# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_section_title ;Ru(II) and Os(II) mixed-chelates derived from imidazole-4,5-dicarboxylic acid and 2, 2?-bipyridine as colorimetric sensors for anions: synthesis, characterization and binding studies ; _publ_contact_author_name 'Sujoy Baitalik' _publ_contact_author_email SBAITALIK@HOTMAIL.COM loop_ _publ_author_name 'Sujoy Baitalik' 'Chanchal Bhaumik' 'Shyamal Das' 'Supriya Dutta' 'Debasish Saha' # Attachment '1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 745942' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H19 Cl N6 O10 Ru' _chemical_formula_weight 699.98 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.4116(19) _cell_length_b 12.8957(17) _cell_length_c 15.0960(19) _cell_angle_alpha 90.00 _cell_angle_beta 116.072(3) _cell_angle_gamma 90.00 _cell_volume 2694.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rectangular _exptl_crystal_colour pink _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.751 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8893 _exptl_absorpt_correction_T_max 0.9706 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _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 graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 31765 _diffrn_reflns_av_R_equivalents 0.1328 _diffrn_reflns_av_sigmaI/netI 0.0842 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.44 _reflns_number_total 4959 _reflns_number_gt 3180 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction 'SAINT (Bruker, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2002)' _computing_publication_material 'SHELXTL (Bruker, 2002)' _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^)+(0.0689P)^2^+20.1781P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4959 _refine_ls_number_parameters 401 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1184 _refine_ls_R_factor_gt 0.0672 _refine_ls_wR_factor_ref 0.1806 _refine_ls_wR_factor_gt 0.1523 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0931(5) 0.1378(5) -0.0509(5) 0.0238(16) Uani 1 1 d . . . C2 C 0.1518(6) 0.1979(6) 0.1007(6) 0.0255(17) Uani 1 1 d . . . H2 H 0.1641 0.2054 0.1678 0.031 Uiso 1 1 calc R . . C3 C 0.1541(5) 0.2190(5) -0.0404(5) 0.0234(16) Uani 1 1 d . . . C4 C 0.1870(6) 0.2713(6) -0.1081(6) 0.0266(18) Uani 1 1 d . . . C5 C 0.0359(6) 0.0713(6) -0.1357(6) 0.0279(18) Uani 1 1 d . . . C6 C 0.1232(6) 0.5260(6) -0.0297(6) 0.0327(19) Uani 1 1 d . . . H6 H 0.1251 0.5001 -0.0878 0.039 Uiso 1 1 calc R . . C7 C 0.0603(6) 0.6058(6) -0.0387(7) 0.038(2) Uani 1 1 d . . . H7 H 0.0207 0.6351 -0.1014 0.045 Uiso 1 1 calc R . . C8 C 0.0560(6) 0.6419(7) 0.0448(7) 0.042(2) Uani 1 1 d . . . H8 H 0.0137 0.6973 0.0406 0.050 Uiso 1 1 calc R . . C9 C 0.1144(6) 0.5966(6) 0.1365(6) 0.034(2) Uani 1 1 d . . . H9 H 0.1108 0.6191 0.1947 0.041 Uiso 1 1 calc R . . C10 C 0.1776(5) 0.5180(5) 