# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Oresmaa, Larisa' _publ_contact_author_email larisa.oresmaa@uef.fi _publ_author_name 'Larisa Oresmaa' data_1 _database_code_depnum_ccdc_archive 'CCDC 881321' #TrackingRef '- Oksiimit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H8 Cl N3 O5 Ru' _chemical_formula_sum 'C8 H8 Cl N3 O5 Ru' _chemical_formula_weight 362.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 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 6.3371(4) _cell_length_b 7.9665(5) _cell_length_c 11.7247(7) _cell_angle_alpha 96.600(4) _cell_angle_beta 90.728(4) _cell_angle_gamma 93.281(3) _cell_volume 586.92(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 17304 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.052 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 356 _exptl_absorpt_coefficient_mu 1.580 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8186 _exptl_absorpt_correction_T_max 0.8988 _exptl_absorpt_process_details 'SADABS-2008/1 (Sheldrick, 2008)' _publ_section_exptl_refinement ; The Ru atom is coordinated by three C atoms, two Cl atoms, and a Cl atom in a slightly distorted octahedral geometry. The OH and NH hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.98 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 1.39 \%A from atom C3 and the deepest hole is located 0.80 \%A from atom Ru1. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9561 _diffrn_reflns_av_R_equivalents 0.0638 _diffrn_reflns_av_sigmaI/netI 0.0522 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2685 _reflns_number_gt 2341 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2008)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1f (Brandenburg, 2008)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0264P)^2^+0.5004P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2685 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0444 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0692 _refine_ls_wR_factor_gt 0.0651 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 Ru1 Ru 0.02254(4) 0.71798(3) 0.73587(2) 0.01550(9) Uani 1 1 d . . . Cl2 Cl -0.15477(10) 0.62077(9) 0.90041(6) 0.01711(16) Uani 1 1 d . . . O1 O -0.3281(3) 0.5335(3) 0.58473(19) 0.0249(5) Uani 1 1 d . . . O3 O 0.2641(4) 0.8221(3) 0.5343(2) 0.0278(5) Uani 1 1 d . . . O4 O 0.4146(3) 0.7986(3) 0.90195(19) 0.0211(5) Uani 1 1 d . . . H4O H 0.3996 0.6864 0.8715 0.032 Uiso 1 1 d R . . O5 O 0.3485(3) 0.4940(3) 0.78648(19) 0.0218(5) Uani 1 1 d . . . O6 O 0.1307(3) 0.3818(3) 0.64302(18) 0.0198(5) Uani 1 1 d . . . N1 N 0.2354(4) 0.8580(3) 0.8580(2) 0.0163(5) Uani 1 1 d . . . N2 N -0.1178(4) 0.9589(3) 0.7755(2) 0.0161(5) Uani 1 1 d . . . N3 N -0.0936(4) 1.2112(3) 0.8739(2) 0.0178(5) Uani 1 1 d . . . H3N H -0.0570 1.3088 0.9237 0.027 Uiso 1 1 d R . . C1 C -0.1929(5) 0.6017(4) 0.6394(3) 0.0188(6) Uani 1 1 d . . . C3 C 0.1703(5) 0.7841(4) 0.6100(3) 0.0200(6) Uani 1 1 d . . . C4 C 0.1937(4) 0.5090(4) 0.7253(3) 0.0176(6) Uani 1 1 d . . . C5 C 0.2596(5) 0.2368(4) 0.6295(3) 0.0217(7) Uani 1 1 d . . . H5A H 0.4028 0.2728 0.6082 0.033 Uiso 1 1 calc R . . H5B H 0.1975 0.1525 0.5691 0.033 Uiso 1 1 calc R . . H5C H 0.2656 0.1870 0.7020 0.033 Uiso 1 1 calc R . . C7 C 0.1907(4) 1.0079(4) 0.8996(3) 0.0175(6) Uani 1 1 d . . . H7 H 0.2766 1.0761 0.9559 0.021 Uiso 1 1 calc R . . C8 C -0.0027(4) 1.0630(4) 0.8529(2) 0.0161(6) Uani 1 1 d . . . C9 C -0.2738(5) 1.2029(4) 0.8079(3) 0.0185(6) Uani 1 1 d . . . H9 H -0.3708 1.2890 0.8049 0.022 Uiso 1 1 calc R . . C10 C -0.2864(5) 1.0458(4) 0.7470(3) 0.0187(6) Uani 1 1 d . . . H10 H -0.3955 1.0036 0.6932 0.022 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 0.01189(13) 0.01553(14) 0.01878(14) 0.00054(9) -0.00095(9) 0.00129(9) Cl2 0.0138(3) 0.0172(4) 0.0201(4) 0.0017(3) -0.0009(3) 0.0009(3) O1 0.0203(11) 0.0288(13) 0.0239(12) -0.0002(10) -0.0057(10) -0.0055(10) O3 0.0324(13) 0.0234(13) 0.0276(13) 0.0031(10) 0.0060(11) 0.0003(10) O4 0.0131(10) 0.0208(11) 0.0283(12) -0.0027(9) -0.0075(9) 0.0054(8) O5 0.0161(11) 0.0214(12) 0.0275(12) -0.0008(9) -0.0028(9) 0.0047(9) O6 0.0208(11) 0.0147(11) 0.0231(11) -0.0025(9) -0.0013(9) 0.0043(8) N1 0.0081(11) 0.0192(13) 0.0221(13) 0.0051(10) -0.0011(10) 0.0014(10) N2 0.0119(11) 0.0148(13) 0.0224(13) 0.0048(10) 0.0001(10) 0.0032(9) N3 0.0191(13) 0.0154(13) 0.0185(13) 0.0002(10) 0.0000(10) 0.0019(10) C1 0.0181(15) 0.0175(15) 0.0222(16) 0.0051(13) 0.0055(13) 0.0062(12) C3 0.0165(15) 0.0156(15) 0.0262(17) -0.0053(13) -0.0037(13) 0.0032(12) C4 0.0145(14) 0.0178(15) 0.0205(15) 0.0021(12) 0.0077(12) -0.0004(12) C5 0.0237(16) 0.0153(15) 0.0257(17) -0.0012(13) 0.0001(13) 0.0055(12) C7 0.0146(14) 0.0200(16) 0.0176(15) 0.0014(12) 0.0013(11) 0.0002(12) C8 0.0153(14) 0.0156(15) 0.0177(15) 0.0037(12) 0.0036(11) -0.0004(11) C9 0.0153(14) 0.0160(15) 0.0247(16) 0.0039(12) -0.0001(12) 0.0030(12) C10 0.0153(14) 0.0187(15) 0.0221(16) 0.0019(12) -0.0017(12) 