# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_cu_zyh_qcx714_0m
_database_code_depnum_ccdc_archive 'CCDC 1534836'
_audit_update_record             
;
2017-02-27 deposited with the CCDC.
2018-11-06 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         'C27 H38 O9'
_chemical_formula_sum            'C27 H38 O9'
_chemical_formula_weight         506.57

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                   11.4298(6)
_cell_length_b                   14.3863(8)
_cell_length_c                   15.3115(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2517.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9985
_cell_measurement_theta_min      3.87
_cell_measurement_theta_max      70.20

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   0.3712
_exptl_transmission_factor_max   0.7533
_exptl_crystal_size_max          1.800
_exptl_crystal_size_mid          1.500
_exptl_crystal_size_min          0.700
_exptl_absorpt_coefficient_mu    0.824
_shelx_estimated_absorpt_T_min   0.318
_shelx_estimated_absorpt_T_max   0.596
_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            14247
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.217
_diffrn_reflns_theta_max         70.255
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.958
_reflns_number_total             4526
_reflns_number_gt                4517
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.695
_reflns_Friedel_fraction_max     0.891
_reflns_Friedel_fraction_full    0.914

_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)+(0.0550P)²+0.8306P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0073(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1833 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4526
_refine_ls_number_parameters     338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1014
_refine_ls_wR_factor_gt          0.1013
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.113
_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
O1 O 0.35988(16) 0.07747(12) 0.64056(11) 0.0188(4) Uani 1 1 d . . . . .
O2 O 0.32689(14) 0.47723(11) 0.33066(10) 0.0130(3) Uani 1 1 d . . . . .
O3 O 0.35716(17) 0.65704(12) 0.33639(11) 0.0201(4) Uani 1 1 d . . . . .
O4 O 0.44269(16) 0.66676(12) 0.20453(11) 0.0177(4) Uani 1 1 d . . . . .
O5 O 0.36936(16) 0.27644(13) 0.09288(10) 0.0183(4) Uani 1 1 d . . . . .
O6 O 0.17745(16) 0.28215(13) 0.06527(11) 0.0197(4) Uani 1 1 d . . . . .
O7 O 0.17936(16) 0.02465(12) 0.32530(10) 0.0172(4) Uani 1 1 d . . . . .
O8 O 0.23477(16) 0.11662(12) 0.18389(10) 0.0165(4) Uani 1 1 d . . . . .
H13 H 0.196(3) 0.069(3) 0.193(2) 0.025 Uiso 1 1 d . U . . .
O9 O 0.32871(17) 0.50487(13) 0.10356(11) 0.0214(4) Uani 1 1 d . . . . .
C1 C 0.2942(2) 0.11306(17) 0.58768(14) 0.0133(5) Uani 1 1 d . . . . .
C2 C 0.2392(2) 0.20617(17) 0.60570(15) 0.0166(5) Uani 1 1 d . . . . .
H22 H 0.2834 0.2365 0.6535 0.020 Uiso 1 1 calc R U . . .
H21 H 0.1584 0.1958 0.6269 0.020 Uiso 1 1 calc R U . . .
C3 C 0.2344(2) 0.27301(16) 0.52803(14) 0.0131(5) Uani 1 1 d . . . . .
H23 H 0.3142 0.2967 0.5164 0.016 Uiso 1 1 calc R U . . .
H24 H 0.1846 0.3268 0.5438 0.016 Uiso 1 1 calc R U . . .
C4 C 0.18609(19) 0.22849(15) 0.44390(14) 0.0103(4) Uani 1 1 d . . . . .
C5 C 0.21494(18) 0.29415(15) 0.36563(14) 0.0100(4) Uani 1 1 d . . . . .
H8 H 0.3014 0.3044 0.3683 0.012 Uiso 1 1 calc R U . . .
C6 C 0.1601(2) 0.39063(16) 0.37580(15) 0.0132(5) Uani 1 1 d . . . . .
H7 H 0.0742 0.3849 0.3698 0.016 Uiso 1 1 calc R U . . .
H6 H 0.1766 0.4137 0.4354 0.016 Uiso 1 1 calc R U . . .
C7 C 0.2038(2) 0.46199(16) 0.31012(15) 0.0136(5) Uani 1 1 d . . . . .
C8 C 0.3847(2) 0.51594(17) 0.25741(15) 0.0137(5) Uani 1 1 d . . . . .
C9 C 0.39791(19) 0.62267(17) 0.26177(15) 0.0134(5) Uani 1 1 d . . . . .
C10 C 0.3633(2) 0.75691(18) 0.34594(16) 0.0208(5) Uani 1 1 d . . . . .
H1 H 0.4421 0.7783 0.3308 0.031 Uiso 1 1 calc R U . . .
H2 H 0.3457 0.7739 0.4065 0.031 Uiso 1 1 calc R U . . .
H38 H 0.3062 0.7862 0.3069 0.031 Uiso 1 1 calc R U . . .
C11 C 0.2055(2) 0.42937(16) 0.21364(15) 0.0135(5) Uani 1 1 d . . . . .
C12 C 0.2518(2) 0.32631(15) 0.20892(14) 0.0115(4) Uani 1 1 d . . . . .
H28 H 0.3350 0.3295 0.2291 0.014 Uiso 1 1 calc R U . . .
C13 C 0.2581(2) 0.29219(16) 0.11459(15) 0.0136(5) Uani 1 1 d . . . . .
C14 C 0.3880(3) 0.2443(2) 0.00433(17) 0.0261(6) Uani 1 1 d . . . . .
H4 H 0.3427 0.1874 -0.0056 0.039 Uiso 1 1 calc R U . . .
H3 H 0.4714 0.2313 -0.0045 0.039 Uiso 1 1 calc R U . . .
H5 H 0.3626 0.2924 -0.0369 0.039 Uiso 1 1 calc R U . . .
C15 C 0.19076(19) 0.25609(16) 0.27234(14) 0.0109(4) Uani 1 1 d . . . . .
C16 C 0.05374(19) 0.21245(17) 0.45508(15) 0.0134(5) Uani 1 1 d . . . . .
H9 H 0.0366 0.1987 0.5164 0.020 Uiso 1 1 calc R U . . .
H11 H 0.0292 0.1600 0.4186 0.020 Uiso 1 1 calc R U . . .
H10 H 0.0112 0.2685 0.4373 0.020 Uiso 1 1 calc R U . . .
C17 C 0.2587(2) 0.06312(16) 0.50349(14) 0.0129(5) Uani 1 1 d . . . . .
C18 C 0.2570(2) 0.13655(15) 0.42900(14) 0.0106(4) Uani 1 1 d . . . . .
H12 H 0.3402 0.1572 0.4233 0.013 Uiso 1 1 calc R U . . .
C19 C 0.22579(19) 0.09840(16) 0.33988(15) 0.0112(4) Uani 1 1 d . . . . .
C20 C 0.2571(2) 0.16185(16) 0.26402(14) 0.0121(5) Uani 1 1 d . . . . .
H14 H 0.3428 0.1751 0.2672 0.014 Uiso 1 1 calc R U . . .
C21 C 0.3500(2) -0.01204(17) 0.48240(15) 0.0176(5) Uani 1 1 d . . . . .
H16 H 0.4268 0.0170 0.4745 0.026 Uiso 1 1 calc R U . . .
H15 H 0.3276 -0.0444 0.4286 0.026 Uiso 1 1 calc R U . . .
H17 H 0.3538 -0.0567 0.5306 0.026 Uiso 1 1 calc R U . . .
C22 C 0.1404(2) 0.01490(17) 0.52284(15) 0.0161(5) Uani 1 1 d . . . . .
H18 H 0.1524 -0.0348 0.5657 0.024 Uiso 1 1 calc R U . . .
H19 H 0.1089 -0.0116 0.4688 0.024 Uiso 1 1 calc R U . . .
H20 H 0.0851 0.0606 0.5463 0.024 Uiso 1 1 calc R U . . .
C23 C 0.06091(19) 0.24036(17) 0.24980(15) 0.0146(5) Uani 1 1 d . . . . .
H25 H 0.0333 0.1835 0.2783 0.022 Uiso 1 1 calc R U . . .
H27 H 0.0522 0.2342 0.1864 0.022 Uiso 1 1 calc R U . . .
H26 H 0.0147 0.2934 0.2703 0.022 Uiso 1 1 calc R U . . .
C24 C 0.3080(2) 0.48726(16) 0.17894(15) 0.0140(5) Uani 1 1 d . . . . .
C25 C 0.0945(2) 0.45000(18) 0.16139(17) 0.0208(5) Uani 1 1 d . . . . .
H29 H 0.0824 0.5174 0.1584 0.031 Uiso 1 1 calc R U . . .
H30 H 0.0272 0.4209 0.1901 0.031 Uiso 1 1 calc R U . . .
H31 H 0.1027 0.4250 0.1022 0.031 Uiso 1 1 calc R U . . .
C26 C 0.1344(2) 0.55131(17) 0.32327(17) 0.0192(5) Uani 1 1 d . . . . .
H33 H 0.1487 0.5754 0.3822 0.029 Uiso 1 1 calc R U . . .
H32 H 0.0507 0.5384 0.3160 0.029 Uiso 1 1 calc R U . . .
H34 H 0.1591 0.5976 0.2800 0.029 Uiso 1 1 calc R U . . .
C27 C 0.5081(2) 0.47593(18) 0.24971(16) 0.0167(5) Uani 1 1 d . . . . .
H37 H 0.5580 0.5028 0.2953 0.025 Uiso 1 1 calc R U . . .
H36 H 0.5405 0.4911 0.1922 0.025 Uiso 1 1 calc R U . . .
H35 H 0.5052 0.4083 0.2567 0.025 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.217(3) . ?
O2 C8 1.416(3) . ?
O2 C7 1.459(3) . ?
O3 C9 1.329(3) . ?
O3 C10 1.446(3) . ?
O4 C9 1.197(3) . ?
O5 C13 1.334(3) . ?
O5 C14 1.448(3) . ?
O6 C13 1.200(3) . ?
O7 C19 1.207(3) . ?
O8 C20 1.412(3) . ?
O8 H13 0.83(4) . ?
O9 C24 1.205(3) . ?
C1 C2 1.505(3) . ?
C1 C17 1.530(3) . ?
C2 C3 1.530(3) . ?
C2 H22 0.9900 . ?
C2 H21 0.9900 . ?
C3 C4 1.541(3) . ?
C3 H23 0.9900 . ?
C3 H24 0.9900 . ?
C4 C16 1.540(3) . ?
C4 C5 1.561(3) . ?
C4 C18 1.568(3) . ?
C5 C6 1.531(3) . ?
C5 C15 1.555(3) . ?
C5 H8 1.0000 . ?
C6 C7 1.521(3) . ?
C6 H7 0.9900 . ?
C6 H6 0.9900 . ?
C7 C26 1.523(3) . ?
C7 C11 1.550(3) . ?
C8 C27 1.529(3) . ?
C8 C24 1.543(3) . ?
C8 C9 1.544(3) . ?
C10 H1 0.9800 . ?
C10 H2 0.9800 . ?
C10 H38 0.9800 . ?
C11 C25 1.529(3) . ?
C11 C24 1.533(3) . ?
C11 C12 1.576(3) . ?
C12 C13 1.527(3) . ?
C12 C15 1.566(3) . ?
C12 H28 1.0000 . ?
C14 H4 0.9800 . ?
C14 H3 0.9800 . ?
C14 H5 0.9800 . ?
C15 C23 1.540(3) . ?
C15 C20 1.558(3) . ?
C16 H9 0.9800 . ?
C16 H11 0.9800 . ?
C16 H10 0.9800 . ?
C17 C21 1.537(3) . ?
C17 C22 1.548(3) . ?
C17 C18 1.555(3) . ?
C18 C19 1.513(3) . ?
