# Supplementary Information (SI) for ChemComm.
# 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 
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data_1
_audit_block_doi                 10.5517/ccdc.csd.cc2qljc7
_database_code_depnum_ccdc_archive 'CCDC 2520249'
loop_
_audit_author_name
_audit_author_address
'peng zhao'
;Central China Normal University
China
;
_audit_update_record             
;
2026-01-05 deposited with the CCDC.	2026-05-04 downloaded from the CCDC.
;
_audit_creation_date             2024-12-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H27 N O3'
_chemical_formula_sum            'C25 H27 N O3'
_chemical_formula_weight         389.47
_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                   10.3209(2)
_cell_length_b                   11.6795(2)
_cell_length_c                   17.3932(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.8220(10)
_cell_angle_gamma                90
_cell_volume                     2077.12(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9995
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      68.43
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.876
_shelx_estimated_absorpt_T_min   0.866
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.3652
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1430 before and 0.0704 after correction.
The Ratio of minimum to maximum transmission is 0.4849.
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    1.245
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15652
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.421
_diffrn_reflns_theta_min         4.573
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3467
_reflns_number_total             3740
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3740
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0562
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0832P)²+0.4491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1438
_refine_ls_wR_factor_ref         0.1464
_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)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C22(H22), C13(H13), C20(H20), C21(H21), C9(H9), C10(H10), C12(H12),
 C11(H11)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C16(H16A,H16B,H16C), C1(H1A,H1B,H1C), C4(H4A,H4B,H4C),
 C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_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 0.32598(9) 0.41779(9) 0.35530(5) 0.0392(3) Uani 1 1 d . . . . .
O3 O 0.64288(12) -0.03827(10) 0.39463(9) 0.0625(4) Uani 1 1 d . . . . .
O2 O 0.41981(12) 0.30572(11) 0.27259(7) 0.0589(4) Uani 1 1 d . . . . .
N1 N 0.84055(12) 0.04830(10) 0.40156(7) 0.0387(3) Uani 1 1 d . . . . .
C17 C 0.72865(13) 0.25720(11) 0.42869(8) 0.0334(3) Uani 1 1 d . . . . .
C7 C 0.64565(13) 0.34243(11) 0.40447(8) 0.0341(3) Uani 1 1 d . . . . .
C6 C 0.50476(13) 0.30487(12) 0.40824(9) 0.0379(3) Uani 1 1 d . . . . .
H6 H 0.474588 0.336089 0.455005 0.046 Uiso 1 1 calc R . . . .
C18 C 0.87116(13) 0.24880(11) 0.44018(7) 0.0329(3) Uani 1 1 d . . . . .
C5 C 0.41251(13) 0.34133(12) 0.33670(8) 0.0380(3) Uani 1 1 d . . . . .
C23 C 0.92450(13) 0.14138(12) 0.42623(7) 0.0343(3) Uani 1 1 d . . . . .
C8 C 0.67463(14) 0.45760(12) 0.37592(8) 0.0373(3) Uani 1 1 d . . . . .
C15 C 0.65823(13) 0.15036(12) 0.44925(9) 0.0378(3) Uani 1 1 d . . . . .
C25 C 0.71193(14) 0.04512(12) 0.41248(9) 0.0406(3) Uani 1 1 d . . . . .
C19 C 0.95544(14) 0.33691(12) 0.46864(8) 0.0398(3) Uani 1 1 d . . . . .
H19 H 0.920819 0.407830 0.479149 0.048 Uiso 1 1 calc R . . . .
C22 C 1.05972(15) 0.12760(14) 0.43665(9) 0.0449(4) Uani 1 1 d . . . . .
H22 H 1.095811 0.057922 0.424760 0.054 Uiso 1 1 calc R . . . .
C2 C 0.22861(14) 0.47272(14) 0.29575(9) 0.0433(4) Uani 1 1 d . . . . .
C24 C 0.89468(18) -0.05160(14) 0.36609(11) 0.0534(4) Uani 1 1 d . . . . .
H24A H 0.938912 -0.027115 0.323839 0.080 Uiso 1 1 calc GR . . . .
H24B H 0.825092 -0.103021 0.347028 0.080 Uiso 1 1 calc GR . . . .