0.1400(6) 0.0250(17) Uani 1 1 d . . . C11 C 0.2469(5) 0.4717(5) 0.2321(5) 0.0217(16) Uani 1 1 d . . . C12 C 0.2542(6) 0.4964(6) 0.3243(6) 0.0319(19) Uani 1 1 d . . . H12 H 0.2087 0.5423 0.3300 0.038 Uiso 1 1 calc R . . C13 C 0.3265(7) 0.4550(6) 0.4071(6) 0.036(2) Uani 1 1 d . . . H13 H 0.3314 0.4709 0.4706 0.043 Uiso 1 1 calc R . . C14 C 0.3934(6) 0.3888(6) 0.3968(6) 0.037(2) Uani 1 1 d . . . H14 H 0.4453 0.3599 0.4530 0.044 Uiso 1 1 calc R . . C15 C 0.3823(6) 0.3667(6) 0.3037(6) 0.0327(19) Uani 1 1 d . . . H15 H 0.4276 0.3213 0.2970 0.039 Uiso 1 1 calc R . . C16 C 0.3781(6) 0.5835(6) 0.0710(6) 0.0309(19) Uani 1 1 d . . . H16 H 0.3157 0.6124 0.0518 0.037 Uiso 1 1 calc R . . C17 C 0.4526(7) 0.6475(6) 0.0777(6) 0.039(2) Uani 1 1 d . . . H17 H 0.4405 0.7190 0.0620 0.047 Uiso 1 1 calc R . . C18 C 0.5429(7) 0.6092(7) 0.1066(6) 0.040(2) Uani 1 1 d . . . H18 H 0.5947 0.6530 0.1124 0.048 Uiso 1 1 calc R . . C19 C 0.5576(6) 0.5035(7) 0.1276(6) 0.036(2) Uani 1 1 d . . . H19 H 0.6200 0.4741 0.1481 0.043 Uiso 1 1 calc R . . C20 C 0.4812(6) 0.4421(6) 0.1183(6) 0.0281(18) Uani 1 1 d . . . C21 C 0.4890(6) 0.3290(6) 0.1352(6) 0.0305(18) Uani 1 1 d . . . C22 C 0.5747(7) 0.2751(7) 0.1657(7) 0.041(2) Uani 1 1 d . . . H22 H 0.6326 0.3095 0.1751 0.049 Uiso 1 1 calc R . . C23 C 0.5739(7) 0.1696(7) 0.1820(7) 0.047(2) Uani 1 1 d . . . H23 H 0.6322 0.1310 0.2043 0.056 Uiso 1 1 calc R . . C24 C 0.4897(7) 0.1212(7) 0.1660(6) 0.040(2) Uani 1 1 d . . . H24 H 0.4884 0.0484 0.1753 0.048 Uiso 1 1 calc R . . C25 C 0.4076(6) 0.1784(6) 0.1365(6) 0.0320(19) Uani 1 1 d . . . H25 H 0.3497 0.1445 0.1278 0.038 Uiso 1 1 calc R . . N1 N 0.0933(5) 0.1268(5) 0.0390(5) 0.0259(14) Uani 1 1 d . . . N2 N 0.1902(5) 0.2567(4) 0.0549(4) 0.0237(14) Uani 1 1 d . . . N3 N 0.1818(5) 0.4834(4) 0.0569(5) 0.0238(14) Uani 1 1 d . . . N4 N 0.3110(5) 0.4054(4) 0.2213(5) 0.0253(14) Uani 1 1 d . . . N5 N 0.3912(5) 0.4813(5) 0.0910(5) 0.0274(15) Uani 1 1 d . . . N6 N 0.4048(5) 0.2812(5) 0.1193(5) 0.0271(15) Uani 1 1 d . . . O1 O 0.2465(4) 0.3447(4) -0.0708(4) 0.0267(12) Uani 1 1 d . . . O2 O 0.1548(4) 0.2408(4) -0.1954(4) 0.0326(13) Uani 1 1 d . . . O3 O -0.0165(5) 0.0036(5) -0.1296(4) 0.0456(17) Uani 1 1 d . . . O4 O 0.0433(4) 0.0891(4) -0.2172(4) 0.0366(14) Uani 1 1 d . . . H4 H 0.0814 0.1387 -0.2086 0.055 Uiso 1 1 calc R . . O5 O 0.3719(7) 0.6108(9) 0.6127(9) 0.130(4) Uani 1 1 d . . . O6 O 0.1994(9) 0.5773(9) 0.4984(9) 0.128(4) Uani 1 1 d . . . O7 O 0.2550(7) 0.7138(6) 0.6049(9) 0.131(5) Uani 1 1 d . . . O8 O 0.2720(13) 0.5352(11) 0.6464(13) 0.164(9) Uani 0.70 1 d P . . O9 O 0.2155(9) 0.575(2) 0.8133(11) 0.330(17) Uani 1 1 d . . . O10 O 0.128(3) 0.7188(15) 0.3315(11) 0.50(3) Uani 1 1 d . . . O11 O 0.181(3) 0.625(3) 0.631(2) 0.129(15) Uani 0.30 1 d P . . Cl1 Cl 0.2620(3) 0.6182(2) 0.5870(2) 0.0837(11) Uani 1 1 d . . . Ru1 Ru 0.28810(5) 0.37627(4) 0.08146(5) 