# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_tb13
_database_code_depnum_ccdc_archive 'CCDC 1487649'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-09-12 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         ?
_chemical_formula_sum            'C23 H36 O8'
_chemical_formula_weight         440.52

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

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

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

_cell_length_a                   11.8755(3)
_cell_length_b                   10.7481(2)
_cell_length_c                   18.0005(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.253(2)
_cell_angle_gamma                90
_cell_volume                     2226.84(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2311
_cell_measurement_theta_min      5.0660
_cell_measurement_theta_max      62.7878

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    0.813
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_T_max  1.000
_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                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Agilent Gemini S ultra'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3396
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_av_R_equivalents  0.0140
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.070
_diffrn_reflns_theta_max         62.876
_diffrn_reflns_theta_full        62.876
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.719
_diffrn_reflns_point_group_measured_fraction_full 0.719
_reflns_number_total             2590
_reflns_number_gt                2522
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.401
_reflns_Friedel_fraction_max     0.438
_reflns_Friedel_fraction_full    0.438

_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       'CrysAlis PRO '
_computing_cell_refinement       'CrysAlis PRO '
_computing_data_reduction        'CrysAlis PRO '
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0662P)²+0.6039P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 711 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(10)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         2590
_refine_ls_number_parameters     290
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.1018
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.006
_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
C1 C 1.0733(3) 0.1719(3) 0.15475(17) 0.0375(7) Uani 1 1 d . . . . .
H1A H 1.0790 0.1369 0.1061 0.045 Uiso 1 1 calc R U . . .
H1B H 1.1513 0.1918 0.1839 0.045 Uiso 1 1 calc R U . . .
C2 C 1.0227(3) 0.0748(3) 0.19799(19) 0.0486(8) Uani 1 1 d . . . . .
H2A H 1.0704 0.0004 0.2044 0.058 Uiso 1 1 calc R U . . .
H2B H 1.0225 0.1061 0.2485 0.058 Uiso 1 1 calc R U . . .
C3 C 0.9005(3) 0.0431(3) 0.15508(19) 0.0511(8) Uani 1 1 d . . . . .
H3A H 0.8673 -0.0133 0.1869 0.061 Uiso 1 1 calc R U . . .
C4 C 0.8248(3) 0.1589(3) 0.13876(17) 0.0424(7) Uani 1 1 d . . . . .
H4A H 0.8150 0.1921 0.1869 0.051 Uiso 1 1 calc R U . . .
H4B H 0.7485 0.1356 0.1081 0.051 Uiso 1 1 calc R U . . .
C5 C 0.7990(2) 0.3768(3) 0.08412(15) 0.0397(7) Uani 1 1 d . . . . .
H5A H 0.7189 0.3524 0.0627 0.048 Uiso 1 1 calc R U . . .
H5B H 0.8224 0.4301 0.0471 0.048 Uiso 1 1 calc R U . . .
C6 C 0.8061(2) 0.4504(3) 0.15751(16) 0.0419(7) Uani 1 1 d . . . . .
H6A H 0.7599 0.5255 0.1455 0.050 Uiso 1 1 calc R U . . .
H6B H 0.7738 0.4010 0.1924 0.050 Uiso 1 1 calc R U . . .
C7 C 0.9309(2) 0.4851(3) 0.19641(14) 0.0333(6) Uani 1 1 d . . . . .
H7A H 0.9604 0.5339 0.1592 0.040 Uiso 1 1 calc R U . . .
C8 C 1.0065(2) 0.3680(3) 0.21365(15) 0.0325(6) Uani 1 1 d . . . . .
H8A H 0.9735 0.3152 0.2473 0.039 Uiso 1 1 calc R U . . .
C9 C 1.0021(2) 0.2926(3) 0.13930(14) 0.0310(6) Uani 1 1 d . . . . .
C10 C 0.8746(2) 0.2615(3) 0.09658(14) 0.0326(6) Uani 1 1 d . . . . .
C11 C 1.1306(3) 0.4007(4) 0.25732(17) 0.0465(8) Uani 1 1 d . . . . .
H11A H 1.1680 0.4483 0.2243 0.056 Uiso 1 1 calc R U . . .
H11B H 1.1748 0.3249 0.2719 0.056 Uiso 1 1 calc R U . . .
C12 C 1.1297(3) 0.4768(3) 0.32924(18) 0.0461(8) Uani 1 1 d . . . . .
H12A H 1.0967 0.4261 0.3632 0.055 Uiso 1 1 calc R U . . .
