#------------------------------------------------------------------------------
#$Date: 2022-05-19 00:56:21 +0300 (Thu, 19 May 2022) $
#$Revision: 275522 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/01/7130115.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_7130115
loop_
_publ_author_name
'Puerta Lombardi, Braulio M.'
'Pezoulas, Ethan R.'
'Suvinen, Roope A.'
'Harrison, Alexander'
'Dubrawski, Zachary S.'
'Gelfand, Benjamin S.'
'Tuononen, Heikki M.'
'Roesler, Roland'
_publ_section_title
;
 Bis[cyclic (alkyl)(amino)carbene] isomers: Stable trans-bis(CAAC) versus
 facile olefin formation for cis-bis(CAAC)
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01476A
_journal_year                    2022
_chemical_formula_moiety         'C78 H88 Cl2 Ir2 N2 O2 P2, 3(C6 H6)'
_chemical_formula_sum            'C96 H106 Cl2 Ir2 N2 O2 P2'
_chemical_formula_weight         1837.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-07-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-12-27 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.1090(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   19.478(2)
_cell_length_b                   12.9125(16)
_cell_length_c                   18.832(2)
_cell_measurement_reflns_used    9271
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      28.869
_cell_measurement_theta_min      2.430
_cell_volume                     4216.1(8)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            98144
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_min         1.966
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.304
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0925 before and 0.0504 after correction.
The Ratio of minimum to maximum transmission is 0.8166.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_description       block
_exptl_crystal_F_000             1860
_exptl_crystal_preparation
'Stirred a solution of ligand and Vaska's complex in benzene for 24h. Product precipitated'
_exptl_crystal_recrystallization_method
'Product crystallized as large blocks when the reaction was carried out in an NMR tube'
_exptl_crystal_size_max          0.288
_exptl_crystal_size_mid          0.267
_exptl_crystal_size_min          0.233
_refine_diff_density_max         1.187
_refine_diff_density_min         -0.684
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     484
_refine_ls_number_reflns         10460
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0176P)²+5.0896P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0487
_refine_ls_wR_factor_ref         0.0538
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8530
_reflns_number_total             10460
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc01476a2.cif
_cod_data_source_block           transbiscaac
_cod_original_cell_volume        4216.1(9)
_cod_database_code               7130115
_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   0.513
_shelx_estimated_absorpt_t_min   0.450
_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:
 C14(H14), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C19(H19A,H19B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
 C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35), C36(H36),
  C37(H37), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42), C43(H43),
 C44(H44), C45(H45), C46(H46), C47(H47)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C),
 C16(H16A,H16B,H16C), C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.30532(2) 0.42785(2) 0.52203(2) 0.01509(3) Uani 1 1 d . . . . .
Cl1 Cl 0.35136(4) 0.53074(6) 0.63881(4) 0.03033(16) Uani 1 1 d . . . . .
P1 P 0.18156(4) 0.47207(5) 0.49774(4) 0.01863(14) Uani 1 1 d . . . . .
O1 O 0.25874(13) 0.34242(18) 0.36236(14) 0.0362(5) Uani 1 1 d . . . . .
N1 N 0.44314(12) 0.29148(16) 0.60735(13) 0.0171(4) Uani 1 1 d . . . . .
C1 C 0.41484(15) 0.37358(18) 0.56222(15) 0.0148(5) Uani 1 1 d . . . . .
C2 C 0.47677(14) 0.4218(2) 0.54452(15) 0.0167(5) Uani 1 1 d . . . . .
C3 C 0.55040(18) 0.3624(3) 0.5992(2) 0.0376(8) Uani 1 1 d . . . . .
H3A H 0.580083 0.344790 0.569916 0.045 Uiso 1 1 calc R U . . .
H3B H 0.583364 0.405369 0.645922 0.045 Uiso 1 1 calc R U . . .
C4 C 0.52627(16) 0.2647(2) 0.62606(18) 0.0252(6) Uani 1 1 d . . . . .
C5 C 0.5764(2) 0.2437(4) 0.7132(2) 0.0565(12) Uani 1 1 d . . . . .
H5A H 0.579457 0.306186 0.744089 0.085 Uiso 1 1 calc R U . . .
H5B H 0.628238 0.224346 0.721742 0.085 Uiso 1 1 calc R U . . .
