# Supplementary Information (SI) for Journal of Materials Chemistry C.
# 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_imu-zn1
_database_code_depnum_ccdc_archive 'CCDC 2361371'
loop_
_audit_author_name
_audit_author_address
'wen ping hu'
;Inner Mongolia University
China
;
_audit_update_record             
;
2024-07-05 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;
_audit_creation_date             2024-07-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 N2 O6 Zn'
_chemical_formula_sum            'C12 H10 N2 O6 Zn'
_chemical_formula_weight         343.59
_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 0.0033 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'
Zn Zn 0.2839 1.4301 '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           40
_space_group_name_H-M_alt        'A m a 2'
_space_group_name_Hall           'A 2 -2a'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y, z'
'-x+1/2, y, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   16.115(7)
_cell_length_b                   12.152(6)
_cell_length_c                   6.558(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1284.2(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    915
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.91
_cell_measurement_theta_min      3.53
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.943
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.777
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_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  0.0403
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2293
_diffrn_reflns_point_group_measured_fraction_full 0.871
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.736
_diffrn_reflns_theta_min         2.528
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.983
_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_standards_number         0
_reflns_Friedel_coverage         0.564
_reflns_Friedel_fraction_full    0.734
_reflns_Friedel_fraction_max     0.663
_reflns_number_gt                992
_reflns_number_total             1189
_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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details 
;
 Flack x determined using 320 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     103
_refine_ls_number_reflns         1189
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0439
_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)+(0.0723P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1214
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.500000 0.500000 0.0155(3) 0.0345(3) Uani 1 2 d S T P . .
O1 O 0.5308(3) 0.6625(5) 0.3093(11) 0.0616(16) Uani 1 1 d . . . . .
O2 O 0.6031(3) 0.5403(5) 0.1407(9) 0.0485(13) Uani 1 1 d . . . . .
O3 O 0.5281(4) 0.3861(5) -0.1884(10) 0.0548(14) Uani 1 1 d . . . . .
H3A H 0.528752 0.323389 -0.130777 0.082 Uiso 1 1 d R U . . .
H3B H 0.577672 0.395739 -0.229006 0.082 Uiso 1 1 d R U . . .
N1 N 0.6768(3) 0.8969(5) 1.1078(9) 0.0450(15) Uani 1 1 d . . . . .
C1 C 0.5963(4) 0.6161(6) 0.2734(12) 0.0376(15) Uani 1 1 d . . . . .
C2 C 0.6756(3) 0.6502(5) 0.3737(10) 0.0293(13) Uani 1 1 d . . . . .
C3 C 0.750000 0.6168(7) 0.2868(15) 0.0302(19) Uani 1 2 d S T P . .
H3 H 0.750000 0.572437 0.171328 0.036 Uiso 1 2 calc R U P . .
C4 C 0.6754(3) 0.7119(6) 0.5510(10) 0.0302(15) Uani 1 1 d . . . . .
H4 H 0.625304 0.732523 0.609864 0.036 Uiso 1 1 calc R U . . .
C5 C 0.750000 0.7434(6) 0.6420(13) 0.0246(17) Uani 1 2 d S T P . .
C6 C 0.750000 0.8070(7) 0.8372(14) 0.0283(18) Uani 1 2 d S T P . .
C7 C 0.6774(4) 0.8406(7) 0.9335(12) 0.0423(18) Uani 1 1 d . . . . .
H7 H 0.626916 0.823068 0.873211 0.051 Uiso 1 1 calc R U . . .
C8 C 0.750000 0.9208(9) 1.1847(15) 0.048(3) Uani 1 2 d S T P . .
H8 H 0.750000 0.959087 1.307536 0.058 Uiso 1 2 calc R U P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0238(5) 0.0423(5) 0.0375(5) 0.000 0.000 0.0015(4)
O1 0.029(2) 0.069(4) 0.087(4) -0.028(4) -0.008(3) -0.004(3)
O2 0.032(3) 0.064(3) 0.050(3) -0.016(3) -0.006(2) -0.007(2)
O3 0.052(3) 0.053(3) 0.059(4) -0.013(3) 0.010(3) 0.003(3)
N1 0.051(4) 0.049(4) 0.035(3) -0.015(3) 0.006(3) 0.005(3)
C1 0.027(3) 0.043(4) 0.042(4) -0.005(3) -0.006(3) -0.004(3)
C2 0.023(3) 0.032(3) 0.033(3) 0.003(3) -0.004(2) -0.003(2)
C3 0.033(4) 0.026(4) 0.031(4) -0.005(4) 0.000 0.000
C4 0.023(3) 0.037(3) 0.030(4) -0.007(3) 0.002(2) -0.001(2)
C5 0.024(4) 0.026(4) 0.024(4) 0.001(4) 0.000 0.000
C6 0.027(4) 0.031(5) 0.028(4) 0.003(4) 0.000 0.000
C7 0.038(4) 0.052(5) 0.037(4) -0.006(4) 0.004(3) 0.001(3)
C8 0.075(8) 0.037(5) 0.034(5) -0.013(5) 0.000 0.000

