# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_kp-_ms_1
_database_code_depnum_ccdc_archive 'CCDC 1897522'
loop_
_audit_author_name
_audit_author_address
'Dr. Krishna Murthy Potla'
;SIDDHARTHA ACADEMY OF HIGHER EDUCATION (DEEMED TO BE UNIVERSITY)
India
;
_audit_update_record             
;
2025-06-19 deposited with the CCDC.	2025-06-26 downloaded from the CCDC.
;
_audit_creation_date             2025-06-19
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H19 N3 O3'
_chemical_formula_sum            'C17 H19 N3 O3'
_chemical_formula_weight         313.35
_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'

_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   10.4250(17)
_cell_length_b                   8.2092(12)
_cell_length_c                   35.697(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3055.0(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2502
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.01
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.29
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0768
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            11331
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.023
_diffrn_reflns_theta_max         25.023
_diffrn_reflns_theta_min         1.141
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1739
_reflns_number_total             2675
_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       'Bruker SAINT'
_computing_data_collection       'Bruker smart Apex2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-1997  (Sheldrick, 2008)'
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2675
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1164
_refine_ls_R_factor_gt           0.0758
_refine_ls_restrained_S_all      1.081
_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)+(0.0693P)²+2.2856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.1862
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C20(H21,H22), C17(H19,H18), C14(H16,H15), C11(H12,H13)
1.b Aromatic/amide H refined with riding coordinates:
 C26(H27), C24(H25), C31(H32), C29(H30), C2(H3), C9(H10), C7(H8), C4(H5)
1.c Idealised Me refined as rotating group:
 C33(H34,H36,H35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O42 O 0.6716(2) 0.3969(3) 0.83926(7) 0.0593(7) Uani 1 1 d . . . . .
N39 N 0.5951(2) 0.4203(3) 0.68376(7) 0.0419(7) Uani 1 1 d . . . . .
N38 N 0.6004(3) 0.5265(3) 0.60691(8) 0.0488(7) Uani 1 1 d . . . . .
O41 O 0.6955(3) 0.6906(4) 0.43682(8) 0.0891(10) Uani 1 1 d . . . . .
N37 N 0.6128(4) 0.7396(5) 0.45758(10) 0.0676(10) Uani 1 1 d . . . . .
C23 C 0.6123(3) 0.4198(3) 0.72315(9) 0.0365(8) Uani 1 1 d . . . . .
C6 C 0.6010(3) 0.5737(4) 0.56991(9) 0.0425(8) Uani 1 1 d . . . . .
C28 C 0.6446(3) 0.4101(4) 0.80152(9) 0.0431(8) Uani 1 1 d . . . . .
C26 C 0.5483(3) 0.5018(4) 0.78577(10) 0.0459(8) Uani 1 1 d . . . . .
H27 H 0.492884 0.560736 0.801051 0.055 Uiso 1 1 calc R U . . .
O40 O 0.5302(4) 0.8369(5) 0.44721(9) 0.1067(13) Uani 1 1 d . . . . .
C24 C 0.5336(3) 0.5066(4) 0.74746(10) 0.0461(8) Uani 1 1 d . . . . .
H25 H 0.468466 0.570571 0.737433 0.055 Uiso 1 1 calc R U . . .
C1 C 0.6082(4) 0.6840(4) 0.49589(10) 0.0507(9) Uani 1 1 d . . . . .
C31 C 0.7081(3) 0.3265(4) 0.73992(10) 0.0475(9) Uani 1 1 d . . . . .
H32 H 0.762636 0.265277 0.724862 0.057 Uiso 1 1 calc R U . . .
C20 C 0.5032(3) 0.5374(4) 0.66921(9) 0.0474(9) Uani 1 1 d . . . . .
H21 H 0.534387 0.646695 0.674136 0.057 Uiso 1 1 calc R U . . .
H22 H 0.422443 0.524349 0.682370 0.057 Uiso 1 1 calc R U . . .
C29 C 0.7241(3) 0.3227(4) 0.77791(10) 0.0486(9) Uani 1 1 d . . . . .
H30 H 0.789796 0.260079 0.788081 0.058 Uiso 1 1 calc R U . . .
C2 C 0.6946(4) 0.5683(5) 0.50795(11) 0.0587(10) Uani 1 1 d . . . . .
H3 H 0.755154 0.526771 0.491383 0.070 Uiso 1 1 calc R U . . .
C17 C 0.4804(3) 0.5188(5) 0.62814(9) 0.0536(10) Uani 1 1 d . . . . .
H19 H 0.438801 0.415107 0.623444 0.064 Uiso 1 1 calc R U . . .
H18 H 0.423352 0.604512 0.619630 0.064 Uiso 1 1 calc R U . . .
C9 C 0.5184(4) 0.7421(5) 0.52021(10) 0.0588(10) Uani 1 1 d . . . . .
