# Supplementary Information (SI) for Materials Horizons.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_MNIMP
_database_code_depnum_ccdc_archive 'CCDC 2457590'
loop_
_audit_author_name
_audit_author_address
'Tianyu Han'
;Capital Normal University
China
;
_audit_update_record             
;
2025-06-09 deposited with the CCDC.	2025-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'methoxynitrobenzene-salicylaldehyde Schiff base'
_chemical_name_common            MNIMP
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H24 N4 O8'
_chemical_formula_weight         544.51

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.9306(2)
_cell_length_b                   6.83720(10)
_cell_length_c                   22.9367(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.7220(10)
_cell_angle_gamma                90
_cell_volume                     2489.80(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2792
_cell_measurement_theta_min      4.27
_cell_measurement_theta_max      27.44

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.909
_shelx_estimated_absorpt_T_min   0.805
_shelx_estimated_absorpt_T_max   0.854
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9038
_exptl_absorpt_correction_T_max  0.9924
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'hybrid pixel array detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16811
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.256
_diffrn_reflns_theta_max         75.907
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4973
_reflns_number_gt                4675
_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       'CrystalClear (Rigaku Corp., 2000)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2000)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2000)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP-3
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0594P)²+0.8581P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4973
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.1040
_refine_ls_wR_factor_gt          0.1021
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_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
O1 O 0.44930(5) 0.19044(14) 0.04418(3) 0.0272(2) Uani 1 1 d . . . . .
N1 N 0.47478(6) 0.16856(14) 0.09579(4) 0.0193(2) Uani 1 1 d . . . . .
O2 O 0.54966(5) 0.15172(14) 0.11294(4) 0.0278(2) Uani 1 1 d . . . . .
N2 N 0.23167(6) 0.16509(14) 0.25959(4) 0.0164(2) Uani 1 1 d . . . . .
C2 C 0.41258(7) 0.16535(16) 0.13955(5) 0.0161(2) Uani 1 1 d . . . . .
O3 O 0.18901(5) 0.26787(13) 0.15106(3) 0.02218(19) Uani 1 1 d . . . . .
N3 N 0.48682(6) 0.31047(16) 0.44182(4) 0.0224(2) Uani 1 1 d . . . . .
C3 C 0.33017(7) 0.21571(16) 0.12125(5) 0.0170(2) Uani 1 1 d . . . . .
H3 H 0.314516 0.248199 0.081566 0.020 Uiso 1 1 calc R U . . .
O4 O 0.07414(5) 0.12756(12) 0.27279(3) 0.02135(19) Uani 1 1 d . . . . .
H4 H 0.117789 0.134892 0.254704 0.026 Uiso 1 1 calc R U . . .
N4 N 0.71967(6) 0.38565(14) 0.27264(4) 0.0163(2) Uani 1 1 d . . . . .
C4 C 0.27154(7) 0.21717(16) 0.16249(5) 0.0163(2) Uani 1 1 d . . . . .
O5 O 0.41078(5) 0.31448(15) 0.42699(4) 0.0299(2) Uani 1 1 d . . . . .
C5 C 0.29579(7) 0.16728(16) 0.22123(5) 0.0152(2) Uani 1 1 d . . . . .
O6 O 0.51540(6) 0.27854(18) 0.49220(4) 0.0398(3) Uani 1 1 d . . . . .
