#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/33/4113316.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_4113316
loop_
_publ_author_name
'Seiji Ogo'
'Keiji Uehara'
'Tsutomu Abura'
'Yoshihito Watanabe'
'Shunichi Fukuzumi'
_publ_contact_author_address
;
    Department of Material and Life Science, Graduate School of Engineering,
 Osaka University, Suita, Osaka 565-0871, Japan
;
_publ_contact_author_email       ' ogo@ap.chem.eng.osaka-u.ac.jp '
_publ_contact_author_fax         ' +81-6-6879-7370 '
_publ_contact_author_name        ' Seiji Ogo '
_publ_contact_author_phone       ' +81-6-6879-4140 '
_publ_section_title
;
 pH-Selective Synthesis and Structures of Alkynyl, Acyl, and Ketonyl
 Intermediates in Anti-Markovnikov and Markovnikov Hydrations of a
 Terminal Alkyne with a Water-Soluble Iridium Aqua Complex in Water
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16520
_journal_page_last               16527
_journal_paper_doi               10.1021/ja0473541
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C28 H28 F6 Ir N2 P'
_chemical_formula_weight         729.73
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             'Tue May  4 00:11:23 2004'
_audit_creation_method           'by teXsan'
_cell_angle_alpha                90
_cell_angle_beta                 88.936(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.158(1)
_cell_length_b                   13.577(1)
_cell_length_c                   16.160(2)
_cell_measurement_reflns_used    9762
_cell_measurement_temperature    223.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     2886.4(5)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 14.62
_diffrn_measured_fraction_theta_full 0.9935
_diffrn_measured_fraction_theta_max 0.9935
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.073
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23066
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    4.752
_exptl_absorpt_correction_T_max  0.655
_exptl_absorpt_correction_T_min  0.481
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   Coppens_numerical
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_description       Platelet
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_refine_diff_density_max         4.52
_refine_diff_density_min         -3.69
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6586
_refine_ls_R_factor_gt           0.0556
_refine_ls_shift/su_max          0.0045
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.05500(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1551
_reflns_number_gt                4381
_reflns_number_total             6586
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja0473541si20040818_064235.cif
_cod_data_source_block           '_alkynyl'
