# Supplementary Information (SI) for Sustainable Energy & Fuels.
# 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_AR_14
_database_code_depnum_ccdc_archive 'CCDC 2385212'
loop_
_audit_author_name
_audit_author_address
'Dr. Musheer Ahmad'
;Aligarh Muslim University Aligarh
India
;
_audit_update_record             
;
2024-09-19 deposited with the CCDC.	2025-01-21 downloaded from the CCDC.
;
_audit_creation_date             2024-02-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C16 H16 N4 O4 Zn'
_chemical_formula_sum            'C16 H16 N4 O4 Zn'
_chemical_formula_weight         393.73
_chemical_oxdiff_formula         'C68 H64 N12 O16 Zn4 '
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   10.1659(4)
_cell_length_b                   10.2917(4)
_cell_length_c                   16.6225(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.761(4)
_cell_angle_gamma                90
_cell_volume                     1689.20(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4835
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2100
_cell_measurement_theta_min      2.8510
_exptl_absorpt_coefficient_mu    1.483
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61578
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.5480
_exptl_crystal_description       block
_exptl_crystal_F_000             809.5745
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.16
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8976
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_reflns_theta_max         29.46
_diffrn_reflns_theta_min         2.06
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0303
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_measured_fraction_theta_max 0.8440
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  53.00   1.00   13.50    --   13.76  57.00  30.00   53
  2  ω    -39.00   8.00   1.00   13.50    --  -15.95 -77.00-150.00   47
  3  ω      5.00  52.00   1.00   13.50    --  -15.95  19.00-150.00   47
  4  ω    -40.00  42.00   1.00   13.50    --  -15.95  77.00 120.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0684361000
_diffrn_orient_matrix_UB_12      -0.0176238000
_diffrn_orient_matrix_UB_13      0.0030364000
_diffrn_orient_matrix_UB_21      0.0182574000
_diffrn_orient_matrix_UB_22      0.0666350000
_diffrn_orient_matrix_UB_23      0.0012349000
_diffrn_orient_matrix_UB_31      0.0118654000
_diffrn_orient_matrix_UB_32      -0.0006712000
_diffrn_orient_matrix_UB_33      0.0438129000
_diffrn_oxdiff_digest_frames     
;
019a248881874df1100bfe9610d711a05d00027c3e6
;
_diffrn_oxdiff_digest_hkl        
;
01fccae6fd87c39e053d9b7088d94a796430fb
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -13
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                3395
_reflns_number_total             3945
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.3208
_refine_diff_density_min         -0.5390
_refine_diff_density_rms         0.0712
_refine_ls_d_res_high            0.7226
_refine_ls_d_res_low             9.8741
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0409
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    28
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3945
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      1.0409
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+0.8121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0678
_refine_ls_wR_factor_ref         0.0712
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C13(H13), C14(H14), C15(H15), N4(H4), C8(H8), C4(H4a), N2(H2),
 C7(H7), C3(H3)
2.b Idealised Me refined as rotating group:
 C5(H5a,H5b,H5c), C1(H1a,H1b,H1c)
;
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_refinement_flags_posn
Zn1 Zn 0.34091(2) 0.19157(2) 0.076698(12) 0.02564(8) Uani 1.000000 .
O1 O 0.26987(16) 0.30671(13) 0.14849(9) 0.0383(3) Uani 1.000000 .
N1 N 0.35813(16) 0.27712(15) -0.02806(9) 0.0287(3) Uani 1.000000 .
N3 N 0.25198(15) 0.01739(15) 0.05253(9) 0.0274(3) Uani 1.000000 .
O3 O 0.51163(14) 0.12840(14) 0.14841(9) 0.0390(3) Uani 1.000000 .
N4 N 0.13721(17) -0.15304(17) -0.00135(11) 0.0361(4) Uani 1.000000 .
O4 O 0.60160(18) 0.32534(15) 0.15630(12) 0.0567(5) Uani 1.000000 .
C8 C 0.3913(2) 0.2132(2) -0.09390(13) 0.0378(5) Uani 1.000000 .
C4 C 0.2823(2) -0.08504(19) 0.10788(12) 0.0342(4) Uani 1.000000 .
C10 C 0.14809(18) 0.48268(18) 0.18429(11) 0.0270(4) Uani 1.000000 .
C16 C 0.6087(2) 0.20843(18) 0.17249(12) 0.0314(4) Uani 1.000000 .
