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

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

data_17
_database_code_depnum_ccdc_archive 'CCDC 2303415'
loop_
_audit_author_name
_audit_author_address
'Victor Khrustalev'
;Peoples Friendship University of Russia (RUDN University, Moscow)
Russia
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H19 N O3 S'
_chemical_formula_sum            'C22 H19 N O3 S'
_chemical_formula_weight         377.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   48.894(5)
_cell_length_b                   6.5606(6)
_cell_length_c                   37.444(4)
_cell_angle_alpha                90
_cell_angle_beta                 131.285(18)
_cell_angle_gamma                90
_cell_volume                     9026(3)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2702
_cell_measurement_theta_min      3.121
_cell_measurement_theta_max      46.266

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_F_000             3168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    1.426
_shelx_estimated_absorpt_T_min   0.825
_shelx_estimated_absorpt_T_max   0.871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.517
_exptl_absorpt_correction_T_max  0.870
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            71072
_diffrn_reflns_av_unetI/netI     0.0940
_diffrn_reflns_av_R_equivalents  0.0957
_diffrn_reflns_limit_h_min       -62
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         3.141
_diffrn_reflns_theta_max         78.068
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9510
_reflns_number_gt                4237
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2015)'
_computing_publication_material  'SHELXTL (Sheldrick, 2015)'

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0900P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9510
_refine_ls_number_parameters     489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1567
_refine_ls_R_factor_gt           0.0785
_refine_ls_wR_factor_ref         0.2313
_refine_ls_wR_factor_gt          0.1856
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.32285(11) 0.4219(6) 0.11715(13) 0.0925(11) Uani 1 1 d . . . . .
O2 O 0.38844(10) 0.6628(7) 0.21000(14) 0.1034(12) Uani 1 1 d . . . . .
O3 O 0.38494(10) 0.4469(7) 0.25328(15) 0.1067(13) Uani 1 1 d . . . . .
H3O H 0.4064 0.4228 0.2644 0.160 Uiso 1 1 d R U . . .
C1 C 0.31687(13) 0.6044(9) 0.11488(15) 0.0704(13) Uani 1 1 d . . . . .
N2 N 0.31018(11) 0.7422(7) 0.08227(13) 0.0760(11) Uani 1 1 d . . . . .
C3 C 0.30292(14) 0.9491(8) 0.08913(16) 0.0765(14) Uani 1 1 d . . . . .
H3A H 0.2765 0.9783 0.0669 0.092 Uiso 1 1 calc R U . . .
H3B H 0.3153 1.0528 0.0849 0.092 Uiso 1 1 calc R U . . .
C3A C 0.31901(13) 0.9424(8) 0.14100(15) 0.0702(12) Uani 1 1 d . . . . .
H3C H 0.3458 0.9696 0.1628 0.084 Uiso 1 1 calc R U . . .
C4 C 0.30272(13) 1.0696(7) 0.15567(16) 0.0710(12) Uani 1 1 d . . . . .
H4 H 0.2892 1.1893 0.1388 0.085 Uiso 1 1 calc R U . . .
C4A C 0.30805(11) 1.0071(7) 0.19365(14) 0.0655(11) Uani 1 1 d . . . . .
S5 S 0.28873(3) 1.1188(2) 0.21538(4) 0.0702(3) Uani 1 1 d . . . . .
C5A C 0.29842(10) 0.9027(7) 0.24958(12) 0.0569(10) Uani 1 1 d . . . . .
C6 C 0.28658(10) 0.8688(7) 0.27374(13) 0.0610(11) Uani 1 1 d . . . . .
H6 H 0.2723 0.9683 0.2735 0.073 Uiso 1 1 calc R U . . .
C7 C 0.29560(11) 0.6897(8) 0.29823(14) 0.0640(12) Uani 1 1 d . . . . .
H7 H 0.2877 0.6651 0.3152 0.077 Uiso 1 1 calc R U . . .
C8 C 0.31615(10) 0.5451(7) 0.29822(13) 0.0618(11) Uani 1 1 d . . . . .
H8 H 0.3216 0.4198 0.3145 0.074 Uiso 1 1 calc R U . . .
C9 C 0.32894(10) 0.5799(7) 0.27487(13) 0.0574(10) Uani 1 1 d . . . . .
H9 H 0.3435 0.4806 0.2758 0.069 Uiso 1 1 calc R U . . .
C9A C 0.32035(10) 0.7587(7) 0.25044(13) 0.0562(10) Uani 1 1 d . . . . .
C9B C 0.33311(11) 0.8302(7) 0.22518(13) 0.0591(11) Uani 1 1 d . . . . .
C10 C 0.33347(11) 0.6503(7) 0.19696(14) 0.0626(11) Uani 1 1 d . . . . .
H10 H 0.3202 0.5316 0.1960 0.075 Uiso 1 1 calc R U . . .
C10A C 0.31280(12) 0.7203(7) 0.14590(14) 0.0633(11) Uani 1 1 d . . . . .
H10A H 0.2864 0.7104 0.1295 0.076 Uiso 1 1 calc R U . . .
C11 C 0.30379(14) 0.6884(9) 0.03983(17) 0.0795(15) Uani 1 1 d . . . . .
C12 C 0.28994(13) 0.8411(10) 0.00579(17) 0.0849(16) Uani 1 1 d . . . . .
H12 H 0.2850 0.9731 0.0107 0.102 Uiso 1 1 calc R U . . .
C13 C 0.28352(13) 0.7960(11) -0.03591(17) 0.0851(16) Uani 1 1 d . . . . .
H13 H 0.2747 0.8996 -0.0590 0.102 Uiso 1 1 calc R U . . .
C14 C 0.28977(15) 0.6058(12) -0.0435(2) 0.100(2) Uani 1 1 d . . . . .
H14 H 0.2846 0.5754 -0.0723 0.120 Uiso 1 1 calc R U . . .
C15 C 0.30364(18) 0.4567(12) -0.0094(2) 0.109(2) Uani 1 1 d . . . . .
H15 H 0.3081 0.3242 -0.0148 0.131 Uiso 1 1 calc R U . . .
C16 C 0.31120(17) 0.4982(11) 0.0329(2) 0.0997(19) Uani 1 1 d . . . . .
H16 H 0.3213 0.3960 0.0566 0.120 Uiso 1 1 calc R U . . .
C17 C 0.37158(12) 0.9241(8) 0.26390(16) 0.0801(15) Uani 1 1 d . . . . .
H17A H 0.3701 1.0351 0.2801 0.120 Uiso 1 1 calc R U . . .
H17B H 0.3806 0.9776 0.2489 0.120 Uiso 1 1 calc R U . . .
H17C H 0.3882 0.8188 0.2871 0.120 Uiso 1 1 calc R U . . .
C18 C 0.37092(15) 0.5842(10) 0.2207(2) 0.0907(16) Uani 1 1 d . . . . .
O4 O 0.48515(7) -0.2408(5) 0.55016(12) 0.0853(11) Uani 1 1 d . . . . .
O5 O 0.45229(8) -0.0235(7) 0.59029(11) 0.0975(12) Uani 1 1 d . . . . .
O6 O 0.40254(9) -0.2185(6) 0.54596(12) 0.0938(11) Uani 1 1 d . . . . .
H6O H 0.4133 -0.2777 0.5721 0.141 Uiso 1 1 d R U . . .
C19 C 0.48149(10) -0.0592(7) 0.54265(13) 0.0587(10) Uani 1 1 d . . . . .
N20 N 0.50876(7) 0.0801(5) 0.55884(11) 0.0536(8) Uani 1 1 d . . . . .
C21 C 0.49419(10) 0.2860(6) 0.54169(14) 0.0583(10) Uani 1 1 d . . . . .
H21A H 0.4918 0.3208 0.5140 0.070 Uiso 1 1 calc R U . . .
H21B H 0.5100 0.3884 0.5670 0.070 Uiso 1 1 calc R U . . .
C21A C 0.45743(10) 0.2747(6) 0.52786(14) 0.0586(10) Uani 1 1 d . . . . .
H21C H 0.4607 0.2944 0.5569 0.070 Uiso 1 1 calc R U . . .
C22 C 0.42686(11) 0.4088(7) 0.48884(14) 0.0636(11) Uani 1 1 d . . . . .
H22 H 0.4313 0.5328 0.4803 0.076 Uiso 1 1 calc R U . . .
C22A C 0.39384(10) 0.3456(7) 0.46729(14) 0.0623(11) Uani 1 1 d . . . . .
S23 S 0.35383(3) 0.46514(19) 0.41738(4) 0.0698(3) Uani 1 1 d . . . . .
C23A C 0.32765(10) 0.2512(7) 0.40397(13) 0.0588(11) Uani 1 1 d . . . . .
C24 C 0.29150(11) 0.2213(7) 0.36302(14) 0.0609(11) Uani 1 1 d . . . . .
H24 H 0.2788 0.3240 0.3392 0.073 Uiso 1 1 calc R U . . .
C25 C 0.27423(11) 0.0423(8) 0.35712(14) 0.0644(11) Uani 1 1 d . . . . .
H25 H 0.2496 0.0212 0.3292 0.077 Uiso 1 1 calc R U . . .
C26 C 0.29254(10) -0.1052(7) 0.39148(14) 0.0596(11) Uani 1 1 d . . . . .
H26 H 0.2805 -0.2291 0.3869 0.072 Uiso 1 1 calc R U . . .
C27 C 0.32898(10) -0.0763(7) 0.43356(13) 0.0590(11) Uani 1 1 d . . . . .
H27 H 0.3413 -0.1783 0.4575 0.071 Uiso 1 1 calc R U . . .
C27A C 0.34641(9) 0.0997(7) 0.43947(13) 0.0531(10) Uani 1 1 d . . . . .
C27B C 0.38457(10) 0.1643(7) 0.48317(13) 0.0571(10) Uani 1 1 d . . . . .
C28 C 0.41357(10) -0.0144(7) 0.50512(14) 0.0592(10) Uani 1 1 d . . . . .
H28 H 0.4019 -0.1307 0.4821 0.071 Uiso 1 1 calc R U . . .
C28A C 0.44622(9) 0.0575(6) 0.51131(13) 0.0516(9) Uani 1 1 d . . . . .
H28A H 0.4380 0.0537 0.4788 0.062 Uiso 1 1 calc R U . . .
C29 C 0.54600(9) 0.0323(7) 0.58267(12) 0.0514(9) Uani 1 1 d . . . . .
C30 C 0.56810(10) 0.1868(7) 0.58860(13) 0.0581(10) Uani 1 1 d . . . . .
H30 H 0.5588 0.3207 0.5775 0.070 Uiso 1 1 calc R U . . .
C31 C 0.60439(10) 0.1423(8) 0.61124(13) 0.0611(11) Uani 1 1 d . . . . .
H31 H 0.6197 0.2474 0.6155 0.073 Uiso 1 1 calc R U . . .
C32 C 0.61797(10) -0.0479(8) 0.62717(13) 0.0620(11) Uani 1 1 d . . . . .
H32 H 0.6425 -0.0762 0.6420 0.074 Uiso 1 1 calc R U . . .
C33 C 0.59619(10) -0.1999(7) 0.62182(14) 0.0617(11) Uani 1 1 d . . . . .
H33 H 0.6058 -0.3333 0.6331 0.074 Uiso 1 1 calc R U . . .
C34 C 0.56008(10) -0.1602(7) 0.59997(13) 0.0600(11) Uani 1 1 d . . . . .
H34 H 0.5453 -0.2651 0.5970 0.072 Uiso 1 1 calc R U . . .
C35 C 0.38250(12) 0.2505(9) 0.51982(16) 0.0785(14) Uani 1 1 d . . . . .
H36A H 0.3659 0.3674 0.5060 0.118 Uiso 1 1 calc R U . . .
H36B H 0.4068 0.2940 0.5484 0.118 Uiso 1 1 calc R U . . .
H36C H 0.3735 0.1446 0.5283 0.118 Uiso 1 1 calc R U . . .
C36 C 0.42469(13) -0.0877(9) 0.55095(17) 0.0780(14) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.222(6) . ?
O2 C18 1.271(7) . ?
O3 C18 1.290(7) . ?
O3 H3O 0.8498 . ?
C1 N2 1.374(6) . ?
C1 C10A 1.507(6) . ?
N2 C11 1.447(6) . ?
N2 C3 1.468(6) . ?
C3 C3A 1.542(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3A C4 1.487(7) . ?
C3A C10A 1.524(6) . ?
C3A H3C 1.0000 . ?
C4 C4A 1.330(6) . ?
C4 H4 0.9500 . ?
C4A C9B 1.528(6) . ?
C4A S5 1.762(5) . ?
S5 C5A 1.753(4) . ?
C5A C6 1.376(6) . ?
C5A C9A 1.413(6) . ?
C6 C7 1.372(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.382(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(6) . ?
C8 H8 0.9500 . ?
C9 C9A 1.372(6) . ?
C9 H9 0.9500 . ?
C9A C9B 1.511(6) . ?
C9B C17 1.556(6) . ?
C9B C10 1.592(6) . ?
C10 C18 1.477(7) . ?
C10 C10A 1.529(6) . ?
C10 H10 1.0000 . ?
C10A H10A 1.0000 . ?
C11 C16 1.371(8) . ?
C11 C12 1.396(8) . ?
C12 C13 1.406(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.359(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.380(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.396(8) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
O4 C19 1.210(5) . ?
O5 C36 1.243(6) . ?
O6 C36 1.295(6) . ?
O6 H6O 0.8400 . ?
C19 N20 1.383(5) . ?
C19 C28A 1.505(5) . ?
N20 C29 1.438(4) . ?
N20 C21 1.463(5) . ?
C21 C21A 1.509(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21A C28A 1.506(6) . ?
C21A C22 1.504(6) . ?
C21A H21C 1.0000 . ?
C22 C22A 1.308(6) . ?
C22 H22 0.9500 . ?
C22A C27B 1.527(6) . ?
C22A S23 1.763(4) . ?
S23 C23A 1.735(5) . ?
C23A C24 1.392(5) . ?
C23A C27A 1.410(6) . ?
C24 C25 1.376(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.369(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.410(5) . ?
C26 H26 0.9500 . ?
C27 C27A 1.364(6) . ?
C27 H27 0.9500 . ?
C27A C27B 1.520(5) . ?
C27B C35 1.548(6) . ?
C27B C28 1.588(6) . ?
C28 C36 1.497(6) . ?
C28 C28A 1.528(5) . ?
C28 H28 1.0000 . ?
C28A H28A 1.0000 . ?
C29 C34 1.378(6) . ?
C29 C30 1.389(6) . ?
C30 C31 1.402(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.353(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.374(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.396(5) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 H36A 0.9800 . ?
C35 H36B 0.9800 . ?
C35 H36C 0.9800 . ?

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
C18 O3 H3O 107.9 . . ?
O1 C1 N2 127.7(4) . . ?
O1 C1 C10A 126.0(4) . . ?
N2 C1 C10A 106.1(5) . . ?
C1 N2 C11 124.6(5) . . ?
C1 N2 C3 113.3(4) . . ?
C11 N2 C3 121.1(4) . . ?
N2 C3 C3A 102.3(4) . . ?
N2 C3 H3A 111.3 . . ?
C3A C3 H3A 111.3 . . ?
N2 C3 H3B 111.3 . . ?
C3A C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
C4 C3A C10A 107.1(4) . . ?
C4 C3A C3 119.8(4) . . ?
C10A C3A C3 101.7(4) . . ?
C4 C3A H3C 109.2 . . ?
C10A C3A H3C 109.2 . . ?
C3 C3A H3C 109.2 . . ?
C4A C4 C3A 116.6(5) . . ?
C4A C4 H4 121.7 . . ?
C3A C4 H4 121.7 . . ?
C4 C4A C9B 123.5(4) . . ?
C4 C4A S5 125.4(4) . . ?
C9B C4A S5 111.1(3) . . ?
C5A S5 C4A 91.9(2) . . ?
C6 C5A C9A 121.3(4) . . ?
C6 C5A S5 125.6(3) . . ?
C9A C5A S5 113.1(3) . . ?
C5A C6 C7 119.2(4) . . ?
C5A C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C6 C7 C8 120.1(4) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 121.1(4) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C9A C9 C8 119.6(4) . . ?
C9A C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C9A C5A 118.7(4) . . ?
C9 C9A C9B 127.7(4) . . ?
C5A C9A C9B 113.5(4) . . ?
C9A C9B C4A 105.5(3) . . ?
C9A C9B C17 106.5(3) . . ?
C4A C9B C17 106.2(4) . . ?
C9A C9B C10 112.0(4) . . ?
C4A C9B C10 113.9(3) . . ?
C17 C9B C10 112.1(3) . . ?
C18 C10 C10A 112.1(4) . . ?
C18 C10 C9B 111.7(4) . . ?
C10A C10 C9B 108.6(4) . . ?
C18 C10 H10 108.1 . . ?
C10A C10 H10 108.1 . . ?
C9B C10 H10 108.1 . . ?
C1 C10A C3A 104.6(4) . . ?
C1 C10A C10 119.8(4) . . ?
C3A C10A C10 114.7(4) . . ?
C1 C10A H10A 105.5 . . ?
C3A C10A H10A 105.5 . . ?
C10 C10A H10A 105.5 . . ?
C16 C11 C12 120.7(5) . . ?
C16 C11 N2 122.5(5) . . ?
C12 C11 N2 116.8(5) . . ?
C11 C12 C13 118.8(6) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
C14 C13 C12 120.6(6) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.8(5) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.9(7) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 119.1(7) . . ?
C11 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C9B C17 H17A 109.5 . . ?
C9B C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C9B C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 O3 122.2(5) . . ?
O2 C18 C10 121.1(6) . . ?
O3 C18 C10 116.7(5) . . ?
C36 O6 H6O 108.5 . . ?
O4 C19 N20 126.6(4) . . ?
O4 C19 C28A 126.9(4) . . ?
N20 C19 C28A 106.4(4) . . ?
C19 N20 C29 126.0(3) . . ?
C19 N20 C21 111.6(3) . . ?
C29 N20 C21 121.6(3) . . ?
N20 C21 C21A 103.3(3) . . ?
N20 C21 H21A 111.1 . . ?
C21A C21 H21A 111.1 . . ?
N20 C21 H21B 111.1 . . ?
C21A C21 H21B 111.1 . . ?
H21A C21 H21B 109.1 . . ?
C28A C21A C21 102.4(3) . . ?
C28A C21A C22 107.2(3) . . ?
C21 C21A C22 120.0(4) . . ?
C28A C21A H21C 108.9 . . ?
C21 C21A H21C 108.9 . . ?
C22 C21A H21C 108.9 . . ?
C22A C22 C21A 116.4(4) . . ?
C22A C22 H22 121.8 . . ?
C21A C22 H22 121.8 . . ?
C22 C22A C27B 124.7(4) . . ?
C22 C22A S23 124.6(4) . . ?
C27B C22A S23 110.6(3) . . ?
C23A S23 C22A 92.2(2) . . ?
C24 C23A C27A 120.2(4) . . ?
C24 C23A S23 126.2(3) . . ?
C27A C23A S23 113.6(3) . . ?
C25 C24 C23A 119.7(4) . . ?
C25 C24 H24 120.1 . . ?
C23A C24 H24 120.1 . . ?
C24 C25 C26 120.1(4) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 121.0(4) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
C27A C27 C26 119.3(4) . . ?
C27A C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C27 C27A C23A 119.7(4) . . ?
C27 C27A C27B 127.0(4) . . ?
C23A C27A C27B 113.1(4) . . ?
C27A C27B C22A 105.5(3) . . ?
C27A C27B C35 107.7(3) . . ?
C22A C27B C35 105.7(4) . . ?
C27A C27B C28 113.2(3) . . ?
C22A C27B C28 112.5(3) . . ?
C35 C27B C28 111.7(3) . . ?
C36 C28 C28A 111.9(3) . . ?
C36 C28 C27B 110.8(4) . . ?
C28A C28 C27B 109.7(3) . . ?
C36 C28 H28 108.1 . . ?
C28A C28 H28 108.1 . . ?
C27B C28 H28 108.1 . . ?
C19 C28A C21A 104.0(3) . . ?
C19 C28A C28 120.4(4) . . ?
C21A C28A C28 114.5(3) . . ?
C19 C28A H28A 105.6 . . ?
C21A C28A H28A 105.6 . . ?
C28 C28A H28A 105.6 . . ?
C34 C29 C30 119.9(3) . . ?
C34 C29 N20 121.8(4) . . ?
C30 C29 N20 118.3(4) . . ?
C29 C30 C31 119.0(4) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
C32 C31 C30 121.0(4) . . ?
C32 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C31 C32 C33 119.8(4) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C32 C33 C34 120.6(4) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C29 C34 C33 119.5(4) . . ?
C29 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C27B C35 H36A 109.5 . . ?
C27B C35 H36B 109.5 . . ?
H36A C35 H36B 109.5 . . ?
C27B C35 H36C 109.5 . . ?
H36A C35 H36C 109.5 . . ?
H36B C35 H36C 109.5 . . ?
O5 C36 O6 123.1(5) . . ?
O5 C36 C28 122.6(5) . . ?
O6 C36 C28 114.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 N2 C11 9.5(8) . . . . ?
C10A C1 N2 C11 -166.6(4) . . . . ?
O1 C1 N2 C3 178.1(5) . . . . ?
C10A C1 N2 C3 2.0(5) . . . . ?
C1 N2 C3 C3A 19.3(5) . . . . ?
C11 N2 C3 C3A -171.6(4) . . . . ?
N2 C3 C3A C4 -149.2(4) . . . . ?
N2 C3 C3A C10A -31.5(4) . . . . ?
C10A C3A C4 C4A 41.4(5) . . . . ?
C3 C3A C4 C4A 156.3(4) . . . . ?
C3A C4 C4A C9B 7.2(7) . . . . ?
C3A C4 C4A S5 -174.7(3) . . . . ?
C4 C4A S5 C5A 163.0(4) . . . . ?
C9B C4A S5 C5A -18.8(3) . . . . ?
C4A S5 C5A C6 -171.6(3) . . . . ?
C4A S5 C5A C9A 8.3(3) . . . . ?
C9A C5A C6 C7 -1.5(5) . . . . ?
S5 C5A C6 C7 178.4(3) . . . . ?
C5A C6 C7 C8 -0.4(6) . . . . ?
C6 C7 C8 C9 2.0(6) . . . . ?
C7 C8 C9 C9A -1.6(6) . . . . ?
C8 C9 C9A C5A -0.3(5) . . . . ?
C8 C9 C9A C9B 176.4(3) . . . . ?
C6 C5A C9A C9 1.8(5) . . . . ?
S5 C5A C9A C9 -178.1(3) . . . . ?
C6 C5A C9A C9B -175.3(3) . . . . ?
S5 C5A C9A C9B 4.8(4) . . . . ?
C9 C9A C9B C4A 165.4(4) . . . . ?
C5A C9A C9B C4A -17.7(4) . . . . ?
C9 C9A C9B C17 -81.9(5) . . . . ?
C5A C9A C9B C17 94.9(4) . . . . ?
C9 C9A C9B C10 41.0(5) . . . . ?
C5A C9A C9B C10 -142.1(3) . . . . ?
C4 C4A C9B C9A -158.3(4) . . . . ?
S5 C4A C9B C9A 23.4(4) . . . . ?
C4 C4A C9B C17 88.9(5) . . . . ?
S5 C4A C9B C17 -89.4(4) . . . . ?
C4 C4A C9B C10 -35.0(6) . . . . ?
S5 C4A C9B C10 146.7(3) . . . . ?
C9A C9B C10 C18 -107.0(5) . . . . ?
C4A C9B C10 C18 133.3(5) . . . . ?
C17 C9B C10 C18 12.6(6) . . . . ?
C9A C9B C10 C10A 128.8(4) . . . . ?
C4A C9B C10 C10A 9.2(5) . . . . ?
C17 C9B C10 C10A -111.5(4) . . . . ?
O1 C1 C10A C3A 160.9(5) . . . . ?
N2 C1 C10A C3A -22.9(5) . . . . ?
O1 C1 C10A C10 30.6(7) . . . . ?
N2 C1 C10A C10 -153.2(4) . . . . ?
C4 C3A C10A C1 160.0(4) . . . . ?
C3 C3A C10A C1 33.5(5) . . . . ?
C4 C3A C10A C10 -66.7(5) . . . . ?
C3 C3A C10A C10 166.8(4) . . . . ?
C18 C10 C10A C1 40.4(6) . . . . ?
C9B C10 C10A C1 164.3(4) . . . . ?
C18 C10 C10A C3A -85.2(5) . . . . ?
C9B C10 C10A C3A 38.7(5) . . . . ?
C1 N2 C11 C16 -13.9(7) . . . . ?
C3 N2 C11 C16 178.2(5) . . . . ?
C1 N2 C11 C12 166.8(4) . . . . ?
C3 N2 C11 C12 -1.0(6) . . . . ?
C16 C11 C12 C13 0.4(7) . . . . ?
N2 C11 C12 C13 179.6(4) . . . . ?
C11 C12 C13 C14 1.7(7) . . . . ?
C12 C13 C14 C15 -2.1(8) . . . . ?
C13 C14 C15 C16 0.4(9) . . . . ?
C12 C11 C16 C15 -2.0(8) . . . . ?
N2 C11 C16 C15 178.8(5) . . . . ?
C14 C15 C16 C11 1.6(9) . . . . ?
C10A C10 C18 O2 30.5(7) . . . . ?
C9B C10 C18 O2 -91.6(6) . . . . ?
C10A C10 C18 O3 -150.8(5) . . . . ?
C9B C10 C18 O3 87.0(6) . . . . ?
O4 C19 N20 C29 8.4(7) . . . . ?
C28A C19 N20 C29 -168.0(3) . . . . ?
O4 C19 N20 C21 178.4(4) . . . . ?
C28A C19 N20 C21 2.0(4) . . . . ?
C19 N20 C21 C21A 19.5(4) . . . . ?
C29 N20 C21 C21A -170.0(3) . . . . ?
N20 C21 C21A C28A -32.3(4) . . . . ?
N20 C21 C21A C22 -150.8(4) . . . . ?
C28A C21A C22 C22A 40.4(5) . . . . ?
C21 C21A C22 C22A 156.4(4) . . . . ?
C21A C22 C22A C27B 8.6(6) . . . . ?
C21A C22 C22A S23 -174.4(3) . . . . ?
C22 C22A S23 C23A 163.3(4) . . . . ?
C27B C22A S23 C23A -19.3(3) . . . . ?
C22A S23 C23A C24 -171.3(4) . . . . ?
C22A S23 C23A C27A 8.9(3) . . . . ?
C27A C23A C24 C25 -0.6(6) . . . . ?
S23 C23A C24 C25 179.6(3) . . . . ?
C23A C24 C25 C26 0.2(6) . . . . ?
C24 C25 C26 C27 0.9(6) . . . . ?
C25 C26 C27 C27A -1.6(6) . . . . ?
C26 C27 C27A C23A 1.1(6) . . . . ?
C26 C27 C27A C27B 176.0(3) . . . . ?
C24 C23A C27A C27 -0.1(6) . . . . ?
S23 C23A C27A C27 179.7(3) . . . . ?
C24 C23A C27A C27B -175.6(3) . . . . ?
S23 C23A C27A C27B 4.1(4) . . . . ?
C27 C27A C27B C22A 167.3(4) . . . . ?
C23A C27A C27B C22A -17.5(4) . . . . ?
C27 C27A C27B C35 -80.2(5) . . . . ?
C23A C27A C27B C35 95.0(4) . . . . ?
C27 C27A C27B C28 43.8(5) . . . . ?
C23A C27A C27B C28 -141.0(3) . . . . ?
C22 C22A C27B C27A -159.0(4) . . . . ?
S23 C22A C27B C27A 23.6(4) . . . . ?
C22 C22A C27B C35 87.1(5) . . . . ?
S23 C22A C27B C35 -90.4(3) . . . . ?
C22 C22A C27B C28 -35.1(6) . . . . ?
S23 C22A C27B C28 147.5(3) . . . . ?
C27A C27B C28 C36 -107.9(4) . . . . ?
C22A C27B C28 C36 132.6(4) . . . . ?
C35 C27B C28 C36 13.9(5) . . . . ?
C27A C27B C28 C28A 128.1(4) . . . . ?
C22A C27B C28 C28A 8.6(4) . . . . ?
C35 C27B C28 C28A -110.1(4) . . . . ?
O4 C19 C28A C21A 160.8(5) . . . . ?
N20 C19 C28A C21A -22.8(4) . . . . ?
O4 C19 C28A C28 30.9(7) . . . . ?
N20 C19 C28A C28 -152.7(4) . . . . ?
C21 C21A C28A C19 33.8(4) . . . . ?
C22 C21A C28A C19 161.0(3) . . . . ?
C21 C21A C28A C28 167.2(3) . . . . ?
C22 C21A C28A C28 -65.7(4) . . . . ?
C36 C28 C28A C19 40.6(5) . . . . ?
C27B C28 C28A C19 164.0(3) . . . . ?
C36 C28 C28A C21A -84.5(5) . . . . ?
C27B C28 C28A C21A 38.8(4) . . . . ?
C19 N20 C29 C34 -12.6(6) . . . . ?
C21 N20 C29 C34 178.3(4) . . . . ?
C19 N20 C29 C30 168.2(4) . . . . ?
C21 N20 C29 C30 -0.9(5) . . . . ?
C34 C29 C30 C31 1.6(6) . . . . ?
N20 C29 C30 C31 -179.2(3) . . . . ?
C29 C30 C31 C32 0.1(6) . . . . ?
C30 C31 C32 C33 -0.9(6) . . . . ?
C31 C32 C33 C34 0.1(6) . . . . ?
C30 C29 C34 C33 -2.4(6) . . . . ?
N20 C29 C34 C33 178.5(4) . . . . ?
C32 C33 C34 C29 1.5(6) . . . . ?
C28A C28 C36 O5 27.5(7) . . . . ?
C27B C28 C36 O5 -95.3(5) . . . . ?
C28A C28 C36 O6 -154.5(4) . . . . ?
C27B C28 C36 O6 82.8(5) . . . . ?