0.0021(12) _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 C3 1.869(3) . yes Ru1 C1 1.891(3) . yes Ru1 C4 2.031(3) . yes Ru1 N1 2.127(2) . yes Ru1 N2 2.166(2) . yes Ru1 Cl2 2.4255(8) . yes O1 C1 1.137(4) . ? O3 C3 1.134(4) . ? O4 N1 1.372(3) . yes O4 H4O 0.9227 . ? O5 C4 1.227(4) . yes O6 C4 1.355(4) . yes O6 C5 1.448(4) . ? N1 C7 1.286(4) . yes N2 C8 1.336(4) . ? N2 C10 1.365(4) . ? N3 C8 1.343(4) . ? N3 C9 1.366(4) . ? N3 H3N 0.9325 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C7 C8 1.447(4) . ? C7 H7 0.9500 . ? C9 C10 1.365(4) . ? C9 H9 0.9500 . ? C10 H10 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 C3 Ru1 C1 91.73(13) . . yes C3 Ru1 C4 88.12(12) . . ? C1 Ru1 C4 91.29(12) . . yes C3 Ru1 N1 93.63(11) . . ? C1 Ru1 N1 173.13(11) . . ? C4 Ru1 N1 93.18(11) . . ? C3 Ru1 N2 94.38(11) . . ? C1 Ru1 N2 99.74(11) . . ? C4 Ru1 N2 168.60(11) . . ? N1 Ru1 N2 75.58(9) . . yes C3 Ru1 Cl2 176.83(9) . . yes C1 Ru1 Cl2 89.12(9) . . ? C4 Ru1 Cl2 88.81(8) . . ? N1 Ru1 Cl2 85.76(7) . . ? N2 Ru1 Cl2 88.49(7) . . ? N1 O4 H4O 100.2 . . ? C4 O6 C5 116.7(2) . . ? C7 N1 O4 115.9(2) . . ? C7 N1 Ru1 118.68(19) . . ? O4 N1 Ru1 125.37(18) . . ? C8 N2 C10 106.3(2) . . ? C8 N2 Ru1 112.08(18) . . ? C10 N2 Ru1 141.6(2) . . ? C8 N3 C9 108.1(3) . . ? C8 N3 H3N 132.2 . . ? C9 N3 H3N 119.8 . . ? O1 C1 Ru1 177.2(3) . . ? O3 C3 Ru1 178.3(3) . . ? O5 C4 O6 119.6(3) . . ? O5 C4 Ru1 124.2(2) . . ? O6 C4 Ru1 116.1(2) . . ? O6 C5 H5A 109.5 . . ? O6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C7 C8 113.8(3) . . ? N1 C7 H7 123.1 . . ? C8 C7 H7 123.1 . . ? N2 C8 N3 110.2(3) . . ? N2 C8 C7 119.8(3) . . ? N3 C8 C7 130.0(3) . . ? C10 C9 N3 106.1(3) . . ? C10 C9 H9 127.0 . . ? N3 C9 H9 127.0 . . ? N2 C10 C9 109.4(3) . . ? N2 C10 H10 125.3 . . ? C9 C10 H10 125.3 . . ? 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 C3 Ru1 N1 C7 94.9(2) . . . . ? C4 Ru1 N1 C7 -176.8(2) . . . . ? N2 Ru1 N1 C7 1.3(2) . . . . ? Cl2 Ru1 N1 C7 -88.3(2) . . . . ? C3 Ru1 N1 O4 -88.8(2) . . . . ? C4 Ru1 N1 O4 -0.5(2) . . . . ? N2 Ru1 N1 O4 177.6(2) . . . . ? Cl2 Ru1 N1 O4 88.0(2) . . . . ? C3 Ru1 N2 C8 -93.1(2) . . . . ? C1 Ru1 N2 C8 174.4(2) . . . . ? C4 Ru1 N2 C8 9.2(6) . . . . ? N1 Ru1 N2 C8 -0.47(19) . . . . ? Cl2 Ru1 N2 C8 85.54(19) . . . . ? C3 Ru1 N2 C10 85.4(3) . . . . ? C1 Ru1 N2 C10 -7.1(3) . . . . ? C4 Ru1 N2 C10 -172.3(5) . . . . ? N1 Ru1 N2 C10 178.0(3) . . . . ? Cl2 Ru1 N2 C10 -96.0(3) . . . . ? C4 Ru1 C3 O3 -27(9) . . . . ? C5 O6 C4 O5 -2.7(4) . . . . ? C5 O6 C4 Ru1 176.04(19) . . . . ? C3 Ru1 C4 O5 99.8(3) . . . . ? C1 Ru1 C4 O5 -168.5(3) . . . . ? N1 Ru1 C4 O5 6.3(3) . . . . ? N2 Ru1 C4 O5 -3.1(7) . . . . ? Cl2 Ru1 C4 O5 -79.4(2) . . . . ? C3 Ru1 C4 O6 -78.9(2) . . . . ? C1 Ru1 C4 O6 12.8(2) . . . . ? N1 Ru1 C4 O6 -172.5(2) . . . . ? N2 Ru1 C4 O6 178.2(4) . . . . ? Cl2 Ru1 C4 O6 101.9(2) . . . . ? O4 N1 C7 C8 -178.4(2) . . . . ? Ru1 N1 C7 C8 -1.7(3) . . . . ? C10 N2 C8 N3 0.2(3) . . . . ? Ru1 N2 C8 N3 179.23(18) . . . . ? C10 N2 C8 C7 -179.3(3) . . . . ? Ru1 N2 C8 C7 -0.3(3) . . . . ? C9 N3 C8 N2 0.0(3) . . . . ? C9 N3 C8 C7 179.4(3) . . . . ? N1 C7 C8 N2 1.3(4) . . . . ? N1 C7 C8 N3 -178.1(3) . . . . ? C8 N3 C9 C10 -0.2(3) . . . . ? C8 N2 C10 C9 -0.3(3) . . . . ? Ru1 N2 C10 C9 -178.9(2) . . . . ? N3 C9 C10 N2 0.3(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O4 H4O O5 0.92 1.74 2.648(3) 166.7 . yes N3 H3N Cl2 0.93 2.44 3.179(3) 136.3 2_577 yes N3 H3N Cl2 0.93 2.64 3.287(3) 127.2 1_565 yes _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.772 _refine_diff_density_min -1.295 _refine_diff_density_rms 0.197 #===END======================================================================== data_2 _database_code_depnum_ccdc_archive 'CCDC 881322' #TrackingRef '- Oksiimit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H8 Cl N3 O5 Ru' _chemical_formula_sum 'C8 H8 Cl N3 O5 Ru' _chemical_formula_weight 362.69 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.5552(14) _cell_length_b 7.0665(3) _cell_length_c 13.5134(8) _cell_angle_alpha 90.00 _cell_angle_beta 91.267(2) _cell_angle_gamma 90.00 _cell_volume 2439.7(2) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7550 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.975 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 1.520 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7231 _exptl_absorpt_correction_T_max 0.8842 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _publ_section_exptl_refinement ; The OH and the aromatic NH hydrogen atoms were located from the difference Fourier map and refined isotropically. Other hydrogen atoms were positioned geometrically and constrained to ride on their parent atoms, with C---H = 0.95-0.98 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 1.07 \%A from atom C3 and the deepest hole is located 0.85 \%A from atom Ru1. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12335 _diffrn_reflns_av_R_equivalents 0.0661 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2198 _reflns_number_gt 1942 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2008)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Diamond v.3.1f (Brandenburg, 2008)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0318P)^2^+4.0753P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2198 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0667 _refine_ls_wR_factor_gt 0.0638 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 Ru1 Ru 0.120207(9) 0.05630(3) 0.339787(17) 0.01609(11) Uani 1 1 d . . . Cl2 Cl 0.20458(3) -0.07963(10) 0.29380(6) 0.01911(18) Uani 1 1 d . . . O1 O 0.09104(9) -0.2893(3) 0.45915(17) 0.0259(5) Uani 1 1 d . . . O3 O 0.01571(9) 0.2270(3) 0.38500(19) 0.0345(6) Uani 1 1 d . . . O4 O 0.12956(10) 0.3327(3) 0.16009(16) 0.0295(6) Uani 1 1 d . . . H4O H 0.1121(16) 0.228(6) 0.138(3) 0.041(11) Uiso 1 1 d . . . O5 O 0.08821(9) 0.0033(3) 0.13408(16) 0.0255(5) Uani 1 1 d . . . O6 O 0.06603(9) -0.2392(3) 0.22775(16) 0.0280(5) Uani 1 1 d . . . N1 N 0.14171(10) 0.3007(3) 0.25852(19) 0.0219(6) Uani 1 1 d . . . N2 N 0.16345(9) 0.2302(3) 0.44679(19) 0.0195(6) Uani 1 1 d . . . N3 N 0.21036(10) 0.3878(4) 0.5565(2) 0.0259(7) Uani 1 1 d . . . H3N H 0.2271(15) 0.405(5) 0.608(3) 0.024(10) Uiso 1 1 d . . . C1 C 0.10288(11) -0.1584(4) 0.4159(2) 0.0202(7) Uani 1 1 d . . . C3 C 0.05559(12) 0.1620(4) 0.3687(2) 0.0236(7) Uani 1 1 d . . . C4 C 0.08759(11) -0.0687(4) 0.2168(2) 0.0203(7) Uani 1 1 d . . . C5 C 0.04308(14) -0.3255(5) 0.1385(3) 0.0317(8) Uani 1 1 d . . . H5A H 0.0179 -0.2376 0.1077 0.048 Uiso 1 1 calc R . . H5B H 0.0251 -0.4429 0.1562 0.048 Uiso 1 1 calc R . . H5C H 0.0708 -0.3537 0.0918 0.048 Uiso 1 1 calc R . . C7 C 0.16726(12) 0.4330(4) 0.3023(2) 0.0224(7) Uani 1 1 d . . . H7 H 0.1767 0.5465 0.2696 0.027 Uiso 1 1 calc R . . C8 C 0.18082(12) 0.3978(4) 0.4056(2) 0.0228(7) Uani 1 1 d . . . C9 C 0.20985(12) 0.4948(5) 0.4731(2) 0.0256(7) Uani 1 1 d . . . H9 H 0.2265 0.6136 0.4641 0.031 Uiso 1 1 calc R . . C10 C 0.18230(12) 0.2299(5) 0.5387(2) 0.0230(7) Uani 1 1 d . . . H10 H 0.1768 0.1321 0.5855 0.028 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.01437(14) 0.01618(15) 0.01761(18) -0.00145(10) -0.00194(10) -0.00125(9) Cl2 0.0160(3) 0.0199(4) 0.0214(4) -0.0046(3) -0.0020(3) -0.0006(3) O1 0.0290(12) 0.0230(12) 0.0256(13) 0.0041(10) -0.0008(10) -0.0029(10) O3 0.0225(13) 0.0368(14) 0.0442(16) -0.0027(12) 0.0022(11) 0.0058(11) O4 0.0437(14) 0.0268(13) 0.0177(13) 0.0052(10) -0.0062(11) -0.0070(11) O5 0.0326(12) 0.0242(11) 0.0195(13) -0.0013(10) -0.0057(10) -0.0004(10) O6 0.0343(13) 0.0263(12) 0.0231(13) -0.0041(10) -0.0045(10) -0.0125(10) N1 0.0254(13) 0.0193(13) 0.0211(15) -0.0007(12) -0.0008(11) -0.0006(11) N2 0.0166(12) 0.0212(13) 0.0208(15) -0.0048(11) 0.0015(10) 0.0007(10) N3 0.0169(13) 0.0360(16) 0.0245(17) -0.0155(14) -0.0075(12) 0.0015(12) C1 0.0173(14) 0.0261(17) 0.0171(17) -0.0060(15) 0.0001(12) 0.0018(13) C3 0.0225(17) 0.0216(16) 0.0265(19) -0.0023(14) -0.0023(13) -0.0036(13) C4 0.0141(14) 0.0205(16) 0.0262(19) -0.0005(14) -0.0013(13) 0.0026(12) C5 0.0316(18) 0.0333(18) 0.030(2) -0.0096(16) -0.0063(15) -0.0117(15) C7 0.0233(16) 0.0159(15) 0.0281(19) 0.0018(13) 0.0007(14) 0.0017(12) C8 0.0191(15) 0.0165(14) 0.033(2) -0.0044(14) 0.0002(14) 0.0003(12) C9 0.0234(16) 0.0218(16) 0.032(2) -0.0051(16) -0.0002(14) 0.0017(13) C10 0.0165(14) 0.0312(18) 0.0213(18) -0.0055(14) 0.0016(13) 0.0013(13) _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 C3 1.862(3) . yes Ru1 C1 1.891(3) . yes Ru1 C4 2.043(3) . yes Ru1 N1 2.125(3) . yes Ru1 N2 2.180(2) . yes Ru1 Cl2 2.4531(7) . yes O1 C1 1.138(4) . ? O3 C3 1.144(4) . ? O4 N1 1.378(3) . yes O4 H4O 0.91(4) . ? O5 C4 1.229(4) . ? O6 C4 1.334(4) . ? O6 C5 1.462(4) . ? N1 C7 1.278(4) . yes N2 C10 1.322(4) . ? N2 C8 1.386(4) . ? N3 C10 1.345(4) . ? N3 C9 1.357(5) . ? N3 H3N 0.82(4) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C7 C8 1.452(5) . yes C7 H7 0.9500 . ? C8 C9 1.350(5) . ? C9 H9 0.9500 . ? C10 H10 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 C3 Ru1 C1 89.34(13) . . ? C3 Ru1 C4 89.79(13) . . ? C1 Ru1 C4 89.96(13) . . yes C3 Ru1 N1 91.32(12) . . ? C1 Ru1 N1 177.85(11) . . ? C4 Ru1 N1 92.10(11) . . ? C3 Ru1 N2 94.22(11) . . ? C1 Ru1 N2 102.28(11) . . ? C4 Ru1 N2 167.14(11) . . ? N1 Ru1 N2 75.62(10) . . yes C3 Ru1 Cl2 177.42(10) . . yes C1 Ru1 Cl2 92.37(9) . . ? C4 Ru1 Cl2 88.27(8) . . ? N1 Ru1 Cl2 87.05(7) . . ? N2 Ru1 Cl2 87.32(7) . . ? N1 O4 H4O 106(2) . . ? C4 O6 C5 116.4(3) . . ? C7 N1 O4 115.4(3) . . yes C7 N1 Ru1 119.4(2) . . ? O4 N1 Ru1 125.24(18) . . ? C10 N2 C8 105.4(3) . . ? C10 N2 Ru1 142.3(2) . . ? C8 N2 Ru1 112.2(2) . . ? C10 N3 C9 108.6(3) . . ? C10 N3 H3N 123(3) . . ? C9 N3 H3N 128(3) . . ? O1 C1 Ru1 177.4(3) . . ? O3 C3 Ru1 179.0(3) . . ? O5 C4 O6 119.2(3) . . ? O5 C4 Ru1 123.2(2) . . ? O6 C4 Ru1 117.5(2) . . ? O6 C5 H5A 109.5 . . ? O6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C7 