# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
# 
#######################################################################

data_mo_d8v22566_0m
_database_code_depnum_ccdc_archive 'CCDC 2225338'
loop_
_audit_author_name
_audit_author_address
'Min Shi'
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2022-12-09 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H40 O5'
_chemical_formula_weight         504.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.9977(4)
_cell_length_b                   16.6903(6)
_cell_length_c                   14.9089(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.2780(10)
_cell_angle_gamma                90
_cell_volume                     2972.78(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      4.836
_cell_measurement_theta_max      54.836

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5434
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42856
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_av_R_equivalents  0.0657
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.590
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5838
_reflns_number_gt                4606
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0478P)²+1.1621P] 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     SHELXL
_refine_ls_extinction_coef       0.0165(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5838
_refine_ls_number_parameters     351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1241
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_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
O1 O 0.11115(12) 0.58553(8) 0.66310(10) 0.0643(4) Uani 1 1 d . . . . .
O2 O 0.37109(9) 0.92130(7) 0.59549(8) 0.0428(3) Uani 1 1 d . . . . .
O3 O 0.55139(9) 0.91371(7) 0.64742(8) 0.0402(3) Uani 1 1 d . . . . .
O4 O 0.67756(10) 0.77396(8) 0.52973(10) 0.0559(4) Uani 1 1 d . . . . .
O5 O 0.62865(9) 0.89240(7) 0.46718(8) 0.0415(3) Uani 1 1 d . . . . .
C1 C 0.24836(12) 0.75023(9) 0.57227(9) 0.0277(3) Uani 1 1 d . . . . .
H1 H 0.2439 0.8064 0.5695 0.033 Uiso 1 1 calc R U . . .
C2 C 0.16985(12) 0.71175(9) 0.61325(9) 0.0285(3) Uani 1 1 d . . . . .
C3 C 0.17551(13) 0.62254(9) 0.61954(11) 0.0352(4) Uani 1 1 d . . . . .
C4 C 0.26087(12) 0.57925(9) 0.57122(10) 0.0296(3) Uani 1 1 d . . . . .
C5 C 0.33541(12) 0.62222(9) 0.53076(10) 0.0307(3) Uani 1 1 d . . . . .
H5 H 0.3877 0.5939 0.4998 0.037 Uiso 1 1 calc R U . . .
C6 C 0.34276(12) 0.71125(9) 0.53042(10) 0.0280(3) Uani 1 1 d . . . . .
C7 C 0.46203(12) 0.73745(8) 0.57398(10) 0.0273(3) Uani 1 1 d . . . . .
H7 H 0.5146 0.7004 0.5477 0.033 Uiso 1 1 calc R U . . .
C8 C 0.48688(12) 0.82147(8) 0.53251(10) 0.0285(3) Uani 1 1 d . . . . .
C9 C 0.40819(13) 0.82537(9) 0.44362(10) 0.0327(3) Uani 1 1 d . . . . .
H9A H 0.3542 0.8692 0.4461 0.039 Uiso 1 1 calc R U . . .
H9B H 0.4517 0.8340 0.3919 0.039 Uiso 1 1 calc R U . . .
C10 C 0.34854(12) 0.74578(9) 0.43570(10) 0.0307(3) Uani 1 1 d . . . . .
C11 C 0.31127(14) 0.71105(10) 0.36076(11) 0.0399(4) Uani 1 1 d . . . . .
C12 C 0.2742(2) 0.67786(15) 0.28492(13) 0.0596(6) Uani 1 1 d . . . . .
C13 C 0.25900(14) 0.48756(9) 0.57100(12) 0.0388(4) Uani 1 1 d . . . . .
C14 C 0.3476(2) 0.45395(11) 0.51421(19) 0.0773(8) Uani 1 1 d . . . . .
H14A H 0.3364 0.4758 0.4538 0.116 Uiso 1 1 calc R U . . .
H14B H 0.3412 0.3960 0.5115 0.116 Uiso 1 1 calc R U . . .
H14C H 0.4214 0.4686 0.5412 0.116 Uiso 1 1 calc R U . . .
C15 C 0.28287(19) 0.45626(12) 0.66721(15) 0.0629(6) Uani 1 1 d . . . . .
H15A H 0.3548 0.4763 0.6927 0.094 Uiso 1 1 calc R U . . .
H15B H 0.2842 0.3981 0.6665 0.094 Uiso 1 1 calc R U . . .
H15C H 0.2247 0.4745 0.7035 0.094 Uiso 1 1 calc R U . . .
C16 C 0.14552(18) 0.45658(12) 0.53121(15) 0.0608(5) Uani 1 1 d . . . . .
H16A H 0.0882 0.4727 0.5694 0.091 Uiso 1 1 calc R U . . .
H16B H 0.1477 0.3986 0.5275 0.091 Uiso 1 1 calc R U . . .
H16C H 0.1285 0.4788 0.4714 0.091 Uiso 1 1 calc R U . . .
C17 C 0.07598(12) 0.75544(9) 0.65643(10) 0.0318(3) Uani 1 1 d . . . . .
C18 C 0.08864(16) 0.74083(11) 0.75868(11) 0.0445(4) Uani 1 1 d . . . . .
H18A H 0.0767 0.6845 0.7706 0.067 Uiso 1 1 calc R U . . .
H18B H 0.0339 0.7726 0.7868 0.067 Uiso 1 1 calc R U . . .
H18C H 0.1634 0.7561 0.7831 0.067 Uiso 1 1 calc R U . . .