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.042 0.250 554 189 ' '
2 1.000 0.542 0.250 554 189 ' '
3 0.500 0.941 0.750 554 189 ' '
4 1.000 0.441 0.750 554 189 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.067

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_30a
_database_code_depnum_ccdc_archive 'CCDC 2303416'
loop_
_audit_author_name
_audit_author_address
'Victor Khrustalev'
;Peoples Friendship University of Russia (RUDN University, Moscow)
Russia
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H19 N O3 S'
_chemical_formula_sum            'C20 H19 N O3 S'
_chemical_formula_weight         353.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0050 0.0020 '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 0.0090 0.0040 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0150 0.0080 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1500 0.1580 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+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                   46.828(9)
_cell_length_b                   15.239(3)
_cell_length_c                   14.999(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.54(3)
_cell_angle_gamma                90
_cell_volume                     10261(4)
_cell_formula_units_Z            24
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    600
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      30.0

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             4464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.283
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'Scala (Evans, 2006)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.80246
_diffrn_radiation_type           synchrotron
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rayonix SX165 CCD'
_diffrn_measurement_method       '/f scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41360
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_limit_h_min       -59
_diffrn_reflns_limit_h_max       59
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.049
_diffrn_reflns_theta_max         30.947
_diffrn_reflns_theta_full        28.782
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             11127
_reflns_number_gt                8375
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Marccd (Doyle, 2011)'
_computing_cell_refinement       'iMosflm (Battye et al., 2011)'
_computing_data_reduction        iMosflm
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2015)'
_computing_publication_material  SHELXTL

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.08P)²+60P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00155(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         11127
_refine_ls_number_parameters     686
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0896
_refine_ls_wR_factor_ref         0.2142
_refine_ls_wR_factor_gt          0.1986
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.55284(6) 0.68167(17) 0.59347(18) 0.0299(6) Uani 1 1 d . . . . .
O2 O 0.61373(7) 0.78868(19) 0.6605(2) 0.0393(7) Uani 1 1 d . . . . .
O3 O 0.61623(6) 0.70343(19) 0.53980(19) 0.0348(6) Uani 1 1 d . . . . .
H3 H 0.6149(11) 0.752(4) 0.508(4) 0.052 Uiso 1 1 d . U . . .
C1 C 0.61315(10) 0.3847(3) 0.8082(3) 0.0384(9) Uani 1 1 d . . . . .
H1A H 0.5993 0.3638 0.8427 0.046 Uiso 1 1 calc R U . . .
H1B H 0.6338 0.3796 0.8488 0.046 Uiso 1 1 calc R U . . .
C2 C 0.60905(11) 0.3323(3) 0.7182(3) 0.0411(10) Uani 1 1 d . . . . .
H2A H 0.5906 0.2967 0.7044 0.049 Uiso 1 1 calc R U . . .
H2B H 0.6262 0.2927 0.7234 0.049 Uiso 1 1 calc R U . . .
C3 C 0.60700(9) 0.4015(3) 0.6417(3) 0.0334(8) Uani 1 1 d . . . . .
H3A H 0.6271 0.4197 0.6393 0.040 Uiso 1 1 calc R U . . .
H3B H 0.5956 0.3788 0.5799 0.040 Uiso 1 1 calc R U . . .
C3A C 0.59055(8) 0.4779(2) 0.6721(2) 0.0263(7) Uani 1 1 d . . . . .
C4 C 0.55669(8) 0.4571(2) 0.6525(3) 0.0292(8) Uani 1 1 d . . . . .
H4A H 0.5497 0.4180 0.5980 0.035 Uiso 1 1 calc R U . . .
H4B H 0.5527 0.4286 0.7071 0.035 Uiso 1 1 calc R U . . .
N5 N 0.54186(6) 0.54277(19) 0.6342(2) 0.0237(6) Uani 1 1 d . . . . .
C6 C 0.56006(8) 0.6049(2) 0.6148(2) 0.0240(7) Uani 1 1 d . . . . .
C6A C 0.59072(8) 0.5670(2) 0.6246(2) 0.0237(7) Uani 1 1 d . . . . .
H6A H 0.5929 0.5567 0.5610 0.028 Uiso 1 1 calc R U . . .
C7 C 0.61546(8) 0.6301(2) 0.6773(2) 0.0265(7) Uani 1 1 d . . . . .
H7 H 0.6349 0.6013 0.6806 0.032 Uiso 1 1 calc R U . . .
C7A C 0.61424(8) 0.6421(3) 0.7780(2) 0.0281(8) Uani 1 1 d . . . . .
H7A H 0.5948 0.6694 0.7775 0.034 Uiso 1 1 calc R U . . .
C8 C 0.63934(9) 0.6938(3) 0.8423(3) 0.0363(9) Uani 1 1 d . . . . .
H8 H 0.6457 0.7490 0.8256 0.044 Uiso 1 1 calc R U . . .
C9 C 0.65194(9) 0.6558(3) 0.9246(3) 0.0405(10) Uani 1 1 d . . . . .
H9A H 0.6671 0.6838 0.9719 0.049 Uiso 1 1 calc R U . . .
S10 S 0.63853(2) 0.55131(8) 0.93895(6) 0.0384(3) Uani 1 1 d . . . . .
C10A C 0.61644(8) 0.5519(3) 0.8219(2) 0.0300(8) Uani 1 1 d . . . . .
C10B C 0.60610(8) 0.4785(3) 0.7755(2) 0.0287(8) Uani 1 1 d . . . . .
C11 C 0.51090(8) 0.5524(2) 0.6248(2) 0.0244(7) Uani 1 1 d . . . . .
C12 C 0.49774(9) 0.6350(3) 0.6225(3) 0.0334(9) Uani 1 1 d . . . . .
H12 H 0.5096 0.6864 0.6280 0.040 Uiso 1 1 calc R U . . .
C13 C 0.46730(9) 0.6422(3) 0.6120(3) 0.0362(9) Uani 1 1 d . . . . .
H13 H 0.4585 0.6986 0.6100 0.043 Uiso 1 1 calc R U . . .
C14 C 0.44968(9) 0.5681(3) 0.6046(3) 0.0341(9) Uani 1 1 d . . . . .
H14 H 0.4289 0.5734 0.5973 0.041 Uiso 1 1 calc R U . . .
C15 C 0.46266(8) 0.4860(3) 0.6080(3) 0.0324(8) Uani 1 1 d . . . . .
H15 H 0.4508 0.4348 0.6037 0.039 Uiso 1 1 calc R U . . .
C16 C 0.49308(8) 0.4780(3) 0.6178(2) 0.0294(8) Uani 1 1 d . . . . .
H16 H 0.5017 0.4214 0.6197 0.035 Uiso 1 1 calc R U . . .
C17 C 0.61486(8) 0.7167(3) 0.6267(3) 0.0307(8) Uani 1 1 d . . . . .
O4 O 0.61309(6) 0.84047(18) 0.42171(18) 0.0312(6) Uani 1 1 d . . . . .
O5 O 0.55444(7) 0.71518(18) 0.3699(2) 0.0382(7) Uani 1 1 d . . . . .
O6 O 0.55508(6) 0.81249(18) 0.48266(18) 0.0309(6) Uani 1 1 d . . . . .
H6 H 0.5566(10) 0.761(3) 0.517(3) 0.046 Uiso 1 1 d . U . . .
C18 C 0.54223(10) 1.0984(3) 0.1688(3) 0.0372(9) Uani 1 1 d . . . . .
H18A H 0.5216 1.0946 0.1277 0.045 Uiso 1 1 calc R U . . .
H18B H 0.5554 1.1185 0.1316 0.045 Uiso 1 1 calc R U . . .
C19 C 0.54407(10) 1.1614(3) 0.2509(3) 0.0368(9) Uani 1 1 d . . . . .
H19A H 0.5608 1.2030 0.2586 0.044 Uiso 1 1 calc R U . . .
H19B H 0.5253 1.1951 0.2406 0.044 Uiso 1 1 calc R U . . .
C20 C 0.54908(9) 1.1019(3) 0.3370(3) 0.0332(8) Uani 1 1 d . . . . .
H20A H 0.5599 1.1335 0.3944 0.040 Uiso 1 1 calc R U . . .
H20B H 0.5299 1.0799 0.3439 0.040 Uiso 1 1 calc R U . . .
C20A C 0.56795(8) 1.0267(2) 0.3159(2) 0.0263(7) Uani 1 1 d . . . . .
C21 C 0.60063(8) 1.0559(2) 0.3304(3) 0.0296(8) Uani 1 1 d . . . . .
H21A H 0.6034 1.0812 0.2726 0.036 Uiso 1 1 calc R U . . .
H21B H 0.6066 1.1000 0.3808 0.036 Uiso 1 1 calc R U . . .
N22 N 0.61793(7) 0.9747(2) 0.3559(2) 0.0269(6) Uani 1 1 d . . . . .
C23 C 0.60285(8) 0.9121(2) 0.3889(2) 0.0255(7) Uani 1 1 d . . . . .
C23A C 0.57104(8) 0.9431(2) 0.3762(2) 0.0255(7) Uani 1 1 d . . . . .
H23A H 0.5685 0.9589 0.4382 0.031 Uiso 1 1 calc R U . . .
C24 C 0.54896(8) 0.8696(2) 0.3326(2) 0.0257(7) Uani 1 1 d . . . . .
H24 H 0.5284 0.8925 0.3256 0.031 Uiso 1 1 calc R U . . .
C24A C 0.55127(8) 0.8478(3) 0.2351(3) 0.0292(8) Uani 1 1 d . . . . .
H24A H 0.5721 0.8290 0.2404 0.035 Uiso 1 1 calc R U . . .
C25 C 0.53012(9) 0.7799(3) 0.1791(3) 0.0366(9) Uani 1 1 d . . . . .
H25 H 0.5269 0.7248 0.2041 0.044 Uiso 1 1 calc R U . . .
C26 C 0.51647(9) 0.8034(3) 0.0922(3) 0.0391(10) Uani 1 1 d . . . . .
H26 H 0.5039 0.7644 0.0490 0.047 Uiso 1 1 calc R U . . .
S27 S 0.52324(2) 0.91125(8) 0.06258(7) 0.0396(3) Uani 1 1 d . . . . .
C27A C 0.54491(8) 0.9318(3) 0.1783(2) 0.0299(8) Uani 1 1 d . . . . .
C27B C 0.55243(8) 1.0112(3) 0.2137(3) 0.0298(8) Uani 1 1 d . . . . .
C28 C 0.64785(8) 0.9680(3) 0.3527(2) 0.0279(8) Uani 1 1 d . . . . .
C29 C 0.65883(9) 0.8878(3) 0.3337(3) 0.0337(9) Uani 1 1 d . . . . .
H29 H 0.6468 0.8366 0.3261 0.040 Uiso 1 1 calc R U . . .
C30 C 0.68760(9) 0.8833(3) 0.3259(3) 0.0406(10) Uani 1 1 d . . . . .
H30 H 0.6951 0.8286 0.3118 0.049 Uiso 1 1 calc R U . . .
C31 C 0.70571(9) 0.9572(3) 0.3383(3) 0.0403(10) Uani 1 1 d . . . . .
H31 H 0.7256 0.9529 0.3343 0.048 Uiso 1 1 calc R U . . .
C32 C 0.69460(9) 1.0367(3) 0.3563(3) 0.0374(9) Uani 1 1 d . . . . .
H32 H 0.7067 1.0878 0.3638 0.045 Uiso 1 1 calc R U . . .
C33 C 0.66565(9) 1.0425(3) 0.3636(3) 0.0314(8) Uani 1 1 d . . . . .
H33 H 0.6580 1.0975 0.3759 0.038 Uiso 1 1 calc R U . . .
C34 C 0.55340(8) 0.7900(3) 0.3957(3) 0.0290(8) Uani 1 1 d . . . . .
O7 O 0.78360(6) 0.67568(17) 0.92191(18) 0.0301(6) Uani 1 1 d . . . . .
O8 O 0.71513(6) 0.75084(19) 0.85673(19) 0.0372(7) Uani 1 1 d . . . . .
O9 O 0.72571(6) 0.67883(18) 0.99222(18) 0.0311(6) Uani 1 1 d . . . . .
H9 H 0.7230(10) 0.739(3) 1.015(3) 0.047 Uiso 1 1 d . U . . .
C35 C 0.73757(10) 0.3425(3) 0.7584(3) 0.0408(10) Uani 1 1 d . . . . .
H35A H 0.7503 0.3244 0.7191 0.049 Uiso 1 1 calc R U . . .
H35B H 0.7167 0.3259 0.7267 0.049 Uiso 1 1 calc R U . . .
C36 C 0.74825(11) 0.2997(3) 0.8557(3) 0.0443(11) Uani 1 1 d . . . . .
H36A H 0.7351 0.2504 0.8612 0.053 Uiso 1 1 calc R U . . .
H36B H 0.7689 0.2775 0.8680 0.053 Uiso 1 1 calc R U . . .
C37 C 0.74670(10) 0.3742(3) 0.9237(3) 0.0393(10) Uani 1 1 d . . . . .
H37A H 0.7261 0.3827 0.9276 0.047 Uiso 1 1 calc R U . . .
H37B H 0.7601 0.3628 0.9867 0.047 Uiso 1 1 calc R U . . .
C37A C 0.75722(9) 0.4534(3) 0.8785(3) 0.0324(8) Uani 1 1 d . . . . .
C38 C 0.79129(9) 0.4482(3) 0.8923(3) 0.0325(8) Uani 1 1 d . . . . .
H38A H 0.8012 0.4154 0.9497 0.039 Uiso 1 1 calc R U . . .
H38B H 0.7955 0.4185 0.8387 0.039 Uiso 1 1 calc R U . . .
N39 N 0.80158(7) 0.5392(2) 0.8991(2) 0.0279(7) Uani 1 1 d . . . . .
C40 C 0.78062(8) 0.5956(2) 0.9128(2) 0.0277(8) Uani 1 1 d . . . . .
C40A C 0.75295(8) 0.5459(3) 0.9148(3) 0.0291(8) Uani 1 1 d . . . . .
H40A H 0.7525 0.5407 0.9808 0.035 Uiso 1 1 calc R U . . .
C41 C 0.72464(9) 0.5944(3) 0.8590(3) 0.0310(8) Uani 1 1 d . . . . .
H41 H 0.7072 0.5582 0.8630 0.037 Uiso 1 1 calc R U . . .
C41A C 0.72369(9) 0.5986(3) 0.7554(3) 0.0319(8) Uani 1 1 d . . . . .
H41A H 0.7415 0.6319 0.7500 0.038 Uiso 1 1 calc R U . . .
C42 C 0.69668(9) 0.6371(3) 0.6891(3) 0.0355(9) Uani 1 1 d . . . . .
H42 H 0.6881 0.6907 0.7011 0.043 Uiso 1 1 calc R U . . .
C43 C 0.68523(9) 0.5900(3) 0.6103(3) 0.0398(10) Uani 1 1 d . . . . .
H43 H 0.6689 0.6099 0.5609 0.048 Uiso 1 1 calc R U . . .
S44 S 0.70312(2) 0.48926(8) 0.60752(7) 0.0395(3) Uani 1 1 d . . . . .
C44A C 0.72587(9) 0.5043(3) 0.7231(3) 0.0330(9) Uani 1 1 d . . . . .
C44B C 0.74017(9) 0.4399(3) 0.7775(3) 0.0336(9) Uani 1 1 d . . . . .
C45 C 0.83179(8) 0.5587(2) 0.9039(2) 0.0273(7) Uani 1 1 d . . . . .
C46 C 0.84304(9) 0.6442(3) 0.9186(3) 0.0345(9) Uani 1 1 d . . . . .
H46 H 0.8304 0.6913 0.9245 0.041 Uiso 1 1 calc R U . . .
C47 C 0.87295(9) 0.6602(3) 0.9245(3) 0.0376(9) Uani 1 1 d . . . . .
H47 H 0.8806 0.7181 0.9360 0.045 Uiso 1 1 calc R U . . .
C48 C 0.89156(9) 0.5923(3) 0.9138(3) 0.0361(9) Uani 1 1 d . . . . .
H48 H 0.9118 0.6036 0.9168 0.043 Uiso 1 1 calc R U . . .
C49 C 0.88022(9) 0.5086(3) 0.8987(3) 0.0351(9) Uani 1 1 d . . . . .
H49 H 0.8928 0.4621 0.8909 0.042 Uiso 1 1 calc R U . . .
C50 C 0.85084(9) 0.4904(3) 0.8946(2) 0.0311(8) Uani 1 1 d . . . . .
H50 H 0.8436 0.4318 0.8856 0.037 Uiso 1 1 calc R U . . .
C51 C 0.72150(8) 0.6838(3) 0.9004(2) 0.0298(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.235(4) . ?
O2 C17 1.215(5) . ?
O3 C17 1.339(5) . ?
O3 H3 0.87(5) . ?
C1 C10B 1.517(5) . ?
C1 C2 1.532(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.541(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C3A 1.535(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3A C10B 1.514(5) . ?
C3A C6A 1.534(5) . ?
C3A C4 1.560(5) . ?
C4 N5 1.467(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
N5 C6 1.359(4) . ?
N5 C11 1.424(4) . ?
C6 C6A 1.516(5) . ?
C6A C7 1.540(5) . ?
C6A H6A 1.0000 . ?
C7 C17 1.519(5) . ?
C7 C7A 1.538(5) . ?
C7 H7 1.0000 . ?
C7A C8 1.512(5) . ?
C7A C10A 1.515(5) . ?
C7A H7A 1.0000 . ?
C8 C9 1.338(6) . ?
C8 H8 0.9500 . ?
C9 S10 1.748(5) . ?
C9 H9A 0.9500 . ?
S10 C10A 1.766(4) . ?
C10A C10B 1.334(6) . ?
C11 C16 1.394(5) . ?
C11 C12 1.398(5) . ?
C12 C13 1.393(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
O4 C23 1.237(4) . ?
O5 C34 1.210(5) . ?
O6 C34 1.330(4) . ?
O6 H6 0.94(5) . ?
C18 C27B 1.505(5) . ?
C18 C19 1.544(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.540(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C20A 1.534(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20A C27B 1.517(5) . ?
C20A C23A 1.547(5) . ?
C20A C21 1.548(5) . ?
C21 N22 1.470(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
N22 C23 1.361(4) . ?
N22 C28 1.419(5) . ?
C23 C23A 1.522(5) . ?
C23A C24 1.537(5) . ?
C23A H23A 1.0000 . ?
C24 C34 1.516(5) . ?
C24 C24A 1.533(5) . ?
C24 H24 1.0000 . ?
C24A C25 1.512(5) . ?
C24A C27A 1.519(5) . ?
C24A H24A 1.0000 . ?
C25 C26 1.326(6) . ?
C25 H25 0.9500 . ?
C26 S27 1.756(5) . ?
C26 H26 0.9500 . ?
S27 C27A 1.772(4) . ?
C27A C27B 1.327(6) . ?
C28 C29 1.387(5) . ?
C28 C33 1.390(5) . ?
C29 C30 1.387(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.391(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.376(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.393(5) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
O7 C40 1.232(4) . ?
O8 C51 1.204(5) . ?
O9 C51 1.337(4) . ?
O9 H9 0.99(5) . ?
C35 C44B 1.510(6) . ?
C35 C36 1.546(6) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.541(6) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C37A 1.532(6) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37A C44B 1.512(5) . ?
C37A C40A 1.544(5) . ?
C37A C38 1.552(5) . ?
C38 N39 1.462(5) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
N39 C40 1.363(5) . ?
N39 C45 1.427(5) . ?
C40 C40A 1.508(5) . ?
C40A C41 1.540(5) . ?
C40A H40A 1.0000 . ?
C41 C51 1.522(5) . ?
C41 C41A 1.544(5) . ?
C41 H41 1.0000 . ?
C41A C42 1.488(5) . ?
C41A C44A 1.529(6) . ?
C41A H41A 1.0000 . ?
C42 C43 1.356(6) . ?
C42 H42 0.9500 . ?
C43 S44 1.755(5) . ?
C43 H43 0.9500 . ?
S44 C44A 1.772(4) . ?
C44A C44B 1.330(6) . ?
C45 C46 1.400(6) . ?
C45 C50 1.403(5) . ?
C46 C47 1.399(5) . ?
C46 H46 0.9500 . ?
C47 C48 1.391(6) . ?
C47 H47 0.9500 . ?
C48 C49 1.376(6) . ?
C48 H48 0.9500 . ?
C49 C50 1.388(6) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 O3 H3 113(3) . . ?
C10B C1 C2 104.2(3) . . ?
C10B C1 H1A 110.9 . . ?
C2 C1 H1A 110.9 . . ?
C10B C1 H1B 110.9 . . ?
C2 C1 H1B 110.9 . . ?
H1A C1 H1B 108.9 . . ?
C1 C2 C3 105.4(3) . . ?
C1 C2 H2A 110.7 . . ?
C3 C2 H2A 110.7 . . ?
C1 C2 H2B 110.7 . . ?
C3 C2 H2B 110.7 . . ?
H2A C2 H2B 108.8 . . ?
C3A C3 C2 103.2(3) . . ?
C3A C3 H3A 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C3A C3 H3B 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
C10B C3A C3 100.0(3) . . ?
C10B C3A C6A 113.9(3) . . ?
C3 C3A C6A 117.6(3) . . ?
C10B C3A C4 111.1(3) . . ?
C3 C3A C4 111.1(3) . . ?
C6A C3A C4 103.4(3) . . ?
N5 C4 C3A 104.9(3) . . ?
N5 C4 H4A 110.8 . . ?
C3A C4 H4A 110.8 . . ?
N5 C4 H4B 110.8 . . ?
C3A C4 H4B 110.8 . . ?
H4A C4 H4B 108.8 . . ?
C6 N5 C11 126.2(3) . . ?
C6 N5 C4 111.5(3) . . ?
C11 N5 C4 121.6(3) . . ?
O1 C6 N5 125.0(3) . . ?
O1 C6 C6A 124.6(3) . . ?
N5 C6 C6A 110.4(3) . . ?
C6 C6A C3A 104.6(3) . . ?
C6 C6A C7 111.4(3) . . ?
C3A C6A C7 114.6(3) . . ?
C6 C6A H6A 108.7 . . ?
C3A C6A H6A 108.7 . . ?
C7 C6A H6A 108.7 . . ?
C17 C7 C7A 112.7(3) . . ?
C17 C7 C6A 112.5(3) . . ?
C7A C7 C6A 110.2(3) . . ?
C17 C7 H7 107.0 . . ?
C7A C7 H7 107.0 . . ?
C6A C7 H7 107.0 . . ?
C8 C7A C10A 104.5(3) . . ?
C8 C7A C7 116.6(3) . . ?
C10A C7A C7 107.5(3) . . ?
C8 C7A H7A 109.3 . . ?
C10A C7A H7A 109.3 . . ?
C7 C7A H7A 109.3 . . ?
C9 C8 C7A 115.0(4) . . ?
C9 C8 H8 122.5 . . ?
C7A C8 H8 122.5 . . ?
C8 C9 S10 115.3(3) . . ?
C8 C9 H9A 122.3 . . ?
S10 C9 H9A 122.3 . . ?
C9 S10 C10A 90.10(19) . . ?
C10B C10A C7A 124.4(3) . . ?
C10B C10A S10 122.5(3) . . ?
C7A C10A S10 112.6(3) . . ?
C10A C10B C3A 122.5(3) . . ?
C10A C10B C1 127.5(4) . . ?
C3A C10B C1 108.8(3) . . ?
C16 C11 C12 118.7(3) . . ?
C16 C11 N5 119.7(3) . . ?
C12 C11 N5 121.6(3) . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 120.8(4) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 119.2(4) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C14 C15 C16 120.5(4) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 120.6(4) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
O2 C17 O3 124.2(4) . . ?
O2 C17 C7 124.9(3) . . ?
O3 C17 C7 110.8(3) . . ?
C34 O6 H6 107(3) . . ?
C27B C18 C19 104.7(3) . . ?
C27B C18 H18A 110.8 . . ?
C19 C18 H18A 110.8 . . ?
C27B C18 H18B 110.8 . . ?
C19 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?
C20 C19 C18 105.3(3) . . ?
C20 C19 H19A 110.7 . . ?
C18 C19 H19A 110.7 . . ?
C20 C19 H19B 110.7 . . ?
C18 C19 H19B 110.7 . . ?
H19A C19 H19B 108.8 . . ?
C20A C20 C19 103.0(3) . . ?
C20A C20 H20A 111.2 . . ?
C19 C20 H20A 111.2 . . ?
C20A C20 H20B 111.2 . . ?
C19 C20 H20B 111.2 . . ?
H20A C20 H20B 109.1 . . ?
C27B C20A C20 100.8(3) . . ?
C27B C20A C23A 113.6(3) . . ?
C20 C20A C23A 117.2(3) . . ?
C27B C20A C21 111.0(3) . . ?
C20 C20A C21 111.1(3) . . ?
C23A C20A C21 103.3(3) . . ?
N22 C21 C20A 104.1(3) . . ?
N22 C21 H21A 110.9 . . ?
C20A C21 H21A 110.9 . . ?
N22 C21 H21B 110.9 . . ?
C20A C21 H21B 110.9 . . ?
H21A C21 H21B 108.9 . . ?
C23 N22 C28 125.5(3) . . ?
C23 N22 C21 112.4(3) . . ?
C28 N22 C21 121.9(3) . . ?
O4 C23 N22 125.5(3) . . ?
O4 C23 C23A 125.3(3) . . ?
N22 C23 C23A 109.1(3) . . ?
C23 C23A C24 110.1(3) . . ?
C23 C23A C20A 104.7(3) . . ?
C24 C23A C20A 114.3(3) . . ?
C23 C23A H23A 109.2 . . ?
C24 C23A H23A 109.2 . . ?
C20A C23A H23A 109.2 . . ?
C34 C24 C24A 112.8(3) . . ?
C34 C24 C23A 111.2(3) . . ?
C24A C24 C23A 110.0(3) . . ?
C34 C24 H24 107.6 . . ?
C24A C24 H24 107.6 . . ?
C23A C24 H24 107.6 . . ?
C25 C24A C27A 105.8(3) . . ?
C25 C24A C24 117.8(3) . . ?
C27A C24A C24 107.2(3) . . ?
C25 C24A H24A 108.6 . . ?
C27A C24A H24A 108.6 . . ?
C24 C24A H24A 108.6 . . ?
C26 C25 C24A 114.7(4) . . ?
C26 C25 H25 122.7 . . ?
C24A C25 H25 122.7 . . ?
C25 C26 S27 115.5(3) . . ?
C25 C26 H26 122.3 . . ?
S27 C26 H26 122.3 . . ?
C26 S27 C27A 90.68(19) . . ?
C27B C27A C24A 123.8(3) . . ?
C27B C27A S27 124.4(3) . . ?
C24A C27A S27 111.5(3) . . ?
C27A C27B C18 127.7(4) . . ?
C27A C27B C20A 122.8(3) . . ?
C18 C27B C20A 108.3(3) . . ?
C29 C28 C33 119.9(4) . . ?
C29 C28 N22 119.8(3) . . ?
C33 C28 N22 120.2(4) . . ?
C30 C29 C28 119.1(4) . . ?
C30 C29 H29 120.4 . . ?
C28 C29 H29 120.4 . . ?
C29 C30 C31 121.2(4) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C32 C31 C30 119.3(4) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
C31 C32 C33 120.1(4) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C28 C33 C32 120.3(4) . . ?
C28 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
O5 C34 O6 124.0(4) . . ?
O5 C34 C24 124.5(3) . . ?
O6 C34 C24 111.4(3) . . ?
C51 O9 H9 108(3) . . ?
C44B C35 C36 104.4(3) . . ?
C44B C35 H35A 110.9 . . ?
C36 C35 H35A 110.9 . . ?
C44B C35 H35B 110.9 . . ?
C36 C35 H35B 110.9 . . ?
H35A C35 H35B 108.9 . . ?
C37 C36 C35 104.5(3) . . ?
C37 C36 H36A 110.9 . . ?
C35 C36 H36A 110.9 . . ?
C37 C36 H36B 110.9 . . ?
C35 C36 H36B 110.9 . . ?
H36A C36 H36B 108.9 . . ?
C37A C37 C36 101.9(3) . . ?
C37A C37 H37A 111.4 . . ?
C36 C37 H37A 111.4 . . ?
C37A C37 H37B 111.4 . . ?
C36 C37 H37B 111.4 . . ?
H37A C37 H37B 109.2 . . ?
C44B C37A C37 101.0(3) . . ?
C44B C37A C40A 113.1(3) . . ?
C37 C37A C40A 118.2(3) . . ?
C44B C37A C38 110.8(3) . . ?
C37 C37A C38 110.4(3) . . ?
C40A C37A C38 103.4(3) . . ?
N39 C38 C37A 105.5(3) . . ?
N39 C38 H38A 110.7 . . ?
C37A C38 H38A 110.7 . . ?
N39 C38 H38B 110.7 . . ?
C37A C38 H38B 110.7 . . ?
H38A C38 H38B 108.8 . . ?
C40 N39 C45 127.4(3) . . ?
C40 N39 C38 111.8(3) . . ?
C45 N39 C38 120.2(3) . . ?
O7 C40 N39 125.3(3) . . ?
O7 C40 C40A 124.5(3) . . ?
N39 C40 C40A 110.2(3) . . ?
C40 C40A C41 111.1(3) . . ?
C40 C40A C37A 104.7(3) . . ?
C41 C40A C37A 115.1(3) . . ?
C40 C40A H40A 108.6 . . ?
C41 C40A H40A 108.6 . . ?
C37A C40A H40A 108.6 . . ?
C51 C41 C40A 112.1(3) . . ?
C51 C41 C41A 113.2(3) . . ?
C40A C41 C41A 109.9(3) . . ?
C51 C41 H41 107.1 . . ?
C40A C41 H41 107.1 . . ?
C41A C41 H41 107.1 . . ?
C42 C41A C44A 106.2(3) . . ?
C42 C41A C41 117.7(3) . . ?
C44A C41A C41 107.1(3) . . ?
C42 C41A H41A 108.5 . . ?
C44A C41A H41A 108.5 . . ?
C41 C41A H41A 108.5 . . ?
C43 C42 C41A 115.1(4) . . ?
C43 C42 H42 122.5 . . ?
C41A C42 H42 122.5 . . ?
C42 C43 S44 114.3(3) . . ?
C42 C43 H43 122.9 . . ?
S44 C43 H43 122.9 . . ?
C43 S44 C44A 91.2(2) . . ?
C44B C44A C41A 124.5(3) . . ?
C44B C44A S44 124.2(3) . . ?
C41A C44A S44 110.9(3) . . ?
C44A C44B C35 127.6(4) . . ?
C44A C44B C37A 123.0(4) . . ?
C35 C44B C37A 108.4(4) . . ?
C46 C45 C50 119.0(4) . . ?
C46 C45 N39 121.7(3) . . ?
C50 C45 N39 119.4(3) . . ?
C47 C46 C45 119.8(4) . . ?
C47 C46 H46 120.1 . . ?
C45 C46 H46 120.1 . . ?
C48 C47 C46 120.8(4) . . ?
C48 C47 H47 119.6 . . ?
C46 C47 H47 119.6 . . ?
C49 C48 C47 118.9(4) . . ?
C49 C48 H48 120.5 . . ?
C47 C48 H48 120.5 . . ?
C48 C49 C50 121.6(4) . . ?
C48 C49 H49 119.2 . . ?
C50 C49 H49 119.2 . . ?
C49 C50 C45 119.9(4) . . ?
C49 C50 H50 120.1 . . ?
C45 C50 H50 120.1 . . ?
O8 C51 O9 123.3(4) . . ?
O8 C51 C41 125.1(3) . . ?
O9 C51 C41 111.5(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
C10B C1 C2 C3 12.6(4) . . . . ?
C1 C2 C3 C3A -35.0(4) . . . . ?
C2 C3 C3A C10B 42.5(4) . . . . ?
C2 C3 C3A C6A 166.3(3) . . . . ?
C2 C3 C3A C4 -74.9(4) . . . . ?
C10B C3A C4 N5 100.1(3) . . . . ?
C3 C3A C4 N5 -149.5(3) . . . . ?
C6A C3A C4 N5 -22.5(3) . . . . ?
C3A C4 N5 C6 16.8(4) . . . . ?
C3A C4 N5 C11 -171.9(3) . . . . ?
C11 N5 C6 O1 6.4(6) . . . . ?
C4 N5 C6 O1 177.2(3) . . . . ?
C11 N5 C6 C6A -174.5(3) . . . . ?
C4 N5 C6 C6A -3.7(4) . . . . ?
O1 C6 C6A C3A 167.9(3) . . . . ?
N5 C6 C6A C3A -11.3(4) . . . . ?
O1 C6 C6A C7 43.5(5) . . . . ?
N5 C6 C6A C7 -135.6(3) . . . . ?
C10B C3A C6A C6 -100.5(3) . . . . ?
C3 C3A C6A C6 143.1(3) . . . . ?
C4 C3A C6A C6 20.3(3) . . . . ?
C10B C3A C6A C7 21.8(4) . . . . ?
C3 C3A C6A C7 -94.6(4) . . . . ?
C4 C3A C6A C7 142.5(3) . . . . ?
C6 C6A C7 C17 -62.2(4) . . . . ?
C3A C6A C7 C17 179.3(3) . . . . ?
C6 C6A C7 C7A 64.5(4) . . . . ?
C3A C6A C7 C7A -54.0(4) . . . . ?
C17 C7 C7A C8 -60.4(4) . . . . ?
C6A C7 C7A C8 173.0(3) . . . . ?
C17 C7 C7A C10A -177.4(3) . . . . ?
C6A C7 C7A C10A 56.0(4) . . . . ?
C10A C7A C8 C9 -12.7(5) . . . . ?
C7 C7A C8 C9 -131.3(4) . . . . ?
C7A C8 C9 S10 3.7(5) . . . . ?
C8 C9 S10 C10A 5.5(4) . . . . ?
C8 C7A C10A C10B -155.8(4) . . . . ?
C7 C7A C10A C10B -31.2(5) . . . . ?
C8 C7A C10A S10 16.5(4) . . . . ?
C7 C7A C10A S10 141.1(3) . . . . ?
C9 S10 C10A C10B 159.3(4) . . . . ?
C9 S10 C10A C7A -13.1(3) . . . . ?
C7A C10A C10B C3A -0.5(6) . . . . ?
S10 C10A C10B C3A -172.0(3) . . . . ?
C7A C10A C10B C1 165.4(4) . . . . ?
S10 C10A C10B C1 -6.2(6) . . . . ?
C3 C3A C10B C10A 132.3(4) . . . . ?
C6A C3A C10B C10A 6.0(5) . . . . ?
C4 C3A C10B C10A -110.3(4) . . . . ?
C3 C3A C10B C1 -35.9(4) . . . . ?
C6A C3A C10B C1 -162.2(3) . . . . ?
C4 C3A C10B C1 81.5(4) . . . . ?
C2 C1 C10B C10A -152.7(4) . . . . ?
C2 C1 C10B C3A 14.8(4) . . . . ?
C6 N5 C11 C16 159.4(3) . . . . ?
C4 N5 C11 C16 -10.5(5) . . . . ?
C6 N5 C11 C12 -20.6(5) . . . . ?
C4 N5 C11 C12 169.4(3) . . . . ?
C16 C11 C12 C13 -0.9(5) . . . . ?
N5 C11 C12 C13 179.2(3) . . . . ?
C11 C12 C13 C14 0.6(6) . . . . ?
C12 C13 C14 C15 0.2(6) . . . . ?
C13 C14 C15 C16 -0.7(6) . . . . ?
C12 C11 C16 C15 0.5(5) . . . . ?
N5 C11 C16 C15 -179.6(3) . . . . ?
C14 C15 C16 C11 0.3(5) . . . . ?
C7A C7 C17 O2 0.4(5) . . . . ?
C6A C7 C17 O2 125.8(4) . . . . ?
C7A C7 C17 O3 179.5(3) . . . . ?
C6A C7 C17 O3 -55.1(4) . . . . ?
C27B C18 C19 C20 -11.3(4) . . . . ?
C18 C19 C20 C20A 33.5(4) . . . . ?
C19 C20 C20A C27B -41.9(4) . . . . ?
C19 C20 C20A C23A -165.7(3) . . . . ?
C19 C20 C20A C21 75.8(4) . . . . ?
C27B C20A C21 N22 -97.3(3) . . . . ?
C20 C20A C21 N22 151.5(3) . . . . ?
C23A C20A C21 N22 24.9(3) . . . . ?
C20A C21 N22 C23 -21.0(4) . . . . ?
C20A C21 N22 C28 163.9(3) . . . . ?
C28 N22 C23 O4 0.7(6) . . . . ?
C21 N22 C23 O4 -174.2(3) . . . . ?
C28 N22 C23 C23A -177.5(3) . . . . ?
C21 N22 C23 C23A 7.6(4) . . . . ?
O4 C23 C23A C24 -45.8(5) . . . . ?
N22 C23 C23A C24 132.4(3) . . . . ?
O4 C23 C23A C20A -169.1(3) . . . . ?
N22 C23 C23A C20A 9.1(4) . . . . ?
C27B C20A C23A C23 99.5(3) . . . . ?
C20 C20A C23A C23 -143.4(3) . . . . ?
C21 C20A C23A C23 -20.8(3) . . . . ?
C27B C20A C23A C24 -21.0(4) . . . . ?
C20 C20A C23A C24 96.1(4) . . . . ?
C21 C20A C23A C24 -141.3(3) . . . . ?
C23 C23A C24 C34 62.4(4) . . . . ?
C20A C23A C24 C34 179.9(3) . . . . ?
C23 C23A C24 C24A -63.2(4) . . . . ?
C20A C23A C24 C24A 54.3(4) . . . . ?
C34 C24 C24A C25 58.2(4) . . . . ?
C23A C24 C24A C25 -177.1(3) . . . . ?
C34 C24 C24A C27A 177.2(3) . . . . ?
C23A C24 C24A C27A -58.0(4) . . . . ?
C27A C24A C25 C26 12.3(5) . . . . ?
C24 C24A C25 C26 132.0(4) . . . . ?
C24A C25 C26 S27 -5.0(5) . . . . ?
C25 C26 S27 C27A -3.4(3) . . . . ?
C25 C24A C27A C27B 160.2(4) . . . . ?
C24 C24A C27A C27B 33.7(5) . . . . ?
C25 C24A C27A S27 -14.3(4) . . . . ?
C24 C24A C27A S27 -140.8(3) . . . . ?
C26 S27 C27A C27B -163.9(4) . . . . ?
C26 S27 C27A C24A 10.6(3) . . . . ?
C24A C27A C27B C18 -167.3(4) . . . . ?
S27 C27A C27B C18 6.5(6) . . . . ?
C24A C27A C27B C20A -0.9(6) . . . . ?
S27 C27A C27B C20A 172.8(3) . . . . ?
C19 C18 C27B C27A 152.3(4) . . . . ?
C19 C18 C27B C20A -15.6(4) . . . . ?
C20 C20A C27B C27A -132.6(4) . . . . ?
C23A C20A C27B C27A -6.3(5) . . . . ?
C21 C20A C27B C27A 109.6(4) . . . . ?
C20 C20A C27B C18 36.1(4) . . . . ?
C23A C20A C27B C18 162.4(3) . . . . ?
C21 C20A C27B C18 -81.7(4) . . . . ?
C23 N22 C28 C29 36.0(5) . . . . ?
C21 N22 C28 C29 -149.6(4) . . . . ?
C23 N22 C28 C33 -147.6(4) . . . . ?
C21 N22 C28 C33 26.9(5) . . . . ?
C33 C28 C29 C30 0.1(6) . . . . ?
N22 C28 C29 C30 176.6(3) . . . . ?
C28 C29 C30 C31 1.0(6) . . . . ?
C29 C30 C31 C32 -1.6(7) . . . . ?
C30 C31 C32 C33 1.1(6) . . . . ?
C29 C28 C33 C32 -0.7(6) . . . . ?
N22 C28 C33 C32 -177.1(3) . . . . ?
C31 C32 C33 C28 0.1(6) . . . . ?
C24A C24 C34 O5 -9.9(5) . . . . ?
C23A C24 C34 O5 -134.0(4) . . . . ?
C24A C24 C34 O6 172.0(3) . . . . ?
C23A C24 C34 O6 47.9(4) . . . . ?
C44B C35 C36 C37 17.3(4) . . . . ?
C35 C36 C37 C37A -38.4(4) . . . . ?
C36 C37 C37A C44B 43.9(4) . . . . ?
C36 C37 C37A C40A 167.9(4) . . . . ?
C36 C37 C37A C38 -73.4(4) . . . . ?
C44B C37A C38 N39 101.2(4) . . . . ?
C37 C37A C38 N39 -147.7(3) . . . . ?
C40A C37A C38 N39 -20.3(4) . . . . ?
C37A C38 N39 C40 13.9(4) . . . . ?
C37A C38 N39 C45 -174.4(3) . . . . ?
C45 N39 C40 O7 8.3(6) . . . . ?
C38 N39 C40 O7 179.3(3) . . . . ?
C45 N39 C40 C40A -172.0(3) . . . . ?
C38 N39 C40 C40A -1.1(4) . . . . ?
O7 C40 C40A C41 42.5(5) . . . . ?
N39 C40 C40A C41 -137.1(3) . . . . ?
O7 C40 C40A C37A 167.4(4) . . . . ?
N39 C40 C40A C37A -12.3(4) . . . . ?
C44B C37A C40A C40 -100.4(4) . . . . ?
C37 C37A C40A C40 141.8(4) . . . . ?
C38 C37A C40A C40 19.5(4) . . . . ?
C44B C37A C40A C41 21.8(5) . . . . ?
C37 C37A C40A C41 -95.9(4) . . . . ?
C38 C37A C40A C41 141.8(3) . . . . ?
C40 C40A C41 C51 -62.9(4) . . . . ?
C37A C40A C41 C51 178.4(3) . . . . ?
C40 C40A C41 C41A 64.0(4) . . . . ?
C37A C40A C41 C41A -54.8(4) . . . . ?
C51 C41 C41A C42 -58.4(5) . . . . ?
C40A C41 C41A C42 175.3(3) . . . . ?
C51 C41 C41A C44A -177.9(3) . . . . ?
C40A C41 C41A C44A 55.9(4) . . . . ?
C44A C41A C42 C43 -13.4(5) . . . . ?
C41 C41A C42 C43 -133.2(4) . . . . ?
C41A C42 C43 S44 4.7(5) . . . . ?
C42 C43 S44 C44A 4.8(4) . . . . ?
C42 C41A C44A C44B -156.6(4) . . . . ?
C41 C41A C44A C44B -30.1(5) . . . . ?
C42 C41A C44A S44 16.3(4) . . . . ?
C41 C41A C44A S44 142.8(3) . . . . ?
C43 S44 C44A C44B 160.5(4) . . . . ?
C43 S44 C44A C41A -12.4(3) . . . . ?
C41A C44A C44B C35 164.5(4) . . . . ?
S44 C44A C44B C35 -7.5(6) . . . . ?
C41A C44A C44B C37A -2.5(6) . . . . ?
S44 C44A C44B C37A -174.4(3) . . . . ?
C36 C35 C44B C44A -157.8(4) . . . . ?
C36 C35 C44B C37A 10.7(4) . . . . ?
C37 C37A C44B C44A 134.8(4) . . . . ?
C40A C37A C44B C44A 7.4(5) . . . . ?
C38 C37A C44B C44A -108.2(4) . . . . ?
C37 C37A C44B C35 -34.3(4) . . . . ?
C40A C37A C44B C35 -161.7(3) . . . . ?
C38 C37A C44B C35 82.7(4) . . . . ?
C40 N39 C45 C46 -4.1(6) . . . . ?
C38 N39 C45 C46 -174.4(3) . . . . ?
C40 N39 C45 C50 175.2(3) . . . . ?
C38 N39 C45 C50 4.9(5) . . . . ?
C50 C45 C46 C47 -0.5(6) . . . . ?
N39 C45 C46 C47 178.8(4) . . . . ?
C45 C46 C47 C48 1.5(6) . . . . ?
C46 C47 C48 C49 -1.1(6) . . . . ?
C47 C48 C49 C50 -0.4(6) . . . . ?
C48 C49 C50 C45 1.5(6) . . . . ?
C46 C45 C50 C49 -1.0(5) . . . . ?
N39 C45 C50 C49 179.7(3) . . . . ?
C40A C41 C51 O8 134.1(4) . . . . ?
C41A C41 C51 O8 9.1(5) . . . . ?
C40A C41 C51 O9 -48.0(4) . . . . ?
C41A C41 C51 O9 -173.1(3) . . . . ?