C18 H12 1.0000 . ?
C19 C20 1.520(3) . ?
C20 H14 1.0000 . ?
C21 H16 0.9800 . ?
C21 H15 0.9800 . ?
C21 H17 0.9800 . ?
C22 H18 0.9800 . ?
C22 H19 0.9800 . ?
C22 H20 0.9800 . ?
C23 H25 0.9800 . ?
C23 H27 0.9800 . ?
C23 H26 0.9800 . ?
C25 H29 0.9800 . ?
C25 H30 0.9800 . ?
C25 H31 0.9800 . ?
C26 H33 0.9800 . ?
C26 H32 0.9800 . ?
C26 H34 0.9800 . ?
C27 H37 0.9800 . ?
C27 H36 0.9800 . ?
C27 H35 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
C8 O2 C7 109.77(16) . . ?
C9 O3 C10 116.07(19) . . ?
C13 O5 C14 115.3(2) . . ?
C20 O8 H13 109(2) . . ?
O1 C1 C2 120.7(2) . . ?
O1 C1 C17 121.8(2) . . ?
C2 C1 C17 117.48(19) . . ?
C1 C2 C3 115.59(19) . . ?
C1 C2 H22 108.4 . . ?
C3 C2 H22 108.4 . . ?
C1 C2 H21 108.4 . . ?
C3 C2 H21 108.4 . . ?
H22 C2 H21 107.4 . . ?
C2 C3 C4 113.67(19) . . ?
C2 C3 H23 108.8 . . ?
C4 C3 H23 108.8 . . ?
C2 C3 H24 108.8 . . ?
C4 C3 H24 108.8 . . ?
H23 C3 H24 107.7 . . ?
C16 C4 C3 108.73(18) . . ?
C16 C4 C5 112.55(18) . . ?
C3 C4 C5 108.34(17) . . ?
C16 C4 C18 113.44(18) . . ?
C3 C4 C18 106.70(17) . . ?
C5 C4 C18 106.82(17) . . ?
C6 C5 C15 109.89(18) . . ?
C6 C5 C4 112.58(17) . . ?
C15 C5 C4 117.04(18) . . ?
C6 C5 H8 105.4 . . ?
C15 C5 H8 105.4 . . ?
C4 C5 H8 105.4 . . ?
C7 C6 C5 114.24(18) . . ?
C7 C6 H7 108.7 . . ?
C5 C6 H7 108.7 . . ?
C7 C6 H6 108.7 . . ?
C5 C6 H6 108.7 . . ?
H7 C6 H6 107.6 . . ?
O2 C7 C6 105.97(18) . . ?
O2 C7 C26 110.30(19) . . ?
C6 C7 C26 108.15(19) . . ?
O2 C7 C11 103.81(18) . . ?
C6 C7 C11 115.46(19) . . ?
C26 C7 C11 112.82(19) . . ?
O2 C8 C27 110.10(19) . . ?
O2 C8 C24 104.29(18) . . ?
C27 C8 C24 111.32(19) . . ?
O2 C8 C9 113.74(19) . . ?
C27 C8 C9 106.68(19) . . ?
C24 C8 C9 110.80(19) . . ?
O4 C9 O3 125.6(2) . . ?
O4 C9 C8 122.5(2) . . ?
O3 C9 C8 111.9(2) . . ?
O3 C10 H1 109.5 . . ?
O3 C10 H2 109.5 . . ?
H1 C10 H2 109.5 . . ?
O3 C10 H38 109.5 . . ?
H1 C10 H38 109.5 . . ?
H2 C10 H38 109.5 . . ?
C25 C11 C24 110.34(19) . . ?
C25 C11 C7 115.4(2) . . ?
C24 C11 C7 100.11(18) . . ?
C25 C11 C12 115.95(19) . . ?
C24 C11 C12 103.78(18) . . ?
C7 C11 C12 109.43(18) . . ?
C13 C12 C15 113.58(18) . . ?
C13 C12 C11 111.18(18) . . ?
C15 C12 C11 115.38(19) . . ?
C13 C12 H28 105.2 . . ?
C15 C12 H28 105.2 . . ?
C11 C12 H28 105.2 . . ?
O6 C13 O5 123.7(2) . . ?
O6 C13 C12 126.7(2) . . ?
O5 C13 C12 109.6(2) . . ?
O5 C14 H4 109.5 . . ?
O5 C14 H3 109.5 . . ?
H4 C14 H3 109.5 . . ?
O5 C14 H5 109.5 . . ?
H4 C14 H5 109.5 . . ?
H3 C14 H5 109.5 . . ?
C23 C15 C5 115.40(18) . . ?
C23 C15 C20 108.81(18) . . ?
C5 C15 C20 107.17(17) . . ?
C23 C15 C12 112.68(18) . . ?
C5 C15 C12 105.26(17) . . ?
C20 C15 C12 107.09(18) . . ?
C4 C16 H9 109.5 . . ?
C4 C16 H11 109.5 . . ?
H9 C16 H11 109.5 . . ?
C4 C16 H10 109.5 . . ?
H9 C16 H10 109.5 . . ?
H11 C16 H10 109.5 . . ?
C1 C17 C21 109.12(19) . . ?
C1 C17 C22 106.29(18) . . ?
C21 C17 C22 108.52(19) . . ?
C1 C17 C18 107.60(18) . . ?
C21 C17 C18 109.42(18) . . ?
C22 C17 C18 115.72(19) . . ?
C19 C18 C17 114.71(18) . . ?
C19 C18 C4 108.37(17) . . ?
C17 C18 C4 118.21(18) . . ?
C19 C18 H12 104.7 . . ?
C17 C18 H12 104.7 . . ?
C4 C18 H12 104.7 . . ?
O7 C19 C18 126.1(2) . . ?
O7 C19 C20 119.3(2) . . ?
C18 C19 C20 114.57(19) . . ?
O8 C20 C19 110.18(18) . . ?
O8 C20 C15 112.60(18) . . ?
C19 C20 C15 110.22(18) . . ?
O8 C20 H14 107.9 . . ?
C19 C20 H14 107.9 . . ?
C15 C20 H14 107.9 . . ?
C17 C21 H16 109.5 . . ?
C17 C21 H15 109.5 . . ?
H16 C21 H15 109.5 . . ?
C17 C21 H17 109.5 . . ?
H16 C21 H17 109.5 . . ?
H15 C21 H17 109.5 . . ?
C17 C22 H18 109.5 . . ?
C17 C22 H19 109.5 . . ?
H18 C22 H19 109.5 . . ?
C17 C22 H20 109.5 . . ?
H18 C22 H20 109.5 . . ?
H19 C22 H20 109.5 . . ?
C15 C23 H25 109.5 . . ?
C15 C23 H27 109.5 . . ?
H25 C23 H27 109.5 . . ?
C15 C23 H26 109.5 . . ?
H25 C23 H26 109.5 . . ?
H27 C23 H26 109.5 . . ?
O9 C24 C11 126.6(2) . . ?
O9 C24 C8 125.3(2) . . ?
C11 C24 C8 108.03(18) . . ?
C11 C25 H29 109.5 . . ?
C11 C25 H30 109.5 . . ?
H29 C25 H30 109.5 . . ?
C11 C25 H31 109.5 . . ?
H29 C25 H31 109.5 . . ?
H30 C25 H31 109.5 . . ?
C7 C26 H33 109.5 . . ?
C7 C26 H32 109.5 . . ?
H33 C26 H32 109.5 . . ?
C7 C26 H34 109.5 . . ?
H33 C26 H34 109.5 . . ?
H32 C26 H34 109.5 . . ?
C8 C27 H37 109.5 . . ?
C8 C27 H36 109.5 . . ?
H37 C27 H36 109.5 . . ?
C8 C27 H35 109.5 . . ?
H37 C27 H35 109.5 . . ?
H36 C27 H35 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 138.8(2) . . . . ?
C17 C1 C2 C3 -44.7(3) . . . . ?
C1 C2 C3 C4 48.5(3) . . . . ?
C2 C3 C4 C16 71.6(2) . . . . ?
C2 C3 C4 C5 -165.78(19) . . . . ?
C2 C3 C4 C18 -51.1(2) . . . . ?
C16 C4 C5 C6 60.1(2) . . . . ?
C3 C4 C5 C6 -60.1(2) . . . . ?
C18 C4 C5 C6 -174.75(17) . . . . ?
C16 C4 C5 C15 -68.6(2) . . . . ?
C3 C4 C5 C15 171.11(18) . . . . ?
C18 C4 C5 C15 56.5(2) . . . . ?
C15 C5 C6 C7 -58.3(2) . . . . ?
C4 C5 C6 C7 169.35(19) . . . . ?
C8 O2 C7 C6 159.79(18) . . . . ?
C8 O2 C7 C26 -83.4(2) . . . . ?
C8 O2 C7 C11 37.7(2) . . . . ?
C5 C6 C7 O2 -66.5(2) . . . . ?
C5 C6 C7 C26 175.24(19) . . . . ?
C5 C6 C7 C11 47.8(3) . . . . ?
C7 O2 C8 C27 -142.52(19) . . . . ?
C7 O2 C8 C24 -23.0(2) . . . . ?
C7 O2 C8 C9 97.8(2) . . . . ?
C10 O3 C9 O4 3.2(4) . . . . ?
C10 O3 C9 C8 -178.7(2) . . . . ?
O2 C8 C9 O4 -178.6(2) . . . . ?
C27 C8 C9 O4 59.8(3) . . . . ?
C24 C8 C9 O4 -61.5(3) . . . . ?
O2 C8 C9 O3 3.2(3) . . . . ?
C27 C8 C9 O3 -118.4(2) . . . . ?
C24 C8 C9 O3 120.3(2) . . . . ?
O2 C7 C11 C25 -153.05(19) . . . . ?
C6 C7 C11 C25 91.4(2) . . . . ?
C26 C7 C11 C25 -33.6(3) . . . . ?
O2 C7 C11 C24 -34.6(2) . . . . ?
C6 C7 C11 C24 -150.17(19) . . . . ?
C26 C7 C11 C24 84.8(2) . . . . ?
O2 C7 C11 C12 74.0(2) . . . . ?
C6 C7 C11 C12 -41.5(3) . . . . ?
C26 C7 C11 C12 -166.60(18) . . . . ?
C25 C11 C12 C13 48.8(3) . . . . ?
C24 C11 C12 C13 -72.3(2) . . . . ?
C7 C11 C12 C13 -178.47(19) . . . . ?
C25 C11 C12 C15 -82.4(3) . . . . ?
C24 C11 C12 C15 156.48(18) . . . . ?
C7 C11 C12 C15 50.3(3) . . . . ?
C14 O5 C13 O6 -0.9(3) . . . . ?
C14 O5 C13 C12 -179.5(2) . . . . ?
C15 C12 C13 O6 68.5(3) . . . . ?
C11 C12 C13 O6 -63.6(3) . . . . ?
C15 C12 C13 O5 -112.9(2) . . . . ?
C11 C12 C13 O5 115.0(2) . . . . ?
C6 C5 C15 C23 -63.1(2) . . . . ?
C4 C5 C15 C23 66.9(3) . . . . ?
C6 C5 C15 C20 175.55(17) . . . . ?
C4 C5 C15 C20 -54.4(2) . . . . ?
C6 C5 C15 C12 61.8(2) . . . . ?
C4 C5 C15 C12 -168.19(18) . . . . ?
C13 C12 C15 C23 -64.2(3) . . . . ?
C11 C12 C15 C23 65.9(2) . . . . ?
C13 C12 C15 C5 169.24(19) . . . . ?
C11 C12 C15 C5 -60.7(2) . . . . ?
C13 C12 C15 C20 55.4(2) . . . . ?
C11 C12 C15 C20 -174.53(18) . . . . ?
O1 C1 C17 C21 -21.6(3) . . . . ?
C2 C1 C17 C21 162.0(2) . . . . ?
O1 C1 C17 C22 95.3(3) . . . . ?
C2 C1 C17 C22 -81.2(2) . . . . ?
O1 C1 C17 C18 -140.2(2) . . . . ?
C2 C1 C17 C18 43.4(3) . . . . ?
C1 C17 C18 C19 178.81(19) . . . . ?
C21 C17 C18 C19 60.4(2) . . . . ?
C22 C17 C18 C19 -62.5(3) . . . . ?
C1 C17 C18 C4 -51.4(2) . . . . ?
C21 C17 C18 C4 -169.79(19) . . . . ?
C22 C17 C18 C4 67.3(3) . . . . ?
C16 C4 C18 C19 69.1(2) . . . . ?
C3 C4 C18 C19 -171.25(18) . . . . ?
C5 C4 C18 C19 -55.5(2) . . . . ?
C16 C4 C18 C17 -63.6(2) . . . . ?
C3 C4 C18 C17 56.1(2) . . . . ?
C5 C4 C18 C17 171.78(18) . . . . ?
C17 C18 C19 O7 16.9(3) . . . . ?
C4 C18 C19 O7 -117.6(2) . . . . ?
C17 C18 C19 C20 -163.45(19) . . . . ?
C4 C18 C19 C20 62.0(2) . . . . ?
O7 C19 C20 O8 -5.9(3) . . . . ?
C18 C19 C20 O8 174.47(18) . . . . ?
O7 C19 C20 C15 119.0(2) . . . . ?
C18 C19 C20 C15 -60.7(2) . . . . ?
C23 C15 C20 O8 50.1(2) . . . . ?
C5 C15 C20 O8 175.56(17) . . . . ?
C12 C15 C20 O8 -71.9(2) . . . . ?
C23 C15 C20 C19 -73.3(2) . . . . ?
C5 C15 C20 C19 52.1(2) . . . . ?
C12 C15 C20 C19 164.62(18) . . . . ?
C25 C11 C24 O9 -38.8(3) . . . . ?
C7 C11 C24 O9 -160.9(2) . . . . ?
C12 C11 C24 O9 86.0(3) . . . . ?
C25 C11 C24 C8 143.8(2) . . . . ?
C7 C11 C24 C8 21.7(2) . . . . ?
C12 C11 C24 C8 -91.4(2) . . . . ?
O2 C8 C24 O9 -178.2(2) . . . . ?
C27 C8 C24 O9 -59.5(3) . . . . ?
C9 C8 C24 O9 59.1(3) . . . . ?
O2 C8 C24 C11 -0.7(2) . . . . ?
C27 C8 C24 C11 118.0(2) . . . . ?
C9 C8 C24 C11 -123.5(2) . . . . ?