_cod_original_cell_volume        2886.2(5)
_cod_original_formula_sum        'C28 H28 F6 Ir N2 P '
_cod_database_code               4113316
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
x,1/2-y,1/2+z
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_calc_flag
Ir(1) Ir 0.71841(3) 0.26382(3) -0.04930(2) 0.02481(10) Uani 1.00 d
P(1) P 0.2902(3) 0.1494(2) -0.1555(2) 0.0452(9) Uani 1.00 d
F(1) F 0.374(1) 0.1201(9) -0.0942(7) 0.134(5) Uani 1.00 d
F(2) F 0.2000(10) 0.1800(8) -0.2112(9) 0.141(5) Uani 1.00 d
F(3) F 0.229(2) 0.061(1) -0.124(1) 0.233(10) Uani 1.00 d
F(4) F 0.318(3) 0.082(3) -0.217(2) 0.43(2) Uani 1.00 d
F(5) F 0.346(2) 0.245(1) -0.181(1) 0.205(9) Uani 1.00 d
F(6) F 0.246(2) 0.215(2) -0.094(1) 0.28(1) Uani 1.00 d
N(1) N 0.6017(7) 0.3643(6) -0.0710(5) 0.029(2) Uani 1.00 d
N(2) N 0.6023(7) 0.2193(6) 0.0330(5) 0.030(2) Uani 1.00 d
C(1) C 0.7721(8) 0.3478(7) 0.0422(5) 0.025(2) Uani 1.00 d
C(2) C 0.8114(8) 0.3929(8) 0.0980(6) 0.031(3) Uani 1.00 d
C(3) C 0.8583(8) 0.4473(8) 0.1676(6) 0.033(3) Uani 1.00 d
C(4) C 0.9357(9) 0.4019(9) 0.2124(7) 0.041(3) Uani 1.00 d
C(5) C 0.9771(10) 0.451(1) 0.2772(7) 0.049(4) Uani 1.00 d
C(6) C 0.942(1) 0.542(1) 0.2993(7) 0.048(4) Uani 1.00 d
C(7) C 0.868(1) 0.5866(9) 0.2556(7) 0.045(4) Uani 1.00 d
C(8) C 0.8278(9) 0.5389(9) 0.1895(7) 0.042(3) Uani 1.00 d
C(9) C 0.6095(9) 0.4390(8) -0.1243(6) 0.038(3) Uani 1.00 d
C(10) C 0.525(1) 0.4994(9) -0.1423(7) 0.048(4) Uani 1.00 d
C(11) C 0.434(1) 0.4796(10) -0.1032(8) 0.054(4) Uani 1.00 d
C(12) C 0.4244(9) 0.4050(9) -0.0474(7) 0.043(3) Uani 1.00 d
C(13) C 0.5120(8) 0.3481(8) -0.0326(6) 0.034(3) Uani 1.00 d
C(14) C 0.5141(8) 0.2691(8) 0.0304(6) 0.035(3) Uani 1.00 d
C(15) C 0.4348(9) 0.2476(10) 0.0862(8) 0.050(4) Uani 1.00 d
C(16) C 0.449(1) 0.173(1) 0.1426(7) 0.057(4) Uani 1.00 d
C(17) C 0.538(1) 0.1212(9) 0.1440(7) 0.047(4) Uani 1.00 d
C(18) C 0.6148(10) 0.1460(8) 0.0887(6) 0.039(3) Uani 1.00 d
C(19) C 0.7234(9) 0.1795(8) -0.1669(6) 0.036(3) Uani 1.00 d
C(20) C 0.7551(9) 0.1180(8) -0.0997(7) 0.037(3) Uani 1.00 d
C(21) C 0.8404(9) 0.1599(8) -0.0633(6) 0.034(3) Uani 1.00 d
C(22) C 0.8665(8) 0.2451(8) -0.1089(6) 0.035(3) Uani 1.00 d
C(23) C 0.7947(8) 0.2582(8) -0.1706(6) 0.032(3) Uani 1.00 d
C(24) C 0.636(1) 0.163(1) -0.2243(7) 0.064(5) Uani 1.00 d
C(25) C 0.699(1) 0.0260(9) -0.0763(9) 0.071(5) Uani 1.00 d
C(26) C 0.900(1) 0.114(1) 0.0058(8) 0.060(4) Uani 1.00 d
C(27) C 0.9588(10) 0.307(1) -0.0923(8) 0.063(4) Uani 1.00 d
C(28) C 0.800(1) 0.336(1) -0.2388(8) 0.058(4) Uani 1.00 d
H(1) H 0.9586 0.3358 0.1969 0.0507 Uiso 1.00 calc
H(2) H 1.0335 0.4204 0.3070 0.0590 Uiso 1.00 calc
H(3) H 0.9705 0.5757 0.3461 0.0604 Uiso 1.00 calc
H(4) H 0.8433 0.6517 0.2712 0.0557 Uiso 1.00 calc
H(5) H 0.7765 0.5712 0.1566 0.0528 Uiso 1.00 calc
H(6) H 0.6751 0.4525 -0.1509 0.0488 Uiso 1.00 calc