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
O3 H3 O4 0.87(5) 1.86(5) 2.715(4) 168(5) .
O6 H6 O1 0.94(5) 1.70(5) 2.617(4) 164(4) .
O9 H9 O7 0.99(5) 1.69(5) 2.662(4) 164(4) 7_667

_refine_diff_density_max         1.333
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.095

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_30k
_database_code_depnum_ccdc_archive 'CCDC 2303418'
loop_
_audit_author_name
_audit_author_address
'Victor Khrustalev'
;Peoples Friendship University of Russia (RUDN University, Moscow)
Russia
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H21 N O3 S, C2 H6 O S'
_chemical_formula_sum            'C27 H27 N O4 S2'
_chemical_formula_weight         493.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.65056(14)
_cell_length_b                   11.27375(16)
_cell_length_c                   12.80694(18)
_cell_angle_alpha                101.9836(12)
_cell_angle_beta                 108.1812(13)
_cell_angle_gamma                109.8073(13)
_cell_volume                     1166.44(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    24118
_cell_measurement_theta_min      3.860
_cell_measurement_theta_max      77.645

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    2.362
_shelx_estimated_absorpt_T_min   0.749
_shelx_estimated_absorpt_T_max   0.834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.657
_exptl_absorpt_correction_T_max  0.826
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35519
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.879
_diffrn_reflns_theta_max         77.940
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4945
_reflns_number_gt                4703
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2015)'
_computing_publication_material  'SHELXTL (Sheldrick, 2015)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0459P)²+0.4387P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4945
_refine_ls_number_parameters     350
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0925
_refine_ls_wR_factor_gt          0.0915
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.47777(11) 0.14222(9) 0.66361(8) 0.02254(19) Uani 1 1 d . . . . .
O2 O 0.80961(11) 0.31810(10) 0.89422(8) 0.0266(2) Uani 1 1 d . . . . .
O3 O 0.61429(12) 0.27049(10) 0.95973(8) 0.0266(2) Uani 1 1 d . . . . .
H3O H 0.656(2) 0.219(2) 0.9883(18) 0.040 Uiso 1 1 d . U . . .
C1 C 0.40437(15) 0.64667(12) 0.55205(11) 0.0210(2) Uani 1 1 d . . . . .
H1 H 0.4845 0.6350 0.5287 0.025 Uiso 1 1 calc R U . . .
C2 C 0.33142(15) 0.72380(13) 0.50890(11) 0.0228(3) Uani 1 1 d . . . . .
H2 H 0.3639 0.7667 0.4584 0.027 Uiso 1 1 calc R U . . .
C3 C 0.21045(16) 0.73789(13) 0.54006(12) 0.0243(3) Uani 1 1 d . . . . .
H3 H 0.1616 0.7921 0.5123 0.029 Uiso 1 1 calc R U . . .
C4 C 0.16154(15) 0.67276(13) 0.61160(11) 0.0232(3) Uani 1 1 d . . . . .
H4 H 0.0762 0.6802 0.6302 0.028 Uiso 1 1 calc R U . . .
C4A C 0.23509(14) 0.59635(12) 0.65702(11) 0.0199(2) Uani 1 1 d . . . . .
C5 C 0.17351(15) 0.52530(13) 0.73269(11) 0.0216(2) Uani 1 1 d . . . . .
H5A H 0.0636 0.4520 0.6829 0.026 Uiso 1 1 calc R U . . .
H5B H 0.1646 0.5900 0.7926 0.026 Uiso 1 1 calc R U . . .
C6 C 0.28112(15) 0.46588(13) 0.79450(11) 0.0203(2) Uani 1 1 d . . . . .
H6A H 0.2189 0.3979 0.8207 0.024 Uiso 1 1 calc R U . . .
H6B H 0.3746 0.5381 0.8649 0.024 Uiso 1 1 calc R U . . .
C6A C 0.34300(14) 0.39975(12) 0.71345(10) 0.0181(2) Uani 1 1 d . . . . .
C7 C 0.20256(14) 0.28645(12) 0.60105(10) 0.0186(2) Uani 1 1 d . . . . .
H7A H 0.1073 0.2420 0.6167 0.022 Uiso 1 1 calc R U . . .
H7B H 0.1701 0.3224 0.5379 0.022 Uiso 1 1 calc R U . . .
N8 N 0.26877(12) 0.19211(10) 0.56854(9) 0.0182(2) Uani 1 1 d . . . . .
C9 C 0.40017(14) 0.20831(12) 0.66211(10) 0.0183(2) Uani 1 1 d . . . . .
C9A C 0.43266(14) 0.32346(12) 0.76704(10) 0.0188(2) Uani 1 1 d . . . . .
H9A H 0.3801 0.2836 0.8154 0.023 Uiso 1 1 calc R U . . .
C10 C 0.61361(15) 0.40974(12) 0.84570(10) 0.0203(2) Uani 1 1 d . . . . .
H10 H 0.6234 0.4830 0.9109 0.024 Uiso 1 1 calc R U . . .
C10A C 0.69754(14) 0.47605(13) 0.77625(11) 0.0209(2) Uani 1 1 d . . . . .
H10A H 0.6971 0.4037 0.7157 0.025 Uiso 1 1 calc R U . . .
C11 C 0.86990(16) 0.58243(14) 0.84518(12) 0.0276(3) Uani 1 1 d . . . . .
H11 H 0.9459 0.5747 0.9084 0.033 Uiso 1 1 calc R U . . .
C12 C 0.90683(16) 0.68710(14) 0.81072(13) 0.0293(3) Uani 1 1 d . . . . .
H12 H 1.0133 0.7577 0.8436 0.035 Uiso 1 1 calc R U . . .
S13 S 0.74262(4) 0.68544(3) 0.69862(3) 0.02364(10) Uani 1 1 d . . . . .
C13A C 0.60474(15) 0.54381(12) 0.71261(10) 0.0195(2) Uani 1 1 d . . . . .
C13B C 0.44649(14) 0.51089(12) 0.68242(10) 0.0183(2) Uani 1 1 d . . . . .
C13C C 0.36186(14) 0.58564(12) 0.62957(10) 0.0186(2) Uani 1 1 d . . . . .
C14 C 0.18568(14) 0.08689(11) 0.45794(10) 0.0181(2) Uani 1 1 d . . . . .
C15 C 0.03086(15) 0.06496(12) 0.38443(11) 0.0210(2) Uani 1 1 d . . . . .
H15 H -0.0181 0.1182 0.4104 0.025 Uiso 1 1 calc R U . . .
C16 C -0.05174(16) -0.03420(13) 0.27368(12) 0.0257(3) Uani 1 1 d . . . . .
H16 H -0.1561 -0.0473 0.2238 0.031 Uiso 1 1 calc R U . . .
C17 C 0.01768(17) -0.11446(14) 0.23548(12) 0.0281(3) Uani 1 1 d . . . . .
H17 H -0.0390 -0.1826 0.1599 0.034 Uiso 1 1 calc R U . . .
C18 C 0.17048(16) -0.09402(13) 0.30888(12) 0.0249(3) Uani 1 1 d . . . . .
H18 H 0.2177 -0.1493 0.2833 0.030 Uiso 1 1 calc R U . . .
C19 C 0.25549(15) 0.00619(12) 0.41929(11) 0.0210(2) Uani 1 1 d . . . . .
H19 H 0.3605 0.0199 0.4684 0.025 Uiso 1 1 calc R U . . .
C20 C 0.69135(16) 0.32765(13) 0.90081(10) 0.0220(2) Uani 1 1 d . . . . .
S1 S 0.72612(7) 0.00333(6) 0.93148(5) 0.02041(13) Uani 0.5 1 d D . P A 1
O4 O 0.7105(9) 0.0937(5) 1.0272(5) 0.0254(9) Uani 0.5 1 d D . P A 1
C21 C 0.6847(4) -0.1517(2) 0.9571(2) 0.0291(6) Uani 0.5 1 d D . P A 1
H21A H 0.7751 -0.1397 1.0268 0.044 Uiso 0.5 1 calc R U P A 1
H21B H 0.6712 -0.2206 0.8890 0.044 Uiso 0.5 1 calc R U P A 1
H21C H 0.5852 -0.1800 0.9697 0.044 Uiso 0.5 1 calc R U P A 1
C22 C 0.5460(6) -0.0525(9) 0.8040(4) 0.0244(12) Uani 0.5 1 d D . P A 1
H22A H 0.5438 0.0239 0.7796 0.037 Uiso 0.5 1 calc R U P A 1
H22B H 0.4520 -0.0913 0.8213 0.037 Uiso 0.5 1 calc R U P A 1
H22C H 0.5428 -0.1209 0.7407 0.037 Uiso 0.5 1 calc R U P A 1
S1' S 0.66551(8) -0.02565(6) 0.97754(6) 0.02517(15) Uani 0.5 1 d D . P B 2
O4' O 0.7007(8) 0.1115(4) 1.0535(5) 0.0205(6) Uani 0.5 1 d D . P B 2
C21' C 0.8458(3) -0.0035(3) 0.9576(3) 0.0352(6) Uani 0.5 1 d D . P B 2
H21D H 0.8788 0.0736 0.9320 0.053 Uiso 0.5 1 calc R U P B 2
H21E H 0.8259 -0.0848 0.8978 0.053 Uiso 0.5 1 calc R U P B 2
H21F H 0.9320 0.0128 1.0318 0.053 Uiso 0.5 1 calc R U P B 2
C22' C 0.5386(8) -0.0531(11) 0.8321(4) 0.0348(17) Uani 0.5 1 d D . P B 2
H22D H 0.4326 -0.0610 0.8281 0.052 Uiso 0.5 1 calc R U P B 2
H22E H 0.5250 -0.1363 0.7786 0.052 Uiso 0.5 1 calc R U P B 2
H22F H 0.5879 0.0229 0.8092 0.052 Uiso 0.5 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.2214(15) . ?
O2 C20 1.2086(16) . ?
O3 C20 1.3285(17) . ?
O3 H3O 0.89(2) . ?
C1 C2 1.3888(18) . ?
C1 C13C 1.4049(18) . ?
C1 H1 0.9500 . ?
C2 C3 1.3919(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.3841(19) . ?
C3 H3 0.9500 . ?
C4 C4A 1.3961(17) . ?
C4 H4 0.9500 . ?
C4A C13C 1.4092(17) . ?
C4A C5 1.5142(18) . ?
C5 C6 1.5273(17) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C6A 1.5354(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6A C13B 1.5270(17) . ?
C6A C9A 1.5292(16) . ?
C6A C7 1.5448(16) . ?
C7 N8 1.4682(15) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
N8 C9 1.3715(16) . ?
N8 C14 1.4160(15) . ?
C9 C9A 1.5251(16) . ?
C9A C10 1.5345(17) . ?
C9A H9A 1.0000 . ?
C10 C10A 1.5236(18) . ?
C10 C20 1.5261(17) . ?
C10 H10 1.0000 . ?
C10A C11 1.5088(17) . ?
C10A C13A 1.5220(16) . ?
C10A H10A 1.0000 . ?
C11 C12 1.320(2) . ?
C11 H11 0.9500 . ?
C12 S13 1.7669(14) . ?
C12 H12 0.9500 . ?
S13 C13A 1.7832(13) . ?
C13A C13B 1.3444(17) . ?
C13B C13C 1.4810(16) . ?
C14 C15 1.3982(18) . ?
C14 C19 1.4011(17) . ?
C15 C16 1.3889(18) . ?
C15 H15 0.9500 . ?
C16 C17 1.392(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.388(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.3905(18) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
S1 O4 1.505(2) . ?
S1 C22 1.773(3) . ?
S1 C21 1.780(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
S1' O4' 1.505(3) . ?
S1' C22' 1.774(3) . ?
S1' C21' 1.779(2) . ?
C21' H21D 0.9800 . ?
C21' H21E 0.9800 . ?
C21' H21F 0.9800 . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?

