# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1858966'
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-19 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         'C20 H22 N O4, C6 H5 O3 S'
_chemical_formula_sum            'C26 H27 N O7 S'
_chemical_formula_weight         497.55

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 pref
erence 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                   8.1697(18)
_cell_length_b                   14.797(4)
_cell_length_c                   19.644(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.45(2)
_cell_angle_gamma                90
_cell_volume                     2359.7(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    301
_cell_measurement_theta_min      3.4340
_cell_measurement_theta_max      18.3610

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.186
_shelx_estimated_absorpt_T_min   0.729
_shelx_estimated_absorpt_T_max   0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.949
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10061
_diffrn_reflns_av_unetI/netI     0.3511
_diffrn_reflns_av_R_equivalents  0.1538
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.373
_diffrn_reflns_theta_max         24.247
_diffrn_reflns_theta_full        24.247
_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 0.754
_diffrn_reflns_point_group_measured_fraction_full 0.754
_reflns_number_total             5770
_reflns_number_gt                1842
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.460
_reflns_Friedel_fraction_max     0.497
_reflns_Friedel_fraction_full    0.497

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0095P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 286 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.6(3)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         7653
_refine_ls_number_parameters     635
_refine_ls_number_restraints     243
_refine_ls_R_factor_all          0.2560
_refine_ls_R_factor_gt           0.1185
_refine_ls_wR_factor_ref         0.2029
_refine_ls_wR_factor_gt          0.1557
_refine_ls_goodness_of_fit_ref   0.878
_refine_ls_restrained_S_all      0.875
_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 0.5553(6) 0.6096(4) 0.4404(3) 0.0525(16) Uani 1 1 d . U . . .
S2 S 0.0861(6) 0.4171(4) 0.0594(3) 0.0591(17) Uani 1 1 d . U . . .
O13 O 0.6448(14) 0.5909(10) 0.3792(7) 0.060(4) Uani 1 1 d . . . . .
N1 N 0.5011(17) 0.4974(11) 0.1061(7) 0.040(4) Uani 1 1 d . U . . .
H1 H 0.3819 0.4911 0.1066 0.049 Uiso 1 1 calc R U . . .
C36 C 0.052(2) 0.4749(15) 0.3468(9) 0.047(6) Uani 1 1 d . . . . .
H36 H 0.1701 0.4870 0.3548 0.057 Uiso 1 1 calc R U . . .
O6 O -0.0234(18) 0.1006(11) 0.3833(7) 0.066(4) Uani 1 1 d . U . . .
C17 C 0.522(2) 0.6615(18) 0.1439(11) 0.055(6) Uani 1 1 d . U . . .
C37 C 0.030(2) 0.3757(14) 0.3632(8) 0.032(5) Uani 1 1 d . U . . .
O12 O 0.6588(15) 0.5911(10) 0.5057(7) 0.066(4) Uani 1 1 d . . . . .
C21 C 0.084(2) 0.3091(14) 0.3165(8) 0.037(5) Uani 1 1 d . U . . .
H21 H 0.1263 0.3281 0.2769 0.045 Uiso 1 1 calc R U . . .
O7 O -0.0049(15) 0.8147(10) 0.3595(6) 0.048(4) Uani 1 1 d . . . . .
C9 C 0.561(2) 0.3717(16) 0.1907(9) 0.041(5) Uani 1 1 d . U . . .
O4 O 0.6004(16) 0.1520(10) 0.2812(7) 0.055(4) Uani 1 1 d . U . . .
C52 C 0.195(2) 0.2550(16) 0.1229(11) 0.058(6) Uani 1 1 d . U . . .
H52 H 0.2334 0.2894 0.1611 0.069 Uiso 1 1 calc R U . . .
O9 O 0.1784(16) 0.4531(11) 0.1213(7) 0.070(5) Uani 1 1 d . . . . .
C20 C 0.560(3) 0.1130(16) 0.3423(10) 0.066(7) Uani 1 1 d . . . . .
H20A H 0.4887 0.0622 0.3319 0.099 Uiso 1 1 calc R U . . .
H20B H 0.5054 0.1569 0.3677 0.099 Uiso 1 1 calc R U . . .
H20C H 0.6591 0.0932 0.3693 0.099 Uiso 1 1 calc R U . . .
O5 O 0.1114(17) 0.1504(10) 0.2935(6) 0.056(4) Uani 1 1 d . . . . .
C11 C 0.576(2) 0.2422(15) 0.2713(11) 0.052(6) Uani 1 1 d . U . . .
O3 O 0.6267(14) 0.2247(11) 0.1508(6) 0.054(4) Uani 1 1 d . U . . .
C48 C 0.044(3) 0.2490(17) 0.0080(11) 0.074(8) Uani 1 1 d . . . . .
H48 H -0.0126 0.2778 -0.0295 0.088 Uiso 1 1 calc R U . . .
C15 C 0.494(2) 0.5257(13) 0.2264(9) 0.045(6) Uani 1 1 d . U . . .
H15A H 0.5374 0.5611 0.2658 0.054 Uiso 1 1 calc R U . . .
H15B H 0.3756 0.5346 0.2200 0.054 Uiso 1 1 calc R U . . .
C28 C 0.019(2) 0.6276(13) 0.3928(9) 0.039(5) Uani 1 1 d . U . . .
H28A H 0.1311 0.6338 0.4148 0.047 Uiso 1 1 calc R U . . .
H28B H -0.0514 0.6655 0.4173 0.047 Uiso 1 1 calc R U . . .
C34 C 0.017(2) 0.6004(15) 0.2628(8) 0.041(5) Uani 1 1 d . U . . .
C13 C 0.519(2) 0.3979(15) 0.3073(9) 0.048(5) Uani 1 1 d . U . . .
H13 H 0.4985 0.4365 0.3428 0.057 Uiso 1 1 calc R U . . .
C35 C -0.001(2) 0.4974(16) 0.2704(10) 0.066(7) Uani 1 1 d . . . . .
H35A H 0.0695 0.4661 0.2414 0.079 Uiso 1 1 calc R U . . .
H35B H -0.1139 0.4789 0.2573 0.079 Uiso 1 1 calc R U . . .
O8 O 0.0013(18) 0.8812(10) 0.2287(7) 0.064(4) Uani 1 1 d . U . . .
C26 C -0.104(2) 0.4092(17) 0.4694(8) 0.058(7) Uani 1 1 d . . . . .
H26A H -0.0844 0.3829 0.5149 0.070 Uiso 1 1 calc R U . . .
H26B H -0.2212 0.4193 0.4586 0.070 Uiso 1 1 calc R U . . .
C30 C 0.0012(19) 0.7580(14) 0.3044(8) 0.034(5) Uani 1 1 d . . . . .
C47 C 0.112(2) 0.2971(16) 0.0648(10) 0.051(6) Uani 1 1 d . U . . .
O11 O -0.0840(16) 0.4351(11) 0.0580(10) 0.102(7) Uani 1 1 d . U . . .
O14 O 0.3987(15) 0.5653(10) 0.4318(8) 0.077(5) Uani 1 1 d . . . . .
C42 C 0.579(2) 0.7806(16) 0.4913(10) 0.054(6) Uani 1 1 d . U . . .
H42 H 0.6426 0.7551 0.5286 0.064 Uiso 1 1 calc R U . . .
C4 C 0.427(3) 0.7747(18) 0.0629(12) 0.079(7) Uani 1 1 d . U . . .
H4 H 0.3870 0.7938 0.0191 0.094 Uiso 1 1 calc R U . . .
C14 C 0.527(2) 0.4302(15) 0.2418(9) 0.039(5) Uani 1 1 d . U . . .
C32 C 0.008(2) 0.7246(16) 0.1822(10) 0.059(6) Uani 1 1 d . U . . .
H32 H 0.0039 0.7431 0.1368 0.071 Uiso 1 1 calc R U . . .
C41 C 0.519(2) 0.7257(16) 0.4376(9) 0.046(5) Uani 1 1 d . U . . .
C22 C 0.073(2) 0.2184(18) 0.3298(11) 0.052(6) Uani 1 1 d . U . . .
C29 C 0.011(2) 0.6610(15) 0.3160(9) 0.042(5) Uani 1 1 d . U . . .
O1 O 0.5456(18) 0.8871(11) 0.2252(8) 0.080(5) Uani 1 1 d . U . . .
C10 C 0.594(2) 0.2792(16) 0.2047(10) 0.048(4) Uani 1 1 d . U . . .
N2 N -0.0306(17) 0.5374(11) 0.3968(6) 0.035(4) Uani 1 1 d . . . . .
H2 H -0.1491 0.5364 0.3817 0.042 Uiso 1 1 calc R U . . .
C39 C -0.159(2) 0.8560(15) 0.3619(10) 0.063(7) Uani 1 1 d . . . . .
H39A H -0.1834 0.8936 0.3223 0.095 Uiso 1 1 calc R U . . .
H39B H -0.1556 0.8924 0.4025 0.095 Uiso 1 1 calc R U . . .
H39C H -0.2419 0.8104 0.3627 0.095 Uiso 1 1 calc R U . . .
C19 C 0.7897(19) 0.1903(17) 0.1533(9) 0.071(7) Uani 1 1 d . U . . .
H19A H 0.8173 0.1816 0.1076 0.106 Uiso 1 1 calc R U . . .
H19B H 0.7966 0.1336 0.1772 0.106 Uiso 1 1 calc R U . . .
H19C H 0.8653 0.2325 0.1769 0.106 Uiso 1 1 calc R U . . .
C33 C 0.008(2) 0.6372(15) 0.1953(10) 0.051(6) Uani 1 1 d . U . . .
H33 H 0.0027 0.5973 0.1585 0.061 Uiso 1 1 calc R U . . .
C16 C 0.566(2) 0.5630(15) 0.1627(10) 0.050(6) Uani 1 1 d . U . . .
H16 H 0.6865 0.5575 0.1701 0.060 Uiso 1 1 calc R U . . .
C38 C 0.065(3) 0.0757(17) 0.3324(13) 0.086(8) Uani 1 1 d . U . . .
H38A H 0.0000 0.0340 0.3023 0.103 Uiso 1 1 calc R U . . .
H38B H 0.1631 0.0442 0.3519 0.103 Uiso 1 1 calc R U . . .
O10 O 0.1638(18) 0.4453(11) -0.0020(7) 0.082(5) Uani 1 1 d . . . . .
C3 C 0.453(3) 0.833(2) 0.1166(13) 0.077(6) Uani 1 1 d . U . . .
