Stereoselective synthesis of spirooxindole derivatives using an organocatalyzed tandem Michael-Michael reaction.
Huang, Huicai; Bihani, Manisha; Zhao, John C.-G.; Organic & biomolecular chemistry 14 (2016) 1755–1763; doi:10.1039/c5ob02348c

data_7154866
_publ_section_title
;
 Stereoselective synthesis of spirooxindole derivatives using an
 organocatalyzed tandem Michael-Michael reaction.
;
_journal_issue                   5
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1755
_journal_page_last               1763
_journal_paper_doi               10.1039/c5ob02348c
_journal_volume                  14
_journal_year                    2016
_chemical_formula_sum            'C43 H36 Cl N3 O3'
_chemical_formula_weight         678.20
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           1
_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
_audit_update_record
;
2015-03-16 deposited with the CCDC.
2016-01-05 downloaded from the CCDC.
;
_cell_angle_alpha                89.45(2)
_cell_angle_beta                 69.940(14)
_cell_angle_gamma                72.860(16)
_cell_formula_units_Z            2
_cell_length_a                   12.020(3)
_cell_length_b                   12.515(5)
_cell_length_c                   15.361(5)
_cell_measurement_reflns_used    4378
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.92
_cell_measurement_theta_min      1.58
_cell_volume                     2063.4(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Rigaku AFC12/Saturn 724 CCD'
_diffrn_measurement_method       '\w scans'
_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  0.1374
_diffrn_reflns_av_sigmaI/netI    0.0949
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10187
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.71
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.9886
_exptl_absorpt_correction_T_min  0.9811
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sheet
_exptl_crystal_F_000             358
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.12(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.954
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     891
_refine_ls_number_reflns         8872
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      1.965
_refine_ls_R_factor_all          0.1406
_refine_ls_R_factor_gt           0.1237
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.2520P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3204
_refine_ls_wR_factor_ref         0.3419
_reflns_number_gt                6413
_reflns_number_total             8872
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ob02348c2.cif
_cod_data_source_block           hc
_cod_depositor_comments          'Adding full bibliography for 7154866.cif.'
_cod_original_cell_volume        2063.4(11)
_cod_original_sg_symbol_Hall     P1
_cod_original_sg_symbol_H-M      P1
_cod_original_formula_sum        'C43 H36 Cl N3 O3 '
_cod_database_code               7154866