##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'by teXsan'
_journal_date_recd_electronic     2003-05-20
_journal_date_accepted     2003-06-25
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2003
_journal_volume     59
_journal_issue      7
_journal_page_first     m551
_journal_page_last     m552
_journal_paper_category     EM
_publ_contact_author_name     'Naokazu Yoshikawa'
_publ_contact_author_address
;
Department of Chemistry, Faculty of Science, Nara Women's University
Nara, 630-8506, Japan
;
_publ_contact_author_email     naokazuu@dg.mbn.or.jp
_publ_contact_author_fax     ' +81-72-892-4028'
_publ_contact_author_phone     ' +81-72-892-4028'
_publ_section_title
;
cis-Dichlorobis(2,2'-biquinoline)iridium(III) hexafluorophosphate
;
loop_
    _publ_author_name
    _publ_author_address
    'Naokazu Yoshikawa'
;
Department of Chemistry
Faculty of Science
Nara Women's University
Nara 630-8506
Japan
;
    'Jun Sakamoto'
;
Department of Chemistry
Nara University of Education
Nara 630-8528
Japan
;
    'Nobuko Kanehisa'
;
Department of Applied Chemistry
Graduate School of Engineering
Osaka University
Yamada-Oka 2-1
Suita
Osaka 565-0871
Japan
;
    'Yasushi Kai'
;
Department of Applied Chemistry
Graduate School of Engineering
Osaka University
Yamada-Oka 2-1
Suita
Osaka 565-0871
Japan
;
    'Takeko Matsumura-Inoue'
;
Department of Chemistry
Faculty of Science
Nara Women's University
Nara 630-8506
Japan
;
    'Hiroshi Takashima'
;
Department of Chemistry
Faculty of Science
Nara Women's University
Nara 630-8506
Japan
;
    'Keiichi Tsukahara'
;
Department of Chemistry
Faculty of Science
Nara Women's University
Nara 630-8506
Japan
;
data_I
_chemical_formula_moiety     'C36 H24 Cl2 Ir N4 1+, F6 P 1-'
_chemical_formula_sum     'C36 H24 Cl2 F6 Ir N4 P'
_chemical_formula_iupac     '[Ir Cl2 (C18 H12 N2)2] P F6'
_chemical_formula_weight     920.70
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P  21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
loop_
    _symmetry_equiv_pos_as_xyz
    x,y,z
    1/2-x,1/2+y,1/2-z
    -x,-y,-z
    1/2+x,1/2-y,1/2+z
_cell_length_a     10.5127(2)
_cell_length_b     23.6279(5)
_cell_length_c     13.7750(2)
_cell_angle_alpha     90
_cell_angle_beta     108.0188(3)
_cell_angle_gamma     90
_cell_volume     3253.80(10)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     42000
_cell_measurement_theta_min     1.8
_cell_measurement_theta_max     27.4
_cell_measurement_temperature     223.2
_exptl_crystal_description     'prism'
_exptl_crystal_colour     'red'
_exptl_crystal_size_max     0.300
_exptl_crystal_size_mid     0.200
_exptl_crystal_size_min     0.100
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.879
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1792
_exptl_absorpt_coefficient_mu     4.398
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(ABSCOR; Higashi, 1995)'
_exptl_absorpt_correction_T_min     0.419
_exptl_absorpt_correction_T_max     0.644
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_measurement_device_type     'Rigaku R-AXIS-RAPID Imaging Plate'
_diffrn_measurement_method     'ω scan'
_diffrn_detector_area_resol_mean     10.00
_diffrn_reflns_number     27860
_diffrn_reflns_av_R_equivalents     0.045
_diffrn_reflns_theta_min     1.8
_diffrn_reflns_theta_max     27.40
_diffrn_reflns_theta_full     27.4
_diffrn_measured_fraction_theta_max     0.987
_diffrn_measured_fraction_theta_full     0.987
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -30
_diffrn_reflns_limit_k_max     30
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     17
_refine_special_details
;
Refinement using reflections with F² > -10.0 sigma(F²). The weighted
R-factor (wR) and goodness of fit (S) are based on F². R-factor (gt) are
based on F. The threshold expression of F² > 2.0 sigma(F²) is used only
for calculating R-factor (gt).
;
_reflns_number_total     7310
_reflns_number_gt     6212
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_R_factor_gt     0.0364
_refine_ls_wR_factor_ref     0.0972
_refine_ls_goodness_of_fit_ref     1.302
_refine_ls_number_reflns     6212
_refine_ls_number_parameters     475
_refine_ls_hydrogen_treatment     refU
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                   'w = 1/[σ²(Fo²) + (0.1P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_shift/su_max     0.0030
_refine_diff_density_max     0.90
_refine_diff_density_min     -1.17
_refine_ls_extinction_method     ?
