Total Synthesis of (-)-Dendrobine via α-Carbonyl Radical Cyclization
Chin-Kang Sha; Rei-Torng Chiu; Cheng-Fen Yang; Nai-Tung Yao; Wei-Hong Tseng; Fen-Ling Liao; Sue-Lein Wang; Journal of the American Chemical Society 119 (1997) 4130–4135; doi:10.1021/ja9643432

data_4116972
_publ_section_title
;
 Total Synthesis of (-)-Dendrobine via \a-Carbonyl Radical Cyclization
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4130
_journal_page_last               4135
_journal_paper_doi               10.1021/ja9643432
_journal_volume                  119
_journal_year                    1997
_chemical_formula_moiety         'C19 H31 I O3 Si'
_chemical_formula_sum            'C19 H31 I O3 Si'
_chemical_formula_weight         462.4
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1990)'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.377(2)
_cell_length_b                   29.029(2)
_cell_length_c                   8.932(2)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    297
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.5
_cell_volume                     4246.3(11)
_computing_cell_refinement
'SMART (Siemens Energy & Automation,Inc. U.S.A.)'
_computing_data_collection
'SMART (Siemens Energy & Automation,Inc. U.S.A.)'
_computing_data_reduction
'SAINT (Siemens Energy & Automation,Inc. U.S.A.)'
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1990)'
_computing_publication_material  'SHELXTL-Plus (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXTL-Plus (Sheldrick, 1990)'
_computing_structure_solution    'SHELXTL-Plus (Sheldrick, 1990)'
_diffrn_measurement_device       'Siemens SMART CCD diffractometer'
_diffrn_measurement_method       2\q-\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       10
_diffrn_reflns_number            19288
_diffrn_reflns_theta_max         25.9
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    1.583
_exptl_absorpt_correction_T_max  N/A
_exptl_absorpt_correction_T_min  N/A
_exptl_absorpt_correction_type   '\y scans (Sheldrick, 1990)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       tabular
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.62
_exptl_crystal_size_min          0.68
_refine_diff_density_max         1.73
_refine_diff_density_min         -1.91
_refine_ls_extinction_coef       '\c = 0.00068(9)'
_refine_ls_extinction_method     'F* = F[1+0.002\cF~2~/sin(2\q)]^-0.25~'
_refine_ls_goodness_of_fit_obs   0.88
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     435
_refine_ls_number_reflns         6746
_refine_ls_R_factor_obs          0.0448
_refine_ls_shift/esd_max         0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\S~2~(F) + 0.0058F~2~]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0543
_reflns_number_observed          6746
_reflns_number_total             7468
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            ja9643432.cif
_cod_data_source_block           JA9643432-409
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\S~2~(F) + 0.0058F~2~]'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\S~2~(F) +
0.0058F~2~]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4233.7(11)
_cod_database_code               4116972