C51 C 0.219(2) 0.1682(16) 0.1233(11) 0.057(6) Uani 1 1 d . U . . .
H51 H 0.2837 0.1404 0.1594 0.068 Uiso 1 1 calc R U . . .
C1 C 0.556(3) 0.7220(18) 0.1945(11) 0.072(8) Uani 1 1 d . . . . .
H1A H 0.5996 0.7023 0.2377 0.087 Uiso 1 1 calc R U . . .
C8 C 0.578(2) 0.4082(14) 0.1180(8) 0.040(4) Uani 1 1 d . U . . .
H8A H 0.6936 0.4123 0.1117 0.048 Uiso 1 1 calc R U . . .
H8B H 0.5266 0.3659 0.0843 0.048 Uiso 1 1 calc R U . . .
C25 C -0.044(2) 0.3498(15) 0.4195(10) 0.047(5) Uani 1 1 d . U . . .
C5 C 0.466(2) 0.6843(14) 0.0778(9) 0.039(5) Uani 1 1 d . U . . .
C2 C 0.527(2) 0.8086(19) 0.1840(10) 0.055(6) Uani 1 1 d . U . . .
C46 C 0.422(2) 0.7629(15) 0.3787(9) 0.049(6) Uani 1 1 d . U . . .
H46 H 0.3801 0.7241 0.3437 0.058 Uiso 1 1 calc R U . . .
C6 C 0.436(2) 0.6174(14) 0.0213(9) 0.045(5) Uani 1 1 d . U . . .
H6A H 0.4665 0.6440 -0.0205 0.054 Uiso 1 1 calc R U . . .
H6B H 0.3189 0.6037 0.0141 0.054 Uiso 1 1 calc R U . . .
C49 C 0.067(3) 0.1503(16) 0.0098(12) 0.075(8) Uani 1 1 d . U . . .
H49 H 0.0287 0.1134 -0.0270 0.090 Uiso 1 1 calc R U . . .
C44 C 0.448(2) 0.9033(16) 0.4292(11) 0.062(6) Uani 1 1 d . U . . .
H44 H 0.4220 0.9645 0.4281 0.074 Uiso 1 1 calc R U . . .
C7 C 0.534(2) 0.5272(16) 0.0358(9) 0.058(6) Uani 1 1 d . U . . .
H7A H 0.4963 0.4817 0.0021 0.070 Uiso 1 1 calc R U . . .
H7B H 0.6507 0.5372 0.0343 0.070 Uiso 1 1 calc R U . . .
C12 C 0.542(2) 0.3034(16) 0.3187(10) 0.048(6) Uani 1 1 d . U . . .
H12 H 0.5338 0.2820 0.3626 0.058 Uiso 1 1 calc R U . . .
C31 C 0.014(2) 0.7929(15) 0.2347(10) 0.048(5) Uani 1 1 d . U . . .
O2 O 0.4299(19) 0.9250(13) 0.1134(8) 0.092(5) Uani 1 1 d . U . . .
C18 C 0.480(3) 0.9560(19) 0.1776(12) 0.097(6) Uani 1 1 d . U . . .
H18A H 0.3868 0.9845 0.1957 0.116 Uiso 1 1 calc R U . . .
H18B H 0.5633 1.0020 0.1747 0.116 Uiso 1 1 calc R U . . .
C50 C 0.145(2) 0.1173(17) 0.0678(11) 0.067(6) Uani 1 1 d . U . . .
H50 H 0.1515 0.0548 0.0718 0.080 Uiso 1 1 calc R U . . .
C24 C -0.065(2) 0.2516(15) 0.4306(9) 0.047(5) Uani 1 1 d . U . . .
H24 H -0.1149 0.2317 0.4683 0.056 Uiso 1 1 calc R U . . .
C27 C -0.010(2) 0.499(2) 0.4667(9) 0.079(9) Uani 1 1 d . . . . .
H27A H -0.0497 0.5414 0.4985 0.095 Uiso 1 1 calc R U . . .
H27B H 0.1065 0.4884 0.4807 0.095 Uiso 1 1 calc R U . . .
C23 C -0.013(2) 0.1904(14) 0.3861(10) 0.040(4) Uani 1 1 d . U . . .
C40 C -0.019(3) 0.9160(19) 0.1585(11) 0.102(9) Uani 1 1 d . U . . .
H40A H -0.0814 0.8737 0.1291 0.153 Uiso 1 1 calc R U . . .
H40B H 0.0879 0.9241 0.1430 0.153 Uiso 1 1 calc R U . . .
H40C H -0.0751 0.9729 0.1573 0.153 Uiso 1 1 calc R U . . .
C45 C 0.387(3) 0.855(2) 0.3722(13) 0.087(8) Uani 1 1 d . U . . .
H45 H 0.3293 0.8805 0.3335 0.105 Uiso 1 1 calc R U . . .
C43 C 0.547(3) 0.8721(19) 0.4917(13) 0.077(7) Uani 1 1 d . U . . .
H43 H 0.5851 0.9101 0.5277 0.093 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
S1 O14 1.430(13) . ?
S1 O12 1.481(12) . ?
S1 O13 1.501(14) . ?
S1 C41 1.74(2) . ?
S2 O11 1.413(13) . ?
S2 O9 1.458(13) . ?
S2 O10 1.486(14) . ?
S2 C47 1.79(2) . ?
N1 C8 1.47(2) . ?
N1 C7 1.50(2) . ?
N1 C16 1.53(2) . ?
N1 H1 0.9800 . ?
C36 C37 1.52(3) . ?
C36 C35 1.55(2) . ?
C36 N2 1.56(2) . ?
C36 H36 0.9800 . ?
O6 C23 1.33(2) . ?
O6 C38 1.35(3) . ?
C17 C1 1.34(3) . ?
C17 C5 1.37(2) . ?
C17 C16 1.54(3) . ?
C37 C25 1.37(2) . ?
C37 C21 1.45(2) . ?
C21 C22 1.37(3) . ?
C21 H21 0.9300 . ?
O7 C30 1.38(2) . ?
O7 C39 1.40(2) . ?
C9 C14 1.38(3) . ?
C9 C10 1.41(3) . ?
C9 C8 1.55(2) . ?
O4 C11 1.36(2) . ?
O4 C20 1.40(2) . ?
C52 C51 1.30(3) . ?
C52 C47 1.41(2) . ?
C52 H52 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
O5 C22 1.29(3) . ?
O5 C38 1.42(3) . ?
C11 C12 1.35(3) . ?
C11 C10 1.44(3) . ?
O3 C10 1.38(2) . ?
O3 C19 1.421(18) . ?
C48 C47 1.38(3) . ?
C48 C49 1.47(3) . ?
C48 H48 0.9300 . ?
C15 C14 1.46(3) . ?
C15 C16 1.54(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C28 N2 1.40(2) . ?
C28 C29 1.58(2) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C34 C29 1.38(2) . ?
C34 C33 1.43(2) . ?
C34 C35 1.54(3) . ?
C13 C14 1.38(2) . ?
C13 C12 1.43(3) . ?
C13 H13 0.9300 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
O8 C31 1.32(2) . ?
O8 C40 1.46(2) . ?
C26 C25 1.44(3) . ?
C26 C27 1.54(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C30 C29 1.45(3) . ?
C30 C31 1.48(2) . ?
C42 C41 1.38(3) . ?
C42 C43 1.38(3) . ?
C42 H42 0.9300 . ?
C4 C3 1.36(3) . ?
C4 C5 1.40(3) . ?
C4 H4 0.9300 . ?
C32 C33 1.32(3) . ?
C32 C31 1.44(3) . ?
C32 H32 0.9300 . ?
C41 C46 1.44(2) . ?
C22 C23 1.44(3) . ?
O1 C2 1.41(3) . ?
O1 C18 1.45(2) . ?
N2 C27 1.48(2) . ?
N2 H2 0.9800 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C33 H33 0.9300 . ?
C16 H16 0.9800 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C3 O2 1.38(3) . ?
C3 C2 1.44(3) . ?
C51 C50 1.40(3) . ?
C51 H51 0.9300 . ?
C1 C2 1.32(3) . ?
C1 H1A 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C25 C24 1.48(3) . ?
C5 C6 1.49(2) . ?
C46 C45 1.39(3) . ?
C46 H46 0.9300 . ?
C6 C7 1.57(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C49 C50 1.34(3) . ?
C49 H49 0.9300 . ?
C44 C45 1.38(3) . ?
C44 C43 1.47(3) . ?
C44 H44 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C12 H12 0.9300 . ?
O2 C18 1.36(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C50 H50 0.9300 . ?
C24 C23 1.36(2) . ?
C24 H24 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C45 H45 0.9300 . ?
C43 H43 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
O14 S1 O12 115.7(9) . . ?
O14 S1 O13 109.3(9) . . ?
O12 S1 O13 112.2(8) . . ?
O14 S1 C41 107.5(9) . . ?
O12 S1 C41 106.7(9) . . ?
O13 S1 C41 104.7(9) . . ?
O11 S2 O9 111.3(10) . . ?
O11 S2 O10 116.1(10) . . ?
O9 S2 O10 110.3(9) . . ?
O11 S2 C47 107.3(10) . . ?
O9 S2 C47 105.5(9) . . ?
O10 S2 C47 105.6(10) . . ?
C8 N1 C7 107.1(16) . . ?
C8 N1 C16 110.4(13) . . ?
C7 N1 C16 113.6(16) . . ?
C8 N1 H1 108.6 . . ?
C7 N1 H1 108.6 . . ?
C16 N1 H1 108.6 . . ?
C37 C36 C35 112.8(18) . . ?
C37 C36 N2 111.8(16) . . ?
C35 C36 N2 113.1(16) . . ?
C37 C36 H36 106.1 . . ?
C35 C36 H36 106.1 . . ?
N2 C36 H36 106.1 . . ?
C23 O6 C38 105.5(19) . . ?
C1 C17 C5 124(2) . . ?
C1 C17 C16 115.6(19) . . ?
C5 C17 C16 120(2) . . ?
C25 C37 C21 121(2) . . ?
C25 C37 C36 120.9(18) . . ?
C21 C37 C36 118.2(17) . . ?
C22 C21 C37 120.9(19) . . ?
C22 C21 H21 119.6 . . ?
C37 C21 H21 119.6 . . ?
C30 O7 C39 113.8(13) . . ?
C14 C9 C10 120.9(18) . . ?
C14 C9 C8 120(2) . . ?
