Rh-Catalyzed Hydroformylation-Initiated Bicyclization: Construction of Azabicyclic Systems.
Chiou, Wen-Hua; Hsu, Kuo-Hsun; Huang, Wen-Wei; ACS omega 5 (2020) 3717–3724; doi:10.1021/acsomega.9b04400

data_4517407
_publ_section_title
;
 Rh-Catalyzed Hydroformylation-Initiated Bicyclization: Construction of
 Azabicyclic Systems.
;
_journal_issue                   7
_journal_name_full               'ACS omega'
_journal_page_first              3717
_journal_page_last               3724
_journal_paper_doi               10.1021/acsomega.9b04400
_journal_volume                  5
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_sum            'C17 H23 N3 O3 S'
_chemical_formula_weight         349.44
_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   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                81.685(6)
_cell_angle_beta                 63.540(5)
_cell_angle_gamma                72.764(5)
_cell_formula_units_Z            1
_cell_length_a                   7.9413(13)
_cell_length_b                   7.9555(13)
_cell_length_c                   8.0755(13)
_cell_measurement_reflns_used    2570
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.425
_cell_measurement_theta_min      4.607
_cell_volume                     436.18(12)
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3835
_diffrn_reflns_point_group_measured_fraction_full 0.751
_diffrn_reflns_point_group_measured_fraction_max 0.750
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         4.608
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.7046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       block
_exptl_crystal_F_000             186
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Flack x determined using 723 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         2574
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0560
_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^)+(0.0077P)^2^+0.9013P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1313
_reflns_Friedel_coverage         0.571
_reflns_Friedel_fraction_full    0.550
_reflns_Friedel_fraction_max     0.545
_reflns_number_gt                2190
_reflns_number_total             2574
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ao9b04400_si_002.cif
_cod_data_source_block           wei1181p
_cod_depositor_comments          'Adding full bibliography for 4517407.cif.'
_cod_database_code               4517407
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.904
_shelx_estimated_absorpt_t_max   0.950
_shelx_res_checksum              45633
_shelx_hkl_checksum              21022