# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_mo_d8v19463_0m
_audit_block_doi                 10.5517/ccdc.csd.cc22c7g5
_database_code_depnum_ccdc_archive 'CCDC 1917426'
loop_
_audit_author_name
_audit_author_address
'yang zhao'
;Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian
China
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H29 N O2 S'
_chemical_formula_weight         443.58

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

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.4165(3)
_cell_length_b                   8.3193(3)
_cell_length_c                   13.3395(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.0540(10)
_cell_angle_gamma                90
_cell_volume                     1149.53(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6091
_cell_measurement_theta_min      5.239
_cell_measurement_theta_max      52.671

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.166
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6813
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17571
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.619
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4512
_reflns_number_gt                3827
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.998

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0424P)²+0.1555P] 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     SHELXL
_refine_ls_extinction_coef       0.020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1476 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.05(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4512
_refine_ls_number_parameters     291
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.0986
_refine_ls_wR_factor_gt          0.0898
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001

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 0.74776(7) 0.58814(11) 0.29244(6) 0.0442(2) Uani 1 1 d . . . . .
O1 O 0.6816(3) 0.7384(3) 0.2908(2) 0.0594(8) Uani 1 1 d . . . . .
O2 O 0.8459(2) 0.5640(4) 0.22743(18) 0.0638(8) Uani 1 1 d . . . . .
N1 N 0.6392(2) 0.4500(4) 0.2660(2) 0.0411(7) Uani 1 1 d . . . . .
C1 C 0.3366(4) 0.7306(5) 0.3081(3) 0.0704(13) Uani 1 1 d . . . . .
H1A H 0.4120 0.7306 0.3575 0.084 Uiso 1 1 calc R U . . .
H1B H 0.2654 0.7758 0.3401 0.084 Uiso 1 1 calc R U . . .
C2 C 0.3640(5) 0.8405(5) 0.2183(4) 0.0757(15) Uani 1 1 d . . . . .
H2A H 0.3124 0.9373 0.2200 0.091 Uiso 1 1 calc R U . . .
H2B H 0.4541 0.8721 0.2268 0.091 Uiso 1 1 calc R U . . .
C3 C 0.3351(4) 0.7623(5) 0.1172(3) 0.0563(10) Uani 1 1 d . . . . .
C4 C 0.2120(4) 0.7571(5) 0.0653(3) 0.0614(11) Uani 1 1 d . . . . .
H4 H 0.1532 0.8384 0.0751 0.074 Uiso 1 1 calc R U . . .
C5 C 0.1761(4) 0.6345(5) 0.0001(3) 0.0561(10) Uani 1 1 d . . . . .
H5 H 0.0928 0.6329 -0.0327 0.067 Uiso 1 1 calc R U . . .
C6 C 0.2609(4) 0.5130(5) -0.0181(3) 0.0559(10) Uani 1 1 d . . . . .
C7 C 0.3906(4) 0.5391(5) 0.0149(3) 0.0576(11) Uani 1 1 d . . . . .
H7 H 0.4535 0.4737 -0.0084 0.069 Uiso 1 1 calc R U . . .
C8 C 0.4261(4) 0.6615(5) 0.0818(3) 0.0548(10) Uani 1 1 d . . . . .
H8 H 0.5130 0.6767 0.1036 0.066 Uiso 1 1 calc R U . . .
C9 C 0.2138(5) 0.3475(6) -0.0487(3) 0.0773(14) Uani 1 1 d . . . . .
H9A H 0.2631 0.3076 -0.1012 0.093 Uiso 1 1 calc R U . . .
H9B H 0.1240 0.3541 -0.0765 0.093 Uiso 1 1 calc R U . . .
C10 C 0.2257(4) 0.2265(5) 0.0406(3) 0.0689(13) Uani 1 1 d . . . . .
H10A H 0.1490 0.1597 0.0363 0.083 Uiso 1 1 calc R U . . .
H10B H 0.2992 0.1568 0.0348 0.083 Uiso 1 1 calc R U . . .
C11 C 0.2421(3) 0.3082(4) 0.1420(3) 0.0493(9) Uani 1 1 d . . . . .
C12 C 0.3638(3) 0.3166(4) 0.1982(3) 0.0435(8) Uani 1 1 d . . . . .
H12 H 0.4246 0.2376 0.1891 0.052 Uiso 1 1 calc R U . . .
C13 C 0.3961(3) 0.4391(4) 0.2671(2) 0.0389(8) Uani 1 1 d . . . . .
C14 C 0.3043(3) 0.5601(5) 0.2784(2) 0.0496(9) Uani 1 1 d . . . . .
C15 C 0.1768(3) 0.5264(5) 0.2408(3) 0.0583(11) Uani 1 1 d . . . . .
H15 H 0.1107 0.5893 0.2615 0.070 Uiso 1 1 calc R U . . .
C16 C 0.1464(3) 0.4024(5) 0.1738(3) 0.0546(10) Uani 1 1 d . . . . .
H16 H 0.0606 0.3827 0.1502 0.066 Uiso 1 1 calc R U . . .
C17 C 0.5281(3) 0.4481(4) 0.3277(2) 0.0399(8) Uani 1 1 d . . . . .
H17 H 0.5310 0.5494 0.3655 0.048 Uiso 1 1 calc R U . . .
C18 C 0.5484(4) 0.3120(7) 0.4055(3) 0.0728(14) Uani 1 1 d . . . . .
H18A H 0.6084 0.3476 0.4617 0.087 Uiso 1 1 calc R U . . .
H18B H 0.4668 0.2879 0.4312 0.087 Uiso 1 1 calc R U . . .
C19 C 0.6008(5) 0.1594(6) 0.3606(5) 0.0884(18) Uani 1 1 d . . . . .
H19 H 0.5919 0.0622 0.3937 0.106 Uiso 1 1 calc R U . . .
C20 C 0.6560(5) 0.1594(7) 0.2800(5) 0.0895(17) Uani 1 1 d . . . . .
H20 H 0.6843 0.0610 0.2576 0.107 Uiso 1 1 calc R U . . .
C21 C 0.6783(4) 0.2990(6) 0.2208(4) 0.0702(13) Uani 1 1 d . . . . .
H21A H 0.6310 0.2873 0.1546 0.084 Uiso 1 1 calc R U . . .
H21B H 0.7694 0.3048 0.2121 0.084 Uiso 1 1 calc R U . . .
C22 C 0.8170(3) 0.5606(4) 0.4180(2) 0.0402(8) Uani 1 1 d . . . . .
C23 C 0.7744(3) 0.6484(5) 0.4944(3) 0.0492(9) Uani 1 1 d . . . . .
H23 H 0.7078 0.7222 0.4803 0.059 Uiso 1 1 calc R U . . .
C24 C 0.8291(3) 0.6287(5) 0.5920(3) 0.0547(10) Uani 1 1 d . . . . .
H24 H 0.7983 0.6884 0.6433 0.066 Uiso 1 1 calc R U . . .
C25 C 0.9287(3) 0.5220(5) 0.6151(3) 0.0512(9) Uani 1 1 d . . . . .
C26 C 0.9702(4) 0.4349(6) 0.5371(3) 0.0712(13) Uani 1 1 d . . . . .
H26 H 1.0368 0.3614 0.5512 0.085 Uiso 1 1 calc R U . . .
C27 C 0.9168(4) 0.4525(5) 0.4389(3) 0.0645(11) Uani 1 1 d . . . . .
H27 H 0.9474 0.3926 0.3875 0.077 Uiso 1 1 calc R U . . .
C28 C 0.9912(4) 0.5038(7) 0.7221(3) 0.0764(13) Uani 1 1 d . . . . .
H28A H 1.0343 0.6020 0.7432 0.115 Uiso 1 1 calc R U . . .
H28B H 1.0529 0.4177 0.7250 0.115 Uiso 1 1 calc R U . . .
H28C H 0.9262 0.4801 0.7658 0.115 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 O2 1.423(2) . ?
S1 O1 1.426(3) . ?
S1 N1 1.625(3) . ?
S1 C22 1.767(3) . ?
N1 C21 1.469(5) . ?
N1 C17 1.489(4) . ?
C1 C14 1.502(6) . ?
C1 C2 1.558(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.499(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.385(5) . ?
