Sterically Encumbered Iridium Bis(N-heterocyclic carbene) Complexes: Air-Stable 14-Electron Cations and Facile Degenerate C–H Activation
Phillips, Nicholas; Rowles, Johnny; Kelly, Michael J.; Riddlestone, Ian; Rees, Nicholas H.; Dervisi, Athanasia; Fallis, Ian A.; Aldridge, Simon; Organometallics 31 (2012) 8075–; doi:10.1021/om301060h

data_4079744
_publ_section_title
;
 Sterically Encumbered Iridium Bis(N-heterocyclic carbene) Complexes:
 Air-Stable 14-Electron Cations and Facile Degenerate C--H Activation
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              8075
_journal_paper_doi               10.1021/om301060h
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C46 H60 Ir N4, C32 H12 B F24, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C78.5 H73 B Cl F24 Ir N4'
_chemical_formula_weight         1766.90
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             12-09-05
_audit_creation_method           CRYSTALS_ver_14.23
_cell_angle_alpha                100.9174(8)
_cell_angle_beta                 104.0419(7)
_cell_angle_gamma                94.8383(9)
_cell_formula_units_Z            2
_cell_length_a                   12.6230(2)
_cell_length_b                   16.3790(3)
_cell_length_c                   19.2977(3)
_cell_measurement_reflns_used    15437
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     3764.84(11)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.066
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            57468
_diffrn_reflns_theta_full        26.965
_diffrn_reflns_theta_max         27.516
_diffrn_reflns_theta_min         5.119
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.915
_exptl_absorpt_correction_T_max  0.71
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1774
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_refine_diff_density_max         4.19
_refine_diff_density_min         -3.41
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9607
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1196
_refine_ls_number_reflns         17157
_refine_ls_number_restraints     2748
_refine_ls_R_factor_all          0.0988
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.0219735
_refine_ls_shift/su_mean         0.0002919
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 2.86 2.11 0.383 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1289
_refine_ls_wR_factor_gt          0.0958
_refine_ls_wR_factor_ref         0.1289
_reflns_limit_h_max              15
_reflns_limit_h_min              -16
_reflns_limit_k_max              20
_reflns_limit_k_min              -21
_reflns_limit_l_max              25
_reflns_limit_l_min              0
_reflns_number_gt                12010
_reflns_number_total             17157
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.73
_oxford_diffrn_Wilson_scale      163.16
_oxford_refine_ls_r_factor_ref   0.0988
_oxford_refine_ls_scale          0.082992(11)
_oxford_reflns_number_all        17157
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 035jrnp11
_cod_data_source_file            om301060h_si_002.cif
_cod_data_source_block           2b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'Other' changed to 'other'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C78.50 H73 B1 Cl1 F24 Ir1 N4'
_cod_database_code               4079744
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
EQUIV PART(1001,OCC) PART(1002,OCC) 
WEIGHT -1 PART(1002,OCC) 
EQUIV PART(2001,OCC) PART(2002,OCC) 
WEIGHT -1 PART(2002,OCC) 
EQUIV PART(3001,OCC) PART(3002,OCC) 
WEIGHT -1 PART(3002,OCC) 
EQUIV PART(4001,OCC) PART(4002,OCC) 
WEIGHT -1 PART(4002,OCC) 
EQUIV PART(5001,OCC) PART(5002,OCC) 
