#------------------------------------------------------------------------------ #$Date: 2020-09-06 12:43:12 +0300 (Sun, 06 Sep 2020) $ #$Revision: 256105 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/51/7705153.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7705153 loop_ _publ_author_name 'Abdolla, Noreldin S. Y.' 'Davies, David L.' 'Lowe, Mark P.' 'Singh, Kuldip' _publ_section_title ; Bis-cyclometallated Ir(III) complexes containing 2-(1H-pyrazol-3-yl)pyridine ligands; influence of substituents and cyclometallating ligands on response to changes in pH. ; _journal_issue 34 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12025 _journal_page_last 12036 _journal_paper_doi 10.1039/d0dt02434a _journal_volume 49 _journal_year 2020 _chemical_formula_moiety 'C36 H27 Ir N5, F6 P, 2 C H Cl3, H2 O' _chemical_formula_sum 'C38 H31 Cl6 F6 Ir N5 O P' _chemical_formula_weight 1123.55 _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _audit_update_record ; 2020-07-07 deposited with the CCDC. 2020-08-12 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 94.216(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 15.389(3) _cell_length_b 14.072(2) _cell_length_c 19.607(3) _cell_measurement_reflns_used 934 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 23.310 _cell_measurement_theta_min 2.537 _cell_volume 4234.5(12) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0845 _diffrn_reflns_av_sigmaI/netI 0.0793 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 32497 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 26.00 _diffrn_reflns_theta_min 1.63 _exptl_absorpt_coefficient_mu 3.634 _exptl_absorpt_correction_T_max 0.831 _exptl_absorpt_correction_T_min 0.619 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; absorption correction based on 12474 reflections(SADABS);Rint 0.1204 before correction and 0.0403 after. ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.762 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 2200 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _platon_squeeze_details ; Disordered CHCl3 and H2O were omitted using the SQUEEZE option of PLATON. The solvent accessible voids are 1397.2 ?3 with an estimated 556e/cell to be added. Eight solvent CHCl3 molecules and four molecules of H2O/unit cell accounting for 504e wereincluded inthe formula, FWt, (000) and density calculations. PLATON Reference: Spek, A.L. (1990), Acta Cryst. A46, C-34. ; _refine_diff_density_max 1.199 _refine_diff_density_min -0.675 _refine_diff_density_rms 0.137 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 442 _refine_ls_number_reflns 8309 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.943 _refine_ls_R_factor_all 0.0570 _refine_ls_R_factor_gt 0.0417 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0378P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0888 _refine_ls_wR_factor_ref 0.0922 _reflns_number_gt 6199 _reflns_number_total 8309 _reflns_threshold_expression >2sigma(I) _cod_data_source_file d0dt02434a2.cif _cod_data_source_block 15050 _cod_depositor_comments ; The following automatic conversions were performed: data item '_symmetry_cell_setting' value 'Monoclinic' was changed to 'monoclinic' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 7705149--7705156.cif. ; _cod_original_cell_volume 4234.6(12) _cod_original_sg_symbol_H-M P2(1)/n _cod_database_code 7705153 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' 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 0.507049(13) 0.209645(15) 0.885070(10) 0.02591(8) Uani 1 1 d . . . N1 N 0.5700(3) 0.3325(3) 0.9169(2) 0.0327(11) Uani 1 1 d . . . N2 N 0.4308(3) 0.0925(3) 0.8602(2) 0.0295(11) Uani 1 1 d . . . N3 N 0.5671(3) 0.2012(3) 0.7897(2) 0.0280(10) Uani 1 1 d . . . N4 N 0.5494(3) 0.2363(3) 0.7260(2) 0.0299(11) Uani 1 1 d . . . H4A H 0.5031 0.2701 0.7127 0.036 Uiso 1 1 calc R . . N5 N 0.6267(3) 0.1305(3) 0.9078(2) 0.0295(10) Uani 1 1 d . . . C1 C 0.6168(4) 0.3892(4) 0.8781(3) 0.0406(15) Uani 1 1 d . . . H1 H 0.6243 0.3699 0.8325 0.049 Uiso 1 1 calc R . . C2 C 0.6538(4) 0.4720(4) 0.9003(4) 0.0481(17) Uani 1 1 d . . . H2 H 0.6844 0.5110 0.8706 0.058 Uiso 1 1 calc R . . C3 C 0.6456(4) 0.4980(4) 0.9675(4) 0.0502(18) Uani 1 1 d . . . H3 H 0.6727 0.5542 0.9855 0.060 Uiso 1 1 calc R . . C4 C 0.5974(4) 0.4412(4) 1.0081(3) 0.0413(15) Uani 1 1 d . . . H4 H 0.5906 0.4595 1.0540 0.050 Uiso 1 1 calc R . . C5 C 0.5588(4) 0.3580(4) 0.9829(3) 0.0337(13) Uani 1 1 d . . . C6 C 0.5043(4) 0.2940(4) 1.0190(3) 0.0358(14) Uani 1 1 d . . . C7 C 0.4820(4) 0.3099(4) 1.0860(3) 0.0451(16) Uani 1 1 d . . . H7 H 0.5055 0.3627 1.1113 0.054 Uiso 1 1 calc R . . C8 C 0.4251(5) 0.2476(5) 1.1152(3) 0.0547(19) Uani 1 1 d . . . H8 H 0.4092 0.2579 1.1605 0.066 Uiso 1 1 calc R . . C9 C 0.3925(4) 0.1724(5) 1.0790(3) 0.0463(16) Uani 1 1 d . . . H9 H 0.3536 0.1303 1.0992 0.056 Uiso 1 1 calc R . . C10 C 0.4146(4) 0.1554(4) 1.0133(3) 0.0374(14) Uani 1 1 d . . . H10 H 0.3917 0.1009 0.9897 0.045 Uiso 1 1 calc R . . C11 C 0.4692(4) 0.2156(4) 0.9811(2) 0.0301(12) Uani 1 1 d . . . C12 C 0.4572(4) 0.0035(4) 0.8645(3) 0.0335(13) Uani 1 1 d . . . H12 H 0.5169 -0.0089 0.8773 0.040 Uiso 1 1 calc R . . C13 C 0.4024(4) -0.0716(5) 0.8515(3) 0.0449(16) Uani 1 1 d . . . H13 H 0.4242 -0.1346 0.8559 0.054 Uiso 1 1 calc R . . C14 C 0.3174(5) -0.0569(5) 0.8323(3) 