# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 1426128'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
_audit_creation_date             2015-03-13
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H17 N O2 S2'
_chemical_formula_sum            'C25 H17 N O2 S2'
_chemical_formula_weight         427.51
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.3452(4)
_cell_length_b                   17.9768(6)
_cell_length_c                   10.1595(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.1966(12)
_cell_angle_gamma                90
_cell_volume                     1944.63(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9950
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.41
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0824 before and 0.0529 after correction.
The Ratio of minimum to maximum transmission is 0.9495.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       lathe
_exptl_crystal_F_000             888
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 0.00 0.00 0.0500
-1.00 0.00 0.00 0.0580
0.00 1.00 0.00 0.0310
0.00 -1.00 0.00 0.0250
1.00 0.00 -1.00 0.0840
-2.00 0.00 1.00 0.0470
0.00 1.00 2.00 0.1180

_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.063
_exptl_special_details           
; Data were collected in shutterless mode. Full sphere of reciprocal 
space was nominally covered by 4 runs of 340 narrow-frame ω-scans each 
(scan width 0.5°, 10s exposure), every run at a different φ angle.
One run of 358 φ-scans (scan width 1°, 1s exposure) was used for 
scaling overflowing intensities. Crystal to detector distance 3.50 cm.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            37517
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        27.999
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.223
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'ImuS microsource'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3914
_reflns_number_total             4689
_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.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  
'SHELXL 2014/7 multi-CPU version (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS 2013/1 (Sheldrick, 2008)'
_refine_diff_density_max         0.586
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         4689
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0470P)²+1.9580P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1071
_refine_special_details          
; Methyl group was refined as a rigid body rotating around the C---C bond, with 
 a common refined U for three H atoms. Other H atoms: riding model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Uiso(H25A)=Uiso(H25B)=Uiso(H25C)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C10(H10), C11(H11), C14(H14),
 C15(H15), C16(H16), C17(H17), C22(H22), C23(H23), C24(H24)
3.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.32313(4) 0.11650(2) -0.03464(5) 0.01636(12) Uani 1 1 d . . . . .
S2 S 0.97045(5) 0.20320(3) 0.43120(5) 0.02316(13) Uani 1 1 d . . . . .
O1 O 0.21407(13) 0.08249(8) -0.01821(16) 0.0251(3) Uani 1 1 d . . . . .
O2 O 0.36916(15) 0.08378(8) -0.13677(15) 0.0275(3) Uani 1 1 d . . . . .
N N 0.73416(14) 0.18755(8) 0.49378(16) 0.0152(3) Uani 1 1 d . . . . .
C1 C 0.30190(17) 0.21348(10) -0.06135(19) 0.0154(4) Uani 1 1 d . . . . .
C2 C 0.22689(18) 0.24829(11) -0.1822(2) 0.0186(4) Uani 1 1 d . . . . .
H2 H 0.1776 0.2206 -0.2617 0.022 Uiso 1 1 calc R . . . .
C3 C 0.22631(18) 0.32591(11) -0.1828(2) 0.0202(4) Uani 1 1 d . . . . .
H3 H 0.1772 0.3519 -0.2648 0.024 Uiso 1 1 calc R . . . .
C4 C 0.29709(18) 0.36544(11) -0.0641(2) 0.0211(4) Uani 1 1 d . . . . .
H4 H 0.2944 0.4183 -0.0658 0.025 Uiso 1 1 calc R . . . .
C5 C 0.37182(17) 0.32922(10) 0.0571(2) 0.0173(4) Uani 1 1 d . . . . .
H5 H 0.4187 0.3568 0.1380 0.021 Uiso 1 1 calc R . . . .
C6 C 0.37666(16) 0.25206(10) 0.05788(19) 0.0143(3) Uani 1 1 d . . . . .
C7 C 0.45886(16) 0.20229(9) 0.16726(18) 0.0128(3) Uani 1 1 d . . . . .
C8 C 0.55288(16) 0.22259(10) 0.29076(18) 0.0139(3) Uani 1 1 d . . . . .
H8 H 0.5625 0.2731 0.3199 0.017 Uiso 1 1 calc R . . . .
C9 C 0.63397(16) 0.16793(10) 0.37271(18) 0.0138(3) Uani 1 1 d . . . . .
C10 C 0.61475(17) 0.09292(10) 0.33020(19) 0.0163(4) Uani 1 1 d . . . . .
H10 H 0.6685 0.0557 0.3861 0.020 Uiso 1 1 calc R . . . .
C11 C 0.51904(17) 0.07256(10) 0.20857(19) 0.0161(4) Uani 1 1 d . . . . .
H11 H 0.5061 0.0219 0.1809 0.019 Uiso 1 1 calc R . . . .
C12 C 0.44271(16) 0.12763(10) 0.12822(18) 0.0141(3) Uani 1 1 d . . . . .
C13 C 0.78208(17) 0.26233(10) 0.50760(18) 0.0152(4) Uani 1 1 d . . . . .
C14 C 0.72217(18) 0.31995(11) 0.55151(19) 0.0176(4) Uani 1 1 d . . . . .
H14 H 0.6510 0.3098 0.5775 0.021 Uiso 1 1 calc R . . . .
C15 C 0.76662(19) 0.39200(11) 0.5572(2) 0.0201(4) Uani 1 1 d . . . . .
H15 H 0.7246 0.4315 0.5848 0.024 Uiso 1 1 calc R . . . .
C16 C 0.87250(19) 0.40647(11) 0.5227(2) 0.0220(4) Uani 1 1 d . . . . .
H16 H 0.9016 0.4562 0.5248 0.026 Uiso 1 1 calc R . . . .
C17 C 0.93615(18) 0.34936(11) 0.4852(2) 0.0204(4) Uani 1 1 d . . . . .
H17 H 1.0103 0.3594 0.4649 0.024 Uiso 1 1 calc R . . . .
C18 C 0.89042(17) 0.27692(11) 0.47733(19) 0.0178(4) Uani 1 1 d . . . . .
C19 C 0.94195(18) 0.13392(10) 0.5392(2) 0.0192(4) Uani 1 1 d . . . . .
C20 C 0.82731(17) 0.13238(10) 0.56187(19) 0.0170(4) Uani 1 1 d . . . . .
C21 C 0.80373(18) 0.07912(10) 0.6497(2) 0.0188(4) Uani 1 1 d . . . . .
C22 C 0.8966(2) 0.02555(11) 0.7089(2) 0.0228(4) Uani 1 1 d . . . . .
H22 H 0.8820 -0.0121 0.7671 0.027 Uiso 1 1 calc R . . . .
C23 C 1.0089(2) 0.02644(11) 0.6842(2) 0.0247(4) Uani 1 1 d . . . . .
H23 H 1.0698 -0.0110 0.7243 0.030 Uiso 1 1 calc R . . . .
C24 C 1.03380(19) 0.08116(12) 0.6020(2) 0.0237(4) Uani 1 1 d . . . . .
H24 H 1.1126 0.0827 0.5885 0.028 Uiso 1 1 calc R . . . .
C25 C 0.6829(2) 0.07893(12) 0.6786(2) 0.0245(4) Uani 1 1 d . . . . .
H25A H 0.6678 0.1286 0.7095 0.046(5) Uiso 1 1 calc GR . . . .
H25B H 0.6881 0.0426 0.7523 0.046(5) Uiso 1 1 calc GR . . . .
H25C H 0.6137 0.0655 0.5929 0.046(5) 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 1.4405(15) . ?
S1 O2 1.4386(15) . ?
S1 C1 1.7680(18) . ?
S1 C12 1.7516(18) . ?
S2 C18 1.7590(19) . ?
S2 C19 1.762(2) . ?
N C9 1.401(2) . ?
N C13 1.439(2) . ?
N C20 1.440(2) . ?
C1 C2 1.379(3) . ?
C1 C6 1.399(2) . ?
C2 C3 1.395(3) . ?
C3 C4 1.391(3) . ?
C4 C5 1.393(3) . ?
C5 C6 1.388(2) . ?
C6 C7 1.480(2) . ?
C7 C8 1.386(2) . ?
C7 C12 1.394(2) . ?
C8 C9 1.406(2) . ?
C9 C10 1.410(2) . ?
C10 C11 1.383(3) . ?
C11 C12 1.381(3) . ?
C13 C14 1.394(3) . ?
C13 C18 1.391(3) . ?
C14 C15 1.384(3) . ?
C15 C16 1.388(3) . ?
C16 C17 1.382(3) . ?
C17 C18 1.394(3) . ?
C19 C20 1.397(3) . ?
C19 C24 1.390(3) . ?
C20 C21 1.396(3) . ?
C21 C22 1.400(3) . ?
C21 C25 1.497(3) . ?
C22 C23 1.382(3) . ?
C23 C24 1.381(3) . ?