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 O3 H3O 110.8(13) . . ?
C2 C1 C13C 121.25(12) . . ?
C2 C1 H1 119.4 . . ?
C13C C1 H1 119.4 . . ?
C1 C2 C3 119.56(12) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 119.82(12) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C4A 121.33(12) . . ?
C3 C4 H4 119.3 . . ?
C4A C4 H4 119.3 . . ?
C4 C4A C13C 119.26(12) . . ?
C4 C4A C5 118.67(11) . . ?
C13C C4A C5 122.06(11) . . ?
C4A C5 C6 113.78(10) . . ?
C4A C5 H5A 108.8 . . ?
C6 C5 H5A 108.8 . . ?
C4A C5 H5B 108.8 . . ?
C6 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C5 C6 C6A 111.59(10) . . ?
C5 C6 H6A 109.3 . . ?
C6A C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C6A C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C13B C6A C9A 113.17(10) . . ?
C13B C6A C6 106.85(10) . . ?
C9A C6A C6 112.84(10) . . ?
C13B C6A C7 110.46(10) . . ?
C9A C6A C7 101.69(9) . . ?
C6 C6A C7 111.89(10) . . ?
N8 C7 C6A 104.36(9) . . ?
N8 C7 H7A 110.9 . . ?
C6A C7 H7A 110.9 . . ?
N8 C7 H7B 110.9 . . ?
C6A C7 H7B 110.9 . . ?
H7A C7 H7B 108.9 . . ?
C9 N8 C14 126.76(10) . . ?
C9 N8 C7 111.59(10) . . ?
C14 N8 C7 120.96(10) . . ?
O1 C9 N8 126.97(11) . . ?
O1 C9 C9A 125.06(11) . . ?
N8 C9 C9A 107.96(10) . . ?
C9 C9A C6A 104.58(9) . . ?
C9 C9A C10 113.12(10) . . ?
C6A C9A C10 114.81(10) . . ?
C9 C9A H9A 108.0 . . ?
C6A C9A H9A 108.0 . . ?
C10 C9A H9A 108.0 . . ?
C10A C10 C20 112.74(10) . . ?
C10A C10 C9A 109.74(10) . . ?
C20 C10 C9A 111.33(10) . . ?
C10A C10 H10 107.6 . . ?
C20 C10 H10 107.6 . . ?
C9A C10 H10 107.6 . . ?
C11 C10A C13A 105.85(10) . . ?
C11 C10A C10 116.65(11) . . ?
C13A C10A C10 110.52(10) . . ?
C11 C10A H10A 107.8 . . ?
C13A C10A H10A 107.8 . . ?
C10 C10A H10A 107.8 . . ?
C12 C11 C10A 114.71(12) . . ?
C12 C11 H11 122.6 . . ?
C10A C11 H11 122.6 . . ?
C11 C12 S13 114.68(10) . . ?
C11 C12 H12 122.7 . . ?
S13 C12 H12 122.7 . . ?
C12 S13 C13A 90.59(6) . . ?
C13B C13A C10A 125.36(11) . . ?
C13B C13A S13 124.92(10) . . ?
C10A C13A S13 109.39(8) . . ?
C13A C13B C13C 124.37(11) . . ?
C13A C13B C6A 121.14(11) . . ?
C13C C13B C6A 114.17(10) . . ?
C1 C13C C4A 118.63(11) . . ?
C1 C13C C13B 121.72(11) . . ?
C4A C13C C13B 119.65(11) . . ?
C15 C14 C19 119.20(11) . . ?
C15 C14 N8 118.89(11) . . ?
C19 C14 N8 121.89(11) . . ?
C16 C15 C14 120.42(12) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 120.30(12) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 119.38(12) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C17 C18 C19 120.92(12) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C18 C19 C14 119.77(12) . . ?
C18 C19 H19 120.1 . . ?
C14 C19 H19 120.1 . . ?
O2 C20 O3 124.25(12) . . ?
O2 C20 C10 124.68(12) . . ?
O3 C20 C10 111.05(10) . . ?
O4 S1 C22 105.6(4) . . ?
O4 S1 C21 105.7(3) . . ?
C22 S1 C21 97.9(3) . . ?
S1 C21 H21A 109.5 . . ?
S1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
S1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
S1 C22 H22A 109.5 . . ?
S1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
S1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O4' S1' C22' 107.4(5) . . ?
O4' S1' C21' 104.8(3) . . ?
C22' S1' C21' 98.3(3) . . ?
S1' C21' H21D 109.5 . . ?
S1' C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
S1' C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
S1' C22' H22D 109.5 . . ?
S1' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
S1' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13C C1 C2 C3 -1.93(19) . . . . ?
C1 C2 C3 C4 -1.37(19) . . . . ?
C2 C3 C4 C4A 2.3(2) . . . . ?
C3 C4 C4A C13C 0.12(19) . . . . ?
C3 C4 C4A C5 -178.75(12) . . . . ?
C4 C4A C5 C6 -169.84(11) . . . . ?
C13C C4A C5 C6 11.32(17) . . . . ?
C4A C5 C6 C6A -41.02(14) . . . . ?
C5 C6 C6A C13B 62.48(13) . . . . ?
C5 C6 C6A C9A -172.51(10) . . . . ?
C5 C6 C6A C7 -58.54(13) . . . . ?
C13B C6A C7 N8 90.47(11) . . . . ?
C9A C6A C7 N8 -29.93(11) . . . . ?
C6 C6A C7 N8 -150.62(10) . . . . ?
C6A C7 N8 C9 20.40(12) . . . . ?
C6A C7 N8 C14 -168.48(10) . . . . ?
C14 N8 C9 O1 7.0(2) . . . . ?
C7 N8 C9 O1 177.52(11) . . . . ?
C14 N8 C9 C9A -171.99(10) . . . . ?
C7 N8 C9 C9A -1.51(13) . . . . ?
O1 C9 C9A C6A 162.73(11) . . . . ?
N8 C9 C9A C6A -18.21(12) . . . . ?
O1 C9 C9A C10 37.10(16) . . . . ?
N8 C9 C9A C10 -143.84(10) . . . . ?
C13B C6A C9A C9 -89.45(11) . . . . ?
C6 C6A C9A C9 149.05(10) . . . . ?
C7 C6A C9A C9 29.03(11) . . . . ?
C13B C6A C9A C10 35.11(14) . . . . ?
C6 C6A C9A C10 -86.39(12) . . . . ?
C7 C6A C9A C10 153.59(10) . . . . ?
C9 C9A C10 C10A 62.26(13) . . . . ?
C6A C9A C10 C10A -57.67(13) . . . . ?
C9 C9A C10 C20 -63.26(13) . . . . ?
C6A C9A C10 C20 176.81(10) . . . . ?
C20 C10 C10A C11 -65.14(14) . . . . ?
C9A C10 C10A C11 170.15(10) . . . . ?
C20 C10 C10A C13A 173.93(10) . . . . ?
C9A C10 C10A C13A 49.22(13) . . . . ?
C13A C10A C11 C12 -17.59(16) . . . . ?
C10 C10A C11 C12 -140.96(13) . . . . ?
C10A C11 C12 S13 4.39(17) . . . . ?
C11 C12 S13 C13A 8.47(12) . . . . ?
C11 C10A C13A C13B -150.91(12) . . . . ?
C10 C10A C13A C13B -23.75(16) . . . . ?
C11 C10A C13A S13 22.74(12) . . . . ?
C10 C10A C13A S13 149.90(8) . . . . ?
C12 S13 C13A C13B 155.46(12) . . . . ?
C12 S13 C13A C10A -18.23(9) . . . . ?
C10A C13A C13B C13C 174.56(11) . . . . ?
S13 C13A C13B C13C 1.87(18) . . . . ?
C10A C13A C13B C6A 1.47(18) . . . . ?
S13 C13A C13B C6A -171.22(9) . . . . ?
C9A C6A C13B C13A -6.66(16) . . . . ?
C6 C6A C13B C13A 118.15(12) . . . . ?
C7 C6A C13B C13A -119.92(12) . . . . ?
C9A C6A C13B C13C 179.59(9) . . . . ?
C6 C6A C13B C13C -55.60(13) . . . . ?
C7 C6A C13B C13C 66.33(12) . . . . ?
C2 C1 C13C C4A 4.27(18) . . . . ?
C2 C1 C13C C13B -175.80(11) . . . . ?
C4 C4A C13C C1 -3.33(17) . . . . ?
C5 C4A C13C C1 175.51(11) . . . . ?
C4 C4A C13C C13B 176.74(11) . . . . ?
C5 C4A C13C C13B -4.42(17) . . . . ?
C13A C13B C13C C1 34.27(18) . . . . ?
C6A C13B C13C C1 -152.21(11) . . . . ?
C13A C13B C13C C4A -145.80(12) . . . . ?
C6A C13B C13C C4A 27.72(15) . . . . ?
C9 N8 C14 C15 162.99(11) . . . . ?
C7 N8 C14 C15 -6.68(16) . . . . ?
C9 N8 C14 C19 -18.33(18) . . . . ?
C7 N8 C14 C19 172.00(11) . . . . ?
C19 C14 C15 C16 -1.01(18) . . . . ?
N8 C14 C15 C16 177.70(11) . . . . ?
C14 C15 C16 C17 1.13(19) . . . . ?
C15 C16 C17 C18 -0.3(2) . . . . ?
C16 C17 C18 C19 -0.6(2) . . . . ?
C17 C18 C19 C14 0.75(19) . . . . ?
C15 C14 C19 C18 0.08(18) . . . . ?
N8 C14 C19 C18 -178.59(11) . . . . ?
C10A C10 C20 O2 2.10(17) . . . . ?
C9A C10 C20 O2 125.93(13) . . . . ?
C10A C10 C20 O3 -179.47(10) . . . . ?
C9A C10 C20 O3 -55.64(13) . . . . ?

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
O3 H3O O4 0.89(2) 1.77(2) 2.655(7) 171(2) .
O3 H3O O4' 0.89(2) 1.70(2) 2.575(6) 166(2) .

_refine_diff_density_max         0.449
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_30i
_database_code_depnum_ccdc_archive 'CCDC 2303417'
loop_
_audit_author_name
_audit_author_address
'Victor Khrustalev'
;Peoples Friendship University of Russia (RUDN University, Moscow)
Russia
;
_audit_update_record             
;
2023-10-25 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H23 N O3 S, C6 H6'
_chemical_formula_sum            'C28 H29 N O3 S'
_chemical_formula_weight         459.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.84055(7)
_cell_length_b                   10.20769(7)
_cell_length_c                   12.02385(8)
_cell_angle_alpha                95.4243(6)
_cell_angle_beta                 96.5429(6)
_cell_angle_gamma                101.3110(6)
_cell_volume                     1168.116(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    25061
_cell_measurement_theta_min      3.72
_cell_measurement_theta_max      77.66

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.471
_shelx_estimated_absorpt_T_min   0.810
_shelx_estimated_absorpt_T_max   0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35467
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.727
_diffrn_reflns_theta_max         77.867
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4944
_reflns_number_gt                4751
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2015)'
_computing_publication_material  'SHELXTL (Sheldrick, 2015)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+0.4526P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4944
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0977
_refine_ls_wR_factor_gt          0.0969
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.58585(13) 0.33578(12) 0.98709(10) 0.0219(3) Uani 1 1 d . . . . .
H1A H 0.5579 0.3991 1.0433 0.026 Uiso 1 1 calc R U . . .
H1B H 0.6711 0.3833 0.9599 0.026 Uiso 1 1 calc R U . . .
C2 C 0.61776(14) 0.21338(13) 1.04317(11) 0.0263(3) Uani 1 1 d . . . . .
H2A H 0.6799 0.2464 1.1151 0.032 Uiso 1 1 calc R U . . .
H2B H 0.5292 0.1605 1.0614 0.032 Uiso 1 1 calc R U . . .
C3 C 0.68655(15) 0.12014(13) 0.97179(12) 0.0281(3) Uani 1 1 d . . . . .
H3A H 0.6907 0.0394 1.0106 0.034 Uiso 1 1 calc R U . . .
H3B H 0.7841 0.1668 0.9691 0.034 Uiso 1 1 calc R U . . .
C4 C 0.61559(14) 0.07344(12) 0.85043(11) 0.0243(3) Uani 1 1 d . . . . .
H4A H 0.5153 0.0352 0.8518 0.029 Uiso 1 1 calc R U . . .
H4B H 0.6579 0.0008 0.8178 0.029 Uiso 1 1 calc R U . . .
C5 C 0.62783(12) 0.18602(12) 0.77388(11) 0.0208(2) Uani 1 1 d . . . . .
H5A H 0.6285 0.1454 0.6959 0.025 Uiso 1 1 calc R U . . .
H5B H 0.7192 0.2486 0.7978 0.025 Uiso 1 1 calc R U . . .
C5A C 0.51186(12) 0.26911(11) 0.77194(10) 0.0174(2) Uani 1 1 d . . . . .
C6 C 0.56790(12) 0.40492(12) 0.72873(10) 0.0188(2) Uani 1 1 d . . . . .
H6A H 0.6158 0.4735 0.7920 0.023 Uiso 1 1 calc R U . . .
H6B H 0.6342 0.3943 0.6741 0.023 Uiso 1 1 calc R U . . .
N7 N 0.44303(10) 0.44282(10) 0.67442(8) 0.0176(2) Uani 1 1 d . . . . .
C8 C 0.33806(12) 0.33310(11) 0.63854(10) 0.0171(2) Uani 1 1 d . . . . .
O8 O 0.22593(9) 0.32992(8) 0.58220(7) 0.02036(18) Uani 1 1 d . . . . .
C8A C 0.38374(12) 0.21027(11) 0.68197(10) 0.0165(2) Uani 1 1 d . . . . .
H8A H 0.4148 0.1579 0.6186 0.020 Uiso 1 1 calc R U . . .
C9 C 0.25812(12) 0.12068(11) 0.72154(10) 0.0169(2) Uani 1 1 d . . . . .
H9 H 0.2898 0.0422 0.7518 0.020 Uiso 1 1 calc R U . . .
C9A C 0.21018(12) 0.20209(12) 0.81736(10) 0.0181(2) Uani 1 1 d . . . . .
H9A H 0.1755 0.2784 0.7856 0.022 Uiso 1 1 calc R U . . .
C10 C 0.09847(13) 0.13053(12) 0.87925(11) 0.0220(2) Uani 1 1 d . . . . .
H10 H 0.0185 0.0673 0.8419 0.026 Uiso 1 1 calc R U . . .
C11 C 0.12110(14) 0.16324(13) 0.99040(11) 0.0246(3) Uani 1 1 d . . . . .
H11 H 0.0556 0.1292 1.0383 0.029 Uiso 1 1 calc R U . . .
S12 S 0.28100(3) 0.27401(3) 1.04232(2) 0.02434(10) Uani 1 1 d . . . . .
C12A C 0.33544(13) 0.26156(11) 0.90585(10) 0.0189(2) Uani 1 1 d . . . . .
C12B C 0.46949(13) 0.29156(11) 0.88903(10) 0.0183(2) Uani 1 1 d . . . . .
C13 C 0.44282(12) 0.57492(11) 0.64737(10) 0.0177(2) Uani 1 1 d . . . . .
C14 C 0.56842(13) 0.65878(12) 0.63383(10) 0.0210(2) Uani 1 1 d . . . . .
H14 H 0.6530 0.6269 0.6414 0.025 Uiso 1 1 calc R U . . .
C15 C 0.56930(14) 0.78910(13) 0.60922(11) 0.0241(3) Uani 1 1 d . . . . .
H15 H 0.6550 0.8466 0.6008 0.029 Uiso 1 1 calc R U . . .
C16 C 0.44617(15) 0.83573(12) 0.59681(11) 0.0250(3) Uani 1 1 d . . . . .
H16 H 0.4469 0.9244 0.5786 0.030 Uiso 1 1 calc R U . . .
C17 C 0.32136(14) 0.75202(13) 0.61113(11) 0.0251(3) Uani 1 1 d . . . . .
H17 H 0.2368 0.7841 0.6027 0.030 Uiso 1 1 calc R U . . .
C18 C 0.31882(13) 0.62220(12) 0.63753(11) 0.0214(2) Uani 1 1 d . . . . .
H18 H 0.2335 0.5661 0.6488 0.026 Uiso 1 1 calc R U . . .
C19 C 0.14187(12) 0.06777(11) 0.62427(10) 0.0177(2) Uani 1 1 d . . . . .
O19 O 0.01879(9) 0.06937(9) 0.63126(7) 0.02285(19) Uani 1 1 d . . . . .
O20 O 0.18504(9) 0.01374(8) 0.53471(7) 0.02030(18) Uani 1 1 d . . . . .
H20O H 0.112(2) -0.016(2) 0.4792(19) 0.051(6) Uiso 1 1 d . . . . .
C20 C 0.04900(16) 0.58272(18) 0.29410(16) 0.0435(4) Uani 1 1 d . . . . .
H20 H 0.0661 0.6767 0.3173 0.052 Uiso 1 1 calc R U . . .
C21 C -0.00222(15) 0.53269(16) 0.18296(14) 0.0329(3) Uani 1 1 d . . . . .
H21 H -0.0185 0.5922 0.1291 0.039 Uiso 1 1 calc R U . . .
C22 C -0.02943(16) 0.39570(16) 0.15104(12) 0.0322(3) Uani 1 1 d . . . . .
H22 H -0.0647 0.3607 0.0749 0.039 Uiso 1 1 calc R U . . .
C23 C -0.00554(18) 0.30901(17) 0.22961(14) 0.0378(3) Uani 1 1 d . . . . .
H23 H -0.0261 0.2146 0.2075 0.045 Uiso 1 1 calc R U . . .
C24 C 0.04782(16) 0.3593(2) 0.33950(14) 0.0429(4) Uani 1 1 d . . . . .
H24 H 0.0656 0.2998 0.3930 0.051 Uiso 1 1 calc R U . . .
C25 C 0.07530(16) 0.4954(2) 0.37149(14) 0.0482(5) Uani 1 1 d . . . . .
H25 H 0.1126 0.5301 0.4473 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C12B 1.5145(16) . ?
C1 C2 1.5425(17) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.527(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.5330(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.5340(17) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C5A 1.5491(16) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5A C12B 1.5227(16) . ?
C5A C8A 1.5459(15) . ?
C5A C6 1.5484(16) . ?
C6 N7 1.4619(14) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
N7 C8 1.3642(15) . ?
N7 C13 1.4171(15) . ?
C8 O8 1.2203(15) . ?
C8 C8A 1.5291(16) . ?
C8A C9 1.5374(16) . ?
C8A H8A 1.0000 . ?
C9 C19 1.5170(15) . ?
C9 C9A 1.5288(16) . ?
C9 H9 1.0000 . ?
C9A C10 1.5066(17) . ?
C9A C12A 1.5184(16) . ?
C9A H9A 1.0000 . ?
C10 C11 1.3288(18) . ?
C10 H10 0.9500 . ?
C11 S12 1.7575(14) . ?
C11 H11 0.9500 . ?
S12 C12A 1.7843(12) . ?
C12A C12B 1.3374(18) . ?
C13 C14 1.3943(17) . ?
C13 C18 1.3946(17) . ?
C14 C15 1.3884(18) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.3902(19) . ?
C16 H16 0.9500 . ?
C17 C18 1.3877(18) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O19 1.2268(15) . ?
C19 O20 1.3146(15) . ?
O20 H20O 0.91(2) . ?
C20 C21 1.385(2) . ?
C20 C25 1.386(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.379(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.385(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.376(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.371(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12B C1 C2 110.65(10) . . ?
C12B C1 H1A 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C12B C1 H1B 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
C3 C2 C1 114.74(11) . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C2 C3 C4 116.40(11) . . ?
C2 C3 H3A 108.2 . . ?
C4 C3 H3A 108.2 . . ?
C2 C3 H3B 108.2 . . ?
C4 C3 H3B 108.2 . . ?
H3A C3 H3B 107.3 . . ?
C3 C4 C5 113.66(10) . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C5A 116.30(10) . . ?
C4 C5 H5A 108.2 . . ?
C5A C5 H5A 108.2 . . ?
C4 C5 H5B 108.2 . . ?
C5A C5 H5B 108.2 . . ?
H5A C5 H5B 107.4 . . ?
C12B C5A C8A 111.78(9) . . ?
C12B C5A C6 110.91(9) . . ?
C8A C5A C6 100.90(9) . . ?
C12B C5A C5 110.54(9) . . ?
C8A C5A C5 113.93(9) . . ?
C6 C5A C5 108.36(9) . . ?
N7 C6 C5A 104.40(9) . . ?
N7 C6 H6A 110.9 . . ?
C5A C6 H6A 110.9 . . ?
N7 C6 H6B 110.9 . . ?
C5A C6 H6B 110.9 . . ?
H6A C6 H6B 108.9 . . ?
C8 N7 C13 125.15(10) . . ?
C8 N7 C6 111.65(9) . . ?
C13 N7 C6 122.44(9) . . ?
O8 C8 N7 127.46(11) . . ?
O8 C8 C8A 124.47(10) . . ?
N7 C8 C8A 108.07(9) . . ?
C8 C8A C9 109.04(9) . . ?
C8 C8A C5A 104.80(9) . . ?
C9 C8A C5A 116.78(9) . . ?
C8 C8A H8A 108.7 . . ?
C9 C8A H8A 108.7 . . ?
C5A C8A H8A 108.7 . . ?
C19 C9 C9A 112.36(10) . . ?
C19 C9 C8A 111.00(9) . . ?
C9A C9 C8A 108.31(9) . . ?
C19 C9 H9 108.4 . . ?
C9A C9 H9 108.4 . . ?
C8A C9 H9 108.4 . . ?
C10 C9A C12A 106.24(10) . . ?
C10 C9A C9 118.13(10) . . ?
C12A C9A C9 108.85(9) . . ?
C10 C9A H9A 107.7 . . ?
C12A C9A H9A 107.7 . . ?
C9 C9A H9A 107.7 . . ?
C11 C10 C9A 114.40(11) . . ?
C11 C10 H10 122.8 . . ?
C9A C10 H10 122.8 . . ?
C10 C11 S12 115.13(10) . . ?
C10 C11 H11 122.4 . . ?
S12 C11 H11 122.4 . . ?
C11 S12 C12A 90.63(6) . . ?
C12B C12A C9A 126.75(11) . . ?
C12B C12A S12 123.14(9) . . ?
C9A C12A S12 109.92(8) . . ?
C12A C12B C1 121.17(11) . . ?
C12A C12B C5A 121.24(10) . . ?
C1 C12B C5A 117.31(10) . . ?
C14 C13 C18 120.16(11) . . ?
C14 C13 N7 119.43(11) . . ?
C18 C13 N7 120.38(11) . . ?
C15 C14 C13 119.72(11) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C16 C15 C14 120.44(12) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 119.61(12) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C18 C17 C16 120.75(12) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C13 119.29(12) . . ?
C17 C18 H18 120.4 . . ?
C13 C18 H18 120.4 . . ?
O19 C19 O20 123.62(11) . . ?
O19 C19 C9 122.85(11) . . ?
O20 C19 C9 113.43(10) . . ?
C19 O20 H20O 110.1(14) . . ?
C21 C20 C25 119.88(16) . . ?
C21 C20 H20 120.1 . . ?
C25 C20 H20 120.1 . . ?
C22 C21 C20 119.44(15) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 120.22(14) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 120.17(16) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 119.77(16) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C20 120.49(15) . . ?
C24 C25 H25 119.8 . . ?
C20 C25 H25 119.8 . . ?

