# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_20211102_dzy28_0m
_database_code_depnum_ccdc_archive 'CCDC 2309354'
loop_
_audit_author_name
_audit_author_address
'Zengyuan Wang'
;China Pharmaceutical University
China
;
_audit_update_record             
;
2023-11-21 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;
_audit_creation_date             2021-12-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H47 N O4, C H4 O'
_chemical_formula_sum            'C31 H51 N O5'
_chemical_formula_weight         517.72
_chemical_absolute_configuration AD
_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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   13.5566(3)
_cell_length_b                   6.1185(2)
_cell_length_c                   34.8632(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.6810(10)
_cell_angle_gamma                90
_cell_volume                     2890.52(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9947
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      68.588
_cell_measurement_theta_min      2.536
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.929
_exptl_absorpt_coefficient_mu    0.625
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1373 before and 0.0725 after correction.
The Ratio of minimum to maximum transmission is 0.8786.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            42594
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.582
_diffrn_reflns_theta_min         2.536
_diffrn_ambient_temperature      193.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_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           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.814
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                5113
_reflns_number_total             5296
_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         0.140
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 2256 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5296
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0335
_refine_ls_restrained_S_all      1.070
_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)+(0.0484P)²+1.1285P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0880
_refine_ls_wR_factor_ref         0.0892
_refine_special_details          ?
_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, All O(H) groups
2. Restrained distances
 H13B-H19A
 2 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C4(H4A), C11(H11), C16(H16), C27(H27)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C10(H10A,H10B), C14(H14A,H14B), C15(H15A,H15B),
 C20(H20A,H20B), C21(H21A,H21B), C25(H25A,H25B), C26(H26A,H26B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9), C24(H24)
3.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C13(H13A,H13B,H13C), C17(H17A,H17B,H17C),
 C19(H19A,H19B,H19C), C23(H23A,H23B,H23C), C30(H30A,H30B,H30C), C31(H31A,H31B,
 H31C)
3.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5)
;
_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 0.72174(14) 0.2247(3) 0.03821(5) 0.0491(5) Uani 1 1 d . . . . .
O2 O 0.04794(12) 0.5695(3) 0.42514(5) 0.0435(4) Uani 1 1 d . . . . .
O3 O 0.24295(15) 0.1958(3) 0.38162(5) 0.0483(4) Uani 1 1 d . . . . .
O4 O 0.27674(13) 0.4062(3) 0.43265(4) 0.0382(4) Uani 1 1 d . . . . .
H4 H 0.303688 0.291724 0.441149 0.057 Uiso 1 1 calc R U . . .
N1 N 0.17650(13) 0.7509(3) 0.40172(5) 0.0299(4) Uani 1 1 d . . . . .
H1 H 0.213133 0.869620 0.402462 0.036 Uiso 1 1 calc R U . . .
C1 C 0.72177(17) 0.4051(4) 0.05297(6) 0.0298(4) Uani 1 1 d . . . . .
C2 C 0.81774(16) 0.5203(4) 0.06163(6) 0.0352(5) Uani 1 1 d . . . . .
H2A H 0.843928 0.576453 0.037321 0.042 Uiso 1 1 calc R U . . .
H2B H 0.865824 0.412956 0.072290 0.042 Uiso 1 1 calc R U . . .
C3 C 0.80981(15) 0.7098(4) 0.08978(6) 0.0299(5) Uani 1 1 d . . . . .
H3A H 0.787782 0.842761 0.075804 0.036 Uiso 1 1 calc R U . . .
H3B H 0.875477 0.739801 0.101804 0.036 Uiso 1 1 calc R U . . .
C4 C 0.73616(14) 0.6556(3) 0.12109(5) 0.0222(4) Uani 1 1 d . . . . .
H4A H 0.757549 0.512477 0.132428 0.027 Uiso 1 1 calc R U . . .
C5 C 0.63377(14) 0.6189(3) 0.10329(5) 0.0241(4) Uani 1 1 d . . . . .
C6 C 0.62641(15) 0.5236(4) 0.06238(6) 0.0279(4) Uani 1 1 d . . . . .
C7 C 0.61381(17) 0.7104(4) 0.03279(6) 0.0356(5) Uani 1 1 d . . . . .
H7A H 0.551782 0.787651 0.037080 0.053 Uiso 1 1 calc R U . . .
H7B H 0.612531 0.649232 0.006798 0.053 Uiso 1 1 calc R U . . .
H7C H 0.669133 0.812708 0.035728 0.053 Uiso 1 1 calc R U . . .
C8 C 0.53971(18) 0.3650(5) 0.05698(6) 0.0390(6) Uani 1 1 d . . . . .
H8A H 0.545525 0.247955 0.076098 0.059 Uiso 1 1 calc R U . . .
H8B H 0.540547 0.301817 0.031163 0.059 Uiso 1 1 calc R U . . .
H8C H 0.477577 0.443828 0.060226 0.059 Uiso 1 1 calc R U . . .
C9 C 0.55346(15) 0.6713(4) 0.12228(6) 0.0324(5) Uani 1 1 d . . . . .
H9 H 0.491212 0.646571 0.109810 0.039 Uiso 1 1 calc R U . . .
C10 C 0.55392(15) 0.7667(4) 0.16191(6) 0.0333(5) Uani 1 1 d . . . . .
H10A H 0.504477 0.689289 0.177230 0.040 Uiso 1 1 calc R U . . .
H10B H 0.534234 0.922307 0.160247 0.040 Uiso 1 1 calc R U . . .
C11 C 0.65529(13) 0.7502(3) 0.18254(5) 0.0209(4) Uani 1 1 d . . . . .
