# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_publication_text _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef '- 1.CIF' _publ_contact_author_name 'Peter Burger' _publ_contact_author_address ;Institut fuer Anorganische und Angewandte Chemie Universitaet Hamburg Martin-Luther-King-Platz 6 D-20146 Hamburg ; _publ_contact_author_email burger@chemie.uni-hamburg.de loop_ _publ_author_name _publ_author_address P.Burger ;Institut fuer Anorganische und Angewandte Chemie Universitaet Hamburg Martin-Luther-King-Platz 6 D-20146 Hamburg ; D.Sieh ;Institut fuer Anorganische und Angewandte Chemie Universitaet Hamburg Martin-Luther-King-Platz 6 D-20146 Hamburg ; 'Julia Schoffel' '' _publ_section_title Missing _publ_section_abstract missing data_cl4n3 _database_code_depnum_ccdc_archive 'CCDC 825841' #TrackingRef '- 1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H15 Cl4 N3' _chemical_formula_sum 'C21 H15 Cl4 N3' _chemical_formula_weight 451.16 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_hall '-P 2yn' 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 9.3466(5) _cell_length_b 14.2468(7) _cell_length_c 15.4849(8) _cell_angle_alpha 90.00 _cell_angle_beta 99.4560(10) _cell_angle_gamma 90.00 _cell_volume 2033.94(18) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 12351 _cell_measurement_theta_min 5.52 _cell_measurement_theta_max 64.90 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.594 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7842 _exptl_absorpt_correction_T_max 0.9430 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 1998)' _exptl_special_details ; Crystals were grown from by slow cooling of a saturated aceton solution from 56 \%C to rt. A Crystal suitable for X-ray structural determinations were mounted in polybutene oil on a glass fibre and transferred on the goniometer head to the precooled instrument. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS, 1998' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 49083 _diffrn_reflns_av_R_equivalents 0.0558 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 30.00 _reflns_number_total 5901 _reflns_number_gt 4553 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 1998)' _computing_cell_refinement 'SAINT (Bruker AXS, 1998)' _computing_data_reduction 'SAINT (Bruker AXS, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997-2008 Glasgow)' _computing_publication_material 'SHELXTL (Bruker AXS, 1998)' _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^)+(0.0508P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5901 _refine_ls_number_parameters 255 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0520 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0822 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.79995(4) 0.08046(2) 0.01986(2) 0.02446(9) Uani 1 1 d . . . Cl3 Cl 0.55993(4) -0.61563(3) -0.05251(3) 0.02937(10) Uani 1 1 d . . . Cl2 Cl 0.71478(4) -0.09118(3) 0.31911(2) 0.02660(10) Uani 1 1 d . . . Cl4 Cl 0.83452(4) -0.45350(3) -0.29465(2) 0.03213(10) Uani 1 1 d . . . C1 C 0.59514(15) -0.11824(10) 0.04190(9) 0.0201(3) Uani 1 1 d . . . H1A H 0.5505 -0.0685 0.0722 0.030 Uiso 1 1 calc R . . H1B H 0.5413 -0.1769 0.0447 0.030 Uiso 1 1 calc R . . H1C H 0.5928 -0.1004 -0.0194 0.030 Uiso 1 1 calc R . . C2 C 0.75002(14) -0.13189(9) 0.08534(8) 0.0149(3) Uani 1 1 d . . . C3 C 0.83125(14) -0.21254(9) 0.05414(8) 0.0144(3) Uani 1 1 d . . . C4 C 0.97896(15) -0.22575(9) 0.08440(9) 0.0162(3) Uani 1 1 d . . . H4 H 1.0312 -0.1839 0.1258 0.019 Uiso 1 1 calc R . . C5 C 1.04778(15) -0.30162(9) 0.05253(9) 0.0173(3) Uani 1 1 d . . . H5 H 1.1483 -0.3124 0.0718 0.021 Uiso 1 1 calc R . . C6 C 0.96821(15) -0.36160(9) -0.00780(8) 0.0162(3) Uani 1 1 d . . . H6 H 1.0124 -0.4148 -0.0293 0.019 Uiso 1 1 calc R . . C7 C 0.82197(14) -0.34186(9) -0.03605(8) 0.0144(3) Uani 1 1 d . . . C8 C 0.73098(15) -0.40031(9) -0.10440(8) 0.0156(3) Uani 1 1 d . . . C9 C 0.60196(16) -0.35346(10) -0.15746(9) 0.0233(3) Uani 1 1 d . . . H9A H 0.5500 -0.3987 -0.1989 0.035 Uiso 1 1 calc R . . H9B H 0.6344 -0.3005 -0.1897 0.035 Uiso 1 1 calc R . . H9C H 0.5371 -0.3306 -0.1184 0.035 Uiso 1 1 calc R . . C10 C 0.75602(14) 0.00211(9) 0.17318(9) 0.0159(3) Uani 1 1 d . . . C11 C 0.74627(16) 0.08402(10) 0.12213(9) 0.0179(3) Uani 1 1 d . . . C12 C 0.69567(16) 0.16813(10) 0.15080(9) 0.0205(3) Uani 1 1 d . . . H12 H 0.6890 0.2223 0.1145 0.025 Uiso 1 1 calc R . . C13 C 0.65489(16) 0.17250(10) 0.23295(9) 0.0225(3) Uani 1 1 d . . . H13 H 0.6215 0.2301 0.2534 0.027 Uiso 1 1 calc R . . C14 C 0.66272(16) 0.09271(10) 0.28555(9) 0.0219(3) Uani 1 1 d . . . H14 H 0.6343 0.0953 0.3416 0.026 Uiso 1 1 calc R . . C15 C 0.71261(15) 0.00940(9) 0.25494(9) 0.0183(3) Uani 1 1 d . . . C16 C 0.69682(15) -0.54370(9) -0.17838(9) 0.0174(3) Uani 1 1 d . . . C17 C 0.60284(16) -0.61370(10) -0.15780(9) 0.0203(3) Uani 1 1 d . . . C18 C 0.54294(17) -0.68074(11) -0.21840(11) 0.0269(3) Uani 1 1 d . . . H18 H 0.4806 -0.7280 -0.2024 0.032 Uiso 1 1 calc R . . C19 C 0.57544(18) -0.67768(12) -0.30237(11) 0.0326(4) Uani 1 1 d . . . H19 H 0.5362 -0.7237 -0.3440 0.039 Uiso 1 1 calc R . . C20 C 0.66498(18) -0.60778(12) -0.32636(10) 0.0303(4) Uani 1 1 d . . . H20 H 0.6855 -0.6049 -0.3844 0.036 Uiso 1 1 calc R . . C21 C 0.72413(16) -0.54211(11) -0.26423(9) 0.0221(3) Uani 1 1 d . . . N1 N 0.81937(13) -0.08083(8) 0.14631(7) 0.0165(2) Uani 1 1 d . . . N2 N 0.75404(12) -0.26809(7) -0.00630(7) 0.0147(2) Uani 1 1 d . . . N3 N 0.77213(13) -0.48485(8) -0.11270(7) 0.0173(2) 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 Cl1 0.0364(2) 0.01999(17) 0.01879(17) 0.00030(13) 0.00993(14) -0.00226(15) Cl3 0.0320(2) 0.0297(2) 0.0282(2) 0.00122(15) 0.01045(16) -0.00404(16) Cl2 0.0347(2) 0.02394(18) 0.02326(18) 0.00855(14) 0.01105(15) 0.00986(15) Cl4 0.0321(2) 0.0443(2) 0.02124(19) 0.00159(16) 0.00809(15) -0.00591(18) C1 0.0180(7) 0.0167(7) 0.0249(7) -0.0047(5) 0.0015(6) 0.0015(5) C2 0.0179(7) 0.0125(6) 0.0151(6) 0.0021(5) 0.0052(5) 0.0001(5) C3 0.0180(6) 0.0119(6) 0.0141(6) 0.0025(5) 0.0051(5) 0.0003(5) C4 0.0193(7) 0.0140(6) 0.0154(6) 0.0004(5) 0.0032(5) -0.0023(5) C5 0.0151(6) 0.0175(7) 0.0193(7) 0.0023(5) 0.0025(5) 0.0013(5) C6 0.0201(7) 0.0128(6) 0.0167(6) 0.0014(5) 0.0057(5) 0.0025(5) C7 0.0182(7) 0.0124(6) 0.0134(6) 0.0019(5) 0.0045(5) 0.0006(5) C8 0.0166(7) 0.0169(6) 0.0136(6) 0.0001(5) 0.0041(5) 0.0004(5) C9 0.0223(7) 0.0212(7) 0.0239(7) -0.0054(6) -0.0038(6) 0.0055(6) C10 0.0164(6) 0.0136(6) 0.0172(6) -0.0023(5) 0.0013(5) 0.0009(5) C11 0.0220(7) 0.0168(6) 0.0149(6) -0.0015(5) 0.0030(5) -0.0018(5) C12 0.0245(7) 0.0143(6) 0.0212(7) -0.0007(5) -0.0003(6) -0.0002(6) C13 0.0257(8) 0.0179(7) 0.0229(7) -0.0044(5) 0.0008(6) 0.0061(6) C14 0.0246(8) 0.0244(7) 0.0168(7) -0.0031(5) 0.0036(6) 0.0068(6) C15 0.0205(7) 0.0167(7) 0.0171(6) 0.0016(5) 0.0017(5) 0.0032(5) C16 0.0173(7) 0.0159(6) 0.0177(6) -0.0030(5) -0.0004(5) 0.0048(5) C17 0.0189(7) 0.0189(7) 0.0225(7) -0.0023(5) 0.0016(5) 0.0038(5) C18 0.0216(8) 0.0196(7) 0.0374(9) -0.0064(6) -0.0013(6) 0.0011(6) C19 0.0264(8) 0.0317(9) 0.0366(9) -0.0196(7) -0.0043(7) 0.0040(7) C20 0.0262(8) 0.0420(10) 0.0217(8) -0.0140(7) 0.0005(6) 0.0051(7) C21 0.0193(7) 0.0255(8) 0.0211(7) -0.0035(6) 0.0020(5) 0.0032(6) N1 0.0202(6) 0.0140(5) 0.0158(5) -0.0004(4) 0.0040(4) 0.0021(4) N2 0.0171(6) 0.0130(5) 0.0143(5) 0.0008(4) 0.0039(4) 0.0003(4) N3 0.0205(6) 0.0158(6) 0.0152(5) -0.0018(4) 0.0020(4) 0.0003(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 Cl1 C11 1.7388(14) . ? Cl3 C17 1.7420(15) . ? Cl2 C15 1.7419(14) . ? Cl4 C21 1.7434(16) . ? C1 C2 1.5053(19) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 N1 1.2805(17) . ? C2 C3 1.5002(18) . ? C3 N2 1.3421(17) . ? C3 C4 1.3958(19) . ? C4 C5 1.3892(18) . ? C4 H4 0.9500 . ? C5 C6 1.3884(19) . ? C5 H5 0.9500 . ? C6 C7 1.3936(19) . ? C6 H6 0.9500 . ? C7 N2 1.3475(16) . ? C7 C8 1.4971(18) . ? C8 N3 1.2771(17) . ? C8 C9 1.4998(19) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C15 1.3953(18) . ? C10 C11 1.4040(18) . ? C10 N1 1.4146(16) . ? C11 C12 1.3877(19) . ? C12 C13 1.388(2) . ? C12 H12 0.9500 . ? C13 C14 1.393(2) . ? C13 H13 0.9500 . ? C14 C15 1.3869(19) . ? C14 H14 0.9500 . ? C16 C21 1.3945(19) . ? C16 C17 1.400(2) . ? C16 N3 1.4133(17) . ? C17 C18 1.391(2) . ? C18 C19 1.384(2) . ? C18 H18 0.9500 . ? C19 C20 1.390(2) . ? C19 H19 0.9500 . ? C20 C21 1.390(2) . ? C20 H20 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 116.80(12) . . ? N1 C2 C1 126.10(12) . . ? C3 C2 C1 117.10(11) . . ? N2 C3 C4 122.92(12) . . ? N2 C3 C2 115.70(12) . . ? C4 C3 C2 121.34(12) . . ? C5 C4 C3 118.41(12) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C6 C5 C4 119.33(13) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C7 118.44(12) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? N2 C7 C6 122.89(12) . . ? N2 C7 C8 115.51(12) . . ? C6 C7 C8 121.57(12) . . ? N3 C8 C7 116.76(12) . . ? N3 C8 C9 126.36(13) . . ? C7 C8 C9 116.87(11) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 116.58(12) . . ? C15 C10 N1 121.81(12) . . ? C11 C10 N1 121.35(12) . . ? C12 C11 C10 122.11(12) . . ? C12 C11 Cl1 118.75(11) . . ? C10 C11 Cl1 119.14(10) . . ? C11 C12 C13 119.42(13) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C12 C13 C14 120.21(12) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C15 C14 C13 119.13(13) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C14 C15 C10 122.54(13) . . ? C14 C15 Cl2 118.82(11) . . ? C10 C15 Cl2 118.59(10) . . ? C21 C16 C17 116.65(13) . . ? C21 C16 N3 121.93(13) . . ? C17 C16 N3 121.04(12) . . ? C18 C17 C16 122.26(14) . . ? C18 C17 Cl3 119.45(12) . . ? C16 C17 Cl3 118.29(11) . . ? C19 C18 C17 119.10(15) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 120.56(14) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C21 C20 C19 119.06(15) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C20 C21 C16 122.32(14) . . ? C20 C21 Cl4 119.09(12) . . ? C16 C21 Cl4 118.58(11) . . ? C2 N1 C10 120.38(12) . . ? C3 N2 C7 117.95(12) . . ? C8 N3 C16 120.61(12) . . ? 