# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H15 N2 Fe, B F4' _chemical_formula_sum 'C13 H15 B F4 Fe N2' _chemical_formula_weight 341.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 10.1257(10) _cell_length_b 13.5984(14) _cell_length_c 20.253(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2788.7(5) _cell_formula_units_Z 8 _cell_measurement_temperature 233(2) _cell_measurement_reflns_used 29919 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description prisms _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 1.119 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.782 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ; Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 233(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku SCX-Mini with Mercury CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27892 _diffrn_reflns_av_R_equivalents 0.0497 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3187 _reflns_number_gt 2285 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material 'XL SHELXTL/PC, Siemens Analytical' _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 tetrafluoroborate anion was disordered about two orientations. The disorder was modeled by assigning the variable x to the site occupancy factors for one component of the disorder consisting of atoms, B1, F1, F2, F3 and F4. The variable (1-x) was assigned to the atoms of the alternate component consisting of atoms, B1a, F1a, F2a, F3a and F4a. A common isotropic displacment parameter was refined for the fluorine atoms and a second isotropic displacement parameter was refined for B1 and B1a. While refining x, the geometry of the two anions was restrained to be approximately equal. In this way, the site occupancy factor for atoms, B1, F1, F2, F3 and F4 refined to 60(2)%. The atoms of the anion were refined anisotropically with their displacement parameters restrained to be approximately isotropic. Geometric restraints were applied throughout the refinement process. ; _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^)+(0.0458P)^2^+3.5649P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3187 _refine_ls_number_parameters 240 _refine_ls_number_restraints 196 _refine_ls_R_factor_all 0.0623 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.0994 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.041 _refine_ls_shift/su_mean 0.004 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 C1 C 0.5129(3) 0.1768(2) 0.65633(15) 0.0334(7) Uani 1 1 d . . . H1 H 0.5857 0.1756 0.6851 0.040 Uiso 1 1 calc R . . C2 C 0.5315(4) 0.3509(3) 0.6722(2) 0.0593(11) Uani 1 1 d . . . H2A H 0.6179 0.3324 0.6888 0.089 Uiso 1 1 calc R . . H2B H 0.4773 0.3745 0.7084 0.089 Uiso 1 1 calc R . . H2C H 0.5412 0.4025 0.6395 0.089 Uiso 1 1 calc R . . C3 C 0.5364(4) 0.0023(3) 0.66227(19) 0.0511(9) Uani 1 1 d . . . H3A H 0.6062 0.0214 0.6924 0.077 Uiso 1 1 calc R . . H3B H 0.5738 -0.0348 0.6259 0.077 Uiso 1 1 calc R . . H3C H 0.4725 -0.0381 0.6855 0.077 Uiso 1 1 calc R . . C4 C 0.3533(3) 0.2850(2) 0.60335(15) 0.0317(6) Uani 1 1 d . . . C5 C 0.2221(3) 0.2875(2) 0.62755(16) 0.0351(7) Uani 1 1 d . . . H5 H 0.1958 0.2798 0.6718 0.042 Uiso 1 1 calc R . . C6 C 0.1382(3) 0.3038(2) 0.57291(17) 0.0393(8) Uani 1 1 d . . . H6 H 0.0456 0.3075 0.5743 0.047 Uiso 1 1 calc R . . C7 C 0.2171(4) 0.3135(2) 0.51613(17) 0.0403(8) Uani 1 1 d . . . H7 H 0.1856 0.3248 0.4731 0.048 Uiso 1 1 calc R . . C8 C 0.3509(4) 0.3037(2) 0.53397(15) 0.0361(7) Uani 1 1 d . . . H8 H 0.4243 0.3085 0.5057 0.043 Uiso 1 1 calc R . . C9 C 0.3594(3) 0.07336(19) 0.59506(14) 0.0290(6) Uani 1 1 d . . . C10 C 0.2269(3) 0.0600(2) 0.61667(16) 0.0341(7) Uani 1 1 d . . . H10 H 0.1977 0.0571 0.6607 0.041 Uiso 1 1 calc R . . C11 C 0.1480(3) 0.0520(2) 0.55988(17) 0.0390(7) Uani 1 1 d . . . H11 H 0.0557 0.0442 0.5594 0.047 Uiso 1 1 calc R . . C12 C 0.2294(3) 0.0575(2) 0.50412(17) 0.0395(8) Uani 1 1 d . . . H12 H 0.2009 0.0535 0.4600 0.047 Uiso 1 1 calc R . . C13 C 0.3617(3) 0.0699(2) 0.52498(15) 0.0331(7) Uani 1 1 d . . . H13 H 0.4365 0.0750 0.4977 0.040 Uiso 1 1 calc R . . N1 N 0.4681(3) 0.26482(18) 0.64173(12) 0.0344(6) Uani 1 1 d . . . N2 N 0.4709(3) 0.09060(18) 0.63658(12) 0.0324(6) Uani 1 1 d . . . Fe1 Fe 0.25237(4) 0.18101(3) 0.560794(19) 0.02704(15) Uani 1 1 d . . . B1 B 0.3671(6) 0.1643(5) 0.8189(4) 0.055(2) Uani 0.60 1 d PDU A 1 F1 F 0.2856(7) 0.1515(8) 0.7674(4) 0.115(4) Uani 0.60 1 d PDU A 1 F2 F 0.3445(8) 0.0940(5) 0.8646(4) 0.109(3) Uani 0.60 1 d PDU A 1 F3 F 0.3436(7) 0.2517(5) 0.8486(4) 0.140(3) Uani 0.60 1 d PDU A 1 F4 F 0.4941(4) 0.1612(6) 0.7981(2) 0.088(2) Uani 0.60 1 d PDU A 1 B1A B 0.3756(9) 0.1654(7) 0.8108(4) 0.056(4) Uani 0.40 1 d PDU B 2 F1A F 0.2784(10) 0.1643(9) 0.7659(5) 0.087(5) Uani 0.40 1 d PDU B 2 F2A F 0.3260(10) 0.1537(10) 0.8719(4) 0.103(4) Uani 0.40 1 d PDU B 2 F3A F 0.4390(14) 0.2524(7) 0.8065(6) 0.150(4) Uani 0.40 1 d PDU B 2 F4A F 0.4647(11) 0.0940(8) 0.7989(5) 0.132(5) Uani 0.40 1 d PDU B 2 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 C1 0.0291(15) 0.0397(17) 0.0313(15) -0.0014(13) -0.0003(12) -0.0011(13) C2 0.062(2) 0.042(2) 0.074(3) -0.0162(19) -0.020(2) -0.0115(18) C3 0.056(2) 0.0399(19) 0.057(2) 0.0070(16) -0.0175(19) 0.0111(17) C4 0.0391(17) 0.0217(13) 0.0342(15) -0.0043(12) 0.0008(14) 0.0013(12) C5 0.0410(19) 0.0297(15) 0.0347(16) -0.0084(13) 0.0011(13) 0.0070(13) C6 0.0398(18) 0.0291(16) 0.0489(19) -0.0040(13) -0.0069(15) 0.0123(13) C7 0.058(2) 0.0253(15) 0.0377(17) 0.0032(13) -0.0081(15) 0.0061(14) C8 0.0494(19) 0.0239(14) 0.0351(16) 0.0018(12) 0.0039(15) -0.0036(13) C9 0.0322(16) 0.0227(13) 0.0320(15) 0.0020(11) -0.0018(13) 0.0030(11) C10 0.038(2) 0.0261(15) 0.0382(16) 0.0078(12) 0.0040(13) -0.0024(12) C11 0.0368(17) 0.0273(15) 0.053(2) 0.0015(14) -0.0079(16) -0.0042(13) C12 0.054(2) 0.0255(15) 0.0393(17) -0.0071(13) -0.0137(15) 0.0023(14) C13 0.0410(18) 0.0245(14) 0.0339(16) -0.0040(12) 0.0011(14) 0.0063(12) N1 0.0330(14) 0.0322(14) 0.0381(14) -0.0046(11) -0.0054(12) -0.0033(11) N2 0.0320(14) 0.0312(13) 0.0339(13) 0.0019(11) -0.0051(11) 0.0028(11) Fe1 0.0317(2) 0.0217(2) 0.0277(2) -0.00023(16) -0.00083(18) 0.00223(17) B1 0.030(4) 0.092(5) 0.042(4) 0.002(4) 0.002(3) 0.002(4) F1 0.047(5) 0.257(9) 0.043(5) -0.018(5) -0.006(4) -0.033(5) F2 0.113(5) 0.123(5) 0.093(5) 0.046(4) -0.014(4) -0.011(5) F3 0.125(5) 0.116(5) 0.179(7) -0.042(5) -0.024(5) 0.021(5) F4 0.0234(19) 0.188(7) 0.053(2) -0.006(4) 0.0000(17) 0.003(3) B1A 0.040(6) 0.093(7) 0.035(5) -0.001(5) 0.004(5) 0.002(6) F1A 0.034(6) 0.177(9) 0.050(7) 0.040(6) 0.001(5) 0.034(6) F2A 0.081(5) 0.202(11) 0.025(3) 0.000(6) 0.016(3) -0.002(8) F3A 0.173(9) 0.133(8) 0.145(8) 0.003(7) -0.030(7) -0.055(8) F4A 0.132(9) 0.144(9) 0.120(7) -0.013(7) -0.034(7) 0.078(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 C1 N2 1.310(4) . ? C1 N1 1.313(4) . ? C1 H1 0.9400 . ? C2 N1 1.471(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C2 H2C 0.9700 . ? C3 N2 1.467(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? C4 C5 1.416(4) . ? C4 N1 1.425(4) . ? C4 C8 1.428(4) . ? C4 Fe1 1.946(3) . ? C5 C6 1.413(5) . ? C5 Fe1 2.005(3) . ? C5 H5 0.9400 . ? C6 C7 1.407(5) . ? C6 Fe1 2.045(3) . ? C6 H6 0.9400 . ? C7 C8 1.408(5) . ? C7 Fe1 2.048(3) . ? C7 H7 0.9400 . ? C8 Fe1 2.019(3) . ? C8 H8 0.9400 . ? C9 C13 1.420(4) . ? C9 C10 1.423(4) . ? C9 N2 1.427(4) . ? C9 Fe1 1.949(3) . ? C10 C11 1.405(4) . ? C10 Fe1 2.013(3) . ? C10 H10 0.9400 . ? C11 C12 1.401(5) . ? C11 Fe1 2.048(3) . ? C11 H11 0.9400 . ? C12 C13 1.414(5) . ? C12 Fe1 2.048(3) . ? C12 H12 0.9400 . ? C13 Fe1 2.008(3) . ? C13 H13 0.9400 . ? B1 F1 1.342(6) . ? B1 F2 1.349(7) . ? B1 F3 1.353(7) . ? B1 F4 1.353(6) . ? B1A F1A 1.341(7) . ? B1A F2A 1.345(7) . ? B1A F4A 1.347(7) . ? B1A F3A 1.348(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 N1 129.4(3) . . ? N2 C1 H1 115.3 . . ? N1 C1 H1 115.3 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 N1 125.5(3) . . ? C5 C4 C8 108.7(3) . . ? N1 C4 C8 125.8(3) . . ? C5 C4 Fe1 71.24(18) . . ? N1 C4 Fe1 122.0(2) . . ? C8 C4 Fe1 71.63(17) . . ? C6 C5 C4 107.3(3) . . ? C6 C5 Fe1 71.14(18) . . ? C4 C5 Fe1 66.79(16) . . ? C6 C5 H5 126.4 . . ? C4 C5 H5 126.4 . . ? Fe1 C5 H5 127.2 . . ? C7 C6 C5 108.3(3) . . ? C7 C6 Fe1 69.99(18) . . ? C5 C6 Fe1 68.06(17) . . ? C7 C6 H6 125.9 . . ? C5 C6 H6 125.9 . . ? Fe1 C6 H6 127.7 . . ? C6 C7 C8 109.1(3) . . ? C6 C7 Fe1 69.81(18) . . ? C8 C7 Fe1 68.63(17) . . ? C6 C7 H7 125.4 . . ? C8 C7 H7 125.4 . . ? Fe1 C7 H7 127.7 . . ? C7 C8 C4 106.6(3) . . ? C7 C8 Fe1 70.85(19) . . ? C4 C8 Fe1 66.19(16) . . ? C7 C8 H8 126.7 . . ? C4 C8 H8 126.7 . . ? Fe1 C8 H8 127.7 . . ? C13 C9 C10 108.6(3) . . ? C13 C9 N2 125.5(3) . . ? C10 C9 N2 125.9(3) . . ? C13 C9 Fe1 71.20(16) . . ? C10 C9 Fe1 71.40(16) . . ? N2 C9 Fe1 121.76(19) . . ? C11 C10 C9 107.1(3) . . ? C11 C10 Fe1 71.11(18) . . ? C9 C10 Fe1 66.56(15) . . ? C11 C10 H10 126.4 . . ? C9 C10 H10 126.4 . . ? Fe1 C10 H10 127.4 . . ? C12 C11 C10 108.7(3) . . ? C12 C11 Fe1 69.97(18) . . ? C10 C11 Fe1 68.43(17) . . ? C12 C11 H11 125.7 . . ? C10 C11 H11 125.7 . . ? Fe1 C11 H11 127.5 . . ? C11 C12 C13 108.9(3) . . ? C11 C12 Fe1 70.04(18) . . ? C13 C12 Fe1 68.10(16) . . ? C11 C12 H12 125.6 . . ? C13 C12 H12 125.6 . . ? Fe1 C12 H12 127.9 . . ? C12 C13 C9 106.7(3) . . ? C12 C13 Fe1 71.10(17) . . ? C9 C13 Fe1 66.76(16) . . ? C12 C13 H13 126.7 . . ? C9 C13 H13 126.7 . . ? Fe1 C13 H13 127.0 . . ? C1 N1 C4 125.5(2) . . ? C1 N1 C2 118.7(3) . . ? C4 N1 C2 115.6(3) . . ? C1 N2 C9 125.7(3) . . ? C1 N2 C3 118.5(3) . . ? C9 N2 C3 115.6(3) . . ? C4 Fe1 C9 95.52(12) . . ? C4 Fe1 C5 41.97(13) . . ? C9 Fe1 C5 112.79(13) . . ? C4 Fe1 C13 114.67(13) . . ? C9 Fe1 C13 42.04(12) . . ? C5 Fe1 C13 150.60(13) . . ? C4 Fe1 C10 114.34(13) . . ? C9 Fe1 C10 42.04(12) . . ? C5 Fe1 C10 101.06(14) . . ? C13 Fe1 C10 70.06(13) . . ? C4 Fe1 C8 42.18(13) . . ? C9 Fe1 C8 116.21(13) . . ? C5 Fe1 C8 70.12(13) . . ? C13 Fe1 C8 104.60(13) . . ? C10 Fe1 C8 152.87(13) . . ? C4 Fe1 C6 69.53(13) . . ? C9 Fe1 C6 152.19(13) . . ? C5 Fe1 C6 40.81(13) . . ? C13 Fe1 C6 165.64(13) . . ? C10 Fe1 C6 121.82(14) . . ? C8 Fe1 C6 68.71(14) . . ? C4 Fe1 C12 154.69(14) . . ? C9 Fe1 C12 69.30(13) . . ? C5 Fe1 C12 162.42(14) . . ? C13 Fe1 C12 40.80(13) . . ? C10 Fe1 C12 68.30(14) . . ? C8 Fe1 C12 125.68(14) . . ? C6 Fe1 C12 132.28(13) . . ? C4 Fe1 C7 69.36(13) . . ? C9 Fe1 C7 156.22(14) . . ? C5 Fe1 C7 68.62(13) . . ? C13 Fe1 C7 126.75(13) . . ? C10 Fe1 C7 160.93(14) . . ? C8 Fe1 C7 40.52(14) . . ? C6 Fe1 C7 40.20(14) . . ? C12 Fe1 C7 117.04(13) . . ? C4 Fe1 C11 153.82(13) . . ? C9 Fe1 C11 69.33(13) . . ? C5 Fe1 C11 123.09(14) . . ? C13 Fe1 C11 68.72(14) . . ? C10 Fe1 C11 40.46(13) . . ? C8 Fe1 C11 163.87(13) . . ? C6 Fe1 C11 114.11(14) . . ? C12 Fe1 C11 39.99(13) . . ? C7 Fe1 C11 131.29(14) . . ? F1 B1 F2 109.7(6) . . ? F1 B1 F3 110.5(6) . . ? F2 B1 F3 106.8(6) . . ? F1 B1 F4 109.8(6) . . ? F2 B1 F4 110.7(6) . . ? F3 B1 F4 109.4(6) . . ? F1A B1A F2A 110.4(7) . . ? F1A B1A F4A 111.2(7) . . ? F2A B1A F4A 109.3(7) . . ? F1A B1A F3A 108.3(7) . . ? F2A B1A F3A 110.0(7) . . ? F4A B1A F3A 107.6(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C4 C5 C6 -176.3(3) . . . . ? C8 C4 C5 C6 2.3(3) . . . . ? Fe1 C4 C5 C6 -59.9(2) . . . . ? N1 C4 C5 Fe1 -116.4(3) . . . . ? C8 C4 C5 Fe1 62.2(2) . . . . ? C4 C5 C6 C7 -1.4(3) . . . . ? Fe1 C5 C6 C7 -58.6(2) . . . . ? C4 C5 C6 Fe1 57.2(2) . . . . ? C5 C6 C7 C8 0.0(4) . . . . ? Fe1 C6 C7 C8 -57.4(2) . . . . ? C5 C6 C7 Fe1 57.4(2) . . . . ? C6 C7 C8 C4 1.4(3) . . . . ? Fe1 C7 C8 C4 -56.69(19) . . . . ? C6 C7 C8 Fe1 58.1(2) . . . . ? C5 C4 C8 C7 -2.3(3) . . . . ? N1 C4 C8 C7 176.3(3) . . . . ? Fe1 C4 C8 C7 59.6(2) . . . . ? C5 C4 C8 Fe1 -62.0(2) . . . . ? N1 C4 C8 Fe1 116.7(3) . . . . ? C13 C9 C10 C11 -2.1(3) . . . . ? N2 C9 C10 C11 176.0(3) . . . . ? Fe1 C9 C10 C11 59.8(2) . . . . ? C13 C9 C10 Fe1 -61.86(19) . . . . ? N2 C9 C10 Fe1 116.2(3) . . . . ? C9 C10 C11 C12 1.6(3) . . . . ? Fe1 C10 C11 C12 58.5(2) . . . . ? C9 C10 C11 Fe1 -56.93(19) . . . . ? C10 C11 C12 C13 -0.5(3) . . . . ? Fe1 C11 C12 C13 57.1(2) . . . . ? C10 C11 C12 Fe1 -57.6(2) . . . . ? C11 C12 C13 C9 -0.8(3) . . . . ? Fe1 C12 C13 C9 57.45(19) . . . . ? C11 C12 C13 Fe1 -58.2(2) . . . . ? C10 C9 C13 C12 1.8(3) . . . . ? N2 C9 C13 C12 -176.3(3) . . . . ? Fe1 C9 C13 C12 -60.2(2) . . . . ? C10 C9 C13 Fe1 62.0(2) . . . . ? N2 C9 C13 Fe1 -116.1(3) . . . . ? N2 C1 N1 C4 5.0(5) . . . . ? N2 C1 N1 C2 178.4(3) . . . . ? C5 C4 N1 C1 84.0(4) . . . . ? C8 C4 N1 C1 -94.4(4) . . . . ? Fe1 C4 N1 C1 -4.8(4) . . . . ? C5 C4 N1 C2 -89.6(4) . . . . ? C8 C4 N1 C2 92.1(4) . . . . ? Fe1 C4 N1 C2 -178.4(3) . . . . ? N1 C1 N2 C9 -2.6(5) . . . . ? N1 C1 N2 C3 -178.0(3) . . . . ? C13 C9 N2 C1 89.1(4) . . . . ? C10 C9 N2 C1 -88.7(4) . . . . ? Fe1 C9 N2 C1 0.5(4) . . . . ? C13 C9 N2 C3 -95.4(4) . . . . ? C10 C9 N2 C3 86.8(4) . . . . ? Fe1 C9 N2 C3 175.9(2) . . . . ? C5 C4 Fe1 C9 -118.33(19) . . . . ? N1 C4 Fe1 C9 2.4(3) . . . . ? C8 C4 Fe1 C9 123.66(19) . . . . ? N1 C4 Fe1 C5 120.7(3) . . . . ? C8 C4 Fe1 C5 -118.0(3) . . . . ? C5 C4 Fe1 C13 -157.37(18) . . . . ? N1 C4 Fe1 C13 -36.6(3) . . . . ? C8 C4 Fe1 C13 84.6(2) . . . . ? C5 C4 Fe1 C10 -79.2(2) . . . . ? N1 C4 Fe1 C10 41.6(3) . . . . ? C8 C4 Fe1 C10 162.83(19) . . . . ? C5 C4 Fe1 C8 118.0(3) . . . . ? N1 C4 Fe1 C8 -121.2(3) . . . . ? C5 C4 Fe1 C6 37.52(19) . . . . ? N1 C4 Fe1 C6 158.3(3) . . . . ? C8 C4 Fe1 C6 -80.5(2) . . . . ? C5 C4 Fe1 C12 -169.6(3) . . . . ? N1 C4 Fe1 C12 -48.8(4) . . . . ? C8 C4 Fe1 C12 72.4(3) . . . . ? C5 C4 Fe1 C7 80.6(2) . . . . ? N1 C4 Fe1 C7 -158.7(3) . . . . ? C8 C4 Fe1 C7 -37.43(19) . . . . ? C5 C4 Fe1 C11 -65.7(4) . . . . ? N1 C4 Fe1 C11 55.0(4) . . . . ? C8 C4 Fe1 C11 176.3(3) . . . . ? C13 C9 Fe1 C4 -121.26(19) . . . . ? C10 C9 Fe1 C4 120.74(19) . . . . ? N2 C9 Fe1 C4 -0.5(3) . . . . ? C13 C9 Fe1 C5 -160.94(19) . . . . ? C10 C9 Fe1 C5 81.1(2) . . . . ? N2 C9 Fe1 C5 -40.2(3) . . . . ? C10 C9 Fe1 C13 -118.0(3) . . . . ? N2 C9 Fe1 C13 120.8(3) . . . . ? C13 C9 Fe1 C10 118.0(3) . . . . ? N2 C9 Fe1 C10 -121.2(3) . . . . ? C13 C9 Fe1 C8 -82.7(2) . . . . ? C10 C9 Fe1 C8 159.28(18) . . . . ? N2 C9 Fe1 C8 38.0(3) . . . . ? C13 C9 Fe1 C6 -176.5(3) . . . . ? C10 C9 Fe1 C6 65.5(3) . . . . ? N2 C9 Fe1 C6 -55.7(4) . . . . ? C13 C9 Fe1 C12 37.87(19) . . . . ? C10 C9 Fe1 C12 -80.1(2) . . . . ? N2 C9 Fe1 C12 158.6(3) . . . . ? C13 C9 Fe1 C7 -72.5(4) . . . . ? C10 C9 Fe1 C7 169.5(3) . . . . ? N2 C9 Fe1 C7 48.3(4) . . . . ? C13 C9 Fe1 C11 80.7(2) . . . . ? C10 C9 Fe1 C11 -37.26(19) . . . . ? N2 C9 Fe1 C11 -158.5(3) . . . . ? C6 C5 Fe1 C4 119.2(3) . . . . ? C6 C5 Fe1 C9 -168.95(19) . . . . ? C4 C5 Fe1 C9 71.9(2) . . . . ? C6 C5 Fe1 C13 164.6(3) . . . . ? C4 C5 Fe1 C13 45.4(3) . . . . ? C6 C5 Fe1 C10 -126.6(2) . . . . ? C4 C5 Fe1 C10 114.25(19) . . . . ? C6 C5 Fe1 C8 80.1(2) . . . . ? C4 C5 Fe1 C8 -39.07(18) . . . . ? C4 C5 Fe1 C6 -119.2(3) . . . . ? C6 C5 Fe1 C12 -75.7(5) . . . . ? C4 C5 Fe1 C12 165.1(4) . . . . ? C6 C5 Fe1 C7 36.7(2) . . . . ? C4 C5 Fe1 C7 -82.5(2) . . . . ? C6 C5 Fe1 C11 -89.5(2) . . . . ? C4 C5 Fe1 C11 151.32(18) . . . . ? C12 C13 Fe1 C4 -172.05(19) . . . . ? C9 C13 Fe1 C4 69.4(2) . . . . ? C12 C13 Fe1 C9 118.5(3) . . . . ? C12 C13 Fe1 C5 156.3(3) . . . . ? C9 C13 Fe1 C5 37.8(3) . . . . ? C12 C13 Fe1 C10 79.5(2) . . . . ? C9 C13 Fe1 C10 -38.97(18) . . . . ? C12 C13 Fe1 C8 -128.4(2) . . . . ? C9 C13 Fe1 C8 113.13(19) . . . . ? C12 C13 Fe1 C6 -68.1(6) . . . . ? C9 C13 Fe1 C6 173.4(5) . . . . ? C9 C13 Fe1 C12 -118.5(3) . . . . ? C12 C13 Fe1 C7 -90.2(2) . . . . ? C9 C13 Fe1 C7 151.32(19) . . . . ? C12 C13 Fe1 C11 36.19(19) . . . . ? C9 C13 Fe1 C11 -82.31(19) . . . . ? C11 C10 Fe1 C4 170.91(19) . . . . ? C9 C10 Fe1 C4 -69.9(2) . . . . ? C11 C10 Fe1 C9 -119.2(3) . . . . ? C11 C10 Fe1 C5 128.9(2) . . . . ? C9 C10 Fe1 C5 -111.88(18) . . . . ? C11 C10 Fe1 C13 -80.2(2) . . . . ? C9 C10 Fe1 C13 38.98(18) . . . . ? C11 C10 Fe1 C8 -163.3(3) . . . . ? C9 C10 Fe1 C8 -44.1(4) . . . . ? C11 C10 Fe1 C6 90.8(2) . . . . ? C9 C10 Fe1 C6 -150.03(18) . . . . ? C11 C10 Fe1 C12 -36.5(2) . . . . ? C9 C10 Fe1 C12 82.7(2) . . . . ? C11 C10 Fe1 C7 73.8(5) . . . . ? C9 C10 Fe1 C7 -167.0(4) . . . . ? C9 C10 Fe1 C11 119.2(3) . . . . ? C7 C8 Fe1 C4 -118.9(3) . . . . ? C7 C8 Fe1 C9 173.66(19) . . . . ? C4 C8 Fe1 C9 -67.4(2) . . . . ? C7 C8 Fe1 C5 -80.0(2) . . . . ? C4 C8 Fe1 C5 38.88(18) . . . . ? C7 C8 Fe1 C13 130.3(2) . . . . ? C4 C8 Fe1 C13 -110.79(19) . . . . ? C7 C8 Fe1 C10 -155.0(3) . . . . ? C4 C8 Fe1 C10 -36.1(4) . . . . ? C7 C8 Fe1 C6 -36.31(19) . . . . ? C4 C8 Fe1 C6 82.6(2) . . . . ? C7 C8 Fe1 C12 91.2(2) . . . . ? C4 C8 Fe1 C12 -149.89(19) . . . . ? C4 C8 Fe1 C7 118.9(3) . . . . ? C7 C8 Fe1 C11 67.0(5) . . . . ? C4 C8 Fe1 C11 -174.1(4) . . . . ? C7 C6 Fe1 C4 81.9(2) . . . . ? C5 C6 Fe1 C4 -38.6(2) . . . . ? C7 C6 Fe1 C9 142.7(3) . . . . ? C5 C6 Fe1 C9 22.3(4) . . . . ? C7 C6 Fe1 C5 120.4(3) . . . . ? C7 C6 Fe1 C13 -27.9(6) . . . . ? C5 C6 Fe1 C13 -148.3(5) . . . . ? C7 C6 Fe1 C10 -171.49(19) . . . . ? C5 C6 Fe1 C10 68.1(2) . . . . ? C7 C6 Fe1 C8 36.6(2) . . . . ? C5 C6 Fe1 C8 -83.8(2) . . . . ? C7 C6 Fe1 C12 -82.9(3) . . . . ? C5 C6 Fe1 C12 156.7(2) . . . . ? C5 C6 Fe1 C7 -120.4(3) . . . . ? C7 C6 Fe1 C11 -126.2(2) . . . . ? C5 C6 Fe1 C11 113.4(2) . . . . ? C11 C12 Fe1 C4 138.2(3) . . . . ? C13 C12 Fe1 C4 17.1(4) . . . . ? C11 C12 Fe1 C9 82.1(2) . . . . ? C13 C12 Fe1 C9 -38.98(18) . . . . ? C11 C12 Fe1 C5 -18.2(5) . . . . ? C13 C12 Fe1 C5 -139.3(4) . . . . ? C11 C12 Fe1 C13 121.1(3) . . . . ? C11 C12 Fe1 C10 36.90(19) . . . . ? C13 C12 Fe1 C10 -84.2(2) . . . . ? C11 C12 Fe1 C8 -169.80(19) . . . . ? C13 C12 Fe1 C8 69.1(2) . . . . ? C11 C12 Fe1 C6 -77.0(3) . . . . ? C13 C12 Fe1 C6 161.9(2) . . . . ? C11 C12 Fe1 C7 -123.0(2) . . . . ? C13 C12 Fe1 C7 115.9(2) . . . . ? C13 C12 Fe1 C11 -121.1(3) . . . . ? C6 C7 Fe1 C4 -82.3(2) . . . . ? C8 C7 Fe1 C4 38.91(19) . . . . ? C6 C7 Fe1 C9 -135.5(3) . . . . ? C8 C7 Fe1 C9 -14.2(4) . . . . ? C6 C7 Fe1 C5 -37.24(19) . . . . ? C8 C7 Fe1 C5 84.0(2) . . . . ? C6 C7 Fe1 C13 171.68(19) . . . . ? C8 C7 Fe1 C13 -67.1(2) . . . . ? C6 C7 Fe1 C10 22.6(5) . . . . ? C8 C7 Fe1 C10 143.9(4) . . . . ? C6 C7 Fe1 C8 -121.3(3) . . . . ? C8 C7 Fe1 C6 121.3(3) . . . . ? C6 C7 Fe1 C12 124.5(2) . . . . ? C8 C7 Fe1 C12 -114.2(2) . . . . ? C6 C7 Fe1 C11 78.6(2) . . . . ? C8 C7 Fe1 C11 -160.1(2) . . . . ? C12 C11 Fe1 C4 -139.8(3) . . . . ? C10 C11 Fe1 C4 -19.0(4) . . . . ? C12 C11 Fe1 C9 -82.1(2) . . . . ? C10 C11 Fe1 C9 38.66(18) . . . . ? C12 C11 Fe1 C5 173.55(19) . . . . ? C10 C11 Fe1 C5 -65.7(2) . . . . ? C12 C11 Fe1 C13 -36.89(18) . . . . ? C10 C11 Fe1 C13 83.8(2) . . . . ? C12 C11 Fe1 C10 -120.7(3) . . . . ? C12 C11 Fe1 C8 31.2(6) . . . . ? C10 C11 Fe1 C8 151.9(4) . . . . ? C12 C11 Fe1 C6 127.8(2) . . . . ? C10 C11 Fe1 C6 -111.4(2) . . . . ? C10 C11 Fe1 C12 120.7(3) . . . . ? C12 C11 Fe1 C7 83.9(2) . . . . ? C10 C11 Fe1 C7 -155.