Organocatalytic enantioselective Michael addition of cyclic hemiacetals to nitroolefins: a facile access to chiral substituted 5- and 6-membered cyclic ethers.
Zhu, Yadong; Qian, Pengfei; Yang, Jiyang; Chen, Shaohua; Hu, Yanwei; Wu, Ping; Wang, Wei; Zhang, Wei; Zhang, Shilei; Organic & biomolecular chemistry 13 (2015) 4769–4775; doi:10.1039/c5ob00202h

data_7154365
_publ_section_title
;
 Organocatalytic enantioselective Michael addition of cyclic hemiacetals
 to nitroolefins: a facile access to chiral substituted 5- and 6-membered
 cyclic ethers.
;
_journal_issue                   16
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4769
_journal_page_last               4775
_journal_paper_doi               10.1039/c5ob00202h
_journal_volume                  13
_journal_year                    2015
_chemical_formula_moiety         'C12 H14 Br N O3'
_chemical_formula_sum            'C12 H14 Br N O3'
_chemical_formula_weight         300.15
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_update_record
;
2014-08-26 deposited with the CCDC.
2015-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 89.526(15)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   7.053(4)
_cell_length_b                   7.478(4)
_cell_length_c                   24.426(14)
_cell_measurement_reflns_used    4592
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      25.3
_cell_measurement_theta_min      3.0
_cell_volume                     1288.2(12)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6211
_diffrn_reflns_theta_full        25.34
_diffrn_reflns_theta_max         25.34
_exptl_absorpt_coefficient_mu    3.194
_exptl_absorpt_correction_T_max  0.297
_exptl_absorpt_correction_T_min  0.170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             554.00
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.38
_refine_diff_density_max         3.31
_refine_diff_density_min         -5.54
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   8.877
_refine_ls_number_parameters     137
_refine_ls_number_reflns         4761
_refine_ls_R_factor_gt           0.0917
_refine_ls_shift/su_max          0.2446
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1.0'
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_ref         0.0928
_reflns_number_gt                4720
_reflns_number_total             4154
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c5ob00202h2.cif
_cod_data_source_block           '__m130407b'
_cod_depositor_comments          'Adding full bibliography for 7154365.cif.'
_cod_original_cell_volume        1288.1(12)
_cod_original_formula_sum        'C24 H Br2 N2 O6 '
_cod_database_code               7154365