# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2011
data_global
_journal_name_full 'Dalton Trans.'
_journal_coden_cambridge 0222
_journal_year ?
_journal_volume ?
_journal_page_first ?
loop_
_publ_author_name
D.Goldstein
Yu.Cheng
T.Schmidt
M.Bhadbhade
P.Thordarson
_publ_contact_author_name 'Thordarson, Pall'
_publ_contact_author_email p.thordarson@unsw.edu.au
data_inc2byc
_database_code_depnum_ccdc_archive 'CCDC 787261'
#TrackingRef '- Ir(tpyPhMeOH)2 final.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C48 H40 F18 Ir N8 O2 P3'
_chemical_formula_weight 1387.99
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'
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'
F F 0.0171 0.0103 '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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 14.7462(9)
_cell_length_b 16.4284(9)
_cell_length_c 21.4266(12)
_cell_angle_alpha 90.00
_cell_angle_beta 106.021(3)
_cell_angle_gamma 90.00
_cell_volume 4989.1(5)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 7829
_cell_measurement_theta_min 2.314
_cell_measurement_theta_max 26.687
_exptl_crystal_description Needles
_exptl_crystal_colour Yellow
_exptl_crystal_size_max 0.44
_exptl_crystal_size_mid 0.07
_exptl_crystal_size_min 0.06
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.848
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2736
_exptl_absorpt_coefficient_mu 2.891
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.3628
_exptl_absorpt_correction_T_max 0.8366
_exptl_absorpt_process_details '(SADABS; Sheldrick, 2001)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker kappa APEXII CCD Area Detector'
_diffrn_measurement_method '\f scans, and \w scans with \k offsets'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 17391
_diffrn_reflns_av_R_equivalents 0.0507
_diffrn_reflns_av_sigmaI/netI 0.0448
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 19
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_theta_min 3.01
_diffrn_reflns_theta_max 25.00
_reflns_number_total 4395
_reflns_number_gt 4064
_reflns_threshold_expression >2sigma(I)
_computing_data_collection
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_cell_refinement
;
APEX2(Bruker, 2007, Bruker AXS Inc.,Madison, USA)
;
_computing_data_reduction
;
APEX2(Bruker, 2007, Bruker AXS Inc., Madison, USA)
;
_computing_structure_solution 'SHELXS-97. Sheldrick, G. M. (2008)'
_computing_structure_refinement 'SHELXL-97. Sheldrick, G. M. (2008)'
_computing_molecular_graphics 'SHELXTL-Plus. Sheldrick, G. M. (2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.5000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 4395
_refine_ls_number_parameters 410
_refine_ls_number_restraints 26
_refine_ls_R_factor_all 0.0310
_refine_ls_R_factor_gt 0.0270
_refine_ls_wR_factor_ref 0.0843
_refine_ls_wR_factor_gt 0.0781
_refine_ls_goodness_of_fit_ref 0.696
_refine_ls_restrained_S_all 0.712
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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
P1BA P 1.0000 0.4455(6) 0.7500 0.118(7) Uani 0.50 2 d SPD . 1
F1BA F 0.9203(9) 0.4999(6) 0.7131(7) 0.068(3) Uani 0.50 1 d PD A 1
F2BA F 1.0499(6) 0.4326(8) 0.6974(5) 0.071(3) Uani 0.50 1 d PD . 1
F3BA F 0.9485(6) 0.3626(4) 0.7410(6) 0.101(3) Uani 0.50 1 d PD . 1
P1BB P 0.9839(5) 0.4318(6) 0.7362(5) 0.045(3) Uani 0.25 1 d PD . 2
F1BB F 0.9289(10) 0.5139(6) 0.7275(8) 0.091(6) Uani 0.50 1 d PD . 2
F2BB F 1.0195(10) 0.4435(8) 0.6745(7) 0.124(7) Uani 0.50 1 d PD . 2
F3BB F 0.8967(6) 0.3800(5) 0.6989(5) 0.086(3) Uani 0.50 1 d PD . 2
Ir1 Ir 0.5000 0.290936(10) 0.7500 0.02093(10) Uani 1 2 d S . .
N1 N 0.5227(2) 0.20305(16) 0.68800(16) 0.0234(7) Uani 1 1 d . . .
N2 N 0.3737(3) 0.28673(15) 0.68748(16) 0.0239(7) Uani 1 1 d . . .
N3 N 0.4320(2) 0.37907(18) 0.78763(14) 0.0251(6) Uani 1 1 d . . .
C1 C 0.6036(3) 0.1640(2) 0.69043(17) 0.0264(8) Uani 1 1 d . . .
H1 H 0.6588 0.1779 0.7236 0.032 Uiso 1 1 calc R . .
C2 C 0.6093(3) 0.1047(2) 0.6468(2) 0.0336(9) Uani 1 1 d . . .
H2 H 0.6672 0.0774 0.6501 0.040 Uiso 1 1 calc R . .
C3 C 0.5288(3) 0.0853(2) 0.59760(19) 0.0338(9) Uani 1 1 d . . .
H3 H 0.5314 0.0447 0.5666 0.041 Uiso 1 1 calc R . .
C4 C 0.4454(3) 0.1250(2) 0.59392(18) 0.0314(8) Uani 1 1 d . . .
H4 H 0.3900 0.1117 0.5606 0.038 Uiso 1 1 calc R . .
C5 C 0.4428(3) 0.1843(2) 0.63916(17) 0.0239(7) Uani 1 1 d . . .
C6 C 0.3573(3) 0.2300(2) 0.64022(17) 0.0245(7) Uani 1 1 d . . .
C7 C 0.2671(3) 0.2203(2) 0.59984(19) 0.0261(8) Uani 1 1 d . . .
H7 H 0.2556 0.1820 0.5653 0.031 Uiso 1 1 calc R . .
C8 C 0.1925(3) 0.2668(2) 0.60968(17) 0.0253(7) Uani 1 1 d . . .
C9 C 0.2128(3) 0.3232(2) 0.66067(17) 0.0254(8) Uani 1 1 d . . .
H9 H 0.1633 0.3548 0.6689 0.031 Uiso 1 1 calc R . .
C10 C 0.3035(3) 0.3333(2) 0.69884(16) 0.0245(7) Uani 1 1 d . . .
C11 C 0.3391(3) 0.3891(2) 0.75399(17) 0.0273(8) Uani 1 1 d . . .
C12 C 0.2841(3) 0.4485(2) 0.77111(19) 0.0350(9) Uani 1 1 d . . .
H12 H 0.2196 0.4543 0.7477 0.042 Uiso 1 1 calc R . .
C13 C 0.3241(3) 0.4995(2) 0.8227(2) 0.0398(10) Uani 1 1 d . . .
H13 H 0.2876 0.5414 0.8345 0.048 Uiso 1 1 calc R . .
C14 C 0.4171(3) 0.4891(3) 0.8568(2) 0.0394(10) Uani 1 1 d . . .
H14 H 0.4452 0.5235 0.8926 0.047 Uiso 1 1 calc R . .
C15 C 0.4692(3) 0.4286(2) 0.83871(18) 0.0300(8) Uani 1 1 d . . .
H15 H 0.5332 0.4214 0.8628 0.036 Uiso 1 1 calc R . .
C16 C 0.0954(3) 0.2561(2) 0.56719(17) 0.0270(8) Uani 1 1 d . . .
C17 C 0.0681(3) 0.1848(3) 0.53248(19) 0.0308(8) Uani 1 1 d . . .
H17 H 0.1123 0.1415 0.5370 0.037 Uiso 1 1 calc R . .
C18 C -0.0217(3) 0.1751(3) 0.49153(19) 0.0345(9) Uani 1 1 d . . .
H18 H -0.0383 0.1255 0.4685 0.041 Uiso 1 1 calc R . .
C19 C -0.0876(3) 0.2368(3) 0.48364(18) 0.0344(9) Uani 1 1 d . C .
C20 C -0.0614(3) 0.3080(3) 0.5191(2) 0.0369(10) Uani 1 1 d . . .
H20 H -0.1061 0.3507 0.5150 0.044 Uiso 1 1 calc R . .
C21 C 0.0278(3) 0.3179(3) 0.56008(19) 0.0329(9) Uani 1 1 d . . .
H21 H 0.0438 0.3672 0.5838 0.039 Uiso 1 1 calc R . .
C22 C -0.1858(3) 0.2292(3) 0.4376(2) 0.0453(11) Uani 1 1 d U . .
H22A H -0.2263 0.1982 0.4591 0.054 Uiso 1 1 calc R B 1
H22B H -0.2134 0.2841 0.4273 0.054 Uiso 1 1 calc R B 1
O1A O -0.1846(12) 0.1902(10) 0.3805(7) 0.057(3) Uani 0.50 1 d PU C 1
H1A H -0.2246 0.2118 0.3492 0.086 Uiso 0.50 1 calc PR C 1
O1B O -0.1971(12) 0.1651(9) 0.3982(8) 0.068(4) Uani 0.50 1 d PU C 2
H1B H -0.2432 0.1731 0.3656 0.102 Uiso 0.50 1 calc PR C 2
P1A P 0.72080(8) 0.49190(6) 0.96144(5) 0.0353(3) Uani 1 1 d . . .
F1A F 0.82853(19) 0.4810(2) 0.96284(15) 0.0692(9) Uani 1 1 d . . .
F2A F 0.6935(2) 0.49914(17) 0.88426(12) 0.0578(7) Uani 1 1 d . . .
F3A F 0.7061(3) 0.39602(16) 0.95468(17) 0.0645(9) Uani 1 1 d . . .
F4A F 0.61350(18) 0.50267(16) 0.96046(13) 0.0515(7) Uani 1 1 d . . .
F5A F 0.7484(2) 0.4829(2) 1.03852(14) 0.0587(8) Uani 1 1 d . . .
F6A F 0.7347(2) 0.58728(16) 0.96713(17) 0.0700(10) Uani 1 1 d . . .
C1AN C 0.5783(5) 0.6913(5) 0.8416(3) 0.0767(19) Uani 1 1 d . . .
H1A1 H 0.5738 0.7495 0.8500 0.115 Uiso 1 1 calc R . .
H1A2 H 0.6114 0.6636 0.8820 0.115 Uiso 1 1 calc R . .
H1A3 H 0.5147 0.6684 0.8252 0.115 Uiso 1 1 calc R . .
C2AN C 0.6290(4) 0.6799(3) 0.7946(3) 0.0495(12) Uani 1 1 d . . .