C19 C -0.03899(14) 0.72624(11) 0.61497(13) 0.0456(4) Uani 1 1 d . . . . .
H19A H -0.0460 0.7367 0.5507 0.068 Uiso 1 1 calc R U . . .
H19B H -0.0976 0.7544 0.6428 0.068 Uiso 1 1 calc R U . . .
H19C H -0.0458 0.6691 0.6253 0.068 Uiso 1 1 calc R U . . .
C20 C 0.08166(14) 0.84601(10) 0.64104(11) 0.0381(4) Uani 1 1 d . . . . .
H20A H 0.1532 0.8662 0.6672 0.057 Uiso 1 1 calc R U . . .
H20B H 0.0217 0.8721 0.6693 0.057 Uiso 1 1 calc R U . . .
H20C H 0.0737 0.8570 0.5769 0.057 Uiso 1 1 calc R U . . .
C21 C 0.48326(13) 0.72489(9) 0.67454(10) 0.0321(3) Uani 1 1 d . . . . .
C22 C 0.55987(16) 0.66690(12) 0.70567(12) 0.0519(5) Uani 1 1 d . . . . .
H22 H 0.5980 0.6375 0.6642 0.062 Uiso 1 1 calc R U . . .
C23 C 0.5811(2) 0.65162(16) 0.79677(14) 0.0750(7) Uani 1 1 d . . . . .
H23 H 0.6333 0.6119 0.8166 0.090 Uiso 1 1 calc R U . . .
C24 C 0.5268(2) 0.69390(15) 0.85834(14) 0.0706(7) Uani 1 1 d . . . . .
H24 H 0.5418 0.6835 0.9202 0.085 Uiso 1 1 calc R U . . .
C25 C 0.45042(17) 0.75148(13) 0.82913(12) 0.0539(5) Uani 1 1 d . . . . .
H25 H 0.4132 0.7807 0.8713 0.065 Uiso 1 1 calc R U . . .
C26 C 0.42768(14) 0.76690(10) 0.73809(11) 0.0389(4) Uani 1 1 d . . . . .
H26 H 0.3744 0.8060 0.7189 0.047 Uiso 1 1 calc R U . . .
C27 C 0.46199(13) 0.89132(9) 0.59406(10) 0.0318(3) Uani 1 1 d . . . . .
C28 C 0.53235(17) 0.98003(12) 0.70866(14) 0.0549(5) Uani 1 1 d . . . . .
H28A H 0.4910 0.9609 0.7582 0.066 Uiso 1 1 calc R U . . .
H28B H 0.4879 1.0220 0.6763 0.066 Uiso 1 1 calc R U . . .
C29 C 0.64198(19) 1.01254(13) 0.74460(16) 0.0669(6) Uani 1 1 d . . . . .
H29A H 0.6857 1.0259 0.6951 0.100 Uiso 1 1 calc R U . . .
H29B H 0.6816 0.9727 0.7827 0.100 Uiso 1 1 calc R U . . .
H29C H 0.6307 1.0604 0.7796 0.100 Uiso 1 1 calc R U . . .
C30 C 0.60962(13) 0.82488(9) 0.51201(11) 0.0343(4) Uani 1 1 d . . . . .
C31 C 0.74105(15) 0.90453(12) 0.44049(15) 0.0537(5) Uani 1 1 d . . . . .
H31A H 0.7373 0.9361 0.3849 0.064 Uiso 1 1 calc R U . . .
H31B H 0.7747 0.8526 0.4286 0.064 Uiso 1 1 calc R U . . .
C32 C 0.81164(18) 0.94680(15) 0.51223(18) 0.0744(7) Uani 1 1 d . . . . .
H32A H 0.8850 0.9568 0.4921 0.112 Uiso 1 1 calc R U . . .
H32B H 0.8194 0.9139 0.5661 0.112 Uiso 1 1 calc R U . . .
H32C H 0.7768 0.9973 0.5255 0.112 Uiso 1 1 calc R U . . .
H12A H 0.324(2) 0.6396(15) 0.2559(17) 0.085(8) Uiso 1 1 d . . . . .
H12B H 0.196(2) 0.6861(15) 0.2592(17) 0.088(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
O1 C3 1.2214(19) . ?
O2 C27 1.2018(18) . ?
O3 C27 1.3289(19) . ?
O3 C28 1.466(2) . ?
O4 C30 1.1903(19) . ?
O5 C30 1.3405(19) . ?
O5 C31 1.4549(19) . ?
C1 C2 1.334(2) . ?
C1 C6 1.492(2) . ?
C1 H1 0.9400 . ?
C2 C3 1.493(2) . ?
C2 C17 1.532(2) . ?
C3 C4 1.492(2) . ?
C4 C5 1.333(2) . ?
C4 C13 1.531(2) . ?
C5 C6 1.488(2) . ?
C5 H5 0.9400 . ?
C6 C10 1.533(2) . ?
C6 C7 1.578(2) . ?
C7 C21 1.512(2) . ?
C7 C8 1.5722(19) . ?
C7 H7 0.9900 . ?
C8 C27 1.530(2) . ?
C8 C30 1.532(2) . ?
C8 C9 1.556(2) . ?
C9 C10 1.508(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C10 C11 1.301(2) . ?
C11 C12 1.300(3) . ?
C12 H12A 1.00(3) . ?
C12 H12B 0.99(3) . ?
C13 C14 1.525(3) . ?
C13 C16 1.525(3) . ?
