# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1500 data_global # 1. SUBMISSION DETAILS _publ_contact_author ; K. Mereiter Institute of Mineralogy, Crystallography and Structural Chemistry Technical University of Vienna Getreidemarkt 9 A-1060 Vienna Austria ; _publ_contact_author_phone '++43 1 58801-17111' _publ_contact_author_fax '++43 1 58801-17199' _publ_contact_author_email 'Kurt.Mereiter+e171@tuwien.ac.at' _publ_requested_journal 'Chemical Communications' _publ_requested_coeditor_name ? _publ_contact_letter ; ; #============================================================================== data_cssaj3fr _audit_creation_method SHELXL-97 _chemical_name_systematic ; (\k^4^(N,N',N'',C^Ph2^)-hydrogen tris(3-phenylpyrazol-1-yl)borato)- (\k^1^-ethyl)-(\h^2^-ethene)-iridium ; _chemical_name_common 'Ir(\k^4^(N,N,N,C^Ph2^)-Tp^Ph^)(ethyl)(\h^2^-ethene)' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H30 B Ir N6' _chemical_formula_weight 689.62 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' 'B' 'B' 0.0013 0.0007 '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' '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.399(5) _cell_length_b 8.691(3) _cell_length_c 19.809(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.77(2) _cell_angle_gamma 90.00 _cell_volume 2821.9(15) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 7995 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description 'plate' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 4.763 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.37 _exptl_absorpt_correction_T_max 0.56 _exptl_absorpt_process_details ; absorption correction by multi-scan method using program SADABS (G.M. Sheldrick, 1996) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Siemens SMART 3-circle with CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32315 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0194 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6013 _reflns_number_gt 5616 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SAINT' _computing_data_reduction 'Siemens SAINT and SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0085P)^2^+4.5304P] 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 SHELXL _refine_ls_extinction_coef 0.00040(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6013 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0360 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0636 _refine_ls_wR_factor_gt 0.0623 _refine_ls_goodness_of_fit_ref 1.381 _refine_ls_restrained_S_all 1.381 _refine_ls_shift/su_max 0.002 _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 Ir Ir 0.233047(9) 0.482795(18) 0.484266(8) 0.03851(6) Uani 1 1 d . . . N1 N 0.3254(2) 0.6001(5) 0.44358(17) 0.0479(9) Uani 1 1 d . . . N2 N 0.3966(2) 0.5429(5) 0.42141(19) 0.0555(10) Uani 1 1 d . . . C1 C 0.4300(3) 0.6563(8) 0.3837(3) 0.0708(17) Uani 1 1 d . . . H1 H 0.4792 0.6481 0.3618 0.085 Uiso 1 1 calc R . . C2 C 0.3816(3) 0.7824(8) 0.3824(3) 0.0699(16) Uani 1 1 d . . . H2 H 0.3916 0.8760 0.3615 0.084 Uiso 1 1 calc R . . C3 C 0.3122(3) 0.7413(6) 0.4198(2) 0.0543(12) Uani 1 1 d . . . C4 C 0.2296(3) 0.7966(6) 0.4300(2) 0.0517(11) Uani 1 1 d . . . C5 C 0.1998(4) 0.9388(6) 0.4074(3) 0.0675(15) Uani 1 1 d . . . H5 H 0.2349 1.0098 0.3886 0.081 Uiso 1 1 calc R . . C6 C 0.1183(4) 0.9734(6) 0.4133(3) 0.0762(17) Uani 1 1 d . . . H6 H 0.0978 1.0663 0.3968 0.091 Uiso 1 1 calc R . . C7 C 0.0669(4) 0.8699(6) 0.4437(3) 0.0657(14) Uani 1 1 d . . . H7 H 0.0123 0.8951 0.4491 0.079 Uiso 1 1 calc R . . C8 C 0.0962(3) 0.7288(6) 0.4663(2) 0.0536(11) Uani 1 1 d . . . H8 H 0.0606 0.6610 0.4866 0.064 Uiso 1 1 calc R . . C9 C 0.1777(3) 0.6849(5) 0.4595(2) 0.0433(10) Uani 1 1 d . . . N3 N 0.3126(2) 0.2857(5) 0.51265(18) 0.0470(9) Uani 1 1 d . . . N4 N 0.3849(2) 0.2809(5) 0.47791(19) 0.0526(10) Uani 1 1 d . . . C10 C 0.4348(3) 0.1776(7) 0.5065(3) 0.0656(15) Uani 1 1 d . . . H10 H 0.4866 0.1534 0.4919 0.079 Uiso 1 1 calc R . . C11 C 0.3987(3) 0.1132(7) 0.5600(3) 0.0683(15) Uani 1 1 d . . . H11 H 0.4204 0.0386 0.5890 0.082 Uiso 1 1 calc R . . C12 C 0.3217(3) 0.1823(6) 0.5627(2) 0.0497(11) Uani 1 1 d . . . C13 C 0.2587(3) 0.1466(6) 0.6129(2) 0.0495(11) Uani 1 1 d . . . C14 C 0.2643(3) 0.2116(7) 0.6769(3) 0.0646(14) Uani 1 1 d . . . H14 H 0.3060 0.2806 0.6878 0.078 Uiso 1 1 calc R . . C15 C 0.2073(4) 0.1732(8) 0.7245(3) 0.0774(17) Uani 1 1 d . . . H15 H 0.2107 0.2175 0.7672 0.093 Uiso 1 1 calc R . . C16 C 0.1465(4) 0.0709(8) 0.7091(3) 0.0825(18) Uani 1 1 d . . . H16 H 0.1087 0.0460 0.7413 0.099 Uiso 1 1 calc R . . C17 C 0.1407(4) 0.0042(7) 0.6459(3) 0.0759(16) Uani 1 1 d . . . H17 H 0.0993 -0.0657 0.6355 0.091 Uiso 1 1 calc R . . C18 C 0.1972(3) 0.0421(6) 0.5980(3) 0.0614(13) Uani 1 1 d . . . H18 H 0.1937 -0.0033 0.5555 0.074 Uiso 1 1 calc R . . N5 N 0.2416(2) 0.3814(4) 0.37805(17) 0.0442(8) Uani 1 1 d . . . N6 N 0.3191(2) 0.3318(5) 0.36444(18) 0.0533(10) Uani 1 1 d . . . C19 C 0.3186(3) 0.2589(7) 0.3050(2) 0.0665(15) Uani 1 1 d . . . H19 H 0.3638 0.2146 0.2854 0.080 Uiso 1 1 calc R . . C20 C 0.2409(3) 0.2601(7) 0.2778(2) 