data_rob720f1_mo _audit_creation_date 2014-10-15 _audit_creation_method ; Olex2 1.2 (compiled 2014.06.18 svn.r2945 for OlexSys, GUI svn.r4846) ; _publ_contact_author_address ? _publ_contact_author_email ? _publ_contact_author_name '' _publ_contact_author_phone ? _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst., 40, 786-790; Palatinus, L. & van der Lee, A. (2008). J. Appl. Cryst. 41, 975-984; Palatinus, L., Prathapa, S. J. & van Smaalen, S. (2012). J. Appl. Cryst. 45, 575-580. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C15 H26 Cl2 Ir N, C H2 Cl2' _chemical_formula_sum 'C16 H28 Cl4 Ir N' _chemical_formula_weight 568.39 _chemical_absolute_configuration ad _chemical_melting_point ? _chemical_oxdiff_formula 'C32 H52 Cl8 Ir2 N2' 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' 'Cl' 'Cl' 0.1484 0.1585 '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system 'monoclinic' _space_group_IT_number 4 _space_group_name_H-M_alt 'P 21' _space_group_name_Hall 'P 2yb' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z' _cell_length_a 7.8589(2) _cell_length_b 10.9775(3) _cell_length_c 11.4935(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.133(3) _cell_angle_gamma 90.00 _cell_volume 990.87(5) _cell_formula_units_Z 2 _cell_measurement_reflns_used 16256 _cell_measurement_temperature 120.02(13) _cell_measurement_theta_max 30.8290 _cell_measurement_theta_min 3.5370 _exptl_absorpt_coefficient_mu 7.273 _exptl_absorpt_correction_T_max 0.554 _exptl_absorpt_correction_T_min 0.325 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.905 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 552 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.09 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.1078 _diffrn_reflns_av_unetI/netI 0.0637 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 24573 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 28.28 _diffrn_reflns_theta_min 3.09 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 120.02(13) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3095 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -57.00 33.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 13.1072 -37.0000 -120.0000 90 #__ type_ start__ end____ width___ exp.time_ 2 omega 6.00 32.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 13.1072 -57.0000 -180.0000 26 #__ type_ start__ end____ width___ exp.time_ 3 omega -21.00 5.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -13.8884 37.0000 -180.0000 26 #__ type_ start__ end____ width___ exp.time_ 4 omega -81.00 0.