Enantioselective Aminocatalytic [2 + 2] Cycloaddition through Visible Light Excitation
Rigotti, Thomas; Mas-Ballesté, Rubén; Alemán, José; ACS Catalysis 10 (2020) 5335–5346; doi:10.1021/acscatal.0c01413

data_4517598
_publ_section_title
;
 Enantioselective Aminocatalytic [2 + 2] Cycloaddition through Visible
 Light Excitation
;
_journal_issue                   9
_journal_name_full               'ACS Catalysis'
_journal_page_first              5335
_journal_page_last               5346
_journal_paper_doi               10.1021/acscatal.0c01413
_journal_volume                  10
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_sum            'C23 H28 N2 O2 S'
_chemical_formula_weight         396.53
_chemical_name_common            1375_diff_tol
_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
_cell_angle_alpha                90.123(7)
_cell_angle_beta                 96.248(6)
_cell_angle_gamma                112.826(6)
_cell_formula_units_Z            2
_cell_length_a                   7.7639(11)
_cell_length_b                   9.7745(15)
_cell_length_c                   16.044(3)
_cell_measurement_reflns_used    4681
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      19.7372
_cell_measurement_theta_min      2.5444
_cell_volume                     1114.2(3)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_unetI/netI     0.0796
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38086
_diffrn_reflns_theta_full        25.36
_diffrn_reflns_theta_max         25.36
_diffrn_reflns_theta_min         1.28
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.279
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.018
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.333
_refine_ls_abs_structure_details
;

Flack x determined using 1777 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         8169
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.1243
_refine_ls_R_factor_gt           0.0517
_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^)+(0.0723P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1430
_reflns_number_gt                4763
_reflns_number_total             8169
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs0c01413_si_002.cif
_cod_data_source_block           02716AntonioCasado
_cod_depositor_comments
;Adding full bibliography for 4517598.cif.

 Adding full bibliography for 4517598.cif.
;
_cod_database_code               4517598
_shelx_res_checksum              995
_shelx_hkl_checksum              42386