# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2003


data_global

_journal_coden_Cambridge         177
_journal_volume                  ?
_journal_year                    ?
_journal_page_first              ?

_publ_requested_journal          'Organic & Biomolecular Chemistry'

loop_
_publ_author_name
'Steven Ley'
'Ai-Lan Lee'

_publ_contact_author_name        'Prof Steven Ley'
_publ_contact_author_address     
;
Prof Steven Ley
Department of Chemistry
University of Cambridge
Lensfield Road
Cambridge
CB2 1EW
UNITED KINGDOM
;

_publ_contact_author_email       SVL1000@CAM.AC.UK

_publ_section_title              
;
The synthesis of the anti-malarial natural product
polysphorin and analogues using polymer-supported reagents and
scavengers
;

data_sl0320
_database_code_CSD               216370

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H30 O7'
_chemical_formula_sum            'C23 H30 O7'
_chemical_formula_weight         418.47

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)

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

_cell_length_a                   12.334(3)
_cell_length_b                   12.813(3)
_cell_length_c                   14.026(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.62(3)
_cell_angle_gamma                90.00
_cell_volume                     2215.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    10582
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      25.03

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_reflns_number            10958
_diffrn_reflns_av_R_equivalents  0.0959
_diffrn_reflns_av_sigmaI/netI    0.1122
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.57
_diffrn_reflns_theta_max         25.07
_reflns_number_total             6652
_reflns_number_gt                5313
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0981P)²+1.0065P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -2.7(13)
_refine_ls_number_reflns         6652
_refine_ls_number_parameters     541
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0704
_refine_ls_wR_factor_ref         0.1906
_refine_ls_wR_factor_gt          0.1715
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.063
_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_1 O 0.4771(2) 0.9338(3) 0.3036(3) 0.0518(9) Uani 1 1 d . . .
O2_1 O 0.5736(3) 0.7600(3) 0.2474(3) 0.0575(9) Uani 1 1 d . . .
O3_1 O 0.7798(3) 0.7608(3) 0.1853(2) 0.0529(8) Uani 1 1 d . . .
O4_1 O 0.7857(3) 1.2076(3) 0.1985(2) 0.0536(9) Uani 1 1 d . . .
H4_1 H 0.7927 1.2676 0.2218 0.080 Uiso 1 1 calc R . .
O5_1 O 0.9037(2) 1.2602(2) 0.3659(2) 0.0395(7) Uani 1 1 d . . .
O6_1 O 0.9597(3) 1.2728(3) 0.5535(2) 0.0524(9) Uani 1 1 d . . .
O7_1 O 0.8075(3) 1.4197(3) 0.2755(2) 0.0579(10) Uani 1 1 d . . .
C1_1 C 0.7519(3) 1.0356(3) 0.2560(3) 0.0328(9) Uani 1 1 d . . .
C1'_1 C 0.8390(4) 1.5344(4) 0.5156(4) 0.0449(11) Uani 1 1 d . . .
C2_1 C 0.7976(3) 0.9462(4) 0.2211(3) 0.0375(10) Uani 1 1 d . . .
H2_1 H 0.8703 0.9470 0.2005 0.045 Uiso 1 1 calc R . .
C2'_1 C 0.8861(4) 1.4493(4) 0.5623(3) 0.0442(11) Uani 1 1 d . . .
H2'_1 H 0.9035 1.4542 0.6286 0.053 Uiso 1 1 calc R . .
C3'_1 C 0.9080(3) 1.3578(4) 0.5143(3) 0.0392(10) Uani 1 1 d . . .
C3_1 C 0.7372(4) 0.8543(4) 0.2160(3) 0.0384(10) Uani 1 1 d . . .
C4'_1 C 0.8782(3) 1.3481(4) 0.4181(3) 0.0364(10) Uani 1 1 d . . .
C4_1 C 0.6313(4) 0.8519(4) 0.2448(3) 0.0388(10) Uani 1 1 d . . .
C5_1 C 0.5833(3) 0.9435(3) 0.2784(3) 0.0369(10) Uani 1 1 d . . .
C5'_1 C 0.8312(4) 1.4332(4) 0.3710(3) 0.0426(11) Uani 1 1 d . . .
C6_1 C 0.6436(3) 1.0343(4) 0.2838(3) 0.0367(9) Uani 1 1 d . . .
H6_1 H 0.6113 1.0965 0.3065 0.044 Uiso 1 1 calc R . .
C6'_1 C 0.8112(4) 1.5263(4) 0.4190(4) 0.0492(12) Uani 1 1 d . . .
