Isolation and structural characterisation of rhodium(iii) η<sup>2</sup>-fluoroarene complexes: experimental verification of predicted regioselectivity.
Gyton, Matthew R.; Kynman, Amy E.; Leforestier, Baptiste; Gallo, Angelo; Lewandowski, Józef R; Chaplin, Adrian B.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 5791–5793; doi:10.1039/d0dt01137a

data_7704383
_publ_section_title
;
 Isolation and structural characterisation of rhodium(iii)
 \h<sup>2</sup>-fluoroarene complexes: experimental verification of
 predicted regioselectivity.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5791
_journal_page_last               5793
_journal_paper_doi               10.1039/d0dt01137a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C26 H23 Cl2 N5 Rh, C32 H12 B F24'
_chemical_formula_sum            'C58 H35 B Cl2 F24 N5 Rh'
_chemical_formula_weight         1442.53
_chemical_melting_point          ?
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-08-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-04 deposited with the CCDC.	2020-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                107.3131(18)
_cell_angle_beta                 99.0540(18)
_cell_angle_gamma                97.3820(17)
_cell_formula_units_Z            2
_cell_length_a                   12.8386(3)
_cell_length_b                   13.1411(3)
_cell_length_c                   18.6851(4)
_cell_measurement_reflns_used    21103
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.6780
_cell_measurement_theta_min      3.1260
_cell_volume                     2920.26(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3046
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -99.00   9.00   1.00    3.00    --  -23.16 -77.00  60.00  108
  2  \w    -79.00 -23.00   1.00    3.00    --  -23.16 125.00-173.00   56
  3  \w     -8.00 100.00   1.00    3.00    --   24.25  77.00   0.00  108
  4  \w    -50.00  49.00   1.00    3.00    --   24.25 -37.00-150.00   99
  5  \w    -52.00  57.00   1.00    3.00    --   24.25 -77.00 150.00  109
  6  \w   -110.00 -55.00   1.00    3.00    --  -23.16 178.00 -60.00   55
  7  \w    -50.00  49.00   1.00    3.00    --   24.25 -37.00 -60.00   99
  8  \w     -4.00  43.00   1.00    3.00    --   24.25  57.00 -90.00   47
  9  \w      0.00  99.00   1.00    3.00    --   24.25  37.00-120.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku Oxford Diffraction: SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0351695000
_diffrn_orient_matrix_UB_12      -0.0350840000
_diffrn_orient_matrix_UB_13      -0.0340734000
_diffrn_orient_matrix_UB_21      -0.0362862000
_diffrn_orient_matrix_UB_22      -0.0141357000
_diffrn_orient_matrix_UB_23      0.0219556000
_diffrn_orient_matrix_UB_31      -0.0262352000
_diffrn_orient_matrix_UB_32      0.0433616000
_diffrn_orient_matrix_UB_33      -0.0029113000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            52099
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        27.103
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         2.987