C10 C9 C8 118.9(19) . . ?
C11 O4 C20 118.8(18) . . ?
C51 C52 C47 120(2) . . ?
C51 C52 H52 120.0 . . ?
C47 C52 H52 120.0 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 O5 C38 102.2(16) . . ?
C12 C11 O4 127(2) . . ?
C12 C11 C10 115(2) . . ?
O4 C11 C10 118(2) . . ?
C10 O3 C19 116.5(14) . . ?
C47 C48 C49 117(2) . . ?
C47 C48 H48 121.5 . . ?
C49 C48 H48 121.5 . . ?
C14 C15 C16 115.9(19) . . ?
C14 C15 H15A 108.3 . . ?
C16 C15 H15A 108.3 . . ?
C14 C15 H15B 108.3 . . ?
C16 C15 H15B 108.3 . . ?
H15A C15 H15B 107.4 . . ?
N2 C28 C29 111.7(16) . . ?
N2 C28 H28A 109.3 . . ?
C29 C28 H28A 109.3 . . ?
N2 C28 H28B 109.3 . . ?
C29 C28 H28B 109.3 . . ?
H28A C28 H28B 107.9 . . ?
C29 C34 C33 117(2) . . ?
C29 C34 C35 124.0(18) . . ?
C33 C34 C35 118.2(17) . . ?
C14 C13 C12 118(2) . . ?
C14 C13 H13 121.1 . . ?
C12 C13 H13 121.1 . . ?
C34 C35 C36 106.7(17) . . ?
C34 C35 H35A 110.4 . . ?
C36 C35 H35A 110.4 . . ?
C34 C35 H35B 110.4 . . ?
C36 C35 H35B 110.4 . . ?
H35A C35 H35B 108.6 . . ?
C31 O8 C40 115.7(18) . . ?
C25 C26 C27 106.9(18) . . ?
C25 C26 H26A 110.3 . . ?
C27 C26 H26A 110.3 . . ?
C25 C26 H26B 110.3 . . ?
C27 C26 H26B 110.3 . . ?
H26A C26 H26B 108.6 . . ?
O7 C30 C29 119.0(16) . . ?
O7 C30 C31 121.9(19) . . ?
C29 C30 C31 118.9(17) . . ?
C48 C47 C52 123(2) . . ?
C48 C47 S2 115.4(16) . . ?
C52 C47 S2 122.0(16) . . ?
C41 C42 C43 122(2) . . ?
C41 C42 H42 118.9 . . ?
C43 C42 H42 118.9 . . ?
C3 C4 C5 116(2) . . ?
C3 C4 H4 122.2 . . ?
C5 C4 H4 122.2 . . ?
C9 C14 C13 120(2) . . ?
C9 C14 C15 120.1(18) . . ?
C13 C14 C15 120.1(19) . . ?
C33 C32 C31 123(2) . . ?
C33 C32 H32 118.4 . . ?
C31 C32 H32 118.4 . . ?
C42 C41 C46 121(2) . . ?
C42 C41 S1 120.9(16) . . ?
C46 C41 S1 118.6(16) . . ?
O5 C22 C21 129(2) . . ?
O5 C22 C23 112(2) . . ?
C21 C22 C23 119(2) . . ?
C34 C29 C30 121.9(18) . . ?
C34 C29 C28 121.1(19) . . ?
C30 C29 C28 117.0(17) . . ?
C2 O1 C18 101.6(16) . . ?
O3 C10 C9 117.6(18) . . ?
O3 C10 C11 121(2) . . ?
C9 C10 C11 121(2) . . ?
C28 N2 C27 114.6(17) . . ?
C28 N2 C36 112.5(15) . . ?
C27 N2 C36 110.1(16) . . ?
C28 N2 H2 106.4 . . ?
C27 N2 H2 106.4 . . ?
C36 N2 H2 106.4 . . ?
O7 C39 H39A 109.5 . . ?
O7 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O7 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C32 C33 C34 124(2) . . ?
C32 C33 H33 118.2 . . ?
C34 C33 H33 118.2 . . ?
N1 C16 C17 112.0(16) . . ?
N1 C16 C15 103.2(15) . . ?
C17 C16 C15 115.7(18) . . ?
N1 C16 H16 108.5 . . ?
C17 C16 H16 108.5 . . ?
C15 C16 H16 108.5 . . ?
O6 C38 O5 113(2) . . ?
O6 C38 H38A 109.1 . . ?
O5 C38 H38A 109.1 . . ?
O6 C38 H38B 109.1 . . ?
O5 C38 H38B 109.1 . . ?
H38A C38 H38B 107.8 . . ?
C4 C3 O2 126(2) . . ?
C4 C3 C2 125(3) . . ?
O2 C3 C2 109(2) . . ?
C52 C51 C50 118(2) . . ?
C52 C51 H51 120.8 . . ?
C50 C51 H51 120.8 . . ?
C2 C1 C17 121(2) . . ?
C2 C1 H1A 119.5 . . ?
C17 C1 H1A 119.5 . . ?
N1 C8 C9 112.4(15) . . ?
N1 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
N1 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?
C37 C25 C26 126(2) . . ?
C37 C25 C24 118(2) . . ?
C26 C25 C24 116(2) . . ?
C17 C5 C4 119(2) . . ?
C17 C5 C6 124(2) . . ?
C4 C5 C6 117.8(18) . . ?
C1 C2 O1 135(2) . . ?
C1 C2 C3 116(2) . . ?
O1 C2 C3 109(2) . . ?
C45 C46 C41 122(2) . . ?
C45 C46 H46 118.8 . . ?
C41 C46 H46 118.8 . . ?
C5 C6 C7 113.2(14) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.8 . . ?
C50 C49 C48 115(2) . . ?
C50 C49 H49 122.3 . . ?
C48 C49 H49 122.3 . . ?
C45 C44 C43 129(2) . . ?
C45 C44 H44 115.4 . . ?
C43 C44 H44 115.4 . . ?
N1 C7 C6 106.1(17) . . ?
N1 C7 H7A 110.5 . . ?
C6 C7 H7A 110.5 . . ?
N1 C7 H7B 110.5 . . ?
C6 C7 H7B 110.5 . . ?
H7A C7 H7B 108.7 . . ?
C11 C12 C13 126(2) . . ?
C11 C12 H12 117.1 . . ?
C13 C12 H12 117.1 . . ?
O8 C31 C32 129.5(19) . . ?
O8 C31 C30 114.7(19) . . ?
C32 C31 C30 114.7(19) . . ?
C18 O2 C3 105(2) . . ?
O2 C18 O1 114(2) . . ?
O2 C18 H18A 108.7 . . ?
O1 C18 H18A 108.7 . . ?
O2 C18 H18B 108.7 . . ?
O1 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C49 C50 C51 126(2) . . ?
C49 C50 H50 116.9 . . ?
C51 C50 H50 116.9 . . ?
C23 C24 C25 120(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
N2 C27 C26 111.1(15) . . ?
N2 C27 H27A 109.4 . . ?
C26 C27 H27A 109.4 . . ?
N2 C27 H27B 109.4 . . ?
C26 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
O6 C23 C24 132(2) . . ?
O6 C23 C22 107(2) . . ?
C24 C23 C22 121(2) . . ?
O8 C40 H40A 109.5 . . ?
O8 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O8 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C44 C45 C46 113(2) . . ?
C44 C45 H45 123.7 . . ?
C46 C45 H45 123.7 . . ?
C42 C43 C44 113(2) . . ?
C42 C43 H43 123.5 . . ?
C44 C43 H43 123.5 . . ?

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
C35 C36 C37 C25 -133.3(17) . . . . ?
N2 C36 C37 C25 -4(2) . . . . ?
C35 C36 C37 C21 44(2) . . . . ?
N2 C36 C37 C21 173.2(13) . . . . ?
C25 C37 C21 C22 -5(3) . . . . ?
C36 C37 C21 C22 177.7(17) . . . . ?
C20 O4 C11 C12 12(3) . . . . ?
C20 O4 C11 C10 -170.7(16) . . . . ?
C29 C34 C35 C36 -24(3) . . . . ?
C33 C34 C35 C36 167.5(16) . . . . ?
C37 C36 C35 C34 176.2(17) . . . . ?
N2 C36 C35 C34 48(2) . . . . ?
C39 O7 C30 C29 -109(2) . . . . ?
C39 O7 C30 C31 77(2) . . . . ?
C49 C48 C47 C52 -1(3) . . . . ?
C49 C48 C47 S2 178.4(18) . . . . ?
C51 C52 C47 C48 4(3) . . . . ?
C51 C52 C47 S2 -176.2(18) . . . . ?
O11 S2 C47 C48 66(2) . . . . ?
O9 S2 C47 C48 -175.1(16) . . . . ?
O10 S2 C47 C48 -58.2(18) . . . . ?
O11 S2 C47 C52 -113.9(18) . . . . ?
O9 S2 C47 C52 5(2) . . . . ?
O10 S2 C47 C52 121.7(17) . . . . ?
C10 C9 C14 C13 -2(3) . . . . ?
C8 C9 C14 C13 -177.4(15) . . . . ?
C10 C9 C14 C15 179.9(17) . . . . ?
C8 C9 C14 C15 4(3) . . . . ?
C12 C13 C14 C9 -2(3) . . . . ?
C12 C13 C14 C15 176.5(17) . . . . ?
C16 C15 C14 C9 -24(2) . . . . ?
C16 C15 C14 C13 158.1(16) . . . . ?
C43 C42 C41 C46 1(3) . . . . ?
C43 C42 C41 S1 -177.7(17) . . . . ?
O14 S1 C41 C42 122.7(16) . . . . ?
O12 S1 C41 C42 -2.1(18) . . . . ?
O13 S1 C41 C42 -121.2(16) . . . . ?
O14 S1 C41 C46 -55.8(17) . . . . ?
O12 S1 C41 C46 179.5(14) . . . . ?
O13 S1 C41 C46 60.4(15) . . . . ?
C38 O5 C22 C21 -177(2) . . . . ?
C38 O5 C22 C23 -7(2) . . . . ?
C37 C21 C22 O5 178.5(17) . . . . ?
C37 C21 C22 C23 8(3) . . . . ?
C33 C34 C29 C30 -1(3) . . . . ?
C35 C34 C29 C30 -169.7(17) . . . . ?
C33 C34 C29 C28 179.8(15) . . . . ?
C35 C34 C29 C28 11(3) . . . . ?
O7 C30 C29 C34 179.5(15) . . . . ?
