Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'I. Goldberg' 'Sumod George' 'Sophia Lipstman' 'Sankar Muniappan' _publ_contact_author_name 'Israel Goldberg' _publ_contact_author_address ; School of Chemistry Tel Aviv University Sackler Faculty of Exact Sciences Ramat Aviv Tel Aviv 69978 ISRAEL ; _publ_contact_author_email GOLDBERG@POST.TAU.AC.IL _publ_requested_journal 'Cryst Eng. Comm.' _publ_section_title ; The effects of strong Lewis-base reagents on supramolecular hydrogen bonding of meso-tetra(carboxyphenyl)porphyrins ; data_Compound-1 _database_code_depnum_ccdc_archive 'CCDC 611948' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H28 Cu N4 O8, 4(C7 H7 N O)' _chemical_formula_sum 'C76 H56 Cu N8 O12' _chemical_formula_weight 1336.83 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 38.7756(5) _cell_length_b 28.6296(5) _cell_length_c 19.9225(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.3539(10) _cell_angle_gamma 90.00 _cell_volume 22052.7(6) _cell_formula_units_Z 8 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 22439 _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 28.25 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.805 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5544 _exptl_absorpt_coefficient_mu 0.241 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9099 _exptl_absorpt_correction_T_max 0.9423 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 KappaCCD' _diffrn_measurement_method '1 deg. Phi & Omega scans' _diffrn_detector_area_resol_mean 12.8 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 76775 _diffrn_reflns_av_R_equivalents 0.0580 _diffrn_reflns_av_sigmaI/netI 0.0745 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 28.25 _reflns_number_total 26127 _reflns_number_gt 15458 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Nonius B.V.' _computing_cell_refinement Denzo _computing_data_reduction 'Denzo & Scalepack' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. Conventional refinement converged at R=0.138, showing about 20 residual electron-density peaks within the range of 1.0-4.0 e.\%A^-3^. The latter represent severely disordered solvent, which could not be modeled reliably with discrete atoms. The solvent consists of 4-acetylpyridine, or DMF, or some combination of the two species. The data below refer to crystallographic refinement after application of the SQUEEZE procedure (using the PALTON software by Spek), in which the contribution of the channel-diffused solvent was subtracted from the diffraction data. The solvent accessible void space accounts for nearly 50% of the crystal volume [10880 \%A^3^]. The residual electron-density count within these channels was assessed as 545 e/unit-cell, which may represent the lower limit of the solvent content. The solvent accessible space in the crystal is divided into two part, one centered at 0.0, -0.072, 0.26; and the other at 0.5, 0.006, 0.35. TGA measurements indicate that on heating a sample of this material about 50% weight loss occurs between 100-145 deg. C. This may indicate that the occluded solvent is DMF (and not 4-acetylpyridine, b.p. 212 deg. C). From the weigh loss, one may conclude that there are at least 50 molecules of the DMF solvent per unit-cell. ; _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^)+(0.1184P)^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_number_reflns 26127 _refine_ls_number_parameters 882 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1027 _refine_ls_R_factor_gt 0.0643 _refine_ls_wR_factor_ref 0.1902 _refine_ls_wR_factor_gt 0.1735 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.963 _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 Cu Cu 0.016395(6) 0.054233(8) 0.089202(11) 0.01900(8) Uani 1 1 d . . . C1 C -0.05695(5) 0.01743(8) 0.08347(9) 0.0254(5) Uani 1 1 d . . . C2 C -0.09204(5) 0.03329(9) 0.08990(10) 0.0300(5) Uani 1 1 d . . . H2 H -0.1117 0.0143 0.0959 0.036 Uiso 1 1 calc R . . C3 C -0.09129(5) 0.08039(8) 0.08575(10) 0.0299(5) Uani 1 1 d . . . H3 H -0.1105 0.1008 0.0872 0.036 Uiso 1 1 calc R . . C4 C -0.05610(5) 0.09378(8) 0.07874(9) 0.0240(4) Uani 1 1 d . . . C5 C -0.04534(5) 0.14019(8) 0.07448(9) 0.0249(4) Uani 1 1 d . . . C6 C -0.01083(5) 0.15361(7) 0.07622(9) 0.0242(4) Uani 1 1 d . . . C7 C 0.00083(6) 0.20088(8) 0.07109(11) 0.0319(5) Uani 1 1 d . . . H7 H -0.0133 0.2275 0.0613 0.038 Uiso 1 1 calc R . . C8 C 0.03552(6) 0.20050(8) 0.08271(11) 0.0328(5) Uani 1 1 d . . . H8 H 0.0505 0.2268 0.0831 0.039 Uiso 1 1 calc R . . C9 C 0.04566(5) 0.15265(7) 0.09449(10) 0.0247(4) Uani 1 1 d . . . C10 C 0.07934(5) 0.13799(7) 0.11310(9) 0.0237(4) Uani 1 1 d . . . C11 C 0.08908(5) 0.09161(7) 0.12022(9) 0.0233(4) Uani 1 1 d . . . C12 C 0.12377(5) 0.07599(8) 0.13988(10) 0.0271(5) Uani 1 1 d . . . H12 H 0.1431 0.0953 0.1526 0.033 Uiso 1 1 calc R . . C13 C 0.12370(5) 0.02902(8) 0.13691(10) 0.0264(5) Uani 1 1 d . . . H13 H 0.1430 0.0090 0.1468 0.032 Uiso 1 1 calc R . . C14 C 0.08892(5) 0.01478(7) 0.11584(9) 0.0230(4) Uani 1 1 d . . . C15 C 0.07809(5) -0.03165(7) 0.10658(9) 0.0230(4) Uani 1 1 d . . . C16 C 0.04395(5) -0.04486(7) 0.09148(9) 0.0217(4) Uani 1 1 d . . . C17 C 0.03285(6) -0.09243(8) 0.08135(10) 0.0271(5) Uani 1 1 d . . . H17 H 0.0474 -0.1191 0.0804 0.033 Uiso 1 1 calc R . . C18 C -0.00205(5) -0.09215(7) 0.07348(10) 0.0264(5) Uani 1 1 d . . . H18 H -0.0167 -0.1184 0.0653 0.032 Uiso 1 1 calc R . . C19 C -0.01276(5) -0.04401(7) 0.07998(9) 0.0229(4) Uani 1 1 d . . . C20 C -0.04699(5) -0.02949(7) 0.08186(9) 0.0235(4) Uani 1 1 d . . . N21 N -0.03527(4) 0.05523(6) 0.07877(8) 0.0218(4) Uani 1 1 d . . . N22 N 0.01714(4) 0.12365(6) 0.08835(7) 0.0224(4) Uani 1 1 d . . . N23 N 0.06784(4) 0.05347(6) 0.10668(8) 0.0219(3) Uani 1 1 d . . . N24 N 0.01581(4) -0.01532(6) 0.08830(7) 0.0208(4) Uani 1 1 d . . . C25 C -0.07225(5) 0.17745(8) 0.07363(10) 0.0292(5) Uani 1 1 d . . . C26 C -0.09910(6) 0.18019(9) 0.02294(12) 0.0387(6) Uani 1 1 d . . . H26 H -0.0997 0.1588 -0.0136 0.046 Uiso 1 1 calc R . . C27 C -0.12490(6) 0.21363(9) 0.02500(12) 0.0428(6) Uani 1 1 d . . . H27 H -0.1429 0.2151 -0.0101 0.051 Uiso 1 1 calc R . . C28 C -0.12441(6) 0.24479(9) 0.07811(13) 0.0407(6) Uani 1 1 d . . . C29 C -0.09781(6) 0.24284(9) 0.12867(12) 0.0423(6) Uani 1 1 d . . . H29 H -0.0971 0.2645 0.1648 0.051 Uiso 1 1 calc R . . C30 C -0.07226(6) 0.20926(9) 0.12635(11) 0.0391(6) Uani 1 1 d . . . H30 H -0.0543 0.2079 0.1615 0.047 Uiso 1 1 calc R . . C31 C -0.15280(7) 0.28017(10) 0.07940(15) 0.0546(7) Uani 1 1 d . . . O32 O -0.15180(6) 0.30381(8) 0.13653(10) 0.0699(6) Uani 1 1 d . . . H32 H -0.1701 0.3194 0.1381 0.105 Uiso 1 1 calc R . . O33 O -0.17392(5) 0.28618(8) 0.03283(11) 0.0710(6) Uani 1 1 d . . . C34 C 0.10641(5) 0.17526(7) 0.12569(10) 0.0254(4) Uani 1 1 d . . . C35 C 0.12993(7) 0.18430(10) 0.07943(13) 0.0495(7) Uani 1 1 d . . . H35 H 0.1291 0.1665 0.0391 0.059 Uiso 1 1 calc R . . C36 C 0.15479(7) 0.21844(10) 0.08947(13) 0.0492(7) Uani 1 1 d . . . H36 H 0.1705 0.2241 0.0560 0.059 Uiso 1 1 calc R . . C37 C 0.15709(6) 0.24438(8) 0.14757(11) 0.0347(5) Uani 1 1 d . . . C38 C 0.13366(8) 0.23584(11) 0.19470(13) 0.0613(9) Uani 1 1 d . . . H38 H 0.1347 0.2536 0.2351 0.074 Uiso 1 1 calc R . . C39 C 0.10864(7) 0.20168(10) 0.18366(12) 0.0538(8) Uani 1 1 d . . . H39 H 0.0927 0.1963 0.2167 0.065 Uiso 1 1 calc R . . C40 C 0.18414(6) 0.28096(9) 0.16048(12) 0.0439(6) Uani 1 1 d . . . O41 O 0.20316(5) 0.28815(8) 0.11088(10) 0.0630(6) Uani 1 1 d . . . H41 H 0.2187 0.3075 0.1226 0.095 Uiso 1 1 calc R . . O42 O 0.18803(7) 0.30171(10) 0.21213(11) 0.1086(11) Uani 1 1 d . . . C43 C 0.10483(5) -0.06959(8) 0.11636(10) 0.0277(5) Uani 1 1 d . . . C44 C 0.13139(5) -0.07359(8) 0.07369(10) 0.0283(5) Uani 1 1 d . . . H44 H 0.1330 -0.0517 0.0383 0.034 Uiso 1 1 calc R . . C45 C 0.15572(6) -0.10939(8) 0.08213(11) 0.0324(5) Uani 1 1 d . . . H45 H 0.1735 -0.1120 0.0520 0.039 Uiso 1 1 calc R . . C46 C 0.15416(6) -0.14096(9) 0.13387(11) 0.0390(6) Uani 1 1 d . . . C47 C 0.12746(7) -0.13768(9) 0.17653(12) 0.0475(7) Uani 1 1 d . . . H47 H 0.1259 -0.1597 0.2119 0.057 Uiso 1 1 calc R . . C48 C 0.10304(6) -0.10230(9) 0.16757(11) 0.0396(6) Uani 1 1 d . . . H48 H 0.0849 -0.1004 0.1968 0.047 Uiso 1 1 calc R . . C49 C 0.18039(8) -0.17909(10) 0.14475(14) 0.0512(7) Uani 1 1 d . . . O50 O 0.20118(5) -0.18262(8) 0.09693(12) 0.0691(6) Uani 1 1 d . . . H50 H 0.2130 -0.2071 0.1024 0.104 Uiso 1 1 calc R . . O51 O 0.18190(8) -0.20449(9) 0.19255(11) 0.1030(10) Uani 1 1 d . . . C52 C -0.07444(6) -0.06622(8) 0.08650(10) 0.0293(5) Uani 1 1 d . . . C53 C -0.07096(6) -0.10022(8) 0.13663(11) 0.0377(6) Uani 1 1 d . . . H53 H -0.0513 -0.1003 0.1681 0.045 Uiso 1 1 calc R . . C54 C -0.09657(8) -0.13412(9) 0.14033(13) 0.0497(7) Uani 1 1 d . . . H54 H -0.0939 -0.1578 0.1737 0.060 Uiso 1 1 calc R . . C55 C -0.12592(7) -0.13371(10) 0.09591(14) 0.0502(7) Uani 1 1 d . . . C56 C -0.12948(6) -0.09950(10) 0.04795(12) 0.0444(7) Uani 1 1 d . . . H56 H -0.1498 -0.0986 0.0182 0.053 Uiso 1 1 calc R . . C57 C -0.10422(6) -0.06642(9) 0.04204(11) 0.0376(6) Uani 1 1 d . . . H57 H -0.1070 -0.0435 0.0076 0.045 Uiso 1 1 calc R . . C58 C -0.15368(10) -0.17152(12) 0.09576(19) 0.0689(10) Uani 1 1 d . . . O59 O -0.14800(6) -0.20002(8) 0.14776(14) 0.0821(7) Uani 1 1 d . . . H59 H -0.1636 -0.2204 0.1468 0.123 Uiso 1 1 calc R . . O60 O -0.17737(6) -0.17355(9) 0.05446(12) 0.0785(8) Uani 1 1 d . . . C61 C -0.25413(7) 0.43235(10) 0.11461(15) 0.0502(7) Uani 1 1 d . . . C62 C -0.24366(8) 0.41548(12) 0.17765(16) 0.0680(10) Uani 1 1 d . . . H62 H -0.2539 0.4267 0.2163 0.082 Uiso 1 1 calc R . . C63 C -0.21838(9) 0.38241(13) 0.18358(17) 0.0809(12) Uani 1 1 d . . . H63 H -0.2111 0.3715 0.2274 0.097 Uiso 1 1 calc R . . N64 N -0.20328(7) 0.36438(10) 0.13147(14) 0.0705(8) Uani 1 1 d . . . C65 C -0.21334(9) 0.38145(12) 0.07145(17) 0.0704(10) Uani 1 1 d . . . H65 H -0.2026 0.3696 0.0337 0.084 Uiso 1 1 calc R . . C66 C -0.23845(8) 0.41531(11) 0.05995(15) 0.0591(8) Uani 1 1 d . . . H66 H -0.2447 0.4265 0.0158 0.071 Uiso 1 1 calc R . . C67 C -0.28231(7) 0.46914(9) 0.10733(16) 0.0485(7) Uani 1 1 d . . . O68 O -0.29476(5) 0.48360(7) 0.15757(11) 0.0573(5) Uani 1 1 d . . . C69 C -0.29306(7) 0.48646(10) 0.03825(16) 0.0596(8) Uani 1 1 d . . . H69A H -0.3131 0.5071 0.0401 0.089 Uiso 1 1 calc R . . H69B H -0.2992 0.4599 0.0088 0.089 Uiso 1 1 calc R . . H69C H -0.2739 0.5037 0.0205 0.089 Uiso 1 1 calc R . . C70 C 0.29620(7) 0.42828(11) 0.15183(13) 0.0530(7) Uani 1 1 d . . . C71 C 0.26893(9) 0.42982(13) 0.10300(17) 0.0757(11) Uani 1 1 d . . . H71 H 0.2662 0.4561 0.0740 0.091 Uiso 1 1 calc R . . C72 C 0.24556(9) 0.39320(13) 0.09622(17) 0.0729(10) Uani 1 1 d . . . H72 H 0.2268 0.3951 0.0629 0.087 Uiso 1 1 calc R . . N73 N 0.24864(6) 0.35612(10) 0.13433(13) 0.0611(7) Uani 1 1 