Asymmetric [3+2] cycloaddition of 3-amino oxindole-based azomethine ylides with α,β-ynones: a straightforward approach to spirooxindoles incorporating 2,5-dihydropyrroles and pyrroles.
Zhu, Guodong; Wu, Shiqi; Bao, Xiaoze; Cui, Longchen; Zhang, Yanpeng; Qu, Jingping; Chen, Hongbo; Wang, Baomin; Chemical communications (Cambridge, England) 53 (2017) 4714–4717; doi:10.1039/c7cc01653k

data_7119904
_publ_section_title
;
 Asymmetric [3+2] cycloaddition of 3-amino oxindole-based azomethine
 ylides with \a,\b-ynones: a straightforward approach to spirooxindoles
 incorporating 2,5-dihydropyrroles and pyrroles.
;
_journal_issue                   34
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4714
_journal_page_last               4717
_journal_paper_doi               10.1039/c7cc01653k
_journal_volume                  53
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_sum            'C37 H27 Br N2 O2'
_chemical_formula_weight         611.52
_chemical_name_systematic        1
_space_group_IT_number           4
_symmetry_cell_setting           Monoclinic'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-10-28 deposited with the CCDC.
2017-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.1603(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            6
_cell_length_a                   17.9007(6)
_cell_length_b                   13.4705(4)
_cell_length_c                   18.9244(7)
_cell_measurement_temperature    297(2)
_cell_volume                     4517.1(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0493
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            101610
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    1.401
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1884
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: diethyl ether and n-hexane'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.009(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1135
_refine_ls_number_reflns         15834
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+0.0755P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0923
_reflns_number_gt                11211
_reflns_number_total             15834
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7cc01653k2.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 7119904.cif.'
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7119904