 
data_marc003 
  
_audit_creation_method            'SHELXL-2014/7' 
_shelx_SHELXL_version_number      '2014/7' 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C28 H30 O7' 
_chemical_formula_weight          478.52 
  
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   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' 
  
_space_group_crystal_system       monoclinic 
_space_group_IT_number            14 
_space_group_name_H-M_alt         'P 21/c' 
_space_group_name_Hall            '-P 2ybc' 
  
_shelx_space_group_comment 
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
; 
  
loop_ 
 _space_group_symop_operation_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
  
_cell_length_a                    17.280(3) 
_cell_length_b                    6.9383(11) 
_cell_length_c                    21.121(3) 
_cell_angle_alpha                 90 
_cell_angle_beta                  104.013(2) 
_cell_angle_gamma                 90 
_cell_volume                      2456.8(7) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     200(2) 
_cell_measurement_reflns_used     2882 
_cell_measurement_theta_min       2.43 
_cell_measurement_theta_max       24.06 
  
_exptl_crystal_description        block 
_exptl_crystal_colour             colourless 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.294 
_exptl_crystal_F_000              1016 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.322 
_exptl_crystal_size_mid           0.310 
_exptl_crystal_size_min           0.287 
_exptl_absorpt_coefficient_mu     0.093 
_shelx_estimated_absorpt_T_min    0.971 
_shelx_estimated_absorpt_T_max    0.974 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.6685   
_exptl_absorpt_correction_T_max   0.7456 
_exptl_absorpt_process_details    'APEX2 (Bruker, 2007)' 
_exptl_absorpt_special_details    ? 
_diffrn_ambient_temperature       200(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    ? 
_diffrn_measurement_device_type   'Bruker AXS APEX diffractometer' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  8.33 
_diffrn_reflns_number             24462 
_diffrn_reflns_av_unetI/netI      0.0818 
_diffrn_reflns_av_R_equivalents   0.0604 
_diffrn_reflns_limit_h_min        -22 
_diffrn_reflns_limit_h_max        22 
_diffrn_reflns_limit_k_min        -9 
_diffrn_reflns_limit_k_max        9 
_diffrn_reflns_limit_l_min        -26 
_diffrn_reflns_limit_l_max        27 
_diffrn_reflns_theta_min          1.988 
_diffrn_reflns_theta_max          27.614 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max   0.999 
_diffrn_measured_fraction_theta_full  1.000 
_diffrn_reflns_Laue_measured_fraction_max    0.999 
_diffrn_reflns_Laue_measured_fraction_full   1.000 
_diffrn_reflns_point_group_measured_fraction_max   0.999 
_diffrn_reflns_point_group_measured_fraction_full  1.000 
_reflns_number_total              5682 
_reflns_number_gt                 3068 
_reflns_threshold_expression      'I > 2σ(I)' 
_reflns_Friedel_coverage          0.000 
_reflns_Friedel_fraction_max      . 
_reflns_Friedel_fraction_full     . 
  
_reflns_special_details 
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
; 
  
_computing_data_collection        'Bruker APEX2' 
_computing_cell_refinement        'Bruker SAINT' 
_computing_data_reduction         'Bruker SAINT' 
_computing_structure_solution     'SHELXS-97 (Sheldrick 2008)' 
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_refine_special_details           ? 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0348P)²] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      ? 
_atom_sites_solution_secondary    ? 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        . 
_refine_ls_number_reflns          5682 
_refine_ls_number_parameters      335 
_refine_ls_number_restraints      4 
_refine_ls_R_factor_all           0.0928 
_refine_ls_R_factor_gt            0.0456 
_refine_ls_wR_factor_ref          0.0908 
_refine_ls_wR_factor_gt           0.0803 
_refine_ls_goodness_of_fit_ref    0.823 
_refine_ls_restrained_S_all       0.823 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 
  