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
C12B C1 C2 C3 69.44(14) . . . . ?
C1 C2 C3 C4 -50.43(16) . . . . ?
C2 C3 C4 C5 69.37(16) . . . . ?
C3 C4 C5 C5A -88.18(13) . . . . ?
C4 C5 C5A C12B 37.62(14) . . . . ?
C4 C5 C5A C8A -89.22(13) . . . . ?
C4 C5 C5A C6 159.36(10) . . . . ?
C12B C5A C6 N7 -87.30(11) . . . . ?
C8A C5A C6 N7 31.25(11) . . . . ?
C5 C5A C6 N7 151.20(9) . . . . ?
C5A C6 N7 C8 -25.07(13) . . . . ?
C5A C6 N7 C13 164.50(10) . . . . ?
C13 N7 C8 O8 -3.2(2) . . . . ?
C6 N7 C8 O8 -173.30(12) . . . . ?
C13 N7 C8 C8A 177.19(10) . . . . ?
C6 N7 C8 C8A 7.06(13) . . . . ?
O8 C8 C8A C9 -40.05(15) . . . . ?
N7 C8 C8A C9 139.60(10) . . . . ?
O8 C8 C8A C5A -165.79(11) . . . . ?
N7 C8 C8A C5A 13.85(12) . . . . ?
C12B C5A C8A C8 90.70(11) . . . . ?
C6 C5A C8A C8 -27.23(11) . . . . ?
C5 C5A C8A C8 -143.10(10) . . . . ?
C12B C5A C8A C9 -30.05(13) . . . . ?
C6 C5A C8A C9 -147.98(10) . . . . ?
C5 C5A C8A C9 96.15(12) . . . . ?
C8 C8A C9 C19 62.77(12) . . . . ?
C5A C8A C9 C19 -178.75(9) . . . . ?
C8 C8A C9 C9A -61.02(11) . . . . ?
C5A C8A C9 C9A 57.46(12) . . . . ?
C19 C9 C9A C10 63.93(13) . . . . ?
C8A C9 C9A C10 -173.09(10) . . . . ?
C19 C9 C9A C12A -174.89(9) . . . . ?
C8A C9 C9A C12A -51.92(12) . . . . ?
C12A C9A C10 C11 15.50(14) . . . . ?
C9 C9A C10 C11 138.00(12) . . . . ?
C9A C10 C11 S12 -3.94(15) . . . . ?
C10 C11 S12 C12A -7.34(11) . . . . ?
C10 C9A C12A C12B 154.98(12) . . . . ?
C9 C9A C12A C12B 26.79(16) . . . . ?
C10 C9A C12A S12 -20.05(11) . . . . ?
C9 C9A C12A S12 -148.24(8) . . . . ?
C11 S12 C12A C12B -159.24(11) . . . . ?
C11 S12 C12A C9A 16.00(9) . . . . ?
C9A C12A C12B C1 -172.97(10) . . . . ?
S12 C12A C12B C1 1.45(16) . . . . ?
C9A C12A C12B C5A 0.80(18) . . . . ?
S12 C12A C12B C5A 175.21(8) . . . . ?
C2 C1 C12B C12A 79.03(14) . . . . ?
C2 C1 C12B C5A -94.97(13) . . . . ?
C8A C5A C12B C12A 0.05(15) . . . . ?
C6 C5A C12B C12A 111.80(12) . . . . ?
C5 C5A C12B C12A -127.98(12) . . . . ?
C8A C5A C12B C1 174.05(9) . . . . ?
C6 C5A C12B C1 -74.20(12) . . . . ?
C5 C5A C12B C1 46.02(13) . . . . ?
C8 N7 C13 C14 -146.00(12) . . . . ?
C6 N7 C13 C14 23.11(16) . . . . ?
C8 N7 C13 C18 35.83(17) . . . . ?
C6 N7 C13 C18 -155.06(11) . . . . ?
C18 C13 C14 C15 -0.74(18) . . . . ?
N7 C13 C14 C15 -178.91(11) . . . . ?
C13 C14 C15 C16 -0.73(19) . . . . ?
C14 C15 C16 C17 1.15(19) . . . . ?
C15 C16 C17 C18 -0.1(2) . . . . ?
C16 C17 C18 C13 -1.34(19) . . . . ?
C14 C13 C18 C17 1.75(18) . . . . ?
N7 C13 C18 C17 179.91(11) . . . . ?
C9A C9 C19 O19 -12.48(16) . . . . ?
C8A C9 C19 O19 -133.93(12) . . . . ?
C9A C9 C19 O20 171.07(10) . . . . ?
C8A C9 C19 O20 49.62(13) . . . . ?
C25 C20 C21 C22 1.4(2) . . . . ?
C20 C21 C22 C23 -0.1(2) . . . . ?
C21 C22 C23 C24 -1.2(2) . . . . ?
C22 C23 C24 C25 1.0(2) . . . . ?
C23 C24 C25 C20 0.4(2) . . . . ?
C21 C20 C25 C24 -1.6(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O20 H20O O19 0.91(2) 1.71(2) 2.6126(12) 176(2) 2_556

_refine_diff_density_max         0.324
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_Pok90
_database_code_depnum_ccdc_archive 'CCDC 2309507'
loop_
_audit_author_name
_audit_author_address
'Mikhail Grigoriev'
;IPCE RAS
Russia
;
_audit_update_record             
;
2023-11-21 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;
_audit_creation_date             2023-11-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 F4 N O3 S, C2 D6 O S'
_chemical_formula_sum            'C24 H15 D6 F4 N O4 S2'
_chemical_formula_weight         533.57
_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'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.2769(3)
_cell_length_b                   11.7542(3)
_cell_length_c                   32.9548(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.633(2)
_cell_angle_gamma                90
_cell_volume                     4740.0(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7139
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.74
_cell_measurement_theta_min      3.36
_shelx_estimated_absorpt_T_max   0.913
_shelx_estimated_absorpt_T_min   0.869
_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       fragment
_exptl_crystal_F_000             2176
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            55760
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         3.722
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6501
_reflns_number_total             10839
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     646
_refine_ls_number_reflns         10839
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0487
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0524P)²+0.9098P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1282
_refine_special_details          ?
_olex2_refinement_description    
;
1. Shared sites
{C1, C1C}
{C2, C2C}
{C3, C3C}
{C4, C4C}
2. Uiso/Uaniso restraints and constraints
Uanis(C1) = Uanis(C1C)
Uanis(C2) = Uanis(C2C)
Uanis(C3) = Uanis(C3C)
Uanis(C4) = Uanis(C4C)
3. Others
 Sof(S1)=Sof(S2)=Sof(C1)=Sof(D1A)=Sof(D1B)=Sof(D1C)=Sof(C2)=Sof(D2A)=Sof(D2B)=
 Sof(D2C)=Sof(C3)=Sof(D3A)=Sof(D3B)=Sof(D3C)=Sof(C4)=Sof(D4A)=Sof(D4B)=Sof(D4C)=
 1-FVAR(1)
 Sof(S1C)=Sof(S2C)=Sof(C1C)=Sof(D1D)=Sof(D1E)=Sof(D1F)=Sof(C2C)=Sof(D2D)=
 Sof(D2E)=Sof(D2F)=Sof(C3C)=Sof(D3D)=Sof(D3E)=Sof(D3F)=Sof(C4C)=Sof(D4D)=
 Sof(D4E)=Sof(D4F)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3AA(H3B), C9BA(H9B), C10C(H10A), C3AB(H3H), C9BB(H9D), C10D(H10B)
4.b Secondary CH2 refined with riding coordinates:
 C3A(H3C,H3D), C3B(H3G,H3F)
4.c Me refined with riding coordinates:
 C1(D1A,D1B,D1C), C2(D2A,D2B,D2C), C3(D3A,D3B,D3C), C4(D4A,D4B,D4C), C1C(D1D,
 D1E,D1F), C2C(D2D,D2E,D2F), C3C(D3D,D3E,D3F), C4C(D4D,D4E,D4F)
4.d Aromatic/amide H refined with riding coordinates:
 C4A(H4A), C6A(H6A), C7A(H7A), C8A(H8A), C9A(H9A), C14A(H14A), C15A(H15A),
 C17A(H17A), C18A(H18A), C4B(H4B), C6B(H6B), C7B(H7B), C8B(H8B), C9B(H9C),
 C14B(H14B), C15B(H15B), C17B(H17B), C18B(H18B)
;
_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
S5A S 1.14334(5) 0.36534(5) 0.51840(2) 0.05474(17) Uani 1 1 d . . . . .
F1A F 0.84618(12) 0.35121(14) 0.52632(5) 0.0768(4) Uani 1 1 d . . . . .
F2A F 0.82478(11) 0.20611(12) 0.56401(5) 0.0761(5) Uani 1 1 d . . . . .
F3A F 0.72312(10) 0.35224(12) 0.56926(5) 0.0762(5) Uani 1 1 d . . . . .
F4A F 0.68826(16) 1.03297(16) 0.70712(7) 0.1217(8) Uani 1 1 d . . . . .
O1A O 0.74372(12) 0.52607(13) 0.63895(5) 0.0587(4) Uani 1 1 d . . . . .
O2A O 0.83492(16) 0.24985(15) 0.64567(6) 0.0827(6) Uani 1 1 d . . . . .
O3A O 0.95236(15) 0.38633(16) 0.66582(5) 0.0649(5) Uani 1 1 d . . . . .
H3A H 0.957(2) 0.357(2) 0.6893(9) 0.078 Uiso 1 1 d . U . . .
N2A N 0.85837(13) 0.67488(15) 0.62459(5) 0.0448(4) Uani 1 1 d . . . . .
C1A C 0.82023(16) 0.56478(18) 0.62217(7) 0.0437(5) Uani 1 1 d . . . . .
C3AA C 0.99503(16) 0.57386(18) 0.59584(6) 0.0414(5) Uani 1 1 d . . . . .
H3B H 1.037461 0.555013 0.621428 0.050 Uiso 1 1 calc R U . . .
C3A C 0.94988(17) 0.69286(18) 0.59904(7) 0.0473(5) Uani 1 1 d . . . . .
H3C H 1.003953 0.744173 0.611992 0.057 Uiso 1 1 calc R U . . .
H3D H 0.924600 0.722716 0.572498 0.057 Uiso 1 1 calc R U . . .
C4AA C 1.07321(15) 0.43130(19) 0.55631(6) 0.0419(5) Uani 1 1 d . . . . .
C4A C 1.06023(16) 0.5422(2) 0.56115(6) 0.0455(5) Uani 1 1 d . . . . .
H4A H 1.089288 0.595973 0.544347 0.055 Uiso 1 1 calc R U . . .
C5AA C 1.11120(17) 0.2295(2) 0.53556(7) 0.0516(6) Uani 1 1 d . . . . .
C6A C 1.13930(19) 0.1284(2) 0.51699(8) 0.0629(7) Uani 1 1 d . . . . .
H6A H 1.173534 0.129536 0.492829 0.075 Uiso 1 1 calc R U . . .
C7A C 1.1156(2) 0.0272(3) 0.53498(10) 0.0767(8) Uani 1 1 d . . . . .
H7A H 1.133133 -0.040969 0.522725 0.092 Uiso 1 1 calc R U . . .
C8A C 1.0662(2) 0.0253(2) 0.57090(11) 0.0828(9) Uani 1 1 d . . . . .
H8A H 1.052594 -0.044019 0.583116 0.099 Uiso 1 1 calc R U . . .
C9AA C 1.05625(17) 0.2291(2) 0.57105(7) 0.0504(6) Uani 1 1 d . . . . .
C9A C 1.0360(2) 0.1263(2) 0.58929(9) 0.0696(8) Uani 1 1 d . . . . .
H9A H 1.002614 0.124319 0.613621 0.084 Uiso 1 1 calc R U . . .
C9BA C 1.03038(16) 0.34682(18) 0.58601(6) 0.0434(5) Uani 1 1 d . . . . .
H9B H 1.075186 0.357131 0.611727 0.052 Uiso 1 1 calc R U . . .
C10C C 0.88951(15) 0.50363(17) 0.59284(6) 0.0401(5) Uani 1 1 d . . . . .
H10A H 0.854327 0.517988 0.565564 0.048 Uiso 1 1 calc R U . . .
C10A C 0.90718(16) 0.37392(18) 0.59562(6) 0.0424(5) Uani 1 1 d . . . . .
C11A C 0.82555(18) 0.3190(2) 0.56400(9) 0.0570(6) Uani 1 1 d . . . . .
C12A C 0.8921(2) 0.3283(2) 0.63838(8) 0.0536(6) Uani 1 1 d . . . . .
C13A C 0.81150(16) 0.76596(18) 0.64534(7) 0.0454(5) Uani 1 1 d . . . . .
C14A C 0.75010(19) 0.7464(2) 0.67817(8) 0.0558(6) Uani 1 1 d . . . . .
H14A H 0.737048 0.672276 0.686412 0.067 Uiso 1 1 calc R U . . .
C15A C 0.7084(2) 0.8369(2) 0.69858(8) 0.0679(7) Uani 1 1 d . . . . .
H15A H 0.666254 0.824413 0.720363 0.081 Uiso 1 1 calc R U . . .
C16A C 0.7298(2) 0.9448(2) 0.68643(10) 0.0748(8) Uani 1 1 d . . . . .
C17A C 0.7891(2) 0.9673(2) 0.65446(10) 0.0771(8) Uani 1 1 d . . . . .
H17A H 0.802274 1.041851 0.646774 0.093 Uiso 1 1 calc R U . . .
C18A C 0.82961(19) 0.8770(2) 0.63358(8) 0.0601(6) Uani 1 1 d . . . . .
H18A H 0.869599 0.890912 0.611303 0.072 Uiso 1 1 calc R U . . .
S5B S 0.39683(6) 0.25431(6) 0.48485(2) 0.0674(2) Uani 1 1 d . . . . .
F1B F 0.67813(11) 0.24303(12) 0.46468(4) 0.0674(4) Uani 1 1 d . . . . .
F2B F 0.68086(10) 0.10565(10) 0.42261(4) 0.0602(4) Uani 1 1 d . . . . .
F3B F 0.78807(9) 0.24749(11) 0.41728(5) 0.0658(4) Uani 1 1 d . . . . .
F4B F 0.81392(18) 0.95943(15) 0.29900(8) 0.1349(9) Uani 1 1 d . . . . .
O1B O 0.75507(12) 0.44191(13) 0.35376(5) 0.0546(4) Uani 1 1 d . . . . .
O2B O 0.65888(15) 0.16851(14) 0.34292(5) 0.0665(5) Uani 1 1 d . . . . .
O3B O 0.54207(13) 0.31083(14) 0.32938(5) 0.0554(4) Uani 1 1 d . . . . .
H3E H 0.539(2) 0.284(2) 0.3062(8) 0.067 Uiso 1 1 d . U . . .
N2B N 0.64872(14) 0.58893(15) 0.37596(5) 0.0450(4) Uani 1 1 d . . . . .
C1B C 0.68449(16) 0.47776(18) 0.37410(7) 0.0432(5) Uani 1 1 d . . . . .
C3AB C 0.51896(16) 0.48355(17) 0.40741(6) 0.0423(5) Uani 1 1 d . . . . .
H3H H 0.469558 0.470694 0.382976 0.051 Uiso 1 1 calc R U . . .
C3B C 0.56543(18) 0.60252(19) 0.40546(7) 0.0497(6) Uani 1 1 d . . . . .
H3G H 0.509718 0.656829 0.395830 0.060 Uiso 1 1 calc R U . . .
H3F H 0.598104 0.626803 0.431821 0.060 Uiso 1 1 calc R U . . .
C4AB C 0.45003(17) 0.3329(2) 0.44563(6) 0.0469(5) Uani 1 1 d . . . . .
C4B C 0.46351(17) 0.4444(2) 0.44368(7) 0.0509(6) Uani 1 1 d . . . . .
H4B H 0.440472 0.494090 0.463196 0.061 Uiso 1 1 calc R U . . .
C5AB C 0.41079(17) 0.1251(2) 0.45919(7) 0.0540(6) Uani 1 1 d . . . . .
C6B C 0.38228(19) 0.0189(2) 0.47389(9) 0.0660(7) Uani 1 1 d . . . . .
H6B H 0.355883 0.011932 0.499440 0.079 Uiso 1 1 calc R U . . .
C7B C 0.39384(19) -0.0752(2) 0.44999(10) 0.0701(8) Uani 1 1 d . . . . .
H7B H 0.376264 -0.146735 0.459584 0.084 Uiso 1 1 calc R U . . .
C8B C 0.4312(2) -0.0645(2) 0.41198(10) 0.0703(8) Uani 1 1 d . . . . .
H8B H 0.436271 -0.128578 0.395691 0.084 Uiso 1 1 calc R U . . .
C9AB C 0.45274(16) 0.13686(19) 0.42139(7) 0.0472(5) Uani 1 1 d . . . . .
C9B C 0.46143(18) 0.0407(2) 0.39766(8) 0.0611(7) Uani 1 1 d . . . . .
H9C H 0.487627 0.046672 0.372048 0.073 Uiso 1 1 calc R U . . .
C9BB C 0.48042(16) 0.25767(18) 0.41083(6) 0.0421(5) Uani 1 1 d . . . . .
H9D H 0.430611 0.278344 0.387242 0.051 Uiso 1 1 calc R U . . .
C10D C 0.62237(15) 0.41139(17) 0.40419(6) 0.0395(5) Uani 1 1 d . . . . .
H10B H 0.664899 0.418799 0.430531 0.047 Uiso 1 1 calc R U . . .
C10B C 0.60090(15) 0.28322(17) 0.39823(6) 0.0378(5) Uani 1 1 d . . . . .
C11B C 0.60605(18) 0.24696(19) 0.35383(7) 0.0456(5) Uani 1 1 d . . . . .
C12B C 0.68623(17) 0.21846(19) 0.42526(7) 0.0474(5) Uani 1 1 d . . . . .
C13B C 0.69373(16) 0.68355(18) 0.35624(7) 0.0450(5) Uani 1 1 d . . . . .
C14B C 0.7487(2) 0.6695(2) 0.32160(8) 0.0578(6) Uani 1 1 d . . . . .
H14B H 0.757840 0.596988 0.311089 0.069 Uiso 1 1 calc R U . . .
C15B C 0.7899(2) 0.7624(2) 0.30266(9) 0.0727(8) Uani 1 1 d . . . . .
H15B H 0.828493 0.753525 0.279718 0.087 Uiso 1 1 calc R U . . .
C16B C 0.7730(2) 0.8681(2) 0.31821(11) 0.0815(9) Uani 1 1 d . . . . .
C17B C 0.7197(2) 0.8852(2) 0.35204(10) 0.0800(9) Uani 1 1 d . . . . .
H17B H 0.710052 0.958230 0.361963 0.096 Uiso 1 1 calc R U . . .
C18B C 0.6799(2) 0.7916(2) 0.37157(8) 0.0601(6) Uani 1 1 d . . . . .
H18B H 0.643731 0.801456 0.395058 0.072 Uiso 1 1 calc R U . . .
S1 S 0.88825(6) 0.22062(7) 0.75287(2) 0.0696(3) Uani 0.900(2) 1 d . . P A 1
S2 S 0.61209(6) 0.15706(7) 0.24215(2) 0.0663(3) Uani 0.900(2) 1 d . . P A 1
O1 O 0.97044(17) 0.3012(2) 0.73654(6) 0.0953(7) Uani 1 1 d . . . . .
O2 O 0.52602(16) 0.23519(17) 0.25686(5) 0.0797(6) Uani 1 1 d . . . . .
C1 C 0.9571(4) 0.0897(3) 0.75944(16) 0.1444(17) Uani 0.900(2) 1 d . . P A 1
D1A D 0.909007 0.034352 0.769831 0.217 Uiso 0.900(2) 1 calc R U P A 1
D1B D 0.979639 0.064286 0.733732 0.217 Uiso 0.900(2) 1 calc R U P A 1
D1C D 1.020149 0.099086 0.778340 0.217 Uiso 0.900(2) 1 calc R U P A 1
C2 C 0.8904(3) 0.2599(3) 0.80435(9) 0.0932(10) Uani 0.900(2) 1 d . . P A 1
D2A D 0.840123 0.213056 0.817735 0.140 Uiso 0.900(2) 1 calc R U P A 1
D2B D 0.962743 0.249793 0.817165 0.140 Uiso 0.900(2) 1 calc R U P A 1
D2C D 0.869339 0.338231 0.806290 0.140 Uiso 0.900(2) 1 calc R U P A 1
C3 C 0.5520(4) 0.0212(3) 0.24117(16) 0.1469(17) Uani 0.900(2) 1 d . . P A 1
D3A D 0.602617 -0.033546 0.231996 0.220 Uiso 0.900(2) 1 calc R U P A 1
D3B D 0.533665 0.001325 0.268036 0.220 Uiso 0.900(2) 1 calc R U P A 1
D3C D 0.486952 0.021621 0.222931 0.220 Uiso 0.900(2) 1 calc R U P A 1
C4 C 0.6058(3) 0.1828(3) 0.18925(9) 0.1004(11) Uani 0.900(2) 1 d . . P A 1
D4A D 0.658613 0.135969 0.177205 0.151 Uiso 0.900(2) 1 calc R U P A 1
D4B D 0.533974 0.164873 0.177290 0.151 Uiso 0.900(2) 1 calc R U P A 1
D4C D 0.621492 0.261431 0.184481 0.151 Uiso 0.900(2) 1 calc R U P A 1
S1C S 0.9766(10) 0.2220(10) 0.7723(4) 0.119(4) Uiso 0.100(2) 1 d . . P A 2
S2C S 0.5249(11) 0.1376(11) 0.2242(4) 0.127(5) Uiso 0.100(2) 1 d . . P A 2
C1C C 0.9571(4) 0.0897(3) 0.75944(16) 0.1444(17) Uani 0.100(2) 1 d . . P A 2
D1D D 0.961940 0.043042 0.783427 0.217 Uiso 0.100(2) 1 calc R U P A 2
D1E D 0.885974 0.081387 0.745361 0.217 Uiso 0.100(2) 1 calc R U P A 2
D1F D 1.011787 0.066516 0.741912 0.217 Uiso 0.100(2) 1 calc R U P A 2
C2C C 0.8904(3) 0.2599(3) 0.80435(9) 0.0932(10) Uani 0.100(2) 1 d . . P A 2
D2D D 0.895172 0.208514 0.827075 0.140 Uiso 0.100(2) 1 calc R U P A 2
D2E D 0.906978 0.335675 0.813768 0.140 Uiso 0.100(2) 1 calc R U P A 2
D2F D 0.817674 0.257941 0.791216 0.140 Uiso 0.100(2) 1 calc R U P A 2
C3C C 0.5520(4) 0.0212(3) 0.24117(16) 0.1469(17) Uani 0.100(2) 1 d . . P A 2
D3D D 0.549542 -0.033069 0.219339 0.220 Uiso 0.100(2) 1 calc R U P A 2
D3E D 0.623960 0.022036 0.254941 0.220 Uiso 0.100(2) 1 calc R U P A 2
D3F D 0.499808 0.000353 0.260030 0.220 Uiso 0.100(2) 1 calc R U P A 2
C4C C 0.6058(3) 0.1828(3) 0.18925(9) 0.1004(11) Uani 0.100(2) 1 d . . P A 2
D4D D 0.583078 0.257231 0.180095 0.151 Uiso 0.100(2) 1 calc R U P A 2
D4E D 0.679976 0.185905 0.200932 0.151 Uiso 0.100(2) 1 calc R U P A 2
D4F D 0.600987 0.131173 0.166593 0.151 Uiso 0.100(2) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S5A C4AA 1.754(2) . ?
S5A C5AA 1.750(2) . ?
F1A C11A 1.342(3) . ?
F2A C11A 1.326(3) . ?
F3A C11A 1.342(2) . ?
F4A C16A 1.362(3) . ?
O1A C1A 1.216(2) . ?
O2A C12A 1.195(3) . ?
O3A H3A 0.85(3) . ?
O3A C12A 1.312(3) . ?
N2A C1A 1.376(3) . ?
N2A C3A 1.473(3) . ?
N2A C13A 1.417(3) . ?
C1A C10C 1.519(3) . ?
C3AA H3B 0.9800 . ?
C3AA C3A 1.511(3) . ?
C3AA C4A 1.495(3) . ?
C3AA C10C 1.532(3) . ?
C3A H3C 0.9700 . ?
C3A H3D 0.9700 . ?
C4AA C4A 1.325(3) . ?
C4AA C9BA 1.518(3) . ?
C4A H4A 0.9300 . ?
C5AA C6A 1.393(3) . ?
C5AA C9AA 1.396(3) . ?
C6A H6A 0.9300 . ?
C6A C7A 1.371(4) . ?
C7A H7A 0.9300 . ?
C7A C8A 1.373(4) . ?
C8A H8A 0.9300 . ?
C8A C9A 1.396(4) . ?
C9AA C9A 1.381(3) . ?
C9AA C9BA 1.512(3) . ?
C9A H9A 0.9300 . ?
C9BA H9B 0.9800 . ?
C9BA C10A 1.602(3) . ?
C10C H10A 0.9800 . ?
C10C C10A 1.542(3) . ?
C10A C11A 1.529(3) . ?
C10A C12A 1.533(3) . ?
C13A C14A 1.387(3) . ?
C13A C18A 1.385(3) . ?
C14A H14A 0.9300 . ?
C14A C15A 1.379(3) . ?
C15A H15A 0.9300 . ?
C15A C16A 1.362(4) . ?
C16A C17A 1.355(4) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.379(4) . ?
C18A H18A 0.9300 . ?
S5B C4AB 1.757(2) . ?
S5B C5AB 1.754(3) . ?
F1B C12B 1.342(3) . ?
F2B C12B 1.330(2) . ?
F3B C12B 1.342(2) . ?
F4B C16B 1.362(3) . ?
O1B C1B 1.213(2) . ?
O2B C11B 1.199(2) . ?
O3B H3E 0.82(3) . ?
O3B C11B 1.314(3) . ?
N2B C1B 1.381(3) . ?
N2B C3B 1.475(3) . ?
N2B C13B 1.422(3) . ?
C1B C10D 1.515(3) . ?
C3AB H3H 0.9800 . ?
C3AB C3B 1.514(3) . ?
C3AB C4B 1.495(3) . ?
C3AB C10D 1.538(3) . ?
C3B H3G 0.9700 . ?
C3B H3F 0.9700 . ?
C4AB C4B 1.323(3) . ?
C4AB C9BB 1.518(3) . ?
C4B H4B 0.9300 . ?
C5AB C6B 1.394(3) . ?
C5AB C9AB 1.393(3) . ?
C6B H6B 0.9300 . ?
C6B C7B 1.371(4) . ?
C7B H7B 0.9300 . ?
C7B C8B 1.374(4) . ?
C8B H8B 0.9300 . ?
C8B C9B 1.384(4) . ?
C9AB C9B 1.384(3) . ?
C9AB C9BB 1.507(3) . ?
C9B H9C 0.9300 . ?
C9BB H9D 0.9800 . ?
C9BB C10B 1.597(3) . ?
C10D H10B 0.9800 . ?
C10D C10B 1.539(3) . ?
C10B C11B 1.530(3) . ?
C10B C12B 1.523(3) . ?
C13B C14B 1.382(3) . ?
C13B C18B 1.383(3) . ?
C14B H14B 0.9300 . ?
C14B C15B 1.375(3) . ?
C15B H15B 0.9300 . ?
C15B C16B 1.366(4) . ?
C16B C17B 1.353(4) . ?
C17B H17B 0.9300 . ?
C17B C18B 1.383(4) . ?
C18B H18B 0.9300 . ?
S1 O1 1.514(2) . ?
S1 C1 1.760(4) . ?
S1 C2 1.756(3) . ?
S2 O2 1.5092(19) . ?
S2 C3 1.758(4) . ?
S2 C4 1.765(3) . ?
O1 S1C 1.500(12) . ?
O2 S2C 1.572(13) . ?
C1 D1A 0.9600 . ?
C1 D1B 0.9600 . ?
C1 D1C 0.9600 . ?
C2 D2A 0.9600 . ?
C2 D2B 0.9600 . ?
C2 D2C 0.9600 . ?
C3 D3A 0.9600 . ?
C3 D3B 0.9600 . ?
C3 D3C 0.9600 . ?
C4 D4A 0.9600 . ?
C4 D4B 0.9600 . ?
C4 D4C 0.9600 . ?
S1C C1C 1.624(12) . ?
S1C C2C 1.617(12) . ?
S2C C3C 1.504(13) . ?
S2C C4C 1.668(13) . ?
C1C D1D 0.9600 . ?
C1C D1E 0.9600 . ?
C1C D1F 0.9600 . ?
C2C D2D 0.9600 . ?
C2C D2E 0.9600 . ?
C2C D2F 0.9600 . ?
C3C D3D 0.9600 . ?
C3C D3E 0.9600 . ?
C3C D3F 0.9600 . ?
C4C D4D 0.9600 . ?
C4C D4E 0.9600 . ?
C4C D4F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5AA S5A C4AA 92.11(11) . . ?
C12A O3A H3A 114.1(19) . . ?
C1A N2A C3A 111.93(17) . . ?
C1A N2A C13A 126.07(17) . . ?
C13A N2A C3A 121.72(17) . . ?
O1A C1A N2A 126.7(2) . . ?
O1A C1A C10C 127.23(19) . . ?
N2A C1A C10C 106.05(17) . . ?
C3A C3AA H3B 108.8 . . ?
C3A C3AA C10C 100.96(16) . . ?
C4A C3AA H3B 108.8 . . ?
C4A C3AA C3A 120.38(18) . . ?
C4A C3AA C10C 108.59(17) . . ?
C10C C3AA H3B 108.8 . . ?
N2A C3A C3AA 102.01(16) . . ?
N2A C3A H3C 111.4 . . ?
N2A C3A H3D 111.4 . . ?
C3AA C3A H3C 111.4 . . ?
C3AA C3A H3D 111.4 . . ?
H3C C3A H3D 109.2 . . ?
C4A C4AA S5A 126.26(17) . . ?
C4A C4AA C9BA 121.00(19) . . ?
C9BA C4AA S5A 112.68(16) . . ?
C3AA C4A H4A 122.8 . . ?
C4AA C4A C3AA 114.45(19) . . ?
C4AA C4A H4A 122.8 . . ?
C6A C5AA S5A 124.5(2) . . ?
C6A C5AA C9AA 121.2(2) . . ?
C9AA C5AA S5A 114.24(18) . . ?
C5AA C6A H6A 120.6 . . ?
C7A C6A C5AA 118.8(3) . . ?
C7A C6A H6A 120.6 . . ?
C6A C7A H7A 119.7 . . ?
C6A C7A C8A 120.7(3) . . ?
C8A C7A H7A 119.7 . . ?
C7A C8A H8A 119.6 . . ?
C7A C8A C9A 120.8(3) . . ?
C9A C8A H8A 119.6 . . ?
C5AA C9AA C9BA 113.5(2) . . ?
C9A C9AA C5AA 118.9(2) . . ?
C9A C9AA C9BA 127.5(2) . . ?
C8A C9A H9A 120.3 . . ?
C9AA C9A C8A 119.4(3) . . ?
C9AA C9A H9A 120.3 . . ?
C4AA C9BA H9B 106.1 . . ?
C4AA C9BA C10A 112.28(17) . . ?
C9AA C9BA C4AA 107.21(17) . . ?
C9AA C9BA H9B 106.1 . . ?
C9AA C9BA C10A 118.23(17) . . ?
C10A C9BA H9B 106.1 . . ?
C1A C10C C3AA 102.59(16) . . ?
C1A C10C H10A 105.9 . . ?
C1A C10C C10A 120.90(17) . . ?
C3AA C10C H10A 105.9 . . ?
C3AA C10C C10A 114.50(16) . . ?
C10A C10C H10A 105.9 . . ?
C10C C10A C9BA 108.39(16) . . ?
C11A C10A C9BA 111.01(17) . . ?
C11A C10A C10C 107.22(17) . . ?
C11A C10A C12A 110.95(19) . . ?
C12A C10A C9BA 107.37(17) . . ?
C12A C10A C10C 111.91(18) . . ?
F1A C11A C10A 110.42(18) . . ?
F2A C11A F1A 106.5(2) . . ?
F2A C11A F3A 106.54(18) . . ?
F2A C11A C10A 115.2(2) . . ?
F3A C11A F1A 106.6(2) . . ?
F3A C11A C10A 110.99(19) . . ?
O2A C12A O3A 124.8(2) . . ?
O2A C12A C10A 124.8(3) . . ?
O3A C12A C10A 110.4(2) . . ?
C14A C13A N2A 121.2(2) . . ?
C18A C13A N2A 119.8(2) . . ?
C18A C13A C14A 119.0(2) . . ?
C13A C14A H14A 120.0 . . ?
C15A C14A C13A 119.9(2) . . ?
C15A C14A H14A 120.0 . . ?
C14A C15A H15A 120.4 . . ?
C16A C15A C14A 119.2(3) . . ?
C16A C15A H15A 120.4 . . ?
C15A C16A F4A 118.2(3) . . ?
C17A C16A F4A 119.2(3) . . ?
C17A C16A C15A 122.6(3) . . ?
C16A C17A H17A 120.8 . . ?
C16A C17A C18A 118.4(3) . . ?
C18A C17A H17A 120.8 . . ?
C13A C18A H18A 119.6 . . ?
C17A C18A C13A 120.9(2) . . ?
C17A C18A H18A 119.6 . . ?
C5AB S5B C4AB 92.52(11) . . ?
C11B O3B H3E 109.3(18) . . ?
C1B N2B C3B 111.79(17) . . ?
C1B N2B C13B 125.66(17) . . ?
C13B N2B C3B 122.13(17) . . ?
O1B C1B N2B 126.6(2) . . ?
O1B C1B C10D 127.05(19) . . ?
N2B C1B C10D 106.24(17) . . ?
C3B C3AB H3H 108.5 . . ?
C3B C3AB C10D 100.99(16) . . ?
C4B C3AB H3H 108.5 . . ?
C4B C3AB C3B 121.08(18) . . ?
C4B C3AB C10D 108.48(17) . . ?
C10D C3AB H3H 108.5 . . ?
N2B C3B C3AB 102.22(16) . . ?
N2B C3B H3G 111.3 . . ?
N2B C3B H3F 111.3 . . ?
C3AB C3B H3G 111.3 . . ?
C3AB C3B H3F 111.3 . . ?
H3G C3B H3F 109.2 . . ?
C4B C4AB S5B 127.72(18) . . ?
C4B C4AB C9BB 120.1(2) . . ?
C9BB C4AB S5B 112.21(17) . . ?
C3AB C4B H4B 122.9 . . ?
C4AB C4B C3AB 114.3(2) . . ?
C4AB C4B H4B 122.9 . . ?
C6B C5AB S5B 124.8(2) . . ?
C9AB C5AB S5B 113.77(18) . . ?
C9AB C5AB C6B 121.4(2) . . ?
C5AB C6B H6B 120.6 . . ?
C7B C6B C5AB 118.8(3) . . ?
C7B C6B H6B 120.6 . . ?
C6B C7B H7B 119.8 . . ?
C6B C7B C8B 120.5(3) . . ?
C8B C7B H7B 119.8 . . ?
C7B C8B H8B 119.6 . . ?
C7B C8B C9B 120.7(3) . . ?
C9B C8B H8B 119.6 . . ?
C5AB C9AB C9BB 114.0(2) . . ?
C9B C9AB C5AB 118.4(2) . . ?
C9B C9AB C9BB 127.6(2) . . ?
C8B C9B H9C 119.9 . . ?
C9AB C9B C8B 120.1(3) . . ?
C9AB C9B H9C 119.9 . . ?
C4AB C9BB H9D 106.2 . . ?
C4AB C9BB C10B 112.09(17) . . ?
C9AB C9BB C4AB 107.49(18) . . ?
C9AB C9BB H9D 106.2 . . ?
C9AB C9BB C10B 117.91(17) . . ?
C10B C9BB H9D 106.2 . . ?
C1B C10D C3AB 102.89(16) . . ?
C1B C10D H10B 105.9 . . ?
C1B C10D C10B 120.70(17) . . ?
C3AB C10D H10B 105.9 . . ?
C3AB C10D C10B 114.51(16) . . ?
C10B C10D H10B 105.9 . . ?
C10D C10B C9BB 107.67(15) . . ?
C11B C10B C9BB 107.88(16) . . ?
C11B C10B C10D 112.01(17) . . ?
C12B C10B C9BB 111.21(17) . . ?
C12B C10B C10D 108.17(16) . . ?
C12B C10B C11B 109.90(17) . . ?
O2B C11B O3B 124.5(2) . . ?
O2B C11B C10B 124.5(2) . . ?
O3B C11B C10B 111.00(18) . . ?
F1B C12B F3B 106.13(18) . . ?
F1B C12B C10B 110.93(17) . . ?
F2B C12B F1B 105.71(18) . . ?
F2B C12B F3B 106.42(17) . . ?
F2B C12B C10B 115.58(18) . . ?
F3B C12B C10B 111.48(18) . . ?
C14B C13B N2B 121.1(2) . . ?
C14B C13B C18B 119.6(2) . . ?
C18B C13B N2B 119.2(2) . . ?
C13B C14B H14B 119.9 . . ?
C15B C14B C13B 120.1(2) . . ?
C15B C14B H14B 119.9 . . ?
C14B C15B H15B 120.7 . . ?
C16B C15B C14B 118.7(3) . . ?
C16B C15B H15B 120.7 . . ?
F4B C16B C15B 118.0(3) . . ?
C17B C16B F4B 119.2(3) . . ?
C17B C16B C15B 122.8(3) . . ?
C16B C17B H17B 120.7 . . ?
C16B C17B C18B 118.6(3) . . ?
C18B C17B H17B 120.7 . . ?
C13B C18B C17B 120.1(3) . . ?
C13B C18B H18B 119.9 . . ?
C17B C18B H18B 119.9 . . ?
O1 S1 C1 105.28(17) . . ?
O1 S1 C2 102.75(15) . . ?
C2 S1 C1 98.1(2) . . ?
O2 S2 C3 104.77(17) . . ?
O2 S2 C4 103.73(14) . . ?
C3 S2 C4 98.8(2) . . ?
S1 C1 D1A 109.5 . . ?
S1 C1 D1B 109.5 . . ?
S1 C1 D1C 109.5 . . ?
D1A C1 D1B 109.5 . . ?
D1A C1 D1C 109.5 . . ?
D1B C1 D1C 109.5 . . ?
S1 C2 D2A 109.5 . . ?
S1 C2 D2B 109.5 . . ?
S1 C2 D2C 109.5 . . ?
D2A C2 D2B 109.5 . . ?
D2A C2 D2C 109.5 . . ?
D2B C2 D2C 109.5 . . ?
S2 C3 D3A 109.5 . . ?
S2 C3 D3B 109.5 . . ?
S2 C3 D3C 109.5 . . ?
D3A C3 D3B 109.5 . . ?
D3A C3 D3C 109.5 . . ?
D3B C3 D3C 109.5 . . ?
S2 C4 D4A 109.5 . . ?
S2 C4 D4B 109.5 . . ?
S2 C4 D4C 109.5 . . ?
D4A C4 D4B 109.5 . . ?
D4A C4 D4C 109.5 . . ?
D4B C4 D4C 109.5 . . ?
O1 S1C C1C 113.1(8) . . ?
O1 S1C C2C 110.3(7) . . ?
C2C S1C C1C 110.1(7) . . ?
O2 S2C C4C 105.5(8) . . ?
C3C S2C O2 114.9(8) . . ?
C3C S2C C4C 114.8(8) . . ?
S1C C1C D1D 109.5 . . ?
S1C C1C D1E 109.5 . . ?
S1C C1C D1F 109.5 . . ?
D1D C1C D1E 109.5 . . ?
D1D C1C D1F 109.5 . . ?
D1E C1C D1F 109.5 . . ?
S1C C2C D2D 109.5 . . ?
S1C C2C D2E 109.5 . . ?
S1C C2C D2F 109.5 . . ?
D2D C2C D2E 109.5 . . ?
D2D C2C D2F 109.5 . . ?
D2E C2C D2F 109.5 . . ?
S2C C3C D3D 109.5 . . ?
S2C C3C D3E 109.5 . . ?
S2C C3C D3F 109.5 . . ?
D3D C3C D3E 109.5 . . ?
D3D C3C D3F 109.5 . . ?
D3E C3C D3F 109.5 . . ?
S2C C4C D4D 109.5 . . ?
S2C C4C D4E 109.5 . . ?
S2C C4C D4F 109.5 . . ?
D4D C4C D4E 109.5 . . ?
D4D C4C D4F 109.5 . . ?
D4E C4C D4F 109.5 . . ?

