Chirality Exchange from sp3 Central Chirality to Axial Chirality: Benzannulation of Optically Active Diaryl-2,2-dichlorocyclopropylmethanols to Axially Chiral α-Arylnaphthalenes
Yoshinori Nishii; Kazunori Wakasugi; Keisuke Koga; Yoo Tanabe; Journal of the American Chemical Society 126 (2004) 5358–5359; doi:10.1021/ja0319442

data_4112527
_publ_section_title
;
 Chirality Exchange from sp3 Central Chirality to Axial Chirality:
 Benzannulation of Optically Active
 Diaryl-2,2-dichlorocyclopropylmethanols to Axially Chiral
 \a-Arylnaphthalenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5358
_journal_page_last               5359
_journal_paper_doi               10.1021/ja0319442
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C18 H13 Br2 Cl '
_chemical_formula_sum            'C18 H13 Br2 Cl'
_chemical_formula_weight         424.56
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_audit_creation_date             'Tue Apr  9 17:34:41 2002'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 112.78(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.251(3)
_cell_length_b                   6.856(1)
_cell_length_c                   10.484(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298.2
_cell_measurement_theta_max      29.3
_cell_measurement_theta_min      25.4
_cell_volume                     1673.4(4)
_computing_cell_refinement       WinAFC
_computing_data_collection       WinAFC
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_measured_fraction_theta_full 2.1562
_diffrn_measured_fraction_theta_max 2.1562
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3879
_diffrn_reflns_theta_full        67.99
_diffrn_reflns_theta_max         67.99
_diffrn_standards_decay_%        4.05
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    7.525
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.75
_refine_diff_density_min         -0.73
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.997
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     189
_refine_ls_number_reflns         3294
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.0016
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00063|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0693
_reflns_number_gt                3294
_reflns_number_total             3591
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ja0319442si20040331_045817.cif
_cod_data_source_block           KAW-1564
_cod_original_cell_volume        1673.5(5)
_cod_original_formula_sum        'C18 H13 Br2 Cl '
_cod_database_code               4112527