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 C1 111.06(8) . . ?
O1 S1 C12 110.80(9) . . ?
O2 S1 O1 116.76(9) . . ?
O2 S1 C1 110.89(9) . . ?
O2 S1 C12 111.86(9) . . ?
C12 S1 C1 93.00(9) . . ?
C18 S2 C19 98.28(9) . . ?
C9 N C13 119.04(14) . . ?
C9 N C20 119.12(15) . . ?
C13 N C20 114.00(14) . . ?
C2 C1 S1 126.42(15) . . ?
C2 C1 C6 123.29(17) . . ?
C6 C1 S1 110.25(13) . . ?
C1 C2 C3 117.28(18) . . ?
C4 C3 C2 120.45(18) . . ?
C3 C4 C5 121.38(18) . . ?
C6 C5 C4 118.88(18) . . ?
C1 C6 C7 112.76(16) . . ?
C5 C6 C1 118.65(17) . . ?
C5 C6 C7 128.45(17) . . ?
C8 C7 C6 127.53(16) . . ?
C8 C7 C12 119.72(16) . . ?
C12 C7 C6 112.44(15) . . ?
C7 C8 C9 119.59(16) . . ?
N C9 C8 120.70(16) . . ?
N C9 C10 120.15(16) . . ?
C8 C9 C10 119.13(16) . . ?
C11 C10 C9 121.15(17) . . ?
C12 C11 C10 118.49(16) . . ?
C7 C12 S1 111.21(13) . . ?
C11 C12 S1 126.83(14) . . ?
C11 C12 C7 121.87(16) . . ?
C14 C13 N 121.06(16) . . ?
C18 C13 N 119.18(17) . . ?
C18 C13 C14 119.76(17) . . ?
C15 C14 C13 119.87(18) . . ?
C14 C15 C16 119.98(18) . . ?
C17 C16 C15 120.71(18) . . ?
C16 C17 C18 119.35(18) . . ?
C13 C18 S2 119.58(15) . . ?
C13 C18 C17 120.22(18) . . ?
C17 C18 S2 120.20(15) . . ?
C20 C19 S2 119.86(14) . . ?
C24 C19 S2 119.87(16) . . ?
C24 C19 C20 120.26(19) . . ?
C19 C20 N 118.53(17) . . ?
C21 C20 N 120.56(17) . . ?
C21 C20 C19 120.90(17) . . ?
C20 C21 C22 117.65(18) . . ?
C20 C21 C25 121.14(17) . . ?
C22 C21 C25 121.21(18) . . ?
C23 C22 C21 121.24(19) . . ?
C24 C23 C22 120.78(19) . . ?
C23 C24 C19 119.08(19) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, hexane'
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1426129'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
_audit_creation_date             2015-06-11
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H30 N2 O2 S3, C H2 Cl2'
_chemical_formula_sum            'C41 H32 Cl2 N2 O2 S3'
_chemical_formula_weight         751.76
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   20.7971(13)
_cell_length_b                   11.4101(7)
_cell_length_c                   15.4184(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.560(2)
_cell_angle_gamma                90
_cell_volume                     3618.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.10
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    0.392
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1097 before and 0.0508 after correction.
The Ratio of minimum to maximum transmission is 0.9560.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1560
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 2.00 -1.00 0.0690
-1.00 -1.00 0.00 0.0680
1.00 1.00 0.00 0.0590
-1.00 2.00 1.00 0.0910
1.00 -2.00 0.00 0.0430
2.00 1.00 2.00 0.1400
2.00 -1.00 0.00 0.0580
-2.00 1.00 0.00 0.0450
2.00 -1.00 -2.00 0.0970
0.00 -1.00 2.00 0.1430
-2.00 0.00 -1.00 0.1000
-1.00 2.00 0.00 0.0510
-2.00 2.00 -1.00 0.0610
1.00 -2.00 1.00 0.0740
2.00 -2.00 -1.00 0.0550