loop_ 
 _atom_site_label 
 _atom_site_type_symbol 
 _atom_site_fract_x 
 _atom_site_fract_y 
 _atom_site_fract_z 
 _atom_site_U_iso_or_equiv 
 _atom_site_adp_type 
 _atom_site_occupancy 
 _atom_site_site_symmetry_order 
 _atom_site_calc_flag 
 _atom_site_refinement_flags_posn 
 _atom_site_refinement_flags_adp 
 _atom_site_refinement_flags_occupancy 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.30210(9) 0.3423(2) 0.57717(8) 0.0264(4) Uani 1 1 d . . . . . 
C2 C 0.36600(9) 0.2173(2) 0.55543(8) 0.0271(4) Uani 1 1 d . . . . . 
C3 C 0.39955(9) 0.3613(2) 0.51330(8) 0.0294(4) Uani 1 1 d . . . . . 
H3A H 0.4331 0.4617 0.5410 0.035 Uiso 1 1 calc R U . . . 
C4 C 0.32422(9) 0.4491(2) 0.47074(8) 0.0285(4) Uani 1 1 d . . . . . 
H4 H 0.3009 0.3556 0.4352 0.034 Uiso 1 1 calc R U . . . 
C5 C 0.26531(9) 0.4705(2) 0.51589(8) 0.0279(4) Uani 1 1 d . . . . . 
H5 H 0.2698 0.6070 0.5315 0.033 Uiso 1 1 calc R U . . . 
C6 C 0.19718(10) 0.3497(2) 0.63972(8) 0.0325(4) Uani 1 1 d . . . . . 
H6 H 0.2042 0.4856 0.6410 0.039 Uiso 1 1 calc R U . . . 
C7 C 0.14275(9) 0.2705(2) 0.67070(8) 0.0344(4) Uani 1 1 d . . . . . 
H7 H 0.1131 0.3512 0.6925 0.041 Uiso 1 1 calc R U . . . 
C8 C 0.13185(10) 0.0735(3) 0.66969(9) 0.0361(5) Uani 1 1 d . . . . . 
C9 C 0.17476(11) -0.0392(3) 0.63650(10) 0.0439(5) Uani 1 1 d . . . . . 
H9 H 0.1671 -0.1749 0.6349 0.053 Uiso 1 1 calc R U . . . 
C10 C 0.22843(10) 0.0418(2) 0.60565(9) 0.0379(5) Uani 1 1 d . . . . . 
H10 H 0.2570 -0.0389 0.5829 0.045 Uiso 1 1 calc R U . . . 
C11 C 0.24166(9) 0.2400(2) 0.60709(8) 0.0264(4) Uani 1 1 d . . . . . 
C12 C 0.0360(8) 0.0922(8) 0.7347(6) 0.076(3) Uani 0.72(2) 1 d D . P A 1 
H12A H 0.0726 0.1597 0.7706 0.114 Uiso 0.72(2) 1 calc R U P A 1 
H12B H 0.0008 0.0081 0.7525 0.114 Uiso 0.72(2) 1 calc R U P A 1 
H12C H 0.0038 0.1866 0.7052 0.114 Uiso 0.72(2) 1 calc R U P A 1 
C12' C 0.0701(16) 0.077(3) 0.7577(10) 0.076(3) Uani 0.28(2) 1 d D . P A 2 
H12D H 0.1223 0.1154 0.7848 0.114 Uiso 0.28(2) 1 calc R U P A 2 
H12E H 0.0438 -0.0096 0.7826 0.114 Uiso 0.28(2) 1 calc R U P A 2 
H12F H 0.0371 0.1920 0.7448 0.114 Uiso 0.28(2) 1 calc R U P A 2 
C13 C 0.49065(9) 0.2270(2) 0.65000(8) 0.0303(4) Uani 1 1 d . . . . . 
H13 H 0.4909 0.3635 0.6467 0.036 Uiso 1 1 calc R U . . . 
C14 C 0.55103(9) 0.1365(2) 0.69522(8) 0.0309(4) Uani 1 1 d . . . . . 
H14 H 0.5911 0.2110 0.7235 0.037 Uiso 1 1 calc R U . . . 
C15 C 0.55296(9) -0.0625(2) 0.69928(8) 0.0278(4) Uani 1 1 d . . . . . 
C16 C 0.49174(10) -0.1691(2) 0.66113(8) 0.0320(4) Uani 1 1 d . . . . . 
H16 H 0.4912 -0.3054 0.6653 0.038 Uiso 1 1 calc R U . . . 
C17 C 0.43110(9) -0.0762(2) 0.61671(8) 0.0296(4) Uani 1 1 d . . . . . 
H17 H 0.3893 -0.1509 0.5906 0.036 Uiso 1 1 calc R U . . . 
