# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 #TrackingRef '1_2_4.cif' #============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author ; Prof. Dr. U. Zenneck Department of Chemistry and Pharmacy Inorganic Chemistry Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; _publ_contact_author_phone '049 9131 852-7464' _publ_contact_author_fax '049 9131 852-7367' _publ_contact_author_email Ulrich.Zenneck@chemie.uni-erlangen.de _publ_requested_coeditor_name ? _publ_contact_letter ; Please consider this CIF submission for data deposition. ; #============================================================================== # 2. TITLE AND AUTHOR LIST _publ_section_title ; Methylated [(arene)(1,3-cyclohexadiene)Ru(0)] complexes as low-melting MOCVD precursor complexes with a controlled follow-up chemistry of the ligands ; loop_ _publ_author_name _publ_author_address U.Zenneck ; Department of Chemistry and Pharmacy Inorganic Chemistry Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; I.Jipa ; Department of Chemical and Biological Engineering Universit\"at Erlangen-N\"urnberg Egerlandstr. 3 D-91058 Erlangen Bundesrepublik Deutschland ; K.Danova ; Department of Chemical and Biological Engineering Universit\"at Erlangen-N\"urnberg Egerlandstr. 3 D-91058 Erlangen Bundesrepublik Deutschland ; N.Popovska ; Thermodynamics and CeNIDE Universit\"at Duisburg-Essen Lotharstr. 1 D-47057 Duisburg Bundesrepublik Deutschland ; A.Siddiqi ; Thermodynamics and CeNIDE Universit\"at Duisburg-Essen Lotharstr. 1 D-47057 Duisburg Bundesrepublik Deutschland ; R.Siddiqui ; Thermodynamics and CeNIDE Universit\"at Duisburg-Essen Lotharstr. 1 D-47057 Duisburg Bundesrepublik Deutschland ; B.Atakan ; Department of Chemistry and Pharmacy Chair of Physical Chemistry II Universit\"at Erlangen-N\"urnberg Egerlandstr. 3 D-91058 Erlangen Bundesrepublik Deutschland ; T.Cremer ; Department of Chemistry and Pharmacy Chair of Physical Chemistry II Universit\"at Erlangen-N\"urnberg Egerlandstr. 3 D-91058 Erlangen Bundesrepublik Deutschland ; M.Till ; Department of Chemistry and Pharmacy Chair of Physical Chemistry II Universit\"at Erlangen-N\"urnberg Egerlandstr. 3 D-91058 Erlangen Bundesrepublik Deutschland ; M.Florian ; Department of Chemistry and Pharmacy Chair of Physical Chemistry II Universit\"at Erlangen-N\"urnberg Egerlandstr. 3 D-91058 Erlangen Bundesrepublik Deutschland ; H.Marbach ; Department of Chemistry and Pharmacy Inorganic Chemistry Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; H.-P.Steinruck ; Department of Chemistry and Pharmacy Inorganic Chemistry Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; F.Heinemann '' #============================================================================== # 3. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_experimental ; source of material: see actual publication ; _publ_section_references ; ? ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; _publ_contact_author_name 'Prof. Dr. U. Zenneck' #============================================================================== # 4.1 RESULTS FOR 1 data_ij0802 _database_code_depnum_ccdc_archive 'CCDC 769097' #TrackingRef '1_2_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H16 Ru' _chemical_formula_sum 'C13 H16 Ru' _chemical_formula_weight 273.33 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' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall P2ac2ab _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.8299(6) _cell_length_b 11.0435(3) _cell_length_c 12.3544(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1068.28(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 215 _cell_measurement_theta_min 6.00 _cell_measurement_theta_max 20.00 _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.699 