C3 C4 1.393(5) . ?
C4 C5 1.366(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.393(6) . ?
C6 C9 1.504(6) . ?
C7 C8 1.379(6) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.555(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.507(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.370(5) . ?
C11 C12 1.405(5) . ?
C12 C13 1.390(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.407(5) . ?
C13 C17 1.522(4) . ?
C14 C15 1.397(5) . ?
C15 C16 1.380(6) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.536(5) . ?
C17 H17 0.9800 . ?
C18 C19 1.529(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.272(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.437(8) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.366(5) . ?
C22 C27 1.380(5) . ?
C23 C24 1.376(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.374(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.374(5) . ?
C25 C28 1.513(5) . ?
C26 C27 1.376(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
O2 S1 O1 119.45(18) . . ?
O2 S1 N1 107.23(17) . . ?
O1 S1 N1 107.01(15) . . ?
O2 S1 C22 108.15(14) . . ?
O1 S1 C22 106.02(17) . . ?
N1 S1 C22 108.62(15) . . ?
C21 N1 C17 118.9(3) . . ?
C21 N1 S1 118.5(2) . . ?
C17 N1 S1 116.8(2) . . ?
C14 C1 C2 113.9(3) . . ?
C14 C1 H1A 108.8 . . ?
C2 C1 H1A 108.8 . . ?
C14 C1 H1B 108.8 . . ?
C2 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 C1 113.7(4) . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C8 C3 C4 116.1(4) . . ?
C8 C3 C2 119.3(4) . . ?
C4 C3 C2 123.2(4) . . ?
C5 C4 C3 121.0(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 121.4(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C7 116.6(4) . . ?
C5 C6 C9 121.4(4) . . ?
C7 C6 C9 120.4(4) . . ?
C8 C7 C6 120.3(4) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C3 121.4(4) . . ?
C7 C8 H8 119.3 . . ?
C3 C8 H8 119.3 . . ?
C6 C9 C10 112.8(3) . . ?
C6 C9 H9A 109.0 . . ?
C10 C9 H9A 109.0 . . ?
C6 C9 H9B 109.0 . . ?
C10 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C11 C10 C9 112.8(3) . . ?
C11 C10 H10A 109.0 . . ?
C9 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C16 C11 C12 116.8(4) . . ?
C16 C11 C10 121.3(3) . . ?
C12 C11 C10 120.8(3) . . ?
C13 C12 C11 122.1(3) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C14 118.4(3) . . ?
C12 C13 C17 122.0(3) . . ?
C14 C13 C17 119.6(3) . . ?
C15 C14 C13 116.7(4) . . ?
C15 C14 C1 117.5(3) . . ?
C13 C14 C1 124.6(3) . . ?
C16 C15 C14 121.8(3) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C11 C16 C15 120.2(3) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
N1 C17 C13 114.7(2) . . ?
N1 C17 C18 108.8(3) . . ?
C13 C17 C18 112.0(3) . . ?
N1 C17 H17 107.0 . . ?
C13 C17 H17 107.0 . . ?
C18 C17 H17 107.0 . . ?
C19 C18 C17 112.1(4) . . ?
C19 C18 H18A 109.2 . . ?
C17 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C17 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C18 122.9(5) . . ?
C20 C19 H19 118.6 . . ?
C18 C19 H19 118.6 . . ?
C19 C20 C21 125.3(5) . . ?
C19 C20 H20 117.3 . . ?
C21 C20 H20 117.3 . . ?
C20 C21 N1 113.5(4) . . ?
C20 C21 H21A 108.9 . . ?
N1 C21 H21A 108.9 . . ?
C20 C21 H21B 108.9 . . ?
N1 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C23 C22 C27 119.7(3) . . ?
C23 C22 S1 120.3(3) . . ?
C27 C22 S1 120.0(3) . . ?
C22 C23 C24 120.5(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 121.1(3) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 117.4(3) . . ?
C24 C25 C28 121.0(4) . . ?
C26 C25 C28 121.5(4) . . ?
C25 C26 C27 122.5(4) . . ?
C25 C26 H26 118.7 . . ?
C27 C26 H26 118.7 . . ?
C26 C27 C22 118.8(4) . . ?
C26 C27 H27 120.6 . . ?
C22 C27 H27 120.6 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N1 C21 25.1(3) . . . . ?
O1 S1 N1 C21 154.4(3) . . . . ?
C22 S1 N1 C21 -91.5(3) . . . . ?
O2 S1 N1 C17 178.0(2) . . . . ?
O1 S1 N1 C17 -52.7(3) . . . . ?
C22 S1 N1 C17 61.3(3) . . . . ?
C14 C1 C2 C3 8.1(5) . . . . ?
C1 C2 C3 C8 -82.6(5) . . . . ?
C1 C2 C3 C4 83.3(5) . . . . ?
C8 C3 C4 C5 15.0(6) . . . . ?
C2 C3 C4 C5 -151.4(4) . . . . ?
C3 C4 C5 C6 -1.1(6) . . . . ?
C4 C5 C6 C7 -13.7(5) . . . . ?
C4 C5 C6 C9 152.2(4) . . . . ?
C5 C6 C7 C8 14.5(5) . . . . ?
C9 C6 C7 C8 -151.5(4) . . . . ?
C6 C7 C8 C3 -0.7(5) . . . . ?
C4 C3 C8 C7 -14.0(5) . . . . ?
C2 C3 C8 C7 152.9(4) . . . . ?
C5 C6 C9 C10 -100.2(4) . . . . ?
C7 C6 C9 C10 65.2(5) . . . . ?
C6 C9 C10 C11 17.7(6) . . . . ?
C9 C10 C11 C16 64.7(5) . . . . ?
C9 C10 C11 C12 -102.7(4) . . . . ?
C16 C11 C12 C13 -14.9(5) . . . . ?
C10 C11 C12 C13 153.1(4) . . . . ?
C11 C12 C13 C14 -1.6(5) . . . . ?
C11 C12 C13 C17 -179.8(3) . . . . ?
C12 C13 C14 C15 16.8(5) . . . . ?
C17 C13 C14 C15 -164.9(3) . . . . ?
C12 C13 C14 C1 -150.4(4) . . . . ?
C17 C13 C14 C1 27.9(5) . . . . ?
C2 C1 C14 C15 -82.8(5) . . . . ?
C2 C1 C14 C13 84.3(4) . . . . ?
C13 C14 C15 C16 -16.4(5) . . . . ?
C1 C14 C15 C16 151.7(4) . . . . ?
C12 C11 C16 C15 15.6(5) . . . . ?
C10 C11 C16 C15 -152.3(4) . . . . ?
C14 C15 C16 C11 -0.2(6) . . . . ?
C21 N1 C17 C13 -76.3(4) . . . . ?
S1 N1 C17 C13 130.9(3) . . . . ?
C21 N1 C17 C18 50.0(4) . . . . ?
S1 N1 C17 C18 -102.8(3) . . . . ?
C12 C13 C17 N1 55.9(4) . . . . ?
C14 C13 C17 N1 -122.3(3) . . . . ?
C12 C13 C17 C18 -68.7(4) . . . . ?
C14 C13 C17 C18 113.1(4) . . . . ?
N1 C17 C18 C19 -41.2(4) . . . . ?
C13 C17 C18 C19 86.6(4) . . . . ?
C17 C18 C19 C20 19.3(6) . . . . ?
C18 C19 C20 C21 0.6(8) . . . . ?
C19 C20 C21 N1 4.3(7) . . . . ?
C17 N1 C21 C20 -31.6(5) . . . . ?
S1 N1 C21 C20 120.7(3) . . . . ?
O2 S1 C22 C23 146.6(3) . . . . ?
O1 S1 C22 C23 17.3(3) . . . . ?
N1 S1 C22 C23 -97.4(3) . . . . ?
O2 S1 C22 C27 -32.0(4) . . . . ?
O1 S1 C22 C27 -161.2(3) . . . . ?
N1 S1 C22 C27 84.1(3) . . . . ?
C27 C22 C23 C24 -0.7(6) . . . . ?
S1 C22 C23 C24 -179.2(3) . . . . ?
C22 C23 C24 C25 0.8(6) . . . . ?
C23 C24 C25 C26 -0.7(6) . . . . ?
C23 C24 C25 C28 178.3(4) . . . . ?
C24 C25 C26 C27 0.7(7) . . . . ?
C28 C25 C26 C27 -178.4(4) . . . . ?
C25 C26 C27 C22 -0.6(7) . . . . ?
C23 C22 C27 C26 0.6(6) . . . . ?
S1 C22 C27 C26 179.1(3) . . . . ?