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.521 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.060 _database_code_depnum_ccdc_archive 'CCDC 938913' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_13 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H14 N2, C8 H12, Cl, Fe, Ir' _chemical_formula_sum 'C21 H26 Cl Fe Ir N2' _chemical_formula_weight 589.94 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' Fe Fe 0.3463 0.8444 '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 I2/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 22.976(4) _cell_length_b 6.4866(10) _cell_length_c 26.186(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.263(3) _cell_angle_gamma 90.00 _cell_volume 3891.9(12) _cell_formula_units_Z 8 _cell_measurement_temperature 233(2) _cell_measurement_reflns_used 20085 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description plates _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.014 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2288 _exptl_absorpt_coefficient_mu 7.722 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.29 _exptl_absorpt_correction_T_max 0.73 _exptl_absorpt_process_details ; Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 233(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku SCX-Mini with Mecury CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19094 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0240 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 27.44 _reflns_number_total 4427 _reflns_number_gt 4043 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material 'XL SHELXTL/PC, Siemens Analytical' _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^)+(0.0177P)^2^+5.3140P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.000102(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4427 _refine_ls_number_parameters 238 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0213 _refine_ls_R_factor_gt 0.0182 _refine_ls_wR_factor_ref 0.0443 _refine_ls_wR_factor_gt 0.0431 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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 0.463333(4) 0.088744(14) 0.123209(4) 0.02094(5) Uani 1 1 d . . . Fe1 Fe 0.683465(16) 0.42559(6) 0.125730(14) 0.02169(9) Uani 1 1 d . . . Cl1 Cl 0.51602(3) -0.22267(11) 0.11785(4) 0.0523(2) Uani 1 1 d . . . N1 N 0.56712(9) 0.2746(4) 0.08022(8) 0.0243(5) Uani 1 1 d . . . N2 N 0.57462(9) 0.2694(4) 0.17037(8) 0.0244(5) Uani 1 1 d . . . C1 C 0.54379(10) 0.2324(4) 0.12489(9) 0.0213(5) Uani 1 1 d . . . C2 C 0.53358(13) 0.2302(6) 0.03137(10) 0.0387(7) Uani 1 1 d . . . H2A H 0.4932 0.2025 0.0377 0.058 Uiso 1 1 calc R . . H2B H 0.5501 0.1107 0.0155 0.058 Uiso 1 1 calc R . . H2C H 0.5353 0.3481 0.0088 0.058 Uiso 1 1 calc R . . C3 C 0.55035(13) 0.2103(5) 0.21894(10) 0.0389(7) Uani 1 1 d . . . H3A H 0.5124 0.1471 0.2117 0.058 Uiso 1 1 calc R . . H3B H 0.5464 0.3320 0.2399 0.058 Uiso 1 1 calc R . . H3C H 0.5764 0.1129 0.2371 0.058 Uiso 1 1 calc R . . C4 C 0.62459(12) 0.3474(4) 0.07173(10) 0.0253(6) Uani 1 1 d . . . C5 C 0.67529(13) 0.2220(5) 0.06739(11) 0.0360(7) Uani 1 1 d . . . H5 H 0.6768 0.0774 0.0693 0.043 Uiso 1 1 calc R . . C6 C 0.72293(14) 0.3555(6) 0.05976(12) 0.0387(7) Uani 1 1 d . . . H6 H 0.7618 0.3148 0.0568 0.046 Uiso 1 1 calc R . . C7 C 0.70161(14) 0.5612(5) 0.05735(11) 0.0348(7) Uani 1 1 d . . . H7 H 0.7240 0.6797 0.0523 0.042 Uiso 1 1 calc R . . C8 C 0.64038(13) 0.5580(5) 0.06391(10) 0.0289(6) Uani 1 1 d . . . H8 H 0.6153 0.6725 0.0632 0.035 Uiso 1 1 calc R . . C9 C 0.63196(12) 0.3553(4) 0.17946(9) 0.0247(5) Uani 1 1 d . . . C10 C 0.68473(13) 0.2398(5) 0.18782(11) 0.0346(7) Uani 1 1 d . . . H10 H 0.6878 0.0953 0.1888 0.042 Uiso 1 1 calc R . . C11 C 0.73183(14) 0.3815(5) 0.19441(12) 0.0378(8) Uani 1 1 d . . . H11 H 0.7716 0.3470 0.1995 0.045 Uiso 1 1 calc R . . C12 C 0.70846(14) 0.5846(5) 0.19199(11) 0.0334(7) Uani 1 1 d . . . H12 H 0.7302 0.7072 0.1954 0.040 Uiso 1 1 calc R . . C13 C 0.64667(13) 0.5715(4) 0.18355(10) 0.0279(6) Uani 1 1 d . . . H13 H 0.6204 0.6826 0.1811 0.033 Uiso 1 1 calc R . . C1A C 0.42328(12) 0.3411(4) 0.15749(10) 0.0264(6) Uani 1 1 d . . . H1AA H 0.4604 0.3777 0.1722 0.032 Uiso 1 1 calc R . . C2A C 0.41347(12) 0.3579(4) 0.10398(11) 0.0272(6) Uani 1 1 d . . . H2AA H 0.4449 0.3964 0.0850 0.033 Uiso 1 1 calc R . . C3A C 0.35484(13) 0.3169(5) 0.07531(11) 0.0334(7) Uani 1 1 d . . . H3AA H 0.3499 0.4099 0.0458 0.040 Uiso 1 1 calc R . . H3AB H 0.3237 0.3466 0.0978 0.040 Uiso 1 1 calc R . . C4A C 0.34914(14) 0.0919(4) 0.05655(12) 0.0347(7) Uani 1 1 d . . . H4AA H 0.3079 0.0520 0.0547 0.042 Uiso 1 1 calc R . . H4AB H 0.3624 0.0831 0.0219 0.042 Uiso 1 1 calc R . . C5A C 0.38397(12) -0.0591(4) 0.09096(11) 0.0281(6) Uani 1 1 d . . . H5AA H 0.4075 -0.1550 0.0752 0.034 Uiso 1 1 calc R . . C6A C 0.38369(12) -0.0665(4) 0.14391(11) 0.0278(6) Uani 1 1 d . . . H6AA H 0.4082 -0.1625 0.1617 0.033 Uiso 1 1 calc R . . C7A C 0.34599(14) 0.0714(5) 0.17477(12) 0.0349(7) Uani 1 1 d . . . H7AA H 0.3340 -0.0051 0.2045 0.042 Uiso 1 1 calc R . . H7AB H 0.3107 0.1098 0.1536 0.042 Uiso 1 1 calc R . . C8A C 0.37870(14) 0.2688(5) 0.19329(12) 0.0383(7) Uani 1 1 d . . . H8AA H 0.3502 0.3791 0.1970 0.046 Uiso 1 1 calc R . . H8AB H 0.3985 0.2428 0.2271 0.046 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 0.01559(6) 0.01850(6) 0.02888(7) 0.00006(4) 0.00273(4) -0.00048(4) Fe1 0.01649(18) 0.0262(2) 0.02247(18) -0.00024(15) 0.00192(14) -0.00104(15) Cl1 0.0260(4) 0.0238(3) 0.1071(7) -0.0047(4) 0.0042(4) 0.0052(3) N1 0.0190(11) 0.0339(12) 0.0202(10) -0.0052(9) 0.0014(8) -0.0056(10) N2 0.0212(11) 0.0317(12) 0.0203(10) 0.0045(9) 0.0020(8) -0.0052(10) C1 0.0192(12) 0.0177(12) 0.0269(12) -0.0006(10) 0.0022(10) 0.0001(10) C2 0.0273(15) 0.065(2) 0.0237(13) -0.0113(15) -0.0005(11) -0.0096(15) C3 0.0301(16) 0.060(2) 0.0262(14) 0.0145(14) 0.0015(12) -0.0097(15) C4 0.0221(14) 0.0347(14) 0.0193(12) -0.0041(11) 0.0037(10) -0.0037(12) C5 0.0298(16) 0.0398(17) 0.0392(16) -0.0142(14) 0.0081(12) -0.0014(13) C6 0.0231(15) 0.0575(19) 0.0368(16) -0.0137(15) 0.0105(13) -0.0050(15) C7 0.0293(16) 0.0517(19) 0.0239(14) 0.0055(13) 0.0058(12) -0.0101(14) C8 0.0250(15) 0.0399(16) 0.0216(13) 0.0069(12) 0.0014(11) -0.0042(12) C9 0.0228(14) 0.0329(13) 0.0180(12) 0.0031(11) -0.0003(10) -0.0052(11) C10 0.0289(15) 0.0382(16) 0.0354(15) 0.0136(14) -0.0065(12) -0.0032(14) C11 0.0221(15) 0.055(2) 0.0342(16) 0.0137(14) -0.0081(12) -0.0057(14) C12 0.0339(17) 0.0421(18) 0.0239(14) -0.0033(12) -0.0008(12) -0.0120(13) C13 0.0293(15) 0.0332(15) 0.0217(12) -0.0057(11) 0.0046(11) -0.0032(12) C1A 0.0215(14) 0.0244(13) 0.0335(14) -0.0040(11) 0.0027(11) 0.0020(11) C2A 0.0255(15) 0.0228(12) 0.0337(15) 0.0018(11) 0.0040(12) 0.0042(11) C3A 0.0306(16) 0.0343(16) 0.0343(15) 0.0025(13) -0.0043(12) 0.0057(13) C4A 0.0271(16) 0.0366(17) 0.0390(16) -0.0051(13) -0.0070(13) 0.0001(12) C5A 0.0213(14) 0.0240(13) 0.0395(15) -0.0049(12) 0.0053(12) -0.0033(11) C6A 0.0190(14) 0.0252(13) 0.0392(15) 0.0043(12) 0.0025(11) -0.0047(11) C7A 0.0290(16) 0.0413(17) 0.0360(16) 0.0010(13) 0.0117(13) -0.0072(13) C8A 0.0377(17) 0.0425(17) 0.0364(15) -0.0078(14) 0.0137(13) -0.0023(15) _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 C1 2.068(2) . ? Ir1 C1A 2.111(3) . ? Ir1 C2A 2.128(3) . ? Ir1 C5A 2.175(3) . ? Ir1 C6A 2.192(3) . ? Ir1 Cl1 2.3645(8) . ? Fe1 C4 1.950(3) . ? Fe1 C9 1.958(3) . ? Fe1 C5 2.017(3) . ? Fe1 C10 2.022(3) . ? Fe1 C13 2.023(3) . ? Fe1 C8 2.025(3) . ? Fe1 C6 2.061(3) . ? Fe1 C11 2.062(3) . ? Fe1 C12 2.063(3) . ? Fe1 C7 2.065(3) . ? N1 C1 1.351(3) . ? N1 C4 1.435(3) . ? N1 C2 1.472(3) . ? N2 C1 1.361(3) . ? N2 C9 1.434(3) . ? N2 C3 1.477(3) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C2 H2C 0.9700 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? C4 C5 1.432(4) . ? C4 C8 1.432(4) . ? C5 C6 1.421(4) . ? C5 H5 0.9400 . ? C6 C7 1.421(5) . ? C6 H6 0.9400 . ? C7 C8 1.430(4) . ? C7 H7 0.9400 . ? C8 H8 0.9400 . ? C9 C10 1.428(4) . ? C9 C13 1.445(4) . ? C10 C11 1.421(4) . ? C10 H10 0.9400 . ? C11 C12 1.422(4) . ? C11 H11 0.9400 . ? C12 C13 1.423(4) . ? C12 H12 0.9400 . ? C13 H13 0.9400 . ? C1A C2A 1.407(4) . ? C1A C8A 1.513(4) . ? C1A H1AA 0.9400 . ? C2A C3A 1.516(4) . ? C2A H2AA 0.9400 . ? C3A C4A 1.543(4) . ? C3A H3AA 0.9800 . ? C3A H3AB 0.9800 . ? C4A C5A 1.518(4) . ? C4A H4AA 0.9800 . ? C4A H4AB 0.9800 . ? C5A C6A 1.388(4) . ? C5A H5AA 0.9400 . ? C6A C7A 1.519(4) . ? C6A H6AA 0.9400 . ? C7A C8A 1.544(4) . ? C7A H7AA 0.9800 . ? C7A H7AB 0.9800 . ? C8A H8AA 0.9800 . ? C8A H8AB 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 C1 Ir1 C1A 93.36(10) . . ? C1 Ir1 C2A 95.74(10) . . ? C1A Ir1 C2A 38.76(11) . . ? C1 Ir1 C5A 158.36(10) . . ? C1A Ir1 C5A 97.34(11) . . ? C2A Ir1 C5A 81.31(11) . . ? C1 Ir1 C6A 164.43(10) . . ? C1A Ir1 C6A 81.54(10) . . ? C2A Ir1 C6A 89.47(11) . . ? C5A Ir1 C6A 37.06(11) . . ? C1 Ir1 Cl1 85.73(7) . . ? C1A Ir1 Cl1 158.30(8) . . ? C2A Ir1 Cl1 162.91(8) . . ? C5A Ir1 Cl1 91.04(8) . . ? C6A Ir1 Cl1 93.59(8) . . ? C4 Fe1 C9 92.11(11) . . ? C4 Fe1 C5 42.29(12) . . ? C9 Fe1 C5 111.36(12) . . ? C4 Fe1 C10 113.32(12) . . ? C9 Fe1 C10 42.01(12) . . ? C5 Fe1 C10 102.34(13) . . ? C4 Fe1 C13 111.00(12) . . ? C9 Fe1 C13 42.51(11) . . ? C5 Fe1 C13 148.46(12) . . ? C10 Fe1 C13 70.05(12) . . ? C4 Fe1 C8 42.18(11) . . ? C9 Fe1 C8 112.81(12) . . ? C5 Fe1 C8 70.12(13) . . ? C10 Fe1 C8 150.76(11) . . ? C13 Fe1 C8 101.14(12) . . ? C4 Fe1 C6 70.09(12) . . ? C9 Fe1 C6 151.39(13) . . ? C5 Fe1 C6 40.78(12) . . ? C10 Fe1 C6 124.17(14) . . ? C13 Fe1 C6 164.80(13) . . ? C8 Fe1 C6 69.07(13) . . ? C4 Fe1 C11 153.65(12) . . ? C9 Fe1 C11 69.91(12) . . ? C5 Fe1 C11 125.68(14) . . ? C10 Fe1 C11 40.69(12) . . ? C13 Fe1 C11 68.92(13) . . ? C8 Fe1 C11 162.86(13) . . ? C6 Fe1 C11 117.27(14) . . ? C4 Fe1 C12 151.00(12) . . ? C9 Fe1 C12 69.97(12) . . ? C5 Fe1 C12 165.59(13) . . ? C10 Fe1 C12 68.61(13) . . ? C13 Fe1 C12 40.75(12) . . ? C8 Fe1 C12 123.31(12) . . ? C6 Fe1 C12 134.67(12) . . ? C11 Fe1 C12 40.34(12) . . ? C4 Fe1 C7 69.87(12) . . ? C9 Fe1 C7 153.36(12) . . ? C5 Fe1 C7 68.64(13) . . ? C10 Fe1 C7 163.57(13) . . ? C13 Fe1 C7 124.90(12) . . ? C8 Fe1 C7 40.91(12) . . ? C6 Fe1 C7 40.30(13) . . ? C11 Fe1 C7 133.21(12) . . ? C12 Fe1 C7 117.05(12) . . ? C1 N1 C4 129.0(2) . . ? C1 N1 C2 119.8(2) . . ? C4 N1 C2 111.0(2) . . ? C1 N2 C9 128.7(2) . . ? C1 N2 C3 120.2(2) . . ? C9 N2 C3 111.0(2) . . ? N1 C1 N2 120.5(2) . . ? N1 C1 Ir1 118.99(17) . . ? N2 C1 Ir1 120.29(17) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C8 108.3(2) . . ? C5 C4 N1 126.0(3) . . ? C8 C4 N1 125.6(3) . . ? C5 C4 Fe1 71.38(16) . . ? C8 C4 Fe1 71.72(16) . . ? N1 C4 Fe1 124.75(17) . . ? C6 C5 C4 107.7(3) . . ? C6 C5 Fe1 71.23(17) . . ? C4 C5 Fe1 66.33(15) . . ? C6 C5 H5 126.1 . . ? C4 C5 H5 126.1 . . ? Fe1 C5 H5 127.8 . . ? C7 C6 C5 108.2(3) . . ? C7 C6 Fe1 70.02(17) . . ? C5 C6 Fe1 67.98(16) . . ? C7 C6 H6 125.9 . . ? C5 C6 H6 125.9 . . ? Fe1 C6 H6 127.6 . . ? C6 C7 C8 108.7(3) . . ? C6 C7 Fe1 69.68(17) . . ? C8 C7 Fe1 68.04(15) . . ? C6 C7 H7 125.7 . . ? C8 C7 H7 125.7 . . ? Fe1 C7 H7 128.2 . . ? C7 C8 C4 107.0(3) . . ? C7 C8 Fe1 71.04(17) . . ? C4 C8 Fe1 66.10(15) . . ? C7 C8 H8 126.5 . . ? C4 C8 H8 126.5 . . ? Fe1 C8 H8 127.9 . . ? C10 C9 N2 125.5(3) . . ? C10 C9 C13 107.8(2) . . ? N2 C9 C13 126.6(3) . . ? C10 C9 Fe1 71.39(16) . . ? N2 C9 Fe1 124.61(17) . . ? C13 C9 Fe1 71.13(15) . . ? C11 C10 C9 108.0(3) . . ? C11 C10 Fe1 71.18(17) . . ? C9 C10 Fe1 66.60(15) . . ? C11 C10 H10 126.0 . . ? C9 C10 H10 126.0 . . ? Fe1 C10 H10 127.8 . . ? C10 C11 C12 108.2(3) . . ? C10 C11 Fe1 68.14(16) . . ? C12 C11 Fe1 69.86(17) . . ? C10 C11 H11 125.9 . . ? C12 C11 H11 125.9 . . ? Fe1 C11 H11 127.7 . . ? C11 C12 C13 108.7(3) . . ? C11 C12 Fe1 69.80(17) . . ? C13 C12 Fe1 68.11(16) . . ? C11 C12 H12 125.7 . . ? C13 C12 H12 125.7 . . ? Fe1 C12 H12 128.0 . . ? C12 C13 C9 107.2(3) . . ? C12 C13 Fe1 71.15(17) . . ? C9 C13 Fe1 66.36(15) . . ? C12 C13 H13 126.4 . . ? C9 C13 H13 126.4 . . ? Fe1 C13 H13 127.6 . . ? C2A C1A C8A 125.1(3) . . ? C2A C1A Ir1 71.28(15) . . ? C8A C1A Ir1 111.07(19) . . ? C2A C1A H1AA 117.4 . . ? C8A C1A H1AA 117.4 . . ? Ir1 C1A H1AA 87.6 . . ? C1A C2A C3A 123.4(3) . . ? C1A C2A Ir1 69.96(15) . . ? C3A C2A Ir1 114.61(19) . . ? C1A C2A H2AA 118.3 . . ? C3A C2A H2AA 118.3 . . ? Ir1 C2A H2AA 85.5 . . ? C2A C3A C4A 112.0(2) . . ? C2A C3A H3AA 109.2 . . ? C4A C3A H3AA 109.2 . . ? C2A C3A H3AB 109.2 . . ? C4A C3A H3AB 109.2 . . ? H3AA C3A H3AB 107.9 . . ? C5A C4A C3A 113.1(2) . . ? C5A C4A H4AA 108.9 . . ? C3A C4A H4AA 108.9 . . ? C5A C4A H4AB 108.9 . . ? C3A C4A H4AB 108.9 . . ? H4AA C4A H4AB 107.8 . . ? C6A C5A C4A 125.0(3) . . ? C6A C5A Ir1 72.14(16) . . ? C4A C5A Ir1 109.62(18) . . ? C6A C5A H5AA 117.5 . . ? C4A C5A H5AA 117.5 . . ? Ir1 C5A H5AA 88.2 . . ? C5A C6A C7A 123.8(3) . . ? C5A C6A Ir1 70.79(16) . . ? C7A C6A Ir1 112.36(18) . . ? C5A C6A H6AA 118.1 . . ? C7A C6A H6AA 118.1 . . ? Ir1 C6A H6AA 86.9 . . ? C6A C7A C8A 111.8(2) . . ? C6A C7A H7AA 109.3 . . ? C8A C7A H7AA 109.3 . . ? C6A C7A H7AB 109.3 . . ? C8A C7A H7AB 109.3 . . ? H7AA C7A H7AB 107.9 . . ? C1A C8A C7A 113.5(2) . . ? C1A C8A H8AA 108.9 . . ? C7A C8A H8AA 108.9 . . ? C1A C8A H8AB 108.9 . . ? C7A C8A H8AB 108.9 . . ? H8AA C8A H8AB 107.