H(7) H 0.5311 0.5537 -0.1809 0.0573 Uiso 1.00 calc
H(8) H 0.3749 0.5195 -0.1149 0.0650 Uiso 1.00 calc
H(9) H 0.3606 0.3914 -0.0192 0.0515 Uiso 1.00 calc
H(10) H 0.3716 0.2836 0.0847 0.0599 Uiso 1.00 calc
H(11) H 0.3943 0.1574 0.1817 0.0636 Uiso 1.00 calc
H(12) H 0.5459 0.0683 0.1835 0.0591 Uiso 1.00 calc
H(13) H 0.6797 0.1110 0.0893 0.0480 Uiso 1.00 calc
H(14) H 0.5903 0.2186 -0.2219 0.0793 Uiso 1.00 calc
H(15) H 0.6597 0.1552 -0.2794 0.0793 Uiso 1.00 calc
H(16) H 0.5984 0.1059 -0.2078 0.0793 Uiso 1.00 calc
H(17) H 0.6287 0.0416 -0.0613 0.0822 Uiso 1.00 calc
H(18) H 0.6966 -0.0186 -0.1223 0.0822 Uiso 1.00 calc
H(19) H 0.7283 -0.0063 -0.0309 0.0822 Uiso 1.00 calc
H(20) H 0.8568 0.1038 0.0539 0.0738 Uiso 1.00 calc
H(21) H 0.9272 0.0520 -0.0107 0.0738 Uiso 1.00 calc
H(22) H 0.9546 0.1561 0.0216 0.0738 Uiso 1.00 calc
H(23) H 1.0198 0.2686 -0.0983 0.0746 Uiso 1.00 calc
H(24) H 0.9635 0.3614 -0.1297 0.0746 Uiso 1.00 calc
H(25) H 0.9566 0.3327 -0.0368 0.0746 Uiso 1.00 calc
H(26) H 0.8591 0.3290 -0.2718 0.0685 Uiso 1.00 calc
H(27) H 0.7413 0.3305 -0.2735 0.0685 Uiso 1.00 calc
H(28) H 0.7986 0.4010 -0.2150 0.0685 Uiso 1.00 calc
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
F F 0.017 0.010
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
Ir Ir -1.444 7.990
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
P P 0.102 0.094
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(1) Ir(1) N(2) 76.4(3) yes
N(1) Ir(1) C(1) 91.3(3) yes
N(1) Ir(1) C(19) 101.7(4) yes
N(1) Ir(1) C(20) 133.2(4) yes
N(1) Ir(1) C(21) 164.3(3) yes
N(1) Ir(1) C(22) 131.2(4) yes
N(1) Ir(1) C(23) 101.5(3) yes
N(2) Ir(1) C(1) 87.6(4) yes
N(2) Ir(1) C(19) 113.8(4) yes
N(2) Ir(1) C(20) 97.4(4) yes
N(2) Ir(1) C(21) 114.4(4) yes
N(2) Ir(1) C(22) 152.2(4) yes
N(2) Ir(1) C(23) 151.1(4) yes
C(1) Ir(1) C(19) 156.9(4) yes
C(1) Ir(1) C(20) 135.2(4) yes
C(1) Ir(1) C(21) 100.3(4) yes
C(1) Ir(1) C(22) 93.9(4) yes
C(1) Ir(1) C(23) 121.2(4) yes
C(19) Ir(1) C(20) 38.1(4) yes
C(19) Ir(1) C(21) 63.9(4) yes
C(19) Ir(1) C(22) 63.1(4) yes
C(19) Ir(1) C(23) 37.7(4) yes
C(20) Ir(1) C(21) 37.6(4) yes
C(20) Ir(1) C(22) 62.6(4) yes
C(20) Ir(1) C(23) 62.7(4) yes
C(21) Ir(1) C(22) 38.1(4) yes
C(21) Ir(1) C(23) 63.4(4) yes
C(22) Ir(1) C(23) 37.4(4) yes
F(1) P(1) F(2) 175.5(9) yes
F(1) P(1) F(3) 87.6(7) yes
F(1) P(1) F(4) 96(1) yes
F(1) P(1) F(5) 92.6(8) yes
F(1) P(1) F(6) 90(1) yes
F(2) P(1) F(3) 90.2(7) yes
F(2) P(1) F(4) 87(1) yes
F(2) P(1) F(5) 89.2(8) yes
F(2) P(1) F(6) 85(1) yes
F(3) P(1) F(4) 81(1) yes
F(3) P(1) F(5) 174(1) yes
F(3) P(1) F(6) 93(1) yes
F(4) P(1) F(5) 103(2) yes
F(4) P(1) F(6) 171(1) yes
F(5) P(1) F(6) 81(1) yes
Ir(1) N(1) C(9) 123.8(8) yes
Ir(1) N(1) C(13) 117.3(7) yes
C(9) N(1) C(13) 118.7(9) yes
Ir(1) N(2) C(14) 117.1(7) yes
Ir(1) N(2) C(18) 122.5(7) yes
