# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_alb172(2c) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2 (C23 H28 Cl N3 O2 Ru), C H2 Cl2' _chemical_formula_sum 'C47 H58 Cl4 N6 O4 Ru2' _chemical_formula_weight 1114.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 tetragonal _symmetry_space_group_name_H-M 'P 4/n c c' _symmetry_space_group_name_Hall '-P 4a 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' 'y+1/2, x+1/2, -z+1/2' '-y, -x, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' '-y-1/2, -x-1/2, z-1/2' 'y, x, z-1/2' _cell_length_a 24.4639(2) _cell_length_b 24.4639(2) _cell_length_c 16.2815(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9744.2(2) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 48091 _cell_measurement_theta_min 2.6612 _cell_measurement_theta_max 29.5411 _exptl_crystal_description rod _exptl_crystal_colour 'translucent red' _exptl_crystal_size_max 0.3285 _exptl_crystal_size_mid 0.1822 _exptl_crystal_size_min 0.1353 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.520 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4560 _exptl_absorpt_coefficient_mu 0.888 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.818 _exptl_absorpt_correction_T_max 0.926 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; DELU restraints were applied to all disordered atoms. The sum of the three disorder parts was restrained to be 1 using SUMP. Part 1 and part 3 differ only in the orientation of the isopropyl group. The atoms C14 to C20 and C23 of these two parts were constrained to occupy the same place and have the same displacement parameters. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3196 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 99946 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0097 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 29.61 _reflns_number_total 6521 _reflns_number_gt 6135 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0099P)^2^+16.5612P] 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 6521 _refine_ls_number_parameters 415 _refine_ls_number_restraints 124 _refine_ls_R_factor_all 0.0357 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0696 _refine_ls_wR_factor_gt 0.0686 _refine_ls_goodness_of_fit_ref 1.209 _refine_ls_restrained_S_all 1.198 _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 0.658721(7) 0.027973(7) 0.657108(10) 0.02308(5) Uani 1 1 d U . . Cl1 Cl 0.62766(2) -0.03534(2) 0.76109(3) 0.02617(11) Uani 1 1 d . . . C1 C 0.73202(8) -0.01068(8) 0.66380(12) 0.0187(4) Uani 1 1 d . A . C2 C 0.76395(8) 0.00518(8) 0.72913(12) 0.0193(4) Uani 1 1 d . . . C3 C 0.74448(9) 0.04899(8) 0.78460(12) 0.0226(4) Uani 1 1 d . A . O1 O 0.69822(6) 0.06780(6) 0.75832(10) 0.0269(3) Uani 1 1 d . A . O2 O 0.76995(6) 0.06471(7) 0.84537(9) 0.0284(3) Uani 1 1 d . . . N1 N 0.76351(6) -0.04889(7) 0.62598(10) 0.0169(3) Uani 1 1 d . . . C4 C 0.75084(8) -0.07779(7) 0.55109(11) 0.0161(3) Uani 1 1 d . A . C5 C 0.77252(8) -0.05818(8) 0.47758(12) 0.0187(4) Uani 1 1 d . . . C10 C 0.81170(9) -0.01052(9) 0.47480(13) 0.0270(4) Uani 1 1 d . A . H10A H 0.8277 -0.0078 0.4198 0.040 Uiso 1 1 calc R . . H10B H 0.8409 -0.0162 0.5152 0.040 Uiso 1 1 calc R . . H10C H 0.7920 0.0233 0.4877 0.040 Uiso 1 1 calc R . . C6 C 0.75595(8) -0.08412(8) 0.40552(11) 0.0202(4) Uani 1 1 d . A . H6 H 0.7704 -0.0721 0.3545 0.024 Uiso 1 1 calc R . . C7 C 0.71853(8) -0.12733(8) 0.40649(12) 0.0195(4) Uani 1 1 d . . . C11 C 0.69912(9) -0.15344(9) 0.32777(12) 0.0259(4) Uani 1 1 d . A . H11A H 0.7072 -0.1927 0.3290 0.039 Uiso 1 1 calc R . . H11B H 0.7179 -0.1366 0.2811 0.039 Uiso 1 1 calc R . . H11C H 0.6596 -0.1480 0.3221 0.039 Uiso 1 1 calc R . . C8 C 0.69925(8) -0.14600(8) 0.48177(12) 0.0191(4) Uani 1 1 d . A . H8 H 0.6746 -0.1760 0.4828 0.023 Uiso 1 1 calc R . . C9 C 0.71492(8) -0.12221(8) 0.55542(11) 0.0178(4) Uani 1 1 d . . . C12 C 0.69409(9) -0.14360(9) 0.63626(12) 0.0225(4) Uani 1 1 d . A . H12A H 0.6666 -0.1720 0.6263 0.034 Uiso 1 1 calc R . . H12B H 0.6775 -0.1136 0.6675 0.034 Uiso 1 1 calc R . . H12C H 0.7246 -0.1591 0.6677 0.034 Uiso 1 1 calc R . . N2 N 0.81218(7) -0.05770(7) 0.66312(10) 0.0195(3) Uani 1 1 d . A . N3 N 0.81095(7) -0.02384(7) 0.72657(10) 0.0193(3) Uani 1 1 d . A . C13 C 0.85740(9) -0.02241(10) 0.78346(13) 0.0272(4) Uani 1 1 d . . . H13A H 0.8832 -0.0516 0.7694 0.041 Uiso 1 1 calc R A . H13B H 0.8442 -0.0277 0.8398 0.041 Uiso 1 1 calc R . . H13C H 0.8758 0.0130 0.7792 0.041 Uiso 1 1 calc R . . C14A C 0.6566(3) 0.0965(3) 0.5771(5) 0.0358(9) Uani 0.414(7) 1 d PU A 1 C20A C 0.6953(2) 0.1447(2) 0.5767(5) 0.0632(14) Uani 0.414(7) 1 d PU A 1 H20A H 0.7326 0.1282 0.5721 0.076 Uiso 0.414(7) 1 calc PR A 1 C21A C 0.6983(4) 0.1801(3) 0.6459(8) 0.065(2) Uani 0.414(7) 1 d PU A 1 H21A H 0.7061 0.1587 0.6953 0.097 Uiso 0.414(7) 1 calc PR A 1 H21B H 0.6633 0.1991 0.6526 0.097 Uiso 0.414(7) 1 calc PR A 1 H21C H 0.7274 0.2070 0.6374 0.097 Uiso 0.414(7) 1 calc PR A 1 C22A C 0.6851(6) 0.1728(5) 0.4920(9) 0.108(5) Uani 0.414(7) 1 d PU A 1 H22A H 0.7085 0.2051 0.4871 0.162 Uiso 0.414(7) 1 calc PR A 1 H22B H 0.6467 0.1838 0.4880 0.162 Uiso 0.414(7) 1 calc PR A 1 H22C H 0.6937 0.1471 0.4477 0.162 Uiso 0.414(7) 1 calc PR A 1 C15A C 0.6062(7) 0.0984(6) 0.6234(14) 0.0311(16) Uani 0.414(7) 1 d PU A 1 H15A H 0.5962 0.1310 0.6513 0.037 Uiso 0.414(7) 1 calc PR A 1 C16A C 0.5726(6) 0.0536(6) 0.6276(14) 0.030(2) Uani 0.414(7) 1 d PU A 1 H16A H 0.5404 0.0550 0.6600 0.036 Uiso 0.414(7) 1 calc PR A 1 C17A C 0.5859(2) 0.0043(2) 0.5832(4) 0.0329(9) Uani 0.414(7) 1 d PU A 1 C23A C 0.5503(3) -0.0459(2) 0.5909(4) 0.0617(15) Uani 0.414(7) 1 d PU A 1 H23A H 0.5320 -0.0458 0.6444 0.093 Uiso 0.414(7) 1 calc PR A 1 H23B H 0.5730 -0.0788 0.5860 0.093 Uiso 0.414(7) 1 calc PR A 1 H23C H 0.5228 -0.0458 0.5471 0.093 Uiso 0.414(7) 1 calc PR A 1 C18A C 0.6327(3) 0.0039(2) 0.5338(3) 0.0362(8) Uani 0.414(7) 1 d PU A 1 H18A H 0.6412 -0.0278 0.5025 0.043 Uiso 0.414(7) 1 calc PR A 1 C19A C 0.6673(2) 0.0500(3) 0.5300(3) 0.0375(9) Uani 0.414(7) 1 d PU A 1 H19A H 0.6984 0.0493 0.4950 0.045 Uiso 0.414(7) 1 calc PR A 1 C14B C 0.5990(4) 0.0125(4) 0.5647(7) 0.0252(14) Uani 0.333(5) 1 d PU A 2 C20B C 0.5696(3) -0.0409(4) 0.5540(5) 0.0319(15) Uani 0.333(5) 1 d PU A 2 H20B H 0.5932 -0.0707 0.5768 0.038 Uiso 0.333(5) 1 calc PR A 2 C21B C 0.5136(4) -0.0433(4) 0.5969(6) 0.0409(19) Uani 0.333(5) 1 d PU A 2 H21D H 0.4978 -0.0798 0.5899 0.061 Uiso 0.333(5) 1 calc PR A 2 H21E H 0.4892 -0.0160 0.5727 0.061 Uiso 0.333(5) 1 calc PR A 2 H21F H 0.5182 -0.0357 0.6556 0.061 Uiso 0.333(5) 1 calc PR A 2 C22B C 0.5620(4) -0.0510(4) 0.4618(4) 0.045(2) Uani 0.333(5) 1 d PU A 2 H22D H 0.5977 -0.0504 0.4345 0.067 Uiso 0.333(5) 1 calc PR A 2 H22E H 0.5386 -0.0224 0.4386 0.067 Uiso 0.333(5) 1 calc PR A 2 H22F H 0.5448 -0.0868 0.4534 0.067 Uiso 0.333(5) 1 calc PR A 2 C15B C 0.6496(4) 0.0239(4) 0.5271(5) 0.0245(12) Uani 0.333(5) 1 d PU A 2 H15B H 0.6651 -0.0026 0.4912 0.029 Uiso 0.333(5) 1 calc PR A 2 C16B C 0.6781(4) 0.0728(5) 0.5408(6) 0.0289(13) Uani 0.333(5) 1 d PU A 2 H16B H 0.7116 0.0795 0.5131 0.035 Uiso 0.333(5) 1 calc PR A 2 C17B C 0.6571(5) 0.1117(4) 0.5951(8) 0.0273(16) Uani 0.333(5) 1 d PU A 2 C23B C 0.6899(5) 0.1626(4) 0.6206(7) 0.046(2) Uani 0.333(5) 1 d PU A 2 H23D H 0.6889 0.1664 0.6806 0.069 Uiso 0.333(5) 1 calc PR A 2 H23E H 0.6737 0.1951 0.5953 0.069 Uiso 0.333(5) 1 calc PR A 2 H23F H 0.7278 0.1587 0.6024 0.069 Uiso 0.333(5) 1 calc PR A 2 C18B C 0.6057(13) 0.1032(10) 0.632(3) 0.0274(17) Uani 0.333(5) 1 d PU A 2 H18B H 0.5913 0.1299 0.6687 0.033 Uiso 0.333(5) 1 calc PR A 2 C19B C 0.5754(13) 0.0550(13) 0.616(3) 0.027(2) Uani 0.333(5) 1 d PU A 2 H19B H 0.5397 0.0505 0.6379 0.033 Uiso 0.333(5) 1 calc PR A 2 C14C C 0.6566(3) 0.0965(3) 0.5771(5) 0.0358(9) Uani 0.255(6) 1 d PU A 3 C20C C 0.6953(2) 0.1447(2) 0.5767(5) 0.0632(14) Uani 0.255(6) 1 d PU A 3 H20C H 0.6952 0.1537 0.6366 0.076 Uiso 0.255(6) 1 calc PR A 3 C21C C 0.7505(6) 0.1348(6) 0.5659(14) 0.107(8) Uani 0.255(6) 1 d PU A 3 H21G H 0.7569 0.0953 0.5633 0.161 Uiso 0.255(6) 1 calc PR A 3 H21H H 0.7710 0.1503 0.6121 0.161 Uiso 0.255(6) 1 calc PR A 3 H21I H 0.7628 0.1518 0.5146 0.161 Uiso 0.255(6) 1 calc PR A 3 C22C C 0.6658(5) 0.1969(5) 0.5426(8) 0.044(3) Uani 0.255(6) 1 d PU A 3 H22G H 0.6931 0.2221 0.5198 0.066 Uiso 0.255(6) 1 calc PR A 3 H22H H 0.6460 0.2150 0.5873 0.066 Uiso 0.255(6) 1 calc PR A 3 H22I H 0.6400 0.1863 0.4995 0.066 Uiso 0.255(6) 1 calc PR A 3 C15C C 0.6062(7) 0.0984(6) 0.6234(14) 0.0311(16) Uani 0.255(6) 1 d PU A 3 H15C H 0.5962 0.1310 0.6513 0.037 Uiso 0.255(6) 1 calc PR A 3 C16C C 0.5726(6) 0.0536(6) 0.6276(14) 0.030(2) Uani 0.255(6) 1 d PU A 3 H16C H 0.5404 0.0550 0.6600 0.036 Uiso 0.255(6) 1 calc PR A 3 C17C C 0.5859(2) 0.0043(2) 0.5832(4) 0.0329(9) Uani 0.255(6) 1 d PU A 3 C23C C 0.5503(3) -0.0459(2) 0.5909(4) 0.0617(15) Uani 0.255(6) 1 d PU A 3 H23G H 0.5316 -0.0453 0.6443 0.093 Uiso 0.255(6) 1 d PR A 3 H23H H 0.5727 -0.0784 0.5861 0.093 Uiso 0.255(6) 1 d PR A 3 H23I H 0.5225 -0.0455 0.5470 0.093 Uiso 0.255(6) 1 d PR A 3 C18C C 0.6327(3) 0.0039(2) 0.5338(3) 0.0362(8) Uani 0.255(6) 1 d PU A 3 H18C H 0.6412 -0.0278 0.5025 0.043 Uiso 0.255(6) 1 calc PR A 3 C19C C 0.6673(2) 0.0500(3) 0.5300(3) 0.0375(9) Uani 0.255(6) 1 d PU A 3 H19C H 0.6984 0.0493 0.4950 0.045 Uiso 0.255(6) 1 calc PR A 3 C24 C 0.8516(7) 0.1424(6) 0.7351(14) 0.081(5) Uani 0.50 1 d P B -1 H24A H 0.8136 0.1324 0.7492 0.097 Uiso 0.50 1 calc PR B -1 H24B H 0.8512 0.1794 0.7107 0.097 Uiso 0.50 1 calc PR B -1 Cl2 Cl 0.87772(13) 0.09473(17) 0.6613(3) 0.0819(11) Uani 0.50 1 d P B -1 Cl3 Cl 0.89229(18) 0.14308(13) 0.8266(3) 0.0796(10) Uani 0.50 1 d P B -1 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 0.02053(8) 0.03046(9) 0.01824(8) -0.00372(6) 0.00005(6) 0.00932(6) Cl1 0.0212(2) 0.0351(3) 0.0222(2) -0.0057(2) 0.00251(18) -0.0008(2) C1 0.0184(8) 0.0200(9) 0.0175(8) -0.0002(7) 0.0044(7) 0.0015(7) C2 0.0189(9) 0.0198(9) 0.0190(8) -0.0008(7) 0.0019(7) 0.0003(7) C3 0.0233(10) 0.0222(9) 0.0224(9) -0.0032(8) 0.0043(8) -0.0011(8) O1 0.0256(7) 0.0275(8) 0.0277(8) -0.0088(6) -0.0002(6) 0.0068(6) O2 0.0302(8) 0.0301(8) 0.0249(7) -0.0088(6) -0.0009(6) -0.0016(6) N1 0.0167(7) 0.0184(7) 0.0156(7) -0.0010(6) 0.0013(6) 0.0015(6) C4 0.0167(8) 0.0174(8) 0.0143(8) -0.0014(7) 0.0008(7) 0.0030(7) C5 0.0183(9) 0.0191(9) 0.0187(9) 0.0016(7) 0.0027(7) 0.0023(7) C10 0.0312(11) 0.0273(11) 0.0225(10) 0.0006(8) 0.0052(8) -0.0093(9) C6 0.0221(9) 0.0234(9) 0.0152(8) 0.0012(7) 0.0027(7) 0.0002(8) C7 0.0203(9) 0.0219(9) 0.0162(8) -0.0013(7) -0.0004(7) 0.0021(7) C11 0.0301(11) 0.0312(11) 0.0164(9) -0.0025(8) -0.0015(8) -0.0037(9) C8 0.0183(9) 0.0193(9) 0.0197(9) 0.0000(7) -0.0005(7) -0.0008(7) C9 0.0173(8) 0.0199(9) 0.0162(8) 0.0005(7) 0.0024(7) 0.0027(7) C12 0.0249(10) 0.0249(10) 0.0177(9) 0.0014(7) 0.0037(8) -0.0044(8) N2 0.0187(8) 0.0208(8) 0.0190(7) -0.0015(6) -0.0002(6) 0.0014(6) N3 0.0188(8) 0.0213(8) 0.0178(7) -0.0019(6) 0.0002(6) 0.0010(6) C13 0.0216(10) 0.0334(11) 0.0266(10) -0.0057(9) -0.0074(8) 0.0048(9) C14A 0.0346(18) 0.0352(18) 0.038(3) 0.0071(11) -0.0024(16) 0.0034(15) C20A 0.049(2) 0.050(2) 0.090(4) 0.0297(19) -0.021(2) -0.0117(19) C21A 0.042(4) 