# 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. 
# 
#######################################################################

data_rxo107
_database_code_depnum_ccdc_archive 'CCDC 2091891'
loop_
_audit_author_name
_audit_author_address
'Hu Yali'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-06-24 deposited with the CCDC.	2025-02-04 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H36 O3'
_chemical_formula_sum            'C25 H36 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         384.54
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.4937(3)
_cell_length_b                   5.86060(10)
_cell_length_c                   14.2808(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.5100(10)
_cell_angle_gamma                90
_cell_volume                     1098.09(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9814
_cell_measurement_theta_min      3.1826
_cell_measurement_theta_max      72.3069
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.690
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420

_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            26184
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_theta_min         3.18
_diffrn_reflns_theta_max         72.36
_diffrn_reflns_theta_full        72.36
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
;

_reflns_number_total             4260
_reflns_number_gt                4192
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0747
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.045
_refine_ls_number_reflns         4260
_refine_ls_number_parameters     260
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0394P)²+0.2327P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.157
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1818 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(6)

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.36825(10) 0.7761(3) 0.60332(9) 0.0311(3) Uani d . . . 1 . .
O O2 0.17728(9) 0.0922(2) 0.75423(8) 0.0178(3) Uani d . . . 1 . .
O O3 -0.00915(9) 0.4984(2) 0.95222(9) 0.0237(3) Uani d . . . 1 . .
H H36 -0.00076 0.363209 0.972082 0.036 Uiso calc U . R 1 . .
C C1 0.11846(13) 0.4455(3) 0.42944(12) 0.0229(4) Uani d . . . 1 . .
H H1 0.105194 0.476169 0.362337 0.027 Uiso calc U . R 1 . .
C C2 0.09641(12) 0.6086(3) 0.49154(12) 0.0207(4) Uani d . . . 1 . .
H H16 0.06719 0.750274 0.467019 0.025 Uiso calc U . R 1 . .
C C3 0.11713(11) 0.5649(3) 0.59032(11) 0.0169(3) Uani d . . . 1 . .
H H17 0.104277 0.679104 0.633207 0.02 Uiso calc U . R 1 . .
C C4 0.15659(11) 0.3545(3) 0.62618(11) 0.0146(3) Uani d . . . 1 . .
C C5 0.17624(11) 0.2932(3) 0.73110(11) 0.0136(3) Uani d . . . 1 . .
C C6 0.19709(11) 0.4796(3) 0.80697(11) 0.0124(3) Uani d . . . 1 . .
H H18 0.173445 0.62807 0.774894 0.015 Uiso calc U . R 1 . .
C C7 0.31313(11) 0.5050(3) 0.86030(11) 0.0133(3) Uani d . . . 1 . .
C C8 0.37671(11) 0.6262(3) 0.79738(11) 0.0132(3) Uani d . . . 1 . .
H H6 0.335584 0.757484 0.7644 0.016 Uiso calc U . R 1 . .
C C9 0.47743(11) 0.7236(3) 0.86015(11) 0.0154(3) Uani d . . . 1 . .
H H32 0.460827 0.834846 0.906364 0.019 Uiso calc U . R 1 . .
H H31 0.516561 0.597613 0.897788 0.019 Uiso calc U . R 1 . .
C C10 0.54312(12) 0.8386(3) 0.80263(12) 0.0179(3) Uani d . . . 1 . .
H H33 0.517004 0.975664 0.770705 0.021 Uiso calc U . R 1 . .
C C11 0.63396(12) 0.7706(3) 0.79112(12) 0.0201(4) Uani d . . . 1 . .
C C12 0.69017(15) 0.9086(4) 0.73107(15) 0.0312(4) Uani d . . . 1 . .
H H4 0.648768 1.040649 0.703883 0.047 Uiso calc U . R 1 . .
H H2 0.703186 0.81367 0.678724 0.047 Uiso calc U . R 1 . .
H H5 0.755113 0.961238 0.771516 0.047 Uiso calc U . R 1 . .
C C13 0.68868(13) 0.5579(4) 0.83349(14) 0.0268(4) Uani d . . . 1 . .
H H35 0.648715 0.480128 0.873061 0.04 Uiso calc U . R 1 . .
H H34 0.755701 0.598579 0.873576 0.04 Uiso calc U . R 1 . .
H H3 0.697335 0.456312 0.781485 0.04 Uiso calc U . R 1 . .
C C14 0.40217(11) 0.4721(3) 0.71920(11) 0.0161(3) Uani d . . . 1 . .
H H7 0.470252 0.404 0.744817 0.019 Uiso calc U . R 1 . .
H H11 0.352192 0.34561 0.706562 0.019 Uiso calc U . R 1 . .
C C15 0.40243(12) 0.5872(3) 0.62435(12) 0.0226(4) Uani d . . . 1 . .
C C16 0.44700(19) 0.4453(4) 0.55636(15) 0.0397(5) Uani d . . . 1 . .
H H9 0.425682 0.507865 0.491112 0.06 Uiso calc U . R 1 . .
H H8 0.422783 0.287675 0.556695 0.06 Uiso calc U . R 1 . .
H H10 0.521546 0.44788 0.57704 0.06 Uiso calc U . R 1 . .
C C17 0.30079(12) 0.6554(3) 0.94546(11) 0.0157(3) Uani d . . . 1 . .
H H27 0.363023 0.64882 0.998306 0.019 Uiso calc U . R 1 . .
H H26 0.288294 0.816158 0.924719 0.019 Uiso calc U . R 1 . .
C C18 0.20929(12) 0.5592(3) 0.97885(11) 0.0180(3) Uani d . . . 1 . .
H H12 0.171402 0.683235 1.002156 0.022 Uiso calc U . R 1 . .
H H25 0.231971 0.447698 1.031584 0.022 Uiso calc U . R 1 . .
C C19 0.14118(12) 0.4412(3) 0.88913(11) 0.0145(3) Uani d . . . 1 . .
H H13 0.141529 0.273626 0.902439 0.017 Uiso calc U . R 1 . .
C C20 0.16009(13) 0.2362(3) 0.46491(12) 0.0222(4) Uani d . . . 1 . .
H H14 0.175989 0.125417 0.422111 0.027 Uiso calc U . R 1 . .
C C21 0.17831(12) 0.1898(3) 0.56275(12) 0.0182(3) Uani d . . . 1 . .
H H15 0.205531 0.046103 0.586732 0.022 Uiso calc U . R 1 . .
C C22 0.02907(12) 0.5227(3) 0.86614(11) 0.0163(3) Uani d . . . 1 . .
C C23 0.01699(13) 0.7735(3) 0.84125(13) 0.0204(4) Uani d . . . 1 . .
H H19 -0.052051 0.82289 0.842574 0.031 Uiso calc U . R 1 . .
H H21 0.02841 0.798308 0.77672 0.031 Uiso calc U . R 1 . .
H H20 0.066793 0.861849 0.888316 0.031 Uiso calc U . R 1 . .
C C24 -0.03808(13) 0.3806(3) 0.78556(14) 0.0240(4) Uani d . . . 1 . .
H H24 -0.032134 0.218811 0.803278 0.036 Uiso calc U . R 1 . .
H H22 -0.015782 0.403305 0.725649 0.036 Uiso calc U . R 1 . .
H H23 -0.109249 0.428967 0.776243 0.036 Uiso calc U . R 1 . .
C C25 0.36045(12) 0.2757(3) 0.89828(11) 0.0166(3) Uani d . . . 1 . .
H H29 0.43194 0.298626 0.931581 0.025 Uiso calc U . R 1 . .
H H30 0.356609 0.170309 0.844277 0.025 Uiso calc U . R 1 . .
H H28 0.323082 0.2115 0.943287 0.025 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C15 . 1.210(3) ?
O2 C5 . 1.222(2) ?
O3 C22 . 1.4470(19) ?
O3 H36 . 0.84 ?
C1 C2 . 1.383(3) ?
C1 C20 . 1.394(3) ?
C1 H1 . 0.95 ?
C2 C3 . 1.396(2) ?
C2 H16 . 0.95 ?
C3 C4 . 1.392(2) ?
C3 H17 . 0.95 ?
C4 C21 . 1.401(2) ?
C4 C5 . 1.503(2) ?
C5 C6 . 1.518(2) ?
C6 C19 . 1.552(2) ?
C6 C7 . 1.580(2) ?
C6 H18 . 1.0 ?
C7 C25 . 1.532(2) ?
C7 C17 . 1.542(2) ?
C7 C8 . 1.552(2) ?
C8 C14 . 1.536(2) ?
C8 C9 . 1.551(2) ?
C8 H6 . 1.0 ?
C9 C10 . 1.502(2) ?
C9 H32 . 0.99 ?
C9 H31 . 0.99 ?
C10 C11 . 1.335(2) ?
C10 H33 . 0.95 ?
C11 C13 . 1.502(3) ?
C11 C12 . 1.506(3) ?
C12 H4 . 0.98 ?
C12 H2 . 0.98 ?
C12 H5 . 0.98 ?
C13 H35 . 0.98 ?
C13 H34 . 0.98 ?
C13 H3 . 0.98 ?
C14 C15 . 1.514(2) ?
C14 H7 . 0.99 ?
C14 H11 . 0.99 ?
C15 C16 . 1.506(3) ?
C16 H9 . 0.98 ?
C16 H8 . 0.98 ?
C16 H10 . 0.98 ?
C17 C18 . 1.531(2) ?
C17 H27 . 0.99 ?
C17 H26 . 0.99 ?
C18 C19 . 1.554(2) ?
C18 H12 . 0.99 ?
C18 H25 . 0.99 ?
C19 C22 . 1.547(2) ?
C19 H13 . 1.0 ?
C20 C21 . 1.388(2) ?
C20 H14 . 0.95 ?
C21 H15 . 0.95 ?
C22 C23 . 1.512(2) ?
C22 C24 . 1.534(2) ?
C23 H19 . 0.98 ?
C23 H21 . 0.98 ?
C23 H20 . 0.98 ?
C24 H24 . 0.98 ?
C24 H22 . 0.98 ?
C24 H23 . 0.98 ?
C25 H29 . 0.98 ?
C25 H30 . 0.98 ?
C25 H28 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C22 O3 H36 . . 109.5 ?
C2 C1 C20 . . 120.27(15) ?
C2 C1 H1 . . 119.9 ?
C20 C1 H1 . . 119.9 ?
C1 C2 C3 . . 119.91(17) ?
C1 C2 H16 . . 120.0 ?
C3 C2 H16 . . 120.0 ?
C4 C3 C2 . . 120.21(16) ?
C4 C3 H17 . . 119.9 ?
C2 C3 H17 . . 119.9 ?
C3 C4 C21 . . 119.49(15) ?
C3 C4 C5 . . 122.80(14) ?
C21 C4 C5 . . 117.70(15) ?
O2 C5 C4 . . 119.22(14) ?
O2 C5 C6 . . 120.81(14) ?
C4 C5 C6 . . 119.96(14) ?
C5 C6 C19 . . 113.15(13) ?
C5 C6 C7 . . 114.16(12) ?
C19 C6 C7 . . 104.55(12) ?
C5 C6 H18 . . 108.2 ?
C19 C6 H18 . . 108.2 ?
C7 C6 H18 . . 108.2 ?
C25 C7 C17 . . 109.58(13) ?
C25 C7 C8 . . 111.43(12) ?
C17 C7 C8 . . 111.79(13) ?
C25 C7 C6 . . 111.86(13) ?
C17 C7 C6 . . 99.01(11) ?
C8 C7 C6 . . 112.56(12) ?
C14 C8 C9 . . 108.77(12) ?
C14 C8 C7 . . 113.56(13) ?
C9 C8 C7 . . 111.22(12) ?
C14 C8 H6 . . 107.7 ?
C9 C8 H6 . . 107.7 ?
C7 C8 H6 . . 107.7 ?
C10 C9 C8 . . 113.48(13) ?
C10 C9 H32 . . 108.9 ?
C8 C9 H32 . . 108.9 ?
C10 C9 H31 . . 108.9 ?
C8 C9 H31 . . 108.9 ?
H32 C9 H31 . . 107.7 ?
C11 C10 C9 . . 127.57(16) ?
C11 C10 H33 . . 116.2 ?
C9 C10 H33 . . 116.2 ?
C10 C11 C13 . . 125.26(16) ?
C10 C11 C12 . . 120.58(17) ?
C13 C11 C12 . . 114.16(16) ?
C11 C12 H4 . . 109.5 ?
C11 C12 H2 . . 109.5 ?
H4 C12 H2 . . 109.5 ?
C11 C12 H5 . . 109.5 ?
H4 C12 H5 . . 109.5 ?
H2 C12 H5 . . 109.5 ?
C11 C13 H35 . . 109.5 ?
C11 C13 H34 . . 109.5 ?
H35 C13 H34 . . 109.5 ?
C11 C13 H3 . . 109.5 ?
H35 C13 H3 . . 109.5 ?
H34 C13 H3 . . 109.5 ?
C15 C14 C8 . . 115.86(14) ?
C15 C14 H7 . . 108.3 ?
C8 C14 H7 . . 108.3 ?
C15 C14 H11 . . 108.3 ?
C8 C14 H11 . . 108.3 ?
H7 C14 H11 . . 107.4 ?
O1 C15 C16 . . 122.12(18) ?
O1 C15 C14 . . 123.32(16) ?
C16 C15 C14 . . 114.55(17) ?
C15 C16 H9 . . 109.5 ?
C15 C16 H8 . . 109.5 ?
H9 C16 H8 . . 109.5 ?
C15 C16 H10 . . 109.5 ?
H9 C16 H10 . . 109.5 ?
H8 C16 H10 . . 109.5 ?
C18 C17 C7 . . 106.17(13) ?
C18 C17 H27 . . 110.5 ?
C7 C17 H27 . . 110.5 ?
C18 C17 H26 . . 110.5 ?
C7 C17 H26 . . 110.5 ?
H27 C17 H26 . . 108.7 ?
C17 C18 C19 . . 105.77(12) ?
C17 C18 H12 . . 110.6 ?
C19 C18 H12 . . 110.6 ?
C17 C18 H25 . . 110.6 ?
C19 C18 H25 . . 110.6 ?
H12 C18 H25 . . 108.7 ?
C22 C19 C6 . . 114.74(12) ?
C22 C19 C18 . . 113.46(13) ?
C6 C19 C18 . . 105.09(12) ?
C22 C19 H13 . . 107.7 ?
C6 C19 H13 . . 107.7 ?
C18 C19 H13 . . 107.7 ?
C21 C20 C1 . . 119.99(16) ?
C21 C20 H14 . . 120.0 ?
C1 C20 H14 . . 120.0 ?
C20 C21 C4 . . 120.08(16) ?
C20 C21 H15 . . 120.0 ?
C4 C21 H15 . . 120.0 ?
O3 C22 C23 . . 104.80(14) ?
O3 C22 C24 . . 108.57(14) ?
C23 C22 C24 . . 109.82(14) ?
O3 C22 C19 . . 108.32(12) ?
C23 C22 C19 . . 113.37(14) ?
C24 C22 C19 . . 111.63(14) ?
C22 C23 H19 . . 109.5 ?
C22 C23 H21 . . 109.5 ?
H19 C23 H21 . . 109.5 ?
C22 C23 H20 . . 109.5 ?
H19 C23 H20 . . 109.5 ?
H21 C23 H20 . . 109.5 ?
C22 C24 H24 . . 109.5 ?
C22 C24 H22 . . 109.5 ?
H24 C24 H22 . . 109.5 ?
C22 C24 H23 . . 109.5 ?
H24 C24 H23 . . 109.5 ?
H22 C24 H23 . . 109.5 ?
C7 C25 H29 . . 109.5 ?
C7 C25 H30 . . 109.5 ?
H29 C25 H30 . . 109.5 ?
C7 C25 H28 . . 109.5 ?
H29 C25 H28 . . 109.5 ?
H30 C25 H28 . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C20 C1 C2 C3 . . . . 0.9(3) ?
C1 C2 C3 C4 . . . . -2.3(2) ?
C2 C3 C4 C21 . . . . 2.0(2) ?
C2 C3 C4 C5 . . . . -177.26(14) ?
C3 C4 C5 O2 . . . . 155.49(15) ?
C21 C4 C5 O2 . . . . -23.8(2) ?
C3 C4 C5 C6 . . . . -26.0(2) ?
C21 C4 C5 C6 . . . . 154.70(14) ?
O2 C5 C6 C19 . . . . -43.96(19) ?
C4 C5 C6 C19 . . . . 137.59(14) ?
O2 C5 C6 C7 . . . . 75.46(18) ?
C4 C5 C6 C7 . . . . -103.00(15) ?
C5 C6 C7 C25 . . . . -50.49(17) ?
C19 C6 C7 C25 . . . . 73.67(15) ?
C5 C6 C7 C17 . . . . -165.90(13) ?
C19 C6 C7 C17 . . . . -41.75(15) ?
C5 C6 C7 C8 . . . . 75.88(17) ?
C19 C6 C7 C8 . . . . -159.96(13) ?
C25 C7 C8 C14 . . . . 49.87(16) ?
C17 C7 C8 C14 . . . . 172.87(12) ?
C6 C7 C8 C14 . . . . -76.73(16) ?
C25 C7 C8 C9 . . . . -73.22(16) ?
C17 C7 C8 C9 . . . . 49.78(17) ?
C6 C7 C8 C9 . . . . 160.18(12) ?
C14 C8 C9 C10 . . . . 52.98(18) ?
C7 C8 C9 C10 . . . . 178.77(13) ?
C8 C9 C10 C11 . . . . -112.79(18) ?
C9 C10 C11 C13 . . . . 1.0(3) ?
C9 C10 C11 C12 . . . . -179.53(16) ?
C9 C8 C14 C15 . . . . -91.87(16) ?
C7 C8 C14 C15 . . . . 143.70(13) ?
C8 C14 C15 O1 . . . . -12.5(2) ?
C8 C14 C15 C16 . . . . 168.72(15) ?
C25 C7 C17 C18 . . . . -75.48(15) ?
C8 C7 C17 C18 . . . . 160.48(12) ?
C6 C7 C17 C18 . . . . 41.69(15) ?
C7 C17 C18 C19 . . . . -26.34(16) ?
C5 C6 C19 C22 . . . . -82.95(17) ?
C7 C6 C19 C22 . . . . 152.25(13) ?
C5 C6 C19 C18 . . . . 151.72(13) ?
C7 C6 C19 C18 . . . . 26.92(16) ?
C17 C18 C19 C22 . . . . -127.03(14) ?
C17 C18 C19 C6 . . . . -0.90(17) ?
C2 C1 C20 C21 . . . . 0.9(3) ?
C1 C20 C21 C4 . . . . -1.1(2) ?
C3 C4 C21 C20 . . . . -0.3(2) ?
C5 C4 C21 C20 . . . . 179.00(14) ?
C6 C19 C22 O3 . . . . -174.00(13) ?
C18 C19 C22 O3 . . . . -53.16(18) ?
C6 C19 C22 C23 . . . . -58.13(18) ?
C18 C19 C22 C23 . . . . 62.70(18) ?
C6 C19 C22 C24 . . . . 66.53(18) ?
C18 C19 C22 C24 . . . . -172.64(14) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H36 O3 2_547 0.84 2.39 3.2176(10) 170.8 ?