C(14) N(2) C(18) 120.3(9) yes
Ir(1) C(1) C(2) 174.3(9) yes
C(1) C(2) C(3) 178(1) yes
C(2) C(3) C(4) 119(1) yes
C(2) C(3) C(8) 121(1) yes
C(4) C(3) C(8) 118(1) yes
C(3) C(4) C(5) 119(1) yes
C(4) C(5) C(6) 120(1) yes
C(5) C(6) C(7) 120(1) yes
C(6) C(7) C(8) 119(1) yes
C(3) C(8) C(7) 121(1) yes
N(1) C(9) C(10) 121(1) yes
C(9) C(10) C(11) 118(1) yes
C(10) C(11) C(12) 121(1) yes
C(11) C(12) C(13) 116(1) yes
N(1) C(13) C(12) 123(1) yes
N(1) C(13) C(14) 114.2(9) yes
C(12) C(13) C(14) 122(1) yes
N(2) C(14) C(13) 114.3(9) yes
N(2) C(14) C(15) 120(1) yes
C(13) C(14) C(15) 124(1) yes
C(14) C(15) C(16) 118(1) yes
C(15) C(16) C(17) 120(1) yes
C(16) C(17) C(18) 118(1) yes
N(2) C(18) C(17) 120(1) yes
Ir(1) C(19) C(20) 69.9(6) yes
Ir(1) C(19) C(23) 69.9(6) yes
Ir(1) C(19) C(24) 126.4(8) yes
C(20) C(19) C(23) 105.5(9) yes
C(20) C(19) C(24) 128(1) yes
C(23) C(19) C(24) 126(1) yes
Ir(1) C(20) C(19) 72.0(6) yes
Ir(1) C(20) C(21) 69.4(6) yes
Ir(1) C(20) C(25) 123.9(8) yes
C(19) C(20) C(21) 109.2(10) yes
C(19) C(20) C(25) 121(1) yes
C(21) C(20) C(25) 128(1) yes
Ir(1) C(21) C(20) 73.0(6) yes
Ir(1) C(21) C(22) 72.0(6) yes
Ir(1) C(21) C(26) 126.2(7) yes
C(20) C(21) C(22) 107.7(9) yes
C(20) C(21) C(26) 124(1) yes
C(22) C(21) C(26) 126(1) yes
Ir(1) C(22) C(21) 69.9(6) yes
Ir(1) C(22) C(23) 71.8(6) yes
Ir(1) C(22) C(27) 125.1(8) yes
C(21) C(22) C(23) 108.4(9) yes
C(21) C(22) C(27) 123(1) yes
C(23) C(22) C(27) 127(1) yes
Ir(1) C(23) C(19) 72.4(5) yes
Ir(1) C(23) C(22) 70.8(6) yes
Ir(1) C(23) C(28) 129.7(8) yes
C(19) C(23) C(22) 109.2(9) yes
C(19) C(23) C(28) 124(1) yes
C(22) C(23) C(28) 125(1) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ir(1) N(1) 2.089(8) yes
Ir(1) N(2) 2.095(8) yes
Ir(1) C(1) 2.006(9) yes
Ir(1) C(19) 2.219(10) yes
Ir(1) C(20) 2.19(1) yes
Ir(1) C(21) 2.15(1) yes
Ir(1) C(22) 2.173(10) yes
Ir(1) C(23) 2.187(10) yes
P(1) F(1) 1.55(1) yes
P(1) F(2) 1.56(1) yes
P(1) F(3) 1.53(1) yes
P(1) F(4) 1.40(2) yes
P(1) F(5) 1.54(1) yes
P(1) F(6) 1.45(1) yes
N(1) C(9) 1.33(1) yes
N(1) C(13) 1.34(1) yes
N(2) C(14) 1.34(1) yes
N(2) C(18) 1.36(1) yes
C(1) C(2) 1.21(1) yes
C(2) C(3) 1.49(1) yes
C(3) C(4) 1.40(1) yes
C(3) C(8) 1.35(2) yes
C(4) C(5) 1.36(2) yes
C(5) C(6) 1.38(2) yes
C(6) C(7) 1.36(2) yes
C(7) C(8) 1.36(2) yes
C(9) C(10) 1.41(2) yes
C(10) C(11) 1.37(2) yes
C(11) C(12) 1.36(2) yes
C(12) C(13) 1.41(1) yes
C(13) C(14) 1.48(2) yes
C(14) C(15) 1.40(2) yes
C(15) C(16) 1.38(2) yes
C(16) C(17) 1.37(2) yes
C(17) C(18) 1.38(2) yes
C(19) C(20) 1.44(2) yes
C(19) C(23) 1.42(1) yes
C(19) C(24) 1.50(2) yes
C(20) C(21) 1.40(2) yes
C(20) C(25) 1.49(2) yes
C(21) C(22) 1.41(1) yes
C(21) C(26) 1.51(2) yes
C(22) C(23) 1.40(1) yes
C(22) C(27) 1.51(2) yes
C(23) C(28) 1.52(2) yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
F(1) C(14) 3.42(1) .
