# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_d8v18017_0m
_database_code_depnum_ccdc_archive 'CCDC 1816191'
loop_
_audit_author_name
_audit_author_address
'Min Shi' 'Shanghai Institute of Organic Chemistry'
_audit_update_record             
;
2018-01-11 deposited with the CCDC.	2019-03-12 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 H27 F N2 O2 S'
_chemical_formula_weight         474.57

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.8347(3)
_cell_length_b                   10.2954(3)
_cell_length_c                   12.0508(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.0320(10)
_cell_angle_gamma                90
_cell_volume                     1178.42(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9980
_cell_measurement_theta_min      4.781
_cell_measurement_theta_max      54.889

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.174
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7018
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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            24853
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.641
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4604
_reflns_number_gt                4287
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.880
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.986

_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)+(0.0541P)²+0.0514P] 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       0.026(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1846 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         4604
_refine_ls_number_parameters     310
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0872
_refine_ls_wR_factor_gt          0.0830
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.62522(6) 0.26404(7) 0.12251(5) 0.02878(19) Uani 1 1 d . . . . .
F1 F 0.70816(17) 0.86736(16) 0.68232(15) 0.0404(4) Uani 1 1 d . . . . .
N1 N 0.9821(2) 0.4420(2) 0.57391(18) 0.0251(5) Uani 1 1 d . . . . .
N2 N 0.6594(2) 0.3555(2) 0.23691(17) 0.0250(5) Uani 1 1 d . . . . .
O1 O 0.6883(2) 0.3246(2) 0.04191(17) 0.0434(6) Uani 1 1 d . . . . .
O2 O 0.6644(2) 0.1343(2) 0.16175(17) 0.0384(5) Uani 1 1 d . . . . .
C1 C 0.9266(3) 0.5531(2) 0.6117(2) 0.0227(5) Uani 1 1 d . . . . .
C2 C 0.9846(3) 0.6275(3) 0.7087(2) 0.0270(6) Uani 1 1 d . . . . .
H2 H 1.0742 0.6066 0.7578 0.032 Uiso 1 1 calc R U . . .
C3 C 0.9087(3) 0.7332(3) 0.7322(2) 0.0290(6) Uani 1 1 d . . . . .
H3 H 0.9455 0.7861 0.7977 0.035 Uiso 1 1 calc R U . . .
C4 C 0.7793(3) 0.7600(3) 0.6588(2) 0.0274(5) Uani 1 1 d . . . . .
C5 C 0.7205(3) 0.6896(2) 0.5609(2) 0.0240(5) Uani 1 1 d . . . . .
H5 H 0.6313 0.7118 0.5118 0.029 Uiso 1 1 calc R U . . .
C6 C 0.7967(2) 0.5853(2) 0.5372(2) 0.0217(5) Uani 1 1 d . . . . .
C7 C 0.7644(2) 0.4940(2) 0.4351(2) 0.0215(5) Uani 1 1 d . . . . .
C8 C 0.9100(2) 0.4248(3) 0.4518(2) 0.0232(5) Uani 1 1 d . . . . .
H8 H 0.8983 0.3308 0.4305 0.028 Uiso 1 1 calc R U . . .
C9 C 0.9756(3) 0.4996(3) 0.3707(2) 0.0309(6) Uani 1 1 d . . . . .
H9 H 1.0716 0.4919 0.3699 0.037 Uiso 1 1 calc R U . . .
C10 C 0.8853(3) 0.5764(3) 0.3016(2) 0.0321(6) Uani 1 1 d . . . . .
H10 H 0.9095 0.6316 0.2465 0.038 Uiso 1 1 calc R U . . .
C11 C 0.7403(3) 0.5680(3) 0.3187(2) 0.0268(6) Uani 1 1 d . . . . .
H11 H 0.7042 0.6573 0.3269 0.032 Uiso 1 1 calc R U . . .
C12 C 0.6368(3) 0.4965(3) 0.2203(2) 0.0289(6) Uani 1 1 d . . . . .
H12A H 0.5388 0.5188 0.2201 0.035 Uiso 1 1 calc R U . . .
H12B H 0.6526 0.5230 0.1457 0.035 Uiso 1 1 calc R U . . .
C13 C 0.6203(3) 0.3015(3) 0.3380(2) 0.0259(6) Uani 1 1 d . . . . .
H13A H 0.6823 0.2272 0.3691 0.031 Uiso 1 1 calc R U . . .
H13B H 0.5220 0.2698 0.3149 0.031 Uiso 1 1 calc R U . . .
C14 C 0.6349(2) 0.4069(3) 0.4309(2) 0.0235(5) Uani 1 1 d . . . . .
H14 H 0.5504 0.4642 0.4054 0.028 Uiso 1 1 calc R U . . .
C15 C 0.6285(3) 0.3505(3) 0.5453(2) 0.0255(6) Uani 1 1 d . . . . .
C16 C 0.5411(3) 0.4094(3) 0.6057(2) 0.0344(7) Uani 1 1 d . . . . .
H16 H 0.4856 0.4823 0.5733 0.041 Uiso 1 1 calc R U . . .
C17 C 0.5345(4) 0.3631(4) 0.7119(3) 0.0449(8) Uani 1 1 d . . . . .
H17 H 0.4755 0.4048 0.7522 0.054 Uiso 1 1 calc R U . . .
C18 C 0.6135(4) 0.2562(4) 0.7596(2) 0.0501(9) Uani 1 1 d . . . . .
H18 H 0.6094 0.2245 0.8327 0.060 Uiso 1 1 calc R U . . .
C19 C 0.6979(4) 0.1964(3) 0.7003(3) 0.0446(8) Uani 1 1 d . . . . .
H19 H 0.7509 0.1219 0.7322 0.053 Uiso 1 1 calc R U . . .
C20 C 0.7067(3) 0.2433(3) 0.5942(2) 0.0342(6) Uani 1 1 d . . . . .
H20 H 0.7669 0.2016 0.5550 0.041 Uiso 1 1 calc R U . . .
C21 C 1.1325(3) 0.4185(3) 0.6117(3) 0.0357(7) Uani 1 1 d . . . . .
H21A H 1.1831 0.4926 0.5905 0.053 Uiso 1 1 calc R U . . .
H21B H 1.1556 0.3396 0.5748 0.053 Uiso 1 1 calc R U . . .
H21C H 1.1604 0.4073 0.6953 0.053 Uiso 1 1 calc R U . . .
C22 C 0.4406(3) 0.2646(3) 0.06403(19) 0.0271(5) Uani 1 1 d . . . . .
C23 C 0.3772(3) 0.3721(3) 0.0025(2) 0.0356(7) Uani 1 1 d . . . . .
H23 H 0.4332 0.4423 -0.0116 0.043 Uiso 1 1 calc R U . . .
C24 C 0.2337(3) 0.3769(3) -0.0379(2) 0.0414(7) Uani 1 1 d . . . . .
H24 H 0.1909 0.4516 -0.0786 0.050 Uiso 1 1 calc R U . . .
C25 C 0.1495(3) 0.2744(4) -0.0204(2) 0.0377(7) Uani 1 1 d . . . . .
C26 C 0.2149(3) 0.1667(3) 0.0392(2) 0.0369(7) Uani 1 1 d . . . . .
H26 H 0.1592 0.0950 0.0505 0.044 Uiso 1 1 calc R U . . .
C27 C 0.3603(3) 0.1613(3) 0.0827(2) 0.0318(6) Uani 1 1 d . . . . .
H27 H 0.4036 0.0875 0.1246 0.038 Uiso 1 1 calc R U . . .
C28 C -0.0085(3) 0.2808(5) -0.0650(3) 0.0608(11) Uani 1 1 d . . . . .
H28A H -0.0481 0.1933 -0.0663 0.091 Uiso 1 1 calc R U . . .
H28B H -0.0330 0.3166 -0.1431 0.091 Uiso 1 1 calc R U . . .
H28C H -0.0471 0.3367 -0.0148 0.091 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 1.425(2) . ?
S1 O2 1.436(2) . ?
S1 N2 1.631(2) . ?
S1 C22 1.769(2) . ?
F1 C4 1.376(3) . ?
N1 C1 1.394(3) . ?
N1 C21 1.451(3) . ?
N1 C8 1.469(3) . ?
N2 C12 1.474(4) . ?
N2 C13 1.477(3) . ?
C1 C2 1.390(3) . ?
C1 C6 1.397(3) . ?
C2 C3 1.390(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(4) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.515(3) . ?
C7 C14 1.548(3) . ?
C7 C11 1.560(3) . ?
C7 C8 1.565(3) . ?
C8 C9 1.513(4) . ?
C8 H8 1.0000 . ?