####################################################################### 
# 
# 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_20181013_KMZWS_4_0m
_database_code_depnum_ccdc_archive 'CCDC 2091892'
loop_
_audit_author_name
_audit_author_address
'Hu Yali'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-06-24 deposited with the CCDC.	2025-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H34 O3'
_chemical_formula_sum            'C25 H34 O3'
_chemical_formula_weight         382.52

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

_cell_length_a                   7.2303(9)
_cell_length_b                   10.0834(12)
_cell_length_c                   29.046(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2117.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    6572
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      72.20

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   0.5171
_exptl_transmission_factor_max   0.7536
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.601
_shelx_estimated_absorpt_T_min   0.941
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13709
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         3.043
_diffrn_reflns_theta_max         72.482
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4148
_reflns_number_gt                3517
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.719
_reflns_Friedel_fraction_max     0.980
_reflns_Friedel_fraction_full    0.990

_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-2014 (Sheldrick 2014)'
_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)+(0.1217P)²+1.1285P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1247 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.08(15)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4148
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0831
_refine_ls_wR_factor_ref         0.2448
_refine_ls_wR_factor_gt          0.2289
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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 0.2408(6) 0.6226(4) 0.06482(12) 0.0726(10) Uani 1 1 d . . . . .
C10 C -0.0987(14) 0.5719(8) 0.2964(3) 0.113(3) Uani 1 1 d . . . . .
H32 H -0.2233 0.5364 0.3015 0.170 Uiso 1 1 calc R U . . .
H33 H -0.1052 0.6685 0.2932 0.170 Uiso 1 1 calc R U . . .
H34 H -0.0197 0.5493 0.3227 0.170 Uiso 1 1 calc R U . . .
O2 O 0.4593(8) 0.8424(4) 0.06583(19) 0.0977(16) Uani 1 1 d . . . . .
H2 H 0.3635 0.7958 0.0683 0.147 Uiso 1 1 calc R U . . .
C1 C 0.2443(10) 0.1344(6) 0.0501(2) 0.0782(16) Uani 1 1 d . . . . .
H1 H 0.2241 0.0445 0.0417 0.094 Uiso 1 1 calc R U . . .
C2 C 0.3822(9) 0.1657(6) 0.08101(19) 0.0710(14) Uani 1 1 d . . . . .
H31 H 0.4572 0.0972 0.0935 0.085 Uiso 1 1 calc R U . . .
C3 C 0.4130(8) 0.2969(5) 0.09416(14) 0.0580(12) Uani 1 1 d . . . . .
C4 C 0.5694(9) 0.3365(5) 0.12561(18) 0.0689(15) Uani 1 1 d . . . . .
C5 C 0.5154(9) 0.4569(5) 0.15482(15) 0.0683(15) Uani 1 1 d . . . . .
H10 H 0.6260 0.4845 0.1731 0.082 Uiso 1 1 calc R U . . .
C6 C 0.3497(16) 0.4291(7) 0.18985(16) 0.112(4) Uani 1 1 d . . . . .
H12 H 0.2846 0.3466 0.1809 0.134 Uiso 1 1 calc R U . . .
H13 H 0.3996 0.4169 0.2213 0.134 Uiso 1 1 calc R U . . .
C7 C 0.2161(12) 0.5437(8) 0.1894(2) 0.094(2) Uani 1 1 d . . . . .
H16 H 0.1073 0.5185 0.1700 0.113 Uiso 1 1 calc R U . . .
C8 C 0.1452(14) 0.5825(13) 0.2378(2) 0.141(4) Uani 1 1 d . . . . .
H15 H 0.2452 0.5666 0.2604 0.170 Uiso 1 1 calc R U . . .
H14 H 0.1174 0.6786 0.2380 0.170 Uiso 1 1 calc R U . . .
C9 C -0.0174(8) 0.5113(5) 0.25235(19) 0.0657(13) Uani 1 1 d . . . . .
O3 O -0.0880(9) 0.4223(6) 0.23322(18) 0.116(2) Uani 1 1 d . . . . .
C11 C 0.1360(9) 0.2321(7) 0.0314(2) 0.0819(18) Uani 1 1 d . . . . .
H3 H 0.0403 0.2096 0.0104 0.098 Uiso 1 1 calc R U . . .
C12 C 0.6175(15) 0.2251(6) 0.1604(3) 0.110(3) Uani 1 1 d . . . . .
H6 H 0.6848 0.1542 0.1445 0.165 Uiso 1 1 calc R U . . .
H4 H 0.5032 0.1892 0.1736 0.165 Uiso 1 1 calc R U . . .
H5 H 0.6949 0.2614 0.1850 0.165 Uiso 1 1 calc R U . . .
C13 C 0.7372(9) 0.3652(7) 0.0965(3) 0.0847(19) Uani 1 1 d . . . . .
H9 H 0.7786 0.2834 0.0815 0.127 Uiso 1 1 calc R U . . .
H7 H 0.8365 0.3999 0.1160 0.127 Uiso 1 1 calc R U . . .
H8 H 0.7054 0.4311 0.0729 0.127 Uiso 1 1 calc R U . . .
C14 C 0.4422(7) 0.5816(4) 0.12799(13) 0.0520(10) Uani 1 1 d . . . . .
C15 C 0.3260(7) 0.5397(5) 0.08754(14) 0.0549(11) Uani 1 1 d . . . . .
C16 C 0.3021(7) 0.3967(5) 0.07524(13) 0.0526(10) Uani 1 1 d . . . . .
C17 C 0.1656(7) 0.3635(6) 0.04306(18) 0.0675(13) Uani 1 1 d . . . . .
H11 H 0.0933 0.4312 0.0292 0.081 Uiso 1 1 calc R U . . .
C18 C 0.3187(8) 0.6529(7) 0.16552(18) 0.0725(15) Uani 1 1 d . . . . .
C19 C 0.1794(11) 0.7546(9) 0.1498(3) 0.116(3) Uani 1 1 d . . . . .
H17 H 0.0826 0.7109 0.1317 0.174 Uiso 1 1 calc R U . . .
H19 H 0.2413 0.8215 0.1308 0.174 Uiso 1 1 calc R U . . .
H18 H 0.1237 0.7975 0.1767 0.174 Uiso 1 1 calc R U . . .
C20 C 0.4675(9) 0.7187(7) 0.19569(19) 0.0744(15) Uani 1 1 d . . . . .
H30 H 0.4132 0.7879 0.2157 0.089 Uiso 1 1 calc R U . . .
H29 H 0.5317 0.6523 0.2151 0.089 Uiso 1 1 calc R U . . .
C21 C 0.5982(9) 0.7788(5) 0.1605(2) 0.0706(14) Uani 1 1 d . . . . .
H27 H 0.7233 0.7892 0.1740 0.085 Uiso 1 1 calc R U . . .
H28 H 0.5531 0.8671 0.1508 0.085 Uiso 1 1 calc R U . . .
C22 C 0.6046(8) 0.6839(5) 0.11915(16) 0.0590(12) Uani 1 1 d . . . . .
H26 H 0.7223 0.6325 0.1222 0.071 Uiso 1 1 calc R U . . .
C23 C 0.6185(10) 0.7612(6) 0.0723(2) 0.0770(16) Uani 1 1 d . . . . .
C24 C 0.7795(11) 0.8601(7) 0.0752(3) 0.103(2) Uani 1 1 d . . . . .
H21 H 0.7807 0.9155 0.0474 0.154 Uiso 1 1 calc R U . . .
H20 H 0.8965 0.8115 0.0775 0.154 Uiso 1 1 calc R U . . .
H22 H 0.7640 0.9165 0.1024 0.154 Uiso 1 1 calc R U . . .
C25 C 0.6487(12) 0.6716(8) 0.0306(2) 0.095(2) Uani 1 1 d . . . . .
H25 H 0.5555 0.6010 0.0305 0.142 Uiso 1 1 calc R U . . .
H23 H 0.7724 0.6322 0.0321 0.142 Uiso 1 1 calc R U . . .
H24 H 0.6374 0.7241 0.0023 0.142 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 C15 1.231(6) . ?
C10 C9 1.535(9) . ?
C10 H32 0.9800 . ?
C10 H33 0.9800 . ?
C10 H34 0.9800 . ?
O2 C23 1.425(8) . ?
O2 H2 0.8400 . ?
C1 C11 1.371(9) . ?
C1 C2 1.378(9) . ?
C1 H1 0.9500 . ?
C2 C3 1.395(7) . ?
C2 H31 0.9500 . ?
C3 C16 1.400(7) . ?
C3 C4 1.508(8) . ?
C4 C13 1.507(10) . ?
C4 C5 1.532(8) . ?
C4 C12 1.550(7) . ?
C5 C14 1.571(6) . ?
C5 C6 1.596(10) . ?
C5 H10 1.0000 . ?
C6 C7 1.506(13) . ?
C6 H12 0.9900 . ?
C6 H13 0.9900 . ?
C7 C18 1.498(9) . ?
C7 C8 1.547(9) . ?
C7 H16 1.0000 . ?
C8 C9 1.441(10) . ?
C8 H15 0.9900 . ?
C8 H14 0.9900 . ?
C9 O3 1.172(7) . ?
C11 C17 1.384(9) . ?
C11 H3 0.9500 . ?
C12 H6 0.9800 . ?
C12 H4 0.9800 . ?
C12 H5 0.9800 . ?
C13 H9 0.9800 . ?
C13 H7 0.9800 . ?
C13 H8 0.9800 . ?
C14 C15 1.505(6) . ?
C14 C18 1.582(7) . ?
C14 C22 1.585(7) . ?
C15 C16 1.495(7) . ?
C16 C17 1.400(7) . ?
C17 H11 0.9500 . ?
C18 C19 1.508(10) . ?
C18 C20 1.538(8) . ?
C19 H17 0.9800 . ?
C19 H19 0.9800 . ?
C19 H18 0.9800 . ?
C20 C21 1.518(9) . ?
C20 H30 0.9900 . ?
C20 H29 0.9900 . ?
C21 C22 1.537(7) . ?
C21 H27 0.9900 . ?
C21 H28 0.9900 . ?
C22 C23 1.570(7) . ?
C22 H26 1.0000 . ?
C23 C25 1.528(10) . ?
C23 C24 1.535(9) . ?
C24 H21 0.9800 . ?
C24 H20 0.9800 . ?
C24 H22 0.9800 . ?
C25 H25 0.9800 . ?
C25 H23 0.9800 . ?
C25 H24 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
C9 C10 H32 109.5 . . ?
C9 C10 H33 109.5 . . ?
H32 C10 H33 109.5 . . ?
C9 C10 H34 109.5 . . ?
H32 C10 H34 109.5 . . ?
H33 C10 H34 109.5 . . ?
C23 O2 H2 109.5 . . ?
C11 C1 C2 120.5(5) . . ?
C11 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C1 C2 C3 120.7(6) . . ?
C1 C2 H31 119.6 . . ?
C3 C2 H31 119.6 . . ?
C2 C3 C16 118.9(5) . . ?
C2 C3 C4 122.5(5) . . ?
C16 C3 C4 118.5(4) . . ?
C13 C4 C3 108.3(4) . . ?
C13 C4 C5 111.3(5) . . ?
C3 C4 C5 110.7(5) . . ?
C13 C4 C12 109.0(6) . . ?
C3 C4 C12 111.8(5) . . ?
C5 C4 C12 105.7(5) . . ?
C4 C5 C14 116.5(4) . . ?
C4 C5 C6 113.9(5) . . ?
C14 C5 C6 101.8(6) . . ?
C4 C5 H10 108.1 . . ?
C14 C5 H10 108.1 . . ?
C6 C5 H10 108.1 . . ?
C7 C6 C5 109.9(5) . . ?
C7 C6 H12 109.7 . . ?
C5 C6 H12 109.7 . . ?
C7 C6 H13 109.7 . . ?
C5 C6 H13 109.7 . . ?
H12 C6 H13 108.2 . . ?
C18 C7 C6 104.5(6) . . ?
C18 C7 C8 113.5(6) . . ?
C6 C7 C8 113.5(8) . . ?
C18 C7 H16 108.4 . . ?
C6 C7 H16 108.4 . . ?
C8 C7 H16 108.4 . . ?
C9 C8 C7 114.3(6) . . ?
C9 C8 H15 108.7 . . ?
C7 C8 H15 108.7 . . ?
C9 C8 H14 108.7 . . ?
C7 C8 H14 108.7 . . ?
H15 C8 H14 107.6 . . ?
O3 C9 C8 126.7(6) . . ?
O3 C9 C10 122.2(6) . . ?
C8 C9 C10 111.1(6) . . ?
C1 C11 C17 120.2(5) . . ?
C1 C11 H3 119.9 . . ?
C17 C11 H3 119.9 . . ?
C4 C12 H6 109.5 . . ?
C4 C12 H4 109.5 . . ?
H6 C12 H4 109.5 . . ?
C4 C12 H5 109.5 . . ?
H6 C12 H5 109.5 . . ?
H4 C12 H5 109.5 . . ?
C4 C13 H9 109.5 . . ?
C4 C13 H7 109.5 . . ?
H9 C13 H7 109.5 . . ?
C4 C13 H8 109.5 . . ?
H9 C13 H8 109.5 . . ?
H7 C13 H8 109.5 . . ?
C15 C14 C5 110.5(4) . . ?
C15 C14 C18 110.5(4) . . ?
C5 C14 C18 102.2(4) . . ?
C15 C14 C22 118.1(4) . . ?
C5 C14 C22 110.6(4) . . ?
C18 C14 C22 103.5(4) . . ?
O1 C15 C16 118.0(4) . . ?
O1 C15 C14 120.5(5) . . ?
C16 C15 C14 121.5(4) . . ?
C17 C16 C3 119.6(5) . . ?
C17 C16 C15 118.2(5) . . ?
C3 C16 C15 122.2(4) . . ?
C11 C17 C16 120.1(6) . . ?
C11 C17 H11 119.9 . . ?
C16 C17 H11 119.9 . . ?
C7 C18 C19 108.0(6) . . ?
C7 C18 C20 113.6(5) . . ?
C19 C18 C20 110.3(5) . . ?
C7 C18 C14 105.3(5) . . ?
C19 C18 C14 118.5(5) . . ?
C20 C18 C14 101.2(4) . . ?
C18 C19 H17 109.5 . . ?
C18 C19 H19 109.5 . . ?
H17 C19 H19 109.5 . . ?
C18 C19 H18 109.5 . . ?
H17 C19 H18 109.5 . . ?
H19 C19 H18 109.5 . . ?
C21 C20 C18 103.0(4) . . ?
C21 C20 H30 111.2 . . ?
C18 C20 H30 111.2 . . ?
C21 C20 H29 111.2 . . ?
C18 C20 H29 111.2 . . ?
H30 C20 H29 109.1 . . ?
C20 C21 C22 107.2(4) . . ?
C20 C21 H27 110.3 . . ?
C22 C21 H27 110.3 . . ?
C20 C21 H28 110.3 . . ?
C22 C21 H28 110.3 . . ?
H27 C21 H28 108.5 . . ?
C21 C22 C23 111.7(4) . . ?
C21 C22 C14 104.9(4) . . ?
C23 C22 C14 120.7(4) . . ?
C21 C22 H26 106.2 . . ?
C23 C22 H26 106.2 . . ?
C14 C22 H26 106.2 . . ?
O2 C23 C25 110.4(6) . . ?
O2 C23 C24 104.3(5) . . ?
C25 C23 C24 108.6(6) . . ?
O2 C23 C22 110.4(5) . . ?
C25 C23 C22 113.8(5) . . ?
C24 C23 C22 109.0(5) . . ?
C23 C24 H21 109.5 . . ?
C23 C24 H20 109.5 . . ?
H21 C24 H20 109.5 . . ?
C23 C24 H22 109.5 . . ?
H21 C24 H22 109.5 . . ?
H20 C24 H22 109.5 . . ?
C23 C25 H25 109.5 . . ?
C23 C25 H23 109.5 . . ?
H25 C25 H23 109.5 . . ?
C23 C25 H24 109.5 . . ?
H25 C25 H24 109.5 . . ?
H23 C25 H24 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
C11 C1 C2 C3 0.7(10) . . . . ?
C1 C2 C3 C16 -0.4(8) . . . . ?
C1 C2 C3 C4 -176.3(5) . . . . ?
C2 C3 C4 C13 89.2(6) . . . . ?
C16 C3 C4 C13 -86.7(6) . . . . ?
C2 C3 C4 C5 -148.5(5) . . . . ?
C16 C3 C4 C5 35.6(6) . . . . ?
C2 C3 C4 C12 -30.9(9) . . . . ?
C16 C3 C4 C12 153.2(6) . . . . ?
C13 C4 C5 C14 67.2(7) . . . . ?
C3 C4 C5 C14 -53.4(7) . . . . ?
C12 C4 C5 C14 -174.6(6) . . . . ?
C13 C4 C5 C6 -174.8(5) . . . . ?
C3 C4 C5 C6 64.6(6) . . . . ?
C12 C4 C5 C6 -56.6(8) . . . . ?
C4 C5 C6 C7 -137.0(5) . . . . ?
C14 C5 C6 C7 -10.8(5) . . . . ?
C5 C6 C7 C18 -14.5(6) . . . . ?
C5 C6 C7 C8 -138.7(6) . . . . ?
C18 C7 C8 C9 152.6(8) . . . . ?
C6 C7 C8 C9 -88.3(10) . . . . ?
C7 C8 C9 O3 6.9(15) . . . . ?
C7 C8 C9 C10 -169.9(9) . . . . ?
C2 C1 C11 C17 0.7(10) . . . . ?
C4 C5 C14 C15 37.1(7) . . . . ?
C6 C5 C14 C15 -87.4(4) . . . . ?
C4 C5 C14 C18 154.8(5) . . . . ?
C6 C5 C14 C18 30.3(5) . . . . ?
C4 C5 C14 C22 -95.5(6) . . . . ?
C6 C5 C14 C22 140.0(4) . . . . ?
C5 C14 C15 O1 172.8(5) . . . . ?
C18 C14 C15 O1 60.3(6) . . . . ?
C22 C14 C15 O1 -58.5(6) . . . . ?
C5 C14 C15 C16 -3.9(6) . . . . ?
C18 C14 C15 C16 -116.4(5) . . . . ?
C22 C14 C15 C16 124.8(5) . . . . ?
C2 C3 C16 C17 -1.2(7) . . . . ?
C4 C3 C16 C17 174.8(5) . . . . ?
C2 C3 C16 C15 180.0(5) . . . . ?
C4 C3 C16 C15 -4.0(7) . . . . ?
O1 C15 C16 C17 -8.7(7) . . . . ?
C14 C15 C16 C17 168.1(4) . . . . ?
O1 C15 C16 C3 170.2(5) . . . . ?
C14 C15 C16 C3 -13.1(7) . . . . ?
C1 C11 C17 C16 -2.3(9) . . . . ?
C3 C16 C17 C11 2.5(8) . . . . ?
C15 C16 C17 C11 -178.6(5) . . . . ?
C6 C7 C18 C19 161.9(5) . . . . ?
C8 C7 C18 C19 -73.9(9) . . . . ?
C6 C7 C18 C20 -75.4(6) . . . . ?
C8 C7 C18 C20 48.7(10) . . . . ?
C6 C7 C18 C14 34.4(6) . . . . ?
C8 C7 C18 C14 158.5(7) . . . . ?
C15 C14 C18 C7 76.3(6) . . . . ?
C5 C14 C18 C7 -41.4(6) . . . . ?
C22 C14 C18 C7 -156.4(5) . . . . ?
C15 C14 C18 C19 -44.6(7) . . . . ?
C5 C14 C18 C19 -162.3(6) . . . . ?
C22 C14 C18 C19 82.7(6) . . . . ?
C15 C14 C18 C20 -165.3(4) . . . . ?
C5 C14 C18 C20 77.1(5) . . . . ?
C22 C14 C18 C20 -37.9(5) . . . . ?
C7 C18 C20 C21 157.3(6) . . . . ?
C19 C18 C20 C21 -81.4(6) . . . . ?
C14 C18 C20 C21 44.9(6) . . . . ?
C18 C20 C21 C22 -35.3(6) . . . . ?
C20 C21 C22 C23 143.3(5) . . . . ?
C20 C21 C22 C14 10.8(6) . . . . ?
C15 C14 C22 C21 139.4(5) . . . . ?
C5 C14 C22 C21 -91.9(5) . . . . ?
C18 C14 C22 C21 17.0(5) . . . . ?
C15 C14 C22 C23 12.3(7) . . . . ?
C5 C14 C22 C23 141.0(5) . . . . ?
C18 C14 C22 C23 -110.1(5) . . . . ?
C21 C22 C23 O2 -62.2(6) . . . . ?
C14 C22 C23 O2 61.8(7) . . . . ?
C21 C22 C23 C25 173.1(6) . . . . ?
C14 C22 C23 C25 -63.0(8) . . . . ?
C21 C22 C23 C24 51.8(7) . . . . ?
C14 C22 C23 C24 175.7(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
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
O2 H2 O1 0.84 1.96 2.722(6) 150.1 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
O2 H2 O1 0.84 1.96 2.722(6) 150.1 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
O2 H2 O1 0.84 1.96 2.722(6) 150.1 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
O2 H2 O1 0.84 1.96 2.722(6) 150.1 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
O2 H2 O1 0.84 1.96 2.722(6) 150.1 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
O2 H2 O1 0.84 1.96 2.722(6) 150.1 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565
O2 H2 O1 0.84 1.96 2.722(6) 150.1 .
C8 H14 O3 0.99 2.60 3.553(14) 160.4 3
C25 H25 O1 0.98 2.49 3.151(9) 124.3 .
C25 H24 O1 0.98 2.60 3.526(7) 157.8 2_565

_refine_diff_density_max         0.498
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.054



####################################################################### 
# 
# 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_rxl15_0m
_database_code_depnum_ccdc_archive 'CCDC 2359946'
loop_
_audit_author_name
_audit_author_address
'Ya-Li Hu'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2025-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H44 O5'
_chemical_formula_sum            'C34 H44 O5'
_chemical_formula_weight         532.69

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

_cell_length_a                   9.8952(2)
_cell_length_b                   15.5688(3)
_cell_length_c                   19.7135(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3036.99(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9882
_cell_measurement_theta_min      7.25
_cell_measurement_theta_max      70.14

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   0.5117
_exptl_transmission_factor_max   0.7533
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.607
_shelx_estimated_absorpt_T_min   0.780
_shelx_estimated_absorpt_T_max   0.909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18231
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         7.239
_diffrn_reflns_theta_max         70.279
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             5447
_reflns_number_gt                5355
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_max     0.915
_reflns_Friedel_fraction_full    0.942

