# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_manuscript_title _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _audit_creation_method ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _publ_contact_author_name 'Javier A. Cabeza' _publ_contact_author_address ; Departamento de Qu\'imica Org\'anica e Inorg\'anica Facultad de Qu\'imica Universidad de Oviedo Avda. Juli\'an Claver\'ia, 8 33006 Oviedo Spain ; _publ_contact_author_email jac@uniovi.es _publ_contact_author_fax '+34 985103446' _publ_contact_author_phone '+34 985103501' loop_ _publ_author_name _publ_author_address 'Javier A. Cabeza' ; Departamento de Qu\'imica Org\'anica e Inorg\'anica Facultad de Qu\'imica Universidad de Oviedo 33071 Oviedo Spain ; P.Garcia-Alvarez ; Departamento de Qu\'imica Org\'anica e Inorg\'anica Facultad de Qu\'imica Universidad de Oviedo 33071 Oviedo Spain ; E.Perez-Carreno ; Departamento de Qu\'imica F\'isica y Anal\'itica Facultad de Qu\'imica Universidad de Oviedo 33071 Oviedo Spain ; V.Pruneda ; Departamento de Qu\'imica Org\'anica e Inorg\'anica Facultad de Qu\'imica Universidad de Oviedo 33071 Oviedo Spain ; #============================================================================= # cif data for "v143f" (compound 2c) #============================================================================= data_v143f _database_code_depnum_ccdc_archive 'CCDC 832808' #TrackingRef 'CIFs_CommVanesa.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 N2 O9 Ru3' _chemical_formula_sum 'C16 H10 N2 O9 Ru3' _chemical_formula_weight 677.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z' 'x, -y+1/2, z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z' '-x, y-1/2, -z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 9.80690(10) _cell_length_b 16.2228(2) _cell_length_c 27.3337(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4348.67(8) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9346 _cell_measurement_theta_min 3.1654 _cell_measurement_theta_max 73.7598 _exptl_crystal_description fragment _exptl_crystal_colour orange _exptl_crystal_size_max 0.264 _exptl_crystal_size_mid 0.190 _exptl_crystal_size_min 0.117 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.070 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2592 _exptl_absorpt_coefficient_mu 17.114 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.0673 _exptl_absorpt_correction_T_max 0.1784 _exptl_absorpt_process_details ; Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56 Cubic fit to sin(theta)/lambda - 24 parameters ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Onyx, Nova' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4086 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 70.00 _reflns_number_total 4086 _reflns_number_gt 3737 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution 'DIRDIF-08 (Beurskens et al., 