Benzyne addition to a metal-carbon multiple bond.
Barnett, Harrison J.; Hill, Anthony F.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 9383–9387; doi:10.1039/d1dt01402a

data_7707721
_publ_section_title
;
 Benzyne addition to a metal-carbon multiple bond.
;
_journal_issue                   27
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9383
_journal_page_last               9387
_journal_paper_doi               10.1039/d1dt01402a
_journal_volume                  50
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C63 H43 Cl3 P4 Rh2, C7 H8'
_chemical_formula_sum            'C70 H51 Cl3 P4 Rh2'
_chemical_formula_weight         1328.16
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_Hall           'P 4abw 2nw'
_space_group_name_H-M_alt        'P 41 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-04-21
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-04-21 deposited with the CCDC.	2021-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.01727(5)
_cell_length_b                   15.01727(5)
_cell_length_c                   26.39108(12)
_cell_measurement_reflns_used    58553
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.6380
_cell_measurement_theta_min      4.1430
_cell_volume                     5951.67(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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     20.00 104.00   1.00    2.00    --   36.95  57.00 120.00   84
  2  \w    -21.00  64.00   1.00    2.00    --   36.95 -77.00   0.00   85
  3  \w      8.00 108.00   1.00    2.00    --   36.95  19.00 -30.00  100
  4  \w      9.00  42.00   1.00    2.00    --   36.95  80.00 159.19   33
  5  \w      4.00  30.00   1.00    2.00    --   36.95  88.00  81.91   26
  6  \w      4.00  30.00   1.00    2.00    --   36.95  88.00-121.20   26
  7  \w      6.00  57.00   1.00    2.00    --   36.95 -99.00 -90.00   51
  8  \w      6.00  32.00   1.00    2.00    --   36.95  85.00   6.93   26
  9  \w      8.00 108.00   1.00    2.00    --   36.95  19.00-120.00  100
 10  \w     42.00 130.00   1.00    8.00    --  111.00 -38.00-180.00   88
 11  \w     41.00 109.00   1.00    8.00    --  111.00-111.00-180.00   68
 12  \w     43.00 138.00   1.00    8.00    --  111.00 -77.00  60.00   95
 13  \w    103.00 178.00   1.00    8.00    --  111.00  77.00   0.00   75
 14  \w     42.00 130.00   1.00    8.00    --  111.00 -38.00   0.00   88
 15  \w     42.00 106.00   1.00    8.00    --  111.00 -92.00  30.00   64
 16  \w     41.00 109.00   1.00    8.00    --  111.00-111.00-120.00   68
 17  \w     42.00 130.00   1.00    8.00    --  111.00 -38.00 -90.00   88
 18  \w     42.00 130.00   1.00    8.00    --  111.00 -38.00  60.00   88
 19  \w     92.00 178.00   1.00    8.00    --  111.00  38.00 150.00   86
 20  \w     41.00 109.00   1.00    8.00    --  111.00-111.00   0.00   68
 21  \w     43.00 138.00   1.00    8.00    --  111.00 -77.00-120.00   95
 22  \w     65.00 178.00   1.00    8.00    --  111.00  12.00 -90.00  113
 23  \w     20.00 104.00   1.00    2.00    --   36.95  57.00  30.00   84
 24  \w    -32.00  56.00   1.00    2.00    --   36.95 -38.00 150.00   88
 25  \w      4.00  30.00   1.00    2.00    --   36.95  88.00 -48.89   26
 26  \w      6.00  33.00   1.00    2.00    --   36.95  84.00 -18.79   27
 27  \w    -32.00  56.00   1.00    2.00    --   36.95 -38.00-120.00   88
