Spirocyclization and Michael addition of 3-benzylidene succinimides: route to spirocyclopentapyrrolidine-tetraones and benzylidene <i>N</i>-arylpyrrolidine-diones.
Dahiya, Pooja; Yadav, Anoop; Peddinti, Rama Krishna; Organic & biomolecular chemistry 21 (2023) 9192–9199; doi:10.1039/d3ob01629c

data_7159652
_publ_section_title
;
 Spirocyclization and Michael addition of 3-benzylidene succinimides:
 route to spirocyclopentapyrrolidine-tetraones and benzylidene
 <i>N</i>-arylpyrrolidine-diones.
;
_journal_issue                   46
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9192
_journal_page_last               9199
_journal_paper_doi               10.1039/d3ob01629c
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C32 H24 Br N3 O4'
_chemical_formula_sum            'C32 H24 Br N3 O4'
_chemical_formula_weight         594.976
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-05-31
_audit_creation_method
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_audit_update_record
;
2023-06-01 deposited with the CCDC.	2023-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                101.19(14)
_cell_angle_beta                 94.84(15)
_cell_angle_gamma                107.4(2)
_cell_formula_units_Z            2
_cell_length_a                   12.80(14)
_cell_length_b                   12.93(15)
_cell_length_c                   18.3(2)
_cell_measurement_reflns_used    2422
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      15.11
_cell_measurement_theta_min      2.30
_cell_volume                     2802(5)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4918
_diffrn_reflns_av_unetI/netI     0.4572
_diffrn_reflns_Laue_measured_fraction_full 0.9989
_diffrn_reflns_Laue_measured_fraction_max 0.9989
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            81261
_diffrn_reflns_point_group_measured_fraction_full 0.9989
_diffrn_reflns_point_group_measured_fraction_max 0.9989
_diffrn_reflns_theta_full        24.9990
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.70
_exptl_absorpt_coefficient_mu    1.505
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.2450
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1757 before and 0.1072 after correction.
The Ratio of minimum to maximum transmission is 0.3286.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_description       block
_exptl_crystal_F_000             1219.948
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.088
_refine_diff_density_max         0.9933
_refine_diff_density_min         -1.0156
_refine_diff_density_rms         0.2063
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             12.0125
_refine_ls_extinction_coef       0.0044
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    95
_refine_ls_number_parameters     727
_refine_ls_number_reflns         9881
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0067
_refine_ls_R_factor_all          0.2491
_refine_ls_R_factor_gt           0.0795
_refine_ls_shift/su_max          -0.0010
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1751
_refine_ls_wR_factor_ref         0.2825
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              14
_reflns_limit_k_min              -15
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                3109
_reflns_number_total             9881
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3ob01629c2.cif
_cod_data_source_block           pd652
_cod_depositor_comments
;
Adding full bibliography for 7159651--7159652.cif.

2024-12-16
Formula fixed to be consistent with
Z value                 miguel
;
_cod_original_formula_sum            'C64 H50 Br2 N6 O8'
_cod_original_formula_weight         1190.953
_cod_original_formula_moiety         'C32 H26 Br N3 O4, C32 H24 Br N3 O4'
_cod_original_cell_volume        2809(57)
_cod_database_code               7159652
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'