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

data_7059
_database_code_depnum_ccdc_archive 'CCDC 1588828'
_audit_update_record             
;
2017-12-03 deposited with the CCDC.
2018-01-31 downloaded from the CCDC.
;

# Crystallographer: Brian C. Manor

_audit_creation_date             2017-08-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_formula_moiety         'C18 H26 N4 O6 S'
_chemical_formula_sum            'C18 H26 N4 O6 S'
_chemical_formula_weight         426.49
_chemical_absolute_configuration ad

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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.4225(5)
_cell_length_b                   16.5812(10)
_cell_length_c                   21.1102(14)
_cell_angle_alpha                82.789(3)
_cell_angle_beta                 85.375(3)
_cell_angle_gamma                84.403(3)
_cell_volume                     2559.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9134
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.41
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.931
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2014/4'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.107
_exptl_crystal_description       plate
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.03
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            55465
_diffrn_reflns_point_group_measured_fraction_full 0.830
_diffrn_reflns_point_group_measured_fraction_max 0.820
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.491
_diffrn_reflns_theta_min         1.243
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       'CCD area detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_reflns_Friedel_coverage         0.689
_reflns_Friedel_fraction_full    0.681
_reflns_Friedel_fraction_max     0.669
_reflns_number_gt                14407
_reflns_number_total             15564
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'Bruker APEX2 v2014.11-0'
_computing_data_reduction        'Bruker SAINT v8.34A'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.722
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 
;
 Flack x determined using 5153 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1061
_refine_ls_number_reflns         15564
_refine_ls_number_restraints     879
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0659
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0833P)²+3.6118P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1696
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_refine_special_details          
;
The data were corrected for the presence of disordered solvent using the
program SQUEEZE.
;

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 0.55130(17) -0.06183(9) 0.82653(8) 0.0248(3) Uani 1 1 d . U . . .
O1 O 0.6170(7) -0.0147(3) 1.0133(3) 0.0432(12) Uani 1 1 d . U . . .
O2 O 0.3874(6) 0.0013(3) 0.9547(2) 0.0372(11) Uani 1 1 d . U . . .
O3 O 0.6253(5) -0.1011(3) 0.7726(2) 0.0308(10) Uani 1 1 d . U . . .
O4 O 0.6258(5) 0.0098(3) 0.8406(2) 0.0278(9) Uani 1 1 d . U . . .
O5 O -0.0075(6) -0.0250(2) 0.8965(2) 0.0317(10) Uani 1 1 d . U . . .
O6 O -0.2503(6) 0.2223(3) 0.8453(3) 0.0347(10) Uani 1 1 d . U . . .
N1 N 0.5226(7) -0.0392(3) 0.9760(3) 0.0315(12) Uani 1 1 d . U . . .
N2 N 0.3280(6) -0.0475(3) 0.8214(2) 0.0213(10) Uani 1 1 d . U . . .
N3 N 0.0186(7) 0.1110(3) 0.8914(3) 0.0335(13) Uani 1 1 d . U . . .
H3 H 0.0842 0.1509 0.8749 0.045 Uiso 1 1 calc R . . . .
N4 N -0.4576(7) 0.1727(3) 0.9211(3) 0.0321(12) Uani 1 1 d . U . . .
H4a H -0.5494 0.2017 0.9030 0.043 Uiso 1 1 calc R . . . .
H4b H -0.4768 0.1399 0.9566 0.043 Uiso 1 1 calc R . . . .
C1 C 0.5687(7) -0.1371(3) 0.8949(3) 0.0240(12) Uani 1 1 d . U . . .
C2 C 0.5676(7) -0.1218(4) 0.9576(3) 0.0268(12) Uani 1 1 d . U . . .
C3 C 0.5933(8) -0.1826(4) 1.0076(3) 0.0301(14) Uani 1 1 d . U . . .
H3a H 0.5921 -0.1698 1.0502 0.040 Uiso 1 1 calc R . . . .
C4 C 0.6210(8) -0.2636(4) 0.9944(4) 0.0344(14) Uani 1 1 d . U . . .
H4 H 0.6393 -0.3063 1.0283 0.046 Uiso 1 1 calc R . . . .
C5 C 0.6221(8) -0.2819(4) 0.9316(4) 0.0329(14) Uani 1 1 d . U . . .
H5 H 0.6373 -0.3370 0.9227 0.044 Uiso 1 1 calc R . . . .
C6 C 0.5999(8) -0.2167(4) 0.8811(3) 0.0283(13) Uani 1 1 d . U . . .
H6 H 0.6066 -0.2281 0.8379 0.038 Uiso 1 1 calc R . . . .
C7 C 0.2353(8) 0.0338(4) 0.8305(3) 0.0279(13) Uani 1 1 d . U . . .
H7 H 0.3189 0.0763 0.8346 0.037 Uiso 1 1 calc R . . . .
C8 C 0.2448(8) 0.0059(3) 0.7656(3) 0.0279(13) Uani 1 1 d . U . . .
C9 C 0.0711(8) 0.0351(3) 0.8761(3) 0.0279(13) Uani 1 1 d . U . . .
C10 C -0.1397(8) 0.1305(4) 0.9334(3) 0.0297(13) Uani 1 1 d . U . . .
