# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_GDS-BPSA
_database_code_depnum_ccdc_archive 'CCDC 2062419'
loop_
_audit_author_name
_audit_author_address
'Isao Yoshikawa'
;Institute of Industrial Science, The University of Tokyo
Japan
;
_audit_update_record             
;
2021-02-10 deposited with the CCDC.	2021-04-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C12 H8 O6 S2), 4(C H6 N3), C13 H11 N O'
_chemical_formula_sum            'C41 H51 N13 O13 S4'
_chemical_formula_weight         1062.18

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                   7.1866(2)
_cell_length_b                   12.4312(3)
_cell_length_c                   13.8896(5)
_cell_angle_alpha                93.039(2)
_cell_angle_beta                 96.532(3)
_cell_angle_gamma                93.712(2)
_cell_volume                     1227.94(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    11603
_cell_measurement_theta_min      2.2780
_cell_measurement_theta_max      29.3770

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_F_000             556
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.269
_shelx_estimated_absorpt_T_min   0.888
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_T_min  0.46764
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.72a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            34869
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.144
_diffrn_reflns_theta_max         29.322
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5977
_reflns_number_gt                4695
_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       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXS Version 2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'
_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)+(0.0877P)²+2.0825P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5977
_refine_ls_number_parameters     322
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0655
_refine_ls_wR_factor_ref         0.1864
_refine_ls_wR_factor_gt          0.1751
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.25572(8) 0.08363(4) 0.13787(4) 0.01181(16) Uani 1 1 d . . . . .
O1 O 0.2750(2) 0.20128(13) 0.13403(12) 0.0158(4) Uani 1 1 d . . . . .
O2 O 0.0599(2) 0.04082(14) 0.12220(13) 0.0173(4) Uani 1 1 d . . . . .
O3 O 0.3744(2) 0.02940(14) 0.07522(12) 0.0173(4) Uani 1 1 d . . . . .
C1 C 0.3391(3) 0.05565(18) 0.25814(16) 0.0133(4) Uani 1 1 d . . . . .
C2 C 0.4687(3) 0.01099(19) 0.44904(16) 0.0155(5) Uani 1 1 d . . . . .
C3 C 0.4505(9) 0.1321(5) 0.3182(5) 0.0197(15) Uiso 0.5 1 d . . P A 1
H1 H 0.481014 0.201033 0.295479 0.024 Uiso 0.5 1 calc R U P A 1
C4 C 0.5185(10) 0.1083(5) 0.4126(5) 0.0170(16) Uiso 0.5 1 d . . P A 1
H2 H 0.600455 0.160026 0.452161 0.020 Uiso 0.5 1 calc R U P A 1
C5 C 0.3684(8) -0.0697(5) 0.3857(4) 0.0183(11) Uiso 0.5 1 d . . P A 1
H3 H 0.346258 -0.140066 0.407318 0.022 Uiso 0.5 1 calc R U P A 1
C6 C 0.3012(9) -0.0476(5) 0.2917(4) 0.0190(12) Uiso 0.5 1 d . . P A 1
H4 H 0.229691 -0.101977 0.249995 0.023 Uiso 0.5 1 calc R U P A 1
C7 C 0.4897(8) 0.1201(4) 0.3085(4) 0.0114(12) Uiso 0.5 1 d . . P A 2
H5 H 0.547214 0.178502 0.278707 0.014 Uiso 0.5 1 calc R U P A 2
C8 C 0.5535(10) 0.0973(5) 0.4027(5) 0.0162(15) Uiso 0.5 1 d . . P A 2
H6 H 0.656452 0.140350 0.437013 0.019 Uiso 0.5 1 calc R U P A 2
C9 C 0.3150(8) -0.0491(4) 0.3961(4) 0.0143(10) Uiso 0.5 1 d . . P A 2
H7 H 0.252995 -0.106099 0.425770 0.017 Uiso 0.5 1 calc R U P A 2
C10 C 0.2511(8) -0.0275(4) 0.3010(4) 0.0145(11) Uiso 0.5 1 d . . P A 2
H8 H 0.147704 -0.069775 0.266201 0.017 Uiso 0.5 1 calc R U P A 2
S2 S 0.24357(8) 0.58462(4) 0.14068(4) 0.01309(16) Uani 1 1 d . . . . .
O4 O 0.2603(2) 0.70214(13) 0.13608(13) 0.0171(4) Uani 1 1 d . . . . .
O5 O 0.0476(2) 0.54202(14) 0.12718(13) 0.0181(4) Uani 1 1 d . . . . .
O6 O 0.3592(2) 0.52969(14) 0.07682(13) 0.0189(4) Uani 1 1 d . . . . .
C11 C 0.3323(3) 0.55707(19) 0.26005(17) 0.0162(5) Uani 1 1 d . . . . .
C12 C 0.4654(4) 0.5119(2) 0.44934(18) 0.0232(6) Uani 1 1 d . . . . .
C13 C 0.3217(8) 0.6343(4) 0.3388(4) 0.0228(11) Uiso 0.5 1 d . . P B 3
H9 H 0.273634 0.702298 0.326696 0.027 Uiso 0.5 1 calc R U P B 3
C14 C 0.3819(8) 0.6096(4) 0.4331(4) 0.0234(11) Uiso 0.5 1 d . . P B 3
H10 H 0.366706 0.658285 0.486184 0.028 Uiso 0.5 1 calc R U P B 3
C15 C 0.4476(10) 0.4333(5) 0.3765(5) 0.0195(16) Uiso 0.5 1 d . . P B 3
H11 H 0.478826 0.362242 0.390406 0.023 Uiso 0.5 1 calc R U P B 3
C16 C 0.3847(10) 0.4553(5) 0.2824(4) 0.0194(13) Uiso 0.5 1 d . . P B 3
H12 H 0.377356 0.399714 0.232238 0.023 Uiso 0.5 1 calc R U P B 3
C17 C 0.4265(7) 0.6410(4) 0.3203(3) 0.0160(9) Uiso 0.5 1 d . . P B 4
H13 H 0.442476 0.711623 0.298159 0.019 Uiso 0.5 1 calc R U P B 4
C18 C 0.4970(7) 0.6184(4) 0.4144(4) 0.0178(10) Uiso 0.5 1 d . . P B 4
H14 H 0.566533 0.673613 0.456008 0.021 Uiso 0.5 1 calc R U P B 4
C19 C 0.3972(9) 0.4297(5) 0.3796(4) 0.0135(13) Uiso 0.5 1 d . . P B 4
H15 H 0.398865 0.356715 0.396654 0.016 Uiso 0.5 1 calc R U P B 4
C20 C 0.3268(9) 0.4517(4) 0.2856(4) 0.0134(12) Uiso 0.5 1 d . . P B 4
H16 H 0.275875 0.394815 0.239889 0.016 Uiso 0.5 1 calc R U P B 4
C21 C 0.7624(3) 0.2709(2) 0.09869(18) 0.0168(5) Uani 1 1 d . . . . .
