Stereoselective synthesis of chalcogen-tethered <i>γ</i>-lactams <i>via</i> 5-<i>exo-dig</i> cyclisation under visible-light irradiation.
MohanaKrishna, Silari; Prasad, Vadla Shiva; Ranga Rao, Vadithya; Ravi, Dharavath; Kumar, Chelukalapally Anil; Adiyala, Praveen Reddy; Chemical communications (Cambridge, England) 61 (2025) 10363–10366; doi:10.1039/d5cc01525a

data_7134638
_publ_section_title
;
 Stereoselective synthesis of chalcogen-tethered <i>&#x3b3;</i>-lactams
 <i>via</i> 5-<i>exo-dig</i> cyclisation under visible-light irradiation.
;
_journal_issue                   56
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10363
_journal_page_last               10366
_journal_paper_doi               10.1039/d5cc01525a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C25 H23 N O Se'
_chemical_formula_sum            'C25 H23 N O Se'
_chemical_formula_weight         432.40
_chemical_name_common
3,3-dimethyl-1-phenyl-4-(phenyl(phenylselanyl)methylene)pyrrolidin-2-one
_chemical_name_systematic
3,3-dimethyl-1-phenyl-4-(phenyl(phenylselanyl)methylene)pyrrolidin-2-one
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-12-16 deposited with the CCDC.	2025-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                97.835(2)
_cell_angle_beta                 101.293(2)
_cell_angle_gamma                106.0793(19)
_cell_formula_units_Z            2
_cell_length_a                   9.2189(5)
_cell_length_b                   10.9073(7)
_cell_length_c                   11.3585(8)
_cell_measurement_reflns_used    7874
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.211
_cell_measurement_theta_min      2.3715
_cell_volume                     1053.97(12)
_computing_cell_refinement       '<i>SAINT</i> (Bruker, 2016)'
_computing_data_collection       '<i>APEX3</i> (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       '\w and \f'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15679
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.434
_exptl_absorpt_coefficient_mu    1.796
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3675
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0477P)^2^+0.1799P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0930
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2984
_reflns_number_total             3675
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01525a2.cif
_cod_data_source_block           KB1656_0m
_cod_depositor_comments          'Adding full bibliography for 7134638.cif.'
_cod_database_code               7134638
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.693
_shelx_estimated_absorpt_t_max   0.774
_shelx_res_checksum              11813
_shelx_hkl_checksum              44065