_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-2014 (Sheldrick 2014)'
_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)+(0.0609P)²+0.9391P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2219 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5447
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1056
_refine_ls_wR_factor_gt          0.1052
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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
O15 O 0.59171(18) 0.02602(11) 0.19665(9) 0.0304(4) Uani 1 1 d . . . . .
O4 O 0.63362(19) 0.00359(10) 0.34623(9) 0.0291(4) Uani 1 1 d . . . . .
O9 O 0.62570(19) 0.25558(11) 0.45118(8) 0.0291(4) Uani 1 1 d . . . . .
O2 O 0.57805(15) 0.24979(10) 0.21942(7) 0.0174(3) Uani 1 1 d . . . . .
O32 O 0.39183(18) 0.35264(10) 0.08257(8) 0.0238(4) Uani 1 1 d . . . . .
H32 H 0.3968 0.4018 0.0999 0.036 Uiso 1 1 calc R U . . .
C19 C 1.0040(3) 0.18382(17) 0.11815(13) 0.0280(5) Uani 1 1 d . . . . .
H19 H 1.0793 0.2077 0.0949 0.034 Uiso 1 1 calc R U . . .
C18 C 0.9121(3) 0.13388(16) 0.08357(12) 0.0268(5) Uani 1 1 d . . . . .
H18 H 0.9245 0.1229 0.0366 0.032 Uiso 1 1 calc R U . . .
C17 C 0.8016(3) 0.09963(15) 0.11729(12) 0.0239(5) Uani 1 1 d . . . . .
H17 H 0.7393 0.0642 0.0936 0.029 Uiso 1 1 calc R U . . .
C16 C 0.7817(2) 0.11711(14) 0.18604(12) 0.0192(4) Uani 1 1 d . . . . .
C15 C 0.6572(2) 0.08481(14) 0.21977(12) 0.0198(5) Uani 1 1 d . . . . .
C3 C 0.6106(2) 0.12976(14) 0.28343(11) 0.0184(4) Uani 1 1 d . . . . .
C2 C 0.5666(2) 0.21210(13) 0.28043(11) 0.0157(4) Uani 1 1 d . . . . .
C1 C 0.5186(2) 0.26311(14) 0.34167(11) 0.0176(4) Uani 1 1 d . . . . .
C8 C 0.3574(2) 0.26144(14) 0.34717(11) 0.0180(4) Uani 1 1 d . . . . .
C7 C 0.3105(2) 0.16556(14) 0.35145(12) 0.0210(5) Uani 1 1 d . . . . .
H7 H 0.3323 0.1376 0.3071 0.025 Uiso 1 1 calc R U . . .
C23 C 0.1570(3) 0.15507(17) 0.36382(13) 0.0307(6) Uani 1 1 d . . . . .
H23A H 0.1358 0.1730 0.4108 0.037 Uiso 1 1 calc R U . . .
H23B H 0.1073 0.1935 0.3326 0.037 Uiso 1 1 calc R U . . .
C24 C 0.1094(3) 0.06432(19) 0.35336(13) 0.0375(7) Uani 1 1 d . . . . .
H24 H 0.1222 0.0418 0.3090 0.045 Uiso 1 1 calc R U . . .
C25 C 0.0520(3) 0.01146(18) 0.39733(14) 0.0320(6) Uani 1 1 d . . . . .
C27 C 0.0286(5) 0.0326(2) 0.47049(19) 0.0706(13) Uani 1 1 d . . . . .
H27A H 0.0620 0.0907 0.4799 0.106 Uiso 1 1 calc R U . . .
H27B H 0.0767 -0.0088 0.4991 0.106 Uiso 1 1 calc R U . . .
H27C H -0.0684 0.0299 0.4803 0.106 Uiso 1 1 calc R U . . .
C21 C 0.8760(2) 0.16647(15) 0.22056(12) 0.0236(5) Uani 1 1 d . . . . .
H21 H 0.8642 0.1777 0.2676 0.028 Uiso 1 1 calc R U . . .
C20 C 0.9869(3) 0.19931(18) 0.18694(13) 0.0297(5) Uani 1 1 d . . . . .
H20 H 1.0516 0.2326 0.2109 0.036 Uiso 1 1 calc R U . . .
C4 C 0.5992(2) 0.07891(14) 0.34536(12) 0.0203(5) Uani 1 1 d . . . . .
C5 C 0.5408(3) 0.12189(15) 0.40830(11) 0.0233(5) Uani 1 1 d . . . . .
C9 C 0.5717(2) 0.21756(14) 0.40538(12) 0.0215(5) Uani 1 1 d . . . . .
C31 C 0.4708(2) 0.30319(14) 0.19088(11) 0.0163(4) Uani 1 1 d . . . . .
H31 H 0.4858 0.3639 0.2056 0.020 Uiso 1 1 calc R U . . .
C30 C 0.3319(2) 0.27517(14) 0.21444(11) 0.0184(5) Uani 1 1 d . . . . .
H30A H 0.3279 0.2116 0.2140 0.022 Uiso 1 1 calc R U . . .
H30B H 0.2638 0.2966 0.1818 0.022 Uiso 1 1 calc R U . . .
C29 C 0.2942(2) 0.30683(14) 0.28542(11) 0.0185(4) Uani 1 1 d . . . . .
H29A H 0.1948 0.3029 0.2899 0.022 Uiso 1 1 calc R U . . .
H29B H 0.3182 0.3685 0.2882 0.022 Uiso 1 1 calc R U . . .
C6 C 0.3845(3) 0.11534(15) 0.40745(11) 0.0243(5) Uani 1 1 d . . . . .
H6A H 0.3597 0.0540 0.4031 0.029 Uiso 1 1 calc R U . . .
H6B H 0.3502 0.1355 0.4519 0.029 Uiso 1 1 calc R U . . .
C26 C 0.0085(3) -0.0775(2) 0.37836(17) 0.0462(8) Uani 1 1 d . . . . .
H26A H 0.0349 -0.0893 0.3314 0.069 Uiso 1 1 calc R U . . .
H26B H -0.0899 -0.0822 0.3827 0.069 Uiso 1 1 calc R U . . .
H26C H 0.0520 -0.1191 0.4086 0.069 Uiso 1 1 calc R U . . .
C28 C 0.3125(2) 0.31128(16) 0.41008(12) 0.0236(5) Uani 1 1 d . . . . .
H28A H 0.3417 0.3712 0.4061 0.035 Uiso 1 1 calc R U . . .
H28B H 0.3533 0.2855 0.4506 0.035 Uiso 1 1 calc R U . . .
H28C H 0.2139 0.3090 0.4139 0.035 Uiso 1 1 calc R U . . .
C32 C 0.4914(2) 0.29777(14) 0.11297(11) 0.0200(5) Uani 1 1 d . . . . .
C34 C 0.4641(3) 0.20913(15) 0.08442(12) 0.0252(5) Uani 1 1 d . . . . .
H34A H 0.3700 0.1932 0.0935 0.038 Uiso 1 1 calc R U . . .
H34B H 0.5246 0.1674 0.1060 0.038 Uiso 1 1 calc R U . . .
H34C H 0.4800 0.2095 0.0354 0.038 Uiso 1 1 calc R U . . .
C33 C 0.6335(3) 0.32877(16) 0.09530(12) 0.0265(5) Uani 1 1 d . . . . .
H33A H 0.6434 0.3316 0.0459 0.040 Uiso 1 1 calc R U . . .
H33B H 0.7002 0.2886 0.1139 0.040 Uiso 1 1 calc R U . . .
H33C H 0.6481 0.3859 0.1148 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5773(2) 0.35506(14) 0.34039(11) 0.0189(4) Uani 1 1 d . . . . .
H10A H 0.5333 0.3877 0.3034 0.023 Uiso 1 1 calc R U . . .
H10B H 0.5547 0.3839 0.3837 0.023 Uiso 1 1 calc R U . . .
C11 C 0.7282(2) 0.35831(15) 0.33033(14) 0.0278(5) Uani 1 1 d . . . . .
H11 H 0.7709 0.3063 0.3171 0.033 Uiso 1 1 calc R U . . .
C12 C 0.8062(2) 0.42506(16) 0.33783(14) 0.0288(5) Uani 1 1 d . . . . .
C13 C 0.9563(2) 0.42269(18) 0.32842(14) 0.0327(6) Uani 1 1 d . . . . .
H13A H 0.9841 0.3646 0.3153 0.049 Uiso 1 1 calc R U . . .
H13B H 1.0008 0.4386 0.3710 0.049 Uiso 1 1 calc R U . . .
H13C H 0.9823 0.4633 0.2928 0.049 Uiso 1 1 calc R U . . .
C14 C 0.7503(4) 0.5134(2) 0.3523(3) 0.0695(12) Uani 1 1 d . . . . .
H14A H 0.6524 0.5134 0.3448 0.104 Uiso 1 1 calc R U . . .
H14B H 0.7928 0.5553 0.3219 0.104 Uiso 1 1 calc R U . . .
H14C H 0.7695 0.5290 0.3995 0.104 Uiso 1 1 calc R U . . .
C22 C 0.5953(3) 0.08023(17) 0.47263(12) 0.0344(6) Uani 1 1 d . . . . .
H22A H 0.6943 0.0824 0.4723 0.052 Uiso 1 1 calc R U . . .
H22B H 0.5656 0.0203 0.4747 0.052 Uiso 1 1 calc R U . . .
H22C H 0.5612 0.1113 0.5124 0.052 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
O15 C15 1.211(3) . ?
O4 C4 1.221(3) . ?
O9 C9 1.204(3) . ?
O2 C2 1.343(3) . ?
O2 C31 1.461(2) . ?
O32 C32 1.435(3) . ?
O32 H32 0.8400 . ?
C19 C18 1.377(4) . ?
C19 C20 1.388(4) . ?
C19 H19 0.9500 . ?
C18 C17 1.387(4) . ?
C18 H18 0.9500 . ?
C17 C16 1.396(3) . ?
C17 H17 0.9500 . ?
C16 C21 1.387(3) . ?
C16 C15 1.487(3) . ?
C15 C3 1.509(3) . ?
C3 C2 1.355(3) . ?
C3 C4 1.459(3) . ?
C2 C1 1.521(3) . ?
C1 C9 1.535(3) . ?
C1 C10 1.545(3) . ?
C1 C8 1.599(3) . ?
C8 C28 1.529(3) . ?
C8 C29 1.540(3) . ?
C8 C7 1.566(3) . ?
C7 C6 1.538(3) . ?
C7 C23 1.546(3) . ?
C7 H7 1.0000 . ?
C23 C24 1.504(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.323(4) . ?
C24 H24 0.9500 . ?
C25 C27 1.498(4) . ?
C25 C26 1.498(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C21 C20 1.380(4) . ?
C21 H21 0.9500 . ?
C20 H20 0.9500 . ?
C4 C5 1.524(3) . ?
C5 C9 1.522(3) . ?
C5 C22 1.523(3) . ?
C5 C6 1.550(3) . ?
C31 C30 1.515(3) . ?
C31 C32 1.552(3) . ?
C31 H31 1.0000 . ?
C30 C29 1.530(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C32 C34 1.515(3) . ?
C32 C33 1.527(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C10 C11 1.507(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.303(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.497(3) . ?
C12 C14 1.510(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C2 O2 C31 122.16(16) . . ?
C32 O32 H32 109.5 . . ?
C18 C19 C20 120.1(2) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C18 C17 120.1(2) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C21 C16 C17 119.3(2) . . ?
C21 C16 C15 121.7(2) . . ?
C17 C16 C15 119.0(2) . . ?
O15 C15 C16 122.1(2) . . ?
O15 C15 C3 120.0(2) . . ?
C16 C15 C3 117.91(19) . . ?
C2 C3 C4 121.6(2) . . ?
C2 C3 C15 120.04(19) . . ?
C4 C3 C15 117.89(19) . . ?
O2 C2 C3 115.17(19) . . ?
O2 C2 C1 120.60(18) . . ?
C3 C2 C1 124.03(19) . . ?
C2 C1 C9 107.53(17) . . ?
C2 C1 C10 110.69(17) . . ?
C9 C1 C10 108.22(17) . . ?
C2 C1 C8 110.91(17) . . ?
C9 C1 C8 106.19(17) . . ?
C10 C1 C8 113.02(17) . . ?
C28 C8 C29 106.89(18) . . ?
C28 C8 C7 110.72(18) . . ?
C29 C8 C7 111.08(17) . . ?
C28 C8 C1 109.66(17) . . ?
C29 C8 C1 110.12(17) . . ?
C7 C8 C1 108.37(17) . . ?
C6 C7 C23 107.49(19) . . ?
C6 C7 C8 112.46(18) . . ?
C23 C7 C8 113.61(19) . . ?
C6 C7 H7 107.7 . . ?
C23 C7 H7 107.7 . . ?
C8 C7 H7 107.7 . . ?
C24 C23 C7 112.7(2) . . ?
C24 C23 H23A 109.1 . . ?
C7 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C7 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C25 C24 C23 129.0(3) . . ?
C25 C24 H24 115.5 . . ?
C23 C24 H24 115.5 . . ?
C24 C25 C27 124.1(3) . . ?
C24 C25 C26 122.3(3) . . ?
C27 C25 C26 113.5(3) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C20 C21 C16 120.3(2) . . ?
C20 C21 H21 119.9 . . ?
C16 C21 H21 119.9 . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
O4 C4 C3 120.7(2) . . ?
O4 C4 C5 121.1(2) . . ?
C3 C4 C5 118.19(19) . . ?
C9 C5 C22 112.14(19) . . ?
C9 C5 C4 108.83(19) . . ?
C22 C5 C4 110.9(2) . . ?
C9 C5 C6 105.35(19) . . ?
C22 C5 C6 109.5(2) . . ?
C4 C5 C6 109.93(19) . . ?
O9 C9 C5 122.8(2) . . ?
O9 C9 C1 122.6(2) . . ?
C5 C9 C1 114.46(18) . . ?
O2 C31 C30 112.16(17) . . ?
O2 C31 C32 104.74(16) . . ?
C30 C31 C32 114.05(18) . . ?
O2 C31 H31 108.6 . . ?
C30 C31 H31 108.6 . . ?
C32 C31 H31 108.6 . . ?
C31 C30 C29 114.13(18) . . ?
C31 C30 H30A 108.7 . . ?
C29 C30 H30A 108.7 . . ?
C31 C30 H30B 108.7 . . ?
C29 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C30 C29 C8 118.44(18) . . ?
C30 C29 H29A 107.7 . . ?
C8 C29 H29A 107.7 . . ?
C30 C29 H29B 107.7 . . ?
C8 C29 H29B 107.7 . . ?
H29A C29 H29B 107.1 . . ?
C7 C6 C5 116.70(19) . . ?
C7 C6 H6A 108.1 . . ?
C5 C6 H6A 108.1 . . ?
C7 C6 H6B 108.1 . . ?
C5 C6 H6B 108.1 . . ?
H6A C6 H6B 107.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C28 H28A 109.5 . . ?
C8 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C8 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O32 C32 C34 105.34(18) . . ?
O32 C32 C33 110.42(18) . . ?
C34 C32 C33 111.6(2) . . ?
O32 C32 C31 106.87(17) . . ?
C34 C32 C31 113.19(18) . . ?
C33 C32 C31 109.27(18) . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C11 C10 C1 113.92(18) . . ?
C11 C10 H10A 108.8 . . ?
C1 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C1 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C12 C11 C10 126.8(2) . . ?
C12 C11 H11 116.6 . . ?
C10 C11 H11 116.6 . . ?
C11 C12 C13 123.6(2) . . ?
C11 C12 C14 122.1(2) . . ?
C13 C12 C14 114.1(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C22 H22A 109.5 . . ?
C5 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C5 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
C20 C19 C18 C17 0.6(4) . . . . ?
C19 C18 C17 C16 1.3(4) . . . . ?
C18 C17 C16 C21 -2.2(3) . . . . ?
C18 C17 C16 C15 175.6(2) . . . . ?
C21 C16 C15 O15 -161.7(2) . . . . ?
C17 C16 C15 O15 20.4(3) . . . . ?
C21 C16 C15 C3 20.4(3) . . . . ?
C17 C16 C15 C3 -157.4(2) . . . . ?
O15 C15 C3 C2 -111.6(3) . . . . ?
C16 C15 C3 C2 66.3(3) . . . . ?
O15 C15 C3 C4 61.0(3) . . . . ?
C16 C15 C3 C4 -121.0(2) . . . . ?
C31 O2 C2 C3 137.2(2) . . . . ?
C31 O2 C2 C1 -47.8(3) . . . . ?
C4 C3 C2 O2 -177.16(19) . . . . ?
C15 C3 C2 O2 -4.8(3) . . . . ?
C4 C3 C2 C1 8.1(3) . . . . ?
C15 C3 C2 C1 -179.56(19) . . . . ?
O2 C2 C1 C9 -156.43(18) . . . . ?
C3 C2 C1 C9 18.1(3) . . . . ?
O2 C2 C1 C10 -38.4(3) . . . . ?
C3 C2 C1 C10 136.1(2) . . . . ?
O2 C2 C1 C8 87.9(2) . . . . ?
C3 C2 C1 C8 -97.6(2) . . . . ?
C2 C1 C8 C28 178.60(18) . . . . ?
C9 C1 C8 C28 62.1(2) . . . . ?
C10 C1 C8 C28 -56.4(2) . . . . ?
C2 C1 C8 C29 -64.1(2) . . . . ?
C9 C1 C8 C29 179.42(17) . . . . ?
C10 C1 C8 C29 60.9(2) . . . . ?
C2 C1 C8 C7 57.6(2) . . . . ?
C9 C1 C8 C7 -58.9(2) . . . . ?
C10 C1 C8 C7 -177.40(17) . . . . ?
C28 C8 C7 C6 -68.2(2) . . . . ?
C29 C8 C7 C6 173.22(19) . . . . ?
C1 C8 C7 C6 52.1(2) . . . . ?
C28 C8 C7 C23 54.2(2) . . . . ?
C29 C8 C7 C23 -64.4(2) . . . . ?
C1 C8 C7 C23 174.52(19) . . . . ?
C6 C7 C23 C24 -66.9(3) . . . . ?
C8 C7 C23 C24 168.0(2) . . . . ?
C7 C23 C24 C25 119.0(3) . . . . ?
C23 C24 C25 C27 -2.9(5) . . . . ?
C23 C24 C25 C26 179.2(3) . . . . ?
C17 C16 C21 C20 1.3(3) . . . . ?
C15 C16 C21 C20 -176.5(2) . . . . ?
C16 C21 C20 C19 0.6(4) . . . . ?
C18 C19 C20 C21 -1.6(4) . . . . ?
C2 C3 C4 O4 176.6(2) . . . . ?
C15 C3 C4 O4 4.0(3) . . . . ?
C2 C3 C4 C5 -2.3(3) . . . . ?
C15 C3 C4 C5 -174.83(19) . . . . ?
O4 C4 C5 C9 152.3(2) . . . . ?
C3 C4 C5 C9 -28.9(3) . . . . ?
O4 C4 C5 C22 28.5(3) . . . . ?
C3 C4 C5 C22 -152.7(2) . . . . ?
O4 C4 C5 C6 -92.8(3) . . . . ?
C3 C4 C5 C6 86.0(2) . . . . ?
C22 C5 C9 O9 -4.4(3) . . . . ?
C4 C5 C9 O9 -127.4(2) . . . . ?
C6 C5 C9 O9 114.7(2) . . . . ?
C22 C5 C9 C1 -179.8(2) . . . . ?
C4 C5 C9 C1 57.2(3) . . . . ?
C6 C5 C9 C1 -60.7(2) . . . . ?
C2 C1 C9 O9 133.3(2) . . . . ?
C10 C1 C9 O9 13.7(3) . . . . ?
C8 C1 C9 O9 -107.9(2) . . . . ?
C2 C1 C9 C5 -51.3(2) . . . . ?
C10 C1 C9 C5 -170.89(18) . . . . ?
C8 C1 C9 C5 67.5(2) . . . . ?
C2 O2 C31 C30 -30.2(3) . . . . ?
C2 O2 C31 C32 -154.39(18) . . . . ?
O2 C31 C30 C29 80.0(2) . . . . ?
C32 C31 C30 C29 -161.10(18) . . . . ?
C31 C30 C29 C8 -76.4(2) . . . . ?
C28 C8 C29 C30 174.90(19) . . . . ?
C7 C8 C29 C30 -64.2(2) . . . . ?
C1 C8 C29 C30 55.8(2) . . . . ?
C23 C7 C6 C5 -175.9(2) . . . . ?
C8 C7 C6 C5 -50.1(3) . . . . ?
C9 C5 C6 C7 50.5(3) . . . . ?
C22 C5 C6 C7 171.3(2) . . . . ?
C4 C5 C6 C7 -66.6(3) . . . . ?
O2 C31 C32 O32 -177.38(16) . . . . ?
C30 C31 C32 O32 59.6(2) . . . . ?
O2 C31 C32 C34 67.1(2) . . . . ?
C30 C31 C32 C34 -55.9(3) . . . . ?
O2 C31 C32 C33 -57.9(2) . . . . ?
C30 C31 C32 C33 179.13(18) . . . . ?
C2 C1 C10 C11 -50.9(3) . . . . ?
C9 C1 C10 C11 66.7(2) . . . . ?
C8 C1 C10 C11 -175.96(19) . . . . ?
C1 C10 C11 C12 -168.3(3) . . . . ?
C10 C11 C12 C13 178.5(2) . . . . ?
C10 C11 C12 C14 -5.8(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
O32 H32 O4 0.84 1.93 2.749(2) 164.3 3_655
O32 H32 O4 0.84 1.93 2.749(2) 164.3 3_655
O32 H32 O4 0.84 1.93 2.749(2) 164.3 3_655