0.0500(17) Uani 1 1 d . . . H14 H 0.2791 -0.1089 0.8226 0.060 Uiso 1 1 calc R . . C15 C 0.2866(4) 0.0375(5) 0.8272(3) 0.0432(16) Uani 1 1 d . . . H15 H 0.2270 0.0499 0.8142 0.052 Uiso 1 1 calc R . . C16 C 0.3449(4) 0.1127(4) 0.8415(3) 0.0323(13) Uani 1 1 d . . . C17 C 0.3234(4) 0.2115(4) 0.8398(3) 0.0334(13) Uani 1 1 d . . . C18 C 0.2399(4) 0.2473(6) 0.8245(3) 0.0485(17) Uani 1 1 d . . . H18 H 0.1931 0.2047 0.8132 0.058 Uiso 1 1 calc R . . C19 C 0.2240(4) 0.3447(6) 0.8255(3) 0.055(2) Uani 1 1 d . . . H19 H 0.1668 0.3681 0.8141 0.066 Uiso 1 1 calc R . . C20 C 0.2919(4) 0.4080(5) 0.8431(3) 0.0480(17) Uani 1 1 d . . . H20 H 0.2814 0.4745 0.8443 0.058 Uiso 1 1 calc R . . C21 C 0.3754(4) 0.3719(5) 0.8590(3) 0.0396(14) Uani 1 1 d . . . H21 H 0.4214 0.4153 0.8705 0.048 Uiso 1 1 calc R . . C22 C 0.3942(4) 0.2765(4) 0.8587(2) 0.0317(13) Uani 1 1 d . . . C23 C 0.6422(3) 0.1556(4) 0.7893(3) 0.0252(12) Uani 1 1 d . . . C24 C 0.6744(4) 0.1604(4) 0.7250(3) 0.0323(13) Uani 1 1 d . . . H24 H 0.7272 0.1338 0.7115 0.039 Uiso 1 1 calc R . . C25 C 0.6143(4) 0.2114(4) 0.6852(3) 0.0347(13) Uani 1 1 d . . . C26 C 0.6763(4) 0.1143(4) 0.8537(3) 0.0321(13) Uani 1 1 d . . . C27 C 0.7528(4) 0.0639(4) 0.8621(3) 0.0414(15) Uani 1 1 d . . . H27 H 0.7866 0.0530 0.8242 0.050 Uiso 1 1 calc R . . C28 C 0.7803(4) 0.0292(5) 0.9257(3) 0.0514(18) Uani 1 1 d . . . H28 H 0.8331 -0.0057 0.9320 0.062 Uiso 1 1 calc R . . C29 C 0.7310(4) 0.0454(4) 0.9799(3) 0.0430(16) Uani 1 1 d . . . H29 H 0.7491 0.0218 1.0241 0.052 Uiso 1 1 calc R . . C30 C 0.6562(4) 0.0956(4) 0.9694(3) 0.0358(14) Uani 1 1 d . . . H30 H 0.6226 0.1068 1.0074 0.043 Uiso 1 1 calc R . . C31 C 0.6115(4) 0.2414(5) 0.6128(3) 0.0399(15) Uani 1 1 d . . . C32 C 0.5465(5) 0.2920(5) 0.5819(3) 0.059(2) Uani 1 1 d . . . H32 H 0.4996 0.3118 0.6074 0.071 Uiso 1 1 calc R . . C33 C 0.5463(5) 0.3165(6) 0.5121(4) 0.069(2) Uani 1 1 d . . . H33 H 0.4991 0.3520 0.4911 0.083 Uiso 1 1 calc R . . C34 C 0.6116(5) 0.2904(6) 0.4756(3) 0.064(2) Uani 1 1 d . . . H34 H 0.6091 0.3022 0.4277 0.077 Uiso 1 1 calc R . . C35 C 0.6802(6) 0.2479(7) 0.5067(4) 0.084(3) Uani 1 1 d . . . H35 H 0.7296 0.2350 0.4818 0.101 Uiso 1 1 calc R . . C36 C 0.6816(5) 0.2216(7) 0.5752(4) 0.083(3) Uani 1 1 d . . . H36 H 0.7310 0.1899 0.5962 0.099 Uiso 1 1 calc R . . P1 P 0.51461(11) 0.57683(13) 0.71030(9) 0.0463(4) Uani 1 1 d . . . F1 F 0.6007(2) 0.6127(3) 0.75219(17) 0.0528(9) Uani 1 1 d . . . F2 F 0.4777(3) 0.5384(3) 0.77806(19) 0.0671(12) Uani 1 1 d . . . F3 F 0.4693(3) 0.6767(3) 0.7223(3) 0.0813(14) Uani 1 1 d . . . F4 F 0.4277(2) 0.5418(3) 0.6682(2) 0.0752(13) Uani 1 1 d . . . F5 F 0.5496(3) 0.6194(3) 0.64278(19) 0.0762(13) Uani 1 1 d . . . F6 