# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
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data_cu_241011lhy5cl_0m
_database_code_depnum_ccdc_archive 'CCDC 2405965'
loop_
_audit_author_name
_audit_author_address
'Liao Minghong '
;Guizhou University
China
;
_audit_update_record             
;
2024-11-28 deposited with the CCDC.	2025-03-18 downloaded from the CCDC.
;
_audit_creation_date             2024-11-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 Cl N O5'
_chemical_formula_sum            'C24 H24 Cl N O5'
_chemical_formula_weight         441.89
_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'
Cl Cl 0.3639 0.7018 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2458(5)
_cell_length_b                   9.6613(4)
_cell_length_c                   22.6816(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.990(2)
_cell_angle_gamma                90
_cell_volume                     2242.14(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    297
_cell_measurement_theta_max      68.317
_cell_measurement_theta_min      4.321
_shelx_estimated_absorpt_T_max   0.786
_shelx_estimated_absorpt_T_min   0.703
_exptl_absorpt_coefficient_mu    1.803
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.3538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1429 before and 0.0581 after correction.
The Ratio of minimum to maximum transmission is 0.4698.
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    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19906
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.341
_diffrn_reflns_theta_min         3.903
_diffrn_ambient_temperature      297
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3772
_reflns_number_total             4077
_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         0.239
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0276(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.091
_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)+(0.0593P)²+0.5900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1144
_refine_ls_wR_factor_ref         0.1158
_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:
 C5(H5), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C16(H16), C17(H17)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C24(H24A,H24B,
 H24C)
;
_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
Cl1 Cl 0.23931(5) 0.08176(5) 0.50917(2) 0.0618(2) Uani 1 1 d . . . . .
O1 O 0.34197(10) 0.66147(12) 0.72791(5) 0.0475(3) Uani 1 1 d . . . . .
O2 O 0.41628(10) 0.33835(13) 0.81441(4) 0.0487(3) Uani 1 1 d . . . . .
O3 O 0.55107(13) 0.51655(13) 0.79901(5) 0.0553(3) Uani 1 1 d . . . . .
O4 O 0.03329(15) 0.71095(16) 0.60665(6) 0.0777(5) Uani 1 1 d . . . . .
O5 O 0.11280(11) 0.77045(12) 0.69701(5) 0.0483(3) Uani 1 1 d . . . . .
N1 N 0.19259(11) 0.58257(12) 0.65427(5) 0.0346(3) Uani 1 1 d . . . . .
C1 C 0.18711(13) 0.46598(16) 0.61576(6) 0.0344(3) Uani 1 1 d . . . . .
C2 C 0.29800(13) 0.38428(15) 0.62652(6) 0.0318(3) Uani 1 1 d . . . . .
C3 C 0.38149(13) 0.45192(14) 0.67301(6) 0.0309(3) Uani 1 1 d . . . . .
C4 C 0.30880(13) 0.57810(14) 0.69100(6) 0.0326(3) Uani 1 1 d . . . . .
C5 C 0.47273(13) 0.37457(16) 0.71760(6) 0.0336(3) Uani 1 1 d . . . . .
H5 H 0.479486 0.274506 0.711367 0.040 Uiso 1 1 calc R U . . .
C6 C 0.53204(13) 0.46228(16) 0.67260(6) 0.0336(3) Uani 1 1 d . . . . .
H6 H 0.567777 0.549969 0.688005 0.040 Uiso 1 1 calc R U . . .
C7 C 0.60576(13) 0.40201(16) 0.62361(6) 0.0355(3) Uani 1 1 d . . . . .
C8 C 0.67497(16) 0.28026(18) 0.63058(7) 0.0471(4) Uani 1 1 d . . . . .
H8 H 0.673863 0.232260 0.666088 0.056 Uiso 1 1 calc R U . . .
C9 C 0.74646(18) 0.2285(2) 0.58499(8) 0.0571(5) Uani 1 1 d . . . . .
H9 H 0.792400 0.146018 0.590106 0.068 Uiso 1 1 calc R U . . .
C10 C 0.74949(16) 0.2989(2) 0.53240(8) 0.0551(5) Uani 1 1 d . . . . .
H10 H 0.797702 0.264544 0.502002 0.066 Uiso 1 1 calc R U . . .
