Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective Michael addition of unprotected 3-substituted oxindoles to nitroolefins
Ding, Miao; Zhou, Feng; Liu, Yun-Lin; Wang, Cui-Hong; Zhao, Xiao-Li; Zhou, Jian; Chemical Science 2 (2011) 2035–; doi:10.1039/c1sc00390a

data_1515494
_publ_section_title
;
 Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective
 Michael addition of unprotected 3-substituted oxindoles to nitroolefins
;
_journal_issue                   10
_journal_name_full               'Chemical Science'
_journal_page_first              2035
_journal_paper_doi               10.1039/c1sc00390a
_journal_volume                  2
_journal_year                    2011
_chemical_formula_moiety         'C22 H16 Cl2 N2 O3, C4 H8 O2'
_chemical_formula_sum            'C26 H24 Cl2 N2 O5'
_chemical_formula_weight         62.47
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.5940(10)
_cell_angle_beta                 83.9170(10)
_cell_angle_gamma                75.0880(10)
_cell_formula_units_Z            4
_cell_length_a                   12.5561(5)
_cell_length_b                   12.8030(5)
_cell_length_c                   16.3869(7)
_cell_measurement_temperature    296(2)
_cell_volume                     2521.48(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29125
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    0.297
_exptl_absorpt_correction_T_max  0.9376
_exptl_absorpt_correction_T_min  0.8682
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         8834
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0460
_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^)+(0.0536P)^2^+1.7095P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1326
_reflns_number_gt                7025
_reflns_number_total             8834
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1sc00390a.txt
_cod_data_source_block           z
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 

    1. Renaming disorder assembly 'B' -> 'A' since they came clearly
    from the same disorder moiety;

    2. Correcting the Z value: 33 -> 4;

    3. Correcting the _chemical_formula_sum and adding
    _chemical_formula_moiety, from cif_molecule computations.

    Saulius Gra\<zulis
    2014-10-27
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1515494