# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_140329d
_database_code_depnum_ccdc_archive 'CCDC 995361'
_audit_update_record             
;
2014-04-03 deposited with the CCDC.
2015-07-27 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C90 H135 Cl9 O36'
_chemical_formula_weight         2112.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   R3

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   24.752(2)
_cell_length_b                   24.752(2)
_cell_length_c                   5.0591(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2684.3(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1819
_cell_measurement_theta_min      2.851
_cell_measurement_theta_max      23.11

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.35
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1116
_exptl_absorpt_coefficient_mu    0.313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8644
_exptl_absorpt_correction_T_max  0.8985
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4491
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0427
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         25.01
_reflns_number_total             2066
_reflns_number_gt                1638
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0392P)²+0.4514P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(7)
_refine_ls_number_reflns         2066
_refine_ls_number_parameters     137
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0787
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.52980(4) 1.05892(4) -0.30262(18) 0.0660(3) Uani 1 1 d . . .
O3A O 0.57946(8) 0.97657(9) -0.0783(4) 0.0498(5) Uani 1 1 d . . .
H3A H 0.6134 1.0027 -0.0182 0.075 Uiso 1 1 d R . .
O5A O 0.39132(9) 0.98474(9) -0.1879(4) 0.0530(6) Uani 1 1 d . . .
H5A H 0.3904 1.0170 -0.1630 0.080 Uiso 1 1 d R . .
O6A O 0.35238(8) 0.92261(9) 0.3210(4) 0.0491(5) Uani 1 1 d . . .
H6A H 0.3718 0.9429 0.4506 0.074 Uiso 1 1 d R . .
O10A O 0.59302(8) 0.94435(11) 0.4341(5) 0.0576(6) Uani 1 1 d . . .
H10A H 0.5886 0.9523 0.5873 0.086 Uiso 1 1 d R . .
C1 C 0.43302(12) 0.89320(12) 0.2694(6) 0.0389(6) Uani 1 1 d . . .
C2 C 0.49483(12) 0.92054(12) 0.2267(6) 0.0386(6) Uani 1 1 d . . .
C3 C 0.53081(12) 0.97891(12) 0.0636(5) 0.0381(6) Uani 1 1 d . . .
H3 H 0.5492 1.0153 0.1810 0.046 Uiso 1 1 calc R . .
C4 C 0.48821(13) 0.98522(13) -0.1319(6) 0.0417(7) Uani 1 1 d . . .
H4 H 0.4744 0.9516 -0.2621 0.050 Uiso 1 1 calc R . .
C5 C 0.43183(13) 0.98035(12) 0.0015(6) 0.0408(7) Uani 1 1 d . . .
H5 H 0.4451 1.0141 0.1307 0.049 Uiso 1 1 calc R . .
C6 C 0.39430(12) 0.91808(12) 0.1410(6) 0.0400(7) Uani 1 1 d . . .
H6 H 0.3686 0.8877 0.0056 0.048 Uiso 1 1 calc R . .
C7 C 0.39807(14) 0.83690(14) 0.4343(8) 0.0599(9) Uani 1 1 d . . .
H7 H 0.4219 0.8256 0.5372 0.072 Uiso 1 1 calc R . .
C8 C 0.33758(17) 0.80108(15) 0.4529(10) 0.0806(12) Uani 1 1 d . . .
H8 H 0.3129 0.8110 0.3479 0.097 Uiso 1 1 calc R . .
C9 C 0.3047(2) 0.7453(2) 0.6297(12) 0.129(2) Uani 1 1 d . . .
H9A H 0.2834 0.7083 0.5240 0.194 Uiso 1 1 calc R . .
H9B H 0.2751 0.7495 0.7378 0.194 Uiso 1 1 calc R . .
H9C H 0.3347 0.7425 0.7406 0.194 Uiso 1 1 calc R . .
C10 C 0.53527(13) 0.89590(14) 0.3364(7) 0.0538(8) Uani 1 1 d . . .
H10B H 0.5131 0.8667 0.4781 0.065 Uiso 1 1 calc R . .
H10C H 0.5431 0.8735 0.1983 0.065 Uiso 1 1 calc R . .


