# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_mr0663
_database_code_depnum_ccdc_archive 'CCDC 1955153'
loop_
_audit_author_name
_audit_author_address
mohan
;Kaohsiung medical university
Taiwan
;
_audit_update_record             
;
2019-09-23 deposited with the CCDC.	2019-12-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C32 H31 N O5 S2'
_chemical_formula_sum            'C32 H31 N O5 S2'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      291(2)
_chemical_formula_weight         573.70

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                   18.4659(17)
_cell_length_b                   9.4074(9)
_cell_length_c                   18.4739(16)
_cell_angle_alpha                90
_cell_angle_beta                 115.950(3)
_cell_angle_gamma                90
_cell_volume                     2885.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    9515
_cell_measurement_theta_min      3.001
_cell_measurement_theta_max      26.464
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.360
_exptl_absorpt_coefficient_mu    0.226
_shelx_estimated_absorpt_T_min   0.899
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8385
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_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            49047
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.095
_diffrn_reflns_theta_max         26.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5911
_reflns_number_gt                4836
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0858P)²+4.7122P] 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         5911
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1854
_refine_ls_wR_factor_gt          0.1635
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_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 0.35737(4) 0.35184(8) 0.28521(4) 0.0404(2) Uani 1 1 d . . . . .
S2 S 0.20041(4) 0.63103(8) -0.07187(5) 0.0458(2) Uani 1 1 d . . . . .
O1 O 0.41399(13) 0.4613(3) 0.32405(14) 0.0570(6) Uani 1 1 d . . . . .
O2 O 0.36817(17) 0.2139(3) 0.31969(14) 0.0628(7) Uani 1 1 d . . . . .
O3 O 0.35892(11) 0.3416(2) 0.19894(11) 0.0351(4) Uani 1 1 d . . . . .
O4 O 0.18330(15) 0.7357(2) -0.02589(19) 0.0647(7) Uani 1 1 d . . . . .
O5 O 0.14753(15) 0.6114(3) -0.15518(16) 0.0712(8) Uani 1 1 d . . . . .
N N 0.20254(14) 0.4782(2) -0.02888(14) 0.0379(5) Uani 1 1 d . . . . .
C1 C 0.26046(16) 0.4105(3) 0.26378(15) 0.0359(6) Uani 1 1 d . . . . .
C2 C 0.24795(18) 0.5545(3) 0.26987(18) 0.0429(6) Uani 1 1 d . . . . .
H2B H 0.2905 0.6185 0.2854 0.051 Uiso 1 1 calc R U . . .
C3 C 0.1708(2) 0.6013(4) 0.2523(2) 0.0509(8) Uani 1 1 d . . . . .
H3A H 0.1617 0.6978 0.2554 0.061 Uiso 1 1 calc R U . . .
C4 C 0.10726(19) 0.5073(4) 0.23031(19) 0.0526(8) Uani 1 1 d . . . . .
C5 C 0.1211(2) 0.3644(4) 0.2255(2) 0.0547(8) Uani 1 1 d . . . . .
H5B H 0.0787 0.3003 0.2109 0.066 Uiso 1 1 calc R U . . .
C6 C 0.1974(2) 0.3151(4) 0.24202(19) 0.0479(7) Uani 1 1 d . . . . .
H6A H 0.2062 0.2185 0.2385 0.057 Uiso 1 1 calc R U . . .
C7 C 0.0240(2) 0.5619(6) 0.2122(3) 0.0852(14) Uani 1 1 d . . . . .
H7A H 0.0258 0.6633 0.2186 0.128 Uiso 1 1 calc R U . . .
H7B H -0.0126 0.5379 0.1578 0.128 Uiso 1 1 calc R U . . .
H7C H 0.0060 0.5192 0.2486 0.128 Uiso 1 1 calc R U . . .
C8 C 0.30796(14) 0.2432(3) 0.13898(15) 0.0308(5) Uani 1 1 d . . . . .
C9 C 0.25853(15) 0.3019(3) 0.06947(15) 0.0312(5) Uani 1 1 d . . . . .
C10 C 0.25526(17) 0.4621(3) 0.05777(16) 0.0380(6) Uani 1 1 d . . . . .
H10A H 0.2325 0.5086 0.0899 0.046 Uiso 1 1 calc R U . . .
H10B H 0.3084 0.5008 0.0718 0.046 Uiso 1 1 calc R U . . .
C11 C 0.20629(17) 0.3458(3) -0.06985(16) 0.0368(6) Uani 1 1 d . . . . .
H11A H 0.2549 0.3420 -0.0777 0.044 Uiso 1 1 calc R U . . .
H11B H 0.1598 0.3365 -0.1216 0.044 Uiso 1 1 calc R U . . .
C12 C 0.20666(15) 0.2297(3) -0.01094(15) 0.0322(5) Uani 1 1 d . . . . .
C13 C 0.32454(15) 0.0912(3) 0.16005(15) 0.0321(5) Uani 1 1 d . . . . .
C14 C 0.26245(17) -0.0028(3) 0.14893(17) 0.0407(6) Uani 1 1 d . . . . .