N1AN N 0.6690(3) 0.6690(3) 0.7559(2) 0.0653(12) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
P1BA 0.216(14) 0.017(3) 0.200(13) 0.000 0.187(12) 0.000
F1BA 0.089(7) 0.054(6) 0.073(5) -0.014(6) 0.045(5) -0.003(5)
F2BA 0.045(4) 0.095(9) 0.075(5) -0.021(5) 0.022(4) 0.011(4)
F3BA 0.081(6) 0.045(4) 0.199(11) -0.036(6) 0.075(7) -0.036(4)
P1BB 0.028(6) 0.026(4) 0.090(9) 0.003(3) 0.033(5) 0.019(3)
F1BB 0.102(9) 0.059(6) 0.139(13) -0.055(6) 0.080(9) -0.014(5)
F2BB 0.193(15) 0.049(5) 0.201(14) -0.024(8) 0.171(14) -0.006(9)
F3BB 0.092(7) 0.065(5) 0.107(7) -0.025(5) 0.035(5) -0.005(5)
Ir1 0.01654(13) 0.02583(14) 0.01951(13) 0.000 0.00344(8) 0.000
N1 0.0226(18) 0.0239(16) 0.0234(16) 0.0014(11) 0.0059(14) -0.0007(11)
N2 0.0224(17) 0.0254(16) 0.0231(17) -0.0015(11) 0.0049(14) 0.0011(11)
N3 0.0227(16) 0.0302(16) 0.0214(14) -0.0019(12) 0.0043(12) 0.0021(13)
C1 0.0172(18) 0.0321(19) 0.0302(19) 0.0004(16) 0.0067(15) 0.0017(15)
C2 0.025(2) 0.038(2) 0.039(2) 0.0005(17) 0.0108(17) 0.0078(17)
C3 0.029(2) 0.037(2) 0.035(2) -0.0057(17) 0.0075(17) 0.0016(17)
C4 0.029(2) 0.033(2) 0.031(2) -0.0065(16) 0.0070(16) -0.0033(17)
C5 0.0195(19) 0.0265(17) 0.0264(18) 0.0020(15) 0.0076(15) 0.0016(15)
C6 0.0225(19) 0.0298(17) 0.0206(17) 0.0005(15) 0.0050(15) 0.0013(16)
C7 0.026(2) 0.0286(19) 0.0241(19) 0.0007(14) 0.0075(16) -0.0007(15)
C8 0.0223(19) 0.0287(17) 0.0239(18) 0.0025(16) 0.0045(15) 0.0005(16)
C9 0.0195(18) 0.0291(19) 0.0262(18) 0.0027(15) 0.0037(15) 0.0066(15)
C10 0.0260(19) 0.0272(18) 0.0207(17) 0.0007(14) 0.0071(15) 0.0016(15)
C11 0.0227(19) 0.033(2) 0.0244(18) 0.0026(15) 0.0043(15) 0.0022(15)
C12 0.034(2) 0.035(2) 0.032(2) -0.0024(17) 0.0032(17) 0.0101(17)
C13 0.043(3) 0.037(2) 0.036(2) -0.0059(18) 0.0065(19) 0.0107(19)
C14 0.039(3) 0.039(2) 0.035(2) -0.0103(18) 0.0002(19) 0.0029(19)
C15 0.029(2) 0.034(2) 0.0255(18) -0.0062(16) 0.0046(16) -0.0003(17)
C16 0.0215(19) 0.032(2) 0.0270(18) 0.0024(16) 0.0053(15) 0.0012(16)
C17 0.021(2) 0.038(2) 0.033(2) -0.0029(18) 0.0075(17) 0.0021(17)
C18 0.026(2) 0.047(2) 0.029(2) -0.0075(18) 0.0069(17) -0.0019(19)
C19 0.024(2) 0.051(2) 0.026(2) 0.0020(19) 0.0038(16) 0.0001(19)
C20 0.024(2) 0.045(2) 0.039(2) 0.0004(19) 0.0024(19) 0.0092(18)
C21 0.026(2) 0.036(2) 0.034(2) -0.0008(18) 0.0050(17) 0.0000(18)
C22 0.033(2) 0.058(3) 0.040(2) -0.008(2) 0.002(2) -0.005(2)
O1A 0.044(6) 0.083(9) 0.037(6) -0.017(5) -0.002(4) 0.005(6)
O1B 0.041(6) 0.077(8) 0.072(9) -0.019(6) -0.008(6) 0.005(5)
P1A 0.0289(6) 0.0319(5) 0.0421(6) 0.0063(4) 0.0046(5) -0.0026(4)
F1A 0.0347(16) 0.099(2) 0.077(2) 0.0421(18) 0.0206(14) 0.0097(15)
F2A 0.0559(18) 0.0696(18) 0.0436(15) 0.0084(13) 0.0068(13) -0.0104(14)
F3A 0.096(3) 0.0337(14) 0.087(2) 0.0029(13) 0.064(2) -0.0010(15)
F4A 0.0319(14) 0.0613(16) 0.0569(16) -0.0119(13) 0.0052(12) 0.0003(12)
F5A 0.0492(18) 0.081(2) 0.0419(14) 0.0080(14) 0.0052(13) 0.0083(15)
F6A 0.070(2) 0.0330(14) 0.091(2) 0.0016(14) -0.0044(18) -0.0152(14)
C1AN 0.058(4) 0.110(5) 0.058(4) 0.004(3) 0.010(3) 0.025(4)
C2AN 0.037(3) 0.056(3) 0.048(3) 0.000(2) -0.002(2) 0.004(2)
N1AN 0.047(3) 0.083(3) 0.064(3) -0.002(3) 0.012(2) 0.003(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P1BA F1BA 1.514(8) 2_756 ?
P1BA F1BA 1.514(8) . ?
P1BA F2BA 1.522(8) . ?
P1BA F2BA 1.522(8) 2_756 ?
P1BA F3BA 1.546(8) . ?
P1BA F3BA 1.546(8) 2_756 ?
F2BA F3BA 1.748(16) 2_756 ?
F3BA F3BA 1.461(17) 2_756 ?
F3BA F2BA 1.748(16) 2_756 ?
P1BB P1BB 0.648(14) 2_756 ?
P1BB F1BB 1.560(8) . ?
P1BB F2BB 1.563(9) . ?
P1BB F3BB 1.564(8) . ?
P1BB F1BB 1.879(12) 2_756 ?
P1BB F2BB 1.94(2) 2_756 ?
P1BB F3BB 2.098(10) 2_756 ?
F1BB P1BB 1.879(12) 2_756 ?
F2BB P1BB 1.94(2) 2_756 ?
F3BB P1BB 2.098(10) 2_756 ?
Ir1 N2 1.972(3) . ?
Ir1 N2 1.972(3) 2_656 ?
Ir1 N3 2.049(3) 2_656 ?
Ir1 N3 2.049(3) . ?
Ir1 N1 2.051(3) . ?
Ir1 N1 2.051(3) 2_656 ?
N1 C1 1.344(5) . ?
N1 C5 1.377(5) . ?
N2 C6 1.349(5) . ?
N2 C10 1.362(5) . ?
N3 C15 1.353(5) . ?
N3 C11 1.371(5) . ?
C1 C2 1.368(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.390(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.376(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.472(5) . ?
C6 C7 1.381(6) . ?
C7 C8 1.403(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.401(5) . ?
C8 C16 1.480(5) . ?
C9 C10 1.372(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.474(5) . ?
C11 C12 1.381(5) . ?
C12 C13 1.382(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.376(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.386(6) . ?
C16 C21 1.402(6) . ?
C17 C18 1.381(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(6) . ?
C19 C22 1.515(6) . ?
C20 C21 1.375(6) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 O1B 1.330(17) . ?
C22 O1A 1.385(16) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O1A H1A 0.8400 . ?
O1B H1B 0.8400 . ?
P1A F6A 1.581(3) . ?
P1A F4A 1.586(3) . ?
P1A F1A 1.591(3) . ?
P1A F3A 1.591(3) . ?
P1A F2A 1.595(3) . ?
P1A F5A 1.595(3) . ?
C1AN C2AN 1.422(9) . ?
C1AN H1A1 0.9800 . ?
C1AN H1A2 0.9800 . ?
C1AN H1A3 0.9800 . ?
C2AN N1AN 1.158(7) . ?
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
F1BA P1BA F1BA 107.7(12) 2_756 . ?
F1BA P1BA F2BA 90.2(8) 2_756 . ?
F1BA P1BA F2BA 99.2(6) . . ?
F1BA P1BA F2BA 99.2(6) 2_756 2_756 ?
F1BA P1BA F2BA 90.2(8) . 2_756 ?
F2BA P1BA F2BA 164.0(11) . 2_756 ?
F1BA P1BA F3BA 150.4(8) 2_756 . ?
F1BA P1BA F3BA 99.8(6) . . ?
F2BA P1BA F3BA 96.1(6) . . ?
F2BA P1BA F3BA 69.5(7) 2_756 . ?
F1BA P1BA F3BA 99.8(6) 2_756 2_756 ?
F1BA P1BA F3BA 150.4(8) . 2_756 ?
F2BA P1BA F3BA 69.5(7) . 2_756 ?
F2BA P1BA F3BA 96.1(6) 2_756 2_756 ?
F3BA P1BA F3BA 56.4(7) . 2_756 ?
P1BA F2BA F3BA 55.9(5) . 2_756 ?
F3BA F3BA P1BA 61.8(3) 2_756 . ?
F3BA F3BA F2BA 90.2(8) 2_756 2_756 ?
P1BA F3BA F2BA 54.6(4) . 2_756 ?
P1BB P1BB F1BB 109.6(11) 2_756 . ?
P1BB P1BB F2BB 116(2) 2_756 . ?
F1BB P1BB F2BB 94.4(6) . . ?
P1BB P1BB F3BB 139.3(13) 2_756 . ?
F1BB P1BB F3BB 94.7(6) . . ?
F2BB P1BB F3BB 93.2(6) . . ?
P1BB P1BB F1BB 51.5(7) 2_756 2_756 ?
F1BB P1BB F1BB 72.6(11) . 2_756 ?
F2BB P1BB F1BB 84.8(9) . 2_756 ?
F3BB P1BB F1BB 167.0(8) . 2_756 ?
P1BB P1BB F2BB 46.4(18) 2_756 2_756 ?
F1BB P1BB F2BB 82.9(9) . 2_756 ?
F2BB P1BB F2BB 158.3(7) . 2_756 ?
F3BB P1BB F2BB 108.5(7) . 2_756 ?
F1BB P1BB F2BB 73.8(6) 2_756 2_756 ?
P1BB P1BB F3BB 29.1(9) 2_756 2_756 ?
F1BB P1BB F3BB 138.0(9) . 2_756 ?
F2BB P1BB F3BB 101.2(8) . 2_756 ?
F3BB P1BB F3BB 122.6(8) . 2_756 ?
F1BB P1BB F3BB 70.3(5) 2_756 2_756 ?
F2BB P1BB F3BB 68.4(5) 2_756 2_756 ?
P1BB F1BB P1BB 19.0(5) . 2_756 ?
P1BB F2BB P1BB 17.5(4) . 2_756 ?
P1BB F3BB P1BB 11.6(5) . 2_756 ?
N2 Ir1 N2 175.99(15) . 2_656 ?
N2 Ir1 N3 103.32(12) . 2_656 ?
N2 Ir1 N3 79.57(12) 2_656 2_656 ?
N2 Ir1 N3 79.57(12) . . ?
N2 Ir1 N3 103.32(12) 2_656 . ?
N3 Ir1 N3 90.09(17) 2_656 . ?
N2 Ir1 N1 80.07(13) . . ?
N2 Ir1 N1 97.07(13) 2_656 . ?
N3 Ir1 N1 93.30(12) 2_656 . ?
N3 Ir1 N1 159.60(14) . . ?
N2 Ir1 N1 97.07(13) . 2_656 ?
N2 Ir1 N1 80.07(13) 2_656 2_656 ?
N3 Ir1 N1 159.60(14) 2_656 2_656 ?
N3 Ir1 N1 93.30(13) . 2_656 ?
N1 Ir1 N1 90.51(17) . 2_656 ?
C1 N1 C5 119.1(3) . . ?
C1 N1 Ir1 127.8(3) . . ?
C5 N1 Ir1 113.1(2) . . ?
C6 N2 C10 122.3(3) . . ?