C9 C10 1.313(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.495(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.535(4) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.539(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.512(3) . ?
C14 H14 1.0000 . ?
C15 C20 1.387(4) . ?
C15 C16 1.401(4) . ?
C16 C17 1.383(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.384(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.373(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.390(4) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C27 1.377(4) . ?
C22 C23 1.388(4) . ?
C23 C24 1.369(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.391(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(5) . ?
C25 C28 1.508(4) . ?
C26 C27 1.391(4) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
O1 S1 O2 120.29(14) . . ?
O1 S1 N2 107.02(12) . . ?
O2 S1 N2 106.26(12) . . ?
O1 S1 C22 108.10(12) . . ?
O2 S1 C22 107.11(13) . . ?
N2 S1 C22 107.46(12) . . ?
C1 N1 C21 119.2(2) . . ?
C1 N1 C8 107.3(2) . . ?
C21 N1 C8 118.8(2) . . ?
C12 N2 C13 114.8(2) . . ?
C12 N2 S1 117.60(17) . . ?
C13 N2 S1 116.02(17) . . ?
C2 C1 N1 128.1(2) . . ?
C2 C1 C6 121.1(2) . . ?
N1 C1 C6 110.8(2) . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C4 C3 C2 118.8(2) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
F1 C4 C3 117.6(2) . . ?
F1 C4 C5 118.4(2) . . ?
C3 C4 C5 123.9(2) . . ?
C4 C5 C6 117.2(2) . . ?
C4 C5 H5 121.4 . . ?
C6 C5 H5 121.4 . . ?
C5 C6 C1 120.4(2) . . ?
C5 C6 C7 129.7(2) . . ?
C1 C6 C7 109.8(2) . . ?
C6 C7 C14 112.6(2) . . ?
C6 C7 C11 112.2(2) . . ?
C14 C7 C11 108.77(19) . . ?
C6 C7 C8 100.70(18) . . ?
C14 C7 C8 117.3(2) . . ?
C11 C7 C8 105.0(2) . . ?
N1 C8 C9 114.2(2) . . ?
N1 C8 C7 105.16(19) . . ?
C9 C8 C7 102.4(2) . . ?
N1 C8 H8 111.5 . . ?
C9 C8 H8 111.5 . . ?
C7 C8 H8 111.5 . . ?
C10 C9 C8 112.6(2) . . ?
C10 C9 H9 123.7 . . ?
C8 C9 H9 123.7 . . ?
C9 C10 C11 113.0(2) . . ?
C9 C10 H10 123.5 . . ?
C11 C10 H10 123.5 . . ?
C10 C11 C12 112.7(2) . . ?
C10 C11 C7 103.0(2) . . ?
C12 C11 C7 112.1(2) . . ?
C10 C11 H11 109.6 . . ?
C12 C11 H11 109.6 . . ?
C7 C11 H11 109.6 . . ?
N2 C12 C11 108.7(2) . . ?
N2 C12 H12A 109.9 . . ?
C11 C12 H12A 109.9 . . ?
N2 C12 H12B 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
N2 C13 C14 109.9(2) . . ?
N2 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
N2 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C15 C14 C13 112.0(2) . . ?
C15 C14 C7 114.89(19) . . ?
C13 C14 C7 110.7(2) . . ?
C15 C14 H14 106.2 . . ?
C13 C14 H14 106.2 . . ?
C7 C14 H14 106.2 . . ?
C20 C15 C16 118.1(3) . . ?
C20 C15 C14 122.9(2) . . ?
C16 C15 C14 118.9(3) . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 119.4(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 120.9(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C15 C20 C19 120.5(3) . . ?
C15 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
N1 C21 H21A 109.5 . . ?
N1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 120.4(2) . . ?
C27 C22 S1 120.4(2) . . ?
C23 C22 S1 119.2(2) . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 121.2(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C26 C25 C24 118.1(2) . . ?
C26 C25 C28 121.1(3) . . ?
C24 C25 C28 120.8(3) . . ?
C25 C26 C27 121.4(3) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C22 C27 C26 119.0(3) . . ?
C22 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
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
O1 S1 N2 C12 46.6(2) . . . . ?
O2 S1 N2 C12 176.31(19) . . . . ?
C22 S1 N2 C12 -69.3(2) . . . . ?
O1 S1 N2 C13 -171.86(18) . . . . ?
O2 S1 N2 C13 -42.2(2) . . . . ?
C22 S1 N2 C13 72.2(2) . . . . ?
C21 N1 C1 C2 -22.2(4) . . . . ?
C8 N1 C1 C2 -161.1(3) . . . . ?
C21 N1 C1 C6 157.8(2) . . . . ?
C8 N1 C1 C6 19.0(3) . . . . ?
N1 C1 C2 C3 -178.1(2) . . . . ?
C6 C1 C2 C3 1.8(4) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 F1 -178.2(2) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
F1 C4 C5 C6 177.6(2) . . . . ?
C3 C4 C5 C6 0.8(4) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
C4 C5 C6 C7 -177.0(2) . . . . ?
C2 C1 C6 C5 -2.5(4) . . . . ?
N1 C1 C6 C5 177.5(2) . . . . ?
C2 C1 C6 C7 175.9(2) . . . . ?
N1 C1 C6 C7 -4.1(3) . . . . ?
C5 C6 C7 C14 -67.3(3) . . . . ?
C1 C6 C7 C14 114.5(2) . . . . ?
C5 C6 C7 C11 55.9(3) . . . . ?
C1 C6 C7 C11 -122.4(2) . . . . ?
C5 C6 C7 C8 167.0(2) . . . . ?
C1 C6 C7 C8 -11.2(3) . . . . ?
C1 N1 C8 C9 86.0(3) . . . . ?
C21 N1 C8 C9 -53.0(3) . . . . ?
C1 N1 C8 C7 -25.4(3) . . . . ?
C21 N1 C8 C7 -164.5(2) . . . . ?
C6 C7 C8 N1 21.6(2) . . . . ?
C14 C7 C8 N1 -100.9(2) . . . . ?
C11 C7 C8 N1 138.3(2) . . . . ?
C6 C7 C8 C9 -98.0(2) . . . . ?
C14 C7 C8 C9 139.5(2) . . . . ?
C11 C7 C8 C9 18.7(2) . . . . ?
N1 C8 C9 C10 -124.5(3) . . . . ?
C7 C8 C9 C10 -11.4(3) . . . . ?
C8 C9 C10 C11 -1.4(3) . . . . ?
C9 C10 C11 C12 -107.4(3) . . . . ?
C9 C10 C11 C7 13.6(3) . . . . ?
C6 C7 C11 C10 89.0(2) . . . . ?
C14 C7 C11 C10 -145.8(2) . . . . ?
C8 C7 C11 C10 -19.5(2) . . . . ?
C6 C7 C11 C12 -149.6(2) . . . . ?
C14 C7 C11 C12 -24.3(3) . . . . ?
C8 C7 C11 C12 101.9(2) . . . . ?
C13 N2 C12 C11 67.5(3) . . . . ?
S1 N2 C12 C11 -150.54(17) . . . . ?
C10 C11 C12 N2 79.2(3) . . . . ?
C7 C11 C12 N2 -36.4(3) . . . . ?
C12 N2 C13 C14 -27.7(3) . . . . ?
S1 N2 C13 C14 -170.28(16) . . . . ?
N2 C13 C14 C15 -167.1(2) . . . . ?
N2 C13 C14 C7 -37.4(3) . . . . ?
C6 C7 C14 C15 -42.8(3) . . . . ?
C11 C7 C14 C15 -167.9(2) . . . . ?
C8 C7 C14 C15 73.3(3) . . . . ?
C6 C7 C14 C13 -170.9(2) . . . . ?
C11 C7 C14 C13 64.0(3) . . . . ?
C8 C7 C14 C13 -54.8(3) . . . . ?
C13 C14 C15 C20 48.2(3) . . . . ?
C7 C14 C15 C20 -79.2(3) . . . . ?
C13 C14 C15 C16 -132.5(2) . . . . ?
C7 C14 C15 C16 100.1(3) . . . . ?
C20 C15 C16 C17 0.9(4) . . . . ?
C14 C15 C16 C17 -178.5(2) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C16 C17 C18 C19 -0.3(4) . . . . ?
C17 C18 C19 C20 1.2(5) . . . . ?
C16 C15 C20 C19 0.0(4) . . . . ?
C14 C15 C20 C19 179.3(2) . . . . ?
C18 C19 C20 C15 -1.1(4) . . . . ?
O1 S1 C22 C27 143.8(2) . . . . ?
O2 S1 C22 C27 12.8(2) . . . . ?
N2 S1 C22 C27 -101.0(2) . . . . ?