H10 H -0.1856 0.0786 0.9553 0.040 Uiso 1 1 calc R . . . .
C11 C -0.0895(9) 0.1813(4) 0.9839(4) 0.0402(16) Uani 1 1 d . U . . .
H11a H -0.1997 0.1941 1.0117 0.053 Uiso 1 1 calc R . . . .
H11b H -0.0501 0.2336 0.9619 0.053 Uiso 1 1 calc R . . . .
C12 C 0.0605(10) 0.1409(5) 1.0264(4) 0.0450(18) Uani 1 1 d . U . . .
H12 H 0.1697 0.1261 0.9979 0.060 Uiso 1 1 calc R . . . .
C13 C 0.1132(17) 0.2013(7) 1.0697(6) 0.089(4) Uani 1 1 d . U . . .
H13a H 0.0032 0.2282 1.0895 0.133 Uiso 1 1 calc GR . . . .
H13b H 0.1834 0.2425 1.0441 0.133 Uiso 1 1 calc GR . . . .
H13c H 0.1868 0.1719 1.1033 0.133 Uiso 1 1 calc GR . . . .
C14 C 0.0057(15) 0.0654(6) 1.0643(6) 0.073(3) Uani 1 1 d . U . . .
H14a H 0.1110 0.0360 1.0847 0.110 Uiso 1 1 calc GR . . . .
H14b H -0.0412 0.0309 1.0362 0.110 Uiso 1 1 calc GR . . . .
H14c H -0.0890 0.0791 1.0973 0.110 Uiso 1 1 calc GR . . . .
C15 C -0.2887(8) 0.1783(3) 0.8946(3) 0.0282(13) Uani 1 1 d . U . . .
C16 C 0.3669(8) 0.0468(4) 0.7124(3) 0.0315(14) Uani 1 1 d . U . . .
H16a H 0.2945 0.0890 0.6863 0.047 Uiso 1 1 calc GR . . . .
H16b H 0.4238 0.0060 0.6855 0.047 Uiso 1 1 calc GR . . . .
H16c H 0.4613 0.0718 0.7311 0.047 Uiso 1 1 calc GR . . . .
C17 C 0.0812(9) -0.0292(4) 0.7439(4) 0.0336(15) Uani 1 1 d . U . . .
H17A H 0.0208 -0.0617 0.7807 0.045 Uiso 1 1 calc R . . . .
H17B H 0.1216 -0.0658 0.7109 0.045 Uiso 1 1 calc R . . . .
C18 C -0.0537(9) 0.0402(4) 0.7162(4) 0.0359(15) Uani 1 1 d . U . . .
H18a H -0.0614 0.0855 0.7422 0.054 Uiso 1 1 calc GR . . . .
H18b H -0.1737 0.0201 0.7166 0.054 Uiso 1 1 calc GR . . . .
H18c H -0.0120 0.0592 0.6721 0.054 Uiso 1 1 calc GR . . . .
S2 S 0.92687(17) 0.52075(8) 0.85057(8) 0.0248(3) Uani 1 1 d . U . . .
O7 O 1.0978(6) 0.4690(3) 0.6673(3) 0.0400(12) Uani 1 1 d . U . . .
O8 O 0.8432(6) 0.4534(3) 0.7237(2) 0.0362(11) Uani 1 1 d . U . . .
O9 O 0.9627(6) 0.5616(3) 0.9035(2) 0.0309(10) Uani 1 1 d . U . . .
O10 O 1.0391(5) 0.4492(3) 0.8376(2) 0.0270(9) Uani 1 1 d . U . . .
O11 O 0.4150(5) 0.4850(2) 0.7831(2) 0.0284(10) Uani 1 1 d . U . . .
O12 O 0.2488(6) 0.2363(3) 0.8417(3) 0.0381(11) Uani 1 1 d . U . . .
N5 N 0.9691(7) 0.4934(3) 0.7026(3) 0.0302(12) Uani 1 1 d . U . . .
N6 N 0.7077(6) 0.5068(3) 0.8574(2) 0.0223(10) Uani 1 1 d . U . . .
N7 N 0.4888(7) 0.3472(3) 0.7925(3) 0.0270(11) Uani 1 1 d . U . . .
H7a H 0.5613 0.3073 0.8106 0.036 Uiso 1 1 calc R . . . .
N8 N 0.0527(7) 0.2837(3) 0.7650(3) 0.0352(13) Uani 1 1 d . U . . .
H8a H -0.0338 0.2551 0.7846 0.047 Uiso 1 1 calc R . . . .
H8b H 0.0334 0.3149 0.7289 0.047 Uiso 1 1 calc R . . . .
C19 C 0.9346(7) 0.5950(4) 0.7819(3) 0.0278(13) Uani 1 1 d . U . . .
C20 C 0.9624(7) 0.5767(4) 0.7188(3) 0.0263(12) Uani 1 1 d . U . . .
C21 C 0.9790(8) 0.6372(4) 0.6684(3) 0.0294(13) Uani 1 1 d . U . . .
H21 H 1.0060 0.6231 0.6262 0.039 Uiso 1 1 calc R . . . .