C31 C30 C29 C34 -6(3) . . . . ?
O7 C30 C29 C28 -1(2) . . . . ?
C31 C30 C29 C28 172.6(14) . . . . ?
N2 C28 C29 C34 -23(2) . . . . ?
N2 C28 C29 C30 158.4(16) . . . . ?
C19 O3 C10 C9 112(2) . . . . ?
C19 O3 C10 C11 -74(2) . . . . ?
C14 C9 C10 O3 179.9(15) . . . . ?
C8 C9 C10 O3 -5(2) . . . . ?
C14 C9 C10 C11 6(3) . . . . ?
C8 C9 C10 C11 -178.7(16) . . . . ?
C12 C11 C10 O3 -179.4(16) . . . . ?
O4 C11 C10 O3 3(3) . . . . ?
C12 C11 C10 C9 -6(3) . . . . ?
O4 C11 C10 C9 176.7(17) . . . . ?
C29 C28 N2 C27 173.8(15) . . . . ?
C29 C28 N2 C36 47.1(19) . . . . ?
C37 C36 N2 C28 166.2(14) . . . . ?
C35 C36 N2 C28 -65(2) . . . . ?
C37 C36 N2 C27 37(2) . . . . ?
C35 C36 N2 C27 165.8(17) . . . . ?
C31 C32 C33 C34 -1(3) . . . . ?
C29 C34 C33 C32 5(3) . . . . ?
C35 C34 C33 C32 174(2) . . . . ?
C8 N1 C16 C17 166.4(16) . . . . ?
C7 N1 C16 C17 46(2) . . . . ?
C8 N1 C16 C15 -68.5(18) . . . . ?
C7 N1 C16 C15 171.3(15) . . . . ?
C1 C17 C16 N1 171.4(17) . . . . ?
C5 C17 C16 N1 -14(3) . . . . ?
C1 C17 C16 C15 53(2) . . . . ?
C5 C17 C16 C15 -132(2) . . . . ?
C14 C15 C16 N1 53(2) . . . . ?
C14 C15 C16 C17 176.2(15) . . . . ?
C23 O6 C38 O5 -10(3) . . . . ?
C22 O5 C38 O6 10(2) . . . . ?
C5 C4 C3 O2 177(2) . . . . ?
C5 C4 C3 C2 5(4) . . . . ?
C47 C52 C51 C50 -7(3) . . . . ?
C5 C17 C1 C2 4(4) . . . . ?
C16 C17 C1 C2 178(2) . . . . ?
C7 N1 C8 C9 176.9(14) . . . . ?
C16 N1 C8 C9 52.8(19) . . . . ?
C14 C9 C8 N1 -19(2) . . . . ?
C10 C9 C8 N1 165.4(15) . . . . ?
C21 C37 C25 C26 -179.4(16) . . . . ?
C36 C37 C25 C26 -2(3) . . . . ?
C21 C37 C25 C24 0(2) . . . . ?
C36 C37 C25 C24 177.9(15) . . . . ?
C27 C26 C25 C37 -23(3) . . . . ?
C27 C26 C25 C24 157.0(15) . . . . ?
C1 C17 C5 C4 -5(3) . . . . ?
C16 C17 C5 C4 -180(2) . . . . ?
C1 C17 C5 C6 177(2) . . . . ?
C16 C17 C5 C6 3(3) . . . . ?
C3 C4 C5 C17 1(3) . . . . ?
C3 C4 C5 C6 178(2) . . . . ?
C17 C1 C2 O1 179(2) . . . . ?
C17 C1 C2 C3 2(3) . . . . ?
C18 O1 C2 C1 -177(3) . . . . ?
C18 O1 C2 C3 -1(2) . . . . ?
C4 C3 C2 C1 -7(4) . . . . ?
O2 C3 C2 C1 180(2) . . . . ?
C4 C3 C2 O1 176(2) . . . . ?
O2 C3 C2 O1 2(3) . . . . ?
C42 C41 C46 C45 2(3) . . . . ?
S1 C41 C46 C45 -179.8(18) . . . . ?
C17 C5 C6 C7 -22(3) . . . . ?
C4 C5 C6 C7 160.9(19) . . . . ?
C47 C48 C49 C50 2(4) . . . . ?
C8 N1 C7 C6 174.2(13) . . . . ?
C16 N1 C7 C6 -63.7(18) . . . . ?
C5 C6 C7 N1 50(2) . . . . ?
O4 C11 C12 C13 179.4(18) . . . . ?
C10 C11 C12 C13 2(3) . . . . ?
C14 C13 C12 C11 2(3) . . . . ?
C40 O8 C31 C32 -1(3) . . . . ?
C40 O8 C31 C30 -168.6(15) . . . . ?
C33 C32 C31 O8 -174(2) . . . . ?
C33 C32 C31 C30 -7(3) . . . . ?
O7 C30 C31 O8 -7(3) . . . . ?
C29 C30 C31 O8 179.1(17) . . . . ?
O7 C30 C31 C32 -176.1(15) . . . . ?
C29 C30 C31 C32 10(3) . . . . ?
C4 C3 O2 C18 -176(3) . . . . ?
C2 C3 O2 C18 -3(3) . . . . ?
C3 O2 C18 O1 3(3) . . . . ?
C2 O1 C18 O2 -2(3) . . . . ?
C48 C49 C50 C51 -6(4) . . . . ?
C52 C51 C50 C49 8(4) . . . . ?
C37 C25 C24 C23 0(3) . . . . ?
C26 C25 C24 C23 179.7(16) . . . . ?
C28 N2 C27 C26 166.3(17) . . . . ?
C36 N2 C27 C26 -66(2) . . . . ?
C25 C26 C27 N2 57(2) . . . . ?
C38 O6 C23 C24 -174(2) . . . . ?
C38 O6 C23 C22 5(2) . . . . ?
C25 C24 C23 O6 -177.3(17) . . . . ?
C25 C24 C23 C22 4(3) . . . . ?
O5 C22 C23 O6 1(2) . . . . ?
C21 C22 C23 O6 172.8(16) . . . . ?
O5 C22 C23 C24 -179.9(16) . . . . ?
C21 C22 C23 C24 -8(3) . . . . ?
C43 C44 C45 C46 3(3) . . . . ?
C41 C46 C45 C44 -4(3) . . . . ?
C41 C42 C43 C44 -1(3) . . . . ?
C45 C44 C43 C42 -1(3) . . . . ?

_refine_diff_density_max         0.353
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1858968'
loop_
_audit_author_name
_audit_author_address
'Dongyu Zou'
;College of pharmacy, Jiamusi University, Jiamusi 154007
China
;
_audit_update_record             
;
2018-07-29 deposited with the CCDC.	2019-02-19 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         'C20 H22 N O4, C7 H5 O6 S'
_chemical_formula_sum            'C27 H27 N O10 S'
_chemical_formula_weight         557.56

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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   8.6392(4)
_cell_length_b                   41.6450(17)
_cell_length_c                   7.5384(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.806(6)
_cell_angle_gamma                90
_cell_volume                     2551.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3765
_cell_measurement_theta_min      3.6730
_cell_measurement_theta_max      22.4790

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.189
_shelx_estimated_absorpt_T_min   0.738
_shelx_estimated_absorpt_T_max   0.802
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28149
_diffrn_reflns_av_unetI/netI     0.0700
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -49
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.257
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4478
_reflns_number_gt                2749
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0843P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4478
_refine_ls_number_parameters     356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1094
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1671
_refine_ls_wR_factor_gt          0.1348
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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 0.0508(4) 0.28086(9) 0.5061(5) 0.0485(10) Uani 1 1 d . . . . .
H1 H -0.0425 0.2938 0.4736 0.058 Uiso 1 1 calc R U . . .
C2 C 0.0395(4) 0.24838(9) 0.5118(5) 0.0521(10) Uani 1 1 d . . . . .
C3 C 0.1750(5) 0.22875(8) 0.5591(5) 0.0468(9) Uani 1 1 d . . . . .
C4 C 0.3298(4) 0.24074(8) 0.6006(5) 0.0469(9) Uani 1 1 d . . . . .
H4 H 0.4209 0.2273 0.6304 0.056 Uiso 1 1 calc R U . . .
C5 C 0.3469(4) 0.27421(8) 0.5967(5) 0.0409(8) Uani 1 1 d . . . . .
C6 C 0.5174(4) 0.28799(9) 0.6432(6) 0.0515(10) Uani 1 1 d . . . . .
H6A H 0.5734 0.2869 0.7784 0.062 Uiso 1 1 calc R U . . .
H6B H 0.5790 0.2750 0.5834 0.062 Uiso 1 1 calc R U . . .
C7 C 0.5160(4) 0.32225(8) 0.5794(5) 0.0493(9) Uani 1 1 d . . . . .
H7A H 0.6254 0.3314 0.6315 0.059 Uiso 1 1 calc R U . . .
H7B H 0.4825 0.3231 0.4430 0.059 Uiso 1 1 calc R U . . .
C8 C 0.4217(4) 0.37620(8) 0.6250(5) 0.0430(9) Uani 1 1 d . . . . .
H8A H 0.4275 0.3802 0.5006 0.052 Uiso 1 1 calc R U . . .
H8B H 0.5261 0.3826 0.7168 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2882(4) 0.39670(8) 0.6506(4) 0.0375(8) Uani 1 1 d . . . . .
C10 C 0.3167(4) 0.42973(8) 0.6707(5) 0.0449(9) Uani 1 1 d . . . . .
C11 C 0.1944(5) 0.45003(9) 0.6892(5) 0.0525(10) Uani 1 1 d . . . . .
C12 C 0.0475(5) 0.43704(9) 0.6862(6) 0.0577(11) Uani 1 1 d . . . . .
H12 H -0.0344 0.4505 0.6980 0.069 Uiso 1 1 calc R U . . .
C13 C 0.0190(4) 0.40430(9) 0.6661(5) 0.0536(10) Uani 1 1 d . . . . .
H13 H -0.0818 0.3961 0.6638 0.064 Uiso 1 1 calc R U . . .
C14 C 0.1392(4) 0.38361(8) 0.6492(5) 0.0400(8) Uani 1 1 d . . . . .
C15 C 0.1138(4) 0.34792(8) 0.6360(5) 0.0443(9) Uani 1 1 d . . . . .
H15A H -0.0002 0.3435 0.5626 0.053 Uiso 1 1 calc R U . . .