C8 115.4(3) . . yes N1 C7 H7 122.3 . . ? C8 C7 H7 122.3 . . ? C9 C8 N2 109.8(3) . . ? C9 C8 C7 132.7(3) . . ? N2 C8 C7 117.4(3) . . ? C8 C9 N3 105.9(3) . . ? C8 C9 H9 127.1 . . ? N3 C9 H9 127.1 . . ? N2 C10 N3 110.4(3) . . ? N2 C10 H10 124.8 . . ? N3 C10 H10 124.8 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O4 H4O O5 0.91(4) 1.70(4) 2.577(3) 161(4) . yes N3 H3N Cl2 0.82(4) 2.49(4) 3.235(3) 151(3) 7_556 yes _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.519 _refine_diff_density_min -0.957 _refine_diff_density_rms 0.140 #===END======================================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 881323' #TrackingRef '- Oksiimit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 Cl N3 O5 Ru' _chemical_formula_sum 'C9 H10 Cl N3 O5 Ru' _chemical_formula_weight 376.72 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 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 6.8943(3) _cell_length_b 7.7902(4) _cell_length_c 13.9622(9) _cell_angle_alpha 74.761(5) _cell_angle_beta 89.253(5) _cell_angle_gamma 63.954(4) _cell_volume 645.49(6) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 10438 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description colourless _exptl_crystal_colour block _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.938 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 372 _exptl_absorpt_coefficient_mu 1.440 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7606 _exptl_absorpt_correction_T_max 0.9185 _exptl_absorpt_process_details 'SADABS v.2.10 (Sheldrick, 2003)' _publ_section_exptl_refinement ; The NH and OH hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 0.88 \%A from atom Ru1 and the deepest hole is located 1.50 \%A from atom H6C. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12272 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2954 _reflns_number_gt 2488 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'EvalCCD (Duisenberg, 1998-2003)' _computing_data_reduction 'EvalCCD (Duisenberg, 1998-2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1e (Brandenburg, 2007)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0129P)^2^+0.2721P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2954 _refine_ls_number_parameters 174 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0427 _refine_ls_wR_factor_gt 0.0402 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Ru1 Ru 0.67731(3) 0.28350(3) 0.256513(13) 0.01326(6) Uani 1 1 d . . . Cl2 Cl 0.82498(8) 0.27317(7) 0.41610(4) 0.01737(11) Uani 1 1 d . . . O1 O 1.1299(3) 0.0665(2) 0.20484(12) 0.0270(4) Uani 1 1 d . . . O3 O 0.5089(3) 0.2883(2) 0.05892(12) 0.0291(4) Uani 1 1 d . . . O4 O 0.2448(2) 0.6263(2) 0.28743(12) 0.0233(3) Uani 1 1 d . . . H4O H 0.3111 0.6770 0.2521 0.035 Uiso 1 1 d R . . O5 O 0.5202(2) 0.7103(2) 0.19174(11) 0.0223(3) Uani 1 1 d . . . O6 O 0.8478(2) 0.5529(2) 0.14842(11) 0.0184(3) Uani 1 1 d . . . N1 N 0.3643(3) 0.4260(3) 0.30248(13) 0.0176(4) Uani 1 1 d . . . N2 N 0.6111(3) 0.0403(3) 0.33777(13) 0.0166(4) Uani 1 1 d . . . N3 N 0.3779(3) -0.0463(3) 0.41742(13) 0.0204(4) Uani 1 1 d . . . H3N H 0.2586 -0.0329 0.4429 0.031 Uiso 1 1 d R . . C1 C 0.9602(4) 0.1470(3) 0.22472(16) 0.0169(5) Uani 1 1 d . . . C3 C 0.5682(3) 0.2896(3) 0.13382(17) 0.0191(5) Uani 1 1 d . . . C4 C 0.6744(3) 0.5510(3) 0.19231(15) 0.0169(4) Uani 1 1 d . . . C5 C 0.8345(4) 0.7484(3) 0.10023(17) 0.0212(5) Uani 1 1 d . . . H5A H 0.8299 0.8184 0.1507 0.025 Uiso 1 1 calc R . . H5B H 0.7017 0.8306 0.0518 0.025 Uiso 1 1 calc R . . C6 C 1.0332(4) 0.7143(3) 0.04760(17) 0.0270(5) Uani 1 1 d . . . H6A H 1.1630 0.6394 0.0968 0.040 Uiso 1 1 calc R . . H6B H 1.0264 0.8431 0.0109 0.040 Uiso 1 1 calc R . . H6C H 1.0400 0.6383 0.0007 0.040 Uiso 1 1 calc R . . C7 C 0.2818(3) 0.3164(3) 0.35110(16) 0.0195(5) Uani 1 1 d . . . H7 H 0.1428 0.3693 0.3738 0.023 Uiso 1 1 calc R . . C8 C 0.4159(3) 0.1074(3) 0.36854(15) 0.0176(5) Uani 1 1 d . . . C9 C 0.5555(4) -0.2171(3) 0.41701(16) 0.0214(5) Uani 1 1 d . . . H9 H 0.5752 -0.3494 0.4457 0.026 Uiso 1 1 calc R . . C10 C 0.6994(4) -0.1623(3) 0.36774(16) 0.0206(5) Uani 1 1 d . . . H10 H 0.8392 -0.2509 0.3561 0.025 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 0.01360(9) 0.01289(9) 0.01371(9) -0.00357(6) 0.00347(6) -0.00653(7) Cl2 0.0168(3) 0.0217(3) 0.0160(3) -0.0049(2) 0.0029(2) -0.0110(2) O1 0.0192(9) 0.0243(8) 0.0284(9) -0.0072(7) 0.0079(7) -0.0022(7) O3 0.0336(10) 0.0338(9) 0.0212(9) -0.0090(7) -0.0006(7) -0.0155(8) O4 0.0181(8) 0.0150(8) 0.0333(10) -0.0058(7) 0.0089(7) -0.0052(6) O5 0.0208(8) 0.0150(8) 0.0297(9) -0.0067(6) 0.0094(7) -0.0069(7) O6 0.0183(8) 0.0142(7) 0.0220(8) -0.0019(6) 0.0068(6) -0.0086(6) N1 0.0162(9) 0.0169(9) 0.0191(10) -0.0050(7) 0.0017(7) -0.0069(8) N2 0.0215(10) 0.0177(9) 0.0140(9) -0.0052(7) 0.0032(7) -0.0115(8) N3 0.0229(10) 0.0270(10) 0.0175(10) -0.0056(8) 0.0057(8) -0.0173(9) C1 0.0243(13) 0.0113(10) 