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 N1 C2 C3 N2 176.45(11) . . . . ? C1 C2 C3 N2 -3.83(17) . . . . ? N1 C2 C3 C4 -5.85(18) . . . . ? C1 C2 C3 C4 173.88(12) . . . . ? N2 C3 C4 C5 -2.16(19) . . . . ? C2 C3 C4 C5 -179.70(11) . . . . ? C3 C4 C5 C6 -0.11(19) . . . . ? C4 C5 C6 C7 1.65(19) . . . . ? C5 C6 C7 N2 -1.12(19) . . . . ? C5 C6 C7 C8 176.77(12) . . . . ? N2 C7 C8 N3 -157.13(12) . . . . ? C6 C7 C8 N3 24.83(18) . . . . ? N2 C7 C8 C9 23.88(17) . . . . ? C6 C7 C8 C9 -154.16(13) . . . . ? C15 C10 C11 C12 -0.2(2) . . . . ? N1 C10 C11 C12 -174.49(13) . . . . ? C15 C10 C11 Cl1 179.46(11) . . . . ? N1 C10 C11 Cl1 5.21(18) . . . . ? C10 C11 C12 C13 0.9(2) . . . . ? Cl1 C11 C12 C13 -178.84(11) . . . . ? C11 C12 C13 C14 -0.9(2) . . . . ? C12 C13 C14 C15 0.4(2) . . . . ? C13 C14 C15 C10 0.2(2) . . . . ? C13 C14 C15 Cl2 -177.30(11) . . . . ? C11 C10 C15 C14 -0.3(2) . . . . ? N1 C10 C15 C14 173.94(13) . . . . ? C11 C10 C15 Cl2 177.21(10) . . . . ? N1 C10 C15 Cl2 -8.57(18) . . . . ? C21 C16 C17 C18 2.2(2) . . . . ? N3 C16 C17 C18 -170.96(13) . . . . ? C21 C16 C17 Cl3 -177.54(10) . . . . ? N3 C16 C17 Cl3 9.31(18) . . . . ? C16 C17 C18 C19 -0.9(2) . . . . ? Cl3 C17 C18 C19 178.82(12) . . . . ? C17 C18 C19 C20 -1.0(2) . . . . ? C18 C19 C20 C21 1.4(2) . . . . ? C19 C20 C21 C16 0.0(2) . . . . ? C19 C20 C21 Cl4 -179.17(12) . . . . ? C17 C16 C21 C20 -1.7(2) . . . . ? N3 C16 C21 C20 171.37(14) . . . . ? C17 C16 C21 Cl4 177.43(11) . . . . ? N3 C16 C21 Cl4 -9.50(19) . . . . ? C3 C2 N1 C10 173.42(11) . . . . ? C1 C2 N1 C10 -6.3(2) . . . . ? C15 C10 N1 C2 110.54(15) . . . . ? C11 C10 N1 C2 -75.52(17) . . . . ? C4 C3 N2 C7 2.71(18) . . . . ? C2 C3 N2 C7 -179.62(11) . . . . ? C6 C7 N2 C3 -1.03(18) . . . . ? C8 C7 N2 C3 -179.04(11) . . . . ? C7 C8 N3 C16 -176.94(11) . . . . ? C9 C8 N3 C16 1.9(2) . . . . ? C21 C16 N3 C8 83.44(17) . . . . ? C17 C16 N3 C8 -103.78(16) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.431 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.063 # Attachment '- 2-Rh.CIF' data_23mas2 _database_code_depnum_ccdc_archive 'CCDC 825842' #TrackingRef '- 2-Rh.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H15 Cl5 N3 Rh, C4 H8 O' _chemical_formula_sum 'C25 H23 Cl5 N3 O Rh' _chemical_formula_weight 661.62 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' N N 0.0061 0.0033 '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' Rh Rh -1.1178 0.9187 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_hall '-P 2yn' 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 9.7883(2) _cell_length_b 10.4967(2) _cell_length_c 26.4832(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.0900(10) _cell_angle_gamma 90.00 _cell_volume 2693.93(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9968 _cell_measurement_theta_min 4.972 _cell_measurement_theta_max 66.241 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.154 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8551 _exptl_absorpt_correction_T_max 0.9445 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 1998)' _exptl_special_details ; Crystals were grown from a THF solution layered with hexane at - 35 \%C. A Crystal suitable for X-ray structural determinations were mounted in polybutene oil on a glass fibre and transferred on the goniometer head to the precooled instrument. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'incoatec microfocus' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 50469 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0137 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6193 _reflns_number_gt 5717 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT (Bruker AXS, 2008)' _computing_data_reduction 'SAINT (Bruker AXS, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997-2008 Glasgow)' _computing_publication_material 'SHELXTL (Bruker AXS, 1998)' _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. The asymmetric unit contains one co-crystallised THF molecule. The thermal ellipsoid of the THF oxygen atom suggestes a small degree of disorder. ; _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^)+(0.0205P)^2^+3.1487P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6193 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0221 _refine_ls_wR_factor_ref 0.0534 _refine_ls_wR_factor_gt 0.0512 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.868963(12) 0.934911(12) 0.149621(5) 0.01226(4) Uani 1 1 d . . . Cl1 Cl 1.09196(4) 0.97132(4) 0.132679(16) 0.01722(8) Uani 1 1 d . . . Cl2 Cl 0.73854(5) 0.98933(5) -0.002660(17) 0.02738(10) Uani 1 1 d . . . Cl3 Cl 0.91890(5) 1.29785(4) 0.155947(17) 0.02542(10) Uani 1 1 d . . . Cl4 Cl 1.01013(5) 0.62644(5) 0.120276(17) 0.02712(10) Uani 1 1 d . . . Cl5 Cl 1.01868(5) 0.83761(5) 0.306723(17) 0.02347(10) Uani 1 1 d . . . N1 N 0.76825(15) 1.07268(14) 0.10618(5) 0.0150(3) Uani 1 1 d . . . N2 N 0.68588(14) 0.90811(14) 0.16246(5) 0.0147(3) Uani 1 1 d . . . N3 N 0.89617(14) 0.78333(14) 0.19773(5) 0.0148(3) Uani 1 1 d . . . C1 C 0.54202(18) 1.17353(18) 0.07619(7) 0.0208(4) Uani 1 1 d . . . H1A H 0.5852 1.2579 0.0789 0.031 Uiso 1 1 calc R . . H1B H 0.4532 1.1772 0.0892 0.031 Uiso 1 1 calc R . . H1C H 0.5271 1.1469 0.0404 0.031 Uiso 1 1 calc R . . C2 C 0.63438(18) 1.07978(16) 0.10680(6) 0.0161(3) Uani 1 1 d . . . C3 C 0.58242(17) 0.98554(17) 0.13975(6) 0.0161(3) Uani 1 1 d . . . C4 C 0.44737(18) 0.96692(18) 0.14935(7) 0.0201(4) Uani 1 1 d . . . H4 H 0.3749 1.0196 0.1334 0.024 Uiso 1 1 calc R . . C5 C 0.41958(18) 0.87035(19) 0.18257(7) 0.0235(4) Uani 1 1 d . . . H5 H 0.3283 0.8582 0.1900 0.028 Uiso 1 1 calc R . . C6 C 0.52574(18) 0.79182(19) 0.20488(7) 0.0221(4) Uani 1 1 d . . . H6 H 0.5073 0.7255 0.2274 0.027 Uiso 1 1 calc R . . C7 C 0.65882(18) 0.81124(17) 0.19401(7) 0.0170(3) Uani 1 1 d . . . C8 C 0.78268(17) 0.73881(17) 0.21267(6) 0.0167(3) Uani 1 1 d . . . C9 C 0.77395(19) 0.62247(18) 0.24468(7) 0.0227(4) Uani 1 1 d . . . H9A H 0.8641 0.5803 0.2503 0.034 Uiso 1 1 calc R . . H9B H 0.7052 0.5639 0.2271 0.034 Uiso 1 1 calc R . . H9C H 0.7468 0.6470 0.2776 0.034 Uiso 1 1 calc R . . C10 C 0.83546(18) 1.15130(17) 0.07343(6) 0.0164(3) Uani 1 1 d . . . C11 C 0.83719(19) 1.11809(17) 0.02235(7) 0.0196(4) Uani 1 1 d . . . C12 C 0.9169(2) 1.18319(19) -0.00840(7) 0.0254(4) Uani 1 1 d . . . H12 H 0.9160 1.1594 -0.0431 0.031 Uiso 1 1 calc R . . C13 C 0.9979(2) 1.2835(2) 0.01221(7) 0.0275(4) Uani 1 1 d . . . H13 H 1.0537 1.3282 -0.0085 0.033 Uiso 1 1 calc R . . C14 C 0.9987(2) 1.31984(19) 0.06257(7) 0.0250(4) Uani 1 1 d . . . H14 H 1.0542 1.3892 0.0763 0.030 Uiso 1 1 calc R . . C15 C 0.91744(19) 1.25364(17) 0.09269(7) 0.0189(3) Uani 1 1 d . . . C16 C 1.02444(17) 0.72269(16) 0.21520(7) 0.0161(3) Uani 1 1 d . . . C17 C 1.08832(19) 0.64600(17) 0.18255(7) 0.0192(3) Uani 1 1 d . . . C18 C 1.2117(2) 0.58314(19) 0.19905(8) 0.0249(4) Uani 1 1 d . . . H18 H 1.2519 0.5287 0.1766 0.030 Uiso 1 1 calc R . . C19 C 1.27492(19) 0.6009(2) 0.24860(8) 0.0254(4) Uani 1 1 d . . . H19 H 1.3584 0.5573 0.2603 0.030 Uiso 1 1 calc R . . C20 C 1.21801(18) 0.68173(19) 0.28138(7) 0.0224(4) Uani 1 1 d . . . H20 H 1.2639 0.6963 0.3149 0.027 Uiso 1 1 calc R . . C21 C 1.09310(18) 0.74108(17) 0.26457(7) 0.0178(3) Uani 1 1 d . . . O1 O 0.4720(3) 1.5093(3) -0.09022(16) 0.1235(14) Uani 1 1 d . . . C30 C 0.3524(3) 1.4473(3) -0.08493(13) 0.0533(7) Uani 1 1 d . . . H30A H 0.3038 1.4225 -0.1188 0.14(2) Uiso 1 1 calc R . . H30B H 0.2910 1.5039 -0.0684 0.080(11) Uiso 1 1 calc R . . C31 C 0.3873(3) 1.3315(3) -0.05300(11) 0.0524(7) Uani 1 1 d . . . H31A H 0.3370 1.2558 -0.0682 0.063 Uiso 1 1 calc R . . H31B H 0.3658 1.3440 -0.0179 0.063 Uiso 1 1 calc R . . C32 C 0.5412(4) 1.3185(4) -0.05346(14) 0.0732(11) Uani 1 1 d . . . H32A H 0.5913 1.3181 -0.0183 0.088 Uiso 1 1 calc R . . H32B H 0.5625 1.2387 -0.0707 0.088 Uiso 1 1 calc R . . C33 C 0.5797(4) 1.4299(4) -0.08167(17) 0.0760(11) Uani 1 1 d . . . H33A H 0.6590 1.4739 -0.0617 0.091 Uiso 1 1 calc R . . H33B H 0.6075 1.4026 -0.1145 0.091 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 Rh1 0.01095(7) 0.01290(7) 0.01297(7) 0.00111(5) 0.00179(4) 0.00017(4) Cl1 0.01252(18) 0.0210(2) 0.01844(19) 0.00021(15) 0.00313(14) -0.00130(15) Cl2 0.0339(3) 0.0274(2) 0.0208(2) -0.00680(18) 0.00368(18) -0.00988(19) Cl3 0.0379(3) 0.0224(2) 0.0167(2) -0.00380(17) 0.00632(18) -0.00859(19) Cl4 0.0394(3) 0.0219(2) 0.0197(2) -0.00248(17) 0.00292(18) 0.00633(19) Cl5 0.0258(2) 0.0261(2) 0.0184(2) -0.00249(17) 0.00268(16) -0.00064(18) N1 0.0160(7) 0.0144(7) 0.0142(7) 0.0000(5) 0.0014(5) -0.0002(5) N2 0.0134(7) 0.0150(7) 0.0156(7) -0.0009(5) 0.0014(5) -0.0002(5) N3 0.0148(7) 0.0146(7) 0.0150(7) 0.0013(5) 0.0017(5) 0.0007(5) C1 0.0180(8) 0.0221(9) 0.0213(9) 0.0048(7) -0.0002(7) 0.0035(7) C2 0.0174(8) 0.0150(8) 0.0151(8) -0.0012(6) -0.0003(6) 0.0009(6) C3 0.0148(8) 0.0167(8) 0.0164(8) -0.0004(6) 0.0004(6) 0.0015(6) C4 0.0139(8) 0.0225(9) 0.0235(9) 0.0007(7) 0.0014(7) 0.0024(7) C5 0.0135(8) 0.0292(10) 0.0281(10) 0.0042(8) 0.0040(7) -0.0005(7) C6 0.0176(8) 0.0248(10) 0.0245(9) 0.0059(7) 0.0049(7) -0.0020(7) C7 0.0164(8) 0.0169(8) 0.0175(8) 0.0020(6) 0.0018(6) -0.0008(6) C8 0.0161(8) 0.0170(8) 0.0169(8) 0.0012(6) 0.0025(6) -0.0012(6) C9 0.0184(9) 0.0232(10) 0.0264(9) 0.0104(8) 0.0029(7) -0.0011(7) C10 0.0176(8) 0.0158(8) 0.0153(8) 0.0030(6) 0.0013(6) 0.0022(6) C11 0.0227(9) 0.0174(9) 0.0182(8) -0.0006(7) 0.0016(7) -0.0019(7) C12 0.0343(11) 0.0268(10) 0.0162(9) -0.0001(7) 0.0070(8) -0.0022(8) C13 0.0359(11) 0.0267(10) 0.0222(10) 0.0026(8) 0.0117(8) -0.0070(8) C14 0.0326(10) 0.0197(9) 0.0238(9) -0.0011(7) 0.0073(8) -0.0073(8) C15 0.0241(9) 0.0177(9) 0.0151(8) -0.0002(6) 0.0034(7) -0.0005(7) C16 0.0142(8) 0.0147(8) 0.0195(8) 0.0054(6) 0.0028(6) 0.0002(6) C17 0.0220(9) 0.0170(8) 0.0190(8) 0.0042(7) 0.0043(7) 0.0012(7) C18 0.0244(9) 0.0215(9) 0.0313(10) 0.0079(8) 0.0125(8) 0.0068(7) C19 0.0155(8) 0.0276(10) 0.0337(11) 0.0150(8) 0.0054(7) 0.0044(7) C20 0.0168(8) 0.0261(10) 0.0234(9) 0.0093(7) -0.0003(7) -0.0036(7) C21 0.0167(8) 0.0188(9) 0.0181(8) 0.0028(7) 0.0037(6) -0.0020(7) O1 0.090(2) 0.0621(17) 0.231(4) 0.078(2) 0.068(2) 0.0216(15) C30 0.0483(16) 0.0458(16) 0.0625(19) 0.0069(14) -0.0034(14) 0.0008(13) C31 