H11 H 0.666325 0.590178 0.186597 0.025 Uiso 1 1 calc R U . . .
C12 C 0.73729(14) 0.8224(3) 0.15456(5) 0.0228(4) Uani 1 1 d . . . . .
C13 C 0.7219(2) 1.0532(4) 0.13815(7) 0.0391(5) Uani 1 1 d . . . . .
H13A H 0.772869 1.084279 0.119570 0.059 Uiso 1 1 calc R U . . .
H13B H 0.726213 1.160295 0.159041 0.059 Uiso 1 1 calc DR U . . .
H13C H 0.656622 1.062431 0.125376 0.059 Uiso 1 1 calc R U . . .
C14 C 0.83873(15) 0.8098(4) 0.17550(6) 0.0307(5) Uani 1 1 d . . . . .
H14A H 0.856631 0.654351 0.179404 0.037 Uiso 1 1 calc R U . . .
H14B H 0.888959 0.876480 0.159096 0.037 Uiso 1 1 calc R U . . .
C15 C 0.84087(16) 0.9254(4) 0.21428(6) 0.0344(5) Uani 1 1 d . . . . .
H15A H 0.827089 1.082822 0.210338 0.041 Uiso 1 1 calc R U . . .
H15B H 0.907656 0.911700 0.226303 0.041 Uiso 1 1 calc R U . . .
C16 C 0.76480(15) 0.8296(4) 0.24139(6) 0.0284(5) Uani 1 1 d . . . . .
H16 H 0.767731 0.919523 0.265343 0.034 Uiso 1 1 calc R U . . .
C17 C 0.79483(16) 0.5961(4) 0.25275(7) 0.0370(5) Uani 1 1 d . . . . .
H17A H 0.752667 0.544318 0.273217 0.056 Uiso 1 1 calc R U . . .
H17B H 0.863883 0.595162 0.261883 0.056 Uiso 1 1 calc R U . . .
H17C H 0.787107 0.499827 0.230402 0.056 Uiso 1 1 calc R U . . .
C18 C 0.65837(14) 0.8519(3) 0.22387(5) 0.0230(4) Uani 1 1 d . . . . .
C19 C 0.62791(18) 1.0945(4) 0.22420(7) 0.0358(5) Uani 1 1 d . . . . .
H19A H 0.673320 1.179360 0.208690 0.054 Uiso 1 1 calc DR U . . .
H19B H 0.630427 1.149106 0.250638 0.054 Uiso 1 1 calc R U . . .
H19C H 0.560604 1.109398 0.213482 0.054 Uiso 1 1 calc R U . . .
C20 C 0.58368(14) 0.7278(4) 0.24884(5) 0.0254(4) Uani 1 1 d . . . . .
H20A H 0.516269 0.754882 0.238213 0.030 Uiso 1 1 calc R U . . .
H20B H 0.596692 0.569068 0.246760 0.030 Uiso 1 1 calc R U . . .
C21 C 0.58671(16) 0.7912(4) 0.29162(6) 0.0304(5) Uani 1 1 d . . . . .
H21A H 0.653786 0.760817 0.302297 0.036 Uiso 1 1 calc R U . . .
H21B H 0.575582 0.950679 0.293566 0.036 Uiso 1 1 calc R U . . .
C22 C 0.51319(14) 0.6768(3) 0.31621(5) 0.0252(4) Uani 1 1 d . . . . .
C23 C 0.52020(19) 0.4321(4) 0.31742(7) 0.0386(5) Uani 1 1 d . . . . .
H23A H 0.495724 0.371516 0.292915 0.058 Uiso 1 1 calc R U . . .
H23B H 0.480259 0.376120 0.338239 0.058 Uiso 1 1 calc R U . . .
H23C H 0.589181 0.388795 0.321881 0.058 Uiso 1 1 calc R U . . .
C24 C 0.45146(16) 0.7907(4) 0.33749(6) 0.0295(4) Uani 1 1 d . . . . .
H24 H 0.451633 0.944918 0.334260 0.035 Uiso 1 1 calc R U . . .
C25 C 0.38138(15) 0.6995(4) 0.36617(6) 0.0308(5) Uani 1 1 d . . . . .
H25A H 0.373983 0.806221 0.387238 0.037 Uiso 1 1 calc R U . . .
H25B H 0.409664 0.563843 0.377363 0.037 Uiso 1 1 calc R U . . .
C26 C 0.28010(15) 0.6496(4) 0.34819(6) 0.0298(5) Uani 1 1 d . . . . .
H26A H 0.287640 0.535489 0.328359 0.036 Uiso 1 1 calc R U . . .
H26B H 0.254876 0.782914 0.335152 0.036 Uiso 1 1 calc R U . . .
C27 C 0.20302(15) 0.5720(4) 0.37661(6) 0.0288(4) Uani 1 1 d . . . . .
H27 H 0.142435 0.528053 0.361470 0.035 Uiso 1 1 calc R U . . .
C28 C 0.24193(16) 0.3714(4) 0.39764(6) 0.0319(5) Uani 1 1 d . . . . .
C29 C 0.09743(16) 0.7387(4) 0.42376(6) 0.0332(5) Uani 1 1 d . . . . .
C30 C 0.0739(2) 0.9386(5) 0.44669(8) 0.0469(6) Uani 1 1 d . . . . .
H30A H 0.003158 0.970480 0.443958 0.070 Uiso 1 1 calc R U . . .
H30B H 0.111728 1.063031 0.437291 0.070 Uiso 1 1 calc R U . . .
H30C H 0.091301 0.912846 0.473791 0.070 Uiso 1 1 calc R U . . .
