# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name _publ_author_address L.Villalobos ; Department of Chemistry Purdue University W. Lafayette IN 47907 USA ; T.Ren ; Department of Chemistry Purdue University W. Lafayette IN 47907 USA ; P.E.Fanwick ; Department of Chemistry Purdue University W. Lafayette IN 47907 USA ; _publ_contact_author_address ; Department of Chemistry Purdue University 560 Oval Dr. W. Lafayette IN 47907-2084 USA ; _publ_contact_author_email pfanwick@purdue.edu _publ_contact_author_fax 1(765)4940239 _publ_contact_author_phone 1(765)4944572 _publ_section_title ; Diruthenium(II,III) tetramidates as a new class of oxygenation catalysts ; # Attachment '- Cif-all.cif' #============================================================================ #TrackingRef '- Cif-all.cif' #============================================================================ _audit_creation_date 12-06-09 _audit_creation_method 'SHELXL and local programs' _audit_update_record ; ? ; data_LVC1 _database_code_depnum_ccdc_archive 'CCDC 827246' #TrackingRef '- Cif-all.cif' # 5. CRYSTAL DATA _chemical_compound_source ? _exptl_crystal_description needle _exptl_crystal_colour_primary brown _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _chemical_name_systematic ; ? ; _chemical_formula_sum 'C18 H40 Cl1 N4 O6 Ru2' _chemical_formula_moiety 'C16 H32 Cl1 N4 O4 Ru2,2(C1 H4 O1)' _chemical_formula_structural ? _chemical_formula_weight 646.14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yc' _symmetry_space_group_name_H-M 'P 1 2/c 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 11.6827(8) _cell_length_b 9.4837(5) _cell_length_c 12.5641(9) _cell_angle_alpha 90.00 _cell_angle_beta 101.481(7) _cell_angle_gamma 90.00 _cell_volume 1364.19(15) _cell_measurement_reflns_used 3440 _cell_measurement_theta_min 3 _cell_measurement_theta_max 72 _cell_formula_units_z 2 _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' loop_ _atom_type_symbol _atom_type_radius_bond Ru 1.25 Cl 0.99 O 0.73 N 0.75 C 0.77 H 0.32 _diffrn_radiation_type CU-K\a _diffrn_radiation_wavelength 1.54184 _exptl_absorpt_coefficient_mu 10.423 _cell_measurement_temperature 150(2) _exptl_crystal_F_000 658 # 6. DATA COLLECTION _diffrn_ambient__temperature 150(2) _diffrn_measurement_device_type Rigaku_Rapid_II _diffrn_radiation_monochromator 'confocal optics' _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt__process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.5322 _exptl_absorpt_correction_T_max 0.5938 _diffrn_reflns_number 5761 _diffrn_measured_fraction_theta_max 0.8740 _diffrn_reflns_theta_full 72.2 _diffrn_measured_fraction_theta_full 0.8740 _reflns_number_total 2357 _reflns_number_gt 