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
C20 H14 O4 1.00 2.49 3.466(3) 164.6 3_645
C14 H3 O6 0.98 2.54 3.496(3) 165.1 2
C10 H2 O6 0.98 2.57 3.437(3) 146.8 4_565
C10 H1 O5 0.98 2.45 3.209(3) 133.8 3_655
C6 H7 O1 0.99 2.51 3.471(3) 162.7 2_456
C2 H21 O4 0.99 2.58 3.155(3) 116.9 4_565
O8 H13 O7 0.83(4) 2.13(3) 2.615(2) 117(3) .
O8 H13 O1 0.83(4) 2.34(4) 3.067(3) 146(3) 4_554
C20 H14 O4 1.00 2.49 3.466(3) 164.6 3_645
C14 H3 O6 0.98 2.54 3.496(3) 165.1 2
C10 H2 O6 0.98 2.57 3.437(3) 146.8 4_565
C10 H1 O5 0.98 2.45 3.209(3) 133.8 3_655
C6 H7 O1 0.99 2.51 3.471(3) 162.7 2_456
C2 H21 O4 0.99 2.58 3.155(3) 116.9 4_565
O8 H13 O7 0.83(4) 2.13(3) 2.615(2) 117(3) .
O8 H13 O1 0.83(4) 2.34(4) 3.067(3) 146(3) 4_554
C20 H14 O4 1.00 2.49 3.466(3) 164.6 3_645
C14 H3 O6 0.98 2.54 3.496(3) 165.1 2
C10 H2 O6 0.98 2.57 3.437(3) 146.8 4_565
C10 H1 O5 0.98 2.45 3.209(3) 133.8 3_655
C6 H7 O1 0.99 2.51 3.471(3) 162.7 2_456
C2 H21 O4 0.99 2.58 3.155(3) 116.9 4_565
O8 H13 O7 0.83(4) 2.13(3) 2.615(2) 117(3) .
O8 H13 O1 0.83(4) 2.34(4) 3.067(3) 146(3) 4_554
C20 H14 O4 1.00 2.49 3.466(3) 164.6 3_645
C14 H3 O6 0.98 2.54 3.496(3) 165.1 2
C10 H2 O6 0.98 2.57 3.437(3) 146.8 4_565
C10 H1 O5 0.98 2.45 3.209(3) 133.8 3_655
C6 H7 O1 0.99 2.51 3.471(3) 162.7 2_456
C2 H21 O4 0.99 2.58 3.155(3) 116.9 4_565
O8 H13 O7 0.83(4) 2.13(3) 2.615(2) 117(3) .
O8 H13 O1 0.83(4) 2.34(4) 3.067(3) 146(3) 4_554
O8 H13 O1 0.83(4) 2.34(4) 3.067(3) 146(3) 4_554
O8 H13 O7 0.83(4) 2.13(3) 2.615(2) 117(3) .
C2 H21 O4 0.99 2.58 3.155(3) 116.9 4_565
C6 H7 O1 0.99 2.51 3.471(3) 162.7 2_456
C10 H1 O5 0.98 2.45 3.209(3) 133.8 3_655
C10 H2 O6 0.98 2.57 3.437(3) 146.8 4_565
C14 H3 O6 0.98 2.54 3.496(3) 165.1 2
C20 H14 O4 1.00 2.49 3.466(3) 164.6 3_645
O8 H13 O1 0.83(4) 2.34(4) 3.067(3) 146(3) 4_554
O8 H13 O7 0.83(4) 2.13(3) 2.615(2) 117(3) .
C2 H21 O4 0.99 2.58 3.155(3) 116.9 4_565
C6 H7 O1 0.99 2.51 3.471(3) 162.7 2_456
C10 H1 O5 0.98 2.45 3.209(3) 133.8 3_655
C10 H2 O6 0.98 2.57 3.437(3) 146.8 4_565
C14 H3 O6 0.98 2.54 3.496(3) 165.1 2
C20 H14 O4 1.00 2.49 3.466(3) 164.6 3_645
O8 H13 O1 0.83(4) 2.34(4) 3.067(3) 146(3) 4_554
O8 H13 O7 0.83(4) 2.13(3) 2.615(2) 117(3) .
C2 H21 O4 0.99 2.58 3.155(3) 116.9 4_565
C6 H7 O1 0.99 2.51 3.471(3) 162.7 2_456
C10 H1 O5 0.98 2.45 3.209(3) 133.8 3_655
C10 H2 O6 0.98 2.57 3.437(3) 146.8 4_565
C14 H3 O6 0.98 2.54 3.496(3) 165.1 2
C20 H14 O4 1.00 2.49 3.466(3) 164.6 3_645