O5 O 0.37905(16) 1.0886(4) 0.46162(8) 0.0741(8) Uani 1 1 d . . . . .
H5 H 0.431579 1.067027 0.449999 0.111 Uiso 1 1 calc R U . . .
C31 C 0.3558(2) 0.9046(5) 0.48226(8) 0.0493(6) Uani 1 1 d . . . . .
H31A H 0.354954 0.777096 0.465249 0.074 Uiso 1 1 calc R U . . .
H31B H 0.290685 0.922992 0.493282 0.074 Uiso 1 1 calc R U . . .
H31C H 0.405389 0.882876 0.502948 0.074 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 C1 1.217(3) . ?
O2 C29 1.235(3) . ?
O3 C28 1.211(3) . ?
O4 H4 0.8400 . ?
O4 C28 1.313(3) . ?
N1 H1 0.8800 . ?
N1 C27 1.454(3) . ?
N1 C29 1.339(3) . ?
C1 C2 1.503(3) . ?
C1 C6 1.526(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.525(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.537(3) . ?
C4 H4A 1.0000 . ?
C4 C5 1.520(3) . ?
C4 C12 1.550(3) . ?
C5 C6 1.542(3) . ?
C5 C9 1.330(3) . ?
C6 C7 1.546(3) . ?
C6 C8 1.531(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.500(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.536(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.564(2) . ?
C11 C18 1.569(2) . ?
C12 C13 1.536(3) . ?
C12 C14 1.540(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.525(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.535(3) . ?
C16 H16 1.0000 . ?
C16 C17 1.534(3) . ?
C16 C18 1.556(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.541(3) . ?
C18 C20 1.553(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.541(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.506(3) . ?
C22 C23 1.501(3) . ?
C22 C24 1.332(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24 0.9500 . ?
C24 C25 1.506(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.523(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.536(3) . ?
C27 H27 1.0000 . ?
C27 C28 1.516(3) . ?
C29 C30 1.501(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O5 H5 0.8400 . ?
O5 C31 1.378(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

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
C28 O4 H4 109.5 . . ?
C27 N1 H1 119.3 . . ?
C29 N1 H1 119.3 . . ?
C29 N1 C27 121.32(19) . . ?
O1 C1 C2 120.0(2) . . ?
O1 C1 C6 122.1(2) . . ?
C2 C1 C6 117.88(19) . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
C1 C2 C3 114.15(17) . . ?
H2A C2 H2B 107.6 . . ?
C3 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 C4 110.64(17) . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 106.4 . . ?
C3 C4 C12 113.59(16) . . ?
C5 C4 C3 110.26(15) . . ?
C5 C4 H4A 106.4 . . ?
C5 C4 C12 113.14(16) . . ?
C12 C4 H4A 106.4 . . ?
C4 C5 C6 117.84(16) . . ?
C9 C5 C4 120.82(17) . . ?
C9 C5 C6 121.33(18) . . ?
C1 C6 C5 110.27(16) . . ?
C1 C6 C7 106.59(16) . . ?
C1 C6 C8 108.93(19) . . ?
C5 C6 C7 109.91(18) . . ?
C8 C6 C5 112.46(16) . . ?
C8 C6 C7 108.48(18) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9 117.6 . . ?
C5 C9 C10 124.82(18) . . ?
C10 C9 H9 117.6 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C9 C10 C11 112.68(17) . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C10 C11 H11 105.0 . . ?
C10 C11 C12 109.38(15) . . ?
C10 C11 C18 113.80(16) . . ?
C12 C11 H11 105.0 . . ?
C12 C11 C18 117.43(15) . . ?
C18 C11 H11 105.0 . . ?
C4 C12 C11 106.98(14) . . ?
C13 C12 C4 109.09(16) . . ?
C13 C12 C11 113.61(17) . . ?
C13 C12 C14 109.43(18) . . ?
C14 C12 C4 108.23(16) . . ?
C14 C12 C11 109.34(15) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.0 . . ?
C12 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C15 C14 C12 112.99(18) . . ?
C15 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C14 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
C14 C15 C16 111.89(17) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
C15 C16 H16 107.0 . . ?
C15 C16 C18 110.90(17) . . ?
C17 C16 C15 109.67(19) . . ?
C17 C16 H16 107.0 . . ?
C17 C16 C18 114.77(16) . . ?
C18 C16 H16 107.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 C11 108.96(15) . . ?
C19 C18 C11 112.89(16) . . ?
C19 C18 C16 109.10(16) . . ?
C19 C18 C20 106.72(16) . . ?
C20 C18 C11 108.70(15) . . ?
C20 C18 C16 110.45(16) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 108.6 . . ?
C18 C20 H20B 108.6 . . ?
H20A C20 H20B 107.5 . . ?
C21 C20 C18 114.85(16) . . ?
C21 C20 H20A 108.6 . . ?
C21 C20 H20B 108.6 . . ?
C20 C21 H21A 108.3 . . ?
C20 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C22 C21 C20 115.77(17) . . ?
C22 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
C23 C22 C21 115.93(19) . . ?
C24 C22 C21 120.7(2) . . ?
C24 C22 C23 123.2(2) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24 116.8 . . ?
C22 C24 C25 126.5(2) . . ?
C25 C24 H24 116.8 . . ?
C24 C25 H25A 109.1 . . ?
C24 C25 H25B 109.1 . . ?
C24 C25 C26 112.32(17) . . ?
H25A C25 H25B 107.9 . . ?
C26 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
C25 C26 H26A 108.6 . . ?
C25 C26 H26B 108.6 . . ?