C13 C15 1.529(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 C20 1.531(2) . ?
C17 C18 1.537(2) . ?
C17 C19 1.538(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 H18C 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 H20C 0.9700 . ?
C21 C22 1.385(2) . ?
C21 C26 1.397(2) . ?
C22 C23 1.382(3) . ?
C22 H22 0.9400 . ?
C23 C24 1.369(3) . ?
C23 H23 0.9400 . ?
C24 C25 1.371(3) . ?
C24 H24 0.9400 . ?
C25 C26 1.384(2) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
C28 C29 1.477(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C31 C32 1.481(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C27 O3 C28 114.94(13) . . ?
C30 O5 C31 117.25(13) . . ?
C2 C1 C6 125.24(13) . . ?
C2 C1 H1 117.4 . . ?
C6 C1 H1 117.4 . . ?
C1 C2 C3 118.62(13) . . ?
C1 C2 C17 122.73(13) . . ?
C3 C2 C17 118.62(12) . . ?
O1 C3 C4 120.49(14) . . ?
O1 C3 C2 120.70(14) . . ?
C4 C3 C2 118.81(13) . . ?
C5 C4 C3 118.48(14) . . ?
C5 C4 C13 123.18(14) . . ?
C3 C4 C13 118.34(13) . . ?
C4 C5 C6 125.52(14) . . ?
C4 C5 H5 117.2 . . ?
C6 C5 H5 117.2 . . ?
C5 C6 C1 112.73(12) . . ?
C5 C6 C10 112.72(12) . . ?
C1 C6 C10 108.77(12) . . ?
C5 C6 C7 109.09(12) . . ?
C1 C6 C7 113.68(12) . . ?
C10 C6 C7 99.14(11) . . ?
C21 C7 C8 119.52(12) . . ?
C21 C7 C6 115.68(12) . . ?
C8 C7 C6 106.44(11) . . ?
C21 C7 H7 104.5 . . ?
C8 C7 H7 104.5 . . ?
C6 C7 H7 104.5 . . ?
C27 C8 C30 109.61(12) . . ?
C27 C8 C9 110.01(12) . . ?
C30 C8 C9 110.33(12) . . ?
C27 C8 C7 112.91(11) . . ?
C30 C8 C7 109.40(12) . . ?
C9 C8 C7 104.48(11) . . ?
C10 C9 C8 106.03(12) . . ?
C10 C9 H9A 110.5 . . ?
C8 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
C11 C10 C9 125.64(14) . . ?
C11 C10 C6 125.64(14) . . ?
C9 C10 C6 108.69(12) . . ?
C12 C11 C10 178.71(19) . . ?
C11 C12 H12A 118.5(15) . . ?
C11 C12 H12B 121.0(15) . . ?
H12A C12 H12B 120(2) . . ?
C14 C13 C16 107.58(17) . . ?
C14 C13 C15 108.38(18) . . ?
C16 C13 C15 109.43(16) . . ?
C14 C13 C4 110.98(14) . . ?
C16 C13 C4 110.63(14) . . ?
C15 C13 C4 109.77(14) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C20 C17 C2 111.24(12) . . ?
C20 C17 C18 107.66(13) . . ?
C2 C17 C18 109.37(13) . . ?
C20 C17 C19 107.65(13) . . ?
C2 C17 C19 110.30(13) . . ?
C18 C17 C19 110.57(14) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C26 117.84(15) . . ?
C22 C21 C7 118.37(14) . . ?
C26 C21 C7 123.76(14) . . ?
C23 C22 C21 120.99(18) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C24 C23 C22 120.49(19) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 119.58(18) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C24 C25 C26 120.51(18) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 120.58(16) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
O2 C27 O3 123.78(14) . . ?
O2 C27 C8 123.74(14) . . ?
O3 C27 C8 112.45(12) . . ?
O3 C28 C29 108.59(16) . . ?
O3 C28 H28A 110.0 . . ?
C29 C28 H28A 110.0 . . ?
O3 C28 H28B 110.0 . . ?
C29 C28 H28B 110.0 . . ?
H28A C28 H28B 108.4 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O4 C30 O5 124.49(14) . . ?
O4 C30 C8 125.47(14) . . ?
O5 C30 C8 109.97(13) . . ?
O5 C31 C32 110.59(17) . . ?
O5 C31 H31A 109.5 . . ?
C32 C31 H31A 109.5 . . ?
O5 C31 H31B 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
C6 C1 C2 C3 0.7(2) . . . . ?
C6 C1 C2 C17 178.91(13) . . . . ?
C1 C2 C3 O1 173.67(16) . . . . ?
C17 C2 C3 O1 -4.6(2) . . . . ?
C1 C2 C3 C4 -6.7(2) . . . . ?
C17 C2 C3 C4 175.03(13) . . . . ?
O1 C3 C4 C5 -174.49(17) . . . . ?
C2 C3 C4 C5 5.8(2) . . . . ?
O1 C3 C4 C13 5.2(2) . . . . ?
C2 C3 C4 C13 -174.52(14) . . . . ?
C3 C4 C5 C6 1.0(2) . . . . ?
C13 C4 C5 C6 -178.61(14) . . . . ?
C4 C5 C6 C1 -6.5(2) . . . . ?
C4 C5 C6 C10 -130.13(16) . . . . ?
C4 C5 C6 C7 120.78(16) . . . . ?
C2 C1 C6 C5 5.6(2) . . . . ?
C2 C1 C6 C10 131.37(15) . . . . ?