H6'_1 H 0.7788 1.5837 0.3860 0.059 Uiso 1 1 calc R . .
C7_1 C 0.8190(4) 1.1333(4) 0.2662(3) 0.0381(10) Uani 1 1 d . . .
H7_1 H 0.8951 1.1137 0.2511 0.046 Uiso 1 1 calc R . .
C7'_1 C 0.8230(4) 1.6360(4) 0.5675(4) 0.0580(14) Uani 1 1 d . . .
H7'B_1 H 0.8077 1.6200 0.6348 0.070 Uiso 1 1 calc R . .
H7'A_1 H 0.8920 1.6755 0.5671 0.070 Uiso 1 1 calc R . .
C8_1 C 0.8225(4) 1.1759(3) 0.3668(3) 0.0378(10) Uani 1 1 d . . .
H8_1 H 0.7501 1.2066 0.3809 0.045 Uiso 1 1 calc R . .
C8'_1 C 0.7349(5) 1.7048(5) 0.5287(5) 0.0715(17) Uani 1 1 d . . .
H8'_1 H 0.6629 1.6788 0.5310 0.086 Uiso 1 1 calc R . .
C9_1 C 0.8514(4) 1.0965(4) 0.4417(3) 0.0482(12) Uani 1 1 d . . .
H9C_1 H 0.8511 1.1294 0.5047 0.072 Uiso 1 1 calc R . .
H9B_1 H 0.9238 1.0684 0.4301 0.072 Uiso 1 1 calc R . .
H9A_1 H 0.7982 1.0397 0.4391 0.072 Uiso 1 1 calc R . .
C9'_1 C 0.7473(7) 1.7968(6) 0.4920(5) 0.0812(19) Uani 1 1 d . . .
H9'B_1 H 0.8178 1.8261 0.4881 0.122 Uiso 1 1 calc R . .
H9'A_1 H 0.6858 1.8349 0.4690 0.122 Uiso 1 1 calc R . .
C10'_1 C 1.0077(4) 1.2831(5) 0.6463(3) 0.0513(13) Uani 1 1 d . . .
H0'A_1 H 1.0416 1.2169 0.6655 0.077 Uiso 1 1 calc R . .
H0'B_1 H 0.9516 1.3014 0.6916 0.077 Uiso 1 1 calc R . .
H0'C_1 H 1.0628 1.3382 0.6460 0.077 Uiso 1 1 calc R . .
C10_1 C 0.8556(5) 0.7654(5) 0.1130(4) 0.0679(16) Uani 1 1 d . . .
H10C_1 H 0.8796 0.6946 0.0977 0.102 Uiso 1 1 calc R . .
H10B_1 H 0.9181 0.8071 0.1348 0.102 Uiso 1 1 calc R . .
H10A_1 H 0.8221 0.7975 0.0560 0.102 Uiso 1 1 calc R . .
C11'_1 C 0.7714(8) 1.5090(5) 0.2239(5) 0.092(3) Uani 1 1 d . . .
H1'A_1 H 0.7576 1.4902 0.1569 0.138 Uiso 1 1 calc R . .
H1'B_1 H 0.8273 1.5633 0.2280 0.138 Uiso 1 1 calc R . .
H1'C_1 H 0.7044 1.5353 0.2512 0.138 Uiso 1 1 calc R . .
C11_1 C 0.5430(5) 0.7169(5) 0.1586(5) 0.0712(17) Uani 1 1 d . . .
H11C_1 H 0.5026 0.6521 0.1684 0.107 Uiso 1 1 calc R . .
H11B_1 H 0.6080 0.7019 0.1224 0.107 Uiso 1 1 calc R . .
H11A_1 H 0.4971 0.7666 0.1230 0.107 Uiso 1 1 calc R . .
C12_1 C 0.4275(4) 1.0226(5) 0.3433(4) 0.0570(13) Uani 1 1 d . . .
H12C_1 H 0.3524 1.0060 0.3587 0.086 Uiso 1 1 calc R . .
H12B_1 H 0.4281 1.0801 0.2972 0.086 Uiso 1 1 calc R . .
H12A_1 H 0.4676 1.0434 0.4016 0.086 Uiso 1 1 calc R . .
O1_2 O 0.6950(3) 1.1345(3) 0.6434(2) 0.0484(8) Uani 1 1 d . . .
O2_2 O 0.8008(3) 0.9823(2) 0.7358(2) 0.0477(8) Uani 1 1 d . . .
O3_2 O 0.9012(3) 1.0152(3) 0.9045(3) 0.0525(9) Uani 1 1 d . . .
O4_2 O 0.8579(3) 1.4582(2) 0.8213(2) 0.0488(8) Uani 1 1 d . . .
H4_2 H 0.8526 1.5202 0.8402 0.073 Uiso 1 1 calc R . .
O5_2 O 0.7257(2) 1.5310(2) 0.96717(19) 0.0358(7) Uani 1 1 d . . .
O6_2 O 0.8439(3) 1.6731(2) 0.8814(2) 0.0427(8) Uani 1 1 d . . .
O7_2 O 0.5086(3) 1.5413(3) 0.9678(2) 0.0480(8) Uani 1 1 d . . .
C1_2 C 0.8080(3) 1.2816(4) 0.8487(3) 0.0379(10) Uani 1 1 d . . .
C1'_2 C 0.5693(4) 1.7792(4) 0.8291(3) 0.0427(10) Uani 1 1 d . . .
C2_2 C 0.8566(4) 1.2005(4) 0.8984(3) 0.0406(10) Uani 1 1 d . . .
H2_2 H 0.8928 1.2135 0.9579 0.049 Uiso 1 1 calc R . .
C2'_2 C 0.6826(4) 1.7723(4) 0.8318(3) 0.0450(11) Uani 1 1 d . . .
H2'_2 H 0.7247 1.8252 0.8032 0.054 Uiso 1 1 calc R . .
C3_2 C 0.8528(3) 1.1000(4) 0.8615(3) 0.0392(10) Uani 1 1 d . . .
C3'_2 C 0.7328(4) 1.6889(3) 0.8759(3) 0.0376(10) Uani 1 1 d . . .
C4'_2 C 0.6722(3) 1.6112(3) 0.9207(3) 0.0335(9) Uani 1 1 d . . .
C4_2 C 0.8012(3) 1.0808(3) 0.7745(3) 0.0354(10) Uani 1 1 d . . .
C5'_2 C 0.5590(4) 1.6199(4) 0.9201(3) 0.0382(10) Uani 1 1 d . . .
C5_2 C 0.7466(3) 1.1617(4) 0.7263(3) 0.0375(10) Uani 1 1 d . . .
C6'_2 C 0.5076(4) 1.7021(4) 0.8730(3) 0.0429(10) Uani 1 1 d . . .
H6'_2 H 0.4307 1.7061 0.8706 0.052 Uiso 1 1 calc R . .
C6_2 C 0.7495(4) 1.2633(4) 0.7644(3) 0.0389(10) Uani 1 1 d . . .
