Enantiopure ferrocene-1,2-disulfoxides: synthesis and reactivity
Wen, Min; Erb, William; Mongin, Florence; Blot, Marielle; Roisnel, Thierry; Chemical Communications  (2022) –; doi:10.1039/D1CC07085A

data_7129581
_publ_section_title
;
 Enantiopure ferrocene-1,2-disulfoxides: synthesis and reactivity
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC07085A
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C26 H38 Fe O S2 Si2'
_chemical_formula_sum            'C26 H38 Fe O S2 Si2'
_chemical_formula_weight         542.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2021-12-09 deposited with the CCDC.	2022-01-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.899(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.3403(6)
_cell_length_b                   13.3410(8)
_cell_length_c                   12.3446(8)
_cell_measurement_reflns_used    3762
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.4166
_cell_measurement_theta_min      2.3189
_cell_measurement_wavelength     0.710730
_cell_volume                     1446.41(16)
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_molecular_graphics
;
   'SXGRAPH (L. Farrugia, 1999), Mercury (CSD, 2020)'
;
_computing_publication_material
'CRYSCALC (T. Roisnel, local program, ver. 2021)'
_computing_structure_refinement  'SHELXL-2018_3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018_2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_orient_matrix_UB_11      0.0919780
_diffrn_orient_matrix_UB_12      0.0125981
_diffrn_orient_matrix_UB_13      0.0694547
_diffrn_orient_matrix_UB_21      0.0661312
_diffrn_orient_matrix_UB_22      -0.0047574
_diffrn_orient_matrix_UB_23      -0.0487114
_diffrn_orient_matrix_UB_31      -0.0114478
_diffrn_orient_matrix_UB_32      0.0737375
_diffrn_orient_matrix_UB_33      -0.0150092
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10178
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.446
_diffrn_reflns_theta_min         2.319
_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_T_max  0.905
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_description       prism
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details
;
Flack x determined using 1160 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4769
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0339
_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^)+(0.0360P)^2^+0.0361P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0728
_refine_ls_wR_factor_ref         0.0765
_reflns_Friedel_coverage         0.393
_reflns_Friedel_fraction_full    0.502
_reflns_Friedel_fraction_max     0.425
_reflns_number_gt                4250
_reflns_number_total             4769
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1cc07085a2.cif
_cod_data_source_block           MW3062
_cod_original_cell_volume        1446.40(16)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7129581
_shelx_res_checksum              20224