# Electronic Supplementary Material (ESI) 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_3370_jl-tri2
_database_code_depnum_ccdc_archive 'CCDC 2299224'
loop_
_audit_author_name
_audit_author_address
'Kangcai Wang'
; China Academy of Engineering Physics 
China
;
_audit_update_record             
;
2023-10-04 deposited with the CCDC.	2024-02-26 downloaded from the CCDC.
;
_audit_creation_date             2023-10-04
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.07.08 svn.r3312 for OlexSys, GUI svn.r5203)
;
_shelxl_version_number           2014-1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C7 H6 N10 O4, H2 O'
_chemical_formula_sum            'C7 H8 N10 O5'
_chemical_formula_weight         312.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1N1O1
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/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                   4.49450(10)
_cell_length_b                   17.2985(3)
_cell_length_c                   14.5787(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.648(2)
_cell_angle_gamma                90
_cell_volume                     1131.17(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3520
_cell_measurement_temperature    297.7(6)
_cell_measurement_theta_max      76.3990
_cell_measurement_theta_min      5.1150
_shelx_estimated_absorpt_T_max   0.853
_shelx_estimated_absorpt_T_min   0.734
_exptl_absorpt_coefficient_mu    1.374
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.19580
_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_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8420
_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         77.539
_diffrn_reflns_theta_min         3.970
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.7(6)
_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 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -6.00  25.00   0.50    1.00    --  -47.45  16.00 -87.00   62
  2  ω    -26.00  23.00   0.50    1.00    --  -47.45  19.00  60.00   98
  3  ω    -48.00 -20.00   0.50    4.00    --  -86.25  45.00 -90.00   56
  4  ω   -122.00 -43.00   0.50    1.00    --  -47.45 -16.00 102.00  158
  5  ω    -25.00   0.00   0.50    1.00    --   47.45 -16.00 102.00   50
  6  ω     40.00  65.00   0.50    4.00    --  107.75 -61.00  30.00   50
  7  ω     72.00  97.00   0.50    4.00    --  107.75 -77.00   0.00   50
  8  ω     81.00 106.00   0.50    4.00    --  107.75 -94.00  30.00   50
  9  ω     79.00 112.00   0.50    4.00    --  107.75-125.00  30.00   66
 10  ω     63.00 105.00   0.50    4.00    --  107.75 -94.00 -60.00   84
 11  ω     76.00 111.00   0.50    4.00    --  107.75-125.00-120.00   70
 12  ω     60.00  88.00   0.50    1.00    --   47.45-125.00 -60.00   56
 13  ω     37.00  64.00   0.50    4.00    --  107.75 -61.00-180.00   54
 14  ω     35.00  68.00   0.50    4.00    --  107.75 -61.00-120.00   66
 15  ω     36.00  84.00   0.50    4.00    --  107.75 -77.00 -60.00   96
 16  ω     40.00  69.00   0.50    4.00    --  107.75 -61.00   0.00   58
 17  ω     35.00  62.00   0.50    4.00    --  107.75 -77.00   0.00   54
 18  ω     35.00  71.00   0.50    4.00    --  107.75 -61.00 -60.00   72
 19  ω     94.00 178.00   0.50    4.00    --  107.75  16.00 -87.00  168
 20  ω    130.00 162.00   0.50    4.00    --  107.75  45.00 -60.00   64