_refine_diff_density_max         0.218
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.033

_shelxl_version_number           2013-4



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

data_mo_d8v19330_0m
_database_code_depnum_ccdc_archive 'CCDC 1910494'
loop_
_audit_author_name
_audit_author_address
'yang zhao'
;Dalian Institute of Chemical Physics
China
;
_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H35 N O2 S'
_chemical_formula_weight         521.69

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   11.0036(3)
_cell_length_b                   12.9219(3)
_cell_length_c                   19.3920(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2757.30(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    8544
_cell_measurement_theta_min      4.862
_cell_measurement_theta_max      54.952

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.149
_shelx_estimated_absorpt_T_min   0.971
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6639
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13948
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.431
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5389
_reflns_number_gt                5027
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.774
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.995

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0380P)²+0.4698P] 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     SHELXL
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2051 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.03(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5389
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0330
_refine_ls_wR_factor_ref         0.0814
_refine_ls_wR_factor_gt          0.0786
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.007
_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 0.44485(5) 0.23350(4) 0.28122(3) 0.02672(16) Uani 1 1 d . . . . .
O1 O 0.42475(16) 0.31524(14) 0.32987(9) 0.0357(4) Uani 1 1 d . . . . .
O2 O 0.48044(16) 0.13292(13) 0.30473(9) 0.0379(5) Uani 1 1 d . . . . .
N1 N 0.31941(16) 0.21900(14) 0.23786(10) 0.0244(4) Uani 1 1 d . . . . .
C1 C 0.1661(2) 0.3560(2) 0.43612(12) 0.0320(6) Uani 1 1 d . . . . .
H1 H 0.2358 0.3189 0.4511 0.038 Uiso 1 1 calc R U . . .
C2 C 0.1779(2) 0.43311(18) 0.38651(13) 0.0300(5) Uani 1 1 d . . . . .
H2 H 0.2559 0.4485 0.3682 0.036 Uiso 1 1 calc R U . . .
C3 C 0.0773(2) 0.48792(18) 0.36344(12) 0.0308(5) Uani 1 1 d . . . . .
C4 C -0.0290(2) 0.47985(19) 0.40230(13) 0.0358(6) Uani 1 1 d . . . . .
H4 H -0.0940 0.5269 0.3946 0.043 Uiso 1 1 calc R U . . .
C5 C -0.0403(2) 0.4035(2) 0.45217(13) 0.0355(6) Uani 1 1 d . . . . .
H5 H -0.1127 0.3994 0.4787 0.043 Uiso 1 1 calc R U . . .
C6 C 0.0525(3) 0.33285(19) 0.46392(12) 0.0322(6) Uani 1 1 d . . . . .
C7 C 0.0253(3) 0.2251(2) 0.49128(12) 0.0378(6) Uani 1 1 d . . . . .
H7A H -0.0547 0.2255 0.5146 0.045 Uiso 1 1 calc R U . . .
H7B H 0.0877 0.2059 0.5258 0.045 Uiso 1 1 calc R U . . .
C8 C 0.0240(2) 0.14195(19) 0.43166(12) 0.0342(6) Uani 1 1 d . . . . .
H8A H 0.1017 0.1033 0.4324 0.041 Uiso 1 1 calc R U . . .
H8B H -0.0424 0.0920 0.4404 0.041 Uiso 1 1 calc R U . . .
C9 C 0.0067(2) 0.18917(17) 0.36087(12) 0.0262(5) Uani 1 1 d . . . . .
C10 C 0.1081(2) 0.20557(16) 0.31925(12) 0.0241(5) Uani 1 1 d . . . . .
H10 H 0.1776 0.1630 0.3259 0.029 Uiso 1 1 calc R U . . .
C11 C 0.11226(19) 0.28160(16) 0.26834(11) 0.0220(5) Uani 1 1 d . . . . .
C12 C 0.0101(2) 0.34625(17) 0.26104(11) 0.0241(5) Uani 1 1 d . . . . .
C13 C -0.0971(2) 0.31374(18) 0.29180(12) 0.0263(5) Uani 1 1 d . . . . .
H13 H -0.1706 0.3470 0.2788 0.032 Uiso 1 1 calc R U . . .
C14 C -0.1028(2) 0.23473(19) 0.34089(12) 0.0268(5) Uani 1 1 d . . . . .
C15 C -0.2208(2) 0.2119(2) 0.37623(14) 0.0428(7) Uani 1 1 d . . . . .
H15A H -0.2843 0.2573 0.3578 0.064 Uiso 1 1 calc R U . . .
H15B H -0.2121 0.2239 0.4259 0.064 Uiso 1 1 calc R U . . .
H15C H -0.2433 0.1395 0.3681 0.064 Uiso 1 1 calc R U . . .
C16 C 0.0158(2) 0.45785(17) 0.23668(12) 0.0288(5) Uani 1 1 d . . . . .
H16A H -0.0677 0.4827 0.2273 0.035 Uiso 1 1 calc R U . . .
H16B H 0.0620 0.4610 0.1929 0.035 Uiso 1 1 calc R U . . .
C17 C 0.0778(2) 0.53205(17) 0.29110(13) 0.0347(6) Uani 1 1 d . . . . .
H17A H 0.1628 0.5452 0.2769 0.042 Uiso 1 1 calc R U . . .
H17B H 0.0345 0.5992 0.2912 0.042 Uiso 1 1 calc R U . . .
C18 C 0.2307(2) 0.30470(17) 0.22993(12) 0.0242(5) Uani 1 1 d . . . . .
H18 H 0.2675 0.3670 0.2523 0.029 Uiso 1 1 calc R U . . .
C19 C 0.2137(2) 0.33093(18) 0.15374(12) 0.0280(5) Uani 1 1 d . . . . .
C20 C 0.2861(3) 0.4076(2) 0.12432(15) 0.0390(6) Uani 1 1 d . . . . .