H12B H 1.2092 0.4957 0.3559 0.055 Uiso 1 1 calc R U . . .
C13 C 1.0614(2) 0.5984(3) 0.31337(15) 0.0386(7) Uani 1 1 d . . . . .
C14 C 0.9362(2) 0.5701(3) 0.26603(15) 0.0365(7) Uani 1 1 d . . . . .
C15 C 0.8767(3) 0.5176(4) 0.32565(16) 0.0475(8) Uani 1 1 d . . . . .
H15A H 0.8971 0.4309 0.3363 0.057 Uiso 1 1 calc R U . . .
H15B H 0.7929 0.5245 0.3081 0.057 Uiso 1 1 calc R U . . .
C16 C 0.9234(3) 0.5988(4) 0.39713(18) 0.0576(9) Uani 1 1 d . . . . .
H16A H 0.9298 0.5501 0.4434 0.069 Uiso 1 1 calc R U . . .
H16B H 0.8713 0.6681 0.3979 0.069 Uiso 1 1 calc R U . . .
C17 C 1.0439(3) 0.6467(4) 0.39270(16) 0.0460(8) Uani 1 1 d . . . . .
H17A H 1.1017 0.6047 0.4332 0.055 Uiso 1 1 calc R U . . .
C18 C 1.1232(3) 0.6914(4) 0.27317(19) 0.0544(9) Uani 1 1 d . . . . .
H18A H 1.0790 0.7671 0.2637 0.082 Uiso 1 1 calc R U . . .
H18B H 1.1991 0.7087 0.3051 0.082 Uiso 1 1 calc R U . . .
H18C H 1.1305 0.6570 0.2254 0.082 Uiso 1 1 calc R U . . .
O2W O 0.8607(2) 0.7317(2) 0.07645(13) 0.0532(6) Uani 1 1 d D . . . .
C20 C 1.0593(3) 0.7853(4) 0.40665(16) 0.0464(8) Uani 1 1 d . . . . .
C21 C 1.1585(4) 0.8289(4) 0.4510(2) 0.0638(11) Uani 1 1 d . . . . .
H21A H 1.2154 0.7719 0.4739 0.077 Uiso 1 1 calc R U . . .
C22 C 0.9735(3) 0.8752(4) 0.3759(2) 0.0577(9) Uani 1 1 d . . . . .
H22A H 0.9022 0.8499 0.3453 0.069 Uiso 1 1 calc R U . . .
C23 C 0.9937(4) 0.9959(4) 0.3902(2) 0.0674(11) Uani 1 1 d . . . . .
H23A H 0.9345 1.0523 0.3704 0.081 Uiso 1 1 calc R U . . .
C24 C 1.1001(5) 1.0419(5) 0.4338(3) 0.0812(14) Uani 1 1 d . . . . .
O3W O 1.0000 0.5931(4) 0.0000 0.0655(10) Uani 1 2 d DS T P . .
O1 O 1.1292(4) 1.1486(4) 0.4461(4) 0.137(2) Uani 1 1 d . . . . .
O2 O 1.1812(3) 0.9525(4) 0.4646(2) 0.0882(11) Uani 1 1 d . . . . .
O3 O 0.9011(3) -0.0199(2) 0.08444(15) 0.0639(7) Uani 1 1 d . . . . .
H3B H 0.8930 0.0312 0.0497 0.096 Uiso 1 1 calc R U . . .
O4 O 0.87297(16) 0.21215(19) 0.02123(10) 0.0366(5) Uani 1 1 d . . . . .
H4C H 0.8810 0.1364 0.0239 0.055 Uiso 1 1 calc R U . . .
O5 O 1.05425(17) 0.3657(2) 0.08959(10) 0.0376(5) Uani 1 1 d . . . . .
H5C H 1.0741 0.3199 0.0587 0.056 Uiso 1 1 calc R U . . .
O6 O 0.87657(19) 0.6839(2) 0.24031(12) 0.0485(6) Uani 1 1 d . . . . .
H6C H 0.8790 0.6975 0.1959 0.073 Uiso 1 1 calc R U . . .
O1W O 1.0000 0.320(2) 0.5000 0.340(10) Uiso 1 2 d S . P . .
H2WA H 0.891(13) 0.786(12) 0.107(9) 0.409 Uiso 1 1 d D U . . .
H2WB H 0.792(4) 0.744(17) 0.056(8) 0.409 Uiso 1 1 d D U . . .
H3WA H 1.019(19) 0.523(8) 0.016(10) 0.409 Uiso 1 1 d D U . . .
