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_7134451
_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 S2, B C24 F20'
_chemical_formula_sum            'C56 H28 B F20 Fe2 P S2'
_chemical_formula_weight         1298.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-09-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-02-13 deposited with the CCDC.	2025-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.979(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.270(2)
_cell_length_b                   16.235(2)
_cell_length_c                   38.130(5)
_cell_measurement_reflns_used    9511
_cell_measurement_temperature    102.51
_cell_measurement_theta_max      31.56
_cell_measurement_theta_min      2.16
_cell_volume                     9948(2)
_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 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      102.51
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            86690
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.698
_diffrn_reflns_theta_min         2.274
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.816
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1439 before and 0.0512 after correction.
The Ratio of minimum to maximum transmission is 0.8527.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_description       block
_exptl_crystal_F_000             5184
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.232
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     739
_refine_ls_number_reflns         12851
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.142
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0489
_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^)+(0.0367P)^2^+35.0015P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1128
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10879
_reflns_number_total             12851
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01555c2.cif
_cod_data_source_block           stoianc220302_0ma
_cod_depositor_comments
'Adding full bibliography for 7134451--7134456.cif.'
_cod_original_cell_volume        9949(2)
_cod_database_code               7134451
_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:
 C12(H12), C11(H11), C22(H22), C61(H61), C63(H63), C32(H32), C31(H31),
 C54(H54), C21(H21), C65(H65), C43(H43), C13(H13), C55(H55), C14(H14), C53(H53),
  C64(H64), C34(H34), C62(H62), C20(H20), C33(H33), C41(H41), C24(H24),
 C44(H44), C52(H52), C51(H51), C23(H23), C42(H42), C40(H40)
;
_shelx_res_checksum              7394
_shelx_hkl_checksum              1717
_olex2_submission_special_instructions 'No special instructions were received'