# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'George Newkome' _publ_contact_author_email NEWKOME@UAKRON.EDU _publ_section_title ; Construction of hexanuclear macrocycles by a coupling strategy from polyfunctionalized bis(terpyridines) ; loop_ _publ_author_name 'George Newkome' 'Ibrahim Eryazici' # Attachment 'b811607e_cpd9-revised.cif' data_9 _database_code_depnum_ccdc_archive 'CCDC 692580' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ;1,3-Bis(4,4''-dimethyl-2,2':6',2''-terpyridin-4'-yl)-5- methylbenzene ; _chemical_melting_point ? _chemical_formula_moiety 'C41 H34 N6' _chemical_formula_sum 'C41 H34 N6' _chemical_formula_weight 610.74 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' _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, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.800(3) _cell_length_b 13.208(3) _cell_length_c 41.505(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6469(2) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3428 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 20.80 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2576 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9828 _exptl_absorpt_correction_T_max 0.9970 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38777 _diffrn_reflns_av_R_equivalents 0.0830 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -46 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 23.50 _reflns_number_total 4792 _reflns_number_gt 3564 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0573P)^2^+7.5259P] 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 4792 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0990 _refine_ls_R_factor_gt 0.0725 _refine_ls_wR_factor_ref 0.1614 _refine_ls_wR_factor_gt 0.1520 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _refine_ls_shift/su_max 0.000 _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 N1 N 0.8412(2) 1.1245(2) 0.06053(6) 0.0227(7) Uani 1 1 d . . . N2 N 0.5510(2) 1.0773(2) 0.03827(7) 0.0346(8) Uani 1 1 d . . . N3 N 1.1266(2) 1.0854(2) 0.08789(8) 0.0342(8) Uani 1 1 d . . . N4 N 0.3954(2) 0.6694(2) 0.20188(7) 0.0281(7) Uani 1 1 d . . . N5 N 0.6039(2) 0.5517(2) 0.25227(7) 0.0351(8) Uani 1 1 d . . . N6 N 0.2795(2) 0.8602(2) 0.15036(7) 0.0346(8) Uani 1 1 d . . . C1 C 1.0434(3) 1.2372(3) 0.06736(8) 0.0277(8) Uani 1 1 d . . . H1 H 0.9769 1.2715 0.0604 0.033 Uiso 1 1 calc R . . C2 C 1.1473(3) 1.2882(3) 0.06742(9) 0.0295(9) Uani 1 1 d . . . C3 C 1.2404(3) 1.2332(3) 0.07824(9) 0.0365(10) Uani 1 1 d . . . H3 H 1.3134 1.2635 0.0788 0.044 Uiso 1 1 calc R . . C4 C 1.2257(3) 1.1349(3) 0.08805(10) 0.0401(10) Uani 1 1 d . . . H4 H 1.2906 1.0993 0.0955 0.048 Uiso 1 1 calc R . . C5 C 1.0365(3) 1.1377(3) 0.07726(8) 0.0247(8) Uani 1 1 d . . . C6 C 1.1580(3) 1.3949(3) 0.05563(11) 0.0447(11) Uani 1 1 d . . . H8A H 1.2274 1.4251 0.0643 0.067 Uiso 1 1 calc R . . H8B H 1.0923 1.4343 0.0628 0.067 Uiso 1 1 calc R . . H8C H 1.1613 1.3952 0.0320 0.067 Uiso 1 1 calc R . . C7 C 0.9273(3) 1.0813(3) 0.07661(8) 0.0223(8) Uani 1 1 d . . . C8 C 0.9152(3) 0.9884(3) 0.09233(8) 0.0249(8) Uani 1 1 d . . . H8 H 0.9777 0.9601 0.1036 0.030 Uiso 1 1 calc R . . C9 C 0.8124(3) 0.9370(2) 0.09159(8) 0.0217(8) Uani 1 1 d . . . C10 C 0.7244(3) 0.9825(3) 0.07477(7) 0.0235(8) Uani 1 1 d . . . H10 H 0.6527 0.9502 0.0735 0.028 Uiso 1 1 calc R . . C11 C 0.7413(3) 1.0755(3) 0.05980(8) 0.0244(8) Uani 1 1 d . . . C12 C 0.6484(3) 1.1289(3) 0.04217(8) 0.0251(8) Uani 1 1 d . . . C13 C 0.4664(3) 1.1266(3) 0.02346(9) 0.0402(10) Uani 1 1 d . . . H13 H 0.3971 1.0914 0.0203 0.048 Uiso 1 1 calc R . . C14 C 0.4729(3) 1.2248(3) 0.01249(9) 0.0371(10) Uani 1 1 d . . . H14 H 0.4097 1.2555 0.0022 0.044 Uiso 1 1 calc R . . C15 C 0.5738(3) 1.2784(3) 0.01665(8) 0.0314(9) Uani 1 1 d . . . C16 C 0.6623(3) 1.2280(3) 0.03139(8) 0.0266(8) Uani 1 1 d . . . H16 H 0.7331 1.2611 0.0342 0.032 Uiso 1 1 calc R . . C17 C 0.5875(4) 1.3864(3) 0.00528(10) 0.0473(11) Uani 1 1 d . . . H17A H 0.5203 1.4066 -0.0070 0.071 Uiso 1 1 calc R . . H17B H 0.6548 1.3915 -0.0084 0.071 Uiso 1 1 calc R . . H17C H 0.5962 1.4311 0.0240 0.071 Uiso 1 1 calc R . . C18 C 0.7991(3) 0.8384(2) 0.10888(8) 0.0214(8) Uani 1 1 d . . . C19 C 0.6985(3) 0.8137(3) 0.12479(8) 0.0229(8) Uani 1 1 d . . . H19 H 0.6360 0.8590 0.1238 0.028 Uiso 1 1 calc R . . C20 C 0.6882(3) 0.7237(3) 0.14217(7) 0.0223(8) Uani 1 1 d . . . C21 C 0.7787(3) 0.6570(3) 0.14236(8) 0.0253(8) Uani 1 1 d . . . H21 H 0.7714 0.5946 0.1535 0.030 Uiso 1 1 calc R . . C22 C 0.8804(3) 0.6785(3) 0.12662(8) 0.0231(8) Uani 1 1 d . . . C23 C 0.8888(3) 0.7702(3) 0.11035(8) 0.0256(8) Uani 1 1 d . . . H23 H 0.9580 0.7868 0.0999 0.031 Uiso 1 1 calc R . . C24 C 0.9811(2) 0.6018(3) 0.12744(8) 0.0224(8) Uani 1 1 d . . . H24A H 0.9954 0.5764 0.1056 0.034 Uiso 1 1 calc R . . H24B H 0.9619 0.5451 0.1417 0.034 Uiso 1 1 calc R . . H24C H 1.0491 0.6358 0.1356 0.034 Uiso 1 1 calc R . . C25 C 0.1842(3) 0.7574(3) 0.18962(9) 0.0310(9) Uani 1 1 d . . . H25 H 0.1878 0.7017 0.2041 0.037 Uiso 1 1 calc R . . C26 C 0.0846(3) 0.8134(3) 0.18688(9) 0.0340(9) Uani 1 1 d . . . C27 C 0.0860(3) 0.8936(3) 0.16569(9) 0.0367(10) Uani 1 1 d . . . H27 H 0.0207 0.9349 0.1632 0.044 Uiso 1 1 calc R . . C28 C 0.1832(3) 0.9139(3) 0.14795(9) 0.0381(10) Uani 1 1 d . . . H28 H 0.1814 0.9690 0.1332 0.046 Uiso 1 1 calc R . . C29 C 0.2783(3) 0.7830(3) 0.17121(8) 0.0274(8) Uani 1 1 d . . . C30 C -0.0194(3) 0.7877(3) 0.20625(11) 0.0471(11) Uani 1 1 d . . . H30A H -0.0179 0.8251 0.2267 0.071 Uiso 1 1 calc R . . H30B H -0.0207 0.7149 0.2107 0.071 Uiso 1 1 calc R . . H30C H -0.0873 0.8066 0.1941 0.071 Uiso 1 1 calc R . . C31 C 0.3881(3) 0.7280(3) 0.17544(8) 0.0268(8) Uani 1 1 d . . . C32 C 0.4793(3) 0.7434(3) 0.15458(8) 0.0258(8) Uani 1 1 d . . . H32 H 0.4692 0.7817 0.1354 0.031 Uiso 1 1 calc R . . C33 C 0.5846(3) 0.7028(2) 0.16184(8) 0.0230(8) Uani 1 1 d . . . C34 C 0.5933(3) 0.6461(3) 0.19028(8) 0.0285(8) Uani 1 1 d . . . H34 H 0.6645 0.6193 0.1967 0.034 Uiso 1 1 calc R . . C35 C 0.4973(3) 0.6290(3) 0.20904(9) 0.0273(8) Uani 1 1 d . . . C36 C 0.5012(3) 0.5662(3) 0.23875(8) 0.0294(9) Uani 1 1 d . . . C37 C 0.6055(3) 0.4970(3) 0.27936(9) 0.0388(10) Uani 1 1 d . . . H37 H 0.6767 0.4872 0.2896 0.047 Uiso 1 1 calc R . . C38 C 0.5125(3) 0.4541(3) 0.29354(9) 0.0378(10) Uani 1 1 d . . . H38 H 0.5200 0.4168 0.3130 0.045 Uiso 1 1 calc R . . C39 C 0.4067(3) 0.4660(3) 0.27911(9) 0.0327(9) Uani 1 1 d . . . C40 C 0.4021(3) 0.5260(3) 0.25184(9) 0.0332(9) Uani 1 1 d . . . H40 H 0.3311 0.5398 0.2420 0.040 Uiso 1 1 calc R . . C41 C 0.3026(3) 0.4151(3) 0.29217(10) 0.0441(11) Uani 1 1 d . . . H41A H 0.2351 0.4523 0.2852 0.066 Uiso 1 1 calc R . . H41B H 0.3059 0.4143 0.3158 0.066 Uiso 1 1 calc R . . H41C H 0.2990 0.3454 0.2841 0.066 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 N1 0.0189(16) 0.0258(16) 0.0234(15) -0.0015(12) 0.0018(12) 0.0021(13) N2 0.0215(17) 0.0427(19) 0.0396(19) 0.0114(15) -0.0032(14) -0.0018(15) N3 0.0202(17) 0.0338(18) 0.049(2) 0.0026(15) -0.0046(14) -0.0002(14) N4 0.0204(16) 0.0299(17) 0.0341(17) 0.0028(14) 0.0009(13) 0.0019(13) N5 0.0220(17) 0.045(2) 0.0386(19) 0.0114(16) -0.0001(14) 0.0007(15) N6 0.0244(17) 0.044(2) 0.0353(18) 0.0053(16) -0.0033(14) 0.0073(15) C1 0.0226(19) 0.031(2) 0.029(2) 0.0009(17) -0.0008(15) 0.0031(16) C2 0.025(2) 0.028(2) 0.036(2) -0.0042(17) 0.0001(16) -0.0034(16) C3 0.020(2) 0.038(2) 0.051(2) -0.004(2) 0.0015(18) -0.0064(17) C4 0.017(2) 0.039(2) 0.064(3) 0.004(2) -0.0059(18) -0.0007(17) C5 0.0216(19) 0.028(2) 0.0250(19) -0.0010(15) 0.0012(15) 0.0020(16) C6 0.035(2) 0.031(2) 0.068(3) 0.000(2) -0.006(2) -0.0077(18) C7 0.0219(18) 0.0257(19) 0.0192(18) -0.0021(15) 0.0007(14) 0.0039(15) C8 0.0200(19) 0.031(2) 0.0238(18) 0.0010(16) -0.0017(15) 0.0047(16) C9 0.0160(18) 0.0269(19) 0.0221(18) -0.0007(15) 0.0030(14) 0.0016(15) C10 0.0177(18) 0.030(2) 0.0230(18) 0.0012(16) 0.0032(14) -0.0003(15) C11 0.0190(18) 0.030(2) 0.0240(18) -0.0025(16) 0.0023(15) 0.0007(16) C12 0.0229(19) 0.030(2) 0.0226(19) 0.0023(16) 0.0007(15) 0.0023(16) C13 0.019(2) 0.056(3) 0.045(2) 0.013(2) -0.0062(18) 0.0037(19) C14 0.024(2) 0.051(3) 0.037(2) 0.008(2) -0.0068(17) 0.0137(19) C15 0.043(2) 0.029(2) 0.0226(19) -0.0002(16) -0.0048(17) 0.0118(18) C16 0.0265(19) 0.027(2) 0.0258(19) -0.0022(16) -0.0003(15) 0.0011(16) C17 0.065(3) 0.031(2) 0.046(3) -0.0049(19) -0.023(2) 0.006(2) C18 0.0190(18) 0.0253(19) 0.0198(18) 0.0017(15) -0.0008(14) -0.0002(15) C19 0.0183(18) 0.0272(19) 0.0232(18) -0.0002(15) -0.0036(15) 0.0016(15) C20 0.0183(18) 0.030(2) 0.0190(17) -0.0003(15) -0.0001(14) 0.0019(15) C21 0.024(2) 0.0233(19) 0.0283(19) 0.0033(15) -0.0014(15) -0.0004(16) C22 0.0199(18) 0.0273(19) 0.0220(18) 0.0000(15) -0.0002(15) 0.0017(15) C23 0.0160(18) 0.035(2) 0.0254(19) 0.0016(16) 0.0003(15) -0.0048(16) C24 0.0080(16) 0.035(2) 0.0244(18) 0.0016(16) 0.0057(14) -0.0093(14) C25 0.024(2) 0.030(2) 0.039(2) 0.0025(17) 0.0017(17) 0.0015(17) C26 0.023(2) 0.039(2) 0.040(2) -0.0067(19) -0.0025(17) 0.0050(18) C27 0.022(2) 0.048(2) 0.040(2) -0.002(2) -0.0074(17) 0.0136(18) C28 0.031(2) 0.046(3) 0.037(2) 0.0075(19) -0.0041(18) 0.0116(19) C29 