_refine_ls_extinction_coef     ?
_refine_ls_extinction_expression     ?
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'Ir' 'Ir' -1.444 7.990
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'Cl' 'Cl' 0.148 0.159
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'P' 'P' 0.102 0.094
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'F' 'F' 0.017 0.010
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'N' 'N' 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'C' 'C' 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
    'H' 'H' 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
_computing_data_collection     'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement     'PROCESS-AUTO'
_computing_data_reduction     'TEXSAN (Molecular Structure Corportation, 2000)'
_computing_structure_solution     'SIR92 (Altomare et al., 1992)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEPII (Johnson, 1976)'
_computing_publication_material     'TEXSAN '
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Ir1 0.26472(2) 0.014490(10)
                              0.735900(10)
                                         0.02903(7) Uani d . 1.00 . . Ir
    Cl1 0.49620(10)
                  0.02929(6) 0.79180(10)
                                       0.0504(3) Uani d . 1.00 . . Cl
    Cl2 0.26750(10)
                  -0.06151(5) 0.62620(10)
                                        0.0440(3) Uani d . 1.00 . . Cl
    P1 -0.2786(3) 0.21685(8) 0.6983(2) 0.0792(6) Uani d . 1.00 . . P
    F1 -0.3950(10)
                 0.2529(3) 0.6207(5) 0.182(4) Uani d . 1.00 . . F
    F2 -0.2310(10)
                 0.1985(3) 0.6079(6) 0.206(5) Uani d . 1.00 . . F
    F3 -0.3707(8) 0.1643(2) 0.6803(5) 0.155(3) Uani d . 1.00 . . F
    F4 -0.1729(7) 0.1807(3) 0.7759(5) 0.146(3) Uani d . 1.00 . . F
    F5 -0.3406(6) 0.2375(2) 0.7837(4) 0.109(2) Uani d . 1.00 . . F
    F6 -0.1869(9) 0.2697(2) 0.7223(8) 0.184(4) Uani d . 1.00 . . F
    N1 0.2420(4) 0.0776(2) 0.8322(3) 0.0327(8) Uani d . 1.00 . . N
    N2 0.2916(4) -0.0294(2) 0.8708(3) 0.0350(9) Uani d . 1.00 . . N
    N3 0.2071(4) 0.0667(2) 0.6094(3) 0.0328(8) Uani d . 1.00 . . N
    N4 0.0582(4) 0.0090(2) 0.6925(3) 0.0329(8) Uani d . 1.00 . . N
    C1 0.2474(5) 0.1356(2) 0.8206(4) 0.0380(10)
                                              Uani d . 1.00 . . C
    C2 0.3209(6) 0.1593(2) 0.7614(4) 0.0460(10)
                                              Uani d . 1.00 . . C
    C3 0.3246(7) 0.2166(3) 0.7501(5) 0.059(2) Uani d . 1.00 . . C
    C4 0.2561(8) 0.2521(3) 0.7985(7) 0.073(2) Uani d . 1.00 . . C
    C5 0.1847(7) 0.2303(3) 0.8580(6) 0.068(2) Uani d . 1.00 . . C
    C6 0.1811(6) 0.1716(2) 0.8722(4) 0.0500(10)
                                              Uani d . 1.00 . . C
    C7 0.1186(6) 0.1468(3) 0.9380(5) 0.060(2) Uani d . 1.00 . . C
    C8 0.1281(6) 0.0902(3) 0.9571(4) 0.0550(10)
                                              Uani d . 1.00 . . C
    C9 0.1946(5) 0.0561(2) 0.9046(4) 0.0390(10)
                                              Uani d . 1.00 . . C
    C10 0.2255(5) -0.0035(2) 0.9271(4) 0.0370(10)
                                                Uani d . 1.00 . . C
    C11 0.2001(6) -0.0314(3) 1.0104(4) 0.0490(10)
                                                Uani d . 1.00 . . C
    C12 0.2470(6) -0.0848(3) 1.0355(4) 0.056(2) Uani d . 1.00 . . C
    C13 0.3259(6) -0.1097(3) 0.9832(4) 0.0500(10)
                                                Uani d . 1.00 . . C
    C14 0.3881(7) -0.1634(3) 1.0127(5) 0.063(2) Uani d . 1.00 . . C
    C15 0.4684(8) -0.1853(3) 0.9655(6) 0.073(2) Uani d . 1.00 . . C
    C16 0.4940(6) -0.1567(3) 0.8833(5) 0.062(2) Uani d . 1.00 . . C
    C17 0.4362(5) -0.1052(2) 0.8517(4) 0.0470(10)