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 N1 C1 N2 4.0(4) . . . . ? C2 N1 C1 N2 178.9(3) . . . . ? C4 N1 C1 Ir1 -171.0(2) . . . . ? C2 N1 C1 Ir1 3.9(3) . . . . ? C9 N2 C1 N1 1.1(4) . . . . ? C3 N2 C1 N1 -176.0(3) . . . . ? C9 N2 C1 Ir1 176.0(2) . . . . ? C3 N2 C1 Ir1 -1.1(3) . . . . ? C1A Ir1 C1 N1 -117.0(2) . . . . ? C2A Ir1 C1 N1 -78.2(2) . . . . ? C5A Ir1 C1 N1 2.7(4) . . . . ? C6A Ir1 C1 N1 172.8(3) . . . . ? Cl1 Ir1 C1 N1 84.73(19) . . . . ? C1A Ir1 C1 N2 68.0(2) . . . . ? C2A Ir1 C1 N2 106.8(2) . . . . ? C5A Ir1 C1 N2 -172.3(2) . . . . ? C6A Ir1 C1 N2 -2.2(5) . . . . ? Cl1 Ir1 C1 N2 -90.3(2) . . . . ? C1 N1 C4 C5 86.4(4) . . . . ? C2 N1 C4 C5 -88.9(3) . . . . ? C1 N1 C4 C8 -96.5(4) . . . . ? C2 N1 C4 C8 88.2(3) . . . . ? C1 N1 C4 Fe1 -5.0(4) . . . . ? C2 N1 C4 Fe1 179.7(2) . . . . ? C9 Fe1 C4 C5 -120.08(18) . . . . ? C10 Fe1 C4 C5 -82.6(2) . . . . ? C13 Fe1 C4 C5 -159.19(17) . . . . ? C8 Fe1 C4 C5 117.4(2) . . . . ? C6 Fe1 C4 C5 36.99(18) . . . . ? C11 Fe1 C4 C5 -74.5(3) . . . . ? C12 Fe1 C4 C5 -170.3(2) . . . . ? C7 Fe1 C4 C5 80.01(19) . . . . ? C9 Fe1 C4 C8 122.48(17) . . . . ? C5 Fe1 C4 C8 -117.4(2) . . . . ? C10 Fe1 C4 C8 159.94(17) . . . . ? C13 Fe1 C4 C8 83.38(17) . . . . ? C6 Fe1 C4 C8 -80.44(18) . . . . ? C11 Fe1 C4 C8 168.0(3) . . . . ? C12 Fe1 C4 C8 72.3(3) . . . . ? C7 Fe1 C4 C8 -37.42(17) . . . . ? C9 Fe1 C4 N1 1.4(2) . . . . ? C5 Fe1 C4 N1 121.5(3) . . . . ? C10 Fe1 C4 N1 38.8(3) . . . . ? C13 Fe1 C4 N1 -37.7(3) . . . . ? C8 Fe1 C4 N1 -121.1(3) . . . . ? C6 Fe1 C4 N1 158.5(3) . . . . ? C11 Fe1 C4 N1 46.9(4) . . . . ? C12 Fe1 C4 N1 -48.8(4) . . . . ? C7 Fe1 C4 N1 -158.5(3) . . . . ? C8 C4 C5 C6 3.2(3) . . . . ? N1 C4 C5 C6 -179.3(2) . . . . ? Fe1 C4 C5 C6 -59.4(2) . . . . ? C8 C4 C5 Fe1 62.60(19) . . . . ? N1 C4 C5 Fe1 -119.9(3) . . . . ? C4 Fe1 C5 C6 120.0(3) . . . . ? C9 Fe1 C5 C6 -171.81(19) . . . . ? C10 Fe1 C5 C6 -128.8(2) . . . . ? C13 Fe1 C5 C6 159.3(2) . . . . ? C8 Fe1 C5 C6 80.7(2) . . . . ? C11 Fe1 C5 C6 -91.8(2) . . . . ? C12 Fe1 C5 C6 -79.3(5) . . . . ? C7 Fe1 C5 C6 36.8(2) . . . . ? C9 Fe1 C5 C4 68.20(19) . . . . ? C10 Fe1 C5 C4 111.21(18) . . . . ? C13 Fe1 C5 C4 39.3(3) . . . . ? C8 Fe1 C5 C4 -39.33(16) . . . . ? C6 Fe1 C5 C4 -120.0(3) . . . . ? C11 Fe1 C5 C4 148.22(17) . . . . ? C12 Fe1 C5 C4 160.8(4) . . . . ? C7 Fe1 C5 C4 -83.15(18) . . . . ? C4 C5 C6 C7 -2.2(3) . . . . ? Fe1 C5 C6 C7 -58.6(2) . . . . ? C4 C5 C6 Fe1 56.38(19) . . . . ? C4 Fe1 C6 C7 82.01(19) . . . . ? C9 Fe1 C6 C7 136.4(3) . . . . ? C5 Fe1 C6 C7 120.3(3) . . . . ? C10 Fe1 C6 C7 -172.73(17) . . . . ? C13 Fe1 C6 C7 -14.9(5) . . . . ? C8 Fe1 C6 C7 36.87(18) . . . . ? C11 Fe1 C6 C7 -125.67(19) . . . . ? C12 Fe1 C6 C7 -79.8(2) . . . . ? C4 Fe1 C6 C5 -38.30(19) . . . . ? C9 Fe1 C6 C5 16.1(4) . . . . ? C10 Fe1 C6 C5 67.0(2) . . . . ? C13 Fe1 C6 C5 -135.2(4) . . . . ? C8 Fe1 C6 C5 -83.5(2) . . . . ? C11 Fe1 C6 C5 114.0(2) . . . . ? C12 Fe1 C6 C5 159.9(2) . . . . ? C7 Fe1 C6 C5 -120.3(3) . . . . ? C5 C6 C7 C8 0.5(3) . . . . ? Fe1 C6 C7 C8 -56.9(2) . . . . ? C5 C6 C7 Fe1 57.4(2) . . . . ? C4 Fe1 C7 C6 -82.62(19) . . . . ? C9 Fe1 C7 C6 -132.6(3) . . . . ? C5 Fe1 C7 C6 -37.26(18) . . . . ? C10 Fe1 C7 C6 21.7(5) . . . . ? C13 Fe1 C7 C6 175.28(17) . . . . ? C8 Fe1 C7 C6 -121.2(3) . . . . ? C11 Fe1 C7 C6 82.2(2) . . . . ? C12 Fe1 C7 C6 128.20(18) . . . . ? C4 Fe1 C7 C8 38.54(17) . . . . ? C9 Fe1 C7 C8 -11.4(4) . . . . ? C5 Fe1 C7 C8 83.90(19) . . . . ? C10 Fe1 C7 C8 142.9(4) . . . . ? C13 Fe1 C7 C8 -63.6(2) . . . . ? C6 Fe1 C7 C8 121.2(3) . . . . ? C11 Fe1 C7 C8 -156.63(19) . . . . ? C12 Fe1 C7 C8 -110.63(19) . . . . ? C6 C7 C8 C4 1.5(3) . . . . ? Fe1 C7 C8 C4 -56.41(18) . . . . ? C6 C7 C8 Fe1 57.9(2) . . . . ? C5 C4 C8 C7 -2.9(3) . . . . ? N1 C4 C8 C7 179.6(2) . . . . ? Fe1 C4 C8 C7 59.52(19) . . . . ? C5 C4 C8 Fe1 -62.38(19) . . . . ? N1 C4 C8 Fe1 120.1(3) . . . . ? C4 Fe1 C8 C7 -119.4(2) . . . . ? C9 Fe1 C8 C7 174.48(18) . . . . ? C5 Fe1 C8 C7 -79.97(19) . . . . ? C10 Fe1 C8 C7 -159.6(3) . . . . ? C13 Fe1 C8 C7 131.55(18) . . . . ? C6 Fe1 C8 C7 -36.34(18) . . . . ? C11 Fe1 C8 C7 78.8(5) . . . . ? C12 Fe1 C8 C7 94.2(2) . . . . ? C9 Fe1 C8 C4 -66.13(18) . . . . ? C5 Fe1 C8 C4 39.42(16) . . . . ? C10 Fe1 C8 C4 -40.2(3) . . . . ? C13 Fe1 C8 C4 -109.06(16) . . . . ? C6 Fe1 C8 C4 83.06(18) . . . . ? C11 Fe1 C8 C4 -161.8(4) . . . . ? C12 Fe1 C8 C4 -146.45(17) . . . . ? C7 Fe1 C8 C4 119.4(2) . . . . ? C1 N2 C9 C10 -95.4(3) . . . . ? C3 N2 C9 C10 82.0(3) . . . . ? C1 N2 C9 C13 86.9(4) . . . . ? C3 N2 C9 C13 -95.8(3) . . . . ? C1 N2 C9 Fe1 -4.4(4) . . . . ? C3 N2 C9 Fe1 172.9(2) . . . . ? C4 Fe1 C9 C10 123.45(18) . . . . ? C5 Fe1 C9 C10 84.75(19) . . . . ? C13 Fe1 C9 C10 -117.2(2) . . . . ? C8 Fe1 C9 C10 161.36(17) . . . . ? C6 Fe1 C9 C10 73.5(3) . . . . ? C11 Fe1 C9 C10 -36.83(18) . . . . ? C12 Fe1 C9 C10 -79.90(19) . . . . ? C7 Fe1 C9 C10 169.4(3) . . . . ? C4 Fe1 C9 N2 2.6(2) . . . . ? C5 Fe1 C9 N2 -36.1(3) . . . . ? C10 Fe1 C9 N2 -120.8(3) . . . . ? C13 Fe1 C9 N2 122.0(3) . . . . ? C8 Fe1 C9 N2 40.5(3) . . . . ? C6 Fe1 C9 N2 -47.3(4) . . . . ? C11 Fe1 C9 N2 -157.7(3) . . . . ? C12 Fe1 C9 N2 159.3(3) . . . . ? C7 Fe1 C9 N2 48.6(4) . . . . ? C4 Fe1 C9 C13 -119.37(17) . . . . ? C5 Fe1 C9 C13 -158.07(17) . . . . ? C10 Fe1 C9 C13 117.2(2) . . . . ? C8 Fe1 C9 C13 -81.46(18) . . . . ? C6 Fe1 C9 C13 -169.3(2) . . . . ? C11 Fe1 C9 C13 80.35(18) . . . . ? C12 Fe1 C9 C13 37.28(17) . . . . ? C7 Fe1 C9 C13 -73.4(3) . . . . ? N2 C9 C10 C11 179.0(2) . . . . ? C13 C9 C10 C11 -2.9(3) . . . . ? Fe1 C9 C10 C11 59.3(2) . . . . ? N2 C9 C10 Fe1 119.7(2) . . . . ? C13 C9 C10 Fe1 -62.17(18) . . . . ? C4 Fe1 C10 C11 174.49(19) . . . . ? C9 Fe1 C10 C11 -120.3(3) . . . . ? C5 Fe1 C10 C11 131.4(2) . . . . ? C13 Fe1 C10 C11 -80.5(2) . . . . ? C8 Fe1 C10 C11 -157.4(2) . . . . ? C6 Fe1 C10 C11 93.4(2) . . . . ? C12 Fe1 C10 C11 -36.9(2) . . . . ? C7 Fe1 C10 C11 76.6(5) . . . . ? C4 Fe1 C10 C9 -65.23(19) . . . . ? C5 Fe1 C10 C9 -108.32(18) . . . . ? C13 Fe1 C10 C9 39.75(16) . . . . ? C8 Fe1 C10 C9 -37.1(3) . . . . ? C6 Fe1 C10 C9 -146.29(17) . . . . ? C11 Fe1 C10 C9 120.3(3) . . . . ? C12 Fe1 C10 C9 83.42(19) . . . . ? C7 Fe1 C10 C9 -163.1(4) . . . . ? C9 C10 C11 C12 2.0(3) . . . . ? Fe1 C10 C11 C12 58.5(2) . . . . ? C9 C10 C11 Fe1 -56.48(19) . . . . ? C4 Fe1 C11 C10 -11.4(4) . . . . ? C9 Fe1 C11 C10 37.98(19) . . . . ? C5 Fe1 C11 C10 -64.4(2) . . . . ? C13 Fe1 C11 C10 83.5(2) . . . . ? C8 Fe1 C11 C10 140.4(4) . . . . ? C6 Fe1 C11 C10 -111.7(2) . . . . ? C12 Fe1 C11 C10 120.4(3) . . . . ? C7 Fe1 C11 C10 -157.8(2) . . . . ? C4 Fe1 C11 C12 -131.8(3) . . . . ? C9 Fe1 C11 C12 -82.4(2) . . . . ? C5 Fe1 C11 C12 175.21(18) . . . . ? C10 Fe1 C11 C12 -120.4(3) . . . . ? C13 Fe1 C11 C12 -36.83(18) . . . . ? C8 Fe1 C11 C12 20.0(5) . . . . ? C6 Fe1 C11 C12 127.94(19) . . . . ? C7 Fe1 C11 C12 81.8(2) . . . . ? C10 C11 C12 C13 -0.4(3) . . . . ? Fe1 C11 C12 C13 57.1(2) . . . . ? C10 C11 C12 Fe1 -57.4(2) . . . . ? C4 Fe1 C12 C11 137.0(2) . . . . ? C9 Fe1 C12 C11 82.20(19) . . . . ? C5 Fe1 C12 C11 -15.8(6) . . . . ? C10 Fe1 C12 C11 37.16(18) . . . . ? C13 Fe1 C12 C11 121.0(3) . . . . ? C8 Fe1 C12 C11 -173.07(17) . . . . ? C6 Fe1 C12 C11 -80.3(2) . . . . ? C7 Fe1 C12 C11 -125.90(18) . . . . ? C4 Fe1 C12 C13 15.9(3) . . . . ? C9 Fe1 C12 C13 -38.84(17) . . . . ? C5 Fe1 C12 C13 -136.8(5) . . . . ? C10 Fe1 C12 C13 -83.87(18) . . . . ? C8 Fe1 C12 C13 65.9(2) . . . . ? C6 Fe1 C12 C13 158.68(19) . . . . ? C11 Fe1 C12 C13 -121.0(3) . . . . ? C7 Fe1 C12 C13 113.06(18) . . . . ? C11 C12 C13 C9 -1.4(3) . . . . ? Fe1 C12 C13 C9 56.71(18) . . . . ? C11 C12 C13 Fe1 -58.1(2) . . . . ? C10 C9 C13 C12 2.6(3) . . . . ? N2 C9 C13 C12 -179.3(2) . . . . ? Fe1 C9 C13 C12 -59.71(19) . . . . ? C10 C9 C13 Fe1 62.33(19) . . . . ? N2 C9 C13 Fe1 -119.6(3) . . . . ? C4 Fe1 C13 C12 -171.80(17) . . . . ? C9 Fe1 C13 C12 119.3(2) . . . . ? C5 Fe1 C13 C12 161.0(2) . . . . ? C10 Fe1 C13 C12 80.03(18) . . . . ? C8 Fe1 C13 C12 -128.97(18) . . . . ? C6 Fe1 C13 C12 -80.6(5) . . . . ? C11 Fe1 C13 C12 36.47(17) . . . . ? C7 Fe1 C13 C12 -92.3(2) . . . . ? C4 Fe1 C13 C9 68.88(18) . . . . ? C5 Fe1 C13 C9 41.7(3) . . . . ? C10 Fe1 C13 C9 -39.29(16) . . . . ? C8 Fe1 C13 C9 111.71(17) . . . . ? C6 Fe1 C13 C9 160.1(4) . . . . ? C11 Fe1 C13 C9 -82.85(17) . . . . ? C12 Fe1 C13 C9 -119.3(2) . . . . ? C7 Fe1 C13 C9 148.41(17) . . . . ? C1 Ir1 C1A C2A 94.98(17) . . . . ? C5A Ir1 C1A C2A -66.18(17) . . . . ? C6A Ir1 C1A C2A -99.81(18) . . . . ? Cl1 Ir1 C1A C2A -178.11(17) . . . . ? C1 Ir1 C1A C8A -143.7(2) . . . . ? C2A Ir1 C1A C8A 121.3(3) . . . . ? C5A Ir1 C1A C8A 55.2(2) . . . . ? C6A Ir1 C1A C8A 21.5(2) . . . . ? Cl1 Ir1 C1A C8A -56.8(3) . . . . ? C8A C1A C2A C3A 3.8(4) . . . . ? Ir1 C1A C2A C3A 106.9(3) . . . . ? C8A C1A C2A Ir1 -103.1(3) . . . . ? C1 Ir1 C2A C1A -88.22(17) . . . . ? C5A Ir1 C2A C1A 113.39(18) . . . . ? C6A Ir1 C2A C1A 77.08(17) . . . . ? Cl1 Ir1 C2A C1A 177.6(2) . . . . ? C1 Ir1 C2A C3A 153.3(2) . . . . ? C1A Ir1 C2A C3A -118.5(3) . . . . ? C5A Ir1 C2A C3A -5.1(2) . . . . ? C6A Ir1 C2A C3A -41.4(2) . . . . ? Cl1 Ir1 C2A C3A 59.1(4) . . . . ? C1A C2A C3A C4A -93.0(3) . . . . ? Ir1 C2A C3A C4A -11.6(3) . . . . ? C2A C3A C4A C5A 30.0(4) . . . . ? C3A C4A C5A C6A 48.0(4) . . . . ? C3A C4A C5A Ir1 -33.5(3) . . . . ? C1 Ir1 C5A C6A 175.6(2) . . . . ? C1A Ir1 C5A C6A -65.37(18) . . . . ? C2A Ir1 C5A C6A -100.78(17) . . . . ? Cl1 Ir1 C5A C6A 94.57(16) . . . . ? C1 Ir1 C5A C4A -62.7(4) . . . . ? C1A Ir1 C5A C4A 56.3(2) . . . . ? C2A Ir1 C5A C4A 20.9(2) . . . . ? C6A Ir1 C5A C4A 121.7(3) . . . . ? Cl1 Ir1 C5A C4A -143.8(2) . . . . ? C4A C5A C6A C7A 2.7(4) . . . . ? Ir1 C5A C6A C7A 104.6(3) . . . . ? C4A C5A C6A Ir1 -101.8(3) . . . . ? C1 Ir1 C6A C5A -174.0(3) . . . . ? C1A Ir1 C6A C5A 114.29(18) . . . . ? C2A Ir1 C6A C5A 76.20(17) . . . . ? Cl1 Ir1 C6A C5A -86.98(16) . . . . ? C1 Ir1 C6A C7A 66.5(4) . . . . ? C1A Ir1 C6A C7A -5.3(2) . . . . ? C2A Ir1 C6A C7A -43.4(2) . . . . ? C5A Ir1 C6A C7A -119.6(3) . . . . ? Cl1 Ir1 C6A C7A 153.4(2) . . . . ? C5A C6A C7A C8A -93.0(3) . . . . ? Ir1 C6A C7A C8A -11.7(3) . . . . ? C2A C1A C8A C7A 46.5(4) . . . . ? Ir1 C1A C8A C7A -34.9(3) . . . . ? C6A C7A C8A C1A 30.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.717 _refine_diff_density_min -0.679 _refine_diff_density_rms 0.087 _database_code_depnum_ccdc_archive 'CCDC 938914' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_15 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H14 N2, Fe, Ir, Cl, 2 C O' _chemical_formula_sum 'C15 H14 Cl Fe Ir N2 O2' _chemical_formula_weight 537.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8524(16) _cell_length_b 12.170(2) _cell_length_c 17.782(4) _cell_angle_alpha 98.77(3) _cell_angle_beta 91.41(3) _cell_angle_gamma 108.35(3) _cell_volume 1589.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 28399 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.248 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 9.452 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.347 _exptl_absorpt_correction_T_max 0.690 _exptl_absorpt_process_details ; Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'Rigaku AFC-12 with Saturn 724+ CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28399 _diffrn_reflns_av_R_equivalents 0.0569 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7264 _reflns_number_gt 6460 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material 'XL SHELXTL/PC, Siemens Analytical' _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^)+(0.0405P)^2^+7.5229P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7264 _refine_ls_number_parameters 401 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0881 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.02426(3) 0.139430(18) 0.330308(11) 0.01785(7) Uani 1 1 d . . . Fe1 Fe 0.35547(10) 0.32665(7) 0.08786(4) 0.01506(15) Uani 1 1 d . . . Cl1 Cl -0.1485(2) 0.26143(14) 0.31193(9) 0.0291(3) Uani 1 1 d . . . N1 N 0.3183(6) 0.2949(4) 0.2512(3) 0.0173(9) Uani 1 1 d . . . N2 N 0.0824(6) 0.1602(4) 0.1672(2) 0.0166(9) Uani 1 1 d . . . C1 C 0.1622(7) 0.2064(5) 0.2383(3) 0.0167(10) Uani 1 1 d . . . C2 C 0.4066(7) 0.3364(5) 0.3284(3) 0.0204(11) Uani 1 1 d . . . H2A H 0.3225 0.3040 0.3654 0.031 Uiso 1 1 calc R . . H2B H 0.4441 0.4224 0.3394 0.031 Uiso 1 1 calc R . . H2C H 0.5125 0.3108 0.3322 0.031 Uiso 1 1 calc R . . C3 C -0.0914(7) 0.0638(5) 0.1553(3) 0.0233(12) Uani 1 1 d . . . H3A H -0.1117 0.0263 0.2008 0.035 Uiso 1 1 calc R . . H3B H -0.0890 0.0056 0.1111 0.035 Uiso 1 1 calc R . . H3C H -0.1889 0.0956 0.1462 0.035 Uiso 1 1 calc R . . C4 C 0.4229(7) 0.3586(5) 0.1973(3) 0.0174(11) Uani 1 1 d . . . C5 C 0.4027(7) 0.4629(5) 0.1744(3) 0.0187(11) Uani 1 1 d . . . H5A H 0.3213 0.5021 0.1933 0.022 Uiso 1 1 calc R . . C6 C 0.5270(7) 0.4963(5) 0.1186(3) 0.0199(11) Uani 1 1 d . . . H6A H 0.5406 0.5606 0.0923 0.024 Uiso 1 1 calc R . . C7 C 0.6276(7) 0.4166(5) 0.1090(3) 0.0204(11) Uani 1 1 d . . . H7A H 0.7194 0.4191 0.0748 0.024 Uiso 1 1 calc R . . C8 C 0.5694(7) 0.3327(5) 0.1583(3) 0.0195(11) Uani 1 1 d . . . H8A H 0.6171 0.2716 0.1645 0.023 Uiso 1 1 calc R . . C9 C 0.1354(7) 0.2000(5) 0.0970(3) 0.0170(10) Uani 1 1 d . . . C10 C 0.0881(7) 0.2886(5) 0.0663(3) 0.0185(11) Uani 1 1 d . . . H10A H 0.0141 0.3314 0.0883 0.022 Uiso 1 1 calc R . . C11 C 0.1718(7) 0.3016(5) -0.0037(3) 0.0202(11) Uani 1 1 d . . . H11A H 0.1645 0.3558 -0.0358 0.024 Uiso 1 1 calc R . . C12 C 0.2677(7) 0.2202(5) -0.0171(3) 0.0196(11) Uani 1 1 d . . . H12A H 0.3360 0.2110 -0.0595 0.023 Uiso 1 1 calc R . . C13 C 0.2438(7) 0.1538(5) 0.0449(3) 0.0181(11) Uani 1 1 d . . . H13A H 0.2903 0.0920 0.0502 0.022 Uiso 1 1 calc R . . C1A C 0.1828(8) 0.0582(6) 0.3462(3) 0.0263(13) Uani 1 1 d . . . O1A O 0.2801(7) 0.0119(4) 0.3579(3) 0.0367(11) Uani 1 1 d . . . C2A C -0.1224(8) 0.0769(5) 0.4066(3) 0.0268(13) Uani 1 1 d . . . O2A O -0.2144(7) 0.0343(4) 0.4504(3) 0.0410(12) Uani 1 1 d . . . Ir2 Ir 0.28399(2) 0.811589(18) 0.137775(11) 0.01522(7) Uani 1 1 d . . . Fe2 Fe 0.04490(10) 0.65177(7) 0.40312(4) 0.01615(16) Uani 1 1 d . . . Cl2 Cl 0.1612(2) 0.61070(13) 0.08782(8) 0.0255(3) Uani 1 1 d . . . N1B N 0.3136(6) 0.7321(4) 0.2893(3) 0.0167(9) Uani 1 1 d . . . N2B N 0.0305(6) 0.7488(4) 0.2588(2) 0.0160(9) Uani 1 1 d . . . C1B C 0.2010(7) 0.7595(5) 0.2427(3) 0.0177(11) Uani 1 1 d . . . C2B C 0.5046(7) 0.7582(6) 0.2738(3) 0.0220(12) Uani 1 1 d . . . H2BA H 0.5197 0.7731 0.2214 0.033 Uiso 1 1 calc R . . H2BB H 0.5436 0.6910 0.2804 0.033 Uiso 1 1 calc R . . H2BC H 0.5776 0.8277 0.3095 0.033 Uiso 1 1 calc R . . C3B C -0.0901(7) 0.7774(5) 0.2059(3) 0.0213(12) Uani 1 1 d . . . H3BA H -0.0222 0.8109 0.1647 0.032 Uiso 1 1 calc R . . H3BB H -0.1403 0.8347 0.2335 0.032 Uiso 1 1 calc R . . H3BC H -0.1881 0.7059 0.1842 0.032 Uiso 1 1 calc R . . C4B C 0.2747(7) 0.6802(5) 0.3565(3) 0.0191(11) Uani 1 1 d . . . C5B C 0.1997(7) 0.5576(5) 0.3587(3) 0.0216(11) Uani 1 1 d . . . H5BA H 0.1685 0.4957 0.3161 0.026 Uiso 1 1 calc R . . C6B C 0.1804(8) 0.5454(6) 0.4369(3) 0.0262(13) Uani 1 1 d . . . H6BA H 0.1318 0.4737 0.4556 0.031 Uiso 1 1 calc R . . C7B C 0.2468(7) 0.6596(6) 0.4823(3) 0.0233(12) Uani 1 1 d . . . H7BA H 0.2491 0.6771 0.5363 0.028 Uiso 1 1 calc R . . C8B C 0.3085(7) 0.7424(5) 0.4330(3) 0.0208(11) Uani 1 1 d . . . H8BA H 0.3628 0.8247 0.4482 0.025 Uiso 1 1 calc R . . C9B C -0.0616(7) 0.7079(5) 0.3229(3) 0.0161(10) Uani 1 1 d . . . C10B C -0.1702(7) 0.5892(5) 0.3264(3) 0.0236(12) Uani 1 1 d . . . H10B H -0.1956 0.5237 0.2863 0.028 Uiso 1 1 calc R . . C11B C -0.2322(7) 0.5880(6) 0.4002(3) 0.0252(13) Uani 1 1 d . . . H11B H -0.3050 0.5205 0.4185 0.030 Uiso 1 1 calc R . . C12B C -0.1688(7) 0.7036(5) 0.4430(3) 0.0221(12) Uani 1 1 d . . . H12B H -0.1909 0.7266 0.4943 0.027 Uiso 1 1 calc R . . C13B C -0.0652(7) 0.7796(5) 0.3945(3) 0.0190(11) Uani 1 1 d . . . H13B H -0.0092 0.8622 0.4075 0.023 Uiso 1 1 calc R . . C1C C 0.3321(7) 0.8480(5) 0.0387(3) 0.0216(12) Uani 1 1 d . . . O1C O 0.3557(6) 0.8718(4) -0.0203(2) 0.0266(9) Uani 1 1 d . . . C2C C 0.3875(7) 0.9718(5) 0.1825(3) 0.0214(12) Uani 1 1 d . . . O2C O 0.4496(6) 1.0639(4) 0.2061(3) 0.0346(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.02038(11) 0.01787(12) 0.01320(11) 0.00249(8) 0.00403(8) 0.00307(8) Fe1 0.0159(3) 0.0153(4) 0.0129(3) 0.0018(3) 0.0021(3) 0.0038(3) Cl1 0.0288(7) 0.0345(8) 0.0252(7) 0.0032(6) 0.0057(6) 0.0124(6) N1 0.017(2) 0.019(2) 0.012(2) 0.0008(17) 0.0033(16) 0.0011(18) N2 0.015(2) 0.018(2) 0.013(2) -0.0001(17) 0.0030(16) 0.0019(17) C1 0.023(2) 0.016(3) 0.012(2) 0.0047(19) 0.0049(19) 0.006(2) C2 0.024(3) 0.021(3) 0.015(3) 0.004(2) 0.001(2) 0.005(2) C3 0.021(3) 0.024(3) 0.016(3) 0.004(2) 0.001(2) -0.005(2) C4 0.018(2) 0.016(3) 0.013(2) 0.001(2) 0.0029(19) -0.001(2) C5 0.017(2) 0.020(3) 0.018(3) -0.001(2) 0.002(2) 0.005(2) C6 0.023(3) 0.016(3) 0.017(3) 0.001(2) 0.003(2) 0.001(2) C7 0.015(2) 0.024(3) 0.022(3) 0.006(2) 0.005(2) 0.004(2) C8 0.015(2) 0.026(3) 0.017(3) 0.000(2) -0.001(2) 0.008(2) C9 0.019(2) 0.015(3) 0.014(2) 0.0019(19) 0.0007(19) 0.002(2) C10 0.020(2) 0.019(3) 0.014(3) -0.001(2) 0.000(2) 0.004(2) C11 0.022(3) 0.026(3) 0.011(2) 0.006(2) 0.000(2) 0.005(2) C12 0.022(2) 0.020(3) 0.014(3) -0.001(2) 0.002(2) 0.005(2) C13 0.021(2) 0.017(3) 0.016(3) 0.002(2) -0.001(2) 0.006(2) C1A 0.028(3) 0.032(3) 0.010(3) 0.010(2) 0.002(2) -0.005(3) O1A 0.041(3) 0.034(3) 0.034(3) 0.012(2) 0.009(2) 0.007(2) C2A 0.032(3) 0.027(3) 0.017(3) -0.002(2) 0.003(2) 0.005(3) O2A 0.052(3) 0.034(3) 0.035(3) 0.009(2) 0.030(2) 0.009(2) Ir2 0.01561(10) 0.01776(12) 0.01322(11) 0.00432(8) 0.00416(7) 0.00569(8) Fe2 0.0168(3) 0.0182(4) 0.0129(4) 0.0031(3) 0.0029(3) 0.0045(3) Cl2 0.0324(7) 0.0232(7) 0.0221(7) 0.0031(5) 0.0023(5) 0.0108(6) N1B 0.014(2) 0.022(2) 0.015(2) 0.0053(18) 0.0044(16) 0.0049(17) N2B 0.017(2) 0.018(2) 0.014(2) 0.0024(17) 0.0060(16) 0.0062(17) C1B 0.016(2) 0.019(3) 0.014(2) 0.003(2) 0.0027(19) -0.001(2) C2B 0.015(2) 0.037(3) 0.018(3) 0.005(2) 0.005(2) 0.013(2) C3B 0.017(2) 0.032(3) 0.017(3) 0.010(2) 0.000(2) 0.008(2) C4B 0.014(2) 0.028(3) 0.016(3) 0.006(2) 0.0005(19) 0.007(2) C5B 0.023(3) 0.021(3) 0.021(3) 0.002(2) 0.005(2) 0.008(2) C6B 0.031(3) 0.031(3) 0.019(3) 0.007(2) 0.005(2) 0.012(3) C7B 0.023(3) 0.038(4) 0.013(3) 0.009(2) 0.002(2) 0.014(3) C8B 0.013(2) 0.028(3) 0.019(3) 0.002(2) 0.0011(19) 0.003(2) C9B 0.014(2) 0.023(3) 0.012(2) 0.008(2) 0.0011(18) 0.005(2) C10B 0.020(3) 0.027(3) 0.019(3) 0.008(2) -0.002(2) -0.001(2) C11B 0.020(3) 0.033(3) 0.019(3) 0.010(2) 0.003(2) -0.001(2) C12B 0.016(2) 0.031(3) 0.018(3) 0.007(2) 0.005(2) 0.004(2) C13B 0.018(2) 0.023(3) 0.018(3) 0.005(2) 0.002(2) 0.008(2) C1C 0.017(2) 0.027(3) 0.020(3) 0.001(2) 0.000(2) 0.007(2) O1C 0.031(2) 0.034(2) 0.017(2) 0.0088(17) 0.0082(17) 0.0111(19) C2C 0.020(2) 0.029(3) 0.021(3) 0.018(2) 0.010(2) 0.008(2) O2C 0.037(2) 0.030(3) 0.032(3) 0.005(2) 0.007(2) 0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1A 1.857(7) . ? Ir1 C2A 1.894(6) . ? Ir1 C1 2.110(5) . ? Ir1 Cl1 2.3546(17) . ? Fe1 C9 1.950(5) . ? Fe1 C4 1.951(5) . ? Fe1 C5 2.016(5) . ? Fe1 C10 2.016(5) . ? Fe1 C13 2.023(6) . ? Fe1 C8 2.046(5) . ? Fe1 C6 2.060(5) . ? Fe1 C7 2.066(5) . ? Fe1 C12 2.067(5) . ? Fe1 C11 2.068(5) . ? N1 C1 1.340(7) . ? N1 C4 1.436(7) . ? N1 C2 1.463(7) . ? N2 C1 1.353(7) . ? N2 C9 1.431(7) . ? N2 C3 1.478(6) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.442(8) . ? C4 C8 1.451(7) . ? C5 C6 1.423(7) . ? C5 H5A 0.9500 . ? C6 C7 1.426(8) . ? C6 H6A 0.9500 . ? C7 C8 1.421(8) . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? C9 C10 1.421(8) . ? C9 C13 1.442(8) . ? C10 C11 1.428(7) . ? C10 H10A 0.9500 . ? C11 C12 1.418(8) . ? C11 H11A 0.9500 . ? C12 C13 1.444(8) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C1A O1A 1.116(8) . ? C2A O2A 1.146(7) . ? Ir2 C2C 1.896(6) . ? Ir2 C1C 1.899(6) . ? Ir2 C1B 2.113(5) . ? Ir2 Cl2 2.3469(17) . ? Fe2 C9B 1.950(5) . ? Fe2 C4B 1.957(5) . ? Fe2 C10B 2.014(6) . ? Fe2 C5B 2.016(6) . ? Fe2 C13B 2.025(6) . ? Fe2 C8B 2.028(5) . ? Fe2 C6B 2.059(6) . ? Fe2 C7B 2.063(6) . ? Fe2 C11B 2.064(6) . ? Fe2 C12B 2.075(6) . ? N1B C1B 1.346(7) . ? N1B C4B 1.432(7) . ? N1B C2B 1.474(6) . ? N2B C1B 1.346(6) . ? N2B C9B 1.435(6) . ? N2B C3B 1.472(7) . ? C2B H2BA 0.9800 . ? C2B H2BB 0.9800 . ? C2B H2BC 0.9800 . ? C3B H3BA 0.9800 . ? C3B H3BB 0.9800 . ? C3B H3BC 0.9800 . ? C4B C8B 1.427(8) . ? C4B C5B 1.429(8) . ? C5B C6B 1.428(8) . ? C5B H5BA 0.9500 . ? C6B C7B 1.426(9) . ? C6B H6BA 0.9500 . ? C7B C8B 1.414(8) . ? C7B H7BA 0.9500 . ? C8B H8BA 0.9500 . ? C9B C13B 1.436(8) . ? C9B C10B 1.440(8) . ? C10B C11B 1.413(8) . ? C10B H10B 0.9500 . ? C11B C12B 1.421(8) . ? C11B H11B 0.9500 . ? C12B C13B 1.436(7) . ? C12B H12B 0.9500 . ? C13B H13B 0.9500 . ? C1C O1C 1.135(7) . ? C2C O2C 1.082(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A Ir1 C2A 92.5(3) . . ? C1A Ir1 C1 92.0(2) . . ? C2A Ir1 C1 173.9(2) . . ? C1A Ir1 Cl1 173.60(18) . . ? C2A Ir1 Cl1 91.4(2) . . ? C1 Ir1 Cl1 84.43(16) . . ? C9 Fe1 C4 93.0(2) . . ? C9 Fe1 C5 112.1(2) . . ? C4 Fe1 C5 42.6(2) . . ? C9 Fe1 C10 42.0(2) . . ? C4 Fe1 C10 111.4(2) . . ? C5 Fe1 C10 99.9(2) . . ? C9 Fe1 C13 42.5(2) . . ? C4 Fe1 C13 113.8(2) . . ? C5 Fe1 C13 150.8(2) . . ? C10 Fe1 C13 70.4(2) . . ? C9 Fe1 C8 113.9(2) . . ? C4 Fe1 C8 42.5(2) . . ? C5 Fe1 C8 70.5(2) . . ? C10 Fe1 C8 150.1(2) . . ? C13 Fe1 C8 103.8(2) . . ? C9 Fe1 C6 152.1(2) . . ? C4 Fe1 C6 70.3(2) . . ? C5 Fe1 C6 40.8(2) . . ? C10 Fe1 C6 122.5(2) . . ? C13 Fe1 C6 165.0(2) . . ? C8 Fe1 C6 69.0(2) . . ? C9 Fe1 C7 153.9(2) . . ? C4 Fe1 C7 69.8(2) . . ? C5 Fe1 C7 68.8(2) . . ? C10 Fe1 C7 162.5(2) . . ? C13 Fe1 C7 125.9(2) . . ? C8 Fe1 C7 40.4(2) . . ? C6 Fe1 C7 40.4(2) . . ? C9 Fe1 C12 70.2(2) . . ? C4 Fe1 C12 154.7(2) . . ? C5 Fe1 C12 161.3(2) . . ? C10 Fe1 C12 69.0(2) . . ? C13 Fe1 C12 41.3(2) . . ? C8 Fe1 C12 126.6(2) . . ? C6 Fe1 C12 132.2(2) . . ? C7 Fe1 C12 117.8(2) . . ? C9 Fe1 C11 69.8(2) . . ? C4 Fe1 C11 151.4(2) . . ? C5 Fe1 C11 121.9(2) . . ? C10 Fe1 C11 40.9(2) . . ? C13 Fe1 C11 69.1(2) . . ? C8 Fe1 C11 165.7(2) . . ? C6 Fe1 C11 114.7(2) . . ? C7 Fe1 C11 133.4(2) . . ? C12 Fe1 C11 40.1(2) . . ? C1 N1 C4 128.5(4) . . ? C1 N1 C2 120.4(4) . . ? C4 N1 C2 111.1(4) . . ? C1 N2 C9 128.1(4) . . ? C1 N2 C3 120.6(4) . . ? C9 N2 C3 111.0(4) . . ? N1 C1 N2 122.2(5) . . ? N1 C1 Ir1 120.4(4) . . ? N2 C1 Ir1 117.3(4) . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 C5 125.1(5) . . ? N1 C4 C8 126.7(5) . . ? C5 C4 C8 108.2(5) . . ? N1 C4 Fe1 123.9(4) . . ? C5 C4 Fe1 71.1(3) . . ? C8 C4 Fe1 72.3(3) . . ? C6 C5 C4 107.6(5) . . ? C6 C5 Fe1 71.3(3) . . ? C4 C5 Fe1 66.3(3) . . ? C6 C5 H5A 126.2 . . ? C4 C5 H5A 126.2 . . ? Fe1 C5 H5A 127.7 . . ? C5 C6 C7 108.1(5) . . ? C5 C6 Fe1 67.9(3) . . ? C7 C6 Fe1 70.0(3) . . ? C5 C6 H6A 126.0 . . ? C7 C6 H6A 126.0 . . ? Fe1 C6 H6A 127.7 . . ? C8 C7 C6 109.6(5) . . ? C8 C7 Fe1 69.0(3) . . ? C6 C7 Fe1 69.6(3) . . ? C8 C7 H7A 125.2 . . ? C6 C7 H7A 125.2 . . ? Fe1 C7 H7A 127.8 . . ? C7 C8 C4 106.5(5) . . ? C7 C8 Fe1 70.5(3) . . ? C4 C8 Fe1 65.3(3) . . ? C7 C8 H8A 126.7 . . ? C4 C8 H8A 126.7 . . ? Fe1 C8 H8A 128.9 . . ? C10 C9 N2 126.3(5) . . ? C10 C9 C13 108.8(5) . . ? N2 C9 C13 124.9(5) . . ? C10 C9 Fe1 71.5(3) . . ? N2 C9 Fe1 124.1(4) . . ? C13 C9 Fe1 71.5(3) . . ? C9 C10 C11 107.7(5) . . ? C9 C10 Fe1 66.5(3) . . ? C11 C10 Fe1 71.5(3) . . ? C9 C10 H10A 126.2 . . ? C11 C10 H10A 126.2 . . ? Fe1 C10 H10A 127.3 . . ? C12 C11 C10 108.6(5) . . ? C12 C11 Fe1 69.9(3) . . ? C10 C11 Fe1 67.6(3) . . ? C12 C11 H11A 125.7 . . ? C10 C11 H11A 125.7 . . ? Fe1 C11 H11A 128.4 . . ? C11 C12 C13 108.3(5) . . ? C11 C12 Fe1 70.0(3) . . ? C13 C12 Fe1 67.7(3) . . ? C11 C12 H12A 125.8 . . ? C13 C12 H12A 125.8 . . ? Fe1 C12 H12A 128.0 . . ? C9 C13 C12 106.5(5) . . ? C9 C13 Fe1 66.0(3) . . ? C12 C13 Fe1 70.9(3) . . ? C9 C13 H13A 126.8 . . ? C12 C13 H13A 126.8 . . ? Fe1 C13 H13A 127.8 . . ? O1A C1A Ir1 177.7(6) . . ? O2A C2A Ir1 176.8(6) . . ? C2C Ir2 C1C 91.2(2) . . ? C2C Ir2 C1B 93.2(2) . . ? C1C Ir2 C1B 173.5(2) . . ? C2C Ir2 Cl2 177.16(17) . . ? C1C Ir2 Cl2 91.12(18) . . ? C1B Ir2 Cl2 84.59(15) . . ? C9B Fe2 C4B 92.7(2) . . ? C9B Fe2 C10B 42.6(2) . . ? C4B Fe2 C10B 113.3(2) . . ? C9B Fe2 C5B 110.5(2) . . ? C4B Fe2 C5B 42.1(2) . . ? C10B Fe2 C5B 100.5(2) . . ? C9B Fe2 C13B 42.3(2) . . ? C4B Fe2 C13B 112.1(2) . . ? C10B Fe2 C13B 70.3(2) . . ? C5B Fe2 C13B 148.2(2) . . ? C9B Fe2 C8B 114.3(2) . . ? C4B Fe2 C8B 41.9(2) . . ? C10B Fe2 C8B 151.7(2) . . ? C5B Fe2 C8B 69.9(2) . . ? C13B Fe2 C8B 103.4(2) . . ? C9B Fe2 C6B 150.6(2) . . ? C4B Fe2 C6B 69.8(2) . . ? C10B Fe2 C6B 122.1(3) . . ? C5B Fe2 C6B 41.0(2) . . ? C13B Fe2 C6B 166.4(2) . . ? C8B Fe2 C6B 68.5(2) . . ? C9B Fe2 C7B 154.3(2) . . ? C4B Fe2 C7B 69.6(2) . . ? C10B Fe2 C7B 161.7(3) . . ? C5B Fe2 C7B 69.1(2) . . ? C13B Fe2 C7B 126.4(2) . . ? C8B Fe2 C7B 40.4(2) . . ? C6B Fe2 C7B 40.5(2) . . ? C9B Fe2 C11B 69.9(2) . . ? C4B Fe2 C11B 153.4(2) . . ? C10B Fe2 C11B 40.5(2) . . ? C5B Fe2 C11B 124.3(2) . . ? C13B Fe2 C11B 68.7(2) . . ? C8B Fe2 C11B 164.0(2) . . ? C6B Fe2 C11B 116.2(3) . . ? C7B Fe2 C11B 132.9(2) . . ? C9B Fe2 C12B 70.2(2) . . ? C4B Fe2 C12B 152.3(2) . . ? C10B Fe2 C12B 68.9(2) . . ? C5B Fe2 C12B 164.2(2) . . ? C13B Fe2 C12B 41.0(2) . . ? C8B Fe2 C12B 125.0(2) . . ? C6B Fe2 C12B 134.3(2) . . ? C7B Fe2 C12B 117.6(2) . . ? C11B Fe2 C12B 40.2(2) . . ? C1B N1B C4B 128.3(4) . . ? C1B N1B C2B 119.7(4) . . ? C4B N1B C2B 111.9(4) . . ? C1B N2B C9B 128.7(5) . . ? C1B N2B C3B 120.4(4) . . ? C9B N2B C3B 110.8(4) . . ? N2B C1B N1B 121.8(5) . . ? N2B C1B Ir2 117.8(4) . . ? N1B C1B Ir2 120.3(4) . . ? N1B C2B H2BA 109.5 . . ? N1B C2B H2BB 109.5 . . ? H2BA C2B H2BB 109.5 . . ? N1B C2B H2BC 109.5 . . ? H2BA C2B H2BC 109.5 . . ? H2BB C2B H2BC 109.5 . . ? N2B C3B H3BA 109.5 . . ? N2B C3B H3BB 109.5 . . ? H3BA C3B H3BB 109.5 . . ? N2B C3B H3BC 109.5 . . ? H3BA C3B H3BC 109.5 . . ? H3BB C3B H3BC 109.5 . . ? C8B C4B C5B 108.4(5) . . ? C8B C4B N1B 125.6(5) . . ? C5B C4B N1B 126.0(5) . . ? C8B C4B Fe2 71.7(3) . . ? C5B C4B Fe2 71.1(3) . . ? N1B C4B Fe2 124.1(4) . . ? C6B C5B C4B 107.2(5) . . ? C6B C5B Fe2 71.1(3) . . ? C4B C5B Fe2 66.7(3) . . ? C6B C5B H5BA 126.4 . . ? C4B C5B H5BA 126.4 . . ? Fe2 C5B H5BA 127.2 . . ? C7B C6B C5B 108.2(5) . . ? C7B C6B Fe2 69.9(3) . . ? C5B C6B Fe2 67.9(3) . . ? C7B C6B H6BA 125.9 . . ? C5B C6B H6BA 125.9 . . ? Fe2 C6B H6BA 127.9 . . ? C8B C7B C6B 108.3(5) . . ? C8B C7B Fe2 68.5(3) . . ? C6B C7B Fe2 69.6(3) . . ? C8B C7B H7BA 125.9 . . ? C6B C7B H7BA 125.9 . . ? Fe2 C7B H7BA 127.6 . . ? C7B C8B C4B 107.9(5) . . ? C7B C8B Fe2 71.1(3) . . ? C4B C8B Fe2 66.4(3) . . ? C7B C8B H8BA 126.1 . . ? C4B C8B H8BA 126.1 . . ? Fe2 C8B H8BA 128.0 . . ? N2B C9B C13B 125.7(5) . . ? N2B C9B C10B 126.3(5) . . ? C13B C9B C10B 108.0(5) . . ? N2B C9B Fe2 124.0(4) . . ? C13B C9B Fe2 71.7(3) . . ? C10B C9B Fe2 71.1(3) . . ? C11B C10B C9B 107.4(5) . . ? C11B C10B Fe2 71.6(3) . . ? C9B C10B Fe2 66.3(3) . . ? C11B C10B H10B 126.3 . . ? C9B C10B H10B 126.3 . . ? Fe2 C10B H10B 127.3 . . ? C10B C11B C12B 109.4(5) . . ? C10B C11B Fe2 67.9(3) . . ? C12B C11B Fe2 70.3(3) . . ? C10B C11B H11B 125.3 . . ? C12B C11B H11B 125.3 . . ? Fe2 C11B H11B 128.1 . . ? C11B C12B C13B 107.6(5) . . ? C11B C12B Fe2 69.5(3) . . ? C13B C12B Fe2 67.7(3) . . ? C11B C12B H12B 126.2 . . ? C13B C12B H12B 126.2 . . ? Fe2 C12B H12B 128.2 . . ? C9B C13B C12B 107.5(5) . . ? C9B C13B Fe2 66.0(3) . . ? C12B C13B Fe2 71.3(3) . . ? C9B C13B H13B 126.2 . . ? C12B C13B H13B 126.2 . . ? Fe2 C13B H13B 127.9 . . ? O1C C1C Ir2 177.3(5) . . ? O2C C2C Ir2 177.7(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 C4 N1 C1 N2 2.9(9) . . . . ? C2 N1 C1 N2 -175.4(5) . . . . ? C4 N1 C1 Ir1 -174.0(4) . . . . ? C2 N1 C1 Ir1 7.7(7) . . . . ? C9 N2 C1 N1 -5.8(9) . . . . ? C3 N2 C1 N1 -179.0(5) . . . . ? C9 N2 C1 Ir1 171.1(4) . . . . ? C3 N2 C1 Ir1 -2.0(7) . . . . ? C1A Ir1 C1 N1 -76.4(5) . . . . ? Cl1 Ir1 C1 N1 98.2(4) . . . . ? C1A Ir1 C1 N2 106.6(4) . . . . ? Cl1 Ir1 C1 N2 -78.8(4) . . . . ? C1 N1 C4 C5 89.3(7) . . . . ? C2 N1 C4 C5 -92.2(6) . . . . ? C1 N1 C4 C8 -92.8(7) . . . . ? C2 N1 C4 C8 85.6(6) . . . . ? C1 N1 C4 Fe1 -0.4(8) . . . . ? C2 N1 C4 Fe1 178.1(4) . . . . ? C9 Fe1 C4 N1 0.2(5) . . . . ? C5 Fe1 C4 N1 120.2(6) . . . . ? C10 Fe1 C4 N1 39.0(5) . . . . ? C13 Fe1 C4 N1 -38.2(5) . . . . ? C8 Fe1 C4 N1 -122.7(6) . . . . ? C6 Fe1 C4 N1 157.3(5) . . . . ? C7 Fe1 C4 N1 -159.6(5) . . . . ? C12 Fe1 C4 N1 -46.9(8) . . . . ? C11 Fe1 C4 N1 51.5(8) . . . . ? C9 Fe1 C4 C5 -120.0(3) . . . . ? C10 Fe1 C4 C5 -81.1(3) . . . . ? C13 Fe1 C4 C5 -158.4(3) . . . . ? C8 Fe1 C4 C5 117.1(4) . . . . ? C6 Fe1 C4 C5 37.1(3) . . . . ? C7 Fe1 C4 C5 80.2(3) . . . . ? C12 Fe1 C4 C5 -167.1(5) . . . . ? C11 Fe1 C4 C5 -68.7(6) . . . . ? C9 Fe1 C4 C8 122.9(3) . . . . ? C5 Fe1 C4 C8 -117.1(4) . . . . ? C10 Fe1 C4 C8 161.7(3) . . . . ? C13 Fe1 C4 C8 84.5(4) . . . . ? C6 Fe1 C4 C8 -80.0(3) . . . . ? C7 Fe1 C4 C8 -36.9(3) . . . . ? C12 Fe1 C4 C8 75.8(6) . . . . ? C11 Fe1 C4 C8 174.2(4) . . . . ? N1 C4 C5 C6 -178.2(5) . . . . ? C8 C4 C5 C6 3.6(6) . . . . ? Fe1 C4 C5 C6 -59.6(4) . . . . ? N1 C4 C5 Fe1 -118.6(5) . . . . ? C8 C4 C5 Fe1 63.2(4) . . . . ? C9 Fe1 C5 C6 -171.2(3) . . . . ? C4 Fe1 C5 C6 119.8(4) . . . . ? C10 Fe1 C5 C6 -129.2(3) . . . . ? C13 Fe1 C5 C6 163.4(4) . . . . ? C8 Fe1 C5 C6 80.1(4) . . . . ? C7 Fe1 C5 C6 36.9(3) . . . . ? C12 Fe1 C5 C6 -77.6(7) . . . . ? C11 Fe1 C5 C6 -91.9(4) . . . . ? C9 Fe1 C5 C4 69.1(3) . . . . ? C10 Fe1 C5 C4 111.0(3) . . . . ? C13 Fe1 C5 C4 43.6(6) . . . . ? C8 Fe1 C5 C4 -39.6(3) . . . . ? C6 Fe1 C5 C4 -119.8(4) . . . . ? C7 Fe1 C5 C4 -82.8(3) . . . . ? C12 Fe1 C5 C4 162.7(6) . . . . ? C11 Fe1 C5 C4 148.3(3) . . . . ? C4 C5 C6 C7 -2.1(6) . . . . ? Fe1 C5 C6 C7 -58.6(4) . . . . ? C4 C5 C6 Fe1 56.5(4) . . . . ? C9 Fe1 C6 C5 17.7(6) . . . . ? C4 Fe1 C6 C5 -38.6(3) . . . . ? C10 Fe1 C6 C5 64.8(4) . . . . ? C13 Fe1 C6 C5 -147.2(8) . . . . ? C8 Fe1 C6 C5 -84.0(4) . . . . ? C7 Fe1 C6 C5 -120.3(5) . . . . ? C12 Fe1 C6 C5 155.0(3) . . . . ? C11 Fe1 C6 C5 111.0(3) . . . . ? C9 Fe1 C6 C7 138.0(5) . . . . ? C4 Fe1 C6 C7 81.7(4) . . . . ? C5 Fe1 C6 C7 120.3(5) . . . . ? C10 Fe1 C6 C7 -174.9(3) . . . . ? C13 Fe1 C6 C7 -27.0(10) . . . . ? C8 Fe1 C6 C7 36.2(3) . . . . ? C12 Fe1 C6 C7 -84.7(4) . . . . ? C11 Fe1 C6 C7 -128.8(3) . . . . ? C5 C6 C7 C8 -0.2(6) . . . . ? Fe1 C6 C7 C8 -57.5(4) . . . . ? C5 C6 C7 Fe1 57.3(4) . . . . ? C9 Fe1 C7 C8 -12.9(7) . . . . ? C4 Fe1 C7 C8 38.7(3) . . . . ? C5 Fe1 C7 C8 84.4(4) . . . . ? C10 Fe1 C7 C8 136.2(7) . . . . ? C13 Fe1 C7 C8 -66.6(4) . . . . ? C6 Fe1 C7 C8 121.7(5) . . . . ? C12 Fe1 C7 C8 -114.9(4) . . . . ? C11 Fe1 C7 C8 -161.2(3) . . . . ? C9 Fe1 C7 C6 -134.5(5) . . . . ? C4 Fe1 C7 C6 -83.0(4) . . . . ? C5 Fe1 C7 C6 -37.3(3) . . . . ? C10 Fe1 C7 C6 14.5(9) . . . . ? C13 Fe1 C7 C6 171.7(3) . . . . ? C8 Fe1 C7 C6 -121.7(5) . . . . ? C12 Fe1 C7 C6 123.5(3) . . . . ? C11 Fe1 C7 C6 77.2(4) . . . . ? C6 C7 C8 C4 2.4(6) . . . . ? Fe1 C7 C8 C4 -55.4(3) . . . . ? C6 C7 C8 Fe1 57.8(4) . . . . ? N1 C4 C8 C7 178.1(5) . . . . ? C5 C4 C8 C7 -3.7(6) . . . . ? Fe1 C4 C8 C7 58.7(4) . . . . ? N1 C4 C8 Fe1 119.4(5) . . . . ? C5 C4 C8 Fe1 -62.4(4) . . . . ? C9 Fe1 C8 C7 173.8(3) . . . . ? C4 Fe1 C8 C7 -119.7(5) . . . . ? C5 Fe1 C8 C7 -79.9(4) . . . . ? C10 Fe1 C8 C7 -155.4(4) . . . . ? C13 Fe1 C8 C7 130.0(3) . . . . ? C6 Fe1 C8 C7 -36.3(3) . . . . ? C12 Fe1 C8 C7 91.4(4) . . . . ? C11 Fe1 C8 C7 71.7(10) . . . . ? C9 Fe1 C8 C4 -66.5(4) . . . . ? C5 Fe1 C8 C4 39.7(3) . . . . ? C10 Fe1 C8 C4 -35.8(6) . . . . ? C13 Fe1 C8 C4 -110.3(3) . . . . ? C6 Fe1 C8 C4 83.4(3) . . . . ? C7 Fe1 C8 C4 119.7(5) . . . . ? C12 Fe1 C8 C4 -149.0(3) . . . . ? C11 Fe1 C8 C4 -168.6(8) . . . . ? C1 N2 C9 C10 -85.4(7) . . . . ? C3 N2 C9 C10 88.3(6) . . . . ? C1 N2 C9 C13 96.0(7) . . . . ? C3 N2 C9 C13 -90.3(6) . . . . ? C1 N2 C9 Fe1 5.8(8) . . . . ? C3 N2 C9 Fe1 179.5(4) . . . . ? C4 Fe1 C9 C10 119.2(3) . . . . ? C5 Fe1 C9 C10 80.0(3) . . . . ? C13 Fe1 C9 C10 -118.1(4) . . . . ? C8 Fe1 C9 C10 157.6(3) . . . . ? C6 Fe1 C9 C10 67.6(6) . . . . ? C7 Fe1 C9 C10 166.7(5) . . . . ? C12 Fe1 C9 C10 -80.2(3) . . . . ? C11 Fe1 C9 C10 -37.3(3) . . . . ? C4 Fe1 C9 N2 -2.6(5) . . . . ? C5 Fe1 C9 N2 -41.8(5) . . . . ? C10 Fe1 C9 N2 -121.8(6) . . . . ? C13 Fe1 C9 N2 120.1(6) . . . . ? C8 Fe1 C9 N2 35.8(5) . . . . ? C6 Fe1 C9 N2 -54.2(7) . . . . ? C7 Fe1 C9 N2 44.9(8) . . . . ? C12 Fe1 C9 N2 158.0(5) . . . . ? C11 Fe1 C9 N2 -159.2(5) . . . . ? C4 Fe1 C9 C13 -122.6(3) . . . . ? C5 Fe1 C9 C13 -161.9(3) . . . . ? C10 Fe1 C9 C13 118.1(4) . . . . ? C8 Fe1 C9 C13 -84.3(3) . . . . ? C6 Fe1 C9 C13 -174.3(4) . . . . ? C7 Fe1 C9 C13 -75.2(6) . . . . ? C12 Fe1 C9 C13 37.9(3) . . . . ? C11 Fe1 C9 C13 80.8(3) . . . . ? N2 C9 C10 C11 179.1(5) . . . . ? C13 C9 C10 C11 -2.2(6) . . . . ? Fe1 C9 C10 C11 59.9(4) . . . . ? N2 C9 C10 Fe1 119.2(5) . . . . ? C13 C9 C10 Fe1 -62.1(4) . . . . ? C4 Fe1 C10 C9 -69.4(4) . . . . ? C5 Fe1 C10 C9 -112.2(3) . . . . ? C13 Fe1 C10 C9 39.3(3) . . . . ? C8 Fe1 C10 C9 -44.3(6) . . . . ? C6 Fe1 C10 C9 -149.1(3) . . . . ? C7 Fe1 C10 C9 -160.2(7) . . . . ? C12 Fe1 C10 C9 83.4(3) . . . . ? C11 Fe1 C10 C9 119.6(5) . . . . ? C9 Fe1 C10 C11 -119.6(5) . . . . ? C4 Fe1 C10 C11 171.0(3) . . . . ? C5 Fe1 C10 C11 128.2(3) . . . . ? C13 Fe1 C10 C11 -80.4(3) . . . . ? C8 Fe1 C10 C11 -163.9(4) . . . . ? C6 Fe1 C10 C11 91.3(4) . . . . ? C7 Fe1 C10 C11 80.2(8) . . . . ? C12 Fe1 C10 C11 -36.2(3) . . . . ? C9 C10 C11 C12 1.1(6) . . . . ? Fe1 C10 C11 C12 57.9(4) . . . . ? C9 C10 C11 Fe1 -56.8(4) . . . . ? C9 Fe1 C11 C12 -83.0(3) . . . . ? C4 Fe1 C11 C12 -139.1(5) . . . . ? C5 Fe1 C11 C12 172.9(3) . . . . ? C10 Fe1 C11 C12 -121.3(5) . . . . ? C13 Fe1 C11 C12 -37.4(3) . . . . ? C8 Fe1 C11 C12 24.8(11) . . . . ? C6 Fe1 C11 C12 126.9(3) . . . . ? C7 Fe1 C11 C12 82.8(4) . . . . ? C9 Fe1 C11 C10 38.3(3) . . . . ? C4 Fe1 C11 C10 -17.8(6) . . . . ? C5 Fe1 C11 C10 -65.8(4) . . . . ? C13 Fe1 C11 C10 83.8(3) . . . . ? C8 Fe1 C11 C10 146.0(9) . . . . ? C6 Fe1 C11 C10 -111.9(3) . . . . ? C7 Fe1 C11 C10 -156.0(3) . . . . ? C12 Fe1 C11 C10 121.3(5) . . . . ? C10 C11 C12 C13 0.4(6) . . . . ? Fe1 C11 C12 C13 56.9(4) . . . . ? C10 C11 C12 Fe1 -56.5(4) . . . . ? C9 Fe1 C12 C11 81.8(3) . . . . ? C4 Fe1 C12 C11 132.8(5) . . . . ? C5 Fe1 C12 C11 -19.0(8) . . . . ? C10 Fe1 C12 C11 36.9(3) . . . . ? C13 Fe1 C12 C11 120.7(4) . . . . ? C8 Fe1 C12 C11 -172.6(3) . . . . ? C6 Fe1 C12 C11 -78.5(4) . . . . ? C7 Fe1 C12 C11 -125.5(3) . . . . ? C9 Fe1 C12 C13 -39.0(3) . . . . ? C4 Fe1 C12 C13 12.0(7) . . . . ? C5 Fe1 C12 C13 -139.8(6) . . . . ? C10 Fe1 C12 C13 -83.9(3) . . . . ? C8 Fe1 C12 C13 66.7(4) . . . . ? C6 Fe1 C12 C13 160.7(3) . . . . ? C7 Fe1 C12 C13 113.8(3) . . . . ? C11 Fe1 C12 C13 -120.7(4) . . . . ? C10 C9 C13 C12 2.4(6) . . . . ? N2 C9 C13 C12 -178.8(5) . . . . ? Fe1 C9 C13 C12 -59.7(4) . . . . ? C10 C9 C13 Fe1 62.1(4) . . . . ? N2 C9 C13 Fe1 -119.1(5) . . . . ? C11 C12 C13 C9 -1.7(6) . . . . ? Fe1 C12 C13 C9 56.6(3) . . . . ? C11 C12 C13 Fe1 -58.3(4) . . . . ? C4 Fe1 C13 C9 66.8(4) . . . . ? C5 Fe1 C13 C9 36.1(6) . . . . ? C10 Fe1 C13 C9 -38.7(3) . . . . ? C8 Fe1 C13 C9 110.5(3) . . . . ? C6 Fe1 C13 C9 169.6(8) . . . . ? C7 Fe1 C13 C9 148.3(3) . . . . ? C12 Fe1 C13 C9 -118.8(4) . . . . ? C11 Fe1 C13 C9 -82.5(3) . . . . ? C9 Fe1 C13 C12 118.8(4) . . . . ? C4 Fe1 C13 C12 -174.4(3) . . . . ? C5 Fe1 C13 C12 154.9(4) . . . . ? C10 Fe1 C13 C12 80.1(3) . . . . ? C8 Fe1 C13 C12 -130.6(3) . . . . ? C6 Fe1 C13 C12 -71.6(9) . . . . ? C7 Fe1 C13 C12 -92.8(4) . . . . ? C11 Fe1 C13 C12 36.4(3) . . . . ? C9B N2B C1B N1B -0.9(9) . . . . ? C3B N2B C1B N1B -178.9(5) . . . . ? C9B N2B C1B Ir2 175.6(4) . . . . ? C3B N2B C1B Ir2 -2.4(7) . . . . ? C4B N1B C1B N2B 5.8(9) . . . . ? C2B N1B C1B N2B -172.9(5) . . . . ? C4B N1B C1B Ir2 -170.6(4) . . . . ? C2B N1B C1B Ir2 10.7(7) . . . . ? C2C Ir2 C1B N2B 96.2(4) . . . . ? Cl2 Ir2 C1B N2B -85.6(4) . . . . ? C2C Ir2 C1B N1B -87.3(5) . . . . ? Cl2 Ir2 C1B N1B 90.9(4) . . . . ? C1B N1B C4B C8B -98.1(7) . . . . ? C2B N1B C4B C8B 80.7(7) . . . . ? C1B N1B C4B C5B 83.5(8) . . . . ? C2B N1B C4B C5B -97.7(6) . . . . ? C1B N1B C4B Fe2 -7.0(8) . . . . ? C2B N1B C4B Fe2 171.8(4) . . . . ? C9B Fe2 C4B C8B 124.3(4) . . . . ? C10B Fe2 C4B C8B 162.8(4) . . . . ? C5B Fe2 C4B C8B -117.6(5) . . . . ? C13B Fe2 C4B C8B 85.5(4) . . . . ? C6B Fe2 C4B C8B -80.0(4) . . . . ? C7B Fe2 C4B C8B -36.7(3) . . . . ? C11B Fe2 C4B C8B 171.7(5) . . . . ? C12B Fe2 C4B C8B 74.0(6) . . . . ? C9B Fe2 C4B C5B -118.1(3) . . . . ? C10B Fe2 C4B C5B -79.6(4) . . . . ? C13B Fe2 C4B C5B -156.8(3) . . . . ? C8B Fe2 C4B C5B 117.6(5) . . . . ? C6B Fe2 C4B C5B 37.7(3) . . . . ? C7B Fe2 C4B C5B 80.9(4) . . . . ? C11B Fe2 C4B C5B -70.7(6) . . . . ? C12B Fe2 C4B C5B -168.3(4) . . . . ? C9B Fe2 C4B N1B 3.1(5) . . . . ? C10B Fe2 C4B N1B 41.6(6) . . . . ? C5B Fe2 C4B N1B 121.2(6) . . . . ? C13B Fe2 C4B N1B -35.6(5) . . . . ? C8B Fe2 C4B N1B -121.1(6) . . . . ? C6B Fe2 C4B N1B 158.9(5) . . . . ? C7B Fe2 C4B N1B -157.8(6) . . . . ? C11B Fe2 C4B N1B 50.6(8) . . . . ? C12B Fe2 C4B N1B -47.1(8) . . . . ? C8B C4B C5B C6B 2.5(6) . . . . ? N1B C4B C5B C6B -178.9(5) . . . . ? Fe2 C4B C5B C6B -59.9(4) . . . . ? C8B C4B C5B Fe2 62.4(4) . . . . ? N1B C4B C5B Fe2 -119.0(5) . . . . ? C9B Fe2 C5B C6B -170.7(3) . . . . ? C4B Fe2 C5B C6B 119.1(5) . . . . ? C10B Fe2 C5B C6B -127.6(4) . . . . ? C13B Fe2 C5B C6B 162.9(4) . . . . ? C8B Fe2 C5B C6B 80.1(4) . . . . ? C7B Fe2 C5B C6B 36.8(4) . . . . ? C11B Fe2 C5B C6B -91.6(4) . . . . ? C12B Fe2 C5B C6B -81.0(9) . . . . ? C9B Fe2 C5B C4B 70.2(4) . . . . ? C10B Fe2 C5B C4B 113.3(3) . . . . ? C13B Fe2 C5B C4B 43.8(6) . . . . ? C8B Fe2 C5B C4B -39.1(3) . . . . ? C6B Fe2 C5B C4B -119.1(5) . . . . ? C7B Fe2 C5B C4B -82.3(3) . . . . ? C11B Fe2 C5B C4B 149.3(3) . . . . ? C12B Fe2 C5B C4B 159.8(8) . . . . ? C4B C5B C6B C7B -1.2(7) . . . . ? Fe2 C5B C6B C7B -58.4(4) . . . . ? C4B C5B C6B Fe2 57.2(4) . . . . ? C9B Fe2 C6B C7B 138.5(4) . . . . ? C4B Fe2 C6B C7B 81.9(4) . . . . ? C10B Fe2 C6B C7B -172.6(3) . . . . ? C5B Fe2 C6B C7B 120.5(5) . . . . ? C13B Fe2 C6B C7B -18.5(11) . . . . ? C8B Fe2 C6B C7B 36.9(3) . . . . ? C11B Fe2 C6B C7B -126.3(3) . . . . ? C12B Fe2 C6B C7B -81.6(4) . . . . ? C9B Fe2 C6B C5B 18.0(6) . . . . ? C4B Fe2 C6B C5B -38.6(3) . . . . ? C10B Fe2 C6B C5B 66.9(4) . . . . ? C13B Fe2 C6B C5B -139.0(9) . . . . ? C8B Fe2 C6B C5B -83.6(4) . . . . ? C7B Fe2 C6B C5B -120.5(5) . . . . ? C11B Fe2 C6B C5B 113.1(4) . . . . ? C12B Fe2 C6B C5B 157.9(3) . . . . ? C5B C6B C7B C8B -0.5(7) . . . . ? Fe2 C6B C7B C8B -57.6(4) . . . . ? C5B C6B C7B Fe2 57.1(4) . . . . ? C9B Fe2 C7B C8B -10.8(7) . . . . ? C4B Fe2 C7B C8B 38.0(3) . . . . ? C10B Fe2 C7B C8B 140.8(7) . . . . ? C5B Fe2 C7B C8B 83.2(4) . . . . ? C13B Fe2 C7B C8B -64.9(4) . . . . ? C6B Fe2 C7B C8B 120.4(5) . . . . ? C11B Fe2 C7B C8B -158.9(4) . . . . ? C12B Fe2 C7B C8B -112.6(4) . . . . ? C9B Fe2 C7B C6B -131.2(5) . . . . ? C4B Fe2 C7B C6B -82.4(4) . . . . ? C10B Fe2 C7B C6B 20.4(9) . . . . ? C5B Fe2 C7B C6B -37.2(3) . . . . ? C13B Fe2 C7B C6B 174.7(3) . . . . ? C8B Fe2 C7B C6B -120.4(5) . . . . ? C11B Fe2 C7B C6B 80.7(4) . . . . ? C12B Fe2 C7B C6B 127.0(4) . . . . ? C6B C7B C8B C4B 2.1(6) . . . . ? Fe2 C7B C8B C4B -56.3(4) . . . . ? C6B C7B C8B Fe2 58.4(4) . . . . ? C5B C4B C8B C7B -2.8(6) . . . . ? N1B C4B C8B C7B 178.5(5) . . . . ? Fe2 C4B C8B C7B 59.2(4) . . . . ? C5B C4B C8B Fe2 -62.0(4) . . . . ? N1B C4B C8B Fe2 119.3(5) . . . . ? C9B Fe2 C8B C7B 174.9(3) . . . . ? C4B Fe2 C8B C7B -120.2(5) . . . . ? C10B Fe2 C8B C7B -155.3(5) . . . . ? C5B Fe2 C8B C7B -81.0(4) . . . . ? C13B Fe2 C8B C7B 131.5(4) . . . . ? C6B Fe2 C8B C7B -37.0(3) . . . . ? C11B Fe2 C8B C7B 73.3(10) . . . . ? C12B Fe2 C8B C7B 92.8(4) . . . . ? C9B Fe2 C8B C4B -64.9(4) . . . . ? C10B Fe2 C8B C4B -35.1(7) . . . . ? C5B Fe2 C8B C4B 39.3(3) . . . . ? C13B Fe2 C8B C4B -108.2(4) . . . . ? C6B Fe2 C8B C4B 83.3(4) . . . . ? C7B Fe2 C8B C4B 120.2(5) . . . . ? C11B Fe2 C8B C4B -166.4(8) . . . . ? C12B Fe2 C8B C4B -146.9(3) . . . . ? C1B N2B C9B C13B 89.0(7) . . . . ? C3B N2B C9B C13B -92.8(6) . . . . ? C1B N2B C9B C10B -92.7(7) . . . . ? C3B N2B C9B C10B 85.5(6) . . . . ? C1B N2B C9B Fe2 -2.0(8) . . . . ? C3B N2B C9B Fe2 176.1(4) . . . . ? C4B Fe2 C9B N2B 0.7(5) . . . . ? C10B Fe2 C9B N2B -121.6(6) . . . . ? C5B Fe2 C9B N2B -38.5(5) . . . . ? C13B Fe2 C9B N2B 121.2(6) . . . . ? C8B Fe2 C9B N2B 38.0(5) . . . . ? C6B Fe2 C9B N2B -51.0(7) . . . . ? C7B Fe2 C9B N2B 45.7(8) . . . . ? C11B Fe2 C9B N2B -158.7(5) . . . . ? C12B Fe2 C9B N2B 158.4(5) . . . . ? C4B Fe2 C9B C13B -120.5(3) . . . . ? C10B Fe2 C9B C13B 117.2(4) . . . . ? C5B Fe2 C9B C13B -159.7(3) . . . . ? C8B Fe2 C9B C13B -83.2(3) . . . . ? C6B Fe2 C9B C13B -172.1(4) . . . . ? C7B Fe2 C9B C13B -75.5(6) . . . . ? C11B Fe2 C9B C13B 80.1(3) . . . . ? C12B Fe2 C9B C13B 37.2(3) . . . . ? C4B Fe2 C9B C10B 122.4(4) . . . . ? C5B Fe2 C9B C10B 83.2(4) . . . . ? C13B Fe2 C9B C10B -117.2(4) . . . . ? C8B Fe2 C9B C10B 159.6(3) . . . . ? C6B Fe2 C9B C10B 70.7(6) . . . . ? C7B Fe2 C9B C10B 167.3(5) . . . . ? C11B Fe2 C9B C10B -37.1(3) . . . . ? C12B Fe2 C9B C10B -80.0(4) . . . . ? N2B C9B C10B C11B 178.9(5) . . . . ? C13B C9B C10B C11B -2.5(6) . . . . ? Fe2 C9B C10B C11B 60.1(4) . . . . ? N2B C9B C10B Fe2 118.8(5) . . . . ? C13B C9B C10B Fe2 -62.6(4) . . . . ? C9B Fe2 C10B C11B -119.4(5) . . . . ? C4B Fe2 C10B C11B 173.9(4) . . . . ? C5B Fe2 C10B C11B 131.7(4) . . . . ? C13B Fe2 C10B C11B -79.9(4) . . . . ? C8B Fe2 C10B C11B -161.4(5) . . . . ? C6B Fe2 C10B C11B 93.8(4) . . . . ? C7B Fe2 C10B C11B 78.3(8) . . . . ? C12B Fe2 C10B C11B -36.0(4) . . . . ? C4B Fe2 C10B C9B -66.8(4) . . . . ? C5B Fe2 C10B C9B -108.9(3) . . . . ? C13B Fe2 C10B C9B 39.5(3) . . . . ? C8B Fe2 C10B C9B -42.1(7) . . . . ? C6B Fe2 C10B C9B -146.8(3) . . . . ? C7B Fe2 C10B C9B -162.3(7) . . . . ? C11B Fe2 C10B C9B 119.4(5) . . . . ? C12B Fe2 C10B C9B 83.3(4) . . . . ? C9B C10B C11B C12B 1.3(7) . . . . ? Fe2 C10B C11B C12B 58.1(4) . . . . ? C9B C10B C11B Fe2 -56.8(4) . . . . ? C9B Fe2 C11B C10B 38.9(4) . . . . ? C4B Fe2 C11B C10B -12.7(8) . . . . ? C5B Fe2 C11B C10B -62.7(4) . . . . ? C13B Fe2 C11B C10B 84.3(4) . . . . ? C8B Fe2 C11B C10B 146.8(8) . . . . ? C6B Fe2 C11B C10B -109.7(4) . . . . ? C7B Fe2 C11B C10B -155.2(4) . . . . ? C12B Fe2 C11B C10B 121.7(5) . . . . ? C9B Fe2 C11B C12B -82.8(4) . . . . ? C4B Fe2 C11B C12B -134.4(5) . . . . ? C10B Fe2 C11B C12B -121.7(5) . . . . ? C5B Fe2 C11B C12B 175.5(3) . . . . ? C13B Fe2 C11B C12B -37.5(3) . . . . ? C8B Fe2 C11B C12B 25.1(10) . . . . ? C6B Fe2 C11B C12B 128.6(3) . . . . ? C7B Fe2 C11B C12B 83.0(4) . . . . ? C10B C11B C12B C13B 0.4(7) . . . . ? Fe2 C11B C12B C13B 57.0(4) . . . . ? C10B C11B C12B Fe2 -56.6(4) . . . . ? C9B Fe2 C12B C11B 81.9(4) . . . . ? C4B Fe2 C12B C11B 136.6(5) . . . . ? C10B Fe2 C12B C11B 36.3(3) . . . . ? C5B Fe2 C12B C11B -13.6(10) . . . . ? C13B Fe2 C12B C11B 120.2(5) . . . . ? C8B Fe2 C12B C11B -171.8(3) . . . . ? C6B Fe2 C12B C11B -78.5(4) . . . . ? C7B Fe2 C12B C11B -124.9(4) . . . . ? C9B Fe2 C12B C13B -38.3(3) . . . . ? C4B Fe2 C12B C13B 16.4(6) . . . . ? C10B Fe2 C12B C13B -83.9(3) . . . . ? C5B Fe2 C12B C13B -133.8(8) . . . . ? C8B Fe2 C12B C13B 68.0(4) . . . . ? C6B Fe2 C12B C13B 161.3(4) . . . . ? C7B Fe2 C12B C13B 114.9(4) . . . . ? C11B Fe2 C12B C13B -120.2(5) . . . . ? N2B C9B C13B C12B -178.7(5) . . . . ? C10B C9B C13B C12B 2.7(6) . . . . ? Fe2 C9B C13B C12B -59.5(4) . . . . ? N2B C9B C13B Fe2 -119.2(5) . . . . ? C10B C9B C13B Fe2 62.2(4) . . . . ? C11B C12B C13B C9B -1.9(6) . . . . ? Fe2 C12B C13B C9B 56.2(4) . . . . ? C11B C12B C13B Fe2 -58.1(4) . . . . ? C4B Fe2 C13B C9B 68.3(3) . . . . ? C10B Fe2 C13B C9B -39.7(3) . . . . ? C5B Fe2 C13B C9B 38.2(5) . . . . ? C8B Fe2 C13B C9B 111.5(3) . . . . ? C6B Fe2 C13B C9B 163.4(9) . . . . ? C7B Fe2 C13B C9B 148.6(3) . . . . ? C11B Fe2 C13B C9B -83.1(3) . . . . ? C12B Fe2 C13B C9B -119.9(4) . . . . ? C9B Fe2 C13B C12B 119.9(4) . . . . ? C4B Fe2 C13B C12B -171.9(3) . . . . ? C10B Fe2 C13B C12B 80.1(3) . . . . ? C5B Fe2 C13B C12B 158.1(4) . . . . ? C8B Fe2 C13B C12B -128.7(3) . . . . ? C6B Fe2 C13B C12B -76.7(10) . . . . ? C7B Fe2 C13B C12B -91.5(4) . . . . ? C11B Fe2 C13B C12B 36.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.062 _refine_diff_density_min -2.345 _refine_diff_density_rms 0.209 _database_code_depnum_ccdc_archive 'CCDC 938915' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_18 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H10, C13 H14 N2 Fe, C18 H15 P, Ru, 2 Cl, C6 H6' _chemical_formula_sum 'C52 H45 Cl2 Fe N2 P Ru' _chemical_formula_weight 956.69 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.7743(11) _cell_length_b 15.8294(9) _cell_length_c 17.3028(12) _cell_angle_alpha 90.00 _cell_angle_beta 108.242(2) _cell_angle_gamma 90.00 _cell_volume 4363.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 9087 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description plates _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1960 _exptl_absorpt_coefficient_mu 0.876 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 'Nonius Kappa CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18025 _diffrn_reflns_av_R_equivalents 0.0876 _diffrn_reflns_av_sigmaI/netI 0.1608 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9982 _reflns_number_gt 5460 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material 'XL SHELXTL/PC, Siemens Analytical' _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^)+(0.0305P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9982 _refine_ls_number_parameters 534 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1470 _refine_ls_R_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.0974 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.752609(18) 0.23100(2) 0.571350(18) 0.02313(10) Uani 1 1 d . . . Fe1 Fe 1.03569(3) 0.04872(4) 0.72483(3) 0.02698(16) Uani 1 1 d . . . P1 P 0.81573(6) 0.36333(6) 0.60095(6) 0.0225(2) Uani 1 1 d . . . Cl1 Cl 0.66180(6) 0.29224(6) 0.45020(5) 0.0292(2) Uani 1 1 d . . . Cl2 Cl 0.69710(6) 0.09521(6) 0.51859(6) 0.0369(3) Uani 1 1 d . . . N1 N 0.86208(17) 0.11461(19) 0.70576(17) 0.0230(7) Uani 1 1 d . . . N2 N 0.91329(18) 0.1548(2) 0.59882(17) 0.0253(8) Uani 1 1 d . . . C1 C 0.6962(2) 0.2492(2) 0.6470(2) 0.0250(10) Uani 1 1 d . . . C2 C 0.7231(2) 0.2832(2) 0.7292(2) 0.0264(10) Uani 1 1 d . . . H2 H 0.7772 0.3063 0.7548 0.032 Uiso 1 1 calc R . . C3 C 0.6622(2) 0.2782(2) 0.7652(2) 0.0258(9) Uani 1 1 d . . . C4 C 0.5854(2) 0.2439(2) 0.7035(2) 0.0275(10) Uani 1 1 d . . . C5 C 0.5036(2) 0.2321(3) 0.7042(2) 0.0344(10) Uani 1 1 d . . . H5 H 0.4888 0.2444 0.7517 0.041 Uiso 1 1 calc R . . C6 C 0.4434(2) 0.2021(3) 0.6343(3) 0.0391(11) Uani 1 1 d . . . H6 H 0.3877 0.1923 0.6347 0.047 Uiso 1 1 calc R . . C7 C 0.4640(2) 0.1865(3) 0.5644(3) 0.0372(11) Uani 1 1 d . . . H7 H 0.4220 0.1667 0.5171 0.045 Uiso 1 1 calc R . . C8 C 0.5452(2) 0.1993(2) 0.5623(2) 0.0316(10) Uani 1 1 d . . . H8 H 0.5590 0.1893 0.5138 0.038 Uiso 1 1 calc R . . C9 C 0.6060(2) 0.2270(2) 0.6325(2) 0.0263(9) Uani 1 1 d . . . C10 C 0.6718(2) 0.3013(2) 0.8498(2) 0.0267(9) Uani 1 1 d . . . C11 C 0.7327(2) 0.3608(2) 0.8902(2) 0.0305(10) Uani 1 1 d . . . H11 H 0.7676 0.3856 0.8626 0.037 Uiso 1 1 calc R . . C12 C 0.7425(3) 0.3838(3) 0.9696(2) 0.0356(11) Uani 1 1 d . . . H12 H 0.7837 0.4245 0.9959 0.043 Uiso 1 1 calc R . . C13 C 0.6930(3) 0.3481(3) 1.0106(3) 0.0419(12) Uani 1 1 d . . . H13 H 0.7003 0.3638 1.0654 0.050 Uiso 1 1 calc R . . C14 C 0.6333(3) 0.2902(3) 0.9730(3) 0.0476(13) Uani 1 1 d . . . H14 H 0.5986 0.2663 1.0013 0.057 Uiso 1 1 calc R . . C15 C 0.6233(2) 0.2663(3) 0.8937(2) 0.0359(10) Uani 1 1 d . . . H15 H 0.5823 0.2250 0.8686 0.043 Uiso 1 1 calc R . . C16 C 0.8820(2) 0.3924(2) 0.7041(2) 0.0224(9) Uani 1 1 d . . . C17 C 0.8776(2) 0.4707(3) 0.7374(2) 0.0332(10) Uani 1 1 d . . . H17 H 0.8391 0.5116 0.7067 0.040 Uiso 1 1 calc R . . C18 C 0.9291(3) 0.4905(3) 0.8156(2) 0.0425(12) Uani 1 1 d . . . H18 H 0.9250 0.5442 0.8384 0.051 Uiso 1 1 calc R . . C19 C 0.9861(2) 0.4317(3) 0.8598(2) 0.0376(11) Uani 1 1 d . . . H19 H 1.0215 0.4453 0.9129 0.045 Uiso 1 1 calc R . . C20 C 0.9920(2) 0.3538(3) 0.8275(2) 0.0345(11) Uani 1 1 d . . . H20 H 1.0320 0.3139 0.8576 0.041 Uiso 1 1 calc R . . C21 C 0.9391(2) 0.3336(2) 0.7504(2) 0.0273(10) Uani 1 1 d . . . H21 H 0.9419 0.2789 0.7289 0.033 Uiso 1 1 calc R . . C22 C 0.8860(2) 0.3814(2) 0.5395(2) 0.0236(9) Uani 1 1 d . . . C23 C 0.9734(2) 0.3829(2) 0.5723(2) 0.0307(10) Uani 1 1 d . . . H23 H 0.9992 0.3789 0.6295 0.037 Uiso 1 1 calc R . . C24 C 1.0222(2) 0.3904(3) 0.5215(3) 0.0374(11) Uani 1 1 d . . . H24 H 1.0816 0.3911 0.5445 0.045 Uiso 1 1 calc R . . C25 C 0.9869(3) 0.3968(3) 0.4388(3) 0.0407(11) Uani 1 1 d . . . H25 H 1.0214 0.4013 0.4047 0.049 Uiso 1 1 calc R . . C26 C 0.9002(3) 0.3965(2) 0.4056(2) 0.0337(10) Uani 1 1 d . . . H26 H 0.8750 0.4014 0.3484 0.040 Uiso 1 1 calc R . . C27 C 0.8503(2) 0.3891(2) 0.4553(2) 0.0288(10) Uani 1 1 d . . . H27 H 0.7910 0.3892 0.4319 0.035 Uiso 1 1 calc R . . C28 C 0.7439(2) 0.4537(2) 0.5731(2) 0.0225(9) Uani 1 1 d . . . C29 C 0.7685(2) 0.5306(3) 0.5486(2) 0.0303(10) Uani 1 1 d . . . H29 H 0.8230 0.5357 0.5434 0.036 Uiso 1 1 calc R . . C30 C 0.7154(3) 0.5995(3) 0.5317(2) 0.0339(10) Uani 1 1 d . . . H30 H 0.7338 0.6515 0.5158 0.041 Uiso 1 1 calc R . . C31 C 0.6355(2) 0.5927(3) 0.5379(2) 0.0317(10) Uani 1 1 d . . . H31 H 0.5986 0.6398 0.5256 0.038 Uiso 1 1 calc R . . C32 C 0.6093(2) 0.5170(3) 0.5623(2) 0.0302(10) Uani 1 1 d . . . H32 H 0.5546 0.5122 0.5671 0.036 Uiso 1 1 calc R . . C33 C 0.6632(2) 0.4486(3) 0.5795(2) 0.0252(9) Uani 1 1 d . . . H33 H 0.6449 0.3969 0.5960 0.030 Uiso 1 1 calc R . . C34 C 0.8537(2) 0.1589(2) 0.6367(2) 0.0253(9) Uani 1 1 d . . . C35 C 0.7900(2) 0.0977(3) 0.7345(2) 0.0350(11) Uani 1 1 d . . . H35A H 0.7918 0.1359 0.7796 0.052 Uiso 1 1 calc R . . H35B H 0.7923 0.0391 0.7533 0.052 Uiso 1 1 calc R . . H35C H 0.7378 0.1068 0.6899 0.052 Uiso 1 1 calc R . . C36 C 0.8897(2) 0.1775(3) 0.5116(2) 0.0331(10) Uani 1 1 d . . . H36A H 0.8774 0.1260 0.4786 0.050 Uiso 1 1 calc R . . H36B H 0.9363 0.2077 0.5012 0.050 Uiso 1 1 calc R . . H36C H 0.8399 0.2138 0.4974 0.050 Uiso 1 1 calc R . . C37 C 0.9347(2) 0.0688(2) 0.7544(2) 0.0226(9) Uani 1 1 d . . . C38 C 0.9466(2) -0.0197(3) 0.7510(2) 0.0319(10) Uani 1 1 d . . . H38 H 0.9086 -0.0585 0.7163 0.038 Uiso 1 1 calc R . . C39 C 1.0247(2) -0.0400(3) 0.8082(2) 0.0308(10) Uani 1 1 d . . . H39 H 1.0489 -0.0948 0.8181 0.037 Uiso 1 1 calc R . . C40 C 1.0610(2) 0.0349(2) 0.8485(2) 0.0261(9) Uani 1 1 d . . . H40 H 1.1138 0.0394 0.8897 0.031 Uiso 1 1 calc R . . C41 C 1.0048(2) 0.1022(3) 0.8166(2) 0.0240(9) Uani 1 1 d . . . H41 H 1.0125 0.1595 0.8336 0.029 Uiso 1 1 calc R . . C42 C 0.9936(2) 0.1120(3) 0.6244(2) 0.0295(10) Uani 1 1 d . . . C43 C 1.0096(3) 0.0276(3) 0.6049(2) 0.0444(12) Uani 1 1 d . . . H43 H 0.9700 -0.0109 0.5718 0.053 Uiso 1 1 calc R . . C44 C 1.0965(3) 0.0120(3) 0.6448(2) 0.0465(13) Uani 1 1 d . . . H44 H 1.1248 -0.0398 0.6440 0.056 Uiso 1 1 calc R . . C45 C 1.1335(3) 0.0859(3) 0.6856(3) 0.0449(12) Uani 1 1 d . . . H45 H 1.1909 0.0922 0.7169 0.054 Uiso 1 1 calc R . . C46 C 1.0712(2) 0.1492(3) 0.6723(2) 0.0344(11) Uani 1 1 d . . . H46 H 1.0793 0.2058 0.6915 0.041 Uiso 1 1 calc R . . C1A C 0.7763(3) 0.1577(3) 0.1803(3) 0.0514(13) Uani 1 1 d . . . H1A H 0.8014 0.1637 0.1384 0.062 Uiso 1 1 calc R . . C2A C 0.7850(3) 0.2208(3) 0.2370(3) 0.0570(14) Uani 1 1 d . . . H2A H 0.8166 0.2700 0.2347 0.068 Uiso 1 1 calc R . . C3A C 0.7480(3) 0.2127(3) 0.2971(3) 0.0506(13) Uani 1 1 d . . . H3A H 0.7533 0.2569 0.3355 0.061 Uiso 1 1 calc R . . C4A C 0.7034(3) 0.1415(3) 0.3021(3) 0.0489(13) Uani 1 1 d . . . H4A H 0.6786 0.1354 0.3443 0.059 Uiso 1 1 calc R . . C5A C 0.6951(3) 0.0788(3) 0.2448(3) 0.0540(14) Uani 1 1 d . . . H5A H 0.6637 0.0295 0.2471 0.065 Uiso 1 1 calc R . . C6A C 0.7319(3) 0.0869(3) 0.1840(3) 0.0538(14) Uani 1 1 d . . . H6A H 0.7262 0.0432 0.1450 0.065 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 Ru1 0.02126(17) 0.02296(18) 0.02077(17) 0.00191(15) 0.00026(13) -0.00034(15) Fe1 0.0259(3) 0.0290(4) 0.0236(3) 0.0005(3) 0.0041(3) 0.0043(3) P1 0.0198(5) 0.0225(6) 0.0221(5) 0.0010(4) 0.0021(4) 0.0003(4) Cl1 0.0275(5) 0.0295(6) 0.0229(5) 0.0018(4) -0.0030(4) 0.0004(4) Cl2 0.0358(6) 0.0249(6) 0.0386(6) -0.0017(5) -0.0047(5) -0.0029(5) N1 0.0191(17) 0.0251(19) 0.0240(18) 0.0024(15) 0.0055(14) 0.0017(15) N2 0.0261(18) 0.029(2) 0.0181(17) 0.0048(15) 0.0033(14) 0.0069(15) C1 0.024(2) 0.025(3) 0.023(2) 0.0106(18) 0.0038(17) -0.0019(17) C2 0.023(2) 0.030(3) 0.023(2) 0.0023(18) 0.0031(17) -0.0053(18) C3 0.024(2) 0.024(2) 0.027(2) 0.0047(19) 0.0048(18) 0.0024(19) C4 0.026(2) 0.022(2) 0.033(2) 0.0058(18) 0.0071(18) -0.0001(18) C5 0.032(2) 0.030(2) 0.043(3) 0.000(2) 0.014(2) 0.001(2) C6 0.022(2) 0.041(3) 0.052(3) 0.002(2) 0.008(2) -0.003(2) C7 0.026(2) 0.038(3) 0.039(3) 0.001(2) -0.002(2) -0.008(2) C8 0.027(2) 0.030(3) 0.034(2) 0.0034(19) 0.0031(19) -0.0020(19) C9 0.024(2) 0.025(2) 0.028(2) 0.0084(19) 0.0058(18) 0.0016(19) C10 0.026(2) 0.023(2) 0.031(2) 0.0032(19) 0.0098(19) 0.0044(19) C11 0.032(2) 0.029(3) 0.031(2) 0.008(2) 0.0110(19) 0.000(2) C12 0.040(3) 0.029(3) 0.033(3) -0.001(2) 0.004(2) 0.005(2) C13 0.051(3) 0.045(3) 0.033(3) -0.006(2) 0.019(2) 0.008(3) C14 0.055(3) 0.054(3) 0.043(3) 0.003(3) 0.031(2) -0.003(3) C15 0.035(2) 0.038(3) 0.038(3) 0.002(2) 0.016(2) -0.003(2) C16 0.021(2) 0.023(2) 0.022(2) 0.0008(18) 0.0056(17) -0.0031(18) C17 0.030(2) 0.031(3) 0.030(2) -0.002(2) -0.0036(19) 0.007(2) C18 0.047(3) 0.033(3) 0.037(3) -0.011(2) -0.002(2) 0.008(2) C19 0.036(3) 0.034(3) 0.031(2) -0.004(2) -0.006(2) 0.002(2) C20 0.033(2) 0.028(3) 0.034(2) 0.002(2) -0.001(2) 0.002(2) C21 0.029(2) 0.022(2) 0.025(2) -0.0030(18) -0.0004(18) -0.0009(19) C22 0.026(2) 0.017(2) 0.028(2) 0.0003(18) 0.0090(18) 0.0020(17) C23 0.026(2) 0.026(2) 0.040(3) 0.001(2) 0.009(2) 0.0005(19) C24 0.025(2) 0.037(3) 0.054(3) -0.003(2) 0.017(2) -0.001(2) C25 0.046(3) 0.038(3) 0.048(3) -0.004(2) 0.030(2) 0.001(2) C26 0.043(3) 0.027(3) 0.034(2) 0.003(2) 0.017(2) 0.001(2) C27 0.028(2) 0.026(2) 0.033(2) 0.0007(19) 0.012(2) 0.0003(19) C28 0.019(2) 0.027(2) 0.018(2) -0.0026(18) 0.0012(16) 0.0013(18) C29 0.026(2) 0.032(3) 0.032(2) 0.001(2) 0.0087(18) -0.002(2) C30 0.043(3) 0.026(3) 0.029(2) 0.004(2) 0.006(2) 0.002(2) C31 0.034(3) 0.032(3) 0.024(2) -0.003(2) 0.0015(19) 0.014(2) C32 0.025(2) 0.042(3) 