# Electronic Supplementary Material (ESI) for ChemComm.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1495798'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H46 N4 O2 S4'
_chemical_formula_weight         610.94

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

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

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

_cell_length_a                   8.5800(3)
_cell_length_b                   13.5581(5)
_cell_length_c                   13.8786(5)
_cell_angle_alpha                85.002(3)
_cell_angle_beta                 87.556(3)
_cell_angle_gamma                85.019(3)
_cell_volume                     1601.26(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    17886
_cell_measurement_theta_min      2.022
_cell_measurement_theta_max      26.449

_exptl_crystal_description       block
_exptl_crystal_colour            'light colour'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.329
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17886
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.022
_diffrn_reflns_theta_max         26.449
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6384
_reflns_number_gt                5499
_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 FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0849P)²+1.0797P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6384
_refine_ls_number_parameters     384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1537
_refine_ls_wR_factor_gt          0.1398
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_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 1.46875(6) 0.63657(4) 0.54465(4) 0.02190(16) Uani 1 1 d . . . . .
S2 S 1.19646(7) 0.69119(5) 0.41123(4) 0.02723(17) Uani 1 1 d . . . . .
S3 S 0.82194(7) 0.68814(4) 0.68529(4) 0.02404(16) Uani 1 1 d . . . . .
S4 S 0.63530(7) 0.51786(5) 0.76323(4) 0.02661(17) Uani 1 1 d . . . . .
O1 O 1.12274(19) 0.33375(12) 0.76433(12) 0.0240(4) Uani 1 1 d . . . . .
O2 O 0.82161(19) 0.22048(12) 1.02005(13) 0.0250(4) Uani 1 1 d . . . . .
N1 N 0.9633(2) 0.28047(14) 0.88858(14) 0.0203(4) Uani 1 1 d . . . . .
N2 N 1.1167(2) 0.54248(15) 0.72395(13) 0.0199(4) Uani 1 1 d . . . . .
N3 N 0.6304(3) 0.69277(17) 0.83682(16) 0.0308(5) Uani 1 1 d . . . . .
N4 N 1.4810(2) 0.75555(15) 0.38656(15) 0.0252(4) Uani 1 1 d . . . . .
C1 C 1.0463(3) 0.35499(17) 0.83705(16) 0.0202(5) Uani 1 1 d . . . . .
C2 C 1.0379(2) 0.45285(16) 0.87652(16) 0.0181(4) Uani 1 1 d . . . . .
C3 C 0.9903(2) 0.45785(16) 0.97521(16) 0.0180(4) Uani 1 1 d . . . . .
C4 C 0.9226(2) 0.37721(16) 1.02820(16) 0.0181(4) Uani 1 1 d . . . . .
C5 C 0.8956(3) 0.28708(17) 0.98093(16) 0.0200(5) Uani 1 1 d . . . . .
C6 C 0.8845(2) 0.37959(17) 1.12555(16) 0.0192(4) Uani 1 1 d . . . . .
H6 H 0.8409 0.3238 1.1593 0.023 Uiso 1 1 calc R U . . .