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 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^ > 2\s(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^)+(0.0617P)^2^+2.5923P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00035(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4086 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0856 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 C2 C 0.1216(4) 0.0924(2) 0.14493(13) 0.0307(8) Uani 1 1 d . . . C3 C 0.0567(4) 0.0273(2) 0.16823(13) 0.0308(7) Uani 1 1 d . . . H3 H 0.0951 0.0069 0.1969 0.037 Uiso 1 1 calc R . . C5 C -0.1159(4) 0.0179(2) 0.10731(15) 0.0351(8) Uani 1 1 d . . . C6 C -0.0508(4) 0.0876(2) 0.08307(14) 0.0321(8) Uani 1 1 d . . . C8 C -0.2258(6) -0.0202(4) 0.0892(2) 0.0636(15) Uani 1 1 d . . . H8A H -0.2647 -0.0641 0.1060 0.076 Uiso 1 1 calc R . . H8B H -0.2634 -0.0028 0.0597 0.076 Uiso 1 1 calc R . . C7 C -0.1068(5) 0.1202(3) 0.03606(16) 0.0489(11) Uani 1 1 d . . . H7A H -0.0650 0.1723 0.0288 0.073 Uiso 1 1 calc R . . H7B H -0.2036 0.1273 0.0390 0.073 Uiso 1 1 calc R . . H7C H -0.0877 0.0819 0.0102 0.073 Uiso 1 1 calc R . . C9 C -0.1221(5) -0.0735(3) 0.17958(19) 0.0524(12) Uani 1 1 d . . . H9A H -0.1105 -0.1247 0.1625 0.079 Uiso 1 1 calc R . . H9B H -0.2176 -0.0619 0.1831 0.079 Uiso 1 1 calc R . . H9C H -0.0810 -0.0775 0.2114 0.079 Uiso 1 1 calc R . . C101 C 0.2560(5) 0.3024(3) 0.20595(15) 0.0420(9) Uani 1 1 d . . . C102 C 0.1817(5) 0.1492(3) 0.25206(17) 0.0489(12) Uani 1 1 d . . . C103 C -0.0023(5) 0.2447(3) 0.18652(18) 0.0498(11) Uani 1 1 d . . . C201 C 0.5085(5) 0.1482(3) 0.1124(2) 0.0554(12) Uani 1 1 d . . . C202 C 0.4158(4) 0.0137(3) 0.17217(16) 0.0436(10) Uani 1 1 d . . . C203 C 0.3277(5) 0.0387(3) 0.07276(18) 0.0518(12) Uani 1 1 d . . . C301 C 0.0553(5) 0.3087(3) 0.0816(2) 0.0494(11) Uani 1 1 d . . . C302 C 0.2185(5) 0.2001(3) 0.02010(16) 0.0446(10) Uani 1 1 d . . . C303 C 0.3291(4) 0.3004(3) 0.09412(16) 0.0400(10) Uani 1 1 d . . . N1 N 0.0565(3) 0.12200(18) 0.10157(11) 0.0291(6) Uani 1 1 d . . . N4 N -0.0569(3) -0.00719(18) 0.15191(12) 0.0311(6) Uani 1 1 d . . . O101 O 0.3058(4) 0.3634(2) 0.21671(15) 0.0669(11) Uani 1 1 d . . . O102 O 0.1895(5) 0.1180(3) 0.28926(15) 0.0917(16) Uani 1 1 d . . . O103 O -0.1097(4) 0.2709(3) 0.18473(19) 0.0833(13) Uani 1 1 d . . . O201 O 0.6083(4) 0.1793(3) 0.1023(2) 0.0949(16) Uani 1 1 d . . . O202 O 0.4685(4) -0.0349(2) 0.19469(15) 0.0765(12) Uani 1 1 d . . . O203 O 0.3184(5) 0.0007(3) 0.03718(16) 0.0950(17) Uani 1 1 d . . . O301 O -0.0159(4) 0.3627(3) 0.0780(2) 0.0974(16) Uani 1 1 d . . . O302 O 0.2336(6) 0.1894(3) -0.01981(14) 0.0877(14) Uani 1 1 d . . . O303 O 0.4131(4) 0.3480(2) 0.09702(14) 0.0679(11) Uani 1 1 d . . . Ru1 Ru 0.17719(3) 0.200192(18) 0.188368(10) 0.02930(11) Uani 1 1 d . . . Ru2 Ru 0.33959(3) 0.099381(17) 0.130998(11) 0.02910(11) Uani 1 1 d . . . Ru3 Ru 0.18750(3) 