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 1.423 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 0 0.120 0 1 0 0.140 0 -1 0 0.140 0 0 1 0.055 0 0 -1 0.060 -1 1 0 0.100 1 1 0 0.080 2 -1 0 0.126 -16 -12 -1 0.124 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.715 _exptl_absorpt_correction_T_max 0.856 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker-Nonius KappaCCD' _diffrn_measurement_method ; \w-rotations with 2.00 \% and 48 sec per frame ; _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14135 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0207 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 27.88 _reflns_number_total 2545 _reflns_number_gt 2451 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Bruker-Nonius, 2002)' _computing_cell_refinement 'EVALCCD (Duisenberg, 2003)' _computing_data_reduction 'EVALCCD (Duisenberg, 2003)' _computing_structure_solution 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_structure_refinement 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_molecular_graphics 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_publication_material 'SHELXTL 6.12 (Bruker AXS, 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. The crystal under study proved to be an inversion twin with an approximate twin component ratio of 1:1 (see Flack parameter). ; _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^)+(0.0325P)^2^+0.9693P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ; Flack H D (1983), Acta Cryst. A39, 876-881 1067 Friedel pairs used in the refinement of Flack parameter ; _refine_ls_abs_structure_Flack 0.46(6) _refine_ls_number_reflns 2545 _refine_ls_number_parameters 129 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0299 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0680 _refine_ls_wR_factor_gt 0.0672 _refine_ls_goodness_of_fit_ref 1.205 _refine_ls_restrained_S_all 1.205 _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 0.40578(3) 0.01009(2) 0.01973(2) 0.01914(8) Uani 1 1 d . . . C1 C 0.1422(5) 0.0451(4) 0.0796(4) 0.0359(10) Uani 1 1 d . . . H1 H 0.0795 0.0047 0.1345 0.043 Uiso 1 1 calc R . . C2 C 0.2429(5) 0.1447(4) 0.1044(3) 0.0334(10) Uani 1 1 d . . . H2 H 0.2472 0.1732 0.1769 0.040 Uiso 1 1 calc R . . C3 C 0.3368(5) 0.2030(3) 0.0256(4) 0.0376(9) Uani 1 1 d . . . H3 H 0.4078 0.2694 0.0447 0.045 Uiso 1 1 calc R . . C4 C 0.3281(6) 0.1647(4) -0.0836(4) 0.0409(11) Uani 1 1 d . . . H4 H 0.3913 0.2056 -0.1381 0.049 Uiso 1 1 calc R . . C5 C 0.2252(6) 0.0658(4) -0.1099(3) 0.0400(11) Uani 1 1 d . . . H5 H 0.2170 0.0401 -0.1831 0.048 Uiso 1 1 calc R . . C6 C 0.1346(4) 0.0045(4) -0.0302(4) 0.0372(9) Uani 1 1 d . . . H6 H 0.0677 -0.0642 -0.0486 0.045 Uiso 1 1 calc R . . C7 C 0.6705(4) -0.0257(3) -0.0034(3) 0.0256(8) Uani 1 1 d . . . H7 H 0.7440 0.0159 -0.0519 0.031 Uiso 1 1 calc R . . C8 C 0.6488(4) 0.0102(4) 0.1070(3) 0.0301(7) Uani 1 1 d . . . H8 H 0.6954 0.0916 0.1266 0.036 Uiso 1 1 calc R . . C9 C 0.6496(5) -0.0838(4) 0.1965(3) 0.0294(8) Uani 1 1 d . . . H9A H 0.7689 -0.1062 0.2141 0.035 Uiso 1 1 calc R . . H9B H 0.5968 -0.0492 0.2625 0.035 Uiso 1 1 calc R . . C10 C 0.5521(5) -0.1952(4) 0.1621(3) 0.0304(9) Uani 1 1 d . . . H10A H 0.4612 -0.2126 0.2157 0.036 Uiso 1 1 calc R . . H10B H 0.6304 -0.2656 0.1601 0.036 Uiso 1 1 calc R . . C11 C 0.4719(4) -0.1774(3) 0.0504(3) 0.0223(7) Uani 1 1 d . . . H11 H 0.3845 -0.2387 0.0286 0.027 Uiso 1 1 calc R . . C12 C 0.5726(4) -0.1289(3) -0.0347(3) 0.0224(7) Uani 1 1 d . . . C13 C 0.5713(5) -0.1792(4) -0.1487(3) 0.0315(9) Uani 1 1 d . . . H13A H 0.4553 -0.2051 -0.1675 0.047 Uiso 1 1 calc R . . H13B H 0.6489 -0.2487 -0.1530 0.047 Uiso 1 1 calc R . . H13C H 0.6088 -0.1164 -0.1995 0.047 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 0.01669(12) 