C22 C 0.9568(9) 0.7178(4) 0.6785(4) 0.0378(15) Uani 1 1 d . U . . .
H22 H 0.9621 0.7594 0.6433 0.050 Uiso 1 1 calc R . . . .
C23 C 0.9269(8) 0.7381(4) 0.7399(3) 0.0296(13) Uani 1 1 d . U . . .
H23 H 0.9124 0.7937 0.7473 0.039 Uiso 1 1 calc R . . . .
C24 C 0.9178(7) 0.6758(4) 0.7918(3) 0.0266(13) Uani 1 1 d . U . . .
H24 H 0.8998 0.6900 0.8342 0.035 Uiso 1 1 calc R . . . .
C25 C 0.6545(7) 0.4269(3) 0.8501(3) 0.0230(12) Uani 1 1 d . U . . .
H25 H 0.7583 0.3844 0.8452 0.031 Uiso 1 1 calc R . . . .
C26 C 0.6267(7) 0.4540(3) 0.9140(3) 0.0248(12) Uani 1 1 d . U . . .
C27 C 0.5060(7) 0.4253(4) 0.8049(3) 0.0255(12) Uani 1 1 d . U . . .
C28 C 0.3584(7) 0.3275(3) 0.7513(3) 0.0276(13) Uani 1 1 d . U . . .
H28 H 0.3008 0.3787 0.7282 0.037 Uiso 1 1 calc R . . . .
C29 C 0.4556(10) 0.2726(4) 0.7025(4) 0.0394(16) Uani 1 1 d . U . . .
H29a H 0.5073 0.2213 0.7262 0.052 Uiso 1 1 calc R . . . .
H29b H 0.3647 0.2582 0.6750 0.052 Uiso 1 1 calc R . . . .
C30 C 0.6050(10) 0.3113(4) 0.6605(4) 0.0454(18) Uani 1 1 d . U . . .
H30 H 0.6837 0.3321 0.6900 0.060 Uiso 1 1 calc R . . . .
C31 C 0.7252(18) 0.2514(7) 0.6250(6) 0.097(4) Uani 1 1 d . U . . .
H31a H 0.8086 0.2195 0.6543 0.145 Uiso 1 1 calc GR . . . .
H31b H 0.7949 0.2810 0.5897 0.145 Uiso 1 1 calc GR . . . .
H31c H 0.6506 0.2147 0.6080 0.145 Uiso 1 1 calc GR . . . .
C32 C 0.5324(16) 0.3863(8) 0.6165(8) 0.121(6) Uani 1 1 d . U . . .
H32a H 0.6340 0.4167 0.5973 0.181 Uiso 1 1 calc GR . . . .
H32b H 0.4487 0.4215 0.6415 0.181 Uiso 1 1 calc GR . . . .
H32c H 0.4683 0.3686 0.5826 0.181 Uiso 1 1 calc GR . . . .
C33 C 0.2133(8) 0.2798(4) 0.7902(4) 0.0324(14) Uani 1 1 d . U . . .
C34 C 0.7479(8) 0.4131(4) 0.9661(3) 0.0314(14) Uani 1 1 d . U . . .
H34a H 0.6889 0.3674 0.9905 0.047 Uiso 1 1 calc GR . . . .
H34b H 0.7677 0.4529 0.9949 0.047 Uiso 1 1 calc GR . . . .
H34c H 0.8648 0.3927 0.9464 0.047 Uiso 1 1 calc GR . . . .
C35 C 0.4414(9) 0.4882(4) 0.9380(4) 0.0344(15) Uani 1 1 d . U . . .
H35a H 0.3807 0.5210 0.9020 0.046 Uiso 1 1 calc R . . . .
H35b H 0.4553 0.5249 0.9705 0.046 Uiso 1 1 calc R . . . .
C36 C 0.3230(9) 0.4215(5) 0.9673(4) 0.0443(19) Uani 1 1 d . U . . .
H36a H 0.3249 0.3801 0.9379 0.067 Uiso 1 1 calc GR . . . .
H36b H 0.1982 0.4452 0.9751 0.067 Uiso 1 1 calc GR . . . .
H36c H 0.3695 0.3961 1.0079 0.067 Uiso 1 1 calc GR . . . .
S3 S 0.5417(2) 0.82645(10) 0.54393(9) 0.0383(4) Uani 1 1 d . U . . .
O13 O 0.4605(7) 0.5748(3) 0.5610(3) 0.0427(12) Uani 1 1 d . U . . .
O14 O 0.6880(6) 0.6466(3) 0.5340(2) 0.0410(12) Uani 1 1 d . U . . .
O15 O 0.4852(8) 0.9085(3) 0.5576(3) 0.0491(13) Uani 1 1 d . U . . .
O16 O 0.4653(7) 0.7947(3) 0.4930(3) 0.0438(12) Uani 1 1 d . U . . .
O17 O 1.0998(6) 0.7130(3) 0.5367(2) 0.0412(12) Uani 1 1 d . U . . .
O18 O 1.3224(7) 0.7040(5) 0.3429(3) 0.072(2) Uani 1 1 d . U . . .
N9 N 0.5544(7) 0.6297(3) 0.5681(3) 0.0299(11) Uani 1 1 d . U . . .