                                                Uani d . 1.00 . . C
    C18 0.3501(5) -0.0814(2) 0.9009(4) 0.0370(10)
                                                Uani d . 1.00 . . C
    C19 0.2834(5) 0.0872(2) 0.5517(3) 0.0370(10)
                                               Uani d . 1.00 . . C
    C20 0.4049(5) 0.0603(2) 0.5539(4) 0.0410(10)
                                               Uani d . 1.00 . . C
    C21 0.4809(5) 0.0829(3) 0.4985(4) 0.0470(10)
                                               Uani d . 1.00 . . C
    C22 0.4415(7) 0.1331(3) 0.4420(4) 0.057(2) Uani d . 1.00 . . C
    C23 0.3252(7) 0.1587(3) 0.4375(4) 0.057(2) Uani d . 1.00 . . C
    C24 0.2407(6) 0.1366(2) 0.4896(4) 0.0450(10)
                                               Uani d . 1.00 . . C
    C25 0.1150(6) 0.1593(3) 0.4823(4) 0.0530(10)
                                               Uani d . 1.00 . . C
    C26 0.0360(6) 0.1344(2) 0.5310(4) 0.0490(10)
                                               Uani d . 1.00 . . C
    C27 0.0841(5) 0.0878(2) 0.5953(4) 0.0390(10)
                                               Uani d . 1.00 . . C
    C28 0.0023(5) 0.0550(2) 0.6445(4) 0.0380(10)
                                               Uani d . 1.00 . . C
    C29 -0.1300(5) 0.0708(3) 0.6394(4) 0.0480(10)
                                                Uani d . 1.00 . . C
    C30 -0.2000(5) 0.0368(3) 0.6832(4) 0.0500(10)
                                                Uani d . 1.00 . . C
    C31 -0.1489(5) -0.0160(2) 0.7237(4) 0.0430(10)
                                                 Uani d . 1.00 . . C
    C32 -0.2223(6) -0.0560(3) 0.7610(4) 0.0530(10)
                                                 Uani d . 1.00 . . C
    C33 -0.1708(6) -0.1067(3) 0.7934(5) 0.0540(10)
                                                 Uani d . 1.00 . . C
    C34 -0.0432(6) -0.1220(2) 0.7902(4) 0.0490(10)
                                                 Uani d . 1.00 . . C
    C35 0.0334(5) -0.0843(2) 0.7575(4) 0.0400(10)
                                                Uani d . 1.00 . . C
    C36 -0.0172(5) -0.0305(2) 0.7251(3) 0.0346(10) Uani d . 1.00 . . C
    H(2) 0.3671 0.1354 0.7289 0.0415(2) Uiso calc . 1.00 . . H
    H(3) 0.3738 0.2325 0.7094 0.0659(3) Uiso calc . 1.00 . . H
    H(4) 0.2580 0.2922 0.7902 0.1105(4) Uiso calc . 1.00 . . H
    H(5) 0.1388 0.2552 0.8893 0.0802(3) Uiso calc . 1.00 . . H
    H(7) 0.0691 0.1695 0.9693 0.0951(3) Uiso calc . 1.00 . . H
    H(8) 0.0887 0.0738 1.0041 0.0890(3) Uiso calc . 1.00 . . H
    H(11) 0.1505 -0.0128 1.0486 0.0803(3) Uiso calc . 1.00 . . H
    H(12) 0.2255 -0.1047 1.0884 0.0330(2) Uiso calc . 1.00 . . H
    H(14) 0.3706 -0.1838 1.0667 0.0610(2) Uiso calc . 1.00 . . H
    H(15) 0.5089 -0.2207 0.9862 0.0775(3) Uiso calc . 1.00 . . H
    H(16) 0.5507 -0.1730 0.8507 0.0926(3) Uiso calc . 1.00 . . H
    H(17) 0.4533 -0.0862 0.7967 0.0481(2) Uiso calc . 1.00 . . H
    H(20) 0.4335 0.0270 0.5934 0.0594(2) Uiso calc . 1.00 . . H
    H(21) 0.5607 0.0643 0.4982 0.0623(2) Uiso calc . 1.00 . . H
    H(22) 0.4983 0.1491 0.4068 0.0655(2) Uiso calc . 1.00 . . H
    H(23) 0.2989 0.1920 0.3976 0.1153(4) Uiso calc . 1.00 . . H
    H(25) 0.0839 0.1922 0.4423 0.0777(3) Uiso calc . 1.00 . . H
    H(26) -0.0516 0.1484 0.5222 0.0609(2) Uiso calc . 1.00 . . H
    H(29) -0.1693 0.1045 0.6052 0.0654(2) Uiso calc . 1.00 . . H
    H(30) -0.2849 0.0486 0.6864 0.0751(3) Uiso calc . 1.00 . . H
    H(32) -0.3092 -0.0474 0.7622 0.0979(3) Uiso calc . 1.00 . . H
    H(33) -0.2205 -0.1329 0.8192 0.0565(2) Uiso calc . 1.00 . . H
    H(34) -0.0104 -0.1589 0.8102 0.1183(4) Uiso calc . 1.00 . . H
    H(35) 0.1199 -0.0947 0.7569 0.0320(2) Uiso calc . 1.00 . . H
_geom_special_details     ?
