# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Perez, Julio' 'Laura Ion' 'Richard A. Kowenicki' 'M. McPartlin' 'Dolores Morales' 'Lucia Riera' 'V. Riera' _publ_contact_author_name 'Julio Perez' _publ_contact_author_address ; Departamento de Quimica Organica e Inorganica-IUQOEM Universidad de Oviedo Oviedo 33006 SPAIN ; _publ_contact_author_email JAPM@FQ.UNIOVI.ES _publ_requested_journal 'Chemical Communications' _publ_section_title ; ruthenium biimidazole complexes as anion receptors ; data_[RuCl(cym)(H2biim)]+?Cl- _database_code_depnum_ccdc_archive 'CCDC 279201' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H20 Cl Ru, 2Cl, 0.5(C1 H2 CL2), H2 O1' _chemical_formula_sum 'C16.50 H23 Cl3 N4 O Ru' _chemical_formula_weight 500.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.094(2) _cell_length_b 12.523(3) _cell_length_c 17.560(4) _cell_angle_alpha 104.49(3) _cell_angle_beta 92.84(3) _cell_angle_gamma 110.07(3) _cell_volume 2193.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 65562 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description plates _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 1.092 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.734 _exptl_absorpt_correction_T_max 0.890 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 13548 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.61 _diffrn_reflns_theta_max 21.00 _reflns_number_total 4506 _reflns_number_gt 4130 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0434P)^2^+21.9443P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4506 _refine_ls_number_parameters 478 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0667 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1430 _refine_ls_wR_factor_gt 0.1399 _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_restrained_S_all 1.107 _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 Ru1 Ru 0.96975(7) 0.47887(7) 0.78317(4) 0.0312(3) Uani 1 1 d . . . Cl1 Cl 0.8743(2) 0.2897(2) 0.80805(15) 0.0436(6) Uani 1 1 d . . . N1 N 0.5362(7) 0.3387(6) 0.4091(4) 0.0303(18) Uani 1 1 d . . . C1 C 0.1500(8) 0.0873(8) 0.3421(5) 0.033(2) Uani 1 1 d . . . Ru2 Ru 0.35976(7) 0.19522(6) 0.37245(4) 0.0279(3) Uani 1 1 d . . . C2 C 0.1715(8) 0.2121(8) 0.3550(6) 0.036(2) Uani 1 1 d . . . H2 H 0.1277 0.2471 0.3910 0.043 Uiso 1 1 calc R . . Cl3 Cl 0.3539(2) 0.22405(19) 0.51302(13) 0.0349(6) Uani 1 1 d . . . N3 N 0.4947(7) 0.1173(6) 0.3898(5) 0.0333(19) Uani 1 1 d . . . C3 C 0.2557(9) 0.2799(8) 0.3149(6) 0.035(2) Uani 1 1 d . . . H3 H 0.2659 0.3592 0.3242 0.042 Uiso 1 1 calc R . . N2 N 0.7439(8) 0.4120(7) 0.4565(5) 0.037(2) Uani 1 1 d . . . H2A H 0.8203 0.4158 0.4722 0.044 Uiso 1 1 calc R . . N4 N 0.6903(8) 0.1314(7) 0.4319(5) 0.040(2) Uani 1 1 d . . . H4A H 0.7721 0.1619 0.4494 0.048 Uiso 1 1 calc R . . C4 C 0.3277(9) 0.2330(9) 0.2596(6) 0.042(3) Uani 1 1 d . . . C5 C 0.3055(10) 0.1110(9) 0.2454(5) 0.041(3) Uani 1 1 d . . . H5 H 0.3495 0.0767 0.2092 0.049 Uiso 1 1 calc R . . C6 C 0.2176(8) 0.0395(8) 0.2852(5) 0.034(2) Uani 1 1 d . . . H6 H 0.2042 -0.0408 0.2735 0.041 Uiso 1 1 calc R . . C7 C 0.0659(9) 0.0201(8) 0.3909(6) 0.040(2) Uani 1 1 d . . . H7 H 0.0733 0.0761 0.4427 0.048 Uiso 1 1 calc R . . C8 C -0.0760(10) -0.0292(10) 0.3517(8) 0.062(3) Uani 1 1 d . . . H8A H -0.1298 -0.0731 0.3831 0.094 Uiso 1 1 calc R . . H8B H -0.0850 -0.0806 0.2993 0.094 Uiso 1 1 calc R . . H8C H -0.1022 0.0352 0.3482 0.094 Uiso 1 1 calc R . . C9 C 0.1057(10) -0.0794(10) 0.4057(7) 0.053(3) Uani 1 1 d . . . H9A H 0.1943 -0.0469 0.4311 0.079 Uiso 1 1 calc R . . H9B H 0.0971 -0.1369 0.3559 0.079 Uiso 1 1 calc R . . H9C H 0.0507 -0.1169 0.4394 0.079 Uiso 1 1 calc R . . C10 C 0.4266(11) 0.3102(11) 0.2217(7) 0.061(3) Uani 1 1 d . . . H10A H 0.4281 0.3898 0.2388 0.092 Uiso 1 1 calc R . . H10B H 0.4043 0.2804 0.1649 0.092 Uiso 1 1 calc R . . H10C H 0.5106 0.3099 0.2372 0.092 Uiso 1 1 calc R . . N11 N 1.1002(7) 0.5298(7) 0.8887(4) 0.0353(19) Uani 1 1 d . . . C11 C 0.5792(9) 0.4608(8) 0.4279(6) 0.035(2) Uani 1 1 d . . . H11 H 0.5284 