# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# 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. 
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#######################################################################

data_mo_dm16490_0m
_database_code_depnum_ccdc_archive 'CCDC 1498705'
_audit_update_record             
;
2016-08-11 deposited with the CCDC.
2018-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H23 N O2 S'
_chemical_formula_weight         413.51

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           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

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

_cell_length_a                   12.1152(14)
_cell_length_b                   14.1577(18)
_cell_length_c                   24.768(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.519(2)
_cell_angle_gamma                90
_cell_volume                     4240.2(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4586
_cell_measurement_theta_min      4.654
_cell_measurement_theta_max      47.909

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.175
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6608
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            15242
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.215
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.812
_diffrn_reflns_point_group_measured_fraction_full 0.818
_reflns_number_total             6780
_reflns_number_gt                5461
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.624
_reflns_Friedel_fraction_max     0.625
_reflns_Friedel_fraction_full    0.637

_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)+(0.0475P)²+0.8129P] 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       0.00130(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1862 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.03(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6780
_refine_ls_number_parameters     544
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.015
_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 0.33070(7) 0.94574(6) 0.39527(5) 0.0591(3) Uani 1 1 d . . . . .
S2 S 0.67684(7) 0.81637(6) 0.60588(4) 0.0561(3) Uani 1 1 d . . . . .
N1 N 0.4250(2) 0.93570(18) 0.35052(13) 0.0470(7) Uani 1 1 d . . . . .
N2 N 0.5861(2) 0.82010(19) 0.65283(13) 0.0475(7) Uani 1 1 d . . . . .
O1 O 0.3316(3) 0.85852(19) 0.42448(15) 0.0796(9) Uani 1 1 d . . . . .
O2 O 0.2330(2) 0.9759(2) 0.36502(15) 0.0800(10) Uani 1 1 d . . . . .
O3 O 0.7792(2) 0.7911(2) 0.63378(15) 0.0791(9) Uani 1 1 d . . . . .
O4 O 0.6665(3) 0.90377(19) 0.57709(14) 0.0763(9) Uani 1 1 d . . . . .
C1 C 0.4293(3) 1.0089(3) 0.30781(16) 0.0552(9) Uani 1 1 d . . . . .
H1A H 0.3576 1.0104 0.2881 0.066 Uiso 1 1 calc R U . . .
H1B H 0.4827 0.9885 0.2826 0.066 Uiso 1 1 calc R U . . .
C2 C 0.4583(3) 1.1086(2) 0.32483(16) 0.0505(9) Uani 1 1 d . . . . .
C3 C 0.3931(4) 1.1828(3) 0.3043(2) 0.0659(12) Uani 1 1 d . . . . .
H3 H 0.3302 1.1698 0.2821 0.079 Uiso 1 1 calc R U . . .
C4 C 0.4205(5) 1.2758(3) 0.3163(2) 0.0791(14) Uani 1 1 d . . . . .
H4 H 0.3765 1.3245 0.3019 0.095 Uiso 1 1 calc R U . . .
C5 C 0.5114(5) 1.2960(3) 0.3492(2) 0.0743(14) Uani 1 1 d . . . . .
H5 H 0.5290 1.3586 0.3571 0.089 Uiso 1 1 calc R U . . .
C6 C 0.5781(3) 1.2242(3) 0.37094(19) 0.0639(11) Uani 1 1 d . . . . .
H6 H 0.6403 1.2387 0.3933 0.077 Uiso 1 1 calc R U . . .
C7 C 0.5517(3) 1.1296(3) 0.35910(16) 0.0491(9) Uani 1 1 d . . . . .
C8 C 0.6214(3) 1.0561(2) 0.38391(16) 0.0484(8) Uani 1 1 d . . . . .
C9 C 0.7291(3) 1.0599(3) 0.41727(19) 0.0658(11) Uani 1 1 d . . . . .
H9A H 0.7244 1.0897 0.4523 0.079 Uiso 1 1 calc R U . . .
H9B H 0.7904 1.0850 0.3983 0.079 Uiso 1 1 calc R U . . .
C10 C 0.7235(3) 0.9491(3) 0.4186(2) 0.0664(12) Uani 1 1 d . . . . .
H10A H 0.7805 0.9178 0.3993 0.080 Uiso 1 1 calc R U . . .
H10B H 0.7174 0.9225 0.4544 0.080 Uiso 1 1 calc R U . . .
C11 C 0.6140(3) 0.9606(2) 0.38607(16) 0.0491(9) Uani 1 1 d . . . . .
C12 C 0.5298(3) 0.8943(2) 0.36772(15) 0.0454(8) Uani 1 1 d . . . . .
C13 C 0.5489(3) 0.8010(2) 0.36374(17) 0.0499(9) Uani 1 1 d . . . . .
H13 H 0.6164 0.7822 0.3801 0.060 Uiso 1 1 calc R U . . .
C14 C 0.4848(3) 0.7236(2) 0.33887(15) 0.0480(9) Uani 1 1 d . . . . .
C15 C 0.5413(4) 0.6387(3) 0.33210(18) 0.0620(11) Uani 1 1 d . . . . .
H15 H 0.6143 0.6334 0.3457 0.074 Uiso 1 1 calc R U . . .
C16 C 0.4916(5) 0.5629(3) 0.3059(2) 0.0764(14) Uani 1 1 d . . . . .
H16 H 0.5308 0.5070 0.3021 0.092 Uiso 1 1 calc R U . . .
C17 C 0.3858(5) 0.5695(3) 0.2856(2) 0.0805(14) Uani 1 1 d . . . . .
H17 H 0.3528 0.5187 0.2671 0.097 Uiso 1 1 calc R U . . .
C18 C 0.3260(4) 0.6519(3) 0.29235(19) 0.0694(12) Uani 1 1 d . . . . .
H18 H 0.2526 0.6558 0.2792 0.083 Uiso 1 1 calc R U . . .
C19 C 0.3759(3) 0.7280(3) 0.31860(18) 0.0573(10) Uani 1 1 d . . . . .
H19 H 0.3357 0.7832 0.3228 0.069 Uiso 1 1 calc R U . . .
C20 C 0.3711(3) 1.0354(2) 0.44144(16) 0.0498(9) Uani 1 1 d . . . . .
C21 C 0.3293(3) 1.1261(3) 0.43435(18) 0.0544(9) Uani 1 1 d . . . . .
H21 H 0.2762 1.1390 0.4066 0.065 Uiso 1 1 calc R U . . .
C22 C 0.3674(3) 1.1964(3) 0.46871(17) 0.0560(10) Uani 1 1 d . . . . .