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
O3A H3A O1 0.85(3) 1.68(3) 2.530(2) 178(3) . yes
O3B H3E O2 0.82(3) 1.72(3) 2.543(2) 176(3) . 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
S5A C4AA C4A C3AA 179.11(14) . . . . ?
S5A C4AA C9BA C9AA -3.9(2) . . . . ?
S5A C4AA C9BA C10A -135.41(15) . . . . ?
S5A C5AA C6A C7A 175.75(19) . . . . ?
S5A C5AA C9AA C9A -174.05(18) . . . . ?
S5A C5AA C9AA C9BA 3.2(2) . . . . ?
F4A C16A C17A C18A -179.3(2) . . . . ?
O1A C1A C10C C3AA -157.9(2) . . . . ?
O1A C1A C10C C10A -29.0(3) . . . . ?
N2A C1A C10C C3AA 24.7(2) . . . . ?
N2A C1A C10C C10A 153.64(18) . . . . ?
N2A C13A C14A C15A 177.9(2) . . . . ?
N2A C13A C18A C17A -177.0(2) . . . . ?
C1A N2A C3A C3AA -24.3(2) . . . . ?
C1A N2A C13A C14A 26.3(3) . . . . ?
C1A N2A C13A C18A -155.7(2) . . . . ?
C1A C10C C10A C9BA -142.28(18) . . . . ?
C1A C10C C10A C11A 97.8(2) . . . . ?
C1A C10C C10A C12A -24.1(3) . . . . ?
C3AA C10C C10A C9BA -18.8(2) . . . . ?
C3AA C10C C10A C11A -138.67(18) . . . . ?
C3AA C10C C10A C12A 99.4(2) . . . . ?
C3A N2A C1A O1A -177.8(2) . . . . ?
C3A N2A C1A C10C -0.4(2) . . . . ?
C3A N2A C13A C14A -160.4(2) . . . . ?
C3A N2A C13A C18A 17.7(3) . . . . ?
C3A C3AA C4A C4AA -164.92(19) . . . . ?
C3A C3AA C10C C1A -38.4(2) . . . . ?
C3A C3AA C10C C10A -171.22(17) . . . . ?
C4AA S5A C5AA C6A 177.0(2) . . . . ?
C4AA S5A C5AA C9AA -4.74(17) . . . . ?
C4AA C9BA C10A C10C -31.3(2) . . . . ?
C4AA C9BA C10A C11A 86.2(2) . . . . ?
C4AA C9BA C10A C12A -152.34(18) . . . . ?
C4A C3AA C3A N2A 157.02(17) . . . . ?
C4A C3AA C10C C1A -165.86(17) . . . . ?
C4A C3AA C10C C10A 61.3(2) . . . . ?
C4A C4AA C9BA C9AA 178.61(19) . . . . ?
C4A C4AA C9BA C10A 47.1(3) . . . . ?
C5AA S5A C4AA C4A -177.8(2) . . . . ?
C5AA S5A C4AA C9BA 4.94(15) . . . . ?
C5AA C6A C7A C8A -0.7(4) . . . . ?
C5AA C9AA C9A C8A -3.0(4) . . . . ?
C5AA C9AA C9BA C4AA 0.5(2) . . . . ?
C5AA C9AA C9BA C10A 128.6(2) . . . . ?
C6A C5AA C9AA C9A 4.2(3) . . . . ?
C6A C5AA C9AA C9BA -178.5(2) . . . . ?
C6A C7A C8A C9A 1.9(4) . . . . ?
C7A C8A C9A C9AA 0.0(4) . . . . ?
C9AA C5AA C6A C7A -2.3(3) . . . . ?
C9AA C9BA C10A C10C -156.94(18) . . . . ?
C9AA C9BA C10A C11A -39.4(3) . . . . ?
C9AA C9BA C10A C12A 82.0(2) . . . . ?
C9A C9AA C9BA C4AA 177.5(2) . . . . ?
C9A C9AA C9BA C10A -54.5(3) . . . . ?
C9BA C4AA C4A C3AA -3.8(3) . . . . ?
C9BA C9AA C9A C8A -179.8(2) . . . . ?
C9BA C10A C11A F1A -54.9(2) . . . . ?
C9BA C10A C11A F2A 65.9(3) . . . . ?
C9BA C10A C11A F3A -172.89(19) . . . . ?
C9BA C10A C12A O2A -112.1(3) . . . . ?
C9BA C10A C12A O3A 66.7(2) . . . . ?
C10C C3AA C3A N2A 37.69(19) . . . . ?
C10C C3AA C4A C4AA -49.5(2) . . . . ?
C10C C10A C11A F1A 63.4(2) . . . . ?
C10C C10A C11A F2A -175.88(19) . . . . ?
C10C C10A C11A F3A -54.7(2) . . . . ?
C10C C10A C12A O2A 129.1(2) . . . . ?
C10C C10A C12A O3A -52.1(2) . . . . ?
C11A C10A C12A O2A 9.4(3) . . . . ?
C11A C10A C12A O3A -171.82(18) . . . . ?
C12A C10A C11A F1A -174.17(18) . . . . ?
C12A C10A C11A F2A -53.4(3) . . . . ?
C12A C10A C11A F3A 67.8(3) . . . . ?
C13A N2A C1A O1A -3.9(4) . . . . ?
C13A N2A C1A C10C 173.50(19) . . . . ?
C13A N2A C3A C3AA 161.47(18) . . . . ?
C13A C14A C15A C16A -1.0(4) . . . . ?
C14A C13A C18A C17A 1.1(4) . . . . ?
C14A C15A C16A F4A -179.7(2) . . . . ?
C14A C15A C16A C17A 1.2(4) . . . . ?
C15A C16A C17A C18A -0.2(5) . . . . ?
C16A C17A C18A C13A -0.9(4) . . . . ?
C18A C13A C14A C15A -0.2(3) . . . . ?
S5B C4AB C4B C3AB 175.59(16) . . . . ?
S5B C4AB C9BB C9AB 0.8(2) . . . . ?
S5B C4AB C9BB C10B -130.33(15) . . . . ?
S5B C5AB C6B C7B 177.70(19) . . . . ?
S5B C5AB C9AB C9B -176.54(17) . . . . ?
S5B C5AB C9AB C9BB 1.6(2) . . . . ?
F4B C16B C17B C18B -179.1(3) . . . . ?
O1B C1B C10D C3AB -158.9(2) . . . . ?
O1B C1B C10D C10B -29.8(3) . . . . ?
N2B C1B C10D C3AB 24.1(2) . . . . ?
N2B C1B C10D C10B 153.20(17) . . . . ?
N2B C13B C14B C15B 178.9(2) . . . . ?
N2B C13B C18B C17B -177.8(2) . . . . ?
C1B N2B C3B C3AB -24.1(2) . . . . ?
C1B N2B C13B C14B 25.1(3) . . . . ?
C1B N2B C13B C18B -156.3(2) . . . . ?
C1B C10D C10B C9BB -141.12(17) . . . . ?
C1B C10D C10B C11B -22.7(2) . . . . ?
C1B C10D C10B C12B 98.6(2) . . . . ?
C3AB C10D C10B C9BB -17.4(2) . . . . ?
C3AB C10D C10B C11B 101.1(2) . . . . ?
C3AB C10D C10B C12B -137.63(18) . . . . ?
C3B N2B C1B O1B -177.2(2) . . . . ?
C3B N2B C1B C10D -0.2(2) . . . . ?
C3B N2B C13B C14B -162.9(2) . . . . ?
C3B N2B C13B C18B 15.6(3) . . . . ?
C3B C3AB C4B C4AB -165.0(2) . . . . ?
C3B C3AB C10D C1B -37.66(19) . . . . ?
C3B C3AB C10D C10B -170.50(17) . . . . ?
C4AB S5B C5AB C6B 179.8(2) . . . . ?
C4AB S5B C5AB C9AB -0.94(18) . . . . ?
C4AB C9BB C10B C10D -34.1(2) . . . . ?
C4AB C9BB C10B C11B -155.21(18) . . . . ?
C4AB C9BB C10B C12B 84.2(2) . . . . ?
C4B C3AB C3B N2B 156.67(18) . . . . ?
C4B C3AB C10D C1B -165.94(17) . . . . ?
C4B C3AB C10D C10B 61.2(2) . . . . ?
C4B C4AB C9BB C9AB -178.3(2) . . . . ?
C4B C4AB C9BB C10B 50.6(3) . . . . ?
C5AB S5B C4AB C4B 179.1(2) . . . . ?
C5AB S5B C4AB C9BB 0.03(16) . . . . ?
C5AB C6B C7B C8B -1.0(4) . . . . ?
C5AB C9AB C9B C8B -1.5(3) . . . . ?
C5AB C9AB C9BB C4AB -1.5(2) . . . . ?
C5AB C9AB C9BB C10B 126.3(2) . . . . ?
C6B C5AB C9AB C9B 2.7(3) . . . . ?
C6B C5AB C9AB C9BB -179.2(2) . . . . ?
C6B C7B C8B C9B 2.2(4) . . . . ?
C7B C8B C9B C9AB -1.0(4) . . . . ?
C9AB C5AB C6B C7B -1.5(3) . . . . ?
C9AB C9BB C10B C10D -159.74(18) . . . . ?
C9AB C9BB C10B C11B 79.2(2) . . . . ?
C9AB C9BB C10B C12B -41.4(2) . . . . ?
C9B C9AB C9BB C4AB 176.4(2) . . . . ?
C9B C9AB C9BB C10B -55.7(3) . . . . ?
C9BB C4AB C4B C3AB -5.5(3) . . . . ?
C9BB C9AB C9B C8B -179.3(2) . . . . ?
C9BB C10B C11B O2B -112.0(2) . . . . ?
C9BB C10B C11B O3B 65.9(2) . . . . ?
C9BB C10B C12B F1B -56.3(2) . . . . ?
C9BB C10B C12B F2B 64.0(2) . . . . ?
C9BB C10B C12B F3B -174.34(17) . . . . ?
C10D C3AB C3B N2B 37.06(19) . . . . ?
C10D C3AB C4B C4AB -49.1(3) . . . . ?
C10D C10B C11B O2B 129.6(2) . . . . ?
C10D C10B C11B O3B -52.5(2) . . . . ?
C10D C10B C12B F1B 61.7(2) . . . . ?
C10D C10B C12B F2B -177.97(18) . . . . ?
C10D C10B C12B F3B -56.3(2) . . . . ?
C11B C10B C12B F1B -175.69(16) . . . . ?
C11B C10B C12B F2B -55.4(2) . . . . ?
C11B C10B C12B F3B 66.3(2) . . . . ?
C12B C10B C11B O2B 9.4(3) . . . . ?
C12B C10B C11B O3B -172.73(17) . . . . ?
C13B N2B C1B O1B -4.5(3) . . . . ?
C13B N2B C1B C10D 172.48(18) . . . . ?
C13B N2B C3B C3AB 162.92(18) . . . . ?
C13B C14B C15B C16B -1.5(4) . . . . ?
C14B C13B C18B C17B 0.8(4) . . . . ?
C14B C15B C16B F4B -179.7(3) . . . . ?
C14B C15B C16B C17B 1.6(5) . . . . ?
C15B C16B C17B C18B -0.5(5) . . . . ?
C16B C17B C18B C13B -0.7(4) . . . . ?
C18B C13B C14B C15B 0.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT910_Pok90               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 27 Note
RESPONSE: Closed by beamstop.
;
####################################################################### 
# 
# 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_ZV2115
_database_code_depnum_ccdc_archive 'CCDC 2309508'
loop_
_audit_author_name
_audit_author_address
'Mikhail Grigoriev'
;IPCE RAS
Russia
;
_audit_update_record             
;
2023-11-21 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;
_audit_creation_date             2023-11-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C23 H25 N O3 S), C2 D6 O S'
_chemical_formula_sum            'C48 H50 D6 N2 O7 S3'
_chemical_formula_weight         875.16
_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'
D D 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                   11.1667(8)
_cell_length_b                   13.3681(10)
_cell_length_c                   15.9013(13)
_cell_angle_alpha                74.286(2)
_cell_angle_beta                 80.082(2)
_cell_angle_gamma                71.936(2)
_cell_volume                     2162.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7364
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             924
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1141
_diffrn_reflns_av_unetI/netI     0.0952
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            58286
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.974
_diffrn_reflns_theta_min         3.732
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5899
_reflns_number_total             9374
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         9374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0402P)²+1.2660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1156
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C3A(H3AA), C12(H12B), C12A(H12A), C33A(H33C), C42(H42B), C42A(H42A)
1.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B),
 C10(H10A,H10B), C11(H11A,H11B), C33(H33A,H33B), C34(H34A,H34B), C36(H36A,H36B),
  C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B)
1.c Me refined with riding coordinates:
 C61(D61A,D61B,D61C), C62(D62A,D62B,D62C)
1.d Aromatic/amide H refined with riding coordinates:
 C22(H22A), C23(H23A), C24(H24A), C25(H25A), C26(H26A), C52(H52A), C53(H53A),
 C54(H54A), C55(H55A), C56(H56A)
;
_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
S5 S 0.17535(7) 1.00384(5) 0.24024(5) 0.02171(17) Uani 1 1 d . . . . .
O1 O 0.45138(16) 0.63626(14) 0.59373(12) 0.0179(4) Uani 1 1 d . . . . .
O2 O 0.30784(17) 0.63170(14) 0.37556(13) 0.0224(4) Uani 1 1 d . . . . .
O3 O 0.50837(17) 0.57535(15) 0.40896(13) 0.0240(5) Uani 1 1 d . . . . .
H3 H 0.505(3) 0.514(2) 0.4131(19) 0.029 Uiso 1 1 d . U . . .
N2 N 0.24476(18) 0.72903(16) 0.63160(14) 0.0135(5) Uani 1 1 d . . . . .
C1 C 0.3517(2) 0.7064(2) 0.57529(17) 0.0145(6) Uani 1 1 d . . . . .
C3 C 0.1438(2) 0.8188(2) 0.58680(17) 0.0165(6) Uani 1 1 d . . . . .
H3A H 0.141587 0.888637 0.598073 0.020 Uiso 1 1 calc R U . . .
H3B H 0.059777 0.805455 0.605803 0.020 Uiso 1 1 calc R U . . .
C3A C 0.1830(2) 0.8172(2) 0.49059(17) 0.0149(6) Uani 1 1 d . . . . .
H3AA H 0.158201 0.757689 0.477451 0.018 Uiso 1 1 calc R U . . .
C4 C 0.1343(2) 0.9220(2) 0.42265(17) 0.0163(6) Uani 1 1 d . . . . .
H4A H 0.045983 0.930626 0.413118 0.020 Uiso 1 1 calc R U . . .
H4B H 0.136117 0.984869 0.443446 0.020 Uiso 1 1 calc R U . . .
C4A C 0.2185(2) 0.9156(2) 0.33877(17) 0.0165(6) Uani 1 1 d . . . . .
C5A C 0.3177(3) 0.9498(2) 0.18416(18) 0.0217(6) Uani 1 1 d . . . . .
C6 C 0.3413(3) 0.9915(2) 0.08668(19) 0.0306(7) Uani 1 1 d . . . . .
H6A H 0.429657 0.996098 0.073219 0.037 Uiso 1 1 calc R U . . .
H6B H 0.285059 1.065891 0.070014 0.037 Uiso 1 1 calc R U . . .
C7 C 0.3206(3) 0.9240(3) 0.0298(2) 0.0358(8) Uani 1 1 d . . . . .
H7A H 0.318337 0.967071 -0.031620 0.043 Uiso 1 1 calc R U . . .
H7B H 0.236652 0.910697 0.049150 0.043 Uiso 1 1 calc R U . . .
C8 C 0.4212(3) 0.8137(3) 0.0313(2) 0.0398(8) Uani 1 1 d . . . . .
H8A H 0.410536 0.785838 -0.017845 0.048 Uiso 1 1 calc R U . . .
H8B H 0.505981 0.826126 0.020155 0.048 Uiso 1 1 calc R U . . .
C9 C 0.4183(3) 0.7267(2) 0.1151(2) 0.0354(8) Uani 1 1 d . . . . .
H9A H 0.425984 0.658280 0.098962 0.042 Uiso 1 1 calc R U . . .
H9B H 0.334355 0.746947 0.148363 0.042 Uiso 1 1 calc R U . . .
C10 C 0.5197(3) 0.7050(2) 0.17615(18) 0.0244(7) Uani 1 1 d . . . . .
H10A H 0.603512 0.676586 0.145492 0.029 Uiso 1 1 calc R U . . .
H10B H 0.506641 0.647832 0.228451 0.029 Uiso 1 1 calc R U . . .
C11 C 0.5223(2) 0.8033(2) 0.20699(18) 0.0201(6) Uani 1 1 d . . . . .
H11A H 0.578286 0.778361 0.254921 0.024 Uiso 1 1 calc R U . . .
H11B H 0.559248 0.851618 0.157766 0.024 Uiso 1 1 calc R U . . .
C11A C 0.3943(2) 0.8669(2) 0.23906(18) 0.0181(6) Uani 1 1 d . . . . .
C11B C 0.3370(2) 0.84726(19) 0.32723(17) 0.0139(6) Uani 1 1 d . . . . .
C12 C 0.3997(2) 0.75948(19) 0.40234(16) 0.0133(6) Uani 1 1 d . . . . .
H12B H 0.489477 0.760323 0.400099 0.016 Uiso 1 1 calc R U . . .
C12A C 0.3270(2) 0.7864(2) 0.48842(17) 0.0134(6) Uani 1 1 d . . . . .
H12A H 0.347431 0.852332 0.493200 0.016 Uiso 1 1 calc R U . . .
C13 C 0.3977(2) 0.6500(2) 0.39375(16) 0.0142(6) Uani 1 1 d . . . . .
C21 C 0.2405(2) 0.6996(2) 0.72436(17) 0.0165(6) Uani 1 1 d . . . . .
C22 C 0.3182(3) 0.6038(2) 0.76899(19) 0.0235(7) Uani 1 1 d . . . . .
H22A H 0.375454 0.554607 0.737309 0.028 Uiso 1 1 calc R U . . .
C23 C 0.3124(3) 0.5801(2) 0.85943(19) 0.0273(7) Uani 1 1 d . . . . .
H23A H 0.367066 0.514798 0.889145 0.033 Uiso 1 1 calc R U . . .
C24 C 0.2294(3) 0.6487(3) 0.9076(2) 0.0347(8) Uani 1 1 d . . . . .
H24A H 0.226227 0.631529 0.969822 0.042 Uiso 1 1 calc R U . . .
C25 C 0.1509(3) 0.7429(3) 0.8631(2) 0.0403(9) Uani 1 1 d . . . . .
H25A H 0.092934 0.791165 0.895279 0.048 Uiso 1 1 calc R U . . .
C26 C 0.1550(3) 0.7685(2) 0.7728(2) 0.0311(7) Uani 1 1 d . . . . .
H26A H 0.099318 0.833345 0.743481 0.037 Uiso 1 1 calc R U . . .
S35 S 0.09761(6) 0.50129(5) 0.69406(4) 0.01888(16) Uani 1 1 d . . . . .
O31 O 0.13798(16) 0.20137(14) 0.40148(12) 0.0198(4) Uani 1 1 d . . . . .
O32 O 0.32104(17) 0.16584(15) 0.60466(15) 0.0331(5) Uani 1 1 d . . . . .
O33 O 0.17814(18) 0.07837(15) 0.61514(14) 0.0276(5) Uani 1 1 d . . . . .
H33 H 0.244(3) 0.024(3) 0.624(2) 0.033 Uiso 1 1 d . U . . .
N32 N 0.23377(19) 0.33953(17) 0.34097(14) 0.0146(5) Uani 1 1 d . . . . .
C31 C 0.1670(2) 0.2811(2) 0.40512(17) 0.0147(6) Uani 1 1 d . . . . .
C33 C 0.2592(2) 0.4262(2) 0.37091(17) 0.0159(6) Uani 1 1 d . . . . .
H33A H 0.198972 0.497307 0.349334 0.019 Uiso 1 1 calc R U . . .
H33B H 0.346700 0.430944 0.351155 0.019 Uiso 1 1 calc R U . . .
C33A C 0.2398(2) 0.3889(2) 0.47058(16) 0.0136(6) Uani 1 1 d . . . . .
H33C H 0.318094 0.332795 0.491903 0.016 Uiso 1 1 calc R U . . .
C34 C 0.2020(2) 0.4744(2) 0.52421(17) 0.0155(6) Uani 1 1 d . . . . .
H34A H 0.278265 0.490922 0.534011 0.019 Uiso 1 1 calc R U . . .
H34B H 0.145593 0.541803 0.491957 0.019 Uiso 1 1 calc R U . . .
C34A C 0.1347(2) 0.4329(2) 0.61079(17) 0.0155(6) Uani 1 1 d . . . . .
C35A C 0.0191(2) 0.4111(2) 0.76080(17) 0.0181(6) Uani 1 1 d . . . . .
C36 C -0.0319(3) 0.4199(2) 0.85290(17) 0.0225(6) Uani 1 1 d . . . . .
H36A H -0.105060 0.389214 0.870753 0.027 Uiso 1 1 calc R U . . .
H36B H -0.062255 0.497141 0.854888 0.027 Uiso 1 1 calc R U . . .
C37 C 0.0682(3) 0.3602(2) 0.91798(19) 0.0276(7) Uani 1 1 d . . . . .
H37A H 0.129854 0.402540 0.909384 0.033 Uiso 1 1 calc R U . . .
H37B H 0.026230 0.356905 0.978407 0.033 Uiso 1 1 calc R U . . .
C38 C 0.1399(3) 0.2457(2) 0.9093(2) 0.0323(8) Uani 1 1 d . . . . .
H38A H 0.191008 0.249985 0.851647 0.039 Uiso 1 1 calc R U . . .
H38B H 0.199312 0.212801 0.955236 0.039 Uiso 1 1 calc R U . . .
C39 C 0.0577(3) 0.1713(2) 0.9167(2) 0.0344(8) Uani 1 1 d . . . . .
H39A H -0.028211 0.204953 0.941918 0.041 Uiso 1 1 calc R U . . .
H39B H 0.092524 0.102455 0.958782 0.041 Uiso 1 1 calc R U . . .
C40 C 0.0455(3) 0.1449(2) 0.82937(19) 0.0285(7) Uani 1 1 d . . . . .
H40A H 0.131462 0.120976 0.799774 0.034 Uiso 1 1 calc R U . . .
H40B H 0.007867 0.083547 0.843781 0.034 Uiso 1 1 calc R U . . .
C41 C -0.0346(3) 0.2391(2) 0.76480(18) 0.0231(7) Uani 1 1 d . . . . .
H41A H -0.051554 0.210320 0.718249 0.028 Uiso 1 1 calc R U . . .
H41B H -0.117128 0.268378 0.796586 0.028 Uiso 1 1 calc R U . . .
C41A C 0.0229(2) 0.3313(2) 0.72155(17) 0.0166(6) Uani 1 1 d . . . . .
C41B C 0.0897(2) 0.3439(2) 0.63512(17) 0.0154(6) Uani 1 1 d . . . . .
C42 C 0.1076(2) 0.2697(2) 0.57423(17) 0.0148(6) Uani 1 1 d . . . . .
H42B H 0.027332 0.249708 0.577914 0.018 Uiso 1 1 calc R U . . .
C42A C 0.1343(2) 0.3348(2) 0.48114(17) 0.0148(6) Uani 1 1 d . . . . .
H42A H 0.055265 0.394877 0.468129 0.018 Uiso 1 1 calc R U . . .
C43 C 0.2146(2) 0.1670(2) 0.59900(17) 0.0167(6) Uani 1 1 d . . . . .
C51 C 0.2557(2) 0.3368(2) 0.25091(17) 0.0168(6) Uani 1 1 d . . . . .
C52 C 0.1923(3) 0.2849(2) 0.21585(18) 0.0219(6) Uani 1 1 d . . . . .
H52A H 0.135835 0.247534 0.252898 0.026 Uiso 1 1 calc R U . . .
C53 C 0.2118(3) 0.2880(2) 0.12725(19) 0.0264(7) Uani 1 1 d . . . . .
H53A H 0.167397 0.253140 0.103781 0.032 Uiso 1 1 calc R U . . .
C54 C 0.2941(3) 0.3405(2) 0.07209(19) 0.0268(7) Uani 1 1 d . . . . .
H54A H 0.306733 0.341838 0.011205 0.032 Uiso 1 1 calc R U . . .
C55 C 0.3582(3) 0.3910(2) 0.10668(19) 0.0278(7) Uani 1 1 d . . . . .
H55A H 0.415702 0.427079 0.069380 0.033 Uiso 1 1 calc R U . . .
C56 C 0.3391(3) 0.3896(2) 0.19537(18) 0.0241(7) Uani 1 1 d . . . . .
H56A H 0.383395 0.424873 0.218404 0.029 Uiso 1 1 calc R U . . .
S1 S 0.48296(7) -0.13986(6) 0.67356(5) 0.02221(18) Uani 1 1 d . . . . .
O4 O 0.36102(16) -0.09702(14) 0.63075(13) 0.0226(4) Uani 1 1 d . . . . .
C61 C 0.4464(3) -0.0991(3) 0.7750(2) 0.0517(10) Uani 1 1 d . . . . .
D61A D 0.522509 -0.124687 0.806347 0.078 Uiso 1 1 calc R U . . .
D61B D 0.416338 -0.019989 0.763520 0.078 Uiso 1 1 calc R U . . .
D61C D 0.380311 -0.130158 0.810966 0.078 Uiso 1 1 calc R U . . .
C62 C 0.5762(3) -0.0516(2) 0.6176(2) 0.0368(8) Uani 1 1 d . . . . .
D62A D 0.657461 -0.075480 0.642635 0.055 Uiso 1 1 calc R U . . .
D62B D 0.591084 -0.052687 0.555192 0.055 Uiso 1 1 calc R U . . .
D62C D 0.531633 0.022060 0.623853 0.055 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S5 C4A 1.727(3) . ?
S5 C5A 1.730(3) . ?
O1 C1 1.233(3) . ?
O2 C13 1.201(3) . ?
O3 H3 0.82(3) . ?
O3 C13 1.337(3) . ?
N2 C1 1.369(3) . ?
N2 C3 1.481(3) . ?
N2 C21 1.416(3) . ?
C1 C12A 1.509(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C3A 1.521(4) . ?
C3A H3AA 1.0000 . ?
C3A C4 1.528(3) . ?
C3A C12A 1.528(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C4A 1.500(4) . ?
C4A C11B 1.370(3) . ?
C5A C6 1.505(4) . ?
C5A C11A 1.366(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.526(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.550(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.516(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.527(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.532(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C11A 1.502(4) . ?
C11A C11B 1.428(4) . ?
C11B C12 1.521(3) . ?
C12 H12B 1.0000 . ?
C12 C12A 1.538(3) . ?
C12 C13 1.514(3) . ?
C12A H12A 1.0000 . ?
C21 C22 1.388(4) . ?
C21 C26 1.392(4) . ?
C22 H22A 0.9500 . ?
C22 C23 1.381(4) . ?
C23 H23A 0.9500 . ?
C23 C24 1.377(4) . ?
C24 H24A 0.9500 . ?
C24 C25 1.379(4) . ?
C25 H25A 0.9500 . ?
C25 C26 1.380(4) . ?
C26 H26A 0.9500 . ?
S35 C34A 1.729(3) . ?
S35 C35A 1.730(3) . ?
O31 C31 1.224(3) . ?
O32 C43 1.202(3) . ?
O33 H33 0.86(3) . ?
O33 C43 1.317(3) . ?
N32 C31 1.369(3) . ?
N32 C33 1.483(3) . ?
N32 C51 1.419(3) . ?
C31 C42A 1.505(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C33A 1.526(3) . ?
C33A H33C 1.0000 . ?
C33A C34 1.522(3) . ?
C33A C42A 1.529(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C34A 1.502(4) . ?
C34A C41B 1.370(3) . ?
C35A C36 1.499(4) . ?
C35A C41A 1.360(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.535(4) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.522(4) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C39 1.520(4) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.561(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C40 C41 1.536(4) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C41A 1.511(4) . ?
C41A C41B 1.440(4) . ?
C41B C42 1.513(3) . ?
C42 H42B 1.0000 . ?
C42 C42A 1.532(3) . ?
C42 C43 1.523(3) . ?
C42A H42A 1.0000 . ?
C51 C52 1.394(4) . ?
C51 C56 1.390(4) . ?
C52 H52A 0.9500 . ?
C52 C53 1.379(4) . ?
C53 H53A 0.9500 . ?
C53 C54 1.377(4) . ?
C54 H54A 0.9500 . ?
C54 C55 1.381(4) . ?
C55 H55A 0.9500 . ?
C55 C56 1.385(4) . ?
C56 H56A 0.9500 . ?
S1 O4 1.5067(18) . ?
S1 C61 1.783(3) . ?
S1 C62 1.772(3) . ?
C61 D61A 0.9800 . ?
C61 D61B 0.9800 . ?
C61 D61C 0.9800 . ?
C62 D62A 0.9800 . ?
C62 D62B 0.9800 . ?
C62 D62C 0.9800 . ?

