# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_305_ortho

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H14 O6'
_chemical_formula_sum            'C8 H14 O6'
_chemical_formula_weight         206.19

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pna2(1) '

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

_cell_length_a                   6.696(5)
_cell_length_b                   18.484(5)
_cell_length_c                   7.461(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     923.4(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3964
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      28.74

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      1.482
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9687
_exptl_absorpt_correction_T_max  0.9810
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3731
_diffrn_reflns_av_R_equivalents  0.0124
_diffrn_reflns_av_sigmaI/netI    0.0138
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         3.24
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1386
_reflns_number_gt                1360
_reflns_threshold_expression     >2σ(I)

_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-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.0381P)²+0.1302P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.5(8)
_refine_ls_number_reflns         1386
_refine_ls_number_parameters     131
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0226
_refine_ls_wR_factor_ref         0.0620
_refine_ls_wR_factor_gt          0.0617
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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 0.29593(17) -0.03437(5) -0.20917(17) 0.0348(3) Uani 1 1 d . . .
H2 H 0.3183 -0.0404 -0.3162 0.052 Uiso 1 1 calc R . .
O1 O 0.03274(13) 0.16263(5) -0.03792(15) 0.0255(2) Uani 1 1 d . . .
H1 H 0.0747 0.2035 -0.0585 0.038 Uiso 1 1 calc R . .
O4 O 0.64343(13) 0.19535(5) -0.14018(16) 0.0278(3) Uani 1 1 d . . .
H4 H 0.7340 0.1706 -0.0989 0.042 Uiso 1 1 calc R . .
O6 O -0.03508(17) 0.17630(5) 0.30358(18) 0.0371(3) Uani 1 1 d . . .
O3 O 0.62274(15) 0.04502(5) -0.07580(14) 0.0290(3) Uani 1 1 d . . .
H3 H 0.6431 0.0037 -0.1117 0.044 Uiso 1 1 calc R . .
O5 O 0.18241(17) 0.09149(7) 0.38653(17) 0.0391(3) Uani 1 1 d . . .
C5 C 0.45861(19) 0.15689(7) -0.1253(2) 0.0215(3) Uani 1 1 d . . .
H5 H 0.3623 0.1808 -0.2045 0.026 Uiso 1 1 calc R . .
C1 C 0.16983(19) 0.12561(7) 0.0754(2) 0.0208(3) Uani 1 1 d . . .
C2 C 0.1809(2) 0.04708(7) 0.0112(2) 0.0239(3) Uani 1 1 d . . .
H2A H 0.2598 0.0191 0.0955 0.029 Uiso 1 1 calc R . .
H2B H 0.0474 0.0267 0.0087 0.029 Uiso 1 1 calc R . .
C3 C 0.2732(2) 0.04102(7) -0.1738(2) 0.0238(3) Uani 1 1 d . . .
H3A H 0.1820 0.0621 -0.2622 0.029 Uiso 1 1 calc R . .
C6 C 0.37668(18) 0.16161(7) 0.0644(2) 0.0214(3) Uani 1 1 d . . .
H6A H 0.3661 0.2120 0.0998 0.026 Uiso 1 1 calc R . .
H6B H 0.4677 0.1377 0.1465 0.026 Uiso 1 1 calc R . .
C7 C 0.1058(2) 0.12805(7) 0.2718(2) 0.0253(3) Uani 1 1 d . . .
C4 C 0.47650(19) 0.07891(7) -0.1867(2) 0.0230(3) Uani 1 1 d . . .
H4A H 0.5222 0.0780 -0.3114 0.028 Uiso 1 1 calc R . .
C8 C -0.1068(3) 0.18104(11) 0.4862(3) 0.0523(5) Uani 1 1 d . . .
H8A H -0.2090 0.2173 0.4936 0.078 Uiso 1 1 calc R . .
H8B H 0.0018 0.1938 0.5640 0.078 Uiso 1 1 calc R . .
H8C H -0.1607 0.1351 0.5220 0.078 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 C3 1.4266(17) . ?
O2 H2 0.8200 . ?
O1 C1 1.4231(18) . ?
O1 H1 0.8200 . ?
O4 C5 1.4315(17) . ?
O4 H4 0.8200 . ?
O6 C7 1.3197(18) . ?
O6 C8 1.447(2) . ?
O3 C4 1.4267(18) . ?
O3 H3 0.8200 . ?
O5 C7 1.205(2) . ?
C5 C4 1.5170(18) . ?
C5 C6 1.520(2) . ?
C5 H5 0.9800 . ?
C1 C7 1.527(2) . ?
C1 C2 1.5301(18) . ?
C1 C6 1.539(2) . ?
C2 C3 1.516(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.534(2) . ?
C3 H3A 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C4 H4A 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 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
C3 O2 H2 109.5 . . ?
C1 O1 H1 109.5 . . ?
C5 O4 H4 109.5 . . ?
C7 O6 C8 116.58(14) . . ?
C4 O3 H3 109.5 . . ?
O4 C5 C4 112.34(11) . . ?
O4 C5 C6 110.84(11) . . ?
C4 C5 C6 111.35(11) . . ?
O4 C5 H5 107.3 . . ?
C4 C5 H5 107.3 . . ?
C6 C5 H5 107.3 . . ?
O1 C1 C7 111.99(11) . . ?
O1 C1 C2 107.57(12) . . ?
C7 C1 C2 109.97(11) . . ?
O1 C1 C6 109.94(11) . . ?
C7 C1 C6 106.91(12) . . ?
C2 C1 C6 110.48(11) . . ?
C3 C2 C1 111.99(11) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
O2 C3 C2 106.51(12) . . ?
O2 C3 C4 109.86(11) . . ?
C2 C3 C4 112.64(12) . . ?
O2 C3 H3A 109.3 . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C5 C6 C1 110.46(11) . . ?
C5 C6 H6A 109.6 . . ?
C1 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C1 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
O5 C7 O6 123.73(16) . . ?
O5 C7 C1 123.05(13) . . ?
O6 C7 C1 113.15(13) . . ?
O3 C4 C5 107.25(12) . . ?
O3 C4 C3 111.85(12) . . ?
C5 C4 C3 110.17(11) . . ?
O3 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
C3 C4 H4A 109.2 . . ?
O6 C8 H8A 109.5 . . ?
O6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 66.30(14) . . . . ?
C7 C1 C2 C3 -171.49(11) . . . . ?
C6 C1 C2 C3 -53.71(15) . . . . ?
C1 C2 C3 O2 173.55(11) . . . . ?
C1 C2 C3 C4 53.04(14) . . . . ?
O4 C5 C6 C1 175.28(10) . . . . ?
C4 C5 C6 C1 -58.88(13) . . . . ?
O1 C1 C6 C5 -62.14(14) . . . . ?
C7 C1 C6 C5 176.08(11) . . . . ?
C2 C1 C6 C5 56.43(14) . . . . ?
C8 O6 C7 O5 -3.9(2) . . . . ?
C8 O6 C7 C1 178.87(14) . . . . ?
O1 C1 C7 O5 168.56(13) . . . . ?
C2 C1 C7 O5 49.01(18) . . . . ?
C6 C1 C7 O5 -70.97(16) . . . . ?
O1 C1 C7 O6 -14.22(15) . . . . ?
C2 C1 C7 O6 -133.77(12) . . . . ?
C6 C1 C7 O6 106.26(13) . . . . ?
O4 C5 C4 O3 59.91(16) . . . . ?
C6 C5 C4 O3 -65.09(14) . . . . ?
O4 C5 C4 C3 -178.14(12) . . . . ?
C6 C5 C4 C3 56.86(15) . . . . ?
O2 C3 C4 O3 -53.33(17) . . . . ?
C2 C3 C4 O3 65.23(15) . . . . ?
O2 C3 C4 C5 -172.51(12) . . . . ?
C2 C3 C4 C5 -53.95(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
O2 H2 O3 0.82 1.98 2.796(2) 174.5 2_654
O1 H1 O4 0.82 2.02 2.8324(15) 170.7 4_455
O4 H4 O1 0.82 2.06 2.783(2) 147.4 1_655
O3 H3 O5 0.82 2.11 2.8544(16) 150.4 2_654

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.158
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.028
_database_code_depnum_ccdc_archive 'CCDC 973079'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_kms_j_iv185

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          425.15
_chemical_formula_moiety         'C19 H22 O7'
_chemical_formula_sum            'C19 H22 O7'
_chemical_formula_weight         362.37

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pbca '

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

_cell_length_a                   17.615(5)
_cell_length_b                   10.145(5)
_cell_length_c                   20.328(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3633(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4568
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      28.34

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.323
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9800
_exptl_absorpt_correction_T_max  0.9899
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13731
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.52
_diffrn_reflns_theta_max         24.98
_reflns_number_total             3148
_reflns_number_gt                2167
_reflns_threshold_expression     >2σ(I)

_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-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.0907P)²+0.4640P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0030(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3148
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1514
_refine_ls_wR_factor_gt          0.1286
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.004
_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
C1 C 0.38052(13) 0.4848(2) 0.06065(10) 0.0422(6) Uani 1 1 d . . .
C6 C 0.39035(13) 0.4914(2) -0.01376(10) 0.0448(6) Uani 1 1 d . . .
H6 H 0.4367 0.5391 -0.0259 0.054 Uiso 1 1 calc R . .
C5 C 0.38885(13) 0.3522(2) -0.04409(10) 0.0450(6) Uani 1 1 d . . .
H5 H 0.4394 0.3284 -0.0603 0.054 Uiso 1 1 calc R . .
C4 C 0.35911(13) 0.2455(2) 0.00185(9) 0.0421(5) Uani 1 1 d . . .
H4 H 0.3449 0.1673 -0.0236 0.050 Uiso 1 1 calc R . .
C3 C 0.29142(13) 0.2933(2) 0.04195(9) 0.0397(5) Uani 1 1 d . . .
H3 H 0.2471 0.3048 0.0134 0.048 Uiso 1 1 calc R . .
C2 C 0.30730(13) 0.4220(2) 0.08067(9) 0.0395(5) Uani 1 1 d . . .
H2 H 0.2655 0.4842 0.0738 0.047 Uiso 1 1 calc R . .
C7 C 0.26108(14) 0.2703(2) 0.15214(9) 0.0472(6) Uani 1 1 d . . .
C8 C 0.28693(17) 0.1864(3) 0.20902(11) 0.0666(8) Uani 1 1 d . . .
H8A H 0.2549 0.1101 0.2124 0.100 Uiso 1 1 calc R . .
H8B H 0.2839 0.2365 0.2490 0.100 Uiso 1 1 calc R . .
H8C H 0.3385 0.1590 0.2019 0.100 Uiso 1 1 calc R . .
C9 C 0.17863(16) 0.3082(3) 0.15619(13) 0.0682(8) Uani 1 1 d . . .
H9A H 0.1481 0.2301 0.1592 0.102 Uiso 1 1 calc R . .
H9B H 0.1647 0.3569 0.1175 0.102 Uiso 1 1 calc R . .
H9C H 0.1705 0.3620 0.1944 0.102 Uiso 1 1 calc R . .
C10 C 0.31605(15) 0.4969(2) -0.10574(10) 0.0501(6) Uani 1 1 d . . .
C11 C 0.3691(2) 0.5629(3) -0.15432(12) 0.0793(9) Uani 1 1 d . . .
H11A H 0.3548 0.6536 -0.1595 0.119 Uiso 1 1 calc R . .
H11B H 0.3659 0.5188 -0.1960 0.119 Uiso 1 1 calc R . .
H11C H 0.4202 0.5580 -0.1382 0.119 Uiso 1 1 calc R . .
C12 C 0.23404(16) 0.5060(3) -0.12476(13) 0.0774(10) Uani 1 1 d . . .
H12A H 0.2202 0.5969 -0.1300 0.116 Uiso 1 1 calc R . .
H12B H 0.2033 0.4668 -0.0910 0.116 Uiso 1 1 calc R . .
H12C H 0.2261 0.4601 -0.1655 0.116 Uiso 1 1 calc R . .
C13 C 0.43086(14) 0.0837(2) 0.05856(10) 0.0446(6) Uani 1 1 d . . .
C14 C 0.48055(13) 0.0597(2) 0.11663(10) 0.0444(6) Uani 1 1 d . . .
C15 C 0.49615(16) 0.1570(3) 0.16220(11) 0.0590(7) Uani 1 1 d . . .
H15 H 0.4789 0.2427 0.1557 0.071 Uiso 1 1 calc R . .
C16 C 0.53799(17) 0.1250(3) 0.21797(12) 0.0723(8) Uani 1 1 d . . .
H16 H 0.5484 0.1897 0.2491 0.087 Uiso 1 1 calc R . .
C17 C 0.56413(16) -0.0009(3) 0.22756(14) 0.0703(8) Uani 1 1 d . . .
H17 H 0.5920 -0.0213 0.2651 0.084 Uiso 1 1 calc R . .
C18 C 0.54915(16) -0.0966(3) 0.18176(13) 0.0680(8) Uani 1 1 d . . .
H18 H 0.5676 -0.1816 0.1878 0.082 Uiso 1 1 calc R . .
C19 C 0.50651(14) -0.0664(2) 0.12657(11) 0.0539(6) Uani 1 1 d . . .
H19 H 0.4954 -0.1319 0.0961 0.065 Uiso 1 1 calc R . .
O1 O 0.42903(10) 0.52418(18) 0.09792(7) 0.0600(5) Uani 1 1 d . . .
O6 O 0.32473(10) 0.55148(16) -0.04125(7) 0.0528(5) Uani 1 1 d . . .
O5 O 0.33684(10) 0.36311(16) -0.09771(6) 0.0522(5) Uani 1 1 d . . .
O4 O 0.41975(9) 0.21324(15) 0.04673(7) 0.0477(4) Uani 1 1 d . . .
O3 O 0.27528(10) 0.20009(15) 0.09203(7) 0.0542(5) Uani 1 1 d . . .
O2 O 0.30890(9) 0.38233(15) 0.14778(6) 0.0467(4) Uani 1 1 d . . .
O7 O 0.40322(11) -0.00170(17) 0.02574(8) 0.0638(5) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 1.210(3) . ?
C1 C2 1.495(3) . ?
C1 C6 1.524(3) . ?
C6 O6 1.421(3) . ?
C6 C5 1.541(3) . ?
C6 H6 0.9800 . ?
C5 O5 1.428(2) . ?
C5 C4 1.523(3) . ?
C5 H5 0.9800 . ?
C4 O4 1.442(2) . ?
C4 C3 1.524(3) . ?
C4 H4 0.9800 . ?
C3 O3 1.418(2) . ?
C3 C2 1.550(3) . ?
C3 H3 0.9800 . ?
C2 O2 1.423(2) . ?
C2 H2 0.9800 . ?
C7 O2 1.418(3) . ?
C7 O3 1.436(2) . ?
C7 C9 1.505(4) . ?
C7 C8 1.506(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 O5 1.415(3) . ?
C10 O6 1.431(3) . ?
C10 C12 1.498(4) . ?
C10 C11 1.516(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O7 1.197(3) . ?
C13 O4 1.350(3) . ?
C13 C14 1.490(3) . ?
C14 C19 1.373(3) . ?
C14 C15 1.381(3) . ?
C15 C16 1.391(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.371(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.371(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?

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
O1 C1 C2 125.43(19) . . ?
O1 C1 C6 121.8(2) . . ?
C2 C1 C6 112.76(18) . . ?
O6 C6 C1 108.47(18) . . ?
O6 C6 C5 102.80(17) . . ?
C1 C6 C5 110.78(17) . . ?
O6 C6 H6 111.5 . . ?
C1 C6 H6 111.5 . . ?
C5 C6 H6 111.5 . . ?
O5 C5 C4 107.61(18) . . ?
O5 C5 C6 104.20(17) . . ?
C4 C5 C6 114.33(17) . . ?
O5 C5 H5 110.2 . . ?
C4 C5 H5 110.2 . . ?
C6 C5 H5 110.2 . . ?
O4 C4 C5 107.13(18) . . ?
O4 C4 C3 108.26(16) . . ?
C5 C4 C3 111.79(18) . . ?
O4 C4 H4 109.9 . . ?
C5 C4 H4 109.9 . . ?
C3 C4 H4 109.9 . . ?
O3 C3 C4 109.19(17) . . ?
O3 C3 C2 103.49(15) . . ?
C4 C3 C2 113.49(18) . . ?
O3 C3 H3 110.2 . . ?
C4 C3 H3 110.2 . . ?
C2 C3 H3 110.2 . . ?
O2 C2 C1 111.37(17) . . ?
O2 C2 C3 104.62(17) . . ?
C1 C2 C3 112.12(18) . . ?
O2 C2 H2 109.5 . . ?
C1 C2 H2 109.5 . . ?
C3 C2 H2 109.5 . . ?
O2 C7 O3 103.93(16) . . ?
O2 C7 C9 111.8(2) . . ?
O3 C7 C9 109.97(19) . . ?
O2 C7 C8 108.8(2) . . ?
O3 C7 C8 108.68(19) . . ?
C9 C7 C8 113.2(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O5 C10 O6 103.77(16) . . ?
O5 C10 C12 109.8(2) . . ?
O6 C10 C12 108.4(2) . . ?
O5 C10 C11 109.8(2) . . ?
O6 C10 C11 111.1(2) . . ?
C12 C10 C11 113.5(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O7 C13 O4 123.1(2) . . ?
O7 C13 C14 124.2(2) . . ?
O4 C13 C14 112.66(19) . . ?
C19 C14 C15 120.0(2) . . ?
C19 C14 C13 117.7(2) . . ?
C15 C14 C13 122.1(2) . . ?
C14 C15 C16 119.0(2) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C17 C16 C15 120.7(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C18 C17 C16 119.9(2) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 119.9(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C14 C19 C18 120.4(2) . . ?
C14 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C6 O6 C10 106.33(17) . . ?
C10 O5 C5 109.17(16) . . ?
C13 O4 C4 116.16(17) . . ?
C3 O3 C7 108.36(16) . . ?
C7 O2 C2 105.96(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C6 O6 -129.4(2) . . . . ?
C2 C1 C6 O6 52.3(2) . . . . ?
O1 C1 C6 C5 118.4(2) . . . . ?
C2 C1 C6 C5 -59.8(2) . . . . ?
O6 C6 C5 O5 15.8(2) . . . . ?
C1 C6 C5 O5 131.54(19) . . . . ?
O6 C6 C5 C4 -101.4(2) . . . . ?
C1 C6 C5 C4 14.4(3) . . . . ?
O5 C5 C4 O4 166.66(15) . . . . ?
C6 C5 C4 O4 -78.1(2) . . . . ?
O5 C5 C4 C3 -74.9(2) . . . . ?
C6 C5 C4 C3 40.3(2) . . . . ?
O4 C4 C3 O3 -51.4(2) . . . . ?
C5 C4 C3 O3 -169.14(16) . . . . ?
O4 C4 C3 C2 63.5(2) . . . . ?
C5 C4 C3 C2 -54.3(2) . . . . ?
O1 C1 C2 O2 -15.2(3) . . . . ?
C6 C1 C2 O2 162.97(17) . . . . ?
O1 C1 C2 C3 -132.0(2) . . . . ?
C6 C1 C2 C3 46.1(2) . . . . ?
O3 C3 C2 O2 8.0(2) . . . . ?
C4 C3 C2 O2 -110.24(19) . . . . ?
O3 C3 C2 C1 128.81(18) . . . . ?
C4 C3 C2 C1 10.6(2) . . . . ?
O7 C13 C14 C19 11.4(4) . . . . ?
O4 C13 C14 C19 -168.9(2) . . . . ?
O7 C13 C14 C15 -163.9(2) . . . . ?
O4 C13 C14 C15 15.8(3) . . . . ?
C19 C14 C15 C16 -0.3(4) . . . . ?
C13 C14 C15 C16 174.9(2) . . . . ?
C14 C15 C16 C17 0.6(4) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C16 C17 C18 C19 -1.2(4) . . . . ?
C15 C14 C19 C18 -0.8(4) . . . . ?
C13 C14 C19 C18 -176.2(2) . . . . ?
C17 C18 C19 C14 1.5(4) . . . . ?
C1 C6 O6 C10 -150.31(19) . . . . ?
C5 C6 O6 C10 -33.0(2) . . . . ?
O5 C10 O6 C6 38.1(2) . . . . ?
C12 C10 O6 C6 154.7(2) . . . . ?
C11 C10 O6 C6 -79.9(2) . . . . ?
O6 C10 O5 C5 -27.2(2) . . . . ?
C12 C10 O5 C5 -142.92(19) . . . . ?
C11 C10 O5 C5 91.6(2) . . . . ?
C4 C5 O5 C10 128.80(19) . . . . ?
C6 C5 O5 C10 7.0(2) . . . . ?
O7 C13 O4 C4 13.7(3) . . . . ?
C14 C13 O4 C4 -165.99(17) . . . . ?
C5 C4 O4 C13 -136.43(19) . . . . ?
C3 C4 O4 C13 102.9(2) . . . . ?
C4 C3 O3 C7 136.09(18) . . . . ?
C2 C3 O3 C7 14.9(2) . . . . ?
O2 C7 O3 C3 -32.8(2) . . . . ?
C9 C7 O3 C3 87.1(2) . . . . ?
C8 C7 O3 C3 -148.5(2) . . . . ?
O3 C7 O2 C2 37.7(2) . . . . ?
C9 C7 O2 C2 -80.9(2) . . . . ?
C8 C7 O2 C2 153.32(19) . . . . ?
C1 C2 O2 C7 -149.48(18) . . . . ?
C3 C2 O2 C7 -28.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.049
_database_code_depnum_ccdc_archive 'CCDC 973080'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_monoclinicp

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          406.15
_chemical_formula_moiety         'C19 H24 O7'
_chemical_formula_sum            'C19 H24 O7'
_chemical_formula_weight         364.38

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   19.5709(6)
_cell_length_b                   11.6089(3)
_cell_length_c                   17.9337(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.1470(10)
_cell_angle_gamma                90.00
_cell_volume                     3849.08(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6711
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      26.84

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.256
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_correction_T_min  0.9811
_exptl_absorpt_correction_T_max  0.9905
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            28817
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.10
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6775
_reflns_number_gt                4268
_reflns_threshold_expression     >2σ(I)

