Gold-Catalyzed Ascorbic Acid-Induced Arylative Carbocyclization of Alkynes with Aryldiazonium Tetrafluoroborates
Medina-Mercado, Ignacio; Colin-Molina, Abraham; Barquera-Lozada, José Enrique; Rodríguez-Molina, Braulio; Porcel, Susana; ACS Catalysis  (2021) 8968–8977; doi:10.1021/acscatal.1c01826

data_4518871
_publ_contact_author
;
      'Susana Porcel'
      Instituto de Qu\'imica,
      Universidad Aut\'onoma de M\'exico,
      Circuito Exterior,
      Cuidad Universitaria.
      04510 Ciudad de M\'exico,
      M\'exico  
      
;
_publ_section_title
;
 Gold-Catalyzed Ascorbic Acid-Induced Arylative Carbocyclization of
 Alkynes with Aryldiazonium Tetrafluoroborates
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              8968
_journal_page_last               8977
_journal_paper_doi               10.1021/acscatal.1c01826
_journal_year                    2021
_chemical_formula_sum            'C22 H17 N O4'
_chemical_formula_weight         359.36
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                100.755(4)
_cell_angle_beta                 94.852(3)
_cell_angle_gamma                105.369(3)
_cell_formula_units_Z            2
_cell_length_a                   6.2331(9)
_cell_length_b                   10.6409(16)
_cell_length_c                   14.154(2)
_cell_measurement_reflns_used    2992
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.20
_cell_measurement_theta_min      2.24
_cell_volume                     880.4(2)
_computing_cell_refinement       'APEX3 v2018.1-0(Bruker, 2018)'
_computing_data_collection       'APEX3 v2018.1-0(Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2014)'
_computing_molecular_graphics
'SHELXLe (H&#x00C2;&#x00B8;bschle et al, 2011)'
_computing_publication_material  'CIFTAB V 2013/2 (Sheldrick, 2013)'
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_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 52.0833
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 Venture \k geometry diffractometer 208039-1'
_diffrn_measurement_method       '\f and \w-scans'
_diffrn_radiation_monochromator  'Helios multilayer mirror'
_diffrn_radiation_source         'micro-focus X-ray source'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
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_diffrn_reflns_point_group_measured_fraction_full 0.999
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.240
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6459
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Sheldrick, 2012)'
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_exptl_crystal_density_diffrn    1.356
_exptl_crystal_description       platy-prism
_exptl_crystal_F_000             376
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_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.024
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_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4023
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.2369
_refine_ls_R_factor_gt           0.0819
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0849P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1567
_refine_ls_wR_factor_ref         0.2115
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1531
_reflns_number_total             4023
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs1c01826_si_002.cif
_cod_data_source_block           035RMB20_a
_cod_database_code               4518871
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.963
_shelx_estimated_absorpt_t_max   0.998
_shelx_res_checksum              8368
_shelx_hkl_checksum              52122