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -13.8884 -57.0000 120.0000 81 #__ type_ start__ end____ width___ exp.time_ 5 omega -75.00 -47.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -13.8884 -37.0000 60.0000 28 #__ type_ start__ end____ width___ exp.time_ 6 omega -74.00 66.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -13.8884 0.0000 -120.0000 140 #__ type_ start__ end____ width___ exp.time_ 7 omega -25.00 17.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -13.8884 37.0000 0.0000 42 #__ type_ start__ end____ width___ exp.time_ 8 omega -12.00 82.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 13.1072 57.0000 0.0000 94 #__ type_ start__ end____ width___ exp.time_ 9 omega -7.00 84.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 13.1072 37.0000 -120.0000 91 #__ type_ start__ end____ width___ exp.time_ 10 omega -55.00 38.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 13.1072 -57.0000 -30.0000 93 #__ type_ start__ end____ width___ exp.time_ 11 omega -55.00 28.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - 13.1072 -57.0000 -150.0000 83 #__ type_ start__ end____ width___ exp.time_ 12 omega -34.00 57.00 1.0000 1.0000 omega____ theta____ kappa____ phi______ frames - -13.8884 37.0000 90.0000 91 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0485580000 _diffrn_orient_matrix_UB_12 -0.0529327000 _diffrn_orient_matrix_UB_13 -0.0110437000 _diffrn_orient_matrix_UB_21 0.0682356000 _diffrn_orient_matrix_UB_22 0.0235878000 _diffrn_orient_matrix_UB_23 0.0352940000 _diffrn_orient_matrix_UB_31 -0.0336314000 _diffrn_orient_matrix_UB_32 -0.0286583000 _diffrn_orient_matrix_UB_33 0.0494732000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'SuperNova (Mo) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 4731 _reflns_number_total 4924 _reflns_odcompleteness_completeness 99.85 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 28.22 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET) (compiled Mar 27 2014,17:12:48) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution ; Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008; Palatinus et al., 2012) ; _refine_diff_density_max 1.041 _refine_diff_density_min -1.330 _refine_diff_density_rms 0.180 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.017(8) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.192 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 205 _refine_ls_number_reflns 4924 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0352 _refine_ls_restrained_S_all 1.191 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0233P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0781 _refine_ls_wR_factor_ref 0.0808 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Rigid bond restraints C1, C2, C3, C4, C5 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01 3.a Ternary CH refined with riding coordinates: C12(H12), C13(H13) 3.b Secondary CH2 refined with riding coordinates: N1(H1A,H1B), C10(H10A,H10B), C11(H11A,H11B), C16(H16A,H16B) 3.c Idealised Me refined as rotating group: C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C14(H14A, H14B,H14C), C15(H15A,H15B,H15C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp Ir1 Ir 0.42682(2) 0.43843(4) 0.145159(14) 0.01059(7) Uani 1 d . . . . Cl1 Cl 0.6355(2) 0.59472(15) 0.10582(16) 0.0182(3) Uani 1 d . . . . N1 N 0.4431(7) 0.4030(5) -0.0353(4) 0.0153(12) Uani 1 d . . . . H1A H 0.5408 0.4356 -0.0594 0.018 Uiso 1 calc . . R . H1B H 0.4500 0.3219 -0.0452 0.018 Uiso 1 calc . . R . C1 C 0.2313(10) 0.5592(7) 0.1969(7) 0.0155(15) Uani 1 d . . . U Cl2 Cl 0.6551(2) 0.29252(15) 0.15907(15) 0.0174(3) Uani 1 d . . . . C2 C 0.3230(10) 0.5179(7) 0.3004(6) 0.0172(16) Uani 1 d . . . U C3 C 0.3109(10) 0.3894(7) 0.3076(6) 0.0148(15) Uani 1 d . . . U C4 C 0.2066(10) 0.3456(7) 0.2059(6) 0.0141(15) Uani 1 d . . . U C5 C 0.1582(7) 0.4542(7) 0.1392(5) 0.0138(13) Uani 1 d . . . U C6 C 0.2071(10) 0.6884(7) 0.1605(6) 0.0231(16) Uani 1 d . . . . H6A H 0.3095 0.7334 0.1781 0.035 Uiso 1 calc . . GR . H6B H 0.1148 0.7233 0.2016 0.035 Uiso 1 calc . . GR . H6C H 0.1812 0.6918 0.0783 0.035 Uiso 1 calc . . GR . C7 C 0.4126(11) 0.6000(8) 0.3850(6) 0.0230(18) Uani 1 d . . . . H7A H 0.4821 0.5525 0.4384 0.035 Uiso 1 calc . . GR . H7B H 0.3304 0.6451 0.4273 0.035 Uiso 1 calc . . GR . H7C H 0.4832 0.6556 0.3440 0.035 Uiso 1 calc . . GR . C8 C 0.3859(11) 0.3073(8) 0.3990(6) 0.0248(18) Uani 1 d . . . . H8A H 0.4192 0.2319 0.3641 0.037 Uiso 1 calc . . GR . H8B H 0.3029 0.2913 0.4563 0.037 Uiso 1 calc . . GR . H8C H 0.4838 0.3455 0.4356 0.037 Uiso 1 calc . . GR . C9 C 0.1454(9) 0.2192(7) 0.1859(6) 0.0197(15) Uani 1 d . . . . H9A H 0.1691 0.1947 0.1080 0.030 Uiso 1 calc . . GR . H9B H 0.0249 0.2157 0.1964 0.030 Uiso 1 calc . . GR . H9C H 0.2025 0.1654 0.2404 0.030 Uiso 1 calc . . GR . C10 C 0.0512(8) 0.4527(10) 0.0283(5) 0.0240(17) Uani 1 d . . . . H10A H 0.0216 0.5360 0.0081 0.029 Uiso 