H20 H 0.3433 0.4435 0.1521 0.047 Uiso 1 1 calc R U . . .
C21 C 0.2756(3) 0.4322(3) 0.05506(16) 0.0512(8) Uani 1 1 d . . . . .
H21 H 0.3259 0.4843 0.0355 0.061 Uiso 1 1 calc R U . . .
C22 C 0.1926(3) 0.3813(3) 0.01488(16) 0.0543(9) Uani 1 1 d . . . . .
H22 H 0.1848 0.3988 -0.0325 0.065 Uiso 1 1 calc R U . . .
C23 C 0.1204(3) 0.3050(2) 0.04263(14) 0.0457(7) Uani 1 1 d . . . . .
H23 H 0.0642 0.2690 0.0142 0.055 Uiso 1 1 calc R U . . .
C24 C 0.1299(2) 0.2806(2) 0.11268(13) 0.0341(6) Uani 1 1 d . . . . .
H24 H 0.0785 0.2292 0.1321 0.041 Uiso 1 1 calc R U . . .
C25 C 0.2989(2) 0.12139(17) 0.20035(12) 0.0277(5) Uani 1 1 d . . . . .
H25A H 0.2106 0.1138 0.1919 0.033 Uiso 1 1 calc R U . . .
H25B H 0.3244 0.0633 0.2303 0.033 Uiso 1 1 calc R U . . .
C26 C 0.3641(2) 0.1119(2) 0.13254(13) 0.0343(6) Uani 1 1 d . . . . .
H26 H 0.3679 0.1711 0.1036 0.041 Uiso 1 1 calc R U . . .
C27 C 0.4159(3) 0.0264(2) 0.11114(16) 0.0487(8) Uani 1 1 d . . . . .
H27A H 0.4135 -0.0340 0.1390 0.058 Uiso 1 1 calc R U . . .
H27B H 0.4560 0.0248 0.0677 0.058 Uiso 1 1 calc R U . . .
C28 C 0.55765(19) 0.27666(17) 0.22354(12) 0.0259(5) Uani 1 1 d . . . . .
C29 C 0.6380(2) 0.20607(19) 0.19423(13) 0.0312(6) Uani 1 1 d . . . . .
H29 H 0.6355 0.1352 0.2073 0.037 Uiso 1 1 calc R U . . .
C30 C 0.7213(2) 0.2399(2) 0.14604(14) 0.0350(6) Uani 1 1 d . . . . .
H30 H 0.7781 0.1922 0.1273 0.042 Uiso 1 1 calc R U . . .
C31 C 0.7235(2) 0.3422(2) 0.12457(13) 0.0335(6) Uani 1 1 d . . . . .
C32 C 0.6445(2) 0.4119(2) 0.15524(14) 0.0349(6) Uani 1 1 d . . . . .
H32 H 0.6464 0.4825 0.1417 0.042 Uiso 1 1 calc R U . . .
C33 C 0.5632(2) 0.38027(18) 0.20527(13) 0.0305(5) Uani 1 1 d . . . . .
H33 H 0.5114 0.4292 0.2270 0.037 Uiso 1 1 calc R U . . .
C34 C 0.8105(3) 0.3771(3) 0.06904(17) 0.0530(8) Uani 1 1 d . . . . .
H34A H 0.7727 0.4323 0.0418 0.080 Uiso 1 1 calc R U . . .
H34B H 0.8301 0.3186 0.0389 0.080 Uiso 1 1 calc R U . . .
H34C H 0.8852 0.4033 0.0904 0.080 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 O2 1.4320(17) . ?
S1 O1 1.4333(18) . ?
S1 N1 1.6270(19) . ?
S1 C28 1.762(2) . ?
N1 C25 1.473(3) . ?
N1 C18 1.484(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.393(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.389(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(4) . ?
C3 C17 1.514(3) . ?
C4 C5 1.388(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.519(3) . ?
C7 C8 1.578(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.514(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.394(3) . ?
C9 C14 1.396(3) . ?
C10 C11 1.394(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.408(3) . ?
C11 C18 1.531(3) . ?
C12 C13 1.387(3) . ?
C12 C16 1.519(3) . ?
C13 C14 1.397(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.497(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.580(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.528(3) . ?
C18 H18 1.0000 . ?
C19 C24 1.381(4) . ?
C19 C20 1.394(4) . ?
C20 C21 1.385(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.369(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.375(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.399(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.503(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.312(4) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9500 . ?
C27 H27B 0.9500 . ?
C28 C33 1.386(3) . ?
C28 C29 1.392(3) . ?
C29 C30 1.380(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.386(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.386(4) . ?
C31 C34 1.510(4) . ?
C32 C33 1.382(3) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O1 120.10(11) . . ?
O2 S1 N1 106.98(10) . . ?
O1 S1 N1 107.10(10) . . ?
O2 S1 C28 107.26(11) . . ?
O1 S1 C28 107.06(10) . . ?
N1 S1 C28 107.83(10) . . ?
C25 N1 C18 119.13(17) . . ?
C25 N1 S1 118.94(15) . . ?
C18 N1 S1 121.69(15) . . ?
C2 C1 C6 120.4(2) . . ?
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 117.2(2) . . ?
C2 C3 C17 119.2(2) . . ?
C4 C3 C17 122.1(2) . . ?
C5 C4 C3 120.3(2) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.1(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 117.1(2) . . ?
C5 C6 C7 121.0(2) . . ?
C1 C6 C7 120.5(2) . . ?
C6 C7 C8 111.71(19) . . ?
C6 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
C9 C8 C7 113.00(19) . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C14 117.8(2) . . ?
C10 C9 C8 119.0(2) . . ?
C14 C9 C8 122.0(2) . . ?
C9 C10 C11 122.9(2) . . ?
C9 C10 H10 118.5 . . ?
C11 C10 H10 118.5 . . ?
C10 C11 C12 117.6(2) . . ?
C10 C11 C18 120.65(19) . . ?
C12 C11 C18 121.03(19) . . ?
C13 C12 C11 117.1(2) . . ?
C13 C12 C16 117.2(2) . . ?
