# Supplementary Information (SI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_exp_4053_0814_1
_database_code_depnum_ccdc_archive 'CCDC 2369163'
loop_
_audit_author_name
_audit_author_address
'Yujia Shan'
;CAEP
China
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_exp_4053_0814_1     
;
PROBLEM: Short Inter D...A Contact  O3       ..O7       .       2.80 Ang.
RESPONSE: There are no hydrogen bonds between the two neighboring nitro groups.
;
_vrf_PLAT430_exp_4053_0814_1_2   
;
PROBLEM: Short Inter D...A Contact  O5       ..O6       .       2.81 Ang.
RESPONSE: There are no hydrogen bonds between the two neighboring nitro groups.
;
_vrf_PLAT430_exp_4053_0814_1_3   
;
PROBLEM: Short Inter D...A Contact  O4       ..N7       .       2.90 Ang.
RESPONSE: There are no hydrogen bonds between the two neighboring nitro groups.
;
# Added during the CSD deposition process: ??? 13 ??? 2024 12:31 ??
# end Validation Reply Form

_audit_creation_date             2024-10-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C7 H5 N7 O8'
_chemical_formula_sum            'C7 H5 N7 O8'
_chemical_formula_weight         315.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.48760(10)
_cell_length_b                   10.3980(2)
_cell_length_c                   26.8246(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2367.38(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5122
_cell_measurement_temperature    295.37(13)
_cell_measurement_theta_max      76.8270
_cell_measurement_theta_min      6.1480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.445
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            31392
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.614
_diffrn_reflns_theta_min         6.171
_diffrn_ambient_temperature      295.37(13)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     47.00  73.00   0.50    1.00    --   47.45  30.00 -26.00   52
  2  ω     89.00 116.00   0.50    3.00    --  107.75  77.00  60.00   54
  3  ω    138.00 163.00   0.50    3.00    --  107.75  77.00  60.00   50
  4  ω     97.00 178.00   0.50    3.00    --  107.75  30.00 -26.00  162
  5  ω     69.00 106.00   0.50    3.00    --  107.75 -94.00-120.00   74
  6  ω     73.00 100.00   0.50    3.00    --  107.75 -77.00-180.00   54
  7  ω     53.00 101.00   0.50    3.00    --  107.75 -77.00-120.00   96
  8  ω     35.00  67.00   0.50    3.00    --  107.75 -77.00-180.00   64
  9  ω     52.00 106.00   0.50    3.00    --  107.75-104.00 -26.00  108
 10  ω     35.00 100.00   0.50    3.00    --  107.75-102.00  67.00  130
 11  ω     40.00  86.00   0.50    3.00    --  107.75 -77.00  60.00   92
 12  ω    -21.00  28.00   0.50    1.00    --  -47.45  19.00  90.00   98
 13  ω    -74.00 -48.00   0.50    3.00    --  -86.25 102.00 170.00   52
 14  ω    -49.00 -24.00   0.50    3.00    --  -86.25  45.00  90.00   50
 15  ω    -51.00 -26.00   0.50    3.00    --  -86.25  45.00-120.00   50
 16  ω   -118.00 -76.00   0.50    1.00    --  -47.45-125.00-180.00   84
 17  ω   -116.00 -91.00   0.50    1.00    --  -47.45-125.00-120.00   50
 18  ω   -120.00 -76.00   0.50    1.00    --  -47.45-125.00 -60.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2278
_reflns_number_total             2480
_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0499
_refine_ls_restrained_S_all      1.063
_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)+(0.0750P)²+1.7992P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1365
_refine_ls_wR_factor_ref         0.1404
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_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
N4 N 0.35324(19) 0.30166(15) 0.34747(6) 0.0297(4) Uani 1 1 d . . . . .
O3 O 0.6563(2) 0.22749(17) 0.34300(7) 0.0517(4) Uani 1 1 d . . . . .
N5 N 0.18658(19) 0.44242(15) 0.30951(6) 0.0297(4) Uani 1 1 d . . . . .
O2 O 0.1032(2) 0.35013(16) 0.41382(7) 0.0515(4) Uani 1 1 d . . . . .
O7 O 0.0263(2) 0.58192(16) 0.27705(7) 0.0538(5) Uani 1 1 d . . . . .
O1 O 0.07164(19) 0.55607(16) 0.41545(7) 0.0521(5) Uani 1 1 d . . . . .
O8 O 0.0194(2) 0.39082(18) 0.24598(7) 0.0562(5) Uani 1 1 d . . . . .
N1 N 0.1527(2) 0.45972(16) 0.41251(6) 0.0330(4) Uani 1 1 d . . . . .
N7 N 0.0714(2) 0.46971(17) 0.27598(6) 0.0364(4) Uani 1 1 d . . . . .
O6 O 0.5484(2) 0.7187(2) 0.50686(7) 0.0619(5) Uani 1 1 d . . . . .
N2 N 0.6918(2) 0.33864(19) 0.35202(7) 0.0410(4) Uani 1 1 d . . . . .
N3 N 0.6182(2) 0.68700(18) 0.47007(7) 0.0416(4) Uani 1 1 d . . . . .