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.505
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1436
_exptl_crystal_recrystallization_method
'Crystals grown from CH2Cl2-hexane at 293 K'
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1015
_refine_ls_number_reflns         12857
_refine_ls_number_restraints     982
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0430
_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^)+(0.0392P)^2^+3.5062P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.1017
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11202
_reflns_number_total             12857
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt01137a3.cif
_cod_data_source_block           0422abc18s
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        2920.28(11)
_cod_database_code               7704383
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl1-C2A \\sim Cl1-C2
 with sigma of 0.01
 Cl3-C2 \\sim Cl3A-C2A
 with sigma of 0.01
 C207-F11 \\sim C207-F12 \\sim C207-F13 \\sim C207-F11A \\sim C207-F12A \\sim
C207-F13A
 with sigma of 0.01
 F11-F12 \\sim F12-F13 \\sim F13-F11 \\sim F11A-F12A \\sim F12A-F13A \\sim
F13A-F11A
 with sigma of 0.01
 C203-F11 \\sim C203-F12 \\sim C203-F13 \\sim C203-F11A \\sim C203-F12A \\sim
C203-F13A
 with sigma of 0.01
 C216-F20 \\sim C216-F21 \\sim C216-F22 \\sim C216-F20A \\sim C216-F21A \\sim
C216-F22A
 with sigma of 0.01
 F20-F21 \\sim F21-F22 \\sim F22-F20 \\sim F20A-F21A \\sim F21A-F22A \\sim
F22A-F20A
 with sigma of 0.01
 C213-F20 \\sim C213-F21 \\sim C213-F22 \\sim C213-F20A \\sim C213-F21A \\sim
C213-F22A
 with sigma of 0.01
 C231-F29 \\sim C231-F30 \\sim C231-F31 \\sim C231-F29A \\sim C231-F30A \\sim
C231-F31A
 with sigma of 0.01
 F29-F30 \\sim F30-F31 \\sim F31-F29 \\sim F29A-F30A \\sim F30A-F31A \\sim
F31A-F29A
 with sigma of 0.01
 C227-F29 \\sim C227-F30 \\sim C227-F31 \\sim C227-F29A \\sim C227-F30A \\sim
C227-F31A
 with sigma of 0.01
 C232-F32 \\sim C232-F33 \\sim C232-F34 \\sim C232-F32A \\sim C232-F33A \\sim
C232-F34A
 with sigma of 0.01
 F32-F33 \\sim F33-F34 \\sim F34-F32 \\sim F32A-F33A \\sim F33A-F34A \\sim
F34A-F32A
 with sigma of 0.01
 C229-F32 \\sim C229-F33 \\sim C229-F34 \\sim C229-F32A \\sim C229-F33A \\sim
C229-F34A
 with sigma of 0.01
 C205-C208 \\sim C205-C308
 with sigma of 0.01
 C223-F23 \\sim C223-F24 \\sim C223-F25 \\sim C323-F23A \\sim C323-F24A \\sim
C323-F25A
 with sigma of 0.01
 F23-F24 \\sim F24-F25 \\sim F25-F23 \\sim F23A-F24A \\sim F24A-F25A \\sim
F25A-F23A
 with sigma of 0.01
 C219-F23 \\sim C219-F24 \\sim C219-F25 \\sim C219-F23A \\sim C219-F24A \\sim
C219-F25A
 with sigma of 0.01
 C219-C223 \\sim C219-C323
 with sigma of 0.01
 C208-F14 \\sim C208-F15 \\sim C208-F16 \\sim C308-F14A \\sim C308-F15A \\sim
C308-F16A
 with sigma of 0.01
 F14-F15 \\sim F15-F16 \\sim F16-F14 \\sim F14A-F15A \\sim F15A-F16A \\sim
F16A-F14A
 with sigma of 0.01
 C205-F14 \\sim C205-F15 \\sim C205-F16 \\sim C205-F14A \\sim C205-F15A \\sim
