# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1834120'
_audit_update_record             
;
2018-04-02 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        X-32
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H42 O4'
_chemical_formula_sum            'C32 H42 O4'
_chemical_formula_weight         490.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   10.6277(9)
_cell_length_b                   9.1356(7)
_cell_length_c                   14.4964(13)
_cell_angle_alpha                90
_cell_angle_beta                 104.143(5)
_cell_angle_gamma                90
_cell_volume                     1364.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7766
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      66.70

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             534
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.604
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13562
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.144
_diffrn_reflns_theta_max         65.191
_diffrn_reflns_theta_full        65.191
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4147
_reflns_number_gt                3710
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.874
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_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          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0638P)²+0.6903P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.0(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4147
_refine_ls_number_parameters     334
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0554
_refine_ls_wR_factor_ref         0.1431
_refine_ls_wR_factor_gt          0.1370
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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 -0.2636(7) 0.9426(8) 0.3840(5) 0.140(3) Uani 1 1 d . . . . .
O2 O -0.1557(3) 0.9512(4) 0.2720(2) 0.0457(8) Uani 1 1 d . . . . .
O3 O 0.3339(3) 0.4221(4) 0.2528(2) 0.0508(9) Uani 1 1 d . . . . .
O4 O 0.2269(3) 0.9287(4) -0.0920(2) 0.0452(8) Uani 1 1 d . . . . .
C1 C 0.5391(5) 0.7316(7) 0.4781(4) 0.0590(15) Uani 1 1 d . . . . .
H1A H 0.5716 0.8139 0.4473 0.088 Uiso 1 1 calc R U . . .
H1B H 0.6111 0.6867 0.5249 0.088 Uiso 1 1 calc R U . . .
H1C H 0.4738 0.7671 0.5103 0.088 Uiso 1 1 calc R U . . .
C2 C 0.4785(4) 0.6197(6) 0.4043(3) 0.0442(11) Uani 1 1 d . . . . .
C3 C 0.5766(4) 0.5402(7) 0.3634(4) 0.0557(14) Uani 1 1 d . . . . .
H3A H 0.5375 0.4508 0.3315 0.084 Uiso 1 1 calc R U . . .
H3B H 0.6520 0.5146 0.4148 0.084 Uiso 1 1 calc R U . . .
H3C H 0.6041 0.6035 0.3174 0.084 Uiso 1 1 calc R U . . .
C4 C 0.3503(4) 0.5933(5) 0.3806(3) 0.0349(10) Uani 1 1 d . . . . .
C5 C 0.2550(4) 0.6784(6) 0.4228(3) 0.0416(11) Uani 1 1 d . . . . .
H5A H 0.2963 0.7717 0.4488 0.050 Uiso 1 1 calc R U . . .
H5B H 0.2381 0.6216 0.4767 0.050 Uiso 1 1 calc R U . . .
C6 C 0.1257(4) 0.7130(5) 0.3541(3) 0.0354(10) Uani 1 1 d . . . . .
C7 C 0.0432(4) 0.6212(5) 0.2964(3) 0.0332(9) Uani 1 1 d . . . . .
C8 C -0.0647(5) 0.3848(6) 0.3163(3) 0.0474(12) Uani 1 1 d . . . . .
H8A H -0.1467 0.4220 0.2768 0.071 Uiso 1 1 calc R U . . .
H8B H -0.0597 0.4068 0.3833 0.071 Uiso 1 1 calc R U . . .
H8C H -0.0602 0.2787 0.3079 0.071 Uiso 1 1 calc R U . . .
C9 C 0.2932(4) 0.4673(5) 0.3193(3) 0.0389(10) Uani 1 1 d . . . . .
C10 C 0.0715(4) 0.8681(5) 0.3351(3) 0.0348(10) Uani 1 1 d . . . . .
C11 C -0.0732(4) 0.8273(5) 0.3122(3) 0.0383(10) Uani 1 1 d . . . . .
H11 H -0.0987 0.7837 0.3683 0.046 Uiso 1 1 calc R U . . .
C12 C -0.0659(4) 0.7125(5) 0.2372(3) 0.0314(9) Uani 1 1 d . . . . .
H12 H -0.1484 0.6588 0.2093 0.038 Uiso 1 1 calc R U . . .
C13 C -0.0123(3) 0.8083(5) 0.1660(3) 0.0302(9) Uani 1 1 d . . . . .
H13 H -0.0842 0.8664 0.1248 0.036 Uiso 1 1 calc R U . . .
C14 C 0.0648(3) 0.7272(5) 0.1039(3) 0.0292(9) Uani 1 1 d . . . . .
H14 H 0.0565 0.6191 0.1117 0.035 Uiso 1 1 calc R U . . .
C15 C 0.2043(4) 0.7735(5) 0.1460(3) 0.0312(9) Uani 1 1 d . . . . .
C16 C 0.3156(4) 0.7016(6) 0.1155(3) 0.0348(9) Uani 1 1 d . . . . .
H16A H 0.2929 0.5982 0.0988 0.042 Uiso 1 1 calc R U . . .
H16B H 0.3931 0.7022 0.1697 0.042 Uiso 1 1 calc R U . . .
C17 C 0.3493(4) 0.7767(5) 0.0308(3) 0.0323(9) Uani 1 1 d . . . . .
C18 C 0.2332(4) 0.8171(5) -0.0444(3) 0.0317(9) Uani 1 1 d . . . . .
C19 C 0.1141(4) 0.7188(5) -0.0601(3) 0.0336(9) Uani 1 1 d . . . . .
H19A H 0.1423 0.6172 -0.0422 0.040 Uiso 1 1 calc R U . . .
H19B H 0.0695 0.7191 -0.1286 0.040 Uiso 1 1 calc R U . . .
C20 C 0.0176(4) 0.7676(5) -0.0020(3) 0.0299(9) Uani 1 1 d . . . . .
H20 H 0.0113 0.8768 -0.0061 0.036 Uiso 1 1 calc R U . . .
C21 C 0.4708(4) 0.7986(5) 0.0215(3) 0.0378(10) Uani 1 1 d . . . . .
C22 C 0.5898(4) 0.7561(6) 0.0965(4) 0.0480(12) Uani 1 1 d . . . . .
H22A H 0.6267 0.6663 0.0770 0.072 Uiso 1 1 calc R U . . .
H22B H 0.5662 0.7393 0.1569 0.072 Uiso 1 1 calc R U . . .
H22C H 0.6540 0.8351 0.1044 0.072 Uiso 1 1 calc R U . . .
C23 C 0.5045(5) 0.8642(7) -0.0648(4) 0.0500(13) Uani 1 1 d . . . . .
H23A H 0.4250 0.8795 -0.1148 0.075 Uiso 1 1 calc R U . . .
H23B H 0.5621 0.7975 -0.0880 0.075 Uiso 1 1 calc R U . . .
H23C H 0.5484 0.9582 -0.0476 0.075 Uiso 1 1 calc R U . . .
C24 C -0.1173(4) 0.7063(6) -0.0463(3) 0.0356(10) Uani 1 1 d . . . . .
H24A H -0.1496 0.7472 -0.1102 0.053 Uiso 1 1 calc R U . . .
H24B H -0.1765 0.7328 -0.0066 0.053 Uiso 1 1 calc R U . . .
H24C H -0.1125 0.5994 -0.0504 0.053 Uiso 1 1 calc R U . . .
C25 C -0.2487(5) 0.9918(6) 0.3119(4) 0.0526(13) Uani 1 1 d . . . . .
C26 C -0.3303(5) 1.1129(6) 0.2585(5) 0.0613(16) Uani 1 1 d . . . . .
H26A H -0.3609 1.0858 0.1914 0.074 Uiso 1 1 d R U . . .
H26B H -0.2787 1.2029 0.2635 0.074 Uiso 1 1 d R U . . .