H14A H 0.2097 0.0299 0.1292 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2793(2) -0.1459(3) 0.16739(19) 0.0480(7) Uani 1 1 d . . . . .
H15A H 0.2378 -0.2083 0.1606 0.058 Uiso 1 1 calc R U . . .
C16 C 0.3565(2) -0.1956(3) 0.1954(2) 0.0529(8) Uani 1 1 d . . . . .
H16A H 0.3671 -0.2917 0.2070 0.063 Uiso 1 1 calc R U . . .
C17 C 0.4185(2) -0.1036(4) 0.2066(2) 0.0502(8) Uani 1 1 d . . . . .
H17A H 0.4708 -0.1379 0.2258 0.060 Uiso 1 1 calc R U . . .
C18 C 0.40334(17) 0.0398(3) 0.18921(17) 0.0407(6) Uani 1 1 d . . . . .
H18A H 0.4454 0.1015 0.1969 0.049 Uiso 1 1 calc R U . . .
C19 C 0.29797(17) 0.6620(3) -0.06257(16) 0.0369(6) Uani 1 1 d . . . . .
C20 C 0.34942(19) 0.7520(4) -0.00323(19) 0.0480(7) Uani 1 1 d . . . . .
H20A H 0.3324 0.7977 0.0313 0.058 Uiso 1 1 calc R U . . .
C21 C 0.4263(2) 0.7733(4) 0.0043(2) 0.0591(9) Uani 1 1 d . . . . .
H21A H 0.4606 0.8356 0.0433 0.071 Uiso 1 1 calc R U . . .
C22 C 0.4533(2) 0.7036(4) -0.0453(2) 0.0564(9) Uani 1 1 d . . . . .
C23 C 0.4015(2) 0.6122(4) -0.1034(2) 0.0581(9) Uani 1 1 d . . . . .
H23A H 0.4193 0.5637 -0.1364 0.070 Uiso 1 1 calc R U . . .
C24 C 0.3237(2) 0.5915(4) -0.11320(19) 0.0507(8) Uani 1 1 d . . . . .
H24A H 0.2890 0.5312 -0.1532 0.061 Uiso 1 1 calc R U . . .
C25 C 0.5377(3) 0.7279(7) -0.0364(3) 0.0934(16) Uani 1 1 d . . . . .
H25A H 0.5651 0.7940 0.0066 0.140 Uiso 1 1 calc R U . . .
H25B H 0.5665 0.6393 -0.0243 0.140 Uiso 1 1 calc R U . . .
H25C H 0.5353 0.7657 -0.0857 0.140 Uiso 1 1 calc R U . . .
C26 C 0.11987(16) 0.2067(3) -0.02204(16) 0.0374(6) Uani 1 1 d . . . . .
C27 C 0.0698(2) 0.1105(4) -0.0787(2) 0.0656(10) Uani 1 1 d . . . . .
H27A H 0.0900 0.0552 -0.1075 0.079 Uiso 1 1 calc R U . . .
C28 C -0.0098(3) 0.0961(6) -0.0930(3) 0.0880(14) Uani 1 1 d . . . . .
H28A H -0.0424 0.0305 -0.1310 0.106 Uiso 1 1 calc R U . . .
C29 C -0.0414(2) 0.1767(6) -0.0521(3) 0.0767(12) Uani 1 1 d . . . . .
H29A H -0.0951 0.1665 -0.0622 0.092 Uiso 1 1 calc R U . . .
C30 C 0.0070(2) 0.2726(5) 0.0038(3) 0.0677(11) Uani 1 1 d . . . . .
H30A H -0.0137 0.3278 0.0321 0.081 Uiso 1 1 calc R U . . .
C31 C 0.08687(19) 0.2877(4) 0.0182(2) 0.0520(8) Uani 1 1 d . . . . .
H31A H 0.1189 0.3541 0.0559 0.062 Uiso 1 1 calc R U . . .
C32 C 0.24342(19) 0.0947(3) -0.02816(18) 0.0428(6) Uani 1 1 d . . . . .
H32A H 0.2071 0.0565 -0.0795 0.064 Uiso 1 1 calc R U . . .
H32B H 0.2938 0.1178 -0.0288 0.064 Uiso 1 1 calc R U . . .
H32C H 0.2523 0.0255 0.0131 0.064 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 O1 1.418(2) . ?
S1 O2 1.421(2) . ?
S1 O3 1.6093(19) . ?
S1 C1 1.745(3) . ?
S2 O4 1.423(3) . ?
S2 O5 1.429(3) . ?
S2 N 1.635(2) . ?
S2 C19 1.757(3) . ?
O3 C8 1.434(3) . ?
N C11 1.475(4) . ?
N C10 1.473(3) . ?
C1 C6 1.383(4) . ?
C1 C2 1.387(4) . ?
C2 C3 1.387(4) . ?
C2 H2B 0.9300 . ?
C3 C4 1.381(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.379(5) . ?
C4 C7 1.513(5) . ?
C5 C6 1.384(5) . ?