_refine_diff_density_max         0.284
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_zyh_qcx711_0m
_database_code_depnum_ccdc_archive 'CCDC 1563702'
_audit_update_record             
;
2017-07-21 deposited with the CCDC.
2018-11-06 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         'C26 H34 O9'
_chemical_formula_sum            'C26 H34 O9'
_chemical_formula_weight         490.53

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                   7.3751(3)
_cell_length_b                   15.7593(7)
_cell_length_c                   10.1577(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.4660(10)
_cell_angle_gamma                90
_cell_volume                     1180.55(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9916
_cell_measurement_theta_min      5.18
_cell_measurement_theta_max      70.30

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   0.6628
_exptl_transmission_factor_max   0.7534
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.863
_shelx_estimated_absorpt_T_min   0.782
_shelx_estimated_absorpt_T_max   0.846
_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            13065
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         5.180
_diffrn_reflns_theta_max         70.362
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_point_group_measured_fraction_full 0.960
_reflns_number_total             4201
_reflns_number_gt                4195
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.834
_reflns_Friedel_fraction_max     0.879
_reflns_Friedel_fraction_full    0.920

_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)] 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 1887 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4201
_refine_ls_number_parameters     325
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0825
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   3.155
_refine_ls_restrained_S_all      3.154
_refine_ls_shift/su_max          0.078
_refine_ls_shift/su_mean         0.002

