# 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_mkl21
_database_code_depnum_ccdc_archive 'CCDC 2472615'
loop_
_audit_author_name
_audit_author_address
'Malay Dolai'
;Prabhat Kumar College, West Bengal, India
India
;
_audit_update_record             
;
2025-07-14 deposited with the CCDC.	2025-11-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H26 N2 O3'
_chemical_formula_sum            'C17 H26 N2 O3'
_chemical_formula_weight         306.40

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/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                   15.2981(12)
_cell_length_b                   9.4511(8)
_cell_length_c                   12.1139(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.350(5)
_cell_angle_gamma                90.00
_cell_volume                     1743.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    300
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      28.38

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664.0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.839
_exptl_absorpt_correction_T_max  0.922
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24880
_diffrn_reflns_av_R_equivalents  0.1189
_diffrn_reflns_av_sigmaI/netI    0.0793
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.98
_diffrn_reflns_theta_max         28.38
_reflns_number_total             4366
_reflns_number_gt                2598
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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 > 2sigma(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)+(0.1410P)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         4366
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1423
_refine_ls_R_factor_gt           0.0929
_refine_ls_wR_factor_ref         0.2803
_refine_ls_wR_factor_gt          0.2538
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_restrained_S_all      1.181
_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
N1 N 0.42753(15) 0.4628(2) -0.11462(19) 0.0464(5) Uani 1 1 d . . .
O2 O 0.40093(14) 0.2719(2) 0.02638(18) 0.0551(6) Uani 1 1 d . . .
H2 H 0.4299 0.3139 -0.0169 0.083 Uiso 1 1 calc R . .
N2 N 0.47691(15) 0.5178(2) -0.1933(2) 0.0494(6) Uani 1 1 d . . .
H5 H 0.4741 0.6065 -0.2089 0.059 Uiso 1 1 calc R . .
C3 C 0.37346(17) 0.5446(3) -0.0726(2) 0.0457(6) Uani 1 1 d . . .
C8 C 0.19044(16) 0.4992(2) 0.1116(2) 0.0412(6) Uani 1 1 d . . .
H4 H 0.1416 0.5480 0.1318 0.049 Uiso 1 1 calc R . .
O3 O 0.53649(15) 0.3048(2) -0.2262(2) 0.0669(7) Uani 1 1 d . . .
C2 C 0.53004(18) 0.4318(3) -0.2461(2) 0.0499(7) Uani 1 1 d . . .
C4 C 0.31671(16) 0.4915(2) 0.0084(2) 0.0392(5) Uani 1 1 d . . .
C9 C 0.24227(16) 0.5661(2) 0.0404(2) 0.0401(6) Uani 1 1 d . . .
C7 C 0.20562(17) 0.3632(3) 0.1559(2) 0.0417(6) Uani 1 1 d . . .
C10 C 0.14306(19) 0.2934(3) 0.2313(3) 0.0537(7) Uani 1 1 d . . .
C11 C 0.1086(3) 0.1549(4) 0.1783(4) 0.0884(13) Uani 1 1 d . . .
H7A H 0.0768 0.1745 0.1079 0.133 Uiso 1 1 calc R . .
H7B H 0.0703 0.1097 0.2260 0.133 Uiso 1 1 calc R . .
H7C H 0.1571 0.0934 0.1678 0.133 Uiso 1 1 calc R . .
C1 C 0.5803(2) 0.5039(4) -0.3294(3) 0.0717(10) Uani 1 1 d . . .
H8A H 0.6417 0.4841 -0.3136 0.108 Uiso 1 1 calc R . .
H8B H 0.5708 0.6041 -0.3261 0.108 Uiso 1 1 calc R . .
H8C H 0.5607 0.4699 -0.4022 0.108 Uiso 1 1 calc R . .
C5 C 0.33302(17) 0.3557(3) 0.0523(2) 0.0426(6) Uani 1 1 d . . .
C6 C 0.28001(17) 0.2942(3) 0.1261(2) 0.0439(6) Uani 1 1 d . . .
C14 C 0.21718(19) 0.7164(3) -0.0024(2) 0.0468(6) Uani 1 1 d . . .
C16 C 0.2009(2) 0.7195(4) -0.1302(3) 0.0668(9) Uani 1 1 d . . .