F 0.5614(3) 0.4794(3) 0.6977(2) 0.0712(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 Ir1 0.02429(12) 0.03030(12) 0.02317(11) -0.00027(10) 0.00183(8) -0.00051(10) N1 0.030(3) 0.033(3) 0.035(3) -0.002(2) 0.000(2) -0.002(2) N2 0.024(3) 0.043(3) 0.022(2) -0.003(2) 0.0022(19) -0.004(2) N3 0.030(3) 0.033(3) 0.021(2) 0.0024(19) 0.0026(19) -0.006(2) N4 0.024(3) 0.039(3) 0.026(2) 0.001(2) 0.002(2) 0.001(2) N5 0.031(3) 0.026(2) 0.030(2) -0.001(2) 0.000(2) -0.002(2) C1 0.034(4) 0.042(4) 0.045(4) 0.000(3) 0.000(3) -0.002(3) C2 0.045(4) 0.035(4) 0.063(4) 0.004(3) -0.001(3) -0.012(3) C3 0.045(4) 0.031(4) 0.071(5) -0.007(3) -0.022(4) -0.002(3) C4 0.046(4) 0.039(4) 0.037(3) -0.005(3) -0.009(3) -0.001(3) C5 0.036(3) 0.029(3) 0.034(3) -0.003(3) -0.004(3) 0.001(3) C6 0.040(3) 0.039(3) 0.028(3) 0.000(3) 0.001(3) 0.012(3) C7 0.060(4) 0.044(4) 0.031(3) -0.009(3) 0.001(3) 0.003(3) C8 0.081(6) 0.053(4) 0.032(4) 0.001(3) 0.022(4) 0.012(4) C9 0.052(4) 0.050(4) 0.039(4) 0.004(3) 0.016(3) -0.002(3) C10 0.035(4) 0.048(4) 0.030(3) 0.002(3) 0.007(3) 0.004(3) C11 0.032(3) 0.038(3) 0.021(3) -0.003(2) 0.007(2) 0.000(3) C12 0.029(3) 0.034(3) 0.037(3) 0.002(3) 0.000(3) -0.005(3) C13 0.059(5) 0.039(4) 0.036(3) -0.005(3) 0.001(3) -0.001(3) C14 0.063(5) 0.050(4) 0.036(4) 0.000(3) -0.002(3) -0.019(4) C15 0.029(3) 0.063(5) 0.037(3) 0.006(3) -0.003(3) -0.014(3) C16 0.029(3) 0.047(4) 0.020(3) 0.002(2) 0.001(2) -0.010(3) C17 0.027(3) 0.049(4) 0.024(3) 0.009(3) -0.001(2) 0.001(3) C18 0.028(4) 0.076(5) 0.042(4) 0.008(3) 0.006(3) -0.003(3) C19 0.038(4) 0.089(6) 0.039(4) 0.021(4) 0.006(3) 0.021(4) C20 0.044(4) 0.060(4) 0.039(4) 0.006(3) 0.000(3) 0.013(4) C21 0.044(4) 0.044(4) 0.032(3) 0.005(3) 0.006(3) 0.003(3) C22 0.029(3) 0.049(4) 0.018(3) 0.004(2) 0.005(2) 0.008(3) C23 0.014(3) 0.028(3) 0.033(3) 0.003(2) 0.000(2) 0.000(2) C24 0.022(3) 0.045(4) 0.030(3) 0.003(3) 0.006(2) 0.006(3) C25 0.031(3) 0.045(4) 0.029(3) -0.004(3) 0.005(2) -0.009(3) C26 0.028(3) 0.035(3) 0.034(3) 0.002(3) 0.009(2) -0.004(3) C27 0.027(3) 0.052(4) 0.047(4) 0.009(3) 0.013(3) 0.004(3) C28 0.034(4) 0.058(4) 0.063(5) 0.015(4) 0.005(3) 0.011(3) C29 0.039(4) 0.049(4) 0.040(4) 0.018(3) -0.001(3) 0.007(3) C30 0.032(3) 0.049(4) 0.027(3) 0.005(3) 0.004(3) -0.005(3) C31 0.034(4) 0.060(4) 0.026(3) 0.003(3) 0.001(3) -0.001(3) C32 0.057(5) 0.088(6) 0.033(3) 0.014(4) 0.016(3) 0.014(4) C33 0.070(6) 0.096(6) 0.042(4) 0.014(4) 0.009(4) 0.019(5) C34 0.058(5) 0.108(7) 0.027(3) 0.008(4) 0.008(3) 0.009(5) C35 0.066(6) 0.142(8) 0.048(5) 0.022(5) 0.023(4) 0.022(6) C36 0.058(5) 0.142(9) 0.048(5) 0.000(5) 0.009(4) 0.021(5) P1 0.0344(10) 0.0598(12) 0.0451(10) -0.0038(9) 0.0047(8) 0.0022(8) F1 0.041(2) 