0.222625(16) 0.088211(10) 0.02584(11) Uani 1 1 d . . . H100 H 0.352(5) 0.161(3) 0.1819(18) 0.050 Uiso 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 C2 0.032(2) 0.0288(17) 0.0307(18) 0.0038(14) -0.0096(16) -0.0079(15) C3 0.035(2) 0.0261(16) 0.0314(17) 0.0000(14) -0.0012(16) -0.0016(15) C5 0.0280(19) 0.0379(19) 0.039(2) -0.0073(16) -0.0025(17) -0.0063(16) C6 0.0269(18) 0.0342(18) 0.0353(19) -0.0038(15) -0.0054(15) -0.0021(15) C8 0.056(3) 0.064(3) 0.072(4) 0.001(3) -0.014(3) -0.031(3) C7 0.040(2) 0.067(3) 0.039(2) 0.008(2) -0.0140(19) -0.007(2) C9 0.051(3) 0.047(2) 0.059(3) 0.010(2) 0.011(2) -0.023(2) C101 0.047(2) 0.041(2) 0.038(2) -0.0020(17) 0.006(2) -0.0032(19) C102 0.064(3) 0.049(3) 0.033(2) 0.003(2) 0.0070(19) -0.025(2) C103 0.039(3) 0.048(2) 0.062(3) -0.013(2) 0.016(2) -0.003(2) C201 0.041(3) 0.066(3) 0.060(3) 0.011(2) 0.017(2) 0.008(2) C202 0.036(2) 0.046(2) 0.048(2) 0.0066(19) -0.0077(19) 0.0032(19) C203 0.065(3) 0.048(3) 0.042(3) -0.008(2) -0.010(2) 0.021(2) C301 0.036(2) 0.035(2) 0.078(3) 0.005(2) -0.004(2) 0.0019(19) C302 0.056(3) 0.044(2) 0.035(2) 0.0002(18) 0.004(2) -0.001(2) C303 0.042(2) 0.040(2) 0.038(2) 0.0053(17) -0.0019(17) -0.0068(18) N1 0.0286(15) 0.0271(14) 0.0314(15) 0.0011(12) -0.0033(13) 0.0006(12) N4 0.0314(16) 0.0257(14) 0.0364(16) -0.0025(12) 0.0067(14) -0.0068(12) O101 0.093(3) 0.0356(18) 0.072(2) -0.0088(17) 0.001(2) -0.0223(18) O102 0.126(4) 0.104(4) 0.045(2) 0.023(2) 0.001(2) -0.037(3) O103 0.046(2) 0.096(3) 0.108(4) -0.008(3) 0.021(2) 0.014(2) O201 0.051(2) 0.105(4) 0.129(4) 0.039(3) 0.034(3) -0.007(2) O202 0.074(3) 0.066(2) 0.090(3) 0.038(2) -0.022(2) 0.013(2) O203 0.140(5) 0.086(3) 0.059(3) -0.036(2) -0.030(2) 0.037(3) O301 0.056(2) 0.057(2) 0.179(5) 0.005(3) -0.006(3) 0.024(2) O302 0.138(4) 0.083(3) 0.042(2) -0.004(2) 0.016(3) -0.014(3) O303 0.066(2) 0.066(2) 0.071(2) 0.0057(18) -0.0038(19) -0.040(2) Ru1 0.03077(18) 0.03200(18) 0.02513(17) -0.00342(11) 0.00511(10) -0.00836(10) Ru2 0.02767(18) 0.02954(17) 0.03007(18) 0.00089(10) -0.00282(10) 0.00258(10) Ru3 0.02641(17) 0.02376(16) 0.02735(17) 0.00317(10) 0.00044(10) -0.00207(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C2 C3 1.387(5) . ? C2 N1 1.429(5) . ? C2 Ru2 2.175(4) . ? C2 Ru1 2.183(3) . ? C3 N4 1.324(5) . ? C3 H3 0.9300 . ? C5 C8 1.338(6) . ? C5 N4 1.410(5) . ? C5 C6 1.457(6) . ? C6 N1 1.294(5) . ? C6 C7 1.494(5) . ? C8 H8A 0.9300 . ? C8 H8B 0.9300 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C9 N4 1.462(5) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C101 O101 1.142(5) . ? C101 Ru1 1.892(4) . ? C102 O102 1.139(6) . ? C102 Ru1 1.928(5) . ? C103 O103 1.137(6) . ? C103 Ru1 1.903(5) . ? C201 O201 1.135(6) . ? C201 Ru2 1.905(5) . ? C202 O202 1.125(5) . ? C202 Ru2 1.939(4) . ? C203 O203 1.155(6) . ? C203 Ru2 1.875(5) . ? C301 O301 1.125(6) . ? C301 Ru3 1.914(4) . ? C302 O302 1.115(6) . ? C302 Ru3 1.921(4) . ? C303 O303 1.132(5) . ? C303 Ru3 1.883(4) . ? N1 Ru3 2.109(3) . ? Ru1 Ru3 2.7636(4) . ? Ru1 Ru2 2.7695(4) . ? Ru1 H100 1.84(5) . ? Ru2 Ru3 2.7550(4) . ? Ru2 H100 1.72(5) . ? 