C2 C1 C6 C7 -119.23(16) . . . . ?
C5 C6 C7 C21 -70.89(15) . . . . ?
C1 C6 C7 C21 55.86(16) . . . . ?
C10 C6 C7 C21 171.10(12) . . . . ?
C5 C6 C7 C8 153.71(11) . . . . ?
C1 C6 C7 C8 -79.54(14) . . . . ?
C10 C6 C7 C8 35.70(13) . . . . ?
C21 C7 C8 C27 -35.00(18) . . . . ?
C6 C7 C8 C27 98.34(13) . . . . ?
C21 C7 C8 C30 87.35(15) . . . . ?
C6 C7 C8 C30 -139.32(12) . . . . ?
C21 C7 C8 C9 -154.53(13) . . . . ?
C6 C7 C8 C9 -21.19(14) . . . . ?
C27 C8 C9 C10 -124.09(13) . . . . ?
C30 C8 C9 C10 114.86(13) . . . . ?
C7 C8 C9 C10 -2.62(15) . . . . ?
C8 C9 C10 C11 -151.37(16) . . . . ?
C8 C9 C10 C6 26.68(15) . . . . ?
C5 C6 C10 C11 24.4(2) . . . . ?
C1 C6 C10 C11 -101.38(18) . . . . ?
C7 C6 C10 C11 139.65(16) . . . . ?
C5 C6 C10 C9 -153.65(13) . . . . ?
C1 C6 C10 C9 80.57(14) . . . . ?
C7 C6 C10 C9 -38.40(14) . . . . ?
C5 C4 C13 C14 -3.6(2) . . . . ?
C3 C4 C13 C14 176.79(18) . . . . ?
C5 C4 C13 C16 -122.93(17) . . . . ?
C3 C4 C13 C16 57.45(19) . . . . ?
C5 C4 C13 C15 116.20(18) . . . . ?
C3 C4 C13 C15 -63.43(19) . . . . ?
C1 C2 C17 C20 3.3(2) . . . . ?
C3 C2 C17 C20 -178.46(13) . . . . ?
C1 C2 C17 C18 -115.50(16) . . . . ?
C3 C2 C17 C18 62.75(18) . . . . ?
C1 C2 C17 C19 122.68(16) . . . . ?
C3 C2 C17 C19 -59.07(18) . . . . ?
C8 C7 C21 C22 -119.49(17) . . . . ?
C6 C7 C21 C22 111.23(17) . . . . ?
C8 C7 C21 C26 62.4(2) . . . . ?
C6 C7 C21 C26 -66.90(19) . . . . ?
C26 C21 C22 C23 -0.5(3) . . . . ?
C7 C21 C22 C23 -178.7(2) . . . . ?
C21 C22 C23 C24 -0.2(4) . . . . ?
C22 C23 C24 C25 0.3(4) . . . . ?
C23 C24 C25 C26 0.2(4) . . . . ?
C24 C25 C26 C21 -0.9(3) . . . . ?
C22 C21 C26 C25 1.0(3) . . . . ?
C7 C21 C26 C25 179.15(16) . . . . ?
C28 O3 C27 O2 -1.1(2) . . . . ?
C28 O3 C27 C8 -179.43(14) . . . . ?
C30 C8 C27 O2 152.04(15) . . . . ?
C9 C8 C27 O2 30.6(2) . . . . ?
C7 C8 C27 O2 -85.73(18) . . . . ?
C30 C8 C27 O3 -29.63(17) . . . . ?
C9 C8 C27 O3 -151.12(12) . . . . ?
C7 C8 C27 O3 92.60(15) . . . . ?
C27 O3 C28 C29 -164.65(17) . . . . ?
C31 O5 C30 O4 -1.5(3) . . . . ?
C31 O5 C30 C8 -178.70(14) . . . . ?
C27 C8 C30 O4 120.01(18) . . . . ?
C9 C8 C30 O4 -118.70(18) . . . . ?
C7 C8 C30 O4 -4.3(2) . . . . ?
C27 C8 C30 O5 -62.81(16) . . . . ?
C9 C8 C30 O5 58.49(16) . . . . ?
C7 C8 C30 O5 172.89(12) . . . . ?
C30 O5 C31 C32 -89.43(19) . . . . ?

_refine_diff_density_max         0.249
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.035

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_d8v23435_0m
_database_code_depnum_ccdc_archive 'CCDC 2288733'
loop_
_audit_author_name
_audit_author_address
'Min Shi'
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2023-08-15 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H40 O5'
_chemical_formula_weight         504.64

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   43.5637(17)
_cell_length_b                   7.2829(3)
_cell_length_c                   18.9126(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.028(3)
_cell_angle_gamma                90
_cell_volume                     5889.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7157
_cell_measurement_theta_min      11.095
_cell_measurement_theta_max      135.381

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_F_000             2176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.601
_shelx_estimated_absorpt_T_min   0.889
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5675
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30833
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_av_R_equivalents  0.0888
_diffrn_reflns_limit_h_min       -52
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         5.547
_diffrn_reflns_theta_max         66.997
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             5242
_reflns_number_gt                3382
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1806P)²+3.1426P] 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     SHELXL
_refine_ls_extinction_coef       0.0029(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5242
_refine_ls_number_parameters     370
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.1204
_refine_ls_R_factor_gt           0.0907
_refine_ls_wR_factor_ref         0.3051
_refine_ls_wR_factor_gt          0.2674
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001

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 0.46330(8) 0.9093(5) 0.51910(16) 0.1061(11) Uani 1 1 d . . . . .
