Enantioselective Rh(I)-Catalyzed Addition of Arylboronic Acids to Cyclic Ketimines.
Kong, Jongrock; McLaughlin, Mark; Belyk, Kevin; Mondschein, Ryan; Organic letters 17 (2015) 5520–5523; doi:10.1021/acs.orglett.5b02032

data_1540595
_publ_section_title
;
 Enantioselective Rh(I)-Catalyzed Addition of Arylboronic Acids to Cyclic
 Ketimines.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              5520
_journal_page_last               5523
_journal_paper_doi               10.1021/acs.orglett.5b02032
_journal_volume                  17
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H15 N O4 S'
_chemical_formula_structural     'C15 H15 N O4 S'
_chemical_formula_sum            'C15 H15 N O4 S'
_chemical_formula_weight         305.350
_chemical_name_systematic
;
(S)-4-(4-methoxyphenyl)-4-phenyl-1,2,3-oxathiazolidine 2,2-dioxide
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.1
_audit_creation_date             2013-08-16
_audit_creation_method           'merge of exptl & shelxl CIFs via mrlcif'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1024(11)
_cell_length_b                   11.3536(15)
_cell_length_c                   14.828(2)
_cell_measurement_radiation      'Cu K\a'
_cell_measurement_reflns_used    8635
_cell_measurement_temperature    100
_cell_measurement_theta_max      66.2212
_cell_measurement_theta_min      2.9801
_cell_volume                     1364.0(3)
_computing_cell_refinement       'SAINT V7.68A'
_computing_data_collection       'SAINT V7.68A'
_computing_data_reduction        'SAINT V7.68A'
_computing_molecular_graphics
;
ORTEP3 (Johnson,2000), PLATON (Spek,1990),
PSPLUTO (local version of Motherwell's program)
;
_computing_publication_material  'locally developed programs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      100
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 8.333
_diffrn_detector_type            'Bruker APEXII'
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_details
;
crystal to CCD distance 5.5000 cm
 generator setting 45.00 KV, 0.65 ma
 frame size 512 pixels square
;
_diffrn_measurement_device_type  'Bruker \k-geometry diffractometer'
_diffrn_measurement_method       'omega, phi oscillation scans'
_diffrn_measurement_specimen_support 'micromount / oil'
_diffrn_radiation_collimation    '0.1mm pinhole'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0220
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9363
_diffrn_reflns_theta_full        66.63
_diffrn_reflns_theta_max         66.63
_diffrn_reflns_theta_min         4.91
_diffrn_source                   'sealed-tube X-ray generator'
_diffrn_source_power             0.65
_diffrn_source_size              'micro-focus filament'
_diffrn_source_target            Cu
_diffrn_source_type              Bruker
_diffrn_source_voltage           45.00
_exptl_absorpt_coefficient_mu    2.2630
_exptl_absorpt_correction_T_max  0.9031
_exptl_absorpt_correction_T_min  0.788288897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS - Bruker'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    none
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             640
_exptl_crystal_recrystallization_method
;
Crystallized from 2-Me-THF by evaporation
;
_exptl_crystal_size_max          0.242
_exptl_crystal_size_mid          0.139
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.129
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881; Hooft, Straver, and Spek J. Appl. Cryst. (2008) 41, 96-103'
_refine_ls_abs_structure_Flack   0.039(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2242
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0218
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0338P)^2^+0.3407P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0588
_reflns_number_gt                2219
_reflns_number_total             2242
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol5b02032_si_002.cif
_cod_data_source_block           MDI020
_cod_depositor_comments
;
The following automatic conversions were performed:

'_diffrn_radiation_probe' value 'X-ray' changed to 'x-ray' according
to
/usr/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_original_cell_volume        1364.1(3)
_cod_database_code               1540595
_exptl_absorpt_sadabs_ratio_mrl  0.87287
_cell_formula_units_zprime_mrl   1
_diffrn_detector_slit_type_mrl   none
_diffrn_detector_to_crystal_mrl  '5.5000 cm'
_diffrn_reflns_numb_unique_mrl   2242
_refine_atoms_aniso_mrl          21
_refine_atoms_nonh_mrl           21
_refine_atoms_total_mrl          36
_refine_diff_density_near_model_atom '0.76 A from C9'
_refine_ls_abs_structure_hooft_mrl 0.048(6)