H3WB H 0.958(15) 0.629(12) 0.023(12) 0.409 Uiso 1 1 d D 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
C1 C2 1.512(4) . ?
C1 C9 1.536(4) . ?
C2 C3 1.506(5) . ?
C3 O3 1.442(4) . ?
C3 C4 1.522(5) . ?
C4 C10 1.538(4) . ?
C5 C10 1.514(4) . ?
C5 C6 1.524(4) . ?
C6 C7 1.522(4) . ?
C7 C8 1.533(4) . ?
C7 C14 1.540(4) . ?
C8 C11 1.531(4) . ?
C8 C9 1.554(4) . ?
C9 O5 1.441(3) . ?
C9 C10 1.556(4) . ?
C10 O4 1.452(3) . ?
C11 C12 1.534(4) . ?
C12 C13 1.527(5) . ?
C13 C18 1.525(5) . ?
C13 C14 1.551(4) . ?
C13 C17 1.581(4) . ?
C14 O6 1.432(4) . ?
C14 C15 1.531(4) . ?
C15 C16 1.540(4) . ?
C16 C17 1.542(5) . ?
C17 C20 1.514(5) . ?
C20 C21 1.335(5) . ?
C20 C22 1.415(5) . ?
C21 O2 1.366(5) . ?
C22 C23 1.333(6) . ?
C23 C24 1.403(7) . ?
C24 O1 1.203(6) . ?
C24 O2 1.376(7) . ?

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 C1 C9 113.9(2) . . ?
C3 C2 C1 110.3(3) . . ?
O3 C3 C2 110.2(3) . . ?
O3 C3 C4 110.2(3) . . ?
C2 C3 C4 111.3(3) . . ?
C3 C4 C10 113.7(2) . . ?
C10 C5 C6 113.1(2) . . ?
C7 C6 C5 111.4(2) . . ?
C6 C7 C8 110.3(3) . . ?
C6 C7 C14 111.1(2) . . ?
C8 C7 C14 114.7(2) . . ?
C11 C8 C7 110.9(2) . . ?
C11 C8 C9 112.7(2) . . ?
C7 C8 C9 111.1(2) . . ?
O5 C9 C1 105.8(2) . . ?
O5 C9 C8 108.8(2) . . ?
C1 C9 C8 112.6(2) . . ?
O5 C9 C10 109.0(2) . . ?
C1 C9 C10 109.5(2) . . ?
C8 C9 C10 111.1(2) . . ?
O4 C10 C5 106.8(2) . . ?
O4 C10 C4 106.3(2) . . ?
C5 C10 C4 111.9(2) . . ?
O4 C10 C9 109.12(19) . . ?
C5 C10 C9 111.6(2) . . ?
C4 C10 C9 110.8(2) . . ?
C8 C11 C12 110.5(2) . . ?
C13 C12 C11 114.3(2) . . ?
C18 C13 C12 110.8(3) . . ?
C18 C13 C14 112.1(2) . . ?
C12 C13 C14 109.1(2) . . ?
C18 C13 C17 113.5(3) . . ?
C12 C13 C17 107.1(2) . . ?
C14 C13 C17 103.8(2) . . ?
O6 C14 C15 105.3(2) . . ?
O6 C14 C7 109.0(2) . . ?
C15 C14 C7 114.7(3) . . ?
O6 C14 C13 110.0(3) . . ?
C15 C14 C13 103.5(2) . . ?
C7 C14 C13 113.9(2) . . ?
C14 C15 C16 104.1(3) . . ?
C15 C16 C17 107.1(2) . . ?
C20 C17 C16 113.3(3) . . ?
C20 C17 C13 115.8(3) . . ?
C16 C17 C13 105.5(2) . . ?
C21 C20 C22 116.0(4) . . ?
C21 C20 C17 119.8(4) . . ?
C22 C20 C17 124.2(3) . . ?
C20 C21 O2 123.7(4) . . ?
C23 C22 C20 120.7(4) . . ?
C22 C23 C24 123.1(5) . . ?
O1 C24 O2 116.8(5) . . ?
O1 C24 C23 128.1(6) . . ?
O2 C24 C23 115.1(4) . . ?
C21 O2 C24 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
C9 C1 C2 C3 57.5(4) . . . . ?
C1 C2 C3 O3 67.4(4) . . . . ?
C1 C2 C3 C4 -55.1(3) . . . . ?
O3 C3 C4 C10 -67.9(3) . . . . ?
C2 C3 C4 C10 54.6(3) . . . . ?
C10 C5 C6 C7 55.4(4) . . . . ?
C5 C6 C7 C8 -57.2(3) . . . . ?