0.0232(2) Uani 1 1 d . . . H1 H 0.055(7) 0.091(8) 0.048(8) 0.06(4) 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 C1 0.028(4) 0.017(4) 0.027(4) 0.001(3) 0.013(3) 0.000(3) C2 0.035(5) 0.023(4) 0.023(4) 0.000(3) 0.016(4) 0.004(3) C3 0.030(4) 0.020(4) 0.021(4) -0.002(3) 0.012(4) 0.001(3) C4 0.033(5) 0.020(4) 0.031(5) 0.005(3) 0.019(4) 0.003(3) C5 0.034(5) 0.029(4) 0.020(4) -0.003(3) 0.011(4) -0.001(4) C6 0.039(5) 0.029(4) 0.023(4) 0.005(4) 0.007(4) 0.000(4) C7 0.038(5) 0.033(5) 0.035(5) 0.006(4) 0.010(4) 0.003(4) C8 0.037(5) 0.036(5) 0.054(6) 0.010(4) 0.020(5) 0.015(4) C9 0.037(5) 0.031(4) 0.035(5) 0.005(4) 0.016(4) 0.008(4) C10 0.023(4) 0.019(4) 0.033(5) -0.004(3) 0.012(4) -0.007(3) C11 0.023(4) 0.015(3) 0.028(4) 0.001(3) 0.012(3) -0.003(3) C12 0.041(5) 0.020(4) 0.040(5) 0.002(4) 0.022(4) 0.001(3) C13 0.059(6) 0.024(4) 0.029(5) 0.001(4) 0.023(5) 0.006(4) C14 0.042(5) 0.030(5) 0.032(5) 0.007(4) 0.011(4) 0.012(4) C15 0.040(5) 0.023(4) 0.031(5) 0.001(4) 0.011(4) 0.007(4) C16 0.040(5) 0.023(4) 0.033(5) -0.003(3) 0.019(4) -0.001(4) C17 0.064(7) 0.021(4) 0.035(5) -0.006(3) 0.023(5) -0.012(4) C18 0.046(6) 0.042(5) 0.038(5) -0.010(4) 0.024(4) -0.022(4) C19 0.030(5) 0.041(5) 0.035(5) -0.007(4) 0.013(4) -0.013(4) C20 0.030(5) 0.032(4) 0.024(4) -0.005(3) 0.012(4) 0.000(4) C21 0.035(5) 0.031(4) 0.031(5) -0.003(4) 0.019(4) 0.002(4) C22 0.039(5) 0.043(5) 0.039(5) 0.003(4) 0.017(4) 0.006(4) C23 0.049(6) 0.050(6) 0.033(5) 0.009(4) 0.011(5) 0.027(5) C24 0.053(6) 0.029(4) 0.036(5) 0.001(4) 0.017(4) 0.006(5) C25 0.047(5) 0.021(4) 0.030(5) 0.001(3) 0.019(4) 0.006(4) N1 0.032(4) 0.023(3) 0.025(4) 0.004(3) 0.015(3) 0.000(3) N2 0.033(4) 0.020(3) 0.021(3) 0.002(3) 0.014(3) 0.005(3) N3 0.031(4) 0.017(3) 0.025(4) 0.000(3) 0.014(3) -0.004(3) N4 0.030(4) 0.013(3) 0.032(4) 0.003(3) 0.013(3) 0.001(3) N5 0.033(4) 0.026(3) 0.023(4) -0.005(3) 0.012(3) -0.003(3) N6 0.041(4) 0.020(3) 0.022(4) -0.002(3) 0.015(3) 0.003(3) O1 0.037(3) 0.021(3) 0.025(3) -0.001(2) 0.017(3) -0.005(2) O2 0.045(4) 0.034(3) 0.021(3) 0.000(2) 0.016(3) -0.010(3) O3 0.058(4) 0.052(4) 0.028(3) -0.005(3) 0.019(3) -0.032(3) O4 0.054(4) 0.034(3) 0.027(3) -0.005(2) 0.022(3) -0.018(3) O5 0.083(7) 0.134(10) 0.174(12) -0.025(8) 0.056(8) 0.036(7) O6 0.142(10) 0.121(9) 0.142(10) -0.080(8) 0.083(8) -0.060(8) O7 0.088(7) 0.035(5) 0.195(12) -0.016(6) -0.007(7) 0.001(5) O8 0.142(15) 0.074(10) 0.150(16) 0.065(10) -0.051(12) -0.021(10) O9 0.060(8) 0.83(5) 0.112(11) -0.02(2) 0.044(8) -0.076(17) O10 1.17(7) 0.221(18) 0.115(11) 0.084(12) 0.28(3) 0.43(3) O11 0.21(4) 0.16(3) 0.08(2) 0.00(2) 0.12(3) 0.03(3) Cl1 0.126(3) 0.0525(17) 0.0550(18) -0.0180(15) 0.0234(19) 0.0213(19) Ru1 0.0308(4) 0.0151(3) 0.0243(3) 0.0005(3) 0.0127(3) 0.0009(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 C1 N1 1.364(9) . ? C1 C3 1.368(10) . ? C1 C5 1.469(10) . ? C2 N2 1.328(9) . ? C2 N1 1.335(10) . ? C3 