Stereoselective aza-Diels‒Alder reactions with 2H-azirines as dienophiles furnishing highly functionalized tetrahydropyridines
Timén, Åsa Sjöholm; Fischer, Andreas; Somfai, Peter; Chemical Communications (Cambridge, United Kingdom)  (2003) 1150–1151; doi:10.1039/b300849e

data_7113610
_publ_section_title
;
 Stereoselective aza-Diels--Alder reactions with 2H-azirines as
 dienophiles furnishing highly functionalized tetrahydropyridines
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   10
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              1150
_journal_page_last               1151
_journal_paper_doi               10.1039/b300849e
_journal_year                    2003
_chemical_compound_source        'Local laboratory'
_chemical_formula_moiety         'C24 H32 Br N O2 '
_chemical_formula_sum            'C24 H32 Br N O2'
_chemical_formula_weight         446.429
_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_primary     direct
_atom_sites_solution_secondary   difmap
_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                   6.5565(12)
_cell_length_b                   10.915(2)
_cell_length_c                   30.422(5)
_cell_measurement_reflns_used    131
_cell_measurement_temperature    100
_cell_measurement_theta_max      20.02
_cell_measurement_theta_min      3.75
_cell_volume                     2177.1(7)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      0.09438
_diffrn_orient_matrix_UB_12      0.10165
_diffrn_orient_matrix_UB_13      -0.06237
_diffrn_orient_matrix_UB_21      -0.03831
_diffrn_orient_matrix_UB_22      0.06618
_diffrn_orient_matrix_UB_23      0.04989
_diffrn_orient_matrix_UB_31      0.02178
_diffrn_orient_matrix_UB_32      -0.00549
_diffrn_orient_matrix_UB_33      0.02401
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            17434
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         4.51
_exptl_absorpt_coefficient_mu    1.907
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Irregular
_exptl_crystal_size_max          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.100
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.007(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4969
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0471
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0365P)^2^+1.3486P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0931
_reflns_number_gt                3812
_reflns_number_total             4969
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7103640
_cod_data_source_file            b300849e.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21 21 21    '
_cod_original_formula_sum        'C24 H32 Br N O2 '
_cod_database_code               7113610