_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 O2 1.917(5) 2_665 ?
Zn1 O2 1.917(5) . ?
Zn1 O3 1.977(6) 2_665 ?
Zn1 O3 1.977(6) . ?
O1 C1 1.218(8) . ?
O2 C1 1.272(9) . ?
O3 H3A 0.8510 . ?
O3 H3B 0.8507 . ?
N1 C7 1.332(9) . ?
N1 C8 1.315(7) . ?
C1 C2 1.497(8) . ?
C2 C3 1.387(8) . ?
C2 C4 1.384(9) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.395(7) . ?
C5 C6 1.495(11) . ?
C6 C7 1.390(8) . ?
C6 C7 1.390(9) 4_655 ?
C7 H7 0.9300 . ?
C8 H8 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
O2 Zn1 O2 129.3(4) 2_665 . ?
O2 Zn1 O3 108.0(3) . 2_665 ?
O2 Zn1 O3 105.7(2) . . ?
O2 Zn1 O3 105.7(2) 2_665 2_665 ?
O2 Zn1 O3 108.0(3) 2_665 . ?
O3 Zn1 O3 94.9(4) 2_665 . ?
C1 O2 Zn1 113.8(4) . . ?
Zn1 O3 H3A 109.2 . . ?
Zn1 O3 H3B 109.3 . . ?
H3A O3 H3B 104.5 . . ?
C8 N1 C7 115.9(7) . . ?
O1 C1 O2 122.8(6) . . ?
O1 C1 C2 121.8(6) . . ?
O2 C1 C2 115.3(5) . . ?
C3 C2 C1 118.5(6) . . ?
C4 C2 C1 121.2(5) . . ?
C4 C2 C3 120.3(6) . . ?
C2 C3 C2 119.5(8) . 4_655 ?
C2 C3 H3 120.3 . . ?
C2 C3 H3 120.3 4_655 . ?
C2 C4 H4 119.8 . . ?
C2 C4 C5 120.4(5) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C4 118.9(8) 4_655 . ?
C4 C5 C6 120.5(4) 4_655 . ?
C4 C5 C6 120.5(4) . . ?
C7 C6 C5 122.7(5) 4_655 . ?
C7 C6 C5 122.7(5) . . ?
C7 C6 C7 114.5(9) 4_655 . ?
N1 C7 C6 123.2(7) . . ?
N1 C7 H7 118.4 . . ?
C6 C7 H7 118.4 . . ?
N1 C8 N1 127.4(9) . 4_655 ?
N1 C8 H8 116.3 4_655 . ?
N1 C8 H8 116.3 . . ?

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
O3 H3A O1 0.85 1.99 2.718(8) 142.3 5_544 yes
O3 H3B N1 0.85 1.92 2.748(8) 162.9 5_543 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
Zn1 O2 C1 O1 -3.6(10) . . . . ?
Zn1 O2 C1 C2 -179.6(5) . . . . ?
O1 C1 C2 C3 -162.0(8) . . . . ?
O1 C1 C2 C4 19.1(11) . . . . ?
O2 C1 C2 C3 14.0(10) . . . . ?
O2 C1 C2 C4 -164.8(6) . . . . ?
C1 C2 C3 C2 178.1(5) . . . 4_655 ?
C1 C2 C4 C5 -179.7(7) . . . . ?
C2 C4 C5 C4 0.2(12) . . . 4_655 ?
C2 C4 C5 C6 -178.0(7) . . . . ?
C3 C2 C4 C5 1.5(10) . . . . ?
C4 C2 C3 C2 -3.1(12) . . . 4_655 ?
C4 C5 C6 C7 179.7(7) 4_655 . . . ?
C4 C5 C6 C7 -2.1(13) . . . . ?
C4 C5 C6 C7 2.1(13) 4_655 . . 4_655 ?
C4 C5 C6 C7 -179.7(7) . . . 4_655 ?
C5 C6 C7 N1 179.7(7) . . . . ?
C7 N1 C8 N1 1.0(17) . . . 4_655 ?
C7 C6 C7 N1 -2.5(14) 4_655 . . . ?
C8 N1 C7 C6 0.9(11) . . . . ?