 28  \w      6.00  76.00   1.00    2.00    --   36.95 -99.00 120.00   70
 29  \w     86.00 178.00   1.00    8.00    --  111.00  25.00  90.00   92
 30  \w     86.00 178.00   1.00    8.00    --  111.00  25.00   0.00   92
 31  \w     86.00 178.00   1.00    8.00    --  111.00  25.00 -60.00   92
 32  \w     92.00 178.00   1.00    8.00    --  111.00  38.00 120.00   86
 33  \w     92.00 178.00   1.00    8.00    --  111.00  38.00-180.00   86
 34  \w     86.00 178.00   1.00    8.00    --  111.00  25.00  30.00   92
 35  \w     86.00 178.00   1.00    8.00    --  111.00  25.00  60.00   92
 36  \w     94.00 178.00   1.00    8.00    --  111.00  50.00-120.00   84
 37  \w     94.00 178.00   1.00    8.00    --  111.00  50.00  90.00   84
 38  \w     91.00 178.00   1.00    8.00    --  111.00  64.00-180.00   87
 39  \w     91.00 178.00   1.00    8.00    --  111.00  64.00-150.00   87
 40  \w     86.00 178.00   1.00    8.00    --  111.00  25.00 -30.00   92
 41  \w     18.00 106.00   1.00    2.00    --   36.95  38.00   0.00   88
 42  \w     20.00 104.00   1.00    2.00    --   36.95  57.00  60.00   84
 43  \w      6.00  32.00   1.00    2.00    --   36.95  85.00 -79.48   26
 44  \w     27.00  90.00   1.00    2.00    --   36.95-125.00-150.00   63
 45  \w    -32.00  56.00   1.00    2.00    --   36.95 -38.00  60.00   88
 46  \w      5.00  31.00   1.00    2.00    --   36.95  86.00-150.96   26
 47  \w     94.00 178.00   1.00    8.00    --  111.00  50.00 150.00   84
 48  \w     91.00 178.00   1.00    8.00    --  111.00  64.00 -30.00   87
 49  \w     91.00 178.00   1.00    8.00    --  111.00  64.00   0.00   87
 50  \w     94.00 141.00   1.00    8.00    --  111.00  50.00 120.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0872173000
_diffrn_orient_matrix_UB_12      -0.0224017000
_diffrn_orient_matrix_UB_13      0.0279816000
_diffrn_orient_matrix_UB_21      -0.0539493000
_diffrn_orient_matrix_UB_22      0.0307254000
_diffrn_orient_matrix_UB_23      -0.0464792000
_diffrn_orient_matrix_UB_31      0.0030478000
_diffrn_orient_matrix_UB_32      -0.0952592000
_diffrn_orient_matrix_UB_33      -0.0215537000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0116
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            108169
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.791
_diffrn_reflns_theta_min         4.163
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.068
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_correction_T_min  0.470
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_description       block
_exptl_crystal_F_000             2688
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details
;
 Flack x determined using 2463 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.020(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     472
_refine_ls_number_reflns         6006
_refine_ls_number_restraints     334
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0300
_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^)+(0.0567P)^2^+3.4744P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0818
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                5850
_reflns_number_total             6006
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt01402a2.cif
_cod_data_source_block           hb_1285_2_4_tetragonal
_cod_depositor_comments
'Adding full bibliography for 7707720--7707721.cif.'
