Friedel‒Crafts reaction of indoles with vicinal tricarbonyl compounds generated in situ from 1,3-dicarbonyl compounds and TEMPO: highly selective synthesis of tertiary alcohols
Yan, Jianwei; Ni, Tianjun; Yan, Fulin; Zhang, Jixia; Zhuang, Fangfang; RSC Advances 5 (2015) 89906–; doi:10.1039/C5RA17383C

data_7235972
_publ_section_title
;
 Friedel--Crafts reaction of indoles with vicinal tricarbonyl compounds
 generated in situ from 1,3-dicarbonyl compounds and TEMPO: highly
 selective synthesis of tertiary alcohols
;
_journal_issue                   109
_journal_name_full               'RSC Advances'
_journal_page_first              89906
_journal_paper_doi               10.1039/C5RA17383C
_journal_volume                  5
_journal_year                    2015
_chemical_formula_sum            'C H N O'
_chemical_formula_weight         43.03
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/cc14gkms
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-03-29 deposited with the CCDC.
2015-10-15 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.693(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            27
_cell_length_a                   10.860(5)
_cell_length_b                   11.654(5)
_cell_length_c                   11.196(5)
_cell_measurement_temperature    296(2)
_cell_volume                     1342.2(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7205
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.60
_exptl_absorpt_coefficient_mu    0.129
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             594
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2638
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          1.153
_refine_ls_shift/su_mean         0.034
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1249P)^2^+0.3508P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1854
_refine_ls_wR_factor_ref         0.2104
_reflns_number_gt                1867
_reflns_number_total             2638
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra17383c2.cif
_cod_data_source_block           1
_cod_original_cell_volume        1342.3(11)
_cod_database_code               7235972