C5 C6 C7 C14 174.4(3) . . . . ?
C6 C7 C8 C11 -176.4(2) . . . . ?
C14 C7 C8 C11 -50.1(3) . . . . ?
C6 C7 C8 C9 57.4(3) . . . . ?
C14 C7 C8 C9 -176.3(2) . . . . ?
C2 C1 C9 O5 -172.6(2) . . . . ?
C2 C1 C9 C8 68.8(3) . . . . ?
C2 C1 C9 C10 -55.3(3) . . . . ?
C11 C8 C9 O5 -59.9(3) . . . . ?
C7 C8 C9 O5 65.3(3) . . . . ?
C11 C8 C9 C1 56.9(3) . . . . ?
C7 C8 C9 C1 -177.9(2) . . . . ?
C11 C8 C9 C10 -179.9(2) . . . . ?
C7 C8 C9 C10 -54.6(3) . . . . ?
C6 C5 C10 O4 -171.5(2) . . . . ?
C6 C5 C10 C4 72.5(3) . . . . ?
C6 C5 C10 C9 -52.3(3) . . . . ?
C3 C4 C10 O4 65.8(3) . . . . ?
C3 C4 C10 C5 -177.9(2) . . . . ?
C3 C4 C10 C9 -52.6(3) . . . . ?
O5 C9 C10 O4 49.7(3) . . . . ?
C1 C9 C10 O4 -65.5(3) . . . . ?
C8 C9 C10 O4 169.5(2) . . . . ?
O5 C9 C10 C5 -68.1(3) . . . . ?
C1 C9 C10 C5 176.6(2) . . . . ?
C8 C9 C10 C5 51.7(3) . . . . ?
O5 C9 C10 C4 166.4(2) . . . . ?
C1 C9 C10 C4 51.2(3) . . . . ?
C8 C9 C10 C4 -73.8(3) . . . . ?
C7 C8 C11 C12 53.8(3) . . . . ?
C9 C8 C11 C12 179.1(3) . . . . ?
C8 C11 C12 C13 -58.7(4) . . . . ?
C11 C12 C13 C18 -69.3(3) . . . . ?
C11 C12 C13 C14 54.6(3) . . . . ?
C11 C12 C13 C17 166.5(3) . . . . ?
C6 C7 C14 O6 -62.7(3) . . . . ?
C8 C7 C14 O6 171.4(2) . . . . ?
C6 C7 C14 C15 55.2(3) . . . . ?
C8 C7 C14 C15 -70.8(3) . . . . ?
C6 C7 C14 C13 174.1(3) . . . . ?
C8 C7 C14 C13 48.2(3) . . . . ?
C18 C13 C14 O6 -47.9(3) . . . . ?
C12 C13 C14 O6 -171.0(2) . . . . ?
C17 C13 C14 O6 75.1(3) . . . . ?
C18 C13 C14 C15 -159.9(3) . . . . ?
C12 C13 C14 C15 77.0(3) . . . . ?
C17 C13 C14 C15 -37.0(3) . . . . ?
C18 C13 C14 C7 74.8(3) . . . . ?
C12 C13 C14 C7 -48.3(3) . . . . ?
C17 C13 C14 C7 -162.2(3) . . . . ?
O6 C14 C15 C16 -75.7(3) . . . . ?
C7 C14 C15 C16 164.4(3) . . . . ?
C13 C14 C15 C16 39.7(3) . . . . ?
C14 C15 C16 C17 -27.0(4) . . . . ?
C15 C16 C17 C20 131.7(3) . . . . ?
C15 C16 C17 C13 3.9(4) . . . . ?
C18 C13 C17 C20 16.1(4) . . . . ?
C12 C13 C17 C20 138.7(3) . . . . ?
C14 C13 C17 C20 -105.9(3) . . . . ?
C18 C13 C17 C16 142.3(3) . . . . ?
C12 C13 C17 C16 -95.1(3) . . . . ?
C14 C13 C17 C16 20.3(4) . . . . ?
C16 C17 C20 C21 137.1(3) . . . . ?
C13 C17 C20 C21 -100.8(4) . . . . ?
C16 C17 C20 C22 -42.3(4) . . . . ?
C13 C17 C20 C22 79.8(4) . . . . ?
C22 C20 C21 O2 -2.8(5) . . . . ?
C17 C20 C21 O2 177.8(3) . . . . ?
C21 C20 C22 C23 1.1(5) . . . . ?
C17 C20 C22 C23 -179.5(3) . . . . ?
C20 C22 C23 C24 2.0(6) . . . . ?