N1 N 0.9328(3) 0.31816(18) 0.09905(17) 0.0200(5) Uani 1 1 d . . . . .
H17 H 0.957(4) 0.389(3) 0.102(2) 0.018(7) Uiso 1 1 d . . . . .
H18 H 1.030(5) 0.282(3) 0.102(2) 0.019(7) Uiso 1 1 d . . . . .
N2 N 0.6131(3) 0.32993(19) 0.09673(17) 0.0199(5) Uani 1 1 d . . . . .
H19 H 0.513(4) 0.301(2) 0.098(2) 0.011(7) Uiso 1 1 d . . . . .
H20 H 0.626(5) 0.396(3) 0.078(2) 0.031(9) Uiso 1 1 d . . . . .
N3 N 0.7391(3) 0.16460(18) 0.10236(18) 0.0217(5) Uani 1 1 d . . . . .
H21 H 0.643(5) 0.136(3) 0.091(2) 0.021(8) Uiso 1 1 d . . . . .
H22 H 0.842(5) 0.128(3) 0.106(2) 0.024(8) Uiso 1 1 d . . . . .
C22 C 0.7481(3) 0.77170(19) 0.10143(17) 0.0157(5) Uani 1 1 d . . . . .
N4 N 0.9181(3) 0.81884(18) 0.09927(17) 0.0189(5) Uani 1 1 d . . . . .
H23 H 0.943(4) 0.886(3) 0.101(2) 0.018(7) Uiso 1 1 d . . . . .
H24 H 1.016(4) 0.783(2) 0.102(2) 0.012(7) Uiso 1 1 d . . . . .
N5 N 0.5991(3) 0.83012(18) 0.10191(17) 0.0181(4) Uani 1 1 d . . . . .
H25 H 0.608(5) 0.894(3) 0.084(2) 0.026(9) Uiso 1 1 d . . . . .
H26 H 0.498(5) 0.800(3) 0.105(2) 0.017(8) Uiso 1 1 d . . . . .
N6 N 0.7269(3) 0.66562(19) 0.1064(2) 0.0235(5) Uani 1 1 d . . . . .
H27 H 0.640(5) 0.637(3) 0.100(2) 0.019(9) Uiso 1 1 d . . . . .
H28 H 0.832(5) 0.628(3) 0.107(2) 0.028(8) Uiso 1 1 d . . . . .
O7 O 0.9370(9) 0.3229(5) 0.3741(5) 0.0652(16) Uiso 0.5 1 d . . P C -5
H29 H 0.931278 0.389751 0.383884 0.098 Uiso 0.5 1 calc R U P C -5
C23 C 1.0124(9) 0.2831(5) 0.4524(4) 0.0462(11) Uiso 0.5 1 d G . P C -5
C24 C 1.0395(9) 0.1739(4) 0.4583(4) 0.0422(10) Uiso 0.5 1 d G . P C -5
H30 H 0.997068 0.124596 0.404499 0.051 Uiso 0.5 1 calc R U P C -5
C25 C 1.1286(9) 0.1367(3) 0.5430(4) 0.0441(10) Uiso 0.5 1 d G . P C -5
H31 H 1.147057 0.062057 0.547103 0.053 Uiso 0.5 1 calc R U P C -5
C26 C 1.1906(8) 0.2088(4) 0.6218(3) 0.0524(15) Uiso 0.5 1 d G . P C -5
H32 H 1.251477 0.183457 0.679674 0.063 Uiso 0.5 1 calc R U P C -5
C27 C 1.1635(8) 0.3181(4) 0.6158(4) 0.0558(15) Uiso 0.5 1 d G . P C -5
H33 H 1.205908 0.367397 0.669643 0.067 Uiso 0.5 1 calc R U P C -5
C28 C 1.0744(9) 0.3553(3) 0.5311(4) 0.0522(13) Uiso 0.5 1 d G . P C -5
C29 C 1.0532(18) 0.4720(11) 0.5323(10) 0.0640(16) Uiso 0.5 1 d . . P C -5
H34 H 1.091212 0.515844 0.590232 0.077 Uiso 0.5 1 calc R U P C -5
N7 N 0.9883(15) 0.5124(9) 0.4608(8) 0.0640(16) Uiso 0.5 1 d . . P C -5
C30 C 0.9754(9) 0.6326(4) 0.4614(4) 0.0522(13) Uiso 0.5 1 d G . P C -5
C31 C 0.9448(9) 0.6766(4) 0.3715(3) 0.0558(15) Uiso 0.5 1 d G . P C -5
H35 H 0.949324 0.632900 0.313766 0.067 Uiso 0.5 1 calc R U P C -5
C32 C 0.9075(8) 0.7846(4) 0.3662(3) 0.0524(15) Uiso 0.5 1 d G . P C -5
H36 H 0.886579 0.814696 0.304736 0.063 Uiso 0.5 1 calc R U P C -5
C33 C 0.9009(9) 0.8486(3) 0.4507(4) 0.0441(10) Uiso 0.5 1 d G . P C -5
H37 H 0.875408 0.922419 0.447036 0.053 Uiso 0.5 1 calc R U P C -5
C34 C 0.9315(10) 0.8046(5) 0.5406(3) 0.0422(10) Uiso 0.5 1 d G . P C -5
H38 H 0.926982 0.848346 0.598367 0.051 Uiso 0.5 1 calc R U P C -5
C35 C 0.9688(10) 0.6966(5) 0.5460(3) 0.0462(11) Uiso 0.5 1 d G . P C -5
H39 H 0.989728 0.666550 0.607399 0.055 Uiso 0.5 1 calc R U P C -5


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4561(17) . ?
S1 O2 1.4601(17) . ?
S1 O1 1.4645(17) . ?