O1 S1 C22 C23 -38.4(2) . . . . ?
O2 S1 C22 C23 -169.4(2) . . . . ?
N2 S1 C22 C23 76.8(2) . . . . ?
C27 C22 C23 C24 1.4(4) . . . . ?
S1 C22 C23 C24 -176.4(2) . . . . ?
C22 C23 C24 C25 -1.2(4) . . . . ?
C23 C24 C25 C26 -0.1(4) . . . . ?
C23 C24 C25 C28 179.9(3) . . . . ?
C24 C25 C26 C27 1.3(4) . . . . ?
C28 C25 C26 C27 -178.7(3) . . . . ?
C23 C22 C27 C26 -0.2(4) . . . . ?
S1 C22 C27 C26 177.6(2) . . . . ?
C25 C26 C27 C22 -1.2(4) . . . . ?

_refine_diff_density_max         0.203
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.036

_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_mjr18225_0m
_database_code_depnum_ccdc_archive 'CCDC 1846480'
loop_
_audit_author_name
_audit_author_address
'Min Shi'
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2018-05-31 deposited with the CCDC.	2019-03-12 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 H26 Cl2 N2 O2 S'
_chemical_formula_weight         525.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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                   8.5142(5)
_cell_length_b                   11.8312(8)
_cell_length_c                   13.0004(8)
_cell_angle_alpha                90
_cell_angle_beta                 106.969(3)
_cell_angle_gamma                90
_cell_volume                     1252.56(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9994
_cell_measurement_theta_min      8.979
_cell_measurement_theta_max      109.917

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_F_000             548
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    2.210
_shelx_estimated_absorpt_T_min   0.719
_shelx_estimated_absorpt_T_max   0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4515
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\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            12896
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.488
_diffrn_reflns_theta_max         55.094
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.951
_reflns_number_total             4533
_reflns_number_gt                4109
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_max     0.887
_reflns_Friedel_fraction_full    0.900

_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.064(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1664 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.199(11)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         4533
_refine_ls_number_parameters     319
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0862
_refine_ls_wR_factor_ref         0.2492
_refine_ls_wR_factor_gt          0.2346
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.113
_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
Cl1 Cl 0.98954(18) 0.83985(13) 0.66235(13) 0.0426(5) Uani 1 1 d . . . . .
Cl2 Cl 0.6787(2) 0.54107(19) 0.34002(12) 0.0527(6) Uani 1 1 d . . . . .
S1 S 0.5152(3) 0.4926(2) 1.04790(17) 0.0610(7) Uani 1 1 d . . . . .
O1 O 0.6581(9) 0.4329(7) 1.1083(5) 0.0733(18) Uani 1 1 d . . . . .
O2 O 0.4829(9) 0.6057(6) 1.0780(6) 0.0700(18) Uani 1 1 d . . . . .
N1 N 0.5214(10) 0.4497(8) 0.5240(6) 0.0639(19) Uani 1 1 d . . . . .
N2 N 0.5257(9) 0.4984(7) 0.9231(6) 0.0592(17) Uani 1 1 d . . . . .
C1 C 0.6362(10) 0.5370(9) 0.5467(7) 0.059(2) Uani 1 1 d . . . . .
C2 C 0.7174(10) 0.5875(8) 0.4782(6) 0.058(2) Uani 1 1 d . . . . .
C3 C 0.8267(11) 0.6745(10) 0.5166(8) 0.063(2) Uani 1 1 d . . . . .
H3 H 0.8882 0.7035 0.4721 0.075 Uiso 1 1 calc R U . . .
C4 C 0.8499(11) 0.7210(8) 0.6175(7) 0.059(2) Uani 1 1 d . . . . .
C5 C 0.7628(10) 0.6722(8) 0.6852(7) 0.0569(19) Uani 1 1 d . . . . .
H5 H 0.7767 0.7009 0.7555 0.068 Uiso 1 1 calc R U . . .
C6 C 0.6597(10) 0.5840(8) 0.6474(6) 0.0534(18) Uani 1 1 d . . . . .
C7 C 0.5574(10) 0.5158(7) 0.7080(7) 0.0551(19) Uani 1 1 d . . . . .
C8 C 0.4470(10) 0.4480(10) 0.6129(7) 0.061(2) Uani 1 1 d . . . . .
H8 H 0.4253 0.3695 0.6338 0.074 Uiso 1 1 calc R U . . .
C9 C 0.2899(10) 0.5216(9) 0.5809(7) 0.065(2) Uani 1 1 d . . . . .
H9 H 0.2006 0.5091 0.5183 0.078 Uiso 1 1 calc R U . . .
C10 C 0.2938(12) 0.6025(11) 0.6493(8) 0.071(3) Uani 1 1 d . . . . .
H10 H 0.2116 0.6591 0.6396 0.085 Uiso 1 1 calc R U . . .
C11 C 0.4432(11) 0.5962(9) 0.7454(8) 0.063(2) Uani 1 1 d . . . . .
H11 H 0.4949 0.6725 0.7623 0.075 Uiso 1 1 calc R U . . .
C12 C 0.3889(11) 0.5505(10) 0.8433(7) 0.063(2) Uani 1 1 d . . . . .
H12A H 0.3452 0.6136 0.8767 0.076 Uiso 1 1 calc R U . . .
H12B H 0.3000 0.4942 0.8173 0.076 Uiso 1 1 calc R U . . .
C13 C 0.5906(12) 0.4029(9) 0.8796(7) 0.061(2) Uani 1 1 d . . . . .
H13A H 0.5000 0.3517 0.8419 0.074 Uiso 1 1 calc R U . . .
H13B H 0.6677 0.3601 0.9385 0.074 Uiso 1 1 calc R U . . .
C14 C 0.6803(11) 0.4465(8) 0.8005(7) 0.0571(19) Uani 1 1 d . . . . .
H14 H 0.7671 0.5002 0.8410 0.069 Uiso 1 1 calc R U . . .
C15 C 0.7654(10) 0.3523(9) 0.7614(6) 0.0567(19) Uani 1 1 d . . . . .
C16 C 0.9194(12) 0.3726(10) 0.7509(8) 0.068(2) Uani 1 1 d . . . . .
H16 H 0.9679 0.4452 0.7671 0.081 Uiso 1 1 calc R U . . .
C17 C 1.0072(12) 0.2833(11) 0.7152(10) 0.074(3) Uani 1 1 d . . . . .
H17 H 1.1128 0.2978 0.7073 0.089 Uiso 1 1 calc R U . . .
C18 C 0.9384(15) 0.1772(11) 0.6925(10) 0.079(3) Uani 1 1 d . . . . .
H18 H 0.9960 0.1182 0.6695 0.094 Uiso 1 1 calc R U . . .
C19 C 0.7822(14) 0.1581(11) 0.7040(9) 0.078(3) Uani 1 1 d . . . . .
H19 H 0.7314 0.0863 0.6868 0.094 Uiso 1 1 calc R U . . .
C20 C 0.7014(13) 0.2442(9) 0.7404(9) 0.068(2) Uani 1 1 d . . . . .
H20 H 0.5981 0.2283 0.7515 0.081 Uiso 1 1 calc R U . . .
C21 C 0.3412(11) 0.4124(9) 1.0498(7) 0.061(2) Uani 1 1 d . . . . .
C22 C 0.3294(13) 0.2990(10) 1.0147(8) 0.068(2) Uani 1 1 d . . . . .
H22 H 0.4156 0.2654 0.9926 0.082 Uiso 1 1 calc R U . . .
C23 C 0.1914(13) 0.2381(9) 1.0129(9) 0.066(2) Uani 1 1 d . . . . .
H23 H 0.1801 0.1626 0.9869 0.080 Uiso 1 1 calc R U . . .
C24 C 0.0645(12) 0.2876(9) 1.0501(8) 0.066(2) Uani 1 1 d . . . . .
C25 C 0.0845(12) 0.3976(10) 1.0821(9) 0.069(2) Uani 1 1 d . . . . .
H25 H -0.0003 0.4324 1.1048 0.083 Uiso 1 1 calc R U . . .
C26 C 0.2175(13) 0.4603(8) 1.0835(8) 0.068(2) Uani 1 1 d . . . . .
H26 H 0.2256 0.5365 1.1076 0.081 Uiso 1 1 calc R U . . .
C27 C -0.0807(16) 0.2175(12) 1.0542(11) 0.086(3) Uani 1 1 d . . . . .
H27A H -0.1552 0.2085 0.9814 0.129 Uiso 1 1 calc R U . . .
H27B H -0.1386 0.2552 1.0996 0.129 Uiso 1 1 calc R U . . .
H27C H -0.0428 0.1430 1.0843 0.129 Uiso 1 1 calc R U . . .
