(14) 0.0598(7) Uani d . . . 1 . .
H H00R 0.06836 0.423784 0.435207 0.072 Uiso calc U . R 1 . .
C C00S 0.5532(2) 0.4145(4) 0.37454(16) 0.0712(9) Uani d . . . 1 . .
H H00S 0.523789 0.383326 0.402444 0.085 Uiso calc U . R 1 . .
C C00T 0.03787(19) 0.2965(3) 0.36408(14) 0.0634(8) Uani d . . . 1 . .
C C00W 0.19272(19) 0.6088(4) 0.53093(14) 0.0704(9) Uani d . . . 1 . .
C C00X 0.5226(2) 0.9753(4) 0.60632(14) 0.0722(9) Uani d . . . 1 . .
H H00X 0.475783 1.007443 0.616634 0.087 Uiso calc U . R 1 . .
C C00Y 0.1694(3) 0.2235(4) 0.25346(17) 0.0833(11) Uani d . . . 1 . .
H H00A 0.166041 0.300514 0.223252 0.1 Uiso calc U . R 1 . .
H H00B 0.22452 0.197503 0.266567 0.1 Uiso calc U . R 1 . .
C C00Z 0.6485(2) 0.3664(4) 0.31785(16) 0.0704(9) Uani d . . . 1 . .
C C01A -0.0763(3) 0.1295(6) 0.3404(2) 0.1051(15) Uani d . . . 1 . .
H H01A -0.053124 0.038608 0.358924 0.126 Uiso calc U . R 1 . .
H H01B -0.132397 0.12698 0.340378 0.126 Uiso calc U . R 1 . .
C C01B 0.6637(2) 0.8790(5) 0.57738(19) 0.0881(11) Uani d . . . 1 . .
H H01C 0.710727 0.846689 0.567457 0.106 Uiso calc U . R 1 . .
C C01C -0.0644(3) 0.1363(6) 0.2796(2) 0.1018(14) Uani d . . . 1 . .
H H01D -0.086007 0.047255 0.258572 0.122 Uiso calc U . R 1 . .
H H01E -0.092833 0.221119 0.259792 0.122 Uiso calc U . R 1 . .
C C01D 0.1364(3) 0.8645(5) 0.5005(2) 0.0992(14) Uani d . . . 1 . .
H H01F 0.131688 0.893419 0.538832 0.119 Uiso calc U . R 1 . .
C C01E 0.1223(3) 0.9165(5) 0.3982(2) 0.1019(14) Uani d . . . 1 . .
H H01G 0.108416 0.983528 0.366761 0.122 Uiso calc U . R 1 . .
C C01F 0.1249(3) 0.0915(5) 0.2275(2) 0.1079(15) Uani d . . . 1 . .
H H01H 0.1392 0.006435 0.253531 0.129 Uiso calc U . R 1 . .
H H01I 0.137962 0.068861 0.188948 0.129 Uiso calc U . R 1 . .
C C01G 0.1152(3) 0.9564(5) 0.4534(3) 0.1124(16) Uani d . . . 1 . .
H H01J 0.095141 1.05002 0.459446 0.135 Uiso calc U . R 1 . .
C C01H 0.0393(3) 0.1205(6) 0.2202(2) 0.1107(16) Uani d . . . 1 . .
H H01K 0.025297 0.205408 0.193994 0.133 Uiso calc U . R 1 . .
H H01L 0.01019 0.034918 0.201563 0.133 Uiso calc U . R 1 . .
C C01I 0.2191(3) 0.2805(6) 0.5516(2) 0.1065(15) Uani d U . . 1 . .
C C01J 0.2653(4) 0.1577(8) 0.5794(3) 0.154(3) Uani d U . . 1 . .
H H01M 0.25588 0.144138 0.619232 0.231 Uiso calc U . R 1 . .
H H01N 0.320266 0.177892 0.581154 0.231 Uiso calc U . R 1 . .
H H01O 0.250714 0.068871 0.556529 0.231 Uiso calc U . R 1 . .
C C01K 0.1406(4) 0.2888(9) 0.5658(3) 0.160(3) Uani d U . . 1 . .
H H01P 0.126519 0.193482 0.579584 0.24 Uiso calc U . R 1 . .
H H01Q 0.10317 0.316564 0.530593 0.24 Uiso calc U . R 1 . .
H H01R 0.140318 0.361828 0.596475 0.24 Uiso calc U . R 1 . .
C C007 0.58499(18) 0.5950(3) 0.30971(12) 0.0568(7) Uani d . . . 1 . .
C C010 0.5916(2) 0.8319(4) 0.54640(16) 0.0709(9) Uani d . . . 1 . .
C C011 0.6069(2) 0.3218(4) 0.35838(17) 0.0763(9) Uani d . . . 1 . .
H H011 0.61499 0.22755 0.37536 0.092 Uiso calc U . R 1 . .