C18 C 0.42943(9) 0.1227(2) 0.60910(8) 0.0263(4) Uani 1 1 d . . . . . 
C19 C 0.63308(10) -0.3437(2) 0.73306(9) 0.0453(5) Uani 1 1 d . . . . . 
H19A H 0.5931 -0.4212 0.7475 0.068 Uiso 1 1 calc R U . . . 
H19B H 0.6865 -0.3780 0.7588 0.068 Uiso 1 1 calc R U . . . 
H19C H 0.6295 -0.3689 0.6868 0.068 Uiso 1 1 calc R U . . . 
C20 C 0.33595(10) 0.6382(2) 0.44007(8) 0.0305(4) Uani 1 1 d . . . . . 
C21 C 0.2702(6) 0.8695(13) 0.3621(6) 0.0494(9) Uani 0.649(7) 1 d D . P B 1 
H21A H 0.3243 0.9162 0.3620 0.059 Uiso 0.649(7) 1 calc R U P B 1 
H21B H 0.2458 0.9604 0.3877 0.059 Uiso 0.649(7) 1 calc R U P B 1 
C22 C 0.2203(4) 0.8550(7) 0.2940(2) 0.0789(16) Uani 0.649(7) 1 d D . P B 1 
H22A H 0.2453 0.7651 0.2692 0.118 Uiso 0.649(7) 1 calc R U P B 1 
H22B H 0.2158 0.9823 0.2734 0.118 Uiso 0.649(7) 1 calc R U P B 1 
H22C H 0.1671 0.8079 0.2948 0.118 Uiso 0.649(7) 1 calc R U P B 1 
C21' C 0.2706(11) 0.861(2) 0.3574(11) 0.0494(9) Uani 0.351(7) 1 d D . P B 2 
H21C H 0.3061 0.8612 0.3270 0.059 Uiso 0.351(7) 1 calc R U P B 2 
H21D H 0.2871 0.9655 0.3896 0.059 Uiso 0.351(7) 1 calc R U P B 2 
C22' C 0.1853(6) 0.8864(14) 0.3207(5) 0.0789(16) Uani 0.351(7) 1 d D . P B 2 
H22D H 0.1714 0.7884 0.2864 0.118 Uiso 0.351(7) 1 calc R U P B 2 
H22E H 0.1783 1.0149 0.3009 0.118 Uiso 0.351(7) 1 calc R U P B 2 
H22F H 0.1505 0.8726 0.3508 0.118 Uiso 0.351(7) 1 calc R U P B 2 
C23 C 0.12608(10) 0.5931(3) 0.47233(9) 0.0427(5) Uani 1 1 d . . . . . 
H23 H 0.1442 0.7155 0.4900 0.051 Uiso 1 1 calc R U . . . 
C24 C 0.04710(11) 0.5710(3) 0.43879(10) 0.0564(6) Uani 1 1 d . . . . . 
H24 H 0.0116 0.6775 0.4337 0.068 Uiso 1 1 calc R U . . . 
C25 C 0.02038(12) 0.3957(4) 0.41311(10) 0.0575(6) Uani 1 1 d . . . . . 
H25 H -0.0337 0.3807 0.3899 0.069 Uiso 1 1 calc R U . . . 
C26 C 0.07154(11) 0.2410(3) 0.42084(10) 0.0526(6) Uani 1 1 d . . . . . 
H26 H 0.0527 0.1189 0.4033 0.063 Uiso 1 1 calc R U . . . 
C27 C 0.15036(10) 0.2632(3) 0.45421(9) 0.0425(5) Uani 1 1 d . . . . . 
H27 H 0.1855 0.1559 0.4592 0.051 Uiso 1 1 calc R U . . . 
C28 C 0.17889(10) 0.4406(2) 0.48053(8) 0.0322(4) Uani 1 1 d . . . . . 
O1 O 0.34484(6) 0.48152(14) 0.62339(5) 0.0298(3) Uani 1 1 d . . . . . 
H1 H 0.3564 0.4326 0.6609 0.036 Uiso 1 1 calc R U . . . 
O2 O 0.32385(6) 0.07383(15) 0.51167(6) 0.0305(3) Uani 1 1 d . . . . . 
H2 H 0.3550 0.0222 0.4917 0.037 Uiso 1 1 calc R U . . . 
O3 O 0.44239(6) 0.26796(17) 0.47261(6) 0.0380(3) Uani 1 1 d . . . . . 
H3 H 0.4905 0.2575 0.4926 0.046 Uiso 1 1 calc R U . . . 
O4 O 0.39105(6) 0.74816(16) 0.45887(6) 0.0368(3) Uani 1 1 d . . . . . 
O5 O 0.27420(7) 0.67619(17) 0.39004(6) 0.0463(4) Uani 1 1 d D . . . . 
O6 O 0.08078(8) -0.02127(18) 0.69976(7) 0.0533(4) Uani 1 1 d D . . . . 
O7 O 0.61855(6) -0.14230(15) 0.74201(5) 0.0351(3) Uani 1 1 d . . . . . 
  