0.0216(19) 0.033(2) 0.028(2) -0.0009(17) -0.0043(15) 0.0002(16) C30 0.022(2) 0.055(3) 0.064(3) 0.010(2) 0.006(2) 0.010(2) C31 0.0194(19) 0.030(2) 0.031(2) 0.0016(17) 0.0003(15) 0.0002(16) C32 0.026(2) 0.0249(19) 0.0267(19) 0.0045(16) -0.0012(16) 0.0005(16) C33 0.0203(18) 0.0212(18) 0.0276(19) -0.0015(16) -0.0003(15) -0.0009(15) C34 0.0161(18) 0.030(2) 0.040(2) -0.0007(17) 0.0009(16) -0.0001(16) C35 0.0192(19) 0.027(2) 0.036(2) 0.0007(17) 0.0012(16) -0.0007(15) C36 0.0227(19) 0.032(2) 0.033(2) 0.0028(17) 0.0019(16) 0.0039(16) C37 0.031(2) 0.043(2) 0.042(2) 0.016(2) -0.0001(19) 0.0047(19) C38 0.034(2) 0.041(2) 0.039(2) 0.0122(19) 0.0054(18) 0.0072(19) C39 0.028(2) 0.030(2) 0.040(2) 0.0088(18) 0.0095(17) 0.0044(17) C40 0.0216(19) 0.035(2) 0.043(2) 0.0064(19) 0.0023(17) 0.0027(17) C41 0.031(2) 0.043(3) 0.058(3) 0.017(2) 0.009(2) 0.0025(19) _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 N1 C7 1.343(4) . ? N1 C11 1.344(4) . ? N2 C13 1.341(4) . ? N2 C12 1.347(4) . ? N3 C4 1.340(5) . ? N3 C5 1.343(4) . ? N4 C31 1.346(4) . ? N4 C35 1.349(4) . ? N5 C37 1.337(5) . ? N5 C36 1.349(4) . ? N6 C29 1.338(4) . ? N6 C28 1.344(5) . ? C1 C5 1.380(5) . ? C1 C2 1.399(5) . ? C2 C3 1.391(5) . ? C2 C6 1.498(5) . ? C3 C4 1.372(5) . ? C5 C7 1.489(5) . ? C7 C8 1.397(5) . ? C8 C9 1.391(5) . ? C9 C10 1.388(4) . ? C9 C18 1.496(5) . ? C10 C11 1.391(5) . ? C11 C12 1.495(5) . ? C12 C16 1.392(5) . ? C13 C14 1.376(5) . ? C14 C15 1.395(5) . ? C15 C16 1.382(5) . ? C15 C17 1.512(5) . ? C18 C23 1.392(5) . ? C18 C19 1.397(4) . ? C19 C20 1.396(5) . ? C20 C21 1.385(5) . ? C20 C33 1.495(4) . ? C21 C22 1.395(5) . ? C22 C23 1.390(5) . ? C22 C24 1.562(4) . ? C25 C29 1.389(5) . ? C25 C26 1.393(5) . ? C26 C27 1.378(5) . ? C26 C30 1.506(5) . ? C27 C28 1.388(5) . ? C29 C31 1.496(5) . ? C31 C32 1.396(5) . ? C32 C33 1.387(5) . ? C33 C34 1.401(5) . ? C34 C35 1.393(5) . ? C35 C36 1.487(5) . ? C36 C40 1.395(5) . ? C37 C38 1.368(5) . ? C38 C39 1.393(5) . ? C39 C40 1.383(5) . ? C39 C41 1.502(5) . ? 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 C7 N1 C11 118.0(3) . . ? C13 N2 C12 116.3(3) . . ? C4 N3 C5 116.3(3) . . ? C31 N4 C35 117.6(3) . . ? C37 N5 C36 116.1(3) . . ? C29 N6 C28 116.2(3) . . ? C5 C1 C2 120.6(3) . . ? C3 C2 C1 116.2(3) . . ? C3 C2 C6 122.0(3) . . ? C1 C2 C6 121.7(3) . . ? C4 C3 C2 119.3(3) . . ? N3 C4 C3 124.8(4) . . ? N3 C5 C1 122.8(3) . . ? N3 C5 C7 115.7(3) . . ? C1 C5 C7 121.5(3) . . ? N1 C7 C8 121.9(3) . . ? N1 C7 C5 116.8(3) . . ? C8 C7 C5 121.3(3) . . ? C9 C8 C7 120.4(3) . . ? C10 C9 C8 116.9(3) . . ? C10 C9 C18 122.7(3) . . ? C8 C9 C18 120.4(3) . . ? C9 C10 C11 120.0(3) . . ? N1 C11 C10 122.7(3) . . ? N1 C11 C12 115.3(3) . . ? C10 C11 C12 122.0(3) . . ? N2 C12 C16 122.5(3) . . ? N2 C12 C11 116.5(3) . . ? C16 C12 C11 121.0(3) . . ? N2 C13 C14 124.6(4) . . ? C13 C14 C15 119.0(3) . . ? C16 C15 C14 117.0(3) . . ? C16 C15 C17 120.8(4) . . ? C14 C15 C17 122.1(3) . . ? C15 C16 C12 120.4(3) . . ? C23 C18 C19 118.3(3) . . ? C23 C18 C9 120.3(3) . . ? C19 C18 C9 121.3(3) . . ? C20 C19 C18 121.1(3) . . ? C21 C20 C19 118.5(3) . . ? C21 C20 C33 120.6(3) . . ? C19 C20 C33 120.7(3) . . ? C20 C21 C22 122.0(3) . . ? C23 C22 C21 117.8(3) . . ? C23 C22 C24 121.4(3) . . ? C21 C22 C24 120.8(3) . . ? C22 C23 C18 122.1(3) . . ? C29 C25 C26 120.0(3) . . ? C27 C26 C25 116.8(3) . . ? C27 C26 C30 121.6(3) . . ? C25 C26 C30 121.7(4) . . ? C26 C27 C28 119.8(3) . . ? N6 C28 C27 123.8(4) . . ? N6 C29 C25 123.3(3) . . ? N6 C29 C31 115.9(3) . . ? C25 C29 C31 120.6(3) . . ? N4 C31 C32 122.8(3) . . ? N4 C31 C29 115.5(3) . . ? C32 C31 C29 121.6(3) . . ? C33 C32 C31 119.9(3) . . ? C32 C33 C34 117.1(3) . . ? C32 C33 C20 122.8(3) . . ? C34 C33 C20 119.9(3) . . ? C35 C34 C33 119.9(3) . . ? N4 C35 C34 122.6(3) . . ? N4 C35 C36 115.5(3) . . ? C34 C35 C36 121.9(3) . . ? N5 C36 C40 122.5(3) . . ? N5 C36 C35 116.9(3) . . ? C40 C36 C35 120.6(3) . . ? N5 C37 C38 125.1(4) . . ? C37 C38 C39 119.2(3) . . ? C40 C39 C38 116.8(3) . . ? C40 C39 C41 121.3(3) . . ? C38 C39 C41 121.8(3) . . ? C39 C40 C36 120.3(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.303 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.051 # Attachment 'b811607e_cpd38-revised.cif' data_mp _database_code_depnum_ccdc_archive 'CCDC 692581' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ; (Ru(4'-(4-Iodophenyl)-4,4''-di(ethoxycarbonyl)-2,2';6',2''- terpyridine))2) ((PF6)2) ; _chemical_melting_point ? _chemical_formula_moiety 'C54 H44 I2 N6 O8 Ru, 2(F6 P), (C2 H3 N)' _chemical_formula_sum 'C56 H47 F12 I2 N7 O8 P2 Ru' _chemical_formula_weight 1590.