 
data_s80
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C80 H80 O20'
_chemical_formula_weight          1361.44
 
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)/n
_symmetry_space_group_name_hall   '-P 2yn'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
 
_cell_length_a                    9.700
_cell_length_b                    10.470
_cell_length_c                    16.580
_cell_angle_alpha                 90.00
_cell_angle_beta                  92.55
_cell_angle_gamma                 90.00
_cell_volume                      1682.2
_cell_formula_units_Z             1
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        unk
_exptl_crystal_colour             unk
_exptl_crystal_size_max           ?
_exptl_crystal_size_mid           ?
_exptl_crystal_size_min           ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.344
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              720
_exptl_absorpt_coefficient_mu     0.096
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source         'rotating anode generator'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Delft instruments FAST area detector'
_diffrn_measurement_method
 'Intensity measurements as described by Darr, Drake, Hursthouse & Malik (1993)'
_diffrn_standards_number         'None'
_diffrn_standards_interval_count 'N/A'
_diffrn_standards_interval_time  'N/A'
_diffrn_standards_decay_%        'N/A'
_diffrn_reflns_number             2347
_diffrn_reflns_av_R_equivalents   0.0417
_diffrn_reflns_av_sigmaI/netI     0.2143
_diffrn_reflns_limit_h_min        -9
_diffrn_reflns_limit_h_max        9
_diffrn_reflns_limit_k_min        -10
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -11
_diffrn_reflns_limit_l_max        18
_diffrn_reflns_theta_min          2.46
_diffrn_reflns_theta_max          25.33
_reflns_number_total              1075
_reflns_number_gt                 662
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        'MADNES (Pflugrath & Messerschmidt, 1989)'
_computing_cell_refinement        REFINE
_computing_data_reduction         'ABSURD (Karaulov, 1992)'
_computing_structure_solution     'SIR92 (Altomare, Cascarano, Giacovazzo & Guaglitardi, 1993)'
_computing_structure_refinement   'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material   SHELXL97
 
_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)+(0.0000P)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          1075
_refine_ls_number_parameters      216
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0589
_refine_ls_R_factor_gt            0.0434
_refine_ls_wR_factor_ref          0.1158
_refine_ls_wR_factor_gt           0.0986
_refine_ls_goodness_of_fit_ref    0.484
_refine_ls_restrained_S_all       0.484
_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
O1 O 0.1493(6) 0.0914(5) 0.3531(3) 0.0753(17) Uani 1 1 d . . .
O2 O 0.2610(5) 0.2163(5) 0.2679(3) 0.0837(18) Uani 1 1 d . . .
O3 O 0.9625(5) -0.2545(5) 0.4807(3) 0.0784(17) Uani 1 1 d . . .
O4 O 0.7699(5) -0.3813(4) 0.5640(3) 0.0649(15) Uani 1 1 d . . .
O5 O 0.8141(5) -0.1111(5) 0.0834(3) 0.0923(18) Uani 1 1 d . . .
C1 C 0.2584(8) 0.1209(7) 0.3096(5) 0.060(2) Uani 1 1 d . . .
C2 C 0.1764(7) -0.0282(6) 0.3971(5) 0.069(2) Uani 1 1 d . . .
H2A H 0.1327 -0.0998 0.3691 0.083 Uiso 1 1 calc R . .
H2B H 0.1427 -0.0235 0.4512 0.083 Uiso 1 1 calc R . .
C3 C 0.3332(6) -0.0414(6) 0.3995(4) 0.0471(17) Uani 1 1 d . . .
H3 H 0.3723 0.0116 0.4436 0.056 Uiso 1 1 calc R . .
C4 C 0.3670(7) 0.0195(5) 0.3196(4) 0.0488(19) Uani 1 1 d . . .
H4 H 0.3457 -0.0447 0.2779 0.059 Uiso 1 1 calc R . .
C5 C 0.5124(7) 0.0606(5) 0.3087(4) 0.055(2) Uani 1 1 d . . .
H5A H 0.5421 0.1125 0.3547 0.066 Uiso 1 1 calc R . .