0.0661(19) 0.0394(15) 0.0533(16) 0.0060(12) 0.0144(14) -0.0065(13) C32 0.079(2) 0.076(2) 0.069(2) 0.0368(18) 0.0246(18) 0.0359(19) C33 0.061(2) 0.066(2) 0.107(3) 0.008(2) 0.032(2) -0.0030(17) _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 Rh1 N2 1.8915(14) . ? Rh1 N1 2.0168(14) . ? Rh1 N3 2.0323(14) . ? Rh1 Cl1 2.3211(4) . ? Cl2 C11 1.7373(18) . ? Cl3 C15 1.7364(18) . ? Cl4 C17 1.7300(19) . ? Cl5 C21 1.7414(18) . ? N1 C2 1.315(2) . ? N1 C10 1.424(2) . ? N2 C7 1.365(2) . ? N2 C3 1.370(2) . ? N3 C8 1.316(2) . ? N3 C16 1.426(2) . ? C1 C2 1.496(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.457(2) . ? C3 C4 1.395(2) . ? C4 C5 1.394(3) . ? C4 H4 0.9500 . ? C5 C6 1.391(3) . ? C5 H5 0.9500 . ? C6 C7 1.388(2) . ? C6 H6 0.9500 . ? C7 C8 1.457(2) . ? C8 C9 1.496(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C15 1.394(2) . ? C10 C11 1.399(2) . ? C11 C12 1.385(3) . ? C12 C13 1.383(3) . ? C12 H12 0.9500 . ? C13 C14 1.386(3) . ? C13 H13 0.9500 . ? C14 C15 1.389(3) . ? C14 H14 0.9500 . ? C16 C17 1.392(2) . ? C16 C21 1.397(2) . ? C17 C18 1.391(3) . ? C18 C19 1.382(3) . ? C18 H18 0.9500 . ? C19 C20 1.386(3) . ? C19 H19 0.9500 . ? C20 C21 1.389(2) . ? C20 H20 0.9500 . ? O1 C33 1.338(4) . ? O1 C30 1.364(4) . ? C30 C31 1.493(4) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.515(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.465(5) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Rh1 N1 79.03(6) . . ? N2 Rh1 N3 79.32(6) . . ? N1 Rh1 N3 158.34(6) . . ? N2 Rh1 Cl1 178.77(5) . . ? N1 Rh1 Cl1 99.74(4) . . ? N3 Rh1 Cl1 101.90(4) . . ? C2 N1 C10 121.44(15) . . ? C2 N1 Rh1 116.20(12) . . ? C10 N1 Rh1 122.17(11) . . ? C7 N2 C3 121.02(15) . . ? C7 N2 Rh1 119.41(12) . . ? C3 N2 Rh1 119.57(12) . . ? C8 N3 C16 119.07(14) . . ? C8 N3 Rh1 115.14(11) . . ? C16 N3 Rh1 125.79(11) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 113.67(15) . . ? N1 C2 C1 123.92(16) . . ? C3 C2 C1 122.41(15) . . ? N2 C3 C4 119.87(16) . . ? N2 C3 C2 111.52(15) . . ? C4 C3 C2 128.61(16) . . ? C5 C4 C3 119.42(16) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C6 C5 C4 119.89(17) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C7 C6 C5 119.45(17) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? N2 C7 C6 120.32(16) . . ? N2 C7 C8 111.86(15) . . ? C6 C7 C8 127.83(16) . . ? N3 C8 C7 114.19(15) . . ? N3 C8 C9 125.32(16) . . ? C7 C8 C9 120.47(15) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 117.45(16) . . ? C15 C10 N1 121.03(15) . . ? C11 C10 N1 120.93(16) . . ? C12 C11 C10 122.01(17) . . ? C12 C11 Cl2 119.25(14) . . ? C10 C11 Cl2 118.73(14) . . ? C13 C12 C11 118.86(17) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C12 C13 C14 120.95(18) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C13 C14 C15 119.25(18) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C14 C15 C10 121.47(16) . . ? C14 C15 Cl3 119.51(14) . . ? C10 C15 Cl3 119.02(13) . . ? C17 C16 C21 117.53(16) . . ? C17 C16 N3 120.56(16) . . ? C21 C16 N3 121.86(16) . . ? C18 C17 C16 121.66(17) . . ? C18 C17 Cl4 119.41(15) . . ? C16 C17 Cl4 118.92(14) . . ? C19 C18 C17 119.13(18) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 120.78(17) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? C19 C20 C21 119.15(17) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? C20 C21 C16 121.61(17) . . ? C20 C21 Cl5 118.97(14) . . ? C16 C21 Cl5 119.41(13) . . ? C33 O1 C30 110.6(3) . . ? O1 C30 C31 108.4(3) . . ? O1 C30 H30A 110.0 . . ? C31 C30 H30A 110.0 . . ? O1 C30 H30B 110.0 . . ? C31 C30 H30B 110.0 . . ? H30A C30 H30B 108.4 . . ? C30 C31 C32 102.6(2) . . ? C30 C31 H31A 111.3 . . ? C32 C31 H31A 111.3 . . ? C30 C31 H31B 111.3 . . ? C32 C31 H31B 111.3 . . ? H31A C31 H31B 109.2 . . ? C33 C32 C31 105.1(3) . . ? C33 C32 H32A 110.7 . . ? C31 C32 H32A 110.7 . . ? C33 C32 H32B 110.7 . . ? C31 C32 H32B 110.7 . . ? H32A C32 H32B 108.8 . . ? O1 C33 C32 109.3(3) . . ? O1 C33 H33A 109.8 . . ? C32 C33 H33A 109.8 . . ? O1 C33 H33B 109.8 . . ? C32 C33 H33B 109.8 . . ? H33A C33 H33B 108.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Rh1 N1 C2 0.08(12) . . . . ? N3 Rh1 N1 C2 2.4(2) . . . . ? Cl1 Rh1 N1 C2 -179.95(12) . . . . ? N2 Rh1 N1 C10 -174.97(14) . . . . ? N3 Rh1 N1 C10 -172.67(14) . . . . ? Cl1 Rh1 N1 C10 5.00(13) . . . . ? N1 Rh1 N2 C7 178.93(14) . . . . ? N3 Rh1 N2 C7 -0.21(13) . . . . ? Cl1 Rh1 N2 C7 177(82) . . . . ? N1 Rh1 N2 C3 -0.68(12) . . . . ? N3 Rh1 N2 C3 -179.81(14) . . . . ? Cl1 Rh1 N2 C3 -2(2) . . . . ? N2 Rh1 N3 C8 1.94(12) . . . . ? N1 Rh1 N3 C8 -0.4(2) . . . . ? Cl1 Rh1 N3 C8 -178.01(12) . . . . ? N2 Rh1 N3 C16 -179.06(15) . . . . ? N1 Rh1 N3 C16 178.64(14) . . . . ? Cl1 Rh1 N3 C16 0.99(14) . . . . ? C10 N1 C2 C3 175.56(15) . . . . ? Rh1 N1 C2 C3 0.47(19) . . . . ? C10 N1 C2 C1 -3.4(3) . . . . ? Rh1 N1 C2 C1 -178.54(13) . . . . ? C7 N2 C3 C4 0.9(3) . . . . ? Rh1 N2 C3 C4 -179.52(13) . . . . ? C7 N2 C3 C2 -178.51(15) . . . . ? Rh1 N2 C3 C2 1.09(19) . . . . ? N1 C2 C3 N2 -1.0(2) . . . . ? C1 C2 C3 N2 178.06(15) . . . . ? N1 C2 C3 C4 179.71(17) . . . . ? C1 C2 C3 C4 -1.3(3) . . . . ? N2 C3 C4 C5 0.8(3) . . . . ? C2 C3 C4 C5 -179.91(18) . . . . ? C3 C4 C5 C6 -1.5(3) . . . . ? C4 C5 C6 C7 0.5(3) . . . . ? C3 N2 C7 C6 -1.9(3) . . . . ? Rh1 N2 C7 C6 178.48(14) . . . . ? C3 N2 C7 C8 178.25(15) . . . . ? Rh1 N2 C7 C8 -1.3(2) . . . . ? C5 C6 C7 N2 1.2(3) . . . . ? C5 C6 C7 C8 -178.97(18) . . . . ? C16 N3 C8 C7 177.76(15) . . . . ? Rh1 N3 C8 C7 -3.16(19) . . . . ? C16 N3 C8 C9 -4.0(3) . . . . ? Rh1 N3 C8 C9 175.08(14) . . . . ? N2 C7 C8 N3 2.9(2) . . . . ? C6 C7 C8 N3 -176.89(18) . . . . ? N2 C7 C8 C9 -175.40(16) . . . . ? C6 C7 C8 C9 4.8(3) . . . . ? C2 N1 C10 C15 106.4(2) . . . . ? Rh1 N1 C10 C15 -78.82(19) . . . . ? C2 N1 C10 C11 -82.6(2) . . . . ? Rh1 N1 C10 C11 92.19(18) . . . . ? C15 C10 C11 C12 0.1(3) . . . . ? N1 C10 C11 C12 -171.19(17) . . . . ? C15 C10 C11 Cl2 178.93(13) . . . . ? N1 C10 C11 Cl2 7.6(2) . . . . ? C10 C11 C12 C13 0.4(3) . . . . ? Cl2 C11 C12 C13 -178.34(16) . . . . ? C11 C12 C13 C14 -0.7(3) . . . . ? C12 C13 C14 C15 0.4(3) . . . . ? C13 C14 C15 C10 0.2(3) . . . . ? C13 C14 C15 Cl3 179.53(16) . . . . ? C11 C10 C15 C14 -0.4(3) . . . . ? N1 C10 C15 C14 170.86(17) . . . . ? C11 C10 C15 Cl3 -179.80(14) . . . . ? N1 C10 C15 Cl3 -8.5(2) . . . . ? C8 N3 C16 C17 105.90(19) . . . . ? Rh1 N3 C16 C17 -73.1(2) . . . . ? C8 N3 C16 C21 -76.5(2) . . . . ? Rh1 N3 C16 C21 104.56(17) . . . . ? C21 C16 C17 C18 4.0(3) . . . . ? N3 C16 C17 C18 -178.30(16) . . . . ? C21 C16 C17 Cl4 -177.25(13) . . . . ? N3 C16 C17 Cl4 0.5(2) . . . . ? C16 C17 C18 C19 -2.4(3) . . . . ? Cl4 C17 C18 C19 178.86(15) . . . . ? C17 C18 C19 C20 -1.0(3) . . . . ? C18 C19 C20 C21 2.6(3) . . . . ? C19 C20 C21 C16 -0.9(3) . . . . ? C19 C20 C21 Cl5 177.51(14) . . . . ? C17 C16 C21 C20 -2.3(3) . . . . ? N3 C16 C21 C20 179.98(16) . . . . ? C17 C16 C21 Cl5 179.27(13) . . . . ? N3 C16 C21 Cl5 1.6(2) . . . . ? C33 O1 C30 C31 21.5(5) . . . . ? O1 C30 C31 C32 -14.8(4) . . . . ? C30 C31 C32 C33 3.8(4) . . . . ? C30 O1 C33 C32 -18.9(5) . . . . ? C31 C32 C33 O1 8.4(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.924 _refine_diff_density_min -0.803 _refine_diff_density_rms 0.065 # Attachment '- 5-Ir.CIF' data_113dsjpk _database_code_depnum_ccdc_archive 'CCDC 825843' #TrackingRef '- 5-Ir.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H17 Cl7 Ir N3, C H2 Cl2' _chemical_formula_sum 'C23 H19 Cl9 Ir N3' _chemical_formula_weight 848.66 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_hall '-P 2yn' 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 11.557(9) _cell_length_b 19.363(15) _cell_length_c 13.696(11) _cell_angle_alpha 90.00 _cell_angle_beta 105.860(13) _cell_angle_gamma 90.00 _cell_volume 2948(4) _cell_formula_units_Z 4 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 631 _cell_measurement_theta_min 5.214 _cell_measurement_theta_max 37.465 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.912 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 5.364 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5122 _exptl_absorpt_correction_T_max 0.7828 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 1998)' _exptl_special_details ; Crystals were grown from by slow cooling of a saturated CH2Cl2 solution from 55 \%C to rt. A Crystal suitable for X-ray structural determinations were mounted in polybutene oil on a glass fibre and transferred on the goniometer head to the precooled instrument. ; _diffrn_ambient_temperature 103(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS, 1998' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 15898 _diffrn_reflns_av_R_equivalents 0.1327 _diffrn_reflns_av_sigmaI/netI 0.2479 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5183 _reflns_number_gt 2519 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 1998)' _computing_cell_refinement 'SAINT (Bruker AXS, 1998)' _computing_data_reduction 'SAINT (Bruker AXS, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997-2008 Glasgow)' _computing_publication_material 'SHELXTL (Bruker AXS, 1998)' _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. The asymmetric unit contains one co-crystallised CH2Cl2 molecule. After anisotropical refinement, several atoms (N1-N3, C2, C3, C7, C8, C10, C12, C16, C17, C20) were none positive definite. ISOR was used to adjust the atomic displacements to realistic values (0.008: C2, C3, C7, C12, C16; 0.007: C8, C17; 0.005: C10; 0.004: N1-N3). ; _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5183 _refine_ls_number_parameters 327 _refine_ls_number_restraints 72 _refine_ls_R_factor_all 0.1217 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_ref 0.0999 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 0.715 _refine_ls_restrained_S_all 0.713 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.64666(5) 0.13640(3) 0.26459(4) 0.01858(15) Uani 1 1 d . . . N1 N 0.7612(8) 0.0758(5) 0.2086(8) 0.014(2) Uani 1 1 d U . . N2 N 0.5882(8) 0.1534(5) 0.1264(7) 0.015(3) Uani 1 1 d U . . N3 N 0.5023(9) 0.1996(5) 0.2640(8) 0.017(3) Uani 1 1 d U . . Cl1 Cl 0.7278(3) 0.11886(17) 