Rhodium(I) and Iridium(I) Complexes of the Conformationally Rigid IBioxMe4 Ligand: Computational and Experimental Studies of Unusually Tilted NHC Coordination Geometries
Luy, Jan-Niclas; Hauser, Simone A.; Chaplin, Adrian B.; Tonner, Ralf; Organometallics 34 (2015) 5099–; doi:10.1021/acs.organomet.5b00692

data_4087903
_publ_section_title
;
 Rhodium(I) and Iridium(I) Complexes of the Conformationally Rigid
 IBioxMe4 Ligand: Computational and Experimental Studies of Unusually
 Tilted NHC Coordination Geometries
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              5099
_journal_paper_doi               10.1021/acs.organomet.5b00692
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C30 H46 Cl Ir N4 O4, C6 H6'
_chemical_formula_sum            'C36 H52 Cl Ir N4 O4'
_chemical_formula_weight         832.46
_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             2014-10-08
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                95.5851(12)
_cell_angle_beta                 101.3647(12)
_cell_angle_gamma                100.3529(12)
_cell_formula_units_Z            2
_cell_length_a                   9.59136(13)
_cell_length_b                   11.07078(16)
_cell_length_c                   17.1694(3)
_cell_measurement_reflns_used    42854
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.2520
_cell_measurement_theta_min      3.1810
_cell_volume                     1741.53(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_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   23.00   96.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593   77.0000   90.0000 73

  2 omega   36.00  112.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593  178.0000    0.0000 76

  3 omega   -9.00   69.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593   77.0000   30.0000 78

  4 omega   74.00  100.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593   77.0000   30.0000 26

  5 omega  -31.00   -3.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.0968  -77.0000  150.0000 28

  6 omega  -91.00  -42.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.0968  141.0000   70.0000 49

  7 omega -111.00   24.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.0968    0.0000  -90.0000 135

  8 omega   -6.00   97.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593   57.0000  -60.0000 103

  9 omega  -53.00   50.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593  -38.0000    0.0000 103

 10 omega   35.00  113.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593  178.0000  -90.0000 78

 11 omega   -6.00   97.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593   57.0000 -180.0000 103

 12 omega  -25.00   65.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593  -99.0000  -30.0000 90

 13 omega -114.00  -57.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.0968 -178.0000  -30.0000 57

 14 omega   35.00   60.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593  178.0000 -150.0000 25

 15 omega   -3.00   99.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       23.1593   38.0000   60.0000 102
;
_diffrn_measurement_device_type  'Oxford Diffraction: Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0032084000
_diffrn_orient_matrix_UB_12      0.0368108000
_diffrn_orient_matrix_UB_13      -0.0314319000
_diffrn_orient_matrix_UB_21      -0.0236392000
_diffrn_orient_matrix_UB_22      -0.0542545000
_diffrn_orient_matrix_UB_23      -0.0286031000
_diffrn_orient_matrix_UB_31      -0.0732624000
_diffrn_orient_matrix_UB_32      0.0050221000
_diffrn_orient_matrix_UB_33      -0.0019517000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            44403
_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         2.915
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.954
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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    1.587
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             844
_exptl_crystal_recrystallization_method
'Crystals grown from C6H6-heptane at 293 K'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.795
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         7668
_refine_ls_number_restraints     44
_refine_ls_restrained_S_all      1.142
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0162
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0157P)^2^+1.1577P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0393
_refine_ls_wR_factor_ref         0.0397
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7443
_reflns_number_total             7668
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om5b00692_si_003.cif
_cod_data_source_block           0059abc14
_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        1741.53(4)
_cod_database_code               4087903
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O33-C32A \\sim O33-C32
 with sigma of 0.01
 C32A-C31 \\sim C32-C31
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O33 \\sim C32A \\sim C32 \\sim C31: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C32A) \\sim Ueq, Uanis(C32) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C32A) = Uanis(C32)
4. Others
 Sof(C32A)=Sof(H32C)=Sof(H32D)=1-FVAR(1)
 Sof(C32)=Sof(H32A)=Sof(H32B)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4)
5.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,
 H10B), C17(H17A,H17B), C20(H20A,H20B), C32(H32A,H32B), C32A(H32C,H32D),
 C35(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(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C40(H40A,H40B,H40C), C41(H41A,
 H41B,H41C)
;
_olex2_submission_special_instructions 'No special instructions were received'