N6 N 0.1682(2) 0.21520(19) 0.29633(8) 0.0442(5) Uani 1 1 d . . . . .
C3 C 0.4167(2) 0.39626(17) 0.37771(6) 0.0264(4) Uani 1 1 d . . . . .
C2 C 0.3251(2) 0.47755(18) 0.40808(7) 0.0281(4) Uani 1 1 d . . . . .
O4 O 0.8152(2) 0.3883(2) 0.33999(10) 0.0801(7) Uani 1 1 d . . . . .
C4 C 0.5798(2) 0.41817(19) 0.38039(7) 0.0315(4) Uani 1 1 d . . . . .
C7 C 0.2289(2) 0.31938(18) 0.31542(7) 0.0284(4) Uani 1 1 d . . . . .
C1 C 0.3874(2) 0.57196(19) 0.43809(7) 0.0307(4) Uani 1 1 d . . . . .
C6 C 0.5491(2) 0.58788(19) 0.43810(7) 0.0329(4) Uani 1 1 d . . . . .
O5 O 0.7429(3) 0.7345(3) 0.45714(9) 0.0857(8) Uani 1 1 d . . . . .
C5 C 0.6468(2) 0.5137(2) 0.40931(7) 0.0352(4) Uani 1 1 d . . . . .
H1 H 0.324(3) 0.618(2) 0.4590(9) 0.031(6) Uiso 1 1 d . . . . .
H5 H 0.757(4) 0.523(3) 0.4091(10) 0.053(8) Uiso 1 1 d . . . . .
H6A H 0.099(3) 0.226(3) 0.2738(11) 0.054(8) Uiso 1 1 d . . . . .
H6B H 0.208(4) 0.144(3) 0.3039(13) 0.065(9) Uiso 1 1 d . . . . .
H4 H 0.411(3) 0.237(3) 0.3421(10) 0.052(8) 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
N4 C3 1.384(2) . ?
N4 C7 1.373(2) . ?
N4 H4 0.85(3) . ?
O3 N2 1.219(3) . ?
N5 N7 1.358(2) . ?
N5 C7 1.338(2) . ?
O2 N1 1.215(2) . ?
O7 N7 1.228(2) . ?
O1 N1 1.218(2) . ?
O8 N7 1.231(2) . ?
N1 C2 1.479(2) . ?
O6 N3 1.197(3) . ?
N2 O4 1.211(3) . ?
N2 C4 1.472(3) . ?
N3 C6 1.463(3) . ?
N3 O5 1.219(3) . ?
N6 C7 1.304(3) . ?
N6 H6A 0.85(3) . ?
N6 H6B 0.84(3) . ?
C3 C2 1.408(3) . ?
C3 C4 1.405(3) . ?
C2 C1 1.375(3) . ?
C4 C5 1.383(3) . ?
C1 C6 1.382(3) . ?
C1 H1 0.91(2) . ?
C6 C5 1.370(3) . ?
C5 H5 0.94(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N4 H4 116.1(19) . . ?
C7 N4 C3 124.78(16) . . ?
C7 N4 H4 116.4(19) . . ?
C7 N5 N7 118.13(16) . . ?
O2 N1 O1 125.03(18) . . ?
O2 N1 C2 117.51(17) . . ?
O1 N1 C2 117.44(17) . . ?
O7 N7 N5 114.04(16) . . ?
O7 N7 O8 122.45(18) . . ?
O8 N7 N5 123.48(17) . . ?
O3 N2 C4 118.41(18) . . ?
O4 N2 O3 124.4(2) . . ?
O4 N2 C4 117.2(2) . . ?
O6 N3 C6 118.62(19) . . ?
O6 N3 O5 123.5(2) . . ?
O5 N3 C6 117.82(19) . . ?
C7 N6 H6A 116(2) . . ?
C7 N6 H6B 119(2) . . ?
H6A N6 H6B 125(3) . . ?
N4 C3 C2 123.42(17) . . ?
N4 C3 C4 121.92(17) . . ?
C4 C3 C2 114.66(17) . . ?
C3 C2 N1 121.16(17) . . ?
C1 C2 N1 115.03(17) . . ?
C1 C2 C3 123.67(18) . . ?
C3 C4 N2 121.26(17) . . ?
C5 C4 N2 115.35(18) . . ?
C5 C4 C3 123.39(18) . . ?
N5 C7 N4 114.13(16) . . ?
N6 C7 N4 115.96(18) . . ?
N6 C7 N5 129.88(18) . . ?
C2 C1 C6 117.89(18) . . ?
C2 C1 H1 120.3(15) . . ?
C6 C1 H1 121.7(15) . . ?
C1 C6 N3 118.84(18) . . ?
C5 C6 N3 118.96(18) . . ?
C5 C6 C1 122.21(18) . . ?
C4 C5 H5 118.7(17) . . ?
C6 C5 C4 118.14(19) . . ?
C6 C5 H5 123.2(17) . . ?

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
N6 H6A O8 0.85(3) 1.99(3) 2.599(3) 128(3) . yes
N4 H4 O3 0.85(3) 2.08(3) 2.688(2) 128(2) . yes

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
N4 C3 C2 N1 4.9(3) . . . . ?