0.4403(2) 0.0238(9) Uani 1 1 d . . . Cl2 Cl 0.7698(3) 0.23856(17) 0.2536(3) 0.0237(9) Uani 1 1 d . . . Cl3 Cl 0.4376(3) 0.02714(18) 0.1504(3) 0.0292(9) Uani 1 1 d . . . Cl4 Cl 0.6858(3) -0.07169(18) 0.1614(3) 0.0323(10) Uani 1 1 d . . . Cl5 Cl 0.9952(3) 0.1276(2) 0.3450(3) 0.0325(9) Uani 1 1 d . . . Cl6 Cl 0.2714(3) 0.12238(19) 0.2696(3) 0.0337(10) Uani 1 1 d . . . Cl7 Cl 0.6254(3) 0.31068(19) 0.4086(3) 0.0311(10) Uani 1 1 d . . . Cl8 Cl 0.8286(3) 0.0758(2) 0.7926(3) 0.0445(11) Uani 1 1 d . . . Cl9 Cl 0.5893(3) 0.1276(2) 0.6845(3) 0.0449(11) Uani 1 1 d . . . C1 C 0.8224(10) 0.0502(6) 0.0534(9) 0.025(4) Uani 1 1 d . . . H1A H 0.8736 0.0145 0.0943 0.037 Uiso 1 1 calc R . . H1B H 0.8729 0.0851 0.0334 0.037 Uiso 1 1 calc R . . H1C H 0.7691 0.0290 -0.0075 0.037 Uiso 1 1 calc R . . C2 C 0.7493(11) 0.0831(7) 0.1137(10) 0.018(3) Uani 1 1 d U . . C3 C 0.6482(10) 0.1306(7) 0.0605(9) 0.018(3) Uani 1 1 d U . . C4 C 0.6142(10) 0.1496(7) -0.0430(10) 0.024(4) Uani 1 1 d . . . H4 H 0.6564 0.1322 -0.0883 0.029 Uiso 1 1 calc R . . C5 C 0.5196(11) 0.1936(7) -0.0763(10) 0.021(3) Uani 1 1 d . . . H5 H 0.4958 0.2070 -0.1456 0.025 Uiso 1 1 calc R . . C6 C 0.4570(11) 0.2193(6) -0.0099(10) 0.020(3) Uani 1 1 d . . . H6 H 0.3908 0.2498 -0.0324 0.024 Uiso 1 1 calc R . . C7 C 0.4968(12) 0.1978(7) 0.0918(10) 0.022(3) Uani 1 1 d U . . C8 C 0.4442(12) 0.2217(7) 0.1756(10) 0.021(3) Uani 1 1 d U . . C9 C 0.3337(10) 0.2633(6) 0.1506(9) 0.022(3) Uani 1 1 d . . . H9A H 0.2644 0.2334 0.1215 0.034 Uiso 1 1 calc R . . H9B H 0.3389 0.2990 0.1013 0.034 Uiso 1 1 calc R . . H9C H 0.3240 0.2852 0.2124 0.034 Uiso 1 1 calc R . . C10 C 0.5463(11) 0.0530(6) 0.2685(9) 0.023(3) Uani 1 1 d U . . H10A H 0.6013 0.0136 0.2926 0.027 Uiso 1 1 calc R . . H10B H 0.5018 0.0612 0.3198 0.027 Uiso 1 1 calc R . . C11 C 0.8406(11) 0.0240(7) 0.2646(9) 0.015(3) Uani 1 1 d . . . C12 C 0.8112(11) -0.0442(7) 0.2577(10) 0.024(4) Uani 1 1 d U . . C13 C 0.8829(11) -0.0949(7) 0.3158(10) 0.031(4) Uani 1 1 d . . . H13 H 0.8612 -0.1423 0.3079 0.037 Uiso 1 1 calc R . . C14 C 0.9855(11) -0.0738(8) 0.3844(10) 0.029(4) Uani 1 1 d . . . H14 H 1.0336 -0.1072 0.4282 0.034 Uiso 1 1 calc R . . C15 C 1.0218(11) -0.0067(7) 0.3927(10) 0.022(4) Uani 1 1 d . . . H15 H 1.0967 0.0055 0.4386 0.026 Uiso 1 1 calc R . . C16 C 0.9506(11) 0.0437(7) 0.3348(10) 0.023(3) Uani 1 1 d U . . C17 C 0.4551(11) 0.2125(7) 0.3502(9) 0.017(3) Uani 1 1 d U . . C18 C 0.3508(11) 0.1772(7) 0.3633(11) 0.027(4) Uani 1 1 d . . . C19 C 0.3140(12) 0.1859(7) 0.4490(10) 0.028(4) Uani 1 1 d . . . H19 H 0.2468 0.1609 0.4576 0.033 Uiso 1 1 calc R . . C20 C 0.3767(12) 0.2328(7) 0.5254(11) 0.032(4) Uani 1 1 d U . . H20 H 0.3526 0.2377 0.5860 0.038 Uiso 1 1 calc R . . C21 C 0.4711(12) 0.2705(7) 0.5124(10) 0.026(4) Uani 1 1 d . . . H21 H 0.5096 0.3038 0.5615 0.031 Uiso 1 1 calc R . . C22 C 0.5100(11) 0.2596(7) 0.4264(10) 0.022(3) Uani 1 1 d . . . C23 C 0.7005(12) 0.0653(7) 0.6848(10) 0.033(4) Uani 1 1 d . . . H23A H 0.7261 0.0696 0.6218 0.040 Uiso 1 1 calc R . . H23B H 0.6663 0.0185 0.6862 0.040 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 Ir1 0.0083(2) 0.0294(3) 0.0197(3) -0.0002(3) 0.00673(19) 0.0001(3) N1 0.009(4) 0.014(4) 0.015(4) -0.005(3) -0.001(3) 0.000(3) N2 0.015(4) 0.015(4) 0.017(4) -0.009(3) 0.006(3) -0.001(3) N3 0.018(4) 0.012(4) 0.021(4) -0.008(3) 0.006(3) 0.001(3) Cl1 0.0148(18) 0.035(2) 0.021(2) 0.0011(16) 0.0050(14) 0.0011(15) Cl2 0.0110(18) 0.033(2) 0.028(2) -0.0032(17) 0.0064(16) -0.0019(16) Cl3 0.0165(19) 0.042(3) 0.030(2) 0.0000(18) 0.0083(16) -0.0047(17) Cl4 0.016(2) 0.038(3) 0.039(3) -0.0045(19) 0.0022(17) 0.0011(17) Cl5 0.0180(18) 0.038(3) 0.041(2) -0.003(2) 0.0071(16) -0.0039(18) Cl6 0.0190(19) 0.049(3) 0.038(2) -0.006(2) 0.0154(17) -0.0033(18) Cl7 0.021(2) 0.042(3) 0.032(2) -0.0058(18) 0.0106(17) -0.0041(17) Cl8 0.033(2) 0.070(3) 0.036(3) 0.000(2) 0.018(2) 0.001(2) Cl9 0.031(2) 0.058(3) 0.048(3) 0.012(2) 0.0149(18) 0.005(2) C1 0.016(8) 0.025(9) 0.035(10) 0.002(7) 0.011(7) 0.012(6) C2 0.018(6) 0.022(6) 0.020(6) 0.001(5) 0.013(5) -0.004(5) C3 0.019(5) 0.022(6) 0.013(6) -0.005(5) 0.007(5) -0.006(5) C4 0.010(7) 0.033(10) 0.031(9) 0.003(7) 0.008(6) -0.009(7) C5 0.026(9) 0.028(9) 0.010(8) 0.005(7) 0.006(7) 0.006(7) C6 0.013(8) 0.020(9) 0.028(9) -0.001(7) 0.008(6) -0.010(6) C7 0.023(6) 0.028(6) 0.019(6) -0.003(5) 0.011(5) -0.012(5) C8 0.023(6) 0.022(6) 0.022(6) 0.004(5) 0.014(5) -0.007(5) C9 0.022(8) 0.029(9) 0.021(9) 0.004(7) 0.014(7) 0.011(7) C10 0.017(5) 0.026(5) 0.023(5) -0.007(4) 0.002(4) 0.011(4) C11 0.011(7) 0.024(9) 0.012(8) -0.003(6) 0.004(6) -0.001(6) C12 0.015(6) 0.031(7) 0.023(6) -0.008(5) 0.000(5) 0.005(5) C13 0.016(8) 0.039(10) 0.042(11) -0.013(8) 0.018(7) -0.013(7) C14 0.019(9) 0.051(12) 0.015(9) -0.001(8) 0.003(7) 0.012(8) C15 0.010(8) 0.026(9) 0.029(9) -0.004(7) 0.005(6) 0.006(7) C16 0.023(6) 0.028(6) 0.024(6) -0.007(5) 0.016(5) -0.001(5) C17 0.015(5) 0.026(6) 0.013(6) 0.004(5) 0.008(5) 0.001(5) C18 0.014(8) 0.021(9) 0.051(11) 0.003(7) 0.016(7) 0.000(6) C19 0.018(8) 0.049(11) 0.020(9) -0.001(7) 0.011(7) 0.002(7) C20 0.022(6) 0.039(7) 0.038(7) 0.005(6) 0.015(5) 0.004(6) C21 0.024(9) 0.037(10) 0.019(9) -0.003(7) 0.008(7) 0.008(7) C22 0.010(7) 0.029(9) 0.024(9) -0.006(7) 0.001(6) -0.004(6) C23 0.037(10) 0.034(10) 0.027(10) -0.012(7) 0.006(7) -0.002(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 N2 1.856(10) . ? Ir1 C10 1.997(12) . ? Ir1 N1 2.067(10) . ? Ir1 N3 2.068(10) . ? Ir1 Cl1 2.357(4) . ? Ir1 Cl2 2.465(4) . ? N1 C2 1.278(14) . ? N1 C11 1.432(14) . ? N2 C7 1.344(15) . ? N2 C3 1.353(14) . ? N3 C8 1.287(15) . ? N3 C17 1.451(15) . ? Cl3 C10 1.825(12) . ? Cl4 C12 1.754(12) . ? Cl5 C16 1.698(13) . ? Cl6 C18 1.725(14) . ? Cl7 C22 1.731(13) . ? Cl8 C23 1.794(13) . ? Cl9 C23 1.762(13) . ? C1 C2 1.478(16) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.508(16) . ? C3 C4 1.412(15) . ? C4 C5 1.363(16) . ? C4 H4 0.9500 . ? C5 C6 1.399(16) . ? C5 H5 0.9500 . ? C6 C7 1.405(17) . ? C6 H6 0.9500 . ? C7 C8 1.510(17) . ? C8 C9 1.469(16) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.361(16) . ? C11 C16 1.421(16) . ? C12 C13 1.386(17) . ? C13 C14 1.359(16) . ? C13 H13 0.9500 . ? C14 C15 1.361(17) . ? C14 H14 0.9500 . ? C15 C16 1.380(17) . ? C15 H15 0.9500 . ? C17 C22 1.400(16) . ? C17 C18 1.439(16) . ? C18 C19 1.364(17) . ? C19 C20 1.424(18) . ? C19 H19 0.9500 . ? C20 C21 1.364(17) . ? C20 H20 0.9500 . ? C21 C22 1.387(16) . ? C21 H21 0.9500 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ir1 C10 96.8(4) . . ? N2 Ir1 N1 79.3(4) . . ? C10 Ir1 N1 89.2(5) . . ? N2 Ir1 N3 79.8(4) . . ? C10 Ir1 N3 90.3(5) . . ? N1 Ir1 N3 158.9(4) . . ? N2 Ir1 Cl1 177.3(3) . . ? C10 Ir1 Cl1 85.9(4) . . ? N1 Ir1 Cl1 100.4(3) . . ? N3 Ir1 Cl1 100.6(3) . . ? N2 Ir1 Cl2 81.4(3) . . ? C10 Ir1 Cl2 178.0(4) . . ? N1 Ir1 Cl2 89.7(3) . . ? N3 Ir1 Cl2 90.2(3) . . ? Cl1 Ir1 Cl2 95.90(11) . . ? C2 N1 C11 119.8(11) . . ? C2 N1 Ir1 114.4(9) . . ? C11 N1 Ir1 125.5(8) . . ? C7 N2 C3 118.0(11) . . ? C7 N2 Ir1 120.3(9) . . ? C3 N2 Ir1 120.8(8) . . ? C8 N3 C17 119.6(11) . . ? C8 N3 Ir1 114.4(9) . . ? C17 N3 Ir1 125.5(8) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 127.0(12) . . ? N1 C2 C3 114.3(11) . . ? C1 C2 C3 118.7(11) . . ? N2 C3 C4 122.1(12) . . ? N2 C3 C2 110.3(11) . . ? C4 C3 C2 127.6(11) . . ? C5 C4 C3 118.5(13) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C4 C5 C6 120.9(13) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C7 116.9(12) . . ? C5 C6 H6 121.5 . . ? C7 C6 H6 121.5 . . ? N2 C7 C6 123.5(12) . . ? N2 C7 C8 111.6(12) . . ? C6 C7 C8 124.9(13) . . ? N3 C8 C9 126.7(12) . . ? N3 C8 C7 113.5(12) . . ? C9 C8 C7 119.7(12) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? Cl3 C10 Ir1 117.5(7) . . ? Cl3 C10 H10A 107.9 . . ? Ir1 C10 H10A 107.9 . . ? Cl3 C10 H10B 107.9 . . ? Ir1 C10 H10B 107.9 . . ? H10A C10 H10B 107.2 . . ? C12 C11 C16 117.9(12) . . ? C12 C11 N1 122.1(11) . . ? C16 C11 N1 119.9(11) . . ? C11 C12 C13 123.2(12) . . ? C11 C12 Cl4 119.1(10) . . ? C13 C12 Cl4 117.3(11) . . ? C14 C13 C12 117.2(13) . . ? C14 C13 H13 121.4 . . ? C12 C13 H13 121.4 . . ? C13 C14 C15 122.3(13) . . ? C13 C14 H14 118.8 . . ? C15 C14 H14 118.8 . . ? C14 C15 C16 120.4(13) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 118.8(12) . . ? C15 C16 Cl5 120.7(11) . . ? C11 C16 Cl5 120.5(10) . . ? C22 C17 C18 116.2(12) . . ? C22 C17 N3 121.6(11) . . ? C18 C17 N3 122.2(11) . . ? C19 C18 C17 121.2(13) . . ? C19 C18 Cl6 119.3(11) . . ? C17 C18 Cl6 119.6(11) . . ? C18 C19 C20 119.7(13) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C21 C20 C19 120.7(14) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C21 C22 119.0(13) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? C21 C22 C17 123.1(12) . . ? C21 C22 Cl7 118.3(10) . . ? C17 C22 Cl7 118.5(10) . . ? Cl9 C23 Cl8 111.2(7) . . ? Cl9 C23 H23A 109.4 . . ? Cl8 C23 H23A 109.4 . . ? Cl9 C23 H23B 109.4 . . ? Cl8 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Ir1 N1 C2 7.0(9) . . . . ? C10 Ir1 N1 C2 104.1(9) . . . . ? N3 Ir1 N1 C2 15.4(16) . . . . ? Cl1 Ir1 N1 C2 -170.2(8) . . . . ? Cl2 Ir1 N1 C2 -74.3(9) . . . . ? N2 Ir1 N1 C11 -167.0(10) . . . . ? C10 Ir1 N1 C11 -69.9(10) . . . . ? N3 Ir1 N1 C11 -158.6(10) . . . . ? Cl1 Ir1 N1 C11 15.8(9) . . . . ? Cl2 Ir1 N1 C11 111.7(9) . . . . ? C10 Ir1 N2 C7 94.0(10) . . . . ? N1 Ir1 N2 C7 -178.1(10) . . . . ? N3 Ir1 N2 C7 4.9(9) . . . . ? Cl1 Ir1 N2 C7 -94(7) . . . . ? Cl2 Ir1 N2 C7 -86.8(9) . . . . ? C10 Ir1 N2 C3 -96.7(10) . . . . ? N1 Ir1 N2 C3 -8.8(9) . . . . ? N3 Ir1 N2 C3 174.3(10) . . . . ? Cl1 Ir1 N2 C3 75(7) . . . . ? Cl2 Ir1 N2 C3 82.5(9) . . . . ? N2 Ir1 N3 C8 -1.6(9) . . . . ? C10 Ir1 N3 C8 -98.5(10) . . . . ? N1 Ir1 N3 C8 -10.0(17) . . . . ? Cl1 Ir1 N3 C8 175.6(9) . . . . ? Cl2 Ir1 N3 C8 79.6(9) . . . . ? N2 Ir1 N3 C17 170.1(10) . . . . ? C10 Ir1 N3 C17 73.2(10) . . . . ? N1 Ir1 N3 C17 161.7(10) . . . . ? Cl1 Ir1 N3 C17 -12.7(10) . . . . ? Cl2 Ir1 N3 C17 -108.7(9) . . . . ? C11 N1 C2 C1 -9(2) . . . . ? Ir1 N1 C2 C1 176.3(10) . . . . ? C11 N1 C2 C3 170.0(10) . . . . ? Ir1 N1 C2 C3 -4.3(14) . . . . ? C7 N2 C3 C4 -2.7(18) . . . . ? Ir1 N2 C3 C4 -172.2(9) . . . . ? C7 N2 C3 C2 178.4(10) . . . . ? Ir1 N2 C3 C2 8.8(14) . . . . ? N1 C2 C3 N2 -2.2(16) . . . . ? C1 C2 C3 N2 177.3(11) . . . . ? N1 C2 C3 C4 178.9(12) . . . . ? C1 C2 C3 C4 -2(2) . . . . ? N2 C3 C4 C5 1.4(19) . . . . ? C2 C3 C4 C5 -179.8(12) . . . . ? C3 C4 C5 C6 0(2) . . . . ? C4 C5 C6 C7 0.3(19) . . . . ? C3 N2 C7 C6 2.8(18) . . . . ? Ir1 N2 C7 C6 172.4(9) . . . . ? C3 N2 C7 C8 -176.6(10) . . . . ? Ir1 N2 C7 C8 -7.0(14) . . . . ? C5 C6 C7 N2 -1.6(19) . . . . ? C5 C6 C7 C8 177.7(12) . . . . ? C17 N3 C8 C9 3(2) . . . . ? Ir1 N3 C8 C9 175.6(10) . . . . ? C17 N3 C8 C7 -173.7(10) . . . . ? Ir1 N3 C8 C7 -1.5(14) . . . . ? N2 C7 C8 N3 5.1(16) . . . . ? C6 C7 C8 N3 -174.2(12) . . . . ? N2 C7 C8 C9 -172.1(11) . . . . ? C6 C7 C8 C9 8.5(19) . . . . ? N2 Ir1 C10 Cl3 -2.9(7) . . . . ? N1 Ir1 C10 Cl3 -82.0(7) . . . . ? N3 Ir1 C10 Cl3 76.8(7) . . . . ? Cl1 Ir1 C10 Cl3 177.5(7) . . . . ? Cl2 Ir1 C10 Cl3 -27(11) . . . . ? C2 N1 C11 C12 -75.7(16) . . . . ? Ir1 N1 C11 C12 97.9(13) . . . . ? C2 N1 C11 C16 108.5(14) . . . . ? Ir1 N1 C11 C16 -77.9(13) . . . . ? C16 C11 C12 C13 0(2) . . . . ? N1 C11 C12 C13 -175.7(12) . . . . ? C16 C11 C12 Cl4 -172.3(9) . . . . ? N1 C11 C12 Cl4 11.8(17) . . . . ? C11 C12 C13 C14 2(2) . . . . ? Cl4 C12 C13 C14 174.5(10) . . . . ? C12 C13 C14 C15 -4(2) . . . . ? C13 C14 C15 C16 4(2) . . . . ? C14 C15 C16 C11 -2(2) . . . . ? C14 C15 C16 Cl5 179.8(10) . . . . ? C12 C11 C16 C15 -0.2(19) . . . . ? N1 C11 C16 C15 175.7(11) . . . . ? C12 C11 C16 Cl5 178.2(10) . . . . ? N1 C11 C16 Cl5 -5.9(17) . . . . ? C8 N3 C17 C22 -109.0(15) . . . . ? Ir1 N3 C17 C22 79.7(15) . . . . ? C8 N3 C17 C18 72.0(16) . . . . ? Ir1 N3 C17 C18 -99.3(13) . . . . ? C22 C17 C18 C19 -4.6(19) . . . . ? N3 C17 C18 C19 174.5(12) . . . . ? C22 C17 C18 Cl6 176.0(10) . . . . ? N3 C17 C18 Cl6 -4.9(17) . . . . ? C17 C18 C19 C20 2(2) . . . . ? Cl6 C18 C19 C20 -178.1(10) . . . . ? C18 C19 C20 C21 2(2) . . . . ? C19 C20 C21 C22 -4(2) . . . . ? C20 C21 C22 C17 2(2) . . . . ? C20 C21 C22 Cl7 177.1(10) . . . . ? C18 C17 C22 C21 3(2) . . . . ? N3 C17 C22 C21 -176.6(11) . . . . ? C18 C17 C22 Cl7 -172.9(9) . . . . ? N3 C17 C22 Cl7 8.0(18) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.970 _refine_diff_density_min -2.306 _refine_diff_density_rms 0.201 # Attachment '- 5-Rh.CIF' data_158ds2 _database_code_depnum_ccdc_archive 'CCDC 825844' #TrackingRef '- 5-Rh.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H17 Cl7 N3 Rh, C H2 Cl2' _chemical_formula_sum 'C23 H19 Cl9 N3 Rh' _chemical_formula_weight 759.37 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_hall '-P 2yn' 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 11.5360(2) _cell_length_b 19.3875(4) _cell_length_c 13.7023(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.1570(10) _cell_angle_gamma 90.00 _cell_volume 2943.53(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9920 _cell_measurement_theta_min 4.602 _cell_measurement_theta_max 65.182 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.714 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 1.417 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8263 _exptl_absorpt_correction_T_max 0.9455 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; Crystals were grown from a saturated CH2Cl2 solution of the educt at RT over several days. A Crystal suitable for X-ray structural determinations were mounted in polybutene oil on a glass fibre and transferred on the goniometer head to the precooled instrument. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'incoatec microfocus' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 59216 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 32.50 _reflns_number_total 10337 _reflns_number_gt 8170 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT (Bruker AXS, 2008)' _computing_data_reduction 'SAINT (Bruker AXS, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997-2008 Glasgow)' _computing_publication_material 'SHELXTL (Bruker AXS, 1998)' _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. The asymmetric unit contains one co-crystallised CH2Cl2 molecule. ; _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^)+(0.0230P)^2^+2.4542P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10337 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0658 _refine_ls_wR_factor_gt 0.0593 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.354036(12) 0.137308(7) 0.235722(10) 0.01042(4) Uani 1 1 d . . . Cl1 Cl 0.27431(4) 0.11874(2) 0.05983(3) 0.01657(9) Uani 1 1 d . . . Cl2 Cl 0.23090(4) 0.24036(2) 0.24960(3) 0.01447(8) Uani 1 1 d . . . Cl3 Cl 0.56287(4) 0.02957(2) 0.35173(4) 0.02048(9) Uani 1 1 d . . . Cl4 Cl 0.31477(4) -0.07128(2) 0.33867(4) 0.02210(10) Uani 1 1 d . . . Cl5 Cl 0.00532(4) 0.12916(2) 0.15369(4) 0.02080(10) Uani 1 1 d . . . Cl6 Cl 0.73041(4) 0.12288(3) 0.23063(4) 0.02357(10) Uani 1 1 d . . . Cl7 Cl 0.37451(4) 0.31101(2) 0.09228(4) 0.02013(9) Uani 1 1 d . . . N1 N 0.23912(12) 0.07680(7) 0.29093(11) 0.0117(3) Uani 1 1 d . . . N2 N 0.41548(13) 0.15542(7) 0.37877(11) 0.0124(3) Uani 1 1 d . . . N3 N 0.50150(13) 0.19893(8) 0.23590(11) 0.0132(3) Uani 1 1 d . . . C1 C 0.17871(17) 0.05039(10) 0.44683(14) 0.0188(4) Uani 1 1 d . . . H1A H 0.1120 0.0255 0.4002 0.028 Uiso 1 1 calc R . . H1B H 0.1462 0.0855 0.4834 0.028 Uiso 1 1 calc R . . H1C H 0.2285 0.0179 0.4957 0.028 Uiso 1 1 calc R . . C2 C 0.25380(16) 0.08421(9) 0.38804(14) 0.0140(3) Uani 1 1 d . . . C3 C 0.35342(15) 0.13085(9) 0.44069(13) 0.0133(3) Uani 1 1 d . . . C4 C 0.38640(16) 0.14952(9) 0.54257(14) 0.0157(3) Uani 1 1 d . . . H4 H 0.3438 0.1322 0.5875 0.019 Uiso 1 1 calc R . . C5 C 0.48390(16) 0.19438(10) 0.57711(14) 0.0168(4) Uani 1 1 d . . . H5 H 0.5084 0.2075 0.6466 0.020 Uiso 1 1 calc R . . C6 C 0.54578(16) 0.22007(9) 0.51089(14) 0.0157(3) Uani 1 1 d . . . H6 H 0.6117 0.2509 0.5343 0.019 Uiso 1 1 calc R . . C7 C 0.50879(15) 0.19952(9) 0.40961(13) 0.0130(3) Uani 1 1 d . . . C8 C 0.55962(16) 0.22108(9) 0.32637(14) 0.0146(3) Uani 1 1 d . . . C9 C 0.67024(17) 0.26429(10) 0.35007(15) 0.0195(4) Uani 1 1 d . . . H9A H 0.7396 0.2367 0.3874 0.029 Uiso 1 1 calc R . . H9B H 0.6602 0.3037 0.3917 0.029 Uiso 1 1 calc R . . H9C H 0.6840 0.2810 0.2867 0.029 Uiso 1 1 calc R . . C10 C 0.45701(16) 0.05231(9) 0.23120(14) 0.0154(3) Uani 1 1 d . . . H10A H 0.4027 0.0126 0.2070 0.018 Uiso 1 1 calc R . . H10B H 0.5027 0.0605 0.1809 0.018 Uiso 1 1 calc R . . C11 C 0.15775(16) 0.02548(9) 0.23514(13) 0.0139(3) Uani 1 1 d . . . C12 C 0.18752(16) -0.04459(9) 0.24576(14) 0.0165(4) Uani 1 1 d . . . C13 C 0.11621(18) -0.09429(10) 0.18452(15) 0.0204(4) Uani 1 1 d . . . H13 H 0.1398 -0.1414 0.1909 0.024 Uiso 1 1 calc R . . C14 C 0.01020(18) -0.07438(10) 0.11400(15) 0.0213(4) Uani 1 1 d . . . H14 H -0.0385 -0.1080 0.0710 0.026 Uiso 1 1 calc R . . C15 C -0.02539(17) -0.00578(10) 0.10559(15) 0.0197(4) Uani 1 1 d . . . H15 H -0.1000 0.0073 0.0594 0.024 Uiso 1 1 calc R . . C16 C 0.04867(16) 0.04364(9) 0.16501(14) 0.0155(3) Uani 1 1 d . . . C17 C 0.54761(16) 0.21312(9) 0.15080(14) 0.0152(3) Uani 1 1 d . . . C18 C 0.64812(16) 0.17832(10) 0.13682(15) 0.0188(4) Uani 1 1 d . . . C19 C 0.68724(18) 0.18776(11) 0.05062(16) 0.0240(4) Uani 1 1 d . . . H19 H 0.7550 0.1629 0.0427 0.029 Uiso 1 1 calc R . . C20 C 0.62698(19) 0.23352(12) -0.02363(16) 0.0255(4) Uani 1 1 d . . . H20 H 0.6523 0.2395 -0.0834 0.031 Uiso 1 1 calc R . . C21 C 0.52961(18) 0.27063(11) -0.01076(15) 0.0217(4) Uani 1 1 d . . . H21 H 0.4892 0.3028 -0.0611 0.026 Uiso 1 1 calc R . . C22 C 0.49101(16) 0.26079(10) 0.07567(14) 0.0171(4) Uani 1 1 d . . . C30 C 0.6991(2) -0.06529(12) 0.18504(17) 0.0293(5) Uani 1 1 d . . . H30A H 0.6668 -0.0180 0.1851 0.035 Uiso 1 1 calc R . . H30B H 0.7247 -0.0709 0.1223 0.035 Uiso 1 1 calc R . . Cl8 Cl 0.58454(6) -0.12536(3) 0.18464(5) 0.03607(13) Uani 1 1 d . . . Cl9 Cl 0.82595(5) -0.07566(3) 0.29199(4) 0.03577(13) 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 Rh1 0.00992(6) 0.01073(6) 0.00922(6) 0.00002(5) 0.00033(4) -0.00026(5) Cl1 0.01699(19) 0.0203(2) 0.01025(19) -0.00133(16) 0.00021(15) -0.00044(16) Cl2 0.01478(18) 0.01330(19) 0.0144(2) 0.00094(15) 0.00258(15) 0.00241(15) Cl3 0.0176(2) 0.0200(2) 0.0205(2) 0.00268(17) -0.00012(17) 0.00467(17) Cl4 0.0190(2) 0.0147(2) 0.0263(2) 0.00477(18) -0.00406(18) 0.00005(17) Cl5 0.01339(19) 0.0184(2) 0.0274(2) 0.00353(18) 0.00036(17) 0.00196(17) Cl6 0.0166(2) 0.0264(2) 0.0284(3) 0.0038(2) 0.00740(19) 0.00438(18) Cl7 0.0218(2) 0.0197(2) 0.0181(2) 0.00400(17) 0.00439(17) 0.00250(18) N1 0.0098(6) 0.0113(7) 0.0122(7) 0.0008(5) 0.0003(5) -0.0001(5) N2 0.0123(6) 0.0111(7) 0.0119(7) 0.0005(5) 0.0004(5) 0.0018(5) N3 0.0120(6) 0.0129(7) 0.0140(7) 0.0010(6) 0.0026(6) 0.0000(5) C1 0.0188(9) 0.0220(9) 0.0150(9) 0.0018(7) 0.0039(7) -0.0051(7) C2 0.0137(8) 0.0128(8) 0.0144(8) 0.0015(6) 0.0019(6) 0.0011(6) C3 0.0124(7) 0.0129(8) 0.0132(8) 0.0012(6) 0.0014(6) 0.0014(6) C4 0.0162(8) 0.0160(8) 0.0137(8) 0.0017(7) 0.0024(7) 0.0005(7) C5 0.0183(8) 0.0187(9) 0.0112(8) -0.0011(7) 0.0007(7) 0.0013(7) C6 0.0150(8) 0.0156(8) 0.0138(9) -0.0012(7) -0.0005(7) -0.0001(7) C7 0.0120(7) 0.0115(8) 0.0130(8) 0.0002(6) -0.0004(6) 0.0010(6) C8 0.0127(8) 0.0144(8) 0.0148(8) 0.0015(7) 0.0009(6) 0.0014(6) C9 0.0176(9) 0.0214(9) 0.0180(9) -0.0021(7) 0.0025(7) -0.0072(7) C10 0.0143(8) 0.0157(8) 0.0140(8) 0.0004(7) 0.0004(7) 0.0018(7) C11 0.0138(8) 0.0147(8) 0.0119(8) 0.0003(6) 0.0015(6) -0.0037(6) C12 0.0164(8) 0.0151(8) 0.0159(9) 0.0020(7) 0.0012(7) -0.0009(7) C13 0.0250(10) 0.0147(9) 0.0200(10) 0.0006(7) 0.0038(8) -0.0041(7) C14 0.0233(9) 0.0213(9) 0.0169(9) -0.0012(8) 0.0015(8) -0.0096(8) C15 0.0147(8) 0.0246(10) 0.0164(9) 0.0041(8) -0.0012(7) -0.0052(7) C16 0.0141(8) 0.0160(8) 0.0156(9) 0.0032(7) 0.0030(7) -0.0024(7) C17 0.0151(8) 0.0161(8) 0.0143(8) -0.0025(7) 0.0040(7) -0.0055(7) C18 0.0146(8) 0.0216(9) 0.0200(9) -0.0005(7) 0.0042(7) -0.0019(7) C19 0.0183(9) 0.0321(11) 0.0239(10) -0.0051(9) 0.0095(8) -0.0030(8) C20 0.0233(10) 0.0357(12) 0.0190(10) -0.0023(9) 0.0085(8) -0.0089(9) C21 0.0239(10) 0.0257(10) 0.0147(9) 0.0018(8) 0.0038(8) -0.0061(8) C22 0.0165(8) 0.0180(9) 