 21  ω    120.00 168.00   0.50    4.00    --  107.75 125.00-180.00   96
 22  ω     97.00 149.00   0.50    4.00    --  107.75  30.00-180.00  104
 23  ω     88.00 145.00   0.50    4.00    --  107.75  77.00 -90.00  114
 24  ω     88.00 113.00   0.50    1.00    --   47.45  16.00 -87.00   50
 25  ω     38.00  63.00   0.50    4.00    --  107.75 -61.00 120.00   50
 26  ω     42.00  71.00   0.50    4.00    --  107.75 -61.00 150.00   58
 27  ω     41.00  74.00   0.50    4.00    --  107.75-125.00  30.00   66
 28  ω     35.00  84.00   0.50    4.00    --  107.75-125.00 -90.00   98
 29  ω     40.00  65.00   0.50    4.00    --  107.75-125.00-120.00   50
 30  ω   -109.00 -84.00   0.50    4.00    --  -86.25 -16.00 102.00   50
;
_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      0.3343770000
_diffrn_orient_matrix_UB_12      -0.0191378000
_diffrn_orient_matrix_UB_13      0.0148145000
_diffrn_orient_matrix_UB_21      -0.0295648000
_diffrn_orient_matrix_UB_22      -0.0023609000
_diffrn_orient_matrix_UB_23      0.1046575000
_diffrn_orient_matrix_UB_31      -0.0727276000
_diffrn_orient_matrix_UB_32      -0.0869484000
_diffrn_orient_matrix_UB_33      -0.0061131000
_diffrn_oxdiff_digest_frames     
;
0195576e243bcff4f6c376b448c7d1568c000274e03
;
_diffrn_oxdiff_digest_hkl        
;
018a6f3f00784e79a12437cd1104b7c738e260
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\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                1909
_reflns_number_total             2374
_reflns_odcompleteness_completeness 99.83
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         2374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0472
_refine_ls_restrained_S_all      1.069
_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)+(0.0659P)²+0.1659P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1292
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2.a X=CH2 refined with riding coordinates:
 N5(H5A,H5B), N8(H8A,H8B), N2(H2A,H2B)
;
_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
O2 O 0.7259(3) 0.16091(10) 0.53635(10) 0.0418(4) Uani 1 1 d . . . . .
O3 O 0.0970(4) 0.36805(9) 0.56933(11) 0.0468(4) Uani 1 1 d . . . . .
O4 O -0.2551(4) 0.44743(10) 0.52358(12) 0.0484(4) Uani 1 1 d . . . . .
N10 N 0.3447(3) 0.26856(9) 0.42780(11) 0.0282(3) Uani 1 1 d . . . . .
N6 N 0.1114(3) 0.32431(9) 0.29118(11) 0.0281(4) Uani 1 1 d . . . . .
O1 O 1.0214(4) 0.08650(10) 0.46367(12) 0.0493(4) Uani 1 1 d . . . . .
N4 N 0.4584(3) 0.23258(9) 0.27538(11) 0.0290(4) Uani 1 1 d . . . . .
N1 N 0.8225(4) 0.13614(9) 0.46390(12) 0.0329(4) Uani 1 1 d . . . . .
N7 N -0.0979(4) 0.37842(9) 0.26022(12) 0.0322(4) Uani 1 1 d . . . . .
N3 N 0.6366(4) 0.18402(9) 0.22639(12) 0.0321(4) Uani 1 1 d . . . . .
N5 N 0.2292(4) 0.28777(10) 0.14397(12) 0.0352(4) Uani 1 1 d . . . . .
H5A H 0.3329 0.2595 0.1095 0.042 Uiso 1 1 calc R . . . .
H5B H 0.1020 0.3201 0.1197 0.042 Uiso 1 1 calc R . . . .
N9 N -0.0663(4) 0.39764(9) 0.50804(11) 0.0328(4) Uani 1 1 d . . . . .
N8 N -0.3964(4) 0.46550(10) 0.33419(13) 0.0383(4) Uani 1 1 d . . . . .
H8A H -0.4750 0.4810 0.2821 0.046 Uiso 1 1 calc R . . . .
H8B H -0.4520 0.4855 0.3843 0.046 Uiso 1 1 calc R . . . .
O5 O -0.5067(6) 0.47938(12) 0.13061(15) 0.0622(5) Uani 1 1 d . . . . .
N2 N 0.9880(4) 0.09049(10) 0.27020(13) 0.0393(4) Uani 1 1 d . . . . .
H2A H 1.0219 0.0821 0.2137 0.047 Uiso 1 1 calc R . . . .