  
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
  
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
C1 O1 1.4432(17) . ? 
C1 C11 1.521(2) . ? 
C1 C2 1.558(2) . ? 
C1 C5 1.572(2) . ? 
C2 O2 1.4318(17) . ? 
C2 C18 1.522(2) . ? 
C2 C3 1.541(2) . ? 
C3 O3 1.4192(18) . ? 
C3 C4 1.519(2) . ? 
C3 H3A 1.0000 . ? 
C4 C20 1.498(2) . ? 
C4 C5 1.561(2) . ? 
C4 H4 1.0000 . ? 
C5 C28 1.514(2) . ? 
C5 H5 1.0000 . ? 
C6 C11 1.379(2) . ? 
C6 C7 1.383(2) . ? 
C6 H6 0.9500 . ? 
C7 C8 1.379(2) . ? 
C7 H7 0.9500 . ? 
C8 O6 1.373(2) . ? 
C8 C9 1.380(2) . ? 
C9 C10 1.376(2) . ? 
C9 H9 0.9500 . ? 
C10 C11 1.393(2) . ? 
C10 H10 0.9500 . ? 
C12 O6 1.429(5) . ? 
C12 H12A 0.9800 . ? 
C12 H12B 0.9800 . ? 
C12 H12C 0.9800 . ? 
C12' O6 1.451(13) . ? 
C12' H12D 0.9800 . ? 
C12' H12E 0.9800 . ? 
C12' H12F 0.9800 . ? 
C13 C14 1.383(2) . ? 
C13 C18 1.395(2) . ? 
C13 H13 0.9500 . ? 
C14 C15 1.383(2) . ? 
C14 H14 0.9500 . ? 
C15 C16 1.380(2) . ? 
C15 O7 1.3822(17) . ? 
C16 C17 1.385(2) . ? 
C16 H16 0.9500 . ? 
C17 C18 1.388(2) . ? 
C17 H17 0.9500 . ? 
C19 O7 1.4404(19) . ? 
C19 H19A 0.9800 . ? 
C19 H19B 0.9800 . ? 
C19 H19C 0.9800 . ? 
C20 O4 1.2095(18) . ? 
C20 O5 1.3337(18) . ? 
C21 O5 1.461(7) . ? 
C21 C22 1.489(9) . ? 
C21 H21A 0.9900 . ? 
C21 H21B 0.9900 . ? 
C22 H22A 0.9800 . ? 
C22 H22B 0.9800 . ? 
C22 H22C 0.9800 . ? 
C21' O5 1.447(13) . ? 
C21' C22' 1.501(14) . ? 
C21' H21C 0.9900 . ? 
C21' H21D 0.9900 . ? 
C22' H22D 0.9800 . ? 
C22' H22E 0.9800 . ? 
C22' H22F 0.9800 . ? 
C23 C28 1.380(2) . ? 
C23 C24 1.386(2) . ? 
C23 H23 0.9500 . ? 
C24 C25 1.365(3) . ? 
C24 H24 0.9500 . ? 
C25 C26 1.375(3) . ? 
C25 H25 0.9500 . ? 
C26 C27 1.382(2) . ? 
C26 H26 0.9500 . ? 
C27 C28 1.391(2) . ? 
C27 H27 0.9500 . ? 
O1 H1 0.8400 . ? 
O2 H2 0.8400 . ? 
O3 H3 0.8400 . ? 
  