C5 H5B 0.9300 . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.327(4) . ?
C8 C13 1.479(4) . ?
C9 C10 1.520(4) . ?
C9 C12 1.529(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.539(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C26 1.539(4) . ?
C12 C32 1.538(4) . ?
C13 C14 1.391(4) . ?
C13 C18 1.399(4) . ?
C14 C15 1.389(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.368(5) . ?
C15 H15A 0.9300 . ?
C16 C17 1.377(5) . ?
C16 H16A 0.9300 . ?
C17 C18 1.386(4) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.382(4) . ?
C19 C24 1.389(4) . ?
C20 C21 1.379(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.386(5) . ?
C21 H21A 0.9300 . ?
C22 C23 1.381(5) . ?
C22 C25 1.511(5) . ?
C23 C24 1.380(5) . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C31 1.380(4) . ?
C26 C27 1.386(4) . ?
C27 C28 1.382(6) . ?
C27 H27A 0.9300 . ?
C28 C29 1.369(7) . ?
C28 H28A 0.9300 . ?
C29 C30 1.368(6) . ?
C29 H29A 0.9300 . ?
C30 C31 1.386(5) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.56(16) . . ?
O1 S1 O3 102.47(13) . . ?
O2 S1 O3 109.23(13) . . ?
O1 S1 C1 109.95(14) . . ?
O2 S1 C1 108.63(16) . . ?
O3 S1 C1 104.79(11) . . ?
O4 S2 O5 120.46(18) . . ?
O4 S2 N 106.44(14) . . ?
O5 S2 N 105.63(14) . . ?
O4 S2 C19 108.23(15) . . ?
O5 S2 C19 108.36(16) . . ?
N S2 C19 107.00(13) . . ?
C8 O3 S1 120.90(16) . . ?
C11 N C10 108.3(2) . . ?
C11 N S2 119.35(18) . . ?
C10 N S2 118.85(18) . . ?
C6 C1 C2 120.6(3) . . ?
C6 C1 S1 120.7(2) . . ?
C2 C1 S1 118.8(2) . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 H2B 120.6 . . ?
C1 C2 H2B 120.6 . . ?
C4 C3 C2 121.3(3) . . ?
C4 C3 H3A 119.4 . . ?
C2 C3 H3A 119.4 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 C7 121.1(4) . . ?
C3 C4 C7 119.9(4) . . ?
C4 C5 C6 120.8(3) . . ?
C4 C5 H5B 119.6 . . ?
C6 C5 H5B 119.6 . . ?
C1 C6 C5 119.5(3) . . ?
C1 C6 H6A 120.2 . . ?
C5 C6 H6A 120.2 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 O3 114.9(2) . . ?
C9 C8 C13 129.2(2) . . ?
O3 C8 C13 115.5(2) . . ?
C8 C9 C10 121.2(2) . . ?
C8 C9 C12 129.0(2) . . ?
C10 C9 C12 109.4(2) . . ?
N C10 C9 102.9(2) . . ?
N C10 H10A 111.2 . . ?
C9 C10 H10A 111.2 . . ?
N C10 H10B 111.2 . . ?
C9 C10 H10B 111.2 . . ?
H10A C10 H10B 109.1 . . ?
N C11 C12 102.9(2) . . ?
N C11 H11A 111.2 . . ?
C12 C11 H11A 111.2 . . ?
N C11 H11B 111.2 . . ?
C12 C11 H11B 111.2 . . ?
H11A C11 H11B 109.1 . . ?
C9 C12 C26 111.4(2) . . ?
C9 C12 C11 100.3(2) . . ?
C26 C12 C11 108.9(2) . . ?
C9 C12 C32 115.0(2) . . ?
C26 C12 C32 112.6(2) . . ?
C11 C12 C32 107.8(2) . . ?
C14 C13 C18 119.2(3) . . ?
C14 C13 C8 120.9(2) . . ?
C18 C13 C8 119.8(2) . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 H14A 120.1 . . ?
C15 C14 H14A 120.1 . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 H15A 119.7 . . ?
C14 C15 H15A 119.7 . . ?
C15 C16 C17 120.1(3) . . ?
C15 C16 H16A 119.9 . . ?
C17 C16 H16A 119.9 . . ?
C16 C17 C18 120.5(3) . . ?
C16 C17 H17A 119.8 . . ?
C18 C17 H17A 119.8 . . ?
C17 C18 C13 119.7(3) . . ?
C17 C18 H18A 120.1 . . ?
C13 C18 H18A 120.1 . . ?
C20 C19 C24 120.5(3) . . ?
C20 C19 S2 119.9(2) . . ?
C24 C19 S2 119.6(2) . . ?
C19 C20 C21 119.3(3) . . ?
C19 C20 H20A 120.4 . . ?
C21 C20 H20A 120.4 . . ?
C20 C21 C22 121.2(3) . . ?
C20 C21 H21A 119.4 . . ?
C22 C21 H21A 119.4 . . ?
C23 C22 C21 118.7(3) . . ?
C23 C22 C25 120.7(4) . . ?