0.01753(11) 0.02321(13) 0.00127(9) -0.00077(9) 0.00339(10) C1 0.0227(17) 0.038(2) 0.047(3) 0.0088(18) 0.0119(17) 0.0097(15) C2 0.036(2) 0.041(2) 0.0226(18) -0.0147(17) -0.0086(17) 0.0157(18) C3 0.0312(19) 0.0171(15) 0.065(3) -0.0001(19) -0.005(2) 0.0028(14) C4 0.034(2) 0.045(3) 0.044(3) 0.026(2) 0.0081(19) 0.016(2) C5 0.043(2) 0.056(3) 0.0220(18) -0.0094(18) -0.0081(18) 0.027(2) C6 0.0182(15) 0.0293(18) 0.064(3) -0.021(2) -0.0148(15) 0.0075(14) C7 0.0134(13) 0.0290(17) 0.034(2) 0.0067(15) 0.0033(12) 0.0004(12) C8 0.0278(16) 0.0265(18) 0.0358(18) -0.0026(18) -0.0045(14) -0.0035(16) C9 0.0303(19) 0.0325(19) 0.0252(19) 0.0021(15) -0.0025(15) 0.0046(15) C10 0.034(2) 0.0323(19) 0.0245(19) 0.0065(15) -0.0026(16) 0.0010(16) C11 0.0198(15) 0.0217(15) 0.0253(17) 0.0014(13) -0.0034(14) 0.0021(12) C12 0.0189(16) 0.0274(15) 0.0210(17) 0.0006(12) -0.0024(14) 0.0064(13) C13 0.031(2) 0.044(2) 0.0191(17) -0.0085(15) -0.0029(16) 0.0126(19) _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 C12 2.125(3) . ? Ru1 C7 2.129(3) . ? Ru1 C11 2.168(3) . ? Ru1 C8 2.187(3) . ? Ru1 C3 2.199(3) . ? Ru1 C6 2.212(3) . ? Ru1 C4 2.217(4) . ? Ru1 C2 2.221(4) . ? Ru1 C5 2.224(4) . ? Ru1 C1 2.226(4) . ? C1 C2 1.387(6) . ? C1 C6 1.429(6) . ? C1 H1 0.9500 . ? C2 C3 1.380(6) . ? C2 H2 0.9500 . ? C3 C4 1.415(7) . ? C3 H3 0.9500 . ? C4 C5 1.396(7) . ? C4 H4 0.9500 . ? C5 C6 1.390(7) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.428(5) . ? C7 C8 1.430(5) . ? C7 H7 0.9500 . ? C8 C9 1.517(5) . ? C8 H8 1.0000 . ? C9 C10 1.510(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.529(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.419(5) . ? C11 H11 1.0000 . ? C12 C13 1.514(5) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 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 C12 Ru1 C7 39.21(13) . . ? C12 Ru1 C11 38.60(13) . . ? C7 Ru1 C11 67.29(13) . . ? C12 Ru1 C8 67.76(14) . . ? C7 Ru1 C8 38.66(14) . . ? C11 Ru1 C8 72.93(15) . . ? C12 Ru1 C3 149.46(15) . . ? C7 Ru1 C3 115.03(14) . . ? C11 Ru1 C3 168.05(17) . . ? C8 Ru1 C3 101.37(16) . . ? C12 Ru1 C6 118.80(14) . . ? C7 Ru1 C6 153.12(14) . . ? C11 Ru1 C6 104.56(15) . . ? C8 Ru1 C6 166.58(15) . . ? C3 Ru1 C6 78.48(15) . . ? C12 Ru1 C4 122.88(15) . . ? C7 Ru1 C4 109.44(15) . . ? C11 Ru1 C4 154.40(17) . . ? C8 Ru1 C4 121.49(17) . . ? C3 Ru1 C4 37.38(19) . . ? C6 Ru1 C4 66.26(17) . . ? C12 Ru1 C2 170.34(14) . . ? C7 Ru1 C2 138.28(14) . . ? C11 Ru1 C2 133.97(15) . . ? C8 Ru1 C2 105.50(14) . . ? C3 Ru1 C2 36.39(17) . . ? C6 Ru1 C2 66.34(14) . . ? C4 Ru1 C2 66.30(17) . . ? C12 Ru1 C5 111.26(13) . . ? C7 Ru1 C5 125.01(15) . . ? C11 Ru1 C5 122.82(16) . . ? C8 Ru1 C5 155.27(17) . . ? C3 Ru1 C5 66.39(17) . . ? C6 Ru1 C5 36.52(17) . . ? C4 Ru1 C5 36.63(18) . . ? C2 Ru1 C5 77.82(14) . . ? C12 Ru1 C1 143.19(15) . . ? C7 Ru1 C1 168.31(15) . . ? C11 Ru1 C1 109.24(15) . . ? C8 Ru1 C1 130.01(15) . . ? C3 Ru1 C1 65.98(16) . . ? C6 Ru1 C1 37.58(16) . . ? C4 Ru1 C1 78.63(16) . . ? C2 Ru1 C1 36.36(16) . . ? C5 Ru1 C1 66.52(16) . . ? C2 C1 C6 118.9(4) . . ? C2 C1 Ru1 71.6(2) . . ? C6 C1 Ru1 70.7(2) . . ? C2 C1 H1 120.6 . . ? C6 C1 H1 120.6 . . ? Ru1 C1 H1 129.4 . . ? C3 C2 C1 121.1(4) . . ? C3 C2 Ru1 71.0(2) . . ? C1 C2 Ru1 72.0(2) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? Ru1 C2 H2 130.2 . . ? C2 C3 C4 120.5(4) . . ? C2 C3 Ru1 72.6(2) . . ? C4 C3 Ru1 72.0(2) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? Ru1 C3 H3 127.7 . . ? C5 C4 C3 119.0(4) . . ? C5 C4 Ru1 72.0(2) . . ? C3 C4 Ru1 70.6(2) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? Ru1 C4 H4 129.2 . . ? C6 C5 C4 120.7(4) . . ? C6 C5 Ru1 71.3(2) . . ? C4 C5 Ru1 71.4(2) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? Ru1 C5 H5 130.3 . . ? C5 C6 C1 119.9(4) . . ? C5 C6 Ru1 72.2(2) . . ? C1 C6 Ru1 