C28 C 0.5571(15) 0.3443(11) 0.4766(9) 0.078(3) Uani 1 1 d . . . . .
H28B H 0.5561 0.3579 0.4021 0.117 Uiso 1 1 calc R U . . .
H28C H 0.4735 0.2878 0.4780 0.117 Uiso 1 1 calc R U . . .
H28A H 0.6655 0.3164 0.5181 0.117 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
Cl1 C4 1.824(10) . ?
Cl2 C2 1.814(8) . ?
S1 O1 1.428(7) . ?
S1 O2 1.443(8) . ?
S1 N2 1.652(8) . ?
S1 C21 1.765(10) . ?
N1 C1 1.393(13) . ?
N1 C28 1.461(15) . ?
N1 C8 1.472(11) . ?
N2 C13 1.444(12) . ?
N2 C12 1.452(12) . ?
C1 C6 1.382(12) . ?
C1 C2 1.410(12) . ?
C2 C3 1.381(14) . ?
C3 C4 1.382(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.428(13) . ?
C5 C6 1.360(13) . ?
C5 H5 0.9500 . ?
C6 C7 1.559(11) . ?
C7 C11 1.537(12) . ?
C7 C8 1.542(13) . ?
C7 C14 1.575(12) . ?
C8 C9 1.547(13) . ?
C8 H8 1.0000 . ?
C9 C10 1.300(16) . ?
C9 H9 0.9500 . ?
C10 C11 1.502(14) . ?
C10 H10 0.9500 . ?
C11 C12 1.571(12) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.539(12) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.496(13) . ?
C14 H14 1.0000 . ?
C15 C16 1.379(13) . ?
C15 C20 1.386(14) . ?
C16 C17 1.446(15) . ?
C16 H16 0.9500 . ?
C17 C18 1.381(18) . ?
C17 H17 0.9500 . ?
C18 C19 1.400(17) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(14) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C26 1.376(14) . ?
C21 C22 1.411(16) . ?
C22 C23 1.373(15) . ?
C22 H22 0.9500 . ?
C23 C24 1.432(15) . ?
C23 H23 0.9500 . ?
C24 C25 1.361(16) . ?
C24 C27 1.503(17) . ?
C25 C26 1.349(15) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 H28A 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
O1 S1 O2 120.6(5) . . ?
O1 S1 N2 106.2(4) . . ?
O2 S1 N2 107.3(4) . . ?
O1 S1 C21 108.1(5) . . ?
O2 S1 C21 105.5(4) . . ?
N2 S1 C21 108.8(4) . . ?
C1 N1 C28 120.2(8) . . ?
C1 N1 C8 106.3(7) . . ?
C28 N1 C8 120.6(9) . . ?
C13 N2 C12 111.8(8) . . ?
C13 N2 S1 119.2(6) . . ?
C12 N2 S1 117.2(6) . . ?
C6 C1 N1 113.4(7) . . ?
C6 C1 C2 117.8(8) . . ?
N1 C1 C2 128.5(8) . . ?
C3 C2 C1 119.4(8) . . ?
C3 C2 Cl2 119.5(7) . . ?
C1 C2 Cl2 121.1(7) . . ?
C2 C3 C4 122.3(8) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C5 117.9(9) . . ?
C3 C4 Cl1 120.6(7) . . ?
C5 C4 Cl1 121.4(7) . . ?
C6 C5 C4 118.9(8) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C1 123.4(8) . . ?
C5 C6 C7 127.7(8) . . ?
C1 C6 C7 108.9(8) . . ?
C11 C7 C8 106.4(8) . . ?
C11 C7 C6 109.8(7) . . ?
C8 C7 C6 99.4(7) . . ?
C11 C7 C14 114.9(7) . . ?
C8 C7 C14 117.1(8) . . ?
C6 C7 C14 108.1(7) . . ?
N1 C8 C7 108.7(7) . . ?
N1 C8 C9 108.5(8) . . ?
C7 C8 C9 101.5(8) . . ?
N1 C8 H8 112.5 . . ?
C7 C8 H8 112.5 . . ?
C9 C8 H8 112.5 . . ?
C10 C9 C8 112.5(8) . . ?
C10 C9 H9 123.7 . . ?
C8 C9 H9 123.7 . . ?
C9 C10 C11 112.3(9) . . ?
C9 C10 H10 123.9 . . ?
C11 C10 H10 123.9 . . ?
C10 C11 C7 103.2(8) . . ?
C10 C11 C12 108.2(8) . . ?
C7 C11 C12 113.9(8) . . ?
C10 C11 H11 110.4 . . ?
C7 C11 H11 110.4 . . ?
C12 C11 H11 110.4 . . ?
N2 C12 C11 111.1(7) . . ?
N2 C12 H12A 109.4 . . ?
C11 C12 H12A 109.4 . . ?
N2 C12 H12B 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
N2 C13 C14 108.7(8) . . ?
N2 C13 H13A 109.9 . . ?
C14 C13 H13A 109.9 . . ?
N2 C13 H13B 109.9 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
C15 C14 C13 111.2(8) . . ?
C15 C14 C7 114.1(7) . . ?
C13 C14 C7 109.6(7) . . ?
C15 C14 H14 107.2 . . ?
C13 C14 H14 107.2 . . ?
C7 C14 H14 107.2 . . ?
C16 C15 C20 118.1(9) . . ?
C16 C15 C14 118.2(9) . . ?
C20 C15 C14 123.5(8) . . ?
C15 C16 C17 120.0(10) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.4(9) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 118.7(10) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C20 C19 C18 120.0(12) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C15 C20 C19 122.6(10) . . ?
C15 C20 H20 118.7 . . ?
C19 C20 H20 118.7 . . ?
C26 C21 C22 120.4(10) . . ?
C26 C21 S1 120.5(8) . . ?
C22 C21 S1 119.2(7) . . ?
C23 C22 C21 119.0(10) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C22 C23 C24 120.4(10) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 117.1(10) . . ?
C25 C24 C27 123.2(11) . . ?
C23 C24 C27 119.7(10) . . ?
C26 C25 C24 124.0(10) . . ?
C26 C25 H25 118.0 . . ?
C24 C25 H25 118.0 . . ?
C25 C26 C21 119.2(9) . . ?
C25 C26 H26 120.4 . . ?
C21 C26 H26 120.4 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N1 C28 H28B 109.5 . . ?
N1 C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N1 C28 H28A 109.5 . . ?
H28B C28 H28A 109.5 . . ?
H28C C28 H28A 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 N2 C13 36.9(8) . . . . ?
O2 S1 N2 C13 167.1(7) . . . . ?
C21 S1 N2 C13 -79.2(8) . . . . ?
O1 S1 N2 C12 176.9(8) . . . . ?
O2 S1 N2 C12 -52.9(8) . . . . ?
C21 S1 N2 C12 60.8(9) . . . . ?
C28 N1 C1 C6 -134.1(9) . . . . ?
C8 N1 C1 C6 7.5(11) . . . . ?
C28 N1 C1 C2 51.8(14) . . . . ?
C8 N1 C1 C2 -166.7(9) . . . . ?
C6 C1 C2 C3 5.4(13) . . . . ?
N1 C1 C2 C3 179.4(9) . . . . ?
C6 C1 C2 Cl2 -173.8(7) . . . . ?
N1 C1 C2 Cl2 0.1(14) . . . . ?
C1 C2 C3 C4 -5.6(14) . . . . ?
Cl2 C2 C3 C4 173.7(8) . . . . ?
C2 C3 C4 C5 3.3(14) . . . . ?
C2 C3 C4 Cl1 -177.4(7) . . . . ?
C3 C4 C5 C6 -1.0(13) . . . . ?
Cl1 C4 C5 C6 179.7(7) . . . . ?
C4 C5 C6 C1 1.2(13) . . . . ?
C4 C5 C6 C7 177.9(8) . . . . ?
N1 C1 C6 C5 -178.2(8) . . . . ?
C2 C1 C6 C5 -3.4(13) . . . . ?
N1 C1 C6 C7 4.5(11) . . . . ?
C2 C1 C6 C7 179.3(8) . . . . ?
C5 C6 C7 C11 58.0(11) . . . . ?
C1 C6 C7 C11 -124.9(8) . . . . ?
C5 C6 C7 C8 169.3(9) . . . . ?
C1 C6 C7 C8 -13.6(9) . . . . ?
C5 C6 C7 C14 -68.1(11) . . . . ?
C1 C6 C7 C14 109.1(8) . . . . ?
C1 N1 C8 C7 -16.6(10) . . . . ?
C28 N1 C8 C7 124.8(10) . . . . ?
C1 N1 C8 C9 93.0(9) . . . . ?
C28 N1 C8 C9 -125.6(10) . . . . ?