N10 N 0.7718(8) 0.8189(4) 0.5354(3) 0.0379(13) Uani 1 1 d . U . . .
N11 N 1.0497(8) 0.6825(5) 0.4390(3) 0.0505(16) Uani 1 1 d . U . . .
H11 H 0.9771 0.6927 0.4075 0.067 Uiso 1 1 calc R . . . .
N12 N 1.5248(8) 0.6258(6) 0.4050(3) 0.063(2) Uani 1 1 d . U . . .
H12a H 1.6191 0.6404 0.3796 0.084 Uiso 1 1 calc R . . . .
H12b H 1.5409 0.5914 0.4398 0.084 Uiso 1 1 calc R . . . .
C37 C 0.5008(8) 0.7618(4) 0.6176(3) 0.0298(13) Uani 1 1 d . U . . .
C38 C 0.4986(8) 0.6767(4) 0.6222(3) 0.0269(12) Uani 1 1 d . U . . .
C39 C 0.4545(8) 0.6309(4) 0.6790(3) 0.0321(14) Uani 1 1 d . U . . .
H39 H 0.4526 0.5735 0.6811 0.043 Uiso 1 1 calc R . . . .
C40 C 0.4124(9) 0.6701(4) 0.7339(4) 0.0378(16) Uani 1 1 d . U . . .
H40 H 0.3895 0.6388 0.7741 0.050 Uiso 1 1 calc R . . . .
C41 C 0.4041(9) 0.7544(4) 0.7299(4) 0.0386(16) Uani 1 1 d . U . . .
H41 H 0.3661 0.7816 0.7664 0.051 Uiso 1 1 calc R . . . .
C42 C 0.4535(9) 0.7997(4) 0.6701(4) 0.0382(15) Uani 1 1 d . U . . .
H42 H 0.4532 0.8574 0.6673 0.051 Uiso 1 1 calc R . . . .
C43 C 0.8625(10) 0.7877(5) 0.4792(4) 0.0406(15) Uani 1 1 d . U . . .
H43 H 0.7791 0.7770 0.4468 0.054 Uiso 1 1 calc R . . . .
C44 C 0.8662(12) 0.8768(5) 0.4873(4) 0.0512(19) Uani 1 1 d . U . . .
C45 C 1.0156(9) 0.7249(5) 0.4892(3) 0.0406(16) Uani 1 1 d . U . . .
C46 C 1.2020(10) 0.6197(6) 0.4339(4) 0.057(2) Uani 1 1 d . U . . .
H46 H 1.2473 0.6025 0.4773 0.075 Uiso 1 1 calc R . . . .
C47 C 1.1438(10) 0.5454(6) 0.4078(4) 0.056(2) Uani 1 1 d . U . . .
H47a H 1.2523 0.5068 0.4016 0.074 Uiso 1 1 calc R . . . .
H47b H 1.0967 0.5632 0.3653 0.074 Uiso 1 1 calc R . . . .
C48 C 0.9971(12) 0.4993(7) 0.4506(4) 0.065(2) Uani 1 1 d . U . . .
H48 H 0.8906 0.5399 0.4573 0.087 Uiso 1 1 calc R . . . .
C49 C 0.9304(17) 0.4319(9) 0.4173(7) 0.097(4) Uani 1 1 d . U . . .
H49a H 1.0214 0.3848 0.4190 0.145 Uiso 1 1 calc GR . . . .
H49b H 0.9113 0.4524 0.3725 0.145 Uiso 1 1 calc GR . . . .
H49c H 0.8158 0.4153 0.4390 0.145 Uiso 1 1 calc GR . . . .
C50 C 1.0581(16) 0.4672(9) 0.5145(5) 0.086(3) Uani 1 1 d . U . . .
H50a H 0.9631 0.4370 0.5390 0.129 Uiso 1 1 calc GR . . . .
H50b H 1.0827 0.5127 0.5371 0.129 Uiso 1 1 calc GR . . . .
H50c H 1.1691 0.4306 0.5097 0.129 Uiso 1 1 calc GR . . . .
C51 C 1.3529(10) 0.6565(7) 0.3902(4) 0.058(2) Uani 1 1 d . U . . .
C52 C 0.7637(16) 0.9355(6) 0.4425(5) 0.070(3) Uani 1 1 d . U . . .
H52a H 0.6594 0.9105 0.4302 0.105 Uiso 1 1 calc GR . . . .
H52b H 0.8424 0.9509 0.4042 0.105 Uiso 1 1 calc GR . . . .
H52c H 0.7209 0.9842 0.4632 0.105 Uiso 1 1 calc GR . . . .
C53 C 1.0325(12) 0.9037(6) 0.5130(5) 0.060(2) Uani 1 1 d . U . . .
H53a H 1.1062 0.8549 0.5320 0.079 Uiso 1 1 calc R . . . .
H53b H 1.1072 0.9309 0.4772 0.079 Uiso 1 1 calc R . . . .
C54 C 0.9881(17) 0.9583(7) 0.5605(6) 0.089(4) Uani 1 1 d . U . . .
H54a H 0.9700 1.0144 0.5394 0.133 Uiso 1 1 calc GR . . . .