_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-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.1260P)²+2.2817P] 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_number_reflns         6775
_refine_ls_number_parameters     514
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1081
_refine_ls_R_factor_gt           0.0689
_refine_ls_wR_factor_ref         0.2408
_refine_ls_wR_factor_gt          0.1962
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.047
_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
C1A C 0.16698(17) 0.2227(3) 0.05257(18) 0.0526(8) Uani 1 1 d . . .
H1A H 0.1857 0.1510 0.0377 0.063 Uiso 1 1 calc R A 1
C1B C -0.34142(15) 0.1748(3) -0.18183(17) 0.0497(8) Uani 1 1 d . . .
H1B H -0.3508 0.0947 -0.1710 0.060 Uiso 1 1 calc R . .
C2A C 0.1482(3) 0.3045(5) -0.0176(3) 0.0560(13) Uani 0.680(4) 1 d P B 1
H2A H 0.1478 0.3846 -0.0005 0.067 Uiso 0.680(4) 1 calc PR B 1
C3A C 0.0754(3) 0.2722(5) -0.0794(3) 0.0568(14) Uani 0.680(4) 1 d P B 1
H3A H 0.0391 0.3317 -0.0822 0.068 Uiso 0.680(4) 1 calc PR B 1
C5A C 0.0441(2) 0.1421(4) 0.0154(3) 0.0544(13) Uani 0.680(4) 1 d P B 1
H5A H 0.0360 0.0622 0.0281 0.065 Uiso 0.680(4) 1 calc PR B 1
C6A C 0.1090(2) 0.1946(5) 0.0813(3) 0.0552(13) Uani 0.680(4) 1 d P B 1
H6A H 0.1258 0.1410 0.1259 0.066 Uiso 0.680(4) 1 calc PR B 1
C2A' C 0.1734(5) 0.1859(8) -0.0236(5) 0.043(2) Uani 0.320(4) 1 d P B 2
H2A' H 0.2089 0.1236 -0.0150 0.052 Uiso 0.320(4) 1 calc PR B 2
C3A' C 0.1045(5) 0.1531(9) -0.0906(5) 0.048(2) Uani 0.320(4) 1 d P B 2
H3A' H 0.1102 0.0821 -0.1176 0.057 Uiso 0.320(4) 1 calc PR B 2
C5A' C 0.0268(5) 0.2533(10) -0.0268(6) 0.055(3) Uani 0.320(4) 1 d P B 2
H5A' H 0.0034 0.3137 -0.0648 0.066 Uiso 0.320(4) 1 calc PR B 2
C6A' C 0.0951(5) 0.2982(10) 0.0379(7) 0.061(3) Uani 0.320(4) 1 d P B 2
H6A' H 0.1047 0.3773 0.0251 0.073 Uiso 0.320(4) 1 calc PR B 2
C2B C -0.33021(18) 0.2445(4) -0.1085(2) 0.0659(10) Uani 1 1 d . . .
H2B H -0.3361 0.3266 -0.1218 0.079 Uiso 1 1 calc R . .
C3B C -0.25485(19) 0.2230(3) -0.0463(2) 0.0645(10) Uani 1 1 d . . .
H3B H -0.2248 0.2922 -0.0401 0.077 Uiso 1 1 calc R . .
C5B C -0.20842(17) 0.1347(3) -0.1459(2) 0.0599(9) Uani 1 1 d . . .
H5B H -0.1920 0.0625 -0.1627 0.072 Uiso 1 1 calc R . .
C6B C -0.27820(18) 0.1778(3) -0.2097(2) 0.0638(9) Uani 1 1 d . . .
H6B H -0.2878 0.1325 -0.2582 0.077 Uiso 1 1 calc R . .
C13A C 0.27350(16) 0.2144(3) 0.16486(18) 0.0514(8) Uani 1 1 d . . .
C4A C 0.04610(18) 0.1503(3) -0.06651(19) 0.0592(9) Uani 1 1 d . . .
H4A H 0.0828 0.0948 -0.0697 0.071 Uiso 1 1 calc R B 1
C4B C -0.21635(16) 0.1209(3) -0.06570(17) 0.0503(8) Uani 1 1 d . . .
H4B H -0.2479 0.0542 -0.0691 0.060 Uiso 1 1 calc R . .
C7A C 0.1632(2) 0.2941(4) -0.1387(2) 0.0739(11) Uani 1 1 d . B .
C7B C -0.3445(2) 0.2292(4) 0.0118(2) 0.0718(11) Uani 1 1 d . . .
C8A C 0.1955(4) 0.2078(6) -0.1781(4) 0.134(2) Uani 1 1 d . . .
H8A1 H 0.1715 0.2110 -0.2341 0.201 Uiso 1 1 calc R . .
H8A2 H 0.1900 0.1322 -0.1591 0.201 Uiso 1 1 calc R . .
H8A3 H 0.2460 0.2242 -0.1667 0.201 Uiso 1 1 calc R . .
C8B C -0.3752(3) 0.1464(5) 0.0560(3) 0.1134(18) Uani 1 1 d . . .
H8B1 H -0.4249 0.1654 0.0476 0.170 Uiso 1 1 calc R . .
H8B2 H -0.3483 0.1509 0.1113 0.170 Uiso 1 1 calc R . .
H8B3 H -0.3722 0.0696 0.0374 0.170 Uiso 1 1 calc R . .
C9A C 0.1687(4) 0.4124(5) -0.1683(3) 0.131(2) Uani 1 1 d . . .
H9A1 H 0.1441 0.4151 -0.2242 0.197 Uiso 1 1 calc R . .
H9A2 H 0.2187 0.4321 -0.1573 0.197 Uiso 1 1 calc R . .
H9A3 H 0.1467 0.4664 -0.1424 0.197 Uiso 1 1 calc R . .
C9B C -0.3515(3) 0.3520(5) 0.0339(3) 0.1176(19) Uani 1 1 d . . .
H9B1 H -0.4015 0.3692 0.0253 0.176 Uiso 1 1 calc R . .
H9B2 H -0.3334 0.4020 0.0020 0.176 Uiso 1 1 calc R . .
H9B3 H -0.3242 0.3635 0.0886 0.176 Uiso 1 1 calc R . .
C10A C 0.00455(19) 0.2768(4) 0.0907(2) 0.0754(12) Uani 1 1 d . B .
C10B C -0.18491(18) 0.3022(4) -0.2066(2) 0.0683(10) Uani 1 1 d . . .
C11A C -0.0062(3) 0.1969(6) 0.1528(3) 0.120(2) Uani 1 1 d . . .
H11A H -0.0570 0.1835 0.1419 0.180 Uiso 1 1 calc R . .
H11B H 0.0138 0.2316 0.2040 0.180 Uiso 1 1 calc R . .
H11C H 0.0176 0.1249 0.1518 0.180 Uiso 1 1 calc R . .
C11B C -0.1638(3) 0.2599(6) -0.2756(3) 0.123(2) Uani 1 1 d . . .
H11D H -0.1829 0.3112 -0.3195 0.185 Uiso 1 1 calc R . .
H11E H -0.1830 0.1840 -0.2902 0.185 Uiso 1 1 calc R . .
H11F H -0.1120 0.2576 -0.2610 0.185 Uiso 1 1 calc R . .
C12A C -0.0351(3) 0.3870(6) 0.0809(4) 0.144(3) Uani 1 1 d . . .
H12A H -0.0856 0.3719 0.0708 0.217 Uiso 1 1 calc R . .
H12B H -0.0290 0.4288 0.0374 0.217 Uiso 1 1 calc R . .
H12C H -0.0166 0.4318 0.1283 0.217 Uiso 1 1 calc R . .
C12B C -0.1607(3) 0.4229(4) -0.1790(4) 0.127(2) Uani 1 1 d . . .
H12D H -0.1796 0.4758 -0.2220 0.191 Uiso 1 1 calc R . .
H12E H -0.1088 0.4263 -0.1608 0.191 Uiso 1 1 calc R . .
H12F H -0.1782 0.4433 -0.1366 0.191 Uiso 1 1 calc R . .
C13B C -0.44662(19) 0.1458(3) -0.2935(2) 0.0636(9) Uani 1 1 d . . .
C14A C 0.33024(16) 0.2826(3) 0.22268(19) 0.0504(8) Uani 1 1 d . B .
C14B C -0.50903(17) 0.2001(3) -0.3533(2) 0.0598(9) Uani 1 1 d . . .
C15A C 0.38163(18) 0.2246(3) 0.2827(2) 0.0633(9) Uani 1 1 d . . .
H15A H 0.3800 0.1447 0.2855 0.076 Uiso 1 1 calc R B .
C15B C -0.52675(18) 0.3126(4) -0.3486(2) 0.0666(10) Uani 1 1 d . . .
H15B H -0.5000 0.3573 -0.3060 0.080 Uiso 1 1 calc R . .
C16A C 0.4354(2) 0.2850(4) 0.3385(2) 0.0773(12) Uani 1 1 d . B .
H16A H 0.4702 0.2458 0.3785 0.093 Uiso 1 1 calc R . .
C16B C -0.5849(2) 0.3609(4) -0.4075(3) 0.0858(13) Uani 1 1 d . . .
H16B H -0.5964 0.4381 -0.4044 0.103 Uiso 1 1 calc R . .
C17A C 0.4373(2) 0.4014(4) 0.3347(3) 0.0924(14) Uani 1 1 d . . .
H17A H 0.4738 0.4421 0.3718 0.111 Uiso 1 1 calc R B .
C17B C -0.6247(2) 0.2964(5) -0.4692(3) 0.0959(15) Uani 1 1 d . . .
H17B H -0.6635 0.3292 -0.5084 0.115 Uiso 1 1 calc R . .
C18A C 0.3855(2) 0.4598(4) 0.2760(3) 0.0970(15) Uani 1 1 d . B .
H18A H 0.3862 0.5399 0.2747 0.116 Uiso 1 1 calc R . .
C18B C -0.6080(3) 0.1845(5) -0.4737(3) 0.1147(19) Uani 1 1 d . . .
H18B H -0.6357 0.1397 -0.5157 0.138 Uiso 1 1 calc R . .
C19A C 0.33301(19) 0.4005(3) 0.2197(2) 0.0723(11) Uani 1 1 d . . .
H19A H 0.2991 0.4402 0.1792 0.087 Uiso 1 1 calc R B .
C19B C -0.5497(2) 0.1359(4) -0.4156(3) 0.0979(16) Uani 1 1 d . . .
H19B H -0.5383 0.0588 -0.4193 0.118 Uiso 1 1 calc R . .
O1A O 0.22539(11) 0.28021(18) 0.11128(12) 0.0525(6) Uani 1 1 d . B .
O1B O -0.40507(11) 0.22060(19) -0.24137(12) 0.0533(6) Uani 1 1 d . . .
O2A O 0.19932(13) 0.2886(3) -0.05604(15) 0.0817(9) Uani 1 1 d . . .
O2B O -0.37907(13) 0.2116(3) -0.07067(14) 0.0800(8) Uani 1 1 d . . .
O3A O 0.09075(15) 0.2679(4) -0.14926(15) 0.1074(12) Uani 1 1 d . . .
O3B O -0.27130(14) 0.2020(3) 0.02365(14) 0.0798(8) Uani 1 1 d . . .
O4A O -0.01821(13) 0.1191(2) -0.12697(15) 0.0739(8) Uani 1 1 d D B .
O4B O -0.14990(12) 0.0952(2) -0.00627(14) 0.0669(7) Uani 1 1 d D . .
O5A O -0.01744(12) 0.2168(3) 0.01765(14) 0.0728(8) Uani 1 1 d . . .
O5B O -0.15660(11) 0.2265(2) -0.14175(13) 0.0581(6) Uani 1 1 d . . .
O6A O 0.07928(13) 0.2989(3) 0.10519(16) 0.0843(9) Uani 1 1 d . . .
O6B O -0.26153(12) 0.2954(2) -0.22316(16) 0.0708(7) Uani 1 1 d . . .
O7A O 0.26906(14) 0.1116(2) 0.16578(16) 0.0787(8) Uani 1 1 d . B .
O7B O -0.4325(2) 0.0460(3) -0.2919(2) 0.1354(17) Uani 1 1 d . . .
H4B' H -0.119(2) 0.156(3) -0.005(3) 0.113(17) Uiso 1 1 d D . .
H4A' H -0.056(2) 0.171(4) -0.132(3) 0.13(2) Uiso 1 1 d D . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1A C6A 1.429(6) . ?
C1A O1A 1.439(4) . ?
C1A C2A' 1.476(10) . ?
C1A C2A 1.522(6) . ?
C1A C6A' 1.605(11) . ?
C1A H1A 0.9800 . ?
C1B O1B 1.450(3) . ?
C1B C6B 1.479(5) . ?
C1B C2B 1.497(5) . ?
C1B H1B 0.9800 . ?
C2A O2A 1.402(5) . ?
C2A C3A 1.537(6) . ?
C2A H2A 0.9800 . ?
C3A O3A 1.382(6) . ?
C3A C4A 1.572(6) . ?
C3A H3A 0.9800 . ?
C5A C4A 1.485(6) . ?
C5A O5A 1.496(5) . ?
C5A C6A 1.548(6) . ?
C5A H5A 0.9800 . ?
C6A O6A 1.467(6) . ?
C6A H6A 0.9800 . ?
C2A' O2A 1.487(9) . ?
C2A' C3A' 1.531(12) . ?
C2A' H2A' 0.9800 . ?
C3A' C4A 1.348(10) . ?
C3A' O3A 1.664(10) . ?
C3A' H3A' 0.9800 . ?
C5A' O5A 1.420(11) . ?
C5A' C4A 1.503(11) . ?
C5A' C6A' 1.546(13) . ?
C5A' H5A' 0.9800 . ?
C6A' O6A 1.340(12) . ?
C6A' H6A' 0.9800 . ?
C2B O2B 1.395(4) . ?
C2B C3B 1.550(5) . ?
C2B H2B 0.9800 . ?
C3B O3B 1.414(4) . ?
C3B C4B 1.505(5) . ?
C3B H3B 0.9800 . ?
C5B O5B 1.455(4) . ?
C5B C4B 1.505(5) . ?
C5B C6B 1.549(5) . ?
C5B H5B 0.9800 . ?
C6B O6B 1.442(4) . ?
C6B H6B 0.9800 . ?
C13A O7A 1.197(4) . ?
C13A O1A 1.342(4) . ?
C13A C14A 1.476(4) . ?
C4A O4A 1.413(4) . ?
C4A H4A 0.9800 . ?
C4B O4B 1.417(3) . ?
C4B H4B 0.9800 . ?
C7A O3A 1.401(5) . ?
C7A O2A 1.418(4) . ?
C7A C8A 1.483(7) . ?
C7A C9A 1.489(7) . ?
C7B O3B 1.413(4) . ?
C7B O2B 1.425(4) . ?
C7B C8B 1.492(6) . ?
C7B C9B 1.498(7) . ?
C8A H8A1 0.9600 . ?
C8A H8A2 0.9600 . ?
C8A H8A3 0.9600 . ?
C8B H8B1 0.9600 . ?
C8B H8B2 0.9600 . ?
C8B H8B3 0.9600 . ?
C9A H9A1 0.9600 . ?
C9A H9A2 0.9600 . ?
C9A H9A3 0.9600 . ?
C9B H9B1 0.9600 . ?
C9B H9B2 0.9600 . ?
C9B H9B3 0.9600 . ?
C10A O5A 1.420(4) . ?
C10A O6A 1.422(4) . ?
C10A C12A 1.477(7) . ?
C10A C11A 1.517(7) . ?
C10B O5B 1.418(4) . ?
C10B O6B 1.432(4) . ?
C10B C11B 1.509(7) . ?
C10B C12B 1.510(7) . ?
C11A H11A 0.9600 . ?
C11A H11B 0.9600 . ?
C11A H11C 0.9600 . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
C12A H12A 0.9600 . ?
C12A H12B 0.9600 . ?
C12A H12C 0.9600 . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?
C13B O7B 1.189(5) . ?
C13B O1B 1.338(4) . ?
C13B C14B 1.477(5) . ?
C14A C19A 1.371(5) . ?
C14A C15A 1.383(5) . ?
C14B C15B 1.361(5) . ?
C14B C19B 1.362(5) . ?
C15A C16A 1.381(5) . ?
C15A H15A 0.9300 . ?
C15B C16B 1.391(5) . ?
C15B H15B 0.9300 . ?
C16A C17A 1.355(6) . ?
C16A H16A 0.9300 . ?
C16B C17B 1.350(7) . ?
C16B H16B 0.9300 . ?
C17A C18A 1.376(6) . ?
C17A H17A 0.9300 . ?
C17B C18B 1.349(7) . ?
C17B H17B 0.9300 . ?
C18A C19A 1.368(5) . ?
C18A H18A 0.9300 . ?
C18B C19B 1.386(6) . ?
C18B H18B 0.9300 . ?
C19A H19A 0.9300 . ?
C19B H19B 0.9300 . ?
O4A H4A' 0.94(2) . ?
O4B H4B' 0.926(19) . ?

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
C6A C1A O1A 112.1(3) . . ?
C6A C1A C2A' 125.9(4) . . ?
O1A C1A C2A' 121.6(4) . . ?
C6A C1A C2A 115.8(3) . . ?
O1A C1A C2A 103.5(3) . . ?
C2A' C1A C2A 59.1(4) . . ?
C6A C1A C6A' 55.0(5) . . ?
O1A C1A C6A' 108.0(4) . . ?
C2A' C1A C6A' 110.0(6) . . ?
C2A C1A C6A' 64.0(5) . . ?
C6A C1A H1A 108.4 . . ?
O1A C1A H1A 108.4 . . ?
C2A' C1A H1A 49.4 . . ?
C2A C1A H1A 108.4 . . ?
C6A' C1A H1A 143.6 . . ?
O1B C1B C6B 110.7(2) . . ?
O1B C1B C2B 107.0(3) . . ?
C6B C1B C2B 112.7(3) . . ?
O1B C1B H1B 108.8 . . ?
C6B C1B H1B 108.8 . . ?
C2B C1B H1B 108.8 . . ?
O2A C2A C1A 107.8(4) . . ?
O2A C2A C3A 104.8(4) . . ?
C1A C2A C3A 111.1(4) . . ?
O2A C2A H2A 111.0 . . ?
C1A C2A H2A 111.0 . . ?
C3A C2A H2A 111.0 . . ?
O3A C3A C2A 103.7(4) . . ?
O3A C3A C4A 107.4(4) . . ?
C2A C3A C4A 114.2(4) . . ?
O3A C3A H3A 110.4 . . ?
C2A C3A H3A 110.4 . . ?
C4A C3A H3A 110.4 . . ?
C4A C5A O5A 105.8(3) . . ?
C4A C5A C6A 116.7(4) . . ?
O5A C5A C6A 102.6(4) . . ?
C4A C5A H5A 110.5 . . ?
O5A C5A H5A 110.5 . . ?
C6A C5A H5A 110.5 . . ?
C1A C6A O6A 110.7(4) . . ?
C1A C6A C5A 111.4(4) . . ?
O6A C6A C5A 104.1(4) . . ?
C1A C6A H6A 110.2 . . ?
O6A C6A H6A 110.2 . . ?
C5A C6A H6A 110.2 . . ?
C1A C2A' O2A 105.8(6) . . ?
C1A C2A' C3A' 118.6(7) . . ?
O2A C2A' C3A' 102.6(6) . . ?
C1A C2A' H2A' 109.7 . . ?
O2A C2A' H2A' 109.7 . . ?
C3A' C2A' H2A' 109.7 . . ?
C4A C3A' C2A' 112.0(7) . . ?
C4A C3A' O3A 104.1(6) . . ?
C2A' C3A' O3A 102.4(6) . . ?
C4A C3A' H3A' 112.5 . . ?
C2A' C3A' H3A' 112.5 . . ?
O3A C3A' H3A' 112.5 . . ?
O5A C5A' C4A 108.9(7) . . ?
O5A C5A' C6A' 102.4(8) . . ?
C4A C5A' C6A' 109.5(7) . . ?
O5A C5A' H5A' 111.9 . . ?
C4A C5A' H5A' 111.9 . . ?
C6A' C5A' H5A' 111.9 . . ?
O6A C6A' C5A' 106.3(8) . . ?
O6A C6A' C1A 107.8(8) . . ?
C5A' C6A' C1A 115.8(7) . . ?
O6A C6A' H6A' 109.0 . . ?
C5A' C6A' H6A' 109.0 . . ?
C1A C6A' H6A' 109.0 . . ?
O2B C2B C1B 110.7(3) . . ?
O2B C2B C3B 104.3(3) . . ?
C1B C2B C3B 112.1(3) . . ?
O2B C2B H2B 109.9 . . ?
C1B C2B H2B 109.9 . . ?
C3B C2B H2B 109.9 . . ?
O3B C3B C4B 110.3(3) . . ?
O3B C3B C2B 103.1(3) . . ?
C4B C3B C2B 113.0(3) . . ?
O3B C3B H3B 110.1 . . ?
C4B C3B H3B 110.1 . . ?
C2B C3B H3B 110.1 . . ?
O5B C5B C4B 108.5(3) . . ?
O5B C5B C6B 103.4(3) . . ?
C4B C5B C6B 113.5(3) . . ?
O5B C5B H5B 110.4 . . ?
C4B C5B H5B 110.4 . . ?
C6B C5B H5B 110.4 . . ?
O6B C6B C1B 109.8(3) . . ?
O6B C6B C5B 103.7(3) . . ?
C1B C6B C5B 112.0(3) . . ?
O6B C6B H6B 110.4 . . ?
C1B C6B H6B 110.4 . . ?
C5B C6B H6B 110.4 . . ?
O7A C13A O1A 122.7(3) . . ?
O7A C13A C14A 124.5(3) . . ?
O1A C13A C14A 112.8(3) . . ?
C3A' C4A O4A 113.3(5) . . ?
C3A' C4A C5A 128.2(5) . . ?
O4A C4A C5A 115.9(3) . . ?
C3A' C4A C5A' 120.3(6) . . ?
O4A C4A C5A' 105.6(4) . . ?
C5A C4A C5A' 59.3(5) . . ?
C3A' C4A C3A 62.8(5) . . ?
O4A C4A C3A 113.2(3) . . ?
C5A C4A C3A 109.4(3) . . ?
C5A' C4A C3A 60.9(5) . . ?
C3A' C4A H4A 44.2 . . ?
O4A C4A H4A 105.8 . . ?
C5A C4A H4A 105.8 . . ?
C5A' C4A H4A 148.6 . . ?
C3A C4A H4A 105.8 . . ?
O4B C4B C5B 112.6(3) . . ?
O4B C4B C3B 113.4(3) . . ?
C5B C4B C3B 110.7(3) . . ?
O4B C4B H4B 106.5 . . ?
C5B C4B H4B 106.5 . . ?
C3B C4B H4B 106.5 . . ?
O3A C7A O2A 105.5(3) . . ?
O3A C7A C8A 111.0(4) . . ?
O2A C7A C8A 108.9(4) . . ?
O3A C7A C9A 109.9(4) . . ?
O2A C7A C9A 110.2(4) . . ?
C8A C7A C9A 111.2(5) . . ?
O3B C7B O2B 103.7(3) . . ?
O3B C7B C8B 110.0(4) . . ?
O2B C7B C8B 108.7(4) . . ?
O3B C7B C9B 110.5(4) . . ?
O2B C7B C9B 110.9(4) . . ?
C8B C7B C9B 112.6(4) . . ?
C7A C8A H8A1 109.5 . . ?
C7A C8A H8A2 109.5 . . ?
H8A1 C8A H8A2 109.5 . . ?
C7A C8A H8A3 109.5 . . ?
H8A1 C8A H8A3 109.5 . . ?
H8A2 C8A H8A3 109.5 . . ?
C7B C8B H8B1 109.5 . . ?
C7B C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
C7B C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
C7A C9A H9A1 109.5 . . ?
C7A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C7A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C7B C9B H9B1 109.5 . . ?
C7B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C7B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
O5A C10A O6A 103.9(3) . . ?
O5A C10A C12A 109.1(4) . . ?
O6A C10A C12A 109.5(4) . . ?
O5A C10A C11A 107.7(4) . . ?
O6A C10A C11A 111.0(4) . . ?
C12A C10A C11A 115.0(4) . . ?
O5B C10B O6B 103.7(3) . . ?
O5B C10B C11B 109.4(4) . . ?
O6B C10B C11B 111.2(3) . . ?
O5B C10B C12B 108.0(4) . . ?
O6B C10B C12B 108.3(3) . . ?
C11B C10B C12B 115.5(4) . . ?
C10A C11A H11A 109.5 . . ?
C10A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C10A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C10B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C10B C12B H12D 109.5 . . ?
C10B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C10B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
O7B C13B O1B 122.2(3) . . ?
O7B C13B C14B 124.3(3) . . ?
O1B C13B C14B 113.5(3) . . ?
C19A C14A C15A 119.2(3) . . ?
C19A C14A C13A 122.6(3) . . ?
C15A C14A C13A 118.2(3) . . ?
C15B C14B C19B 118.9(3) . . ?
C15B C14B C13B 122.1(3) . . ?
C19B C14B C13B 119.0(4) . . ?
C16A C15A C14A 120.2(4) . . ?
C16A C15A H15A 119.9 . . ?
C14A C15A H15A 119.9 . . ?
C14B C15B C16B 120.1(4) . . ?
C14B C15B H15B 120.0 . . ?
C16B C15B H15B 120.0 . . ?
C17A C16A C15A 119.8(4) . . ?
C17A C16A H16A 120.1 . . ?
C15A C16A H16A 120.1 . . ?
C17B C16B C15B 120.5(5) . . ?
C17B C16B H16B 119.8 . . ?
C15B C16B H16B 119.8 . . ?
C16A C17A C18A 120.3(4) . . ?
C16A C17A H17A 119.8 . . ?
C18A C17A H17A 119.8 . . ?
C18B C17B C16B 119.8(4) . . ?
C18B C17B H17B 120.1 . . ?
C16B C17B H17B 120.1 . . ?
C19A C18A C17A 120.2(4) . . ?
C19A C18A H18A 119.9 . . ?
C17A C18A H18A 119.9 . . ?
C17B C18B C19B 120.2(4) . . ?
C17B C18B H18B 119.9 . . ?
C19B C18B H18B 119.9 . . ?
C18A C19A C14A 120.3(4) . . ?
C18A C19A H19A 119.9 . . ?
C14A C19A H19A 119.9 . . ?
C14B C19B C18B 120.6(5) . . ?
C14B C19B H19B 119.7 . . ?
C18B C19B H19B 119.7 . . ?
C13A O1A C1A 117.5(2) . . ?
C13B O1B C1B 117.1(3) . . ?
C2A O2A C7A 108.5(3) . . ?
C2A O2A C2A' 61.5(4) . . ?
C7A O2A C2A' 109.1(4) . . ?
C2B O2B C7B 107.3(3) . . ?
C3A O3A C7A 112.4(3) . . ?
C3A O3A C3A' 59.6(4) . . ?
C7A O3A C3A' 98.2(4) . . ?
C7B O3B C3B 110.0(3) . . ?
C4A O4A H4A' 113(3) . . ?
C4B O4B H4B' 106(3) . . ?
C5A' O5A C10A 108.4(4) . . ?
C5A' O5A C5A 60.9(5) . . ?
C10A O5A C5A 107.8(3) . . ?
C10B O5B C5B 109.5(2) . . ?
C6A' O6A C10A 111.2(5) . . ?
C6A' O6A C6A 60.1(6) . . ?
C10A O6A C6A 106.2(3) . . ?
C10B O6B C6B 107.3(3) . . ?