O2 O 0.27892(6) 0.6220(5) 0.35262(17) 0.1017(10) Uani 1 1 d . . . . .
O3 O 0.30066(6) 0.9000(4) 0.37111(16) 0.0949(9) Uani 1 1 d D . . . .
O4 O 0.34411(6) 0.9024(4) 0.52781(15) 0.0815(8) Uani 1 1 d . . . . .
O5 O 0.29971(7) 0.7474(4) 0.52747(16) 0.0892(9) Uani 1 1 d . . . . .
C1 C 0.39656(7) 0.6396(5) 0.52394(17) 0.0626(8) Uani 1 1 d . . . . .
H1 H 0.3837 0.6056 0.5557 0.075 Uiso 1 1 calc R U . . .
C2 C 0.42192(7) 0.7376(5) 0.55087(17) 0.0638(8) Uani 1 1 d . . . . .
C3 C 0.44272(8) 0.7942(5) 0.50075(19) 0.0711(9) Uani 1 1 d . . . . .
C4 C 0.43851(8) 0.7075(5) 0.42876(18) 0.0649(8) Uani 1 1 d . . . . .
C5 C 0.41292(8) 0.6072(5) 0.40639(19) 0.0675(9) Uani 1 1 d . . . . .
H5 H 0.4110 0.5497 0.3618 0.081 Uiso 1 1 calc R U . . .
C6 C 0.38693(7) 0.5794(4) 0.44729(18) 0.0632(8) Uani 1 1 d . . . . .
C7 C 0.35836(7) 0.6973(5) 0.40798(18) 0.0626(8) Uani 1 1 d . . . . .
H7 H 0.3640 0.8259 0.4188 0.075 Uiso 1 1 calc R U . . .
C8 C 0.32794(8) 0.6615(5) 0.43879(19) 0.0663(9) Uani 1 1 d . . . . .
C9 C 0.32424(9) 0.4635(5) 0.4578(2) 0.0743(10) Uani 1 1 d . . . . .
H9 H 0.3050 0.4259 0.4672 0.089 Uiso 1 1 calc R U . . .
C10 C 0.34668(9) 0.3396(5) 0.4619(2) 0.0778(10) Uani 1 1 d . . . . .
H10 H 0.3421 0.2200 0.4735 0.093 Uiso 1 1 calc R U . . .
C11 C 0.37808(9) 0.3766(5) 0.4496(2) 0.0735(9) Uani 1 1 d . . . . .
C12 C 0.39813(13) 0.2418(7) 0.4471(3) 0.0988(14) Uani 1 1 d . . . . .
C13 C 0.42988(9) 0.7991(5) 0.62972(19) 0.0747(10) Uani 1 1 d . . . . .
C14 C 0.40729(10) 0.7197(7) 0.6738(2) 0.0938(13) Uani 1 1 d . . . . .
H14A H 0.3864 0.7588 0.6536 0.141 Uiso 1 1 calc R U . . .
H14B H 0.4129 0.7621 0.7226 0.141 Uiso 1 1 calc R U . . .
H14C H 0.4083 0.5881 0.6729 0.141 Uiso 1 1 calc R U . . .
C15 C 0.46289(10) 0.7365(7) 0.6642(2) 0.1009(14) Uani 1 1 d . . . . .
H15A H 0.4641 0.6050 0.6624 0.151 Uiso 1 1 calc R U . . .
H15B H 0.4676 0.7764 0.7134 0.151 Uiso 1 1 calc R U . . .
H15C H 0.4777 0.7889 0.6383 0.151 Uiso 1 1 calc R U . . .
C16 C 0.42764(12) 1.0111(6) 0.6328(2) 0.1011(14) Uani 1 1 d . . . . .
H16A H 0.4434 1.0648 0.6099 0.152 Uiso 1 1 calc R U . . .
H16B H 0.4309 1.0502 0.6821 0.152 Uiso 1 1 calc R U . . .
H16C H 0.4073 1.0498 0.6082 0.152 Uiso 1 1 calc R U . . .
C17 C 0.46288(9) 0.7419(6) 0.3811(2) 0.0779(10) Uani 1 1 d . . . . .
C18 C 0.49570(10) 0.6886(7) 0.4220(3) 0.1003(14) Uani 1 1 d . . . . .
H18A H 0.5010 0.7620 0.4648 0.150 Uiso 1 1 calc R U . . .
H18B H 0.5107 0.7094 0.3917 0.150 Uiso 1 1 calc R U . . .
H18C H 0.4959 0.5611 0.4350 0.150 Uiso 1 1 calc R U . . .
C19 C 0.46276(12) 0.9457(7) 0.3613(3) 0.1007(14) Uani 1 1 d . . . . .
H19A H 0.4419 0.9828 0.3403 0.151 Uiso 1 1 calc R U . . .
H19B H 0.4762 0.9652 0.3273 0.151 Uiso 1 1 calc R U . . .
H19C H 0.4701 1.0168 0.4039 0.151 Uiso 1 1 calc R U . . .
C20 C 0.45575(12) 0.6293(8) 0.3121(3) 0.1111(17) Uani 1 1 d . . . . .
H20A H 0.4555 0.5012 0.3239 0.167 Uiso 1 1 calc R U . . .
H20B H 0.4716 0.6514 0.2840 0.167 Uiso 1 1 calc R U . . .
H20C H 0.4357 0.6643 0.2848 0.167 Uiso 1 1 calc R U . . .