0.5044 0.4213 0.042 Uiso 1 1 calc R . . C12 C 0.7074(9) 0.5068(8) 0.4574(6) 0.036(2) Uani 1 1 d . . . H12 H 0.7603 0.5867 0.4748 0.043 Uiso 1 1 calc R . . N13 N 1.1186(7) 0.4208(7) 0.7470(5) 0.0357(19) Uani 1 1 d . . . C13 C 0.6386(8) 0.3126(7) 0.4265(5) 0.026(2) Uani 1 1 d . . . C14 C 0.6158(9) 0.1901(8) 0.4162(5) 0.032(2) Uani 1 1 d . . . N12 N 1.2776(8) 0.5322(7) 0.9522(5) 0.045(2) Uani 1 1 d . . . H12A H 1.3478 0.5196 0.9609 0.054 Uiso 1 1 calc R . . N14 N 1.3016(8) 0.3947(7) 0.7740(5) 0.038(2) Uani 1 1 d . . . H14A H 1.3704 0.3966 0.8000 0.046 Uiso 1 1 calc R . . C15 C 0.4910(10) 0.0048(9) 0.3893(6) 0.043(3) Uani 1 1 d . . . H15 H 0.4180 -0.0648 0.3740 0.052 Uiso 1 1 calc R . . C16 C 0.6131(9) 0.0148(9) 0.4153(6) 0.041(2) Uani 1 1 d . . . H16 H 0.6390 -0.0465 0.4207 0.049 Uiso 1 1 calc R . . C21 C 1.0010(11) 0.6618(9) 0.7885(7) 0.049(3) Uani 1 1 d . . . C22 C 0.8884(13) 0.6143(11) 0.8213(6) 0.053(3) Uani 1 1 d . . . H22 H 0.8808 0.6556 0.8717 0.064 Uiso 1 1 calc R . . C23 C 0.7877(10) 0.5081(10) 0.7815(7) 0.049(3) Uani 1 1 d . . . H23 H 0.7169 0.4782 0.8065 0.059 Uiso 1 1 calc R . . C24 C 0.7924(10) 0.4452(9) 0.7029(7) 0.048(3) Uani 1 1 d . . . C25 C 0.9032(12) 0.4937(11) 0.6700(6) 0.051(3) Uani 1 1 d . . . H25 H 0.9104 0.4548 0.6189 0.061 Uiso 1 1 calc R . . C26 C 1.0040(10) 0.5996(11) 0.7120(7) 0.053(3) Uani 1 1 d . . . H26 H 1.0755 0.6292 0.6874 0.064 Uiso 1 1 calc R . . C27 C 1.1082(16) 0.7753(11) 0.8352(10) 0.103(6) Uani 1 1 d . . . H27 H 1.1121 0.7758 0.8911 0.124 Uiso 1 1 calc R . . C28 C 1.0737(19) 0.8793(12) 0.8291(13) 0.141(8) Uani 1 1 d . . . H28A H 1.1391 0.9513 0.8619 0.212 Uiso 1 1 calc R . . H28B H 0.9913 0.8714 0.8467 0.212 Uiso 1 1 calc R . . H28C H 1.0687 0.8816 0.7748 0.212 Uiso 1 1 calc R . . C29 C 1.2393(16) 0.7822(19) 0.8120(18) 0.199(14) Uani 1 1 d . . . H29A H 1.2574 0.7156 0.8196 0.299 Uiso 1 1 calc R . . H29B H 1.3049 0.8543 0.8445 0.299 Uiso 1 1 calc R . . H29C H 1.2391 0.7809 0.7571 0.299 Uiso 1 1 calc R . . C30 C 0.6863(15) 0.3292(11) 0.6613(11) 0.117(7) Uani 1 1 d . . . H30A H 0.6195 0.3124 0.6942 0.176 Uiso 1 1 calc R . . H30B H 0.7209 0.2673 0.6513 0.176 Uiso 1 1 calc R . . H30C H 0.6504 0.3333 0.6117 0.176 Uiso 1 1 calc R . . C31 C 1.1129(12) 0.5873(10) 0.9688(6) 0.053(3) Uani 1 1 d . . . H31 H 1.0550 0.6196 0.9921 0.063 Uiso 1 1 calc R . . C32 C 1.2209(11) 0.5895(10) 1.0076(7) 0.054(3) Uani 1 1 d . . . H32 H 1.2516 0.6233 1.0617 0.065 Uiso 1 1 calc R . . C33 C 1.2026(10) 0.4995(8) 0.8819(5) 0.037(2) Uani 1 1 d . . . C34 C 1.2127(9) 0.4388(8) 0.8043(6) 0.037(2) Uani 1 1 d . . . C35 C 1.1491(9) 0.3617(8) 0.6769(6) 0.036(2) Uani 1 1 d . . . H35 H 1.1006 0.3367 0.6267 0.043 Uiso 1 1 calc R . . C36 C 1.2604(10) 0.3466(9) 0.6939(6) 0.045(3) Uani 1 1 d . . . H36 H 1.3023 0.3098 0.6576 0.054 Uiso 1 1 calc R . . Cl2 Cl 1.5266(4) 0.4489(6) 0.8960(2) 0.0425(9) Uiso 0.761(11) 1 d P A 1 Cl2' Cl 1.5552(13) 0.5039(18) 0.9033(7) 0.0425(9) Uiso 0.239(11) 1 d P A 2 Cl4 Cl 0.9679(2) 0.3223(2) 0.48026(14) 0.0377(6) Uani 1 1 d . . . Cl1S Cl 1.6243(10) 0.8910(9) 1.2141(6) 0.120(4) Uani 0.50 1 d P B 1 Cl2S Cl 1.4657(12) 0.9132(11) 1.0953(9) 0.135(4) Uani 0.50 1 d P B 1 C1S C 1.468(3) 0.839(3) 1.1549(19) 0.091(9) Uiso 0.50 1 d P B 1 H1S1 H 1.4456 0.7565 1.1252 0.109 Uiso 0.50 1 calc PR B 1 H1S2 H 1.4038 0.8433 1.1896 0.109 Uiso 0.50 1 calc PR B 1 O1W O 1.6122(18) 0.9164(17) 1.2647(14) 0.010(5) Uiso 0.25 1 d P C 2 O1W' O 1.539(3) 0.919(2) 1.2039(16) 0.040(7) Uiso 0.25 1 d P D 3 O2W O 1.432(3) 0.939(3) 1.0706(17) 0.103(10) Uiso 0.50 1 d P E 2 Cl3S Cl 1.2167(13) 0.1344(7) 1.0357(5) 0.102(3) Uani 0.50 1 d P F 1 Cl4S Cl 1.1174(15) 0.2343(11) 0.9412(8) 0.099(4) Uani 0.50 1 d P F 1 C2S C 1.255(2) 0.240(2) 0.9784(14) 0.056(6) Uiso 0.50 1 d P F 1 H2S1 H 1.3056 0.3186 1.0121 0.068 Uiso 0.50 1 calc PR F 1 H2S2 H 1.3032 0.2178 0.9367 0.068 Uiso 0.50 1 calc PR F 1 O3W O 1.287(3) 0.133(3) 1.019(2) 0.126(13) Uiso 0.50 1 d P G 2 O4W O 1.113(2) 0.223(2) 0.9138(13) 0.038(6) Uiso 0.50 1 d P H 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 