H24C H 0.955483 -0.090097 0.404171 0.080 Uiso 1 1 calc GR . . . .
C13 C 0.77003(16) 0.47322(14) 0.32776(9) 0.0475(4) Uani 1 1 d . . . . .
H13 H 0.820703 0.411375 0.316131 0.057 Uiso 1 1 calc R . . . .
C14 C 0.51560(14) 0.17384(13) 0.41445(11) 0.0493(4) Uani 1 1 d . . . . .
H14A H 0.495880 0.138647 0.363693 0.059 Uiso 1 1 calc R . . . .
H14B H 0.455713 0.143998 0.447944 0.059 Uiso 1 1 calc R . . . .
C20 C 1.08898(15) 0.32115(14) 0.48152(9) 0.0474(4) Uani 1 1 d . . . . .
H20 H 1.143687 0.380401 0.501478 0.057 Uiso 1 1 calc R . . . .
C21 C 1.14071(15) 0.21694(15) 0.46459(10) 0.0501(4) Uani 1 1 d . . . . .
H21 H 1.230884 0.206530 0.472007 0.060 Uiso 1 1 calc R . . . .
C16 C 0.67472(18) 0.13265(15) 0.53763(10) 0.0520(4) Uani 1 1 d . . . . .
H16A H 0.766025 0.126310 0.557128 0.078 Uiso 1 1 calc GR . . . .
H16B H 0.630434 0.063829 0.549319 0.078 Uiso 1 1 calc GR . . . .
H16C H 0.637983 0.196754 0.561629 0.078 Uiso 1 1 calc GR . . . .
C9 C 0.60109(17) 0.55224(13) 0.39271(11) 0.0531(4) Uani 1 1 d . . . . .
H9 H 0.536761 0.543669 0.424880 0.064 Uiso 1 1 calc R . . . .
C1 C 0.13103(17) 0.38340(18) 0.26140(11) 0.0615(5) Uani 1 1 d . . . . .
H1A H 0.174532 0.328119 0.233062 0.092 Uiso 1 1 calc GR . . . .
H1B H 0.062686 0.419819 0.227001 0.092 Uiso 1 1 calc GR . . . .
H1C H 0.094057 0.345678 0.302369 0.092 Uiso 1 1 calc GR . . . .
C4 C 0.29710(19) 0.53065(18) 0.23462(11) 0.0617(5) Uani 1 1 d . . . . .
H4A H 0.365456 0.579162 0.259396 0.093 Uiso 1 1 calc GR . . . .
H4B H 0.235217 0.575936 0.201369 0.093 Uiso 1 1 calc GR . . . .
H4C H 0.334059 0.473600 0.204340 0.093 Uiso 1 1 calc GR . . . .
C10 C 0.6226(2) 0.65851(15) 0.36216(15) 0.0724(7) Uani 1 1 d . . . . .
H10 H 0.573888 0.721163 0.374590 0.087 Uiso 1 1 calc R . . . .
C3 C 0.1660(2) 0.56017(18) 0.34337(12) 0.0654(5) Uani 1 1 d . . . . .
H3A H 0.122827 0.521545 0.381478 0.098 Uiso 1 1 calc GR . . . .
H3B H 0.103261 0.604329 0.309890 0.098 Uiso 1 1 calc GR . . . .
H3C H 0.232167 0.610094 0.368943 0.098 Uiso 1 1 calc GR . . . .
C12 C 0.7905(2) 0.58019(18) 0.29680(11) 0.0659(6) Uani 1 1 d . . . . .
H12 H 0.854789 0.589841 0.264731 0.079 Uiso 1 1 calc R . . . .
C11 C 0.7154(3) 0.67219(16) 0.31364(14) 0.0777(7) Uani 1 1 d . . . . .
H11 H 0.727770 0.743521 0.292026 0.093 Uiso 1 1 calc R . . . .


_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 C5 1.3335(17) . ?
O1 C2 1.4870(16) . ?
O3 C25 1.2218(18) . ?
O2 C5 1.2021(18) . ?
N1 C23 1.4197(18) . ?
N1 C25 1.3667(19) . ?
N1 C24 1.4656(19) . ?
C17 C7 1.3431(19) . ?
C17 C18 1.4604(18) . ?
C17 C15 1.5112(19) . ?