0.063(2) 0.054(2) -0.0108(19) 0.0020(17) -0.0005(19) F2 0.063(3) 0.081(3) 0.059(2) -0.001(2) 0.020(2) -0.015(2) F3 0.050(3) 0.065(3) 0.130(4) 0.000(3) 0.011(3) 0.021(2) F4 0.041(2) 0.100(3) 0.083(3) -0.004(3) -0.004(2) 0.000(2) F5 0.054(3) 0.123(4) 0.051(2) 0.020(2) 0.000(2) -0.002(3) F6 0.057(3) 0.058(3) 0.098(3) -0.026(2) 0.006(2) -0.005(2) 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C22 Ir1 C11 85.2(2) . . ? C22 Ir1 N1 93.7(2) . . ? C11 Ir1 N1 81.0(2) . . ? C22 Ir1 N2 81.2(2) . . ? C11 Ir1 N2 93.2(2) . . ? N1 Ir1 N2 172.59(17) . . ? C22 Ir1 N3 102.75(18) . . ? C11 Ir1 N3 171.33(19) . . ? N1 Ir1 N3 94.99(17) . . ? N2 Ir1 N3 91.37(16) . . ? C22 Ir1 N5 175.99(19) . . ? C11 Ir1 N5 97.39(19) . . ? N1 Ir1 N5 89.74(17) . . ? N2 Ir1 N5 95.60(17) . . ? N3 Ir1 N5 74.80(16) . . ? C1 N1 C5 119.3(5) . . ? C1 N1 Ir1 125.9(4) . . ? C5 N1 Ir1 114.7(4) . . ? C12 N2 C16 120.0(5) . . ? C12 N2 Ir1 125.2(4) . . ? C16 N2 Ir1 114.6(4) . . ? C23 N3 N4 106.7(4) . . ? C23 N3 Ir1 117.6(3) . . ? N4 N3 Ir1 135.5(3) . . ? N3 N4 C25 109.9(4) . . ? N3 N4 H4A 125.1 . . ? C25 N4 H4A 125.1 . . ? C30 N5 C26 117.5(5) . . ? C30 N5 Ir1 126.5(4) . . ? C26 N5 Ir1 116.1(3) . . ? N1 C1 C2 123.9(6) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? C1 C2 C3 117.9(6) . . ? C1 C2 H2 121.0 . . ? C3 C2 H2 121.0 . . ? C2 C3 C4 119.1(6) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 121.1(6) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? N1 C5 C4 118.6(5) . . ? N1 C5 C6 114.6(5) . . ? C4 C5 C6 126.8(5) . . ? C7 C6 C11 120.4(6) . . ? C7 C6 C5 123.2(5) . . ? C11 C6 C5 116.2(5) . . ? C8 C7 C6 119.3(6) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C9 C8 C7 119.9(6) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C8 C9 C10 121.4(6) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C9 C10 C11 121.4(6) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C10 C11 C6 117.5(5) . . ? C10 C11 Ir1 129.1(4) . . ? C6 C11 Ir1 113.4(4) . . ? N2 C12 C13 122.7(6) . . ? N2 C12 H12 118.6 . . ? C13 C12 H12 118.6 . . ? C14 C13 C12 120.4(6) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 118.5(6) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? C16 C15 C14 119.3(6) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? N2 C16 C15 119.0(5) . . ? N2 C16 C17 115.2(5) . . ? C15 C16 C17 125.8(5) . . ? C18 C17 C16 124.5(6) . . ? C18 C17 C22 119.4(6) . . ? C16 C17 C22 116.0(5) . . ? C19 C18 C17 120.9(6) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 120.1(6) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C21 C20 C19 118.8(6) . . ? C21 C20 H20 120.6 . . ? C19 C20 H20 120.6 . . ? C22 C21 C20 123.1(6) . . ? C22 C21 H21 118.5 . . ? C20 