# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2506292'
loop_
_audit_author_name
_audit_author_address
XUE
;Nanchang University
China
;
_audit_update_record             
;
2025-11-28 deposited with the CCDC.	2026-01-08 downloaded from the CCDC.
;
_audit_creation_date             2025-07-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H19 N O5'
_chemical_formula_sum            'C17 H19 N O5'
_chemical_formula_weight         317.33
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.2763(11)
_cell_length_b                   12.4918(13)
_cell_length_c                   13.2249(13)
_cell_angle_alpha                90
_cell_angle_beta                 109.758(4)
_cell_angle_gamma                90
_cell_volume                     1597.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9986
_cell_measurement_temperature    243.00
_cell_measurement_theta_max      68.34
_cell_measurement_theta_min      3.54
_shelx_estimated_absorpt_T_max   0.909
_shelx_estimated_absorpt_T_min   0.855
_exptl_absorpt_coefficient_mu    0.810
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6407
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0696 before and 0.0461 after correction.
The Ratio of minimum to maximum transmission is 0.8508.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13669
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        66.588
_diffrn_reflns_theta_max         66.588
_diffrn_reflns_theta_min         4.748
_diffrn_ambient_temperature      243.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2648
_reflns_number_total             2766
_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  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2766
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0740
_refine_ls_restrained_S_all      1.073
_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)+(0.0954P)²+1.2194P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1955
_refine_ls_wR_factor_ref         0.1972
_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 Ternary CH refined with riding coordinates:
 C6(H6), C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C13(H13), C14(H14), C15(H15)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C11(H11A,H11B,H11C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O2 O 0.50105(19) 0.40253(15) 0.21044(15) 0.0547(5) Uani 1 1 d . . . . .
O3 O 0.4728(2) 0.51842(17) 0.32793(16) 0.0660(6) Uani 1 1 d . . . . .
O5 O 0.32203(19) 0.29654(17) 0.32785(15) 0.0621(6) Uani 1 1 d . . . . .
O1 O 1.0141(2) 0.23066(18) 0.49069(18) 0.0689(6) Uani 1 1 d . . . . .
N1 N 1.1301(2) 0.31919(18) 0.64782(19) 0.0532(6) Uani 1 1 d . . . . .
O4 O 0.4553(3) 0.2334(2) 0.4858(2) 0.0956(9) Uani 1 1 d . . . . .
C17 C 0.9553(3) 0.4135(2) 0.67590(19) 0.0463(6) Uani 1 1 d . . . . .
C4 C 0.5055(2) 0.4315(2) 0.3063(2) 0.0477(6) Uani 1 1 d . . . . .
C12 C 1.0961(3) 0.38982(19) 0.7172(2) 0.0480(6) Uani 1 1 d . . . . .
C7 C 0.7611(2) 0.2863(2) 0.55761(19) 0.0457(6) Uani 1 1 d . . . . .
H7A H 0.761047 0.216830 0.523201 0.055 Uiso 1 1 calc R U . . .
H7B H 0.739129 0.278072 0.623767 0.055 Uiso 1 1 calc R U . . .
C8 C 0.8933(2) 0.3540(2) 0.57213(18) 0.0447(6) Uani 1 1 d . . . . .
C2 C 0.4410(3) 0.2856(2) 0.40852(19) 0.0474(6) Uani 1 1 d . . . . .
C10 C 1.0157(3) 0.2933(2) 0.5619(2) 0.0506(6) Uani 1 1 d . . . . .
C9 C 0.8061(3) 0.4196(2) 0.4714(2) 0.0513(6) Uani 1 1 d . . . . .
H9A H 0.813026 0.497301 0.482037 0.062 Uiso 1 1 calc R U . . .
H9B H 0.822649 0.399302 0.405151 0.062 Uiso 1 1 calc R U . . .
C16 C 0.8977(3) 0.4806(2) 0.7314(2) 0.0629(7) Uani 1 1 d . . . . .
H16 H 0.802915 0.497228 0.703989 0.075 Uiso 1 1 calc R U . . .
C13 C 1.1796(3) 0.4320(2) 0.8141(2) 0.0637(8) Uani 1 1 d . . . . .
H13 H 1.274241 0.415282 0.842122 0.076 Uiso 1 1 calc R U . . .
C6 C 0.6746(3) 0.3709(3) 0.4819(2) 0.0611(8) Uani 1 1 d . . . . .
H6 H 0.637744 0.420765 0.523775 0.073 Uiso 1 1 calc R U . . .
C3 C 0.5600(3) 0.3387(2) 0.3840(2) 0.0577(7) Uani 1 1 d . . . . .
H3 H 0.597714 0.285004 0.346295 0.069 Uiso 1 1 calc R U . . .