C22 C23 C24 O1 175.2(5) . . . . ?
C22 C23 C24 O2 -3.4(6) . . . . ?
C20 C21 O2 C24 1.3(6) . . . . ?
O1 C24 O2 C21 -177.0(5) . . . . ?
C23 C24 O2 C21 1.8(6) . . . . ?

_refine_diff_density_max         0.260
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_ZPW
_database_code_depnum_ccdc_archive 'CCDC 1487650'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-09-12 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         ?
_chemical_formula_sum            'C23 H32 O6'
_chemical_formula_weight         404.48

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                   10.7367(5)
_cell_length_b                   11.1799(5)
_cell_length_c                   16.8458(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2022.09(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2453
_cell_measurement_theta_min      4.8520
_cell_measurement_theta_max      62.8670

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_exptl_absorpt_coefficient_mu    0.774
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_T_max  1.000
_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                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Agilent Gemini S ultra'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5049
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.747
_diffrn_reflns_theta_max         62.580
_diffrn_reflns_theta_full        62.580
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_point_group_measured_fraction_full 0.907
_reflns_number_total             2932
_reflns_number_gt                2782
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.581
_reflns_Friedel_fraction_max     0.785
_reflns_Friedel_fraction_full    0.785


_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       'CrysAlis PRO '
_computing_cell_refinement       'CrysAlis PRO '
_computing_data_reduction        'CrysAlis PRO '
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'XP (Sheldrick, 2008)'
_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)+(0.1125P)²+2.0762P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 976 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(14)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         2932
_refine_ls_number_parameters     266
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0633
_refine_ls_wR_factor_ref         0.1817
_refine_ls_wR_factor_gt          0.1777
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.061
_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 0.8933(4) 0.7897(4) 0.0645(3) 0.0501(12) Uani 1 1 d . . . . .
O2 O 0.6810(5) 0.7332(5) 0.0779(3) 0.0734(16) Uani 1 1 d . . . . .
O3 O 0.2935(3) 0.7082(3) 0.1633(2) 0.0358(9) Uani 1 1 d . . . . .
O4 O -0.1499(3) 0.6713(3) 0.4304(2) 0.0315(8) Uani 1 1 d . . . . .
H4 H -0.1040 0.6288 0.4572 0.047 Uiso 1 1 calc R U . . .
O5 O -0.2878(4) 0.8711(4) 0.4522(3) 0.0492(12) Uani 1 1 d . . . . .
H5 H -0.2628 0.8053 0.4666 0.074 Uiso 1 1 calc R U . . .
C1 C -0.0048(5) 0.8797(5) 0.4711(3) 0.0342(12) Uani 1 1 d . . . . .
H1A H -0.0483 0.8366 0.5126 0.041 Uiso 1 1 calc R U . . .
H1B H 0.0673 0.9181 0.4947 0.041 Uiso 1 1 calc R U . . .
C2 C -0.0906(6) 0.9748(5) 0.4367(4) 0.0416(15) Uani 1 1 d . . . . .
H2A H -0.0445 1.0231 0.3990 0.050 Uiso 1 1 calc R U . . .
H2B H -0.1190 1.0268 0.4790 0.050 Uiso 1 1 calc R U . . .
C3 C -0.2037(5) 0.9195(6) 0.3951(4) 0.0429(15) Uani 1 1 d . . . . .
H3 H -0.2470 0.9833 0.3663 0.051 Uiso 1 1 calc R U . . .
C4 C -0.1638(5) 0.8254(6) 0.3351(3) 0.0349(13) Uani 1 1 d . . . . .
H4A H -0.1221 0.8649 0.2912 0.042 Uiso 1 1 calc R U . . .
H4B H -0.2375 0.7865 0.3142 0.042 Uiso 1 1 calc R U . . .
C5 C -0.0772(4) 0.7306(5) 0.3691(3) 0.0273(11) Uani 1 1 d . . . . .
C6 C -0.0372(5) 0.6377(6) 0.3095(4) 0.0402(14) Uani 1 1 d . . . . .
H6A H -0.1103 0.6075 0.2822 0.048 Uiso 1 1 calc R U . . .
H6B H 0.0009 0.5712 0.3374 0.048 Uiso 1 1 calc R U . . .
C7 C 0.0546(5) 0.6858(6) 0.2483(4) 0.0408(14) Uani 1 1 d . . . . .
H7A H 0.0823 0.6206 0.2146 0.049 Uiso 1 1 calc R U . . .
H7B H 0.0127 0.7440 0.2149 0.049 Uiso 1 1 calc R U . . .