0.0161(9) -0.0010(7) 0.0033(7) -0.0043(7) C30 0.0387(12) 0.0274(11) 0.0229(11) -0.0027(9) 0.0107(9) 0.0033(10) Cl8 0.0375(3) 0.0372(3) 0.0325(3) -0.0063(2) 0.0080(2) -0.0029(2) Cl9 0.0360(3) 0.0481(4) 0.0237(3) -0.0042(2) 0.0091(2) -0.0012(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 Rh1 N2 1.9221(15) . ? Rh1 C10 2.0424(18) . ? Rh1 N1 2.0649(14) . ? Rh1 N3 2.0782(15) . ? Rh1 Cl1 2.3559(4) . ? Rh1 Cl2 2.4892(4) . ? Cl3 C10 1.8141(18) . ? Cl4 C12 1.7330(19) . ? Cl5 C16 1.7263(19) . ? Cl6 C18 1.740(2) . ? Cl7 C22 1.725(2) . ? N1 C2 1.302(2) . ? N1 C11 1.434(2) . ? N2 C3 1.341(2) . ? N2 C7 1.347(2) . ? N3 C8 1.307(2) . ? N3 C17 1.437(2) . ? C1 C2 1.489(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.482(2) . ? C3 C4 1.389(2) . ? C4 C5 1.396(3) . ? C4 H4 0.9500 . ? C5 C6 1.393(3) . ? C5 H5 0.9500 . ? C6 C7 1.392(2) . ? C6 H6 0.9500 . ? C7 C8 1.480(3) . ? C8 C9 1.485(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.399(3) . ? C11 C16 1.399(2) . ? C12 C13 1.387(3) . ? C13 C14 1.386(3) . ? C13 H13 0.9500 . ? C14 C15 1.387(3) . ? C14 H14 0.9500 . ? C15 C16 1.387(3) . ? C15 H15 0.9500 . ? C17 C18 1.400(3) . ? C17 C22 1.402(3) . ? C18 C19 1.389(3) . ? C19 C20 1.383(3) . ? C19 H19 0.9500 . ? C20 C21 1.386(3) . ? C20 H20 0.9500 . ? C21 C22 1.390(3) . ? C21 H21 0.9500 . ? C30 Cl8 1.761(2) . ? C30 Cl9 1.770(2) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Rh1 C10 97.23(7) . . ? N2 Rh1 N1 79.77(6) . . ? C10 Rh1 N1 89.47(7) . . ? N2 Rh1 N3 79.88(6) . . ? C10 Rh1 N3 88.92(7) . . ? N1 Rh1 N3 159.21(6) . . ? N2 Rh1 Cl1 177.91(4) . . ? C10 Rh1 Cl1 84.86(5) . . ? N1 Rh1 Cl1 100.39(4) . . ? N3 Rh1 Cl1 100.11(4) . . ? N2 Rh1 Cl2 80.32(4) . . ? C10 Rh1 Cl2 177.45(5) . . ? N1 Rh1 Cl2 89.42(4) . . ? N3 Rh1 Cl2 91.31(4) . . ? Cl1 Rh1 Cl2 97.595(15) . . ? C2 N1 C11 120.07(15) . . ? C2 N1 Rh1 113.43(12) . . ? C11 N1 Rh1 126.21(11) . . ? C3 N2 C7 123.22(15) . . ? C3 N2 Rh1 118.04(12) . . ? C7 N2 Rh1 118.13(12) . . ? C8 N3 C17 119.92(15) . . ? C8 N3 Rh1 113.19(12) . . ? C17 N3 Rh1 126.66(11) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 115.31(16) . . ? N1 C2 C1 125.07(16) . . ? C3 C2 C1 119.62(16) . . ? N2 C3 C4 119.88(16) . . ? N2 C3 C2 112.77(15) . . ? C4 C3 C2 127.35(16) . . ? C3 C4 C5 118.20(17) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? C6 C5 C4 120.82(17) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C7 C6 C5 118.46(17) . . ? C7 C6 H6 120.8 . . ? C5 C6 H6 120.8 . . ? N2 C7 C6 119.40(16) . . ? N2 C7 C8 113.00(15) . . ? C6 C7 C8 127.60(16) . . ? N3 C8 C7 115.42(15) . . ? N3 C8 C9 125.15(17) . . ? C7 C8 C9 119.42(16) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? Cl3 C10 Rh1 114.73(9) . . ? Cl3 C10 H10A 108.6 . . ? Rh1 C10 H10A 108.6 . . ? Cl3 C10 H10B 108.6 . . ? Rh1 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C16 117.62(16) . . ? C12 C11 N1 120.87(15) . . ? C16 C11 N1 121.45(16) . . ? C13 C12 C11 121.63(17) . . ? C13 C12 Cl4 118.39(15) . . ? C11 C12 Cl4 119.97(14) . . ? C14 C13 C12 119.20(18) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C13 C14 C15 120.55(18) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C16 C15 C14 119.59(17) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C11 121.25(17) . . ? C15 C16 Cl5 119.67(14) . . ? C11 C16 Cl5 119.08(14) . . ? C18 C17 C22 116.83(17) . . ? C18 C17 N3 121.77(17) . . ? C22 C17 N3 121.35(16) . . ? C19 C18 C17 122.02(19) . . ? C19 C18 Cl6 118.04(15) . . ? C17 C18 Cl6 119.92(15) . . ? C20 C19 C18 119.64(19) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C19 C20 C21 119.92(19) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C20 C21 C22 120.03(19) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C21 C22 C17 121.47(18) . . ? C21 C22 Cl7 118.76(15) . . ? C17 C22 Cl7 119.72(14) . . ? Cl8 C30 Cl9 111.97(13) . . ? Cl8 C30 H30A 109.2 . . ? Cl9 C30 H30A 109.2 . . ? Cl8 C30 H30B 109.2 . . ? Cl9 C30 H30B 109.2 . . ? H30A C30 H30B 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 N2 Rh1 N1 C2 5.95(12) . . . . ? C10 Rh1 N1 C2 103.38(13) . . . . ? N3 Rh1 N1 C2 17.8(2) . . . . ? Cl1 Rh1 N1 C2 -171.94(12) . . . . ? Cl2 Rh1 N1 C2 -74.32(12) . . . . ? N2 Rh1 N1 C11 -167.85(14) . . . . ? C10 Rh1 N1 C11 -70.41(14) . . . . ? N3 Rh1 N1 C11 -155.96(15) . . . . ? Cl1 Rh1 N1 C11 14.27(14) . . . . ? Cl2 Rh1 N1 C11 111.89(13) . . . . ? C10 Rh1 N2 C3 -95.96(13) . . . . ? N1 Rh1 N2 C3 -7.81(12) . . . . ? N3 Rh1 N2 C3 176.45(14) . . . . ? Cl1 Rh1 N2 C3 86.7(13) . . . . ? Cl2 Rh1 N2 C3 83.35(12) . . . . ? C10 Rh1 N2 C7 92.73(13) . . . . ? N1 Rh1 N2 C7 -179.12(14) . . . . ? N3 Rh1 N2 C7 5.13(12) . . . . ? Cl1 Rh1 N2 C7 -84.7(13) . . . . ? Cl2 Rh1 N2 C7 -87.96(12) . . . . ? N2 Rh1 N3 C8 -1.99(12) . . . . ? C10 Rh1 N3 C8 -99.53(13) . . . . ? N1 Rh1 N3 C8 -13.9(2) . . . . ? Cl1 Rh1 N3 C8 175.89(12) . . . . ? Cl2 Rh1 N3 C8 77.93(12) . . . . ? N2 Rh1 N3 C17 172.46(15) . . . . ? C10 Rh1 N3 C17 74.92(15) . . . . ? N1 Rh1 N3 C17 160.58(15) . . . . ? Cl1 Rh1 N3 C17 -9.66(14) . . . . ? Cl2 Rh1 N3 C17 -107.61(14) . . . . ? C11 N1 C2 C3 170.85(15) . . . . ? Rh1 N1 C2 C3 -3.36(19) . . . . ? C11 N1 C2 C1 -9.7(3) . . . . ? Rh1 N1 C2 C1 176.11(14) . . . . ? C7 N2 C3 C4 -1.5(3) . . . . ? Rh1 N2 C3 C4 -172.39(13) . . . . ? C7 N2 C3 C2 179.00(15) . . . . ? Rh1 N2 C3 C2 8.16(19) . . . . ? N1 C2 C3 N2 -2.7(2) . . . . ? C1 C2 C3 N2 177.77(16) . . . . ? N1 C2 C3 C4 177.88(17) . . . . ? C1 C2 C3 C4 -1.6(3) . . . . ? N2 C3 C4 C5 0.5(3) . . . . ? C2 C3 C4 C5 179.90(17) . . . . ? C3 C4 C5 C6 0.5(3) . . . . ? C4 C5 C6 C7 -0.5(3) . . . . ? C3 N2 C7 C6 1.5(3) . . . . ? Rh1 N2 C7 C6 172.31(13) . . . . ? C3 N2 C7 C8 -177.91(15) . . . . ? Rh1 N2 C7 C8 -7.08(19) . . . . ? C5 C6 C7 N2 -0.4(3) . . . . ? C5 C6 C7 C8 178.89(17) . . . . ? C17 N3 C8 C7 -175.98(15) . . . . ? Rh1 N3 C8 C7 -1.11(19) . . . . ? C17 N3 C8 C9 3.3(3) . . . . ? Rh1 N3 C8 C9 178.17(14) . . . . ? N2 C7 C8 N3 5.1(2) . . . . ? C6 C7 C8 N3 -174.18(17) . . . . ? N2 C7 C8 C9 -174.18(16) . . . . ? C6 C7 C8 C9 6.5(3) . . . . ? N2 Rh1 C10 Cl3 -2.18(11) . . . . ? N1 Rh1 C10 Cl3 -81.80(10) . . . . ? N3 Rh1 C10 Cl3 77.47(10) . . . . ? Cl1 Rh1 C10 Cl3 177.72(10) . . . . ? Cl2 Rh1 C10 Cl3 -17.6(13) . . . . ? C2 N1 C11 C12 -73.2(2) . . . . ? Rh1 N1 C11 C12 100.20(18) . . . . ? C2 N1 C11 C16 109.7(2) . . . . ? Rh1 N1 C11 C16 -76.9(2) . . . . ? C16 C11 C12 C13 4.3(3) . . . . ? N1 C11 C12 C13 -172.89(17) . . . . ? C16 C11 C12 Cl4 -174.55(14) . . . . ? N1 C11 C12 Cl4 8.3(2) . . . . ? C11 C12 C13 C14 -2.8(3) . . . . ? Cl4 C12 C13 C14 176.09(15) . . . . ? C12 C13 C14 C15 -1.0(3) . . . . ? C13 C14 C15 C16 3.0(3) . . . . ? C14 C15 C16 C11 -1.4(3) . . . . ? C14 C15 C16 Cl5 179.30(15) . . . . ? C12 C11 C16 C15 -2.2(3) . . . . ? N1 C11 C16 C15 174.99(17) . . . . ? C12 C11 C16 Cl5 177.12(14) . . . . ? N1 C11 C16 Cl5 -5.7(2) . . . . ? C8 N3 C17 C18 74.2(2) . . . . ? Rh1 N3 C17 C18 -99.90(19) . . . . ? C8 N3 C17 C22 -108.2(2) . . . . ? Rh1 N3 C17 C22 77.7(2) . . . . ? C22 C17 C18 C19 -2.9(3) . . . . ? N3 C17 C18 C19 174.72(17) . . . . ? C22 C17 C18 Cl6 175.39(14) . . . . ? N3 C17 C18 Cl6 -7.0(2) . . . . ? C17 C18 C19 C20 0.9(3) . . . . ? Cl6 C18 C19 C20 -177.42(16) . . . . ? C18 C19 C20 C21 1.3(3) . . . . ? C19 C20 C21 C22 -1.3(3) . . . . ? C20 C21 C22 C17 -0.8(3) . . . . ? C20 C21 C22 Cl7 176.72(16) . . . . ? C18 C17 C22 C21 2.8(3) . . . . ? N3 C17 C22 C21 -174.82(17) . . . . ? C18 C17 C22 Cl7 -174.62(14) . . . . ? N3 C17 C22 Cl7 7.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 32.50 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.893 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.107 # Attachment '- 10.CIF' data_220dsm _database_code_depnum_ccdc_archive 'CCDC 825845' #TrackingRef '- 10.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H31 Cl4 Ir N4 Si, C4 H10 O' _chemical_formula_sum 'C43 H41 Cl4 Ir N4 O Si' _chemical_formula_weight 991.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4440 7.9890 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0820 0.0700 '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 _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8214(5) _cell_length_b 12.3189(5) _cell_length_c 15.9789(7) _cell_angle_alpha 81.104(2) _cell_angle_beta 78.966(2) _cell_angle_gamma 86.105(3) _cell_volume 2063.97(16) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9968 _cell_measurement_theta_min 5.032 _cell_measurement_theta_max 58.162 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 988 _exptl_absorpt_coefficient_mu 3.561 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.4578 _exptl_absorpt_correction_T_max 0.9322 _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_special_details ; Crystals were grown from a Et2O solution at - 35 \%C. A Crystal suitable for X-ray structural determinations was mounted in polybutene oil on a glass fibre and transferred to the goniometer head to the precooled instrument. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'incoatec microfocus' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 23008 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0574 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8803 _reflns_number_gt 7634 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2008)' _computing_cell_refinement 'SAINT (Bruker AXS, 2008)' _computing_data_reduction 'SAINT (Bruker AXS, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997-2008 Glasgow)' _computing_publication_material 'SHELXTL (Bruker AXS, 1998)' _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. The asymmetric unit contains one co-crystallised diethylether molecule. After anisotropical refinement the amide nitrogen atom (N4) was non positive definite. ISOR (0.0015) was used to adjust the atomic displacements to realistic values. The amide hydrogen atom (H4n) could be located in the Fourier electron density maps and was refined freely with isotropic temperature parameters. ; _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^)+(0.0411P)^2^+19.1462P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8803 _refine_ls_number_parameters 495 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0626 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1354 _refine_ls_wR_factor_gt 0.1288 _refine_ls_goodness_of_fit_ref 1.160 _refine_ls_restrained_S_all 1.162 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.27735(3) 0.49883(2) 0.276145(17) 0.02021(10) Uani 1 1 d . . . Cl1 Cl 0.14844(18) 0.27559(17) 0.50776(11) 0.0302(4) Uani 1 1 d . . . Cl2 Cl 0.4697(2) 0.24338(17) 0.20943(13) 0.0347(4) Uani 1 1 d . . . Cl3 Cl 0.0347(2) 0.75843(17) 0.28017(13) 0.0339(4) Uani 1 1 d . . . Cl4 Cl 0.39959(19) 0.63166(18) 0.02878(12) 0.0347(4) Uani 1 1 d . . . Si1 Si 0.01207(19) 0.36909(16) 0.24707(12) 0.0203(4) Uani 1 1 d . . . N1 N 0.3362(6) 0.3618(5) 0.3498(4) 0.0220(13) Uani 1 1 d . . . N2 N 0.4177(6) 0.5522(5) 0.3119(4) 0.0229(13) Uani 1 1 d . . . N3 N 0.2847(5) 0.6521(5) 0.2115(4) 0.0195(12) Uani 1 1 d . . . N4 N 0.1265(6) 0.4610(5) 0.2330(4) 0.0188(12) Uani 1 1 d U . . H4N H 0.105(12) 0.531(10) 0.203(8) 0.08(4) Uiso 1 1 d . . . C1 C 0.4980(8) 0.2823(6) 0.4361(5) 0.0285(17) Uani 1 1 d . . . H1A H 0.4342 0.2319 0.4692 0.043 Uiso 1 1 calc R . . H1B H 0.5423 0.3109 0.4756 0.043 Uiso 1 1 calc R . . H1C H 0.5585 0.2430 0.3963 0.043 Uiso 1 1 calc R . . C2 C 0.4359(7) 0.3754(7) 0.3862(4) 0.0237(15) Uani 1 1 d . . . C3 C 0.4828(7) 0.4827(6) 0.3678(5) 0.0255(16) Uani 1 1 d . . . C4 C 0.5863(7) 0.5219(7) 0.3918(5) 0.0293(17) Uani 1 1 d . . . H1 H 0.6309 0.4761 0.4305 0.035 Uiso 1 1 calc R . . C5 C 0.6248(8) 0.6278(7) 0.3593(5) 0.0301(17) Uani 1 1 d . . . H5 H 0.6965 0.6537 0.3753 0.036 Uiso 1 1 calc R . . C7 C 0.4545(7) 0.6575(6) 0.2806(4) 0.0223(15) Uani 1 1 d . . . C8 C 0.3761(7) 0.7127(6) 0.2232(5) 0.0238(15) Uani 1 1 d . . . C9 C 0.3956(8) 0.8277(6) 0.1788(5) 0.0322(18) Uani 1 1 d . . . H9A H 0.4327 0.8266 0.1180 0.048 Uiso 1 1 calc R . . H9B H 0.4524 0.8633 0.2062 0.048 Uiso 1 1 calc R . . H9C H 0.3144 0.8688 0.1832 0.048 Uiso 1 1 calc R . . C10 C 0.2976(7) 0.2543(6) 0.3544(5) 0.0227(15) Uani 1 1 d . . . C11 C 0.2071(7) 0.2043(6) 0.4215(5) 0.0246(16) Uani 1 1 d . . . C12 C 0.1661(8) 0.1013(7) 0.4231(5) 0.0310(18) Uani 1 1 d . . . H12 H 0.1034 0.0709 0.4693 0.037 Uiso 1 1 calc R . . C13 C 0.2172(9) 0.0407(7) 0.3561(5) 0.0346(19) Uani 1 1 d . . . H13 H 0.1876 -0.0300 0.3557 0.042 Uiso 1 1 calc R . . C14 C 0.3113(8) 0.0854(7) 0.2906(5) 0.0335(18) Uani 1 1 d . . . H14 H 0.3489 0.0441 0.2461 0.040 Uiso 1 1 calc R . . C15 C 0.3503(8) 0.1904(6) 0.2904(5) 0.0278(17) Uani 1 1 d . . . C16 C 0.2092(7) 0.6973(6) 0.1487(5) 0.0223(15) Uani 1 1 d . . . C17 C 0.0882(8) 0.7431(6) 0.1732(5) 0.0263(16) Uani 1 1 d . . . C18 C 0.0114(8) 0.7784(6) 0.1126(5) 0.0308(18) Uani 1 1 d . . . H18 H -0.0700 0.8106 0.1298 0.037 Uiso 1 1 calc R . . C19 C 0.0551(8) 0.7659(7) 0.0275(5) 0.0330(19) Uani 1 1 d . . . H19 H 0.0026 0.7896 -0.0137 0.040 Uiso 1 1 calc R . . C20 C 0.1725(8) 0.7201(7) 0.0011(5) 0.0313(18) Uani 1 1 d . . . H20 H 0.2014 0.7114 -0.0576 0.038 Uiso 1 1 calc R . . C21 C 0.2489(7) 0.6865(6) 0.0628(5) 0.0260(16) Uani 1 1 d . . . C22 C -0.0676(7) 0.3370(6) 0.3637(4) 0.0214(14) Uani 1 1 d . . . C23 C -0.0826(7) 0.4239(6) 0.4122(5) 0.0267(16) Uani 1 1 d . . . H23 H -0.0475 0.4925 0.3869 0.032 Uiso 1 1 calc R . . C24 C -0.1483(8) 0.4115(7) 0.4972(5) 0.0325(18) Uani 1 1 d . . . H24 H -0.1582 0.4716 0.5291 0.039 Uiso 1 1 calc R . . C25 C -0.1990(7) 0.3114(7) 0.5348(5) 0.0324(19) Uani 1 1 d . . . H25 H -0.2428 0.3023 0.5928 0.039 Uiso 1 1 calc R . . C26 C -0.1858(8) 0.2249(7) 0.4878(5) 0.0318(18) Uani 1 1 d . . . H26 H -0.2217 0.1566 0.5132 0.038 Uiso 1 1 calc R . . C27 C -0.1196(7) 0.2376(7) 0.4031(5) 0.0270(16) Uani 1 1 d . . . H27 H -0.1100 0.1771 0.3717 0.032 Uiso 1 1 calc R . . C28 C -0.1129(7) 0.4365(6) 0.1857(4) 0.0231(15) Uani 1 1 d . . . C29 C -0.2409(7) 0.4182(7) 0.2124(5) 0.0277(16) Uani 1 1 d . . . H29 H -0.2681 0.3685 0.2633 0.033 Uiso 1 1 calc R . . C30 C -0.3297(8) 0.4711(7) 0.1663(5) 0.0329(19) Uani 1 1 d . . . H30 H -0.4166 0.4573 0.1856 0.039 Uiso 1 1 calc R . . C31 C -0.2912(8) 0.5435(7) 0.0923(6) 0.036(2) Uani 1 1 d . . . H31 H -0.3518 0.5806 0.0610 0.043 Uiso 1 1 calc R . . C32 C -0.1661(9) 0.5620(8) 0.0641(6) 0.042(2) Uani 1 1 d . . . H32 H -0.1398 0.6116 0.0130 0.050 Uiso 1 1 calc R . . C33 C -0.0769(8) 0.5086(7) 0.1098(5) 0.035(2) Uani 1 1 d . . . H33 H 0.0099 0.5214 0.0890 0.042 Uiso 1 1 calc R . . C34 C 0.0753(7) 0.2437(6) 0.1948(4) 0.0240(15) Uani 1 1 d . . . C36 C 0.0565(10) 0.0604(7) 0.1599(5) 0.039(2) Uani 1 1 d . . . H36 H 0.0107 -0.0048 0.1684 0.047 Uiso 1 1 calc R . . C37 C 0.1703(10) 0.0698(8) 0.1036(6) 0.044(2) Uani 1 1 d . . . H37 H 0.2035 0.0106 0.0732 0.052 Uiso 1 1 calc R . . C6 C 0.5592(8) 0.6970(7) 0.3032(5) 0.0288(17) Uani 1 1 d . . . H6 H 0.5855 0.7695 0.2810 0.035 Uiso 1 1 calc R . . C35 C 0.0096(9) 0.1481(7) 0.2041(5) 0.0319(18) Uani 1 1 d . . . H35 H -0.0698 0.1423 0.2418 0.038 Uiso 1 1 calc R . . C38 C 0.2362(9) 0.1646(8) 0.0913(5) 0.042(2) Uani 1 1 d . . . H38 H 0.3136 0.1711 0.0515 0.050 Uiso 1 1 calc R . . C39 C 0.1901(8) 0.2507(7) 0.1367(5) 0.0316(18) Uani 1 1 d . . . H39 H 0.2371 0.3151 0.1283 0.038 Uiso 1 1 calc R . . O1 O 0.6324(7) -0.0139(6) 0.2358(5) 0.0540(18) Uani 1 1 d . . . C41 C 0.6067(15) -0.0365(9) 0.3868(8) 0.074(4) Uani 1 1 d . . . H41A H 0.5235 0.0012 0.3924 0.110 Uiso 1 1 calc R . . H41B H 0.6469 -0.0250 0.4346 0.110 Uiso 1 1 calc R . . H41C H 0.5974 -0.1154 0.3883 0.110 Uiso 1 1 calc R . . C42 C 0.6845(12) 0.0076(11) 0.3055(9) 0.067(3) Uani 1 1 d . . . H42A H 0.6905 0.0879 0.3027 0.081 Uiso 1 1 calc R . . H42B H 0.7706 -0.0264 0.3018 0.081 Uiso 1 1 calc R . . C43 C 0.6979(11) 0.0377(10) 0.1535(8) 0.064(3) Uani 1 1 d . . . H43A H 0.7818 0.0007 0.1393 0.077 Uiso 1 1 calc R . . H43B H 0.7104 0.1158 0.1564 0.077 Uiso 1 1 calc R . . C44 C 0.6237(13) 0.0307(10) 0.0851(7) 0.064(3) Uani 1 1 d . . . H44A H 0.6224 -0.0462 0.0762 0.096 Uiso 1 1 calc R . . H44B H 0.6627 0.0747 0.0312 0.096 Uiso 1 1 calc R . . H44C H 0.5373 0.0588 0.1028 0.096 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 Ir1 0.02013(15) 0.02403(15) 0.01815(14) -0.00268(10) -0.00788(10) -0.00113(10) Cl1 0.0292(10) 0.0396(11) 0.0224(9) -0.0047(8) -0.0058(7) -0.0014(8) Cl2 0.0347(11) 0.0378(11) 0.0295(10) -0.0066(8) -0.0008(8) 0.0024(9) Cl3 0.0336(11) 0.0399(11) 0.0297(10) -0.0113(8) -0.0067(8) 0.0053(9) Cl4 0.0291(10) 0.0505(13) 0.0273(9) -0.0135(9) -0.0063(8) -0.0002(9) Si1 0.0206(10) 0.0234(10) 0.0184(9) -0.0021(7) -0.0073(8) -0.0027(8) N1 0.025(3) 0.020(3) 0.022(3) -0.001(2) -0.008(2) -0.003(2) N2 0.024(3) 0.029(3) 0.016(3) -0.002(2) -0.005(2) -0.001(3) N3 0.018(3) 0.022(3) 0.020(3) -0.003(2) -0.007(2) -0.002(2) N4 0.0191(17) 0.0176(17) 0.0221(16) -0.0036(13) -0.0069(13) -0.0076(13) C1 0.027(4) 0.031(4) 0.029(4) 0.001(3) -0.012(3) -0.001(3) C2 0.016(4) 0.038(4) 0.018(3) -0.005(3) -0.006(3) 0.002(3) C3 0.026(4) 0.033(4) 0.019(3) -0.004(3) -0.009(3) 0.000(3) C4 0.026(4) 0.045(5) 0.019(3) -0.004(3) -0.010(3) 0.003(3) C5 0.029(4) 0.038(5) 0.028(4) -0.010(3) -0.011(3) -0.005(3) C7 0.023(4) 0.026(4) 0.018(3) -0.002(3) -0.003(3) -0.008(3) C8 0.028(4) 0.024(4) 0.021(3) -0.007(3) -0.005(3) -0.003(3) C9 0.042(5) 0.025(4) 0.034(4) -0.002(3) -0.017(4) -0.010(3) C10 0.021(4) 0.025(4) 0.023(3) 0.002(3) -0.012(3) 0.000(3) C11 0.031(4) 0.024(4) 0.022(4) -0.002(3) -0.013(3) -0.001(3) C12 0.033(5) 0.032(4) 0.028(4) 0.005(3) -0.012(3) -0.004(3) C13 0.048(5) 0.024(4) 0.036(4) -0.001(3) -0.021(4) -0.003(4) C14 0.042(5) 0.028(4) 0.032(4) -0.005(3) -0.012(4) 0.006(4) C15 0.033(4) 0.030(4) 0.021(4) -0.002(3) -0.009(3) 0.004(3) C16 0.031(4) 0.013(3) 0.024(4) 0.001(3) -0.013(3) -0.002(3) C17 0.031(4) 0.023(4) 0.028(4) -0.004(3) -0.010(3) -0.003(3) C18 0.029(4) 0.027(4) 0.040(5) -0.002(3) -0.017(4) 0.000(3) C19 0.042(5) 0.030(4) 0.031(4) 0.004(3) -0.022(4) -0.004(4) C20 0.040(5) 0.036(4) 0.020(4) -0.002(3) -0.010(3) -0.007(4) C21 0.031(4) 0.026(4) 0.020(3) 0.003(3) -0.007(3) -0.002(3) C22 0.019(4) 0.027(4) 0.021(3) -0.004(3) -0.010(3) 0.000(3) C23 0.027(4) 0.028(4) 0.027(4) -0.006(3) -0.010(3) 0.000(3) C24 0.031(4) 0.046(5) 0.025(4) -0.013(4) -0.011(3) 0.007(4) C25 0.024(4) 0.054(5) 0.018(4) -0.001(3) -0.004(3) 0.003(4) C26 0.034(5) 0.034(4) 0.026(4) 0.007(3) -0.010(3) -0.005(3) C27 0.028(4) 0.033(4) 0.022(4) -0.004(3) -0.010(3) -0.003(3) C28 0.025(4) 0.026(4) 0.020(3) -0.007(3) -0.008(3) 0.004(3) C29 0.022(4) 0.041(5) 0.021(4) -0.007(3) -0.006(3) -0.004(3) C30 0.022(4) 0.052(5) 0.029(4) -0.017(4) -0.009(3) 0.005(4) C31 0.037(5) 0.039(5) 0.038(5) -0.007(4) -0.024(4) 0.005(4) C32 0.044(5) 0.045(5) 0.036(5) 0.013(4) -0.022(4) -0.010(4) C33 0.028(4) 0.042(5) 0.035(4) 0.008(4) -0.015(4) -0.011(4) C34 0.029(4) 0.025(4) 0.020(3) -0.003(3) -0.009(3) -0.001(3) C36 0.063(6) 0.026(4) 0.033(5) -0.008(3) -0.016(4) 0.000(4) C37 0.058(6) 0.044(6) 0.033(5) -0.012(4) -0.020(4) 0.020(5) C6 0.028(4) 0.030(4) 0.032(4) -0.006(3) -0.010(3) -0.009(3) C35 0.044(5) 0.030(4) 0.024(4) -0.005(3) -0.011(3) -0.004(4) C38 0.046(6) 0.054(6) 0.024(4) -0.010(4) -0.008(4) 0.022(5) C39 0.034(5) 0.039(5) 0.022(4) -0.004(3) -0.008(3) 0.008(4) O1 0.059(5) 0.043(4) 0.062(5) -0.009(3) -0.014(4) -0.008(3) C41 0.130(12) 0.046(6) 0.061(7) -0.004(5) -0.055(8) -0.015(7) C42 0.058(8) 0.062(8) 0.084(9) -0.004(7) -0.024(7) 0.002(6) C43 0.045(7) 0.057(7) 0.079(8) 0.002(6) 0.011(6) -0.007(5) C44 0.080(9) 0.058(7) 0.052(7) -0.018(5) 0.008(6) -0.018(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 N2 1.911(6) . ? Ir1 N4 1.998(5) . ? Ir1 N3 2.006(6) . ? Ir1 N1 2.042(6) . ? Cl1 C11 1.743(8) . ? Cl2 C15 1.727(8) . ? Cl3 C17 1.732(8) . ? Cl4 C21 1.742(8) . ? Si1 N4 1.694(6) . ? Si1 C22 1.891(7) . ? Si1 C28 1.892(7) . ? Si1 C34 1.894(8) . ? N1 C2 1.350(9) . ? N1 C10 1.402(9) . ? N2 C7 1.373(9) . ? N2 C3 1.396(9) . ? N3 C8 1.336(9) . ? N3 C16 1.437(8) . ? N4 H4N 0.95(12) . ? C1 C2 1.490(10) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.416(11) . ? C3 C4 1.389(11) . ? C4 C5 1.388(12) . ? C4 H1 0.9500 . ? C5 C6 1.399(11) . ? C5 H5 0.9500 . ? C7 C6 1.391(10) . ? C7 C8 1.431(10) . ? C8 C9 1.493(10) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C15 1.399(11) . ? C10 C11 1.402(11) . ? C11 C12 1.367(11) . ? C12 