C21 C 0.35286(8) 0.6794(5) 0.32712(19) 0.0721(9) Uani 1 1 d . . . . .
C22 C 0.35988(10) 0.8267(7) 0.2860(2) 0.0967(13) Uani 1 1 d . . . . .
H22 H 0.3677 0.9346 0.3089 0.116 Uiso 1 1 calc R U . . .
C23 C 0.35551(15) 0.8156(11) 0.2118(3) 0.125(2) Uani 1 1 d . . . . .
H23 H 0.3604 0.9155 0.1854 0.149 Uiso 1 1 calc R U . . .
C24 C 0.34432(15) 0.6617(14) 0.1779(3) 0.139(3) Uani 1 1 d . . . . .
H24 H 0.3414 0.6553 0.1279 0.167 Uiso 1 1 calc R U . . .
C25 C 0.33717(13) 0.5137(10) 0.2160(3) 0.1223(19) Uani 1 1 d . . . . .
H25 H 0.3293 0.4076 0.1918 0.147 Uiso 1 1 calc R U . . .
C26 C 0.34159(10) 0.5207(7) 0.2904(2) 0.0939(13) Uani 1 1 d . . . . .
H26 H 0.3370 0.4185 0.3160 0.113 Uiso 1 1 calc R U . . .
C27 C 0.29947(9) 0.7201(6) 0.3818(2) 0.0776(10) Uani 1 1 d . . . . .
C28 C 0.2749(3) 0.969(3) 0.3183(10) 0.145(3) Uani 0.6 1 d D U P A 1
H28A H 0.2684 0.8780 0.2810 0.174 Uiso 0.6 1 calc R U P A 1
H28B H 0.2572 0.9970 0.3409 0.174 Uiso 0.6 1 calc R U P A 1
C29 C 0.2854(3) 1.1290(17) 0.2885(7) 0.159(3) Uani 0.6 1 d D U P A 1
H29A H 0.2881 1.2253 0.3238 0.238 Uiso 0.6 1 calc R U P A 1
H29B H 0.2702 1.1662 0.2473 0.238 Uiso 0.6 1 calc R U P A 1
H29C H 0.3050 1.1046 0.2742 0.238 Uiso 0.6 1 calc R U P A 1
C28' C 0.2806(5) 0.984(4) 0.3060(13) 0.147(3) Uani 0.4 1 d D U P A 2
H28C H 0.2711 0.8906 0.2725 0.176 Uiso 0.4 1 calc R U P A 2
H28D H 0.2928 1.0659 0.2816 0.176 Uiso 0.4 1 calc R U P A 2
C29' C 0.2560(4) 1.091(2) 0.3363(10) 0.155(4) Uani 0.4 1 d D U P A 2
H29D H 0.2482 1.0159 0.3709 0.233 Uiso 0.4 1 calc R U P A 2
H29E H 0.2390 1.1221 0.2978 0.233 Uiso 0.4 1 calc R U P A 2
H29F H 0.2651 1.2006 0.3592 0.233 Uiso 0.4 1 calc R U P A 2
C30 C 0.32608(8) 0.7864(5) 0.5036(2) 0.0699(9) Uani 1 1 d . . . . .
C31 C 0.29178(11) 0.8709(7) 0.5818(3) 0.0995(14) Uani 1 1 d . . . . .
H31A H 0.3107 0.9074 0.6146 0.119 Uiso 1 1 calc R U . . .
H31B H 0.2784 0.8075 0.6094 0.119 Uiso 1 1 calc R U . . .
C32 C 0.27524(14) 1.0389(8) 0.5474(4) 0.1245(19) Uani 1 1 d . . . . .
H32A H 0.2896 1.1122 0.5268 0.187 Uiso 1 1 calc R U . . .
H32B H 0.2675 1.1092 0.5833 0.187 Uiso 1 1 calc R U . . .
H32C H 0.2581 1.0025 0.5104 0.187 Uiso 1 1 calc R U . . .
H12A H 0.4199(11) 0.252(5) 0.444(2) 0.083(12) Uiso 1 1 d . . . . .
H12B H 0.3929(13) 0.103(8) 0.452(3) 0.135(18) 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
O1 C3 1.228(4) . ?
O2 C27 1.194(5) . ?
O3 C27 1.328(5) . ?
O3 C28 1.442(12) . ?
O3 C28' 1.497(17) . ?
O4 C30 1.184(4) . ?
O5 C30 1.343(4) . ?
O5 C31 1.456(5) . ?
C1 C2 1.331(4) . ?
C1 C6 1.496(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.489(5) . ?
C2 C13 1.532(5) . ?
C3 C4 1.480(5) . ?
C4 C5 1.333(5) . ?
C4 C17 1.539(5) . ?
C5 C6 1.502(5) . ?
C5 H5 0.9300 . ?
C6 C11 1.529(5) . ?
C6 C7 1.576(5) . ?
C7 C21 1.508(5) . ?
C7 C8 1.568(4) . ?
C7 H7 0.9800 . ?
C8 C9 1.502(5) . ?
C8 C30 1.541(5) . ?
C8 C27 1.540(5) . ?
C9 C10 1.322(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.456(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.320(6) . ?
C12 H12A 0.96(4) . ?
C12 H12B 1.04(6) . ?
C13 C14 1.520(5) . ?
C13 C15 1.530(6) . ?
C13 C16 1.549(6) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C20 1.523(6) . ?
C17 C19 1.530(6) . ?
C17 C18 1.540(6) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C26 1.389(6) . ?