H6_2 H 0.7120 1.3186 0.7328 0.047 Uiso 1 1 calc R . .
C7_2 C 0.8156(4) 1.3900(4) 0.8904(3) 0.0419(11) Uani 1 1 d . . .
H7_2 H 0.8685 1.3876 0.9457 0.050 Uiso 1 1 calc R . .
C7'_2 C 0.5138(5) 1.8694(5) 0.7789(4) 0.0581(14) Uani 1 1 d . . .
H7'B_2 H 0.4364 1.8693 0.7957 0.070 Uiso 1 1 calc R . .
H7'A_2 H 0.5463 1.9351 0.8035 0.070 Uiso 1 1 calc R . .
C8_2 C 0.7078(4) 1.4268(4) 0.9273(3) 0.0373(10) Uani 1 1 d . . .
H8_2 H 0.6534 1.4310 0.8732 0.045 Uiso 1 1 calc R . .
C8'_2 C 0.5200(11) 1.8691(7) 0.6772(6) 0.132(4) Uani 1 1 d . . .
H8'_2 H 0.5931 1.8552 0.6617 0.159 Uiso 1 1 calc R . .
C9_2 C 0.6651(4) 1.3561(4) 1.0039(4) 0.0505(12) Uani 1 1 d . . .
H9C_2 H 0.5954 1.3829 1.0253 0.076 Uiso 1 1 calc R . .
H9B_2 H 0.7171 1.3540 1.0580 0.076 Uiso 1 1 calc R . .
H9A_2 H 0.6551 1.2856 0.9781 0.076 Uiso 1 1 calc R . .
C9'_2 C 0.4705(7) 1.8794(8) 0.6066(6) 0.102(3) Uani 1 1 d . . .
H9'B_2 H 0.3951 1.8940 0.6079 0.153 Uiso 1 1 calc R . .
H9'A_2 H 0.5053 1.8733 0.5473 0.153 Uiso 1 1 calc R . .
C10'_2 C 0.9102(4) 1.7498(4) 0.8367(4) 0.0483(12) Uani 1 1 d . . .
H1'A_2 H 0.9867 1.7304 0.8449 0.072 Uiso 1 1 calc R . .
H1'B_2 H 0.8981 1.8181 0.8661 0.072 Uiso 1 1 calc R . .
H1'C_2 H 0.8909 1.7534 0.7685 0.072 Uiso 1 1 calc R . .
C10_2 C 0.9463(4) 1.0305(5) 0.9979(4) 0.0567(13) Uani 1 1 d . . .
H10C_2 H 0.9786 0.9650 1.0212 0.085 Uiso 1 1 calc R . .
H10B_2 H 0.8891 1.0523 1.0407 0.085 Uiso 1 1 calc R . .
H10A_2 H 1.0024 1.0846 0.9962 0.085 Uiso 1 1 calc R . .
C11_2 C 0.8963(5) 0.9627(4) 0.6800(4) 0.0588(14) Uani 1 1 d . . .
H11C_2 H 0.8926 0.8919 0.6537 0.088 Uiso 1 1 calc R . .
H11B_2 H 0.9616 0.9696 0.7210 0.088 Uiso 1 1 calc R . .
H11A_2 H 0.8991 1.0133 0.6278 0.088 Uiso 1 1 calc R . .
C11'_2 C 0.3928(4) 1.5467(4) 0.9773(4) 0.0489(12) Uani 1 1 d . . .
H1'D_2 H 0.3680 1.4855 1.0125 0.073 Uiso 1 1 calc R . .
H1'E_2 H 0.3575 1.5478 0.9138 0.073 Uiso 1 1 calc R . .
H1'F_2 H 0.3741 1.6103 1.0120 0.073 Uiso 1 1 calc R . .
C12_2 C 0.6373(5) 1.2146(5) 0.5915(4) 0.0546(13) Uani 1 1 d . . .
H12C_2 H 0.6035 1.1847 0.5336 0.082 Uiso 1 1 calc R . .
H12B_2 H 0.6879 1.2699 0.5740 0.082 Uiso 1 1 calc R . .
H12A_2 H 0.5810 1.2440 0.6315 0.082 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1_1 C5_1 1.373(5) . ?
O1_1 C12_1 1.414(6) . ?
O2_1 C4_1 1.376(6) . ?
O2_1 C11_1 1.404(7) . ?
O3_1 C3_1 1.381(6) . ?
O3_1 C10_1 1.399(6) . ?
O4_1 C7_1 1.398(6) . ?
O5_1 C4'_1 1.384(6) . ?
O5_1 C8_1 1.472(5) . ?
O6_1 C3'_1 1.370(6) . ?
O6_1 C10'_1 1.422(5) . ?
O7_1 C5'_1 1.375(6) . ?
O7_1 C11'_1 1.419(7) . ?
C1_1 C2_1 1.373(7) . ?
C1_1 C6_1 1.402(6) . ?
C1_1 C7_1 1.506(6) . ?
C1'_1 C2'_1 1.391(7) . ?
C1'_1 C6'_1 1.392(7) . ?
C1'_1 C7'_1 1.507(7) . ?
C2_1 C3_1 1.395(7) . ?
C2'_1 C3'_1 1.382(7) . ?
C3'_1 C4'_1 1.395(6) . ?
C3_1 C4_1 1.379(6) . ?
C4'_1 C5'_1 1.393(7) . ?
C4_1 C5_1 1.401(7) . ?
C5_1 C6_1 1.382(6) . ?
C5'_1 C6'_1 1.395(7) . ?
C7_1 C8_1 1.512(6) . ?
C7'_1 C8'_1 1.491(9) . ?
C8_1 C9_1 1.498(7) . ?
C8'_1 C9'_1 1.297(10) . ?
O1_2 C5_2 1.355(6) . ?
O1_2 C12_2 1.436(6) . ?
O2_2 C4_2 1.373(5) . ?
O2_2 C11_2 1.454(6) . ?
O3_2 C3_2 1.371(6) . ?
O3_2 C10_2 1.423(6) . ?
O4_2 C7_2 1.416(6) . ?
O5_2 C4'_2 1.376(5) . ?
O5_2 C8_2 1.461(5) . ?
O6_2 C3'_2 1.386(6) . ?
O6_2 C10'_2 1.434(6) . ?
O7_2 C5'_2 1.367(6) . ?
O7_2 C11'_2 1.439(6) . ?
C1_2 C2_2 1.379(7) . ?
C1_2 C6_2 1.387(6) . ?
C1_2 C7_2 1.510(7) . ?
C1'_2 C2'_2 1.399(7) . ?
C1'_2 C6'_2 1.400(7) . ?
C1'_2 C7'_2 1.507(7) . ?
C2_2 C3_2 1.389(7) . ?
C2'_2 C3'_2 1.373(6) . ?
C3_2 C4_2 1.382(6) . ?
C3'_2 C4'_2 1.404(6) . ?
C4'_2 C5'_2 1.401(6) . ?
C4_2 C5_2 1.399(6) . ?
C5'_2 C6'_2 1.387(7) . ?
C5_2 C6_2 1.407(6) . ?
C7_2 C8_2 1.516(6) . ?
C7'_2 C8'_2 1.431(10) . ?
C8_2 C9_2 1.512(7) . ?
C8'_2 C9'_2 1.156(10) . ?

