# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_11_a
_database_code_depnum_ccdc_archive 'CCDC 2415010'
loop_
_audit_author_name
_audit_author_address
'Yu Zhao'
;Hubei University
China
;
_audit_update_record             
;
2025-01-07 deposited with the CCDC.	2025-03-31 downloaded from the CCDC.
;
_audit_creation_date             2024-12-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '4(C16 H23 N O2)'
_chemical_formula_sum            'C64 H92 N4 O8'
_chemical_formula_weight         1045.47
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   6.261(2)
_cell_length_b                   17.992(4)
_cell_length_c                   14.418(3)
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 98.23(3)
_cell_angle_gamma                90.00(3)
_cell_volume                     1607.4(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9912
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      2.27
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7125
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1284 before and 0.0490 after correction.
The Ratio of minimum to maximum transmission is 0.9561.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.0799
_exptl_crystal_F_000             568.2587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            40925
_diffrn_reflns_theta_full        25.1081
_diffrn_reflns_theta_max         25.11
_diffrn_reflns_theta_min         2.26
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9941
_diffrn_measured_fraction_theta_max 0.9941
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2274
_reflns_number_total             2857
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         0.2900
_refine_diff_density_min         -0.2273
_refine_diff_density_rms         0.0520
_refine_ls_d_res_high            0.8375
_refine_ls_d_res_low             8.9961
_refine_ls_goodness_of_fit_ref   1.0658
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2857
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0555
_refine_ls_restrained_S_all      1.0658
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0839P)²+0.4667P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1466
_refine_ls_wR_factor_ref         0.1605
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C007(H00a,H00b)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00c), C00G(H00l), C00F(H00k), C00E(H00j), C009(H009), N001(H001)
2.c Idealised Me refined as rotating group:
 C00C(H00d,H00e,H00f), C00D(H00g,H00h,H00i), C00H(H00m,H00n,H00o), C00I(H00p,
 H00q,H00r), C00J(H00s,H00t,H00u)
;
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_refinement_flags_posn
N001 N 0.70400(19) 0.34888(7) 0.15843(9) 0.0390(4) Uani 1.000000 .
O002 O 0.4643(2) 0.43527(8) 0.09907(11) 0.0651(4) Uani 1.000000 .
O003 O 0.16978(19) 0.32121(9) 0.18780(12) 0.0730(5) Uani 1.000000 .
C004 C 0.5557(2) 0.31571(9) 0.21565(12) 0.0374(4) Uani 1.000000 .
C005 C 0.6150(3) 0.23436(9) 0.23944(12) 0.0429(4) Uani 1.000000 .
C006 C 0.6490(3) 0.41071(10) 0.10789(13) 0.0477(4) Uani 1.000000 .
C007 C 0.5329(3) 0.36369(10) 0.30196(13) 0.0486(5) Uani 1.000000 .
C008 C 0.3319(3) 0.30917(10) 0.15386(14) 0.0510(5) Uani 1.000000 .
C009 C 0.7820(3) 0.19752(11) 0.20599(16) 0.0587(5) Uani 1.000000 .
C00A C 0.7308(4) 0.38738(12) 0.37235(14) 0.0613(5) Uani 1.000000 .
C00B C 0.4911(4) 0.19419(11) 0.29424(17) 0.0653(6) Uani 1.000000 .
C00C C 0.8231(3) 0.44651(14) 0.06231(17) 0.0740(7) Uani 1.000000 .
C00D C 0.3207(4) 0.27830(16) 0.05752(18) 0.0805(7) Uani 1.000000 .
C00E C 0.8273(4) 0.12356(13) 0.2294(2) 0.0814(7) Uani 1.000000 .
C00F C 0.7047(5) 0.08543(12) 0.2844(2) 0.0849(8) Uani 1.000000 .
C00G C 0.5369(4) 0.12031(14) 0.3163(2) 0.0824(8) Uani 1.000000 .
C00H C 0.8747(5) 0.32346(16) 0.4088(2) 0.0971(10) Uani 1.000000 .
C00I C 0.8689(5) 0.44614(16) 0.3315(2) 0.0958(9) Uani 1.000000 .