N4 C3 C2 C1 -179.79(17) . . . . ?
N4 C3 C4 N2 -1.7(3) . . . . ?
N4 C3 C4 C5 178.46(18) . . . . ?
O3 N2 C4 C3 -29.5(3) . . . . ?
O3 N2 C4 C5 150.3(2) . . . . ?
O2 N1 C2 C3 38.5(3) . . . . ?
O2 N1 C2 C1 -137.26(19) . . . . ?
O1 N1 C2 C3 -142.77(19) . . . . ?
O1 N1 C2 C1 41.5(2) . . . . ?
N1 C2 C1 C6 175.92(17) . . . . ?
N7 N5 C7 N4 175.77(17) . . . . ?
N7 N5 C7 N6 -5.9(3) . . . . ?
O6 N3 C6 C1 26.4(3) . . . . ?
O6 N3 C6 C5 -153.4(2) . . . . ?
N2 C4 C5 C6 -177.55(18) . . . . ?
N3 C6 C5 C4 178.23(18) . . . . ?
C3 N4 C7 N5 9.8(3) . . . . ?
C3 N4 C7 N6 -168.79(19) . . . . ?
C3 C2 C1 C6 0.3(3) . . . . ?
C3 C4 C5 C6 2.3(3) . . . . ?
C2 C3 C4 N2 178.17(17) . . . . ?
C2 C3 C4 C5 -1.7(3) . . . . ?
C2 C1 C6 N3 -179.47(17) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
O4 N2 C4 C3 151.8(2) . . . . ?
O4 N2 C4 C5 -28.3(3) . . . . ?
C4 C3 C2 N1 -175.03(16) . . . . ?
C4 C3 C2 C1 0.3(3) . . . . ?
C7 N4 C3 C2 48.2(3) . . . . ?
C7 N4 C3 C4 -131.9(2) . . . . ?
C7 N5 N7 O7 171.68(19) . . . . ?
C7 N5 N7 O8 -10.4(3) . . . . ?
C1 C6 C5 C4 -1.6(3) . . . . ?
O5 N3 C6 C1 -152.3(2) . . . . ?
O5 N3 C6 C5 27.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_exp_4822_syj_3_16
_database_code_depnum_ccdc_archive 'CCDC 2369165'
loop_
_audit_author_name
_audit_author_address
'Yujia Shan'
;CAEP
China
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-10-27
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C4 H4 N8 O6'
_chemical_formula_sum            'C4 H4 N8 O6'
_chemical_formula_weight         260.15
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.25360(10)
_cell_length_b                   6.25100(10)
_cell_length_c                   12.30680(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.3190(10)
_cell_angle_gamma                90
_cell_volume                     913.382(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7937
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      77.3130
_cell_measurement_theta_min      3.6960
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    1.564
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.892
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12130
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.564
_diffrn_reflns_theta_min         4.559
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      291(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    106.00 153.00   0.50    0.05    --  107.75  61.00 -30.00   94
  2  ω     94.00 172.00   0.50    0.05    --  107.75  15.00-120.00  156
  3  ω     96.00 170.00   0.50    0.05    --  107.75  15.00 -60.00  148
  4  ω     86.00 143.00   0.50    0.05    --  107.75  77.00 150.00  114
  5  ω     94.00 176.00   0.50    0.05    --  107.75  15.00  60.00  164
  6  ω     81.00 106.00   0.50    0.05    --  107.75 -94.00 150.00   50
  7  ω     68.00  95.00   0.50    0.05    --   47.45-131.00 171.00   54
  8  ω     40.00 116.00   0.50    0.05    --  107.75-131.00 171.00  152
  9  ω     48.00  73.00   0.50    0.05    --   47.45-138.00  -3.00   50
 10  ω     88.00 121.00   0.50    0.05    --  107.75-138.00  -3.00   66
 11  ω     59.00 106.00   0.50    0.05    --  107.75-104.00   3.93   94
 12  ω     64.00 109.00   0.50    0.05    --  107.75-125.00 -90.00   90
 13  ω     64.00 111.00   0.50    0.05    --  107.75-125.00-120.00   94
 14  ω     36.00  74.00   0.50    0.05    --  107.75-125.00-180.00   76
 15  ω     77.00 104.00   0.50    0.05    --  107.75-125.00-180.00   54
 16  ω     79.00 105.00   0.50    0.05    --  107.75 -94.00   0.00   52
 17  ω     76.00 104.00   0.50    0.05    --  107.75 -94.00  30.00   56
 18  ω     81.00 106.00   0.50    0.05    --  107.75 -94.00  60.00   50
 19  ω     40.00  76.00   0.50    0.05    --  107.75 -94.00  60.00   72
 20  ω     42.00  68.00   0.50    0.05    --  107.75 -94.00  30.00   52
 21  ω     41.00  94.00   0.50    0.05    --  107.75 -94.00 -30.00  106
 22  ω     35.00  91.00   0.50    0.05    --  107.75 -94.00 -90.00  112
