#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:03:09 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179090 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/52/4305283.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_4305283
loop_
_publ_author_name
'Aidan R. McDonald'
'Martin Lutz'
'Lars S. von Chrzanowski'
'Gerard P. M. van Klink'
'Anthony L. Spek'
'Gerard van Koten'
_publ_contact_author_address
; Bijvoet Center for Biomolecular Research
  Crystal and Structural Chemistry
  Utrecht University
  Padualaan 8
  3584 CH Utrecht
  The Netherlands
;
_publ_contact_author_email       m.lutz@uu.nl
_publ_contact_author_fax         '[+31] 30 2533940'
_publ_contact_author_name        'Martin Lutz'
_publ_contact_author_phone       '[+31] 30 2533902'
_publ_section_title
;
Probing the mer- to fac- Isomerization of Tris-Cyclometallated Homo- and
Heteroleptic (C,N)3 Iridium(III) Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6681
_journal_page_last               6691
_journal_paper_doi               10.1021/ic800169n
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C35 H28 Ir N3, C H2 Cl2'
_chemical_formula_sum            'C36 H30 Cl2 Ir N3'
_chemical_formula_weight         767.73
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.325(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.9298(8)
_cell_length_b                   9.6998(5)
_cell_length_c                   20.7136(10)
_cell_measurement_reflns_used    163
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      21.44
_cell_measurement_theta_min      3.21
_cell_volume                     2999.6(3)
_computing_cell_refinement       Dirax
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        'EvalCCD, ABST'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DIRDIF-99 (Beurskens et al., 1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            70813
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    4.660
_exptl_absorpt_correction_T_max  0.76
_exptl_absorpt_correction_T_min  0.21
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         3.821
_refine_diff_density_min         -1.448
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         5581
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0376P)²+15.1030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0893
_reflns_number_gt                4464
_reflns_number_total             5581
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic800169n-file001_1.cif
_cod_data_source_block           s3342a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4305283
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.782837(14) 0.71660(2) 0.045077(11) 0.02563(9) Uani 1 1 d . B .
N11 N 0.8930(3) 0.8009(5) -0.0062(2) 0.0243(11) Uani 1 1 d . . .
C11 C 0.9809(4) 0.7849(7) 0.0094(3) 0.0327(14) Uani 1 1 d . . .
H11 H 0.9962 0.7385 0.0483 0.039 Uiso 1 1 calc R . .
C21 C 1.0485(4) 0.8339(7) -0.0294(3) 0.0390(16) Uani 1 1 d . . .
H21 H 1.1094 0.8205 -0.0176 0.047 Uiso 1 1 calc R . .
C31 C 1.0262(4) 0.9028(7) -0.0857(3) 0.0403(16) Uani 1 1 d . . .
H31 H 1.0717 0.9377 -0.1131 0.048 Uiso 1 1 calc R . .
C41 C 0.9373(4) 0.9202(7) -0.1015(3) 0.0352(15) Uani 1 1 d . . .
H41 H 0.9211 0.9666 -0.1402 0.042 Uiso 1 1 calc R . .
C51 C 0.8709(4) 0.8696(6) -0.0607(3) 0.0264(13) Uani 1 1 d . . .
C61 C 0.7739(4) 0.8842(6) -0.0716(3) 0.0281(13) Uani 1 1 d . B .
C71 C 0.7372(4) 0.9568(6) -0.1237(3) 0.0329(14) Uani 1 1 d . . .
H71 H 0.7757 0.9953 -0.1553 0.040 Uiso 1 1 calc R . .
C81 C 0.6460(4) 0.9732(7) -0.1297(3) 0.0344(15) Uani 1 1 d . B .
H81 H 0.6218 1.0240 -0.1649 0.041 Uiso 1 1 calc R . .
C91 C 0.5891(4) 0.9150(7) -0.0839(3) 0.0324(14) Uani 1 1 d . . .
H91 H 0.5262 0.9272 -0.0874 0.039 Uiso 0.20 1 calc PR A 1
C101 C 0.6249(4) 0.8396(7) -0.0335(3) 0.0298(13) Uani 1 1 d . B .
H101 H 0.5853 0.7986 -0.0034 0.036 Uiso 1 1 calc R . .
C111 C 0.7175(4) 0.8210(6) -0.0247(3) 0.0252(13) Uani 1 1 d . . .