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
C4A S5 C5A 92.61(13) . . ?
C13 O3 H3 113(2) . . ?
C1 N2 C3 111.0(2) . . ?
C1 N2 C21 125.1(2) . . ?
C21 N2 C3 120.8(2) . . ?
O1 C1 N2 125.9(2) . . ?
O1 C1 C12A 126.6(2) . . ?
N2 C1 C12A 107.4(2) . . ?
N2 C3 H3A 111.2 . . ?
N2 C3 H3B 111.2 . . ?
N2 C3 C3A 102.60(19) . . ?
H3A C3 H3B 109.2 . . ?
C3A C3 H3A 111.2 . . ?
C3A C3 H3B 111.2 . . ?
C3 C3A H3AA 109.1 . . ?
C3 C3A C4 117.3(2) . . ?
C3 C3A C12A 101.01(19) . . ?
C4 C3A H3AA 109.1 . . ?
C12A C3A H3AA 109.1 . . ?
C12A C3A C4 110.9(2) . . ?
C3A C4 H4A 110.1 . . ?
C3A C4 H4B 110.1 . . ?
H4A C4 H4B 108.5 . . ?
C4A C4 C3A 107.8(2) . . ?
C4A C4 H4A 110.1 . . ?
C4A C4 H4B 110.1 . . ?
C4 C4A S5 121.69(19) . . ?
C11B C4A S5 110.3(2) . . ?
C11B C4A C4 128.0(2) . . ?
C6 C5A S5 120.4(2) . . ?
C11A C5A S5 111.0(2) . . ?
C11A C5A C6 128.5(3) . . ?
C5A C6 H6A 108.4 . . ?
C5A C6 H6B 108.4 . . ?
C5A C6 C7 115.4(2) . . ?
H6A C6 H6B 107.5 . . ?
C7 C6 H6A 108.4 . . ?
C7 C6 H6B 108.4 . . ?
C6 C7 H7A 108.4 . . ?
C6 C7 H7B 108.4 . . ?
C6 C7 C8 115.6(3) . . ?
H7A C7 H7B 107.4 . . ?
C8 C7 H7A 108.4 . . ?
C8 C7 H7B 108.4 . . ?
C7 C8 H8A 108.2 . . ?
C7 C8 H8B 108.2 . . ?
H8A C8 H8B 107.4 . . ?
C9 C8 C7 116.2(3) . . ?
C9 C8 H8A 108.2 . . ?
C9 C8 H8B 108.2 . . ?
C8 C9 H9A 108.2 . . ?
C8 C9 H9B 108.2 . . ?
C8 C9 C10 116.5(3) . . ?
H9A C9 H9B 107.3 . . ?
C10 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C9 C10 H10A 108.5 . . ?
C9 C10 H10B 108.5 . . ?
C9 C10 C11 115.2(2) . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 H10A 108.5 . . ?
C11 C10 H10B 108.5 . . ?
C10 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C11A C11 C10 113.8(2) . . ?
C11A C11 H11A 108.8 . . ?
C11A C11 H11B 108.8 . . ?
C5A C11A C11 122.2(3) . . ?
C5A C11A C11B 112.5(2) . . ?
C11B C11A C11 125.3(2) . . ?
C4A C11B C11A 113.6(2) . . ?
C4A C11B C12 122.3(2) . . ?
C11A C11B C12 124.1(2) . . ?
C11B C12 H12B 109.2 . . ?
C11B C12 C12A 107.3(2) . . ?
C12A C12 H12B 109.2 . . ?
C13 C12 C11B 109.7(2) . . ?
C13 C12 H12B 109.2 . . ?
C13 C12 C12A 112.0(2) . . ?
C1 C12A C3A 102.6(2) . . ?
C1 C12A C12 120.9(2) . . ?
C1 C12A H12A 105.7 . . ?
C3A C12A C12 114.9(2) . . ?
C3A C12A H12A 105.7 . . ?
C12 C12A H12A 105.7 . . ?
O2 C13 O3 123.7(2) . . ?
O2 C13 C12 124.4(2) . . ?
O3 C13 C12 112.0(2) . . ?
C22 C21 N2 122.3(2) . . ?
C22 C21 C26 118.6(3) . . ?
C26 C21 N2 119.1(2) . . ?
C21 C22 H22A 120.0 . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22A 120.0 . . ?
C22 C23 H23A 119.2 . . ?
C24 C23 C22 121.6(3) . . ?
C24 C23 H23A 119.2 . . ?
C23 C24 H24A 120.9 . . ?
C23 C24 C25 118.2(3) . . ?
C25 C24 H24A 120.9 . . ?
C24 C25 H25A 119.4 . . ?
C24 C25 C26 121.3(3) . . ?
C26 C25 H25A 119.4 . . ?
C21 C26 H26A 119.9 . . ?
C25 C26 C21 120.3(3) . . ?
C25 C26 H26A 119.9 . . ?
C34A S35 C35A 92.44(13) . . ?
C43 O33 H33 108(2) . . ?
C31 N32 C33 112.0(2) . . ?
C31 N32 C51 126.1(2) . . ?
C51 N32 C33 120.7(2) . . ?
O31 C31 N32 127.0(2) . . ?
O31 C31 C42A 126.3(2) . . ?
N32 C31 C42A 106.6(2) . . ?
N32 C33 H33A 111.3 . . ?
N32 C33 H33B 111.3 . . ?
N32 C33 C33A 102.45(19) . . ?
H33A C33 H33B 109.2 . . ?
C33A C33 H33A 111.3 . . ?
C33A C33 H33B 111.3 . . ?
C33 C33A H33C 108.9 . . ?
C33 C33A C42A 101.15(19) . . ?
C34 C33A C33 118.0(2) . . ?
C34 C33A H33C 108.9 . . ?
C34 C33A C42A 110.4(2) . . ?
C42A C33A H33C 108.9 . . ?
C33A C34 H34A 109.8 . . ?
C33A C34 H34B 109.8 . . ?
H34A C34 H34B 108.3 . . ?
C34A C34 C33A 109.2(2) . . ?
C34A C34 H34A 109.8 . . ?
C34A C34 H34B 109.8 . . ?
C34 C34A S35 121.54(19) . . ?
C41B C34A S35 110.5(2) . . ?
C41B C34A C34 127.9(2) . . ?
C36 C35A S35 120.7(2) . . ?
C41A C35A S35 111.4(2) . . ?
C41A C35A C36 127.6(2) . . ?
C35A C36 H36A 109.2 . . ?
C35A C36 H36B 109.2 . . ?
C35A C36 C37 112.0(2) . . ?
H36A C36 H36B 107.9 . . ?
C37 C36 H36A 109.2 . . ?
C37 C36 H36B 109.2 . . ?
C36 C37 H37A 108.7 . . ?
C36 C37 H37B 108.7 . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 C36 114.3(2) . . ?
C38 C37 H37A 108.7 . . ?
C38 C37 H37B 108.7 . . ?
C37 C38 H38A 108.5 . . ?
C37 C38 H38B 108.5 . . ?
H38A C38 H38B 107.5 . . ?
C39 C38 C37 115.2(3) . . ?
C39 C38 H38A 108.5 . . ?
C39 C38 H38B 108.5 . . ?
C38 C39 H39A 108.3 . . ?
C38 C39 H39B 108.3 . . ?
C38 C39 C40 115.8(3) . . ?
H39A C39 H39B 107.4 . . ?
C40 C39 H39A 108.3 . . ?
C40 C39 H39B 108.3 . . ?
C39 C40 H40A 108.5 . . ?
C39 C40 H40B 108.5 . . ?
H40A C40 H40B 107.5 . . ?
C41 C40 C39 114.9(2) . . ?
C41 C40 H40A 108.5 . . ?
C41 C40 H40B 108.5 . . ?
C40 C41 H41A 108.3 . . ?
C40 C41 H41B 108.3 . . ?
H41A C41 H41B 107.4 . . ?
C41A C41 C40 115.8(2) . . ?
C41A C41 H41A 108.3 . . ?
C41A C41 H41B 108.3 . . ?
C35A C41A C41 123.6(2) . . ?
C35A C41A C41B 112.3(2) . . ?
C41B C41A C41 124.1(2) . . ?
C34A C41B C41A 113.3(2) . . ?
C34A C41B C42 121.8(2) . . ?
C41A C41B C42 125.0(2) . . ?
C41B C42 H42B 109.1 . . ?
C41B C42 C42A 106.6(2) . . ?
C41B C42 C43 111.2(2) . . ?
C42A C42 H42B 109.1 . . ?
C43 C42 H42B 109.1 . . ?
C43 C42 C42A 111.8(2) . . ?
C31 C42A C33A 103.2(2) . . ?
C31 C42A C42 120.0(2) . . ?
C31 C42A H42A 106.0 . . ?
C33A C42A C42 114.6(2) . . ?
C33A C42A H42A 106.0 . . ?
C42 C42A H42A 106.0 . . ?
O32 C43 O33 122.9(2) . . ?
O32 C43 C42 124.2(2) . . ?
O33 C43 C42 112.8(2) . . ?
C52 C51 N32 121.4(2) . . ?
C56 C51 N32 119.7(2) . . ?
C56 C51 C52 118.8(3) . . ?
C51 C52 H52A 120.1 . . ?
C53 C52 C51 119.9(3) . . ?
C53 C52 H52A 120.1 . . ?
C52 C53 H53A 119.3 . . ?
C54 C53 C52 121.4(3) . . ?
C54 C53 H53A 119.3 . . ?
C53 C54 H54A 120.5 . . ?
C53 C54 C55 119.0(3) . . ?
C55 C54 H54A 120.5 . . ?
C54 C55 H55A 119.8 . . ?
C54 C55 C56 120.5(3) . . ?
C56 C55 H55A 119.8 . . ?
C51 C56 H56A 119.7 . . ?
C55 C56 C51 120.5(3) . . ?
C55 C56 H56A 119.7 . . ?
O4 S1 C61 105.41(14) . . ?
O4 S1 C62 105.60(13) . . ?
C62 S1 C61 98.31(18) . . ?
S1 C61 D61A 109.5 . . ?
S1 C61 D61B 109.5 . . ?
S1 C61 D61C 109.5 . . ?
D61A C61 D61B 109.5 . . ?
D61A C61 D61C 109.5 . . ?
D61B C61 D61C 109.5 . . ?
S1 C62 D62A 109.5 . . ?
S1 C62 D62B 109.5 . . ?
S1 C62 D62C 109.5 . . ?
D62A C62 D62B 109.5 . . ?
D62A C62 D62C 109.5 . . ?
D62B C62 D62C 109.5 . . ?