 23  ω    -25.00  21.00   0.50    0.05    --   47.45 -19.00 120.00   92
 24  ω     35.00  61.00   0.50    0.05    --  107.75 -77.00 150.00   52
 25  ω     76.00 102.00   0.50    0.05    --  107.75 -77.00 150.00   52
 26  ω     76.00 102.00   0.50    0.05    --  107.75 -77.00 120.00   52
 27  ω     35.00  70.00   0.50    0.05    --  107.75 -61.00 150.00   70
 28  ω     35.00  60.00   0.50    0.05    --  107.75 -61.00  60.00   50
 29  ω     40.00  65.00   0.50    0.05    --  107.75 -77.00  30.00   50
 30  ω     37.00  71.00   0.50    0.05    --  107.75 -61.00 -30.00   68
 31  ω     36.00  67.00   0.50    0.05    --  107.75 -61.00 -90.00   62
 32  ω     40.00  67.00   0.50    0.05    --  107.75 -77.00-120.00   54
 33  ω     36.00  68.00   0.50    0.05    --  107.75 -61.00-180.00   64
 34  ω     35.00  60.00   0.50    0.05    --  107.75 -61.00-150.00   50
 35  ω     95.00 160.00   0.50    0.05    --  107.75 125.00-150.00  130
 36  ω    110.00 135.00   0.50    0.05    --  107.75 131.00-117.00   50
 37  ω     95.00 163.00   0.50    0.05    --  107.75 125.00  30.00  136
 38  ω     88.00 139.00   0.50    0.05    --  107.75 138.00  58.00  102
 39  ω    -23.00  11.00   0.50    0.05    --  -47.45  19.00 -90.00   68
 40  ω    -87.00 -53.00   0.50    0.05    --  -47.45 131.00-117.00   68
 41  ω    -77.00 -52.00   0.50    0.05    --  -86.25 131.00-117.00   50
 42  ω    -95.00 -42.00   0.50    0.05    --  -47.45 138.00  58.00  106
 43  ω    -82.00 -57.00   0.50    0.05    --  -86.25 138.00  58.00   50
 44  ω   -117.00 -92.00   0.50    0.05    --  -47.45-138.00  -3.00   50
 45  ω   -119.00 -70.00   0.50    0.05    --  -47.45-131.00 171.00   98
 46  ω   -139.00-114.00   0.50    0.05    --  -86.25-131.00 171.00   50
 47  ω   -109.00 -84.00   0.50    0.05    --  -86.25-138.00  -3.00   50
 48  ω   -119.00 -25.00   0.50    0.05    --  -47.45 -77.00-180.00  188
 49  ω   -136.00-111.00   0.50    0.05    --  -86.25 -61.00-180.00   50
 50  ω   -116.00 -70.00   0.50    0.05    --  -47.45 -77.00 150.00   92
 51  ω    -63.00 -34.00   0.50    0.05    --  -47.45 -77.00 150.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0190836000
_diffrn_orient_matrix_UB_12      0.2189311000
_diffrn_orient_matrix_UB_13      -0.0496792000
_diffrn_orient_matrix_UB_21      -0.0440621000
_diffrn_orient_matrix_UB_22      0.1127946000
_diffrn_orient_matrix_UB_23      0.0920166000
_diffrn_orient_matrix_UB_31      0.1205767000
_diffrn_orient_matrix_UB_32      0.0065594000
_diffrn_orient_matrix_UB_33      0.0758902000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1790
_reflns_number_total             1925
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         1925
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0540P)²+0.2652P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1021
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_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
O3 O 0.07670(8) 0.3082(2) 0.54071(10) 0.0477(3) Uani 1 1 d . . . . .
O1 O 0.42255(10) 1.1289(2) 0.39475(11) 0.0538(3) Uani 1 1 d . . . . .
O5 O 0.37949(11) -0.07478(18) 0.70311(10) 0.0495(3) Uani 1 1 d . . . . .
O4 O 0.16512(10) 0.0727(2) 0.65796(12) 0.0557(4) Uani 1 1 d . . . . .
N4 N 0.19115(10) 0.6284(2) 0.46489(10) 0.0336(3) Uani 1 1 d . . . . .
N5 N 0.38606(9) 0.5560(2) 0.55393(10) 0.0322(3) Uani 1 1 d . . . . .
N8 N 0.16471(10) 0.2267(2) 0.59726(10) 0.0340(3) Uani 1 1 d . . . . .
N2 N 0.30631(10) 0.88552(19) 0.42483(10) 0.0332(3) Uani 1 1 d . . . . .
N1 N 0.32412(10) 1.0726(2) 0.37485(10) 0.0342(3) Uani 1 1 d . . . . .
N6 N 0.45108(10) 0.4143(2) 0.62525(11) 0.0351(3) Uani 1 1 d . . . . .
N7 N 0.42615(10) 0.0990(2) 0.72115(10) 0.0365(3) Uani 1 1 d . . . . .
O2 O 0.24774(10) 1.1797(2) 0.31670(12) 0.0591(4) Uani 1 1 d . . . . .
O6 O 0.51130(11) 0.1349(2) 0.79315(11) 0.0605(4) Uani 1 1 d . . . . .
N3 N 0.10633(11) 0.8979(3) 0.35129(13) 0.0450(4) Uani 1 1 d . . . . .