C21 C22 C25 120.6(4) . . ?
C22 C23 C24 121.2(3) . . ?
C22 C23 H23A 119.4 . . ?
C24 C23 H23A 119.4 . . ?
C23 C24 C19 119.2(3) . . ?
C23 C24 H24A 120.4 . . ?
C19 C24 H24A 120.4 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C26 C27 117.5(3) . . ?
C31 C26 C12 122.0(3) . . ?
C27 C26 C12 120.2(3) . . ?
C28 C27 C26 120.7(4) . . ?
C28 C27 H27A 119.7 . . ?
C26 C27 H27A 119.7 . . ?
C29 C28 C27 121.0(4) . . ?
C29 C28 H28A 119.5 . . ?
C27 C28 H28A 119.5 . . ?
C28 C29 C30 119.1(4) . . ?
C28 C29 H29A 120.4 . . ?
C30 C29 H29A 120.4 . . ?
C29 C30 C31 120.1(4) . . ?
C29 C30 H30A 119.9 . . ?
C31 C30 H30A 119.9 . . ?
C26 C31 C30 121.6(3) . . ?
C26 C31 H31A 119.2 . . ?
C30 C31 H31A 119.2 . . ?
C12 C32 H32A 109.5 . . ?
C12 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C12 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

_refine_diff_density_max         0.381
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.070

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_h-m   P2(1)/c
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_mr06
_database_code_depnum_ccdc_archive 'CCDC 1955363'
loop_
_audit_author_name
_audit_author_address
mohan
;Kaohsiung medical university
Taiwan
;
_audit_update_record             
;
2019-09-23 deposited with the CCDC.	2019-12-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H23 N O3 S'
_chemical_formula_sum            'C25 H23 N O3 S'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         417.50

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                   16.7081(9)
_cell_length_b                   9.0554(5)
_cell_length_c                   15.2793(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.039(2)
_cell_angle_gamma                90
_cell_volume                     2059.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9186
_cell_measurement_theta_min      3.001
_cell_measurement_theta_max      27.139
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.350
_exptl_absorpt_coefficient_mu    0.185
_shelx_estimated_absorpt_T_min   0.908
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8402
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_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            39216
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.001
_diffrn_reflns_theta_max         27.141
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4550
_reflns_number_gt                3817
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0644P)²+1.2800P] 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         4550
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.1042
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
S S 0.35774(2) 0.60448(4) 0.08375(3) 0.02304(12) Uani 1 1 d . . . . .
O1 O 0.41763(8) 0.53382(14) 0.05314(8) 0.0306(3) Uani 1 1 d . . . . .
O2 O 0.31533(8) 0.74116(13) 0.03996(8) 0.0323(3) Uani 1 1 d . . . . .
O3 O 0.00467(7) 0.32174(14) 0.04924(8) 0.0315(3) Uani 1 1 d . . . . .
N N 0.27657(8) 0.48777(14) 0.06258(9) 0.0223(3) Uani 1 1 d . . . . .
C1 C 0.41673(10) 0.62857(17) 0.21213(11) 0.0223(3) Uani 1 1 d . . . . .
C2 C 0.49391(11) 0.54657(18) 0.26558(12) 0.0265(3) Uani 1 1 d . . . . .
H2B H 0.5152 0.4791 0.2333 0.032 Uiso 1 1 calc R U . . .
C3 C 0.53978(11) 0.56423(19) 0.36689(12) 0.0284(3) Uani 1 1 d . . . . .
H3A H 0.5927 0.5083 0.4037 0.034 Uiso 1 1 calc R U . . .
C4 C 0.50952(10) 0.66239(18) 0.41537(11) 0.0255(3) Uani 1 1 d . . . . .
C5 C 0.43087(11) 0.74230(19) 0.36024(12) 0.0284(3) Uani 1 1 d . . . . .
H5A H 0.4090 0.8084 0.3927 0.034 Uiso 1 1 calc R U . . .
C6 C 0.38430(10) 0.72674(18) 0.25904(11) 0.0259(3) Uani 1 1 d . . . . .
H6A H 0.3311 0.7820 0.2222 0.031 Uiso 1 1 calc R U . . .
C7 C 0.56104(13) 0.6853(2) 0.52487(12) 0.0350(4) Uani 1 1 d . . . . .
H7A H 0.5297 0.7580 0.5457 0.052 Uiso 1 1 calc R U . . .
H7B H 0.5654 0.5915 0.5587 0.052 Uiso 1 1 calc R U . . .
H7C H 0.6215 0.7215 0.5414 0.052 Uiso 1 1 calc R U . . .
C8 C 0.30032(10) 0.33690(17) 0.10351(11) 0.0243(3) Uani 1 1 d . . . . .
H8A H 0.3411 0.3402 0.1749 0.029 Uiso 1 1 calc R U . . .
H8B H 0.3299 0.2811 0.0705 0.029 Uiso 1 1 calc R U . . .
C9 C 0.21114(10) 0.26727(17) 0.08338(10) 0.0217(3) Uani 1 1 d . . . . .