d . . . C74 C 0.27520(7) 0.35415(11) 0.18118(15) 0.0559(8) Uani 1 1 d . . . H74 H 0.2777 0.3270 0.2085 0.067 Uiso 1 1 calc R . . C75 C 0.29928(7) 0.38951(10) 0.19205(13) 0.0516(7) Uani 1 1 d . . . H75 H 0.3175 0.3870 0.2265 0.062 Uiso 1 1 calc R . . C76 C 0.32205(8) 0.46754(12) 0.15720(16) 0.0656(9) Uani 1 1 d . . . O77 O 0.32021(8) 0.49742(11) 0.11514(17) 0.1375(15) Uani 1 1 d . . . C78 C 0.34995(8) 0.46783(12) 0.21114(13) 0.0603(8) Uani 1 1 d . . . H78A H 0.3616 0.4983 0.2122 0.090 Uiso 1 1 calc R . . H78B H 0.3667 0.4432 0.2028 0.090 Uiso 1 1 calc R . . H78C H 0.3403 0.4622 0.2544 0.090 Uiso 1 1 calc R . . C79 C 0.29374(7) -0.32372(11) 0.11988(15) 0.0528(7) Uani 1 1 d . . . C80 C 0.29385(8) -0.28999(13) 0.16853(15) 0.0684(10) Uani 1 1 d . . . H80 H 0.3103 -0.2912 0.2064 0.082 Uiso 1 1 calc R . . C81 C 0.26990(9) -0.25396(13) 0.16252(16) 0.0712(10) Uani 1 1 d . . . H81 H 0.2709 -0.2300 0.1956 0.085 Uiso 1 1 calc R . . N82 N 0.24561(7) -0.25202(10) 0.11170(16) 0.0711(8) Uani 1 1 d . . . C83 C 0.24576(9) -0.28513(14) 0.0638(2) 0.0951(14) Uani 1 1 d . . . H83 H 0.2287 -0.2839 0.0270 0.114 Uiso 1 1 calc R . . C84 C 0.26975(9) -0.32065(13) 0.0662(2) 0.0854(12) Uani 1 1 d . . . H84 H 0.2696 -0.3429 0.0308 0.102 Uiso 1 1 calc R . . C85 C 0.31921(7) -0.36379(11) 0.12211(16) 0.0544(8) Uani 1 1 d . . . O86 O 0.32018(6) -0.38960(8) 0.07407(12) 0.0692(6) Uani 1 1 d . . . C87 C 0.34327(9) -0.36994(14) 0.18332(15) 0.0815(12) Uani 1 1 d . . . H87A H 0.3556 -0.3997 0.1805 0.122 Uiso 1 1 calc R . . H87B H 0.3301 -0.3699 0.2234 0.122 Uiso 1 1 calc R . . H87C H 0.3600 -0.3443 0.1864 0.122 Uiso 1 1 calc R . . C88 C -0.25225(7) -0.32685(10) 0.13294(14) 0.0488(7) Uani 1 1 d . . . C89 C -0.23625(8) -0.30973(12) 0.19279(17) 0.0688(9) Uani 1 1 d . . . H89 H -0.2435 -0.3209 0.2344 0.083 Uiso 1 1 calc R . . C90 C -0.21111(10) -0.27820(14) 0.1932(2) 0.0900(13) Uani 1 1 d . . . H90 H -0.2001 -0.2686 0.2351 0.108 Uiso 1 1 calc R . . N91 N -0.20132(9) -0.26047(11) 0.1396(2) 0.0903(10) Uani 1 1 d . . . C92 C -0.21592(11) -0.27291(16) 0.0791(2) 0.1018(15) Uani 1 1 d . . . H92 H -0.2091 -0.2580 0.0397 0.122 Uiso 1 1 calc R . . C93 C -0.24272(9) -0.30989(12) 0.07354(18) 0.0749(10) Uani 1 1 d . . . H93 H -0.2525 -0.3209 0.0314 0.090 Uiso 1 1 calc R . . C94 C -0.27927(7) -0.36379(10) 0.13723(15) 0.0529(7) Uani 1 1 d . . . O95 O -0.29300(6) -0.36955(9) 0.18844(12) 0.0794(7) Uani 1 1 d . . . C96 C -0.28771(9) -0.39289(13) 0.07795(18) 0.0794(11) Uani 1 1 d . . . H96A H -0.3045 -0.4168 0.0887 0.119 Uiso 1 1 calc R . . H96B H -0.2666 -0.4080 0.0644 0.119 Uiso 1 1 calc R . . H96C H -0.2976 -0.3734 0.0410 0.119 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 Cu 0.01571(13) 0.02175(14) 0.01966(13) -0.00140(9) 0.00210(8) -0.00196(10) C1 0.0213(10) 0.0360(13) 0.0188(9) 0.0035(8) 0.0004(7) -0.0042(9) C2 0.0176(11) 0.0424(14) 0.0303(11) 0.0041(10) 0.0038(8) -0.0018(10) C3 0.0187(11) 0.0380(14) 0.0334(11) 0.0036(10) 0.0043(8) 0.0021(10) C4 0.0173(10) 0.0337(13) 0.0212(9) -0.0024(8) 0.0031(7) -0.0015(9) C5 0.0199(10) 0.0296(12) 0.0248(10) -0.0032(8) -0.0005(7) 0.0046(9) C6 0.0217(10) 0.0237(11) 0.0270(10) -0.0028(8) 0.0001(8) 0.0037(8) C7 0.0245(11) 0.0244(12) 0.0465(13) -0.0009(10) 0.0009(9) 0.0017(9) C8 0.0270(12) 0.0191(12) 0.0523(14) -0.0018(10) 0.0036(9) -0.0025(9) C9 0.0223(11) 0.0243(12) 0.0279(10) -0.0013(8) 0.0048(8) -0.0024(9) C10 0.0172(10) 0.0273(12) 0.0270(10) -0.0043(8) 0.0030(7) -0.0050(8) C11 0.0189(10) 0.0237(11) 0.0275(10) -0.0019(8) 0.0039(7) -0.0003(8) C12 0.0195(10) 0.0310(13) 0.0301(11) -0.0039(9) -0.0022(8) -0.0031(9) C13 0.0217(11) 0.0281(13) 0.0290(11) 0.0011(9) -0.0014(8) 0.0015(9) C14 0.0194(10) 0.0268(12) 0.0228(10) 0.0010(8) 0.0017(7) 0.0009(8) C15 0.0235(11) 0.0249(11) 0.0207(10) 0.0000(8) 0.0033(7) 0.0000(9) C16 0.0272(11) 0.0227(12) 0.0156(9) -0.0001(7) 0.0042(7) -0.0001(8) C17 0.0334(12) 0.0244(12) 0.0245(10) -0.0021(8) 0.0078(8) -0.0023(9) C18 0.0304(12) 0.0240(12) 0.0257(10) -0.0027(8) 0.0075(8) -0.0047(9) C19 0.0257(11) 0.0295(12) 0.0136(9) 0.0005(8) 0.0020(7) -0.0070(9) C20 0.0226(11) 0.0281(12) 0.0201(10) -0.0007(8) 0.0024(7) -0.0070(9) N21 0.0191(8) 0.0258(9) 0.0206(8) 0.0006(7) 0.0026(6) -0.0032(7) N22 0.0162(8) 0.0274(10) 0.0239(8) -0.0044(7) 0.0025(6) -0.0016(7) N23 0.0193(8) 0.0223(9) 0.0242(8) -0.0017(7) 0.0029(6) -0.0032(7) N24 0.0203(8) 0.0283(10) 0.0140(7) -0.0007(6) 0.0034(6) -0.0021(7) C25 0.0194(10) 0.0326(13) 0.0352(11) 0.0018(9) 0.0005(8) 0.0032(9) C26 0.0294(12) 0.0422(15) 0.0433(13) -0.0018(11) -0.0044(9) 0.0063(11) C27 0.0255(12) 0.0488(16) 0.0525(15) 0.0016(12) -0.0085(10) 0.0101(11) C28 0.0272(12) 0.0405(15) 0.0550(15) 0.0034(12) 0.0058(10) 0.0132(11) C29 0.0368(14) 0.0477(16) 0.0425(13) -0.0051(11) 0.0035(10) 0.0173(12) C30 0.0306(13) 0.0474(16) 0.0386(13) -0.0052(11) -0.0021(9) 0.0128(11) C31 0.0416(16) 0.0494(18) 0.0730(19) 0.0093(15) 0.0069(13) 0.0240(13) O32 0.0656(14) 0.0775(16) 0.0670(13) -0.0031(11) 0.0083(10) 0.0537(12) O33 0.0525(13) 0.0717(15) 0.0855(15) -0.0024(12) -0.0160(11) 0.0378(11) C34 0.0172(10) 0.0230(11) 0.0357(11) -0.0019(9) -0.0009(8) -0.0044(8) C35 0.0480(16) 0.0561(18) 0.0474(14) -0.0258(13) 0.0228(12) -0.0296(13) C36 0.0479(16) 0.0542(18) 0.0483(15) -0.0187(13) 0.0222(11) -0.0259(13) C37 0.0314(12) 0.0350(14) 0.0373(12) -0.0018(10) -0.0008(9) -0.0151(10) C38 0.075(2) 0.071(2) 0.0407(14) -0.0259(14) 0.0235(13) -0.0484(17) C39 0.0605(18) 0.065(2) 0.0383(14) -0.0176(13) 0.0217(12) -0.0389(15) C40 0.0426(15) 0.0453(16) 0.0434(14) -0.0038(12) -0.0001(11) -0.0258(12) O41 0.0541(13) 0.0647(14) 0.0732(13) -0.0236(10) 0.0236(10) -0.0435(11) O42 0.138(2) 0.131(2) 0.0604(14) -0.0445(14) 0.0354(14) -0.115(2) C43 0.0272(11) 0.0254(11) 0.0297(11) -0.0011(9) -0.0022(8) 0.0046(9) C44 0.0237(11) 0.0298(12) 0.0306(11) 0.0003(9) -0.0038(8) 0.0015(9) C45 0.0258(11) 0.0338(13) 0.0371(12) -0.0006(10) -0.0013(9) 0.0055(10) C46 0.0424(14) 0.0329(14) 0.0399(13) -0.0017(11) -0.0094(10) 0.0119(11) C47 0.0658(18) 0.0393(15) 0.0380(13) 0.0099(11) 0.0068(12) 0.0169(13) C48 0.0451(15) 0.0380(14) 0.0360(12) 0.0049(11) 0.0053(10) 0.0122(12) C49 0.0606(19) 0.0413(16) 0.0490(15) -0.0039(13) -0.0126(13) 0.0237(14) O50 0.0503(13) 0.0597(15) 0.0985(16) 0.0233(12) 0.0127(11) 0.0369(11) O51 0.158(3) 0.0897(19) 0.0641(14) 0.0356(13) 0.0289(15) 0.0906(19) C52 0.0260(11) 0.0332(13) 0.0301(11) -0.0043(9) 0.0111(8) -0.0110(9) C53 0.0393(14) 0.0370(14) 0.0391(13) 0.0023(10) 0.0174(10) -0.0090(11) C54 0.0668(19) 0.0332(15) 0.0536(16) 0.0035(12) 0.0345(14) -0.0115(13) C55 0.0424(15) 0.0535(18) 0.0584(16) -0.0242(14) 0.0273(12) -0.0274(13) C56 0.0353(14) 0.0559(18) 0.0436(14) -0.0189(13) 0.0141(10) -0.0244(12) C57 0.0331(13) 0.0499(16) 0.0310(12) -0.0125(10) 0.0103(9) -0.0197(11) C58 0.071(2) 0.058(2) 0.085(2) -0.0216(19) 0.055(2) -0.0285(18) O59 0.0792(17) 0.0551(15) 0.117(2) -0.0090(14) 0.0389(14) -0.0384(13) O60 0.0698(16) 0.0899(18) 0.0806(15) -0.0438(13) 0.0369(12) -0.0596(14) C61 0.0359(15) 0.0411(16) 0.0749(19) 0.0117(14) 0.0122(13) 0.0142(12) C62 0.068(2) 0.069(2) 0.071(2) 0.0236(17) 0.0289(16) 0.0417(18) C63 0.083(2) 0.088(3) 0.075(2) 0.0344(19) 0.0248(18) 0.055(2) N64 0.0627(17) 0.075(2) 0.0754(18) 0.0120(15) 0.0170(13) 0.0427(15) C65 0.070(2) 0.074(2) 0.069(2) 0.0058(17) 0.0170(16) 0.0389(19) C66 0.063(2) 0.0509(19) 0.0632(18) 0.0080(14) 0.0047(14) 0.0270(15) C67 0.0288(14) 0.0315(15) 0.085(2) 0.0022(14) 0.0043(13) 0.0041(11) O68 0.0344(10) 0.0484(12) 0.0883(14) -0.0146(10) -0.0002(9) 0.0135(9) C69 0.0465(17) 0.0424(17) 0.089(2) 0.0198(15) 0.0024(14) 0.0093(13) C70 0.0523(17) 0.0594(19) 0.0470(15) -0.0017(14) 0.0027(12) -0.0280(15) C71 0.074(2) 0.081(2) 0.068(2) 0.0206(18) -0.0142(17) -0.044(2) C72 0.062(2) 0.084(3) 0.072(2) 0.0012(19) -0.0043(16) -0.0384(19) N73 0.0524(15) 0.0632(18) 0.0701(16) -0.0158(14) 0.0211(12) -0.0341(13) C74 0.0511(18) 0.0556(19) 0.0637(18) -0.0118(14) 0.0212(14) -0.0256(14) C75 0.0511(17) 0.0580(19) 0.0476(15) -0.0074(13) 0.0156(12) -0.0235(14) C76 0.061(2) 0.062(2) 0.071(2) 0.0205(17) -0.0075(15) -0.0302(17) O77 0.126(3) 0.109(2) 0.163(3) 0.084(2) -0.077(2) -0.076(2) C78 0.067(2) 0.068(2) 0.0464(15) -0.0106(14) 0.0075(13) -0.0398(17) C79 0.0362(15) 0.0520(18) 0.0715(19) 0.0189(15) 0.0126(13) 0.0175(13) C80 0.060(2) 0.088(3) 0.0590(18) 0.0224(17) 0.0221(14) 0.0467(18) C81 0.073(2) 0.077(2) 0.0658(19) 0.0191(17) 0.0232(16) 0.0478(19) N82 0.0465(15) 0.0584(18) 0.109(2) 0.0199(16) 0.0120(14) 0.0284(13) C83 0.058(2) 0.071(3) 0.150(4) -0.001(3) -0.037(2) 0.031(2) C84 0.063(2) 0.057(2) 0.131(3) -0.010(2) -0.024(2) 0.0253(18) C85 0.0410(16) 0.057(2) 0.0682(19) 0.0245(16) 0.0242(13) 0.0193(14) O86 0.0624(14) 0.0554(14) 0.0912(16) 0.0088(12) 0.0138(12) 0.0253(11) C87 0.077(2) 0.107(3) 0.0644(19) 0.0377(19) 0.0311(16) 0.070(2) C88 0.0398(15) 0.0432(16) 0.0652(17) -0.0188(13) 0.0157(12) -0.0206(12) C89 0.061(2) 0.068(2) 0.078(2) -0.0291(17) 0.0136(16) -0.0283(17) C90 0.080(3) 0.084(3) 0.109(3) -0.030(2) 0.022(2) -0.046(2) N91 0.082(2) 0.060(2) 0.130(3) -0.029(2) 0.015(2) -0.0389(17) C92 0.090(3) 0.102(3) 0.123(4) 0.026(3) 0.066(3) -0.009(3) C93 0.084(3) 0.063(2) 0.082(2) -0.0113(18) 0.0330(19) -0.0337(19) C94 0.0428(16) 0.0494(18) 0.0686(18) -0.0137(14) 0.0176(13) -0.0160(13) O95 0.0757(16) 0.0851(18) 0.0824(15) -0.0127(13) 0.0395(13) -0.0349(14) C96 0.055(2) 0.076(2) 0.110(3) -0.044(2) 0.0207(18) -0.0421(18) _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 Cu N22 1.9876(18) . ? Cu N24 1.9914(17) . ? Cu N21 1.9987(16) . ? Cu N23 1.9988(16) . ? C1 N21 1.378(3) . ? C1 C20 1.399(3) . ? C1 C2 1.449(3) . ? C2 C3 1.351(3) . ? C2 H2 0.9500 . ? C3 C4 1.434(3) . ? C3 H3 0.9500 . ? C4 N21 1.368(3) . ? C4 C5 1.397(3) . ? C5 C6 1.390(3) . ? C5 C25 1.492(3) . ? C6 N22 1.390(2) . ? C6 C7 1.433(3) . ? C7 C8 1.348(3) . ? C7 H7 0.9500 . ? C8 C9 1.440(3) . ? C8 H8 0.9500 . ? C9 N22 1.381(2) . ? C9 C10 1.395(3) . ? C10 C11 1.385(3) . ? C10 C34 1.504(3) . ? C11 N23 1.382(2) . ? C11 C12 1.443(3) . ? C12 C13 1.346(3) . ? C12 H12 0.9500 . ? C13 C14 1.441(3) . ? C13 H13 0.9500 . ? C14 N23 1.380(3) . ? C14 C15 1.402(3) . ? C15 C16 1.388(3) . ? C15 C43 1.504(3) . ? C16 N24 1.378(3) . ? C16 C17 1.438(3) . ? C17 C18 1.351(3) . ? C17 H17 0.9500 . ? C18 C19 1.448(3) . ? C18 H18 0.9500 . ? C19 N24 1.379(2) . ? C19 C20 1.394(3) . ? C20 C52 1.504(3) . ? C25 C30 1.390(3) . ? C25 C26 1.397(3) . ? C26 C27 1.388(3) . ? C26 H26 0.9500 . ? C27 C28 1.383(4) . ? C27 H27 0.9500 . ? C28 C29 1.387(3) . ? C28 C31 1.497(3) . ? C29 C30 1.384(3) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 O33 1.202(3) . ? C31 O32 1.322(4) . ? O32 H32 0.8400 . ? C34 C35 1.370(3) . ? C34 C39 1.378(3) . ? C35 C36 1.376(3) . ? C35 H35 0.9500 . ? C36 C37 1.372(3) . ? C36 H36 0.9500 . ? C37 C38 1.377(3) . ? C37 C40 1.491(3) . ? C38 C39 