# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2022

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2117239'
loop_
_audit_author_name
_audit_author_address
'Xiu-Ni Hua' 'Southeast University'
_audit_update_record             
;
2022-10-29 deposited with the CCDC.	2022-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 N3 O4 S, C7 H5 O4, H2 O'
_chemical_formula_sum            'C23 H25 N3 O9 S'
_chemical_formula_weight         519.52

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   11.3188(13)
_cell_length_b                   7.2613(9)
_cell_length_c                   14.983(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.858(12)
_cell_angle_gamma                90
_cell_volume                     1225.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2530
_cell_measurement_theta_min      2.1830
_cell_measurement_theta_max      25.4020

_exptl_crystal_description       strip
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.190
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8395
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.153
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_point_group_measured_fraction_full 0.917
_reflns_number_total             3942
_reflns_number_gt                3182
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.688
_reflns_Friedel_fraction_max     0.819
_reflns_Friedel_fraction_full    0.819

_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0598P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1134 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3942
_refine_ls_number_parameters     330
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1080
_refine_ls_wR_factor_gt          0.1010
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_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
S1 S 0.52150(10) 0.69583(17) 0.20317(7) 0.0546(3) Uani 1 1 d . . . . .
O1 O 0.9656(2) 0.5555(5) 0.37447(18) 0.0480(8) Uani 1 1 d . . . . .
H1 H 1.0118 0.5174 0.4161 0.072 Uiso 1 1 calc R U . . .
O2 O 0.8315(2) 0.4852(5) 0.46843(18) 0.0508(8) Uani 1 1 d . . . . .
O3 O 0.6490(2) 0.7911(5) 0.48653(18) 0.0533(9) Uani 1 1 d . . . . .
O4 O 0.2356(2) 0.6545(4) 0.3501(2) 0.0538(8) Uani 1 1 d . . . . .
O5 O 0.2078(3) 0.5978(5) 0.6545(2) 0.0628(9) Uani 1 1 d . . . . .
O6 O 0.0827(2) 0.5720(5) 0.7588(2) 0.0655(10) Uani 1 1 d . . . . .
O7 O 0.4283(2) 0.6269(4) 0.69638(18) 0.0505(8) Uani 1 1 d . . . . .
H7 H 0.3662 0.6322 0.6631 0.076 Uiso 1 1 calc R U . . .
O8 O 0.1572(3) 0.6014(6) 0.9251(2) 0.0666(10) Uani 1 1 d . . . . .
H8 H 0.1091 0.5776 0.8820 0.100 Uiso 1 1 calc R U . . .
O9 O 0.1114(2) 0.4383(5) 0.50425(19) 0.0562(9) Uani 1 1 d . . . . .
H9A H 0.1227 0.5334 0.5467 0.067 Uiso 1 1 d R U . . .
H9B H 0.1823 0.4048 0.4953 0.067 Uiso 1 1 d R U . . .
N1 N 0.0876(2) 0.9292(5) 0.3573(2) 0.0402(8) Uani 1 1 d . . . . .
H1A H 0.0344 0.9979 0.3244 0.060 Uiso 1 1 calc R U . . .
H1B H 0.0812 0.9487 0.4152 0.060 Uiso 1 1 calc R U . . .
H1C H 0.0743 0.8108 0.3446 0.060 Uiso 1 1 calc R U . . .
N2 N 0.4016(3) 0.8265(5) 0.3676(2) 0.0426(8) Uani 1 1 d . . . . .
H2A H 0.4324 0.9348 0.3679 0.051 Uiso 1 1 calc R U . . .
N3 N 0.6475(2) 0.6017(5) 0.3577(2) 0.0371(8) Uani 1 1 d . . . . .
C1 C 0.5322(3) 0.5703(6) 0.3066(3) 0.0413(10) Uani 1 1 d . . . . .
H1D H 0.5112 0.4398 0.2994 0.050 Uiso 1 1 calc R U . . .
C2 C 0.7602(3) 0.5834(5) 0.3239(2) 0.0342(9) Uani 1 1 d . . . . .
C3 C 0.7671(4) 0.5877(6) 0.2348(2) 0.0392(9) Uani 1 1 d . . . . .
C4 C 0.6605(4) 0.6161(6) 0.1670(3) 0.0481(11) Uani 1 1 d . . . . .
H4A H 0.6447 0.4999 0.1361 0.058 Uiso 1 1 calc R U . . .
H4B H 0.6834 0.7032 0.1228 0.058 Uiso 1 1 calc R U . . .
C5 C 0.8796(4) 0.5583(7) 0.1907(3) 0.0548(12) Uani 1 1 d . . . . .
H5A H 0.9155 0.6752 0.1806 0.082 Uiso 1 1 calc R U . . .
H5B H 0.8611 0.4963 0.1344 0.082 Uiso 1 1 calc R U . . .
H5C H 0.9339 0.4846 0.2291 0.082 Uiso 1 1 calc R U . . .
C6 C 0.8549(3) 0.5373(6) 0.3951(3) 0.0358(9) Uani 1 1 d . . . . .
C7 C 0.6041(3) 0.7033(6) 0.4238(2) 0.0388(9) Uani 1 1 d . . . . .
C8 C 0.4760(3) 0.6662(6) 0.3849(3) 0.0431(10) Uani 1 1 d . . . . .
H8A H 0.4380 0.5760 0.4213 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2828(3) 0.8041(6) 0.3511(2) 0.0359(9) Uani 1 1 d . . . . .
C10 C 0.2096(3) 0.9799(5) 0.3364(2) 0.0326(9) Uani 1 1 d . . . . .
H10 H 0.2420 1.0743 0.3788 0.039 Uiso 1 1 calc R U . . .
C11 C 0.2034(3) 1.0565(6) 0.2412(3) 0.0364(9) Uani 1 1 d . . . . .
C12 C 0.2008(4) 1.2444(6) 0.2282(3) 0.0548(13) Uani 1 1 d . . . . .
H12 H 0.2103 1.3230 0.2774 0.066 Uiso 1 1 calc R U . . .
C13 C 0.1842(5) 1.3170(8) 0.1424(4) 0.0732(17) Uani 1 1 d . . . . .
H13 H 0.1835 1.4438 0.1337 0.088 Uiso 1 1 calc R U . . .
C14 C 0.1687(5) 1.2001(10) 0.0707(3) 0.0777(17) Uani 1 1 d . . . . .
H14 H 0.1552 1.2486 0.0131 0.093 Uiso 1 1 calc R U . . .
C15 C 0.1728(5) 1.0135(9) 0.0819(3) 0.0753(16) Uani 1 1 d . . . . .
H15 H 0.1644 0.9359 0.0322 0.090 Uiso 1 1 calc R U . . .
C16 C 0.1894(4) 0.9404(7) 0.1677(3) 0.0535(12) Uani 1 1 d . . . . .
H16 H 0.1912 0.8135 0.1759 0.064 Uiso 1 1 calc R U . . .
C17 C 0.2862(3) 0.6159(6) 0.8059(3) 0.0395(9) Uani 1 1 d . . . . .
C18 C 0.4036(3) 0.6335(5) 0.7838(3) 0.0406(10) Uani 1 1 d . . . . .
C19 C 0.4966(4) 0.6593(7) 0.8489(3) 0.0530(12) Uani 1 1 d . . . . .
H19 H 0.5735 0.6733 0.8332 0.064 Uiso 1 1 calc R U . . .
C20 C 0.4750(4) 0.6642(8) 0.9378(3) 0.0636(14) Uani 1 1 d . . . . .
H20 H 0.5378 0.6830 0.9819 0.076 Uiso 1 1 calc R U . . .
C21 C 0.3610(4) 0.6415(7) 0.9625(3) 0.0586(13) Uani 1 1 d . . . . .
H21 H 0.3481 0.6418 1.0228 0.070 Uiso 1 1 calc R U . . .
C22 C 0.2670(4) 0.6187(6) 0.8974(3) 0.0448(10) Uani 1 1 d . . . . .
C23 C 0.1860(4) 0.5933(6) 0.7351(3) 0.0449(10) 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
S1 C1 1.792(4) . ?
S1 C4 1.811(4) . ?
O1 C6 1.328(4) . ?
O1 H1 0.8200 . ?
O2 C6 1.217(4) . ?
O3 C7 1.205(5) . ?
O4 C9 1.210(5) . ?
O5 C23 1.257(5) . ?
O6 C23 1.265(5) . ?
O7 C18 1.367(5) . ?
O7 H7 0.8200 . ?
O8 C22 1.355(4) . ?
O8 H8 0.8200 . ?
O9 H9A 0.9391 . ?
O9 H9B 0.8623 . ?
N1 C10 1.493(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N2 C9 1.352(5) . ?
N2 C8 1.444(5) . ?
N2 H2A 0.8600 . ?
N3 C7 1.366(5) . ?
N3 C2 1.426(4) . ?
N3 C1 1.462(5) . ?
C1 C8 1.555(5) . ?
C1 H1D 0.9800 . ?
C2 C3 1.345(5) . ?
C2 C6 1.472(5) . ?
C3 C5 1.509(5) . ?
C3 C4 1.511(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C7 C8 1.531(5) . ?
C8 H8A 0.9800 . ?
C9 C10 1.526(6) . ?
C10 C11 1.525(5) . ?
C10 H10 0.9800 . ?
C11 C12 1.378(6) . ?
C11 C16 1.383(6) . ?
C12 C13 1.385(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.366(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.366(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.386(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.407(5) . ?
C17 C22 1.410(5) . ?
C17 C23 1.480(5) . ?
C18 C19 1.374(6) . ?
C19 C20 1.379(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.388(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.378(6) . ?
C21 H21 0.9300 . ?