C205-F16A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C2A \\sim C2 \\sim Cl3 \\sim Cl3A \\sim C208 \\sim C308 \\sim C223 \\sim C323
\\sim F11 \\sim F11A \\sim F12 \\sim F12A \\sim F13 \\sim F13A \\sim F14 \\sim
F14A \\sim F15 \\sim F15A \\sim F16 \\sim F16A \\sim F17 \\sim F18 \\sim F19
\\sim F20 \\sim F20A \\sim F21 \\sim F21A \\sim F22 \\sim F22A \\sim F23 \\sim
F23A \\sim F24 \\sim F24A \\sim F25 \\sim F25A \\sim F26 \\sim F27 \\sim F28
\\sim F29 \\sim F29A \\sim F30 \\sim F30A \\sim F31 \\sim F31A \\sim F32 \\sim
F32A \\sim F33 \\sim F33A \\sim F34 \\sim F34A: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
Uanis(C2A) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(Cl3) \\sim Ueq, Uanis(Cl3A)
\\sim Ueq, Uanis(C208) \\sim Ueq, Uanis(C308) \\sim Ueq, Uanis(C223) \\sim Ueq,
Uanis(C323) \\sim Ueq, Uanis(F11) \\sim Ueq, Uanis(F11A) \\sim Ueq, Uanis(F12)
\\sim Ueq, Uanis(F12A) \\sim Ueq, Uanis(F13) \\sim Ueq, Uanis(F13A) \\sim Ueq,
Uanis(F14) \\sim Ueq, Uanis(F14A) \\sim Ueq, Uanis(F15) \\sim Ueq, Uanis(F15A)
\\sim Ueq, Uanis(F16) \\sim Ueq, Uanis(F16A) \\sim Ueq, Uanis(F17) \\sim Ueq,
Uanis(F18) \\sim Ueq, Uanis(F19) \\sim Ueq, Uanis(F20) \\sim Ueq, Uanis(F20A)
\\sim Ueq, Uanis(F21) \\sim Ueq, Uanis(F21A) \\sim Ueq, Uanis(F22) \\sim Ueq,
Uanis(F22A) \\sim Ueq, Uanis(F23) \\sim Ueq, Uanis(F23A) \\sim Ueq, Uanis(F24)
\\sim Ueq, Uanis(F24A) \\sim Ueq, Uanis(F25) \\sim Ueq, Uanis(F25A) \\sim Ueq,
Uanis(F26) \\sim Ueq, Uanis(F27) \\sim Ueq, Uanis(F28) \\sim Ueq, Uanis(F29)
\\sim Ueq, Uanis(F29A) \\sim Ueq, Uanis(F30) \\sim Ueq, Uanis(F30A) \\sim Ueq,
Uanis(F31) \\sim Ueq, Uanis(F31A) \\sim Ueq, Uanis(F32) \\sim Ueq, Uanis(F32A)
\\sim Ueq, Uanis(F33) \\sim Ueq, Uanis(F33A) \\sim Ueq, Uanis(F34) \\sim Ueq,
Uanis(F34A) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C223) = Uanis(C323)
Uanis(C308) = Uanis(C208)
4. Others
 Sof(Cl3A)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=1-FVAR(1)
 Sof(Cl3)=Sof(C2)=Sof(H2A)=Sof(H2B)=FVAR(1)
 Sof(F14A)=Sof(F15A)=Sof(F16A)=Sof(C308)=1-FVAR(2)
 Sof(F14)=Sof(F15)=Sof(F16)=Sof(C208)=FVAR(2)
 Sof(F11A)=Sof(F12A)=Sof(F13A)=1-FVAR(3)
 Sof(F11)=Sof(F12)=Sof(F13)=FVAR(3)
 Sof(F29A)=Sof(F30A)=Sof(F31A)=1-FVAR(4)
 Sof(F29)=Sof(F30)=Sof(F31)=FVAR(4)
 Sof(F20A)=Sof(F21A)=Sof(F22A)=1-FVAR(5)
 Sof(F20)=Sof(F21)=Sof(F22)=FVAR(5)
 Sof(F32A)=Sof(F33A)=Sof(F34A)=1-FVAR(6)
 Sof(F32)=Sof(F33)=Sof(F34)=FVAR(6)
 Sof(F23A)=Sof(F24A)=Sof(F25A)=Sof(C323)=1-FVAR(7)
 Sof(F23)=Sof(F24)=Sof(F25)=Sof(C223)=FVAR(7)
5.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C2A(H2AA,H2AB)
5.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17),
 C22(H22), C23(H23), C24(H24), C29(H29), C30(H30), C34(H34), C35(H35),
 C202(H202), C204(H204), C206(H206), C210(H210), C212(H212), C214(H214),
 C218(H218), C220(H220), C222(H222), C226(H226), C228(H228), C230(H230)
5.c Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C37(H37A,H37B,H37C)
;
_shelx_res_checksum              37042
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.921
_oxdiff_exptl_absorpt_empirical_full_min 0.624