C6 N2 Ir1 118.3(3) . . ?
C10 N2 Ir1 118.7(2) . . ?
C15 N3 C11 118.4(3) . . ?
C15 N3 Ir1 127.6(3) . . ?
C11 N3 Ir1 113.9(2) . . ?
N1 C1 C2 122.3(3) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 118.8(4) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 119.4(4) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 120.5(3) . . ?
N1 C5 C6 115.5(3) . . ?
C4 C5 C6 124.0(3) . . ?
N2 C6 C7 119.5(4) . . ?
N2 C6 C5 112.8(3) . . ?
C7 C6 C5 127.8(3) . . ?
C6 C7 C8 120.2(4) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 118.1(3) . . ?
C9 C8 C16 121.4(3) . . ?
C7 C8 C16 120.6(3) . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
N2 C10 C9 119.4(3) . . ?
N2 C10 C11 111.9(3) . . ?
C9 C10 C11 128.8(3) . . ?
N3 C11 C12 121.3(3) . . ?
N3 C11 C10 115.5(3) . . ?
C12 C11 C10 123.2(3) . . ?
C11 C12 C13 119.3(4) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C14 C13 C12 119.5(4) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 119.5(4) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
N3 C15 C14 122.0(4) . . ?
N3 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C17 C16 C21 117.5(4) . . ?
C17 C16 C8 121.2(3) . . ?
C21 C16 C8 121.3(4) . . ?
C18 C17 C16 121.5(4) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C19 120.9(4) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C20 118.0(4) . . ?
C18 C19 C22 122.2(4) . . ?
C20 C19 C22 119.8(4) . . ?
C21 C20 C19 121.4(4) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C16 120.7(4) . . ?
C20 C21 H21 119.7 . . ?
C16 C21 H21 119.7 . . ?
O1B C22 O1A 26.4(7) . . ?
O1B C22 C19 114.1(9) . . ?
O1A C22 C19 111.7(8) . . ?
O1B C22 H22A 84.3 . . ?
O1A C22 H22A 109.3 . . ?
C19 C22 H22A 109.3 . . ?
O1B C22 H22B 127.5 . . ?
O1A C22 H22B 109.3 . . ?
C19 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
C22 O1A H1A 109.5 . . ?
C22 O1B H1B 109.5 . . ?
F6A P1A F4A 89.91(17) . . ?
F6A P1A F1A 90.11(19) . . ?
F4A P1A F1A 179.69(17) . . ?
F6A P1A F3A 179.2(2) . . ?
F4A P1A F3A 89.96(17) . . ?
F1A P1A F3A 90.03(18) . . ?
F6A P1A F2A 89.79(18) . . ?
F4A P1A F2A 90.72(16) . . ?
F1A P1A F2A 89.59(16) . . ?
F3A P1A F2A 89.44(18) . . ?
F6A P1A F5A 91.25(18) . . ?
F4A P1A F5A 89.60(16) . . ?
F1A P1A F5A 90.09(16) . . ?
F3A P1A F5A 89.52(19) . . ?
F2A P1A F5A 178.91(19) . . ?
C2AN C1AN H1A1 109.5 . . ?
C2AN C1AN H1A2 109.5 . . ?
H1A1 C1AN H1A2 109.5 . . ?
C2AN C1AN H1A3 109.5 . . ?
H1A1 C1AN H1A3 109.5 . . ?
H1A2 C1AN H1A3 109.5 . . ?
N1AN C2AN C1AN 178.3(7) . . ?
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
F1BA P1BA F2BA F3BA 100.4(6) 2_756 . . 2_756 ?
F1BA P1BA F2BA F3BA -151.6(8) . . . 2_756 ?
F2BA P1BA F2BA F3BA -26.1(4) 2_756 . . 2_756 ?
F3BA P1BA F2BA F3BA -50.6(8) . . . 2_756 ?
F1BA P1BA F3BA F3BA -41.0(17) 2_756 . . 2_756 ?
F1BA P1BA F3BA F3BA 160.8(9) . . . 2_756 ?
F2BA P1BA F3BA F3BA 60.3(9) . . . 2_756 ?
F2BA P1BA F3BA F3BA -112.7(9) 2_756 . . 2_756 ?
F1BA P1BA F3BA F2BA 71.7(14) 2_756 . . 2_756 ?
F1BA P1BA F3BA F2BA -86.5(8) . . . 2_756 ?
F2BA P1BA F3BA F2BA 173.0(5) . . . 2_756 ?
F3BA P1BA F3BA F2BA 112.7(9) 2_756 . . 2_756 ?
F2BB P1BB F1BB P1BB -120(2) . . . 2_756 ?
F3BB P1BB F1BB P1BB 147(2) . . . 2_756 ?
F1BB P1BB F1BB P1BB -36.5(18) 2_756 . . 2_756 ?
F2BB P1BB F1BB P1BB 38.7(19) 2_756 . . 2_756 ?
F3BB P1BB F1BB P1BB -7.5(12) 2_756 . . 2_756 ?
F1BB P1BB F2BB P1BB 114.3(8) . . . 2_756 ?
F3BB P1BB F2BB P1BB -150.7(7) . . . 2_756 ?
F1BB P1BB F2BB P1BB 42.2(6) 2_756 . . 2_756 ?
F2BB P1BB F2BB P1BB 32.3(18) 2_756 . . 2_756 ?
F3BB P1BB F2BB P1BB -26.5(5) 2_756 . . 2_756 ?
F1BB P1BB F3BB P1BB -128(3) . . . 2_756 ?
F2BB P1BB F3BB P1BB 138(3) . . . 2_756 ?
F1BB P1BB F3BB P1BB -142(6) 2_756 . . 2_756 ?
F2BB P1BB F3BB P1BB -44(3) 2_756 . . 2_756 ?
F3BB P1BB F3BB P1BB 32(2) 2_756 . . 2_756 ?
N2 Ir1 N1 C1 177.6(3) . . . . ?
N2 Ir1 N1 C1 -5.2(3) 2_656 . . . ?
N3 Ir1 N1 C1 74.7(3) 2_656 . . . ?
N3 Ir1 N1 C1 173.9(3) . . . . ?
N1 Ir1 N1 C1 -85.3(3) 2_656 . . . ?
N2 Ir1 N1 C5 -2.5(2) . . . . ?
N2 Ir1 N1 C5 174.6(2) 2_656 . . . ?
N3 Ir1 N1 C5 -105.5(3) 2_656 . . . ?
N3 Ir1 N1 C5 -6.3(5) . . . . ?
N1 Ir1 N1 C5 94.6(3) 2_656 . . . ?
N2 Ir1 N2 C6 -39.9(3) 2_656 . . . ?
N3 Ir1 N2 C6 96.0(3) 2_656 . . . ?
N3 Ir1 N2 C6 -176.4(3) . . . . ?
N1 Ir1 N2 C6 4.9(3) . . . . ?
N1 Ir1 N2 C6 -84.3(3) 2_656 . . . ?
N2 Ir1 N2 C10 131.3(3) 2_656 . . . ?
N3 Ir1 N2 C10 -92.8(3) 2_656 . . . ?
N3 Ir1 N2 C10 -5.2(3) . . . . ?
N1 Ir1 N2 C10 176.1(3) . . . . ?
N1 Ir1 N2 C10 86.8(3) 2_656 . . . ?
N2 Ir1 N3 C15 -175.8(3) . . . . ?
N2 Ir1 N3 C15 7.0(3) 2_656 . . . ?
N3 Ir1 N3 C15 -72.3(3) 2_656 . . . ?
N1 Ir1 N3 C15 -172.0(3) . . . . ?
N1 Ir1 N3 C15 87.6(3) 2_656 . . . ?
N2 Ir1 N3 C11 1.3(2) . . . . ?
N2 Ir1 N3 C11 -175.9(2) 2_656 . . . ?
N3 Ir1 N3 C11 104.8(3) 2_656 . . . ?
N1 Ir1 N3 C11 5.1(5) . . . . ?
N1 Ir1 N3 C11 -95.3(3) 2_656 . . . ?
C5 N1 C1 C2 -1.4(5) . . . . ?
Ir1 N1 C1 C2 178.4(3) . . . . ?
N1 C1 C2 C3 1.1(6) . . . . ?
C1 C2 C3 C4 -0.6(6) . . . . ?
C2 C3 C4 C5 0.4(6) . . . . ?
C1 N1 C5 C4 1.2(5) . . . . ?
Ir1 N1 C5 C4 -178.6(3) . . . . ?
C1 N1 C5 C6 179.9(3) . . . . ?
Ir1 N1 C5 C6 0.1(4) . . . . ?
C3 C4 C5 N1 -0.8(6) . . . . ?
C3 C4 C5 C6 -179.4(4) . . . . ?
C10 N2 C6 C7 2.7(5) . . . . ?
Ir1 N2 C6 C7 173.6(3) . . . . ?
C10 N2 C6 C5 -177.0(3) . . . . ?
Ir1 N2 C6 C5 -6.1(4) . . . . ?
N1 C5 C6 N2 3.8(5) . . . . ?
C4 C5 C6 N2 -177.6(3) . . . . ?
N1 C5 C6 C7 -175.9(4) . . . . ?
C4 C5 C6 C7 2.8(6) . . . . ?
N2 C6 C7 C8 -2.7(6) . . . . ?
C5 C6 C7 C8 177.0(4) . . . . ?
C6 C7 C8 C9 0.8(6) . . . . ?
C6 C7 C8 C16 -179.2(3) . . . . ?
C7 C8 C9 C10 1.1(6) . . . . ?
C16 C8 C9 C10 -178.9(3) . . . . ?
C6 N2 C10 C9 -0.8(5) . . . . ?
Ir1 N2 C10 C9 -171.6(3) . . . . ?
C6 N2 C10 C11 178.6(3) . . . . ?
Ir1 N2 C10 C11 7.8(4) . . . . ?
C8 C9 C10 N2 -1.1(5) . . . . ?
C8 C9 C10 C11 179.6(4) . . . . ?
C15 N3 C11 C12 0.4(5) . . . . ?
Ir1 N3 C11 C12 -177.0(3) . . . . ?
C15 N3 C11 C10 179.8(3) . . . . ?
Ir1 N3 C11 C10 2.4(4) . . . . ?
N2 C10 C11 N3 -6.4(5) . . . . ?
C9 C10 C11 N3 172.9(4) . . . . ?
N2 C10 C11 C12 173.0(4) . . . . ?
C9 C10 C11 C12 -7.7(6) . . . . ?
N3 C11 C12 C13 0.9(6) . . . . ?
C10 C11 C12 C13 -178.5(4) . . . . ?
C11 C12 C13 C14 -1.3(7) . . . . ?
C12 C13 C14 C15 0.6(7) . . . . ?
C11 N3 C15 C14 -1.1(6) . . . . ?
Ir1 N3 C15 C14 175.8(3) . . . . ?
C13 C14 C15 N3 0.7(7) . . . . ?
C9 C8 C16 C17 -157.7(4) . . . . ?
C7 C8 C16 C17 22.3(6) . . . . ?
C9 C8 C16 C21 22.8(6) . . . . ?
C7 C8 C16 C21 -157.2(4) . . . . ?
C21 C16 C17 C18 1.1(6) . . . . ?
C8 C16 C17 C18 -178.4(4) . . . . ?
C16 C17 C18 C19 0.2(6) . . . . ?
C17 C18 C19 C20 -1.3(6) . . . . ?
C17 C18 C19 C22 178.1(4) . . . . ?