C C012 0.1496(2) 0.7793(4) 0.38729(18) 0.0811(10) Uani d . . . 1 . .
H H012 0.152769 0.749573 0.348703 0.097 Uiso calc U . R 1 . .
C C015 0.5939(3) 1.0223(4) 0.63727(16) 0.0842(12) Uani d . . . 1 . .
H H015 0.595716 1.088529 0.668918 0.101 Uiso calc U . R 1 . .
C C016 0.1651(2) 0.7266(4) 0.48979(16) 0.0730(9) Uani d . . . 1 . .
C C018 -0.0408(2) 0.2577(5) 0.37534(19) 0.0846(11) Uani d . . . 1 . .
H H01S -0.036531 0.235991 0.417536 0.101 Uiso calc U . R 1 . .
H H01T -0.075427 0.34291 0.36586 0.101 Uiso calc U . R 1 . .
C C019 0.6628(3) 0.9740(5) 0.62269(19) 0.0926(13) Uani d . . . 1 . .
H H019 0.710489 1.008036 0.644846 0.111 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S001 C010 . 1.734(4) ?
S001 C00B . 1.740(3) ?
O001 N001 . 1.211(5) ?
O002 N001 . 1.210(5) ?
O003 N002 . 1.187(5) ?
O004 C00N . 1.374(4) ?
O004 C00C . 1.380(4) ?
O005 C00A . 1.356(4) ?
O005 C00Q . 1.397(4) ?
O006 C00W . 1.225(4) ?
O007 N002 . 1.187(5) ?
N001 C00Z . 1.467(5) ?
N002 C007 . 1.454(4) ?
N003 C00B . 1.307(4) ?
N003 C00O . 1.394(4) ?
N004 C00J . 1.388(4) ?
N004 C01H . 1.445(6) ?
N004 C01C . 1.470(6) ?
N005 C00W . 1.381(4) ?
N005 N006 . 1.381(4) ?
N005 C00I . 1.478(4) ?
N006 C01I . 1.320(6) ?
C00A C00S . 1.375(4) ?
C00A C007 . 1.387(4) ?
C00B C00L . 1.472(4) ?
C00C C00F . 1.382(4) ?
C00C C00D . 1.402(4) ?
C00D C00J . 1.397(5) ?
C00D C00Y . 1.513(5) ?
C00E C00N . 1.386(4) ?
C00E C00K . 1.394(4) ?
C00E C00I . 1.515(4) ?
C00F C00R . 1.380(4) ?
C00F C00I . 1.516(4) ?
C00G C016 . 1.365(5) ?
C00G C012 . 1.373(5) ?
C00G C00I . 1.539(5) ?
C00J C00T . 1.415(5) ?
C00K C00L . 1.388(4) ?
C00K H00K . 0.95 ?
C00L C00Q . 1.399(4) ?
C00M C007 . 1.378(5) ?
C00M C00Z . 1.379(5) ?
C00M H00M . 0.95 ?
C00N C00P . 1.383(4) ?
C00O C00X . 1.391(5) ?
C00O C010 . 1.395(5) ?
C00P C00Q . 1.377(5) ?
C00P H00P . 0.95 ?
C00R C00T . 1.379(4) ?
C00R H00R . 0.95 ?
C00S C011 . 1.379(5) ?
C00S H00S . 0.95 ?
C00T C018 . 1.505(5) ?
C00W C016 . 1.463(5) ?
C00X C015 . 1.391(5) ?
C00X H00X . 0.95 ?
C00Y C01F . 1.504(6) ?
C00Y H00A . 0.99 ?
C00Y H00B . 0.99 ?
C00Z C011 . 1.365(5) ?
C01A C01C . 1.470(7) ?
C01A C018 . 1.496(6) ?
C01A H01A . 0.99 ?
C01A H01B . 0.99 ?
C01B C019 . 1.370(6) ?
C01B C010 . 1.404(5) ?
C01B H01C . 0.95 ?
C01C H01D . 0.99 ?
C01C H01E . 0.99 ?
C01D C01G . 1.375(7) ?
C01D C016 . 1.403(6) ?
C01D H01F . 0.95 ?
C01E C01G . 1.364(7) ?
C01E C012 . 1.388(6) ?
C01E H01G . 0.95 ?
C01F C01H . 1.511(8) ?
C01F H01H . 0.99 ?
C01F H01I . 0.99 ?
C01G H01J . 0.95 ?
C01H H01K . 0.99 ?
C01H H01L . 0.99 ?
C01I C01J . 1.466(8) ?
C01I C01K . 1.487(8) ?
C01J H01M . 0.98 ?
C01J H01N . 0.98 ?
C01J H01O . 0.98 ?
C01K H01P . 0.98 ?
C01K H01Q . 0.98 ?
C01K H01R . 0.98 ?
C011 H011 . 0.95 ?
C012 H012 . 0.95 ?
C015 C019 . 1.397(7) ?
C015 H015 . 0.95 ?
C018 H01S . 0.99 ?