C11 C 0.6812(2) 0.4196(2) 0.52512(8) 0.0621(5) Uani 1 1 d . . . . .
H11 H 0.682813 0.467231 0.489546 0.074 Uiso 1 1 calc R U . . .
C12 C 0.60975(18) 0.4714(2) 0.57017(8) 0.0546(5) Uani 1 1 d . . . . .
H12 H 0.563802 0.553834 0.564614 0.066 Uiso 1 1 calc R U . . .
C13 C 0.48563(14) 0.42118(16) 0.78071(6) 0.0386(4) Uani 1 1 d . . . . .
C14 C 0.31509(14) 0.26434(16) 0.59465(6) 0.0376(3) Uani 1 1 d . . . . .
H14 H 0.388099 0.208466 0.601850 0.045 Uiso 1 1 calc R U . . .
C15 C 0.21949(16) 0.23019(17) 0.55153(6) 0.0420(4) Uani 1 1 d . . . . .
C16 C 0.10915(16) 0.30953(19) 0.54124(7) 0.0480(4) Uani 1 1 d . . . . .
H16 H 0.046577 0.282997 0.512256 0.058 Uiso 1 1 calc R U . . .
C17 C 0.09053(15) 0.42897(18) 0.57382(7) 0.0452(4) Uani 1 1 d . . . . .
H17 H 0.015537 0.482360 0.567633 0.054 Uiso 1 1 calc R U . . .
C18 C 0.10409(14) 0.69469(17) 0.64937(7) 0.0412(4) Uani 1 1 d . . . . .
C19 C 0.0866(3) 1.0007(3) 0.65358(13) 0.0915(8) Uani 1 1 d . . . . .
H19A H 0.180279 1.003179 0.654062 0.137 Uiso 1 1 calc R U . . .
H19B H 0.053742 1.092095 0.660263 0.137 Uiso 1 1 calc R U . . .
H19C H 0.052696 0.967597 0.615914 0.137 Uiso 1 1 calc R U . . .
C20 C 0.04442(16) 0.90576(18) 0.70116(8) 0.0496(4) Uani 1 1 d . . . . .
C21 C 0.0947(3) 0.9572(3) 0.76100(12) 0.0929(9) Uani 1 1 d . . . . .
H21A H 0.069103 0.893903 0.790929 0.139 Uiso 1 1 calc R U . . .
H21B H 0.058627 1.046926 0.768182 0.139 Uiso 1 1 calc R U . . .
H21C H 0.188292 0.963300 0.761919 0.139 Uiso 1 1 calc R U . . .
C22 C -0.1003(2) 0.8818(3) 0.69961(15) 0.0932(9) Uani 1 1 d . . . . .
H22A H -0.128651 0.843242 0.662095 0.140 Uiso 1 1 calc R U . . .
H22B H -0.144305 0.968224 0.705237 0.140 Uiso 1 1 calc R U . . .
H22C H -0.120728 0.818767 0.730514 0.140 Uiso 1 1 calc R U . . .
C23 C 0.4213(2) 0.3705(3) 0.87710(7) 0.0623(5) Uani 1 1 d . . . . .
H23A H 0.349666 0.324046 0.895250 0.075 Uiso 1 1 calc R U . . .
H23B H 0.409863 0.469357 0.882151 0.075 Uiso 1 1 calc R U . . .
C24 C 0.5468(2) 0.3274(2) 0.90763(8) 0.0631(5) Uani 1 1 d . . . . .
H24A H 0.616843 0.382026 0.893466 0.095 Uiso 1 1 calc R U . . .
H24B H 0.562522 0.231343 0.899739 0.095 Uiso 1 1 calc R U . . .
H24C H 0.541934 0.340883 0.949391 0.095 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
Cl1 C15 1.7439(16) . ?
O1 C4 1.1982(17) . ?
O2 C13 1.3365(19) . ?
O2 C23 1.4536(19) . ?
O3 C13 1.201(2) . ?
O4 C18 1.1903(19) . ?
O5 C18 1.3043(19) . ?
O5 C20 1.4885(19) . ?
N1 C1 1.4248(19) . ?
N1 C4 1.4177(17) . ?
N1 C18 1.4133(19) . ?
C1 C2 1.394(2) . ?
C1 C17 1.383(2) . ?