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 C11 108.76(13) . . ? 
O1 C1 C2 106.78(12) . . ? 
C11 C1 C2 118.03(13) . . ? 
O1 C1 C5 102.51(12) . . ? 
C11 C1 C5 115.12(12) . . ? 
C2 C1 C5 104.27(13) . . ? 
O2 C2 C18 110.03(12) . . ? 
O2 C2 C3 106.36(13) . . ? 
C18 C2 C3 113.96(13) . . ? 
O2 C2 C1 106.92(12) . . ? 
C18 C2 C1 117.04(14) . . ? 
C3 C2 C1 101.67(12) . . ? 
O3 C3 C4 108.83(13) . . ? 
O3 C3 C2 112.23(13) . . ? 
C4 C3 C2 102.33(12) . . ? 
O3 C3 H3A 111.0 . . ? 
C4 C3 H3A 111.0 . . ? 
C2 C3 H3A 111.0 . . ? 
C20 C4 C3 114.89(13) . . ? 
C20 C4 C5 110.95(13) . . ? 
C3 C4 C5 105.59(13) . . ? 
C20 C4 H4 108.4 . . ? 
C3 C4 H4 108.4 . . ? 
C5 C4 H4 108.4 . . ? 
C28 C5 C4 113.38(13) . . ? 
C28 C5 C1 118.86(13) . . ? 
C4 C5 C1 104.80(12) . . ? 
C28 C5 H5 106.3 . . ? 
C4 C5 H5 106.3 . . ? 
C1 C5 H5 106.3 . . ? 
C11 C6 C7 122.82(16) . . ? 
C11 C6 H6 118.6 . . ? 
C7 C6 H6 118.6 . . ? 
C8 C7 C6 119.50(16) . . ? 
C8 C7 H7 120.2 . . ? 
C6 C7 H7 120.2 . . ? 
O6 C8 C7 124.61(17) . . ? 
O6 C8 C9 116.61(16) . . ? 
C7 C8 C9 118.78(17) . . ? 
C10 C9 C8 121.02(17) . . ? 
C10 C9 H9 119.5 . . ? 
C8 C9 H9 119.5 . . ? 
C9 C10 C11 121.26(17) . . ? 
C9 C10 H10 119.4 . . ? 
C11 C10 H10 119.4 . . ? 
C6 C11 C10 116.59(16) . . ? 
C6 C11 C1 118.15(15) . . ? 
C10 C11 C1 125.24(15) . . ? 
O6 C12 H12A 109.5 . . ? 
O6 C12 H12B 109.5 . . ? 
H12A C12 H12B 109.5 . . ? 
O6 C12 H12C 109.5 . . ? 
H12A C12 H12C 109.5 . . ? 
H12B C12 H12C 109.5 . . ? 
O6 C12' H12D 109.5 . . ? 
O6 C12' H12E 109.5 . . ? 
H12D C12' H12E 109.5 . . ? 
O6 C12' H12F 109.5 . . ? 
H12D C12' H12F 109.5 . . ? 
H12E C12' H12F 109.5 . . ? 
C14 C13 C18 121.62(15) . . ? 
C14 C13 H13 119.2 . . ? 
C18 C13 H13 119.2 . . ? 
C13 C14 C15 119.91(15) . . ? 
C13 C14 H14 120.0 . . ? 
C15 C14 H14 120.0 . . ? 
C16 C15 O7 123.92(15) . . ? 
C16 C15 C14 119.71(15) . . ? 
O7 C15 C14 116.37(14) . . ? 
