#------------------------------------------------------------------------------
#$Date: 2021-06-10 04:30:42 +0300 (Thu, 10 Jun 2021) $
#$Revision: 266340 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/32/1563275.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1563275
loop_
_publ_author_name
'Yan, Zhi-Bo'
'Peng, Meng'
'Chen, Qi-Long'
'Lu, Ka'
'Tu, Yong Qiang'
'Dai, Kun Long'
'Zhang, Fu-Min'
'Zhang, Xiao-Ming'
_publ_section_title
;
 An Effective and Versatile Strategy for the Synthesis of Structurally
 Diverse Heteroarylsilanes via Ir(III)-Catalyzed C−H Silylation
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC02344F
_journal_year                    2021
_chemical_formula_moiety         'C34 H33 Cl Ir N3'
_chemical_formula_sum            'C34 H33 Cl Ir N3'
_chemical_formula_weight         711.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-12-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-01-08 deposited with the CCDC.	2021-06-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.7731(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.6492(2)
_cell_length_b                   11.05361(16)
_cell_length_c                   16.4956(2)
_cell_measurement_reflns_used    5812
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      69.8560
_cell_measurement_theta_min      9.0630
_cell_volume                     2782.80(7)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     26.00 110.00   1.00    1.00    --   54.00-125.00 120.00   84
  2  ω     38.00 104.00   1.00    2.00    --  108.00 -50.00  60.00   66
  3  ω     99.00 125.00   1.00    2.00    --  108.00 -38.00 -60.00   26
  4  ω     72.00 103.00   1.00    1.00    --   54.00  57.00  30.00   31
  5  ω     37.00  69.00   1.00    1.00    --    0.00  57.00  30.00   32
  6  ω     25.00 123.00   1.00    1.00    --   54.00  77.00-120.00   98
  7  ω     86.00 174.00   1.00    2.00    --  108.00  63.00-150.00   88
  8  ω     55.00  80.00   1.00    2.00    --  108.00 -38.00 -60.00   25
  9  ω     44.00 137.00   1.00    2.00    --  108.00 -77.00-120.00   93
 10  ω     42.00 125.00   1.00    2.00    --  108.00 -38.00-180.00   83
 11  ω     28.00  71.00   1.00    1.00    --   54.00  38.00-120.00   43
 12  ω     -5.00  30.00   1.00    1.00    --    0.00  57.00-180.00   35
 13  ω     37.00 145.00   1.00    2.00    --  108.00 -91.00  90.00  108
 14  ω      8.00  70.00   1.00    1.00    --   54.00 -99.00 -60.00   62
 15  ω    -20.00  29.00   1.00    1.00    --    0.00  57.00  30.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0497177000
_diffrn_orient_matrix_UB_12      -0.0750366000
_diffrn_orient_matrix_UB_13      -0.0533638000
_diffrn_orient_matrix_UB_21      0.0690319000
_diffrn_orient_matrix_UB_22      0.1011559000
_diffrn_orient_matrix_UB_23      0.0071820000
_diffrn_orient_matrix_UB_31      0.0542847000
_diffrn_orient_matrix_UB_32      -0.0597440000
_diffrn_orient_matrix_UB_33      0.0792118000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0184
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10206
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.589
_diffrn_reflns_theta_max         66.589
_diffrn_reflns_theta_min         3.524
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.383
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_description       needle
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4916
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0188
_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/[σ²(Fo²)+(0.0270P)²+0.1273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0470