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
C1 S1 C4 96.45(19) . . ?
C6 O1 H1 109.5 . . ?
C18 O7 H7 109.5 . . ?
C22 O8 H8 109.5 . . ?
H9A O9 H9B 104.3 . . ?
C10 N1 H1A 109.5 . . ?
C10 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C10 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C9 N2 C8 119.1(3) . . ?
C9 N2 H2A 120.4 . . ?
C8 N2 H2A 120.4 . . ?
C7 N3 C2 135.2(3) . . ?
C7 N3 C1 95.5(3) . . ?
C2 N3 C1 125.6(3) . . ?
N3 C1 C8 87.0(3) . . ?
N3 C1 S1 110.6(3) . . ?
C8 C1 S1 115.3(3) . . ?
N3 C1 H1D 113.7 . . ?
C8 C1 H1D 113.7 . . ?
S1 C1 H1D 113.7 . . ?
C3 C2 N3 119.7(3) . . ?
C3 C2 C6 127.8(4) . . ?
N3 C2 C6 112.1(3) . . ?
C2 C3 C5 124.7(4) . . ?
C2 C3 C4 123.2(4) . . ?
C5 C3 C4 112.1(3) . . ?
C3 C4 S1 120.1(3) . . ?
C3 C4 H4A 107.3 . . ?
S1 C4 H4A 107.3 . . ?
C3 C4 H4B 107.3 . . ?
S1 C4 H4B 107.3 . . ?
H4A C4 H4B 106.9 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O2 C6 O1 122.6(4) . . ?
O2 C6 C2 121.1(3) . . ?
O1 C6 C2 116.4(3) . . ?
O3 C7 N3 134.2(3) . . ?
O3 C7 C8 134.3(4) . . ?
N3 C7 C8 91.5(3) . . ?
N2 C8 C7 116.0(4) . . ?
N2 C8 C1 120.1(3) . . ?
C7 C8 C1 85.5(3) . . ?
N2 C8 H8A 111.0 . . ?
C7 C8 H8A 111.0 . . ?
C1 C8 H8A 111.0 . . ?
O4 C9 N2 122.7(4) . . ?
O4 C9 C10 121.1(3) . . ?
N2 C9 C10 116.2(4) . . ?
N1 C10 C11 109.3(3) . . ?
N1 C10 C9 105.3(3) . . ?
C11 C10 C9 114.3(3) . . ?
N1 C10 H10 109.3 . . ?
C11 C10 H10 109.3 . . ?
C9 C10 H10 109.3 . . ?
C12 C11 C16 119.4(4) . . ?
C12 C11 C10 119.4(4) . . ?
C16 C11 C10 120.9(4) . . ?
C11 C12 C13 120.5(5) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 119.2(5) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C15 C14 C13 121.3(5) . . ?
C15 C14 H14 119.3 . . ?
C13 C14 H14 119.3 . . ?
C14 C15 C16 119.6(5) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C11 C16 C15 120.0(5) . . ?
C11 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C18 C17 C22 118.0(4) . . ?
C18 C17 C23 121.0(4) . . ?
C22 C17 C23 121.0(4) . . ?
O7 C18 C19 117.9(4) . . ?
O7 C18 C17 120.8(4) . . ?
C19 C18 C17 121.3(4) . . ?
C18 C19 C20 119.4(4) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C19 C20 C21 121.0(4) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C22 C21 C20 119.8(4) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
O8 C22 C21 117.4(4) . . ?
O8 C22 C17 122.3(4) . . ?
C21 C22 C17 120.4(4) . . ?
O5 C23 O6 123.3(4) . . ?
O5 C23 C17 118.3(4) . . ?
O6 C23 C17 118.4(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
C7 N3 C1 C8 -5.8(3) . . . . ?
C2 N3 C1 C8 -166.8(4) . . . . ?
C7 N3 C1 S1 110.2(3) . . . . ?
C2 N3 C1 S1 -50.8(5) . . . . ?
C4 S1 C1 N3 50.7(3) . . . . ?
C4 S1 C1 C8 147.3(3) . . . . ?
C7 N3 C2 C3 -133.0(5) . . . . ?
C1 N3 C2 C3 19.7(6) . . . . ?
C7 N3 C2 C6 54.4(6) . . . . ?
C1 N3 C2 C6 -152.9(4) . . . . ?
N3 C2 C3 C5 -176.1(4) . . . . ?
C6 C2 C3 C5 -4.8(7) . . . . ?
N3 C2 C3 C4 1.6(6) . . . . ?
C6 C2 C3 C4 172.9(4) . . . . ?
C2 C3 C4 S1 13.5(6) . . . . ?
C5 C3 C4 S1 -168.6(3) . . . . ?
C1 S1 C4 C3 -37.0(4) . . . . ?
C3 C2 C6 O2 -157.9(4) . . . . ?
N3 C2 C6 O2 13.9(5) . . . . ?
C3 C2 C6 O1 22.0(6) . . . . ?
N3 C2 C6 O1 -166.2(3) . . . . ?
C2 N3 C7 O3 -14.5(8) . . . . ?
C1 N3 C7 O3 -172.5(5) . . . . ?
C2 N3 C7 C8 163.9(4) . . . . ?
C1 N3 C7 C8 5.9(3) . . . . ?
C9 N2 C8 C7 -166.5(3) . . . . ?
C9 N2 C8 C1 93.0(4) . . . . ?
O3 C7 C8 N2 51.4(7) . . . . ?
N3 C7 C8 N2 -127.0(4) . . . . ?
O3 C7 C8 C1 172.8(5) . . . . ?
N3 C7 C8 C1 -5.5(3) . . . . ?
N3 C1 C8 N2 122.7(4) . . . . ?
S1 C1 C8 N2 11.4(5) . . . . ?
N3 C1 C8 C7 5.1(3) . . . . ?
S1 C1 C8 C7 -106.2(3) . . . . ?
C8 N2 C9 O4 0.1(6) . . . . ?
C8 N2 C9 C10 178.1(3) . . . . ?
O4 C9 C10 N1 20.8(5) . . . . ?
N2 C9 C10 N1 -157.3(3) . . . . ?
O4 C9 C10 C11 -99.2(4) . . . . ?
N2 C9 C10 C11 82.7(4) . . . . ?
N1 C10 C11 C12 97.3(4) . . . . ?
C9 C10 C11 C12 -145.0(4) . . . . ?
N1 C10 C11 C16 -76.7(4) . . . . ?
C9 C10 C11 C16 41.0(5) . . . . ?
C16 C11 C12 C13 0.1(7) . . . . ?
C10 C11 C12 C13 -174.0(4) . . . . ?
C11 C12 C13 C14 0.9(8) . . . . ?
C12 C13 C14 C15 -1.9(9) . . . . ?
C13 C14 C15 C16 1.9(9) . . . . ?
C12 C11 C16 C15 -0.1(7) . . . . ?
C10 C11 C16 C15 173.9(4) . . . . ?
C14 C15 C16 C11 -0.9(8) . . . . ?
C22 C17 C18 O7 178.2(4) . . . . ?
C23 C17 C18 O7 -1.1(6) . . . . ?
C22 C17 C18 C19 -2.3(6) . . . . ?
C23 C17 C18 C19 178.3(4) . . . . ?
O7 C18 C19 C20 -179.1(4) . . . . ?
C17 C18 C19 C20 1.4(7) . . . . ?
C18 C19 C20 C21 0.7(8) . . . . ?
C19 C20 C21 C22 -1.8(8) . . . . ?
C20 C21 C22 O8 -178.5(5) . . . . ?
C20 C21 C22 C17 0.7(7) . . . . ?
C18 C17 C22 O8 -179.6(4) . . . . ?
C23 C17 C22 O8 -0.2(6) . . . . ?
C18 C17 C22 C21 1.2(6) . . . . ?
C23 C17 C22 C21 -179.4(4) . . . . ?
C18 C17 C23 O5 -2.9(6) . . . . ?
C22 C17 C23 O5 177.7(4) . . . . ?
C18 C17 C23 O6 177.7(4) . . . . ?
C22 C17 C23 O6 -1.6(6) . . . . ?

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
C1 H1D O7 0.98 2.37 3.252(5) 148.9 2_646
N2 H2A O7 0.86 2.38 3.125(4) 145.0 2_656
N1 H1C O4 0.89 2.14 2.614(4) 112.3 .
N1 H1C O1 0.89 2.29 3.067(5) 145.2 1_455
N1 H1B O9 0.89 2.60 3.215(4) 127.1 2_556
N1 H1B O2 0.89 1.93 2.708(4) 144.8 2_656
N1 H1A O6 0.89 1.81 2.670(4) 162.8 2_556
O9 H9B O3 0.86 2.07 2.905(4) 162.2 2_646
O9 H9A O5 0.94 1.85 2.665(4) 143.0 .
O8 H8 O6 0.82 1.84 2.557(4) 145.3 .
O7 H7 O5 0.82 1.80 2.519(4) 145.3 .
O1 H1 O9 0.82 1.74 2.564(4) 179.3 1_655

_refine_diff_density_max         0.185
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.047

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

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2117240'
loop_
_audit_author_name
_audit_author_address
'Xiu-Ni Hua' 'Southeast University'
_audit_update_record             
;
2022-10-29 deposited with the CCDC.	2022-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C16 H18 N3 O4 S), 2(C7 H4 Cl O3), 3(H2 O)'
_chemical_formula_sum            'C46 H50 Cl2 N6 O17 S2'
_chemical_formula_weight         1093.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

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

_cell_length_a                   30.1649(13)
_cell_length_b                   7.7132(3)
_cell_length_c                   10.9391(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.3770(10)
_cell_angle_gamma                90
_cell_volume                     2533.98(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7225
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      26.35

_exptl_crystal_description       strip
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             1140
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.288
_shelx_estimated_absorpt_T_min   0.945
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.949
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18174
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.726
_diffrn_reflns_theta_max         26.393
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             5090
_reflns_number_gt                4571
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.832
_reflns_Friedel_fraction_max     0.961
_reflns_Friedel_fraction_full    0.967