H26C H -0.4050 1.1290 0.2856 0.074 Uiso 1 1 d R U . . .
C27 C 0.1160(5) 0.9824(6) 0.4119(3) 0.0456(11) Uani 1 1 d . . . . .
H27A H 0.2061 1.0098 0.4148 0.068 Uiso 1 1 calc R U . . .
H27B H 0.1104 0.9422 0.4735 0.068 Uiso 1 1 calc R U . . .
H27C H 0.0604 1.0691 0.3972 0.068 Uiso 1 1 calc R U . . .
C28 C 0.0845(4) 0.9118(5) 0.2326(3) 0.0308(9) Uani 1 1 d . . . . .
H28 H 0.0599 1.0166 0.2185 0.037 Uiso 1 1 calc R U . . .
C29 C 0.1778(4) 0.3927(5) 0.3434(3) 0.0430(11) Uani 1 1 d . . . . .
H29A H 0.1838 0.4036 0.4123 0.052 Uiso 1 1 calc R U . . .
H29B H 0.1798 0.2869 0.3293 0.052 Uiso 1 1 calc R U . . .
C30 C 0.3346(4) 0.9590(6) 0.2600(4) 0.0454(11) Uani 1 1 d . . . . .
H30A H 0.4068 0.9275 0.2337 0.068 Uiso 1 1 calc R U . . .
H30B H 0.3550 0.9376 0.3283 0.068 Uiso 1 1 calc R U . . .
H30C H 0.3210 1.0645 0.2501 0.068 Uiso 1 1 calc R U . . .
C31 C 0.0486(4) 0.4581(5) 0.2867(3) 0.0357(10) Uani 1 1 d . . . . .
H31 H 0.0401 0.4354 0.2179 0.043 Uiso 1 1 calc R U . . .
C32 C 0.2137(4) 0.8786(5) 0.2111(3) 0.0331(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C25 1.183(7) . ?
O2 C25 1.314(6) . ?
O2 C11 1.463(6) . ?
O3 C9 1.221(6) . ?
O4 C18 1.223(5) . ?
C1 C2 1.506(8) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C4 1.342(6) . ?
C2 C3 1.505(8) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C9 1.489(7) . ?
C4 C5 1.520(7) . ?
C5 C6 1.520(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.347(6) . ?
C6 C10 1.529(7) . ?
C7 C31 1.500(6) . ?
C7 C12 1.514(6) . ?
C8 C31 1.528(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C29 1.517(7) . ?
C10 C27 1.516(7) . ?
C10 C11 1.538(6) . ?
C10 C28 1.577(6) . ?
C11 C12 1.527(6) . ?
C11 H11 1.0000 . ?
C12 C13 1.563(6) . ?
C12 H12 1.0000 . ?
C13 C14 1.546(6) . ?
C13 C28 1.549(6) . ?
C13 H13 1.0000 . ?
C14 C15 1.519(5) . ?
C14 C20 1.539(6) . ?
C14 H14 1.0000 . ?
C15 C32 1.332(6) . ?
C15 C16 1.510(6) . ?
C16 C17 1.524(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C21 1.346(6) . ?
C17 C18 1.479(6) . ?
C18 C19 1.523(6) . ?
C19 C20 1.545(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C24 1.527(5) . ?
C20 H20 1.0000 . ?
C21 C22 1.503(6) . ?
C21 C23 1.507(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.499(8) . ?
C26 H26A 0.9792 . ?
C26 H26B 0.9810 . ?
C26 H26C 0.9794 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C32 1.511(6) . ?
C28 H28 1.0000 . ?
C29 C31 1.538(6) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C32 1.500(6) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31 1.0000 . ?

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
C25 O2 C11 119.0(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C4 C2 C3 124.7(5) . . ?
C4 C2 C1 122.3(5) . . ?
C3 C2 C1 113.0(4) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 C9 122.1(4) . . ?
C2 C4 C5 122.7(4) . . ?
C9 C4 C5 114.9(4) . . ?
C4 C5 C6 115.3(4) . . ?
C4 C5 H5A 108.4 . . ?
C6 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
C6 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
C7 C6 C5 128.7(4) . . ?
C7 C6 C10 107.8(4) . . ?
C5 C6 C10 123.4(4) . . ?
C6 C7 C31 130.0(4) . . ?
C6 C7 C12 107.6(4) . . ?
C31 C7 C12 122.4(4) . . ?
C31 C8 H8A 109.5 . . ?
C31 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C31 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 C9 C4 124.1(4) . . ?
O3 C9 C29 119.5(4) . . ?
C4 C9 C29 116.4(4) . . ?
C27 C10 C6 118.0(4) . . ?
C27 C10 C11 116.2(4) . . ?
C6 C10 C11 97.3(3) . . ?
C27 C10 C28 115.8(4) . . ?
C6 C10 C28 106.8(3) . . ?
C11 C10 C28 99.9(3) . . ?
O2 C11 C12 112.2(3) . . ?
O2 C11 C10 111.7(4) . . ?
C12 C11 C10 95.6(3) . . ?
O2 C11 H11 112.1 . . ?
C12 C11 H11 112.1 . . ?
C10 C11 H11 112.1 . . ?
C7 C12 C11 98.0(3) . . ?
C7 C12 C13 109.3(3) . . ?
C11 C12 C13 100.1(3) . . ?
C7 C12 H12 115.7 . . ?
C11 C12 H12 115.7 . . ?
C13 C12 H12 115.7 . . ?
C14 C13 C28 106.8(3) . . ?
C14 C13 C12 116.5(4) . . ?
C28 C13 C12 103.0(3) . . ?
C14 C13 H13 110.1 . . ?
C28 C13 H13 110.1 . . ?
C12 C13 H13 110.1 . . ?
C15 C14 C20 112.5(3) . . ?
C15 C14 C13 103.7(3) . . ?
C20 C14 C13 112.1(3) . . ?
C15 C14 H14 109.5 . . ?
C20 C14 H14 109.5 . . ?
C13 C14 H14 109.5 . . ?
C32 C15 C16 126.3(4) . . ?
C32 C15 C14 112.4(3) . . ?
C16 C15 C14 121.2(4) . . ?
C15 C16 C17 113.3(4) . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C17 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C21 C17 C18 122.5(4) . . ?
C21 C17 C16 124.6(4) . . ?
C18 C17 C16 112.8(3) . . ?
O4 C18 C17 123.0(4) . . ?
O4 C18 C19 118.6(4) . . ?
C17 C18 C19 118.4(4) . . ?
C18 C19 C20 112.7(3) . . ?
C18 C19 H19A 109.1 . . ?
C20 C19 H19A 109.1 . . ?
C18 C19 H19B 109.1 . . ?
C20 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C24 C20 C14 112.0(3) . . ?
C24 C20 C19 110.2(3) . . ?
C14 C20 C19 112.1(3) . . ?
C24 C20 H20 107.4 . . ?
C14 C20 H20 107.4 . . ?
C19 C20 H20 107.4 . . ?
C17 C21 C22 123.2(4) . . ?
C17 C21 C23 124.8(4) . . ?
C22 C21 C23 112.0(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O1 C25 O2 124.0(6) . . ?
O1 C25 C26 123.5(5) . . ?
O2 C25 C26 112.5(5) . . ?
C25 C26 H26A 109.6 . . ?
C25 C26 H26B 109.7 . . ?
H26A C26 H26B 109.3 . . ?
C25 C26 H26C 109.1 . . ?
H26A C26 H26C 109.4 . . ?
H26B C26 H26C 109.7 . . ?
C10 C27 H27A 109.5 . . ?
C10 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C10 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C32 C28 C13 104.3(3) . . ?
C32 C28 C10 115.9(3) . . ?
C13 C28 C10 103.6(3) . . ?
C32 C28 H28 110.8 . . ?