C21 H21 118.5 . . ? C21 C22 C17 117.6(5) . . ? C21 C22 Ir1 129.4(5) . . ? C17 C22 Ir1 112.9(4) . . ? N3 C23 C24 110.6(5) . . ? N3 C23 C26 116.7(5) . . ? C24 C23 C26 132.7(5) . . ? C25 C24 C23 105.8(5) . . ? C25 C24 H24 127.1 . . ? C23 C24 H24 127.1 . . ? C24 C25 N4 107.0(5) . . ? C24 C25 C31 131.9(5) . . ? N4 C25 C31 121.1(5) . . ? N5 C26 C27 121.0(5) . . ? N5 C26 C23 114.8(5) . . ? C27 C26 C23 124.2(5) . . ? C26 C27 C28 119.6(6) . . ? C26 C27 H27 120.2 . . ? C28 C27 H27 120.2 . . ? C29 C28 C27 119.6(6) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C30 C29 C28 118.8(6) . . ? C30 C29 H29 120.6 . . ? C28 C29 H29 120.6 . . ? N5 C30 C29 123.5(5) . . ? N5 C30 H30 118.3 . . ? C29 C30 H30 118.3 . . ? C32 C31 C36 116.9(6) . . ? C32 C31 C25 123.8(6) . . ? C36 C31 C25 119.2(6) . . ? C31 C32 C33 121.3(7) . . ? C31 C32 H32 119.4 . . ? C33 C32 H32 119.4 . . ? C34 C33 C32 120.5(7) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C35 C34 C33 119.1(7) . . ? C35 C34 H34 120.5 . . ? C33 C34 H34 120.5 . . ? C34 C35 C36 121.3(7) . . ? C34 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? C31 C36 C35 120.4(7) . . ? C31 C36 H36 119.8 . . ? C35 C36 H36 119.8 . . ? F6 P1 F2 91.8(2) . . ? F6 P1 F5 90.6(3) . . ? F2 P1 F5 177.6(3) . . ? F6 P1 F1 89.1(2) . . ? F2 P1 F1 90.7(2) . . ? F5 P1 F1 89.4(2) . . ? F6 P1 F3 178.6(3) . . ? F2 P1 F3 89.4(2) . . ? F5 P1 F3 88.2(3) . . ? F1 P1 F3 90.1(2) . . ? F6 P1 F4 91.4(2) . . ? F2 P1 F4 89.4(2) . . ? F5 P1 F4 90.5(2) . . ? F1 P1 F4 179.4(2) . . ? F3 P1 F4 89.4(2) . . ? 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 C22 2.010(5) . ? Ir1 C11 2.014(5) . ? Ir1 N1 2.056(4) . ? Ir1 N2 2.062(4) . ? Ir1 N3 2.149(4) . ? Ir1 N5 2.170(4) . ? N1 C1 1.347(7) . ? N1 C5 1.367(7) . ? N2 C12 1.317(7) . ? N2 C16 1.374(7) . ? N3 C23 1.323(6) . ? N3 N4 1.353(6) . ? N4 C25 1.370(7) . ? N4 H4A 0.8800 . ? N5 C30 1.351(6) . ? N5 C26 1.371(6) . ? C1 C2 1.355(8) . ? C1 H1 0.9500 . ? C2 C3 1.382(9) . ? C2 H2 0.9500 . ? C3 C4 1.382(9) . ? C3 H3 0.9500 . ? C4 C5 1.387(7) . ? C4 H4 0.9500 . ? C5 C6 1.450(8) . ? C6 C7 1.401(8) . ? C6 C11 1.414(7) . ? C7 C8 1.393(9) . ? C7 H7 0.9500 . ? C8 C9 1.350(9) . ? C8 H8 0.9500 . ? C9 C10 1.376(8) . ? C9 H9 0.9500 . ? C10 C11 1.378(8) . ? C10 H10 0.9500 . ? C12 C13 1.364(8) . ? C12 H12 0.9500 . ? C13 C14 1.351(9) . ? C13 H13 0.9500 . ? C14 C15 1.411(9) . ? C14 H14 0.9500 . ? C15 C16 1.403(8) . ? C15 H15 0.9500 . ? C16 C17 1.429(8) . ? C17 C18 1.393(8) . ? C17 C22 1.450(8) . ? C18 C19 1.392(10) . ? C18 H18 0.9500 . ? C19 C20 1.397(9) . ? C19 H19 0.9500 . ? C20 C21 1.396(8) . ? C20 H20 0.9500 . ? C21 C22 1.373(8) . ? C21 H21 0.9500 . ? C23 C24 1.389(7) . ? C23 C26 