# Supplementary Information (SI) for Journal of Materials Chemistry C.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2523150'
loop_
_audit_author_name
_audit_author_address
'Peng Zhuang'
;University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2026-01-20 deposited with the CCDC.	2026-04-27 downloaded from the CCDC.
;
_audit_creation_date             2026-01-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H6 O2 P, C4 H8 N5, H2 O'
_chemical_formula_sum            'C10 H16 N5 O3 P'
_chemical_formula_weight         285.25
_chemical_absolute_configuration ?
_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'
P P 0.2955 0.4335 '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           41
_space_group_name_H-M_alt        'A e a 2'
_space_group_name_Hall           'A 2 -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, z+1/2'

_cell_length_a                   10.76770(10)
_cell_length_b                   37.5496(5)
_cell_length_c                   6.96930(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2817.85(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9608
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.7100
_cell_measurement_theta_min      2.3400
_shelx_estimated_absorpt_T_max   0.707
_shelx_estimated_absorpt_T_min   0.707
_exptl_absorpt_coefficient_mu    1.864
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            15548
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.853
_diffrn_reflns_theta_min         2.353
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_reflns_Friedel_coverage         0.801
_reflns_Friedel_fraction_full    0.983
_reflns_Friedel_fraction_max     0.942
_reflns_number_gt                2703
_reflns_number_total             2875
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 
;
 Flack x determined using 1090 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.098(13)
_refine_ls_extinction_coef       0.00043(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2875
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.084
_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)+(0.0584P)²+0.2748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.0967
_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
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C5(H5), C3(H3), C4(H4), C6(H6)
2.c X=CH2 refined with riding coordinates:
 N4(H4A,H4B), N5(H5A,H5B)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_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
P1 P 0.51282(6) 0.35022(2) 0.25614(13) 0.0528(2) Uani 1 1 d . . . . .
O1 O 0.64393(18) 0.36305(5) 0.2432(4) 0.0714(6) Uani 1 1 d . . . . .
O2 O 0.41500(17) 0.37864(5) 0.2622(4) 0.0646(5) Uani 1 1 d . . . . .
N3 N 0.88116(17) 0.46595(5) 0.3356(3) 0.0461(5) Uani 1 1 d . . . . .
N1 N 0.71107(16) 0.42831(5) 0.3004(3) 0.0443(5) Uani 1 1 d . . . . .
H1 H 0.683032 0.407223 0.279462 0.053 Uiso 1 1 calc R U . . .
N2 N 0.67249(17) 0.48909(6) 0.3593(3) 0.0450(5) Uani 1 1 d . . . . .
N4 N 0.51130(16) 0.44950(6) 0.3237(4) 0.0537(6) Uani 1 1 d . . . . .
H4A H 0.458861 0.466443 0.341985 0.064 Uiso 1 1 calc R U . . .
H4B H 0.485350 0.428185 0.303039 0.064 Uiso 1 1 calc R U . . .
N5 N 0.84332(19) 0.52490(6) 0.3865(4) 0.0562(6) Uani 1 1 d . . . . .
H5A H 0.794896 0.542846 0.403173 0.067 Uiso 1 1 calc R U . . .
H5B H 0.922532 0.527835 0.387265 0.067 Uiso 1 1 calc R U . . .
C7 C 0.63123(19) 0.45620(6) 0.3274(4) 0.0421(5) Uani 1 1 d . . . . .
C8 C 0.7966(2) 0.49318(6) 0.3601(4) 0.0438(5) Uani 1 1 d . . . . .
C9 C 0.83524(19) 0.43444(6) 0.3071(3) 0.0427(5) Uani 1 1 d . . . . .
O3 O 0.2644(4) 0.41108(6) 0.5259(5) 0.0907(9) Uani 1 1 d G . . . .
H3A H 0.290236 0.395093 0.449350 0.136 Uiso 1 1 d G U . . .
H3B H 0.203621 0.401482 0.583931 0.136 Uiso 1 1 d G U . . .
C1 C 0.4971(3) 0.32074(7) 0.4579(5) 0.0551(7) Uani 1 1 d . . . . .
C10 C 0.9174(2) 0.40324(7) 0.2810(5) 0.0557(6) Uani 1 1 d . . . . .
H10A H 0.993060 0.410630 0.219950 0.084 Uiso 1 1 calc R U . . .
H10B H 0.876395 0.385871 0.202256 0.084 Uiso 1 1 calc R U . . .
H10C H 0.936071 0.392986 0.403819 0.084 Uiso 1 1 calc R U . . .
C2 C 0.5967(4) 0.31204(9) 0.5723(6) 0.0725(9) Uani 1 1 d . . . . .
H2 H 0.674432 0.321786 0.547346 0.087 Uiso 1 1 calc R U . . .
C5 C 0.3682(7) 0.28286(14) 0.6533(9) 0.112(2) Uani 1 1 d . . . . .
H5 H 0.290939 0.272999 0.680453 0.135 Uiso 1 1 calc R U . . .