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Ir1 Cl1 . . 2.3400(10)
                         yes
    Ir1 Cl2 . . 2.3530(10)
                         yes
    Ir1 N1 . . 2.058(4) yes
    Ir1 N2 . . 2.070(4) yes
    Ir1 N3 . . 2.068(4) yes
    Ir1 N4 . . 2.070(4) yes
    P1 F1 . . 1.600(8) no
    P1 F2 . . 1.540(10)
                      no
    P1 F3 . . 1.546(7) no
    P1 F4 . . 1.540(7) no
    P1 F5 . . 1.588(7) no
    P1 F6 . . 1.549(7) no
    N1 C1 . . 1.384(6) no
    N1 C9 . . 1.344(7) no
    N2 C10 . . 1.339(7) no
    N2 C18 . . 1.379(6) no
    N3 C19 . . 1.379(7) no
    N3 C27 . . 1.343(7) no
    N4 C28 . . 1.314(6) no
    N4 C36 . . 1.387(7) no
    C1 C2 . . 1.401(8) no
    C1 C6 . . 1.422(8) no
    C2 C3 . . 1.365(8) no
    C2 H(2) . . 0.943 no
    C3 C4 . . 1.400(10)
                      no
    C3 H(3) . . 0.950 no
    C4 C5 . . 1.370(10)
                      no
    C4 H(4) . . 0.953 no
    C5 C6 . . 1.403(9) no
    C5 H(5) . . 0.945 no
    C6 C7 . . 1.402(10) no
    C7 C8 . . 1.361(10) no
    C7 H(7) . . 0.939 no
    C8 C9 . . 1.404(9) no
    C8 H(8) . . 0.952 no
    C9 C10 . . 1.457(8) no
    C10 C11 . . 1.418(8) no
    C11 C12 . . 1.360(9) no
    C11 H(11) . . 0.955 no
    C12 C13 . . 1.387(10) no
    C12 H(12) . . 0.951 no
    C13 C14 . . 1.427(9) no
    C13 C18 . . 1.406(8) no
    C14 C15 . . 1.320(10)
                        no
    C14 H(14) . . 0.952 no
    C15 C16 . . 1.410(10)
                        no
    C15 H(15) . . 0.942 no
    C16 C17 . . 1.370(9) no
    C16 H(16) . . 0.933 no
    C17 C18 . . 1.406(8) no
    C17 H(17) . . 0.944 no
    C19 C20 . . 1.418(8) no
    C19 C24 . . 1.434(7) no
    C20 C21 . . 1.372(9) no
    C20 H(20) . . 0.950 no
    C21 C22 . . 1.409(8) no
    C21 H(21) . . 0.948 no
    C22 C23 . . 1.350(10)
                        no
    C22 H(22) . . 0.956 no
    C23 C24 . . 1.404(10) no
    C23 H(23) . . 0.950 no
    C24 C25 . . 1.401(9) no
    C25 C26 . . 1.353(10) no
    C25 H(25) . . 0.951 no
    C26 C27 . . 1.405(7) no
    C26 H(26) . . 0.951 no
    C27 C28 . . 1.469(8) no
    C28 C29 . . 1.420(8) no
    C29 C30 . . 1.351(9) no
    C29 H(29) . . 0.952 no
    C30 C31 . . 1.403(8) no
    C30 H(30) . . 0.949 no
    C31 C32 . . 1.415(9) no
    C31 C36 . . 1.421(8) no
    C32 C33 . . 1.332(9) no
    C32 H(32) . . 0.941 no
    C33 C34 . . 1.404(9) no
    C33 H(33) . . 0.948 no
    C34 C35 . . 1.367(8) no
    C34 H(34) . . 0.947 no
    C35 C36 . . 1.396(7) no
    C35 H(35) . . 0.945 no
loop_
    _geom_contact_atom_site_label_1
    _geom_contact_atom_site_label_2
    _geom_contact_distance
    _geom_contact_site_symmetry_1
    _geom_contact_site_symmetry_2
    _geom_contact_publ_flag
    Cl1 C12 3.270(6) . 3_657 ?
    Cl1 C11 3.498(5) . 3_657 ?
    Cl2 C29 3.501(5) . 3_556 ?
    F1 C34 3.340(10) . 2_456 ?
    F1 C7 3.490(10)
                  . 4_454 ?
    F1 C33 3.519(9) . 2_456 ?
    F3 C21 3.161(8) . 1_455 ?