C7 C 0.9520(3) 0.18777(17) 0.84233(18) 0.0252(5) Uani 1 1 d . . . . .
H7A H 0.9847 0.1990 0.7732 0.030 Uiso 1 1 calc R U . A 1
H7B H 0.8408 0.1731 0.8449 0.030 Uiso 1 1 calc R U . A 1
C8A C 1.0463(8) 0.0991(4) 0.8852(4) 0.0273(12) Uani 0.5 1 d . . P B 1
H8A H 1.0046 0.0809 0.9522 0.033 Uiso 0.5 1 calc R U P B 1
C9A C 1.2165(6) 0.1199(4) 0.8890(4) 0.0300(11) Uani 0.5 1 d . . P B 1
H9A1 H 1.2236 0.1813 0.9217 0.036 Uiso 0.5 1 calc R U P B 1
H9A2 H 1.2610 0.1306 0.8223 0.036 Uiso 0.5 1 calc R U P B 1
C10A C 1.314(2) 0.0316(14) 0.9447(7) 0.038(3) Uani 0.5 1 d . . P B 1
H10A H 1.4230 0.0468 0.9461 0.057 Uiso 0.5 1 calc R U P B 1
H10B H 1.2707 0.0216 1.0110 0.057 Uiso 0.5 1 calc R U P B 1
H10C H 1.3080 -0.0290 0.9117 0.057 Uiso 0.5 1 calc R U P B 1
C8B C 1.1113(8) 0.1160(5) 0.8525(5) 0.0299(12) Uani 0.5 1 d . . P B 2
H8B H 1.2006 0.1382 0.8097 0.036 Uiso 0.5 1 calc R U P B 2
C9B C 1.1501(6) 0.0926(4) 0.9580(4) 0.0293(11) Uani 0.5 1 d . . P B 2
H9B1 H 1.1537 0.1561 0.9878 0.035 Uiso 0.5 1 calc R U P B 2
H9B2 H 1.0640 0.0574 0.9912 0.035 Uiso 0.5 1 calc R U P B 2
C10B C 1.303(2) 0.0302(13) 0.9765(8) 0.035(3) Uani 0.5 1 d . . P B 2
H10D H 1.3175 0.0192 1.0464 0.053 Uiso 0.5 1 calc R U P B 2
H10E H 1.2999 -0.0339 0.9493 0.053 Uiso 0.5 1 calc R U P B 2
H10F H 1.3898 0.0650 0.9458 0.053 Uiso 0.5 1 calc R U P B 2
C11 C 1.0403(6) 0.0101(3) 0.8227(3) 0.0677(12) Uani 1 1 d . . . . .
H11A H 1.0944 -0.0480 0.8594 0.081 Uiso 1 1 calc R U . B 1
H11B H 0.9288 -0.0033 0.8221 0.081 Uiso 1 1 calc R U . B 1
C12 C 1.1012(5) 0.0080(3) 0.7213(3) 0.0576(9) Uani 1 1 d . . . . .
H12A H 1.2165 0.0090 0.7200 0.069 Uiso 1 1 calc R U . . .
H12B H 1.0581 0.0686 0.6831 0.069 Uiso 1 1 calc R U . . .
C13 C 1.0591(5) -0.0839(3) 0.6736(3) 0.0589(10) Uani 1 1 d . . . . .
H13A H 1.0844 -0.1438 0.7180 0.071 Uiso 1 1 calc R U . . .
H13B H 0.9449 -0.0784 0.6641 0.071 Uiso 1 1 calc R U . . .
C14 C 1.1429(6) -0.0972(3) 0.5780(4) 0.0789(14) Uani 1 1 d . . . . .
H14A H 1.1208 -0.0376 0.5340 0.118 Uiso 1 1 calc R U . . .
H14B H 1.1070 -0.1548 0.5502 0.118 Uiso 1 1 calc R U . . .
H14C H 1.2559 -0.1079 0.5874 0.118 Uiso 1 1 calc R U . . .
C15 C 1.0917(2) 0.53717(17) 0.82309(16) 0.0186(4) Uani 1 1 d . . . . .
C16 C 1.2245(3) 0.61005(17) 0.67602(16) 0.0205(5) Uani 1 1 d . . . . .
H16A H 1.2958 0.6297 0.7239 0.025 Uiso 1 1 calc R U . . .
H16B H 1.1647 0.6708 0.6481 0.025 Uiso 1 1 calc R U . . .
C17 C 1.3198(3) 0.56006(17) 0.59601(17) 0.0229(5) Uani 1 1 d . . . . .
H17A H 1.2494 0.5472 0.5446 0.027 Uiso 1 1 calc R U . . .
H17B H 1.3696 0.4954 0.6227 0.027 Uiso 1 1 calc R U . . .
C19 C 1.3819(3) 0.70038(18) 0.43948(17) 0.0242(5) Uani 1 1 d . . . . .
C20 C 1.6446(3) 0.7639(2) 0.41129(19) 0.0298(6) Uani 1 1 d . . . . .
H20A H 1.7095 0.7728 0.3509 0.036 Uiso 1 1 calc R U . . .
H20B H 1.6852 0.7015 0.4476 0.036 Uiso 1 1 calc R U . . .
C21 C 1.6591(4) 0.8499(2) 0.4715(2) 0.0436(7) Uani 1 1 d . . . . .
