Cobalt-Mediated Two-Carbon Ring Expansion of Five-Membered Rings. Electrophilic Carbon-Carbon Bond Activation in the Synthesis of Seven-Membered Rings
Trevor L. Dzwiniel; Jeffrey M. Stryker; Journal of the American Chemical Society 126 (2004) 9184–9185; doi:10.1021/ja047852+

data_4112800
_publ_contact_author_address
; Department of Chemistry
  University of Alberta
  Edmonton, Alberta T6G 2G2
  Canada
;
_publ_contact_author_email       jeff.stryker@ualberta.ca
_publ_contact_author_fax         1(780)4928231
_publ_contact_author_name        'Dr. Jeffrey M. Stryker'
_publ_contact_author_phone       1(780)4923981
_publ_section_title
;
 Cobalt-Mediated Two-Carbon Ring Expansion of Five-Membered Rings.
 Electrophilic Carbon-Carbon Bond Activation in the Synthesis of
 Seven-Membered Rings
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9184
_journal_page_last               9185
_journal_paper_doi               10.1021/ja047852+
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C24 H35 Co O4'
_chemical_formula_sum            'C24 H35 Co O4'
_chemical_formula_weight         446.45
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'manual editing of SHELXL template'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.458(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.4190(7)
_cell_length_b                   8.6648(3)
_cell_length_c                   16.2655(7)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      29.45
_cell_measurement_theta_min      29.21
_cell_volume                     2275.61(16)
_computing_cell_refinement       'Siemens XSCANS (Siemens, 1994)'
_computing_data_collection       'Siemens XSCANS (Siemens, 1994)'
_computing_data_reduction        'Siemens XSCANS (Siemens, 1994)'
_computing_molecular_graphics    'Siemens SHELXTL (Sheldrick, 1996)'
_computing_publication_material  'Siemens SHELXTL (Sheldrick, 1996)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Siemens P4/RA'
_diffrn_measurement_method       '2\q/\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0342
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3158
_diffrn_reflns_theta_full        56.74
_diffrn_reflns_theta_max         56.74
_diffrn_reflns_theta_min         2.74
_diffrn_standards_decay_%        7.90
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.116
_exptl_absorpt_correction_T_max  0.2603
_exptl_absorpt_correction_T_min  0.1308
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   'Siemens SHELXTL (Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_description       fragment
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0467
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0595P)^2^+2.0798P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1089
_refine_ls_wR_factor_ref         0.1152
_reflns_number_gt                2550
_reflns_number_total             3036
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ja0478522Bsi20040614_121939_1.cif
_cod_data_source_block           compound(3a)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4112800