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
C5_1 O1_1 C12_1 117.1(4) . . ?
C4_1 O2_1 C11_1 116.1(4) . . ?
C3_1 O3_1 C10_1 117.2(4) . . ?
C4'_1 O5_1 C8_1 115.3(3) . . ?
C3'_1 O6_1 C10'_1 118.0(4) . . ?
C5'_1 O7_1 C11'_1 116.8(4) . . ?
C2_1 C1_1 C6_1 119.6(4) . . ?
C2_1 C1_1 C7_1 119.8(4) . . ?
C6_1 C1_1 C7_1 120.6(4) . . ?
C2'_1 C1'_1 C6'_1 119.2(4) . . ?
C2'_1 C1'_1 C7'_1 120.5(4) . . ?
C6'_1 C1'_1 C7'_1 120.2(5) . . ?
C1_1 C2_1 C3_1 119.9(4) . . ?
C3'_1 C2'_1 C1'_1 121.4(4) . . ?
O6_1 C3'_1 C2'_1 125.1(4) . . ?
O6_1 C3'_1 C4'_1 115.1(4) . . ?
C2'_1 C3'_1 C4'_1 119.8(4) . . ?
C4_1 C3_1 O3_1 116.4(4) . . ?
C4_1 C3_1 C2_1 120.8(4) . . ?
O3_1 C3_1 C2_1 122.8(4) . . ?
O5_1 C4'_1 C5'_1 119.0(4) . . ?
O5_1 C4'_1 C3'_1 121.8(4) . . ?
C5'_1 C4'_1 C3'_1 118.9(4) . . ?
O2_1 C4_1 C3_1 121.4(4) . . ?
O2_1 C4_1 C5_1 119.0(4) . . ?
C3_1 C4_1 C5_1 119.5(4) . . ?
O1_1 C5_1 C6_1 125.3(4) . . ?
O1_1 C5_1 C4_1 115.2(4) . . ?
C6_1 C5_1 C4_1 119.5(4) . . ?
O7_1 C5'_1 C4'_1 115.9(4) . . ?
O7_1 C5'_1 C6'_1 122.8(4) . . ?
C4'_1 C5'_1 C6'_1 121.2(4) . . ?
C5_1 C6_1 C1_1 120.6(4) . . ?
C1'_1 C6'_1 C5'_1 119.4(4) . . ?
O4_1 C7_1 C1_1 110.5(3) . . ?
O4_1 C7_1 C8_1 112.9(4) . . ?
C1_1 C7_1 C8_1 113.0(4) . . ?
C8'_1 C7'_1 C1'_1 116.0(5) . . ?
O5_1 C8_1 C9_1 110.8(4) . . ?
O5_1 C8_1 C7_1 104.9(3) . . ?
C9_1 C8_1 C7_1 114.1(4) . . ?
C9'_1 C8'_1 C7'_1 126.1(7) . . ?
C5_2 O1_2 C12_2 117.7(4) . . ?
C4_2 O2_2 C11_2 112.2(4) . . ?
C3_2 O3_2 C10_2 116.8(4) . . ?
C4'_2 O5_2 C8_2 115.8(3) . . ?
C3'_2 O6_2 C10'_2 116.7(4) . . ?
C5'_2 O7_2 C11'_2 118.4(4) . . ?
C2_2 C1_2 C6_2 120.8(4) . . ?
C2_2 C1_2 C7_2 118.4(4) . . ?
C6_2 C1_2 C7_2 120.7(4) . . ?
C2'_2 C1'_2 C6'_2 119.8(4) . . ?
C2'_2 C1'_2 C7'_2 120.1(5) . . ?
C6'_2 C1'_2 C7'_2 120.1(4) . . ?
C1_2 C2_2 C3_2 120.0(4) . . ?
C3'_2 C2'_2 C1'_2 120.0(4) . . ?
O3_2 C3_2 C4_2 115.6(4) . . ?
O3_2 C3_2 C2_2 124.1(4) . . ?
C4_2 C3_2 C2_2 120.3(4) . . ?
C2'_2 C3'_2 O6_2 124.9(4) . . ?
C2'_2 C3'_2 C4'_2 120.9(4) . . ?
O6_2 C3'_2 C4'_2 114.2(4) . . ?
O5_2 C4'_2 C5'_2 121.8(4) . . ?
O5_2 C4'_2 C3'_2 119.2(4) . . ?
C5'_2 C4'_2 C3'_2 119.0(4) . . ?
O2_2 C4_2 C3_2 120.6(4) . . ?
O2_2 C4_2 C5_2 119.6(4) . . ?
C3_2 C4_2 C5_2 119.9(4) . . ?
O7_2 C5'_2 C6'_2 125.7(4) . . ?
O7_2 C5'_2 C4'_2 113.9(4) . . ?
C6'_2 C5'_2 C4'_2 120.3(4) . . ?
O1_2 C5_2 C4_2 115.6(4) . . ?
O1_2 C5_2 C6_2 124.7(4) . . ?
C4_2 C5_2 C6_2 119.7(4) . . ?
C5'_2 C6'_2 C1'_2 119.9(4) . . ?
C1_2 C6_2 C5_2 119.1(4) . . ?
O4_2 C7_2 C1_2 108.8(4) . . ?
O4_2 C7_2 C8_2 112.7(4) . . ?
C1_2 C7_2 C8_2 111.9(4) . . ?
C8'_2 C7'_2 C1'_2 115.3(5) . . ?
O5_2 C8_2 C9_2 109.1(4) . . ?
O5_2 C8_2 C7_2 106.9(3) . . ?
C9_2 C8_2 C7_2 112.5(4) . . ?
C9'_2 C8'_2 C7'_2 144.3(12) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.07
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.074