H15B H 0.1344 0.3394 0.7617 0.053 Uiso 1 1 calc R U . . .
C16 C 0.2236(4) 0.33051(8) 0.5468(5) 0.0414(9) Uani 1 1 d . . . . .
H10A H 0.1917 0.3372 0.4147 0.050 Uiso 1 1 calc R U . . .
C17 C 0.2100(4) 0.29428(8) 0.5513(5) 0.0402(8) Uani 1 1 d . . . . .
C18 C -0.0458(5) 0.19787(10) 0.5043(7) 0.0724(13) Uani 1 1 d . . . . .
H18A H -0.0956 0.1855 0.3901 0.087 Uiso 1 1 calc R U . . .
H18B H -0.0783 0.1884 0.6038 0.087 Uiso 1 1 calc R U . . .
C19 C 0.5655(6) 0.46099(13) 0.7833(8) 0.117(2) Uani 1 1 d . . . . .
H19A H 0.5922 0.4786 0.7170 0.175 Uiso 1 1 calc R U . . .
H19B H 0.6646 0.4500 0.8549 0.175 Uiso 1 1 calc R U . . .
H19C H 0.5117 0.4689 0.8670 0.175 Uiso 1 1 calc R U . . .
C20 C 0.1243(6) 0.50298(10) 0.7617(7) 0.0777(14) Uani 1 1 d . . . . .
H20A H 0.0160 0.5025 0.6691 0.117 Uiso 1 1 calc R U . . .
H20B H 0.1663 0.5245 0.7740 0.117 Uiso 1 1 calc R U . . .
H20C H 0.1195 0.4959 0.8809 0.117 Uiso 1 1 calc R U . . .
C21 C 0.0836(4) 0.09358(9) 0.6365(5) 0.0431(9) Uani 1 1 d . . . . .
C22 C 0.5168(3) 0.11367(8) 0.6685(4) 0.0357(8) Uani 1 1 d . . . . .
C23 C 0.5941(4) 0.08411(9) 0.7250(5) 0.0527(10) Uani 1 1 d . . . . .
H23 H 0.7064 0.0821 0.7477 0.063 Uiso 1 1 calc R U . . .
C24 C 0.5061(4) 0.05805(9) 0.7474(6) 0.0597(11) Uani 1 1 d . . . . .
H24 H 0.5589 0.0385 0.7849 0.072 Uiso 1 1 calc R U . . .
C25 C 0.3370(4) 0.06066(8) 0.7141(5) 0.0464(9) Uani 1 1 d . . . . .
C26 C 0.2595(4) 0.09029(8) 0.6615(5) 0.0388(8) Uani 1 1 d . . . . .
C27 C 0.3507(4) 0.11653(8) 0.6368(4) 0.0345(8) Uani 1 1 d . . . . .
H27 H 0.2987 0.1362 0.5986 0.041 Uiso 1 1 calc R U . . .
N1 N 0.3977(3) 0.34108(6) 0.6457(4) 0.0387(7) Uani 1 1 d . . . . .
H1N H 0.4240 0.3367 0.7804 0.046 Uiso 1 1 calc R U . . .
O1 O -0.1015(3) 0.23005(6) 0.4745(5) 0.0786(9) Uani 1 1 d . . . . .
O2 O 0.1277(3) 0.19705(6) 0.5552(4) 0.0660(8) Uani 1 1 d . . . . .
O3 O 0.4632(3) 0.44025(6) 0.6568(4) 0.0670(8) Uani 1 1 d . . . . .
O4 O 0.2295(3) 0.48242(6) 0.7045(4) 0.0745(9) Uani 1 1 d . . . . .
O5 O 0.7381(3) 0.15695(6) 0.8181(3) 0.0583(7) Uani 1 1 d . . . . .
O6 O 0.7196(2) 0.13503(6) 0.5137(3) 0.0490(7) Uani 1 1 d . . . . .
O7 O 0.5090(2) 0.17081(5) 0.5379(3) 0.0442(6) Uani 1 1 d . . . . .
O8 O 0.2554(3) 0.03441(6) 0.7362(5) 0.0708(8) Uani 1 1 d . . . . .
H8 H 0.1574 0.0387 0.7089 0.106 Uiso 1 1 calc R U . . .
O9 O -0.0037(3) 0.07090(6) 0.6471(4) 0.0615(8) Uani 1 1 d . . . . .
O10 O 0.0291(3) 0.12316(6) 0.6051(4) 0.0565(7) Uani 1 1 d . . . . .
H10 H -0.0718 0.1231 0.5684 0.085 Uiso 1 1 calc R U . . .
S1 S 0.63053(9) 0.14686(2) 0.63581(12) 0.0378(3) 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
C1 C2 1.358(5) . ?
C1 C17 1.415(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(5) . ?
C2 O1 1.384(4) . ?
C3 C4 1.361(5) . ?
C3 O2 1.379(4) . ?
C4 C5 1.403(5) . ?
C4 H4 0.9300 . ?
C5 C17 1.393(4) . ?
C5 C6 1.508(4) . ?
C6 C7 1.504(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N1 1.502(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.493(4) . ?
C8 C9 1.499(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C14 1.394(4) . ?
C9 C10 1.397(4) . ?
C10 O3 1.376(4) . ?
C10 C11 1.397(5) . ?
C11 C12 1.372(5) . ?
C11 O4 1.379(4) . ?
C12 C13 1.385(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.501(4) . ?
C15 C16 1.519(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N1 1.501(4) . ?
C16 C17 1.515(5) . ?
C16 H10A 0.9800 . ?
C18 O1 1.416(4) . ?
C18 O2 1.416(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O3 1.366(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 O4 1.418(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O9 1.228(4) . ?
C21 O10 1.311(4) . ?
C21 C26 1.473(5) . ?
C22 C27 1.378(4) . ?
C22 C23 1.396(4) . ?
C22 S1 1.761(3) . ?
C23 C24 1.368(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.400(5) . ?
C24 H24 0.9300 . ?
C25 O8 1.342(4) . ?
C25 C26 1.396(5) . ?
C26 C27 1.396(4) . ?
C27 H27 0.9300 . ?
N1 H1N 0.9800 . ?
O5 S1 1.436(2) . ?
O6 S1 1.470(2) . ?
O7 S1 1.455(2) . ?
O8 H8 0.8200 . ?
O10 H10 0.8200 . ?

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
C2 C1 C17 117.4(3) . . ?
C2 C1 H1 121.3 . . ?
C17 C1 H1 121.3 . . ?
C1 C2 C3 122.5(3) . . ?
C1 C2 O1 127.6(3) . . ?
C3 C2 O1 109.8(3) . . ?
C4 C3 C2 121.8(3) . . ?
C4 C3 O2 128.1(3) . . ?
C2 C3 O2 110.1(3) . . ?
C3 C4 C5 117.5(3) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 H4 121.3 . . ?
C17 C5 C4 121.0(3) . . ?
C17 C5 C6 120.7(3) . . ?
C4 C5 C6 118.3(3) . . ?
C7 C6 C5 112.7(3) . . ?
C7 C6 H6A 109.1 . . ?
C5 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
N1 C7 C6 108.8(3) . . ?
N1 C7 H7A 109.9 . . ?
C6 C7 H7A 109.9 . . ?
N1 C7 H7B 109.9 . . ?
C6 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
N1 C8 C9 113.8(3) . . ?
N1 C8 H8A 108.8 . . ?
C9 C8 H8A 108.8 . . ?
N1 C8 H8B 108.8 . . ?
C9 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C14 C9 C10 121.0(3) . . ?
C14 C9 C8 121.7(3) . . ?
C10 C9 C8 117.4(3) . . ?
O3 C10 C11 124.1(3) . . ?
O3 C10 C9 116.0(3) . . ?
C11 C10 C9 119.7(3) . . ?
C12 C11 O4 124.3(3) . . ?
C12 C11 C10 119.1(3) . . ?
O4 C11 C10 116.6(3) . . ?
C11 C12 C13 121.3(4) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C14 120.7(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C9 118.3(3) . . ?
C13 C14 C15 121.6(3) . . ?
C9 C14 C15 120.1(3) . . ?
C14 C15 C16 113.7(3) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
N1 C16 C17 110.7(3) . . ?
N1 C16 C15 108.1(3) . . ?
C17 C16 C15 113.6(3) . . ?
N1 C16 H10A 108.1 . . ?
C17 C16 H10A 108.1 . . ?
C15 C16 H10A 108.1 . . ?
C5 C17 C1 119.8(3) . . ?
C5 C17 C16 122.5(3) . . ?
C1 C17 C16 117.7(3) . . ?
O1 C18 O2 109.7(3) . . ?
O1 C18 H18A 109.7 . . ?
O2 C18 H18A 109.7 . . ?
O1 C18 H18B 109.7 . . ?
O2 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O9 C21 O10 122.9(3) . . ?
O9 C21 C26 123.3(3) . . ?
O10 C21 C26 113.7(3) . . ?
C27 C22 C23 119.4(3) . . ?
C27 C22 S1 120.4(2) . . ?
C23 C22 S1 120.2(2) . . ?
C24 C23 C22 120.6(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 120.4(3) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
O8 C25 C26 122.2(3) . . ?
O8 C25 C24 118.3(3) . . ?
C26 C25 C24 119.4(3) . . ?
C25 C26 C27 119.4(3) . . ?
C25 C26 C21 119.6(3) . . ?
C27 C26 C21 121.0(3) . . ?
C22 C27 C26 120.7(3) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C8 N1 C16 112.7(2) . . ?
C8 N1 C7 110.0(2) . . ?
C16 N1 C7 111.2(3) . . ?
C8 N1 H1N 107.5 . . ?
C16 N1 H1N 107.5 . . ?
C7 N1 H1N 107.5 . . ?
C2 O1 C18 105.2(3) . . ?
C3 O2 C18 105.2(3) . . ?
C19 O3 C10 122.9(3) . . ?
C11 O4 C20 118.1(3) . . ?
C25 O8 H8 109.5 . . ?
C21 O10 H10 109.5 . . ?
O5 S1 O7 114.00(15) . . ?
O5 S1 O6 113.01(14) . . ?
O7 S1 O6 110.65(14) . . ?
O5 S1 C22 107.85(15) . . ?
O7 S1 C22 105.55(13) . . ?
O6 S1 C22 105.04(15) . . ?

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
C17 C1 C2 C3 0.0(6) . . . . ?
C17 C1 C2 O1 179.6(4) . . . . ?
C1 C2 C3 C4 -1.0(6) . . . . ?