C2 C3 1.4754(18) . ?
C2 C14 1.382(2) . ?
C3 C4 1.4963(19) . ?
C3 C5 1.5351(18) . ?
C3 C6 1.5463(18) . ?
C5 H5 0.9800 . ?
C5 C6 1.481(2) . ?
C5 C13 1.4999(19) . ?
C6 H6 0.9800 . ?
C6 C7 1.494(2) . ?
C7 C8 1.378(2) . ?
C7 C12 1.388(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.391(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.375(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.365(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(3) . ?
C12 H12 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.387(2) . ?
C15 C16 1.376(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(2) . ?
C17 H17 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 C20 1.497(3) . ?
C20 C21 1.510(3) . ?
C20 C22 1.500(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.488(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
C13 O2 C23 116.03(15) . . ?
C18 O5 C20 122.22(12) . . ?
C4 N1 C1 109.95(11) . . ?
C18 N1 C1 123.58(12) . . ?
C18 N1 C4 125.82(12) . . ?
C2 C1 N1 109.54(12) . . ?
C17 C1 N1 129.04(13) . . ?
C17 C1 C2 121.41(14) . . ?
C1 C2 C3 108.13(12) . . ?
C14 C2 C1 120.49(13) . . ?
C14 C2 C3 131.36(13) . . ?
C2 C3 C4 106.11(11) . . ?
C2 C3 C5 124.45(12) . . ?
C2 C3 C6 124.46(12) . . ?
C4 C3 C5 120.77(11) . . ?
C4 C3 C6 117.37(12) . . ?
C5 C3 C6 57.46(9) . . ?
O1 C4 N1 126.09(13) . . ?
O1 C4 C3 127.67(13) . . ?
N1 C4 C3 106.22(11) . . ?
C3 C5 H5 115.5 . . ?
C6 C5 C3 61.65(9) . . ?
C6 C5 H5 115.5 . . ?
C6 C5 C13 117.83(13) . . ?
C13 C5 C3 120.20(12) . . ?
C13 C5 H5 115.5 . . ?
C3 C6 H6 114.1 . . ?
C5 C6 C3 60.89(9) . . ?
C5 C6 H6 114.1 . . ?
C5 C6 C7 122.08(13) . . ?
C7 C6 C3 121.49(11) . . ?
C7 C6 H6 114.1 . . ?
C8 C7 C6 121.62(13) . . ?
C8 C7 C12 118.31(15) . . ?
C12 C7 C6 120.02(14) . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.60(16) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.27(17) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.51(16) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.56(17) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 H12 119.6 . . ?
C11 C12 C7 120.75(17) . . ?
C11 C12 H12 119.6 . . ?
O2 C13 C5 110.06(13) . . ?
O3 C13 O2 124.46(14) . . ?
O3 C13 C5 125.46(15) . . ?
C2 C14 H14 121.2 . . ?
C2 C14 C15 117.65(14) . . ?
C15 C14 H14 121.2 . . ?
C14 C15 Cl1 119.06(13) . . ?
C16 C15 Cl1 118.88(12) . . ?
C16 C15 C14 122.06(15) . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.47(14) . . ?
C17 C16 H16 119.8 . . ?
C1 C17 C16 117.87(15) . . ?
C1 C17 H17 121.1 . . ?
C16 C17 H17 121.1 . . ?
O4 C18 O5 127.80(15) . . ?
O4 C18 N1 121.77(15) . . ?
O5 C18 N1 110.43(12) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
O5 C20 C19 109.76(15) . . ?
O5 C20 C21 101.89(14) . . ?
O5 C20 C22 109.35(16) . . ?
C19 C20 C21 110.4(2) . . ?
C19 C20 C22 113.6(2) . . ?
C22 C20 C21 111.2(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O2 C23 H23A 109.1 . . ?
O2 C23 H23B 109.1 . . ?
O2 C23 C24 112.41(15) . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
Cl1 C15 C16 C17 -179.52(13) . . . . ?
N1 C1 C2 C3 -1.49(15) . . . . ?
N1 C1 C2 C14 179.79(12) . . . . ?
N1 C1 C17 C16 179.46(15) . . . . ?
C1 N1 C4 O1 179.79(14) . . . . ?
C1 N1 C4 C3 1.35(15) . . . . ?