H5C H 0.554155 0.187018 0.730581 0.085 Uiso 1 1 calc R U . . .
C6 C 0.5263(2) 0.1701(3) 0.5786(3) 0.0564(11) Uani 1 1 d . . . . .
H6A H 0.510611 0.109280 0.598836 0.085 Uiso 1 1 calc R U . . .
H6B H 0.578231 0.159087 0.584020 0.085 Uiso 1 1 calc R U . . .
H6C H 0.490010 0.180588 0.522262 0.085 Uiso 1 1 calc R U . . .
C7 C 0.40156(15) 0.2227(2) 0.63646(16) 0.0189(5) Uani 1 1 d . . . . .
C8 C 0.41026(16) 0.2355(2) 0.71442(16) 0.0224(6) Uani 1 1 d . . . . .
C9 C 0.37867(18) 0.1601(2) 0.74375(18) 0.0296(7) Uani 1 1 d . . . . .
H9 H 0.383843 0.167372 0.796164 0.036 Uiso 1 1 calc R U . . .
C10 C 0.34029(19) 0.0758(2) 0.69899(19) 0.0341(7) Uani 1 1 d . . . . .
H10 H 0.321391 0.023704 0.721170 0.041 Uiso 1 1 calc R U . . .
C11 C 0.32935(19) 0.0672(2) 0.62154(18) 0.0319(7) Uani 1 1 d . . . . .
H11 H 0.301091 0.009821 0.590293 0.038 Uiso 1 1 calc R U . . .
C12 C 0.35844(16) 0.1399(2) 0.58776(17) 0.0227(6) Uani 1 1 d . . . . .
C13 C 0.3902(2) 0.3817(3) 0.7907(2) 0.0451(9) Uani 1 1 d . . . . .
H13A H 0.343900 0.399719 0.741652 0.068 Uiso 1 1 calc R U . . .
H13B H 0.413351 0.444791 0.821053 0.068 Uiso 1 1 calc R U . . .
H13C H 0.376068 0.335035 0.822973 0.068 Uiso 1 1 calc R U . . .
C14 C 0.44838(19) 0.3276(2) 0.76924(17) 0.0305(7) Uani 1 1 d . . . . .
H14 H 0.465641 0.377956 0.740323 0.037 Uiso 1 1 calc R U . . .
C15 C 0.5191(2) 0.2958(3) 0.84770(19) 0.0458(9) Uani 1 1 d . . . . .
H15A H 0.501536 0.260821 0.882710 0.069 Uiso 1 1 calc R U . . .
H15B H 0.548635 0.357713 0.874452 0.069 Uiso 1 1 calc R U . . .
H15C H 0.551833 0.248693 0.835648 0.069 Uiso 1 1 calc R U . . .
C16 C 0.2477(2) 0.1332(3) 0.4508(2) 0.0420(9) Uani 1 1 d . . . . .
H16A H 0.224072 0.072762 0.462495 0.063 Uiso 1 1 calc R U . . .
H16B H 0.233705 0.134389 0.393843 0.063 Uiso 1 1 calc R U . . .
H16C H 0.229046 0.196519 0.465051 0.063 Uiso 1 1 calc R U . . .
C17 C 0.33551(19) 0.1268(2) 0.49951(17) 0.0300(7) Uani 1 1 d . . . . .
H17 H 0.358988 0.184494 0.482509 0.036 Uiso 1 1 calc R U . . .
C18 C 0.3625(2) 0.0230(3) 0.4802(2) 0.0461(9) Uani 1 1 d . . . . .
H18A H 0.418729 0.017781 0.510383 0.069 Uiso 1 1 calc R U . . .
H18B H 0.347228 0.019540 0.422957 0.069 Uiso 1 1 calc R U . . .
H18C H 0.338609 -0.034404 0.494988 0.069 Uiso 1 1 calc R U . . .
C19 C 0.48655(17) 0.5372(2) 0.56598(17) 0.0241(6) Uani 1 1 d . . . . .
H19A H 0.503382 0.545405 0.623832 0.029 Uiso 1 1 calc R U . . .
H19B H 0.436374 0.572880 0.536759 0.029 Uiso 1 1 calc R U . . .
C20 C 0.45361(16) 0.4129(2) 0.45545(16) 0.0231(6) Uani 1 1 d . . . . .
H20A H 0.403064 0.447058 0.424546 0.028 Uiso 1 1 calc R U . . .
