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_7704381
_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         'C31 H25 F2 N5 Rh, C32 H12 B F24'
_chemical_formula_sum            'C63 H37 B F26 N5 Rh'
_chemical_formula_weight         1471.69
_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             2020-02-14
_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                106.1393(11)
_cell_angle_beta                 100.4017(10)
_cell_angle_gamma                91.6652(10)
_cell_formula_units_Z            2
_cell_length_a                   11.99374(14)
_cell_length_b                   12.79924(16)
_cell_length_c                   20.3888(2)
_cell_measurement_reflns_used    44379
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.4790
_cell_measurement_theta_min      3.5590
_cell_volume                     2946.72(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_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_environment      N~2~
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_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    -66.00  33.00   1.00    1.00    --  -41.94  37.00  60.00   99
  2  \w   -116.00 -18.00   1.00    1.00    --  -41.94 -37.00-120.00   98
  3  \w    -75.00  34.00   1.00    1.00    --  -41.94  77.00 150.00  109
  4  \w      8.00  42.00   1.00    1.00    --   41.94  82.00-126.49   34
  5  \w      6.00  83.00   1.00    1.00    --   41.94 -99.00  90.00   77
  6  \w     34.00 112.00   1.00    3.00    --  107.00-125.00  60.00   78
  7  \w     24.00 107.00   1.00    3.00    --  107.00 -94.00 -90.00   83
  8  \w    103.00 178.00   1.00    3.00    --  107.00  77.00-120.00   75
  9  \w     77.00 178.00   1.00    3.00    --  107.00  65.00 -82.92  101
 10  \w    103.00 178.00   1.00    3.00    --  107.00  77.00-180.00   75
 11  \w     97.00 178.00   1.00    3.00    --  107.00 125.00 -90.00   81
 12  \w     24.00 107.00   1.00    3.00    --  107.00 -94.00 120.00   83
 13  \w     34.00 133.00   1.00    3.00    --  107.00 -45.00 -60.00   99
 14  \w     34.00 112.00   1.00    3.00    --  107.00-125.00 120.00   78
 15  \w     24.00 107.00   1.00    3.00    --  107.00 -94.00-180.00   83
 16  \w     24.00 107.00   1.00    3.00    --  107.00 -94.00-120.00   83
 17  \w     24.00 107.00   1.00    3.00    --  107.00 -94.00  60.00   83
 18  \w    103.00 178.00   1.00    3.00    --  107.00  80.00 -22.00   75
 19  \w     34.00 112.00   1.00    3.00    --  107.00-125.00 -30.00   78
 20  \w     24.00 107.00   1.00    3.00    --  107.00 -94.00  30.00   83
 21  \w    103.00 178.00   1.00    3.00    --  107.00  77.00-150.00   75
 22  \w     24.00 107.00   1.00    3.00    --  107.00 -94.00 -60.00   83
 23  \w     34.00 133.00   1.00    3.00    --  107.00 -45.00  60.00   99
 24  \w    103.00 178.00   1.00    3.00    --  107.00  77.00 -90.00   75
 25  \w     34.00 112.00   1.00    3.00    --  107.00-125.00  30.00   78
 26  \w     81.00 178.00   1.00    3.00    --  107.00  45.00 -30.00   97
 27  \w     35.00 136.00   1.00    3.00    --  107.00 -61.00 -90.00  101
 28  \w     35.00 136.00   1.00    3.00    --  107.00 -61.00 120.00  101
 29  \w   -116.00 -18.00   1.00    1.00    --  -41.94 -37.00 120.00   98
 30  \w    -87.00  -6.00   1.00    1.00    --  -41.94 125.00-150.00   81
 31  \w   -114.00 -14.00   1.00    1.00    --  -41.94 -57.00  60.00  100
 32  \w      8.00  34.00   1.00    1.00    --   41.94  83.00 -10.07   26
 33  \w      9.00  42.00   1.00    1.00    --   41.94  80.00  23.85   33
 34  \w      7.00  33.00   1.00    1.00    --   41.94  84.00-174.45   26
 35  \w     81.00 178.00   1.00    3.00    --  107.00  45.00  90.00   97
 36  \w     78.00 178.00   1.00    3.00    --  107.00  61.00-150.00  100
 37  \w     78.00 178.00   1.00    3.00    --  107.00  61.00  30.00  100
 38  \w     78.00 178.00   1.00    3.00    --  107.00  61.00 150.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1265624000
_diffrn_orient_matrix_UB_12      0.0346733000
_diffrn_orient_matrix_UB_13      0.0065821000
_diffrn_orient_matrix_UB_21      0.0024171000
_diffrn_orient_matrix_UB_22      -0.0885433000