N2 1.383(9) . ? C3 C4 1.487(10) . ? C4 O2 1.250(9) . ? C4 O1 1.265(9) . ? C5 O3 1.220(9) . ? C5 O4 1.305(9) . ? C6 N3 1.337(10) . ? C6 C7 1.380(11) . ? C7 C8 1.373(12) . ? C8 C9 1.405(12) . ? C9 C10 1.390(10) . ? C10 N3 1.359(9) . ? C10 C11 1.458(10) . ? C11 N4 1.369(9) . ? C11 C12 1.383(11) . ? C12 C13 1.366(11) . ? C13 C14 1.399(11) . ? C14 C15 1.369(11) . ? C15 N4 1.342(10) . ? C16 N5 1.347(10) . ? C16 C17 1.382(11) . ? C17 C18 1.355(13) . ? C18 C19 1.396(12) . ? C19 C20 1.374(11) . ? C20 N5 1.358(10) . ? C20 C21 1.476(11) . ? C21 N6 1.359(10) . ? C21 C22 1.380(12) . ? C22 C23 1.383(13) . ? C23 C24 1.363(13) . ? C24 C25 1.361(11) . ? C25 N6 1.347(9) . ? N2 Ru1 2.069(6) . ? N3 Ru1 2.049(6) . ? N4 Ru1 2.017(6) . ? N5 Ru1 2.045(6) . ? N6 Ru1 2.040(6) . ? O1 Ru1 2.137(5) . ? O5 Cl1 1.566(10) . ? O6 Cl1 1.366(10) . ? O7 Cl1 1.278(8) . ? O7 O11 1.78(4) . ? O8 Cl1 1.361(14) . ? O8 O11 1.76(4) . ? O11 Cl1 1.66(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C3 105.3(6) . . ? N1 C1 C5 122.9(7) . . ? C3 C1 C5 131.8(7) . . ? N2 C2 N1 110.3(7) . . ? C1 C3 N2 109.4(6) . . ? C1 C3 C4 133.8(7) . . ? N2 C3 C4 116.9(6) . . ? O2 C4 O1 125.3(7) . . ? O2 C4 C3 119.0(7) . . ? O1 C4 C3 115.7(7) . . ? O3 C5 O4 122.1(7) . . ? O3 C5 C1 121.1(7) . . ? O4 C5 C1 116.8(7) . . ? N3 C6 C7 123.1(8) . . ? C8 C7 C6 118.6(8) . . ? C7 C8 C9 119.7(8) . . ? C10 C9 C8 118.4(8) . . ? N3 C10 C9 121.4(7) . . ? N3 C10 C11 115.7(7) . . ? C9 C10 C11 122.8(7) . . ? N4 C11 C12 121.3(7) . . ? N4 C11 C10 114.0(6) . . ? C12 C11 C10 124.6(7) . . ? C13 C12 C11 120.2(8) . . ? C12 C13 C14 118.8(8) . . ? C15 C14 C13 118.4(8) . . ? N4 C15 C14 123.7(7) . . ? N5 C16 C17 122.0(8) . . ? C18 C17 C16 120.6(8) . . ? C17 C18 C19 118.0(8) . . ? C20 C19 C18 119.6(8) . . ? N5 C20 C19 122.1(8) . . ? N5 C20 C21 114.6(7) . . ? C19 C20 C21 123.4(8) . . ? N6 C21 C22 122.0(8) . . ? N6 C21 C20 114.7(7) . . ? C22 C21 C20 123.3(8) . . ? C21 C22 C23 118.2(9) . . ? C24 C23 C22 120.1(9) . . ? C25 C24 C23 119.0(9) . . ? N6 C25 C24 122.9(8) . . ? C2 N1 C1 109.1(6) . . ? C2 N2 C3 105.8(6) . . ? C2 N2 Ru1 141.1(5) . . ? C3 N2 Ru1 113.0(5) . . ? C6 N3 C10 118.8(7) . . ? C6 N3 Ru1 126.6(5) . . ? C10 N3 Ru1 114.4(5) . . ? C15 N4 C11 117.5(7) . . ? C15 N4 Ru1 126.5(5) . . ? C11 N4 Ru1 115.9(5) . . ? C16 N5 C20 117.7(7) . . ? C16 N5 Ru1 126.6(6) . . ? C20 N5 Ru1 115.6(5) . . ? C25 N6 C21 117.7(7) . . ? C25 N6 Ru1 126.5(6) . . ? C21 N6 Ru1 115.6(5) . . ? C4 O1 Ru1 115.9(5) . . ? Cl1 O7 O11 63.1(11) . . ? Cl1 O8 O11 62.8(12) . . ? Cl1 O11 O8 46.9(11) . . ? Cl1 O11 O7 43.4(9) . . ? O8 O11 O7 84.2(17) . . ? O7 Cl1 O8 128.0(12) . . ? O7 Cl1 O6 119.5(8) . . ? O8 Cl1 O6 99.7(9) . . ? O7 Cl1 O5 100.9(7) . . ? O8 Cl1 O5 89.6(10) . . ? O6 Cl1 O5 116.2(7) . . ? O7 Cl1 O11 73.5(14) . . ? O8 Cl1 O11 70.4(16) . . ? O6 Cl1 O11 94.6(15) . . ? O5 Cl1 O11 146.0(14) . . ? N4 Ru1 N6 95.3(2) . . ? N4 