# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_lcc
_database_code_depnum_ccdc_archive 'CCDC 2240955'
loop_
_audit_author_name
_audit_author_address
'Chenchen Lin'
;Central South University
China
;
_audit_update_record             
;
2023-02-09 deposited with the CCDC.	2023-12-26 downloaded from the CCDC.
;
_audit_creation_date             2022-12-03
_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         'C3 N5 O6, C2 H6 N5'
_chemical_formula_sum            'C5 H6 N10 O6'
_chemical_formula_weight         302.20
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.1145(5)
_cell_length_b                   8.7498(8)
_cell_length_c                   21.6564(19)
_cell_angle_alpha                90
_cell_angle_beta                 94.974(6)
_cell_angle_gamma                90
_cell_volume                     1154.27(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3642
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.26
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6714
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0936 before and 0.0414 after correction.
The Ratio of minimum to maximum transmission is 0.9005.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            14294
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.538
_diffrn_reflns_theta_min         1.888
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_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           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2007
_reflns_number_total             2635
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2635
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.025
_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)+(0.0478P)²+0.3363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.1021
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
2.a Riding coordinates:
 N00B(H00B), N00C(H00A,H00C), N00M(H00D,H00E)
2.b Aromatic/amide H refined with riding coordinates:
 C015(H015)
;
_atom_sites_solution_hydrogens   mixed
_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
O1 O 1.3659(2) 0.93547(16) 0.24477(6) 0.0540(4) Uani 1 1 d . . . . .
O003 O 0.6476(2) 1.12444(14) 0.36185(6) 0.0481(3) Uani 1 1 d . . . . .
O2 O 0.8750(3) 1.07659(16) 0.23729(6) 0.0673(5) Uani 1 1 d . . . . .
O005 O 1.5387(2) 0.78039(15) 0.31032(7) 0.0510(4) Uani 1 1 d . . . . .
O3 O 0.6580(2) 0.98004(16) 0.44322(6) 0.0562(4) Uani 1 1 d . . . . .
O00S O 1.0937(3) 1.23024(15) 0.28887(7) 0.0645(4) Uani 1 1 d . . . . .
N00D N 1.2103(2) 0.80420(15) 0.38608(6) 0.0341(3) Uani 1 1 d . . . . .
N00H N 1.0308(2) 0.84796(16) 0.41318(6) 0.0346(3) Uani 1 1 d . . . . .
N00K N 1.0016(3) 1.10827(15) 0.28106(6) 0.0356(3) Uani 1 1 d . . . . .
N00L N 1.3875(2) 0.86686(16) 0.29411(7) 0.0362(3) Uani 1 1 d . . . . .
N00P N 0.7336(2) 1.02676(16) 0.39603(7) 0.0368(3) Uani 1 1 d . . . . .
C00Z C 1.0477(3) 0.99313(16) 0.32852(7) 0.0274(3) Uani 1 1 d . . . . .
C011 C 1.2196(3) 0.89101(17) 0.33549(7) 0.0283(3) Uani 1 1 d . . . . .
C014 C 0.9344(3) 0.96078(17) 0.37926(7) 0.0295(3) Uani 1 1 d . . . . .
N002 N 0.7244(2) 0.58580(14) 0.58797(6) 0.0280(3) Uani 1 1 d . . . . .
N00B N 0.8724(2) 0.70186(16) 0.51593(6) 0.0345(3) Uani 1 1 d . . . . .
H00B H 0.889704 0.754532 0.483207 0.041 Uiso 1 1 d R U . . .
N00C N 0.4819(2) 0.69428(15) 0.50922(6) 0.0337(3) Uani 1 1 d . . . . .
H00A H 0.465476 0.743027 0.474691 0.040 Uiso 1 1 d R U . . .
H00C H 0.368686 0.664147 0.526821 0.040 Uiso 1 1 d R U . . .
N00M N 0.5563(2) 0.52845(16) 0.62163(6) 0.0362(3) Uani 1 1 d . . . . .
H00D H 0.573169 0.431176 0.626925 0.043 Uiso 1 1 d R U . . .
H00E H 0.560799 0.572645 0.657465 0.043 Uiso 1 1 d R U . . .
N00T N 1.0427(2) 0.64394(18) 0.55516(6) 0.0403(4) Uani 1 1 d . . . . .
C00X C 0.6795(3) 0.66582(16) 0.53508(7) 0.0257(3) Uani 1 1 d . . . . .
C015 C 0.9474(3) 0.5753(2) 0.59801(8) 0.0370(4) Uani 1 1 d . . . . .
H015 H 1.020877 0.525113 0.631510 0.044 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N00L 1.2228(18) . ?
O003 N00P 1.2195(18) . ?
O2 N00K 1.2033(19) . ?
O005 N00L 1.2223(19) . ?
O3 N00P 1.2277(18) . ?
O00S N00K 1.2115(19) . ?
N00D N00H 1.3443(19) . ?
N00D C011 1.3385(19) . ?
N00H C014 1.336(2) . ?
N00K C00Z 1.4494(19) . ?