C21 C22 1.393(6) . ?
C22 C23 1.382(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.336(10) . ?
C23 H23 0.9300 . ?
C24 C25 1.365(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.385(6) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C28 C29 1.408(15) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C28' C29' 1.521(19) . ?
C28' H28C 0.9700 . ?
C28' H28D 0.9700 . ?
C29' H29D 0.9600 . ?
C29' H29E 0.9600 . ?
C29' H29F 0.9600 . ?
C31 C32 1.502(7) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 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
C27 O3 C28 113.6(9) . . ?
C27 O3 C28' 119.8(14) . . ?
C30 O5 C31 116.1(3) . . ?
C2 C1 C6 125.9(3) . . ?
C2 C1 H1 117.1 . . ?
C6 C1 H1 117.1 . . ?
C1 C2 C3 117.8(3) . . ?
C1 C2 C13 123.1(3) . . ?
C3 C2 C13 119.1(3) . . ?
O1 C3 C4 120.4(3) . . ?
O1 C3 C2 120.6(3) . . ?
C4 C3 C2 118.9(3) . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 C17 122.2(3) . . ?
C3 C4 C17 119.4(3) . . ?
C4 C5 C6 125.3(3) . . ?
C4 C5 H5 117.4 . . ?
C6 C5 H5 117.4 . . ?
C1 C6 C5 111.1(3) . . ?
C1 C6 C11 106.4(3) . . ?
C5 C6 C11 111.3(3) . . ?
C1 C6 C7 110.3(3) . . ?
C5 C6 C7 106.8(3) . . ?
C11 C6 C7 111.0(3) . . ?
C21 C7 C8 112.4(3) . . ?
C21 C7 C6 112.9(3) . . ?
C8 C7 C6 112.4(3) . . ?
C21 C7 H7 106.1 . . ?
C8 C7 H7 106.1 . . ?
C6 C7 H7 106.1 . . ?
C9 C8 C30 110.6(3) . . ?
C9 C8 C27 108.9(3) . . ?
C30 C8 C27 103.6(3) . . ?
C9 C8 C7 112.6(3) . . ?
C30 C8 C7 112.0(3) . . ?
C27 C8 C7 108.6(3) . . ?
C10 C9 C8 123.9(3) . . ?
C10 C9 H9 118.1 . . ?
C8 C9 H9 118.1 . . ?
C9 C10 C11 124.9(3) . . ?
C9 C10 H10 117.6 . . ?
C11 C10 H10 117.6 . . ?
C12 C11 C10 121.1(4) . . ?
C12 C11 C6 123.0(4) . . ?
C10 C11 C6 115.6(3) . . ?
C11 C12 H12A 127(2) . . ?
C11 C12 H12B 124(3) . . ?
H12A C12 H12B 108(4) . . ?
C14 C13 C15 107.9(4) . . ?
C14 C13 C2 111.9(3) . . ?
C15 C13 C2 110.3(3) . . ?
C14 C13 C16 107.8(3) . . ?
C15 C13 C16 110.0(3) . . ?
C2 C13 C16 108.9(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C20 C17 C19 108.8(4) . . ?
C20 C17 C4 111.4(3) . . ?
C19 C17 C4 109.3(3) . . ?
C20 C17 C18 108.2(4) . . ?
C19 C17 C18 109.1(4) . . ?
C4 C17 C18 110.1(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 117.2(4) . . ?
C26 C21 C7 123.4(3) . . ?
C22 C21 C7 119.4(4) . . ?
C23 C22 C21 121.3(6) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C22 120.2(6) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.5(6) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C26 120.4(6) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C21 120.4(5) . . ?
C25 C26 H26 119.8 . . ?
C21 C26 H26 119.8 . . ?
O2 C27 O3 124.5(4) . . ?
O2 C27 C8 126.2(4) . . ?
O3 C27 C8 109.3(3) . . ?
C29 C28 O3 107.2(11) . . ?
C29 C28 H28A 110.3 . . ?
O3 C28 H28A 110.3 . . ?
C29 C28 H28B 110.3 . . ?
O3 C28 H28B 110.3 . . ?
H28A C28 H28B 108.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O3 C28' C29' 104.0(15) . . ?
O3 C28' H28C 111.0 . . ?
C29' C28' H28C 111.0 . . ?
O3 C28' H28D 111.0 . . ?
C29' C28' H28D 110.9 . . ?
H28C C28' H28D 109.0 . . ?
C28' C29' H29D 109.5 . . ?
C28' C29' H29E 109.5 . . ?
H29D C29' H29E 109.5 . . ?
C28' C29' H29F 109.5 . . ?
H29D C29' H29F 109.5 . . ?
H29E C29' H29F 109.5 . . ?
O4 C30 O5 124.6(4) . . ?
O4 C30 C8 126.6(3) . . ?
O5 C30 C8 108.7(3) . . ?
O5 C31 C32 111.0(4) . . ?
O5 C31 H31A 109.4 . . ?
C32 C31 H31A 109.4 . . ?
O5 C31 H31B 109.4 . . ?
C32 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
C6 C1 C2 C3 0.3(5) . . . . ?
C6 C1 C2 C13 178.3(3) . . . . ?
C1 C2 C3 O1 167.7(4) . . . . ?
C13 C2 C3 O1 -10.4(6) . . . . ?
C1 C2 C3 C4 -13.2(5) . . . . ?
C13 C2 C3 C4 168.8(3) . . . . ?
O1 C3 C4 C5 -169.0(4) . . . . ?