_exptl_crystal_size_max          0.386
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.116
_exptl_special_details           
; Data were collected in shutterless mode. Full sphere of reciprocal 
space was nominally covered by 4 runs of narrow-frame ω-scans (scan 
width 0.5°, 15s exposure), every run at a different φ angle.
2 runs of φ-scans (scan width 1°, 1s exposure) were used for 
scaling overflowing intensities. Crystal to detector distance 3.50 cm.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            39252
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.143
_diffrn_reflns_theta_min         2.357
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'ImuS microsource'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4532
_reflns_number_total             5336
_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.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  
'ShelXL 2014/7 multi-CPU version (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS 2013/1 (Sheldrick, 2008)'
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         5336
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0770P)²+4.1270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1332
_refine_special_details          
;
 DCM molecule Cl(1)C(21)H₂Cl(2) is disordered between two half-occupied 
positions related by an inversion centre. The C(21) and (inverted) Cl(2) 
near-overlapping, they were refined with equivalent ADP. Methyl groups 
 were refined as rigid bodies rotating around C---C bonds, with a common 
 refined U for three H atoms. Other H atoms: riding model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl1-C21 \\sim Cl2-C21
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C21) = Uanis(Cl2)
4. Others
 Uiso(H19A)=Uiso(H19B)=Uiso(H19C)=FVAR(1)
 Uiso(H20A)=Uiso(H20B)=Uiso(H20C)=FVAR(2)
 Fixed Sof: Cl1(0.5) Cl2(0.5) C21(0.5) H21A(0.5) H21B(0.5)
5.a Rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
5.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16),
 C17(H17)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.5000 0.76634(4) 0.7500 0.01447(11) Uani 1 2 d S T P . .
S2 S 0.74830(2) 0.30349(4) 0.71748(3) 0.02775(12) Uani 1 1 d . . . . .
O1 O 0.45909(5) 0.83335(10) 0.68397(8) 0.0217(2) Uani 1 1 d . . . . .
N1 N 0.63034(6) 0.37220(10) 0.59834(8) 0.0163(2) Uani 1 1 d . . . . .
C1 C 0.54419(6) 0.66061(12) 0.70122(9) 0.0152(2) Uani 1 1 d . . . . .
C2 C 0.52535(6) 0.54773(12) 0.72114(9) 0.0140(2) Uani 1 1 d . . . . .
C3 C 0.55415(6) 0.45129(12) 0.68856(9) 0.0155(3) Uani 1 1 d . . . . .
H3 H 0.5418 0.3743 0.7027 0.019 Uiso 1 1 calc R . . . .
C4 C 0.60207(6) 0.46850(12) 0.63418(9) 0.0157(3) Uani 1 1 d . . . . .
C5 C 0.62048(7) 0.58338(13) 0.61549(11) 0.0211(3) Uani 1 1 d . . . . .
H5 H 0.6531 0.5951 0.5792 0.025 Uiso 1 1 calc R . . . .
C6 C 0.59186(7) 0.67976(13) 0.64905(11) 0.0198(3) Uani 1 1 d . . . . .
H6 H 0.6047 0.7571 0.6365 0.024 Uiso 1 1 calc R . . . .
C7 C 0.68873(6) 0.38947(12) 0.56104(9) 0.0152(3) Uani 1 1 d . . . . .
C8 C 0.74806(7) 0.36274(12) 0.61174(10) 0.0180(3) Uani 1 1 d . . . . .
C9 C 0.80620(7) 0.38168(14) 0.57894(12) 0.0250(3) Uani 1 1 d . . . . .
H9 H 0.8467 0.3626 0.6131 0.030 Uiso 1 1 calc R . . . .
C10 C 0.80380(8) 0.42859(14) 0.49590(13) 0.0277(4) Uani 1 1 d . . . . .
H10 H 0.8431 0.4453 0.4740 0.033 Uiso 1 1 calc R . . . .
C11 C 0.74506(9) 0.45151(14) 0.44445(11) 0.0263(3) Uani 1 1 d . . . . .
H11 H 0.7446 0.4824 0.3871 0.032 Uiso 1 1 calc R . . . .
C12 C 0.68630(8) 0.43017(13) 0.47511(10) 0.0201(3) Uani 1 1 d . . . . .
C13 C 0.62444(7) 0.25910(12) 0.63683(10) 0.0180(3) Uani 1 1 d . . . . .
C14 C 0.67651(8) 0.21895(14) 0.69710(11) 0.0226(3) Uani 1 1 d . . . . .
C15 C 0.67255(10) 0.11158(16) 0.73891(13) 0.0335(4) Uani 1 1 d . . . . .
H15 H 0.7082 0.0831 0.7791 0.040 Uiso 1 1 calc R . . . .
C16 C 0.61587(11) 0.04712(16) 0.72083(14) 0.0371(4) Uani 1 1 d . . . . .
H16 H 0.6119 -0.0244 0.7511 0.044 Uiso 1 1 calc R . . . .
C17 C 0.56481(9) 0.08526(15) 0.65931(13) 0.0314(4) Uani 1 1 d . . . . .
H17 H 0.5265 0.0390 0.6475 0.038 Uiso 1 1 calc R . . . .
C18 C 0.56866(8) 0.19092(14) 0.61420(11) 0.0234(3) Uani 1 1 d . . . . .
C19 C 0.62267(9) 0.45000(17) 0.41708(12) 0.0327(4) Uani 1 1 d . . . . .
H19A H 0.6001 0.3750 0.4056 0.070(5) Uiso 1 1 d GR . . . .
H19B H 0.6306 0.4847 0.3615 0.070(5) Uiso 1 1 d GR . . . .
H19C H 0.5957 0.5033 0.4463 0.070(5) Uiso 1 1 d GR . . . .
C20 C 0.51511(9) 0.22889(17) 0.54408(14) 0.0339(4) Uani 1 1 d . . . . .
H20A H 0.5003 0.3073 0.5577 0.081(6) Uiso 1 1 d GR . . . .
H20B H 0.4788 0.1736 0.5410 0.081(6) Uiso 1 1 d GR . . . .
H20C H 0.5312 0.2306 0.4875 0.081(6) Uiso 1 1 d GR . . . .
Cl1 Cl 0.65015(6) 0.76568(12) 0.44422(9) 0.0538(3) Uani 0.5 1 d D . . A -1
Cl2 Cl 0.77901(8) 0.74334(11) 0.54530(10) 0.0455(3) Uani 0.5 1 d D . . A -1
C21 C 0.7325(4) 0.7842(6) 0.4429(5) 0.0455(3) Uani 0.5 1 d D . . A -1
H21A H 0.7413 0.8673 0.4303 0.055 Uiso 0.5 1 calc R . . A -1
H21B H 0.7460 0.7358 0.3954 0.055 Uiso 0.5 1 calc R . . A -1


_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 1.4447(11) . ?
S1 O1 1.4447(11) 2_656 ?
S1 C1 1.7525(14) 2_656 ?
S1 C1 1.7525(14) . ?
S2 C8 1.7643(16) . ?
S2 C14 1.7659(17) . ?
N1 C4 1.3983(17) . ?
N1 C7 1.4327(17) . ?
N1 C13 1.4333(18) . ?
C1 C2 1.3938(18) . ?
C1 C6 1.3838(19) . ?
C2 C2 1.478(3) 2_656 ?
C2 C3 1.3826(18) . ?
C3 C4 1.4084(19) . ?
C4 C5 1.407(2) . ?
C5 C6 1.387(2) . ?
C7 C8 1.393(2) . ?
C7 C12 1.398(2) . ?
C8 C9 1.395(2) . ?
C9 C10 1.382(3) . ?
C10 C11 1.379(3) . ?
C11 C12 1.396(2) . ?
C12 C19 1.500(2) . ?
C13 C14 1.395(2) . ?
C13 C18 1.397(2) . ?
C14 C15 1.392(2) . ?
C15 C16 1.382(3) . ?
C16 C17 1.385(3) . ?
C17 C18 1.400(2) . ?
C18 C20 1.496(3) . ?
Cl1 C21 1.729(7) . ?
Cl2 C21 1.787(6) . ?

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 O1 116.09(10) . 2_656 ?
O1 S1 C1 112.04(6) . 2_656 ?
O1 S1 C1 110.69(7) 2_656 2_656 ?
O1 S1 C1 110.69(7) . . ?
O1 S1 C1 112.04(6) 2_656 . ?
C1 S1 C1 93.00(9) 2_656 . ?
C8 S2 C14 99.14(7) . . ?
C4 N1 C7 118.81(11) . . ?
C4 N1 C13 118.49(11) . . ?
C7 N1 C13 114.84(11) . . ?
C2 C1 S1 111.04(10) . . ?
C6 C1 S1 127.42(11) . . ?
C6 C1 C2 121.55(12) . . ?
C1 C2 C2 112.45(8) . 2_656 ?
C3 C2 C1 120.28(12) . . ?
C3 C2 C2 127.26(8) . 2_656 ?
C2 C3 C4 119.24(12) . . ?
N1 C4 C3 120.14(12) . . ?
N1 C4 C5 120.52(12) . . ?
C5 C4 C3 119.34(12) . . ?
C6 C5 C4 121.14(13) . . ?
C1 C6 C5 118.44(13) . . ?
C8 C7 N1 118.53(13) . . ?
C8 C7 C12 120.59(13) . . ?
C12 C7 N1 120.86(13) . . ?
C7 C8 S2 118.89(11) . . ?
C7 C8 C9 120.39(14) . . ?
C9 C8 S2 120.72(12) . . ?
C10 C9 C8 118.82(15) . . ?
C11 C10 C9 120.88(14) . . ?
C10 C11 C12 121.15(15) . . ?
C7 C12 C19 121.31(14) . . ?
C11 C12 C7 117.97(14) . . ?
C11 C12 C19 120.72(15) . . ?
C14 C13 N1 117.75(13) . . ?
C14 C13 C18 121.11(14) . . ?
C18 C13 N1 121.13(14) . . ?
C13 C14 S2 119.40(11) . . ?
C15 C14 S2 120.33(14) . . ?
C15 C14 C13 120.24(16) . . ?
C16 C15 C14 118.83(18) . . ?
C15 C16 C17 121.00(16) . . ?
C16 C17 C18 121.08(16) . . ?
C13 C18 C17 117.53(16) . . ?
C13 C18 C20 121.35(15) . . ?
C17 C18 C20 121.12(16) . . ?
Cl1 C21 Cl2 111.4(4) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, hexane'
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1426130'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;