Ru1 0.0354(5) 0.0364(5) 0.0292(5) 0.0129(4) 0.0076(4) 0.0193(4) Cl1 0.0526(16) 0.0421(15) 0.0470(15) 0.0210(12) 0.0182(13) 0.0232(13) N1 0.026(4) 0.036(5) 0.041(5) 0.021(4) 0.006(4) 0.020(4) C1 0.027(5) 0.029(6) 0.038(6) 0.003(4) 0.002(5) 0.010(4) Ru2 0.0278(5) 0.0282(5) 0.0349(5) 0.0125(3) 0.0072(4) 0.0160(4) C2 0.021(5) 0.043(6) 0.047(6) 0.010(5) -0.002(5) 0.018(5) Cl3 0.0431(14) 0.0328(13) 0.0351(13) 0.0130(11) 0.0094(11) 0.0187(11) N3 0.034(5) 0.031(5) 0.045(5) 0.014(4) 0.009(4) 0.020(4) C3 0.035(6) 0.034(6) 0.041(6) 0.015(5) -0.003(5) 0.016(5) N2 0.041(5) 0.043(5) 0.043(5) 0.021(4) 0.011(4) 0.027(5) N4 0.042(5) 0.049(6) 0.047(5) 0.020(4) 0.009(4) 0.035(5) C4 0.039(6) 0.049(7) 0.045(6) 0.021(5) -0.002(5) 0.019(5) C5 0.045(6) 0.053(7) 0.028(5) 0.008(5) 0.008(5) 0.023(5) C6 0.027(5) 0.020(5) 0.038(6) 0.000(4) -0.009(5) -0.004(4) C7 0.030(6) 0.035(6) 0.051(6) 0.011(5) 0.008(5) 0.008(5) C8 0.038(7) 0.060(8) 0.091(9) 0.033(7) 0.014(6) 0.012(6) C9 0.041(6) 0.064(8) 0.063(8) 0.035(6) 0.020(6) 0.016(6) C10 0.065(8) 0.069(8) 0.063(8) 0.039(7) 0.018(7) 0.025(7) N11 0.035(5) 0.049(5) 0.028(5) 0.009(4) 0.001(4) 0.026(4) C11 0.043(7) 0.025(6) 0.045(6) 0.017(5) 0.013(5) 0.018(5) C12 0.032(6) 0.026(5) 0.047(6) 0.012(5) 0.008(5) 0.005(5) N13 0.037(5) 0.048(5) 0.032(5) 0.019(4) 0.013(4) 0.021(4) C13 0.025(5) 0.019(5) 0.034(5) 0.011(4) 0.008(4) 0.004(5) C14 0.033(6) 0.041(6) 0.034(6) 0.017(5) 0.010(5) 0.021(5) N12 0.045(5) 0.060(6) 0.038(5) 0.008(4) 0.008(5) 0.033(5) N14 0.035(5) 0.052(5) 0.040(5) 0.017(4) 0.009(4) 0.027(4) C15 0.043(7) 0.036(6) 0.055(7) 0.013(5) 0.014(5) 0.019(5) C16 0.038(6) 0.032(6) 0.058(7) 0.019(5) 0.009(5) 0.016(5) C21 0.069(8) 0.034(6) 0.043(7) 0.009(5) -0.018(6) 0.024(6) C22 0.085(9) 0.072(9) 0.031(6) 0.014(6) 0.014(7) 0.063(8) C23 0.034(6) 0.062(8) 0.069(9) 0.035(7) 0.018(6) 0.028(6) C24 0.045(7) 0.042(7) 0.054(8) 0.010(6) -0.028(6) 0.020(6) C25 0.076(9) 0.076(9) 0.032(6) 0.024(6) 0.012(6) 0.060(8) C26 0.031(6) 0.076(9) 0.065(9) 0.048(8) 0.001(6) 0.015(6) C27 0.110(13) 0.041(8) 0.134(14) 0.037(9) -0.064(11) -0.001(8) C28 0.152(17) 0.039(9) 0.19(2) 0.026(10) -0.072(15) -0.002(10) C29 0.051(11) 0.138(18) 0.39(4) 0.15(2) -0.059(16) -0.034(11) C30 0.093(11) 0.046(8) 0.171(17) 0.027(9) -0.080(12) -0.009(8) C31 0.073(9) 0.069(8) 0.034(7) 0.015(6) 0.018(6) 0.047(7) C32 0.052(7) 0.078(8) 0.038(6) 0.016(6) -0.004(6) 0.033(7) C33 0.048(7) 0.043(6) 0.019(6) 0.006(5) -0.001(5) 0.018(5) C34 0.032(6) 0.039(6) 0.043(6) 0.019(5) -0.002(5) 0.012(5) C35 0.040(6) 0.032(6) 0.029(6) 0.005(4) 0.005(5) 0.008(5) C36 0.047(7) 0.042(6) 0.051(8) 0.015(5) 0.015(6) 0.022(5) Cl4 0.0299(13) 0.0471(15) 0.0429(14) 0.0148(12) 0.0067(11) 0.0208(12) Cl1S 0.109(7) 0.119(7) 0.071(6) -0.013(5) 0.025(5) -0.005(6) Cl2S 0.107(8) 0.106(8) 0.167(11) 0.023(8) -0.022(7) 0.026(6) Cl3S 0.153(10) 0.071(5) 0.064(5) 0.016(4) -0.010(6) 0.026(6) Cl4S 0.133(9) 0.072(6) 0.085(9) 0.009(7) 0.026(8) 0.039(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 Ru1 N13 2.087(7) . ? Ru1 N11 2.108(7) . ? Ru1 C26 2.143(10) . ? Ru1 C25 2.159(10) . ? Ru1 C22 2.164(9) . ? Ru1 C21 2.173(9) . ? Ru1 C23 2.173(9) . ? Ru1 C24 2.213(9) . ? Ru1 Cl1 2.401(3) . ? N1 C13 1.328(11) . ? N1 C11 1.380(11) . ? N1 Ru2 2.087(7) . ? C1 C6 1.415(13) . ? C1 C2 1.454(13) . ? C1 C7 1.488(13) . ? C1 Ru2 2.210(9) . ? Ru2 N3 2.096(7) . ? Ru2 C5 2.169(9) . ? Ru2 C3 2.177(9) . ? Ru2 C2 2.185(8) . ? Ru2 C4 2.188(9) . ? Ru2 C6 2.189(9) . ? Ru2 Cl3 2.411(2) . ? C2 C3 1.382(13) . ? N3 C14 1.317(12) . ? N3 C15 1.393(12) . ? C3 C4 1.427(14) . ? N2 C13 1.343(11) . ? N2 C12 1.376(11) . ? N4 C14 1.339(11) . ? N4 C16 1.362(12) . ? C4 C5 1.415(14) . ? C4 C10 1.500(14) . ? C5 C6 1.422(13) . ? C7 C9 1.531(14) . ? C7 C8 1.532(14) . ? N11 C33 1.318(12) . ? N11 C31 1.386(12) . ? C11 C12 1.356(13) . ? N13 C34 1.332(12) . ? N13 C35 1.391(11) . ? C13 C14 1.429(13) . ? N12 C33 1.340(12) . ? N12 C32 1.370(13) . ? N14 C34 1.357(12) . ? N14 C36 1.368(13) . ? C15 C16 1.361(14) . ? C21 C26 1.382(16) . ? C21 C22 1.408(16) . ? C21 C27 1.506(17) . ? C22 C23 1.394(16) . ? C23 C24 1.421(16) . ? C24 C25 1.396(15) . ? C24 C30 1.496(16) . ? C25 C26 1.401(16) . ? C27 C28 1.504(19) . ? C27 C29 1.51(3) . ? C31 C32 1.338(15) . ? C33 C34 1.414(14) . ? C35 C36 1.342(13) . ? Cl1S C1S 1.79(3) . ? Cl2S C1S 1.57(3) . ? Cl3S C2S 1.80(2) . ? Cl4S C2S 1.60(3) . ? 