# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1815118'
_audit_update_record             
;
2018-01-06 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H40 O9'
_chemical_formula_weight         568.64

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

_space_group_crystal_system      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                   11.49100(10)
_cell_length_b                   13.49460(10)
_cell_length_c                   18.7471(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2907.05(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    16102
_cell_measurement_theta_min      4.4850
_cell_measurement_theta_max      71.0400

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.776
_shelx_estimated_absorpt_T_min   0.812
_shelx_estimated_absorpt_T_max   0.860
_exptl_absorpt_correction_T_min  0.61031
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_reflns_number            26163
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.036
_diffrn_reflns_theta_max         71.399
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5564
_reflns_number_gt                5200
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_max     0.974
_reflns_Friedel_fraction_full    0.997

_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       'CrysAlisPro (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 (L. J. Farrugia, 2001)'
_computing_publication_material  SHELXL-97

_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)+(0.0673P)²+0.5290P] 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 2125 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.03(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5564
_refine_ls_number_parameters     386
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1182
_refine_ls_wR_factor_gt          0.1148
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.040
_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
O4 O 0.71823(17) 0.57029(16) 0.53641(11) 0.0549(5) Uani 1 1 d . . . . .
O2 O 0.72286(18) 0.63829(16) 0.75271(12) 0.0611(5) Uani 1 1 d . . . . .
O8 O 0.51426(18) 0.33726(18) 0.64769(11) 0.0616(5) Uani 1 1 d . . . . .
O3 O 0.8560(2) 0.70768(18) 0.82297(12) 0.0680(6) Uani 1 1 d . . . . .
O1 O 1.09079(17) 0.42822(18) 0.54288(12) 0.0645(6) Uani 1 1 d . . . . .
O5 O 0.6889(2) 0.5312(2) 0.42202(11) 0.0706(6) Uani 1 1 d . . . . .
O6 O 0.94349(19) 0.4074(2) 0.79936(12) 0.0733(7) Uani 1 1 d . . . . .
H6 H 0.9155 0.4282 0.8367 0.110 Uiso 1 1 calc R U . . .
O7 O 0.4744(3) 0.2796(2) 0.54169(14) 0.0883(8) Uani 1 1 d . . . . .
O9 O 0.4701(3) 0.4737(2) 0.86419(15) 0.0867(8) Uani 1 1 d . . . . .
C7 C 0.8228(3) 0.65867(19) 0.76494(15) 0.0483(6) Uani 1 1 d . . . . .
C1 C 0.9986(2) 0.4552(2) 0.56763(15) 0.0494(6) Uani 1 1 d . . . . .
C8 C 0.8186(2) 0.34788(19) 0.62014(14) 0.0435(5) Uani 1 1 d . . . . .
C11 C 0.8538(2) 0.3956(2) 0.74784(14) 0.0486(6) Uani 1 1 d . . . . .
H11 H 0.8055 0.4555 0.7473 0.058 Uiso 1 1 calc R U . . .
C5 C 0.9000(2) 0.5712(2) 0.65318(15) 0.0479(6) Uani 1 1 d . . . . .
H5 H 0.8204 0.5466 0.6593 0.057 Uiso 1 1 calc R U . . .
C2 C 0.8898(2) 0.4637(2) 0.52426(14) 0.0484(6) Uani 1 1 d . . . . .
H2 H 0.9073 0.4447 0.4750 0.058 Uiso 1 1 calc R U . . .
C30 C 0.8083(2) 0.3880(2) 0.55584(14) 0.0461(6) Uani 1 1 d . . . . .
H30 H 0.7457 0.3678 0.5280 0.055 Uiso 1 1 calc R U . . .
C17 C 0.5977(2) 0.3622(2) 0.70350(14) 0.0477(6) Uani 1 1 d . . . . .
H17 H 0.6413 0.4207 0.6877 0.057 Uiso 1 1 calc R U . . .
C9 C 0.9102(2) 0.3822(2) 0.67377(14) 0.0457(6) Uani 1 1 d . . . . .
H9 H 0.9669 0.3283 0.6782 0.055 Uiso 1 1 calc R U . . .