0.018(4) 0.134(6) 0.010(3) 0.001(5) -0.014(3) C22A 0.102(10) 0.091(8) 0.132(6) 0.081(6) -0.036(8) -0.031(7) C15A 0.035(3) 0.0274(15) 0.031(6) -0.0052(19) -0.005(2) 0.0126(10) C16A 0.0227(14) 0.0372(19) 0.030(8) 0.000(2) -0.004(2) 0.0109(14) C17A 0.0382(18) 0.0294(14) 0.031(3) -0.0007(15) -0.0160(12) 0.0044(13) C23A 0.066(3) 0.0452(19) 0.074(4) 0.008(2) -0.042(3) -0.018(2) C18A 0.048(3) 0.038(2) 0.0233(16) -0.0092(17) -0.0123(14) 0.0226(14) C19A 0.037(3) 0.055(3) 0.0207(16) 0.004(2) 0.003(2) 0.0170(18) C14B 0.022(3) 0.036(3) 0.018(4) 0.003(3) -0.0019(15) 0.0075(19) C20B 0.027(3) 0.043(3) 0.025(3) 0.001(3) -0.006(2) 0.000(2) C21B 0.037(4) 0.048(5) 0.037(4) 0.006(4) 0.005(3) -0.005(3) C22B 0.045(5) 0.063(5) 0.027(3) -0.007(3) -0.004(3) -0.012(4) C15B 0.023(4) 0.033(5) 0.0177(11) 0.004(4) 0.000(3) 0.009(2) C16B 0.027(3) 0.039(4) 0.021(3) 0.002(2) -0.002(3) 0.003(3) C17B 0.037(3) 0.024(4) 0.021(4) 0.012(3) -0.001(3) 0.008(3) C23B 0.068(5) 0.014(5) 0.055(7) 0.012(3) 0.021(5) -0.004(3) C18B 0.028(4) 0.034(6) 0.020(7) 0.003(4) -0.006(3) 0.013(4) C19B 0.021(3) 0.047(5) 0.014(6) -0.003(5) -0.004(2) 0.008(2) C14C 0.0346(18) 0.0352(18) 0.038(3) 0.0071(11) -0.0024(16) 0.0034(15) C20C 0.049(2) 0.050(2) 0.090(4) 0.0297(19) -0.021(2) -0.0117(19) C21C 0.043(2) 0.066(9) 0.21(2) 0.087(12) -0.021(7) -0.013(3) C22C 0.045(5) 0.039(3) 0.049(7) 0.012(5) 0.006(5) -0.005(3) C15C 0.035(3) 0.0274(15) 0.031(6) -0.0052(19) -0.005(2) 0.0126(10) C16C 0.0227(14) 0.0372(19) 0.030(8) 0.000(2) -0.004(2) 0.0109(14) C17C 0.0382(18) 0.0294(14) 0.031(3) -0.0007(15) -0.0160(12) 0.0044(13) C23C 0.066(3) 0.0452(19) 0.074(4) 0.008(2) -0.042(3) -0.018(2) C18C 0.048(3) 0.038(2) 0.0233(16) -0.0092(17) -0.0123(14) 0.0226(14) C19C 0.037(3) 0.055(3) 0.0207(16) 0.004(2) 0.003(2) 0.0170(18) C24 0.065(6) 0.063(7) 0.115(17) 0.007(8) -0.018(7) -0.046(4) Cl2 0.070(2) 0.070(2) 0.106(3) 0.0274(18) -0.025(2) -0.0337(16) Cl3 0.0643(19) 0.0619(19) 0.112(2) 0.004(2) 0.0241(17) -0.0192(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru C1 2.0303(19) . ? Ru C14A 2.124(8) . ? Ru C15B 2.131(9) . ? Ru C14B 2.132(11) . ? Ru O1 2.1444(15) . ? Ru C19A 2.149(5) . ? Ru C18A 2.187(5) . ? Ru C15A 2.22(2) . ? C1 N1 1.359(2) . ? C1 C2 1.375(3) . ? C2 N3 1.352(2) . ? C2 C3 1.480(3) . ? C3 O2 1.231(2) . ? C3 O1 1.294(3) . ? N1 N2 1.353(2) . ? N1 C4 1.443(2) . ? C4 C5 1.394(3) . ? C4 C9 1.399(3) . ? C5 C6 1.394(3) . ? C5 C10 1.510(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C6 C7 1.398(3) . ? C6 H6 0.9500 . ? C7 C8 1.390(3) . ? C7 C11 1.509(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C8 C9 1.387(3) . ? C8 H8 0.9500 . ? C9 C12 1.505(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? N2 N3 1.324(2) . ? N3 C13 1.466(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14A C19A 1.399(7) . ? C14A C15A 1.446(10) . ? C14A C20A 1.512(7) . ? C20A C21A 1.424(12) . ? C20A C22A 1.560(12) . ? C20A H20A 1.0000 . ? C21A H21A 0.9800 . ? C21A H21B 0.9800 . ? C21A H21C 0.9800 . ? C22A H22A 0.9800 . ? C22A H22B 0.9800 . ? C22A H22C 0.9800 . ? C15A C16A 1.370(15) . ? C15A H15A 0.9500 . ? C16A C17A 1.441(10) . ? C16A H16A 0.9500 . ? C17A C18A 1.398(6) . ? C17A C23A 1.513(7) . ? C23A H23A 0.9800 . ? C23A H23B 0.9800 . ? C23A H23C 0.9800 . ? C23A H23G 0.9832 . ? C23A H23H 0.9676 . ? C23A H23I 0.9860 . ? C18A C19A 1.412(7) . ? C18A H18A 0.9500 . ? C19A H19A 0.9500 . ? C14B C15B 1.410(11) . ? C14B C19B 1.450(17) . ? C14B C20B 1.501(12) . ? C20B C22B 1.533(10) . ? C20B C21B 1.540(11) . ? C20B H20B 1.0000 . ? C20B H23H 1.0577 . ? C20B H23I 1.1644 . ? C21B H21D 0.9800 . ? C21B H21E 0.9800 . ? C21B H21F 0.9800 . ? C21B H23G 0.8902 . ? C21B H23I 0.8430 . ? C22B H22D 0.9800 . ? C22B H22E 0.9800 . ? C22B H22F 0.9800 . ? C15B C16B 1.402(12) . ? C15B H15B 0.9500 . ? C16B C17B 1.398(11) . ? C16B H16B 0.9500 . ? C17B C18B 1.41(2) . ? C17B C23B 1.539(14) . ? C23B H23D 0.9800 . ? C23B H23E 0.9800 . ? C23B H23F 0.9800 . ? C18B C19B 1.42(3) . ? C18B H18B 0.9500 . ? C19B H19B 0.9500 . ? C20C C21C 1.383(16) . ? C20C C22C 1.568(13) . ? C20C H20C 1.0000 . ? C21C H21G 0.9800 . ? C21C H21H 0.9800 . ? C21C H21I 0.9800 . ? C22C H22G 0.9800 . ? C22C H22H 0.9800 . ? C22C H22I 0.9800 . ? C24 Cl2 1.791(15) . ? C24 Cl3 1.792(16) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ru C14A 115.00(17) . . ? C1 Ru C15B 97.1(2) . . ? C1 Ru C14B 124.1(3) . . ? C15B Ru C14B 38.6(3) . . ? C1 Ru O1 76.84(7) . . ? C14A Ru O1 97.10(17) . . ? C15B Ru O1 146.3(3) . . ? C14B Ru O1 158.8(3) . . ? C1 Ru C19A 94.67(14) . . ? C14A Ru C19A 38.22(19) . . ? O1 Ru C19A 125.6(2) . . ? C1 Ru C18A 100.44(14) . . ? C14A Ru C18A 69.1(2) . . ? C15B Ru C18A 17.3(2) . . ? C14B Ru C18A 26.4(3) . . ? O1 Ru C18A 163.56(18) . . ? C19A Ru C18A 38.00(19) . . ? C1 Ru C15A 152.5(3) . . ? C14A Ru C15A 38.8(4) . . ? C15B Ru C15A 74.4(5) . . ? C14B Ru C15A 64.3(5) . . ? O1 Ru C15A 95.7(5) . . ? C19A Ru C15A 67.9(5) . . ? C18A Ru C15A 79.2(5) . . ? N1 C1 C2 102.86(16) . . ? N1 C1 Ru 142.83(15) . . ? C2 C1 Ru 114.31(14) . . ? N3 C2 C1 108.12(17) . . ? N3 C2 C3 132.27(18) . . ? C1 C2 C3 119.56(18) . . ? O2 C3 O1 126.67(19) . . ? O2 C3 C2 123.63(19) . . ? O1 C3 C2 109.69(17) . . ? C3 O1 Ru 119.11(13) . . ? N2 N1 C1 113.95(16) . . ? N2 N1 C4 119.26(15) . . ? C1 N1 C4 126.74(16) . . ? C5 C4 C9 123.32(17) . . ? C5 C4 N1 118.36(17) . . ? C9 C4 N1 118.22(16) . . ? C6 C5 C4 117.08(18) . . ? C6 C5 C10 120.72(18) . . ? C4 C5 C10 122.19(18) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C5 C6 C7 121.66(18) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C8 C7 C6 118.72(18) . . ? C8 C7 C11 120.19(18) . . ? C6 C7 C11 121.10(18) . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C8 C7 122.04(18) . . ? C9 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C8 C9 C4 117.12(17) . . ? C8 C9 C12 121.11(17) . . ? C4 C9 C12 121.77(17) . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 N2 N1 103.25(15) . . ? N2 N3 C2 111.82(16) . . ? N2 N3 C13 119.35(16) . . ? C2 N3 C13 128.83(17) . . ? N3 C13 H13A 109.5 . . ? N3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C19A C14A C15A 118.2(5) . . ? C19A C14A C20A 120.9(6) . . ? C15A C14A C20A 120.9(6) . . ? C19A C14A Ru 71.9(4) . . ? C15A C14A Ru 74.1(11) . . ? C20A C14A Ru 127.1(5) . . ? C21A C20A C14A 120.1(6) . . ? C21A C20A C22A 116.1(9) . . ? C14A C20A C22A 104.3(6) . . ? C21A C20A H20A 105.0 . . ? C14A C20A H20A 105.0 . . ? C22A C20A H20A 105.0 . . ? C20A C21A H21A 109.5 . . ? C20A C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? C20A C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C20A C22A H22A 109.5 . . ? C20A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C20A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C16A C15A C14A 120.8(6) . . ? C16A C15A Ru 73.4(13) . . ? C14A C15A Ru 67.1(8) . . ? C16A C15A H15A 119.6 . . ? C14A C15A H15A 119.6 . . ? Ru C15A H15A 133.1 . . ? C15A C16A C17A 120.6(6) . . ? C15A C16A Ru 70.9(13) . . ? C17A C16A Ru 70.3(8) . . ? C15A C16A H16A 119.7 . . ? C17A C16A H16A 119.7 . . ? Ru C16A H16A 132.0 . . ? C18A C17A C16A 118.7(5) . . ? C18A C17A C23A 120.8(5) . . ? C16A C17A C23A 120.5(6) . . ? C18A C17A Ru 70.1(3) . . ? C16A C17A Ru 72.1(9) . . ? C23A C17A Ru 128.9(4) . . ? C17A C23A H23A 109.5 . . ? C17A C23A H23B 109.5 . . ? C17A C23A H23C 109.5 . . ? H23A C23A H23B 109.5 . . ? H23A C23A H23C 109.5 . . ? H23B C23A H23C 109.5 . . ? C17A C23A H23H 109.5 . . ? H23G C23A H23H 110.2 . . ? C17A C23A H23I 109.2 . . ? H23G C23A H23I 108.7 . . ? H23H C23A H23I 110.0 . . ? C17A C18A C19A 120.7(4) . . ? C17A C18A Ru 73.0(3) . . ? C19A C18A Ru 69.5(3) . . ? C17A C18A H18A 119.7 . . ? C19A C18A H18A 119.7 . . ? Ru C18A H18A 130.5 . . ? C14A C19A C18A 120.8(4) . . ? C14A C19A Ru 69.9(4) . . ? C18A C19A Ru 72.5(3) . . ? C14A C19A H19A 119.6 . . ? C18A C19A H19A 119.6 . . ? Ru C19A H19A 130.7 . . ? C15B C14B C19B 117.2(10) . . ? C15B C14B C20B 122.8(8) . . ? C19B C14B C20B 120.0(10) . . ? C15B C14B Ru 70.6(6) . . ? C19B C14B Ru 75(2) . . ? C20B C14B Ru 124.3(7) . . ? C14B C20B C22B 108.2(8) . . ? C14B C20B C21B 114.0(7) . . ? C22B C20B C21B 109.3(7) . . ? C14B C20B H20B 108.4 . . ? C22B C20B H20B 108.4 . . ? C21B C20B H20B 108.4 . . ? C20B C21B H21D 109.5 . . ? C20B C21B H21E 109.5 . . ? H21D C21B H21E 109.5 . . ? C20B C21B H21F 109.5 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C20B C22B H22D 109.5 . . ? C20B C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? C20B C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? C16B C15B C14B 122.4(7) . . ? C16B C15B Ru 75.5(6) . . ? C14B C15B Ru 70.7(6) . . ? C16B C15B H15B 118.8 . . ? C14B C15B H15B 118.8 . . ? Ru C15B H15B 127.0 . . ? C17B C16B C15B 119.9(7) . . ? C17B C16B Ru 73.7(6) . . ? C15B C16B Ru 67.1(5) . . ? C17B C16B H16B 120.0 . . ? C15B C16B H16B 120.0 . . ? Ru C16B H16B 131.9 . . ? C16B C17B C18B 119.9(9) . . ? C16B C17B C23B 122.0(9) . . ? C18B C17B C23B 117.9(10) . . ? C16B C17B Ru 70.3(6) . . ? C18B C17B Ru 72.1(17) . . ? C23B C17B Ru 126.7(9) . . ? C17B C23B H23D 109.5 . . ? C17B C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? C17B C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? C17B C18B C19B 120.5(12) . . ? C17B C18B Ru 71.9(15) . . ? C19B C18B Ru 70(2) . . ? C17B C18B H18B 119.7 . . ? C19B C18B H18B 119.7 . . ? Ru C18B H18B 130.8 . . ? C18B C19B C14B 119.7(13) . . ? C18B C19B Ru 73(2) . . ? C14B C19B Ru 66.4(16) . . ? C18B C19B H19B 120.1 . . ? C14B C19B H19B 120.1 . . ? Ru C19B H19B 133.2 . . ? C14C C20C C21C 118.38(75) . . ? C14C C20C C22C 110.39(61) . . ? C14C C20C H20C 99.5 . . ? C21C C20C C22C 123.15(83) . . ? C21C C20C H20C 99.5 . . ? C22C C20C H20C 99.5 . . ? H21G C21C H21H 109.5 . . ? H21G C21C H21I 109.5 . . ? H21H C21C H21I 109.5 . . ? H22G C22C H22H 109.5 . . ? H22G C22C H22I 109.5 . . ? H22H C22C H22I 109.5 . . ? Cl2 C24 Cl3 111.5(5) . . ? Cl2 C24 H24A 109.3 . . ? Cl3 C24 H24A 109.3 . . ? Cl2 C24 H24B 109.3 . . ? Cl3 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C14A Ru C1 N1 -84.0(3) . . . . ? C15B Ru C1 N1 -29.5(4) . . . . ? C14B Ru C1 N1 0.5(4) . . . . ? O1 Ru C1 N1 -175.8(2) . . . . ? C19A Ru C1 N1 -50.3(3) . . . . ? C18A Ru C1 N1 -12.3(3) . . . . ? C15A Ru C1 N1 -99.1(11) . . . . ? C14A Ru C1 C2 96.4(2) . . . . ? C15B Ru C1 C2 150.9(3) . . . . ? C14B Ru C1 C2 -179.2(3) . . . . ? O1 Ru C1 C2 4.59(14) . . . . ? C19A Ru C1 C2 130.1(2) . . . . ? C18A Ru C1 C2 168.0(2) . . . . ? C15A Ru C1 C2 81.3(11) . . . . ? N1 C1 C2 N3 -0.3(2) . . . . ? Ru C1 C2 N3 179.50(13) . . . . ? N1 C1 C2 C3 177.45(17) . . . . ? Ru C1 C2 C3 -2.8(2) . . . . ? N3 C2 C3 O2 -4.6(4) . . . . ? C1 C2 C3 O2 178.3(2) . . . . ? N3 C2 C3 O1 174.4(2) . . . . ? C1 C2 C3 O1 -2.7(3) . . . . ? O2 C3 O1 Ru -174.25(17) . . . . ? C2 C3 O1 Ru 6.8(2) . . . . ? C1 Ru O1 C3 -6.78(15) . . . . ? C14A Ru O1 C3 -120.9(2) . . . . ? C15B Ru O1 C3 -89.8(4) . . . . ? C14B Ru O1 C3 -178.1(7) . . . . ? C19A Ru O1 C3 -93.1(2) . . . . ? C18A Ru O1 C3 -89.0(5) . . . . ? C15A Ru O1 C3 -159.9(4) . . . . ? C2 C1 N1 N2 0.1(2) . . . . ? Ru C1 N1 N2 -179.59(18) . . . . ? C2 C1 N1 C4 -177.25(17) . . . . ? Ru C1 N1 C4 3.1(3) . . . . ? N2 N1 C4 C5 -80.4(2) . . . . ? C1 N1 C4 C5 96.8(2) . . . . ? N2 