H22 H 0.3386 1.2569 0.4640 0.067 Uiso 1 1 calc R U . . .
C23 C 0.4470(3) 1.1804(3) 0.51008(16) 0.0543(9) Uani 1 1 d . . . . .
C24 C 0.4853(3) 1.0886(3) 0.51673(17) 0.0619(10) Uani 1 1 d . . . . .
H24 H 0.5375 1.0752 0.5448 0.074 Uiso 1 1 calc R U . . .
C25 C 0.4481(3) 1.0169(3) 0.48296(17) 0.0596(10) Uani 1 1 d . . . . .
H25 H 0.4751 0.9559 0.4883 0.072 Uiso 1 1 calc R U . . .
C26 C 0.4894(4) 1.2595(3) 0.5458(2) 0.0791(13) Uani 1 1 d . . . . .
H26A H 0.5227 1.2340 0.5788 0.119 Uiso 1 1 calc R U . . .
H26B H 0.4291 1.3001 0.5538 0.119 Uiso 1 1 calc R U . . .
H26C H 0.5435 1.2950 0.5276 0.119 Uiso 1 1 calc R U . . .
C27 C 0.5901(4) 0.7448(3) 0.69455(17) 0.0583(10) Uani 1 1 d . . . . .
H27A H 0.5404 0.7627 0.7220 0.070 Uiso 1 1 calc R U . . .
H27B H 0.6642 0.7437 0.7117 0.070 Uiso 1 1 calc R U . . .
C28 C 0.5609(4) 0.6444(3) 0.67665(16) 0.0571(10) Uani 1 1 d . . . . .
C29 C 0.6290(4) 0.5730(3) 0.6960(2) 0.0721(13) Uani 1 1 d . . . . .
H29 H 0.6920 0.5873 0.7179 0.086 Uiso 1 1 calc R U . . .
C30 C 0.6043(5) 0.4794(3) 0.6830(2) 0.0908(17) Uani 1 1 d . . . . .
H30 H 0.6510 0.4313 0.6960 0.109 Uiso 1 1 calc R U . . .
C31 C 0.5109(6) 0.4582(3) 0.6510(2) 0.0879(18) Uani 1 1 d . . . . .
H31 H 0.4935 0.3957 0.6425 0.106 Uiso 1 1 calc R U . . .
C32 C 0.4441(4) 0.5294(3) 0.6317(2) 0.0725(13) Uani 1 1 d . . . . .
H32 H 0.3813 0.5145 0.6098 0.087 Uiso 1 1 calc R U . . .
C33 C 0.4668(4) 0.6237(3) 0.64357(17) 0.0585(11) Uani 1 1 d . . . . .
C34 C 0.3938(3) 0.6967(3) 0.62097(18) 0.0604(10) Uani 1 1 d . . . . .
C35 C 0.2847(4) 0.6912(3) 0.5881(2) 0.0833(14) Uani 1 1 d . . . . .
H35A H 0.2251 0.6636 0.6072 0.100 Uiso 1 1 calc R U . . .
H35B H 0.2895 0.6630 0.5526 0.100 Uiso 1 1 calc R U . . .
C36 C 0.2858(4) 0.8009(3) 0.5880(3) 0.0854(15) Uani 1 1 d . . . . .
H36A H 0.2892 0.8291 0.5525 0.102 Uiso 1 1 calc R U . . .
H36B H 0.2284 0.8297 0.6082 0.102 Uiso 1 1 calc R U . . .
C37 C 0.3964(3) 0.7919(3) 0.61924(19) 0.0609(11) Uani 1 1 d . . . . .
C38 C 0.4783(3) 0.8596(3) 0.63838(16) 0.0509(9) Uani 1 1 d . . . . .
C39 C 0.4560(3) 0.9514(3) 0.64476(19) 0.0560(10) Uani 1 1 d . . . . .
H39 H 0.3858 0.9685 0.6308 0.067 Uiso 1 1 calc R U . . .
C40 C 0.5189(3) 1.0306(2) 0.66908(15) 0.0504(9) Uani 1 1 d . . . . .
C41 C 0.6281(4) 1.0279(3) 0.6883(2) 0.0659(12) Uani 1 1 d . . . . .
H41 H 0.6688 0.9728 0.6847 0.079 Uiso 1 1 calc R U . . .
C42 C 0.6776(4) 1.1059(3) 0.7128(2) 0.0816(14) Uani 1 1 d . . . . .
H42 H 0.7520 1.1034 0.7244 0.098 Uiso 1 1 calc R U . . .
C43 C 0.6183(4) 1.1875(3) 0.7201(2) 0.0746(13) Uani 1 1 d . . . . .
H43 H 0.6511 1.2388 0.7382 0.089 Uiso 1 1 calc R U . . .
C44 C 0.5114(4) 1.1917(3) 0.70063(18) 0.0661(11) Uani 1 1 d . . . . .
H44 H 0.4710 1.2468 0.7046 0.079 Uiso 1 1 calc R U . . .
C45 C 0.4626(4) 1.1156(3) 0.67519(17) 0.0596(10) Uani 1 1 d . . . . .
H45 H 0.3896 1.1205 0.6615 0.072 Uiso 1 1 calc R U . . .
C46 C 0.6392(3) 0.7249(2) 0.56064(15) 0.0480(8) Uani 1 1 d . . . . .
C47 C 0.6879(3) 0.6369(3) 0.56669(16) 0.0519(9) Uani 1 1 d . . . . .
H47 H 0.7451 0.6273 0.5929 0.062 Uiso 1 1 calc R U . . .
C48 C 0.6509(3) 0.5634(3) 0.53355(16) 0.0561(10) Uani 1 1 d . . . . .
H48 H 0.6833 0.5041 0.5380 0.067 Uiso 1 1 calc R U . . .
C49 C 0.5678(3) 0.5759(3) 0.49435(16) 0.0540(9) Uani 1 1 d . . . . .
C50 C 0.5211(3) 0.6647(3) 0.48734(16) 0.0598(10) Uani 1 1 d . . . . .
H50 H 0.4653 0.6742 0.4604 0.072 Uiso 1 1 calc R U . . .
C51 C 0.5565(3) 0.7390(3) 0.51993(16) 0.0564(10) Uani 1 1 d . . . . .
H51 H 0.5251 0.7985 0.5147 0.068 Uiso 1 1 calc R U . . .
C52 C 0.5251(4) 0.4941(3) 0.4596(2) 0.0817(14) Uani 1 1 d . . . . .
H52A H 0.5641 0.4375 0.4705 0.123 Uiso 1 1 calc R U . . .
H52B H 0.5366 0.5072 0.4223 0.123 Uiso 1 1 calc R U . . .
H52C H 0.4475 0.4857 0.4640 0.123 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 1.427(3) . ?
S1 O1 1.431(3) . ?
S1 N1 1.646(3) . ?
S1 C20 1.758(4) . ?
S2 O3 1.428(3) . ?
S2 O4 1.430(3) . ?
S2 N2 1.649(3) . ?
S2 C46 1.754(4) . ?
N1 C12 1.439(4) . ?
N1 C1 1.484(5) . ?
N2 C38 1.446(5) . ?
N2 C27 1.484(5) . ?
C1 C2 1.508(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.392(5) . ?
C2 C7 1.404(5) . ?
C3 C4 1.386(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.359(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.405(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.452(5) . ?
C8 C11 1.356(5) . ?
C8 C9 1.502(5) . ?
C9 C10 1.570(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.518(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.439(5) . ?
C12 C13 1.346(5) . ?
C13 C14 1.457(5) . ?
C13 H13 0.9300 . ?
C14 C19 1.384(5) . ?
C14 C15 1.399(5) . ?
C15 C16 1.374(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.352(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.388(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C25 1.371(6) . ?
C20 C21 1.387(5) . ?
C21 C22 1.371(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.382(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.387(5) . ?
C23 C26 1.497(6) . ?
C24 C25 1.373(6) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.523(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.373(6) . ?
C28 C33 1.393(6) . ?