1.383(3) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 O42 1.188(3) . ? C40 O41 1.293(3) . ? O41 H41 0.8400 . ? C43 C44 1.389(3) . ? C43 C48 1.391(3) . ? C44 C45 1.395(3) . ? C44 H44 0.9500 . ? C45 C46 1.376(3) . ? C45 H45 0.9500 . ? C46 C47 1.392(4) . ? C46 C49 1.497(3) . ? C47 C48 1.389(3) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 O51 1.196(3) . ? C49 O50 1.298(3) . ? O50 H50 0.8400 . ? C52 C53 1.394(3) . ? C52 C57 1.401(3) . ? C53 C54 1.395(3) . ? C53 H53 0.9500 . ? C54 C55 1.388(4) . ? C54 H54 0.9500 . ? C55 C56 1.368(4) . ? C55 C58 1.526(4) . ? C56 C57 1.374(3) . ? C56 H56 0.9500 . ? C57 H57 0.9500 . ? C58 O60 1.187(4) . ? C58 O59 1.324(4) . ? O59 H59 0.8400 . ? C61 C66 1.376(4) . ? C61 C62 1.378(4) . ? C61 C67 1.517(4) . ? C62 C63 1.361(4) . ? C62 H62 0.9500 . ? C63 N64 1.334(4) . ? C63 H63 0.9500 . ? N64 C65 1.323(4) . ? C65 C66 1.381(4) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? C67 O68 1.216(3) . ? C67 C69 1.492(4) . ? C69 H69A 0.9800 . ? C69 H69B 0.9800 . ? C69 H69C 0.9800 . ? C70 C75 1.369(4) . ? C70 C71 1.382(4) . ? C70 C76 1.504(4) . ? C71 C72 1.386(4) . ? C71 H71 0.9500 . ? C72 N73 1.305(4) . ? C72 H72 0.9500 . ? N73 C74 1.338(4) . ? C74 C75 1.383(4) . ? C74 H74 0.9500 . ? C75 H75 0.9500 . ? C76 O77 1.196(4) . ? C76 C78 1.466(4) . ? C78 H78A 0.9800 . ? C78 H78B 0.9800 . ? C78 H78C 0.9800 . ? C79 C84 1.365(4) . ? C79 C80 1.368(4) . ? C79 C85 1.512(4) . ? C80 C81 1.387(4) . ? C80 H80 0.9500 . ? C81 N82 1.330(4) . ? C81 H81 0.9500 . ? N82 C83 1.346(5) . ? C83 C84 1.377(5) . ? C83 H83 0.9500 . ? C84 H84 0.9500 . ? C85 O86 1.212(4) . ? C85 C87 1.488(4) . ? C87 H87A 0.9800 . ? C87 H87B 0.9800 . ? C87 H87C 0.9800 . ? C88 C93 1.356(4) . ? C88 C89 1.391(4) . ? C88 C94 1.496(4) . ? C89 C90 1.328(4) . ? C89 H89 0.9500 . ? C90 N91 1.266(5) . ? C90 H90 0.9500 . ? N91 C92 1.341(5) . ? C92 C93 1.482(5) . ? C92 H92 0.9500 . ? C93 H93 0.9500 . ? C94 O95 1.198(3) . ? C94 C96 1.462(4) . ? C96 H96A 0.9800 . ? C96 H96B 0.9800 . ? C96 H96C 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 N22 Cu N24 178.97(6) . . ? N22 Cu N21 90.00(6) . . ? N24 Cu N21 90.15(7) . . ? N22 Cu N23 89.85(6) . . ? N24 Cu N23 90.07(6) . . ? N21 Cu N23 175.94(6) . . ? N21 C1 C20 125.58(18) . . ? N21 C1 C2 109.97(19) . . ? C20 C1 C2 124.45(19) . . ? C3 C2 C1 106.41(19) . . ? C3 C2 H2 126.8 . . ? C1 C2 H2 126.8 . . ? C2 C3 C4 107.32(19) . . ? C2 C3 H3 126.3 . . ? C4 C3 H3 126.3 . . ? N21 C4 C5 126.03(18) . . ? N21 C4 C3 110.52(19) . . ? C5 C4 C3 123.43(19) . . ? C6 C5 C4 123.57(19) . . ? C6 C5 C25 118.29(19) . . ? C4 C5 C25 117.95(18) . . ? N22 C6 C5 124.80(19) . . ? N22 C6 C7 110.43(17) . . ? C5 C6 C7 124.60(19) . . ? C8 C7 C6 107.25(19) . . ? C8 C7 H7 126.4 . . ? C6 C7 H7 126.4 . . ? C7 C8 C9 106.99(19) . . ? C7 C8 H8 126.5 . . ? C9 C8 H8 126.5 . . ? N22 C9 C10 124.76(19) . . ? N22 C9 C8 110.54(18) . . ? C10 C9 C8 124.61(19) . . ? C11 C10 C9 123.93(18) . . ? C11 C10 C34 118.79(18) . . ? C9 C10 C34 117.28(19) . . ? N23 C11 C10 125.71(18) . . ? N23 C11 C12 109.73(18) . . ? C10 C11 C12 124.48(18) . . ? C13 C12 C11 107.39(18) . . ? C13 C12 H12 126.3 . . ? C11 C12 H12 126.3 . . ? C12 C13 C14 107.11(18) . . ? C12 C13 H13 126.4 . . ? C14 C13 H13 126.4 . . ? N23 C14 C15 125.10(17) . . ? N23 C14 C13 110.08(18) . . ? C15 C14 C13 124.82(18) . . ? C16 C15 C14 123.93(19) . . ? C16 C15 C43 117.90(19) . . ? C14 C15 C43 118.11(18) . . ? N24 C16 C15 125.56(18) . . ? N24 C16 C17 110.32(18) . . ? C15 C16 C17 124.00(19) . . ? C18 C17 C16 107.30(19) . . ? C18 C17 H17 126.4 . . ? C16 C17 H17 126.4 . . ? C17 C18 C19 106.67(18) . . ? C17 C18 H18 126.7 . . ? C19 C18 H18 126.7 . . ? N24 C19 C20 125.22(19) . . ? N24 C19 C18 110.17(18) . . ? C20 C19 C18 124.49(18) . . ? C19 C20 C1 123.52(19) . . ? C19 C20 C52 118.20(19) . . ? C1 C20 C52 118.18(19) . . ? C4 N21 C1 105.69(17) . . ? C4 N21 Cu 126.79(13) . . ? C1 N21 Cu 126.41(14) . . ? C9 N22 C6 104.68(17) . . ? C9 N22 Cu 127.77(13) . . ? C6 N22 Cu 127.38(13) . . ? C14 N23 C11 105.67(16) . . ? C14 N23 Cu 127.22(13) . . ? C11 N23 Cu 126.69(13) . . ? C16 N24 C19 105.42(17) . . ? C16 N24 Cu 127.21(13) . . ? C19 N24 Cu 127.26(14) . . ? C30 C25 C26 117.8(2) . . ? C30 C25 C5 120.02(18) . . ? C26 C25 C5 122.1(2) . . ? C27 C26 C25 121.1(2) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C28 C27 C26 120.0(2) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C27 C28 C29 119.7(2) . . ? C27 C28 C31 118.8(2) . . ? C29 C28 C31 121.5(2) . . ? C30 C29 C28 119.9(2) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 120.1 . . ? C29 C30 C25 121.4(2) . . ? C29 C30 H30 119.3 . . ? C25 C30 H30 119.3 . . ? O33 C31 O32 124.4(2) . . ? O33 C31 C28 122.8(3) . . ? O32 C31 C28 112.8(2) . . ? C31 O32 H32 109.5 . . ? C35 C34 C39 117.2(2) . . ? C35 C34 C10 120.91(19) . . ? C39 C34 C10 121.87(19) . . ? C34 C35 C36 122.1(2) . . ? C34 C35 H35 119.0 . . ? C36 C35 H35 119.0 . . ? C37 C36 C35 120.5(2) . . ? C37 C36 H36 119.8 . . ? C35 C36 H36 119.8 . . ? C36 C37 C38 118.3(2) . . ? C36 C37 C40 121.7(2) . . ? C38 C37 C40 119.9(2) . . ? C37 C38 C39 120.5(2) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C34 C39 C38 121.4(2) . . ? C34 C39 H39 119.3 . . ? C38 C39 H39 119.3 . . ? O42 C40 O41 122.7(2) . . ? O42 C40 C37 122.8(2) . . ? O41 C40 C37 114.5(2) . . ? C40 O41 H41 109.5 . . ? C44 C43 C48 118.3(2) . . ? C44 C43 C15 121.07(19) . . ? C48 C43 C15 120.60(19) . . ? C43 C44 C45 120.9(2) . . ? C43 C44 H44 119.6 . . ? C45 C44 H44 119.6 . . ? C46 C45 C44 120.3(2) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C45 C46 C47 119.4(2) . . ? C45 C46 C49 121.3(2) . . ? C47 C46 C49 119.3(2) . . ? C48 C47 C46 120.2(2) . . ? C48 C47 H47 119.9 . . ? C46 C47 H47 119.9 . . ? C47 C48 C43 120.9(2) . . ? C47 C48 H48 119.5 . . ? C43 C48 H48 119.5 . . ? O51 C49 O50 122.8(3) . . ? O51 C49 C46 123.4(3) . . ? O50 C49 C46 113.8(2) . . ? C49 O50 H50 109.5 . . ? C53 C52 C57 118.7(2) . . ? C53 C52 C20 120.1(2) . . ? C57 C52 C20 121.1(2) . . ? C52 C53 C54 119.6(2) . . ? C52 C53 H53 120.2 . . ? C54 C53 H53 120.2 . . ? C55 C54 C53 120.9(3) . . ? C55 C54 H54 119.6 . . ? C53 C54 H54 119.6 . . ? C56 C55 C54 119.1(2) . . ? C56 C55 C58 118.2(3) . . ? C54 C55 C58 122.6(3) . . ? C55 C56 C57 121.2(2) . . ? C55 C56 H56 119.4 . . ? C57 C56 H56 119.4 . . ? C56 C57 C52 120.5(2) . . ? C56 C57 H57 119.8 . . ? C52 C57 H57 119.8 . . ? O60 C58 O59 125.9(3) . . ? O60 C58 C55 123.0(3) . . ? O59 C58 C55 111.1(3) . . ? C58 O59 H59 109.5 . . ? C66 C61 C62 118.7(3) . . ? C66 C61 C67 121.9(3) . . ? C62 C61 C67 119.4(3) . . ? C63 C62 C61 118.9(3) . . ? C63 C62 H62 120.6 . . ? C61 C62 H62 120.6 . . ? N64 C63 C62 123.9(3) . . ? N64 C63 H63 118.1 . . ? C62 C63 H63 118.1 . . ? C65 N64 C63 116.3(3) . . ? N64 C65 C66 124.4(3) . . ? N64 C65 H65 117.8 . . ? C66 C65 H65 117.8 . . ? C61 C66 C65 117.8(3) . . ? C61 C66 H66 121.1 . . ? C65 C66 H66 121.1 . . ? O68 C67 C69 123.0(2) . . ? O68 C67 C61 119.1(3) . . ? C69 C67 C61 117.9(3) . . ? C67 C69 H69A 109.5 . . ? C67 C69 H69B 109.5 . . ? H69A C69 H69B 109.5 . . ? C67 C69 H69C 109.5 . . ? H69A C69 H69C 109.5 . . ? H69B C69 H69C 109.5 . . ? C75 C70 C71 117.8(3) . . ? C75 C70 C76 122.4(3) . . ? C71 C70 C76 119.7(3) . . ? C70 C71 C72 120.3(3) . . ? C70 C71 H71 119.9 . . ? C72 C71 H71 119.9 . . ? N73 C72 C71 121.9(3) . . ? N73 C72 H72 119.0 . . ? C71 C72 H72 119.1 . . ? C72 N73 C74 118.2(3) . . ? N73 C74 C75 123.6(3) . . ? N73 C74 H74 118.2 . . ? C75 C74 H74 118.2 . . ? C70 C75 C74 118.3(3) . . ? C70 C75 H75 120.9 . . ? C74 C75 H75 120.9 . . ? O77 C76 C78 120.7(3) . . ? O77 C76 C70 118.7(3) . . ? C78 C76 C70 120.5(3) . . ? C76 C78 H78A 109.5 . . ? C76 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C76 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? C84 C79 C80 118.3(3) . . ? C84 C79 C85 118.5(3) . . ? C80 C79 C85 123.2(3) . . ? C79 C80 C81 119.8(3) . . ? C79 C80 H80 120.1 . . ? C81 C80 H80 120.1 . . ? N82 C81 C80 121.8(3) . . ? N82 C81 H81 119.1 . . ? C80 C81 H81 119.1 . . ? C81 N82 C83 118.0(3) . . ? N82 C83 C84 122.3(3) . . ? N82 C83 H83 118.9 . . ? C84 C83 H83 118.9 . . ? C79 C84 C83 119.6(4) . . ? C79 C84 H84 120.2 . . ? C83 C84 H84 120.2 . . ? O86 C85 C87 121.3(3) . . ? O86 C85 C79 119.9(3) . . ? C87 C85 C79 118.8(3) . . ? C85 C87 H87A 109.5 . . ? C85 C87 H87B 109.5 . . ? H87A C87 H87B 109.5 . . ? C85 C87 H87C 109.5 . . ? H87A C87 H87C 109.5 . . ? H87B C87 H87C 109.5 . . ? C93 C88 C89 119.3(3) . . ? C93 C88 C94 122.8(3) . . ? C89 C88 C94 118.0(3) . . ? C90 C89 C88 121.6(3) . . ? C90 C89 H89 119.2 . . ? C88 C89 H89 119.2 . . ? N91 C90 C89 122.3(4) . . ? N91 C90 H90 118.8 . . ? C89 C90 H90 118.8 . . ? C90 N91 C92 121.2(3) . . ? N91 C92 C93 120.2(3) . . ? N91 C92 H92 119.9 . . ? C93 C92 H92 119.9 . . ? C88 C93 C92 115.3(3) . . ? C88 C93 H93 122.4 . . ? C92 C93 H93 122.4 . . ? O95 C94 C96 121.5(3) . . ? O95 C94 C88 120.3(3) . . ? C96 C94 C88 118.1(2) . . ? C94 C96 H96A 109.5 . . ? C94 C96 H96B 109.5 . . ? H96A C96 H96B 109.5 . . ? C94 C96 H96C 109.5 . . ? H96A C96 H96C 109.5 . . ? H96B C96 H96C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O32 H32 N64 0.84 1.82 2.640(3) 165.3 . O41 H41 N73 0.84 1.81 2.644(3) 168.8 . O50 H50 N82 0.84 1.80 2.632(3) 168.4 . O59 H59 N91 0.84 1.86 2.692(3) 173.6 . C2 H2 O77 0.95 2.74 3.626(4) 155.3 3_445 C3 H3 O86 0.95 2.69 3.529(3) 147.0 3_455 C12 H12 O95 0.95 2.72 3.648(3) 165.9 3 C13 H13 O68 0.95 2.52 3.414(3) 157.9 3_545 _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 0.619 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.078 # Attachment 'so20fin.cif' data_Compound-2 _database_code_depnum_ccdc_archive 'CCDC 611949' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C54 H33 N5 O9 Ru, 2(C5 H5 N)' _chemical_formula_sum 'C64 H43 N7 O9 Ru' _chemical_formula_weight 1155.12 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' O O 0.0106 0.0060 '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' Ru Ru -1.2594 0.8363 '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 13.5230(6) _cell_length_b 16.0078(6) _cell_length_c 18.4755(9) _cell_angle_alpha 108.3316(18) _cell_angle_beta 93.617(2) _cell_angle_gamma 106.441(3) _cell_volume 3590.