S1 C1 1.770(2) . ?
C1 C10 1.375(6) . ?
C1 C3 1.380(7) . ?
C1 C7 1.399(6) . ?
C1 C6 1.409(6) . ?
C2 C4 1.377(7) . ?
C2 C5 1.403(6) . ?
C2 C9 1.403(6) . ?
C2 C8 1.419(7) . ?
C2 C2 1.481(5) 2_656 ?
C3 C4 1.400(9) . ?
C3 H1 0.9500 . ?
C4 H2 0.9500 . ?
C5 C6 1.387(8) . ?
C5 H3 0.9500 . ?
C6 H4 0.9500 . ?
C7 C8 1.386(8) . ?
C7 H5 0.9500 . ?
C8 H6 0.9500 . ?
C9 C10 1.394(7) . ?
C9 H7 0.9500 . ?
C10 H8 0.9500 . ?
S2 O6 1.4563(18) . ?
S2 O5 1.4598(17) . ?
S2 O4 1.4634(17) . ?
S2 C11 1.767(2) . ?
C11 C20 1.374(6) . ?
C11 C16 1.384(6) . ?
C11 C17 1.391(5) . ?
C11 C13 1.428(6) . ?
C12 C15 1.359(7) . ?
C12 C19 1.395(6) . ?
C12 C14 1.406(6) . ?
C12 C18 1.446(6) . ?
C12 C12 1.490(5) 2_666 ?
C13 C14 1.388(7) . ?
C13 H9 0.9500 . ?
C14 H10 0.9500 . ?
C15 C16 1.380(9) . ?
C15 H11 0.9500 . ?
C16 H12 0.9500 . ?
C17 C18 1.396(7) . ?
C17 H13 0.9500 . ?
C18 H14 0.9500 . ?
C19 C20 1.394(8) . ?
C19 H15 0.9500 . ?
C20 H16 0.9500 . ?
C21 N1 1.323(3) . ?
C21 N3 1.325(3) . ?
C21 N2 1.337(3) . ?
N1 H17 0.88(3) . ?
N1 H18 0.85(3) . ?
N2 H19 0.79(3) . ?
N2 H20 0.87(4) . ?
N3 H21 0.75(4) . ?
N3 H22 0.89(3) . ?
C22 N6 1.324(3) . ?
C22 N4 1.325(3) . ?
C22 N5 1.332(3) . ?
N4 H23 0.85(3) . ?
N4 H24 0.86(3) . ?
N5 H25 0.85(4) . ?
N5 H26 0.80(3) . ?
N6 H27 0.69(4) . ?
N6 H28 0.91(4) . ?
O7 C23 1.295(7) . ?
O7 H29 0.8400 . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C24 C25 1.3900 . ?
C24 H30 0.9500 . ?
C25 C26 1.3900 . ?
C25 H31 0.9500 . ?
C26 C27 1.3900 . ?
C26 H32 0.9500 . ?
C27 C28 1.3900 . ?
C27 H33 0.9500 . ?
C28 C29 1.469(14) . ?
C29 N7 1.198(9) . ?
C29 H34 0.9500 . ?
N7 C30 1.503(12) . ?
C30 C31 1.3900 . ?
C30 C35 1.3900 . ?
C31 C32 1.3900 . ?
C31 H35 0.9500 . ?
C32 C33 1.3900 . ?
C32 H36 0.9500 . ?
C33 C34 1.3900 . ?
C33 H37 0.9500 . ?
C34 C35 1.3900 . ?
C34 H38 0.9500 . ?
C35 H39 0.9500 . ?

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 O2 113.12(11) . . ?
O3 S1 O1 112.37(10) . . ?
O2 S1 O1 112.35(10) . . ?
O3 S1 C1 106.26(10) . . ?
O2 S1 C1 105.90(11) . . ?
O1 S1 C1 106.16(10) . . ?
C10 C1 C7 121.3(4) . . ?
C3 C1 C6 119.2(4) . . ?
C10 C1 S1 119.1(3) . . ?
C3 C1 S1 120.7(3) . . ?
C7 C1 S1 119.6(3) . . ?
C6 C1 S1 120.0(3) . . ?
C4 C2 C5 118.5(4) . . ?
C9 C2 C8 117.1(4) . . ?
C4 C2 C2 120.8(4) . 2_656 ?
C5 C2 C2 120.6(3) . 2_656 ?
C1 C3 C4 120.1(6) . . ?
C1 C3 H1 119.9 . . ?
C4 C3 H1 119.9 . . ?
C2 C4 C3 121.1(6) . . ?
C2 C4 H2 119.5 . . ?
C3 C4 H2 119.5 . . ?
C6 C5 C2 120.6(5) . . ?
C6 C5 H3 119.7 . . ?
C2 C5 H3 119.7 . . ?
C5 C6 C1 119.9(5) . . ?
C5 C6 H4 120.0 . . ?
C1 C6 H4 120.0 . . ?
C8 C7 C1 118.9(5) . . ?
C8 C7 H5 120.5 . . ?
C1 C7 H5 120.5 . . ?
C7 C8 C2 121.5(5) . . ?
C7 C8 H6 119.2 . . ?
C2 C8 H6 119.2 . . ?
C10 C9 C2 121.7(4) . . ?
C10 C9 H7 119.1 . . ?
C2 C9 H7 119.1 . . ?
C1 C10 C9 119.3(4) . . ?
C1 C10 H8 120.3 . . ?
C9 C10 H8 120.3 . . ?
O6 S2 O5 113.04(11) . . ?
O6 S2 O4 112.91(11) . . ?
O5 S2 O4 111.67(10) . . ?
O6 S2 C11 105.99(11) . . ?
O5 S2 C11 106.08(11) . . ?
O4 S2 C11 106.51(11) . . ?
C20 C11 C17 122.3(4) . . ?
C16 C11 C13 117.7(4) . . ?
C20 C11 S2 118.7(3) . . ?
C16 C11 S2 121.4(3) . . ?
C17 C11 S2 118.4(3) . . ?
C13 C11 S2 120.1(3) . . ?
C15 C12 C14 119.0(4) . . ?
C19 C12 C18 116.4(4) . . ?
C15 C12 C12 120.7(4) . 2_666 ?
C19 C12 C12 121.5(4) . 2_666 ?
C14 C12 C12 118.9(3) . 2_666 ?
C18 C12 C12 121.2(3) . 2_666 ?