H10 H 0.459140 0.818811 0.511953 0.071 Uiso 1 1 calc R U . . .
C7 C 0.5140(4) 0.6898(5) 0.55642(10) 0.0555(10) Uani 1 1 d . . . . .
H8 H 0.452108 0.731914 0.572481 0.067 Uiso 1 1 calc R U . . .
C14 C 0.7137(3) 0.4274(4) 0.66193(9) 0.0531(9) Uani 1 1 d . . . . .
H16 H 0.771445 0.342737 0.670588 0.064 Uiso 1 1 calc R U . . .
H15 H 0.755050 0.531600 0.666260 0.064 Uiso 1 1 calc R U . . .
C4 C 0.6916(3) 0.5143(4) 0.54418(10) 0.0547(10) Uani 1 1 d . . . . .
H5 H 0.750866 0.436621 0.551950 0.066 Uiso 1 1 calc R U . . .
C11 C 0.6916(4) 0.4064(5) 0.62066(10) 0.0617(11) Uani 1 1 d . . . . .
H12 H 0.772310 0.418359 0.607406 0.074 Uiso 1 1 calc R U . . .
H13 H 0.658985 0.297796 0.615825 0.074 Uiso 1 1 calc R U . . .
C33 C 0.6103(4) 0.5076(5) 0.86367(11) 0.0755(12) Uani 1 1 d . . . . .
H34 H 0.626331 0.616967 0.855385 0.113 Uiso 1 1 calc R U . . .
H36 H 0.643304 0.493778 0.888573 0.113 Uiso 1 1 calc R U . . .
H35 H 0.519629 0.487277 0.863636 0.113 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
O42 C28 1.381(4) . ?
O42 C33 1.412(4) . ?
N39 C23 1.417(4) . ?
N39 C20 1.454(4) . ?
N39 C14 1.462(4) . ?
N38 C6 1.376(4) . ?
N38 C17 1.464(4) . ?
N38 C11 1.455(4) . ?
O41 N37 1.206(4) . ?
N37 O40 1.231(5) . ?
N37 C1 1.443(5) . ?
C23 C24 1.391(4) . ?
C23 C31 1.394(4) . ?
C6 C7 1.401(5) . ?
C6 C4 1.405(4) . ?
C28 C26 1.375(4) . ?
C28 C29 1.383(5) . ?
C26 H27 0.9300 . ?
C26 C24 1.377(5) . ?
C24 H25 0.9300 . ?
C1 C2 1.377(5) . ?
C1 C9 1.363(5) . ?
C31 H32 0.9300 . ?
C31 C29 1.367(4) . ?
C20 H21 0.9700 . ?
C20 H22 0.9700 . ?
C20 C17 1.493(4) . ?
C29 H30 0.9300 . ?
C2 H3 0.9300 . ?
C2 C4 1.368(5) . ?
C17 H19 0.9700 . ?
C17 H18 0.9700 . ?
C9 H10 0.9300 . ?
C9 C7 1.363(5) . ?
C7 H8 0.9300 . ?
C14 H16 0.9700 . ?
C14 H15 0.9700 . ?
C14 C11 1.501(5) . ?
C4 H5 0.9300 . ?
C11 H12 0.9700 . ?
C11 H13 0.9700 . ?
C33 H34 0.9600 . ?
C33 H36 0.9600 . ?
C33 H35 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
C28 O42 C33 117.3(3) . . ?
C23 N39 C20 116.1(2) . . ?
C23 N39 C14 115.0(3) . . ?
C20 N39 C14 109.9(3) . . ?
C6 N38 C17 120.8(3) . . ?
C6 N38 C11 120.8(3) . . ?
C11 N38 C17 110.8(3) . . ?
O41 N37 O40 122.1(4) . . ?
O41 N37 C1 120.1(4) . . ?
O40 N37 C1 117.8(4) . . ?
C24 C23 N39 122.9(3) . . ?
C24 C23 C31 115.9(3) . . ?
C31 C23 N39 121.2(3) . . ?
N38 C6 C7 121.2(3) . . ?
N38 C6 C4 122.2(3) . . ?
C7 C6 C4 116.5(3) . . ?
O42 C28 C29 115.6(3) . . ?
C26 C28 O42 126.2(3) . . ?
C26 C28 C29 118.2(3) . . ?
C28 C26 H27 119.9 . . ?
C28 C26 C24 120.2(3) . . ?
C24 C26 H27 119.9 . . ?
C23 C24 H25 118.7 . . ?
C26 C24 C23 122.7(3) . . ?
C26 C24 H25 118.7 . . ?
C2 C1 N37 119.5(4) . . ?
C9 C1 N37 121.0(4) . . ?
C9 C1 C2 119.4(3) . . ?
C23 C31 H32 119.1 . . ?
C29 C31 C23 121.8(3) . . ?
C29 C31 H32 119.1 . . ?