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 C2 N1 115.5(3) . . ? C3 C2 Ru2 124.8(3) . . ? N1 C2 Ru2 106.1(3) . . ? C3 C2 Ru1 118.3(3) . . ? N1 C2 Ru1 107.1(2) . . ? Ru2 C2 Ru1 78.93(12) . . ? N4 C3 C2 123.6(3) . . ? N4 C3 H3 118.2 . . ? C2 C3 H3 118.2 . . ? C8 C5 N4 121.2(4) . . ? C8 C5 C6 122.9(4) . . ? N4 C5 C6 116.0(3) . . ? N1 C6 C5 120.9(3) . . ? N1 C6 C7 118.8(4) . . ? C5 C6 C7 120.3(3) . . ? C5 C8 H8A 120.0 . . ? C5 C8 H8B 120.0 . . ? H8A C8 H8B 120.0 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N4 C9 H9A 109.5 . . ? N4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O101 C101 Ru1 178.8(5) . . ? O102 C102 Ru1 177.3(5) . . ? O103 C103 Ru1 179.0(5) . . ? O201 C201 Ru2 177.7(6) . . ? O202 C202 Ru2 175.2(4) . . ? O203 C203 Ru2 178.9(6) . . ? O301 C301 Ru3 175.6(4) . . ? O302 C302 Ru3 177.5(5) . . ? O303 C303 Ru3 178.7(4) . . ? C6 N1 C2 122.8(3) . . ? C6 N1 Ru3 139.6(3) . . ? C2 N1 Ru3 97.5(2) . . ? C3 N4 C5 120.9(3) . . ? C3 N4 C9 120.3(4) . . ? C5 N4 C9 118.7(3) . . ? C101 Ru1 C103 93.0(2) . . ? C101 Ru1 C102 97.89(19) . . ? C103 Ru1 C102 102.0(2) . . ? C101 Ru1 C2 160.48(16) . . ? C103 Ru1 C2 93.35(17) . . ? C102 Ru1 C2 98.82(17) . . ? C101 Ru1 Ru3 96.97(13) . . ? C103 Ru1 Ru3 87.57(15) . . ? C102 Ru1 Ru3 161.85(15) . . ? C2 Ru1 Ru3 64.90(10) . . ? C101 Ru1 Ru2 115.26(14) . . ? C103 Ru1 Ru2 137.81(14) . . ? C102 Ru1 Ru2 104.17(16) . . ? C2 Ru1 Ru2 50.41(11) . . ? Ru3 Ru1 Ru2 59.724(10) . . ? C101 Ru1 H100 86.8(16) . . ? C103 Ru1 H100 172.6(16) . . ? C102 Ru1 H100 85.3(16) . . ? C2 Ru1 H100 84.6(16) . . ? Ru3 Ru1 H100 85.2(16) . . ? Ru2 Ru1 H100 37.4(16) . . ? C203 Ru2 C201 92.6(2) . . ? C203 Ru2 C202 98.1(2) . . ? C201 Ru2 C202 96.8(2) . . ? C203 Ru2 C2 93.45(19) . . ? C201 Ru2 C2 157.40(18) . . ? C202 Ru2 C2 103.89(16) . . ? C203 Ru2 Ru3 89.25(14) . . ? C201 Ru2 Ru3 93.20(15) . . ? C202 Ru2 Ru3 167.33(13) . . ? C2 Ru2 Ru3 65.15(9) . . ? C203 Ru2 Ru1 139.01(14) . . ? C201 Ru2 Ru1 113.96(16) . . ? C202 Ru2 Ru1 108.45(14) . . ? C2 Ru2 Ru1 50.66(9) . . ? Ru3 Ru2 Ru1 60.031(10) . . ? C203 Ru2 H100 175.9(17) . . ? C201 Ru2 H100 84.9(16) . . ? C202 Ru2 H100 85.4(17) . . ? C2 Ru2 H100 87.7(15) . . ? Ru3 Ru2 H100 87.7(16) . . ? Ru1 Ru2 H100 40.5(15) . . ? C303 Ru3 C301 91.1(2) . . ? C303 Ru3 C302 95.4(2) . . ? C301 Ru3 C302 98.9(2) . . ? C303 Ru3 N1 162.34(16) . . ? C301 Ru3 N1 99.67(16) . . ? C302 Ru3 N1 96.73(16) . . ? C303 Ru3 Ru2 92.89(14) . . ? C301 Ru3 Ru2 159.41(16) . . ? C302 Ru3 Ru2 100.83(14) . . ? N1 Ru3 Ru2 72.22(8) . . ? C303 Ru3 Ru1 91.73(14) . . ? C301 Ru3 Ru1 99.47(16) . . ? C302 Ru3 Ru1 160.16(14) . . ? N1 Ru3 Ru1 72.80(8) . . ? Ru2 Ru3 Ru1 60.245(10) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 70.