C14 C13 C11 119.8(5) . . ?
C14 C13 H9 120.1 . . ?
C11 C13 H9 120.1 . . ?
C13 C14 C12 119.5(5) . . ?
C13 C14 H10 120.2 . . ?
C12 C14 H10 120.2 . . ?
C12 C15 C16 120.9(5) . . ?
C12 C15 H11 119.6 . . ?
C16 C15 H11 119.6 . . ?
C15 C16 C11 121.1(5) . . ?
C15 C16 H12 119.5 . . ?
C11 C16 H12 119.5 . . ?
C11 C17 C18 118.0(4) . . ?
C11 C17 H13 121.0 . . ?
C18 C17 H13 121.0 . . ?
C17 C18 C12 120.8(4) . . ?
C17 C18 H14 119.6 . . ?
C12 C18 H14 119.6 . . ?
C20 C19 C12 121.8(5) . . ?
C20 C19 H15 119.1 . . ?
C12 C19 H15 119.1 . . ?
C11 C20 C19 118.9(5) . . ?
C11 C20 H16 120.6 . . ?
C19 C20 H16 120.6 . . ?
N1 C21 N3 120.1(2) . . ?
N1 C21 N2 120.4(2) . . ?
N3 C21 N2 119.5(2) . . ?
C21 N1 H17 124(2) . . ?
C21 N1 H18 122(2) . . ?
H17 N1 H18 114(3) . . ?
C21 N2 H19 119(2) . . ?
C21 N2 H20 117(2) . . ?
H19 N2 H20 121(3) . . ?
C21 N3 H21 121(3) . . ?
C21 N3 H22 117(2) . . ?
H21 N3 H22 121(3) . . ?
N6 C22 N4 119.5(2) . . ?
N6 C22 N5 119.6(2) . . ?
N4 C22 N5 120.8(2) . . ?
C22 N4 H23 125(2) . . ?
C22 N4 H24 122(2) . . ?
H23 N4 H24 113(3) . . ?
C22 N5 H25 118(2) . . ?
C22 N5 H26 119(2) . . ?
H25 N5 H26 120(3) . . ?
C22 N6 H27 123(3) . . ?
C22 N6 H28 118(2) . . ?
H27 N6 H28 118(3) . . ?
C23 O7 H29 109.5 . . ?
O7 C23 C24 122.6(5) . . ?
O7 C23 C28 117.3(5) . . ?
C24 C23 C28 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H30 120.0 . . ?
C23 C24 H30 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H31 120.0 . . ?
C26 C25 H31 120.0 . . ?
C25 C26 C27 120.0 . . ?
C25 C26 H32 120.0 . . ?
C27 C26 H32 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 H33 120.0 . . ?
C28 C27 H33 120.0 . . ?
C27 C28 C23 120.0 . . ?
C27 C28 C29 115.7(7) . . ?
C23 C28 C29 124.3(7) . . ?
N7 C29 C28 120.5(9) . . ?
N7 C29 H34 119.8 . . ?
C28 C29 H34 119.8 . . ?
C29 N7 C30 120.0(7) . . ?
C31 C30 C35 120.0 . . ?
C31 C30 N7 116.6(5) . . ?
C35 C30 N7 122.8(5) . . ?
C32 C31 C30 120.0 . . ?
C32 C31 H35 120.0 . . ?
C30 C31 H35 120.0 . . ?
C31 C32 C33 120.0 . . ?
C31 C32 H36 120.0 . . ?
C33 C32 H36 120.0 . . ?
C32 C33 C34 120.0 . . ?
C32 C33 H37 120.0 . . ?
C34 C33 H37 120.0 . . ?
C35 C34 C33 120.0 . . ?
C35 C34 H38 120.0 . . ?
C33 C34 H38 120.0 . . ?
C34 C35 C30 120.0 . . ?
C34 C35 H39 120.0 . . ?
C30 C35 H39 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S1 C1 C10 -97.0(3) . . . . ?
O2 S1 C1 C10 23.5(3) . . . . ?
O1 S1 C1 C10 143.1(3) . . . . ?
O3 S1 C1 C3 101.9(4) . . . . ?
O2 S1 C1 C3 -137.5(4) . . . . ?
O1 S1 C1 C3 -17.9(4) . . . . ?
O3 S1 C1 C7 84.6(3) . . . . ?
O2 S1 C1 C7 -154.8(3) . . . . ?
O1 S1 C1 C7 -35.2(3) . . . . ?
O3 S1 C1 C6 -74.4(3) . . . . ?
O2 S1 C1 C6 46.2(4) . . . . ?
O1 S1 C1 C6 165.8(3) . . . . ?
C6 C1 C3 C4 -2.4(8) . . . . ?
S1 C1 C3 C4 -178.8(5) . . . . ?
C5 C2 C4 C3 8.3(8) . . . . ?
C2 C2 C4 C3 -176.1(5) 2_656 . . . ?
C1 C3 C4 C2 -3.3(9) . . . . ?
C4 C2 C5 C6 -7.8(8) . . . . ?
C2 C2 C5 C6 176.6(5) 2_656 . . . ?
C2 C5 C6 C1 2.2(9) . . . . ?
C3 C1 C6 C5 3.0(8) . . . . ?
S1 C1 C6 C5 179.3(4) . . . . ?
C10 C1 C7 C8 1.7(7) . . . . ?
S1 C1 C7 C8 180.0(4) . . . . ?
C1 C7 C8 C2 -0.6(9) . . . . ?
C9 C2 C8 C7 -1.1(8) . . . . ?
C2 C2 C8 C7 -177.5(5) 2_656 . . . ?
C8 C2 C9 C10 1.8(7) . . . . ?
C2 C2 C9 C10 178.2(5) 2_656 . . . ?
C7 C1 C10 C9 -1.0(7) . . . . ?
S1 C1 C10 C9 -179.3(4) . . . . ?
C2 C9 C10 C1 -0.7(8) . . . . ?
O6 S2 C11 C20 -61.9(3) . . . . ?
O5 S2 C11 C20 58.5(3) . . . . ?
O4 S2 C11 C20 177.6(3) . . . . ?
O6 S2 C11 C16 -41.7(4) . . . . ?
O5 S2 C11 C16 78.7(4) . . . . ?
O4 S2 C11 C16 -162.2(4) . . . . ?
O6 S2 C11 C17 110.0(3) . . . . ?