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 N13 Ru1 N11 75.8(3) . . ? N13 Ru1 C26 94.0(4) . . ? N11 Ru1 C26 117.5(4) . . ? N13 Ru1 C25 97.3(3) . . ? N11 Ru1 C25 154.9(4) . . ? C26 Ru1 C25 38.0(4) . . ? N13 Ru1 C22 153.1(4) . . ? N11 Ru1 C22 96.1(4) . . ? C26 Ru1 C22 66.6(4) . . ? C25 Ru1 C22 79.1(4) . . ? N13 Ru1 C21 115.9(4) . . ? N11 Ru1 C21 92.4(3) . . ? C26 Ru1 C21 37.3(4) . . ? C25 Ru1 C21 68.6(4) . . ? C22 Ru1 C21 37.9(4) . . ? N13 Ru1 C23 161.6(4) . . ? N11 Ru1 C23 122.5(4) . . ? C26 Ru1 C23 79.8(4) . . ? C25 Ru1 C23 67.1(4) . . ? C22 Ru1 C23 37.5(4) . . ? C21 Ru1 C23 68.9(4) . . ? N13 Ru1 C24 123.8(4) . . ? N11 Ru1 C24 160.1(4) . . ? C26 Ru1 C24 68.2(4) . . ? C25 Ru1 C24 37.2(4) . . ? C22 Ru1 C24 67.9(4) . . ? C21 Ru1 C24 82.0(4) . . ? C23 Ru1 C24 37.8(4) . . ? N13 Ru1 Cl1 85.4(2) . . ? N11 Ru1 Cl1 87.0(2) . . ? C26 Ru1 Cl1 154.7(4) . . ? C25 Ru1 Cl1 116.9(4) . . ? C22 Ru1 Cl1 120.3(4) . . ? C21 Ru1 Cl1 158.0(3) . . ? C23 Ru1 Cl1 92.9(3) . . ? C24 Ru1 Cl1 91.1(3) . . ? C13 N1 C11 106.4(7) . . ? C13 N1 Ru2 115.7(6) . . ? C11 N1 Ru2 137.7(6) . . ? C6 C1 C2 116.2(8) . . ? C6 C1 C7 124.3(8) . . ? C2 C1 C7 119.4(8) . . ? C6 C1 Ru2 70.4(5) . . ? C2 C1 Ru2 69.7(5) . . ? C7 C1 Ru2 127.4(7) . . ? N1 Ru2 N3 76.1(3) . . ? N1 Ru2 C5 116.5(3) . . ? N3 Ru2 C5 96.3(3) . . ? N1 Ru2 C3 97.4(3) . . ? N3 Ru2 C3 158.2(3) . . ? C5 Ru2 C3 67.6(4) . . ? N1 Ru2 C2 124.1(3) . . ? N3 Ru2 C2 158.9(3) . . ? C5 Ru2 C2 80.3(4) . . ? C3 Ru2 C2 36.9(3) . . ? N1 Ru2 C4 92.6(3) . . ? N3 Ru2 C4 120.5(3) . . ? C5 Ru2 C4 37.9(4) . . ? C3 Ru2 C4 38.2(4) . . ? C2 Ru2 C4 68.6(4) . . ? N1 Ru2 C6 153.6(3) . . ? N3 Ru2 C6 96.7(3) . . ? C5 Ru2 C6 38.1(4) . . ? C3 Ru2 C6 79.7(4) . . ? C2 Ru2 C6 67.7(4) . . ? C4 Ru2 C6 68.9(4) . . ? N1 Ru2 C1 162.5(3) . . ? N3 Ru2 C1 120.7(3) . . ? C5 Ru2 C1 68.9(4) . . ? C3 Ru2 C1 68.6(3) . . ? C2 Ru2 C1 38.6(3) . . ? C4 Ru2 C1 82.7(4) . . ? C6 Ru2 C1 37.5(3) . . ? N1 Ru2 Cl3 84.2(2) . . ? N3 Ru2 Cl3 84.4(2) . . ? C5 Ru2 Cl3 158.8(3) . . ? C3 Ru2 Cl3 116.0(3) . . ? C2 Ru2 Cl3 91.4(3) . . ? C4 Ru2 Cl3 153.4(3) . . ? C6 Ru2 Cl3 120.8(3) . . ? C1 Ru2 Cl3 92.5(2) . . ? C3 C2 C1 121.3(8) . . ? C3 C2 Ru2 71.2(5) . . ? C1 C2 Ru2 71.6(5) . . ? C14 N3 C15 106.3(7) . . ? C14 N3 Ru2 116.5(6) . . ? C15 N3 Ru2 136.8(7) . . ? C2 C3 C4 122.6(9) . . ? C2 C3 Ru2 71.8(5) . . ? C4 C3 Ru2 71.3(5) . . ? C13 N2 C12 107.6(8) . . ? C14 N4 C16 107.7(8) . . ? C5 C4 C3 116.6(9) . . ? C5 C4 C10 121.6(9) . . ? C3 C4 C10 121.7(9) . . ? C5 C4 Ru2 70.3(5) . . ? C3 C4 Ru2 70.5(5) . . ? C10 C4 Ru2 127.1(7) . . ? C4 C5 C6 121.6(9) . . ? C4 C5 Ru2 71.8(6) . . ? C6 C5 Ru2 71.7(5) . . ? C1 C6 C5 121.7(8) . . ? C1 C6 Ru2 72.0(5) . . ? C5 C6 Ru2 70.2(5) . . ? C1 C7 C9 113.4(8) . . ? C1 C7 C8 109.7(8) . . ? C9 C7 C8 110.6(8) . . ? C33 N11 C31 104.8(8) . . ? C33 N11 Ru1 116.0(6) . . ? C31 N11 Ru1 139.1(7) . . ? C12 C11 N1 109.0(8) . . ? C11 C12 N2 106.5(8) . . ? C34 N13 C35 106.0(8) . . ? C34 N13 Ru1 116.1(6) . . ? C35 N13 Ru1 137.9(7) . . ? N1 C13 N2 110.6(7) . . ? N1 C13 C14 116.5(8) . . ? N2 C13 C14 132.8(8) . . ? N3 C14 N4 111.0(8) . . ? N3 C14 C13 115.1(8) . . ? N4 C14 C13 133.7(9) . . ? C33 N12 C32 106.9(8) . . ? C34 N14 C36 106.6(8) . . ? C16 C15 N3 107.9(9) . . ? N4 C16 C15 107.1(8) . . ? C26 C21 C22 116.0(10) . . ? C26 C21 C27 123.6(13) . . ? C22 C21 C27 120.4(12) . . ? C26 C21 Ru1 70.2(6) . . ? C22 C21 Ru1 70.7(6) . . ? C27 C21 Ru1 130.4(7) . . ? C23 C22 C21 122.7(9) . . ? C23 C22 Ru1 71.6(6) . . ? C21 C22 Ru1 71.4(5) . . ? C22 C23 C24 120.5(10) . . ? C22 C23 Ru1 70.9(6) . . ? C24 C23 Ru1 72.6(6) . . ? C25 C24 C23 116.5(10) . . ? C25 C24 C30 123.0(13) . . ? C23 C24 C30 120.4(13) . . ? C25 C24 Ru1 69.3(6) . . ? C23 C24 Ru1 69.6(6) . . ? C30 C24 Ru1 128.6(8) . . ? C24 C25 C26 121.8(10) . . ? C24 C25 Ru1 73.5(6) . . ? C26 C25 Ru1 70.4(6) . . ? C21 C26 C25 122.5(10) . . ? C21 C26 Ru1 72.5(6) . . ? C25 C26 Ru1 71.6(6) . . ? C28 C27 C21 109.5(12) . . ? C28 C27 C29 113.5(15) . . ? C21 C27 C29 112.4(16) . . ? C32 C31 N11 109.9(9) . . ? C31 C32 N12 106.6(9) . . ? N11 C33 N12 111.8(8) . . ? N11 C33 C34 115.9(8) . . ? N12 C33 C34 132.3(9) . . ? N13 C34 N14 110.7(8) . . ? N13 C34 C33 116.1(8) . . ? N14 C34 C33 133.2(9) . . ? C36 C35 N13 108.6(9) . . ? C35 C36 N14 108.1(8) . . ? Cl2S C1S Cl1S 112.1(19) . . ? Cl4S C2S Cl3S 105.4(14) . . ? 