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0732P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1876 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5090
_refine_ls_number_parameters     334
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1164
_refine_ls_wR_factor_gt          0.1124
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
S1 S 0.34351(3) 0.60331(13) 0.07036(8) 0.0328(2) Uani 1 1 d . . . . .
Cl1 Cl 0.73109(4) 0.18779(19) 0.83925(14) 0.0630(4) Uani 1 1 d . . . . .
O1 O 0.38442(9) 0.6318(4) 0.5613(2) 0.0381(7) Uani 1 1 d . . . . .
O2 O 0.43472(10) 0.7946(4) 0.4758(2) 0.0378(6) Uani 1 1 d . . . . .
H2 H 0.4470 0.7983 0.5479 0.057 Uiso 1 1 calc R U . . .
O3 O 0.46439(9) 0.5163(4) 0.3073(2) 0.0298(5) Uani 1 1 d . . . . .
O4 O 0.43452(10) 0.6630(4) -0.1471(2) 0.0382(6) Uani 1 1 d . . . . .
O5 O 0.56860(10) 0.1768(4) 0.4995(2) 0.0402(6) Uani 1 1 d . . . . .
H5 H 0.5464 0.1548 0.5379 0.060 Uiso 1 1 calc R U . . .
O6 O 0.52413(9) 0.1357(3) 0.6803(2) 0.0370(6) Uani 1 1 d . . . . .
O7 O 0.55673(10) 0.1651(4) 0.8709(2) 0.0383(6) Uani 1 1 d . . . . .
O8 O 0.47741(10) 0.8396(4) 0.6833(2) 0.0395(7) Uani 1 1 d . . . . .
H8A H 0.4676 0.8097 0.7565 0.047 Uiso 1 1 d R U . . .
H8B H 0.4920 0.9478 0.6839 0.047 Uiso 1 1 d R U . . .
O9 O 0.5000 -0.0276(6) 1.0000 0.0554(13) Uani 1 2 d S T P . .
H9A H 0.5156 0.0315 0.9640 0.066 Uiso 1 1 d R U . . .
N1 N 0.40400(10) 0.7020(4) 0.2529(3) 0.0283(6) Uani 1 1 d . . . . .
N2 N 0.43949(11) 0.4963(4) 0.0219(3) 0.0285(6) Uani 1 1 d . . . . .
H2A H 0.4413 0.3915 0.0538 0.034 Uiso 1 1 calc R U . . .
N3 N 0.44713(10) 0.4107(4) -0.3041(3) 0.0286(6) Uani 1 1 d . . . . .
H3A H 0.4276 0.4961 -0.3298 0.043 Uiso 1 1 calc R U . . .
H3B H 0.4434 0.3186 -0.3561 0.043 Uiso 1 1 calc R U . . .
H3C H 0.4755 0.4512 -0.3035 0.043 Uiso 1 1 calc R U . . .
C1 C 0.39211(12) 0.7302(5) 0.1215(3) 0.0287(7) Uani 1 1 d . . . . .
H1 H 0.3895 0.8553 0.0979 0.034 Uiso 1 1 calc R U . . .
C2 C 0.37463(13) 0.6972(5) 0.3455(3) 0.0308(7) Uani 1 1 d . . . . .
C3 C 0.33085(13) 0.6923(6) 0.3176(3) 0.0352(8) Uani 1 1 d . . . . .
C4 C 0.30961(13) 0.6885(6) 0.1856(4) 0.0393(9) Uani 1 1 d . . . . .
H4A H 0.3007 0.8083 0.1618 0.047 Uiso 1 1 calc R U . . .
H4B H 0.2821 0.6184 0.1834 0.047 Uiso 1 1 calc R U . . .
C5 C 0.29718(14) 0.6999(8) 0.4112(4) 0.0485(11) Uani 1 1 d . . . . .
H5A H 0.3125 0.7232 0.4925 0.073 Uiso 1 1 calc R U . . .
H5B H 0.2815 0.5887 0.4125 0.073 Uiso 1 1 calc R U . . .
H5C H 0.2757 0.7926 0.3892 0.073 Uiso 1 1 calc R U . . .
C6 C 0.39837(13) 0.7041(5) 0.4736(3) 0.0300(7) Uani 1 1 d . . . . .
C7 C 0.44115(11) 0.6064(5) 0.2374(3) 0.0257(7) Uani 1 1 d . . . . .
C8 C 0.43791(12) 0.6476(4) 0.0989(3) 0.0274(7) Uani 1 1 d . . . . .
H8 H 0.4601 0.7372 0.0792 0.033 Uiso 1 1 calc R U . . .
C9 C 0.43807(11) 0.5206(5) -0.0994(3) 0.0265(7) Uani 1 1 d . . . . .
C10 C 0.43866(12) 0.3549(5) -0.1772(3) 0.0264(7) Uani 1 1 d . . . . .
H10 H 0.4635 0.2783 -0.1428 0.032 Uiso 1 1 calc R U . . .
C11 C 0.39510(12) 0.2570(5) -0.1793(3) 0.0280(8) Uani 1 1 d . . . . .
C12 C 0.39535(14) 0.0794(5) -0.1616(4) 0.0347(8) Uani 1 1 d . . . . .
H12 H 0.4228 0.0195 -0.1459 0.042 Uiso 1 1 calc R U . . .
C13 C 0.35556(16) -0.0110(6) -0.1668(4) 0.0455(10) Uani 1 1 d . . . . .
H13 H 0.3558 -0.1334 -0.1570 0.055 Uiso 1 1 calc R U . . .
C14 C 0.31577(15) 0.0758(6) -0.1863(5) 0.0481(11) Uani 1 1 d . . . . .
H14 H 0.2885 0.0135 -0.1887 0.058 Uiso 1 1 calc R U . . .
C15 C 0.31527(14) 0.2539(6) -0.2026(4) 0.0436(10) Uani 1 1 d . . . . .
H15 H 0.2877 0.3135 -0.2155 0.052 Uiso 1 1 calc R U . . .
C16 C 0.35466(13) 0.3449(5) -0.2002(4) 0.0345(8) Uani 1 1 d . . . . .
H16 H 0.3543 0.4668 -0.2127 0.041 Uiso 1 1 calc R U . . .
C17 C 0.68210(14) 0.1848(6) 0.7387(4) 0.0434(9) Uani 1 1 d . . . . .
C18 C 0.68511(16) 0.1908(7) 0.6130(5) 0.0510(11) Uani 1 1 d . . . . .
H18 H 0.7134 0.1963 0.5818 0.061 Uiso 1 1 calc R U . . .
C19 C 0.64703(16) 0.1889(7) 0.5340(4) 0.0474(10) Uani 1 1 d . . . . .
H19 H 0.6491 0.1946 0.4480 0.057 Uiso 1 1 calc R U . . .
C20 C 0.60562(13) 0.1785(6) 0.5785(3) 0.0353(8) Uani 1 1 d . . . . .
C21 C 0.60226(13) 0.1711(5) 0.7065(3) 0.0325(8) Uani 1 1 d . . . . .
C22 C 0.64162(14) 0.1758(6) 0.7859(4) 0.0371(8) Uani 1 1 d . . . . .
H22 H 0.6402 0.1728 0.8723 0.045 Uiso 1 1 calc R U . . .
C23 C 0.55806(13) 0.1569(5) 0.7569(3) 0.0311(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
S1 C1 1.807(4) . ?
S1 C4 1.819(4) . ?
Cl1 C17 1.758(4) . ?
O1 C6 1.218(4) . ?
O2 C6 1.298(5) . ?
O2 H2 0.8400 . ?
O3 C7 1.208(4) . ?
O4 C9 1.216(5) . ?
O5 C20 1.347(5) . ?
O5 H5 0.8400 . ?
O6 C23 1.272(5) . ?
O7 C23 1.253(4) . ?
O8 H8A 0.9087 . ?
O8 H8B 0.9429 . ?
O9 H9A 0.7871 . ?
N1 C7 1.365(5) . ?
N1 C2 1.408(5) . ?
N1 C1 1.465(4) . ?
N2 C9 1.338(4) . ?
N2 C8 1.443(5) . ?
N2 H2A 0.8800 . ?
N3 C10 1.498(4) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 H3C 0.9100 . ?
C1 C8 1.562(5) . ?
C1 H1 1.0000 . ?
C2 C3 1.328(6) . ?
C2 C6 1.513(5) . ?
C3 C5 1.509(5) . ?
C3 C4 1.525(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C7 C8 1.541(4) . ?
C8 H8 1.0000 . ?
C9 C10 1.536(5) . ?
C10 C11 1.514(5) . ?
C10 H10 1.0000 . ?
C11 C12 1.384(5) . ?
C11 C16 1.395(5) . ?
C12 C13 1.385(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.373(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.371(6) . ?
C17 C18 1.388(7) . ?
C18 C19 1.371(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.385(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.414(5) . ?
C21 C22 1.404(5) . ?
C21 C23 1.494(5) . ?
C22 H22 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
C1 S1 C4 94.73(18) . . ?
C6 O2 H2 109.5 . . ?
C20 O5 H5 109.5 . . ?
H8A O8 H8B 114.2 . . ?
C7 N1 C2 130.9(3) . . ?
C7 N1 C1 95.0(3) . . ?
C2 N1 C1 126.7(3) . . ?
C9 N2 C8 117.8(3) . . ?
C9 N2 H2A 121.1 . . ?
C8 N2 H2A 121.1 . . ?
C10 N3 H3A 109.5 . . ?
C10 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
C10 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
N1 C1 C8 87.4(3) . . ?
N1 C1 S1 109.9(2) . . ?
C8 C1 S1 115.7(2) . . ?
N1 C1 H1 113.7 . . ?
C8 C1 H1 113.7 . . ?
S1 C1 H1 113.7 . . ?
C3 C2 N1 121.0(3) . . ?
C3 C2 C6 126.0(3) . . ?
N1 C2 C6 113.0(3) . . ?
C2 C3 C5 124.1(4) . . ?
C2 C3 C4 122.6(3) . . ?
C5 C3 C4 113.2(3) . . ?
C3 C4 S1 116.7(3) . . ?
C3 C4 H4A 108.1 . . ?
S1 C4 H4A 108.1 . . ?
C3 C4 H4B 108.1 . . ?
S1 C4 H4B 108.1 . . ?
H4A C4 H4B 107.3 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 O2 125.8(3) . . ?
O1 C6 C2 123.0(3) . . ?
O2 C6 C2 111.2(3) . . ?
O3 C7 N1 131.8(3) . . ?
O3 C7 C8 136.1(3) . . ?
N1 C7 C8 91.9(3) . . ?
N2 C8 C7 113.8(3) . . ?
N2 C8 C1 120.0(3) . . ?
C7 C8 C1 84.5(2) . . ?
N2 C8 H8 111.9 . . ?
C7 C8 H8 111.9 . . ?
C1 C8 H8 111.9 . . ?
O4 C9 N2 123.1(3) . . ?
O4 C9 C10 121.3(3) . . ?
N2 C9 C10 115.6(3) . . ?
N3 C10 C11 110.6(3) . . ?
N3 C10 C9 106.6(3) . . ?
C11 C10 C9 111.6(3) . . ?
N3 C10 H10 109.3 . . ?
C11 C10 H10 109.3 . . ?
C9 C10 H10 109.3 . . ?
C12 C11 C16 119.8(4) . . ?
C12 C11 C10 119.9(4) . . ?
C16 C11 C10 120.3(3) . . ?
C11 C12 C13 120.0(4) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.2(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.3(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C11 119.6(4) . . ?
C15 C16 H16 120.2 . . ?
C11 C16 H16 120.2 . . ?
C22 C17 C18 121.2(4) . . ?
C22 C17 Cl1 119.4(3) . . ?
C18 C17 Cl1 119.4(3) . . ?
C19 C18 C17 119.7(4) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
O5 C20 C19 119.7(4) . . ?
O5 C20 C21 120.2(4) . . ?
C19 C20 C21 120.1(4) . . ?
C22 C21 C20 118.4(4) . . ?
C22 C21 C23 120.4(3) . . ?
C20 C21 C23 121.2(3) . . ?
C17 C22 C21 120.0(4) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
O7 C23 O6 124.3(4) . . ?
O7 C23 C21 118.5(3) . . ?
O6 C23 C21 117.2(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
C7 N1 C1 C8 -8.4(3) . . . . ?
C2 N1 C1 C8 -160.6(3) . . . . ?
C7 N1 C1 S1 108.1(3) . . . . ?
C2 N1 C1 S1 -44.1(4) . . . . ?
C4 S1 C1 N1 53.9(3) . . . . ?
C4 S1 C1 C8 150.9(3) . . . . ?
C7 N1 C2 C3 -131.5(4) . . . . ?
C1 N1 C2 C3 10.6(6) . . . . ?
C7 N1 C2 C6 50.3(5) . . . . ?
C1 N1 C2 C6 -167.6(3) . . . . ?
N1 C2 C3 C5 -175.4(4) . . . . ?
C6 C2 C3 C5 2.5(7) . . . . ?
N1 C2 C3 C4 1.0(6) . . . . ?
C6 C2 C3 C4 179.0(4) . . . . ?
C2 C3 C4 S1 24.5(6) . . . . ?
C5 C3 C4 S1 -158.7(4) . . . . ?
C1 S1 C4 C3 -47.9(4) . . . . ?
C3 C2 C6 O1 34.1(6) . . . . ?
N1 C2 C6 O1 -147.8(4) . . . . ?
C3 C2 C6 O2 -146.3(4) . . . . ?
N1 C2 C6 O2 31.8(4) . . . . ?
C2 N1 C7 O3 -16.6(7) . . . . ?
C1 N1 C7 O3 -166.9(4) . . . . ?
C2 N1 C7 C8 158.8(4) . . . . ?
C1 N1 C7 C8 8.5(3) . . . . ?
C9 N2 C8 C7 -178.3(3) . . . . ?
C9 N2 C8 C1 84.0(4) . . . . ?
O3 C7 C8 N2 46.6(6) . . . . ?
N1 C7 C8 N2 -128.4(3) . . . . ?
O3 C7 C8 C1 167.1(5) . . . . ?
N1 C7 C8 C1 -8.0(3) . . . . ?
N1 C1 C8 N2 121.9(3) . . . . ?
S1 C1 C8 N2 11.0(4) . . . . ?
N1 C1 C8 C7 7.4(2) . . . . ?
S1 C1 C8 C7 -103.4(3) . . . . ?
C8 N2 C9 O4 -1.7(5) . . . . ?
C8 N2 C9 C10 -178.5(3) . . . . ?
O4 C9 C10 N3 15.5(5) . . . . ?
N2 C9 C10 N3 -167.7(3) . . . . ?
O4 C9 C10 C11 -105.4(4) . . . . ?
N2 C9 C10 C11 71.4(4) . . . . ?
N3 C10 C11 C12 107.1(4) . . . . ?
C9 C10 C11 C12 -134.3(4) . . . . ?
N3 C10 C11 C16 -72.2(4) . . . . ?
C9 C10 C11 C16 46.3(4) . . . . ?
C16 C11 C12 C13 1.2(6) . . . . ?
C10 C11 C12 C13 -178.2(4) . . . . ?
C11 C12 C13 C14 -1.7(7) . . . . ?
C12 C13 C14 C15 0.9(8) . . . . ?
C13 C14 C15 C16 0.4(8) . . . . ?
C14 C15 C16 C11 -1.0(7) . . . . ?
C12 C11 C16 C15 0.2(6) . . . . ?
C10 C11 C16 C15 179.6(4) . . . . ?
C22 C17 C18 C19 0.4(7) . . . . ?
Cl1 C17 C18 C19 -179.9(4) . . . . ?
C17 C18 C19 C20 -0.9(7) . . . . ?
C18 C19 C20 O5 180.0(4) . . . . ?
C18 C19 C20 C21 0.5(7) . . . . ?
O5 C20 C21 C22 -179.0(4) . . . . ?
C19 C20 C21 C22 0.5(6) . . . . ?
O5 C20 C21 C23 1.5(6) . . . . ?
C19 C20 C21 C23 -178.9(4) . . . . ?
C18 C17 C22 C21 0.6(7) . . . . ?
Cl1 C17 C22 C21 -179.2(3) . . . . ?
C20 C21 C22 C17 -1.0(6) . . . . ?
C23 C21 C22 C17 178.5(4) . . . . ?
C22 C21 C23 O7 6.4(5) . . . . ?
C20 C21 C23 O7 -174.3(4) . . . . ?
C22 C21 C23 O6 -173.1(4) . . . . ?
C20 C21 C23 O6 6.3(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
O2 H2 O8 0.84 1.70 2.527(4) 168.7 .
O5 H5 O6 0.84 1.76 2.511(4) 147.9 .
O8 H8A O4 0.91 1.89 2.724(4) 151.0 1_556
O8 H8B O6 0.94 1.75 2.686(4) 173.6 1_565
O9 H9A O7 0.79 1.97 2.753(4) 176.2 .
N2 H2A O7 0.88 1.93 2.809(4) 177.2 2_656
N3 H3A O1 0.91 1.98 2.852(4) 159.8 1_554
N3 H3B O5 0.91 1.92 2.803(4) 163.4 2_655
N3 H3C O3 0.91 1.89 2.794(4) 175.1 2_655
C8 H8 O9 1.00 2.38 3.367(5) 167.2 1_564