71.7(2) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? Ru1 C6 H6 128.2 . . ? C12 C7 C8 114.6(3) . . ? C12 C7 Ru1 70.25(19) . . ? C8 C7 Ru1 72.87(19) . . ? C12 C7 H7 122.7 . . ? C8 C7 H7 122.7 . . ? Ru1 C7 H7 125.8 . . ? C7 C8 C9 120.4(4) . . ? C7 C8 Ru1 68.47(19) . . ? C9 C8 Ru1 111.3(2) . . ? C7 C8 H8 115.9 . . ? C9 C8 H8 115.9 . . ? Ru1 C8 H8 115.9 . . ? C10 C9 C8 110.5(3) . . ? C10 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? C10 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C9 C10 C11 110.9(3) . . ? C9 C10 H10A 109.5 . . ? C11 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 108.0 . . ? C12 C11 C10 119.3(3) . . ? C12 C11 Ru1 69.09(19) . . ? C10 C11 Ru1 112.3(2) . . ? C12 C11 H11 115.9 . . ? C10 C11 H11 115.9 . . ? Ru1 C11 H11 115.9 . . ? C11 C12 C7 113.5(3) . . ? C11 C12 C13 123.2(3) . . ? C7 C12 C13 123.3(3) . . ? C11 C12 Ru1 72.32(19) . . ? C7 C12 Ru1 70.53(18) . . ? C13 C12 Ru1 123.7(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.332 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.101 # END OF DATA FOR 1 # 4.2 RESULTS FOR 2 data_ij0605 _database_code_depnum_ccdc_archive 'CCDC 769098' #TrackingRef '1_2_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H16 Ru' _chemical_formula_sum 'C13 H16 Ru' _chemical_formula_weight 273.33 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' 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 -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6694(4) _cell_length_b 8.2740(4) _cell_length_c 8.5494(2) _cell_angle_alpha 91.821(3) _cell_angle_beta 108.474(4) _cell_angle_gamma 93.874(3) _cell_volume 512.57(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 118 _cell_measurement_theta_min 6.00 _cell_measurement_theta_max 20.00 _exptl_crystal_description irregular _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.771 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 276 _exptl_absorpt_coefficient_mu 1.483 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.748 _exptl_absorpt_correction_T_max 0.880 _exptl_absorpt_process_details 'SADABS, Bruker-AXS, 2002' _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 'Bruker-Nonius KappaCCD' _diffrn_measurement_method ; \w-rotations with 2.00 \% and 70 sec per frame ; _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10165 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 27.86 _reflns_number_total 2438 _reflns_number_gt 2187 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Bruker-Nonius, 2002)' _computing_cell_refinement 'EVALCCD (Duisenberg, 2003)' _computing_data_reduction 'EVALCCD (Duisenberg, 2003)' _computing_structure_solution 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_structure_refinement 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_molecular_graphics 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_publication_material 'SHELXTL 6.12 (Bruker AXS, 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^)+(0.0216P)^2^+0.4239P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2438 _refine_ls_number_parameters 128 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0293 _refine_ls_R_factor_gt 0.0231 _refine_ls_wR_factor_ref 0.0514 _refine_ls_wR_factor_gt 0.0500 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 0.23420(3) 0.75090(2) 0.27183(2) 0.01518(7) Uani 1 1 d . . . C1 C 0.2237(4) 0.6045(4) 0.4853(3) 0.0308(6) Uani 1 1 d . . . H1A H 0.3181 0.5672 0.5752 0.037 Uiso 1 1 calc R . . C2 C 0.1550(4) 0.7571(4) 0.4990(3) 0.0365(7) Uani 1 1 d . . . H2A H 0.2081 0.8254 0.5964 0.044 Uiso 1 1 calc R . . C3 C 0.0098(4) 0.8076(4) 0.3701(4) 0.0392(7) Uani 1 1 d . . . H3A H -0.0363 0.9096 0.3809 0.047 Uiso 1 1 calc R . . C4 C -0.0679(4) 0.7105(4) 0.2268(4) 0.0347(7) Uani 1 1 d . . . H4A H -0.1684 0.7455 0.1409 0.042 Uiso 1 1 calc R . . C5 