_refine_diff_density_max         0.629
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.051



####################################################################### 
# 
# 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_rxl52_0m
_database_code_depnum_ccdc_archive 'CCDC 2359944'
loop_
_audit_author_name
_audit_author_address
'Ya-Li Hu'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2025-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H42 O5'
_chemical_formula_sum            'C34 H42 O5'
_chemical_formula_weight         530.67

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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   8.4833(3)
_cell_length_b                   19.9332(8)
_cell_length_c                   8.6797(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.0890(10)
_cell_angle_gamma                90
_cell_volume                     1402.93(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9855
_cell_measurement_theta_min      4.44
_cell_measurement_theta_max      70.16

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_F_000             572
_exptl_transmission_factor_min   0.5098
_exptl_transmission_factor_max   0.7533
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    0.656
_shelx_estimated_absorpt_T_min   0.622
_shelx_estimated_absorpt_T_max   0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16705
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         5.331
_diffrn_reflns_theta_max         70.378
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_point_group_measured_fraction_full 0.904
_reflns_number_total             4753
_reflns_number_gt                4727
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_max     0.775
_reflns_Friedel_fraction_full    0.805

_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-2014 (Sheldrick 2014)'
_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)+(0.0597P)²+0.2503P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0119(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1975 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4753
_refine_ls_number_parameters     361
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0933
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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
O3 O 0.11123(17) 0.55752(8) -0.14838(17) 0.0156(3) Uani 1 1 d . . . . .
O9 O 0.1024(2) 0.45106(9) -0.2314(2) 0.0246(4) Uani 1 1 d . . . . .
O2 O 0.22583(17) 0.67121(8) 0.18481(18) 0.0175(3) Uani 1 1 d . . . . .
O10 O -0.14292(18) 0.50042(8) -0.02685(18) 0.0189(3) Uani 1 1 d . . . . .
O4 O 0.50414(17) 0.57447(8) 0.12070(19) 0.0196(3) Uani 1 1 d . . . . .
C26 C 0.7385(3) 0.37808(14) 0.5745(3) 0.0293(5) Uani 1 1 d . . . . .
H26A H 0.7801 0.4086 0.5069 0.044 Uiso 1 1 calc R U . . .
H26B H 0.7446 0.3318 0.5388 0.044 Uiso 1 1 calc R U . . .
H26C H 0.8056 0.3827 0.6871 0.044 Uiso 1 1 calc R U . . .
C25 C 0.5616(3) 0.39541(12) 0.5602(3) 0.0188(5) Uani 1 1 d . . . . .
C24 C 0.4877(3) 0.44820(12) 0.4780(3) 0.0197(5) Uani 1 1 d . . . . .
H24 H 0.5500 0.4738 0.4242 0.024 Uiso 1 1 calc R U . . .
C23 C 0.3138(3) 0.47221(12) 0.4605(3) 0.0193(4) Uani 1 1 d . . . . .
H23A H 0.3148 0.5023 0.5514 0.023 Uiso 1 1 calc R U . . .
H23B H 0.2430 0.4332 0.4648 0.023 Uiso 1 1 calc R U . . .
C7 C 0.2414(2) 0.50994(11) 0.3002(2) 0.0154(4) Uani 1 1 d . . . . .
H7 H 0.3234 0.5452 0.2949 0.019 Uiso 1 1 calc R U . . .
C8 C 0.0783(2) 0.54733(11) 0.2953(2) 0.0153(4) Uani 1 1 d . . . . .
C1 C 0.0034(2) 0.59248(11) 0.1396(2) 0.0137(4) Uani 1 1 d . . . . .
C2 C 0.1491(2) 0.62700(10) 0.1003(2) 0.0130(4) Uani 1 1 d . . . . .
C3 C 0.2214(2) 0.60135(11) -0.0339(2) 0.0139(4) Uani 1 1 d . . . . .
C17 C 0.2727(2) 0.65936(11) -0.1238(3) 0.0167(4) Uani 1 1 d . . . . .
H17A H 0.3479 0.6895 -0.0449 0.020 Uiso 1 1 calc R U . . .
H17B H 0.3338 0.6413 -0.1958 0.020 Uiso 1 1 calc R U . . .
C18 C 0.1271(2) 0.69916(12) -0.2223(2) 0.0159(4) Uani 1 1 d . . . . .
H18 H 0.0339 0.6742 -0.2822 0.019 Uiso 1 1 calc R U . . .
C19 C 0.1152(3) 0.76554(12) -0.2344(3) 0.0174(4) Uani 1 1 d . . . . .
C20 C -0.0384(3) 0.79794(12) -0.3416(3) 0.0208(5) Uani 1 1 d . . . . .
H20A H -0.1181 0.7631 -0.3929 0.031 Uiso 1 1 calc R U . . .
H20B H -0.0102 0.8246 -0.4247 0.031 Uiso 1 1 calc R U . . .
H20C H -0.0867 0.8272 -0.2768 0.031 Uiso 1 1 calc R U . . .
C21 C 0.2453(3) 0.81366(14) -0.1469(3) 0.0306(6) Uani 1 1 d . . . . .
H21A H 0.3349 0.7891 -0.0707 0.046 Uiso 1 1 calc R U . . .
H21B H 0.1979 0.8460 -0.0880 0.046 Uiso 1 1 calc R U . . .
H21C H 0.2887 0.8375 -0.2245 0.046 Uiso 1 1 calc R U . . .
C9 C 0.1655(3) 0.49239(12) -0.1334(3) 0.0182(4) Uani 1 1 d . . . . .
C5 C 0.3065(3) 0.48433(11) 0.0202(3) 0.0168(4) Uani 1 1 d . . . . .
C6 C 0.2300(2) 0.46126(11) 0.1581(2) 0.0168(4) Uani 1 1 d . . . . .
H6A H 0.1119 0.4511 0.1069 0.020 Uiso 1 1 calc R U . . .
H6B H 0.2842 0.4187 0.2038 0.020 Uiso 1 1 calc R U . . .
C27 C 0.4816(3) 0.34900(13) 0.6505(3) 0.0266(5) Uani 1 1 d . . . . .
H27A H 0.3727 0.3665 0.6471 0.040 Uiso 1 1 calc R U . . .
H27B H 0.5503 0.3457 0.7628 0.040 Uiso 1 1 calc R U . . .
H27C H 0.4696 0.3044 0.6007 0.040 Uiso 1 1 calc R U . . .
C28 C -0.0510(3) 0.49736(12) 0.3218(3) 0.0194(4) Uani 1 1 d . . . . .
H28A H -0.0146 0.4806 0.4327 0.029 Uiso 1 1 calc R U . . .
H28B H -0.0628 0.4597 0.2467 0.029 Uiso 1 1 calc R U . . .
H28C H -0.1573 0.5202 0.3026 0.029 Uiso 1 1 calc R U . . .
C31 C -0.1044(2) 0.64353(11) 0.2006(2) 0.0154(4) Uani 1 1 d . . . . .
H31 H -0.2011 0.6165 0.2081 0.018 Uiso 1 1 calc R U . . .
C32 C -0.1823(2) 0.70270(11) 0.0900(3) 0.0160(4) Uani 1 1 d . . . . .
C12 C -0.2550(2) 0.67514(11) -0.0814(3) 0.0163(4) Uani 1 1 d . . . . .
C11 C -0.2260(2) 0.60947(11) -0.1236(3) 0.0161(4) Uani 1 1 d . . . . .
C10 C -0.1217(2) 0.56042(11) -0.0072(2) 0.0148(4) Uani 1 1 d . . . . .
C16 C -0.2951(3) 0.58614(12) -0.2817(3) 0.0207(5) Uani 1 1 d . . . . .
H16 H -0.2738 0.5416 -0.3088 0.025 Uiso 1 1 calc R U . . .
C15 C -0.3940(3) 0.62766(14) -0.3983(3) 0.0246(5) Uani 1 1 d . . . . .
H15 H -0.4401 0.6119 -0.5054 0.030 Uiso 1 1 calc R U . . .
C14 C -0.4252(3) 0.69257(14) -0.3575(3) 0.0239(5) Uani 1 1 d . . . . .
H14 H -0.4941 0.7212 -0.4366 0.029 Uiso 1 1 calc R U . . .
C13 C -0.3563(3) 0.71578(12) -0.2018(3) 0.0207(5) Uani 1 1 d . . . . .
H13 H -0.3783 0.7605 -0.1761 0.025 Uiso 1 1 calc R U . . .
C33 C -0.3198(3) 0.73006(12) 0.1561(3) 0.0201(4) Uani 1 1 d . . . . .
H33A H -0.3776 0.7667 0.0871 0.030 Uiso 1 1 calc R U . . .
H33B H -0.2710 0.7468 0.2660 0.030 Uiso 1 1 calc R U . . .
H33C H -0.3981 0.6940 0.1572 0.030 Uiso 1 1 calc R U . . .
C34 C -0.0672(3) 0.76209(12) 0.0863(3) 0.0204(5) Uani 1 1 d . . . . .
H34A H 0.0162 0.7479 0.0354 0.031 Uiso 1 1 calc R U . . .
H34B H -0.0127 0.7771 0.1967 0.031 Uiso 1 1 calc R U . . .
H34C H -0.1319 0.7991 0.0245 0.031 Uiso 1 1 calc R U . . .
C30 C -0.0091(3) 0.65885(12) 0.3768(3) 0.0199(5) Uani 1 1 d . . . . .
H30A H -0.0852 0.6611 0.4439 0.024 Uiso 1 1 calc R U . . .
H30B H 0.0499 0.7022 0.3849 0.024 Uiso 1 1 calc R U . . .
C29 C 0.1146(2) 0.60046(12) 0.4322(2) 0.0184(4) Uani 1 1 d . . . . .
H29A H 0.1023 0.5802 0.5321 0.022 Uiso 1 1 calc R U . . .
H29B H 0.2290 0.6172 0.4546 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3674(2) 0.55533(11) 0.0493(2) 0.0152(4) Uani 1 1 d . . . . .
C22 C 0.4397(3) 0.43648(13) 0.0023(3) 0.0245(5) Uani 1 1 d . . . . .
H22A H 0.4828 0.4523 -0.0844 0.037 Uiso 1 1 calc R U . . .
H22B H 0.3927 0.3915 -0.0240 0.037 Uiso 1 1 calc R U . . .
H22C H 0.5294 0.4348 0.1036 0.037 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
O3 C9 1.371(3) . ?
O3 C3 1.442(2) . ?
O9 C9 1.192(3) . ?
O2 C2 1.207(3) . ?
O10 C10 1.214(3) . ?
O4 C4 1.205(3) . ?
C26 C25 1.509(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C25 C24 1.322(3) . ?
C25 C27 1.498(3) . ?
C24 C23 1.515(3) . ?
C24 H24 0.9500 . ?
C23 C7 1.542(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C7 C6 1.549(3) . ?
C7 C8 1.561(3) . ?
C7 H7 1.0000 . ?
C8 C28 1.547(3) . ?
C8 C29 1.554(3) . ?
C8 C1 1.592(3) . ?
