# Supplementary Information (SI) for ChemComm.
# 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_PA3
_database_code_depnum_ccdc_archive 'CCDC 2512397'
loop_
_audit_author_name
_audit_author_address
'Tapas Ghosh'
;JU
India
;
_audit_update_record             
;
2025-12-01 deposited with the CCDC.	2026-04-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT082_PA3                 
;
PROBLEM: High R1 Value ..................................       0.22 Report
RESPONSE: This alert is a consequence of the relatively low quality of
the diffraction data.
However, it represents the best possible structure.
;
_vrf_PLAT084_PA3                 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.57 Report
RESPONSE: This alert is a consequence of the relatively low quality of
the diffraction data.
However, it represents the best possible structure.
;
# end validation reply form

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H15 N3 O5'
_chemical_formula_sum            'C22 H15 N3 O5'
_chemical_formula_weight         401.37

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'

_space_group_crystal_system      Monoclinic
_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.3324(7)
_cell_length_b                   21.7592(16)
_cell_length_c                   9.8515(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.594(3)
_cell_angle_gamma                90.00
_cell_volume                     1847.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    250
_cell_measurement_theta_min      2.9
_cell_measurement_theta_max      27.1

_exptl_crystal_description       Niddle
_exptl_crystal_colour            White
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_process_details   
;
'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL 
SPACE EXPLORATION,
Bruker Analytical X-ray Systems, 1997
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            50773
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         27.15
_reflns_number_total             4085
_reflns_number_gt                1617
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'SMART APEX II (Bruker,2010)'
_computing_cell_refinement       'SMART APEX II'
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4085
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3153
_refine_ls_R_factor_gt           0.2223
_refine_ls_wR_factor_ref         0.5679
_refine_ls_wR_factor_gt          0.4795
_refine_ls_goodness_of_fit_ref   1.888
_refine_ls_restrained_S_all      1.888
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0434(8) 0.4595(3) 0.1300(7) 0.128(2) Uani 1 1 d . . .
O4 O -0.0109(8) 0.7228(3) 0.2033(6) 0.126(2) Uani 1 1 d . . .
O3 O 0.3739(6) 0.5558(2) 0.9362(5) 0.0960(16) Uani 1 1 d . . .
N1 N 0.2593(7) 0.4688(3) 0.8051(7) 0.0897(18) Uani 1 1 d . . .
O2 O -0.0137(7) 0.3679(3) 0.1621(6) 0.127(2) Uani 1 1 d . . .
O5 O 0.1113(6) 0.7345(2) 0.0596(6) 0.116(2) Uani 1 1 d . . .
N2 N 0.0375(7) 0.4177(3) 0.2092(7) 0.099(2) Uani 1 1 d . . .
C2 C 0.0965(7) 0.4297(3) 0.3697(8) 0.083(2) Uani 1 1 d . . .
C3 C 0.1604(7) 0.4861(3) 0.4198(8) 0.0796(19) Uani 1 1 d . . .
H3 H 0.1672 0.5160 0.3550 0.096 Uiso 1 1 calc R . .
C4 C 0.2149(8) 0.4974(3) 0.5702(8) 0.0783(18) Uani 1 1 d . . .
C5 C 0.2973(7) 0.5480(3) 0.6652(7) 0.0754(18) Uani 1 1 d . . .
C6 C 0.3558(7) 0.5998(3) 0.6299(6) 0.0758(18) Uani 1 1 d . . .
C7 C 0.3387(7) 0.6112(3) 0.4755(7) 0.0752(18) Uani 1 1 d . . .
C8 C 0.2259(8) 0.6543(3) 0.3915(7) 0.0786(18) Uani 1 1 d . . .
H8 H 0.1644 0.6752 0.4314 0.094 Uiso 1 1 calc R . .
C9 C 0.2107(8) 0.6640(3) 0.2490(7) 0.0799(19) Uani 1 1 d . . .
N3 N 0.0959(8) 0.7103(3) 0.1651(7) 0.098(2) Uani 1 1 d . . .
C11 C 0.2952(8) 0.6349(3) 0.1840(8) 0.088(2) Uani 1 1 d . . .
H11 H 0.2799 0.6427 0.0866 0.106 Uiso 1 1 calc R . .
C12 C 0.4049(9) 0.5932(4) 0.2672(8) 0.096(2) Uani 1 1 d . . .
H12 H 0.4641 0.5721 0.2251 0.115 Uiso 1 1 calc R . .
C13 C 0.4282(8) 0.5823(3) 0.4126(8) 0.0848(19) Uani 1 1 d . . .
H13 H 0.5054 0.5551 0.4680 0.102 Uiso 1 1 calc R . .
C14 C 0.4460(8) 0.6477(3) 0.7365(7) 0.0817(19) Uani 1 1 d . . .