C10 C 0.13788(11) 0.29166(19) -0.01925(11) 0.0267(3) Uani 1 1 d . . . . .
H10A H 0.0871 0.2211 -0.0448 0.032 Uiso 1 1 calc R U . . .
H10B H 0.1557 0.3284 -0.0689 0.032 Uiso 1 1 calc R U . . .
C11 C 0.14411(9) 0.39767(17) 0.05946(10) 0.0209(3) Uani 1 1 d . . . . .
C12 C 0.19429(10) 0.54003(17) 0.06645(11) 0.0239(3) Uani 1 1 d . . . . .
H12A H 0.1589 0.6065 0.0107 0.029 Uiso 1 1 calc R U . . .
H12B H 0.2090 0.5923 0.1289 0.029 Uiso 1 1 calc R U . . .
C13 C 0.20887(10) 0.14007(17) 0.14496(11) 0.0224(3) Uani 1 1 d . . . . .
C14 C 0.26750(12) 0.13523(19) 0.24535(12) 0.0307(4) Uani 1 1 d . . . . .
H14A H 0.3126 0.2089 0.2735 0.037 Uiso 1 1 calc R U . . .
C15 C 0.26108(15) 0.0252(2) 0.30448(14) 0.0398(4) Uani 1 1 d . . . . .
H15A H 0.3011 0.0250 0.3728 0.048 Uiso 1 1 calc R U . . .
C16 C 0.19736(15) -0.0841(2) 0.26538(16) 0.0421(5) Uani 1 1 d . . . . .
H16A H 0.1925 -0.1584 0.3066 0.051 Uiso 1 1 calc R U . . .
C17 C 0.14041(13) -0.0849(2) 0.16548(16) 0.0398(4) Uani 1 1 d . . . . .
H17A H 0.0976 -0.1619 0.1375 0.048 Uiso 1 1 calc R U . . .
C18 C 0.14589(11) 0.02710(19) 0.10589(13) 0.0303(4) Uani 1 1 d . . . . .
H18A H 0.1060 0.0264 0.0375 0.036 Uiso 1 1 calc R U . . .
C19 C 0.07485(10) 0.38843(17) 0.09595(11) 0.0220(3) Uani 1 1 d . . . . .
C20 C 0.09445(10) 0.45831(17) 0.19220(11) 0.0230(3) Uani 1 1 d . . . . .
C21 C 0.02260(12) 0.5037(2) 0.20829(13) 0.0324(4) Uani 1 1 d . . . . .
H21A H -0.0372 0.4867 0.1594 0.039 Uiso 1 1 calc R U . . .
C22 C 0.03785(14) 0.5737(2) 0.29546(15) 0.0408(4) Uani 1 1 d . . . . .
H22A H -0.0114 0.6080 0.3050 0.049 Uiso 1 1 calc R U . . .
C23 C 0.12494(15) 0.5934(2) 0.36839(14) 0.0392(4) Uani 1 1 d . . . . .
H23A H 0.1354 0.6418 0.4278 0.047 Uiso 1 1 calc R U . . .
C24 C 0.19659(13) 0.54308(19) 0.35501(12) 0.0354(4) Uani 1 1 d . . . . .
H24A H 0.2561 0.5532 0.4063 0.042 Uiso 1 1 calc R U . . .
C25 C 0.18205(11) 0.47768(18) 0.26683(11) 0.0281(3) Uani 1 1 d . . . . .
H25A H 0.2317 0.4461 0.2572 0.034 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
S O1 1.4334(12) . ?
S O2 1.4320(12) . ?
S N 1.6316(13) . ?
S C1 1.7633(15) . ?
O3 C19 1.2198(19) . ?
N C8 1.480(2) . ?
N C12 1.4804(19) . ?
C1 C6 1.397(2) . ?
C1 C2 1.387(2) . ?
C2 C3 1.389(2) . ?
C2 H2B 0.9500 . ?
C3 C4 1.391(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.398(2) . ?
C4 C7 1.508(2) . ?
C5 C6 1.386(2) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.515(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C13 1.499(2) . ?
C9 C10 1.504(2) . ?
C9 C11 1.552(2) . ?
C10 C11 1.505(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C19 1.498(2) . ?
C11 C12 1.515(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C18 1.392(2) . ?
C13 C14 1.396(2) . ?
C14 C15 1.382(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.375(3) . ?
C15 H15A 0.9500 . ?
C16 C17 1.384(3) . ?
C16 H16A 0.9500 . ?
C17 C18 1.394(3) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 C20 1.494(2) . ?
C20 C21 1.392(2) . ?
C20 C25 1.398(2) . ?
C21 C22 1.390(3) . ?
C21 H21A 0.9500 . ?
C22 C23 1.385(3) . ?
C22 H22A 0.9500 . ?
C23 C24 1.380(3) . ?
C23 H23A 0.9500 . ?
C24 C25 1.388(2) . ?
C24 H24A 0.9500 . ?
C25 H25A 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
O1 S O2 120.27(7) . . ?
O1 S N 106.66(7) . . ?
