Kinetic Resolution of Atropisomeric Amides
Ramon Rios; Ciril Jimeno; Patrick J. Carroll; Patrick J. Walsh; Journal of the American Chemical Society 124 (2002) 10272–10273; doi:10.1021/ja026436r

data_4115105
_publ_contact_author_address
;
University of Pennsylvania
Department of Chemistry
231 South 34th Street
Philadelphia, PA 19104-6323
;
_publ_contact_author_email       pwalsh@sas.upenn.edu
_publ_contact_author_fax         215-573-6743
_publ_contact_author_name
;
Patrick Walsh
;
_publ_contact_author_phone       215-573-2875
_publ_section_title
;
 Kinetic Resolution of Atropisomeric Amides
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_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10272
_journal_page_last               10273
_journal_paper_doi               10.1021/ja026436r
_journal_volume                  124
_journal_year                    2002
_chemical_formula_sum            'C16 H23 N O2'
_chemical_formula_weight         261.35
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 103.781(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4939(4)
_cell_length_b                   13.3721(12)
_cell_length_c                   15.7660(9)
_cell_measurement_temperature    200(2)
_cell_volume                     1534.42(19)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare, 1993)'
_diffrn_ambient_temperature      200(2)
_diffrn_measurement_device       'image plate area detector'
_diffrn_measurement_device_type  'Rigaku R-AXIS IIc'
_diffrn_measurement_method       'phi oscillations'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11010
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_min         2.66
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.0364(47)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.198
_refine_ls_goodness_of_fit_obs   1.238
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2760
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.198
_refine_ls_restrained_S_obs      1.238
_refine_ls_R_factor_all          0.0989
_refine_ls_R_factor_obs          0.0897
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+0.9536P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2134
_refine_ls_wR_factor_obs         0.2070
_reflns_number_observed          2445
_reflns_number_total             2760
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja026436r_s2_1.cif
_cod_data_source_block           compound_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+0.9536P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0674P)^2^+0.9536P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1534.4(2)
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               4115105