Assembling Contiguous Quaternary Carbon Atoms: Regio- and Stereoselective Rearrangements in Cobalt-Directed Radical Reactions of 1,4-Enynes
Melikyan, Gagik G.; Hughes, Rhoda; Rivas, Bianca; Duncan, Kellyanne; Sahakyan, Nare; Organometallics 34 (2015) 242–; doi:10.1021/om501096x

data_4085315
_publ_section_title
;
 Assembling Contiguous Quaternary Carbon Atoms: Regio- and Stereoselective
 Rearrangements in Cobalt-Directed Radical Reactions of 1,4-Enynes
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              242
_journal_paper_doi               10.1021/om501096x
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C34 H38 Co4 O12 Si2'
_chemical_formula_sum            'C34 H38 Co4 O12 Si2'
_chemical_formula_weight         930.54
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2013-11-19
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2013.11.15 svn.r2834 for OlexSys, GUI svn.r4709)
;
_cell_angle_alpha                93.1560(10)
_cell_angle_beta                 95.5740(10)
_cell_angle_gamma                114.5610(8)
_cell_formula_units_Z            1
_cell_length_a                   8.1999(6)
_cell_length_b                   9.5531(7)
_cell_length_c                   14.6985(11)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      31.024
_cell_measurement_theta_min      2.357
_cell_volume                     1036.46(13)
_computing_cell_refinement       'SAINT v8.32B (Bruker, 2013)'
_computing_data_collection       'APEX2 v2013.2-4 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.32B (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13660
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.357
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.685
_exptl_absorpt_correction_T_max  0.9673
_exptl_absorpt_correction_T_min  0.7415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0550 before and 0.0320 after correction.
The Ratio of minimum to maximum transmission is 0.7666.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_description       needle
_exptl_crystal_F_000             474
_exptl_crystal_recrystallization_method
'The material was recrystallised by vapor diffusion using a mixture of methanol and pentane.'
_exptl_crystal_size_max          0.677
_exptl_crystal_size_mid          0.251
_exptl_crystal_size_min          0.168
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4759
_refine_ls_number_restraints     96
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0256
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0420P)^2^+0.2333P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0679
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4252
_reflns_number_total             4759
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om501096x_si_002.cif
_cod_data_source_block           rh-99
_cod_database_code               4085315
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.765
_shelx_estimated_absorpt_t_min   0.395
_olex2_refinement_description
;
1. Restrained distances
 C10-H10B = C10-H10C = C10-H10A = C9-H9A = C9-H9C = C9-H9B
 0.998 with sigma of 0.005
 C11-H11B = C11-H11C = C11-H11A
 0.998 with sigma of 0.005
 C6-H6A = C6-H6C = C6-H6B = C3-H3A = C3-H3B = C3-H3C
 0.998 with sigma of 0.005
 C4-H4
 0.995 with sigma of 0.005
 C1-H1B = C1-H1A = C1-H1C
 0.995 with sigma of 0.005
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uiso(H10B) = Uiso(H10A) = Uiso(H10C) = Uiso(H9C) = Uiso(H9B) = Uiso(H9A)
Uiso(H11B) = Uiso(H11A) = Uiso(H11C)
Uiso(H6C) = Uiso(H6B) = Uiso(H6A) = Uiso(H3A) = Uiso(H3B) = Uiso(H3C)
;