C4 C 0.37955(11) 0.2759(2) 0.64679(11) 0.0299(3) Uani 1 1 d . . . . .
C3 C 0.26700(11) 0.3238(2) 0.59096(11) 0.0285(3) Uani 1 1 d . . . . .
C2 C 0.27593(10) 0.5115(2) 0.53151(10) 0.0283(3) Uani 1 1 d . . . . .
C1 C 0.20098(11) 0.8154(2) 0.40940(11) 0.0290(3) Uani 1 1 d . . . . .
H4 H 0.1269(17) 0.575(3) 0.4537(16) 0.046(5) Uiso 1 1 d . . . . .
H5 H 0.4138(16) 0.660(3) 0.5284(15) 0.044(5) Uiso 1 1 d . . . . .
H3A H 0.047(2) 0.837(4) 0.3479(19) 0.065(7) Uiso 1 1 d . . . . .
H3B H 0.1098(16) 1.008(4) 0.3146(17) 0.049(5) 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
O3 N8 1.2391(16) . ?
O1 N1 1.2217(16) . ?
O5 N7 1.2218(17) . ?
O4 N8 1.2177(17) . ?
N4 C2 1.3654(17) . ?
N4 C1 1.3740(18) . ?
N4 H4 0.83(2) . ?
N5 N6 1.3576(16) . ?
N5 C2 1.3380(17) . ?
N5 H5 0.83(2) . ?
N8 C3 1.4119(17) . ?
N2 N1 1.3639(16) . ?
N2 C1 1.3314(17) . ?
N1 O2 1.2267(16) . ?
N6 C4 1.3047(18) . ?
N7 O6 1.2112(17) . ?
N7 C4 1.4590(17) . ?
N3 C1 1.3084(18) . ?
N3 H3A 0.82(2) . ?
N3 H3B 0.83(2) . ?
C4 C3 1.4124(18) . ?
C3 C2 1.4013(19) . ?

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
C2 N4 C1 127.35(12) . . ?
C2 N4 H4 115.6(14) . . ?
C1 N4 H4 116.9(13) . . ?
N6 N5 H5 121.6(13) . . ?
C2 N5 N6 113.50(12) . . ?
C2 N5 H5 124.9(13) . . ?
O3 N8 C3 116.97(12) . . ?
O4 N8 O3 122.72(12) . . ?
O4 N8 C3 120.29(12) . . ?
C1 N2 N1 118.39(11) . . ?
O1 N1 N2 114.62(12) . . ?
O1 N1 O2 122.19(13) . . ?
O2 N1 N2 123.16(12) . . ?
C4 N6 N5 104.32(11) . . ?
O5 N7 C4 117.84(12) . . ?
O6 N7 O5 125.27(13) . . ?
O6 N7 C4 116.81(12) . . ?
C1 N3 H3A 120.3(17) . . ?
C1 N3 H3B 117.8(14) . . ?
H3A N3 H3B 122(2) . . ?
N6 C4 N7 116.86(12) . . ?
N6 C4 C3 112.64(12) . . ?
C3 C4 N7 130.50(12) . . ?
N8 C3 C4 130.96(12) . . ?
C2 C3 N8 125.00(12) . . ?
C2 C3 C4 103.80(11) . . ?
N4 C2 C3 128.01(12) . . ?
N5 C2 N4 126.26(12) . . ?
N5 C2 C3 105.73(11) . . ?
N2 C1 N4 114.21(12) . . ?
N3 C1 N4 115.59(12) . . ?
N3 C1 N2 130.19(14) . . ?

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
N4 H4 O3 0.83(2) 2.15(2) 2.7370(17) 126.9(17) . yes
N5 H5 N2 0.83(2) 2.127(19) 2.6373(17) 119.6(16) . yes
N3 H3B O2 0.83(2) 2.00(2) 2.5793(19) 126.6(18) . yes

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 N8 C3 C4 177.52(14) . . . . ?
O3 N8 C3 C2 4.2(2) . . . . ?
O5 N7 C4 N6 -145.39(14) . . . . ?
O5 N7 C4 C3 33.6(2) . . . . ?
O4 N8 C3 C4 -1.0(2) . . . . ?
O4 N8 C3 C2 -174.37(14) . . . . ?
N5 N6 C4 N7 178.92(11) . . . . ?
N5 N6 C4 C3 -0.26(16) . . . . ?
N8 C3 C2 N4 -3.8(2) . . . . ?
N8 C3 C2 N5 175.65(13) . . . . ?
N1 N2 C1 N4 -178.66(12) . . . . ?
N1 N2 C1 N3 0.4(2) . . . . ?
N6 N5 C2 N4 178.45(13) . . . . ?
N6 N5 C2 C3 -1.05(16) . . . . ?
N6 C4 C3 N8 -174.75(14) . . . . ?
N6 C4 C3 C2 -0.34(16) . . . . ?
N7 C4 C3 N8 6.2(2) . . . . ?
N7 C4 C3 C2 -179.38(13) . . . . ?
O6 N7 C4 N6 31.54(19) . . . . ?