1 calc . . R . H10B H -0.0539 0.4098 0.0427 0.029 Uiso 1 calc . . R . C11 C 0.1322(8) 0.3944(6) -0.0751(5) 0.0170(13) Uani 1 d . . . . H11A H 0.0511 0.3978 -0.1407 0.020 Uiso 1 calc . . R . H11B H 0.1522 0.3091 -0.0573 0.020 Uiso 1 calc . . R . C12 C 0.2992(7) 0.4500(8) -0.1128(5) 0.0167(13) Uani 1 d . . . . H12 H 0.2923 0.5384 -0.1020 0.020 Uiso 1 calc . . R . C13 C 0.3360(8) 0.4252(7) -0.2429(5) 0.0162(13) Uani 1 d . . . . H13 H 0.3302 0.3375 -0.2580 0.019 Uiso 1 calc . . R . C14 C 0.5117(10) 0.4728(6) -0.2726(6) 0.0253(16) Uani 1 d . . . . H14A H 0.5146 0.5597 -0.2634 0.038 Uiso 1 calc . . GR . H14B H 0.5344 0.4523 -0.3517 0.038 Uiso 1 calc . . GR . H14C H 0.5965 0.4363 -0.2214 0.038 Uiso 1 calc . . GR . C15 C 0.2028(10) 0.4911(8) -0.3211(6) 0.0316(18) Uani 1 d . . . . H15A H 0.0944 0.4517 -0.3151 0.047 Uiso 1 calc . . GR . H15B H 0.2368 0.4884 -0.4004 0.047 Uiso 1 calc . . GR . H15C H 0.1938 0.5744 -0.2966 0.047 Uiso 1 calc . . GR . Cl3 Cl -0.0840(3) 0.6206(2) -0.5861(2) 0.0424(5) Uani 1 d A 1 . . Cl4 Cl -0.1312(4) 0.3623(3) -0.5386(3) 0.0740(10) Uani 1 d A 1 . . C16 C -0.1492(10) 0.4766(7) -0.6433(6) 0.0297(18) Uani 1 d A 1 . . H16A H -0.2666 0.4819 -0.6721 0.036 Uiso 1 calc A 1 R . H16B H -0.0795 0.4559 -0.7084 0.036 Uiso 1 calc A 1 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 Ir1 0.01049(10) 0.01045(10) 0.01087(11) 0.00052(12) 0.00105(7) 0.00037(12) Cl1 0.0173(8) 0.0137(7) 0.0237(8) -0.0003(7) 0.0027(7) -0.0024(6) N1 0.010(2) 0.021(3) 0.015(2) 0.0001(19) 0.001(2) -0.0019(19) C1 0.007(3) 0.025(4) 0.016(3) -0.003(3) 0.007(2) -0.001(3) Cl2 0.0153(8) 0.0156(8) 0.0211(8) 0.0015(7) 0.0004(6) 0.0045(6) C2 0.017(4) 0.023(4) 0.013(3) -0.004(3) 0.010(3) 0.001(3) C3 0.012(3) 0.022(3) 0.011(3) -0.001(2) 0.003(2) 0.001(3) C4 0.011(3) 0.019(3) 0.012(3) -0.001(3) 0.005(2) 0.000(3) C5 0.012(2) 0.010(4) 0.020(2) 0.001(2) 0.0025(19) 0.005(2) C6 0.027(4) 0.018(4) 0.024(4) 0.009(3) 0.002(3) 0.014(3) C7 0.029(4) 0.022(4) 0.019(3) -0.011(3) 0.003(3) 0.002(3) C8 0.023(4) 0.033(5) 0.018(4) 0.004(3) -0.002(3) -0.001(4) C9 0.013(3) 0.020(3) 0.026(4) 0.003(3) -0.001(3) 0.005(3) C10 0.012(3) 0.036(5) 0.024(3) 0.004(4) 0.003(2) 0.006(4) C11 0.013(3) 0.019(3) 0.018(3) 0.003(2) -0.005(2) -0.005(2) C12 0.013(2) 0.021(4) 0.016(2) -0.001(3) -0.0042(19) -0.006(3) C13 0.029(3) 0.004(3) 0.015(2) 0.000(3) 0.001(2) -0.003(3) C14 0.028(4) 0.028(4) 0.021(3) 0.009(3) 0.008(3) 0.008(3) C15 0.028(4) 0.049(5) 0.017(3) -0.002(3) -0.008(3) 0.000(3) Cl3 0.0372(12) 0.0379(12) 