Iron-Catalyzed Regioselective Direct Arylation at the C-3 Position of N-Alkyl-2-pyridone.
Modak, Atanu; Rana, Sujoy; Maiti, Debabrata; The Journal of organic chemistry 80 (2014) 296–; doi:10.1021/jo502362k

data_4030318
_publ_section_title
;
 Iron-Catalyzed Regioselective Direct Arylation at the C-3 Position of
 N-Alkyl-2-pyridone.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              296
_journal_paper_doi               10.1021/jo502362k
_journal_volume                  80
_journal_year                    2014
_chemical_formula_sum            'C13 H13 N O2'
_chemical_formula_weight         215.24
_space_group_IT_number           2
_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                79.89(3)
_cell_angle_beta                 87.19(3)
_cell_angle_gamma                81.26(3)
_cell_formula_units_Z            4
_cell_length_a                   6.2791(13)
_cell_length_b                   9.6890(19)
_cell_length_c                   17.740(4)
_cell_measurement_temperature    173(2)
_cell_volume                     1049.9(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.937
_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  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7396
_diffrn_reflns_theta_full        25.36
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_min         3.44
_exptl_absorpt_coefficient_mu    0.092
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.189
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3618
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.203
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0486
_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^)+(0.1191P)^2^+0.2870P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1552
_refine_ls_wR_factor_ref         0.1870
_reflns_number_gt                3424
_reflns_number_total             3618
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo502362k_si_002.cif
_cod_data_source_block           pyr
_cod_depositor_comments
'Adding full bibliography for 4030318--4030319.cif.'
_cod_database_code               4030318