0.0638(14) Uani 1 1 d . . . H20 H 0.2228 0.2167 0.2371 0.077 Uiso 1 1 calc R . . C21 C 0.1942(3) 0.3407(5) 0.3241(2) 0.0462(10) Uani 1 1 d . . . C22 C 0.1080(3) 0.3858(6) 0.3139(2) 0.0466(10) Uani 1 1 d . . . C23 C 0.0829(3) 0.5356(6) 0.3224(2) 0.0522(11) Uani 1 1 d . . . H23 H 0.1204 0.6087 0.3381 0.063 Uiso 1 1 calc R . . C24 C 0.0024(3) 0.5797(7) 0.3079(3) 0.0652(14) Uani 1 1 d . . . H24 H -0.0140 0.6807 0.3151 0.078 Uiso 1 1 calc R . . C25 C -0.0525(3) 0.4720(8) 0.2828(3) 0.0731(16) Uani 1 1 d . . . H25 H -0.1060 0.5007 0.2720 0.088 Uiso 1 1 calc R . . C26 C -0.0283(3) 0.3231(8) 0.2739(3) 0.0719(16) Uani 1 1 d . . . H26 H -0.0659 0.2506 0.2578 0.086 Uiso 1 1 calc R . . C27 C 0.0515(3) 0.2789(6) 0.2884(2) 0.0595(13) Uani 1 1 d . . . H27 H 0.0675 0.1778 0.2811 0.071 Uiso 1 1 calc R . . B B 0.3951(3) 0.3662(8) 0.4111(3) 0.0569(15) Uani 1 1 d . . . H0B H 0.4511 0.3280 0.3869 0.068 Uiso 1 1 calc R . . C28 C 0.1210(3) 0.3526(6) 0.4869(2) 0.0510(11) Uani 1 1 d . . . H28A H 0.0754 0.3919 0.4597 0.061 Uiso 1 1 calc R . . H28B H 0.1263 0.2415 0.4849 0.061 Uiso 1 1 calc R . . C29 C 0.1339(2) 0.4195(5) 0.5494(2) 0.0461(10) Uani 1 1 d . . . H29A H 0.1476 0.3506 0.5866 0.055 Uiso 1 1 calc R . . H29B H 0.0967 0.5011 0.5613 0.055 Uiso 1 1 calc R . . C30 C 0.2668(3) 0.5870(6) 0.5788(2) 0.0528(11) Uani 1 1 d . . . H30A H 0.2319 0.6755 0.5853 0.063 Uiso 1 1 calc R . . H30B H 0.2561 0.5141 0.6145 0.063 Uiso 1 1 calc R . . C31 C 0.3536(4) 0.6381(11) 0.5863(3) 0.111(3) Uani 1 1 d . . . H31A H 0.3628 0.6826 0.6302 0.167 Uiso 1 1 calc R . . H31B H 0.3646 0.7134 0.5523 0.167 Uiso 1 1 calc R . . H31C H 0.3890 0.5513 0.5812 0.167 Uiso 1 1 calc R . . 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 Ir 0.03202(9) 0.04986(10) 0.03386(9) -0.00085(7) 0.00469(5) -0.00047(7) N1 0.0374(19) 0.071(3) 0.0352(19) 0.0027(18) 0.0037(15) -0.0102(18) N2 0.0360(19) 0.087(3) 0.044(2) -0.001(2) 0.0054(16) -0.0106(19) C1 0.048(3) 0.117(5) 0.047(3) 0.007(3) 0.009(2) -0.029(3) C2 0.066(3) 0.092(4) 0.052(3) 0.010(3) 0.001(3) -0.034(3) C3 0.057(3) 0.067(3) 0.039(2) 0.000(2) -0.005(2) -0.022(2) C4 0.063(3) 0.054(3) 0.038(2) 0.000(2) -0.006(2) -0.012(2) C5 0.101(5) 0.051(3) 0.050(3) 0.002(2) -0.008(3) -0.016(3) C6 0.114(5) 0.048(3) 0.065(3) -0.002(3) -0.022(3) 0.016(3) C7 0.076(4) 0.060(3) 0.061(3) -0.008(3) -0.008(3) 0.018(3) C8 0.054(3) 0.057(3) 0.050(3) -0.004(2) -0.002(2) 0.008(2) C9 0.052(2) 0.046(2) 0.032(2) -0.0070(17) -0.0040(18) -0.0011(19) N3 0.0376(19) 0.065(2) 0.0388(19) -0.0024(17) 0.0017(15) 0.0088(17) N4 0.0341(19) 0.078(3) 0.046(2) -0.0068(19) 0.0027(16) 0.0075(18) C10 0.041(3) 0.088(4) 0.068(3) -0.007(3) -0.001(2) 0.020(3) C11 0.054(3) 0.076(4) 0.074(4) 0.008(3) -0.004(3) 0.022(3) C12 0.045(2) 0.059(3) 0.044(2) -0.003(2) -0.0055(19) 0.003(2) C13 0.049(3) 0.055(3) 0.043(2) 0.005(2) -0.005(2) 0.010(2) C14 0.064(3) 0.079(4) 0.050(3) 0.001(3) -0.010(2) 0.005(3) C15 0.094(5) 0.096(5) 0.043(3) 0.010(3) 0.001(3) 0.016(4) C16 0.090(5) 0.090(5) 0.070(4) 0.026(3) 0.024(3) 0.007(4) C17 0.077(4) 0.072(4) 0.079(4) 0.015(3) 0.008(3) -0.012(3) C18 0.070(3) 0.059(3) 0.056(3) 0.006(2) 0.000(2) -0.003(3) N5 0.0340(18) 0.061(2) 0.0382(19) -0.0045(16) 0.0033(14) -0.0012(16) N6 0.0359(19) 0.087(3) 0.038(2) -0.0107(19) 0.0057(15) 0.0063(19) C19 0.054(3) 0.099(4) 0.047(3) -0.017(3) 0.010(2) 0.014(3) C20 0.058(3) 0.095(4) 0.039(2) -0.018(3) -0.001(2) 0.002(3) C21 0.043(2) 0.058(3) 0.037(2) -0.0014(19) -0.0004(18) -0.003(2) C22 0.045(2) 0.064(3) 0.031(2) 0.0040(19) 0.0005(17) -0.006(2) C23 0.050(3) 0.064(3) 0.042(2) 0.000(2) -0.0011(19) -0.006(2) C24 0.060(3) 0.080(4) 0.055(3) 0.002(3) 0.002(2) 0.012(3) C25 0.043(3) 0.113(5) 0.063(3) 0.007(3) -0.005(2) 0.001(3) C26 0.054(3) 0.090(4) 0.070(4) 0.005(3) -0.015(3) -0.023(3) C27 0.059(3) 0.065(3) 0.054(3) 0.002(2) -0.007(2) -0.010(2) B 0.033(3) 0.096(5) 0.042(3) -0.014(3) 0.009(2) 0.003(3) C28 0.038(2) 0.059(3) 0.057(3) 0.001(2) 0.008(2) -0.010(2) C29 0.037(2) 0.058(3) 0.044(2) 0.008(2) 0.0113(18) 0.0036(19) C30 0.054(3) 0.060(3) 0.044(3) -0.003(2) -0.002(2) -0.003(2) C31 0.077(4) 0.208(9) 0.049(3) -0.034(4) 0.003(3) -0.056(5) _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 Ir N1 2.014(4) . ? Ir C9 2.030(4) . ? Ir C30 2.137(4) . ? Ir C28 2.159(4) . ? Ir C29 2.177(4) . ? Ir N3 2.216(4) . ? Ir N5 2.289(3) . ? N1 C3 1.329(6) . ? N1 N2 1.355(5) . ? N2 C1 1.362(7) . ? N2 B 1.549(8) . ? C1 C2 1.353(8) . ? C1 H1 0.9300 . ? C2 C3 1.423(7) . ? C2 H2 0.9300 . ? C3 C4 1.458(7) . ? C4 C5 1.397(7) . ? C4 C9 1.427(6) . ? C5 C6 1.380(9) . ? C5 H5 0.9300 . ? C6 C7 1.383(8) . ? C6 H6 0.9300 . ? C7 C8 1.386(7) . ? C7 H7 0.9300 . ? C8 C9 1.401(6) . ? C8 H8 0.9300 . ? N3 C12 1.342(6) . ? N3 N4 1.388(5) . ? N4 C10 1.330(6) . ? N4 B 1.531(7) . ? C10 C11 1.352(8) . ? C10 H10 0.9300 . ? C11 C12 1.401(6) . ? C11 H11 0.9300 . ? C12 C13 1.489(6) . ? C13 C18 1.382(7) . ? C13 C14 1.389(7) . ? C14 C15 1.388(8) . ? C14 H14 0.9300 . ? C15 C16 1.363(9) . ? C15 H15 0.9300 . ? C16 C17 1.380(9) . ? C16 H16 0.9300 . ? C17 C18 1.385(8) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? N5 C21 1.348(5) . ? N5 N6 1.377(5) . ? N6 C19 1.336(6) . ? N6 B 1.558(6) . ? C19 C20 1.370(7) . ? C19 H19 0.9300 . ? C20 C21 1.400(6) . ? C20 H20 0.9300 . ? C21 C22 1.476(6) . ? C22 C23 1.377(7) . ? C22 C27 1.395(6) . ? C23 C24 1.396(7) . ? C23 H23 0.9300 . ? C24 C25 1.382(8) . ? C24 H24 0.9300 . ? C25 C26 1.366(9) . ? C25 H25 0.9300 . ? C26 C27 1.386(7) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? B H0B 1.1000 . ? C28 C29 1.379(6) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.494(7) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? 