N1 C4 C9 103.2(2) . . . . ? C1 N1 C4 C9 -79.6(2) . . . . ? C9 C4 C5 C6 1.5(3) . . . . ? N1 C4 C5 C6 -174.78(17) . . . . ? C9 C4 C5 C10 -179.32(19) . . . . ? N1 C4 C5 C10 4.4(3) . . . . ? C4 C5 C6 C7 1.0(3) . . . . ? C10 C5 C6 C7 -178.20(19) . . . . ? C5 C6 C7 C8 -2.5(3) . . . . ? C5 C6 C7 C11 177.37(19) . . . . ? C6 C7 C8 C9 1.6(3) . . . . ? C11 C7 C8 C9 -178.27(19) . . . . ? C7 C8 C9 C4 0.7(3) . . . . ? C7 C8 C9 C12 -179.17(19) . . . . ? C5 C4 C9 C8 -2.3(3) . . . . ? N1 C4 C9 C8 173.94(17) . . . . ? C5 C4 C9 C12 177.55(18) . . . . ? N1 C4 C9 C12 -6.2(3) . . . . ? C1 N1 N2 N3 0.2(2) . . . . ? C4 N1 N2 N3 177.71(16) . . . . ? N1 N2 N3 C2 -0.3(2) . . . . ? N1 N2 N3 C13 178.93(17) . . . . ? C1 C2 N3 N2 0.4(2) . . . . ? C3 C2 N3 N2 -176.9(2) . . . . ? C1 C2 N3 C13 -178.8(2) . . . . ? C3 C2 N3 C13 3.9(4) . . . . ? C1 Ru C14A C19A 63.5(4) . . . . ? C15B Ru C14A C19A -17.3(3) . . . . ? C14B Ru C14A C19A -56.5(4) . . . . ? O1 Ru C14A C19A 142.2(3) . . . . ? C18A Ru C14A C19A -28.6(3) . . . . ? C15A Ru C14A C19A -127.6(8) . . . . ? C1 Ru C14A C15A -169.0(7) . . . . ? C15B Ru C14A C15A 110.3(8) . . . . ? C14B Ru C14A C15A 71.1(8) . . . . ? O1 Ru C14A C15A -90.2(7) . . . . ? C19A Ru C14A C15A 127.6(8) . . . . ? C18A Ru C14A C15A 99.0(7) . . . . ? C1 Ru C14A C20A -52.0(6) . . . . ? C15B Ru C14A C20A -132.7(7) . . . . ? C14B Ru C14A C20A -171.9(7) . . . . ? O1 Ru C14A C20A 26.8(6) . . . . ? C19A Ru C14A C20A -115.4(7) . . . . ? C18A Ru C14A C20A -144.0(6) . . . . ? C15A Ru C14A C20A 117.0(9) . . . . ? C19A C14A C20A C21A -153.3(8) . . . . ? C15A C14A C20A C21A 29.5(17) . . . . ? Ru C14A C20A C21A -63.5(9) . . . . ? C19A C14A C20A C22A 74.4(11) . . . . ? C15A C14A C20A C22A -102.7(17) . . . . ? Ru C14A C20A C22A 164.3(8) . . . . ? C19A C14A C15A C16A 7(3) . . . . ? C20A C14A C15A C16A -176(2) . . . . ? Ru C14A C15A C16A -52(2) . . . . ? C19A C14A C15A Ru 58.7(10) . . . . ? C20A C14A C15A Ru -124.1(9) . . . . ? C1 Ru C15A C16A 157.0(9) . . . . ? C14A Ru C15A C16A 134.9(14) . . . . ? C15B Ru C15A C16A 82.0(11) . . . . ? C14B Ru C15A C16A 42.0(10) . . . . ? O1 Ru C15A C16A -130.8(10) . . . . ? C19A Ru C15A C16A 103.0(11) . . . . ? C18A Ru C15A C16A 65.0(10) . . . . ? C1 Ru C15A C14A 22.1(15) . . . . ? C15B Ru C15A C14A -52.9(6) . . . . ? C14B Ru C15A C14A -92.9(7) . . . . ? O1 Ru C15A C14A 94.3(6) . . . . ? C19A Ru C15A C14A -31.9(5) . . . . ? C18A Ru C15A C14A -69.9(6) . . . . ? C14A C15A C16A C17A -2(4) . . . . ? Ru C15A C16A C17A -52(2) . . . . ? C14A C15A C16A Ru 49(2) . . . . ? C1 Ru C16A C15A -133.7(16) . . . . ? C14A Ru C16A C15A -28.6(10) . . . . ? C15B Ru C16A C15A -87.1(11) . . . . ? C14B Ru C16A C15A -115.7(14) . . . . ? O1 Ru C16A C15A 58.0(12) . . . . ? C19A Ru C16A C15A -66.8(11) . . . . ? C18A Ru C16A C15A -104.4(11) . . . . ? C1 Ru C16A C17A 0(3) . . . . ? C14A Ru C16A C17A 105.4(8) . . . . ? C15B Ru C16A C17A 47.0(7) . . . . ? C14B Ru C16A C17A 18.3(5) . . . . ? O1 Ru C16A C17A -167.9(5) . . . . ? C19A Ru C16A C17A 67.3(7) . . . . ? C18A Ru C16A C17A 29.7(6) . . . . ? C15A Ru C16A C17A 134.0(15) . . . . ? C15A C16A C17A C18A -2(3) . . . . ? Ru C16A C17A C18A -54.2(10) . . . . ? C15A C16A C17A C23A 177(2) . . . . ? Ru C16A C17A C23A 125.2(7) . . . . ? C15A C16A C17A Ru 52(2) . . . . ? C1 Ru C17A C18A -49.1(3) . . . . ? C14A Ru C17A C18A 66.2(3) . . . . ? C15B Ru C17A C18A 15.1(4) . . . . ? C14B Ru C17A C18A 27.4(17) . . . . ? O1 Ru C17A C18A 155.2(3) . . . . ? C19A Ru C17A C18A 29.0(3) . . . . ? C15A Ru C17A C18A 103.6(5) . . . . ? C1 Ru C17A C16A -179.9(8) . . . . ? C14A Ru C17A C16A -64.7(8) . . . . ? C15B Ru C17A C16A -115.7(9) . . . . ? C14B Ru C17A C16A -103.4(19) . . . . ? O1 Ru C17A C16A 24.4(9) . . . . ? C19A Ru C17A C16A -101.8(8) . . . . ? C18A Ru C17A C16A -130.8(9) . . . . ? C15A Ru C17A C16A -27.2(9) . . . . ? C1 Ru C17A C23A 64.9(6) . . . . ? C14A Ru C17A C23A -179.8(6) . . . . ? C15B Ru C17A C23A 129.1(7) . . . . ? C14B Ru C17A C23A 141(2) . . . . ? O1 Ru C17A C23A -90.7(6) . . . . ? C19A Ru C17A C23A 143.0(6) . . . . ? C18A Ru C17A C23A 114.0(6) . . . . ? C15A Ru C17A C23A -142.4(7) . . . . ? C16A C17A C18A C19A 2.5(15) . . . . ? C23A C17A C18A C19A -176.8(5) . . . . ? Ru C17A C18A C19A -52.7(5) . . . . ? C16A C17A C18A Ru 55.2(13) . . . . ? C23A C17A C18A Ru -124.2(5) . . . . ? C1 Ru C18A C17A 142.7(3) . . . . ? C14A Ru C18A C17A -104.4(3) . . . . ? C15B Ru C18A C17A -137.1(11) . . . . ? C14B Ru C18A C17A -12.9(8) . . . . ? O1 Ru C18A C17A -138.5(5) . . . . ? C19A Ru C18A C17A -133.1(4) . . . . ? C15A Ru C18A C17A -65.3(4) . . . . ? C1 Ru C18A C19A -84.2(3) . . . . ? C14A Ru C18A C19A 28.7(3) . . . . ? C15B Ru C18A C19A -4.0(9) . . . . ? C14B Ru C18A C19A 120.2(8) . . . . ? O1 Ru C18A C19A -5.3(6) . . . . ? C15A Ru C18A C19A 67.8(4) . . . . ? C15A C14A C19A C18A -6.1(16) . . . . ? C20A C14A C19A C18A 176.6(6) . . . . ? Ru C14A C19A C18A 53.7(5) . . . . ? C15A C14A C19A Ru -59.8(14) . . . . ? C20A C14A C19A Ru 122.9(7) . . . . ? C17A C18A C19A C14A 1.7(9) . . . . ? Ru C18A C19A C14A -52.6(5) . . . . ? C17A C18A C19A Ru 54.2(5) . . . . ? C1 Ru C19A C14A -125.6(3) . . . . ? C15B Ru C19A C14A 136.8(8) . . . . ? C14B Ru C19A C14A 105.6(5) . . . . ? O1 Ru C19A C14A -48.4(4) . . . . ? C18A Ru C19A C14A 133.4(4) . . . . ? C15A Ru C19A C14A 32.4(4) . . . . ? C1 Ru C19A C18A 101.0(3) . . . . ? C14A Ru C19A C18A -133.4(4) . . . . ? C15B Ru C19A C18A 3.3(7) . . . . ? C14B Ru C19A C18A -27.9(4) . . . . ? O1 Ru C19A C18A 178.1(2) . . . . ? C15A Ru C19A C18A -101.0(4) . . . . ? C1 Ru C14B C15B -52.5(6) . . . . ? C14A Ru C14B C15B 55.9(5) . . . . ? O1 Ru C14B C15B 117.3(7) . . . . ? C19A Ru C14B C15B 17.1(4) . . . . ? C18A Ru C14B C15B -23.2(5) . . . . ? C15A Ru C14B C15B 97.1(7) . . . . ? C1 Ru C14B C19B -179.1(14) . . . . ? C14A Ru C14B C19B -70.6(14) . . . . ? C15B Ru C14B C19B -126.6(15) . . . . ? O1 Ru C14B C19B -9.3(17) . . . . ? C19A Ru C14B C19B -109.4(15) . . . . ? C18A Ru C14B C19B -149.7(16) . . . . ? C15A Ru C14B C19B -29.4(15) . . . . ? C1 Ru C14B C20B 64.6(7) . . . . ? C14A Ru C14B C20B 173.0(8) . . . . ? C15B Ru C14B C20B 117.1(10) . . . . ? O1 Ru C14B C20B -125.6(7) . . . . ? C19A Ru C14B C20B 134.2(8) . . . . ? C18A Ru C14B C20B 93.9(10) . . . . ? C15A Ru C14B C20B -145.8(9) . . . . ? C15B C14B C20B C22B -55.2(12) . . . . ? C19B C14B C20B C22B 125(3) . . . . ? Ru C14B C20B C22B -143.1(7) . . . . ? C15B C14B C20B C21B -177.0(9) . . . . ? C19B C14B C20B C21B 3(3) . . . . ? Ru C14B C20B C21B 95.1(8) . . . . ? C19B C14B C15B C16B 3(3) . . . . ? C20B C14B C15B C16B -176.6(10) . . . . ? Ru C14B C15B C16B -57.6(10) . . . . ? C19B C14B C15B Ru 61(3) . . . . ? C20B C14B C15B Ru -119.0(10) . . . . ? C1 Ru C15B C16B -88.9(5) . . . . ? C14A Ru C15B C16B 26.8(5) . . . . ? C14B Ru C15B C16B 132.6(8) . . . . ? O1 Ru C15B C16B -12.0(7) . . . . ? C19A Ru C15B C16B -4.4(7) . . . . ? C18A Ru C15B C16B 168.7(12) . . . . ? C15A Ru C15B C16B 64.4(6) . . . . ? C1 Ru C15B C14B 138.5(5) . . . . ? C14A Ru C15B C14B -105.8(6) . . . . ? O1 Ru C15B C14B -144.6(5) . . . . ? C19A Ru C15B C14B -137.0(10) . . . . ? C18A Ru C15B C14B 36.1(9) . . . . ? C15A Ru C15B C14B -68.2(6) . . . . ? C14B C15B C16B C17B 1.8(18) . . . . ? Ru C15B C16B C17B -53.6(11) . . . . ? C14B C15B C16B Ru 55.4(9) . . . . ? C1 Ru C16B C17B -131.4(6) . . . . ? C14A Ru C16B C17B 11.1(8) . . . . ? C15B Ru C16B C17B 133.4(9) . . . . ? C14B Ru C16B C17B 103.8(7) . . . . ? O1 Ru C16B C17B -53.6(7) . . . . ? C19A Ru C16B C17B 138.8(15) . . . . ? C18A Ru C16B C17B 129.3(8) . . . . ? C15A Ru C16B C17B 32.5(7) . . . . ? C1 Ru C16B C15B 95.2(5) . . . . ? C14A Ru C16B C15B -122.3(10) . . . . ? C14B Ru C16B C15B -29.6(5) . . . . ? O1 Ru C16B C15B 173.0(4) . . . . ? C19A Ru C16B C15B 5.5(9) . . . . ? C18A Ru C16B C15B -4.1(4) . . . . ? C15A Ru C16B C15B -100.9(7) . . . . ? C15B C16B C17B C18B -4(3) . . . . ? Ru C16B C17B C18B -54(3) . . . . ? C15B C16B C17B C23B 172.2(11) . . . . ? Ru C16B C17B C23B 121.6(12) . . . . ? C15B C16B C17B Ru 50.6(10) . . . . ? C1 Ru C17B C16B 57.1(7) . . . . ? C14A Ru C17B C16B -24.7(17) . . . . ? C15B Ru C17B C16B -28.7(6) . . . . ? C14B Ru C17B C16B -66.4(6) . . . . ? O1 Ru C17B C16B 130.5(6) . . . . ? C19A Ru C17B C16B -14.3(5) . . . . ? C18A Ru C17B C16B -39.7(6) . . . . ? C15A Ru C17B C16B -124.8(12) . . . . ? C1 Ru C17B C18B -170.6(16) . . . . ? C14A Ru C17B C18B 108(3) . . . . ? C15B Ru C17B C18B 103.5(16) . . . . ? C14B Ru C17B C18B 65.8(16) . . . . ? O1 Ru C17B C18B -97.3(16) . . . . ? C19A Ru C17B C18B 117.9(17) . . . . ? C18A Ru C17B C18B 92.6(16) . . . . ? C15A Ru C17B C18B 7(2) . . . . ? C1 Ru C17B C23B -58.7(9) . . . . ? C14A Ru C17B C23B -141(3) . . . . ? C15B Ru C17B C23B -144.5(9) . . . . ? C14B Ru C17B C23B 177.8(9) . . . . ? O1 Ru C17B C23B 14.7(8) . . . . ? C19A Ru C17B C23B -130.1(10) . . . . ? C18A Ru C17B C23B -155.5(9) . . . . ? C15A Ru C17B C23B 119.4(13) . . . . ? C16B C17B C18B C19B 1(6) . . . . ? C23B C17B C18B C19B -175(4) . . . . ? Ru C17B C18B C19B -53(4) . . . . ? C16B C17B C18B Ru 53.5(19) . . . . ? C23B C17B C18B Ru -122.6(13) . . . . ? C1 Ru C18B C17B 18(3) . . . . ? C14A Ru C18B C17B -17.1(7) . . . . ? C15B Ru C18B C17B -65.4(13) . . . . ? C14B Ru C18B C17B -104.4(15) . . . . ? O1 Ru C18B C17B 82.1(14) . . . . ? C19A Ru C18B C17B -45.2(12) . . . . ? C18A Ru C18B C17B -82.2(14) . . . . ? C15A Ru C18B C17B -79(11) . . . . ? C1 Ru C18B C19B 151.4(17) . . . . ? C14A Ru C18B C19B 116(2) . . . . ? C15B Ru C18B C19B 67.8(19) . . . . ? C14B Ru C18B C19B 28.8(17) . . . . ? O1 Ru C18B C19B -144.7(19) . . . . ? C19A Ru C18B C19B 88.0(19) . . . . ? C18A Ru C18B C19B 51.0(19) . . . . ? C15A Ru C18B C19B 54(10) . . . . ? C17B C18B C19B C14B 4(7) . . . . ? Ru C18B C19B C14B -49(4) . . . . ? C17B C18B C19B Ru 54(4) . . . . ? C15B C14B C19B C18B -6(6) . . . . ? C20B C14B C19B C18B 174(4) . . . . ? Ru C14B C19B C18B 52(4) . . . . ? C15B C14B C19B Ru -58.4(17) . . . . ? C20B C14B C19B Ru 121.3(14) . . . . ? C1 Ru C19B C18B -132(2) . . . . ? C14A Ru C19B C18B -40.7(17) . . . . ? C15B Ru C19B C18B -101(2) . . . . ? C14B Ru C19B C18B -134(3) . . . . ? O1 Ru C19B C18B 42(2) . . . . ? C19A Ru C19B C18B -80.3(19) . . . . ? C18A Ru C19B C18B -119(2) . . . . ? C15A Ru C19B C18B -6(2) . . . . ? C1 Ru C19B C14B 3(4) . . . . ? C14A Ru C19B C14B 93.4(13) . . . . ? C15B Ru C19B C14B 32.8(10) . . . . ? O1 Ru C19B C14B 176.1(7) . . . . ? C19A Ru C19B C14B 53.8(11) . . . . ? C18A Ru C19B C14B 14.6(8) . . . . ? C15A Ru C19B C14B 128(2) . . . . ? C19C C14C C20C C21C -31.9(12) . . . . ? C19C C14C C20C C22C 117.9(8) . . . . ? C15C C14C C20C C21C 151.0(13) . . . . ? C15C C14C C20C C22C -59.3(12) . . . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.761 _refine_diff_density_min -1.035 _refine_diff_density_rms 0.063 _database_code_depnum_ccdc_archive 'CCDC 968356' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_alb174(3a) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H24 N7 Ru, C F3 O3 S' _chemical_formula_sum 'C24 H24 F3 N7 O3 Ru S' _chemical_formula_weight 648.