    F3 C22 3.349(8) . 1_455 ?
    F3 C20 3.478(8) . 1_455 ?
    F5 C23 3.354(8) . 4_455 ?
    F5 C3 3.441(10) . 1_455 ?
    F5 C14 3.471(10) . 3_557 ?
    F5 C34 3.574(8) . 2_456 ?
    F6 C33 3.258(9) . 2_456 ?
    F6 C16 3.330(10)
                   . 2_556 ?
    F6 C23 3.380(10)
                   . 4_455 ?
    C8 C33 3.348(9) . 3_557 ?
    C22 C32 3.528(8) . 3_556 ?
    C23 C33 3.328(8) . 3_556 ?
    C23 C32 3.564(9) . 3_556 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    Cl1 Ir1 Cl2 . . . 96.15(5) yes
    Cl1 Ir1 N1 . . . 89.80(10)
                             yes
    Cl1 Ir1 N2 . . . 86.60(10)
                             yes
    Cl1 Ir1 N3 . . . 101.10(10)
                              yes
    Cl1 Ir1 N4 . . . 174.40(10)
                              yes
    Cl2 Ir1 N1 . . . 173.60(10)
                              yes
    Cl2 Ir1 N2 . . . 99.70(10)
                             yes
    Cl2 Ir1 N3 . . . 88.50(10)
                             yes
    Cl2 Ir1 N4 . . . 89.30(10)
                             yes
    N1 Ir1 N2 . . . 78.2(2) yes
    N1 Ir1 N3 . . . 92.8(2) yes
    N1 Ir1 N4 . . . 84.90(10)
                            yes
    N2 Ir1 N3 . . . 168.2(2) yes
    N2 Ir1 N4 . . . 93.9(2) yes
    N3 Ir1 N4 . . . 77.7(2) yes
    F1 P1 F2 . . . 88.9(4) no
    F1 P1 F3 . . . 90.4(4) no
    F1 P1 F4 . . . 176.4(5) no
    F1 P1 F5 . . . 85.8(4) no
    F1 P1 F6 . . . 90.6(4) no
    F2 P1 F3 . . . 89.2(4) no
    F2 P1 F4 . . . 93.5(4) no
    F2 P1 F5 . . . 174.4(4) no
    F2 P1 F6 . . . 93.7(6) no
    F3 P1 F4 . . . 87.0(4) no
    F3 P1 F5 . . . 89.2(4) no
    F3 P1 F6 . . . 176.9(5) no
    F4 P1 F5 . . . 91.7(4) no
    F4 P1 F6 . . . 91.8(4) no
    F5 P1 F6 . . . 88.0(5) no
    Ir1 N1 C1 . . . 128.7(3) no
    Ir1 N1 C9 . . . 110.4(3) no
    C1 N1 C9 . . . 119.8(4) no
    Ir1 N2 C10 . . . 109.8(3) no
    Ir1 N2 C18 . . . 129.8(4) no
    C10 N2 C18 . . . 119.8(4) no
    Ir1 N3 C19 . . . 128.6(3) no
    Ir1 N3 C27 . . . 111.1(3) no
    C19 N3 C27 . . . 119.5(4) no
    Ir1 N4 C28 . . . 111.1(3) no
    Ir1 N4 C36 . . . 127.1(3) no
    C28 N4 C36 . . . 120.6(4) no
    N1 C1 C2 . . . 120.9(5) no
    N1 C1 C6 . . . 119.3(5) no
    C2 C1 C6 . . . 119.7(5) no
    C1 C2 C3 . . . 120.2(6) no
    C1 C2 H(2) . . . 119.6 no
    C3 C2 H(2) . . . 120.2 no
    C2 C3 C4 . . . 120.2(7) no
    C2 C3 H(3) . . . 120.0 no
    C4 C3 H(3) . . . 119.8 no
    C3 C4 C5 . . . 121.0(7) no
    C3 C4 H(4) . . . 120.3 no
    C5 C4 H(4) . . . 118.7 no
    C4 C5 C6 . . . 119.9(7) no
    C4 C5 H(5) . . . 119.3 no
    C6 C5 H(5) . . . 120.7 no
    C1 C6 C5 . . . 118.8(6) no
    C1 C6 C7 . . . 118.3(5) no
    C5 C6 C7 . . . 122.8(6) no
    C6 C7 C8 . . . 121.0(7) no
    C6 C7 H(7) . . . 119.6 no
    C8 C7 H(7) . . . 119.4 no
    C7 C8 C9 . . . 118.8(6) no
    C7 C8 H(8) . . . 120.7 no
    C9 C8 H(8) . . . 120.5 no