2262 _reflns_threshold_expression >2.0\s(I) _diffrn_reflns_av_R_equivalents 0.057 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 72.15 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_max 15 _diffrn_special_details 'mosaicity from Denzo/Scalepack is 1.13' _diffrn_standards_number 0 _diffrn_standards_interval_time . _diffrn_standards_decay_% ? # 7. REFINEMENT DATA _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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_R_factor_all 0.049 _refine_ls_R_factor_gt 0.047 _refine_ls_wR_factor_ref 0.138 _refine_ls_wR_factor_gt 0.135 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 2357 _refine_ls_number_parameters 138 _refine_ls_number_restraints 0 _refine_ls_goodness_of_fit_ref 1.129 _refine_ls_weighting_scheme 'calc ' _refine_ls_weighting_details '1/[\s^2^(Fo^2^)+(0.0795P)^2^+3.2703P] where P=(Fo^2^+2Fc^2^)/3 ' _refine_ls_shift/su_max 0.001 _refine_diff_density_max 1.05 _refine_diff_density_min -1.09 _refine_ls_extinction_method none _atom_type_scat_source 'International Tables for Crystallography (Vol C)' # 8. COMPUTING DATA _computing_data_collection 'CrystalClear(Rigaku, 2001)' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1996)' _computing_structure_solution ; Direct methods (SIR2004, Burla et al., 2005) ; _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics ; ORTEP (Johnson, 1976) PLATON (Spek, 1997) ; _computing_publication_material 'SHELX97(Sheldrick, 2008) and local programs' # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _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 0.00222(3) 0.56499(4) 0.07765(3) 0.02903(19) Uani 1 1 d . . . Cl1 0.0000 0.70949(17) 0.2500 0.0330(4) Uani 1 2 d S . . O1 0.1605(3) 0.4782(4) 0.1513(3) 0.0336(7) Uani 1 1 d . . . O2 0.0912(3) 0.7251(4) 0.0203(3) 0.0348(7) Uani 1 1 d . . . O91 0.3003(5) 0.6800(7) 0.3208(4) 0.0737(15) Uani 1 1 d . . . N1 -0.1536(4) 0.6476(5) 0.0027(3) 0.0365(9) Uani 1 1 d . . . N2 -0.0829(4) 0.4026(5) 0.1323(3) 0.0331(9) Uani 1 1 d . . . C11 0.2081(4) 0.3902(6) 0.0924(4) 0.0351(10) Uani 1 1 d . . . C12 0.3306(5) 0.3428(6) 0.1410(5) 0.0414(12) Uiso 1 1 d . . . C13 0.4161(6) 0.4411(6) 0.1001(6) 0.0542(16) Uiso 1 1 d . . . C14 0.3534(6) 0.1889(7) 0.1159(6) 0.0565(16) Uiso 1 1 d . . . C21 0.1132(4) 0.7116(6) -0.0748(4) 0.0343(10) Uani 1 1 d . . . C22 0.1735(5) 0.8328(6) -0.1184(4) 0.0394(11) Uani 1 1 d . . . C23 0.3027(5) 0.8342(7) -0.0641(6) 0.0551(16) Uani 1 1 d . . . C24 0.1144(6) 0.9720(7) -0.1030(6) 0.0559(16) Uani 1 1 d . . . C91 0.3284(9) 0.7903(10) 0.2581(7) 0.087(3) Uani 1 1 d . . . H1 -0.186(8) 0.691(9) 0.041(8) 0.087 Uiso 1 1 d . . . H2 -0.097(9) 0.401(11) 0.187(9) 0.104 Uiso 1 1 d . . . H12 0.3426 0.3534 