A novel acenaphthoimidazolyidene oxazolinic palladium complex and its efficient catalysis in Suzuki-Miyaura cross-coupling reactions of <i>N</i>-acyl-glutarimides <i>via</i> N-C cleavage.
Deng, Qinyue; Lin, Tenglong; Liu, Xiaohu; Shao, Han; Lv, Xiaojun; Wu, Xiaoting; Xiong, Fei; Li, Wanfang; Organic & biomolecular chemistry 23 (2025) 4063–4068; doi:10.1039/d5ob00279f

data_7160451
_publ_section_title
;
 A novel acenaphthoimidazolyidene oxazolinic palladium complex and its
 efficient catalysis in Suzuki-Miyaura cross-coupling reactions of
 <i>N</i>-acyl-glutarimides <i>via</i> N-C cleavage.
;
_journal_issue                   17
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4063
_journal_page_last               4068
_journal_paper_doi               10.1039/d5ob00279f
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C46 H49 Cl2 N3 O Pd'
_chemical_formula_sum            'C46 H49 Cl2 N3 O Pd'
_chemical_formula_weight         837.18
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-08-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-04 deposited with the CCDC.	2025-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.288(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.1841(11)
_cell_length_b                   28.351(3)
_cell_length_c                   12.5884(11)
_cell_measurement_reflns_used    9315
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      60.365
_cell_measurement_theta_min      3.126
_cell_volume                     4248.8(7)
_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  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker D8 VENTURE Metaljet PHOTON II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            47865
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.366
_diffrn_reflns_theta_min         2.712
_diffrn_source_current           2.85
_diffrn_source_power             0.1986735
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.339
_exptl_absorpt_correction_T_max  0.7518
_exptl_absorpt_correction_T_min  0.6026
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0902 before and 0.0642 after correction.
The Ratio of minimum to maximum transmission is 0.8015.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            ??
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_description       block
_exptl_crystal_F_000             1736
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: ????'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.352
_refine_diff_density_min         -1.053
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     486
_refine_ls_number_reflns         9384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0341
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0414P)^2^+3.4603P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0865
_refine_ls_wR_factor_ref         0.0899
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8245
_reflns_number_total             9384
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob00279f3.cif
_cod_data_source_block           a
_cod_depositor_comments          'Adding full bibliography for 7160451.cif.'
_cod_database_code               7160451
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.731
_shelx_estimated_absorpt_t_min   0.690
_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 Ternary CH refined with riding coordinates:
 C41(H41), C44(H44), C20(H20), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C25(H25), C13(H13), C15(H15), C27(H27), C14(H14), C26(H26), C29(H29),
 C31(H31), C30(H30), C39(H39), C5(H5), C37(H37), C9(H9), C38(H38), C6(H6),
 C8(H8), C7(H7)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C45(H45A,H45B,H45C), C22(H22A,H22B,H22C), C42(H42A,H42B,
 H42C), C21(H21A,H21B,H21C), C19(H19A,H19B,H19C), C46(H46A,H46B,H46C), C43(H43A,
 H43B,H43C)
;
_shelx_res_checksum              33462
_olex2_submission_special_instructions 'No special instructions were received'