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
C6A C1A C2A O2A -157.8(4) . . . . ?
O1A C1A C2A O2A 79.1(4) . . . . ?
C2A' C1A C2A O2A -39.8(5) . . . . ?
C6A' C1A C2A O2A -177.2(6) . . . . ?
C6A C1A C2A C3A -43.5(5) . . . . ?
O1A C1A C2A C3A -166.6(3) . . . . ?
C2A' C1A C2A C3A 74.5(5) . . . . ?
C6A' C1A C2A C3A -62.9(5) . . . . ?
O2A C2A C3A O3A -13.2(5) . . . . ?
C1A C2A C3A O3A -129.5(4) . . . . ?
O2A C2A C3A C4A 103.3(4) . . . . ?
C1A C2A C3A C4A -12.9(5) . . . . ?
O1A C1A C6A O6A 59.9(4) . . . . ?
C2A' C1A C6A O6A -127.7(5) . . . . ?
C2A C1A C6A O6A -58.5(5) . . . . ?
C6A' C1A C6A O6A -37.2(5) . . . . ?
O1A C1A C6A C5A 175.2(3) . . . . ?
C2A' C1A C6A C5A -12.4(7) . . . . ?
C2A C1A C6A C5A 56.8(5) . . . . ?
C6A' C1A C6A C5A 78.1(6) . . . . ?
C4A C5A C6A C1A -11.3(6) . . . . ?
O5A C5A C6A C1A -126.4(4) . . . . ?
C4A C5A C6A O6A 108.0(4) . . . . ?
O5A C5A C6A O6A -7.1(4) . . . . ?
C6A C1A C2A' O2A 137.8(5) . . . . ?
O1A C1A C2A' O2A -50.6(7) . . . . ?
C2A C1A C2A' O2A 36.7(4) . . . . ?
C6A' C1A C2A' O2A 77.1(7) . . . . ?
C6A C1A C2A' C3A' 23.4(10) . . . . ?
O1A C1A C2A' C3A' -165.0(6) . . . . ?
C2A C1A C2A' C3A' -77.8(7) . . . . ?
C6A' C1A C2A' C3A' -37.3(9) . . . . ?
C1A C2A' C3A' C4A -7.2(11) . . . . ?
O2A C2A' C3A' C4A -123.3(7) . . . . ?
C1A C2A' C3A' O3A 103.9(7) . . . . ?
O2A C2A' C3A' O3A -12.3(7) . . . . ?
O5A C5A' C6A' O6A -8.6(10) . . . . ?
C4A C5A' C6A' O6A -124.0(8) . . . . ?
O5A C5A' C6A' C1A 111.0(9) . . . . ?
C4A C5A' C6A' C1A -4.5(12) . . . . ?
C6A C1A C6A' O6A 40.5(6) . . . . ?
O1A C1A C6A' O6A -64.3(7) . . . . ?
C2A' C1A C6A' O6A 160.9(6) . . . . ?
C2A C1A C6A' O6A -160.9(8) . . . . ?
C6A C1A C6A' C5A' -78.2(9) . . . . ?
O1A C1A C6A' C5A' 177.0(8) . . . . ?
C2A' C1A C6A' C5A' 42.2(11) . . . . ?
C2A C1A C6A' C5A' 80.4(9) . . . . ?
O1B C1B C2B O2B 76.8(3) . . . . ?
C6B C1B C2B O2B -161.3(3) . . . . ?
O1B C1B C2B C3B -167.2(3) . . . . ?
C6B C1B C2B C3B -45.2(4) . . . . ?
O2B C2B C3B O3B -11.0(4) . . . . ?
C1B C2B C3B O3B -130.8(3) . . . . ?
O2B C2B C3B C4B 108.0(3) . . . . ?
C1B C2B C3B C4B -11.8(4) . . . . ?
O1B C1B C6B O6B 62.7(3) . . . . ?
C2B C1B C6B O6B -57.1(4) . . . . ?
O1B C1B C6B C5B 177.3(3) . . . . ?
C2B C1B C6B C5B 57.5(4) . . . . ?
O5B C5B C6B O6B -10.0(3) . . . . ?
C4B C5B C6B O6B 107.4(3) . . . . ?
O5B C5B C6B C1B -128.3(3) . . . . ?
C4B C5B C6B C1B -10.9(4) . . . . ?
C2A' C3A' C4A O4A -179.4(6) . . . . ?
O3A C3A' C4A O4A 70.7(6) . . . . ?
C2A' C3A' C4A C5A -18.6(11) . . . . ?
O3A C3A' C4A C5A -128.5(5) . . . . ?
C2A' C3A' C4A C5A' 54.5(10) . . . . ?
O3A C3A' C4A C5A' -55.5(8) . . . . ?
C2A' C3A' C4A C3A 75.5(7) . . . . ?
O3A C3A' C4A C3A -34.5(4) . . . . ?
O5A C5A C4A C3A' 142.6(6) . . . . ?
C6A C5A C4A C3A' 29.4(8) . . . . ?
O5A C5A C4A O4A -57.0(4) . . . . ?
C6A C5A C4A O4A -170.2(4) . . . . ?
O5A C5A C4A C5A' 36.4(5) . . . . ?
C6A C5A C4A C5A' -76.8(6) . . . . ?
O5A C5A C4A C3A 72.5(4) . . . . ?
C6A C5A C4A C3A -40.7(5) . . . . ?
O5A C5A' C4A C3A' -158.6(6) . . . . ?
C6A' C5A' C4A C3A' -47.4(11) . . . . ?
O5A C5A' C4A O4A 71.7(7) . . . . ?
C6A' C5A' C4A O4A -177.0(7) . . . . ?
O5A C5A' C4A C5A -39.5(5) . . . . ?
C6A' C5A' C4A C5A 71.8(8) . . . . ?
O5A C5A' C4A C3A 180.0(8) . . . . ?
C6A' C5A' C4A C3A -68.8(8) . . . . ?
O3A C3A C4A C3A' 43.8(5) . . . . ?
C2A C3A C4A C3A' -70.6(6) . . . . ?
O3A C3A C4A O4A -61.5(4) . . . . ?
C2A C3A C4A O4A -175.9(4) . . . . ?
O3A C3A C4A C5A 167.6(3) . . . . ?
C2A C3A C4A C5A 53.2(5) . . . . ?
O3A C3A C4A C5A' -156.9(6) . . . . ?
C2A C3A C4A C5A' 88.6(6) . . . . ?
O5B C5B C4B O4B -58.4(4) . . . . ?
C6B C5B C4B O4B -172.7(3) . . . . ?
O5B C5B C4B C3B 69.8(3) . . . . ?
C6B C5B C4B C3B -44.6(4) . . . . ?
O3B C3B C4B O4B -60.7(4) . . . . ?
C2B C3B C4B O4B -175.5(3) . . . . ?
O3B C3B C4B C5B 171.6(3) . . . . ?
C2B C3B C4B C5B 56.8(4) . . . . ?
O7A C13A C14A C19A -179.6(4) . . . . ?
O1A C13A C14A C19A -1.2(5) . . . . ?
O7A C13A C14A C15A -0.7(5) . . . . ?
O1A C13A C14A C15A 177.7(3) . . . . ?
O7B C13B C14B C15B 174.0(5) . . . . ?
O1B C13B C14B C15B -8.0(5) . . . . ?
O7B C13B C14B C19B -6.7(7) . . . . ?
O1B C13B C14B C19B 171.3(4) . . . . ?
C19A C14A C15A C16A -0.6(6) . . . . ?
C13A C14A C15A C16A -179.5(3) . . . . ?
C19B C14B C15B C16B -1.0(6) . . . . ?
C13B C14B C15B C16B 178.3(4) . . . . ?
C14A C15A C16A C17A 0.6(6) . . . . ?
C14B C15B C16B C17B 0.8(6) . . . . ?
C15A C16A C17A C18A 0.7(7) . . . . ?
C15B C16B C17B C18B 0.1(8) . . . . ?
C16A C17A C18A C19A -2.0(8) . . . . ?
C16B C17B C18B C19B -0.7(9) . . . . ?
C17A C18A C19A C14A 2.1(7) . . . . ?
C15A C14A C19A C18A -0.8(6) . . . . ?
C13A C14A C19A C18A 178.1(4) . . . . ?
C15B C14B C19B C18B 0.4(7) . . . . ?
C13B C14B C19B C18B -179.0(5) . . . . ?
C17B C18B C19B C14B 0.5(9) . . . . ?
O7A C13A O1A C1A -0.7(5) . . . . ?
C14A C13A O1A C1A -179.2(3) . . . . ?
C6A C1A O1A C13A 82.4(4) . . . . ?
C2A' C1A O1A C13A -90.3(5) . . . . ?
C2A C1A O1A C13A -152.1(3) . . . . ?
C6A' C1A O1A C13A 141.2(5) . . . . ?
O7B C13B O1B C1B -0.3(6) . . . . ?
C14B C13B O1B C1B -178.3(3) . . . . ?
C6B C1B O1B C13B 90.1(4) . . . . ?
C2B C1B O1B C13B -146.7(3) . . . . ?
C1A C2A O2A C7A 140.6(3) . . . . ?
C3A C2A O2A C7A 22.1(5) . . . . ?
C1A C2A O2A C2A' 38.4(5) . . . . ?
C3A C2A O2A C2A' -80.1(5) . . . . ?
O3A C7A O2A C2A -22.6(5) . . . . ?
C8A C7A O2A C2A -141.9(4) . . . . ?
C9A C7A O2A C2A 95.9(5) . . . . ?
O3A C7A O2A C2A' 42.7(6) . . . . ?
C8A C7A O2A C2A' -76.5(6) . . . . ?
C9A C7A O2A C2A' 161.2(5) . . . . ?
C1A C2A' O2A C2A -39.3(4) . . . . ?
C3A' C2A' O2A C2A 85.7(6) . . . . ?
C1A C2A' O2A C7A -140.4(4) . . . . ?
C3A' C2A' O2A C7A -15.4(7) . . . . ?
C1B C2B O2B C7B 149.1(3) . . . . ?
C3B C2B O2B C7B 28.4(4) . . . . ?
O3B C7B O2B C2B -35.1(4) . . . . ?
C8B C7B O2B C2B -152.1(4) . . . . ?
C9B C7B O2B C2B 83.5(4) . . . . ?
C2A C3A O3A C7A -0.4(5) . . . . ?
C4A C3A O3A C7A -121.7(4) . . . . ?
C2A C3A O3A C3A' 85.9(5) . . . . ?
C4A C3A O3A C3A' -35.3(4) . . . . ?
O2A C7A O3A C3A 13.9(5) . . . . ?
C8A C7A O3A C3A 131.7(5) . . . . ?
C9A C7A O3A C3A -104.9(5) . . . . ?
O2A C7A O3A C3A' -46.5(5) . . . . ?
C8A C7A O3A C3A' 71.3(5) . . . . ?
C9A C7A O3A C3A' -165.3(5) . . . . ?
C4A C3A' O3A C3A 41.6(5) . . . . ?
C2A' C3A' O3A C3A -75.3(6) . . . . ?
C4A C3A' O3A C7A 152.8(5) . . . . ?
C2A' C3A' O3A C7A 35.9(6) . . . . ?
O2B C7B O3B C3B 27.7(4) . . . . ?
C8B C7B O3B C3B 143.9(4) . . . . ?
C9B C7B O3B C3B -91.2(4) . . . . ?
C4B C3B O3B C7B -131.3(3) . . . . ?
C2B C3B O3B C7B -10.5(4) . . . . ?
C4A C5A' O5A C10A 139.1(5) . . . . ?
C6A' C5A' O5A C10A 23.2(8) . . . . ?
C4A C5A' O5A C5A 38.4(5) . . . . ?
C6A' C5A' O5A C5A -77.5(7) . . . . ?
O6A C10A O5A C5A' -29.0(6) . . . . ?
C12A C10A O5A C5A' 87.8(6) . . . . ?
C11A C10A O5A C5A' -146.8(5) . . . . ?
O6A C10A O5A C5A 35.5(4) . . . . ?
C12A C10A O5A C5A 152.2(4) . . . . ?
C11A C10A O5A C5A -82.3(4) . . . . ?
C4A C5A O5A C5A' -38.2(5) . . . . ?
C6A C5A O5A C5A' 84.5(5) . . . . ?
C4A C5A O5A C10A -139.8(3) . . . . ?
C6A C5A O5A C10A -17.0(4) . . . . ?
O6B C10B O5B C5B 29.9(4) . . . . ?
C11B C10B O5B C5B -88.9(4) . . . . ?
C12B C10B O5B C5B 144.6(3) . . . . ?
C4B C5B O5B C10B -133.0(3) . . . . ?
C6B C5B O5B C10B -12.2(4) . . . . ?
C5A' C6A' O6A C10A -9.1(10) . . . . ?
C1A C6A' O6A C10A -133.8(5) . . . . ?
C5A' C6A' O6A C6A 87.9(8) . . . . ?
C1A C6A' O6A C6A -36.7(5) . . . . ?
O5A C10A O6A C6A' 23.5(7) . . . . ?
C12A C10A O6A C6A' -93.0(7) . . . . ?
C11A C10A O6A C6A' 139.0(7) . . . . ?
O5A C10A O6A C6A -40.2(4) . . . . ?
C12A C10A O6A C6A -156.6(4) . . . . ?
C11A C10A O6A C6A 75.3(4) . . . . ?
C1A C6A O6A C6A' 43.1(6) . . . . ?
C5A C6A O6A C6A' -76.6(6) . . . . ?
C1A C6A O6A C10A 148.6(3) . . . . ?
C5A C6A O6A C10A 28.8(4) . . . . ?
O5B C10B O6B C6B -36.6(4) . . . . ?
C11B C10B O6B C6B 80.9(4) . . . . ?
C12B C10B O6B C6B -151.2(4) . . . . ?
C1B C6B O6B C10B 148.5(3) . . . . ?
C5B C6B O6B C10B 28.6(4) . . . . ?

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
O4B H4B' O5A 0.926(19) 2.02(3) 2.858(3) 149(4) .
O4A H4A' O5B 0.94(2) 2.01(3) 2.914(3) 159(5) .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.052
_database_code_depnum_ccdc_archive 'CCDC 973081'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_0337_280913_kms_j_vi_428_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H26 O8'
_chemical_formula_sum            'C21 H26 O8'
_chemical_formula_weight         406.42

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.2227(4)
_cell_length_b                   13.8627(5)
_cell_length_c                   15.3841(6)
_cell_angle_alpha                80.544(2)
_cell_angle_beta                 79.936(2)
_cell_angle_gamma                85.211(2)
_cell_volume                     2114.06(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      23.12

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      1.276
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9759
_exptl_absorpt_correction_T_max  0.9855
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32304
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         25.00
_reflns_number_total             7453
_reflns_number_gt                4829
_reflns_threshold_expression     >2σ(I)

_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-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.1183P)²+1.1692P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7453
_refine_ls_number_parameters     596
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1032
_refine_ls_R_factor_gt           0.0678
_refine_ls_wR_factor_ref         0.2319
_refine_ls_wR_factor_gt          0.1946
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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
C1A C 0.4221(3) 1.0038(2) 0.2730(2) 0.0679(9) Uani 1 1 d . . .
H1A H 0.3620 1.0583 0.2525 0.081 Uiso 1 1 calc R A 1
C1B C 0.4490(3) 0.4732(2) 0.2585(2) 0.0631(8) Uani 1 1 d . . .
H1B H 0.4964 0.4113 0.2460 0.076 Uiso 1 1 calc R B 1
C4A C 0.1843(3) 0.9205(3) 0.3259(2) 0.0693(9) Uani 1 1 d . . .
H4A H 0.1545 0.9875 0.3032 0.083 Uiso 1 1 calc R C 1
C4B C 0.2298(3) 0.3630(2) 0.3004(2) 0.0622(8) Uani 1 1 d . . .
H4B H 0.2910 0.3119 0.2764 0.075 Uiso 1 1 calc R D 1
C7A C 0.3212(3) 0.9139(3) 0.0986(2) 0.0797(10) Uani 1 1 d . E .
C7B C 0.2194(4) 0.5362(3) 0.4423(2) 0.0815(11) Uani 1 1 d . E .
C8A C 0.2858(5) 0.9909(4) 0.0252(3) 0.1290(19) Uani 1 1 d . . .
H8A1 H 0.2151 0.9698 0.0004 0.194 Uiso 1 1 calc R . .
H8A2 H 0.3622 1.0018 -0.0206 0.194 Uiso 1 1 calc R . .
H8A3 H 0.2572 1.0507 0.0485 0.194 Uiso 1 1 calc R . .
C8B C 0.1155(4) 0.6194(3) 0.4324(3) 0.1112(15) Uani 1 1 d . . .
H8B1 H 0.1484 0.6779 0.4445 0.167 Uiso 1 1 calc R . .
H8B2 H 0.0358 0.6033 0.4738 0.167 Uiso 1 1 calc R . .
H8B3 H 0.0963 0.6299 0.3726 0.167 Uiso 1 1 calc R . .
C9A C 0.3609(5) 0.8159(4) 0.0692(4) 0.1235(17) Uani 1 1 d . . .
H9A1 H 0.2902 0.7950 0.0444 0.185 Uiso 1 1 calc R . .
H9A2 H 0.3784 0.7689 0.1196 0.185 Uiso 1 1 calc R . .
H9A3 H 0.4397 0.8213 0.0248 0.185 Uiso 1 1 calc R . .
C9B C 0.2579(6) 0.5186(4) 0.5340(3) 0.1294(18) Uani 1 1 d . . .
H9B1 H 0.2886 0.5778 0.5462 0.194 Uiso 1 1 calc R . .
H9B2 H 0.3275 0.4678 0.5365 0.194 Uiso 1 1 calc R . .
H9B3 H 0.1819 0.4990 0.5777 0.194 Uiso 1 1 calc R . .
C10A C 0.4243(4) 0.8272(3) 0.4629(3) 0.0886(12) Uani 1 1 d . E .
C10B C 0.2980(4) 0.4457(3) 0.0748(2) 0.0786(10) Uani 1 1 d . E .
C11A C 0.5071(5) 0.7333(4) 0.4472(4) 0.1203(17) Uani 1 1 d . . .
H11A H 0.5913 0.7345 0.4663 0.180 Uiso 1 1 calc R . .
H11B H 0.5213 0.7282 0.3847 0.180 Uiso 1 1 calc R . .
H11C H 0.4608 0.6780 0.4806 0.180 Uiso 1 1 calc R . .
C11B C 0.2473(6) 0.5297(4) 0.0120(4) 0.1338(19) Uani 1 1 d . . .
H11D H 0.3156 0.5463 -0.0385 0.201 Uiso 1 1 calc R . .
H11E H 0.2233 0.5853 0.0424 0.201 Uiso 1 1 calc R . .
H11F H 0.1706 0.5110 -0.0081 0.201 Uiso 1 1 calc R . .
C12A C 0.4048(6) 0.8450(5) 0.5577(3) 0.149(2) Uani 1 1 d . . .
H12A H 0.4900 0.8470 0.5754 0.224 Uiso 1 1 calc R . .
H12B H 0.3567 0.7930 0.5956 0.224 Uiso 1 1 calc R . .
H12C H 0.3553 0.9063 0.5629 0.224 Uiso 1 1 calc R . .
C12B C 0.3485(6) 0.3608(4) 0.0278(3) 0.1234(17) Uani 1 1 d . . .
H12D H 0.4146 0.3817 -0.0228 0.185 Uiso 1 1 calc R . .
H12E H 0.2761 0.3354 0.0080 0.185 Uiso 1 1 calc R . .
H12F H 0.3873 0.3106 0.0680 0.185 Uiso 1 1 calc R . .
C13A C -0.0457(3) 0.8978(3) 0.3860(3) 0.0875(11) Uani 1 1 d . . .
C13B C 0.0852(4) 0.2317(3) 0.3451(3) 0.0828(11) Uani 1 1 d . . .
C14A C -0.1524(4) 0.8286(4) 0.4081(4) 0.1165(16) Uani 1 1 d . E .
H14A H -0.1199 0.7678 0.3879 0.175 Uiso 1 1 calc R . .
H14B H -0.2262 0.8556 0.3793 0.175 Uiso 1 1 calc R . .
H14C H -0.1808 0.8173 0.4716 0.175 Uiso 1 1 calc R . .
C14B C -0.0579(4) 0.2093(3) 0.3678(3) 0.1084(15) Uani 1 1 d . E .
H14D H -0.1122 0.2690 0.3591 0.163 Uiso 1 1 calc R . .
H14E H -0.0770 0.1791 0.4291 0.163 Uiso 1 1 calc R . .
H14F H -0.0768 0.1655 0.3299 0.163 Uiso 1 1 calc R . .
C15A C 0.5821(3) 1.1252(3) 0.2193(2) 0.0684(9) Uani 1 1 d . . .
C15B C 0.6721(3) 0.5236(2) 0.2354(2) 0.0604(7) Uani 1 1 d . . .
C16A C 0.7246(3) 1.1414(2) 0.1872(2) 0.0630(8) Uani 1 1 d . E .
C16B C 0.7549(3) 0.6096(2) 0.2092(2) 0.0618(8) Uani 1 1 d . E .
C17A C 0.7639(4) 1.2352(3) 0.1592(3) 0.1065(15) Uani 1 1 d . . .
H17A H 0.7008 1.2875 0.1612 0.128 Uiso 1 1 calc R E .
C17B C 0.8906(4) 0.5944(3) 0.2026(3) 0.1009(13) Uani 1 1 d . . .
H17B H 0.9290 0.5313 0.2143 0.121 Uiso 1 1 calc R E .
C18A C 0.8949(4) 1.2526(4) 0.1284(4) 0.1217(18) Uani 1 1 d . E .
H18A H 0.9205 1.3167 0.1114 0.146 Uiso 1 1 calc R . .
C18B C 0.9700(4) 0.6744(4) 0.1783(4) 0.1247(18) Uani 1 1 d . E .
H18B H 1.0618 0.6644 0.1745 0.150 Uiso 1 1 calc R . .
C19A C 0.9869(4) 1.1776(4) 0.1227(4) 0.1158(16) Uani 1 1 d . . .
H19A H 1.0750 1.1895 0.0984 0.139 Uiso 1 1 calc R E .
C19B C 0.9164(5) 0.7658(4) 0.1602(3) 0.1118(15) Uani 1 1 d . . .
H19B H 0.9708 0.8186 0.1447 0.134 Uiso 1 1 calc R E .
C20A C 0.9505(4) 1.0836(4) 0.1529(4) 0.1091(15) Uani 1 1 d . E .
H20A H 1.0146 1.0319 0.1518 0.131 Uiso 1 1 calc R . .
C20B C 0.7814(4) 0.7809(3) 0.1647(3) 0.1007(13) Uani 1 1 d . E .
H20B H 0.7441 0.8438 0.1504 0.121 Uiso 1 1 calc R . .
C21A C 0.8189(3) 1.0656(3) 0.1848(3) 0.0832(10) Uani 1 1 d . . .
H21A H 0.7942 1.0016 0.2048 0.100 Uiso 1 1 calc R E .
C21B C 0.7010(3) 0.7031(3) 0.1904(3) 0.0787(10) Uani 1 1 d . . .
H21B H 0.6092 0.7140 0.1951 0.094 Uiso 1 1 calc R E .
O1A O 0.5583(2) 1.03210(16) 0.24512(16) 0.0731(6) Uani 1 1 d . E .
O1B O 0.54358(18) 0.54857(15) 0.23305(14) 0.0637(6) Uani 1 1 d . E .
O2A O 0.4252(2) 0.9447(2) 0.13482(18) 0.1020(9) Uani 1 1 d . . .
O2B O 0.3325(2) 0.55593(18) 0.37455(18) 0.0839(7) Uani 1 1 d . . .
O3A O 0.2130(2) 0.90566(19) 0.17058(16) 0.0796(7) Uani 1 1 d . . .
O3B O 0.1732(2) 0.44934(18) 0.42439(16) 0.0857(8) Uani 1 1 d . . .
O4A O 0.0710(2) 0.86039(18) 0.35149(18) 0.0831(7) Uani 1 1 d . E .
O4B O 0.09896(19) 0.32559(15) 0.32252(15) 0.0649(6) Uani 1 1 d . E .
O5A O 0.2997(2) 0.82375(19) 0.43490(16) 0.0802(7) Uani 1 1 d . . .
O5B O 0.1993(3) 0.4201(2) 0.14900(17) 0.1005(9) Uani 1 1 d . . .
O6A O 0.4861(2) 0.90615(19) 0.40387(18) 0.0832(7) Uani 1 1 d . . .
O6B O 0.4038(3) 0.4746(2) 0.11132(16) 0.0921(8) Uani 1 1 d . . .
O7A O -0.0588(3) 0.9796(3) 0.4014(3) 0.1552(17) Uani 1 1 d . E .
O7B O 0.1793(3) 0.1737(2) 0.3486(3) 0.1441(15) Uani 1 1 d . E .
O8A O 0.4966(3) 1.1893(2) 0.2235(3) 0.1328(14) Uani 1 1 d . E .
O8B O 0.7125(2) 0.4412(2) 0.2564(2) 0.0956(8) Uani 1 1 d . E .
C2A C 0.4070(4) 0.9158(4) 0.2266(3) 0.0602(12) Uani 0.678(3) 1 d P E 1
H2A H 0.4736 0.8634 0.2415 0.072 Uiso 0.678(3) 1 calc PR E 1
C3A C 0.2672(4) 0.8755(3) 0.2511(3) 0.0502(10) Uani 0.678(3) 1 d P E 1
H3A H 0.2729 0.8039 0.2658 0.060 Uiso 0.678(3) 1 calc PR E 1
C5A C 0.2541(4) 0.9220(3) 0.4018(3) 0.0609(12) Uani 0.678(3) 1 d P E 1
H5A H 0.1958 0.9515 0.4493 0.073 Uiso 0.678(3) 1 calc PR E 1
C6A C 0.3851(4) 0.9762(3) 0.3723(3) 0.0601(12) Uani 0.678(3) 1 d P E 1
H6A H 0.3795 1.0346 0.4013 0.072 Uiso 0.678(3) 1 calc PR E 1
C2B C 0.3960(5) 0.4611(4) 0.3471(3) 0.0697(13) Uani 0.678(3) 1 d P E 1
H2B H 0.4664 0.4372 0.3825 0.084 Uiso 0.678(3) 1 calc PR E 1
C3B C 0.2817(5) 0.3905(4) 0.3724(3) 0.0701(13) Uani 0.678(3) 1 d P E 1
H3B H 0.3088 0.3317 0.4114 0.084 Uiso 0.678(3) 1 calc PR E 1
C5B C 0.2222(5) 0.4522(4) 0.2220(3) 0.0685(13) Uani 0.678(3) 1 d P E 1
H5B H 0.1512 0.5002 0.2406 0.082 Uiso 0.678(3) 1 calc PR E 1
C6B C 0.3527(5) 0.5024(4) 0.1898(3) 0.0708(13) Uani 0.678(3) 1 d P E 1
H6B H 0.3348 0.5736 0.1814 0.085 Uiso 0.678(3) 1 calc PR E 1
C2A' C 0.3597(13) 1.0127(12) 0.1989(10) 0.100(4) Uani 0.322(3) 1 d P E 2
H2A' H 0.3547 1.0807 0.1691 0.120 Uiso 0.322(3) 1 calc PR E 2
C3A' C 0.2199(13) 0.9724(13) 0.2294(11) 0.110(5) Uani 0.322(3) 1 d P E 2
H3A' H 0.1535 1.0265 0.2191 0.132 Uiso 0.322(3) 1 calc PR E 2
C5A' C 0.3120(13) 0.8559(11) 0.3443(12) 0.113(5) Uani 0.322(3) 1 d P E 2
H5A' H 0.3193 0.7992 0.3129 0.135 Uiso 0.322(3) 1 calc PR E 2
C6A' C 0.4486(14) 0.9063(12) 0.3227(14) 0.121(6) Uani 0.322(3) 1 d P E 2
H6A' H 0.5148 0.8684 0.2858 0.145 Uiso 0.322(3) 1 calc PR E 2
C2B' C 0.3145(7) 0.5282(5) 0.3060(5) 0.0386(18) Uani 0.322(3) 1 d P E 2
H2B' H 0.2894 0.5852 0.2642 0.046 Uiso 0.322(3) 1 calc PR E 2
C3B' C 0.1947(7) 0.4636(5) 0.3363(5) 0.0385(18) Uani 0.322(3) 1 d P E 2
H3B' H 0.1162 0.4966 0.3136 0.046 Uiso 0.322(3) 1 calc PR E 2
C5B' C 0.2937(7) 0.3591(5) 0.2191(5) 0.0375(17) Uani 0.322(3) 1 d P E 2
H5B' H 0.3122 0.2911 0.2086 0.045 Uiso 0.322(3) 1 calc PR E 2
C6B' C 0.4231(7) 0.4157(5) 0.1970(5) 0.0424(19) Uani 0.322(3) 1 d P E 2
H6B' H 0.4991 0.3688 0.1862 0.051 Uiso 0.322(3) 1 calc PR E 2


