Rhodium(I) Complexes of the Conformationally Rigid IBioxMe4 Ligand: Preparation of Mono-, Bis-, and Tris-ligated NHC Complexes
Chaplin, Adrian B.; Organometallics 33 (2014) 3069–; doi:10.1021/om500332n

data_4089657
_publ_section_title
;
 Rhodium(I) Complexes of the Conformationally Rigid IBioxMe4 Ligand:
 Preparation of Mono-, Bis-, and Tris-ligated NHC Complexes
;
_journal_issue                   12
_journal_name_full               Organometallics
_journal_page_first              3069
_journal_paper_doi               10.1021/om500332n
_journal_volume                  33
_journal_year                    2014
_chemical_formula_moiety         'C30 H46 Cl N4 O4 Rh, 0.5(C6 H6)'
_chemical_formula_sum            'C33 H49 Cl N4 O4 Rh'
_chemical_formula_weight         704.12
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-10-23
_audit_creation_method
;
  Olex2 1.2
  (compiled 2013.04.11 svn.r2669, GUI svn.r4456)
;
_cell_angle_alpha                70.9975(15)
_cell_angle_beta                 79.9080(14)
_cell_angle_gamma                84.7055(13)
_cell_formula_units_Z            4
_cell_length_a                   10.60751(16)
_cell_length_b                   16.4200(3)
_cell_length_c                   20.2981(4)
_cell_measurement_reflns_used    33629
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.8989
_cell_measurement_theta_min      2.8281
_cell_volume                     3288.69(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics
;
Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst (1997), 30, 565.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.2833
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -54.00   46.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4718  -57.0000 -120.0000 100

  2 omega   -8.00   58.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4718   57.0000  120.0000 66

  3 omega    8.00   93.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4718   38.0000   30.0000 85

  4 omega   44.00   95.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4718   77.0000  120.0000 51

  5 omega  -15.00   15.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.4093  -99.0000 -180.0000 30

  6 omega -107.00  -58.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.4093 -178.0000   60.0000 49

  7 omega  -63.00  -36.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.4093   19.0000   60.0000 27

  8 omega  -22.00    4.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.4093  -99.0000  -30.0000 26

  9 omega  -12.00   91.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4718   57.0000  -90.0000 103

 10 omega  -58.00   44.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4718  -38.0000  120.0000 102

 11 omega  -25.00   33.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4718  -99.0000    0.0000 58
;
_diffrn_measurement_device_type  'Oxford Diffraction: Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0362556000
_diffrn_orient_matrix_UB_12      0.0395649000
_diffrn_orient_matrix_UB_13      -0.0068016000
_diffrn_orient_matrix_UB_21      0.0134579000
_diffrn_orient_matrix_UB_22      0.0058127000
_diffrn_orient_matrix_UB_23      -0.0366906000
_diffrn_orient_matrix_UB_31      -0.0558924000
_diffrn_orient_matrix_UB_32      -0.0221614000
_diffrn_orient_matrix_UB_33      0.0025920000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            65055
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        29.575
_diffrn_reflns_theta_max         29.575
_diffrn_reflns_theta_min         3.007
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
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    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1476
_exptl_crystal_recrystallization_method
'Crystals grown from Benzene-Heptane at 293 K'
_exptl_crystal_size_max          0.3500
_exptl_crystal_size_mid          0.2800
_exptl_crystal_size_min          0.0600
_refine_diff_density_max         1.010
_refine_diff_density_min         -0.757
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     828
_refine_ls_number_reflns         18427
_refine_ls_number_restraints     157
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0335
_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^)+(0.0350P)^2^+2.3834P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0826
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15882
_reflns_number_total             18427
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om500332n_si_002.cif
_cod_data_source_block           2
_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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        3288.69(10)
_cod_database_code               4089657
_shelxl_version_number           2013-4
_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
2. Restrained distances
 C7B-C8B \\sim C8A-C7A
 with sigma of 0.01
 C7B-C6B \\sim C7A-C6A \\sim C8A-C9A \\sim C8B-C9B
 with sigma of 0.01
 C6A-C5A \\sim C6B-C5A \\sim C9B-C10A \\sim C9A-C10A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C6A \\sim C6B \\sim C7B \\sim C7A \\sim C8A \\sim C8B \\sim C9A \\sim C9B:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C7B) \\sim Ueq, Uanis(C7A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C8B)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C6A) \\sim Ueq, Uanis(C6B) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C9B)
\\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Others
 Sof(H5AC)=Sof(H5AD)=Sof(C6B)=Sof(H6BA)=Sof(H6BB)=Sof(C7B)=Sof(H7BA)=Sof(H7BB)=
 Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(H10C)=Sof(H10D)=
 1-FVAR(1)
 Sof(H5AA)=Sof(H5AB)=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(H10A)=Sof(H10B)=
 FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C3A(H3A), C4A(H4A)
5.b Secondary CH2 refined with riding coordinates:
 C1O(H1OA,H1OB), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C10(H10E,
 H10F), C17(H17C,H17D), C20(H20C,H20D), C32(H32C,H32D), C35(H35C,H35D),
 C5A(H5AA,H5AB), C5A(H5AC,H5AD), C6A(H6AA,H6AB), C6B(H6BA,H6BB), C7A(H7AA,H7AB),
  C7B(H7BA,H7BB), C8A(H8AA,H8AB), C8B(H8BA,H8BB), C9A(H9AA,H9AB), C9B(H9BA,
 H9BB), C10A(H10A,H10B), C10A(H10C,H10D), C17A(H17A,H17B), C20A(H20A,H20B),
 C32A(H32A,H32B), C35A(H35A,H35B)
5.c Aromatic/amide H refined with riding coordinates:
 C800(H800), C801(H801), C802(H802), C803(H803), C804(H804), C805(H805)
5.d Idealised Me refined as rotating group:
 C22(H22D,H22E,H22F), C23(H23D,H23E,H23F), C24(H24D,H24E,H24F), C25(H25D,H25E,
 H25F), C37(H37D,H37E,H37F), C38(H38D,H38E,H38F), C39(H39D,H39E,H39F), C40(H40D,
 H40E,H40F), C22A(H22A,H22B,H22C), C23A(H23A,H23B,H23C), C24A(H24A,H24B,H24C),
 C25A(H25A,H25B,H25C), C37A(H37A,H37B,H37C), C38A(H38A,H38B,H38C), C39A(H39A,
 H39B,H39C), C40A(H40A,H40B,H40C)
;