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 N4 H4A Cl4 0.86 2.32 3.097(9) 150.1 . N2 H2A Cl4 0.86 2.33 3.107(8) 149.9 . N12 H12A Cl2 0.86 2.63 3.380(9) 145.7 . N14 H14A Cl2 0.86 2.16 2.977(9) 159.3 . N12 H12A Cl2' 0.86 2.61 3.348(13) 144.9 . N14 H14A Cl2' 0.86 2.41 3.181(16) 149.0 . _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 21.00 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 3.042 _refine_diff_density_min -0.562 _refine_diff_density_rms 0.109 data_[RuCl(cym)(H2biim)]+?NO3- _database_code_depnum_ccdc_archive 'CCDC 279202' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H20 Cl N4 Ru, N1 O3' _chemical_formula_sum 'C16 H20 Cl N5 O3 Ru' _chemical_formula_weight 466.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 16.048(3) _cell_length_b 13.798(3) _cell_length_c 16.470(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3646.9(13) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 14481 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description plates _exptl_crystal_colour yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.701 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 1.033 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.870 _exptl_absorpt_correction_T_max 0.953 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 23164 _diffrn_reflns_av_R_equivalents 0.0989 _diffrn_reflns_av_sigmaI/netI 0.0804 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4170 _reflns_number_gt 2586 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^2^+7.8733P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4170 _refine_ls_number_parameters 285 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1040 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1120 _refine_ls_wR_factor_gt 0.0943 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.22018(2) 0.57127(2) 0.16110(2) 0.02550(13) Uani 1 1 d . . . Cl1 Cl 0.28437(10) 0.70752(9) 0.22638(8) 0.0440(4) Uani 1 1 d . . . N1 N 0.1147(3) 0.6623(3) 0.1527(2) 0.0310(10) Uani 1 1 d . . . C11 C 0.0459(4) 0.6861(4) 0.1988(4) 0.0375(13) Uani 1 1 d . . . H11 H 0.036(3) 0.658(3) 0.248(3) 0.031(14) Uiso 1 1 d . . . C12 C 0.0035(4) 0.7572(4) 0.1609(4) 0.0404(14) Uani 1 1 d . . . H12 H -0.034(3) 0.782(4) 0.173(3) 0.027(16) Uiso 1 1 d . . . N2 N 0.0456(3) 0.7795(3) 0.0907(3) 0.0353(11) Uani 1 1 d . . . H2N H 0.0314 0.8233 0.0544 0.042 Uiso 1 1 calc R . . N4 N 0.1949(3) 0.7498(3) -0.0411(3) 0.0358(11) Uani 1 1 d . . . H4N H 0.1645 0.7942 -0.0655 0.043 Uiso 1 1 calc R . . C13 C 0.1124(3) 0.7215(3) 0.0883(3) 0.0293(11) Uani 1 1 d . . . N3 N 0.2373(3) 0.6453(3) 0.0504(2) 0.0277(9) Uani 1 1 d . . . C14 C 0.1794(3) 0.7096(3) 0.0314(3) 0.0286(11) Uani 1 1 d . . . C16 C 0.2661(4) 0.7090(4) -0.0699(3) 0.0379(14) Uani 1 1 d . . . H16 H 0.292(3) 0.722(4) -0.116(4) 0.044(16) Uiso 1 1 d . . . C15 C 0.2931(4) 0.6444(4) -0.0128(3) 0.0349(13) Uani 1 1 d . . . H15 H 0.337(3) 0.607(3) -0.017(3) 0.026(14) Uiso 1 1 d . . . C6 C 0.2384(3) 0.4344(3) 0.1007(3) 0.0308(12) Uani 1 1 d . . . H6 H 0.249(3) 0.423(3) 0.046(3) 0.031(13) Uiso 1 1 d . . . C1 C 0.1575(3) 0.4335(3) 0.1347(3) 0.0285(11) Uani 1 1 d . . . C2 C 0.1515(4) 0.4558(3) 0.2188(3) 0.0289(12) Uani 1 1 d . . . H2 H 0.105(3) 0.459(3) 0.240(3) 0.006(11) Uiso 1 1 d . . . C3 C 0.2213(4) 0.4752(3) 0.2666(3) 0.0336(12) Uani 1 1 d . . . H3 H 0.214(4) 0.487(4) 0.319(4) 0.049(17) Uiso 1 1 d . . . C4 C 0.3023(3) 0.4719(3) 0.2320(3) 0.0326(13) Uani 1 1 d . . . C5 