C18 C19 C20 C21 1.1(7) . . . . ?
C22 C19 C20 C21 -178.2(4) . . . . ?
C19 C20 C21 C16 0.1(7) . . . . ?
C17 C16 C21 C20 -1.2(6) . . . . ?
C8 C16 C21 C20 178.3(4) . . . . ?
C18 C19 C22 O1B -10.7(10) . . . . ?
C20 C19 C22 O1B 168.7(8) . . . . ?
C18 C19 C22 O1A -39.3(9) . . . . ?
C20 C19 C22 O1A 140.0(8) . . . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 0.855
_refine_diff_density_min -0.435
_refine_diff_density_rms 0.089
# Attachment 'Ir(tpyPhNH2)2.cif'
data_inc2byc2
_database_code_depnum_ccdc_archive 'CCDC 787262'
#TrackingRef 'Ir(tpyPhNH2)2.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C45 H39 F18 Ir N9 O P3'
_chemical_formula_weight 1348.96
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'
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'
F F 0.0171 0.0103 '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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 15.579(9)
_cell_length_b 16.280(7)
_cell_length_c 21.289(12)
_cell_angle_alpha 90.00
_cell_angle_beta 104.50(3)
_cell_angle_gamma 90.00
_cell_volume 5228(5)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 2199
_cell_measurement_theta_min 2.265
_cell_measurement_theta_max 29.764
_exptl_crystal_description Needles
_exptl_crystal_colour 'Yellow orange'
_exptl_crystal_size_max 0.18
_exptl_crystal_size_mid 0.05
_exptl_crystal_size_min 0.04
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.714
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2656
_exptl_absorpt_coefficient_mu 2.755
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.6325
_exptl_absorpt_correction_T_max 0.9049
_exptl_absorpt_process_details 'SADABS (Bruker, 2001)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker kappa APEXII CCD Diffractometer'
_diffrn_measurement_method '\f scans, and \w scans with \k offsets'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 18677
_diffrn_reflns_av_R_equivalents 0.1027
_diffrn_reflns_av_sigmaI/netI 0.1111
_diffrn_reflns_limit_h_min -15
_diffrn_reflns_limit_h_max 18
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_theta_min 2.24
_diffrn_reflns_theta_max 25.00
_reflns_number_total 4592
_reflns_number_gt 3345
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2007)'
_computing_cell_refinement 'APEX2 (Bruker, 2007)'
_computing_data_reduction 'APEX2 (Bruker, 2007)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0528P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 4592
_refine_ls_number_parameters 446
_refine_ls_number_restraints 269
_refine_ls_R_factor_all 0.0876
_refine_ls_R_factor_gt 0.0519
_refine_ls_wR_factor_ref 0.1197
_refine_ls_wR_factor_gt 0.1050
_refine_ls_goodness_of_fit_ref 1.023
_refine_ls_restrained_S_all 1.012
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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 0.5000 0.70555(3) 0.7500 0.02432(16) Uani 1 2 d S . .
N1 N 0.4839(4) 0.7944(4) 0.8161(3) 0.0272(14) Uani 1 1 d . . .
N2 N 0.6222(3) 0.7083(4) 0.8070(3) 0.0232(13) Uani 1 1 d . . .
N3 N 0.5615(4) 0.6171(4) 0.7055(3) 0.0276(15) Uani 1 1 d . . .
N4 N 1.1525(5) 0.7513(5) 1.0274(4) 0.059(2) Uani 1 1 d . . .
H4A H 1.1908 0.7120 1.0260 0.070 Uiso 1 1 calc R . .
H4B H 1.1701 0.7957 1.0506 0.070 Uiso 1 1 calc R . .
C1 C 0.4089(5) 0.8332(5) 0.8174(4) 0.0288(18) Uani 1 1 d . . .
H1 H 0.3560 0.8200 0.7856 0.035 Uiso 1 1 calc R . .
C2 C 0.4058(5) 0.8929(5) 0.8645(4) 0.0330(19) Uani 1 1 d . . .
H2 H 0.3517 0.9195 0.8651 0.040 Uiso 1 1 calc R . .
C3 C 0.4830(5) 0.9118(5) 0.9095(4) 0.036(2) Uani 1 1 d . . .
H3 H 0.4831 0.9533 0.9409 0.044 Uiso 1 1 calc R . .
C4 C 0.5613(5) 0.8702(4) 0.9096(4) 0.0312(19) Uani 1 1 d . . .
H4 H 0.6144 0.8824 0.9415 0.037 Uiso 1 1 calc R . .
C5 C 0.5610(5) 0.8106(4) 0.8626(3) 0.0252(18) Uani 1 1 d . . .
C6 C 0.6397(5) 0.7630(4) 0.8573(4) 0.0254(18) Uani 1 1 d . . .
C7 C 0.7248(5) 0.7694(5) 0.8952(4) 0.0299(19) Uani 1 1 d . . .
H7 H 0.7372 0.8065 0.9308 0.036 Uiso 1 1 calc R . .
C8 C 0.7946(5) 0.7215(4) 0.8821(4) 0.0296(19) Uani 1 1 d . . .
C9 C 0.7720(5) 0.6659(5) 0.8283(4) 0.0287(18) Uani 1 1 d . . .
H9 H 0.8167 0.6331 0.8174 0.034 Uiso 1 1 calc R . .
C10 C 0.6853(5) 0.6600(4) 0.7922(4) 0.0265(18) Uani 1 1 d . . .
C11 C 0.6504(5) 0.6083(5) 0.7347(3) 0.0266(17) Uani 1 1 d . . .
C12 C 0.7013(5) 0.5537(5) 0.7094(4) 0.036(2) Uani 1 1 d . . .
H12 H 0.7628 0.5484 0.7293 0.044 Uiso 1 1 calc R . .
C13 C 0.6630(6) 0.5065(5) 0.6549(4) 0.040(2) Uani 1 1 d . . .
H13 H 0.6975 0.4684 0.6379 0.048 Uiso 1 1 calc R . .
C14 C 0.5733(6) 0.5164(5) 0.6261(4) 0.037(2) Uani 1 1 d . . .
H14 H 0.5454 0.4856 0.5887 0.045 Uiso 1 1 calc R . .
C15 C 0.5250(5) 0.5719(5) 0.6528(4) 0.0318(19) Uani 1 1 d . . .
H15 H 0.4636 0.5782 0.6331 0.038 Uiso 1 1 calc R . .
C16 C 0.8860(5) 0.7281(5) 0.9208(4) 0.0299(19) Uani 1 1 d . . .
C17 C 0.9162(5) 0.7997(5) 0.9583(4) 0.037(2) Uani 1 1 d . . .
H17 H 0.8756 0.8430 0.9593 0.044 Uiso 1 1 calc R . .
C18 C 1.0032(5) 0.8072(5) 0.9929(4) 0.041(2) Uani 1 1 d . . .
H18 H 1.0221 0.8559 1.0170 0.049 Uiso 1 1 calc R . .
C19 C 1.0648(5) 0.7433(6) 0.9932(4) 0.046(2) Uani 1 1 d . . .
C20 C 1.0362(5) 0.6733(5) 0.9562(4) 0.038(2) Uani 1 1 d . . .
H20 H 1.0769 0.6303 0.9550 0.046 Uiso 1 1 calc R . .
C21 C 0.9487(5) 0.6661(5) 0.9214(4) 0.0342(19) Uani 1 1 d . . .
H21 H 0.9305 0.6175 0.8970 0.041 Uiso 1 1 calc R . .
P1B P 0.5000 0.0516(2) 0.7500 0.0437(9) Uani 1 2 d S . .
F1B F 0.5000 0.1480(5) 0.7500 0.106(4) Uani 1 2 d S . .
F2B F 0.4358(4) 0.0515(4) 0.6793(3) 0.0776(18) Uani 1 1 d . . .
F3B F 0.5000 -0.0463(4) 0.7500 0.064(2) Uani 1 2 d S . .
F4B F 0.5833(4) 0.0507(4) 0.7178(3) 0.0773(18) Uani 1 1 d . . .
P1A P 0.72219(15) 0.49829(15) 0.96604(11) 0.0422(6) Uani 1 1 d DU . .
F11A F 0.6886(10) 0.5925(8) 0.9417(7) 0.043(3) Uani 0.40 1 d PDU A 1
F12A F 0.7464(11) 0.5342(10) 1.0385(6) 0.044(3) Uani 0.40 1 d PDU B 1
F13A F 0.7485(12) 0.4068(8) 0.9869(10) 0.062(4) Uani 0.40 1 d PDU B 1
F14A F 0.6873(16) 0.4752(11) 0.8897(7) 0.058(4) Uani 0.40 1 d PDU B 1
F21A F 0.7192(10) 0.5981(7) 0.9712(9) 0.052(3) Uani 0.40 1 d PDU B 2
F22A F 0.7607(12) 0.4937(13) 1.0421(6) 0.061(3) Uani 0.40 1 d PDU B 2
F23A F 0.7332(12) 0.4016(7) 0.9541(8) 0.051(3) Uani 0.40 1 d PDU B 2
F24A F 0.6921(14) 0.5085(10) 0.8882(6) 0.045(3) Uani 0.40 1 d PDU B 2
F31A F 0.732(2) 0.5683(17) 1.0203(15) 0.048(4) Uani 0.20 1 d PDU B 3
F32A F 0.7538(17) 0.4345(18) 1.0291(12) 0.047(4) Uani 0.20 1 d PDU C 3
F33A F 0.708(2) 0.4145(15) 0.9227(14) 0.053(4) Uani 0.20 1 d PDU B 3
F34A F 0.6843(19) 0.5515(19) 0.9024(12) 0.052(4) Uani 0.20 1 d PDU B 3
F5A F 0.6228(3) 0.4850(4) 0.9732(3) 0.0685(16) Uani 1 1 d . B .
F6A F 0.8220(3) 0.5114(4) 0.9599(3) 0.0720(17) Uani 1 1 d . B .
O1D O 0.2087(7) 0.8465(6) 0.7432(5) 0.0314(19) Uani 0.50 1 d PU . .
N1D N 0.1292(8) 0.8119(7) 0.8080(6) 0.0323(18) Uani 0.50 1 d PU . .
C1D C 0.0526(10) 0.8297(10) 0.8337(8) 0.036(2) Uani 0.50 1 d PU . .
H1D1 H 0.0253 0.8814 0.8152 0.053 Uiso 0.50 1 calc PR . .
H1D2 H 0.0719 0.8346 0.8811 0.053 Uiso 0.50 1 calc PR . .
H1D3 H 0.0094 0.7850 0.8222 0.053 Uiso 0.50 1 calc PR . .
C2D C 0.1778(10) 0.7412(9) 0.8352(7) 0.035(2) Uani 0.50 1 d PU . .
H2D1 H 0.2385 0.7450 0.8301 0.053 Uiso 0.50 1 calc PR . .
H2D2 H 0.1491 0.6920 0.8130 0.053 Uiso 0.50 1 calc PR . .
H2D3 H 0.1794 0.7378 0.8815 0.053 Uiso 0.50 1 calc PR . .
C3D C 0.1557(10) 0.8554(10) 0.7666(7) 0.0314(18) Uani 0.50 1 d PU . .