H20B H 0.447752 0.338871 0.440147 0.028 Uiso 1 1 calc R U . . .
C21 C 0.16637(15) 0.4246(2) 0.58130(16) 0.0222(6) Uani 1 1 d . . . . .
C22 C 0.19638(17) 0.3277(2) 0.61275(18) 0.0303(7) Uani 1 1 d . . . . .
H22 H 0.224358 0.289443 0.591385 0.036 Uiso 1 1 calc R U . . .
C23 C 0.18563(19) 0.2867(3) 0.67512(19) 0.0371(8) Uani 1 1 d . . . . .
H23 H 0.205499 0.220067 0.695560 0.044 Uiso 1 1 calc R U . . .
C24 C 0.14632(19) 0.3421(3) 0.70752(19) 0.0377(8) Uani 1 1 d . . . . .
H24 H 0.139378 0.313965 0.750423 0.045 Uiso 1 1 calc R U . . .
C25 C 0.1171(2) 0.4383(3) 0.6776(2) 0.0378(8) Uani 1 1 d . . . . .
H25 H 0.090189 0.476690 0.700089 0.045 Uiso 1 1 calc R U . . .
C26 C 0.12678(18) 0.4797(2) 0.61465(18) 0.0293(7) Uani 1 1 d . . . . .
H26 H 0.106223 0.546101 0.594226 0.035 Uiso 1 1 calc R U . . .
C27 C 0.10218(16) 0.4132(2) 0.41068(17) 0.0238(6) Uani 1 1 d . . . . .
C28 C 0.04885(17) 0.3468(2) 0.41624(19) 0.0298(7) Uani 1 1 d . . . . .
H28 H 0.052831 0.330381 0.467150 0.036 Uiso 1 1 calc R U . . .
C29 C -0.01039(19) 0.3040(3) 0.3481(2) 0.0411(8) Uani 1 1 d . . . . .
H29 H -0.046870 0.259267 0.352698 0.049 Uiso 1 1 calc R U . . .
C30 C -0.0164(2) 0.3260(3) 0.2742(2) 0.0428(9) Uani 1 1 d . . . . .
H30 H -0.056257 0.295601 0.227785 0.051 Uiso 1 1 calc R U . . .
C31 C 0.0358(2) 0.3927(3) 0.2679(2) 0.0426(9) Uani 1 1 d . . . . .
H31 H 0.031587 0.408890 0.216847 0.051 Uiso 1 1 calc R U . . .
C32 C 0.09423(18) 0.4359(3) 0.33535(18) 0.0340(7) Uani 1 1 d . . . . .
H32 H 0.129657 0.481972 0.330097 0.041 Uiso 1 1 calc R U . . .
C33 C 0.15298(17) 0.6085(2) 0.48502(17) 0.0234(6) Uani 1 1 d . . . . .
C34 C 0.07542(19) 0.6363(3) 0.4520(2) 0.0364(8) Uani 1 1 d . . . . .
H34 H 0.036953 0.584060 0.437043 0.044 Uiso 1 1 calc R U . . .
C35 C 0.0542(2) 0.7398(3) 0.4410(2) 0.0489(10) Uani 1 1 d . . . . .
H35 H 0.001217 0.758308 0.418349 0.059 Uiso 1 1 calc R U . . .
C36 C 0.1096(2) 0.8157(3) 0.4628(2) 0.0463(10) Uani 1 1 d . . . . .
H36 H 0.094823 0.886516 0.454921 0.056 Uiso 1 1 calc R U . . .
C37 C 0.1862(2) 0.7892(2) 0.4958(2) 0.0408(8) Uani 1 1 d . . . . .
H37 H 0.224352 0.841900 0.511398 0.049 Uiso 1 1 calc R U . . .
C38 C 0.20841(19) 0.6849(2) 0.50674(19) 0.0313(7) Uani 1 1 d . . . . .
H38 H 0.261439 0.666786 0.529005 0.038 Uiso 1 1 calc R U . . .
C48 C 0.27473(16) 0.3702(2) 0.42311(19) 0.0249(6) Uani 1 1 d . . . . .
C39 C 0.2459(2) 0.7631(3) 0.3410(2) 0.0500(10) Uani 1 1 d . . . . .
H39 H 0.258044 0.798283 0.389607 0.060 Uiso 1 1 calc R U . . .