C1 N1 C18 O4 -13.4(3) . . . . ?
C1 N1 C18 O5 165.95(13) . . . . ?
C1 C2 C3 C4 2.27(15) . . . . ?
C1 C2 C3 C5 149.82(13) . . . . ?
C1 C2 C3 C6 -138.87(13) . . . . ?
C1 C2 C14 C15 0.9(2) . . . . ?
C2 C1 C17 C16 -1.9(2) . . . . ?
C2 C3 C4 O1 179.41(15) . . . . ?
C2 C3 C4 N1 -2.18(14) . . . . ?
C2 C3 C5 C6 112.10(15) . . . . ?
C2 C3 C5 C13 -140.45(14) . . . . ?
C2 C3 C6 C5 -112.08(15) . . . . ?
C2 C3 C6 C7 -0.3(2) . . . . ?
C2 C14 C15 Cl1 178.52(11) . . . . ?
C2 C14 C15 C16 -1.7(2) . . . . ?
C3 C2 C14 C15 -177.49(14) . . . . ?
C3 C5 C6 C7 -110.89(14) . . . . ?
C3 C5 C13 O2 102.24(15) . . . . ?
C3 C5 C13 O3 -79.54(19) . . . . ?
C3 C6 C7 C8 -104.16(17) . . . . ?
C3 C6 C7 C12 78.3(2) . . . . ?
C4 N1 C1 C2 0.07(16) . . . . ?
C4 N1 C1 C17 178.80(15) . . . . ?
C4 N1 C18 O4 156.41(17) . . . . ?
C4 N1 C18 O5 -24.2(2) . . . . ?
C4 C3 C5 C6 -104.76(14) . . . . ?
C4 C3 C5 C13 2.7(2) . . . . ?
C4 C3 C6 C5 110.67(13) . . . . ?
C4 C3 C6 C7 -137.50(14) . . . . ?
C5 C3 C4 O1 30.4(2) . . . . ?
C5 C3 C4 N1 -151.19(12) . . . . ?
C5 C3 C6 C7 111.82(16) . . . . ?
C5 C6 C7 C8 -31.0(2) . . . . ?
C5 C6 C7 C12 151.46(15) . . . . ?
C6 C3 C4 O1 -36.2(2) . . . . ?
C6 C3 C4 N1 142.19(12) . . . . ?
C6 C3 C5 C13 107.45(16) . . . . ?
C6 C5 C13 O2 173.94(12) . . . . ?
C6 C5 C13 O3 -7.8(2) . . . . ?
C6 C7 C8 C9 -177.82(15) . . . . ?
C6 C7 C12 C11 177.73(17) . . . . ?
C7 C8 C9 C10 0.4(3) . . . . ?
C8 C7 C12 C11 0.1(3) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C10 C11 C12 C7 -0.1(3) . . . . ?
C12 C7 C8 C9 -0.2(3) . . . . ?
C13 O2 C23 C24 -75.7(2) . . . . ?
C13 C5 C6 C3 -111.19(14) . . . . ?
C13 C5 C6 C7 137.92(13) . . . . ?
C14 C2 C3 C4 -179.21(14) . . . . ?
C14 C2 C3 C5 -31.7(2) . . . . ?
C14 C2 C3 C6 39.7(2) . . . . ?
C14 C15 C16 C17 0.7(3) . . . . ?
C15 C16 C17 C1 1.1(3) . . . . ?
C17 C1 C2 C3 179.66(14) . . . . ?
C17 C1 C2 C14 0.9(2) . . . . ?
C18 O5 C20 C19 -57.8(2) . . . . ?
C18 O5 C20 C21 -174.86(18) . . . . ?
C18 O5 C20 C22 67.4(2) . . . . ?
C18 N1 C1 C2 171.32(13) . . . . ?
C18 N1 C1 C17 -9.9(2) . . . . ?
C18 N1 C4 O1 8.8(2) . . . . ?
C18 N1 C4 C3 -169.66(13) . . . . ?
C20 O5 C18 O4 -9.1(3) . . . . ?
C20 O5 C18 N1 171.57(13) . . . . ?
C23 O2 C13 O3 1.0(2) . . . . ?