C11 C7 C8 N1 131.9(8) . . . . ?
C6 C7 C8 N1 17.9(9) . . . . ?
C14 C7 C8 N1 -98.0(9) . . . . ?
C11 C7 C8 C9 17.6(9) . . . . ?
C6 C7 C8 C9 -96.4(7) . . . . ?
C14 C7 C8 C9 147.7(7) . . . . ?
N1 C8 C9 C10 -122.8(9) . . . . ?
C7 C8 C9 C10 -8.3(11) . . . . ?
C8 C9 C10 C11 -4.9(12) . . . . ?
C9 C10 C11 C7 16.1(11) . . . . ?
C9 C10 C11 C12 -104.9(10) . . . . ?
C8 C7 C11 C10 -20.5(10) . . . . ?
C6 C7 C11 C10 86.2(9) . . . . ?
C14 C7 C11 C10 -151.7(8) . . . . ?
C8 C7 C11 C12 96.6(9) . . . . ?
C6 C7 C11 C12 -156.7(8) . . . . ?
C14 C7 C11 C12 -34.7(11) . . . . ?
C13 N2 C12 C11 -61.2(11) . . . . ?
S1 N2 C12 C11 156.0(7) . . . . ?
C10 C11 C12 N2 156.2(10) . . . . ?
C7 C11 C12 N2 42.1(12) . . . . ?
C12 N2 C13 C14 70.9(9) . . . . ?
S1 N2 C13 C14 -147.1(6) . . . . ?
N2 C13 C14 C15 174.1(7) . . . . ?
N2 C13 C14 C7 -58.8(10) . . . . ?
C11 C7 C14 C15 168.0(8) . . . . ?
C8 C7 C14 C15 42.1(10) . . . . ?
C6 C7 C14 C15 -69.0(9) . . . . ?
C11 C7 C14 C13 42.6(11) . . . . ?
C8 C7 C14 C13 -83.4(9) . . . . ?
C6 C7 C14 C13 165.5(8) . . . . ?
C13 C14 C15 C16 -139.6(9) . . . . ?
C7 C14 C15 C16 95.8(10) . . . . ?
C13 C14 C15 C20 36.9(12) . . . . ?
C7 C14 C15 C20 -87.7(10) . . . . ?
C20 C15 C16 C17 2.2(14) . . . . ?
C14 C15 C16 C17 178.9(9) . . . . ?
C15 C16 C17 C18 -0.7(16) . . . . ?
C16 C17 C18 C19 0.4(17) . . . . ?
C17 C18 C19 C20 -1.8(17) . . . . ?
C16 C15 C20 C19 -3.6(15) . . . . ?
C14 C15 C20 C19 179.9(10) . . . . ?
C18 C19 C20 C15 3.4(17) . . . . ?
O1 S1 C21 C26 125.8(8) . . . . ?
O2 S1 C21 C26 -4.4(9) . . . . ?
N2 S1 C21 C26 -119.3(8) . . . . ?
O1 S1 C21 C22 -55.1(9) . . . . ?
O2 S1 C21 C22 174.6(7) . . . . ?
N2 S1 C21 C22 59.8(9) . . . . ?
C26 C21 C22 C23 1.2(14) . . . . ?
S1 C21 C22 C23 -177.9(8) . . . . ?
C21 C22 C23 C24 -2.4(15) . . . . ?
C22 C23 C24 C25 2.8(15) . . . . ?
C22 C23 C24 C27 -176.1(10) . . . . ?
C23 C24 C25 C26 -2.0(16) . . . . ?
C27 C24 C25 C26 176.9(10) . . . . ?
C24 C25 C26 C21 0.8(17) . . . . ?
C22 C21 C26 C25 -0.4(15) . . . . ?
S1 C21 C26 C25 178.7(8) . . . . ?

_refine_diff_density_max         2.092
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.131

_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_mjl18268_0m
_database_code_depnum_ccdc_archive 'CCDC 1851028'
loop_
_audit_author_name
_audit_author_address
'Min Shi'
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2018-06-22 deposited with the CCDC.	2019-03-12 downloaded from the CCDC.
;
_audit_creation_date             2018-06-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H41 N3 O2 S'
_chemical_formula_sum            'C38 H41 N3 O2 S'
_chemical_formula_weight         603.80
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2924 0.4247 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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                   9.7314(4)
_cell_length_b                   11.3674(5)
_cell_length_c                   29.2938(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3240.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9306
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.653
_cell_measurement_theta_min      4.166
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    0.763
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1540 before and 0.0909 after correction. The Ratio of minimum to maximum transmission is 0.7713. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            35242
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.128
_diffrn_reflns_theta_min         4.165
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.764
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                5383
_reflns_number_total             6168
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 2055 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.045(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0459
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0655P)²+0.4288P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1186
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C18(H18A,H18B), C21(H21A,H21B), C28(H28A,H28B), C29(H29A,
 H29B), C30(H30A,H30B), C31(H31A,H31B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C19(H19), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C33(H33), C34(H34), C36(H36), C37(H37)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.29457(8) 0.51936(7) 0.58984(2) 0.0422(2) Uani 1 1 d . . . . .
O1 O 0.2100(3) 0.5560(2) 0.55269(8) 0.0580(7) Uani 1 1 d . . . . .
O2 O 0.2499(2) 0.5377(2) 0.63605(7) 0.0530(6) Uani 1 1 d . . . . .
N1 N 0.3381(3) 0.1831(3) 0.39793(9) 0.0524(8) Uani 1 1 d . . . . .
N2 N 0.3198(3) 0.3792(2) 0.58401(7) 0.0390(6) Uani 1 1 d . . . . .
N3 N 0.4625(3) 0.3071(2) 0.75738(9) 0.0421(6) Uani 1 1 d . . . . .
C1 C 0.2389(3) 0.2578(3) 0.51766(9) 0.0335(6) Uani 1 1 d . . . . .
H1 H 0.1495 0.3000 0.5215 0.040 Uiso 1 1 calc R . . . .
C2 C 0.2647(3) 0.2458(3) 0.46684(9) 0.0336(6) Uani 1 1 d . . . . .
C3 C 0.3213(4) 0.1530(3) 0.44360(11) 0.0450(8) Uani 1 1 d . . . . .
H3 H 0.3455 0.0794 0.4567 0.054 Uiso 1 1 calc R . . . .
C4 C 0.2924(4) 0.2944(3) 0.39172(10) 0.0458(8) Uani 1 1 d . . . . .
C5 C 0.2923(4) 0.3646(4) 0.35223(11) 0.0609(11) Uani 1 1 d . . . . .
H5 H 0.3262 0.3354 0.3240 0.073 Uiso 1 1 calc R . . . .
C6 C 0.2420(4) 0.4760(5) 0.35587(13) 0.0681(12) Uani 1 1 d . . . . .
H6 H 0.2396 0.5245 0.3295 0.082 Uiso 1 1 calc R . . . .
C7 C 0.1935(4) 0.5212(4) 0.39740(14) 0.0591(10) Uani 1 1 d . . . . .
H7 H 0.1584 0.5991 0.3986 0.071 Uiso 1 1 calc R . . . .
C8 C 0.1963(3) 0.4535(3) 0.43670(11) 0.0437(7) Uani 1 1 d . . . . .
H8 H 0.1654 0.4850 0.4649 0.052 Uiso 1 1 calc R . . . .
C9 C 0.2450(3) 0.3389(3) 0.43419(9) 0.0358(7) Uani 1 1 d . . . . .
C10 C 0.4028(5) 0.1080(4) 0.36353(14) 0.0747(13) Uani 1 1 d . . . . .
H10A H 0.3333 0.0814 0.3416 0.112 Uiso 1 1 calc GR . . . .
H10B H 0.4445 0.0397 0.3785 0.112 Uiso 1 1 calc GR . . . .
H10C H 0.4740 0.1528 0.3474 0.112 Uiso 1 1 calc GR . . . .
C11 C 0.3517(3) 0.3373(3) 0.53712(9) 0.0360(7) Uani 1 1 d . . . . .
H11A H 0.4396 0.2934 0.5377 0.043 Uiso 1 1 calc R . . . .
H11B H 0.3638 0.4061 0.5168 0.043 Uiso 1 1 calc R . . . .
C12 C 0.2263(3) 0.1410(3) 0.54195(9) 0.0342(6) Uani 1 1 d . . . . .
C13 C 0.3370(3) 0.0662(3) 0.54791(12) 0.0472(8) Uani 1 1 d . . . . .
H13 H 0.4247 0.0884 0.5365 0.057 Uiso 1 1 calc R . . . .
C14 C 0.3224(4) -0.0405(3) 0.57024(13) 0.0567(10) Uani 1 1 d . . . . .