_shelx_res_file                  
;
TITL IMU-Zn1.res in Ama2
    imu-zn1.res
    created by SHELXL-2018/3 at 10:06:35 on 05-Jul-2024
REM Old TITL 222 in Cmcm #63
REM SHELXT solution in Ama2: R1 0.101, Rweak 0.007, Alpha 0.003
REM <I/s> 0.555 for 38 systematic absences, Orientation a'=c, b'=-b, c'=a
REM Flack x = 0.077 ( 0.026 ) from 320 Parsons' quotients
REM Formula found by SHELXT: C14 N4 O2 Zn
CELL 0.71073 16.115 12.152 6.558 90 90 90
ZERR 4 0.007 0.006 0.003 0 0 0
LATT -5
SYMM -X,-Y,+Z
SYMM 0.5+X,-Y,+Z
SYMM 0.5-X,+Y,+Z
SFAC C H N O Zn
UNIT 48 40 8 24 4
EQIV $1 +X,-0.5+Y,-0.5+Z
EQIV $2 +X,-0.5+Y,-1.5+Z

L.S. 4 0 0
PLAN  5
TEMP 0
CONF
HTAB O3 O1_$1
HTAB O3 N1_$2
list 4
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\IMU-Zn1.hkl">
REM </olex2.extras>

WGHT    0.072300
FVAR       0.53760
ZN1   5    0.500000    0.500000    0.015509    10.50000    0.02377    0.04233 =
         0.03751    0.00000    0.00000    0.00152
O1    4    0.530838    0.662457    0.309332    11.00000    0.02887    0.06931 =
         0.08667   -0.02780   -0.00805   -0.00393
O2    4    0.603090    0.540261    0.140690    11.00000    0.03210    0.06358 =
         0.04983   -0.01566   -0.00578   -0.00705
O3    4    0.528062    0.386129   -0.188407    11.00000    0.05178    0.05347 =
         0.05913   -0.01300    0.00957    0.00261
AFIX   7
H3A   2    0.528752    0.323389   -0.130777    11.00000   -1.50000
H3B   2    0.577672    0.395739   -0.229006    11.00000   -1.50000
AFIX   0
N1    3    0.676819    0.896864    1.107760    11.00000    0.05073    0.04934 =
         0.03486   -0.01505    0.00635    0.00485
C1    1    0.596263    0.616074    0.273433    11.00000    0.02741    0.04337 =
         0.04201   -0.00549   -0.00644   -0.00387
C2    1    0.675628    0.650203    0.373653    11.00000    0.02330    0.03202 =
         0.03263    0.00312   -0.00413   -0.00312
C3    1    0.750000    0.616835    0.286838    10.50000    0.03285    0.02640 =
         0.03125   -0.00503    0.00000    0.00000
AFIX  43
H3    2    0.750000    0.572437    0.171328    10.50000   -1.20000
AFIX   0
C4    1    0.675449    0.711909    0.550976    11.00000    0.02346    0.03719 =
         0.03005   -0.00733    0.00244   -0.00073
AFIX  43
H4    2    0.625304    0.732523    0.609864    11.00000   -1.20000
AFIX   0
C5    1    0.750000    0.743399    0.641988    10.50000    0.02432    0.02561 =
         0.02388    0.00132    0.00000    0.00000
C6    1    0.750000    0.806964    0.837212    10.50000    0.02673    0.03054 =
         0.02766    0.00292    0.00000    0.00000
C7    1    0.677449    0.840646    0.933462    11.00000    0.03781    0.05175 =
         0.03748   -0.00575    0.00387    0.00106
AFIX  43
H7    2    0.626916    0.823068    0.873211    11.00000   -1.20000
AFIX   0
C8    1    0.750000    0.920832    1.184713    10.50000    0.07483    0.03657 =
         0.03355   -0.01281    0.00000    0.00000
AFIX  43
H8    2    0.750000    0.959087    1.307536    10.50000   -1.20000
AFIX   0
HKLF 4




REM  IMU-Zn1.res in Ama2
REM wR2 = 0.1214, GooF = S = 1.069, Restrained GooF = 1.069 for all data
REM R1 = 0.0439 for 992 Fo > 4sig(Fo) and 0.0539 for all 1189 data
REM 103 parameters refined using 1 restraints

END

WGHT      0.0723      0.0000

REM Highest difference peak  0.630,  deepest hole -0.625,  1-sigma level  0.092
Q1    1   0.4993  0.5621 -0.0855  11.00000  0.05    0.63
Q2    1   0.5016  0.5623  0.1133  11.00000  0.05    0.52
Q3    1   0.5015  0.3859  0.0122  11.00000  0.05    0.41
Q4    1   0.7500  0.7440  0.7403  10.50000  0.05    0.39
Q5    1   0.5319  0.6014  0.4158  11.00000  0.05    0.37
;
_shelx_res_checksum              61509
_olex2_submission_special_instructions 'No special instructions were received'