C40 C 0.2423(2) 0.6567(3) 0.3384(2) 0.0459(9) Uani 1 1 d . . . . .
H40 H 0.252357 0.618247 0.385193 0.055 Uiso 1 1 calc R U . . .
C41 C 0.2239(2) 0.6063(3) 0.2676(2) 0.0460(9) Uani 1 1 d . . . . .
H41 H 0.220495 0.532869 0.265293 0.055 Uiso 1 1 calc R U . . .
C42 C 0.2104(2) 0.6621(3) 0.2002(2) 0.0475(9) Uani 1 1 d . . . . .
H42 H 0.198145 0.626945 0.151540 0.057 Uiso 1 1 calc R U . . .
C43 C 0.2145(2) 0.7685(3) 0.2028(2) 0.0500(10) Uani 1 1 d . . . . .
H43 H 0.205191 0.806890 0.156271 0.060 Uiso 1 1 calc R U . . .
C44 C 0.2321(2) 0.8189(3) 0.2733(3) 0.0506(10) Uani 1 1 d . . . . .
H44 H 0.234796 0.892421 0.275459 0.061 Uiso 1 1 calc R U . . .
C45 C -0.0440(3) 0.5744(3) 0.0100(4) 0.0742(15) Uani 1 1 d . . . . .
H45 H -0.074675 0.626760 0.016924 0.089 Uiso 1 1 calc R U . . .
C46 C 0.0210(3) 0.5402(4) 0.0743(3) 0.0706(14) Uani 1 1 d . . . . .
H46 H 0.035040 0.568346 0.125737 0.085 Uiso 1 1 calc R U . . .
C47 C 0.0654(3) 0.4661(4) 0.0648(3) 0.0733(15) Uani 1 1 d . . . . .
H47 H 0.110831 0.442363 0.109273 0.088 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 0.0033 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 1.00 0.1360
1.00 0.00 -1.00 0.1070
1.00 1.00 1.00 0.1250
-1.00 -1.00 -1.00 0.1030
0.00 -1.00 -1.00 0.1240
0.00 1.00 1.00 0.1440
-1.00 -1.00 0.00 0.1140
1.00 1.00 0.00 0.1260
0.00 -1.00 0.00 0.1320
0.00 1.00 0.00 0.1080
-1.00 1.00 0.00 0.1510
1.00 -1.00 1.00 0.0650
-1.00 1.00 -1.00 0.1160
1.00 2.00 0.00 0.1070
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
P1 Ir1 Cl1 87.98(3) . . ?
C1 Ir1 Cl1 87.63(7) . . ?
C1 Ir1 P1 168.68(7) . . ?
C48 Ir1 Cl1 168.69(9) . . ?
C48 Ir1 P1 94.15(9) . . ?
C48 Ir1 C1 92.19(11) . . ?
C21 P1 Ir1 108.00(9) . . ?
C27 P1 Ir1 117.02(9) . . ?
C27 P1 C21 103.27(13) . . ?
C27 P1 C33 101.54(13) . . ?
C33 P1 Ir1 119.42(10) . . ?
C33 P1 C21 105.99(13) . . ?
C1 N1 C4 114.8(2) . . ?
C1 N1 C7 126.2(2) . . ?
C7 N1 C4 118.9(2) . . ?
N1 C1 Ir1 125.35(18) . . ?
N1 C1 C2 109.3(2) . . ?
C2 C1 Ir1 125.33(17) . . ?
C1 C2 C3 103.9(2) . . ?
C1 C2 C19 110.8(2) . . ?
C1 C2 C20 110.0(2) . . ?
C19 C2 C3 110.0(2) . . ?
C20 C2 C3 114.6(2) . . ?
C20 C2 C19 107.5(2) . . ?
C2 C3 H3A 110.2 . . ?
C2 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
C4 C3 C2 107.6(2) . . ?
C4 C3 H3A 110.2 . . ?
C4 C3 H3B 110.2 . . ?
C3 C4 N1 101.1(2) . . ?
C3 C4 C6 113.1(3) . . ?
C5 C4 N1 112.6(2) . . ?
C5 C4 C3 111.7(3) . . ?
C5 C4 C6 108.9(3) . . ?
C6 C4 N1 109.3(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 N1 119.6(2) . . ?
