# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_30apra_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2498161'
loop_
_audit_author_name
_audit_author_address
Srinivas
;IIT Kanpur
India
;
_audit_update_record             
;
2025-10-27 deposited with the CCDC.	2026-02-09 downloaded from the CCDC.
;
_audit_creation_date             2024-04-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C7 H2 N14 O)'
_chemical_formula_sum            'C14 H2 N28 O2'
_chemical_formula_weight         594.44
_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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.339(3)
_cell_length_b                   6.4087(16)
_cell_length_c                   14.207(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.801(7)
_cell_angle_gamma                90
_cell_volume                     1095.5(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3919
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.20
_cell_measurement_theta_min      2.94
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6056
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1423 before and 0.0632 after correction.
The Ratio of minimum to maximum transmission is 0.8121.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14866
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.354
_diffrn_reflns_theta_min         2.476
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1942
_reflns_number_total             2725
_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_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2725
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      1.058
_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)+(0.0405P)²+1.0198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1057
_refine_ls_wR_factor_ref         0.1220
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O1 O 0.10973(12) 0.0192(2) 0.39857(12) 0.0280(4) Uani 1 1 d . . . . .
N1 N 0.61199(14) 0.8804(3) 0.39699(13) 0.0210(4) Uani 1 1 d . . . . .
N00F N 0.10141(17) 0.7153(3) 0.57436(16) 0.0325(5) Uani 1 1 d . . . . .
N2 N 0.70485(15) 0.9623(3) 0.38032(14) 0.0237(4) Uani 1 1 d . . . . .
N3 N 0.74242(15) 0.8287(3) 0.32493(14) 0.0225(4) Uani 1 1 d . . . . .
N4 N 0.67983(14) 0.6602(3) 0.30245(13) 0.0212(4) Uani 1 1 d . . . . .
N13 N 0.16893(16) 0.6728(3) 0.53710(14) 0.0259(4) Uani 1 1 d . . . . .
N12 N 0.25267(15) 0.6543(3) 0.49799(14) 0.0227(4) Uani 1 1 d . . . . .
N7 N 0.41858(15) 0.0681(3) 0.23408(14) 0.0230(4) Uani 1 1 d . . . . .
N5 N 0.55835(14) 0.2837(3) 0.23639(14) 0.0215(4) Uani 1 1 d . . . . .
N6 N 0.50672(15) 0.1034(3) 0.20125(14) 0.0242(4) Uani 1 1 d . . . . .
N8 N 0.41107(14) 0.2324(3) 0.29311(13) 0.0188(4) Uani 1 1 d . . . . .
N9 N 0.25448(14) 0.1152(3) 0.34193(13) 0.0212(4) Uani 1 1 d . . . . .
N11 N 0.17757(14) 0.3261(3) 0.45058(13) 0.0210(4) Uani 1 1 d . . . . .
N10 N 0.18121(14) 0.1541(3) 0.39656(13) 0.0213(4) Uani 1 1 d . . . . .
C7 C 0.59909(17) 0.6980(3) 0.34835(15) 0.0189(4) Uani 1 1 d . . . . .
C5 C 0.49737(16) 0.3654(3) 0.29333(15) 0.0186(4) Uani 1 1 d . . . . .
C6 C 0.25350(17) 0.4713(3) 0.44802(16) 0.0195(4) Uani 1 1 d . . . . .
C1 C 0.33893(16) 0.4497(3) 0.39697(15) 0.0185(4) Uani 1 1 d . . . . .
C4 C 0.50619(16) 0.5558(3) 0.34712(15) 0.0187(4) Uani 1 1 d . . . . .
C3 C 0.42544(16) 0.5962(3) 0.39659(15) 0.0192(4) Uani 1 1 d . . . . .
H3A H 0.427043 0.723566 0.431113 0.023 Uiso 1 1 calc R U . . .
C2 C 0.33085(16) 0.2641(3) 0.34544(15) 0.0185(4) Uani 1 1 d . . . . .