O6 N7 C4 C3 -149.45(16) . . . . ?
C4 C3 C2 N4 -178.69(13) . . . . ?
C4 C3 C2 N5 0.80(14) . . . . ?
C2 N4 C1 N2 -0.3(2) . . . . ?
C2 N4 C1 N3 -179.44(14) . . . . ?
C2 N5 N6 C4 0.83(16) . . . . ?
C1 N4 C2 N5 -1.2(2) . . . . ?
C1 N4 C2 C3 178.15(13) . . . . ?
C1 N2 N1 O1 178.52(13) . . . . ?
C1 N2 N1 O2 0.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.363
_oxdiff_exptl_absorpt_empirical_full_min 0.747
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2369164'
loop_
_audit_author_name
_audit_author_address
'Yujia Shan'
;CAEP
China
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-10-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H6 O S, C7 H8 N12 O8'
_chemical_formula_sum            'C9 H14 N12 O9 S'
_chemical_formula_weight         466.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   28.413(3)
_cell_length_b                   6.4434(7)
_cell_length_c                   20.774(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.429(3)
_cell_angle_gamma                90
_cell_volume                     3515.6(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1793
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      24.77
_cell_measurement_theta_min      3.07
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.267
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4327
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1431 before and 0.0707 after correction. The Ratio of minimum to maximum transmission is 0.5805. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_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    1.762
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1007
_diffrn_reflns_av_unetI/netI     0.1102
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10470
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.417
_diffrn_reflns_theta_min         2.096
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1920
_reflns_number_total             3524
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 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         0.362
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         3524
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1583
_refine_ls_R_factor_gt           0.0743
_refine_ls_restrained_S_all      1.034
_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)+(0.0534P)²+14.8491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9C,H9D,H9E)
;
_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
S1 S 0.55046(5) 0.2033(3) 0.15111(7) 0.0357(4) Uani 1 1 d . . . . .
O6 O 0.88223(12) 0.4462(6) 0.61870(18) 0.0357(10) Uani 1 1 d . . . . .
O3 O 0.71652(13) 0.4601(6) 0.18217(17) 0.0367(10) Uani 1 1 d . . . . .
O2 O 0.64776(13) 0.4772(7) 0.20060(17) 0.0397(10) Uani 1 1 d . . . . .
O9 O 0.56003(12) 0.6041(7) 0.43567(18) 0.0434(11) Uani 1 1 d . . . . .
O4 O 0.88344(12) 0.3901(7) 0.39107(18) 0.0415(11) Uani 1 1 d . . . . .
N4 N 0.72575(14) 0.4796(6) 0.41381(19) 0.0214(9) Uani 1 1 d . . . . .
O7 O 0.87951(13) 0.5336(7) 0.71768(18) 0.0413(11) Uani 1 1 d . . . . .
O8 O 0.62964(12) 0.6832(7) 0.52125(18) 0.0445(11) Uani 1 1 d . . . . .
O1 O 0.53396(13) 0.3818(7) 0.18514(18) 0.0443(11) Uani 1 1 d . . . . .
O5 O 0.87709(13) 0.3294(7) 0.48805(19) 0.0481(12) Uani 1 1 d . . . . .
N7 N 0.63785(13) 0.5797(7) 0.42585(19) 0.0257(10) Uani 1 1 d . . . . .
N5 N 0.64708(14) 0.4863(7) 0.3228(2) 0.0260(10) Uani 1 1 d . . . . .
N10 N 0.79968(14) 0.4659(7) 0.5113(2) 0.0230(10) Uani 1 1 d . . . . .
N2 N 0.80345(15) 0.4513(7) 0.2812(2) 0.0290(10) Uani 1 1 d . . . . .
H2A H 0.836832 0.439415 0.298704 0.035 Uiso 1 1 calc R U . . .
H2B H 0.786977 0.463712 0.235897 0.035 Uiso 1 1 calc R U . . .
N9 N 0.73032(16) 0.5351(7) 0.5418(2) 0.0262(10) Uani 1 1 d . . . . .
N11 N 0.80667(13) 0.5208(7) 0.6293(2) 0.0241(10) Uani 1 1 d . . . . .
N12 N 0.85765(15) 0.4987(7) 0.6544(2) 0.0295(10) Uani 1 1 d . . . . .
N8 N 0.60665(15) 0.6222(7) 0.4611(2) 0.0305(11) Uani 1 1 d . . . . .
N1 N 0.69423(15) 0.4665(7) 0.2233(2) 0.0294(10) Uani 1 1 d . . . . .
N3 N 0.85775(14) 0.3834(7) 0.4267(2) 0.0301(11) Uani 1 1 d . . . . .
N6 N 0.56714(16) 0.4904(8) 0.3208(2) 0.0317(12) Uani 1 1 d . . . . .
C7 C 0.77935(17) 0.5058(7) 0.5597(2) 0.0201(11) Uani 1 1 d . . . . .
C1 C 0.69905(16) 0.4784(8) 0.3457(2) 0.0207(11) Uani 1 1 d . . . . .
C2 C 0.72345(17) 0.4656(8) 0.2975(2) 0.0240(11) Uani 1 1 d . . . . .