F(1) C(15) 3.50(2) .
F(1) C(25) 3.51(2) 3_655
F(1) C(17) 3.56(2) 3_655
F(2) C(7) 3.37(2) 3_665
F(2) C(5) 3.43(2) 4_454
F(3) C(26) 3.47(2) 3_655
F(3) C(18) 3.53(3) 3_655
F(3) C(25) 3.58(2) 3_655
F(4) C(10) 3.24(3) 2_644
F(4) C(9) 3.34(2) 2_644
F(4) C(17) 3.56(3) 3_655
F(5) C(12) 3.25(2) .
F(5) C(16) 3.33(2) 4_554
F(5) C(13) 3.56(2) .
F(6) C(12) 3.58(3) .
N(1) C(11) 3.55(1) 3_665
C(4) C(23) 3.41(2) 4_555
C(4) C(19) 3.55(2) 4_555
C(5) C(21) 3.46(2) 4_555
C(5) C(22) 3.53(2) 4_555
C(9) C(12) 3.51(1) 3_665
C(10) C(12) 3.40(2) 3_665
C(10) C(13) 3.53(1) 3_665
C(10) C(15) 3.59(2) 3_665
C(11) C(13) 3.29(2) 3_665
C(11) C(12) 3.46(2) 3_665
C(16) C(25) 3.51(2) 3_655
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_publ_flag
Ir(1) N(1) C(9) C(10) 174.1(8) yes
Ir(1) N(1) C(13) C(12) -174.3(8) yes
Ir(1) N(1) C(13) C(14) 9(1) yes
Ir(1) N(2) C(14) C(13) 1(1) yes
Ir(1) N(2) C(14) C(15) -176.5(8) yes
Ir(1) N(2) C(18) C(17) 177.5(8) yes
Ir(1) C(1) C(2) C(3) -100(57) yes
Ir(1) C(19) C(20) C(21) -59.8(7) yes
Ir(1) C(19) C(20) C(25) 119(1) yes
Ir(1) C(19) C(23) C(22) 61.5(7) yes
Ir(1) C(19) C(23) C(28) -126(1) yes
Ir(1) C(20) C(19) C(23) 61.3(7) yes
Ir(1) C(20) C(19) C(24) -121(1) yes
Ir(1) C(20) C(21) C(22) -64.1(7) yes
Ir(1) C(20) C(21) C(26) 122(1) yes
Ir(1) C(21) C(20) C(19) 61.4(7) yes
Ir(1) C(21) C(20) C(25) -117(1) yes
Ir(1) C(21) C(22) C(23) -61.9(7) yes
Ir(1) C(21) C(22) C(27) 119(1) yes
Ir(1) C(22) C(21) C(20) 64.7(7) yes
Ir(1) C(22) C(21) C(26) -122(1) yes
Ir(1) C(22) C(23) C(19) -62.6(7) yes
Ir(1) C(22) C(23) C(28) 125(1) yes
Ir(1) C(23) C(19) C(20) -61.3(7) yes
Ir(1) C(23) C(19) C(24) 120(1) yes
Ir(1) C(23) C(22) C(21) 60.6(7) yes
Ir(1) C(23) C(22) C(27) -120(1) yes
N(1) Ir(1) N(2) C(14) 2.7(7) yes
N(1) Ir(1) N(2) C(18) -175.2(8) yes
N(1) Ir(1) C(1) C(2) -174(8) yes
N(1) Ir(1) C(19) C(20) -150.5(6) yes
N(1) Ir(1) C(19) C(23) 93.7(6) yes
N(1) Ir(1) C(19) C(24) -27(1) yes
N(1) Ir(1) C(20) C(19) 41.5(8) yes
N(1) Ir(1) C(20) C(21) 160.8(6) yes
N(1) Ir(1) C(20) C(25) -75(1) yes