C00J C 0.6370(6) 0.4231(2) 0.4539(2) 0.1141(11) Uani 1.000000 .
H00c H 0.3755(4) 0.21716(11) 0.31654(17) 0.0783(7) Uiso 1.000000 R
H00l H 0.4519(4) 0.09441(14) 0.3533(2) 0.0989(9) Uiso 1.000000 R
H00k H 0.7357(5) 0.03604(12) 0.2999(2) 0.1019(9) Uiso 1.000000 R
H00j H 0.9421(4) 0.09990(13) 0.2073(2) 0.0977(9) Uiso 1.000000 R
H009 H 0.8651(3) 0.22244(11) 0.16737(16) 0.0704(6) Uiso 1.000000 R
H001 H 0.82807(19) 0.32879(7) 0.15685(9) 0.0468(4) Uiso 1.000000 R
H00a H 0.4591(3) 0.40891(10) 0.27905(13) 0.0583(5) Uiso 1.000000 R
H00b H 0.4363(3) 0.33736(10) 0.33747(13) 0.0583(5) Uiso 1.000000 R
H00d H 0.9070(18) 0.4787(8) 0.1064(4) 0.1110(10) Uiso 1.000000 GR
H00e H 0.9147(17) 0.40881(14) 0.0421(11) 0.1110(10) Uiso 1.000000 GR
H00f H 0.7591(4) 0.4749(8) 0.0091(8) 0.1110(10) Uiso 1.000000 GR
H00g H 0.278(3) 0.2271(3) 0.0576(3) 0.1208(11) Uiso 1.000000 GR
H00h H 0.217(2) 0.3059(7) 0.0155(3) 0.1208(11) Uiso 1.000000 GR
H00i H 0.4600(9) 0.2819(10) 0.0374(6) 0.1208(11) Uiso 1.000000 GR
H00m H 0.7901(9) 0.2860(6) 0.4340(15) 0.1456(15) Uiso 1.000000 GR
H00n H 0.941(3) 0.3027(9) 0.3586(4) 0.1456(15) Uiso 1.000000 GR
H00o H 0.985(2) 0.3410(3) 0.4572(12) 0.1456(15) Uiso 1.000000 GR
H00p H 0.945(3) 0.4234(3) 0.2857(12) 0.1438(14) Uiso 1.000000 GR
H00q H 0.7773(6) 0.4848(7) 0.3023(15) 0.1438(14) Uiso 1.000000 GR
H00r H 0.970(3) 0.4669(10) 0.3809(3) 0.1438(14) Uiso 1.000000 GR
H00s H 0.552(4) 0.4655(9) 0.4316(4) 0.1712(17) Uiso 1.000000 GR
H00t H 0.548(4) 0.3876(5) 0.4803(12) 0.1712(17) Uiso 1.000000 GR
H00u H 0.7525(6) 0.4386(14) 0.5010(9) 0.1712(17) Uiso 1.000000 GR


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
N001 C004 1.455(2) . ?
N001 C006 1.347(2) . ?
N001 H001 0.8600 . ?
O002 C006 1.228(2) . ?
O003 C008 1.208(2) . ?
C004 C005 1.537(2) . ?
C004 C007 1.538(2) . ?
C004 C008 1.554(2) . ?
C005 C009 1.382(3) . ?
C005 C00B 1.387(3) . ?
C006 C00C 1.496(3) . ?
C007 C00A 1.545(3) . ?
C007 H00a 0.9700 . ?
C007 H00b 0.9700 . ?
C008 C00D 1.488(3) . ?
C009 C00E 1.392(3) . ?
C009 H009 0.9300 . ?
C00A C00H 1.509(3) . ?
C00A C00I 1.536(4) . ?
C00A C00J 1.529(3) . ?
C00B C00G 1.387(3) . ?
C00B H00c 0.9300 . ?
C00C H00d 0.9600 . ?
C00C H00e 0.9600 . ?
C00C H00f 0.9600 . ?
C00D H00g 0.9600 . ?
C00D H00h 0.9600 . ?
C00D H00i 0.9600 . ?
C00E C00F 1.365(4) . ?
C00E H00j 0.9300 . ?