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 N1 Ir C9 78.55(17) . . ? N1 Ir C30 87.63(17) . . ? C9 Ir C30 86.95(18) . . ? N1 Ir C28 157.71(16) . . ? C9 Ir C28 94.87(18) . . ? C30 Ir C28 113.49(18) . . ? N1 Ir C29 161.69(17) . . ? C9 Ir C29 91.46(17) . . ? C30 Ir C29 76.44(18) . . ? C28 Ir C29 37.08(16) . . ? N1 Ir N3 92.78(15) . . ? C9 Ir N3 170.27(15) . . ? C30 Ir N3 88.32(17) . . ? C28 Ir N3 94.81(17) . . ? C29 Ir N3 95.69(15) . . ? N1 Ir N5 76.05(14) . . ? C9 Ir N5 98.67(15) . . ? C30 Ir N5 161.21(15) . . ? C28 Ir N5 84.05(15) . . ? C29 Ir N5 121.03(15) . . ? N3 Ir N5 83.30(13) . . ? C3 N1 N2 110.9(4) . . ? C3 N1 Ir 119.5(3) . . ? N2 N1 Ir 127.6(3) . . ? N1 N2 C1 106.2(5) . . ? N1 N2 B 113.3(4) . . ? C1 N2 B 130.5(5) . . ? C2 C1 N2 110.5(5) . . ? C2 C1 H1 124.8 . . ? N2 C1 H1 124.8 . . ? C1 C2 C3 105.4(5) . . ? C1 C2 H2 127.3 . . ? C3 C2 H2 127.3 . . ? N1 C3 C2 107.0(5) . . ? N1 C3 C4 113.4(4) . . ? C2 C3 C4 138.7(5) . . ? C5 C4 C9 121.7(5) . . ? C5 C4 C3 124.4(5) . . ? C9 C4 C3 113.6(4) . . ? C6 C5 C4 119.7(5) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C7 120.0(5) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C6 C7 C8 120.4(5) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C9 122.2(5) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C8 C9 C4 115.9(4) . . ? C8 C9 Ir 129.3(4) . . ? C4 C9 Ir 114.8(3) . . ? C12 N3 N4 105.7(4) . . ? C12 N3 Ir 139.0(3) . . ? N4 N3 Ir 113.7(3) . . ? C10 N4 N3 109.4(4) . . ? C10 N4 B 127.7(4) . . ? N3 N4 B 122.2(4) . . ? N4 C10 C11 109.5(4) . . ? N4 C10 H10 125.2 . . ? C11 C10 H10 125.2 . . ? C10 C11 C12 105.6(5) . . ? C10 C11 H11 127.2 . . ? C12 C11 H11 127.2 . . ? N3 C12 C11 109.7(4) . . ? N3 C12 C13 124.7(4) . . ? C11 C12 C13 125.5(5) . . ? C18 C13 C14 119.3(5) . . ? C18 C13 C12 120.8(4) . . ? C14 C13 C12 119.8(5) . . ? C15 C14 C13 119.7(6) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C16 C15 C14 120.4(6) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 120.5(6) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C18 119.5(6) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C13 C18 C17 120.6(5) . . ? C13 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C21 N5 N6 106.0(3) . . ? C21 N5 Ir 141.2(3) . . ? N6 N5 Ir 112.6(2) . . ? C19 N6 N5 109.9(4) . . ? C19 N6 B 126.6(4) . . ? N5 N6 B 123.4(3) . . ? N6 C19 C20 108.9(4) . . ? N6 C19 H19 125.6 . . ? C20 C19 H19 125.6 . . ? C19 C20 C21 105.4(4) . . ? C19 C20 H20 127.3 . . ? C21 C20 H20 127.3 . . ? N5 C21 C20 109.8(4) . . ? N5 C21 C22 124.4(4) . . ? C20 C21 C22 125.7(4) . . ? C23 C22 C27 118.5(4) . . ? C23 C22 C21 121.5(4) . . ? C27 C22 C21 119.7(5) . . ? C22 C23 C24 121.2(5) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? C25 C24 C23 119.3(6) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C26 C25 C24 120.0(5) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C27 120.8(5) . . ? C25 C26 H26 119.6 . . ? C27 C26 H26 119.6 . . ? C26 C27 C22 120.2(5) . . ? C26 C27 H27 119.9 . . ? C22 C27 H27 119.9 . . ? N4 B N2 111.6(4) . . ? N4 B N6 108.2(4) . . ? N2 B N6 106.1(4) . . ? N4 B H0B 110.3 . . ? N2 B H0B 110.3 . . ? N6 B H0B 110.3 . . ? C29 C28 Ir 72.1(2) . . ? C29 C28 H28A 116.4 . . ? Ir C28 H28A 116.4 . . ? C29 C28 H28B 116.4 . . ? Ir C28 H28B 116.4 . . ? H28A C28 H28B 113.4 . . ? C28 C29 Ir 70.8(2) . . ? C28 C29 H29A 116.5 . . ? Ir C29 H29A 116.5 . . ? C28 C29 H29B 116.5 . . ? Ir C29 H29B 116.5 . . ? H29A C29 H29B 113.5 . . ? C31 C30 Ir 115.7(4) . . ? C31 C30 H30A 108.4 . . ? Ir C30 H30A 108.4 . . ? C31 C30 H30B 108.4 . . ? Ir C30 H30B 108.4 . . ? H30A C30 H30B 107.4 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? 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 C9 Ir N1 C3 -0.9(3) . . . . ? C30 Ir N1 C3 -88.3(4) . . . . ? C28 Ir N1 C3 73.7(6) . . . . ? C29 Ir N1 C3 -58.9(6) . . . . ? N3 Ir N1 C3 -176.5(3) . . . . ? N5 Ir N1 C3 101.1(3) . . . . ? C9 Ir N1 N2 -163.3(4) . . . . ? C30 Ir N1 N2 109.3(4) . . . . ? C28 Ir N1 N2 -88.7(6) . . . . ? C29 Ir N1 N2 138.7(5) . . . . ? N3 Ir N1 N2 21.1(3) . . . . ? N5 Ir N1 N2 -61.3(3) . . . . ? C3 N1 N2 C1 1.7(5) . . . . ? Ir N1 N2 C1 165.3(3) . . . . ? C3 N1 N2 B -147.7(4) . . . . ? Ir N1 N2 B 15.9(5) . . . . ? N1 N2 C1 C2 0.5(6) . . . . ? B N2 C1 C2 142.6(5) . . . . ? N2 C1 C2 C3 -2.3(6) . . . . ? N2 N1 C3 C2 -3.1(5) . . . . ? Ir N1 C3 C2 -168.3(3) . . . . ? N2 N1 C3 C4 168.0(4) . . . . ? Ir N1 C3 C4 2.8(5) . . . . ? C1 C2 C3 N1 3.3(6) . . . . ? C1 C2 C3 C4 -164.3(6) . . . . ? N1 C3 C4 C5 -177.6(4) . . . . ? C2 C3 C4 C5 -10.6(9) . . . . ? N1 C3 C4 C9 -3.7(6) . . . . ? C2 C3 C4 C9 