C11 C12 C16 124.2(2) . . ?
C12 C13 C14 123.5(2) . . ?
C12 C13 H13 118.2 . . ?
C14 C13 H13 118.2 . . ?
C9 C14 C13 117.3(2) . . ?
C9 C14 C15 122.6(2) . . ?
C13 C14 C15 119.6(2) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 C17 112.72(19) . . ?
C12 C16 H16A 109.0 . . ?
C17 C16 H16A 109.0 . . ?
C12 C16 H16B 109.0 . . ?
C17 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C3 C17 C16 112.87(19) . . ?
C3 C17 H17A 109.0 . . ?
C16 C17 H17A 109.0 . . ?
C3 C17 H17B 109.0 . . ?
C16 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
N1 C18 C19 110.28(18) . . ?
N1 C18 C11 111.35(17) . . ?
C19 C18 C11 114.16(19) . . ?
N1 C18 H18 106.9 . . ?
C19 C18 H18 106.9 . . ?
C11 C18 H18 106.9 . . ?
C24 C19 C20 118.7(2) . . ?
C24 C19 C18 122.3(2) . . ?
C20 C19 C18 118.9(2) . . ?
C21 C20 C19 120.8(3) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.5(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C24 120.0(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 120.2(3) . . ?
C19 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
N1 C25 C26 115.37(19) . . ?
N1 C25 H25A 108.4 . . ?
C26 C25 H25A 108.4 . . ?
N1 C25 H25B 108.4 . . ?
C26 C25 H25B 108.4 . . ?
H25A C25 H25B 107.5 . . ?
C27 C26 C25 123.6(3) . . ?
C27 C26 H26 118.2 . . ?
C25 C26 H26 118.2 . . ?
C26 C27 H27A 120.0 . . ?
C26 C27 H27B 120.0 . . ?
H27A C27 H27B 120.0 . . ?
C33 C28 C29 120.0(2) . . ?
C33 C28 S1 119.94(18) . . ?
C29 C28 S1 119.97(18) . . ?
C30 C29 C28 119.4(2) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C29 C30 C31 121.1(2) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 H30 119.5 . . ?
C32 C31 C30 118.7(2) . . ?
C32 C31 C34 120.6(3) . . ?
C30 C31 C34 120.7(3) . . ?
C33 C32 C31 121.0(2) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C32 C33 C28 119.6(2) . . ?
C32 C33 H33 120.2 . . ?
C28 C33 H33 120.2 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 S1 N1 C25 -30.78(19) . . . . ?
O1 S1 N1 C25 -160.76(17) . . . . ?
C28 S1 N1 C25 84.32(18) . . . . ?
O2 S1 N1 C18 154.88(17) . . . . ?
O1 S1 N1 C18 24.89(19) . . . . ?
C28 S1 N1 C18 -90.03(18) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C1 C2 C3 C4 14.3(3) . . . . ?
C1 C2 C3 C17 -151.8(2) . . . . ?
C2 C3 C4 C5 -13.7(4) . . . . ?
C17 C3 C4 C5 152.0(2) . . . . ?
C3 C4 C5 C6 -0.9(4) . . . . ?
C4 C5 C6 C1 14.7(4) . . . . ?
C4 C5 C6 C7 -151.8(2) . . . . ?
C2 C1 C6 C5 -14.1(4) . . . . ?
C2 C1 C6 C7 152.5(2) . . . . ?
C5 C6 C7 C8 99.4(3) . . . . ?
C1 C6 C7 C8 -66.7(3) . . . . ?
C6 C7 C8 C9 -19.7(3) . . . . ?
C7 C8 C9 C10 98.8(3) . . . . ?
C7 C8 C9 C14 -68.7(3) . . . . ?
C14 C9 C10 C11 14.3(3) . . . . ?
C8 C9 C10 C11 -153.8(2) . . . . ?
C9 C10 C11 C12 2.3(3) . . . . ?
C9 C10 C11 C18 172.8(2) . . . . ?
C10 C11 C12 C13 -16.1(3) . . . . ?
C18 C11 C12 C13 173.4(2) . . . . ?
C10 C11 C12 C16 149.3(2) . . . . ?
C18 C11 C12 C16 -21.1(3) . . . . ?
C11 C12 C13 C14 14.4(3) . . . . ?
C16 C12 C13 C14 -152.1(2) . . . . ?
C10 C9 C14 C13 -16.0(3) . . . . ?
C8 C9 C14 C13 151.7(2) . . . . ?
C10 C9 C14 C15 172.1(2) . . . . ?
C8 C9 C14 C15 -20.2(4) . . . . ?
C12 C13 C14 C9 2.0(3) . . . . ?
C12 C13 C14 C15 174.1(2) . . . . ?
C13 C12 C16 C17 96.1(2) . . . . ?
C11 C12 C16 C17 -69.4(3) . . . . ?
C2 C3 C17 C16 94.3(3) . . . . ?
C4 C3 C17 C16 -71.1(3) . . . . ?
C12 C16 C17 C3 -20.6(3) . . . . ?
C25 N1 C18 C19 -54.6(2) . . . . ?
S1 N1 C18 C19 119.78(19) . . . . ?
C25 N1 C18 C11 73.2(2) . . . . ?
S1 N1 C18 C11 -112.42(18) . . . . ?
C10 C11 C18 N1 17.6(3) . . . . ?
C12 C11 C18 N1 -172.19(18) . . . . ?
C10 C11 C18 C19 143.3(2) . . . . ?
C12 C11 C18 C19 -46.5(3) . . . . ?
N1 C18 C19 C24 87.2(3) . . . . ?
C11 C18 C19 C24 -39.0(3) . . . . ?
N1 C18 C19 C20 -92.1(3) . . . . ?
C11 C18 C19 C20 141.7(2) . . . . ?
C24 C19 C20 C21 -0.9(4) . . . . ?
C18 C19 C20 C21 178.5(2) . . . . ?
C19 C20 C21 C22 0.5(4) . . . . ?
C20 C21 C22 C23 -0.8(5) . . . . ?
C21 C22 C23 C24 1.3(4) . . . . ?
C20 C19 C24 C23 1.4(4) . . . . ?
C18 C19 C24 C23 -177.9(2) . . . . ?
C22 C23 C24 C19 -1.7(4) . . . . ?
C18 N1 C25 C26 95.5(2) . . . . ?
S1 N1 C25 C26 -79.0(2) . . . . ?
N1 C25 C26 C27 139.7(3) . . . . ?
O2 S1 C28 C33 -164.61(19) . . . . ?
O1 S1 C28 C33 -34.5(2) . . . . ?
N1 S1 C28 C33 80.5(2) . . . . ?
O2 S1 C28 C29 18.0(2) . . . . ?
O1 S1 C28 C29 148.12(19) . . . . ?
N1 S1 C28 C29 -96.9(2) . . . . ?
C33 C28 C29 C30 -1.2(4) . . . . ?
S1 C28 C29 C30 176.19(19) . . . . ?
C28 C29 C30 C31 -2.3(4) . . . . ?
C29 C30 C31 C32 3.5(4) . . . . ?
C29 C30 C31 C34 -176.7(2) . . . . ?
C30 C31 C32 C33 -1.3(4) . . . . ?
C34 C31 C32 C33 178.9(3) . . . . ?
C31 C32 C33 C28 -2.1(4) . . . . ?
C29 C28 C33 C32 3.4(4) . . . . ?
S1 C28 C33 C32 -174.04(19) . . . . ?