C23 O2 C13 C5 179.21(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_241011lhy5me_0m
_database_code_depnum_ccdc_archive 'CCDC 2405966'
loop_
_audit_author_name
_audit_author_address
'Liao Minghong '
;Guizhou University
China
;
_audit_update_record             
;
2024-11-28 deposited with the CCDC.	2025-03-18 downloaded from the CCDC.
;
_audit_creation_date             2024-11-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H27 N O5'
_chemical_formula_sum            'C25 H27 N O5'
_chemical_formula_weight         421.47
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2635(4)
_cell_length_b                   9.5914(4)
_cell_length_c                   22.8353(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.370(2)
_cell_angle_gamma                90
_cell_volume                     2244.05(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9952
_cell_measurement_temperature    297
_cell_measurement_theta_max      68.206
_cell_measurement_theta_min      4.627
_shelx_estimated_absorpt_T_max   0.843
_shelx_estimated_absorpt_T_min   0.657
_exptl_absorpt_coefficient_mu    0.706
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4854
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1275 before and 0.0697 after correction.
The Ratio of minimum to maximum transmission is 0.6445.
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    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            28723
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.295
_diffrn_reflns_theta_min         5.975
_diffrn_ambient_temperature      297
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3853
_reflns_number_total             4070
_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         0.221
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.0191(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4070
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.062
_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)+(0.0583P)²+0.6823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1238
_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:
 C10(H10), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C25(H25A,H25B,H25C)
;
_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
O1 O 0.96349(15) 0.72979(15) 0.39177(6) 0.0774(5) Uani 1 1 d . . . . .
O2 O 0.88671(11) 0.77821(11) 0.29982(5) 0.0489(3) Uani 1 1 d . . . . .
O3 O 0.65573(10) 0.66690(11) 0.27191(5) 0.0484(3) Uani 1 1 d . . . . .
O4 O 0.44866(13) 0.51604(12) 0.20286(5) 0.0573(3) Uani 1 1 d . . . . .
O5 O 0.58523(10) 0.33879(13) 0.18740(4) 0.0503(3) Uani 1 1 d . . . . .
N1 N 0.80848(11) 0.59249(12) 0.34496(5) 0.0364(3) Uani 1 1 d . . . . .
C1 C 0.69178(13) 0.58452(14) 0.30907(5) 0.0339(3) Uani 1 1 d . . . . .
C2 C 0.62181(12) 0.45689(13) 0.32776(5) 0.0326(3) Uani 1 1 d . . . . .
C3 C 0.70787(13) 0.39113(14) 0.37418(5) 0.0335(3) Uani 1 1 d . . . . .
C4 C 0.69521(14) 0.27097(15) 0.40666(6) 0.0398(3) Uani 1 1 d . . . . .
H4 H 0.622762 0.213769 0.399768 0.048 Uiso 1 1 calc R U . . .
C5 C 0.79120(16) 0.23561(16) 0.44978(6) 0.0442(4) Uani 1 1 d . . . . .
C6 C 0.89963(16) 0.32135(18) 0.45787(7) 0.0497(4) Uani 1 1 d . . . . .
H6 H 0.964290 0.297103 0.486287 0.060 Uiso 1 1 calc R U . . .
C7 C 0.91570(15) 0.44141(18) 0.42546(7) 0.0469(4) Uani 1 1 d . . . . .
H7 H 0.989928 0.496455 0.431253 0.056 Uiso 1 1 calc R U . . .
C8 C 0.81718(13) 0.47647(14) 0.38412(6) 0.0354(3) Uani 1 1 d . . . . .
C9 C 0.7790(2) 0.1063(2) 0.48672(8) 0.0623(5) Uani 1 1 d . . . . .
H9A H 0.688764 0.090264 0.493405 0.093 Uiso 1 1 calc R U . . .
H9B H 0.827286 0.118793 0.523646 0.093 Uiso 1 1 calc R U . . .
H9C H 0.813223 0.027723 0.466618 0.093 Uiso 1 1 calc R U . . .
C10 C 0.47181(13) 0.46380(14) 0.32834(6) 0.0353(3) Uani 1 1 d . . . . .
H10 H 0.434379 0.551020 0.312600 0.042 Uiso 1 1 calc R U . . .
C11 C 0.53176(13) 0.37600(14) 0.28386(6) 0.0352(3) Uani 1 1 d . . . . .