C13 C28 H28 110.8 . . ?
C10 C28 H28 110.8 . . ?
C9 C29 C31 111.6(4) . . ?
C9 C29 H29A 109.3 . . ?
C31 C29 H29A 109.3 . . ?
C9 C29 H29B 109.3 . . ?
C31 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C32 C30 H30A 109.5 . . ?
C32 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C32 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C7 C31 C8 111.0(4) . . ?
C7 C31 C29 112.7(4) . . ?
C8 C31 C29 109.9(4) . . ?
C7 C31 H31 107.7 . . ?
C8 C31 H31 107.7 . . ?
C29 C31 H31 107.7 . . ?
C15 C32 C30 126.5(4) . . ?
C15 C32 C28 112.1(3) . . ?
C30 C32 C28 121.3(4) . . ?

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
C3 C2 C4 C9 8.0(7) . . . . ?
C1 C2 C4 C9 -170.2(4) . . . . ?
C3 C2 C4 C5 -179.0(5) . . . . ?
C1 C2 C4 C5 2.9(7) . . . . ?
C2 C4 C5 C6 141.7(5) . . . . ?
C9 C4 C5 C6 -44.8(5) . . . . ?
C4 C5 C6 C7 51.5(6) . . . . ?
C4 C5 C6 C10 -124.3(4) . . . . ?
C5 C6 C7 C31 4.5(7) . . . . ?
C10 C6 C7 C31 -179.2(4) . . . . ?
C5 C6 C7 C12 -175.6(4) . . . . ?
C10 C6 C7 C12 0.8(4) . . . . ?
C2 C4 C9 O3 -35.8(7) . . . . ?
C5 C4 C9 O3 150.7(4) . . . . ?
C2 C4 C9 C29 143.8(4) . . . . ?
C5 C4 C9 C29 -29.7(5) . . . . ?
C7 C6 C10 C27 158.3(4) . . . . ?
C5 C6 C10 C27 -25.2(6) . . . . ?
C7 C6 C10 C11 33.4(4) . . . . ?
C5 C6 C10 C11 -150.1(4) . . . . ?
C7 C6 C10 C28 -69.3(4) . . . . ?
C5 C6 C10 C28 107.3(4) . . . . ?
C25 O2 C11 C12 128.0(4) . . . . ?
C25 O2 C11 C10 -126.0(4) . . . . ?
C27 C10 C11 O2 64.9(5) . . . . ?
C6 C10 C11 O2 -168.9(3) . . . . ?
C28 C10 C11 O2 -60.4(4) . . . . ?
C27 C10 C11 C12 -178.6(4) . . . . ?
C6 C10 C11 C12 -52.4(3) . . . . ?
C28 C10 C11 C12 56.2(4) . . . . ?
C6 C7 C12 C11 -34.9(4) . . . . ?
C31 C7 C12 C11 145.0(4) . . . . ?
C6 C7 C12 C13 68.8(4) . . . . ?
C31 C7 C12 C13 -111.2(4) . . . . ?
O2 C11 C12 C7 169.4(3) . . . . ?
C10 C11 C12 C7 53.2(4) . . . . ?
O2 C11 C12 C13 58.0(4) . . . . ?
C10 C11 C12 C13 -58.1(3) . . . . ?
C7 C12 C13 C14 51.8(4) . . . . ?
C11 C12 C13 C14 154.0(3) . . . . ?
C7 C12 C13 C28 -64.8(4) . . . . ?
C11 C12 C13 C28 37.5(4) . . . . ?
C28 C13 C14 C15 6.8(4) . . . . ?
C12 C13 C14 C15 -107.6(4) . . . . ?
C28 C13 C14 C20 -114.8(3) . . . . ?
C12 C13 C14 C20 130.9(4) . . . . ?
C20 C14 C15 C32 113.2(4) . . . . ?
C13 C14 C15 C32 -8.0(5) . . . . ?
C20 C14 C15 C16 -67.8(5) . . . . ?
C13 C14 C15 C16 170.9(4) . . . . ?
C32 C15 C16 C17 -91.6(5) . . . . ?
C14 C15 C16 C17 89.6(5) . . . . ?
C15 C16 C17 C21 140.0(4) . . . . ?
C15 C16 C17 C18 -43.1(5) . . . . ?
C21 C17 C18 O4 -38.8(7) . . . . ?
C16 C17 C18 O4 144.2(4) . . . . ?
C21 C17 C18 C19 143.9(4) . . . . ?
C16 C17 C18 C19 -33.1(5) . . . . ?
O4 C18 C19 C20 -85.1(5) . . . . ?
C17 C18 C19 C20 92.3(5) . . . . ?
C15 C14 C20 C24 173.8(4) . . . . ?
C13 C14 C20 C24 -69.8(5) . . . . ?
C15 C14 C20 C19 49.3(5) . . . . ?
C13 C14 C20 C19 165.7(3) . . . . ?
C18 C19 C20 C24 158.7(4) . . . . ?
C18 C19 C20 C14 -75.8(5) . . . . ?
C18 C17 C21 C22 -179.1(4) . . . . ?
C16 C17 C21 C22 -2.5(7) . . . . ?
C18 C17 C21 C23 -0.6(7) . . . . ?
C16 C17 C21 C23 176.0(5) . . . . ?
C11 O2 C25 O1 6.9(9) . . . . ?
C11 O2 C25 C26 -175.9(4) . . . . ?
C14 C13 C28 C32 -3.8(4) . . . . ?
C12 C13 C28 C32 119.5(3) . . . . ?
C14 C13 C28 C10 -125.5(3) . . . . ?
C12 C13 C28 C10 -2.2(4) . . . . ?
C27 C10 C28 C32 87.5(5) . . . . ?
C6 C10 C28 C32 -46.2(5) . . . . ?
C11 C10 C28 C32 -147.0(4) . . . . ?
C27 C10 C28 C13 -158.9(4) . . . . ?
C6 C10 C28 C13 67.4(4) . . . . ?
C11 C10 C28 C13 -33.4(4) . . . . ?
O3 C9 C29 C31 -87.9(5) . . . . ?
C4 C9 C29 C31 92.5(5) . . . . ?
C6 C7 C31 C8 115.3(5) . . . . ?
C12 C7 C31 C8 -64.6(5) . . . . ?
C6 C7 C31 C29 -8.4(6) . . . . ?
C12 C7 C31 C29 171.6(4) . . . . ?
C9 C29 C31 C7 -53.1(5) . . . . ?
C9 C29 C31 C8 -177.5(4) . . . . ?
C16 C15 C32 C30 7.1(7) . . . . ?
C14 C15 C32 C30 -174.0(4) . . . . ?
C16 C15 C32 C28 -172.9(4) . . . . ?
C14 C15 C32 C28 6.0(5) . . . . ?
C13 C28 C32 C15 -1.2(5) . . . . ?
C10 C28 C32 C15 111.9(4) . . . . ?
C13 C28 C32 C30 178.8(4) . . . . ?
C10 C28 C32 C30 -68.1(6) . . . . ?

_refine_diff_density_max         0.400
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_t_a
_database_code_depnum_ccdc_archive 'CCDC 1841412'
_audit_update_record             
;
2018-05-04 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        X-55
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H36 O6'
_chemical_formula_sum            'C30 H36 O6'
_chemical_formula_weight         492.59

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.7928(4)
_cell_length_b                   10.793
_cell_length_c                   23.0110(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2680.43(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      3.84
_cell_measurement_theta_max      68.33

_exptl_crystal_description       blcok
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   0.7005
_exptl_transmission_factor_max   0.7531
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.678
_shelx_estimated_absorpt_T_min   0.888
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25393
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.842
_diffrn_reflns_theta_max         68.642
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4911
_reflns_number_gt                4255
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.758
_reflns_Friedel_fraction_max     0.991
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0590P)²+0.1675P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1648 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(8)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4911
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0985
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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 -0.06662(18) 0.68306(19) 0.56844(9) 0.0595(5) Uani 1 1 d . . . . .