O5 S2 C11 C17 -129.6(3) . . . . ?
O4 S2 C11 C17 -10.5(3) . . . . ?
O6 S2 C11 C13 149.0(3) . . . . ?
O5 S2 C11 C13 -90.6(3) . . . . ?
O4 S2 C11 C13 28.5(3) . . . . ?
C16 C11 C13 C14 6.6(7) . . . . ?
S2 C11 C13 C14 176.3(4) . . . . ?
C11 C13 C14 C12 4.6(7) . . . . ?
C15 C12 C14 C13 -14.8(7) . . . . ?
C12 C12 C14 C13 178.1(4) 2_666 . . . ?
C14 C12 C15 C16 13.7(9) . . . . ?
C12 C12 C15 C16 -179.5(5) 2_666 . . . ?
C12 C15 C16 C11 -2.1(10) . . . . ?
C13 C11 C16 C15 -8.1(8) . . . . ?
S2 C11 C16 C15 -177.6(5) . . . . ?
C20 C11 C17 C18 -8.2(6) . . . . ?
S2 C11 C17 C18 -179.7(3) . . . . ?
C11 C17 C18 C12 -2.7(6) . . . . ?
C19 C12 C18 C17 12.8(6) . . . . ?
C12 C12 C18 C17 -178.0(4) 2_666 . . . ?
C18 C12 C19 C20 -12.9(8) . . . . ?
C12 C12 C19 C20 178.0(5) 2_666 . . . ?
C17 C11 C20 C19 8.3(7) . . . . ?
S2 C11 C20 C19 179.8(4) . . . . ?
C12 C19 C20 C11 2.8(9) . . . . ?
O7 C23 C24 C25 177.2(7) . . . . ?
C28 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C26 C27 C28 C29 -179.9(7) . . . . ?
O7 C23 C28 C27 -177.4(7) . . . . ?
C24 C23 C28 C27 0.0 . . . . ?
O7 C23 C28 C29 2.5(8) . . . . ?
C24 C23 C28 C29 179.9(8) . . . . ?
C27 C28 C29 N7 175.6(7) . . . . ?
C23 C28 C29 N7 -4.3(12) . . . . ?
C28 C29 N7 C30 -177.2(10) . . . . ?
C29 N7 C30 C31 164.1(7) . . . . ?
C29 N7 C30 C35 -24.4(10) . . . . ?
C35 C30 C31 C32 0.0 . . . . ?
N7 C30 C31 C32 171.8(7) . . . . ?
C30 C31 C32 C33 0.0 . . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C33 C34 C35 C30 0.0 . . . . ?
C31 C30 C35 C34 0.0 . . . . ?
N7 C30 C35 C34 -171.3(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H17 O5 0.88(3) 1.97(3) 2.845(3) 170(3) 1_655 yes
N1 H18 O1 0.85(3) 2.10(3) 2.943(3) 171(3) 1_655 yes
N2 H19 O1 0.79(3) 2.17(3) 2.933(3) 165(3) . yes
N2 H20 O6 0.87(4) 2.40(4) 3.067(3) 134(3) 2_665 yes
N3 H21 O3 0.75(4) 2.25(4) 2.996(3) 171(3) . yes
N3 H22 O2 0.89(3) 1.96(3) 2.849(3) 175(3) 1_655 yes
N4 H23 O2 0.85(3) 2.04(3) 2.868(3) 167(3) 1_665 yes
N4 H24 O4 0.86(3) 2.10(3) 2.944(3) 170(3) 1_655 yes
N5 H25 O3 0.85(4) 2.45(3) 3.059(3) 129(3) 1_565 yes
N5 H25 O3 0.85(4) 2.47(3) 3.108(3) 133(3) 2_665 yes
N5 H26 O4 0.80(3) 2.14(3) 2.920(3) 168(3) . yes
N6 H27 O6 0.69(4) 2.33(4) 3.018(3) 176(4) . yes
N6 H28 O5 0.91(4) 1.94(4) 2.848(3) 171(3) 1_655 yes

_refine_diff_density_max         0.702
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.097


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_GDS-NpSA
_database_code_depnum_ccdc_archive 'CCDC 2062420'
loop_
_audit_author_name
_audit_author_address
'Isao Yoshikawa'
;Institute of Industrial Science, The University of Tokyo
Japan
;
_audit_update_record             
;
2021-02-10 deposited with the CCDC.	2021-04-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C10 H6 O6 S2), 4(C H6 N3), C13 H11 N O'
_chemical_formula_sum            'C37 H47 N13 O13 S4'
_chemical_formula_weight         1010.11

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                   7.12180(10)
_cell_length_b                   12.5455(3)
_cell_length_c                   13.6688(3)
_cell_angle_alpha                113.601(2)
_cell_angle_beta                 99.3307(15)
_cell_angle_gamma                91.6841(16)
_cell_volume                     1098.28(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    17984
_cell_measurement_theta_min      1.8950
_cell_measurement_theta_max      29.2060

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.297
_shelx_estimated_absorpt_T_min   0.943
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_T_min  0.73630
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.72a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            30899
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.781
_diffrn_reflns_theta_max         29.036
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5282
_reflns_number_gt                4669
_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       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXS Version 2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'
_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)+(0.0892P)²+0.7088P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5282
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1517
_refine_ls_wR_factor_gt          0.1482
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_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 0.78250(5) 0.39770(3) 0.16272(3) 0.00924(13) Uani 1 1 d . . . . .
O1 O 0.58686(17) 0.34247(10) 0.13595(10) 0.0153(3) Uani 1 1 d . . . . .
O2 O 0.90896(18) 0.32125(10) 0.09874(10) 0.0156(3) Uani 1 1 d . . . . .
O3 O 0.79046(17) 0.51250(10) 0.15857(9) 0.0127(2) Uani 1 1 d . . . . .
C1 C 0.8692(2) 0.42156(13) 0.29945(12) 0.0096(3) Uani 1 1 d . . . . .
C2 C 0.8685(2) 0.32305(14) 0.32560(13) 0.0150(3) Uani 1 1 d . . . . .
H1 H 0.823712 0.247217 0.270744 0.018 Uiso 1 1 calc R U . . .
C3 C 0.9330(2) 0.33837(14) 0.43068(13) 0.0154(3) Uani 1 1 d . . . . .