N39 C20 H21 109.0 . . ?
N39 C20 H22 109.0 . . ?
N39 C20 C17 112.8(3) . . ?
H21 C20 H22 107.8 . . ?
C17 C20 H21 109.0 . . ?
C17 C20 H22 109.0 . . ?
C28 C29 H30 119.3 . . ?
C31 C29 C28 121.3(3) . . ?
C31 C29 H30 119.3 . . ?
C1 C2 H3 119.9 . . ?
C4 C2 C1 120.3(3) . . ?
C4 C2 H3 119.9 . . ?
N38 C17 C20 111.6(3) . . ?
N38 C17 H19 109.3 . . ?
N38 C17 H18 109.3 . . ?
C20 C17 H19 109.3 . . ?
C20 C17 H18 109.3 . . ?
H19 C17 H18 108.0 . . ?
C1 C9 H10 119.5 . . ?
C7 C9 C1 121.1(4) . . ?
C7 C9 H10 119.5 . . ?
C6 C7 H8 119.4 . . ?
C9 C7 C6 121.2(3) . . ?
C9 C7 H8 119.4 . . ?
N39 C14 H16 109.0 . . ?
N39 C14 H15 109.0 . . ?
N39 C14 C11 112.9(3) . . ?
H16 C14 H15 107.8 . . ?
C11 C14 H16 109.0 . . ?
C11 C14 H15 109.0 . . ?
C6 C4 H5 119.3 . . ?
C2 C4 C6 121.4(3) . . ?
C2 C4 H5 119.3 . . ?
N38 C11 C14 110.7(3) . . ?
N38 C11 H12 109.5 . . ?
N38 C11 H13 109.5 . . ?
C14 C11 H12 109.5 . . ?
C14 C11 H13 109.5 . . ?
H12 C11 H13 108.1 . . ?
O42 C33 H34 109.5 . . ?
O42 C33 H36 109.5 . . ?
O42 C33 H35 109.5 . . ?
H34 C33 H36 109.5 . . ?
H34 C33 H35 109.5 . . ?
H36 C33 H35 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
O42 C28 C26 C24 178.6(3) . . . . ?
O42 C28 C29 C31 -179.5(3) . . . . ?
N39 C23 C24 C26 178.0(3) . . . . ?
N39 C23 C31 C29 -178.8(3) . . . . ?
N39 C20 C17 N38 -54.9(4) . . . . ?
N39 C14 C11 N38 55.9(4) . . . . ?
N38 C6 C7 C9 176.9(3) . . . . ?
N38 C6 C4 C2 -176.9(3) . . . . ?
O41 N37 C1 C2 -3.5(5) . . . . ?
O41 N37 C1 C9 177.6(3) . . . . ?
N37 C1 C2 C4 180.0(3) . . . . ?
N37 C1 C9 C7 -180.0(3) . . . . ?
C23 N39 C20 C17 -174.0(3) . . . . ?
C23 N39 C14 C11 172.8(3) . . . . ?
C23 C31 C29 C28 0.8(5) . . . . ?
C6 N38 C17 C20 -155.1(3) . . . . ?
C6 N38 C11 C14 154.9(3) . . . . ?
C28 C26 C24 C23 0.8(5) . . . . ?
C26 C28 C29 C31 -0.1(5) . . . . ?
O40 N37 C1 C2 176.4(4) . . . . ?
O40 N37 C1 C9 -2.5(5) . . . . ?
C24 C23 C31 C29 -0.7(5) . . . . ?
C1 C2 C4 C6 0.4(6) . . . . ?
C1 C9 C7 C6 -0.4(6) . . . . ?
C31 C23 C24 C26 -0.1(5) . . . . ?
C20 N39 C23 C24 9.5(4) . . . . ?
C20 N39 C23 C31 -172.5(3) . . . . ?
C20 N39 C14 C11 -54.1(4) . . . . ?
C29 C28 C26 C24 -0.7(5) . . . . ?
C2 C1 C9 C7 1.1(6) . . . . ?
C17 N38 C6 C7 33.6(5) . . . . ?
C17 N38 C6 C4 -149.3(3) . . . . ?
C17 N38 C11 C14 -55.4(4) . . . . ?
C9 C1 C2 C4 -1.1(5) . . . . ?
C7 C6 C4 C2 0.3(5) . . . . ?
C14 N39 C23 C24 139.8(3) . . . . ?
C14 N39 C23 C31 -42.3(4) . . . . ?
C14 N39 C20 C17 53.4(4) . . . . ?
C4 C6 C7 C9 -0.3(5) . . . . ?
C11 N38 C6 C7 -179.7(3) . . . . ?
C11 N38 C6 C4 -2.6(5) . . . . ?
C11 N38 C17 C20 55.2(4) . . . . ?
C33 O42 C28 C26 -11.6(5) . . . . ?
C33 O42 C28 C29 167.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