C15 C 0.3890(9) 0.6777(3) 0.8322(8) 0.088(2) Uani 1 1 d . . .
H15 H 0.2897 0.6685 0.8269 0.106 Uiso 1 1 calc R . .
C16 C 0.4747(10) 0.7197(3) 0.9317(8) 0.094(2) Uani 1 1 d . . .
H16 H 0.4375 0.7369 0.9983 0.113 Uiso 1 1 calc R . .
C17 C 0.6199(11) 0.7370(4) 0.9336(10) 0.109(3) Uani 1 1 d . . .
H17 H 0.6780 0.7669 0.9992 0.131 Uiso 1 1 calc R . .
C18 C 0.6768(10) 0.7099(4) 0.8383(10) 0.105(2) Uani 1 1 d . . .
H18 H 0.7729 0.7216 0.8390 0.126 Uiso 1 1 calc R . .
C19 C 0.5902(8) 0.6651(3) 0.7414(7) 0.0848(19) Uani 1 1 d . . .
H19 H 0.6300 0.6465 0.6784 0.102 Uiso 1 1 calc R . .
C20 C 0.0868(9) 0.3827(3) 0.4588(9) 0.092(2) Uani 1 1 d . . .
H20 H 0.0472 0.3446 0.4196 0.111 Uiso 1 1 calc R . .
C21 C 0.1366(9) 0.3934(3) 0.6062(9) 0.093(2) Uani 1 1 d . . .
H21 H 0.1266 0.3631 0.6687 0.111 Uiso 1 1 calc R . .
C22 C 0.2026(8) 0.4500(3) 0.6621(7) 0.0797(18) Uani 1 1 d . . .
C23 C 0.3176(8) 0.5281(3) 0.8204(8) 0.084(2) Uani 1 1 d . . .
C24 C 0.2528(9) 0.4350(4) 0.9307(8) 0.104(2) Uani 1 1 d . . .
H24A H 0.3014 0.4588 1.0186 0.156 Uiso 1 1 calc R . .
H24B H 0.3063 0.3966 0.9404 0.156 Uiso 1 1 calc R . .
H24C H 0.1465 0.4274 0.9158 0.156 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 N2 1.214(7) . ?
O4 N3 1.223(7) . ?
O3 C23 1.216(8) . ?
N1 C22 1.364(8) . ?
N1 C23 1.387(9) . ?
N1 C24 1.460(8) . ?
O2 N2 1.203(7) . ?
O5 N3 1.220(7) . ?
N2 C2 1.485(9) . ?
C2 C3 1.371(9) . ?
C2 C20 1.372(9) . ?
C3 C4 1.391(9) . ?
C3 H3 0.9300 . ?
C4 C22 1.407(8) . ?
C4 C5 1.458(9) . ?
C5 C6 1.353(9) . ?
C5 C23 1.529(9) . ?
C6 C7 1.488(8) . ?
C6 C14 1.490(9) . ?
C7 C13 1.369(9) . ?
C7 C8 1.415(9) . ?
C8 C9 1.372(9) . ?
C8 H8 0.9300 . ?
C9 C11 1.349(9) . ?
C9 N3 1.472(9) . ?
C11 C12 1.377(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(9) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C19 1.381(9) . ?
C14 C15 1.409(10) . ?
C15 C16 1.353(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.400(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(12) . ?
C17 H17 0.9300 . ?
C18 C19 1.386(9) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.364(10) . ?
C20 H20 0.9300 . ?
C21 C22 1.392(9) . ?
C21 H21 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
C22 N1 C23 111.8(6) . . ?
C22 N1 C24 126.7(6) . . ?
C23 N1 C24 121.3(6) . . ?
O2 N2 O1 122.4(7) . . ?
O2 N2 C2 120.0(7) . . ?
O1 N2 C2 117.6(6) . . ?
C3 C2 C20 124.3(7) . . ?
C3 C2 N2 118.2(6) . . ?
C20 C2 N2 117.5(7) . . ?
C2 C3 C4 118.2(6) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
C3 C4 C22 117.9(6) . . ?
C3 C4 C5 134.7(6) . . ?
C22 C4 C5 107.1(6) . . ?
C6 C5 C4 128.9(6) . . ?
C6 C5 C23 125.8(6) . . ?
C4 C5 C23 105.1(5) . . ?
C5 C6 C7 120.4(6) . . ?
C5 C6 C14 125.1(6) . . ?
C7 C6 C14 114.4(5) . . ?
C13 C7 C8 119.0(6) . . ?
C13 C7 C6 122.8(6) . . ?
C8 C7 C6 118.2(6) . . ?
C9 C8 C7 117.5(6) . . ?
C9 C8 H8 121.3 . . ?
C7 C8 H8 121.3 . . ?
C11 C9 C8 124.3(7) . . ?
C11 C9 N3 119.2(6) . . ?
C8 C9 N3 116.5(6) . . ?
O5 N3 O4 122.9(7) . . ?
O5 N3 C9 118.3(7) . . ?
O4 N3 C9 118.8(6) . . ?
C9 C11 C12 117.6(6) . . ?
C9 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C11 C12 C13 120.9(7) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C7 C13 C12 120.6(7) . . ?
C7 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C19 C14 C15 117.5(6) . . ?
C19 C14 C6 119.7(6) . . ?
C15 C14 C6 122.7(7) . . ?
C16 C15 C14 121.9(7) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C17 119.4(7) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C18 C17 C16 120.1(8) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 119.7(8) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C14 C19 C18 121.3(7) . . ?
C14 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C21 C20 C2 118.4(7) . . ?
C21 C20 H20 120.8 . . ?
C2 C20 H20 120.8 . . ?
C20 C21 C22 119.3(7) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
N1 C22 C21 127.7(7) . . ?
N1 C22 C4 110.4(6) . . ?
C21 C22 C4 121.9(6) . . ?
O3 C23 N1 124.9(6) . . ?
O3 C23 C5 129.8(6) . . ?
N1 C23 C5 105.2(6) . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