    N1 C9 C8 . . . 121.6(5) no
    N1 C9 C10 . . . 114.4(5) no
    C8 C9 C10 . . . 123.9(5) no
    N2 C10 C9 . . . 116.1(5) no
    N2 C10 C11 . . . 121.1(5) no
    C9 C10 C11 . . . 122.4(5) no
    C10 C11 C12 . . . 119.5(6) no
    C10 C11 H(11) . . . 120.3 no
    C12 C11 H(11) . . . 120.2 no
    C11 C12 C13 . . . 119.4(6) no
    C11 C12 H(12) . . . 120.0 no
    C13 C12 H(12) . . . 120.7 no
    C12 C13 C14 . . . 121.7(6) no
    C12 C13 C18 . . . 120.2(5) no
    C14 C13 C18 . . . 118.1(6) no
    C13 C14 C15 . . . 121.0(7) no
    C13 C14 H(14) . . . 119.4 no
    C15 C14 H(14) . . . 119.6 no
    C14 C15 C16 . . . 121.1(6) no
    C14 C15 H(15) . . . 119.8 no
    C16 C15 H(15) . . . 119.1 no
    C15 C16 C17 . . . 120.2(7) no
    C15 C16 H(16) . . . 119.8 no
    C17 C16 H(16) . . . 120.0 no
    C16 C17 C18 . . . 119.4(6) no
    C16 C17 H(17) . . . 120.2 no
    C18 C17 H(17) . . . 120.5 no
    N2 C18 C13 . . . 119.4(5) no
    N2 C18 C17 . . . 120.4(5) no
    C13 C18 C17 . . . 120.2(5) no
    N3 C19 C20 . . . 120.7(4) no
    N3 C19 C24 . . . 119.9(5) no
    C20 C19 C24 . . . 119.4(5) no
    C19 C20 C21 . . . 119.3(5) no
    C19 C20 H(20) . . . 120.4 no
    C21 C20 H(20) . . . 120.3 no
    C20 C21 C22 . . . 120.9(6) no
    C20 C21 H(21) . . . 119.4 no
    C22 C21 H(21) . . . 119.7 no
    C21 C22 C23 . . . 120.7(6) no
    C21 C22 H(22) . . . 119.4 no
    C23 C22 H(22) . . . 119.9 no
    C22 C23 C24 . . . 121.1(6) no
    C22 C23 H(23) . . . 119.7 no
    C24 C23 H(23) . . . 119.2 no
    C19 C24 C23 . . . 118.5(5) no
    C19 C24 C25 . . . 117.9(5) no
    C23 C24 C25 . . . 123.5(5) no
    C24 C25 C26 . . . 120.6(5) no
    C24 C25 H(25) . . . 120.2 no
    C26 C25 H(25) . . . 119.3 no
    C25 C26 C27 . . . 119.8(5) no
    C25 C26 H(26) . . . 120.3 no
    C27 C26 H(26) . . . 119.9 no
    N3 C27 C26 . . . 121.6(5) no
    N3 C27 C28 . . . 114.4(4) no
    C26 C27 C28 . . . 123.8(5) no
    N4 C28 C27 . . . 115.7(4) no
    N4 C28 C29 . . . 121.4(5) no
    C27 C28 C29 . . . 122.9(5) no
    C28 C29 C30 . . . 118.9(5) no
    C28 C29 H(29) . . . 120.8 no
    C30 C29 H(29) . . . 120.3 no
    C29 C30 C31 . . . 120.7(5) no
    C29 C30 H(30) . . . 119.7 no
    C31 C30 H(30) . . . 119.6 no
    C30 C31 C32 . . . 123.6(5) no
    C30 C31 C36 . . . 118.2(5) no
    C32 C31 C36 . . . 118.2(5) no
    C31 C32 C33 . . . 120.8(6) no
    C31 C32 H(32) . . . 120.1 no
    C33 C32 H(32) . . . 119.1 no
    C32 C33 C34 . . . 121.0(6) no
    C32 C33 H(33) . . . 119.9 no
    C34 C33 H(33) . . . 119.1 no
    C33 C34 C35 . . . 120.5(5) no
    C33 C34 H(34) . . . 119.6 no
    C35 C34 H(34) . . . 119.9 no
    C34 C35 C36 . . . 119.6(5) no
    C34 C35 H(35) . . . 119.9 no
    C36 C35 H(35) . . . 120.5 no
    N4 C36 C31 . . . 119.0(4) no
    N4 C36 C35 . . . 121.1(5) no
    C31 C36 C35 . . . 119.9(5) no