_audit_creation_date             2015-11-17
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.11.10 svn.r3248 for OlexSys, GUI svn.r5133)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H34 N2 O2 S3'
_chemical_formula_sum            'C42 H34 N2 O2 S3'
_chemical_formula_weight         694.89
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   12.7719(10)
_cell_length_b                   13.6832(10)
_cell_length_c                   19.915(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.962(3)
_cell_angle_gamma                90
_cell_volume                     3437.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9808
_cell_measurement_temperature    120
_cell_measurement_theta_max      30.10
_cell_measurement_theta_min      2.20
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0854 before and 0.0511 after correction.
The Ratio of minimum to maximum transmission is 0.9710.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 1.00 -1.00 0.0780
0.00 -1.00 1.00 0.0740
0.00 -1.00 -1.00 0.0850
0.00 1.00 1.00 0.0840
2.00 0.00 -1.00 0.1110
-3.00 0.00 1.00 0.1400
1.00 -1.00 0.00 0.0990
3.00 -1.00 -2.00 0.1060

_exptl_crystal_size_max          0.297
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.156
_exptl_special_details           
; Data were collected in shutterless mode. Full sphere of reciprocal 
space was nominally covered by 4 runs of narrow-frame ω-scans (scan 
width 0.5°, 10s exposure), every run at a different φ angle.
2 runs of φ-scans (scan width 1°, 1s exposure) were used for 
scaling overflowing intensities. Crystal to detector distance 3.50 cm.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            37349
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.119
_diffrn_reflns_theta_min         2.196
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'ImuS microsource'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4454
_reflns_number_total             5057
_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.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  
'ShelXL 2014/7 multi-CPU version (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS 2013/1 (Sheldrick, 2008)'
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         5057
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0600P)²+3.2350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1123
_refine_special_details          
;
 Methyl groups were refined as rigid bodies rotating around 
 C---C bonds, with a common refined U for three H atoms. 
 Other H atoms: riding model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Uiso(H20A)=Uiso(H20B)=Uiso(H20C)=FVAR(1)
 Uiso(H21A)=Uiso(H21B)=Uiso(H21C)=FVAR(2)
3.a Ternary CH refined with riding coordinates:
 C19(H19)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

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 0.2500 0.20113(3) 0.5000 0.03353(15) Uani 1 2 d S T P . .
S2 S -0.04561(3) 0.59719(3) 0.28388(2) 0.02564(10) Uani 1 1 d . . . . .
O1 O 0.15371(14) 0.14554(9) 0.49716(6) 0.0584(5) Uani 1 1 d . . . . .
N1 N 0.17698(8) 0.53492(7) 0.30942(5) 0.01634(19) Uani 1 1 d . . . . .
C1 C 0.23493(11) 0.28961(8) 0.43488(6) 0.0205(2) Uani 1 1 d . . . . .
C2 C 0.23878(9) 0.38313(8) 0.46266(5) 0.0154(2) Uani 1 1 d . . . . .
C3 C 0.21912(9) 0.46412(8) 0.42136(6) 0.0152(2) Uani 1 1 d . . . . .
H3 H 0.2213 0.5277 0.4407 0.018 Uiso 1 1 calc R . . . .
C4 C 0.19589(9) 0.45230(8) 0.35056(6) 0.0146(2) Uani 1 1 d . . . . .
C5 C 0.19305(10) 0.35713(9) 0.32309(6) 0.0186(2) Uani 1 1 d . . . . .
H5 H 0.1778 0.3485 0.2752 0.022 Uiso 1 1 calc R . . . .
C6 C 0.21215(11) 0.27594(9) 0.36496(6) 0.0220(2) Uani 1 1 d . . . . .
H6 H 0.2097 0.2120 0.3461 0.026 Uiso 1 1 calc R . . . .
C7 C 0.13179(10) 0.52785(8) 0.23948(6) 0.0177(2) Uani 1 1 d . . . . .
C8 C 0.02635(10) 0.55526(9) 0.22053(6) 0.0205(2) Uani 1 1 d . . . . .
C9 C -0.01854(11) 0.55345(10) 0.15195(7) 0.0265(3) Uani 1 1 d . . . . .
H9 H -0.0904 0.5723 0.1386 0.032 Uiso 1 1 calc R . . . .
C10 C 0.04173(13) 0.52425(10) 0.10364(7) 0.0288(3) Uani 1 1 d . . . . .
H10 H 0.0108 0.5222 0.0571 0.035 Uiso 1 1 calc R . . . .
C11 C 0.14716(13) 0.49790(10) 0.12251(6) 0.0279(3) Uani 1 1 d . . . . .
H11 H 0.1880 0.4777 0.0890 0.033 Uiso 1 1 calc R . . . .
C12 C 0.19278(11) 0.50115(9) 0.19049(6) 0.0231(3) Uani 1 1 d . . . . .
H12 H 0.2655 0.4852 0.2034 0.028 Uiso 1 1 calc R . . . .
C13 C 0.16093(9) 0.62775(8) 0.33981(6) 0.0161(2) Uani 1 1 d . . . . .
C14 C 0.05749(10) 0.66328(9) 0.33363(6) 0.0202(2) Uani 1 1 d . . . . .
C15 C 0.03691(12) 0.75113(11) 0.36449(7) 0.0283(3) Uani 1 1 d . . . . .
H15 H -0.0333 0.7759 0.3604 0.034 Uiso 1 1 calc R . . . .
C16 C 0.12101(13) 0.80172(10) 0.40125(8) 0.0318(3) Uani 1 1 d . . . . .
H16 H 0.1077 0.8601 0.4244 0.038 Uiso 1 1 calc R . . . .
C17 C 0.22418(12) 0.76831(9) 0.40474(7) 0.0270(3) Uani 1 1 d . . . . .
H17 H 0.2806 0.8053 0.4291 0.032 Uiso 1 1 calc R . . . .
C18 C 0.24682(10) 0.68137(8) 0.37323(6) 0.0193(2) Uani 1 1 d . . . . .
C19 C 0.35917(10) 0.64743(10) 0.37159(7) 0.0230(2) Uani 1 1 d . . . . .
H19 H 0.3581 0.5745 0.3687 0.028 Uiso 1 1 calc R . . . .
C20 C 0.43778(13) 0.67595(14) 0.43458(9) 0.0399(4) Uani 1 1 d . . . . .
H20A H 0.4459 0.7472 0.4362 0.057(4) Uiso 1 1 calc GR . . . .
H20B H 0.5066 0.6455 0.4324 0.057(4) Uiso 1 1 calc GR . . . .
H20C H 0.4112 0.6534 0.4755 0.057(4) Uiso 1 1 calc GR . . . .
C21 C 0.39493(13) 0.68679(13) 0.30649(9) 0.0358(3) Uani 1 1 d . . . . .
H21A H 0.3466 0.6632 0.2667 0.047(3) Uiso 1 1 calc GR . . . .
H21B H 0.4670 0.6639 0.3041 0.047(3) Uiso 1 1 calc GR . . . .
H21C H 0.3940 0.7584 0.3071 0.047(3) 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 1.4396(14) . ?
S1 O1 1.4397(14) 2_556 ?
S1 C1 1.7625(12) 2_556 ?
S1 C1 1.7625(12) . ?
S2 C8 1.7683(13) . ?
S2 C14 1.7683(13) . ?
N1 C4 1.3950(14) . ?
N1 C7 1.4254(14) . ?
N1 C13 1.4354(14) . ?
C1 C2 1.3920(15) . ?
C1 C6 1.3900(16) . ?
C2 C2 1.470(2) 2_556 ?
C2 C3 1.3796(15) . ?
C3 C4 1.4041(15) . ?
C4 C5 1.4109(15) . ?
C5 C6 1.3876(16) . ?
C7 C8 1.3923(18) . ?
C7 C12 1.3889(17) . ?
C8 C9 1.3966(17) . ?
C9 C10 1.382(2) . ?
C10 C11 1.388(2) . ?
C11 C12 1.3886(18) . ?
C13 C14 1.3952(17) . ?
C13 C18 1.3990(17) . ?
C14 C15 1.3935(18) . ?
C15 C16 1.387(2) . ?
C16 C17 1.386(2) . ?
C17 C18 1.3961(17) . ?
C18 C19 1.5134(18) . ?
C19 C20 1.530(2) . ?
C19 C21 1.538(2) . ?