H3D H 0.1227 0.9044 0.7542 0.038 Uiso 0.50 1 calc PR . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir1 0.0274(2) 0.0245(3) 0.0223(2) 0.000 0.00868(17) 0.000
N1 0.029(3) 0.026(3) 0.028(3) 0.000(3) 0.012(3) -0.008(3)
N2 0.022(3) 0.021(3) 0.029(3) 0.002(3) 0.011(3) 0.000(3)
N3 0.039(4) 0.025(4) 0.022(3) -0.004(3) 0.013(3) -0.004(3)
N4 0.040(5) 0.065(6) 0.067(6) -0.001(5) 0.007(4) -0.007(4)
C1 0.026(4) 0.028(4) 0.037(5) 0.001(4) 0.016(4) 0.001(4)
C2 0.034(5) 0.035(5) 0.036(5) -0.002(4) 0.021(4) 0.003(4)
C3 0.052(5) 0.027(5) 0.034(5) -0.005(4) 0.018(4) 0.000(4)
C4 0.036(5) 0.023(5) 0.034(5) 0.000(4) 0.007(4) -0.004(4)
C5 0.031(4) 0.021(5) 0.026(4) -0.002(3) 0.013(3) 0.002(3)
C6 0.030(4) 0.020(4) 0.028(4) 0.001(3) 0.012(4) 0.002(3)
C7 0.032(4) 0.031(5) 0.027(4) -0.005(3) 0.008(4) -0.005(4)
C8 0.028(4) 0.031(5) 0.031(5) 0.000(4) 0.010(3) -0.002(4)
C9 0.030(4) 0.028(4) 0.032(5) 0.002(4) 0.015(4) 0.006(4)
C10 0.028(4) 0.024(5) 0.028(4) 0.003(4) 0.010(4) 0.004(3)
C11 0.029(4) 0.032(5) 0.021(4) -0.008(4) 0.010(3) -0.007(4)
C12 0.038(5) 0.034(5) 0.036(5) -0.002(4) 0.008(4) 0.002(4)
C13 0.046(5) 0.041(5) 0.039(5) -0.012(4) 0.022(4) 0.006(4)
C14 0.050(6) 0.030(5) 0.032(5) -0.006(4) 0.011(4) -0.001(4)
C15 0.034(5) 0.036(5) 0.024(4) -0.005(4) 0.004(4) -0.004(4)
C16 0.028(4) 0.029(5) 0.034(5) 0.002(4) 0.010(4) -0.002(3)
C17 0.030(4) 0.042(5) 0.037(5) 0.003(4) 0.007(4) 0.001(4)
C18 0.037(5) 0.044(6) 0.041(5) -0.002(4) 0.011(4) -0.006(4)
C19 0.028(5) 0.068(7) 0.038(5) 0.017(5) 0.002(4) -0.006(5)
C20 0.032(5) 0.046(5) 0.037(5) 0.004(4) 0.011(4) 0.006(4)
C21 0.034(5) 0.036(5) 0.032(5) 0.000(4) 0.006(4) -0.003(4)
P1B 0.047(2) 0.037(2) 0.046(2) 0.000 0.0079(17) 0.000
F1B 0.162(9) 0.025(5) 0.104(7) 0.000 -0.015(7) 0.000
F2B 0.081(4) 0.081(4) 0.055(4) -0.005(3) -0.012(3) 0.010(3)
F3B 0.096(6) 0.027(4) 0.083(6) 0.000 0.049(5) 0.000
F4B 0.065(4) 0.089(5) 0.086(5) 0.021(3) 0.034(4) -0.020(3)
P1A 0.0401(13) 0.0433(14) 0.0426(14) -0.0108(11) 0.0094(11) -0.0043(11)
F11A 0.052(7) 0.040(5) 0.037(7) 0.006(5) 0.013(6) 0.001(5)
F12A 0.052(7) 0.038(7) 0.041(5) 0.001(5) 0.007(5) 0.002(7)
F13A 0.071(7) 0.037(5) 0.066(7) -0.007(5) -0.009(8) 0.001(5)
F14A 0.071(6) 0.048(8) 0.048(5) -0.012(5) 0.000(6) -0.005(8)
F21A 0.056(7) 0.047(4) 0.054(7) -0.020(5) 0.016(6) 0.002(5)
F22A 0.065(7) 0.065(8) 0.047(4) -0.009(5) 0.003(5) -0.001(8)
F23A 0.062(7) 0.037(4) 0.042(7) 0.009(5) -0.010(7) 0.004(5)
F24A 0.062(6) 0.024(7) 0.046(4) -0.001(5) 0.008(5) 0.005(8)
F31A 0.053(7) 0.043(7) 0.048(6) -0.009(6) 0.010(7) 0.002(7)
F32A 0.054(7) 0.037(7) 0.045(6) -0.009(6) 0.001(7) 0.006(7)
F33A 0.065(7) 0.039(6) 0.047(7) -0.006(5) -0.001(7) -0.004(7)
F34A 0.060(7) 0.042(7) 0.050(6) -0.002(6) 0.009(7) -0.003(7)
F5A 0.040(3) 0.095(5) 0.069(4) 0.009(3) 0.012(3) -0.010(3)
F6A 0.049(3) 0.096(5) 0.080(4) -0.027(3) 0.033(3) -0.009(3)
O1D 0.030(4) 0.026(4) 0.032(5) -0.007(4) -0.006(3) 0.005(4)
N1D 0.038(4) 0.022(4) 0.031(4) -0.010(3) -0.003(3) -0.002(3)
C1D 0.044(5) 0.024(5) 0.035(5) -0.007(4) 0.004(4) -0.005(4)
C2D 0.041(5) 0.023(5) 0.033(5) -0.008(4) -0.006(4) -0.004(4)
C3D 0.036(4) 0.023(4) 0.030(4) -0.010(3) -0.002(3) -0.001(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N2 1.986(5) . ?
Ir1 N2 1.986(5) 2_656 ?
Ir1 N1 2.077(6) . ?
Ir1 N1 2.077(6) 2_656 ?
Ir1 N3 2.084(6) 2_656 ?
Ir1 N3 2.084(6) . ?
N1 C1 1.335(9) . ?
N1 C5 1.378(9) . ?
N2 C10 1.356(9) . ?
N2 C6 1.367(9) . ?
N3 C15 1.343(9) . ?
N3 C11 1.376(9) . ?
N4 C19 1.384(10) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
C1 C2 1.407(10) . ?
C1 H1 0.9500 . ?
C2 C3 1.372(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.478(10) . ?
C6 C7 1.372(10) . ?
C7 C8 1.422(10) . ?
C7 H7 0.9500 . ?
C8 C9 1.435(10) . ?
C8 C16 1.459(10) . ?
C9 C10 1.379(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.473(10) . ?
C11 C12 1.387(10) . ?
C12 C13 1.395(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(10) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.402(10) . ?
C16 C17 1.425(11) . ?
C17 C18 1.378(10) . ?
C17 H17 0.9500 . ?
C18 C19 1.415(12) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(12) . ?
C20 C21 1.384(10) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
P1B F1B 1.568(8) . ?
P1B F2B 1.584(5) 2_656 ?
P1B F2B 1.584(5) . ?
P1B F3B 1.594(7) . ?
P1B F4B 1.612(5) 2_656 ?
P1B F4B 1.612(5) . ?
P1A F13A 1.578(12) . ?
P1A F22A 1.582(12) . ?
P1A F34A 1.592(17) . ?
P1A F31A 1.602(18) . ?
P1A F12A 1.604(12) . ?
P1A F6A 1.606(6) . ?
P1A F5A 1.608(5) . ?
P1A F23A 1.611(12) . ?
P1A F24A 1.615(12) . ?
P1A F14A 1.623(12) . ?
P1A F21A 1.630(12) . ?
P1A F33A 1.631(17) . ?
O1D C3D 1.074(17) . ?
N1D C3D 1.278(19) . ?
N1D C2D 1.419(18) . ?
N1D C1D 1.462(19) . ?
C1D H1D1 0.9800 . ?
C1D H1D2 0.9800 . ?
C1D H1D3 0.9800 . ?
C2D H2D1 0.9800 . ?
C2D H2D2 0.9800 . ?
C2D H2D3 0.9800 . ?
C3D H3D 0.9500 . ?
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
N2 Ir1 N2 177.4(3) . 2_656 ?
N2 Ir1 N1 80.2(2) . . ?
N2 Ir1 N1 97.9(2) 2_656 . ?
N2 Ir1 N1 97.9(2) . 2_656 ?
N2 Ir1 N1 80.2(2) 2_656 2_656 ?
N1 Ir1 N1 91.7(3) . 2_656 ?
N2 Ir1 N3 102.6(2) . 2_656 ?
N2 Ir1 N3 79.3(2) 2_656 2_656 ?
N1 Ir1 N3 91.5(2) . 2_656 ?
N1 Ir1 N3 159.5(2) 2_656 2_656 ?
N2 Ir1 N3 79.3(2) . . ?
N2 Ir1 N3 102.6(2) 2_656 . ?
N1 Ir1 N3 159.5(2) . . ?
N1 Ir1 N3 91.5(2) 2_656 . ?
N3 Ir1 N3 92.5(3) 2_656 . ?
C1 N1 C5 120.4(6) . . ?
C1 N1 Ir1 126.7(5) . . ?
C5 N1 Ir1 112.9(4) . . ?
C10 N2 C6 123.1(6) . . ?
C10 N2 Ir1 119.0(5) . . ?
C6 N2 Ir1 117.8(5) . . ?
C15 N3 C11 119.2(6) . . ?
C15 N3 Ir1 127.7(5) . . ?
C11 N3 Ir1 113.1(5) . . ?
C19 N4 H4A 120.0 . . ?
C19 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N1 C1 C2 121.8(7) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C3 C2 C1 118.2(7) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 120.4(7) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.5(7) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 119.7(6) . . ?
N1 C5 C6 115.8(6) . . ?
C4 C5 C6 124.5(7) . . ?
N2 C6 C7 118.9(6) . . ?
N2 C6 C5 113.3(6) . . ?
C7 C6 C5 127.8(7) . . ?
C6 C7 C8 121.1(7) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C7 C8 C9 117.1(7) . . ?
C7 C8 C16 122.4(7) . . ?
C9 C8 C16 120.5(7) . . ?
C10 C9 C8 119.9(7) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
N2 C10 C9 119.8(7) . . ?
N2 C10 C11 112.7(6) . . ?
C9 C10 C11 127.5(7) . . ?
N3 C11 C12 120.0(6) . . ?
N3 C11 C10 115.9(6) . . ?
C12 C11 C10 124.1(7) . . ?
C11 C12 C13 120.6(7) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 118.5(7) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C15 C14 C13 119.0(7) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
N3 C15 C14 122.8(7) . . ?
N3 C15 H15 118.6 . . ?
C14 C15 H15 118.6 . . ?
C21 C16 C17 117.0(7) . . ?
C21 C16 C8 122.1(7) . . ?
C17 C16 C8 120.9(7) . . ?
C18 C17 C16 121.0(8) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 120.9(8) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
N4 C19 C20 120.6(9) . . ?
N4 C19 C18 120.8(9) . . ?
C20 C19 C18 118.6(7) . . ?
C21 C20 C19 120.4(8) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C16 122.3(8) . . ?
C20 C21 H21 118.9 . . ?
C16 C21 H21 118.9 . . ?
F1B P1B F2B 90.1(2) . 2_656 ?
F1B P1B F2B 90.1(2) . . ?
F2B P1B F2B 179.9(5) 2_656 . ?
F1B P1B F3B 180.000(2) . . ?
