An enantioselective synthetic pathway towards plakortones
Lee, Hing Ken; Wong, Henry N. C.; Chemical Communications  (2002) 2114–2115; doi:10.1039/b205924j

data_7114027
_publ_section_title
;
 An enantioselective synthetic pathway towards plakortones
;
_journal_issue                   18
_journal_name_full               'Chemical Communications'
_journal_page_first              2114
_journal_page_last               2115
_journal_paper_doi               10.1039/b205924j
_journal_year                    2002
_chemical_formula_sum            'C15 H28 O5 Si'
_chemical_formula_weight         316.46
_chemical_name_common
(1S,5S,8R)-3-1-ethyl-5-(tert-butyldimethylsiloxy)methyl-8-hydroxy-2,6-dioxabicyclo[3.3.0]octane
_chemical_name_systematic
(1S,5S,8R)-3-1-ethyl-5-(tert-butyldimethylsiloxy)methyl-8-hydroxy-2,6-dioxabicyclo[3.3.0]octane
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.87(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.179(2)
_cell_length_b                   7.4299(15)
_cell_length_c                   13.032(3)
_cell_measurement_temperature    293(2)
_cell_volume                     948.0(4)
_computing_cell_refinement
'SAINT-PlUS for Windows NT, Bruker AXS Inc. Ver. 5.0'
_computing_data_collection
'SMART for Windows NT, Bruker AXS Inc. (1997)'
_computing_data_reduction
'SAINT-Plus for Windows NT, Bruker AXS Inc. Ver. 5.0'
_computing_molecular_graphics
'XP-Bruker Interactive Molecular Graphics, Ver. 5.1 (1998)'
_computing_publication_material  'SHELXTL-Bruker AXS Inc. (1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.846
_diffrn_measured_fraction_theta_max 0.846
_diffrn_measurement_device_type  'Bruker SMART 1K CCD area detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2756
_diffrn_reflns_theta_full        25.66
_diffrn_reflns_theta_max         25.66
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.109
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.7(4)
_refine_ls_extinction_coef       0.21(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.330
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2698
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.364
_refine_ls_R_factor_all          0.1221
_refine_ls_R_factor_gt           0.1172
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where 
P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3036
_refine_ls_wR_factor_ref         0.3126
_reflns_number_gt                2400
_reflns_number_total             2698
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b205924j.txt
_cod_data_source_block           ken136
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        948.0(3)
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7114027