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 11673 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 28.15 _exptl_crystal_description needles _exptl_crystal_colour red _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.069 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.269 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.8884 _exptl_absorpt_correction_T_max 0.9481 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 KappaCCD' _diffrn_measurement_method '0.5 deg. Phi & Omega scans' _diffrn_detector_area_resol_mean 12.8 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23038 _diffrn_reflns_av_R_equivalents 0.0720 _diffrn_reflns_av_sigmaI/netI 0.0890 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.00 _reflns_number_total 12498 _reflns_number_gt 7708 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Nonius B.V.' _computing_cell_refinement Denzo _computing_data_reduction Denzo _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. Intensity data were collected out to 2 theta of 56 deg., but most of the intensities of reflections with 2 theta between 50 and 56 deg. are below the intensity threshold. The final refinement calculations employed the Squeeze procedure to subtract the contribution of the severely disordered solvent from the diffraction pattern. The pyridyl residues exhibit partial disorder as well. The volume of the solvent accessible voids was assessed to be 1248 \%A^3^, about 35% of the crystal volume. The count of the residual electron density in these voids is about 124 e/\%A^3^, which is consistent e.g., with two molecules of nitrobenzene per unit-cell. ; _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^)+(0.1260P)^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_number_reflns 12498 _refine_ls_number_parameters 733 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1026 _refine_ls_R_factor_gt 0.0718 _refine_ls_wR_factor_ref 0.2154 _refine_ls_wR_factor_gt 0.2025 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Ru Ru 0.65171(3) 0.34516(3) 0.23611(2) 0.04257(18) Uani 1 1 d . . . C1 C 0.4965(4) 0.4129(4) 0.1600(3) 0.0432(12) Uani 1 1 d . . . C2 C 0.4460(4) 0.4824(4) 0.1758(3) 0.0476(13) Uani 1 1 d . . . H2 H 0.3977 0.4890 0.1401 0.057 Uiso 1 1 calc R . . C3 C 0.4797(4) 0.5373(4) 0.2512(3) 0.0457(13) Uani 1 1 d . . . H3 H 0.4613 0.5904 0.2780 0.055 Uiso 1 1 calc R . . C4 C 0.5500(4) 0.4982(4) 0.2826(3) 0.0438(13) Uani 1 1 d . . . C5 C 0.5995(4) 0.5338(4) 0.3611(3) 0.0430(12) Uani 1 1 d . . . C6 C 0.6640(4) 0.4927(4) 0.3925(3) 0.0440(13) Uani 1 1 d . . . C7 C 0.7079(4) 0.5262(4) 0.4737(3) 0.0480(13) Uani 1 1 d . . . H7 H 0.7008 0.5777 0.5135 0.058 Uiso 1 1 calc R . . C8 C 0.7616(4) 0.4682(4) 0.4808(3) 0.0439(13) Uani 1 1 d . . . H8 H 0.7998 0.4722 0.5274 0.053 Uiso 1 1 calc R . . C9 C 0.7507(4) 0.4000(4) 0.4060(3) 0.0432(12) Uani 1 1 d . . . C10 C 0.7956(4) 0.3294(4) 0.3892(3) 0.0421(12) Uani 1 1 d . . . C11 C 0.7906(4) 0.2658(4) 0.3158(3) 0.0454(13) Uani 1 1 d . . . C12 C 0.8410(4) 0.1962(4) 0.2988(3) 0.0489(14) Uani 1 1 d . . . H12 H 0.8821 0.1840 0.3355 0.059 Uiso 1 1 calc R . . C13 C 0.8199(4) 0.1507(4) 0.2214(3) 0.0492(14) Uani 1 1 d . . . H13 H 0.8441 0.1015 0.1936 0.059 Uiso 1 1 calc R . . C14 C 0.7536(4) 0.1913(4) 0.1894(3) 0.0406(12) Uani 1 1 d . . . C15 C 0.7107(4) 0.1612(4) 0.1109(3) 0.0435(12) Uani 1 1 d . . . C16 C 0.6420(4) 0.1970(4) 0.0795(3) 0.0413(12) Uani 1 1 d . . . C17 C 0.5964(4) 0.1663(4) -0.0007(3) 0.0491(14) Uani 1 1 d . . . H17 H 0.6089 0.1190 -0.0417 0.059 Uiso 1 1 calc R . . C18 C 0.5342(4) 0.2149(4) -0.0080(3) 0.0511(14) Uani 1 1 d . . . H18 H 0.4930 0.2077 -0.0544 0.061 Uiso 1 1 calc R . . C19 C 0.5409(4) 0.2824(4) 0.0695(3) 0.0440(13) Uani 1 1 d . . . C20 C 0.4882(4) 0.3458(4) 0.0865(3) 0.0450(13) Uani 1 1 d . . . N21 N 0.5593(3) 0.4234(3) 0.2263(2) 0.0412(10) Uani 1 1 d . . . N22 N 0.6892(3) 0.4177(3) 0.3530(2) 0.0402(10) Uani 1 1 d . . . N23 N 0.7371(3) 0.2607(3) 0.2478(2) 0.0412(10) Uani 1 1 d . . . N24 N 0.6081(3) 0.2682(3) 0.1207(2) 0.0433(10) Uani 1 1 d . . . C25 C 0.5808(4) 0.6168(4) 0.4120(3) 0.0446(13) Uani 1 1 d . . . C26 C 0.6503(5) 0.7052(5) 0.4262(4) 0.0704(18) Uani 1 1 d . . . H26 H 0.7124 0.7108 0.4042 0.084 Uiso 1 1 calc R . . C27 C 0.6324(6) 0.7867(5) 0.4717(4) 0.078(2) Uani 1 1 d . . . H27 H 0.6805 0.8462 0.4797 0.094 Uiso 1 1 calc R . . C28 C 0.5440(5) 0.7774(5) 0.5040(3) 0.0609(17) Uani 1 1 d . . . C29 C 0.4767(5) 0.6910(5) 0.4952(4) 0.0697(19) Uani 1 1 d . . . H29 H 0.4173 0.6859 0.5204 0.084 Uiso 1 1 calc R . . C30 C 0.4950(4) 0.6112(5) 0.4497(3) 0.0598(16) Uani 1 1 d . . . H30 H 0.4480 0.5520 0.4443 0.072 Uiso 1 1 calc R . . C31 C 0.5231(6) 0.8628(6) 0.5515(4) 0.076(2) Uani 1 1 d . . . O32 O 0.5820(5) 0.9408(4) 0.5598(3) 0.1053(19) Uani 1 1 d . . . O33 O 0.4417(4) 0.8480(4) 0.5834(3) 0.0948(17) Uani 1 1 d . . . H33 H 0.4244 0.8974 0.6159 0.114 Uiso 1 1 d R . . C34 C 0.8588(4) 0.3240(4) 0.4562(3) 0.0452(13) Uani 1 1 d . . . C35 C 0.8112(5) 0.2866(5) 0.5074(4) 0.0701(19) Uani 1 1 d . . . H35 H 0.7371 0.2612 0.4993 0.084 Uiso 1 1 calc R . . C36 C 0.8702(5) 0.2860(6) 0.5703(4) 0.082(2) Uani 1 1 d . . . H36 H 0.8355 0.2639 0.6070 0.099 Uiso 1 1 calc R . . C37 C 0.9757(4) 0.3157(4) 0.5819(3) 0.0474(14) Uani 1 1 d . . . C38 C 1.0232(5) 0.3499(5) 0.5318(4) 0.077(2) Uani 1 1 d . . . H38 H 1.0975 0.3715 0.5395 0.093 Uiso 1 1 calc R . . C39 C 0.9670(5) 0.3550(6) 0.4682(4) 0.085(2) Uani 1 1 d . . . H39 H 1.0029 0.3797 0.4332 0.102 Uiso 1 1 calc R . . C40 C 1.0431(5) 0.3160(4) 0.6496(3) 0.0539(15) Uani 1 1 d . . . O41 O 0.9926(3) 0.2955(4) 0.7021(3) 0.0843(15) Uani 1 1 d . . . H41 H 1.0350 0.3093 0.7424 0.127 Uiso 1 1 calc R . . O42 O 1.1366(3) 0.3336(3) 0.6536(2) 0.0584(11) Uani 1 1 d . . . C43 C 0.7407(4) 0.0858(4) 0.0561(3) 0.0441(13) Uani 1 1 d . . . C44 C 0.6676(4) -0.0016(4) 0.0161(3) 0.0492(14) Uani 1 1 d . . . H44 H 0.5978 -0.0144 0.0260 0.059 Uiso 1 1 calc R . . C45 C 0.6958(4) -0.0705(4) -0.0382(3) 0.0547(15) Uani 1 1 d . . . H45 H 0.6451 -0.1295 -0.0646 0.066 Uiso 1 1 calc R . . C46 C 0.7963(4) -0.0534(4) -0.0535(3) 0.0464(13) Uani 1 1 d . . . C47 C 0.8697(4) 0.0307(4) -0.0135(3) 0.0538(15) Uani 1 1 d . . . H47 H 0.9397 0.0420 -0.0229 0.065 Uiso 1 1 calc R . . C48 C 0.8428(4) 0.1006(4) 0.0411(3) 0.0517(14) Uani 1 1 d . . . H48 H 0.8948 0.1587 0.0682 0.062 Uiso 1 1 calc R . . C49 C 0.8265(4) -0.1254(4) -0.1116(3) 0.0506(14) Uani 1 1 d . . . O50 O 0.7526(3) -0.2044(3) -0.1451(2) 0.0565(10) Uani 1 1 d . . . H50 H 0.7752 -0.2401 -0.1788 0.085 Uiso 1 1 calc R . . O51 O 0.9154(3) -0.1110(3) -0.1273(3) 0.0718(12) Uani 1 1 d . . . C52 C 0.4158(4) 0.3462(4) 0.0204(3) 0.0499(14) Uani 1 1 d . . . C53 C 0.4565(4) 0.3767(4) -0.0368(3) 0.0529(14) Uani 1 1 d . . . H53 H 0.5302 0.4002 -0.0333 0.063 Uiso 1 1 calc R . . C54 C 0.3911(4) 0.3732(4) -0.0996(3) 0.0526(14) Uani 1 1 d . . . H54 H 0.4199 0.3942 -0.1388 0.063 Uiso 1 1 calc R . . C55 C 0.2849(4) 0.3394(4) -0.1046(3) 0.0505(14) Uani 1 1 d . . . C56 C 0.2426(4) 0.3100(5) -0.0460(3) 0.0679(19) Uani 1 1 d . . . H56 H 0.1690 0.2872 -0.0493 0.081 Uiso 1 1 calc R . . C57 C 0.3082(4) 0.3143(5) 0.0164(3) 0.0630(17) Uani 1 1 d . . . H57 H 0.2796 0.2953 0.0566 0.076 Uiso 1 1 calc R . . C58 C 0.2134(5) 0.3303(5) -0.1728(3) 0.0594(16) Uani 1 1 d . . . O59 O 0.1178(3) 0.3050(4) -0.1783(2) 0.0845(15) Uani 1 1 d . . . O60 O 0.2621(3) 0.3526(3) -0.2262(2) 0.0601(11) Uani 1 1 d . . . H60 H 0.2181 0.3432 -0.2645 0.090 Uiso 1 1 calc R . . C61 C 0.7670(4) 0.4277(4) 0.2186(3) 0.0405(12) Uani 1 1 d . . . O62 O 0.8371(4) 0.4806(3) 0.2111(2) 0.0710(12) Uani 1 1 d . . . N63 N 0.5148(3) 0.2504(3) 0.2578(2) 0.0472(11) Uani 1 1 d . . . C64 C 0.4547(4) 0.2829(5) 0.3062(3) 0.0552(15) Uani 1 1 d . . . H64 H 0.4738 0.3482 0.3314 0.066 Uiso 1 1 calc R . . C65 C 0.3668(5) 0.2279(5) 0.3218(4) 0.0703(18) Uani 1 1 d . . . H65 H 0.3263 0.2543 0.3569 0.084 Uiso 1 1 calc R . . C66 C 0.3387(5) 0.1318(6) 0.2844(4) 0.076(2) Uani 1 1 d . . . H66 H 0.2786 0.0910 0.2936 0.091 Uiso 1 1 calc R . . C67 C 0.4017(5) 0.0968(5) 0.2324(4) 0.0701(18) Uani 1 1 d . . . H67 H 0.3847 0.0320 0.2055 0.084 Uiso 1 1 calc R . . C68 C 0.4886(5) 0.1592(5) 0.2216(3) 0.0574(15) Uani 1 1 d . . . H68 H 0.5313 0.1359 0.1869 0.069 Uiso 1 1 calc R . . N100 N 0.4181(6) 1.0044(5) 0.6713(4) 0.0890(19) Uani 1 1 d . . . C101 C 0.3861(7) 1.0035(7) 0.7343(5) 0.104(3) Uani 1 1 d . . . H101 H 0.3792 0.9491 0.7468 0.125 Uiso 1 1 calc R . . C102 C 0.3621(8) 1.0704(8) 0.7834(6) 0.118(3) Uani 1 1 d . . . H102 H 0.3385 1.0629 0.8290 0.142 Uiso 1 1 calc R . . C103 C 0.3697(8) 1.1461(9) 0.7711(7) 0.118(4) Uani 1 1 d . . . H103 H 0.3500 1.1936 0.8066 0.142 Uiso 1 1 calc R . . C104 C 0.4068(10) 1.1587(8) 0.7057(9) 0.141(4) Uani 1 1 d . . . H104 H 0.4133 1.2140 0.6948 0.169 Uiso 1 1 calc R . . C105 C 0.4351(9) 1.0830(10) 0.6553(6) 0.136(4) Uani 1 1 d . . . H105 H 0.4653 1.0887 0.6113 0.163 Uiso 1 1 calc R . . N106 N 0.8231(4) -0.3293(4) -0.2360(3) 0.0642(14) Uani 1 1 d . . . C107 C 0.9274(5) -0.3139(5) -0.2265(4) 0.0727(19) Uani 1 1 d . . . H107 H 0.9728 -0.2533 -0.1971 0.087 Uiso 1 1 calc R . . C108 C 0.9707(6) -0.3837(6) -0.2583(4) 0.082(2) Uani 1 1 d . . . H108 H 1.0444 -0.3706 -0.2511 0.098 Uiso 1 1 calc R . . C109 C 0.9072(7) -0.4697(5) -0.2990(4) 0.081(2) Uani 1 1 d . . . H109 H 0.9358 -0.5181 -0.3205 0.097 Uiso 1 1 calc R . . C110 C 0.7997(6) -0.4880(5) -0.3099(4) 0.0753(19) Uani 1 1 d . . . H110 H 0.7531 -0.5484 -0.3385 0.090 Uiso 1 1 calc R . . C111 C 0.7638(5) -0.4156(5) -0.2778(4) 0.0704(19) Uani 1 1 d . . . H111 H 0.6902 -0.4277 -0.2858 0.084 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 Ru 0.0464(3) 0.0616(3) 0.0310(2) 0.01730(19) 0.00258(17) 0.0338(2) C1 0.042(3) 0.065(4) 0.034(3) 0.024(2) 0.006(2) 0.027(3) C2 0.049(3) 0.073(4) 0.036(3) 0.026(3) 0.003(2) 0.035(3) C3 0.058(3) 0.057(3) 0.037(3) 0.020(2) 0.009(2) 0.037(3) C4 0.041(3) 0.067(4) 0.038(3) 0.028(3) 0.006(2) 0.028(3) C5 0.040(3) 0.056(3) 0.041(3) 0.024(3) 0.007(2) 0.021(2) C6 0.040(3) 0.066(4) 0.035(3) 0.018(3) 0.004(2) 0.031(3) C7 0.050(3) 0.063(4) 0.035(3) 0.012(3) 0.003(2) 0.030(3) C8 0.049(3) 0.053(3) 0.033(3) 0.011(2) -0.004(2) 0.027(3) C9 0.041(3) 0.059(3) 0.032(3) 0.015(2) -0.001(2) 0.023(2) C10 0.045(3) 0.057(3) 0.036(3) 0.023(2) 0.003(2) 0.027(3) C11 0.045(3) 0.067(4) 0.035(3) 0.021(3) -0.003(2) 0.032(3) C12 0.052(3) 0.068(4) 0.036(3) 0.018(3) -0.002(2) 0.036(3) C13 0.046(3) 0.066(4) 0.046(3) 0.021(3) 0.001(2) 0.034(3) C14 0.039(3) 0.051(3) 0.032(3) 0.007(2) -0.003(2) 0.024(2) C15 0.042(3) 0.053(3) 0.040(3) 0.016(2) -0.001(2) 0.023(2) C16 0.045(3) 0.049(3) 0.033(3) 0.011(2) -0.001(2) 0.024(2) C17 0.058(3) 0.061(4) 0.033(3) 0.014(2) -0.003(2) 0.031(3) C18 0.052(3) 0.070(4) 0.035(3) 0.016(3) -0.006(2) 0.030(3) C19 0.049(3) 0.056(3) 0.032(3) 0.017(2) -0.002(2) 0.025(3) C20 0.045(3) 0.067(4) 0.032(3) 0.020(2) 0.003(2) 0.030(3) N21 0.047(2) 0.054(3) 0.029(2) 0.0142(19) 0.0033(18) 0.025(2) N22 0.041(2) 0.056(3) 0.031(2) 0.0170(19) -0.0045(17) 0.026(2) N23 0.042(2) 0.056(3) 0.031(2) 0.0157(19) -0.0033(18) 0.024(2) N24 0.040(2) 0.061(3) 0.038(2) 0.019(2) 0.0014(18) 0.028(2) C25 0.047(3) 0.059(4) 0.031(3) 0.013(2) -0.003(2) 0.028(3) C26 0.082(4) 0.069(5) 0.073(4) 0.024(4) 0.037(4) 0.040(4) C27 0.099(5) 0.064(4) 0.089(5) 0.028(4) 0.048(4) 0.044(4) C28 0.073(4) 0.070(4) 0.044(3) 0.008(3) -0.005(3) 0.045(4) C29 0.055(3) 0.094(6) 0.056(4) 0.009(4) 0.010(3) 0.037(4) C30 0.055(3) 0.077(4) 0.051(3) 0.018(3) 0.018(3) 