C8 C7 C12 121.3(2) . . ?
C12 C7 N1 118.9(2) . . ?
C7 C8 C14 125.9(2) . . ?
C9 C8 C7 117.8(3) . . ?
C9 C8 C14 116.2(2) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.8(3) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.5(3) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 H11 119.0 . . ?
C10 C11 C12 122.0(3) . . ?
C12 C11 H11 119.0 . . ?
C7 C12 C17 125.9(2) . . ?
C11 C12 C7 117.4(3) . . ?
C11 C12 C17 116.5(3) . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
C8 C14 C13 110.0(3) . . ?
C8 C14 H14 108.6 . . ?
C8 C14 C15 112.7(3) . . ?
C13 C14 H14 108.6 . . ?
C13 C14 C15 108.2(3) . . ?
C15 C14 H14 108.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
C12 C17 C16 109.9(3) . . ?
C12 C17 H17 108.5 . . ?
C12 C17 C18 113.1(3) . . ?
C16 C17 H17 108.5 . . ?
C16 C17 C18 108.3(3) . . ?
C18 C17 H17 108.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C2 C19 H19A 109.5 . . ?
C2 C19 H19B 109.5 . . ?
C2 C19 C20 110.9(2) . 3_666 ?
H19A C19 H19B 108.1 . . ?
C20 C19 H19A 109.5 3_666 . ?
C20 C19 H19B 109.5 3_666 . ?
C2 C20 C19 112.1(2) . 3_666 ?
C2 C20 H20A 109.2 . . ?
C2 C20 H20B 109.2 . . ?
C19 C20 H20A 109.2 3_666 . ?
C19 C20 H20B 109.2 3_666 . ?
H20A C20 H20B 107.9 . . ?
C22 C21 P1 117.7(2) . . ?
C26 C21 P1 123.8(2) . . ?
C26 C21 C22 118.6(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.8(3) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C21 C26 H26 119.8 . . ?
C25 C26 C21 120.5(3) . . ?
C25 C26 H26 119.8 . . ?
C28 C27 P1 123.0(2) . . ?
C32 C27 P1 119.0(2) . . ?
C32 C27 C28 118.0(3) . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.7(3) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.4(3) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 120.3 . . ?
C29 C30 C31 119.4(3) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.3(3) . . ?
C32 C31 H31 119.9 . . ?
C27 C32 H32 119.4 . . ?
C31 C32 C27 121.2(3) . . ?
C31 C32 H32 119.4 . . ?
C34 C33 P1 120.6(2) . . ?
C38 C33 P1 119.9(2) . . ?
C38 C33 C34 119.5(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.2(3) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(3) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 120.0 . . ?
C37 C36 C35 120.1(3) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.8 . . ?
C36 C37 C38 120.3(3) . . ?
C38 C37 H37 119.8 . . ?
C33 C38 C37 119.7(3) . . ?
C33 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
O1 C48 Ir1 174.4(3) . . ?
C40 C39 H39 119.9 . . ?
C40 C39 C44 120.3(4) . . ?
C44 C39 H39 119.9 . . ?
C39 C40 H40 120.2 . . ?
C41 C40 C39 119.5(4) . . ?
C41 C40 H40 120.2 . . ?
C40 C41 H41 119.9 . . ?
C40 C41 C42 120.1(4) . . ?
C42 C41 H41 119.9 . . ?
C41 C42 H42 119.8 . . ?
C43 C42 C41 120.3(4) . . ?
C43 C42 H42 119.8 . . ?
C42 C43 H43 120.2 . . ?
C44 C43 C42 119.6(4) . . ?
C44 C43 H43 120.2 . . ?
C39 C44 H44 119.9 . . ?
C43 C44 C39 120.2(4) . . ?
C43 C44 H44 119.9 . . ?
C46 C45 H45 119.6 . . ?
C46 C45 C47 120.7(5) . 3_565 ?
C47 C45 H45 119.6 3_565 . ?
C45 C46 H46 120.0 . . ?
C47 C46 C45 120.0(5) . . ?
C47 C46 H46 120.0 . . ?
C45 C47 H47 120.4 3_565 . ?
C46 C47 C45 119.3(5) . 3_565 ?
C46 C47 H47 120.4 . . ?
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 2.3681(8) . ?
Ir1 P1 2.3111(7) . ?
Ir1 C1 2.035(3) . ?