C13 1.405(12) . ? C12 H12 0.9500 . ? C13 C14 1.387(13) . ? C13 H13 0.9500 . ? C14 C15 1.387(11) . ? C14 H14 0.9500 . ? C16 C21 1.383(10) . ? C16 C17 1.399(11) . ? C17 C18 1.394(10) . ? C18 C19 1.381(12) . ? C18 H18 0.9500 . ? C19 C20 1.372(12) . ? C19 H19 0.9500 . ? C20 C21 1.401(10) . ? C20 H20 0.9500 . ? C22 C27 1.391(10) . ? C22 C23 1.399(10) . ? C23 C24 1.399(11) . ? C23 H23 0.9500 . ? C24 C25 1.385(12) . ? C24 H24 0.9500 . ? C25 C26 1.381(12) . ? C25 H25 0.9500 . ? C26 C27 1.396(11) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C29 1.392(11) . ? C28 C33 1.394(11) . ? C29 C30 1.388(11) . ? C29 H29 0.9500 . ? C30 C31 1.379(12) . ? C30 H30 0.9500 . ? C31 C32 1.366(13) . ? C31 H31 0.9500 . ? C32 C33 1.390(11) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C35 1.390(11) . ? C34 C39 1.400(11) . ? C36 C37 1.379(14) . ? C36 C35 1.397(12) . ? C36 H36 0.9500 . ? C37 C38 1.378(14) . ? C37 H37 0.9500 . ? C6 H6 0.9500 . ? C35 H35 0.9500 . ? C38 C39 1.389(12) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? O1 C42 1.406(14) . ? O1 C43 1.443(13) . ? C41 C42 1.455(18) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.490(17) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ir1 N4 173.4(3) . . ? N2 Ir1 N3 78.8(2) . . ? N4 Ir1 N3 94.7(2) . . ? N2 Ir1 N1 78.7(2) . . ? N4 Ir1 N1 107.9(2) . . ? N3 Ir1 N1 157.2(2) . . ? N4 Si1 C22 112.3(3) . . ? N4 Si1 C28 106.7(3) . . ? C22 Si1 C28 106.6(3) . . ? N4 Si1 C34 110.2(3) . . ? C22 Si1 C34 114.3(3) . . ? C28 Si1 C34 106.1(3) . . ? C2 N1 C10 117.7(6) . . ? C2 N1 Ir1 115.0(5) . . ? C10 N1 Ir1 126.4(4) . . ? C7 N2 C3 121.2(6) . . ? C7 N2 Ir1 119.3(5) . . ? C3 N2 Ir1 119.5(5) . . ? C8 N3 C16 118.1(6) . . ? C8 N3 Ir1 115.9(5) . . ? C16 N3 Ir1 125.8(4) . . ? Si1 N4 Ir1 144.5(4) . . ? Si1 N4 H4N 113(7) . . ? Ir1 N4 H4N 100(7) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 115.0(6) . . ? N1 C2 C1 122.4(7) . . ? C3 C2 C1 122.5(6) . . ? C4 C3 N2 118.8(7) . . ? C4 C3 C2 129.2(7) . . ? N2 C3 C2 111.8(6) . . ? C5 C4 C3 120.1(7) . . ? C5 C4 H1 119.9 . . ? C3 C4 H1 119.9 . . ? C4 C5 C6 120.7(7) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? N2 C7 C6 120.4(7) . . ? N2 C7 C8 111.5(6) . . ? C6 C7 C8 128.0(7) . . ? N3 C8 C7 114.5(6) . . ? N3 C8 C9 122.5(6) . . ? C7 C8 C9 123.0(7) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 116.2(7) . . ? C15 C10 N1 120.3(7) . . ? C11 C10 N1 123.4(7) . . ? C12 C11 C10 122.8(7) . . ? C12 C11 Cl1 119.0(6) . . ? C10 C11 Cl1 118.2(6) . . ? C11 C12 C13 119.6(8) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 119.3(8) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C15 C14 C13 119.8(8) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C10 122.2(8) . . ? C14 C15 Cl2 119.0(6) . . ? C10 C15 Cl2 118.7(6) . . ? C21 C16 C17 117.6(6) . . ? C21 C16 N3 120.6(7) . . ? C17 C16 N3 121.4(6) . . ? C18 C17 C16 121.1(7) . . ? C18 C17 Cl3 119.7(6) . . ? C16 C17 Cl3 119.2(5) . . ? C19 C18 C17 119.2(8) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C20 C19 C18 121.5(7) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C19 C20 C21 118.4(7) . . ? C19 C20 H20 120.8 . . ? C21 C20 H20 120.8 . . ? C16 C21 C20 122.2(7) . . ? C16 C21 Cl4 119.4(6) . . ? C20 C21 Cl4 118.4(6) . . ? C27 C22 C23 117.7(7) . . ? C27 C22 Si1 125.7(6) . . ? C23 C22 Si1 116.5(6) . . ? C24 C23 C22 121.2(7) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C25 C24 C23 119.7(8) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C26 C25 C24 119.9(7) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? C25 C26 C27 120.1(8) . . ? C25 C26 H26 119.9 . . ? C27 C26 H26 119.9 . . ? C22 C27 C26 121.3(7) . . ? C22 C27 H27 119.4 . . ? C26 C27 H27 119.4 . . ? C29 C28 C33 117.3(7) . . ? C29 C28 Si1 123.4(6) . . ? C33 C28 Si1 119.3(6) . . ? C30 C29 C28 121.5(7) . . ? C30 C29 H29 119.2 . . ? C28 C29 H29 119.2 . . ? C31 C30 C29 119.7(8) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C32 C31 C30 120.0(7) . . ? C32 C31 H31 120.0 . . ? C30 C31 H31 120.0 . . ? C31 C32 C33 120.4(8) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C32 C33 C28 121.0(8) . . ? C32 C33 H33 119.5 . . ? C28 C33 H33 119.5 . . ? C35 C34 C39 117.3(7) . . ? C35 C34 Si1 124.1(6) . . ? C39 C34 Si1 118.3(6) . . ? C37 C36 C35 118.9(9) . . ? C37 C36 H36 120.5 . . ? C35 C36 H36 120.5 . . ? C38 C37 C36 120.3(9) . . ? C38 C37 H37 119.9 . . ? C36 C37 H37 119.9 . . ? C7 C6 C5 118.7(7) . . ? C7 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C34 C35 C36 122.2(9) . . ? C34 C35 H35 118.9 . . ? C36 C35 H35 118.9 . . ? C37 C38 C39 120.4(9) . . ? C37 C38 H38 119.8 . . ? C39 C38 H38 119.8 . . ? C38 C39 C34 120.8(9) . . ? C38 C39 H39 119.6 . . ? C34 C39 H39 119.6 . . ? C42 O1 C43 113.1(9) . . ? C42 C41 H41A 109.5 . . ? C42 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C42 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? O1 C42 C41 110.4(10) . . ? O1 C42 H42A 109.6 . . ? C41 C42 H42A 109.6 . . ? O1 C42 H42B 109.6 . . ? C41 C42 H42B 109.6 . . ? H42A C42 H42B 108.1 . . ? O1 C43 C44 110.1(9) . . ? O1 C43 H43A 109.6 . . ? C44 C43 H43A 109.6 . . ? O1 C43 H43B 109.6 . . ? C44 C43 H43B 109.6 . . ? H43A C43 H43B 108.2 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 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 N2 Ir1 N1 C2 1.2(5) . . . . ? N4 Ir1 N1 C2 -178.0(5) . . . . ? N3 Ir1 N1 C2 11.1(10) . . . . ? N2 Ir1 N1 C10 -167.8(6) . . . . ? N4 Ir1 N1 C10 13.1(7) . . . . ? N3 Ir1 N1 C10 -157.9(6) . . . . ? N4 Ir1 N2 C7 -11(2) . . . . ? N3 Ir1 N2 C7 -0.2(5) . . . . ? N1 Ir1 N2 C7 175.9(6) . . . . ? N4 Ir1 N2 C3 170.1(19) . . . . ? N3 Ir1 N2 C3 -178.8(6) . . . . ? N1 Ir1 N2 C3 -2.7(5) . . . . ? N2 Ir1 N3 C8 0.1(5) . . . . ? N4 Ir1 N3 C8 178.8(5) . . . . ? N1 Ir1 N3 C8 -9.8(9) . . . . ? N2 Ir1 N3 C16 173.7(6) . . . . ? N4 Ir1 N3 C16 -7.6(6) . . . . ? N1 Ir1 N3 C16 163.8(6) . . . . ? C22 Si1 N4 Ir1 48.3(7) . . . . ? C28 Si1 N4 Ir1 164.8(6) . . . . ? C34 Si1 N4 Ir1 -80.5(7) . . . . ? N2 Ir1 N4 Si1 -155.8(18) . . . . ? N3 Ir1 N4 Si1 -166.8(6) . . . . ? N1 Ir1 N4 Si1 16.7(7) . . . . ? C10 N1 C2 C3 170.4(7) . . . . ? Ir1 N1 C2 C3 0.4(8) . . . . ? C10 N1 C2 C1 -4.9(10) . . . . ? Ir1 N1 C2 C1 -174.9(6) . . . . ? C7 N2 C3 C4 0.0(11) . . . . ? Ir1 N2 C3 C4 178.6(6) . . . . ? C7 N2 C3 C2 -174.9(6) . . . . ? Ir1 N2 C3 C2 3.7(8) . . . . ? N1 C2 C3 C4 -176.8(8) . . . . ? C1 C2 C3 C4 -1.4(13) . . . . ? N1 C2 C3 N2 -2.5(9) . . . . ? C1 C2 C3 N2 172.9(7) . . . . ? N2 C3 C4 C5 -0.9(11) . . . . ? C2 C3 C4 C5 173.0(8) . . . . ? C3 C4 C5 C6 0.9(12) . . . . ? C3 N2 C7 C6 0.9(11) . . . . ? Ir1 N2 C7 C6 -177.7(6) . . . . ? C3 N2 C7 C8 178.8(6) . . . . ? Ir1 N2 C7 C8 0.2(8) . . . . ? C16 N3 C8 C7 -174.2(6) . . . . ? Ir1 N3 C8 C7 -0.1(8) . . . . ? C16 N3 C8 C9 5.0(11) . . . . ? Ir1 N3 C8 C9 179.1(6) . . . . ? N2 C7 C8 N3 -0.1(9) . . . . ? C6 C7 C8 N3 177.6(8) . . . . ? N2 C7 C8 C9 -179.2(7) . . . . ? C6 C7 C8 C9 -1.5(13) . . . . ? C2 N1 C10 C15 -88.6(8) . . . . ? Ir1 N1 C10 C15 80.1(8) . . . . ? C2 N1 C10 C11 90.9(9) . . . . ? Ir1 N1 C10 C11 -100.3(7) . . . . ? C15 C10 C11 C12 -3.5(10) . . . . ? N1 C10 C11 C12 176.9(7) . . . . ? C15 C10 C11 Cl1 174.5(5) . . . . ? N1 C10 C11 Cl1 -5.1(9) . . . . ? C10 C11 C12 C13 1.2(11) . . . . ? Cl1 C11 C12 C13 -176.9(6) . . . . ? C11 C12 C13 C14 1.9(11) . . . . ? C12 C13 C14 C15 -2.4(12) . . . . ? C13 C14 C15 C10 -0.1(12) . . . . ? C13 C14 C15 Cl2 178.8(6) . . . . ? C11 C10 C15 C14 3.0(10) . . . . ? N1 C10 C15 C14 -177.4(7) . . . . ? C11 C10 C15 Cl2 -175.9(5) . . . . ? N1 C10 C15 Cl2 3.7(9) . . . . ? C8 N3 C16 C21 85.2(9) . . . . ? Ir1 N3 C16 C21 -88.3(8) . . . . ? C8 N3 C16 C17 -101.7(8) . . . . ? Ir1 N3 C16 C17 84.9(8) . . . . ? C21 C16 C17 C18 -1.2(11) . . . . ? N3 C16 C17 C18 -174.5(7) . . . . ? C21 C16 C17 Cl3 -179.9(6) . . . . ? N3 C16 C17 Cl3 6.7(10) . . . . ? C16 C17 C18 C19 1.2(12) . . . . ? Cl3 C17 C18 C19 179.9(6) . . . . ? C17 C18 C19 C20 -0.3(12) . . . . ? C18 C19 C20 C21 -0.5(12) . . . . ? C17 C16 C21 C20 0.4(11) . . . . ? N3 C16 C21 C20 173.8(7) . . . . ? C17 C16 C21 Cl4 179.1(6) . . . . ? N3 C16 C21 Cl4 -7.5(10) . . . . ? C19 C20 C21 C16 0.4(12) . . . . ? C19 C20 C21 Cl4 -178.3(6) . . . . ? N4 Si1 C22 C27 -149.4(6) . . . . ? C28 Si1 C22 C27 94.0(7) . . . . ? C34 Si1 C22 C27 -22.9(7) . . . . ? N4 Si1 C22 C23 35.3(6) . . . . ? C28 Si1 C22 C23 -81.3(6) . . . . ? C34 Si1 C22 C23 161.9(5) . . . . ? C27 C22 C23 C24 -0.4(11) . . . . ? Si1 C22 C23 C24 175.3(6) . . . . ? C22 C23 C24 C25 0.5(11) . . . . ? C23 C24 C25 C26 -0.8(11) . . . . ? C24 C25 C26 C27 1.1(12) . . . . ? C23 C22 C27 C26 0.6(11) . . . . ? Si1 C22 C27 C26 -174.6(6) . . . . ? C25 C26 C27 C22 -1.0(12) . . . . ? N4 Si1 C28 C29 -146.6(6) . . . . ? C22 Si1 C28 C29 -26.4(7) . . . . ? C34 Si1 C28 C29 95.8(7) . . . . ? N4 Si1 C28 C33 33.2(7) . . . . ? C22 Si1 C28 C33 153.4(6) . . . . ? C34 Si1 C28 C33 -84.3(7) . . . . ? C33 C28 C29 C30 -1.1(12) . . . . ? Si1 C28 C29 C30 178.7(6) . . . . ? C28 C29 C30 C31 -0.1(12) . . . . ? C29 C30 C31 C32 0.9(13) . . . . ? C30 C31 C32 C33 -0.4(14) . . . . ? C31 C32 C33 C28 -0.9(15) . . . . ? C29 C28 C33 C32 1.6(13) . . . . ? Si1 C28 C33 C32 -178.2(7) . . . . ? N4 Si1 C34 C35 171.7(6) . . . . ? C22 Si1 C34 C35 44.0(7) . . . . ? C28 Si1 C34 C35 -73.2(7) . . . . ? N4 Si1 C34 C39 -14.5(6) . . . . ? C22 Si1 C34 C39 -142.1(5) . . . . ? C28 Si1 C34 C39 100.7(6) . . . . ? C35 C36 C37 C38 -0.2(13) . . . . ? N2 C7 C6 C5 -0.9(11) . . . . ? C8 C7 C6 C5 -178.4(8) . . . . ? C4 C5 C6 C7 0.0(12) . . . . ? C39 C34 C35 C36 1.9(11) . . . . ? Si1 C34 C35 C36 175.7(6) . . . . ? C37 C36 C35 C34 -1.5(12) . . . . ? C36 C37 C38 C39 1.4(13) . . . . ? C37 C38 C39 C34 -1.0(12) . . . . ? C35 C34 C39 C38 -0.6(11) . . . . ? Si1 C34 C39 C38 -174.8(6) . . . . ? C43 O1 C42 C41 173.9(10) . . . . ? C42 O1 C43 C44 -168.7(10) . . . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 3.855 _refine_diff_density_min -2.239 _refine_diff_density_rms 0.189 # start Validation Reply Form _vrf_PLAT029_I ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.93 RESPONSE: The low completeness occasionally occurs in spacegroups with low symmetry (e.g. P-1) ; # end Validation Reply Form