C29 C30 1.392(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.376(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.361(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.392(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.451(6) . ?
C34 C37 1.348(5) . ?
C34 C35 1.511(6) . ?
C35 C36 1.553(6) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.511(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.439(5) . ?
C38 C39 1.340(5) . ?
C39 C40 1.464(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.379(6) . ?
C40 C45 1.396(5) . ?
C41 C42 1.378(6) . ?
C41 H41 0.9300 . ?
C42 C43 1.379(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.356(6) . ?
C43 H43 0.9300 . ?
C44 C45 1.364(6) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 C47 1.382(5) . ?
C46 C51 1.392(5) . ?
C47 C48 1.384(5) . ?
C47 H47 0.9300 . ?
C48 C49 1.367(5) . ?
C48 H48 0.9300 . ?
C49 C50 1.385(5) . ?
C49 C52 1.515(6) . ?
C50 C51 1.379(6) . ?
C50 H50 0.9300 . ?
C51 H51 0.9300 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 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 120.3(2) . . ?
O2 S1 N1 105.09(19) . . ?
O1 S1 N1 106.37(16) . . ?
O2 S1 C20 108.32(18) . . ?
O1 S1 C20 107.5(2) . . ?
N1 S1 C20 108.86(16) . . ?
O3 S2 O4 120.31(19) . . ?
O3 S2 N2 105.29(19) . . ?
O4 S2 N2 106.40(16) . . ?
O3 S2 C46 107.98(18) . . ?
O4 S2 C46 107.98(19) . . ?
N2 S2 C46 108.39(16) . . ?
C12 N1 C1 115.2(3) . . ?
C12 N1 S1 118.2(3) . . ?
C1 N1 S1 118.4(2) . . ?
C38 N2 C27 116.1(3) . . ?
C38 N2 S2 118.0(3) . . ?
C27 N2 S2 118.3(2) . . ?
N1 C1 C2 118.2(3) . . ?
N1 C1 H1A 107.8 . . ?
C2 C1 H1A 107.8 . . ?
N1 C1 H1B 107.8 . . ?
C2 C1 H1B 107.8 . . ?
H1A C1 H1B 107.1 . . ?
C3 C2 C7 118.6(4) . . ?
C3 C2 C1 119.1(4) . . ?
C7 C2 C1 122.2(3) . . ?
C4 C3 C2 121.0(5) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 120.2(4) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C7 119.9(4) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C2 C7 C6 119.6(4) . . ?
C2 C7 C8 122.0(3) . . ?
C6 C7 C8 118.4(4) . . ?
C11 C8 C7 133.8(3) . . ?
C11 C8 C9 94.1(3) . . ?
C7 C8 C9 132.1(3) . . ?
C8 C9 C10 86.5(3) . . ?
C8 C9 H9A 114.2 . . ?
C10 C9 H9A 114.2 . . ?
C8 C9 H9B 114.2 . . ?
C10 C9 H9B 114.2 . . ?
H9A C9 H9B 111.4 . . ?
C11 C10 C9 85.4(3) . . ?
C11 C10 H10A 114.4 . . ?
C9 C10 H10A 114.4 . . ?
C11 C10 H10B 114.4 . . ?
C9 C10 H10B 114.4 . . ?
H10A C10 H10B 111.5 . . ?
C8 C11 C12 133.2(3) . . ?
C8 C11 C10 94.0(3) . . ?
C12 C11 C10 132.6(3) . . ?
C13 C12 N1 122.0(3) . . ?
C13 C12 C11 122.8(3) . . ?
N1 C12 C11 115.0(3) . . ?
C12 C13 C14 132.8(4) . . ?
C12 C13 H13 113.6 . . ?
C14 C13 H13 113.6 . . ?
C19 C14 C15 117.2(4) . . ?
C19 C14 C13 126.2(3) . . ?
C15 C14 C13 116.5(4) . . ?
C16 C15 C14 121.7(4) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C17 C16 C15 119.9(4) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.3(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 119.8(4) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C14 121.1(4) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
C25 C20 C21 119.9(4) . . ?
C25 C20 S1 120.0(3) . . ?
C21 C20 S1 120.1(3) . . ?
C22 C21 C20 119.2(4) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 122.3(3) . . ?
C21 C22 H22 118.9 . . ?
C23 C22 H22 118.9 . . ?
C22 C23 C24 117.0(4) . . ?
C22 C23 C26 120.9(4) . . ?
C24 C23 C26 122.1(4) . . ?
C25 C24 C23 121.7(4) . . ?
C25 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
C20 C25 C24 119.9(4) . . ?
C20 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C27 C28 118.1(3) . . ?
N2 C27 H27A 107.8 . . ?
C28 C27 H27A 107.8 . . ?
N2 C27 H27B 107.8 . . ?
C28 C27 H27B 107.8 . . ?
H27A C27 H27B 107.1 . . ?
C29 C28 C33 120.2(4) . . ?
C29 C28 C27 117.5(4) . . ?
C33 C28 C27 122.3(4) . . ?
C28 C29 C30 120.3(5) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C31 C30 C29 119.9(5) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C32 C31 C30 119.5(5) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
C31 C32 C33 122.0(5) . . ?
C31 C32 H32 119.0 . . ?
C33 C32 H32 119.0 . . ?
C32 C33 C28 118.1(4) . . ?
C32 C33 C34 119.6(4) . . ?
C28 C33 C34 122.3(4) . . ?
C37 C34 C33 135.2(4) . . ?
C37 C34 C35 93.2(4) . . ?
C33 C34 C35 131.6(4) . . ?
C34 C35 C36 86.7(3) . . ?
C34 C35 H35A 114.2 . . ?
C36 C35 H35A 114.2 . . ?
C34 C35 H35B 114.2 . . ?
C36 C35 H35B 114.2 . . ?
H35A C35 H35B 111.4 . . ?
C37 C36 C35 85.5(4) . . ?
C37 C36 H36A 114.4 . . ?
C35 C36 H36A 114.4 . . ?
C37 C36 H36B 114.4 . . ?
C35 C36 H36B 114.4 . . ?
H36A C36 H36B 111.5 . . ?
C34 C37 C38 132.2(4) . . ?
C34 C37 C36 94.6(3) . . ?
C38 C37 C36 133.2(4) . . ?
C39 C38 C37 123.1(4) . . ?
C39 C38 N2 122.1(3) . . ?
C37 C38 N2 114.7(3) . . ?
C38 C39 C40 133.5(4) . . ?
C38 C39 H39 113.2 . . ?
C40 C39 H39 113.2 . . ?
C41 C40 C45 116.8(4) . . ?
C41 C40 C39 125.7(3) . . ?
C45 C40 C39 117.4(4) . . ?
C42 C41 C40 120.8(4) . . ?
C42 C41 H41 119.6 . . ?
C40 C41 H41 119.6 . . ?
C41 C42 C43 120.9(4) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C44 C43 C42 118.9(4) . . ?
C44 C43 H43 120.5 . . ?
C42 C43 H43 120.5 . . ?
C43 C44 C45 120.5(4) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 H44 119.7 . . ?
C44 C45 C40 122.0(4) . . ?
C44 C45 H45 119.0 . . ?
C40 C45 H45 119.0 . . ?
C47 C46 C51 119.4(4) . . ?
C47 C46 S2 120.2(3) . . ?