C1 C 0.0250(2) 0.6060(2) 0.59508(10) 0.0440(6) Uani 1 1 d . . . . .
O2 O 0.00139(19) 0.79568(19) 0.55182(9) 0.0627(5) Uani 1 1 d . . . . .
C2 C 0.1383(2) 0.6304(2) 0.55870(10) 0.0420(6) Uani 1 1 d . . . . .
O5 O 0.4795(2) 0.59469(18) 0.65285(9) 0.0675(6) Uani 1 1 d . . . . .
C5 C 0.0401(2) 0.3807(2) 0.62780(11) 0.0427(5) Uani 1 1 d . . . . .
H5 H 0.0398 0.4116 0.6678 0.051 Uiso 1 1 calc R U . . .
O4 O 0.3598(2) 0.15315(19) 0.54890(9) 0.0717(6) Uani 1 1 d . . . . .
C4 C -0.0282(2) 0.4764(2) 0.59103(11) 0.0480(6) Uani 1 1 d . . . . .
H4A H -0.0262 0.4501 0.5507 0.058 Uiso 1 1 calc R U . . .
H4B H -0.1142 0.4788 0.6031 0.058 Uiso 1 1 calc R U . . .
O3 O 0.05083(18) 0.64329(17) 0.65193(7) 0.0518(5) Uani 1 1 d . . . . .
H3 H -0.0029 0.6167 0.6738 0.078 Uiso 1 1 calc R U . . .
C3 C 0.1157(3) 0.7500(2) 0.52611(11) 0.0482(6) Uani 1 1 d . . . . .
O6 O 0.1315(2) 0.0524(2) 0.77334(11) 0.0747(7) Uani 1 1 d . . . . .
C6 C 0.1743(2) 0.3626(2) 0.61081(9) 0.0390(5) Uani 1 1 d . . . . .
C7 C 0.2529(2) 0.4358(2) 0.58022(9) 0.0394(5) Uani 1 1 d . . . . .
C8 C 0.2351(2) 0.5564(2) 0.55321(10) 0.0431(6) Uani 1 1 d . . . . .
H8 H 0.2990 0.5844 0.5295 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2471(2) 0.2508(2) 0.63115(10) 0.0399(5) Uani 1 1 d . . . . .
H9 H 0.1982 0.1770 0.6406 0.048 Uiso 1 1 calc R U . . .
C10 C 0.3338(3) 0.2392(2) 0.57915(10) 0.0462(6) Uani 1 1 d . . . . .
C11 C 0.3800(2) 0.3729(2) 0.57804(10) 0.0419(5) Uani 1 1 d . . . . .
C12 C 0.3466(2) 0.2909(2) 0.67794(10) 0.0372(5) Uani 1 1 d . . . . .
C13 C 0.4379(2) 0.3748(2) 0.64106(10) 0.0416(5) Uani 1 1 d . . . . .
C14 C 0.2941(2) 0.3787(2) 0.72324(10) 0.0384(5) Uani 1 1 d . . . . .
C15 C 0.3372(3) 0.4933(2) 0.71676(12) 0.0482(6) Uani 1 1 d . . . . .
H15 H 0.3144 0.5596 0.7403 0.058 Uiso 1 1 calc R U . . .
C16 C 0.4241(3) 0.5033(2) 0.66873(11) 0.0471(6) Uani 1 1 d . . . . .
C17 C 0.4106(2) 0.1748(2) 0.70441(10) 0.0405(5) Uani 1 1 d . . . . .
H17A H 0.4678 0.1412 0.6760 0.049 Uiso 1 1 calc R U . . .
H17B H 0.4587 0.2004 0.7379 0.049 Uiso 1 1 calc R U . . .
C18 C 0.3219(2) 0.0727(2) 0.72300(10) 0.0407(5) Uani 1 1 d . . . . .
C19 C 0.2292(3) 0.1086(2) 0.76703(11) 0.0462(6) Uani 1 1 d . . . . .
C20 C 0.2506(3) 0.2242(2) 0.80235(10) 0.0436(6) Uani 1 1 d . . . . .
H20A H 0.3384 0.2337 0.8102 0.052 Uiso 1 1 calc R U . . .
H20B H 0.2076 0.2176 0.8392 0.052 Uiso 1 1 calc R U . . .
C21 C 0.2028(2) 0.3379(2) 0.76879(11) 0.0438(6) Uani 1 1 d . . . . .
H21 H 0.1273 0.3123 0.7484 0.053 Uiso 1 1 calc R U . . .
C22 C 0.1661(4) 0.4404(3) 0.81120(15) 0.0707(9) Uani 1 1 d . . . . .
H22A H 0.2381 0.4681 0.8320 0.106 Uiso 1 1 calc R U . . .
H22B H 0.1061 0.4090 0.8382 0.106 Uiso 1 1 calc R U . . .
H22C H 0.1310 0.5086 0.7900 0.106 Uiso 1 1 calc R U . . .
C23 C 0.3290(3) -0.0425(2) 0.70126(10) 0.0458(6) Uani 1 1 d . . . . .
C24 C 0.2422(3) -0.1463(2) 0.71661(14) 0.0644(8) Uani 1 1 d . . . . .
H24A H 0.1778 -0.1515 0.6879 0.097 Uiso 1 1 calc R U . . .
H24B H 0.2062 -0.1307 0.7540 0.097 Uiso 1 1 calc R U . . .
H24C H 0.2872 -0.2230 0.7177 0.097 Uiso 1 1 calc R U . . .
C25 C 0.4276(3) -0.0787(3) 0.65817(13) 0.0588(7) Uani 1 1 d . . . . .
H25A H 0.4273 -0.1671 0.6532 0.088 Uiso 1 1 calc R U . . .
H25B H 0.5072 -0.0528 0.6723 0.088 Uiso 1 1 calc R U . . .
H25C H 0.4112 -0.0395 0.6215 0.088 Uiso 1 1 calc R U . . .
C26 C 0.5749(3) 0.3398(3) 0.64111(14) 0.0610(8) Uani 1 1 d . . . . .
H26A H 0.5862 0.2643 0.6197 0.092 Uiso 1 1 calc R U . . .
H26B H 0.6025 0.3282 0.6804 0.092 Uiso 1 1 calc R U . . .
H26C H 0.6221 0.4049 0.6233 0.092 Uiso 1 1 calc R U . . .
C27 C 0.4651(3) 0.4081(3) 0.52826(12) 0.0577(7) Uani 1 1 d . . . . .
H27A H 0.5303 0.3480 0.5250 0.087 Uiso 1 1 calc R U . . .
H27B H 0.5003 0.4883 0.5356 0.087 Uiso 1 1 calc R U . . .
H27C H 0.4186 0.4104 0.4927 0.087 Uiso 1 1 calc R U . . .
C28 C -0.0333(3) 0.2597(3) 0.62776(17) 0.0710(9) Uani 1 1 d . . . . .
H28A H -0.0337 0.2252 0.5893 0.106 Uiso 1 1 calc R U . . .
H28B H -0.1170 0.2757 0.6399 0.106 Uiso 1 1 calc R U . . .
H28C H 0.0045 0.2020 0.6541 0.106 Uiso 1 1 calc R U . . .
C29 C 0.0981(4) 0.7246(3) 0.46180(12) 0.0736(10) Uani 1 1 d . . . . .
H29A H 0.0760 0.8000 0.4423 0.110 Uiso 1 1 calc R U . . .
H29B H 0.0334 0.6646 0.4567 0.110 Uiso 1 1 calc R U . . .
H29C H 0.1739 0.6929 0.4458 0.110 Uiso 1 1 calc R U . . .