H2 H 0.933539 0.272466 0.448393 0.018 Uiso 1 1 calc R U . . .
C4 C 0.9991(2) 0.45115(13) 0.51361(13) 0.0110(3) Uani 1 1 d . . . . .
C5 C 0.9336(2) 0.53151(13) 0.37682(13) 0.0128(3) Uani 1 1 d . . . . .
H3 H 0.933404 0.596229 0.357383 0.015 Uiso 1 1 calc R U . . .
S2 S 0.78674(5) 0.89552(3) 0.16159(3) 0.00842(13) Uani 1 1 d . . . . .
O4 O 0.59045(16) 0.84081(10) 0.13191(10) 0.0140(3) Uani 1 1 d . . . . .
O5 O 0.91617(17) 0.81911(10) 0.10068(10) 0.0146(3) Uani 1 1 d . . . . .
O6 O 0.79932(16) 1.01030(10) 0.15740(9) 0.0116(2) Uani 1 1 d . . . . .
C6 C 0.8636(2) 0.92050(13) 0.29977(12) 0.0091(3) Uani 1 1 d . . . . .
C7 C 0.7985(2) 0.83709(14) 0.33575(13) 0.0148(3) Uani 1 1 d . . . . .
H4 H 0.720419 0.767978 0.285644 0.018 Uiso 1 1 calc R U . . .
C8 C 0.8483(2) 0.85653(14) 0.44284(13) 0.0147(3) Uani 1 1 d . . . . .
H5 H 0.803046 0.801124 0.467054 0.018 Uiso 1 1 calc R U . . .
C9 C 0.9670(2) 0.95860(13) 0.51819(13) 0.0109(3) Uani 1 1 d . . . . .
C10 C 0.9786(2) 1.01976(13) 0.36996(12) 0.0121(3) Uani 1 1 d . . . . .
H6 H 1.022166 1.074204 0.344193 0.015 Uiso 1 1 calc R U . . .
C11 C 0.2703(2) 0.56442(14) 0.10864(13) 0.0127(3) Uani 1 1 d . . . . .
N1 N 0.2591(2) 0.45897(13) 0.10958(14) 0.0186(3) Uani 1 1 d . . . . .
H7 H 0.365(4) 0.423(2) 0.110(2) 0.028 Uiso 1 1 d . U . . .
H8 H 0.156(4) 0.422(2) 0.097(2) 0.028 Uiso 1 1 d . U . . .
N2 N 0.1144(2) 0.62044(13) 0.11134(13) 0.0158(3) Uani 1 1 d . . . . .
H9 H 0.112(4) 0.679(2) 0.102(2) 0.024 Uiso 1 1 d . U . . .
H10 H 0.013(4) 0.592(2) 0.119(2) 0.024 Uiso 1 1 d . U . . .
N3 N 0.4373(2) 0.61231(13) 0.10642(12) 0.0153(3) Uani 1 1 d . . . . .
H11 H 0.526(4) 0.576(2) 0.113(2) 0.023 Uiso 1 1 d . U . . .
H12 H 0.449(3) 0.678(2) 0.108(2) 0.023 Uiso 1 1 d . U . . .
C12 C 0.2748(2) 0.06229(14) 0.10472(13) 0.0116(3) Uani 1 1 d . . . . .
N4 N 0.2603(2) -0.04558(13) 0.09965(14) 0.0178(3) Uani 1 1 d . . . . .
H13 H 0.157(4) -0.085(2) 0.088(2) 0.027 Uiso 1 1 d . U . . .
H14 H 0.366(4) -0.081(2) 0.101(2) 0.027 Uiso 1 1 d . U . . .
N5 N 0.1198(2) 0.11959(13) 0.10929(12) 0.0144(3) Uani 1 1 d . . . . .
H15 H 0.121(3) 0.181(2) 0.106(2) 0.022 Uiso 1 1 d . U . . .
H16 H 0.017(4) 0.088(2) 0.115(2) 0.022 Uiso 1 1 d . U . . .
N6 N 0.4430(2) 0.11053(13) 0.10469(12) 0.0136(3) Uani 1 1 d . . . . .
H17 H 0.536(4) 0.074(2) 0.1122(19) 0.020 Uiso 1 1 d . U . . .
H18 H 0.459(3) 0.179(2) 0.113(2) 0.020 Uiso 1 1 d . U . . .
O7 O 0.3959(4) 0.3082(2) 0.3292(2) 0.0290(6) Uani 0.5 1 d . . P A -1
H19 H 0.389220 0.380650 0.352692 0.043 Uiso 0.5 1 calc R U P A -1
C13 C 0.4681(6) 0.2801(3) 0.4134(3) 0.0217(5) Uiso 0.5 1 d G . P A -1
C14 C 0.4818(6) 0.1618(3) 0.3866(2) 0.0225(5) Uiso 0.5 1 d G . P A -1
H20 H 0.432946 0.105918 0.314616 0.027 Uiso 0.5 1 calc R U P A -1
C15 C 0.5672(7) 0.1251(2) 0.4651(3) 0.0201(4) Uiso 0.5 1 d G . P A -1
H21 H 0.576572 0.044258 0.446800 0.024 Uiso 0.5 1 calc R U P A -1
C16 C 0.6387(6) 0.2068(3) 0.5704(3) 0.0231(4) Uiso 0.5 1 d G . P A -1
H22 H 0.696998 0.181782 0.624079 0.028 Uiso 0.5 1 calc R U P A -1
C17 C 0.6249(7) 0.3251(3) 0.5972(3) 0.0232(5) Uiso 0.5 1 d G . P A -1
H23 H 0.673799 0.380968 0.669174 0.028 Uiso 0.5 1 calc R U P A -1
C18 C 0.5396(8) 0.3618(2) 0.5187(3) 0.0187(5) Uani 0.5 1 d G . P A -1
C19 C 0.5266(10) 0.4895(6) 0.5437(6) 0.0239(5) Uiso 0.5 1 d . . P A -1
H24 H 0.554183 0.544648 0.617433 0.029 Uiso 0.5 1 calc R U P A -1
N7 N 0.4798(9) 0.5261(5) 0.4690(5) 0.0239(5) Uiso 0.5 1 d . . P A -1
C20 C 0.4878(8) 0.6465(2) 0.4960(4) 0.0187(5) Uani 0.5 1 d G . P A -1
C21 C 0.3937(7) 0.6649(3) 0.4076(3) 0.0232(5) Uiso 0.5 1 d G . P A -1
H25 H 0.353948 0.600665 0.339155 0.028 Uiso 0.5 1 calc R U P A -1
C22 C 0.3578(6) 0.7773(3) 0.4195(3) 0.0231(4) Uiso 0.5 1 d G . P A -1
H26 H 0.293505 0.789883 0.359041 0.028 Uiso 0.5 1 calc R U P A -1
C23 C 0.4160(6) 0.8713(3) 0.5197(3) 0.0201(4) Uiso 0.5 1 d G . P A -1
H27 H 0.391462 0.948109 0.527727 0.024 Uiso 0.5 1 calc R U P A -1
C24 C 0.5101(6) 0.8529(3) 0.6080(2) 0.0225(5) Uiso 0.5 1 d G . P A -1
H28 H 0.549863 0.917119 0.676528 0.027 Uiso 0.5 1 calc R U P A -1
C25 C 0.5460(6) 0.7405(3) 0.5962(3) 0.0217(5) Uiso 0.5 1 d G . P A -1
H29 H 0.610306 0.727902 0.656644 0.026 Uiso 0.5 1 calc R U P 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 1.4595(12) . ?