_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
Cl1 C4 1.804(3) . ?
O3A C3 1.428(3) . ?
O3A H3A 0.8200 . ?
O5A C5 1.430(3) . ?
O5A H5A 0.8200 . ?
O6A C6 1.427(3) . ?
O6A H6A 0.8200 . ?
O10A C10 1.418(3) . ?
O10A H10A 0.8200 . ?
C1 C2 1.345(4) . ?
C1 C7 1.477(4) . ?
C1 C6 1.520(4) . ?
C2 C3 1.508(4) . ?
C2 C10 1.514(4) . ?
C3 C4 1.510(4) . ?
C3 H3 0.9800 . ?
C4 C5 1.500(4) . ?
C4 H4 0.9800 . ?
C5 C6 1.518(4) . ?
C5 H5 0.9800 . ?
C6 H6 0.9800 . ?
C7 C8 1.307(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.498(6) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?

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
C3 O3A H3A 109.5 . . ?
C5 O5A H5A 109.5 . . ?
C6 O6A H6A 109.5 . . ?
C10 O10A H10A 109.5 . . ?
C2 C1 C7 123.2(2) . . ?
C2 C1 C6 121.1(2) . . ?
C7 C1 C6 115.7(2) . . ?
C1 C2 C3 123.2(2) . . ?
C1 C2 C10 123.6(3) . . ?
C3 C2 C10 113.2(2) . . ?
O3A C3 C2 110.0(2) . . ?
O3A C3 C4 108.8(2) . . ?
C2 C3 C4 110.4(2) . . ?
O3A C3 H3 109.2 . . ?
C2 C3 H3 109.2 . . ?
C4 C3 H3 109.2 . . ?
C5 C4 C3 111.5(2) . . ?
C5 C4 Cl1 109.53(18) . . ?
C3 C4 Cl1 110.08(19) . . ?
C5 C4 H4 108.5 . . ?
C3 C4 H4 108.5 . . ?
Cl1 C4 H4 108.5 . . ?
O5A C5 C4 110.6(2) . . ?
O5A C5 C6 107.0(2) . . ?
C4 C5 C6 111.3(2) . . ?
O5A C5 H5 109.3 . . ?
C4 C5 H5 109.3 . . ?
C6 C5 H5 109.3 . . ?
O6A C6 C5 108.5(2) . . ?
O6A C6 C1 112.9(2) . . ?
C5 C6 C1 114.9(2) . . ?
O6A C6 H6 106.7 . . ?
C5 C6 H6 106.7 . . ?
C1 C6 H6 106.7 . . ?
C8 C7 C1 127.8(3) . . ?
C8 C7 H7 116.1 . . ?
C1 C7 H7 116.1 . . ?
C7 C8 C9 125.3(4) . . ?
C7 C8 H8 117.4 . . ?
C9 C8 H8 117.4 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O10A C10 C2 112.2(2) . . ?
O10A C10 H10B 109.2 . . ?
C2 C10 H10B 109.2 . . ?
O10A C10 H10C 109.2 . . ?
C2 C10 H10C 109.2 . . ?
H10B C10 H10C 107.9 . . ?