C30 C 0.2106(3) 0.8499(3) 0.53762(15) 0.0652(8) Uani 1 1 d . . . . .
H30A H 0.2902 0.8231 0.5239 0.098 Uiso 1 1 calc R U . . .
H30B H 0.2149 0.8659 0.5786 0.098 Uiso 1 1 calc R U . . .
H30C H 0.1869 0.9244 0.5177 0.098 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 1.430(3) . ?
O1 O2 1.471(3) . ?
C1 O3 1.397(3) . ?
C1 C2 1.505(3) . ?
C1 C4 1.514(4) . ?
O2 C3 1.454(3) . ?
C2 C8 1.321(4) . ?
C2 C3 1.513(3) . ?
O5 C16 1.210(3) . ?
C5 C6 1.513(3) . ?
C5 C4 1.525(4) . ?
C5 C28 1.528(4) . ?
C5 H5 0.9800 . ?
O4 C10 1.194(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
O3 H3 0.8200 . ?
C3 C30 1.510(4) . ?
C3 C29 1.517(4) . ?
O6 C19 1.226(3) . ?
C6 C7 1.356(3) . ?
C6 C9 1.514(3) . ?
C7 C8 1.455(3) . ?
C7 C11 1.531(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.524(3) . ?
C9 C12 1.581(3) . ?
C9 H9 0.9800 . ?
C10 C11 1.526(3) . ?
C11 C27 1.517(4) . ?
C11 C13 1.579(3) . ?
C12 C14 1.519(3) . ?
C12 C17 1.554(3) . ?
C12 C13 1.584(3) . ?
C13 C26 1.526(4) . ?
C13 C16 1.533(3) . ?
C14 C15 1.330(3) . ?
C14 C21 1.504(3) . ?
C15 C16 1.453(4) . ?
C15 H15 0.9300 . ?
C17 C18 1.521(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C23 1.343(3) . ?
C18 C19 1.475(4) . ?
C19 C20 1.507(3) . ?
C20 C21 1.539(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.527(4) . ?
C21 H21 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.503(4) . ?
C23 C25 1.506(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 O2 104.30(18) . . ?
O3 C1 O1 111.8(2) . . ?
O3 C1 C2 108.0(2) . . ?
O1 C1 C2 102.81(19) . . ?
O3 C1 C4 113.5(2) . . ?
O1 C1 C4 104.4(2) . . ?
C2 C1 C4 115.8(2) . . ?
C3 O2 O1 104.43(18) . . ?
C8 C2 C1 126.1(2) . . ?
C8 C2 C3 126.6(2) . . ?
C1 C2 C3 107.1(2) . . ?
C6 C5 C4 114.0(2) . . ?
C6 C5 C28 112.7(2) . . ?
C4 C5 C28 109.2(2) . . ?
C6 C5 H5 106.8 . . ?
C4 C5 H5 106.8 . . ?
C28 C5 H5 106.8 . . ?
C1 C4 C5 114.1(2) . . ?
C1 C4 H4A 108.7 . . ?
C5 C4 H4A 108.7 . . ?
C1 C4 H4B 108.7 . . ?
C5 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C1 O3 H3 109.5 . . ?
O2 C3 C30 105.2(2) . . ?
O2 C3 C2 103.0(2) . . ?
C30 C3 C2 114.4(2) . . ?
O2 C3 C29 110.6(2) . . ?
C30 C3 C29 112.7(3) . . ?
C2 C3 C29 110.4(2) . . ?
C7 C6 C5 131.2(2) . . ?
C7 C6 C9 107.5(2) . . ?
C5 C6 C9 121.3(2) . . ?
C6 C7 C8 131.3(2) . . ?
C6 C7 C11 108.6(2) . . ?
C8 C7 C11 120.0(2) . . ?
C2 C8 C7 127.2(2) . . ?
C2 C8 H8 116.4 . . ?
C7 C8 H8 116.4 . . ?
C6 C9 C10 98.12(18) . . ?
C6 C9 C12 110.19(17) . . ?
C10 C9 C12 98.05(19) . . ?
C6 C9 H9 115.9 . . ?
C10 C9 H9 115.9 . . ?
C12 C9 H9 115.9 . . ?
O4 C10 C9 131.7(2) . . ?
O4 C10 C11 130.4(2) . . ?
C9 C10 C11 97.82(19) . . ?
C27 C11 C10 116.6(2) . . ?
C27 C11 C7 117.1(2) . . ?
C10 C11 C7 97.2(2) . . ?
C27 C11 C13 116.8(2) . . ?
C10 C11 C13 97.25(18) . . ?
C7 C11 C13 108.57(18) . . ?
C14 C12 C17 113.59(18) . . ?
C14 C12 C9 112.59(19) . . ?
C17 C12 C9 110.37(18) . . ?
C14 C12 C13 104.04(18) . . ?
C17 C12 C13 113.26(19) . . ?
C9 C12 C13 102.33(17) . . ?
C26 C13 C16 108.5(2) . . ?
C26 C13 C11 112.4(2) . . ?
C16 C13 C11 110.80(19) . . ?
C26 C13 C12 117.4(2) . . ?
C16 C13 C12 103.57(19) . . ?
C11 C13 C12 103.80(19) . . ?
C15 C14 C21 125.4(2) . . ?
C15 C14 C12 111.9(2) . . ?
C21 C14 C12 122.67(19) . . ?
C14 C15 C16 112.3(2) . . ?
C14 C15 H15 123.8 . . ?
C16 C15 H15 123.8 . . ?
O5 C16 C15 127.5(2) . . ?
O5 C16 C13 124.4(3) . . ?
C15 C16 C13 108.2(2) . . ?
C18 C17 C12 114.5(2) . . ?
C18 C17 H17A 108.6 . . ?
C12 C17 H17A 108.6 . . ?
C18 C17 H17B 108.6 . . ?
C12 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C23 C18 C19 122.6(2) . . ?
C23 C18 C17 122.0(2) . . ?
C19 C18 C17 115.4(2) . . ?
O6 C19 C18 122.3(2) . . ?
O6 C19 C20 118.6(2) . . ?
C18 C19 C20 119.0(2) . . ?
C19 C20 C21 109.77(19) . . ?
C19 C20 H20A 109.7 . . ?
C21 C20 H20A 109.7 . . ?
C19 C20 H20B 109.7 . . ?
C21 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
C14 C21 C22 113.8(2) . . ?
C14 C21 C20 111.3(2) . . ?
C22 C21 C20 110.1(2) . . ?
C14 C21 H21 107.1 . . ?
C22 C21 H21 107.1 . . ?
C20 C21 H21 107.1 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C23 C24 124.6(3) . . ?
C18 C23 C25 121.8(3) . . ?
C24 C23 C25 113.7(2) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C13 C26 H26A 109.5 . . ?
C13 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C13 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C11 C27 H27A 109.5 . . ?
C11 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C11 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C5 C28 H28A 109.5 . . ?
C5 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C5 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C3 C29 H29A 109.5 . . ?
C3 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C3 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C3 C30 H30A 109.5 . . ?
C3 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C3 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
O2 O1 C1 O3 78.1(2) . . . . ?
O2 O1 C1 C2 -37.5(2) . . . . ?
O2 O1 C1 C4 -158.78(19) . . . . ?
C1 O1 O2 C3 44.4(2) . . . . ?
O3 C1 C2 C8 84.3(3) . . . . ?
O1 C1 C2 C8 -157.3(2) . . . . ?
C4 C1 C2 C8 -44.2(3) . . . . ?
O3 C1 C2 C3 -100.1(2) . . . . ?
O1 C1 C2 C3 18.2(3) . . . . ?
C4 C1 C2 C3 131.3(2) . . . . ?
O3 C1 C4 C5 -45.8(3) . . . . ?
O1 C1 C4 C5 -167.8(2) . . . . ?
