Absolute asymmetric synthesis by nucleophilic carbonyl addition using chiral crystals of achiral amides.
Sakamoto, Masami; Kobaru, Shuichiro; Mino, Takashi; Fujita, Tsutomu; Chemical communications (Cambridge, England)  (2004) 1002–1003; doi:10.1039/b315729f

data_7102570
_publ_section_title
;
 Absolute asymmetric synthesis by nucleophilic carbonyl addition using
 chiral crystals of achiral amides.
;
_journal_issue                   8
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1002
_journal_page_last               1003
_journal_paper_doi               10.1039/b315729f
_journal_year                    2004
_chemical_compound_source        'Local laboratory'
_chemical_formula_moiety         'C18 H19 N O2 '
_chemical_formula_sum            'C18 H19 N O2'
_chemical_formula_weight         281.355
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           maXus
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.937(5)
_cell_length_b                   13.987(5)
_cell_length_c                   9.896(4)
_cell_measurement_reflns_used    21
_cell_measurement_temperature    298
_cell_volume                     1513.8(10)
_computing_cell_refinement       'MXC(MAC Science)'
_computing_data_collection       'MXC(MAC Science)'
_computing_data_reduction        'maXus (Mackay et al., 1999)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_publication_material  'maXus(Mackay et al., 1999)'
_computing_structure_refinement  'maXus(Mackay et al., 1999)'
_diffrn_measurement_device       'Mac Science MXC18'
_diffrn_measurement_method       '\q \w scans'
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.05140
_diffrn_orient_matrix_UB_12      0.02748
_diffrn_orient_matrix_UB_13      0.07394
_diffrn_orient_matrix_UB_21      -0.01728
_diffrn_orient_matrix_UB_22      -0.06589
_diffrn_orient_matrix_UB_23      0.03425
_diffrn_orient_matrix_UB_31      0.07364
_diffrn_orient_matrix_UB_32      0.00376
_diffrn_orient_matrix_UB_33      0.05980
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' CuK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1667
_diffrn_reflns_theta_full        69.98
_diffrn_reflns_theta_max         69.98
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.64
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cube
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.46
_refine_diff_density_rms         0.13
_refine_ls_abs_structure_details
;
;
_refine_ls_abs_structure_Rogers  '_'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.497
_refine_ls_goodness_of_fit_gt    0.462
_refine_ls_goodness_of_fit_ref   0.462
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     227
_refine_ls_number_reflns         1616
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.059
_refine_ls_R_factor_gt           0.059
_refine_ls_shift/su_max          0.038
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef F^2^
_refine_ls_weighting_details     ' w = 1 / ( s^2^(Fo^2^) + 0.10000 * Fo^2^)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.346
_refine_ls_wR_factor_gt          0.346
_refine_ls_wR_factor_ref         0.346
_reflns_d_resolution_high        0.64
_reflns_d_resolution_low         2.08
_reflns_limit_h_max              13
_reflns_limit_h_min              0
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                1616
_reflns_number_total             1655
_reflns_threshold_expression     'I> 3.00 sigma(I)'
_cod_data_source_file            b315729f.txt
_cod_data_source_block           compound_2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value
21 time.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21 21 21    '
_cod_original_formula_sum        'C18 H19 N O2 '
_cod_database_code               7102570