C5 C 0.4404(3) 0.4780(2) 0.1261(2) 0.0626(7) Uani 1 1 d . . . . .
H5A H 0.449572 0.451894 0.059755 0.094 Uiso 1 1 calc R U . . .
H5B H 0.487394 0.546309 0.144707 0.094 Uiso 1 1 calc R U . . .
H5C H 0.343280 0.486971 0.116723 0.094 Uiso 1 1 calc R U . . .
C14 C 1.1193(4) 0.4996(3) 0.8687(3) 0.0745(9) Uani 1 1 d . . . . .
H14 H 1.174351 0.529433 0.934481 0.089 Uiso 1 1 calc R U . . .
C11 C 1.2671(3) 0.2740(3) 0.6681(3) 0.0766(10) Uani 1 1 d . . . . .
H11A H 1.330466 0.330280 0.664673 0.115 Uiso 1 1 calc R U . . .
H11B H 1.262815 0.220070 0.614325 0.115 Uiso 1 1 calc R U . . .
H11C H 1.299230 0.241516 0.738896 0.115 Uiso 1 1 calc R U . . .
C15 C 0.9815(4) 0.5239(3) 0.8288(3) 0.0744(9) Uani 1 1 d . . . . .
H15 H 0.943054 0.569990 0.867302 0.089 Uiso 1 1 calc R U . . .
C1 C 0.2048(3) 0.2392(3) 0.3352(3) 0.0774(10) Uani 1 1 d . . . . .
H1A H 0.129974 0.242745 0.266831 0.116 Uiso 1 1 calc R U . . .
H1B H 0.175009 0.271147 0.390650 0.116 Uiso 1 1 calc R U . . .
H1C H 0.229928 0.165045 0.353223 0.116 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
O2 C4 1.305(3) . ?
O2 C5 1.432(3) . ?
O3 C4 1.199(3) . ?
O5 C2 1.330(3) . ?
O5 C1 1.433(3) . ?
O1 C10 1.220(3) . ?
N1 C12 1.400(4) . ?
N1 C10 1.369(3) . ?
N1 C11 1.454(4) . ?
O4 C2 1.179(3) . ?
C17 C12 1.394(4) . ?
C17 C8 1.500(3) . ?
C17 C16 1.373(4) . ?
C4 C3 1.524(4) . ?
C12 C13 1.383(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C8 1.556(3) . ?
C7 C6 1.519(4) . ?
C8 C10 1.514(4) . ?
C8 C9 1.563(3) . ?
C2 C3 1.519(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 C6 1.530(4) . ?
C16 H16 0.9400 . ?
C16 C15 1.394(4) . ?
C13 H13 0.9400 . ?
C13 C14 1.385(5) . ?
C6 H6 0.9900 . ?
C6 C3 1.482(4) . ?
C3 H3 0.9900 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C14 H14 0.9400 . ?
C14 C15 1.368(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C15 H15 0.9400 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?

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
C4 O2 C5 115.9(2) . . ?
C2 O5 C1 117.4(2) . . ?
C12 N1 C11 124.3(3) . . ?
C10 N1 C12 111.0(2) . . ?
C10 N1 C11 124.6(3) . . ?
C12 C17 C8 108.5(2) . . ?
C16 C17 C12 119.8(2) . . ?
C16 C17 C8 131.7(2) . . ?
O2 C4 C3 109.2(2) . . ?
O3 C4 O2 124.2(2) . . ?
O3 C4 C3 126.6(3) . . ?
C17 C12 N1 109.4(2) . . ?
C13 C12 N1 129.3(3) . . ?
C13 C12 C17 121.3(3) . . ?
H7A C7 H7B 110.9 . . ?
C8 C7 H7A 113.7 . . ?
C8 C7 H7B 113.7 . . ?
C6 C7 H7A 113.7 . . ?
C6 C7 H7B 113.7 . . ?
C6 C7 C8 89.71(19) . . ?
C17 C8 C7 117.7(2) . . ?
C17 C8 C10 102.75(19) . . ?
C17 C8 C9 117.7(2) . . ?
C7 C8 C9 87.41(17) . . ?
C10 C8 C7 115.7(2) . . ?
C10 C8 C9 116.2(2) . . ?
O5 C2 C3 111.8(2) . . ?
O4 C2 O5 124.3(2) . . ?
O4 C2 C3 123.6(2) . . ?
O1 C10 N1 125.2(3) . . ?
O1 C10 C8 126.5(2) . . ?
N1 C10 C8 108.3(2) . . ?
C8 C9 H9A 113.8 . . ?
C8 C9 H9B 113.8 . . ?
H9A C9 H9B 111.0 . . ?
C6 C9 C8 89.04(18) . . ?
C6 C9 H9A 113.8 . . ?