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
C7 C1 C2 C3 -178.5(3) . . . . ?
C6 C1 C2 C3 3.4(4) . . . . ?
C7 C1 C2 C10 1.6(4) . . . . ?
C6 C1 C2 C10 -176.5(3) . . . . ?
C1 C2 C3 O3A -144.9(2) . . . . ?
C10 C2 C3 O3A 35.0(3) . . . . ?
C1 C2 C3 C4 -24.8(4) . . . . ?
C10 C2 C3 C4 155.0(2) . . . . ?
O3A C3 C4 C5 173.3(2) . . . . ?
C2 C3 C4 C5 52.4(3) . . . . ?
O3A C3 C4 Cl1 -65.0(2) . . . . ?
C2 C3 C4 Cl1 174.22(18) . . . . ?
C3 C4 C5 O5A -178.4(2) . . . . ?
Cl1 C4 C5 O5A 59.5(3) . . . . ?
C3 C4 C5 C6 -59.6(3) . . . . ?
Cl1 C4 C5 C6 178.28(19) . . . . ?
O5A C5 C6 O6A -74.9(3) . . . . ?
C4 C5 C6 O6A 164.1(2) . . . . ?
O5A C5 C6 C1 157.7(2) . . . . ?
C4 C5 C6 C1 36.7(3) . . . . ?
C2 C1 C6 O6A -134.3(2) . . . . ?
C7 C1 C6 O6A 47.5(3) . . . . ?
C2 C1 C6 C5 -9.2(4) . . . . ?
C7 C1 C6 C5 172.6(3) . . . . ?
C2 C1 C7 C8 -167.6(4) . . . . ?
C6 C1 C7 C8 10.6(5) . . . . ?
C1 C7 C8 C9 -178.3(4) . . . . ?
C1 C2 C10 O10A -137.9(3) . . . . ?
C3 C2 C10 O10A 42.2(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.035
####################################################################### 
# 
# 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_130908b
_database_code_depnum_ccdc_archive 'CCDC 995364'
_audit_update_record             
;
2014-04-03 deposited with the CCDC.
2015-07-27 downloaded from the CCDC.
;
#==================================================================


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H20 O6'
_chemical_formula_weight         296.31

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

loop_
_symmetry_equiv_pos_as_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                   7.1724(3)
_cell_length_b                   11.2452(7)
_cell_length_c                   18.5260(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1494.22(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1144
_cell_measurement_theta_min      4.7420
_cell_measurement_theta_max      70.8660