_refine_diff_density_max         0.332
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.055

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

data_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2117241'
loop_
_audit_author_name
_audit_author_address
'Xiu-Ni Hua' 'Southeast University'
_audit_update_record             
;
2022-10-29 deposited with the CCDC.	2022-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 N3 O4 S, C7 H5 O6 S, 4(H2 O)'
_chemical_formula_sum            'C23 H31 N3 O14 S2'
_chemical_formula_weight         637.63

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   14.7579(9)
_cell_length_b                   7.0785(3)
_cell_length_c                   27.0868(16)
_cell_angle_alpha                90
_cell_angle_beta                 97.464(2)
_cell_angle_gamma                90
_cell_volume                     2805.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6567
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      26.12

_exptl_crystal_description       strip
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.265
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6958
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55635
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.921
_diffrn_reflns_theta_max         26.424
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             11413
_reflns_number_gt                10360
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.988

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

_computing_data_collection       'Bruker APEX-II CCD diffractometer'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0540P)²+1.6634P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3985 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         11413
_refine_ls_number_parameters     767
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1280
_refine_ls_wR_factor_gt          0.1241
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.150
_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
S1 S 0.71156(9) 0.07379(19) 0.96135(5) 0.0162(3) Uani 1 1 d . . . . .
S2 S 0.47530(9) 0.44126(19) 0.82223(5) 0.0177(3) Uani 1 1 d . . . . .
S3 S 0.78962(9) -0.01780(19) 0.52907(5) 0.0149(3) Uani 1 1 d . . . . .
S4 S 0.99643(8) 0.38721(19) 0.69592(4) 0.0137(3) Uani 1 1 d . . . . .
N1 N 0.8718(3) -0.0086(6) 0.92894(15) 0.0132(9) Uani 1 1 d . . . . .
N2 N 0.8750(3) 0.2334(6) 1.02911(15) 0.0134(9) Uani 1 1 d . . . . .
H2A H 0.8765 0.3437 1.0143 0.016 Uiso 1 1 calc R U . . .
N3 N 0.8337(3) 0.3797(6) 1.15344(14) 0.0108(8) Uani 1 1 d . . . . .
H3A H 0.8062 0.2691 1.1599 0.016 Uiso 1 1 calc R U . . .
H3B H 0.8062 0.4768 1.1677 0.016 Uiso 1 1 calc R U . . .
H3C H 0.8938 0.3750 1.1662 0.016 Uiso 1 1 calc R U . . .
N4 N 0.6261(3) -0.1005(6) 0.55829(14) 0.0112(8) Uani 1 1 d . . . . .
N5 N 0.6324(3) 0.1361(6) 0.45968(15) 0.0122(9) Uani 1 1 d . . . . .
H5D H 0.6335 0.2398 0.4777 0.015 Uiso 1 1 calc R U . . .
N6 N 0.6680(3) 0.3558(6) 0.34265(14) 0.0117(9) Uani 1 1 d . . . . .
H6A H 0.6949 0.2536 0.3302 0.018 Uiso 1 1 calc R U . . .
H6B H 0.6942 0.4633 0.3327 0.018 Uiso 1 1 calc R U . . .
H6C H 0.6073 0.3563 0.3312 0.018 Uiso 1 1 calc R U . . .
O1 O 0.8905(3) -0.0059(6) 0.79860(13) 0.0246(9) Uani 1 1 d . . . . .
H1 H 0.9322 -0.0410 0.7823 0.037 Uiso 1 1 calc R U . . .
O2 O 0.9834(2) -0.1264(6) 0.86260(13) 0.0200(8) Uani 1 1 d . . . . .
O3 O 1.0048(3) 0.1800(5) 0.94508(13) 0.0179(8) Uani 1 1 d . . . . .
O4 O 0.8499(3) 0.0755(6) 1.09795(14) 0.0227(9) Uani 1 1 d . . . . .
O5 O 0.8386(3) 0.5026(5) 0.94024(13) 0.0179(8) Uani 1 1 d . . . . .
H5 H 0.8798 0.4733 0.9230 0.027 Uiso 1 1 calc R U . . .
O6 O 0.9082(2) 0.4499(6) 0.85907(13) 0.0215(9) Uani 1 1 d . . . . .
O7 O 0.8172(3) 0.4510(8) 0.78669(14) 0.0330(11) Uani 1 1 d . . . . .
H7 H 0.8661 0.4226 0.7757 0.049 Uiso 1 1 calc R U . . .
O8 O 0.4690(3) 0.2419(6) 0.81028(15) 0.0256(9) Uani 1 1 d . . . . .
O9 O 0.4731(3) 0.5560(6) 0.77735(15) 0.0279(10) Uani 1 1 d . . . . .
O10 O 0.4101(3) 0.5015(7) 0.85437(15) 0.0293(10) Uani 1 1 d . . . . .
O11 O 0.6082(3) -0.0395(6) 0.68744(14) 0.0262(10) Uani 1 1 d . . . . .
H11 H 0.5646 -0.0487 0.7044 0.039 Uiso 1 1 calc R U . . .
O12 O 0.5107(3) -0.1812(6) 0.62931(14) 0.0198(8) Uani 1 1 d . . . . .
O13 O 0.4863(2) 0.0610(5) 0.53472(14) 0.0181(8) Uani 1 1 d . . . . .
O14 O 0.6556(3) 0.0119(5) 0.38521(13) 0.0185(8) Uani 1 1 d . . . . .
O15 O 0.6819(3) 0.4143(6) 0.53827(13) 0.0199(8) Uani 1 1 d . . . . .
H15A H 0.6328 0.4302 0.5504 0.030 Uiso 1 1 calc R U . . .
O16 O 0.5772(3) 0.3918(6) 0.60348(15) 0.0273(9) Uani 1 1 d . . . . .
O17 O 0.6325(3) 0.3967(7) 0.68404(14) 0.0304(10) Uani 1 1 d . . . . .
H17 H 0.5772 0.3819 0.6874 0.046 Uiso 1 1 calc R U . . .
O18 O 0.9628(3) 0.3670(7) 0.74365(14) 0.0263(10) Uani 1 1 d . . . . .
O19 O 1.0510(3) 0.2253(6) 0.68483(14) 0.0215(9) Uani 1 1 d . . . . .
O20 O 1.0429(3) 0.5655(6) 0.69100(16) 0.0246(9) Uani 1 1 d . . . . .
O21 O 0.4638(3) 0.3454(7) 0.69172(15) 0.0319(10) Uani 1 1 d . . . . .
H21A H 0.4304 0.4025 0.6700 0.038 Uiso 1 1 d R U . . .
H21B H 0.4580 0.3666 0.7283 0.038 Uiso 1 1 d R U . . .
O22 O 0.4762(3) 0.9237(6) 0.74260(13) 0.0228(9) Uani 1 1 d . . . . .
H22A H 0.4660 1.0389 0.7579 0.027 Uiso 1 1 d R U . . .
H22B H 0.4835 0.7962 0.7594 0.027 Uiso 1 1 d R U . . .
O23 O 0.2878(3) 0.0759(7) 0.79627(16) 0.0357(11) Uani 1 1 d . . . . .
H23A H 0.3420 0.1152 0.8034 0.043 Uiso 1 1 d R U . . .
H23B H 0.2648 0.1769 0.7683 0.043 Uiso 1 1 d R U . . .
O24 O 0.2349(3) 0.5442(5) 0.80590(14) 0.0211(9) Uani 1 1 d . . . . .
H24A H 0.2929 0.5158 0.8254 0.025 Uiso 1 1 d R U . . .
H24B H 0.2064 0.4743 0.8141 0.025 Uiso 1 1 d R U . . .
O25 O 0.0988(3) 0.2844(5) 0.83018(15) 0.0227(9) Uani 1 1 d . . . . .
H25A H 0.0629 0.3149 0.8073 0.027 Uiso 1 1 d R U . . .
H25B H 0.0864 0.3667 0.8530 0.027 Uiso 1 1 d R U . . .
O26 O 0.0275(3) 0.9072(6) 0.74797(14) 0.0228(8) Uani 1 1 d . . . . .
H26A H 0.0342 0.9950 0.7317 0.027 Uiso 1 1 d R U . . .
H26B H 0.0319 0.8170 0.7323 0.027 Uiso 1 1 d R U . . .
O27 O 0.2354(3) 0.5875(6) 0.70549(13) 0.0214(9) Uani 1 1 d . . . . .
H27C H 0.1750 0.5611 0.6925 0.026 Uiso 1 1 d R U . . .
