# Supplementary Information (SI) for Green Chemistry.
# 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_340467_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2420501'
loop_
_audit_author_name
_audit_author_address
'KAMLESH SATPUTE'
;INDIAN INSTITUTE OF TECHNOLOGY ROPAR
India
;
_audit_update_record             
;
2025-01-30 deposited with the CCDC.	2026-04-10 downloaded from the CCDC.
;
_audit_creation_date             2025-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H21 N O2'
_chemical_formula_sum            'C18 H21 N O2'
_chemical_formula_weight         283.36
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.3594(4)
_cell_length_b                   7.8751(5)
_cell_length_c                   18.3484(14)
_cell_angle_alpha                85.295(2)
_cell_angle_beta                 87.694(3)
_cell_angle_gamma                88.454(2)
_cell_volume                     770.96(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5886
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.521
_cell_measurement_theta_min      2.596
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6295
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1121 before and 0.0628 after correction.
The Ratio of minimum to maximum transmission is 0.8445.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.123
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12309
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.658
_diffrn_reflns_theta_min         2.596
_diffrn_ambient_temperature      298
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2 microsource'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2650
_reflns_number_total             3205
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         3205
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0588
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0768P)²+0.2474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1598
_refine_ls_wR_factor_ref         0.1683
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C13(H13), C14(H14), C18(H18), C17(H17), C2(H2), C1(H1A)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O1 O 0.5348(3) 0.8565(2) 0.07984(7) 0.0587(4) Uani 1 1 d . . . . .
O2 O 0.8541(3) 0.7918(2) 0.40789(8) 0.0670(5) Uani 1 1 d . . . . .
N1 N 0.4417(3) 0.7685(2) 0.43164(8) 0.0520(4) Uani 1 1 d . . . . .
C3 C -0.0795(4) 0.6609(3) 0.90496(10) 0.0561(5) Uani 1 1 d . . . . .
H3 H -0.092996 0.654984 0.955790 0.067 Uiso 1 1 calc R U . . .
C4 C -0.2511(4) 0.7537(3) 0.86359(12) 0.0601(5) Uani 1 1 d . . . . .
H4 H -0.381939 0.811054 0.886646 0.072 Uiso 1 1 calc R U . . .
C5 C -0.2314(4) 0.7629(3) 0.78851(11) 0.0535(5) Uani 1 1 d . . . . .
H5 H -0.349719 0.826238 0.761480 0.064 Uiso 1 1 calc R U . . .
C6 C -0.0392(3) 0.6797(2) 0.75232(9) 0.0437(4) Uani 1 1 d . . . . .
C7 C -0.0262(4) 0.6929(3) 0.66954(10) 0.0608(6) Uani 1 1 d . . . . .
H7A H -0.102620 0.592795 0.653492 0.073 Uiso 1 1 calc R U . . .
H7B H -0.126908 0.791113 0.652350 0.073 Uiso 1 1 calc R U . . .
C8 C 0.2294(3) 0.7084(3) 0.63258(9) 0.0483(5) Uani 1 1 d . . . . .
H8A H 0.329838 0.607881 0.647000 0.058 Uiso 1 1 calc R U . . .
H8B H 0.310256 0.806541 0.648899 0.058 Uiso 1 1 calc R U . . .
C9 C 0.2179(4) 0.7277(3) 0.54981(10) 0.0566(5) Uani 1 1 d . . . . .
H9A H 0.139903 0.628221 0.533746 0.068 Uiso 1 1 calc R U . . .
H9B H 0.112847 0.826306 0.535813 0.068 Uiso 1 1 calc R U . . .
C10 C 0.4682(4) 0.7481(3) 0.51098(10) 0.0549(5) Uani 1 1 d . . . . .
H10A H 0.548181 0.847113 0.526744 0.066 Uiso 1 1 calc R U . . .
H10B H 0.573412 0.648714 0.523560 0.066 Uiso 1 1 calc R U . . .
C11 C 0.6407(3) 0.7879(2) 0.38565(10) 0.0457(4) Uani 1 1 d . . . . .
C12 C 0.5944(3) 0.8057(2) 0.30562(9) 0.0394(4) Uani 1 1 d . . . . .
C13 C 0.7685(3) 0.8923(2) 0.25923(10) 0.0436(4) Uani 1 1 d . . . . .
H13 H 0.905665 0.939186 0.278882 0.052 Uiso 1 1 calc R U . . .
C14 C 0.7410(3) 0.9096(2) 0.18471(10) 0.0460(4) Uani 1 1 d . . . . .
H14 H 0.855818 0.971251 0.154569 0.055 Uiso 1 1 calc R U . . .
C15 C 0.5414(3) 0.8349(2) 0.15457(9) 0.0419(4) Uani 1 1 d . . . . .
C16 C 0.3258(5) 0.7949(4) 0.04602(11) 0.0736(7) Uani 1 1 d . . . . .
H16A H 0.338820 0.825204 -0.005717 0.110 Uiso 1 1 calc R U . . .
H16B H 0.175269 0.844626 0.066028 0.110 Uiso 1 1 calc R U . . .
H16C H 0.321727 0.673118 0.054860 0.110 Uiso 1 1 calc R U . . .
C18 C 0.3929(3) 0.7358(2) 0.27478(9) 0.0434(4) Uani 1 1 d . . . . .