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.37
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    0.853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7106
_exptl_absorpt_correction_T_max  0.7432
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3143
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.60
_diffrn_reflns_theta_max         66.01
_reflns_number_total             2142
_reflns_number_gt                1864
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0487P)²+0.0806P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0038(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(3)
_refine_ls_number_reflns         2142
_refine_ls_number_parameters     193
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.0969
_refine_ls_wR_factor_gt          0.0910
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.1307(2) 0.87325(17) 0.68254(8) 0.0485(4) Uani 1 1 d . . .
O1A O -0.1406(2) 0.94489(19) 0.65101(9) 0.0608(5) Uani 1 1 d . . .
O6A O 0.2300(2) 0.94232(19) 0.34313(9) 0.0552(5) Uani 1 1 d . . .
O7A O -0.1270(2) 0.97632(16) 0.37987(8) 0.0486(4) Uani 1 1 d . . .
H7A H -0.0774 0.9785 0.3400 0.073 Uiso 1 1 calc R . .
O8A O -0.2367(2) 0.96256(18) 0.51532(9) 0.0548(5) Uani 1 1 d . . .
H8A H -0.2569 0.9557 0.5587 0.082 Uiso 1 1 calc R . .
O10A O 0.3583(3) 0.59893(16) 0.76026(8) 0.0539(5) Uani 1 1 d . . .
H10A H 0.2888 0.5551 0.7832 0.081 Uiso 1 1 calc R . .
C1 C 0.0147(3) 0.9110(2) 0.63131(13) 0.0430(6) Uani 1 1 d . . .
C3 C 0.3007(3) 0.8085(2) 0.66164(13) 0.0420(5) Uani 1 1 d . . .
H3 H 0.2661 0.7280 0.6464 0.050 Uiso 1 1 calc R . .
C4 C 0.3947(3) 0.8710(2) 0.59955(12) 0.0410(5) Uani 1 1 d . . .
H4A H 0.4450 0.9463 0.6161 0.049 Uiso 1 1 calc R . .
H4B H 0.4977 0.8228 0.5823 0.049 Uiso 1 1 calc R . .
C5 C 0.3187(3) 0.9016(2) 0.46775(12) 0.0414(5) Uani 1 1 d . . .
H5 H 0.4432 0.8890 0.4560 0.050 Uiso 1 1 calc R . .
C6 C 0.1904(3) 0.9291(2) 0.41402(12) 0.0406(5) Uani 1 1 d . . .
C7 C 0.0027(3) 0.9483(2) 0.43067(12) 0.0382(5) Uani 1 1 d . . .
C8 C -0.0547(3) 0.9408(2) 0.50199(13) 0.0395(5) Uani 1 1 d . . .
C9 C 0.4193(4) 0.8002(2) 0.72860(13) 0.0471(6) Uani 1 1 d . . .
H9A H 0.4336 0.8794 0.7486 0.057 Uiso 1 1 calc R . .
H9B H 0.5423 0.7723 0.7148 0.057 Uiso 1 1 calc R . .
C10 C 0.3436(4) 0.7184(2) 0.78764(13) 0.0496(6) Uani 1 1 d . . .
H10 H 0.2117 0.7370 0.7956 0.060 Uiso 1 1 calc R . .
C11 C 0.4475(4) 0.7311(3) 0.85867(14) 0.0601(8) Uani 1 1 d . . .
H11A H 0.4220 0.8097 0.8780 0.072 Uiso 1 1 calc R . .
H11B H 0.3969 0.6737 0.8924 0.072 Uiso 1 1 calc R . .
C12 C 0.6562(5) 0.7146(3) 0.85574(18) 0.0726(9) Uani 1 1 d . . .
H12A H 0.7093 0.7752 0.8247 0.087 Uiso 1 1 calc R . .
H12B H 0.6835 0.6378 0.8344 0.087 Uiso 1 1 calc R . .
C13 C 0.7498(7) 0.7217(4) 0.9300(2) 0.1112(17) Uani 1 1 d . . .
H13A H 0.7319 0.7998 0.9499 0.167 Uiso 1 1 calc R . .
H13B H 0.8808 0.7062 0.9251 0.167 Uiso 1 1 calc R . .
H13C H 0.6952 0.6637 0.9616 0.167 Uiso 1 1 calc R . .
C14 C 0.4191(4) 0.9296(3) 0.32066(15) 0.0736(10) Uani 1 1 d . . .
H14A H 0.4960 0.9843 0.3471 0.110 Uiso 1 1 calc R . .
H14B H 0.4286 0.9462 0.2700 0.110 Uiso 1 1 calc R . .
H14C H 0.4601 0.8497 0.3298 0.110 Uiso 1 1 calc R . .
C4A C 0.2609(3) 0.8930(2) 0.53871(12) 0.0379(5) Uani 1 1 d . . .
C8A C 0.0739(3) 0.9118(2) 0.55631(12) 0.0382(5) 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
O2 C1 1.332(3) . ?
O2 C3 1.472(3) . ?
O1A C1 1.232(3) . ?
O6A C6 1.352(3) . ?
O6A C14 1.426(3) . ?
O7A C7 1.360(3) . ?
O7A H7A 0.8200 . ?
O8A C8 1.351(3) . ?
O8A H8A 0.8200 . ?
O10A C10 1.440(3) . ?
O10A H10A 0.8200 . ?
C1 C8A 1.453(3) . ?
C3 C9 1.507(3) . ?
C3 C4 1.507(3) . ?
C3 H3 0.9800 . ?
C4 C4A 1.501(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C4A 1.382(3) . ?
C5 C6 1.391(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.398(3) . ?
C7 C8 1.386(3) . ?
C8 C8A 1.404(3) . ?
C9 C10 1.529(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.519(4) . ?
C10 H10 0.9800 . ?
C11 C12 1.509(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.533(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C4A C8A 1.396(3) . ?