WEIGHT -1 PART(5002,OCC) 
EQUIV PART(6001,OCC) PART(6002,OCC) 
WEIGHT -1 PART(6002,OCC) 
EQUIV PART(7001,OCC) PART(7002,OCC) 
WEIGHT -1 PART(7002,OCC) 
RIDE IR  (   1,X'S) H   (  11,X'S) 
RIDE C   (   2,X'S) H   (  21,X'S) H   (  22,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) H   ( 103,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) H   ( 153,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) H   ( 162,X'S) H   ( 163,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) H   ( 172,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) H   ( 182,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) H   ( 192,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) H   ( 202,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) H   ( 252,X'S) H   ( 253,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) H   ( 262,X'S) H   ( 263,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) H   ( 292,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) H   ( 302,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) H   ( 322,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) H   ( 362,X'S) H   ( 363,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) H   ( 412,X'S) H   ( 413,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) H   ( 423,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) H   ( 452,X'S) H   ( 453,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) H   ( 482,X'S) H   ( 483,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) H   ( 512,X'S) H   ( 513,X'S) 
RIDE C   (  57,X'S) H   ( 571,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE C   (  61,X'S) H   ( 611,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) 
RIDE C   (  68,X'S) H   ( 681,X'S) 
RIDE C   (  74,X'S) H   ( 741,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  78,X'S) H   ( 781,X'S) 
RIDE C   (  80,X'S) H   ( 801,X'S) 
RIDE C   (  82,X'S) H   ( 821,X'S) 
RIDE C   (  84,X'S) H   ( 841,X'S) 
RIDE C   ( 213,X'S) H   (2131,X'S) H   (2132,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
DIST 0,0.001 = MEAN 
CONT C(213) TO CL(223) C(213) TO CL(123) 
SIMU 0.01 CL(123) C(213) CL(223) AND 
CONT CL(123) C(213) CL(223) 
DELU 0.01 CL(123) C(213) CL(223) AND 
CONT CL(123) C(213) CL(223) 
SAME C(69) F(300) F(301) F(302) AND 
CONT C(69) F(301) F(302) F(300) AND 
CONT C(69) F(302) F(300) F(301) AND 
CONT C(69) F(303) F(304) F(305) AND 
CONT C(69) F(304) F(305) F(303) AND 
CONT C(69) F(305) F(303) F(304) 
SIMU 0.01 C(69) F(300) F(301) F(302) AND 
CONT C(69) F(301) F(302) F(300) AND 
CONT C(69) F(302) F(300) F(301) AND 
CONT C(69) F(303) F(304) F(305) AND 
CONT C(69) F(304) F(305) F(303) AND 
CONT C(69) F(305) F(303) F(304) 
DELU 0.01 C(69) F(300) F(301) F(302) AND 
CONT C(69) F(301) F(302) F(300) AND 
CONT C(69) F(302) F(300) F(301) AND 
CONT C(69) F(303) F(304) F(305) AND 
CONT C(69) F(304) F(305) F(303) AND 
CONT C(69) F(305) F(303) F(304) 
SAME C(52) F(400) F(401) F(402) AND 
CONT C(52) F(401) F(402) F(400) AND 
CONT C(52) F(402) F(400) F(401) AND 
CONT C(52) F(403) F(404) F(405) AND 
CONT C(52) F(404) F(405) F(403) AND 
CONT C(52) F(405) F(403) F(404) 
SIMU 0.01 C(52) F(400) F(401) F(402) AND 
CONT C(52) F(401) F(402) F(400) AND 
CONT C(52) F(402) F(400) F(401) AND 
CONT C(52) F(403) F(404) F(405) AND 
CONT C(52) F(404) F(405) F(403) AND 
CONT C(52) F(405) F(403) F(404) 
DELU 0.01 C(52) F(400) F(401) F(402) AND 
CONT C(52) F(401) F(402) F(400) AND 
CONT C(52) F(402) F(400) F(401) AND 
CONT C(52) F(403) F(404) F(405) AND 
CONT C(52) F(404) F(405) F(403) AND 
CONT C(52) F(405) F(403) F(404) 
SAME C(28) F(500) F(501) F(502) AND 
CONT C(28) F(501) F(502) F(500) AND 
CONT C(28) F(502) F(500) F(501) AND 