_refine_ls_wR_factor_ref         0.0480
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4653
_reflns_number_total             4916
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc02344f2.cif
_cod_data_source_block           yanzhb_1105_3
_cod_database_code               1563275
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.903
_shelx_estimated_absorpt_t_min   0.530
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H15(0.021) H7(0.021) H14A(0.029) H14B(0.029) H13A(0.033)
 H13B(0.033) H12A(0.026) H12B(0.026) H10A(0.032) H10B(0.032) H9A(0.045)
 H9B(0.045) H8A(0.031) H8B(0.031) H2(0.023) H3(0.028) H4(0.028) H5(0.026)
 H18(0.027) H19(0.036) H20(0.035) H21(0.029) H22(0.025) H24(0.024) H25(0.026)
 H26(0.026) H30(0.03) H31(0.034) H32(0.032) H33(0.027) H34A(0.053) H34B(0.053)
 H34C(0.053)
 Fixed X: H15(-0.147657) H7(-0.0185) H14A(-0.280893) H14B(-0.289747) H13A(-
 0.260739) H13B(-0.321425) H12A(-0.155862) H12B(-0.211054) H10A(-0.148933)
 H10B(-0.193152) H9A(-0.069905) H9B(-0.037095) H8A(0.064329) H8B(0.020818)
 H2(0.199056) H3(0.293831) H4(0.256865) H5(0.123712) H18(-0.163683) H19(-
 0.203775) H20(-0.219218) H21(-0.193614) H22(-0.14675) H24(-0.114389) H25(-
 0.155968) H26(-0.094173) H30(0.081706) H31(0.168018) H32(0.194002)
 H33(0.129495) H34A(0.000093) H34B(0.080004) H34C(-0.004114)
 Fixed Y: H15(0.668043) H7(0.815587) H14A(0.566638) H14B(0.707139)
 H13A(0.591289) H13B(0.704294) H12A(0.719974) H12B(0.831473) H10A(0.947102)
 H10B(0.876356) H9A(0.878939) H9B(0.97948) H8A(0.849455) H8B(0.743047)
 H2(0.393433) H3(0.548242) H4(0.747246) H5(0.79311) H18(0.352559) H19(0.160307)
 H20(0.123012) H21(0.275793) H22(0.464202) H24(0.530909) H25(0.526703)
 H26(0.389459) H30(0.08388) H31(-0.045211) H32(-0.001484) H33(0.16667)
 H34A(0.245711) H34B(0.217634) H34C(0.136436)
 Fixed Z: H15(0.033339) H7(0.230386) H14A(0.064504) H14B(0.047297)
 H13A(0.204414) H13B(0.175559) H12A(0.26342) H12B(0.221409) H10A(0.134355)
 H10B(0.052931) H9A(0.005651) H9B(0.07312) H8A(0.136421) H8B(0.077902)
 H2(0.353601) H3(0.40781) H4(0.375675) H5(0.286383) H18(0.200819) H19(0.147509)
 H20(0.00678) H21(-0.079861) H22(-0.0275) H24(0.315542) H25(0.441547)
 H26(0.541896) H30(0.463159) H31(0.40531) H32(0.275028) H33(0.205544)
 H34A(0.596985) H34B(0.557075) H34C(0.535647)
;
_olex2_date_sample_data_collection 2020-11-05
_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 1.576
_oxdiff_exptl_absorpt_empirical_full_min 0.689
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.01258(2) 0.38335(2) 0.23088(2) 0.01221(5) Uani 1 1 d . . . . .
Cl1 Cl 0.06578(4) 0.34744(6) 0.10511(4) 0.02503(14) Uani 1 1 d . . . . .
N1 N -0.11683(13) 0.5412(2) 0.12605(12) 0.0153(4) Uani 1 1 d . . . . .
N2 N -0.00080(14) 0.6395(2) 0.21299(14) 0.0155(4) Uani 1 1 d . . . . .
N3 N 0.06995(14) 0.22607(19) 0.29080(13) 0.0163(4) Uani 1 1 d . . . . .
C1 C -0.04198(15) 0.5355(2) 0.18473(14) 0.0125(5) Uani 1 1 d . . . . .
C2 C -0.15973(16) 0.6535(2) 0.08833(15) 0.0172(5) Uani 1 1 d . . . . .
H15 H -0.147657 0.668043 0.033339 0.021 Uiso 1 1 calc R U . . .
C3 C -0.13039(17) 0.7611(2) 0.14715(15) 0.0186(5) Uani 1 1 d . . . . .
C4 C -0.03165(17) 0.7592(2) 0.18345(16) 0.0178(5) Uani 1 1 d . . . . .
H7 H -0.018500 0.815587 0.230386 0.021 Uiso 1 1 calc R U . . .
C5 C -0.25818(17) 0.6456(3) 0.08399(17) 0.0244(6) Uani 1 1 d . . . . .
H14A H -0.280893 0.566638 0.064504 0.029 Uiso 1 1 calc R U . . .
H14B H -0.289747 0.707139 0.047297 0.029 Uiso 1 1 calc R U . . .