_refine_diff_density_max         0.227
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.032

_shelxl_version_number           2013-4



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

data_d8v19070
_audit_block_doi                 10.5517/ccdc.csd.cc21hpw4
_database_code_depnum_ccdc_archive 'CCDC 1891926'
loop_
_audit_author_name
_audit_author_address
'yang zhao'
;Dalian Institute of Chemical Physics,Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-01-19 deposited with the CCDC.	2019-10-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H33 N O2 S'
_chemical_formula_weight         507.66

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   10.873(6)
_cell_length_b                   13.064(6)
_cell_length_c                   19.423(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2759(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9092
_cell_measurement_theta_min      4.874
_cell_measurement_theta_max      51.554

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.147
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5394
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41862
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_av_R_equivalents  0.0677
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.437
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5403
_reflns_number_gt                4657
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.774
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0429P)²+0.4000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.027(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1850 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.01(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5403
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0956
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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 0.44962(6) 0.76776(5) 0.71632(3) 0.04644(19) Uani 1 1 d . . . . .
O1 O 0.4308(2) 0.68616(17) 0.66797(9) 0.0604(6) Uani 1 1 d . . . . .
O2 O 0.4886(2) 0.86661(16) 0.69246(11) 0.0667(6) Uani 1 1 d . . . . .
N1 N 0.3203(2) 0.78398(15) 0.75721(10) 0.0414(5) Uani 1 1 d . . . . .
C1 C 0.1128(3) 0.79825(18) 0.67037(13) 0.0461(7) Uani 1 1 d . . . . .
H1 H 0.1839 0.8366 0.6639 0.055 Uiso 1 1 calc R U . . .
C2 C 0.1097(2) 0.72541(18) 0.72361(12) 0.0393(5) Uani 1 1 d . . . . .
C3 C 0.0024(3) 0.6659(2) 0.73108(13) 0.0467(6) Uani 1 1 d . . . . .
C4 C -0.1033(3) 0.7008(2) 0.69774(15) 0.0593(8) Uani 1 1 d . . . . .
H4 H -0.1790 0.6733 0.7101 0.071 Uiso 1 1 calc R U . . .
C5 C -0.0996(3) 0.7749(3) 0.64700(17) 0.0652(9) Uani 1 1 d . . . . .
H5 H -0.1719 0.7977 0.6265 0.078 Uiso 1 1 calc R U . . .
C6 C 0.0127(3) 0.8149(2) 0.62690(15) 0.0574(8) Uani 1 1 d . . . . .
C7 C 0.0328(4) 0.8557(3) 0.55418(17) 0.0801(12) Uani 1 1 d . . . . .
H7A H 0.1036 0.9010 0.5544 0.096 Uiso 1 1 calc R U . . .
H7B H -0.0383 0.8959 0.5408 0.096 Uiso 1 1 calc R U . . .
C8 C 0.0541(4) 0.7702(3) 0.49926(16) 0.0831(11) Uani 1 1 d . . . . .
H8A H -0.0155 0.7689 0.4680 0.100 Uiso 1 1 calc R U . . .
H8B H 0.1267 0.7869 0.4726 0.100 Uiso 1 1 calc R U . . .
C9 C 0.0702(4) 0.6646(2) 0.53039(14) 0.0626(9) Uani 1 1 d . . . . .
C10 C -0.0307(3) 0.6017(3) 0.54290(16) 0.0671(9) Uani 1 1 d . . . . .
H10 H -0.1008 0.6086 0.5158 0.081 Uiso 1 1 calc R U . . .
C11 C -0.0291(3) 0.5290(2) 0.59486(16) 0.0643(9) Uani 1 1 d . . . . .
H11 H -0.0979 0.4883 0.6025 0.077 Uiso 1 1 calc R U . . .
C12 C 0.0754(3) 0.5165(2) 0.63577(15) 0.0545(8) Uani 1 1 d . . . . .
C13 C 0.1838(3) 0.5623(2) 0.61238(14) 0.0543(7) Uani 1 1 d . . . . .
H13 H 0.2588 0.5433 0.6316 0.065 Uiso 1 1 calc R U . . .
C14 C 0.1809(3) 0.6355(2) 0.56084(14) 0.0592(8) Uani 1 1 d . . . . .
H14 H 0.2539 0.6657 0.5463 0.071 Uiso 1 1 calc R U . . .
C15 C 0.0679(3) 0.4785(2) 0.70956(16) 0.0625(8) Uani 1 1 d . . . . .
H15A H 0.1504 0.4661 0.7266 0.075 Uiso 1 1 calc R U . . .
H15B H 0.0238 0.4140 0.7105 0.075 Uiso 1 1 calc R U . . .
C16 C 0.0014(3) 0.5568(2) 0.75856(15) 0.0573(8) Uani 1 1 d . . . . .
H16A H -0.0832 0.5352 0.7650 0.069 Uiso 1 1 calc R U . . .
H16B H 0.0414 0.5557 0.8032 0.069 Uiso 1 1 calc R U . . .
C17 C 0.2274(2) 0.70098(18) 0.76350(12) 0.0413(6) Uani 1 1 d . . . . .
H17 H 0.2634 0.6404 0.7416 0.050 Uiso 1 1 calc R U . . .
C18 C 0.2074(3) 0.6730(2) 0.83960(14) 0.0511(7) Uani 1 1 d . . . . .
C19 C 0.2736(4) 0.5916(3) 0.8671(2) 0.0783(11) Uani 1 1 d . . . . .
H19 H 0.3259 0.5538 0.8391 0.094 Uiso 1 1 calc R U . . .
C20 C 0.2620(5) 0.5664(4) 0.9365(3) 0.1146(19) Uani 1 1 d . . . . .