O1 C2 C3 C4 179.3(3) . . . . ?
C1 C2 C3 O2 179.4(3) . . . . ?
O1 C2 C3 O2 -0.3(4) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
O2 C3 C4 C5 -179.4(3) . . . . ?
C3 C4 C5 C17 -0.2(5) . . . . ?
C3 C4 C5 C6 179.7(3) . . . . ?
C17 C5 C6 C7 -17.1(5) . . . . ?
C4 C5 C6 C7 163.0(3) . . . . ?
C5 C6 C7 N1 49.3(4) . . . . ?
N1 C8 C9 C14 -14.2(4) . . . . ?
N1 C8 C9 C10 167.7(3) . . . . ?
C14 C9 C10 O3 -175.6(3) . . . . ?
C8 C9 C10 O3 2.6(4) . . . . ?
C14 C9 C10 C11 -0.2(5) . . . . ?
C8 C9 C10 C11 178.0(3) . . . . ?
O3 C10 C11 C12 174.7(3) . . . . ?
C9 C10 C11 C12 -0.3(5) . . . . ?
O3 C10 C11 O4 -3.7(5) . . . . ?
C9 C10 C11 O4 -178.7(3) . . . . ?
O4 C11 C12 C13 178.5(3) . . . . ?
C10 C11 C12 C13 0.3(6) . . . . ?
C11 C12 C13 C14 0.4(6) . . . . ?
C12 C13 C14 C9 -0.8(5) . . . . ?
C12 C13 C14 C15 177.2(3) . . . . ?
C10 C9 C14 C13 0.7(5) . . . . ?
C8 C9 C14 C13 -177.4(3) . . . . ?
C10 C9 C14 C15 -177.3(3) . . . . ?
C8 C9 C14 C15 4.5(5) . . . . ?
C13 C14 C15 C16 158.3(3) . . . . ?
C9 C14 C15 C16 -23.7(4) . . . . ?
C14 C15 C16 N1 50.9(4) . . . . ?
C14 C15 C16 C17 174.2(3) . . . . ?
C4 C5 C17 C1 -0.8(5) . . . . ?
C6 C5 C17 C1 179.3(3) . . . . ?
C4 C5 C17 C16 179.6(3) . . . . ?
C6 C5 C17 C16 -0.3(5) . . . . ?
C2 C1 C17 C5 0.9(5) . . . . ?
C2 C1 C17 C16 -179.5(3) . . . . ?
N1 C16 C17 C5 -15.4(5) . . . . ?
C15 C16 C17 C5 -137.3(3) . . . . ?
N1 C16 C17 C1 165.0(3) . . . . ?
C15 C16 C17 C1 43.1(4) . . . . ?
C27 C22 C23 C24 0.6(5) . . . . ?
S1 C22 C23 C24 -178.8(3) . . . . ?
C22 C23 C24 C25 -0.1(6) . . . . ?
C23 C24 C25 O8 179.4(4) . . . . ?
C23 C24 C25 C26 -1.3(6) . . . . ?
O8 C25 C26 C27 -178.6(3) . . . . ?
C24 C25 C26 C27 2.1(5) . . . . ?
O8 C25 C26 C21 2.6(5) . . . . ?
C24 C25 C26 C21 -176.7(3) . . . . ?
O9 C21 C26 C25 -5.1(5) . . . . ?
O10 C21 C26 C25 173.7(3) . . . . ?
O9 C21 C26 C27 176.1(3) . . . . ?
O10 C21 C26 C27 -5.0(5) . . . . ?
C23 C22 C27 C26 0.3(5) . . . . ?
S1 C22 C27 C26 179.7(2) . . . . ?
C25 C26 C27 C22 -1.7(5) . . . . ?
C21 C26 C27 C22 177.1(3) . . . . ?
C9 C8 N1 C16 43.6(4) . . . . ?
C9 C8 N1 C7 168.4(3) . . . . ?
C17 C16 N1 C8 173.0(3) . . . . ?
C15 C16 N1 C8 -62.0(4) . . . . ?
C17 C16 N1 C7 48.8(4) . . . . ?
C15 C16 N1 C7 173.9(3) . . . . ?
C6 C7 N1 C8 166.8(3) . . . . ?
C6 C7 N1 C16 -67.5(4) . . . . ?
C1 C2 O1 C18 -178.7(4) . . . . ?
C3 C2 O1 C18 1.0(4) . . . . ?
O2 C18 O1 C2 -1.3(5) . . . . ?
C4 C3 O2 C18 180.0(4) . . . . ?
C2 C3 O2 C18 -0.5(4) . . . . ?
O1 C18 O2 C3 1.1(5) . . . . ?
C11 C10 O3 C19 52.4(6) . . . . ?
C9 C10 O3 C19 -132.4(4) . . . . ?
C12 C11 O4 C20 14.4(6) . . . . ?
C10 C11 O4 C20 -167.3(4) . . . . ?
C27 C22 S1 O5 110.2(3) . . . . ?
C23 C22 S1 O5 -70.4(3) . . . . ?
C27 C22 S1 O7 -12.0(3) . . . . ?
C23 C22 S1 O7 167.4(3) . . . . ?
C27 C22 S1 O6 -129.0(3) . . . . ?
C23 C22 S1 O6 50.4(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
C4 H4 O7 0.93 2.64 3.406(4) 140.4 .
C8 H8B O6 0.97 2.41 3.212(4) 139.9 4_566
C15 H15A O5 0.97 2.38 3.324(4) 163.0 4_465
C19 H19A O8 0.96 2.63 3.452(6) 143.4 2_656
C19 H19C O4 0.96 2.39 2.899(6) 112.4 .
C20 H20B O9 0.96 2.57 3.169(5) 120.3 2_556
N1 H1N O7 0.98 1.85 2.826(4) 170.7 4_566
N1 H1N S1 0.98 2.76 3.593(3) 143.8 4_566
O8 H8 O9 0.82 1.87 2.598(4) 146.5 .
O10 H10 O6 0.82 1.78 2.573(3) 162.8 1_455
O10 H10 S1 0.82 2.96 3.664(2) 145.9 1_455

_refine_diff_density_max         0.544
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.144

####################################################################### 
# 
# 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_zdy3
_database_code_depnum_ccdc_archive 'CCDC 1858967'
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2019-02-19 downloaded from the CCDC.
;
_audit_creation_date             2018-11-07
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.07.08 svn.r3312 for OlexSys, GUI svn.r5203)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 O3 S, C20 H22 N O4, 1(C H4 O)'
_chemical_formula_sum            'C28 H33 N O8 S'
_chemical_formula_weight         543.61
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.2161(5)
_cell_length_b                   11.8768(11)
_cell_length_c                   15.3082(11)
_cell_angle_alpha                68.593(7)
_cell_angle_beta                 83.020(6)
_cell_angle_gamma                74.648(7)
_cell_volume                     1340.59(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6458
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.65
_cell_measurement_theta_min      2.06
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.930
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11366
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.264
_diffrn_reflns_theta_min         3.468
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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                4024
_reflns_number_total             6102
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         6102
_refine_ls_number_restraints     99
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0601
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0839P)²+0.2444P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
_refine_ls_wR_factor_ref         0.1818
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O10-C29 = C30-O9
 1.5 with sigma of 0.005
 O8-C28
 1.5 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
C30 \\sim O9 \\sim O10 \\sim C29 \\sim C28 \\sim O8: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O9) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C30) \\sim Ueq, Uanis(C29) \\sim Ueq, Uanis(O10) \\sim Ueq, Uanis(O9)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O8) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(O9)
\\sim Ueq, Uanis(O10) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: C30(0.33333) H30A(0.33333) H30B(0.33333) H30C(0.33333) O9(0.33333)
 H9(0.33333) O10(0.33333) H10(0.33333) C29(0.33333) H29A(0.33333) H29B(0.33333)
 H29C(0.33333) C28(0.33333) H28A(0.33333) H28B(0.33333) H28C(0.33333)
 O8(0.33333) H8(0.33333)
 Fixed X: C30(0.5748) O9(0.60044) O10(0.626161) C29(0.483469) C28(0.45585)
 O8(0.512589)
 Fixed Y: C30(0.463981) O9(0.338861) O10(0.518391) C29(0.53368) C28(0.44716)
 O8(0.321051)
 Fixed Z: C30(0.531469) O9(0.5334) O10(0.54817) C29(0.4987) C28(0.494529)
 O8(0.55708)
5.a Riding coordinates:
 C30(H30A,H30B,H30C), O9(H9), O10(H10), C29(H29A,H29B,H29C), C28(H28A,H28B,
 H28C), O8(H8)
5.b Ternary CH refined with riding coordinates:
 N1(H1), C5(H5)
5.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C0AA(H0AA,H0AB), C13(H13A,H13B), C17(H17A,H17B), C25(H25A,H25B)
5.d Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C14(H14), C16(H16), C18(H18), C19(H19), C22(H22), C24(H24)
5.e Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.86126(7) 0.34154(6) 0.12971(5) 0.0391(2) Uani 1 1 d . . . . .
N1 N 0.4703(2) 0.26290(17) 0.13676(14) 0.0330(4) Uani 1 1 d . . . . .
H1 H 0.583788 0.249189 0.158360 0.040 Uiso 1 1 calc R . . . .
O1 O 1.0268(2) 0.29280(18) 0.09614(14) 0.0512(5) Uani 1 1 d . . . . .
O2 O 0.7478(2) 0.42508(18) 0.05640(15) 0.0578(6) Uani 1 1 d . . . . .
O3 O 0.8308(3) 0.11080(19) -0.18391(15) 0.0618(6) Uani 1 1 d . . . . .
O4 O 0.2073(3) 0.0797(2) 0.56524(15) 0.0769(7) Uani 1 1 d . . . . .
C1 C 0.5901(3) 0.1714(2) 0.01545(17) 0.0340(5) Uani 1 1 d . . . . .
C2 C 0.3550(3) 0.1390(2) 0.28914(18) 0.0369(5) Uani 1 1 d . . . . .
C3 C 0.6167(3) 0.0542(2) 0.08457(17) 0.0340(5) Uani 1 1 d . . . . .
O5 O 0.7859(2) 0.24302(16) 0.19644(13) 0.0439(4) Uani 1 1 d . . . . .
C4 C 0.3184(3) 0.0268(3) 0.3505(2) 0.0478(7) Uani 1 1 d . . . . .
H4 H 0.326405 -0.039234 0.329989 0.057 Uiso 1 1 calc R . . . .