H11 H 0.527295 0.275195 0.290451 0.042 Uiso 1 1 calc R U . . .
C12 C 0.51560(14) 0.42140(15) 0.22115(6) 0.0401(3) Uani 1 1 d . . . . .
C13 C 0.39913(13) 0.40318(15) 0.37729(6) 0.0375(3) Uani 1 1 d . . . . .
C14 C 0.33198(16) 0.27898(18) 0.37078(7) 0.0501(4) Uani 1 1 d . . . . .
H14 H 0.334515 0.229264 0.335900 0.060 Uiso 1 1 calc R U . . .
C15 C 0.26061(18) 0.2276(2) 0.41591(8) 0.0605(5) Uani 1 1 d . . . . .
H15 H 0.215494 0.143937 0.411011 0.073 Uiso 1 1 calc R U . . .
C16 C 0.25635(16) 0.2996(2) 0.46758(7) 0.0557(4) Uani 1 1 d . . . . .
H16 H 0.208978 0.264692 0.497827 0.067 Uiso 1 1 calc R U . . .
C17 C 0.3221(2) 0.4229(2) 0.47440(8) 0.0640(5) Uani 1 1 d . . . . .
H17 H 0.318796 0.472484 0.509264 0.077 Uiso 1 1 calc R U . . .
C18 C 0.39344(18) 0.47405(19) 0.42974(7) 0.0577(4) Uani 1 1 d . . . . .
H18 H 0.438440 0.557683 0.435046 0.069 Uiso 1 1 calc R U . . .
C19 C 0.89469(14) 0.70718(16) 0.34883(6) 0.0421(3) Uani 1 1 d . . . . .
C20 C 0.95307(15) 0.91489(16) 0.29381(7) 0.0497(4) Uani 1 1 d . . . . .
C21 C 1.0985(2) 0.8932(3) 0.29649(13) 0.0863(7) Uani 1 1 d . . . . .
H21A H 1.126590 0.855546 0.334080 0.129 Uiso 1 1 calc R U . . .
H21B H 1.141200 0.980894 0.290899 0.129 Uiso 1 1 calc R U . . .
H21C H 1.120499 0.829504 0.266200 0.129 Uiso 1 1 calc R U . . .
C22 C 0.9022(3) 0.9603(3) 0.23337(10) 0.0882(8) Uani 1 1 d . . . . .
H22A H 0.928415 0.893979 0.204852 0.132 Uiso 1 1 calc R U . . .
H22B H 0.937237 1.050296 0.224745 0.132 Uiso 1 1 calc R U . . .
H22C H 0.808683 0.965448 0.232117 0.132 Uiso 1 1 calc R U . . .
C23 C 0.9105(3) 1.0143(2) 0.33977(12) 0.0882(7) Uani 1 1 d . . . . .
H23A H 0.816897 1.018748 0.338162 0.132 Uiso 1 1 calc R U . . .
H23B H 0.945201 1.105267 0.332697 0.132 Uiso 1 1 calc R U . . .
H23C H 0.942117 0.982329 0.377834 0.132 Uiso 1 1 calc R U . . .
C24 C 0.5783(2) 0.3718(2) 0.12537(7) 0.0656(5) Uani 1 1 d . . . . .
H24A H 0.648632 0.324264 0.106991 0.079 Uiso 1 1 calc R U . . .
H24B H 0.590954 0.471249 0.120600 0.079 Uiso 1 1 calc R U . . .
C25 C 0.4518(2) 0.3310(2) 0.09488(7) 0.0646(5) Uani 1 1 d . . . . .
H25A H 0.455970 0.346076 0.053474 0.097 Uiso 1 1 calc R U . . .
H25B H 0.382850 0.386408 0.109418 0.097 Uiso 1 1 calc R U . . .
H25C H 0.435145 0.234210 0.102096 0.097 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
O1 C19 1.1940(18) . ?
O2 C19 1.3088(18) . ?
O2 C20 1.4874(18) . ?
O3 C1 1.2017(16) . ?
O4 C12 1.1986(18) . ?
O5 C12 1.3406(19) . ?
O5 C24 1.4491(19) . ?
N1 C1 1.4130(17) . ?
N1 C8 1.4271(17) . ?
N1 C19 1.4112(18) . ?
C1 C2 1.4941(18) . ?