C6 C 0.34275(19) 0.40153(18) -0.04923(11) 0.0282(4) Uani 1.000000 .
N2 N 0.36366(18) 0.41748(17) -0.12545(10) 0.0367(4) Uani 1.000000 .
C9 C 0.1538(2) 0.36040(19) 0.13555(11) 0.0320(4) Uani 1.000000 .
C7 C 0.3942(2) 0.2997(2) -0.15419(13) 0.0429(5) Uani 1.000000 .
C13 C 0.1399(2) 0.7154(2) 0.26865(13) 0.0359(5) Uani 1.000000 .
C12 C 0.26265(19) 0.65147(18) 0.27567(11) 0.0263(4) Uani 1.000000 .
O2 O 0.05134(18) 0.32321(17) 0.08557(12) 0.0597(5) Uani 1.000000 .
C14 C 0.0219(2) 0.6620(2) 0.22142(14) 0.0406(5) Uani 1.000000 .
C5 C 0.3076(2) 0.5096(2) 0.00060(14) 0.0411(5) Uani 1.000000 .
C15 C 0.0259(2) 0.5471(2) 0.17889(13) 0.0368(5) Uani 1.000000 .
C11 C 0.26587(18) 0.53458(17) 0.23403(10) 0.0244(4) Uani 1.000000 .
C2 C 0.16261(18) -0.02762(18) -0.01313(11) 0.0273(4) Uani 1.000000 .
C1 C 0.0988(2) 0.0469(2) -0.08903(12) 0.0389(5) Uani 1.000000 .
C3 C 0.2113(2) -0.19006(19) 0.07485(14) 0.0384(5) Uani 1.000000 .
H11 H 0.34758(18) 0.49082(17) 0.23954(10) 0.0293(4) Uiso 1.000000 R
H13 H 0.1372(2) 0.7940(2) 0.29576(13) 0.0430(6) Uiso 1.000000 R
H14 H -0.0605(2) 0.7035(2) 0.21819(14) 0.0487(6) Uiso 1.000000 R
H15 H -0.0537(2) 0.5125(2) 0.14643(13) 0.0441(6) Uiso 1.000000 R
H4 H 0.08316(17) -0.20213(17) -0.03609(11) 0.0434(5) Uiso 1.000000 R
H8 H 0.4088(2) 0.1247(2) -0.09610(13) 0.0453(6) Uiso 1.000000 R
H4a H 0.3424(2) -0.08163(19) 0.15966(12) 0.0410(5) Uiso 1.000000 R
H2 H 0.35864(18) 0.48993(17) -0.15178(10) 0.0441(5) Uiso 1.000000 R
H7 H 0.4132(2) 0.2827(2) -0.20521(13) 0.0514(6) Uiso 1.000000 R
H5a H 0.2112(3) 0.5126(9) -0.0062(7) 0.0616(8) Uiso 1.000000 GR
H5b H 0.3506(12) 0.4962(8) 0.05796(18) 0.0616(8) Uiso 1.000000 GR
H5c H 0.3381(14) 0.5903(3) -0.0177(6) 0.0616(8) Uiso 1.000000 GR
H1a H 0.0955(14) 0.1373(3) -0.0755(2) 0.0583(7) Uiso 1.000000 GR
H1b H 0.1512(9) 0.0360(12) -0.1296(4) 0.0583(7) Uiso 1.000000 GR
H1c H 0.0085(6) 0.0153(10) -0.1110(5) 0.0583(7) Uiso 1.000000 GR
H3 H 0.2123(2) -0.27165(19) 0.09904(14) 0.0460(6) Uiso 1.000000 R


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 1.9391(13) . ?
Zn1 N1 1.9959(15) . ?
Zn1 N3 2.0048(15) . ?
Zn1 O3 1.9676(13) . ?
O1 C9 1.274(3) . ?
N1 C8 1.386(2) . ?
N1 C6 1.327(2) . ?
N3 C4 1.385(2) . ?
N3 C2 1.326(2) . ?
O3 C16 1.274(2) . ?
N4 C2 1.340(2) . ?
N4 C3 1.365(3) . ?
N4 H4 0.8600 . ?
O4 C16 1.231(2) . ?
C8 C7 1.346(3) . ?
C8 H8 0.9300 . ?
C4 C3 1.343(3) . ?
C4 H4a 0.9300 . ?
C10 C9 1.505(3) . ?
C10 C15 1.392(3) . ?
C10 C11 1.390(2) . ?
C16 C12 1.504(3) 2_645 ?