C6 C -0.26573(18) 0.6670(3) 0.17396(18) 0.0279(6) Uani 1 1 d . . . . .
H13A H -0.260739 0.591289 0.204414 0.033 Uiso 1 1 calc R U . . .
H13B H -0.321425 0.704294 0.175559 0.033 Uiso 1 1 calc R U . . .
C7 C -0.18909(17) 0.7522(2) 0.21120(16) 0.0218(6) Uani 1 1 d . . . . .
H12A H -0.155862 0.719974 0.263420 0.026 Uiso 1 1 calc R U . . .
H12B H -0.211054 0.831473 0.221409 0.026 Uiso 1 1 calc R U . . .
C8 C -0.1419(2) 0.8802(2) 0.09836(19) 0.0270(6) Uani 1 1 d . . . . .
H10A H -0.148933 0.947102 0.134355 0.032 Uiso 1 1 calc R U . . .
H10B H -0.193152 0.876356 0.052931 0.032 Uiso 1 1 calc R U . . .
C9 C -0.0582(2) 0.8969(3) 0.0646(2) 0.0377(8) Uani 1 1 d . . . . .
H9A H -0.069905 0.878939 0.005651 0.045 Uiso 1 1 calc R U . . .
H9B H -0.037095 0.979480 0.073120 0.045 Uiso 1 1 calc R U . . .
C10 C 0.00959(18) 0.8083(3) 0.11349(18) 0.0261(6) Uani 1 1 d . . . . .
H8A H 0.064329 0.849455 0.136421 0.031 Uiso 1 1 calc R U . . .
H8B H 0.020818 0.743047 0.077902 0.031 Uiso 1 1 calc R U . . .
C11 C 0.08163(17) 0.6206(2) 0.26816(16) 0.0154(5) Uani 1 1 d . . . . .
C12 C 0.10274(16) 0.4983(2) 0.28646(15) 0.0147(5) Uani 1 1 d . . . . .
C13 C 0.18334(16) 0.4732(3) 0.33981(16) 0.0195(5) Uani 1 1 d . . . . .
H2 H 0.199056 0.393433 0.353601 0.023 Uiso 1 1 calc R U . . .
C14 C 0.24032(17) 0.5664(3) 0.37253(16) 0.0229(6) Uani 1 1 d . . . . .
H3 H 0.293831 0.548242 0.407810 0.028 Uiso 1 1 calc R U . . .
C15 C 0.21841(17) 0.6856(3) 0.35326(17) 0.0234(6) Uani 1 1 d . . . . .
H4 H 0.256865 0.747246 0.375675 0.028 Uiso 1 1 calc R U . . .
C16 C 0.13862(18) 0.7131(3) 0.30020(16) 0.0216(6) Uani 1 1 d . . . . .
H5 H 0.123712 0.793110 0.286383 0.026 Uiso 1 1 calc R U . . .
C17 C -0.14973(15) 0.4259(2) 0.09165(15) 0.0153(5) Uani 1 1 d . . . . .
C18 C -0.16808(17) 0.3363(3) 0.14473(16) 0.0221(6) Uani 1 1 d . . . . .
H18 H -0.163683 0.352559 0.200819 0.027 Uiso 1 1 calc R U . . .
C19 C -0.1932(2) 0.2217(3) 0.11246(18) 0.0301(7) Uani 1 1 d . . . . .
H19 H -0.203775 0.160307 0.147509 0.036 Uiso 1 1 calc R U . . .
C20 C -0.20228(19) 0.1992(3) 0.02835(19) 0.0289(6) Uani 1 1 d . . . . .
H20 H -0.219218 0.123012 0.006780 0.035 Uiso 1 1 calc R U . . .
C21 C -0.18606(18) 0.2906(3) -0.02322(17) 0.0244(6) Uani 1 1 d . . . . .
H21 H -0.193614 0.275793 -0.079861 0.029 Uiso 1 1 calc R U . . .
C22 C -0.15880(17) 0.4039(3) 0.00765(16) 0.0207(5) Uani 1 1 d . . . . .
H22 H -0.146750 0.464202 -0.027500 0.025 Uiso 1 1 calc R U . . .
C23 C -0.03303(16) 0.3869(2) 0.33595(15) 0.0149(5) Uani 1 1 d . . . . .