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 O2 C3 119.19(17) . . ?
C6 O6A C14 118.20(19) . . ?
C7 O7A H7A 109.5 . . ?
C8 O8A H8A 109.5 . . ?
C10 O10A H10A 109.5 . . ?
O1A C1 O2 116.9(2) . . ?
O1A C1 C8A 123.1(2) . . ?
O2 C1 C8A 120.05(19) . . ?
O2 C3 C9 106.37(19) . . ?
O2 C3 C4 109.92(19) . . ?
C9 C3 C4 113.85(19) . . ?
O2 C3 H3 108.9 . . ?
C9 C3 H3 108.9 . . ?
C4 C3 H3 108.9 . . ?
C4A C4 C3 111.32(19) . . ?
C4A C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C4A C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4A C5 C6 119.8(2) . . ?
C4A C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
O6A C6 C5 125.5(2) . . ?
O6A C6 C7 113.6(2) . . ?
C5 C6 C7 120.9(2) . . ?
O7A C7 C8 118.06(19) . . ?
O7A C7 C6 122.8(2) . . ?
C8 C7 C6 119.1(2) . . ?
O8A C8 C7 116.8(2) . . ?
O8A C8 C8A 123.1(2) . . ?
C7 C8 C8A 120.14(19) . . ?
C3 C9 C10 115.2(2) . . ?
C3 C9 H9A 108.5 . . ?
C10 C9 H9A 108.5 . . ?
C3 C9 H9B 108.5 . . ?
C10 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
O10A C10 C11 110.9(2) . . ?
O10A C10 C9 106.4(2) . . ?
C11 C10 C9 112.9(2) . . ?
O10A C10 H10 108.8 . . ?
C11 C10 H10 108.8 . . ?
C9 C10 H10 108.8 . . ?
C12 C11 C10 116.3(3) . . ?
C12 C11 H11A 108.2 . . ?
C10 C11 H11A 108.2 . . ?
C12 C11 H11B 108.2 . . ?
C10 C11 H11B 108.2 . . ?
H11A C11 H11B 107.4 . . ?
C11 C12 C13 113.3(3) . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O6A C14 H14A 109.5 . . ?
O6A C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O6A C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C4A C8A 120.0(2) . . ?
C5 C4A C4 122.26(19) . . ?
C8A C4A C4 117.6(2) . . ?
C4A C8A C8 119.9(2) . . ?
C4A C8A C1 120.2(2) . . ?
C8 C8A C1 119.64(19) . . ?

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 O2 C1 O1A 167.1(2) . . . . ?
C3 O2 C1 C8A -13.4(3) . . . . ?
C1 O2 C3 C9 168.8(2) . . . . ?
C1 O2 C3 C4 45.1(3) . . . . ?
O2 C3 C4 C4A -52.1(3) . . . . ?
C9 C3 C4 C4A -171.3(2) . . . . ?
C14 O6A C6 C5 -1.3(4) . . . . ?
C14 O6A C6 C7 177.4(3) . . . . ?
C4A C5 C6 O6A 178.6(2) . . . . ?
C4A C5 C6 C7 0.0(4) . . . . ?
O6A C6 C7 O7A 0.7(3) . . . . ?
C5 C6 C7 O7A 179.5(2) . . . . ?
O6A C6 C7 C8 -178.1(2) . . . . ?
C5 C6 C7 C8 0.7(4) . . . . ?
O7A C7 C8 O8A -0.2(3) . . . . ?
C6 C7 C8 O8A 178.7(2) . . . . ?
O7A C7 C8 C8A 179.8(2) . . . . ?
C6 C7 C8 C8A -1.3(3) . . . . ?
O2 C3 C9 C10 69.4(3) . . . . ?
C4 C3 C9 C10 -169.4(2) . . . . ?
C3 C9 C10 O10A 69.0(3) . . . . ?
C3 C9 C10 C11 -169.1(2) . . . . ?
O10A C10 C11 C12 64.6(3) . . . . ?
C9 C10 C11 C12 -54.7(3) . . . . ?
C10 C11 C12 C13 -176.7(3) . . . . ?
C6 C5 C4A C8A 0.1(4) . . . . ?
C6 C5 C4A C4 -176.2(2) . . . . ?
C3 C4 C4A C5 -152.5(2) . . . . ?
C3 C4 C4A C8A 31.2(3) . . . . ?
C5 C4A C8A C8 -0.7(4) . . . . ?
C4 C4A C8A C8 175.7(2) . . . . ?
C5 C4A C8A C1 -175.8(2) . . . . ?
C4 C4A C8A C1 0.6(4) . . . . ?
O8A C8 C8A C4A -178.6(2) . . . . ?
C7 C8 C8A C4A 1.4(4) . . . . ?
O8A C8 C8A C1 -3.6(4) . . . . ?
C7 C8 C8A C1 176.4(2) . . . . ?
O1A C1 C8A C4A 168.4(3) . . . . ?
O2 C1 C8A C4A -11.0(4) . . . . ?
O1A C1 C8A C8 -6.6(4) . . . . ?
O2 C1 C8A C8 173.9(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        66.01
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.032
