NickelII-catalyzed asymmetric photoenolization/Mannich reaction of (2-alkylphenyl) ketones
Yang, Liangkun; Li, Wang-Yuren; Hou, Liuzhen; Zhan, Tangyu; Cao, Weidi; Liu, Xiaohua; Feng, Xiaoming; Chemical Science 13 (2022) 8576–8582; doi:10.1039/D2SC02721F

data_1567156
_publ_section_title
;
 NickelII-catalyzed asymmetric photoenolization/Mannich reaction of
 (2-alkylphenyl) ketones
;
_journal_issue                   29
_journal_name_full               'Chemical Science'
_journal_page_first              8576
_journal_page_last               8582
_journal_paper_doi               10.1039/D2SC02721F
_journal_volume                  13
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C30 H27 N O5 S'
_chemical_formula_sum            'C30 H27 N O5 S'
_chemical_formula_weight         513.58
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-12-21 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4559(3)
_cell_length_b                   16.0249(5)
_cell_length_c                   16.2168(5)
_cell_measurement_reflns_used    9120
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      80.08
_cell_measurement_theta_min      3.88
_cell_volume                     2457.33(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10089
_diffrn_reflns_point_group_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         80.535
_diffrn_reflns_theta_min         3.878
_exptl_absorpt_coefficient_mu    1.526
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7850
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM, Hexane'
_exptl_crystal_size_max          0.567
_exptl_crystal_size_mid          0.387
_exptl_crystal_size_min          0.304
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details
; 
 Flack x determined using 1859 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.032(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4900
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0355
_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^)+(0.0387P)^2^+0.5760P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0906
_reflns_Friedel_coverage         0.686
_reflns_Friedel_fraction_full    0.912
_reflns_Friedel_fraction_max     0.850
_reflns_number_gt                4740
_reflns_number_total             4900
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc02721f2.cif
_cod_data_source_block           way014
_cod_depositor_comments
'Adding full bibliography for 1567156--1567157.cif.'
_cod_database_code               1567156
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.478
_shelx_estimated_absorpt_t_max   0.654
_shelx_res_checksum              54970
_shelx_hkl_checksum              45781