H5B H 0.5139 0.1144 0.2611 0.066 Uiso 1 1 calc R . .
C6 C 0.6191(7) -0.0500(6) 0.2994(4) 0.0441(17) Uani 1 1 d . . .
C7 C 0.6450(7) -0.1324(5) 0.3771(4) 0.0421(16) Uani 1 1 d . . .
C8 C 0.5437(7) -0.1890(5) 0.4228(4) 0.0413(17) Uani 1 1 d . . .
C9 C 0.3880(6) -0.1758(5) 0.4097(4) 0.0489(19) Uani 1 1 d . . .
H9A H 0.3595 -0.2245 0.3621 0.059 Uiso 1 1 calc R . .
H9B H 0.3446 -0.2143 0.4554 0.059 Uiso 1 1 calc R . .
C10 C 0.7831(7) -0.1580(6) 0.3982(4) 0.0542(19) Uani 1 1 d . . .
H10 H 0.8513 -0.1188 0.3693 0.065 Uiso 1 1 calc R . .
C11 C 0.8220(7) -0.2399(7) 0.4608(4) 0.054(2) Uani 1 1 d . . .
C12 C 0.7229(7) -0.2994(6) 0.5050(4) 0.0467(18) Uani 1 1 d . . .
C13 C 0.5858(6) -0.2724(5) 0.4858(4) 0.0464(18) Uani 1 1 d . . .
H13 H 0.5186 -0.3110 0.5157 0.056 Uiso 1 1 calc R . .
C14 C 1.0180(4) -0.3501(5) 0.4399(3) 0.094(3) Uani 1 1 d G . .
H14A H 0.9689 -0.4278 0.4498 0.141 Uiso 1 1 calc R . .
H14B H 1.1131 -0.3601 0.4574 0.141 Uiso 1 1 calc R . .
H14C H 1.0120 -0.3312 0.3832 0.141 Uiso 1 1 calc R . .
C15 C 0.6694(6) -0.4520(5) 0.6026(2) 0.072(2) Uani 1 1 d G . .
H15A H 0.6098 -0.3949 0.6300 0.108 Uiso 1 1 calc R . .
H15B H 0.7135 -0.5090 0.6411 0.108 Uiso 1 1 calc R . .
H15C H 0.6161 -0.5005 0.5632 0.108 Uiso 1 1 calc R . .
C16 C 0.5684(3) -0.1436(3) 0.2362(2) 0.0485(18) Uani 1 1 d G . .
H16 H 0.4925 -0.1936 0.2477 0.058 Uiso 1 1 calc R . .
C17 C 0.6252(4) -0.1605(3) 0.16385(19) 0.053(2) Uani 1 1 d G . .
H17 H 0.5852 -0.2168 0.1262 0.064 Uiso 1 1 calc R . .
C18 C 0.7468(4) -0.0917(3) 0.14565(18) 0.067(2) Uani 1 1 d G . .
C19 C 0.8116(3) -0.0003(3) 0.2053(2) 0.065(2) Uani 1 1 d G . .
H19 H 0.8940 0.0409 0.1952 0.078 Uiso 1 1 calc R . .
C20 C 0.7465(4) 0.0203(2) 0.2743(2) 0.058(2) Uani 1 1 d G . .
H20 H 0.7827 0.0826 0.3091 0.070 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
O1 C1 1.344(8) . ?
O1 C2 1.466(7) . ?
O2 C1 1.215(8) . ?
O3 C14 1.335(6) . ?
O3 C11 1.396(7) . ?
O4 C12 1.364(7) . ?
O4 C15 1.401(6) . ?
O5 C18 1.263(6) . ?
C1 C4 1.500(9) . ?
C2 C3 1.526(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C9 1.511(7) . ?
C3 C4 1.519(8) . ?
C3 H3 0.9800 . ?
C4 C5 1.493(8) . ?
C4 H4 0.9800 . ?
C5 C6 1.566(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C16 1.501(6) . ?
C6 C20 1.512(7) . ?
C6 C7 1.560(8) . ?
C7 C10 1.396(8) . ?