0.030(3) C31 0.074(5) 0.084(6) 0.075(5) 0.019(4) 0.008(4) 0.044(4) O32 0.147(5) 0.081(4) 0.104(4) 0.018(3) 0.040(4) 0.071(4) O33 0.083(3) 0.103(4) 0.085(3) -0.007(3) 0.006(3) 0.056(3) C34 0.053(3) 0.061(4) 0.033(3) 0.013(2) 0.005(2) 0.039(3) C35 0.044(3) 0.116(6) 0.062(4) 0.049(4) -0.002(3) 0.026(3) C36 0.057(4) 0.140(7) 0.077(5) 0.070(5) 0.009(3) 0.035(4) C37 0.061(3) 0.062(4) 0.031(3) 0.013(3) 0.003(2) 0.040(3) C38 0.043(3) 0.119(6) 0.077(5) 0.054(4) -0.015(3) 0.019(4) C39 0.059(4) 0.138(7) 0.065(4) 0.064(4) -0.007(3) 0.016(4) C40 0.063(4) 0.076(4) 0.037(3) 0.024(3) 0.005(3) 0.040(3) O41 0.060(2) 0.154(5) 0.063(3) 0.066(3) -0.002(2) 0.041(3) O42 0.051(2) 0.096(3) 0.040(2) 0.026(2) 0.0011(17) 0.042(2) C43 0.053(3) 0.064(4) 0.028(2) 0.021(2) -0.003(2) 0.034(3) C44 0.053(3) 0.053(4) 0.045(3) 0.013(3) 0.006(3) 0.027(3) C45 0.058(3) 0.054(4) 0.052(3) 0.012(3) 0.003(3) 0.027(3) C46 0.049(3) 0.052(4) 0.042(3) 0.016(3) 0.003(2) 0.025(3) C47 0.053(3) 0.069(4) 0.050(3) 0.018(3) 0.005(3) 0.039(3) C48 0.057(3) 0.060(4) 0.045(3) 0.013(3) 0.000(3) 0.035(3) C49 0.051(3) 0.067(4) 0.036(3) 0.012(3) 0.006(3) 0.031(3) O50 0.060(2) 0.062(3) 0.043(2) 0.0055(19) 0.0072(18) 0.027(2) O51 0.069(3) 0.065(3) 0.071(3) 0.001(2) 0.014(2) 0.031(2) C52 0.055(3) 0.064(4) 0.040(3) 0.017(3) 0.004(3) 0.034(3) C53 0.047(3) 0.074(4) 0.043(3) 0.029(3) -0.004(3) 0.020(3) C54 0.052(3) 0.076(4) 0.043(3) 0.033(3) 0.002(3) 0.028(3) C55 0.059(3) 0.073(4) 0.032(3) 0.022(3) 0.002(2) 0.038(3) C56 0.049(3) 0.119(6) 0.054(4) 0.040(4) 0.004(3) 0.044(4) C57 0.055(3) 0.100(5) 0.055(4) 0.044(3) 0.011(3) 0.038(3) C58 0.068(4) 0.097(5) 0.038(3) 0.030(3) 0.013(3) 0.054(4) O59 0.054(3) 0.168(5) 0.060(3) 0.061(3) 0.008(2) 0.054(3) O60 0.058(2) 0.095(3) 0.041(2) 0.029(2) -0.0001(18) 0.042(2) C61 0.039(3) 0.056(4) 0.037(3) 0.026(3) 0.010(2) 0.019(3) O62 0.083(3) 0.079(3) 0.067(3) 0.029(2) 0.025(2) 0.043(3) N63 0.046(2) 0.066(3) 0.037(2) 0.018(2) -0.001(2) 0.031(2) C64 0.050(3) 0.081(4) 0.049(3) 0.029(3) 0.007(3) 0.034(3) C65 0.052(4) 0.091(6) 0.076(4) 0.038(4) 0.011(3) 0.025(4) C66 0.061(4) 0.109(6) 0.075(5) 0.047(4) 0.013(3) 0.034(4) C67 0.066(4) 0.080(5) 0.067(4) 0.030(4) -0.003(3) 0.025(4) C68 0.056(3) 0.072(5) 0.056(4) 0.030(3) 0.007(3) 0.029(3) N100 0.119(5) 0.103(5) 0.068(4) 0.027(4) 0.022(4) 0.071(4) C101 0.126(7) 0.123(8) 0.090(6) 0.049(6) 0.039(5) 0.061(6) C102 0.138(8) 0.102(8) 0.098(7) 0.012(6) 0.048(6) 0.031(7) C103 0.114(7) 0.109(9) 0.112(8) -0.008(7) 0.003(6) 0.061(7) C104 0.177(11) 0.099(8) 0.160(11) 0.058(8) -0.017(9) 0.059(8) C105 0.159(10) 0.183(13) 0.092(7) 0.062(8) 0.040(7) 0.073(9) N106 0.071(3) 0.068(4) 0.052(3) 0.011(3) 0.014(3) 0.030(3) C107 0.066(4) 0.080(5) 0.075(4) 0.020(4) 0.012(3) 0.033(4) C108 0.078(4) 0.099(6) 0.072(5) 0.024(4) 0.010(4) 0.041(4) C109 0.113(6) 0.082(5) 0.065(4) 0.019(4) 0.022(4) 0.061(5) C110 0.099(5) 0.074(5) 0.055(4) 0.014(3) 0.017(4) 0.039(4) C111 0.059(4) 0.096(6) 0.057(4) 0.024(4) 0.012(3) 0.027(4) _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 Ru C61 1.857(6) . ? Ru N21 2.041(4) . ? Ru N24 2.047(4) . ? Ru N22 2.055(4) . ? Ru N23 2.060(4) . ? Ru N63 2.185(5) . ? C1 N21 1.381(6) . ? C1 C20 1.418(7) . ? C1 C2 1.427(7) . ? C2 C3 1.358(7) . ? C2 H2 0.9500 . ? C3 C4 1.458(6) . ? C3 H3 0.9500 . ? C4 N21 1.360(6) . ? C4 C5 1.422(7) . ? C5 C6 1.425(7) . ? C5 C25 1.465(7) . ? C6 N22 1.343(6) . ? C6 C7 1.445(7) . ? C7 C8 1.361(7) . ? C7 H7 0.9500 . ? C8 C9 1.434(7) . ? C8 H8 0.9500 . ? C9 C10 1.390(7) . ? C9 N22 1.391(6) . ? C10 C11 1.401(7) . ? C10 C34 1.499(6) . ? C11 N23 1.376(6) . ? C11 C12 1.429(7) . ? C12 C13 1.354(7) . ? C12 H12 0.9500 . ? C13 C14 1.444(6) . ? C13 H13 0.9500 . ? C14 N23 1.365(6) . ? C14 C15 1.403(6) . ? C15 C16 1.404(6) . ? C15 C43 1.485(7) . ? C16 N24 1.370(6) . ? C16 C17 1.441(6) . ? C17 C18 1.324(7) . ? C17 H17 0.9500 . ? C18 C19 1.477(7) . ? C18 H18 0.9500 . ? C19 C20 1.368(7) . ? C19 N24 1.385(6) . ? C20 C52 1.518(7) . ? C25 C30 1.387(7) . ? C25 C26 1.392(8) . ? C26 C27 1.407(9) . ? C26 H26 0.9500 . ? C27 C28 1.361(9) . ? C27 H27 0.9500 . ? C28 C29 1.376(9) . ? C28 C31 1.488(9) . ? C29 C30 1.389(8) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 O32 1.231(9) . ? C31 O33 1.281(9) . ? O33 H33 0.9300 . ? C34 C35 1.372(8) . ? C34 C39 1.383(8) . ? C35 C36 1.372(8) . ? C35 H35 0.9500 . ? C36 C37 1.350(8) . ? C36 H36 0.9500 . ? C37 C38 1.328(9) . ? C37 C40 1.498(7) . ? C38 C39 1.396(8) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 O42 1.207(6) . ? C40 O41 1.292(7) . ? O41 H41 0.8400 . ? C43 C48 1.395(7) . ? C43 C44 1.399(7) . ? C44 C45 1.400(7) . ? C44 H44 0.9500 . ? C45 C46 1.375(7) . ? C45 H45 0.9500 . ? C46 C47 1.367(8) . ? C46 C49 1.481(7) . ? C47 C48 1.403(7) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 O51 1.229(6) . ? C49 O50 1.302(7) . ? O50 H50 0.8400 . ? C52 C53 1.380(8) . ? C52 C57 1.388(8) . ? C53 C54 1.391(7) . ? C53 H53 0.9500 . ? C54 C55 1.370(8) . ? C54 H54 0.9500 . ? C55 C56 1.401(8) . ? C55 C58 1.482(7) . ? C56 C57 1.382(7) . ? C56 H56 0.9500 . ? C57 H57 0.9500 . ? C58 O59 1.227(7) . ? C58 O60 1.307(7) . ? O60 H60 0.8400 . ? C61 O62 1.128(6) . ? N63 C68 1.330(7) . ? N63 C64 1.330(7) . ? C64 C65 1.372(9) . ? C64 H64 0.9500 . ? C65 C66 1.399(10) . ? C65 H65 0.9500 . ? C66 C67 1.413(9) . ? C66 H66 0.9500 . ? C67 C68 1.381(9) . ? C67 H67 0.9500 . ? C68 H68 0.9500 . ? N100 C101 1.270(10) . ? N100 C105 1.343(14) . ? C101 C102 1.304(12) . ? C101 H101 0.9500 . ? C102 C103 1.279(14) . ? C102 H102 0.9500 . ? C103 C104 1.388(15) . ? C103 H103 0.9500 . ? C104 C105 1.442(15) . ? C104 H104 0.9500 . ? C105 H105 0.9500 . ? N106 C111 1.331(8) . ? N106 C107 1.351(8) . ? C107 C108 1.392(9) . ? C107 H107 0.9500 . ? C108 C109 1.340(10) . ? C108 H108 0.9500 . ? C109 C110 1.388(10) . ? C109 H109 0.9500 . ? C110 C111 1.361(9) . ? C110 H110 0.9500 . ? C111 H111 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 C61 Ru N21 91.88(19) . . ? C61 Ru N24 92.01(19) . . ? N21 Ru N24 90.72(15) . . ? C61 Ru N22 90.86(19) . . ? N21 Ru N22 89.30(15) . . ? N24 Ru N22 177.13(17) . . ? C61 Ru N23 91.76(19) . . ? N21 Ru N23 176.35(17) . . ? N24 Ru N23 89.42(15) . . ? N22 Ru N23 90.38(15) . . ? C61 Ru N63 178.8(2) . . ? N21 Ru N63 87.08(16) . . ? N24 Ru N63 88.59(16) . . ? N22 Ru N63 88.54(16) . . ? N23 Ru N63 89.28(16) . . ? N21 C1 C20 124.5(4) . . ? N21 C1 C2 110.1(4) . . ? C20 C1 C2 125.3(4) . . ? C3 C2 C1 107.5(4) . . ? C3 C2 H2 126.3 . . ? C1 C2 H2 126.3 . . ? C2 C3 C4 106.1(4) . . ? C2 C3 H3 127.0 . . ? C4 C3 H3 127.0 . . ? N21 C4 C5 126.0(4) . . ? N21 C4 C3 110.1(4) . . ? C5 C4 C3 123.9(5) . . ? C4 C5 C6 123.8(5) . . ? C4 C5 C25 117.2(4) . . ? C6 C5 C25 119.0(4) . . ? N22 C6 C5 125.8(4) . . ? N22 C6 C7 111.1(4) . . ? C5 C6 C7 123.0(5) . . ? C8 C7 C6 105.3(4) . . ? C8 C7 H7 127.3 . . ? C6 C7 H7 127.3 . . ? C7 C8 C9 108.4(4) . . ? C7 C8 H8 125.8 . . ? C9 C8 H8 125.8 . . ? C10 C9 N22 126.0(4) . . ? C10 C9 C8 125.8(4) . . ? N22 C9 C8 108.3(4) . . ? C9 C10 C11 126.3(4) . . ? C9 C10 C34 116.3(4) . . ? C11 C10 C34 117.4(4) . . ? N23 C11 C10 125.6(4) . . ? N23 C11 C12 108.7(4) . . ? C10 C11 C12 125.7(4) . . ? C13 C12 C11 108.1(4) . . ? C13 C12 H12 126.0 . . ? C11 C12 H12 126.0 . . ? C12 C13 C14 106.6(4) . . ? C12 C13 H13 126.7 . . ? C14 C13 H13 126.7 . . ? N23 C14 C15 126.2(4) . . ? N23 C14 C13 109.1(4) . . ? C15 C14 C13 124.6(4) . . ? C14 C15 C16 125.2(5) . . ? C14 C15 C43 117.7(4) . . ? C16 C15 C43 117.1(4) . . ? N24 C16 C15 125.3(4) . . ? N24 C16 C17 108.8(4) . . ? C15 C16 C17 126.0(5) . . ? C18 C17 C16 108.6(5) . . ? C18 C17 H17 125.7 . . ? C16 C17 H17 125.7 . . ? C17 C18 C19 107.4(4) . . ? C17 C18 H18 126.3 . . ? C19 C18 H18 126.3 . . ? C20 C19 N24 127.2(4) . . ? C20 C19 C18 125.5(4) . . ? N24 C19 C18 107.3(4) . . ? C19 C20 C1 126.0(4) . . ? C19 C20 C52 117.5(4) . . ? C1 C20 C52 116.5(4) . . ? C4 N21 C1 106.2(4) . . ? C4 N21 Ru 127.1(3) . . ? C1 N21 Ru 126.6(3) . . ? C6 N22 C9 106.9(4) . . ? C6 N22 Ru 127.5(3) . . ? C9 N22 Ru 125.6(3) . . ? C14 N23 C11 107.5(4) . . ? C14 N23 Ru 126.3(3) . . ? C11 N23 Ru 126.2(3) . . ? C16 N24 C19 107.8(4) . . ? C16 N24 Ru 127.3(3) . . ? C19 N24 Ru 124.9(3) . . ? C30 C25 C26 116.8(5) . . ? C30 C25 C5 121.9(5) . . ? C26 C25 C5 121.2(5) . . ? C25 C26 C27 122.8(6) . . ? C25 C26 H26 118.6 . . ? C27 C26 H26 118.6 . . ? C28 C27 C26 117.9(7) . . ? C28 C27 H27 121.0 . . ? C26 C27 H27 121.0 . . ? C27 C28 C29 120.9(6) . . ? C27 C28 C31 118.6(7) . . ? C29 C28 C31 120.4(6) . . ? C28 C29 C30 120.5(6) . . ? C28 C29 H29 119.7 . . ? C30 C29 H29 119.7 . . ? C25 C30 C29 120.8(6) . . ? C25 C30 H30 119.6 . . ? C29 C30 H30 119.6 . . ? O32 C31 O33 123.9(7) . . ? O32 C31 C28 121.5(7) . . ? O33 C31 C28 114.6(8) . . ? C31 O33 H33 120.4 . . ? C35 C34 C39 117.5(5) . . ? C35 C34 C10 121.0(5) . . ? C39 C34 C10 121.5(5) . . ? C34 C35 C36 120.1(6) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C37 C36 C35 122.4(6) . . ? C37 C36 H36 118.8 . . ? C35 C36 H36 118.8 . . ? C38 C37 C36 118.2(5) . . ? C38 C37 C40 117.6(5) . . ? C36 C37 C40 124.1(6) . . ? C37 C38 C39 121.8(6) . . ? C37 C38 H38 119.1 . . ? C39 C38 H38 119.1 . . ? C34 C39 C38 119.9(6) . . ? C34 C39 H39 120.0 . . ? C38 C39 H39 120.0 . . ? O42 C40 O41 123.6(5) . . ? O42 C40 C37 122.0(5) . . ? O41 C40 C37 114.4(5) . . ? C40 O41 H41 109.5 . . ? C48 C43 C44 117.4(5) . . ? C48 C43 C15 121.0(5) . . ? C44 C43 C15 121.6(5) . . ? C43 C44 C45 121.0(5) . . ? C43 C44 H44 119.5 . . ? C45 C44 H44 119.5 . . ? C46 C45 C44 120.5(5) . . ? C46 C45 H45 119.7 . . ? C44 C45 H45 119.7 . . ? C47 C46 C45 119.4(5) . . ? C47 C46 C49 119.7(5) . . ? C45 C46 C49 120.9(5) . . ? C46 C47 C48 120.8(5) . . ? C46 C47 H47 119.6 . . ? C48 C47 H47 119.6 . . ? C43 C48 C47 120.8(5) . . ? C43 C48 H48 119.6 . . ? C47 C48 H48 119.6 . . ? O51 C49 O50 122.5(5) . . ? O51 C49 C46 121.9(5) . . ? O50 C49 C46 115.5(5) . . ? C49 O50 H50 109.5 . . ? C53 C52 C57 119.6(5) . . ? C53 C52 C20 120.2(5) . . ? C57 C52 C20 120.2(5) . . ? C52 C53 C54 120.9(5) . . ? C52 C53 H53 119.6 . . ? C54 C53 H53 119.6 . . ? C55 C54 C53 119.5(5) . . ? C55 C54 H54 120.3 . . ? C53 C54 H54 120.3 . . ? C54 C55 C56 120.1(5) . . ? C54 C55 C58 120.7(5) . . ? C56 C55 C58 119.1(5) . . ? C57 C56 C55 120.0(5) . . ? C57 C56 H56 120.0 . . ? C55 C56 H56 120.0 . . ? C56 C57 C52 119.9(6) . . ? C56 C57 H57 120.0 . . ? C52 C57 H57 120.0 . . ? O59 C58 O60 123.3(5) . . ? O59 C58 C55 123.3(5) . . ? O60 C58 C55 113.4(5) . . ? C58 O60 H60 109.5 . . ? O62 C61 Ru 176.9(5) . . ? C68 N63 C64 118.6(5) . . ? C68 N63 Ru 120.7(4) . . ? C64 N63 Ru 120.7(4) . . ? N63 C64 C65 124.1(6) . . ? N63 C64 H64 118.0 . . ? C65 C64 H64 118.0 . . ? C64 C65 C66 117.9(6) . . ? C64 C65 H65 121.1 . . ? C66 C65 H65 121.1 . . ? C65 C66 C67 118.4(7) . . ? C65 C66 H66 120.8 . . ? C67 C66 H66 120.8 . . ? C68 C67 C66 118.3(7) . . ? C68 C67 H67 120.8 . . ? C66 C67 H67 120.8 . . ? N63 C68 C67 122.7(6) . . ? N63 C68 H68 118.6 . . ? C67 C68 H68 118.6 . . ? C101 N100 C105 117.8(8) . . ? N100 C101 C102 125.9(10) . . ? N100 C101 H101 117.1 . . ? C102 C101 H101 117.1 . . ? C103 C102 C101 121.0(11) . . ? C103 C102 H102 119.5 . . ? C101 C102 H102 119.5 . . ? C102 C103 C104 119.9(10) . . ? C102 C103 H103 120.1 . . ? C104 C103 H103 120.1 . . ? C103 C104 C105 116.1(10) . . ? C103 C104 H104 122.0 . . ? C105 C104 H104 122.0 . . ? N100 C105 C104 119.2(10) . . ? N100 C105 H105 120.4 . . ? C104 C105 H105 120.4 . . ? C111 N106 C107 115.9(6) . . ? N106 C107 C108 122.4(7) . . ? N106 C107 H107 118.8 . . ? C108 C107 H107 118.8 . . ? C109 C108 C107 119.2(7) . . ? C109 C108 H108 120.4 . . ? C107 C108 H108 120.4 . . ? C108 C109 C110 120.0(7) . . ? C108 C109 H109 120.0 . . ? C110 C109 H109 120.0 . . ? C111 C110 C109 117.1(7) . . ? C111 C110 H110 121.4 . . ? C109 C110 H110 121.4 . . ? N106 C111 C110 125.4(6) . . ? N106 C111 H111 117.3 . . ? C110 C111 H111 117.3 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O33 H33 N100 0.93 1.73 2.640(8) 166.8 . O50 H50 N106 0.84 1.80 2.625(6) 167.6 . O41 H41 O59 0.84 1.82 2.635(5) 164.4 1_656 O60 H60 O42 0.84 1.75 2.590(5) 173.6 1_454 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.837 _refine_diff_density_min -0.639 _refine_diff_density_rms 0.086 # Attachment 'so22fin.cif' data_Compound-4 _database_code_depnum_ccdc_archive 'CCDC 611950' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H28 N4 O8 Pd, 4(C2 H6 O S)' _chemical_formula_sum 'C56 H52 N4 O12 Pd S4' _chemical_formula_weight 1207.