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.650 _refine_diff_density_min -0.639 _refine_diff_density_rms 0.136 #============================================================================= # end of cif data for "v143f" (compound 2c) #============================================================================= #============================================================================= # cif data for "v134" (compound 4c) #============================================================================= data_v134 _database_code_depnum_ccdc_archive 'CCDC 832809' #TrackingRef 'CIFs_CommVanesa.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H12 N2 O9 Ru3' _chemical_formula_sum 'C17 H12 N2 O9 Ru3' _chemical_formula_weight 691.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru 0.0552 3.2960 '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 9.8219(2) _cell_length_b 10.5531(2) _cell_length_c 12.9125(3) _cell_angle_alpha 67.189(2) _cell_angle_beta 78.126(2) _cell_angle_gamma 66.617(2) _cell_volume 1130.27(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 29036 _cell_measurement_theta_min 3.72 _cell_measurement_theta_max 74.06 _exptl_crystal_description fragment _exptl_crystal_colour orange _exptl_crystal_size_max 0.1978 _exptl_crystal_size_mid 0.1127 _exptl_crystal_size_min 0.0527 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.032 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 16.477 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.27110 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Onyx, Nova' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33320 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0165 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 74.06 _reflns_number_total 4575 _reflns_number_gt 4471 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution 'DIRDIF-08 (Beurskens et al., 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 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^ > 2\s(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^)+(0.0511P)^2^+0.7375P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00548(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4575 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0289 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0754 _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 C2 C 0.0197(3) 0.4102(3) 0.2771(2) 0.0372(5) Uani 1 1 d . . . C3 C -0.1257(3) 0.5121(3) 0.2580(2) 0.0428(6) Uani 1 1 d . . . C5 C -0.0362(5) 0.7154(4) 0.1842(3) 0.0629(10) Uani 1 1 d . . . C6 C 0.1138(4) 0.6086(4) 0.2020(3) 0.0507(7) Uani 1 1 d . . . C8 C -0.0626(11) 0.8600(6) 0.1430(9) 0.133(3) Uani 1 1 d . . . C10 C -0.2550(4) 0.4622(4) 0.2889(3) 0.0560(8) Uani 1 1 d . . . H10A H -0.3166 0.4966 0.3476 0.084 Uiso 1 1 calc R . . H10B H -0.2203 0.3569 0.3149 0.084 Uiso 