0.022(2) -0.004(2) 0.0055(18) 0.006(2) C33 0.026(2) 0.027(2) 0.019(2) -0.0046(18) 0.0026(17) -0.0052(19) C34 0.027(2) 0.024(2) 0.021(2) -0.0048(19) 0.0027(18) -0.0076(19) C35 0.026(2) 0.036(3) 0.043(3) 0.022(2) 0.0096(19) 0.005(2) C36 0.042(3) 0.033(3) 0.022(2) 0.0012(19) 0.0063(19) 0.009(2) C37 0.023(2) 0.020(2) 0.021(2) 0.0039(17) 0.0020(17) -0.0018(18) C38 0.026(2) 0.028(3) 0.034(2) -0.002(2) -0.0013(19) -0.0078(19) C39 0.028(2) 0.025(2) 0.034(2) 0.008(2) 0.0021(19) 0.0065(19) C40 0.024(2) 0.031(3) 0.021(2) 0.0045(19) 0.0042(17) 0.000(2) C41 0.023(2) 0.027(2) 0.020(2) -0.0044(18) 0.0048(17) -0.0028(18) C42 0.036(2) 0.034(3) 0.021(2) 0.0065(19) 0.0120(19) 0.014(2) C43 0.051(3) 0.052(3) 0.028(2) -0.007(2) 0.009(2) 0.017(3) C44 0.052(3) 0.060(4) 0.030(2) -0.002(2) 0.015(2) 0.026(3) C45 0.032(3) 0.066(4) 0.039(3) 0.014(3) 0.015(2) 0.010(3) C46 0.028(2) 0.043(3) 0.035(2) 0.010(2) 0.014(2) 0.001(2) C1A 0.045(3) 0.068(4) 0.040(3) -0.011(3) 0.013(2) 0.007(3) C2A 0.068(3) 0.057(4) 0.054(3) -0.011(3) 0.030(3) -0.005(3) C3A 0.055(3) 0.053(4) 0.044(3) -0.017(3) 0.017(3) -0.002(3) C4A 0.042(3) 0.066(4) 0.037(3) -0.004(3) 0.009(2) 0.006(3) C5A 0.042(3) 0.055(4) 0.058(3) -0.004(3) 0.005(3) -0.004(3) C6A 0.047(3) 0.060(4) 0.050(3) -0.027(3) 0.008(3) 0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 C1 1.861(4) . ? Ru1 C34 2.063(4) . ? Ru1 P1 2.3306(10) . ? Ru1 Cl1 2.3780(9) . ? Ru1 Cl2 2.4060(10) . ? Fe1 C42 1.938(4) . ? Fe1 C37 1.942(4) . ? Fe1 C41 2.005(4) . ? Fe1 C38 2.009(4) . ? Fe1 C43 2.010(4) . ? Fe1 C46 2.013(4) . ? Fe1 C44 2.044(4) . ? Fe1 C45 2.049(4) . ? Fe1 C40 2.058(4) . ? Fe1 C39 2.063(4) . ? P1 C28 1.835(4) . ? P1 C22 1.840(4) . ? P1 C16 1.841(4) . ? N1 C34 1.354(4) . ? N1 C37 1.441(4) . ? N1 C35 1.470(4) . ? N2 C34 1.358(4) . ? N2 C42 1.448(4) . ? N2 C36 1.479(4) . ? C1 C2 1.455(5) . ? C1 C9 1.497(5) . ? C2 C3 1.355(5) . ? C2 H2 0.9500 . ? C3 C10 1.468(5) . ? C3 C4 1.494(5) . ? C4 C5 1.389(5) . ? C4 C9 1.401(5) . ? C5 C6 1.394(5) . ? C5 H5 0.9500 . ? C6 C7 1.378(6) . ? C6 H6 0.9500 . ? C7 C8 1.390(5) . ? C7 H7 0.9500 . ? C8 C9 1.390(5) . ? C8 H8 0.9500 . ? C10 C15 1.391(5) . ? C10 C11 1.404(5) . ? C11 C12 1.380(5) . ? C11 H11 0.9500 . ? C12 C13 1.372(6) . ? C12 H12 0.9500 . ? C13 C14 1.363(6) . ? C13 H13 0.9500 . ? C14 C15 1.381(6) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.379(5) . ? C16 C21 1.395(5) . ? C17 C18 1.395(5) . ? C17 H17 0.9500 . ? C18 C19 1.381(5) . ? C18 H18 0.9500 . ? C19 C20 1.369(5) . ? C19 H19 0.9500 . ? C20 C21 1.387(5) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.396(5) . ? C22 C27 1.396(5) . ? C23 C24 1.381(5) . ? C23 H23 0.9500 . ? C24 C25 1.370(5) . ? C24 H24 0.9500 . ? C25 C26 1.387(5) . ? C25 H25 0.9500 . ? C26 C27 1.379(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C29 1.392(5) . ? C28 C33 1.395(5) . ? C29 C30 1.380(5) . ? C29 H29 0.9500 . ? C30 C31 1.383(5) . ? C30 H30 0.9500 . ? C31 C32 1.386(5) . ? C31 H31 0.9500 . ? C32 C33 1.382(5) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.419(5) . ? C37 C41 1.424(5) . ? C38 C39 1.410(5) . ? C38 H38 0.9500 . ? C39 C40 1.413(5) . ? C39 H39 0.9500 . ? C40 C41 1.415(5) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 C43 1.423(5) . ? C42 C46 1.434(5) . ? C43 C44 1.426(6) . ? C43 H43 0.9500 . ? C44 C45 1.405(6) . ? C44 H44 0.9500 . ? C45 C46 1.414(6) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C1A C6A 1.358(6) . ? C1A C2A 1.375(6) . ? C1A H1A 0.9500 . ? C2A C3A 1.373(6) . ? C2A H2A 0.9500 . ? C3A C4A 1.370(6) . ? C3A H3A 0.9500 . ? C4A C5A 1.378(6) . ? C4A H4A 0.9500 . ? C5A C6A 1.382(6) . ? C5A H5A 0.9500 . ? C6A H6A 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 C1 Ru1 C34 102.21(15) . . ? C1 Ru1 P1 90.13(11) . . ? C34 Ru1 P1 97.93(10) . . ? C1 Ru1 Cl1 103.32(11) . . ? C34 Ru1 Cl1 153.96(11) . . ? P1 Ru1 Cl1 87.08(3) . . ? C1 Ru1 Cl2 100.58(11) . . ? C34 Ru1 Cl2 82.40(10) . . ? P1 Ru1 Cl2 169.00(4) . . ? Cl1 Ru1 Cl2 87.98(3) . . ? C42 Fe1 C37 92.79(15) . . ? C42 Fe1 C41 112.32(16) . . ? C37 Fe1 C41 42.26(14) . . ? C42 Fe1 C38 113.14(16) . . ? C37 Fe1 C38 42.05(15) . . ? C41 Fe1 C38 69.80(16) . . ? C42 Fe1 C43 42.22(16) . . ? C37 Fe1 C43 111.87(16) . . ? C41 Fe1 C43 149.38(16) . . ? C38 Fe1 C43 101.87(18) . . ? C42 Fe1 C46 42.50(15) . . ? C37 Fe1 C46 113.31(16) . . ? C41 Fe1 C46 102.13(17) . . ? C38 Fe1 C46 150.98(16) . . ? C43 Fe1 C46 70.42(18) . . ? C42 Fe1 C44 70.02(17) . . ? C37 Fe1 C44 152.34(17) . . ? C41 Fe1 C44 164.48(17) . . ? C38 Fe1 C44 124.29(19) . . ? C43 Fe1 C44 41.18(16) . . ? C46 Fe1 C44 68.74(18) . . ? C42 Fe1 C45 70.07(17) . . ? C37 Fe1 C45 153.53(18) . . ? C41 Fe1 C45 124.99(18) . . ? C38 Fe1 C45 163.53(19) . . ? C43 Fe1 C45 69.14(18) . . ? C46 Fe1 C45 40.73(16) . . ? C44 Fe1 C45 40.16(17) . . ? C42 Fe1 C40 152.36(16) . . ? C37 Fe1 C40 69.93(14) . . ? C41 Fe1 C40 40.73(14) . . ? C38 Fe1 C40 68.56(15) . . ? C43 Fe1 C40 164.32(18) . . ? C46 Fe1 C40 124.02(16) . . ? C44 Fe1 C40 133.61(16) . . ? C45 Fe1 C40 116.69(16) . . ? C42 Fe1 C39 153.14(16) . . ? C37 Fe1 C39 69.58(15) . . ? C41 Fe1 C39 68.42(16) . . ? C38 Fe1 C39 40.49(14) . . ? C43 Fe1 C39 124.79(18) . . ? C46 Fe1 C39 163.33(16) . . ? C44 Fe1 C39 116.94(18) . . ? C45 Fe1 C39 133.12(16) . . ? C40 Fe1 C39 40.11(14) . . ? C28 P1 C22 102.32(17) . . ? C28 P1 C16 101.98(16) . . ? C22 P1 C16 102.70(16) . . ? C28 P1 Ru1 115.31(12) . . ? C22 P1 Ru1 109.98(12) . . ? C16 P1 Ru1 122.16(12) . . ? C34 N1 C37 127.7(3) . . ? C34 N1 C35 121.6(3) . . ? C37 N1 C35 110.2(3) . . ? C34 N2 C42 129.1(3) . . ? C34 N2 C36 118.6(3) . . ? C42 N2 C36 110.6(3) . . ? C2 C1 C9 103.7(3) . . ? C2 C1 Ru1 132.5(3) . . ? C9 C1 Ru1 123.8(3) . . ? C3 C2 C1 112.4(3) . . ? C3 C2 H2 123.8 . . ? C1 C2 H2 123.8 . . ? C2 C3 C10 125.4(3) . . ? C2 C3 C4 107.3(3) . . ? C10 C3 C4 127.3(3) . . ? C5 C4 C9 119.8(3) . . ? C5 C4 C3 132.4(4) . . ? C9 C4 C3 107.6(3) . . ? C4 C5 C6 119.1(4) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C7 C6 C5 120.7(4) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 120.9(4) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C9 C8 C7 118.6(4) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C8 C9 C4 120.8(3) . . ? C8 C9 C1 130.3(4) . . ? C4 C9 C1 108.8(3) . . ? C15 C10 C11 117.0(4) . . ? C15 C10 C3 123.0(4) . . ? C11 C10 C3 120.1(3) . . ? C12 C11 C10 121.0(4) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C13 C12 C11 120.2(4) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 120.1(4) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 120.2(4) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 121.5(4) . . ? C14 C15 H15 119.3 . . ? C10 C15 H15 119.3 . . ? C17 C16 C21 118.5(3) . . ? C17 C16 P1 122.3(3) . . ? C21 C16 P1 119.2(3) . . ? C16 C17 C18 120.6(4) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C19 C18 C17 119.8(4) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C20 C19 C18 120.4(4) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C21 119.6(4) . . ? C19 C20 H20 120.2 . . ? C21 C20 H20 120.2 . . ? C20 C21 C16 121.1(4) . . ? C20 C21 H21 119.5 . . ? C16 C21 H21 119.5 . . ? C23 C22 C27 118.3(4) . . ? C23 C22 P1 123.3(3) . . ? C27 C22 P1 118.3(3) . . ? C24 C23 C22 120.0(4) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 121.4(4) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? C24 C25 C26 119.1(4) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? C27 C26 C25 120.3(4) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C22 120.8(4) . . ? C26 C27 H27 119.6 . . ? C22 C27 H27 119.6 . . ? C29 C28 C33 117.5(3) . . ? C29 C28 P1 121.9(3) . . ? C33 C28 P1 120.5(3) . . ? C30 C29 C28 121.5(4) . . ? C30 C29 H29 119.3 . . ? C28 C29 H29 119.3 . . ? C29 C30 C31 119.9(4) . . ? C29 C30 H30 120.0 . . ? C31 C30 H30 120.0 . . ? C30 C31 C32 119.9(4) . . ? C30 C31 H31 120.0 . . ? C32 C31 H31 120.0 . . ? C33 C32 C31 119.6(4) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C32 C33 C28 121.6(4) . . ? C32 C33 H33 119.2 . . ? C28 C33 H33 119.2 . . ? N1 C34 N2 120.8(3) . . ? N1 C34 Ru1 127.6(3) . . ? N2 C34 Ru1 111.4(3) . . ? N1 C35 H35A 109.5 . . ? N1 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N1 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N2 C36 H36A 109.5 . . ? N2 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? N2 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 C41 107.8(3) . . ? C38 C37 N1 125.2(3) . . ? C41 C37 N1 126.9(3) . . ? C38 C37 Fe1 71.5(2) . . ? C41 C37 Fe1 71.2(2) . . ? N1 C37 Fe1 125.2(2) . . ? C39 C38 C37 107.9(3) . . ? C39 C38 Fe1 71.8(2) . . ? C37 C38 Fe1 66.5(2) . . ? C39 C38 H38 126.1 . . ? C37 C38 H38 126.1 . . ? Fe1 C38 H38 127.2 . . ? C38 C39 C40 108.5(3) . . ? C38 C39 Fe1 67.7(2) . . ? C40 C39 Fe1 69.8(2) . . ? C38 C39 H39 125.8 . . ? C40 C39 H39 125.8 . . ? Fe1 C39 H39 128.4 . . ? C39 C40 C41 108.0(3) . . ? C39 C40 Fe1 70.1(2) . . ? C41 C40 Fe1 67.6(2) . . ? C39 C40 H40 126.0 . . ? C41 C40 H40 126.0 . . ? Fe1 C40 H40 127.8 . . ? C40 C41 C37 107.8(3) . . ? C40 C41 Fe1 71.7(2) . . ? C37 C41 Fe1 66.5(2) . . ? C40 C41 H41 126.1 . . ? C37 C41 H41 126.1 . . ? Fe1 C41 H41 127.3 . . ? C43 C42 C46 108.6(4) . . ? C43 C42 N2 126.4(4) . . ? C46 C42 N2 125.0(4) . . ? C43 C42 Fe1 71.6(2) . . ? C46 C42 Fe1 71.6(2) . . ? N2 C42 Fe1 124.0(3) . . ? C42 C43 C44 106.7(4) . . ? C42 C43 Fe1 66.2(2) . . ? C44 C43 Fe1 70.7(2) . . ? C42 C43 H43 126.6 . . ? C44 C43 H43 126.6 . . ? Fe1 C43 H43 128.0 . . ? C45 C44 C43 108.9(4) . . ? C45 C44 Fe1 70.1(2) . . ? C43 C44 Fe1 68.1(2) . . ? C45 C44 H44 125.6 . . ? C43 C44 H44 125.6 . . ? Fe1 C44 H44 127.8 . . ? C44 C45 C46 108.7(4) . . ? C44 C45 Fe1 69.7(3) . . ? C46 C45 Fe1 68.3(2) . . ? C44 C45 H45 125.7 . . ? C46 C45 H45 125.7 . . ? Fe1 C45 H45 127.9 . . ? C45 C46 C42 107.1(4) . . ? C45 C46 Fe1 71.0(3) . . ? C42 C46 Fe1 65.9(2) . . ? C45 C46 H46 126.5 . . ? C42 C46 H46 126.5 . . ? Fe1 C46 H46 128.1 . . ? C6A C1A C2A 120.1(5) . . ? C6A C1A H1A 119.9 . . ? C2A C1A H1A 119.9 . . ? C3A C2A C1A 120.0(5) . . ? C3A C2A H2A 120.0 . . ? C1A C2A H2A 120.0 . . ? C4A C3A C2A 120.7(5) . . ? C4A C3A H3A 119.7 . . ? C2A C3A H3A 119.7 . . ? C3A C4A C5A 118.7(5) . . ? C3A C4A H4A 120.7 . . ? C5A C4A H4A 120.7 . . ? C4A C5A C6A 120.8(5) . . ? C4A C5A H5A 119.6 . . ? C6A C5A H5A 119.6 . . ? C1A C6A C5A 119.7(5) . . ? C1A C6A H6A 120.2 . . ? C5A C6A H6A 120.2 . . ? 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 C1 Ru1 P1 C28 -65.64(17) . . . . ? C34 Ru1 P1 C28 -167.99(17) . . . . ? Cl1 Ru1 P1 C28 37.69(13) . . . . ? Cl2 Ru1 P1 C28 101.1(2) . . . . ? C1 Ru1 P1 C22 179.34(16) . . . . ? C34 Ru1 P1 C22 76.98(16) . . . . ? Cl1 Ru1 P1 C22 -77.33(13) . . . . ? Cl2 Ru1 P1 C22 -13.9(2) . . . . ? C1 Ru1 P1 C16 59.01(17) . . . . ? C34 Ru1 P1 C16 -43.34(18) . . . . ? Cl1 Ru1 P1 C16 162.35(14) . . . . ? Cl2 Ru1 P1 C16 -134.3(2) . . . . ? C34 Ru1 C1 C2 54.0(4) . . . . ? P1 Ru1 C1 C2 -44.2(4) . . . . ? Cl1 Ru1 C1 C2 -131.2(3) . . . . ? Cl2 Ru1 C1 C2 138.4(3) . . . . ? C34 Ru1 C1 C9 -124.4(3) . . . . ? P1 Ru1 C1 C9 137.5(3) . . . . ? Cl1 Ru1 C1 C9 50.5(3) . . . . ? Cl2 Ru1 C1 C9 -40.0(3) . . . . ? C9 C1 C2 C3 4.0(4) . . . . ? Ru1 C1 C2 C3 -174.5(3) . . . . ? C1 C2 C3 C10 175.3(3) . . . . ? C1 C2 C3 C4 -3.9(4) . . . . ? C2 C3 C4 C5 -173.9(4) . . . . ? C10 C3 C4 C5 7.0(7) . . . . ? C2 C3 C4 C9 2.0(4) . . . . ? C10 C3 C4 C9 -177.1(4) . . . . ? C9 C4 C5 C6 1.2(6) . . . . ? C3 C4 C5 C6 176.7(4) . . . . ? C4 C5 C6 C7 -1.9(6) . . . . ? C5 C6 C7 C8 0.8(6) . . . . ? C6 C7 C8 C9 1.0(6) . . . . ? C7 C8 C9 C4 -1.7(6) . . . . ? C7 C8 C9 C1 -177.2(4) . . . . ? C5 C4 C9 C8 0.6(6) . . . . ? C3 C4 C9 C8 -175.9(3) . . . . ? C5 C4 C9 C1 177.0(3) . . . . ? C3 C4 C9 C1 0.5(4) . . . . ? C2 C1 C9 C8 173.3(4) . . . . ? Ru1 C1 C9 C8 -7.9(6) . . . . ? C2 C1 C9 C4 -2.6(4) . . . . ? Ru1 C1 C9 C4 176.2(3) . . . . ? C2 C3 C10 C15 -153.8(4) . . . . ? C4 C3 C10 C15 25.1(6) . . . . ? C2 C3 C10 C11 25.7(6) . . . . ? C4 C3 C10 C11 -155.4(4) . . . . ? C15 C10 C11 C12 -0.9(5) . . . . ? C3 C10 C11 C12 179.6(3) . . . . ? C10 C11 C12 C13 0.5(6) . . . . ? C11 C12 C13 C14 -0.5(6) . . . . ? C12 C13 C14 C15 0.9(7) . . . . ? C13 C14 C15 C10 -1.3(7) . . . . ? C11 C10 C15 C14 1.3(6) . . . . ? C3 C10 C15 C14 -179.2(4) . . . . ? C28 P1 C16 C17 -8.0(4) . . . . ? C22 P1 C16 C17 97.8(3) . . . . ? Ru1 P1 C16 C17 -138.5(3) . . . . ? C28 P1 C16 C21 172.4(3) . . . . ? C22 P1 C16 C21 -81.9(3) . . . . ? Ru1 P1 C16 C21 41.9(3) . . . . ? C21 C16 C17 C18 -0.1(6) . . . . ? P1 C16 C17 C18 -179.7(3) . . . . ? C16 C17 C18 C19 1.1(6) . . . . ? C17 C18 C19 C20 -0.4(7) . . . . ? C18 C19 C20 C21 -1.2(7) . . . . ? C19 C20 C21 C16 2.3(6) . . . . ? C17 C16 C21 C20 -1.6(6) . . . . ? P1 C16 C21 C20 178.1(3) . . . . ? C28 P1 C22 C23 127.3(3) . . . . ? C16 P1 C22 C23 21.8(4) . . . . ? Ru1 P1 C22 C23 -109.7(3) . . . . ? C28 P1 C22 C27 -56.5(3) . . . . ? C16 P1 C22 C27 -162.0(3) . . . . ? Ru1 P1 C22 C27 66.5(3) . . . . ? C27 C22 C23 C24 -1.2(6) . . . . ? P1 C22 C23 C24 175.0(3) . . . . ? C22 C23 C24 C25 0.3(6) . . . . ? C23 C24 C25 C26 0.6(6) . . . . ? C24 C25 C26 C27 -0.6(6) . . . . ? C25 C26 C27 C22 -0.3(6) . . . . ? C23 C22 C27 C26 1.2(6) . . . . ? P1 C22 C27 C26 -175.2(3) . . . . ? C22 P1 C28 C29 -28.5(3) . . . . ? C16 P1 C28 C29 77.5(3) . . . . ? Ru1 P1 C28 C29 -147.9(3) . . . . ? C22 P1 C28 C33 154.5(3) . . . . ? C16 P1 C28 C33 -99.5(3) . . . . ? Ru1 P1 C28 C33 35.1(3) . . . . ? C33 C28 C29 C30 0.4(5) . . . . ? P1 C28 C29 C30 -176.7(3) . . . . ? C28 C29 C30 C31 -0.8(6) . . . . ? C29 C30 C31 C32 0.9(6) . . . . ? C30 C31 C32 C33 -0.5(5) . . . . ? C31 C32 C33 C28 0.1(5) . . . . ? C29 C28 C33 C32 0.0(5) . . . . ? P1 C28 C33 C32 177.1(3) . . . . ? C37 N1 C34 N2 9.2(6) . . . . ? C35 N1 C34 N2 -161.8(3) . . . . ? C37 N1 C34 Ru1 -175.6(3) . . . . ? C35 N1 C34 Ru1 13.5(5) . . . . ? C42 N2 C34 N1 -4.8(6) . . . . ? C36 N2 C34 N1 158.4(3) . . . . ? C42 N2 C34 Ru1 179.2(3) . . . . ? C36 N2 C34 Ru1 -17.6(4) . . . . ? C1 Ru1 C34 N1 18.5(3) . . . . ? P1 Ru1 C34 N1 110.3(3) . . . . ? Cl1 Ru1 C34 N1 -150.0(2) . . . . ? Cl2 Ru1 C34 N1 -80.8(3) . . . . ? C1 Ru1 C34 N2 -165.9(3) . . . . ? P1 Ru1 C34 N2 -74.0(3) . . . . ? Cl1 Ru1 C34 N2 25.6(4) . . . . ? Cl2 Ru1 C34 N2 94.9(2) . . . . ? C34 N1 C37 C38 -98.9(5) . . . . ? C35 N1 C37 C38 73.0(5) . . . . ? C34 N1 C37 C41 84.6(5) . . . . ? C35 N1 C37 C41 -103.6(4) . . . . ? C34 N1 C37 Fe1 -7.5(5) . . . . ? C35 N1 C37 Fe1 164.3(3) . . . . ? C42 Fe1 C37 C38 122.2(2) . . . . ? C41 Fe1 C37 C38 -117.0(3) . . . . ? C43 Fe1 C37 C38 83.4(2) . . . . ? C46 Fe1 C37 C38 160.7(2) . . . . ? C44 Fe1 C37 C38 72.3(4) . . . . ? C45 Fe1 C37 C38 170.3(3) . . . . ? C40 Fe1 C37 C38 -79.9(2) . . . . ? C39 Fe1 C37 C38 -37.0(2) . . . . ? C42 Fe1 C37 C41 -120.8(2) . . . . ? C38 Fe1 C37 C41 117.0(3) . . . . ? C43 Fe1 C37 C41 -159.6(2) . . . . ? C46 Fe1 C37 C41 -82.3(2) . . . . ? C44 Fe1 C37 C41 -170.7(4) . . . . ? C45 Fe1 C37 C41 -72.7(4) . . . . ? C40 Fe1 C37 C41 37.1(2) . . . . ? C39 Fe1 C37 C41 80.0(2) . . . . ? C42 Fe1 C37 N1 1.7(3) . . . . ? C41 Fe1 C37 N1 122.5(4) . . . . ? C38 Fe1 C37 N1 -120.6(4) . . . . ? C43 Fe1 C37 N1 -37.1(4) . . . . ? C46 Fe1 C37 N1 40.1(3) . . . . ? C44 Fe1 C37 N1 -48.2(5) . . . . ? C45 Fe1 C37 N1 49.7(5) . . . . ? C40 Fe1 C37 N1 159.6(3) . . . . ? C39 Fe1 C37 N1 -157.6(3) . . . . ? C41 C37 C38 C39 -2.3(4) . . . . ? N1 C37 C38 C39 -179.4(3) . . . . ? Fe1 C37 C38 C39 60.1(3) . . . . ? C41 C37 C38 Fe1 -62.4(3) . . . . ? N1 C37 C38 Fe1 120.5(4) . . . . ? C42 Fe1 C38 C39 173.5(2) . . . . ? C37 Fe1 C38 C39 -119.7(3) . . . . ? C41 Fe1 C38 C39 -80.0(2) . . . . ? C43 Fe1 C38 C39 130.7(2) . . . . ? C46 Fe1 C38 C39 -158.4(3) . . . . ? C44 Fe1 C38 C39 92.6(3) . . . . ? C45 Fe1 C38 C39 75.6(6) . . . . ? C40 Fe1 C38 C39 -36.4(2) . . . . ? C42 Fe1 C38 C37 -66.7(2) . . . . ? C41 Fe1 C38 C37 39.7(2) . . . . ? C43 Fe1 C38 C37 -109.6(2) . . . . ? C46 Fe1 C38 C37 -38.7(4) . . . . ? C44 Fe1 C38 C37 -147.6(2) . . . . ? C45 Fe1 C38 C37 -164.7(5) . . . . ? C40 Fe1 C38 C37 83.4(2) . . . . ? C39 Fe1 C38 C37 119.7(3) . . . . ? C37 C38 C39 C40 1.1(5) . . . . ? Fe1 C38 C39 C40 57.9(3) . . . . ? C37 C38 C39 Fe1 -56.8(3) . . . . ? C42 Fe1 C39 C38 -13.3(5) . . . . ? C37 Fe1 C39 C38 38.4(2) . . . . ? C41 Fe1 C39 C38 83.8(2) . . . . ? C43 Fe1 C39 C38 -64.7(3) . . . . ? C46 Fe1 C39 C38 141.6(5) . . . . ? C44 Fe1 C39 C38 -112.2(3) . . . . ? C45 Fe1 C39 C38 -157.9(3) . . . . ? C40 Fe1 C39 C38 121.1(3) . . . . ? C42 Fe1 C39 C40 -134.4(3) . . . . ? C37 Fe1 C39 C40 -82.7(2) . . . . ? C41 Fe1 C39 C40 -37.3(2) . . . . ? C38 Fe1 C39 C40 -121.1(3) . . . . ? C43 Fe1 C39 C40 174.2(2) . . . . ? C46 Fe1 C39 C40 20.5(7) . . . . ? C44 Fe1 C39 C40 126.7(2) . . . . ? C45 Fe1 C39 C40 81.0(3) . . . . ? C38 C39 C40 C41 0.5(4) . . . . ? Fe1 C39 C40 C41 57.1(3) . . . . ? C38 C39 C40 Fe1 -56.7(3) . . . . ? C42 Fe1 C40 C39 135.9(3) . . . . ? C37 Fe1 C40 C39 81.8(2) . . . . ? C41 Fe1 C40 C39 120.2(3) . . . . ? C38 Fe1 C40 C39 36.7(2) . . . . ? C43 Fe1 C40 C39 -17.8(7) . . . . ? C46 Fe1 C40 C39 -173.0(2) . . . . ? C44 Fe1 C40 C39 -80.8(3) . . . . ? C45 Fe1 C40 C39 -126.2(2) . . . . ? C42 Fe1 C40 C41 15.7(4) . . . . ? C37 Fe1 C40 C41 -38.5(2) . . . . ? C38 Fe1 C40 C41 -83.6(2) . . . . ? C43 Fe1 C40 C41 -138.0(6) . . . . ? C46 Fe1 C40 C41 66.7(3) . . . . ? C44 Fe1 C40 C41 158.9(3) . . . . ? C45 Fe1 C40 C41 113.6(2) . . . . ? C39 Fe1 C40 C41 -120.2(3) . . . . ? C39 C40 C41 C37 -1.9(4) . . . . ? Fe1 