C10 C 0.9788(2) 0.4757(2) 0.64688(15) 0.0482(6) Uani 1 1 d . . . . .
C20 C 0.5271(3) 0.3915(2) 0.76681(15) 0.0515(6) Uani 1 1 d . . . . .
C14 C 0.7455(3) 0.2595(2) 0.64359(15) 0.0518(7) Uani 1 1 d . . . . .
H14 H 0.7993 0.2040 0.6505 0.062 Uiso 1 1 calc R U . . .
C4 C 0.8971(3) 0.6355(2) 0.58451(17) 0.0551(7) Uani 1 1 d . . . . .
C6 C 0.9267(3) 0.6318(3) 0.72133(17) 0.0587(7) Uani 1 1 d . . . . .
H6A H 0.9797 0.5938 0.7509 0.070 Uiso 1 1 calc R U . . .
H6B H 0.9664 0.6922 0.7076 0.070 Uiso 1 1 calc R U . . .
C3 C 0.8434(2) 0.5716(2) 0.52475(16) 0.0517(6) Uani 1 1 d . . . . .
H3 H 0.8598 0.6025 0.4785 0.062 Uiso 1 1 calc R U . . .
C16 C 0.5438(3) 0.2832(2) 0.58958(16) 0.0609(8) Uani 1 1 d . . . . .
C19 C 1.0986(2) 0.4842(3) 0.68307(19) 0.0624(8) Uani 1 1 d . . . . .
H19A H 1.1466 0.4294 0.6687 0.094 Uiso 1 1 calc R U . . .
H19B H 1.0890 0.4831 0.7339 0.094 Uiso 1 1 calc R U . . .
H19C H 1.1350 0.5452 0.6691 0.094 Uiso 1 1 calc R U . . .
C13 C 0.6855(3) 0.2780(2) 0.71626(15) 0.0495(6) Uani 1 1 d . . . . .
C12 C 0.7789(3) 0.3080(2) 0.76961(15) 0.0514(6) Uani 1 1 d . . . . .
H12A H 0.7414 0.3237 0.8146 0.062 Uiso 1 1 calc R U . . .
H12B H 0.8294 0.2515 0.7778 0.062 Uiso 1 1 calc R U . . .
C15 C 0.6547(3) 0.2252(2) 0.59017(17) 0.0620(8) Uani 1 1 d . . . . .
H15A H 0.6886 0.2280 0.5428 0.074 Uiso 1 1 calc R U . . .
H15B H 0.6362 0.1564 0.6001 0.074 Uiso 1 1 calc R U . . .
C29 C 0.8208(4) 0.7283(3) 0.5954(2) 0.0764(10) Uani 1 1 d . . . . .
H29A H 0.7471 0.7091 0.6152 0.115 Uiso 1 1 calc R U . . .
H29B H 0.8086 0.7605 0.5504 0.115 Uiso 1 1 calc R U . . .
H29C H 0.8591 0.7731 0.6275 0.115 Uiso 1 1 calc R U . . .
C18 C 0.6249(4) 0.1840(2) 0.74354(19) 0.0726(10) Uani 1 1 d . . . . .
H18A H 0.6061 0.1918 0.7931 0.109 Uiso 1 1 calc R U . . .
H18B H 0.6758 0.1282 0.7377 0.109 Uiso 1 1 calc R U . . .
H18C H 0.5547 0.1732 0.7168 0.109 Uiso 1 1 calc R U . . .
C21 C 0.5498(3) 0.4668(3) 0.8123(2) 0.0744(10) Uani 1 1 d . . . . .
H21 H 0.6134 0.5090 0.8081 0.089 Uiso 1 1 calc R U . . .
C28 C 1.0183(3) 0.6712(3) 0.5602(2) 0.0713(9) Uani 1 1 d . . . . .
H28A H 1.0517 0.7126 0.5965 0.107 Uiso 1 1 calc R U . . .
H28B H 1.0109 0.7084 0.5167 0.107 Uiso 1 1 calc R U . . .
H28C H 1.0677 0.6150 0.5522 0.107 Uiso 1 1 calc R U . . .