C018 H01T . 0.99 ?
C019 H019 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C010 S001 C00B . . 88.99(17) ?
C00N O004 C00C . . 118.7(2) ?
C00A O005 C00Q . . 120.8(2) ?
O002 N001 O001 . . 124.3(4) ?
O002 N001 C00Z . . 118.3(4) ?
O001 N001 C00Z . . 117.3(4) ?
O003 N002 O007 . . 121.7(4) ?
O003 N002 C007 . . 118.8(4) ?
O007 N002 C007 . . 119.5(4) ?
C00B N003 C00O . . 109.7(3) ?
C00J N004 C01H . . 117.7(3) ?
C00J N004 C01C . . 118.4(3) ?
C01H N004 C01C . . 118.2(4) ?
C00W N005 N006 . . 125.4(3) ?
C00W N005 C00I . . 113.6(3) ?
N006 N005 C00I . . 117.6(3) ?
C01I N006 N005 . . 118.9(4) ?
O005 C00A C00S . . 122.0(3) ?
O005 C00A C007 . . 118.9(3) ?
C00S C00A C007 . . 118.9(3) ?
N003 C00B C00L . . 122.1(3) ?
N003 C00B S001 . . 116.4(2) ?
C00L C00B S001 . . 121.3(2) ?
O004 C00C C00F . . 123.3(3) ?
O004 C00C C00D . . 114.2(3) ?
C00F C00C C00D . . 122.5(3) ?
C00J C00D C00C . . 118.4(3) ?
C00J C00D C00Y . . 122.5(3) ?
C00C C00D C00Y . . 119.1(3) ?
C00N C00E C00K . . 117.6(3) ?
C00N C00E C00I . . 121.2(3) ?
C00K C00E C00I . . 120.9(3) ?
C00R C00F C00C . . 117.3(3) ?
C00R C00F C00I . . 121.3(3) ?
C00C C00F C00I . . 121.4(3) ?
C016 C00G C012 . . 122.1(3) ?
C016 C00G C00I . . 109.6(3) ?
C012 C00G C00I . . 128.3(3) ?
N005 C00I C00E . . 112.6(2) ?
N005 C00I C00F . . 111.1(3) ?
C00E C00I C00F . . 111.1(2) ?
N005 C00I C00G . . 100.0(2) ?
C00E C00I C00G . . 108.4(3) ?
C00F C00I C00G . . 113.3(2) ?
N004 C00J C00D . . 120.1(3) ?
N004 C00J C00T . . 119.8(3) ?
C00D C00J C00T . . 120.1(3) ?
C00L C00K C00E . . 122.8(3) ?
C00L C00K H00K . . 118.6 ?
C00E C00K H00K . . 118.6 ?
C00K C00L C00Q . . 116.8(3) ?
C00K C00L C00B . . 119.2(3) ?
C00Q C00L C00B . . 124.1(3) ?
C007 C00M C00Z . . 118.4(3) ?
C007 C00M H00M . . 120.8 ?
C00Z C00M H00M . . 120.8 ?
O004 C00N C00P . . 115.1(3) ?
O004 C00N C00E . . 123.2(3) ?
C00P C00N C00E . . 121.7(3) ?
C00X C00O N003 . . 124.6(3) ?
C00X C00O C010 . . 119.9(3) ?
N003 C00O C010 . . 115.5(3) ?
C00Q C00P C00N . . 118.9(3) ?
C00Q C00P H00P . . 120.6 ?
C00N C00P H00P . . 120.6 ?
C00P C00Q O005 . . 119.7(3) ?
C00P C00Q C00L . . 122.2(3) ?
O005 C00Q C00L . . 117.8(3) ?
C00T C00R C00F . . 123.4(3) ?
C00T C00R H00R . . 118.3 ?
C00F C00R H00R . . 118.3 ?
C00A C00S C011 . . 120.5(3) ?
C00A C00S H00S . . 119.7 ?
C011 C00S H00S . . 119.7 ?
C00R C00T C00J . . 118.3(3) ?
C00R C00T C018 . . 120.5(3) ?
C00J C00T C018 . . 121.2(3) ?
O006 C00W N005 . . 124.7(4) ?
O006 C00W C016 . . 129.8(3) ?
N005 C00W C016 . . 105.5(3) ?
C00O C00X C015 . . 117.9(4) ?
C00O C00X H00X . . 121.1 ?
C015 C00X H00X . . 121.1 ?
C01F C00Y C00D . . 110.5(4) ?
C01F C00Y H00A . . 109.5 ?
C00D C00Y H00A . . 109.5 ?
C01F C00Y H00B . . 109.5 ?
C00D C00Y H00B . . 109.5 ?
H00A C00Y H00B . . 108.1 ?
C011 C00Z C00M . . 121.4(3) ?
C011 C00Z N001 . . 120.3(4) ?
C00M C00Z N001 . . 118.3(3) ?