C25 C26 C27 114.76(17) . . ?
H26A C26 H26B 107.6 . . ?
C27 C26 H26A 108.6 . . ?
C27 C26 H26B 108.6 . . ?
N1 C27 C26 109.92(17) . . ?
N1 C27 H27 107.8 . . ?
N1 C27 C28 114.01(17) . . ?
C26 C27 H27 107.8 . . ?
C28 C27 C26 109.18(17) . . ?
C28 C27 H27 107.8 . . ?
O3 C28 O4 124.3(2) . . ?
O3 C28 C27 120.2(2) . . ?
O4 C28 C27 115.38(19) . . ?
O2 C29 N1 120.9(2) . . ?
O2 C29 C30 122.5(2) . . ?
N1 C29 C30 116.5(2) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C31 O5 H5 109.5 . . ?
O5 C31 H31A 109.5 . . ?
O5 C31 H31B 109.5 . . ?
O5 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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
O1 C1 C2 C3 -163.4(2) . . . . ?
O1 C1 C6 C5 133.7(2) . . . . ?
O1 C1 C6 C7 -107.0(2) . . . . ?
O1 C1 C6 C8 9.8(3) . . . . ?
N1 C27 C28 O3 161.3(2) . . . . ?
N1 C27 C28 O4 -21.5(3) . . . . ?
C1 C2 C3 C4 37.3(3) . . . . ?
C2 C1 C6 C5 -47.7(2) . . . . ?
C2 C1 C6 C7 71.5(2) . . . . ?
C2 C1 C6 C8 -171.59(18) . . . . ?
C2 C3 C4 C5 -61.7(2) . . . . ?
C2 C3 C4 C12 170.10(17) . . . . ?
C3 C4 C5 C6 31.0(2) . . . . ?
C3 C4 C5 C9 -147.9(2) . . . . ?
C3 C4 C12 C11 177.23(16) . . . . ?
C3 C4 C12 C13 53.9(2) . . . . ?
C3 C4 C12 C14 -65.0(2) . . . . ?
C4 C5 C6 C1 21.3(2) . . . . ?
C4 C5 C6 C7 -95.9(2) . . . . ?
C4 C5 C6 C8 143.1(2) . . . . ?
C4 C5 C9 C10 -0.6(4) . . . . ?
C4 C12 C14 C15 -166.41(17) . . . . ?
C5 C4 C12 C11 50.5(2) . . . . ?
C5 C4 C12 C13 -72.7(2) . . . . ?
C5 C4 C12 C14 168.26(16) . . . . ?
C5 C9 C10 C11 -13.3(3) . . . . ?
C6 C1 C2 C3 18.0(3) . . . . ?
C6 C5 C9 C10 -179.4(2) . . . . ?
C9 C5 C6 C1 -159.9(2) . . . . ?
C9 C5 C6 C7 82.9(2) . . . . ?
C9 C5 C6 C8 -38.1(3) . . . . ?
C9 C10 C11 C12 45.6(3) . . . . ?
C9 C10 C11 C18 179.14(18) . . . . ?
C10 C11 C12 C4 -64.0(2) . . . . ?
C10 C11 C12 C13 56.4(2) . . . . ?
C10 C11 C12 C14 178.99(17) . . . . ?
C10 C11 C18 C16 -178.86(17) . . . . ?
C10 C11 C18 C19 -57.5(2) . . . . ?
C10 C11 C18 C20 60.7(2) . . . . ?
C11 C12 C14 C15 -50.2(2) . . . . ?
C11 C18 C20 C21 173.25(17) . . . . ?
C12 C4 C5 C6 159.39(17) . . . . ?
C12 C4 C5 C9 -19.4(3) . . . . ?
C12 C11 C18 C16 -49.3(2) . . . . ?
C12 C11 C18 C19 72.1(2) . . . . ?
C12 C11 C18 C20 -169.68(16) . . . . ?
C12 C14 C15 C16 58.9(3) . . . . ?
C13 C12 C14 C15 74.8(2) . . . . ?
C14 C15 C16 C17 67.8(2) . . . . ?
C14 C15 C16 C18 -60.0(2) . . . . ?
C15 C16 C18 C11 53.2(2) . . . . ?
C15 C16 C18 C19 -70.5(2) . . . . ?
C15 C16 C18 C20 172.52(17) . . . . ?
C16 C18 C20 C21 53.8(2) . . . . ?
C17 C16 C18 C11 -71.8(2) . . . . ?
C17 C16 C18 C19 164.57(18) . . . . ?
C17 C16 C18 C20 47.6(2) . . . . ?
C18 C11 C12 C4 164.33(16) . . . . ?
C18 C11 C12 C13 -75.2(2) . . . . ?
C18 C11 C12 C14 47.3(2) . . . . ?
C18 C20 C21 C22 178.58(18) . . . . ?
C19 C18 C20 C21 -64.7(2) . . . . ?
C20 C21 C22 C23 59.2(3) . . . . ?
C20 C21 C22 C24 -125.5(2) . . . . ?
C21 C22 C24 C25 -173.64(19) . . . . ?
C22 C24 C25 C26 -91.0(3) . . . . ?
C23 C22 C24 C25 1.3(4) . . . . ?
C24 C25 C26 C27 -175.71(19) . . . . ?
C25 C26 C27 N1 69.0(2) . . . . ?
C25 C26 C27 C28 -56.7(2) . . . . ?
C26 C27 C28 O3 -75.4(3) . . . . ?
C26 C27 C28 O4 101.9(2) . . . . ?
C27 N1 C29 O2 4.4(3) . . . . ?
C27 N1 C29 C30 -176.4(2) . . . . ?