C -0.0006(4) 0.5634(3) 0.2075(3) 0.0269(6) Uani 1 1 d . . . H5A H -0.0549 0.4983 0.1080 0.032 Uiso 1 1 calc R . . C6 C 0.1496(4) 0.5077(3) 0.3352(3) 0.0257(5) Uani 1 1 d . . . C7 C 0.5099(3) 0.8239(3) 0.2860(3) 0.0229(5) Uani 1 1 d . . . H7A H 0.6158 0.8177 0.3800 0.027 Uiso 1 1 calc R . . C8 C 0.4420(3) 0.6961(3) 0.1594(3) 0.0205(5) Uani 1 1 d . . . H8A H 0.4964 0.5899 0.1856 0.025 Uiso 1 1 calc R . . C9 C 0.3913(3) 0.7389(3) -0.0203(3) 0.0206(5) Uani 1 1 d . . . H9A H 0.3265 0.6431 -0.0928 0.025 Uiso 1 1 calc R . . H9B H 0.5048 0.7703 -0.0474 0.025 Uiso 1 1 calc R . . C10 C 0.2663(3) 0.8797(3) -0.0506(3) 0.0207(5) Uani 1 1 d . . . H10A H 0.3189 0.9675 -0.1024 0.025 Uiso 1 1 calc R . . H10B H 0.1427 0.8416 -0.1271 0.025 Uiso 1 1 calc R . . C11 C 0.2490(3) 0.9448(3) 0.1116(3) 0.0202(5) Uani 1 1 d . . . H11A H 0.1573 1.0274 0.1019 0.024 Uiso 1 1 calc R . . C12 C 0.4039(4) 0.9609(3) 0.2579(3) 0.0223(5) Uani 1 1 d . . . H12A H 0.4340 1.0552 0.3307 0.027 Uiso 1 1 calc R . . C13 C 0.2226(5) 0.3499(4) 0.3088(5) 0.0444(8) Uani 1 1 d . . . H13A H 0.1534 0.2616 0.3429 0.067 Uiso 1 1 calc R . . H13B H 0.3533 0.3527 0.3745 0.067 Uiso 1 1 calc R . . H13C H 0.2091 0.3319 0.1915 0.067 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 0.01563(10) 0.01812(10) 0.01507(9) 0.00103(6) 0.01016(7) -0.00159(6) C1 0.0236(13) 0.0503(17) 0.0200(12) 0.0154(11) 0.0097(11) -0.0074(12) C2 0.0490(19) 0.0448(17) 0.0243(13) -0.0135(12) 0.0305(14) -0.0210(14) C3 0.0404(18) 0.0368(16) 0.059(2) 0.0066(14) 0.0406(17) 0.0063(13) C4 0.0189(13) 0.0484(17) 0.0445(17) 0.0191(13) 0.0189(12) 0.0048(12) C5 0.0242(13) 0.0384(15) 0.0187(12) 0.0004(10) 0.0115(10) -0.0145(11) C6 0.0279(14) 0.0206(12) 0.0381(14) 0.0079(10) 0.0243(12) -0.0022(10) C7 0.0151(11) 0.0349(14) 0.0200(11) 0.0073(10) 0.0082(9) -0.0032(10) C8 0.0193(12) 0.0216(11) 0.0275(12) 0.0072(9) 0.0160(10) 0.0049(9) C9 0.0216(12) 0.0209(11) 0.0239(12) -0.0013(9) 0.0152(10) -0.0029(9) C10 0.0198(12) 0.0253(12) 0.0192(11) 0.0050(9) 0.0095(9) -0.0015(10) C11 0.0246(13) 0.0182(11) 0.0242(12) 0.0048(9) 0.0164(10) 0.0029(9) C12 0.0273(13) 0.0222(12) 0.0212(12) -0.0013(9) 0.0152(10) -0.0070(10) C13 0.0461(19) 0.0317(15) 0.069(2) 0.0193(15) 0.0339(18) 0.0092(14) _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 C7 2.124(2) . ? Ru1 C12 2.129(2) . ? Ru1 C11 2.163(2) . ? Ru1 C8 2.170(2) . ? Ru1 C6 2.209(2) . ? Ru1 C2 2.211(2) . ? Ru1 C3 2.211(3) . ? Ru1 C5 2.212(2) . ? Ru1 C4 2.225(3) . ? Ru1 C1 2.242(2) . ? C1 C2 1.417(4) . ? C1 C6 1.422(4) . ? C1 H1A 0.9500 . ? C2 C3 1.394(5) . ? C2 H2A 0.9500 . ? C3 C4 1.382(4) . ? C3 H3A 0.9500 . ? C4 C5 1.379(4) . ? C4 H4A 0.9500 . ? C5 C6 1.428(4) . ? C5 H5A 0.9500 . ? C6 C13 1.493(4) . ? C7 C12 1.421(4) . ? C7 C8 1.434(3) . ? C7 H7A 0.9500 . ? C8 C9 1.521(3) . ? C8 H8A 1.0000 . ? C9 C10 1.535(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.520(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.421(4) . ? C11 H11A 1.0000 . ? C12 H12A 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 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 C7 Ru1 C12 39.05(10) . . ? C7 Ru1 C11 67.70(9) . . ? C12 Ru1 C11 38.67(9) . . ? C7 Ru1 C8 39.01(9) . . ? C12 Ru1 C8 67.59(9) . . ? C11 Ru1 C8 73.21(9) . . ? C7 Ru1 C6 122.91(10) . . ? C12 Ru1 C6 160.66(10) . . ? C11 Ru1 C6 156.32(10) . . ? C8 Ru1 C6 101.68(9) . . ? C7 Ru1 C2 119.53(10) . . ? C12 Ru1 C2 112.43(9) . . ? C11 Ru1 C2 129.03(10) . . ? C8 Ru1 C2 146.86(12) . . ? C6 Ru1 C2 67.24(10) . . ? C7 Ru1 C3 143.30(11) . . ? C12 Ru1 C3 112.75(10) . . ? C11 Ru1 C3 104.67(10) . . ? C8 Ru1 C3 176.30(11) . . ? C6 Ru1 C3 79.03(10) . . ? C2 Ru1 C3 36.75(12) . . ? C7 Ru1 C5 149.86(10) . . ? C12 Ru1 C5 160.62(10) . . ? C11 Ru1 C5 121.99(10) . . ? C8 Ru1 C5 112.70(10) . . ? C6 Ru1 C5 37.68(10) . . ? C2 Ru1 C5 