C23 C 0.3932(4) 0.3988(3) 0.8516(2) 0.0958(15) Uani 1 1 d . . . . .
H23 H 0.3265 0.3862 0.8781 0.115 Uiso 1 1 calc R U . . .
C24 C 0.7642(4) 0.7321(3) 0.8733(2) 0.0857(12) Uani 1 1 d . . . . .
H01A H 0.7093 0.7758 0.8510 0.129 Uiso 1 1 calc R U . . .
H01B H 0.7973 0.7640 0.9143 0.129 Uiso 1 1 calc R U . . .
H01C H 0.7252 0.6725 0.8879 0.129 Uiso 1 1 calc R U . . .
C22 C 0.4280(4) 0.3466(4) 0.7958(3) 0.1023(17) Uani 1 1 d . . . . .
H22 H 0.3924 0.2895 0.7786 0.123 Uiso 1 1 calc R U . . .
C1' C 0.6506(3) 0.5460(2) 0.48132(15) 0.0543(7) Uani 1 1 d . . . . .
C2' C 0.5267(3) 0.5355(3) 0.50040(18) 0.0667(9) Uani 0.571(7) 1 d D . P A 2
C4' C 0.4460(8) 0.4935(10) 0.4460(7) 0.090(3) Uani 0.571(7) 1 d D . P A 2
H4'1 H 0.4903 0.4675 0.4068 0.135 Uiso 0.571(7) 1 calc R U P A 2
H4'2 H 0.3950 0.5446 0.4291 0.135 Uiso 0.571(7) 1 calc R U P A 2
H4'3 H 0.4009 0.4413 0.4671 0.135 Uiso 0.571(7) 1 calc R U P A 2
C3' C 0.4849(8) 0.5774(9) 0.5632(5) 0.104(4) Uani 0.571(7) 1 d D . P A 2
H3' H 0.5280 0.6230 0.5894 0.124 Uiso 0.571(7) 1 calc R U P A 2
C5' C 0.3616(6) 0.5432(8) 0.5866(5) 0.102(2) Uani 0.571(7) 1 d D . P A 2
H5'1 H 0.3406 0.5759 0.6302 0.153 Uiso 0.571(7) 1 calc R U P A 2
H5'2 H 0.3617 0.4728 0.5938 0.153 Uiso 0.571(7) 1 calc R U P A 2
H5'3 H 0.3063 0.5599 0.5501 0.153 Uiso 0.571(7) 1 calc R U P A 2
C2A C 0.5267(3) 0.5355(3) 0.50040(18) 0.0667(9) Uani 0.429(7) 1 d D . P A 1
C5A C 0.3391(7) 0.4799(11) 0.4727(7) 0.102(2) Uani 0.429(7) 1 d D . P A 1
H5A1 H 0.2956 0.4401 0.4397 0.153 Uiso 0.429(7) 1 calc R U P A 1
H5A2 H 0.3105 0.5467 0.4716 0.153 Uiso 0.429(7) 1 calc R U P A 1
H5A3 H 0.3303 0.4534 0.5200 0.153 Uiso 0.429(7) 1 calc R U P A 1
C3A C 0.4639(10) 0.4789(16) 0.4525(9) 0.104(4) Uani 0.429(7) 1 d D . P A 1
H3A H 0.4951 0.4453 0.4136 0.124 Uiso 0.429(7) 1 calc R U P A 1
C4A C 0.4961(13) 0.5530(12) 0.5745(6) 0.090(3) Uani 0.429(7) 1 d D . P A 1
H4A1 H 0.5535 0.5950 0.5961 0.135 Uiso 0.429(7) 1 calc R U P A 1
H4A2 H 0.4931 0.4909 0.5995 0.135 Uiso 0.429(7) 1 calc R U P A 1
H4A3 H 0.4213 0.5846 0.5768 0.135 Uiso 0.429(7) 1 calc R U P A 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C1' 1.334(4) . ?
O4 C3 1.455(3) . ?
O2 C7 1.203(3) . ?
O8 C16 1.354(4) . ?
O8 C17 1.458(3) . ?
O3 C7 1.329(3) . ?
O3 C24 1.453(4) . ?
O1 C1 1.212(3) . ?
