Stereoselective synthesis of difunctionalized succinimides from aza-1,6-enynes by radical cascade reaction.
Meena, Shivam A.; Sharma, Poonam; Verma, Akhilesh K.; Chemical communications (Cambridge, England) 59 (2023) 7271–7274; doi:10.1039/d3cc01391j

data_7131628
_publ_section_title
;
 Stereoselective synthesis of difunctionalized succinimides from
 aza-1,6-enynes by radical cascade reaction.
;
_journal_issue                   47
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7271
_journal_page_last               7274
_journal_paper_doi               10.1039/d3cc01391j
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C32 H27 N O4 S2'
_chemical_formula_sum            'C32 H27 N O4 S2'
_chemical_formula_weight         553.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_audit_creation_date             2021-12-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-06-14 deposited with the CCDC.	2023-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.157(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.0121(19)
_cell_length_b                   13.2954(19)
_cell_length_c                   15.133(2)
_cell_measurement_reflns_used    4081
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      26.53
_cell_measurement_theta_min      2.93
_cell_volume                     2777.1(6)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      299.0
_diffrn_measured_fraction_theta_full 0.9844
_diffrn_measured_fraction_theta_max 0.9794
_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  0.0366
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_Laue_measured_fraction_full 0.9844
_diffrn_reflns_Laue_measured_fraction_max 0.9794
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15153
_diffrn_reflns_point_group_measured_fraction_full 0.9844
_diffrn_reflns_point_group_measured_fraction_max 0.9794
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.12
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_T_max  0.9640
_exptl_absorpt_correction_T_min  0.9554
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1044 before and 0.0320 after correction.
The Ratio of minimum to maximum transmission is 0.9057.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_description       block
_exptl_crystal_F_000             1160.0
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.9325
_refine_diff_density_min         -0.7958
_refine_diff_density_rms         0.0806
_refine_ls_d_res_high            0.7503
_refine_ls_d_res_low             9.6124
_refine_ls_goodness_of_fit_ref   1.0658
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    49
_refine_ls_number_parameters     354
_refine_ls_number_reflns         6739
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0658
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0684
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+1.2154P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1389
_refine_ls_wR_factor_ref         0.1591
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -20
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              -10
_reflns_number_gt                4542
_reflns_number_total             6883
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3cc01391j2.cif
_cod_data_source_block           smt101_0ma_a
_cod_depositor_comments
'Adding full bibliography for 7131628--7131629.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7131628
_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.a Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b)
2.b Aromatic/amide H refined with riding coordinates:
 C28(H28), C20(H20), C32(H32), C12(H12), C16(H16), C22(H22), C26(H26),
 C31(H31), C8(H8), C30(H30), C23(H23), C29(H29), C11(H11), C17(H17), C25(H25),
 C9(H9), C19(H19), C18(H18), C24(H24)
2.c Idealised Me refined as rotating group:
 C5(H5a,H5b,H5c), C13(H13a,H13b,H13c)
;
_olex2_submission_special_instructions 'No special instructions were received'