Catalytic asymmetric synthesis of 1,1-disubstituted tetrahydro-b-carbolines by phase-transfer catalyzed alkylations
Seiji Shirakawa; Kun Liu; Hironobu Ito; Keiji Maruoka; Chem.Commun. 47 (2011) 1515–; doi:10.1039/c0cc04447d

data_7105913
_publ_section_title
;
 Catalytic asymmetric synthesis of 1,1-disubstituted
 tetrahydro-b-carbolines by phase-transfer catalyzed alkylations
;
_journal_name_full               Chem.Commun.
_journal_page_first              1515
_journal_paper_doi               10.1039/c0cc04447d
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C33 H26 Br N3 O2 '
_chemical_formula_sum            'C33 H26 Br N3 O2'
_chemical_formula_weight         576.49
_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'
_cell_angle_alpha                90.0000
_cell_angle_beta                 91.2195(11)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   10.73100(19)
_cell_length_b                   21.0995(4)
_cell_length_c                   11.9876(3)
_cell_measurement_reflns_used    20483
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.7
_cell_volume                     2713.60(10)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 5.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.063
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27742
_diffrn_reflns_theta_full        68.22
_diffrn_reflns_theta_max         68.22
_exptl_absorpt_coefficient_mu    2.347
_exptl_absorpt_correction_T_max  0.625
_exptl_absorpt_correction_T_min  0.496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Higashi, T. (1995). Program for Absorption Correction.
Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1184.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.69
_refine_diff_density_min         -0.98
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 4467 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     704
_refine_ls_number_reflns         9568
_refine_ls_R_factor_gt           0.0686
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0662P)^2^+7.9959P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2107
_reflns_number_gt                5849
_reflns_number_total             9568
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            C0CC04447D.TXT
_cod_data_source_block           '_0628-1'
_cod_original_cell_volume        2713.60(9)
_cod_original_formula_sum        'C33 H26 Br N3 O2 '
_cod_database_code               7105913