C121 C 0.4907(5) 0.9390(10) -0.0899(4) 0.047(2) Uani 0.80 1 d P B 2
H12A H 0.4657 0.8769 -0.1227 0.070 Uiso 0.80 1 calc PR B 2
H12B H 0.4798 1.0348 -0.1027 0.070 Uiso 0.80 1 calc PR B 2
H12C H 0.4621 0.9210 -0.0483 0.070 Uiso 0.80 1 calc PR B 2
N12 N 0.7784(3) 0.5374(5) -0.0151(3) 0.0344(12) Uani 1 1 d . . .
C12 C 0.8386(5) 0.5047(7) -0.0609(3) 0.0368(15) Uani 1 1 d . B .
H12 H 0.8897 0.5622 -0.0656 0.044 Uiso 1 1 calc R . .
C22 C 0.8301(5) 0.3931(8) -0.1011(4) 0.0482(18) Uani 1 1 d . . .
H22 H 0.8740 0.3730 -0.1327 0.058 Uiso 1 1 calc R B .
C32 C 0.7553(6) 0.3111(9) -0.0937(4) 0.058(2) Uani 1 1 d . B .
H32 H 0.7467 0.2337 -0.1211 0.070 Uiso 1 1 calc R . .
C42 C 0.6939(6) 0.3403(9) -0.0475(4) 0.055(2) Uani 1 1 d . . .
H42 H 0.6431 0.2825 -0.0423 0.067 Uiso 1 1 calc R B .
C52 C 0.7058(5) 0.4574(7) -0.0071(3) 0.0396(16) Uani 1 1 d . B .
C62 C 0.6462(4) 0.5029(8) 0.0442(3) 0.0434(18) Uani 1 1 d . . .
C72 C 0.5676(5) 0.4325(9) 0.0606(4) 0.058(2) Uani 1 1 d . B .
H72 H 0.5516 0.3510 0.0379 0.069 Uiso 1 1 calc R . .
C82 C 0.5138(5) 0.4794(9) 0.1087(4) 0.056(2) Uani 1 1 d . . .
H82 H 0.4609 0.4300 0.1192 0.067 Uiso 1 1 calc R B .
C92 C 0.5354(5) 0.5988(9) 0.1426(3) 0.0485(19) Uani 1 1 d . B .
H92 H 0.4975 0.6309 0.1761 0.058 Uiso 0.30 1 calc PR C 1
C102 C 0.6138(4) 0.6714(8) 0.1269(3) 0.0379(16) Uani 1 1 d . . .
H102 H 0.6282 0.7531 0.1501 0.046 Uiso 1 1 calc R B .
C112 C 0.6714(4) 0.6261(7) 0.0779(3) 0.0307(14) Uani 1 1 d . B .
C122 C 0.4800(7) 0.6504(14) 0.1949(6) 0.059(3) Uani 0.70 1 d P B 2
H12D H 0.4168 0.6465 0.1819 0.089 Uiso 0.70 1 calc PR B 2
H12E H 0.4965 0.7460 0.2046 0.089 Uiso 0.70 1 calc PR B 2
H12F H 0.4893 0.5934 0.2334 0.089 Uiso 0.70 1 calc PR B 2
N13 N 0.8595(3) 0.6271(6) 0.1211(2) 0.0331(12) Uani 1 1 d . . .
C13 C 0.8937(5) 0.4992(8) 0.1213(4) 0.0446(18) Uani 1 1 d . B .
H13 H 0.8841 0.4429 0.0843 0.054 Uiso 1 1 calc R . .
C23 C 0.9420(5) 0.4450(9) 0.1724(4) 0.054(2) Uani 1 1 d . . .
H23 H 0.9654 0.3540 0.1710 0.065 Uiso 1 1 calc R B .
C33 C 0.9550(5) 0.5291(9) 0.2261(4) 0.056(2) Uani 1 1 d . B .
H33 H 0.9882 0.4960 0.2621 0.068 Uiso 1 1 calc R . .
C43 C 0.9200(4) 0.6600(9) 0.2270(3) 0.0424(17) Uani 1 1 d . . .
H43 H 0.9290 0.7171 0.2638 0.051 Uiso 1 1 calc R B .
C53 C 0.8710(4) 0.7098(7) 0.1741(3) 0.0327(14) Uani 1 1 d . B .
C63 C 0.8308(4) 0.8463(8) 0.1687(3) 0.0329(15) Uani 1 1 d . . .