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
O26 O 0.38930(19) 0.26679(11) 0.46617(16) 0.0195(3) Uani 1 1 d . . . . .
O18 O 0.5106(2) 0.33813(11) 0.63684(17) 0.0245(4) Uani 1 1 d . . . . .
O17 O 0.3606(2) 0.13558(11) 0.63271(18) 0.0233(4) Uani 1 1 d . . . . .
H17 H 0.3759 0.0908 0.5895 0.035 Uiso 1 1 calc R U . . .
O16 O 0.6080(2) 0.06822(12) 0.50024(17) 0.0223(4) Uani 1 1 d . . . . .
O3 O 0.5409(2) -0.18637(12) -0.04182(19) 0.0282(4) Uani 1 1 d . . . . .
O6 O 1.1760(2) -0.10417(12) 0.16433(17) 0.0221(4) Uani 1 1 d . . . . .
O7' O 0.9889(2) -0.04201(11) 0.43747(15) 0.0180(3) Uani 1 1 d . . . . .
O15 O 0.9165(2) 0.00790(11) 0.63657(17) 0.0239(4) Uani 1 1 d . . . . .
O7 O 1.26655(19) -0.00305(12) 0.35679(17) 0.0213(4) Uani 1 1 d . . . . .
H7 H 1.3137 -0.0509 0.3448 0.032 Uiso 1 1 calc R U . . .
C20 C 0.9484(3) -0.12649(16) -0.0818(2) 0.0199(5) Uani 1 1 d . . . . .
H20A H 1.0760 -0.1278 -0.0541 0.030 Uiso 1 1 calc R U . . .
H20B H 0.9233 -0.0732 -0.1282 0.030 Uiso 1 1 calc R U . . .
H20C H 0.9236 -0.1744 -0.1407 0.030 Uiso 1 1 calc R U . . .
C4 C 0.8257(3) -0.13292(14) 0.0408(2) 0.0161(5) Uani 1 1 d . . . . .
C5 C 0.8582(3) -0.06428(14) 0.1483(2) 0.0137(4) Uani 1 1 d . . . . .
H5 H 0.7783 -0.0813 0.2229 0.016 Uiso 1 1 calc R U . . .
C10 C 0.8021(3) 0.02928(14) 0.1156(2) 0.0141(4) Uani 1 1 d . . . . .
C9 C 0.8148(3) 0.07854(15) 0.2474(2) 0.0140(4) Uani 1 1 d . . . . .
H9 H 0.7406 0.0448 0.3105 0.017 Uiso 1 1 calc R U . . .
C11 C 0.7275(3) 0.16740(15) 0.2461(2) 0.0163(4) Uani 1 1 d . . . . .
H11A H 0.7596 0.1963 0.1629 0.020 Uiso 1 1 calc R U . . .
H11B H 0.5940 0.1610 0.2476 0.020 Uiso 1 1 calc R U . . .
C12 C 0.7860(3) 0.22277(14) 0.3609(2) 0.0146(4) Uani 1 1 d . . . . .
C13 C 0.8358(3) 0.17714(14) 0.4903(2) 0.0148(4) Uani 1 1 d . . . . .
C16 C 0.6572(3) 0.13713(15) 0.5382(2) 0.0148(4) Uani 1 1 d . . . . .
C17 C 0.5231(3) 0.18371(15) 0.6330(2) 0.0172(5) Uani 1 1 d . . . . .
C18 C 0.4757(3) 0.27268(15) 0.5809(2) 0.0158(4) Uani 1 1 d . . . . .
C26 C 0.3444(3) 0.34597(17) 0.4015(3) 0.0265(5) Uani 1 1 d . . . . .
H26A H 0.4292 0.3902 0.4304 0.040 Uiso 1 1 calc R U . . .
H26B H 0.2205 0.3626 0.4243 0.040 Uiso 1 1 calc R U . . .
H26C H 0.3530 0.3388 0.3059 0.040 Uiso 1 1 calc R U . . .
C3 C 0.6298(3) -0.12456(16) -0.0126(2) 0.0192(5) Uani 1 1 d . . . . .
C2 C 0.5601(3) -0.03605(16) -0.0381(2) 0.0214(5) Uani 1 1 d . . . . .
H2A H 0.4274 -0.0387 -0.0527 0.026 Uiso 1 1 calc R U . . .
H2B H 0.6156 -0.0143 -0.1198 0.026 Uiso 1 1 calc R U . . .
C1 C 0.5998(3) 0.02659(16) 0.0739(2) 0.0178(5) Uani 1 1 d . . . . .
H1A H 0.5261 0.0108 0.1511 0.021 Uiso 1 1 calc R U . . .
H1B H 0.5619 0.0841 0.0457 0.021 Uiso 1 1 calc R U . . .
C19 C 0.8516(3) -0.22106(14) 0.1013(2) 0.0195(5) Uani 1 1 d . . . . .
H19A H 0.7831 -0.2249 0.1833 0.029 Uiso 1 1 calc R U . . .
H19B H 0.9806 -0.2305 0.1199 0.029 Uiso 1 1 calc R U . . .
H19C H 0.8076 -0.2642 0.0393 0.029 Uiso 1 1 calc R U . . .
C6 C 1.0492(3) -0.06468(14) 0.2060(2) 0.0144(4) Uani 1 1 d . . . . .
C7 C 1.0836(3) -0.00671(15) 0.3259(2) 0.0160(4) Uani 1 1 d . . . . .
C15 C 0.9541(3) 0.02225(16) 0.5245(2) 0.0187(5) Uani 1 1 d . . . . .
C14 C 0.9794(3) 0.10697(15) 0.4575(2) 0.0153(4) Uani 1 1 d . . . . .
H14 H 1.0988 0.1293 0.4894 0.018 Uiso 1 1 calc R U . . .
C8 C 1.0063(3) 0.08352(14) 0.3116(2) 0.0144(4) Uani 1 1 d . . . . .
C21 C 1.1426(3) 0.14291(15) 0.2441(2) 0.0187(5) Uani 1 1 d . . . . .
H21A H 1.2427 0.1555 0.3050 0.028 Uiso 1 1 calc R U . . .
H21B H 1.0816 0.1958 0.2191 0.028 Uiso 1 1 calc R U . . .
H21C H 1.1902 0.1152 0.1652 0.028 Uiso 1 1 calc R U . . .
C22 C 0.9156(3) 0.06886(16) 0.0048(2) 0.0172(4) Uani 1 1 d . . . . .
H22A H 0.8684 0.0499 -0.0807 0.026 Uiso 1 1 calc R U . . .
H22B H 1.0423 0.0510 0.0146 0.026 Uiso 1 1 calc R U . . .
H22C H 0.9082 0.1309 0.0101 0.026 Uiso 1 1 calc R U . . .
C23 C 0.7941(3) 0.30666(16) 0.3493(2) 0.0194(5) Uani 1 1 d . . . . .
H23A H 0.7629 0.3329 0.2680 0.023 Uiso 1 1 calc R U . . .
H23B H 0.8310 0.3404 0.4223 0.023 Uiso 1 1 calc R U . . .
C24 C 0.9214(3) 0.23621(16) 0.5926(2) 0.0183(4) Uani 1 1 d . . . . .
H24A H 1.0286 0.2635 0.5551 0.027 Uiso 1 1 calc R U . . .
H24B H 0.9572 0.2033 0.6704 0.027 Uiso 1 1 calc R U . . .
H24C H 0.8333 0.2797 0.6179 0.027 Uiso 1 1 calc R U . . .
C25 C 0.5978(3) 0.18676(18) 0.7741(2) 0.0232(5) Uani 1 1 d . . . . .
H25A H 0.4975 0.1946 0.8356 0.035 Uiso 1 1 calc R U . . .
H25B H 0.6830 0.2342 0.7827 0.035 Uiso 1 1 calc R U . . .
H25C H 0.6605 0.1334 0.7942 0.035 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
O26 C18 1.327(3) . ?
O26 C26 1.447(3) . ?
O18 C18 1.204(3) . ?
O17 C17 1.418(3) . ?
O17 H17 0.8400 . ?
O16 C16 1.207(3) . ?
O3 C3 1.210(3) . ?
O6 C6 1.203(3) . ?
O7' C15 1.370(3) . ?
O7' C7 1.447(3) . ?
O15 C15 1.195(3) . ?
O7 C7 1.384(2) . ?
O7 H7 0.8400 . ?
C20 C4 1.549(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C4 C19 1.530(3) . ?
C4 C3 1.545(3) . ?
C4 C5 1.554(3) . ?
C5 C6 1.521(3) . ?
C5 C10 1.566(3) . ?
C5 H5 1.0000 . ?
C10 C22 1.540(3) . ?
C10 C1 1.549(3) . ?
C10 C9 1.550(3) . ?
C9 C11 1.541(3) . ?
C9 C8 1.553(2) . ?
C9 H9 1.0000 . ?
C11 C12 1.517(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C23 1.329(3) . ?
C12 C13 1.540(3) . ?
C13 C24 1.528(3) . ?
C13 C16 1.543(3) . ?
C13 C14 1.569(3) . ?
C16 C17 1.568(3) . ?
C17 C25 1.532(3) . ?
C17 C18 1.538(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C3 C2 1.508(4) . ?
C2 C1 1.532(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C6 C7 1.541(3) . ?
C7 C8 1.538(3) . ?
C15 C14 1.511(3) . ?
C14 C8 1.541(3) . ?
C14 H14 1.0000 . ?
C8 C21 1.539(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9500 . ?
C23 H23B 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
C18 O26 C26 116.41(19) . . ?
C17 O17 H17 109.5 . . ?
C15 O7' C7 108.40(18) . . ?
C7 O7 H7 109.5 . . ?
C4 C20 H20A 109.5 . . ?
C4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C4 C3 109.38(18) . . ?
C19 C4 C20 108.06(18) . . ?
C3 C4 C20 105.22(17) . . ?
C19 C4 C5 109.40(18) . . ?
C3 C4 C5 109.04(17) . . ?
C20 C4 C5 115.57(18) . . ?
C6 C5 C4 113.90(17) . . ?
C6 C5 C10 109.13(17) . . ?
C4 C5 C10 117.85(17) . . ?
C6 C5 H5 104.9 . . ?
C4 C5 H5 104.9 . . ?
C10 C5 H5 104.9 . . ?
C22 C10 C1 109.82(17) . . ?
C22 C10 C9 113.51(18) . . ?
C1 C10 C9 107.56(16) . . ?
C22 C10 C5 113.09(17) . . ?
C1 C10 C5 106.54(17) . . ?
C9 C10 C5 105.92(17) . . ?
C11 C9 C8 109.64(17) . . ?
C11 C9 C10 115.16(17) . . ?
C8 C9 C10 115.91(16) . . ?
C11 C9 H9 105.0 . . ?
C8 C9 H9 105.0 . . ?
C10 C9 H9 105.0 . . ?
C12 C11 C9 113.56(17) . . ?
C12 C11 H11A 108.9 . . ?
C9 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C9 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C23 C12 C11 121.1(2) . . ?
C23 C12 C13 122.0(2) . . ?
C11 C12 C13 116.88(19) . . ?
C24 C13 C12 112.96(19) . . ?
C24 C13 C16 112.53(17) . . ?
C12 C13 C16 105.19(16) . . ?
C24 C13 C14 107.35(17) . . ?
C12 C13 C14 107.75(17) . . ?
C16 C13 C14 111.01(18) . . ?
O16 C16 C13 121.45(19) . . ?
O16 C16 C17 115.33(18) . . ?
C13 C16 C17 123.15(18) . . ?
O17 C17 C25 108.44(18) . . ?
O17 C17 C18 107.28(16) . . ?
C25 C17 C18 111.9(2) . . ?
O17 C17 C16 106.58(19) . . ?
C25 C17 C16 111.43(17) . . ?
C18 C17 C16 110.98(17) . . ?
O18 C18 O26 125.0(2) . . ?
O18 C18 C17 124.84(19) . . ?
O26 C18 C17 110.17(19) . . ?
O26 C26 H26A 109.5 . . ?
O26 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O26 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O3 C3 C2 121.3(2) . . ?
O3 C3 C4 121.4(2) . . ?
C2 C3 C4 117.09(19) . . ?
C3 C2 C1 113.96(18) . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C2 C1 C10 113.48(18) . . ?
C2 C1 H1A 108.9 . . ?
C10 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
C10 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O6 C6 C5 125.9(2) . . ?
O6 C6 C7 117.46(18) . . ?
C5 C6 C7 116.61(17) . . ?
O7 C7 O7' 108.29(17) . . ?
O7 C7 C8 110.03(18) . . ?
O7' C7 C8 104.37(17) . . ?
O7 C7 C6 110.96(17) . . ?
O7' C7 C6 108.27(18) . . ?
C8 C7 C6 114.52(17) . . ?
O15 C15 O7' 121.4(2) . . ?
O15 C15 C14 128.8(2) . . ?
O7' C15 C14 109.73(18) . . ?
C15 C14 C8 103.81(18) . . ?
C15 C14 C13 116.18(18) . . ?
C8 C14 C13 117.73(17) . . ?
C15 C14 H14 106.1 . . ?
C8 C14 H14 106.1 . . ?
C13 C14 H14 106.1 . . ?
C7 C8 C21 111.18(17) . . ?
C7 C8 C14 100.46(17) . . ?
C21 C8 C14 111.85(18) . . ?
C7 C8 C9 109.14(17) . . ?
C21 C8 C9 116.01(18) . . ?
C14 C8 C9 107.01(16) . . ?
C8 C21 H21A 109.5 . . ?
C8 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C22 H22A 109.5 . . ?
C10 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C10 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C23 H23A 120.0 . . ?
C12 C23 H23B 120.0 . . ?
H23A C23 H23B 120.0 . . ?
C13 C24 H24A 109.5 . . ?
C13 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C13 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C17 C25 H25A 109.5 . . ?
C17 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C17 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C19 C4 C5 C6 62.0(2) . . . . ?
C3 C4 C5 C6 -178.44(18) . . . . ?
C20 C4 C5 C6 -60.2(2) . . . . ?
C19 C4 C5 C10 -168.25(17) . . . . ?
C3 C4 C5 C10 -48.7(2) . . . . ?
C20 C4 C5 C10 69.6(2) . . . . ?
C6 C5 C10 C22 66.1(2) . . . . ?
C4 C5 C10 C22 -65.8(2) . . . . ?
C6 C5 C10 C1 -173.16(17) . . . . ?
C4 C5 C10 C1 54.9(2) . . . . ?
C6 C5 C10 C9 -58.8(2) . . . . ?
C4 C5 C10 C9 169.24(16) . . . . ?
C22 C10 C9 C11 67.7(2) . . . . ?
C1 C10 C9 C11 -54.0(2) . . . . ?
C5 C10 C9 C11 -167.61(17) . . . . ?
C22 C10 C9 C8 -62.2(2) . . . . ?
C1 C10 C9 C8 176.14(18) . . . . ?
C5 C10 C9 C8 62.5(2) . . . . ?
C8 C9 C11 C12 -31.2(2) . . . . ?
C10 C9 C11 C12 -164.03(17) . . . . ?
C9 C11 C12 C23 149.9(2) . . . . ?
C9 C11 C12 C13 -29.8(2) . . . . ?
C23 C12 C13 C24 -9.0(3) . . . . ?
C11 C12 C13 C24 170.80(17) . . . . ?
C23 C12 C13 C16 114.1(2) . . . . ?
C11 C12 C13 C16 -66.1(2) . . . . ?
C23 C12 C13 C14 -127.4(2) . . . . ?
C11 C12 C13 C14 52.4(2) . . . . ?
C24 C13 C16 O16 -150.7(2) . . . . ?
C12 C13 C16 O16 85.9(2) . . . . ?
C14 C13 C16 O16 -30.4(3) . . . . ?
C24 C13 C16 C17 32.3(3) . . . . ?
C12 C13 C16 C17 -91.0(2) . . . . ?
C14 C13 C16 C17 152.68(18) . . . . ?
O16 C16 C17 O17 -9.0(3) . . . . ?
C13 C16 C17 O17 168.16(18) . . . . ?
O16 C16 C17 C25 109.1(2) . . . . ?
C13 C16 C17 C25 -73.7(3) . . . . ?
O16 C16 C17 C18 -125.5(2) . . . . ?
C13 C16 C17 C18 51.7(2) . . . . ?
C26 O26 C18 O18 3.8(3) . . . . ?
C26 O26 C18 C17 -176.82(17) . . . . ?
O17 C17 C18 O18 126.5(2) . . . . ?
C25 C17 C18 O18 7.7(3) . . . . ?
C16 C17 C18 O18 -117.4(2) . . . . ?
O17 C17 C18 O26 -52.8(2) . . . . ?
C25 C17 C18 O26 -171.62(17) . . . . ?
C16 C17 C18 O26 63.2(2) . . . . ?
C19 C4 C3 O3 -23.3(3) . . . . ?
C20 C4 C3 O3 92.6(3) . . . . ?
C5 C4 C3 O3 -142.8(2) . . . . ?
C19 C4 C3 C2 161.99(19) . . . . ?
C20 C4 C3 C2 -82.1(2) . . . . ?
C5 C4 C3 C2 42.4(3) . . . . ?
O3 C3 C2 C1 139.0(2) . . . . ?
C4 C3 C2 C1 -46.2(3) . . . . ?
C3 C2 C1 C10 52.6(3) . . . . ?
C22 C10 C1 C2 68.6(3) . . . . ?
C9 C10 C1 C2 -167.43(19) . . . . ?
C5 C10 C1 C2 -54.2(2) . . . . ?
C4 C5 C6 O6 10.3(3) . . . . ?
C10 C5 C6 O6 -123.7(2) . . . . ?
C4 C5 C6 C7 -171.93(18) . . . . ?
C10 C5 C6 C7 54.1(2) . . . . ?
C15 O7' C7 O7 84.3(2) . . . . ?
C15 O7' C7 C8 -32.9(2) . . . . ?
C15 O7' C7 C6 -155.27(17) . . . . ?
O6 C6 C7 O7 6.9(3) . . . . ?
C5 C6 C7 O7 -171.11(18) . . . . ?
O6 C6 C7 O7' -111.9(2) . . . . ?
C5 C6 C7 O7' 70.2(2) . . . . ?
O6 C6 C7 C8 132.2(2) . . . . ?
C5 C6 C7 C8 -45.8(3) . . . . ?
C7 O7' C15 O15 -162.23(19) . . . . ?
C7 O7' C15 C14 15.4(2) . . . . ?
O15 C15 C14 C8 -174.4(2) . . . . ?
O7' C15 C14 C8 8.3(2) . . . . ?
O15 C15 C14 C13 -43.5(3) . . . . ?
O7' C15 C14 C13 139.19(18) . . . . ?
C24 C13 C14 C15 100.2(2) . . . . ?
C12 C13 C14 C15 -137.82(19) . . . . ?
C16 C13 C14 C15 -23.1(3) . . . . ?
C24 C13 C14 C8 -135.8(2) . . . . ?
C12 C13 C14 C8 -13.8(2) . . . . ?
C16 C13 C14 C8 100.9(2) . . . . ?
O7 C7 C8 C21 38.3(2) . . . . ?
O7' C7 C8 C21 154.33(17) . . . . ?
C6 C7 C8 C21 -87.5(2) . . . . ?
O7 C7 C8 C14 -80.2(2) . . . . ?
O7' C7 C8 C14 35.82(18) . . . . ?
C6 C7 C8 C14 154.02(17) . . . . ?
O7 C7 C8 C9 167.55(17) . . . . ?
O7' C7 C8 C9 -76.4(2) . . . . ?
C6 C7 C8 C9 41.8(2) . . . . ?
C15 C14 C8 C7 -26.38(18) . . . . ?
C13 C14 C8 C7 -156.36(18) . . . . ?
C15 C14 C8 C21 -144.40(18) . . . . ?
C13 C14 C8 C21 85.6(2) . . . . ?
C15 C14 C8 C9 87.52(19) . . . . ?
C13 C14 C8 C9 -42.5(3) . . . . ?
C11 C9 C8 C7 174.00(18) . . . . ?
C10 C9 C8 C7 -53.5(2) . . . . ?
C11 C9 C8 C21 -59.5(2) . . . . ?
C10 C9 C8 C21 73.0(3) . . . . ?
C11 C9 C8 C14 66.1(2) . . . . ?
C10 C9 C8 C14 -161.41(18) . . . . ?