C01C C01A C018 . . 111.5(4) ?
C01C C01A H01A . . 109.3 ?
C018 C01A H01A . . 109.3 ?
C01C C01A H01B . . 109.3 ?
C018 C01A H01B . . 109.3 ?
H01A C01A H01B . . 108.0 ?
C019 C01B C010 . . 116.5(4) ?
C019 C01B H01C . . 121.8 ?
C010 C01B H01C . . 121.8 ?
N004 C01C C01A . . 112.7(4) ?
N004 C01C H01D . . 109.1 ?
C01A C01C H01D . . 109.1 ?
N004 C01C H01E . . 109.1 ?
C01A C01C H01E . . 109.1 ?
H01D C01C H01E . . 107.8 ?
C01G C01D C016 . . 117.6(4) ?
C01G C01D H01F . . 121.2 ?
C016 C01D H01F . . 121.2 ?
C01G C01E C012 . . 120.9(5) ?
C01G C01E H01G . . 119.6 ?
C012 C01E H01G . . 119.6 ?
C00Y C01F C01H . . 109.6(4) ?
C00Y C01F H01H . . 109.7 ?
C01H C01F H01H . . 109.7 ?
C00Y C01F H01I . . 109.7 ?
C01H C01F H01I . . 109.7 ?
H01H C01F H01I . . 108.2 ?
C01E C01G C01D . . 121.7(4) ?
C01E C01G H01J . . 119.2 ?
C01D C01G H01J . . 119.2 ?
N004 C01H C01F . . 111.3(4) ?
N004 C01H H01K . . 109.4 ?
C01F C01H H01K . . 109.4 ?
N004 C01H H01L . . 109.4 ?
C01F C01H H01L . . 109.4 ?
H01K C01H H01L . . 108.0 ?
N006 C01I C01J . . 119.0(5) ?
N006 C01I C01K . . 127.2(5) ?
C01J C01I C01K . . 113.8(5) ?
C01I C01J H01M . . 109.5 ?
C01I C01J H01N . . 109.5 ?
H01M C01J H01N . . 109.5 ?
C01I C01J H01O . . 109.5 ?
H01M C01J H01O . . 109.5 ?
H01N C01J H01O . . 109.5 ?
C01I C01K H01P . . 109.5 ?
C01I C01K H01Q . . 109.5 ?
H01P C01K H01Q . . 109.5 ?
C01I C01K H01R . . 109.5 ?
H01P C01K H01R . . 109.5 ?
H01Q C01K H01R . . 109.5 ?
C00M C007 C00A . . 121.2(3) ?
C00M C007 N002 . . 117.0(3) ?
C00A C007 N002 . . 121.8(3) ?
C00O C010 C01B . . 122.6(4) ?
C00O C010 S001 . . 109.4(2) ?
C01B C010 S001 . . 127.9(3) ?
C00Z C011 C00S . . 119.6(3) ?
C00Z C011 H011 . . 120.2 ?
C00S C011 H011 . . 120.2 ?
C00G C012 C01E . . 117.6(4) ?
C00G C012 H012 . . 121.2 ?
C01E C012 H012 . . 121.2 ?
C00X C015 C019 . . 121.2(4) ?
C00X C015 H015 . . 119.4 ?
C019 C015 H015 . . 119.4 ?
C00G C016 C01D . . 120.1(4) ?
C00G C016 C00W . . 110.4(3) ?
C01D C016 C00W . . 129.5(4) ?
C01A C018 C00T . . 113.2(4) ?
C01A C018 H01S . . 108.9 ?
C00T C018 H01S . . 108.9 ?
C01A C018 H01T . . 108.9 ?
C00T C018 H01T . . 108.9 ?
H01S C018 H01T . . 107.8 ?
C01B C019 C015 . . 122.0(4) ?
C01B C019 H019 . . 119.0 ?
C015 C019 H019 . . 119.0 ?



####################################################################### 
# 
# 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_JY3
_database_code_depnum_ccdc_archive 'CCDC 2018843'
_audit_update_record             
;
2020-07-24 deposited with the CCDC.	2021-09-17 downloaded from the CCDC.
;
_audit_creation_date             2018-11-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C39 H28 N6 O7 S, C4 H10 O'
_chemical_formula_sum            'C43 H38 N6 O8 S'
_chemical_formula_weight         798.85
_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                   17.669(5)
_cell_length_b                   9.336(3)
_cell_length_c                   23.887(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.697(6)
_cell_angle_gamma                90
_cell_volume                     3844.3(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1477
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      19.066
_cell_measurement_theta_min      2.350
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0738 before and 0.0522 after correction. The Ratio of minimum to maximum transmission is 0.8597. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1672
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0811
_diffrn_reflns_av_unetI/netI     0.1119
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20245
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.147
_diffrn_reflns_theta_min         2.315
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_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                3185
_reflns_number_total             7633
_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       ?