C6 C 0.37885(7) 0.11193(16) 0.23705(5) 0.0167(2) Uani 1 1 d . . . . .
H6 H 0.394674 0.074026 0.276263 0.020 Uiso 1 1 calc R U . . .
O7 O 0.77286(5) 0.34263(13) 0.38258(3) 0.02033(19) Uani 1 1 d . . . . .
C7 C 0.43871(7) 0.11137(16) 0.19640(5) 0.0171(2) Uani 1 1 d . . . . .
H7 H 0.495476 0.075340 0.207141 0.021 Uiso 1 1 calc R U . . .
O8 O 0.87750(5) 0.39866(13) 0.25699(3) 0.02202(19) Uani 1 1 d . . . . .
H8 H 0.834398 0.402265 0.275737 0.026 Uiso 1 1 calc R U . . .
C8 C 0.15776(7) 0.2872(2) 0.09099(5) 0.0257(3) Uani 1 1 d . . . . .
H8A H 0.186549 0.395965 0.073188 0.039 Uiso 1 1 calc R U . . .
H8B H 0.097066 0.313144 0.088618 0.039 Uiso 1 1 calc R U . . .
H8C H 0.168262 0.165894 0.070044 0.039 Uiso 1 1 calc R U . . .
C9 C 0.24575(7) 0.20280(16) 0.31449(5) 0.0163(2) Uani 1 1 d . . . . .
H9 H 0.301010 0.236495 0.329960 0.020 Uiso 1 1 calc R U . . .
C10 C 0.17815(7) 0.19433(16) 0.35285(5) 0.0164(2) Uani 1 1 d . . . . .
C11 C 0.19476(7) 0.22510(17) 0.41329(5) 0.0194(2) Uani 1 1 d . . . . .
H11 H 0.250597 0.253451 0.428734 0.023 Uiso 1 1 calc R U . . .
C12 C 0.13106(7) 0.21469(18) 0.45055(5) 0.0224(2) Uani 1 1 d . . . . .
H12 H 0.143121 0.233064 0.491437 0.027 Uiso 1 1 calc R U . . .
C13 C 0.04848(7) 0.17677(17) 0.42745(5) 0.0225(2) Uani 1 1 d . . . . .
H13 H 0.004609 0.169084 0.453015 0.027 Uiso 1 1 calc R U . . .
C14 C 0.02993(7) 0.15043(17) 0.36813(5) 0.0212(2) Uani 1 1 d . . . . .
H14 H -0.026593 0.128108 0.353041 0.025 Uiso 1 1 calc R U . . .
C15 C 0.09438(7) 0.15660(16) 0.33018(5) 0.0171(2) Uani 1 1 d . . . . .
C17 C 0.54596(7) 0.34158(16) 0.39723(5) 0.0172(2) Uani 1 1 d . . . . .
C18 C 0.51464(7) 0.37787(16) 0.34023(5) 0.0176(2) Uani 1 1 d . . . . .
H18 H 0.455820 0.390892 0.330326 0.021 Uiso 1 1 calc R U . . .
C19 C 0.57157(7) 0.39466(16) 0.29805(5) 0.0170(2) Uani 1 1 d . . . . .
H19 H 0.551569 0.419835 0.258599 0.020 Uiso 1 1 calc R U . . .
C20 C 0.65791(7) 0.37513(16) 0.31268(5) 0.0154(2) Uani 1 1 d . . . . .
C21 C 0.68789(7) 0.34893(16) 0.37193(5) 0.0162(2) Uani 1 1 d . . . . .
C22 C 0.63158(7) 0.32953(17) 0.41440(5) 0.0177(2) Uani 1 1 d . . . . .
H22 H 0.650887 0.308539 0.454202 0.021 Uiso 1 1 calc R U . . .
C23 C 0.80656(7) 0.33446(19) 0.44224(5) 0.0231(3) Uani 1 1 d . . . . .
H23A H 0.781425 0.438446 0.464515 0.035 Uiso 1 1 calc R U . . .
H23B H 0.867766 0.352274 0.444224 0.035 Uiso 1 1 calc R U . . .
H23C H 0.793586 0.207060 0.458900 0.035 Uiso 1 1 calc R U . . .
C24 C 0.70230(7) 0.35794(16) 0.21735(5) 0.0169(2) Uani 1 1 d . . . . .
H24 H 0.645788 0.334477 0.202447 0.020 Uiso 1 1 calc R U . . .
C25 C 0.76876(7) 0.36250(16) 0.17792(5) 0.0164(2) Uani 1 1 d . . . . .
C26 C 0.85420(7) 0.37906(16) 0.19946(5) 0.0172(2) Uani 1 1 d . . . . .
C27 C 0.91711(7) 0.37001(17) 0.16048(5) 0.0202(2) Uani 1 1 d . . . . .
H27 H 0.974678 0.378349 0.174783 0.024 Uiso 1 1 calc R U . . .
C28 C 0.89580(7) 0.34901(17) 0.10134(5) 0.0211(2) Uani 1 1 d . . . . .
H28 H 0.938986 0.343770 0.075184 0.025 Uiso 1 1 calc R U . . .
C29 C 0.81141(7) 0.33529(18) 0.07925(5) 0.0217(2) Uani 1 1 d . . . . .
H29 H 0.797355 0.322637 0.038369 0.026 Uiso 1 1 calc R U . . .
C30 C 0.74885(7) 0.34031(17) 0.11739(5) 0.0194(2) Uani 1 1 d . . . . .
H30 H 0.691599 0.328640 0.102584 0.023 Uiso 1 1 calc R U . . .


