Lactol-directed osmylation. Stereodivergent synthesis of four C-19,20 apoptolidin diols from a single allylic hemiacetal.
Kim, Youngsoon; Fuchs, Philip L.; Organic letters 9 (2007) 2445–2448; doi:10.1021/ol0707564

data_1505413
_publ_section_title
;
 Lactol-directed osmylation. Stereodivergent synthesis of four C-19,20
 apoptolidin diols from a single allylic hemiacetal.
;
_journal_issue                   13
_journal_name_full               'Organic letters'
_journal_page_first              2445
_journal_page_last               2448
_journal_paper_doi               10.1021/ol0707564
_journal_volume                  9
_journal_year                    2007
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C38 H66 O12 S1 Si2'
_chemical_formula_sum            'C38 H66 O12 S Si2'
_chemical_formula_weight         803.18
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source
'International Tables for Crystallography (Vol C)'
_cell_angle_alpha                90.00
_cell_angle_beta                 98.805(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.2920(4)
_cell_length_b                   17.7683(17)
_cell_length_c                   17.7243(11)
_cell_measurement_reflns_used    10416
_cell_measurement_temperature    150
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     2269.4(3)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1996)'
_computing_data_collection       'Collect (Nonius, 1998)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1996)'
_computing_molecular_graphics
;
    ORTEP (Johnson, 1976)
    PLATON (Spek, 1997)
;
_computing_publication_material  'SHELX97(Sheldrick, 1997) and local programs'
_computing_structure_refinement  'SHELX97 (Sheldrick, 1997)'
_computing_structure_solution    'Direct methods (SIR2004, Burla et al., 2005)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_max 0.9543
_diffrn_measurement_device_type  Nonius_KappaCCD
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'graphite 002'
_diffrn_radiation_type           MO-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.106
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10416
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.57
_exptl_absorpt_coefficient_mu    0.170
_exptl_absorpt_correction_T_max  0.9935
_exptl_absorpt_correction_T_min  0.9614
_exptl_absorpt_correction_type   'multi-scan (Otwinowski & Minor, 1997)'
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.32
_refine_diff_density_min         -0.28
_refine_ls_abs_structure_details 'Flack H. D. (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     493
_refine_ls_number_reflns         6414
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.091
_refine_ls_R_factor_gt           0.088
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'1/[\s^2^(Fo^2^)+(0.0517P)^2^+4.2350P] where P=(Fo^2^+2Fc^2^)/3  '
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.181
_refine_ls_wR_factor_ref         0.182
_reflns_Friedel_coverage         0.8410
_reflns_number_gt                6157
_reflns_number_total             6414
_reflns_threshold_expression     >2.0\s(I)
_cod_data_source_file            ol0707564si20070510_095925.cif
_cod_data_source_block           2462
_cod_depositor_comments
;
 Changing the values of _atom_site_label, _atom_site_aniso_label and
 _geom_torsion_atom_site_label_* data items to match the ones in related
 data items (e. g. _geom_angle_atom_site_label_*).

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc ' changed to 'calc'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_formula_sum        'C38 H66 O12 S1 Si2'
_cod_database_code               1505413