C29 N1 C27 C26 166.61(19) . . . . ?
C29 N1 C27 C28 -70.4(3) . . . . ?

_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_wzy-487_auto
_database_code_depnum_ccdc_archive 'CCDC 2314937'
loop_
_audit_author_name
_audit_author_address
'Zengyuan Wang'
;China Pharmaceutical University
China
;
_audit_update_record             
;
2023-12-17 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H51 N O5'
_chemical_formula_weight         505.71

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.2412(2)
_cell_length_b                   12.2368(4)
_cell_length_c                   34.0916(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3020.83(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.112
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.026
_exptl_absorpt_coefficient_mu    0.586
_shelx_estimated_absorpt_T_min   0.853
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15374
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.592
_diffrn_reflns_theta_max         76.760
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5945
_reflns_number_gt                5340
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.707
_reflns_Friedel_fraction_max     0.904
_reflns_Friedel_fraction_full    0.989

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+2.7925P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1836 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5945
_refine_ls_number_parameters     341
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.1775
_refine_ls_wR_factor_gt          0.1741
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_restrained_S_all      1.198
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O33 O 0.7886(6) 0.4585(3) 0.28892(10) 0.0522(9) Uani 1 1 d . . . . .
H33 H 0.856907 0.443580 0.269739 0.078 Uiso 1 1 calc R U . . .
O28 O 0.3208(6) 0.8456(3) 0.68509(11) 0.0550(10) Uani 1 1 d . . . . .
H28 H 0.287656 0.906314 0.694174 0.082 Uiso 1 1 calc R U . . .
O27 O 0.1734(7) 0.7749(3) 0.73713(11) 0.0617(11) Uani 1 1 d . . . . .
O24 O 0.5093(6) 0.5723(3) 0.72395(12) 0.0626(11) Uani 1 1 d . . . . .
N22 N 0.2173(6) 0.5645(3) 0.70249(11) 0.0406(9) Uani 1 1 d . . . . .
H22 H 0.110551 0.530187 0.702616 0.049 Uiso 1 1 calc R U . . .
O34 O -0.1390(7) 0.4528(4) 0.70565(15) 0.0645(12) Uani 1 1 d D . . . .
H34D H -0.222(9) 0.459(7) 0.6859(17) 0.097 Uiso 1 1 d D U . . .
C4 C 0.6469(6) 0.4450(4) 0.37409(12) 0.0328(9) Uani 1 1 d . . . . .
C1 C 0.7249(6) 0.4984(4) 0.45399(13) 0.0334(10) Uani 1 1 d . . . . .
H1 H 0.660075 0.426854 0.457207 0.040 Uiso 1 1 calc R U . . .
C3 C 0.5478(6) 0.5235(4) 0.39133(13) 0.0370(10) Uani 1 1 d . . . . .
H3 H 0.444513 0.552021 0.377521 0.044 Uiso 1 1 calc R U . . .
C2 C 0.5897(7) 0.5697(4) 0.43134(13) 0.0387(10) Uani 1 1 d . . . . .
H2A H 0.473370 0.576200 0.446432 0.046 Uiso 1 1 calc R U . . .
H2B H 0.642348 0.643932 0.428374 0.046 Uiso 1 1 calc R U . . .
C9 C 0.8202(6) 0.4008(4) 0.39269(13) 0.0348(10) Uani 1 1 d . . . . .
H9 H 0.787420 0.328163 0.404208 0.042 Uiso 1 1 calc R U . . .
C17 C 0.4098(8) 0.5331(4) 0.58482(13) 0.0436(12) Uani 1 1 d . . . . .
C14 C 0.7661(7) 0.5379(4) 0.49700(13) 0.0361(10) Uani 1 1 d . . . . .
C10 C 0.8940(6) 0.4727(4) 0.42715(13) 0.0369(10) Uani 1 1 d . . . . .
C21 C 0.2387(7) 0.6640(4) 0.67983(13) 0.0384(10) Uani 1 1 d . . . . .
H21 H 0.359664 0.660173 0.665729 0.046 Uiso 1 1 calc R U . . .
C15 C 0.5811(7) 0.5307(4) 0.51989(13) 0.0398(11) Uani 1 1 d . . . . .
H15A H 0.490020 0.577955 0.506412 0.048 Uiso 1 1 calc R U . . .
H15B H 0.535437 0.454658 0.518016 0.048 Uiso 1 1 calc R U . . .
C7 C 0.8988(7) 0.3074(4) 0.32780(14) 0.0436(12) Uani 1 1 d . . . . .
H7A H 0.998658 0.297230 0.308312 0.052 Uiso 1 1 calc R U . . .
H7B H 0.864309 0.234678 0.338170 0.052 Uiso 1 1 calc R U . . .
C18 C 0.2826(8) 0.6062(4) 0.59366(13) 0.0452(12) Uani 1 1 d . . . . .
H18 H 0.307066 0.678388 0.584860 0.054 Uiso 1 1 calc R U . . .
C26 C 0.2383(8) 0.7665(4) 0.70468(14) 0.0444(12) Uani 1 1 d . . . . .
C23 C 0.3577(8) 0.5251(4) 0.72301(14) 0.0448(12) Uani 1 1 d . . . . .
C5 C 0.5763(7) 0.3862(4) 0.33725(14) 0.0402(11) Uani 1 1 d . . . . .
C20 C 0.0851(7) 0.6740(4) 0.64905(13) 0.0426(11) Uani 1 1 d . . . . .
H20A H -0.035875 0.662849 0.661995 0.051 Uiso 1 1 calc R U . . .