C8 C 0.1665(5) 0.7437(5) 0.2866(3) 0.0258(11) Uani 1 1 d . . . . .
H8 H 0.2076 0.6822 0.3187 0.031 Uiso 1 1 calc R U . . .
C9 C 0.1253(4) 0.8443(4) 0.3442(3) 0.0217(10) Uani 1 1 d . . . . .
H9 H 0.0783 0.9038 0.3137 0.026 Uiso 1 1 calc R U . . .
C10 C 0.0384(4) 0.7914(4) 0.4077(3) 0.0234(10) Uani 1 1 d . . . . .
H10 H 0.0853 0.7284 0.4350 0.028 Uiso 1 1 calc R U . . .
C11 C 0.2394(5) 0.9059(5) 0.3796(3) 0.0295(11) Uani 1 1 d . . . . .
H11A H 0.2843 0.8494 0.4126 0.035 Uiso 1 1 calc R U . . .
H11B H 0.2124 0.9715 0.4131 0.035 Uiso 1 1 calc R U . . .
C12 C 0.3267(5) 0.9539(5) 0.3152(3) 0.0295(11) Uani 1 1 d . . . . .
H12A H 0.3975 0.9920 0.3405 0.035 Uiso 1 1 calc R U . . .
H12B H 0.2830 1.0145 0.2848 0.035 Uiso 1 1 calc R U . . .
C13 C 0.3743(4) 0.8571(4) 0.2582(3) 0.0237(10) Uani 1 1 d . . . . .
C14 C 0.2620(4) 0.7898(4) 0.2279(3) 0.0245(10) Uani 1 1 d . . . . .
C15 C 0.2362(5) 0.8228(6) 0.1456(3) 0.0364(13) Uani 1 1 d . . . . .
H15 H 0.1499 0.8254 0.1269 0.044 Uiso 1 1 calc R U . . .
C16 C 0.3264(5) 0.9142(5) 0.1173(3) 0.0356(13) Uani 1 1 d . . . . .
H16A H 0.2862 0.9915 0.1119 0.043 Uiso 1 1 calc R U . . .
H16B H 0.3609 0.8914 0.0663 0.043 Uiso 1 1 calc R U . . .
C17 C 0.4307(5) 0.9193(4) 0.1818(3) 0.0276(11) Uani 1 1 d . . . . .
H17 H 0.4423 1.0039 0.1951 0.033 Uiso 1 1 calc R U . . .
C18 C 0.4671(5) 0.7742(6) 0.2995(4) 0.0367(13) Uani 1 1 d . . . . .
H18A H 0.4270 0.7352 0.3433 0.055 Uiso 1 1 calc R U . . .
H18B H 0.5364 0.8201 0.3185 0.055 Uiso 1 1 calc R U . . .
H18C H 0.4961 0.7151 0.2625 0.055 Uiso 1 1 calc R U . . .
C20 C 0.5540(5) 0.8748(4) 0.1518(3) 0.0275(11) Uani 1 1 d . . . . .
C21 C 0.5692(4) 0.7662(5) 0.1074(3) 0.0280(11) Uani 1 1 d . . . . .
H21 H 0.5003 0.7174 0.0987 0.034 Uiso 1 1 calc R U . . .
C22 C 0.6571(5) 0.9385(5) 0.1628(3) 0.0341(12) Uani 1 1 d . . . . .
H22 H 0.6506 1.0088 0.1921 0.041 Uiso 1 1 calc R U . . .
C23 C 0.7709(4) 0.9083(4) 0.1344(2) 0.0138(8) Uiso 1 1 d . . . . .
H23 H 0.8384 0.9578 0.1451 0.017 Uiso 1 1 calc R U . . .
C24 C 0.7888(5) 0.8076(5) 0.0908(3) 0.0376(13) Uani 1 1 d . . . . .
O1W O -0.5015(4) 0.9973(4) 0.4945(3) 0.0398(10) Uani 1 1 d D . . . .
H1WA H -0.444(4) 0.955(5) 0.479(4) 0.048 Uiso 1 1 d D U . . .
H1WB H -0.479(5) 1.051(4) 0.525(3) 0.048 Uiso 1 1 d D 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 C24 1.223(7) . ?
O2 C21 1.351(7) . ?
O2 C24 1.442(8) . ?
O3 C15 1.452(7) . ?
O3 C14 1.459(6) . ?
O4 C5 1.455(6) . ?
O5 C3 1.427(7) . ?
C1 C2 1.521(8) . ?
C1 C10 1.527(7) . ?