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    Ir1 N1 C1 C2 . . . . -26.0(6) no
    Ir1 N1 C1 C6 . . . . 156.1(3) no
    Ir1 N1 C9 C8 . . . . -157.9(4) no
    Ir1 N1 C9 C10 . . . . 25.6(4) no
    Ir1 N2 C10 C9 . . . . -21.7(5) no
    Ir1 N2 C10 C11 . . . . 164.6(4) no
    Ir1 N2 C18 C13 . . . . -163.0(3) no
    Ir1 N2 C18 C17 . . . . 18.8(6) no
    Ir1 N3 C19 C20 . . . . 20.0(6) no
    Ir1 N3 C19 C24 . . . . -159.2(3) no
    Ir1 N3 C27 C26 . . . . 164.2(4) no
    Ir1 N3 C27 C28 . . . . -21.3(5) no
    Ir1 N4 C28 C27 . . . . 24.1(5) no
    Ir1 N4 C28 C29 . . . . -157.2(4) no
    Ir1 N4 C36 C31 . . . . 153.9(4) no
    Ir1 N4 C36 C35 . . . . -27.0(6) no
    Cl1 Ir1 N1 C1 . . . . 76.4(4) no
    Cl1 Ir1 N1 C9 . . . . -115.2(3) no
    Cl1 Ir1 N2 C10 . . . . 117.5(3) no
    Cl1 Ir1 N2 C18 . . . . -71.0(4) no
    Cl1 Ir1 N3 C19 . . . . 21.6(4) no
    Cl1 Ir1 N3 C27 . . . . -148.4(3) no
    Cl1 Ir1 N4 C28 . . . . 50.0(10)
                                 no
    Cl1 Ir1 N4 C36 . . . . -116.0(10)
                                   no
    Cl2 Ir1 N1 C1 . . . . -125.9(9) no
    Cl2 Ir1 N1 C9 . . . . 42.0(10)
                                no
    Cl2 Ir1 N2 C10 . . . . -146.8(3) no
    Cl2 Ir1 N2 C18 . . . . 24.7(4) no
    Cl2 Ir1 N3 C19 . . . . -74.3(4) no
    Cl2 Ir1 N3 C27 . . . . 115.6(3) no
    Cl2 Ir1 N4 C28 . . . . -115.8(3) no
    Cl2 Ir1 N4 C36 . . . . 77.2(4) no
    N1 Ir1 N2 C10 . . . . 27.1(3) no
    N1 Ir1 N2 C18 . . . . -161.5(4) no
    N1 Ir1 N3 C19 . . . . 112.0(4) no
    N1 Ir1 N3 C27 . . . . -58.1(3) no
    N1 Ir1 N4 C28 . . . . 66.8(3) no
    N1 Ir1 N4 C36 . . . . -100.2(4) no
    N1 C1 C2 C3 . . . . 179.6(4) no
    N1 C1 C6 C5 . . . . -178.5(4) no
    N1 C1 C6 C7 . . . . 3.6(7) no
    N1 C9 C8 C7 . . . . -3.9(7) no
    N1 C9 C10 N2 . . . . -2.5(6) no
    N1 C9 C10 C11 . . . . 171.1(4) no
    N2 Ir1 N1 C1 . . . . 162.9(4) no
    N2 Ir1 N1 C9 . . . . -28.7(3) no
    N2 Ir1 N3 C19 . . . . 151.4(6) no
    N2 Ir1 N3 C27 . . . . -18.6(9) no
    N2 Ir1 N4 C28 . . . . 144.5(3) no
    N2 Ir1 N4 C36 . . . . -22.4(4) no
    N2 C10 C9 C8 . . . . -178.9(4) no
    N2 C10 C11 C12 . . . . 2.0(7) no
    N2 C18 C13 C12 . . . . -1.9(7) no
    N2 C18 C13 C14 . . . . -179.9(4) no
    N2 C18 C17 C16 . . . . 179.5(5) no
    N3 Ir1 N1 C1 . . . . -24.7(4) no
    N3 Ir1 N1 C9 . . . . 143.7(3) no
    N3 Ir1 N2 C10 . . . . -13.4(9) no
    N3 Ir1 N2 C18 . . . . 158.0(6) no
    N3 Ir1 N4 C28 . . . . -27.2(3) no
    N3 Ir1 N4 C36 . . . . 165.8(4) no
    N3 C19 C20 C21 . . . . -177.6(4) no
    N3 C19 C24 C23 . . . . 175.5(4) no
    N3 C19 C24 C25 . . . . -6.1(7) no
    N3 C27 C26 C25 . . . . -0.6(8) no
    N3 C27 C28 N4 . . . . -2.0(6) no
    N3 C27 C28 C29 . . . . 179.3(4) no
    N4 Ir1 N1 C1 . . . . -102.0(4) no
    N4 Ir1 N1 C9 . . . . 66.4(3) no
    N4 Ir1 N2 C10 . . . . -56.9(3) no
    N4 Ir1 N2 C18 . . . . 114.6(4) no