C3 C 0.77807(18) 0.4505(8) 0.3229(2) 0.0246(11) Uani 1 1 d . . . . .
C6 C 0.61570(17) 0.5193(8) 0.3598(2) 0.0240(11) Uani 1 1 d . . . . .
C5 C 0.77607(17) 0.4578(8) 0.4397(2) 0.0220(11) Uani 1 1 d . . . . .
C4 C 0.80380(17) 0.4305(8) 0.3968(2) 0.0228(11) Uani 1 1 d . . . . .
C8 C 0.5240(2) 0.2579(12) 0.0607(3) 0.061(2) Uani 1 1 d . . . . .
H8A H 0.486821 0.265358 0.044831 0.092 Uiso 1 1 calc R U . . .
H8B H 0.533346 0.147595 0.035341 0.092 Uiso 1 1 calc R U . . .
H8C H 0.537146 0.390979 0.051907 0.092 Uiso 1 1 calc R U . . .
C9 C 0.5121(2) -0.0137(12) 0.1528(4) 0.061(2) Uani 1 1 d . . . . .
H9C H 0.520125 -0.055754 0.201183 0.092 Uiso 1 1 calc R U . . .
H9D H 0.519108 -0.129247 0.127079 0.092 Uiso 1 1 calc R U . . .
H9E H 0.476090 0.024501 0.131137 0.092 Uiso 1 1 calc R U . . .
H9A H 0.7226(15) 0.559(7) 0.574(2) 0.007(12) Uiso 1 1 d . . . . .
H9B H 0.705(2) 0.535(9) 0.496(3) 0.047(17) Uiso 1 1 d . . . . .
H10 H 0.8330(18) 0.437(7) 0.528(2) 0.023(13) Uiso 1 1 d . . . . .
H5 H 0.6347(18) 0.485(8) 0.278(3) 0.029(15) Uiso 1 1 d . . . . .
H6A H 0.5465(18) 0.510(8) 0.336(2) 0.020(15) Uiso 1 1 d . . . . .
H6B H 0.561(2) 0.432(12) 0.279(4) 0.08(2) 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
S1 O1 1.515(4) . ?
S1 C8 1.772(6) . ?
S1 C9 1.781(6) . ?
O6 N12 1.243(5) . ?
O3 N1 1.244(5) . ?
O2 N1 1.223(5) . ?
O9 N8 1.230(5) . ?
O4 N3 1.222(5) . ?
N4 C1 1.326(6) . ?
N4 C5 1.329(6) . ?
O7 N12 1.242(5) . ?
O8 N8 1.233(5) . ?
O5 N3 1.230(5) . ?
N7 N8 1.375(5) . ?
N7 C6 1.330(6) . ?
N5 C1 1.369(6) . ?
N5 C6 1.398(6) . ?
N5 H5 0.86(5) . ?
N10 C7 1.362(6) . ?
N10 C5 1.379(6) . ?
N10 H10 0.89(5) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C3 1.321(6) . ?
N9 C7 1.311(6) . ?
N9 H9A 0.79(4) . ?
N9 H9B 0.95(6) . ?
N11 N12 1.347(5) . ?
N11 C7 1.359(6) . ?
N1 C2 1.444(6) . ?
N3 C4 1.450(6) . ?
N6 C6 1.320(6) . ?
N6 H6A 0.77(5) . ?
N6 H6B 0.90(7) . ?
C1 C2 1.422(6) . ?
C2 C3 1.439(6) . ?
C3 C4 1.434(7) . ?
C5 C4 1.408(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9C 0.9800 . ?
C9 H9D 0.9800 . ?
C9 H9E 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
O1 S1 C8 105.2(3) . . ?
O1 S1 C9 106.6(3) . . ?
C8 S1 C9 99.3(3) . . ?
C1 N4 C5 121.4(4) . . ?
C6 N7 N8 117.3(4) . . ?
C1 N5 C6 130.2(4) . . ?
C1 N5 H5 108(3) . . ?
C6 N5 H5 121(3) . . ?
C7 N10 C5 129.4(4) . . ?
C7 N10 H10 116(3) . . ?
C5 N10 H10 115(3) . . ?
H2A N2 H2B 120.0 . . ?
C3 N2 H2A 120.0 . . ?
C3 N2 H2B 120.0 . . ?
C7 N9 H9A 113(3) . . ?
C7 N9 H9B 126(3) . . ?
H9A N9 H9B 121(4) . . ?
N12 N11 C7 119.8(4) . . ?
O6 N12 N11 124.4(4) . . ?
O7 N12 O6 120.8(4) . . ?
O7 N12 N11 114.8(4) . . ?
O9 N8 O8 122.1(4) . . ?
O9 N8 N7 124.1(4) . . ?
O8 N8 N7 113.8(4) . . ?
O3 N1 C2 119.8(4) . . ?
O2 N1 O3 119.6(4) . . ?
O2 N1 C2 120.6(4) . . ?
O4 N3 O5 120.2(4) . . ?
O4 N3 C4 120.8(4) . . ?
O5 N3 C4 118.9(4) . . ?
C6 N6 H6A 120(4) . . ?
C6 N6 H6B 115(4) . . ?