C2 C3 1.4805(17) . ?
C2 C10 1.5418(18) . ?
C2 C11 1.5337(17) . ?
C3 C4 1.381(2) . ?
C3 C8 1.3965(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(2) . ?
C5 C6 1.387(2) . ?
C5 C9 1.509(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.384(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.3836(19) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10 0.9800 . ?
C10 C11 1.4809(19) . ?
C10 C13 1.4973(19) . ?
C11 H11 0.9800 . ?
C11 C12 1.4966(18) . ?
C13 C14 1.380(2) . ?
C13 C18 1.381(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.389(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.370(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.366(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.380(3) . ?
C18 H18 0.9300 . ?
C20 C21 1.505(3) . ?
C20 C22 1.511(3) . ?
C20 C23 1.502(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.488(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
C19 O2 C20 122.12(12) . . ?
C12 O5 C24 115.82(14) . . ?
C1 N1 C8 109.93(10) . . ?
C19 N1 C1 125.84(11) . . ?
C19 N1 C8 123.55(11) . . ?
O3 C1 N1 126.10(12) . . ?
O3 C1 C2 127.38(12) . . ?
N1 C1 C2 106.50(10) . . ?
C1 C2 C10 117.66(11) . . ?
C1 C2 C11 120.60(11) . . ?
C3 C2 C1 106.08(11) . . ?
C3 C2 C10 124.48(11) . . ?
C3 C2 C11 124.32(11) . . ?
C11 C2 C10 57.57(8) . . ?
C4 C3 C2 132.01(12) . . ?
C4 C3 C8 120.13(12) . . ?
C8 C3 C2 107.84(11) . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.86(14) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C9 121.11(15) . . ?
C6 C5 C4 118.57(14) . . ?
C6 C5 C9 120.32(14) . . ?
C5 C6 H6 118.6 . . ?
C7 C6 C5 122.81(14) . . ?
C7 C6 H6 118.6 . . ?
C6 C7 H7 121.2 . . ?
C8 C7 C6 117.51(14) . . ?
C8 C7 H7 121.2 . . ?
C3 C8 N1 109.58(11) . . ?
C7 C8 N1 129.30(13) . . ?
C7 C8 C3 121.08(13) . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C10 H10 113.8 . . ?
C11 C10 C2 60.94(8) . . ?
C11 C10 H10 113.8 . . ?
C11 C10 C13 122.45(12) . . ?
C13 C10 C2 122.09(11) . . ?
C13 C10 H10 113.8 . . ?
C2 C11 H11 115.5 . . ?
C10 C11 C2 61.49(8) . . ?
C10 C11 H11 115.5 . . ?
C10 C11 C12 117.63(12) . . ?
C12 C11 C2 120.45(11) . . ?
C12 C11 H11 115.5 . . ?
O4 C12 O5 124.15(13) . . ?
O4 C12 C11 125.65(14) . . ?
O5 C12 C11 110.19(12) . . ?
C14 C13 C10 121.49(13) . . ?
C14 C13 C18 118.16(14) . . ?
C18 C13 C10 120.30(13) . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.53(15) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.34(17) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.59(15) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.25(16) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.4 . . ?
C17 C18 C13 121.12(16) . . ?
C17 C18 H18 119.4 . . ?
O1 C19 O2 127.73(14) . . ?
O1 C19 N1 122.10(14) . . ?
O2 C19 N1 110.16(11) . . ?
O2 C20 C21 109.46(15) . . ?
O2 C20 C22 101.70(13) . . ?
O2 C20 C23 109.96(14) . . ?
C21 C20 C22 111.44(18) . . ?
C23 C20 C21 112.83(19) . . ?
C23 C20 C22 110.88(19) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O5 C24 H24A 109.0 . . ?
O5 C24 H24B 109.0 . . ?
O5 C24 C25 113.04(15) . . ?
H24A C24 H24B 107.8 . . ?
C25 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
O3 C1 C2 C3 179.38(14) . . . . ?
O3 C1 C2 C10 -35.9(2) . . . . ?
O3 C1 C2 C11 30.9(2) . . . . ?
N1 C1 C2 C3 -2.22(14) . . . . ?
N1 C1 C2 C10 142.49(11) . . . . ?
N1 C1 C2 C11 -150.68(12) . . . . ?
