Enantioselective Intramolecular Hydroarylation of Alkenes via Directed C-H Bond Activation
Hitoshi Harada; Reema K. Thalji; Robert G. Bergman; Jonathan A. Ellman; Journal of Organic Chemistry 73 (2008) 6772–6779; doi:10.1021/jo801098z

data_4023649
_publ_section_title
;
 Enantioselective Intramolecular Hydroarylation of Alkenes
 via Directed C-H Bond Activation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6772
_journal_page_last               6779
_journal_paper_doi               10.1021/jo801098z
_journal_volume                  73
_journal_year                    2008
_chemical_formula_sum            'C18 H18 Br N3 O3'
_chemical_formula_weight         404.26
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_date             'Fri Dec 28 15:10:31 2007'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 97.255(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.7592(9)
_cell_length_b                   15.607(2)
_cell_length_c                   12.872(1)
_cell_measurement_reflns_used    3051
_cell_measurement_temperature    261.2
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.3
_cell_volume                     1745.6(3)
_computing_cell_refinement       'Bruker-AXS SAINT v6.40'
_computing_data_collection       'Bruker-AXS SMART v5.631'
_computing_data_reduction        'Bruker-AXS SAINT v6.40'
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_computing_structure_solution    SIR97
_diffrn_measured_fraction_theta_full 1.3335
_diffrn_measured_fraction_theta_max 1.3335
_diffrn_measurement_device_type  'Bruker APEX'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10002
_diffrn_reflns_theta_full        26.38
_diffrn_reflns_theta_max         26.38
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.384
_exptl_absorpt_correction_T_max  0.867
_exptl_absorpt_correction_T_min  0.607
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             824.00
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.61
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.347
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     450
_refine_ls_number_reflns         4260
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.0005
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0390
_refine_ls_wR_factor_ref         0.0376
_reflns_number_gt                4260
_reflns_number_total             4934
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo801098z-file002.cif
_cod_data_source_block           Hitoshi_Harada_hh-ii-133c_
_cod_original_sg_symbol_H-M      'P 21       '
_cod_original_formula_sum        'C18 H18 Br N3 O3 '
_cod_database_code               4023649