H21A H 1.6193 0.9118 0.4357 0.065 Uiso 1 1 calc R U . . .
H21B H 1.7694 0.8536 0.4854 0.065 Uiso 1 1 calc R U . . .
H21C H 1.5982 0.8401 0.5324 0.065 Uiso 1 1 calc R U . . .
C22 C 1.4319(3) 0.8136(2) 0.29690(18) 0.0293(5) Uani 1 1 d . . . . .
H22A H 1.4919 0.8730 0.2863 0.035 Uiso 1 1 calc R U . . .
H22B H 1.3195 0.8365 0.3034 0.035 Uiso 1 1 calc R U . . .
C23 C 1.4585(4) 0.7518(2) 0.21006(19) 0.0356(6) Uani 1 1 d . . . . .
H23A H 1.5683 0.7250 0.2064 0.053 Uiso 1 1 calc R U . . .
H23B H 1.4338 0.7938 0.1507 0.053 Uiso 1 1 calc R U . . .
H23C H 1.3907 0.6969 0.2173 0.053 Uiso 1 1 calc R U . . .
C24 C 1.0014(3) 0.50675(17) 0.66418(16) 0.0215(5) Uani 1 1 d . . . . .
H24A H 0.9346 0.4632 0.7057 0.026 Uiso 1 1 calc R U . . .
H24B H 1.0569 0.4660 0.6155 0.026 Uiso 1 1 calc R U . . .
C25 C 0.8962(3) 0.58987(18) 0.61156(17) 0.0231(5) Uani 1 1 d . . . . .
H25A H 0.8063 0.5603 0.5863 0.028 Uiso 1 1 calc R U . . .
H25B H 0.9563 0.6192 0.5554 0.028 Uiso 1 1 calc R U . . .
C26 C 0.6864(3) 0.63227(19) 0.76957(18) 0.0253(5) Uani 1 1 d . . . . .
C27 C 0.6723(4) 0.7948(2) 0.8395(2) 0.0462(8) Uani 1 1 d . . . . .
H27A H 0.7815 0.7993 0.8145 0.055 Uiso 1 1 calc R U . . .
H27B H 0.6669 0.8123 0.9074 0.055 Uiso 1 1 calc R U . . .
C28 C 0.5641(6) 0.8688(3) 0.7795(3) 0.0785(15) Uani 1 1 d . . . . .
H28A H 0.5733 0.8539 0.7116 0.118 Uiso 1 1 calc R U . . .
H28B H 0.5936 0.9363 0.7849 0.118 Uiso 1 1 calc R U . . .
H28C H 0.4557 0.8639 0.8035 0.118 Uiso 1 1 calc R U . . .
C29 C 0.5172(3) 0.6587(2) 0.9136(2) 0.0345(6) Uani 1 1 d . . . . .
H29A H 0.4549 0.6088 0.8890 0.041 Uiso 1 1 calc R U . . .
H29B H 0.4443 0.7157 0.9306 0.041 Uiso 1 1 calc R U . . .
C30 C 0.6000(3) 0.6135(2) 1.0033(2) 0.0363(6) Uani 1 1 d . . . . .
H30A H 0.6704 0.5561 0.9869 0.055 Uiso 1 1 calc R U . . .
H30B H 0.5224 0.5922 1.0529 0.055 Uiso 1 1 calc R U . . .
H30C H 0.6609 0.6631 1.0282 0.055 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 C19 1.787(2) . ?
S1 C17 1.800(2) . ?
S2 C19 1.672(3) . ?
S3 C26 1.782(3) . ?
S3 C25 1.806(2) . ?
S4 C26 1.659(3) . ?
O1 C1 1.222(3) . ?
O2 C5 1.224(3) . ?
N1 C5 1.391(3) . ?
N1 C1 1.413(3) . ?
N1 C7 1.472(3) . ?
N2 C15 1.380(3) . ?
N2 C24 1.458(3) . ?
N2 C16 1.458(3) . ?
N3 C26 1.342(3) . ?
N3 C27 1.463(4) . ?
N3 C29 1.482(3) . ?
N4 C19 1.335(3) . ?
N4 C22 1.470(3) . ?
N4 C20 1.475(3) . ?
C1 C2 1.474(3) . ?
C2 C15 1.409(3) . ?
C2 C3 1.418(3) . ?
C3 C3 1.410(5) 2_767 ?
C3 C4 1.417(3) . ?
C4 C6 1.379(3) . ?
C4 C5 1.476(3) . ?
C6 C15 1.420(3) 2_767 ?
C7 C8A 1.483(6) . ?
C7 C8B 1.611(6) . ?
C8A C9A 1.514(8) . ?
C8A C11 1.552(7) . ?
C9A C10A 1.563(18) . ?
C8B C9B 1.516(8) . ?
C8B C11 1.696(8) . ?
C9B C10B 1.515(19) . ?
C11 C12 1.483(6) . ?
C12 C13 1.538(5) . ?
C13 C14 1.499(6) . ?
C15 C6 1.420(3) 2_767 ?
C16 C17 1.523(3) . ?
C20 C21 1.509(4) . ?
C22 C23 1.525(4) . ?
C24 C25 1.534(3) . ?
C27 C28 1.524(5) . ?
C29 C30 1.516(4) . ?