C1 N1 C8 C3 0.49(15) . . . . ?
C1 N1 C8 C7 178.25(14) . . . . ?
C1 N1 C19 O1 153.61(17) . . . . ?
C1 N1 C19 O2 -27.03(19) . . . . ?
C1 C2 C3 C4 -178.94(14) . . . . ?
C1 C2 C3 C8 2.55(14) . . . . ?
C1 C2 C10 C11 110.36(12) . . . . ?
C1 C2 C10 C13 -137.54(13) . . . . ?
C1 C2 C11 C10 -105.26(13) . . . . ?
C1 C2 C11 C12 1.77(19) . . . . ?
C2 C3 C4 C5 -177.78(14) . . . . ?
C2 C3 C8 N1 -1.92(15) . . . . ?
C2 C3 C8 C7 -179.90(13) . . . . ?
C2 C10 C11 C12 -111.52(13) . . . . ?
C2 C10 C13 C14 -104.20(16) . . . . ?
C2 C10 C13 C18 78.47(19) . . . . ?
C2 C11 C12 O4 -78.50(19) . . . . ?
C2 C11 C12 O5 102.76(14) . . . . ?
C3 C2 C10 C11 -111.96(14) . . . . ?
C3 C2 C10 C13 0.14(19) . . . . ?
C3 C2 C11 C10 112.23(14) . . . . ?
C3 C2 C11 C12 -140.74(14) . . . . ?
C3 C4 C5 C6 -1.7(2) . . . . ?
C3 C4 C5 C9 178.91(14) . . . . ?
C4 C3 C8 N1 179.36(12) . . . . ?
C4 C3 C8 C7 1.4(2) . . . . ?
C4 C5 C6 C7 0.9(2) . . . . ?
C5 C6 C7 C8 1.0(2) . . . . ?
C6 C7 C8 N1 -179.68(14) . . . . ?
C6 C7 C8 C3 -2.2(2) . . . . ?
C8 N1 C1 O3 179.55(13) . . . . ?
C8 N1 C1 C2 1.13(14) . . . . ?
C8 N1 C19 O1 -15.9(2) . . . . ?
C8 N1 C19 O2 163.42(12) . . . . ?
C8 C3 C4 C5 0.6(2) . . . . ?
C9 C5 C6 C7 -179.71(16) . . . . ?
C10 C2 C3 C4 39.4(2) . . . . ?
C10 C2 C3 C8 -139.09(13) . . . . ?
C10 C2 C11 C12 107.02(15) . . . . ?
C10 C11 C12 O4 -7.0(2) . . . . ?
C10 C11 C12 O5 174.27(11) . . . . ?
C10 C13 C14 C15 -177.24(15) . . . . ?
C10 C13 C18 C17 177.08(16) . . . . ?
C11 C2 C3 C4 -32.0(2) . . . . ?
C11 C2 C3 C8 149.51(12) . . . . ?
C11 C2 C10 C13 112.09(14) . . . . ?
C11 C10 C13 C14 -30.5(2) . . . . ?
C11 C10 C13 C18 152.16(15) . . . . ?
C12 O5 C24 C25 -74.2(2) . . . . ?
C13 C10 C11 C2 -111.52(13) . . . . ?
C13 C10 C11 C12 136.96(13) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
C14 C13 C18 C17 -0.4(3) . . . . ?
C14 C15 C16 C17 0.4(3) . . . . ?
C15 C16 C17 C18 -0.6(3) . . . . ?
C16 C17 C18 C13 0.6(3) . . . . ?
C18 C13 C14 C15 0.2(2) . . . . ?
C19 O2 C20 C21 68.3(2) . . . . ?
C19 O2 C20 C22 -173.76(17) . . . . ?
C19 O2 C20 C23 -56.2(2) . . . . ?
C19 N1 C1 O3 8.8(2) . . . . ?
C19 N1 C1 C2 -169.62(12) . . . . ?
C19 N1 C8 C3 171.49(12) . . . . ?
C19 N1 C8 C7 -10.7(2) . . . . ?
C20 O2 C19 O1 -8.9(3) . . . . ?
C20 O2 C19 N1 171.74(12) . . . . ?
C24 O5 C12 O4 1.3(2) . . . . ?
C24 O5 C12 C11 -179.90(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