H3 H 0.814(2) 0.851(5) 0.300(2) 0.056(9) Uiso 1 1 d . . . . .


_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
O1 N10 1.240(2) . ?
N1 N2 1.328(2) . ?
N1 C7 1.350(3) . ?
N00F N13 1.115(3) . ?
N2 N3 1.315(3) . ?
N3 N4 1.325(2) . ?
N3 H3 1.04(3) . ?
N4 C7 1.328(3) . ?
N13 N12 1.283(2) . ?
N12 C6 1.372(3) . ?
N7 N6 1.295(2) . ?
N7 N8 1.362(2) . ?
N5 N6 1.360(3) . ?
N5 C5 1.328(3) . ?
N8 C5 1.363(3) . ?
N8 C2 1.378(3) . ?
N9 N10 1.339(2) . ?
N9 C2 1.335(3) . ?
N11 N10 1.350(3) . ?
N11 C6 1.327(3) . ?
C7 C4 1.462(3) . ?
C5 C4 1.431(3) . ?
C6 C1 1.412(3) . ?
C1 C3 1.423(3) . ?
C1 C2 1.389(3) . ?
C4 C3 1.365(3) . ?
C3 H3A 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
N2 N1 C7 105.04(17) . . ?
N3 N2 N1 106.38(17) . . ?
N2 N3 N4 114.26(17) . . ?
N2 N3 H3 123.8(17) . . ?
N4 N3 H3 121.9(17) . . ?
N3 N4 C7 101.17(17) . . ?
N00F N13 N12 170.5(2) . . ?
N13 N12 C6 113.72(18) . . ?
N6 N7 N8 105.32(17) . . ?
C5 N5 N6 106.03(17) . . ?
N7 N6 N5 112.23(17) . . ?
N7 N8 C5 108.97(17) . . ?
N7 N8 C2 126.94(17) . . ?
C5 N8 C2 124.09(18) . . ?
C2 N9 N10 114.00(18) . . ?
C6 N11 N10 116.40(17) . . ?
O1 N10 N9 117.27(18) . . ?
O1 N10 N11 116.30(17) . . ?
N9 N10 N11 126.43(17) . . ?
N1 C7 C4 123.34(19) . . ?
N4 C7 N1 113.14(18) . . ?
N4 C7 C4 123.51(19) . . ?
N5 C5 N8 107.44(18) . . ?
N5 C5 C4 132.46(19) . . ?
N8 C5 C4 120.08(18) . . ?
N12 C6 C1 116.21(19) . . ?
N11 C6 N12 119.93(18) . . ?
N11 C6 C1 123.9(2) . . ?
C6 C1 C3 125.7(2) . . ?
C2 C1 C6 112.35(19) . . ?
C2 C1 C3 121.98(19) . . ?
C5 C4 C7 120.32(18) . . ?
C3 C4 C7 122.35(19) . . ?
C3 C4 C5 117.33(19) . . ?
C1 C3 H3A 119.7 . . ?
C4 C3 C1 120.7(2) . . ?
C4 C3 H3A 119.7 . . ?
N8 C2 C1 115.75(18) . . ?
N9 C2 N8 117.39(19) . . ?
N9 C2 C1 126.86(19) . . ?

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
N1 N2 N3 N4 0.3(2) . . . . ?
N1 C7 C4 C5 179.5(2) . . . . ?
N1 C7 C4 C3 -0.8(3) . . . . ?
N2 N1 C7 N4 0.5(2) . . . . ?
N2 N1 C7 C4 179.97(19) . . . . ?
N2 N3 N4 C7 0.0(2) . . . . ?
N3 N4 C7 N1 -0.3(2) . . . . ?
N3 N4 C7 C4 -179.78(19) . . . . ?
N4 C7 C4 C5 -1.0(3) . . . . ?
N4 C7 C4 C3 178.6(2) . . . . ?
N13 N12 C6 N11 -5.7(3) . . . . ?
N13 N12 C6 C1 175.10(19) . . . . ?
N12 C6 C1 C3 2.8(3) . . . . ?