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 Orthorhombic _symmetry_space_group_name_H-M 'P2(1)2(1)2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.3505(12) _cell_length_b 14.4204(12) _cell_length_c 33.419(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6915.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5684 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3136 _exptl_absorpt_coefficient_mu 1.250 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6032 _exptl_absorpt_correction_T_max 0.9176 _exptl_absorpt_process_details SADABS _exptl_special_details ; Platon Squeeze was used to remove disordered solvent molecules (presumably CH3CN). Note large U(eq) values for F atoms bonded to P2. Attempts to model any disorder did not result in improvement of the model and such a problem is not uncommon for PF6 anions. C27 is large because it resides at the end of an ethyl ester. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 60158 _diffrn_reflns_av_R_equivalents 0.0514 _diffrn_reflns_av_sigmaI/netI 0.0585 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 28.33 _reflns_number_total 16295 _reflns_number_gt 13035 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0682P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack (1983), 7200 Friedel pairs' _refine_ls_abs_structure_Flack 0.011(15) _refine_ls_number_reflns 16295 _refine_ls_number_parameters 827 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1175 _refine_ls_wR_factor_gt 0.1112 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 I1 I 0.39001(3) 0.36825(3) 0.553369(11) 0.04924(12) Uani 1 1 d . . . I2 I 0.64991(3) 0.27153(4) 1.203441(10) 0.04962(12) Uani 1 1 d . . . Ru1 Ru 0.53457(3) 0.27257(3) 0.875984(10) 0.01970(8) Uani 1 1 d . . . P1 P 0.16185(11) 0.44061(10) 0.27273(4) 0.0340(3) Uani 1 1 d . . . P2 P 0.82726(12) 0.42054(12) 0.98723(5) 0.0439(4) Uani 1 1 d . . . F1 F 0.0628(3) 0.4489(2) 0.25063(12) 0.0559(10) Uani 1 1 d . . . F2 F 0.1096(3) 0.4337(3) 0.31432(11) 0.0640(11) Uani 1 1 d . . . F3 F 0.1655(3) 0.5512(2) 0.27726(10) 0.0445(8) Uani 1 1 d . . . F4 F 0.2140(3) 0.4501(3) 0.23121(11) 0.0627(11) Uani 1 1 d . . . F5 F 0.1565(3) 0.3310(2) 0.26786(11) 0.0536(10) Uani 1 1 d . . . F6 F 0.2588(3) 0.4316(3) 0.29514(12) 0.0584(10) Uani 1 1 d . . . F7 F 0.8436(5) 0.3828(5) 0.94380(15) 0.130(3) Uani 1 1 d . . . F8 F 0.7187(3) 0.4113(3) 0.98096(13) 0.0594(10) Uani 1 1 d . . . F9 F 0.8209(3) 0.5218(4) 0.96966(18) 0.0977(18) Uani 1 1 d . . . F10 F 0.9350(4) 0.4244(5) 0.9910(3) 0.146(3) Uani 1 1 d . . . F11 F 0.8330(3) 0.3183(3) 1.00422(17) 0.0895(17) Uani 1 1 d . . . F12 F 0.8048(5) 0.4569(4) 1.03115(14) 0.112(2) Uani 1 1 d . . . O1 O 0.8086(3) 0.6678(3) 0.84437(11) 0.0333(9) Uani 1 1 d . . . O2 O 0.7568(3) 0.6438(3) 0.78236(10) 0.0332(8) Uani 1 1 d . . . O3 O 0.2918(3) -0.1430(3) 0.86000(11) 0.0424(10) Uani 1 1 d . . . O4 O 0.2793(3) -0.0941(3) 0.79572(12) 0.0419(10) Uani 1 1 d . . . O5 O 0.1338(3) 0.5234(3) 0.91953(10) 0.0346(9) Uani 1 1 d . . . O6 O 0.1960(3) 0.5223(3) 0.98080(11) 0.0480(11) Uani 1 1 d . . . O7 O 0.9343(3) -0.0062(3) 0.87525(12) 0.0373(9) Uani 1 1 d . . . O8 O 0.9192(3) 0.0183(3) 0.94092(11) 0.0365(9) Uani 1 1 d . . . N1 N 0.6112(3) 0.3891(3) 0.86227(11) 0.0230(8) Uani 1 1 d . . . N2 N 0.5152(3) 0.2798(3) 0.81741(10) 0.0201(8) Uani 1 1 d . . . N3 N 0.4519(3) 0.1580(3) 0.86684(11) 0.0219(8) Uani 1 1 d . . . N4 N 0.4245(3) 0.3520(3) 0.89407(11) 0.0215(8) Uani 1 1 d . . . N5 N 0.5496(3) 0.2675(3) 0.93459(11) 0.0214(8) Uani 1 1 d . . . N6 N 0.6514(3) 0.1908(3) 0.88052(11) 0.0231(8) Uani 1 1 d . . . N7A N 0.0106(7) 0.9293(5) 0.0554(3) 0.047(3) Uani 0.555(7) 1 d P A 1 N7B N 0.9261(9) 0.7728(8) 0.9465(4) 0.050(3) Uani 0.445(7) 1 d P A 2 C1 C 0.6607(4) 0.4438(3) 0.88754(14) 0.0285(11) Uani 1 1 d . . . H1 H 0.6616 0.4285 0.9152 0.034 Uiso 1 1 calc R . . C2 C 0.7099(4) 0.5208(4) 0.87485(15) 0.0305(11) Uani 1 1 d . . . H2 H 0.7436 0.5578 0.8934 0.037 Uiso 1 1 calc R . . C3 C 0.7089(3) 0.5430(3) 0.83434(14) 0.0242(10) Uani 1 1 d . . . C4 C 0.6588(3) 0.4872(3) 0.80786(14) 0.0229(10) Uani 1 1 d . . . H4 H 0.6584 0.5010 0.7801 0.027 Uiso 1 1 calc R . . C5 C 0.6098(3) 0.4114(3) 0.82231(13) 0.0217(9) Uani 1 1 d . . . C6 C 0.7603(3) 0.6235(4) 0.81693(15) 0.0267(11) Uani 1 1 d . . . C7 C 0.8645(4) 0.7470(4) 0.83051(18) 0.0374(14) Uani 1 1 d . . . H7A H 0.9145 0.7599 0.8501 0.045 Uiso 1 1 calc R . . H7B H 0.8942 0.7313 0.8046 0.045 Uiso 1 1 calc R . . C8 C 0.8064(5) 0.8300(5) 0.8256(2) 0.0557(18) Uani 1 1 d . . . H8A H 0.7671 0.8229 