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
C14 H14 O17 1.00 2.41 3.345(3) 155.4 1_655
C26 H26B O15 0.98 2.58 3.217(3) 123.0 2_656
C26 H26B O7' 0.98 2.58 3.450(3) 148.0 2_656
O7 H7 O18 0.84 2.18 2.995(2) 162.3 2_746
O17 H17 O16 0.84 1.98 2.511(2) 120.8 .
C14 H14 O17 1.00 2.41 3.345(3) 155.4 1_655
O7 H7 O18 0.84 2.18 2.995(2) 162.3 2_746
O17 H17 O16 0.84 1.98 2.511(2) 120.8 .
O17 H17 O16 0.84 1.98 2.511(2) 120.8 .
O7 H7 O18 0.84 2.18 2.995(2) 162.3 2_746
C26 H26B O15 0.98 2.58 3.217(3) 123.0 2_656
C14 H14 O17 1.00 2.41 3.345(3) 155.4 1_655
O17 H17 O16 0.84 1.98 2.511(2) 120.8 .
O7 H7 O18 0.84 2.18 2.995(2) 162.3 2_746
C26 H26B O7' 0.98 2.58 3.450(3) 148.0 2_656
C26 H26B O15 0.98 2.58 3.217(3) 123.0 2_656
C14 H14 O17 1.00 2.41 3.345(3) 155.4 1_655

_refine_diff_density_max         0.275
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_zyh_qyb5521_0m
_database_code_depnum_ccdc_archive 'CCDC 1563703'
_audit_update_record             
;
2017-07-21 deposited with the CCDC.
2018-11-06 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         'C29 H38 O10'
_chemical_formula_sum            'C29 H38 O10'
_chemical_formula_weight         546.59

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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'

_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'

_cell_length_a                   7.84890(10)
_cell_length_b                   7.85050(10)
_cell_length_c                   11.6784(2)
_cell_angle_alpha                74.58
_cell_angle_beta                 73.43
_cell_angle_gamma                87.86
_cell_volume                     664.293(17)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9911
_cell_measurement_theta_min      4.10
_cell_measurement_theta_max      70.09

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             292
_exptl_transmission_factor_min   0.2868
_exptl_transmission_factor_max   0.4683
_exptl_crystal_size_max          0.950
_exptl_crystal_size_mid          0.470
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.854
_shelx_estimated_absorpt_T_min   0.498
_shelx_estimated_absorpt_T_max   0.904
_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            10823
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.098
_diffrn_reflns_theta_max         70.082
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 0.950
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.774
_diffrn_reflns_point_group_measured_fraction_full 0.796
_reflns_number_total             3922
_reflns_number_gt                3918
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.660
_reflns_Friedel_fraction_max     0.616
_reflns_Friedel_fraction_full    0.641