H12A H 0.1544 0.6550 -0.1539 0.100 Uiso 1 1 calc R . .
H12B H 0.2536 0.6918 -0.1619 0.100 Uiso 1 1 calc R . .
H12C H 0.1848 0.8135 -0.1542 0.100 Uiso 1 1 calc R . .
C17 C 0.2890(2) 0.8224(3) 0.0404(3) 0.0627(8) Uani 1 1 d . . .
H13A H 0.3443 0.7937 0.0160 0.094 Uiso 1 1 calc R . .
H13B H 0.2935 0.8246 0.1200 0.094 Uiso 1 1 calc R . .
H13C H 0.2741 0.9150 0.0120 0.094 Uiso 1 1 calc R . .
C15 C 0.1317(2) 0.7691(3) 0.0408(3) 0.0660(9) Uani 1 1 d . . .
H14A H 0.1182 0.8620 0.0120 0.099 Uiso 1 1 calc R . .
H14B H 0.1388 0.7727 0.1203 0.099 Uiso 1 1 calc R . .
H14C H 0.0847 0.7057 0.0171 0.099 Uiso 1 1 calc R . .
C12 C 0.0647(2) 0.3882(4) 0.2491(3) 0.0750(10) Uani 1 1 d . . .
H15A H 0.0334 0.4100 0.1787 0.113 Uiso 1 1 calc R . .
H15B H 0.0851 0.4743 0.2848 0.113 Uiso 1 1 calc R . .
H15C H 0.0262 0.3399 0.2948 0.113 Uiso 1 1 calc R . .
C13 C 0.1926(3) 0.2649(4) 0.3452(3) 0.0819(12) Uani 1 1 d . . .
H16A H 0.1535 0.2216 0.3928 0.123 Uiso 1 1 calc R . .
H16B H 0.2140 0.3526 0.3772 0.123 Uiso 1 1 calc R . .
H16C H 0.2411 0.2027 0.3367 0.123 Uiso 1 1 calc R . .
O1 O 0.30195(17) 0.1610(2) 0.1658(2) 0.0656(7) Uani 1 1 d . . .
H2 H 0.373(2) 0.648(3) -0.093(3) 0.063(9) Uiso 1 1 d . . .
H6 H 0.350(3) 0.149(4) 0.135(3) 0.095(15) 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
N1 C3 1.273(3) . ?
N1 N2 1.372(3) . ?
O2 C5 1.366(3) . ?
O2 H2 0.8200 . ?
N2 C2 1.352(3) . ?
N2 H5 0.8600 . ?
C3 C4 1.459(3) . ?
C3 H2 1.01(3) . ?
C8 C9 1.378(3) . ?
C8 C7 1.404(3) . ?
C8 H4 0.9300 . ?
O3 C2 1.226(3) . ?
C2 C1 1.489(4) . ?
C4 C5 1.402(3) . ?
C4 C9 1.424(3) . ?
C9 C14 1.548(3) . ?
C7 C6 1.388(4) . ?
C7 C10 1.533(4) . ?
C10 C11 1.530(5) . ?
C10 C12 1.528(4) . ?
C10 C13 1.534(5) . ?
C11 H7A 0.9600 . ?
C11 H7B 0.9600 . ?
C11 H7C 0.9600 . ?
C1 H8A 0.9600 . ?
C1 H8B 0.9600 . ?
C1 H8C 0.9600 . ?
C5 C6 1.390(4) . ?
C6 O1 1.378(3) . ?
C14 C15 1.536(4) . ?
C14 C16 1.545(4) . ?
C14 C17 1.541(4) . ?
C16 H12A 0.9600 . ?
C16 H12B 0.9600 . ?
C16 H12C 0.9600 . ?
C17 H13A 0.9600 . ?
C17 H13B 0.9600 . ?
C17 H13C 0.9600 . ?
C15 H14A 0.9600 . ?
C15 H14B 0.9600 . ?
C15 H14C 0.9600 . ?
C12 H15A 0.9600 . ?
C12 H15B 0.9600 . ?
C12 H15C 0.9600 . ?
C13 H16A 0.9600 . ?
C13 H16B 0.9600 . ?