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 O1 116.21(14) . 2_556 ?
O1 S1 C1 112.74(8) 2_556 . ?
O1 S1 C1 109.83(6) . . ?
O1 S1 C1 112.74(8) . 2_556 ?
O1 S1 C1 109.83(6) 2_556 2_556 ?
C1 S1 C1 93.24(8) 2_556 . ?
C14 S2 C8 98.12(6) . . ?
C4 N1 C7 121.71(9) . . ?
C4 N1 C13 119.50(9) . . ?
C7 N1 C13 114.17(9) . . ?
C2 C1 S1 110.24(8) . . ?
C6 C1 S1 128.79(9) . . ?
C6 C1 C2 120.71(11) . . ?
C1 C2 C2 113.04(6) . 2_556 ?
C3 C2 C1 120.63(10) . . ?
C3 C2 C2 126.29(6) . 2_556 ?
C2 C3 C4 119.77(10) . . ?
N1 C4 C3 119.12(10) . . ?
N1 C4 C5 121.91(10) . . ?
C3 C4 C5 118.97(10) . . ?
C6 C5 C4 120.95(10) . . ?
C5 C6 C1 118.96(11) . . ?
C8 C7 N1 118.29(11) . . ?
C12 C7 N1 121.22(11) . . ?
C12 C7 C8 120.33(11) . . ?
C7 C8 S2 118.83(9) . . ?
C7 C8 C9 119.52(12) . . ?
C9 C8 S2 121.58(11) . . ?
C10 C9 C8 119.85(13) . . ?
C9 C10 C11 120.59(12) . . ?
C10 C11 C12 119.85(13) . . ?
C11 C12 C7 119.82(13) . . ?
C14 C13 N1 117.81(10) . . ?
C14 C13 C18 121.38(11) . . ?
C18 C13 N1 120.79(11) . . ?
C13 C14 S2 118.91(9) . . ?
C15 C14 S2 120.87(10) . . ?
C15 C14 C13 120.18(12) . . ?
C16 C15 C14 118.65(13) . . ?
C17 C16 C15 120.92(12) . . ?
C16 C17 C18 121.35(13) . . ?
C13 C18 C19 120.30(11) . . ?
C17 C18 C13 117.31(12) . . ?
C17 C18 C19 122.32(12) . . ?
C18 C19 C20 114.04(12) . . ?
C18 C19 C21 108.54(11) . . ?
C20 C19 C21 111.02(13) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, hexane'
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1437574'
_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;

# Added during the CSD deposition process: Tuesday 17th of November 2015 09:36:17 PM
# end Validation Reply Form


# start Validation Reply Form
_vrf_CHEMW03_2                   
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: The structure contains disordered solvent which could not  be determined at atomic resolution. The solvent-masking procedure  (PLATON SQUEEZE) was applied 
;
_vrf_PLAT201_2                   
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          4 Report
RESPONSE: These are narrowly-separated positions of disordered atoms
;
# end Validation Reply Form

_audit_creation_date             2015-10-18
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H26 N2 O2 S3,C4 H8 O'
_chemical_formula_sum            'C42 H34 N2 O3 S3'
_chemical_formula_weight         710.89
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.6805(3)
_cell_length_b                   15.8659(4)
_cell_length_c                   19.4344(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.3230(14)
_cell_angle_gamma                90
_cell_volume                     3563.68(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9385
_cell_measurement_temperature    120
_cell_measurement_theta_max      65.65
_cell_measurement_theta_min      2.79
_shelx_estimated_absorpt_T_max   0.863
_shelx_estimated_absorpt_T_min   0.468
_exptl_absorpt_coefficient_mu    2.241
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8291
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0918 before and 0.0646 after correction.
The Ratio of minimum to maximum transmission is 0.8291.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular plate'
_exptl_crystal_F_000             1488
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.0340
0.00 0.00 -1.00 0.0080
1.00 1.00 0.00 0.0970
0.00 -2.00 -1.00 0.0830
-1.00 1.00 0.00 0.1590
-1.00 -1.00 -1.00 0.0930
0.00 2.00 1.00 0.1820
2.00 0.00 1.00 0.1200
-2.00 0.00 -1.00 0.1070
-1.00 0.00 1.00 0.1100
-1.00 -1.00 1.00 0.1050

_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.068

_exptl_special_details           
; Data were collected in shutterless mode. Full sphere of reciprocal 
space was nominally covered by 7 runs of narrow-frame ω-scans (scan 
width 0.5°), every run at different φ and/or 2θ angle. 
Three runs with the detector at 2θ=-40° were collected with the 
exposure of 10 s/scan, four runs at 2θ=-90° with 30 s/scan. 
Two runs of φ-scans (scan width 1°, 2s exposure) were used for 
scaling overflowing intensities. Crystal to detector distance 3.50 cm.
;