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.83027(7) _cell_length_b 11.5481(1) _cell_length_c 15.7934(2) _cell_angle_alpha 106.7712(9) _cell_angle_beta 101.9190(8) _cell_angle_gamma 93.1348(8) _cell_volume 1327.90(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 24494 _cell_measurement_theta_min 2.6732 _cell_measurement_theta_max 29.4443 _exptl_crystal_description block _exptl_crystal_colour 'translucent green' _exptl_crystal_size_max 0.2278 _exptl_crystal_size_mid 0.1606 _exptl_crystal_size_min 0.1106 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.622 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 0.731 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.887 _exptl_absorpt_correction_T_max 0.943 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3196 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 58626 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 29.51 _reflns_number_total 7038 _reflns_number_gt 6289 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0152P)^2^+1.3252P] 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 7038 _refine_ls_number_parameters 357 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0566 _refine_ls_wR_factor_gt 0.0533 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru Ru 0.928525(17) 0.136655(12) 0.259644(9) 0.01062(4) Uani 1 1 d . . . C1 C 0.8168(2) 0.02467(15) 0.13170(11) 0.0128(3) Uani 1 1 d . . . C2 C 0.7332(2) -0.09187(16) 0.07864(11) 0.0138(3) Uani 1 1 d . . . C3 C 0.6866(2) -0.20189(15) 0.10279(11) 0.0146(3) Uani 1 1 d . . . C4 C 0.8126(2) -0.24293(16) 0.16031(11) 0.0174(4) Uani 1 1 d . . . H4 H 0.9272 -0.1994 0.1842 0.021 Uiso 1 1 calc R . . C5 C 0.7710(3) -0.34709(17) 0.18261(13) 0.0239(4) Uani 1 1 d . . . H5 H 0.8569 -0.3746 0.2219 0.029 Uiso 1 1 calc R . . C6 C 0.6035(3) -0.41118(18) 0.14750(14) 0.0288(5) Uani 1 1 d . . . H6 H 0.5751 -0.4824 0.1629 0.035 Uiso 1 1 calc R . . C7 C 0.4780(3) -0.37166(18) 0.09019(13) 0.0267(4) Uani 1 1 d . . . H7 H 0.3637 -0.4157 0.0663 0.032 Uiso 1 1 calc R . . C8 C 0.5192(2) -0.26776(17) 0.06768(12) 0.0201(4) Uani 1 1 d . . . H8 H 0.4329 -0.2411 0.0280 0.024 Uiso 1 1 calc R . . N1 N 0.82945(18) 0.07810(13) 0.06509(9) 0.0138(3) Uani 1 1 d . . . C9 C 0.9165(2) 0.19849(15) 0.09013(11) 0.0143(3) Uani 1 1 d . . . C10 C 0.9729(2) 0.24984(15) 0.18519(11) 0.0130(3) Uani 1 1 d . . . C11 C 1.0540(2) 0.37055(16) 0.21265(12) 0.0162(3) Uani 1 1 d . . . H11 H 1.0907 0.4132 0.2758 0.019 Uiso 1 1 calc R . . C12 C 1.0824(2) 0.43007(16) 0.15046(13) 0.0195(4) Uani 1 1 d . . . H12 H 1.1386 0.5115 0.1720 0.023 Uiso 1 1 calc R . . C13 C 1.0294(2) 0.37134(17) 0.05724(13) 0.0205(4) Uani 1 1 d . . . H13 H 1.0525 0.4117 0.0154 0.025 Uiso 1 1 calc R . . C14 C 0.9430(2) 0.25374(17) 0.02579(12) 0.0175(4) Uani 1 1 d . . . H14 H 0.9033 0.2124 -0.0375 0.021 Uiso 1 1 calc R . . N2 N 0.76194(19) 0.01012(14) -0.02051(10) 0.0165(3) Uani 1 1 d . . . N3 N 0.70332(19) -0.09361(13) -0.01054(9) 0.0151(3) Uani 1 1 d . . . C15 C 0.6230(2) -0.19323(17) -0.09327(11) 0.0200(4) Uani 1 1 d . . . H15A H 0.4963 -0.1889 -0.1098 0.030 Uiso 1 1 calc R . . H15B H 0.6429 -0.2714 -0.0825 0.030 Uiso 1 1 calc R . . H15C H 0.6759 -0.1861 -0.1429 0.030 Uiso 1 1 calc R . . N4 N 1.05114(18) 0.26389(13) 0.38589(9) 0.0133(3) Uani 1 1 d . . . C16 C 1.1029(2) 0.33421(16) 0.45586(12) 0.0149(3) Uani 1 1 d . . . C17 C 1.1658(2) 0.42364(16) 0.54602(12) 0.0192(4) Uani 1 1 d . . . H17A H 1.0774 0.4233 0.5818 0.029 Uiso 1 1 calc R . . H17B H 1.1859 0.5049 0.5397 0.029 Uiso 1 1 calc R . . H17C H 1.2760 0.4026 0.5770 0.029 Uiso 1 1 calc R . . N5 N 0.88245(18) 0.01147(13) 0.32958(9) 0.0129(3) Uani 1 1 d . . . C18 C 0.8670(2) -0.05933(16) 0.36604(11) 0.0141(3) Uani 1 1 d . . . C19 C 0.8450(3) -0.15153(18) 0.41045(13) 0.0224(4) Uani 1 1 d . . . H19A H 0.7324 -0.2027 0.3804 0.034 Uiso 1 1 calc R . . H19B H 0.8468 -0.1118 0.4745 0.034 Uiso 1 1 calc R . . H19C H 0.9411 -0.2023 0.4064 0.034 Uiso 1 1 calc R . . N6 N 1.15282(18) 0.06298(13) 0.24927(9) 0.0131(3) Uani 1 1 d . . . C20 C 1.2751(2) 0.01369(16) 0.24680(11) 0.0152(3) Uani 1 1 d . . . C21 C 1.4320(3) -0.04779(19) 0.24371(15) 0.0266(4) Uani 1 1 d . . . H21A H 1.5228 -0.0085 0.2994 0.040 Uiso 1 1 calc R . . H21B H 1.4758 -0.0428 0.1909 0.040 Uiso 1 1 calc R . . H21C H 1.4033 -0.1335 0.2388 0.040 Uiso 1 1 calc R . . N7 N 0.71092(18) 0.21561(13) 0.28207(9) 0.0131(3) Uani 1 1 d . . . C22 C 0.6040(2) 0.27105(16) 0.30599(11) 0.0148(3) Uani 1 1 d . . . C23 C 0.4679(2) 0.34342(17) 0.33641(12) 0.0190(4) Uani 1 1 d . . . H23A H 0.4974 0.3750 0.4030 0.029 Uiso 1 1 calc R . . H23B H 0.3542 0.2921 0.3155 0.029 Uiso 1 1 calc R . . H23C H 0.4609 0.4116 0.3111 0.029 Uiso 1 1 calc R . . O1 O 0.45247(18) 0.64780(13) 0.33877(9) 0.0291(3) Uani 1 1 d . . . O2 O 0.1509(2) 0.68824(16) 0.33375(12) 0.0476(5) Uani 1 1 d . . . O3 O 0.2992(3) 0.59478(15) 0.44215(11) 0.0463(5) Uani 1 1 d . . . S S 0.31388(6) 0.67095(4) 0.38562(3) 0.01800(9) Uani 1 1 d . . . C24 C 0.3903(3) 0.82088(18) 0.46776(13) 0.0239(4) Uani 1 1 d . . . F1 F 0.54232(16) 0.82295(11) 0.52491(8) 0.0304(3) Uani 1 1 d . . . F2 F 0.27702(19) 0.85735(14) 0.51859(10) 0.0552(4) Uani 1 1 d . . . F3 F 0.4167(2) 0.90248(12) 0.42573(9) 0.0562(5) 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 0.00959(7) 0.01156(7) 0.00977(7) 0.00203(5) 0.00176(5) 0.00215(5) C1 0.0094(7) 0.0165(8) 0.0135(8) 0.0049(6) 0.0038(6) 0.0049(6) C2 0.0108(8) 0.0178(8) 0.0111(8) 0.0020(6) 0.0017(6) 0.0031(7) C3 0.0161(8) 0.0134(8) 0.0114(8) -0.0014(6) 0.0046(6) 0.0017(7) C4 0.0177(9) 0.0174(9) 0.0139(8) 0.0001(7) 0.0033(7) 0.0026(7) C5 0.0324(11) 0.0208(10) 0.0180(9) 0.0049(7) 0.0052(8) 0.0067(8) C6 0.0443(13) 0.0165(9) 0.0238(10) 0.0033(8) 0.0106(9) -0.0043(9) C7 0.0266(10) 0.0242(10) 0.0237(10) 0.0015(8) 0.0046(8) -0.0089(8) C8 0.0169(9) 0.0220(9) 0.0174(9) 0.0016(7) 0.0020(7) -0.0007(7) N1 0.0128(7) 0.0154(7) 0.0111(7) 0.0020(5) 0.0013(5) 0.0024(6) C9 0.0131(8) 0.0139(8) 0.0160(8) 0.0045(7) 0.0033(6) 0.0030(6) C10 0.0091(7) 0.0158(8) 0.0148(8) 0.0050(6) 0.0033(6) 0.0040(6) C11 0.0159(8) 0.0145(8) 0.0172(8) 0.0030(7) 0.0037(7) 0.0032(7) C12 0.0212(9) 0.0136(8) 0.0250(9) 0.0061(7) 0.0075(7) 0.0036(7) C13 0.0227(9) 0.0209(9) 0.0225(9) 0.0122(8) 0.0067(8) 0.0052(8) C14 0.0176(9) 0.0213(9) 0.0156(8) 0.0080(7) 0.0040(7) 0.0057(7) N2 0.0166(7) 0.0183(7) 0.0121(7) 0.0029(6) 0.0003(6) 0.0018(6) N3 0.0151(7) 0.0163(7) 0.0116(7) 0.0013(6) 0.0019(6) 0.0018(6) C15 0.0204(9) 0.0226(9) 0.0109(8) -0.0015(7) 0.0003(7) -0.0003(7) N4 0.0109(7) 0.0140(7) 0.0157(7) 0.0051(6) 0.0039(6) 0.0017(6) C16 0.0125(8) 0.0144(8) 0.0183(9) 0.0058(7) 0.0030(7) 0.0025(7) C17 0.0214(9) 0.0163(9) 0.0147(8) 0.0010(7) -0.0004(7) -0.0017(7) N5 0.0104(7) 0.0147(7) 0.0109(6) 0.0000(5) 0.0022(5) 0.0016(5) C18 0.0096(8) 0.0169(8) 0.0139(8) 0.0011(7) 0.0032(6) 0.0032(6) C19 0.0198(9) 0.0236(10) 0.0289(10) 0.0144(8) 0.0080(8) 0.0036(8) N6 0.0136(7) 0.0132(7) 0.0118(7) 0.0025(5) 0.0035(5) 0.0004(6) C20 0.0152(8) 0.0151(8) 0.0134(8) 0.0019(6) 0.0033(6) 0.0000(7) C21 0.0198(10) 0.0276(11) 0.0374(12) 0.0112(9) 0.0134(9) 0.0123(8) N7 0.0128(7) 0.0130(7) 0.0118(7) 0.0029(5) 0.0002(5) 0.0010(6) C22 0.0136(8) 0.0149(8) 0.0135(8) 0.0031(6) -0.0001(6) 0.0005(7) C23 0.0142(8) 0.0186(9) 0.0215(9) 0.0011(7) 0.0046(7) 0.0045(7) O1 0.0236(7) 0.0322(8) 0.0270(7) -0.0025(6) 0.0127(6) 0.0018(6) O2 0.0252(8) 0.0461(10) 0.0445(10) -0.0157(8) -0.0115(7) 0.0158(7) O3 0.0722(13) 0.0290(9) 0.0350(9) 0.0065(7) 0.0174(9) -0.0176(8) S 0.0146(2) 0.0163(2) 0.0190(2) -0.00119(17) 0.00484(17) -0.00010(17) C24 0.0274(10) 0.0202(9) 0.0203(9) 0.0015(8) 0.0041(8) 0.0039(8) F1 0.0288(6) 0.0305(6) 0.0228(6) 0.0017(5) -0.0024(5) -0.0049(5) F2 0.0385(8) 0.0589(10) 0.0441(8) -0.0259(7) 0.0142(7) 0.0126(7) F3 0.1037(14) 0.0183(6) 0.0335(7) 0.0083(6) -0.0099(8) -0.0062(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru N6 2.0093(14) . ? Ru N7 2.0231(14) . ? Ru C1 2.0394(17) . ? Ru C10 2.0538(17) . ? Ru N4 2.1025(14) . ? Ru N5 2.1140(14) . ? C1 N1 1.381(2) . ? C1 C2 1.403(2) . ? C2 N3 1.373(2) . ? C2 C3 1.476(2) . ? C3 C8 1.396(2) . ? C3 C4 1.398(2) . ? C4 C5 1.388(3) . ? C4 H4 0.9500 . ? C5 C6 1.390(3) . ? C5 H5 0.9500 . ? C6 C7 1.383(3) . ? C6 H6 0.9500 . ? C7 C8 1.386(3) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? N1 N2 1.330(2) . ? N1 C9 1.422(2) . ? C9 C14 1.389(2) . ? C9 C10 1.409(2) . ? C10 C11 1.405(2) . ? C11 C12 1.397(2) . ? C11 H11 0.9500 . ? C12 C13 1.393(3) . ? C12 H12 0.9500 . ? C13 C14 1.386(3) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? N2 N3 1.323(2) . ? N3 C15 1.463(2) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? N4 C16 1.143(2) . ? C16 C17 1.464(2) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? N5 C18 1.142(2) . ? C18 C19 1.455(2) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? N6 C20 1.142(2) . ? C20 C21 1.455(2) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? N7 C22 1.141(2) . ? C22 C23 1.464(2) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? O1 S 1.4303(14) . ? O2 S 1.4249(16) . ? O3 S 1.4382(17) . ? S C24 1.819(2) . ? C24 F2 1.322(2) . ? C24 F3 1.329(2) . ? C24 F1 1.331(2) . ? 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 N6 Ru N7 174.97(6) . . ? N6 Ru C1 88.26(6) . . ? N7 Ru C1 96.47(6) . . ? N6 Ru C10 92.87(6) . . ? N7 Ru C10 89.67(6) . . ? C1 Ru C10 80.03(7) . . ? N6 Ru N4 91.61(5) . . ? N7 Ru N4 83.85(5) . . ? C1 Ru N4 174.67(6) . . ? C10 Ru N4 94.65(6) . . ? N6 Ru N5 85.58(5) . . ? N7 Ru N5 92.10(5) . . ? C1 Ru N5 96.97(6) . . ? C10 Ru N5 176.68(6) . . ? N4 Ru N5 88.33(5) . . ? N1 C1 C2 100.97(14) . . ? N1 C1 Ru 112.90(12) . . ? C2 C1 Ru 146.06(13) . . ? N3 C2 C1 106.88(15) . . ? N3 C2 C3 121.02(15) . . ? C1 C2 C3 132.02(15) . . ? C8 C3 C4 119.02(17) . . ? C8 C3 C2 121.23(16) . . ? C4 C3 C2 119.74(15) . . ? C5 C4 C3 120.27(17) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 119.98(18) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 120.23(18) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 119.95(19) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C3 120.56(18) . . ? C7 C8 H8 119.7 . . ? C3 C8 H8 119.7 . . ? N2 N1 C1 116.59(14) . . ? N2 N1 C9 123.77(14) . . ? C1 N1 C9 119.60(14) . . ? C14 C9 C10 126.06(16) . . ? C14 C9 N1 122.04(15) . . ? C10 C9 N1 111.89(14) . . ? C11 C10 C9 113.51(15) . . ? C11 C10 Ru 130.99(13) . . ? C9 C10 Ru 115.48(12) . . ? C12 C11 C10 122.37(16) . . ? C12 C11 H11 118.8 . . ? C10 C11 H11 118.8 . . ? C13 C12 C11 120.75(17) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C14 C13 C12 119.64(17) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C9 117.56(16) . . ? C13 C14 H14 121.2 . . ? C9 C14 H14 121.2 . . ? N3 N2 N1 102.25(13) . . ? N2 N3 C2 113.29(14) . . ? N2 N3 C15 117.33(14) . . ? C2 N3 C15 129.35(15) . . ? N3 C15 H15A 109.5 . . ? N3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C16 N4 Ru 173.81(14) . . ? N4 C16 C17 178.78(19) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C18 N5 Ru 175.59(13) . . ? N5 C18 C19 178.65(19) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C20 N6 Ru 173.82(14) . . ? N6 C20 C21 179.32(19) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C22 N7 Ru 170.05(14) . . ? N7 C22 C23 179.30(19) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O2 S O1 116.03(10) . . ? O2 S O3 114.95(12) . . ? O1 S O3 113.98(10) . . ? O2 S C24 103.13(9) . . ? O1 S C24 103.26(9) . . ? O3 S C24 103.04(9) . . ? F2 C24 F3 108.97(18) . . ? F2 C24 F1 106.32(16) . . ? F3 C24 F1 106.70(17) . . ? F2 C24 S 111.71(14) . . ? F3 C24 S 110.56(13) . . ? F1 C24 S 112.35(13) . . ? 