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_7134455
_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         'C40 H36 Fe4 P Se1.97, B C24 F20, 0.03(Se)'
_chemical_formula_sum            'C64 H36 B F20 Fe4 P Se2'
_chemical_formula_weight         1608.03
_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                100.509(2)
_cell_angle_beta                 95.382(2)
_cell_angle_gamma                92.036(2)
_cell_formula_units_Z            2
_cell_length_a                   13.4185(6)
_cell_length_b                   13.8756(6)
_cell_length_c                   15.8321(7)
_cell_measurement_reflns_used    9626
_cell_measurement_temperature    106.00
_cell_measurement_theta_max      30.484
_cell_measurement_theta_min      2.193
_cell_volume                     2881.4(2)
_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      106.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_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            177357
_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         30.516
_diffrn_reflns_theta_min         2.393
_diffrn_source                   'microfocus Ims X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    2.387
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1060 before and 0.0503 after correction.
The Ratio of minimum to maximum transmission is 0.8343.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.853
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.377
_exptl_crystal_size_mid          0.259
_exptl_crystal_size_min          0.255
_refine_diff_density_max         1.083
_refine_diff_density_min         -1.069
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     847
_refine_ls_number_reflns         17580
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0299
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+2.8431P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0766
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15978
_reflns_number_total             17580
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01555c2.cif
_cod_data_source_block           schmidtn240619
_cod_depositor_comments
'Adding full bibliography for 7134451--7134456.cif.'
_cod_database_code               7134455
_shelx_shelxl_version_number     2016/4
_shelx_estimated_absorpt_t_max   0.581
_shelx_estimated_absorpt_t_min   0.466
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: Se2(0.94) Se3(0.03) Se4(0.03)
3.a Ternary CH refined with riding coordinates:
 C54(H54)
3.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C71(H71), C14(H14), C24(H24), C22(H22), C34(H34), C74(H74),
 C20(H20), C72(H72), C21(H21), C83(H83), C73(H73), C11(H11), C82(H82), C13(H13),
  C33(H33), C64(H64), C60(H60), C81(H81), C12(H12), C31(H31), C80(H80),
 C84(H84), C40(H40), C32(H32), C62(H62), C63(H63), C44(H44), C41(H41), C51(H51),
  C61(H61), C42(H42), C43(H43), C53(H53), C52(H52)
;
_shelx_res_checksum              28004
_shelx_hkl_checksum              97846
_olex2_submission_special_instructions 'No special instructions were received'