0.8018 0.083 Uiso 1 1 calc R . . H8B H 0.8465 0.8845 0.8224 0.083 Uiso 1 1 calc R . . H8C H 0.7668 0.8379 0.8492 0.083 Uiso 1 1 calc R . . C9 C 0.5536(3) 0.3501(3) 0.79678(14) 0.0208(9) Uani 1 1 d . . . C10 C 0.5370(3) 0.3601(3) 0.75641(13) 0.0231(9) Uani 1 1 d . . . H10 H 0.5648 0.4096 0.7419 0.028 Uiso 1 1 calc R . . C11 C 0.4789(3) 0.2966(3) 0.73709(13) 0.0217(10) Uani 1 1 d . . . C12 C 0.4397(3) 0.2243(3) 0.75863(12) 0.0201(9) Uani 1 1 d . . . H12 H 0.4004 0.1805 0.7458 0.024 Uiso 1 1 calc R . . C13 C 0.4585(3) 0.2166(3) 0.79914(13) 0.0199(9) Uani 1 1 d . . . C14 C 0.4580(4) 0.3101(3) 0.69431(13) 0.0233(10) Uani 1 1 d . . . C15 C 0.4389(4) 0.3980(3) 0.67947(15) 0.0269(11) Uani 1 1 d . . . H15 H 0.4392 0.4493 0.6973 0.032 Uiso 1 1 calc R . . C16 C 0.4195(4) 0.4129(4) 0.63962(15) 0.0291(11) Uani 1 1 d . . . H16 H 0.4051 0.4735 0.6302 0.035 Uiso 1 1 calc R . . C17 C 0.4211(4) 0.3390(4) 0.61353(14) 0.0300(12) Uani 1 1 d . . . C18 C 0.4398(4) 0.2509(3) 0.62648(15) 0.0321(12) Uani 1 1 d . . . H18 H 0.4404 0.2006 0.6081 0.038 Uiso 1 1 calc R . . C19 C 0.4578(4) 0.2361(4) 0.66682(13) 0.0294(11) Uani 1 1 d . . . H19 H 0.4703 0.1750 0.6760 0.035 Uiso 1 1 calc R . . C20 C 0.4251(3) 0.1455(3) 0.82722(13) 0.0217(10) Uani 1 1 d . . . C21 C 0.3739(4) 0.0705(3) 0.81606(14) 0.0249(10) Uani 1 1 d . . . H21 H 0.3549 0.0634 0.7890 0.030 Uiso 1 1 calc R . . C22 C 0.3492(4) 0.0037(3) 0.84466(15) 0.0255(10) Uani 1 1 d . . . C23 C 0.3744(4) 0.0187(3) 0.88410(15) 0.0284(11) Uani 1 1 d . . . H23 H 0.3565 -0.0244 0.9042 0.034 Uiso 1 1 calc R . . C24 C 0.4242(4) 0.0945(3) 0.89396(14) 0.0251(11) Uani 1 1 d . . . H24 H 0.4406 0.1036 0.9212 0.030 Uiso 1 1 calc R . . C25 C 0.3025(4) -0.0821(4) 0.83026(17) 0.0352(13) Uani 1 1 d . . . C26 C 0.2482(6) -0.2320(5) 0.8487(2) 0.065(2) Uani 1 1 d . . . H26A H 0.1829 -0.2220 0.8402 0.077 Uiso 1 1 calc R . . H26B H 0.2828 -0.2612 0.8265 0.077 Uiso 1 1 calc R . . C27 C 0.2515(10) -0.2900(5) 0.8839(3) 0.134(6) Uani 1 1 d . . . H27A H 0.3165 -0.3044 0.8904 0.201 Uiso 1 1 calc R . . H27B H 0.2175 -0.3477 0.8788 0.201 Uiso 1 1 calc R . . H27C H 0.2226 -0.2573 0.9065 0.201 Uiso 1 1 calc R . . C28 C 0.3607(4) 0.3939(3) 0.87102(13) 0.0250(10) Uani 1 1 d . . . H28 H 0.3670 0.3893 0.8428 0.030 Uiso 1 1 calc R . . C29 C 0.2871(4) 0.4429(3) 0.88601(14) 0.0263(11) Uani 1 1 d . . . H29 H 0.2428 0.4700 0.8684 0.032 Uiso 1 1 calc R . . C30 C 0.2774(3) 0.4530(3) 0.92671(13) 0.0222(10) Uani 1 1 d . . . C31 C 0.3464(4) 0.4133(3) 0.95149(14) 0.0251(10) Uani 1 1 d . . . H31 H 0.3437 0.4219 0.9796 0.030 Uiso 1 1 calc R . . C32 C 0.4174(3) 0.3622(3) 0.93495(13) 0.0210(9) Uani 1 1 d . . . C33 C 0.1996(4) 0.5044(4) 0.94576(16) 0.0297(11) Uani 1 1 d . . . C34 C 0.0512(4) 0.5709(5) 0.93418(18) 0.0419(15) Uani 1 1 d . . . H34A H 0.0668 0.6348 0.9427 0.050 Uiso 1 1 calc R . . H34B H 0.0241 0.5372 0.9572 0.050 Uiso 1 1 calc R . . C35 C -0.0158(5) 0.5725(6) 0.9000(2) 0.064(2) Uani 1 1 d . . . H35A H 0.0075 0.6145 0.8792 0.096 Uiso 1 1 calc R . . H35B H -0.0767 0.5943 0.9094 0.096 Uiso 1 1 calc R . . H35C H -0.0221 0.5099 0.8889 0.096 Uiso 1 1 calc R . . C36 C 0.4898(3) 0.3150(3) 0.95819(13) 0.0218(10) Uani 1 1 d . . . C37 C 0.5001(4) 0.3128(3) 0.99984(14) 0.0250(10) Uani 1 1 d . . . H37 H 0.4575 0.3452 1.0165 0.030 Uiso 1 1 calc R . . C38 C 0.5730(3) 0.2628(4) 1.01661(14) 0.0252(10) Uani 1 1 d . . . C39 C 0.6330(3) 0.2143(3) 0.99105(13) 0.0245(10) Uani 1 1 d . . . H39 H 0.6823 0.1782 1.0019 0.029 Uiso 1 1 calc R . . C40 C 0.6205(3) 0.2188(3) 0.94983(13) 0.0219(9) Uani 1 1 d . . . C41 C 0.5890(3) 0.2613(3) 1.06034(13) 0.0245(10) Uani 1 1 d . . . C42 C 0.5163(4) 0.2495(4) 1.08700(15) 0.0343(13) Uani 1 1 d . . . H42 H 0.4548 0.2413 1.0771 0.041 Uiso 1 1 calc R . . C43 C 0.5313(4) 0.2497(4) 1.12750(15) 0.0376(13) Uani 1 1 d . . . H43 H 0.4811 0.2408 1.1456 0.045 Uiso 1 1 calc R . . C44 C 0.6225(4) 0.2631(4) 1.14175(13) 0.0298(11) Uani 1 1 d . . . C45 C 0.6948(4) 0.2772(4) 1.11568(14) 0.0282(10) Uani 1 1 d . . . H45 H 0.7558 0.2886 1.1255 0.034 Uiso 1 1 calc R . . C46 C 0.6781(3) 0.2748(4) 1.07513(13) 0.0265(10) Uani 1 1 d . . . H46 H 0.7285 0.2825 1.0570 0.032 Uiso 1 1 calc R . . C47 C 0.6792(3) 0.1734(3) 0.91918(13) 0.0221(10) Uani 1 1 d . . . C48 C 0.7558(3) 0.1214(3) 0.92761(14) 0.0228(10) Uani 1 1 d . . . H48 H 0.7739 0.1107 0.9546 0.027 Uiso 1 1 calc R . . C49 C 0.8073(4) 0.0843(3) 0.89643(15) 0.0262(11) Uani 1 1 d . . . C50 C 0.7791(4) 0.0987(3) 0.85793(15) 0.0261(11) Uani 1 1 d . . . H50 H 0.8123 0.0717 0.8363 0.031 Uiso 1 1 calc R . . C51 C 0.7024(4) 0.1524(3) 