CONT C(28) F(503) F(504) F(505) AND 
CONT C(28) F(504) F(505) F(503) AND 
CONT C(28) F(505) F(503) F(504) 
SIMU 0.01 C(28) F(500) F(501) F(502) AND 
CONT C(28) F(501) F(502) F(500) AND 
CONT C(28) F(502) F(500) F(501) AND 
CONT C(28) F(503) F(504) F(505) AND 
CONT C(28) F(504) F(505) F(503) AND 
CONT C(28) F(505) F(503) F(504) 
DELU 0.01 C(28) F(500) F(501) F(502) AND 
CONT C(28) F(501) F(502) F(500) AND 
CONT C(28) F(502) F(500) F(501) AND 
CONT C(28) F(503) F(504) F(505) AND 
CONT C(28) F(504) F(505) F(503) AND 
CONT C(28) F(505) F(503) F(504) 
SAME C(72) F(600) F(601) F(602) AND 
CONT C(72) F(601) F(602) F(600) AND 
CONT C(72) F(602) F(600) F(601) AND 
CONT C(72) F(603) F(604) F(605) AND 
CONT C(72) F(604) F(605) F(603) AND 
CONT C(72) F(605) F(603) F(604) 
SIMU 0.01 C(72) F(600) F(601) F(602) AND 
CONT C(72) F(601) F(602) F(600) AND 
CONT C(72) F(602) F(600) F(601) AND 
CONT C(72) F(603) F(604) F(605) AND 
CONT C(72) F(604) F(605) F(603) AND 
CONT C(72) F(605) F(603) F(604) 
DELU 0.01 C(72) F(600) F(601) F(602) AND 
CONT C(72) F(601) F(602) F(600) AND 
CONT C(72) F(602) F(600) F(601) AND 
CONT C(72) F(603) F(604) F(605) AND 
CONT C(72) F(604) F(605) F(603) AND 
CONT C(72) F(605) F(603) F(604) 
SAME C(85) F(700) F(701) F(702) AND 
CONT C(85) F(701) F(702) F(700) AND 
CONT C(85) F(702) F(700) F(701) AND 
CONT C(85) F(703) F(704) F(705) AND 
CONT C(85) F(704) F(705) F(703) AND 
CONT C(85) F(705) F(703) F(704) 
SIMU 0.01 C(85) F(700) F(701) F(702) AND 
CONT C(85) F(701) F(702) F(700) AND 
CONT C(85) F(702) F(700) F(701) AND 
CONT C(85) F(703) F(704) F(705) AND 
CONT C(85) F(704) F(705) F(703) AND 
CONT C(85) F(705) F(703) F(704) 
DELU 0.01 C(85) F(700) F(701) F(702) AND 
CONT C(85) F(701) F(702) F(700) AND 
CONT C(85) F(702) F(700) F(701) AND 
CONT C(85) F(703) F(704) F(705) AND 
CONT C(85) F(704) F(705) F(703) AND 
CONT C(85) F(705) F(703) F(704) 
SAME C(33) F(800) F(801) F(802) AND 
CONT C(33) F(801) F(802) F(800) AND 
CONT C(33) F(802) F(800) F(801) AND 
CONT C(33) F(803) F(804) F(805) AND 
CONT C(33) F(804) F(805) F(803) AND 
CONT C(33) F(805) F(803) F(804) 
SIMU 0.01 C(33) F(800) F(801) F(802) AND 
CONT C(33) F(801) F(802) F(800) AND 
CONT C(33) F(802) F(800) F(801) AND 
CONT C(33) F(803) F(804) F(805) AND 
CONT C(33) F(804) F(805) F(803) AND 
CONT C(33) F(805) F(803) F(804) 
DELU 0.01 C(33) F(800) F(801) F(802) AND 
CONT C(33) F(801) F(802) F(800) AND 
CONT C(33) F(802) F(800) F(801) AND 
CONT C(33) F(803) F(804) F(805) AND 
CONT C(33) F(804) F(805) F(803) AND 
CONT C(33) F(805) F(803) F(804) 
SAME C(55) F(900) F(901) F(902) AND 
CONT C(55) F(901) F(902) F(900) AND 
CONT C(55) F(902) F(900) F(901) AND 
CONT C(55) F(903) F(904) F(905) AND 
CONT C(55) F(904) F(905) F(903) AND 
CONT C(55) F(905) F(903) F(904) 
SIMU 0.01 C(55) F(900) F(901) F(902) AND 
CONT C(55) F(901) F(902) F(900) AND 
CONT C(55) F(902) F(900) F(901) AND 
CONT C(55) F(903) F(904) F(905) AND 
CONT C(55) F(904) F(905) F(903) AND 
CONT C(55) F(905) F(903) F(904) 
DELU 0.01 C(55) F(900) F(901) F(902) AND 
CONT C(55) F(901) F(902) F(900) AND 
CONT C(55) F(902) F(900) F(901) AND 
CONT C(55) F(903) F(904) F(905) AND 
CONT C(55) F(904) F(905) F(903) AND 
CONT C(55) F(905) F(903) F(904) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
REM   SHIFTLIMIT   START (DO NOT REMOVE THIS LINE) 
LIMIT      0.01000000 U[ISO] 
LIMIT      0.01000000 X 
LIMIT      0.01000000 Y 
LIMIT      0.01000000 Z 
LIMIT      0.01000000 U[11] 
LIMIT      0.01000000 U[22] 
LIMIT      0.01000000 U[33] 
LIMIT      0.01000000 U[12] 
LIMIT      0.01000000 U[13] 
LIMIT      0.01000000 U[23] 
LIMIT      0.01000000 OCC 
REM   SHIFTLIMIT   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;