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0842
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            27034
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        66.672
_diffrn_reflns_theta_max         66.672
_diffrn_reflns_theta_min         3.612
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Bruker PHOTON 100 CMOS'
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       '3-circle area detector diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'ImuS microsource'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3928
_reflns_number_total             6215
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v.2013.4_1 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.30C (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2014/7 (Sheldrick, 2008, 2015)'
_computing_structure_solution    'ShelXS 2013/1 (Sheldrick, 2008)'
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     429
_refine_ls_number_reflns         6215
_refine_ls_number_restraints     397
_refine_ls_R_factor_all          0.1347
_refine_ls_R_factor_gt           0.0856
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0680P)²+9.5180P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1901
_refine_ls_wR_factor_ref         0.2149
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S3A-C32A \\sim S3B-C32B \\sim S3A-C31A \\sim S3B-C31B
 with sigma of 0.02
 C31A-C26A \\sim C31B-C26B \\sim C33A-C32A \\sim C33B-C32B
 with sigma of 0.02
 N2-C33B \\sim N2-C33A \\sim N2-C26A \\sim N2-C26B
 with sigma of 0.02
 C27A-C26A \\sim C27B-C26B \\sim C34B-C33B \\sim C34A-C33A
 with sigma of 0.02
 C31A-C30A \\sim C31B-C30B \\sim C37A-C32A \\sim C37B-C32B
 with sigma of 0.02
 C30A-C29A \\sim C30B-C29B \\sim C37B-C36B \\sim C37A-C36A
 with sigma of 0.02
 C29A-C28A \\sim C29B-C28B \\sim C36B-C35B \\sim C36A-C35A
 with sigma of 0.02
 C35B-C34B \\sim C35A-C34A \\sim C28A-C27A \\sim C28B-C27B
 with sigma of 0.02
 C34B-C33B \\sim C34A-C33A \\sim C27B-C26B \\sim C27A-C26A
 with sigma of 0.02
 C38B-C34B \\sim C38A-C27A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(S3A) = Uanis(S3B)
Uiso(C32B) = Uiso(C32A)
Uanis(C37B) = Uanis(C37A)
Uanis(C36B) = Uanis(C36A)
Uanis(C35B) = Uanis(C35A)
Uanis(C34B) = Uanis(C34A)
Uiso(C33B) = Uiso(C33A)
Uiso(C26A) = Uiso(C26B)
Uiso(C31A) = Uiso(C31B)
Uanis(C30A) = Uanis(C30B)
Uanis(C29A) = Uanis(C29B)
Uanis(C28A) = Uanis(C28B)
Uanis(C27A) = Uanis(C27B)
Uanis(C38B) = Uanis(C38A)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: S3A(0.6) C26A(0.6) C27A(0.6) C28A(0.6) H28A(0.6) C29A(0.6)
 H29A(0.6) C30A(0.6) H30A(0.6) C31A(0.6) C32A(0.6) C33A(0.6) C34A(0.6)
 H34A(0.6) C35A(0.6) H35A(0.6) C36A(0.6) H36A(0.6) C37A(0.6) H37A(0.6)
 C38A(0.6) H38A(0.6) H38B(0.6) H38C(0.6) S3B(0.4) C26B(0.4) C27B(0.4) H27B(0.4)
 C28B(0.4) H28B(0.4) C29B(0.4) H29B(0.4) C30B(0.4) H30B(0.4) C31B(0.4)
 C32B(0.4) C33B(0.4) C34B(0.4) C35B(0.4) H35B(0.4) C36B(0.4) H36B(0.4)
 C37B(0.4) H37B(0.4) C38B(0.4) H38D(0.4) H38E(0.4) H38F(0.4)
6.a Riding coordinates:
 C38A(H38A,H38B,H38C), C38B(H38D,H38E,H38F)
6.b Rotating group:
 C25(H25A,H25B,H25C)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C8(H8), C10(H10), C11(H11), C15(H15), C16(H16),
 C17(H17), C21(H21), C22(H22), C23(H23), C24(H24), C28A(H28A), C29A(H29A),
 C30A(H30A), C34A(H34A), C35A(H35A), C36A(H36A), C37A(H37A), C27B(H27B),
 C28B(H28B), C29B(H29B), C30B(H30B), C35B(H35B), C36B(H36B), C37B(H37B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.71302(10) 0.24307(8) 0.08628(7) 0.0487(4) Uani 1 1 d . U . . .
S2 S 0.93478(13) 0.58001(10) 0.34029(9) 0.0662(5) Uani 1 1 d . U . . .
O1 O 0.7875(3) 0.2660(3) 0.0368(2) 0.0679(11) Uani 1 1 d . U . . .
O2 O 0.6911(3) 0.1546(2) 0.0933(2) 0.0549(10) Uani 1 1 d . U . . .
N1 N 0.8147(3) 0.4198(3) 0.3571(2) 0.0536(11) Uani 1 1 d . U . . .
N2 N 0.2905(3) 0.4522(3) 0.0678(2) 0.0459(10) Uani 1 1 d D U . . .
C1 C 0.7566(4) 0.2894(3) 0.1680(3) 0.0481(12) Uani 1 1 d . U . . .
C2 C 0.8590(4) 0.2772(3) 0.2119(3) 0.0573(15) Uani 1 1 d . U . . .
H2 H 0.9166 0.2402 0.1993 0.069 Uiso 1 1 calc R . . . .
C3 C 0.8765(4) 0.3195(4) 0.2747(3) 0.0609(16) Uani 1 1 d . U . . .
H3 H 0.9456 0.3098 0.3059 0.073 Uiso 1 1 calc R . . . .
C4 C 0.7940(4) 0.3768(3) 0.2934(3) 0.0505(13) Uani 1 1 d . U . . .
C5 C 0.6910(4) 0.3886(3) 0.2477(3) 0.0507(13) Uani 1 1 d . U . . .
H5 H 0.6337 0.4264 0.2595 0.061 Uiso 1 1 calc R . . . .
C6 C 0.6726(4) 0.3450(3) 0.1852(3) 0.0462(12) Uani 1 1 d . U . . .
C7 C 0.5721(4) 0.3512(3) 0.1295(3) 0.0428(12) Uani 1 1 d . U . . .
C8 C 0.4748(4) 0.4013(3) 0.1290(3) 0.0446(12) Uani 1 1 d . U . . .
H8 H 0.4663 0.4355 0.1680 0.054 Uiso 1 1 calc R . . . .
C9 C 0.3890(4) 0.4013(3) 0.0705(3) 0.0441(12) Uani 1 1 d . U . . .
C10 C 0.4027(4) 0.3479(3) 0.0146(3) 0.0481(13) Uani 1 1 d . U . . .
H10 H 0.3437 0.3457 -0.0246 0.058 Uiso 1 1 calc R . . . .
C11 C 0.5001(4) 0.2987(3) 0.0155(3) 0.0467(12) Uani 1 1 d . U . . .
H11 H 0.5093 0.2638 -0.0230 0.056 Uiso 1 1 calc R . . . .
C12 C 0.5832(4) 0.3009(3) 0.0728(3) 0.0403(11) Uani 1 1 d . U . . .
C13 C 0.7440(4) 0.4916(3) 0.3673(3) 0.0528(13) Uani 1 1 d . U . . .
C14 C 0.6366(5) 0.4819(4) 0.3885(3) 0.0636(15) Uani 1 1 d . U . . .
C15 C 0.5705(5) 0.5556(4) 0.3936(3) 0.0651(16) Uani 1 1 d . U . . .
H15 H 0.4946 0.5511 0.4053 0.078 Uiso 1 1 calc R . . . .
C16 C 0.6148(5) 0.6339(4) 0.3819(3) 0.0697(17) Uani 1 1 d . U . . .
H16 H 0.5681 0.6826 0.3843 0.084 Uiso 1 1 calc R . . . .
C17 C 0.7247(5) 0.6426(4) 0.3667(3) 0.0654(16) Uani 1 1 d . U . . .
H17 H 0.7556 0.6976 0.3633 0.079 Uiso 1 1 calc R . . . .
C18 C 0.7914(5) 0.5744(3) 0.3563(3) 0.0530(13) Uani 1 1 d . U . . .
C19 C 0.9938(5) 0.4949(4) 0.3898(3) 0.0532(13) Uani 1 1 d . U . . .
C20 C 0.9278(4) 0.4242(4) 0.3944(3) 0.0559(14) Uani 1 1 d . U . . .
C21 C 0.9705(5) 0.3547(4) 0.4380(3) 0.0710(17) Uani 1 1 d . U . . .
H21 H 0.9235 0.3068 0.4426 0.085 Uiso 1 1 calc R . . . .
C22 C 1.0800(5) 0.3593(4) 0.4726(4) 0.0742(18) Uani 1 1 d . U . . .
H22 H 1.1102 0.3140 0.5016 0.089 Uiso 1 1 calc R . . . .
C23 C 1.1471(5) 0.4288(4) 0.4660(3) 0.0604(15) Uani 1 1 d . U . . .
H23 H 1.2250 0.4284 0.4885 0.072 Uiso 1 1 calc R . . . .
C24 C 1.1072(5) 0.4992(4) 0.4284(3) 0.0574(14) Uani 1 1 d . U . . .
H24 H 1.1533 0.5485 0.4282 0.069 Uiso 1 1 calc R . . . .
C25 C 0.5926(6) 0.3981(5) 0.4089(4) 0.088(2) Uani 1 1 d . U . . .
H25A H 0.5654 0.3650 0.3669 0.132 Uiso 1 1 d GR . . . .
H25B H 0.5283 0.4060 0.4357 0.132 Uiso 1 1 d GR . . . .
H25C H 0.6555 0.3675 0.4374 0.132 Uiso 1 1 d GR . . . .
S3A S 0.0894(5) 0.3622(5) 0.1141(3) 0.0519(10) Uani 0.6 1 d D U P A 1
C26A C 0.2602(9) 0.4807(6) 0.1342(5) 0.0393(16) Uiso 0.6 1 d D U P A 1
C27A C 0.3129(16) 0.5527(9) 0.1653(7) 0.049(3) Uani 0.6 1 d D U P A 1
C28A C 0.2823(9) 0.5806(7) 0.2302(6) 0.044(2) Uani 0.6 1 d D U P A 1
H28A H 0.3191 0.6282 0.2534 0.053 Uiso 0.6 1 calc R . P A 1
C29A C 0.1990(8) 0.5374(7) 0.2580(6) 0.048(2) Uani 0.6 1 d D U P A 1
H29A H 0.1829 0.5529 0.3028 0.058 Uiso 0.6 1 calc R . P A 1
C30A C 0.1376(10) 0.4724(9) 0.2237(7) 0.052(2) Uani 0.6 1 d D U P A 1
H30A H 0.0732 0.4490 0.2418 0.062 Uiso 0.6 1 calc R . P A 1
C31A C 0.1701(8) 0.4405(6) 0.1619(5) 0.0411(16) Uiso 0.6 1 d D U P A 1
C32A C 0.0993(8) 0.3984(7) 0.0298(4) 0.0417(16) Uiso 0.6 1 d D U P A 1
C33A C 0.1951(7) 0.4429(7) 0.0128(5) 0.0405(16) Uiso 0.6 1 d D U P A 1
C34A C 0.1986(13) 0.4740(12) -0.0529(6) 0.053(2) Uani 0.6 1 d D U P A 1
H34A H 0.2630 0.5058 -0.0630 0.063 Uiso 0.6 1 calc R . P A 1
C35A C 0.1064(10) 0.4578(9) -0.1035(7) 0.059(3) Uani 0.6 1 d D U P A 1
H35A H 0.1073 0.4785 -0.1493 0.071 Uiso 0.6 1 calc R . P A 1
C36A C 0.0133(10) 0.4124(9) -0.0893(6) 0.059(3) Uani 0.6 1 d D U P A 1
H36A H -0.0473 0.4003 -0.1261 0.071 Uiso 0.6 1 calc R . P A 1
C37A C 0.0043(10) 0.3836(10) -0.0238(5) 0.051(3) Uani 0.6 1 d D U P A 1
H37A H -0.0630 0.3548 -0.0144 0.062 Uiso 0.6 1 calc R . P A 1
C38A C 0.3985(10) 0.6104(7) 0.1288(6) 0.078(3) Uani 0.6 1 d D U P A 1
H38A H 0.4768 0.5868 0.1376 0.117 Uiso 0.6 1 d R . P A 1
H38B H 0.3990 0.6675 0.1480 0.117 Uiso 0.6 1 d R . P A 1
H38C H 0.3723 0.6122 0.0786 0.117 Uiso 0.6 1 d R . P A 1
S3B S 0.1169(9) 0.3660(8) 0.1343(5) 0.0519(10) Uani 0.4 1 d D U P A 2
C26B C 0.2678(13) 0.4997(9) 0.1268(7) 0.0393(16) Uiso 0.4 1 d D U P A 2
C27B C 0.326(3) 0.5705(14) 0.1516(11) 0.049(3) Uani 0.4 1 d D U P A 2
H27B H 0.3767 0.5982 0.1252 0.059 Uiso 0.4 1 calc R . P A 2
C28B C 0.3082(15) 0.6018(12) 0.2169(10) 0.044(2) Uani 0.4 1 d D U P A 2
H28B H 0.3499 0.6498 0.2360 0.053 Uiso 0.4 1 calc R . P A 2
C29B C 0.2301(16) 0.5624(11) 0.2532(10) 0.048(2) Uani 0.4 1 d D U P A 2
H29B H 0.2165 0.5863 0.2961 0.058 Uiso 0.4 1 calc R . P A 2
C30B C 0.1711(17) 0.4904(14) 0.2305(10) 0.052(2) Uani 0.4 1 d D U P A 2
H30B H 0.1209 0.4628 0.2576 0.062 Uiso 0.4 1 calc R . P A 2
C31B C 0.1890(13) 0.4595(9) 0.1644(8) 0.0411(16) Uiso 0.4 1 d D U P A 2
C32B C 0.0951(11) 0.3867(10) 0.0460(7) 0.0417(16) Uiso 0.4 1 d D U P A 2
C33B C 0.1853(10) 0.4274(10) 0.0219(7) 0.0405(16) Uiso 0.4 1 d D U P A 2
C34B C 0.175(2) 0.454(2) -0.0467(9) 0.053(2) Uani 0.4 1 d D U P A 2
C35B C 0.0764(17) 0.4326(13) -0.0938(10) 0.059(3) Uani 0.4 1 d D U P A 2
H35B H 0.0707 0.4477 -0.1415 0.071 Uiso 0.4 1 calc R . P A 2
C36B C -0.0102(16) 0.3898(13) -0.0701(11) 0.059(3) Uani 0.4 1 d D U P A 2
H36B H -0.0761 0.3736 -0.1019 0.071 Uiso 0.4 1 calc R . P A 2
C37B C -0.0048(16) 0.3694(17) -0.0010(9) 0.051(3) Uani 0.4 1 d D U P A 2
H37B H -0.0692 0.3433 0.0150 0.062 Uiso 0.4 1 calc R . P A 2
C38B C 0.2726(14) 0.5078(11) -0.0737(9) 0.078(3) Uani 0.4 1 d D U P A 2
H38D H 0.2930 0.5552 -0.0420 0.117 Uiso 0.4 1 d R . P A 2
H38E H 0.2448 0.5294 -0.1205 0.117 Uiso 0.4 1 d R . P A 2
H38F H 0.3410 0.4725 -0.0753 0.117 Uiso 0.4 1 d R . P A 2