C1 C10 1.537(3) . ?
C1 C2 1.538(3) . ?
C1 C31 1.561(3) . ?
C2 C3 1.554(3) . ?
C3 C17 1.528(3) . ?
C3 C4 1.540(3) . ?
C17 C18 1.505(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.329(3) . ?
C18 H18 0.9500 . ?
C19 C21 1.491(3) . ?
C19 C20 1.506(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C9 C5 1.516(3) . ?
C5 C4 1.502(3) . ?
C5 C22 1.521(3) . ?
C5 C6 1.588(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C31 C30 1.536(3) . ?
C31 C32 1.542(3) . ?
C31 H31 1.0000 . ?
C32 C12 1.535(3) . ?
C32 C34 1.541(3) . ?
C32 C33 1.543(3) . ?
C12 C13 1.400(3) . ?
C12 C11 1.400(3) . ?
C11 C16 1.404(3) . ?
C11 C10 1.495(3) . ?
C16 C15 1.384(3) . ?
C16 H16 0.9500 . ?
C15 C14 1.388(4) . ?
C15 H15 0.9500 . ?
C14 C13 1.385(3) . ?
C14 H14 0.9500 . ?
C13 H13 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C30 C29 1.546(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C9 O3 C3 112.15(15) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C25 C27 123.9(2) . . ?
C24 C25 C26 122.0(2) . . ?
C27 C25 C26 114.1(2) . . ?
C25 C24 C23 126.8(2) . . ?
C25 C24 H24 116.6 . . ?
C23 C24 H24 116.6 . . ?
C24 C23 C7 111.28(17) . . ?
C24 C23 H23A 109.4 . . ?
C7 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C7 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23 C7 C6 109.13(18) . . ?
C23 C7 C8 111.87(16) . . ?
C6 C7 C8 115.46(17) . . ?
C23 C7 H7 106.6 . . ?
C6 C7 H7 106.6 . . ?
C8 C7 H7 106.6 . . ?
C28 C8 C29 108.39(17) . . ?
C28 C8 C7 110.46(18) . . ?
C29 C8 C7 109.25(16) . . ?
C28 C8 C1 111.49(16) . . ?
C29 C8 C1 101.77(17) . . ?
C7 C8 C1 114.97(16) . . ?
C10 C1 C2 113.97(16) . . ?
C10 C1 C31 102.80(15) . . ?
C2 C1 C31 111.88(17) . . ?
C10 C1 C8 118.33(17) . . ?
C2 C1 C8 107.14(15) . . ?
C31 C1 C8 102.00(15) . . ?
O2 C2 C1 121.12(18) . . ?
O2 C2 C3 115.75(18) . . ?
C1 C2 C3 122.62(17) . . ?
O3 C3 C17 109.30(16) . . ?
O3 C3 C4 103.38(16) . . ?
C17 C3 C4 112.32(16) . . ?
O3 C3 C2 113.43(15) . . ?
C17 C3 C2 111.61(17) . . ?
C4 C3 C2 106.54(15) . . ?
C18 C17 C3 112.33(17) . . ?
C18 C17 H17A 109.1 . . ?
C3 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C3 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
C19 C18 C17 126.9(2) . . ?
C19 C18 H18 116.5 . . ?
C17 C18 H18 116.5 . . ?
C18 C19 C21 124.9(2) . . ?
C18 C19 C20 120.5(2) . . ?
C21 C19 C20 114.5(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O9 C9 O3 121.3(2) . . ?
O9 C9 C5 128.8(2) . . ?
O3 C9 C5 109.88(18) . . ?
C4 C5 C9 101.05(18) . . ?
C4 C5 C22 112.26(18) . . ?
C9 C5 C22 113.22(19) . . ?
C4 C5 C6 110.04(17) . . ?
C9 C5 C6 107.56(16) . . ?
C22 C5 C6 112.10(18) . . ?
C7 C6 C5 118.33(17) . . ?
C7 C6 H6A 107.7 . . ?
C5 C6 H6A 107.7 . . ?
C7 C6 H6B 107.7 . . ?
C5 C6 H6B 107.7 . . ?
H6A C6 H6B 107.1 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C8 C28 H28A 109.5 . . ?
C8 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C8 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C31 C32 118.14(18) . . ?
C30 C31 C1 106.13(16) . . ?
C32 C31 C1 118.31(17) . . ?
C30 C31 H31 104.1 . . ?
C32 C31 H31 104.1 . . ?
C1 C31 H31 104.1 . . ?
C12 C32 C34 109.36(18) . . ?
C12 C32 C31 107.83(17) . . ?
C34 C32 C31 116.26(17) . . ?
C12 C32 C33 110.78(17) . . ?
C34 C32 C33 106.80(18) . . ?
C31 C32 C33 105.74(17) . . ?
C13 C12 C11 117.5(2) . . ?
C13 C12 C32 120.0(2) . . ?
C11 C12 C32 122.44(19) . . ?
C12 C11 C16 120.7(2) . . ?
C12 C11 C10 123.33(19) . . ?
C16 C11 C10 116.0(2) . . ?
O10 C10 C11 121.03(18) . . ?
O10 C10 C1 124.33(19) . . ?
C11 C10 C1 114.55(18) . . ?
C15 C16 C11 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
C16 C15 C14 119.4(2) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C13 C14 C15 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C13 C12 121.7(2) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C31 C30 C29 105.72(17) . . ?
C31 C30 H30A 110.6 . . ?
C29 C30 H30A 110.6 . . ?
C31 C30 H30B 110.6 . . ?
C29 C30 H30B 110.6 . . ?
H30A C30 H30B 108.7 . . ?
C30 C29 C8 108.11(16) . . ?
C30 C29 H29A 110.1 . . ?
C8 C29 H29A 110.1 . . ?
C30 C29 H29B 110.1 . . ?
C8 C29 H29B 110.1 . . ?
H29A C29 H29B 108.4 . . ?
O4 C4 C5 128.04(19) . . ?
O4 C4 C3 124.9(2) . . ?
C5 C4 C3 107.03(17) . . ?
C5 C22 H22A 109.5 . . ?
C5 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C5 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
C27 C25 C24 C23 0.7(4) . . . . ?
C26 C25 C24 C23 -177.4(2) . . . . ?
C25 C24 C23 C7 -151.9(2) . . . . ?
C24 C23 C7 C6 62.6(2) . . . . ?
C24 C23 C7 C8 -168.42(18) . . . . ?
C23 C7 C8 C28 -57.6(2) . . . . ?
C6 C7 C8 C28 68.0(2) . . . . ?
C23 C7 C8 C29 61.6(2) . . . . ?
C6 C7 C8 C29 -172.84(17) . . . . ?
C23 C7 C8 C1 175.19(17) . . . . ?
C6 C7 C8 C1 -59.2(2) . . . . ?
C28 C8 C1 C10 -35.7(2) . . . . ?
C29 C8 C1 C10 -151.06(16) . . . . ?
C7 C8 C1 C10 91.0(2) . . . . ?
C28 C8 C1 C2 -166.19(17) . . . . ?
C29 C8 C1 C2 78.44(18) . . . . ?
C7 C8 C1 C2 -39.5(2) . . . . ?
C28 C8 C1 C31 76.1(2) . . . . ?
C29 C8 C1 C31 -39.22(18) . . . . ?
C7 C8 C1 C31 -157.16(17) . . . . ?
C10 C1 C2 O2 155.99(19) . . . . ?
C31 C1 C2 O2 39.9(2) . . . . ?
C8 C1 C2 O2 -71.1(2) . . . . ?
C10 C1 C2 C3 -32.5(3) . . . . ?
C31 C1 C2 C3 -148.64(17) . . . . ?
C8 C1 C2 C3 100.4(2) . . . . ?
C9 O3 C3 C17 125.09(18) . . . . ?
C9 O3 C3 C4 5.3(2) . . . . ?
C9 O3 C3 C2 -109.66(18) . . . . ?
O2 C2 C3 O3 -169.61(17) . . . . ?
C1 C2 C3 O3 18.5(3) . . . . ?
O2 C2 C3 C17 -45.6(2) . . . . ?
C1 C2 C3 C17 142.49(18) . . . . ?
O2 C2 C3 C4 77.3(2) . . . . ?
C1 C2 C3 C4 -94.6(2) . . . . ?
O3 C3 C17 C18 58.6(2) . . . . ?
C4 C3 C17 C18 172.70(17) . . . . ?
C2 C3 C17 C18 -67.7(2) . . . . ?
C3 C17 C18 C19 136.8(2) . . . . ?
C17 C18 C19 C21 -1.8(4) . . . . ?
C17 C18 C19 C20 178.64(19) . . . . ?
C3 O3 C9 O9 -169.77(19) . . . . ?
C3 O3 C9 C5 11.1(2) . . . . ?
O9 C9 C5 C4 158.4(2) . . . . ?
O3 C9 C5 C4 -22.6(2) . . . . ?
O9 C9 C5 C22 38.2(3) . . . . ?
O3 C9 C5 C22 -142.83(18) . . . . ?
O9 C9 C5 C6 -86.2(3) . . . . ?
O3 C9 C5 C6 92.8(2) . . . . ?
C23 C7 C6 C5 -128.96(18) . . . . ?
C8 C7 C6 C5 104.0(2) . . . . ?
C4 C5 C6 C7 -4.6(2) . . . . ?
C9 C5 C6 C7 -113.8(2) . . . . ?
C22 C5 C6 C7 121.1(2) . . . . ?
C10 C1 C31 C30 159.87(17) . . . . ?
C2 C1 C31 C30 -77.4(2) . . . . ?
C8 C1 C31 C30 36.8(2) . . . . ?
C10 C1 C31 C32 -64.6(2) . . . . ?
C2 C1 C31 C32 58.1(2) . . . . ?
C8 C1 C31 C32 172.31(17) . . . . ?
C30 C31 C32 C12 174.66(16) . . . . ?
C1 C31 C32 C12 44.4(2) . . . . ?
C30 C31 C32 C34 51.5(3) . . . . ?
C1 C31 C32 C34 -78.7(2) . . . . ?
C30 C31 C32 C33 -66.8(2) . . . . ?
C1 C31 C32 C33 162.96(17) . . . . ?
C34 C32 C12 C13 -62.9(2) . . . . ?
C31 C32 C12 C13 169.83(18) . . . . ?
C33 C32 C12 C13 54.6(3) . . . . ?
C34 C32 C12 C11 118.0(2) . . . . ?
C31 C32 C12 C11 -9.3(3) . . . . ?
C33 C32 C12 C11 -124.5(2) . . . . ?
C13 C12 C11 C16 0.8(3) . . . . ?
C32 C12 C11 C16 179.87(18) . . . . ?
C13 C12 C11 C10 -179.49(18) . . . . ?
C32 C12 C11 C10 -0.4(3) . . . . ?
C12 C11 C10 O10 154.1(2) . . . . ?
C16 C11 C10 O10 -26.1(3) . . . . ?
C12 C11 C10 C1 -22.5(3) . . . . ?
C16 C11 C10 C1 157.27(18) . . . . ?
C2 C1 C10 O10 111.5(2) . . . . ?
C31 C1 C10 O10 -127.3(2) . . . . ?
C8 C1 C10 O10 -15.9(3) . . . . ?
C2 C1 C10 C11 -72.0(2) . . . . ?
C31 C1 C10 C11 49.3(2) . . . . ?
C8 C1 C10 C11 160.65(17) . . . . ?
C12 C11 C16 C15 -0.4(3) . . . . ?
C10 C11 C16 C15 179.81(19) . . . . ?
C11 C16 C15 C14 -0.4(3) . . . . ?
C16 C15 C14 C13 0.8(3) . . . . ?
C15 C14 C13 C12 -0.4(3) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C32 C12 C13 C14 -179.5(2) . . . . ?
C32 C31 C30 C29 -155.04(18) . . . . ?
C1 C31 C30 C29 -19.4(2) . . . . ?
C31 C30 C29 C8 -6.2(2) . . . . ?
C28 C8 C29 C30 -89.2(2) . . . . ?
C7 C8 C29 C30 150.41(17) . . . . ?
C1 C8 C29 C30 28.4(2) . . . . ?
C9 C5 C4 O4 -153.6(2) . . . . ?
C22 C5 C4 O4 -32.6(3) . . . . ?
C6 C5 C4 O4 93.0(2) . . . . ?
C9 C5 C4 C3 25.1(2) . . . . ?
C22 C5 C4 C3 146.01(18) . . . . ?
C6 C5 C4 C3 -88.4(2) . . . . ?
O3 C3 C4 O4 158.99(19) . . . . ?
C17 C3 C4 O4 41.3(3) . . . . ?
C2 C3 C4 O4 -81.2(2) . . . . ?
O3 C3 C4 C5 -19.7(2) . . . . ?
C17 C3 C4 C5 -137.41(17) . . . . ?
C2 C3 C4 C5 100.10(18) . . . . ?