C51 C46 S2 120.3(3) . . ?
C48 C47 C46 119.6(4) . . ?
C48 C47 H47 120.2 . . ?
C46 C47 H47 120.2 . . ?
C49 C48 C47 121.5(3) . . ?
C49 C48 H48 119.3 . . ?
C47 C48 H48 119.3 . . ?
C48 C49 C50 118.9(4) . . ?
C48 C49 C52 121.0(4) . . ?
C50 C49 C52 120.0(4) . . ?
C51 C50 C49 120.7(4) . . ?
C51 C50 H50 119.7 . . ?
C49 C50 H50 119.7 . . ?
C50 C51 C46 119.9(4) . . ?
C50 C51 H51 120.1 . . ?
C46 C51 H51 120.1 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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 C12 -172.1(3) . . . . ?
O1 S1 N1 C12 -43.5(3) . . . . ?
C20 S1 N1 C12 72.1(3) . . . . ?
O2 S1 N1 C1 40.8(3) . . . . ?
O1 S1 N1 C1 169.4(3) . . . . ?
C20 S1 N1 C1 -75.0(3) . . . . ?
O3 S2 N2 C38 169.6(3) . . . . ?
O4 S2 N2 C38 40.9(3) . . . . ?
C46 S2 N2 C38 -75.0(3) . . . . ?
O3 S2 N2 C27 -42.0(3) . . . . ?
O4 S2 N2 C27 -170.7(3) . . . . ?
C46 S2 N2 C27 73.4(3) . . . . ?
C12 N1 C1 C2 -83.6(4) . . . . ?
S1 N1 C1 C2 64.5(4) . . . . ?
N1 C1 C2 C3 -131.9(4) . . . . ?
N1 C1 C2 C7 50.8(5) . . . . ?
C7 C2 C3 C4 1.3(6) . . . . ?
C1 C2 C3 C4 -176.2(4) . . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C3 C4 C5 C6 0.2(8) . . . . ?
C4 C5 C6 C7 -0.1(7) . . . . ?
C3 C2 C7 C6 -1.2(6) . . . . ?
C1 C2 C7 C6 176.2(4) . . . . ?
C3 C2 C7 C8 177.5(4) . . . . ?
C1 C2 C7 C8 -5.1(6) . . . . ?
C5 C6 C7 C2 0.6(6) . . . . ?
C5 C6 C7 C8 -178.1(4) . . . . ?
C2 C7 C8 C11 -6.9(7) . . . . ?
C6 C7 C8 C11 171.9(4) . . . . ?
C2 C7 C8 C9 173.7(4) . . . . ?
C6 C7 C8 C9 -7.6(6) . . . . ?
C11 C8 C9 C10 1.7(3) . . . . ?
C7 C8 C9 C10 -178.7(4) . . . . ?
C8 C9 C10 C11 -1.5(3) . . . . ?
C7 C8 C11 C12 -5.2(8) . . . . ?
C9 C8 C11 C12 174.4(5) . . . . ?
C7 C8 C11 C10 178.7(4) . . . . ?
C9 C8 C11 C10 -1.7(4) . . . . ?
C9 C10 C11 C8 1.6(3) . . . . ?
C9 C10 C11 C12 -174.5(4) . . . . ?
C1 N1 C12 C13 -120.9(4) . . . . ?
S1 N1 C12 C13 91.0(4) . . . . ?
C1 N1 C12 C11 55.3(4) . . . . ?
S1 N1 C12 C11 -92.8(4) . . . . ?
C8 C11 C12 C13 165.4(4) . . . . ?
C10 C11 C12 C13 -19.9(7) . . . . ?
C8 C11 C12 N1 -10.8(6) . . . . ?
C10 C11 C12 N1 163.9(4) . . . . ?
N1 C12 C13 C14 7.3(7) . . . . ?
C11 C12 C13 C14 -168.6(4) . . . . ?
C12 C13 C14 C19 -9.9(7) . . . . ?
C12 C13 C14 C15 166.1(4) . . . . ?
C19 C14 C15 C16 0.8(6) . . . . ?
C13 C14 C15 C16 -175.6(4) . . . . ?
C14 C15 C16 C17 0.4(7) . . . . ?
C15 C16 C17 C18 -1.6(8) . . . . ?
C16 C17 C18 C19 1.7(8) . . . . ?
C17 C18 C19 C14 -0.5(7) . . . . ?
C15 C14 C19 C18 -0.7(6) . . . . ?
C13 C14 C19 C18 175.2(4) . . . . ?
O2 S1 C20 C25 166.2(3) . . . . ?
O1 S1 C20 C25 34.8(4) . . . . ?
N1 S1 C20 C25 -80.0(3) . . . . ?
O2 S1 C20 C21 -17.1(4) . . . . ?
O1 S1 C20 C21 -148.4(3) . . . . ?
N1 S1 C20 C21 96.7(3) . . . . ?
C25 C20 C21 C22 1.0(6) . . . . ?
S1 C20 C21 C22 -175.7(3) . . . . ?
C20 C21 C22 C23 0.6(6) . . . . ?
C21 C22 C23 C24 -1.9(6) . . . . ?
C21 C22 C23 C26 178.0(4) . . . . ?
C22 C23 C24 C25 1.6(6) . . . . ?
C26 C23 C24 C25 -178.3(4) . . . . ?
C21 C20 C25 C24 -1.3(6) . . . . ?
S1 C20 C25 C24 175.4(3) . . . . ?
C23 C24 C25 C20 -0.1(6) . . . . ?
C38 N2 C27 C28 82.1(4) . . . . ?
S2 N2 C27 C28 -66.9(4) . . . . ?
N2 C27 C28 C29 134.5(4) . . . . ?
N2 C27 C28 C33 -47.9(5) . . . . ?
C33 C28 C29 C30 -0.4(7) . . . . ?
C27 C28 C29 C30 177.2(4) . . . . ?
C28 C29 C30 C31 -0.4(8) . . . . ?
C29 C30 C31 C32 0.8(8) . . . . ?
C30 C31 C32 C33 -0.4(7) . . . . ?
C31 C32 C33 C28 -0.4(6) . . . . ?
C31 C32 C33 C34 178.8(4) . . . . ?
C29 C28 C33 C32 0.8(6) . . . . ?
C27 C28 C33 C32 -176.7(4) . . . . ?
C29 C28 C33 C34 -178.4(4) . . . . ?
C27 C28 C33 C34 4.1(6) . . . . ?
C32 C33 C34 C37 -171.8(5) . . . . ?
C28 C33 C34 C37 7.4(8) . . . . ?
C32 C33 C34 C35 5.9(7) . . . . ?
C28 C33 C34 C35 -174.9(4) . . . . ?
C37 C34 C35 C36 -2.0(4) . . . . ?
C33 C34 C35 C36 179.6(5) . . . . ?
C34 C35 C36 C37 1.8(4) . . . . ?
C33 C34 C37 C38 2.8(9) . . . . ?
C35 C34 C37 C38 -175.5(5) . . . . ?
C33 C34 C37 C36 -179.7(5) . . . . ?
C35 C34 C37 C36 2.1(4) . . . . ?
C35 C36 C37 C34 -2.0(4) . . . . ?
C35 C36 C37 C38 175.5(5) . . . . ?
C34 C37 C38 C39 -163.3(5) . . . . ?
C36 C37 C38 C39 20.0(8) . . . . ?
C34 C37 C38 N2 13.9(7) . . . . ?
C36 C37 C38 N2 -162.8(5) . . . . ?
C27 N2 C38 C39 120.0(4) . . . . ?
S2 N2 C38 C39 -91.0(4) . . . . ?
C27 N2 C38 C37 -57.2(4) . . . . ?
S2 N2 C38 C37 91.9(4) . . . . ?
C37 C38 C39 C40 171.3(4) . . . . ?
N2 C38 C39 C40 -5.7(8) . . . . ?
C38 C39 C40 C41 6.3(8) . . . . ?
C38 C39 C40 C45 -171.2(5) . . . . ?
C45 C40 C41 C42 0.6(7) . . . . ?
C39 C40 C41 C42 -177.0(5) . . . . ?
C40 C41 C42 C43 2.1(8) . . . . ?
C41 C42 C43 C44 -3.1(8) . . . . ?
C42 C43 C44 C45 1.5(7) . . . . ?
C43 C44 C45 C40 1.3(7) . . . . ?
C41 C40 C45 C44 -2.3(6) . . . . ?
C39 C40 C45 C44 175.5(4) . . . . ?
O3 S2 C46 C47 17.1(4) . . . . ?
O4 S2 C46 C47 148.7(3) . . . . ?
N2 S2 C46 C47 -96.5(3) . . . . ?
O3 S2 C46 C51 -165.9(3) . . . . ?
O4 S2 C46 C51 -34.3(3) . . . . ?
N2 S2 C46 C51 80.6(3) . . . . ?
C51 C46 C47 C48 -2.4(5) . . . . ?
S2 C46 C47 C48 174.6(3) . . . . ?
C46 C47 C48 C49 0.8(6) . . . . ?
C47 C48 C49 C50 1.0(6) . . . . ?
C47 C48 C49 C52 -177.8(4) . . . . ?
C48 C49 C50 C51 -1.1(6) . . . . ?
C52 C49 C50 C51 177.7(4) . . . . ?
C49 C50 C51 C46 -0.6(6) . . . . ?
C47 C46 C51 C50 2.3(5) . . . . ?
S2 C46 C51 C50 -174.7(3) . . . . ?