0.0519(12) -0.0204(10) 0.0010(10) -0.0018(9) Cl4 0.077(2) 0.0701(19) 0.0710(19) 0.0388(15) -0.0492(16) -0.0335(16) C16 0.028(4) 0.032(4) 0.029(4) -0.003(3) 0.004(3) 0.004(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 Cl1 2.4275(17) . ? Ir1 N1 2.119(5) . ? Ir1 C1 2.131(7) . ? Ir1 Cl2 2.4057(16) . ? Ir1 C2 2.172(7) . ? Ir1 C3 2.175(7) . ? Ir1 C4 2.147(7) . ? Ir1 C5 2.117(6) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N1 C12 1.504(8) . ? C1 C2 1.441(12) . ? C1 C5 1.439(10) . ? C1 C6 1.489(10) . ? C2 C3 1.416(10) . ? C2 C7 1.484(11) . ? C3 C4 1.483(11) . ? C3 C8 1.489(11) . ? C4 C5 1.460(10) . ? C4 C9 1.484(10) . ? C5 C10 1.500(9) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.511(9) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.525(8) . ? C12 H12 0.9800 . ? C12 C13 1.558(8) . ? C13 H13 0.9800 . ? C13 C14 1.526(9) . ? C13 C15 1.535(10) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? Cl3 C16 1.780(8) . ? Cl4 C16 1.741(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? 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 Ir1 Cl1 83.20(15) . . ? N1 Ir1 C1 117.2(3) . . ? N1 Ir1 Cl2 82.58(15) . . ? N1 Ir1 C2 156.3(3) . . ? N1 Ir1 C3 146.9(3) . . ? N1 Ir1 C4 108.1(2) . . ? C1 Ir1 Cl1 96.4(2) . . ? C1 Ir1 Cl2 159.9(2) . . ? C1 Ir1 C2 39.1(3) . . ? C1 Ir1 C3 65.5(3) . . ? C1 Ir1 C4 66.8(3) . . ? Cl2 Ir1 Cl1 88.61(5) . . ? C2 Ir1 Cl1 98.4(2) . . ? C2 Ir1 Cl2 121.0(2) . . ? C2 Ir1 C3 38.0(3) . . ? C3 Ir1 Cl1 129.9(2) . . ? C3 Ir1 Cl2 96.5(2) . . ? C4 Ir1 Cl1 162.59(19) . . ? C4 Ir1 Cl2 105.7(2) . . ? C4 Ir1 C2 65.9(3) . . ? C4 Ir1 C3 40.1(3) . . ? C5 Ir1 Cl1 128.0(2) . . ? C5 Ir1 N1 94.6(2) . . ? C5 Ir1 C1 39.6(3) . . ? C5 Ir1 Cl2 142.8(2) . . ? C5 Ir1 C2 65.7(3) . . ? C5 Ir1 C3 66.4(3) . . ? C5 Ir1 C4 40.0(3) . . ? Ir1 N1 H1A 108.2 . . ? Ir1 N1 H1B 108.2 . . ? H1A N1 H1B 107.3 . . ? C12 N1 Ir1 116.4(4) . . ? C12 N1 H1A 108.2 . . ? C12 N1 H1B 108.2 . . ? C2 C1 Ir1 72.0(4) . . ? C2 C1 C6 125.9(7) . . ? C5 C1 Ir1 69.7(4) . . ? C5 C1 C2 107.9(7) . . ? C5 C1 C6 126.1(7) . . ? C6 C1 Ir1 126.9(5) . . ? C1 C2 Ir1 68.9(4) . . ? C1 C2 C7 124.1(8) . . ? C3 C2 Ir1 71.1(5) . . ? C3 C2 C1 109.2(8) . . ? C3 C2 C7 126.7(8) . . ? C7 C2 Ir1 126.8(5) . . ? C2 C3 Ir1 70.9(5) . . ? C2 C3 C4 108.3(8) . . ? C2 C3 C8 128.2(8) . . ? C4 C3 Ir1 68.9(4) . . ? C4 C3 C8 123.5(7) . . ? C8 C3 Ir1 126.0(5) . . ? C3 C4 Ir1 71.0(4) . . ? C3 C4 C9 126.3(7) . . ? C5 C4 Ir1 68.9(4) . . ? C5 C4 C3 106.0(6) . . ? C5 C4 C9 127.3(7) . . ? C9 C4 Ir1 