Enolate SNAr of unactivated arenes via [(η6-arene)RuCp]+ intermediates
Williams, Luke J.; Bhonoah, Yunas; Walton, James W.; Chemical Communications  (2022) –; doi:10.1039/D2CC02508F

data_7130274
_publ_section_title
;
 Enolate SNAr of unactivated arenes via [(\h6-arene)RuCp]+ intermediates
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC02508F
_journal_year                    2022
_chemical_formula_moiety         'C12 H12 Cl Ru, F6 P'
_chemical_formula_sum            'C12 H12 Cl F6 P Ru'
_chemical_formula_weight         437.71
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-10-21
_audit_creation_method
;
Olex2 1.3-beta
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-05-03 deposited with the CCDC.	2022-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                89.4442(16)
_cell_angle_beta                 79.4373(16)
_cell_angle_gamma                89.6981(16)
_cell_formula_units_Z            8
_cell_length_a                   13.8713(6)
_cell_length_b                   13.8734(6)
_cell_length_c                   14.9953(7)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    120
_cell_measurement_theta_max      31.59
_cell_measurement_theta_min      2.34
_cell_volume                     2836.7(2)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS, 2016)'
_computing_data_collection       'APEX3 v.2017.3_0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS, 2016)'
_computing_molecular_graphics    'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'XM  (Sheldrick, 2008)'
_diffrn_ambient_temperature      120
_diffrn_detector                 'Bruker PHOTON III C7 MM CPAD'
_diffrn_detector_area_resol_mean 54.8
_diffrn_detector_type            'CPA sensor'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\w- and \f-scans'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_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       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            60601
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         1.381
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\mS microsource'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.462
_exptl_absorpt_correction_T_max  0.3380
_exptl_absorpt_correction_T_min  0.2705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0633 before and 0.0530 after correction.
The Ratio of minimum to maximum transmission is 0.8003.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.050
_exptl_crystal_description       prism
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.124
_refine_diff_density_max         1.057
_refine_diff_density_min         -1.202
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     758
_refine_ls_number_reflns         16458
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0457
_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^)+(0.0419P)^2^+9.6868P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1230
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12896
_reflns_number_total             16458
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc02508f2.cif
_cod_data_source_block           2b_21srv427
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7130274
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.840
_shelx_estimated_absorpt_t_min   0.751
_computing_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.8823(7)
 0.1177(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Shared sites
{Cl1, C12A}
{C12, Cl1A}
{C52, Cl3A}
{C52A, Cl3}
{C72, Cl4A}
{C72A, Cl4}
{C32, Cl2A}
{C32A, Cl2}
4. Uiso/Uaniso restraints and constraints
Uanis(Cl1) = Uanis(C12A)
Uanis(C12) = Uanis(Cl1A)
Uanis(C72) = Uanis(Cl4A)
Uanis(C32) = Uanis(Cl2A)
Uanis(C72A) = Uanis(Cl4)
Uanis(C52) = Uanis(Cl3A)
Uanis(C32A) = Uanis(Cl2)
Uanis(C52A) = Uanis(Cl3)
5. Others
 Fixed Sof: Cl1(0.6) Cl1A(0.4) C12(0.6) H12A(0.6) H12B(0.6) H12C(0.6)
 C12A(0.4) H12D(0.4) H12E(0.4) H12F(0.4) Cl2(0.6) Cl2A(0.4) C32(0.6) H32A(0.6)
 H32B(0.6) H32C(0.6) C32A(0.4) H32D(0.4) H32E(0.4) H32F(0.4) Cl3(0.4) Cl3A(0.6)
 C52(0.4) H52A(0.4) H52B(0.4) H52C(0.4) C52A(0.6) H52D(0.6) H52E(0.6) H52F(0.6)
 Cl4(0.4) Cl4A(0.6) C72(0.4) H72A(0.4) H72B(0.4) H72C(0.4) C72A(0.6) H72D(0.6)
 H72E(0.6) H72F(0.6)
6.a Riding coordinates:
 C12(H12A,H12B,H12C), C12A(H12D,H12E,H12F), C32(H32A,H32B,H32C), C32A(H32D,
 H32E,H32F), C52(H52A,H52B,H52C), C52A(H52D,H52E,H52F), C72(H72A,H72B,H72C),
 C72A(H72D,H72E,H72F)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30),
  C31(H31), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48),
 C49(H49), C50(H50), C51(H51), C63(H63), C64(H64), C65(H65), C66(H66), C67(H67),
  C68(H68), C69(H69), C70(H70), C71(H71)
;
_olex2_submission_special_instructions 'No special instructions were received'