Gold(III)-Catalyzed Chemoselective Annulations of Anthranils with N-Allylynamides for the Synthesis of 3-Azabicyclo[3.1.0]hexan-2-imines
Song, Lina; Tian, Xianhai; Rudolph, Matthias; Rominger, Frank -; Hashmi, Stephen; Chemical Communications  (2019) –; doi:10.1039/C9CC04027G

data_7123743
_publ_section_title
;
 Gold(III)-Catalyzed Chemoselective Annulations of Anthranils with
 N-Allylynamides for the Synthesis of 3-Azabicyclo[3.1.0]hexan-2-imines
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC04027G
_journal_year                    2019
_chemical_formula_sum            'C25 H20 Br Cl N2 O3 S'
_chemical_formula_weight         543.85
_chemical_name_common            '3l in manuscript'
_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   mixed
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-02-21 deposited with the CCDC.    2019-06-28 downloaded from the CCDC.
;
_cell_angle_alpha                74.3668(12)
_cell_angle_beta                 67.2826(12)
_cell_angle_gamma                79.7541(12)
_cell_formula_units_Z            2
_cell_length_a                   10.2022(8)
_cell_length_b                   10.4755(9)
_cell_length_c                   11.8300(10)
_cell_measurement_reflns_used    8890
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.85
_cell_measurement_theta_min      2.17
_cell_volume                     1119.20(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            32762
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.382
_diffrn_reflns_theta_min         1.914
_diffrn_source                   'ImuS microsource'
_exptl_absorpt_coefficient_mu    2.081
_exptl_absorpt_correction_T_max  0.9583
_exptl_absorpt_correction_T_min  0.8810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). <i>SADABS</i>. University of G\"ottingen, Germany.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_description       plank
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         7616
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0363
_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^)+(0.0308P)^2^+0.4339P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0738
_refine_ls_wR_factor_ref         0.0809
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5779
_reflns_number_total             7616
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc04027g2.cif
_cod_data_source_block           lis7
_cod_database_code               7123743
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.816
_shelx_estimated_absorpt_t_max   0.954
_shelx_res_checksum              98809