Atroposelective attack of nucleophiles and electrophiles on 2-acyl-1-naphthamides and their enolates
Clayden, Jonathan; Westlund, Neil; Beddoes, Roy L.; Helliwell, Madeleine; Journal of the Chemical Society, Perkin Transactions 1  (2000) 1351–; doi:10.1039/b000668h

data_7213260
_publ_section_title
;
 Atroposelective attack of nucleophiles and electrophiles on
 2-acyl-1-naphthamides and their enolates
;
_journal_issue                   9
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              1351
_journal_paper_doi               10.1039/b000668h
_journal_year                    2000
_chemical_formula_moiety         'C24 H25 N O2 '
_chemical_formula_sum            'C24 H25 N O2'
_chemical_formula_weight         359.47
_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'
_audit_creation_date             1997-02-07
_audit_creation_method           'by teXsan v1.7'
_audit_update_record             ?
_cell_angle_alpha                90
_cell_angle_beta                 101.216(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6743(9)
_cell_length_b                   24.817(4)
_cell_length_c                   10.629(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.0
_cell_volume                     1985.7(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan (MSC, 1995)'
_computing_publication_material  'teXsan (MSC, 1995)'
_computing_structure_refinement  'teXsan (MSC, 1995)'
_computing_structure_solution
;
SIR92 (Altomare, et. al. 1993)
;
_diffrn_ambient_temperature      293.2
_diffrn_measurement_device       'Rigaku AFC5R'
_diffrn_measurement_method       \w
_diffrn_orient_matrix_UB_11      0.01738
_diffrn_orient_matrix_UB_12      0.03995
_diffrn_orient_matrix_UB_13      0.00309
_diffrn_orient_matrix_UB_21      0.03437
_diffrn_orient_matrix_UB_22      -0.00166
_diffrn_orient_matrix_UB_23      0.09563
_diffrn_orient_matrix_UB_31      0.12714
_diffrn_orient_matrix_UB_32      -0.00502
_diffrn_orient_matrix_UB_33      -0.00678
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.04876
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3896
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         0.00
_diffrn_standards_decay_%        -0.40
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourlessprismatic
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             768.00
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.574
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2252
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0508
_refine_ls_shift/esd_max         0.0009
_refine_ls_shift/esd_mean        0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00002|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0502
_reflns_number_observed          2252
_reflns_number_total             3615
_reflns_observed_criterion       >3.00\s(I)
_cod_data_source_file            b000668hsup1.cif
_cod_data_source_block           S504/1
_cod_depositor_comments
;
 Updating the _atom_site_label and _atom_site_aniso_label data item values
 to establish relationships between rows in different loops.

 Antanas Vaitkus,
 2018-08-08

 Renaming the _geom_torsion_site_symmetry_4 data item to _geom_torsion.
 The initial data name misassignment was cause by the incorrect data name
 order in the loop and the removal of data items containing only unknown
 ('?') or inapplicable ('.') values.

 Antanas Vaitkus,
 2018-08-08

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00002|Fo|^2^]' 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) + 0.00002|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1985.6(5)
_cod_original_sg_symbol_H-M      'P 21/n     '
_cod_original_formula_sum        'C24 H25 N O2 '
_cod_database_code               7213260