0.0141(11) -0.0003(8) 0.0011(9) -0.0090(10) C3 0.0170(11) 0.0149(11) 0.0244(13) -0.0046(9) 0.0058(10) -0.0070(9) C4 0.0192(11) 0.0201(11) 0.0136(11) -0.0063(9) 0.0030(9) -0.0100(10) C5 0.0252(12) 0.0146(11) 0.0244(13) -0.0018(9) 0.0050(10) -0.0118(10) C6 0.0386(14) 0.0252(12) 0.0252(13) -0.0070(10) 0.0130(11) -0.0219(12) C7 0.0150(11) 0.0254(12) 0.0200(12) -0.0072(9) 0.0046(9) -0.0103(10) C8 0.0213(12) 0.0220(11) 0.0152(11) -0.0055(9) 0.0033(9) -0.0147(10) C9 0.0344(14) 0.0195(12) 0.0167(12) -0.0052(9) 0.0042(10) -0.0176(11) C10 0.0299(13) 0.0167(11) 0.0174(12) -0.0063(9) 0.0044(10) -0.0119(10) _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 C3 1.861(2) . yes Ru1 C1 1.881(2) . yes Ru1 C4 2.032(2) . yes Ru1 N1 2.1298(17) . yes Ru1 N2 2.1683(17) . yes Ru1 Cl2 2.4291(5) . yes O1 C1 1.130(3) . ? O3 C3 1.132(2) . ? O4 N1 1.364(2) . yes O4 H4O 0.8116 . ? O5 C4 1.227(2) . ? O6 C4 1.340(2) . ? O6 C5 1.456(2) . ? N1 C7 1.275(3) . yes N2 C8 1.325(3) . ? N2 C10 1.360(3) . ? N3 C8 1.345(3) . ? N3 C9 1.358(3) . ? N3 H3N 0.8664 . ? C5 C6 1.498(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.429(3) . ? C7 H7 0.9500 . ? C9 C10 1.356(3) . ? C9 H9 0.9500 . ? C10 H10 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 C3 Ru1 C1 88.88(9) . . ? C3 Ru1 C4 89.69(8) . . ? C1 Ru1 C4 91.16(8) . . yes C3 Ru1 N1 94.13(8) . . ? C1 Ru1 N1 176.21(8) . . ? C4 Ru1 N1 91.17(8) . . ? C3 Ru1 N2 92.95(8) . . ? C1 Ru1 N2 102.08(7) . . ? C4 Ru1 N2 166.53(7) . . ? N1 Ru1 N2 75.48(7) . . yes C3 Ru1 Cl2 179.18(7) . . yes C1 Ru1 Cl2 90.30(6) . . ? C4 Ru1 Cl2 90.30(6) . . ? N1 Ru1 Cl2 86.69(5) . . ? N2 Ru1 Cl2 87.25(5) . . ? N1 O4 H4O 105.4 . . ? C4 O6 C5 116.38(16) . . ? C7 N1 O4 116.19(17) . . ? C7 N1 Ru1 118.07(14) . . ? O4 N1 Ru1 125.71(12) . . ? C8 N2 C10 106.67(17) . . ? C8 N2 Ru1 111.34(14) . . ? C10 N2 Ru1 141.97(15) . . ? C8 N3 C9 107.58(18) . . ? C8 N3 H3N 124.0 . . ? C9 N3 H3N 128.4 . . ? O1 C1 Ru1 179.3(2) . . ? O3 C3 Ru1 177.57(19) . . ? O5 C4 O6 118.90(19) . . ? O5 C4 Ru1 122.65(15) . . ? O6 C4 Ru1 118.46(15) . . ? O6 C5 C6 106.90(17) . . ? O6 C5 H5A 110.3 . . ? C6 C5 H5A 110.3 . . ? O6 C5 H5B 110.3 . . ? C6 C5 H5B 110.3 . . ? H5A C5 H5B 108.6 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C7 C8 114.36(19) . . ? N1 C7 H7 122.8 . . ? C8 C7 H7 122.8 . . ? N2 C8 N3 110.10(19) . . ? N2 C8 C7 120.70(19) . . ? N3 C8 C7 129.2(2) . . ? C10 C9 N3 106.72(19) . . ? C10 C9 H9 126.6 . . ? N3 C9 H9 126.6 . . ? C9 C10 N2 108.9(2) . . ? C9 C10 H10 125.5 . . ? N2 C10 H10 125.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O4 H4O O5 0.81 1.74 2.526(2) 161.8 . yes O4 H4O O1 0.81 2.62 3.046(2) 114.7 1_465 yes N3 H3N Cl2 0.87 2.59 3.2263(18) 131.4 2_656 yes N3 H3N Cl2 0.87 2.84 3.5172(19) 136.3 1_455 yes _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.504 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.089 #===END======================================================================== data_4 _database_code_depnum_ccdc_archive 'CCDC 881324' #TrackingRef '- Oksiimit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 Cl N3 O5 Ru' _chemical_formula_sum 'C9 H10 Cl N3 O5 Ru' _chemical_formula_weight 376.72 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 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 6.9755(4) _cell_length_b 7.5555(3) _cell_length_c 13.8032(8) _cell_angle_alpha 80.139(3) _cell_angle_beta 86.396(2) _cell_angle_gamma 65.436(3) _cell_volume 651.83(6) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 14606 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.919 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 372 _exptl_absorpt_coefficient_mu 1.426 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7945 _exptl_absorpt_correction_T_max 0.9055 _exptl_absorpt_process_details 'SORTAV (Blessing, 1995)' _publ_section_exptl_refinement ; The OH and NH hydrogen atoms were located from the difference Fourier map but constrained to ride on their parent atom, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogen atoms were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.99 \%A, and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 1.35 \%A from atom H6B and the deepest hole is located 0.79 \%A from atom Ru1. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12889 _diffrn_reflns_av_R_equivalents 0.0473 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2972 _reflns_number_gt 2618 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1e (Brandenburg, 2007)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0231P)^2^+0.4134P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2972 _refine_ls_number_parameters 174 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0625 _refine_ls_wR_factor_gt 0.0597 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 Ru1 Ru 0.64078(3) 0.82572(3) 0.255062(15) 0.01806(8) Uani 1 1 d . . . Cl2 Cl 0.74852(10) 0.86335(9) 0.41317(5) 0.02043(14) Uani 1 1 d . . . O1 O 1.0926(3) 0.6052(3) 0.19593(16) 0.0340(5) Uani 1 1 d . . . O3 O 0.5045(3) 0.7886(3) 0.06048(16) 0.0339(5) Uani 1 1 d . . . O4 O 0.2090(3) 1.1703(3) 0.29117(15) 0.0263(4) Uani 1 1 d . . . H4O H 0.3159 1.2049 0.2509 0.040 Uiso 1 1 d R . . O5 O 0.4976(3) 1.2474(3) 0.19188(14) 0.0257(4) Uani 1 1 d . . . O6 O 0.8281(3) 1.0810(3) 0.14800(14) 0.0243(4) Uani 1 1 d . . . N1 N 0.3280(3) 0.9687(3) 0.30456(17) 0.0212(5) Uani 1 1 d . . . N2 N 0.5698(4) 0.5864(3) 0.33404(16) 0.0216(5) Uani 1 1 d . . . H2N H 0.5448 0.1994 0.4232 0.032 Uiso 1 1 d R . . N3 N 0.5084(4) 0.3351(3) 0.40636(17) 0.0258(5) Uani 1 1 d . . . C1 C 0.9241(5) 0.6871(4) 0.2189(2) 0.0227(6) Uani 1 1 d . . . C3 C 0.5535(4) 0.8030(4) 0.1342(2) 0.0234(6) Uani 1 1 d . . . C4 C 0.6479(4) 1.0879(4) 0.19155(19) 0.0202(5) Uani 1 1 d . . . C5 C 0.8306(4) 1.2685(4) 0.0997(2) 0.0260(6) Uani 1 1 d . . . H5A H 0.8096 1.3569 0.1484 0.031 Uiso 1 1 calc R . . H5B H 0.7173 1.3352 0.0494 0.031 Uiso 1 1 calc R . . C6 C 1.0430(5) 1.2185(4) 0.0527(2) 0.0311(7) Uani 1 1 d . . . H6A H 1.1532 1.1544 0.1036 0.047 Uiso 1 1 calc R . . H6B H 1.0519 1.3395 0.0183 0.047 Uiso 1 1 calc R . . H6C H 1.0624 1.1290 0.0057 0.047 Uiso 1 1 calc R . . C7 C 0.2402(4) 0.8629(4) 0.3537(2) 0.0247(6) Uani 1 1 d . . . H7 H 0.1010 0.9189 0.3782 0.030 Uiso 1 1 calc R . . C8 C 0.3666(4) 0.6535(4) 0.3693(2) 0.0238(6) Uani 1 1 d . . . C9 C 0.3272(5) 0.4961(4) 0.4149(2) 0.0256(6) Uani 1 1 d . . . H9 H 0.2006 0.4990 0.4459 0.031 Uiso 1 1 calc R . . C10 C 0.6503(5) 0.3939(4) 0.3575(2) 0.0242(6) Uani 1 1 d . . . H10 H 0.7892 0.3080 0.3422 0.029 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 0.02039(12) 0.01609(12) 0.01952(13) -0.00173(8) 0.00178(8) -0.00996(9) Cl2 0.0217(3) 0.0219(3) 0.0212(3) -0.0022(2) 0.0015(3) -0.0131(3) O1 0.0238(11) 0.0307(11) 0.0381(13) -0.0055(9) 0.0031(9) -0.0023(9) O3 0.0400(13) 0.0355(12) 0.0281(12) -0.0063(9) -0.0024(10) -0.0164(10) O4 0.0180(9) 0.0209(10) 0.0367(12) -0.0027(8) 0.0041(8) -0.0057(8) O5 0.0247(10) 0.0193(10) 0.0310(11) -0.0014(8) 0.0047(8) -0.0085(8) O6 0.0243(10) 0.0206(10) 0.0285(11) 0.0006(8) 0.0056(8) -0.0121(8) N1 0.0206(11) 0.0194(11) 0.0244(12) -0.0018(9) -0.0012(9) -0.0094(9) N2 0.0289(12) 0.0202(11) 0.0209(12) -0.0029(9) 0.0012(10) -0.0153(10) N3 0.0398(14) 0.0241(12) 0.0209(12) -0.0002(10) -0.0010(10) -0.0215(11) C1 0.0295(15) 0.0166(13) 0.0205(14) 0.0002(11) -0.0017(12) -0.0091(12) C3 0.0203(14) 0.0196(13) 0.0289(16) 0.0009(11) 0.0039(12) -0.0090(11) C4 0.0234(14) 0.0233(14) 0.0171(13) -0.0041(11) 0.0002(11) -0.0125(11) C5 0.0314(15) 0.0187(13) 0.0299(16) 0.0004(11) 0.0024(12) -0.0141(12) C6 0.0357(17) 0.0293(16) 0.0332(17) -0.0028(13) 0.0096(13) -0.0203(13) C7 0.0197(13) 0.0295(15) 0.0274(15) -0.0052(12) 0.0032(11) -0.0128(12) C8 0.0278(15) 0.0285(15) 0.0226(14) -0.0034(11) -0.0018(12) -0.0191(12) C9 0.0316(16) 0.0319(15) 0.0206(14) -0.0020(12) -0.0008(12) -0.0209(13) C10 0.0329(15) 0.0219(13) 0.0213(14) -0.0043(11) 0.0030(12) -0.0148(12) _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 C3 1.870(3) . yes Ru1 C1 1.894(3) . yes Ru1 C4 2.044(3) . yes Ru1 N1 2.121(2) . yes Ru1 N2 2.169(2) . yes Ru1 Cl2 2.4505(7) . yes O1 C1 1.131(3) . ? O3 C3 1.129(3) . ? O4 N1 1.384(3) . yes O4 H4O 0.9972 . ? O5 C4 1.226(3) . yes O6 C4 1.344(3) . yes O6 C5 1.465(3) . yes N1 C7 1.282(3) . yes N2 C10 1.311(3) . ? N2 C8 1.380(4) . ? N3 C10 1.346(4) . ? N3 C9 1.357(4) . ? N3 H2N 0.9378 . ? C5 C6 1.502(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.440(4) . ? C7 H7 0.9500 . ? C8 C9 1.371(4) . ? C9 H9 0.9500 . ? C10 H10 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 C3 Ru1 C1 89.07(11) . . ? C3 Ru1 C4 88.87(11) . . ? C1 Ru1 C4 90.83(11) . . yes C3 Ru1 N1 93.48(10) . . ? C1 Ru1 N1 176.25(10) . . ? C4 Ru1 N1 91.98(9) . . ? C3 Ru1 N2 93.10(10) . . ? C1 Ru1 N2 101.07(10) . . ? C4 Ru1 N2 167.97(9) . . ? N1 Ru1 N2 76.06(8) . . yes C3 Ru1 Cl2 178.65(8) . . yes C1 Ru1 Cl2 92.00(8) . . ? C4 Ru1 Cl2 90.29(7) . . ? N1 Ru1 Cl2 85.50(6) . . ? N2 Ru1 Cl2 87.51(6) . . ? N1 O4 H4O 95.4 . . ? C4 O6 C5 117.1(2) . . ? C7 N1 O4 115.8(2) . . ? C7 N1 Ru1 118.55(19) . . ? O4 N1 Ru1 125.63(15) . . ? C10 N2 C8 106.2(2) . . ? C10 N2 Ru1 142.0(2) . . ? C8 N2 Ru1 111.75(17) . . ? C10 N3 C9 109.0(2) . . ? C10 N3 H2N 118.2 . . ? C9 N3 H2N 132.7 . . ? O1 C1 Ru1 179.0(3) . . ? O3 C3 Ru1 178.7(2) . . ? O5 C4 O6 119.7(2) . . yes O5 C4 Ru1 123.2(2) . . ? O6 C4 Ru1 117.15(18) . . ? O6 C5 C6 106.3(2) . . yes O6 C5 H5A 110.5 . . ? C6 C5 H5A 110.5 . . ? O6 C5 H5B 110.5 . . ? C6 C5 H5B 110.5 . . ? H5A C5 H5B 108.7 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C7 C8 115.6(2) . . ? N1 C7 H7 122.2 . . ? C8 C7 H7 122.2 . . ? C9 C8 N2 109.4(2) . . ? C9 C8 C7 132.6(3) . . ? N2 C8 C7 118.0(2) . . ? N3 C9 C8 105.1(2) . . ? N3 C9 H9 127.5 . . ? C8 C9 H9 127.5 . . ? N2 C10 N3 110.4(3) . . ? N2 C10 H10 124.8 . . ? N3 C10 H10 124.8 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O4 H4O