C73 C 0.8354(4) 0.9458(8) 0.2172(3) 0.0413(17) Uani 1 1 d . B .
H73 H 0.8649 0.9248 0.2568 0.050 Uiso 1 1 calc R . .
C83 C 0.7980(5) 1.0735(8) 0.2086(3) 0.0432(18) Uani 1 1 d . . .
H83 H 0.8027 1.1410 0.2417 0.052 Uiso 1 1 calc R B .
C93 C 0.7530(4) 1.1045(7) 0.1509(3) 0.0383(16) Uani 1 1 d . B .
H93 H 0.7271 1.1930 0.1448 0.046 Uiso 0.50 1 calc PR D 1
C103 C 0.7461(4) 1.0044(7) 0.1021(3) 0.0332(15) Uani 1 1 d . . .
H103 H 0.7152 1.0265 0.0633 0.040 Uiso 1 1 calc R B .
C113 C 0.7836(3) 0.8731(6) 0.1093(3) 0.0273(13) Uani 1 1 d . B .
C123 C 0.7250(11) 1.2393(16) 0.1406(8) 0.055(4) Uani 0.50 1 d P B 2
H12G H 0.7469 1.2979 0.1758 0.083 Uiso 0.50 1 calc PR B 2
H12H H 0.6594 1.2424 0.1393 0.083 Uiso 0.50 1 calc PR B 2
H12I H 0.7488 1.2726 0.0995 0.083 Uiso 0.50 1 calc PR B 2
Cl1 Cl 0.37419(14) 0.3138(2) 0.24901(9) 0.0594(6) Uani 1 1 d . . .
Cl2 Cl 0.18340(14) 0.3093(3) 0.22292(11) 0.0765(7) Uani 1 1 d . . .
C14 C 0.2887(5) 0.3603(9) 0.1950(4) 0.054(2) Uani 1 1 d . . .
H14A H 0.2893 0.4615 0.1890 0.064 Uiso 1 1 calc R . .
H14B H 0.3000 0.3168 0.1526 0.064 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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
C112 Ir1 C111 93.7(2) . . ?
C112 Ir1 C113 96.2(2) . . ?
C111 Ir1 C113 95.5(2) . . ?
C112 Ir1 N11 169.8(2) . . ?
C111 Ir1 N11 79.7(2) . . ?
C113 Ir1 N11 92.18(19) . . ?
C112 Ir1 N13 90.8(2) . . ?
C111 Ir1 N13 173.6(2) . . ?
C113 Ir1 N13 79.5(2) . . ?
N11 Ir1 N13 96.43(18) . . ?
C112 Ir1 N12 79.6(2) . . ?
C111 Ir1 N12 88.7(2) . . ?
C113 Ir1 N12 174.3(2) . . ?
N11 Ir1 N12 92.46(19) . . ?
N13 Ir1 N12 96.6(2) . . ?
C51 N11 C11 119.1(5) . . ?
C51 N11 Ir1 114.9(4) . . ?
C11 N11 Ir1 125.9(4) . . ?
N11 C11 C21 122.1(6) . . ?
N11 C11 H11 118.9 . . ?
C21 C11 H11 118.9 . . ?
C11 C21 C31 119.0(6) . . ?
C11 C21 H21 120.5 . . ?
C31 C21 H21 120.5 . . ?
C41 C31 C21 119.1(6) . . ?
C41 C31 H31 120.4 . . ?
C21 C31 H31 120.4 . . ?
C31 C41 C51 120.1(6) . . ?
C31 C41 H41 120.0 . . ?
C51 C41 H41 120.0 . . ?
N11 C51 C41 120.6(5) . . ?
N11 C51 C61 114.4(5) . . ?
C41 C51 C61 125.1(6) . . ?
C71 C61 C111 120.8(5) . . ?
C71 C61 C51 123.3(5) . . ?
C111 C61 C51 115.9(5) . . ?
C81 C71 C61 120.7(6) . . ?
C81 C71 H71 119.6 . . ?
C61 C71 H71 119.6 . . ?
C71 C81 C91 119.8(6) . . ?
C71 C81 H81 120.1 . . ?
C91 C81 H81 120.1 . . ?
C101 C91 C81 119.6(6) . . ?
C101 C91 C121 121.5(6) . . ?
C81 C91 C121 118.8(6) . . ?
C101 C91 H91 120.2 . . ?
C81 C91 H91 120.2 . . ?