163.3(6) . . . . ? C9 C4 C5 C6 -0.3(7) . . . . ? C3 C4 C5 C6 173.1(5) . . . . ? C4 C5 C6 C7 2.4(8) . . . . ? C5 C6 C7 C8 -2.3(8) . . . . ? C6 C7 C8 C9 0.0(8) . . . . ? C7 C8 C9 C4 2.1(7) . . . . ? C7 C8 C9 Ir -176.8(4) . . . . ? C5 C4 C9 C8 -1.9(6) . . . . ? C3 C4 C9 C8 -176.0(4) . . . . ? C5 C4 C9 Ir 177.1(4) . . . . ? C3 C4 C9 Ir 3.0(5) . . . . ? N1 Ir C9 C8 177.6(4) . . . . ? C30 Ir C9 C8 -94.2(4) . . . . ? C28 Ir C9 C8 19.1(4) . . . . ? C29 Ir C9 C8 -17.9(4) . . . . ? N3 Ir C9 C8 -155.2(7) . . . . ? N5 Ir C9 C8 103.8(4) . . . . ? N1 Ir C9 C4 -1.2(3) . . . . ? C30 Ir C9 C4 87.0(3) . . . . ? C28 Ir C9 C4 -159.7(3) . . . . ? C29 Ir C9 C4 163.3(3) . . . . ? N3 Ir C9 C4 26.0(10) . . . . ? N5 Ir C9 C4 -75.0(3) . . . . ? N1 Ir N3 C12 144.1(5) . . . . ? C9 Ir N3 C12 117.5(9) . . . . ? C30 Ir N3 C12 56.6(5) . . . . ? C28 Ir N3 C12 -56.9(5) . . . . ? C29 Ir N3 C12 -19.6(5) . . . . ? N5 Ir N3 C12 -140.3(5) . . . . ? N1 Ir N3 N4 -18.7(3) . . . . ? C9 Ir N3 N4 -45.4(10) . . . . ? C30 Ir N3 N4 -106.3(3) . . . . ? C28 Ir N3 N4 140.3(3) . . . . ? C29 Ir N3 N4 177.5(3) . . . . ? N5 Ir N3 N4 56.9(3) . . . . ? C12 N3 N4 C10 0.2(5) . . . . ? Ir N3 N4 C10 168.6(3) . . . . ? C12 N3 N4 B 171.5(4) . . . . ? Ir N3 N4 B -20.1(5) . . . . ? N3 N4 C10 C11 -0.5(6) . . . . ? B N4 C10 C11 -171.3(5) . . . . ? N4 C10 C11 C12 0.7(7) . . . . ? N4 N3 C12 C11 0.2(5) . . . . ? Ir N3 C12 C11 -163.5(4) . . . . ? N4 N3 C12 C13 -179.3(4) . . . . ? Ir N3 C12 C13 16.9(8) . . . . ? C10 C11 C12 N3 -0.5(6) . . . . ? C10 C11 C12 C13 179.0(5) . . . . ? N3 C12 C13 C18 84.2(6) . . . . ? C11 C12 C13 C18 -95.3(6) . . . . ? N3 C12 C13 C14 -99.8(6) . . . . ? C11 C12 C13 C14 80.7(7) . . . . ? C18 C13 C14 C15 -1.3(8) . . . . ? C12 C13 C14 C15 -177.3(5) . . . . ? C13 C14 C15 C16 0.7(9) . . . . ? C14 C15 C16 C17 0.0(10) . . . . ? C15 C16 C17 C18 -0.1(10) . . . . ? C14 C13 C18 C17 1.2(8) . . . . ? C12 C13 C18 C17 177.2(5) . . . . ? C16 C17 C18 C13 -0.5(9) . . . . ? N1 Ir N5 C21 -134.3(5) . . . . ? C9 Ir N5 C21 -58.5(5) . . . . ? C30 Ir N5 C21 -164.8(6) . . . . ? C28 Ir N5 C21 35.6(5) . . . . ? C29 Ir N5 C21 38.5(6) . . . . ? N3 Ir N5 C21 131.1(5) . . . . ? N1 Ir N5 N6 53.1(3) . . . . ? C9 Ir N5 N6 129.0(3) . . . . ? C30 Ir N5 N6 22.7(7) . . . . ? C28 Ir N5 N6 -137.0(3) . . . . ? C29 Ir N5 N6 -134.0(3) . . . . ? N3 Ir N5 N6 -41.4(3) . . . . ? C21 N5 N6 C19 -1.8(6) . . . . ? Ir N5 N6 C19 173.3(4) . . . . ? C21 N5 N6 B 175.1(5) . . . . ? Ir N5 N6 B -9.8(6) . . . . ? N5 N6 C19 C20 0.6(7) . . . . ? B N6 C19 C20 -176.2(5) . . . . ? N6 C19 C20 C21 0.9(7) . . . . ? N6 N5 C21 C20 2.4(5) . . . . ? Ir N5 C21 C20 -170.4(4) . . . . ? N6 N5 C21 C22 -173.2(4) . . . . ? Ir N5 C21 C22 13.9(8) . . . . ? C19 C20 C21 N5 -2.1(6) . . . . ? C19 C20 C21 C22 173.5(5) . . . . ? N5 C21 C22 C23 47.7(7) . . . . ? C20 C21 C22 C23 -127.2(6) . . . . ? N5 C21 C22 C27 -139.0(5) . . . . ? C20 C21 C22 C27 46.1(7) . . . . ? C27 C22 C23 C24 1.9(7) . . . . ? C21 C22 C23 C24 175.3(4) . . . . ? C22 C23 C24 C25 -1.8(8) . . . . ? C23 C24 C25 C26 1.5(8) . . . . ? C24 C25 C26 C27 -1.3(9) . . . . ? C25 C26 C27 C22 1.4(8) . . . . ? C23 C22 C27 C26 -1.7(7) . . . . ? C21 C22 C27 C26 -175.2(5) . . . . ? C10 N4 B N2 -121.2(5) . . . . ? N3 N4 B N2 69.1(5) . . . . ? C10 N4 B N6 122.4(5) . . . . ? N3 N4 B N6 -47.3(6) . . . . ? N1 N2 B N4 -64.5(5) . . . . ? C1 N2 B N4 155.4(5) . . . . ? N1 N2 B N6 53.1(5) . . . . ? C1 N2 B N6 -86.9(6) . . . . ? C19 N6 B N4 -117.1(6) . . . . ? N5 N6 B N4 66.5(6) . . . . ? C19 N6 B N2 123.0(5) . . . . ? N5 N6 B N2 -53.4(6) . . . . ? N1 Ir C28 C29 -157.5(4) . . . . ? C9 Ir C28 C29 -86.0(3) . . . . ? C30 Ir C28 C29 2.8(3) . . . . ? N3 Ir C28 C29 93.1(3) . . . . ? N5 Ir C28 C29 175.8(3) . . . . ? N1 Ir C29 C28 152.4(5) . . . . ? C9 Ir C29 C28 96.2(3) . . . . ? C30 Ir C29 C28 -177.3(3) . . . . ? N3 Ir C29 C28 -90.5(3) . . . . ? N5 Ir C29 C28 -4.9(3) . . . . ? N1 Ir C30 C31 -24.6(5) . . . . ? C9 Ir C30 C31 -103.3(5) . . . . ? C28 Ir C30 C31 162.7(5) . . . . ? C29 Ir C30 C31 164.5(5) . . . . ? N3 Ir C30 C31 68.2(5) . . . . ? N5 Ir C30 C31 4.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.719 _refine_diff_density_min -1.702 _refine_diff_density_rms 0.081 data_cssbj3fr _audit_creation_method SHELXL-97 _chemical_name_systematic ; (\k^5^(N,N',N'',C^Ph2^,C'^Ph2^)-hydrogen-tris(3-phenylpyrazol-1-yl)borato)- (\k^1^(N^1^)-3-phenylpyrazole)-iridium ; _chemical_name_common 'Ir(\k^5^(N,N,N,C^Ph2^,C^Ph2^)-Tp^Ph^)(\k^1^(N^1^)-3-phenylpyrazole)' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H28 B Ir N8' _chemical_formula_weight 775.67 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' 'B' 'B' 0.0013 0.0007 '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' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.543(2) _cell_length_b 12.043(4) _cell_length_c 13.941(4) _cell_angle_alpha 85.35(2) _cell_angle_beta 77.78(2) _cell_angle_gamma 78.63(2) _cell_volume 1533.