H54b H 1.0874 0.9542 0.5889 0.133 Uiso 1 1 calc GR . . . .
H54c H 0.8764 0.9438 0.5855 0.133 Uiso 1 1 calc GR . . . .
S4 S 0.1591(2) 0.62274(10) 0.12401(9) 0.0349(4) Uani 1 1 d . U . . .
O19 O -0.0261(7) 0.8704(3) 0.1182(3) 0.0432(12) Uani 1 1 d . U . . .
O20 O 0.2251(7) 0.8026(3) 0.1434(3) 0.0455(12) Uani 1 1 d . U . . .
O21 O 0.1353(6) 0.5451(3) 0.1060(3) 0.0430(12) Uani 1 1 d . U . . .
O22 O 0.0412(6) 0.6545(3) 0.1740(3) 0.0431(12) Uani 1 1 d . U . . .
O23 O 0.6633(6) 0.7265(3) 0.1392(2) 0.0409(12) Uani 1 1 d . U . . .
O24 O 0.8209(7) 0.7116(5) 0.3358(3) 0.0642(17) Uani 1 1 d . U . . .
N13 N 0.1001(8) 0.8188(3) 0.1085(3) 0.0340(12) Uani 1 1 d . U . . .
N14 N 0.3776(7) 0.6219(4) 0.1371(3) 0.0377(13) Uani 1 1 d . U . . .
N15 N 0.5801(7) 0.7470(5) 0.2400(3) 0.0462(16) Uani 1 1 d . U . . .
H15 H 0.5068 0.7323 0.2734 0.061 Uiso 1 1 calc R . . . .
N16 N 1.0175(8) 0.7924(6) 0.2791(3) 0.062(2) Uani 1 1 d . U . . .
H16d H 1.1049 0.7718 0.3037 0.083 Uiso 1 1 calc R . . . .
H16e H 1.0390 0.8306 0.2472 0.083 Uiso 1 1 calc R . . . .
C55 C 0.1433(8) 0.6920(4) 0.0525(3) 0.0303(13) Uani 1 1 d . U . . .
C56 C 0.1102(8) 0.7785(4) 0.0500(3) 0.0293(13) Uani 1 1 d . U . . .
C57 C 0.0869(8) 0.8274(4) -0.0055(3) 0.0312(14) Uani 1 1 d . U . . .
H57 H 0.0539 0.8841 -0.0054 0.042 Uiso 1 1 calc R . . . .
C58 C 0.1123(9) 0.7929(4) -0.0637(4) 0.0357(15) Uani 1 1 d . U . . .
H58 H 0.1062 0.8268 -0.1034 0.047 Uiso 1 1 calc R . . . .
C59 C 0.1451(9) 0.7113(4) -0.0625(4) 0.0340(14) Uani 1 1 d . U . . .
H59 H 0.1615 0.6879 -0.1016 0.045 Uiso 1 1 calc R . . . .
C60 C 0.1554(8) 0.6613(4) -0.0050(3) 0.0325(14) Uani 1 1 d . U . . .
H60 H 0.1713 0.6039 -0.0055 0.043 Uiso 1 1 calc R . . . .
C61 C 0.4268(9) 0.6523(5) 0.1946(3) 0.0393(15) Uani 1 1 d . U . . .
H61 H 0.3210 0.6657 0.2251 0.052 Uiso 1 1 calc R . . . .
C62 C 0.4623(10) 0.5635(5) 0.1879(4) 0.0509(19) Uani 1 1 d . U . . .
C63 C 0.5697(9) 0.7127(5) 0.1877(3) 0.0387(15) Uani 1 1 d . U . . .
C64 C 0.7056(9) 0.8078(6) 0.2463(4) 0.0492(19) Uani 1 1 d . U . . .
H64 H 0.7618 0.8285 0.2034 0.065 Uiso 1 1 calc R . . . .
C65 C 0.6105(12) 0.8759(7) 0.2785(5) 0.070(3) Uani 1 1 d . U . . .
H65a H 0.6992 0.9144 0.2851 0.093 Uiso 1 1 calc R . . . .
H65b H 0.5580 0.8541 0.3210 0.093 Uiso 1 1 calc R . . . .
C66 C 0.4559(14) 0.9229(8) 0.2387(6) 0.080(3) Uani 1 1 d . U . . .
H66 H 0.3709 0.8822 0.2314 0.106 Uiso 1 1 calc R . . . .
C67 C 0.350(2) 0.9842(11) 0.2798(8) 0.124(5) Uani 1 1 d . U . . .
H67a H 0.4078 1.0355 0.2735 0.186 Uiso 1 1 calc GR . . . .
H67b H 0.3490 0.9618 0.3250 0.186 Uiso 1 1 calc GR . . . .
H67c H 0.2248 0.9945 0.2670 0.186 Uiso 1 1 calc GR . . . .
C68 C 0.5220(17) 0.9614(10) 0.1752(7) 0.105(4) Uani 1 1 d . U . . .
H68a H 0.4183 0.9856 0.1513 0.158 Uiso 1 1 calc GR . . . .
H68b H 0.5914 0.9200 0.1516 0.158 Uiso 1 1 calc GR . . . .