_refine_diff_density_max         0.163
_refine_diff_density_min         -0.229
_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_mo_dm16491_0m
_database_code_depnum_ccdc_archive 'CCDC 1498706'
_audit_update_record             
;
2016-08-11 deposited with the CCDC.
2018-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H23 N O2 S'
_chemical_formula_weight         413.51

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   10.875(12)
_cell_length_b                   11.830(14)
_cell_length_c                   16.54(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.80(2)
_cell_angle_gamma                90
_cell_volume                     2103(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2423
_cell_measurement_theta_min      4.844
_cell_measurement_theta_max      44.049

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.177
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6592
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            15072
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.103
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4131
_reflns_number_gt                2544
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       '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)+(0.0600P)²+0.0893P] 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       0.0032(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4131
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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 0.35779(5) 0.78868(5) 1.02054(4) 0.0521(2) Uani 1 1 d . . . . .
N1 N 0.24180(15) 0.79821(15) 0.94319(11) 0.0484(5) Uani 1 1 d . . . . .
O1 O 0.32663(15) 0.70194(15) 1.07371(9) 0.0652(5) Uani 1 1 d . . . . .
O2 O 0.38011(15) 0.90045(14) 1.05102(11) 0.0683(5) Uani 1 1 d . . . . .
C1 C 0.2327(2) 0.9041(2) 0.89391(15) 0.0559(6) Uani 1 1 d . . . . .
H1A H 0.2731 0.8930 0.8461 0.067 Uiso 1 1 calc R U . . .
H1B H 0.2757 0.9645 0.9263 0.067 Uiso 1 1 calc R U . . .
C2 C 0.0994(2) 0.93750(19) 0.86706(14) 0.0498(6) Uani 1 1 d . . . . .
C3 C 0.0504(2) 1.0273(2) 0.90565(16) 0.0622(7) Uani 1 1 d . . . . .
H3 H 0.1012 1.0668 0.9464 0.075 Uiso 1 1 calc R U . . .
C4 C -0.0720(3) 1.0590(2) 0.88462(18) 0.0722(8) Uani 1 1 d . . . . .
H4 H -0.1038 1.1190 0.9113 0.087 Uiso 1 1 calc R U . . .
C5 C -0.1466(3) 1.0018(2) 0.82430(18) 0.0715(8) Uani 1 1 d . . . . .
H5 H -0.2296 1.0226 0.8102 0.086 Uiso 1 1 calc R U . . .
C6 C -0.0997(2) 0.9137(2) 0.78438(16) 0.0626(7) Uani 1 1 d . . . . .
H6 H -0.1513 0.8762 0.7429 0.075 Uiso 1 1 calc R U . . .
C7 C 0.0237(2) 0.87934(19) 0.80489(14) 0.0488(6) Uani 1 1 d . . . . .
C8 C 0.0701(2) 0.78112(19) 0.76156(13) 0.0507(6) Uani 1 1 d . . . . .
H8 H -0.0007 0.7449 0.7275 0.061 Uiso 1 1 calc R U . . .
C9 C 0.1770(3) 0.7980(2) 0.70934(15) 0.0670(7) Uani 1 1 d . . . . .
H9A H 0.1534 0.7782 0.6521 0.080 Uiso 1 1 calc R U . . .
H9B H 0.2144 0.8726 0.7149 0.080 Uiso 1 1 calc R U . . .
C10 C 0.2549(2) 0.7068(2) 0.75950(15) 0.0592(6) Uani 1 1 d . . . . .
H10A H 0.3317 0.7355 0.7902 0.071 Uiso 1 1 calc R U . . .
H10B H 0.2708 0.6412 0.7275 0.071 Uiso 1 1 calc R U . . .
C11 C 0.15006(18) 0.68695(18) 0.81357(13) 0.0433(5) Uani 1 1 d . . . . .
C12 C 0.09272(18) 0.57124(19) 0.80727(13) 0.0446(5) Uani 1 1 d . . . . .
C13 C 0.0365(2) 0.5135(2) 0.73915(15) 0.0562(6) Uani 1 1 d . . . . .
H13 H 0.0304 0.5456 0.6873 0.067 Uiso 1 1 calc R U . . .
C14 C -0.0107(2) 0.4065(2) 0.74962(18) 0.0674(7) Uani 1 1 d . . . . .
H14 H -0.0495 0.3665 0.7044 0.081 Uiso 1 1 calc R U . . .
C15 C -0.0008(2) 0.3590(2) 0.8260(2) 0.0718(8) Uani 1 1 d . . . . .
H15 H -0.0318 0.2866 0.8316 0.086 Uiso 1 1 calc R U . . .
C16 C 0.0541(2) 0.4165(2) 0.89474(17) 0.0626(7) Uani 1 1 d . . . . .
H16 H 0.0600 0.3836 0.9463 0.075 Uiso 1 1 calc R U . . .
C17 C 0.10008(18) 0.52347(19) 0.88550(14) 0.0468(5) Uani 1 1 d . . . . .
C18 C 0.15470(19) 0.60578(19) 0.94498(14) 0.0503(6) Uani 1 1 d . . . . .
H18 H 0.1676 0.5955 1.0014 0.060 Uiso 1 1 calc R U . . .
C19 C 0.18381(17) 0.69941(18) 0.90613(13) 0.0425(5) Uani 1 1 d . . . . .
C20 C 0.48790(19) 0.74448(19) 0.97836(13) 0.0479(6) Uani 1 1 d . . . . .
C21 C 0.4952(2) 0.6353(2) 0.94988(18) 0.0677(7) Uani 1 1 d . . . . .
H21 H 0.4316 0.5841 0.9542 0.081 Uiso 1 1 calc R U . . .
C22 C 0.5970(2) 0.6022(2) 0.91508(18) 0.0728(8) Uani 1 1 d . . . . .
H22 H 0.6006 0.5289 0.8954 0.087 Uiso 1 1 calc R U . . .
C23 C 0.6932(2) 0.6757(2) 0.90900(15) 0.0587(7) Uani 1 1 d . . . . .
C24 C 0.6847(2) 0.7838(2) 0.93842(16) 0.0626(7) Uani 1 1 d . . . . .
H24 H 0.7493 0.8343 0.9353 0.075 Uiso 1 1 calc R U . . .
C25 C 0.5833(2) 0.8192(2) 0.97237(15) 0.0568(6) Uani 1 1 d . . . . .
H25 H 0.5792 0.8930 0.9911 0.068 Uiso 1 1 calc R U . . .
C26 C 0.8026(2) 0.6392(3) 0.86951(19) 0.0848(9) Uani 1 1 d . . . . .
H26A H 0.7881 0.6591 0.8126 0.127 Uiso 1 1 calc R U . . .
H26B H 0.8130 0.5589 0.8749 0.127 Uiso 1 1 calc R U . . .
H26C H 0.8765 0.6765 0.8959 0.127 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(2) . ?
S1 N1 1.657(2) . ?
S1 C20 1.751(3) . ?
N1 C19 1.422(3) . ?
N1 C1 1.489(3) . ?
C1 C2 1.503(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.387(3) . ?
C2 C7 1.396(3) . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.394(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.493(3) . ?
C8 C9 1.563(4) . ?
C8 C11 1.584(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.534(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.570(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.501(3) . ?
C11 C19 1.526(3) . ?