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         7633
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1824
_refine_ls_R_factor_gt           0.0740
_refine_ls_restrained_S_all      0.982
_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)+(0.0998P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1766
_refine_ls_wR_factor_ref         0.2298
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 N5(H5A,H5B)
2.b Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C38(H38A,H38B), C48(H48A,H48B), C47(H47A,H47B), C46(H46A,
 H46B), C49(H49A,H49B), C52(H52A,H52B), C54(H54A,H54B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9), C18(H18), C26(H26), C32(H32), C34(H34), C39(H39), C40(H40),
 C41(H41), C42(H42), C44(H44), C45(H45), C56(H56), C57(H57)
2.d Idealised Me refined as rotating group:
 C55(H55A,H55B,H55C), C53(H53A,H53B,H53C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.42369(7) 0.77700(15) 0.01387(6) 0.0761(5) Uani 1 1 d . . . . .
O7 O 0.74857(16) 1.0735(3) 0.16744(13) 0.0618(9) Uani 1 1 d . . . . .
C2 C 0.8412(2) 1.0499(4) 0.10662(18) 0.0448(10) Uani 1 1 d . . . . .
O5 O 0.50426(16) 0.8436(3) 0.12766(14) 0.0621(9) Uani 1 1 d . . . . .
N6 N 0.53878(18) 0.6770(4) -0.02540(15) 0.0482(9) Uani 1 1 d . . . . .
C5 C 0.8186(2) 1.1078(4) 0.15349(19) 0.0486(11) Uani 1 1 d . . . . .
N4 N 0.78632(17) 0.9787(4) 0.00589(15) 0.0518(9) Uani 1 1 d . . . . .
C7 C 0.9144(2) 1.0913(4) 0.09870(19) 0.0505(11) Uani 1 1 d . . . . .
H7 H 0.931264 1.054607 0.067344 0.061 Uiso 1 1 calc R . . . .
C8 C 0.7125(2) 0.9324(4) 0.08068(19) 0.0445(10) Uani 1 1 d . . . . .
C9 C 0.6535(2) 0.8568(4) 0.04484(18) 0.0468(11) Uani 1 1 d . . . . .
H9 H 0.662727 0.820066 0.010782 0.056 Uiso 1 1 calc R . . . .
C10 C 0.5814(2) 0.8333(4) 0.05723(18) 0.0449(10) Uani 1 1 d . . . . .
C11 C 0.7913(2) 0.9434(4) 0.06673(18) 0.0435(10) Uani 1 1 d . . . . .
C12 C 0.8638(3) 1.2041(4) 0.1908(2) 0.0532(11) Uani 1 1 d . . . . .
C13 C 0.4199(2) 0.8922(5) 0.18967(18) 0.0486(11) Uani 1 1 d . . . . .
C14 C 0.6963(2) 0.9914(4) 0.12993(19) 0.0475(10) Uani 1 1 d . . . . .
C15 C 0.5702(2) 0.8875(4) 0.1097(2) 0.0518(11) Uani 1 1 d . . . . .
C16 C 0.9372(2) 1.2403(4) 0.1819(2) 0.0543(12) Uani 1 1 d . . . . .
N2 N 0.4339(3) 0.7512(5) 0.21738(19) 0.0715(12) Uani 1 1 d . . . . .
C18 C 0.6265(2) 0.9672(5) 0.1456(2) 0.0561(12) Uani 1 1 d . . . . .
H18 H 0.617633 1.004116 0.179717 0.067 Uiso 1 1 calc R . . . .
C19 C 0.9623(2) 1.1830(4) 0.1347(2) 0.0513(11) Uani 1 1 d . . . . .
C20 C 0.5218(2) 0.7549(4) 0.01545(19) 0.0470(11) Uani 1 1 d . . . . .
N7 N 0.9841(2) 1.3354(4) 0.21875(19) 0.0713(12) Uani 1 1 d . . . . .
C22 C 0.4712(2) 0.6255(4) -0.0605(2) 0.0505(11) Uani 1 1 d . . . . .
C23 C 0.4594(2) 0.9380(5) 0.14844(19) 0.0489(11) Uani 1 1 d . . . . .
C24 C 0.8283(2) 0.7963(4) 0.0684(2) 0.0493(11) Uani 1 1 d . . . . .
N5 N 0.7507(2) 1.1055(4) -0.01647(18) 0.0725(12) Uani 1 1 d . . . . .
H5A H 0.718632 1.087903 -0.048415 0.087 Uiso 1 1 d GR . . . .
H5B H 0.725743 1.139422 0.007725 0.087 Uiso 1 1 d GR . . . .
C26 C 0.3671(2) 0.9783(5) 0.2075(2) 0.0576(12) Uani 1 1 d . . . . .
H26 H 0.340195 0.945556 0.234337 0.069 Uiso 1 1 calc R . . . .
C27 C 0.8347(2) 0.7558(5) 0.0143(2) 0.0583(12) Uani 1 1 d . . . . .