C7 C6 1.5288(19) . ?
C7 C8 1.4784(19) . ?
C6 H6 0.9800 . ?
C6 C5 1.5212(19) . ?
C6 C14 1.537(2) . ?
C18 C23 1.4043(19) . ?
C18 C19 1.3941(19) . ?
C23 C22 1.392(2) . ?
C8 C13 1.389(2) . ?
C8 C9 1.394(2) . ?
C15 C25 1.524(2) . ?
C15 C14 1.5381(19) . ?
C15 C16 1.537(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.383(2) . ?
C2 C1 1.515(2) . ?
C2 C4 1.514(2) . ?
C2 C3 1.514(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C13 H13 0.9300 . ?
C13 C12 1.388(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C21 1.377(2) . ?
C21 H21 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C9 H9 0.9300 . ?
C9 C10 1.380(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C10 H10 0.9300 . ?
C10 C11 1.369(4) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C12 H12 0.9300 . ?
C12 C11 1.379(3) . ?
C11 H11 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
C5 O1 C2 122.10(11) . . ?
C23 N1 C24 119.01(12) . . ?
C25 N1 C23 122.90(12) . . ?
C25 N1 C24 118.03(12) . . ?
C7 C17 C18 132.85(12) . . ?
C7 C17 C15 112.30(12) . . ?
C18 C17 C15 114.83(11) . . ?
C17 C7 C6 110.09(12) . . ?
C17 C7 C8 129.06(13) . . ?
C8 C7 C6 120.84(12) . . ?
C7 C6 H6 109.9 . . ?
C7 C6 C14 103.19(11) . . ?
C5 C6 C7 112.19(12) . . ?
C5 C6 H6 109.9 . . ?
C5 C6 C14 111.57(12) . . ?
C14 C6 H6 109.9 . . ?
C23 C18 C17 116.59(12) . . ?
C19 C18 C17 124.55(12) . . ?
C19 C18 C23 118.72(13) . . ?
O1 C5 C6 110.75(12) . . ?
O2 C5 O1 125.83(13) . . ?
O2 C5 C6 123.42(13) . . ?
C18 C23 N1 119.92(12) . . ?
C22 C23 N1 120.71(13) . . ?
C22 C23 C18 119.37(13) . . ?
C13 C8 C7 120.96(13) . . ?
C13 C8 C9 118.23(15) . . ?
C9 C8 C7 120.68(14) . . ?
C17 C15 C25 110.64(12) . . ?
C17 C15 C14 103.01(11) . . ?
C17 C15 C16 110.87(12) . . ?
C25 C15 C14 111.21(12) . . ?
C25 C15 C16 108.30(12) . . ?
C16 C15 C14 112.78(13) . . ?
O3 C25 N1 122.03(14) . . ?
O3 C25 C15 121.10(14) . . ?
N1 C25 C15 116.86(12) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 C18 121.39(14) . . ?
C20 C19 H19 119.3 . . ?
C23 C22 H22 119.8 . . ?
C21 C22 C23 120.39(14) . . ?
C21 C22 H22 119.8 . . ?
O1 C2 C1 109.12(13) . . ?
O1 C2 C4 110.25(12) . . ?
O1 C2 C3 102.02(12) . . ?
C4 C2 C1 112.31(15) . . ?
C4 C2 C3 110.94(16) . . ?
C3 C2 C1 111.71(15) . . ?
N1 C24 H24A 109.5 . . ?
N1 C24 H24B 109.5 . . ?
N1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C8 C13 H13 119.7 . . ?
C12 C13 C8 120.67(17) . . ?
C12 C13 H13 119.7 . . ?
C6 C14 C15 105.17(12) . . ?
C6 C14 H14A 110.7 . . ?
C6 C14 H14B 110.7 . . ?
C15 C14 H14A 110.7 . . ?
C15 C14 H14B 110.7 . . ?
H14A C14 H14B 108.8 . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.45(14) . . ?
C21 C20 H20 120.3 . . ?
C22 C21 H21 119.7 . . ?
C20 C21 C22 120.57(14) . . ?
C20 C21 H21 119.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.8(2) . . ?
C10 C9 H9 119.6 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.8 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 120.0 . . ?
C10 C11 C12 120.02(17) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