Ru1 N5 91.7(2) . . ? N6 Ru1 N5 79.4(3) . . ? N4 Ru1 N3 79.7(2) . . ? N6 Ru1 N3 173.0(2) . . ? N5 Ru1 N3 95.8(2) . . ? N4 Ru1 N2 96.8(2) . . ? N6 Ru1 N2 94.9(2) . . ? N5 Ru1 N2 170.1(2) . . ? N3 Ru1 N2 90.6(2) . . ? N4 Ru1 O1 173.4(2) . . ? N6 Ru1 O1 89.9(2) . . ? N5 Ru1 O1 93.3(2) . . ? N3 Ru1 O1 95.5(2) . . ? N2 Ru1 O1 78.5(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.44 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.546 _refine_diff_density_min -1.471 _refine_diff_density_rms 0.139 # Attachment '3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 745943' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H21 N7 O4 Ru' _chemical_formula_weight 608.58 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' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2456(11) _cell_length_b 12.1346(15) _cell_length_c 12.4524(15) _cell_angle_alpha 108.250(3) _cell_angle_beta 100.483(3) _cell_angle_gamma 97.162(3) _cell_volume 1279.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9877 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 27.52 _exptl_crystal_description rectangular _exptl_crystal_colour red _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 0.661 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7552 _exptl_absorpt_correction_T_max 0.8365 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\p and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 14807 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4471 _reflns_number_gt 4210 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0428P)^2^+0.7200P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4471 _refine_ls_number_parameters 436 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0236 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0613 _refine_ls_wR_factor_gt 0.0594 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 0.284860(15) 0.311976(13) 0.204120(12) 0.01459(7) Uani 1 1 d . . . C1 C 0.5581(2) 0.26994(18) 0.34885(17) 0.0203(4) Uani 1 1 d . . . C2 C 0.7074(2) 0.2646(2) 0.37901(18) 0.0247(4) Uani 1 1 d . . . C3 C 0.8016(2) 0.2868(2) 0.31054(19) 0.0256(5) Uani 1 1 d . . . C4 C 0.7432(2) 0.31255(18) 0.21298(18) 0.0219(4) Uani 1 1 d . . . C5 C 0.5920(2) 0.31413(17) 0.18512(16) 0.0176(4) Uani 1 1 d . . . C6 C 0.5173(2) 0.33254(17) 0.07905(17) 0.0184(4) Uani 1 1 d . . . C7 C 0.5890(2) 0.34613(19) -0.00586(18) 0.0234(4) Uani 1 1 d . . . C8 C 0.5062(3) 0.3560(2) -0.10537(19) 0.0266(5) Uani 1 1 d . . . C9 C 0.3535(2) 0.3530(2) -0.11716(18) 0.0270(5) Uani 1 1 d . . . C10 C 0.2884(2) 0.34140(19) -0.02925(18) 0.0227(4) Uani 1 1 d . . . C11 C 0.2044(2) 0.36056(19) 0.43997(17) 0.0198(4) Uani 1 1 d . . . C12 C 0.1577(2) 0.3307(2) 0.52815(18) 0.0228(4) Uani 1 1 d . . . C13 C 0.1163(2) 0.2126(2) 0.51419(18) 0.0248(5) Uani 1 1 d . . . C14 C 0.1187(2) 0.1280(2) 0.40998(18) 0.0233(4) Uani 1 1 d . . . C15 C 