Nickel-Catalyzed Negishi Alkylations of Styrenyl Aziridines
Chung-Yang (Dennis) Huang; Abigail G. Doyle; Journal of the American Chemical Society 134 (2012) 9541–9544; doi:10.1021/ja3013825

data_4118044
_publ_section_title
;
 Nickel-Catalyzed Negishi Alkylations of Styrenyl Aziridines
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9541
_journal_page_last               9544
_journal_paper_doi               10.1021/ja3013825
_journal_volume                  134
_journal_year                    2012
_chemical_formula_sum            'C20 H25 N O2 S'
_chemical_formula_weight         343.47
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
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_symmetry_space_group_name_H-M   'P -1'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.8010(10)
_cell_angle_beta                 78.8160(10)
_cell_angle_gamma                71.9540(10)
_cell_formula_units_Z            2
_cell_length_a                   7.9668(2)
_cell_length_b                   9.1543(2)
_cell_length_c                   13.3470(3)
_cell_measurement_reflns_used    9933
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.88
_cell_measurement_theta_min      3.38
_cell_volume                     906.27(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP3 (Farraguia, 1994)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0147
_diffrn_reflns_av_sigmaI/netI    0.0134
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11138
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_reflns_theta_max         66.12
_diffrn_reflns_theta_min         3.38
_exptl_absorpt_coefficient_mu    1.670
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       irregular
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.103
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.341
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3002
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.341
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0391
_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^)+(0.0263P)^2^+0.4908P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.0934
_reflns_number_gt                2985
_reflns_number_total             3002
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ja3013825_si_002.cif
_cod_data_source_block           cyh1
_cod_database_code               4118044