H20B H 0.086456 0.748788 0.638011 0.051 Uiso 1 1 calc R U . . .
C13 C 0.9146(8) 0.4640(4) 0.51600(14) 0.0455(12) Uani 1 1 d . . . . .
H13 H 0.954219 0.500880 0.540791 0.055 Uiso 1 1 calc R U . . .
C6 C 0.7340(8) 0.3588(4) 0.30820(14) 0.0416(11) Uani 1 1 d . . . . .
H6 H 0.685505 0.306947 0.288001 0.050 Uiso 1 1 calc R U . . .
C35 C 0.4273(8) 0.4491(5) 0.31510(14) 0.0492(13) Uani 1 1 d . . . . .
H35A H 0.315288 0.453023 0.331181 0.074 Uiso 1 1 calc R U . . .
H35B H 0.399431 0.411442 0.290421 0.074 Uiso 1 1 calc R U . . .
H35C H 0.471334 0.523144 0.309468 0.074 Uiso 1 1 calc R U . . .
C16 C 0.5843(8) 0.5628(5) 0.56327(14) 0.0471(12) Uani 1 1 d . . . . .
H16A H 0.690080 0.526245 0.576142 0.057 Uiso 1 1 calc R U . . .
H16B H 0.603799 0.642698 0.565324 0.057 Uiso 1 1 calc R U . . .
C30 C 0.8289(8) 0.6580(4) 0.49931(15) 0.0451(11) Uani 1 1 d . . . . .
H30A H 0.947378 0.666362 0.485722 0.068 Uiso 1 1 calc R U . . .
H30B H 0.843149 0.679311 0.526854 0.068 Uiso 1 1 calc R U . . .
H30C H 0.736225 0.704853 0.486808 0.068 Uiso 1 1 calc R U . . .
C19 C 0.1050(8) 0.5916(5) 0.61562(14) 0.0493(13) Uani 1 1 d . . . . .
H19A H 0.099971 0.516608 0.626477 0.059 Uiso 1 1 calc R U . . .
H19B H 0.000233 0.600236 0.597234 0.059 Uiso 1 1 calc R U . . .
C31 C 0.9846(7) 0.5774(4) 0.41029(16) 0.0449(12) Uani 1 1 d . . . . .
H31A H 0.900988 0.611109 0.391189 0.067 Uiso 1 1 calc R U . . .
H31B H 1.101030 0.558241 0.397360 0.067 Uiso 1 1 calc R U . . .
H31C H 1.008910 0.629003 0.431647 0.067 Uiso 1 1 calc R U . . .
C12 C 1.0860(7) 0.4557(5) 0.48978(15) 0.0511(13) Uani 1 1 d . . . . .
H12A H 1.139741 0.529439 0.486260 0.061 Uiso 1 1 calc R U . . .
H12B H 1.179592 0.409464 0.502932 0.061 Uiso 1 1 calc R U . . .
C34 C 0.4910(9) 0.2762(5) 0.35045(16) 0.0533(14) Uani 1 1 d . . . . .
H34A H 0.583953 0.233484 0.364624 0.080 Uiso 1 1 calc R U . . .
H34B H 0.449536 0.235298 0.327368 0.080 Uiso 1 1 calc R U . . .
H34C H 0.385452 0.290330 0.367718 0.080 Uiso 1 1 calc R U . . .
C11 C 1.0420(7) 0.4074(5) 0.44977(15) 0.0454(12) Uani 1 1 d . . . . .
H11A H 0.998307 0.331361 0.453253 0.054 Uiso 1 1 calc R U . . .
H11B H 1.156517 0.405008 0.433941 0.054 Uiso 1 1 calc R U . . .
C8 C 0.9681(7) 0.3791(5) 0.36122(15) 0.0461(12) Uani 1 1 d . . . . .
H8A H 1.010255 0.449865 0.350342 0.055 Uiso 1 1 calc R U . . .
H8B H 1.075739 0.343276 0.373670 0.055 Uiso 1 1 calc R U . . .
C25 C 0.3279(9) 0.4185(4) 0.74443(16) 0.0534(14) Uani 1 1 d . . . . .
H25A H 0.409042 0.362341 0.733359 0.080 Uiso 1 1 calc R U . . .
H25B H 0.198837 0.395713 0.741519 0.080 Uiso 1 1 calc R U . . .
H25C H 0.356287 0.428301 0.772313 0.080 Uiso 1 1 calc R U . . .
C32 C 0.8498(9) 0.3490(5) 0.52727(17) 0.0584(15) Uani 1 1 d . . . . .
H32A H 0.764738 0.353672 0.549573 0.088 Uiso 1 1 calc R U . . .
H32B H 0.956788 0.304355 0.534533 0.088 Uiso 1 1 calc R U . . .
H32C H 0.786353 0.315447 0.504916 0.088 Uiso 1 1 calc R U . . .
C29 C 0.3870(13) 0.4137(6) 0.5942(2) 0.093(3) Uani 1 1 d . . . . .
H29A H 0.481030 0.391507 0.613237 0.140 Uiso 1 1 calc R U . . .
H29B H 0.401091 0.370653 0.570118 0.140 Uiso 1 1 calc R U . . .
H29C H 0.263873 0.401216 0.605243 0.140 Uiso 1 1 calc R U . . .
H34E H -0.19(2) 0.461(13) 0.722(4) 0.23(8) 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
O33 C6 1.441(6) . ?
O33 H33 0.8400 . ?
O28 C26 1.319(6) . ?
O28 H28 0.8400 . ?
O27 C26 1.206(6) . ?
O24 C23 1.241(7) . ?
N22 C23 1.325(6) . ?
