Dinuclear Zinc Catalyzed Desymmetric Intramolecular Aldolization: An Enantioselective Construction of Spiro[Cyclohexanone-Oxindole] Derivatives
Zhang, Ya-Fei; Yin, Shao-Jie; Zhao, Min; Zhang, Jun-Qi; Li, Hai-Yan; Wang, Xingwang; RSC Adv.  (2016) –; doi:10.1039/C6RA02296K

data_7224581
_publ_section_title
;
 Dinuclear Zinc Catalyzed Desymmetric Intramolecular Aldolization: An
 Enantioselective Construction of Spiro[Cyclohexanone-Oxindole]
 Derivatives
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA02296K
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_sum            'C15 H18 N O3'
_chemical_formula_weight         260.30
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2014-07-01 deposited with the CCDC.
2016-03-07 downloaded from the CCDC.
;
_cell_angle_alpha                105.428(4)
_cell_angle_beta                 101.284(4)
_cell_angle_gamma                99.757(3)
_cell_formula_units_Z            1
_cell_length_a                   5.9370(3)
_cell_length_b                   5.9425(3)
_cell_length_c                   10.0505(7)
_cell_measurement_reflns_used    2302
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      68.76
_cell_measurement_theta_min      4.72
_cell_volume                     325.87(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.898
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_laue_measured_fraction_full 0.898
_diffrn_reflns_laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2435
_diffrn_reflns_point_group_measured_fraction_full 0.624
_diffrn_reflns_point_group_measured_fraction_max 0.655
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.989
_diffrn_reflns_theta_min         4.718
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  0.753
_exptl_absorpt_correction_T_min  0.594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_description       block
_exptl_crystal_F_000             139
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.089
_refine_ls_abs_structure_details
; 
 Flack x determined using 407 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.29(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         1466
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1145P)^2^+0.0544P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1544
_reflns_Friedel_coverage         0.390
_reflns_friedel_fraction_full    0.350
_reflns_friedel_fraction_max     0.367
_reflns_number_gt                1464
_reflns_number_total             1466
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ra02296k2.cif
_cod_data_source_block           dm14319
_cod_database_code               7224581
_shelx_estimated_absorpt_t_min   0.795
_shelx_estimated_absorpt_t_max   0.896
_shelxl_version_number           2014-3
_shelx_res_checksum              84506