0.2217 0.050 Uiso 1 1 calc R . . H22 0.1678 0.8175 -0.1981 0.047 Uiso 1 1 calc R . . H91 0.2664 0.6162 0.2799 0.111 Uiso 1 1 calc R . . H13A 0.4961 0.4182 0.1366 0.081 Uiso 1 1 calc R . . H13B 0.3987 0.5391 0.1159 0.081 Uiso 1 1 calc R . . H13C 0.4085 0.4291 0.0215 0.081 Uiso 1 1 calc R . . H14A 0.2948 0.1288 0.1392 0.085 Uiso 1 1 calc R . . H14B 0.4315 0.1616 0.1547 0.085 Uiso 1 1 calc R . . H14C 0.3486 0.1778 0.0375 0.085 Uiso 1 1 calc R . . H23A 0.3103 0.8506 0.0141 0.083 Uiso 1 1 calc R . . H23B 0.3427 0.9098 -0.0955 0.083 Uiso 1 1 calc R . . H23C 0.3381 0.7433 -0.0758 0.083 Uiso 1 1 calc R . . H24A 0.0325 0.9684 -0.1404 0.084 Uiso 1 1 calc R . . H24B 0.1542 1.0487 -0.1333 0.084 Uiso 1 1 calc R . . H24C 0.1186 0.9887 -0.0254 0.084 Uiso 1 1 calc R . . H91A 0.3772 0.8588 0.3051 0.130 Uiso 1 1 calc R . . H91B 0.2566 0.8364 0.2205 0.130 Uiso 1 1 calc R . . H91C 0.3714 0.7536 0.2046 0.130 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ru1 0.0288(3) 0.0370(3) 0.0203(3) -0.00075(12) 0.00240(17) -0.00103(12) Cl1 0.0406(8) 0.0359(8) 0.0219(7) 0.0000 0.0050(6) 0.0000 O1 0.0310(17) 0.0461(18) 0.0223(17) 0.0000(15) 0.0018(13) -0.0012(15) O2 0.0412(19) 0.0397(18) 0.0234(16) -0.0052(15) 0.0061(14) -0.0019(14) O91 0.060(3) 0.113(5) 0.046(3) -0.023(3) 0.006(2) 0.000(3) N1 0.039(2) 0.044(2) 0.025(2) 0.0037(18) 0.0021(17) -0.0017(18) N2 0.036(2) 0.040(2) 0.023(2) -0.0016(18) 0.0070(17) 0.0039(18) C11 0.038(3) 0.044(3) 0.021(2) 0.000(2) 0.0025(19) 0.004(2) C21 0.029(2) 0.046(3) 0.026(2) 0.002(2) 0.0010(18) 0.000(2) C22 0.043(3) 0.046(3) 0.028(2) -0.003(2) 0.006(2) 0.005(2) C23 0.038(3) 0.061(4) 0.067(4) -0.008(3) 0.011(3) 0.005(3) C24 0.064(4) 0.043(3) 0.064(4) 0.002(3) 0.019(3) 0.012(3) C91 0.108(7) 0.090(6) 0.075(6) -0.027(5) 0.051(5) -0.014(5) # 10. MOLECULAR GEOMETRY _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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 N2 2.026(4) . . ? Ru1 N1 2.033(4) . . ? Ru1 O2 2.050(3) . . ? Ru1 O1 2.067(3) . . ? Ru1 Ru1 2.2997(7) . 3_565 ? Ru1 Cl1 2.5671(9) . . ? Cl1 Ru1 2.5672(9) . 2_555 ? O1 C11 1.310(7) . . ? O2 C21 1.277(6) . . ? O91 C91 1.387(10) . . ? O91 H91 0.8400 . . ? N1 C11 1.288(7) . 3_565 ? N1 H1 0.79(9) . . ? N2 C21 1.312(7) . 3_565 ? N2 H2 0.74(11) . . ? C11 N1 1.288(7) . 3_565 ? C11 C12 1.509(7) . . ? C12 C14 1.528(8) . . ? C12 C13 1.528(8) . . ? C12 H12 1.0000 . . ? C13 H13A 0.9800 . . ? C13 H13B 0.9800 . . ? C13 H13C 0.9800 . . ? C14 H14A 0.9800 . . ? C14 H14B 0.9800 . . ? C14 H14C 0.9800 . . ? C21 N2 1.312(7) . 