0.85096(14) 0.0273(11) Uani 1 1 d . . . H51 H 0.6842 0.1632 0.8240 0.033 Uiso 1 1 calc R . . C52 C 0.8930(4) 0.0282(4) 0.90716(15) 0.0294(11) Uani 1 1 d . . . C53 C 1.0171(4) -0.0634(4) 0.88177(19) 0.0424(14) Uani 1 1 d . . . H53A H 1.0078 -0.1024 0.9058 0.051 Uiso 1 1 calc R . . H53B H 1.0260 -0.1052 0.8586 0.051 Uiso 1 1 calc R . . C54 C 1.1001(5) -0.0064(5) 0.8870(2) 0.0564(18) Uani 1 1 d . . . H54A H 1.1150 0.0249 0.8618 0.085 Uiso 1 1 calc R . . H54B H 1.1526 -0.0457 0.8950 0.085 Uiso 1 1 calc R . . H54C H 1.0886 0.0401 0.9079 0.085 Uiso 1 1 calc R . . C55A C 0.0514(7) 0.9208(6) 0.0261(3) 0.030(2) Uani 0.555(7) 1 d P A 1 C56A C 0.0974(7) 0.9039(8) -0.0082(3) 0.042(3) Uani 0.555(7) 1 d P A 1 H56A H 0.1647 0.9044 -0.0031 0.062 Uiso 0.555(7) 1 calc PR A 1 H56B H 0.0821 0.9520 -0.0279 0.062 Uiso 0.555(7) 1 calc PR A 1 H56C H 0.0791 0.8431 -0.0186 0.062 Uiso 0.555(7) 1 calc PR A 1 C55B C 0.8888(9) 0.7632(8) 0.9736(4) 0.037(3) Uani 0.445(7) 1 d P A 2 C56B C 0.8410(8) 0.7536(9) 1.0107(4) 0.039(3) Uani 0.445(7) 1 d P A 2 H56D H 0.8611 0.8026 1.0290 0.059 Uiso 0.445(7) 1 calc PR A 2 H56E H 0.8552 0.6929 1.0224 0.059 Uiso 0.445(7) 1 calc PR A 2 H56F H 0.7737 0.7586 1.0061 0.059 Uiso 0.445(7) 1 calc PR A 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 I1 0.0698(3) 0.0609(3) 0.01697(17) 0.00766(17) -0.01072(17) -0.0004(2) I2 0.0579(2) 0.0773(3) 0.01366(16) 0.00299(18) -0.00463(15) -0.0060(2) Ru1 0.02899(18) 0.01860(16) 0.01151(15) 0.00099(15) 0.00044(14) 0.00184(17) P1 0.0477(9) 0.0284(7) 0.0258(7) -0.0021(5) -0.0063(6) -0.0048(6) P2 0.0420(9) 0.0510(10) 0.0386(9) 0.0192(7) -0.0074(7) -0.0028(7) F1 0.066(3) 0.0340(18) 0.068(3) 0.0163(18) -0.024(2) -0.0096(17) F2 0.087(3) 0.065(3) 0.041(2) -0.0021(18) 0.019(2) -0.029(2) F3 0.066(2) 0.0272(16) 0.0406(19) -0.0043(14) 0.0048(17) -0.0071(16) F4 0.091(3) 0.061(2) 0.036(2) -0.0220(18) 0.020(2) -0.012(2) F5 0.069(2) 0.0278(17) 0.064(2) -0.0047(16) -0.021(2) 0.0043(17) F6 0.063(3) 0.048(2) 0.064(3) 0.0065(19) -0.028(2) -0.0110(19) F7 0.161(6) 0.174(6) 0.054(3) 0.008(4) 0.031(3) 0.107(5) F8 0.054(2) 0.056(2) 0.069(3) 0.008(2) -0.010(2) -0.0036(19) F9 0.078(3) 0.075(3) 0.140(5) 0.065(3) 0.012(3) -0.002(3) F10 0.053(3) 0.121(5) 0.266(9) 0.112(6) -0.030(4) -0.024(3) F11 0.064(3) 0.074(3) 0.130(4) 0.063(3) 0.041(3) 0.027(2) F12 0.171(6) 0.118(4) 0.048(3) -0.025(3) -0.048(3) 0.025(4) O1 0.046(2) 0.0279(19) 0.0260(19) 0.0026(15) -0.0112(17) -0.0108(17) O2 0.044(2) 0.037(2) 0.0179(17) 0.0058(15) -0.0006(15) -0.0068(18) O3 0.071(3) 0.025(2) 0.031(2) -0.0028(16) 0.0145(19) -0.015(2) O4 0.058(3) 0.035(2) 0.033(2) -0.0072(17) 0.003(2) -0.0195(19) O5 0.035(2) 0.045(2) 0.0241(18) 0.0072(16) -0.0004(15) 0.0117(17) O6 0.040(2) 0.079(3) 0.024(2) -0.014(2) -0.0020(17) 0.024(2) O7 0.036(2) 0.042(2) 0.034(2) -0.0129(18) -0.0053(17) 0.0113(17) O8 0.038(2) 0.043(2) 0.029(2) -0.0091(17) -0.0059(17) 0.0144(18) N1 0.035(2) 0.0179(19) 0.0165(18) 0.0009(14) -0.0028(17) 0.0013(17) N2 0.026(2) 0.0185(19) 0.0156(17) -0.0020(15) 0.0005(14) 0.0042(17) N3 0.027(2) 0.0236(19) 0.0152(18) -0.0013(14) 0.0010(15) 0.0025(17) N4 0.035(2) 0.0165(19) 0.0130(18) 0.0011(15) -0.0008(16) -0.0009(17) N5 0.027(2) 0.0202(18) 0.0167(18) 0.0007(16) 0.0011(15) -0.0003(18) N6 0.035(2) 0.0192(18) 0.0151(18) -0.0004(15) 0.0047(17) -0.0020(17) N7A 0.066(7) 0.016(4) 0.060(7) 0.013(4) -0.021(5) 0.021(4) N7B 0.072(8) 0.020(5) 0.058(7) 0.002(6) 0.021(7) -0.018(6) C1 0.042(3) 0.030(3) 0.013(2) -0.0003(18) -0.006(2) -0.005(2) C2 0.040(3) 0.032(3) 0.020(2) -0.001(2) -0.002(2) -0.008(2) C3 0.027(3) 0.027(2) 0.019(2) 0.0026(19) -0.0054(19) 0.000(2) C4 0.031(3) 0.020(2) 0.018(2) 0.0032(17) -0.003(2) -0.004(2) C5 0.023(2) 0.026(2) 0.016(2) -0.0030(18) 0.0015(18) 0.003(2) C6 0.026(3) 0.025(3) 0.029(3) 0.001(2) -0.001(2) -0.003(2) C7 0.039(3) 0.031(3) 0.042(3) 0.000(2) -0.004(2) -0.012(2) C8 0.047(4) 0.043(4) 0.076(5) -0.003(3) 0.003(4) -0.016(3) C9 0.026(3) 0.019(2) 0.017(2) 0.0014(17) -0.0001(18) 0.0024(18) C10 0.028(2) 0.024(2) 0.018(2) -0.0012(18) 0.0008(19) 0.000(2) C11 0.027(3) 0.023(2) 0.015(2) -0.0001(17) -0.0023(18) -0.0010(19) C12 0.023(2) 0.024(2) 0.014(2) -0.0023(19) -0.0001(16) 0.002(2) C13 0.024(2) 0.018(2) 0.018(2) -0.0007(17) 0.0071(18) 0.005(2) C14 0.030(3) 0.022(2) 0.018(2) 0.0020(18) 0.000(2) 0.002(2) C15 0.038(3) 0.022(2) 0.021(2) 0.0053(19) -0.006(2) -0.004(2) C16 0.036(3) 0.031(3) 0.020(2) 0.006(2) -0.006(2) 0.000(2) C17 0.037(3) 0.036(3) 0.017(2) 0.006(2) -0.004(2) -0.003(2) C18 0.048(3) 0.033(3) 0.016(2) -0.0022(19) 0.002(2) -0.003(2) C19 