1 1 calc R . . H10C H -0.3117 0.5009 0.2241 0.084 Uiso 1 1 calc R . . C9 C -0.3036(5) 0.7649(6) 0.1944(5) 0.0905(16) Uani 1 1 d . . . H9A H -0.3731 0.7146 0.2155 0.136 Uiso 1 1 calc R . . H9B H -0.3107 0.8248 0.1162 0.136 Uiso 1 1 calc R . . H9C H -0.3259 0.8260 0.2392 0.136 Uiso 1 1 calc R . . C7 C 0.2438(6) 0.6595(5) 0.1697(4) 0.0747(12) Uani 1 1 d . . . H7A H 0.2334 0.7234 0.2095 0.112 Uiso 1 1 calc R . . H7B H 0.2474 0.7117 0.0902 0.112 Uiso 1 1 calc R . . H7C H 0.3339 0.5761 0.1888 0.112 Uiso 1 1 calc R . . C101 C 0.1318(4) 0.3271(4) 0.5023(3) 0.0501(7) Uani 1 1 d . . . C102 C -0.1062(4) 0.2332(4) 0.5140(3) 0.0528(8) Uani 1 1 d . . . C103 C 0.1903(4) 0.0389(4) 0.5384(3) 0.0504(7) Uani 1 1 d . . . C201 C -0.0674(4) 0.2189(4) 0.1718(3) 0.0568(8) Uani 1 1 d . . . C202 C 0.2462(4) 0.0486(4) 0.1920(3) 0.0560(8) Uani 1 1 d . . . C203 C 0.1568(4) 0.3434(4) 0.0718(3) 0.0526(8) Uani 1 1 d . . . C301 C 0.4327(4) 0.0693(4) 0.3467(3) 0.0533(8) Uani 1 1 d . . . C302 C 0.4439(5) 0.3010(6) 0.1506(4) 0.0740(12) Uani 1 1 d . . . C303 C 0.4175(4) 0.3257(4) 0.3711(3) 0.0573(8) Uani 1 1 d . . . N1 N 0.1364(3) 0.4696(3) 0.24517(19) 0.0393(5) Uani 1 1 d . . . N4 N -0.1511(3) 0.6563(3) 0.2132(2) 0.0536(7) Uani 1 1 d . . . O101 O 0.1596(4) 0.3896(4) 0.5451(3) 0.0749(8) Uani 1 1 d . . . O102 O -0.2124(4) 0.2403(4) 0.5696(3) 0.0844(10) Uani 1 1 d . . . O103 O 0.2516(3) -0.0710(3) 0.6010(3) 0.0776(9) Uani 1 1 d . . . O201 O -0.1598(4) 0.2130(5) 0.1374(3) 0.0929(11) Uani 1 1 d . . . O202 O 0.3311(4) -0.0534(4) 0.1754(4) 0.0899(10) Uani 1 1 d . . . O203 O 0.1844(4) 0.4203(4) -0.0137(2) 0.0786(9) Uani 1 1 d . . . O301 O 0.5012(4) -0.0519(3) 0.3817(3) 0.0786(8) Uani 1 1 d . . . O302 O 0.5174(5) 0.3100(7) 0.0715(3) 0.1329(19) Uani 1 1 d . . . O303 O 0.4732(4) 0.3598(4) 0.4200(3) 0.0857(10) Uani 1 1 d . . . Ru1 Ru 0.08464(2) 0.22363(2) 0.433074(16) 0.03584(9) Uani 1 1 d . . . Ru2 Ru 0.10766(2) 0.22447(2) 0.214488(17) 0.03801(9) Uani 1 1 d . . . Ru3 Ru 0.32108(2) 0.27120(3) 0.288441(18) 0.04067(9) Uani 1 1 d . . . H8A H -0.145(10) 0.917(10) 0.155(8) 0.16(4) Uiso 1 1 d . . . H8B H 0.032(10) 0.895(9) 0.121(7) 0.16(3) Uiso 1 1 d . . . H100 H 0.078(4) 0.127(4) 0.351(3) 0.050 Uiso 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 C2 0.0405(14) 0.0361(13) 0.0313(12) -0.0088(10) -0.0012(10) -0.0127(11) C3 0.0461(15) 0.0469(16) 0.0285(12) -0.0133(11) -0.0004(11) -0.0099(13) C5 0.080(3) 0.0388(17) 0.057(2) -0.0134(15) 0.0007(18) -0.0128(17) C6 0.071(2) 0.0453(17) 0.0382(15) -0.0115(12) 0.0019(14) -0.0278(16) C8 0.130(6) 0.045(3) 0.189(9) -0.015(4) 0.001(6) -0.024(3) C10 0.0394(16) 0.069(2) 0.0468(17) -0.0149(15) -0.0023(13) -0.0114(15) C9 0.067(3) 0.066(3) 0.098(4) -0.023(2) -0.017(2) 0.018(2) C7 0.098(3) 0.064(2) 0.072(3) -0.015(2) 0.005(2) -0.053(2) C101 0.0562(18) 0.0597(19) 0.0344(14) -0.0181(13) -0.0014(12) -0.0189(15) C102 0.0557(19) 