H20 H 0.3072 0.5123 0.9545 0.138 Uiso 1 1 calc R U . . .
C21 C 0.1860(6) 0.6198(5) 0.9777(2) 0.116(2) Uani 1 1 d . . . . .
H21 H 0.1785 0.6019 1.0238 0.139 Uiso 1 1 calc R U . . .
C22 C 0.1189(5) 0.7009(4) 0.95183(18) 0.0927(14) Uani 1 1 d . . . . .
H22 H 0.0678 0.7386 0.9807 0.111 Uiso 1 1 calc R U . . .
C23 C 0.1285(3) 0.7261(3) 0.88147(13) 0.0638(9) Uani 1 1 d . . . . .
H23 H 0.0811 0.7790 0.8634 0.077 Uiso 1 1 calc R U . . .
C24 C 0.2999(3) 0.88107(18) 0.79485(13) 0.0458(6) Uani 1 1 d . . . . .
H24A H 0.2122 0.8891 0.8025 0.055 Uiso 1 1 calc R U . . .
H24B H 0.3265 0.9372 0.7658 0.055 Uiso 1 1 calc R U . . .
C25 C 0.3645(3) 0.8898(2) 0.86314(14) 0.0551(7) Uani 1 1 d . . . . .
H25 H 0.3692 0.8317 0.8907 0.066 Uiso 1 1 calc R U . . .
C26 C 0.4142(4) 0.9737(3) 0.8860(2) 0.0785(12) Uani 1 1 d . . . . .
C27 C 0.5598(2) 0.72522(19) 0.77684(13) 0.0444(6) Uani 1 1 d . . . . .
C28 C 0.5613(3) 0.6234(2) 0.79653(14) 0.0516(7) Uani 1 1 d . . . . .
H28 H 0.5094 0.5767 0.7751 0.062 Uiso 1 1 calc R U . . .
C29 C 0.6398(3) 0.5913(2) 0.84803(16) 0.0578(8) Uani 1 1 d . . . . .
H29 H 0.6385 0.5232 0.8619 0.069 Uiso 1 1 calc R U . . .
C30 C 0.7203(3) 0.6584(3) 0.87933(16) 0.0603(8) Uani 1 1 d . . . . .
C31 C 0.7228(3) 0.7593(3) 0.85654(17) 0.0647(8) Uani 1 1 d . . . . .
H31 H 0.7794 0.8048 0.8754 0.078 Uiso 1 1 calc R U . . .
C32 C 0.6420(3) 0.7932(2) 0.80607(15) 0.0559(7) Uani 1 1 d . . . . .
H32 H 0.6432 0.8612 0.7920 0.067 Uiso 1 1 calc R U . . .
C33 C 0.8046(4) 0.6234(3) 0.9367(2) 0.0949(14) Uani 1 1 d . . . . .
H33A H 0.7595 0.5807 0.9681 0.142 Uiso 1 1 calc R U . . .
H33B H 0.8358 0.6820 0.9609 0.142 Uiso 1 1 calc R U . . .
H33C H 0.8719 0.5853 0.9176 0.142 Uiso 1 1 calc R U . . .
H26A H 0.458(3) 0.978(3) 0.932(2) 0.082(11) Uiso 1 1 d . . . . .
H26B H 0.421(4) 1.030(3) 0.857(2) 0.098(14) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.435(2) . ?
S1 O2 1.436(2) . ?
S1 N1 1.629(2) . ?
S1 C27 1.768(3) . ?
N1 C24 1.481(3) . ?
N1 C17 1.487(3) . ?
C1 C6 1.394(4) . ?
C1 C2 1.406(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.410(4) . ?
C2 C17 1.529(4) . ?
C3 C4 1.396(4) . ?
C3 C16 1.521(4) . ?
C4 C5 1.382(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.526(4) . ?
C7 C8 1.562(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.516(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.392(5) . ?
C9 C14 1.394(5) . ?
C10 C11 1.386(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.396(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.398(4) . ?
C12 C15 1.519(4) . ?
C13 C14 1.385(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.573(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.538(4) . ?
C17 H17 0.9800 . ?
C18 C23 1.371(5) . ?
C18 C19 1.390(5) . ?
C19 C20 1.392(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.344(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.381(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.410(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.506(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.300(5) . ?
C25 H25 0.9300 . ?
C26 H26A 1.01(4) . ?
C26 H26B 0.93(4) . ?
C27 C32 1.381(4) . ?
C27 C28 1.384(4) . ?
C28 C29 1.381(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.379(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.391(5) . ?
C30 C33 1.514(5) . ?
C31 C32 1.389(4) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 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 119.92(14) . . ?
O1 S1 N1 107.01(13) . . ?
O2 S1 N1 107.15(12) . . ?
O1 S1 C27 107.34(12) . . ?
O2 S1 C27 107.30(13) . . ?
N1 S1 C27 107.58(12) . . ?
C24 N1 C17 118.8(2) . . ?
C24 N1 S1 118.79(18) . . ?
C17 N1 S1 122.11(16) . . ?
C6 C1 C2 122.2(3) . . ?
C6 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C1 C2 C3 117.9(2) . . ?
C1 C2 C17 119.6(2) . . ?
C3 C2 C17 121.7(2) . . ?
C4 C3 C2 116.9(2) . . ?
C4 C3 C16 117.6(3) . . ?
C2 C3 C16 124.0(3) . . ?
C5 C4 C3 122.4(3) . . ?
C5 C4 H4 118.8 . . ?
C3 C4 H4 118.8 . . ?
C4 C5 C6 119.4(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 117.3(3) . . ?
C5 C6 C7 121.3(3) . . ?
C1 C6 C7 120.2(3) . . ?
C6 C7 C8 113.8(3) . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C9 C8 C7 113.3(2) . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C14 116.5(3) . . ?
C10 C9 C8 121.0(4) . . ?
C14 C9 C8 121.1(3) . . ?
C11 C10 C9 121.4(3) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 120.4(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C13 116.8(3) . . ?
C11 C12 C15 122.1(3) . . ?
