Oxidative addition of diaryldichalcogenides to the diferrocenylphosphenium ion: synthesis, structure and organocatalytic activity
Stoian, Corina; Schmidt, Nils; Kuczmera, Thomas J.; Puylaert, Pim; Lork, Enno; Nachtsheim, Boris J.; Hupf, Emanuel; Beckmann, Jens; Chemical Communications 61 (2025) 8256–8259; doi:10.1039/D5CC01555C

data_7134452
_publ_section_title
;
 Oxidative addition of diaryldichalcogenides to the
 diferrocenylphosphenium ion: synthesis, structure and organocatalytic
 activity
;
_journal_issue                   45
_journal_name_full               'Chemical Communications'
_journal_page_first              8256
_journal_page_last               8259
_journal_paper_doi               10.1039/D5CC01555C
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C32 H28 Fe2 P Se2, B C24 F20, 1[C7H8]'
_chemical_formula_sum            'C63 H36 B F20 Fe2 P Se2'
_chemical_formula_weight         1484.32
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2025-02-13
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-02-13 deposited with the CCDC.	2025-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                71.852(2)
_cell_angle_beta                 75.728(2)
_cell_angle_gamma                87.113(3)
_cell_formula_units_Z            2
_cell_length_a                   10.8629(8)
_cell_length_b                   15.1456(11)
_cell_length_c                   17.3801(10)
_cell_measurement_reflns_used    8883
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.744
_cell_measurement_theta_min      2.365
_cell_volume                     2632.3(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Venture D8'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0885
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            60562
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_min         2.365
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    2.081
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1464 before and 0.0746 after correction.
The Ratio of minimum to maximum transmission is 0.8846.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_description       block
_exptl_crystal_F_000             1468
_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.199
_exptl_crystal_size_min          0.184
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     739
_refine_ls_number_reflns         12070
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0441
_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^)+(0.0599P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1177
_refine_ls_wR_factor_ref         0.1269
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9204
_reflns_number_total             12070
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01555c2.cif
_cod_data_source_block           stoianc241015
_cod_depositor_comments
'Adding full bibliography for 7134451--7134456.cif.'
_cod_database_code               7134452
_shelx_shelxl_version_number     2016/4
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C34(H34), C42(H42), C44(H44), C65(H65), C43(H43), C33(H33), C31(H31),
 C14(H14), C61(H61), C64(H64), C40(H40), C63(H63), C13(H13), C41(H41), C62(H62),
  C32(H32), C11(H11), C12(H12), C20(H20), C21(H21), C24(H24), C23(H23),
 C22(H22), C55(H55), C51(H51), C54(H54), C52(H52), C53(H53)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              47442
_shelx_hkl_checksum              62755
_shelx_fab_checksum              67090
_olex2_submission_special_instructions 'No special instructions were received'