H14 H 0.3996 -0.0905 0.5743 0.068 Uiso 1 1 calc R . . . .
C15 C 0.1940(4) -0.0741(3) 0.58681(11) 0.0509(9) Uani 1 1 d . . . . .
H15 H 0.1828 -0.1478 0.6016 0.061 Uiso 1 1 calc R . . . .
C16 C 0.0848(4) -0.0003(3) 0.58154(10) 0.0454(8) Uani 1 1 d . . . . .
H16 H -0.0026 -0.0223 0.5931 0.054 Uiso 1 1 calc R . . . .
C17 C 0.1005(3) 0.1067(3) 0.55936(9) 0.0356(7) Uani 1 1 d . . . . .
H17 H 0.0234 0.1573 0.5561 0.043 Uiso 1 1 calc R . . . .
C18 C 0.3887(3) 0.3179(3) 0.62270(10) 0.0431(8) Uani 1 1 d . . . . .
H18A H 0.4467 0.3749 0.6395 0.052 Uiso 1 1 calc R . . . .
H18B H 0.4495 0.2556 0.6105 0.052 Uiso 1 1 calc R . . . .
C19 C 0.2876(4) 0.2640(3) 0.65500(10) 0.0422(7) Uani 1 1 d . . . . .
H19 H 0.2206 0.2137 0.6418 0.051 Uiso 1 1 calc R . . . .
C20 C 0.2800(3) 0.2782(3) 0.70048(10) 0.0372(7) Uani 1 1 d . . . . .
C21 C 0.3675(4) 0.3649(3) 0.72610(10) 0.0402(7) Uani 1 1 d . . . . .
H21A H 0.4205 0.4127 0.7040 0.048 Uiso 1 1 calc R . . . .
H21B H 0.3073 0.4187 0.7436 0.048 Uiso 1 1 calc R . . . .
C22 C 0.1829(3) 0.2041(3) 0.72712(10) 0.0389(7) Uani 1 1 d . . . . .
C23 C 0.1296(4) 0.2408(4) 0.76921(11) 0.0542(9) Uani 1 1 d . . . . .
H23 H 0.1580 0.3139 0.7818 0.065 Uiso 1 1 calc R . . . .
C24 C 0.0354(4) 0.1714(5) 0.79290(13) 0.0655(12) Uani 1 1 d . . . . .
H24 H -0.0016 0.1991 0.8209 0.079 Uiso 1 1 calc R . . . .
C25 C -0.0043(4) 0.0650(4) 0.77658(15) 0.0651(12) Uani 1 1 d . . . . .
H25 H -0.0696 0.0188 0.7927 0.078 Uiso 1 1 calc R . . . .
C26 C 0.0517(4) 0.0247(4) 0.73615(15) 0.0673(11) Uani 1 1 d . . . . .
H26 H 0.0275 -0.0508 0.7249 0.081 Uiso 1 1 calc R . . . .
C27 C 0.1429(4) 0.0944(3) 0.71217(12) 0.0552(9) Uani 1 1 d . . . . .
H27 H 0.1794 0.0655 0.6843 0.066 Uiso 1 1 calc R . . . .
C28 C 0.5485(4) 0.3898(3) 0.78252(12) 0.0523(9) Uani 1 1 d . . . . .
H28A H 0.4952 0.4305 0.8066 0.063 Uiso 1 1 calc R . . . .
H28B H 0.5893 0.4491 0.7618 0.063 Uiso 1 1 calc R . . . .
C29 C 0.6588(4) 0.3111(4) 0.80324(12) 0.0552(9) Uani 1 1 d . . . . .
H29A H 0.7461 0.3545 0.8073 0.066 Uiso 1 1 calc R . . . .
H29B H 0.6291 0.2795 0.8332 0.066 Uiso 1 1 calc R . . . .
C30 C 0.6746(4) 0.2135(4) 0.76853(13) 0.0585(10) Uani 1 1 d . . . . .
H30A H 0.6648 0.1356 0.7833 0.070 Uiso 1 1 calc R . . . .
H30B H 0.7657 0.2177 0.7536 0.070 Uiso 1 1 calc R . . . .
C31 C 0.5604(4) 0.2335(3) 0.73407(14) 0.0567(10) Uani 1 1 d . . . . .
H31A H 0.5962 0.2733 0.7065 0.068 Uiso 1 1 calc R . . . .
H31B H 0.5179 0.1579 0.7250 0.068 Uiso 1 1 calc R . . . .
C32 C 0.4572(4) 0.5858(3) 0.58360(11) 0.0417(7) Uani 1 1 d . . . . .
C33 C 0.5073(4) 0.6124(3) 0.54024(12) 0.0533(9) Uani 1 1 d . . . . .
H33 H 0.4505 0.6021 0.5142 0.064 Uiso 1 1 calc R . . . .
C34 C 0.6391(5) 0.6535(3) 0.53544(14) 0.0655(12) Uani 1 1 d . . . . .
H34 H 0.6717 0.6735 0.5059 0.079 Uiso 1 1 calc R . . . .
C35 C 0.7264(4) 0.6668(3) 0.57281(14) 0.0591(10) Uani 1 1 d . . . . .
C36 C 0.6739(4) 0.6424(3) 0.61612(13) 0.0532(9) Uani 1 1 d . . . . .
H36 H 0.7303 0.6539 0.6422 0.064 Uiso 1 1 calc R . . . .
C37 C 0.5414(4) 0.6020(3) 0.62155(12) 0.0468(8) Uani 1 1 d . . . . .
H37 H 0.5075 0.5852 0.6512 0.056 Uiso 1 1 calc R . . . .
C38 C 0.8727(5) 0.7076(5) 0.56680(19) 0.0866(15) Uani 1 1 d . . . . .
H38A H 0.8775 0.7929 0.5714 0.130 Uiso 1 1 calc GR . . . .
H38B H 0.9042 0.6883 0.5359 0.130 Uiso 1 1 calc GR . . . .
H38C H 0.9316 0.6681 0.5892 0.130 Uiso 1 1 calc GR . . . .


_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 1.427(2) . ?
S1 O2 1.437(2) . ?
S1 N2 1.621(3) . ?
S1 C32 1.763(4) . ?
N1 C3 1.390(4) . ?
N1 C4 1.353(5) . ?
N1 C10 1.463(5) . ?
N2 C11 1.487(3) . ?
N2 C18 1.490(4) . ?
N3 C21 1.458(4) . ?
N3 C28 1.458(5) . ?
N3 C31 1.440(4) . ?
C1 H1 1.0000 . ?
C1 C2 1.516(4) . ?
C1 C11 1.532(4) . ?
C1 C12 1.511(4) . ?
C2 C3 1.372(4) . ?
C2 C9 1.439(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.405(5) . ?
C4 C9 1.420(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.362(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.402(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.385(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.388(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.384(5) . ?
C12 C17 1.383(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.385(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.394(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.363(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(5) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.497(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.344(4) . ?
C20 C21 1.503(4) . ?
C20 C22 1.487(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.401(4) . ?
C22 C27 1.378(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.394(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.357(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.381(6) . ?
C26 H26 0.9500 . ?
C26 C27 1.381(5) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.524(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.512(6) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.518(5) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.394(4) . ?
C32 C37 1.394(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.373(6) . ?
C34 H34 0.9500 . ?
C34 C35 1.394(6) . ?
C35 C36 1.395(5) . ?
C35 C38 1.508(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.378(5) . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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
O1 S1 O2 120.11(16) . . ?
O1 S1 N2 107.11(14) . . ?
O1 S1 C32 108.28(16) . . ?
O2 S1 N2 106.74(14) . . ?
O2 S1 C32 107.88(15) . . ?
N2 S1 C32 105.88(15) . . ?
C3 N1 C10 124.7(3) . . ?
C4 N1 C3 108.7(3) . . ?
C4 N1 C10 126.4(3) . . ?
C11 N2 S1 116.4(2) . . ?
C11 N2 C18 117.3(3) . . ?
C18 N2 S1 116.6(2) . . ?
C21 N3 C28 113.0(3) . . ?
C31 N3 C21 112.6(3) . . ?
C31 N3 C28 103.5(3) . . ?
C2 C1 H1 107.3 . . ?
C2 C1 C11 107.4(2) . . ?
C11 C1 H1 107.3 . . ?
C12 C1 H1 107.3 . . ?
C12 C1 C2 113.4(2) . . ?
C12 C1 C11 113.7(2) . . ?
C3 C2 C1 128.5(3) . . ?
C3 C2 C9 106.8(3) . . ?
C9 C2 C1 124.4(3) . . ?
N1 C3 H3 125.2 . . ?
C2 C3 N1 109.6(3) . . ?