78.35(10) . . ? C3 Ru1 C5 65.66(11) . . ? C7 Ru1 C4 169.73(10) . . ? C12 Ru1 C4 131.80(11) . . ? C11 Ru1 C4 102.05(10) . . ? C8 Ru1 C4 140.64(11) . . ? C6 Ru1 C4 66.79(10) . . ? C2 Ru1 C4 65.89(11) . . ? C3 Ru1 C4 36.31(12) . . ? C5 Ru1 C4 36.21(11) . . ? C7 Ru1 C1 111.62(10) . . ? C12 Ru1 C1 131.66(10) . . ? C11 Ru1 C1 164.93(10) . . ? C8 Ru1 C1 116.37(10) . . ? C6 Ru1 C1 37.24(10) . . ? C2 Ru1 C1 37.10(12) . . ? C3 Ru1 C1 66.36(11) . . ? C5 Ru1 C1 66.70(10) . . ? C4 Ru1 C1 78.06(10) . . ? C2 C1 C6 119.2(2) . . ? C2 C1 Ru1 70.29(14) . . ? C6 C1 Ru1 70.15(13) . . ? C2 C1 H1A 120.4 . . ? C6 C1 H1A 120.4 . . ? Ru1 C1 H1A 131.9 . . ? C3 C2 C1 120.2(3) . . ? C3 C2 Ru1 71.63(15) . . ? C1 C2 Ru1 72.61(14) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 119.9 . . ? Ru1 C2 H2A 128.0 . . ? C4 C3 C2 120.7(3) . . ? C4 C3 Ru1 72.37(16) . . ? C2 C3 Ru1 71.63(16) . . ? C4 C3 H3A 119.7 . . ? C2 C3 H3A 119.7 . . ? Ru1 C3 H3A 128.6 . . ? C5 C4 C3 120.6(3) . . ? C5 C4 Ru1 71.41(15) . . ? C3 C4 Ru1 71.32(16) . . ? C5 C4 H4A 119.7 . . ? C3 C4 H4A 119.7 . . ? Ru1 C4 H4A 130.1 . . ? C4 C5 C6 120.8(2) . . ? C4 C5 Ru1 72.38(16) . . ? C6 C5 Ru1 71.05(14) . . ? C4 C5 H5A 119.6 . . ? C6 C5 H5A 119.6 . . ? Ru1 C5 H5A 129.4 . . ? C1 C6 C5 118.5(2) . . ? C1 C6 C13 122.0(3) . . ? C5 C6 C13 119.5(3) . . ? C1 C6 Ru1 72.61(14) . . ? C5 C6 Ru1 71.27(14) . . ? C13 C6 Ru1 127.88(18) . . ? C12 C7 C8 113.7(2) . . ? C12 C7 Ru1 70.68(14) . . ? C8 C7 Ru1 72.23(13) . . ? C12 C7 H7A 123.1 . . ? C8 C7 H7A 123.1 . . ? Ru1 C7 H7A 125.6 . . ? C7 C8 C9 118.8(2) . . ? C7 C8 Ru1 68.76(13) . . ? C9 C8 Ru1 113.08(16) . . ? C7 C8 H8A 115.9 . . ? C9 C8 H8A 115.9 . . ? Ru1 C8 H8A 115.9 . . ? C8 C9 C10 109.97(19) . . ? C8 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? C8 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? C11 C10 C9 110.17(19) . . ? C11 C10 H10A 109.6 . . ? C9 C10 H10A 109.6 . . ? C11 C10 H10B 109.6 . . ? C9 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? C12 C11 C10 120.9(2) . . ? C12 C11 Ru1 69.39(13) . . ? C10 C11 Ru1 111.33(15) . . ? C12 C11 H11A 115.6 . . ? C10 C11 H11A 115.6 . . ? Ru1 C11 H11A 115.6 . . ? C11 C12 C7 114.3(2) . . ? C11 C12 Ru1 71.94(13) . . ? C7 C12 Ru1 70.26(13) . . ? C11 C12 H12A 122.9 . . ? C7 C12 H12A 122.9 . . ? Ru1 C12 H12A 126.6 . . ? C6 C13 H13A 109.5 . . ? C6 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C6 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.86 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.862 _refine_diff_density_min -0.564 _refine_diff_density_rms 0.088 # END OF DATA FOR 2 # 4.3 RESULTS FOR 4 data_ij0602 _database_code_depnum_ccdc_archive 'CCDC 769099' #TrackingRef '1_2_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H14 Ru' _chemical_formula_sum 'C12 H14 Ru' _chemical_formula_weight 259.30 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' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall P2ac2ab _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 5.9529(1) _cell_length_b 7.9576(5) _cell_length_c 19.791(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 937.52(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 245 _cell_measurement_theta_min 6.00 _cell_measurement_theta_max 20.00 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 1.616 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 0.890 _exptl_absorpt_process_details 'SADABS, Bruker-AXS, 2002' _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 'Bruker-Nonius KappaCCD' _diffrn_measurement_method ; \w-rotations with 1.60 \% and 96 sec per frame ; _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11220 _diffrn_reflns_av_R_equivalents 0.0151 _diffrn_reflns_av_sigmaI/netI 0.0113 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 28.68 _reflns_number_total 2401 _reflns_number_gt 2366 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Bruker-Nonius, 2002)' _computing_cell_refinement 'EVALCCD (Duisenberg, 2003)' _computing_data_reduction 'EVALCCD (Duisenberg, 2003)' _computing_structure_solution 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_structure_refinement 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_molecular_graphics 'SHELXTL 6.12 (Bruker AXS, 2002)' _computing_publication_material 'SHELXTL 6.12 (Bruker AXS, 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. The crystal under investigation turned out to be a racemic twin (see Flack parameter). ; _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^)+(0.0080P)^2^+0.4558P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ; Flack H D (1983), Acta Cryst. A39, 876-881 986 Friedel pairs used in the refinement of Flack parameter ; _refine_ls_abs_structure_Flack 0.33(2) _refine_ls_number_reflns 2401 _refine_ls_number_parameters 119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0118 _refine_ls_R_factor_gt 0.0114 _refine_ls_wR_factor_ref 0.0266 _refine_ls_wR_factor_gt 0.0265 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.256847(19) 0.632129(11) 0.133080(4) 0.00743(3) Uani 1 1 d . . . C1 C -0.0508(2) 0.77881(19) 0.15687(8) 0.0129(3) Uani 1 1 d . . . H1A H -0.1907 0.7623 0.1297 0.016 Uiso 1 1 calc R . . C2 C -0.0028(3) 0.67132(19) 0.21214(7) 0.0138(3) Uani 1 1 d . . . H2A H -0.1090 0.5779 0.2232 0.017 Uiso 1 1 calc R . . C3 C 0.2108(3) 0.67611(18) 0.24375(7) 0.0149(3) Uani 1 1 d . . . H3A H 0.2524 0.5851 0.2763 0.018 Uiso 1 1 calc R . . C4 C 0.3801(3) 0.7863(2) 0.21979(8) 0.0149(3) Uani 1 1 d . . . H4A H 0.5383 0.7736 0.2360 0.018 Uiso 1 1 calc R . . C5 C 0.3308(2) 0.89751(19) 0.16557(8) 0.0137(3) Uani 1 1 d . . . H5A H 0.4559 0.9606 0.1433 0.016 Uiso 1 1 calc R . . C6 C 0.1192(2) 0.89037(18) 0.13390(8) 0.0139(3) Uani 1 1 d . . . H6A H 0.0974 0.9502 0.0899 0.017 Uiso 1 1 calc R . . C7 C 0.4539(3) 0.41378(19) 0.11110(7) 0.0143(3) Uani 1 1 d . . . H7A H 0.5727 0.3697 0.1421 0.017 Uiso 1 1 calc R . . C8 C 0.2217(3) 0.36494(18) 0.11552(6) 0.0143(3) Uani 1 1 d . . . H8A H 0.1801 0.2960 0.1559 0.017 Uiso 1 1 calc R . . C9 C 0.0912(3) 0.32814(19) 0.05141(8) 0.0170(3) Uani 1 1 d . . . H9A H -0.0711 0.3212 0.0620 0.020 Uiso 1 1 calc R . . H9B H 0.1391 0.2184 0.0328 0.020 Uiso 1 1 calc R . . C10 C 0.1308(3) 0.4659(2) -0.00120(8) 0.0152(3) Uani 1 1 d . . . H10A H 0.1878 0.4151 -0.0435 0.018 Uiso 1 1 calc R . . H10B H -0.0128 0.5233 -0.0114 0.018 Uiso 1 1 calc R . . C11 C 0.2997(2) 0.59243(17) 0.02528(7) 0.0134(3) Uani 1 1 d . . . H11A H 0.3182 0.6965 -0.0025 0.016 Uiso 1 1 calc R . . C12 C 0.4956(3) 0.53818(19) 0.06128(8) 0.0139(3) Uani 1 1 d . . . H12A H 0.6467 0.5904 0.0545 0.017 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 0.00750(4) 0.00805(4) 0.00674(4) -0.00061(3) 0.00100(5) -0.00006(5) C1 0.0092(6) 0.0171(7) 0.0125(7) -0.0068(6) -0.0008(5) 0.0028(5) C2 0.0131(7) 0.0147(7) 0.0136(7) -0.0040(5) 0.0057(5) -0.0021(5) C3 0.0182(8) 0.0183(6) 0.0082(5) -0.0014(5) 0.0023(5) 0.0037(6) C4 0.0119(7) 0.0207(8) 0.0122(7) -0.0069(6) -0.0016(5) 0.0017(6) C5 0.0151(6) 0.0120(7) 0.0141(6) -0.0055(6) 0.0050(5) -0.0035(5) C6 0.0193(6) 0.0102(6) 0.0121(6) -0.0021(7) 0.0000(6) 0.0038(5) C7 0.0162(7) 0.0152(7) 0.0116(6) -0.0032(5) -0.0008(5) 0.0075(5) C8 0.0226(7) 0.0082(5) 0.0119(5) 0.0008(4) 0.0051(6) -0.0012(7) C9 0.0148(7) 0.0146(7) 0.0215(8) -0.0069(6) 0.0027(6) -0.0048(5) C10 0.0155(7) 0.0172(7) 0.0128(6) -0.0053(5) -0.0040(5) 0.0063(6) C11 0.0221(8) 0.0105(6) 0.0077(5) -0.0001(5) 0.0023(5) 0.0014(5) C12 0.0125(7) 0.0162(7) 0.0132(7) -0.0067(5) 0.0042(5) -0.0019(6) _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 C7 2.1410(14) . ? Ru1 C12 2.1442(15) . ? Ru1 C8 2.1645(14) . ? Ru1 