F2B P1B F3B 89.9(2) 2_656 . ?
F2B P1B F3B 89.9(2) . . ?
F1B P1B F4B 90.5(2) . 2_656 ?
F2B P1B F4B 88.9(3) 2_656 2_656 ?
F2B P1B F4B 91.1(3) . 2_656 ?
F3B P1B F4B 89.5(2) . 2_656 ?
F1B P1B F4B 90.5(2) . . ?
F2B P1B F4B 91.1(3) 2_656 . ?
F2B P1B F4B 88.9(3) . . ?
F3B P1B F4B 89.5(2) . . ?
F4B P1B F4B 179.0(5) 2_656 . ?
F13A P1A F22A 70.3(9) . . ?
F13A P1A F34A 140.1(15) . . ?
F22A P1A F34A 149.6(15) . . ?
F13A P1A F31A 119.8(14) . . ?
F22A P1A F31A 49.6(12) . . ?
F34A P1A F31A 100.1(17) . . ?
F13A P1A F12A 95.2(8) . . ?
F22A P1A F12A 25.2(7) . . ?
F34A P1A F12A 124.6(14) . . ?
F31A P1A F12A 24.6(11) . . ?
F13A P1A F6A 87.7(8) . . ?
F22A P1A F6A 87.8(7) . . ?
F34A P1A F6A 91.1(11) . . ?
F31A P1A F6A 92.3(12) . . ?
F12A P1A F6A 91.7(7) . . ?
F13A P1A F5A 92.0(7) . . ?
F22A P1A F5A 91.4(7) . . ?
F34A P1A F5A 89.6(11) . . ?
F31A P1A F5A 87.3(12) . . ?
F12A P1A F5A 87.6(7) . . ?
F6A P1A F5A 179.2(3) . . ?
F13A P1A F23A 24.7(6) . . ?
F22A P1A F23A 95.0(9) . . ?
F34A P1A F23A 115.4(14) . . ?
F31A P1A F23A 144.5(14) . . ?
F12A P1A F23A 119.9(8) . . ?
F6A P1A F23A 88.5(7) . . ?
F5A P1A F23A 91.5(7) . . ?
F13A P1A F24A 112.0(9) . . ?
F22A P1A F24A 174.0(11) . . ?
F34A P1A F24A 28.3(11) . . ?
F31A P1A F24A 128.1(14) . . ?
F12A P1A F24A 152.6(8) . . ?
F6A P1A F24A 86.7(8) . . ?
F5A P1A F24A 94.1(8) . . ?
F23A P1A F24A 87.3(8) . . ?
F13A P1A F14A 93.5(9) . . ?
F22A P1A F14A 163.8(10) . . ?
F34A P1A F14A 46.7(13) . . ?
F31A P1A F14A 146.5(14) . . ?
F12A P1A F14A 170.5(10) . . ?
F6A P1A F14A 92.2(9) . . ?
F5A P1A F14A 88.5(9) . . ?
F23A P1A F14A 68.8(8) . . ?
F24A P1A F14A 19.5(7) . . ?
F13A P1A F21A 158.6(9) . . ?
F22A P1A F21A 89.3(9) . . ?
F34A P1A F21A 60.3(13) . . ?
F31A P1A F21A 40.6(12) . . ?
F12A P1A F21A 64.9(7) . . ?
F6A P1A F21A 85.3(6) . . ?
F5A P1A F21A 94.8(6) . . ?
F23A P1A F21A 172.3(9) . . ?
F24A P1A F21A 87.7(8) . . ?
F14A P1A F21A 106.9(9) . . ?
F13A P1A F33A 50.1(11) . . ?
F22A P1A F33A 120.2(14) . . ?
F34A P1A F33A 90.3(16) . . ?
F31A P1A F33A 168.1(18) . . ?
F12A P1A F33A 144.6(13) . . ?
F6A P1A F33A 93.5(11) . . ?
F5A P1A F33A 86.9(11) . . ?
F23A P1A F33A 25.5(10) . . ?
F24A P1A F33A 62.7(12) . . ?
F14A P1A F33A 43.6(12) . . ?
F21A P1A F33A 150.5(13) . . ?
C3D N1D C2D 120.1(14) . . ?
C3D N1D C1D 125.7(14) . . ?
C2D N1D C1D 114.1(13) . . ?
N1D C1D H1D1 109.5 . . ?
N1D C1D H1D2 109.5 . . ?
H1D1 C1D H1D2 109.5 . . ?
N1D C1D H1D3 109.5 . . ?
H1D1 C1D H1D3 109.5 . . ?
H1D2 C1D H1D3 109.5 . . ?
N1D C2D H2D1 109.5 . . ?
N1D C2D H2D2 109.5 . . ?
H2D1 C2D H2D2 109.5 . . ?
N1D C2D H2D3 109.5 . . ?
H2D1 C2D H2D3 109.5 . . ?
H2D2 C2D H2D3 109.5 . . ?
O1D C3D N1D 131.5(17) . . ?
O1D C3D H3D 114.3 . . ?
N1D C3D H3D 114.3 . . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 1.011
_refine_diff_density_min -0.990
_refine_diff_density_rms 0.155
# Attachment 'Ir(tpyPhNH2)(tpyPhMeOH)_FINAL.cif'
data_inc2byc1
_database_code_depnum_ccdc_archive 'CCDC 787263'
#TrackingRef 'Ir(tpyPhNH2)(tpyPhMeOH)_FINAL.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C47 H39 F18 Ir N9 O P3'
_chemical_formula_weight 1372.98
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 Tabl. Vol C Tabl. 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tabl. Vol C Tabl. 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tabl. Vol C Tabl. 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tabl. Vol C Tabl. 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tabl. Vol C Tabl. 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tabl. Vol C Tabl. 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tabl. Vol C Tabl. 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 14.7636(4)
_cell_length_b 16.2915(5)
_cell_length_c 21.4687(5)
_cell_angle_alpha 90.00
_cell_angle_beta 105.4910(10)
_cell_angle_gamma 90.00
_cell_volume 4976.1(2)
_cell_formula_units_Z 4
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 9160
_cell_measurement_theta_min 2.446
_cell_measurement_theta_max 23.450
_exptl_crystal_description Needles
_exptl_crystal_colour 'Yellow orange'
_exptl_crystal_size_max 0.26
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.04
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.833
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2704
_exptl_absorpt_coefficient_mu 2.896
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.5243
_exptl_absorpt_correction_T_max 0.8831
_exptl_absorpt_process_details 'SADABS (Bruker, 2001)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker kappa APEXII CCD Diffractometer'
_diffrn_measurement_method '\f scans, and \w scans with \k offsets'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 27970
_diffrn_reflns_av_R_equivalents 0.0567
_diffrn_reflns_av_sigmaI/netI 0.0360
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_k_max 19
_diffrn_reflns_limit_l_min -25
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_theta_min 2.69
_diffrn_reflns_theta_max 25.00
_reflns_number_total 4373
_reflns_number_gt 4052
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2007)'
_computing_cell_refinement 'APEX2 (Bruker, 2007)'
_computing_data_reduction 'APEX2 (Bruker, 2007)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0227P)^2^+8.0372P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 4373
_refine_ls_number_parameters 379
_refine_ls_number_restraints 5
_refine_ls_R_factor_all 0.0279
_refine_ls_R_factor_gt 0.0242
_refine_ls_wR_factor_ref 0.0569
_refine_ls_wR_factor_gt 0.0554
_refine_ls_goodness_of_fit_ref 1.050
_refine_ls_restrained_S_all 1.049
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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 0.5000 0.290380(11) 0.7500 0.01875(7) Uani 1 2 d S . .
N1 N 0.52190(18) 0.20242(16) 0.68728(12) 0.0214(6) Uani 1 1 d . . .
N2 N 0.37350(17) 0.28666(16) 0.68866(12) 0.0210(6) Uani 1 1 d . . .
N3 N 0.43235(18) 0.37876(16) 0.78927(12) 0.0231(6) Uani 1 1 d . . .
C1 C 0.6024(2) 0.1633(2) 0.68897(15) 0.0253(7) Uani 1 1 d . . .
H1 H 0.6573 0.1764 0.7222 0.030 Uiso 1 1 calc R . .
C2 C 0.6079(2) 0.1046(2) 0.64405(16) 0.0307(8) Uani 1 1 d . . .
H2 H 0.6658 0.0776 0.6463 0.037 Uiso 1 1 calc R . .
C3 C 0.5283(2) 0.0854(2) 0.59562(16) 0.0310(8) Uani 1 1 d . . .
H3 H 0.5307 0.0447 0.5644 0.037 Uiso 1 1 calc R . .
C4 C 0.4449(2) 0.1261(2) 0.59300(15) 0.0278(7) Uani 1 1 d . . .
H4 H 0.3897 0.1137 0.5598 0.033 Uiso 1 1 calc R . .
C5 C 0.4426(2) 0.1842(2) 0.63868(15) 0.0225(7) Uani 1 1 d . . .
C6 C 0.3572(2) 0.23072(19) 0.64061(15) 0.0223(7) Uani 1 1 d . . .
C7 C 0.2678(2) 0.22167(19) 0.60078(15) 0.0230(7) Uani 1 1 d . . .
H7 H 0.2563 0.1835 0.5661 0.028 Uiso 1 1 calc R . .
C8 C 0.1937(2) 0.2686(2) 0.61128(15) 0.0238(7) Uani 1 1 d . . .
C9 C 0.2140(2) 0.3249(2) 0.66273(15) 0.0236(7) Uani 1 1 d . . .
H9 H 0.1652 0.3572 0.6714 0.028 Uiso 1 1 calc R . .
C10 C 0.3046(2) 0.3331(2) 0.70043(15) 0.0227(7) Uani 1 1 d . . .
C11 C 0.3391(2) 0.3885(2) 0.75612(15) 0.0244(7) Uani 1 1 d . . .
C12 C 0.2844(2) 0.4468(2) 0.77507(16) 0.0331(8) Uani 1 1 d . . .
H12 H 0.2202 0.4531 0.7521 0.040 Uiso 1 1 calc R . .
C13 C 0.3236(3) 0.4964(2) 0.82788(17) 0.0408(9) Uani 1 1 d . . .
H13 H 0.2864 0.5367 0.8414 0.049 Uiso 1 1 calc R . .
C14 C 0.4169(3) 0.4866(2) 0.86059(17) 0.0372(9) Uani 1 1 d . . .
H14 H 0.4448 0.5203 0.8967 0.045 Uiso 1 1 calc R . .
C15 C 0.4692(2) 0.4269(2) 0.84013(16) 0.0302(8) Uani 1 1 d . . .
H15 H 0.5334 0.4200 0.8630 0.036 Uiso 1 1 calc R . .
C16 C 0.0968(2) 0.2584(2) 0.56918(15) 0.0252(7) Uani 1 1 d . A .
C17 C 0.0687(2) 0.1870(2) 0.53446(16) 0.0300(8) Uani 1 1 d . . .
H17 H 0.1121 0.1430 0.5382 0.036 Uiso 1 1 calc R . .
C18 C -0.0211(2) 0.1784(2) 0.49450(17) 0.0332(8) Uani 1 1 d . A .
H18 H -0.0386 0.1286 0.4715 0.040 Uiso 1 1 calc R . .
C19 C -0.0862(2) 0.2417(2) 0.48743(17) 0.0335(8) Uani 1 1 d D . .