C2 C1 C4 C5 80.0(3) . . . . ?
C6 C5 C4 C1 -61.8(3) . . . . ?
C28 C5 C4 C1 171.2(2) . . . . ?
O1 O2 C3 C30 -151.0(2) . . . . ?
O1 O2 C3 C2 -30.9(2) . . . . ?
O1 O2 C3 C29 87.1(3) . . . . ?
C8 C2 C3 O2 -176.4(2) . . . . ?
C1 C2 C3 O2 8.1(3) . . . . ?
C8 C2 C3 C30 -62.8(3) . . . . ?
C1 C2 C3 C30 121.7(3) . . . . ?
C8 C2 C3 C29 65.5(4) . . . . ?
C1 C2 C3 C29 -110.0(3) . . . . ?
C4 C5 C6 C7 19.7(4) . . . . ?
C28 C5 C6 C7 144.8(3) . . . . ?
C4 C5 C6 C9 -164.1(2) . . . . ?
C28 C5 C6 C9 -38.9(3) . . . . ?
C5 C6 C7 C8 -0.1(4) . . . . ?
C9 C6 C7 C8 -176.7(2) . . . . ?
C5 C6 C7 C11 178.0(2) . . . . ?
C9 C6 C7 C11 1.4(2) . . . . ?
C1 C2 C8 C7 0.7(4) . . . . ?
C3 C2 C8 C7 -173.9(2) . . . . ?
C6 C7 C8 C2 8.9(4) . . . . ?
C11 C7 C8 C2 -169.0(2) . . . . ?
C7 C6 C9 C10 -33.6(2) . . . . ?
C5 C6 C9 C10 149.4(2) . . . . ?
C7 C6 C9 C12 68.1(2) . . . . ?
C5 C6 C9 C12 -108.9(2) . . . . ?
C6 C9 C10 O4 -129.3(3) . . . . ?
C12 C9 C10 O4 118.8(3) . . . . ?
C6 C9 C10 C11 51.7(2) . . . . ?
C12 C9 C10 C11 -60.2(2) . . . . ?
O4 C10 C11 C27 5.5(4) . . . . ?
C9 C10 C11 C27 -175.5(2) . . . . ?
O4 C10 C11 C7 130.8(3) . . . . ?
C9 C10 C11 C7 -50.2(2) . . . . ?
O4 C10 C11 C13 -119.4(3) . . . . ?
C9 C10 C11 C13 59.7(2) . . . . ?
C6 C7 C11 C27 156.2(2) . . . . ?
C8 C7 C11 C27 -25.5(3) . . . . ?
C6 C7 C11 C10 31.3(2) . . . . ?
C8 C7 C11 C10 -150.4(2) . . . . ?
C6 C7 C11 C13 -68.9(2) . . . . ?
C8 C7 C11 C13 109.4(2) . . . . ?
C6 C9 C12 C14 45.1(2) . . . . ?
C10 C9 C12 C14 146.85(18) . . . . ?
C6 C9 C12 C17 173.15(19) . . . . ?
C10 C9 C12 C17 -85.1(2) . . . . ?
C6 C9 C12 C13 -66.0(2) . . . . ?
C10 C9 C12 C13 35.8(2) . . . . ?
C27 C11 C13 C26 -32.6(3) . . . . ?
C10 C11 C13 C26 92.2(2) . . . . ?
C7 C11 C13 C26 -167.7(2) . . . . ?
C27 C11 C13 C16 89.0(3) . . . . ?
C10 C11 C13 C16 -146.3(2) . . . . ?
C7 C11 C13 C16 -46.1(3) . . . . ?
C27 C11 C13 C12 -160.4(2) . . . . ?
C10 C11 C13 C12 -35.7(2) . . . . ?
C7 C11 C13 C12 64.5(2) . . . . ?
C14 C12 C13 C26 118.0(2) . . . . ?
C17 C12 C13 C26 -5.8(3) . . . . ?
C9 C12 C13 C26 -124.6(2) . . . . ?
C14 C12 C13 C16 -1.5(2) . . . . ?
C17 C12 C13 C16 -125.3(2) . . . . ?
C9 C12 C13 C16 115.87(19) . . . . ?
C14 C12 C13 C11 -117.3(2) . . . . ?
C17 C12 C13 C11 118.9(2) . . . . ?
C9 C12 C13 C11 0.0(2) . . . . ?
C17 C12 C14 C15 125.1(2) . . . . ?
C9 C12 C14 C15 -108.5(2) . . . . ?
C13 C12 C14 C15 1.5(3) . . . . ?
C17 C12 C14 C21 -55.7(3) . . . . ?
C9 C12 C14 C21 70.6(3) . . . . ?
C13 C12 C14 C21 -179.3(2) . . . . ?
C21 C14 C15 C16 -179.9(2) . . . . ?
C12 C14 C15 C16 -0.8(3) . . . . ?
C14 C15 C16 O5 -178.9(3) . . . . ?
C14 C15 C16 C13 -0.3(3) . . . . ?
C26 C13 C16 O5 54.4(3) . . . . ?
C11 C13 C16 O5 -69.4(3) . . . . ?
C12 C13 C16 O5 179.8(3) . . . . ?
C26 C13 C16 C15 -124.3(2) . . . . ?
C11 C13 C16 C15 111.9(2) . . . . ?
C12 C13 C16 C15 1.2(3) . . . . ?
C14 C12 C17 C18 80.2(3) . . . . ?
C9 C12 C17 C18 -47.3(3) . . . . ?
C13 C12 C17 C18 -161.38(19) . . . . ?
C12 C17 C18 C23 121.8(3) . . . . ?
C12 C17 C18 C19 -59.1(3) . . . . ?
C23 C18 C19 O6 -23.6(4) . . . . ?
C17 C18 C19 O6 157.3(3) . . . . ?
C23 C18 C19 C20 161.3(2) . . . . ?
C17 C18 C19 C20 -17.8(3) . . . . ?
O6 C19 C20 C21 -90.3(3) . . . . ?
C18 C19 C20 C21 85.0(3) . . . . ?
C15 C14 C21 C22 -3.1(4) . . . . ?
C12 C14 C21 C22 177.8(2) . . . . ?
C15 C14 C21 C20 -128.2(3) . . . . ?
C12 C14 C21 C20 52.7(3) . . . . ?
C19 C20 C21 C14 -79.8(3) . . . . ?
C19 C20 C21 C22 153.1(2) . . . . ?
C19 C18 C23 C24 2.7(4) . . . . ?
C17 C18 C23 C24 -178.3(2) . . . . ?
C19 C18 C23 C25 -177.4(2) . . . . ?
C17 C18 C23 C25 1.6(4) . . . . ?

_refine_diff_density_max         0.119
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_X73_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1840033'
_audit_update_record             
;
2018-04-27 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        X-73
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H41 O6'
_chemical_formula_sum            'C32 H41 O6'
_chemical_formula_weight         521.65

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

_cell_length_a                   9.7328(4)
_cell_length_b                   16.8465(9)
_cell_length_c                   18.1390(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2974.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3413
_cell_measurement_theta_min      3.58
_cell_measurement_theta_max      60.82

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             1124
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.636
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12608
_diffrn_reflns_av_unetI/netI     0.0955
_diffrn_reflns_av_R_equivalents  0.1605
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.581
_diffrn_reflns_theta_max         63.608
_diffrn_reflns_theta_full        63.608
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             4773
_reflns_number_gt                3428
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_max     0.962
_reflns_Friedel_fraction_full    0.962

_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)+(0.1570P)²+1.8268P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1050 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4773
_refine_ls_number_parameters     352
_refine_ls_number_restraints     228
_refine_ls_R_factor_all          0.1250
_refine_ls_R_factor_gt           0.0948
_refine_ls_wR_factor_ref         0.2836
_refine_ls_wR_factor_gt          0.2535
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.103
_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 1.0801(5) 0.6454(3) 0.5553(3) 0.0523(14) Uani 1 1 d . U . . .