N22 C21 1.450(6) . ?
N22 H22 0.8800 . ?
O34 H34D 0.91(3) . ?
O34 H34E 0.66(14) . ?
C4 C3 1.336(6) . ?
C4 C9 1.507(6) . ?
C4 C5 1.535(6) . ?
C1 C2 1.522(6) . ?
C1 C10 1.561(6) . ?
C1 C14 1.572(6) . ?
C1 H1 1.0000 . ?
C3 C2 1.507(6) . ?
C3 H3 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C9 C8 1.539(6) . ?
C9 C10 1.562(6) . ?
C9 H9 1.0000 . ?
C17 C18 1.319(7) . ?
C17 C29 1.505(8) . ?
C17 C16 1.506(7) . ?
C14 C30 1.541(6) . ?
C14 C13 1.546(7) . ?
C14 C15 1.553(7) . ?
C10 C11 1.543(7) . ?
C10 C31 1.550(7) . ?
C21 C26 1.513(6) . ?
C21 C20 1.534(7) . ?
C21 H21 1.0000 . ?
C15 C16 1.530(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C7 C6 1.505(7) . ?
C7 C8 1.523(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C18 C19 1.499(8) . ?
C18 H18 0.9500 . ?
C23 C25 1.510(7) . ?
C5 C35 1.526(7) . ?
C5 C34 1.547(7) . ?
C5 C6 1.548(7) . ?
C20 C19 1.528(7) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C13 C32 1.533(8) . ?
C13 C12 1.533(8) . ?
C13 H13 1.0000 . ?
C6 H6 1.0000 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C12 C11 1.520(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?

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
C6 O33 H33 109.5 . . ?
C26 O28 H28 109.5 . . ?
C23 N22 C21 120.3(4) . . ?
C23 N22 H22 119.8 . . ?
C21 N22 H22 119.8 . . ?
H34D O34 H34E 104(10) . . ?
C3 C4 C9 121.4(4) . . ?
C3 C4 C5 121.3(4) . . ?
C9 C4 C5 116.9(4) . . ?
C2 C1 C10 108.9(4) . . ?
C2 C1 C14 114.8(4) . . ?
C10 C1 C14 117.4(4) . . ?
C2 C1 H1 104.8 . . ?
C10 C1 H1 104.8 . . ?
C14 C1 H1 104.8 . . ?
C4 C3 C2 124.1(4) . . ?
C4 C3 H3 118.0 . . ?
C2 C3 H3 118.0 . . ?
C3 C2 C1 111.9(4) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C4 C9 C8 110.4(4) . . ?
C4 C9 C10 113.5(4) . . ?
C8 C9 C10 112.5(4) . . ?
C4 C9 H9 106.6 . . ?
C8 C9 H9 106.6 . . ?
C10 C9 H9 106.6 . . ?
C18 C17 C29 122.2(6) . . ?
C18 C17 C16 122.3(5) . . ?
C29 C17 C16 115.5(5) . . ?
C30 C14 C13 109.3(4) . . ?
C30 C14 C15 106.4(4) . . ?
C13 C14 C15 110.9(4) . . ?
C30 C14 C1 113.4(4) . . ?
C13 C14 C1 110.1(4) . . ?
C15 C14 C1 106.7(4) . . ?
C11 C10 C31 108.6(4) . . ?
C11 C10 C1 110.9(4) . . ?
C31 C10 C1 112.5(4) . . ?
C11 C10 C9 108.8(4) . . ?
C31 C10 C9 109.4(4) . . ?
C1 C10 C9 106.6(4) . . ?
N22 C21 C26 113.4(4) . . ?
N22 C21 C20 110.7(4) . . ?
C26 C21 C20 108.4(4) . . ?
N22 C21 H21 108.1 . . ?
C26 C21 H21 108.1 . . ?
C20 C21 H21 108.1 . . ?
C16 C15 C14 117.3(4) . . ?
C16 C15 H15A 108.0 . . ?
C14 C15 H15A 108.0 . . ?
C16 C15 H15B 108.0 . . ?
C14 C15 H15B 108.0 . . ?
H15A C15 H15B 107.2 . . ?
C6 C7 C8 110.7(4) . . ?
C6 C7 H7A 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C17 C18 C19 129.3(5) . . ?
C17 C18 H18 115.4 . . ?
C19 C18 H18 115.4 . . ?
O27 C26 O28 125.3(5) . . ?
O27 C26 C21 125.8(5) . . ?
O28 C26 C21 108.9(4) . . ?
O24 C23 N22 121.5(5) . . ?
O24 C23 C25 121.1(5) . . ?
N22 C23 C25 117.4(5) . . ?
C35 C5 C4 113.8(4) . . ?
C35 C5 C34 107.5(4) . . ?
C4 C5 C34 107.6(4) . . ?
C35 C5 C6 108.3(4) . . ?
C4 C5 C6 112.3(4) . . ?
C34 C5 C6 107.0(4) . . ?
C19 C20 C21 112.9(4) . . ?
C19 C20 H20A 109.0 . . ?
C21 C20 H20A 109.0 . . ?
C19 C20 H20B 109.0 . . ?
C21 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C32 C13 C12 109.4(5) . . ?
C32 C13 C14 115.4(5) . . ?
C12 C13 C14 110.9(4) . . ?
C32 C13 H13 106.9 . . ?
C12 C13 H13 106.9 . . ?
C14 C13 H13 106.9 . . ?
O33 C6 C7 109.8(4) . . ?
O33 C6 C5 108.1(4) . . ?
C7 C6 C5 113.0(4) . . ?
O33 C6 H6 108.6 . . ?