130.8(5) . . ? C1 C5 Ir1 70.7(4) . . ? C1 C5 C4 108.7(5) . . ? C1 C5 C10 127.0(7) . . ? C4 C5 Ir1 71.1(4) . . ? C4 C5 C10 124.3(7) . . ? C10 C5 Ir1 123.6(4) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7B 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 108.3 . . ? C5 C10 H10B 108.3 . . ? C5 C10 C11 115.7(6) . . ? H10A C10 H10B 107.4 . . ? C11 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? C10 C11 H11A 108.2 . . ? C10 C11 H11B 108.2 . . ? C10 C11 C12 116.5(6) . . ? H11A C11 H11B 107.3 . . ? C12 C11 H11A 108.2 . . ? C12 C11 H11B 108.2 . . ? N1 C12 C11 109.3(5) . . ? N1 C12 H12 107.9 . . ? N1 C12 C13 110.3(5) . . ? C11 C12 H12 107.9 . . ? C11 C12 C13 113.3(5) . . ? C13 C12 H12 107.9 . . ? C12 C13 H13 109.5 . . ? C14 C13 C12 110.9(5) . . ? C14 C13 H13 109.5 . . ? C14 C13 C15 108.1(6) . . ? C15 C13 C12 109.4(6) . . ? C15 C13 H13 109.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? Cl3 C16 H16A 109.3 . . ? Cl3 C16 H16B 109.3 . . ? Cl4 C16 Cl3 111.7(4) . . ? Cl4 C16 H16A 109.3 . . ? Cl4 C16 H16B 109.3 . . ? H16A C16 H16B 107.9 . . ? 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 Ir1 N1 C12 C11 -59.0(7) . . . . ? Ir1 N1 C12 C13 175.9(5) . . . . ? Ir1 C1 C2 C3 -59.9(6) . . . . ? Ir1 C1 C2 C7 120.9(7) . . . . ? Ir1 C1 C5 C4 61.3(4) . . . . ? Ir1 C1 C5 C10 -118.1(6) . . . . ? Ir1 C2 C3 C4 -59.0(5) . . . . ? Ir1 C2 C3 C8 121.2(8) . . . . ? Ir1 C3 C4 C5 -60.3(4) . . . . ? Ir1 C3 C4 C9 127.2(7) . . . . ? Ir1 C4 C5 C1 -61.1(4) . . . . ? Ir1 C4 C5 C10 118.3(5) . . . . ? Ir1 C5 C10 C11 21.6(11) . . . . ? Cl1 Ir1 N1 C12 -102.9(5) . . . . ? Cl1 Ir1 C1 C2 -95.5(4) . . . . ? Cl1 Ir1 C1 C5 146.8(4) . . . . ? Cl1 Ir1 C1 C6 26.3(7) . . . . ? Cl1 Ir1 C2 C1 89.8(4) . . . . ? Cl1 Ir1 C2 C3 -149.9(5) . . . . ? Cl1 Ir1 C2 C7 -27.6(7) . . . . ? Cl1 Ir1 C3 C2 40.4(7) . . . . ? Cl1 Ir1 C3 C4 159.7(3) . . . . ? Cl1 Ir1 C3 C8 -83.5(7) . . . . ? Cl1 Ir1 C4 C3 -62.9(9) . . . . ? Cl1 Ir1 C4 C5 53.5(9) . . . . ? Cl1 Ir1 C4 C9 175.1(4) . . . . ? Cl1 Ir1 C5 C1 -43.7(5) . . . . ? Cl1 Ir1 C5 C4 -162.2(3) . . . . ? Cl1 Ir1 C5 C10 78.6(7) . . . . ? N1 Ir1 C1 C2 178.9(4) . . . . ? N1 Ir1 C1 C5 61.2(4) . . . . ? N1 Ir1 C1 C6 -59.3(8) . . . . ? N1 Ir1 C2 C1 -2.4(9) . . . . ? N1 Ir1 C2 C3 117.9(7) . . . . ? N1 Ir1 C2 C7 -119.9(8) . . . . ? N1 Ir1 C3 C2 -139.6(5) . . . . ? N1 Ir1 C3 C4 -20.3(7) . . . . ? N1 Ir1 C3 C8 96.5(8) . . . . ? N1 Ir1 C4 C3 168.5(4) . . . . ? N1 Ir1 C4 C5 -75.1(4) . . . . ? N1 Ir1 C4 C9 46.5(7) . . . . ? N1 Ir1 C5 C1 -128.6(4) . . . . ? N1 