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P bca' 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 17.3027(2) _cell_length_b 14.0365(2) _cell_length_c 22.2494(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5403.70(12) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 7172 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.24 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2488 _exptl_absorpt_coefficient_mu 0.565 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7851 _exptl_absorpt_correction_T_max 0.8716 _exptl_absorpt_process_details 'Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 KappaCCD' _diffrn_measurement_method '1 deg. Phi scans' _diffrn_detector_area_resol_mean 12.8 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43072 _diffrn_reflns_av_R_equivalents 0.0490 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 28.24 _reflns_number_total 6608 _reflns_number_gt 4833 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Nonius B.V.' _computing_cell_refinement Denzo _computing_data_reduction 'Denzo & Scalepack' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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 fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0679P)^2^+6.1136P] 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 6608 _refine_ls_number_parameters 384 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1272 _refine_ls_wR_factor_gt 0.1133 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.002 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 Pd Pd 0.0000 0.0000 0.0000 0.01910(10) Uani 1 2 d S . . C1 C 0.15651(13) -0.07308(17) -0.04399(11) 0.0212(5) Uani 1 1 d . . . C2 C 0.23837(14) -0.05819(18) -0.03611(11) 0.0223(5) Uani 1 1 d . . . H2 H 0.2788 -0.0911 -0.0563 0.027 Uiso 1 1 calc R . . C3 C 0.24673(15) 0.01087(18) 0.00512(10) 0.0217(5) Uani 1 1 d . . . H3 H 0.2943 0.0364 0.0192 0.026 Uiso 1 1 calc R . . C4 C 0.17050(13) 0.03935(18) 0.02426(11) 0.0204(5) Uani 1 1 d . . . C5 C 0.15516(14) 0.10934(18) 0.06728(11) 0.0213(5) Uani 1 1 d . . . C6 C 0.08150(14) 0.13467(18) 0.08708(11) 0.0221(5) Uani 1 1 d . . . C7 C 0.06599(15) 0.20289(18) 0.13401(12) 0.0246(5) Uani 1 1 d . . . H7 H 0.1033 0.2377 0.1564 0.030 Uiso 1 1 calc R . . C8 C -0.01142(15) 0.20797(19) 0.14016(12) 0.0254(5) Uani 1 1 d . . . H8 H -0.0387 0.2464 0.1682 0.030 Uiso 1 1 calc R . . C9 C -0.04517(14) 0.14470(18) 0.09666(11) 0.0220(5) Uani 1 1 d . . . C10 C -0.12434(14) 0.13564(18) 0.08580(11) 0.0212(5) Uani 1 1 d . . . N11 N 0.11622(12) -0.01246(15) -0.00645(9) 0.0192(4) Uani 1 1 d . . . N12 N 0.01267(11) 0.09882(15) 0.06538(9) 0.0199(4) Uani 1 1 d . . . C13 C 0.22189(13) 0.16229(18) 0.09385(11) 0.0217(5) Uani 1 1 d . . . C14 C 0.27482(14) 0.11755(19) 0.13204(11) 0.0248(5) Uani 1 1 d . . . H14 H 0.2697 0.0516 0.1407 0.030 Uiso 1 1 calc R . . C15 C 0.33500(14) 0.16952(19) 0.15737(12) 0.0257(5) Uani 1 1 d . . . H15 H 0.3712 0.1387 0.1829 0.031 Uiso 1 1 calc R . . C16 C 0.34258(14) 0.26652(19) 0.14552(11) 0.0255(5) Uani 1 1 d . . . C17 C 0.29095(15) 0.3112(2) 0.10627(12) 0.0275(6) Uani 1 1 d . . . H17 H 0.2965 0.3770 0.0972 0.033 Uiso 1 1 calc R . . C18 C 0.23155(15) 0.25883(19) 0.08070(12) 0.0257(5) Uani 1 1 d . . . H18 H 0.1968 0.2891 0.0538 0.031 Uiso 1 1 calc R . . C19 C 0.40408(16) 0.3216(2) 0.17731(12) 0.0297(6) Uani 1 1 d . . . O20 O 0.45084(12) 0.28490(15) 0.21085(10) 0.0413(5) Uani 1 1 d . . . O21 O 0.40100(12) 0.41484(15) 0.16558(10) 0.0393(5) Uani 1 1 d . . . H21 H 0.4350 0.4433 0.1857 0.059 Uiso 1 1 calc R . . C22 C -0.17834(14) 0.19924(18) 0.11998(11) 0.0227(5) Uani 1 1 d . . . C23 C -0.21739(15) 0.27206(19) 0.08984(12) 0.0280(6) Uani 1 1 d . . . H23 H -0.2093 0.2807 0.0480 0.034 Uiso 1 1 calc R . . C24 C -0.26790(15) 0.3320(2) 0.12016(13) 0.0287(6) Uani 1 1 d . . . H24 H -0.2936 0.3816 0.0991 0.034 Uiso 1 1 calc R . . C25 C -0.28096(14) 0.31930(18) 0.18162(12) 0.0255(5) Uani 1 1 d . . . C26 C -0.24251(15) 0.2471(2) 0.21168(12) 0.0276(6) Uani 1 1 d . . . H26 H -0.2511 0.2381 0.2535 0.033 Uiso 1 1 calc R . . C27 C -0.19149(15) 0.1878(2) 0.18133(12) 0.0279(6) Uani 1 1 d . . . H27 H -0.1653 0.1388 0.2026 0.033 Uiso 1 1 calc R . . C28 C -0.33820(15) 0.37835(19) 0.21542(13) 0.0298(6) Uani 1 1 d . . . O29 O -0.35159(13) 0.36803(17) 0.26837(10) 0.0456(6) Uani 1 1 d . . . O30 O -0.37424(12) 0.44101(15) 0.18052(10) 0.0394(5) Uani 1 1 d . . . H30 H -0.4069 0.4712 0.2010 0.059 Uiso 1 1 calc R . . O31 O -0.00113(10) 0.01729(15) 0.22726(11) 0.0358(5) Uani 1 1 d . . . S32 S 0.01557(4) 0.04540(5) 0.29244(4) 0.03706(19) Uani 1 1 d . . . C33 C 0.09848(19) 0.1177(3) 0.28870(15) 0.0477(8) Uani 1 1 d . . . H33A H 0.1373 0.0871 0.2631 0.072 Uiso 1 1 calc R . . H33B H 0.1196 0.1265 0.3292 0.072 Uiso 1 1 calc R . . H33C H 0.0847 0.1799 0.2717 0.072 Uiso 1 1 calc R . . C34 C 0.0531(4) -0.0567(3) 0.3254(2) 0.0864(17) Uani 1 1 d . . . H34A H 0.0138 -0.1070 0.3253 0.130 Uiso 1 1 calc R . . H34B H 0.0684 -0.0428 0.3669 0.130 Uiso 1 1 calc R . . H34C H 0.0984 -0.0781 0.3026 0.130 Uiso 1 1 calc R . . O35 O 0.57454(15) 0.0809(2) 0.06087(12) 0.0567(8) Uani 0.917(3) 1 d P A 1 S36 S 0.54865(5) 0.15884(8) 0.02045(4) 0.0442(3) Uani 0.917(3) 1 d P A 1 C37 C 0.4494(2) 0.1408(3) 0.0070(2) 0.0524(11) Uani 0.917(3) 1 d P A 1 H37A H 0.4423 0.0828 -0.0169 0.079 Uiso 0.917(3) 1 calc PR A 1 H37B H 0.4284 0.1955 -0.0150 0.079 Uiso 0.917(3) 1 calc PR A 1 H37C H 0.4223 0.1341 0.0454 0.079 Uiso 0.917(3) 1 calc PR A 1 C38 C 0.5383(3) 0.2622(3) 0.06815(19) 0.0541(11) Uani 0.917(3) 1 d P A 1 H38A H 0.5129 0.2437 0.1058 0.081 Uiso 0.917(3) 1 calc PR A 1 H38B H 0.5069 0.3103 0.0476 0.081 Uiso 0.917(3) 1 calc PR A 1 H38C H 0.5894 0.2887 0.0770 0.081 Uiso 0.917(3) 1 calc PR A 1 O35' O 0.5757(13) 0.0779(17) 0.0636(10) 0.0374(4) Uiso 0.083(3) 1 d P A 2 S36' S 0.5053(6) 0.1496(9) 0.0615(5) 0.056(4) Uani 0.083(3) 1 d P A 2 C37' C 0.447(2) 0.144(3) 0.0056(17) 0.0519(5) Uiso 0.083(3) 1 d P A 2 H37D H 0.4740 0.1631 -0.0312 0.075 Uiso 0.083(3) 1 calc PR A 2 H37E H 0.4032 0.1872 0.0126 0.075 Uiso 0.083(3) 1 calc PR A 2 H37F H 0.4279 0.0787 0.0013 0.075 Uiso 0.083(3) 1 calc PR A 2 C38' C 0.550(2) 0.239(3) 0.052(2) 0.0565(5) Uiso 0.083(3) 1 d P A 2 H38D H 0.5371 0.2851 0.0832 0.084 Uiso 0.083(3) 1 calc PR A 2 H38E H 0.5365 0.2659 0.0123 0.084 Uiso 0.083(3) 1 calc PR A 2 H38F H 0.6053 0.2251 0.0528 0.084 Uiso 0.083(3) 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 Pd 0.01607(15) 0.02109(15) 0.02016(15) -0.00110(10) -0.00013(10) 0.00122(10) C1 0.0160(11) 0.0240(12) 0.0236(12) 0.0030(10) 0.0011(9) 0.0024(9) C2 0.0187(12) 0.0234(12) 0.0248(12) 0.0003(10) 0.0011(10) 0.0014(9) C3 0.0127(11) 0.0291(14) 0.0232(13) 0.0038(10) -0.0007(9) 0.0008(9) C4 0.0157(11) 0.0241(12) 0.0216(12) 0.0021(10) -0.0009(9) -0.0012(9) C5 0.0191(12) 0.0247(12) 0.0201(12) 0.0014(10) -0.0032(9) 0.0003(10) C6 0.0235(12) 0.0229(12) 0.0199(12) 0.0022(10) -0.0024(10) -0.0006(10) C7 0.0255(13) 0.0253(13) 0.0230(12) -0.0028(10) -0.0024(10) -0.0008(10) C8 0.0255(13) 0.0257(13) 0.0250(13) -0.0052(11) 0.0009(10) 0.0002(10) C9 0.0230(12) 0.0217(12) 0.0212(12) -0.0009(10) 0.0036(10) 0.0020(10) C10 0.0202(12) 0.0227(12) 0.0208(12) -0.0003(10) 0.0029(9) 0.0012(9) N11 0.0113(9) 0.0254(11) 0.0209(11) -0.0001(8) -0.0002(7) 0.0004(8) N12 0.0179(10) 0.0218(10) 0.0198(10) -0.0038(8) -0.0003(8) -0.0002(8) C13 0.0163(11) 0.0260(13) 0.0228(12) -0.0027(10) 0.0001(9) 0.0007(10) C14 0.0249(13) 0.0244(13) 0.0252(13) -0.0016(10) -0.0021(10) 0.0034(10) C15 0.0203(12) 0.0320(14) 0.0246(13) -0.0038(11) -0.0059(10) 0.0038(10) C16 0.0206(12) 0.0324(14) 0.0236(13) -0.0036(11) -0.0015(10) -0.0017(10) C17 0.0273(13) 0.0268(13) 0.0286(14) -0.0002(11) -0.0003(11) -0.0056(11) C18 0.0233(12) 0.0296(14) 0.0240(13) 0.0035(11) -0.0048(10) -0.0012(10) C19 0.0255(13) 0.0335(15) 0.0300(14) -0.0057(12) -0.0035(11) -0.0022(11) O20 0.0356(11) 0.0386(12) 0.0497(13) -0.0055(10) -0.0195(10) -0.0010(9) O21 0.0390(12) 0.0339(11) 0.0452(13) -0.0001(10) -0.0134(10) -0.0088(9) C22 0.0161(11) 0.0247(13) 0.0275(13) -0.0027(10) 0.0024(10) 0.0005(10) C23 0.0284(14) 0.0301(14) 0.0255(13) 0.0037(11) 0.0073(11) 0.0028(11) C24 0.0246(13) 0.0271(14) 0.0343(14) 0.0056(11) 0.0072(11) 0.0049(11) C25 0.0227(12) 0.0238(13) 0.0299(13) -0.0025(11) 0.0061(10) 0.0003(10) C26 0.0288(13) 0.0317(14) 0.0223(12) -0.0036(11) 0.0013(10) 0.0041(11) C27 0.0283(13) 0.0290(14) 0.0264(13) 0.0016(11) 0.0008(11) 0.0054(11) C28 0.0233(13) 0.0277(14) 0.0384(16) -0.0043(12) 0.0062(12) 0.0013(11) O29 0.0455(13) 0.0561(14) 0.0352(12) -0.0035(10) 0.0124(10) 0.0190(11) O30 0.0359(11) 0.0342(11) 0.0481(13) 0.0045(10) 0.0138(9) 0.0146(9) O31 0.0224(10) 0.0338(11) 0.0512(14) -0.0100(10) -0.0012(9) -0.0015(8) S32 0.0351(4) 0.0275(4) 0.0485(5) -0.0082(3) 0.0145(3) -0.0039(3) C33 0.0415(18) 0.062(2) 0.0398(18) -0.0024(16) -0.0011(14) -0.0187(16) C34 0.167(5) 0.037(2) 0.055(3) 0.0004(19) 0.004(3) 0.007(3) O35 0.0437(15) 0.074(2) 0.0523(16) 0.0042(15) -0.0080(12) 0.0228(14) S36 0.0303(5) 0.0687(7) 0.0336(5) 0.0124(5) 0.0055(3) -0.0047(4) C37 0.0282(18) 0.059(3) 0.070(3) 0.005(2) -0.0166(17) 0.0063(17) C38 0.063(3) 0.045(2) 0.054(2) 0.0083(19) -0.011(2) -0.007(2) S36' 0.049(6) 0.063(7) 0.056(7) 0.021(5) 0.027(5) 0.011(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 Pd N12 2.022(2) . ? Pd N12 2.022(2) 5 ? Pd N11 2.024(2) . ? Pd N11 2.024(2) 5 ? C1 N11 1.381(3) . ? C1 C10 1.395(3) 5 ? C1 C2 1.442(3) . ? C2 C3 1.342(3) . ? C2 H2 0.9500 . ? C3 C4 1.443(3) . ? C3 H3 0.9500 . ? C4 N11 1.370(3) . ? C4 C5 1.397(4) . ? C5 C6 1.395(3) . ? C5 C13 1.495(3) . ? C6 N12 1.380(3) . ? C6 C7 1.442(4) . ? C7 C8 1.348(3) . ? C7 H7 0.9500 . ? C8 C9 1.438(4) . ? C8 H8 0.9500 . ? C9 N12 1.379(3) . ? C9 C10 1.397(3) . ? C10 C1 1.395(3) 5 ? C10 C22 1.499(3) . ? C13 C18 1.396(4) . ? C13 C14 1.398(3) . ? C14 C15 1.391(4) . ? C14 H14 0.9500 . ? C15 C16 1.393(4) . ? C15 H15 0.9500 . ? C16 C17 1.398(4) . ? C16 C19 1.494(4) . ? C17 C18 1.386(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 O20 1.215(3) . ? C19 O21 1.335(3) . ? O21 H21 0.8400 . ? C22 C27 1.393(4) . ? C22 C23 1.397(4) . ? C23 C24 1.388(4) . ? C23 H23 0.9500 . ? C24 C25 1.397(4) . ? C24 H24 0.9500 . ? C25 C26 1.384(4) . ? C25 C28 1.494(4) . ? C26 C27 1.389(4) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 O29 1.209(3) . ? C28 O30 1.329(3) . ? O30 H30 0.8400 . ? O31 S32 1.530(3) . ? S32 C34 1.736(4) . ? S32 C33 1.759(3) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? O35 S36 1.485(3) . ? S36 C37 1.761(4) . ? S36 C38 1.806(4) . ? O35' S36' 1.58(2) . ? S36' C38' 1.49(4) . ? S36' C37' 1.60(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N12 Pd N12 180.0 . 