1.453(7) . ? C24 C25 1.369(7) . ? C24 H24 0.9500 . ? C25 C31 1.478(7) . ? C26 C27 1.374(7) . ? C27 C28 1.376(8) . ? C27 H27 0.9500 . ? C28 C29 1.368(8) . ? C28 H28 0.9500 . ? C29 C30 1.354(8) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.336(9) . ? C31 C36 1.379(9) . ? C32 C33 1.412(9) . ? C32 H32 0.9500 . ? C33 C34 1.327(9) . ? C33 H33 0.9500 . ? C34 C35 1.325(10) . ? C34 H34 0.9500 . ? C35 C36 1.391(10) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? P1 F6 1.577(4) . ? P1 F2 1.578(4) . ? P1 F5 1.583(4) . ? P1 F1 1.589(4) . ? P1 F3 1.594(4) . ? P1 F4 1.598(4) . ? 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 C22 Ir1 N1 C1 -92.0(5) . . . . ? C11 Ir1 N1 C1 -176.6(5) . . . . ? N3 Ir1 N1 C1 11.2(5) . . . . ? N5 Ir1 N1 C1 85.9(5) . . . . ? C22 Ir1 N1 C5 85.4(4) . . . . ? C11 Ir1 N1 C5 0.8(4) . . . . ? N3 Ir1 N1 C5 -171.5(4) . . . . ? N5 Ir1 N1 C5 -96.7(4) . . . . ? C22 Ir1 N2 C12 -178.6(5) . . . . ? C11 Ir1 N2 C12 -93.9(5) . . . . ? N3 Ir1 N2 C12 78.7(4) . . . . ? N5 Ir1 N2 C12 3.8(4) . . . . ? C22 Ir1 N2 C16 -2.4(4) . . . . ? C11 Ir1 N2 C16 82.3(4) . . . . ? N3 Ir1 N2 C16 -105.1(4) . . . . ? N5 Ir1 N2 C16 -179.9(3) . . . . ? C22 Ir1 N3 C23 -176.6(4) . . . . ? N1 Ir1 N3 C23 88.5(4) . . . . ? N2 Ir1 N3 C23 -95.3(4) . . . . ? N5 Ir1 N3 C23 0.2(4) . . . . ? C22 Ir1 N3 N4 7.4(5) . . . . ? N1 Ir1 N3 N4 -87.5(5) . . . . ? N2 Ir1 N3 N4 88.6(5) . . . . ? N5 Ir1 N3 N4 -175.9(5) . . . . ? C23 N3 N4 C25 0.5(6) . . . . ? Ir1 N3 N4 C25 176.8(4) . . . . ? C11 Ir1 N5 C30 3.2(5) . . . . ? N1 Ir1 N5 C30 84.1(4) . . . . ? N2 Ir1 N5 C30 -90.8(4) . . . . ? N3 Ir1 N5 C30 179.3(5) . . . . ? C11 Ir1 N5 C26 -177.3(4) . . . . ? N1 Ir1 N5 C26 -96.4(4) . . . . ? N2 Ir1 N5 C26 88.8(4) . . . . ? N3 Ir1 N5 C26 -1.1(4) . . . . ? C5 N1 C1 C2 -0.6(9) . . . . ? Ir1 N1 C1 C2 176.7(5) . . . . ? N1 C1 C2 C3 2.4(9) . . . . ? C1 C2 C3 C4 -2.7(9) . . . . ? C2 C3 C4 C5 1.3(9) . . . . ? C1 N1 C5 C4 -1.0(8) . . . . ? Ir1 N1 C5 C4 -178.5(4) . . . . ? C1 N1 C5 C6 177.5(5) . . . . ? Ir1 N1 C5 C6 -0.1(6) . . . . ? C3 C4 C5 N1 0.6(8) . . . . ? C3 C4 C5 C6 -177.7(6) . . . . ? N1 C5 C6 C7 -177.2(5) . . . . ? C4 C5 C6 C7 1.1(9) . . . . ? N1 C5 C6 C11 -1.1(7) . . . . ? C4 C5 C6 C11 177.2(5) . . . . ? C11 C6 C7 C8 0.2(9) . . . . ? C5 C6 C7 C8 176.2(6) . . . . ? C6 C7 C8 C9 0.4(10) . . . . ? C7 C8 C9 C10 0.2(10) . . . . ? C8 C9 C10 C11 -1.6(10) . . . . ? C9 C10 C11 C6 2.2(8) . . . . ? C9 C10 C11 Ir1 -177.2(5) . . . . ? C7 C6 C11 C10 -1.5(8) . . . . ? C5 C6 C11 C10 -177.7(5) . . . . ? C7 C6 C11 Ir1 178.0(4) . . . . ? C5 C6 C11 Ir1 1.8(6) . . . . ? C22 Ir1 C11 C10 83.6(5) . . . . ? N1 Ir1 C11 C10 178.1(6) . . . . ? N2 Ir1 C11 C10 2.7(5) . . . . ? N5 Ir1 