_refine_diff_density_max         0.275
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.048



####################################################################### 
# 
# 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_r376
_database_code_depnum_ccdc_archive 'CCDC 2359945'
loop_
_audit_author_name
_audit_author_address
'Ya-Li Hu'
;Kunming Institute of Botany, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-06-02 deposited with the CCDC.	2025-02-04 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C32 H48 O5'
_chemical_formula_sum            'C32 H48 O5'
_chemical_formula_iupac          ?
_chemical_formula_weight         512.70
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.7032(3)
_cell_length_b                   9.5139(2)
_cell_length_c                   14.2431(4)
_cell_angle_alpha                90
_cell_angle_beta                 109.5020(10)
_cell_angle_gamma                90
_cell_volume                     1494.89(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9891
_cell_measurement_theta_min      3.2917
_cell_measurement_theta_max      72.2690
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.330
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560

_exptl_absorpt_coefficient_mu    0.592
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.83

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            26678
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         72.33
_diffrn_reflns_theta_full        72.33
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;
;

_reflns_number_total             5859
_reflns_number_gt                5817
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_gt          0.0784
_refine_ls_wR_factor_ref         0.0785
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_number_reflns         5859
_refine_ls_number_parameters     345
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0410P)²+0.2557P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.185
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2659 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(4)