O2 S N 106.08(7) . . ?
O1 S C1 107.34(7) . . ?
O2 S C1 108.69(7) . . ?
N S C1 107.13(7) . . ?
C8 N C12 110.72(12) . . ?
C8 N S 118.38(10) . . ?
C12 N S 119.23(10) . . ?
C6 C1 C2 120.82(14) . . ?
C6 C1 S 119.90(12) . . ?
C2 C1 S 119.26(12) . . ?
C3 C2 C1 119.25(15) . . ?
C3 C2 H2B 120.4 . . ?
C1 C2 H2B 120.4 . . ?
C2 C3 C4 121.13(15) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C3 C4 C5 118.66(14) . . ?
C3 C4 C7 121.10(15) . . ?
C5 C4 C7 120.22(15) . . ?
C6 C5 C4 121.12(15) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C5 C6 C1 119.01(15) . . ?
C5 C6 H6A 120.5 . . ?
C1 C6 H6A 120.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N C8 C9 104.38(12) . . ?
N C8 H8A 110.9 . . ?
C9 C8 H8A 110.9 . . ?
N C8 H8B 110.9 . . ?
C9 C8 H8B 110.9 . . ?
H8A C8 H8B 108.9 . . ?
C13 C9 C10 121.79(13) . . ?
C13 C9 C8 119.71(13) . . ?
C10 C9 C8 114.18(13) . . ?
C13 C9 C11 120.73(13) . . ?
C10 C9 C11 58.98(10) . . ?
C8 C9 C11 105.59(12) . . ?
C9 C10 C11 62.13(10) . . ?
C9 C10 H10A 117.5 . . ?
C11 C10 H10A 117.5 . . ?
C9 C10 H10B 117.5 . . ?
C11 C10 H10B 117.5 . . ?
H10A C10 H10B 114.6 . . ?
C19 C11 C10 118.51(13) . . ?
C19 C11 C12 121.18(13) . . ?
C10 C11 C12 115.73(13) . . ?
C19 C11 C9 117.81(12) . . ?
C10 C11 C9 58.89(9) . . ?
C12 C11 C9 108.30(12) . . ?
N C12 C11 102.67(12) . . ?
N C12 H12A 111.2 . . ?
C11 C12 H12A 111.2 . . ?
N C12 H12B 111.2 . . ?
C11 C12 H12B 111.2 . . ?
H12A C12 H12B 109.1 . . ?
C18 C13 C14 117.66(15) . . ?
C18 C13 C9 121.69(14) . . ?
C14 C13 C9 120.57(14) . . ?
C15 C14 C13 121.12(17) . . ?
C15 C14 H14A 119.4 . . ?
C13 C14 H14A 119.4 . . ?
C14 C15 C16 120.65(18) . . ?
C14 C15 H15A 119.7 . . ?
C16 C15 H15A 119.7 . . ?
C15 C16 C17 119.44(17) . . ?
C15 C16 H16A 120.3 . . ?
C17 C16 H16A 120.3 . . ?
C18 C17 C16 120.01(18) . . ?
C18 C17 H17A 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C13 C18 C17 121.06(16) . . ?
C13 C18 H18A 119.5 . . ?
C17 C18 H18A 119.5 . . ?
O3 C19 C11 120.64(14) . . ?
O3 C19 C20 120.53(14) . . ?
C11 C19 C20 118.81(13) . . ?
C21 C20 C25 119.06(15) . . ?
C21 C20 C19 118.55(14) . . ?
C25 C20 C19 122.38(14) . . ?
C20 C21 C22 120.44(17) . . ?
C20 C21 H21A 119.8 . . ?
C22 C21 H21A 119.8 . . ?
C21 C22 C23 119.85(18) . . ?
C21 C22 H22A 120.1 . . ?
C23 C22 H22A 120.1 . . ?
C24 C23 C22 120.21(17) . . ?
C24 C23 H23A 119.9 . . ?
C22 C23 H23A 119.9 . . ?
C23 C24 C25 120.24(17) . . ?
C23 C24 H24A 119.9 . . ?
C25 C24 H24A 119.9 . . ?
C24 C25 C20 120.09(16) . . ?
C24 C25 H25A 120.0 . . ?
C20 C25 H25A 120.0 . . ?

_refine_diff_density_max         0.360
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.053

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_h-m   P2(1)/c
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_mr05561
_database_code_depnum_ccdc_archive 'CCDC 1955156'
loop_
_audit_author_name
_audit_author_address
mohan
;Kaohsiung medical university
Taiwan
;
_audit_update_record             
;
2019-09-23 deposited with the CCDC.	2019-12-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C19 H20 I N O3 S'
_chemical_formula_sum            'C19 H20 I N O3 S'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         469.32

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   5.6140(5)
_cell_length_b                   12.5998(12)
_cell_length_c                   14.6937(15)
_cell_angle_alpha                109.014(3)
_cell_angle_beta                 93.175(3)
_cell_angle_gamma                102.642(3)
_cell_volume                     949.75(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9885
_cell_measurement_theta_min      3.324
_cell_measurement_theta_max      26.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    1.813
_shelx_estimated_absorpt_T_min   0.447
_shelx_estimated_absorpt_T_max   0.724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7283
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_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            28588
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.669
_diffrn_reflns_theta_max         26.415
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3854
_reflns_number_gt                3441
_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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0234P)²+2.8177P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0031(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3854
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0767
_refine_ls_wR_factor_gt          0.0688
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.003
_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
I I 0.18556(5) 0.21135(2) 0.20662(2) 0.04357(11) Uani 1 1 d . . . . .