C24 C -0.09128(16) 0.4722(2) 0.35464(16) 0.0199(5) Uani 1 1 d . . . . .
H24 H -0.114389 0.530909 0.315542 0.024 Uiso 1 1 calc R U . . .
C25 C -0.11537(17) 0.4709(3) 0.43079(17) 0.0221(6) Uani 1 1 d . . . . .
H25 H -0.155968 0.526703 0.441547 0.026 Uiso 1 1 calc R U . . .
C26 C -0.07921(18) 0.3872(2) 0.49040(17) 0.0218(6) Uani 1 1 d . . . . .
H26 H -0.094173 0.389459 0.541896 0.026 Uiso 1 1 calc R U . . .
C27 C -0.02093(17) 0.2994(2) 0.47558(16) 0.0195(5) Uani 1 1 d . . . . .
C28 C 0.00051(16) 0.2966(2) 0.39674(15) 0.0154(5) Uani 1 1 d . . . . .
C29 C 0.05614(16) 0.2048(2) 0.36872(15) 0.0168(5) Uani 1 1 d . . . . .
C30 C 0.0923(2) 0.1010(2) 0.41107(18) 0.0249(6) Uani 1 1 d . . . . .
H30 H 0.081706 0.083880 0.463159 0.030 Uiso 1 1 calc R U . . .
C31 C 0.1438(2) 0.0234(3) 0.37653(18) 0.0282(6) Uani 1 1 d . . . . .
H31 H 0.168018 -0.045211 0.405310 0.034 Uiso 1 1 calc R U . . .
C32 C 0.15877(19) 0.0487(3) 0.29906(18) 0.0264(6) Uani 1 1 d . . . . .
H32 H 0.194002 -0.001484 0.275028 0.032 Uiso 1 1 calc R U . . .
C33 C 0.12025(19) 0.1500(3) 0.25821(17) 0.0224(6) Uani 1 1 d . . . . .
H33 H 0.129495 0.166670 0.205544 0.027 Uiso 1 1 calc R U . . .
C34 C 0.0173(2) 0.2173(3) 0.54793(17) 0.0351(7) Uani 1 1 d . . . . .
H34A H 0.000093 0.245711 0.596985 0.053 Uiso 1 1 calc R U . . .
H34B H 0.080004 0.217634 0.557075 0.053 Uiso 1 1 calc R U . . .
H34C H -0.004114 0.136436 0.535647 0.053 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Ir1 Cl1 94.30(6) . . ?
C1 Ir1 Cl1 90.60(7) . . ?
C1 Ir1 N3 174.87(8) . . ?
C1 Ir1 C12 80.41(10) . . ?
C1 Ir1 C23 96.36(10) . . ?
C12 Ir1 Cl1 99.05(7) . . ?
C12 Ir1 N3 97.30(9) . . ?
C12 Ir1 C23 86.61(10) . . ?
C23 Ir1 Cl1 171.70(7) . . ?
C23 Ir1 N3 78.88(9) . . ?
C1 N1 C2 125.7(2) . . ?
C1 N1 C17 114.8(2) . . ?
C17 N1 C2 119.1(2) . . ?
C1 N2 C4 124.1(2) . . ?
C1 N2 C11 113.1(2) . . ?
C11 N2 C4 122.4(2) . . ?
C29 N3 Ir1 116.36(17) . . ?
C33 N3 Ir1 123.85(17) . . ?
C33 N3 C29 119.8(2) . . ?
N1 C1 Ir1 123.66(18) . . ?
N1 C1 N2 118.8(2) . . ?
N2 C1 Ir1 117.55(17) . . ?
N1 C2 H15 111.4 . . ?
N1 C2 C3 109.8(2) . . ?
N1 C2 C5 109.3(2) . . ?
C3 C2 H15 111.4 . . ?
C5 C2 H15 111.4 . . ?
C5 C2 C3 103.3(2) . . ?
C2 C3 C7 104.0(2) . . ?
C4 C3 C2 111.7(2) . . ?
C4 C3 C7 115.6(2) . . ?
C4 C3 C8 102.1(2) . . ?
C8 C3 C2 110.4(2) . . ?
C8 C3 C7 113.3(2) . . ?