C2 C3 1.532(9) . ?
C3 C4 1.520(9) . ?
C4 C5 1.522(7) . ?
C5 C6 1.507(8) . ?
C5 C10 1.558(6) . ?
C6 C7 1.525(8) . ?
C7 C8 1.510(7) . ?
C8 C14 1.515(7) . ?
C8 C9 1.549(6) . ?
C9 C11 1.526(7) . ?
C9 C10 1.538(6) . ?
C11 C12 1.531(7) . ?
C12 C13 1.535(7) . ?
C13 C14 1.511(7) . ?
C13 C18 1.528(7) . ?
C13 C17 1.583(6) . ?
C14 C15 1.460(7) . ?
C15 C16 1.487(8) . ?
C16 C17 1.561(8) . ?
C17 C20 1.502(7) . ?
C20 C22 1.329(8) . ?
C20 C21 1.435(7) . ?
C22 C23 1.355(7) . ?
C23 C24 1.358(7) . ?

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
C21 O2 C24 120.0(5) . . ?
C15 O3 C14 60.2(3) . . ?
C2 C1 C10 111.7(4) . . ?
C1 C2 C3 111.9(5) . . ?
O5 C3 C4 111.4(5) . . ?
O5 C3 C2 110.2(5) . . ?
C4 C3 C2 111.1(5) . . ?
C3 C4 C5 113.8(4) . . ?
O4 C5 C6 108.1(4) . . ?
O4 C5 C4 104.9(4) . . ?
C6 C5 C4 113.8(4) . . ?
O4 C5 C10 109.3(4) . . ?
C6 C5 C10 110.6(4) . . ?
C4 C5 C10 109.9(4) . . ?
C5 C6 C7 113.0(5) . . ?
C8 C7 C6 112.1(5) . . ?
C7 C8 C14 113.9(4) . . ?
C7 C8 C9 110.6(4) . . ?
C14 C8 C9 110.8(4) . . ?
C11 C9 C10 112.8(4) . . ?
C11 C9 C8 110.1(4) . . ?
C10 C9 C8 109.2(4) . . ?
C1 C10 C9 115.0(4) . . ?
C1 C10 C5 109.4(4) . . ?
C9 C10 C5 111.2(4) . . ?
C9 C11 C12 111.8(4) . . ?
C11 C12 C13 113.6(4) . . ?
C14 C13 C18 111.8(4) . . ?
C14 C13 C12 107.3(4) . . ?
C18 C13 C12 111.1(4) . . ?
C14 C13 C17 104.4(4) . . ?
C18 C13 C17 112.8(4) . . ?
C12 C13 C17 109.1(4) . . ?
O3 C14 C15 59.7(3) . . ?
O3 C14 C13 112.2(4) . . ?
C15 C14 C13 110.2(4) . . ?
O3 C14 C8 115.6(4) . . ?
C15 C14 C8 125.3(4) . . ?
C13 C14 C8 119.3(4) . . ?
O3 C15 C14 60.1(3) . . ?
O3 C15 C16 113.4(4) . . ?
C14 C15 C16 110.8(5) . . ?
C15 C16 C17 105.6(4) . . ?
C20 C17 C16 112.7(4) . . ?
C20 C17 C13 117.7(4) . . ?
C16 C17 C13 106.0(4) . . ?
C22 C20 C21 115.6(5) . . ?
C22 C20 C17 120.6(5) . . ?
C21 C20 C17 123.7(4) . . ?
O2 C21 C20 121.6(5) . . ?
C20 C22 C23 124.6(5) . . ?
C22 C23 C24 121.7(4) . . ?
O1 C24 C23 117.5(5) . . ?
O1 C24 O2 126.0(6) . . ?
C23 C24 O2 116.5(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
C10 C1 C2 C3 56.4(6) . . . . ?
C1 C2 C3 O5 72.1(6) . . . . ?
C1 C2 C3 C4 -51.8(6) . . . . ?
O5 C3 C4 C5 -70.9(6) . . . . ?
C2 C3 C4 C5 52.4(6) . . . . ?
C3 C4 C5 O4 62.2(5) . . . . ?
C3 C4 C5 C6 -179.8(4) . . . . ?
C3 C4 C5 C10 -55.1(6) . . . . ?
O4 C5 C6 C7 -172.1(5) . . . . ?
C4 C5 C6 C7 71.8(6) . . . . ?
C10 C5 C6 C7 -52.5(6) . . . . ?
C5 C6 C7 C8 54.0(7) . . . . ?
C6 C7 C8 C14 178.4(5) . . . . ?
