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_4112525
_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         'C13 H15 Cl2 N O '
_chemical_formula_sum            'C13 H15 Cl2 N O'
_chemical_formula_weight         272.17
_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             'Tue May 21 13:14:25 2002'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 101.69(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.705(2)
_cell_length_b                   5.185(3)
_cell_length_c                   15.168(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      14.7
_cell_volume                     670.4(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    MULTAN88
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9994
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
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_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
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_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_standards_decay_%        0.17
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.467
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.27
_refine_ls_abs_structure_Flack   -1.2(2)
_refine_ls_extinction_coef       0.009(9)
_refine_ls_extinction_method     'Zachariasen(1967) type 2 gaussian isotropic'
_refine_ls_goodness_of_fit_ref   1.409
_refine_ls_hydrogen_treatment    refall
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_refine_ls_number_reflns         1473
_refine_ls_R_factor_gt           0.0333
_refine_ls_shift/su_max          0.0003
_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         0.0488
_reflns_number_gt                1473
_reflns_number_total             1717
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ja0319442si20040331_045619.cif
_cod_data_source_block           kk073_kangaku_tanabe
_cod_original_cell_volume        670.5(4)
_cod_original_formula_sum        'C13 H15 Cl2 N O '
_cod_database_code               4112525