C12 C13 1.378(3) . ?
C12 C17 1.403(3) . ?
C13 C14 1.388(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.446(3) . ?
C18 C19 1.343(3) . ?
C18 H18 0.9300 . ?
C20 C25 1.378(3) . ?
C20 C21 1.381(3) . ?
C21 C22 1.380(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.376(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.375(4) . ?
C23 C26 1.505(4) . ?
C24 C25 1.377(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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 119.62(13) . . ?
O2 S1 N1 106.19(10) . . ?
O1 S1 N1 107.48(11) . . ?
O2 S1 C20 108.32(11) . . ?
O1 S1 C20 108.28(12) . . ?
N1 S1 C20 106.20(13) . . ?
C19 N1 C1 117.86(19) . . ?
C19 N1 S1 120.79(15) . . ?
C1 N1 S1 117.31(14) . . ?
N1 C1 C2 111.32(18) . . ?
N1 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C3 C2 C7 119.5(2) . . ?
C3 C2 C1 119.1(2) . . ?
C7 C2 C1 121.4(2) . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C7 121.3(3) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C2 118.2(2) . . ?
C6 C7 C8 119.6(2) . . ?
C2 C7 C8 122.2(2) . . ?
C7 C8 C9 120.0(2) . . ?
C7 C8 C11 118.98(19) . . ?
C9 C8 C11 89.82(18) . . ?
C7 C8 H8 108.8 . . ?
C9 C8 H8 108.8 . . ?
C11 C8 H8 108.8 . . ?
C10 C9 C8 90.41(18) . . ?
C10 C9 H9A 113.6 . . ?
C8 C9 H9A 113.6 . . ?
C10 C9 H9B 113.6 . . ?
C8 C9 H9B 113.6 . . ?
H9A C9 H9B 110.8 . . ?
C9 C10 C11 91.42(19) . . ?
C9 C10 H10A 113.4 . . ?
C11 C10 H10A 113.4 . . ?
C9 C10 H10B 113.4 . . ?
C11 C10 H10B 113.4 . . ?
H10A C10 H10B 110.7 . . ?
C12 C11 C19 101.03(17) . . ?
C12 C11 C10 115.28(18) . . ?
C19 C11 C10 118.21(19) . . ?
C12 C11 C8 114.58(19) . . ?
C19 C11 C8 120.32(18) . . ?
C10 C11 C8 88.36(17) . . ?
C13 C12 C17 120.7(2) . . ?
C13 C12 C11 129.5(2) . . ?
C17 C12 C11 109.81(19) . . ?
C12 C13 C14 118.5(2) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 H13 120.8 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 121.4(3) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C16 C17 C12 120.1(2) . . ?
C16 C17 C18 131.4(2) . . ?
C12 C17 C18 108.4(2) . . ?
C19 C18 C17 109.4(2) . . ?
C19 C18 H18 125.3 . . ?
C17 C18 H18 125.3 . . ?
C18 C19 N1 126.4(2) . . ?
C18 C19 C11 111.24(19) . . ?
N1 C19 C11 122.33(19) . . ?
C25 C20 C21 119.5(2) . . ?
C25 C20 S1 120.0(2) . . ?
C21 C20 S1 120.48(18) . . ?
C22 C21 C20 119.9(2) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 C21 121.3(3) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C24 C23 C22 117.9(2) . . ?
C24 C23 C26 121.4(2) . . ?
C22 C23 C26 120.7(3) . . ?
C23 C24 C25 121.9(2) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C24 C25 C20 119.5(2) . . ?
C24 C25 H25 120.2 . . ?
C20 C25 H25 120.2 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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 C19 -170.88(16) . . . . ?
O1 S1 N1 C19 -41.75(19) . . . . ?
C20 S1 N1 C19 73.97(18) . . . . ?
O2 S1 N1 C1 32.20(19) . . . . ?
O1 S1 N1 C1 161.33(16) . . . . ?
C20 S1 N1 C1 -82.96(18) . . . . ?
C19 N1 C1 C2 58.9(3) . . . . ?
S1 N1 C1 C2 -143.47(17) . . . . ?
N1 C1 C2 C3 105.2(3) . . . . ?
N1 C1 C2 C7 -74.1(3) . . . . ?
C7 C2 C3 C4 1.0(4) . . . . ?
C1 C2 C3 C4 -178.2(2) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C5 C6 C7 C2 -0.4(3) . . . . ?
C5 C6 C7 C8 178.3(2) . . . . ?
C3 C2 C7 C6 -0.6(3) . . . . ?
C1 C2 C7 C6 178.7(2) . . . . ?
C3 C2 C7 C8 -179.3(2) . . . . ?
C1 C2 C7 C8 0.0(3) . . . . ?
C6 C7 C8 C9 117.8(3) . . . . ?
C2 C7 C8 C9 -63.5(3) . . . . ?
C6 C7 C8 C11 -133.8(2) . . . . ?
C2 C7 C8 C11 44.9(3) . . . . ?
C7 C8 C9 C10 123.9(2) . . . . ?
C11 C8 C9 C10 0.01(18) . . . . ?
C8 C9 C10 C11 -0.01(18) . . . . ?
C9 C10 C11 C12 116.5(2) . . . . ?
C9 C10 C11 C19 -123.9(2) . . . . ?
C9 C10 C11 C8 0.01(18) . . . . ?
C7 C8 C11 C12 118.1(2) . . . . ?
C9 C8 C11 C12 -117.2(2) . . . . ?
C7 C8 C11 C19 -2.7(3) . . . . ?
C9 C8 C11 C19 122.1(2) . . . . ?
C7 C8 C11 C10 -124.8(2) . . . . ?
C9 C8 C11 C10 -0.01(18) . . . . ?
C19 C11 C12 C13 175.7(2) . . . . ?
C10 C11 C12 C13 -55.7(3) . . . . ?
C8 C11 C12 C13 44.8(3) . . . . ?
C19 C11 C12 C17 -2.9(2) . . . . ?
C10 C11 C12 C17 125.7(2) . . . . ?
C8 C11 C12 C17 -133.83(19) . . . . ?
C17 C12 C13 C14 -1.0(3) . . . . ?
C11 C12 C13 C14 -179.5(2) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C13 C14 C15 C16 1.1(4) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
C15 C16 C17 C12 -1.2(3) . . . . ?
C15 C16 C17 C18 175.7(2) . . . . ?
C13 C12 C17 C16 1.9(3) . . . . ?
C11 C12 C17 C16 -179.39(19) . . . . ?
C13 C12 C17 C18 -175.70(19) . . . . ?
C11 C12 C17 C18 3.0(2) . . . . ?
C16 C17 C18 C19 -179.0(2) . . . . ?
C12 C17 C18 C19 -1.8(2) . . . . ?
C17 C18 C19 N1 -178.45(18) . . . . ?
C17 C18 C19 C11 -0.2(2) . . . . ?
C1 N1 C19 C18 -162.2(2) . . . . ?
S1 N1 C19 C18 41.0(3) . . . . ?
C1 N1 C19 C11 19.7(3) . . . . ?
S1 N1 C19 C11 -137.13(17) . . . . ?
C12 C11 C19 C18 1.9(2) . . . . ?
C10 C11 C19 C18 -124.9(2) . . . . ?
C8 C11 C19 C18 129.1(2) . . . . ?
C12 C11 C19 N1 -179.77(17) . . . . ?
C10 C11 C19 N1 53.5(3) . . . . ?
C8 C11 C19 N1 -52.5(3) . . . . ?
O2 S1 C20 C25 -5.9(2) . . . . ?
O1 S1 C20 C25 -137.0(2) . . . . ?
N1 S1 C20 C25 107.78(19) . . . . ?
O2 S1 C20 C21 174.9(2) . . . . ?
O1 S1 C20 C21 43.8(2) . . . . ?
N1 S1 C20 C21 -71.4(2) . . . . ?
C25 C20 C21 C22 -0.6(4) . . . . ?
S1 C20 C21 C22 178.5(2) . . . . ?
C20 C21 C22 C23 0.9(4) . . . . ?
C21 C22 C23 C24 -0.3(4) . . . . ?
C21 C22 C23 C26 -178.9(3) . . . . ?
C22 C23 C24 C25 -0.6(4) . . . . ?
C26 C23 C24 C25 177.9(2) . . . . ?
C23 C24 C25 C20 0.9(4) . . . . ?
C21 C20 C25 C24 -0.3(3) . . . . ?
S1 C20 C25 C24 -179.43(18) . . . . ?