C11 2.1717(13) . ? Ru1 C6 2.2125(14) . ? Ru1 C2 2.2214(14) . ? Ru1 C1 2.2223(14) . ? Ru1 C4 2.2337(15) . ? Ru1 C3 2.2351(13) . ? Ru1 C5 2.2509(15) . ? C1 C2 1.418(2) . ? C1 C6 1.421(2) . ? C1 H1A 1.0000 . ? C2 C3 1.417(2) . ? C2 H2A 1.0000 . ? C3 C4 1.418(2) . ? C3 H3A 1.0000 . ? C4 C5 1.421(2) . ? C4 H4A 1.0000 . ? C5 C6 1.408(2) . ? C5 H5A 1.0000 . ? C6 H6A 1.0000 . ? C7 C12 1.419(2) . ? C7 C8 1.438(2) . ? C7 H7A 1.0000 . ? C8 C9 1.516(2) . ? C8 H8A 1.0000 . ? C9 C10 1.530(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.516(2) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.433(2) . ? C11 H11A 1.0000 . ? C12 H12A 1.0000 . ? 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 C7 Ru1 C12 38.68(6) . . ? C7 Ru1 C8 39.02(6) . . ? C12 Ru1 C8 67.36(6) . . ? C7 Ru1 C11 67.55(5) . . ? C12 Ru1 C11 38.78(6) . . ? C8 Ru1 C11 73.18(5) . . ? C7 Ru1 C6 163.38(6) . . ? C12 Ru1 C6 125.04(6) . . ? C8 Ru1 C6 151.37(6) . . ? C11 Ru1 C6 100.71(6) . . ? C7 Ru1 C2 129.66(6) . . ? C12 Ru1 C2 167.66(6) . . ? C8 Ru1 C2 100.59(5) . . ? C11 Ru1 C2 142.56(6) . . ? C6 Ru1 C2 66.84(5) . . ? C7 Ru1 C1 157.04(6) . . ? C12 Ru1 C1 150.43(6) . . ? C8 Ru1 C1 118.06(6) . . ? C11 Ru1 C1 112.41(6) . . ? C6 Ru1 C1 37.37(5) . . ? C2 Ru1 C1 37.21(6) . . ? C7 Ru1 C4 114.96(6) . . ? C12 Ru1 C4 118.88(6) . . ? C8 Ru1 C4 134.01(6) . . ? C11 Ru1 C4 142.76(6) . . ? C6 Ru1 C4 66.78(6) . . ? C2 Ru1 C4 67.06(5) . . ? C1 Ru1 C4 79.59(5) . . ? C7 Ru1 C3 113.17(5) . . ? C12 Ru1 C3 141.76(6) . . ? C8 Ru1 C3 107.42(5) . . ? C11 Ru1 C3 179.28(5) . . ? C6 Ru1 C3 78.57(6) . . ? C2 Ru1 C3 37.09(5) . . ? C1 Ru1 C3 66.98(5) . . ? C4 Ru1 C3 37.00(5) . . ? C7 Ru1 C5 135.42(6) . . ? C12 Ru1 C5 112.75(6) . . ? C8 Ru1 C5 170.51(6) . . ? C11 Ru1 C5 113.21(5) . . ? C6 Ru1 C5 36.77(5) . . ? C2 Ru1 C5 78.65(5) . . ? C1 Ru1 C5 66.92(5) . . ? C4 Ru1 C5 36.96(6) . . ? C3 Ru1 C5 66.25(5) . . ? C2 C1 C6 118.71(13) . . ? C2 C1 Ru1 71.36(8) . . ? C6 C1 Ru1 70.94(8) . . ? C2 C1 H1A 120.2 . . ? C6 C1 H1A 120.2 . . ? Ru1 C1 H1A 120.2 . . ? C3 C2 C1 120.34(13) . . ? C3 C2 Ru1 71.98(8) . . ? C1 C2 Ru1 71.43(8) . . ? C3 C2 H2A 119.4 . . ? C1 C2 H2A 119.4 . . ? Ru1 C2 H2A 119.4 . . ? C2 C3 C4 120.45(13) . . ? C2 C3 Ru1 70.93(8) . . ? C4 C3 Ru1 71.45(8) . . ? C2 C3 H3A 119.1 . . ? C4 C3 H3A 119.1 . . ? Ru1 C3 H3A 119.1 . . ? C3 C4 C5 119.39(13) . . ? C3 C4 Ru1 71.55(8) . . ? C5 C4 Ru1 72.18(8) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? Ru1 C4 H4A 120.0 . . ? C6 C5 C4 119.71(13) . . ? C6 C5 Ru1 70.13(8) . . ? C4 C5 Ru1 70.86(8) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? Ru1 C5 H5A 119.4 . . ? C5 C6 C1 121.32(13) . . ? C5 C6 Ru1 73.10(9) . . ? C1 C6 Ru1 71.69(8) . . ? C5 C6 H6A 118.9 . . ? C1 C6 H6A 118.9 . . ? Ru1 C6 H6A 118.9 . . ? C12 C7 C8 113.50(13) . . ? C12 C7 Ru1 70.78(8) . . ? C8 C7 Ru1 71.37(8) . . ? C12 C7 H7A 123.2 . . ? C8 C7 H7A 123.2 . . ? Ru1 C7 H7A 123.2 . . ? C7 C8 C9 119.59(12) . . ? C7 C8 Ru1 69.61(8) . . ? C9 C8 Ru1 111.94(10) . . ? C7 C8 H8A 115.8 . . ? C9 C8 H8A 115.8 . . ? Ru1 C8 H8A 115.8 . . ? C8 C9 C10 110.61(12) . . ? C8 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C11 C10 C9 110.05(12) . . ? C11 C10 H10A 109.7 . . ? C9 C10 H10A 109.7 . . ? C11 C10 H10B 109.7 . . ? C9 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? C12 C11 C10 120.74(13) . . ? C12 C11 Ru1 69.57(8) . . ? C10 C11 Ru1 111.00(10) . . ? C12 C11 H11A 115.7 . . ? C10 C11 H11A 115.7 . . ? Ru1 C11 H11A 115.7 . . ? C7 C12 C11 114.40(13) . . ? C7 C12 Ru1 70.54(8) . . ? C11 C12 Ru1 71.64(8) . . ? C7 C12 H12A 122.7 . . ? C11 C12 H12A 122.7 . . ? Ru1 C12 H12A 122.7 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.68 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.267 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.049 #===END OF ALL DATA