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
C1A C2A' 1.385(15) . ?
C1A O1A 1.450(3) . ?
C1A C6A' 1.467(17) . ?
C1A C6A 1.500(6) . ?
C1A C2A 1.542(6) . ?
C1A H1A 0.9800 . ?
C1B C2B 1.365(6) . ?
C1B C6B' 1.403(8) . ?
C1B O1B 1.443(3) . ?
C1B C6B 1.551(6) . ?
C1B C2B' 1.631(8) . ?
C1B H1B 0.9800 . ?
C4A O4A 1.444(4) . ?
C4A C5A 1.474(6) . ?
C4A C3A 1.496(5) . ?
C4A C3A' 1.536(16) . ?
C4A C5A' 1.561(16) . ?
C4A H4A 0.9800 . ?
C4B C5B' 1.313(7) . ?
C4B C3B 1.426(6) . ?
C4B O4B 1.440(3) . ?
C4B C3B' 1.574(7) . ?
C4B C5B 1.587(6) . ?
C4B H4B 0.9800 . ?
C7A O2A 1.409(4) . ?
C7A O3A 1.419(4) . ?
C7A C8A 1.493(6) . ?
C7A C9A 1.503(6) . ?
C7B O3B 1.413(4) . ?
C7B O2B 1.427(4) . ?
C7B C9B 1.506(6) . ?
C7B C8B 1.508(6) . ?
C8A H8A1 0.9600 . ?
C8A H8A2 0.9600 . ?
C8A H8A3 0.9600 . ?
C8B H8B1 0.9600 . ?
C8B H8B2 0.9600 . ?
C8B H8B3 0.9600 . ?
C9A H9A1 0.9600 . ?
C9A H9A2 0.9600 . ?
C9A H9A3 0.9600 . ?
C9B H9B1 0.9600 . ?
C9B H9B2 0.9600 . ?
C9B H9B3 0.9600 . ?
C10A O6A 1.417(4) . ?
C10A O5A 1.421(4) . ?
C10A C12A 1.496(6) . ?
C10A C11A 1.521(7) . ?
C10B O5B 1.404(4) . ?
C10B O6B 1.415(4) . ?
C10B C12B 1.491(6) . ?
C10B C11B 1.504(6) . ?
C11A H11A 0.9600 . ?
C11A H11B 0.9600 . ?
C11A H11C 0.9600 . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
C12A H12A 0.9600 . ?
C12A H12B 0.9600 . ?
C12A H12C 0.9600 . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?
C13A O7A 1.188(5) . ?
C13A O4A 1.318(4) . ?
C13A C14A 1.471(5) . ?
C13B O7B 1.203(5) . ?
C13B O4B 1.304(4) . ?
C13B C14B 1.490(5) . ?
C14A H14A 0.9600 . ?
C14A H14B 0.9600 . ?
C14A H14C 0.9600 . ?
C14B H14D 0.9600 . ?
C14B H14E 0.9600 . ?
C14B H14F 0.9600 . ?
C15A O8A 1.195(4) . ?
C15A O1A 1.316(4) . ?
C15A C16A 1.477(4) . ?
C15B O8B 1.195(4) . ?
C15B O1B 1.335(3) . ?
C15B C16B 1.479(4) . ?
C16A C21A 1.367(5) . ?
C16A C17A 1.371(5) . ?
C16B C21B 1.372(5) . ?
C16B C17B 1.375(5) . ?
C17A C18A 1.367(5) . ?
C17A H17A 0.9300 . ?
C17B C18B 1.392(6) . ?
C17B H17B 0.9300 . ?
C18A C19A 1.347(6) . ?
C18A H18A 0.9300 . ?
C18B C19B 1.344(7) . ?
C18B H18B 0.9300 . ?
C19A C20A 1.368(6) . ?
C19A H19A 0.9300 . ?
C19B C20B 1.370(6) . ?
C19B H19B 0.9300 . ?
C20A C21A 1.378(5) . ?
C20A H20A 0.9300 . ?
C20B C21B 1.374(5) . ?
C20B H20B 0.9300 . ?
C21A H21A 0.9300 . ?
C21B H21B 0.9300 . ?
O2A C2A 1.387(5) . ?
O2A C2A' 1.509(14) . ?
O2B C2B' 1.229(8) . ?
O2B C2B 1.508(6) . ?
O3A C3A' 1.410(16) . ?
O3A C3A 1.430(5) . ?
O3B C3B' 1.318(8) . ?
O3B C3B 1.513(6) . ?
O5A C5A' 1.379(17) . ?
O5A C5A 1.443(5) . ?
O5B C5B 1.337(6) . ?
O5B C5B' 1.654(8) . ?
O6A C6A' 1.37(2) . ?
O6A C6A 1.449(6) . ?
O6B C6B 1.333(6) . ?
O6B C6B' 1.468(8) . ?
C2A C3A 1.541(5) . ?
C2A H2A 0.9800 . ?
C3A H3A 0.9800 . ?
C5A C6A 1.552(5) . ?
C5A H5A 0.9800 . ?
C6A H6A 0.9800 . ?
C2B C3B 1.543(6) . ?
C2B H2B 0.9800 . ?
C3B H3B 0.9800 . ?
C5B C6B 1.524(6) . ?
C5B H5B 0.9800 . ?
C6B H6B 0.9800 . ?
C2A' C3A' 1.545(17) . ?
C2A' H2A' 0.9800 . ?
C3A' H3A' 0.9800 . ?
C5A' C6A' 1.573(16) . ?
C5A' H5A' 0.9800 . ?
C6A' H6A' 0.9800 . ?
C2B' C3B' 1.538(9) . ?
C2B' H2B' 0.9800 . ?
C3B' H3B' 0.9800 . ?
C5B' C6B' 1.553(10) . ?
C5B' H5B' 0.9800 . ?
C6B' H6B' 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
C2A' C1A O1A 109.4(6) . . ?
C2A' C1A C6A' 119.7(10) . . ?
O1A C1A C6A' 98.7(5) . . ?
C2A' C1A C6A 137.1(6) . . ?
O1A C1A C6A 113.4(3) . . ?
C6A' C1A C6A 55.5(8) . . ?
C2A' C1A C2A 57.4(7) . . ?
O1A C1A C2A 107.1(3) . . ?
C6A' C1A C2A 63.7(8) . . ?
C6A C1A C2A 109.7(3) . . ?
C2A' C1A H1A 53.4 . . ?
O1A C1A H1A 108.9 . . ?
C6A' C1A H1A 152.3 . . ?
C6A C1A H1A 108.9 . . ?
C2A C1A H1A 108.9 . . ?
C2B C1B C6B' 125.0(4) . . ?
C2B C1B O1B 113.4(3) . . ?
C6B' C1B O1B 121.5(4) . . ?
C2B C1B C6B 118.1(3) . . ?
C6B' C1B C6B 54.0(4) . . ?
O1B C1B C6B 102.6(3) . . ?
C2B C1B C2B' 52.7(4) . . ?
C6B' C1B C2B' 112.6(4) . . ?
O1B C1B C2B' 104.4(3) . . ?
C6B C1B C2B' 71.0(4) . . ?
C2B C1B H1B 107.4 . . ?
C6B' C1B H1B 53.8 . . ?
O1B C1B H1B 107.4 . . ?
C6B C1B H1B 107.4 . . ?
C2B' C1B H1B 147.6 . . ?
O4A C4A C5A 111.5(3) . . ?
O4A C4A C3A 103.5(3) . . ?
C5A C4A C3A 113.6(3) . . ?
O4A C4A C3A' 120.5(6) . . ?
C5A C4A C3A' 128.0(6) . . ?
C3A C4A C3A' 54.9(6) . . ?
O4A C4A C5A' 108.7(5) . . ?
C5A C4A C5A' 54.9(7) . . ?
C3A C4A C5A' 61.1(7) . . ?
C3A' C4A C5A' 104.7(8) . . ?
O4A C4A H4A 109.3 . . ?
C5A C4A H4A 109.3 . . ?
C3A C4A H4A 109.3 . . ?
C3A' C4A H4A 54.5 . . ?
C5A' C4A H4A 142.0 . . ?
C5B' C4B C3B 126.7(4) . . ?
C5B' C4B O4B 117.0(4) . . ?
C3B C4B O4B 115.9(3) . . ?
C5B' C4B C3B' 121.2(5) . . ?
C3B C4B C3B' 55.4(4) . . ?
O4B C4B C3B' 98.0(3) . . ?
C5B' C4B C5B 58.3(4) . . ?
C3B C4B C5B 111.5(3) . . ?
O4B C4B C5B 106.1(3) . . ?
C3B' C4B C5B 67.8(4) . . ?
C5B' C4B H4B 49.4 . . ?
C3B C4B H4B 107.7 . . ?
O4B C4B H4B 107.7 . . ?
C3B' C4B H4B 154.0 . . ?
C5B C4B H4B 107.7 . . ?
O2A C7A O3A 104.2(3) . . ?
O2A C7A C8A 109.6(4) . . ?
O3A C7A C8A 109.4(3) . . ?
O2A C7A C9A 109.4(3) . . ?
O3A C7A C9A 110.5(4) . . ?
C8A C7A C9A 113.3(4) . . ?
O3B C7B O2B 104.1(3) . . ?
O3B C7B C9B 109.6(3) . . ?
O2B C7B C9B 111.2(4) . . ?
O3B C7B C8B 110.4(3) . . ?
O2B C7B C8B 109.2(3) . . ?
C9B C7B C8B 112.0(4) . . ?
C7A C8A H8A1 109.5 . . ?
C7A C8A H8A2 109.5 . . ?
H8A1 C8A H8A2 109.5 . . ?
C7A C8A H8A3 109.5 . . ?
H8A1 C8A H8A3 109.5 . . ?
H8A2 C8A H8A3 109.5 . . ?
C7B C8B H8B1 109.5 . . ?
C7B C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
C7B C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
C7A C9A H9A1 109.5 . . ?
C7A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C7A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
C7B C9B H9B1 109.5 . . ?
C7B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C7B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
O6A C10A O5A 104.4(3) . . ?
O6A C10A C12A 111.2(4) . . ?
O5A C10A C12A 110.6(3) . . ?
O6A C10A C11A 108.2(3) . . ?
O5A C10A C11A 108.7(3) . . ?
C12A C10A C11A 113.3(5) . . ?
O5B C10B O6B 104.6(3) . . ?
O5B C10B C12B 112.2(3) . . ?
O6B C10B C12B 107.9(4) . . ?
O5B C10B C11B 110.4(4) . . ?
O6B C10B C11B 110.3(4) . . ?
C12B C10B C11B 111.2(4) . . ?
C10A C11A H11A 109.5 . . ?
C10A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C10A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C10B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C10B C12B H12D 109.5 . . ?
C10B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C10B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
O7A C13A O4A 121.3(3) . . ?
O7A C13A C14A 124.1(4) . . ?
O4A C13A C14A 114.5(4) . . ?
O7B C13B O4B 122.1(3) . . ?
O7B C13B C14B 126.7(4) . . ?
O4B C13B C14B 111.2(3) . . ?
C13A C14A H14A 109.5 . . ?
C13A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C13A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C13B C14B H14D 109.5 . . ?
C13B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
C13B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
O8A C15A O1A 122.8(3) . . ?
O8A C15A C16A 124.1(3) . . ?
O1A C15A C16A 113.1(3) . . ?
O8B C15B O1B 122.8(3) . . ?
O8B C15B C16B 125.4(3) . . ?
O1B C15B C16B 111.8(3) . . ?
C21A C16A C17A 118.8(3) . . ?
C21A C16A C15A 121.9(3) . . ?
C17A C16A C15A 119.3(3) . . ?
C21B C16B C17B 119.2(3) . . ?
C21B C16B C15B 122.4(3) . . ?
C17B C16B C15B 118.4(3) . . ?
C18A C17A C16A 120.7(4) . . ?
C18A C17A H17A 119.7 . . ?
C16A C17A H17A 119.7 . . ?
C16B C17B C18B 119.2(4) . . ?
C16B C17B H17B 120.4 . . ?
C18B C17B H17B 120.4 . . ?
C19A C18A C17A 120.4(4) . . ?
C19A C18A H18A 119.8 . . ?
C17A C18A H18A 119.8 . . ?
C19B C18B C17B 121.2(4) . . ?
C19B C18B H18B 119.4 . . ?
C17B C18B H18B 119.4 . . ?
C18A C19A C20A 119.8(4) . . ?
C18A C19A H19A 120.1 . . ?
C20A C19A H19A 120.1 . . ?
C18B C19B C20B 119.7(4) . . ?
C18B C19B H19B 120.2 . . ?
C20B C19B H19B 120.2 . . ?
C19A C20A C21A 120.0(4) . . ?
C19A C20A H20A 120.0 . . ?
C21A C20A H20A 120.0 . . ?
C19B C20B C21B 120.0(4) . . ?
C19B C20B H20B 120.0 . . ?
C21B C20B H20B 120.0 . . ?
C16A C21A C20A 120.2(4) . . ?
C16A C21A H21A 119.9 . . ?
C20A C21A H21A 119.9 . . ?
C16B C21B C20B 120.7(3) . . ?
C16B C21B H21B 119.7 . . ?
C20B C21B H21B 119.7 . . ?
C15A O1A C1A 119.6(2) . . ?
C15B O1B C1B 118.7(2) . . ?
C2A O2A C7A 110.5(3) . . ?
C2A O2A C2A' 58.2(6) . . ?
C7A O2A C2A' 105.6(6) . . ?
C2B' O2B C7B 109.2(4) . . ?
C2B' O2B C2B 58.1(4) . . ?
C7B O2B C2B 109.6(3) . . ?
C3A' O3A C7A 111.2(6) . . ?
C3A' O3A C3A 58.9(7) . . ?
C7A O3A C3A 107.5(3) . . ?
C3B' O3B C7B 101.2(3) . . ?
C3B' O3B C3B 58.8(4) . . ?
C7B O3B C3B 112.2(3) . . ?
C13A O4A C4A 120.3(3) . . ?
C13B O4B C4B 120.1(2) . . ?
C5A' O5A C10A 109.4(6) . . ?
C5A' O5A C5A 59.5(7) . . ?
C10A O5A C5A 108.8(3) . . ?
C5B O5B C10B 112.1(3) . . ?
C5B O5B C5B' 56.0(3) . . ?
C10B O5B C5B' 99.4(3) . . ?
C6A' O6A C10A 106.7(6) . . ?
C6A' O6A C6A 58.6(7) . . ?
C10A O6A C6A 109.6(3) . . ?
C6B O6B C10B 107.8(3) . . ?
C6B O6B C6B' 57.3(4) . . ?
C10B O6B C6B' 113.9(4) . . ?
O2A C2A C3A 105.2(3) . . ?
O2A C2A C1A 109.6(4) . . ?
C3A C2A C1A 113.4(3) . . ?
O2A C2A H2A 109.5 . . ?
C3A C2A H2A 109.5 . . ?
C1A C2A H2A 109.5 . . ?
O3A C3A C4A 109.9(3) . . ?
O3A C3A C2A 102.6(3) . . ?
C4A C3A C2A 111.7(3) . . ?
O3A C3A H3A 110.8 . . ?
C4A C3A H3A 110.8 . . ?
C2A C3A H3A 110.8 . . ?
O5A C5A C4A 109.7(3) . . ?
O5A C5A C6A 103.1(3) . . ?
C4A C5A C6A 111.8(4) . . ?
O5A C5A H5A 110.7 . . ?
C4A C5A H5A 110.7 . . ?
C6A C5A H5A 110.7 . . ?
O6A C6A C1A 108.5(3) . . ?
O6A C6A C5A 104.3(3) . . ?
C1A C6A C5A 114.1(3) . . ?
O6A C6A H6A 109.9 . . ?
C1A C6A H6A 109.9 . . ?
C5A C6A H6A 109.9 . . ?
C1B C2B O2B 111.2(4) . . ?
C1B C2B C3B 113.6(4) . . ?
O2B C2B C3B 103.7(4) . . ?
C1B C2B H2B 109.4 . . ?
O2B C2B H2B 109.4 . . ?
C3B C2B H2B 109.4 . . ?
C4B C3B O3B 108.0(4) . . ?
C4B C3B C2B 116.6(4) . . ?
O3B C3B C2B 102.5(4) . . ?
C4B C3B H3B 109.8 . . ?
O3B C3B H3B 109.8 . . ?
C2B C3B H3B 109.8 . . ?
O5B C5B C6B 103.1(4) . . ?
O5B C5B C4B 109.9(4) . . ?
C6B C5B C4B 113.8(4) . . ?
O5B C5B H5B 109.9 . . ?
C6B C5B H5B 109.9 . . ?
C4B C5B H5B 109.9 . . ?
O6B C6B C5B 106.6(4) . . ?
O6B C6B C1B 111.4(4) . . ?
C5B C6B C1B 110.7(4) . . ?
O6B C6B H6B 109.4 . . ?
C5B C6B H6B 109.4 . . ?
C1B C6B H6B 109.4 . . ?
C1A C2A' O2A 111.6(10) . . ?
C1A C2A' C3A' 108.3(11) . . ?
O2A C2A' C3A' 102.2(10) . . ?
C1A C2A' H2A' 111.5 . . ?
O2A C2A' H2A' 111.5 . . ?
C3A' C2A' H2A' 111.5 . . ?
O3A C3A' C4A 108.8(11) . . ?
O3A C3A' C2A' 104.3(10) . . ?
C4A C3A' C2A' 118.4(11) . . ?
O3A C3A' H3A' 108.3 . . ?
C4A C3A' H3A' 108.3 . . ?
C2A' C3A' H3A' 108.3 . . ?
O5A C5A' C4A 108.3(9) . . ?
O5A C5A' C6A' 102.7(13) . . ?
C4A C5A' C6A' 117.9(11) . . ?
O5A C5A' H5A' 109.2 . . ?
C4A C5A' H5A' 109.2 . . ?
C6A' C5A' H5A' 109.2 . . ?
O6A C6A' C1A 115.0(12) . . ?
O6A C6A' C5A' 105.2(12) . . ?
C1A C6A' C5A' 105.8(11) . . ?
O6A C6A' H6A' 110.2 . . ?
C1A C6A' H6A' 110.2 . . ?
C5A' C6A' H6A' 110.2 . . ?
O2B C2B' C3B' 104.3(6) . . ?
O2B C2B' C1B 111.2(5) . . ?
C3B' C2B' C1B 114.7(5) . . ?
O2B C2B' H2B' 108.8 . . ?
C3B' C2B' H2B' 108.8 . . ?
C1B C2B' H2B' 108.8 . . ?
O3B C3B' C2B' 107.0(6) . . ?
O3B C3B' C4B 110.3(5) . . ?
C2B' C3B' C4B 109.0(5) . . ?
O3B C3B' H3B' 110.2 . . ?
C2B' C3B' H3B' 110.2 . . ?
C4B C3B' H3B' 110.2 . . ?
C4B C5B' C6B' 113.0(6) . . ?
C4B C5B' O5B 107.3(5) . . ?
C6B' C5B' O5B 103.4(5) . . ?
C4B C5B' H5B' 110.9 . . ?
C6B' C5B' H5B' 110.9 . . ?
O5B C5B' H5B' 110.9 . . ?
C1B C6B' O6B 112.3(5) . . ?
C1B C6B' C5B' 118.5(6) . . ?
O6B C6B' C5B' 100.0(5) . . ?
C1B C6B' H6B' 108.5 . . ?
O6B C6B' H6B' 108.5 . . ?
C5B' C6B' H6B' 108.5 . . ?