C40 C41 C37 56.8(2) . . . . ? C39 C40 C41 Fe1 -58.7(3) . . . . ? C38 C37 C41 C40 2.6(4) . . . . ? N1 C37 C41 C40 179.6(3) . . . . ? Fe1 C37 C41 C40 -60.0(3) . . . . ? C38 C37 C41 Fe1 62.6(3) . . . . ? N1 C37 C41 Fe1 -120.4(4) . . . . ? C42 Fe1 C41 C40 -172.2(2) . . . . ? C37 Fe1 C41 C40 119.7(3) . . . . ? C38 Fe1 C41 C40 80.2(2) . . . . ? C43 Fe1 C41 C40 159.2(3) . . . . ? C46 Fe1 C41 C40 -128.9(2) . . . . ? C44 Fe1 C41 C40 -76.6(7) . . . . ? C45 Fe1 C41 C40 -91.6(3) . . . . ? C39 Fe1 C41 C40 36.8(2) . . . . ? C42 Fe1 C41 C37 68.1(3) . . . . ? C38 Fe1 C41 C37 -39.5(2) . . . . ? C43 Fe1 C41 C37 39.5(4) . . . . ? C46 Fe1 C41 C37 111.4(2) . . . . ? C44 Fe1 C41 C37 163.7(6) . . . . ? C45 Fe1 C41 C37 148.7(2) . . . . ? C40 Fe1 C41 C37 -119.7(3) . . . . ? C39 Fe1 C41 C37 -83.0(2) . . . . ? C34 N2 C42 C43 90.6(5) . . . . ? C36 N2 C42 C43 -73.7(5) . . . . ? C34 N2 C42 C46 -91.1(5) . . . . ? C36 N2 C42 C46 104.5(4) . . . . ? C34 N2 C42 Fe1 -0.7(6) . . . . ? C36 N2 C42 Fe1 -165.1(3) . . . . ? C37 Fe1 C42 C43 -120.1(3) . . . . ? C41 Fe1 C42 C43 -158.7(2) . . . . ? C38 Fe1 C42 C43 -82.1(3) . . . . ? C46 Fe1 C42 C43 117.7(3) . . . . ? C44 Fe1 C42 C43 37.7(3) . . . . ? C45 Fe1 C42 C43 80.6(3) . . . . ? C40 Fe1 C42 C43 -169.7(3) . . . . ? C39 Fe1 C42 C43 -72.7(4) . . . . ? C37 Fe1 C42 C46 122.2(2) . . . . ? C41 Fe1 C42 C46 83.6(3) . . . . ? C38 Fe1 C42 C46 160.3(2) . . . . ? C43 Fe1 C42 C46 -117.7(3) . . . . ? C44 Fe1 C42 C46 -80.0(3) . . . . ? C45 Fe1 C42 C46 -37.1(2) . . . . ? C40 Fe1 C42 C46 72.6(4) . . . . ? C39 Fe1 C42 C46 169.6(3) . . . . ? C37 Fe1 C42 N2 1.9(3) . . . . ? C41 Fe1 C42 N2 -36.8(4) . . . . ? C38 Fe1 C42 N2 39.9(4) . . . . ? C43 Fe1 C42 N2 122.0(4) . . . . ? C46 Fe1 C42 N2 -120.3(4) . . . . ? C44 Fe1 C42 N2 159.7(4) . . . . ? C45 Fe1 C42 N2 -157.5(4) . . . . ? C40 Fe1 C42 N2 -47.7(5) . . . . ? C39 Fe1 C42 N2 49.3(6) . . . . ? C46 C42 C43 C44 3.1(5) . . . . ? N2 C42 C43 C44 -178.5(4) . . . . ? Fe1 C42 C43 C44 -59.3(3) . . . . ? C46 C42 C43 Fe1 62.4(3) . . . . ? N2 C42 C43 Fe1 -119.1(4) . . . . ? C37 Fe1 C43 C42 68.6(3) . . . . ? C41 Fe1 C43 C42 41.2(5) . . . . ? C38 Fe1 C43 C42 111.5(3) . . . . ? C46 Fe1 C43 C42 -39.4(2) . . . . ? C44 Fe1 C43 C42 -119.2(4) . . . . ? C45 Fe1 C43 C42 -82.9(3) . . . . ? C40 Fe1 C43 C42 162.2(5) . . . . ? C39 Fe1 C43 C42 148.3(2) . . . . ? C42 Fe1 C43 C44 119.2(4) . . . . ? C37 Fe1 C43 C44 -172.2(3) . . . . ? C41 Fe1 C43 C44 160.4(3) . . . . ? C38 Fe1 C43 C44 -129.4(3) . . . . ? C46 Fe1 C43 C44 79.8(3) . . . . ? C45 Fe1 C43 C44 36.2(3) . . . . ? C40 Fe1 C43 C44 -78.7(7) . . . . ? C39 Fe1 C43 C44 -92.5(3) . . . . ? C42 C43 C44 C45 -1.9(5) . . . . ? Fe1 C43 C44 C45 -58.4(3) . . . . ? C42 C43 C44 Fe1 56.5(3) . . . . ? C42 Fe1 C44 C45 82.4(3) . . . . ? C37 Fe1 C44 C45 136.8(4) . . . . ? C41 Fe1 C44 C45 -19.2(7) . . . . ? C38 Fe1 C44 C45 -172.6(2) . . . . ? C43 Fe1 C44 C45 121.1(4) . . . . ? C46 Fe1 C44 C45 36.9(2) . . . . ? C40 Fe1 C44 C45 -80.4(3) . . . . ? C39 Fe1 C44 C45 -125.9(3) . . . . ? C42 Fe1 C44 C43 -38.6(3) . . . . ? C37 Fe1 C44 C43 15.8(5) . . . . ? C41 Fe1 C44 C43 -140.2(6) . . . . ? C38 Fe1 C44 C43 66.3(3) . . . . ? C46 Fe1 C44 C43 -84.2(3) . . . . ? C45 Fe1 C44 C43 -121.1(4) . . . . ? C40 Fe1 C44 C43 158.5(3) . . . . ? C39 Fe1 C44 C43 113.0(3) . . . . ? C43 C44 C45 C46 -0.1(5) . . . . ? Fe1 C44 C45 C46 -57.2(3) . . . . ? C43 C44 C45 Fe1 57.2(3) . . . . ? C42 Fe1 C45 C44 -82.3(3) . . . . ? C37 Fe1 C45 C44 -134.5(4) . . . . ? C41 Fe1 C45 C44 173.8(2) . . . . ? C38 Fe1 C45 C44 22.0(7) . . . . ? C43 Fe1 C45 C44 -37.1(2) . . . . ? C46 Fe1 C45 C44 -121.0(4) . . . . ? C40 Fe1 C45 C44 127.0(3) . . . . ? C39 Fe1 C45 C44 81.5(3) . . . . ? C42 Fe1 C45 C46 38.7(2) . . . . ? C37 Fe1 C45 C46 -13.6(5) . . . . ? C41 Fe1 C45 C46 -65.2(3) . . . . ? C38 Fe1 C45 C46 143.0(5) . . . . ? C43 Fe1 C45 C46 83.8(3) . . . . ? C44 Fe1 C45 C46 121.0(4) . . . . ? C40 Fe1 C45 C46 -112.1(3) . . . . ? C39 Fe1 C45 C46 -157.5(2) . . . . ? C44 C45 C46 C42 2.0(5) . . . . ? Fe1 C45 C46 C42 -56.1(3) . . . . ? C44 C45 C46 Fe1 58.1(3) . . . . ? C43 C42 C46 C45 -3.1(4) . . . . ? N2 C42 C46 C45 178.4(3) . . . . ? Fe1 C42 C46 C45 59.3(3) . . . . ? C43 C42 C46 Fe1 -62.4(3) . . . . ? N2 C42 C46 Fe1 119.1(4) . . . . ? C42 Fe1 C46 C45 -119.6(4) . . . . ? C37 Fe1 C46 C45 173.5(2) . . . . ? C41 Fe1 C46 C45 130.5(3) . . . . ? C38 Fe1 C46 C45 -159.4(3) . . . . ? C43 Fe1 C46 C45 -80.4(3) . . . . ? C44 Fe1 C46 C45 -36.4(2) . . . . ? C40 Fe1 C46 C45 92.7(3) . . . . ? C39 Fe1 C46 C45 76.9(6) . . . . ? C37 Fe1 C46 C42 -66.9(3) . . . . ? C41 Fe1 C46 C42 -109.9(2) . . . . ? C38 Fe1 C46 C42 -39.8(4) . . . . ? C43 Fe1 C46 C42 39.2(2) . . . . ? C44 Fe1 C46 C42 83.2(3) . . . . ? C45 Fe1 C46 C42 119.6(4) . . . . ? C40 Fe1 C46 C42 -147.7(2) . . . . ? C39 Fe1 C46 C42 -163.5(5) . . . . ? C6A C1A C2A C3A -0.7(7) . . . . ? C1A C2A C3A C4A 1.1(7) . . . . ? C2A C3A C4A C5A -1.2(7) . . . . ? C3A C4A C5A C6A 0.8(7) . . . . ? C2A C1A C6A C5A 0.4(7) . . . . ? C4A C5A C6A C1A -0.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.501 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.101 _database_code_depnum_ccdc_archive 'CCDC 938916' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_20 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H26 N2, C7 H6, C13 H14 N2, Fe, Ru, 2 Cl' _chemical_formula_sum 'C41 H46 Cl2 Fe N4 Ru' _chemical_formula_weight 822.64 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.5623(9) _cell_length_b 19.3183(12) _cell_length_c 13.9662(8) _cell_angle_alpha 90.00 _cell_angle_beta 112.9070(10) _cell_angle_gamma 90.00 _cell_volume 3619.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 59127 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 1.002 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.50 _exptl_absorpt_correction_T_max 0.95 _exptl_absorpt_process_details ; Abscor. T. Higashi (2001). The Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku AFC12 with Saturn 724+ CCD' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 58124 _diffrn_reflns_av_R_equivalents 0.0573 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.46 _reflns_number_total 8165 _reflns_number_gt 6890 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material 'XL SHELXTL/PC, Siemens Analytical' _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^)+(0.0394P)^2^+4.7714P] 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 8165 _refine_ls_number_parameters 454 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.0926 _refine_ls_wR_factor_gt 0.0868 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.717750(16) 0.633510(10) 0.652197(16) 0.01641(7) Uani 1 1 d . . . Fe1 Fe 0.32864(3) 0.700666(19) 0.57631(3) 0.01943(10) Uani 1 1 d . . . Cl1 Cl 0.63895(5) 0.52240(3) 0.62065(5) 0.02131(14) Uani 1 1 d . . . Cl2 Cl 0.80193(5) 0.74188(3) 0.70926(5) 0.02235(14) Uani 1 1 d . . . N1 N 0.89299(17) 0.56027(12) 0.82469(17) 0.0209(5) Uani 1 1 d . . . C1A C 0.7209(2) 0.64855(13) 0.5230(2) 0.0190(5) Uani 1 1 d . . . H1AA H 0.773(2) 0.6791(15) 0.525(2) 0.018(7) Uiso 1 1 d . . . C2A C 0.6568(2) 0.62739(13) 0.4164(2) 0.0191(5) Uani 1 1 d . . . C3A C 0.5688(2) 0.58839(13) 0.3886(2) 0.0209(5) Uani 1 1 d . . . H3AA H 0.5478 0.5722 0.4411 0.025 Uiso 1 1 calc R . . C4A C 0.5119(2) 0.57330(14) 0.2847(2) 0.0227(6) Uani 1 1 d . . . H4AA H 0.4525 0.5469 0.2666 0.027 Uiso 1 1 calc R . . C5A C 0.5420(2) 0.59689(14) 0.2076(2) 0.0250(6) Uani 1 1 d . . . H5AA H 0.5036 0.5858 0.1370 0.030 Uiso 1 1 calc R . . C6A C 0.6276(2) 0.63643(14) 0.2327(2) 0.0234(6) Uani 1 1 d . . . H6AA H 0.6472 0.6531 0.1795 0.028 Uiso 1 1 calc R . . C7A C 0.6847(2) 0.65154(14) 0.3366(2) 0.0211(5) Uani 1 1 d . . . H7AA H 0.7434 0.6786 0.3537 0.025 Uiso 1 1 calc R . . N2 N 0.93939(17) 0.58929(12) 0.70004(17) 0.0204(5) Uani 1 1 d . . . N3 N 0.51718(17) 0.71350(11) 0.53695(17) 0.0189(5) Uani 1 1 d . . . N4 N 0.54112(17) 0.65971(11) 0.69613(17) 0.0190(5) Uani 1 1 d . . . C1 C 0.8602(2) 0.58759(13) 0.7276(2) 0.0184(5) Uani 1 1 d . . . C2 C 1.0007(2) 0.5465(2) 0.8692(2) 0.0369(8) Uani 1 1 d . . . H2A H 1.0148 0.4981 0.8941 0.044 Uiso 1 1 calc R . . H2B H 1.0359 0.5783 0.9276 0.044 Uiso 1 1 calc R . . C3 C 1.0309(2) 0.55923(15) 0.7789(2) 0.0249(6) Uani 1 1 d . . . H3A H 1.0874 0.5921 0.7979 0.030 Uiso 1 1 calc R . . H3B H 1.0494 0.5155 0.7540 0.030 Uiso 1 1 calc R . . C4 C 0.8366(2) 0.54340(14) 0.8867(2) 0.0195(5) Uani 1 1 d . . . C5 C 0.7981(2) 0.47625(13) 0.8810(2) 0.0210(5) Uani 1 1 d . . . C6 C 0.7489(2) 0.45943(14) 0.9457(2) 0.0250(6) Uani 1 1 d . . . H6 H 0.7213 0.4144 0.9414 0.030 Uiso 1 1 calc R . . C7 C 0.7386(2) 0.50665(15) 1.0170(2) 0.0256(6) Uani 1 1 d . . . C8 C 0.7808(2) 0.57220(15) 1.0232(2) 0.0249(6) Uani 1 1 d . . . H8 H 0.7752 0.6046 1.0717 0.030 Uiso 1 1 calc R . . C9 C 0.8312(2) 0.59169(14) 0.9599(2) 0.0226(6) Uani 1 1 d . . . C10 C 0.8121(2) 0.42192(15) 0.8098(2) 0.0300(7) Uani 1 1 d . . . H10A H 0.8829 0.4098 0.8338 0.045 Uiso 1 1 calc R . . H10B H 0.7891 0.4402 0.7388 0.045 Uiso 1 1 calc R . . H10C H 0.7734 0.3806 0.8105 0.045 Uiso 1 1 calc R . . C11 C 0.6839(3) 0.48675(19) 1.0855(3) 0.0379(8) Uani 1 1 d . . . H11A H 0.7079 0.5153 1.1485 0.057 Uiso 1 1 calc R . . H11B H 0.6963 0.4378 1.1048 0.057 Uiso 1 1 calc R . . H11C H 0.6123 0.4942 1.0477 0.057 Uiso 1 1 calc R . . C12 C 0.8789(2) 0.66219(15) 0.9722(2) 0.0282(6) Uani 1 1 d . . . H12A H 0.9516 0.6572 1.0018 0.042 Uiso 1 1 calc R . . H12B H 0.8583 0.6904 1.0187 0.042 Uiso 1 1 calc R . . H12C H 0.8576 0.6847 0.9041 0.042 Uiso 1 1 calc R . . C13 C 0.9396(2) 0.60191(13) 0.5983(2) 0.0201(5) Uani 1 1 d . . . C14 C 0.8951(2) 0.55356(13) 0.5185(2) 0.0205(5) Uani 1 1 d . . . C15 C 0.9042(2) 0.56520(14) 0.4237(2) 0.0231(6) Uani 1 1 d . . . H15 H 0.8737 0.5335 0.3684 0.028 Uiso 1 1 calc R . . C16 C 0.9560(2) 0.62128(15) 0.4070(2) 0.0251(6) Uani 1 1 d . . . C17 C 0.9996(2) 0.66785(14) 0.4889(2) 0.0236(6) Uani 1 1 d . . . H17 H 1.0353 0.7064 0.4788 0.028 Uiso 1 1 calc R . . C18 C 0.9922(2) 0.65954(14) 0.5848(2) 0.0216(6) Uani 1 1 d . . . C19 C 0.8381(2) 0.49144(14) 0.5306(2) 0.0253(6) Uani 1 1 d . . . H19A H 0.7669 0.5027 0.5052 0.038 Uiso 1 1 calc R . . H19B H 0.8622 0.4785 0.6042 0.038 Uiso 1 1 calc R . . H19C H 0.8480 0.4527 0.4904 0.038 Uiso 1 1 calc R . . C20 C 0.9674(2) 0.63057(16) 0.3049(2) 0.0299(7) Uani 1 1 d . . . H20A H 1.0214 0.6008 0.3035 0.045 Uiso 1 1 calc R . . H20B H 0.9834 0.6790 0.2973 0.045 Uiso 1 1 calc R . . H20C H 0.9050 0.6179 0.2476 0.045 Uiso 1 1 calc R . . C21 C 1.0381(2) 0.71197(15) 0.6709(2) 0.0277(6) Uani 1 1 d . . . H21A H 1.0990 0.6927 0.7236 0.041 Uiso 1 1 calc R . . H21B H 0.9906 0.7229 0.7027 0.041 Uiso 1 1 calc R . . H21C H 1.0543 0.7543 0.6420 0.041 Uiso 1 1 calc R . . C22 C 0.5759(2) 0.67721(13) 0.6221(2) 0.0186(5) Uani 1 1 d . . . C23 C 0.5639(2) 0.75911(13) 0.4840(2) 0.0220(6) Uani 1 1 d . . . H23A H 0.6357 0.7622 0.5255 0.033 Uiso 1 1 calc R . . H23B H 0.5343 0.8054 0.4759 0.033 Uiso 1 1 calc R . . H23C H 0.5528 0.7400 0.4153 0.033 Uiso 1 1 calc R . . C24 C 0.6143(2) 0.62962(15) 0.7923(2) 0.0236(6) Uani 1 1 d . . . H24A H 0.6116 0.5790 0.7872 0.035 Uiso 1 1 calc R . . H24B H 0.5988 0.6443 0.8515 0.035 Uiso 1 1 calc R . . H24C H 0.6813 0.6455 0.8023 0.035 Uiso 1 1 calc R . . C25 C 0.4106(2) 0.71923(13) 0.4955(2) 0.0199(5) Uani 1 1 d . . . C26 C 0.3553(2) 0.78060(14) 0.4966(2) 0.0231(6) Uani 1 1 d . . . H26 H 0.3827 0.8246 0.5229 0.028 Uiso 1 1 calc R . . C27 C 0.2519(2) 0.76364(15) 0.4511(2) 0.0252(6) Uani 1 1 d . . . H27 H 0.1983 0.7942 0.4434 0.030 Uiso 1 1 calc R . . C28 C 0.2428(2) 0.69276(15) 0.4191(2) 0.0247(6) Uani 1 1 d . . . H28 H 0.1820 0.6682 0.3865 0.030 Uiso 1 1 calc R . . C29 C 0.3405(2) 0.66524(14) 0.4444(2) 0.0215(6) Uani 1 1 d . . . H29 H 0.3563 0.6197 0.4302 0.026 Uiso 1 1 calc R . . C30 C 0.4440(2) 0.66807(14) 0.6970(2) 0.0198(5) Uani 1 1 d . . . C31 C 0.4054(2) 0.72993(15) 0.7260(2) 0.0232(6) Uani 1 1 d . . . H31 H 0.4403 0.7721 0.7500 0.028 Uiso 1 1 calc R . . C32 C 0.3044(2) 0.71540(15) 0.7115(2) 0.0260(6) Uani 1 1 d . . . H32 H 0.2598 0.7470 0.7231 0.031 Uiso 1 1 calc R . . C33 C 0.2818(2) 0.64564(15) 0.6770(2) 0.0246(6) Uani 1 1 d . . . H33 H 0.2199 0.6229 0.6620 0.030 Uiso 1 1 calc R . . C34 C 0.3684(2) 0.61579(14) 0.6689(2) 0.0237(6) Uani 1 1 d . . . H34 H 0.3746 0.5697 0.6485 0.028 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 Ru1 0.01657(12) 0.01488(10) 0.01823(12) 0.00023(7) 0.00726(8) 0.00084(7) Fe1 0.0184(2) 0.01871(18) 0.0211(2) -0.00115(14) 0.00766(16) 0.00183(14) Cl1 0.0234(3) 0.0169(3) 0.0237(3) 0.0002(2) 0.0093(3) -0.0029(2) Cl2 0.0222(3) 0.0177(3) 0.0268(3) -0.0036(2) 0.0092(3) -0.0014(2) N1 0.0165(12) 0.0240(11) 0.0218(12) 0.0026(9) 0.0068(9) 0.0029(9) C1A 0.0193(14) 0.0172(12) 0.0237(14) 0.0008(10) 0.0118(11) 0.0019(10) C2A 0.0233(14) 0.0158(12) 0.0203(13) 0.0017(10) 0.0107(11) 0.0037(10) C3A 0.0235(15) 0.0200(12) 0.0210(14) 0.0019(10) 0.0107(11) 0.0003(10) C4A 0.0208(14) 0.0209(13) 0.0252(15) 0.0009(11) 0.0076(12) -0.0011(10) C5A 0.0298(16) 0.0230(13) 0.0198(14) -0.0001(11) 0.0069(12) 0.0018(11) C6A 0.0247(15) 0.0259(14) 0.0221(14) 0.0032(11) 0.0119(12) 0.0018(11) C7A 0.0196(14) 0.0192(12) 0.0263(14) 0.0013(10) 0.0108(12) 0.0002(10) N2 0.0176(12) 0.0226(11) 0.0211(12) 0.0008(9) 0.0075(9) 0.0026(9) N3 0.0175(12) 0.0197(11) 0.0195(11) 0.0021(8) 0.0072(9) 0.0018(8) N4 0.0178(12) 0.0219(11) 0.0181(11) 0.0032(9) 0.0078(9) 0.0037(9) C1 0.0179(13) 0.0147(11) 0.0220(13) -0.0016(10) 0.0072(11) 0.0012(9) C2 0.0210(16) 0.060(2) 0.0295(17) 0.0159(15) 0.0094(13) 0.0134(14) C3 0.0202(15) 0.0288(14) 0.0247(15) 0.0039(11) 0.0076(12) 0.0057(11) C4 0.0185(14) 0.0220(13) 0.0178(13) 0.0038(10) 0.0067(11) 0.0037(10) C5 0.0224(15) 0.0198(12) 0.0178(13) 0.0011(10) 0.0046(11) 0.0044(10) C6 0.0257(16) 0.0219(13) 0.0264(15) 0.0024(11) 0.0089(12) -0.0002(11) C7 0.0207(15) 0.0316(15) 0.0229(14) 0.0044(11) 0.0068(12) 0.0045(11) C8 0.0262(16) 0.0287(14) 0.0174(14) -0.0026(11) 0.0057(12) 0.0045(12) C9 0.0224(15) 0.0217(13) 0.0201(14) 0.0007(10) 0.0045(11) 0.0040(10) C10 0.0404(19) 0.0199(13) 0.0309(16) -0.0025(11) 0.0153(14) 0.0044(12) C11 0.039(2) 0.0433(19) 0.0387(19) 0.0007(15) 0.0230(16) -0.0009(15) C12 0.0310(17) 0.0233(14) 0.0265(15) -0.0027(11) 0.0070(13) -0.0022(12) C13 0.0196(14) 0.0203(13) 0.0224(14) 0.0037(10) 0.0103(11) 0.0051(10) C14 0.0166(14) 0.0199(12) 0.0244(14) 0.0005(10) 0.0073(11) 0.0046(10) C15 0.0205(14) 0.0237(13) 0.0237(14) -0.0024(11) 0.0070(11) 0.0043(11) C16 0.0232(15) 0.0284(14) 0.0266(15) 0.0050(11) 0.0129(12) 0.0097(11) C17 0.0223(15) 0.0214(13) 0.0291(15) 0.0049(11) 0.0122(12) 0.0044(11) C18 0.0153(14) 0.0210(13) 0.0287(15) 0.0004(11) 0.0090(11) 0.0030(10) C19 0.0301(16) 0.0181(13) 0.0290(15) -0.0025(11) 0.0129(13) 0.0005(11) C20 0.0301(17) 0.0330(16) 0.0307(16) 0.0044(12) 0.0163(14) 0.0070(12) C21 0.0260(16) 0.0246(14) 0.0362(17) -0.0052(12) 0.0162(14) -0.0025(11) C22 0.0176(13) 0.0157(11) 0.0221(13) 0.0000(10) 0.0073(11) 0.0024(9) C23 0.0240(15) 0.0174(12) 0.0257(14) 0.0042(10) 0.0110(12) 0.0006(10) C24 0.0242(15) 0.0275(14) 0.0189(14) 0.0037(11) 0.0082(12) 0.0059(11) C25 0.0177(14) 0.0192(12) 0.0221(14) 0.0019(10) 0.0071(11) 0.0024(10) C26 0.0243(15) 0.0193(13) 0.0242(14) 0.0023(10) 0.0077(12) 0.0029(10) C27 0.0197(15) 0.0275(14) 0.0258(15) 0.0045(11) 0.0061(12) 0.0070(11) C28 0.0199(15) 0.0302(15) 0.0216(14) -0.0018(11) 0.0057(11) -0.0009(11) C29 0.0248(15) 0.0230(13) 0.0173(13) -0.0033(10) 0.0088(11) -0.0009(11) C30 0.0176(14) 0.0227(13) 0.0195(13) 0.0017(10) 0.0078(11) 0.0044(10) C31 0.0232(15) 0.0266(14) 0.0196(14) -0.0031(11) 0.0080(12) 0.0021(11) C32 0.0257(16) 0.0311(15) 0.0227(14) -0.0029(11) 0.0111(12) 0.0074(12) C33 0.0210(15) 0.0296(14) 0.0262(15) 0.0012(11) 0.0123(12) 0.0000(11) C34 0.0247(15) 0.0220(13) 0.0258(15) 0.0023(11) 0.0115(12) 0.0021(11) _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 Ru1 C1A 1.846(3) . ? Ru1 C22 2.117(3) . ? Ru1 C1 2.121(3) . ? Ru1 Cl1 2.3926(7) . ? Ru1 Cl2 2.4000(7) . ? Fe1 C30 1.964(3) . ? Fe1 C25 1.969(3) . ? Fe1 C26 2.028(3) . ? Fe1 C34 2.028(3) . ? Fe1 C31 2.030(3) . ? Fe1 C29 2.035(3) . ? Fe1 C27 2.065(3) . ? Fe1 C28 2.066(3) . ? Fe1 C32 2.071(3) . ? Fe1 C33 2.078(3) . ? N1 C1 1.357(3) . ? N1 C4 1.444(3) . ? N1 C2 1.469(4) . ? C1A C2A 1.474(4) . ? C1A H1AA 0.95(3) . ? C2A C3A 1.405(4) . ? C2A C7A 1.406(4) . ? C3A C4A 1.394(4) . ? C3A H3AA 0.9500 . ? C4A C5A 1.388(4) . ? C4A H4AA 0.9500 . ? C5A C6A 1.385(4) . ? C5A H5AA 0.9500 . ? C6A C7A 1.394(4) . ? C6A H6AA 0.9500 . ? C7A H7AA 0.9500 . ? N2 C1 1.351(3) . ? N2 C13 1.443(3) . ? N2 C3 1.478(3) . ? N3 C22 1.359(3) . ? N3 C25 1.434(3) . ? N3 C23 1.476(3) . ? N4 C22 1.358(3) . ? N4 C30 1.428(3) . ? N4 C24 1.471(3) . ? C2 C3 1.508(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.403(4) . ? C4 C9 1.408(4) . ? C5 C6 1.394(4) . ? C5 C10 1.513(4) . ? C6 C7 1.401(4) . ? C6 H6 0.9500 . ? C7 C8 1.396(4) . ? C7 C11 1.513(4) . ? C8 C9 1.403(4) . ? C8 H8 0.9500 . ? C9 C12 1.507(4) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.404(4) . ? C13 C18 1.405(4) . ? C14 C15 1.399(4) . ? C14 C19 1.506(4) . ? C15 C16 1.391(4) . ? C15 H15 0.9500 . ? C16 C17 1.398(4) . ? C16 C20 1.510(4) . ? C17 C18 1.393(4) . ? C17 H17 0.9500 . ? C18 C21 1.514(4) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.437(4) . ? C25 C29 1.439(4) . ? C26 C27 1.425(4) . ? C26 H26 0.9500 . ? C27 C28 1.431(4) . ? C27 H27 0.9500 . ? C28 C29 1.429(4) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C34 1.431(4) . ? C30 C31 1.444(4) . ? C31 C32 1.432(4) . ? C31 H31 0.9500 . ? C32 C33 1.426(4) . ? C32 H32 0.9500 . ? C33 C34 1.431(4) . ? C33 H33 0.9500 . ? C34 H34 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 C1A Ru1 C22 97.88(11) . . ? C1A Ru1 C1 99.18(11) . . ? C22 Ru1 C1 162.86(10) . . ? C1A Ru1 Cl1 98.86(9) . . ? C22 Ru1 Cl1 87.71(7) . . ? C1 Ru1 Cl1 91.30(7) . . ? C1A Ru1 Cl2 89.05(9) . . ? C22 Ru1 Cl2 92.92(7) . . ? C1 Ru1 Cl2 85.72(7) . . ? Cl1 Ru1 Cl2 171.91(2) . . ? C30 Fe1 C25 92.50(11) . . ? C30 Fe1 C26 115.66(12) . . ? C25 Fe1 C26 42.11(11) . . ? C30 Fe1 C34 41.99(11) . . ? C25 Fe1 C34 115.22(11) . . ? C26 Fe1 C34 153.84(12) . . ? C30 Fe1 C31 42.35(11) . . ? C25 Fe1 C31 109.02(12) . . ? C26 Fe1 C31 101.95(12) . . ? C34 Fe1 C31 70.28(11) . . ? C30 Fe1 C29 108.88(11) . . ? C25 Fe1 C29 42.10(11) . . ? C26 Fe1 C29 69.95(11) . . ? C34 Fe1 C29 101.61(11) . . ? C31 Fe1 C29 145.01(11) . . ? C30 Fe1 C27 156.33(12) . . ? C25 Fe1 C27 69.89(11) . . ? C26 Fe1 C27 40.75(11) . . ? C34 Fe1 C27 160.43(12) . . ? C31 Fe1 C27 127.40(12) . . ? C29 Fe1 C27 68.92(11) . . ? C30 Fe1 C28 148.22(11) . . ? C25 Fe1 C28 69.83(11) . . ? C26 Fe1 C28 68.82(11) . . ? C34 Fe1 C28 121.48(12) . . ? C31 Fe1 C28 167.89(11) . . ? C29 Fe1 C28 40.76(11) . . ? C27 Fe1 C28 40.52(11) . . ? C30 Fe1 C32 69.73(11) . . ? C25 Fe1 C32 148.66(12) . . ? C26 Fe1 C32 122.20(12) . . ? C34 Fe1 C32 68.76(11) . . ? C31 Fe1 C32 40.86(11) . . ? C29 Fe1 C32 167.51(12) . . ? C27 Fe1 C32 117.58(12) . . ? C28 Fe1 C32 137.03(12) . . ? C30 Fe1 C33 69.60(11) . . ? C25 Fe1 C33 155.91(11) . . ? C26 Fe1 C33 160.82(11) . . ? C34 Fe1 C33 40.77(11) . . ? C31 Fe1 C33 68.89(12) . . ? C29 Fe1 C33 127.33(11) . . ? C27 Fe1 C33 131.48(12) . . ? C28 Fe1 C33 117.33(12) . . ? C32 Fe1 C33 40.20(11) . . ? C1 N1 C4 128.8(2) . . ? C1 N1 C2 113.3(2) . . ? C4 N1 C2 117.9(2) . . ? C2A C1A Ru1 134.2(2) . . ? C2A C1A H1AA 112.3(17) . . ? Ru1 C1A H1AA 113.3(17) . . ? C3A C2A C7A 118.3(2) . . ? C3A C2A C1A 125.3(2) . . ? C7A C2A C1A 116.3(2) . . ? C4A C3A C2A 120.5(2) . . ? C4A C3A H3AA 119.7 . . ? C2A C3A H3AA 119.7 . . ? C5A C4A C3A 120.0(3) . . ? C5A C4A H4AA 120.0 . . ? C3A C4A H4AA 120.0 . . ? C6A C5A C4A 120.6(3) . . ? C6A C5A H5AA 119.7 . . ? C4A C5A H5AA 119.7 . . ? C5A C6A C7A 119.5(3) . . ? C5A C6A H6AA 120.2 . . ? C7A C6A H6AA 120.2 . . ? C6A C7A C2A 121.1(3) . . ? C6A C7A H7AA 119.5 . . ? C2A C7A H7AA 119.5 . . ? C1 N2 C13 127.9(2) . . ? C1 N2 C3 113.6(2) . . ? C13 N2 C3 117.0(2) . . ? C22 N3 C25 127.3(2) . . ? C22 N3 C23 119.4(2) . . ? C25 N3 C23 112.9(2) . . ? C22 N4 C30 129.9(2) . . ? C22 N4 C24 116.2(2) . . ? C30 N4 C24 113.9(2) . . ? N2 C1 N1 106.7(2) . . ? N2 C1 Ru1 128.80(19) . . ? N1 C1 Ru1 123.68(19) . . ? N1 C2 C3 103.1(2) . . ? N1 C2 H2A 111.1 . . ? C3 C2 H2A 111.1 . . ? N1 C2 H2B 111.1 . . ? C3 C2 H2B 111.1 . . ? H2A C2 H2B 109.1 . . ? N2 C3 C2 102.5(2) . . ? N2 C3 H3A 111.3 . . ? C2 C3 H3A 111.3 . . ? N2 C3 H3B 111.3 . . ? C2 C3 H3B 111.3 . . ? H3A C3 H3B 109.2 . . ? C5 C4 C9 121.3(2) . . ? C5 C4 N1 118.8(2) . . ? C9 C4 N1 119.4(2) . . ? C6 C5 C4 118.3(2) . . ? C6 C5 C10 120.0(3) . . ? C4 C5 C10 121.7(3) . . ? C5 C6 C7 122.3(3) . . ? C5 C6 H6 118.9 . . ? C7 C6 H6 118.9 . . ? C8 C7 C6 117.9(3) . . ? C8 C7 C11 121.3(3) . . ? C6 C7 C11 120.8(3) . . ? C7 C8 C9 122.1(3) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C8 C9 C4 118.0(3) . . ? C8 C9 C12 120.1(3) . . ? C4 C9 C12 121.9(3) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C18 121.9(2) . . ? C14 C13 N2 119.5(2) . . ? C18 C13 N2 118.4(2) . . ? C15 C14 C13 117.4(2) . . ? C15 C14 C19 119.6(2) . . ? C13 C14 C19 123.0(2) . . ? C16 C15 C14 122.7(3) . . ? C16 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? C15 C16 C17 117.9(3) . . ? C15 C16 C20 121.2(3) . . ? C17 C16 C20 121.0(3) . . ? C18 C17 C16 122.1(3) . . ? C18 C17 H17 118.9 . . ? C16 C17 H17 118.9 . . ? C17 C18 C13 118.0(3) . . ? C17 C18 C21 120.7(3) . . ? C13 C18 C21 121.2(3) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N4 C22 N3 120.1(2) . . ? N4 C22 Ru1 111.94(17) . . ? N3 C22 Ru1 127.73(19) . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N4 C24 H24A 109.5 . . ? N4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N3 C25 C26 125.6(2) . . ? N3 C25 C29 126.3(2) . . ? C26 C25 C29 108.1(2) . . ? N3 C25 Fe1 123.81(19) . . ? C26 C25 Fe1 71.11(16) . . ? C29 C25 Fe1 71.37(15) . . ? C27 C26 C25 107.8(2) . . ? C27 C26 Fe1 71.03(16) . . ? C25 C26 Fe1 66.78(15) . . ? C27 C26 H26 126.1 . . ? C25 C26 H26 126.1 . . ? Fe1 C26 H26 127.6 . . ? C26 C27 C28 108.2(2) . . ? C26 C27 Fe1 68.21(15) . . ? C28 C27 Fe1 69.80(16) . . ? C26 C27 H27 125.9 . . ? C28 C27 H27 125.9 . . ? Fe1 C27 H27 127.7 . . ? C29 C28 C27 108.5(2) . . ? C29 C28 Fe1 68.42(15) . . ? C27 C28 Fe1 69.69(16) . . ? C29 C28 H28 125.8 . . ? C27 C28 H28 125.8 . . ? Fe1 C28 H28 127.7 . . ? C28 C29 C25 107.4(2) . . ? C28 C29 Fe1 70.82(16) . . ? C25 C29 Fe1 66.53(15) . . ? C28 C29 H29 126.3 . . ? C25 C29 H29 126.3 . . ? Fe1 C29 H29 127.9 . . ? N4 C30 C34 125.2(2) . . ? N4 C30 C31 126.2(2) . . ? C34 C30 C31 108.6(2) . . ? N4 C30 Fe1 123.23(18) . . ? C34 C30 Fe1 71.41(16) . . ? C31 C30 Fe1 71.27(15) . . ? C32 C31 C30 106.8(2) . . ? C32 C31 Fe1 71.14(16) . . ? C30 C31 Fe1 66.38(15) . . ? C32 C31 H31 126.6 . . ? C30 C31 H31 126.6 . . ? Fe1 C31 H31 127.4 . . ? C33 C32 C31 108.8(2) . . ? C33 C32 Fe1 70.15(16) . . ? C31 C32 Fe1 68.00(16) . . ? C33 C32 H32 125.6 . . ? C31 C32 H32 125.6 . . ? Fe1 C32 H32 127.8 . . ? C32 C33 C34 108.3(3) . . ? C32 C33 Fe1 69.65(16) . . ? C34 C33 Fe1 67.74(16) . . ? C32 C33 H33 125.9 . . ? C34 C33 H33 125.9 . . ? Fe1 C33 H33 128.3 . . ? C33 C34 C30 107.5(2) . . ? C33 C34 Fe1 71.50(16) . . ? C30 C34 Fe1 66.60(15) . . ? C33 C34 H34 126.2 . . ? C30 C34 H34 126.2 . . ? Fe1 C34 H34 127.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C22 Ru1 C1A C2A -58.6(3) . . . . ? C1 Ru1 C1A C2A 123.1(3) . . . . ? Cl1 Ru1 C1A C2A 30.3(3) . . . . ? Cl2 Ru1 C1A C2A -151.4(3) . . . . ? Ru1 C1A C2A C3A 1.9(4) . . . . ? Ru1 C1A C2A C7A 178.7(2) . . . . ? C7A C2A C3A C4A 1.0(4) . . . . ? C1A C2A C3A C4A 177.7(2) . . . . ? C2A C3A C4A C5A 0.0(4) . . . . ? C3A C4A C5A C6A -1.1(4) . . . . ? C4A C5A C6A C7A 1.1(4) . . . . ? C5A C6A C7A C2A -0.1(4) . . . . ? C3A C2A C7A C6A -1.0(4) . . . . ? C1A C2A C7A C6A -178.0(2) . . . . ? C13 N2 C1 N1 167.7(2) . . . . ? C3 N2 C1 N1 2.6(3) . . . . ? C13 N2 C1 Ru1 -22.5(4) . . . . ? C3 N2 C1 Ru1 172.27(19) . . . . ? C4 N1 C1 N2 -175.8(2) . . . . ? C2 N1 C1 N2 3.8(3) . . . . ? C4 N1 C1 Ru1 13.9(4) . . . . ? C2 N1 C1 Ru1 -166.6(2) . . . . ? C1A Ru1 C1 N2 18.1(2) . . . . ? C22 Ru1 C1 N2 -156.3(3) . . . . ? Cl1 Ru1 C1 N2 117.2(2) . . . . ? Cl2 Ru1 C1 N2 -70.3(2) . . . . ? C1A Ru1 C1 N1 -173.8(2) . . . . ? C22 Ru1 C1 N1 11.8(5) . . . . ? Cl1 Ru1 C1 N1 -74.6(2) . . . . ? Cl2 Ru1 C1 N1 97.9(2) . . . . ? C1 N1 C2 C3 -8.2(3) . . . . ? C4 N1 C2 C3 171.4(2) . . . . ? C1 N2 C3 C2 -7.4(3) . . . . ? C13 N2 C3 C2 -174.3(3) . . . . ? N1 C2 C3 N2 8.6(3) . . . . ? C1 N1 C4 C5 91.9(3) . . . . ? C2 N1 C4 C5 -87.6(3) . . . . ? C1 N1 C4 C9 -95.3(3) . . . . ? C2 N1 C4 C9 85.2(3) . . . . ? C9 C4 C5 C6 3.6(4) . . . . ? N1 C4 C5 C6 176.3(2) . . . . ? C9 C4 C5 C10 -174.1(3) . . . . ? N1 C4 C5 C10 -1.5(4) . . . . ? C4 C5 C6 C7 -1.3(4) . . . . ? C10 C5 C6 C7 176.5(3) . . . . ? C5 C6 C7 C8 -0.9(4) . . . . ? C5 C6 C7 C11 179.5(3) . . . . ? C6 C7 C8 C9 0.8(4) . . . . ? C11 C7 C8 C9 -179.7(3) . . . . ? C7 C8 C9 C4 1.5(4) . . . . ? C7 C8 C9 C12 -177.7(3) . . . . ? C5 C4 C9 C8 -3.7(4) . . . . ? N1 C4 C9 C8 -176.4(2) . . . . ? C5 C4 C9 C12 175.5(3) . . . . ? N1 C4 C9 C12 2.9(4) . . . . ? C1 N2 C13 C14 -66.5(4) . . . . ? C3 N2 C13 C14 98.2(3) . . . . ? C1 N2 C13 C18 118.9(3) . . . . ? C3 N2 C13 C18 -76.3(3) . . . . ? C18 C13 C14 C15 -0.6(4) . . . . ? N2 C13 C14 C15 -174.9(2) . . . . ? C18 C13 C14 C19 -179.9(2) . . . . ? N2 C13 C14 C19 5.8(4) . . . . ? C13 C14 C15 C16 1.0(4) . . . . ? C19 C14 C15 C16 -179.7(3) . . . . ? C14 C15 C16 C17 -0.6(4) . . . . ? C14 C15 C16 C20 177.6(3) . . . . ? C15 C16 C17 C18 -0.1(4) . . . . ? C20 C16 C17 C18 -178.4(3) . . . . ? C16 C17 C18 C13 0.4(4) . . . . ? C16 C17 C18 C21 -178.4(3) . . . . ? C14 C13 C18 C17 -0.1(4) . . . . ? N2 C13 C18 C17 174.3(2) . . . . ? C14 C13 C18 C21 178.8(2) . . . . ? N2 C13 C18 C21 -6.8(4) . . . . ? C30 N4 C22 N3 6.3(4) . . . . ? C24 N4 C22 N3 -171.3(2) . . . . ? C30 N4 C22 Ru1 -168.4(2) . . . . ? C24 N4 C22 Ru1 14.0(3) . . . . ? C25 N3 C22 N4 -21.0(4) . . . . ? C23 N3 C22 N4 151.9(2) . . . . ? C25 N3 C22 Ru1 152.7(2) . . . . ? C23 N3 C22 Ru1 -34.4(3) . . . . ? C1A Ru1 C22 N4 165.62(19) . . . . ? C1 Ru1 C22 N4 -20.0(4) . . . . ? Cl1 Ru1 C22 N4 67.00(18) . . . . ? Cl2 Ru1 C22 N4 -104.93(18) . . . . ? C1A Ru1 C22 N3 -8.5(2) . . . . ? C1 Ru1 C22 N3 165.9(3) . . . . ? Cl1 Ru1 C22 N3 -107.2(2) . . . . ? Cl2 Ru1 C22 N3 80.9(2) . . . . ? C22 N3 C25 C26 110.6(3) . . . . ? C23 N3 C25 C26 -62.7(3) . . . . ? C22 N3 C25 C29 -70.3(4) . . . . ? C23 N3 C25 C29 116.4(3) . . . . ? C22 N3 C25 Fe1 20.5(4) . . . . ? C23 N3 C25 Fe1 -152.73(19) . . . . ? C30 Fe1 C25 N3 -5.9(2) . . . . ? C26 Fe1 C25 N3 120.8(3) . . . . ? C34 Fe1 C25 N3 -42.6(3) . . . . ? C31 Fe1 C25 N3 33.9(2) . . . . ? C29 Fe1 C25 N3 -121.7(3) . . . . ? C27 Fe1 C25 N3 157.8(2) . . . . ? C28 Fe1 C25 N3 -158.9(2) . . . . ? C32 Fe1 C25 N3 47.6(3) . . . . ? C33 Fe1 C25 N3 -46.7(4) . . . . ? C30 Fe1 C25 C26 -126.73(17) . . . . ? C34 Fe1 C25 C26 -163.43(16) . . . . ? C31 Fe1 C25 C26 -86.85(17) . . . . ? C29 Fe1 C25 C26 117.5(2) . . . . ? C27 Fe1 C25 C26 37.06(16) . . . . ? C28 Fe1 C25 C26 80.35(17) . . . . ? C32 Fe1 C25 C26 -73.2(3) . . . . ? C33 Fe1 C25 C26 -167.5(3) . . . . ? C30 Fe1 C25 C29 115.78(16) . . . . ? C26 Fe1 C25 C29 -117.5(2) . . . . ? C34 Fe1 C25 C29 79.08(18) . . . . ? C31 Fe1 C25 C29 155.65(16) . . . . ? C27 Fe1 C25 C29 -80.43(17) . . . . ? C28 Fe1 C25 C29 -37.15(16) . . . . ? C32 Fe1 C25 C29 169.3(2) . . . . ? C33 Fe1 C25 C29 75.0(3) . . . . ? N3 C25 C26 C27 -178.0(2) . . . . ? C29 C25 C26 C27 2.8(3) . . . . ? Fe1 C25 C26 C27 -59.4(2) . . . . ? N3 C25 C26 Fe1 -118.6(3) . . . . ? C29 C25 C26 Fe1 62.17(19) . . . . ? C30 Fe1 C26 C27 -177.45(16) . . . . ? C25 Fe1 C26 C27 119.9(2) . . . . ? C34 Fe1 C26 C27 155.7(2) . . . . ? C31 Fe1 C26 C27 -134.87(17) . . . . ? C29 Fe1 C26 C27 80.62(18) . . . . ? C28 Fe1 C26 C27 36.94(16) . . . . ? C32 Fe1 C26 C27 -96.16(19) . . . . ? C33 Fe1 C26 C27 -75.7(4) . . . . ? C30 Fe1 C26 C25 62.66(19) . . . . ? C34 Fe1 C26 C25 35.8(3) . . . . ? C31 Fe1 C26 C25 105.23(17) . . . . ? C29 Fe1 C26 C25 -39.28(16) . . . . ? C27 Fe1 C26 C25 -119.9(2) . . . . ? C28 Fe1 C26 C25 -82.95(17) . . . . ? C32 Fe1 C26 C25 143.94(16) . . . . ? C33 Fe1 C26 C25 164.4(3) . . . . ? C25 C26 C27 C28 -1.7(3) . . . . ? Fe1 C26 C27 C28 -58.5(2) . . . . ? C25 C26 C27 Fe1 56.78(19) . . . . ? C30 Fe1 C27 C26 5.7(4) . . . . ? C25 Fe1 C27 C26 -38.25(16) . . . . ? C34 Fe1 C27 C26 -147.2(3) . . . . ? C31 Fe1 C27 C26 60.8(2) . . . . ? C29 Fe1 C27 C26 -83.37(18) . . . . ? C28 Fe1 C27 C26 -120.4(2) . . . . ? C32 Fe1 C27 C26 108.35(18) . . . . ? C33 Fe1 C27 C26 154.85(17) . . . . ? C30 Fe1 C27 C28 126.1(3) . . . . ? C25 Fe1 C27 C28 82.14(18) . . . . ? C26 Fe1 C27 C28 120.4(2) . . . . ? C34 Fe1 C27 C28 -26.8(4) . . . . ? C31 Fe1 C27 C28 -178.83(17) . . . . ? C29 Fe1 C27 C28 37.02(17) . . . . ? C32 Fe1 C27 C28 -131.26(18) . . . . ? C33 Fe1 C27 C28 -84.8(2) . . . . ? C26 C27 C28 C29 0.0(3) . . . . ? Fe1 C27 C28 C29 -57.52(19) . . . . ? C26 C27 C28 Fe1 57.5(2) . . . . ? C30 Fe1 C28 C29 -21.4(3) . . . . ? C25 Fe1 C28 C29 38.32(16) . . . . ? C26 Fe1 C28 C29 83.48(17) . . . . ? C34 Fe1 C28 C29 -69.58(19) . . . . ? C31 Fe1 C28 C29 125.1(5) . . . . ? C27 Fe1 C28 C29 120.6(2) . . . . ? C32 Fe1 C28 C29 -161.53(17) . . . . ? C33 Fe1 C28 C29 -116.49(17) . . . . ? C30 Fe1 C28 C27 -142.0(2) . . . . ? C25 Fe1 C28 C27 -82.30(18) . . . . ? C26 Fe1 C28 C27 -37.15(17) . . . . ? C34 Fe1 C28 C27 169.79(17) . . . . ? C31 Fe1 C28 C27 4.4(6) . . . . ? C29 Fe1 C28 C27 -120.6(2) . . . . ? C32 Fe1 C28 C27 77.8(2) . . . . ? C33 Fe1 C28 C27 122.89(18) . . . . ? C27 C28 C29 C25 1.7(3) . . . . ? Fe1 C28 C29 C25 -56.57(18) . . . . ? C27 C28 C29 Fe1 58.3(2) . . . . ? N3 C25 C29 C28 178.0(2) . . . . ? C26 C25 C29 C28 -2.8(3) . . . . ? Fe1 C25 C29 C28 59.24(19) . . . . ? N3 C25 C29 Fe1 118.8(3) . . . . ? C26 C25 C29 Fe1 -62.00(19) . . . . ? C30 Fe1 C29 C28 168.29(16) . . . . ? C25 Fe1 C29 C28 -119.8(2) . . . . ? C26 Fe1 C29 C28 -80.46(17) . . . . ? C34 Fe1 C29 C28 125.32(17) . . . . ? C31 Fe1 C29 C28 -162.58(19) . . . . ? C27 Fe1 C29 C28 -36.81(17) . . . . ? C32 Fe1 C29 C28 86.8(6) . . . . ? C33 Fe1 C29 C28 90.0(2) . . . . ? C30 Fe1 C29 C25 -71.96(17) . . . . ? C26 Fe1 C29 C25 39.29(15) . . . . ? C34 Fe1 C29 C25 -114.93(16) . . . . ? C31 Fe1 C29 C25 -42.8(3) . . . . ? C27 Fe1 C29 C25 82.94(17) . . . . ? C28 Fe1 C29 C25 119.8(2) . . . . ? C32 Fe1 C29 C25 -153.4(5) . . . . ? C33 Fe1 C29 C25 -150.27(16) . . . . ? C22 N4 C30 C34 96.5(4) . . . . ? C24 N4 C30 C34 -85.8(3) . . . . ? C22 N4 C30 C31 -83.4(4) . . . . ? C24 N4 C30 C31 94.3(3) . . . . ? C22 N4 C30 Fe1 6.8(4) . . . . ? C24 N4 C30 Fe1 -175.52(19) . . . . ? C25 Fe1 C30 N4 -5.7(2) . . . . ? C26 Fe1 C30 N4 -42.3(3) . . . . ? C34 Fe1 C30 N4 120.4(3) . . . . ? C31 Fe1 C30 N4 -121.6(3) . . . . ? C29 Fe1 C30 N4 34.0(2) . . . . ? C27 Fe1 C30 N4 -46.5(4) . . . . ? C28 Fe1 C30 N4 48.5(3) . . . . ? C32 Fe1 C30 N4 -159.2(3) . . . . ? C33 Fe1 C30 N4 157.8(2) . . . . ? C25 Fe1 C30 C34 -126.09(16) . . . . ? C26 Fe1 C30 C34 -162.69(16) . . . . ? C31 Fe1 C30 C34 118.0(2) . . . . ? C29 Fe1 C30 C34 -86.44(17) . . . . ? C27 Fe1 C30 C34 -166.8(3) . . . . ? C28 Fe1 C30 C34 -71.9(3) . . . . ? C32 Fe1 C30 C34 80.38(17) . . . . ? C33 Fe1 C30 C34 37.38(16) . . . . ? C25 Fe1 C30 C31 115.87(17) . . . . ? C26 Fe1 C30 C31 79.27(18) . . . . ? C34 Fe1 C30 C31 -118.0(2) . . . . ? C29 Fe1 C30 C31 155.52(16) . . . . ? C27 Fe1 C30 C31 75.1(3) . . . . ? C28 Fe1 C30 C31 170.1(2) . . . . ? C32 Fe1 C30 C31 -37.66(16) . . . . ? C33 Fe1 C30 C31 -80.66(17) . . . . ? N4 C30 C31 C32 177.9(2) . . . . ? C34 C30 C31 C32 -2.0(3) . . . . ? Fe1 C30 C31 C32 59.97(19) . . . . ? N4 C30 C31 Fe1 118.0(3) . . . . ? C34 C30 C31 Fe1 -61.99(19) . . . . ? C30 Fe1 C31 C32 -118.8(2) . . . . ? C25 Fe1 C31 C32 169.20(16) . . . . ? C26 Fe1 C31 C32 126.01(17) . . . . ? C34 Fe1 C31 C32 -79.99(18) . . . . ? C29 Fe1 C31 C32 -161.98(19) . . . . ? C27 Fe1 C31 C32 90.4(2) . . . . ? C28 Fe1 C31 C32 86.8(6) . . . . ? C33 Fe1 C31 C32 -36.38(16) . . . . ? C25 Fe1 C31 C30 -71.96(18) . . . . ? C26 Fe1 C31 C30 -115.15(17) . . . . ? C34 Fe1 C31 C30 38.85(16) . . . . ? C29 Fe1 C31 C30 -43.1(3) . . . . ? C27 Fe1 C31 C30 -150.77(16) . . . . ? C28 Fe1 C31 C30 -154.4(5) . . . . ? C32 Fe1 C31 C30 118.8(2) . . . . ? C33 Fe1 C31 C30 82.46(17) . . . . ? C30 C31 C32 C33 1.4(3) . . . . ? Fe1 C31 C32 C33 58.4(2) . . . . ? C30 C31 C32 Fe1 -56.96(18) . . . . ? C30 Fe1 C32 C33 -82.02(18) . . . . ? C25 Fe1 C32 C33 -140.9(2) . . . . ? C26 Fe1 C32 C33 169.74(16) . . . . ? C34 Fe1 C32 C33 -36.97(17) . . . . ? C31 Fe1 C32 C33 -121.0(2) . . . . ? C29 Fe1 C32 C33 3.9(6) . . . . ? C27 Fe1 C32 C33 122.66(18) . . . . ? C28 Fe1 C32 C33 76.9(2) . . . . ? C30 Fe1 C32 C31 38.98(16) . . . . ? C25 Fe1 C32 C31 -19.9(3) . . . . ? C26 Fe1 C32 C31 -69.3(2) . . . . ? C34 Fe1 C32 C31 84.03(18) . . . . ? C29 Fe1 C32 C31 124.9(5) . . . . ? C27 Fe1 C32 C31 -116.34(18) . . . . ? C28 Fe1 C32 C31 -162.10(17) . . . . ? C33 Fe1 C32 C31 121.0(2) . . . . ? C31 C32 C33 C34 -0.3(3) . . . . ? Fe1 C32 C33 C34 56.8(2) . . . . ? C31 C32 C33 Fe1 -57.1(2) . . . . ? C30 Fe1 C33 C32 82.39(18) . . . . ? C25 Fe1 C33 C32 126.5(3) . . . . ? C26 Fe1 C33 C32 -27.3(4) . . . . ? C34 Fe1 C33 C32 120.9(2) . . . . ? C31 Fe1 C33 C32 36.95(17) . . . . ? C29 Fe1 C33 C32 -178.95(17) . . . . ? C27 Fe1 C33 C32 -84.9(2) . . . . ? C28 Fe1 C33 C32 -131.65(17) . . . . ? C30 Fe1 C33 C34 -38.46(17) . . . . ? C25 Fe1 C33 C34 5.7(4) . . . . ? C26 Fe1 C33 C34 -148.2(3) . . . . ? C31 Fe1 C33 C34 -83.90(18) . . . . ? C29 Fe1 C33 C34 60.2(2) . . . . ? C27 Fe1 C33 C34 154.24(17) . . . . ? C28 Fe1 C33 C34 107.50(18) . . . . ? C32 Fe1 C33 C34 -120.9(2) . . . . ? C32 C33 C34 C30 -0.9(3) . . . . ? Fe1 C33 C34 C30 56.99(19) . . . . ? C32 C33 C34 Fe1 -57.9(2) . . . . ? N4 C30 C34 C33 -178.1(2) . . . . ? C31 C30 C34 C33 1.8(3) . . . . ? Fe1 C30 C34 C33 -60.1(2) . . . . ? N4 C30 C34 Fe1 -118.1(3) . . . . ? C31 C30 C34 Fe1 61.90(19) . . . . ? C30 Fe1 C34 C33 119.4(2) . . . . ? C25 Fe1 C34 C33 -177.44(16) . . . . ? C26 Fe1 C34 C33 156.8(2) . . . . ? C31 Fe1 C34 C33 80.21(18) . . . . ? C29 Fe1 C34 C33 -135.22(17) . . . . ? C27 Fe1 C34 C33 -76.4(4) . . . . ? C28 Fe1 C34 C33 -96.56(19) . . . . ? C32 Fe1 C34 C33 36.48(17) . . . . ? C25 Fe1 C34 C30 63.18(18) . . . . ? C26 Fe1 C34 C30 37.5(3) . . . . ? C31 Fe1 C34 C30 -39.17(16) . . . . ? C29 Fe1 C34 C30 105.40(16) . . . . ? C27 Fe1 C34 C30 164.2(3) . . . . ? C28 Fe1 C34 C30 144.06(16) . . . . ? C32 Fe1 C34 C30 -82.90(17) . . . . ? C33 Fe1 C34 C30 -119.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.806 _refine_diff_density_min -0.870 _refine_diff_density_rms 0.092 _database_code_depnum_ccdc_archive 'CCDC 938917'