O6 O 0.6403(2) 0.30462(16) -0.13989(13) 0.0488(5) Uani 1 1 d . . . . .
O7 O 0.2270(3) -0.0816(2) 0.51164(16) 0.0753(7) Uani 1 1 d . . . . .
C5 C 0.4069(3) 0.1490(2) 0.18929(17) 0.0343(5) Uani 1 1 d . . . . .
H5 H 0.307190 0.153994 0.157576 0.041 Uiso 1 1 calc R . . . .
C6 C 0.7175(3) -0.0459(2) 0.06254(19) 0.0426(6) Uani 1 1 d . . . . .
H6 H 0.735692 -0.124965 0.108278 0.051 Uiso 1 1 calc R . . . .
C7 C 0.4834(3) 0.2845(2) 0.03398(17) 0.0377(6) Uani 1 1 d . . . . .
H7A H 0.532921 0.354937 0.001358 0.045 Uiso 1 1 calc R . . . .
H7B H 0.371454 0.304052 0.010069 0.045 Uiso 1 1 calc R . . . .
C1AA C 0.7651(3) 0.0854(3) -0.09429(19) 0.0427(6) Uani 1 1 d . . . . .
C2AA C 0.8915(3) 0.4316(2) 0.19363(19) 0.0403(6) Uani 1 1 d . . . . .
C0AA C 0.5437(3) 0.0369(2) 0.18183(18) 0.0410(6) Uani 1 1 d . . . . .
H0AA H 0.633964 0.020350 0.223465 0.049 Uiso 1 1 calc R . . . .
H0AB H 0.496167 -0.035517 0.203130 0.049 Uiso 1 1 calc R . . . .
C11 C 0.6629(3) 0.1873(2) -0.07367(18) 0.0386(6) Uani 1 1 d . . . . .
C12 C 0.3384(3) 0.2369(2) 0.32114(19) 0.0411(6) Uani 1 1 d . . . . .
C13 C 0.3618(3) 0.3746(2) 0.15482(19) 0.0407(6) Uani 1 1 d . . . . .
H13A H 0.245775 0.385214 0.140422 0.049 Uiso 1 1 calc R . . . .
H13B H 0.399255 0.448325 0.114941 0.049 Uiso 1 1 calc R . . . .
C14 C 0.7918(3) -0.0316(2) -0.0256(2) 0.0443(6) Uani 1 1 d . . . . .
H14 H 0.859392 -0.100212 -0.038648 0.053 Uiso 1 1 calc R . . . .
C15 C 0.2710(4) 0.0173(3) 0.4410(2) 0.0505(7) Uani 1 1 d . . . . .
C16 C 0.2891(4) 0.2239(3) 0.4144(2) 0.0536(7) Uani 1 1 d . . . . .
H16 H 0.277921 0.289302 0.436029 0.064 Uiso 1 1 calc R . . . .
C17 C 0.3726(3) 0.3583(2) 0.2559(2) 0.0458(6) Uani 1 1 d . . . . .
H17A H 0.291580 0.426201 0.269459 0.055 Uiso 1 1 calc R . . . .
H17B H 0.484456 0.362203 0.266949 0.055 Uiso 1 1 calc R . . . .
C18 C 0.9411(3) 0.5415(2) 0.1454(2) 0.0489(7) Uani 1 1 d . . . . .
H18 H 0.955708 0.567827 0.080416 0.059 Uiso 1 1 calc R . . . .
C19 C 0.8712(4) 0.3928(3) 0.2895(2) 0.0538(7) Uani 1 1 d . . . . .
H19 H 0.839368 0.318557 0.322310 0.065 Uiso 1 1 calc R . . . .
C20 C 0.9646(4) 0.0168(3) -0.2013(2) 0.0554(8) Uani 1 1 d . . . . .
H20A H 1.011009 0.049069 -0.263528 0.083 Uiso 1 1 calc GR . . . .
H20B H 0.922034 -0.053484 -0.195845 0.083 Uiso 1 1 calc GR . . . .
H20C H 1.050984 -0.008713 -0.156414 0.083 Uiso 1 1 calc GR . . . .
C21 C 0.2582(4) 0.1140(3) 0.4723(2) 0.0525(7) Uani 1 1 d . . . . .
C22 C 0.9687(4) 0.6118(3) 0.1946(3) 0.0617(9) Uani 1 1 d . . . . .
H22 H 1.002486 0.685256 0.161922 0.074 Uiso 1 1 calc R . . . .
C23 C 0.9474(4) 0.5757(3) 0.2901(3) 0.0688(9) Uani 1 1 d . . . . .
C24 C 0.8988(5) 0.4659(3) 0.3375(3) 0.0703(9) Uani 1 1 d . . . . .
H24 H 0.884102 0.440065 0.402411 0.084 Uiso 1 1 calc R . . . .
C25 C 0.2005(5) -0.0470(3) 0.5925(2) 0.0714(10) Uani 1 1 d . . . . .
H25A H 0.286846 -0.099586 0.637655 0.086 Uiso 1 1 calc R . . . .
H25B H 0.091271 -0.057533 0.621535 0.086 Uiso 1 1 calc R . . . .
C26 C 0.5197(5) 0.3327(3) -0.2074(3) 0.0804(11) Uani 1 1 d . . . . .
H26A H 0.519306 0.412934 -0.254145 0.121 Uiso 1 1 calc GR . . . .
H26B H 0.409941 0.333663 -0.177417 0.121 Uiso 1 1 calc GR . . . .
H26C H 0.547641 0.270642 -0.236570 0.121 Uiso 1 1 calc GR . . . .
C27 C 0.9781(7) 0.6534(5) 0.3433(4) 0.1161(17) Uani 1 1 d . . . . .
H27A H 1.091726 0.663546 0.330774 0.174 Uiso 1 1 calc GR . . . .
H27B H 0.961740 0.612154 0.409374 0.174 Uiso 1 1 calc GR . . . .
H27C H 0.900414 0.733582 0.323367 0.174 Uiso 1 1 calc GR . . . .
C30 C 0.574800 0.463981 0.531469 0.094(3) Uani 0.3333 1 d D U P A -2
H30A H 0.501770 0.521310 0.481620 0.141 Uiso 0.3333 1 d R . P A -2
H30B H 0.682250 0.484960 0.522070 0.141 Uiso 0.3333 1 d R . P A -2
H30C H 0.525020 0.468780 0.590470 0.141 Uiso 0.3333 1 d R . P A -2
O9 O 0.600440 0.338861 0.533400 0.133(4) Uani 0.3333 1 d D U P A -2
H9 H 0.709440 0.289990 0.557230 0.199 Uiso 0.3333 1 d R . P A -2
O10 O 0.626161 0.518391 0.548170 0.116(3) Uani 0.3333 1 d D U P B -1
H10 H 0.685020 0.432150 0.569790 0.173 Uiso 0.3333 1 d R . P B -1
C29 C 0.483469 0.533680 0.498700 0.130(5) Uani 0.3333 1 d D U P B -1
H29A H 0.517130 0.499200 0.449660 0.195 Uiso 0.3333 1 d R . P B -1
H29B H 0.431750 0.620900 0.471730 0.195 Uiso 0.3333 1 d R . P B -1
H29C H 0.404130 0.492010 0.540850 0.195 Uiso 0.3333 1 d R . P B -1
C28 C 0.455850 0.447160 0.494529 0.146(5) Uani 0.3333 1 d D U P C -3
H28A H 0.462890 0.454220 0.429750 0.219 Uiso 0.3333 1 d R . P C -3
H28B H 0.520450 0.498740 0.503070 0.219 Uiso 0.3333 1 d R . P C -3
H28C H 0.340030 0.473640 0.512540 0.219 Uiso 0.3333 1 d R . P C -3
O8 O 0.512589 0.321051 0.557080 0.157(4) Uani 0.3333 1 d D U P C -3
H8 H 0.601230 0.316110 0.594780 0.235 Uiso 0.3333 1 d R . P C -3


_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 O1 1.4422(18) . ?
S1 O2 1.4370(19) . ?
S1 O5 1.4675(19) . ?
S1 C2AA 1.768(3) . ?
N1 H1 0.9800 . ?
N1 C5 1.492(3) . ?
N1 C7 1.494(3) . ?
N1 C13 1.487(3) . ?
O3 C1AA 1.367(3) . ?
O3 C20 1.422(3) . ?
O4 C21 1.373(4) . ?
O4 C25 1.422(4) . ?
C1 C3 1.387(3) . ?
C1 C7 1.499(3) . ?
C1 C11 1.388(3) . ?
C2 C4 1.407(4) . ?
C2 C5 1.506(3) . ?
C2 C12 1.388(3) . ?
C3 C6 1.385(3) . ?
C3 C0AA 1.498(4) . ?
C4 H4 0.9300 . ?
C4 C15 1.364(4) . ?
O6 C11 1.371(3) . ?
O6 C26 1.408(4) . ?
O7 C15 1.372(4) . ?
O7 C25 1.416(4) . ?
C5 H5 0.9800 . ?
C5 C0AA 1.528(3) . ?
C6 H6 0.9300 . ?
C6 C14 1.382(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C1AA C11 1.395(3) . ?
C1AA C14 1.383(4) . ?
C2AA C18 1.385(4) . ?
C2AA C19 1.372(4) . ?
C0AA H0AA 0.9700 . ?
C0AA H0AB 0.9700 . ?
C12 C16 1.398(4) . ?
C12 C17 1.500(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C17 1.499(4) . ?
C14 H14 0.9300 . ?
C15 C21 1.373(4) . ?
C16 H16 0.9300 . ?
C16 C21 1.353(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C22 1.384(4) . ?
C19 H19 0.9300 . ?
C19 C24 1.398(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 H22 0.9300 . ?
C22 C23 1.369(5) . ?
C23 C24 1.379(5) . ?
C23 C27 1.515(5) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9601 . ?
C30 O9 1.43430(13) . ?
O9 H9 0.9600 . ?
O10 H10 0.9600 . ?
O10 C29 1.40840(10) . ?
C29 H29A 0.9601 . ?
C29 H29B 0.9599 . ?
C29 H29C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C28 O8 1.43854(18) . ?
O8 H8 0.9601 . ?

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
O1 S1 O5 112.37(11) . . ?
O1 S1 C2AA 105.89(11) . . ?
O2 S1 O1 113.98(13) . . ?
O2 S1 O5 111.87(11) . . ?
O2 S1 C2AA 105.89(12) . . ?