_refine_diff_density_max         0.203
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.037

_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_d8v18627_0m
_database_code_depnum_ccdc_archive 'CCDC 1857759'
_audit_update_record             
;
2018-07-24 deposited with the CCDC.
2018-09-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H23 N O4 S'
_chemical_formula_weight         445.51

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   20.5631(7)
_cell_length_b                   27.2351(11)
_cell_length_c                   9.3277(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.0880(10)
_cell_angle_gamma                90
_cell_volume                     5220.4(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5578
_cell_measurement_theta_min      4.905
_cell_measurement_theta_max      49.783

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_F_000             1872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.152
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6871
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            28991
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.495
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4846
_reflns_number_gt                3292
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       '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)+(0.1493P)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       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4846
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0673
_refine_ls_wR_factor_ref         0.2299
_refine_ls_wR_factor_gt          0.2068
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.550 0.250 -0.200 565 166 ' '
2 0.050 0.750 -0.200 565 166 ' '
_platon_squeeze_details          
;
;


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 0.82160(3) 0.39007(3) 0.50119(7) 0.0710(3) Uani 1 1 d . . . . .
O1 O 0.52705(12) 0.41324(12) 0.5598(3) 0.1198(9) Uani 1 1 d . . . . .
O2 O 0.71132(9) 0.35628(8) 0.6419(2) 0.0824(6) Uani 1 1 d . . . . .
O3 O 0.77624(11) 0.38328(11) 0.3852(2) 0.1082(9) Uani 1 1 d . . . . .
O4 O 0.87812(10) 0.41913(9) 0.4809(2) 0.0887(7) Uani 1 1 d . . . . .
N1 N 0.78310(9) 0.41823(8) 0.63616(19) 0.0564(6) Uani 1 1 d . . . . .
C1 C 0.57532(14) 0.41530(14) 0.6332(3) 0.0837(9) Uani 1 1 d . . . . .
H1 H 0.5969 0.3861 0.6550 0.100 Uiso 1 1 calc R U . . .
C2 C 0.60338(12) 0.46137(12) 0.6923(3) 0.0689(8) Uani 1 1 d . . . . .
C3 C 0.56946(14) 0.50582(15) 0.6600(3) 0.0854(10) Uani 1 1 d . . . . .
H3 H 0.5322 0.5047 0.6006 0.102 Uiso 1 1 calc R U . . .
C4 C 0.59000(16) 0.54983(14) 0.7137(4) 0.0872(9) Uani 1 1 d . . . . .
H4 H 0.5673 0.5784 0.6900 0.105 Uiso 1 1 calc R U . . .
C5 C 0.64379(14) 0.55172(12) 0.8018(4) 0.0783(8) Uani 1 1 d . . . . .
H5 H 0.6577 0.5816 0.8400 0.094 Uiso 1 1 calc R U . . .
C6 C 0.67818(13) 0.50907(11) 0.8354(3) 0.0694(7) Uani 1 1 d . . . . .
H6 H 0.7148 0.5112 0.8967 0.083 Uiso 1 1 calc R U . . .
C7 C 0.66004(11) 0.46350(11) 0.7810(3) 0.0596(7) Uani 1 1 d . . . . .
C8 C 0.69896(11) 0.41773(10) 0.8236(3) 0.0563(6) Uani 1 1 d . . . . .
C9 C 0.73068(11) 0.39453(10) 0.6936(3) 0.0571(6) Uani 1 1 d . . . . .
C10 C 0.66188(14) 0.37706(12) 0.9078(3) 0.0760(8) Uani 1 1 d . . . . .
H10A H 0.6248 0.3893 0.9582 0.091 Uiso 1 1 calc R U . . .
H10B H 0.6501 0.3486 0.8502 0.091 Uiso 1 1 calc R U . . .
C11 C 0.72263(16) 0.36967(13) 1.0038(3) 0.0840(9) Uani 1 1 d . . . . .
H11A H 0.7501 0.3429 0.9737 0.101 Uiso 1 1 calc R U . . .
H11B H 0.7138 0.3670 1.1050 0.101 Uiso 1 1 calc R U . . .
C12 C 0.74665(12) 0.42062(10) 0.9593(2) 0.0601(7) Uani 1 1 d . . . . .
H12 H 0.7287 0.4446 1.0253 0.072 Uiso 1 1 calc R U . . .
C13 C 0.81884(12) 0.42947(9) 0.9556(3) 0.0563(6) Uani 1 1 d . . . . .
C14 C 0.85576(15) 0.41647(12) 1.0790(3) 0.0764(8) Uani 1 1 d . . . . .
H14 H 0.8353 0.4028 1.1569 0.092 Uiso 1 1 calc R U . . .
C15 C 0.92178(17) 0.42375(13) 1.0859(4) 0.0906(10) Uani 1 1 d . . . . .
H15 H 0.9457 0.4148 1.1684 0.109 Uiso 1 1 calc R U . . .
C16 C 0.95283(15) 0.44395(13) 0.9730(4) 0.0873(10) Uani 1 1 d . . . . .
H16 H 0.9976 0.4489 0.9788 0.105 Uiso 1 1 calc R U . . .
C17 C 0.91754(14) 0.45692(11) 0.8511(3) 0.0718(8) Uani 1 1 d . . . . .
H17 H 0.9386 0.4706 0.7742 0.086 Uiso 1 1 calc R U . . .
C18 C 0.85038(12) 0.44974(9) 0.8415(3) 0.0544(6) Uani 1 1 d . . . . .
C19 C 0.81392(12) 0.46175(9) 0.7042(3) 0.0589(6) Uani 1 1 d . . . . .
H19A H 0.7806 0.4858 0.7233 0.071 Uiso 1 1 calc R U . . .
H19B H 0.8437 0.4763 0.6380 0.071 Uiso 1 1 calc R U . . .
C20 C 0.84537(13) 0.33258(12) 0.5681(3) 0.0721(8) Uani 1 1 d . . . . .
C21 C 0.88834(19) 0.32961(14) 0.6817(4) 0.0965(11) Uani 1 1 d . . . . .
H21 H 0.9047 0.3578 0.7261 0.116 Uiso 1 1 calc R U . . .
C22 C 0.9076(2) 0.28273(18) 0.7308(6) 0.1281(15) Uani 1 1 d . . . . .
H22 H 0.9362 0.2801 0.8100 0.154 Uiso 1 1 calc R U . . .
C23 C 0.8850(2) 0.24082(16) 0.6642(7) 0.1248(16) Uani 1 1 d . . . . .
C24 C 0.8432(2) 0.24536(18) 0.5574(8) 0.142(2) Uani 1 1 d . . . . .
H24 H 0.8265 0.2170 0.5145 0.171 Uiso 1 1 calc R U . . .
C25 C 0.82244(16) 0.29017(18) 0.5044(5) 0.1163(15) Uani 1 1 d . . . . .
H25 H 0.7931 0.2917 0.4263 0.140 Uiso 1 1 calc R U . . .
C26 C 0.9065(3) 0.19052(17) 0.7220(9) 0.208(3) Uani 1 1 d . . . . .
H26A H 0.9382 0.1767 0.6606 0.312 Uiso 1 1 calc R U . . .
H26B H 0.8694 0.1691 0.7245 0.312 Uiso 1 1 calc R U . . .
H26C H 0.9253 0.1942 0.8171 0.312 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 O3 1.414(2) . ?
S1 O4 1.424(2) . ?
S1 N1 1.695(2) . ?
S1 C20 1.749(3) . ?
O1 C1 1.187(3) . ?
O2 C9 1.209(3) . ?
N1 C9 1.381(3) . ?
N1 C19 1.476(3) . ?
C1 C2 1.479(4) . ?
C1 H1 0.9300 . ?
C2 C7 1.406(4) . ?
C2 C3 1.424(4) . ?
C3 C4 1.360(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.355(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.387(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.526(4) . ?
C8 C9 1.533(3) . ?
C8 C10 1.571(4) . ?