C2 C3 H3 125.2 . . ?
N1 C4 C5 130.0(3) . . ?
N1 C4 C9 108.8(3) . . ?
C5 C4 C9 121.2(4) . . ?
C4 C5 H5 121.2 . . ?
C6 C5 C4 117.7(4) . . ?
C6 C5 H5 121.2 . . ?
C5 C6 H6 119.0 . . ?
C5 C6 C7 122.0(3) . . ?
C7 C6 H6 119.0 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.7(4) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 120.5 . . ?
C7 C8 C9 119.0(3) . . ?
C9 C8 H8 120.5 . . ?
C4 C9 C2 106.1(3) . . ?
C8 C9 C2 134.4(3) . . ?
C8 C9 C4 119.5(3) . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
N1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C1 112.5(2) . . ?
N2 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
C1 C11 H11A 109.1 . . ?
C1 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C1 122.4(3) . . ?
C17 C12 C1 119.5(3) . . ?
C17 C12 C13 118.0(3) . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.2(3) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.8(3) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.5(3) . . ?
C17 C16 H16 119.8 . . ?
C12 C17 C16 121.1(3) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
N2 C18 H18A 109.2 . . ?
N2 C18 H18B 109.2 . . ?
N2 C18 C19 112.1(3) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C18 C19 H19 116.1 . . ?
C20 C19 C18 127.8(3) . . ?
C20 C19 H19 116.1 . . ?
C19 C20 C21 122.9(3) . . ?
C19 C20 C22 119.1(3) . . ?
C22 C20 C21 118.0(3) . . ?
N3 C21 C20 112.2(3) . . ?
N3 C21 H21A 109.2 . . ?
N3 C21 H21B 109.2 . . ?
C20 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C23 C22 C20 121.9(3) . . ?
C27 C22 C20 121.7(3) . . ?
C27 C22 C23 116.4(3) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.9(4) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 121.1(4) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 120.5 . . ?
C24 C25 C26 119.0(4) . . ?
C26 C25 H25 120.5 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(4) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 C26 122.6(4) . . ?
C22 C27 H27 118.7 . . ?
C26 C27 H27 118.7 . . ?
N3 C28 H28A 111.1 . . ?
N3 C28 H28B 111.1 . . ?
N3 C28 C29 103.1(3) . . ?
H28A C28 H28B 109.1 . . ?
C29 C28 H28A 111.1 . . ?
C29 C28 H28B 111.1 . . ?
C28 C29 H29A 111.1 . . ?
C28 C29 H29B 111.1 . . ?
H29A C29 H29B 109.0 . . ?
C30 C29 C28 103.5(3) . . ?
C30 C29 H29A 111.1 . . ?
C30 C29 H29B 111.1 . . ?
C29 C30 H30A 110.7 . . ?
C29 C30 H30B 110.7 . . ?
C29 C30 C31 105.3(3) . . ?
H30A C30 H30B 108.8 . . ?
C31 C30 H30A 110.7 . . ?
C31 C30 H30B 110.7 . . ?
N3 C31 C30 104.8(3) . . ?
N3 C31 H31A 110.8 . . ?
N3 C31 H31B 110.8 . . ?
C30 C31 H31A 110.8 . . ?
C30 C31 H31B 110.8 . . ?
H31A C31 H31B 108.9 . . ?
C33 C32 S1 120.1(3) . . ?
C37 C32 S1 120.1(3) . . ?
C37 C32 C33 119.5(3) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 C32 119.6(4) . . ?
C34 C33 H33 120.2 . . ?
C33 C34 H34 119.1 . . ?
C33 C34 C35 121.7(3) . . ?
C35 C34 H34 119.1 . . ?
C34 C35 C36 118.0(4) . . ?
C34 C35 C38 121.1(4) . . ?
C36 C35 C38 120.8(4) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 C35 120.9(4) . . ?
C37 C36 H36 119.6 . . ?
C32 C37 H37 119.9 . . ?
C36 C37 C32 120.2(3) . . ?
C36 C37 H37 119.9 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mjl18153_0m
_database_code_depnum_ccdc_archive 'CCDC 1838571'
loop_
_audit_author_name
_audit_author_address
'Min Shi'
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2018-04-20 deposited with the CCDC.	2019-03-12 downloaded from the CCDC.
;
_audit_creation_date             2018-04-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.03 svn.r3497 for OlexSys, GUI svn.r5486)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H26 N2 O2 S2'
_chemical_formula_sum            'C26 H26 N2 O2 S2'
_chemical_formula_weight         462.61
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2924 0.4247 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.42400(10)
_cell_length_b                   8.1480(2)
_cell_length_c                   11.8965(3)
_cell_angle_alpha                108.3570(10)
_cell_angle_beta                 103.5550(10)
_cell_angle_gamma                93.6680(10)
_cell_volume                     568.10(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.951
_cell_measurement_theta_min      7.079
_shelx_estimated_absorpt_T_max   0.928
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    1.516
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1016 before and 0.0670 after correction. The Ratio of minimum to maximum transmission is 0.7880. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13704
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.926
_diffrn_reflns_theta_min         7.076
_diffrn_ambient_temperature      170.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.938
_reflns_Friedel_fraction_full    0.921
_reflns_Friedel_fraction_max     0.921
_reflns_number_gt                4080
_reflns_number_total             4110
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 1931 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.073(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4110
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0684P)²+0.1838P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1010
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C16(H16), C17(H17),
 C18(H18), C21(H21), C22(H22), C24(H24), C25(H25)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.11260(16) 1.01360(12) 0.47423(11) 0.0460(3) Uani 1 1 d . . . . .
S2 S 0.87944(10) 0.52591(8) 0.76233(7) 0.0248(2) Uani 1 1 d . . . . .
O1 O 0.8761(4) 0.6969(3) 0.8452(2) 0.0348(6) Uani 1 1 d . . . . .
O2 O 1.0818(4) 0.4750(4) 0.7439(3) 0.0359(6) Uani 1 1 d . . . . .
N1 N 0.1014(4) 0.4306(4) 0.2460(2) 0.0249(6) Uani 1 1 d . . . . .
N2 N 0.7306(4) 0.5136(4) 0.6272(2) 0.0235(5) Uani 1 1 d . . . . .
C1 C 0.4857(5) 0.6446(4) 0.5061(3) 0.0193(6) Uani 1 1 d . . . . .
H1 H 0.622482 0.719271 0.515249 0.023 Uiso 1 1 calc R . . . .
C2 C 0.4566(5) 0.4868(4) 0.3865(3) 0.0195(6) Uani 1 1 d . . . . .
C3 C 0.6337(5) 0.3679(4) 0.4011(3) 0.0235(6) Uani 1 1 d . . . . .
H3 H 0.765092 0.409766 0.380659 0.028 Uiso 1 1 calc R . . . .
C4 C 0.5217(6) 0.1934(4) 0.3071(3) 0.0289(7) Uani 1 1 d . . . . .
H4 H 0.595475 0.099318 0.275407 0.035 Uiso 1 1 calc R . . . .
C5 C 0.3079(6) 0.1867(4) 0.2736(3) 0.0291(7) Uani 1 1 d . . . . .
H5 H 0.210444 0.085318 0.218817 0.035 Uiso 1 1 calc R . . . .
C6 C 0.2380(5) 0.3598(4) 0.3333(3) 0.0232(6) Uani 1 1 d . . . . .
H6 H 0.169311 0.354989 0.399711 0.028 Uiso 1 1 calc R . . . .
C7 C 0.2422(5) 0.5240(4) 0.2066(3) 0.0247(6) Uani 1 1 d . . . . .
C8 C 0.1898(6) 0.5874(5) 0.1089(3) 0.0332(8) Uani 1 1 d . . . . .
H8 H 0.045701 0.565725 0.058124 0.040 Uiso 1 1 calc R . . . .
C9 C 0.3541(7) 0.6829(5) 0.0883(3) 0.0375(8) Uani 1 1 d . . . . .
H9 H 0.321525 0.728897 0.023091 0.045 Uiso 1 1 calc R . . . .
C10 C 0.5661(7) 0.7127(5) 0.1612(3) 0.0343(8) Uani 1 1 d . . . . .
H10 H 0.677055 0.776731 0.144530 0.041 Uiso 1 1 calc R . . . .
C11 C 0.6159(6) 0.6489(4) 0.2584(3) 0.0266(7) Uani 1 1 d . . . . .
H11 H 0.760327 0.669185 0.308501 0.032 Uiso 1 1 calc R . . . .
C12 C 0.4533(5) 0.5559(4) 0.2810(3) 0.0223(6) Uani 1 1 d . . . . .
C13 C -0.0836(6) 0.3125(5) 0.1531(3) 0.0353(8) Uani 1 1 d . . . . .