O28 O 0.1753(2) 0.6748(4) 0.07599(19) 0.1015(13) Uani 1 1 d . . . . .
N3 N 0.3005(3) 1.2076(6) 0.2070(2) 0.0853(14) Uani 1 1 d . . . . .
C30 C 0.8060(2) 0.8701(6) -0.0261(2) 0.0611(13) Uani 1 1 d . . . . .
C31 C 0.3547(2) 1.1130(5) 0.1852(2) 0.0601(13) Uani 1 1 d . . . . .
C32 C 0.4450(3) 1.0744(5) 0.1265(2) 0.0635(13) Uani 1 1 d . . . . .
H32 H 0.470464 1.106735 0.098765 0.076 Uiso 1 1 calc R . . . .
C33 C 0.4030(3) 0.6680(5) -0.0466(2) 0.0622(13) Uani 1 1 d . . . . .
C34 C 0.8508(2) 0.7071(5) 0.1156(2) 0.0664(14) Uani 1 1 d . . . . .
H34 H 0.846205 0.734814 0.152075 0.080 Uiso 1 1 calc R . . . .
O3 O 0.2607(2) 1.1537(5) 0.2368(2) 0.1202(16) Uani 1 1 d . . . . .
C36 C 1.0407(2) 1.2190(5) 0.1241(2) 0.0727(15) Uani 1 1 d . . . . .
H36A H 1.074014 1.135615 0.132788 0.087 Uiso 1 1 calc R . . . .
H36B H 1.035403 1.241115 0.083782 0.087 Uiso 1 1 calc R . . . .
O6 O 0.7979(2) 0.8753(5) -0.07830(16) 0.0928(12) Uani 1 1 d . . . . .
C38 C 0.8329(3) 1.2660(5) 0.2396(2) 0.0756(15) Uani 1 1 d . . . . .
H38A H 0.835614 1.193938 0.269230 0.091 Uiso 1 1 calc R . . . .
H38B H 0.778794 1.291757 0.225775 0.091 Uiso 1 1 calc R . . . .
C39 C 0.4687(3) 0.5335(5) -0.1063(2) 0.0658(13) Uani 1 1 d . . . . .
H39 H 0.514166 0.503687 -0.116285 0.079 Uiso 1 1 calc R . . . .
C40 C 0.3934(3) 1.1633(5) 0.1450(2) 0.0675(14) Uani 1 1 d . . . . .
H40 H 0.384780 1.255824 0.130620 0.081 Uiso 1 1 calc R . . . .
C41 C 0.3301(3) 0.5310(6) -0.1224(3) 0.0835(17) Uani 1 1 d . . . . .
H41 H 0.282889 0.497371 -0.143663 0.100 Uiso 1 1 calc R . . . .
C42 C 0.8644(3) 0.6208(6) 0.0046(3) 0.0842(17) Uani 1 1 d . . . . .
H42 H 0.869481 0.593133 -0.031748 0.101 Uiso 1 1 calc R . . . .
O2 O 0.4943(3) 0.6952(5) 0.2198(2) 0.141(2) Uani 1 1 d . . . . .
C48 C 1.0649(3) 1.3461(6) 0.2161(3) 0.0918(19) Uani 1 1 d . . . . .
H48A H 1.085632 1.435524 0.233833 0.110 Uiso 1 1 calc R . . . .
H48B H 1.093355 1.268592 0.238350 0.110 Uiso 1 1 calc R . . . .
O4 O 0.2978(3) 1.3302(5) 0.1925(2) 0.1255(18) Uani 1 1 d . . . . .
C47 C 0.9633(3) 1.3681(7) 0.2723(3) 0.0928(18) Uani 1 1 d . . . . .
H47A H 0.992489 1.451250 0.289316 0.111 Uiso 1 1 calc R . . . .
H47B H 0.977633 1.288200 0.298401 0.111 Uiso 1 1 calc R . . . .
C46 C 0.8784(3) 1.3976(6) 0.2651(3) 0.0971(19) Uani 1 1 d . . . . .
H46A H 0.863655 1.479218 0.239956 0.116 Uiso 1 1 calc R . . . .
H46B H 0.866885 1.419877 0.302044 0.116 Uiso 1 1 calc R . . . .
O1 O 0.3860(3) 0.7020(5) 0.2390(2) 0.140(2) Uani 1 1 d . . . . .
C44 C 0.3304(3) 0.6225(6) -0.0778(3) 0.0851(17) Uani 1 1 d . . . . .
H44 H 0.284549 0.653205 -0.068594 0.102 Uiso 1 1 calc R . . . .
C45 C 0.3977(3) 0.4871(5) -0.1368(2) 0.0730(15) Uani 1 1 d . . . . .
H45 H 0.395384 0.425092 -0.167661 0.088 Uiso 1 1 calc R . . . .
C49 C 1.0780(3) 1.3406(7) 0.1585(3) 0.105(2) Uani 1 1 d . . . . .