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 O1 0.82(3) 1.94(3) 2.734(3) 162(3) 2_666 yes
O33 H33 O4 0.86(3) 1.73(3) 2.573(3) 169(3) . 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
S5 C4A C11B C11A 0.9(3) . . . . ?
S5 C4A C11B C12 -179.21(18) . . . . ?
S5 C5A C6 C7 -98.6(3) . . . . ?
S5 C5A C11A C11 178.2(2) . . . . ?
S5 C5A C11A C11B 0.0(3) . . . . ?
O1 C1 C12A C3A 157.2(2) . . . . ?
O1 C1 C12A C12 27.6(4) . . . . ?
N2 C1 C12A C3A -25.5(2) . . . . ?
N2 C1 C12A C12 -155.1(2) . . . . ?
N2 C3 C3A C4 -156.6(2) . . . . ?
N2 C3 C3A C12A -35.9(2) . . . . ?
N2 C21 C22 C23 178.5(2) . . . . ?
N2 C21 C26 C25 -178.5(3) . . . . ?
C1 N2 C3 C3A 21.8(3) . . . . ?
C1 N2 C21 C22 -34.7(4) . . . . ?
C1 N2 C21 C26 145.7(3) . . . . ?
C3 N2 C1 O1 179.7(2) . . . . ?
C3 N2 C1 C12A 2.4(3) . . . . ?
C3 N2 C21 C22 167.0(2) . . . . ?
C3 N2 C21 C26 -12.7(4) . . . . ?
C3 C3A C4 C4A 159.7(2) . . . . ?
C3 C3A C12A C1 37.4(2) . . . . ?
C3 C3A C12A C12 170.6(2) . . . . ?
C3A C4 C4A S5 165.51(18) . . . . ?
C3A C4 C4A C11B -17.3(4) . . . . ?
C4 C3A C12A C1 162.5(2) . . . . ?
C4 C3A C12A C12 -64.3(3) . . . . ?
C4 C4A C11B C11A -176.5(2) . . . . ?
C4 C4A C11B C12 3.3(4) . . . . ?
C4A S5 C5A C6 177.9(2) . . . . ?
C4A S5 C5A C11A 0.5(2) . . . . ?
C4A C11B C12 C12A -16.4(3) . . . . ?
C4A C11B C12 C13 105.5(3) . . . . ?
C5A S5 C4A C4 176.8(2) . . . . ?
C5A S5 C4A C11B -0.8(2) . . . . ?
C5A C6 C7 C8 -71.6(4) . . . . ?
C5A C11A C11B C4A -0.6(3) . . . . ?
C5A C11A C11B C12 179.5(2) . . . . ?
C6 C5A C11A C11 1.1(4) . . . . ?
C6 C5A C11A C11B -177.1(3) . . . . ?
C6 C7 C8 C9 71.7(4) . . . . ?
C7 C8 C9 C10 -103.4(3) . . . . ?
C8 C9 C10 C11 57.3(3) . . . . ?
C9 C10 C11 C11A 47.1(3) . . . . ?
C10 C11 C11A C5A -89.1(3) . . . . ?
C10 C11 C11A C11B 88.9(3) . . . . ?
C11 C11A C11B C4A -178.8(2) . . . . ?
C11 C11A C11B C12 1.4(4) . . . . ?
C11A C5A C6 C7 78.3(4) . . . . ?
C11A C11B C12 C12A 163.4(2) . . . . ?
C11A C11B C12 C13 -74.7(3) . . . . ?
C11B C12 C12A C1 170.3(2) . . . . ?
C11B C12 C12A C3A 46.3(3) . . . . ?
C11B C12 C13 O2 -43.7(3) . . . . ?
C11B C12 C13 O3 136.4(2) . . . . ?
C12A C3A C4 C4A 44.4(3) . . . . ?
C12A C12 C13 O2 75.4(3) . . . . ?
C12A C12 C13 O3 -104.5(2) . . . . ?
C13 C12 C12A C1 49.8(3) . . . . ?
C13 C12 C12A C3A -74.2(3) . . . . ?
C21 N2 C1 O1 19.6(4) . . . . ?
C21 N2 C1 C12A -157.7(2) . . . . ?
C21 N2 C3 C3A -177.1(2) . . . . ?
C21 C22 C23 C24 1.0(4) . . . . ?
C22 C21 C26 C25 1.8(4) . . . . ?
C22 C23 C24 C25 0.0(5) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
C24 C25 C26 C21 -0.9(5) . . . . ?
C26 C21 C22 C23 -1.9(4) . . . . ?
S35 C34A C41B C41A 0.8(3) . . . . ?
S35 C34A C41B C42 179.35(18) . . . . ?
S35 C35A C36 C37 -86.0(3) . . . . ?
S35 C35A C41A C41 178.35(19) . . . . ?
S35 C35A C41A C41B -0.6(3) . . . . ?
O31 C31 C42A C33A 153.9(2) . . . . ?
O31 C31 C42A C42 24.9(4) . . . . ?
N32 C31 C42A C33A -26.8(2) . . . . ?
N32 C31 C42A C42 -155.9(2) . . . . ?
N32 C33 C33A C34 -154.3(2) . . . . ?
N32 C33 C33A C42A -33.8(2) . . . . ?
N32 C51 C52 C53 177.2(2) . . . . ?
N32 C51 C56 C55 -177.7(2) . . . . ?
C31 N32 C33 C33A 19.0(3) . . . . ?
C31 N32 C51 C52 10.4(4) . . . . ?
C31 N32 C51 C56 -171.5(2) . . . . ?
C33 N32 C31 O31 -175.9(2) . . . . ?
C33 N32 C31 C42A 4.9(3) . . . . ?
C33 N32 C51 C52 -156.0(2) . . . . ?
C33 N32 C51 C56 22.1(3) . . . . ?
C33 C33A C34 C34A 155.6(2) . . . . ?
C33 C33A C42A C31 37.2(2) . . . . ?
C33 C33A C42A C42 169.5(2) . . . . ?
C33A C34 C34A S35 171.03(17) . . . . ?
C33A C34 C34A C41B -12.1(3) . . . . ?
C34 C33A C42A C31 162.9(2) . . . . ?
C34 C33A C42A C42 -64.8(3) . . . . ?
C34 C34A C41B C41A -176.3(2) . . . . ?
C34 C34A C41B C42 2.2(4) . . . . ?
C34A S35 C35A C36 175.1(2) . . . . ?
C34A S35 C35A C41A 0.9(2) . . . . ?
C34A C41B C42 C42A -20.4(3) . . . . ?
C34A C41B C42 C43 101.7(3) . . . . ?
C35A S35 C34A C34 176.4(2) . . . . ?
C35A S35 C34A C41B -1.0(2) . . . . ?
C35A C36 C37 C38 -48.1(3) . . . . ?
C35A C41A C41B C34A -0.1(3) . . . . ?
C35A C41A C41B C42 -178.6(2) . . . . ?
C36 C35A C41A C41 4.6(4) . . . . ?
C36 C35A C41A C41B -174.4(2) . . . . ?
C36 C37 C38 C39 -55.8(3) . . . . ?
C37 C38 C39 C40 106.9(3) . . . . ?
C38 C39 C40 C41 -71.5(3) . . . . ?
C39 C40 C41 C41A 70.1(3) . . . . ?
C40 C41 C41A C35A -81.0(3) . . . . ?
C40 C41 C41A C41B 97.9(3) . . . . ?
C41 C41A C41B C34A -179.1(2) . . . . ?
C41 C41A C41B C42 2.4(4) . . . . ?
C41A C35A C36 C37 87.3(3) . . . . ?
C41A C41B C42 C42A 158.0(2) . . . . ?
C41A C41B C42 C43 -79.9(3) . . . . ?
C41B C42 C42A C31 175.1(2) . . . . ?
C41B C42 C42A C33A 51.3(3) . . . . ?
C41B C42 C43 O32 -55.9(3) . . . . ?
C41B C42 C43 O33 123.1(2) . . . . ?
C42A C33A C34 C34A 40.1(3) . . . . ?
C42A C42 C43 O32 63.1(3) . . . . ?
C42A C42 C43 O33 -117.9(2) . . . . ?
C43 C42 C42A C31 53.4(3) . . . . ?
C43 C42 C42A C33A -70.4(3) . . . . ?
C51 N32 C31 O31 16.7(4) . . . . ?
C51 N32 C31 C42A -162.5(2) . . . . ?
C51 N32 C33 C33A -172.8(2) . . . . ?
C51 C52 C53 C54 0.8(4) . . . . ?
C52 C51 C56 C55 0.4(4) . . . . ?
C52 C53 C54 C55 -0.1(4) . . . . ?
C53 C54 C55 C56 -0.4(4) . . . . ?
C54 C55 C56 C51 0.3(4) . . . . ?
C56 C51 C52 C53 -0.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT910_ZV2115              
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 25 Note
RESPONSE: Closed by beamstop.
;
####################################################################### 
# 
# 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_zv2209
_database_code_depnum_ccdc_archive 'CCDC 2309509'
loop_
_audit_author_name
_audit_author_address
'Mikhail Grigoriev'
;IPCE RAS
Russia
;
_audit_update_record             
;
2023-11-21 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;
_audit_creation_date             2023-11-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H16 Br N O3 S, C2 D6 O S'
_chemical_formula_sum            'C23 H16 Br D6 N O4 S2'
_chemical_formula_weight         526.48
_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'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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                   13.5933(6)
_cell_length_b                   12.7117(5)
_cell_length_c                   12.7881(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.701(2)
_cell_angle_gamma                90
_cell_volume                     2189.78(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9984
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.81
_cell_measurement_theta_min      3.02
_shelx_estimated_absorpt_T_max   0.730
_shelx_estimated_absorpt_T_min   0.487
_exptl_absorpt_coefficient_mu    2.099
_exptl_absorpt_correction_T_max  0.730
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            80424
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         3.423
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  
'Bruker KAPPA APEX II area-detector diffractometer'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5087
_reflns_number_total             6368
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    ?
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         6368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0273P)²+1.3269P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0662
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C3A(H3C), C10(H10A), C10A(H10B)
1.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B)
1.c Me refined with riding coordinates:
 C18(D18A,D18B,D18C), C19(D19A,D19B,D19C)
1.d Aromatic/amide H refined with riding coordinates:
 C6(H6A), C7(H7A), C8(H8A), C9(H9A), C12(H12A), C13(H13A), C15(H15A), C16(H16A)
;
_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
Br1 Br 0.30182(2) 0.38262(2) -0.10056(2) 0.01681(5) Uani 1 1 d . . . . .
S1 S 0.87734(3) 0.64403(4) 0.34030(4) 0.01715(9) Uani 1 1 d . . . . .
S5 S 0.80702(3) 0.18101(3) 0.74912(3) 0.01386(9) Uani 1 1 d . . . . .
O1 O 0.55823(9) 0.52007(9) 0.39214(9) 0.0127(2) Uani 1 1 d . . . . .
O2 O 0.80844(9) 0.45465(10) 0.47125(10) 0.0172(3) Uani 1 1 d . . . . .
O3 O 0.76973(10) 0.59342(9) 0.56546(10) 0.0164(3) Uani 1 1 d . . . . .
H3 H 0.8087(19) 0.621(2) 0.531(2) 0.038(7) Uiso 1 1 d . . . . .
O4 O 0.88801(10) 0.68924(11) 0.45098(11) 0.0232(3) Uani 1 1 d . . . . .
N2 N 0.54246(10) 0.34646(10) 0.33524(11) 0.0100(3) Uani 1 1 d . . . . .
C1 C 0.56893(11) 0.42591(12) 0.40743(12) 0.0096(3) Uani 1 1 d . . . . .
C3 C 0.57475(12) 0.24219(12) 0.37745(13) 0.0106(3) Uani 1 1 d . . . . .
H3A H 0.602721 0.199306 0.323915 0.013 Uiso 1 1 calc R U . . .
H3B H 0.519312 0.203355 0.402602 0.013 Uiso 1 1 calc R U . . .
C3A C 0.65415(12) 0.27137(12) 0.46861(13) 0.0097(3) Uani 1 1 d . . . . .
H3C H 0.716350 0.289565 0.438798 0.012 Uiso 1 1 calc R U . . .
C4 C 0.68002(12) 0.19210(13) 0.55669(12) 0.0108(3) Uani 1 1 d . . . . .
H4A H 0.618820 0.160843 0.577493 0.013 Uiso 1 1 calc R U . . .
H4B H 0.721301 0.134870 0.533126 0.013 Uiso 1 1 calc R U . . .
C4A C 0.73637(12) 0.25003(13) 0.64816(13) 0.0109(3) Uani 1 1 d . . . . .
C5A C 0.83753(12) 0.29632(13) 0.81919(13) 0.0132(3) Uani 1 1 d . . . . .
C6 C 0.89607(13) 0.30608(15) 0.91730(14) 0.0168(4) Uani 1 1 d . . . . .
H6A H 0.927603 0.246584 0.952089 0.020 Uiso 1 1 calc R U . . .
C7 C 0.90659(13) 0.40526(15) 0.96207(14) 0.0192(4) Uani 1 1 d . . . . .
H7A H 0.945860 0.413774 1.028789 0.023 Uiso 1 1 calc R U . . .
C8 C 0.86051(13) 0.49337(15) 0.91104(14) 0.0175(4) Uani 1 1 d . . . . .
H8A H 0.868430 0.560525 0.943683 0.021 Uiso 1 1 calc R U . . .
C9 C 0.80371(13) 0.48332(14) 0.81369(13) 0.0146(3) Uani 1 1 d . . . . .
H9A H 0.772548 0.543323 0.779509 0.018 Uiso 1 1 calc R U . . .
C9A C 0.79219(12) 0.38462(13) 0.76559(13) 0.0118(3) Uani 1 1 d . . . . .
C9B C 0.73597(12) 0.35556(13) 0.66547(13) 0.0107(3) Uani 1 1 d . . . . .
C10 C 0.68372(11) 0.43396(12) 0.58771(12) 0.0098(3) Uani 1 1 d . . . . .
H10A H 0.645422 0.484719 0.626322 0.012 Uiso 1 1 calc R U . . .
C10A C 0.61167(12) 0.37193(12) 0.50866(12) 0.0093(3) Uani 1 1 d . . . . .
H10B H 0.554420 0.351124 0.545793 0.011 Uiso 1 1 calc R U . . .
C11 C 0.48469(12) 0.35694(12) 0.23564(12) 0.0105(3) Uani 1 1 d . . . . .
C12 C 0.43775(12) 0.26813(13) 0.18704(13) 0.0129(3) Uani 1 1 d . . . . .
H12A H 0.443560 0.202327 0.222544 0.015 Uiso 1 1 calc R U . . .
C13 C 0.38291(13) 0.27508(13) 0.08778(13) 0.0139(3) Uani 1 1 d . . . . .
H13A H 0.351823 0.214401 0.054928 0.017 Uiso 1 1 calc R U . . .
C14 C 0.37401(12) 0.37140(13) 0.03715(13) 0.0127(3) Uani 1 1 d . . . . .
C15 C 0.41978(13) 0.46016(13) 0.08418(14) 0.0150(3) Uani 1 1 d . . . . .
H15A H 0.413150 0.525841 0.048490 0.018 Uiso 1 1 calc R U . . .
C16 C 0.47505(13) 0.45332(13) 0.18290(13) 0.0130(3) Uani 1 1 d . . . . .
H16A H 0.506480 0.514241 0.214870 0.016 Uiso 1 1 calc R U . . .
C17 C 0.76046(12) 0.49426(12) 0.53411(13) 0.0109(3) Uani 1 1 d . . . . .
C18 C 0.98069(15) 0.55842(16) 0.33792(17) 0.0260(4) Uani 1 1 d . . . . .
D18A D 0.977822 0.526590 0.267783 0.039 Uiso 1 1 calc R U . . .
D18B D 1.042405 0.598607 0.353844 0.039 Uiso 1 1 calc R U . . .
D18C D 0.978722 0.502958 0.390826 0.039 Uiso 1 1 calc R U . . .
C19 C 0.91647(16) 0.74718(16) 0.26078(17) 0.0265(4) Uani 1 1 d . . . . .
D19A D 0.911566 0.723488 0.187340 0.040 Uiso 1 1 calc R U . . .
D19B D 0.873905 0.808837 0.264976 0.040 Uiso 1 1 calc R U . . .
D19C D 0.985454 0.765875 0.286338 0.040 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C14 1.9030(16) . ?
S1 O4 1.5163(14) . ?
S1 C18 1.781(2) . ?
S1 C19 1.784(2) . ?
S5 C4A 1.7397(16) . ?
S5 C5A 1.7389(18) . ?
O1 C1 1.2183(19) . ?
O2 C17 1.211(2) . ?
O3 H3 0.81(3) . ?
O3 C17 1.324(2) . ?
N2 C1 1.383(2) . ?
N2 C3 1.476(2) . ?
N2 C11 1.410(2) . ?
C1 C10A 1.511(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C3A 1.525(2) . ?
C3A H3C 1.0000 . ?
C3A C4 1.517(2) . ?
C3A C10A 1.520(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C4A 1.502(2) . ?
C4A C9B 1.360(2) . ?
C5A C6 1.398(2) . ?
C5A C9A 1.413(2) . ?
C6 H6A 0.9500 . ?
C6 C7 1.384(3) . ?
C7 H7A 0.9500 . ?
C7 C8 1.401(3) . ?
C8 H8A 0.9500 . ?
C8 C9 1.380(2) . ?
C9 H9A 0.9500 . ?
C9 C9A 1.397(2) . ?
C9A C9B 1.448(2) . ?
C9B C10 1.516(2) . ?
C10 H10A 1.0000 . ?
C10 C10A 1.529(2) . ?
C10 C17 1.529(2) . ?
C10A H10B 1.0000 . ?
C11 C12 1.401(2) . ?
C11 C16 1.396(2) . ?
C12 H12A 0.9500 . ?
C12 C13 1.386(2) . ?
C13 H13A 0.9500 . ?
C13 C14 1.383(2) . ?
C14 C15 1.386(2) . ?
C15 H15A 0.9500 . ?
C15 C16 1.383(2) . ?
C16 H16A 0.9500 . ?
C18 D18A 0.9800 . ?
C18 D18B 0.9800 . ?
C18 D18C 0.9800 . ?
C19 D19A 0.9800 . ?
C19 D19B 0.9800 . ?
C19 D19C 0.9800 . ?

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
O4 S1 C18 105.69(9) . . ?
O4 S1 C19 104.78(9) . . ?
C18 S1 C19 98.23(10) . . ?
C5A S5 C4A 91.56(8) . . ?
C17 O3 H3 106.4(18) . . ?
C1 N2 C3 111.95(13) . . ?
C1 N2 C11 126.69(13) . . ?
C11 N2 C3 121.18(13) . . ?
O1 C1 N2 126.55(15) . . ?
O1 C1 C10A 127.42(14) . . ?
N2 C1 C10A 106.02(13) . . ?
N2 C3 H3A 111.4 . . ?
N2 C3 H3B 111.4 . . ?
N2 C3 C3A 101.92(12) . . ?
H3A C3 H3B 109.2 . . ?
C3A C3 H3A 111.4 . . ?
C3A C3 H3B 111.4 . . ?
C3 C3A H3C 108.2 . . ?
C4 C3A C3 118.42(13) . . ?
C4 C3A H3C 108.2 . . ?
C4 C3A C10A 111.67(13) . . ?
C10A C3A C3 101.56(12) . . ?
C10A C3A H3C 108.2 . . ?
C3A C4 H4A 110.3 . . ?
C3A C4 H4B 110.3 . . ?
H4A C4 H4B 108.5 . . ?
C4A C4 C3A 107.20(13) . . ?
C4A C4 H4A 110.3 . . ?
C4A C4 H4B 110.3 . . ?
C4 C4A S5 120.25(12) . . ?
C9B C4A S5 113.00(12) . . ?
C9B C4A C4 126.69(15) . . ?
C6 C5A S5 127.23(14) . . ?
C6 C5A C9A 121.57(16) . . ?
C9A C5A S5 111.17(12) . . ?
C5A C6 H6A 121.1 . . ?
C7 C6 C5A 117.83(17) . . ?
C7 C6 H6A 121.1 . . ?
C6 C7 H7A 119.3 . . ?
C6 C7 C8 121.37(16) . . ?
C8 C7 H7A 119.3 . . ?
C7 C8 H8A 119.8 . . ?
C9 C8 C7 120.49(17) . . ?
C9 C8 H8A 119.8 . . ?
C8 C9 H9A 120.1 . . ?
C8 C9 C9A 119.77(17) . . ?
C9A C9 H9A 120.1 . . ?
C5A C9A C9B 111.75(15) . . ?
C9 C9A C5A 118.95(15) . . ?
C9 C9A C9B 129.28(16) . . ?
C4A C9B C9A 112.48(14) . . ?
C4A C9B C10 123.62(15) . . ?
C9A C9B C10 123.90(14) . . ?
C9B C10 H10A 109.2 . . ?
C9B C10 C10A 107.28(13) . . ?
C9B C10 C17 109.63(13) . . ?
C10A C10 H10A 109.2 . . ?
C17 C10 H10A 109.2 . . ?
C17 C10 C10A 112.16(13) . . ?
C1 C10A C3A 102.30(12) . . ?
C1 C10A C10 118.10(13) . . ?
C1 C10A H10B 107.0 . . ?
C3A C10A C10 114.71(13) . . ?
C3A C10A H10B 107.0 . . ?
C10 C10A H10B 107.0 . . ?
C12 C11 N2 119.34(14) . . ?
C16 C11 N2 121.61(14) . . ?
C16 C11 C12 119.03(15) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 C11 120.81(15) . . ?
C13 C12 H12A 119.6 . . ?
C12 C13 H13A 120.4 . . ?
C14 C13 C12 119.20(15) . . ?
C14 C13 H13A 120.4 . . ?
C13 C14 Br1 120.11(12) . . ?
C13 C14 C15 120.77(15) . . ?
C15 C14 Br1 119.09(13) . . ?
C14 C15 H15A 119.9 . . ?
C16 C15 C14 120.16(16) . . ?
C16 C15 H15A 119.9 . . ?
C11 C16 H16A 120.0 . . ?
C15 C16 C11 120.04(15) . . ?
C15 C16 H16A 120.0 . . ?
O2 C17 O3 124.00(16) . . ?
O2 C17 C10 123.36(14) . . ?
O3 C17 C10 112.62(14) . . ?
S1 C18 D18A 109.5 . . ?
S1 C18 D18B 109.5 . . ?
S1 C18 D18C 109.5 . . ?
D18A C18 D18B 109.5 . . ?
D18A C18 D18C 109.5 . . ?
D18B C18 D18C 109.5 . . ?
S1 C19 D19A 109.5 . . ?
S1 C19 D19B 109.5 . . ?
S1 C19 D19C 109.5 . . ?
D19A C19 D19B 109.5 . . ?
D19A C19 D19C 109.5 . . ?
D19B C19 D19C 109.5 . . ?

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 O4 0.81(3) 1.80(3) 2.6159(19) 175(3) . 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
Br1 C14 C15 C16 -178.12(13) . . . . ?
S5 C4A C9B C9A -1.76(19) . . . . ?
S5 C4A C9B C10 177.37(12) . . . . ?
S5 C5A C6 C7 -176.44(14) . . . . ?
S5 C5A C9A C9 176.12(13) . . . . ?
S5 C5A C9A C9B -2.15(18) . . . . ?
O1 C1 C10A C3A -152.04(16) . . . . ?
O1 C1 C10A C10 -25.1(2) . . . . ?
N2 C1 C10A C3A 28.98(16) . . . . ?
N2 C1 C10A C10 155.95(14) . . . . ?
N2 C3 C3A C4 158.01(14) . . . . ?
N2 C3 C3A C10A 35.38(15) . . . . ?
N2 C11 C12 C13 -178.03(15) . . . . ?
N2 C11 C16 C15 178.41(16) . . . . ?
C1 N2 C3 C3A -18.72(17) . . . . ?
C1 N2 C11 C12 -159.41(16) . . . . ?
C1 N2 C11 C16 22.2(3) . . . . ?
C3 N2 C1 O1 174.62(16) . . . . ?
C3 N2 C1 C10A -6.39(17) . . . . ?
C3 N2 C11 C12 15.2(2) . . . . ?
C3 N2 C11 C16 -163.23(15) . . . . ?
C3 C3A C4 C4A -164.27(14) . . . . ?
C3 C3A C10A C1 -39.48(15) . . . . ?
C3 C3A C10A C10 -168.60(13) . . . . ?
C3A C4 C4A S5 -162.48(11) . . . . ?
C3A C4 C4A C9B 20.6(2) . . . . ?
C4 C3A C10A C1 -166.64(13) . . . . ?
C4 C3A C10A C10 64.24(18) . . . . ?
C4 C4A C9B C9A 175.31(15) . . . . ?
C4 C4A C9B C10 -5.6(3) . . . . ?
C4A S5 C5A C6 179.15(17) . . . . ?
C4A S5 C5A C9A 1.02(13) . . . . ?
C4A C9B C10 C10A 15.9(2) . . . . ?
C4A C9B C10 C17 -106.12(18) . . . . ?
C5A S5 C4A C4 -176.83(14) . . . . ?
C5A S5 C4A C9B 0.44(14) . . . . ?
C5A C6 C7 C8 -0.2(3) . . . . ?
C5A C9A C9B C4A 2.5(2) . . . . ?
C5A C9A C9B C10 -176.60(15) . . . . ?
C6 C5A C9A C9 -2.1(3) . . . . ?
C6 C5A C9A C9B 179.59(15) . . . . ?
C6 C7 C8 C9 -0.5(3) . . . . ?
C7 C8 C9 C9A -0.1(3) . . . . ?
C8 C9 C9A C5A 1.4(2) . . . . ?
C8 C9 C9A C9B 179.32(17) . . . . ?
C9 C9A C9B C4A -175.53(17) . . . . ?
C9 C9A C9B C10 5.3(3) . . . . ?
C9A C5A C6 C7 1.5(3) . . . . ?
C9A C9B C10 C10A -165.06(15) . . . . ?
C9A C9B C10 C17 72.91(19) . . . . ?
C9B C10 C10A C1 -164.96(14) . . . . ?
C9B C10 C10A C3A -44.19(18) . . . . ?
C9B C10 C17 O2 70.0(2) . . . . ?
C9B C10 C17 O3 -108.86(15) . . . . ?
C10A C3A C4 C4A -46.88(17) . . . . ?
C10A C10 C17 O2 -49.1(2) . . . . ?
C10A C10 C17 O3 132.08(14) . . . . ?
C11 N2 C1 O1 -10.4(3) . . . . ?
C11 N2 C1 C10A 168.60(14) . . . . ?
C11 N2 C3 C3A 165.97(14) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C11 C16 C15 0.0(3) . . . . ?
C12 C13 C14 Br1 178.51(13) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C13 C14 C15 C16 -0.1(3) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
C16 C11 C12 C13 0.4(3) . . . . ?
C17 C10 C10A C1 -44.52(19) . . . . ?
C17 C10 C10A C3A 76.24(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