O5 S1 C2AA 106.11(12) . . ?
C5 N1 H1 108.0 . . ?
C5 N1 C7 110.48(18) . . ?
C7 N1 H1 108.0 . . ?
C13 N1 H1 108.0 . . ?
C13 N1 C5 111.79(18) . . ?
C13 N1 C7 110.43(18) . . ?
C1AA O3 C20 116.9(2) . . ?
C21 O4 C25 105.7(2) . . ?
C3 C1 C7 121.6(2) . . ?
C3 C1 C11 120.5(2) . . ?
C11 C1 C7 117.8(2) . . ?
C4 C2 C5 118.0(2) . . ?
C12 C2 C4 119.7(2) . . ?
C12 C2 C5 122.4(2) . . ?
C1 C3 C0AA 120.9(2) . . ?
C6 C3 C1 118.5(2) . . ?
C6 C3 C0AA 120.6(2) . . ?
C2 C4 H4 120.9 . . ?
C15 C4 C2 118.2(3) . . ?
C15 C4 H4 120.9 . . ?
C11 O6 C26 114.8(2) . . ?
C15 O7 C25 105.3(2) . . ?
N1 C5 C2 112.31(19) . . ?
N1 C5 H5 107.9 . . ?
N1 C5 C0AA 107.55(19) . . ?
C2 C5 H5 107.9 . . ?
C2 C5 C0AA 113.1(2) . . ?
C0AA C5 H5 107.9 . . ?
C3 C6 H6 119.1 . . ?
C14 C6 C3 121.7(2) . . ?
C14 C6 H6 119.1 . . ?
N1 C7 C1 110.69(19) . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
O3 C1AA C11 115.6(2) . . ?
O3 C1AA C14 124.9(2) . . ?
C14 C1AA C11 119.5(2) . . ?
C18 C2AA S1 118.8(2) . . ?
C19 C2AA S1 121.2(2) . . ?
C19 C2AA C18 120.0(3) . . ?
C3 C0AA C5 113.8(2) . . ?
C3 C0AA H0AA 108.8 . . ?
C3 C0AA H0AB 108.8 . . ?
C5 C0AA H0AA 108.8 . . ?
C5 C0AA H0AB 108.8 . . ?
H0AA C0AA H0AB 107.7 . . ?
C1 C11 C1AA 120.1(2) . . ?
O6 C11 C1 119.6(2) . . ?
O6 C11 C1AA 120.2(2) . . ?
C2 C12 C16 120.5(3) . . ?
C2 C12 C17 120.3(2) . . ?
C16 C12 C17 119.2(2) . . ?
N1 C13 H13A 109.8 . . ?
N1 C13 H13B 109.8 . . ?
N1 C13 C17 109.2(2) . . ?
H13A C13 H13B 108.3 . . ?
C17 C13 H13A 109.8 . . ?
C17 C13 H13B 109.8 . . ?
C6 C14 C1AA 119.6(2) . . ?
C6 C14 H14 120.2 . . ?
C1AA C14 H14 120.2 . . ?
C4 C15 O7 128.0(3) . . ?
C4 C15 C21 121.6(3) . . ?
O7 C15 C21 110.4(3) . . ?
C12 C16 H16 120.7 . . ?
C21 C16 C12 118.5(3) . . ?
C21 C16 H16 120.7 . . ?
C12 C17 H17A 109.1 . . ?
C12 C17 H17B 109.1 . . ?
C13 C17 C12 112.3(2) . . ?
C13 C17 H17A 109.1 . . ?
C13 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
C2AA C18 H18 120.3 . . ?
C22 C18 C2AA 119.5(3) . . ?
C22 C18 H18 120.3 . . ?
C2AA C19 H19 120.3 . . ?
C2AA C19 C24 119.4(3) . . ?
C24 C19 H19 120.3 . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C15 C21 O4 109.4(3) . . ?
C16 C21 O4 129.2(3) . . ?
C16 C21 C15 121.5(3) . . ?
C18 C22 H22 119.2 . . ?
C23 C22 C18 121.6(3) . . ?
C23 C22 H22 119.2 . . ?
C22 C23 C24 118.4(3) . . ?
C22 C23 C27 121.1(4) . . ?
C24 C23 C27 120.5(4) . . ?
C19 C24 H24 119.4 . . ?
C23 C24 C19 121.2(3) . . ?
C23 C24 H24 119.4 . . ?
O4 C25 H25A 109.9 . . ?
O4 C25 H25B 109.9 . . ?
O7 C25 O4 108.7(3) . . ?
O7 C25 H25A 109.9 . . ?
O7 C25 H25B 109.9 . . ?
H25A C25 H25B 108.3 . . ?
O6 C26 H26A 109.5 . . ?
O6 C26 H26B 109.5 . . ?
O6 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O9 C30 H30A 110.7 . . ?
O9 C30 H30B 108.7 . . ?
O9 C30 H30C 109.0 . . ?
C30 O9 H9 110.7 . . ?
C29 O10 H10 109.4 . . ?
O10 C29 H29A 109.7 . . ?
O10 C29 H29B 109.0 . . ?
O10 C29 H29C 109.7 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O8 C28 H28A 113.0 . . ?
O8 C28 H28B 109.8 . . ?
O8 C28 H28C 105.6 . . ?
C28 O8 H8 109.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C2AA C18 C22 -178.66(19) . . . . ?
S1 C2AA C19 C24 179.0(2) . . . . ?
N1 C5 C0AA C3 -46.0(3) . . . . ?
N1 C13 C17 C12 -51.9(3) . . . . ?
O1 S1 C2AA C18 68.7(2) . . . . ?
O1 S1 C2AA C19 -109.6(2) . . . . ?
O2 S1 C2AA C18 -52.7(2) . . . . ?
O2 S1 C2AA C19 129.1(2) . . . . ?
O3 C1AA C11 C1 180.0(2) . . . . ?
O3 C1AA C11 O6 -3.1(3) . . . . ?
O3 C1AA C14 C6 -179.5(2) . . . . ?
C1 C3 C6 C14 0.4(4) . . . . ?
C1 C3 C0AA C5 14.7(3) . . . . ?
C2 C4 C15 O7 178.8(3) . . . . ?
C2 C4 C15 C21 0.2(4) . . . . ?
C2 C5 C0AA C3 -170.6(2) . . . . ?
C2 C12 C16 C21 0.0(4) . . . . ?
C2 C12 C17 C13 20.6(3) . . . . ?
C3 C1 C7 N1 21.4(3) . . . . ?
C3 C1 C11 O6 -177.5(2) . . . . ?
C3 C1 C11 C1AA -0.5(4) . . . . ?
C3 C6 C14 C1AA -0.3(4) . . . . ?
O5 S1 C2AA C18 -171.74(18) . . . . ?
O5 S1 C2AA C19 10.1(2) . . . . ?
C4 C2 C5 N1 -170.1(2) . . . . ?
C4 C2 C5 C0AA -48.1(3) . . . . ?
C4 C2 C12 C16 1.4(4) . . . . ?
C4 C2 C12 C17 -178.5(2) . . . . ?
C4 C15 C21 O4 179.6(3) . . . . ?
C4 C15 C21 C16 1.2(5) . . . . ?
O7 C15 C21 O4 0.8(3) . . . . ?
O7 C15 C21 C16 -177.6(3) . . . . ?
C5 N1 C7 C1 -54.8(2) . . . . ?
C5 N1 C13 C17 65.3(3) . . . . ?
C5 C2 C4 C15 -179.9(2) . . . . ?
C5 C2 C12 C16 179.7(2) . . . . ?
C5 C2 C12 C17 -0.1(3) . . . . ?
C6 C3 C0AA C5 -167.6(2) . . . . ?
C7 N1 C5 C2 -167.26(18) . . . . ?
C7 N1 C5 C0AA 67.6(2) . . . . ?
C7 N1 C13 C17 -171.2(2) . . . . ?
C7 C1 C3 C6 -179.7(2) . . . . ?
C7 C1 C3 C0AA -1.9(3) . . . . ?
C7 C1 C11 O6 2.2(3) . . . . ?
C7 C1 C11 C1AA 179.2(2) . . . . ?
C2AA C18 C22 C23 -0.3(4) . . . . ?
C2AA C19 C24 C23 -0.6(5) . . . . ?
C0AA C3 C6 C14 -177.4(2) . . . . ?
C11 C1 C3 C6 0.1(3) . . . . ?
C11 C1 C3 C0AA 177.8(2) . . . . ?
C11 C1 C7 N1 -158.3(2) . . . . ?
C11 C1AA C14 C6 -0.2(4) . . . . ?
C12 C2 C4 C15 -1.4(4) . . . . ?
C12 C2 C5 N1 11.5(3) . . . . ?
C12 C2 C5 C0AA 133.5(2) . . . . ?
C12 C16 C21 O4 -179.3(3) . . . . ?
C12 C16 C21 C15 -1.3(4) . . . . ?
C13 N1 C5 C2 -43.9(2) . . . . ?
C13 N1 C5 C0AA -168.96(19) . . . . ?
C13 N1 C7 C1 -178.99(19) . . . . ?
C14 C1AA C11 C1 0.6(4) . . . . ?
C14 C1AA C11 O6 177.5(2) . . . . ?
C15 O7 C25 O4 7.8(4) . . . . ?
C16 C12 C17 C13 -159.2(2) . . . . ?
C17 C12 C16 C21 179.8(2) . . . . ?
C18 C2AA C19 C24 0.9(4) . . . . ?
C18 C22 C23 C24 0.6(5) . . . . ?
C18 C22 C23 C27 180.0(3) . . . . ?
C19 C2AA C18 C22 -0.4(4) . . . . ?
C20 O3 C1AA C11 165.9(2) . . . . ?
C20 O3 C1AA C14 -14.8(4) . . . . ?
C21 O4 C25 O7 -7.4(4) . . . . ?
C22 C23 C24 C19 -0.2(5) . . . . ?
C25 O4 C21 C15 4.1(4) . . . . ?
C25 O4 C21 C16 -177.7(3) . . . . ?
C25 O7 C15 C4 176.0(3) . . . . ?
C25 O7 C15 C21 -5.3(3) . . . . ?
C26 O6 C11 C1 -102.3(3) . . . . ?
C26 O6 C11 C1AA 80.7(3) . . . . ?
C27 C23 C24 C19 -179.5(3) . . . . ?

_shelx_SHELXL_version_number     2016/6
_olex2_submission_special_instructions 'No special instructions were received'