H2B H 1.0834 0.0648 0.3132 0.047 Uiso 1 1 calc R . . . .
C4 C 0.1577(4) 0.31950(10) 0.38602(13) 0.0273(4) Uani 1 1 d . . . . .
C3 C 0.4911(4) 0.22509(10) 0.37007(13) 0.0277(4) Uani 1 1 d . . . . .
C2 C 0.7063(4) 0.16583(11) 0.38145(13) 0.0296(4) Uani 1 1 d . . . . .
C5 C -0.0357(4) 0.37619(10) 0.41672(13) 0.0293(4) Uani 1 1 d . . . . .
C7 C 0.2644(4) 0.28169(10) 0.23234(13) 0.0278(4) Uani 1 1 d . . . . .
C6 C -0.1873(4) 0.41016(10) 0.33720(14) 0.0295(4) Uani 1 1 d . . . . .
C1 C 0.7871(4) 0.14349(10) 0.29131(14) 0.0304(4) Uani 1 1 d . . . . .
H5C H -0.394(9) 0.440(3) 0.119(3) 0.085(12) Uiso 1 1 d . . . . .
H5D H -0.667(15) 0.476(4) 0.093(5) 0.15(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
O2 N1 1.243(2) . ?
O3 N9 1.231(2) . ?
O4 N9 1.240(2) . ?
N10 C4 1.338(2) . ?
N10 C3 1.333(2) . ?
N6 N7 1.383(2) . ?
N6 C4 1.388(2) . ?
N6 C7 1.352(2) . ?
O1 N1 1.240(2) . ?
N4 N3 1.389(2) . ?
N4 C3 1.385(2) . ?
N4 C7 1.344(3) . ?
N1 C2 1.379(3) . ?
N7 C6 1.334(3) . ?
N3 C1 1.328(3) . ?
N5 C7 1.292(3) . ?
N9 C5 1.397(3) . ?
N8 C6 1.340(3) . ?
N2 C1 1.336(3) . ?
C4 C5 1.402(3) . ?
C3 C2 1.412(3) . ?
C2 C1 1.438(3) . ?
C5 C6 1.433(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 N10 C4 113.91(16) . . ?
N7 N6 C4 114.94(15) . . ?
C7 N6 N7 121.68(16) . . ?
C7 N6 C4 123.34(16) . . ?
C3 N4 N3 115.34(15) . . ?
C7 N4 N3 121.35(16) . . ?
C7 N4 C3 123.29(16) . . ?
O2 N1 C2 118.62(17) . . ?
O1 N1 O2 122.12(17) . . ?
O1 N1 C2 119.26(18) . . ?
C6 N7 N6 103.83(15) . . ?
C1 N3 N4 103.70(15) . . ?
O3 N9 O4 122.65(17) . . ?
O3 N9 C5 119.39(17) . . ?
O4 N9 C5 117.94(17) . . ?
N10 C4 N6 122.90(16) . . ?
N10 C4 C5 134.40(18) . . ?
N6 C4 C5 102.68(16) . . ?
N10 C3 N4 123.46(16) . . ?
N10 C3 C2 134.21(18) . . ?
N4 C3 C2 102.32(15) . . ?
N1 C2 C3 126.26(17) . . ?
N1 C2 C1 126.36(18) . . ?
C3 C2 C1 107.37(16) . . ?
N9 C5 C4 126.19(18) . . ?
N9 C5 C6 126.26(17) . . ?
C4 C5 C6 107.52(17) . . ?
N4 C7 N6 112.93(17) . . ?
N5 C7 N6 123.59(18) . . ?
N5 C7 N4 123.48(17) . . ?
N7 C6 N8 120.95(18) . . ?
N7 C6 C5 111.03(16) . . ?
N8 C6 C5 128.01(18) . . ?
N3 C1 N2 121.27(18) . . ?
N3 C1 C2 111.26(17) . . ?
N2 C1 C2 127.46(18) . . ?

_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 2.298
_oxdiff_exptl_absorpt_empirical_full_min 0.369