0.0577(19) 0.0395(16) -0.0098(14) 0.0023(14) -0.0236(16) C103 0.0485(17) 0.0521(18) 0.0446(16) -0.0071(14) -0.0067(13) -0.0188(15) C201 0.060(2) 0.063(2) 0.0546(19) -0.0222(16) -0.0113(16) -0.0232(17) C202 0.060(2) 0.0517(19) 0.059(2) -0.0260(16) -0.0055(16) -0.0146(16) C203 0.0567(19) 0.064(2) 0.0368(16) -0.0221(15) -0.0036(13) -0.0155(16) C301 0.0412(16) 0.058(2) 0.0539(19) -0.0234(16) -0.0036(14) -0.0066(15) C302 0.050(2) 0.102(3) 0.057(2) -0.015(2) 0.0022(17) -0.028(2) C303 0.0494(18) 0.063(2) 0.061(2) -0.0167(17) -0.0057(15) -0.0244(16) N1 0.0471(13) 0.0401(12) 0.0329(11) -0.0121(9) 0.0013(9) -0.0196(10) N4 0.0577(16) 0.0428(14) 0.0441(14) -0.0166(11) -0.0050(12) 0.0009(12) O101 0.089(2) 0.095(2) 0.0679(17) -0.0519(17) -0.0042(15) -0.0367(17) O102 0.0628(17) 0.108(3) 0.0676(18) -0.0232(17) 0.0239(15) -0.0358(17) O103 0.0713(18) 0.0603(16) 0.0738(18) 0.0124(14) -0.0246(15) -0.0203(14) O201 0.082(2) 0.120(3) 0.106(3) -0.044(2) -0.0313(19) -0.045(2) O202 0.083(2) 0.0681(19) 0.122(3) -0.059(2) 0.0021(19) -0.0074(16) O203 0.098(2) 0.094(2) 0.0317(12) -0.0041(13) -0.0008(13) -0.0395(18) O301 0.0677(18) 0.0609(18) 0.088(2) -0.0277(15) -0.0158(16) 0.0041(15) O302 0.077(2) 0.215(5) 0.072(2) -0.033(3) 0.038(2) -0.054(3) O303 0.081(2) 0.106(3) 0.099(2) -0.041(2) -0.0194(18) -0.049(2) Ru1 0.03959(14) 0.03848(14) 0.02764(12) -0.00872(9) -0.00083(8) -0.01499(10) Ru2 0.04285(14) 0.04045(14) 0.03279(13) -0.01485(9) -0.00359(9) -0.01379(10) Ru3 0.03464(14) 0.04849(15) 0.03777(14) -0.01341(10) -0.00039(9) -0.01563(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C2 C3 1.406(4) . ? C2 N1 1.432(4) . ? C2 Ru1 2.190(3) . ? C2 Ru2 2.199(3) . ? C3 N4 1.337(4) . ? C3 C10 1.487(5) . ? C5 C8 1.339(7) . ? C5 N4 1.416(6) . ? C5 C6 1.454(6) . ? C6 N1 1.293(4) . ? C6 C7 1.498(5) . ? C8 H8A 0.82(9) . ? C8 H8B 1.08(9) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C9 N4 1.479(5) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C101 O101 1.141(4) . ? C101 Ru1 1.880(3) . ? C102 O102 1.132(4) . ? C102 Ru1 1.934(3) . ? C103 O103 1.131(4) . ? C103 Ru1 1.910(3) . ? C201 O201 1.121(5) . ? C201 Ru2 1.939(4) . ? C202 O202 1.137(5) . ? C202 Ru2 1.905(4) . ? C203 O203 1.143(4) . ? C203 Ru2 1.878(4) . ? C301 O301 1.134(5) . ? C301 Ru3 1.884(4) . ? C302 O302 1.118(5) . ? C302 Ru3 1.924(4) . ? C303 O303 1.141(5) . ? C303 Ru3 1.922(4) . ? N1 Ru3 2.117(3) . ? Ru1 Ru3 2.7471(3) . ? Ru1 Ru2 2.7816(3) . ? Ru1 H100 1.76(4) . ? Ru2 Ru3 2.7493(3) . ? Ru2 H100 1.69(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 C2 N1 116.4(3) . . ? C3 C2 Ru1 124.2(2) . . ? N1 C2 Ru1 105.62(18) . . ? C3 C2 Ru2 121.6(2) . . ? N1 C2 Ru2 103.39(18) . . ? Ru1 C2 Ru2 78.65(9) . . ? N4 C3 C2 120.8(3) . . ? N4 C3 C10 118.4(3) . . ? C2 C3 C10 120.8(3) . . ? C8 C5 N4 122.7(6) . . ? C8 C5 C6 121.6(6) . . ? N4 C5 C6 115.7(3) . . ? N1 C6 C5 120.6(3) . . ? N1 C6 C7 