C91 C101 C111 122.8(6) . . ?
C91 C101 H101 118.6 . . ?
C111 C101 H101 118.6 . . ?
C101 C111 C61 116.1(5) . . ?
C101 C111 Ir1 129.0(5) . . ?
C61 C111 Ir1 114.8(4) . . ?
C91 C121 H12A 109.5 . . ?
C91 C121 H12B 109.5 . . ?
H12A C121 H12B 109.5 . . ?
C91 C121 H12C 109.5 . . ?
H12A C121 H12C 109.5 . . ?
H12B C121 H12C 109.5 . . ?
C52 N12 C12 119.5(6) . . ?
C52 N12 Ir1 114.8(5) . . ?
C12 N12 Ir1 125.6(4) . . ?
N12 C12 C22 123.6(7) . . ?
N12 C12 H12 118.2 . . ?
C22 C12 H12 118.2 . . ?
C12 C22 C32 117.4(7) . . ?
C12 C22 H22 121.3 . . ?
C32 C22 H22 121.3 . . ?
C42 C32 C22 120.5(8) . . ?
C42 C32 H32 119.8 . . ?
C22 C32 H32 119.8 . . ?
C32 C42 C52 120.0(7) . . ?
C32 C42 H42 120.0 . . ?
C52 C42 H42 120.0 . . ?
N12 C52 C42 119.1(7) . . ?
N12 C52 C62 114.3(6) . . ?
C42 C52 C62 126.6(7) . . ?
C72 C62 C112 120.4(7) . . ?
C72 C62 C52 123.0(7) . . ?
C112 C62 C52 116.6(6) . . ?
C82 C72 C62 120.9(8) . . ?
C82 C72 H72 119.5 . . ?
C62 C72 H72 119.5 . . ?
C72 C82 C92 120.7(7) . . ?
C72 C82 H82 119.6 . . ?
C92 C82 H82 119.6 . . ?
C82 C92 C102 119.4(7) . . ?
C82 C92 C122 122.0(8) . . ?
C102 C92 C122 118.5(8) . . ?
C82 C92 H92 120.3 . . ?
C102 C92 H92 120.3 . . ?
C112 C102 C92 121.6(7) . . ?
C112 C102 H102 119.2 . . ?
C92 C102 H102 119.2 . . ?
C102 C112 C62 116.9(6) . . ?
C102 C112 Ir1 128.4(5) . . ?
C62 C112 Ir1 114.6(5) . . ?
C92 C122 H12D 109.5 . . ?
C92 C122 H12E 109.5 . . ?
H12D C122 H12E 109.5 . . ?
C92 C122 H12F 109.5 . . ?
H12D C122 H12F 109.5 . . ?
H12E C122 H12F 109.5 . . ?
C13 N13 C53 119.6(6) . . ?
C13 N13 Ir1 125.6(4) . . ?
C53 N13 Ir1 114.8(4) . . ?
N13 C13 C23 123.3(7) . . ?
N13 C13 H13 118.3 . . ?
C23 C13 H13 118.3 . . ?
C13 C23 C33 117.3(8) . . ?
C13 C23 H23 121.3 . . ?
C33 C23 H23 121.3 . . ?
C43 C33 C23 120.2(7) . . ?
C43 C33 H33 119.9 . . ?
C23 C33 H33 119.9 . . ?
C33 C43 C53 120.3(7) . . ?
C33 C43 H43 119.9 . . ?
C53 C43 H43 119.9 . . ?
N13 C53 C43 119.2(7) . . ?
N13 C53 C63 114.9(5) . . ?
C43 C53 C63 125.8(6) . . ?
C73 C63 C113 120.9(7) . . ?
C73 C63 C53 123.7(6) . . ?
C113 C63 C53 115.3(6) . . ?
C83 C73 C63 120.9(6) . . ?
C83 C73 H73 119.6 . . ?
C63 C73 H73 119.6 . . ?
C73 C83 C93 119.9(6) . . ?
C73 C83 H83 120.0 . . ?
C93 C83 H83 120.0 . . ?
C123 C93 C83 118.4(9) . . ?
C123 C93 C103 121.3(9) . . ?
C83 C93 C103 119.9(7) . . ?
C83 C93 H93 120.1 . . ?
C103 C93 H93 120.1 . . ?
C113 C103 C93 121.7(6) . . ?
C113 C103 H103 119.1 . . ?