C3 C 0.5811(6) 0.28860(11) 0.7259(7) 0.1014(15) Uani 1 1 d . . . . .
H3 H 0.648223 0.282850 0.803976 0.122 Uiso 1 1 calc R U . . .
C4 C 0.4676(7) 0.27421(12) 0.7611(10) 0.1171(18) Uani 1 1 d . . . . .
H4 H 0.458353 0.258086 0.861327 0.141 Uiso 1 1 calc R U . . .
C6 C 0.3814(4) 0.30662(10) 0.5012(7) 0.0822(11) Uani 1 1 d . . . . .
H6 H 0.312501 0.313035 0.428534 0.099 Uiso 1 1 calc R U . . .
H1A H 0.492(3) 0.3290(9) 0.104(6) 0.053(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
P1 O1 1.494(2) . ?
P1 O2 1.500(2) . ?
P1 C1 1.798(3) . ?
P1 H1A 1.35(4) . ?
N3 C8 1.380(3) . ?
N3 C9 1.298(3) . ?
N1 H1 0.8600 . ?
N1 C7 1.368(3) . ?
N1 C9 1.357(3) . ?
N2 C7 1.331(3) . ?
N2 C8 1.345(3) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
N4 C7 1.316(3) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
N5 C8 1.306(3) . ?
C9 C10 1.479(3) . ?
O3 H3A 0.8498 . ?
O3 H3B 0.8500 . ?
C1 C2 1.375(5) . ?
C1 C6 1.387(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.396(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.347(9) . ?
C5 C6 1.393(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.358(8) . ?
C4 H4 0.9300 . ?
C6 H6 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
O1 P1 O2 115.83(11) . . ?
O1 P1 C1 109.55(14) . . ?
O1 P1 H1A 107.5(13) . . ?
O2 P1 C1 110.48(14) . . ?
O2 P1 H1A 109.1(13) . . ?
C1 P1 H1A 103.7(15) . . ?
C9 N3 C8 116.31(19) . . ?
C7 N1 H1 120.5 . . ?
C9 N1 H1 120.5 . . ?
C9 N1 C7 119.0(2) . . ?
C7 N2 C8 116.0(2) . . ?
H4A N4 H4B 120.0 . . ?
C7 N4 H4A 120.0 . . ?
C7 N4 H4B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C8 N5 H5A 120.0 . . ?
C8 N5 H5B 120.0 . . ?
N2 C7 N1 121.56(19) . . ?
N4 C7 N1 117.9(2) . . ?
N4 C7 N2 120.5(2) . . ?
N2 C8 N3 124.8(2) . . ?
N5 C8 N3 116.0(2) . . ?
N5 C8 N2 119.2(2) . . ?
N3 C9 N1 122.3(2) . . ?
N3 C9 C10 120.9(2) . . ?
N1 C9 C10 116.8(2) . . ?
H3A O3 H3B 104.5 . . ?
C2 C1 P1 121.8(3) . . ?
C2 C1 C6 118.9(4) . . ?
C6 C1 P1 119.3(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0(4) . . ?
C3 C2 H2 120.0 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.8(5) . . ?
C6 C5 H5 120.1 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 121.2(5) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C1 C6 C5 120.1(5) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O1 0.86 1.73 2.586(3) 173.3 . yes
N4 H4B O2 0.86 2.03 2.888(3) 176.7 . yes
N5 H5A O3 0.86 2.03 2.841(4) 156.1 2_665 yes
O3 H3A O2 0.85 1.97 2.737(4) 149.2 . yes
O3 H3B O2 0.85 1.98 2.816(4) 168.7 8_545 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
P1 C1 C2 C3 -179.0(3) . . . . ?
P1 C1 C6 C5 178.0(3) . . . . ?
O1 P1 C1 C2 -1.6(3) . . . . ?
O1 P1 C1 C6 177.7(3) . . . . ?
O2 P1 C1 C2 -130.3(3) . . . . ?
O2 P1 C1 C6 48.9(3) . . . . ?
C7 N1 C9 N3 -1.0(4) . . . . ?
C7 N1 C9 C10 178.8(3) . . . . ?
C7 N2 C8 N3 -1.8(4) . . . . ?
C7 N2 C8 N5 178.6(3) . . . . ?
C8 N3 C9 N1 0.3(4) . . . . ?
C8 N3 C9 C10 -179.4(3) . . . . ?
C8 N2 C7 N1 1.0(4) . . . . ?
C8 N2 C7 N4 -179.9(3) . . . . ?
C9 N3 C8 N2 1.1(4) . . . . ?
C9 N3 C8 N5 -179.2(3) . . . . ?
C9 N1 C7 N2 0.3(4) . . . . ?
C9 N1 C7 N4 -178.8(2) . . . . ?
C1 C2 C3 C4 0.5(6) . . . . ?
C2 C1 C6 C5 -2.7(6) . . . . ?
C2 C3 C4 C5 -1.8(8) . . . . ?
C4 C5 C6 C1 1.5(7) . . . . ?
C6 C1 C2 C3 1.7(5) . . . . ?
C6 C5 C4 C3 0.9(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