H6A N6 H6B 124(5) . . ?
N9 C7 N10 121.5(4) . . ?
N9 C7 N11 113.9(4) . . ?
N11 C7 N10 124.6(4) . . ?
N4 C1 N5 118.2(4) . . ?
N4 C1 C2 121.2(4) . . ?
N5 C1 C2 120.6(4) . . ?
C1 C2 N1 121.0(4) . . ?
C1 C2 C3 119.6(4) . . ?
C3 C2 N1 119.5(4) . . ?
N2 C3 C2 122.8(4) . . ?
N2 C3 C4 121.3(4) . . ?
C4 C3 C2 115.9(4) . . ?
N7 C6 N5 117.5(4) . . ?
N6 C6 N7 130.3(4) . . ?
N6 C6 N5 112.2(4) . . ?
N4 C5 N10 116.0(4) . . ?
N4 C5 C4 122.1(4) . . ?
N10 C5 C4 121.8(4) . . ?
C3 C4 N3 120.1(4) . . ?
C5 C4 N3 120.7(4) . . ?
C5 C4 C3 119.2(4) . . ?
S1 C8 H8A 109.5 . . ?
S1 C8 H8B 109.5 . . ?
S1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
S1 C9 H9C 109.5 . . ?
S1 C9 H9D 109.5 . . ?
S1 C9 H9E 109.5 . . ?
H9C C9 H9D 109.5 . . ?
H9C C9 H9E 109.5 . . ?
H9D C9 H9E 109.5 . . ?

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
N2 H2A O4 0.88 1.90 2.564(5) 131.2 . yes
N2 H2B O3 0.88 1.88 2.541(5) 130.1 . yes
N9 H9B N4 0.95(6) 2.02(5) 2.637(6) 121(4) . yes
N9 H9B N7 0.95(6) 1.94(6) 2.822(6) 154(5) . yes
N10 H10 O6 0.89(5) 1.87(5) 2.550(5) 131(4) . yes
N10 H10 O5 0.89(5) 1.88(5) 2.580(5) 133(4) . yes
N5 H5 O2 0.86(5) 1.78(5) 2.547(5) 147(4) . yes
N6 H6A O9 0.77(5) 2.05(5) 2.577(6) 125(4) . yes
N6 H6B O1 0.90(7) 1.83(7) 2.700(6) 162(7) . yes

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 N1 C2 C1 178.3(5) . . . . ?
O3 N1 C2 C3 -2.0(7) . . . . ?
O2 N1 C2 C1 -0.4(8) . . . . ?
O2 N1 C2 C3 179.3(5) . . . . ?
O4 N3 C4 C3 10.8(7) . . . . ?
O4 N3 C4 C5 -169.0(5) . . . . ?
N4 C1 C2 N1 -179.4(5) . . . . ?
N4 C1 C2 C3 0.9(8) . . . . ?
N4 C5 C4 N3 -172.9(5) . . . . ?
N4 C5 C4 C3 7.3(8) . . . . ?
O5 N3 C4 C3 -166.7(5) . . . . ?
O5 N3 C4 C5 13.5(7) . . . . ?
N5 C1 C2 N1 1.8(8) . . . . ?
N5 C1 C2 C3 -177.9(5) . . . . ?
N10 C5 C4 N3 7.9(8) . . . . ?
N10 C5 C4 C3 -171.9(5) . . . . ?
N2 C3 C4 N3 -8.1(8) . . . . ?
N2 C3 C4 C5 171.7(5) . . . . ?
N12 N11 C7 N10 1.1(7) . . . . ?
N12 N11 C7 N9 -178.5(4) . . . . ?
N8 N7 C6 N5 176.8(4) . . . . ?
N8 N7 C6 N6 -0.6(8) . . . . ?
N1 C2 C3 N2 4.7(8) . . . . ?
N1 C2 C3 C4 -174.2(4) . . . . ?
C7 N10 C5 N4 -4.5(8) . . . . ?
C7 N10 C5 C4 174.8(5) . . . . ?
C7 N11 N12 O6 -6.7(7) . . . . ?
C7 N11 N12 O7 173.8(4) . . . . ?
C1 N4 C5 N10 178.7(4) . . . . ?
C1 N4 C5 C4 -0.5(8) . . . . ?
C1 N5 C6 N7 10.1(8) . . . . ?
C1 N5 C6 N6 -172.1(5) . . . . ?
C1 C2 C3 N2 -175.6(5) . . . . ?
C1 C2 C3 C4 5.5(7) . . . . ?
C2 C3 C4 N3 170.8(4) . . . . ?
C2 C3 C4 C5 -9.4(7) . . . . ?
C6 N7 N8 O9 1.4(8) . . . . ?
C6 N7 N8 O8 -178.0(5) . . . . ?
C6 N5 C1 N4 8.1(8) . . . . ?
C6 N5 C1 C2 -173.0(5) . . . . ?
C5 N4 C1 N5 175.3(5) . . . . ?
C5 N4 C1 C2 -3.6(7) . . . . ?
C5 N10 C7 N9 3.1(8) . . . . ?
C5 N10 C7 N11 -176.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