C93 C103 H103 119.1 . . ?
C103 C113 C63 116.6(6) . . ?
C103 C113 Ir1 127.9(5) . . ?
C63 C113 Ir1 115.4(5) . . ?
C93 C123 H12G 109.5 . . ?
C93 C123 H12H 109.5 . . ?
H12G C123 H12H 109.5 . . ?
C93 C123 H12I 109.5 . . ?
H12G C123 H12I 109.5 . . ?
H12H C123 H12I 109.5 . . ?
Cl2 C14 Cl1 111.7(5) . . ?
Cl2 C14 H14A 109.3 . . ?
Cl1 C14 H14A 109.3 . . ?
Cl2 C14 H14B 109.3 . . ?
Cl1 C14 H14B 109.3 . . ?
H14A C14 H14B 107.9 . . ?
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 C112 2.003(5) . ?
Ir1 C111 2.013(6) . ?
Ir1 C113 2.018(6) . ?
Ir1 N11 2.126(4) . ?
Ir1 N13 2.127(5) . ?
Ir1 N12 2.140(5) . ?
N11 C51 1.350(7) . ?
N11 C11 1.358(7) . ?
C11 C21 1.378(9) . ?
C11 H11 0.9500 . ?
C21 C31 1.385(10) . ?
C21 H21 0.9500 . ?
C31 C41 1.375(9) . ?
C31 H31 0.9500 . ?
C41 C51 1.396(8) . ?
C41 H41 0.9500 . ?
C51 C61 1.472(8) . ?
C61 C71 1.397(8) . ?
C61 C111 1.427(8) . ?
C71 C81 1.376(9) . ?
C71 H71 0.9500 . ?
C81 C91 1.396(9) . ?
C81 H81 0.9500 . ?
C91 C101 1.380(9) . ?
C91 C121 1.492(10) . ?
C91 H91 0.9500 . ?
C101 C111 1.404(8) . ?
C101 H101 0.9500 . ?
C121 H12A 0.9800 . ?
C121 H12B 0.9800 . ?
C121 H12C 0.9800 . ?
N12 C52 1.344(8) . ?
N12 C12 1.347(8) . ?
C12 C22 1.371(9) . ?
C12 H12 0.9500 . ?
C22 C32 1.381(11) . ?
C22 H22 0.9500 . ?
C32 C42 1.357(11) . ?
C32 H32 0.9500 . ?
C42 C52 1.422(10) . ?
C42 H42 0.9500 . ?
C52 C62 1.458(10) . ?
C62 C72 1.401(9) . ?
C62 C112 1.434(10) . ?
C72 C82 1.361(11) . ?
C72 H72 0.9500 . ?
C82 C92 1.392(11) . ?
C82 H82 0.9500 . ?
C92 C102 1.406(9) . ?
C92 C122 1.456(13) . ?
C92 H92 0.9500 . ?
C102 C112 1.405(9) . ?
C102 H102 0.9500 . ?
C122 H12D 0.9800 . ?
C122 H12E 0.9800 . ?
C122 H12F 0.9800 . ?
N13 C13 1.342(9) . ?
N13 C53 1.368(8) . ?
C13 C23 1.383(9) . ?
C13 H13 0.9500 . ?
C23 C33 1.391(11) . ?
C23 H23 0.9500 . ?
C33 C43 1.373(11) . ?
C33 H33 0.9500 . ?
C43 C53 1.401(9) . ?
C43 H43 0.9500 . ?
C53 C63 1.458(10) . ?
C63 C73 1.394(9) . ?
C63 C113 1.439(8) . ?
C73 C83 1.370(10) . ?
C73 H73 0.9500 . ?
C83 C93 1.401(10) . ?
C83 H83 0.9500 . ?
C93 C123 1.388(16) . ?
C93 C103 1.404(9) . ?
C93 H93 0.9500 . ?
C103 C113 1.399(9) . ?
C103 H103 0.9500 . ?
C123 H12G 0.9800 . ?
C123 H12H 0.9800 . ?
C123 H12I 0.9800 . ?
Cl1 C14 1.751(8) . ?
Cl2 C14 1.750(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
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
C112 Ir1 N11 C51 44.7(14) . . . . ?
C111 Ir1 N11 C51 -5.2(4) . . . . ?
C113 Ir1 N11 C51 -100.4(4) . . . . ?
N13 Ir1 N11 C51 179.9(4) . . . . ?