5 ? N12 Pd N11 90.15(8) . . ? N12 Pd N11 89.85(8) 5 . ? N12 Pd N11 89.85(8) . 5 ? N12 Pd N11 90.15(8) 5 5 ? N11 Pd N11 180.0 . 5 ? N11 C1 C10 126.1(2) . 5 ? N11 C1 C2 109.4(2) . . ? C10 C1 C2 124.3(2) 5 . ? C3 C2 C1 107.1(2) . . ? C3 C2 H2 126.5 . . ? C1 C2 H2 126.5 . . ? C2 C3 C4 107.7(2) . . ? C2 C3 H3 126.2 . . ? C4 C3 H3 126.2 . . ? N11 C4 C5 125.8(2) . . ? N11 C4 C3 109.4(2) . . ? C5 C4 C3 124.8(2) . . ? C6 C5 C4 124.7(2) . . ? C6 C5 C13 117.0(2) . . ? C4 C5 C13 118.3(2) . . ? N12 C6 C5 125.8(2) . . ? N12 C6 C7 109.6(2) . . ? C5 C6 C7 124.6(2) . . ? C8 C7 C6 107.1(2) . . ? C8 C7 H7 126.5 . . ? C6 C7 H7 126.5 . . ? C7 C8 C9 107.6(2) . . ? C7 C8 H8 126.2 . . ? C9 C8 H8 126.2 . . ? N12 C9 C10 125.6(2) . . ? N12 C9 C8 109.5(2) . . ? C10 C9 C8 124.8(2) . . ? C1 C10 C9 124.3(2) 5 . ? C1 C10 C22 117.7(2) 5 . ? C9 C10 C22 118.0(2) . . ? C4 N11 C1 106.4(2) . . ? C4 N11 Pd 126.85(16) . . ? C1 N11 Pd 126.71(16) . . ? C9 N12 C6 106.2(2) . . ? C9 N12 Pd 127.23(16) . . ? C6 N12 Pd 126.54(16) . . ? C18 C13 C14 119.0(2) . . ? C18 C13 C5 119.5(2) . . ? C14 C13 C5 121.5(2) . . ? C15 C14 C13 120.1(2) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.4(2) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C17 119.8(2) . . ? C15 C16 C19 118.9(2) . . ? C17 C16 C19 121.2(2) . . ? C18 C17 C16 119.5(3) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C13 121.2(2) . . ? C17 C18 H18 119.4 . . ? C13 C18 H18 119.4 . . ? O20 C19 O21 124.2(3) . . ? O20 C19 C16 123.1(3) . . ? O21 C19 C16 112.7(2) . . ? C19 O21 H21 109.5 . . ? C27 C22 C23 118.4(2) . . ? C27 C22 C10 122.0(2) . . ? C23 C22 C10 119.6(2) . . ? C24 C23 C22 121.0(2) . . ? C24 C23 H23 119.5 . . ? C22 C23 H23 119.5 . . ? C23 C24 C25 120.0(3) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C26 C25 C24 119.2(2) . . ? C26 C25 C28 118.8(2) . . ? C24 C25 C28 121.9(2) . . ? C25 C26 C27 120.6(3) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C22 120.7(3) . . ? C26 C27 H27 119.6 . . ? C22 C27 H27 119.6 . . ? O29 C28 O30 124.0(3) . . ? O29 C28 C25 123.4(3) . . ? O30 C28 C25 112.6(2) . . ? C28 O30 H30 109.5 . . ? O31 S32 C34 104.95(17) . . ? O31 S32 C33 104.94(14) . . ? C34 S32 C33 101.0(2) . . ? S32 C33 H33A 109.5 . . ? S32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? S32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? S32 C34 H34A 109.5 . . ? S32 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? S32 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O35 S36 C37 106.9(2) . . ? O35 S36 C38 105.40(18) . . ? C37 S36 C38 96.8(2) . . ? C38' S36' O35' 98.2(19) . . ? C38' S36' C37' 105(2) . . ? O35' S36' C37' 118.6(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O21 H21 O31 0.84 1.80 2.637(3) 173.0 7_665 O30 H30 O31 0.84 1.81 2.623(3) 160.8 7_565 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.24 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.767 _refine_diff_density_min -0.930 _refine_diff_density_rms 0.086 # Attachment 'so24fin.cif' data_Compound-3 _database_code_depnum_ccdc_archive 'CCDC 611951' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H35 N5 O10 Ru, 2(C7 H7 N O)' _chemical_formula_sum 'C70 H49 N7 O12 Ru' _chemical_formula_weight 1281.23 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' O O 0.0106 0.0060 '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' Ru Ru -1.2594 0.8363 '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 10.3278(5) _cell_length_b 11.8814(5) _cell_length_c 18.0329(9) _cell_angle_alpha 100.3053(15) _cell_angle_beta 104.992(2) _cell_angle_gamma 98.599(2) _cell_volume 2057.87(17) _cell_formula_units_Z 1 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 5914 _cell_measurement_theta_min 1.41 _cell_measurement_theta_max 26.02 _exptl_crystal_description needles _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.034 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 658 _exptl_absorpt_coefficient_mu 0.243 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9306 _exptl_absorpt_correction_T_max 0.9879 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 KappaCCD' _diffrn_measurement_method '0.4 deg. Phi & Omega scans' _diffrn_detector_area_resol_mean 12.8 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13123 _diffrn_reflns_av_R_equivalents 0.0790 _diffrn_reflns_av_sigmaI/netI 0.0909 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7123 _reflns_number_gt 5340 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Nonius B.V.' _computing_cell_refinement Denzo _computing_data_reduction Denzo _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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 final refinement calculations were done after the Squeeze procedure in order to subtract the contribution of the severely disordered solvent from the diffraction data. In addition, the structural model contains orientationally disordered porphyrin species wherein the CO and 4-acetylpyridyl ligands axially coordinated to the Ru ion are oriented randomly in the two axial directions with equal occupancies. Similar disorder was observed when the structure was refined in space group P1, with no improvement of the convergence. Correspondingly, it was preferred to carry out the refinement in the centrosymmetric space group P-1, with the metalloporphyrin species located on and disordered about the inversion centers. The volume of the solvent accessible voids was assessed to be 621 \%A^3^, about 30% of the crystal volume. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1194P)^2^+0.6334P] 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 0.0069(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7123 _refine_ls_number_parameters 440 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0990 _refine_ls_R_factor_gt 0.0757 _refine_ls_wR_factor_ref 0.2065 _refine_ls_wR_factor_gt 0.1936 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.089 _refine_ls_shift/su_mean 0.003 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 Ru Ru 1.0000 0.0000 0.5000 0.0364(2) Uani 1 2 d S . . C1 C 0.6919(5) -0.1095(4) 0.4349(3) 0.0450(12) Uani 1 1 d . . . C2 C 0.5747(5) -0.1159(5) 0.3703(3) 0.0536(14) Uani 1 1 d . A . H2 H 0.4851 -0.1595 0.3618 0.064 Uiso 1 1 calc R . . C3 C 0.6130(5) -0.0502(5) 0.3241(3) 0.0540(14) Uani 1 1 d . . . H3 H 0.5555 -0.0376 0.2772 0.065 Uiso 1 1 calc R A . C4 C 0.7571(5) -0.0017(4) 0.3579(3) 0.0417(11) Uani 1 1 d . A . C5 C 0.8368(5) 0.0749(4) 0.3287(3) 0.0440(11) Uani 1 1 d . . . C6 C 1.0227(5) -0.1227(4) 0.6377(3) 0.0426(11) Uani 1 1 d . . . C7 C 0.9397(5) -0.1963(5) 0.6713(3) 0.0504(13) Uani 1 1 d . A . H7 H 0.9703 -0.2224 0.7185 0.060 Uiso 1 1 calc R . . C8 C 0.8108(5) -0.2205(5) 0.6229(3) 0.0516(13) Uani 1 1 d . . . H8 H 0.7338 -0.2678 0.6296 0.062 Uiso 1 1 calc R A . C9 C 0.8096(5) -0.1621(4) 0.5590(3) 0.0447(12) Uani 1 1 d . A . C10 C 0.6957(5) -0.1650(4) 0.4978(3) 0.0429(11) Uani 1 1 d . A . N11 N 0.8043(4) -0.0402(3) 0.4256(2) 0.0414(9) Uani 1 1 d . A . N12 N 0.9414(4) -0.1029(3) 0.5701(2) 0.0424(9) Uani 1 1 d . A . C13 C 0.7676(5) 0.1148(4) 0.2569(3) 0.0454(12) Uani 1 1 d . A . C14 C 0.7045(6) 0.0377(5) 0.1844(3) 0.0559(14) Uani 1 1 d . . . H14 H 0.7018 -0.0436 0.1800 0.067 Uiso 1 1 calc R A . C15 C 0.6447(6) 0.0776(5) 0.1175(4) 0.0610(15) Uani 1 1 d . A . H15 H 0.5999 0.0236 0.0685 0.073 Uiso 1 1 calc R . . C16 C 0.6516(6) 0.1959(5) 0.1234(3) 0.0544(13) Uani 1 1 d . . . C17 C 0.7122(6) 0.2730(5) 0.1959(4) 0.0586(14) Uani 1 1 d . A . H17 H 0.7160 0.3543 0.2000 0.070 Uiso 1 1 calc R . . C18 C 0.7676(5) 0.2332(5) 0.2626(3) 0.0530(13) Uani 1 1 d . . . H18 H 0.8056 0.2870 0.3123 0.064 Uiso 1 1 calc R A . C19 C 0.5964(7) 0.2389(6) 0.0514(4) 0.0723(18) Uani 1 1 d . A . O20 O 0.555(3) 0.1658(14) -0.0158(9) 0.076(6) Uiso 0.41(4) 1 d P . . O20' O 0.5062(15) 0.1837(8) -0.0066(5) 0.063(4) Uiso 0.59(4) 1 d P A . O21 O 0.6387(6) 0.3522(4) 0.0607(3) 0.0905(15) Uani 1 1 d . . . H21 H 0.6153 0.3702 0.0168 0.136 Uiso 1 1 calc R A . C22 C 0.5611(5) -0.2328(4) 0.4990(3) 0.0444(12) Uani 1 1 d . . . C23 C 0.5157(5) -0.3490(5) 0.4632(4) 0.0603(16) Uani 1 1 d . A . H23 H 0.5708 -0.3883 0.4372 0.072 Uiso 1 1 calc R . . C24 C 0.3913(6) -0.4108(5) 0.4640(4) 0.0612(15) Uani 1 1 d . . . H24 H 0.3614 -0.4912 0.4383 0.073 Uiso 1 1 calc R A . C25 C 0.3100(5) -0.3536(4) 0.5029(3) 0.0415(11) Uani 1 1 d . A . C26 C 0.3553(5) -0.2392(5) 0.5397(3) 0.0506(13) Uani 1 1 d . . . H26 H 0.3011 -0.2010 0.5670 0.061 Uiso 1 1 calc R A . C27 C 0.4798(5) -0.1760(5) 0.5383(4) 0.0542(14) Uani 1 1 d . A . H27 H 0.5091 -0.0954 0.5638 0.065 Uiso 1 1 calc R . . C28 C 0.1758(5) -0.4186(4) 0.5040(3) 0.0433(11) Uani 1 1 d . . . O29 O 0.1062(3) -0.3715(3) 0.5413(2) 0.0465(8) Uani 1 1 d . A . O30 O 0.1389(4) -0.5253(3) 0.4630(3) 0.0604(10) Uani 1 1 d . A . H30 H 0.0582 -0.5527 0.4615 0.091 Uiso 1 1 calc R . . N31 N 0.9602(6) 0.1462(4) 0.5746(4) 0.087(6) Uani 0.50 1 d PG A 1 C32 C 0.8454(5) 0.1307(4) 0.6013(4) 0.049(2) Uani 0.50 1 d PG A 1 H32 H 0.7837 0.0571 0.5851 0.043 Uiso 0.50 1 calc PR A 1 C33 C 0.8211(5) 0.2229(5) 0.6516(4) 0.039(2) Uani 0.50 1 d PG A 1 H33 H 0.7427 0.2124 0.6698 0.047 Uiso 0.50 1 calc PR A 1 C34 C 0.9115(6) 0.3306(4) 0.6752(3) 0.040(2) Uani 0.50 1 d PG A 1 C35 C 1.0263(5) 0.3461(4) 0.6485(4) 0.038(2) Uani 0.50 1 d PG A 1 H35 H 1.0881 0.4196 0.6646 0.046 Uiso 0.50 1 calc PR A 1 C36 