N12 C6 C1 C2 -177.55(19) . . . . ?
N7 N8 C5 N5 -0.8(2) . . . . ?
N7 N8 C5 C4 177.56(18) . . . . ?
N7 N8 C2 N9 3.1(3) . . . . ?
N7 N8 C2 C1 -177.17(19) . . . . ?
N5 C5 C4 C7 -2.7(4) . . . . ?
N5 C5 C4 C3 177.7(2) . . . . ?
N6 N7 N8 C5 0.3(2) . . . . ?
N6 N7 N8 C2 -179.49(19) . . . . ?
N6 N5 C5 N8 0.9(2) . . . . ?
N6 N5 C5 C4 -177.1(2) . . . . ?
N8 N7 N6 N5 0.3(2) . . . . ?
N8 C5 C4 C7 179.43(19) . . . . ?
N8 C5 C4 C3 -0.2(3) . . . . ?
N11 C6 C1 C3 -176.3(2) . . . . ?
N11 C6 C1 C2 3.3(3) . . . . ?
N10 N9 C2 N8 178.27(18) . . . . ?
N10 N9 C2 C1 -1.4(3) . . . . ?
N10 N11 C6 N12 177.47(18) . . . . ?
N10 N11 C6 C1 -3.4(3) . . . . ?
C7 N1 N2 N3 -0.5(2) . . . . ?
C7 C4 C3 C1 -177.28(19) . . . . ?
C5 N5 N6 N7 -0.8(2) . . . . ?
C5 N8 C2 N9 -176.68(19) . . . . ?
C5 N8 C2 C1 3.1(3) . . . . ?
C5 C4 C3 C1 2.4(3) . . . . ?
C6 N11 N10 O1 -179.55(18) . . . . ?
C6 N11 N10 N9 0.9(3) . . . . ?
C6 C1 C3 C4 177.7(2) . . . . ?
C6 C1 C2 N8 179.56(18) . . . . ?
C6 C1 C2 N9 -0.7(3) . . . . ?
C3 C1 C2 N8 -0.8(3) . . . . ?
C3 C1 C2 N9 178.9(2) . . . . ?
C2 N8 C5 N5 179.00(18) . . . . ?
C2 N8 C5 C4 -2.6(3) . . . . ?
C2 N9 N10 O1 -178.13(18) . . . . ?
C2 N9 N10 N11 1.4(3) . . . . ?
C2 C1 C3 C4 -1.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_14jula_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2498162'
loop_
_audit_author_name
_audit_author_address
Srinivas
;IIT Kanpur
India
;
_audit_update_record             
;
2025-10-27 deposited with the CCDC.	2026-02-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_SHFSU01_14jula_0m_a         
;
PROBLEM: The absolute value of parameter shift to su ratio > 0.20
RESPONSE: The absolute value of the parameter shift to su ratio > 0.20. Absolute value of the parameter shift to su ratio given   0.415. Additional refinement cycles may be required.
;
_vrf_PLAT080_14jula_0m_a         
;
PROBLEM: Maximum Shift/Error ............................       0.41 Why ?
RESPONSE: This is due to the disordered guest
;
# Added during the CSD deposition process: Monday 27 October 2025 10:46 AM
# end Validation Reply Form

_audit_creation_date             2025-10-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_formula_moiety         '2(C2 H6 O S), C7 H3 N11 O2'
_chemical_formula_sum            'C11 H15 N11 O4 S2'
_chemical_formula_weight         429.446
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   5.1200(6)
_cell_length_b                   13.3302(16)
_cell_length_c                   13.9482(17)
_cell_angle_alpha                80.226(4)
_cell_angle_beta                 88.777(4)
_cell_angle_gamma                80.059(4)
_cell_volume                     924.04(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7909
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.96
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7026
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0880 before and 0.0552 after correction.