0.042(3) 0.031(3) 0.015(2) -0.001(2) -0.005(2) 0.001(3) C20 0.024(2) 0.024(2) 0.017(2) 0.0006(18) -0.0018(18) 0.006(2) C21 0.032(3) 0.025(2) 0.017(2) -0.0028(18) 0.0037(19) -0.001(2) C22 0.033(3) 0.010(2) 0.034(3) -0.0021(18) 0.010(2) 0.000(2) C23 0.041(3) 0.020(2) 0.024(3) 0.0057(19) 0.007(2) -0.003(2) C24 0.037(3) 0.022(2) 0.016(2) 0.0028(19) 0.001(2) 0.001(2) C25 0.044(3) 0.029(3) 0.033(3) -0.001(2) 0.010(2) -0.002(2) C26 0.112(6) 0.030(3) 0.052(4) -0.007(3) 0.027(4) -0.016(4) C27 0.294(18) 0.037(5) 0.071(6) -0.007(4) 0.052(9) -0.052(7) C28 0.044(3) 0.018(2) 0.012(2) 0.0031(17) -0.004(2) -0.003(2) C29 0.034(3) 0.026(3) 0.019(2) 0.0014(19) -0.006(2) 0.003(2) C30 0.028(3) 0.024(2) 0.015(2) 0.0028(18) 0.0031(19) 0.001(2) C31 0.032(3) 0.029(2) 0.015(2) 0.0019(19) 0.003(2) -0.002(2) C32 0.033(3) 0.018(2) 0.013(2) 0.0024(17) 0.0001(17) 0.000(2) C33 0.032(3) 0.028(3) 0.029(3) 0.001(2) 0.002(2) 0.000(2) C34 0.031(3) 0.059(4) 0.036(3) 0.001(3) 0.004(2) 0.015(3) C35 0.044(4) 0.103(6) 0.044(4) 0.015(4) 0.000(3) 0.021(4) C36 0.024(3) 0.023(2) 0.019(2) 0.0002(18) 0.0003(18) 0.0003(19) C37 0.032(3) 0.027(2) 0.016(2) 0.0008(19) 0.003(2) 0.002(2) C38 0.032(3) 0.026(2) 0.018(2) 0.000(2) -0.0022(19) 0.000(2) C39 0.033(3) 0.021(2) 0.019(2) 0.0006(18) -0.0021(19) 0.007(2) C40 0.030(2) 0.022(2) 0.014(2) 0.0027(18) -0.0025(18) 0.001(2) C41 0.039(3) 0.022(2) 0.013(2) 0.0045(17) 0.0036(18) 0.005(2) C42 0.037(3) 0.048(4) 0.018(2) 0.002(2) -0.002(2) -0.002(2) C43 0.046(3) 0.050(4) 0.018(2) 0.004(2) 0.009(2) 0.003(3) C44 0.046(3) 0.034(3) 0.009(2) 0.0031(19) -0.004(2) 0.003(3) C45 0.034(3) 0.030(3) 0.020(2) 0.002(2) -0.0042(19) 0.003(2) C46 0.035(3) 0.031(3) 0.014(2) -0.001(2) 0.0022(18) 0.007(2) C47 0.027(3) 0.024(2) 0.015(2) -0.0021(18) 0.0031(18) -0.006(2) C48 0.028(3) 0.024(2) 0.017(2) -0.0038(19) -0.0037(18) 0.005(2) C49 0.028(3) 0.025(2) 0.026(3) -0.004(2) -0.004(2) 0.002(2) C50 0.028(3) 0.029(3) 0.021(2) -0.005(2) -0.001(2) 0.004(2) C51 0.038(3) 0.030(3) 0.014(2) -0.0016(19) 0.003(2) 0.000(2) C52 0.029(3) 0.030(3) 0.029(3) -0.011(2) -0.007(2) 0.003(2) C53 0.038(3) 0.047(3) 0.042(3) -0.014(3) 0.002(3) 0.012(3) C54 0.055(4) 0.042(4) 0.073(5) -0.001(3) 0.010(4) 0.002(3) C55A 0.036(6) 0.013(4) 0.040(6) -0.001(4) -0.030(5) 0.007(4) C56A 0.033(6) 0.053(7) 0.039(6) 0.002(5) -0.016(5) 0.017(5) C55B 0.034(6) 0.017(6) 0.059(9) -0.018(6) 0.002(6) 0.000(5) C56B 0.018(6) 0.043(8) 0.057(9) 0.001(6) 0.007(5) 0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 C17 2.103(5) . ? I2 C44 2.102(4) . ? Ru1 N5 1.972(4) . ? Ru1 N2 1.980(4) . ? Ru1 N4 2.043(4) . ? Ru1 N3 2.056(4) . ? Ru1 N6 2.056(4) . ? Ru1 N1 2.060(4) . ? P1 F2 1.582(4) . ? P1 F4 1.582(4) . ? P1 F6 1.585(4) . ? P1 F5 1.590(4) . ? P1 F3 1.603(3) . ? P1 F1 1.607(4) . ? P2 F10 1.552(5) . ? P2 F7 1.568(5) . ? P2 F9 1.576(5) . ? P2 F8 1.578(4) . ? P2 F11 1.582(4) . ? P2 F12 1.592(5) . ? O1 C6 1.315(6) . ? O1 C7 1.469(6) . ? O2 C6 1.193(6) . ? O3 C25 1.335(6) . ? O3 C26 1.476(8) . ? O4 C25 1.213(7) . ? O5 C33 1.317(6) . ? O5 C34 1.454(6) . ? O6 C33 1.201(6) . ? O7 C52 1.317(6) . ? O7 C53 1.463(7) . ? O8 C52 1.197(6) . ? N1 C1 1.357(6) . ? N1 C5 1.374(6) . ? N2 C9 1.344(6) . ? N2 C13 1.366(6) . ? N3 C24 1.349(6) . ? N3 C20 1.391(6) . ? N4 C28 1.341(6) . ? N4 C32 1.378(6) . ? N5 C40 1.336(6) . ? N5 C36 1.353(6) . ? N6 C51 1.348(6) . ? N6 C47 1.375(6) . ? N7A C55A 1.146(14) . ? N7B C55B 1.060(17) . ? C1 C2 1.382(7) . ? C2 C3 1.391(7) . ? C3 C4 1.395(7) . ? C3 C6 1.494(7) . ? C4 C5 1.386(7) . ? C5 C9 1.469(6) . ? C7 C8 1.468(9) . ? C9 C10 1.377(6) . ? C10 C11 1.396(6) . ? C11 C12 1.387(7) . ? C11 C14 1.474(6) . ? C12 C13 1.385(6) . ? C13 C20 1.471(6) . ? C14 C15 1.389(7) . ? C14 C19 1.407(7) . ? C15 C16 1.377(7) . ? C16 C17 1.378(7) . ? C17 C18 1.368(7) . ? C18 C19 1.389(7) . ? C20 C21 1.359(7) . ? C21 C22 1.403(6) . ? C22 C23 1.383(7) . ? C22 C25 1.488(7) . ? C23 C24 1.347(7) . ? C26 C27 1.444(11) . ? C28 C29 1.366(7) . ? C29 C30 1.375(6) . ? C30 C31 1.413(7) . ? C30 C33 1.483(7) . ? C31 C32 1.373(7) . ? C32 C36 1.464(6) . ? C34 C35 1.493(9) . ? C36 C37 1.400(6) . ? C37 C38 1.389(7) . ? C38 C39 1.400(7) . ? C38 C41 1.479(6) . ? C39 C40 1.391(6) . ? C40 C47 1.479(6) . ? C41 C42 1.382(7) . ? C41 C46 1.384(7) . ? C42 C43 1.371(7) . ? C43 C44 1.406(8) . ? C44 C45 1.369(7) . ? C45 C46 1.377(6) . ? C47 C48 1.361(7) . ? C48 C49 1.385(7) . ? C49 C50 1.365(7) . ? C49 C52 1.515(7) . ? C50 C51 1.365(7) . ? C53 C54 1.459(9) . ? C55A C56A 1.346(15) . ? C55B C56B 1.424(19) . ? 