O5 C1' 1.212(4) . ?
O6 C11 1.422(3) . ?
O6 H6 0.8200 . ?
O7 C16 1.202(4) . ?
O9 C21 1.338(4) . ?
O9 C23 1.363(5) . ?
C7 C6 1.492(4) . ?
C1 C2 1.496(4) . ?
C1 C10 1.528(4) . ?
C8 C30 1.327(4) . ?
C8 C14 1.523(4) . ?
C8 C9 1.528(4) . ?
C11 C12 1.517(4) . ?
C11 C9 1.543(4) . ?
C11 H11 0.9800 . ?
C5 C6 1.547(4) . ?
C5 C4 1.553(4) . ?
C5 C10 1.580(4) . ?
C5 H5 0.9800 . ?
C2 C30 1.506(4) . ?
C2 C3 1.551(4) . ?
C2 H2 0.9800 . ?
C30 H30 0.9300 . ?
C17 C20 1.491(4) . ?
C17 C13 1.539(4) . ?
C17 H17 0.9800 . ?
C9 C10 1.571(4) . ?
C9 H9 0.9800 . ?
C10 C19 1.539(4) . ?
C20 C21 1.353(4) . ?
C20 C22 1.400(5) . ?
C14 C15 1.518(4) . ?
C14 C13 1.547(4) . ?
C14 H14 0.9800 . ?
C4 C29 1.542(4) . ?
C4 C3 1.542(4) . ?
C4 C28 1.543(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C3 H3 0.9800 . ?
C16 C15 1.496(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C13 C12 1.522(4) . ?
C13 C18 1.535(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C21 H21 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C23 C22 1.322(6) . ?
C23 H23 0.9300 . ?
C24 H01A 0.9600 . ?
C24 H01B 0.9600 . ?
C24 H01C 0.9600 . ?
C22 H22 0.9300 . ?
C1' C2' 1.475(4) . ?
C2' C3' 1.392(9) . ?
C2' C4' 1.490(10) . ?
C4' H4'1 0.9600 . ?
C4' H4'2 0.9600 . ?
C4' H4'3 0.9600 . ?
C3' C5' 1.553(10) . ?
C3' H3' 0.9300 . ?
C5' H5'1 0.9600 . ?
C5' H5'2 0.9600 . ?
C5' H5'3 0.9600 . ?
C5A C3A 1.483(11) . ?
C5A H5A1 0.9600 . ?
C5A H5A2 0.9600 . ?
C5A H5A3 0.9600 . ?
C3A H3A 0.9300 . ?
C4A H4A1 0.9600 . ?
C4A H4A2 0.9600 . ?
C4A H4A3 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' O4 C3 117.6(2) . . ?
C16 O8 C17 122.5(2) . . ?
C7 O3 C24 115.8(3) . . ?
C11 O6 H6 109.5 . . ?
C21 O9 C23 105.4(3) . . ?
O2 C7 O3 123.0(3) . . ?
O2 C7 C6 127.2(3) . . ?
O3 C7 C6 109.8(2) . . ?
O1 C1 C2 123.0(2) . . ?
O1 C1 C10 123.8(3) . . ?
C2 C1 C10 113.0(2) . . ?
C30 C8 C14 122.2(2) . . ?
C30 C8 C9 122.4(2) . . ?
C14 C8 C9 115.3(2) . . ?
O6 C11 C12 108.4(2) . . ?
O6 C11 C9 108.6(2) . . ?
C12 C11 C9 112.9(2) . . ?
O6 C11 H11 108.9 . . ?
C12 C11 H11 108.9 . . ?
C9 C11 H11 108.9 . . ?
C6 C5 C4 113.2(2) . . ?
C6 C5 C10 112.3(2) . . ?
C4 C5 C10 114.0(2) . . ?
C6 C5 H5 105.5 . . ?
C4 C5 H5 105.5 . . ?
C10 C5 H5 105.5 . . ?
C1 C2 C30 104.7(2) . . ?
C1 C2 C3 110.8(2) . . ?
C30 C2 C3 114.9(2) . . ?
C1 C2 H2 108.7 . . ?
C30 C2 H2 108.7 . . ?