C 0.3103(4) 0.4533(3) 0.1484(3) 0.0324(12) Uani 1 1 d . . . H5 H 0.363(3) 0.459(3) 0.127(3) 0.026(13) Uiso 1 1 d . . . C7 C 0.0789(4) 0.4156(4) 0.0863(3) 0.0361(13) Uani 1 1 d . . . H7 H 0.040(3) 0.461(3) 0.105(2) 0.010(11) Uiso 1 1 d . . . C9 C 0.0913(4) 0.4270(4) -0.0047(3) 0.0472(14) Uani 1 1 d . . . H9C H 0.1102 0.4930 -0.0166 0.071 Uiso 1 1 calc R . . H9B H 0.0384 0.4148 -0.0327 0.071 Uiso 1 1 calc R . . H9A H 0.1332 0.3805 -0.0234 0.071 Uiso 1 1 calc R . . C8 C 0.0433(4) 0.3166(4) 0.1071(4) 0.0547(17) Uani 1 1 d . . . H8C H 0.0813 0.2660 0.0879 0.082 Uiso 1 1 calc R . . H8B H -0.0111 0.3088 0.0808 0.082 Uiso 1 1 calc R . . H8A H 0.0367 0.3112 0.1661 0.082 Uiso 1 1 calc R . . C10 C 0.3779(6) 0.4937(6) 0.2820(5) 0.0569(19) Uani 1 1 d . . . H10C H 0.369(4) 0.544(5) 0.312(4) 0.06(2) Uiso 1 1 d . . . H10B H 0.422(4) 0.509(5) 0.245(5) 0.07(2) Uiso 1 1 d . . . H10A H 0.386(4) 0.441(4) 0.318(4) 0.048(17) Uiso 1 1 d . . . N5 N 0.0492(3) 0.9462(3) -0.0812(3) 0.0414(11) Uani 1 1 d . . . O1 O 0.0287(3) 1.0151(3) -0.1253(3) 0.0631(13) Uani 1 1 d . . . O2 O 0.1219(3) 0.9237(3) -0.0721(4) 0.0817(16) Uani 1 1 d . . . O3 O -0.0061(3) 0.9008(3) -0.0414(3) 0.0573(12) 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 Ru1 0.0358(2) 0.01958(18) 0.02115(19) 0.00002(16) 0.00134(19) 0.00231(19) Cl1 0.0697(10) 0.0278(6) 0.0346(7) -0.0030(5) -0.0063(7) -0.0076(7) N1 0.042(2) 0.0243(19) 0.026(2) 0.0015(18) 0.005(2) 0.0078(19) C11 0.042(3) 0.030(3) 0.040(3) 0.005(2) 0.006(3) 0.006(3) C12 0.038(3) 0.037(3) 0.046(4) -0.007(3) 0.004(3) 0.007(3) N2 0.038(3) 0.024(2) 0.044(3) 0.005(2) -0.005(2) 0.002(2) N4 0.048(3) 0.026(2) 0.033(2) 0.0049(19) -0.006(2) -0.003(2) C13 0.039(3) 0.020(2) 0.030(3) 0.000(2) -0.004(2) 0.000(2) N3 0.037(3) 0.0221(19) 0.024(2) 0.0010(16) -0.0019(19) 0.0021(18) C14 0.041(3) 0.020(2) 0.025(3) 0.003(2) -0.007(2) -0.008(2) C16 0.055(4) 0.036(3) 0.023(3) 0.005(2) 0.007(3) -0.006(3) C15 0.041(3) 0.030(3) 0.034(3) -0.004(2) 0.006(3) 0.001(3) C6 0.049(4) 0.018(2) 0.026(3) -0.002(2) 0.001(2) 0.007(2) C1 0.033(3) 0.018(2) 0.034(3) -0.002(2) -0.003(2) 0.004(2) C2 0.036(3) 0.023(2) 0.028(3) 0.0054(19) 0.010(3) 0.001(2) C3 0.056(4) 0.022(2) 0.023(3) 0.003(2) -0.002(3) 0.003(3) C4 0.041(3) 0.026(2) 0.031(3) 0.004(2) -0.011(2) 0.006(2) C5 0.035(3) 0.023(2) 0.039(3) 0.000(2) 0.003(3) 0.004(2) C7 0.037(3) 0.031(3) 0.040(3) -0.001(2) -0.004(3) 0.006(3) C9 0.056(4) 0.051(3) 0.034(3) -0.008(3) -0.016(3) 0.007(3) C8 0.052(4) 0.048(4) 0.064(4) 0.004(3) -0.015(3) -0.016(3) C10 0.073(6) 0.047(4) 0.051(5) -0.002(4) -0.019(4) 0.001(4) N5 0.055(3) 0.034(3) 0.035(3) 0.000(2) 0.003(2) 0.003(2) O1 0.087(3) 0.064(3) 0.038(2) 0.027(2) 0.014(2) 0.032(3) O2 0.049(3) 0.059(3) 0.138(5) 0.034(3) 0.010(3) 0.013(3) O3 0.062(3) 0.050(2) 0.061(3) 0.008(2) 0.005(2) -0.010(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 N3 2.107(4) . ? Ru1 N1 2.112(4) . ? Ru1 C6 2.154(5) . ? Ru1 C2 2.157(5) . ? Ru1 C3 2.186(5) . ? Ru1 C5 2.188(5) . ? Ru1 C1 2.194(5) . ? Ru1 C4 2.231(5) . ? Ru1 Cl1 2.3983(14) . ? N1 C13 1.339(6) . ? N1 C11 1.381(7) . ? C11 C12 1.347(8) . ? C12 N2 1.374(7) . ? N2 C13 1.338(6) . ? N4 C14 1.339(6) . ? N4 C16 1.359(7) . ? C13 C14 1.437(7) . ? N3 C14 1.322(6) . ? N3 C15 1.374(7) . ? C16 C15 1.366(8) . ? C6 C1 1.414(7) . ? C6 C5 1.420(7) . ? C1 C2 1.422(7) . ? C1 C7 1.512(7) . ? C2 C3 1.396(8) . ? C3 C4 1.419(8) . ? C4 C5 1.407(7) . ? C4 C10 1.497(9) . ? C7 C9 1.519(8) . ? C7 C8 1.521(7) . ? N5 O2 1.216(6) . ? N5 O1 1.240(6) . ? N5 O3 1.269(6) . ? 