_diffrn_orient_matrix_UB_23      -0.0685220000
_diffrn_orient_matrix_UB_31      -0.0339347000
_diffrn_orient_matrix_UB_32      0.0822778000
_diffrn_orient_matrix_UB_33      -0.0411950000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            57270
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.073
_diffrn_reflns_theta_min         6.500
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.519
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
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    1.659
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1468
_exptl_crystal_recrystallization_method
'Crystals grown from 1,3-F2C6H4-cyclohexane at 293 K'
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.119
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.929
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     951
_refine_ls_number_reflns         11176
_refine_ls_number_restraints     453
_refine_ls_restrained_S_all      1.156
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0303
_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^)+(0.0406P)^2^+2.3717P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0776
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10938
_reflns_number_total             11176
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0dt01137a3.cif
_cod_data_source_block           0568abc19s
_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_database_code               7704381
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C207-F1 \\sim C207-F2 \\sim C207-F3 \\sim C207-F1A \\sim C207-F2A \\sim
C207-F3A
 with sigma of 0.01
 F1-F2 \\sim F2-F3 \\sim F3-F1 \\sim F1A-F2A \\sim F2A-F3A \\sim F3A-F1A
 with sigma of 0.01
 C203-F1 \\sim C203-F2 \\sim C203-F3 \\sim C203-F1A \\sim C203-F2A \\sim
C203-F3A
 with sigma of 0.01
 C223-F13 \\sim C223-F14 \\sim C223-F15 \\sim C223-F13A \\sim C223-F14A \\sim
C223-F15A
 with sigma of 0.01
 F13-F14 \\sim F14-F15 \\sim F15-F13 \\sim F13A-F14A \\sim F14A-F15A \\sim
F15A-F13A
 with sigma of 0.01
 C219-F13 \\sim C219-F14 \\sim C219-F15 \\sim C219-F13A \\sim C219-F14A \\sim
C219-F15A
 with sigma of 0.01
 C224-F16 \\sim C224-F17 \\sim C224-F18 \\sim C224-F16A \\sim C224-F17A \\sim
C224-F18A
 with sigma of 0.01
 F16-F17 \\sim F17-F18 \\sim F18-F16 \\sim F16A-F17A \\sim F17A-F18A \\sim
F18A-F16A
 with sigma of 0.01
 C221-F16 \\sim C221-F17 \\sim C221-F18 \\sim C221-F16A \\sim C221-F17A \\sim
C221-F18A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
F0AA \\sim F1AA \\sim F1 \\sim F1A \\sim F2 \\sim F2A \\sim F3 \\sim F3A \\sim
F4 \\sim F5 \\sim F6 \\sim F7 \\sim F8 \\sim F9 \\sim F10 \\sim F11 \\sim F12
\\sim F13 \\sim F13A \\sim F14 \\sim F14A \\sim F15 \\sim F15A \\sim F16 \\sim
F16A \\sim F17 \\sim F17A \\sim F18 \\sim F18A \\sim F19 \\sim F20 \\sim F21
\\sim F22 \\sim F23 \\sim F24: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(F0AA) \\sim Ueq, Uanis(F1AA) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F1A)
\\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F2A) \\sim Ueq, Uanis(F3) \\sim Ueq,
Uanis(F3A) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F6) \\sim
Ueq, Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F10)
\\sim Ueq, Uanis(F11) \\sim Ueq, Uanis(F12) \\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(F17A) \\sim Ueq, Uanis(F18) \\sim Ueq, Uanis(F18A)
\\sim Ueq, Uanis(F19) \\sim Ueq, Uanis(F20) \\sim Ueq, Uanis(F21) \\sim Ueq,
Uanis(F22) \\sim Ueq, Uanis(F23) \\sim Ueq, Uanis(F24) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
4. Others
 Sof(F13A)=Sof(F14A)=Sof(F15A)=1-FVAR(1)
 Sof(F13)=Sof(F14)=Sof(F15)=FVAR(1)
 Sof(F16A)=Sof(F17A)=Sof(F18A)=1-FVAR(2)
 Sof(F16)=Sof(F17)=Sof(F18)=FVAR(2)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(3)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(3)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), 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.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C37(H37A,H37B,H37C)
;
_shelx_res_checksum              45476
_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 1.436
_oxdiff_exptl_absorpt_empirical_full_min 0.748