H49A H 1.133473 1.335897 0.160758 0.127 Uiso 1 1 calc R . . . .
H49B H 1.059069 1.428702 0.138841 0.127 Uiso 1 1 calc R . . . .
C55 C 0.0551(4) 0.7994(9) 0.0538(3) 0.140(3) Uani 1 1 d . . . . .
H55A H 0.040414 0.742109 0.019736 0.209 Uiso 1 1 calc GR . . . .
H55B H 0.075398 0.889378 0.044307 0.209 Uiso 1 1 calc GR . . . .
H55C H 0.010425 0.816127 0.069648 0.209 Uiso 1 1 calc GR . . . .
C53 C 0.2982(4) 0.5692(9) 0.0916(4) 0.156(3) Uani 1 1 d . . . . .
H53A H 0.278053 0.503695 0.060979 0.234 Uiso 1 1 calc GR . . . .
H53B H 0.336382 0.521491 0.120332 0.234 Uiso 1 1 calc GR . . . .
H53C H 0.321538 0.649459 0.076801 0.234 Uiso 1 1 calc GR . . . .
C52 C 0.2367(4) 0.6180(9) 0.1164(4) 0.140(3) Uani 1 1 d . . . . .
H52A H 0.217952 0.538684 0.135781 0.169 Uiso 1 1 calc R . . . .
H52B H 0.256474 0.690622 0.144904 0.169 Uiso 1 1 calc R . . . .
C54 C 0.1119(5) 0.7273(10) 0.0941(4) 0.161(4) Uani 1 1 d . . . . .
H54A H 0.130606 0.792096 0.125870 0.194 Uiso 1 1 calc R . . . .
H54B H 0.087103 0.647568 0.108998 0.194 Uiso 1 1 calc R . . . .
C56 C 0.8810(3) 0.5721(6) 0.1053(3) 0.0877(18) Uani 1 1 d . . . . .
H56 H 0.898018 0.509954 0.135849 0.105 Uiso 1 1 calc R . . . .
C57 C 0.8857(3) 0.5309(6) 0.0511(4) 0.096(2) Uani 1 1 d . . . . .
H57 H 0.903777 0.439608 0.045587 0.116 Uiso 1 1 calc R . . . .


_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 C20 1.737(4) . ?
S1 C33 1.739(5) . ?
O7 C5 1.388(5) . ?
O7 C14 1.371(5) . ?
C2 C5 1.379(6) . ?
C2 C7 1.402(5) . ?
C2 C11 1.519(5) . ?
O5 C15 1.389(5) . ?
O5 C23 1.351(5) . ?
N6 C20 1.304(5) . ?
N6 C22 1.385(5) . ?
C5 C12 1.388(6) . ?
N4 C11 1.474(5) . ?
N4 N5 1.391(5) . ?
N4 C30 1.361(6) . ?
C7 C19 1.367(6) . ?
C8 C9 1.388(5) . ?
C8 C11 1.505(5) . ?
C8 C14 1.384(6) . ?
C9 C10 1.386(5) . ?
C10 C15 1.407(6) . ?
C10 C20 1.477(6) . ?
C11 C24 1.518(6) . ?
C12 C16 1.402(6) . ?
C12 C38 1.507(6) . ?
C13 N2 1.470(6) . ?
C13 C23 1.394(6) . ?
C13 C26 1.368(6) . ?
C14 C18 1.384(5) . ?
C15 C18 1.378(6) . ?
C16 C19 1.404(6) . ?
C16 N7 1.389(5) . ?
N2 O2 1.179(5) . ?
N2 O1 1.176(5) . ?
C19 C36 1.500(6) . ?
N7 C48 1.447(6) . ?
N7 C47 1.438(7) . ?
C22 C33 1.376(6) . ?
C22 C39 1.385(6) . ?
C23 C32 1.379(6) . ?
C24 C27 1.376(6) . ?
C24 C34 1.386(6) . ?
C26 C31 1.365(6) . ?
C27 C30 1.454(7) . ?
C27 C42 1.404(7) . ?
O28 C52 1.389(7) . ?
O28 C54 1.377(7) . ?
N3 C31 1.479(6) . ?
N3 O3 1.215(6) . ?
N3 O4 1.194(5) . ?
C30 O6 1.224(5) . ?
C31 C40 1.378(6) . ?
C32 C40 1.375(6) . ?
C33 C44 1.402(6) . ?
C34 C56 1.411(7) . ?
C36 C49 1.470(7) . ?
C38 C46 1.521(7) . ?
C39 C45 1.374(6) . ?
C41 C44 1.365(7) . ?
C41 C45 1.377(7) . ?
C42 C57 1.376(8) . ?
C48 C49 1.446(8) . ?
C47 C46 1.499(7) . ?
C55 C54 1.402(9) . ?
C53 C52 1.421(9) . ?
C56 C57 1.369(8) . ?

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
C20 S1 C33 88.6(2) . . ?