C11 C10 -93.4(5) . . . . ? C22 Ir1 C11 C6 -95.8(4) . . . . ? N1 Ir1 C11 C6 -1.3(4) . . . . ? N2 Ir1 C11 C6 -176.7(4) . . . . ? N5 Ir1 C11 C6 87.2(4) . . . . ? C16 N2 C12 C13 -0.3(8) . . . . ? Ir1 N2 C12 C13 175.7(4) . . . . ? N2 C12 C13 C14 0.9(9) . . . . ? C12 C13 C14 C15 -0.9(9) . . . . ? C13 C14 C15 C16 0.5(9) . . . . ? C12 N2 C16 C15 -0.1(7) . . . . ? Ir1 N2 C16 C15 -176.6(4) . . . . ? C12 N2 C16 C17 178.8(5) . . . . ? Ir1 N2 C16 C17 2.3(6) . . . . ? C14 C15 C16 N2 0.0(8) . . . . ? C14 C15 C16 C17 -178.7(5) . . . . ? N2 C16 C17 C18 -177.8(5) . . . . ? C15 C16 C17 C18 1.0(9) . . . . ? N2 C16 C17 C22 -0.7(7) . . . . ? C15 C16 C17 C22 178.1(5) . . . . ? C16 C17 C18 C19 178.5(5) . . . . ? C22 C17 C18 C19 1.5(8) . . . . ? C17 C18 C19 C20 -1.1(9) . . . . ? C18 C19 C20 C21 0.6(9) . . . . ? C19 C20 C21 C22 -0.6(9) . . . . ? C20 C21 C22 C17 1.0(8) . . . . ? C20 C21 C22 Ir1 -175.9(4) . . . . ? C18 C17 C22 C21 -1.5(7) . . . . ? C16 C17 C22 C21 -178.7(5) . . . . ? C18 C17 C22 Ir1 176.0(4) . . . . ? C16 C17 C22 Ir1 -1.3(6) . . . . ? C11 Ir1 C22 C21 85.0(5) . . . . ? N1 Ir1 C22 C21 4.3(5) . . . . ? N2 Ir1 C22 C21 179.0(5) . . . . ? N3 Ir1 C22 C21 -91.6(5) . . . . ? C11 Ir1 C22 C17 -92.1(4) . . . . ? N1 Ir1 C22 C17 -172.7(4) . . . . ? N2 Ir1 C22 C17 1.9(4) . . . . ? N3 Ir1 C22 C17 91.3(4) . . . . ? N4 N3 C23 C24 0.0(6) . . . . ? Ir1 N3 C23 C24 -177.1(3) . . . . ? N4 N3 C23 C26 177.9(4) . . . . ? Ir1 N3 C23 C26 0.8(6) . . . . ? N3 C23 C24 C25 -0.4(6) . . . . ? C26 C23 C24 C25 -177.9(6) . . . . ? C23 C24 C25 N4 0.7(6) . . . . ? C23 C24 C25 C31 179.2(6) . . . . ? N3 N4 C25 C24 -0.7(6) . . . . ? N3 N4 C25 C31 -179.4(5) . . . . ? C30 N5 C26 C27 0.4(8) . . . . ? Ir1 N5 C26 C27 -179.2(4) . . . . ? C30 N5 C26 C23 -178.6(5) . . . . ? Ir1 N5 C26 C23 1.9(6) . . . . ? N3 C23 C26 N5 -1.7(7) . . . . ? C24 C23 C26 N5 175.6(5) . . . . ? N3 C23 C26 C27 179.4(5) . . . . ? C24 C23 C26 C27 -3.3(10) . . . . ? N5 C26 C27 C28 -0.1(9) . . . . ? C23 C26 C27 C28 178.7(6) . . . . ? C26 C27 C28 C29 0.0(10) . . . . ? C27 C28 C29 C30 -0.1(10) . . . . ? C26 N5 C30 C29 -0.6(8) . . . . ? Ir1 N5 C30 C29 179.0(4) . . . . ? C28 C29 C30 N5 0.4(9) . . . . ? C24 C25 C31 C32 -179.9(7) . . . . ? N4 C25 C31 C32 -1.5(10) . . . . ? C24 C25 C31 C36 -3.7(11) . . . . ? N4 C25 C31 C36 174.6(6) . . . . ? C36 C31 C32 C33 5.5(11) . . . . ? C25 C31 C32 C33 -178.3(7) . . . . ? C31 C32 C33 C34 -0.6(12) . . . . ? C32 C33 C34 C35 -5.5(13) . . . . ? C33 C34 C35 C36 6.4(15) . . . . ? C32 C31 C36 C35 -4.5(12) . . . . ? C25 C31 C36 C35 179.1(8) . . . . ? C34 C35 C36 C31 -1.4(15) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 0.500 692 278 ' ' 2 1.000 0.500 0.000 692 278 ' '