H27D H 0.2418 0.5732 0.7347 0.026 Uiso 1 1 d R U . . .
O28 O 0.2453(3) 0.1814(6) 0.69231(15) 0.0221(9) Uani 1 1 d . . . . .
H28D H 0.2585 0.2892 0.6913 0.026 Uiso 1 1 d R U . . .
H28E H 0.1959 0.1756 0.6893 0.026 Uiso 1 1 d R U . . .
C1 C 0.8201(3) -0.0466(7) 0.97008(18) 0.0132(10) Uani 1 1 d . . . . .
H1A H 0.8159 -0.1836 0.9785 0.016 Uiso 1 1 calc R U . . .
C2 C 0.8379(3) -0.0235(7) 0.87765(17) 0.0133(10) Uani 1 1 d . . . . .
C3 C 0.7472(4) -0.0213(7) 0.86288(18) 0.0153(10) Uani 1 1 d . . . . .
C4 C 0.6765(4) -0.0043(8) 0.89804(19) 0.0173(11) Uani 1 1 d . . . . .
H4A H 0.6472 -0.1295 0.8998 0.021 Uiso 1 1 calc R U . . .
H4B H 0.6288 0.0840 0.8828 0.021 Uiso 1 1 calc R U . . .
C5 C 0.7040(4) -0.0475(8) 0.8095(2) 0.0225(12) Uani 1 1 d . . . . .
H5A H 0.7417 -0.1331 0.7924 0.034 Uiso 1 1 calc R U . . .
H5B H 0.6995 0.0751 0.7926 0.034 Uiso 1 1 calc R U . . .
H5C H 0.6427 -0.1015 0.8091 0.034 Uiso 1 1 calc R U . . .
C6 C 0.9116(3) -0.0554(7) 0.84580(18) 0.0136(10) Uani 1 1 d . . . . .
C7 C 0.9395(3) 0.0949(7) 0.95569(18) 0.0106(10) Uani 1 1 d . U . . .
C8 C 0.8971(4) 0.0632(7) 1.00409(18) 0.0128(10) Uani 1 1 d . . . . .
H8 H 0.9352 -0.0242 1.0272 0.015 Uiso 1 1 calc R U . . .
C9 C 0.8519(3) 0.2219(7) 1.07529(18) 0.0124(10) Uani 1 1 d . . . . .
C10 C 0.8254(3) 0.4099(7) 1.09823(17) 0.0125(10) Uani 1 1 d . . . . .
H10 H 0.8697 0.5099 1.0910 0.015 Uiso 1 1 calc R U . . .
C11 C 0.7300(3) 0.4734(7) 1.07869(16) 0.0108(10) Uani 1 1 d . . . . .
C12 C 0.6562(4) 0.3494(8) 1.0734(2) 0.0188(11) Uani 1 1 d . . . . .
H12 H 0.6662 0.2193 1.0809 0.023 Uiso 1 1 calc R U . . .
C13 C 0.5692(4) 0.4124(9) 1.0577(2) 0.0225(12) Uani 1 1 d . . . . .
H13 H 0.5197 0.3256 1.0545 0.027 Uiso 1 1 calc R U . . .
C14 C 0.5532(4) 0.6006(9) 1.0465(2) 0.0223(12) Uani 1 1 d . . . . .
H14 H 0.4930 0.6428 1.0349 0.027 Uiso 1 1 calc R U . . .
C15 C 0.6253(4) 0.7281(8) 1.0521(2) 0.0180(11) Uani 1 1 d . . . . .
H15 H 0.6144 0.8583 1.0453 0.022 Uiso 1 1 calc R U . . .
C16 C 0.7136(4) 0.6646(8) 1.06792(18) 0.0150(11) Uani 1 1 d . . . . .
H16 H 0.7630 0.7517 1.0714 0.018 Uiso 1 1 calc R U . . .
C17 C 0.5848(4) 0.4747(7) 0.85628(18) 0.0154(10) Uani 1 1 d . . . . .
C18 C 0.5938(4) 0.5017(8) 0.90764(19) 0.0169(11) Uani 1 1 d . . . . .
H18 H 0.5406 0.5111 0.9239 0.020 Uiso 1 1 calc R U . . .
C19 C 0.6781(4) 0.5147(7) 0.93499(19) 0.0143(10) Uani 1 1 d . . . . .
H19 H 0.6834 0.5342 0.9699 0.017 Uiso 1 1 calc R U . . .
C20 C 0.7568(4) 0.4994(7) 0.91152(18) 0.0131(10) Uani 1 1 d . . . . .
C21 C 0.7483(3) 0.4765(7) 0.85951(18) 0.0133(10) Uani 1 1 d . . . . .
C22 C 0.6617(4) 0.4648(7) 0.83219(19) 0.0146(10) Uani 1 1 d . . . . .
H22 H 0.6555 0.4499 0.7971 0.018 Uiso 1 1 calc R U . . .
C23 C 0.8316(4) 0.4585(7) 0.83546(19) 0.0175(11) Uani 1 1 d . . . . .
C24 C 0.6821(3) -0.1416(7) 0.51872(17) 0.0100(10) Uani 1 1 d . . . . .
H24 H 0.6884 -0.2796 0.5120 0.012 Uiso 1 1 calc R U . . .
C25 C 0.6579(3) -0.1012(7) 0.61019(17) 0.0119(10) Uani 1 1 d . . . . .
C26 C 0.7479(3) -0.1075(7) 0.62612(17) 0.0119(10) Uani 1 1 d . . . . .
C27 C 0.8211(3) -0.0989(8) 0.59218(18) 0.0153(10) Uani 1 1 d . . . . .
H27A H 0.8473 -0.2271 0.5906 0.018 Uiso 1 1 calc R U . . .
H27B H 0.8704 -0.0157 0.6080 0.018 Uiso 1 1 calc R U . . .
C28 C 0.7886(4) -0.1254(8) 0.68025(19) 0.0194(11) Uani 1 1 d . . . . .
H28A H 0.7536 -0.2183 0.6968 0.029 Uiso 1 1 calc R U . . .
H28B H 0.7862 -0.0027 0.6967 0.029 Uiso 1 1 calc R U . . .
H28C H 0.8523 -0.1669 0.6822 0.029 Uiso 1 1 calc R U . . .
C29 C 0.5838(3) -0.1119(7) 0.64299(17) 0.0126(10) Uani 1 1 d . . . . .
C30 C 0.5572(3) -0.0114(7) 0.52775(18) 0.0127(10) Uani 1 1 d . . . . .
C31 C 0.6077(3) -0.0402(7) 0.48131(17) 0.0118(10) Uani 1 1 d . . . . .
H31 H 0.5749 -0.1284 0.4562 0.014 Uiso 1 1 calc R U . . .
C32 C 0.6537(3) 0.1472(7) 0.41346(19) 0.0119(10) Uani 1 1 d . U . . .
C33 C 0.6807(3) 0.3463(7) 0.39820(18) 0.0114(10) Uani 1 1 d . . . . .
H33 H 0.6391 0.4402 0.4112 0.014 Uiso 1 1 calc R U . . .
C34 C 0.7789(3) 0.3964(8) 0.41769(17) 0.0132(10) Uani 1 1 d . . . . .
C35 C 0.7992(4) 0.5843(8) 0.43093(18) 0.0161(11) Uani 1 1 d . . . . .
H35 H 0.7515 0.6753 0.4284 0.019 Uiso 1 1 calc R U . . .
C36 C 0.8879(4) 0.6393(8) 0.44761(19) 0.0181(11) Uani 1 1 d . . . . .
H36 H 0.9012 0.7672 0.4564 0.022 Uiso 1 1 calc R U . . .
C37 C 0.9574(4) 0.5054(9) 0.4513(2) 0.0222(12) Uani 1 1 d . . . . .
H37 H 1.0184 0.5419 0.4629 0.027 Uiso 1 1 calc R U . . .
C38 C 0.9382(4) 0.3197(8) 0.4383(2) 0.0219(12) Uani 1 1 d . . . . .
H38 H 0.9861 0.2292 0.4408 0.026 Uiso 1 1 calc R U . . .
C39 C 0.8492(4) 0.2648(8) 0.4216(2) 0.0188(12) Uani 1 1 d . . . . .
H39 H 0.8364 0.1368 0.4127 0.023 Uiso 1 1 calc R U . . .
C40 C 0.8994(3) 0.3914(7) 0.65007(18) 0.0121(9) Uani 1 1 d . . . . .
C41 C 0.9139(3) 0.3995(7) 0.60027(18) 0.0154(10) Uani 1 1 d . . . . .
H41 H 0.9745 0.3983 0.5920 0.018 Uiso 1 1 calc R U . . .
C42 C 0.8415(4) 0.4094(7) 0.56316(18) 0.0157(10) Uani 1 1 d . . . . .
H42 H 0.8518 0.4181 0.5293 0.019 Uiso 1 1 calc R U . . .
C43 C 0.7524(4) 0.4065(7) 0.57548(18) 0.0145(10) Uani 1 1 d . . . . .
C44 C 0.7369(3) 0.3989(7) 0.62510(18) 0.0142(10) Uani 1 1 d . . . . .
C45 C 0.8116(3) 0.3903(7) 0.66276(19) 0.0145(10) Uani 1 1 d . . . . .
H45 H 0.8020 0.3837 0.6967 0.017 Uiso 1 1 calc R U . . .
C46 C 0.6420(4) 0.3948(8) 0.63674(19) 0.0182(11) 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
S1 C1 1.803(5) . ?
S1 C4 1.812(5) . ?
S2 O10 1.443(4) . ?
S2 O8 1.448(5) . ?
S2 O9 1.459(4) . ?
S2 C17 1.770(5) . ?
S3 C24 1.802(5) . ?
S3 C27 1.806(5) . ?
S4 O18 1.451(4) . ?
S4 O20 1.451(4) . ?
S4 O19 1.454(4) . ?
S4 C40 1.769(5) . ?
N1 C7 1.368(7) . ?
N1 C2 1.418(6) . ?
N1 C1 1.455(6) . ?
N2 C9 1.341(6) . ?
N2 C8 1.441(6) . ?
N2 H2A 0.8800 . ?
N3 C10 1.500(6) . ?
N3 H3A 0.9100 . ?
N3 H3B 0.9100 . ?
N3 H3C 0.9100 . ?
N4 C30 1.377(6) . ?
N4 C25 1.423(6) . ?
N4 C24 1.466(6) . ?
N5 C32 1.332(6) . ?
N5 C31 1.446(6) . ?
N5 H5D 0.8800 . ?
N6 C33 1.494(6) . ?
N6 H6A 0.9100 . ?
N6 H6B 0.9100 . ?
N6 H6C 0.9100 . ?
O1 C6 1.323(6) . ?
O1 H1 0.8400 . ?
O2 C6 1.208(6) . ?
O3 C7 1.202(6) . ?
O4 C9 1.206(6) . ?
O5 C20 1.349(6) . ?
O5 H5 0.8400 . ?
O6 C23 1.225(6) . ?
O7 C23 1.312(6) . ?
O7 H7 0.8400 . ?
O11 C29 1.315(6) . ?
