# Supplementary Information (SI) for RSC Advances.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2359849'
loop_
_audit_author_name
_audit_author_address
'A. ghoudi'
;university of sfax
Tunisia
;
_audit_update_record             
;
2025-10-25 deposited with the CCDC.	2026-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H14 N2 O8 P2'
_chemical_formula_weight         304.13

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'
P P 0.1023 0.0942 '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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.7147(3)
_cell_length_b                   9.8221(5)
_cell_length_c                   10.1044(6)
_cell_angle_alpha                66.861(3)
_cell_angle_beta                 73.272(2)
_cell_angle_gamma                73.338(3)
_cell_volume                     575.35(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    21646
_cell_measurement_theta_min      2.237
_cell_measurement_theta_max      28.526

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_F_000             316
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.416
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_process_details   '(SHELX97; Sheldrick, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21646
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.237
_diffrn_reflns_theta_max         28.526
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2914
_reflns_number_gt                2475
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0411P)²+0.3894P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2914
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0888
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.7554(3) 0.5347(3) -0.0742(2) 0.0375(5) Uani 1 1 d . . . . .
H1 H 0.7456 0.6127 -0.1634 0.045 Uiso 1 1 calc R U . . .
C2 C 0.8213(3) 0.3870(3) -0.0710(2) 0.0391(5) Uani 1 1 d . . . . .
H2 H 0.8536 0.3657 -0.1576 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8395(3) 0.2705(2) 0.0607(2) 0.0315(4) Uani 1 1 d . . . . .
H3 H 0.8838 0.1709 0.0630 0.038 Uiso 1 1 calc R U . . .
C4 C 0.7915(3) 0.3030(2) 0.18869(19) 0.0211(3) Uani 1 1 d . . . . .
N1 N 0.8136(2) 0.17963(17) 0.32795(18) 0.0267(3) Uani 1 1 d . . . . .
H1A H 0.6884 0.1538 0.3739 0.040 Uiso 1 1 calc R U . . .
H1B H 0.8597 0.2098 0.3842 0.040 Uiso 1 1 calc R U . . .
H1C H 0.9063 0.1004 0.3103 0.040 Uiso 1 1 calc R U . . .
N2 N 0.6627(2) 0.48501(17) 0.32221(17) 0.0246(3) Uani 1 1 d . . . . .
H2A H 0.6201 0.5843 0.3022 0.037 Uiso 1 1 calc R U . . .
H2B H 0.7745 0.4528 0.3649 0.037 Uiso 1 1 calc R U . . .
H2C H 0.5579 0.4387 0.3825 0.037 Uiso 1 1 calc R U . . .
C7 C 0.7214(3) 0.45104(19) 0.18620(19) 0.0202(3) Uani 1 1 d . . . . .
C8 C 0.7041(3) 0.5676(2) 0.0539(2) 0.0288(4) Uani 1 1 d . . . . .
H8 H 0.6582 0.6672 0.0514 0.035 Uiso 1 1 calc R U . . .
P1 P 0.22099(7) 0.24993(5) 0.49933(5) 0.01938(12) Uani 1 1 d . . . . .
O1 O 0.1894(2) 0.13008(17) 0.65826(15) 0.0335(3) Uani 1 1 d . . . . .
O2 O 0.0049(2) 0.30143(15) 0.45955(14) 0.0269(3) Uani 1 1 d . . . . .
O3 O 0.3287(2) 0.36658(15) 0.49198(15) 0.0297(3) Uani 1 1 d . . . . .
O4 O 0.3778(2) 0.16280(17) 0.39643(17) 0.0310(3) Uani 1 1 d . . . . .
P2 P 0.66398(7) 0.09056(5) 0.77567(5) 0.02296(13) Uani 1 1 d . . . . .
O5 O 0.7763(2) 0.0295(2) 0.90893(18) 0.0440(4) Uani 1 1 d . . . . .
O6 O 0.4286(2) 0.09685(19) 0.83070(14) 0.0367(4) Uani 1 1 d . . . . .
O7 O 0.6935(2) 0.25839(15) 0.69674(16) 0.0314(3) Uani 1 1 d . . . . .
O8 O 0.7741(2) 0.00427(18) 0.67265(18) 0.0417(4) Uani 1 1 d . . . . .
H41B H 0.278(5) 0.115(3) 0.717(3) 0.055(8) Uiso 1 1 d . . . . .
H31 H 0.326(5) 0.105(3) 0.384(3) 0.061(9) Uiso 1 1 d . . . . .
H6 H 0.796(5) 0.270(3) 0.630(3) 0.056(9) Uiso 1 1 d . . . . .
H5 H 0.707(5) -0.010(4) 0.984(4) 0.065(10) 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
C1 C2 1.381(3) . ?
C1 C8 1.381(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(3) . ?
C3 H3 0.9300 . ?
C4 C7 1.386(2) . ?
C4 N1 1.465(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N2 C7 1.459(2) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
C7 C8 1.386(2) . ?
C8 H8 0.9300 . ?
P1 O3 1.4898(13) . ?
P1 O2 1.5093(13) . ?
P1 O1 1.5719(14) . ?
P1 O4 1.5730(15) . ?
O1 H41B 0.90(3) . ?
O4 H31 0.81(3) . ?
P2 O8 1.4966(15) . ?
P2 O6 1.5087(14) . ?
P2 O5 1.5596(16) . ?
P2 O7 1.5671(15) . ?
O5 H5 0.78(3) . ?
O7 H6 0.81(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
C2 C1 C8 120.46(19) . . ?
C2 C1 H1 119.8 . . ?
C8 C1 H1 119.8 . . ?
C1 C2 C3 120.16(19) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 119.54(19) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C7 120.44(17) . . ?
C3 C4 N1 119.50(17) . . ?
C7 C4 N1 120.06(16) . . ?
C4 N1 H1A 109.5 . . ?
C4 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C4 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C7 N2 H2A 109.5 . . ?
C7 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C7 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C8 C7 C4 119.85(17) . . ?
C8 C7 N2 119.68(16) . . ?
C4 C7 N2 120.46(15) . . ?
C1 C8 C7 119.52(19) . . ?
C1 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
O3 P1 O2 118.15(8) . . ?
O3 P1 O1 110.99(8) . . ?
O2 P1 O1 105.03(8) . . ?
O3 P1 O4 106.24(8) . . ?
O2 P1 O4 109.51(8) . . ?
O1 P1 O4 106.39(9) . . ?
P1 O1 H41B 118.5(18) . . ?
P1 O4 H31 113(2) . . ?
O8 P2 O6 116.89(9) . . ?
O8 P2 O5 109.75(10) . . ?
O6 P2 O5 109.51(8) . . ?
O8 P2 O7 108.82(9) . . ?
O6 P2 O7 106.28(9) . . ?
O5 P2 O7 104.86(9) . . ?
P2 O5 H5 115(2) . . ?
P2 O7 H6 114(2) . . ?