S1 O2 1.4596(12) . ?
S1 O3 1.4636(11) . ?
S1 C1 1.7695(15) . ?
C1 C5 1.367(2) . ?
C1 C2 1.417(2) . ?
C2 C3 1.368(2) . ?
C2 H1 0.9500 . ?
C3 C4 1.419(2) . ?
C3 H2 0.9500 . ?
C4 C4 1.416(3) 2_766 ?
C4 C5 1.421(2) 2_766 ?
C5 H3 0.9500 . ?
S2 O5 1.4572(12) . ?
S2 O4 1.4583(12) . ?
S2 O6 1.4645(11) . ?
S2 C6 1.7737(15) . ?
C6 C10 1.368(2) . ?
C6 C7 1.418(2) . ?
C7 C8 1.367(2) . ?
C7 H4 0.9500 . ?
C8 C9 1.419(2) . ?
C8 H5 0.9500 . ?
C9 C9 1.417(3) 2_776 ?
C9 C10 1.425(2) 2_776 ?
C10 H6 0.9500 . ?
C11 N3 1.327(2) . ?
C11 N1 1.328(2) . ?
C11 N2 1.329(2) . ?
N1 H7 0.89(3) . ?
N1 H8 0.82(3) . ?
N2 H9 0.79(3) . ?
N2 H10 0.84(3) . ?
N3 H11 0.80(3) . ?
N3 H12 0.82(3) . ?
C12 N6 1.327(2) . ?
C12 N4 1.327(2) . ?
C12 N5 1.331(2) . ?
N4 H13 0.83(3) . ?
N4 H14 0.89(3) . ?
N5 H15 0.79(3) . ?
N5 H16 0.85(3) . ?
N6 H17 0.83(3) . ?
N6 H18 0.82(3) . ?
O7 C13 1.362(4) . ?
O7 H19 0.8400 . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C14 H20 0.9500 . ?
C15 C16 1.3900 . ?
C15 H21 0.9500 . ?
C16 C17 1.3900 . ?
C16 H22 0.9500 . ?
C17 C18 1.3900 . ?
C17 H23 0.9500 . ?
C18 C19 1.507(7) . ?
C19 N7 1.280(4) . ?
C19 H24 0.9500 . ?
N7 C20 1.401(6) . ?
C20 C21 1.3900 . ?
C20 C25 1.3900 . ?
C21 C22 1.3900 . ?
C21 H25 0.9500 . ?
C22 C23 1.3900 . ?
C22 H26 0.9500 . ?
C23 C24 1.3900 . ?
C23 H27 0.9500 . ?
C24 C25 1.3900 . ?
C24 H28 0.9500 . ?
C25 H29 0.9500 . ?

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 112.59(7) . . ?
O1 S1 O3 112.29(7) . . ?
O2 S1 O3 112.53(7) . . ?
O1 S1 C1 105.86(7) . . ?
O2 S1 C1 106.15(7) . . ?
O3 S1 C1 106.81(7) . . ?
C5 C1 C2 121.49(14) . . ?
C5 C1 S1 120.83(12) . . ?
C2 C1 S1 117.68(12) . . ?
C3 C2 C1 119.27(14) . . ?
C3 C2 H1 120.4 . . ?
C1 C2 H1 120.4 . . ?
C2 C3 C4 121.02(14) . . ?
C2 C3 H2 119.5 . . ?
C4 C3 H2 119.5 . . ?
C4 C4 C3 119.23(18) 2_766 . ?
C4 C4 C5 119.09(18) 2_766 2_766 ?
C3 C4 C5 121.68(13) . 2_766 ?
C1 C5 C4 119.89(14) . 2_766 ?
C1 C5 H3 120.1 . . ?
C4 C5 H3 120.1 2_766 . ?
O5 S2 O4 112.88(7) . . ?
O5 S2 O6 112.24(7) . . ?
O4 S2 O6 112.53(7) . . ?
O5 S2 C6 106.64(7) . . ?
O4 S2 C6 105.45(7) . . ?
O6 S2 C6 106.45(7) . . ?
C10 C6 C7 121.24(14) . . ?
C10 C6 S2 120.34(12) . . ?
C7 C6 S2 118.39(11) . . ?
C8 C7 C6 119.73(14) . . ?
C8 C7 H4 120.1 . . ?
C6 C7 H4 120.1 . . ?
C7 C8 C9 120.69(14) . . ?
C7 C8 H5 119.7 . . ?
C9 C8 H5 119.7 . . ?
C9 C9 C8 119.43(18) 2_776 . ?
C9 C9 C10 119.00(18) 2_776 2_776 ?
C8 C9 C10 121.57(14) . 2_776 ?
C6 C10 C9 119.90(14) . 2_776 ?
C6 C10 H6 120.0 . . ?
C9 C10 H6 120.0 2_776 . ?
N3 C11 N1 119.36(16) . . ?
N3 C11 N2 121.35(15) . . ?
N1 C11 N2 119.28(16) . . ?
C11 N1 H7 119.2(16) . . ?
C11 N1 H8 120.8(18) . . ?
H7 N1 H8 119(2) . . ?
C11 N2 H9 121.9(18) . . ?
C11 N2 H10 119.7(17) . . ?