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
O8A C15A C16A C21A 179.1(4) . . . . ?
O1A C15A C16A C21A 0.6(5) . . . . ?
O8A C15A C16A C17A -0.7(6) . . . . ?
O1A C15A C16A C17A -179.2(4) . . . . ?
O8B C15B C16B C21B -176.4(4) . . . . ?
O1B C15B C16B C21B 3.5(4) . . . . ?
O8B C15B C16B C17B 4.4(5) . . . . ?
O1B C15B C16B C17B -175.7(3) . . . . ?
C21A C16A C17A C18A 0.7(7) . . . . ?
C15A C16A C17A C18A -179.4(4) . . . . ?
C21B C16B C17B C18B 1.0(6) . . . . ?
C15B C16B C17B C18B -179.9(4) . . . . ?
C16A C17A C18A C19A 1.9(9) . . . . ?
C16B C17B C18B C19B -0.8(8) . . . . ?
C17A C18A C19A C20A -3.9(9) . . . . ?
C17B C18B C19B C20B -0.7(9) . . . . ?
C18A C19A C20A C21A 3.3(9) . . . . ?
C18B C19B C20B C21B 2.1(8) . . . . ?
C17A C16A C21A C20A -1.4(6) . . . . ?
C15A C16A C21A C20A 178.8(4) . . . . ?
C19A C20A C21A C16A -0.6(7) . . . . ?
C17B C16B C21B C20B 0.4(6) . . . . ?
C15B C16B C21B C20B -178.8(3) . . . . ?
C19B C20B C21B C16B -1.9(7) . . . . ?
O8A C15A O1A C1A 5.4(6) . . . . ?
C16A C15A O1A C1A -176.1(3) . . . . ?
C2A' C1A O1A C15A 73.0(8) . . . . ?
C6A' C1A O1A C15A -161.2(9) . . . . ?
C6A C1A O1A C15A -105.2(4) . . . . ?
C2A C1A O1A C15A 133.7(3) . . . . ?
O8B C15B O1B C1B 1.1(5) . . . . ?
C16B C15B O1B C1B -178.8(2) . . . . ?
C2B C1B O1B C15B 91.1(4) . . . . ?
C6B' C1B O1B C15B -85.2(5) . . . . ?
C6B C1B O1B C15B -140.5(3) . . . . ?
C2B' C1B O1B C15B 146.2(4) . . . . ?
O3A C7A O2A C2A 25.4(4) . . . . ?
C8A C7A O2A C2A 142.4(4) . . . . ?
C9A C7A O2A C2A -92.8(4) . . . . ?
O3A C7A O2A C2A' -36.0(7) . . . . ?
C8A C7A O2A C2A' 81.1(7) . . . . ?
C9A C7A O2A C2A' -154.1(7) . . . . ?
O3B C7B O2B C2B' 32.8(5) . . . . ?
C9B C7B O2B C2B' 150.7(5) . . . . ?
C8B C7B O2B C2B' -85.1(5) . . . . ?
O3B C7B O2B C2B -29.1(4) . . . . ?
C9B C7B O2B C2B 88.8(4) . . . . ?
C8B C7B O2B C2B -147.1(3) . . . . ?
O2A C7A O3A C3A' 29.8(8) . . . . ?
C8A C7A O3A C3A' -87.3(8) . . . . ?
C9A C7A O3A C3A' 147.3(8) . . . . ?
O2A C7A O3A C3A -32.9(4) . . . . ?
C8A C7A O3A C3A -150.0(4) . . . . ?
C9A C7A O3A C3A 84.6(4) . . . . ?
O2B C7B O3B C3B' -37.3(5) . . . . ?
C9B C7B O3B C3B' -156.3(5) . . . . ?
C8B C7B O3B C3B' 79.9(5) . . . . ?
O2B C7B O3B C3B 23.5(4) . . . . ?
C9B C7B O3B C3B -95.5(4) . . . . ?
C8B C7B O3B C3B 140.6(3) . . . . ?
O7A C13A O4A C4A -4.2(7) . . . . ?
C14A C13A O4A C4A 179.4(3) . . . . ?
C5A C4A O4A C13A 86.5(4) . . . . ?
C3A C4A O4A C13A -151.0(4) . . . . ?
C3A' C4A O4A C13A -94.0(8) . . . . ?
C5A' C4A O4A C13A 145.3(8) . . . . ?
O7B C13B O4B C4B 0.4(6) . . . . ?
C14B C13B O4B C4B 178.3(3) . . . . ?
C5B' C4B O4B C13B 81.3(5) . . . . ?
C3B C4B O4B C13B -92.1(4) . . . . ?
C3B' C4B O4B C13B -147.4(4) . . . . ?
C5B C4B O4B C13B 143.5(3) . . . . ?
O6A C10A O5A C5A' 30.6(8) . . . . ?
C12A C10A O5A C5A' 150.3(8) . . . . ?
C11A C10A O5A C5A' -84.7(8) . . . . ?
O6A C10A O5A C5A -32.8(4) . . . . ?
C12A C10A O5A C5A 86.9(4) . . . . ?
C11A C10A O5A C5A -148.1(3) . . . . ?
O6B C10B O5B C5B 14.8(4) . . . . ?
C12B C10B O5B C5B 131.5(4) . . . . ?
C11B C10B O5B C5B -103.8(5) . . . . ?
O6B C10B O5B C5B' -42.2(4) . . . . ?
C12B C10B O5B C5B' 74.5(4) . . . . ?
C11B C10B O5B C5B' -160.9(4) . . . . ?
O5A C10A O6A C6A' -34.8(8) . . . . ?
C12A C10A O6A C6A' -154.1(8) . . . . ?
C11A C10A O6A C6A' 80.9(8) . . . . ?
O5A C10A O6A C6A 27.2(4) . . . . ?
C12A C10A O6A C6A -92.2(5) . . . . ?
C11A C10A O6A C6A 142.8(4) . . . . ?
O5B C10B O6B C6B -23.8(4) . . . . ?
C12B C10B O6B C6B -143.4(4) . . . . ?
C11B C10B O6B C6B 94.9(4) . . . . ?
O5B C10B O6B C6B' 37.6(5) . . . . ?
C12B C10B O6B C6B' -82.1(5) . . . . ?
C11B C10B O6B C6B' 156.3(4) . . . . ?
C7A O2A C2A C3A -8.5(4) . . . . ?
C2A' O2A C2A C3A 87.7(6) . . . . ?
C7A O2A C2A C1A -130.7(3) . . . . ?
C2A' O2A C2A C1A -34.6(6) . . . . ?
C2A' C1A C2A O2A 38.6(7) . . . . ?
O1A C1A C2A O2A -63.9(4) . . . . ?
C6A' C1A C2A O2A -155.3(7) . . . . ?
C6A C1A C2A O2A 172.7(3) . . . . ?
C2A' C1A C2A C3A -78.6(7) . . . . ?
O1A C1A C2A C3A 178.9(3) . . . . ?
C6A' C1A C2A C3A 87.5(7) . . . . ?
C6A C1A C2A C3A 55.5(5) . . . . ?
C3A' O3A C3A C4A 41.4(7) . . . . ?
C7A O3A C3A C4A 146.0(3) . . . . ?
C3A' O3A C3A C2A -77.5(7) . . . . ?
C7A O3A C3A C2A 27.1(4) . . . . ?
O4A C4A C3A O3A 78.5(4) . . . . ?
C5A C4A C3A O3A -160.4(3) . . . . ?
C3A' C4A C3A O3A -39.5(6) . . . . ?
C5A' C4A C3A O3A -177.4(6) . . . . ?
O4A C4A C3A C2A -168.4(3) . . . . ?
C5A C4A C3A C2A -47.2(5) . . . . ?
C3A' C4A C3A C2A 73.6(7) . . . . ?
C5A' C4A C3A C2A -64.2(6) . . . . ?
O2A C2A C3A O3A -11.4(4) . . . . ?
C1A C2A C3A O3A 108.3(4) . . . . ?
O2A C2A C3A C4A -129.1(4) . . . . ?
C1A C2A C3A C4A -9.3(5) . . . . ?
C5A' O5A C5A C4A 42.2(7) . . . . ?
C10A O5A C5A C4A 144.1(3) . . . . ?
C5A' O5A C5A C6A -76.9(7) . . . . ?
C10A O5A C5A C6A 25.0(4) . . . . ?
O4A C4A C5A O5A 59.6(4) . . . . ?
C3A C4A C5A O5A -56.9(4) . . . . ?
C3A' C4A C5A O5A -119.8(9) . . . . ?
C5A' C4A C5A O5A -38.7(6) . . . . ?
O4A C4A C5A C6A 173.2(3) . . . . ?
C3A C4A C5A C6A 56.7(5) . . . . ?
C3A' C4A C5A C6A -6.1(10) . . . . ?
C5A' C4A C5A C6A 75.0(6) . . . . ?
C6A' O6A C6A C1A -35.6(6) . . . . ?
C10A O6A C6A C1A -133.6(3) . . . . ?
C6A' O6A C6A C5A 86.3(7) . . . . ?
C10A O6A C6A C5A -11.7(4) . . . . ?
C2A' C1A C6A O6A 132.4(10) . . . . ?
O1A C1A C6A O6A -50.1(4) . . . . ?
C6A' C1A C6A O6A 34.2(7) . . . . ?
C2A C1A C6A O6A 69.5(4) . . . . ?
C2A' C1A C6A C5A 16.7(11) . . . . ?
O1A C1A C6A C5A -165.8(3) . . . . ?
C6A' C1A C6A C5A -81.5(8) . . . . ?
C2A C1A C6A C5A -46.2(5) . . . . ?
O5A C5A C6A O6A -7.9(4) . . . . ?
C4A C5A C6A O6A -125.6(4) . . . . ?
O5A C5A C6A C1A 110.3(4) . . . . ?
C4A C5A C6A C1A -7.4(5) . . . . ?
C6B' C1B C2B O2B -128.0(5) . . . . ?
O1B C1B C2B O2B 55.8(4) . . . . ?
C6B C1B C2B O2B -64.1(4) . . . . ?
C2B' C1B C2B O2B -34.8(4) . . . . ?
C6B' C1B C2B C3B -11.4(7) . . . . ?
O1B C1B C2B C3B 172.4(3) . . . . ?
C6B C1B C2B C3B 52.4(5) . . . . ?
C2B' C1B C2B C3B 81.8(5) . . . . ?
C2B' O2B C2B C1B 45.2(5) . . . . ?
C7B O2B C2B C1B 146.2(3) . . . . ?
C2B' O2B C2B C3B -77.3(5) . . . . ?
C7B O2B C2B C3B 23.7(4) . . . . ?
C5B' C4B C3B O3B 141.9(5) . . . . ?
O4B C4B C3B O3B -45.4(4) . . . . ?
C3B' C4B C3B O3B 36.2(4) . . . . ?
C5B C4B C3B O3B 76.2(4) . . . . ?
C5B' C4B C3B C2B 27.2(7) . . . . ?
O4B C4B C3B C2B -160.1(4) . . . . ?
C3B' C4B C3B C2B -78.5(5) . . . . ?
C5B C4B C3B C2B -38.5(5) . . . . ?
C3B' O3B C3B C4B -42.7(4) . . . . ?
C7B O3B C3B C4B -132.6(3) . . . . ?
C3B' O3B C3B C2B 81.0(4) . . . . ?
C7B O3B C3B C2B -8.9(4) . . . . ?
C1B C2B C3B C4B -11.7(6) . . . . ?
O2B C2B C3B C4B 109.2(4) . . . . ?
C1B C2B C3B O3B -129.5(4) . . . . ?
O2B C2B C3B O3B -8.6(4) . . . . ?
C10B O5B C5B C6B -1.2(5) . . . . ?
C5B' O5B C5B C6B 85.3(4) . . . . ?
C10B O5B C5B C4B -122.9(3) . . . . ?
C5B' O5B C5B C4B -36.4(4) . . . . ?
C5B' C4B C5B O5B 46.8(5) . . . . ?
C3B C4B C5B O5B 167.5(4) . . . . ?
O4B C4B C5B O5B -65.4(4) . . . . ?
C3B' C4B C5B O5B -157.6(4) . . . . ?
C5B' C4B C5B C6B -68.3(5) . . . . ?
C3B C4B C5B C6B 52.4(5) . . . . ?
O4B C4B C5B C6B 179.5(4) . . . . ?
C3B' C4B C5B C6B 87.3(5) . . . . ?
C10B O6B C6B C5B 23.2(5) . . . . ?
C6B' O6B C6B C5B -84.2(5) . . . . ?
C10B O6B C6B C1B 144.1(3) . . . . ?
C6B' O6B C6B C1B 36.7(4) . . . . ?
O5B C5B C6B O6B -13.8(5) . . . . ?
C4B C5B C6B O6B 105.2(4) . . . . ?
O5B C5B C6B C1B -135.1(4) . . . . ?
C4B C5B C6B C1B -16.0(6) . . . . ?
C2B C1B C6B O6B -155.1(4) . . . . ?
C6B' C1B C6B O6B -40.5(4) . . . . ?
O1B C1B C6B O6B 79.5(4) . . . . ?
C2B' C1B C6B O6B -179.4(5) . . . . ?
C2B C1B C6B C5B -36.7(6) . . . . ?
C6B' C1B C6B C5B 77.9(5) . . . . ?
O1B C1B C6B C5B -162.1(4) . . . . ?
C2B' C1B C6B C5B -61.0(4) . . . . ?
O1A C1A C2A' O2A 62.7(10) . . . . ?
C6A' C1A C2A' O2A -49.9(12) . . . . ?
C6A C1A C2A' O2A -119.7(8) . . . . ?
C2A C1A C2A' O2A -35.5(6) . . . . ?
O1A C1A C2A' C3A' 174.5(9) . . . . ?
C6A' C1A C2A' C3A' 61.8(14) . . . . ?
C6A C1A C2A' C3A' -7.9(17) . . . . ?
C2A C1A C2A' C3A' 76.2(11) . . . . ?
C2A O2A C2A' C1A 39.8(7) . . . . ?
C7A O2A C2A' C1A 144.5(7) . . . . ?
C2A O2A C2A' C3A' -75.7(10) . . . . ?
C7A O2A C2A' C3A' 29.0(12) . . . . ?
C7A O3A C3A' C4A -138.0(6) . . . . ?
C3A O3A C3A' C4A -39.8(7) . . . . ?
C7A O3A C3A' C2A' -10.7(13) . . . . ?
C3A O3A C3A' C2A' 87.5(11) . . . . ?
O4A C4A C3A' O3A -45.4(11) . . . . ?
C5A C4A C3A' O3A 133.9(6) . . . . ?
C3A C4A C3A' O3A 39.8(7) . . . . ?
C5A' C4A C3A' O3A 77.2(10) . . . . ?
O4A C4A C3A' C2A' -164.1(10) . . . . ?
C5A C4A C3A' C2A' 15.2(17) . . . . ?
C3A C4A C3A' C2A' -78.9(12) . . . . ?
C5A' C4A C3A' C2A' -41.5(15) . . . . ?
C1A C2A' C3A' O3A -128.9(11) . . . . ?
O2A C2A' C3A' O3A -11.0(14) . . . . ?
C1A C2A' C3A' C4A -7.9(17) . . . . ?
O2A C2A' C3A' C4A 110.1(13) . . . . ?
C10A O5A C5A' C4A -140.0(6) . . . . ?
C5A O5A C5A' C4A -39.0(6) . . . . ?
C10A O5A C5A' C6A' -14.5(12) . . . . ?
C5A O5A C5A' C6A' 86.4(10) . . . . ?
O4A C4A C5A' O5A -63.2(10) . . . . ?
C5A C4A C5A' O5A 40.5(7) . . . . ?
C3A C4A C5A' O5A -158.6(10) . . . . ?
C3A' C4A C5A' O5A 166.8(9) . . . . ?
O4A C4A C5A' C6A' -179.2(12) . . . . ?
C5A C4A C5A' C6A' -75.5(14) . . . . ?
C3A C4A C5A' C6A' 85.4(14) . . . . ?
C3A' C4A C5A' C6A' 50.8(16) . . . . ?
C10A O6A C6A' C1A 141.6(7) . . . . ?
C6A O6A C6A' C1A 38.5(7) . . . . ?
C10A O6A C6A' C5A' 25.5(12) . . . . ?
C6A O6A C6A' C5A' -77.6(10) . . . . ?
C2A' C1A C6A' O6A -167.7(8) . . . . ?
O1A C1A C6A' O6A 74.0(10) . . . . ?
C6A C1A C6A' O6A -38.5(8) . . . . ?
C2A C1A C6A' O6A 178.8(12) . . . . ?
C2A' C1A C6A' C5A' -52.0(16) . . . . ?
O1A C1A C6A' C5A' -170.3(11) . . . . ?
C6A C1A C6A' C5A' 77.2(11) . . . . ?
C2A C1A C6A' C5A' -65.5(11) . . . . ?
O5A C5A' C6A' O6A -6.9(14) . . . . ?
C4A C5A' C6A' O6A 112.1(14) . . . . ?
O5A C5A' C6A' C1A -129.1(12) . . . . ?
C4A C5A' C6A' C1A -10.1(19) . . . . ?
C7B O2B C2B' C3B' -13.8(6) . . . . ?
C2B O2B C2B' C3B' 87.8(5) . . . . ?
C7B O2B C2B' C1B -138.0(4) . . . . ?
C2B O2B C2B' C1B -36.4(4) . . . . ?
C2B C1B C2B' O2B 44.4(5) . . . . ?
C6B' C1B C2B' O2B 162.0(5) . . . . ?
O1B C1B C2B' O2B -64.2(6) . . . . ?
C6B C1B C2B' O2B -162.8(6) . . . . ?
C2B C1B C2B' C3B' -73.7(6) . . . . ?
C6B' C1B C2B' C3B' 43.9(8) . . . . ?
O1B C1B C2B' C3B' 177.7(5) . . . . ?
C6B C1B C2B' C3B' 79.1(6) . . . . ?
C7B O3B C3B' C2B' 29.3(6) . . . . ?
C3B O3B C3B' C2B' -80.0(5) . . . . ?
C7B O3B C3B' C4B 147.7(4) . . . . ?
C3B O3B C3B' C4B 38.5(4) . . . . ?
O2B C2B' C3B' O3B -10.6(7) . . . . ?
C1B C2B' C3B' O3B 111.3(6) . . . . ?
O2B C2B' C3B' C4B -129.9(6) . . . . ?
C1B C2B' C3B' C4B -7.9(8) . . . . ?
C5B' C4B C3B' O3B -158.9(5) . . . . ?
C3B C4B C3B' O3B -43.3(4) . . . . ?
O4B C4B C3B' O3B 72.7(5) . . . . ?
C5B C4B C3B' O3B 176.9(6) . . . . ?
C5B' C4B C3B' C2B' -41.6(8) . . . . ?
C3B C4B C3B' C2B' 73.9(6) . . . . ?
O4B C4B C3B' C2B' -170.1(5) . . . . ?
C5B C4B C3B' C2B' -65.9(5) . . . . ?
C3B C4B C5B' C6B' -16.5(8) . . . . ?
O4B C4B C5B' C6B' 170.8(4) . . . . ?
C3B' C4B C5B' C6B' 51.4(7) . . . . ?
C5B C4B C5B' C6B' 77.9(6) . . . . ?
C3B C4B C5B' O5B -129.9(4) . . . . ?
O4B C4B C5B' O5B 57.5(5) . . . . ?
C3B' C4B C5B' O5B -62.0(6) . . . . ?
C5B C4B C5B' O5B -35.5(3) . . . . ?
C5B O5B C5B' C4B 44.9(4) . . . . ?
C10B O5B C5B' C4B 155.4(4) . . . . ?
C5B O5B C5B' C6B' -74.8(5) . . . . ?
C10B O5B C5B' C6B' 35.7(5) . . . . ?
C2B C1B C6B' O6B 138.1(5) . . . . ?
O1B C1B C6B' O6B -46.1(6) . . . . ?
C6B C1B C6B' O6B 36.4(4) . . . . ?
C2B' C1B C6B' O6B 78.8(6) . . . . ?
C2B C1B C6B' C5B' 22.2(8) . . . . ?
O1B C1B C6B' C5B' -161.9(5) . . . . ?
C6B C1B C6B' C5B' -79.4(6) . . . . ?
C2B' C1B C6B' C5B' -37.1(8) . . . . ?
C6B O6B C6B' C1B -41.7(4) . . . . ?
C10B O6B C6B' C1B -138.1(4) . . . . ?
C6B O6B C6B' C5B' 84.9(5) . . . . ?
C10B O6B C6B' C5B' -11.5(6) . . . . ?
C4B C5B' C6B' C1B -7.9(9) . . . . ?
O5B C5B' C6B' C1B 107.8(6) . . . . ?
C4B C5B' C6B' O6B -130.2(5) . . . . ?
O5B C5B' C6B' O6B -14.5(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.058
_database_code_depnum_ccdc_archive 'CCDC 973082'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_001_050612_kms_j_iv_178a_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          406.15
_chemical_formula_moiety         'C19 H24 O7'
_chemical_formula_sum            'C19 H24 O7'
_chemical_formula_weight         364.38

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

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

_cell_length_a                   34.7719(12)
_cell_length_b                   6.3173(2)
_cell_length_c                   16.9757(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.678(2)
_cell_angle_gamma                90.00
_cell_volume                     3695.5(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6995
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      28.07

_exptl_crystal_description       block
_exptl_crystal_colour            cplourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.309
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9803
_exptl_absorpt_correction_T_max  0.9901
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13229
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3217
_reflns_number_gt                2365
_reflns_threshold_expression     >2σ(I)

_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-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.0510P)²+2.8840P] 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       0.0016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3217
_refine_ls_number_parameters     240
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1226
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001

