Double diastereoselective [3,3]-sigmatropic aza-Claisen rearrangements
Davies, Stephen G.; Garner, A. Christopher; Nicholson, Rebecca L.; Osborne, James; Savory, Edward D.; Smith, Andrew D.; Chemical Communications (Cambridge, United Kingdom)  (2003) 2134–2135; doi:10.1039/b306323m

data_7103889
_publ_section_title
;
 Double diastereoselective [3,3]-sigmatropic aza-Claisen rearrangements
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   17
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              2134
_journal_page_last               2135
_journal_paper_doi               10.1039/b306323m
_journal_year                    2003
_chemical_formula_moiety         ' C24 H31 N1 O2 '
_chemical_formula_sum            'C24 H31 N O2'
_chemical_formula_weight         365.52
_chemical_melting_point          ?
_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
_atom_sites_solution_primary     direct
_audit_creation_date             00-11-02
_audit_creation_method           CRYSTALS_ver_12-03-99
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.9041(8)
_cell_length_b                   14.4817(15)
_cell_length_c                   31.335(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      43
_cell_measurement_theta_min      23
_cell_volume                     2225.4
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2766
_diffrn_reflns_theta_max         74.33
_diffrn_reflns_theta_min         0.00
_diffrn_standards_decay_%        3.50
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.53
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   'refined from delta-F (Walker & Stuart , 1983)'
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.09
_exptl_crystal_density_meas      ?
_exptl_crystal_description       ' prism '
_exptl_crystal_F_000             794.02
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.15
_refine_ls_extinction_coef       195.1(153)
_refine_ls_extinction_method     'Larson 1970 Crystallographic Computing eq 22'
_refine_ls_goodness_of_fit_ref   0.9426
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2107
_refine_ls_R_factor_gt           0.0595
_refine_ls_shift/su_max          0.012442
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 
6.99     4.82     4.54    
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0747
_reflns_limit_h_max              6
_reflns_limit_h_min              0
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              39
_reflns_limit_l_min              0
_reflns_number_gt                2107
_reflns_number_total             2660
_reflns_threshold_expression     >3.00\s(I)
_cod_data_source_file            b306323m.txt
_cod_data_source_block           CRYSTALS_cif
_cod_depositor_comments
;
In the original b306323m.txt entry, the diffraction details and
software description tags were provided more than once, with
contradictory values. The comments in the file would say "# choose
from:", suggesting that only one block had to be chosen upon file
submission for publication, but the choice was apparently not
done. Since we do not have reliable information regarding what
hardware and software was used by the authors, the 
tags '_diffrn_measurement_device_type', '_diffrn_radiation_monochromator',
'_computing_data_reduction', '_computing_cell_refinement' and the like
were commented out and removed from COD files altogether.

Saulius Gra\<zulis
2009.09.20

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:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

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        ' C24 H31 N1 O2 '
_cod_database_code               7103889