C3 C2 H2 108.7 . . ?
C8 C30 C2 125.4(3) . . ?
C8 C30 H30 117.3 . . ?
C2 C30 H30 117.3 . . ?
O8 C17 C20 105.9(2) . . ?
O8 C17 C13 111.8(2) . . ?
C20 C17 C13 115.4(2) . . ?
O8 C17 H17 107.8 . . ?
C20 C17 H17 107.8 . . ?
C13 C17 H17 107.8 . . ?
C8 C9 C11 109.7(2) . . ?
C8 C9 C10 112.2(2) . . ?
C11 C9 C10 113.9(2) . . ?
C8 C9 H9 106.8 . . ?
C11 C9 H9 106.8 . . ?
C10 C9 H9 106.8 . . ?
C1 C10 C19 108.0(2) . . ?
C1 C10 C9 104.0(2) . . ?
C19 C10 C9 111.5(2) . . ?
C1 C10 C5 107.8(2) . . ?
C19 C10 C5 114.8(2) . . ?
C9 C10 C5 110.1(2) . . ?
C21 C20 C22 103.7(3) . . ?
C21 C20 C17 126.6(3) . . ?
C22 C20 C17 129.6(3) . . ?
C15 C14 C8 115.3(2) . . ?
C15 C14 C13 108.9(3) . . ?
C8 C14 C13 111.9(2) . . ?
C15 C14 H14 106.7 . . ?
C8 C14 H14 106.7 . . ?
C13 C14 H14 106.7 . . ?
C29 C4 C3 108.9(3) . . ?
C29 C4 C28 107.4(3) . . ?
C3 C4 C28 108.7(3) . . ?
C29 C4 C5 110.9(3) . . ?
C3 C4 C5 107.4(2) . . ?
C28 C4 C5 113.6(3) . . ?
C7 C6 C5 115.0(2) . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
C5 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
O4 C3 C4 107.0(2) . . ?
O4 C3 C2 109.2(2) . . ?
C4 C3 C2 113.1(2) . . ?
O4 C3 H3 109.1 . . ?
C4 C3 H3 109.1 . . ?
C2 C3 H3 109.1 . . ?
O7 C16 O8 117.2(3) . . ?
O7 C16 C15 123.3(3) . . ?
O8 C16 C15 119.3(3) . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C12 C13 C18 108.7(2) . . ?
C12 C13 C17 111.6(2) . . ?
C18 C13 C17 111.4(3) . . ?
C12 C13 C14 107.9(2) . . ?
C18 C13 C14 111.2(2) . . ?
C17 C13 C14 105.9(2) . . ?
C11 C12 C13 115.5(2) . . ?
C11 C12 H12A 108.4 . . ?
C13 C12 H12A 108.4 . . ?
C11 C12 H12B 108.4 . . ?
C13 C12 H12B 108.4 . . ?
H12A C12 H12B 107.5 . . ?
C16 C15 C14 115.5(2) . . ?
C16 C15 H15A 108.4 . . ?
C14 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
C14 C15 H15B 108.4 . . ?
H15A C15 H15B 107.5 . . ?
C4 C29 H29A 109.5 . . ?
C4 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C4 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O9 C21 C20 112.2(3) . . ?
O9 C21 H21 123.9 . . ?
C20 C21 H21 123.9 . . ?
C4 C28 H28A 109.5 . . ?
C4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C22 C23 O9 109.7(3) . . ?
C22 C23 H23 125.2 . . ?
O9 C23 H23 125.2 . . ?
O3 C24 H01A 109.5 . . ?
O3 C24 H01B 109.5 . . ?
H01A C24 H01B 109.5 . . ?
O3 C24 H01C 109.5 . . ?
H01A C24 H01C 109.5 . . ?
H01B C24 H01C 109.5 . . ?
C23 C22 C20 108.8(4) . . ?
C23 C22 H22 125.6 . . ?
C20 C22 H22 125.6 . . ?
O5 C1' O4 122.6(3) . . ?
O5 C1' C2' 123.9(3) . . ?
O4 C1' C2' 113.5(3) . . ?
C3' C2' C1' 119.9(5) . . ?