O11 H11 0.8400 . ?
O12 C29 1.199(6) . ?
O13 C30 1.202(6) . ?
O14 C32 1.229(6) . ?
O15 C43 1.353(6) . ?
O15 H15A 0.8400 . ?
O16 C46 1.226(6) . ?
O17 C46 1.307(6) . ?
O17 H17 0.8400 . ?
O21 H21A 0.8221 . ?
O21 H21B 1.0167 . ?
O22 H22A 0.9355 . ?
O22 H22B 1.0093 . ?
O23 H23A 0.8450 . ?
O23 H23B 1.0654 . ?
O24 H24A 0.9670 . ?
O24 H24B 0.7035 . ?
O25 H25A 0.7918 . ?
O25 H25B 0.8859 . ?
O26 H26A 0.7768 . ?
O26 H26B 0.7732 . ?
O27 H27C 0.9330 . ?
O27 H27D 0.7923 . ?
O28 H28D 0.7888 . ?
O28 H28E 0.7247 . ?
C1 C8 1.572(7) . ?
C1 H1A 1.0000 . ?
C2 C3 1.346(7) . ?
C2 C6 1.490(7) . ?
C3 C4 1.506(7) . ?
C3 C5 1.514(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C7 C8 1.541(7) . ?
C8 H8 1.0000 . ?
C9 C10 1.541(7) . ?
C10 C11 1.506(7) . ?
C10 H10 1.0000 . ?
C11 C12 1.392(7) . ?
C11 C16 1.399(7) . ?
C12 C13 1.374(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.380(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.392(8) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.382(7) . ?
C17 C18 1.393(7) . ?
C18 C19 1.367(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.398(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.407(7) . ?
C21 C22 1.394(7) . ?
C21 C23 1.470(7) . ?
C22 H22 0.9500 . ?
C24 C31 1.568(7) . ?
C24 H24 1.0000 . ?
C25 C26 1.343(7) . ?
C25 C29 1.497(7) . ?
C26 C27 1.508(7) . ?
C26 C28 1.516(7) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C30 C31 1.557(7) . ?
C31 H31 1.0000 . ?
C32 C33 1.535(7) . ?
C33 C34 1.519(7) . ?
C33 H33 1.0000 . ?
C34 C39 1.389(8) . ?
C34 C35 1.400(8) . ?
C35 C36 1.384(8) . ?
C35 H35 0.9500 . ?
C36 C37 1.390(8) . ?
C36 H36 0.9500 . ?
C37 C38 1.381(9) . ?
C37 H37 0.9500 . ?
C38 C39 1.388(8) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C45 1.383(7) . ?
C40 C41 1.394(7) . ?
C41 C42 1.370(7) . ?
C41 H41 0.9500 . ?
C42 C43 1.398(7) . ?
C42 H42 0.9500 . ?
C43 C44 1.394(7) . ?
C44 C45 1.403(7) . ?
C44 C46 1.474(7) . ?
C45 H45 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
C1 S1 C4 96.9(2) . . ?
O10 S2 O8 113.2(3) . . ?
O10 S2 O9 113.2(3) . . ?
O8 S2 O9 111.3(3) . . ?
O10 S2 C17 106.3(2) . . ?
O8 S2 C17 106.0(2) . . ?
O9 S2 C17 106.2(2) . . ?
C24 S3 C27 96.1(2) . . ?
O18 S4 O20 112.8(3) . . ?
O18 S4 O19 111.7(2) . . ?
O20 S4 O19 112.7(2) . . ?
O18 S4 C40 106.8(2) . . ?
O20 S4 C40 105.7(2) . . ?
O19 S4 C40 106.7(2) . . ?
C7 N1 C2 134.3(4) . . ?
C7 N1 C1 96.5(4) . . ?
C2 N1 C1 125.7(4) . . ?
C9 N2 C8 119.2(4) . . ?
C9 N2 H2A 120.4 . . ?
C8 N2 H2A 120.4 . . ?
C10 N3 H3A 109.5 . . ?
C10 N3 H3B 109.5 . . ?
H3A N3 H3B 109.5 . . ?
C10 N3 H3C 109.5 . . ?
H3A N3 H3C 109.5 . . ?
H3B N3 H3C 109.5 . . ?
C30 N4 C25 135.9(4) . . ?
C30 N4 C24 95.4(4) . . ?
C25 N4 C24 125.2(4) . . ?
C32 N5 C31 122.3(4) . . ?
C32 N5 H5D 118.8 . . ?
C31 N5 H5D 118.8 . . ?
C33 N6 H6A 109.5 . . ?
C33 N6 H6B 109.5 . . ?
H6A N6 H6B 109.5 . . ?
C33 N6 H6C 109.5 . . ?
H6A N6 H6C 109.5 . . ?
H6B N6 H6C 109.5 . . ?
C6 O1 H1 109.5 . . ?
C20 O5 H5 109.5 . . ?
C23 O7 H7 109.5 . . ?
C29 O11 H11 109.5 . . ?
C43 O15 H15A 109.5 . . ?
C46 O17 H17 109.5 . . ?
H21A O21 H21B 120.4 . . ?
H22A O22 H22B 126.5 . . ?
H23A O23 H23B 98.4 . . ?
H24A O24 H24B 101.8 . . ?
H25A O25 H25B 100.9 . . ?
H26A O26 H26B 108.8 . . ?
H27C O27 H27D 109.6 . . ?
H28D O28 H28E 107.5 . . ?
N1 C1 C8 86.9(4) . . ?
N1 C1 S1 111.0(3) . . ?
C8 C1 S1 113.9(3) . . ?
N1 C1 H1A 114.1 . . ?
C8 C1 H1A 114.1 . . ?
S1 C1 H1A 114.1 . . ?
C3 C2 N1 120.1(5) . . ?
C3 C2 C6 127.0(4) . . ?
N1 C2 C6 112.8(4) . . ?
C2 C3 C4 123.8(5) . . ?
C2 C3 C5 124.2(5) . . ?
C4 C3 C5 111.9(5) . . ?
C3 C4 S1 119.2(4) . . ?
C3 C4 H4A 107.5 . . ?
S1 C4 H4A 107.5 . . ?
C3 C4 H4B 107.5 . . ?
S1 C4 H4B 107.5 . . ?
H4A C4 H4B 107.0 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O2 C6 O1 124.0(5) . . ?
O2 C6 C2 121.1(4) . . ?
O1 C6 C2 115.0(4) . . ?
O3 C7 N1 134.0(5) . . ?
O3 C7 C8 134.7(5) . . ?
N1 C7 C8 91.3(4) . . ?
N2 C8 C7 114.9(4) . . ?
N2 C8 C1 119.9(4) . . ?
C7 C8 C1 85.2(4) . . ?
N2 C8 H8 111.5 . . ?
C7 C8 H8 111.5 . . ?
C1 C8 H8 111.5 . . ?
O4 C9 N2 123.5(5) . . ?
O4 C9 C10 120.8(4) . . ?
N2 C9 C10 115.6(4) . . ?
N3 C10 C11 110.2(4) . . ?
N3 C10 C9 106.7(4) . . ?
C11 C10 C9 113.0(4) . . ?
N3 C10 H10 109.0 . . ?
C11 C10 H10 109.0 . . ?
C9 C10 H10 109.0 . . ?
C12 C11 C16 118.5(5) . . ?
C12 C11 C10 122.1(5) . . ?
C16 C11 C10 119.4(5) . . ?
C13 C12 C11 121.0(5) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.6(5) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C15 119.7(5) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 119.9(5) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 120.4(5) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
C22 C17 C18 120.1(5) . . ?
C22 C17 S2 119.8(4) . . ?
C18 C17 S2 120.0(4) . . ?
C19 C18 C17 120.8(5) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 120.0(5) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
O5 C20 C19 118.0(4) . . ?
O5 C20 C21 122.4(5) . . ?
C19 C20 C21 119.6(5) . . ?
C22 C21 C20 119.6(5) . . ?
C22 C21 C23 121.5(5) . . ?
C20 C21 C23 118.9(5) . . ?
C17 C22 C21 119.9(5) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
O6 C23 O7 122.8(5) . . ?
O6 C23 C21 122.7(5) . . ?
O7 C23 C21 114.5(5) . . ?
N4 C24 C31 88.1(3) . . ?
N4 C24 S3 111.0(3) . . ?
C31 C24 S3 114.0(3) . . ?
N4 C24 H24 113.7 . . ?
C31 C24 H24 113.7 . . ?
S3 C24 H24 113.7 . . ?
C26 C25 N4 120.2(4) . . ?
C26 C25 C29 125.1(4) . . ?
N4 C25 C29 114.4(4) . . ?
C25 C26 C27 124.0(4) . . ?
C25 C26 C28 124.4(5) . . ?
C27 C26 C28 111.6(4) . . ?
C26 C27 S3 118.3(3) . . ?
C26 C27 H27A 107.7 . . ?
S3 C27 H27A 107.7 . . ?
C26 C27 H27B 107.7 . . ?
S3 C27 H27B 107.7 . . ?
H27A C27 H27B 107.1 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O12 C29 O11 124.8(5) . . ?
O12 C29 C25 122.3(4) . . ?
O11 C29 C25 113.0(4) . . ?
O13 C30 N4 133.7(5) . . ?
O13 C30 C31 134.5(5) . . ?
N4 C30 C31 91.8(4) . . ?
N5 C31 C30 112.8(4) . . ?
N5 C31 C24 117.7(4) . . ?
C30 C31 C24 84.6(3) . . ?
N5 C31 H31 112.9 . . ?
C30 C31 H31 112.9 . . ?
C24 C31 H31 112.9 . . ?
O14 C32 N5 124.5(5) . . ?
O14 C32 C33 121.3(4) . . ?
N5 C32 C33 114.1(4) . . ?
N6 C33 C34 109.2(4) . . ?
N6 C33 C32 108.0(4) . . ?
C34 C33 C32 112.9(4) . . ?
N6 C33 H33 108.9 . . ?