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 N6 Ru C1 N1 -92.48(12) . . . . ? N7 Ru C1 N1 89.27(12) . . . . ? C10 Ru C1 N1 0.74(11) . . . . ? N5 Ru C1 N1 -177.81(11) . . . . ? N6 Ru C1 C2 83.7(2) . . . . ? N7 Ru C1 C2 -94.5(2) . . . . ? C10 Ru C1 C2 176.9(2) . . . . ? N5 Ru C1 C2 -1.6(2) . . . . ? N1 C1 C2 N3 -1.16(17) . . . . ? Ru C1 C2 N3 -177.60(16) . . . . ? N1 C1 C2 C3 175.60(17) . . . . ? Ru C1 C2 C3 -0.8(3) . . . . ? N3 C2 C3 C8 -51.0(2) . . . . ? C1 C2 C3 C8 132.57(19) . . . . ? N3 C2 C3 C4 127.60(17) . . . . ? C1 C2 C3 C4 -48.8(3) . . . . ? C8 C3 C4 C5 -0.5(2) . . . . ? C2 C3 C4 C5 -179.22(16) . . . . ? C3 C4 C5 C6 0.2(3) . . . . ? C4 C5 C6 C7 0.1(3) . . . . ? C5 C6 C7 C8 0.0(3) . . . . ? C6 C7 C8 C3 -0.3(3) . . . . ? C4 C3 C8 C7 0.6(3) . . . . ? C2 C3 C8 C7 179.28(16) . . . . ? C2 C1 N1 N2 1.16(18) . . . . ? Ru C1 N1 N2 179.00(11) . . . . ? C2 C1 N1 C9 -176.91(14) . . . . ? Ru C1 N1 C9 0.93(18) . . . . ? N2 N1 C9 C14 -2.2(2) . . . . ? C1 N1 C9 C14 175.77(15) . . . . ? N2 N1 C9 C10 179.26(15) . . . . ? C1 N1 C9 C10 -2.8(2) . . . . ? C14 C9 C10 C11 3.7(2) . . . . ? N1 C9 C10 C11 -177.82(14) . . . . ? C14 C9 C10 Ru -175.17(14) . . . . ? N1 C9 C10 Ru 3.35(18) . . . . ? N6 Ru C10 C11 -93.17(16) . . . . ? N7 Ru C10 C11 82.49(16) . . . . ? C1 Ru C10 C11 179.11(17) . . . . ? N4 Ru C10 C11 -1.32(16) . . . . ? N6 Ru C10 C9 85.41(13) . . . . ? N7 Ru C10 C9 -98.94(12) . . . . ? C1 Ru C10 C9 -2.31(12) . . . . ? N4 Ru C10 C9 177.26(12) . . . . ? C9 C10 C11 C12 -3.0(2) . . . . ? Ru C10 C11 C12 175.55(13) . . . . ? C10 C11 C12 C13 0.5(3) . . . . ? C11 C12 C13 C14 1.9(3) . . . . ? C12 C13 C14 C9 -1.4(3) . . . . ? C10 C9 C14 C13 -1.5(3) . . . . ? N1 C9 C14 C13 -179.91(16) . . . . ? C1 N1 N2 N3 -0.63(18) . . . . ? C9 N1 N2 N3 177.35(14) . . . . ? N1 N2 N3 C2 -0.22(18) . . . . ? N1 N2 N3 C15 -178.34(14) . . . . ? C1 C2 N3 N2 0.94(19) . . . . ? C3 C2 N3 N2 -176.26(14) . . . . ? C1 C2 N3 C15 178.78(16) . . . . ? C3 C2 N3 C15 1.6(3) . . . . ? O2 S C24 F2 59.29(18) . . . . ? O1 S C24 F2 -179.52(15) . . . . ? O3 S C24 F2 -60.62(17) . . . . ? O2 S C24 F3 -62.25(18) . . . . ? O1 S C24 F3 58.94(17) . . . . ? O3 S C24 F3 177.84(16) . . . . ? O2 S C24 F1 178.67(15) . . . . ? O1 S C24 F1 -60.13(16) . . . . ? O3 S C24 F1 58.77(16) . . . . ? _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.597 _refine_diff_density_min -0.618 _refine_diff_density_rms 0.079 _database_code_depnum_ccdc_archive 'CCDC 968357' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_alb176(2f) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H29 Cl2 N3 Ru' _chemical_formula_sum 'C22 H29 Cl2 N3 Ru' _chemical_formula_weight 507.45 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2789(2) _cell_length_b 12.7985(3) _cell_length_c 14.8101(5) _cell_angle_alpha 82.000(2) _cell_angle_beta 87.781(2) _cell_angle_gamma 86.692(2) _cell_volume 2299.83(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 17520 _cell_measurement_theta_min 2.7735 _cell_measurement_theta_max 29.5244 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.1970 _exptl_crystal_size_mid 0.1297 _exptl_crystal_size_min 0.0337 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 0.926 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.873 _exptl_absorpt_correction_T_max 0.971 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3196 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42281 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 29.59 _reflns_number_total 11333 _reflns_number_gt 10158 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0188P)^2^+2.0350P] 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 11333 _refine_ls_number_parameters 519 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0580 _refine_ls_wR_factor_gt 0.0555 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.961607(11) 0.244299(10) 0.327027(9) 0.01146(4) Uani 1 1 d . . . Cl1 Cl 1.09364(3) 0.11997(3) 0.40520(3) 0.01634(9) Uani 1 1 d . . . Cl2 Cl 1.06808(3) 0.23175(3) 0.18703(3) 0.01750(9) Uani 1 1 d . . . C1 C 0.88585(14) 0.11155(14) 0.30421(12) 0.0135(3) Uani 1 1 d . . . C2 C 0.87498(14) 0.01557(14) 0.35952(12) 0.0141(3) Uani 1 1 d . . . H2 H 0.9067 -0.0053 0.4172 0.017 Uiso 1 1 calc R . . N1 N 0.82618(12) 0.09906(11) 0.23051(10) 0.0142(3) Uani 1 1 d . . . C3 C 0.80443(16) 0.17514(15) 0.14930(13) 0.0195(4) Uani 1 1 d . . . H3A H 0.7931 0.1372 0.0976 0.029 Uiso 1 1 calc R . . H3B H 0.8668 0.2198 0.1354 0.029 Uiso 1 1 calc R . . H3C H 0.7388 0.2194 0.1605 0.029 Uiso 1 1 calc R . . N2 N 0.77965(12) 0.00675(12) 0.23583(10) 0.0153(3) Uani 1 1 d . . . N3 N 0.81060(12) -0.04299(11) 0.31606(10) 0.0143(3) Uani 1 1 d . . . C4 C 0.77045(14) -0.14656(14) 0.34597(12) 0.0152(3) Uani 1 1 d . . . C5 C 0.81192(15) -0.23074(14) 0.30240(13) 0.0180(4) Uani 1 1 d . . . C10 C 0.89748(17) -0.21615(16) 0.22651(15) 0.0250(4) Uani 1 1 d . . . H10A H 0.9297 -0.2853 0.2156 0.037 Uiso 1 1 calc R . . H10B H 0.9546 -0.1730 0.2438 0.037 Uiso 1 1 calc R . . H10C H 0.8637 -0.1807 0.1707 0.037 Uiso 1 1 calc R . . C6 C 0.77003(16) -0.32935(15) 0.33083(14) 0.0234(4) Uani 1 1 d . . . H6 H 0.7986 -0.3887 0.3039 0.028 Uiso 1 1 calc R . . C7 C 0.68739(16) -0.34290(16) 0.39772(15) 0.0248(4) Uani 1 1 d . . . C11 C 0.6424(2) -0.45039(18) 0.4265(2) 0.0415(6) Uani 1 1 d . . . H11A H 0.6968 -0.4964 0.4616 0.062 Uiso 1 1 calc R . . H11B H 0.6253 -0.4815 0.3722 0.062 Uiso 1 1 calc R . . H11C H 0.5759 -0.4429 0.4644 0.062 Uiso 1 1 calc R . . C8 C 0.64777(16) -0.25582(16) 0.43854(14) 0.0225(4) Uani 1 1 d . . . H8 H 0.5909 -0.2645 0.4838 0.027 Uiso 1 1 calc R . . C9 C 0.68952(14) -0.15621(15) 0.41459(12) 0.0169(4) Uani 1 1 d . . . C12 C 0.65048(16) -0.06552(16) 0.46418(14) 0.0226(4) Uani 1 1 d . . . H12A H 0.7012 -0.0589 0.5123 0.034 Uiso 1 1 calc R . . H12B H 0.5777 -0.0786 0.4914 0.034 Uiso 1 1 calc R . . H12C H 0.6471 0.0000 0.4211 0.034 Uiso 1 1 calc R . . C13 C 0.91314(15) 0.30412(14) 0.45515(13) 0.0175(4) Uani 1 1 d . . . C19 C 0.92436(18) 0.25370(15) 0.55308(13) 0.0236(4) Uani 1 1 d . . . H19 H 1.0015 0.2252 0.5608 0.028 Uiso 1 1 calc R . . C20 C 0.90387(19) 0.34091(17) 0.61414(14) 0.0287(5) Uani 1 1 d . . . H20A H 0.9598 0.3930 0.6005 0.043 Uiso 1 1 calc R . . H20B H 0.9072 0.3097 0.6783 0.043 Uiso 1 1 calc R . . H20C H 0.8316 0.3757 0.6026 0.043 Uiso 1 1 calc R . . C21 C 0.8500(2) 0.16288(17) 0.58093(15) 0.0349(5) Uani 1 1 d . . . H21A H 0.7737 0.1902 0.5806 0.052 Uiso 1 1 calc R . . H21B H 0.8675 0.1286 0.6424 0.052 Uiso 1 1 calc R . . H21C H 0.8608 0.1114 0.5378 0.052 Uiso 1 1 calc R . . C14 C 0.99918(15) 0.36632(14) 0.41258(13) 0.0177(4) Uani 1 1 d . . . H14 H 1.0615 0.3744 0.4465 0.021 Uiso 1 1 calc R . . C15 C 0.99369(14) 0.41527(14) 0.32255(13) 0.0165(4) Uani 1 1 d . . . H15 H 1.0521 0.4557 0.2959 0.020 Uiso 1 1 calc R . . C16 C 0.90026(15) 0.40479(14) 0.27014(13) 0.0160(3) Uani 1 1 d . . . C22 C 0.89523(17) 0.45333(15) 0.17186(13) 0.0234(4) Uani 1 1 d . . . H22A H 0.8263 0.4373 0.1469 0.035 Uiso 1 1 calc R . . H22B H 0.9565 0.4243 0.1370 0.035 Uiso 1 1 calc R . . H22C H 0.8997 0.5301 0.1675 0.035 Uiso 1 1 calc R . . C17 C 0.81301(14) 0.34731(14) 0.31240(13) 0.0167(4) Uani 1 1 d . . . H17 H 0.7491 0.3423 0.2794 0.020 Uiso 1 1 calc R . . C18 C 0.81991(15) 0.29682(14) 0.40407(13) 0.0179(4) Uani 1 1 d . . . H18 H 0.7609 0.2576 0.4313 0.021 Uiso 1 1 calc R . . Ru2 Ru 0.470883(11) 0.246931(11) 0.157829(9) 0.01231(4) Uani 1 1 d . . . Cl3 Cl 0.59897(3) 0.37135(3) 0.08513(3) 0.01761(9) Uani 1 1 d . . . Cl4 Cl 0.56079(4) 0.24912(4) 0.30102(3) 0.01956(9) Uani 1 1 d . . . C23 C 0.38279(14) 0.37925(14) 0.18856(12) 0.0144(3) Uani 1 1 d . . . C24 C 0.37469(14) 0.48129(14) 0.14174(12) 0.0152(3) Uani 1 1 d . . . H24 H 0.4120 0.5061 0.0862 0.018 Uiso 1 1 calc R . . N4 N 0.31374(12) 0.38721(11) 0.26238(10) 0.0141(3) Uani 1 1 d . . . C25 C 0.28421(15) 0.30434(15) 0.33582(13) 0.0195(4) Uani 1 1 d . . . H25A H 0.2638 0.3359 0.3911 0.029 Uiso 1 1 calc R . . H25B H 0.3466 0.2537 0.3480 0.029 Uiso 1 1 calc R . . H25C H 0.2224 0.2677 0.3177 0.029 Uiso 1 1 calc R . . N5 N 0.26489(12) 0.48260(12) 0.26534(10) 0.0166(3) Uani 1 1 d . . . N6 N 0.30382(12) 0.53869(11) 0.18995(10) 0.0154(3) Uani 1 1 d . . . C26 C 0.26444(14) 0.64751(14) 0.16832(12) 0.0160(3) Uani 1 1 d . . . C27 C 0.18191(15) 0.67001(15) 0.10603(13) 0.0178(4) Uani 1 1 d . . . C32 C 0.13847(16) 0.58535(16) 0.05861(14) 0.0241(4) Uani 1 1 d . . . H32A H 0.1908 0.5679 0.0106 0.036 Uiso 1 1 calc R . . H32B H 0.0687 0.6108 0.0314 0.036 Uiso 1 1 calc R . . H32C H 0.1276 0.5221 0.1029 0.036 Uiso 1 1 calc R . . C28 C 0.14209(16) 0.77483(15) 0.08809(13) 0.0212(4) Uani 1 1 d . . . H28 H 0.0849 0.7926 0.0464 0.025 Uiso 1 1 calc R . . C29 C 0.18409(16) 0.85396(15) 0.12975(15) 0.0249(4) Uani 1 1 d . . . C33 C 0.1391(2) 0.96671(17) 0.1095(2) 0.0407(6) Uani 1 1 d . . . H33A H 0.1243 0.9957 0.1669 0.061 Uiso 1 1 calc R . . H33B H 0.0713 0.9686 0.0764 0.061 Uiso 1 1 calc R . . H33C H 0.1925 1.0090 0.0721 0.061 Uiso 1 1 calc R . . C30 C 0.26751(16) 0.82718(15) 0.19103(15) 0.0242(4) Uani 1 1 d . . . H30 H 0.2972 0.8813 0.2188 0.029 Uiso 1 1 calc R . . C31 C 0.30899(15) 0.72342(15) 0.21296(13) 0.0191(4) Uani 1 1 d . . . C34 C 0.39437(17) 0.69285(16) 0.28349(14) 0.0252(4) Uani 1 1 d . . . H34A H 0.3617 0.6514 0.3373 0.038 Uiso 1 1 calc R . . H34B H 0.4231 0.7568 0.3010 0.038 Uiso 1 1 calc R . . H34C H 0.4539 0.6505 0.2580 0.038 Uiso 1 1 calc R . . C35 C 0.42178(14) 0.20370(14) 0.02767(12) 0.0157(3) Uani 1 1 d . . . C41 C 0.41697(16) 0.26627(15) -0.06703(13) 0.0194(4) Uani 1 1 d . . . H41 H 0.4881 0.3002 -0.0809 0.023 Uiso 1 1 calc R . . C42 C 0.40523(17) 0.18768(16) -0.13510(14) 0.0242(4) Uani 1 1 d . . . H42A H 0.4697 0.1386 -0.1332 0.036 Uiso 1 1 calc R . . H42B H 0.3987 0.2263 -0.1968 0.036 Uiso 1 1 calc R . . H42C H 0.3398 0.1479 -0.1187 0.036 Uiso 1 1 calc R . . C43 C 0.32626(19) 0.35264(16) -0.07748(15) 0.0298(5) Uani 1 1 d . . . H43A H 0.2553 0.3206 -0.0704 0.045 Uiso 1 1 calc R . . H43B H 0.3327 0.3941 -0.1381 0.045 Uiso 1 1 calc R . . H43C H 0.3322 0.3990 -0.0307 0.045 Uiso 1 1 calc R . . C36 C 0.52003(15) 0.14337(14) 0.05472(13) 0.0174(4) Uani 1 1 d . . . H36 H 0.5814 0.1453 0.0135 0.021 Uiso 1 1 calc R . . C37 C 0.52792(15) 0.08191(14) 0.13989(13) 0.0178(4) Uani 1 1 d . . . H37 H 0.5938 0.0421 0.1557 0.021 Uiso 1 1 calc R . . C38 C 0.43703(15) 0.07872(14) 0.20354(13) 0.0182(4) Uani 1 1 d . . . C44 C 0.44685(19) 0.01706(16) 0.29728(14) 0.0282(5) Uani 1 1 d . . . H44A H 0.4946 0.0527 0.3333 0.042 Uiso 1 1 calc R . . H44B H 0.4779 -0.0543 0.2923 0.042 Uiso 1 1 calc R . . H44C H 0.3744 0.0125 0.3274 0.042 Uiso 1 1 calc R . . C39 C 0.33911(15) 0.13595(14) 0.17768(13) 0.0181(4) Uani 1 1 d . . . H39 H 0.2774 0.1327 0.2185 0.022 Uiso 1 1 calc R . . C40 C 0.33238(14) 0.19879(14) 0.09051(13) 0.0161(4) Uani 1 1 d . . . H40 H 0.2663 0.2382 0.0744 0.019 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.00953(7) 0.01016(7) 