N2 C4 C3 112.1(2) . . ?
N2 C4 H7 108.5 . . ?
N2 C4 C10 114.1(2) . . ?
C3 C4 H7 108.5 . . ?
C3 C4 C10 104.8(2) . . ?
C10 C4 H7 108.5 . . ?
C2 C5 H14A 111.0 . . ?
C2 C5 H14B 111.0 . . ?
C2 C5 C6 103.8(2) . . ?
H14A C5 H14B 109.0 . . ?
C6 C5 H14A 111.0 . . ?
C6 C5 H14B 111.0 . . ?
C5 C6 H13A 110.7 . . ?
C5 C6 H13B 110.7 . . ?
C5 C6 C7 105.1(2) . . ?
H13A C6 H13B 108.8 . . ?
C7 C6 H13A 110.7 . . ?
C7 C6 H13B 110.7 . . ?
C3 C7 H12A 110.3 . . ?
C3 C7 H12B 110.3 . . ?
C6 C7 C3 107.1(2) . . ?
C6 C7 H12A 110.3 . . ?
C6 C7 H12B 110.3 . . ?
H12A C7 H12B 108.6 . . ?
C3 C8 H10A 110.5 . . ?
C3 C8 H10B 110.5 . . ?
C3 C8 C9 106.4(2) . . ?
H10A C8 H10B 108.6 . . ?
C9 C8 H10A 110.5 . . ?
C9 C8 H10B 110.5 . . ?
C8 C9 H9A 110.5 . . ?
C8 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 C8 106.1(2) . . ?
C10 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C4 C10 H8A 110.7 . . ?
C4 C10 H8B 110.7 . . ?
C9 C10 C4 105.2(2) . . ?
C9 C10 H8A 110.7 . . ?
C9 C10 H8B 110.7 . . ?
H8A C10 H8B 108.8 . . ?
C12 C11 N2 114.5(2) . . ?
C16 C11 N2 123.6(2) . . ?
C16 C11 C12 121.8(2) . . ?
C11 C12 Ir1 114.19(18) . . ?
C13 C12 Ir1 128.3(2) . . ?
C13 C12 C11 117.5(2) . . ?
C12 C13 H2 119.7 . . ?
C14 C13 C12 120.6(3) . . ?
C14 C13 H2 119.7 . . ?
C13 C14 H3 119.6 . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H3 119.6 . . ?
C14 C15 H4 120.1 . . ?
C14 C15 C16 119.8(3) . . ?
C16 C15 H4 120.1 . . ?
C11 C16 C15 119.5(3) . . ?
C11 C16 H5 120.3 . . ?
C15 C16 H5 120.3 . . ?
C18 C17 N1 119.1(2) . . ?
C22 C17 N1 119.9(2) . . ?
C22 C17 C18 121.0(2) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 C17 119.0(3) . . ?
C19 C18 H18 120.5 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(3) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.6(3) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.3(3) . . ?
C22 C21 H21 119.4 . . ?
C17 C22 H22 120.5 . . ?
C21 C22 C17 118.9(3) . . ?
C21 C22 H22 120.5 . . ?
C24 C23 Ir1 125.24(19) . . ?
C24 C23 C28 118.3(2) . . ?
C28 C23 Ir1 116.42(18) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 121.0(2) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.1(3) . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 119.1 . . ?
C25 C26 C27 121.7(2) . . ?
C27 C26 H26 119.1 . . ?
C26 C27 C28 118.4(2) . . ?
C26 C27 C34 116.1(2) . . ?
C28 C27 C34 125.5(2) . . ?
C23 C28 C29 114.2(2) . . ?
C27 C28 C23 120.4(2) . . ?
C27 C28 C29 125.4(2) . . ?
N3 C29 C28 113.7(2) . . ?
N3 C29 C30 118.7(2) . . ?
C30 C29 C28 127.6(2) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.8(3) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 120.3 . . ?
C32 C31 C30 119.4(3) . . ?
C32 C31 H31 120.3 . . ?
C31 C32 H32 120.9 . . ?
C33 C32 C31 118.2(3) . . ?
C33 C32 H32 120.9 . . ?
N3 C33 C32 123.1(2) . . ?
N3 C33 H33 118.5 . . ?
C32 C33 H33 118.5 . . ?
