Synthesis of β-Phenethylamines via Ni/Photoredox Cross-Electrophile Coupling of Aliphatic Aziridines and Aryl Iodides.
Steiman, Talia J.; Liu, Junyi; Mengiste, Amanuella; Doyle, Abigail G.; Journal of the American Chemical Society 142 (2020) 7598–7605; doi:10.1021/jacs.0c01724

data_4134623
_publ_section_title
;
 Synthesis of \b-Phenethylamines via Ni/Photoredox Cross-Electrophile
 Coupling of Aliphatic Aziridines and Aryl Iodides.
;
_journal_issue                   16
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7598
_journal_page_last               7605
_journal_paper_doi               10.1021/jacs.0c01724
_journal_volume                  142
_journal_year                    2020
_chemical_formula_sum            'C28 H28 N2 O5 S'
_chemical_formula_weight         504.58
_chemical_name_common            TJS-A-01
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     SHELXT
_audit_creation_method           SHELXL-2014/7
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_cell_angle_beta                 89.6948(10)
_cell_angle_gamma                80.2803(10)
_cell_formula_units_Z            2
_cell_length_a                   8.0580(4)
_cell_length_b                   8.2082(4)
_cell_length_c                   19.2630(10)
_cell_measurement_reflns_used    9814
_cell_measurement_temperature    100(2)
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_cell_measurement_theta_min      2.5444
_cell_volume                     1242.51(11)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2014.11.0.1'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
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_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            56866
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.441
_diffrn_reflns_theta_min         2.137
_diffrn_source                   'fine focus tube'
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/2 (Bruker AXS Inc.)'
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         12125
_refine_ls_number_restraints     149
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0597P)^2^+0.3676P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1176
_refine_ls_wR_factor_ref         0.1246
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10142
_reflns_number_total             12125
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja0c01724_si_002.cif
_cod_data_source_block           mo_PDJTJS1_0m
_cod_depositor_comments          'Adding full bibliography for 4134623.cif.'
_cod_database_code               4134623
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.934
_shelx_estimated_absorpt_t_max   0.980
_shelx_res_checksum              73016
_shelx_hkl_checksum              8950