N12 Ir1 N11 C51 83.0(4) . . . . ?
C112 Ir1 N11 C11 -131.6(12) . . . . ?
C111 Ir1 N11 C11 178.4(5) . . . . ?
C113 Ir1 N11 C11 83.2(5) . . . . ?
N13 Ir1 N11 C11 3.6(5) . . . . ?
N12 Ir1 N11 C11 -93.4(5) . . . . ?
C51 N11 C11 C21 -1.5(9) . . . . ?
Ir1 N11 C11 C21 174.7(5) . . . . ?
N11 C11 C21 C31 0.7(10) . . . . ?
C11 C21 C31 C41 -0.2(10) . . . . ?
C21 C31 C41 C51 0.5(10) . . . . ?
C11 N11 C51 C41 1.8(8) . . . . ?
Ir1 N11 C51 C41 -174.8(4) . . . . ?
C11 N11 C51 C61 -178.2(5) . . . . ?
Ir1 N11 C51 C61 5.2(6) . . . . ?
C31 C41 C51 N11 -1.4(9) . . . . ?
C31 C41 C51 C61 178.7(6) . . . . ?
N11 C51 C61 C71 177.2(5) . . . . ?
C41 C51 C61 C71 -2.9(10) . . . . ?
N11 C51 C61 C111 -1.8(8) . . . . ?
C41 C51 C61 C111 178.1(6) . . . . ?
C111 C61 C71 C81 2.3(9) . . . . ?
C51 C61 C71 C81 -176.6(6) . . . . ?
C61 C71 C81 C91 -1.0(10) . . . . ?
C71 C81 C91 C101 -1.0(10) . . . . ?
C71 C81 C91 C121 177.5(7) . . . . ?
C81 C91 C101 C111 1.7(10) . . . . ?
C121 C91 C101 C111 -176.8(7) . . . . ?
C91 C101 C111 C61 -0.3(9) . . . . ?
C91 C101 C111 Ir1 179.7(5) . . . . ?
C71 C61 C111 C101 -1.6(9) . . . . ?
C51 C61 C111 C101 177.4(5) . . . . ?
C71 C61 C111 Ir1 178.3(5) . . . . ?
C51 C61 C111 Ir1 -2.7(7) . . . . ?
C112 Ir1 C111 C101 11.8(6) . . . . ?
C113 Ir1 C111 C101 -84.8(6) . . . . ?
N11 Ir1 C111 C101 -176.0(6) . . . . ?
N12 Ir1 C111 C101 91.3(6) . . . . ?
C112 Ir1 C111 C61 -168.1(5) . . . . ?
C113 Ir1 C111 C61 95.3(4) . . . . ?
N11 Ir1 C111 C61 4.1(4) . . . . ?
N12 Ir1 C111 C61 -88.7(4) . . . . ?
C112 Ir1 N12 C52 3.9(5) . . . . ?
C111 Ir1 N12 C52 -90.1(5) . . . . ?
N11 Ir1 N12 C52 -169.7(5) . . . . ?
N13 Ir1 N12 C52 93.5(5) . . . . ?
C112 Ir1 N12 C12 -179.6(5) . . . . ?
C111 Ir1 N12 C12 86.4(5) . . . . ?
N11 Ir1 N12 C12 6.8(5) . . . . ?
N13 Ir1 N12 C12 -90.0(5) . . . . ?
C52 N12 C12 C22 0.5(10) . . . . ?
Ir1 N12 C12 C22 -175.8(5) . . . . ?
N12 C12 C22 C32 0.2(11) . . . . ?
C12 C22 C32 C42 -1.0(12) . . . . ?
C22 C32 C42 C52 1.0(13) . . . . ?
C12 N12 C52 C42 -0.4(10) . . . . ?
Ir1 N12 C52 C42 176.3(5) . . . . ?
C12 N12 C52 C62 179.6(6) . . . . ?
Ir1 N12 C52 C62 -3.7(7) . . . . ?
C32 C42 C52 N12 -0.3(11) . . . . ?
C32 C42 C52 C62 179.7(7) . . . . ?
N12 C52 C62 C72 -179.2(7) . . . . ?
C42 C52 C62 C72 0.8(12) . . . . ?
N12 C52 C62 C112 1.1(9) . . . . ?
C42 C52 C62 C112 -178.9(7) . . . . ?
C112 C62 C72 C82 0.0(12) . . . . ?