119.5(4) . . ? C5 C6 C7 120.0(3) . . ? C5 C8 H8A 119(7) . . ? C5 C8 H8B 117(5) . . ? H8A C8 H8B 120(8) . . ? C3 C10 H10A 109.5 . . ? C3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C9 H9A 109.5 . . ? N4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O101 C101 Ru1 179.4(3) . . ? O102 C102 Ru1 173.1(4) . . ? O103 C103 Ru1 179.3(3) . . ? O201 C201 Ru2 172.8(4) . . ? O202 C202 Ru2 177.6(4) . . ? O203 C203 Ru2 177.4(3) . . ? O301 C301 Ru3 179.3(3) . . ? O302 C302 Ru3 176.0(6) . . ? O303 C303 Ru3 179.1(4) . . ? C6 N1 C2 123.6(3) . . ? C6 N1 Ru3 137.2(2) . . ? C2 N1 Ru3 99.17(17) . . ? C3 N4 C5 122.8(3) . . ? C3 N4 C9 121.5(4) . . ? C5 N4 C9 115.7(3) . . ? C101 Ru1 C103 91.93(15) . . ? C101 Ru1 C102 96.09(15) . . ? C103 Ru1 C102 94.15(14) . . ? C101 Ru1 C2 94.74(13) . . ? C103 Ru1 C2 162.24(13) . . ? C102 Ru1 C2 101.48(12) . . ? C101 Ru1 Ru3 82.37(10) . . ? C103 Ru1 Ru3 98.46(10) . . ? C102 Ru1 Ru3 167.34(10) . . ? C2 Ru1 Ru3 66.26(7) . . ? C101 Ru1 Ru2 135.47(10) . . ? C103 Ru1 Ru2 114.40(11) . . ? C102 Ru1 Ru2 115.77(11) . . ? C2 Ru1 Ru2 50.81(7) . . ? Ru3 Ru1 Ru2 59.637(8) . . ? C101 Ru1 H100 167.3(12) . . ? C103 Ru1 H100 87.9(12) . . ? C102 Ru1 H100 96.6(12) . . ? C2 Ru1 H100 82.0(12) . . ? Ru3 Ru1 H100 85.1(12) . . ? Ru2 Ru1 H100 35.5(12) . . ? C203 Ru2 C202 92.82(16) . . ? C203 Ru2 C201 96.07(15) . . ? C202 Ru2 C201 97.52(16) . . ? C203 Ru2 C2 91.39(13) . . ? C202 Ru2 C2 157.67(13) . . ? C201 Ru2 C2 103.83(14) . . ? C203 Ru2 Ru3 85.30(11) . . ? C202 Ru2 Ru3 92.39(11) . . ? C201 Ru2 Ru3 169.91(12) . . ? C2 Ru2 Ru3 66.12(7) . . ? C203 Ru2 Ru1 134.94(11) . . ? C202 Ru2 Ru1 114.22(11) . . ? C201 Ru2 Ru1 113.98(11) . . ? C2 Ru2 Ru1 50.53(7) . . ? Ru3 Ru2 Ru1 59.558(7) . . ? C203 Ru2 H100 171.4(13) . . ? C202 Ru2 H100 89.5(13) . . ? C201 Ru2 H100 91.8(13) . . ? C2 Ru2 H100 83.4(13) . . ? Ru3 Ru2 H100 86.3(13) . . ? Ru1 Ru2 H100 37.3(13) . . ? C301 Ru3 C303 94.14(16) . . ? C301 Ru3 C302 93.52(19) . . ? C303 Ru3 C302 98.27(19) . . ? C301 Ru3 N1 160.49(13) . . ? C303 Ru3 N1 97.10(14) . . ? C302 Ru3 N1 100.56(16) . . ? C301 Ru3 Ru1 89.48(11) . . ? C303 Ru3 Ru1 102.58(11) . . ? C302 Ru3 Ru1 158.66(14) . . ? N1 Ru3 Ru1 72.55(6) . . ? C301 Ru3 Ru2 93.35(11) . . ? C303 Ru3 Ru2 161.70(12) . . ? C302 Ru3 Ru2 97.90(14) . . ? N1 Ru3 Ru2 71.51(6) . . ? Ru1 Ru3 Ru2 60.805(8) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 74.06 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.652 _refine_diff_density_min -1.167 _refine_diff_density_rms 0.124 #============================================================================= # end of cif data for "v134" (compound 4c) #============================================================================= #============================================================================= # end of cif file #=============================================================================