C2 C3 C4 C5 11.9(5) . . . . ?
O1 C3 C4 C17 8.5(6) . . . . ?
C2 C3 C4 C17 -170.6(3) . . . . ?
C3 C4 C5 C6 2.4(5) . . . . ?
C17 C4 C5 C6 -175.0(3) . . . . ?
C2 C1 C6 C5 12.4(5) . . . . ?
C2 C1 C6 C11 133.7(4) . . . . ?
C2 C1 C6 C7 -105.8(4) . . . . ?
C4 C5 C6 C1 -13.9(5) . . . . ?
C4 C5 C6 C11 -132.2(4) . . . . ?
C4 C5 C6 C7 106.5(4) . . . . ?
C1 C6 C7 C21 164.9(3) . . . . ?
C5 C6 C7 C21 44.0(3) . . . . ?
C11 C6 C7 C21 -77.5(3) . . . . ?
C1 C6 C7 C8 -66.7(3) . . . . ?
C5 C6 C7 C8 172.5(3) . . . . ?
C11 C6 C7 C8 51.0(4) . . . . ?
C21 C7 C8 C9 90.6(4) . . . . ?
C6 C7 C8 C9 -38.1(4) . . . . ?
C21 C7 C8 C30 -143.9(3) . . . . ?
C6 C7 C8 C30 87.3(3) . . . . ?
C21 C7 C8 C27 -30.1(4) . . . . ?
C6 C7 C8 C27 -158.8(3) . . . . ?
C30 C8 C9 C10 -113.6(4) . . . . ?
C27 C8 C9 C10 133.2(4) . . . . ?
C7 C8 C9 C10 12.6(5) . . . . ?
C8 C9 C10 C11 0.7(6) . . . . ?
C9 C10 C11 C12 -172.7(4) . . . . ?
C9 C10 C11 C6 13.1(6) . . . . ?
C1 C6 C11 C12 -92.4(5) . . . . ?
C5 C6 C11 C12 28.8(5) . . . . ?
C7 C6 C11 C12 147.6(4) . . . . ?
C1 C6 C11 C10 81.7(4) . . . . ?
C5 C6 C11 C10 -157.1(3) . . . . ?
C7 C6 C11 C10 -38.3(4) . . . . ?
C1 C2 C13 C14 5.4(5) . . . . ?
C3 C2 C13 C14 -176.7(3) . . . . ?
C1 C2 C13 C15 125.6(4) . . . . ?
C3 C2 C13 C15 -56.5(5) . . . . ?
C1 C2 C13 C16 -113.7(4) . . . . ?
C3 C2 C13 C16 64.2(4) . . . . ?
C5 C4 C17 C20 -7.0(6) . . . . ?
C3 C4 C17 C20 175.5(4) . . . . ?
C5 C4 C17 C19 113.2(4) . . . . ?
C3 C4 C17 C19 -64.2(5) . . . . ?
C5 C4 C17 C18 -127.0(4) . . . . ?
C3 C4 C17 C18 55.5(5) . . . . ?
C8 C7 C21 C26 -58.3(5) . . . . ?
C6 C7 C21 C26 70.2(4) . . . . ?
C8 C7 C21 C22 123.1(3) . . . . ?
C6 C7 C21 C22 -108.4(4) . . . . ?
C26 C21 C22 C23 0.6(6) . . . . ?
C7 C21 C22 C23 179.3(4) . . . . ?
C21 C22 C23 C24 0.0(8) . . . . ?
C22 C23 C24 C25 -0.2(10) . . . . ?
C23 C24 C25 C26 -0.4(9) . . . . ?
C24 C25 C26 C21 1.1(8) . . . . ?
C22 C21 C26 C25 -1.1(6) . . . . ?
C7 C21 C26 C25 -179.8(4) . . . . ?
C28 O3 C27 O2 -1.8(10) . . . . ?
C28' O3 C27 O2 -17.2(12) . . . . ?
C28 O3 C27 C8 179.9(9) . . . . ?
C28' O3 C27 C8 164.5(11) . . . . ?
C9 C8 C27 O2 -5.7(5) . . . . ?
C30 C8 C27 O2 -123.5(4) . . . . ?
C7 C8 C27 O2 117.3(4) . . . . ?
C9 C8 C27 O3 172.6(3) . . . . ?
C30 C8 C27 O3 54.8(4) . . . . ?
C7 C8 C27 O3 -64.4(4) . . . . ?
C27 O3 C28 C29 -153.6(12) . . . . ?
C28' O3 C28 C29 -36(7) . . . . ?
C27 O3 C28' C29' 108.9(19) . . . . ?
C28 O3 C28' C29' 39(7) . . . . ?
C31 O5 C30 O4 6.7(6) . . . . ?
C31 O5 C30 C8 -171.2(3) . . . . ?
C9 C8 C30 O4 129.3(4) . . . . ?
C27 C8 C30 O4 -114.1(4) . . . . ?
C7 C8 C30 O4 2.8(5) . . . . ?
C9 C8 C30 O5 -52.9(4) . . . . ?
C27 C8 C30 O5 63.7(3) . . . . ?
C7 C8 C30 O5 -179.5(3) . . . . ?
C30 O5 C31 C32 82.8(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C29 H29B O2 0.96 2.59 3.481(11) 154.4 4
C29 H29B O2 0.96 2.59 3.481(11) 154.4 4

_refine_diff_density_max         0.450
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.059

_shelxl_version_number           2013-4