O5 1.00 1.58 2.574(3) 175.9 . yes N3 H2N Cl2 0.94 2.36 3.234(2) 154.5 1_545 yes _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.632 _refine_diff_density_min -0.935 _refine_diff_density_rms 0.123 #===END======================================================================== data_5 _database_code_depnum_ccdc_archive 'CCDC 881325' #TrackingRef '- Oksiimit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H4 Cl3 N3 O7 Ru2, C2 H6 O' _chemical_formula_sum 'C12 H10 Cl3 N3 O8 Ru2' _chemical_formula_weight 632.72 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 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 8.6104(4) _cell_length_b 10.8098(5) _cell_length_c 12.1232(6) _cell_angle_alpha 84.991(2) _cell_angle_beta 86.171(4) _cell_angle_gamma 69.282(3) _cell_volume 1050.61(9) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 19137 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.000 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 1.861 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7926 _exptl_absorpt_correction_T_max 0.9243 _exptl_absorpt_process_details 'Xprep in Shelxtl v.6.14-1 (Sheldrick, 2005)' _publ_section_exptl_refinement ; The OH and NH hydrogens were located from the difference Fourier map but constrained to ride on their parent atoma, with U~iso~ = 1.5 U~eq~(parent atom). Other hydrogens were positioned geometrically and were also constrained to ride on their parent atoms, with C---H = 0.95-0.99 and U~iso~ = 1.2-1.5 U~eq~(parent atom). The highest peak is located 0.89 \%A from atom H14B and the deepest hole is located 0.97 \%A from atom Ru2. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizontally mounted graphite crystal' _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19137 _diffrn_reflns_av_R_equivalents 0.0607 _diffrn_reflns_av_sigmaI/netI 0.0640 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4787 _reflns_number_gt 3526 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond v.3.1d (Brandenburg, 2006)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0187P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4787 _refine_ls_number_parameters 255 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0628 _refine_ls_wR_factor_gt 0.0560 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Ru1 Ru -0.18086(3) 0.23855(3) 0.68364(2) 0.01951(8) Uani 1 1 d . . . Ru2 Ru 0.33496(3) -0.05904(3) 0.78574(2) 0.01934(8) Uani 1 1 d . . . Cl2 Cl -0.24871(11) 0.45034(9) 0.75696(8) 0.0298(2) Uani 1 1 d . . . Cl3 Cl 0.57812(10) -0.02217(9) 0.70751(8) 0.0321(2) Uani 1 1 d . . . Cl4 Cl 0.34129(12) -0.18913(9) 0.63399(8) 0.0314(2) Uani 1 1 d . . . O1 O -0.5253(3) 0.3386(3) 0.5894(2) 0.0384(7) Uani 1 1 d . . . O3 O -0.0780(3) -0.0369(3) 0.5998(2) 0.0312(6) Uani 1 1 d . . . O4 O 0.0503(3) 0.1883(2) 0.75187(18) 0.0203(5) Uani 1 1 d . . . O5 O -0.3194(3) 0.1568(3) 0.9041(2) 0.0372(7) Uani 1 1 d . . . O11 O 0.0230(3) -0.1033(3) 0.8817(2) 0.0434(7) Uani 1 1 d . . . O12 O 0.5658(3) -0.3111(3) 0.9075(2) 0.0374(7) Uani 1 1 d . . . O13 O 0.3271(3) 0.1167(3) 0.9697(2) 0.0359(7) Uani 1 1 d . . . O14 O 0.1566(3) 0.4046(2) 0.7694(2) 0.0300(6) Uani 1 1 d . . . H14O H 0.0960 0.3468 0.7706 0.045 Uiso 1 1 d R . . N1 N 0.1891(3) 0.1102(3) 0.6941(2) 0.0196(6) Uani 1 1 d . . . N2 N -0.0642(3) 0.3047(3) 0.5466(2) 0.0202(6) Uani 1 1 d . . . N3 N -0.0026(4) 0.4051(3) 0.3948(2) 0.0273(7) Uani 1 1 d D . . H3N H -0.0301 0.4597 0.3392 0.033 Uiso 1 1 d RD . . C1 C -0.3956(5) 0.2977(4) 0.6234(3) 0.0269(8) Uani 1 1 d . . . C3 C -0.1204(4) 0.0668(4) 0.6284(3) 0.0228(8) Uani 1 1 d . . . C4 C -0.2691(4) 0.1833(3) 0.8209(3) 0.0254(8) Uani 1 1 d . . . C7 C 0.2176(4) 0.1460(3) 0.5933(3) 0.0209(8) Uani 1 1 d . . . H7 H 0.3210 0.0961 0.5595 0.025 Uiso 1 1 calc R . . C8 C 0.1072(4) 0.2551(3) 0.5261(3) 0.0201(8) Uani 1 1 d . . . C9 C 0.1435(5) 0.3182(3) 0.4315(3) 0.0250(8) Uani 1 1 d . . . H9 H 0.2506 0.3041 0.3977 0.030 Uiso 1 1 calc R . . C10 C -0.1249(4) 0.3937(3) 0.4655(3) 0.0236(8) Uani 1 1 d . . . H10 H -0.2396 0.4436 0.4577 0.028 Uiso 1 1 calc R . . C11 C 0.1392(4) -0.0868(3) 0.8451(3) 0.0271(8) Uani 1 1 d . . . C12 C 0.4793(4) -0.2193(4) 0.8634(3) 0.0255(8) Uani 1 1 d . . . C13 C 0.3306(4) 0.0503(4) 0.9014(3) 0.0255(8) Uani 1 1 d . . . C14 C 0.1406(6) 0.4599(4) 0.8741(3) 0.0456(11) Uani 1 1 d . . . H14A H 0.1710 0.3880 0.9339 0.055 Uiso 1 1 calc R . . H14B H 0.0239 0.5176 0.8883 0.055 Uiso 1 1 calc R . . C15 C 0.2524(7) 0.5388(5) 0.8735(4) 0.0630(15) Uani 1 1 d . . . H15A H 0.3681 0.4802 0.8631 0.094 Uiso 1 1 calc R . . H15B H 0.2382 0.5799 0.9441 0.094 Uiso 1 1 calc R . . H15C H 0.2241 0.6080 0.8127 0.094 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 0.01869(15) 0.02115(16) 0.01852(16) -0.00113(12) 0.00042(12) -0.00703(12) Ru2 0.01917(15) 0.01921(16) 0.01890(16) -0.00015(12) -0.00104(12) -0.00602(12) Cl2 0.0308(5) 0.0231(5) 0.0325(5) -0.0056(4) 0.0043(4) -0.0059(4) Cl3 0.0204(4) 0.0369(6) 