C13 H16C 0.9600 . ?
O1 H6 0.87(4) . ?

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
C3 N1 N2 117.9(2) . . ?
C5 O2 H2 109.5 . . ?
C2 N2 N1 119.7(2) . . ?
C2 N2 H5 120.2 . . ?
N1 N2 H5 120.2 . . ?
N1 C3 C4 120.7(2) . . ?
N1 C3 H2 118.4(18) . . ?
C4 C3 H2 120.8(18) . . ?
C9 C8 C7 125.1(2) . . ?
C9 C8 H4 117.5 . . ?
C7 C8 H4 117.5 . . ?
O3 C2 N2 122.4(3) . . ?
O3 C2 C1 123.0(3) . . ?
N2 C2 C1 114.6(3) . . ?
C5 C4 C9 118.0(2) . . ?
C5 C4 C3 118.3(2) . . ?
C9 C4 C3 123.6(2) . . ?
C8 C9 C4 117.7(2) . . ?
C8 C9 C14 119.4(2) . . ?
C4 C9 C14 122.9(2) . . ?
C6 C7 C8 116.2(2) . . ?
C6 C7 C10 121.7(2) . . ?
C8 C7 C10 122.1(2) . . ?
C7 C10 C11 109.2(3) . . ?
C7 C10 C12 111.9(2) . . ?
C11 C10 C12 108.5(3) . . ?
C7 C10 C13 109.2(2) . . ?
C11 C10 C13 110.4(3) . . ?
C12 C10 C13 107.7(3) . . ?
C10 C11 H7A 109.5 . . ?
C10 C11 H7B 109.5 . . ?
H7A C11 H7B 109.5 . . ?
C10 C11 H7C 109.5 . . ?
H7A C11 H7C 109.5 . . ?
H7B C11 H7C 109.5 . . ?
C2 C1 H8A 109.5 . . ?
C2 C1 H8B 109.5 . . ?
H8A C1 H8B 109.5 . . ?
C2 C1 H8C 109.5 . . ?
H8A C1 H8C 109.5 . . ?
H8B C1 H8C 109.5 . . ?
O2 C5 C6 114.0(2) . . ?
O2 C5 C4 123.8(2) . . ?
C6 C5 C4 122.2(2) . . ?
O1 C6 C7 121.2(2) . . ?
O1 C6 C5 118.0(2) . . ?
C7 C6 C5 120.8(2) . . ?
C15 C14 C16 105.8(3) . . ?
C15 C14 C17 106.1(2) . . ?
C16 C14 C17 111.6(3) . . ?
C15 C14 C9 112.1(2) . . ?
C16 C14 C9 111.4(2) . . ?
C17 C14 C9 109.7(2) . . ?
C14 C16 H12A 109.5 . . ?
C14 C16 H12B 109.5 . . ?
H12A C16 H12B 109.5 . . ?
C14 C16 H12C 109.5 . . ?
H12A C16 H12C 109.5 . . ?
H12B C16 H12C 109.5 . . ?
C14 C17 H13A 109.5 . . ?
C14 C17 H13B 109.5 . . ?
H13A C17 H13B 109.5 . . ?
C14 C17 H13C 109.5 . . ?
H13A C17 H13C 109.5 . . ?
H13B C17 H13C 109.5 . . ?
C14 C15 H14A 109.5 . . ?
C14 C15 H14B 109.5 . . ?
H14A C15 H14B 109.5 . . ?
C14 C15 H14C 109.5 . . ?
H14A C15 H14C 109.5 . . ?
H14B C15 H14C 109.5 . . ?
C10 C12 H15A 109.5 . . ?
C10 C12 H15B 109.5 . . ?
H15A C12 H15B 109.5 . . ?
C10 C12 H15C 109.5 . . ?
H15A C12 H15C 109.5 . . ?
H15B C12 H15C 109.5 . . ?
C10 C13 H16A 109.5 . . ?
C10 C13 H16B 109.5 . . ?
H16A C13 H16B 109.5 . . ?
C10 C13 H16C 109.5 . . ?
H16A C13 H16C 109.5 . . ?
H16B C13 H16C 109.5 . . ?
C6 O1 H6 99(3) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        28.38
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.113