_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 1.433(4) . ?
S1 O2 1.436(4) . ?
S1 C1 1.757(6) . ?
S1 C12 1.760(5) . ?
S2 C18 1.750(6) . ?
S2 C19 1.741(6) . ?
N1 C4 1.403(7) . ?
N1 C13 1.438(6) . ?
N1 C20 1.414(6) . ?
N2 C9 1.401(6) . ?
N2 C26A 1.460(8) . ?
N2 C33A 1.435(9) . ?
N2 C26B 1.429(11) . ?
N2 C33B 1.463(11) . ?
C1 C2 1.380(7) . ?
C1 C6 1.395(6) . ?
C2 C3 1.380(8) . ?
C3 C4 1.411(7) . ?
C4 C5 1.401(7) . ?
C5 C6 1.387(7) . ?
C6 C7 1.481(7) . ?
C7 C8 1.386(6) . ?
C7 C12 1.382(6) . ?
C8 C9 1.401(7) . ?
C9 C10 1.406(7) . ?
C10 C11 1.377(7) . ?
C11 C12 1.368(7) . ?
C13 C14 1.385(8) . ?
C13 C18 1.453(8) . ?
C14 C15 1.412(8) . ?
C14 C25 1.500(9) . ?
C15 C16 1.378(9) . ?
C16 C17 1.365(8) . ?
C17 C18 1.365(7) . ?
C19 C20 1.372(8) . ?
C19 C24 1.427(8) . ?
C20 C21 1.436(8) . ?
C21 C22 1.357(8) . ?
C22 C23 1.369(8) . ?
C23 C24 1.379(8) . ?
S3A C31A 1.743(8) . ?
S3A C32A 1.757(8) . ?
C26A C27A 1.392(10) . ?
C26A C31A 1.403(9) . ?
C27A C28A 1.431(10) . ?
C27A C38A 1.594(12) . ?
C28A C29A 1.364(10) . ?
C29A C30A 1.372(11) . ?
C30A C31A 1.405(10) . ?
C32A C33A 1.402(10) . ?
C32A C37A 1.427(10) . ?
C33A C34A 1.375(10) . ?
C34A C35A 1.374(11) . ?
C35A C36A 1.365(12) . ?
C36A C37A 1.370(11) . ?
S3B C31B 1.764(12) . ?
S3B C32B 1.729(11) . ?
C26B C27B 1.362(13) . ?
C26B C31B 1.409(12) . ?
C27B C28B 1.405(13) . ?
C28B C29B 1.381(13) . ?
C29B C30B 1.373(14) . ?
C30B C31B 1.418(14) . ?
C32B C33B 1.375(13) . ?
C32B C37B 1.400(13) . ?
C33B C34B 1.389(13) . ?
C34B C35B 1.408(14) . ?
C34B C38B 1.569(16) . ?
C35B C36B 1.354(14) . ?
C36B C37B 1.374(14) . ?