C6 N2 1.344(2) . ?
C6 C5 1.481(3) . ?
N2 C7 1.365(3) . ?
N2 H2 0.8600 . ?
C9 O2 1.229(2) . ?
C7 H7 0.9300 . ?
C13 C12 1.391(3) . ?
C13 C14 1.381(3) . ?
C13 H13 0.9300 . ?
C12 C11 1.392(2) . ?
C14 C15 1.384(3) . ?
C14 H14 0.9300 . ?
C5 H5a 0.9600 . ?
C5 H5b 0.9600 . ?
C5 H5c 0.9600 . ?
C15 H15 0.9300 . ?
C11 H11 0.9300 . ?
C2 C1 1.487(3) . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
C3 H3 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
N1 Zn1 O1 112.97(6) . . ?
N3 Zn1 O1 116.97(6) . . ?
N3 Zn1 N1 110.40(6) . . ?
O3 Zn1 O1 103.48(6) . . ?
O3 Zn1 N1 115.25(6) . . ?
O3 Zn1 N3 96.70(6) . . ?
C9 O1 Zn1 128.81(13) . . ?
C8 N1 Zn1 124.61(13) . . ?
C6 N1 Zn1 128.87(13) . . ?
C6 N1 C8 106.51(16) . . ?
C4 N3 Zn1 121.93(12) . . ?
C2 N3 Zn1 131.69(13) . . ?
C2 N3 C4 106.35(16) . . ?
C16 O3 Zn1 118.82(13) . . ?
C3 N4 C2 108.76(17) . . ?
H4 N4 C2 125.62(11) . . ?
H4 N4 C3 125.62(11) . . ?
C7 C8 N1 109.04(18) . . ?
H8 C8 N1 125.48(11) . . ?
H8 C8 C7 125.48(13) . . ?
C3 C4 N3 109.14(18) . . ?
H4a C4 N3 125.43(10) . . ?
H4a C4 C3 125.43(13) . . ?
C15 C10 C9 120.75(17) . . ?
C11 C10 C9 120.23(17) . . ?
C11 C10 C15 119.00(18) . . ?
O4 C16 O3 124.22(19) . . ?
C12 C16 O3 115.52(16) 2_645 . ?
C12 C16 O4 120.26(18) 2_645 . ?
N2 C6 N1 109.43(17) . . ?
C5 C6 N1 127.27(17) . . ?
C5 C6 N2 123.30(17) . . ?
C7 N2 C6 108.77(17) . . ?
H2 N2 C6 125.61(11) . . ?
H2 N2 C7 125.61(11) . . ?
C10 C9 O1 115.11(17) . . ?
O2 C9 O1 125.52(19) . . ?
O2 C9 C10 119.3(2) . . ?
N2 C7 C8 106.24(18) . . ?
H7 C7 C8 126.88(13) . . ?
H7 C7 N2 126.88(11) . . ?
C14 C13 C12 120.02(19) . . ?
H13 C13 C12 119.99(12) . . ?
H13 C13 C14 119.99(12) . . ?
C13 C12 C16 120.31(17) . 2_655 ?
C11 C12 C16 120.11(16) . 2_655 ?
C11 C12 C13 119.57(18) . . ?
C15 C14 C13 120.21(19) . . ?
H14 C14 C13 119.90(12) . . ?
H14 C14 C15 119.90(12) . . ?
H5a C5 C6 109.5 . . ?
H5b C5 C6 109.5 . . ?
H5b C5 H5a 109.5 . . ?
H5c C5 C6 109.5 . . ?
H5c C5 H5a 109.5 . . ?
H5c C5 H5b 109.5 . . ?
C14 C15 C10 120.55(18) . . ?
H15 C15 C10 119.73(12) . . ?
H15 C15 C14 119.73(12) . . ?
C12 C11 C10 120.60(17) . . ?
H11 C11 C10 119.70(11) . . ?
H11 C11 C12 119.70(10) . . ?
N4 C2 N3 109.54(17) . . ?
C1 C2 N3 126.39(18) . . ?
C1 C2 N4 124.07(18) . . ?
H1a C1 C2 109.5 . . ?
H1b C1 C2 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 C2 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
C4 C3 N4 106.21(18) . . ?
H3 C3 N4 126.90(11) . . ?
H3 C3 C4 126.90(13) . . ?


_olex2_date_sample_data_collection 2024-01-31
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.356
_oxdiff_exptl_absorpt_empirical_full_min 0.727