H68c H 0.6000 1.0041 0.1807 0.158 Uiso 1 1 calc GR . . . .
C69 C 0.8525(9) 0.7660(6) 0.2902(4) 0.0511(19) Uani 1 1 d . U . . .
C70 C 0.3453(11) 0.5042(6) 0.2308(5) 0.060(2) Uani 1 1 d . U . . .
H70a H 0.2189 0.5277 0.2333 0.090 Uiso 1 1 calc GR . . . .
H70b H 0.3899 0.4949 0.2738 0.090 Uiso 1 1 calc GR . . . .
H70c H 0.3525 0.4523 0.2128 0.090 Uiso 1 1 calc GR . . . .
C71 C 0.6523(10) 0.5268(6) 0.1677(5) 0.067(3) Uani 1 1 d . U . . .
H71a H 0.7127 0.5666 0.1362 0.089 Uiso 1 1 calc R . . . .
H71b H 0.6424 0.4773 0.1469 0.089 Uiso 1 1 calc R . . . .
C72 C 0.7673(14) 0.5046(8) 0.2255(7) 0.095(4) Uani 1 1 d . U . . .
H72a H 0.7783 0.5538 0.2458 0.143 Uiso 1 1 calc GR . . . .
H72b H 0.8882 0.4815 0.2114 0.143 Uiso 1 1 calc GR . . . .
H72c H 0.7088 0.4644 0.2564 0.143 Uiso 1 1 calc GR . . . .


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 1.426(5) . ?
S1 O4 1.432(4) . ?
S1 N2 1.662(5) . ?
S1 C1 1.790(6) . ?
O1 N1 1.224(7) . ?
O2 N1 1.235(7) . ?
O5 C9 1.219(7) . ?
O6 C15 1.224(8) . ?
N1 C2 1.469(8) . ?
N2 C7 1.480(7) . ?
N2 C8 1.518(8) . ?
N3 C9 1.351(8) . ?
N3 C10 1.449(8) . ?
N4 C15 1.338(8) . ?
C1 C2 1.377(9) . ?
C1 C6 1.382(9) . ?
C2 C3 1.376(9) . ?
C3 C4 1.398(9) . ?
C4 C5 1.395(10) . ?
C5 C6 1.428(10) . ?
C7 C8 1.494(10) . ?
C7 C9 1.491(9) . ?
C8 C16 1.520(9) . ?
C8 C17 1.522(8) . ?
C10 C11 1.528(10) . ?
C10 C15 1.529(9) . ?
C11 C12 1.537(10) . ?
C12 C13 1.535(12) . ?
C12 C14 1.472(13) . ?
C17 C18 1.539(10) . ?
S2 O9 1.432(5) . ?
S2 O10 1.424(4) . ?
S2 N6 1.658(5) . ?
S2 C19 1.781(7) . ?
O7 N5 1.232(7) . ?
O8 N5 1.222(7) . ?
O11 C27 1.206(7) . ?
O12 C33 1.258(9) . ?
N5 C20 1.459(8) . ?
N6 C25 1.449(7) . ?
N6 C26 1.510(7) . ?
N7 C27 1.372(8) . ?
N7 C28 1.438(8) . ?
N8 C33 1.337(8) . ?
C19 C20 1.399(9) . ?
C19 C24 1.374(9) . ?
C20 C21 1.374(9) . ?
C21 C22 1.373(10) . ?
C22 C23 1.375(10) . ?
C23 C24 1.410(10) . ?
C25 C26 1.467(9) . ?
C25 C27 1.518(9) . ?
C26 C34 1.528(9) . ?
C26 C35 1.509(8) . ?
C28 C29 1.549(9) . ?
C28 C33 1.523(9) . ?
C29 C30 1.505(10) . ?
C30 C31 1.499(12) . ?
C30 C32 1.537(13) . ?
C35 C36 1.520(9) . ?
S3 O15 1.442(6) . ?
S3 O16 1.432(6) . ?
S3 N10 1.697(6) . ?
S3 C37 1.797(7) . ?
O13 N9 1.230(7) . ?
O14 N9 1.212(7) . ?
O17 C45 1.209(9) . ?
O18 C51 1.214(12) . ?
N9 C38 1.473(8) . ?
N10 C43 1.446(10) . ?
N10 C44 1.489(9) . ?
N11 C45 1.338(10) . ?
N11 C46 1.467(11) . ?
N12 C51 1.372(11) . ?
C37 C38 1.404(9) . ?
C37 C42 1.348(10) . ?
C38 C39 1.370(9) . ?
C39 C40 1.397(10) . ?
C40 C41 1.386(10) . ?
C41 C42 1.425(11) . ?
C43 C44 1.512(11) . ?
C43 C45 1.474(11) . ?
C44 C52 1.470(14) . ?
C44 C53 1.515(12) . ?
C46 C47 1.523(13) . ?
C46 C51 1.518(11) . ?
C47 C48 1.555(12) . ?
C48 C49 1.533(15) . ?
C48 C50 1.475(15) . ?
C53 C54 1.431(14) . ?
S4 O21 1.419(5) . ?
S4 O22 1.435(5) . ?
S4 N14 1.665(6) . ?
S4 C55 1.782(7) . ?