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 N3 Ru1 N1 76.07(15) . . ? N3 Ru1 C6 90.46(17) . . ? N1 Ru1 C6 126.84(18) . . ? N3 Ru1 C2 143.63(18) . . ? N1 Ru1 C2 93.35(18) . . ? C6 Ru1 C2 68.0(2) . . ? N3 Ru1 C3 168.69(19) . . ? N1 Ru1 C3 114.80(19) . . ? C6 Ru1 C3 80.47(19) . . ? C2 Ru1 C3 37.5(2) . . ? N3 Ru1 C5 101.08(18) . . ? N1 Ru1 C5 165.00(18) . . ? C6 Ru1 C5 38.2(2) . . ? C2 Ru1 C5 80.2(2) . . ? C3 Ru1 C5 67.6(2) . . ? N3 Ru1 C1 107.94(17) . . ? N1 Ru1 C1 97.73(17) . . ? C6 Ru1 C1 37.93(19) . . ? C2 Ru1 C1 38.15(19) . . ? C3 Ru1 C1 68.68(19) . . ? C5 Ru1 C1 68.9(2) . . ? N3 Ru1 C4 132.36(18) . . ? N1 Ru1 C4 150.78(18) . . ? C6 Ru1 C4 67.86(19) . . ? C2 Ru1 C4 67.5(2) . . ? C3 Ru1 C4 37.5(2) . . ? C5 Ru1 C4 37.11(19) . . ? C1 Ru1 C4 80.94(18) . . ? N3 Ru1 Cl1 87.24(11) . . ? N1 Ru1 Cl1 84.70(12) . . ? C6 Ru1 Cl1 146.71(15) . . ? C2 Ru1 Cl1 126.93(15) . . ? C3 Ru1 Cl1 96.62(14) . . ? C5 Ru1 Cl1 110.02(15) . . ? C1 Ru1 Cl1 164.79(13) . . ? C4 Ru1 Cl1 89.61(14) . . ? C13 N1 C11 105.6(4) . . ? C13 N1 Ru1 115.9(3) . . ? C11 N1 Ru1 138.3(3) . . ? C12 C11 N1 108.7(5) . . ? C11 C12 N2 107.8(5) . . ? C13 N2 C12 106.5(4) . . ? C14 N4 C16 107.2(4) . . ? N2 C13 N1 111.4(5) . . ? N2 C13 C14 133.4(4) . . ? N1 C13 C14 115.2(4) . . ? C14 N3 C15 106.5(4) . . ? C14 N3 Ru1 116.1(3) . . ? C15 N3 Ru1 137.4(4) . . ? N3 C14 N4 111.1(5) . . ? N3 C14 C13 116.6(4) . . ? N4 C14 C13 132.3(5) . . ? N4 C16 C15 107.3(5) . . ? C16 C15 N3 108.0(5) . . ? C1 C6 C5 121.9(5) . . ? C1 C6 Ru1 72.5(3) . . ? C5 C6 Ru1 72.2(3) . . ? C6 C1 C2 116.5(5) . . ? C6 C1 C7 124.0(5) . . ? C2 C1 C7 119.5(5) . . ? C6 C1 Ru1 69.5(3) . . ? C2 C1 Ru1 69.5(3) . . ? C7 C1 Ru1 128.9(3) . . ? C3 C2 C1 122.5(5) . . ? C3 C2 Ru1 72.4(3) . . ? C1 C2 Ru1 72.3(3) . . ? C2 C3 C4 120.1(5) . . ? C2 C3 Ru1 70.1(3) . . ? C4 C3 Ru1 73.0(3) . . ? C5 C4 C3 118.8(5) . . ? C5 C4 C10 120.1(6) . . ? C3 C4 C10 121.0(6) . . ? C5 C4 Ru1 69.7(3) . . ? C3 C4 Ru1 69.5(3) . . ? C10 C4 Ru1 130.0(4) . . ? C4 C5 C6 120.1(5) . . ? C4 C5 Ru1 73.1(3) . . ? C6 C5 Ru1 69.7(3) . . ? C1 C7 C9 113.2(5) . . ? C1 C7 C8 109.9(4) . . ? C9 C7 C8 111.4(5) . . ? O2 N5 O1 121.5(5) . . ? O2 N5 O3 118.8(5) . . ? O1 N5 O3 119.6(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Ru1 N1 C13 -3.0(3) . . . . ? C6 Ru1 N1 C13 -82.9(4) . . . . ? C2 Ru1 N1 C13 -147.8(4) . . . . ? C3 Ru1 N1 C13 -179.7(3) . . . . ? C5 Ru1 N1 C13 -83.8(8) . . . . ? C1 Ru1 N1 C13 -109.7(4) . . . . ? C4 Ru1 N1 C13 165.1(4) . . . . ? Cl1 Ru1 N1 C13 85.4(3) . . . . ? N3 Ru1 N1 C11 -176.7(5) . . . . ? C6 Ru1 N1 C11 103.5(5) . . . . ? C2 Ru1 N1 C11 38.6(5) . . . . ? C3 Ru1 N1 C11 6.7(6) . . . . ? C5 Ru1 N1 C11 102.6(8) . . . . ? C1 Ru1 N1 C11 76.7(5) . . . . ? C4 Ru1 N1 C11 -8.6(7) . . . . ? Cl1 Ru1 N1 C11 -88.2(5) . . . . ? C13 N1 C11 C12 1.0(6) . . . . ? Ru1 N1 C11 C12 175.1(4) . . . . ? N1 C11 C12 N2 -0.5(6) . . . . ? C11 C12 N2 C13 -0.2(6) . . . . ? C12 N2 C13 N1 0.9(6) . . . . ? C12 N2 C13 C14 179.8(5) . . . . ? C11 N1 C13 N2 -1.2(6) . . . . ? Ru1 N1 C13 N2 -176.8(3) . . . . ? C11 N1 C13 C14 179.7(4) . . . . ? Ru1 N1 C13 C14 4.1(5) . . . . ? N1 Ru1 N3 C14 1.4(3) . . . . ? C6 Ru1 N3 C14 129.4(4) . . . . ? C2 Ru1 N3 C14 77.8(4) . . . . ? C3 Ru1 N3 C14 165.9(9) . . . . ? C5 Ru1 N3 C14 166.4(3) . . . . ? C1 Ru1 N3 C14 95.2(4) . . . . ? C4 Ru1 N3 C14 -170.7(3) . . . . ? Cl1 Ru1 N3 C14 -83.8(3) . . . . ? N1 Ru1 N3 C15 -176.0(5) . . . . ? C6 Ru1 N3 C15 -48.0(5) . . . . ? C2 Ru1 N3 C15 -99.6(6) . . . . ? C3 Ru1 N3 C15 -11.6(12) . . . . ? C5 Ru1 N3 C15 -11.1(5) . . . . ? C1 Ru1 N3 C15 -82.3(5) . . . . ? C4 Ru1 N3 C15 11.8(6) . . . . ? Cl1 Ru1 N3 C15 98.8(5) . . . . ? C15 N3 C14 N4 0.3(5) . . . . ? Ru1 N3 C14 N4 -177.9(3) . . . . ? C15 N3 C14 C13 178.4(4) . . . . ? Ru1 N3 C14 C13 0.2(5) . . . . ? C16 N4 C14 N3 0.1(5) . . . . ? C16 N4 C14 C13 -177.6(5) . . . . ? N2 C13 C14 N3 178.3(5) . . . . ? N1 C13 C14 N3 -2.9(6) . . . . ? N2 C13 C14 N4 -4.2(9) . . . . ? N1 C13 C14 N4 174.7(5) . . . . ? C14 N4 C16 C15 -0.4(6) . . . . ? N4 C16 C15 N3 0.6(6) . . . . ? C14 N3 C15 C16 -0.6(6) . . . . ? Ru1 N3 C15 C16 177.0(4) . . . . ? N3 Ru1 C6 C1 -119.4(3) . . . . ? N1 Ru1 C6 C1 -46.5(4) . . . . ? C2 Ru1 C6 C1 30.5(3) . . . . ? C3 Ru1 C6 C1 67.4(3) . . . . ? C5 Ru1 C6 C1 133.1(5) . . . . ? C4 Ru1 C6 C1 104.2(3) . . . . ? Cl1 Ru1 C6 C1 154.9(2) . . . . ? N3 Ru1 C6 C5 107.5(3) . . . . ? N1 Ru1 C6 C5 -179.6(3) . . . . ? C2 Ru1 C6 C5 -102.6(3) . . . . ? C3 Ru1 C6 C5 -65.7(3) . . . . ? C1 Ru1 C6 C5 -133.1(5) . . . . ? C4 Ru1 C6 C5 -28.9(3) . . . . ? Cl1 Ru1 C6 C5 21.8(4) . . . . ? C5 C6 C1 C2 