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.62681(10) 0.49621(12) 0.22188(8) 0.0158(2) Uani d . . . 1 . .
O O2 0.25459(11) 0.40247(13) -0.01419(9) 0.0227(3) Uani d . . . 1 . .
O O3 0.28957(12) 0.73594(13) 0.22186(10) 0.0265(3) Uani d . . . 1 . .
O O4 0.54481(12) 0.73186(13) 0.40511(9) 0.0227(3) Uani d . . . 1 . .
O O5 0.64831(11) 0.65821(13) 0.06343(10) 0.0234(3) Uani d . . . 1 . .
H H48 0.687485 0.729592 0.057313 0.035 Uiso calc U . R 1 . .
C C1 0.8800(2) 0.3490(3) 0.41856(18) 0.0384(5) Uani d . . . 1 . .
H H14 0.865054 0.269911 0.37192 0.058 Uiso calc U . R 1 . .
H H13 0.965411 0.37668 0.43813 0.058 Uiso calc U . R 1 . .
H H1 0.82865 0.428573 0.386378 0.058 Uiso calc U . R 1 . .
C C2 0.85064(17) 0.30580(19) 0.50938(14) 0.0262(4) Uani d . . . 1 . .
C C3 0.75451(17) 0.3532(2) 0.52990(13) 0.0254(4) Uani d . . . 1 . .
H H18 0.744496 0.320132 0.58962 0.03 Uiso calc U . R 1 . .
C C4 0.66028(16) 0.4537(2) 0.46796(13) 0.0232(4) Uani d . . . 1 . .
H H12 0.696151 0.51473 0.428838 0.028 Uiso calc U . R 1 . .
H H11 0.631453 0.514342 0.511941 0.028 Uiso calc U . R 1 . .
C C5 0.55344(16) 0.37115(18) 0.39739(12) 0.0189(3) Uani d . . . 1 . .
H H9 0.533803 0.294844 0.436754 0.023 Uiso calc U . R 1 . .
H H10 0.582453 0.325653 0.347022 0.023 Uiso calc U . R 1 . .
C C6 0.43360(15) 0.44705(17) 0.34072(11) 0.0169(3) Uani d . . . 1 . .
C C7 0.45305(14) 0.56914(17) 0.26899(11) 0.0159(3) Uani d . . . 1 . .
C C8 0.50597(14) 0.50811(16) 0.19525(11) 0.0149(3) Uani d . . . 1 . .
C C9 0.65588(15) 0.43671(17) 0.13619(11) 0.0164(3) Uani d . . . 1 . .
H H47 0.704691 0.348977 0.157719 0.02 Uiso calc U . R 1 . .
C C10 0.73018(15) 0.54440(18) 0.10195(12) 0.0179(3) Uani d . . . 1 . .
C C11 0.83972(16) 0.5938(2) 0.18832(13) 0.0232(4) Uani d . . . 1 . .
H H6 0.882191 0.667654 0.165101 0.035 Uiso calc U . R 1 . .
H H7 0.89474 0.514402 0.21383 0.035 Uiso calc U . R 1 . .
H H2 0.812646 0.630939 0.241531 0.035 Uiso calc U . R 1 . .
C C12 0.77119(17) 0.4806(2) 0.02009(13) 0.0260(4) Uani d . . . 1 . .
H H3 0.700124 0.449464 -0.035073 0.039 Uiso calc U . R 1 . .
H H4 0.824211 0.399993 0.046876 0.039 Uiso calc U . R 1 . .
H H5 0.815552 0.551343 -0.004068 0.039 Uiso calc U . R 1 . .
C C13 0.53224(14) 0.39927(18) 0.05776(12) 0.0177(3) Uani d . . . 1 . .
H H46 0.52222 0.444818 -0.006997 0.021 Uiso calc U . R 1 . .
H H8 0.522743 0.296357 0.047985 0.021 Uiso calc U . R 1 . .
C C14 0.44405(15) 0.45733(17) 0.10421(11) 0.0161(3) Uani d . . . 1 . .
C C15 0.9366(2) 0.2011(2) 0.57519(18) 0.0409(5) Uani d . . . 1 . .
H H15 0.90781 0.174014 0.629802 0.061 Uiso calc U . R 1 . .
H H17 1.017401 0.243238 0.60258 0.061 Uiso calc U . R 1 . .
H H16 0.940808 0.117624 0.536129 0.061 Uiso calc U . R 1 . .
C C16 0.37586(16) 0.50851(19) 0.41450(12) 0.0209(3) Uani d . . . 1 . .
H H20 0.366566 0.433944 0.458872 0.031 Uiso calc U . R 1 . .
H H21 0.296154 0.547917 0.377474 0.031 Uiso calc U . R 1 . .
H H19 0.428162 0.582728 0.454055 0.031 Uiso calc U . R 1 . .
C C17 0.34646(15) 0.33389(18) 0.27229(12) 0.0193(3) Uani d . . . 1 . .
H H27 0.390889 0.290224 0.230677 0.023 Uiso calc U . R 1 . .
C C18 0.22906(16) 0.39617(19) 0.20051(13) 0.0213(3) Uani d . . . 1 . .
H H26 0.179684 0.432039 0.239832 0.026 Uiso calc U . R 1 . .
H H22 0.182419 0.320034 0.157065 0.026 Uiso calc U . R 1 . .
C C19 0.24749(15) 0.51693(18) 0.13367(12) 0.0178(3) Uani d . . . 1 . .
C C20 0.31406(15) 0.45515(17) 0.06629(11) 0.0165(3) Uani d . . . 1 . .
C C21 0.32581(15) 0.62258(18) 0.20711(12) 0.0180(3) Uani d . . . 1 . .
C C22 0.12556(16) 0.5803(2) 0.07194(13) 0.0239(4) Uani d . . . 1 . .
H H24 0.085677 0.619725 0.116559 0.036 Uiso calc U . R 1 . .
H H25 0.074127 0.506938 0.030514 0.036 Uiso calc U . R 1 . .
H H23 0.138663 0.654862 0.029165 0.036 Uiso calc U . R 1 . .
C C23 0.31333(18) 0.2139(2) 0.33177(13) 0.0276(4) Uani d . . . 1 . .
H H29 0.388885 0.171391 0.377018 0.033 Uiso calc U . R 1 . .
H H28 0.268298 0.253755 0.37331 0.033 Uiso calc U . R 1 . .
C C24 0.23766(17) 0.10081(18) 0.26609(13) 0.0227(4) Uani d . . . 1 . .
H H30 0.274728 0.049489 0.226768 0.027 Uiso calc U . R 1 . .
C C25 0.12468(17) 0.0647(2) 0.25693(14) 0.0248(4) Uani d . . . 1 . .
C C26 0.0511(2) 0.1338(3) 0.3125(2) 0.0451(6) Uani d . . . 1 . .
H H32 0.099536 0.207207 0.356077 0.068 Uiso calc U . R 1 . .
H H31 0.027322 0.063407 0.352692 0.068 Uiso calc U . R 1 . .
H H33 -0.021744 0.175871 0.264822 0.068 Uiso calc U . R 1 . .
C C27 0.06081(17) -0.0551(2) 0.19188(15) 0.0293(4) Uani d . . . 1 . .
H H35 0.110692 -0.089852 0.153578 0.044 Uiso calc U . R 1 . .
H H34 -0.017402 -0.022604 0.146068 0.044 Uiso calc U . R 1 . .
H H36 0.047448 -0.131044 0.233533 0.044 Uiso calc U . R 1 . .
C C28 0.52325(15) 0.70518(17) 0.31830(12) 0.0172(3) Uani d . . . 1 . .
C C29 0.55436(17) 0.80646(18) 0.24821(12) 0.0212(4) Uani d . . . 1 . .
H H45 0.47941 0.828725 0.192436 0.025 Uiso calc U . R 1 . .
H H44 0.610872 0.759357 0.21983 0.025 Uiso calc U . R 1 . .
C C30 0.61190(17) 0.94376(18) 0.29723(13) 0.0223(4) Uani d . . . 1 . .
H H40 0.564205 0.97931 0.338932 0.027 Uiso calc U . R 1 . .
C C31 0.6059(2) 1.0542(2) 0.21735(15) 0.0317(4) Uani d . . . 1 . .
H H39 0.64184 1.142326 0.249496 0.047 Uiso calc U . R 1 . .
H H38 0.521077 1.070505 0.176695 0.047 Uiso calc U . R 1 . .
H H37 0.650853 1.020515 0.174798 0.047 Uiso calc U . R 1 . .
C C32 0.7421(2) 0.9223(3) 0.36448(17) 0.0394(5) Uani d . . . 1 . .
H H43 0.79194 0.895284 0.324109 0.059 Uiso calc U . R 1 . .
H H42 0.745177 0.84792 0.412827 0.059 Uiso calc U . R 1 . .
H H41 0.773335 1.01001 0.399901 0.059 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 . 1.3411(19) ?
O1 C9 . 1.4843(18) ?
O2 C20 . 1.232(2) ?
O3 C21 . 1.203(2) ?
O4 C28 . 1.204(2) ?
O5 C10 . 1.429(2) ?
O5 H48 . 0.84 ?
C1 C2 . 1.502(3) ?
C1 H14 . 0.98 ?
C1 H13 . 0.98 ?
C1 H1 . 0.98 ?
C2 C3 . 1.332(3) ?
C2 C15 . 1.501(3) ?
C3 C4 . 1.503(3) ?
C3 H18 . 0.95 ?
C4 C5 . 1.533(2) ?
C4 H12 . 0.99 ?
C4 H11 . 0.99 ?
C5 C6 . 1.544(2) ?
C5 H9 . 0.99 ?
C5 H10 . 0.99 ?
C6 C16 . 1.542(2) ?
C6 C17 . 1.577(2) ?
C6 C7 . 1.612(2) ?
C7 C8 . 1.503(2) ?
C7 C21 . 1.542(2) ?
C7 C28 . 1.568(2) ?
C8 C14 . 1.346(2) ?
C9 C10 . 1.525(2) ?
C9 C13 . 1.546(2) ?
C9 H47 . 1.0 ?
C10 C11 . 1.524(2) ?
C10 C12 . 1.527(2) ?
C11 H6 . 0.98 ?
C11 H7 . 0.98 ?
C11 H2 . 0.98 ?
C12 H3 . 0.98 ?
C12 H4 . 0.98 ?
C12 H5 . 0.98 ?
C13 C14 . 1.505(2) ?
C13 H46 . 0.99 ?
C13 H8 . 0.99 ?
C14 C20 . 1.435(2) ?
C15 H15 . 0.98 ?
C15 H17 . 0.98 ?
C15 H16 . 0.98 ?
C16 H20 . 0.98 ?
C16 H21 . 0.98 ?
C16 H19 . 0.98 ?
C17 C18 . 1.532(2) ?
C17 C23 . 1.546(2) ?
C17 H27 . 1.0 ?
C18 C19 . 1.552(2) ?
C18 H26 . 0.99 ?
C18 H22 . 0.99 ?
C19 C21 . 1.518(2) ?
C19 C22 . 1.528(2) ?
C19 C20 . 1.540(2) ?
C22 H24 . 0.98 ?
C22 H25 . 0.98 ?
C22 H23 . 0.98 ?
C23 C24 . 1.504(2) ?
C23 H29 . 0.99 ?
C23 H28 . 0.99 ?
C24 C25 . 1.330(3) ?
C24 H30 . 0.95 ?
C25 C27 . 1.501(3) ?
C25 C26 . 1.502(3) ?
C26 H32 . 0.98 ?
C26 H31 . 0.98 ?
C26 H33 . 0.98 ?
C27 H35 . 0.98 ?
C27 H34 . 0.98 ?
C27 H36 . 0.98 ?
C28 C29 . 1.517(2) ?
C29 C30 . 1.528(2) ?
C29 H45 . 0.99 ?
C29 H44 . 0.99 ?
C30 C32 . 1.519(3) ?
C30 C31 . 1.533(2) ?
C30 H40 . 1.0 ?
C31 H39 . 0.98 ?
C31 H38 . 0.98 ?
C31 H37 . 0.98 ?
C32 H43 . 0.98 ?
C32 H42 . 0.98 ?
C32 H41 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 O1 C9 . . 108.01(11) ?
C10 O5 H48 . . 109.5 ?
C2 C1 H14 . . 109.5 ?
C2 C1 H13 . . 109.5 ?
H14 C1 H13 . . 109.5 ?
C2 C1 H1 . . 109.5 ?
H14 C1 H1 . . 109.5 ?
H13 C1 H1 . . 109.5 ?