C00F C00G 1.359(4) . ?
C00F H00k 0.9300 . ?
C00G H00l 0.9300 . ?
C00H H00m 0.9600 . ?
C00H H00n 0.9600 . ?
C00H H00o 0.9600 . ?
C00I H00p 0.9600 . ?
C00I H00q 0.9600 . ?
C00I H00r 0.9600 . ?
C00J H00s 0.9600 . ?
C00J H00t 0.9600 . ?
C00J H00u 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
C006 N001 C004 120.71(13) . . ?
H001 N001 C004 119.64(8) . . ?
H001 N001 C006 119.64(9) . . ?
C005 C004 N001 111.33(12) . . ?
C007 C004 N001 111.67(13) . . ?
C007 C004 C005 113.67(14) . . ?
C008 C004 N001 107.59(13) . . ?
C008 C004 C005 103.01(12) . . ?
C008 C004 C007 109.02(13) . . ?
C009 C005 C004 123.34(16) . . ?
C00B C005 C004 119.12(16) . . ?
C00B C005 C009 117.49(17) . . ?
O002 C006 N001 121.16(16) . . ?
C00C C006 N001 116.56(15) . . ?
C00C C006 O002 122.28(17) . . ?
C00A C007 C004 121.85(14) . . ?
H00a C007 C004 106.87(9) . . ?
H00a C007 C00A 106.87(10) . . ?
H00b C007 C004 106.87(9) . . ?
H00b C007 C00A 106.87(11) . . ?
H00b C007 H00a 106.7 . . ?
C004 C008 O003 119.69(18) . . ?
C00D C008 O003 121.00(17) . . ?
C00D C008 C004 118.79(16) . . ?
C00E C009 C005 120.8(2) . . ?
H009 C009 C005 119.60(11) . . ?
H009 C009 C00E 119.60(15) . . ?
C00H C00A C007 113.67(18) . . ?
C00I C00A C007 112.39(18) . . ?
C00I C00A C00H 108.5(2) . . ?
C00J C00A C007 105.13(19) . . ?
C00J C00A C00H 109.2(2) . . ?
C00J C00A C00I 107.7(2) . . ?
C00G C00B C005 121.1(2) . . ?
H00c C00B C005 119.47(11) . . ?
H00c C00B C00G 119.47(15) . . ?
H00d C00C C006 109.5 . . ?
H00e C00C C006 109.5 . . ?
H00e C00C H00d 109.5 . . ?
H00f C00C C006 109.5 . . ?
H00f C00C H00d 109.5 . . ?
H00f C00C H00e 109.5 . . ?
H00g C00D C008 109.5 . . ?
H00h C00D C008 109.5 . . ?
H00h C00D H00g 109.5 . . ?
H00i C00D C008 109.5 . . ?
H00i C00D H00g 109.5 . . ?
H00i C00D H00h 109.5 . . ?
C00F C00E C009 120.6(2) . . ?
H00j C00E C009 119.69(15) . . ?
H00j C00E C00F 119.69(14) . . ?
C00G C00F C00E 119.4(2) . . ?
H00k C00F C00E 120.30(14) . . ?
H00k C00F C00G 120.30(14) . . ?
C00F C00G C00B 120.6(2) . . ?
H00l C00G C00B 119.70(15) . . ?
H00l C00G C00F 119.70(14) . . ?
H00m C00H C00A 109.5 . . ?
H00n C00H C00A 109.5 . . ?
H00n C00H H00m 109.5 . . ?
H00o C00H C00A 109.5 . . ?
H00o C00H H00m 109.5 . . ?
H00o C00H H00n 109.5 . . ?
H00p C00I C00A 109.5 . . ?
H00q C00I C00A 109.5 . . ?
H00q C00I H00p 109.5 . . ?
H00r C00I C00A 109.5 . . ?
H00r C00I H00p 109.5 . . ?
H00r C00I H00q 109.5 . . ?
H00s C00J C00A 109.5 . . ?
H00t C00J C00A 109.5 . . ?
H00t C00J H00s 109.5 . . ?
H00u C00J C00A 109.5 . . ?
H00u C00J H00s 109.5 . . ?
H00u C00J H00t 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
