Extending N-heterocyclic carbene ligands into the third dimension: a new type of hybrid phosphazane/NHC system
Roth, Torsten; Vasilenko, Vladislav; Benson, Callum G. M.; Wadepohl, Hubert; Wright, Dominic S.; Gade, Lutz H.; Chem. Sci. 6 (2015) 2506–; doi:10.1039/C4SC03966A

data_1518728
_publ_section_title
;
 Extending N-heterocyclic carbene ligands into the third dimension: a new
 type of hybrid phosphazane/NHC system
;
_journal_issue                   4
_journal_name_full               'Chem. Sci.'
_journal_page_first              2506
_journal_paper_doi               10.1039/C4SC03966A
_journal_volume                  6
_journal_year                    2015
_chemical_formula_moiety         'C53 H56 Cl Ir N4 P2, 2(C7 H8)'
_chemical_formula_sum            'C67 H72 Cl Ir N4 P2'
_chemical_formula_weight         1222.87
_chemical_properties_physical    air-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_tro107
_audit_creation_date
;
'Tue Oct 14 17:56:38 2014'
;
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2014-12-19 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                91.4726(9)
_cell_angle_beta                 100.9553(9)
_cell_angle_gamma                90.9436(9)
_cell_formula_units_Z            2
_cell_length_a                   11.53121(12)
_cell_length_b                   15.09347(18)
_cell_length_c                   16.48026(17)
_cell_measurement_reflns_used    60653
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      31.2240
_cell_measurement_theta_min      3.6290
_cell_volume                     2814.45(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-14); encifer 1.4 (CCDC, 2011)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_details
;
  1 omega    7.00   84.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega    1.00   28.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   38.0000   60.0000 54

  3 omega   31.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
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  4 omega  -21.00    5.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -80.0000 -118.0899 52

  5 omega   29.00   59.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -80.0000 -118.0899 60

  6 omega   31.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   38.0000   60.0000 52

  7 omega  -37.00  -11.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  -57.5378 52

  8 omega   31.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  -57.5378 52

  9 omega  -39.00   15.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -38.0000    0.0000 108

 10 omega    4.00   40.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000  -60.0000 72

 11 omega   -1.00   27.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000  120.0000 56

 12 omega   -2.00   95.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000   30.0000 194

 13 omega  -43.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000   90.0000 200

 14 omega    3.00   67.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   38.0000    0.0000 128

 15 omega  -43.00   -7.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000    0.0000 72

 16 omega   21.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000    0.0000 72

 17 omega   -3.00   89.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000 -150.0000 184

 18 omega  -40.00   58.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -77.0000  -84.1682 196

 19 omega   33.00   59.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -79.0000   22.4713 52

 20 omega  -42.00   58.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -77.0000 -174.8655 200

 21 omega   30.00   58.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -77.0000  126.6988 56

 22 omega  -28.00    4.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -77.0000  126.6988 64

 23 omega  -42.00   48.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -57.0000  -30.0000 180

 24 omega  -44.00   58.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -79.0000  -78.1212 204

 25 omega    6.00   96.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   57.0000 -180.0000 180

 26 omega  -42.00   48.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -57.0000  120.0000 180

 27 omega    6.00   96.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   57.0000   90.0000 180

 28 omega   -3.00   97.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000    0.0000 200

 29 omega   -3.00   97.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000 -120.0000 200

 30 omega  -42.00   48.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -57.0000 -150.0000 180

 31 omega    1.00   99.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   38.0000    0.0000 196

 32 omega  -43.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000   60.0000 200

 33 omega   -3.00   97.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662   77.0000  120.0000 200

 34 omega  -43.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  150.0000 200

 35 omega  -46.00   52.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -38.0000   30.0000 196

 36 omega  -43.00   57.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000    0.0000 200

 37 omega  -43.00   59.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -79.0000   22.4713 204

 38 omega  -42.00   58.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -77.0000  -84.1682 200

 39 omega  -42.00   58.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -77.0000 -174.8655 200

 40 omega  -42.00   58.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       28.0000  -77.0000  126.6988 200

 41 omega  -43.00   46.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8662  -77.0000  -57.5378 178

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_UB_11      -0.0024180000
_diffrn_orient_matrix_UB_12      -0.0463981000
_diffrn_orient_matrix_UB_13      0.0055270000
_diffrn_orient_matrix_UB_21      -0.0494569000
_diffrn_orient_matrix_UB_22      0.0052599000
_diffrn_orient_matrix_UB_23      0.0193897000
_diffrn_orient_matrix_UB_31      -0.0384115000
_diffrn_orient_matrix_UB_32      -0.0055206000
_diffrn_orient_matrix_UB_33      -0.0389480000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            210789
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.879
_diffrn_reflns_theta_min         3.278
_diffrn_source                   'microfocus X-Ray tube'
_exptl_absorpt_coefficient_mu    2.522
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_description       plate
_exptl_crystal_F_000             1252
_exptl_crystal_size_max          0.1802
_exptl_crystal_size_mid          0.1270
_exptl_crystal_size_min          0.0255
_refine_diff_density_max         2.340
_refine_diff_density_min         -1.738
_refine_diff_density_rms         0.121
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     696
_refine_ls_number_reflns         19792
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0286P)^2^+2.9563P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0747
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18429
_reflns_number_total             19792
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4sc03966a2.cif
_cod_data_source_block           ga_tro107
_cod_depositor_comments
'Adding full bibliography for 1518727--1518731.cif.'
_cod_database_code               1518728
_audit_block_refno               2208
_audit_block_usercomment         'tr1475 yellow plate'
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C67 H72 Cl1 Ir1 N4 P2'
_chemical_oxdiff_usercomment     'tr1475 yellow plate'
_shelx_estimated_absorpt_t_max   0.787
_shelx_estimated_absorpt_t_min   0.787
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.a Ternary CH refined with riding coordinates:
 C2(H2), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C48(H48A,H48B), C49(H49A,H49B), C52(H52A,H52B), C53(H53A,H53B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23),
  C24(H24), C25(H25), C26(H26), C27(H27), C30(H30), C32(H32), C39(H39),
 C41(H41), C62(H62), C63(H63), C64(H64), C65(H65), C66(H66), C72(H72), C73(H73),
  C74(H74), C75(H75), C76(H76)
2.d Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C43(H43A,H43B,
 H43C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C67(H67A,H67B,H67C), C77(H77A,
 H77B,H77C)
;
_shelx_res_checksum              17098
_olex2_submission_special_instructions 'No special instructions were received'
_cell_oxdiff_length_a            11.53121(12)
_cell_oxdiff_length_b            15.09347(18)
_cell_oxdiff_length_c            16.48026(17)
_cell_oxdiff_angle_alpha         91.4726(9)
_cell_oxdiff_angle_beta          100.9553(9)
_cell_oxdiff_angle_gamma         90.9436(9)
_cell_oxdiff_volume              2814.45(5)
_cell_oxdiff_measurement_reflns_used 60653