# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2434999'
loop_
_audit_author_name
_audit_author_address
'Snehadrinarayan Khatua'
;North Eastern Hill University
India
;
_audit_update_record             
;
2025-03-28 deposited with the CCDC.	2026-04-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H16 N2 O3'
_chemical_formula_weight         296.32

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   7.5973(6)
_cell_length_b                   8.5961(8)
_cell_length_c                   11.7834(11)
_cell_angle_alpha                71.346(8)
_cell_angle_beta                 88.560(7)
_cell_angle_gamma                83.085(7)
_cell_volume                     723.74(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1567
_cell_measurement_theta_min      3.124
_cell_measurement_theta_max      26.385

_exptl_crystal_description       colorless
_exptl_crystal_colour            plate
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_F_000             312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.917
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4588
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.238
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2951
_reflns_number_gt                2243
_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       'CrysAlis PRO (Agilent, 2013)'
_computing_cell_refinement       'CrysAlis PRO'
_computing_data_reduction        'CrysAlis PRO'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_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)+(0.0549P)²+0.1482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2951
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1238
_refine_ls_wR_factor_gt          0.1130
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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_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
C1 C 0.7282(2) 0.6588(2) 0.57193(16) 0.0390(4) Uani 1 1 d . . . . .
C2 C 0.5129(2) 0.8420(2) 0.43444(15) 0.0344(4) Uani 1 1 d . . . . .
C3 C 0.4854(3) 0.9794(2) 0.33293(16) 0.0454(5) Uani 1 1 d . . . . .
H3 H 0.581139 1.026857 0.290883 0.055 Uiso 1 1 calc R U . . .
C4 C 0.3150(3) 1.0443(2) 0.29531(17) 0.0498(5) Uani 1 1 d . . . . .
H4 H 0.294614 1.137323 0.227822 0.060 Uiso 1 1 calc R U . . .
C5 C 0.1730(3) 0.9716(2) 0.35774(17) 0.0482(5) Uani 1 1 d . . . . .
H5 H 0.057618 1.017137 0.332689 0.058 Uiso 1 1 calc R U . . .
C6 C 0.2019(2) 0.8326(2) 0.45646(16) 0.0398(4) Uani 1 1 d . . . . .
H6 H 0.105447 0.784257 0.496822 0.048 Uiso 1 1 calc R U . . .
C7 C 0.3739(2) 0.7624(2) 0.49731(14) 0.0308(4) Uani 1 1 d . . . . .
C8 C 0.41724(19) 0.61578(19) 0.60191(14) 0.0290(4) Uani 1 1 d . . . . .
C9 C 0.59101(19) 0.5736(2) 0.64047(14) 0.0324(4) Uani 1 1 d . . . . .
C10 C 0.6543(2) 0.4396(2) 0.75331(16) 0.0400(4) Uani 1 1 d . . . . .
H10A H 0.674530 0.335090 0.737254 0.048 Uiso 1 1 calc R U . . .
H10B H 0.766461 0.462397 0.778239 0.048 Uiso 1 1 calc R U . . .
C11 C 0.27089(19) 0.3846(2) 0.74926(14) 0.0304(4) Uani 1 1 d . . . . .
C12 C 0.1311(2) 0.2939(2) 0.74794(16) 0.0385(4) Uani 1 1 d . . . . .
H12 H 0.053569 0.327576 0.682454 0.046 Uiso 1 1 calc R U . . .
C13 C 0.1067(2) 0.1556(2) 0.84233(18) 0.0487(5) Uani 1 1 d . . . . .
H13 H 0.012165 0.096881 0.840914 0.058 Uiso 1 1 calc R U . . .
C14 C 0.2219(3) 0.1034(2) 0.93922(19) 0.0525(5) Uani 1 1 d . . . . .
H14 H 0.205390 0.009373 1.002996 0.063 Uiso 1 1 calc R U . . .
C15 C 0.3614(2) 0.1908(2) 0.94134(16) 0.0434(5) Uani 1 1 d . . . . .
H15 H 0.439145 0.154966 1.006740 0.052 Uiso 1 1 calc R U . . .
C16 C 0.3876(2) 0.3321(2) 0.84683(14) 0.0326(4) Uani 1 1 d . . . . .
C17 C 0.1376(4) 0.6818(4) 0.8925(3) 0.0962(10) Uani 1 1 d . . . . .
H17A H 0.120001 0.570243 0.937766 0.144 Uiso 1 1 calc R U . . .
H17B H 0.101562 0.704375 0.810721 0.144 Uiso 1 1 calc R U . . .
H17C H 0.068043 0.756944 0.925881 0.144 Uiso 1 1 calc R U . . .
N1 N 0.52713(18) 0.42472(18) 0.85153(13) 0.0364(4) Uani 1 1 d . . . . .
N2 N 0.27839(17) 0.53276(17) 0.65303(12) 0.0334(3) Uani 1 1 d . . . . .
O1 O 0.88613(15) 0.62319(18) 0.59659(14) 0.0603(4) Uani 1 1 d . . . . .
O2 O 0.68647(14) 0.78813(15) 0.47007(11) 0.0421(3) Uani 1 1 d . . . . .
O3 O 0.3151(2) 0.7016(2) 0.89694(15) 0.0694(5) Uani 1 1 d . . . . .
H1N H 0.586(2) 0.378(2) 0.9211(19) 0.047(5) Uiso 1 1 d . . . . .
H2N H 0.172(2) 0.572(2) 0.6167(17) 0.047(5) Uiso 1 1 d . . . . .
H3O H 0.387(4) 0.611(4) 0.873(3) 0.117(11) Uiso 1 1 d . . . . .