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.679 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 764 _exptl_absorpt_coefficient_mu 4.393 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.35 _exptl_absorpt_correction_T_max 0.60 _exptl_absorpt_process_details ; absorption correction by multi-scan method using program SADABS (G.M. Sheldrick, 1996) ; _exptl_special_details ; X-ray data collection at 223(2) K with a nitrogen gas stream cooling unit ; _diffrn_ambient_temperature 223(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 'Siemens SMART 3-circle with CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21402 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 29.99 _reflns_number_total 8675 _reflns_number_gt 8130 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SAINT' _computing_data_reduction 'Siemens SAINT and SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0143P)^2^+0.9017P] 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 SHELXL _refine_ls_extinction_coef 0.00041(11) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 8675 _refine_ls_number_parameters 416 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0208 _refine_ls_R_factor_gt 0.0176 _refine_ls_wR_factor_ref 0.0423 _refine_ls_wR_factor_gt 0.0406 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.003 _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 Ir Ir 0.256533(7) 0.346123(6) 0.229221(5) 0.02322(3) Uani 1 1 d . . . N1 N 0.46067(18) 0.24690(15) 0.16993(14) 0.0339(4) Uani 1 1 d . . . N2 N 0.4955(2) 0.20042(16) 0.07963(16) 0.0407(4) Uani 1 1 d . . . C1 C 0.5912(3) 0.1012(2) 0.0854(2) 0.0513(7) Uani 1 1 d . . . H1 H 0.6336 0.0529 0.0332 0.062 Uiso 1 1 calc R . . C2 C 0.6160(3) 0.0827(2) 0.1788(2) 0.0527(7) Uani 1 1 d . . . H2 H 0.6793 0.0218 0.2026 0.063 Uiso 1 1 calc R . . C3 C 0.5260(2) 0.17510(19) 0.2325(2) 0.0389(5) Uani 1 1 d . . . C4 C 0.4598(2) 0.19306(18) 0.33552(19) 0.0365(5) Uani 1 1 d . . . C5 C 0.5233(3) 0.1402(2) 0.4137(2) 0.0489(6) Uani 1 1 d . . . H5 H 0.6172 0.0954 0.4009 0.059 Uiso 1 1 calc R . . C6 C 0.4479(3) 0.1538(2) 0.5091(2) 0.0557(7) Uani 1 1 d . . . H6 H 0.4905 0.1191 0.5615 0.067 Uiso 1 1 calc R . . C7 C 0.3084(3) 0.2191(2) 0.5273(2) 0.0509(6) Uani 1 1 d . . . H7 H 0.2566 0.2283 0.5924 0.061 Uiso 1 1 calc R . . C8 C 0.2446(3) 0.27114(19) 0.44962(17) 0.0377(5) Uani 1 1 d . . . H8 H 0.1497 0.3143 0.4636 0.045 Uiso 1 1 calc R . . C9 C 0.3176(2) 0.26093(16) 0.35181(16) 0.0295(4) Uani 1 1 d . . . N3 N 0.17636(17) 0.23357(13) 0.17013(12) 0.0253(3) Uani 1 1 d . . . N4 N 0.2357(2) 0.18529(15) 0.08171(13) 0.0324(4) Uani 1 1 d . . . C10 C 0.1264(3) 0.14740(19) 0.05261(17) 0.0380(5) Uani 1 1 d . . . H10 H 0.1367 0.1099 -0.0057 0.046 Uiso 1 1 calc R . . C11 C -0.0014(3) 0.17204(19) 0.12118(17) 0.0366(5) Uani 1 1 d . . . H11 H -0.0923 0.1538 0.1199 0.044 Uiso 1 1 calc R . . C12 C 0.0342(2) 0.23076(16) 0.19407(15) 0.0276(4) Uani 1 1 d . . . C13 C -0.0415(2) 0.30291(16) 0.27599(14) 0.0264(4) Uani 1 1 d . . . C14 C -0.1833(2) 0.2983(2) 0.32700(16) 0.0348(4) Uani 1 1 d . . . H14 H -0.2346 0.2464 0.3096 0.042 Uiso 1 1 calc R . . C15 C -0.2483(2) 0.3701(2) 0.40312(17) 0.0389(5) Uani 1 1 d . . . H15 H -0.3427 0.3661 0.4386 0.047 Uiso 1 1 calc R . . C16 C -0.1729(2) 0.44816(19) 0.42652(16) 0.0348(4) Uani 1 1 d . . . H16 H -0.2178 0.4987 0.4768 0.042 Uiso 1 1 calc R . . C17 C -0.0309(2) 0.45242(17) 0.37609(15) 0.0301(4) Uani 1 1 d . . . H17 H 0.0177 0.5060 0.3937 0.036 Uiso 1 1 calc R . . C18 C 0.0421(2) 0.37947(16) 0.30004(14) 0.0248(3) Uani 1 1 d . . . N5 N 0.2495(2) 0.42644(15) 0.08090(13) 0.0315(4) Uani 1 1 d . . . N6 N 0.3305(2) 0.35851(16) 0.00642(14) 0.0390(4) Uani 1 1 d . . . C19 C 0.3571(3) 0.4217(2) -0.07706(18) 0.0527(7) Uani 1 1 d . . . H19 H 0.4112 0.3946 -0.1378 0.063 Uiso 1 1 calc R . . C20 C 0.2924(4) 0.5319(2) -0.05918(19) 0.0546(7) Uani 1 1 d . . . H20 H 0.2937 0.5944 -0.1041 0.066 Uiso 1 1 calc R . . C21 C 0.2239(3) 0.53194(19) 0.03995(16) 0.0373(5) Uani 1 1 d . . . C22 C 0.1269(3) 0.62731(18) 0.09445(16) 0.0364(5) Uani 1 1 d . . . C23 C 0.1698(3) 0.7323(2) 0.08941(19) 0.0461(6) Uani 1 1 d . . . H23 H 0.2609 0.7421 0.0515 0.055 Uiso 1 1 calc R . . C24 C 0.0780(4) 0.8226(2) 0.1403(2) 0.0578(8) Uani 1 1 d . . . H24 H 0.1076 0.8929 0.1375 0.069 Uiso 1 1 calc R . . C25 C -0.0562(4) 0.8087(3) 0.1948(2) 0.0613(9) Uani 1 1 d . . . H25 H -0.1178 0.8697 0.2294 0.074 Uiso 1 1 calc R . . C26 C -0.1010(3) 0.7058(3) 0.1989(2) 0.0565(7) Uani 1 1 d . . . H26 H -0.1931 0.6972 0.2357 0.068 Uiso 1 1 calc R . . C27 C -0.0099(3) 0.6150(2) 0.14866(17) 0.0418(5) Uani 1 1 d . . . H27 H -0.0408 0.5451 0.1513 0.050 Uiso 1 1 calc R . . B B 0.3735(3) 0.2278(2) 0.0196(2) 0.0392(5) Uani 1 1 d . . . H1B H 0.4086 0.1879 -0.0519 0.047 Uiso 1 1 calc R . . N7 N 0.24751(18) 0.58356(13) 0.29084(12) 0.0277(3) Uani 1 1 d . . . H7N H 0.1590 0.6034 0.2806 0.033 Uiso 1 1 calc R . . N8 N 0.32756(18) 0.47764(13) 0.27854(12) 0.0266(3) Uani 1 1 d . . . C28 C 0.4537(2) 0.48184(18) 0.30352(16) 0.0313(4) Uani 1 1 d . . . H28 H 0.5310 0.4199 0.3034 0.038 Uiso 1 1 calc R . . C29 C 0.4550(2) 0.59154(18) 0.33011(16) 0.0330(4) Uani 1 1 d . . . H29 H 0.5313 0.6165 0.3500 0.040 Uiso 1 1 calc R . . C30 C 0.3212(2) 0.65507(17) 0.32100(14) 0.0286(4) Uani 1 1 d . . . C31 C 0.2545(2) 0.77488(17) 0.33582(15) 0.0319(4) Uani 1 1 d . . . C32 C 0.3306(3) 0.86038(19) 0.29278(18) 0.0409(5) Uani 1 1 d . . . H32 H 0.4267 0.8415 0.2571 0.049 Uiso 1 1 calc R . . C33 C 0.2633(4) 0.9736(2) 0.3030(2) 0.0549(7) Uani 1 1 d . . . H33 H 0.3141 1.0311 0.2737 0.066 Uiso 1 1 calc R . . C34 C 0.1222(4) 1.0022(2) 0.3560(2) 0.0535(7) Uani 1 1 d . . . H34 H 0.0780 1.0788 0.3635 0.064 Uiso 1 1 calc R . . C35 C 0.0464(3) 0.9180(2) 0.39798(19) 0.0484(6) Uani 1 1 d . . . H35 H -0.0502 0.9374 0.4327 0.058 Uiso 1 1 calc R . . C36 C 0.1127(3) 0.80445(19) 0.38904(17) 0.0396(5) Uani 1 1 d . . . H36 H 0.0614 0.7475 0.4191 0.048 Uiso 1 1 calc R . . 