_cod_original_cell_volume        5951.67(5)
_cod_database_code               7707721
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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
 C107-C106 = C105-C104 = C104-C103
 1.38 with sigma of 0.02
 C101-C102
 1.51 with sigma of 0.02
 C102-C107 = C102-C103 = C106-C105
 1.39 with sigma of 0.02
 C106-C104 = C105-C103
 2.4 with sigma of 0.04
 C107-C105
 2.39 with sigma of 0.04
 C101-C107 = C101-C103
 2.52 with sigma of 0.04
 C102-C106
 2.42 with sigma of 0.04
 C102-C104
 2.41 with sigma of 0.04
 C102-C107 \\sim C107-C106 \\sim C106-C105 \\sim C105-C104 \\sim C104-C103
\\sim C103-C102
 with sigma of 0.02
 C101-C103 \\sim C101-C107
 with sigma of 0.04
 C102-C104 \\sim C102-C106 \\sim C103-C105 \\sim C107-C103 \\sim C106-C104
\\sim C107-C105
 with sigma of 0.04
3. Restrained planarity
 C101, C102, C103, C104, C105, C106, C107
 with sigma of 0.1
4. Rigid bond restraints
 C2, C3, C4, C5, C6, C7
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C101, C102, C103, C104, C105, C106, C107
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C21, C22, C23, C24A, C25, C26, C24B, C25A, C26A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C8, C9, C10, C11, C12, C13
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Uiso/Uaniso restraints and constraints
C101 \\sim C102 \\sim C103 \\sim C104 \\sim C105 \\sim C106 \\sim C107: within
2A with sigma of 0.02 and sigma for terminal atoms of 0.04 within 2A
C21 \\sim C22 \\sim C23 \\sim C24A \\sim C25 \\sim C26 \\sim C24B \\sim C25A
\\sim C26A: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
within 1.7A
C8 \\sim C9 \\sim C10 \\sim C11 \\sim C12 \\sim C13: within 1.7A with sigma of
0.02 and sigma for terminal atoms of 0.04 within 1.7A
6. Rigid body (RIGU) restrains
 C101, C102, C103, C104, C105, C106, C107
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(H23A)=Sof(C24B)=Sof(H24B)=Sof(C25A)=Sof(H25A)=Sof(C26A)=Sof(H26A)=1-FVAR(1)
 Sof(H23)=Sof(C24A)=Sof(H24A)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=FVAR(1)
 Fixed Sof: C8(0.5) C9(0.5) H9(0.5) C10(0.5) H10(0.5) C11(0.5) H11(0.5)
 C12(0.5) H12(0.5) C13(0.5) H13(0.5) C2(0.5) C3(0.5) H3(0.5) C4(0.5) H4(0.5)
 C5(0.5) H5(0.5) C6(0.5) H6(0.5) C7(0.5) C101(0.5) H10A(0.5) H10B(0.5)
 H10C(0.5) C102(0.5) C103(0.5) H103(0.5) C104(0.5) H104(0.5) C105(0.5)
 H105(0.5) C106(0.5) H106(0.5) C107(0.5) H107(0.5)
8.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C23(H23A), C32(H32), C33(H33), C34(H34), C35(H35),
 C42(H42), C43(H43), C44(H44), C52(H52), C53(H53), C54(H54), C55(H55), C56(H56),
  C24A(H24A), C25(H25), C26(H26), C24B(H24B), C25A(H25A), C26A(H26A), C9(H9),
 C10(H10), C11(H11), C12(H12), C13(H13), C3(H3), C4(H4), C5(H5), C6(H6),
 C103(H103), C104(H104), C105(H105), C106(H106), C107(H107)
8.b Idealised Me refined as rotating group:
 C101(H10A,H10B,H10C)
;
_shelx_res_checksum              46152
_ins_header
;
TITL HB_1285_2_4_tetra_twin in P4(1)2(1)2 
REM P4(1)2(1)2 (#92 in standard setting)
CELL 1.54184  15.017267  15.017267  26.391080  90.0000  90.0000  90.0000
ZERR    5.00   0.000046   0.000046   0.000121   0.0000   0.0000   0.0000
LATT -1
SYMM -x,-y, z+1/2 
SYMM -y+1/2, x+1/2, z+1/4 
SYMM  y+1/2,-x+1/2, z+3/4 
SYMM -x+1/2, y+1/2,-z+1/4 
SYMM  x+1/2,-y+1/2,-z+3/4 
SYMM  y, x,-z 
SYMM -y,-x,-z+1/2 
SFAC C H P Cl Rh
UNIT 300.00 300.00 20.00 15.00 10.00
TREF
HKLF 4
END
;
_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 1.310
_oxdiff_exptl_absorpt_empirical_full_min 0.783