O19 N13 1.228(7) . ?
O20 N13 1.220(8) . ?
O23 C63 1.202(8) . ?
O24 C69 1.258(11) . ?
N13 C56 1.469(9) . ?
N14 C61 1.457(10) . ?
N14 C62 1.487(10) . ?
N15 C63 1.313(9) . ?
N15 C64 1.462(10) . ?
N16 C69 1.334(10) . ?
C55 C56 1.427(9) . ?
C55 C60 1.368(10) . ?
C56 C57 1.351(10) . ?
C57 C58 1.411(10) . ?
C58 C59 1.347(10) . ?
C59 C60 1.385(10) . ?
C61 C62 1.494(12) . ?
C61 C63 1.514(10) . ?
C62 C70 1.536(11) . ?
C62 C71 1.530(11) . ?
C64 C65 1.482(12) . ?
C64 C69 1.544(12) . ?
C65 C66 1.564(15) . ?
C66 C67 1.536(17) . ?
C66 C68 1.478(18) . ?
C71 C72 1.532(15) . ?

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 119.7(3) . . ?
O3 S1 N2 107.2(3) . . ?
O3 S1 C1 106.5(3) . . ?
O4 S1 N2 112.2(2) . . ?
O4 S1 C1 108.1(3) . . ?
N2 S1 C1 101.5(3) . . ?
O1 N1 O2 122.9(6) . . ?
O1 N1 C2 118.7(6) . . ?
O2 N1 C2 118.4(5) . . ?
C7 N2 S1 118.5(4) . . ?
C7 N2 C8 59.8(4) . . ?
C8 N2 S1 121.5(4) . . ?
C9 N3 C10 123.8(5) . . ?
C2 C1 S1 126.0(5) . . ?
C2 C1 C6 119.0(6) . . ?
C6 C1 S1 114.8(5) . . ?
C1 C2 N1 121.5(6) . . ?
C3 C2 N1 115.4(6) . . ?
C3 C2 C1 122.9(6) . . ?
C2 C3 C4 118.7(6) . . ?
C5 C4 C3 120.3(7) . . ?
C4 C5 C6 119.1(6) . . ?
C1 C6 C5 120.0(6) . . ?
N2 C7 C8 61.4(4) . . ?
N2 C7 C9 116.5(5) . . ?
C9 C7 C8 125.0(5) . . ?
N2 C8 C16 119.8(5) . . ?
N2 C8 C17 112.3(5) . . ?
C7 C8 N2 58.9(4) . . ?
C7 C8 C16 118.8(5) . . ?
C7 C8 C17 119.5(6) . . ?
C16 C8 C17 115.4(6) . . ?
O5 C9 N3 124.1(6) . . ?
O5 C9 C7 123.9(5) . . ?
N3 C9 C7 112.0(5) . . ?
N3 C10 C11 110.0(5) . . ?
N3 C10 C15 109.9(6) . . ?
C11 C10 C15 109.5(5) . . ?
C10 C11 C12 115.3(6) . . ?
C13 C12 C11 110.2(7) . . ?
C14 C12 C11 111.5(7) . . ?
C14 C12 C13 111.2(9) . . ?
O6 C15 N4 124.1(6) . . ?
O6 C15 C10 120.7(5) . . ?
N4 C15 C10 115.0(6) . . ?
C8 C17 C18 110.1(5) . . ?
O9 S2 N6 107.3(3) . . ?
O9 S2 C19 106.2(3) . . ?
O10 S2 O9 118.8(3) . . ?
O10 S2 N6 112.9(2) . . ?
O10 S2 C19 109.5(3) . . ?
N6 S2 C19 100.3(3) . . ?
O7 N5 C20 118.1(5) . . ?
O8 N5 O7 124.5(5) . . ?
O8 N5 C20 117.4(5) . . ?
C25 N6 S2 118.4(4) . . ?
C25 N6 C26 59.4(4) . . ?
C26 N6 S2 121.0(4) . . ?
C27 N7 C28 123.3(5) . . ?
C20 C19 S2 124.5(5) . . ?
C24 C19 S2 117.7(5) . . ?
C24 C19 C20 117.7(6) . . ?
C19 C20 N5 122.2(6) . . ?
C21 C20 N5 116.5(6) . . ?
C21 C20 C19 121.3(6) . . ?
C22 C21 C20 120.6(6) . . ?
C21 C22 C23 119.6(7) . . ?
C22 C23 C24 119.7(6) . . ?
C19 C24 C23 121.0(6) . . ?
N6 C25 C26 62.4(4) . . ?
N6 C25 C27 116.0(5) . . ?
C26 C25 C27 125.1(5) . . ?
N6 C26 C34 119.7(5) . . ?
C25 C26 N6 58.2(4) . . ?
C25 C26 C34 118.6(5) . . ?
C25 C26 C35 120.3(6) . . ?
C35 C26 N6 113.1(5) . . ?
C35 C26 C34 114.9(5) . . ?
O11 C27 N7 124.6(6) . . ?
O11 C27 C25 124.2(5) . . ?
N7 C27 C25 111.2(5) . . ?
N7 C28 C29 109.1(5) . . ?
N7 C28 C33 110.3(6) . . ?