_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)+(0.0534P)²+0.0934P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.061(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1542 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.17(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3922
_refine_ls_number_parameters     362
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0788
_refine_ls_wR_factor_gt          0.0788
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
O1 O 1.0027(2) -0.2296(2) 0.60348(16) 0.0299(4) Uani 1 1 d . . . . .
O2 O 0.5726(2) -0.0825(2) 0.59019(14) 0.0222(4) Uani 1 1 d . . . . .
O3 O 1.0405(2) -0.0288(2) 0.04427(14) 0.0228(4) Uani 1 1 d . . . . .
O4 O 0.67411(19) 0.5210(2) 0.06105(13) 0.0189(3) Uani 1 1 d . . . . .
O5 O 0.9107(2) 0.1345(2) 0.64413(14) 0.0216(3) Uani 1 1 d . . . . .
O6 O 0.98162(18) 0.1353(2) 0.36869(13) 0.0172(3) Uani 1 1 d . . . . .
O7 O 1.1146(2) 0.3834(2) 0.36896(15) 0.0252(4) Uani 1 1 d . . . . .
O8 O 0.8442(3) -0.2548(3) 0.47600(16) 0.0328(4) Uani 1 1 d . . . . .
O9 O 0.44411(19) 0.3432(2) 0.08464(14) 0.0224(4) Uani 1 1 d . . . . .
O10 O 1.1815(3) -0.1635(3) -0.10035(19) 0.0480(6) Uani 1 1 d . . . . .
C1 C 1.1370(4) -0.3408(4) 0.5499(3) 0.0406(7) Uani 1 1 d . . . . .
H20 H 1.0837 -0.4585 0.5648 0.061 Uiso 1 1 calc R U . . .
H1 H 1.2342 -0.3512 0.5883 0.061 Uiso 1 1 calc R U . . .
H19 H 1.1837 -0.2878 0.4605 0.061 Uiso 1 1 calc R U . . .
C2 C 0.8633(3) -0.2019(3) 0.5593(2) 0.0228(5) Uani 1 1 d . . . . .
C3 C 0.7241(3) -0.0971(3) 0.63239(19) 0.0192(4) Uani 1 1 d . . . . .
C4 C 0.5450(3) 0.0990(3) 0.52295(18) 0.0172(4) Uani 1 1 d . . . . .
C5 C 0.5846(2) 0.1007(3) 0.38875(18) 0.0145(4) Uani 1 1 d . . . . .
H24 H 0.5520 -0.0028 0.3711 0.017 Uiso 1 1 calc R U . . .
C6 C 0.6622(2) 0.2361(3) 0.29220(18) 0.0134(4) Uani 1 1 d . . . . .
C7 C 0.7008(2) 0.2216(3) 0.15805(17) 0.0145(4) Uani 1 1 d . . . . .
C8 C 0.8893(3) 0.3050(3) 0.08328(18) 0.0156(4) Uani 1 1 d . . . . .
H30 H 0.9737 0.2626 0.1338 0.019 Uiso 1 1 calc R U . . .
C9 C 0.9663(3) 0.2704(3) -0.04640(18) 0.0182(4) Uani 1 1 d . . . . .
C10 C 0.9392(3) 0.0749(3) -0.03633(19) 0.0196(5) Uani 1 1 d . . . . .
H37 H 0.9841 0.0543 -0.1206 0.024 Uiso 1 1 calc R U . . .
C11 C 1.1628(3) -0.1347(3) -0.0021(2) 0.0219(5) Uani 1 1 d . . . . .
C12 C 1.2701(3) -0.2148(3) 0.0851(2) 0.0263(5) Uani 1 1 d . . . . .
H38 H 1.3275 -0.3193 0.0633 0.039 Uiso 1 1 calc R U . . .
H2 H 1.1916 -0.2493 0.1702 0.039 Uiso 1 1 calc R U . . .
H3 H 1.3611 -0.1279 0.0787 0.039 Uiso 1 1 calc R U . . .
C13 C 0.6695(3) 0.0357(3) 0.15072(19) 0.0166(4) Uani 1 1 d . . . . .
H7 H 0.5398 0.0072 0.1790 0.020 Uiso 1 1 calc R U . . .
H6 H 0.7242 -0.0487 0.2082 0.020 Uiso 1 1 calc R U . . .
C14 C 0.7450(3) 0.0096(3) 0.02064(19) 0.0186(4) Uani 1 1 d . . . . .
H4 H 0.7355 -0.1176 0.0252 0.022 Uiso 1 1 calc R U . . .
H5 H 0.6737 0.0746 -0.0333 0.022 Uiso 1 1 calc R U . . .
C15 C 0.5873(3) 0.3610(3) 0.09846(17) 0.0164(4) Uani 1 1 d . . . . .
C16 C 0.8512(3) 0.4979(3) 0.08003(18) 0.0180(5) Uani 1 1 d . . . . .
H8 H 0.9415 0.5784 0.0099 0.022 Uiso 1 1 calc R U . . .
C17 C 0.8494(3) 0.5317(3) 0.20237(18) 0.0179(4) Uani 1 1 d . . . . .
H28 H 0.8204 0.6563 0.1995 0.021 Uiso 1 1 calc R U . . .
H29 H 0.9697 0.5142 0.2136 0.021 Uiso 1 1 calc R U . . .
C18 C 0.7119(3) 0.4076(3) 0.31614(18) 0.0154(4) Uani 1 1 d . . . . .
C19 C 0.6730(3) -0.1902(3) 0.7715(2) 0.0238(5) Uani 1 1 d . . . . .
H11 H 0.5796 -0.1257 0.8161 0.036 Uiso 1 1 calc R U . . .
H9 H 0.7777 -0.1929 0.8017 0.036 Uiso 1 1 calc R U . . .
H10 H 0.6292 -0.3114 0.7854 0.036 Uiso 1 1 calc R U . . .
C20 C 0.7915(3) 0.0926(3) 0.61005(17) 0.0165(4) Uani 1 1 d . . . . .
C21 C 0.6736(2) 0.2232(3) 0.54681(17) 0.0156(4) Uani 1 1 d . . . . .
C22 C 0.7929(3) 0.3580(3) 0.42863(18) 0.0152(4) Uani 1 1 d . . . . .
H12 H 0.8030 0.4697 0.4525 0.018 Uiso 1 1 calc R U . . .
C23 C 0.9814(3) 0.2963(3) 0.38701(17) 0.0172(4) Uani 1 1 d . . . . .
C24 C 1.1547(3) 0.0716(3) 0.3168(2) 0.0218(5) Uani 1 1 d . . . . .
H15 H 1.2163 0.1572 0.2389 0.033 Uiso 1 1 calc R U . . .
H13 H 1.1396 -0.0425 0.3009 0.033 Uiso 1 1 calc R U . . .
H14 H 1.2252 0.0572 0.3756 0.033 Uiso 1 1 calc R U . . .
C25 C 0.5822(3) 0.3235(3) 0.64363(19) 0.0200(5) Uani 1 1 d . . . . .
H18 H 0.5173 0.2386 0.7209 0.030 Uiso 1 1 calc R U . . .
H17 H 0.4988 0.4056 0.6120 0.030 Uiso 1 1 calc R U . . .
H16 H 0.6724 0.3898 0.6595 0.030 Uiso 1 1 calc R U . . .
C26 C 0.3451(3) 0.1169(3) 0.57835(19) 0.0230(5) Uani 1 1 d . . . . .
H21 H 0.2784 0.0243 0.5651 0.035 Uiso 1 1 calc R U . . .
H23 H 0.3099 0.2333 0.5379 0.035 Uiso 1 1 calc R U . . .
H22 H 0.3192 0.1045 0.6674 0.035 Uiso 1 1 calc R U . . .
C27 C 0.5451(3) 0.5159(3) 0.34886(19) 0.0193(4) Uani 1 1 d . . . . .
H27 H 0.5002 0.5571 0.2764 0.029 Uiso 1 1 calc R U . . .
H25 H 0.5763 0.6180 0.3733 0.029 Uiso 1 1 calc R U . . .
H26 H 0.4530 0.4414 0.4176 0.029 Uiso 1 1 calc R U . . .
C28 C 0.8810(3) 0.3776(3) -0.14569(19) 0.0213(5) Uani 1 1 d . . . . .
H33 H 0.9314 0.3441 -0.2233 0.032 Uiso 1 1 calc R U . . .
H31 H 0.9052 0.5041 -0.1597 0.032 Uiso 1 1 calc R U . . .
H32 H 0.7521 0.3524 -0.1171 0.032 Uiso 1 1 calc R U . . .
C29 C 1.1656(3) 0.3238(4) -0.0921(2) 0.0244(5) Uani 1 1 d . . . . .
H34 H 1.2260 0.2512 -0.0345 0.037 Uiso 1 1 calc R U . . .
H36 H 1.1811 0.4488 -0.0963 0.037 Uiso 1 1 calc R U . . .
H35 H 1.2167 0.3054 -0.1747 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
O1 C2 1.325(3) . ?
O1 C1 1.453(3) . ?
O2 C3 1.402(3) . ?
O2 C4 1.474(3) . ?
O3 C11 1.338(3) . ?
O3 C10 1.467(2) . ?
O4 C15 1.355(3) . ?
O4 C16 1.466(2) . ?
O5 C20 1.203(3) . ?
O6 C23 1.337(3) . ?
O6 C24 1.451(2) . ?
O7 C23 1.207(3) . ?
O8 C2 1.201(3) . ?
O9 C15 1.198(3) . ?
O10 C11 1.195(3) . ?
C1 H20 0.9800 . ?
C1 H1 0.9800 . ?
C1 H19 0.9800 . ?
C2 C3 1.541(3) . ?
C3 C20 1.529(3) . ?
C3 C19 1.533(3) . ?
C4 C5 1.505(3) . ?
C4 C26 1.534(3) . ?
C4 C21 1.557(3) . ?
C5 C6 1.339(3) . ?
C5 H24 0.9500 . ?
C6 C18 1.531(3) . ?
C6 C7 1.543(3) . ?
C7 C13 1.518(3) . ?
C7 C15 1.534(3) . ?
C7 C8 1.553(3) . ?
C8 C16 1.525(3) . ?
C8 C9 1.555(3) . ?
C8 H30 1.0000 . ?
C9 C10 1.526(3) . ?
C9 C29 1.536(3) . ?
C9 C28 1.544(3) . ?
C10 C14 1.525(3) . ?
C10 H37 1.0000 . ?
C11 C12 1.500(3) . ?
C12 H38 0.9800 . ?
C12 H2 0.9800 . ?
C12 H3 0.9800 . ?
C13 C14 1.531(3) . ?
C13 H7 0.9900 . ?
C13 H6 0.9900 . ?
C14 H4 0.9900 . ?
C14 H5 0.9900 . ?
C16 C17 1.517(3) . ?
C16 H8 1.0000 . ?
C17 C18 1.565(3) . ?
C17 H28 0.9900 . ?
C17 H29 0.9900 . ?
C18 C27 1.545(3) . ?
C18 C22 1.571(3) . ?
C19 H11 0.9800 . ?
C19 H9 0.9800 . ?
C19 H10 0.9800 . ?
C20 C21 1.539(3) . ?
C21 C25 1.543(3) . ?
C21 C22 1.569(3) . ?
C22 C23 1.524(3) . ?
C22 H12 1.0000 . ?
C24 H15 0.9800 . ?
C24 H13 0.9800 . ?
C24 H14 0.9800 . ?
C25 H18 0.9800 . ?
C25 H17 0.9800 . ?
C25 H16 0.9800 . ?
C26 H21 0.9800 . ?
C26 H23 0.9800 . ?
C26 H22 0.9800 . ?
C27 H27 0.9800 . ?
C27 H25 0.9800 . ?
C27 H26 0.9800 . ?
C28 H33 0.9800 . ?
C28 H31 0.9800 . ?
C28 H32 0.9800 . ?
C29 H34 0.9800 . ?
C29 H36 0.9800 . ?
C29 H35 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 O1 C1 116.2(2) . . ?
C3 O2 C4 113.64(16) . . ?
C11 O3 C10 117.96(16) . . ?
C15 O4 C16 109.05(15) . . ?
C23 O6 C24 115.96(17) . . ?
O1 C1 H20 109.5 . . ?
O1 C1 H1 109.5 . . ?
H20 C1 H1 109.5 . . ?
O1 C1 H19 109.5 . . ?
H20 C1 H19 109.5 . . ?
H1 C1 H19 109.5 . . ?
O8 C2 O1 125.3(2) . . ?
O8 C2 C3 124.0(2) . . ?
O1 C2 C3 110.68(19) . . ?
O2 C3 C20 105.80(17) . . ?
O2 C3 C19 109.75(17) . . ?
C20 C3 C19 109.74(19) . . ?
O2 C3 C2 109.28(18) . . ?
C20 C3 C2 111.71(17) . . ?
C19 C3 C2 110.45(18) . . ?
O2 C4 C5 106.45(17) . . ?
O2 C4 C26 102.10(17) . . ?
C5 C4 C26 110.17(16) . . ?
O2 C4 C21 106.64(16) . . ?
C5 C4 C21 113.40(17) . . ?
C26 C4 C21 116.85(19) . . ?
