Cu<sub>2</sub>O-catalyzed cascade phosphinylation/cyclization of 2'-aminochalcones for the synthesis of hemi-indigo derivatives.
Liu, Xian; Hao, Liqiang; Wang, Yangyang; Yu, Xiao; Yang, Zhaoziyuan; Liu, Yiping; Ji, Yafei; Organic & biomolecular chemistry 22 (2024) 4249–4253; doi:10.1039/d4ob00594e

data_7159939
_publ_section_title
;
 Cu<sub>2</sub>O-catalyzed cascade phosphinylation/cyclization of
 2'-aminochalcones for the synthesis of hemi-indigo derivatives.
;
_journal_issue                   21
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4249
_journal_page_last               4253
_journal_paper_doi               10.1039/d4ob00594e
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C29 H24 N O4 P'
_chemical_formula_weight         481.46
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2024-04-24 deposited with the CCDC.	2024-05-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.6320(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.3847(4)
_cell_length_b                   17.7511(5)
_cell_length_c                   18.5322(5)
_cell_measurement_reflns_used    9148
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      75.0377
_cell_measurement_theta_min      5.3772
_cell_volume                     5136.8(2)
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      294(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  Quest
_diffrn_measurement_method       'phi and omi'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            58205
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.430
_diffrn_reflns_theta_min         3.770
_exptl_absorpt_coefficient_mu    1.229
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.73
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         4667
_refine_ls_number_restraints     187
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0743P)^2^+5.5477P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1345
_refine_ls_wR_factor_ref         0.1447
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4164
_reflns_number_total             4667
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob00594e2.cif
_cod_data_source_block           rs814_330_55_1_0m_a_sq
_cod_depositor_comments          'Adding full bibliography for 7159939.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7159939
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.837
_shelx_estimated_absorpt_t_max   0.941
_shelx_res_checksum              67812
_shelx_fab_checksum              16528