The Ratio of minimum to maximum transmission is 0.9422.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_description       needle
_exptl_crystal_F_000             444.667
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.9964
_diffrn_reflns_Laue_measured_fraction_max 0.9967
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15046
_diffrn_reflns_point_group_measured_fraction_full 0.9964
_diffrn_reflns_point_group_measured_fraction_max 0.9967
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.34
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.9964
_diffrn_measured_fraction_theta_max 0.9967
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -6
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                4011
_reflns_number_total             4583
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.5453
_refine_diff_density_min         -0.5391
_refine_diff_density_rms         0.0710
_refine_ls_d_res_high            0.7490
_refine_ls_d_res_low             8.7173
_refine_ls_goodness_of_fit_ref   1.0215
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     265
_refine_ls_number_reflns         4583
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.0215
_refine_ls_shift/su_max          0.4147
_refine_ls_shift/su_mean         0.0118
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0554P)²+0.6490P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1121
_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.a Aromatic/amide H refined with riding coordinates:
 C4(H4)
2.b Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C10(H10a,H10b,H10c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S2 S 1.05389(7) 0.50563(3) 0.65953(3) 0.01793(11) Uani 1.000000 .
S1 S 0.29688(9) 0.67867(4) 1.01419(3) 0.02369(12) Uani 1.000000 .
O4 O 0.9977(2) 0.60674(9) 0.58774(9) 0.0196(2) Uani 1.000000 .
O1 O 0.4196(2) 0.71154(9) 0.70448(8) 0.0204(3) Uani 1.000000 .
O2 O 0.7229(2) 0.73236(10) 0.22929(9) 0.0222(3) Uani 1.000000 .
O3 O 0.2151(3) 0.66304(11) 0.91551(10) 0.0301(3) Uani 1.000000 .
N6 N 0.6320(3) 0.72963(10) 0.38476(10) 0.0168(3) Uani 1.000000 .
N10 N -0.1079(3) 0.93660(11) 0.20206(10) 0.0195(3) Uani 1.000000 .
N7 N 0.5614(3) 0.76169(11) 0.29170(10) 0.0170(3) Uani 1.000000 .
N5 N 0.5195(3) 0.72836(11) 0.54433(10) 0.0154(3) Uani 1.000000 .
N9 N -0.0724(3) 0.92031(11) 0.29333(10) 0.0180(3) Uani 1.000000 .
N8 N 0.3333(3) 0.82305(10) 0.25750(10) 0.0170(3) Uani 1.000000 .
N1 N -0.0318(3) 0.81765(12) 0.76791(10) 0.0195(3) Uani 1.000000 .
N4 N -0.2953(3) 0.91964(11) 0.65972(10) 0.0186(3) Uani 1.000000 .
N3 N -0.3927(3) 0.92455(12) 0.75028(11) 0.0223(3) Uani 1.000000 .
N2 N -0.2359(3) 0.86339(12) 0.81610(11) 0.0232(3) Uani 1.000000 .
N11 N -0.1702(3) 0.95736(13) 0.12367(11) 0.0273(3) Uani 1.000000 .
C1 C -0.0680(3) 0.85265(12) 0.67239(12) 0.0159(3) Uani 1.000000 .
C2 C 0.1069(3) 0.82384(12) 0.59427(11) 0.0150(3) Uani 1.000000 .
C5 C 0.2120(3) 0.82969(12) 0.42463(11) 0.0149(3) Uani 1.000000 .
C3 C 0.3555(3) 0.75085(12) 0.62072(11) 0.0151(3) Uani 1.000000 .
C7 C 0.1653(3) 0.85630(12) 0.32414(12) 0.0158(3) Uani 1.000000 .
C6 C 0.4529(3) 0.76314(11) 0.44969(11) 0.0142(3) Uani 1.000000 .
C4 C 0.0402(3) 0.86119(12) 0.49950(11) 0.0153(3) Uani 1.000000 .
H4 H -0.1206(3) 0.90815(12) 0.48336(11) 0.0184(4) Uiso 1.000000 R
C11 C 0.8018(3) 0.43500(14) 0.63856(14) 0.0235(4) Uani 1.000000 .
