Metal-free Hypervalent Iodine-promoted Tandem Carbonyl Migration and Unactivated C(Ph)-C(Alkyl) Bond Cleavage for Quinolone Scaffold Synthesis
Huang, Bin; Long, Yaqiu; Song, Li-Rui; Li, He; Wang, Shen-Feng; Lin, Jian-Ping; Chemical Communications  (2022) –; doi:10.1039/D2CC02245A

data_7130226
_publ_section_title
;
 Metal-free Hypervalent Iodine-promoted Tandem Carbonyl Migration and
 Unactivated C(Ph)-C(Alkyl) Bond Cleavage for Quinolone Scaffold Synthesis
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC02245A
_journal_year                    2022
_chemical_formula_sum            'C13 H15 N O4'
_chemical_formula_weight         249.26
_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
_audit_update_record
;
2015-02-01 deposited with the CCDC.	2022-06-14 downloaded from the CCDC.
;
_cell_angle_alpha                62.776(5)
_cell_angle_beta                 77.724(5)
_cell_angle_gamma                74.122(6)
_cell_formula_units_Z            2
_cell_length_a                   7.0946(6)
_cell_length_b                   9.7401(7)
_cell_length_c                   10.3943(8)
_cell_measurement_temperature    296(2)
_cell_volume                     611.11(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0730
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9968
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.101
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2782
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.942
_refine_ls_R_factor_all          0.1456
_refine_ls_R_factor_gt           0.0549
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0828P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1715
_reflns_number_gt                1251
_reflns_number_total             2837
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d2cc02245a2.cif
_cod_data_source_block           mo_2014507_0m
_cod_original_cell_volume        611.11(8)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7130226