C6 C7 C8 C9 -56.1(6) . . . . ?
C7 C8 C9 C11 -177.4(4) . . . . ?
C14 C8 C9 C11 -50.2(5) . . . . ?
C7 C8 C9 C10 58.2(5) . . . . ?
C14 C8 C9 C10 -174.6(4) . . . . ?
C2 C1 C10 C9 67.5(6) . . . . ?
C2 C1 C10 C5 -58.4(5) . . . . ?
C11 C9 C10 C1 54.5(6) . . . . ?
C8 C9 C10 C1 177.3(4) . . . . ?
C11 C9 C10 C5 179.4(4) . . . . ?
C8 C9 C10 C5 -57.8(5) . . . . ?
O4 C5 C10 C1 -57.8(5) . . . . ?
C6 C5 C10 C1 -176.7(5) . . . . ?
C4 C5 C10 C1 56.8(5) . . . . ?
O4 C5 C10 C9 174.2(4) . . . . ?
C6 C5 C10 C9 55.2(5) . . . . ?
C4 C5 C10 C9 -71.2(5) . . . . ?
C10 C9 C11 C12 178.0(4) . . . . ?
C8 C9 C11 C12 55.7(6) . . . . ?
C9 C11 C12 C13 -58.5(6) . . . . ?
C11 C12 C13 C14 51.6(5) . . . . ?
C11 C12 C13 C18 -70.8(5) . . . . ?
C11 C12 C13 C17 164.2(4) . . . . ?
C15 O3 C14 C13 -101.2(5) . . . . ?
C15 O3 C14 C8 117.5(5) . . . . ?
C18 C13 C14 O3 -67.3(5) . . . . ?
C12 C13 C14 O3 170.7(4) . . . . ?
C17 C13 C14 O3 55.0(5) . . . . ?
C18 C13 C14 C15 -131.8(5) . . . . ?
C12 C13 C14 C15 106.2(5) . . . . ?
C17 C13 C14 C15 -9.5(5) . . . . ?
C18 C13 C14 C8 72.4(5) . . . . ?
C12 C13 C14 C8 -49.6(6) . . . . ?
C17 C13 C14 C8 -165.3(4) . . . . ?
C7 C8 C14 O3 -45.6(6) . . . . ?
C9 C8 C14 O3 -171.1(4) . . . . ?
C7 C8 C14 C15 24.1(7) . . . . ?
C9 C8 C14 C15 -101.4(5) . . . . ?
C7 C8 C14 C13 175.9(4) . . . . ?
C9 C8 C14 C13 50.5(6) . . . . ?
C14 O3 C15 C16 101.4(5) . . . . ?
C13 C14 C15 O3 104.6(4) . . . . ?
C8 C14 C15 O3 -101.4(5) . . . . ?
O3 C14 C15 C16 -105.7(5) . . . . ?
C13 C14 C15 C16 -1.2(6) . . . . ?
C8 C14 C15 C16 152.8(5) . . . . ?
O3 C15 C16 C17 -53.9(6) . . . . ?
C14 C15 C16 C17 11.5(6) . . . . ?
C15 C16 C17 C20 113.3(5) . . . . ?
C15 C16 C17 C13 -16.9(5) . . . . ?
C14 C13 C17 C20 -111.1(5) . . . . ?
C18 C13 C17 C20 10.5(6) . . . . ?
C12 C13 C17 C20 134.5(5) . . . . ?
C14 C13 C17 C16 16.1(5) . . . . ?
C18 C13 C17 C16 137.7(5) . . . . ?
C12 C13 C17 C16 -98.3(5) . . . . ?
C16 C17 C20 C22 130.7(5) . . . . ?
C13 C17 C20 C22 -105.4(6) . . . . ?
C16 C17 C20 C21 -46.7(6) . . . . ?
C13 C17 C20 C21 77.2(6) . . . . ?
C24 O2 C21 C20 0.1(8) . . . . ?
C22 C20 C21 O2 -1.2(7) . . . . ?
C17 C20 C21 O2 176.3(5) . . . . ?
C21 C20 C22 C23 1.0(8) . . . . ?
C17 C20 C22 C23 -176.6(5) . . . . ?
C20 C22 C23 C24 0.3(8) . . . . ?
C22 C23 C24 O1 176.8(5) . . . . ?
C22 C23 C24 O2 -1.4(7) . . . . ?
C21 O2 C24 O1 -176.8(6) . . . . ?
C21 O2 C24 C23 1.2(8) . . . . ?

_refine_diff_density_max         0.844
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.073