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
C8 C1 C2 C3 -1.0(3) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C7 1.3(3) . . . . ?
C2 C3 C4 N1 -179.14(17) . . . . ?
C3 C4 C7 C8 -1.5(3) . . . . ?
N1 C4 C7 C8 178.91(15) . . . . ?
C3 C4 C7 N2 177.63(16) . . . . ?
N1 C4 C7 N2 -2.0(2) . . . . ?
C2 C1 C8 C7 0.7(3) . . . . ?
C4 C7 C8 C1 0.5(3) . . . . ?
N2 C7 C8 C1 -178.64(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
N1 H1A O4 0.89 2.01 2.845(2) 155.4 .
N1 H1B O2 0.89 1.95 2.822(2) 165.3 1_655
N1 H1C O1 0.89 2.41 2.996(2) 123.9 2_656
N1 H1C O8 0.89 2.12 2.839(2) 137.1 2_756
N2 H2A O7 0.89 2.23 2.922(2) 134.8 2_666
N2 H2B O2 0.89 1.98 2.819(2) 155.9 1_655
N2 H2C O3 0.89 1.77 2.653(2) 173.1 .
O1 H41B O6 0.90(3) 1.67(3) 2.5661(19) 176(3) .
O4 H31 O8 0.81(3) 1.74(3) 2.547(2) 171(3) 2_656
O7 H6 O2 0.81(3) 1.86(3) 2.669(2) 172(3) 1_655
O5 H5 O6 0.78(3) 1.81(3) 2.585(2) 173(3) 2_657

_refine_diff_density_max         0.493
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.063

