Progress toward the Total Synthesis of Psymberin/Irciniastatin A
Lauren E. Brown; Yakira R. Landaverry; James R. Davies; Kristin A. Milinkevich; Sandra Ast; Joseph S. Carlson; Allen G. Oliver; Joseph P. Konopelski; Journal of Organic Chemistry 74 (2009) 5405–5410; doi:10.1021/jo9009003

data_4024710
_publ_contact_author_address     '379 PSB'
_publ_contact_author_email       brown@chemistry
_publ_contact_author_name        'Lauren Brown'
_publ_contact_author_phone       9-4669
_publ_section_title
;
Progress toward the Total Synthesis of Psymberin/Irciniastatin A
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5405
_journal_page_last               5410
_journal_paper_doi               10.1021/jo9009003
_journal_volume                  74
_journal_year                    2009
_chemical_absolute_configuration rmad
_chemical_formula_moiety         '2(C25 H30 O4 Si), (H2 O)'
_chemical_formula_sum            'C25 H32 O4.5 Si'
_chemical_formula_weight         432.60
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.896(4)
_cell_angle_beta                 81.309(4)
_cell_angle_gamma                73.202(4)
_cell_formula_units_Z            2
_cell_length_a                   8.060(2)
_cell_length_b                   8.128(2)
_cell_length_c                   20.018(6)
_cell_measurement_reflns_used    3176
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.66
_cell_measurement_theta_min      2.62
_cell_volume                     1239.8(6)
_computing_cell_refinement       'Bruker SAINT v7.34A'
_computing_data_collection       'Bruker APEX-II v2008-3'
_computing_data_reduction        'Bruker SAINT v7.34A'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 83.33
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       \w/2\q-scans
_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  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0740
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13242
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_correction_T_min  0.9842
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'Sheldrick, 2008'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     566
_refine_ls_number_reflns         9761
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+0.1261P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1268
_reflns_number_gt                7188
_reflns_number_total             9761
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo9009003_si_001.cif
_cod_data_source_block           xsc08067
_cod_original_sg_symbol_H-M      P1
_cod_original_formula_sum        'C25 H32 O4.50 Si'
_cod_database_code               4024710