C14 O7 C5 118.7(3) . . ?
C5 C2 C7 116.2(4) . . ?
C5 C2 C11 122.3(4) . . ?
C7 C2 C11 121.5(4) . . ?
C23 O5 C15 121.3(3) . . ?
C20 N6 C22 109.7(3) . . ?
O7 C5 C12 114.4(4) . . ?
C2 C5 O7 122.5(4) . . ?
C2 C5 C12 123.1(4) . . ?
N5 N4 C11 119.5(3) . . ?
C30 N4 C11 114.9(4) . . ?
C30 N4 N5 124.7(4) . . ?
C19 C7 C2 123.3(4) . . ?
C9 C8 C11 120.3(4) . . ?
C14 C8 C9 117.3(4) . . ?
C14 C8 C11 122.3(4) . . ?
C10 C9 C8 123.3(4) . . ?
C9 C10 C15 116.7(4) . . ?
C9 C10 C20 119.1(4) . . ?
C15 C10 C20 124.2(4) . . ?
N4 C11 C2 111.9(3) . . ?
N4 C11 C8 112.1(3) . . ?
N4 C11 C24 99.2(3) . . ?
C8 C11 C2 110.1(3) . . ?
C8 C11 C24 110.3(3) . . ?
C24 C11 C2 112.8(3) . . ?
C5 C12 C16 118.7(4) . . ?
C5 C12 C38 119.3(4) . . ?
C16 C12 C38 122.0(4) . . ?
C23 C13 N2 122.2(4) . . ?
C26 C13 N2 116.4(4) . . ?
C26 C13 C23 121.4(4) . . ?
O7 C14 C8 122.8(4) . . ?
O7 C14 C18 115.3(4) . . ?
C18 C14 C8 121.8(4) . . ?
O5 C15 C10 117.4(4) . . ?
C18 C15 O5 120.5(4) . . ?
C18 C15 C10 121.6(4) . . ?
C12 C16 C19 119.7(4) . . ?
N7 C16 C12 120.1(5) . . ?
N7 C16 C19 120.2(4) . . ?
O2 N2 C13 118.7(5) . . ?
O1 N2 C13 118.8(4) . . ?
O1 N2 O2 122.4(5) . . ?
C15 C18 C14 119.0(4) . . ?
C7 C19 C16 118.9(4) . . ?
C7 C19 C36 120.0(4) . . ?
C16 C19 C36 121.1(4) . . ?
N6 C20 S1 116.3(3) . . ?
N6 C20 C10 122.3(4) . . ?
C10 C20 S1 121.1(3) . . ?
C16 N7 C48 118.3(4) . . ?
C16 N7 C47 117.8(4) . . ?
C47 N7 C48 118.1(5) . . ?
C33 C22 N6 116.0(4) . . ?
C33 C22 C39 119.4(4) . . ?
C39 C22 N6 124.6(4) . . ?
O5 C23 C13 119.0(4) . . ?
O5 C23 C32 122.5(4) . . ?
C32 C23 C13 118.2(4) . . ?
C27 C24 C11 110.3(4) . . ?
C27 C24 C34 122.0(4) . . ?
C34 C24 C11 127.6(4) . . ?
C31 C26 C13 118.8(4) . . ?
C24 C27 C30 109.5(4) . . ?
C24 C27 C42 120.8(5) . . ?
C42 C27 C30 129.7(5) . . ?
C54 O28 C52 118.9(6) . . ?
O3 N3 C31 117.5(5) . . ?
O4 N3 C31 117.3(5) . . ?
O4 N3 O3 125.1(5) . . ?
N4 C30 C27 105.6(4) . . ?
O6 C30 N4 123.8(5) . . ?
O6 C30 C27 130.6(5) . . ?
C26 C31 N3 118.3(5) . . ?
C26 C31 C40 121.6(4) . . ?
C40 C31 N3 120.0(5) . . ?
C40 C32 C23 121.0(4) . . ?
C22 C33 S1 109.5(3) . . ?
C22 C33 C44 122.2(5) . . ?
C44 C33 S1 128.3(4) . . ?
C24 C34 C56 116.5(5) . . ?
C49 C36 C19 113.4(5) . . ?
C12 C38 C46 111.7(4) . . ?
C45 C39 C22 118.9(5) . . ?
C32 C40 C31 118.9(4) . . ?
C44 C41 C45 121.8(5) . . ?
C57 C42 C27 117.4(6) . . ?
C49 C48 N7 113.9(5) . . ?
N7 C47 C46 112.5(5) . . ?
C47 C46 C38 109.0(4) . . ?
C41 C44 C33 116.8(5) . . ?
C39 C45 C41 120.9(5) . . ?
C48 C49 C36 114.4(5) . . ?
O28 C52 C53 112.6(7) . . ?
O28 C54 C55 117.7(7) . . ?
C57 C56 C34 121.3(6) . . ?
C56 C57 C42 121.9(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