C1 C 0.7461(16) 0.2990(9) 0.3434(8) 0.102(4) Uani 1 1 d . U . . .
H1A H 0.766320 0.267879 0.299067 0.152 Uiso 1 1 calc R U . . .
H1B H 0.825648 0.332115 0.355735 0.152 Uiso 1 1 calc R U . . .
H1C H 0.666204 0.333052 0.334199 0.152 Uiso 1 1 calc R U . . .
O2 O 1.0183(5) 0.6768(4) 0.4869(3) 0.0543(15) Uani 1 1 d . U . . .
C2 C 0.7161(11) 0.2450(7) 0.4053(8) 0.082(3) Uani 1 1 d . U . . .
O3 O 0.9990(6) 0.5140(3) 0.5493(4) 0.0563(14) Uani 1 1 d . U . . .
C3 C 0.6699(13) 0.1621(7) 0.3776(8) 0.096(4) Uani 1 1 d . U . . .
H3A H 0.573988 0.152979 0.391729 0.144 Uiso 1 1 calc R U . . .
H3B H 0.728193 0.121153 0.399725 0.144 Uiso 1 1 calc R U . . .
H3C H 0.678189 0.159935 0.323787 0.144 Uiso 1 1 calc R U . . .
O4 O 0.5538(6) 0.4974(4) 0.8983(3) 0.0604(15) Uani 1 1 d . U . . .
C4 C 0.7213(10) 0.2628(6) 0.4752(7) 0.072(3) Uani 1 1 d . U . . .
O5 O 0.4510(6) 0.4867(4) 0.7877(3) 0.0596(16) Uani 1 1 d . U . . .
C5 C 0.7015(11) 0.2049(5) 0.5345(7) 0.076(3) Uani 1 1 d . U . . .
O6 O 0.6119(10) 0.1532(5) 0.5315(7) 0.121(3) Uani 1 1 d . U . . .
C6 C 0.7873(13) 0.2098(6) 0.6020(7) 0.084(3) Uani 1 1 d . U . . .
H6A H 0.877576 0.232844 0.588726 0.101 Uiso 1 1 calc R U . . .
H6B H 0.803700 0.155416 0.620634 0.101 Uiso 1 1 calc R U . . .
C7 C 0.7250(11) 0.2589(6) 0.6632(7) 0.072(3) Uani 1 1 d . U . . .
H7 H 0.626915 0.242193 0.668359 0.086 Uiso 1 1 calc R U . . .
C8 C 0.7255(10) 0.3482(5) 0.6455(6) 0.062(2) Uani 1 1 d . U . . .
H8 H 0.821330 0.367649 0.653884 0.074 Uiso 1 1 calc R U . . .
C9 C 0.6847(9) 0.3733(5) 0.5667(6) 0.061(2) Uani 1 1 d . U . . .
C10 C 0.7640(12) 0.3464(5) 0.5020(6) 0.072(3) Uani 1 1 d . U . . .
H10A H 0.862944 0.345878 0.514723 0.086 Uiso 1 1 calc R U . . .
H10B H 0.750923 0.384832 0.461273 0.086 Uiso 1 1 calc R U . . .
C11 C 0.7938(16) 0.2416(8) 0.7337(8) 0.105(4) Uani 1 1 d . U . . .
H11A H 0.774853 0.186662 0.748101 0.158 Uiso 1 1 calc R U . . .
H11B H 0.759248 0.277736 0.771748 0.158 Uiso 1 1 calc R U . . .
H11C H 0.893141 0.249008 0.728037 0.158 Uiso 1 1 calc R U . . .
C12 C 0.5769(9) 0.4235(5) 0.5681(6) 0.061(2) Uani 1 1 d . U . . .
C13 C 0.5313(8) 0.4454(5) 0.6443(5) 0.055(2) Uani 1 1 d . U . . .
H13 H 0.433967 0.428487 0.652263 0.065 Uiso 1 1 calc R U . . .
C14 C 0.6307(9) 0.3970(5) 0.6971(5) 0.059(2) Uani 1 1 d . U . . .
H14 H 0.575646 0.360244 0.728750 0.071 Uiso 1 1 calc R U . . .
C15 C 0.5119(12) 0.4613(8) 0.5010(7) 0.085(3) Uani 1 1 d . U . . .
H15A H 0.536713 0.430835 0.456908 0.127 Uiso 1 1 calc R U . . .
H15B H 0.545077 0.515920 0.495884 0.127 Uiso 1 1 calc R U . . .
H15C H 0.411765 0.461538 0.506667 0.127 Uiso 1 1 calc R U . . .
C16 C 0.7831(8) 0.5135(5) 0.6951(5) 0.0510(19) Uani 1 1 d . U . . .
C17 C 0.6984(7) 0.5553(5) 0.6505(5) 0.0472(19) Uani 1 1 d . U . . .
C18 C 0.5517(8) 0.5320(5) 0.6713(5) 0.052(2) Uani 1 1 d . U . . .
C19 C 0.5733(8) 0.5197(5) 0.7531(5) 0.053(2) Uani 1 1 d . U . . .
H19 H 0.603195 0.569820 0.777918 0.063 Uiso 1 1 calc R U . . .
C20 C 0.6931(8) 0.4616(5) 0.7440(5) 0.054(2) Uani 1 1 d . U . . .
H20 H 0.736737 0.443283 0.790912 0.065 Uiso 1 1 calc R U . . .
C21 C 0.9381(7) 0.5106(6) 0.6982(5) 0.057(2) Uani 1 1 d . U . . .
H21 H 0.968551 0.461799 0.671528 0.068 Uiso 1 1 calc R U . . .
C22 C 1.0087(8) 0.5811(5) 0.6627(5) 0.052(2) Uani 1 1 d . U . . .
H22A H 0.977793 0.630163 0.687708 0.062 Uiso 1 1 calc R U . . .
H22B H 1.108989 0.576197 0.670499 0.062 Uiso 1 1 calc R U . . .
C23 C 0.9812(7) 0.5890(4) 0.5809(5) 0.0441(17) Uani 1 1 d . U . . .
C24 C 0.8469(7) 0.6273(4) 0.5599(4) 0.0383(16) Uani 1 1 d . U . . .
C25 C 0.7252(7) 0.6117(4) 0.5920(4) 0.0430(17) Uani 1 1 d . U . . .
H25 H 0.648391 0.640759 0.574213 0.052 Uiso 1 1 calc R U . . .
C26 C 0.8757(7) 0.6933(5) 0.5078(5) 0.0474(19) Uani 1 1 d . U . . .
C27 C 0.8675(10) 0.7740(5) 0.5437(6) 0.060(2) Uani 1 1 d . U . . .
H27A H 0.905136 0.814093 0.510243 0.090 Uiso 1 1 calc R U . . .
H27B H 0.920711 0.773586 0.589607 0.090 Uiso 1 1 calc R U . . .
H27C H 0.771365 0.786563 0.554720 0.090 Uiso 1 1 calc R U . . .
C28 C 0.7949(9) 0.6901(5) 0.4366(5) 0.057(2) Uani 1 1 d . U . . .
H28A H 0.836769 0.725885 0.400436 0.086 Uiso 1 1 calc R U . . .
H28B H 0.699902 0.706663 0.445955 0.086 Uiso 1 1 calc R U . . .
H28C H 0.795548 0.635762 0.417426 0.086 Uiso 1 1 calc R U . . .
C29 C 0.9891(12) 0.5040(9) 0.7791(7) 0.096(4) Uani 1 1 d . U . . .
H29A H 1.088678 0.495251 0.779397 0.143 Uiso 1 1 calc R U . . .