N(1) Ir(1) C(21) C(20) -62(1) yes
N(1) Ir(1) C(21) C(22) 53(1) yes
N(1) Ir(1) C(21) C(26) 176(1) yes
N(1) Ir(1) C(22) C(21) -163.2(5) yes
N(1) Ir(1) C(22) C(23) -44.9(8) yes
N(1) Ir(1) C(22) C(27) 79(1) yes
N(1) Ir(1) C(23) C(19) -94.4(6) yes
N(1) Ir(1) C(23) C(22) 147.2(6) yes
N(1) Ir(1) C(23) C(28) 26(1) yes
N(1) C(9) C(10) C(11) 0(1) yes
N(1) C(13) C(12) C(11) 0(1) yes
N(1) C(13) C(14) N(2) -6(1) yes
N(1) C(13) C(14) C(15) 170.8(10) yes
N(2) Ir(1) N(1) C(9) 177.7(8) yes
N(2) Ir(1) N(1) C(13) -6.6(7) yes
N(2) Ir(1) C(1) C(2) 108(8) yes
N(2) Ir(1) C(19) C(20) -70.3(7) yes
N(2) Ir(1) C(19) C(23) 173.8(6) yes
N(2) Ir(1) C(19) C(24) 52(1) yes
N(2) Ir(1) C(20) C(19) 119.7(6) yes
N(2) Ir(1) C(20) C(21) -120.9(6) yes
N(2) Ir(1) C(20) C(25) 2(1) yes
N(2) Ir(1) C(21) C(20) 69.1(7) yes
N(2) Ir(1) C(21) C(22) -175.2(5) yes
N(2) Ir(1) C(21) C(26) -52(1) yes
N(2) Ir(1) C(22) C(21) 9(1) yes
N(2) Ir(1) C(22) C(23) 127.7(8) yes
N(2) Ir(1) C(22) C(27) -108(1) yes
N(2) Ir(1) C(23) C(19) -11(1) yes
N(2) Ir(1) C(23) C(22) -130.2(8) yes
N(2) Ir(1) C(23) C(28) 109(1) yes
N(2) C(14) C(13) C(12) 176.8(9) yes
N(2) C(14) C(15) C(16) -1(1) yes
N(2) C(18) C(17) C(16) 0(1) yes
C(1) Ir(1) N(1) C(9) 90.5(8) yes
C(1) Ir(1) N(1) C(13) -93.9(7) yes
C(1) Ir(1) N(2) C(14) 94.7(7) yes
C(1) Ir(1) N(2) C(18) -83.3(8) yes
C(1) Ir(1) C(19) C(20) 86(1) yes
C(1) Ir(1) C(19) C(23) -29(1) yes
C(1) Ir(1) C(19) C(24) -150(1) yes
C(1) Ir(1) C(20) C(19) -146.2(7) yes
C(1) Ir(1) C(20) C(21) -26.9(9) yes
C(1) Ir(1) C(20) C(25) 96(1) yes
C(1) Ir(1) C(21) C(20) 161.1(6) yes
C(1) Ir(1) C(21) C(22) -83.2(6) yes
C(1) Ir(1) C(21) C(26) 39(1) yes
C(1) Ir(1) C(22) C(21) 101.7(6) yes
C(1) Ir(1) C(22) C(23) -140.0(6) yes
C(1) Ir(1) C(22) C(27) -16(1) yes
C(1) Ir(1) C(23) C(19) 167.0(6) yes
C(1) Ir(1) C(23) C(22) 48.6(8) yes
C(1) Ir(1) C(23) C(28) -72(1) yes
C(1) C(2) C(3) C(4) 87(57) yes
C(1) C(2) C(3) C(8) -91(57) yes
C(2) C(1) Ir(1) C(19) -49(9) yes
C(2) C(1) Ir(1) C(20) 10(9) yes
C(2) C(1) Ir(1) C(21) -5(8) yes