H18 H 0.273000 0.679693 0.305161 0.052 Uiso 1 1 calc R U . . .
C17 C 0.3660(3) 0.7476(2) 0.19958(9) 0.0442(4) Uani 1 1 d . . . . .
H17 H 0.232014 0.697466 0.179694 0.053 Uiso 1 1 calc R U . . .
C2 C 0.1128(4) 0.5767(3) 0.86999(11) 0.0603(6) Uani 1 1 d . . . . .
H2 H 0.229895 0.512918 0.897324 0.072 Uiso 1 1 calc R U . . .
C1 C 0.1328(4) 0.5864(3) 0.79453(11) 0.0547(5) Uani 1 1 d . . . . .
H1A H 0.264107 0.529271 0.771634 0.066 Uiso 1 1 calc R U . . .
H1 H 0.280(4) 0.779(2) 0.4157(11) 0.048(5) 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
O1 C15 1.370(2) . ?
O1 C16 1.417(3) . ?
O2 C11 1.232(2) . ?
N1 C10 1.464(2) . ?
N1 C11 1.337(2) . ?
N1 H1 0.93(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(3) . ?
C3 C2 1.376(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(3) . ?
C6 C7 1.513(2) . ?
C6 C1 1.384(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.507(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.518(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.499(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.494(2) . ?
C12 C13 1.391(2) . ?
C12 C18 1.386(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.389(3) . ?
C15 C17 1.385(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C17 1.388(2) . ?
C17 H17 0.9300 . ?
C2 H2 0.9300 . ?
C2 C1 1.380(3) . ?
C1 H1A 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
C15 O1 C16 118.04(15) . . ?
C10 N1 H1 116.1(12) . . ?
C11 N1 C10 121.35(16) . . ?
C11 N1 H1 122.2(12) . . ?
C4 C3 H3 120.5 . . ?
C4 C3 C2 118.92(18) . . ?
C2 C3 H3 120.5 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.67(18) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.31(18) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C7 119.37(17) . . ?
C5 C6 C1 117.56(17) . . ?
C1 C6 C7 123.08(17) . . ?
C6 C7 H7A 108.0 . . ?
C6 C7 H7B 108.0 . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 C6 117.02(16) . . ?
C8 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
C7 C8 H8A 109.2 . . ?
C7 C8 H8B 109.2 . . ?
C7 C8 C9 112.19(16) . . ?
H8A C8 H8B 107.9 . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C8 113.85(16) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
N1 C10 C9 110.67(16) . . ?
N1 C10 H10A 109.5 . . ?
N1 C10 H10B 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
O2 C11 N1 121.79(17) . . ?
O2 C11 C12 120.91(16) . . ?
N1 C11 C12 117.30(16) . . ?
C13 C12 C11 117.96(16) . . ?
C18 C12 C11 123.76(16) . . ?
C18 C12 C13 118.24(16) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.05(16) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.91(16) . . ?
C15 C14 H14 120.0 . . ?
O1 C15 C14 115.22(15) . . ?
O1 C15 C17 124.69(17) . . ?
C17 C15 C14 120.09(16) . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C18 H18 119.2 . . ?
C12 C18 C17 121.51(16) . . ?
C17 C18 H18 119.2 . . ?
C15 C17 C18 119.14(17) . . ?
C15 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C3 C2 H2 119.8 . . ?
C3 C2 C1 120.34(19) . . ?
C1 C2 H2 119.8 . . ?
C6 C1 H1A 119.4 . . ?
C2 C1 C6 121.20(18) . . ?
C2 C1 H1A 119.4 . . ?

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
O1 C15 C17 C18 -179.53(16) . . . . ?
O2 C11 C12 C13 -25.5(3) . . . . ?
O2 C11 C12 C18 152.2(2) . . . . ?
N1 C11 C12 C13 154.24(18) . . . . ?
N1 C11 C12 C18 -28.1(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C3 C2 C1 C6 -0.3(3) . . . . ?
C4 C3 C2 C1 0.3(3) . . . . ?
C4 C5 C6 C7 179.7(2) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C5 C6 C7 C8 141.2(2) . . . . ?
C5 C6 C1 C2 0.1(3) . . . . ?
C6 C7 C8 C9 -177.72(19) . . . . ?
C7 C6 C1 C2 -179.5(2) . . . . ?
C7 C8 C9 C10 178.5(2) . . . . ?
C8 C9 C10 N1 -179.16(18) . . . . ?
C10 N1 C11 O2 -1.0(3) . . . . ?
C10 N1 C11 C12 179.29(17) . . . . ?
C11 N1 C10 C9 -179.67(19) . . . . ?
C11 C12 C13 C14 178.32(16) . . . . ?
C11 C12 C18 C17 -176.22(16) . . . . ?
C12 C13 C14 C15 -2.2(3) . . . . ?
C12 C18 C17 C15 -1.6(3) . . . . ?
C13 C12 C18 C17 1.4(3) . . . . ?
C13 C14 C15 O1 -178.51(16) . . . . ?
C13 C14 C15 C17 2.0(3) . . . . ?
C14 C15 C17 C18 -0.1(3) . . . . ?
C16 O1 C15 C14 -175.19(19) . . . . ?
C16 O1 C15 C17 4.3(3) . . . . ?
C18 C12 C13 C14 0.5(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C1 C6 C7 C8 -39.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