Ir1 C5 C4 112.9(4) . . . . ? N1 Ir1 C5 C10 -6.4(7) . . . . ? N1 C12 C13 C14 -52.0(8) . . . . ? N1 C12 C13 C15 -171.2(6) . . . . ? C1 Ir1 N1 C12 -9.2(6) . . . . ? C1 Ir1 C2 C3 120.3(8) . . . . ? C1 Ir1 C2 C7 -117.5(9) . . . . ? C1 Ir1 C3 C2 -36.8(5) . . . . ? C1 Ir1 C3 C4 82.5(4) . . . . ? C1 Ir1 C3 C8 -160.7(8) . . . . ? C1 Ir1 C4 C3 -78.9(5) . . . . ? C1 Ir1 C4 C5 37.5(4) . . . . ? C1 Ir1 C4 C9 159.1(9) . . . . ? C1 Ir1 C5 C4 -118.6(5) . . . . ? C1 Ir1 C5 C10 122.2(9) . . . . ? C1 C2 C3 Ir1 58.5(5) . . . . ? C1 C2 C3 C4 -0.5(10) . . . . ? C1 C2 C3 C8 179.8(7) . . . . ? C1 C5 C10 C11 111.8(9) . . . . ? Cl2 Ir1 N1 C12 167.6(5) . . . . ? Cl2 Ir1 C1 C2 8.2(9) . . . . ? Cl2 Ir1 C1 C5 -109.5(6) . . . . ? Cl2 Ir1 C1 C6 130.0(6) . . . . ? Cl2 Ir1 C2 C1 -176.7(4) . . . . ? Cl2 Ir1 C2 C3 -56.4(6) . . . . ? Cl2 Ir1 C2 C7 65.8(8) . . . . ? Cl2 Ir1 C3 C2 134.0(5) . . . . ? Cl2 Ir1 C3 C4 -106.7(4) . . . . ? Cl2 Ir1 C3 C8 10.1(7) . . . . ? Cl2 Ir1 C4 C3 81.3(4) . . . . ? Cl2 Ir1 C4 C5 -162.2(3) . . . . ? Cl2 Ir1 C4 C9 -40.6(7) . . . . ? Cl2 Ir1 C5 C1 147.7(4) . . . . ? Cl2 Ir1 C5 C4 29.1(5) . . . . ? Cl2 Ir1 C5 C10 -90.1(7) . . . . ? C2 Ir1 N1 C12 -7.5(9) . . . . ? C2 Ir1 C1 C5 -117.7(6) . . . . ? C2 Ir1 C1 C6 121.8(9) . . . . ? C2 Ir1 C3 C4 119.3(7) . . . . ? C2 Ir1 C3 C8 -123.9(10) . . . . ? C2 Ir1 C4 C3 -36.0(4) . . . . ? C2 Ir1 C4 C5 80.4(4) . . . . ? C2 Ir1 C4 C9 -158.0(8) . . . . ? C2 Ir1 C5 C1 37.8(4) . . . . ? C2 Ir1 C5 C4 -80.8(4) . . . . ? C2 Ir1 C5 C10 160.0(8) . . . . ? C2 C1 C5 Ir1 -62.2(5) . . . . ? C2 C1 C5 C4 -0.9(7) . . . . ? C2 C1 C5 C10 179.7(6) . . . . ? C2 C3 C4 Ir1 60.2(6) . . . . ? C2 C3 C4 C5 -0.1(8) . . . . ? C2 C3 C4 C9 -172.6(7) . . . . ? C3 Ir1 N1 C12 77.1(7) . . . . ? C3 Ir1 C1 C2 35.8(5) . . . . ? C3 Ir1 C1 C5 -82.0(4) . . . . ? C3 Ir1 C1 C6 157.6(8) . . . . ? C3 Ir1 C2 C1 -120.3(8) . . . . ? C3 Ir1 C2 C7 122.2(11) . . . . ? C3 Ir1 C4 C5 116.4(6) . . . . ? C3 Ir1 C4 C9 -122.0(9) . . . . ? C3 Ir1 C5 C1 79.5(4) . . . . ? C3 Ir1 C5 C4 -39.0(4) . . . . ? C3 Ir1 C5 C10 -158.2(8) . . . . ? C3 C4 C5 Ir1 61.7(5) . . . . ? C3 C4 C5 C1 0.6(6) . . . . ? C3 C4 C5 C10 180.0(5) . . . . ? C4 Ir1 N1 C12 63.5(5) . . . . ? C4 Ir1 C1 C2 79.8(5) . . . . ? C4 Ir1 C1 C5 -37.9(4) . . . . ? C4 Ir1 C1 C6 -158.4(9) . . . . ? C4 Ir1 C2 C1 -82.3(5) . . . . ? C4 Ir1 C2 C3 38.0(5) . . . . ? C4 Ir1 C2 C7 160.2(8) . . . . ? C4 Ir1 C3 C2 -119.3(7) . . . . ? C4 Ir1 C3 C8 116.8(9) . . . . ? C4 Ir1 C5 C1 118.6(5) . . . . ? C4 Ir1 C5 C10 -119.2(9) . . . . ? C4 