Isatin N,N'-Cyclic Azomethine Imine 1,3-Dipole and Base Catalyzed Michael Addition with β-Nitrostyrene via C3 Umpolung of Oxindole.
Wang, Xiao; Wu, Lin; Yang, Peng; Song, Xiang-Jia; Ren, Hong-Xia; Peng, Lin; Wang, Li-Xin; Organic letters 19 (2017) 3051–3054; doi:10.1021/acs.orglett.7b01063

data_1546195
_publ_section_title
;
 Isatin N,N'-Cyclic Azomethine Imine 1,3-Dipole and Base Catalyzed Michael
 Addition with \b-Nitrostyrene via C3 Umpolung of Oxindole.
;
_journal_issue                   12
_journal_name_full               'Organic letters'
_journal_page_first              3051
_journal_page_last               3054
_journal_paper_doi               10.1021/acs.orglett.7b01063
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C26 H20 Br2 N4 O4, C2 H3 N'
_chemical_formula_sum            'C28 H23 Br2 N5 O4'
_chemical_formula_weight         653.33
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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-2014/7
_cell_angle_alpha                88.680(3)
_cell_angle_beta                 84.146(3)
_cell_angle_gamma                78.769(3)
_cell_formula_units_Z            2
_cell_length_a                   8.5342(14)
_cell_length_b                   8.6870(14)
_cell_length_c                   18.025(3)
_cell_measurement_reflns_used    7712
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.64
_cell_measurement_theta_min      2.39
_cell_volume                     1303.9(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.918
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            19328
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.904
_diffrn_reflns_theta_min         2.272
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.154
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_description       prism
_exptl_crystal_F_000             656
_exptl_crystal_size_max          1.080
_exptl_crystal_size_mid          0.700
_exptl_crystal_size_min          0.600
_exptl_transmission_factor_max   0.7461
_exptl_transmission_factor_min   0.2234
_refine_diff_density_max         1.175
_refine_diff_density_min         -1.473
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         7576
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+1.1842P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0997
_refine_ls_wR_factor_ref         0.1069
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6099
_reflns_number_total             7576
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b01063_si_002.cif
_cod_data_source_block           mo_wlx_wx3_0m
_cod_depositor_comments          'Adding full bibliography for 1546195.cif.'
_cod_database_code               1546195
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.132
_shelx_estimated_absorpt_t_max   0.253
_shelx_res_checksum              3398
_shelx_hkl_checksum              70909