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
C19 S1 C17 103.88(12) . . ?
C26 S3 C25 104.79(12) . . ?
C5 N1 C1 124.8(2) . . ?
C5 N1 C7 117.68(19) . . ?
C1 N1 C7 117.50(19) . . ?
C15 N2 C24 119.24(19) . . ?
C15 N2 C16 120.7(2) . . ?
C24 N2 C16 117.07(18) . . ?
C26 N3 C27 123.8(2) . . ?
C26 N3 C29 120.6(2) . . ?
C27 N3 C29 115.6(2) . . ?
C19 N4 C22 121.0(2) . . ?
C19 N4 C20 124.3(2) . . ?
C22 N4 C20 114.7(2) . . ?
O1 C1 N1 118.2(2) . . ?
O1 C1 C2 124.4(2) . . ?
N1 C1 C2 117.37(19) . . ?
C15 C2 C3 119.8(2) . . ?
C15 C2 C1 122.2(2) . . ?
C3 C2 C1 117.7(2) . . ?
C3 C3 C4 117.4(3) 2_767 . ?
C3 C3 C2 121.7(3) 2_767 . ?
C4 C3 C2 120.9(2) . . ?
C6 C4 C3 121.0(2) . . ?
C6 C4 C5 118.3(2) . . ?
C3 C4 C5 120.6(2) . . ?
O2 C5 N1 121.1(2) . . ?
O2 C5 C4 123.1(2) . . ?
N1 C5 C4 115.8(2) . . ?
C4 C6 C15 122.0(2) . 2_767 ?
N1 C7 C8A 115.8(3) . . ?
N1 C7 C8B 111.3(3) . . ?
C7 C8A C9A 110.6(5) . . ?
C7 C8A C11 110.6(4) . . ?
C9A C8A C11 107.2(5) . . ?
C8A C9A C10A 111.1(8) . . ?
C9B C8B C7 110.7(5) . . ?
C9B C8B C11 103.3(5) . . ?
C7 C8B C11 98.0(4) . . ?
C10B C9B C8B 115.5(6) . . ?
C12 C11 C8A 124.6(4) . . ?
C12 C11 C8B 100.1(4) . . ?
C11 C12 C13 112.8(3) . . ?
C14 C13 C12 113.6(3) . . ?
N2 C15 C2 122.7(2) . . ?
N2 C15 C6 119.7(2) . 2_767 ?
C2 C15 C6 117.6(2) . 2_767 ?
N2 C16 C17 110.25(19) . . ?
C16 C17 S1 111.13(17) . . ?
N4 C19 S2 124.12(19) . . ?
N4 C19 S1 112.69(18) . . ?
S2 C19 S1 123.19(14) . . ?
N4 C20 C21 111.9(2) . . ?
N4 C22 C23 111.1(2) . . ?
N2 C24 C25 113.9(2) . . ?
C24 C25 S3 114.72(16) . . ?
N3 C26 S4 124.4(2) . . ?
N3 C26 S3 112.9(2) . . ?
S4 C26 S3 122.71(15) . . ?
N3 C27 C28 111.9(3) . . ?
N3 C29 C30 111.3(2) . . ?

_refine_diff_density_max         0.906
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.083