C6 C5 C4 125.3(2) . . ?
C6 C5 H24 117.4 . . ?
C4 C5 H24 117.4 . . ?
C5 C6 C18 119.16(18) . . ?
C5 C6 C7 120.9(2) . . ?
C18 C6 C7 119.94(17) . . ?
C13 C7 C15 114.46(17) . . ?
C13 C7 C6 113.23(17) . . ?
C15 C7 C6 105.06(16) . . ?
C13 C7 C8 114.64(17) . . ?
C15 C7 C8 99.73(15) . . ?
C6 C7 C8 108.50(16) . . ?
C16 C8 C7 98.73(15) . . ?
C16 C8 C9 114.46(16) . . ?
C7 C8 C9 115.74(17) . . ?
C16 C8 H30 109.1 . . ?
C7 C8 H30 109.1 . . ?
C9 C8 H30 109.1 . . ?
C10 C9 C29 110.35(18) . . ?
C10 C9 C28 107.44(18) . . ?
C29 C9 C28 107.20(17) . . ?
C10 C9 C8 109.69(17) . . ?
C29 C9 C8 107.95(17) . . ?
C28 C9 C8 114.18(16) . . ?
O3 C10 C14 107.37(17) . . ?
O3 C10 C9 108.54(17) . . ?
C14 C10 C9 112.77(18) . . ?
O3 C10 H37 109.4 . . ?
C14 C10 H37 109.4 . . ?
C9 C10 H37 109.4 . . ?
O10 C11 O3 123.7(2) . . ?
O10 C11 C12 124.5(2) . . ?
O3 C11 C12 111.76(19) . . ?
C11 C12 H38 109.5 . . ?
C11 C12 H2 109.5 . . ?
H38 C12 H2 109.5 . . ?
C11 C12 H3 109.5 . . ?
H38 C12 H3 109.5 . . ?
H2 C12 H3 109.5 . . ?
C7 C13 C14 113.84(17) . . ?
C7 C13 H7 108.8 . . ?
C14 C13 H7 108.8 . . ?
C7 C13 H6 108.8 . . ?
C14 C13 H6 108.8 . . ?
H7 C13 H6 107.7 . . ?
C10 C14 C13 111.75(17) . . ?
C10 C14 H4 109.3 . . ?
C13 C14 H4 109.3 . . ?
C10 C14 H5 109.3 . . ?
C13 C14 H5 109.3 . . ?
H4 C14 H5 107.9 . . ?
O9 C15 O4 121.80(19) . . ?
O9 C15 C7 129.3(2) . . ?
O4 C15 C7 108.91(17) . . ?
O4 C16 C17 110.39(16) . . ?
O4 C16 C8 104.52(16) . . ?
C17 C16 C8 110.20(16) . . ?
O4 C16 H8 110.5 . . ?
C17 C16 H8 110.5 . . ?
C8 C16 H8 110.5 . . ?
C16 C17 C18 112.90(18) . . ?
C16 C17 H28 109.0 . . ?
C18 C17 H28 109.0 . . ?
C16 C17 H29 109.0 . . ?
C18 C17 H29 109.0 . . ?
H28 C17 H29 107.8 . . ?
C6 C18 C27 110.41(17) . . ?
C6 C18 C17 113.72(16) . . ?
C27 C18 C17 106.65(17) . . ?
C6 C18 C22 108.31(17) . . ?
C27 C18 C22 108.89(16) . . ?
C17 C18 C22 108.76(16) . . ?
C3 C19 H11 109.5 . . ?
C3 C19 H9 109.5 . . ?
H11 C19 H9 109.5 . . ?
C3 C19 H10 109.5 . . ?
H11 C19 H10 109.5 . . ?
H9 C19 H10 109.5 . . ?
O5 C20 C3 125.34(19) . . ?
O5 C20 C21 124.8(2) . . ?
C3 C20 C21 109.68(17) . . ?
C20 C21 C25 104.32(15) . . ?
C20 C21 C4 102.93(17) . . ?
C25 C21 C4 114.11(17) . . ?
C20 C21 C22 109.86(15) . . ?
C25 C21 C22 108.97(18) . . ?
C4 C21 C22 115.81(17) . . ?
C23 C22 C21 112.48(17) . . ?
C23 C22 C18 109.65(16) . . ?
C21 C22 C18 114.09(16) . . ?
C23 C22 H12 106.7 . . ?
C21 C22 H12 106.7 . . ?
C18 C22 H12 106.7 . . ?
O7 C23 O6 123.82(19) . . ?
O7 C23 C22 124.6(2) . . ?
O6 C23 C22 111.58(17) . . ?
O6 C24 H15 109.5 . . ?
O6 C24 H13 109.5 . . ?
H15 C24 H13 109.5 . . ?
O6 C24 H14 109.5 . . ?
H15 C24 H14 109.5 . . ?
H13 C24 H14 109.5 . . ?
C21 C25 H18 109.5 . . ?
C21 C25 H17 109.5 . . ?
H18 C25 H17 109.5 . . ?
C21 C25 H16 109.5 . . ?
H18 C25 H16 109.5 . . ?
H17 C25 H16 109.5 . . ?
C4 C26 H21 109.5 . . ?
C4 C26 H23 109.5 . . ?
H21 C26 H23 109.5 . . ?
C4 C26 H22 109.5 . . ?
H21 C26 H22 109.5 . . ?
H23 C26 H22 109.5 . . ?
C18 C27 H27 109.5 . . ?
C18 C27 H25 109.5 . . ?
H27 C27 H25 109.5 . . ?
C18 C27 H26 109.5 . . ?
H27 C27 H26 109.5 . . ?
H25 C27 H26 109.5 . . ?
C9 C28 H33 109.5 . . ?
C9 C28 H31 109.5 . . ?
H33 C28 H31 109.5 . . ?
C9 C28 H32 109.5 . . ?
H33 C28 H32 109.5 . . ?
H31 C28 H32 109.5 . . ?
C9 C29 H34 109.5 . . ?
C9 C29 H36 109.5 . . ?
H34 C29 H36 109.5 . . ?
C9 C29 H35 109.5 . . ?
H34 C29 H35 109.5 . . ?
H36 C29 H35 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
C1 O1 C2 O8 -3.4(3) . . . . ?
C1 O1 C2 C3 174.7(2) . . . . ?
C4 O2 C3 C20 9.0(2) . . . . ?
C4 O2 C3 C19 127.32(19) . . . . ?
C4 O2 C3 C2 -111.42(19) . . . . ?
O8 C2 C3 O2 2.9(3) . . . . ?
O1 C2 C3 O2 -175.23(18) . . . . ?
O8 C2 C3 C20 -113.8(2) . . . . ?
O1 C2 C3 C20 68.0(2) . . . . ?
O8 C2 C3 C19 123.7(2) . . . . ?
O1 C2 C3 C19 -54.4(2) . . . . ?
C3 O2 C4 C5 109.03(19) . . . . ?
C3 O2 C4 C26 -135.43(17) . . . . ?
C3 O2 C4 C21 -12.3(2) . . . . ?
O2 C4 C5 C6 -144.27(19) . . . . ?
C26 C4 C5 C6 105.8(2) . . . . ?
C21 C4 C5 C6 -27.3(3) . . . . ?
C4 C5 C6 C18 -1.9(3) . . . . ?
C4 C5 C6 C7 178.44(16) . . . . ?
C5 C6 C7 C13 -9.0(2) . . . . ?
C18 C6 C7 C13 171.32(17) . . . . ?
C5 C6 C7 C15 116.6(2) . . . . ?
C18 C6 C7 C15 -63.1(2) . . . . ?
C5 C6 C7 C8 -137.44(19) . . . . ?
C18 C6 C7 C8 42.9(2) . . . . ?
C13 C7 C8 C16 163.55(16) . . . . ?
C15 C7 C8 C16 40.80(17) . . . . ?
C6 C7 C8 C16 -68.79(18) . . . . ?
C13 C7 C8 C9 40.9(2) . . . . ?
C15 C7 C8 C9 -81.8(2) . . . . ?
C6 C7 C8 C9 168.59(17) . . . . ?
C16 C8 C9 C10 -160.50(16) . . . . ?
C7 C8 C9 C10 -46.7(2) . . . . ?
C16 C8 C9 C29 79.2(2) . . . . ?
C7 C8 C9 C29 -166.93(17) . . . . ?
C16 C8 C9 C28 -39.9(2) . . . . ?
C7 C8 C9 C28 74.0(2) . . . . ?
C11 O3 C10 C14 115.4(2) . . . . ?
C11 O3 C10 C9 -122.4(2) . . . . ?
C29 C9 C10 O3 55.6(2) . . . . ?
C28 C9 C10 O3 172.11(15) . . . . ?
C8 C9 C10 O3 -63.3(2) . . . . ?
C29 C9 C10 C14 174.39(16) . . . . ?
C28 C9 C10 C14 -69.1(2) . . . . ?
C8 C9 C10 C14 55.6(2) . . . . ?
C10 O3 C11 O10 -8.0(4) . . . . ?
C10 O3 C11 C12 173.1(2) . . . . ?
C15 C7 C13 C14 72.3(2) . . . . ?
C6 C7 C13 C14 -167.26(16) . . . . ?
C8 C7 C13 C14 -42.0(2) . . . . ?
O3 C10 C14 C13 60.8(2) . . . . ?
C9 C10 C14 C13 -58.7(2) . . . . ?
C7 C13 C14 C10 50.7(2) . . . . ?
C16 O4 C15 O9 -174.92(18) . . . . ?
C16 O4 C15 C7 5.7(2) . . . . ?
C13 C7 C15 O9 27.4(3) . . . . ?
C6 C7 C15 O9 -97.4(2) . . . . ?
C8 C7 C15 O9 150.3(2) . . . . ?
C13 C7 C15 O4 -153.27(16) . . . . ?
C6 C7 C15 O4 81.90(18) . . . . ?
C8 C7 C15 O4 -30.40(19) . . . . ?
C15 O4 C16 C17 -96.22(19) . . . . ?
C15 O4 C16 C8 22.25(19) . . . . ?
C7 C8 C16 O4 -39.43(17) . . . . ?
C9 C8 C16 O4 84.11(19) . . . . ?
C7 C8 C16 C17 79.17(18) . . . . ?
C9 C8 C16 C17 -157.29(17) . . . . ?
O4 C16 C17 C18 58.1(2) . . . . ?
C8 C16 C17 C18 -56.8(2) . . . . ?
C5 C6 C18 C27 -77.5(2) . . . . ?
C7 C6 C18 C27 102.23(19) . . . . ?
C5 C6 C18 C17 162.69(18) . . . . ?
C7 C6 C18 C17 -17.6(2) . . . . ?
C5 C6 C18 C22 41.7(2) . . . . ?
C7 C6 C18 C22 -138.63(16) . . . . ?
C16 C17 C18 C6 22.8(2) . . . . ?
C16 C17 C18 C27 -99.2(2) . . . . ?
C16 C17 C18 C22 143.52(18) . . . . ?
O2 C3 C20 O5 173.26(18) . . . . ?
C19 C3 C20 O5 54.9(3) . . . . ?
C2 C3 C20 O5 -67.9(2) . . . . ?
O2 C3 C20 C21 -2.0(2) . . . . ?
C19 C3 C20 C21 -120.38(18) . . . . ?
C2 C3 C20 C21 116.77(17) . . . . ?
O5 C20 C21 C25 -60.8(2) . . . . ?
C3 C20 C21 C25 114.51(18) . . . . ?
O5 C20 C21 C4 179.77(18) . . . . ?
C3 C20 C21 C4 -4.90(19) . . . . ?
O5 C20 C21 C22 55.9(2) . . . . ?
C3 C20 C21 C22 -128.81(18) . . . . ?
O2 C4 C21 C20 9.80(19) . . . . ?
C5 C4 C21 C20 -107.03(18) . . . . ?
C26 C4 C21 C20 123.16(18) . . . . ?
O2 C4 C21 C25 -102.59(19) . . . . ?
C5 C4 C21 C25 140.58(18) . . . . ?
C26 C4 C21 C25 10.8(3) . . . . ?
O2 C4 C21 C22 129.68(17) . . . . ?
C5 C4 C21 C22 12.8(3) . . . . ?
C26 C4 C21 C22 -117.0(2) . . . . ?
C20 C21 C22 C23 16.1(2) . . . . ?
C25 C21 C22 C23 129.78(18) . . . . ?
C4 C21 C22 C23 -100.0(2) . . . . ?
C20 C21 C22 C18 141.76(18) . . . . ?
C25 C21 C22 C18 -104.5(2) . . . . ?
C4 C21 C22 C18 25.7(3) . . . . ?
C6 C18 C22 C23 75.1(2) . . . . ?
C27 C18 C22 C23 -164.78(18) . . . . ?
C17 C18 C22 C23 -48.9(2) . . . . ?
C6 C18 C22 C21 -52.1(2) . . . . ?
C27 C18 C22 C21 68.0(2) . . . . ?
C17 C18 C22 C21 -176.10(17) . . . . ?
C24 O6 C23 O7 -3.9(3) . . . . ?
C24 O6 C23 C22 173.97(16) . . . . ?
C21 C22 C23 O7 -127.1(2) . . . . ?
C18 C22 C23 O7 104.8(2) . . . . ?
C21 C22 C23 O6 55.0(2) . . . . ?
C18 C22 C23 O6 -73.1(2) . . . . ?

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
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655
C16 H8 O10 1.00 2.61 3.556(4) 157.3 1_565
C17 H29 O7 0.99 2.40 3.225(3) 140.9 .
C22 H12 O8 1.00 2.30 3.289(3) 171.4 1_565
C24 H15 O9 0.98 2.35 3.291(3) 160.1 1_655

_refine_diff_density_max         0.278
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.045