C(2) C(1) Ir(1) C(22) -43(8) yes
C(2) C(1) Ir(1) C(23) -70(8) yes
C(2) C(3) C(4) C(5) -178(1) yes
C(2) C(3) C(8) C(7) 176(1) yes
C(3) C(4) C(5) C(6) 1(1) yes
C(3) C(8) C(7) C(6) 1(1) yes
C(4) C(3) C(8) C(7) -2(1) yes
C(4) C(5) C(6) C(7) -1(1) yes
C(5) C(4) C(3) C(8) 0(1) yes
C(5) C(6) C(7) C(8) 0(1) yes
C(9) N(1) Ir(1) C(19) -70.3(8) yes
C(9) N(1) Ir(1) C(20) -94.9(9) yes
C(9) N(1) Ir(1) C(21) -47(1) yes
C(9) N(1) Ir(1) C(22) -5.9(10) yes
C(9) N(1) Ir(1) C(23) -31.8(8) yes
C(9) N(1) C(13) C(12) 1(1) yes
C(9) N(1) C(13) C(14) -175.0(8) yes
C(9) C(10) C(11) C(12) 0(1) yes
C(10) C(9) N(1) C(13) -1(1) yes
C(10) C(11) C(12) C(13) 0(1) yes
C(11) C(12) C(13) C(14) 175.9(10) yes
C(12) C(13) C(14) C(15) -5(1) yes
C(13) N(1) Ir(1) C(19) 105.4(7) yes
C(13) N(1) Ir(1) C(20) 80.7(8) yes
C(13) N(1) Ir(1) C(21) 128(1) yes
C(13) N(1) Ir(1) C(22) 169.8(7) yes
C(13) N(1) Ir(1) C(23) 143.9(7) yes
C(13) C(14) N(2) C(18) 179.1(8) yes
C(13) C(14) C(15) C(16) -178.7(10) yes
C(14) N(2) Ir(1) C(19) -94.2(7) yes
C(14) N(2) Ir(1) C(20) -130.1(7) yes
C(14) N(2) Ir(1) C(21) -165.1(7) yes
C(14) N(2) Ir(1) C(22) -171.5(7) yes
C(14) N(2) Ir(1) C(23) -86.4(10) yes
C(14) N(2) C(18) C(17) 0(1) yes
C(14) C(15) C(16) C(17) 0(1) yes
C(15) C(14) N(2) C(18) 1(1) yes
C(15) C(16) C(17) C(18) 0(1) yes
C(18) N(2) Ir(1) C(19) 87.8(8) yes
C(18) N(2) Ir(1) C(20) 52.0(8) yes
C(18) N(2) Ir(1) C(21) 16.9(9) yes
C(18) N(2) Ir(1) C(22) 10(1) yes
C(18) N(2) Ir(1) C(23) 95(1) yes
C(19) Ir(1) C(20) C(21) 119.4(9) yes
C(19) Ir(1) C(20) C(25) -116(1) yes
C(19) Ir(1) C(21) C(20) -36.7(6) yes
C(19) Ir(1) C(21) C(22) 79.0(6) yes
C(19) Ir(1) C(21) C(26) -157(1) yes
C(19) Ir(1) C(22) C(21) -81.2(7) yes
C(19) Ir(1) C(22) C(23) 37.1(6) yes
C(19) Ir(1) C(22) C(27) 161(1) yes
C(19) Ir(1) C(23) C(22) -118.4(9) yes
C(19) Ir(1) C(23) C(28) 120(1) yes
C(19) C(20) Ir(1) C(21) -119.4(9) yes
C(19) C(20) Ir(1) C(22) -80.6(7) yes
C(19) C(20) Ir(1) C(23) -38.3(6) yes
C(19) C(20) C(21) C(22) -2(1) yes
C(19) C(20) C(21) C(26) -175.9(10) yes
