# Supplementary Information (SI) for CrystEngComm.
# 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_IPA-NH2
_database_code_depnum_ccdc_archive 'CCDC 2516959'
loop_
_audit_author_name
_audit_author_address
'jiaqi liu'
;Shanxi Research Institute of Huairou Laboratory
China
;
_audit_update_record             
;
2025-12-18 deposited with the CCDC.	2026-02-10 downloaded from the CCDC.
;
_audit_creation_date             2023-07-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H11 N9 O4 Zn2'
_chemical_formula_sum            'C12 H11 N9 O4 Zn2'
_chemical_formula_weight         476.04
_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'
Zn Zn -1.5491 0.6778 '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      tetragonal
_space_group_IT_number           87
_space_group_name_H-M_alt        'I 4/m'
_space_group_name_Hall           '-I 4'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'

_cell_length_a                   12.8268(8)
_cell_length_b                   12.8268(8)
_cell_length_c                   25.8853(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4258.8(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4855
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      68.346
_cell_measurement_theta_min      3.846
_shelx_estimated_absorpt_T_max   0.622
_shelx_estimated_absorpt_T_min   0.550
_exptl_absorpt_coefficient_mu    3.088
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1098 before and 0.0741 after correction.
The Ratio of minimum to maximum transmission is 0.6465.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            8462
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.340
_diffrn_reflns_theta_min         3.846
_diffrn_ambient_temperature      200.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1736
_reflns_number_total             1999
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.607
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1999
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.085
_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)+(0.0830P)²+6.1635P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1408
_refine_ls_wR_factor_ref         0.1460
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Restrained distances
 N1-H1B = N1-H1A
 0.88 with sigma of 0.02
 H5A-N5 = N5-H5B
 0.88 with sigma of 0.02
 H5A-H5B
 1.524 with sigma of 0.04
3. Others
 Fixed Sof: H5B(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C6(H6)
;
_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
Zn1 Zn 0.17859(3) 0.28698(3) 0.68906(2) 0.0391(2) Uani 1 1 d . . . . .
O1 O 0.1808(3) 0.4062(4) 0.63713(12) 0.1035(15) Uani 1 1 d . . . . .
O2 O 0.1622(3) 0.2618(3) 0.59572(17) 0.0903(12) Uani 1 1 d . . . . .
N1 N 0.2083(4) 0.0513(3) 0.62586(14) 0.0738(11) Uani 1 1 d D . . . .
H1A H 0.221(4) -0.006(3) 0.6084(18) 0.089 Uiso 1 1 d D U . . .
H1B H 0.192(4) 0.112(2) 0.6128(18) 0.089 Uiso 1 1 d D U . . .
N2 N 0.2716(2) -0.0228(2) 0.70396(10) 0.0408(6) Uani 1 1 d . . . . .
N3 N 0.2430(2) 0.1479(2) 0.70194(9) 0.0361(6) Uani 1 1 d . . . . .
N4 N 0.2792(2) 0.1205(2) 0.75105(9) 0.0377(6) Uani 1 1 d . . . . .
N5 N 0.1402(10) 0.6875(5) 0.500000 0.121(3) Uani 1 2 d DS T P . .
H5B H 0.185(8) 0.694(10) 0.526(4) 0.145 Uiso 0.5 1 d D U P . .
H5A H 0.087(5) 0.731(7) 0.500000 0.145 Uiso 1 2 d DS U P . .
C1 C 0.2942(3) 0.0202(2) 0.74987(12) 0.0427(8) Uani 1 1 d . . . . .
H1 H 0.318669 -0.018660 0.778651 0.051 Uiso 1 1 calc R U . . .
C2 C 0.2394(2) 0.0593(2) 0.67550(13) 0.0384(7) Uani 1 1 d . . . . .
C3 C 0.1678(3) 0.3571(5) 0.59600(16) 0.0688(13) Uani 1 1 d . . . . .
C4 C 0.1604(4) 0.3628(4) 0.500000 0.0507(12) Uani 1 2 d S T P . .
H4 H 0.161283 0.288784 0.500000 0.061 Uiso 1 2 calc R U P . .
C5 C 0.1597(3) 0.4175(3) 0.54617(12) 0.0514(9) Uani 1 1 d . . . . .
C6 C 0.1536(4) 0.5247(3) 0.54626(14) 0.0633(11) Uani 1 1 d . . . . .
H6 H 0.152490 0.561229 0.578177 0.076 Uiso 1 1 calc R U . . .
C7 C 0.1490(6) 0.5801(4) 0.500000 0.0693(17) Uani 1 2 d S T P . .


_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
Zn1 O1 2.036(4) . ?
Zn1 O2 2.447(5) . ?
Zn1 N2 2.044(3) 3 ?
Zn1 N3 1.994(3) . ?
Zn1 N4 2.026(3) 13_556 ?
Zn1 C3 2.575(4) . ?
O1 C3 1.248(6) . ?
O2 C3 1.224(7) . ?
N1 H1A 0.88(2) . ?
N1 H1B 0.88(2) . ?
N1 C2 1.349(5) . ?
N2 C1 1.342(4) . ?
N2 C2 1.350(4) . ?
N3 N4 1.398(3) . ?
N3 C2 1.328(4) . ?
N4 C1 1.301(4) . ?
N5 H5B 0.89(2) 10_556 ?
N5 H5B 0.89(2) . ?
N5 H5A 0.88(2) . ?
N5 C7 1.383(9) . ?
C1 H1 0.9500 . ?
C3 C5 1.509(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(4) 10_556 ?
C4 C5 1.386(4) . ?
C5 C6 1.377(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(5) . ?