C52 C62 C72 C82 -179.7(7) . . . . ?
C62 C72 C82 C92 0.2(13) . . . . ?
C72 C82 C92 C102 0.0(12) . . . . ?
C72 C82 C92 C122 -179.0(9) . . . . ?
C82 C92 C102 C112 -0.3(11) . . . . ?
C122 C92 C102 C112 178.7(8) . . . . ?
C92 C102 C112 C62 0.5(9) . . . . ?
C92 C102 C112 Ir1 177.1(5) . . . . ?
C72 C62 C112 C102 -0.3(10) . . . . ?
C52 C62 C112 C102 179.4(6) . . . . ?
C72 C62 C112 Ir1 -177.5(6) . . . . ?
C52 C62 C112 Ir1 2.2(8) . . . . ?
C111 Ir1 C112 C102 -91.9(6) . . . . ?
C113 Ir1 C112 C102 4.0(6) . . . . ?
N11 Ir1 C112 C102 -140.9(11) . . . . ?
N13 Ir1 C112 C102 83.6(6) . . . . ?
N12 Ir1 C112 C102 -179.9(6) . . . . ?
C111 Ir1 C112 C62 84.8(5) . . . . ?
C113 Ir1 C112 C62 -179.2(5) . . . . ?
N11 Ir1 C112 C62 35.8(15) . . . . ?
N13 Ir1 C112 C62 -99.7(5) . . . . ?
N12 Ir1 C112 C62 -3.2(4) . . . . ?
C112 Ir1 N13 C13 83.0(6) . . . . ?
C113 Ir1 N13 C13 179.2(6) . . . . ?
N11 Ir1 N13 C13 -89.8(5) . . . . ?
N12 Ir1 N13 C13 3.5(6) . . . . ?
C112 Ir1 N13 C53 -95.0(4) . . . . ?
C113 Ir1 N13 C53 1.2(4) . . . . ?
N11 Ir1 N13 C53 92.2(4) . . . . ?
N12 Ir1 N13 C53 -174.6(4) . . . . ?
C53 N13 C13 C23 -1.0(10) . . . . ?
Ir1 N13 C13 C23 -179.0(5) . . . . ?
N13 C13 C23 C33 0.1(12) . . . . ?
C13 C23 C33 C43 0.4(12) . . . . ?
C23 C33 C43 C53 -0.1(11) . . . . ?
C13 N13 C53 C43 1.4(9) . . . . ?
Ir1 N13 C53 C43 179.5(4) . . . . ?
C13 N13 C53 C63 -179.7(5) . . . . ?
Ir1 N13 C53 C63 -1.5(6) . . . . ?
C33 C43 C53 N13 -0.8(9) . . . . ?
C33 C43 C53 C63 -179.7(6) . . . . ?
N13 C53 C63 C73 -179.6(6) . . . . ?
C43 C53 C63 C73 -0.8(9) . . . . ?
N13 C53 C63 C113 1.1(7) . . . . ?
C43 C53 C63 C113 180.0(6) . . . . ?
C113 C63 C73 C83 -2.4(9) . . . . ?
C53 C63 C73 C83 178.4(6) . . . . ?
C63 C73 C83 C93 1.2(10) . . . . ?
C73 C83 C93 C123 -172.6(10) . . . . ?
C73 C83 C93 C103 0.1(10) . . . . ?
C123 C93 C103 C113 172.3(9) . . . . ?
C83 C93 C103 C113 -0.2(9) . . . . ?
C93 C103 C113 C63 -0.9(8) . . . . ?
C93 C103 C113 Ir1 -179.1(4) . . . . ?
C73 C63 C113 C103 2.2(8) . . . . ?
C53 C63 C113 C103 -178.5(5) . . . . ?
C73 C63 C113 Ir1 -179.4(5) . . . . ?
C53 C63 C113 Ir1 -0.1(6) . . . . ?
C112 Ir1 C113 C103 -92.6(5) . . . . ?
C111 Ir1 C113 C103 1.7(5) . . . . ?
N11 Ir1 C113 C103 81.5(5) . . . . ?
N13 Ir1 C113 C103 177.7(5) . . . . ?
C112 Ir1 C113 C63 89.2(4) . . . . ?
C111 Ir1 C113 C63 -176.5(4) . . . . ?
N11 Ir1 C113 C63 -96.7(4) . . . . ?
N13 Ir1 C113 C63 -0.5(4) . . . . ?