N4 N -0.1794(10) 0.2342(10) 0.4460(10) 0.058(7) Uani 0.50 1 d PD A 1
H1N4 H -0.2178(14) 0.275(2) 0.448(3) 0.060 Uiso 0.50 1 d PD B 1
H2N4 H -0.201(2) 0.1838(12) 0.439(3) 0.060 Uiso 0.50 1 d PD C 1
C22 C -0.1783(13) 0.2361(11) 0.4413(12) 0.045(7) Uani 0.50 1 d P A 2
H22A H -0.2250 0.2254 0.4659 0.053 Uiso 0.50 1 calc PR A 2
H22B H -0.1933 0.2905 0.4206 0.053 Uiso 0.50 1 calc PR A 2
O1R O -0.1911(5) 0.1777(5) 0.3927(4) 0.086(3) Uani 0.50 1 d P A 2
H1R H -0.2483 0.1750 0.3728 0.128 Uiso 0.50 1 calc PR A 2
C20 C -0.0590(2) 0.3131(2) 0.52352(17) 0.0347(9) Uani 1 1 d . A .
H20 H -0.1030 0.3564 0.5206 0.042 Uiso 1 1 calc R . .
C21 C 0.0309(2) 0.3218(2) 0.56336(17) 0.0308(8) Uani 1 1 d . . .
H21 H 0.0482 0.3712 0.5870 0.037 Uiso 1 1 calc R A .
P1 P 0.71903(6) 0.49336(6) 0.96249(4) 0.0312(2) Uani 1 1 d . . .
F1 F 0.82642(15) 0.48383(17) 0.96286(12) 0.0561(7) Uani 1 1 d . . .
F2 F 0.61176(14) 0.50246(14) 0.96267(11) 0.0493(6) Uani 1 1 d . . .
F4 F 0.70538(19) 0.39669(14) 0.95530(13) 0.0597(7) Uani 1 1 d . . .
F5 F 0.69071(17) 0.50099(16) 0.88548(10) 0.0562(7) Uani 1 1 d . . .
F6 F 0.73146(18) 0.58983(15) 0.96879(14) 0.0685(8) Uani 1 1 d . . .
F7 F 0.74701(16) 0.48357(18) 1.03892(10) 0.0584(7) Uani 1 1 d . . .
P2 P 0.5000 0.94204(10) 0.7500 0.0572(5) Uani 1 2 d S . .
F1B F 0.5444(2) 0.94155(18) 0.69096(15) 0.0802(9) Uani 1 1 d . . .
F2B F 0.4255(3) 0.8738(2) 0.7178(2) 0.1448(19) Uani 1 1 d . . .
F3B F 0.42655(19) 1.01099(18) 0.71804(14) 0.0735(8) Uani 1 1 d . . .
C1AC C 0.4219(4) 0.6905(3) 0.6594(2) 0.0689(15) Uani 1 1 d . . .
H24A H 0.4869 0.6721 0.6773 0.103 Uiso 1 1 calc R . .
H24B H 0.4215 0.7492 0.6493 0.103 Uiso 1 1 calc R . .
H24C H 0.3932 0.6597 0.6199 0.103 Uiso 1 1 calc R . .
C2AC C 0.3697(3) 0.6768(3) 0.7058(2) 0.0465(10) Uani 1 1 d . . .
N1AC N 0.3291(3) 0.6657(3) 0.7433(2) 0.0641(11) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir1 0.01580(10) 0.02280(10) 0.01735(10) 0.000 0.00389(6) 0.000
N1 0.0208(13) 0.0249(14) 0.0198(13) -0.0005(11) 0.0074(11) -0.0013(11)
N2 0.0179(13) 0.0239(14) 0.0214(13) 0.0011(11) 0.0055(10) 0.0025(11)
N3 0.0212(13) 0.0268(15) 0.0216(14) -0.0026(12) 0.0060(11) -0.0009(11)
C1 0.0217(17) 0.0289(18) 0.0254(17) 0.0028(14) 0.0066(14) 0.0049(14)
C2 0.0273(18) 0.032(2) 0.035(2) 0.0010(15) 0.0125(15) 0.0077(15)
C3 0.0319(19) 0.0313(19) 0.0308(19) -0.0068(15) 0.0102(15) 0.0045(15)
C4 0.0262(17) 0.0316(19) 0.0249(17) -0.0063(15) 0.0058(14) 0.0000(15)
C5 0.0207(16) 0.0252(17) 0.0219(16) -0.0007(13) 0.0063(13) -0.0018(13)
C6 0.0218(16) 0.0239(17) 0.0222(16) 0.0002(13) 0.0077(13) -0.0009(13)
C7 0.0222(16) 0.0249(18) 0.0216(16) -0.0024(13) 0.0055(13) -0.0016(13)
C8 0.0218(16) 0.0286(18) 0.0210(17) 0.0031(13) 0.0056(13) 0.0002(13)
C9 0.0198(16) 0.0283(17) 0.0231(17) 0.0025(14) 0.0063(13) 0.0048(13)
C10 0.0210(16) 0.0265(18) 0.0210(16) 0.0010(14) 0.0063(13) 0.0001(13)
C11 0.0223(16) 0.0284(18) 0.0219(16) -0.0020(14) 0.0050(13) 0.0034(14)
C12 0.0283(18) 0.040(2) 0.0284(19) -0.0040(16) 0.0034(15) 0.0059(16)
C13 0.043(2) 0.043(2) 0.035(2) -0.0130(18) 0.0076(17) 0.0145(18)
C14 0.040(2) 0.038(2) 0.0283(19) -0.0122(16) -0.0007(16) 0.0015(17)
C15 0.0261(18) 0.035(2) 0.0268(18) -0.0036(15) 0.0025(14) 0.0035(15)
C16 0.0224(17) 0.0317(19) 0.0213(17) 0.0024(14) 0.0054(13) 0.0005(14)
C17 0.0230(17) 0.035(2) 0.0314(19) -0.0004(15) 0.0061(15) 0.0020(15)
C18 0.0265(19) 0.041(2) 0.031(2) -0.0058(16) 0.0070(15) -0.0078(16)
C19 0.0220(18) 0.047(2) 0.030(2) 0.0044(17) 0.0036(15) -0.0020(16)
N4 0.030(9) 0.087(13) 0.045(10) 0.007(9) -0.011(7) -0.032(7)
C22 0.045(13) 0.042(10) 0.052(13) 0.014(8) 0.023(10) 0.026(8)
O1R 0.046(4) 0.106(6) 0.080(5) -0.046(5) -0.027(4) 0.019(4)
C20 0.0250(19) 0.043(2) 0.034(2) 0.0073(17) 0.0044(16) 0.0083(16)
C21 0.0271(19) 0.0319(19) 0.0315(19) -0.0011(15) 0.0046(15) 0.0018(15)
P1 0.0279(5) 0.0295(5) 0.0346(5) 0.0029(4) 0.0052(4) -0.0021(4)
F1 0.0305(12) 0.0771(18) 0.0637(16) 0.0285(13) 0.0180(11) 0.0058(12)
F2 0.0293(12) 0.0590(16) 0.0566(14) -0.0139(12) 0.0065(10) 0.0008(10)
F4 0.0867(19) 0.0294(13) 0.0841(18) -0.0016(12) 0.0591(16) -0.0039(12)
F5 0.0564(15) 0.0724(18) 0.0361(13) 0.0090(12) 0.0059(11) -0.0106(13)
F6 0.0588(16) 0.0316(13) 0.102(2) -0.0048(13) -0.0020(14) -0.0118(12)
F7 0.0459(14) 0.092(2) 0.0337(13) 0.0025(12) 0.0047(10) 0.0104(13)
P2 0.0653(11) 0.0308(8) 0.0954(14) 0.000 0.0560(10) 0.000
F1B 0.096(2) 0.069(2) 0.099(2) -0.0198(17) 0.0680(19) 0.0022(16)
F2B 0.152(3) 0.085(3) 0.245(5) -0.090(3) 0.135(4) -0.064(2)
F3B 0.0715(19) 0.074(2) 0.086(2) 0.0080(16) 0.0403(16) 0.0174(15)
C1AC 0.065(3) 0.097(4) 0.046(3) -0.010(3) 0.016(2) -0.027(3)
C2AC 0.033(2) 0.054(3) 0.046(3) -0.003(2) 0.000(2) -0.0031(19)
N1AC 0.041(2) 0.083(3) 0.069(3) 0.001(2) 0.015(2) -0.003(2)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N2 1.978(3) . ?
Ir1 N2 1.978(3) 2_656 ?
Ir1 N1 2.050(3) . ?
Ir1 N1 2.050(3) 2_656 ?
Ir1 N3 2.057(3) 2_656 ?
Ir1 N3 2.057(3) . ?
N1 C1 1.341(4) . ?
N1 C5 1.377(4) . ?
N2 C10 1.344(4) . ?
N2 C6 1.349(4) . ?
N3 C15 1.337(4) . ?
N3 C11 1.380(4) . ?
C1 C2 1.376(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.370(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.481(4) . ?
C6 C7 1.375(4) . ?
C7 C8 1.402(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.405(5) . ?
C8 C16 1.483(4) . ?
C9 C10 1.373(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.475(4) . ?
C11 C12 1.377(5) . ?
C12 C13 1.386(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.378(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.384(5) . ?
C16 C21 1.402(5) . ?
C17 C18 1.380(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.390(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.397(5) . ?
C19 N4 1.430(16) . ?
C19 C22 1.45(2) . ?
N4 H1N4 0.880(2) . ?
N4 H2N4 0.880(2) . ?
C22 O1R 1.39(2) . ?
C22 H1N4 0.89(3) . ?
C22 H2N4 0.91(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O1R H2N4 1.05(8) . ?
O1R H1R 0.8400 . ?
C20 C21 1.380(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
P1 F6 1.584(3) . ?
P1 F7 1.590(2) . ?
P1 F4 1.590(2) . ?
P1 F1 1.591(2) . ?
P1 F2 1.592(2) . ?
P1 F5 1.598(2) . ?
P2 F1B 1.575(3) 2_656 ?
P2 F1B 1.575(3) . ?
P2 F3B 1.585(3) 2_656 ?
P2 F3B 1.585(3) . ?
P2 F2B 1.587(4) . ?
P2 F2B 1.587(4) 2_656 ?
C1AC C2AC 1.431(6) . ?
C1AC H24A 0.9800 . ?
C1AC H24B 0.9800 . ?
C1AC H24C 0.9800 . ?
C2AC N1AC 1.140(5) . ?
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
N2 Ir1 N2 176.49(15) . 2_656 ?
N2 Ir1 N1 80.08(10) . . ?
N2 Ir1 N1 97.43(10) 2_656 . ?
N2 Ir1 N1 97.43(10) . 2_656 ?
N2 Ir1 N1 80.08(10) 2_656 2_656 ?
N1 Ir1 N1 91.32(14) . 2_656 ?
N2 Ir1 N3 102.95(10) . 2_656 ?
N2 Ir1 N3 79.56(10) 2_656 2_656 ?
N1 Ir1 N3 92.36(10) . 2_656 ?
N1 Ir1 N3 159.62(10) 2_656 2_656 ?
N2 Ir1 N3 79.56(10) . . ?
N2 Ir1 N3 102.95(10) 2_656 . ?
N1 Ir1 N3 159.62(10) . . ?
N1 Ir1 N3 92.36(10) 2_656 . ?
N3 Ir1 N3 91.15(14) 2_656 . ?
C1 N1 C5 119.1(3) . . ?