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
C1 C 0.13041(5) 0.2851(3) -0.00979(12) 0.0427(5) Uani 1 1 d . . .
H1 H 0.1444 0.1590 0.0121 0.051 Uiso 1 1 calc R . .
C2 C 0.15297(5) 0.4794(3) 0.01990(11) 0.0418(5) Uani 1 1 d . . .
H2 H 0.1366 0.6058 0.0122 0.050 Uiso 1 1 calc R . .
C3 C 0.18973(5) 0.5068(3) -0.02094(11) 0.0430(5) Uani 1 1 d . . .
H3 H 0.1871 0.6338 -0.0544 0.052 Uiso 1 1 calc R . .
C4 C 0.19912(5) 0.3178(3) -0.07055(12) 0.0454(5) Uani 1 1 d . . .
H4 H 0.2216 0.3518 -0.0975 0.055 Uiso 1 1 calc R . .
C5 C 0.16463(5) 0.2657(4) -0.13244(12) 0.0478(5) Uani 1 1 d . . .
H5 H 0.1683 0.1263 -0.1557 0.057 Uiso 1 1 calc R . .
C6 C 0.12524(5) 0.2725(3) -0.09916(12) 0.0457(5) Uani 1 1 d . . .
H6 H 0.1096 0.1484 -0.1172 0.055 Uiso 1 1 calc R . .
C7 C 0.20349(5) 0.5624(4) 0.11608(12) 0.0473(5) Uani 1 1 d . . .
C8 C 0.19757(7) 0.7942(4) 0.13212(15) 0.0641(6) Uani 1 1 d . . .
H8A H 0.2223 0.8638 0.1415 0.096 Uiso 1 1 calc R . .
H8B H 0.1844 0.8092 0.1781 0.096 Uiso 1 1 calc R . .
H8C H 0.1822 0.8572 0.0870 0.096 Uiso 1 1 calc R . .
C9 C 0.22879(7) 0.4515(4) 0.18172(13) 0.0635(7) Uani 1 1 d . . .
H9A H 0.2532 0.5241 0.1924 0.095 Uiso 1 1 calc R . .
H9B H 0.2332 0.3084 0.1661 0.095 Uiso 1 1 calc R . .
H9C H 0.2162 0.4509 0.2288 0.095 Uiso 1 1 calc R . .
C10 C 0.12148(6) 0.4874(4) -0.20848(12) 0.0507(5) Uani 1 1 d . . .
C11 C 0.12087(8) 0.7176(4) -0.23024(16) 0.0755(7) Uani 1 1 d . . .
H11A H 0.1304 0.7349 -0.2804 0.113 Uiso 1 1 calc R . .
H11B H 0.1371 0.7953 -0.1901 0.113 Uiso 1 1 calc R . .
H11C H 0.0948 0.7700 -0.2342 0.113 Uiso 1 1 calc R . .
C12 C 0.09935(7) 0.3515(5) -0.27193(14) 0.0713(7) Uani 1 1 d . . .
H12A H 0.1095 0.3727 -0.3213 0.107 Uiso 1 1 calc R . .
H12B H 0.0724 0.3900 -0.2782 0.107 Uiso 1 1 calc R . .
H12C H 0.1021 0.2054 -0.2568 0.107 Uiso 1 1 calc R . .
C13 C 0.08001(5) 0.1116(3) 0.04708(12) 0.0466(5) Uani 1 1 d . . .
C14 C 0.04228(5) 0.1393(4) 0.07766(12) 0.0469(5) Uani 1 1 d . . .
C15 C 0.02408(7) 0.3315(4) 0.07779(17) 0.0742(8) Uani 1 1 d . . .
H15 H 0.0358 0.4516 0.0601 0.089 Uiso 1 1 calc R . .
C16 C -0.01176(9) 0.3466(6) 0.1043(2) 0.1090(12) Uani 1 1 d . . .
H16 H -0.0242 0.4770 0.1039 0.131 Uiso 1 1 calc R . .
C17 C -0.02888(9) 0.1728(6) 0.1310(2) 0.1009(11) Uani 1 1 d . . .
H17 H -0.0531 0.1840 0.1481 0.121 Uiso 1 1 calc R . .
C18 C -0.01087(8) -0.0165(6) 0.13272(18) 0.0865(9) Uani 1 1 d . . .
H18 H -0.0225 -0.1346 0.1522 0.104 Uiso 1 1 calc R . .
C19 C 0.02482(6) -0.0359(4) 0.10560(15) 0.0673(7) Uani 1 1 d . . .
H19 H 0.0370 -0.1671 0.1063 0.081 Uiso 1 1 calc R . .
O1 O 0.09292(3) 0.2930(2) 0.01878(8) 0.0469(4) Uani 1 1 d . . .
O2 O 0.16765(4) 0.4530(2) 0.10174(8) 0.0481(4) Uani 1 1 d . . .
O3 O 0.22015(4) 0.5379(3) 0.04327(8) 0.0550(4) Uani 1 1 d . . .
O4 O 0.20767(4) 0.1369(3) -0.02224(10) 0.0614(5) Uani 1 1 d D . .
O5 O 0.16100(4) 0.4228(3) -0.19294(8) 0.0562(4) Uani 1 1 d . . .
O6 O 0.10741(4) 0.4607(2) -0.13376(8) 0.0516(4) Uani 1 1 d . . .
O7 O 0.09689(5) -0.0525(3) 0.04656(13) 0.0859(6) Uani 1 1 d . . .
H4' H 0.2327(6) 0.069(5) -0.0346(18) 0.109(10) Uiso 1 1 d D . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 1.451(2) . ?
C1 C6 1.506(3) . ?
C1 C2 1.507(3) . ?
C1 H1 0.9800 . ?
C2 O2 1.424(2) . ?
C2 C3 1.543(2) . ?
C2 H2 0.9800 . ?
C3 O3 1.427(2) . ?
C3 C4 1.522(3) . ?
C3 H3 0.9800 . ?
C4 O4 1.415(2) . ?
C4 C5 1.521(3) . ?
C4 H4 0.9800 . ?
C5 O5 1.422(3) . ?
C5 C6 1.550(3) . ?
C5 H5 0.9800 . ?
C6 O6 1.430(2) . ?
C6 H6 0.9800 . ?
C7 O2 1.417(2) . ?
C7 O3 1.442(2) . ?
C7 C9 1.498(3) . ?
C7 C8 1.509(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 O5 1.424(2) . ?
C10 O6 1.429(2) . ?
C10 C11 1.500(3) . ?
C10 C12 1.506(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O7 1.192(3) . ?
C13 O1 1.343(2) . ?
C13 C14 1.484(3) . ?
C14 C15 1.369(3) . ?
C14 C19 1.377(3) . ?
C15 C16 1.384(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.355(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.348(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
O4 H4' 1.018(18) . ?

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
O1 C1 C6 110.30(15) . . ?
O1 C1 C2 108.11(15) . . ?
C6 C1 C2 111.49(16) . . ?
O1 C1 H1 109.0 . . ?
C6 C1 H1 109.0 . . ?
C2 C1 H1 109.0 . . ?
O2 C2 C1 109.47(16) . . ?
O2 C2 C3 103.94(14) . . ?
C1 C2 C3 111.50(16) . . ?
O2 C2 H2 110.6 . . ?
C1 C2 H2 110.6 . . ?
C3 C2 H2 110.6 . . ?
O3 C3 C4 109.81(15) . . ?
O3 C3 C2 104.25(15) . . ?
C4 C3 C2 114.37(17) . . ?
O3 C3 H3 109.4 . . ?
C4 C3 H3 109.4 . . ?
C2 C3 H3 109.4 . . ?
O4 C4 C5 108.11(17) . . ?
O4 C4 C3 110.91(16) . . ?
C5 C4 C3 110.15(15) . . ?
O4 C4 H4 109.2 . . ?
C5 C4 H4 109.2 . . ?
C3 C4 H4 109.2 . . ?
O5 C5 C4 109.50(17) . . ?
O5 C5 C6 104.25(15) . . ?
C4 C5 C6 113.31(16) . . ?
O5 C5 H5 109.9 . . ?
C4 C5 H5 109.9 . . ?
C6 C5 H5 109.9 . . ?
O6 C6 C1 110.92(16) . . ?
O6 C6 C5 103.25(16) . . ?
C1 C6 C5 112.10(15) . . ?
O6 C6 H6 110.1 . . ?
C1 C6 H6 110.1 . . ?
C5 C6 H6 110.1 . . ?
O2 C7 O3 104.20(15) . . ?
O2 C7 C9 108.38(18) . . ?
O3 C7 C9 108.93(16) . . ?
O2 C7 C8 111.47(17) . . ?
O3 C7 C8 109.82(18) . . ?
C9 C7 C8 113.6(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O5 C10 O6 103.77(15) . . ?
O5 C10 C11 107.77(19) . . ?
O6 C10 C11 109.74(18) . . ?
O5 C10 C12 110.95(18) . . ?
O6 C10 C12 111.39(18) . . ?
C11 C10 C12 112.8(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O7 C13 O1 123.45(18) . . ?
O7 C13 C14 124.4(2) . . ?
O1 C13 C14 112.20(17) . . ?
C15 C14 C19 119.1(2) . . ?
C15 C14 C13 122.4(2) . . ?
C19 C14 C13 118.5(2) . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C16 120.2(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 120.4(3) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C14 C19 C18 120.0(3) . . ?
C14 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C13 O1 C1 116.63(15) . . ?
C7 O2 C2 107.62(14) . . ?
C3 O3 C7 109.13(13) . . ?
C4 O4 H4' 110.0(17) . . ?
C5 O5 C10 108.94(15) . . ?
C10 O6 C6 106.35(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 O2 76.80(18) . . . . ?
C6 C1 C2 O2 -161.80(14) . . . . ?
O1 C1 C2 C3 -168.76(15) . . . . ?
C6 C1 C2 C3 -47.4(2) . . . . ?
O2 C2 C3 O3 -11.9(2) . . . . ?
C1 C2 C3 O3 -129.77(17) . . . . ?
O2 C2 C3 C4 107.99(18) . . . . ?
C1 C2 C3 C4 -9.8(2) . . . . ?
O3 C3 C4 O4 53.0(2) . . . . ?
C2 C3 C4 O4 -63.8(2) . . . . ?
O3 C3 C4 C5 172.62(15) . . . . ?
C2 C3 C4 C5 55.8(2) . . . . ?
O4 C4 C5 O5 -166.29(15) . . . . ?
C3 C4 C5 O5 72.4(2) . . . . ?
O4 C4 C5 C6 77.8(2) . . . . ?
C3 C4 C5 C6 -43.5(2) . . . . ?
O1 C1 C6 O6 64.7(2) . . . . ?
C2 C1 C6 O6 -55.45(19) . . . . ?
O1 C1 C6 C5 179.51(16) . . . . ?
C2 C1 C6 C5 59.4(2) . . . . ?
O5 C5 C6 O6 -11.27(19) . . . . ?
C4 C5 C6 O6 107.70(19) . . . . ?
O5 C5 C6 C1 -130.71(18) . . . . ?
C4 C5 C6 C1 -11.7(3) . . . . ?
O7 C13 C14 C15 179.4(3) . . . . ?
O1 C13 C14 C15 -1.5(3) . . . . ?
O7 C13 C14 C19 -1.7(3) . . . . ?
O1 C13 C14 C19 177.42(19) . . . . ?
C19 C14 C15 C16 -1.3(4) . . . . ?
C13 C14 C15 C16 177.6(3) . . . . ?
C14 C15 C16 C17 0.6(5) . . . . ?
C15 C16 C17 C18 0.8(6) . . . . ?
C16 C17 C18 C19 -1.5(5) . . . . ?
C15 C14 C19 C18 0.6(4) . . . . ?
C13 C14 C19 C18 -178.4(2) . . . . ?
C17 C18 C19 C14 0.8(4) . . . . ?
O7 C13 O1 C1 -3.2(3) . . . . ?
C14 C13 O1 C1 177.68(15) . . . . ?
C6 C1 O1 C13 101.0(2) . . . . ?
C2 C1 O1 C13 -136.89(17) . . . . ?
O3 C7 O2 C2 -34.1(2) . . . . ?
C9 C7 O2 C2 -149.99(17) . . . . ?
C8 C7 O2 C2 84.3(2) . . . . ?
C1 C2 O2 C7 147.78(15) . . . . ?
C3 C2 O2 C7 28.6(2) . . . . ?
C4 C3 O3 C7 -131.42(17) . . . . ?
C2 C3 O3 C7 -8.5(2) . . . . ?
O2 C7 O3 C3 25.9(2) . . . . ?
C9 C7 O3 C3 141.45(19) . . . . ?
C8 C7 O3 C3 -93.6(2) . . . . ?
C4 C5 O5 C10 -133.16(17) . . . . ?
C6 C5 O5 C10 -11.6(2) . . . . ?
O6 C10 O5 C5 30.3(2) . . . . ?
C11 C10 O5 C5 146.68(18) . . . . ?
C12 C10 O5 C5 -89.4(2) . . . . ?
O5 C10 O6 C6 -37.8(2) . . . . ?
C11 C10 O6 C6 -152.77(18) . . . . ?
C12 C10 O6 C6 81.6(2) . . . . ?
C1 C6 O6 C10 150.30(16) . . . . ?
C5 C6 O6 C10 30.04(19) . . . . ?

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
O4 H4' O3 1.018(18) 1.796(18) 2.8081(19) 172(3) 7

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.038
_database_code_depnum_ccdc_archive 'CCDC 973083'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_0068_141112_kms_j_iv_289a_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 O7'
_chemical_formula_sum            'C19 H22 O7'
_chemical_formula_weight         362.37

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '
_symmetry_space_group_name_Hall  ' -P 1 '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.573(2)
_cell_length_b                   11.787(2)
_cell_length_c                   15.259(3)
_cell_angle_alpha                92.885(11)
_cell_angle_beta                 91.264(11)
_cell_angle_gamma                115.721(10)
_cell_volume                     1870.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4847
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      27.96

_exptl_crystal_description       rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.285
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9711
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 512
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            27762
_diffrn_reflns_av_R_equivalents  0.0909
_diffrn_reflns_av_sigmaI/netI    0.1258
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.34
_diffrn_reflns_theta_max         26.00
_reflns_number_total             7279
_reflns_number_gt                3096
_reflns_threshold_expression     >2σ(I)

_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-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.1176P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7279
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1842
_refine_ls_R_factor_gt           0.0743
_refine_ls_wR_factor_ref         0.2218
_refine_ls_wR_factor_gt          0.1734
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_restrained_S_all      0.914
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.006