C34 C33 H33 108.9 . . ?
C32 C33 H33 108.9 . . ?
C39 C34 C35 119.0(5) . . ?
C39 C34 C33 122.7(5) . . ?
C35 C34 C33 118.3(5) . . ?
C36 C35 C34 120.9(5) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C35 C36 C37 119.3(5) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
C38 C37 C36 120.4(5) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C37 C38 C39 120.3(5) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C38 C39 C34 120.2(5) . . ?
C38 C39 H39 119.9 . . ?
C34 C39 H39 119.9 . . ?
C45 C40 C41 120.5(5) . . ?
C45 C40 S4 121.6(4) . . ?
C41 C40 S4 117.9(4) . . ?
C42 C41 C40 120.6(5) . . ?
C42 C41 H41 119.7 . . ?
C40 C41 H41 119.7 . . ?
C41 C42 C43 119.5(5) . . ?
C41 C42 H42 120.3 . . ?
C43 C42 H42 120.3 . . ?
O15 C43 C44 120.9(5) . . ?
O15 C43 C42 118.6(4) . . ?
C44 C43 C42 120.6(5) . . ?
C43 C44 C45 119.3(5) . . ?
C43 C44 C46 119.1(5) . . ?
C45 C44 C46 121.5(5) . . ?
C40 C45 C44 119.5(5) . . ?
C40 C45 H45 120.2 . . ?
C44 C45 H45 120.2 . . ?
O16 C46 O17 123.2(5) . . ?
O16 C46 C44 121.0(5) . . ?
O17 C46 C44 115.8(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
C7 N1 C1 C8 -2.2(4) . . . . ?
C2 N1 C1 C8 -163.6(5) . . . . ?
C7 N1 C1 S1 112.3(4) . . . . ?
C2 N1 C1 S1 -49.1(6) . . . . ?
C4 S1 C1 N1 49.9(4) . . . . ?
C4 S1 C1 C8 146.0(4) . . . . ?
C7 N1 C2 C3 -134.1(6) . . . . ?
C1 N1 C2 C3 19.6(8) . . . . ?
C7 N1 C2 C6 50.4(7) . . . . ?
C1 N1 C2 C6 -156.0(5) . . . . ?
N1 C2 C3 C4 -0.2(8) . . . . ?
C6 C2 C3 C4 174.6(5) . . . . ?
N1 C2 C3 C5 -176.3(5) . . . . ?
C6 C2 C3 C5 -1.5(9) . . . . ?
C2 C3 C4 S1 15.5(7) . . . . ?
C5 C3 C4 S1 -168.0(4) . . . . ?
C1 S1 C4 C3 -37.3(4) . . . . ?
C3 C2 C6 O2 -150.7(6) . . . . ?
N1 C2 C6 O2 24.5(7) . . . . ?
C3 C2 C6 O1 27.3(8) . . . . ?
N1 C2 C6 O1 -157.5(4) . . . . ?
C2 N1 C7 O3 -17.5(10) . . . . ?
C1 N1 C7 O3 -176.2(6) . . . . ?
C2 N1 C7 C8 161.0(5) . . . . ?
C1 N1 C7 C8 2.3(4) . . . . ?
C9 N2 C8 C7 -169.2(5) . . . . ?
C9 N2 C8 C1 91.6(6) . . . . ?
O3 C7 C8 N2 55.6(8) . . . . ?
N1 C7 C8 N2 -122.9(4) . . . . ?
O3 C7 C8 C1 176.4(6) . . . . ?
N1 C7 C8 C1 -2.1(4) . . . . ?
N1 C1 C8 N2 118.0(4) . . . . ?
S1 C1 C8 N2 6.4(6) . . . . ?
N1 C1 C8 C7 2.0(3) . . . . ?
S1 C1 C8 C7 -109.6(3) . . . . ?
C8 N2 C9 O4 1.3(8) . . . . ?
C8 N2 C9 C10 -177.5(4) . . . . ?
O4 C9 C10 N3 20.2(6) . . . . ?
N2 C9 C10 N3 -161.1(4) . . . . ?
O4 C9 C10 C11 -101.0(6) . . . . ?
N2 C9 C10 C11 77.7(6) . . . . ?
N3 C10 C11 C12 -74.8(6) . . . . ?
C9 C10 C11 C12 44.4(6) . . . . ?
N3 C10 C11 C16 101.7(5) . . . . ?
C9 C10 C11 C16 -139.1(5) . . . . ?
C16 C11 C12 C13 0.5(8) . . . . ?
C10 C11 C12 C13 177.0(5) . . . . ?
C11 C12 C13 C14 0.3(8) . . . . ?
C12 C13 C14 C15 -1.3(9) . . . . ?
C13 C14 C15 C16 1.6(8) . . . . ?
C14 C15 C16 C11 -0.8(8) . . . . ?
C12 C11 C16 C15 -0.3(7) . . . . ?
C10 C11 C16 C15 -176.9(4) . . . . ?
O10 S2 C17 C22 -167.4(4) . . . . ?
O8 S2 C17 C22 71.9(5) . . . . ?
O9 S2 C17 C22 -46.5(5) . . . . ?
O10 S2 C17 C18 15.8(5) . . . . ?
O8 S2 C17 C18 -104.9(5) . . . . ?
O9 S2 C17 C18 136.7(4) . . . . ?
C22 C17 C18 C19 -1.3(8) . . . . ?
S2 C17 C18 C19 175.5(4) . . . . ?
C17 C18 C19 C20 -0.5(8) . . . . ?
C18 C19 C20 O5 -176.4(5) . . . . ?
C18 C19 C20 C21 2.0(7) . . . . ?
O5 C20 C21 C22 176.8(5) . . . . ?
C19 C20 C21 C22 -1.6(7) . . . . ?
O5 C20 C21 C23 -1.0(7) . . . . ?
C19 C20 C21 C23 -179.3(5) . . . . ?
C18 C17 C22 C21 1.7(8) . . . . ?
S2 C17 C22 C21 -175.1(4) . . . . ?
C20 C21 C22 C17 -0.3(7) . . . . ?
C23 C21 C22 C17 177.4(5) . . . . ?
C22 C21 C23 O6 -172.7(5) . . . . ?
C20 C21 C23 O6 5.0(8) . . . . ?
C22 C21 C23 O7 6.9(7) . . . . ?
C20 C21 C23 O7 -175.4(5) . . . . ?
C30 N4 C24 C31 0.7(4) . . . . ?
C25 N4 C24 C31 -161.0(4) . . . . ?
C30 N4 C24 S3 115.7(4) . . . . ?
C25 N4 C24 S3 -46.0(6) . . . . ?
C27 S3 C24 N4 52.4(4) . . . . ?
C27 S3 C24 C31 150.0(3) . . . . ?
C30 N4 C25 C26 -141.2(6) . . . . ?
C24 N4 C25 C26 12.1(7) . . . . ?
C30 N4 C25 C29 43.9(8) . . . . ?
C24 N4 C25 C29 -162.7(4) . . . . ?
N4 C25 C26 C27 4.9(8) . . . . ?
C29 C25 C26 C27 179.2(5) . . . . ?
N4 C25 C26 C28 -174.6(5) . . . . ?
C29 C25 C26 C28 -0.3(8) . . . . ?
C25 C26 C27 S3 16.0(7) . . . . ?
C28 C26 C27 S3 -164.4(4) . . . . ?
C24 S3 C27 C26 -41.1(4) . . . . ?
C26 C25 C29 O12 -148.7(5) . . . . ?
N4 C25 C29 O12 25.8(7) . . . . ?
C26 C25 C29 O11 30.8(7) . . . . ?
N4 C25 C29 O11 -154.7(4) . . . . ?
C25 N4 C30 O13 -21.8(10) . . . . ?
C24 N4 C30 O13 179.8(6) . . . . ?
C25 N4 C30 C31 157.7(5) . . . . ?
C24 N4 C30 C31 -0.7(4) . . . . ?
C32 N5 C31 C30 -162.0(4) . . . . ?
C32 N5 C31 C24 101.9(5) . . . . ?
O13 C30 C31 N5 62.4(8) . . . . ?
N4 C30 C31 N5 -117.2(4) . . . . ?
O13 C30 C31 C24 -179.8(6) . . . . ?
N4 C30 C31 C24 0.6(4) . . . . ?
N4 C24 C31 N5 112.3(4) . . . . ?
S3 C24 C31 N5 0.1(5) . . . . ?
N4 C24 C31 C30 -0.6(3) . . . . ?
S3 C24 C31 C30 -112.8(3) . . . . ?
C31 N5 C32 O14 -0.9(8) . . . . ?
C31 N5 C32 C33 -178.3(4) . . . . ?
O14 C32 C33 N6 23.7(6) . . . . ?
N5 C32 C33 N6 -158.8(4) . . . . ?
O14 C32 C33 C34 -97.2(6) . . . . ?
N5 C32 C33 C34 80.4(5) . . . . ?
N6 C33 C34 C39 -84.5(6) . . . . ?
C32 C33 C34 C39 35.7(6) . . . . ?
N6 C33 C34 C35 93.7(5) . . . . ?
C32 C33 C34 C35 -146.1(4) . . . . ?
C39 C34 C35 C36 0.1(7) . . . . ?
C33 C34 C35 C36 -178.2(4) . . . . ?
C34 C35 C36 C37 -0.2(8) . . . . ?
C35 C36 C37 C38 0.3(8) . . . . ?
C36 C37 C38 C39 -0.3(9) . . . . ?
C37 C38 C39 C34 0.2(9) . . . . ?
C35 C34 C39 C38 0.0(8) . . . . ?
C33 C34 C39 C38 178.2(5) . . . . ?
O18 S4 C40 C45 4.6(5) . . . . ?
O20 S4 C40 C45 -115.7(4) . . . . ?
O19 S4 C40 C45 124.1(4) . . . . ?
O18 S4 C40 C41 -176.6(4) . . . . ?
O20 S4 C40 C41 63.1(5) . . . . ?
O19 S4 C40 C41 -57.0(5) . . . . ?
C45 C40 C41 C42 1.0(8) . . . . ?
S4 C40 C41 C42 -177.9(4) . . . . ?
C40 C41 C42 C43 -1.6(8) . . . . ?
C41 C42 C43 O15 -179.3(5) . . . . ?
C41 C42 C43 C44 1.7(8) . . . . ?
O15 C43 C44 C45 179.8(5) . . . . ?
C42 C43 C44 C45 -1.3(7) . . . . ?
O15 C43 C44 C46 1.5(7) . . . . ?
C42 C43 C44 C46 -179.6(5) . . . . ?
C41 C40 C45 C44 -0.5(8) . . . . ?
S4 C40 C45 C44 178.3(4) . . . . ?
C43 C44 C45 C40 0.7(7) . . . . ?
C46 C44 C45 C40 179.0(5) . . . . ?
C43 C44 C46 O16 2.4(8) . . . . ?
C45 C44 C46 O16 -175.9(5) . . . . ?
C43 C44 C46 O17 -176.9(5) . . . . ?
C45 C44 C46 O17 4.8(8) . . . . ?

