Ferrocenyl-Imidazolylidene Ligand for Redox-Switchable Gold-Based Catalysis. A Detailed Study on the Redox-Switching Abilities of the Ligand
Ibáñez, Susana; Poyatos, Macarena; Dawe, Louise N.; Gusev, Dmitry; Peris, Eduardo; Organometallics 35 (2016) 2747–; doi:10.1021/acs.organomet.6b00517

data_4086627
_publ_section_title
;
 Ferrocenyl-Imidazolylidene Ligand for Redox-Switchable Gold-Based
 Catalysis. A Detailed Study on the Redox-Switching Abilities of the
 Ligand
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              2747
_journal_paper_doi               10.1021/acs.organomet.6b00517
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety
'C27 H33 Au Cl Fe N4, C H2 Cl2, B F4, 0.41(H2 O1)'
_chemical_formula_sum            'C28 H35.83 Au B Cl3 F4 Fe N4 O0.42'
_chemical_formula_weight         881.05
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-05-12
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                106.334(3)
_cell_angle_beta                 93.670(2)
_cell_angle_gamma                113.637(3)
_cell_formula_units_Z            2
_cell_length_a                   10.6273(3)
_cell_length_b                   10.7075(4)
_cell_length_c                   17.7058(5)
_cell_measurement_reflns_used    12691
_cell_measurement_temperature    200.00(14)
_cell_measurement_theta_max      27.9100
_cell_measurement_theta_min      3.5320
_cell_volume                     1735.07(11)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      200.00(14)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            31510
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.353
_diffrn_reflns_theta_min         2.858
_exptl_absorpt_coefficient_mu    4.919
_exptl_absorpt_correction_T_max  0.596
_exptl_absorpt_correction_T_min  0.363
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_description       prism
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.2035
_exptl_crystal_size_mid          0.1471
_exptl_crystal_size_min          0.0781
_refine_diff_density_max         1.440
_refine_diff_density_min         -1.123
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         8535
_refine_ls_number_restraints     101
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0894
_refine_ls_R_factor_gt           0.0564
_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^)+(0.0914P)^2^+2.8163P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1503
_refine_ls_wR_factor_ref         0.1760
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5716
_reflns_number_total             8535
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00517_si_004.cif
_cod_data_source_block           str1826
_cod_depositor_comments
'Adding full bibliography for 4086627--4086629.cif.'
_cod_original_cell_volume        1735.06(10)
_cod_database_code               4086627
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.700
_shelx_estimated_absorpt_t_min   0.434
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 N3-H3
 0.88 with sigma of 0.02
 O1-H1B = O1-H1A
 0.84 with sigma of 0.001
 H1B-H1A
 1.34 with sigma of 0.001
 N2-C6 \\sim N2-C6A
 with sigma of 0.02
 C7-C6 \\sim C7A-C6A \\sim C8-C7 \\sim C8A-C7A \\sim C9-C8 \\sim C9A-C8A
 with sigma of 0.02
 C3-C2 \\sim C3A-C2 \\sim C4-C3 \\sim C4A-C3A \\sim C5-C4 \\sim C5A-C4A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C3) = Uanis(C3A)
Uanis(C4) = Uanis(C4A)
4. Rigid body (RIGU) restrains
 C6, C6A, C7, C7A, C8A, C8, C9A, C9
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C2, C3, C4, C5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C2, C3A, C4A, C5A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C5A, C5
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Au1A)=Sof(Cl1A)=1-FVAR(1)
 Sof(Au1)=Sof(Cl1)=FVAR(1)
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=
 Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=1-FVAR(2)
 Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=Sof(H8B)=
 Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=FVAR(2)
 Sof(H2BC)=Sof(H2BD)=Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=
 Sof(C5A)=Sof(H5AA)=Sof(H5AB)=Sof(H5AC)=Sof(O1)=Sof(H1A)=Sof(H1B)=1-FVAR(3)
 Sof(H2AA)=Sof(H2AB)=Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(C4)=Sof(H4A)=Sof(H4B)=
 Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C2(H2AA,H2AB), C2(H2BC,H2BD), C3(H3A,H3B), C3A(H3AA,H3AB), C4A(H4AA,H4AB),
 C4(H4A,H4B), C6(H6A,H6B), C6A(H6AA,H6AB), C7(H7A,H7B), C7A(H7AA,H7AB),
 C8A(H8AA,H8AB), C8(H8A,H8B), C28(H28A,H28B)
6.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C15(H15), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23),
 C24(H24), C25(H25), C26(H26), C27(H27)
6.c Idealised Me refined as rotating group:
 C5A(H5AA,H5AB,H5AC), C5(H5A,H5B,H5C), C9A(H9AA,H9AB,H9AC), C9(H9A,H9B,H9C),
 C16(H16A,H16B,H16C)
;
_shelx_res_checksum              57736
_shelx_hkl_checksum              27375
_olex2_submission_special_instructions 'No special instructions were received'