C(19) C(23) Ir(1) C(20) 38.6(7) yes
C(19) C(23) Ir(1) C(21) 81.0(7) yes
C(19) C(23) Ir(1) C(22) 118.4(9) yes
C(19) C(23) C(22) C(21) -1(1) yes
C(19) C(23) C(22) C(27) 176(1) yes
C(20) Ir(1) C(19) C(23) -115.9(9) yes
C(20) Ir(1) C(19) C(24) 123(1) yes
C(20) Ir(1) C(21) C(22) 115.7(9) yes
C(20) Ir(1) C(21) C(26) -121(1) yes
C(20) Ir(1) C(22) C(21) -38.3(6) yes
C(20) Ir(1) C(22) C(23) 80.0(7) yes
C(20) Ir(1) C(22) C(27) -156(1) yes
C(20) Ir(1) C(23) C(22) -79.8(7) yes
C(20) Ir(1) C(23) C(28) 159(1) yes
C(20) C(19) Ir(1) C(21) 36.3(6) yes
C(20) C(19) Ir(1) C(22) 79.1(7) yes
C(20) C(19) Ir(1) C(23) 115.9(9) yes
C(20) C(19) C(23) C(22) 0(1) yes
C(20) C(19) C(23) C(28) 172(1) yes
C(20) C(21) Ir(1) C(22) -115.7(9) yes
C(20) C(21) Ir(1) C(23) -79.0(7) yes
C(20) C(21) C(22) C(23) 2(1) yes
C(20) C(21) C(22) C(27) -175(1) yes
C(21) Ir(1) C(19) C(23) -79.6(7) yes
C(21) Ir(1) C(19) C(24) 159(1) yes
C(21) Ir(1) C(20) C(25) 123(1) yes
C(21) Ir(1) C(22) C(23) 118.3(9) yes
C(21) Ir(1) C(22) C(27) -117(1) yes
C(21) Ir(1) C(23) C(22) -37.4(6) yes
C(21) Ir(1) C(23) C(28) -158(1) yes
C(21) C(20) Ir(1) C(22) 38.8(6) yes
C(21) C(20) Ir(1) C(23) 81.1(7) yes
C(21) C(20) C(19) C(23) 1(1) yes
C(21) C(20) C(19) C(24) 179(1) yes
C(21) C(22) Ir(1) C(23) -118.3(9) yes
C(21) C(22) C(23) C(28) -173(1) yes
C(22) Ir(1) C(19) C(23) -36.8(6) yes
C(22) Ir(1) C(19) C(24) -157(1) yes
C(22) Ir(1) C(20) C(25) 162(1) yes
C(22) Ir(1) C(21) C(26) 123(1) yes
C(22) Ir(1) C(23) C(28) -120(1) yes
C(22) C(21) Ir(1) C(23) 36.7(6) yes
C(22) C(21) C(20) C(25) 178(1) yes
C(22) C(23) C(19) C(24) -177(1) yes
C(23) Ir(1) C(19) C(24) -120(1) yes
C(23) Ir(1) C(20) C(25) -155(1) yes
C(23) Ir(1) C(21) C(26) 159(1) yes
C(23) Ir(1) C(22) C(27) 123(1) yes
C(23) C(19) C(20) C(25) -179(1) yes
C(23) C(22) C(21) C(26) 175(1) yes
C(24) C(19) C(20) C(25) -1(1) yes
C(24) C(19) C(23) C(28) -5(1) yes
C(25) C(20) C(21) C(26) 5(1) yes
C(26) C(21) C(22) C(27) -2(1) yes
C(27) C(22) C(23) C(28) 4(1) yes
C(27) C(22) C(23) C(28) 4(1) yes