C6 C9 H9B 113.8 . . ?
C17 C16 H16 120.4 . . ?
C17 C16 C15 119.1(3) . . ?
C15 C16 H16 120.4 . . ?
C12 C13 H13 121.0 . . ?
C12 C13 C14 117.9(3) . . ?
C14 C13 H13 121.0 . . ?
C7 C6 C9 89.9(2) . . ?
C7 C6 H6 108.5 . . ?
C9 C6 H6 108.5 . . ?
C3 C6 C7 120.1(3) . . ?
C3 C6 C9 119.6(2) . . ?
C3 C6 H6 108.5 . . ?
C4 C3 H3 107.0 . . ?
C2 C3 C4 109.7(2) . . ?
C2 C3 H3 107.0 . . ?
C6 C3 C4 112.6(2) . . ?
C6 C3 C2 113.1(2) . . ?
C6 C3 H3 107.0 . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.4(3) . . ?
C15 C14 H14 119.3 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C15 H15 119.8 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
O5 C1 H1A 109.5 . . ?
O5 C1 H1B 109.5 . . ?
O5 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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 C4 C3 C2 -103.6(3) . . . . ?
O2 C4 C3 C6 129.5(3) . . . . ?
O3 C4 C3 C2 77.2(3) . . . . ?
O3 C4 C3 C6 -49.7(4) . . . . ?
O5 C2 C3 C4 27.9(3) . . . . ?
O5 C2 C3 C6 154.5(3) . . . . ?
N1 C12 C13 C14 -179.0(3) . . . . ?
O4 C2 C3 C4 -158.3(3) . . . . ?
O4 C2 C3 C6 -31.6(4) . . . . ?
C17 C12 C13 C14 -0.7(4) . . . . ?
C17 C8 C10 O1 177.6(3) . . . . ?
C17 C8 C10 N1 -1.5(2) . . . . ?
C17 C8 C9 C6 -105.5(2) . . . . ?
C17 C16 C15 C14 -0.1(5) . . . . ?
C12 N1 C10 O1 -177.5(2) . . . . ?
C12 N1 C10 C8 1.6(3) . . . . ?
C12 C17 C8 C7 129.4(2) . . . . ?
C12 C17 C8 C10 0.9(2) . . . . ?
C12 C17 C8 C9 -128.0(2) . . . . ?
C12 C17 C16 C15 -0.2(4) . . . . ?
C12 C13 C14 C15 0.3(5) . . . . ?
C7 C8 C10 O1 47.9(3) . . . . ?
C7 C8 C10 N1 -131.2(2) . . . . ?
C7 C8 C9 C6 14.7(2) . . . . ?
C7 C6 C3 C4 -167.7(2) . . . . ?
C7 C6 C3 C2 67.3(4) . . . . ?
C8 C17 C12 N1 0.0(3) . . . . ?
C8 C17 C12 C13 -178.6(2) . . . . ?
C8 C17 C16 C15 178.8(3) . . . . ?
C8 C7 C6 C9 15.1(2) . . . . ?
C8 C7 C6 C3 139.9(3) . . . . ?
C8 C9 C6 C7 -15.0(2) . . . . ?
C8 C9 C6 C3 -140.2(3) . . . . ?
C10 N1 C12 C17 -1.0(3) . . . . ?
C10 N1 C12 C13 177.4(3) . . . . ?
C10 C8 C9 C6 132.2(2) . . . . ?
C9 C8 C10 O1 -52.5(3) . . . . ?
C9 C8 C10 N1 128.4(2) . . . . ?
C9 C6 C3 C4 -58.5(4) . . . . ?
C9 C6 C3 C2 176.4(2) . . . . ?
C16 C17 C12 N1 179.2(2) . . . . ?
C16 C17 C12 C13 0.6(4) . . . . ?
C16 C17 C8 C7 -49.8(4) . . . . ?
C16 C17 C8 C10 -178.2(3) . . . . ?
C16 C17 C8 C9 52.8(4) . . . . ?
C13 C14 C15 C16 0.0(5) . . . . ?
C6 C7 C8 C17 105.3(2) . . . . ?
C6 C7 C8 C10 -132.7(2) . . . . ?
C6 C7 C8 C9 -14.8(2) . . . . ?
C5 O2 C4 O3 -6.1(4) . . . . ?
C5 O2 C4 C3 174.7(2) . . . . ?
C11 N1 C12 C17 -177.3(2) . . . . ?
C11 N1 C12 C13 1.2(4) . . . . ?
C11 N1 C10 O1 -1.3(4) . . . . ?
C11 N1 C10 C8 177.8(2) . . . . ?
C1 O5 C2 O4 -1.1(4) . . . . ?
C1 O5 C2 C3 172.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