N00L C011 1.436(2) . ?
N00P C014 1.432(2) . ?
C00Z C011 1.378(2) . ?
C00Z C014 1.378(2) . ?
N002 N00M 1.4033(17) . ?
N002 C00X 1.3501(19) . ?
N002 C015 1.365(2) . ?
N00B H00B 0.8594 . ?
N00B N00T 1.3819(19) . ?
N00B C00X 1.3221(19) . ?
N00C H00A 0.8592 . ?
N00C H00C 0.8601 . ?
N00C C00X 1.311(2) . ?
N00M H00D 0.8638 . ?
N00M H00E 0.8655 . ?
N00T C015 1.287(2) . ?
C015 H015 0.9300 . ?

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
C011 N00D N00H 106.85(13) . . ?
C014 N00H N00D 107.95(12) . . ?
O2 N00K O00S 124.92(15) . . ?
O2 N00K C00Z 118.09(14) . . ?
O00S N00K C00Z 116.99(15) . . ?
O1 N00L C011 116.36(14) . . ?
O005 N00L O1 125.22(15) . . ?
O005 N00L C011 118.41(14) . . ?
O003 N00P O3 124.40(15) . . ?
O003 N00P C014 117.56(13) . . ?
O3 N00P C014 118.03(14) . . ?
C011 C00Z N00K 128.91(14) . . ?
C011 C00Z C014 102.17(13) . . ?
C014 C00Z N00K 128.90(14) . . ?
N00D C011 N00L 120.72(14) . . ?
N00D C011 C00Z 111.81(13) . . ?
C00Z C011 N00L 127.38(14) . . ?
N00H C014 N00P 120.35(13) . . ?
N00H C014 C00Z 111.21(14) . . ?
C00Z C014 N00P 128.37(15) . . ?
C00X N002 N00M 121.46(13) . . ?
C00X N002 C015 107.25(12) . . ?
C015 N002 N00M 131.28(13) . . ?
N00T N00B H00B 124.3 . . ?
C00X N00B H00B 124.3 . . ?
C00X N00B N00T 111.40(13) . . ?
H00A N00C H00C 120.0 . . ?
C00X N00C H00A 120.0 . . ?
C00X N00C H00C 120.0 . . ?
N002 N00M H00D 109.7 . . ?
N002 N00M H00E 109.8 . . ?
H00D N00M H00E 109.1 . . ?
C015 N00T N00B 104.48(14) . . ?
N00B C00X N002 105.59(13) . . ?
N00C C00X N002 124.95(13) . . ?
N00C C00X N00B 129.42(14) . . ?
N002 C015 H015 124.4 . . ?
N00T C015 N002 111.27(15) . . ?
N00T C015 H015 124.4 . . ?

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 N00L C011 N00D 169.78(15) . . . . ?
O1 N00L C011 C00Z -6.5(2) . . . . ?
O003 N00P C014 N00H -176.70(15) . . . . ?
O003 N00P C014 C00Z 0.1(2) . . . . ?
O2 N00K C00Z C011 96.2(2) . . . . ?
O2 N00K C00Z C014 -85.9(2) . . . . ?
O005 N00L C011 N00D -10.0(2) . . . . ?
O005 N00L C011 C00Z 173.77(16) . . . . ?
O3 N00P C014 N00H 2.3(2) . . . . ?
O3 N00P C014 C00Z 179.13(16) . . . . ?
O00S N00K C00Z C011 -84.2(2) . . . . ?
O00S N00K C00Z C014 93.7(2) . . . . ?
N00D N00H C014 N00P 177.83(14) . . . . ?
N00D N00H C014 C00Z 0.53(19) . . . . ?
N00H N00D C011 N00L -176.64(14) . . . . ?
N00H N00D C011 C00Z 0.16(19) . . . . ?
N00K C00Z C011 N00D 178.46(15) . . . . ?
N00K C00Z C011 N00L -5.0(3) . . . . ?
N00K C00Z C014 N00H -178.72(15) . . . . ?
N00K C00Z C014 N00P 4.3(3) . . . . ?
C011 N00D N00H C014 -0.42(18) . . . . ?
C011 C00Z C014 N00H -0.41(18) . . . . ?
C011 C00Z C014 N00P -177.43(16) . . . . ?
C014 C00Z C011 N00D 0.14(18) . . . . ?
C014 C00Z C011 N00L 176.69(15) . . . . ?
N00B N00T C015 N002 0.32(19) . . . . ?
N00M N002 C00X N00B 179.93(13) . . . . ?
N00M N002 C00X N00C -1.9(2) . . . . ?
N00M N002 C015 N00T 179.45(15) . . . . ?
N00T N00B C00X N002 1.06(17) . . . . ?
N00T N00B C00X N00C -176.95(16) . . . . ?
C00X N002 C015 N00T 0.30(19) . . . . ?
C00X N00B N00T C015 -0.88(19) . . . . ?
C015 N002 C00X N00B -0.82(17) . . . . ?
C015 N002 C00X N00C 177.30(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