H29B H 0.943117 0.459373 0.803342 0.143 Uiso 1 1 calc R U . . .
H29C H 0.967875 0.553256 0.805476 0.143 Uiso 1 1 calc R U . . .
C30 C 0.3136(9) 0.4577(7) 0.8903(6) 0.071(3) Uani 1 1 d . U . . .
H30A H 0.246754 0.500127 0.881632 0.106 Uiso 1 1 calc R U . . .
H30B H 0.319822 0.446878 0.943284 0.106 Uiso 1 1 calc R U . . .
H30C H 0.284138 0.409484 0.864473 0.106 Uiso 1 1 calc R U . . .
C31 C 0.4538(9) 0.4833(5) 0.8615(5) 0.053(2) Uani 1 1 d . U . . .
C32 C 0.4363(8) 0.5892(6) 0.6510(6) 0.065(3) Uani 1 1 d . U . . .
H32A H 0.426777 0.591459 0.597299 0.097 Uiso 1 1 calc R U . . .
H32B H 0.457900 0.642259 0.669955 0.097 Uiso 1 1 calc R U . . .
H32C H 0.349910 0.570693 0.672869 0.097 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C23 1.429(9) . ?
O1 O2 1.477(8) . ?
C1 C2 1.476(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C26 1.465(9) . ?
C2 C4 1.304(17) . ?
C2 C3 1.550(15) . ?
O3 C23 1.399(9) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
O4 C31 1.203(10) . ?
C4 C5 1.465(16) . ?
C4 C10 1.547(13) . ?
O5 C31 1.340(11) . ?
O5 C19 1.456(9) . ?
C5 O6 1.234(12) . ?
C5 C6 1.485(17) . ?
C6 C7 1.511(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C11 1.472(18) . ?
C7 C8 1.539(12) . ?
C7 H7 1.0000 . ?
C8 C9 1.543(14) . ?
C8 C14 1.549(14) . ?
C8 H8 1.0000 . ?
C9 C12 1.349(13) . ?
C9 C10 1.476(15) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.498(14) . ?
C12 C15 1.512(14) . ?
C13 C18 1.552(13) . ?
C13 C14 1.587(11) . ?
C13 H13 1.0000 . ?
C14 C20 1.509(14) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.353(11) . ?
C16 C21 1.510(10) . ?
C16 C20 1.523(11) . ?
C17 C25 1.448(11) . ?
C17 C18 1.528(10) . ?
C18 C19 1.513(13) . ?
C18 C32 1.525(11) . ?
C19 C20 1.532(11) . ?
C19 H19 1.0000 . ?
C20 H20 1.0000 . ?
C21 C22 1.515(11) . ?
C21 C29 1.552(14) . ?
C21 H21 1.0000 . ?
C22 C23 1.513(12) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.507(10) . ?
C24 C25 1.345(10) . ?
C24 C26 1.487(11) . ?
C25 H25 0.9500 . ?
C26 C27 1.509(11) . ?
C26 C28 1.512(13) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.523(13) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 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
C23 O1 O2 103.7(5) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C26 O2 O1 103.7(5) . . ?
C4 C2 C1 126.2(11) . . ?
C4 C2 C3 122.3(13) . . ?
C1 C2 C3 111.5(11) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 C5 123.7(10) . . ?
C2 C4 C10 121.7(11) . . ?
C5 C4 C10 114.3(10) . . ?
C31 O5 C19 115.5(7) . . ?
O6 C5 C4 122.1(12) . . ?
O6 C5 C6 118.2(11) . . ?
C4 C5 C6 119.6(9) . . ?
C5 C6 C7 114.3(10) . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C11 C7 C6 110.3(10) . . ?
C11 C7 C8 111.9(10) . . ?
C6 C7 C8 112.4(9) . . ?
C11 C7 H7 107.3 . . ?
C6 C7 H7 107.3 . . ?
C8 C7 H7 107.3 . . ?
C7 C8 C9 117.4(9) . . ?
C7 C8 C14 113.0(8) . . ?
C9 C8 C14 105.2(7) . . ?
C7 C8 H8 106.9 . . ?
C9 C8 H8 106.9 . . ?
C14 C8 H8 106.9 . . ?
C12 C9 C10 127.9(10) . . ?
C12 C9 C8 110.8(9) . . ?
C10 C9 C8 121.3(8) . . ?
C9 C10 C4 112.8(9) . . ?
C9 C10 H10A 109.0 . . ?
C4 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
C4 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 C13 113.7(8) . . ?
C9 C12 C15 125.1(11) . . ?
C13 C12 C15 121.0(9) . . ?
C12 C13 C18 119.0(7) . . ?
C12 C13 C14 104.5(7) . . ?
C18 C13 C14 102.4(7) . . ?
C12 C13 H13 110.1 . . ?
C18 C13 H13 110.1 . . ?
C14 C13 H13 110.1 . . ?
C20 C14 C8 118.9(7) . . ?
C20 C14 C13 102.4(7) . . ?
C8 C14 C13 105.7(7) . . ?
C20 C14 H14 109.8 . . ?
C8 C14 H14 109.8 . . ?
C13 C14 H14 109.8 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 130.4(7) . . ?
C17 C16 C20 107.2(7) . . ?
C21 C16 C20 122.3(7) . . ?
C16 C17 C25 132.1(7) . . ?
C16 C17 C18 106.8(7) . . ?
C25 C17 C18 121.2(6) . . ?
C19 C18 C32 115.2(8) . . ?
C19 C18 C17 98.5(6) . . ?
C32 C18 C17 117.8(7) . . ?
C19 C18 C13 101.4(7) . . ?
C32 C18 C13 115.1(8) . . ?
C17 C18 C13 106.5(7) . . ?
O5 C19 C18 111.2(7) . . ?
O5 C19 C20 115.1(7) . . ?
C18 C19 C20 95.0(7) . . ?
O5 C19 H19 111.5 . . ?
C18 C19 H19 111.5 . . ?
C20 C19 H19 111.5 . . ?
C14 C20 C16 108.5(8) . . ?
C14 C20 C19 102.4(7) . . ?
C16 C20 C19 97.7(6) . . ?
C14 C20 H20 115.4 . . ?
C16 C20 H20 115.4 . . ?
C19 C20 H20 115.4 . . ?
C16 C21 C22 114.3(7) . . ?
C16 C21 C29 111.0(8) . . ?
C22 C21 C29 108.2(8) . . ?
C16 C21 H21 107.7 . . ?
C22 C21 H21 107.7 . . ?
C29 C21 H21 107.7 . . ?
C23 C22 C21 114.0(7) . . ?
C23 C22 H22A 108.8 . . ?
C21 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.6 . . ?
O3 C23 O1 112.5(6) . . ?
O3 C23 C24 113.0(6) . . ?
O1 C23 C24 102.6(6) . . ?
O3 C23 C22 107.5(7) . . ?
O1 C23 C22 105.0(6) . . ?
C24 C23 C22 116.0(6) . . ?
C25 C24 C26 126.0(6) . . ?
C25 C24 C23 124.8(6) . . ?
C26 C24 C23 108.5(6) . . ?
C24 C25 C17 127.1(7) . . ?
C24 C25 H25 116.4 . . ?
C17 C25 H25 116.4 . . ?
O2 C26 C24 101.6(6) . . ?
O2 C26 C27 109.5(7) . . ?
C24 C26 C27 112.8(7) . . ?
O2 C26 C28 105.4(7) . . ?
C24 C26 C28 114.7(7) . . ?
C27 C26 C28 111.9(7) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C21 C29 H29A 109.5 . . ?
C21 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C21 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
O4 C31 O5 124.1(7) . . ?
O4 C31 C30 126.2(8) . . ?
O5 C31 C30 109.6(8) . . ?
C18 C32 H32A 109.5 . . ?
C18 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C18 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.083