C33 C28 C29 107.7(5) . . ?
C30 C29 C28 114.1(5) . . ?
C29 C30 C32 112.0(7) . . ?
C31 C30 C29 113.1(7) . . ?
C31 C30 C32 112.9(9) . . ?
O12 C33 N8 122.9(6) . . ?
O12 C33 C28 120.6(5) . . ?
N8 C33 C28 116.5(6) . . ?
C26 C35 C36 112.2(5) . . ?
O15 S3 N10 106.5(3) . . ?
O15 S3 C37 105.9(3) . . ?
O16 S3 O15 119.7(3) . . ?
O16 S3 N10 111.8(3) . . ?
O16 S3 C37 109.6(3) . . ?
N10 S3 C37 101.7(3) . . ?
O13 N9 C38 116.7(5) . . ?
O14 N9 O13 124.3(6) . . ?
O14 N9 C38 119.0(5) . . ?
C43 N10 S3 119.0(5) . . ?
C43 N10 C44 62.0(5) . . ?
C44 N10 S3 119.8(6) . . ?
C45 N11 C46 123.4(7) . . ?
C38 C37 S3 124.2(5) . . ?
C42 C37 S3 116.4(5) . . ?
C42 C37 C38 119.1(6) . . ?
C37 C38 N9 122.9(6) . . ?
C39 C38 N9 115.2(5) . . ?
C39 C38 C37 121.8(6) . . ?
C38 C39 C40 119.0(6) . . ?
C41 C40 C39 120.2(7) . . ?
C40 C41 C42 118.9(7) . . ?
C37 C42 C41 120.8(6) . . ?
N10 C43 C44 60.4(5) . . ?
N10 C43 C45 117.1(7) . . ?
C45 C43 C44 124.9(7) . . ?
N10 C44 C43 57.6(5) . . ?
N10 C44 C53 111.4(7) . . ?
C43 C44 C53 118.5(8) . . ?
C52 C44 N10 121.0(8) . . ?
C52 C44 C43 116.2(8) . . ?
C52 C44 C53 118.1(8) . . ?
O17 C45 N11 124.1(8) . . ?
O17 C45 C43 124.5(7) . . ?
N11 C45 C43 111.4(7) . . ?
N11 C46 C47 111.1(6) . . ?
N11 C46 C51 108.4(8) . . ?
C51 C46 C47 110.4(7) . . ?
C46 C47 C48 115.2(7) . . ?
C49 C48 C47 111.7(8) . . ?
C50 C48 C47 112.5(8) . . ?
C50 C48 C49 111.3(11) . . ?
O18 C51 N12 123.0(7) . . ?
O18 C51 C46 122.2(7) . . ?
N12 C51 C46 114.6(9) . . ?
C54 C53 C44 112.8(8) . . ?
O21 S4 O22 119.7(3) . . ?
O21 S4 N14 106.6(3) . . ?
O21 S4 C55 105.5(3) . . ?
O22 S4 N14 112.6(3) . . ?
O22 S4 C55 109.2(3) . . ?
N14 S4 C55 101.6(3) . . ?
O19 N13 C56 119.3(6) . . ?
O20 N13 O19 122.9(6) . . ?
O20 N13 C56 117.7(5) . . ?
C61 N14 S4 119.1(5) . . ?
C61 N14 C62 61.0(5) . . ?
C62 N14 S4 121.5(5) . . ?
C63 N15 C64 124.4(6) . . ?
C56 C55 S4 125.2(5) . . ?
C60 C55 S4 118.9(5) . . ?
C60 C55 C56 115.9(6) . . ?
C55 C56 N13 120.9(6) . . ?
C57 C56 N13 116.8(6) . . ?
C57 C56 C55 122.3(6) . . ?
C56 C57 C58 119.1(6) . . ?
C59 C58 C57 119.3(7) . . ?
C58 C59 C60 120.8(7) . . ?
C55 C60 C59 122.1(6) . . ?
N14 C61 C62 60.5(5) . . ?
N14 C61 C63 118.4(6) . . ?
C62 C61 C63 125.3(6) . . ?
N14 C62 C61 58.5(5) . . ?
N14 C62 C70 119.6(6) . . ?
N14 C62 C71 113.8(7) . . ?
C61 C62 C70 117.8(7) . . ?
C61 C62 C71 120.9(7) . . ?
C71 C62 C70 114.7(7) . . ?
O23 C63 N15 124.4(7) . . ?
O23 C63 C61 122.5(7) . . ?
N15 C63 C61 113.1(6) . . ?
N15 C64 C65 110.4(6) . . ?
N15 C64 C69 107.3(7) . . ?
C65 C64 C69 107.2(7) . . ?
C64 C65 C66 112.1(8) . . ?
C67 C66 C65 108.1(10) . . ?
C68 C66 C65 113.4(9) . . ?
C68 C66 C67 112.8(13) . . ?
O24 C69 N16 120.3(8) . . ?
O24 C69 C64 123.1(6) . . ?
N16 C69 C64 116.6(8) . . ?
C62 C71 C72 111.1(9) . . ?

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 -0.085 0.219 0.337 541 151 ' '
_platon_squeeze_void_probe_radius 1.20