0.1634(2) 0.16312(18) 0.32310(17) 0.0184(4) Uani 1 1 d . . . C16 C 0.1651(2) 0.08016(18) 0.20819(17) 0.0192(4) Uani 1 1 d . . . C17 C 0.1158(2) -0.04069(19) 0.17323(19) 0.0243(4) Uani 1 1 d . . . C18 C 0.1210(2) -0.1117(2) 0.06276(19) 0.0276(5) Uani 1 1 d . . . C19 C 0.1740(3) -0.0589(2) -0.0097(2) 0.0282(5) Uani 1 1 d . . . C20 C 0.2204(2) 0.06210(19) 0.02922(18) 0.0230(4) Uani 1 1 d . . . C21 C 0.4351(2) 0.58317(18) 0.35278(17) 0.0191(4) Uani 1 1 d . . . C22 C 0.2504(2) 0.66432(18) 0.31383(17) 0.0194(4) Uani 1 1 d . . . C23 C 0.2080(2) 0.54356(17) 0.25347(16) 0.0171(4) Uani 1 1 d . . . C24 C 0.1596(2) 0.75689(18) 0.31945(17) 0.0209(4) Uani 1 1 d . . . C25 C 0.0696(2) 0.46209(17) 0.17538(16) 0.0182(4) Uani 1 1 d . . . C26 C 0.5584(4) 0.9612(3) 0.3634(3) 0.0458(7) Uani 1 1 d . . . C27 C 0.6733(3) 0.9608(2) 0.2970(2) 0.0417(6) Uani 1 1 d . . . H1 H 0.492(3) 0.256(2) 0.395(2) 0.024(6) Uiso 1 1 d . . . H2 H 0.741(3) 0.246(2) 0.444(2) 0.034(7) Uiso 1 1 d . . . H3 H 0.894(3) 0.283(2) 0.328(2) 0.030(6) Uiso 1 1 d . . . H4 H 0.801(3) 0.332(2) 0.168(2) 0.023(6) Uiso 1 1 d . . . H7 H 0.688(3) 0.354(2) 0.009(2) 0.024(6) Uiso 1 1 d . . . H8 H 0.551(3) 0.366(2) -0.160(2) 0.035(7) Uiso 1 1 d . . . H9 H 0.291(3) 0.360(2) -0.185(2) 0.032(6) Uiso 1 1 d . . . H10 H 0.186(3) 0.340(2) -0.035(2) 0.026(6) Uiso 1 1 d . . . H11 H 0.231(2) 0.434(2) 0.4480(18) 0.014(5) Uiso 1 1 d . . . H12 H 0.154(3) 0.391(2) 0.592(2) 0.022(6) Uiso 1 1 d . . . H13 H 0.087(3) 0.191(2) 0.572(2) 0.031(6) Uiso 1 1 d . . . H14 H 0.097(2) 0.055(2) 0.3987(19) 0.017(6) Uiso 1 1 d . . . H17 H 0.079(3) -0.073(2) 0.221(2) 0.023(6) Uiso 1 1 d . . . H18 H 0.089(3) -0.191(2) 0.037(2) 0.029(6) Uiso 1 1 d . . . H19 H 0.174(3) -0.103(2) -0.088(2) 0.025(6) Uiso 1 1 d . . . H20 H 0.254(3) 0.101(2) -0.019(2) 0.024(6) Uiso 1 1 d . . . H21 H 0.533(3) 0.5711(19) 0.3839(18) 0.017(5) Uiso 1 1 d . . . H2A H 0.003(4) 0.660(3) 0.220(3) 0.062(12) Uiso 1 1 d . . . H26A H 0.541(3) 0.888(3) 0.376(3) 0.054(9) Uiso 1 1 d . . . H26B H 0.600(4) 1.026(3) 0.435(3) 0.077(11) Uiso 1 1 d . . . H26C H 0.474(4) 0.973(3) 0.322(3) 0.076(12) Uiso 1 1 d . . . N1 N 0.49865(18) 0.29509(14) 0.25364(14) 0.0169(3) Uani 1 1 d . . . N2 N 0.36777(18) 0.33060(14) 0.06818(14) 0.0176(3) Uani 1 1 d . . . N3 N 0.20964(17) 0.27931(15) 0.33878(14) 0.0169(3) Uani 1 1 d . . . N4 N 0.21682(18) 0.13221(15) 0.13696(14) 0.0179(3) Uani 1 1 d . . . N5 N 0.32703(17) 0.49251(14) 0.27975(13) 0.0169(3) Uani 1 1 d . . . N6 N 0.39526(19) 0.68907(15) 0.37687(14) 0.0199(4) Uani 1 1 d . . . N7 N 0.7639(3) 0.9633(2) 0.2460(2) 0.0622(7) Uani 1 1 d . . . O1 O 0.20293(17) 0.85795(13) 0.38538(13) 0.0281(3) Uani 1 1 d . . . O2 O 0.02338(17) 0.72401(15) 0.24942(14) 0.0250(3) Uani 1 1 d . . . O3 O -0.04356(15) 0.50274(12) 0.14453(12) 0.0230(3) Uani 1 1 d . . . O4 O 0.07392(14) 0.35244(12) 0.14403(12) 