Ir1 C48 1.835(3) . ?
P1 C21 1.834(3) . ?
P1 C27 1.829(3) . ?
P1 C33 1.830(3) . ?
O1 C48 1.100(3) . ?
N1 C1 1.313(3) . ?
N1 C4 1.531(3) . ?
N1 C7 1.466(3) . ?
C1 C2 1.523(3) . ?
C2 C3 1.536(4) . ?
C2 C19 1.533(4) . ?
C2 C20 1.530(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.511(4) . ?
C4 C5 1.503(4) . ?
C4 C6 1.514(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.409(4) . ?
C7 C12 1.409(4) . ?
C8 C9 1.393(4) . ?
C8 C14 1.527(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.372(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.391(4) . ?
C12 C17 1.521(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 C14 1.534(5) . ?
C14 H14 1.0000 . ?
C14 C15 1.547(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C16 C17 1.531(5) . ?
C17 H17 1.0000 . ?
C17 C18 1.543(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.538(4) 3_666 ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.394(4) . ?
C21 C26 1.392(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.376(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.389(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.387(4) . ?
C27 C32 1.386(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.391(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.371(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.379(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.379(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.393(4) . ?
C33 C38 1.379(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.387(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.374(5) . ?
C36 H36 0.9500 . ?
C36 C37 1.373(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.401(4) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C39 C40 1.376(5) . ?
C39 C44 1.380(5) . ?
C40 H40 0.9500 . ?
C40 C41 1.376(5) . ?
C41 H41 0.9500 . ?
C41 C42 1.378(5) . ?
C42 H42 0.9500 . ?
C42 C43 1.376(6) . ?
C43 H43 0.9500 . ?
C43 C44 1.374(5) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C45 C46 1.367(7) . ?
C45 C47 1.377(7) 3_565 ?
C46 H46 0.9500 . ?
C46 C47 1.355(7) . ?
C47 H47 0.9500 . ?
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 P1 C21 C22 -39.8(2) . . . . ?
Ir1 P1 C21 C26 140.2(2) . . . . ?
Ir1 P1 C27 C28 116.6(2) . . . . ?
Ir1 P1 C27 C32 -63.7(3) . . . . ?
Ir1 P1 C33 C34 164.6(2) . . . . ?
Ir1 P1 C33 C38 -14.1(3) . . . . ?
Ir1 C1 C2 C3 171.2(2) . . . . ?
Ir1 C1 C2 C19 53.0(3) . . . . ?
Ir1 C1 C2 C20 -65.7(3) . . . . ?
P1 C21 C22 C23 -178.9(2) . . . . ?
P1 C21 C26 C25 179.5(2) . . . . ?
P1 C27 C28 C29 -179.9(2) . . . . ?
P1 C27 C32 C31 179.3(3) . . . . ?
P1 C33 C34 C35 -178.6(3) . . . . ?
P1 C33 C38 C37 179.1(2) . . . . ?
N1 C1 C2 C3 -8.9(3) . . . . ?
N1 C1 C2 C19 -127.1(2) . . . . ?
N1 C1 C2 C20 114.2(2) . . . . ?
N1 C7 C8 C9 -171.2(3) . . . . ?
N1 C7 C8 C14 11.7(4) . . . . ?
N1 C7 C12 C11 170.6(3) . . . . ?
N1 C7 C12 C17 -14.3(4) . . . . ?
C1 N1 C4 C3 12.9(3) . . . . ?
C1 N1 C4 C5 132.2(3) . . . . ?
C1 N1 C4 C6 -106.5(3) . . . . ?
C1 N1 C7 C8 -98.5(3) . . . . ?
C1 N1 C7 C12 86.4(3) . . . . ?
C1 C2 C3 C4 16.9(3) . . . . ?
C1 C2 C19 C20 -177.4(2) . . . 3_666 ?
C1 C2 C20 C19 178.7(2) . . . 3_666 ?
C2 C3 C4 N1 -17.6(3) . . . . ?
C2 C3 C4 C5 -137.5(3) . . . . ?
C2 C3 C4 C6 99.2(3) . . . . ?
C3 C2 C19 C20 68.3(3) . . . 3_666 ?
C3 C2 C20 C19 -64.7(3) . . . 3_666 ?
C4 N1 C1 Ir1 177.37(18) . . . . ?