2.1(7) . . . . ? Ru1 C6 C1 C2 -52.9(4) . . . . ? C5 C6 C1 C7 178.8(4) . . . . ? Ru1 C6 C1 C7 123.9(5) . . . . ? C5 C6 C1 Ru1 55.0(4) . . . . ? N3 Ru1 C1 C6 66.3(3) . . . . ? N1 Ru1 C1 C6 144.1(3) . . . . ? C2 Ru1 C1 C6 -130.3(4) . . . . ? C3 Ru1 C1 C6 -102.2(3) . . . . ? C5 Ru1 C1 C6 -28.9(3) . . . . ? C4 Ru1 C1 C6 -65.4(3) . . . . ? Cl1 Ru1 C1 C6 -117.6(5) . . . . ? N3 Ru1 C1 C2 -163.4(3) . . . . ? N1 Ru1 C1 C2 -85.6(3) . . . . ? C6 Ru1 C1 C2 130.3(4) . . . . ? C3 Ru1 C1 C2 28.1(3) . . . . ? C5 Ru1 C1 C2 101.4(3) . . . . ? C4 Ru1 C1 C2 64.9(3) . . . . ? Cl1 Ru1 C1 C2 12.7(7) . . . . ? N3 Ru1 C1 C7 -51.4(5) . . . . ? N1 Ru1 C1 C7 26.4(5) . . . . ? C6 Ru1 C1 C7 -117.7(6) . . . . ? C2 Ru1 C1 C7 112.0(6) . . . . ? C3 Ru1 C1 C7 140.1(5) . . . . ? C5 Ru1 C1 C7 -146.6(5) . . . . ? C4 Ru1 C1 C7 176.9(5) . . . . ? Cl1 Ru1 C1 C7 124.7(5) . . . . ? C6 C1 C2 C3 -1.6(7) . . . . ? C7 C1 C2 C3 -178.6(4) . . . . ? Ru1 C1 C2 C3 -54.6(4) . . . . ? C6 C1 C2 Ru1 52.9(4) . . . . ? C7 C1 C2 Ru1 -124.0(4) . . . . ? N3 Ru1 C2 C3 161.2(3) . . . . ? N1 Ru1 C2 C3 -127.9(3) . . . . ? C6 Ru1 C2 C3 103.5(3) . . . . ? C5 Ru1 C2 C3 65.8(3) . . . . ? C1 Ru1 C2 C3 133.9(5) . . . . ? C4 Ru1 C2 C3 29.3(3) . . . . ? Cl1 Ru1 C2 C3 -42.0(4) . . . . ? N3 Ru1 C2 C1 27.4(5) . . . . ? N1 Ru1 C2 C1 98.3(3) . . . . ? C6 Ru1 C2 C1 -30.4(3) . . . . ? C3 Ru1 C2 C1 -133.9(5) . . . . ? C5 Ru1 C2 C1 -68.1(3) . . . . ? C4 Ru1 C2 C1 -104.5(3) . . . . ? Cl1 Ru1 C2 C1 -175.9(2) . . . . ? C1 C2 C3 C4 -0.8(7) . . . . ? Ru1 C2 C3 C4 -55.3(4) . . . . ? C1 C2 C3 Ru1 54.5(4) . . . . ? N3 Ru1 C3 C2 -103.1(10) . . . . ? N1 Ru1 C3 C2 60.2(3) . . . . ? C6 Ru1 C3 C2 -66.1(3) . . . . ? C5 Ru1 C3 C2 -103.6(3) . . . . ? C1 Ru1 C3 C2 -28.6(3) . . . . ? C4 Ru1 C3 C2 -131.9(5) . . . . ? Cl1 Ru1 C3 C2 147.4(3) . . . . ? N3 Ru1 C3 C4 28.8(11) . . . . ? N1 Ru1 C3 C4 -167.8(3) . . . . ? C6 Ru1 C3 C4 65.8(3) . . . . ? C2 Ru1 C3 C4 131.9(5) . . . . ? C5 Ru1 C3 C4 28.3(3) . . . . ? C1 Ru1 C3 C4 103.4(3) . . . . ? Cl1 Ru1 C3 C4 -80.6(3) . . . . ? C2 C3 C4 C5 2.8(7) . . . . ? Ru1 C3 C4 C5 -51.1(4) . . . . ? C2 C3 C4 C10 179.2(5) . . . . ? Ru1 C3 C4 C10 125.2(5) . . . . ? C2 C3 C4 Ru1 54.0(4) . . . . ? N3 Ru1 C4 C5 -39.3(4) . . . . ? N1 Ru1 C4 C5 156.4(3) . . . . ? C6 Ru1 C4 C5 29.7(3) . . . . ? C2 Ru1 C4 C5 104.0(4) . . . . ? C3 Ru1 C4 C5 133.4(5) . . . . ? C1 Ru1 C4 C5 66.8(3) . . . . ? Cl1 Ru1 C4 C5 -125.2(3) . . . . ? N3 Ru1 C4 C3 -172.7(3) . . . . ? N1 Ru1 C4 C3 23.1(5) . . . . ? C6 Ru1 C4 C3 -103.7(3) . . . . ? C2 Ru1 C4 C3 -29.3(3) . . . . ? C5 Ru1 C4 C3 -133.4(5) . . . . ? C1 Ru1 C4 C3 -66.6(3) . . . . ? Cl1 Ru1 C4 C3 101.4(3) . . . . ? N3 Ru1 C4 C10 73.5(7) . . . . ? N1 Ru1 C4 C10 -90.7(7) . . . . ? C6 Ru1 C4 C10 142.5(7) . . . . ? C2 Ru1 C4 C10 -143.1(7) . . . . ? C3 Ru1 C4 C10 -113.8(7) . . . . ? C5 Ru1 C4 C10 112.8(8) . . . . ? C1 Ru1 C4 C10 179.6(7) . . . . ? Cl1 Ru1 C4 C10 -12.4(6) . . . . ? C3 C4 C5 C6 -2.4(7) . . . . ? C10 C4 C5 C6 -178.8(5) . . . . ? Ru1 C4 C5 C6 -53.5(4) . . . . ? C3 C4 C5 Ru1 51.0(4) . . . . ? C10 C4 C5 Ru1 -125.4(5) . . . . ? C1 C6 C5 C4 -0.1(7) . . . . ? Ru1 C6 C5 C4 55.1(4) . . . . ? C1 C6 C5 Ru1 -55.1(4) . . . . ? N3 Ru1 C5 C4 151.5(3) . . . . ? N1 Ru1 C5 C4 -131.0(7) . . . . ? C6 Ru1 C5 C4 -132.1(5) . . . . ? C2 Ru1 C5 C4 -65.5(3) . . . . ? C3 Ru1 C5 C4 -28.6(3) . . . . ? C1 Ru1 C5 C4 -103.4(3) . . . . ? Cl1 Ru1 C5 C4 60.4(3) . . . . ? N3 Ru1 C5 C6 -76.4(3) . . . . ? N1 Ru1 C5 C6 1.1(9) . . . . ? C2 Ru1 C5 C6 66.7(3) . . . . ? C3 Ru1 C5 C6 103.6(3) . . . . ? C1 Ru1 C5 C6 28.8(3) . . . . ? C4 Ru1 C5 C6 132.1(5) . . . . ? Cl1 Ru1 C5 C6 -167.4(3) . . . . ? C6 C1 C7 C9 -16.4(7) . . . . ? C2 C1 C7 C9 160.3(4) . . . . ? Ru1 C1 C7 C9 73.7(6) . . . . ? C6 C1 C7 C8 108.8(6) . . . . ? C2 C1 C7 C8 -74.5(6) . . . . ? Ru1 C1 C7 C8 -161.1(4) . . . . ? 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 N4 H4N O2 0.88 1.92 2.719(6) 150.8 . N2 H2N O3 0.88 2.00 2.867(6) 168.9 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.868 _refine_diff_density_min -0.654 _refine_diff_density_rms 0.119