C13 C12 C15 119.4(3) . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C9 121.0(3) . . ?
C13 C14 H14 119.5 . . ?
C9 C14 H14 119.5 . . ?
C12 C15 C16 112.5(2) . . ?
C12 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
C12 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C3 C16 C15 113.2(2) . . ?
C3 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C3 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.8 . . ?
N1 C17 C2 111.99(19) . . ?
N1 C17 C18 110.4(2) . . ?
C2 C17 C18 114.7(2) . . ?
N1 C17 H17 106.4 . . ?
C2 C17 H17 106.4 . . ?
C18 C17 H17 106.4 . . ?
C23 C18 C19 118.9(3) . . ?
C23 C18 C17 122.5(3) . . ?
C19 C18 C17 118.6(3) . . ?
C18 C19 C20 120.4(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 120.6(5) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 120.4(4) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C23 119.5(5) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C18 C23 C22 120.2(4) . . ?
C18 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
N1 C24 C25 115.5(2) . . ?
N1 C24 H24A 108.4 . . ?
C25 C24 H24A 108.4 . . ?
N1 C24 H24B 108.4 . . ?
C25 C24 H24B 108.4 . . ?
H24A C24 H24B 107.5 . . ?
C26 C25 C24 124.0(3) . . ?
C26 C25 H25 118.0 . . ?
C24 C25 H25 118.0 . . ?
C25 C26 H26A 123(2) . . ?
C25 C26 H26B 120(3) . . ?
H26A C26 H26B 117(3) . . ?
C32 C27 C28 119.8(3) . . ?
C32 C27 S1 120.6(2) . . ?
C28 C27 S1 119.6(2) . . ?
C29 C28 C27 120.0(3) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C30 C29 C28 121.2(3) . . ?
C30 C29 H29 119.4 . . ?
C28 C29 H29 119.4 . . ?
C29 C30 C31 118.3(3) . . ?
C29 C30 C33 121.1(3) . . ?
C31 C30 C33 120.6(3) . . ?
C32 C31 C30 120.9(3) . . ?
C32 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C27 C32 C31 119.6(3) . . ?
C27 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C24 -161.99(18) . . . . ?
O2 S1 N1 C24 -32.2(2) . . . . ?
C27 S1 N1 C24 82.9(2) . . . . ?
O1 S1 N1 C17 24.0(2) . . . . ?
O2 S1 N1 C17 153.77(19) . . . . ?
C27 S1 N1 C17 -91.13(19) . . . . ?
C6 C1 C2 C3 1.9(4) . . . . ?
C6 C1 C2 C17 172.2(2) . . . . ?
C1 C2 C3 C4 -16.3(3) . . . . ?
C17 C2 C3 C4 173.7(2) . . . . ?
C1 C2 C3 C16 149.4(2) . . . . ?
C17 C2 C3 C16 -20.6(4) . . . . ?
C2 C3 C4 C5 15.0(4) . . . . ?
C16 C3 C4 C5 -151.6(3) . . . . ?
C3 C4 C5 C6 1.5(4) . . . . ?
C4 C5 C6 C1 -16.1(4) . . . . ?
C4 C5 C6 C7 151.5(3) . . . . ?
C2 C1 C6 C5 14.5(4) . . . . ?
C2 C1 C6 C7 -153.2(3) . . . . ?
C5 C6 C7 C8 -78.5(4) . . . . ?
C1 C6 C7 C8 88.8(4) . . . . ?
C6 C7 C8 C9 -8.9(5) . . . . ?
C7 C8 C9 C10 88.7(4) . . . . ?
C7 C8 C9 C14 -77.4(5) . . . . ?
C14 C9 C10 C11 14.6(4) . . . . ?
C8 C9 C10 C11 -152.2(3) . . . . ?
C9 C10 C11 C12 -0.6(5) . . . . ?
C10 C11 C12 C13 -14.1(4) . . . . ?
C10 C11 C12 C15 151.4(3) . . . . ?
C11 C12 C13 C14 14.8(4) . . . . ?
C15 C12 C13 C14 -151.1(3) . . . . ?
C12 C13 C14 C9 -0.8(4) . . . . ?
C10 C9 C14 C13 -13.8(4) . . . . ?
C8 C9 C14 C13 152.9(3) . . . . ?
C11 C12 C15 C16 -66.7(4) . . . . ?
C13 C12 C15 C16 98.4(3) . . . . ?
C4 C3 C16 C15 99.1(3) . . . . ?
C2 C3 C16 C15 -66.5(3) . . . . ?
C12 C15 C16 C3 -21.9(4) . . . . ?
C24 N1 C17 C2 73.2(3) . . . . ?
S1 N1 C17 C2 -112.7(2) . . . . ?
C24 N1 C17 C18 -55.9(3) . . . . ?
S1 N1 C17 C18 118.1(2) . . . . ?
C1 C2 C17 N1 20.5(3) . . . . ?
C3 C2 C17 N1 -169.7(2) . . . . ?
C1 C2 C17 C18 147.3(2) . . . . ?
C3 C2 C17 C18 -42.9(3) . . . . ?
N1 C17 C18 C23 84.0(3) . . . . ?
C2 C17 C18 C23 -43.7(4) . . . . ?
N1 C17 C18 C19 -94.9(3) . . . . ?
C2 C17 C18 C19 137.4(3) . . . . ?
C23 C18 C19 C20 -1.6(5) . . . . ?
C17 C18 C19 C20 177.3(3) . . . . ?
C18 C19 C20 C21 0.5(7) . . . . ?
C19 C20 C21 C22 -0.5(8) . . . . ?
C20 C21 C22 C23 1.4(7) . . . . ?
C19 C18 C23 C22 2.6(5) . . . . ?
C17 C18 C23 C22 -176.3(3) . . . . ?
C21 C22 C23 C18 -2.5(5) . . . . ?
C17 N1 C24 C25 96.7(3) . . . . ?
S1 N1 C24 C25 -77.5(3) . . . . ?
N1 C24 C25 C26 141.7(3) . . . . ?
O1 S1 C27 C32 146.7(2) . . . . ?
O2 S1 C27 C32 16.6(3) . . . . ?
N1 S1 C27 C32 -98.4(2) . . . . ?
O1 S1 C27 C28 -35.2(2) . . . . ?
O2 S1 C27 C28 -165.3(2) . . . . ?
N1 S1 C27 C28 79.7(2) . . . . ?
C32 C27 C28 C29 3.7(4) . . . . ?
S1 C27 C28 C29 -174.4(2) . . . . ?
C27 C28 C29 C30 -1.9(5) . . . . ?
C28 C29 C30 C31 -1.6(5) . . . . ?
C28 C29 C30 C33 178.8(3) . . . . ?
C29 C30 C31 C32 3.3(5) . . . . ?
C33 C30 C31 C32 -177.1(3) . . . . ?
C28 C27 C32 C31 -2.0(4) . . . . ?
S1 C27 C32 C31 176.1(2) . . . . ?
C30 C31 C32 C27 -1.5(5) . . . . ?

_refine_diff_density_max         0.189
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.030

_shelxl_version_number           2013-4



