Cp*Co<sup>III</sup>-Catalyzed Synthesis of Pyrido[2',1':2,3]pyrimido[1,6-a]indol-5-iums via Tandem C-H Activation and Subsequent Annulation from 1-(Pyridin-2-yl)-1H-indoles and Internal Alkynes.
Yang, Yuhan; Li, Bo; Liu, Wenmin; Zhang, Rumeng; Yu, Lintao; Ma, Qin-Ge; Lv, Rongrong; Du, Donghua; Li, Ting; The Journal of organic chemistry 81 (2016) 11335–11345; doi:10.1021/acs.joc.6b02314

data_4037428
_publ_section_title
;
 Cp*Co<sup>III</sup>-Catalyzed Synthesis of
 Pyrido[2',1':2,3]pyrimido[1,6-a]indol-5-iums via Tandem C-H Activation
 and Subsequent Annulation from 1-(Pyridin-2-yl)-1H-indoles and Internal
 Alkynes.
;
_journal_issue                   22
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11335
_journal_page_last               11345
_journal_paper_doi               10.1021/acs.joc.6b02314
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C28 H21 B F4 N2 O0'
_chemical_formula_sum            'C28 H21 B F4 N2 O0'
_chemical_formula_weight         472.28
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                96.05(3)
_cell_angle_beta                 101.76(3)
_cell_angle_gamma                107.07(3)
_cell_formula_units_Z            2
_cell_length_a                   8.283(13)
_cell_length_b                   9.617(15)
_cell_length_c                   15.51(2)
_cell_measurement_reflns_used    509
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      16.88
_cell_measurement_theta_min      3.12
_cell_volume                     1138(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_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  0.0438
_diffrn_reflns_av_sigmaI/netI    0.0972
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6247
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.36
_exptl_absorpt_coefficient_mu    0.103
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.798
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4389
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.798
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0774
_refine_ls_shift/su_max          0.482
_refine_ls_shift/su_mean         0.069
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2262
_refine_ls_wR_factor_ref         0.2757
_reflns_number_gt                2040
_reflns_number_total             4389
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b02314_si_002.cif
_cod_data_source_block           lt1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4037428