_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
O1 N1 1.2285(12) . ?
N1 O2 1.2304(12) . ?
N1 C2 1.4674(13) . ?
N2 C9 1.2868(14) . ?
N2 C5 1.4020(14) . ?
C2 C7 1.3859(15) . ?
C2 C3 1.3884(15) . ?
O3 C4 1.3640(13) . ?
O3 C8 1.4321(13) . ?
N3 O6 1.2262(13) . ?
N3 O5 1.2312(13) . ?
N3 C17 1.4620(13) . ?
C3 C4 1.3830(15) . ?
C3 H3 0.9500 . ?
O4 C15 1.3438(13) . ?
O4 H4 0.8400 . ?
N4 C24 1.2895(14) . ?
N4 C20 1.4020(13) . ?
C4 C5 1.4127(14) . ?
C5 C6 1.3953(15) . ?
C6 C7 1.3873(15) . ?
C6 H6 0.9500 . ?
O7 C21 1.3563(12) . ?
O7 C23 1.4294(13) . ?
C7 H7 0.9500 . ?
O8 C26 1.3476(13) . ?
O8 H8 0.8400 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.4469(15) . ?
C9 H9 0.9500 . ?
C10 C11 1.4057(15) . ?
C10 C15 1.4155(15) . ?
C11 C12 1.3813(16) . ?
C11 H11 0.9500 . ?
C12 C13 1.4014(17) . ?
C12 H12 0.9500 . ?
C13 C14 1.3802(16) . ?
C13 H13 0.9500 . ?
C14 C15 1.4003(15) . ?
C14 H14 0.9500 . ?
C17 C18 1.3827(15) . ?
C17 C22 1.3906(15) . ?
C18 C19 1.3843(15) . ?
C18 H18 0.9500 . ?
C19 C20 1.3951(14) . ?
C19 H19 0.9500 . ?
C20 C21 1.4144(15) . ?
C21 C22 1.3837(15) . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.4481(14) . ?
C24 H24 0.9500 . ?
C25 C30 1.4067(15) . ?
C25 C26 1.4138(15) . ?
C26 C27 1.3984(15) . ?
C27 C28 1.3784(16) . ?
C27 H27 0.9500 . ?
C28 C29 1.4002(16) . ?
C28 H28 0.9500 . ?
C29 C30 1.3795(16) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?

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 N1 O2 123.66(9) . . ?
O1 N1 C2 118.22(9) . . ?
O2 N1 C2 118.12(9) . . ?
C9 N2 C5 122.31(9) . . ?
C7 C2 C3 123.63(10) . . ?
C7 C2 N1 118.70(9) . . ?
C3 C2 N1 117.67(9) . . ?
C4 O3 C8 117.50(8) . . ?
O6 N3 O5 123.01(9) . . ?
O6 N3 C17 118.32(9) . . ?
O5 N3 C17 118.66(9) . . ?
C4 C3 C2 118.04(10) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
C15 O4 H4 109.5 . . ?
C24 N4 C20 122.10(9) . . ?
O3 C4 C3 124.40(10) . . ?
O3 C4 C5 115.36(9) . . ?
C3 C4 C5 120.24(10) . . ?
C6 C5 N2 123.95(10) . . ?
C6 C5 C4 119.50(9) . . ?
N2 C5 C4 116.42(9) . . ?
C7 C6 C5 121.04(10) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C21 O7 C23 117.66(8) . . ?
C2 C7 C6 117.50(10) . . ?
C2 C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
C26 O8 H8 109.5 . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 120.56(10) . . ?
N2 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C15 119.00(10) . . ?
C11 C10 C9 120.31(10) . . ?
C15 C10 C9 120.69(10) . . ?
C12 C11 C10 120.95(10) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 119.35(10) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C14 C13 C12 121.00(10) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.03(10) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
O4 C15 C14 118.39(10) . . ?
O4 C15 C10 121.98(9) . . ?
C14 C15 C10 119.63(10) . . ?
C18 C17 C22 123.20(10) . . ?
C18 C17 N3 118.97(9) . . ?
C22 C17 N3 117.82(9) . . ?
C17 C18 C19 118.00(10) . . ?
C17 C18 H18 121.0 . . ?
C19 C18 H18 121.0 . . ?
C18 C19 C20 120.91(10) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C19 C20 N4 124.66(9) . . ?
C19 C20 C21 119.44(9) . . ?
N4 C20 C21 115.87(9) . . ?
O7 C21 C22 124.44(9) . . ?
O7 C21 C20 115.47(9) . . ?
C22 C21 C20 120.09(9) . . ?
C21 C22 C17 118.20(10) . . ?
C21 C22 H22 120.9 . . ?
C17 C22 H22 120.9 . . ?
O7 C23 H23A 109.5 . . ?
O7 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O7 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N4 C24 C25 120.15(10) . . ?
N4 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C30 C25 C26 119.07(10) . . ?
C30 C25 C24 119.80(10) . . ?
C26 C25 C24 121.05(10) . . ?
O8 C26 C27 118.45(10) . . ?
O8 C26 C25 121.99(9) . . ?
C27 C26 C25 119.54(10) . . ?
C28 C27 C26 120.16(10) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C29 120.95(10) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C30 C29 C28 119.42(10) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C29 C30 C25 120.84(10) . . ?
C29 C30 H30 119.6 . . ?
C25 C30 H30 119.6 . . ?

_refine_diff_density_max         0.323
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.042


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: tetrahydrofuran-ethanol'
_chemical_properties_physical    Photo-sensitive
_exptl_crystal_preparation       Luminescent