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
O6A O 0.9648(2) 0.7407(3) 0.28273(16) 0.0514(7) Uani 1 1 d . . .
O6B O 1.3663(2) 1.2885(2) 0.12368(15) 0.0435(7) Uani 1 1 d . . .
O1B O 1.0658(2) 1.1429(2) 0.12778(18) 0.0540(8) Uani 1 1 d . . .
O5B O 1.1409(2) 1.3895(2) 0.09406(17) 0.0514(7) Uani 1 1 d . . .
O4A O 1.2225(2) 0.8767(3) 0.29425(17) 0.0588(8) Uani 1 1 d . . .
O2B O 1.3762(2) 1.1036(2) 0.00460(18) 0.0532(7) Uani 1 1 d . . .
O3B O 1.1741(3) 1.0013(2) 0.05066(18) 0.0542(8) Uani 1 1 d . . .
O4B O 1.3487(2) 1.4938(2) 0.06341(18) 0.0512(7) Uani 1 1 d . . .
O3A O 0.7734(2) 0.8300(3) 0.36965(18) 0.0646(9) Uani 1 1 d . . .
O5A O 1.2033(3) 0.9079(3) 0.43862(18) 0.0705(9) Uani 1 1 d . . .
O2A O 0.8039(2) 0.8440(3) 0.22401(17) 0.0641(9) Uani 1 1 d . . .
C1B C 1.1266(3) 1.1807(3) 0.0639(2) 0.0389(10) Uani 1 1 d . . .
C3B C 1.3046(3) 1.3813(3) 0.0095(2) 0.0412(10) Uani 1 1 d . . .
H3B H 1.3122 1.4001 -0.0525 0.049 Uiso 1 1 calc R . .
C4B C 1.3787(3) 1.3076(3) 0.0313(2) 0.0370(9) Uani 1 1 d . . .
H4B H 1.4690 1.3530 0.0174 0.044 Uiso 1 1 calc R . .
O1A O 0.9582(3) 0.8320(3) 0.48391(19) 0.0679(9) Uani 1 1 d . . .
C5B C 1.3161(3) 1.1798(3) -0.0179(2) 0.0417(10) Uani 1 1 d . . .
H5B H 1.3191 1.1897 -0.0813 0.050 Uiso 1 1 calc R . .
C2B C 1.1598(3) 1.3092(3) 0.0308(2) 0.0400(9) Uani 1 1 d . . .
H2B H 1.1062 1.2997 -0.0222 0.048 Uiso 1 1 calc R . .
C4A C 1.0174(3) 0.8633(4) 0.2463(2) 0.0425(10) Uani 1 1 d . . .
H4A H 1.0289 0.8567 0.1831 0.051 Uiso 1 1 calc R . .
C6B C 1.1743(3) 1.1043(3) 0.0074(2) 0.0428(10) Uani 1 1 d . . .
H6B H 1.1191 1.0725 -0.0464 0.051 Uiso 1 1 calc R . .
C6A C 0.9004(4) 0.9232(4) 0.3637(2) 0.0490(11) Uani 1 1 d . . .
H6A H 0.9056 1.0060 0.3826 0.059 Uiso 1 1 calc R . .
O7B O 1.5777(3) 1.3979(4) 0.1545(2) 0.0908(12) Uani 1 1 d . . .
C5A C 0.9272(4) 0.9202(4) 0.2656(2) 0.0479(11) Uani 1 1 d . . .
H5A H 0.9612 1.0057 0.2452 0.058 Uiso 1 1 calc R . .
O7A O 0.9853(3) 0.6479(3) 0.1572(2) 0.0786(10) Uani 1 1 d . . .
C14B C 1.4345(4) 1.3374(4) 0.2713(3) 0.0552(11) Uani 1 1 d . . .
C1A C 0.9919(4) 0.8947(4) 0.4211(3) 0.0484(11) Uani 1 1 d . . .
C13A C 0.9606(4) 0.6419(4) 0.2331(3) 0.0510(11) Uani 1 1 d . . .
C7B C 1.2805(4) 0.9806(4) 0.0209(3) 0.0498(11) Uani 1 1 d . . .
C2A C 1.1287(4) 0.9604(4) 0.3963(3) 0.0513(11) Uani 1 1 d . . .
H2A H 1.1632 1.0507 0.4137 0.062 Uiso 1 1 calc R . .
C10B C 1.2396(4) 1.5142(4) 0.0855(3) 0.0481(10) Uani 1 1 d . . .
C14A C 0.9256(4) 0.5278(4) 0.2839(3) 0.0533(11) Uani 1 1 d . . .
C3A C 1.1448(4) 0.9420(4) 0.2972(2) 0.0486(11) Uani 1 1 d . . .
H3A H 1.1891 1.0240 0.2721 0.058 Uiso 1 1 calc R . .
C13B C 1.4712(4) 1.3465(4) 0.1796(3) 0.0536(11) Uani 1 1 d . . .
C19A C 0.9016(4) 0.5290(5) 0.3716(3) 0.0685(13) Uani 1 1 d . . .
H19A H 0.9022 0.6005 0.4006 0.082 Uiso 1 1 calc R . .
C11B C 1.2682(4) 1.5865(4) 0.1738(3) 0.0686(13) Uani 1 1 d . . .
H11A H 1.3348 1.6701 0.1689 0.103 Uiso 1 1 calc R . .
H11B H 1.2960 1.5440 0.2154 0.103 Uiso 1 1 calc R . .
H11C H 1.1921 1.5914 0.1932 0.103 Uiso 1 1 calc R . .
C19B C 1.3118(5) 1.3122(4) 0.2951(3) 0.0629(13) Uani 1 1 d . . .
H19B H 1.2475 1.2948 0.2517 0.076 Uiso 1 1 calc R . .
C7A C 0.7082(4) 0.8166(4) 0.2866(3) 0.0593(12) Uani 1 1 d . . .
C10A C 1.2898(4) 0.8991(4) 0.3775(3) 0.0594(12) Uani 1 1 d . . .
C12B C 1.2042(5) 1.5782(4) 0.0132(3) 0.0726(14) Uani 1 1 d . . .
H12A H 1.2723 1.6610 0.0086 0.109 Uiso 1 1 calc R . .
H12B H 1.1267 1.5848 0.0267 0.109 Uiso 1 1 calc R . .
H12C H 1.1912 1.5294 -0.0415 0.109 Uiso 1 1 calc R . .
C18B C 1.2834(6) 1.3123(5) 0.3814(4) 0.0912(18) Uani 1 1 d . . .
H18B H 1.2007 1.2958 0.3970 0.109 Uiso 1 1 calc R . .
C9B C 1.2414(5) 0.8960(4) -0.0635(3) 0.0723(14) Uani 1 1 d . . .
H9B1 H 1.3129 0.8822 -0.0827 0.108 Uiso 1 1 calc R . .
H9B2 H 1.2152 0.9359 -0.1080 0.108 Uiso 1 1 calc R . .
H9B3 H 1.1713 0.8166 -0.0530 0.108 Uiso 1 1 calc R . .
C8B C 1.3297(5) 0.9308(5) 0.0935(3) 0.0741(14) Uani 1 1 d . . .
H8B1 H 1.4009 0.9164 0.0742 0.111 Uiso 1 1 calc R . .
H8B2 H 1.2626 0.8528 0.1098 0.111 Uiso 1 1 calc R . .
H8B3 H 1.3572 0.9911 0.1433 0.111 Uiso 1 1 calc R . .
C12A C 1.3106(5) 0.7853(5) 0.3945(3) 0.0770(14) Uani 1 1 d . . .
H12D H 1.3689 0.7779 0.3534 0.115 Uiso 1 1 calc R . .
H12E H 1.2300 0.7113 0.3877 0.115 Uiso 1 1 calc R . .
H12F H 1.3461 0.7938 0.4532 0.115 Uiso 1 1 calc R . .
C11A C 1.4123(4) 1.0200(5) 0.3796(4) 0.0967(18) Uani 1 1 d . . .
H11D H 1.4691 1.0108 0.3379 0.145 Uiso 1 1 calc R . .
H11E H 1.4530 1.0378 0.4374 0.145 Uiso 1 1 calc R . .
H11F H 1.3927 1.0881 0.3648 0.145 Uiso 1 1 calc R . .
C18A C 0.8764(5) 0.4211(6) 0.4163(3) 0.0911(18) Uani 1 1 d . . .
H18A H 0.8603 0.4209 0.4757 0.109 Uiso 1 1 calc R . .
C15B C 1.5315(5) 1.3641(5) 0.3369(3) 0.0775(15) Uani 1 1 d . . .
H15B H 1.6150 1.3826 0.3221 0.093 Uiso 1 1 calc R . .
C17A C 0.8750(6) 0.3153(6) 0.3738(5) 0.110(2) Uani 1 1 d . . .
H17A H 0.8571 0.2435 0.4041 0.131 Uiso 1 1 calc R . .
C16B C 1.5002(8) 1.3622(5) 0.4238(4) 0.104(2) Uani 1 1 d . . .
H16B H 1.5633 1.3785 0.4678 0.125 Uiso 1 1 calc R . .
C15A C 0.9241(5) 0.4212(5) 0.2417(3) 0.0860(16) Uani 1 1 d . . .
H15A H 0.9394 0.4201 0.1822 0.103 Uiso 1 1 calc R . .
C17B C 1.3796(9) 1.3371(6) 0.4460(4) 0.112(3) Uani 1 1 d . . .
H17B H 1.3606 1.3365 0.5049 0.134 Uiso 1 1 calc R . .
C16A C 0.8998(7) 0.3158(6) 0.2877(5) 0.115(2) Uani 1 1 d . . .
H16A H 0.9006 0.2446 0.2592 0.138 Uiso 1 1 calc R . .
C8A C 0.6116(5) 0.6811(5) 0.2712(4) 0.0901(17) Uani 1 1 d . . .
H8A1 H 0.5464 0.6620 0.3133 0.135 Uiso 1 1 calc R . .
H8A2 H 0.6538 0.6273 0.2775 0.135 Uiso 1 1 calc R . .
H8A3 H 0.5730 0.6674 0.2130 0.135 Uiso 1 1 calc R . .
C9A C 0.6515(5) 0.9092(6) 0.2840(4) 0.0995(19) Uani 1 1 d . . .
H9A1 H 0.5867 0.8898 0.3265 0.149 Uiso 1 1 calc R . .
H9A2 H 0.6138 0.9041 0.2264 0.149 Uiso 1 1 calc R . .
H9A3 H 0.7178 0.9931 0.2976 0.149 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
O6A C13A 1.339(5) . ?
O6A C4A 1.449(4) . ?
O6B C13B 1.359(4) . ?
O6B C4B 1.438(4) . ?
O1B C1B 1.202(4) . ?
O5B C2B 1.405(4) . ?
O5B C10B 1.432(4) . ?
O4A C3A 1.414(5) . ?
O4A C10A 1.426(5) . ?
O2B C5B 1.403(4) . ?
O2B C7B 1.430(4) . ?
O3B C6B 1.410(4) . ?
O3B C7B 1.434(5) . ?
O4B C3B 1.407(4) . ?
O4B C10B 1.427(4) . ?
O3A C6A 1.410(4) . ?
O3A C7A 1.427(5) . ?
O5A C10A 1.416(5) . ?
O5A C2A 1.423(5) . ?
O2A C7A 1.418(5) . ?
O2A C5A 1.427(5) . ?
C1B C6B 1.494(5) . ?
C1B C2B 1.509(5) . ?
C3B C4B 1.506(5) . ?
C3B C2B 1.565(5) . ?
C3B H3B 0.9800 . ?
C4B C5B 1.508(5) . ?
C4B H4B 0.9800 . ?
O1A C1A 1.206(4) . ?
C5B C6B 1.559(5) . ?
C5B H5B 0.9800 . ?
C2B H2B 0.9800 . ?
C4A C5A 1.493(5) . ?
C4A C3A 1.525(5) . ?
C4A H4A 0.9800 . ?
C6B H6B 0.9800 . ?
C6A C1A 1.516(6) . ?
C6A C5A 1.537(5) . ?
C6A H6A 0.9800 . ?
O7B C13B 1.195(4) . ?
C5A H5A 0.9800 . ?
O7A C13A 1.197(4) . ?
C14B C19B 1.380(6) . ?
C14B C15B 1.406(6) . ?
C14B C13B 1.466(6) . ?
C1A C2A 1.496(5) . ?
C13A C14A 1.489(6) . ?
C7B C8B 1.491(6) . ?
C7B C9B 1.520(6) . ?
C2A C3A 1.545(5) . ?
C2A H2A 0.9800 . ?
C10B C11B 1.507(6) . ?
C10B C12B 1.511(6) . ?
C14A C19A 1.372(6) . ?
C14A C15A 1.376(6) . ?
C3A H3A 0.9800 . ?
C19A C18A 1.393(7) . ?
C19A H19A 0.9300 . ?
C11B H11A 0.9600 . ?
C11B H11B 0.9600 . ?
C11B H11C 0.9600 . ?
C19B C18B 1.365(6) . ?
C19B H19B 0.9300 . ?
C7A C9A 1.500(7) . ?
C7A C8A 1.502(6) . ?
C10A C12A 1.495(6) . ?
C10A C11A 1.510(6) . ?
C12B H12A 0.9600 . ?
C12B H12B 0.9600 . ?
C12B H12C 0.9600 . ?
C18B C17B 1.390(9) . ?
C18B H18B 0.9300 . ?
C9B H9B1 0.9600 . ?
C9B H9B2 0.9600 . ?
C9B H9B3 0.9600 . ?
C8B H8B1 0.9600 . ?
C8B H8B2 0.9600 . ?
C8B H8B3 0.9600 . ?
C12A H12D 0.9600 . ?
C12A H12E 0.9600 . ?
C12A H12F 0.9600 . ?
C11A H11D 0.9600 . ?
C11A H11E 0.9600 . ?
C11A H11F 0.9600 . ?
C18A C17A 1.370(8) . ?
C18A H18A 0.9300 . ?
C15B C16B 1.380(7) . ?
C15B H15B 0.9300 . ?
C17A C16A 1.350(8) . ?
C17A H17A 0.9300 . ?
C16B C17B 1.351(9) . ?
C16B H16B 0.9300 . ?
C15A C16A 1.382(7) . ?
C15A H15A 0.9300 . ?
C17B H17B 0.9300 . ?
C16A H16A 0.9300 . ?
C8A H8A1 0.9600 . ?
C8A H8A2 0.9600 . ?
C8A H8A3 0.9600 . ?
C9A H9A1 0.9600 . ?
C9A H9A2 0.9600 . ?
C9A H9A3 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
C13A O6A C4A 118.4(3) . . ?
C13B O6B C4B 119.5(3) . . ?
C2B O5B C10B 107.2(3) . . ?
C3A O4A C10A 108.0(3) . . ?
C5B O2B C7B 109.3(3) . . ?
C6B O3B C7B 107.4(3) . . ?
C3B O4B C10B 107.7(3) . . ?
C6A O3A C7A 107.3(3) . . ?
C10A O5A C2A 107.7(3) . . ?
C7A O2A C5A 109.6(3) . . ?
O1B C1B C6B 123.6(3) . . ?
O1B C1B C2B 123.6(4) . . ?
C6B C1B C2B 112.8(3) . . ?
O4B C3B C4B 110.7(3) . . ?
O4B C3B C2B 103.7(3) . . ?
C4B C3B C2B 111.6(3) . . ?
O4B C3B H3B 110.2 . . ?
C4B C3B H3B 110.2 . . ?
C2B C3B H3B 110.2 . . ?
O6B C4B C3B 106.4(3) . . ?
O6B C4B C5B 107.8(3) . . ?
C3B C4B C5B 109.0(3) . . ?
O6B C4B H4B 111.2 . . ?
C3B C4B H4B 111.2 . . ?
C5B C4B H4B 111.2 . . ?
O2B C5B C4B 111.4(3) . . ?
O2B C5B C6B 104.4(3) . . ?
C4B C5B C6B 111.5(3) . . ?
O2B C5B H5B 109.8 . . ?
C4B C5B H5B 109.8 . . ?
C6B C5B H5B 109.8 . . ?
O5B C2B C1B 111.8(3) . . ?
O5B C2B C3B 104.4(3) . . ?
C1B C2B C3B 113.0(3) . . ?
O5B C2B H2B 109.2 . . ?
C1B C2B H2B 109.2 . . ?
C3B C2B H2B 109.2 . . ?
O6A C4A C5A 106.9(3) . . ?
O6A C4A C3A 106.2(3) . . ?
C5A C4A C3A 108.7(3) . . ?
O6A C4A H4A 111.6 . . ?
C5A C4A H4A 111.6 . . ?
C3A C4A H4A 111.6 . . ?
O3B C6B C1B 111.8(3) . . ?
O3B C6B C5B 104.5(3) . . ?
C1B C6B C5B 113.3(3) . . ?
O3B C6B H6B 109.0 . . ?
C1B C6B H6B 109.0 . . ?
C5B C6B H6B 109.0 . . ?
O3A C6A C1A 110.3(3) . . ?
O3A C6A C5A 104.9(3) . . ?
C1A C6A C5A 112.8(3) . . ?
O3A C6A H6A 109.6 . . ?
C1A C6A H6A 109.6 . . ?
C5A C6A H6A 109.6 . . ?
O2A C5A C4A 110.3(3) . . ?
O2A C5A C6A 103.9(3) . . ?
C4A C5A C6A 112.6(3) . . ?
O2A C5A H5A 110.0 . . ?
C4A C5A H5A 110.0 . . ?
C6A C5A H5A 110.0 . . ?
C19B C14B C15B 119.4(4) . . ?
C19B C14B C13B 122.7(4) . . ?
C15B C14B C13B 117.7(4) . . ?
O1A C1A C2A 123.7(4) . . ?
O1A C1A C6A 122.8(4) . . ?
C2A C1A C6A 113.3(3) . . ?
O7A C13A O6A 122.6(4) . . ?
O7A C13A C14A 125.2(4) . . ?
O6A C13A C14A 112.2(4) . . ?
O2B C7B O3B 104.5(3) . . ?
O2B C7B C8B 108.7(4) . . ?
O3B C7B C8B 108.9(3) . . ?
O2B C7B C9B 110.2(3) . . ?
O3B C7B C9B 110.0(4) . . ?
C8B C7B C9B 114.0(4) . . ?
O5A C2A C1A 109.9(3) . . ?
O5A C2A C3A 104.8(3) . . ?
C1A C2A C3A 112.8(3) . . ?
O5A C2A H2A 109.7 . . ?
C1A C2A H2A 109.7 . . ?
C3A C2A H2A 109.7 . . ?
O5B C10B O4B 103.7(3) . . ?
O5B C10B C11B 108.7(3) . . ?
O4B C10B C11B 108.3(3) . . ?
O5B C10B C12B 111.3(3) . . ?
O4B C10B C12B 110.5(3) . . ?
C11B C10B C12B 113.8(4) . . ?
C19A C14A C15A 120.0(4) . . ?
C19A C14A C13A 121.9(4) . . ?
C15A C14A C13A 118.1(4) . . ?
O4A C3A C4A 109.7(3) . . ?
O4A C3A C2A 103.8(3) . . ?
C4A C3A C2A 112.7(3) . . ?
O4A C3A H3A 110.2 . . ?
C4A C3A H3A 110.2 . . ?
C2A C3A H3A 110.1 . . ?
O7B C13B O6B 122.5(4) . . ?
O7B C13B C14B 126.5(4) . . ?
O6B C13B C14B 111.0(3) . . ?
C14A C19A C18A 118.8(5) . . ?
C14A C19A H19A 120.6 . . ?
C18A C19A H19A 120.6 . . ?
C10B C11B H11A 109.5 . . ?
C10B C11B H11B 109.5 . . ?
H11A C11B H11B 109.5 . . ?
C10B C11B H11C 109.5 . . ?
H11A C11B H11C 109.5 . . ?
H11B C11B H11C 109.5 . . ?
C18B C19B C14B 120.9(5) . . ?
C18B C19B H19B 119.6 . . ?
C14B C19B H19B 119.6 . . ?
O2A C7A O3A 105.3(3) . . ?
O2A C7A C9A 110.1(4) . . ?
O3A C7A C9A 110.1(4) . . ?
O2A C7A C8A 109.0(4) . . ?
O3A C7A C8A 107.8(4) . . ?
C9A C7A C8A 114.1(4) . . ?
O5A C10A O4A 104.5(3) . . ?
O5A C10A C12A 108.4(4) . . ?
O4A C10A C12A 108.0(4) . . ?
O5A C10A C11A 111.5(4) . . ?
O4A C10A C11A 110.3(4) . . ?
C12A C10A C11A 113.7(4) . . ?
C10B C12B H12A 109.5 . . ?
C10B C12B H12B 109.5 . . ?
H12A C12B H12B 109.5 . . ?
C10B C12B H12C 109.5 . . ?
H12A C12B H12C 109.5 . . ?
H12B C12B H12C 109.5 . . ?
C19B C18B C17B 119.3(6) . . ?
C19B C18B H18B 120.3 . . ?
C17B C18B H18B 120.3 . . ?
C7B C9B H9B1 109.5 . . ?
C7B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
C7B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
C7B C8B H8B1 109.5 . . ?
C7B C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
C7B C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
C10A C12A H12D 109.5 . . ?
C10A C12A H12E 109.5 . . ?
H12D C12A H12E 109.5 . . ?
C10A C12A H12F 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
C10A C11A H11D 109.5 . . ?
C10A C11A H11E 109.5 . . ?
H11D C11A H11E 109.5 . . ?
C10A C11A H11F 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
C17A C18A C19A 120.9(5) . . ?
C17A C18A H18A 119.6 . . ?
C19A C18A H18A 119.6 . . ?
C16B C15B C14B 118.6(5) . . ?
C16B C15B H15B 120.7 . . ?
C14B C15B H15B 120.7 . . ?
C16A C17A C18A 119.7(5) . . ?
C16A C17A H17A 120.2 . . ?
C18A C17A H17A 120.2 . . ?
C17B C16B C15B 121.2(6) . . ?
C17B C16B H16B 119.4 . . ?
C15B C16B H16B 119.4 . . ?
C16A C15A C14A 120.0(5) . . ?
C16A C15A H15A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C16B C17B C18B 120.5(6) . . ?
C16B C17B H17B 119.7 . . ?
C18B C17B H17B 119.7 . . ?
C17A C16A C15A 120.6(6) . . ?
C17A C16A H16A 119.7 . . ?
C15A C16A H16A 119.7 . . ?
C7A C8A H8A1 109.5 . . ?
C7A C8A H8A2 109.5 . . ?
H8A1 C8A H8A2 109.5 . . ?
C7A C8A H8A3 109.5 . . ?
H8A1 C8A H8A3 109.5 . . ?
H8A2 C8A H8A3 109.5 . . ?
C7A C9A H9A1 109.5 . . ?
C7A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
C7A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 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
C10B O4B C3B C4B -141.6(3) . . . . ?
C10B O4B C3B C2B -21.7(4) . . . . ?
C13B O6B C4B C3B -112.5(4) . . . . ?
C13B O6B C4B C5B 130.7(4) . . . . ?
O4B C3B C4B O6B 55.7(3) . . . . ?
C2B C3B C4B O6B -59.3(4) . . . . ?
O4B C3B C4B C5B 171.6(3) . . . . ?
C2B C3B C4B C5B 56.7(4) . . . . ?
C7B O2B C5B C4B 133.7(3) . . . . ?
C7B O2B C5B C6B 13.2(4) . . . . ?
O6B C4B C5B O2B -61.0(3) . . . . ?
C3B C4B C5B O2B -176.0(3) . . . . ?
O6B C4B C5B C6B 55.2(4) . . . . ?
C3B C4B C5B C6B -59.8(4) . . . . ?
C10B O5B C2B C1B 144.4(3) . . . . ?
C10B O5B C2B C3B 22.0(4) . . . . ?
O1B C1B C2B O5B 15.1(5) . . . . ?
C6B C1B C2B O5B -166.5(3) . . . . ?
O1B C1B C2B C3B 132.5(3) . . . . ?
C6B C1B C2B C3B -49.1(4) . . . . ?
O4B C3B C2B O5B -0.3(4) . . . . ?
C4B C3B C2B O5B 118.9(3) . . . . ?
O4B C3B C2B C1B -122.0(3) . . . . ?
C4B C3B C2B C1B -2.8(4) . . . . ?
C13A O6A C4A C5A 133.9(3) . . . . ?
C13A O6A C4A C3A -110.2(4) . . . . ?
C7B O3B C6B C1B -146.8(3) . . . . ?
C7B O3B C6B C5B -23.9(4) . . . . ?
O1B C1B C6B O3B -17.7(5) . . . . ?
C2B C1B C6B O3B 163.9(3) . . . . ?
O1B C1B C6B C5B -135.4(3) . . . . ?
C2B C1B C6B C5B 46.1(4) . . . . ?
O2B C5B C6B O3B 6.6(4) . . . . ?
C4B C5B C6B O3B -113.8(3) . . . . ?
O2B C5B C6B C1B 128.6(3) . . . . ?
C4B C5B C6B C1B 8.1(4) . . . . ?
C7A O3A C6A C1A -147.9(3) . . . . ?
C7A O3A C6A C5A -26.1(4) . . . . ?
C7A O2A C5A C4A 128.1(3) . . . . ?
C7A O2A C5A C6A 7.2(4) . . . . ?
O6A C4A C5A O2A -61.8(4) . . . . ?
C3A C4A C5A O2A -175.9(3) . . . . ?
O6A C4A C5A C6A 53.8(4) . . . . ?
C3A C4A C5A C6A -60.4(4) . . . . ?
O3A C6A C5A O2A 11.6(4) . . . . ?
C1A C6A C5A O2A 131.7(3) . . . . ?
O3A C6A C5A C4A -107.7(4) . . . . ?
C1A C6A C5A C4A 12.4(5) . . . . ?
O3A C6A C1A O1A -24.3(5) . . . . ?
C5A C6A C1A O1A -141.3(4) . . . . ?
O3A C6A C1A C2A 160.4(3) . . . . ?
C5A C6A C1A C2A 43.4(5) . . . . ?
C4A O6A C13A O7A -8.4(6) . . . . ?
C4A O6A C13A C14A 170.2(3) . . . . ?
C5B O2B C7B O3B -28.1(4) . . . . ?
C5B O2B C7B C8B -144.3(3) . . . . ?
C5B O2B C7B C9B 90.0(4) . . . . ?
C6B O3B C7B O2B 32.4(4) . . . . ?
C6B O3B C7B C8B 148.4(3) . . . . ?
C6B O3B C7B C9B -85.9(4) . . . . ?
C10A O5A C2A C1A 139.7(3) . . . . ?
C10A O5A C2A C3A 18.2(4) . . . . ?
O1A C1A C2A O5A 18.0(6) . . . . ?
C6A C1A C2A O5A -166.8(3) . . . . ?
O1A C1A C2A C3A 134.5(4) . . . . ?
C6A C1A C2A C3A -50.2(5) . . . . ?
C2B O5B C10B O4B -35.7(4) . . . . ?
C2B O5B C10B C11B -150.8(3) . . . . ?
C2B O5B C10B C12B 83.1(4) . . . . ?
C3B O4B C10B O5B 35.7(4) . . . . ?
C3B O4B C10B C11B 151.1(3) . . . . ?
C3B O4B C10B C12B -83.6(4) . . . . ?
O7A C13A C14A C19A 178.3(4) . . . . ?
O6A C13A C14A C19A -0.2(5) . . . . ?
O7A C13A C14A C15A 1.7(6) . . . . ?
O6A C13A C14A C15A -176.9(4) . . . . ?
C10A O4A C3A C4A -142.5(3) . . . . ?
C10A O4A C3A C2A -21.8(4) . . . . ?
O6A C4A C3A O4A 53.6(4) . . . . ?
C5A C4A C3A O4A 168.3(3) . . . . ?
O6A C4A C3A C2A -61.5(4) . . . . ?
C5A C4A C3A C2A 53.1(4) . . . . ?
O5A C2A C3A O4A 2.2(4) . . . . ?
C1A C2A C3A O4A -117.3(4) . . . . ?
O5A C2A C3A C4A 120.8(3) . . . . ?
C1A C2A C3A C4A 1.3(5) . . . . ?
C4B O6B C13B O7B -11.4(6) . . . . ?
C4B O6B C13B C14B 168.0(3) . . . . ?
C19B C14B C13B O7B 159.5(5) . . . . ?
C15B C14B C13B O7B -16.2(7) . . . . ?
C19B C14B C13B O6B -19.8(6) . . . . ?
C15B C14B C13B O6B 164.5(4) . . . . ?
C15A C14A C19A C18A 0.2(7) . . . . ?
C13A C14A C19A C18A -176.4(4) . . . . ?
C15B C14B C19B C18B -0.3(7) . . . . ?
C13B C14B C19B C18B -175.9(4) . . . . ?
C5A O2A C7A O3A -23.3(4) . . . . ?
C5A O2A C7A C9A 95.3(4) . . . . ?
C5A O2A C7A C8A -138.7(4) . . . . ?
C6A O3A C7A O2A 31.0(4) . . . . ?
C6A O3A C7A C9A -87.6(4) . . . . ?
C6A O3A C7A C8A 147.3(4) . . . . ?
C2A O5A C10A O4A -31.9(4) . . . . ?
C2A O5A C10A C12A -146.9(4) . . . . ?
C2A O5A C10A C11A 87.1(4) . . . . ?
C3A O4A C10A O5A 33.8(4) . . . . ?
C3A O4A C10A C12A 149.0(3) . . . . ?
C3A O4A C10A C11A -86.1(4) . . . . ?
C14B C19B C18B C17B -0.6(8) . . . . ?
C14A C19A C18A C17A -0.2(8) . . . . ?
C19B C14B C15B C16B 1.0(7) . . . . ?
C13B C14B C15B C16B 176.9(4) . . . . ?
C19A C18A C17A C16A 0.8(10) . . . . ?
C14B C15B C16B C17B -0.9(9) . . . . ?
C19A C14A C15A C16A -0.7(8) . . . . ?
C13A C14A C15A C16A 176.0(5) . . . . ?
C15B C16B C17B C18B 0.1(10) . . . . ?
C19B C18B C17B C16B 0.6(9) . . . . ?
C18A C17A C16A C15A -1.3(11) . . . . ?
C14A C15A C16A C17A 1.3(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.088
_database_code_depnum_ccdc_archive 'CCDC 973084'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_0071_211112_kms_j_iv_293_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H24 O7'
_chemical_formula_sum            'C19 H24 O7'
_chemical_formula_weight         364.38

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   9.0182(9)
_cell_length_b                   26.030(3)
_cell_length_c                   15.8147(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.306(4)
_cell_angle_gamma                90.00
_cell_volume                     3696.5(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      1.308
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9659
_exptl_absorpt_correction_T_max  0.9901
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22771
_diffrn_reflns_av_R_equivalents  0.0805
_diffrn_reflns_av_sigmaI/netI    0.0796
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5670
_reflns_number_gt                2942
_reflns_threshold_expression     >2σ(I)