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 Zn1 O2 56.51(15) . . ?
O1 Zn1 N2 102.18(14) . 3 ?
O1 Zn1 C3 28.47(18) . . ?
O2 Zn1 C3 28.06(16) . . ?
N2 Zn1 O2 95.12(11) 3 . ?
N2 Zn1 C3 99.08(12) 3 . ?
N3 Zn1 O1 140.92(15) . . ?
N3 Zn1 O2 94.75(11) . . ?
N3 Zn1 N2 106.68(12) . 3 ?
N3 Zn1 N4 106.58(10) . 13_556 ?
N3 Zn1 C3 119.40(15) . . ?
N4 Zn1 O1 93.54(14) 13_556 . ?
N4 Zn1 O2 148.87(13) 13_556 . ?
N4 Zn1 N2 99.98(11) 13_556 3 ?
N4 Zn1 C3 121.72(15) 13_556 . ?
C3 O1 Zn1 100.5(4) . . ?
C3 O2 Zn1 81.8(3) . . ?
H1A N1 H1B 126(5) . . ?
C2 N1 H1A 120(4) . . ?
C2 N1 H1B 112(3) . . ?
C1 N2 Zn1 123.2(2) . 4 ?
C1 N2 C2 103.2(3) . . ?
C2 N2 Zn1 133.6(2) . 4 ?
N4 N3 Zn1 120.98(19) . . ?
C2 N3 Zn1 131.7(2) . . ?
C2 N3 N4 105.3(2) . . ?
N3 N4 Zn1 129.6(2) . 13_556 ?
C1 N4 Zn1 123.9(2) . 13_556 ?
C1 N4 N3 106.0(2) . . ?
H5B N5 H5B 97(10) . 10_556 ?
H5B N5 H5A 117(5) . . ?
H5A N5 H5B 117(5) . 10_556 ?
C7 N5 H5B 92(8) . 10_556 ?
C7 N5 H5B 92(8) . . ?
C7 N5 H5A 134(8) . . ?
N2 C1 H1 123.3 . . ?
N4 C1 N2 113.3(3) . . ?
N4 C1 H1 123.3 . . ?
N1 C2 N2 123.4(3) . . ?
N3 C2 N1 124.5(3) . . ?
N3 C2 N2 112.1(3) . . ?
O1 C3 Zn1 51.0(3) . . ?
O1 C3 C5 118.6(5) . . ?
O2 C3 Zn1 70.1(3) . . ?
O2 C3 O1 121.1(4) . . ?
O2 C3 C5 120.3(5) . . ?
C5 C3 Zn1 169.4(4) . . ?
C5 C4 H4 120.4 10_556 . ?
C5 C4 H4 120.4 . . ?
C5 C4 C5 119.2(5) . 10_556 ?
C4 C5 C3 118.5(4) . . ?
C6 C5 C3 121.0(4) . . ?
C6 C5 C4 120.5(3) . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.7(3) . . ?
C7 C6 H6 119.7 . . ?
N5 C7 C6 120.8(3) . . ?
N5 C7 C6 120.8(3) . 10_556 ?
C6 C7 C6 118.4(5) 10_556 . ?

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
Zn1 O1 C3 O2 -2.9(5) . . . . ?
Zn1 O1 C3 C5 177.4(3) . . . . ?
Zn1 O2 C3 O1 2.4(4) . . . . ?
Zn1 O2 C3 C5 -177.9(4) . . . . ?
Zn1 N2 C1 N4 179.8(2) 4 . . . ?
Zn1 N2 C2 N1 -0.2(6) 4 . . . ?
Zn1 N2 C2 N3 -179.7(2) 4 . . . ?
Zn1 N3 N4 Zn1 -21.9(3) . . . 13_556 ?
Zn1 N3 N4 C1 166.0(2) . . . . ?
Zn1 N3 C2 N1 16.3(5) . . . . ?
Zn1 N3 C2 N2 -164.2(2) . . . . ?
Zn1 N4 C1 N2 -172.4(2) 13_556 . . . ?
Zn1 C3 C5 C4 -178.1(13) . . . . ?
Zn1 C3 C5 C6 3.1(17) . . . . ?
O1 C3 C5 C4 170.8(4) . . . . ?
O1 C3 C5 C6 -8.0(6) . . . . ?
O2 C3 C5 C4 -8.8(6) . . . . ?
O2 C3 C5 C6 172.3(4) . . . . ?
N3 N4 C1 N2 0.3(4) . . . . ?
N4 N3 C2 N1 180.0(4) . . . . ?
N4 N3 C2 N2 -0.5(4) . . . . ?
C1 N2 C2 N1 -179.8(4) . . . . ?
C1 N2 C2 N3 0.7(4) . . . . ?
C2 N2 C1 N4 -0.6(4) . . . . ?
C2 N3 N4 Zn1 172.3(2) . . . 13_556 ?
C2 N3 N4 C1 0.1(3) . . . . ?
C3 C5 C6 C7 178.2(5) . . . . ?
C4 C5 C6 C7 -0.6(8) . . . . ?
C5 C4 C5 C3 -175.9(3) 10_556 . . . ?
C5 C4 C5 C6 3.0(8) 10_556 . . . ?
C5 C6 C7 N5 178.3(8) . . . . ?
C5 C6 C7 C6 -1.7(10) . . . 10_556 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.498 608.0 123.0 ?
2 0.000 0.500 0.321 15.9 0.0 ?
3 0.000 0.500 0.679 15.9 0.0 ?
4 0.000 0.500 0.179 15.9 0.0 ?
5 0.000 0.500 0.821 15.9 0.0 ?
6 0.500 0.500 -0.448 608.0 122.8 ?
7 0.500 0.000 0.321 15.9 0.0 ?
8 0.500 0.000 0.679 15.9 0.0 ?
9 0.500 0.000 0.179 15.9 0.0 ?
10 0.500 0.000 0.821 15.9 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