C27 C34 H34A 109.5 . . ?
C27 C34 H34B 109.5 . . ?
C27 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 Cl1 2.4329(6) . ?
Ir1 N3 2.101(2) . ?
Ir1 C1 1.962(2) . ?
Ir1 C12 1.968(2) . ?
Ir1 C23 2.015(2) . ?
N1 C1 1.346(3) . ?
N1 C2 1.481(3) . ?
N1 C17 1.442(3) . ?
N2 C1 1.350(3) . ?
N2 C4 1.455(3) . ?
N2 C11 1.420(3) . ?
N3 C29 1.370(3) . ?
N3 C33 1.342(3) . ?
C2 H15 0.9800 . ?
C3 C2 1.540(4) . ?
C3 C7 1.549(3) . ?
C4 C3 1.529(3) . ?
C4 H7 0.9800 . ?
C4 C10 1.540(3) . ?
C5 C2 1.529(4) . ?
C5 H14A 0.9700 . ?
C5 H14B 0.9700 . ?
C6 C5 1.533(4) . ?
C6 H13A 0.9700 . ?
C6 H13B 0.9700 . ?
C7 C6 1.542(4) . ?
C7 H12A 0.9700 . ?
C7 H12B 0.9700 . ?
C8 C3 1.532(3) . ?
C8 H10A 0.9700 . ?
C8 H10B 0.9700 . ?
C9 C8 1.543(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C9 1.536(4) . ?
C10 H8A 0.9700 . ?
C10 H8B 0.9700 . ?
C12 C11 1.409(3) . ?
C12 C13 1.397(3) . ?
C13 H2 0.9300 . ?
C13 C14 1.391(4) . ?
C14 H3 0.9300 . ?
C14 C15 1.380(4) . ?
C15 H4 0.9300 . ?
C15 C16 1.391(4) . ?
C16 C11 1.383(4) . ?
C16 H5 0.9300 . ?
C17 C18 1.394(4) . ?
C17 C22 1.383(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.396(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.385(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.380(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.383(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.393(4) . ?
C23 C28 1.430(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.389(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.390(4) . ?
C27 C28 1.413(3) . ?
C27 C34 1.513(4) . ?
C28 C29 1.476(3) . ?
C29 C30 1.396(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.382(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.378(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.376(4) . ?
C33 H33 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N3 C29 C28 1.3(3) . . . . ?
Ir1 N3 C29 C30 179.6(2) . . . . ?
Ir1 N3 C33 C32 178.7(2) . . . . ?
Ir1 C12 C11 N2 0.0(3) . . . . ?
Ir1 C12 C11 C16 -178.3(2) . . . . ?
Ir1 C12 C13 C14 178.71(19) . . . . ?
Ir1 C23 C24 C25 -176.5(2) . . . . ?
Ir1 C23 C28 C27 173.66(18) . . . . ?
Ir1 C23 C28 C29 -7.0(3) . . . . ?
N1 C17 C18 C19 -174.9(2) . . . . ?
N1 C17 C22 C21 176.6(2) . . . . ?
N2 C4 C3 C2 -45.8(3) . . . . ?
N2 C4 C3 C7 72.9(3) . . . . ?
N2 C4 C3 C8 -163.8(2) . . . . ?
N2 C4 C10 C9 153.6(2) . . . . ?
N3 C29 C30 C31 2.3(4) . . . . ?
C1 N1 C2 C3 -22.7(3) . . . . ?
C1 N1 C2 C5 -135.4(2) . . . . ?
C1 N1 C17 C18 57.9(3) . . . . ?
C1 N1 C17 C22 -119.2(3) . . . . ?
C1 N2 C4 C3 24.5(3) . . . . ?
C1 N2 C4 C10 -94.5(3) . . . . ?
C1 N2 C11 C12 -3.2(3) . . . . ?
C1 N2 C11 C16 175.0(2) . . . . ?
C2 N1 C1 Ir1 -178.93(17) . . . . ?
C2 N1 C1 N2 0.0(3) . . . . ?
C2 N1 C17 C18 -129.6(2) . . . . ?
C2 N1 C17 C22 53.4(3) . . . . ?
C2 C3 C7 C6 -16.1(3) . . . . ?
