Diastereoselective synthesis of succinimide-fused polycycles <i>via</i> intermolecular interception of indanone-allene intermediates with maleimides.
Yu, Rongjing; Xia, Ting; Shen, Ruwei; Zhu, Shugao; Chemical communications (Cambridge, England) 61 (2025) 10335–10338; doi:10.1039/d5cc02315g

data_7134671
_publ_section_title
;
 Diastereoselective synthesis of succinimide-fused polycycles <i>via</i>
 intermolecular interception of indanone-allene intermediates with
 maleimides.
;
_journal_issue                   56
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10335
_journal_page_last               10338
_journal_paper_doi               10.1039/d5cc02315g
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C45 H32 N2 O6'
_chemical_formula_sum            'C45 H32 N2 O6'
_chemical_formula_weight         696.72
_chemical_name_systematic        1
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-06-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-03-25 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.156(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2640(7)
_cell_length_b                   25.3850(13)
_cell_length_c                   13.1328(8)
_cell_measurement_reflns_used    8116
_cell_measurement_temperature    293
_cell_measurement_theta_max      25.5080
_cell_measurement_theta_min      3.6840
_cell_volume                     4082.3(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0353
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -42.00  11.00   1.00    6.13    --  -16.07 -77.00 -30.00   53
  2  \w      0.00  84.00   1.00    6.13    --   17.01  57.00 150.00   84
  3  \w     -2.00  86.00   1.00    6.13    --   17.01  37.00-120.00   88
  4  \w    -50.00  34.00   1.00    6.13    --   17.01 -57.00  30.00   84
  5  \w     39.00  79.00   1.00    6.13    --   17.01 178.00 -90.00   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0540587000
_diffrn_orient_matrix_UB_12      -0.0000013000
_diffrn_orient_matrix_UB_13      0.0167786000
_diffrn_orient_matrix_UB_21      -0.0209166000
_diffrn_orient_matrix_UB_22      0.0012981000
_diffrn_orient_matrix_UB_23      -0.0513257000
_diffrn_orient_matrix_UB_31      -0.0009831000
_diffrn_orient_matrix_UB_32      -0.0279084000
_diffrn_orient_matrix_UB_33      -0.0023755000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            30614
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         3.498
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic orangish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     512
_refine_ls_number_reflns         9129
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0631
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0670P)^2^+1.4554P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1514
_refine_ls_wR_factor_ref         0.1697
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5920
_reflns_number_total             9129
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc02315g2.cif
_cod_data_source_block           0626-2_auto_sq
_cod_depositor_comments
'Adding full bibliography for 7134670--7134671.cif.'
_cod_database_code               7134671
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.997
_shelx_estimated_absorpt_t_min   0.995
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H0AA-C0AA
 0.93 with sigma of 0.02
 H41-C41
 0.93 with sigma of 0.02
 C42-H42
 0.93 with sigma of 0.02
3. Others
 Fixed Sof: C41(0.8) C42(0.8) C0AA(0.2) H0AA(0.2) C1AA(0.2) H1AA(0.2) H41(0.8)
 H42(0.8)
4.a Ternary CH refined with riding coordinates:
 C26(H26), C19(H19), C36(H36)
4.b Secondary CH2 refined with riding coordinates:
 C37(H37A,H37B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C21(H21), C29(H29), C12(H12), C33(H33), C15(H15), C25(H25),
 C3(H3), C30(H30), C32(H32), C5(H5), C24(H24), C31(H31), C4(H4), C22(H22),
 C13(H13), C23(H23), C14(H14), C45(H45), C44(H44), C1AA(H1AA)
4.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_shelx_res_checksum              77545
_shelx_hkl_checksum              13489
_shelx_fab_checksum              60056
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.415
_oxdiff_exptl_absorpt_empirical_full_min 0.526