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 Ir 0.02192(4) 0.01921(4) 0.02863(4) -0.00044(2) -0.00390(3) -0.00553(2) N1 0.0241(8) 0.0274(8) 0.0483(10) -0.0031(7) -0.0010(7) -0.0062(6) N2 0.0311(9) 0.0330(10) 0.0529(12) -0.0108(8) 0.0063(8) -0.0063(7) C1 0.0322(11) 0.0351(12) 0.0781(19) -0.0138(12) 0.0071(12) -0.0009(9) C2 0.0286(11) 0.0349(12) 0.088(2) -0.0042(13) -0.0061(12) 0.0035(9) C3 0.0244(9) 0.0283(10) 0.0639(15) 0.0015(10) -0.0083(9) -0.0070(8) C4 0.0299(10) 0.0251(10) 0.0584(14) 0.0063(9) -0.0159(10) -0.0100(8) C5 0.0383(12) 0.0370(12) 0.0782(19) 0.0156(12) -0.0298(13) -0.0108(10) C6 0.0699(19) 0.0435(14) 0.0667(18) 0.0186(13) -0.0450(16) -0.0161(13) C7 0.0713(18) 0.0455(14) 0.0425(13) 0.0094(11) -0.0264(13) -0.0148(13) C8 0.0449(12) 0.0330(11) 0.0379(11) 0.0040(9) -0.0136(9) -0.0098(9) C9 0.0312(9) 0.0199(8) 0.0411(11) 0.0034(7) -0.0127(8) -0.0097(7) N3 0.0273(7) 0.0213(7) 0.0275(7) -0.0023(6) -0.0050(6) -0.0048(6) N4 0.0368(9) 0.0274(8) 0.0327(9) -0.0062(7) -0.0032(7) -0.0072(7) C10 0.0482(13) 0.0324(11) 0.0364(11) -0.0072(9) -0.0129(10) -0.0077(9) C11 0.0392(11) 0.0360(11) 0.0407(11) -0.0042(9) -0.0157(9) -0.0120(9) C12 0.0289(9) 0.0239(9) 0.0324(9) 0.0024(7) -0.0102(8) -0.0077(7) C13 0.0238(8) 0.0252(9) 0.0309(9) 0.0015(7) -0.0080(7) -0.0049(7) C14 0.0254(9) 0.0421(12) 0.0396(11) -0.0007(9) -0.0085(8) -0.0106(8) C15 0.0243(9) 0.0528(14) 0.0379(11) -0.0012(10) -0.0033(8) -0.0066(9) C16 0.0305(10) 0.0384(11) 0.0312(10) -0.0035(8) -0.0024(8) 0.0006(8) C17 0.0308(9) 0.0281(9) 0.0314(9) -0.0009(7) -0.0055(8) -0.0062(8) C18 0.0241(8) 0.0240(8) 0.0264(8) 0.0031(7) -0.0072(7) -0.0042(7) N5 0.0381(9) 0.0258(8) 0.0289(8) 0.0005(6) -0.0023(7) -0.0074(7) N6 0.0488(11) 0.0317(9) 0.0314(9) -0.0022(7) 0.0048(8) -0.0091(8) C19 0.0749(19) 0.0457(14) 0.0298(11) 0.0008(10) 0.0091(11) -0.0153(13) C20 0.082(2) 0.0417(14) 0.0339(12) 0.0084(10) 0.0019(12) -0.0159(13) C21 0.0482(13) 0.0303(10) 0.0333(10) 0.0024(8) -0.0059(9) -0.0111(9) C22 0.0499(13) 0.0294(10) 0.0314(10) 0.0054(8) -0.0157(9) -0.0056(9) C23 0.0660(16) 0.0313(11) 0.0451(13) 0.0082(10) -0.0222(12) -0.0110(11) C24 0.096(2) 0.0279(12) 0.0576(16) -0.0006(11) -0.0419(17) -0.0024(13) C25 0.081(2) 0.0464(16) 0.0536(16) -0.0127(12) -0.0339(16) 0.0215(15) C26 0.0561(16) 0.0624(18) 0.0452(14) -0.0043(13) -0.0161(12) 0.0104(14) C27 0.0474(13) 0.0389(12) 0.0388(12) 0.0020(9) -0.0141(10) -0.0033(10) B 0.0442(14) 0.0295(12) 0.0388(13) -0.0070(10) 0.0053(11) -0.0071(10) N7 0.0295(8) 0.0217(7) 0.0342(8) 0.0004(6) -0.0104(7) -0.0063(6) N8 0.0261(7) 0.0221(7) 0.0319(8) 0.0000(6) -0.0050(6) -0.0067(6) C28 0.0252(9) 0.0312(10) 0.0389(11) -0.0005(8) -0.0072(8) -0.0076(7) C29 0.0325(10) 0.0321(10) 0.0390(11) -0.0034(8) -0.0096(8) -0.0133(8) C30 0.0363(10) 0.0254(9) 0.0265(9) 0.0016(7) -0.0072(8) -0.0115(8) C31 0.0469(12) 0.0234(9) 0.0308(10) 0.0009(7) -0.0149(9) -0.0125(8) C32 0.0534(14) 0.0303(11) 0.0452(12) 0.0038(9) -0.0160(11) -0.0183(10) C33 0.089(2) 0.0252(11) 0.0602(16) 0.0073(11) -0.0320(16) -0.0199(13) C34 0.083(2) 0.0255(11) 0.0537(15) -0.0061(10) -0.0257(15) 0.0000(12) C35 0.0620(16) 0.0349(12) 0.0457(13) -0.0081(10) -0.0124(12) 0.0017(11) C36 0.0525(14) 0.0281(10) 0.0376(11) 0.0000(8) -0.0077(10) -0.0082(9) _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 Ir N3 1.9895(16) . ? Ir C18 2.0513(19) . ? Ir C9 2.053(2) . ? Ir N8 2.0587(17) . ? Ir N1 2.1135(18) . ? Ir N5 2.2192(18) . ? N1 C3 1.339(3) . ? N1 N2 1.368(3) . ? N2 C1 1.361(3) . ? N2 B 1.542(4) . ? C1 C2 1.366(4) . ? C1 H1 0.9400 . ? C2 C3 1.422(3) . ? C2 H2 0.9400 . ? C3 C4 1.456(4) . ? C4 C5 1.405(3) . ? C4 C9 1.423(3) . ? C5 C6 1.377(4) . ? C5 H5 0.9400 . ? C6 C7 1.389(4) . ? C6 H6 0.9400 . ? C7 C8 1.399(3) . ? C7 H7 0.9400 . ? C8 C9 1.397(3) . ? C8 H8 0.9400 . ? N3 C12 1.333(2) . ? N3 N4 1.367(2) . ? N4 C10 1.362(3) . ? N4 B 1.566(3) . ? C10 C11 1.378(3) . ? C10 H10 0.9400 . ? C11 C12 1.416(3) . ? C11 H11 0.9400 . ? C12 C13 1.465(3) . ? C13 C14 1.399(3) . ? C13 C18 1.433(3) . ? C14 C15 1.385(3) . ? C14 H14 0.9400 . ? C15 C16 1.387(3) . ? C15 H15 0.9400 . ? C16 C17 1.397(3) . ? C16 H16 0.9400 . ? C17 C18 1.407(3) . ? C17 H17 0.9400 . ? N5 C21 1.349(3) . ? N5 N6 1.376(2) . ? N6 C19 1.344(3) . ? N6 B 1.553(3) . ? C19 C20 1.367(4) . ? C19 H19 0.9400 . ? C20 C21 1.398(3) . ? C20 H20 0.9400 . ? C21 C22 1.476(3) . ? C22 C27 1.392(4) . ? C22 C23 1.396(3) . ? C23 C24 1.393(4) . ? C23 H23 0.9400 . ? C24 C25 1.378(5) . ? C24 H24 0.9400 . ? C25 C26 1.381(5) . ? C25 H25 0.9400 . ? C26 C27 1.391(4) . ? C26 H26 0.9400 . ? C27 H27 0.9400 . ? B H1B 1.1000 . ? N7 C30 1.355(2) . ? N7 N8 1.355(2) . ? N7 H7N 0.8700 . ? N8 C28 1.333(2) . ? C28 C29 1.404(3) . ? C28 H28 0.9400 . ? C29 C30 1.378(3) . ? C29 H29 0.9400 . ? C30 C31 1.470(3) . ? C31 C36 1.392(3) . ? C31 C32 1.399(3) . ? C32 C33 1.393(4) . ? C32 H32 0.9400 . ? C33 C34 1.384(5) . ? C33 H33 0.9400 . ? C34 C35 1.381(4) . ? C34 H34 0.9400 . ? C35 C36 1.392(3) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? 