C8 C12 1.575(3) . ?
C10 C11 1.524(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.535(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.505(3) . ?
C12 H12 0.9800 . ?
C13 C18 1.382(3) . ?
C13 C14 1.401(3) . ?
C14 C15 1.371(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.367(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.373(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.394(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.496(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.357(4) . ?
C20 C25 1.374(5) . ?
C21 C22 1.408(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.372(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.298(7) . ?
C23 C26 1.531(7) . ?
C24 C25 1.379(7) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
O3 S1 O4 119.30(15) . . ?
O3 S1 N1 108.32(12) . . ?
O4 S1 N1 104.65(12) . . ?
O3 S1 C20 108.88(16) . . ?
O4 S1 C20 109.04(13) . . ?
N1 S1 C20 105.80(12) . . ?
C9 N1 C19 122.5(2) . . ?
C9 N1 S1 117.97(17) . . ?
C19 N1 S1 118.53(16) . . ?
O1 C1 C2 124.2(3) . . ?
O1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C7 C2 C3 118.6(3) . . ?
C7 C2 C1 123.9(3) . . ?
C3 C2 C1 117.5(3) . . ?
C4 C3 C2 121.9(3) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C7 122.6(3) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C6 C7 C2 117.3(3) . . ?
C6 C7 C8 120.3(2) . . ?
C2 C7 C8 122.3(2) . . ?
C7 C8 C9 111.4(2) . . ?
C7 C8 C10 116.5(2) . . ?
C9 C8 C10 109.4(2) . . ?
C7 C8 C12 118.3(2) . . ?
C9 C8 C12 112.7(2) . . ?
C10 C8 C12 86.14(19) . . ?
O2 C9 N1 119.9(2) . . ?
O2 C9 C8 121.8(2) . . ?
N1 C9 C8 118.3(2) . . ?
C11 C10 C8 89.1(2) . . ?
C11 C10 H10A 113.8 . . ?
C8 C10 H10A 113.8 . . ?
C11 C10 H10B 113.8 . . ?
C8 C10 H10B 113.8 . . ?
H10A C10 H10B 111.0 . . ?
C10 C11 C12 89.2(2) . . ?
C10 C11 H11A 113.8 . . ?
C12 C11 H11A 113.8 . . ?
C10 C11 H11B 113.8 . . ?
C12 C11 H11B 113.8 . . ?
H11A C11 H11B 111.0 . . ?
C13 C12 C11 118.6(2) . . ?
C13 C12 C8 125.1(2) . . ?
C11 C12 C8 88.6(2) . . ?
C13 C12 H12 107.5 . . ?
C11 C12 H12 107.5 . . ?
C8 C12 H12 107.5 . . ?
C18 C13 C14 118.6(2) . . ?
C18 C13 C12 124.9(2) . . ?
C14 C13 C12 116.5(2) . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C16 C15 C14 120.8(3) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 119.6(3) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C16 C17 C18 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 119.9(2) . . ?
C13 C18 C19 120.8(2) . . ?
C17 C18 C19 119.2(2) . . ?
N1 C19 C18 112.7(2) . . ?
N1 C19 H19A 109.0 . . ?
C18 C19 H19A 109.0 . . ?
N1 C19 H19B 109.0 . . ?
C18 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
C21 C20 C25 119.4(4) . . ?
C21 C20 S1 119.8(2) . . ?
C25 C20 S1 120.8(3) . . ?
C20 C21 C22 118.4(4) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
C23 C22 C21 121.4(5) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C22 118.1(5) . . ?
C24 C23 C26 122.0(6) . . ?
C22 C23 C26 119.8(6) . . ?
C23 C24 C25 123.2(4) . . ?
C23 C24 H24 118.4 . . ?
C25 C24 H24 118.4 . . ?
C20 C25 C24 119.5(4) . . ?
C20 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
O3 S1 N1 C9 60.4(2) . . . . ?
O4 S1 N1 C9 -171.31(18) . . . . ?
C20 S1 N1 C9 -56.2(2) . . . . ?
O3 S1 N1 C19 -130.7(2) . . . . ?
O4 S1 N1 C19 -2.5(2) . . . . ?
C20 S1 N1 C19 112.64(19) . . . . ?
O1 C1 C2 C7 179.0(3) . . . . ?
O1 C1 C2 C3 0.9(5) . . . . ?
C7 C2 C3 C4 -0.7(4) . . . . ?
C1 C2 C3 C4 177.5(3) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C3 C4 C5 C6 0.9(5) . . . . ?
C4 C5 C6 C7 0.5(4) . . . . ?
C5 C6 C7 C2 -1.9(4) . . . . ?
C5 C6 C7 C8 -178.9(2) . . . . ?
C3 C2 C7 C6 2.0(4) . . . . ?
C1 C2 C7 C6 -176.1(2) . . . . ?
C3 C2 C7 C8 178.9(2) . . . . ?
C1 C2 C7 C8 0.8(4) . . . . ?
C6 C7 C8 C9 -116.4(3) . . . . ?
C2 C7 C8 C9 66.8(3) . . . . ?
C6 C7 C8 C10 117.1(3) . . . . ?
C2 C7 C8 C10 -59.8(3) . . . . ?
C6 C7 C8 C12 16.5(3) . . . . ?
C2 C7 C8 C12 -160.3(2) . . . . ?
C19 N1 C9 O2 -172.6(2) . . . . ?
S1 N1 C9 O2 -4.3(3) . . . . ?
C19 N1 C9 C8 6.8(3) . . . . ?
S1 N1 C9 C8 175.20(17) . . . . ?
C7 C8 C9 O2 -108.1(3) . . . . ?
C10 C8 C9 O2 22.3(3) . . . . ?
C12 C8 C9 O2 116.3(3) . . . . ?
C7 C8 C9 N1 72.5(3) . . . . ?
C10 C8 C9 N1 -157.2(2) . . . . ?
C12 C8 C9 N1 -63.2(3) . . . . ?
C7 C8 C10 C11 -139.3(2) . . . . ?
C9 C8 C10 C11 93.2(2) . . . . ?
C12 C8 C10 C11 -19.5(2) . . . . ?
C8 C10 C11 C12 20.0(2) . . . . ?
C10 C11 C12 C13 -149.9(2) . . . . ?
C10 C11 C12 C8 -20.0(2) . . . . ?
C7 C8 C12 C13 -97.9(3) . . . . ?
C9 C8 C12 C13 34.5(3) . . . . ?
C10 C8 C12 C13 144.0(3) . . . . ?
C7 C8 C12 C11 137.5(2) . . . . ?
C9 C8 C12 C11 -90.1(2) . . . . ?
C10 C8 C12 C11 19.4(2) . . . . ?
C11 C12 C13 C18 129.8(3) . . . . ?
C8 C12 C13 C18 19.3(4) . . . . ?
C11 C12 C13 C14 -51.0(3) . . . . ?
C8 C12 C13 C14 -161.5(2) . . . . ?
C18 C13 C14 C15 0.0(4) . . . . ?
C12 C13 C14 C15 -179.3(3) . . . . ?
C13 C14 C15 C16 0.2(5) . . . . ?
C14 C15 C16 C17 -0.3(5) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C14 C13 C18 C17 -0.2(4) . . . . ?
C12 C13 C18 C17 179.0(2) . . . . ?
C14 C13 C18 C19 176.6(2) . . . . ?
C12 C13 C18 C19 -4.2(4) . . . . ?
C16 C17 C18 C13 0.1(4) . . . . ?
C16 C17 C18 C19 -176.7(3) . . . . ?
C9 N1 C19 C18 69.8(3) . . . . ?
S1 N1 C19 C18 -98.5(2) . . . . ?
C13 C18 C19 N1 -60.2(3) . . . . ?
C17 C18 C19 N1 116.6(3) . . . . ?
O3 S1 C20 C21 -179.1(3) . . . . ?
O4 S1 C20 C21 49.2(3) . . . . ?
N1 S1 C20 C21 -62.9(3) . . . . ?
O3 S1 C20 C25 2.7(3) . . . . ?
O4 S1 C20 C25 -129.0(3) . . . . ?
N1 S1 C20 C25 118.9(3) . . . . ?
C25 C20 C21 C22 -0.3(6) . . . . ?
S1 C20 C21 C22 -178.6(3) . . . . ?
C20 C21 C22 C23 1.5(7) . . . . ?
C21 C22 C23 C24 -2.6(8) . . . . ?
C21 C22 C23 C26 -179.2(5) . . . . ?
C22 C23 C24 C25 2.6(8) . . . . ?
C26 C23 C24 C25 179.1(5) . . . . ?
C21 C20 C25 C24 0.3(6) . . . . ?
S1 C20 C25 C24 178.5(3) . . . . ?
C23 C24 C25 C20 -1.4(7) . . . . ?

_refine_diff_density_max         0.268
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.066

_shelxl_version_number           2013-4