C7 C6 H6 108.6 . . ?
C5 C6 H6 108.6 . . ?
C5 C35 H35A 109.5 . . ?
C5 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C5 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C17 C16 C15 113.4(4) . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C14 C30 H30A 109.5 . . ?
C14 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C14 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C18 C19 C20 112.0(4) . . ?
C18 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
C18 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C10 C31 H31A 109.5 . . ?
C10 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C10 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C11 C12 C13 112.3(4) . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
C5 C34 H34A 109.5 . . ?
C5 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C5 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C12 C11 C10 113.1(4) . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C7 C8 C9 113.0(4) . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C13 C32 H32A 109.5 . . ?
C13 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C13 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C17 C29 H29A 109.5 . . ?
C17 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C17 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
C9 C4 C3 C2 -4.3(7) . . . . ?
C5 C4 C3 C2 167.9(4) . . . . ?
C4 C3 C2 C1 -14.5(7) . . . . ?
C10 C1 C2 C3 49.6(5) . . . . ?
C14 C1 C2 C3 -176.5(4) . . . . ?
C3 C4 C9 C8 -141.1(5) . . . . ?
C5 C4 C9 C8 46.3(5) . . . . ?
C3 C4 C9 C10 -13.7(6) . . . . ?
C5 C4 C9 C10 173.7(4) . . . . ?
C2 C1 C14 C30 -53.4(5) . . . . ?
C10 C1 C14 C30 76.4(5) . . . . ?
C2 C1 C14 C13 -176.2(4) . . . . ?
C10 C1 C14 C13 -46.4(5) . . . . ?
C2 C1 C14 C15 63.5(5) . . . . ?
C10 C1 C14 C15 -166.7(4) . . . . ?
C2 C1 C10 C11 175.9(4) . . . . ?
C14 C1 C10 C11 43.4(5) . . . . ?
C2 C1 C10 C31 54.1(5) . . . . ?
C14 C1 C10 C31 -78.5(5) . . . . ?
C2 C1 C10 C9 -65.8(5) . . . . ?
C14 C1 C10 C9 161.6(4) . . . . ?
C4 C9 C10 C11 167.1(4) . . . . ?
C8 C9 C10 C11 -66.6(5) . . . . ?
C4 C9 C10 C31 -74.4(5) . . . . ?
C8 C9 C10 C31 51.9(5) . . . . ?
C4 C9 C10 C1 47.5(5) . . . . ?
C8 C9 C10 C1 173.8(4) . . . . ?
C23 N22 C21 C26 -75.9(6) . . . . ?
C23 N22 C21 C20 162.0(4) . . . . ?
C30 C14 C15 C16 -59.9(5) . . . . ?
C13 C14 C15 C16 58.9(6) . . . . ?
C1 C14 C15 C16 178.8(4) . . . . ?
C29 C17 C18 C19 4.2(9) . . . . ?
C16 C17 C18 C19 -178.3(5) . . . . ?
N22 C21 C26 O27 -21.9(8) . . . . ?
C20 C21 C26 O27 101.5(6) . . . . ?
N22 C21 C26 O28 158.1(5) . . . . ?
C20 C21 C26 O28 -78.5(5) . . . . ?
C21 N22 C23 O24 1.1(7) . . . . ?
C21 N22 C23 C25 -177.3(4) . . . . ?
C3 C4 C5 C35 20.1(6) . . . . ?
C9 C4 C5 C35 -167.4(4) . . . . ?
C3 C4 C5 C34 -98.9(5) . . . . ?
C9 C4 C5 C34 73.7(5) . . . . ?
C3 C4 C5 C6 143.6(4) . . . . ?
C9 C4 C5 C6 -43.9(5) . . . . ?
N22 C21 C20 C19 -70.8(5) . . . . ?
C26 C21 C20 C19 164.3(4) . . . . ?
C30 C14 C13 C32 162.2(4) . . . . ?
C15 C14 C13 C32 45.2(6) . . . . ?
C1 C14 C13 C32 -72.6(5) . . . . ?
C30 C14 C13 C12 -72.6(5) . . . . ?
C15 C14 C13 C12 170.4(4) . . . . ?
C1 C14 C13 C12 52.6(5) . . . . ?
C8 C7 C6 O33 66.1(5) . . . . ?
C8 C7 C6 C5 -54.7(6) . . . . ?
C35 C5 C6 O33 51.9(5) . . . . ?
C4 C5 C6 O33 -74.6(5) . . . . ?
C34 C5 C6 O33 167.5(4) . . . . ?
C35 C5 C6 C7 173.6(4) . . . . ?
C4 C5 C6 C7 47.1(5) . . . . ?
C34 C5 C6 C7 -70.8(5) . . . . ?
C18 C17 C16 C15 -102.9(6) . . . . ?
C29 C17 C16 C15 74.8(7) . . . . ?
C14 C15 C16 C17 -168.9(4) . . . . ?
C17 C18 C19 C20 128.5(6) . . . . ?
C21 C20 C19 C18 -60.7(6) . . . . ?
C32 C13 C12 C11 68.3(6) . . . . ?
C14 C13 C12 C11 -60.2(6) . . . . ?
C13 C12 C11 C10 57.7(6) . . . . ?
C31 C10 C11 C12 76.5(5) . . . . ?
C1 C10 C11 C12 -47.6(6) . . . . ?
C9 C10 C11 C12 -164.5(4) . . . . ?
C6 C7 C8 C9 58.3(6) . . . . ?
C4 C9 C8 C7 -53.0(6) . . . . ?
C10 C9 C8 C7 179.0(4) . . . . ?

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.051