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 N3 Ir C18 79.33(7) . . ? N3 Ir C9 103.62(7) . . ? C18 Ir C9 91.38(8) . . ? N3 Ir N8 172.74(6) . . ? C18 Ir N8 99.05(7) . . ? C9 Ir N8 83.45(7) . . ? N3 Ir N1 84.07(7) . . ? C18 Ir N1 157.43(7) . . ? C9 Ir N1 77.72(8) . . ? N8 Ir N1 99.26(7) . . ? N3 Ir N5 79.23(7) . . ? C18 Ir N5 102.94(7) . . ? C9 Ir N5 165.68(8) . . ? N8 Ir N5 94.33(7) . . ? N1 Ir N5 88.73(7) . . ? C3 N1 N2 108.75(19) . . ? C3 N1 Ir 116.69(16) . . ? N2 N1 Ir 124.70(14) . . ? C1 N2 N1 107.9(2) . . ? C1 N2 B 127.9(2) . . ? N1 N2 B 114.84(17) . . ? N2 C1 C2 109.5(2) . . ? N2 C1 H1 125.3 . . ? C2 C1 H1 125.3 . . ? C1 C2 C3 105.5(2) . . ? C1 C2 H2 127.3 . . ? C3 C2 H2 127.3 . . ? N1 C3 C2 108.2(2) . . ? N1 C3 C4 114.03(19) . . ? C2 C3 C4 135.0(2) . . ? C5 C4 C9 121.7(2) . . ? C5 C4 C3 123.6(2) . . ? C9 C4 C3 114.43(19) . . ? C6 C5 C4 120.0(2) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C7 119.6(2) . . ? C5 C6 H6 120.2 . . ? C7 C6 H6 120.2 . . ? C6 C7 C8 120.5(3) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C9 C8 C7 122.0(2) . . ? C9 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C8 C9 C4 116.2(2) . . ? C8 C9 Ir 128.20(16) . . ? C4 C9 Ir 115.15(16) . . ? C12 N3 N4 110.10(16) . . ? C12 N3 Ir 119.96(13) . . ? N4 N3 Ir 125.57(13) . . ? C10 N4 N3 106.59(17) . . ? C10 N4 B 130.45(19) . . ? N3 N4 B 116.71(17) . . ? N4 C10 C11 110.11(19) . . ? N4 C10 H10 124.9 . . ? C11 C10 H10 124.9 . . ? C10 C11 C12 104.93(19) . . ? C10 C11 H11 127.5 . . ? C12 C11 H11 127.5 . . ? N3 C12 C11 108.15(18) . . ? N3 C12 C13 112.44(16) . . ? C11 C12 C13 138.42(19) . . ? C14 C13 C18 122.35(19) . . ? C14 C13 C12 123.34(18) . . ? C18 C13 C12 114.32(17) . . ? C15 C14 C13 120.0(2) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 119.4(2) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C15 C16 C17 120.6(2) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C16 C17 C18 122.46(19) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C17 C18 C13 115.07(17) . . ? C17 C18 Ir 131.60(15) . . ? C13 C18 Ir 112.69(13) . . ? C21 N5 N6 105.99(17) . . ? C21 N5 Ir 137.87(15) . . ? N6 N5 Ir 113.01(13) . . ? C19 N6 N5 109.70(19) . . ? C19 N6 B 127.1(2) . . ? N5 N6 B 123.13(18) . . ? N6 C19 C20 108.8(2) . . ? N6 C19 H19 125.6 . . ? C20 C19 H19 125.6 . . ? C19 C20 C21 105.5(2) . . ? C19 C20 H20 127.2 . . ? C21 C20 H20 127.2 . . ? N5 C21 C20 109.9(2) . . ? N5 C21 C22 122.2(2) . . ? C20 C21 C22 127.7(2) . . ? C27 C22 C23 119.2(2) . . ? C27 C22 C21 120.6(2) . . ? C23 C22 C21 120.1(2) . . ? C24 C23 C22 120.2(3) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.4(3) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C27 120.1(3) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C26 C27 C22 120.1(3) . . ? C26 C27 H27 119.9 . . ? C22 C27 H27 119.9 . . ? N2 B N6 108.7(2) . . ? N2 B N4 108.05(19) . . ? N6 B N4 106.68(18) . . ? N2 B H1B 111.1 . . ? N6 B H1B 111.1 . . ? N4 B H1B 111.1 . . ? C30 N7 N8 112.20(16) . . ? C30 N7 H7N 123.9 . . ? N8 N7 H7N 123.9 . . ? C28 N8 N7 105.29(16) . . ? C28 N8 Ir 130.73(14) . . ? N7 N8 Ir 123.98(12) . . ? N8 C28 C29 110.61(18) . . ? N8 C28 H28 124.7 . . ? C29 C28 H28 124.7 . . ? C30 C29 C28 105.77(18) . . ? C30 C29 H29 127.1 . . ? C28 C29 H29 127.1 . . ? N7 C30 C29 106.12(17) . . ? N7 C30 C31 120.53(18) . . ? C29 C30 C31 133.34(19) . . ? C36 C31 C32 119.3(2) . . ? C36 C31 C30 120.31(19) . . ? C32 C31 C30 120.3(2) . . ? C33 C32 C31 119.7(3) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C34 C33 C32 120.5(3) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C35 C34 C33 119.9(2) . . ? C35 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? C34 C35 C36 120.2(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C31 C36 C35 120.3(2) . . ? C31 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? 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 N3 Ir N1 C3 -101.50(16) . . . . ? C18 Ir N1 C3 -58.8(3) . . . . ? C9 Ir N1 C3 3.86(15) . . . . ? N8 Ir N1 C3 85.02(16) . . . . ? N5 Ir N1 C3 179.20(16) . . . . ? N3 Ir N1 N2 40.28(17) . . . . ? C18 Ir N1 N2 83.0(3) . . . . ? C9 Ir N1 N2 145.64(18) . . . . ? N8 Ir N1 N2 -133.20(17) . . . . ? N5 Ir N1 N2 -39.02(17) . . . . ? C3 N1 N2 C1 -3.7(2) . . . . ? Ir N1 N2 C1 -147.95(16) . . . . ? C3 N1 N2 B 145.69(19) . . . . ? Ir N1 N2 B 1.4(3) . . . . ? N1 N2 C1 C2 1.0(3) . . . . ? B N2 C1 C2 -143.1(2) . . . . ? N2 C1 C2 C3 1.8(3) . . . . ? N2 N1 C3 C2 4.8(2) . . . . ? Ir N1 C3 C2 152.31(16) . . . . ? N2 N1 C3 C4 -159.30(18) . . . . ? Ir N1 C3 C4 -11.8(2) . . . . ? C1 C2 C3 N1 -4.1(3) . . . . ? C1 C2 C3 C4 155.2(3) . . . . ? N1 