p-TsOH Promoted Au(I)-Catalyzed Consecutive Endo Cyclization of Yne-Tethered Ynamide: Access to Benzofused Dihydroisoquinolones.
Nayak, Sanatan; Ghosh, Nayan; Prabagar, B.; Sahoo, Akhila K.; Organic letters 17 (2015) 5662–5665; doi:10.1021/acs.orglett.5b02946

data_1540593
_publ_section_title
;
 p-TsOH Promoted Au(I)-Catalyzed Consecutive Endo Cyclization of
 Yne-Tethered Ynamide: Access to Benzofused Dihydroisoquinolones.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              5662
_journal_page_last               5665
_journal_paper_doi               10.1021/acs.orglett.5b02946
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C33 H24 F3 N O4 S'
_chemical_formula_sum            'C33 H24 F3 N O4 S'
_chemical_formula_weight         587.59
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                67.375(18)
_cell_angle_beta                 72.768(15)
_cell_angle_gamma                89.623(12)
_cell_formula_units_Z            4
_cell_length_a                   14.2696(19)
_cell_length_b                   14.853(2)
_cell_length_c                   14.948(3)
_cell_measurement_reflns_used    1518
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.3710
_cell_measurement_theta_min      2.9280
_cell_volume                     2772.3(9)
_computing_cell_refinement       'CrysAlisPro Agilent Technologies'
_computing_data_collection       'CrysAlisPro Agilent Technologies'
_computing_data_reduction        'CrysAlisPro Agilent Technologies'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1066
_diffrn_reflns_av_sigmaI/netI    0.2665
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21189
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.77
_exptl_absorpt_coefficient_mu    0.178
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97324
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.00192(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.896
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     760
_refine_ls_number_reflns         11339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.896
_refine_ls_R_factor_all          0.2900
_refine_ls_R_factor_gt           0.0755
_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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.1429
_reflns_number_gt                2954
_reflns_number_total             11339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b02946_si_003.cif
_cod_data_source_block           aks141
_cod_original_cell_volume        2772.3(8)
_cod_database_code               1540593