C3 C2 C15 . . 121.78(19) ?
C3 C2 C1 . . 123.31(18) ?
C15 C2 C1 . . 114.89(18) ?
C2 C3 C4 . . 126.47(17) ?
C2 C3 H18 . . 116.8 ?
C4 C3 H18 . . 116.8 ?
C3 C4 C5 . . 109.68(15) ?
C3 C4 H12 . . 109.7 ?
C5 C4 H12 . . 109.7 ?
C3 C4 H11 . . 109.7 ?
C5 C4 H11 . . 109.7 ?
H12 C4 H11 . . 108.2 ?
C4 C5 C6 . . 120.18(14) ?
C4 C5 H9 . . 107.3 ?
C6 C5 H9 . . 107.3 ?
C4 C5 H10 . . 107.3 ?
C6 C5 H10 . . 107.3 ?
H9 C5 H10 . . 106.9 ?
C16 C6 C5 . . 110.44(13) ?
C16 C6 C17 . . 109.88(13) ?
C5 C6 C17 . . 106.92(13) ?
C16 C6 C7 . . 110.21(13) ?
C5 C6 C7 . . 111.87(13) ?
C17 C6 C7 . . 107.42(12) ?
C8 C7 C21 . . 105.83(12) ?
C8 C7 C28 . . 110.82(13) ?
C21 C7 C28 . . 104.21(13) ?
C8 C7 C6 . . 110.05(13) ?
C21 C7 C6 . . 106.62(12) ?
C28 C7 C6 . . 118.33(12) ?
O1 C8 C14 . . 114.83(14) ?
O1 C8 C7 . . 118.47(13) ?
C14 C8 C7 . . 126.65(14) ?
O1 C9 C10 . . 108.56(12) ?
O1 C9 C13 . . 105.42(12) ?
C10 C9 C13 . . 114.82(13) ?
O1 C9 H47 . . 109.3 ?
C10 C9 H47 . . 109.3 ?
C13 C9 H47 . . 109.3 ?
O5 C10 C11 . . 110.61(14) ?
O5 C10 C9 . . 104.54(13) ?
C11 C10 C9 . . 111.38(13) ?
O5 C10 C12 . . 110.46(13) ?
C11 C10 C12 . . 110.16(14) ?
C9 C10 C12 . . 109.57(14) ?
C10 C11 H6 . . 109.5 ?
C10 C11 H7 . . 109.5 ?
H6 C11 H7 . . 109.5 ?
C10 C11 H2 . . 109.5 ?
H6 C11 H2 . . 109.5 ?
H7 C11 H2 . . 109.5 ?
C10 C12 H3 . . 109.5 ?
C10 C12 H4 . . 109.5 ?
H3 C12 H4 . . 109.5 ?
C10 C12 H5 . . 109.5 ?
H3 C12 H5 . . 109.5 ?
H4 C12 H5 . . 109.5 ?
C14 C13 C9 . . 102.22(12) ?
C14 C13 H46 . . 111.3 ?
C9 C13 H46 . . 111.3 ?
C14 C13 H8 . . 111.3 ?
C9 C13 H8 . . 111.3 ?
H46 C13 H8 . . 109.2 ?
C8 C14 C20 . . 122.01(15) ?
C8 C14 C13 . . 109.12(14) ?
C20 C14 C13 . . 128.76(14) ?
C2 C15 H15 . . 109.5 ?
C2 C15 H17 . . 109.5 ?
H15 C15 H17 . . 109.5 ?
C2 C15 H16 . . 109.5 ?
H15 C15 H16 . . 109.5 ?
H17 C15 H16 . . 109.5 ?
C6 C16 H20 . . 109.5 ?
C6 C16 H21 . . 109.5 ?
H20 C16 H21 . . 109.5 ?
C6 C16 H19 . . 109.5 ?
H20 C16 H19 . . 109.5 ?
H21 C16 H19 . . 109.5 ?
C18 C17 C23 . . 108.56(14) ?
C18 C17 C6 . . 113.54(14) ?
C23 C17 C6 . . 113.23(13) ?
C18 C17 H27 . . 107.0 ?
C23 C17 H27 . . 107.0 ?
C6 C17 H27 . . 107.0 ?
C17 C18 C19 . . 114.73(13) ?
C17 C18 H26 . . 108.6 ?
C19 C18 H26 . . 108.6 ?
C17 C18 H22 . . 108.6 ?
C19 C18 H22 . . 108.6 ?
H26 C18 H22 . . 107.6 ?
C21 C19 C22 . . 111.61(14) ?
C21 C19 C20 . . 111.55(13) ?
C22 C19 C20 . . 111.19(13) ?
C21 C19 C18 . . 104.06(13) ?
C22 C19 C18 . . 110.52(14) ?
C20 C19 C18 . . 107.60(13) ?
O2 C20 C14 . . 123.72(15) ?
O2 C20 C19 . . 119.27(15) ?
C14 C20 C19 . . 116.95(13) ?
O3 C21 C19 . . 123.16(15) ?
O3 C21 C7 . . 121.71(15) ?
C19 C21 C7 . . 114.92(14) ?
C19 C22 H24 . . 109.5 ?
C19 C22 H25 . . 109.5 ?
H24 C22 H25 . . 109.5 ?
C19 C22 H23 . . 109.5 ?
H24 C22 H23 . . 109.5 ?
H25 C22 H23 . . 109.5 ?
C24 C23 C17 . . 112.99(14) ?
C24 C23 H29 . . 109.0 ?
C17 C23 H29 . . 109.0 ?
C24 C23 H28 . . 109.0 ?
C17 C23 H28 . . 109.0 ?
H29 C23 H28 . . 107.8 ?
C25 C24 C23 . . 127.26(17) ?
C25 C24 H30 . . 116.4 ?
C23 C24 H30 . . 116.4 ?
C24 C25 C27 . . 122.04(17) ?
C24 C25 C26 . . 124.18(18) ?
C27 C25 C26 . . 113.73(18) ?
C25 C26 H32 . . 109.5 ?
C25 C26 H31 . . 109.5 ?
H32 C26 H31 . . 109.5 ?
C25 C26 H33 . . 109.5 ?
H32 C26 H33 . . 109.5 ?
H31 C26 H33 . . 109.5 ?
C25 C27 H35 . . 109.5 ?
C25 C27 H34 . . 109.5 ?
H35 C27 H34 . . 109.5 ?
C25 C27 H36 . . 109.5 ?
H35 C27 H36 . . 109.5 ?
H34 C27 H36 . . 109.5 ?
O4 C28 C29 . . 121.89(15) ?
O4 C28 C7 . . 122.21(14) ?
C29 C28 C7 . . 115.76(13) ?
C28 C29 C30 . . 114.11(14) ?
C28 C29 H45 . . 108.7 ?
C30 C29 H45 . . 108.7 ?
C28 C29 H44 . . 108.7 ?
C30 C29 H44 . . 108.7 ?
H45 C29 H44 . . 107.6 ?
C32 C30 C29 . . 111.71(17) ?
C32 C30 C31 . . 110.35(17) ?
C29 C30 C31 . . 110.06(14) ?
C32 C30 H40 . . 108.2 ?
C29 C30 H40 . . 108.2 ?
C31 C30 H40 . . 108.2 ?
C30 C31 H39 . . 109.5 ?
C30 C31 H38 . . 109.5 ?
H39 C31 H38 . . 109.5 ?
C30 C31 H37 . . 109.5 ?
H39 C31 H37 . . 109.5 ?
H38 C31 H37 . . 109.5 ?
C30 C32 H43 . . 109.5 ?
C30 C32 H42 . . 109.5 ?
H43 C32 H42 . . 109.5 ?
C30 C32 H41 . . 109.5 ?
H43 C32 H41 . . 109.5 ?
H42 C32 H41 . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C15 C2 C3 C4 . . . . -177.74(18) ?
C1 C2 C3 C4 . . . . 0.6(3) ?
C2 C3 C4 C5 . . . . 93.5(2) ?
C3 C4 C5 C6 . . . . 167.76(14) ?
C4 C5 C6 C16 . . . . -62.86(19) ?
C4 C5 C6 C17 . . . . 177.62(14) ?
C4 C5 C6 C7 . . . . 60.29(19) ?
C16 C6 C7 C8 . . . . -178.36(13) ?
C5 C6 C7 C8 . . . . 58.36(17) ?
C17 C6 C7 C8 . . . . -58.67(16) ?
C16 C6 C7 C21 . . . . -64.03(16) ?
C5 C6 C7 C21 . . . . 172.69(13) ?
C17 C6 C7 C21 . . . . 55.66(16) ?
C16 C6 C7 C28 . . . . 52.84(18) ?
C5 C6 C7 C28 . . . . -70.44(17) ?
C17 C6 C7 C28 . . . . 172.53(13) ?
C9 O1 C8 C14 . . . . 3.83(18) ?
C9 O1 C8 C7 . . . . -178.74(13) ?
C21 C7 C8 O1 . . . . 158.28(13) ?
C28 C7 C8 O1 . . . . 45.90(18) ?
C6 C7 C8 O1 . . . . -86.88(17) ?
C21 C7 C8 C14 . . . . -24.6(2) ?
C28 C7 C8 C14 . . . . -137.01(16) ?
C6 C7 C8 C14 . . . . 90.20(19) ?
C8 O1 C9 C10 . . . . 117.36(13) ?
C8 O1 C9 C13 . . . . -6.14(16) ?
O1 C9 C10 O5 . . . . -66.79(15) ?
C13 C9 C10 O5 . . . . 50.87(17) ?
O1 C9 C10 C11 . . . . 52.68(17) ?
C13 C9 C10 C11 . . . . 170.35(14) ?
O1 C9 C10 C12 . . . . 174.82(13) ?
C13 C9 C10 C12 . . . . -67.52(18) ?
O1 C9 C13 C14 . . . . 5.98(15) ?
C10 C9 C13 C14 . . . . -113.45(15) ?
O1 C8 C14 C20 . . . . 176.71(14) ?
C7 C8 C14 C20 . . . . -0.5(3) ?
O1 C8 C14 C13 . . . . 0.33(19) ?
C7 C8 C14 C13 . . . . -176.85(15) ?
C9 C13 C14 C8 . . . . -4.06(17) ?
C9 C13 C14 C20 . . . . 179.87(16) ?
C16 C6 C17 C18 . . . . 67.70(17) ?
C5 C6 C17 C18 . . . . -172.42(13) ?
C7 C6 C17 C18 . . . . -52.20(17) ?
C16 C6 C17 C23 . . . . -56.68(19) ?
C5 C6 C17 C23 . . . . 63.20(18) ?
C7 C6 C17 C23 . . . . -176.58(14) ?
C23 C17 C18 C19 . . . . -178.92(14) ?
C6 C17 C18 C19 . . . . 54.20(18) ?
C17 C18 C19 C21 . . . . -54.94(18) ?
C17 C18 C19 C22 . . . . -174.88(14) ?
C17 C18 C19 C20 . . . . 63.53(18) ?
C8 C14 C20 O2 . . . . -175.80(16) ?
C13 C14 C20 O2 . . . . -0.2(3) ?
C8 C14 C20 C19 . . . . 1.4(2) ?
C13 C14 C20 C19 . . . . 176.97(15) ?
C21 C19 C20 O2 . . . . -158.48(15) ?
C22 C19 C20 O2 . . . . -33.2(2) ?
C18 C19 C20 O2 . . . . 87.98(17) ?
C21 C19 C20 C14 . . . . 24.23(19) ?
C22 C19 C20 C14 . . . . 149.53(15) ?
C18 C19 C20 C14 . . . . -89.31(17) ?
C22 C19 C21 O3 . . . . 8.0(2) ?
C20 C19 C21 O3 . . . . 133.02(17) ?
C18 C19 C21 O3 . . . . -111.25(18) ?
C22 C19 C21 C7 . . . . -177.23(13) ?
C20 C19 C21 C7 . . . . -52.16(18) ?
C18 C19 C21 C7 . . . . 63.57(17) ?
C8 C7 C21 O3 . . . . -134.81(16) ?
C28 C7 C21 O3 . . . . -17.9(2) ?
C6 C7 C21 O3 . . . . 108.03(17) ?
C8 C7 C21 C19 . . . . 50.29(17) ?
C28 C7 C21 C19 . . . . 167.22(12) ?
C6 C7 C21 C19 . . . . -66.87(16) ?
C18 C17 C23 C24 . . . . 57.2(2) ?
C6 C17 C23 C24 . . . . -175.80(15) ?
C17 C23 C24 C25 . . . . -116.2(2) ?
C23 C24 C25 C27 . . . . -177.15(17) ?
C23 C24 C25 C26 . . . . 0.2(3) ?
C8 C7 C28 O4 . . . . -141.18(16) ?
C21 C7 C28 O4 . . . . 105.41(17) ?
C6 C7 C28 O4 . . . . -12.7(2) ?
C8 C7 C28 C29 . . . . 43.11(18) ?
C21 C7 C28 C29 . . . . -70.31(17) ?
C6 C7 C28 C29 . . . . 171.55(14) ?
O4 C28 C29 C30 . . . . -1.2(2) ?
C7 C28 C29 C30 . . . . 174.50(14) ?
C28 C29 C30 C32 . . . . 73.5(2) ?
C28 C29 C30 C31 . . . . -163.53(16) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O5 H48 O2 2_655 0.84 1.95 2.7777(17) 166.3 ?
C13 H8 O5 2_645 0.99 2.48 3.205(2) 130.1 ?
C29 H45 O3 . 0.99 2.55 3.069(2) 112.4 ?
C29 H44 O1 . 0.99 2.51 3.128(2) 120.3 ?
C29 H44 O5 . 0.99 2.59 3.472(2) 147.8 ?