    N4 Ir1 N3 C19 . . . . -163.9(4) no
    N4 Ir1 N3 C27 . . . . 26.1(3) no
    N4 C28 C27 C26 . . . . 172.4(5) no
    N4 C28 C29 C30 . . . . -1.5(8) no
    N4 C36 C31 C30 . . . . 4.0(7) no
    N4 C36 C31 C32 . . . . -177.6(4) no
    N4 C36 C35 C34 . . . . 179.3(4) no
    C1 N1 C9 C8 . . . . 11.6(6) no
    C1 N1 C9 C10 . . . . -164.9(4) no
    C1 C2 C3 C4 . . . . 0.6(8) no
    C1 C6 C5 C4 . . . . -2.7(8) no
    C1 C6 C7 C8 . . . . 4.0(8) no
    C2 C1 N1 C9 . . . . 166.6(4) no
    C2 C1 C6 C5 . . . . 3.5(7) no
    C2 C1 C6 C7 . . . . -174.4(5) no
    C2 C3 C4 C5 . . . . 0.2(10) no
    C3 C2 C1 C6 . . . . -2.5(7) no
    C3 C4 C5 C6 . . . . 0.9(10) no
    C4 C5 C6 C7 . . . . 175.1(6) no
    C5 C6 C7 C8 . . . . -173.8(5) no
    C6 C1 N1 C9 . . . . -11.3(6) no
    C6 C7 C8 C9 . . . . -4.0(8) no
    C7 C8 C9 C10 . . . . 172.2(5) no
    C8 C9 C10 C11 . . . . -5.3(7) no
    C9 C10 N2 C18 . . . . 165.9(4) no
    C9 C10 C11 C12 . . . . -171.3(5) no
    C10 N2 C18 C13 . . . . 7.8(6) no
    C10 N2 C18 C17 . . . . -170.5(4) no
    C10 C11 C12 C13 . . . . 3.9(8) no
    C11 C10 N2 C18 . . . . -7.9(7) no
    C11 C12 C13 C14 . . . . 174.0(5) no
    C11 C12 C13 C18 . . . . -3.9(8) no
    C12 C13 C14 C15 . . . . -176.5(6) no
    C12 C13 C18 C17 . . . . 176.3(5) no
    C13 C14 C15 C16 . . . . -0.9(10) no
    C13 C18 C17 C16 . . . . 1.3(7) no
    C14 C13 C18 C17 . . . . -1.6(7) no
    C14 C15 C16 C17 . . . . 0.6(10) no
    C15 C14 C13 C18 . . . . 1.4(9) no
    C15 C16 C17 C18 . . . . -0.8(8) no
    C19 N3 C27 C26 . . . . -6.8(7) no
    C19 N3 C27 C28 . . . . 167.7(4) no
    C19 C20 C21 C22 . . . . 1.7(7) no
    C19 C24 C23 C22 . . . . 2.7(8) no
    C19 C24 C25 C26 . . . . -1.2(7) no
    C20 C19 N3 C27 . . . . -170.7(4) no
    C20 C19 C24 C23 . . . . -3.8(7) no
    C20 C19 C24 C25 . . . . 174.6(5) no
    C20 C21 C22 C23 . . . . -2.8(8) no
    C21 C20 C19 C24 . . . . 1.6(7) no
    C21 C22 C23 C24 . . . . 0.5(8) no
    C22 C23 C24 C25 . . . . -175.6(5) no
    C23 C24 C25 C26 . . . . 177.1(5) no
    C24 C19 N3 C27 . . . . 10.1(6) no
    C24 C25 C26 C27 . . . . 4.6(8) no
    C25 C26 C27 C28 . . . . -174.6(5) no
    C26 C27 C28 C29 . . . . -6.3(8) no
    C27 C28 N4 C36 . . . . -167.9(4) no
    C27 C28 C29 C30 . . . . 177.2(5) no
    C28 N4 C36 C31 . . . . -12.0(7) no
    C28 N4 C36 C35 . . . . 167.1(4) no
    C28 C29 C30 C31 . . . . -6.5(8) no
    C29 C28 N4 C36 . . . . 10.8(7) no
    C29 C30 C31 C32 . . . . -173.2(5) no
    C29 C30 C31 C36 . . . . 5.1(8) no
    C30 C31 C32 C33 . . . . 176.3(6) no
    C30 C31 C36 C35 . . . . -175.1(5) no
    C31 C32 C33 C34 . . . . -1.0(9) no
    C31 C36 C35 C34 . . . . -1.6(7) no
    C32 C31 C36 C35 . . . . 3.3(7) no
    C32 C33 C34 C35 . . . . 2.8(9) no
    C33 C32 C31 C36 . . . . -2.0(8) no
    C33 C34 C35 C36 . . . . -1.4(8) no
    C33 C34 C35 C36 . . . . -1.4(8) no