H11a H 0.6273(3) 0.4774(4) 0.6439(10) 0.0353(5) Uiso 1.000000 GR
H11b H 0.8215(18) 0.4170(10) 0.5732(4) 0.0353(5) Uiso 1.000000 GR
H11c H 0.8177(18) 0.3717(6) 0.6870(7) 0.0353(5) Uiso 1.000000 GR
C10 C 0.9472(4) 0.53536(15) 0.77550(13) 0.0283(4) Uani 1.000000 .
H10a H 1.0668(18) 0.5763(10) 0.7986(5) 0.0425(6) Uiso 1.000000 GR
H10b H 0.7667(12) 0.5750(10) 0.7698(3) 0.0425(6) Uiso 1.000000 GR
H10c H 0.949(3) 0.47111(15) 0.8218(3) 0.0425(6) Uiso 1.000000 GR
C8 C 0.3078(4) 0.81281(15) 1.00393(14) 0.0313(4) Uani 1.000000 .
H8a H 0.429(2) 0.8329(3) 0.9517(8) 0.0469(6) Uiso 1.000000 GR
H8b H 0.1299(7) 0.85278(16) 0.9890(11) 0.0469(6) Uiso 1.000000 GR
H8c H 0.371(3) 0.8266(2) 1.0655(4) 0.0469(6) Uiso 1.000000 GR
C9 C 0.6445(4) 0.63221(18) 1.02364(17) 0.0373(5) Uani 1.000000 .
H9a H 0.6785(5) 0.5573(3) 1.0250(13) 0.0560(7) Uiso 1.000000 GR
H9b H 0.7335(5) 0.6661(10) 0.9675(7) 0.0560(7) Uiso 1.000000 GR
H9c H 0.7129(7) 0.6476(12) 1.0836(6) 0.0560(7) Uiso 1.000000 GR
H1 H 0.086(5) 0.774(2) 0.7996(19) 0.042(7) Uiso 1.000000 .
H5 H 0.664(5) 0.6866(19) 0.5583(17) 0.034(6) Uiso 1.000000 .


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
S2 O4 1.5240(12) . ?
S2 C11 1.7796(17) . ?
S2 C10 1.782(2) . ?
S1 O3 1.5051(13) . ?
S1 C8 1.780(2) . ?
S1 C9 1.781(2) . ?
O1 C3 1.2232(19) . ?
O2 N7 1.2522(18) . ?
N6 N7 1.3329(19) . ?
N6 C6 1.349(2) . ?
N10 N9 1.2663(19) . ?
N10 N11 1.121(2) . ?
N7 N8 1.3496(19) . ?
N5 C3 1.383(2) . ?
N5 C6 1.353(2) . ?
N5 H5 0.85(3) . ?
N9 C7 1.390(2) . ?
N8 C7 1.332(2) . ?
N1 N2 1.344(2) . ?
N1 C1 1.341(2) . ?
N1 H1 0.83(3) . ?
N4 N3 1.356(2) . ?
N4 C1 1.334(2) . ?
N3 N2 1.305(2) . ?
C1 C2 1.455(2) . ?
C2 C3 1.474(2) . ?
C2 C4 1.360(2) . ?
C5 C7 1.401(2) . ?
C5 C6 1.402(2) . ?
C5 C4 1.422(2) . ?
C4 H4 0.9500 . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 0.9800 . ?
C10 H10a 0.9800 . ?
C10 H10b 0.9800 . ?
C10 H10c 0.9800 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C9 H9a 0.9800 . ?
C9 H9b 0.9800 . ?
C9 H9c 0.9800 . ?

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
C11 S2 O4 105.74(8) . . ?
C10 S2 O4 106.48(8) . . ?
C10 S2 C11 98.35(9) . . ?
C8 S1 O3 106.11(9) . . ?
C9 S1 O3 105.82(9) . . ?
C9 S1 C8 97.85(11) . . ?
C6 N6 N7 115.10(13) . . ?
N11 N10 N9 171.22(16) . . ?