3_565 ? C21 C22 1.507(7) . . ? C22 C24 1.520(8) . . ? C22 C23 1.528(8) . . ? C22 H22 1.0000 . . ? C23 H23A 0.9800 . . ? C23 H23B 0.9800 . . ? C23 H23C 0.9800 . . ? C24 H24A 0.9800 . . ? C24 H24B 0.9800 . . ? C24 H24C 0.9800 . . ? C91 H91A 0.9800 . . ? C91 H91B 0.9800 . . ? C91 H91C 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ru1 N1 89.73(18) . . . ? N2 Ru1 O2 178.30(16) . . . ? N1 Ru1 O2 91.26(17) . . . ? N2 Ru1 O1 90.07(16) . . . ? N1 Ru1 O1 178.85(15) . . . ? O2 Ru1 O1 88.91(14) . . . ? N2 Ru1 Ru1 87.16(13) . . 3_565 ? N1 Ru1 Ru1 86.93(12) . . 3_565 ? O2 Ru1 Ru1 91.51(9) . . 3_565 ? O1 Ru1 Ru1 91.93(10) . . 3_565 ? N2 Ru1 Cl1 91.82(13) . . . ? N1 Ru1 Cl1 91.53(12) . . . ? O2 Ru1 Cl1 89.54(10) . . . ? O1 Ru1 Cl1 89.60(10) . . . ? Ru1 Ru1 Cl1 178.16(2) 3_565 . . ? Ru1 Cl1 Ru1 115.47(6) . . 2_555 ? C11 O1 Ru1 116.3(3) . . . ? C21 O2 Ru1 117.7(3) . . . ? C91 O91 H91 109.50 . . . ? C11 N1 Ru1 123.7(4) 3_565 . . ? C11 N1 H1 121(7) 3_565 . . ? Ru1 N1 H1 114(7) . . . ? C21 N2 Ru1 122.5(4) 3_565 . . ? C21 N2 H2 114(8) 3_565 . . ? Ru1 N2 H2 123(8) . . . ? N1 C11 O1 121.0(5) 3_565 . . ? N1 C11 C12 123.1(5) 3_565 . . ? O1 C11 C12 115.9(4) . . . ? C11 C12 C14 113.0(5) . . . ? C11 C12 C13 108.3(5) . . . ? C14 C12 C13 111.1(5) . . . ? C11 C12 H12 108.10 . . . ? C14 C12 H12 108.10 . . . ? C13 C12 H12 108.10 . . . ? C12 C13 H13A 109.50 . . . ? C12 C13 H13B 109.50 . . . ? H13A C13 H13B 109.50 . . . ? C12 C13 H13C 109.50 . . . ? H13A C13 H13C 109.50 . . . ? H13B C13 H13C 109.50 . . . ? C12 C14 H14A 109.50 . . . ? C12 C14 H14B 109.50 . . . ? H14A C14 H14B 109.50 . . . ? C12 C14 H14C 109.50 . . . ? H14A C14 H14C 109.50 . . . ? H14B C14 H14C 109.50 . . . ? O2 C21 N2 121.0(5) . . 3_565 ? O2 C21 C22 117.4(4) . . . ? N2 C21 C22 121.6(4) 3_565 . . ? C21 C22 C24 111.0(5) . . . ? C21 C22 C23 109.6(5) . . . ? C24 C22 C23 111.6(5) . . . ? C21 C22 H22 108.10 . . . ? C24 C22 H22 108.10 . . . ? C23 C22 H22 108.10 . . . ? C22 C23 H23A 109.50 . . . ? C22 C23 H23B 109.50 . . . ? H23A C23 H23B 109.50 . . . ? C22 C23 H23C 109.50 . . . ? H23A C23 H23C 109.50 . . . ? H23B C23 H23C 109.50 . . . ? C22 C24 H24A 109.50 . . . ? C22 C24 H24B 109.50 . . . ? H24A C24 H24B 109.50 . . . ? C22 C24 H24C 109.50 . . . ? H24A C24 H24C 109.50 . . . ? H24B C24 H24C 109.50 . . . ? O91 C91 H91A 109.50 . . . ? O91 C91 H91B 109.50 . . . ? H91A C91 H91B 109.50 . . . ? O91 C91 H91C 109.50 . . . ? H91A C91 H91C 109.50 . . . ? H91B C91 H91C 109.50 . . . ? 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 N2 Ru1 Cl1 Ru1 28.43(12) . . . 2 ? N1 Ru1 Cl1 Ru1 118.21(13) . . . 2 ? O2 Ru1 Cl1 Ru1 -150.55(10) . . . 2 ? O1 Ru1 Cl1 Ru1 -61.63(10) . . . 2 ? Ru1 Ru1 Cl1 Ru1 84.7(12) 3_565 . . 2 ? N2 Ru1 O1 C11 89.9(4) . . . . ? N1 Ru1 O1 C11 10(8) . . . . ? O2 Ru1 O1 C11 -88.7(4) . . . . ? Ru1 Ru1 O1 C11 2.8(4) 3_565 . . . ? Cl1 Ru1 O1 C11 -178.3(4) . . . . ? N2 Ru1 O2 C21 40(5) . . . . ? N1 Ru1 O2 C21 -85.0(4) . . . . ? O1 Ru1 O2 C21 93.9(4) . . . . ? Ru1 Ru1 O2 C21 2.0(3) 3_565 . . . ? Cl1 Ru1 O2 C21 -176.5(3) . . . . ? N2 Ru1 N1 C11 -84.5(5) . . . 