H9 N2 H10 118(2) . . ?
C11 N3 H11 114.5(18) . . ?
C11 N3 H12 121.2(17) . . ?
H11 N3 H12 124(2) . . ?
N6 C12 N4 119.36(15) . . ?
N6 C12 N5 121.41(15) . . ?
N4 C12 N5 119.22(15) . . ?
C12 N4 H13 123.9(18) . . ?
C12 N4 H14 118.4(16) . . ?
H13 N4 H14 117(2) . . ?
C12 N5 H15 121.5(18) . . ?
C12 N5 H16 118.1(16) . . ?
H15 N5 H16 120(2) . . ?
C12 N6 H17 115.6(16) . . ?
C12 N6 H18 121.6(17) . . ?
H17 N6 H18 121(2) . . ?
C13 O7 H19 109.5 . . ?
O7 C13 C14 115.7(3) . . ?
O7 C13 C18 124.1(3) . . ?
C14 C13 C18 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H20 120.0 . . ?
C15 C14 H20 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H21 120.0 . . ?
C14 C15 H21 120.0 . . ?
C15 C16 C17 120.0 . . ?
C15 C16 H22 120.0 . . ?
C17 C16 H22 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H23 120.0 . . ?
C16 C17 H23 120.0 . . ?
C17 C18 C13 120.0 . . ?
C17 C18 C19 121.6(4) . . ?
C13 C18 C19 118.4(4) . . ?
N7 C19 C18 122.2(4) . . ?
N7 C19 H24 118.9 . . ?
C18 C19 H24 118.9 . . ?
C19 N7 C20 119.8(4) . . ?
C21 C20 C25 120.0 . . ?
C21 C20 N7 109.2(4) . . ?
C25 C20 N7 129.9(4) . . ?
C20 C21 C22 120.0 . . ?
C20 C21 H25 120.0 . . ?
C22 C21 H25 120.0 . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H26 120.0 . . ?
C21 C22 H26 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H27 120.0 . . ?
C22 C23 H27 120.0 . . ?
C23 C24 C25 120.0 . . ?
C23 C24 H28 120.0 . . ?
C25 C24 H28 120.0 . . ?
C24 C25 C20 120.0 . . ?
C24 C25 H29 120.0 . . ?
C20 C25 H29 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 C1 C5 -122.06(14) . . . . ?
O2 S1 C1 C5 118.07(14) . . . . ?
O3 S1 C1 C5 -2.20(15) . . . . ?
O1 S1 C1 C2 57.63(14) . . . . ?
O2 S1 C1 C2 -62.24(14) . . . . ?
O3 S1 C1 C2 177.49(12) . . . . ?
C5 C1 C2 C3 0.2(2) . . . . ?
S1 C1 C2 C3 -179.45(13) . . . . ?
C1 C2 C3 C4 0.4(2) . . . . ?
C2 C3 C4 C4 -1.0(3) . . . 2_766 ?
C2 C3 C4 C5 179.93(15) . . . 2_766 ?
C2 C1 C5 C4 -0.3(2) . . . 2_766 ?
S1 C1 C5 C4 179.36(12) . . . 2_766 ?
O5 S2 C6 C10 97.31(14) . . . . ?
O4 S2 C6 C10 -142.45(13) . . . . ?
O6 S2 C6 C10 -22.71(15) . . . . ?
O5 S2 C6 C7 -84.53(14) . . . . ?
O4 S2 C6 C7 35.71(14) . . . . ?
O6 S2 C6 C7 155.45(12) . . . . ?
C10 C6 C7 C8 1.1(2) . . . . ?
S2 C6 C7 C8 -177.08(13) . . . . ?
C6 C7 C8 C9 -0.9(2) . . . . ?
C7 C8 C9 C9 0.5(3) . . . 2_776 ?
C7 C8 C9 C10 -179.70(15) . . . 2_776 ?
C7 C6 C10 C9 -0.8(2) . . . 2_776 ?
S2 C6 C10 C9 177.34(11) . . . 2_776 ?
O7 C13 C14 C15 175.1(4) . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C17 C18 C13 0.0 . . . . ?
C16 C17 C18 C19 -178.3(6) . . . . ?
O7 C13 C18 C17 -174.6(4) . . . . ?
C14 C13 C18 C17 0.0 . . . . ?
O7 C13 C18 C19 3.7(5) . . . . ?
C14 C13 C18 C19 178.4(5) . . . . ?
C17 C18 C19 N7 167.5(3) . . . . ?
C13 C18 C19 N7 -10.9(6) . . . . ?
C18 C19 N7 C20 -173.9(8) . . . . ?
C19 N7 C20 C21 -167.5(3) . . . . ?
C19 N7 C20 C25 1.8(6) . . . . ?
C25 C20 C21 C22 0.0 . . . . ?
N7 C20 C21 C22 170.6(5) . . . . ?
C20 C21 C22 C23 0.0 . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C20 0.0 . . . . ?
C21 C20 C25 C24 0.0 . . . . ?
N7 C20 C25 C24 -168.4(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H7 O1 0.89(3) 1.95(3) 2.840(2) 170(2) . yes
N1 H8 O2 0.82(3) 2.14(3) 2.941(2) 167(2) 1_455 yes
N2 H9 O5 0.79(3) 2.28(3) 2.9423(18) 141(2) 1_455 yes
N2 H10 O3 0.84(3) 2.10(3) 2.9278(19) 170(2) 1_455 yes
N3 H11 O3 0.80(3) 2.17(3) 2.9529(19) 168(2) . yes
N3 H12 O4 0.82(3) 2.13(3) 2.9021(19) 158(2) . yes
N4 H13 O5 0.83(3) 2.14(3) 2.945(2) 165(2) 1_445 yes
N4 H14 O4 0.89(3) 1.98(3) 2.8494(19) 168(2) 1_545 yes
N5 H15 O2 0.79(3) 2.37(3) 3.0200(18) 140(2) 1_455 yes
N5 H16 O6 0.85(3) 2.09(3) 2.9232(19) 168(2) 1_445 yes
N6 H17 O6 0.83(3) 2.16(3) 2.9767(18) 169(2) 1_545 yes
N6 H18 O1 0.82(3) 2.10(3) 2.8959(19) 162(2) . yes

_refine_diff_density_max         0.877
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.097


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
_exptl_crystal_preparation       Luminescent