data_sl0343
_database_code_CSD               216371

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H34 N2 O9 S'
_chemical_formula_sum            'C28 H34 N2 O9 S'
_chemical_formula_weight         574.63

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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

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

_cell_length_a                   22.4427(4)
_cell_length_b                   11.0768(3)
_cell_length_c                   12.8817(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.475(2)
_cell_angle_gamma                90.00
_cell_volume                     2914.55(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    8888
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.48

_exptl_crystal_description       ?
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.943
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_reflns_number            14205
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0461
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.63
_diffrn_reflns_theta_max         27.47
_reflns_number_total             6477
_reflns_number_gt                5625
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0334P)²+2.0717P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.05(7)
_refine_ls_number_reflns         6477
_refine_ls_number_parameters     368
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1023
_refine_ls_wR_factor_gt          0.0951
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.012
_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
S1 S 1.09031(3) 0.98630(5) 0.85308(5) 0.03393(13) Uani 1 1 d . . .
O1 O 0.72732(12) -0.0137(2) 0.42291(15) 0.0642(6) Uani 1 1 d . . .
O2 O 0.67171(9) -0.17362(17) 0.50826(16) 0.0493(5) Uani 1 1 d . . .
O3 O 0.70088(9) -0.18048(16) 0.73431(16) 0.0440(4) Uani 1 1 d . . .
O4 O 0.92145(8) 0.14458(15) 0.78821(16) 0.0384(4) Uani 1 1 d . . .
H4 H 0.9378 0.2142 0.8001 0.058 Uiso 1 1 calc R . .
O5 O 0.88738(7) 0.33113(13) 0.90419(12) 0.0269(3) Uani 1 1 d . . .
O6 O 0.97740(8) 0.37906(14) 0.82765(14) 0.0326(4) Uani 1 1 d . . .
O7 O 0.82386(8) 0.51025(14) 0.96097(15) 0.0357(4) Uani 1 1 d . . .
O9 O 1.09370(10) 1.11448(16) 0.84633(19) 0.0522(5) Uani 1 1 d . . .
O10 O 1.13946(9) 0.92249(17) 0.94582(15) 0.0416(4) Uani 1 1 d . . .
N1 N 1.00496(10) 0.83927(16) 0.85921(17) 0.0314(4) Uani 1 1 d . . .
N2 N 1.02037(11) 0.96087(16) 0.8587(2) 0.0390(5) Uani 1 1 d . . .
H2N H 0.9944 1.0192 0.8612 0.047 Uiso 1 1 calc R . .
C1 C 0.81422(11) 0.0581(2) 0.72879(19) 0.0289(5) Uani 1 1 d . . .
C2 C 0.78295(11) -0.0237(2) 0.77166(19) 0.0312(5) Uani 1 1 d . . .
H2 H 0.7951 -0.0284 0.8515 0.037 Uiso 1 1 calc R . .
C3 C 0.73398(11) -0.0985(2) 0.6980(2) 0.0327(5) Uani 1 1 d . . .
C4 C 0.71757(12) -0.0945(2) 0.5822(2) 0.0368(6) Uani 1 1 d . . .
C5 C 0.74857(13) -0.0118(3) 0.53847(19) 0.0414(6) Uani 1 1 d . . .
C6 C 0.79680(13) 0.0645(2) 0.6121(2) 0.0359(5) Uani 1 1 d . . .
H6 H 0.8178 0.1209 0.5827 0.043 Uiso 1 1 calc R . .
C7 C 0.86400(11) 0.1431(2) 0.81129(19) 0.0285(5) Uani 1 1 d . . .
H7 H 0.8766 0.1117 0.8904 0.034 Uiso 1 1 calc R . .