3_565 ? O2 Ru1 N1 C11 94.1(5) . . . 3_565 ? O1 Ru1 N1 C11 -4(9) . . . 3_565 ? Ru1 Ru1 N1 C11 2.7(4) 3_565 . . 3_565 ? Cl1 Ru1 N1 C11 -176.3(4) . . . 3_565 ? N1 Ru1 N2 C21 86.4(4) . . . 3_565 ? O2 Ru1 N2 C21 -39(5) . . . 3_565 ? O1 Ru1 N2 C21 -92.5(4) . . . 3_565 ? Ru1 Ru1 N2 C21 -0.6(4) 3_565 . . 3_565 ? Cl1 Ru1 N2 C21 177.9(4) . . . 3_565 ? Ru1 O1 C11 N1 -5.4(7) . . . 3_565 ? Ru1 O1 C11 C12 172.0(3) . . . . ? N1 C11 C12 C14 -39.2(8) 3_565 . . . ? O1 C11 C12 C14 143.5(5) . . . . ? N1 C11 C12 C13 84.4(7) 3_565 . . . ? O1 C11 C12 C13 -93.0(6) . . . . ? Ru1 O2 C21 N2 -2.0(6) . . . 3_565 ? Ru1 O2 C21 C22 177.1(3) . . . . ? O2 C21 C22 C24 -48.3(6) . . . . ? N2 C21 C22 C24 130.9(6) 3_565 . . . ? O2 C21 C22 C23 75.5(6) . . . . ? N2 C21 C22 C23 -105.3(6) 3_565 . . . ? #===END #============================================================================ #TrackingRef '- Cif-all.cif' #============================================================================ _audit_creation_date 24-07-09 _audit_creation_method 'SHELXL and local programs' _audit_update_record ; ? ; data_LVC2 _database_code_depnum_ccdc_archive 'CCDC 827247' #TrackingRef '- Cif-all.cif' # 5. CRYSTAL DATA _chemical_compound_source ? _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _chemical_name_systematic ; ? ; _chemical_formula_sum 'C12 H20 Cl1 N4 O4 Ru2' _chemical_formula_moiety 'C12 H20 Cl1 N4 O4 Ru2' _chemical_formula_structural ? _chemical_formula_weight 521.91 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' 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 10.4362(12) _cell_length_b 12.8638(13) _cell_length_c 12.6574(18) _cell_angle_alpha 90.00 _cell_angle_beta 93.192(4) _cell_angle_gamma 90.00 _cell_volume 1696.6(4) _cell_measurement_reflns_used 1474 _cell_measurement_theta_min 3 _cell_measurement_theta_max 72 _cell_formula_units_z 4 _exptl_crystal_density_diffrn 2.043 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' loop_ _atom_type_symbol _atom_type_radius_bond Ru 1.25 Cl 0.99 O 0.73 N 0.75 C 0.77 H 0.32 _diffrn_radiation_type CU-K\a _diffrn_radiation_wavelength 1.54184 _exptl_absorpt_coefficient_mu 16.501 _cell_measurement_temperature 150(2) _exptl_crystal_F_000 1028 # 6. DATA COLLECTION _diffrn_ambient__temperature 150(2) _diffrn_measurement_device_type Rigaku_Rapid_II _diffrn_radiation_monochromator 'confocal optics' _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt__process_details 'SCALEPACK (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.7446 _exptl_absorpt_correction_T_max 0.8479 _diffrn_reflns_number 