Approaches to the Synthesis of (\±)-Strychnine via the Cobalt-Mediated [2 + 2 + 2] Cycloaddition: Rapid Assembly of a Classic Framework
Michael J. Eichberg; Rosa L. Dorta; Douglas B. Grotjahn; Kai Lamottke; Martin Schmidt; K. Peter C. Vollhardt; Journal of the American Chemical Society 123 (2001) 9324–9337; doi:10.1021/ja016333t

data_4115704
_publ_contact_author_address
;
Department of Chemistry, University of California at Berkeley, and 
the Chemical Sciences Division, Lawrence Berkeley National Laboratory, 
California 94720-1460, USA
;
_publ_contact_author_email       ' vollhard@cchem.berkeley.edu '
_publ_contact_author_fax         ' (510) 642-0286'
_publ_contact_author_name        ' Dr. K. Peter C. Vollhardt'
_publ_contact_author_phone       ' (510) 643-5208 '
_publ_section_title
;
 Approaches to the Synthesis of (\+-)-Strychnine via the Cobalt-Mediated
 [2 + 2 + 2] Cycloaddition: Rapid Assembly of a Classic Framework
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9324
_journal_page_last               9337
_journal_paper_doi               10.1021/ja016333t
_journal_volume                  123
_journal_year                    2001
_chemical_formula_moiety         'C21 H21 I N2 O2 '
_chemical_formula_sum            'C21 H21 I N2 O2'
_chemical_formula_weight         460.31
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             'Mon Jun  4 13:49:12 2001'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                66.744(1)
_cell_angle_beta                 78.520(2)
_cell_angle_gamma                79.240(2)
_cell_formula_units_Z            2
_cell_length_a                   8.9297(2)
_cell_length_b                   9.9577(2)
_cell_length_c                   11.4947(3)
_cell_measurement_reflns_used    3293
_cell_measurement_temperature    140.2
_cell_measurement_theta_max      51.9
_cell_measurement_theta_min      3.0
_cell_volume                     913.61(4)
_computing_cell_refinement       'Bruker SAINT v5.04'
_computing_data_collection       'Bruker SMART v5.052d'
_computing_data_reduction        'Bruker SAINT v5.04'
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      140.2
_diffrn_measurement_device_type  'SMART CCD'
_diffrn_measurement_method       \w-scan
_diffrn_orient_matrix_UB_11      0.00000
_diffrn_orient_matrix_UB_12      0.00000
_diffrn_orient_matrix_UB_13      0.00000
_diffrn_orient_matrix_UB_21      0.00000
_diffrn_orient_matrix_UB_22      0.00000
_diffrn_orient_matrix_UB_23      0.00000
_diffrn_orient_matrix_UB_31      0.00000
_diffrn_orient_matrix_UB_32      0.00000
_diffrn_orient_matrix_UB_33      0.00000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5080
_diffrn_reflns_theta_max         25.94
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.771
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_description       plate
_exptl_crystal_F_000             460.00
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.070
_refine_diff_density_max         1.71
_refine_diff_density_min         -1.58
_refine_ls_extinction_coef       0.00000
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2522
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0535
_refine_ls_wR_factor_gt          0.0514
_refine_ls_wR_factor_ref         0.0514
_reflns_number_gt                2522
_reflns_number_total             3123
_reflns_threshold_expression     I>3.00sigma
_cod_data_source_file            ja016333t_s2.cif
_cod_data_source_block           Isostrychnine_Iodide
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C21 H21 I N2 O2 '
_cod_database_code               4115704