C8 C 0.83746(11) 0.2711(2) 0.80532(19) 0.0285(5) Uani 1 1 d . . .
H8 H 0.8344 0.3112 0.7338 0.034 Uiso 1 1 calc R . .
C9 C 0.77221(13) 0.2771(3) 0.8117(3) 0.0553(8) Uani 1 1 d . . .
H9A H 0.7590 0.3617 0.8097 0.083 Uiso 1 1 calc R . .
H9B H 0.7756 0.2397 0.8829 0.083 Uiso 1 1 calc R . .
H9C H 0.7395 0.2339 0.7467 0.083 Uiso 1 1 calc R . .
C10 C 0.69280(14) -0.1475(2) 0.8348(3) 0.0470(7) Uani 1 1 d . . .
H10A H 0.6639 -0.2058 0.8482 0.070 Uiso 1 1 calc R . .
H10B H 0.6734 -0.0667 0.8250 0.070 Uiso 1 1 calc R . .
H10C H 0.7355 -0.1473 0.9002 0.070 Uiso 1 1 calc R . .
C11 C 0.60673(17) -0.1318(4) 0.4670(3) 0.0797(12) Uani 1 1 d . . .
H11A H 0.5772 -0.1925 0.4162 0.120 Uiso 1 1 calc R . .
H11B H 0.6027 -0.0563 0.4249 0.120 Uiso 1 1 calc R . .
H11C H 0.5950 -0.1174 0.5313 0.120 Uiso 1 1 calc R . .
C1' C 0.93291(11) 0.68892(19) 0.87188(18) 0.0261(4) Uani 1 1 d . . .
C2' C 0.96564(11) 0.5960(2) 0.84327(19) 0.0277(5) Uani 1 1 d . . .
H2' H 0.9987 0.6139 0.8176 0.033 Uiso 1 1 calc R . .
C3' C 0.94902(10) 0.4776(2) 0.85301(17) 0.0256(4) Uani 1 1 d . . .
C4' C 0.90001(11) 0.45031(18) 0.89000(18) 0.0250(4) Uani 1 1 d . . .
C5' C 0.86852(10) 0.5437(2) 0.91979(18) 0.0275(5) Uani 1 1 d . . .
C6' C 0.88464(11) 0.6637(2) 0.9100(2) 0.0287(5) Uani 1 1 d . . .
H6' H 0.8628 0.7276 0.9291 0.034 Uiso 1 1 calc R . .
C7' C 0.95166(11) 0.8154(2) 0.86809(19) 0.0298(5) Uani 1 1 d . . .
H7' H 0.9243 0.8789 0.8722 0.036 Uiso 1 1 calc R . .
C10' C 1.03214(12) 0.3990(2) 0.8007(2) 0.0353(5) Uani 1 1 d . . .
H10D H 1.0489 0.3213 0.7880 0.053 Uiso 1 1 calc R . .
H10E H 1.0666 0.4412 0.8642 0.053 Uiso 1 1 calc R . .
H10F H 1.0186 0.4483 0.7316 0.053 Uiso 1 1 calc R . .
C11' C 0.78029(13) 0.6010(2) 0.9659(2) 0.0419(6) Uani 1 1 d . . .
H11D H 0.7470 0.5641 0.9865 0.063 Uiso 1 1 calc R . .
H11E H 0.7590 0.6400 0.8912 0.063 Uiso 1 1 calc R . .
H11F H 0.8049 0.6614 1.0233 0.063 Uiso 1 1 calc R . .
C12 C 0.7481(2) 0.0833(3) 0.3728(3) 0.0698(11) Uani 1 1 d . . .
H12A H 0.7298 0.0725 0.2899 0.105 Uiso 1 1 calc R . .
H12B H 0.7960 0.0839 0.4033 0.105 Uiso 1 1 calc R . .
H12C H 0.7327 0.1600 0.3907 0.105 Uiso 1 1 calc R . .
C13 C 1.08914(12) 0.9215(3) 0.7273(2) 0.0399(6) Uani 1 1 d . . .
C14 C 1.09599(14) 0.7976(3) 0.7220(3) 0.0485(7) Uani 1 1 d . . .
H14 H 1.0990 0.7477 0.7841 0.058 Uiso 1 1 calc R . .
C15 C 1.09834(16) 0.7472(4) 0.6253(3) 0.0630(9) Uani 1 1 d . . .
H15 H 1.1021 0.6621 0.6210 0.076 Uiso 1 1 calc R . .
C16 C 1.09543(17) 0.8172(5) 0.5357(3) 0.0743(11) Uani 1 1 d . . .
C17 C 1.0880(2) 0.9402(5) 0.5416(3) 0.0843(14) Uani 1 1 d . . .
H17 H 1.0849 0.9896 0.4793 0.101 Uiso 1 1 calc R . .
C18 C 1.08489(17) 0.9938(4) 0.6379(3) 0.0646(9) Uani 1 1 d . . .
H18 H 1.0799 1.0786 0.6412 0.078 Uiso 1 1 calc R . .
C19 C 1.1012(3) 0.7628(6) 0.4323(4) 0.116(2) Uani 1 1 d . . .
H19A H 1.1209 0.8218 0.3994 0.173 Uiso 1 1 calc R . .
H19B H 1.0575 0.7407 0.3755 0.173 Uiso 1 1 calc R . .
H19C H 1.1288 0.6905 0.4553 0.173 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O9 1.4264(18) . ?
S1 O10 1.4324(19) . ?
S1 N2 1.626(2) . ?
S1 C13 1.763(3) . ?
O1 C5 1.362(3) . ?
O1 C12 1.427(4) . ?
O2 C4 1.386(3) . ?
O2 C11 1.408(4) . ?
O3 C3 1.372(3) . ?
