Ruthenium-catalyzed heteroatom-directed regioselective C-h arylation of indoles using a removable tether.
Tiwari, Virendra Kumar; Kamal, Neha; Kapur, Manmohan; Organic letters 17 (2015) 1766–1769; doi:10.1021/acs.orglett.5b00535

data_1518989
_publ_section_title
;
 Ruthenium-catalyzed heteroatom-directed regioselective C-h arylation of
 indoles using a removable tether.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1766
_journal_page_last               1769
_journal_paper_doi               10.1021/acs.orglett.5b00535
_journal_volume                  17
_journal_year                    2015
_chemical_formula_sum            'C19 H12 Cl2 N2'
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_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 112.701(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7382(7)
_cell_length_b                   11.0562(7)
_cell_length_c                   12.4976(8)
_cell_measurement_temperature    296
_cell_measurement_theta_max      26.04
_cell_measurement_theta_min      2.53
_cell_volume                     1623.76(17)
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_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            58287
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.089
_diffrn_reflns_theta_min         2.529
_exptl_absorpt_coefficient_mu    0.399
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_description       Needle
_exptl_crystal_F_000             696
_refine_diff_density_max         0.405
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         4765
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0472
_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^)+(0.0489P)^2^+0.6019P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1293
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_reflns_number_gt                2926
_reflns_number_total             4765
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol5b00535_si_003.cif
_cod_data_source_block           TRYA3
_cod_database_code               1518989
_shelxl_version_number           2014/6
_shelx_res_checksum              57351
_shelx_hkl_checksum              11122