C3' C2' C4' 121.2(7) . . ?
C1' C2' C4' 118.1(5) . . ?
C2' C4' H4'1 109.5 . . ?
C2' C4' H4'2 109.5 . . ?
H4'1 C4' H4'2 109.5 . . ?
C2' C4' H4'3 109.5 . . ?
H4'1 C4' H4'3 109.5 . . ?
H4'2 C4' H4'3 109.5 . . ?
C2' C3' C5' 115.6(9) . . ?
C2' C3' H3' 122.2 . . ?
C5' C3' H3' 122.2 . . ?
C3' C5' H5'1 109.5 . . ?
C3' C5' H5'2 109.5 . . ?
H5'1 C5' H5'2 109.5 . . ?
C3' C5' H5'3 109.5 . . ?
H5'1 C5' H5'3 109.5 . . ?
H5'2 C5' H5'3 109.5 . . ?
C3A C5A H5A1 109.5 . . ?
C3A C5A H5A2 109.5 . . ?
H5A1 C5A H5A2 109.5 . . ?
C3A C5A H5A3 109.5 . . ?
H5A1 C5A H5A3 109.5 . . ?
H5A2 C5A H5A3 109.5 . . ?
C5A C3A H3A 125.2 . . ?
H4A1 C4A H4A2 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 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
C24 O3 C7 O2 2.6(5) . . . . ?
C24 O3 C7 C6 -175.5(3) . . . . ?
O1 C1 C2 C30 115.7(3) . . . . ?
C10 C1 C2 C30 -59.6(3) . . . . ?
O1 C1 C2 C3 -119.9(3) . . . . ?
C10 C1 C2 C3 64.9(3) . . . . ?
C14 C8 C30 C2 -169.3(2) . . . . ?
C9 C8 C30 C2 6.2(4) . . . . ?
C1 C2 C30 C8 18.9(3) . . . . ?
C3 C2 C30 C8 -102.9(3) . . . . ?
C16 O8 C17 C20 -162.1(3) . . . . ?
C16 O8 C17 C13 -35.6(3) . . . . ?
C30 C8 C9 C11 133.9(3) . . . . ?
C14 C8 C9 C11 -50.3(3) . . . . ?
C30 C8 C9 C10 6.2(3) . . . . ?
C14 C8 C9 C10 -178.0(2) . . . . ?
O6 C11 C9 C8 168.2(2) . . . . ?
C12 C11 C9 C8 47.9(3) . . . . ?
O6 C11 C9 C10 -65.0(3) . . . . ?
C12 C11 C9 C10 174.7(2) . . . . ?
O1 C1 C10 C19 15.2(4) . . . . ?
C2 C1 C10 C19 -169.5(2) . . . . ?
O1 C1 C10 C9 -103.3(3) . . . . ?
C2 C1 C10 C9 71.9(3) . . . . ?
O1 C1 C10 C5 139.8(3) . . . . ?
C2 C1 C10 C5 -45.0(3) . . . . ?
C8 C9 C10 C1 -40.5(3) . . . . ?
C11 C9 C10 C1 -166.0(2) . . . . ?
C8 C9 C10 C19 -156.6(2) . . . . ?
C11 C9 C10 C19 77.9(3) . . . . ?
C8 C9 C10 C5 74.8(3) . . . . ?
C11 C9 C10 C5 -50.7(3) . . . . ?
C6 C5 C10 C1 -148.7(2) . . . . ?
C4 C5 C10 C1 -18.3(3) . . . . ?
C6 C5 C10 C19 -28.4(3) . . . . ?
C4 C5 C10 C19 102.0(3) . . . . ?
C6 C5 C10 C9 98.5(3) . . . . ?
C4 C5 C10 C9 -131.1(2) . . . . ?
O8 C17 C20 C21 -139.8(3) . . . . ?
C13 C17 C20 C21 95.9(4) . . . . ?
O8 C17 C20 C22 44.2(5) . . . . ?
C13 C17 C20 C22 -80.2(5) . . . . ?
C30 C8 C14 C15 -4.0(4) . . . . ?
C9 C8 C14 C15 -179.8(2) . . . . ?