_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-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.1092P)²+0.0000P] 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       0.0035(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5670
_refine_ls_number_parameters     470
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1356
_refine_ls_R_factor_gt           0.0759
_refine_ls_wR_factor_ref         0.2070
_refine_ls_wR_factor_gt          0.1728
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O6A O 0.1341(3) 0.36948(9) 0.25648(16) 0.0499(7) Uani 1 1 d . . .
O6B O -0.1358(3) 0.39803(10) 0.51002(17) 0.0549(8) Uani 1 1 d . . .
O4A O 0.0025(3) 0.30798(10) 0.11609(16) 0.0520(8) Uani 1 1 d . . .
O1A O -0.1763(3) 0.43865(9) -0.04381(16) 0.0501(7) Uani 1 1 d . . .
H1AO H -0.1145 0.4480 -0.0755 0.075 Uiso 1 1 calc R . .
O4B O 0.0118(3) 0.33963(10) 0.65491(16) 0.0479(7) Uani 1 1 d . . .
O5B O 0.1856(3) 0.37022(11) 0.75545(17) 0.0609(8) Uani 1 1 d . . .
O2A O 0.2631(3) 0.38414(10) 0.10306(18) 0.0530(8) Uani 1 1 d . . .
O5A O -0.1453(4) 0.33651(10) 0.00399(17) 0.0672(9) Uani 1 1 d . . .
O3B O -0.1417(3) 0.40594(11) 0.78680(16) 0.0510(7) Uani 1 1 d . . .
O2B O -0.2761(3) 0.39615(12) 0.66091(18) 0.0611(8) Uani 1 1 d . . .
O1B O 0.1370(3) 0.46465(11) 0.82304(17) 0.0617(8) Uani 1 1 d . . .
H1BO H 0.0728 0.4653 0.8565 0.093 Uiso 1 1 calc R . .
C4A C 0.1479(4) 0.41732(15) 0.1254(2) 0.0455(10) Uani 1 1 d . . .
H4A H 0.1931 0.4478 0.1534 0.055 Uiso 1 1 calc R . .
O3A O 0.1306(3) 0.40238(10) -0.01979(16) 0.0516(8) Uani 1 1 d . . .
C5B C -0.0974(5) 0.44821(16) 0.7372(2) 0.0501(11) Uani 1 1 d . . .
H5B H -0.1400 0.4798 0.7584 0.060 Uiso 1 1 calc R . .
C3A C 0.0467(4) 0.39198(14) 0.1844(2) 0.0453(10) Uani 1 1 d . . .
H3A H -0.0118 0.4196 0.2071 0.054 Uiso 1 1 calc R . .
C1B C 0.1526(5) 0.41143(16) 0.6983(3) 0.0532(11) Uani 1 1 d . . .
H1B H 0.2458 0.4251 0.6801 0.064 Uiso 1 1 calc R . .
O7B O -0.1904(4) 0.47677(12) 0.45586(18) 0.0748(10) Uani 1 1 d . . .
C3B C -0.0625(5) 0.42151(15) 0.5860(2) 0.0488(11) Uani 1 1 d . . .
H3B H -0.0163 0.4533 0.5682 0.059 Uiso 1 1 calc R . .
C8A C 0.2642(4) 0.37665(15) 0.3924(2) 0.0447(10) Uani 1 1 d . . .
C7A C 0.1588(5) 0.39945(16) 0.3255(3) 0.0518(11) Uani 1 1 d . . .
C8B C -0.2706(5) 0.40274(18) 0.3750(3) 0.0517(11) Uani 1 1 d . . .
C9A C 0.3059(5) 0.32601(16) 0.3929(3) 0.0562(12) Uani 1 1 d . . .
H9A H 0.2650 0.3040 0.3506 0.067 Uiso 1 1 calc R . .
C7B C -0.1955(5) 0.43025(18) 0.4495(3) 0.0544(11) Uani 1 1 d . . .
C9B C -0.2665(5) 0.35017(19) 0.3675(3) 0.0674(13) Uani 1 1 d . . .
H9B H -0.2105 0.3305 0.4079 0.081 Uiso 1 1 calc R . .
C5A C 0.0638(4) 0.43358(14) 0.0409(2) 0.0429(10) Uani 1 1 d . . .
H5A H 0.0854 0.4698 0.0302 0.051 Uiso 1 1 calc R . .
C6A C -0.1039(4) 0.42623(14) 0.0364(2) 0.0445(10) Uani 1 1 d . . .
H6A H -0.1391 0.4516 0.0757 0.053 Uiso 1 1 calc R . .
O7A O 0.1016(5) 0.44086(13) 0.3313(2) 0.0922(13) Uani 1 1 d . . .
C6B C 0.0697(5) 0.45456(15) 0.7401(2) 0.0510(11) Uani 1 1 d . . .
H6B H 0.0858 0.4855 0.7070 0.061 Uiso 1 1 calc R . .
C1A C -0.1573(5) 0.37465(15) 0.0669(3) 0.0506(11) Uani 1 1 d . . .
H1A H -0.2615 0.3776 0.0791 0.061 Uiso 1 1 calc R . .
C12B C -0.4328(6) 0.4072(3) 0.2460(3) 0.0889(18) Uani 1 1 d . . .
H12B H -0.4871 0.4267 0.2047 0.107 Uiso 1 1 calc R . .
C11B C -0.4321(6) 0.3556(3) 0.2396(3) 0.0856(18) Uani 1 1 d . . .
H11B H -0.4892 0.3396 0.1952 0.103 Uiso 1 1 calc R . .
C2A C -0.0639(4) 0.35326(14) 0.1458(2) 0.0446(10) Uani 1 1 d . . .
H2A H -0.1312 0.3436 0.1884 0.053 Uiso 1 1 calc R . .
C17B C 0.1273(5) 0.32338(16) 0.7174(3) 0.0500(11) Uani 1 1 d . . .
C12A C 0.4318(5) 0.3909(2) 0.5171(3) 0.0660(13) Uani 1 1 d . . .
H12A H 0.4745 0.4129 0.5589 0.079 Uiso 1 1 calc R . .
C13A C 0.3272(5) 0.40930(17) 0.4556(3) 0.0553(12) Uani 1 1 d . . .
H13A H 0.2985 0.4436 0.4563 0.066 Uiso 1 1 calc R . .
C2B C 0.0617(5) 0.38697(15) 0.6213(2) 0.0486(10) Uani 1 1 d . . .
H2B H 0.1278 0.3797 0.5770 0.058 Uiso 1 1 calc R . .
C17A C -0.0961(5) 0.29014(15) 0.0458(3) 0.0530(11) Uani 1 1 d . . .
C16A C 0.3791(5) 0.44015(18) 0.0054(3) 0.0703(14) Uani 1 1 d . . .
H16A H 0.3890 0.4454 -0.0539 0.105 Uiso 1 1 calc R . .
H16B H 0.4756 0.4345 0.0348 0.105 Uiso 1 1 calc R . .
H16C H 0.3346 0.4700 0.0282 0.105 Uiso 1 1 calc R . .
C4B C -0.1748(5) 0.43665(16) 0.6478(3) 0.0539(12) Uani 1 1 d . . .
H4B H -0.2303 0.4670 0.6263 0.065 Uiso 1 1 calc R . .
C14A C 0.2812(5) 0.39376(16) 0.0164(3) 0.0527(11) Uani 1 1 d . . .
C10B C -0.3476(7) 0.3264(2) 0.2982(3) 0.0855(17) Uani 1 1 d . . .
H10B H -0.3442 0.2909 0.2920 0.103 Uiso 1 1 calc R . .
C14B C -0.2891(5) 0.3923(2) 0.7497(3) 0.0617(13) Uani 1 1 d . . .
C13B C -0.3543(6) 0.4310(2) 0.3127(3) 0.0770(15) Uani 1 1 d . . .
H13B H -0.3566 0.4666 0.3167 0.092 Uiso 1 1 calc R . .
C19B C 0.0591(5) 0.29238(18) 0.7841(3) 0.0707(14) Uani 1 1 d . . .
H19A H 0.0196 0.2610 0.7595 0.106 Uiso 1 1 calc R . .
H19B H -0.0196 0.3117 0.8059 0.106 Uiso 1 1 calc R . .
H19C H 0.1338 0.2846 0.8296 0.106 Uiso 1 1 calc R . .
C10A C 0.4088(5) 0.30740(19) 0.4560(3) 0.0728(14) Uani 1 1 d . . .
H10A H 0.4344 0.2728 0.4573 0.087 Uiso 1 1 calc R . .
C18A C -0.2275(5) 0.26130(17) 0.0763(3) 0.0727(14) Uani 1 1 d . . .
H18A H -0.2911 0.2495 0.0282 0.109 Uiso 1 1 calc R . .
H18B H -0.2826 0.2838 0.1099 0.109 Uiso 1 1 calc R . .
H18C H -0.1920 0.2324 0.1100 0.109 Uiso 1 1 calc R . .
C15B C -0.3209(5) 0.3378(2) 0.7721(3) 0.0864(17) Uani 1 1 d . . .
H15A H -0.3294 0.3353 0.8321 0.130 Uiso 1 1 calc R . .
H15B H -0.2412 0.3162 0.7572 0.130 Uiso 1 1 calc R . .
H15C H -0.4125 0.3270 0.7416 0.130 Uiso 1 1 calc R . .
C19A C -0.0111(6) 0.25890(18) -0.0114(3) 0.0806(16) Uani 1 1 d . . .
H19D H -0.0770 0.2468 -0.0583 0.121 Uiso 1 1 calc R . .
H19E H 0.0331 0.2301 0.0193 0.121 Uiso 1 1 calc R . .
H19F H 0.0658 0.2796 -0.0323 0.121 Uiso 1 1 calc R . .
C11A C 0.4728(5) 0.3402(2) 0.5166(3) 0.0707(14) Uani 1 1 d . . .
H11A H 0.5445 0.3280 0.5578 0.085 Uiso 1 1 calc R . .
C15A C 0.3410(5) 0.3461(2) -0.0216(3) 0.0839(16) Uani 1 1 d . . .
H15D H 0.3537 0.3521 -0.0803 0.126 Uiso 1 1 calc R . .
H15E H 0.2722 0.3183 -0.0169 0.126 Uiso 1 1 calc R . .
H15F H 0.4352 0.3374 0.0082 0.126 Uiso 1 1 calc R . .
C18B C 0.2481(5) 0.29380(19) 0.6783(3) 0.0738(14) Uani 1 1 d . . .
H18D H 0.2069 0.2628 0.6530 0.111 Uiso 1 1 calc R . .
H18E H 0.3261 0.2853 0.7215 0.111 Uiso 1 1 calc R . .
H18F H 0.2879 0.3145 0.6355 0.111 Uiso 1 1 calc R . .
C16B C -0.4046(5) 0.4302(2) 0.7779(3) 0.095(2) Uani 1 1 d . . .
H16D H -0.4113 0.4266 0.8379 0.143 Uiso 1 1 calc R . .
H16E H -0.4998 0.4230 0.7480 0.143 Uiso 1 1 calc R . .
H16F H -0.3751 0.4646 0.7656 0.143 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
O6A C7A 1.343(5) . ?
O6A C3A 1.448(4) . ?
O6B C7B 1.346(5) . ?
O6B C3B 1.451(4) . ?
O4A C2A 1.421(4) . ?
O4A C17A 1.434(4) . ?
O1A C6A 1.410(4) . ?
O1A H1AO 0.8200 . ?
O4B C2B 1.431(4) . ?
O4B C17B 1.432(4) . ?
O5B C1B 1.416(4) . ?
O5B C17B 1.437(5) . ?
O2A C14A 1.417(5) . ?
O2A C4A 1.420(5) . ?
O5A C1A 1.416(5) . ?
O5A C17A 1.427(5) . ?
O3B C5B 1.430(5) . ?
O3B C14B 1.447(5) . ?
O2B C14B 1.423(5) . ?
O2B C4B 1.423(5) . ?
O1B C6B 1.418(4) . ?
O1B H1BO 0.8200 . ?
C4A C3A 1.516(5) . ?
C4A C5A 1.533(5) . ?
C4A H4A 0.9800 . ?
O3A C5A 1.432(4) . ?
O3A C14A 1.442(5) . ?
C5B C6B 1.513(6) . ?
C5B C4B 1.546(5) . ?
C5B H5B 0.9800 . ?
C3A C2A 1.507(5) . ?
C3A H3A 0.9800 . ?
C1B C6B 1.532(6) . ?
C1B C2B 1.541(5) . ?
C1B H1B 0.9800 . ?
O7B C7B 1.216(5) . ?
C3B C2B 1.503(5) . ?
C3B C4B 1.524(6) . ?
C3B H3B 0.9800 . ?
C8A C9A 1.370(5) . ?
C8A C13A 1.393(5) . ?
C8A C7A 1.479(6) . ?
C7A O7A 1.202(5) . ?
C8B C9B 1.374(6) . ?
C8B C13B 1.394(6) . ?
C8B C7B 1.488(6) . ?
C9A C10A 1.386(6) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.403(6) . ?
C9B H9B 0.9300 . ?
C5A C6A 1.520(5) . ?
C5A H5A 0.9800 . ?
C6A C1A 1.520(5) . ?
C6A H6A 0.9800 . ?
C6B H6B 0.9800 . ?
C1A C2A 1.544(5) . ?
C1A H1A 0.9800 . ?
C12B C11B 1.348(8) . ?
C12B C13B 1.364(7) . ?
C12B H12B 0.9300 . ?
C11B C10B 1.373(7) . ?
C11B H11B 0.9300 . ?
C2A H2A 0.9800 . ?
C17B C19B 1.504(6) . ?
C17B C18B 1.512(6) . ?
C12A C11A 1.371(6) . ?
C12A C13A 1.377(6) . ?
C12A H12A 0.9300 . ?
C13A H13A 0.9300 . ?
C2B H2B 0.9800 . ?
C17A C19A 1.482(6) . ?
C17A C18A 1.519(6) . ?
C16A C14A 1.515(6) . ?
C16A H16A 0.9600 . ?
C16A H16B 0.9600 . ?
C16A H16C 0.9600 . ?
C4B H4B 0.9800 . ?
C14A C15A 1.500(6) . ?
C10B H10B 0.9300 . ?
C14B C15B 1.496(7) . ?
C14B C16B 1.530(6) . ?
C13B H13B 0.9300 . ?
C19B H19A 0.9600 . ?
C19B H19B 0.9600 . ?
C19B H19C 0.9600 . ?
C10A C11A 1.371(6) . ?
C10A H10A 0.9300 . ?
C18A H18A 0.9600 . ?
C18A H18B 0.9600 . ?
C18A H18C 0.9600 . ?
C15B H15A 0.9600 . ?
C15B H15B 0.9600 . ?
C15B H15C 0.9600 . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?
C11A H11A 0.9300 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C18B H18D 0.9600 . ?
C18B H18E 0.9600 . ?
C18B H18F 0.9600 . ?
C16B H16D 0.9600 . ?
C16B H16E 0.9600 . ?
C16B H16F 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
C7A O6A C3A 116.2(3) . . ?
C7B O6B C3B 116.6(3) . . ?
C2A O4A C17A 106.0(3) . . ?
C6A O1A H1AO 109.5 . . ?
C2B O4B C17B 106.1(3) . . ?
C1B O5B C17B 109.2(3) . . ?
C14A O2A C4A 106.6(3) . . ?
C1A O5A C17A 107.9(3) . . ?
C5B O3B C14B 105.0(3) . . ?
C14B O2B C4B 107.9(3) . . ?
C6B O1B H1BO 109.5 . . ?
O2A C4A C3A 112.6(3) . . ?
O2A C4A C5A 105.4(3) . . ?
C3A C4A C5A 112.3(3) . . ?
O2A C4A H4A 108.8 . . ?
C3A C4A H4A 108.8 . . ?
C5A C4A H4A 108.8 . . ?
C5A O3A C14A 105.1(3) . . ?
O3B C5B C6B 113.3(3) . . ?
O3B C5B C4B 103.1(3) . . ?
C6B C5B C4B 114.4(3) . . ?
O3B C5B H5B 108.6 . . ?
C6B C5B H5B 108.6 . . ?
C4B C5B H5B 108.6 . . ?
O6A C3A C2A 109.9(3) . . ?
O6A C3A C4A 110.2(3) . . ?
C2A C3A C4A 117.0(3) . . ?
O6A C3A H3A 106.3 . . ?
C2A C3A H3A 106.3 . . ?
C4A C3A H3A 106.3 . . ?
O5B C1B C6B 111.2(3) . . ?
O5B C1B C2B 104.8(3) . . ?
C6B C1B C2B 113.5(3) . . ?
O5B C1B H1B 109.1 . . ?
C6B C1B H1B 109.1 . . ?
C2B C1B H1B 109.1 . . ?
O6B C3B C2B 108.8(3) . . ?
O6B C3B C4B 111.2(3) . . ?
C2B C3B C4B 115.6(3) . . ?
O6B C3B H3B 106.9 . . ?
C2B C3B H3B 106.9 . . ?
C4B C3B H3B 106.9 . . ?
C9A C8A C13A 119.3(4) . . ?
C9A C8A C7A 123.2(4) . . ?
C13A C8A C7A 117.4(4) . . ?
O7A C7A O6A 122.9(4) . . ?
O7A C7A C8A 123.8(4) . . ?
O6A C7A C8A 113.3(4) . . ?
C9B C8B C13B 118.8(4) . . ?
C9B C8B C7B 122.3(4) . . ?
C13B C8B C7B 118.9(4) . . ?
C8A C9A C10A 120.4(4) . . ?
C8A C9A H9A 119.8 . . ?
C10A C9A H9A 119.8 . . ?
O7B C7B O6B 123.5(4) . . ?
O7B C7B C8B 123.7(4) . . ?
O6B C7B C8B 112.7(4) . . ?
C8B C9B C10B 119.4(5) . . ?
C8B C9B H9B 120.3 . . ?
C10B C9B H9B 120.3 . . ?
O3A C5A C6A 112.1(3) . . ?
O3A C5A C4A 102.9(3) . . ?
C6A C5A C4A 114.6(3) . . ?
O3A C5A H5A 109.0 . . ?
C6A C5A H5A 109.0 . . ?
C4A C5A H5A 109.0 . . ?
O1A C6A C5A 112.9(3) . . ?
O1A C6A C1A 110.7(3) . . ?
C5A C6A C1A 116.1(3) . . ?
O1A C6A H6A 105.4 . . ?
C5A C6A H6A 105.4 . . ?
C1A C6A H6A 105.4 . . ?
O1B C6B C5B 112.9(3) . . ?
O1B C6B C1B 110.5(3) . . ?
C5B C6B C1B 115.5(3) . . ?
O1B C6B H6B 105.7 . . ?
C5B C6B H6B 105.7 . . ?
C1B C6B H6B 105.7 . . ?
O5A C1A C6A 110.5(3) . . ?
O5A C1A C2A 104.1(3) . . ?
C6A C1A C2A 114.2(3) . . ?
O5A C1A H1A 109.3 . . ?
C6A C1A H1A 109.3 . . ?
C2A C1A H1A 109.3 . . ?
C11B C12B C13B 120.3(6) . . ?
C11B C12B H12B 119.9 . . ?
C13B C12B H12B 119.9 . . ?
C12B C11B C10B 120.5(5) . . ?
C12B C11B H11B 119.7 . . ?
C10B C11B H11B 119.7 . . ?
O4A C2A C3A 113.9(3) . . ?
O4A C2A C1A 104.3(3) . . ?
C3A C2A C1A 112.2(3) . . ?
O4A C2A H2A 108.7 . . ?
C3A C2A H2A 108.7 . . ?
C1A C2A H2A 108.7 . . ?
O4B C17B O5B 104.6(3) . . ?
O4B C17B C19B 108.9(3) . . ?
O5B C17B C19B 108.6(3) . . ?
O4B C17B C18B 111.9(3) . . ?
O5B C17B C18B 110.7(3) . . ?
C19B C17B C18B 111.8(4) . . ?
C11A C12A C13A 119.9(5) . . ?
C11A C12A H12A 120.1 . . ?
C13A C12A H12A 120.1 . . ?
C12A C13A C8A 120.2(4) . . ?
C12A C13A H13A 119.9 . . ?
C8A C13A H13A 119.9 . . ?
O4B C2B C3B 113.8(3) . . ?
O4B C2B C1B 103.0(3) . . ?
C3B C2B C1B 111.7(3) . . ?
O4B C2B H2B 109.3 . . ?
C3B C2B H2B 109.3 . . ?
C1B C2B H2B 109.3 . . ?
O5A C17A O4A 103.2(3) . . ?
O5A C17A C19A 109.7(4) . . ?
O4A C17A C19A 109.4(4) . . ?
O5A C17A C18A 110.3(4) . . ?
O4A C17A C18A 111.1(3) . . ?
C19A C17A C18A 112.7(4) . . ?
C14A C16A H16A 109.5 . . ?
C14A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C14A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
O2B C4B C3B 112.1(3) . . ?
O2B C4B C5B 104.7(3) . . ?
C3B C4B C5B 111.5(3) . . ?
O2B C4B H4B 109.5 . . ?
C3B C4B H4B 109.5 . . ?
C5B C4B H4B 109.5 . . ?
O2A C14A O3A 102.9(3) . . ?
O2A C14A C15A 108.6(4) . . ?
O3A C14A C15A 109.2(4) . . ?
O2A C14A C16A 111.9(3) . . ?
O3A C14A C16A 111.6(3) . . ?
C15A C14A C16A 112.2(4) . . ?
C11B C10B C9B 120.0(5) . . ?
C11B C10B H10B 120.0 . . ?
C9B C10B H10B 120.0 . . ?
O2B C14B O3B 103.1(3) . . ?
O2B C14B C15B 109.6(4) . . ?
O3B C14B C15B 109.0(4) . . ?
O2B C14B C16B 111.3(4) . . ?
O3B C14B C16B 110.4(4) . . ?
C15B C14B C16B 113.0(4) . . ?
C12B C13B C8B 121.0(5) . . ?
C12B C13B H13B 119.5 . . ?
C8B C13B H13B 119.5 . . ?
C17B C19B H19A 109.5 . . ?
C17B C19B H19B 109.5 . . ?
H19A C19B H19B 109.5 . . ?
C17B C19B H19C 109.5 . . ?
H19A C19B H19C 109.5 . . ?
H19B C19B H19C 109.5 . . ?
C11A C10A C9A 119.7(5) . . ?
C11A C10A H10A 120.1 . . ?
C9A C10A H10A 120.1 . . ?
C17A C18A H18A 109.5 . . ?
C17A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C17A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C14B C15B H15A 109.5 . . ?
C14B C15B H15B 109.5 . . ?
H15A C15B H15B 109.5 . . ?
C14B C15B H15C 109.5 . . ?
H15A C15B H15C 109.5 . . ?
H15B C15B H15C 109.5 . . ?
C17A C19A H19D 109.5 . . ?
C17A C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
C17A C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C12A C11A C10A 120.5(4) . . ?
C12A C11A H11A 119.7 . . ?
C10A C11A H11A 119.7 . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C14A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C17B C18B H18D 109.5 . . ?
C17B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C17B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
C14B C16B H16D 109.5 . . ?
C14B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C14B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 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
C14A O2A C4A C3A 141.5(3) . . . . ?
C14A O2A C4A C5A 18.8(4) . . . . ?
C14B O3B C5B C6B -156.3(3) . . . . ?
C14B O3B C5B C4B -32.1(4) . . . . ?
C7A O6A C3A C2A -137.4(4) . . . . ?
C7A O6A C3A C4A 92.1(4) . . . . ?
O2A C4A C3A O6A 51.4(4) . . . . ?
C5A C4A C3A O6A 170.2(3) . . . . ?
O2A C4A C3A C2A -75.2(4) . . . . ?
C5A C4A C3A C2A 43.6(5) . . . . ?
C17B O5B C1B C6B 125.3(3) . . . . ?
C17B O5B C1B C2B 2.3(4) . . . . ?
C7B O6B C3B C2B -149.3(4) . . . . ?
C7B O6B C3B C4B 82.3(4) . . . . ?
C3A O6A C7A O7A 6.6(6) . . . . ?
C3A O6A C7A C8A -172.7(3) . . . . ?
C9A C8A C7A O7A 166.7(5) . . . . ?
C13A C8A C7A O7A -15.8(7) . . . . ?
C9A C8A C7A O6A -14.0(6) . . . . ?
C13A C8A C7A O6A 163.5(4) . . . . ?
C13A C8A C9A C10A 0.5(6) . . . . ?
C7A C8A C9A C10A 178.0(4) . . . . ?
C3B O6B C7B O7B 0.0(6) . . . . ?
C3B O6B C7B C8B -178.9(3) . . . . ?
C9B C8B C7B O7B 176.0(5) . . . . ?
C13B C8B C7B O7B -7.4(7) . . . . ?
C9B C8B C7B O6B -5.1(6) . . . . ?
C13B C8B C7B O6B 171.5(4) . . . . ?
C13B C8B C9B C10B -0.7(7) . . . . ?
C7B C8B C9B C10B 175.9(4) . . . . ?
C14A O3A C5A C6A -153.1(3) . . . . ?
C14A O3A C5A C4A -29.5(4) . . . . ?
O2A C4A C5A O3A 6.9(4) . . . . ?
C3A C4A C5A O3A -116.1(3) . . . . ?
O2A C4A C5A C6A 128.8(3) . . . . ?
C3A C4A C5A C6A 5.8(5) . . . . ?
O3A C5A C6A O1A -59.6(4) . . . . ?
C4A C5A C6A O1A -176.4(3) . . . . ?
O3A C5A C6A C1A 69.7(4) . . . . ?
C4A C5A C6A C1A -47.0(5) . . . . ?
O3B C5B C6B O1B -61.7(4) . . . . ?
C4B C5B C6B O1B -179.5(3) . . . . ?
O3B C5B C6B C1B 66.9(4) . . . . ?
C4B C5B C6B C1B -50.9(5) . . . . ?
O5B C1B C6B O1B 44.4(4) . . . . ?
C2B C1B C6B O1B 162.3(3) . . . . ?
O5B C1B C6B C5B -85.3(4) . . . . ?
C2B C1B C6B C5B 32.6(5) . . . . ?
C17A O5A C1A C6A 140.9(3) . . . . ?
C17A O5A C1A C2A 18.0(4) . . . . ?
O1A C6A C1A O5A 52.3(4) . . . . ?
C5A C6A C1A O5A -78.1(4) . . . . ?
O1A C6A C1A C2A 169.2(3) . . . . ?
C5A C6A C1A C2A 38.8(5) . . . . ?
C13B C12B C11B C10B -2.7(9) . . . . ?
C17A O4A C2A C3A -149.7(3) . . . . ?
C17A O4A C2A C1A -27.0(4) . . . . ?
O6A C3A C2A O4A -60.1(4) . . . . ?
C4A C3A C2A O4A 66.6(4) . . . . ?
O6A C3A C2A C1A -178.3(3) . . . . ?
C4A C3A C2A C1A -51.6(5) . . . . ?
O5A C1A C2A O4A 5.7(4) . . . . ?
C6A C1A C2A O4A -114.8(4) . . . . ?
O5A C1A C2A C3A 129.5(3) . . . . ?
C6A C1A C2A C3A 8.9(5) . . . . ?
C2B O4B C17B O5B 35.1(4) . . . . ?
C2B O4B C17B C19B 151.1(3) . . . . ?
C2B O4B C17B C18B -84.8(4) . . . . ?
C1B O5B C17B O4B -22.6(4) . . . . ?
C1B O5B C17B C19B -138.8(3) . . . . ?
C1B O5B C17B C18B 98.1(4) . . . . ?
C11A C12A C13A C8A -0.7(7) . . . . ?
C9A C8A C13A C12A 0.9(6) . . . . ?
C7A C8A C13A C12A -176.7(4) . . . . ?
C17B O4B C2B C3B -154.1(3) . . . . ?
C17B O4B C2B C1B -33.0(4) . . . . ?
O6B C3B C2B O4B -68.3(4) . . . . ?
C4B C3B C2B O4B 57.7(5) . . . . ?
O6B C3B C2B C1B 175.6(3) . . . . ?
C4B C3B C2B C1B -58.5(5) . . . . ?
O5B C1B C2B O4B 18.7(4) . . . . ?
C6B C1B C2B O4B -102.8(4) . . . . ?
O5B C1B C2B C3B 141.3(3) . . . . ?
C6B C1B C2B C3B 19.8(5) . . . . ?
C1A O5A C17A O4A -34.9(4) . . . . ?
C1A O5A C17A C19A -151.5(4) . . . . ?
C1A O5A C17A C18A 83.8(4) . . . . ?
C2A O4A C17A O5A 38.4(4) . . . . ?
C2A O4A C17A C19A 155.1(3) . . . . ?
C2A O4A C17A C18A -79.8(4) . . . . ?
C14B O2B C4B C3B 134.7(4) . . . . ?
C14B O2B C4B C5B 13.7(4) . . . . ?
O6B C3B C4B O2B 48.1(4) . . . . ?
C2B C3B C4B O2B -76.6(4) . . . . ?
O6B C3B C4B C5B 165.1(3) . . . . ?
C2B C3B C4B C5B 40.3(5) . . . . ?
O3B C5B C4B O2B 11.6(4) . . . . ?
C6B C5B C4B O2B 135.1(4) . . . . ?
O3B C5B C4B C3B -109.8(4) . . . . ?
C6B C5B C4B C3B 13.7(5) . . . . ?
C4A O2A C14A O3A -37.3(4) . . . . ?
C4A O2A C14A C15A -153.0(3) . . . . ?
C4A O2A C14A C16A 82.6(4) . . . . ?
C5A O3A C14A O2A 42.0(4) . . . . ?
C5A O3A C14A C15A 157.2(4) . . . . ?
C5A O3A C14A C16A -78.1(4) . . . . ?
C12B C11B C10B C9B 2.9(8) . . . . ?
C8B C9B C10B C11B -1.1(8) . . . . ?
C4B O2B C14B O3B -33.7(4) . . . . ?
C4B O2B C14B C15B -149.6(4) . . . . ?
C4B O2B C14B C16B 84.7(4) . . . . ?
C5B O3B C14B O2B 41.3(4) . . . . ?
C5B O3B C14B C15B 157.7(4) . . . . ?
C5B O3B C14B C16B -77.7(4) . . . . ?
C11B C12B C13B C8B 0.8(8) . . . . ?
C9B C8B C13B C12B 0.9(7) . . . . ?
C7B C8B C13B C12B -175.8(4) . . . . ?
C8A C9A C10A C11A -2.1(7) . . . . ?
C13A C12A C11A C10A -1.0(7) . . . . ?
C9A C10A C11A C12A 2.4(8) . . . . ?

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
O1A H1AO O3B 0.82 2.43 2.855(4) 113.4 1_554
O1B H1BO O3A 0.82 2.57 2.972(4) 111.9 1_556

_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.084
_database_code_depnum_ccdc_archive 'CCDC 973085'