O3 C10 1.427(3) . ?
O4 C7 1.438(3) . ?
O4 H4 0.8400 . ?
O5 C4' 1.378(2) . ?
O5 C8 1.462(3) . ?
O6 C3' 1.370(3) . ?
O6 C10' 1.425(3) . ?
O7 C5' 1.365(3) . ?
O7 C11' 1.422(3) . ?
N1 C7' 1.276(3) . ?
N1 N2 1.391(2) . ?
N2 H2N 0.8800 . ?
C1 C6 1.389(3) . ?
C1 C2 1.393(3) . ?
C1 C7 1.510(3) . ?
C2 C3 1.389(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(3) . ?
C4 C5 1.402(4) . ?
C5 C6 1.392(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.527(3) . ?
C7 H7 1.0000 . ?
C8 C9 1.502(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C1' C6' 1.390(3) . ?
C1' C2' 1.400(3) . ?
C1' C7' 1.469(3) . ?
C2' C3' 1.383(3) . ?
C2' H2' 0.9500 . ?
C3' C4' 1.401(3) . ?
C4' C5' 1.393(3) . ?
C5' C6' 1.398(3) . ?
C6' H6' 0.9500 . ?
C7' H7' 0.9500 . ?
C10' H10D 0.9800 . ?
C10' H10E 0.9800 . ?
C10' H10F 0.9800 . ?
C11' H11D 0.9800 . ?
C11' H11E 0.9800 . ?
C11' H11F 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.372(4) . ?
C13 C14 1.387(4) . ?
C14 C15 1.387(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.369(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.378(6) . ?
C16 C19 1.516(5) . ?
C17 C18 1.403(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
O9 S1 O10 119.99(12) . . ?
O9 S1 N2 104.60(11) . . ?
O10 S1 N2 107.55(11) . . ?
O9 S1 C13 109.27(13) . . ?
O10 S1 C13 106.20(12) . . ?
N2 S1 C13 108.88(12) . . ?
C5 O1 C12 116.8(2) . . ?
C4 O2 C11 114.2(2) . . ?
C3 O3 C10 115.45(19) . . ?
C7 O4 H4 109.5 . . ?
C4' O5 C8 116.47(16) . . ?
C3' O6 C10' 117.85(17) . . ?
C5' O7 C11' 117.04(18) . . ?
C7' N1 N2 116.46(19) . . ?
N1 N2 S1 114.48(15) . . ?
N1 N2 H2N 122.8 . . ?
S1 N2 H2N 122.8 . . ?
C6 C1 C2 120.0(2) . . ?
C6 C1 C7 121.6(2) . . ?
C2 C1 C7 118.29(19) . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
O3 C3 C4 116.7(2) . . ?
O3 C3 C2 123.3(2) . . ?
C4 C3 C2 120.0(2) . . ?
C3 C4 O2 120.8(2) . . ?
C3 C4 C5 120.0(2) . . ?
O2 C4 C5 119.2(2) . . ?
O1 C5 C6 125.1(2) . . ?
O1 C5 C4 115.0(2) . . ?
C6 C5 C4 119.9(2) . . ?
C1 C6 C5 119.8(2) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
O4 C7 C1 109.08(18) . . ?
O4 C7 C8 110.08(18) . . ?
C1 C7 C8 112.57(18) . . ?
O4 C7 H7 108.3 . . ?
C1 C7 H7 108.3 . . ?
C8 C7 H7 108.3 . . ?
O5 C8 C9 110.16(19) . . ?
O5 C8 C7 103.67(17) . . ?
C9 C8 C7 114.0(2) . . ?
O5 C8 H8 109.6 . . ?
C9 C8 H8 109.6 . . ?
C7 C8 H8 109.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O3 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C6' C1' C2' 121.1(2) . . ?
C6' C1' C7' 118.6(2) . . ?
C2' C1' C7' 120.2(2) . . ?
C3' C2' C1' 118.9(2) . . ?
C3' C2' H2' 120.6 . . ?
C1' C2' H2' 120.6 . . ?
O6 C3' C2' 124.34(19) . . ?
O6 C3' C4' 114.65(19) . . ?
C2' C3' C4' 121.0(2) . . ?
O5 C4' C5' 121.26(19) . . ?
O5 C4' C3' 119.05(19) . . ?
C5' C4' C3' 119.51(19) . . ?
O7 C5' C4' 116.32(19) . . ?
O7 C5' C6' 123.6(2) . . ?
C4' C5' C6' 120.10(19) . . ?
C1' C6' C5' 119.5(2) . . ?
C1' C6' H6' 120.3 . . ?
C5' C6' H6' 120.3 . . ?
N1 C7' C1' 119.5(2) . . ?
N1 C7' H7' 120.2 . . ?
C1' C7' H7' 120.2 . . ?
O6 C10' H10D 109.5 . . ?
O6 C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
O6 C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
O7 C11' H11D 109.5 . . ?
O7 C11' H11E 109.5 . . ?
