Silver-Catalyzed Nucleophilic Addition of β-Dicarbonyls to Isocyano Group: Facile Access to Indolin-3-ol Derivatives.
Hu, Zhongyan; Zhang, Lingjuan; Li, Juanjuan; Yang, Wenhui; Wei, Qianwen; Xu, Xianxiu; The Journal of organic chemistry 84 (2019) 1563–1569; doi:10.1021/acs.joc.8b03058

data_4037567
_publ_section_title
;
 Silver-Catalyzed Nucleophilic Addition of \b-Dicarbonyls to Isocyano
 Group: Facile Access to Indolin-3-ol Derivatives.
;
_journal_issue                   3
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              1563
_journal_page_last               1569
_journal_paper_doi               10.1021/acs.joc.8b03058
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C20.5 H17.5 Cl1.5 N O5'
_chemical_formula_weight         411.03
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                106.191(2)
_cell_angle_beta                 100.862(2)
_cell_angle_gamma                108.089(2)
_cell_formula_units_Z            4
_cell_length_a                   11.1560(6)
_cell_length_b                   13.6690(7)
_cell_length_c                   15.0930(8)
_cell_measurement_reflns_used    7379
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.430
_cell_measurement_theta_min      2.559
_cell_volume                     2003.41(19)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0891
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            44949
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.431
_diffrn_reflns_theta_min         2.605
_exptl_absorpt_coefficient_mu    0.289
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.674
_refine_diff_density_rms         0.160
_refine_ls_extinction_coef       0.077(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     522
_refine_ls_number_reflns         7379
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.1142
_refine_ls_R_factor_gt           0.0783
_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^)+(0.1287P)^2^+1.8600P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2048
_refine_ls_wR_factor_ref         0.2462
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5182
_reflns_number_total             7379
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b03058_si_002.cif
_cod_data_source_block           11
_cod_depositor_comments
;

2020-08-05
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum        'C41 H35 Cl3 N2 O10'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     822.06
_cod_database_code               4037567
_shelxl_version_number           2013-2
_shelx_res_checksum              15809
_shelx_hkl_checksum              19539