0.01461(7) -0.00143(5) 0.00068(5) -0.00136(5) Cl1 0.01383(19) 0.0138(2) 0.0207(2) 0.00094(16) -0.00307(16) -0.00128(16) Cl2 0.01412(19) 0.0197(2) 0.0182(2) -0.00240(16) 0.00328(16) 0.00024(16) C1 0.0109(8) 0.0154(8) 0.0143(8) -0.0026(6) 0.0000(6) -0.0002(7) C2 0.0129(8) 0.0149(8) 0.0149(8) -0.0034(6) -0.0001(6) -0.0018(7) N1 0.0131(7) 0.0134(7) 0.0158(7) -0.0007(6) -0.0001(6) -0.0019(6) C3 0.0200(9) 0.0182(9) 0.0189(9) 0.0040(7) -0.0050(7) -0.0029(7) N2 0.0150(7) 0.0145(7) 0.0165(7) -0.0012(6) -0.0017(6) -0.0026(6) N3 0.0144(7) 0.0132(7) 0.0153(7) -0.0011(6) -0.0008(6) -0.0022(6) C4 0.0141(8) 0.0133(8) 0.0181(9) 0.0009(7) -0.0041(7) -0.0038(7) C5 0.0158(8) 0.0163(9) 0.0225(9) -0.0034(7) -0.0019(7) -0.0022(7) C10 0.0235(10) 0.0225(10) 0.0304(11) -0.0097(8) 0.0049(8) -0.0034(8) C6 0.0229(10) 0.0147(9) 0.0336(11) -0.0052(8) -0.0035(8) -0.0020(8) C7 0.0222(10) 0.0171(10) 0.0339(11) 0.0038(8) -0.0036(8) -0.0058(8) C11 0.0389(13) 0.0228(12) 0.0602(17) 0.0061(11) 0.0037(12) -0.0115(10) C8 0.0166(9) 0.0250(10) 0.0238(10) 0.0055(8) -0.0005(8) -0.0046(8) C9 0.0131(8) 0.0196(9) 0.0173(9) -0.0002(7) -0.0030(7) 0.0001(7) C12 0.0186(9) 0.0270(10) 0.0223(10) -0.0049(8) 0.0010(8) 0.0006(8) C13 0.0186(9) 0.0137(8) 0.0204(9) -0.0048(7) 0.0038(7) 0.0017(7) C19 0.0329(11) 0.0204(10) 0.0172(9) -0.0039(7) 0.0029(8) 0.0032(8) C20 0.0390(12) 0.0277(11) 0.0201(10) -0.0076(8) 0.0042(9) -0.0013(9) C21 0.0623(16) 0.0205(10) 0.0206(11) -0.0012(8) 0.0107(10) -0.0041(10) C14 0.0170(8) 0.0159(9) 0.0217(9) -0.0079(7) -0.0009(7) -0.0005(7) C15 0.0153(8) 0.0105(8) 0.0244(9) -0.0051(7) 0.0028(7) -0.0021(7) C16 0.0167(8) 0.0109(8) 0.0203(9) -0.0032(7) 0.0016(7) 0.0012(7) C22 0.0276(10) 0.0175(9) 0.0231(10) 0.0018(7) -0.0005(8) 0.0034(8) C17 0.0113(8) 0.0139(8) 0.0253(10) -0.0055(7) -0.0002(7) 0.0010(7) C18 0.0149(8) 0.0134(8) 0.0252(10) -0.0044(7) 0.0069(7) -0.0012(7) Ru2 0.00983(7) 0.01077(7) 0.01599(7) -0.00053(5) 0.00081(5) -0.00160(5) Cl3 0.01395(19) 0.0143(2) 0.0233(2) 0.00100(16) 0.00455(16) -0.00253(16) Cl4 0.0154(2) 0.0224(2) 0.0209(2) -0.00039(17) -0.00324(17) -0.00566(17) C23 0.0121(8) 0.0168(9) 0.0147(8) -0.0031(7) 0.0011(6) -0.0042(7) C24 0.0140(8) 0.0155(8) 0.0160(9) -0.0034(7) 0.0029(7) -0.0007(7) N4 0.0126(7) 0.0134(7) 0.0161(7) -0.0020(6) 0.0024(6) -0.0016(6) C25 0.0191(9) 0.0184(9) 0.0193(9) 0.0027(7) 0.0057(7) -0.0040(7) N5 0.0169(7) 0.0155(7) 0.0175(8) -0.0029(6) 0.0046(6) -0.0031(6) N6 0.0163(7) 0.0129(7) 0.0168(7) -0.0023(6) 0.0040(6) -0.0024(6) C26 0.0161(8) 0.0130(8) 0.0183(9) -0.0027(7) 0.0061(7) 0.0005(7) C27 0.0172(9) 0.0191(9) 0.0168(9) -0.0029(7) 0.0067(7) -0.0022(7) C32 0.0231(10) 0.0243(10) 0.0260(10) -0.0068(8) -0.0009(8) -0.0020(8) C28 0.0188(9) 0.0213(10) 0.0222(10) 0.0004(7) 0.0042(8) -0.0005(8) C29 0.0232(10) 0.0164(9) 0.0338(11) -0.0012(8) 0.0063(8) -0.0007(8) C33 0.0390(13) 0.0187(11) 0.0630(17) -0.0020(11) -0.0047(12) 0.0034(10) C30 0.0241(10) 0.0168(9) 0.0328(11) -0.0076(8) 0.0048(8) -0.0048(8) C31 0.0175(9) 0.0176(9) 0.0226(10) -0.0050(7) 0.0052(7) -0.0024(7) C34 0.0242(10) 0.0240(10) 0.0292(11) -0.0081(8) -0.0024(8) -0.0042(8) C35 0.0169(8) 0.0113(8) 0.0191(9) -0.0019(7) -0.0021(7) -0.0023(7) C41 0.0241(9) 0.0164(9) 0.0181(9) -0.0016(7) -0.0024(7) -0.0049(8) C42 0.0297(11) 0.0232(10) 0.0205(10) -0.0048(8) -0.0026(8) -0.0016(8) C43 0.0447(13) 0.0177(10) 0.0269(11) -0.0026(8) -0.0110(10) 0.0049(9) C36 0.0149(8) 0.0153(9) 0.0231(9) -0.0072(7) 0.0018(7) -0.0014(7) C37 0.0160(8) 0.0096(8) 0.0284(10) -0.0042(7) -0.0051(7) 0.0015(7) C38 0.0230(9) 0.0112(8) 0.0209(9) 0.0002(7) -0.0039(7) -0.0078(7) C44 0.0391(12) 0.0200(10) 0.0252(11) 0.0034(8) -0.0066(9) -0.0098(9) C39 0.0169(9) 0.0156(9) 0.0228(9) -0.0039(7) 0.0021(7) -0.0074(7) C40 0.0119(8) 0.0137(8) 0.0235(9) -0.0043(7) -0.0035(7) -0.0019(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 C1 2.0573(17) . ? Ru1 C18 2.1692(17) . ? Ru1 C17 2.1881(18) . ? Ru1 C13 2.1920(18) . ? Ru1 C16 2.2102(18) . ? Ru1 C14 2.2218(17) . ? Ru1 C15 2.2371(17) . ? Ru1 Cl1 2.4157(4) . ? Ru1 Cl2 2.4274(4) . ? C1 N1 1.370(2) . ? C1 C2 1.389(2) . ? C2 N3 1.358(2) . ? C2 H2 0.9500 . ? N1 N2 1.333(2) . ? N1 C3 1.461(2) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? N2 N3 1.326(2) . ? N3 C4 1.446(2) . ? C4 C9 1.391(3) . ? C4 C5 1.393(3) . ? C5 C6 1.395(3) . ? C5 C10 1.508(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C6 C7 1.391(3) . ? C6 H6 0.9500 . ? C7 C8 1.395(3) . ? C7 C11 1.512(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C8 C9 1.396(3) . ? C8 H8 0.9500 . ? C9 C12 1.504(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C18 1.411(3) . ? C13 C14 1.433(3) . ? C13 C19 1.511(3) . ? C19 C21 1.522(3) . ? C19 C20 1.536(3) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C14 C15 1.394(3) . ? C14 H14 0.9500 . ? C15 C16 1.433(3) . ? C15 H15 0.9500 . ? C16 C17 1.411(2) . ? C16 C22 1.503(3) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C17 C18 1.424(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? Ru2 C23 2.0519(18) . ? Ru2 C40 2.1654(17) . ? Ru2 C35 2.1935(18) . ? Ru2 C39 2.1986(17) . ? Ru2 C36 2.2028(18) . ? Ru2 C38 2.2230(17) . ? Ru2 C37 2.2344(17) . ? Ru2 Cl3 2.4185(4) . ? Ru2 Cl4 2.4327(5) . ? C23 N4 1.369(2) . ? C23 C24 1.391(2) . ? C24 N6 1.353(2) . ? C24 H24 0.9500 . ? N4 N5 1.334(2) . ? N4 C25 1.460(2) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? N5 N6 1.329(2) . ? N6 C26 1.444(2) . ? C26 C27 1.388(3) . ? C26 C31 1.396(3) . ? C27 C28 1.395(3) . ? C27 C32 1.503(3) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C28 C29 1.390(3) . ? C28 H28 0.9500 . ? C29 C30 1.391(3) . ? C29 C33 1.509(3) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C30 C31 1.394(3) . ? C30 H30 0.9500 . ? C31 C34 1.506(3) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C40 1.410(3) . ? C35 C36 1.434(3) . ? C35 C41 1.517(3) . ? C41 C43 1.520(3) . ? C41 C42 1.536(3) . ? C41 H41 1.0000 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C36 C37 1.394(3) . ? C36 H36 0.9500 . ? C37 C38 1.431(3) . ? C37 H37 0.9500 . ? C38 C39 1.409(3) . ? C38 C44 1.504(3) . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C39 C40 1.425(3) . ? C39 H39 0.9500 . ? C40 H40 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ru1 C18 91.21(7) . . ? C1 Ru1 C17 94.34(7) . . ? C18 Ru1 C17 38.13(7) . . ? C1 Ru1 C13 115.14(7) . . ? C18 Ru1 C13 37.74(7) . . ? C17 Ru1 C13 68.54(7) . . ? C1 Ru1 C16 121.83(7) . . ? C18 Ru1 C16 68.39(7) . . ? C17 Ru1 C16 37.42(6) . . ? C13 Ru1 C16 81.27(7) . . ? C1 Ru1 C14 152.77(7) . . ? C18 Ru1 C14 67.36(7) . . ? C17 Ru1 C14 79.27(7) . . ? C13 Ru1 C14 37.88(7) . . ? C16 Ru1 C14 67.15(7) . . ? C1 Ru1 C15 159.38(7) . . ? C18 Ru1 C15 79.69(7) . . ? C17 Ru1 C15 67.12(6) . . ? C13 Ru1 C15 67.73(7) . . ? C16 Ru1 C15 37.58(7) . . ? C14 Ru1 C15 36.44(7) . . ? C1 Ru1 Cl1 84.59(5) . . ? C18 Ru1 Cl1 118.46(5) . . ? C17 Ru1 Cl1 156.59(5) . . ? C13 Ru1 Cl1 90.70(5) . . ? C16 Ru1 Cl1 153.37(5) . . ? C14 Ru1 Cl1 91.01(5) . . ? C15 Ru1 Cl1 116.02(5) . . ? C1 Ru1 Cl2 87.78(5) . . ? C18 Ru1 Cl2 153.28(5) . . ? C17 Ru1 Cl2 115.32(5) . . ? C13 Ru1 Cl2 156.82(5) . . ? C16 Ru1 Cl2 89.60(5) . . ? C14 Ru1 Cl2 118.98(5) . . ? C15 Ru1 Cl2 92.14(5) . . ? Cl1 Ru1 Cl2 88.033(15) . . ? N1 C1 C2 102.01(14) . . ? N1 C1 Ru1 127.51(13) . . ? C2 C1 Ru1 130.36(13) . . ? N3 C2 C1 107.40(15) . . ? N3 C2 H2 126.3 . . ? C1 C2 H2 126.3 . . ? N2 N1 C1 115.15(14) . . ? N2 N1 C3 116.61(14) . . ? C1 N1 C3 128.21(15) . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N3 N2 N1 102.96(13) . . ? N2 N3 C2 112.48(14) . . ? N2 N3 C4 117.90(14) . . ? C2 N3 C4 129.59(15) . . ? C9 C4 C5 123.39(16) . . ? C9 C4 N3 118.23(16) . . ? C5 C4 N3 118.34(16) . . ? C4 C5 C6 117.34(17) . . ? C4 C5 C10 121.65(16) . . ? C6 C5 C10 121.01(17) . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C6 C5 121.59(18) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C6 C7 C8 118.81(17) . . ? C6 C7 C11 120.6(2) . . ? C8 C7 C11 120.60(19) . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C7 C8 C9 121.76(18) . . ? C7 C8 H8 119.1 . . ? C9 C8 H8 119.1 . . ? C4 C9 C8 117.06(17) . . ? C4 C9 C12 122.37(17) . . ? C8 C9 C12 120.53(17) . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 117.83(17) . . ? C18 C13 C19 123.34(17) . . ? C14 C13 C19 118.77(17) . . ? C18 C13 Ru1 70.25(10) . . ? C14 C13 Ru1 72.18(10) . . ? C19 C13 Ru1 130.81(13) . . ? C13 C19 C21 113.76(17) . . ? C13 C19 C20 107.81(16) . . ? C21 C19 C20 111.46(17) . . ? C13 C19 H19 107.9 . . ? C21 C19 H19 107.9 . . ? C20 C19 H19 107.9 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C15 C14 C13 121.62(17) . . ? C15 C14 Ru1 72.38(10) . . ? C13 C14 Ru1 69.94(10) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? Ru1 C14 H14 131.5 . . ? C14 C15 C16 120.23(16) . . ? C14 C15 Ru1 71.18(10) . . ? C16 C15 Ru1 70.19(10) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? Ru1 C15 H15 131.6 . . ? C17 C16 C15 118.71(17) . . ? C17 C16 C22 120.48(17) . . ? C15 C16 C22 120.81(16) . . ? C17 C16 Ru1 70.44(10) . . ? C15 C16 Ru1 72.23(10) . . ? C22 C16 Ru1 128.54(13) . . ? C16 C22 H22A 109.5 . . ? C16 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C16 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C16 C17 C18 120.55(17) . . ? C16 C17 Ru1 72.14(10) . . ? C18 C17 Ru1 70.22(10) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? Ru1 C17 H17 130.6 . . ? C13 C18 C17 120.97(16) . . ? C13 C18 Ru1 72.00(10) . . ? C17 C18 Ru1 71.65(10) . . ? C13 C18 H18 119.5 . . ? C17 C18 H18 119.5 . . ? Ru1 C18 H18 129.3 . . ? C23 Ru2 C40 90.61(7) . . ? C23 Ru2 C35 110.91(7) . . ? C40 Ru2 C35 37.74(7) . . ? C23 Ru2 C39 98.32(7) . . ? C40 Ru2 C39 38.12(7) . . ? C35 Ru2 C39 68.49(7) . . ? C23 Ru2 C36 147.69(7) . . ? C40 Ru2 C36 67.66(7) . . ? C35 Ru2 C36 38.07(7) . . ? C39 Ru2 C36 79.51(7) . . ? C23 Ru2 C38 127.98(7) . . ? C40 Ru2 C38 68.09(7) . . ? C35 Ru2 C38 80.97(7) . . ? C39 Ru2 C38 37.15(7) . . ? C36 Ru2 C38 67.19(7) . . ? C23 Ru2 C37 164.96(7) . . ? C40 Ru2 C37 79.72(7) . . ? C35 Ru2 C37 67.82(7) . . ? C39 Ru2 C37 67.01(7) . . ? C36 Ru2 C37 36.62(7) . . ? C38 Ru2 C37 37.46(7) . . ? C23 Ru2 Cl3 84.45(5) . . ? C40 Ru2 Cl3 123.80(5) . . ? C35 Ru2 Cl3 93.20(5) . . ? C39 Ru2 Cl3 161.32(5) . . ? C36 Ru2 Cl3 88.28(5) . . ? C38 Ru2 Cl3 147.08(5) . . ? C37 Ru2 Cl3 110.48(5) . . ? C23 Ru2 Cl4 85.90(5) . . ? C40 Ru2 Cl4 147.02(5) . . ? C35 Ru2 Cl4 163.19(5) . . ? C39 Ru2 Cl4 110.05(5) . . ? C36 Ru2 Cl4 125.42(5) . . ? C38 Ru2 Cl4 88.51(5) . . ? C37 Ru2 Cl4 95.92(5) . . ? Cl3 Ru2 Cl4 88.536(16) . . ? N4 C23 C24 102.06(15) . . ? N4 C23 Ru2 127.29(13) . . ? C24 C23 Ru2 130.64(13) . . ? N6 C24 C23 107.32(15) . . ? N6 C24 H24 126.3 . . ? C23 C24 H24 126.3 . . ? N5 N4 C23 115.18(15) . . ? N5 N4 C25 116.39(14) . . ? C23 N4 C25 128.39(15) . . ? N4 C25 H25A 109.5 . . ? N4 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N4 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N6 N5 N4 102.74(13) . . ? N5 N6 C24 112.69(15) . . ? N5 N6 C26 118.35(14) . . ? C24 N6 C26 128.92(15) . . ? C27 C26 C31 123.75(17) . . ? C27 C26 N6 117.82(16) . . ? C31 C26 N6 118.41(17) . . ? C26 C27 C28 117.22(17) . . ? C26 C27 C32 121.46(17) . . ? C28 C27 C32 121.31(18) . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C29 C28 C27 121.57(19) . . ? C29 C28 H28 119.2 . . ? C27 C28 H28 119.2 . . ? C28 C29 C30 118.83(18) . . ? C28 C29 C33 120.5(2) . . ? C30 C29 C33 120.67(19) . . ? C29 C33 H33A 109.5 . . ? C29 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C29 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C29 C30 C31 122.10(18) . . ? C29 C30 H30 118.9 . . ? C31 C30 H30 118.9 . . ? C30 C31 C26 116.51(18) . . ? C30 C31 C34 122.39(17) . . ? C26 C31 C34 121.07(17) . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C40 C35 C36 117.56(16) . . ? C40 C35 C41 123.11(16) . . ? C36 C35 C41 119.30(16) . . ? C40 C35 Ru2 70.05(10) . . ? C36 C35 Ru2 71.32(10) . . ? C41 C35 Ru2 131.41(12) . . ? C35 C41 C43 114.09(16) . . ? C35 C41 C42 107.69(15) . . ? C43 C41 C42 110.80(16) . . ? C35 C41 H41 108.0 . . ? C43 C41 H41 108.0 . . ? C42 C41 H41 108.0 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C37 C36 C35 121.74(17) . . ? C37 C36 Ru2 72.93(11) . . ? C35 C36 Ru2 70.61(10) . . ? C37 C36 H36 119.1 . . ? C35 C36 H36 119.1 . . ? Ru2 C36 H36 130.0 . . ? C36 C37 C38 120.14(17) . . ? C36 C37 Ru2 70.46(10) . . ? C38 C37 Ru2 70.84(10) . . ? C36 C37 H37 119.9 . . ? C38 C37 H37 119.9 . . ? Ru2 C37 H37 131.6 . . ? C39 C38 C37 118.99(17) . . ? C39 C38 C44 120.57(18) . . ? C37 C38 C44 120.42(18) . . ? C39 C38 Ru2 70.48(10) . . ? C37 C38 Ru2 71.70(10) . . ? C44 C38 Ru2 128.54(13) . . ? C38 C44 H44A 109.5 . . ? C38 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C38 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C38 C39 C40 120.22(17) . . ? C38 C39 Ru2 72.36(10) . . ? C40 C39 Ru2 69.68(10) . . ? C38 C39 H39 119.9 . . ? C40 C39 H39 119.9 . . ? Ru2 C39 H39 130.7 . . ? C35 C40 C39 121.31(17) . . ? C35 C40 Ru2 72.21(10) . . ? C39 C40 Ru2 72.20(10) . . ? C35 C40 H40 119.3 . . ? C39 C40 H40 119.3 . . ? Ru2 C40 H40 128.6 . . ? 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 C18 Ru1 C1 N1 93.37(15) . . . . ? C17 Ru1 C1 N1 55.32(16) . . . . ? C13 Ru1 C1 N1 123.63(15) . . . . ? C16 Ru1 C1 N1 28.23(18) . . . . ? C14 Ru1 C1 N1 130.20(16) . . . . ? C15 Ru1 C1 N1 30.3(3) . . . . ? Cl1 Ru1 C1 N1 -148.15(15) . . . . ? Cl2 Ru1 C1 N1 -59.92(15) . . . . ? C18 Ru1 C1 C2 -81.96(17) . . . . ? C17 Ru1 C1 C2 -120.02(17) . . . . ? C13 Ru1 C1 C2 -51.71(18) . . . . ? C16 Ru1 C1 C2 -147.10(15) . . . . ? C14 Ru1 C1 C2 -45.1(3) . . . . ? C15 Ru1 C1 C2 -145.07(18) . . . . ? Cl1 Ru1 C1 C2 36.52(16) . . . . ? Cl2 Ru1 C1 C2 124.75(16) . . . . ? N1 C1 C2 N3 -0.92(18) . . . . ? Ru1 C1 C2 N3 175.30(12) . . . . ? C2 C1 N1 N2 0.73(19) . . . . ? Ru1 C1 N1 N2 -175.63(12) . . . . ? C2 C1 N1 C3 178.34(17) . . . . ? Ru1 C1 N1 C3 2.0(3) . . . . ? C1 N1 N2 N3 -0.23(19) . . . . ? C3 N1 N2 N3 -178.13(15) . . . . ? N1 N2 N3 C2 -0.41(18) . . . . ? N1 N2 N3 C4 177.74(14) . . . . ? C1 C2 N3 N2 0.9(2) . . . . ? C1 C2 N3 C4 -177.00(16) . . . . ? N2 N3 C4 C9 -105.86(19) . . . . ? C2 N3 C4 C9 71.9(2) . . . . ? N2 N3 C4 C5 71.9(2) . . . . ? C2 N3 C4 C5 -110.3(2) . . . . ? C9 C4 C5 C6 -0.8(3) . . . . ? N3 C4 C5 C6 -178.43(16) . . . . ? C9 C4 C5 C10 178.28(18) . . . . ? N3 C4 C5 C10 0.7(3) . . . . ? C4 C5 C6 C7 2.2(3) . . . . ? C10 C5 C6 C7 -176.88(19) . . . . ? C5 C6 C7 C8 -1.6(3) . . . . ? C5 C6 C7 C11 179.2(2) . . . . ? C6 C7 C8 C9 -0.6(3) . . . . ? C11 C7 C8 C9 178.6(2) . . . . ? C5 C4 C9 C8 -1.2(3) . . . . ? N3 C4 C9 C8 176.42(16) . . . . ? C5 C4 C9 C12 176.53(17) . . . . ? N3 C4 C9 C12 -5.9(3) . . . . ? C7 C8 C9 C4 1.9(3) . . . . ? C7 C8 C9 C12 -175.86(18) . . . . ? C1 Ru1 C13 C18 -55.37(12) . . . . ? C17 Ru1 C13 C18 29.19(10) . . . . ? C16 Ru1 C13 C18 65.78(11) . . . . ? C14 Ru1 C13 C18 129.52(16) . . . . ? C15 Ru1 C13 C18 102.31(12) . . . . ? Cl1 Ru1 C13 C18 -139.72(10) . . . . ? Cl2 Ru1 C13 C18 133.65(12) . . . . ? C1 Ru1 C13 C14 175.10(10) . . . . ? C18 Ru1 C13 C14 -129.52(16) . . . . ? C17 Ru1 C13 C14 -100.33(12) . . . . ? C16 Ru1 C13 C14 -63.74(11) . . . . ? C15 Ru1 C13 C14 -27.22(10) . . . . ? Cl1 Ru1 C13 C14 90.76(10) . . . . ? Cl2 Ru1 C13 C14 4.1(2) . . . . ? C1 Ru1 C13 C19 62.12(19) . . . . ? C18 Ru1 C13 C19 117.5(2) . . . . ? C17 Ru1 C13 C19 146.69(19) . . . . ? C16 Ru1 C13 C19 -176.73(18) . . . . ? C14 Ru1 C13 C19 -113.0(2) . . . . ? C15 Ru1 C13 C19 -140.20(19) . . . . ? Cl1 Ru1 C13 C19 -22.23(17) . . . . ? Cl2 Ru1 C13 C19 -108.86(18) . . . . ? C18 C13 C19 C21 21.7(3) . . . . ? C14 C13 C19 C21 -160.96(18) . . . . ? Ru1 C13 C19 C21 -70.2(2) . . . . ? C18 C13 C19 C20 -102.4(2) . . . . ? C14 C13 C19 C20 74.9(2) . . . . ? Ru1 C13 C19 C20 165.64(14) . . . . ? C18 C13 C14 C15 -2.3(3) . . . . ? C19 C13 C14 C15 -179.76(16) . . . . ? Ru1 C13 C14 C15 52.89(16) . . . . ? C18 C13 C14 Ru1 -55.18(14) . . . . ? C19 C13 C14 Ru1 127.35(16) . . . . ? C1 Ru1 C14 C15 -144.28(14) . . . . ? C18 Ru1 C14 C15 -103.79(12) . . . . ? C17 Ru1 C14 C15 -65.82(11) . . . . ? C13 Ru1 C14 C15 -134.56(16) . . . . ? C16 Ru1 C14 C15 -28.69(10) . . . . ? Cl1 Ru1 C14 C15 135.61(10) . . . . ? Cl2 Ru1 C14 C15 47.30(12) . . . . ? C1 Ru1 C14 C13 -9.7(2) . . . . ? C18 Ru1 C14 C13 30.77(11) . . . . ? C17 Ru1 C14 C13 68.74(11) . . . . ? C16 Ru1 C14 C13 105.87(12) . . . . ? C15 Ru1 C14 C13 134.56(16) . . . . ? Cl1 Ru1 C14 C13 -89.83(10) . . . . ? Cl2 Ru1 C14 C13 -178.14(9) . . . . ? C13 C14 C15 C16 0.4(3) . . . . ? Ru1 C14 C15 C16 52.19(15) . . . . ? C13 C14 C15 Ru1 -51.81(15) . . . . ? C1 Ru1 C15 C14 130.65(19) . . . . ? C18 Ru1 C15 C14 65.65(11) . . . . ? C17 Ru1 C15 C14 103.37(12) . . . . ? C13 Ru1 C15 C14 28.21(11) . . . . ? C16 Ru1 C15 C14 133.48(16) . . . . ? Cl1 Ru1 C15 C14 -51.11(11) . . . . ? Cl2 Ru1 C15 C14 -139.96(10) . . . . ? C1 Ru1 C15 C16 -2.8(2) . . . . ? C18 Ru1 C15 C16 -67.83(11) . . . . ? C17 Ru1 C15 C16 -30.11(10) . . . . ? C13 Ru1 C15 C16 -105.27(11) . . . . ? C14 Ru1 C15 C16 -133.48(16) . . . . ? Cl1 Ru1 C15 C16 175.41(9) . . . . ? Cl2 Ru1 C15 C16 86.55(10) . . . . ? C14 C15 C16 C17 2.2(3) . . . . ? Ru1 C15 C16 C17 54.80(14) . . . . ? C14 C15 C16 C22 -177.45(17) . . . . ? Ru1 C15 C16 C22 -124.80(16) . . . . ? C14 C15 C16 Ru1 -52.64(15) . . . . ? C1 Ru1 C16 C17 48.35(13) . . . . ? C18 Ru1 C16 C17 -29.00(11) . . . . ? C13 Ru1 C16 C17 -65.90(11) . . . . ? C14 Ru1 C16 C17 -102.59(12) . . . . ? C15 Ru1 C16 C17 -130.48(15) . . . . ? Cl1 Ru1 C16 C17 -139.71(10) . . . . ? Cl2 Ru1 C16 C17 135.49(10) . . . . ? C1 Ru1 C16 C15 178.83(10) . . . . ? C18 Ru1 C16 C15 101.48(11) . . . . ? C17 Ru1 C16 C15 130.48(15) . . . . ? C13 Ru1 C16 C15 64.58(11) . . . . ? C14 Ru1 C16 C15 27.89(10) . . . . ? Cl1 Ru1 C16 C15 -9.23(17) . . . . ? Cl2 Ru1 C16 C15 -94.03(10) . . . . ? C1 Ru1 C16 C22 -65.55(18) . . . . ? C18 Ru1 C16 C22 -142.90(18) . . . . ? C17 Ru1 C16 C22 -113.9(2) . . . . ? C13 Ru1 C16 C22 -179.80(17) . . . . ? C14 Ru1 C16 C22 143.51(18) . . . . ? C15 Ru1 C16 C22 115.6(2) . . . . ? Cl1 Ru1 C16 C22 106.39(17) . . . . ? Cl2 Ru1 C16 C22 21.59(16) . . . . ? C15 C16 C17 C18 -2.8(3) . . . . ? C22 C16 C17 C18 176.84(16) . . . . ? Ru1 C16 C17 C18 52.91(15) . . . . ? C15 C16 C17 Ru1 -55.68(14) . . . . ? C22 C16 C17 Ru1 123.93(16) . . . . ? C1 Ru1 C17 C16 -140.46(11) . . . . ? C18 Ru1 C17 C16 133.12(15) . . . . ? C13 Ru1 C17 C16 104.20(11) . . . . ? C14 Ru1 C17 C16 66.26(11) . . . . ? C15 Ru1 C17 C16 30.23(10) . . . . ? Cl1 Ru1 C17 C16 133.15(11) . . . . ? Cl2 Ru1 C17 C16 -50.86(11) . . . . ? C1 Ru1 C17 C18 86.43(11) . . . . ? C13 Ru1 C17 C18 -28.92(10) . . . . ? C16 Ru1 C17 C18 -133.12(15) . . . . ? C14 Ru1 C17 C18 -66.85(11) . . . . ? C15 Ru1 C17 C18 -102.89(11) . . . . ? Cl1 Ru1 C17 C18 0.03(18) . . . . ? Cl2 Ru1 C17 C18 176.03(9) . . . . ? C14 C13 C18 C17 1.7(3) . . . . ? C19 C13 C18 C17 179.01(17) . . . . ? Ru1 C13 C18 C17 -54.47(15) . . . . ? C14 C13 C18 Ru1 56.14(14) . . . . ? C19 C13 C18 Ru1 -126.52(17) . . . . ? C16 C17 C18 C13 0.9(3) . . . . ? Ru1 C17 C18 C13 54.64(15) . . . . ? C16 C17 C18 Ru1 -53.79(15) . . . . ? C1 Ru1 C18 C13 131.84(11) . . . . ? C17 Ru1 C18 C13 -132.68(15) . . . . ? C16 Ru1 C18 C13 -104.18(11) . . . . ? C14 Ru1 C18 C13 -30.88(10) . . . . ? C15 Ru1 C18 C13 -66.78(11) . . . . ? Cl1 Ru1 C18 C13 47.34(11) . . . . ? Cl2 Ru1 C18 C13 -140.69(10) . . . . ? C1 Ru1 C18 C17 -95.49(11) . . . . ? C13 Ru1 C18 C17 132.68(15) . . . . ? C16 Ru1 C18 C17 28.50(10) . . . . ? C14 Ru1 C18 C17 101.80(11) . . . . ? C15 Ru1 C18 C17 65.90(11) . . . . ? Cl1 Ru1 C18 C17 -179.99(8) . . . . ? Cl2 Ru1 C18 C17 -8.01(17) . . . . ? C40 Ru2 C23 N4 85.59(16) . . . . ? C35 Ru2 C23 N4 118.18(15) . . . . ? C39 Ru2 C23 N4 48.11(16) . . . . ? C36 Ru2 C23 N4 131.61(15) . . . . ? C38 Ru2 C23 N4 23.31(19) . . . . ? C37 Ru2 C23 N4 36.0(4) . . . . ? Cl3 Ru2 C23 N4 -150.51(15) . . . . ? Cl4 Ru2 C23 N4 -61.58(15) . . . . ? C40 Ru2 C23 C24 -93.01(17) . . . . ? C35 Ru2 C23 C24 -60.41(18) . . . . ? C39 Ru2 C23 C24 -130.48(17) . . . . ? C36 Ru2 C23 C24 -47.0(2) . . . . ? C38 Ru2 C23 C24 -155.29(15) . . . . ? C37 Ru2 C23 C24 -142.6(2) . . . . ? Cl3 Ru2 C23 C24 30.90(16) . . . . ? Cl4 Ru2 C23 C24 119.83(17) . . . . ? N4 C23 C24 N6 -0.20(18) . . . . ? Ru2 C23 C24 N6 178.65(13) . . . . ? C24 C23 N4 N5 0.0(2) . . . . ? Ru2 C23 N4 N5 -178.90(12) . . . . ? C24 C23 N4 C25 177.63(17) . . . . ? Ru2 C23 N4 C25 -1.3(3) . . . . ? C23 N4 N5 N6 0.20(19) . . . . ? C25 N4 N5 N6 -177.73(14) . . . . ? N4 N5 N6 C24 -0.33(19) . . . . ? N4 N5 N6 C26 177.54(15) . . . . ? C23 C24 N6 N5 0.4(2) . . . . ? C23 C24 N6 C26 -177.24(17) . . . . ? N5 N6 C26 C27 -97.99(19) . . . . ? C24 N6 C26 C27 79.5(2) . . . . ? N5 N6 C26 C31 80.2(2) . . . . ? C24 N6 C26 C31 -102.4(2) . . . . ? C31 C26 C27 C28 -0.2(3) . . . . ? N6 C26 C27 C28 177.88(15) . . . . ? C31 C26 C27 C32 178.82(17) . . . . ? N6 C26 C27 C32 -3.1(2) . . . . ? C26 C27 C28 C29 0.9(3) . . . . ? C32 C27 C28 C29 -178.13(18) . . . . ? C27 C28 C29 C30 -0.3(3) . . . . ? C27 C28 C29 C33 -179.68(19) . . . . ? C28 C29 C30 C31 -1.0(3) . . . . ? C33 C29 C30 C31 178.4(2) . . . . ? C29 C30 C31 C26 1.6(3) . . . . ? C29 C30 C31 C34 -176.13(18) . . . . ? C27 C26 C31 C30 -1.0(3) . . . . ? N6 C26 C31 C30 -179.08(16) . . . . ? C27 C26 C31 C34 176.77(17) . . . . ? N6 C26 C31 C34 -1.3(3) . . . . ? C23 Ru2 C35 C40 -61.65(12) . . . . ? C39 Ru2 C35 C40 29.26(10) . . . . ? C36 Ru2 C35 C40 129.97(15) . . . . ? C38 Ru2 C35 C40 65.67(11) . . . . ? C37 Ru2 C35 C40 102.24(11) . . . . ? Cl3 Ru2 C35 C40 -146.93(10) . . . . ? Cl4 Ru2 C35 C40 117.53(16) . . . . ? C23 Ru2 C35 C36 168.38(10) . . . . ? C40 Ru2 C35 C36 -129.97(15) . . . . ? C39 Ru2 C35 C36 -100.71(11) . . . . ? C38 Ru2 C35 C36 -64.30(11) . . . . ? C37 Ru2 C35 C36 -27.73(10) . . . . ? Cl3 Ru2 C35 C36 83.10(10) . . . . ? Cl4 Ru2 C35 C36 -12.4(2) . . . . ? C23 Ru2 C35 C41 55.39(18) . . . . ? C40 Ru2 C35 C41 117.0(2) . . . . ? C39 Ru2 C35 C41 146.30(19) . . . . ? C36 Ru2 C35 C41 -113.0(2) . . . . ? C38 Ru2 C35 C41 -177.29(18) . . . . ? C37 Ru2 C35 C41 -140.72(19) . . . . ? Cl3 Ru2 C35 C41 -29.89(17) . . . . ? Cl4 Ru2 C35 C41 -125.43(17) . . . . ? C40 C35 C41 C43 20.8(2) . . . . ? C36 C35 C41 C43 -161.32(16) . . . . ? Ru2 C35 C41 C43 -71.0(2) . . . . ? C40 C35 C41 C42 -102.6(2) . . . . ? C36 C35 C41 C42 75.3(2) . . . . ? Ru2 C35 C41 C42 165.56(14) . . . . ? C40 C35 C36 C37 -0.1(3) . . . . ? C41 C35 C36 C37 -178.06(16) . . . . ? Ru2 C35 C36 C37 54.29(15) . . . . ? C40 C35 C36 Ru2 -54.36(14) . . . . ? C41 C35 C36 Ru2 127.65(15) . . . . ? C23 Ru2 C36 C37 -154.35(12) . . . . ? C40 Ru2 C36 C37 -103.27(12) . . . . ? C35 Ru2 C36 C37 -133.75(16) . . . . ? C39 Ru2 C36 C37 -65.36(11) . . . . ? C38 Ru2 C36 C37 -28.63(10) . . . . ? Cl3 Ru2 C36 C37 128.85(10) . . . . ? Cl4 Ru2 C36 C37 41.87(12) . . . . ? C23 Ru2 C36 C35 -20.60(17) . . . . ? C40 Ru2 C36 C35 30.47(10) . . . . ? C39 Ru2 C36 C35 68.39(11) . . . . ? C38 Ru2 C36 C35 105.12(11) . . . . ? C37 Ru2 C36 C35 133.75(16) . . . . ? Cl3 Ru2 C36 C35 -97.40(10) . . . . ? Cl4 Ru2 C36 C35 175.62(8) . . . . ? C35 C36 C37 C38 -0.8(3) . . . . ? Ru2 C36 C37 C38 52.49(15) . . . . ? C35 C36 C37 Ru2 -53.25(15) . . . . ? C23 Ru2 C37 C36 116.9(3) . . . . ? C40 Ru2 C37 C36 66.19(11) . . . . ? C35 Ru2 C37 C36 28.75(10) . . . . ? C39 Ru2 C37 C36 103.85(12) . . . . ? C38 Ru2 C37 C36 133.43(16) . . . . ? Cl3 Ru2 C37 C36 -56.20(11) . . . . ? Cl4 Ru2 C37 C36 -146.85(10) . . . . ? C23 Ru2 C37 C38 -16.5(3) . . . . ? C40 Ru2 C37 C38 -67.24(11) . . . . ? C35 Ru2 C37 C38 -104.68(11) . . . . ? C39 Ru2 C37 C38 -29.57(11) . . . . ? C36 Ru2 C37 C38 -133.43(16) . . . . ? Cl3 Ru2 C37 C38 170.37(9) . . . . ? Cl4 Ru2 C37 C38 79.72(10) . . . . ? C36 C37 C38 C39 1.8(3) . . . . ? Ru2 C37 C38 C39 54.16(14) . . . . ? C36 C37 C38 C44 -176.85(17) . . . . ? Ru2 C37 C38 C44 -124.53(16) . . . . ? C36 C37 C38 Ru2 -52.32(15) . . . . ? C23 Ru2 C38 C39 43.41(14) . . . . ? C40 Ru2 C38 C39 -29.17(11) . . . . ? C35 Ru2 C38 C39 -66.11(11) . . . . ? C36 Ru2 C38 C39 -103.18(12) . . . . ? C37 Ru2 C38 C39 -131.21(16) . . . . ? Cl3 Ru2 C38 C39 -147.97(9) . . . . ? Cl4 Ru2 C38 C39 127.03(10) . . . . ? C23 Ru2 C38 C37 174.62(10) . . . . ? C40 Ru2 C38 C37 102.05(12) . . . . ? C35 Ru2 C38 C37 65.10(11) . . . . ? C39 Ru2 C38 C37 131.21(16) . . . . ? C36 Ru2 C38 C37 28.03(10) . . . . ? Cl3 Ru2 C38 C37 -16.76(16) . . . . ? Cl4 Ru2 C38 C37 -101.75(10) . . . . ? C23 Ru2 C38 C44 -70.6(2) . . . . ? C40 Ru2 C38 C44 -143.2(2) . . . . ? C35 Ru2 C38 C44 179.83(19) . . . . ? C39 Ru2 C38 C44 -114.1(2) . . . . ? C36 Ru2 C38 C44 142.8(2) . . . . ? C37 Ru2 C38 C44 114.7(2) . . . . ? Cl3 Ru2 C38 C44 97.97(19) . . . . ? Cl4 Ru2 C38 C44 12.98(18) . . . . ? C37 C38 C39 C40 -2.1(3) . . . . ? C44 C38 C39 C40 176.59(16) . . . . ? Ru2 C38 C39 C40 52.64(15) . . . . ? C37 C38 C39 Ru2 -54.74(14) . . . . ? C44 C38 C39 Ru2 123.95(16) . . . . ? C23 Ru2 C39 C38 -146.81(11) . . . . ? C40 Ru2 C39 C38 132.91(16) . . . . ? C35 Ru2 C39 C38 103.92(12) . . . . ? C36 Ru2 C39 C38 65.89(11) . . . . ? C37 Ru2 C39 C38 29.80(11) . . . . ? Cl3 Ru2 C39 C38 115.88(16) . . . . ? Cl4 Ru2 C39 C38 -58.16(11) . . . . ? C23 Ru2 C39 C40 80.28(11) . . . . ? C35 Ru2 C39 C40 -28.99(10) . . . . ? C36 Ru2 C39 C40 -67.02(11) . . . . ? C38 Ru2 C39 C40 -132.91(16) . . . . ? C37 Ru2 C39 C40 -103.11(12) . . . . ? Cl3 Ru2 C39 C40 -17.0(2) . . . . ? Cl4 Ru2 C39 C40 168.93(9) . . . . ? C36 C35 C40 C39 -0.2(2) . . . . ? C41 C35 C40 C39 177.71(16) . . . . ? Ru2 C35 C40 C39 -55.18(15) . . . . ? C36 C35 C40 Ru2 54.98(14) . . . . ? C41 C35 C40 Ru2 -127.11(16) . . . . ? C38 C39 C40 C35 1.3(3) . . . . ? Ru2 C39 C40 C35 55.19(15) . . . . ? C38 C39 C40 Ru2 -53.88(15) . . . . ? C23 Ru2 C40 C35 124.70(11) . . . . ? C39 Ru2 C40 C35 -132.55(16) . . . . ? C36 Ru2 C40 C35 -30.73(10) . . . . ? C38 Ru2 C40 C35 -104.08(12) . . . . ? C37 Ru2 C40 C35 -66.88(11) . . . . ? Cl3 Ru2 C40 C35 40.96(12) . . . . ? Cl4 Ru2 C40 C35 -151.90(9) . . . . ? C23 Ru2 C40 C39 -102.75(11) . . . . ? C35 Ru2 C40 C39 132.55(16) . . . . ? C36 Ru2 C40 C39 101.83(12) . . . . ? C38 Ru2 C40 C39 28.48(11) . . . . ? C37 Ru2 C40 C39 65.67(11) . . . . ? Cl3 Ru2 C40 C39 173.52(9) . . . . ? Cl4 Ru2 C40 C39 -19.35(16) . . . . ? _diffrn_measured_fraction_theta_max 0.877 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.585 _refine_diff_density_min -0.608 _refine_diff_density_rms 0.073 _database_code_depnum_ccdc_archive 'CCDC 968358' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_alb179(1f) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 N3, Cl' _chemical_formula_sum 'C12 H16 Cl N3' _chemical_formula_weight 237.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.3174(2) _cell_length_b 19.8791(6) _cell_length_c 9.8572(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.123(4) _cell_angle_gamma 90.00 _cell_volume 1237.67(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5589 _cell_measurement_theta_min 2.9048 _cell_measurement_theta_max 29.4103 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1769 _exptl_crystal_size_mid 0.1254 _exptl_crystal_size_min 0.0530 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_absorpt_coefficient_mu 0.286 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.961 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3196 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12299 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 29.48 _reflns_number_total 3062 _reflns_number_gt 2624 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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 full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0336P)^2^+0.6917P] 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 3062 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0949 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 C1 C -0.2554(3) 0.60136(8) 0.56886(16) 0.0226(3) Uani 1 1 d . . . H1 H -0.3017 0.6099 0.4782 0.027 Uiso 1 1 calc R . . C2 C -0.3331(2) 0.55455(7) 0.65622(15) 0.0209(3) Uani 1 1 d . . . H2 H -0.4459 0.5238 0.6395 0.025 Uiso 1 1 calc R . . N1 N -0.09852(19) 0.63295(6) 0.63894(12) 0.0179(3) Uani 1 1 d . . . C3 C 0.0311(2) 0.68795(7) 0.59270(15) 0.0188(3) Uani 1 1 d . . . C4 C -0.0121(2) 0.75233(7) 0.64115(16) 0.0214(3) Uani 1 1 d . . . C9 C -0.1888(3) 0.76530(8) 0.73793(17) 0.0268(4) Uani 1 1 d . . . H9A H -0.3194 0.7445 0.7028 0.040 Uiso 1 1 calc R . . H9B H -0.2101 0.8139 0.7473 0.040 Uiso 1 1 calc R . . H9C H -0.1520 0.7460 0.8268 0.040 Uiso 1 1 calc R . . C5 C 0.1132(3) 0.80444(8) 0.59314(17) 0.0247(3) Uani 1 1 d . . . H5 H 0.0880 0.8490 0.6236 0.030 Uiso 1 1 calc R . . C6 C 0.2745(3) 0.79307(8) 0.50173(17) 0.0255(3) Uani 1 1 d . . . C10 C 0.4087(3) 0.85068(9) 0.4534(2) 0.0342(4) Uani 1 1 d . . . H10A H 0.3175 0.8851 0.4115 0.051 Uiso 1 1 calc R . . H10B H 0.5091 0.8342 0.3865 0.051 Uiso 1 1 calc R . . H10C H 0.4868 0.8702 0.5307 0.051 Uiso 1 1 calc R . . C7 C 0.3082(2) 0.72771(8) 0.45540(16) 0.0236(3) Uani 1 1 d . . . H7 H 0.4168 0.7199 0.3920 0.028 Uiso 1 1 calc R . . C8 C 0.1875(2) 0.67359(7) 0.49928(16) 0.0204(3) Uani 1 1 d . . . C11 C 0.2201(2) 0.60347(8) 0.44528(17) 0.0238(3) Uani 1 1 d . . . H11A H 0.2363 0.5720 0.5213 0.036 Uiso 1 1 calc R . . H11B H 0.3478 0.6024 0.3904 0.036 Uiso 1 1 calc R . . H11C H 0.0973 0.5904 0.3890 0.036 Uiso 1 1 calc R . . N2 N -0.0715(2) 0.60863(6) 0.76334(13) 0.0195(3) Uani 1 1 d . . . N3 N -0.21642(19) 0.56112(6) 0.77058(12) 0.0176(3) Uani 1 1 d . . . C12 C -0.2286(3) 0.51895(8) 0.89178(16) 0.0247(3) Uani 1 1 d . . . H12A H -0.1142 0.4857 0.8914 0.037 Uiso 1 1 calc R . . H12B H -0.3655 0.4958 0.8922 0.037 Uiso 1 1 calc R . . H12C H -0.2142 0.5472 0.9730 0.037 Uiso 1 1 calc R . . Cl Cl 0.26256(6) 0.454128(19) 0.75349(4) 0.02365(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0253(8) 0.0240(7) 0.0185(7) -0.0008(6) -0.0008(6) -0.0050(6) C2 0.0211(7) 0.0200(7) 0.0215(7) -0.0018(6) 0.0030(6) -0.0040(6) N1 0.0175(6) 0.0175(6) 0.0188(6) -0.0004(5) 0.0021(5) -0.0011(5) C3 0.0175(7) 0.0183(6) 0.0207(7) 0.0004(6) 0.0015(6) -0.0039(6) C4 0.0224(8) 0.0208(7) 0.0211(7) -0.0018(6) 0.0028(6) -0.0020(6) C9 0.0316(9) 0.0204(7) 0.0288(8) -0.0037(6) 0.0111(7) -0.0019(7) C5 0.0278(8) 0.0185(7) 0.0281(8) -0.0031(6) 0.0056(7) -0.0032(6) C6 0.0233(8) 0.0241(8) 0.0292(8) 0.0009(6) 0.0038(7) -0.0054(6) C10 0.0326(9) 0.0260(8) 0.0445(10) 0.0000(7) 0.0134(8) -0.0083(7) C7 0.0186(7) 0.0259(8) 0.0266(8) -0.0017(6) 0.0066(6) -0.0009(6) C8 0.0175(7) 0.0209(7) 0.0229(7) -0.0023(6) 0.0006(6) 0.0008(6) C11 0.0188(7) 0.0217(7) 0.0312(8) -0.0045(6) 0.0061(6) -0.0002(6) N2 0.0188(6) 0.0207(6) 0.0192(6) 0.0008(5) 0.0017(5) -0.0004(5) N3 0.0177(6) 0.0167(5) 0.0184(6) 0.0002(5) 0.0032(5) 0.0013(5) C12 0.0239(8) 0.0285(8) 0.0218(7) 0.0085(6) 0.0028(6) 0.0009(7) Cl 0.0237(2) 0.0274(2) 0.02001(18) -0.00241(14) 0.00517(14) -0.00627(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.3515(19) . ? C1 C2 1.366(2) . ? C1 H1 0.9500 . ? C2 N3 1.3411(19) . ? C2 H2 0.9500 . ? N1 N2 1.3260(17) . ? N1 C3 1.4451(18) . ? C3 C8 1.393(2) . ? C3 C4 1.395(2) . ? C4 C5 1.392(2) . ? C4 C9 1.505(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C5 C6 1.392(2) . ? C5 H5 0.9500 . ? C6 C7 1.395(2) . ? C6 C10 1.508(2) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C7 C8 1.392(2) . ? C7 H7 0.9500 . ? C8 C11 1.508(2) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? N2 N3 1.3181(17) . ? N3 C12 1.4628(19) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 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 N1 C1 C2 105.27(13) . . ? N1 C1 H1 127.4 . . ? C2 C1 H1 127.4 . . ? N3 C2 C1 105.37(13) . . ? N3 C2 H2 127.3 . . ? C1 C2 H2 127.3 . . ? N2 N1 C1 112.51(12) . . ? N2 N1 C3 120.27(12) . . ? C1 N1 C3 127.21(13) . . ? C8 C3 C4 124.08(14) . . ? C8 C3 N1 117.85(13) . . ? C4 C3 N1 118.05(13) . . ? C5 C4 C3 116.73(14) . . ? C5 C4 C9 121.46(14) . . ? C3 C4 C9 121.79(14) . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C5 C4 121.84(15) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C7 118.79(14) . . ? C5 C6 C10 120.31(15) . . ? C7 C6 C10 120.90(15) . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C7 C6 122.00(15) . . ? C8 C7 H7 119.0 . . ? C6 C7 H7 119.0 . . ? C7 C8 C3 116.54(14) . . ? C7 C8 C11 121.70(14) . . ? C3 C8 C11 121.74(14) . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 N2 N1 103.56(11) . . ? N2 N3 C2 113.27(12) . . ? N2 N3 C12 120.17(12) . . ? C2 N3 C12 126.43(13) . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N3 -0.62(17) . . . . ? C2 C1 N1 N2 0.67(17) . . . . ? C2 C1 N1 C3 -178.48(14) . . . . ? N2 N1 C3 C8 106.82(16) . . . . ? C1 N1 C3 C8 -74.1(2) . . . . ? N2 N1 C3 C4 -75.05(18) . . . . ? C1 N1 C3 C4 104.04(18) . . . . ? C8 C3 C4 C5 -1.0(2) . . . . ? N1 C3 C4 C5 -179.01(13) . . . . ? C8 C3 C4 C9 177.54(15) . . . . ? N1 C3 C4 C9 -0.5(2) . . . . ? C3 C4 C5 C6 -0.3(2) . . . . ? C9 C4 C5 C6 -178.81(15) . . . . ? C4 C5 C6 C7 1.2(2) . . . . ? C4 C5 C6 C10 -179.22(16) . . . . ? C5 C6 C7 C8 -0.9(2) . . . . ? C10 C6 C7 C8 179.48(16) . . . . ? C6 C7 C8 C3 -0.3(2) . . . . ? C6 C7 C8 C11 177.94(15) . . . . ? C4 C3 C8 C7 1.3(2) . . . . ? N1 C3 C8 C7 179.26(13) . . . . ? C4 C3 C8 C11 -176.94(15) . . . . ? N1 C3 C8 C11 1.1(2) . . . . ? C1 N1 N2 N3 -0.43(16) . . . . ? C3 N1 N2 N3 178.79(12) . . . . ? N1 N2 N3 C2 0.01(16) . . . . ? N1 N2 N3 C12 176.16(12) . . . . ? C1 C2 N3 N2 0.40(17) . . . . ? C1 C2 N3 C12 -175.47(14) . . . . ? _diffrn_measured_fraction_theta_max 0.889 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.266 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.050 _database_code_depnum_ccdc_archive 'CCDC 968359'