C3 C4 C10 C9 30.5(3) . . . . ?
C3 C7 C6 C5 -9.1(3) . . . . ?
C4 N2 C1 Ir1 178.36(17) . . . . ?
C4 N2 C1 N1 -0.6(3) . . . . ?
C4 N2 C11 C12 -176.6(2) . . . . ?
C4 N2 C11 C16 1.7(4) . . . . ?
C4 C3 C2 N1 44.2(3) . . . . ?
C4 C3 C2 C5 160.7(2) . . . . ?
C4 C3 C7 C6 -139.0(2) . . . . ?
C4 C10 C9 C8 -9.3(3) . . . . ?
C6 C5 C2 N1 75.4(3) . . . . ?
C6 C5 C2 C3 -41.5(3) . . . . ?
C7 C3 C2 N1 -81.2(2) . . . . ?
C7 C3 C2 C5 35.3(2) . . . . ?
C7 C6 C5 C2 31.1(3) . . . . ?
C8 C3 C2 N1 157.0(2) . . . . ?
C8 C3 C2 C5 -86.5(3) . . . . ?
C8 C3 C7 C6 103.7(3) . . . . ?
C9 C8 C3 C2 -85.3(3) . . . . ?
C9 C8 C3 C4 33.7(3) . . . . ?
C9 C8 C3 C7 158.6(3) . . . . ?
C10 C4 C3 C2 78.5(3) . . . . ?
C10 C4 C3 C7 -162.8(2) . . . . ?
C10 C4 C3 C8 -39.5(3) . . . . ?
C10 C9 C8 C3 -15.3(3) . . . . ?
C11 N2 C1 Ir1 5.1(3) . . . . ?
C11 N2 C1 N1 -173.9(2) . . . . ?
C11 N2 C4 C3 -162.9(2) . . . . ?
C11 N2 C4 C10 78.1(3) . . . . ?
C11 C12 C13 C14 -0.6(4) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C12 C11 N2 179.4(2) . . . . ?
C13 C12 C11 C16 1.1(4) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C14 C15 C16 C11 0.8(4) . . . . ?
C15 C16 C11 N2 -179.4(2) . . . . ?
C15 C16 C11 C12 -1.2(4) . . . . ?
C17 N1 C1 Ir1 -6.9(3) . . . . ?
C17 N1 C1 N2 172.0(2) . . . . ?
C17 N1 C2 C3 165.6(2) . . . . ?
C17 N1 C2 C5 52.9(3) . . . . ?
C17 C18 C19 C20 -2.1(4) . . . . ?
C18 C17 C22 C21 -0.4(4) . . . . ?
C18 C19 C20 C21 0.3(5) . . . . ?
C19 C20 C21 C22 1.5(4) . . . . ?
C20 C21 C22 C17 -1.5(4) . . . . ?
C22 C17 C18 C19 2.1(4) . . . . ?
C23 C24 C25 C26 2.3(4) . . . . ?
C23 C28 C29 N3 3.5(3) . . . . ?
C23 C28 C29 C30 -174.6(3) . . . . ?
C24 C23 C28 C27 -3.9(4) . . . . ?
C24 C23 C28 C29 175.4(2) . . . . ?
C24 C25 C26 C27 -2.5(4) . . . . ?
C25 C26 C27 C28 -0.5(4) . . . . ?
C25 C26 C27 C34 177.0(3) . . . . ?
C26 C27 C28 C23 3.8(4) . . . . ?
C26 C27 C28 C29 -175.5(2) . . . . ?
C27 C28 C29 N3 -177.1(2) . . . . ?
C27 C28 C29 C30 4.8(4) . . . . ?
C28 C23 C24 C25 0.9(4) . . . . ?
C28 C29 C30 C31 -179.7(3) . . . . ?
C29 N3 C33 C32 0.9(4) . . . . ?
C29 C30 C31 C32 -0.5(5) . . . . ?
C30 C31 C32 C33 -1.1(5) . . . . ?
C31 C32 C33 N3 1.0(5) . . . . ?
C33 N3 C29 C28 179.3(2) . . . . ?
C33 N3 C29 C30 -2.5(4) . . . . ?
C34 C27 C28 C23 -173.5(3) . . . . ?
C34 C27 C28 C29 7.2(4) . . . . ?