0.0190(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.01257(10) 0.01839(10) 0.01426(10) 0.00664(7) 0.00464(6) 0.00328(6) C1 0.0201(10) 0.0267(11) 0.0163(10) 0.0086(8) 0.0063(8) 0.0064(8) C2 0.0230(11) 0.0337(12) 0.0184(10) 0.0098(9) 0.0036(8) 0.0090(9) C3 0.0148(11) 0.0347(12) 0.0250(11) 0.0075(9) 0.0027(8) 0.0069(9) C4 0.0185(10) 0.0250(11) 0.0235(10) 0.0083(9) 0.0087(8) 0.0036(8) C5 0.0183(10) 0.0167(10) 0.0181(9) 0.0049(8) 0.0067(8) 0.0035(7) C6 0.0187(10) 0.0183(10) 0.0183(10) 0.0060(8) 0.0053(8) 0.0036(8) C7 0.0195(11) 0.0281(11) 0.0264(11) 0.0122(9) 0.0096(9) 0.0051(8) C8 0.0296(12) 0.0337(12) 0.0229(11) 0.0140(10) 0.0136(9) 0.0065(9) C9 0.0290(12) 0.0335(12) 0.0212(11) 0.0140(9) 0.0050(9) 0.0057(9) C10 0.0187(11) 0.0306(12) 0.0211(10) 0.0118(9) 0.0046(8) 0.0055(8) C11 0.0144(9) 0.0243(11) 0.0205(10) 0.0068(9) 0.0047(8) 0.0049(8) C12 0.0182(10) 0.0333(12) 0.0164(10) 0.0060(9) 0.0059(8) 0.0067(9) C13 0.0215(10) 0.0366(13) 0.0217(11) 0.0145(10) 0.0093(8) 0.0067(9) C14 0.0240(11) 0.0239(12) 0.0251(11) 0.0119(9) 0.0078(8) 0.0033(9) C15 0.0126(9) 0.0237(10) 0.0191(10) 0.0072(8) 0.0032(7) 0.0048(8) C16 0.0146(9) 0.0233(10) 0.0200(10) 0.0084(8) 0.0031(8) 0.0040(8) C17 0.0225(11) 0.0255(11) 0.0268(11) 0.0118(9) 0.0058(9) 0.0044(8) C18 0.0289(12) 0.0200(11) 0.0295(12) 0.0043(9) 0.0034(9) 0.0042(9) C19 0.0299(12) 0.0272(12) 0.0227(11) 0.0018(9) 0.0053(9) 0.0070(9) C20 0.0244(11) 0.0251(11) 0.0192(10) 0.0057(9) 0.0071(8) 0.0057(9) C21 0.0155(10) 0.0255(11) 0.0172(9) 0.0091(8) 0.0043(8) 0.0020(8) C22 0.0201(10) 0.0232(10) 0.0162(9) 0.0080(8) 0.0064(8) 0.0023(8) C23 0.0160(9) 0.0217(10) 0.0164(9) 0.0084(8) 0.0067(7) 0.0041(8) C24 0.0236(10) 0.0240(11) 0.0193(10) 0.0108(9) 0.0093(8) 0.0045(8) C25 0.0151(9) 0.0235(11) 0.0181(9) 0.0088(8) 0.0069(8) 0.0025(8) C26 0.0454(17) 0.0415(17) 0.0463(17) 0.0117(14) 0.0169(14) -0.0061(13) C27 0.0503(16) 0.0320(14) 0.0365(14) 0.0050(11) 0.0140(12) -0.0018(11) N1 0.0168(8) 0.0181(8) 0.0154(8) 0.0047(7) 0.0048(6) 0.0033(6) N2 0.0162(8) 0.0196(8) 0.0179(8) 0.0075(7) 0.0043(6) 0.0033(6) N3 0.0117(8) 0.0223(9) 0.0166(8) 0.0066(7) 0.0028(6) 0.0044(6) N4 0.0154(8) 0.0217(9) 0.0174(8) 0.0068(7) 0.0047(6) 0.0046(6) N5 0.0147(8) 0.0208(9) 0.0163(8) 0.0075(7) 0.0045(6) 0.0029(7) N6 0.0205(9) 0.0233(9) 0.0161(8) 0.0075(7) 0.0055(7) 0.0019(7) N7 0.0682(18) 0.0580(17) 0.0564(16) 0.0079(13) 0.0342(15) 0.0006(13) O1 0.0328(8) 0.0233(8) 0.0276(8) 0.0074(7) 0.0065(7) 0.0076(7) O2 0.0242(8) 0.0237(9) 0.0278(8) 0.0089(7) 0.0057(6) 0.0077(7) O3 0.0149(7) 0.0252(8) 0.0287(8) 0.0106(6) 0.0018(6) 0.0041(6) O4 0.0149(7) 0.0204(7) 0.0207(7) 0.0064(6) 0.0042(5) 0.0022(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 N1 2.0164(16) . ? Ru1 N2 2.0428(16) . ? Ru1 N4 2.0438(17) . ? Ru1 N5 2.0493(16) . ? Ru1 N3 2.0553(16) . ? Ru1 O4 2.1313(13) . ? C1 N1 1.354(2) . ? C1 C2 1.378(3) . ? C2 C3 1.383(3) . ? C3 C4 1.381(3) . ? C4 