H11D C11' H11E 109.5 . . ?
O7 C11' H11F 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 120.5(3) . . ?
C18 C13 S1 120.2(3) . . ?
C14 C13 S1 119.2(2) . . ?
C15 C14 C13 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C16 C15 C14 121.5(4) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C15 C16 C17 118.6(3) . . ?
C15 C16 C19 121.5(5) . . ?
C17 C16 C19 119.9(5) . . ?
C16 C17 C18 121.2(4) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C13 C18 C17 118.9(4) . . ?
C13 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
C7' N1 N2 S1 177.34(18) . . . . ?
O9 S1 N2 N1 176.53(18) . . . . ?
O10 S1 N2 N1 -54.8(2) . . . . ?
C13 S1 N2 N1 59.8(2) . . . . ?
C6 C1 C2 C3 -0.5(4) . . . . ?
C7 C1 C2 C3 176.1(2) . . . . ?
C10 O3 C3 C4 -150.4(2) . . . . ?
C10 O3 C3 C2 31.2(3) . . . . ?
C1 C2 C3 O3 -179.6(2) . . . . ?
C1 C2 C3 C4 2.0(4) . . . . ?
O3 C3 C4 O2 -2.5(4) . . . . ?
C2 C3 C4 O2 176.0(2) . . . . ?
O3 C3 C4 C5 179.0(2) . . . . ?
C2 C3 C4 C5 -2.4(4) . . . . ?
C11 O2 C4 C3 88.5(3) . . . . ?
C11 O2 C4 C5 -93.1(3) . . . . ?
C12 O1 C5 C6 -11.2(5) . . . . ?
C12 O1 C5 C4 168.4(3) . . . . ?
C3 C4 C5 O1 -178.3(2) . . . . ?
O2 C4 C5 O1 3.2(4) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
O2 C4 C5 C6 -177.2(2) . . . . ?
C2 C1 C6 C5 -0.7(4) . . . . ?
C7 C1 C6 C5 -177.1(2) . . . . ?
O1 C5 C6 C1 179.8(3) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C6 C1 C7 O4 -49.7(3) . . . . ?
C2 C1 C7 O4 133.9(2) . . . . ?
C6 C1 C7 C8 72.8(3) . . . . ?
C2 C1 C7 C8 -103.7(2) . . . . ?
C4' O5 C8 C9 -94.8(2) . . . . ?
C4' O5 C8 C7 142.83(19) . . . . ?
O4 C7 C8 O5 -68.4(2) . . . . ?
C1 C7 C8 O5 169.63(17) . . . . ?
O4 C7 C8 C9 171.8(2) . . . . ?
C1 C7 C8 C9 49.8(3) . . . . ?
C6' C1' C2' C3' 0.3(3) . . . . ?
C7' C1' C2' C3' 176.9(2) . . . . ?
C10' O6 C3' C2' 6.7(3) . . . . ?
C10' O6 C3' C4' -173.70(19) . . . . ?
C1' C2' C3' O6 180.0(2) . . . . ?
C1' C2' C3' C4' 0.5(3) . . . . ?
C8 O5 C4' C5' 94.0(2) . . . . ?
C8 O5 C4' C3' -90.9(2) . . . . ?
O6 C3' C4' O5 3.8(3) . . . . ?
C2' C3' C4' O5 -176.63(19) . . . . ?
O6 C3' C4' C5' 179.03(19) . . . . ?
C2' C3' C4' C5' -1.4(3) . . . . ?
C11' O7 C5' C4' -165.3(2) . . . . ?
C11' O7 C5' C6' 16.6(3) . . . . ?
O5 C4' C5' O7 -1.4(3) . . . . ?
C3' C4' C5' O7 -176.53(18) . . . . ?
O5 C4' C5' C6' 176.75(19) . . . . ?
C3' C4' C5' C6' 1.6(3) . . . . ?
C2' C1' C6' C5' 0.0(3) . . . . ?
C7' C1' C6' C5' -176.7(2) . . . . ?
O7 C5' C6' C1' 177.1(2) . . . . ?
C4' C5' C6' C1' -0.9(3) . . . . ?
N2 N1 C7' C1' -178.6(2) . . . . ?
C6' C1' C7' N1 163.9(2) . . . . ?
C2' C1' C7' N1 -12.8(3) . . . . ?
O9 S1 C13 C18 -6.4(3) . . . . ?
O10 S1 C13 C18 -137.2(2) . . . . ?
N2 S1 C13 C18 107.3(2) . . . . ?
O9 S1 C13 C14 170.2(2) . . . . ?
O10 S1 C13 C14 39.5(2) . . . . ?
N2 S1 C13 C14 -76.1(2) . . . . ?
C18 C13 C14 C15 -0.2(4) . . . . ?
S1 C13 C14 C15 -176.8(2) . . . . ?
C13 C14 C15 C16 1.4(5) . . . . ?
C14 C15 C16 C17 -2.0(5) . . . . ?
C14 C15 C16 C19 177.1(3) . . . . ?
C15 C16 C17 C18 1.4(6) . . . . ?
C19 C16 C17 C18 -177.7(4) . . . . ?
C14 C13 C18 C17 -0.4(5) . . . . ?
S1 C13 C18 C17 176.2(3) . . . . ?
C16 C17 C18 C13 -0.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.050