S S 0.76945(13) 0.64841(6) 0.39401(5) 0.02214(16) Uani 1 1 d . . . . .
O1 O 0.7916(4) 0.5516(2) 0.42170(16) 0.0318(5) Uani 1 1 d . . . . .
O2 O 0.9807(4) 0.7166(2) 0.36976(15) 0.0301(5) Uani 1 1 d . . . . .
O3 O 0.5637(4) 0.57562(19) 0.09984(15) 0.0272(5) Uani 1 1 d . . . . .
H3A H 0.6212 0.5378 0.1294 0.10(2) Uiso 1 1 calc R . . . .
N N 0.5610(4) 0.5970(2) 0.29681(16) 0.0195(5) Uani 1 1 d . . . . .
C1 C 0.6495(5) 0.7439(3) 0.48511(19) 0.0220(6) Uani 1 1 d . . . . .
C2 C 0.4587(6) 0.6994(3) 0.5298(2) 0.0249(6) Uani 1 1 d . . . . .
H2B H 0.4014 0.6182 0.5153 0.030 Uiso 1 1 calc R U . . .
C3 C 0.3547(6) 0.7764(3) 0.5959(2) 0.0287(7) Uani 1 1 d . . . . .
H3B H 0.2229 0.7467 0.6257 0.034 Uiso 1 1 calc R U . . .
C4 C 0.4372(6) 0.8957(3) 0.6197(2) 0.0276(6) Uani 1 1 d . . . . .
C5 C 0.6311(6) 0.9379(3) 0.5753(2) 0.0329(7) Uani 1 1 d . . . . .
H5A H 0.6925 1.0192 0.5916 0.039 Uiso 1 1 calc R U . . .
C6 C 0.7360(6) 0.8625(3) 0.5074(2) 0.0291(7) Uani 1 1 d . . . . .
H6A H 0.8658 0.8920 0.4765 0.035 Uiso 1 1 calc R U . . .
C7 C 0.3222(7) 0.9783(3) 0.6918(3) 0.0404(8) Uani 1 1 d . . . . .
H7A H 0.4044 1.0582 0.6991 0.061 Uiso 1 1 calc R U . . .
H7B H 0.1467 0.9625 0.6685 0.061 Uiso 1 1 calc R U . . .
H7C H 0.3406 0.9677 0.7548 0.061 Uiso 1 1 calc R U . . .
C8 C 0.3393(6) 0.5080(2) 0.2965(2) 0.0230(6) Uani 1 1 d . . . . .
H8A H 0.2288 0.5447 0.3397 0.028 Uiso 1 1 calc R U . . .
H8B H 0.3878 0.4499 0.3206 0.028 Uiso 1 1 calc R U . . .
C9 C 0.2078(5) 0.4498(2) 0.1943(2) 0.0227(6) Uani 1 1 d . . . . .
C10 C 0.1528(6) 0.5315(2) 0.1449(2) 0.0237(6) Uani 1 1 d . . . . .
H10A H 0.0246 0.5681 0.1757 0.028 Uiso 1 1 calc R U . . .
H10B H 0.0882 0.4872 0.0756 0.028 Uiso 1 1 calc R U . . .
C11 C 0.3856(5) 0.6262(2) 0.15240(19) 0.0195(5) Uani 1 1 d . . . . .
C12 C 0.5026(5) 0.6852(2) 0.25899(19) 0.0189(5) Uani 1 1 d . . . . .
H12A H 0.6551 0.7450 0.2642 0.023 Uiso 1 1 calc R U . . .
H12B H 0.3870 0.7236 0.2979 0.023 Uiso 1 1 calc R U . . .
C13 C 0.1366(6) 0.3365(3) 0.1479(2) 0.0276(6) Uani 1 1 d . . . . .
H13A H 0.0571 0.3101 0.0829 0.033 Uiso 1 1 calc R U . . .
C14 C 0.3274(5) 0.7190(2) 0.11565(19) 0.0187(5) Uani 1 1 d . . . . .
C15 C 0.4540(6) 0.7512(3) 0.0465(2) 0.0270(6) Uani 1 1 d . . . . .
H15A H 0.5738 0.7122 0.0189 0.032 Uiso 1 1 calc R U . . .
C16 C 0.4071(7) 0.8398(3) 0.0172(2) 0.0339(7) Uani 1 1 d . . . . .
H16A H 0.4953 0.8610 -0.0302 0.041 Uiso 1 1 calc R U . . .
C17 C 0.2341(6) 0.8972(3) 0.0561(2) 0.0303(7) Uani 1 1 d . . . . .