C30 C8 C14 C13 -129.2(3) . . . . ?
C9 C8 C14 C13 55.0(3) . . . . ?
C6 C5 C4 C29 -48.8(3) . . . . ?
C10 C5 C4 C29 -178.8(3) . . . . ?
C6 C5 C4 C3 -167.6(2) . . . . ?
C10 C5 C4 C3 62.5(3) . . . . ?
C6 C5 C4 C28 72.2(3) . . . . ?
C10 C5 C4 C28 -57.7(3) . . . . ?
O2 C7 C6 C5 0.1(5) . . . . ?
O3 C7 C6 C5 178.1(3) . . . . ?
C4 C5 C6 C7 99.3(3) . . . . ?
C10 C5 C6 C7 -129.9(3) . . . . ?
C1' O4 C3 C4 160.2(2) . . . . ?
C1' O4 C3 C2 -77.1(3) . . . . ?
C29 C4 C3 O4 -42.5(3) . . . . ?
C28 C4 C3 O4 -159.2(3) . . . . ?
C5 C4 C3 O4 77.5(3) . . . . ?
C29 C4 C3 C2 -162.8(3) . . . . ?
C28 C4 C3 C2 80.5(3) . . . . ?
C5 C4 C3 C2 -42.8(3) . . . . ?
C1 C2 C3 O4 -135.3(2) . . . . ?
C30 C2 C3 O4 -16.8(3) . . . . ?
C1 C2 C3 C4 -16.2(3) . . . . ?
C30 C2 C3 C4 102.2(3) . . . . ?
C17 O8 C16 O7 -168.8(3) . . . . ?
C17 O8 C16 C15 16.0(4) . . . . ?
O8 C17 C13 C12 174.8(2) . . . . ?
C20 C17 C13 C12 -64.0(3) . . . . ?
O8 C17 C13 C18 -63.5(3) . . . . ?
C20 C17 C13 C18 57.7(3) . . . . ?
O8 C17 C13 C14 57.6(3) . . . . ?
C20 C17 C13 C14 178.8(2) . . . . ?
C15 C14 C13 C12 177.6(2) . . . . ?
C8 C14 C13 C12 -53.7(3) . . . . ?
C15 C14 C13 C18 58.5(3) . . . . ?
C8 C14 C13 C18 -172.9(3) . . . . ?
C15 C14 C13 C17 -62.7(3) . . . . ?
C8 C14 C13 C17 65.9(3) . . . . ?
O6 C11 C12 C13 -174.0(2) . . . . ?
C9 C11 C12 C13 -53.6(3) . . . . ?
C18 C13 C12 C11 175.5(3) . . . . ?
C17 C13 C12 C11 -61.3(3) . . . . ?
C14 C13 C12 C11 54.7(3) . . . . ?
O7 C16 C15 C14 163.9(3) . . . . ?
O8 C16 C15 C14 -21.2(4) . . . . ?
C8 C14 C15 C16 -81.1(3) . . . . ?
C13 C14 C15 C16 45.6(3) . . . . ?
C23 O9 C21 C20 0.4(5) . . . . ?
C22 C20 C21 O9 -2.7(5) . . . . ?
C17 C20 C21 O9 -179.6(3) . . . . ?
C21 O9 C23 C22 2.3(6) . . . . ?
O9 C23 C22 C20 -4.0(7) . . . . ?
C21 C20 C22 C23 4.1(6) . . . . ?
C17 C20 C22 C23 -179.2(4) . . . . ?
C3 O4 C1' O5 -4.5(4) . . . . ?
C3 O4 C1' C2' 173.3(3) . . . . ?
O5 C1' C2' C3' -163.5(6) . . . . ?
O4 C1' C2' C3' 18.7(6) . . . . ?
O5 C1' C2' C4' 7.1(8) . . . . ?
O4 C1' C2' C4' -170.7(7) . . . . ?
C1' C2' C3' C5' -167.2(6) . . . . ?
C4' C2' C3' C5' 22.5(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H6 O5 0.82 2.07 2.879(3) 167.5 2_665

_refine_diff_density_max         0.237
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.034

_shelxl_version_number           2013-4