5703 _diffrn_measured_fraction_theta_max 0.8978 _diffrn_reflns_theta_full 72.1 _diffrn_measured_fraction_theta_full 0.8978 _reflns_number_total 1403 _reflns_number_gt 1233 _reflns_threshold_expression >2.0\s(I) _diffrn_reflns_av_R_equivalents 0.043 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 72.07 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_max 15 _diffrn_special_details 'mosaicity from Denzo/Scalepack is 1.18' _diffrn_standards_number 0 _diffrn_standards_interval_time . _diffrn_standards_decay_% ? # 7. REFINEMENT DATA _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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_R_factor_all 0.067 _refine_ls_R_factor_gt 0.061 _refine_ls_wR_factor_ref 0.188 _refine_ls_wR_factor_gt 0.182 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 1403 _refine_ls_number_parameters 116 _refine_ls_number_restraints 3 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_weighting_scheme 'calc ' _refine_ls_weighting_details '1/[\s^2^(Fo^2^)+(0.1193P)^2^+7.9255P] where P=(Fo^2^+2Fc^2^)/3 ' _refine_ls_shift/su_max 0.002 _refine_diff_density_max 0.97 _refine_diff_density_min -1.26 _refine_ls_extinction_method none _atom_type_scat_source 'International Tables for Crystallography (Vol C)' # 8. COMPUTING DATA _computing_data_collection 'CrystalClear(Rigaku, 2001)' _computing_cell_refinement 'DENZO/SCALEPACK (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1996)' _computing_structure_solution ; Direct methods (SIR2004, Burla et al., 2005) ; _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics ; ORTEP (Johnson, 1976) PLATON (Spek, 1997) ; _computing_publication_material 'SHELX97(Sheldrick, 2008) and local programs' # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _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 0.50292(6) 0.04740(5) 0.07658(5) 0.0582(4) Uani 1 1 d . . . Cl1 0.5000 0.1527(2) 0.2500 0.0664(8) Uani 1 2 d S . . O1 0.6766(6) 0.1070(5) 0.0435(5) 0.0695(16) Uani 1 1 d . . . O2 0.4156(7) 0.1687(5) -0.0018(5) 0.0702(16) Uani 1 1 d . . . N1 0.3283(6) -0.0144(5) 0.1080(5) 0.0546(15) Uani 1 1 d . . . N2 0.5939(7) -0.0742(6) 0.1514(5) 0.0569(16) Uani 1 1 d . . . C11 0.7275(10) 0.0790(8) -0.0419(9) 0.075(3) Uani 1 1 d . . . C12 0.8554(12) 0.1247(10) -0.0635(11) 0.093(3) Uani 1 1 d D . . C13 0.931(3) 0.074(2) -0.134(3) 0.245(16) Uani 1 1 d D . . C21 0.6162(9) -0.1567(7) 0.1003(8) 0.066(2) Uani 1 1 d . . . C22 0.6885(16) -0.2448(10) 0.1569(12) 0.097(4) Uani 1 1 d D . . C23A 0.643(4) -0.287(2) 0.246(2) 0.19(2) Uani 0.60(3) 1 d PD B 1 C23B 0.628(5) -0.338(3) 0.141(5) 0.25(6) Uani 0.40(3) 1 d PD B 2 H12A 0.8405 0.1964 -0.0901 0.112 Uiso 1 1 calc R . . H12B 0.9057 0.1304 0.0049 0.112 Uiso 