C 1.0506(5) 0.2538(5) 0.5982(4) 0.049(2) Uani 0.50 1 d PG A 1 H36 H 1.1291 0.2644 0.5799 0.041 Uiso 0.50 1 calc PR A 1 C37 C 0.8748(12) 0.4302(10) 0.7279(6) 0.052(3) Uani 0.50 1 d P A 1 O38 O 0.7685(9) 0.4125(8) 0.7448(6) 0.086(3) Uani 0.50 1 d P A 1 C39 C 0.9685(14) 0.5379(10) 0.7596(9) 0.073(4) Uani 0.50 1 d P A 1 H39A H 0.9338 0.5887 0.7957 0.109 Uiso 0.50 1 calc PR A 1 H39B H 0.9797 0.5753 0.7168 0.109 Uiso 0.50 1 calc PR A 1 H39C H 1.0571 0.5245 0.7885 0.109 Uiso 0.50 1 calc PR A 1 C31' C 0.9620(7) 0.1358(6) 0.5663(4) 0.104(7) Uiso 0.50 1 d P A 2 O32' O 0.9273(13) 0.1920(11) 0.5923(7) 0.110(4) Uiso 0.50 1 d P A 2 C40 C 0.4896(9) 0.4976(8) -0.2076(5) 0.088(2) Uani 1 1 d . . . C41 C 0.5980(9) 0.5596(9) -0.1476(6) 0.105(3) Uani 1 1 d . . . H41 H 0.6511 0.6292 -0.1521 0.126 Uiso 1 1 calc R . . C42 C 0.6304(10) 0.5185(9) -0.0782(6) 0.121(3) Uani 1 1 d . . . H42 H 0.7047 0.5629 -0.0346 0.145 Uiso 1 1 calc R . . N43 N 0.5611(8) 0.4206(6) -0.0716(4) 0.098(2) Uani 1 1 d . . . C44 C 0.4553(12) 0.3609(8) -0.1309(6) 0.126(4) Uani 1 1 d . . . H44 H 0.4065 0.2896 -0.1260 0.151 Uiso 1 1 calc R . . C45 C 0.4120(11) 0.3980(8) -0.2006(6) 0.114(3) Uani 1 1 d . . . H45 H 0.3322 0.3561 -0.2414 0.137 Uiso 1 1 calc R . . C46 C 0.4508(8) 0.5416(7) -0.2850(5) 0.085(2) Uani 1 1 d . . . C47 C 0.5436(9) 0.6360(12) -0.2941(7) 0.149(5) Uani 1 1 d . . . H47A H 0.5074 0.6533 -0.3457 0.223 Uiso 1 1 calc R . . H47B H 0.6326 0.6144 -0.2903 0.223 Uiso 1 1 calc R . . H47C H 0.5547 0.7053 -0.2525 0.223 Uiso 1 1 calc R . . O48 O 0.3411(7) 0.4960(5) -0.3326(3) 0.1016(17) 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 Ru 0.0266(3) 0.0377(3) 0.0463(4) 0.0124(2) 0.0151(2) -0.0001(2) C1 0.032(2) 0.045(3) 0.059(3) 0.014(2) 0.018(2) 0.000(2) C2 0.027(2) 0.061(3) 0.070(4) 0.023(3) 0.010(2) -0.002(2) C3 0.033(3) 0.070(4) 0.061(3) 0.025(3) 0.013(2) 0.001(2) C4 0.031(2) 0.046(3) 0.051(3) 0.016(2) 0.016(2) 0.004(2) C5 0.032(2) 0.050(3) 0.053(3) 0.016(2) 0.018(2) 0.004(2) C6 0.037(3) 0.043(3) 0.051(3) 0.013(2) 0.018(2) 0.005(2) C7 0.043(3) 0.053(3) 0.060(3) 0.026(3) 0.020(3) 0.001(2) C8 0.041(3) 0.052(3) 0.066(4) 0.022(3) 0.025(3) -0.003(2) C9 0.032(3) 0.048(3) 0.059(3) 0.019(2) 0.021(2) 0.003(2) C10 0.026(2) 0.044(3) 0.056(3) 0.011(2) 0.015(2) -0.003(2) N11 0.0273(19) 0.045(2) 0.055(3) 0.017(2) 0.0166(18) 0.0017(17) N12 0.0261(19) 0.047(2) 0.053(3) 0.014(2) 0.0134(18) -0.0018(17) C13 0.036(3) 0.053(3) 0.051(3) 0.019(3) 0.016(2) 0.007(2) C14 0.048(3) 0.058(3) 0.063(4) 0.018(3) 0.019(3) 0.003(3) C15 0.056(3) 0.067(4) 0.051(3) 0.014(3) 0.010(3) -0.003(3) C16 0.049(3) 0.063(4) 0.049(3) 0.015(3) 0.014(3) 0.004(3) C17 0.062(4) 0.059(3) 0.061(4) 0.020(3) 0.022(3) 0.016(3) C18 0.049(3) 0.064(3) 0.049(3) 0.015(3) 0.017(2) 0.010(3) C19 0.078(5) 0.072(4) 0.059(4) 0.015(3) 0.015(3) -0.002(3) O21 0.110(4) 0.088(4) 0.068(3) 0.038(3) 0.004(3) 0.018(3) C22 0.032(2) 0.049(3) 0.057(3) 0.019(2) 0.021(2) 0.001(2) C23 0.040(3) 0.047(3) 0.090(4) -0.007(3) 0.037(3) -0.010(2) C24 0.044(3) 0.050(3) 0.086(4) 0.002(3) 0.032(3) -0.007(2) C25 0.031(2) 0.046(3) 0.050(3) 0.017(2) 0.016(2) -0.002(2) C26 0.036(3) 0.049(3) 0.070(4) 0.009(3) 0.028(3) 0.001(2) C27 0.042(3) 0.045(3) 0.074(4) 0.008(3) 0.025(3) -0.004(2) C28 0.034(2) 0.047(3) 0.047(3) 0.012(2) 0.015(2) -0.004(2) O29 0.0318(17) 0.050(2) 0.056(2) 0.0101(17) 0.0189(16) -0.0050(15) O30 0.040(2) 0.051(2) 0.084(3) 0.003(2) 0.030(2) -0.0128(17) N31 0.076(9) 0.084(18) 0.107(15) 0.054(14) 0.034(10) 0.041(11) C32 0.047(4) 0.051(5) 0.049(6) 0.012(4) 0.013(4) -0.001(4) C33 0.027(4) 0.040(5) 0.047(6) 0.002(4) 0.014(4) 0.003(4) C34 0.028(4) 0.053(6) 0.041(5) 0.011(4) 0.008(4) 0.013(4) C35 0.039(5) 0.030(5) 0.047(6) 0.015(4) 0.012(4) 0.003(4) C36 0.047(4) 0.046(4) 0.052(6) 0.021(4) 0.014(4) -0.006(3) C37 0.060(7) 0.058(7) 0.036(6) -0.002(5) 0.013(5) 0.026(6) O38 0.064(6) 0.090(7) 0.100(7) -0.022(5) 0.054(5) 0.010(5) C39 0.082(9) 0.035(6) 0.091(10) 0.010(6) 0.021(7) -0.005(6) C40 0.085(5) 0.114(6) 0.080(5) 0.040(5) 0.033(4) 0.029(5) C41 0.076(5) 0.131(7) 0.116(7) 0.067(6) 0.022(5) 0.008(5) C42 0.103(7) 0.138(8) 0.121(8) 0.072(7) 0.019(6) -0.003(6) N43 0.116(6) 0.104(5) 0.081(4) 0.046(4) 0.020(4) 0.031(4) C44 0.165(10) 0.084(6) 0.091(6) 0.026(5) -0.019(7) 0.003(6) C45 0.126(8) 0.100(6) 0.096(6) 0.034(5) -0.001(6) 0.010(6) C46 0.062(4) 0.098(6) 0.101(6) 0.029(5) 0.028(4) 0.022(4) C47 0.089(6) 0.263(14) 0.176(10) 0.163(11) 0.080(7) 0.078(8) O48 0.100(4) 0.124(5) 0.087(4) 0.023(3) 0.028(3) 0.041(4) _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 Ru C31' 1.982(7) . ? Ru C31' 1.982(7) 2_756 ? Ru N11 2.047(4) . ? Ru N11 2.047(4) 2_756 ? Ru N12 2.046(4) . ? Ru N12 2.046(4) 2_756 ? Ru N31 2.158(4) 2_756 ? Ru N31 2.158(4) . ? C1 N11 1.385(6) . ? C1 C10 1.404(7) . ? C1 C2 1.429(7) . ? C2 C3 1.330(7) . ? C2 H2 0.9500 . ? C3 C4 1.438(7) . ? C3 H3 0.9500 . ? C4 N11 1.377(6) . ? C4 C5 1.398(6) . ? C5 C6 1.404(7) 2_756 ? C5 C13 1.500(7) . ? C6 N12 1.371(6) . ? C6 C5 1.404(7) 2_756 ? C6 C7 1.450(7) . ? C7 C8 1.346(8) . ? C7 H7 0.9500 . ? C8 C9 1.447(7) . ? C8 H8 0.9500 . ? C9 C10 1.381(7) . ? C9 N12 1.382(6) . ? C10 C22 1.507(6) . ? C13 C14 1.388(8) . ? C13 C18 1.393(7) . ? C14 C15 1.403(8) . ? C14 H14 0.9500 . ? C15 C16 1.381(8) . ? C15 H15 0.9500 . ? C16 C17 1.384(8) . ? C16 C19 1.487(8) . ? C17 C18 1.387(8) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 O20' 1.208(10) . ? C19 O20 1.284(18) . ? C19 O21 1.318(8) . ? O20 O20' 0.622(18) . ? O21 H21 0.8400 . ? C22 C23 1.369(7) . ? C22 C27 1.404(7) . ? C23 C24 1.385(7) . ? C23 H23 0.9500 . ? C24 C25 1.403(8) . ? C24 H24 0.9500 . ? C25 C26 1.354(7) . ? C25 C28 1.488(6) . ? C26 C27 1.397(7) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 O29 1.232(6) . ? C28 O30 1.294(6) . ? O30 H30 0.8400 . ? N31 C32 1.3900 . ? N31 C36 1.3900 . ? C32 C33 1.3900 . ? C32 H32 0.9500 . ? C33 C34 1.3900 . ? C33 H33 0.9500 . ? C34 C35 1.3900 . ? C34 C37 1.538(11) . ? C35 C36 1.3900 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 O38 1.212(14) . ? C37 C39 1.408(16) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C31' O32' 0.917(13) . ? C40 C41 1.345(12) . ? C40 C45 1.372(12) . ? C40 C46 1.555(11) . ? C41 C42 1.403(12) . ? C41 H41 0.9500 . ? C42 N43 1.314(10) . ? C42 H42 0.9500 . ? N43 C44 1.316(11) . ? C44 C45 1.392(12) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 O48 1.208(9) . ? C46 C47 1.425(12) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 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 C31' Ru C31' 179.998(1) . 2_756 ? C31' Ru N11 92.0(2) . . ? C31' Ru N11 88.0(2) 2_756 . ? C31' Ru N11 88.0(2) . 2_756 ? C31' Ru N11 92.0(2) 2_756 2_756 ? N11 Ru N11 179.996(1) . 2_756 ? C31' Ru N12 89.1(2) . . ? C31' Ru N12 90.9(2) 2_756 . ? N11 Ru N12 90.50(15) . . ? N11 Ru N12 89.50(15) 2_756 . ? C31' Ru N12 90.9(2) . 2_756 ? C31' Ru N12 89.1(2) 2_756 2_756 ? N11 Ru N12 89.50(15) . 2_756 ? N11 Ru N12 90.50(15) 2_756 2_756 ? N12 Ru N12 179.999(2) . 2_756 ? C31' Ru N31 178.66(19) . 2_756 ? C31' Ru N31 1.34(19) 2_756 2_756 ? N11 Ru N31 87.2(2) . 2_756 ? N11 Ru N31 92.8(2) 2_756 2_756 ? N12 Ru N31 92.0(2) . 2_756 ? N12 Ru N31 88.0(2) 2_756 2_756 ? C31' Ru N31 1.34(19) . . ? C31' Ru N31 178.66(19) 2_756 . ? N11 Ru N31 92.8(2) . . ? N11 Ru N31 87.2(2) 2_756 . ? N12 Ru N31 88.0(2) . . ? N12 Ru N31 92.0(2) 2_756 . ? N31 Ru N31 180.0 2_756 . ? N11 C1 C10 124.6(5) . . ? N11 C1 C2 108.9(4) . . ? C10 C1 C2 126.5(4) . . ? C3 C2 C1 108.0(4) . . ? C3 C2 H2 126.0 . . ? C1 C2 H2 126.0 . . ? C2 C3 C4 107.8(5) . . ? C2 C3 H3 126.1 . . ? C4 C3 H3 126.1 . . ? N11 C4 C5 125.0(4) . . ? N11 C4 C3 108.9(4) . . ? C5 C4 C3 126.1(5) . . ? C4 C5 C6 125.8(5) . 2_756 ? C4 C5 C13 118.4(4) . . ? C6 C5 C13 115.8(4) 2_756 . ? N12 C6 C5 125.4(4) . 2_756 ? N12 C6 C7 109.4(4) . . ? C5 C6 C7 125.1(5) 2_756 . ? C8 C7 C6 106.8(4) . . ? C8 C7 H7 126.6 . . ? C6 C7 H7 126.6 . . ? C7 C8 C9 108.2(4) . . ? C7 C8 H8 125.9 . . ? C9 C8 H8 125.9 . . ? C10 C9 N12 126.2(4) . . ? C10 C9 C8 125.5(4) . . ? N12 C9 C8 108.3(4) . . ? C9 C10 C1 126.6(4) . . ? C9 C10 C22 116.9(4) . . ? C1 C10 C22 116.5(4) . . ? C4 N11 C1 106.3(4) . . ? C4 N11 Ru 127.2(3) . . ? C1 N11 Ru 126.4(3) . . ? C6 N12 C9 107.3(4) . . ? C6 N12 Ru 127.0(3) . . ? C9 N12 Ru 125.6(3) . . ? C14 C13 C18 118.5(5) . . ? C14 C13 C5 122.3(5) . . ? C18 C13 C5 119.2(5) . . ? C13 C14 C15 121.2(5) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C16 C15 C14 119.5(6) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? C15 C16 C17 119.5(5) . . ? C15 C16 C19 119.4(5) . . ? C17 C16 C19 121.0(5) . . ? C16 C17 C18 121.0(5) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C17 C18 C13 120.2(5) . . ? C17 C18 H18 119.9 . . ? C13 C18 H18 119.9 . . ? O20' C19 O20 28.7(8) . . ? O20' C19 O21 120.3(7) . . ? O20 C19 O21 123.8(8) . . ? O20' C19 C16 125.6(7) . . ? O20 C19 C16 118.8(9) . . ? O21 C19 C16 113.2(5) . . ? O20' O20 C19 69(2) . . ? O20 O20' C19 82.4(19) . . ? C19 O21 H21 109.5 . . ? C23 C22 C27 118.7(4) . . ? C23 C22 C10 121.9(5) . . ? C27 C22 C10 119.3(5) . . ? C22 C23 C24 121.7(5) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? C23 C24 C25 119.5(5) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 119.2(5) . . ? C26 C25 C28 120.7(5) . . ? C24 C25 C28 120.1(5) . . ? C25 C26 C27 121.7(5) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C26 C27 C22 119.2(5) . . ? C26 C27 H27 120.4 . . ? C22 C27 H27 120.4 . . ? O29 C28 O30 123.6(4) . . ? O29 C28 C25 121.1(5) . . ? O30 C28 C25 115.3(5) . . ? C28 O30 H30 109.5 . . ? C32 N31 C36 120.0 . . ? C32 N31 Ru 119.4(3) . . ? C36 N31 Ru 120.6(3) . . ? N31 C32 C33 120.0 . . ? N31 C32 H32 120.0 . . ? C33 C32 H32 120.0 . . ? C34 C33 C32 120.0 . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C35 C34 C33 120.0 . . ? C35 C34 C37 122.8(6) . . ? C33 C34 C37 117.2(6) . . ? C36 C35 C34 120.0 . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? C35 C36 N31 120.0 . . ? C35 C36 H36 120.0 . . ? N31 C36 H36 120.0 . . ? O38 C37 C39 121.0(11) . . ? O38 C37 C34 119.3(10) . . ? C39 C37 C34 119.7(10) . . ? O32' C31' Ru 169.1(10) . . ? C41 C40 C45 120.9(8) . . ? C41 C40 C46 119.1(8) . . ? C45 C40 C46 120.0(8) . . ? C40 C41 C42 118.0(8) . . ? C40 C41 H41 121.0 . . ? C42 C41 H41 121.0 . . ? N43 C42 C41 122.0(9) . . ? N43 C42 H42 119.0 . . ? C41 C42 H42 119.0 . . ? C44 N43 C42 119.1(7) . . ? N43 C44 C45 122.7(9) . . ? N43 C44 H44 118.6 . . ? C45 C44 H44 118.6 . . ? C40 C45 C44 117.1(9) . . ? C40 C45 H45 121.4 . . ? C44 C45 H45 121.4 . . ? O48 C46 C47 124.1(8) . . ? O48 C46 C40 117.7(7) . . ? C47 C46 C40 118.2(8) . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O21 H21 N43 0.84 1.79 2.625(7) 174.5 . O30 H30 O29 0.84 1.78 2.618(4) 172.6 2_546 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.583 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.092