Stereoselective preparation of spiro[4.4] cyclic compounds by the photochemical activation of oxazoles.
Arai, Noriyoshi; Mizota, Moe; Ohkuma, Takeshi; Organic letters 17 (2015) 86–89; doi:10.1021/ol5032848

data_1518462
_publ_section_title
;
 Stereoselective preparation of spiro[4.4] cyclic compounds by the
 photochemical activation of oxazoles.
;
_journal_issue                   1
_journal_name_full               'Organic letters'
_journal_page_first              86
_journal_page_last               89
_journal_paper_doi               10.1021/ol5032848
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C21 H21 Br N2 O3 S'
_chemical_formula_sum            'C21 H21 Br N2 O3 S'
_chemical_formula_weight         461.37
_space_group_IT_number           29
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      29
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   24.0183(13)
_cell_length_b                   11.2598(6)
_cell_length_c                   7.4174(4)
_cell_measurement_reflns_used    21030
_cell_measurement_temperature    123
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      3.12
_cell_volume                     2005.97(19)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            29503
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.184
_exptl_absorpt_correction_T_max  0.795
_exptl_absorpt_correction_T_min  0.417
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             944.00
_exptl_crystal_size_max          0.746
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.105
_refine_diff_density_max         0.490
_refine_diff_density_min         -0.470
_refine_ls_abs_structure_details
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2111 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.033(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4588
_refine_ls_number_restraints     1
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0406P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0970
_reflns_number_gt                3479
_reflns_number_total             4588
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol5032848_si_002.cif
_cod_data_source_block           Mizota-1
_cod_depositor_comments
'Adding full bibliography for 1518462--1518463.cif.'
_cod_original_cell_volume        2005.98(18)
_cod_database_code               1518462