C5 C10 C11 -67.4(9) . . . . ? C5 Ir1 N1 C12 24.9(5) . . . . ? C5 Ir1 C1 C2 117.7(6) . . . . ? C5 Ir1 C1 C6 -120.5(9) . . . . ? C5 Ir1 C2 C1 -38.2(4) . . . . ? C5 Ir1 C2 C3 82.1(6) . . . . ? C5 Ir1 C2 C7 -155.7(8) . . . . ? C5 Ir1 C3 C2 -80.3(6) . . . . ? C5 Ir1 C3 C4 39.0(4) . . . . ? C5 Ir1 C3 C8 155.8(8) . . . . ? C5 Ir1 C4 C3 -116.4(6) . . . . ? C5 Ir1 C4 C9 121.6(9) . . . . ? C5 C1 C2 Ir1 60.7(4) . . . . ? C5 C1 C2 C3 0.9(9) . . . . ? C5 C1 C2 C7 -178.3(6) . . . . ? C5 C10 C11 C12 -58.8(10) . . . . ? C6 C1 C2 Ir1 -122.9(7) . . . . ? C6 C1 C2 C3 177.2(7) . . . . ? C6 C1 C2 C7 -2.0(12) . . . . ? C6 C1 C5 Ir1 121.5(7) . . . . ? C6 C1 C5 C4 -177.2(7) . . . . ? C6 C1 C5 C10 3.4(10) . . . . ? C7 C2 C3 Ir1 -122.3(8) . . . . ? C7 C2 C3 C4 178.7(6) . . . . ? C7 C2 C3 C8 -1.0(15) . . . . ? C8 C3 C4 Ir1 -120.0(7) . . . . ? C8 C3 C4 C5 179.7(6) . . . . ? C8 C3 C4 C9 7.2(11) . . . . ? C9 C4 C5 Ir1 -125.9(7) . . . . ? C9 C4 C5 C1 173.0(7) . . . . ? C9 C4 C5 C10 -7.6(10) . . . . ? C10 C11 C12 N1 80.5(8) . . . . ? C10 C11 C12 C13 -156.1(7) . . . . ? C11 C12 C13 C14 -174.8(6) . . . . ? C11 C12 C13 C15 66.0(9) . . . . ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -2 -12 10 0.0492 -2.0104 -11.9939 9.9998 0.4268 -0.0672 0.9061 2 12 -10 0.0492 2.0104 11.9939 -9.9998 -0.4268 0.0672 -0.9061 6 -1 13 0.0759 6.0006 -0.9994 13.0035 0.2007 0.8448 0.4702 -8 -10 -4 0.0822 -8.0102 -9.9950 -4.0037 0.1843 -0.9236 0.3578 -3 -14 5 0.0632 -3.0125 -13.9937 4.9986 0.5392 -0.3592 0.7496 3 14 -5 0.0632 3.0125 13.9937 -4.9986 -0.5392 0.3592 -0.7496 -9 -4 9 0.0819 -9.0047 -3.9949 8.9985 -0.3252 -0.3911 0.8625 -7 -10 8 0.0561 -7.0096 -9.9936 7.9983 0.1003 -0.4317 0.9178 10 0 -9 0.0837 10.0015 -0.0040 -8.9986 0.5852 0.3648 -0.7814 -1 2 16 0.0877 -0.9979 2.0019 16.0023 -0.3311 0.5439 0.7679 -10 -5 2 0.0804 -10.0060 -4.9953 1.9971 -0.2435 -0.7301 0.5785 -4 -4 -14 0.0793 -4.0046 -3.9996 -14.0036 0.1719 -0.8618 -0.4435 7 1 -13 0.0837 7.0017 0.9959 -12.9999 0.4308 0.0424 -0.9072 -1 7 -14 0.0557 -0.9946 6.9958 -14.0017 -0.2640 -0.3970 -0.8597 1 -8 14 0.0503 0.9937 -7.9955 14.0016 0.3168 0.3734 0.8884 11 -2 -1 0.0919 11.0002 -2.0024 -0.9973 0.6512 0.6682 -0.3619 -4 -11 -9 0.0803 -4.0105 -10.9965 -9.0035 0.4868 -0.8508 0.0046 4 11 9 0.0804 4.0105 10.9965 9.0035 -0.4868 0.8508 -0.0046 -9 8 -3 0.0958 -8.9947 7.9992 -3.0022 -0.8270 -0.5310 -0.0753 -1 14 -7 0.0630 -0.9883 13.9945 -7.0000 -0.7114 0.0156 -0.7141 _olex2_submission_special_instructions 'No special instructions were received'