1 1 calc R . . H13A 0.9867 0.0244 -0.0949 0.368 Uiso 1 1 calc R . . H13B 0.9833 0.1253 -0.1690 0.368 Uiso 1 1 calc R . . H13C 0.8756 0.0374 -0.1864 0.368 Uiso 1 1 calc R . . H22A 0.6962 -0.3018 0.1051 0.117 Uiso 1 1 calc R A 1 H22B 0.7765 -0.2196 0.1754 0.117 Uiso 1 1 calc R A 1 H23A 0.5537 -0.3089 0.2320 0.285 Uiso 0.60(3) 1 calc PR B 1 H23B 0.6478 -0.2358 0.3032 0.285 Uiso 0.60(3) 1 calc PR B 1 H23C 0.6953 -0.3480 0.2674 0.285 Uiso 0.60(3) 1 calc PR B 1 H23D 0.6481 -0.3836 0.2024 0.378 Uiso 0.40(3) 1 calc PR B 2 H23E 0.6586 -0.3713 0.0773 0.378 Uiso 0.40(3) 1 calc PR B 2 H23F 0.5355 -0.3276 0.1328 0.378 Uiso 0.40(3) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ru1 0.0731(5) 0.0581(5) 0.0434(5) 0.0005(3) 0.0028(3) 0.0000(2) Cl1 0.0875(19) 0.0619(16) 0.0492(15) 0.0000 -0.0008(14) 0.0000 O1 0.077(4) 0.070(4) 0.062(4) -0.016(3) 0.013(3) -0.007(3) O2 0.094(4) 0.061(3) 0.056(4) 0.012(3) 0.004(3) 0.006(3) N1 0.064(4) 0.052(3) 0.048(4) -0.009(3) 0.006(3) -0.001(3) N2 0.079(4) 0.058(4) 0.034(3) 0.010(3) 0.001(3) 0.001(3) C11 0.075(6) 0.062(5) 0.088(7) -0.004(5) 0.009(5) 0.013(5) C12 0.088(7) 0.098(8) 0.095(8) -0.013(6) 0.015(6) -0.011(7) C13 0.19(2) 0.17(2) 0.39(5) -0.03(2) 0.12(3) -0.03(3) C21 0.072(5) 0.070(5) 0.056(5) 0.003(4) 0.007(4) 0.013(4) C22 0.130(11) 0.079(7) 0.082(8) 0.030(7) -0.002(8) 0.008(6) C23A 0.32(5) 0.16(3) 0.09(2) 0.13(3) 0.04(2) 0.032(19) C23B 0.16(5) 0.48(16) 0.12(4) 0.15(8) 0.04(4) 0.04(7) # 10. MOLECULAR GEOMETRY _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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 O1 2.033(6) . . ? Ru1 N2 2.035(7) . . ? Ru1 O2 2.037(6) . . ? Ru1 N1 2.048(6) . . ? Ru1 Ru1 2.2880(12) . 5_655 ? Ru1 Cl1 2.5811(17) . . ? Cl1 Ru1 2.5811(17) . 2_655 ? O1 C11 1.282(13) . . ? O2 C21 1.281(11) . 5_655 ? N1 C11 1.294(13) . 5_655 ? N2 C21 1.271(12) . . ? C11 N1 1.294(13) . 5_655 ? C11 C12 1.498(15) . . ? C12 C13 1.38(2) . . ? C12 H12A 0.9900 . . ? C12 H12B 0.9900 . . ? C13 H13A 0.9800 . . ? C13 H13B 0.9800 . . ? C13 H13C 0.9800 . . ? C21 O2 1.281(11) . 5_655 ? C21 C22 1.519(16) . . ? C22 C23A 1.36(2) . . ? C22 C23B 1.37(3) . . ? C22 H22A 0.9900 . . ? C22 H22B 0.9900 . . ? C23A H23A 0.9800 . . ? C23A H23B 0.9800 . . ? C23A H23C 0.9800 . . ? C23B H23D 0.9800 . . ? C23B H23E 0.9800 . . ? C23B H23F 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ru1 N2 89.3(3) . . . ? O1 Ru1 O2 89.4(3) . . . ? N2 Ru1 O2 178.3(2) . . . ? O1 Ru1 N1 179.1(3) . . . ? N2 Ru1 N1 90.5(3) . . . ? O2 Ru1 N1 90.8(3) . . . ? O1 Ru1 Ru1 90.47(18) . . 5_655 ? N2 Ru1 Ru1 88.52(19) . . 5_655 ? O2 Ru1 Ru1 90.33(18) . . 5_655 ? N1 Ru1 Ru1 88.63(19) . . 