C15 C16 C17 119.56(15) . . ? 
C15 C16 H16 120.2 . . ? 
C17 C16 H16 120.2 . . ? 
C16 C17 C18 122.16(15) . . ? 
C16 C17 H17 118.9 . . ? 
C18 C17 H17 118.9 . . ? 
C17 C18 C13 116.91(14) . . ? 
C17 C18 C2 120.41(14) . . ? 
C13 C18 C2 122.57(14) . . ? 
O7 C19 H19A 109.5 . . ? 
O7 C19 H19B 109.5 . . ? 
H19A C19 H19B 109.5 . . ? 
O7 C19 H19C 109.5 . . ? 
H19A C19 H19C 109.5 . . ? 
H19B C19 H19C 109.5 . . ? 
O4 C20 O5 123.41(16) . . ? 
O4 C20 C4 126.05(15) . . ? 
O5 C20 C4 110.46(14) . . ? 
O5 C21 C22 106.7(6) . . ? 
O5 C21 H21A 110.4 . . ? 
C22 C21 H21A 110.4 . . ? 
O5 C21 H21B 110.4 . . ? 
C22 C21 H21B 110.4 . . ? 
H21A C21 H21B 108.6 . . ? 
C21 C22 H22A 109.5 . . ? 
C21 C22 H22B 109.5 . . ? 
H22A C22 H22B 109.5 . . ? 
C21 C22 H22C 109.5 . . ? 
H22A C22 H22C 109.5 . . ? 
H22B C22 H22C 109.5 . . ? 
O5 C21' C22' 106.0(11) . . ? 
O5 C21' H21C 110.5 . . ? 
C22' C21' H21C 110.5 . . ? 
O5 C21' H21D 110.5 . . ? 
C22' C21' H21D 110.5 . . ? 
H21C C21' H21D 108.7 . . ? 
C21' C22' H22D 109.5 . . ? 
C21' C22' H22E 109.5 . . ? 
H22D C22' H22E 109.5 . . ? 
C21' C22' H22F 109.5 . . ? 
H22D C22' H22F 109.5 . . ? 
H22E C22' H22F 109.5 . . ? 
C28 C23 C24 121.24(18) . . ? 
C28 C23 H23 119.4 . . ? 
C24 C23 H23 119.4 . . ? 
C25 C24 C23 119.88(19) . . ? 
C25 C24 H24 120.1 . . ? 
C23 C24 H24 120.1 . . ? 
C24 C25 C26 120.15(19) . . ? 
C24 C25 H25 119.9 . . ? 
C26 C25 H25 119.9 . . ? 
C25 C26 C27 120.0(2) . . ? 
C25 C26 H26 120.0 . . ? 
C27 C26 H26 120.0 . . ? 
C26 C27 C28 120.84(18) . . ? 
C26 C27 H27 119.6 . . ? 
C28 C27 H27 119.6 . . ? 
C23 C28 C27 117.94(16) . . ? 
C23 C28 C5 120.00(16) . . ? 
C27 C28 C5 122.04(15) . . ? 
C1 O1 H1 109.5 . . ? 
C2 O2 H2 109.5 . . ? 
C3 O3 H3 109.5 . . ? 
C20 O5 C21' 119.1(7) . . ? 
C20 O5 C21 116.9(4) . . ? 
C8 O6 C12 117.7(3) . . ? 
C8 O6 C12' 113.1(8) . . ? 
C15 O7 C19 116.39(12) . . ? 
  