C5 1.382(3) . ? C5 N1 1.367(2) . ? C5 C6 1.471(3) . ? C6 N2 1.360(3) . ? C6 C7 1.386(3) . ? C7 C8 1.381(3) . ? C8 C9 1.387(3) . ? C9 C10 1.377(3) . ? C10 N2 1.352(3) . ? C11 N3 1.348(3) . ? C11 C12 1.380(3) . ? C12 C13 1.384(3) . ? C13 C14 1.386(3) . ? C14 C15 1.389(3) . ? C15 N3 1.362(3) . ? C15 C16 1.474(3) . ? C16 N4 1.358(3) . ? C16 C17 1.382(3) . ? C17 C18 1.389(3) . ? C18 C19 1.383(3) . ? C19 C20 1.377(3) . ? C20 N4 1.354(3) . ? C21 N6 1.339(3) . ? C21 N5 1.343(3) . ? C22 N6 1.368(3) . ? C22 C23 1.388(3) . ? C22 C24 1.476(3) . ? C23 N5 1.367(2) . ? C23 C25 1.479(3) . ? C24 O1 1.211(3) . ? C24 O2 1.328(3) . ? C25 O3 1.260(2) . ? C25 O4 1.272(2) . ? C26 C27 1.459(4) . ? C27 N7 1.143(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 N1 Ru1 N2 79.37(6) . . ? N1 Ru1 N4 90.72(6) . . ? N2 Ru1 N4 96.98(6) . . ? N1 Ru1 N5 95.17(6) . . ? N2 Ru1 N5 89.14(6) . . ? N4 Ru1 N5 172.20(6) . . ? N1 Ru1 N3 97.21(6) . . ? N2 Ru1 N3 174.70(6) . . ? N4 Ru1 N3 78.92(6) . . ? N5 Ru1 N3 95.24(6) . . ? N1 Ru1 O4 170.84(6) . . ? N2 Ru1 O4 93.85(6) . . ? N4 Ru1 O4 96.26(6) . . ? N5 Ru1 O4 78.44(6) . . ? N3 Ru1 O4 89.96(6) . . ? N1 C1 C2 122.62(18) . . ? C1 C2 C3 119.23(19) . . ? C4 C3 C2 119.1(2) . . ? C3 C4 C5 119.37(19) . . ? N1 C5 C4 121.97(17) . . ? N1 C5 C6 114.51(16) . . ? C4 C5 C6 123.49(17) . . ? N2 C6 C7 121.92(18) . . ? N2 C6 C5 114.05(16) . . ? C7 C6 C5 123.99(18) . . ? C8 C7 C6 119.2(2) . . ? C7 C8 C9 119.0(2) . . ? C10 C9 C8 119.43(19) . . ? N2 C10 C9 122.22(19) . . ? N3 C11 C12 122.9(2) . . ? C11 C12 C13 119.3(2) . . ? C12 C13 C14 118.50(19) . . ? C13 C14 C15 119.7(2) . . ? N3 C15 C14 121.62(19) . . ? N3 C15 C16 114.64(16) . . ? C14 C15 C16 123.74(19) . . ? N4 C16 C17 121.91(19) . . ? N4 C16 C15 114.51(17) . . ? C17 C16 C15 123.57(18) . . ? C16 C17 C18 119.4(2) . . ? C19 C18 C17 118.8(2) . . ? C20 C19 C18 119.4(2) . . ? N4 C20 C19 122.39(19) . . ? N6 C21 N5 114.51(18) . . ? N6 C22 C23 109.25(18) . . ? N6 C22 C24 121.95(18) . . ? C23 C22 C24 128.73(18) . . ? N5 C23 C22 107.78(17) . . ? N5 C23 C25 116.21(17) . . ? C22 C23 C25 135.96(18) . . ? O1 C24 O2 120.19(19) . . ? O1 C24 C22 123.08(19) . . ? O2 C24 C22 116.71(18) . . ? O3 C25 O4 123.96(17) . . ? O3 C25 C23 119.96(18) . . ? O4 C25 C23 116.08(17) . . ? N7 C27 C26 178.4(3) . . ? C1 N1 C5 117.67(16) . . ? C1 N1 Ru1 126.32(13) . . ? C5 N1 Ru1 115.99(12) . . ? C10 N2 C6 118.21(17) . . ? C10 N2 Ru1 126.11(14) . . ? C6 N2 Ru1 115.68(12) . . ? C11 N3 C15 117.86(17) . . ? C11 N3 Ru1 126.58(14) . . ? C15 N3 Ru1 115.55(13) . . ? C20 N4 C16 118.16(17) . . ? C20 N4 Ru1 125.61(14) . . ? C16 N4 Ru1 116.23(13) . . ? C21 N5 C23 104.64(16) . . ? C21 N5 Ru1 141.22(14) . . ? C23 N5 Ru1 114.10(12) . . ? C21 N6 C22 103.82(17) . . ? C25 O4 Ru1 115.09(12) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.505 _refine_diff_density_min -0.310 _refine_diff_density_rms 0.060