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
N2 H2A O5 0.88 2.30 3.062(6) 144.4 .
N3 H3A O24 0.91 1.98 2.858(6) 162.8 2_647
N3 H3B O23 0.91 1.93 2.763(6) 151.6 2_657
N3 H3B O25 0.91 2.59 3.046(6) 112.0 2_657
N3 H3C O2 0.91 2.06 2.789(5) 135.9 2_757
N3 H3C O26 0.91 2.47 3.153(5) 132.0 2_647
N5 H5D O15 0.88 2.10 2.922(5) 154.4 .
N6 H6A O27 0.91 1.91 2.797(6) 165.3 2_646
N6 H6B O28 0.91 1.95 2.857(6) 175.5 2_656
N6 H6C O12 0.91 2.18 2.850(6) 130.3 2_656
N6 H6C O22 0.91 2.26 2.969(5) 134.7 2_646
O1 H1 O26 0.84 1.82 2.659(5) 174.1 1_645
O5 H5 O6 0.84 1.84 2.572(5) 144.6 .
O7 H7 O18 0.84 1.81 2.642(5) 172.2 .
O11 H11 O22 0.84 1.78 2.618(5) 176.9 1_545
O15 H15A O16 0.84 1.77 2.499(6) 144.3 .
O17 H17 O21 0.84 1.71 2.552(6) 177.3 .
O21 H21A O14 0.82 1.99 2.808(6) 173.5 2_656
O21 H21B S2 1.02 2.58 3.582(4) 169.1 .
O21 H21B O8 1.02 2.38 3.285(6) 148.4 .
O21 H21B O9 1.02 1.88 2.745(6) 140.9 .
O22 H22A O8 0.94 2.02 2.915(6) 160.5 1_565
O22 H22B O9 1.01 1.78 2.770(6) 165.6 .
O23 H23A O8 0.85 2.06 2.900(6) 170.0 .
O23 H23B O28 1.07 2.04 2.902(6) 135.9 .
O24 H24A S2 0.97 2.75 3.592(4) 145.4 .
O24 H24A O10 0.97 1.81 2.760(6) 168.2 .
O24 H24B O25 0.70 2.17 2.862(6) 169.4 .
O25 H25A O18 0.79 2.15 2.939(5) 174.0 1_455
O25 H25B O4 0.89 2.12 2.868(5) 141.2 2_657
O26 H26A S4 0.78 2.97 3.685(4) 154.4 1_465
O26 H26A O19 0.78 2.10 2.876(6) 177.5 1_465
O26 H26B O20 0.77 2.12 2.894(6) 178.5 1_455
O27 H27C S4 0.93 2.92 3.778(4) 153.3 1_455
O27 H27C O20 0.93 1.95 2.820(6) 155.4 1_455
O27 H27D O24 0.79 1.95 2.738(5) 170.2 .
O28 H28D O27 0.79 2.18 2.902(6) 152.3 .
O28 H28E O19 0.72 2.15 2.865(6) 167.0 1_455
C1 H1A O5 1.00 2.49 3.312(6) 139.0 1_545
C8 H8 O3 1.00 2.36 3.292(6) 155.0 2_747
C10 H10 O3 1.00 2.51 3.475(6) 161.8 2_757
C24 H24 O15 1.00 2.29 3.188(6) 149.2 1_545
C31 H31 O13 1.00 2.40 3.150(6) 131.1 2_646
C31 H31 O16 1.00 2.59 3.365(6) 133.8 2_646
C33 H33 O13 1.00 2.65 3.583(6) 156.3 2_656
C45 H45 O7 0.95 2.46 3.375(6) 160.4 .

_refine_diff_density_max         0.587
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.076

