Asymmetric bifunctionalization of allenes with aryl iodides and amino acids enabled by chiral aldehyde/palladium combined catalysis.
Zhang, Hao; Wen, Wei; Wang, Yu-Yang; Lu, Ze-Xi; Liu, Jin-Long; Wu, Zhu-Lian; Cai, Tian; Guo, Qi-Xiang; Chemical science 15 (2024) 12983–12988; doi:10.1039/d4sc03398a

data_1572139
_publ_section_title
;
 Asymmetric bifunctionalization of allenes with aryl iodides and amino
 acids enabled by chiral aldehyde/palladium combined catalysis.
;
_journal_issue                   32
_journal_name_full               'Chemical science'
_journal_page_first              12983
_journal_page_last               12988
_journal_paper_doi               10.1039/d4sc03398a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_sum            'C19 H19 N O2'
_chemical_formula_weight         293.35
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2024-01-18 deposited with the CCDC.	2024-07-16 downloaded from the CCDC.
;
_cell_angle_alpha                96.029(5)
_cell_angle_beta                 98.627(5)
_cell_angle_gamma                92.934(5)
_cell_formula_units_Z            2
_cell_length_a                   5.9905(4)
_cell_length_b                   8.0684(5)
_cell_length_c                   16.5496(9)
_cell_measurement_temperature    453(2)
_cell_volume                     784.65(8)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      453(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14056
_diffrn_reflns_point_group_measured_fraction_full 0.793
_diffrn_reflns_point_group_measured_fraction_max 0.767
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.547
_diffrn_reflns_theta_min         5.443
_exptl_absorpt_coefficient_mu    0.638
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.270
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.096
_refine_ls_abs_structure_details
;
 Flack x determined using 1453 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         4770
_refine_ls_number_restraints     33
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0861
_refine_ls_R_factor_gt           0.0835
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1612P)^2^+0.6616P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2273
_refine_ls_wR_factor_ref         0.2314
_reflns_Friedel_coverage         0.571
_reflns_Friedel_fraction_full    0.587
_reflns_Friedel_fraction_max     0.558
_reflns_number_gt                4507
_reflns_number_total             4770
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc03398a2.cif
_cod_data_source_block           zh-a1409
_cod_depositor_comments          'Adding full bibliography for 1572139.cif.'
_cod_database_code               1572139
_shelx_estimated_absorpt_t_min   0.780
_shelx_estimated_absorpt_t_max   0.847
_shelxl_version_number           2014-1
_shelx_res_checksum              33567
_shelx_hkl_checksum              61660