0.0391(6) 0.0004(4) 0.0021(4) -0.0113(4) Cl4 0.0408(5) 0.0260(5) 0.0267(5) -0.0060(4) -0.0046(4) -0.0092(4) O1 0.0245(15) 0.0466(18) 0.0376(17) -0.0074(14) -0.0047(13) -0.0027(13) O3 0.0318(15) 0.0319(16) 0.0344(16) -0.0109(13) 0.0063(12) -0.0160(13) O4 0.0171(12) 0.0217(13) 0.0200(13) -0.0049(10) 0.0009(10) -0.0035(10) O5 0.0418(16) 0.0448(18) 0.0267(16) 0.0000(13) 0.0078(13) -0.0195(14) O11 0.0310(16) 0.0437(18) 0.054(2) 0.0126(15) 0.0047(14) -0.0162(14) O12 0.0444(17) 0.0243(15) 0.0324(17) -0.0014(13) -0.0099(13) 0.0030(13) O13 0.0405(16) 0.0346(16) 0.0312(16) -0.0091(13) -0.0090(13) -0.0086(13) O14 0.0394(15) 0.0260(15) 0.0262(15) 0.0011(12) -0.0051(12) -0.0136(12) N1 0.0166(14) 0.0211(16) 0.0219(17) -0.0014(13) 0.0022(12) -0.0081(12) N2 0.0231(15) 0.0181(15) 0.0188(16) -0.0008(13) -0.0033(12) -0.0059(13) N3 0.0412(19) 0.0222(17) 0.0183(17) 0.0047(13) -0.0033(14) -0.0120(15) C1 0.027(2) 0.028(2) 0.024(2) -0.0026(17) 0.0035(17) -0.0084(18) C3 0.0193(18) 0.037(2) 0.0164(19) 0.0033(17) -0.0005(14) -0.0164(17) C4 0.0248(19) 0.025(2) 0.027(2) -0.0057(17) 0.0006(17) -0.0085(16) C7 0.0203(17) 0.023(2) 0.022(2) -0.0037(16) 0.0028(15) -0.0113(16) C8 0.0228(18) 0.0194(19) 0.0205(19) -0.0022(15) 0.0007(15) -0.0102(15) C9 0.033(2) 0.022(2) 0.021(2) -0.0035(16) 0.0043(16) -0.0106(17) C10 0.0283(19) 0.023(2) 0.021(2) -0.0013(16) -0.0019(16) -0.0100(16) C11 0.029(2) 0.024(2) 0.024(2) 0.0048(16) -0.0038(17) -0.0051(17) C12 0.0247(19) 0.029(2) 0.024(2) -0.0083(18) 0.0001(16) -0.0095(18) C13 0.0222(18) 0.026(2) 0.026(2) 0.0081(17) -0.0057(16) -0.0062(16) C14 0.064(3) 0.044(3) 0.032(3) 0.002(2) -0.009(2) -0.024(2) C15 0.100(4) 0.050(3) 0.055(3) -0.005(3) -0.019(3) -0.043(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 C1 1.903(4) . yes Ru1 C3 1.911(4) . yes Ru1 C4 1.919(4) . yes Ru1 O4 2.078(2) . yes Ru1 N2 2.088(3) . yes Ru1 Cl2 2.3901(9) . yes Ru1 Ru2 4.6407(5) . yes Ru2 C11 1.900(4) . yes Ru2 C13 1.902(4) . yes Ru2 C12 1.944(4) . yes Ru2 N1 2.089(3) . yes Ru2 Cl3 2.3877(9) . yes Ru2 Cl4 2.3978(9) . yes O1 C1 1.138(4) . ? O3 C3 1.128(4) . ? O4 N1 1.382(3) . yes O5 C4 1.124(4) . ? O11 C11 1.132(4) . ? O12 C12 1.124(4) . ? O13 C13 1.133(4) . ? O14 C14 1.428(4) . ? O14 H14O 0.9436 . ? N1 C7 1.284(4) . yes N2 C10 1.309(4) . ? N2 C8 1.394(4) . ? N3 C10 1.346(4) . ? N3 C9 1.352(5) . ? N3 H3N 0.8439 . ? C7 C8 1.449(5) . yes C7 H7 0.9500 . ? C8 C9 1.358(5) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C14 C15 1.495(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ru1 C3 93.00(15) . . ? C1 Ru1 C4 90.17(15) . . yes C3 Ru1 C4 92.41(14) . . ? C1 Ru1 O4 175.78(12) . . ? C3 Ru1 O4 91.15(11) . . ? C4 Ru1 O4 90.41(12) . . ? C1 Ru1 N2 95.91(13) . . ? C3 Ru1 N2 91.37(12) . . ? C4 Ru1 N2 172.67(12) . . ? O4 Ru1 N2 83.23(10) . . yes C1 Ru1 Cl2 88.89(11) . . ? C3 Ru1 Cl2 178.02(11) . . yes C4 Ru1 Cl2 87.00(10) . . ? O4 Ru1 Cl2 86.97(6) . . ? N2 Ru1 Cl2 89.01(7) . . ? C1 Ru1 Ru2 157.47(11) . . ? C3 Ru1 Ru2 64.79(10) . . ? C4 Ru1 Ru2 87.22(11) . . ? O4 Ru1 Ru2 26.75(6) . . ? N2 Ru1 Ru2 88.71(8) . . ? Cl2 Ru1 Ru2 113.28(2) . . ? C11 Ru2 C13 91.68(15) . . ? C11 Ru2 C12 92.72(15) . . ? C13 Ru2 C12 93.59(14) . . ? C11 Ru2 N1 89.72(13) . . ? C13 Ru2 N1 88.61(13) . . ? C12 Ru2 N1 176.66(13) . . yes C11 Ru2 Cl3 178.79(12) . . yes C13 Ru2 Cl3 88.95(10) . . ? C12 Ru2 Cl3 88.27(10) . . ? N1 Ru2 Cl3 89.26(7) . . ? C11 Ru2 Cl4 89.90(11) . . ? C13 Ru2 Cl4 177.43(11) . . yes C12 Ru2 Cl4 88.37(10) . . ? N1 Ru2 Cl4 89.36(8) . . ? Cl3 Ru2 Cl4 89.44(3) . . ? C11 Ru2 Ru1 60.49(11) . . ? C13 Ru2 Ru1 88.80(10) . . ? C12 Ru2 Ru1 153.17(10) . . ? N1 Ru2 Ru1 29.25(7) . . ? Cl3 Ru2 Ru1 118.50(3) . . ? Cl4 Ru2 Ru1 90.21(2) . . ? N1 O4 Ru1 118.69(17) . . ? C14 O14 H14O 110.7 . . ? C7 N1 O4 119.4(3) . . ? C7 N1 Ru2 126.5(2) . . ? O4 N1 Ru2 114.11(19) . . ? C10 N2 C8 106.0(3) . . ? C10 N2 Ru1 131.1(2) . . ? C8 N2 Ru1 122.8(2) . . ? C10 N3 C9 108.2(3) . . ? C10 N3 H3N 117.6 . . ? C9 N3 H3N 134.2 . . ? O1 C1 Ru1 176.8(3) . . ? O3 C3 Ru1 176.3(3) . . ? O5 C4 Ru1 176.0(3) . . ? N1 C7 C8 126.3(3) . . ? N1 C7 H7 116.8 . . ? C8 C7 H7 116.8 . . ? C9 C8 N2 108.4(3) . . ? C9 C8 C7 128.8(3) . . ? N2 C8 C7 122.6(3) . . ? N3 C9 C8 106.6(3) . . ? N3 C9 H9 126.7 . . ? C8 C9 H9 126.7 . . ? N2 C10 N3 110.8(3) . . ? N2 C10 H10 124.6 . . ? N3 C10 H10 124.6 . . ? O11 C11 Ru2 179.2(3) . . ? O12 C12 Ru2 178.4(3) . . ? O13 C13 Ru2 179.2(3) . . ? O14 C14 C15 109.3(3) . . ? O14 C14 H14A 109.8 . . ? C15 C14 H14A 109.8 . . ? O14 C14 H14B 109.8 . . ? C15 C14 H14B 109.8 . . ? H14A C14 H14B 108.3 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O14 H14O O4 0.94 1.92 2.824(3) 158.9 . yes O14 H14O N1 0.94 2.63 3.299(3) 128.4 . yes O14 H14O Cl2 0.94 2.79 3.359(3) 119.9 . yes N3 H3N O14 0.84 1.95 2.769(4) 163.6 2_566 yes N3 H3N Cl2 0.84 3.02 3.445(3) 113.2 2_566 yes _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.928 _refine_diff_density_min -0.606 _refine_diff_density_rms 0.131