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 177.61(12) . . . . ? 
C11 C1 C2 O2 54.85(17) . . . . ? 
C5 C1 C2 O2 -74.32(15) . . . . ? 
O1 C1 C2 C18 53.74(17) . . . . ? 
C11 C1 C2 C18 -69.02(18) . . . . ? 
C5 C1 C2 C18 161.81(13) . . . . ? 
O1 C1 C2 C3 -71.08(14) . . . . ? 
C11 C1 C2 C3 166.16(13) . . . . ? 
C5 C1 C2 C3 36.99(14) . . . . ? 
O2 C2 C3 O3 -51.22(16) . . . . ? 
C18 C2 C3 O3 70.19(17) . . . . ? 
C1 C2 C3 O3 -162.96(12) . . . . ? 
O2 C2 C3 C4 65.27(15) . . . . ? 
C18 C2 C3 C4 -173.31(13) . . . . ? 
C1 C2 C3 C4 -46.46(15) . . . . ? 
O3 C3 C4 C20 -80.40(17) . . . . ? 
C2 C3 C4 C20 160.68(13) . . . . ? 
O3 C3 C4 C5 157.02(13) . . . . ? 
C2 C3 C4 C5 38.09(16) . . . . ? 
C20 C4 C5 C28 89.03(16) . . . . ? 
C3 C4 C5 C28 -145.90(14) . . . . ? 
C20 C4 C5 C1 -139.82(13) . . . . ? 
C3 C4 C5 C1 -14.74(16) . . . . ? 
O1 C1 C5 C28 -134.87(14) . . . . ? 
C11 C1 C5 C28 -17.0(2) . . . . ? 
C2 C1 C5 C28 113.94(15) . . . . ? 
O1 C1 C5 C4 97.23(13) . . . . ? 
C11 C1 C5 C4 -144.87(13) . . . . ? 
C2 C1 C5 C4 -13.97(15) . . . . ? 
C11 C6 C7 C8 0.3(3) . . . . ? 
C6 C7 C8 O6 178.65(15) . . . . ? 
C6 C7 C8 C9 -1.2(3) . . . . ? 
O6 C8 C9 C10 -178.95(16) . . . . ? 
C7 C8 C9 C10 0.9(3) . . . . ? 
C8 C9 C10 C11 0.3(3) . . . . ? 
C7 C6 C11 C10 1.0(2) . . . . ? 
C7 C6 C11 C1 -177.59(14) . . . . ? 
C9 C10 C11 C6 -1.3(3) . . . . ? 
C9 C10 C11 C1 177.18(16) . . . . ? 
O1 C1 C11 C6 43.69(18) . . . . ? 
C2 C1 C11 C6 165.45(14) . . . . ? 
C5 C1 C11 C6 -70.64(19) . . . . ? 
O1 C1 C11 C10 -134.75(16) . . . . ? 
C2 C1 C11 C10 -13.0(2) . . . . ? 
C5 C1 C11 C10 110.92(18) . . . . ? 
C18 C13 C14 C15 2.0(3) . . . . ? 
C13 C14 C15 C16 -4.2(3) . . . . ? 
C13 C14 C15 O7 175.00(15) . . . . ? 
O7 C15 C16 C17 -175.85(15) . . . . ? 
C14 C15 C16 C17 3.3(3) . . . . ? 
C15 C16 C17 C18 -0.1(3) . . . . ? 
C16 C17 C18 C13 -2.1(3) . . . . ? 
C16 C17 C18 C2 174.27(15) . . . . ? 
C14 C13 C18 C17 1.1(3) . . . . ? 
C14 C13 C18 C2 -175.11(15) . . . . ? 
O2 C2 C18 C17 -10.5(2) . . . . ? 
C3 C2 C18 C17 -129.84(16) . . . . ? 
C1 C2 C18 C17 111.78(17) . . . . ? 
O2 C2 C18 C13 165.62(15) . . . . ? 
C3 C2 C18 C13 46.3(2) . . . . ? 
C1 C2 C18 C13 -72.1(2) . . . . ? 
C3 C4 C20 O4 -21.5(2) . . . . ? 
C5 C4 C20 O4 98.16(19) . . . . ? 
C3 C4 C20 O5 161.86(14) . . . . ? 
C5 C4 C20 O5 -78.49(17) . . . . ? 
C28 C23 C24 C25 -0.1(3) . . . . ? 
C23 C24 C25 C26 0.4(3) . . . . ? 
C24 C25 C26 C27 -0.5(3) . . . . ? 
C25 C26 C27 C28 0.3(3) . . . . ? 
C24 C23 C28 C27 -0.2(3) . . . . ? 
C24 C23 C28 C5 178.42(17) . . . . ? 
C26 C27 C28 C23 0.1(3) . . . . ? 
C26 C27 C28 C5 -178.50(17) . . . . ? 
C4 C5 C28 C23 -112.69(18) . . . . ? 
C1 C5 C28 C23 123.53(18) . . . . ? 
C4 C5 C28 C27 65.9(2) . . . . ? 
C1 C5 C28 C27 -57.9(2) . . . . ? 
O4 C20 O5 C21' -2.2(13) . . . . ? 
C4 C20 O5 C21' 174.5(13) . . . . ? 
O4 C20 O5 C21 -6.8(7) . . . . ? 
C4 C20 O5 C21 169.9(7) . . . . ? 
C22' C21' O5 C20 -161.4(10) . . . . ? 
C22 C21 O5 C20 157.0(6) . . . . ? 
C7 C8 O6 C12 -0.2(8) . . . . ? 
C9 C8 O6 C12 179.7(8) . . . . ? 
C7 C8 O6 C12' -29.8(12) . . . . ? 
C9 C8 O6 C12' 150.1(12) . . . . ? 
C16 C15 O7 C19 16.8(2) . . . . ? 
C14 C15 O7 C19 -162.44(16) . . . . ? 
  
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 
O1 H1 O7  0.84 2.06 2.8895(16) 170.5 2_656 
O2 H2 O4  0.84 2.17 2.8854(16) 143.5 1_545 
O3 H3 O4  0.84 2.06 2.8937(16) 176.1 3_666 
  
_refine_diff_density_max    0.183 
_refine_diff_density_min   -0.189 
_refine_diff_density_rms    0.040 
  
  
  