C1 N1 Ir1 127.5(2) . . ?
C5 N1 Ir1 113.4(2) . . ?
C10 N2 C6 122.3(3) . . ?
C10 N2 Ir1 119.0(2) . . ?
C6 N2 Ir1 118.3(2) . . ?
C15 N3 C11 119.1(3) . . ?
C15 N3 Ir1 127.5(2) . . ?
C11 N3 Ir1 113.3(2) . . ?
N1 C1 C2 122.0(3) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C1 C2 C3 119.2(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C2 C3 C4 119.4(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 N1 120.8(3) . . ?
C4 C5 C6 123.9(3) . . ?
N1 C5 C6 115.2(3) . . ?
N2 C6 C7 119.5(3) . . ?
N2 C6 C5 112.8(3) . . ?
C7 C6 C5 127.6(3) . . ?
C6 C7 C8 120.2(3) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C9 118.1(3) . . ?
C7 C8 C16 120.5(3) . . ?
C9 C8 C16 121.4(3) . . ?
C10 C9 C8 119.8(3) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
N2 C10 C9 120.1(3) . . ?
N2 C10 C11 112.5(3) . . ?
C9 C10 C11 127.5(3) . . ?
C12 C11 N3 120.7(3) . . ?
C12 C11 C10 124.0(3) . . ?
N3 C11 C10 115.4(3) . . ?
C11 C12 C13 119.6(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 119.1(3) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
N3 C15 C14 122.1(3) . . ?
N3 C15 H15 119.0 . . ?
C14 C15 H15 119.0 . . ?
C17 C16 C21 118.0(3) . . ?
C17 C16 C8 121.6(3) . . ?
C21 C16 C8 120.3(3) . . ?
C18 C17 C16 121.3(3) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C19 121.0(3) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C18 C19 C20 118.0(3) . . ?
C18 C19 N4 121.8(8) . . ?
C20 C19 N4 120.2(8) . . ?
C18 C19 C22 121.5(7) . . ?
C20 C19 C22 120.5(7) . . ?
N4 C19 C22 4.2(17) . . ?
C19 N4 H1N4 115.7(15) . . ?
C19 N4 H2N4 115.7(15) . . ?
H1N4 N4 H2N4 119.8(4) . . ?
O1R C22 C19 117.9(10) . . ?
O1R C22 H1N4 129(2) . . ?
C19 C22 H1N4 113(3) . . ?
O1R C22 H2N4 49(5) . . ?
C19 C22 H2N4 111(3) . . ?
H1N4 C22 H2N4 115(4) . . ?
O1R C22 H22A 107.8 . . ?
C19 C22 H22A 107.8 . . ?
H1N4 C22 H22A 58.1 . . ?
H2N4 C22 H22A 63.9 . . ?
O1R C22 H22B 107.8 . . ?
C19 C22 H22B 107.8 . . ?
H1N4 C22 H22B 50.0 . . ?
H2N4 C22 H22B 140.9 . . ?
H22A C22 H22B 107.2 . . ?
C22 O1R H2N4 41.1(19) . . ?
C22 O1R H1R 109.5 . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C16 120.6(3) . . ?
C20 C21 H21 119.7 . . ?
C16 C21 H21 119.7 . . ?
F6 P1 F7 91.10(16) . . ?
F6 P1 F4 179.22(17) . . ?
F7 P1 F4 89.54(15) . . ?
F6 P1 F1 90.21(15) . . ?
F7 P1 F1 90.07(13) . . ?
F4 P1 F1 90.24(14) . . ?
F6 P1 F2 90.01(14) . . ?
F7 P1 F2 89.50(13) . . ?
F4 P1 F2 89.54(13) . . ?
F1 P1 F2 179.51(15) . . ?
F6 P1 F5 90.20(15) . . ?
F7 P1 F5 178.70(16) . . ?
F4 P1 F5 89.16(14) . . ?
F1 P1 F5 89.87(13) . . ?
F2 P1 F5 90.56(13) . . ?
F1B P2 F1B 179.4(2) 2_656 . ?
F1B P2 F3B 92.24(16) 2_656 2_656 ?
F1B P2 F3B 88.18(15) . 2_656 ?
F1B P2 F3B 88.18(15) 2_656 . ?
F1B P2 F3B 92.24(15) . . ?
F3B P2 F3B 89.7(2) 2_656 . ?
F1B P2 F2B 87.58(19) 2_656 . ?
F1B P2 F2B 92.01(19) . . ?
F3B P2 F2B 179.3(2) 2_656 . ?
F3B P2 F2B 89.6(2) . . ?
F1B P2 F2B 92.01(19) 2_656 2_656 ?
F1B P2 F2B 87.58(19) . 2_656 ?
F3B P2 F2B 89.6(2) 2_656 2_656 ?
F3B P2 F2B 179.3(2) . 2_656 ?
F2B P2 F2B 91.0(4) . 2_656 ?
C2AC C1AC H24A 109.5 . . ?
C2AC C1AC H24B 109.5 . . ?
H24A C1AC H24B 109.5 . . ?
C2AC C1AC H24C 109.5 . . ?
H24A C1AC H24C 109.5 . . ?
H24B C1AC H24C 109.5 . . ?
N1AC C2AC C1AC 179.1(5) . . ?
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
N2 Ir1 N1 C1 177.8(3) . . . . ?
N2 Ir1 N1 C1 -4.8(3) 2_656 . . . ?
N1 Ir1 N1 C1 -84.9(3) 2_656 . . . ?
N3 Ir1 N1 C1 75.0(3) 2_656 . . . ?
N3 Ir1 N1 C1 174.7(3) . . . . ?
N2 Ir1 N1 C5 -1.9(2) . . . . ?
N2 Ir1 N1 C5 175.6(2) 2_656 . . . ?
N1 Ir1 N1 C5 95.4(2) 2_656 . . . ?
N3 Ir1 N1 C5 -104.7(2) 2_656 . . . ?
N3 Ir1 N1 C5 -5.0(4) . . . . ?
N2 Ir1 N2 C10 131.4(2) 2_656 . . . ?
N1 Ir1 N2 C10 176.6(2) . . . . ?
N1 Ir1 N2 C10 86.5(2) 2_656 . . . ?
N3 Ir1 N2 C10 -93.3(2) 2_656 . . . ?
N3 Ir1 N2 C10 -4.5(2) . . . . ?
N2 Ir1 N2 C6 -41.3(2) 2_656 . . . ?
N1 Ir1 N2 C6 3.9(2) . . . . ?
N1 Ir1 N2 C6 -86.2(2) 2_656 . . . ?
N3 Ir1 N2 C6 94.0(2) 2_656 . . . ?
N3 Ir1 N2 C6 -177.2(2) . . . . ?
N2 Ir1 N3 C15 -176.5(3) . . . . ?
N2 Ir1 N3 C15 6.0(3) 2_656 . . . ?
N1 Ir1 N3 C15 -173.4(3) . . . . ?
N1 Ir1 N3 C15 86.4(3) 2_656 . . . ?
N3 Ir1 N3 C15 -73.5(3) 2_656 . . . ?
N2 Ir1 N3 C11 1.4(2) . . . . ?
N2 Ir1 N3 C11 -176.1(2) 2_656 . . . ?
N1 Ir1 N3 C11 4.4(4) . . . . ?
N1 Ir1 N3 C11 -95.8(2) 2_656 . . . ?
N3 Ir1 N3 C11 104.3(2) 2_656 . . . ?
C5 N1 C1 C2 -0.8(5) . . . . ?
Ir1 N1 C1 C2 179.5(2) . . . . ?
N1 C1 C2 C3 0.1(5) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
C3 C4 C5 N1 -0.3(5) . . . . ?
C3 C4 C5 C6 -179.6(3) . . . . ?
C1 N1 C5 C4 0.9(4) . . . . ?
Ir1 N1 C5 C4 -179.4(2) . . . . ?
C1 N1 C5 C6 -179.7(3) . . . . ?
Ir1 N1 C5 C6 0.0(3) . . . . ?
C10 N2 C6 C7 1.7(5) . . . . ?
Ir1 N2 C6 C7 174.2(2) . . . . ?
C10 N2 C6 C5 -177.3(3) . . . . ?
Ir1 N2 C6 C5 -4.9(3) . . . . ?
C4 C5 C6 N2 -177.6(3) . . . . ?
N1 C5 C6 N2 3.0(4) . . . . ?
C4 C5 C6 C7 3.5(5) . . . . ?
N1 C5 C6 C7 -175.9(3) . . . . ?
N2 C6 C7 C8 -1.8(5) . . . . ?
C5 C6 C7 C8 177.0(3) . . . . ?
C6 C7 C8 C9 0.6(5) . . . . ?
C6 C7 C8 C16 -179.1(3) . . . . ?
C7 C8 C9 C10 0.7(5) . . . . ?
C16 C8 C9 C10 -179.6(3) . . . . ?
C6 N2 C10 C9 -0.4(5) . . . . ?
Ir1 N2 C10 C9 -172.8(2) . . . . ?
C6 N2 C10 C11 178.8(3) . . . . ?
Ir1 N2 C10 C11 6.4(4) . . . . ?
C8 C9 C10 N2 -0.9(5) . . . . ?
C8 C9 C10 C11 -179.9(3) . . . . ?
C15 N3 C11 C12 -0.1(5) . . . . ?
Ir1 N3 C11 C12 -178.2(3) . . . . ?
C15 N3 C11 C10 179.6(3) . . . . ?
Ir1 N3 C11 C10 1.5(3) . . . . ?
N2 C10 C11 C12 174.7(3) . . . . ?
C9 C10 C11 C12 -6.2(5) . . . . ?
N2 C10 C11 N3 -5.0(4) . . . . ?
C9 C10 C11 N3 174.1(3) . . . . ?
N3 C11 C12 C13 0.2(5) . . . . ?
C10 C11 C12 C13 -179.5(3) . . . . ?
C11 C12 C13 C14 0.1(6) . . . . ?
C12 C13 C14 C15 -0.4(6) . . . . ?
C11 N3 C15 C14 -0.2(5) . . . . ?
Ir1 N3 C15 C14 177.6(3) . . . . ?
C13 C14 C15 N3 0.5(6) . . . . ?
C7 C8 C16 C17 22.7(5) . . . . ?
C9 C8 C16 C17 -157.0(3) . . . . ?
C7 C8 C16 C21 -157.0(3) . . . . ?
C9 C8 C16 C21 23.3(5) . . . . ?
C21 C16 C17 C18 0.9(5) . . . . ?
C8 C16 C17 C18 -178.9(3) . . . . ?
C16 C17 C18 C19 0.5(5) . . . . ?
C17 C18 C19 C20 -2.0(5) . . . . ?
C17 C18 C19 N4 179.6(10) . . . . ?
C17 C18 C19 C22 174.7(11) . . . . ?
C18 C19 C22 O1R -17(2) . . . . ?
C20 C19 C22 O1R 159.3(12) . . . . ?
N4 C19 C22 O1R -113(18) . . . . ?
C18 C19 C20 C21 2.1(5) . . . . ?
N4 C19 C20 C21 -179.4(10) . . . . ?
C22 C19 C20 C21 -174.5(11) . . . . ?
C19 C20 C21 C16 -0.8(5) . . . . ?
C17 C16 C21 C20 -0.7(5) . . . . ?
C8 C16 C21 C20 179.0(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 0.648
_refine_diff_density_min -0.490
_refine_diff_density_rms 0.080