C4 N1 C1 C2 -2.5(3) . . . . ?
C4 N1 C7 C8 85.2(3) . . . . ?
C4 N1 C7 C12 -89.9(3) . . . . ?
C7 N1 C1 Ir1 0.9(4) . . . . ?
C7 N1 C1 C2 -179.0(2) . . . . ?
C7 N1 C4 C3 -170.3(2) . . . . ?
C7 N1 C4 C5 -51.0(4) . . . . ?
C7 N1 C4 C6 70.2(3) . . . . ?
C7 C8 C9 C10 0.1(5) . . . . ?
C7 C8 C14 C13 119.5(3) . . . . ?
C7 C8 C14 C15 -119.7(3) . . . . ?
C7 C12 C17 C16 -115.0(3) . . . . ?
C7 C12 C17 C18 124.0(3) . . . . ?
C8 C7 C12 C11 -4.5(4) . . . . ?
C8 C7 C12 C17 170.7(3) . . . . ?
C8 C9 C10 C11 -3.0(5) . . . . ?
C9 C8 C14 C13 -57.7(4) . . . . ?
C9 C8 C14 C15 63.2(4) . . . . ?
C9 C10 C11 C12 2.3(5) . . . . ?
C10 C11 C12 C7 1.4(5) . . . . ?
C10 C11 C12 C17 -174.2(3) . . . . ?
C11 C12 C17 C16 60.2(3) . . . . ?
C11 C12 C17 C18 -60.9(4) . . . . ?
C12 C7 C8 C9 3.8(4) . . . . ?
C12 C7 C8 C14 -173.4(3) . . . . ?
C14 C8 C9 C10 177.5(3) . . . . ?
C19 C2 C3 C4 135.5(3) . . . . ?
C19 C2 C20 C19 57.9(3) . . . 3_666 ?
C20 C2 C3 C4 -103.2(3) . . . . ?
C20 C2 C19 C20 -57.2(3) . . . 3_666 ?
C21 P1 C27 C28 -1.9(3) . . . . ?
C21 P1 C27 C32 177.8(2) . . . . ?
C21 P1 C33 C34 -73.3(3) . . . . ?
C21 P1 C33 C38 108.0(2) . . . . ?
C21 C22 C23 C24 -1.1(5) . . . . ?
C22 C21 C26 C25 -0.4(4) . . . . ?
C22 C23 C24 C25 0.4(5) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
C24 C25 C26 C21 -0.3(5) . . . . ?
C26 C21 C22 C23 1.1(4) . . . . ?
C27 P1 C21 C22 84.7(2) . . . . ?
C27 P1 C21 C26 -95.2(3) . . . . ?
C27 P1 C33 C34 34.3(3) . . . . ?
C27 P1 C33 C38 -144.4(2) . . . . ?
C27 C28 C29 C30 0.7(5) . . . . ?
C28 C27 C32 C31 -0.9(5) . . . . ?
C28 C29 C30 C31 -1.3(5) . . . . ?
C29 C30 C31 C32 0.8(6) . . . . ?
C30 C31 C32 C27 0.4(5) . . . . ?
C32 C27 C28 C29 0.4(4) . . . . ?
C33 P1 C21 C22 -168.9(2) . . . . ?
C33 P1 C21 C26 11.1(3) . . . . ?
C33 P1 C27 C28 -111.6(3) . . . . ?
C33 P1 C27 C32 68.1(3) . . . . ?
C33 C34 C35 C36 -0.2(6) . . . . ?
C34 C33 C38 C37 0.4(5) . . . . ?
C34 C35 C36 C37 -0.3(6) . . . . ?
C35 C36 C37 C38 0.8(5) . . . . ?
C36 C37 C38 C33 -0.8(5) . . . . ?
C38 C33 C34 C35 0.1(5) . . . . ?
C39 C40 C41 C42 0.9(6) . . . . ?
C40 C39 C44 C43 0.1(6) . . . . ?
C40 C41 C42 C43 -0.6(6) . . . . ?
C41 C42 C43 C44 -0.1(6) . . . . ?
C42 C43 C44 C39 0.3(6) . . . . ?
C44 C39 C40 C41 -0.7(6) . . . . ?
C45 C46 C47 C45 -0.5(7) . . . 3_565 ?
C47 C45 C46 C47 0.5(7) 3_565 . . . ?