5_655 ? O1 Ru1 Cl1 91.75(18) . . . ? N2 Ru1 Cl1 92.02(19) . . . ? O2 Ru1 Cl1 89.18(18) . . . ? N1 Ru1 Cl1 89.15(19) . . . ? Ru1 Ru1 Cl1 177.73(5) 5_655 . . ? Ru1 Cl1 Ru1 116.68(11) . . 2_655 ? C11 O1 Ru1 118.9(6) . . . ? C21 O2 Ru1 117.8(6) 5_655 . . ? C11 N1 Ru1 119.8(6) 5_655 . . ? C21 N2 Ru1 119.9(6) . . . ? O1 C11 N1 122.2(9) . . 5_655 ? O1 C11 C12 117.4(10) . . . ? N1 C11 C12 120.4(10) 5_655 . . ? C13 C12 C11 118.6(16) . . . ? C13 C12 H12A 107.70 . . . ? C11 C12 H12A 107.70 . . . ? C13 C12 H12B 107.70 . . . ? C11 C12 H12B 107.70 . . . ? H12A C12 H12B 107.10 . . . ? C12 C13 H13A 109.50 . . . ? C12 C13 H13B 109.50 . . . ? H13A C13 H13B 109.50 . . . ? C12 C13 H13C 109.50 . . . ? H13A C13 H13C 109.50 . . . ? H13B C13 H13C 109.50 . . . ? N2 C21 O2 123.4(8) . . 5_655 ? N2 C21 C22 118.9(10) . . . ? O2 C21 C22 117.6(10) 5_655 . . ? C23A C22 C23B 66(3) . . . ? C23A C22 C21 120.3(17) . . . ? C23B C22 C21 112(3) . . . ? C23A C22 H22A 107.30 . . . ? C23B C22 H22A 46.00 . . . ? C21 C22 H22A 107.30 . . . ? C23A C22 H22B 107.30 . . . ? C23B C22 H22B 137.30 . . . ? C21 C22 H22B 107.30 . . . ? H22A C22 H22B 106.90 . . . ? C22 C23A H23A 109.50 . . . ? C22 C23A H23B 109.50 . . . ? H23A C23A H23B 109.50 . . . ? C22 C23A H23C 109.50 . . . ? H23A C23A H23C 109.50 . . . ? H23B C23A H23C 109.50 . . . ? C22 C23B H23D 109.50 . . . ? C22 C23B H23E 109.50 . . . ? H23D C23B H23E 109.50 . . . ? C22 C23B H23F 109.50 . . . ? H23D C23B H23F 109.50 . . . ? H23E C23B H23F 109.50 . . . ? 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 O1 Ru1 Cl1 Ru1 -117.5(2) . . . 2_655 ? N2 Ru1 Cl1 Ru1 -28.2(2) . . . 2_655 ? O2 Ru1 Cl1 Ru1 153.1(2) . . . 2_655 ? N1 Ru1 Cl1 Ru1 62.3(2) . . . 2_655 ? Ru1 Ru1 Cl1 Ru1 75.5(17) 5_655 . . 2_655 ? N2 Ru1 O1 C11 88.6(8) . . . . ? O2 Ru1 O1 C11 -90.3(8) . . . . ? N1 Ru1 O1 C11 13(18) . . . . ? Ru1 Ru1 O1 C11 0.1(7) 5_655 . . . ? Cl1 Ru1 O1 C11 -179.4(7) . . . . ? O1 Ru1 O2 C21 92.3(7) . . . 5_655 ? N2 Ru1 O2 C21 50(10) . . . 5_655 ? N1 Ru1 O2 C21 -86.8(7) . . . 5_655 ? Ru1 Ru1 O2 C21 1.8(7) 5_655 . . 5_655 ? Cl1 Ru1 O2 C21 -176.0(7) . . . 5_655 ? O1 Ru1 N1 C11 -13(18) . . . 5_655 ? N2 Ru1 N1 C11 -88.9(7) . . . 5_655 ? O2 Ru1 N1 C11 89.9(8) . . . 5_655 ? Ru1 Ru1 N1 C11 -0.4(7) 5_655 . . 5_655 ? Cl1 Ru1 N1 C11 179.1(7) . . . 5_655 ? O1 Ru1 N2 C21 -91.7(7) . . . . ? O2 Ru1 N2 C21 -50(10) . . . . ? N1 Ru1 N2 C21 87.4(7) . . . . ? Ru1 Ru1 N2 C21 -1.2(7) 5_655 . . . ? Cl1 Ru1 N2 C21 176.6(7) . . . . ? Ru1 O1 C11 N1 0.3(14) . . . 5_655 ? Ru1 O1 C11 C12 179.9(8) . . . . ? O1 C11 C12 C13 160(2) . . . . ? N1 C11 C12 C13 -21(3) 5_655 . . . ? Ru1 N2 C21 O2 0.1(13) . . . 5_655 ? Ru1 N2 C21 C22 177.8(8) . . . . ? N2 C21 C22 C23A 57(3) . . . . ? O2 C21 C22 C23A -125(2) 5_655 . . . ? N2 C21 C22 C23B 131(3) . . . . ? O2 C21 C22 C23B -51(3) 5_655 . . . ?