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 N5 Ru1 N2 178.02(16) . . ? N5 Ru1 N4 79.14(15) . . ? N2 Ru1 N4 98.90(15) . . ? N5 Ru1 N3 100.42(15) . . ? N2 Ru1 N3 79.31(15) . . ? N4 Ru1 N3 92.77(15) . . ? N5 Ru1 N6 79.40(15) . . ? N2 Ru1 N6 102.56(15) . . ? N4 Ru1 N6 158.54(14) . . ? N3 Ru1 N6 91.19(15) . . ? N5 Ru1 N1 101.13(16) . . ? N2 Ru1 N1 79.15(15) . . ? N4 Ru1 N1 91.22(16) . . ? N3 Ru1 N1 158.45(14) . . ? N6 Ru1 N1 92.80(16) . . ? F2 P1 F4 178.6(2) . . ? F2 P1 F6 89.8(3) . . ? F4 P1 F6 90.4(3) . . ? F2 P1 F5 90.3(2) . . ? F4 P1 F5 91.1(2) . . ? F6 P1 F5 90.5(2) . . ? F2 P1 F3 89.7(2) . . ? F4 P1 F3 88.9(2) . . ? F6 P1 F3 90.5(2) . . ? F5 P1 F3 179.0(2) . . ? F2 P1 F1 89.4(2) . . ? F4 P1 F1 90.5(2) . . ? F6 P1 F1 179.1(2) . . ? F5 P1 F1 89.1(2) . . ? F3 P1 F1 89.9(2) . . ? F10 P2 F7 86.5(5) . . ? F10 P2 F9 93.1(3) . . ? F7 P2 F9 89.2(3) . . ? F10 P2 F8 175.9(4) . . ? F7 P2 F8 89.8(3) . . ? F9 P2 F8 88.4(2) . . ? F10 P2 F11 87.3(3) . . ? F7 P2 F11 90.1(3) . . ? F9 P2 F11 179.1(4) . . ? F8 P2 F11 91.2(2) . . ? F10 P2 F12 96.6(4) . . ? F7 P2 F12 176.8(4) . . ? F9 P2 F12 91.5(3) . . ? F8 P2 F12 87.1(3) . . ? F11 P2 F12 89.2(3) . . ? C6 O1 C7 116.4(4) . . ? C25 O3 C26 115.5(5) . . ? C33 O5 C34 117.3(4) . . ? C52 O7 C53 117.2(4) . . ? C1 N1 C5 118.4(4) . . ? C1 N1 Ru1 128.0(3) . . ? C5 N1 Ru1 113.6(3) . . ? C9 N2 C13 121.2(4) . . ? C9 N2 Ru1 119.3(3) . . ? C13 N2 Ru1 119.4(3) . . ? C24 N3 C20 118.0(4) . . ? C24 N3 Ru1 128.0(3) . . ? C20 N3 Ru1 113.9(3) . . ? C28 N4 C32 118.1(4) . . ? C28 N4 Ru1 127.7(3) . . ? C32 N4 Ru1 114.2(3) . . ? C40 N5 C36 121.8(4) . . ? C40 N5 Ru1 118.8(3) . . ? C36 N5 Ru1 119.4(3) . . ? C51 N6 C47 117.1(4) . . ? C51 N6 Ru1 128.6(3) . . ? C47 N6 Ru1 114.2(3) . . ? N1 C1 C2 122.9(4) . . ? C1 C2 C3 118.6(5) . . ? C2 C3 C4 119.3(5) . . ? C2 C3 C6 123.6(4) . . ? C4 C3 C6 117.1(4) . . ? C5 C4 C3 119.7(4) . . ? N1 C5 C4 121.1(4) . . ? N1 C5 C9 115.5(4) . . ? C4 C5 C9 123.4(4) . . ? O2 C6 O1 125.3(5) . . ? O2 C6 C3 123.2(5) . . ? O1 C6 C3 111.5(4) . . ? C8 C7 O1 111.1(5) . . ? N2 C9 C10 120.7(4) . . ? N2 C9 C5 112.4(4) . . ? C10 C9 C5 126.9(4) . . ? C9 C10 C11 119.2(4) . . ? C12 C11 C10 119.7(4) . . ? C12 C11 C14 121.3(4) . . ? C10 C11 C14 119.0(4) . . ? C13 C12 C11 119.2(4) . . ? N2 C13 C12 120.0(4) . . ? N2 C13 C20 112.0(4) . . ? C12 C13 C20 128.0(4) . . ? C15 C14 C19 117.3(4) . . ? C15 C14 C11 120.4(4) . . ? C19 C14 C11 122.3(4) . . ? C16 C15 C14 121.8(5) . . ? C15 C16 C17 119.2(5) . . ? C18 C17 C16 121.5(5) . . ? C18 C17 I1 122.0(4) . . ? C16 C17 I1 116.5(4) . . ? C17 C18 C19 119.1(5) . . ? C18 C19 C14 121.1(5) . . ? C21 C20 N3 120.9(4) . . ? C21 C20 C13 123.8(4) . . ? N3 C20 C13 115.2(4) . . ? C20 C21 C22 119.7(4) . . ? C23 C22 C21 118.4(4) . . ? C23 C22 C25 123.8(4) . . ? C21 C22 C25 117.7(5) . . ? C24 C23 C22 119.9(4) . . ? C23 C24 N3 122.9(4) . . ? O4 C25 O3 125.7(5) . . ? O4 C25 C22 123.3(5) . . ? O3 C25 C22 111.0(5) . . ? C27 C26 O3 106.4(6) . . ? N4 C28 C29 123.4(4) . . ? C28 C29 C30 119.7(5) . . ? C29 C30 C31 117.8(4) . . ? C29 C30 C33 123.6(5) . . ? C31 C30 C33 118.6(4) . . ? C32 C31 C30 120.1(4) . . ? C31 C32 N4 120.7(4) . . ? C31 C32 C36 124.2(4) . . ? N4 C32 C36 115.1(4) . . ? O6 C33 O5 125.0(5) . . ? O6 C33 C30 124.0(5) . . ? O5 C33 C30 111.0(4) . . ? O5 C34 C35 105.9(5) . . ? N5 C36 C37 120.1(4) . . ? N5 C36 C32 112.1(4) . . ? C37 C36 C32 127.8(4) . . ? C38 C37 C36 119.5(5) . . ? C37 C38 C39 118.4(4) . . ? C37 C38 C41 121.6(4) . . ? C39 C38 C41 120.0(4) . . ? C40 C39 C38 120.1(4) . . ? N5 C40 C39 120.0(4) . . ? N5 C40 C47 113.7(4) . . ? C39 C40 C47 126.3(4) . . ? C42 C41 C46 118.9(4) . . ? C42 C41 C38 121.4(5) . . ? C46 C41 C38 119.6(4) . . ? C43 C42 C41 121.2(5) . . ? C42 C43 C44 118.8(5) . . ? C45 C44 C43 120.6(4) . . ? C45 C44 I2 118.3(4) . . ? C43 C44 I2 121.0(4) . . ? C44 C45 C46 119.4(5) . . ? C45 C46 C41 121.1(5) . . ? C48 C47 N6 121.9(4) . . ? C48 C47 C40 124.1(4) . . ? N6 C47 C40 113.9(4) . . ? C47 C48 C49 119.2(4) . . ? C50 C49 C48 119.5(5) . . ? C50 C49 C52 123.1(5) . . ? C48 C49 C52 117.5(4) . . ? C49 C50 C51 119.1(5) . . ? N6 C51 C50 123.0(4) . . ? O8 C52 O7 125.3(5) . . ? O8 C52 C49 122.8(5) . . ? O7 C52 C49 112.0(4) . . ? C54 C53 O7 111.3(5) . . ? N7A C55A C56A 175.5(11) . . ? N7B C55B C56B 177.4(14) . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.962 0.750 460.2 70.9 2 0.228 0.821 0.069 11.0 0.6 3 0.500 0.234 0.250 460.3 70.4 4 0.272 0.179 0.569 11.0 0.5 5 0.728 0.679 0.931 11.0 0.6 6 0.772 0.320 0.431 11.0 0.4 _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 1.071 _refine_diff_density_min -0.569 _refine_diff_density_rms 0.115