C7 C8 1.400(8) . ?
C8 C13 1.408(8) . ?
C8 C9 1.522(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.385(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(9) . ?
C12 C13 1.383(8) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.3545 . ?
C16 H16 0.9300 . ?
C17 C18 1.4257 . ?
C17 H17 0.9300 . ?
C18 C19 1.4946 . ?
C19 C20 1.3484 . ?
C19 H19 0.9300 . ?
C20 H20 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
C1 O1 C2 109.6(6) . . ?
C14 O3 C11 112.0(5) . . ?
C12 O4 C15 116.3(5) . . ?
O2 C1 O1 122.0(7) . . ?
O2 C1 C4 127.8(8) . . ?
O1 C1 C4 110.1(7) . . ?
O1 C2 C3 104.3(5) . . ?
O1 C2 H2A 110.9 . . ?
C3 C2 H2A 110.9 . . ?
O1 C2 H2B 110.9 . . ?
C3 C2 H2B 110.9 . . ?
H2A C2 H2B 108.9 . . ?
C9 C3 C4 113.6(5) . . ?
C9 C3 C2 115.6(5) . . ?
C4 C3 C2 101.1(5) . . ?
C9 C3 H3 108.7 . . ?
C4 C3 H3 108.7 . . ?
C2 C3 H3 108.7 . . ?
C5 C4 C1 116.4(6) . . ?
C5 C4 C3 118.0(5) . . ?
C1 C4 C3 102.5(6) . . ?
C5 C4 H4 106.4 . . ?
C1 C4 H4 106.4 . . ?
C3 C4 H4 106.4 . . ?
C4 C5 C6 115.5(5) . . ?
C4 C5 H5A 108.4 . . ?
C6 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
C6 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
C16 C6 C20 111.8(4) . . ?
C16 C6 C7 104.5(4) . . ?
C20 C6 C7 113.2(5) . . ?
C16 C6 C5 110.7(4) . . ?
C20 C6 C5 102.6(4) . . ?
C7 C6 C5 114.3(5) . . ?
C10 C7 C8 118.1(6) . . ?
C10 C7 C6 115.5(6) . . ?
C8 C7 C6 126.2(6) . . ?
C7 C8 C13 118.5(6) . . ?
C7 C8 C9 126.9(6) . . ?
C13 C8 C9 114.6(6) . . ?
C3 C9 C8 116.3(5) . . ?
C3 C9 H9A 108.2 . . ?
C8 C9 H9A 108.2 . . ?
C3 C9 H9B 108.2 . . ?
C8 C9 H9B 108.2 . . ?
H9A C9 H9B 107.4 . . ?
C11 C10 C7 122.3(7) . . ?
C11 C10 H10 118.9 . . ?
C7 C10 H10 118.9 . . ?
C12 C11 C10 120.2(6) . . ?
C12 C11 O3 121.3(6) . . ?
C10 C11 O3 118.4(7) . . ?
O4 C12 C11 116.5(6) . . ?
O4 C12 C13 125.5(7) . . ?
C11 C12 C13 118.0(6) . . ?
C12 C13 C8 122.9(6) . . ?
C12 C13 H13 118.6 . . ?
C8 C13 H13 118.6 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C6 124.8(3) . . ?
C17 C16 H16 117.6 . . ?
C6 C16 H16 117.6 . . ?
C16 C17 C18 119.6 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
O5 C18 C17 123.7(3) . . ?
O5 C18 C19 115.2(3) . . ?
C17 C18 C19 120.8 . . ?
C20 C19 C18 117.6 . . ?
C20 C19 H19 121.2 . . ?
C18 C19 H19 121.2 . . ?
C19 C20 C6 125.2(2) . . ?
C19 C20 H20 117.4 . . ?
C6 C20 H20 117.4 . . ?
 
_diffrn_measured_fraction_theta_max    0.350
_diffrn_reflns_theta_full              25.33
_diffrn_measured_fraction_theta_full   0.350
_refine_diff_density_max    0.174
_refine_diff_density_min   -0.174
_refine_diff_density_rms    0.031