H13A H -0.173425 0.378923 0.110304 0.053 Uiso 1 1 calc GR . . . .
H13B H -0.169574 0.256786 0.192799 0.053 Uiso 1 1 calc GR . . . .
H13C H -0.032005 0.222570 0.093714 0.053 Uiso 1 1 calc GR . . . .
C14 C 0.6957(6) 0.3435(4) 0.5273(3) 0.0268(7) Uani 1 1 d . . . . .
H14A H 0.578640 0.264023 0.533240 0.032 Uiso 1 1 calc R . . . .
H14B H 0.829546 0.289383 0.536059 0.032 Uiso 1 1 calc R . . . .
C15 C 0.3135(5) 0.7626(4) 0.5045(3) 0.0204(6) Uani 1 1 d . . . . .
C16 C 0.3103(6) 0.8884(5) 0.4506(3) 0.0309(7) Uani 1 1 d . . . . .
H16 H 0.408189 0.904052 0.404770 0.037 Uiso 1 1 calc R . . . .
C17 C 0.0176(4) 0.9096(4) 0.5578(3) 0.0167(5) Uani 1 1 d . . . . .
H17 H -0.098368 0.937334 0.594047 0.020 Uiso 1 1 calc R . . . .
C18 C 0.1465(5) 0.7672(4) 0.5651(3) 0.0255(6) Uani 1 1 d . . . . .
H18 H 0.120425 0.687691 0.605679 0.031 Uiso 1 1 calc R . . . .
C19 C 0.5277(5) 0.5909(4) 0.6204(3) 0.0222(6) Uani 1 1 d . . . . .
H19A H 0.543372 0.694000 0.694954 0.027 Uiso 1 1 calc R . . . .
H19B H 0.406179 0.504215 0.613856 0.027 Uiso 1 1 calc R . . . .
C20 C 0.7521(5) 0.3681(4) 0.8066(3) 0.0233(6) Uani 1 1 d . . . . .
C21 C 0.5704(6) 0.4020(5) 0.8501(3) 0.0295(7) Uani 1 1 d . . . . .
H21 H 0.518108 0.510293 0.857512 0.035 Uiso 1 1 calc R . . . .
C22 C 0.4672(6) 0.2773(5) 0.8823(3) 0.0324(8) Uani 1 1 d . . . . .
H22 H 0.342491 0.299696 0.911295 0.039 Uiso 1 1 calc R . . . .
C23 C 0.5442(6) 0.1175(5) 0.8727(3) 0.0317(8) Uani 1 1 d . . . . .
C24 C 0.7246(6) 0.0863(5) 0.8291(3) 0.0328(8) Uani 1 1 d . . . . .
H24 H 0.777620 -0.021724 0.821849 0.039 Uiso 1 1 calc R . . . .
C25 C 0.8296(6) 0.2108(4) 0.7955(3) 0.0273(7) Uani 1 1 d . . . . .
H25 H 0.952986 0.188102 0.765314 0.033 Uiso 1 1 calc R . . . .
C26 C 0.4358(9) -0.0153(6) 0.9125(4) 0.0523(12) Uani 1 1 d . . . . .
H26A H 0.542037 -0.085572 0.939622 0.078 Uiso 1 1 calc GR . . . .
H26B H 0.318418 -0.091735 0.843355 0.078 Uiso 1 1 calc GR . . . .
H26C H 0.376444 0.044918 0.980601 0.078 Uiso 1 1 calc GR . . . .


_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 C16 1.698(3) . ?
S1 C17 1.682(3) . ?
S2 O1 1.436(3) . ?
S2 O2 1.433(3) . ?
S2 N2 1.635(3) . ?
S2 C20 1.760(3) . ?
N1 C6 1.482(4) . ?
N1 C7 1.397(4) . ?
N1 C13 1.458(4) . ?
N2 C14 1.477(4) . ?
N2 C19 1.480(4) . ?
C1 H1 1.0000 . ?
C1 C2 1.551(4) . ?
C1 C15 1.512(4) . ?
C1 C19 1.527(4) . ?
C2 C3 1.555(4) . ?
C2 C6 1.558(4) . ?
C2 C12 1.525(4) . ?
C3 H3 1.0000 . ?
C3 C4 1.510(5) . ?
C3 C14 1.540(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.330(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.515(4) . ?
C6 H6 1.0000 . ?
C7 C8 1.396(5) . ?
C7 C12 1.392(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.384(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.392(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.377(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.369(5) . ?
C15 C18 1.422(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C17 C18 1.480(4) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.393(5) . ?
C20 C25 1.383(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.377(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.403(6) . ?
C23 C24 1.384(6) . ?
C23 C26 1.503(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.392(5) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 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
C17 S1 C16 95.09(16) . . ?
O1 S2 N2 106.57(14) . . ?
O1 S2 C20 109.03(15) . . ?
O2 S2 O1 119.54(16) . . ?
O2 S2 N2 105.89(15) . . ?
O2 S2 C20 108.08(16) . . ?
N2 S2 C20 107.08(14) . . ?
C7 N1 C6 106.8(2) . . ?
C7 N1 C13 117.8(3) . . ?
C13 N1 C6 117.4(3) . . ?
C14 N2 S2 116.8(2) . . ?
C14 N2 C19 110.3(2) . . ?
C19 N2 S2 118.3(2) . . ?
C2 C1 H1 105.2 . . ?
C15 C1 H1 105.2 . . ?
C15 C1 C2 116.0(2) . . ?
C15 C1 C19 111.7(2) . . ?
C19 C1 H1 105.2 . . ?
C19 C1 C2 112.4(2) . . ?
C1 C2 C3 111.7(2) . . ?
C1 C2 C6 118.4(2) . . ?
C3 C2 C6 105.0(2) . . ?
C12 C2 C1 108.6(2) . . ?
C12 C2 C3 112.5(2) . . ?
C12 C2 C6 100.3(2) . . ?
C2 C3 H3 110.8 . . ?
C4 C3 C2 102.0(3) . . ?
C4 C3 H3 110.8 . . ?
C4 C3 C14 107.5(3) . . ?
C14 C3 C2 114.6(3) . . ?
C14 C3 H3 110.8 . . ?
C3 C4 H4 123.9 . . ?
C5 C4 C3 112.2(3) . . ?
C5 C4 H4 123.9 . . ?
C4 C5 H5 124.0 . . ?
C4 C5 C6 112.0(3) . . ?
C6 C5 H5 124.0 . . ?
N1 C6 C2 104.8(2) . . ?
N1 C6 C5 114.6(3) . . ?
N1 C6 H6 111.5 . . ?
C2 C6 H6 111.5 . . ?
C5 C6 C2 102.3(3) . . ?
C5 C6 H6 111.5 . . ?
C8 C7 N1 127.4(3) . . ?
C12 C7 N1 111.6(3) . . ?
C12 C7 C8 121.0(3) . . ?
C7 C8 H8 121.0 . . ?
C9 C8 C7 118.0(3) . . ?
C9 C8 H8 121.0 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.3(3) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C7 C12 C2 109.0(3) . . ?
C11 C12 C2 130.3(3) . . ?
C11 C12 C7 120.4(3) . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C14 C3 110.4(3) . . ?
N2 C14 H14A 109.6 . . ?
N2 C14 H14B 109.6 . . ?
C3 C14 H14A 109.6 . . ?
C3 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C1 123.1(3) . . ?
C16 C15 C18 111.5(3) . . ?
C18 C15 C1 125.3(3) . . ?
S1 C16 H16 123.6 . . ?
C15 C16 S1 112.8(3) . . ?
C15 C16 H16 123.6 . . ?
S1 C17 H17 126.0 . . ?
C18 C17 S1 108.0(2) . . ?
C18 C17 H17 126.0 . . ?
C15 C18 C17 112.6(3) . . ?
C15 C18 H18 123.7 . . ?
C17 C18 H18 123.7 . . ?
N2 C19 C1 106.6(2) . . ?
N2 C19 H19A 110.4 . . ?
N2 C19 H19B 110.4 . . ?
C1 C19 H19A 110.4 . . ?
C1 C19 H19B 110.4 . . ?
H19A C19 H19B 108.6 . . ?
C21 C20 S2 119.3(3) . . ?
C25 C20 S2 120.0(3) . . ?
C25 C20 C21 120.7(3) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 C20 119.5(3) . . ?
C22 C21 H21 120.3 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.7(3) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C26 120.4(4) . . ?
C24 C23 C22 118.8(3) . . ?
C24 C23 C26 120.7(4) . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 121.0(3) . . ?
C25 C24 H24 119.5 . . ?
C20 C25 C24 119.2(3) . . ?
C20 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