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 116.4(2) . . ?
O1 S1 C1 112.0(2) . . ?
O1 S1 C12 111.2(2) . . ?
O2 S1 C1 110.8(2) . . ?
O2 S1 C12 111.2(2) . . ?
C1 S1 C12 92.7(2) . . ?
C19 S2 C18 100.1(3) . . ?
C4 N1 C13 118.6(4) . . ?
C4 N1 C20 120.3(4) . . ?
C20 N1 C13 113.7(4) . . ?
C9 N2 C26A 116.6(6) . . ?
C9 N2 C33A 121.0(6) . . ?
C9 N2 C26B 121.3(8) . . ?
C9 N2 C33B 118.8(8) . . ?
C33A N2 C26A 115.4(6) . . ?
C26B N2 C33B 113.2(9) . . ?
C2 C1 S1 127.8(4) . . ?
C2 C1 C6 121.1(5) . . ?
C6 C1 S1 111.1(4) . . ?
C1 C2 C3 118.9(5) . . ?
C2 C3 C4 121.5(5) . . ?
N1 C4 C3 120.3(5) . . ?
C5 C4 N1 121.1(4) . . ?
C5 C4 C3 118.6(5) . . ?
C6 C5 C4 119.9(4) . . ?
C1 C6 C7 112.2(5) . . ?
C5 C6 C1 120.1(5) . . ?
C5 C6 C7 127.7(4) . . ?
C8 C7 C6 127.4(5) . . ?
C12 C7 C6 112.9(4) . . ?
C12 C7 C8 119.7(5) . . ?
C7 C8 C9 119.7(5) . . ?
N2 C9 C8 121.2(4) . . ?
N2 C9 C10 120.1(5) . . ?
C8 C9 C10 118.6(4) . . ?
C11 C10 C9 121.2(5) . . ?
C12 C11 C10 118.9(5) . . ?
C7 C12 S1 111.1(4) . . ?
C11 C12 S1 127.1(4) . . ?
C11 C12 C7 121.8(4) . . ?
N1 C13 C18 117.3(4) . . ?
C14 C13 N1 121.0(5) . . ?
C14 C13 C18 121.7(5) . . ?
C13 C14 C15 117.2(6) . . ?
C13 C14 C25 122.5(6) . . ?
C15 C14 C25 120.3(6) . . ?
C16 C15 C14 120.9(6) . . ?
C17 C16 C15 120.9(6) . . ?
C16 C17 C18 121.8(6) . . ?
C13 C18 S2 117.8(4) . . ?
C17 C18 S2 124.6(5) . . ?
C17 C18 C13 117.2(5) . . ?
C20 C19 S2 119.3(4) . . ?
C20 C19 C24 119.5(5) . . ?
C24 C19 S2 121.2(4) . . ?
N1 C20 C21 118.9(5) . . ?
C19 C20 N1 120.0(5) . . ?
C19 C20 C21 121.1(5) . . ?
C22 C21 C20 118.2(6) . . ?
C21 C22 C23 120.6(6) . . ?
C22 C23 C24 123.1(6) . . ?
C23 C24 C19 117.3(5) . . ?
C31A S3A C32A 99.3(6) . . ?
C27A C26A N2 119.3(7) . . ?
C27A C26A C31A 121.1(8) . . ?
C31A C26A N2 119.3(7) . . ?
C26A C27A C28A 119.0(9) . . ?
C26A C27A C38A 123.0(9) . . ?
C28A C27A C38A 117.8(8) . . ?
C29A C28A C27A 118.5(9) . . ?
C28A C29A C30A 122.6(9) . . ?
C29A C30A C31A 119.9(9) . . ?
C26A C31A S3A 119.8(7) . . ?
C26A C31A C30A 118.3(8) . . ?
C30A C31A S3A 121.3(7) . . ?
C33A C32A S3A 123.1(7) . . ?
C33A C32A C37A 118.3(8) . . ?
C37A C32A S3A 118.5(6) . . ?
C32A C33A N2 115.9(7) . . ?
C34A C33A N2 122.0(8) . . ?
C34A C33A C32A 122.1(8) . . ?
C35A C34A C33A 118.1(10) . . ?
C36A C35A C34A 121.2(11) . . ?
C35A C36A C37A 122.3(11) . . ?
C36A C37A C32A 117.8(10) . . ?
C32B S3B C31B 99.5(9) . . ?
C27B C26B N2 125.5(12) . . ?
C27B C26B C31B 121.0(12) . . ?
C31B C26B N2 112.9(10) . . ?
C26B C27B C28B 118.9(16) . . ?
C29B C28B C27B 119.6(15) . . ?
C30B C29B C28B 123.4(15) . . ?
C29B C30B C31B 116.5(15) . . ?
C26B C31B S3B 121.6(11) . . ?
C26B C31B C30B 120.5(12) . . ?
C30B C31B S3B 117.8(11) . . ?
C33B C32B S3B 114.6(11) . . ?
C33B C32B C37B 118.5(13) . . ?
C37B C32B S3B 126.8(11) . . ?
C32B C33B N2 122.4(11) . . ?
C32B C33B C34B 120.6(12) . . ?
C34B C33B N2 116.7(11) . . ?
C33B C34B C35B 119.8(14) . . ?
C33B C34B C38B 121.5(15) . . ?
C35B C34B C38B 118.7(14) . . ?
C36B C35B C34B 118.9(16) . . ?
C35B C36B C37B 121.3(18) . . ?
C36B C37B C32B 120.5(17) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: THF, cyclohexane'