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
O2 N2 C2 C3 177.1(6) . . . . ?
O1 N2 C2 C3 -2.9(10) . . . . ?
O2 N2 C2 C20 -1.3(10) . . . . ?
O1 N2 C2 C20 178.7(7) . . . . ?
C20 C2 C3 C4 -2.0(10) . . . . ?
N2 C2 C3 C4 179.7(5) . . . . ?
C2 C3 C4 C22 0.6(9) . . . . ?
C2 C3 C4 C5 175.1(6) . . . . ?
C3 C4 C5 C6 -5.1(12) . . . . ?
C22 C4 C5 C6 169.7(7) . . . . ?
C3 C4 C5 C23 179.6(7) . . . . ?
C22 C4 C5 C23 -5.5(7) . . . . ?
C4 C5 C6 C7 0.5(10) . . . . ?
C23 C5 C6 C7 174.9(6) . . . . ?
C4 C5 C6 C14 -176.6(6) . . . . ?
C23 C5 C6 C14 -2.3(10) . . . . ?
C5 C6 C7 C13 -77.0(8) . . . . ?
C14 C6 C7 C13 100.4(7) . . . . ?
C5 C6 C7 C8 103.7(7) . . . . ?
C14 C6 C7 C8 -78.9(7) . . . . ?
C13 C7 C8 C9 1.1(9) . . . . ?
C6 C7 C8 C9 -179.6(5) . . . . ?
C7 C8 C9 C11 0.6(10) . . . . ?
C7 C8 C9 N3 -178.3(5) . . . . ?
C11 C9 N3 O5 -21.8(9) . . . . ?
C8 C9 N3 O5 157.1(6) . . . . ?
C11 C9 N3 O4 157.8(7) . . . . ?
C8 C9 N3 O4 -23.3(9) . . . . ?
C8 C9 C11 C12 -0.8(11) . . . . ?
N3 C9 C11 C12 178.0(6) . . . . ?
C9 C11 C12 C13 -0.7(11) . . . . ?
C8 C7 C13 C12 -2.5(10) . . . . ?
C6 C7 C13 C12 178.2(6) . . . . ?
C11 C12 C13 C7 2.3(11) . . . . ?
C5 C6 C14 C19 126.0(7) . . . . ?
C7 C6 C14 C19 -51.2(7) . . . . ?
C5 C6 C14 C15 -55.5(9) . . . . ?
C7 C6 C14 C15 127.2(7) . . . . ?
C19 C14 C15 C16 -3.7(10) . . . . ?
C6 C14 C15 C16 177.8(6) . . . . ?
C14 C15 C16 C17 4.4(11) . . . . ?
C15 C16 C17 C18 -2.3(12) . . . . ?
C16 C17 C18 C19 -0.5(13) . . . . ?
C15 C14 C19 C18 0.9(9) . . . . ?
C6 C14 C19 C18 179.4(6) . . . . ?
C17 C18 C19 C14 1.1(11) . . . . ?
C3 C2 C20 C21 3.4(11) . . . . ?
N2 C2 C20 C21 -178.3(6) . . . . ?
C2 C20 C21 C22 -3.3(10) . . . . ?
C23 N1 C22 C21 179.5(7) . . . . ?
C24 N1 C22 C21 -4.9(11) . . . . ?
C23 N1 C22 C4 -2.0(8) . . . . ?
C24 N1 C22 C4 173.5(7) . . . . ?
C20 C21 C22 N1 -179.7(7) . . . . ?
C20 C21 C22 C4 2.1(11) . . . . ?
C3 C4 C22 N1 -179.3(5) . . . . ?
C5 C4 C22 N1 4.9(7) . . . . ?
C3 C4 C22 C21 -0.7(10) . . . . ?
C5 C4 C22 C21 -176.6(6) . . . . ?
C22 N1 C23 O3 179.6(6) . . . . ?
C24 N1 C23 O3 3.7(11) . . . . ?
C22 N1 C23 C5 -1.5(8) . . . . ?
C24 N1 C23 C5 -177.4(6) . . . . ?
C6 C5 C23 O3 7.7(11) . . . . ?
C4 C5 C23 O3 -176.9(7) . . . . ?
C6 C5 C23 N1 -171.1(6) . . . . ?
C4 C5 C23 N1 4.3(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.15
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.409
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.211