C3 C4 C5 -169.6(2) . . . . ? C2 C3 C4 C5 32.0(4) . . . . ? N1 C3 C4 C9 16.0(3) . . . . ? C2 C3 C4 C9 -142.4(3) . . . . ? C9 C4 C5 C6 -0.3(4) . . . . ? C3 C4 C5 C6 -174.3(2) . . . . ? C4 C5 C6 C7 0.7(4) . . . . ? C5 C6 C7 C8 -0.2(4) . . . . ? C6 C7 C8 C9 -0.7(4) . . . . ? C7 C8 C9 C4 1.0(3) . . . . ? C7 C8 C9 Ir -171.10(18) . . . . ? C5 C4 C9 C8 -0.5(3) . . . . ? C3 C4 C9 C8 174.01(18) . . . . ? C5 C4 C9 Ir 172.63(17) . . . . ? C3 C4 C9 Ir -12.9(2) . . . . ? N3 Ir C9 C8 -102.02(19) . . . . ? C18 Ir C9 C8 -22.67(19) . . . . ? N8 Ir C9 C8 76.28(19) . . . . ? N1 Ir C9 C8 177.3(2) . . . . ? N5 Ir C9 C8 158.1(2) . . . . ? N3 Ir C9 C4 85.85(15) . . . . ? C18 Ir C9 C4 165.21(15) . . . . ? N8 Ir C9 C4 -95.84(15) . . . . ? N1 Ir C9 C4 5.15(14) . . . . ? N5 Ir C9 C4 -14.0(4) . . . . ? C18 Ir N3 C12 3.03(14) . . . . ? C9 Ir N3 C12 91.86(16) . . . . ? N8 Ir N3 C12 -74.7(5) . . . . ? N1 Ir N3 C12 167.67(15) . . . . ? N5 Ir N3 C12 -102.50(15) . . . . ? C18 Ir N3 N4 157.16(16) . . . . ? C9 Ir N3 N4 -114.00(16) . . . . ? N8 Ir N3 N4 79.4(5) . . . . ? N1 Ir N3 N4 -38.20(16) . . . . ? N5 Ir N3 N4 51.63(15) . . . . ? C12 N3 N4 C10 -2.5(2) . . . . ? Ir N3 N4 C10 -158.80(14) . . . . ? C12 N3 N4 B 152.68(19) . . . . ? Ir N3 N4 B -3.6(2) . . . . ? N3 N4 C10 C11 0.5(2) . . . . ? B N4 C10 C11 -150.0(2) . . . . ? N4 C10 C11 C12 1.5(3) . . . . ? N4 N3 C12 C11 3.5(2) . . . . ? Ir N3 C12 C11 161.33(14) . . . . ? N4 N3 C12 C13 -167.20(16) . . . . ? Ir N3 C12 C13 -9.4(2) . . . . ? C10 C11 C12 N3 -3.1(2) . . . . ? C10 C11 C12 C13 164.0(2) . . . . ? N3 C12 C13 C14 -167.32(19) . . . . ? C11 C12 C13 C14 26.0(4) . . . . ? N3 C12 C13 C18 12.7(2) . . . . ? C11 C12 C13 C18 -154.0(2) . . . . ? C18 C13 C14 C15 0.7(3) . . . . ? C12 C13 C14 C15 -179.3(2) . . . . ? C13 C14 C15 C16 1.5(3) . . . . ? C14 C15 C16 C17 -2.0(3) . . . . ? C15 C16 C17 C18 0.2(3) . . . . ? C16 C17 C18 C13 1.9(3) . . . . ? C16 C17 C18 Ir -168.17(16) . . . . ? C14 C13 C18 C17 -2.3(3) . . . . ? C12 C13 C18 C17 177.68(17) . . . . ? C14 C13 C18 Ir 169.65(16) . . . . ? C12 C13 C18 Ir -10.4(2) . . . . ? N3 Ir C18 C17 174.53(19) . . . . ? C9 Ir C18 C17 70.93(19) . . . . ? N8 Ir C18 C17 -12.66(19) . . . . ? N1 Ir C18 C17 131.2(2) . . . . ? N5 Ir C18 C17 -109.27(19) . . . . ? N3 Ir C18 C13 4.29(13) . . . . ? C9 Ir C18 C13 -99.30(14) . . . . ? N8 Ir C18 C13 177.11(13) . . . . ? N1 Ir C18 C13 -39.0(3) . . . . ? N5 Ir C18 C13 80.50(14) . . . . ? N3 Ir N5 C21 145.1(2) . . . . ? C18 Ir N5 C21 68.9(2) . . . . ? C9 Ir N5 C21 -111.9(3) . . . . ? N8 Ir N5 C21 -31.5(2) . . . . ? N1 Ir N5 C21 -130.7(2) . . . . ? N3 Ir N5 N6 -58.56(15) . . . . ? C18 Ir N5 N6 -134.85(15) . . . . ? C9 Ir N5 N6 44.4(3) . . . . ? N8 Ir N5 N6 124.83(15) . . . . ? N1 Ir N5 N6 25.64(15) . . . . ? C21 N5 N6 C19 1.7(3) . . . . ? Ir N5 N6 C19 -162.01(18) . . . . ? C21 N5 N6 B -174.9(2) . . . . ? Ir N5 N6 B 21.4(3) . . . . ? N5 N6 C19 C20 -0.8(3) . . . . ? B N6 C19 C20 175.6(3) . . . . ? N6 C19 C20 C21 -0.4(4) . . . . ? N6 N5 C21 C20 -2.0(3) . . . . ? Ir N5 C21 C20 155.4(2) . . . . ? N6 N5 C21 C22 173.6(2) . . . . ? Ir N5 C21 C22 -29.1(4) . . . . ? C19 C20 C21 N5 1.5(3) . . . . ? C19 C20 C21 C22 -173.7(3) . . . . ? N5 C21 C22 C27 -47.2(3) . . . . ? C20 C21 C22 C27 127.5(3) . . . . ? N5 C21 C22 C23 135.0(2) . . . . ? C20 C21 C22 C23 -50.3(4) . . . . ? C27 C22 C23 C24 1.7(3) . . . . ? C21 C22 C23 C24 179.6(2) . . . . ? C22 C23 C24 C25 -0.8(4) . . . . ? C23 C24 C25 C26 -0.4(4) . . . . ? C24 C25 C26 C27 0.6(4) . . . . ? C25 C26 C27 C22 0.3(4) . . . . ? C23 C22 C27 C26 -1.5(3) . . . . ? C21 C22 C27 C26 -179.3(2) . . . . ? C1 N2 B N6 -160.4(2) . . . . ? N1 N2 B N6 57.5(2) . . . . ? C1 N2 B N4 84.2(3) . . . . ? N1 N2 B N4 -57.9(2) . . . . ? C19 N6 B N2 109.7(3) . . . . ? N5 N6 B N2 -74.3(3) . . . . ? C19 N6 B N4 -134.0(3) . . . . ? N5 N6 B N4 42.0(3) . . . . ? C10 N4 B N2 -150.4(2) . . . . ? N3 N4 B N2 61.5(2) . . . . ? C10 N4 B N6 92.9(3) . . . . ? N3 N4 B N6 -55.3(3) . . . . ? C30 N7 N8 C28 1.3(2) . . . . ? C30 N7 N8 Ir -177.99(13) . . . . ? N3 Ir N8 C28 -140.8(5) . . . . ? C18 Ir N8 C28 142.67(18) . . . . ? C9 Ir N8 C28 52.31(19) . . . . ? N1 Ir N8 C28 -24.06(19) . . . . ? N5 Ir N8 C28 -113.48(19) . . . . ? N3 Ir N8 N7 38.3(6) . . . . ? C18 Ir N8 N7 -38.24(16) . . . . ? C9 Ir N8 N7 -128.60(16) . . . . ? N1 Ir N8 N7 155.03(15) . . . . ? N5 Ir N8 N7 65.61(15) . . . . ? N7 N8 C28 C29 -1.1(2) . . . . ? Ir N8 C28 C29 178.11(14) . . . . ? N8 C28 C29 C30 0.6(2) . . . . ? N8 N7 C30 C29 -1.0(2) . . . . ? N8 N7 C30 C31 178.25(17) . . . . ? C28 C29 C30 N7 0.2(2) . . . . ? C28 C29 C30 C31 -178.8(2) . . . . ? N7 C30 C31 C36 47.7(3) . . . . ? C29 C30 C31 C36 -133.3(3) . . . . ? N7 C30 C31 C32 -129.3(2) . . . . ? C29 C30 C31 C32 49.6(3) . . . . ? C36 C31 C32 C33 -0.5(3) . . . . ? C30 C31 C32 C33 176.6(2) . . . . ? C31 C32 C33 C34 0.5(4) . . . . ? C32 C33 C34 C35 -1.0(4) . . . . ? C33 C34 C35 C36 1.5(4) . . . . ? C32 C31 C36 C35 1.0(3) . . . . ? C30 C31 C36 C35 -176.1(2) . . . . ? C34 C35 C36 C31 -1.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.625 _refine_diff_density_min -0.752 _refine_diff_density_rms 0.085