H17A H 0.2030 0.9579 0.0360 0.036 Uiso 1 1 calc R U . . .
C18 C 0.1065(6) 0.8660(3) 0.1246(2) 0.0294(7) Uani 1 1 d . . . . .
H18A H -0.0132 0.9053 0.1517 0.035 Uiso 1 1 calc R U . . .
C19 C 0.1516(5) 0.7778(2) 0.1543(2) 0.0233(6) Uani 1 1 d . . . . .
H19A H 0.0620 0.7569 0.2015 0.028 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
I C13 2.088(3) . ?
S O1 1.432(2) . ?
S O2 1.439(2) . ?
S N 1.646(2) . ?
S C1 1.760(3) . ?
O3 C11 1.430(3) . ?
O3 H3A 0.8400 . ?
N C8 1.481(4) . ?
N C12 1.481(3) . ?
C1 C6 1.386(4) . ?
C1 C2 1.396(4) . ?
C2 C3 1.387(4) . ?
C2 H2B 0.9500 . ?
C3 C4 1.390(4) . ?
C3 H3B 0.9500 . ?
C4 C5 1.395(5) . ?
C4 C7 1.508(4) . ?
C5 C6 1.392(5) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.503(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C13 1.322(4) . ?
C9 C10 1.511(4) . ?
C10 C11 1.536(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C14 1.525(4) . ?
C11 C12 1.533(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9500 . ?
C14 C15 1.387(4) . ?
C14 C19 1.397(4) . ?
C15 C16 1.390(5) . ?
C15 H15A 0.9500 . ?
C16 C17 1.376(5) . ?
C16 H16A 0.9500 . ?
C17 C18 1.377(5) . ?
C17 H17A 0.9500 . ?
C18 C19 1.384(4) . ?
C18 H18A 0.9500 . ?
C19 H19A 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
O1 S O2 120.03(14) . . ?
O1 S N 106.67(13) . . ?
O2 S N 105.99(13) . . ?
O1 S C1 109.44(14) . . ?
O2 S C1 107.56(14) . . ?
N S C1 106.34(13) . . ?
C11 O3 H3A 109.5 . . ?
C8 N C12 112.9(2) . . ?
C8 N S 116.96(18) . . ?
C12 N S 115.08(18) . . ?
C6 C1 C2 120.8(3) . . ?
C6 C1 S 119.4(2) . . ?
C2 C1 S 119.7(2) . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 H2B 120.8 . . ?
C1 C2 H2B 120.8 . . ?
C4 C3 C2 122.1(3) . . ?
C4 C3 H3B 119.0 . . ?
C2 C3 H3B 119.0 . . ?
C3 C4 C5 118.2(3) . . ?
C3 C4 C7 121.4(3) . . ?
C5 C4 C7 120.4(3) . . ?
C6 C5 C4 120.9(3) . . ?
C6 C5 H5A 119.5 . . ?
C4 C5 H5A 119.5 . . ?
C1 C6 C5 119.5(3) . . ?
C1 C6 H6A 120.3 . . ?
C5 C6 H6A 120.3 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N C8 C9 108.7(2) . . ?
N C8 H8A 110.0 . . ?
C9 C8 H8A 110.0 . . ?
N C8 H8B 110.0 . . ?
C9 C8 H8B 110.0 . . ?
H8A C8 H8B 108.3 . . ?
C13 C9 C8 125.3(3) . . ?
C13 C9 C10 119.9(3) . . ?
C8 C9 C10 114.8(2) . . ?
C9 C10 C11 111.0(2) . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
O3 C11 C14 110.3(2) . . ?
O3 C11 C12 107.1(2) . . ?
C14 C11 C12 108.1(2) . . ?
O3 C11 C10 110.1(2) . . ?
C14 C11 C10 111.8(2) . . ?
C12 C11 C10 109.3(2) . . ?
N C12 C11 109.3(2) . . ?
N C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
N C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
C9 C13 I 125.0(2) . . ?
C9 C13 H13A 117.5 . . ?
I C13 H13A 117.5 . . ?
C15 C14 C19 118.1(3) . . ?
C15 C14 C11 121.3(3) . . ?
C19 C14 C11 120.5(2) . . ?
C16 C15 C14 120.6(3) . . ?
C16 C15 H15A 119.7 . . ?
C14 C15 H15A 119.7 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 H16A 119.7 . . ?
C15 C16 H16A 119.7 . . ?
C18 C17 C16 119.4(3) . . ?
C18 C17 H17A 120.3 . . ?
C16 C17 H17A 120.3 . . ?
C17 C18 C19 120.4(3) . . ?
C17 C18 H18A 119.8 . . ?
C19 C18 H18A 119.8 . . ?
C18 C19 C14 120.8(3) . . ?
C18 C19 H19A 119.6 . . ?
C14 C19 H19A 119.6 . . ?

_refine_diff_density_max         0.544
_refine_diff_density_min         -0.909
_refine_diff_density_rms         0.088

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_h-m   P-1
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