_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
C1 O1 1.2203(19) . ?
C1 O2 1.363(2) . ?
C1 C9 1.427(2) . ?
C2 O2 1.373(2) . ?
C2 C3 1.385(2) . ?
C2 C7 1.394(2) . ?
C3 C4 1.372(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.400(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.464(2) . ?
C8 N2 1.3636(19) . ?
C8 C9 1.375(2) . ?
C9 C10 1.498(2) . ?
C10 N1 1.472(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.391(2) . ?
C11 C12 1.394(2) . ?
C11 N2 1.415(2) . ?
C12 C13 1.372(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.378(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.376(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(2) . ?
C15 H15 0.9300 . ?
C16 N1 1.412(2) . ?
C17 O3 1.384(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
N1 H1N 0.89(2) . ?
N2 H2N 0.902(19) . ?
O3 H3O 1.01(3) . ?

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 C1 O2 115.45(15) . . ?
O1 C1 C9 124.62(17) . . ?
O2 C1 C9 119.92(14) . . ?
O2 C2 C3 115.93(14) . . ?
O2 C2 C7 121.58(15) . . ?
C3 C2 C7 122.49(16) . . ?
C4 C3 C2 119.05(16) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 120.11(17) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.34(17) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 121.16(16) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C2 C7 C6 116.78(15) . . ?
C2 C7 C8 118.27(14) . . ?
C6 C7 C8 124.93(14) . . ?
N2 C8 C9 125.68(15) . . ?
N2 C8 C7 116.00(13) . . ?
C9 C8 C7 118.32(14) . . ?
C8 C9 C1 120.64(15) . . ?
C8 C9 C10 124.94(14) . . ?
C1 C9 C10 114.42(14) . . ?
N1 C10 C9 112.66(14) . . ?
N1 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
N1 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C16 C11 C12 119.32(15) . . ?
C16 C11 N2 123.49(14) . . ?
C12 C11 N2 117.05(14) . . ?
C13 C12 C11 120.62(17) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.24(17) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 119.80(17) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 120.84(17) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 119.18(15) . . ?
C11 C16 N1 120.23(14) . . ?
C15 C16 N1 120.56(15) . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 N1 C10 114.09(14) . . ?
C16 N1 H1N 109.4(12) . . ?
C10 N1 H1N 108.5(12) . . ?
C8 N2 C11 131.71(13) . . ?
C8 N2 H2N 116.2(12) . . ?
C11 N2 H2N 111.9(12) . . ?
C1 O2 C2 120.83(12) . . ?
C17 O3 H3O 108.1(17) . . ?

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 C2 C3 C4 -177.14(17) . . . . ?
C7 C2 C3 C4 2.8(3) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C4 C5 C6 C7 0.9(3) . . . . ?
O2 C2 C7 C6 177.01(16) . . . . ?
C3 C2 C7 C6 -3.0(3) . . . . ?
O2 C2 C7 C8 -1.5(2) . . . . ?
C3 C2 C7 C8 178.55(16) . . . . ?
C5 C6 C7 C2 1.1(3) . . . . ?
C5 C6 C7 C8 179.46(17) . . . . ?
C2 C7 C8 N2 -173.61(15) . . . . ?
C6 C7 C8 N2 8.1(2) . . . . ?
C2 C7 C8 C9 6.6(2) . . . . ?
C6 C7 C8 C9 -171.70(17) . . . . ?
N2 C8 C9 C1 172.86(16) . . . . ?
C7 C8 C9 C1 -7.4(3) . . . . ?
N2 C8 C9 C10 -7.0(3) . . . . ?
C7 C8 C9 C10 172.76(16) . . . . ?
O1 C1 C9 C8 -175.91(18) . . . . ?
O2 C1 C9 C8 3.0(3) . . . . ?
O1 C1 C9 C10 3.9(3) . . . . ?
O2 C1 C9 C10 -177.12(16) . . . . ?
C8 C9 C10 N1 -35.1(2) . . . . ?
C1 C9 C10 N1 145.07(16) . . . . ?
C16 C11 C12 C13 0.9(3) . . . . ?
N2 C11 C12 C13 -175.07(16) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C12 C13 C14 C15 0.2(3) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C12 C11 C16 C15 -0.4(2) . . . . ?
N2 C11 C16 C15 175.26(16) . . . . ?
C12 C11 C16 N1 -178.20(15) . . . . ?
N2 C11 C16 N1 -2.5(2) . . . . ?
C14 C15 C16 C11 -0.1(3) . . . . ?
C14 C15 C16 N1 177.64(17) . . . . ?
C11 C16 N1 C10 -61.3(2) . . . . ?
C15 C16 N1 C10 120.92(17) . . . . ?
C9 C10 N1 C16 81.88(18) . . . . ?
C9 C8 N2 C11 -3.9(3) . . . . ?
C7 C8 N2 C11 176.36(16) . . . . ?
C16 C11 N2 C8 31.9(3) . . . . ?
C12 C11 N2 C8 -152.39(17) . . . . ?
O1 C1 O2 C2 -178.57(16) . . . . ?
C9 C1 O2 C2 2.4(3) . . . . ?
C3 C2 O2 C1 176.92(16) . . . . ?
C7 C2 O2 C1 -3.1(2) . . . . ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.035