N6 N7 O2 116.93(13) . . ?
N8 N7 O2 116.38(13) . . ?
N8 N7 N6 126.69(13) . . ?
C6 N5 C3 123.51(13) . . ?
H5 N5 C3 117.2(16) . . ?
H5 N5 C6 119.1(16) . . ?
C7 N9 N10 113.99(14) . . ?
C7 N8 N7 116.12(13) . . ?
C1 N1 N2 108.74(14) . . ?
H1 N1 N2 118.7(18) . . ?
H1 N1 C1 132.6(18) . . ?
C1 N4 N3 105.58(13) . . ?
N2 N3 N4 110.94(13) . . ?
N3 N2 N1 106.38(14) . . ?
N4 C1 N1 108.36(14) . . ?
C2 C1 N1 126.87(14) . . ?
C2 C1 N4 124.77(15) . . ?
C3 C2 C1 118.08(14) . . ?
C4 C2 C1 121.01(14) . . ?
C4 C2 C3 120.89(14) . . ?
C6 C5 C7 113.83(14) . . ?
C4 C5 C7 126.73(14) . . ?
C4 C5 C6 119.42(14) . . ?
N5 C3 O1 120.40(14) . . ?
C2 C3 O1 123.56(15) . . ?
C2 C3 N5 116.05(14) . . ?
N8 C7 N9 118.79(14) . . ?
C5 C7 N9 117.37(14) . . ?
C5 C7 N8 123.84(14) . . ?
N5 C6 N6 115.47(14) . . ?
C5 C6 N6 124.36(14) . . ?
C5 C6 N5 120.17(14) . . ?
C5 C4 C2 119.77(14) . . ?
H4 C4 C2 120.12(9) . . ?
H4 C4 C5 120.12(9) . . ?
H11a C11 S2 109.5 . . ?
H11b C11 S2 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 S2 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H10a C10 S2 109.5 . . ?
H10b C10 S2 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 S2 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H8a C8 S1 109.5 . . ?
H8b C8 S1 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 S1 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H9a C9 S1 109.5 . . ?
H9b C9 S1 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 S1 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C3 N5 C6 175.13(14) . . . . ?
O1 C3 C2 C1 1.68(18) . . . . ?
O1 C3 C2 C4 -176.77(16) . . . . ?
O2 N7 N6 C6 179.82(14) . . . . ?
O2 N7 N8 C7 -178.25(14) . . . . ?
N6 N7 N8 C7 1.50(18) . . . . ?
N6 C6 N5 C3 -177.01(13) . . . . ?
N6 C6 C5 C7 2.41(17) . . . . ?
N6 C6 C5 C4 -179.03(15) . . . . ?
N10 N9 C7 N8 2.98(16) . . . . ?
N10 N9 C7 C5 -176.33(14) . . . . ?
N7 N8 C7 N9 179.61(13) . . . . ?
N7 N8 C7 C5 -1.12(16) . . . . ?
N5 C3 C2 C1 -177.94(13) . . . . ?
N5 C3 C2 C4 3.61(17) . . . . ?
N5 C6 C5 C7 -177.80(15) . . . . ?
N5 C6 C5 C4 0.76(17) . . . . ?
N9 C7 C5 C6 178.62(14) . . . . ?
N9 C7 C5 C4 0.19(18) . . . . ?
N8 C7 C5 C6 -0.66(18) . . . . ?
N8 C7 C5 C4 -179.09(15) . . . . ?
N1 N2 N3 N4 0.10(15) . . . . ?
N1 C1 N4 N3 0.59(15) . . . . ?
N1 C1 C2 C3 -1.88(19) . . . . ?
N1 C1 C2 C4 176.57(17) . . . . ?
N4 C1 C2 C3 178.20(16) . . . . ?
N4 C1 C2 C4 -3.35(19) . . . . ?
C1 C2 C4 C5 -178.45(14) . . . . ?
C2 C4 C5 C7 176.15(14) . . . . ?
C2 C4 C5 C6 -2.20(17) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
