# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1a #TrackingRef 'dimeri-final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 I4 Ru2' _chemical_formula_weight 978.16 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' I I -0.4742 1.8119 '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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.4318(9) _cell_length_b 8.4683(7) _cell_length_c 13.9990(1) _cell_angle_alpha 90.00 _cell_angle_beta 105.2720(1) _cell_angle_gamma 90.00 _cell_volume 1307.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4095 _cell_measurement_theta_min 5.349 _cell_measurement_theta_max 52.519 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 5.882 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.510684 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS procedure' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 diffractometer _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14187 _diffrn_reflns_av_R_equivalents 0.0498 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.41 _reflns_number_total 2693 _reflns_number_gt 1972 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SIR2004 (Altomare et al. 2004)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0288P)^2^+0.0000P] 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 2693 _refine_ls_number_parameters 152 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0567 _refine_ls_wR_factor_gt 0.0533 _refine_ls_goodness_of_fit_ref 0.874 _refine_ls_restrained_S_all 0.874 _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 Ru Ru 0.00755(4) 0.18511(4) 0.59484(3) 0.03636(11) Uani 1 1 d . . . I1 I -0.23223(3) 0.23650(4) 0.50777(3) 0.06185(13) Uani 1 1 d . . . I2 I 0.03730(4) 0.13316(4) 0.40938(2) 0.05445(12) Uani 1 1 d . . . C1 C 0.1963(5) 0.2771(6) 0.6449(4) 0.0523(14) Uani 1 1 d . . . C2 C 0.1775(6) 0.1607(7) 0.7104(4) 0.0526(14) Uani 1 1 d . . . C3 C 0.0814(5) 0.1700(6) 0.7541(4) 0.0478(13) Uani 1 1 d . . . C4 C -0.0024(4) 0.2952(6) 0.7352(3) 0.0436(12) Uani 1 1 d . . . C5 C 0.0142(5) 0.4118(6) 0.6672(4) 0.0485(14) Uani 1 1 d . . . C6 C 0.1109(5) 0.4046(6) 0.6237(4) 0.0502(14) Uani 1 1 d . . . C7 C -0.1064(6) 0.3074(8) 0.7843(5) 0.0651(17) Uani 1 1 d . . . C8 C -0.0750(6) 0.4298(9) 0.8667(5) 0.096(2) Uani 1 1 d . . . H8A H -0.1446 0.4487 0.8913 0.143 Uiso 1 1 calc R . . H8B H -0.0511 0.5265 0.8414 0.143 Uiso 1 1 calc R . . H8C H -0.0094 0.3914 0.9195 0.143 Uiso 1 1 calc R . . C9 C -0.1426(9) 0.1512(10) 0.8202(7) 0.119(3) Uani 1 1 d . . . H9A H -0.0828 0.1196 0.8791 0.178 Uiso 1 1 calc R . . H9B H -0.1483 0.0726 0.7698 0.178 Uiso 1 1 calc R . . H9C H -0.2198 0.1620 0.8346 0.178 Uiso 1 1 calc R . . C10 C 0.2994(8) 0.2697(14) 0.5971(8) 0.082(2) Uani 1 1 d . . . H2 H 0.228(5) 0.081(8) 0.716(4) 0.08(2) Uiso 1 1 d . . . H3 H 0.064(4) 0.096(6) 0.791(3) 0.040(13) Uiso 1 1 d . . . H5 H -0.041(4) 0.484(5) 0.655(3) 0.028(12) Uiso 1 1 d . . . H6 H 0.119(6) 0.476(7) 0.578(5) 0.09(2) Uiso 1 1 d . . . H7 H -0.159(5) 0.350(7) 0.734(4) 0.07(2) Uiso 1 1 d . . . H101 H 0.309(7) 0.168(9) 0.586(6) 0.10(3) Uiso 1 1 d . . . H102 H 0.286(9) 0.317(12) 0.544(8) 0.16(5) Uiso 1 1 d . . . H103 H 0.369(7) 0.290(8) 0.640(5) 0.09(2) 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 Ru 0.0510(2) 0.02718(18) 0.02736(19) -0.00073(15) 0.00411(16) -0.00431(17) I1 0.0535(2) 0.0664(3) 0.0541(2) 0.01796(18) -0.00601(18) -0.01342(18) I2 0.1003(3) 0.03100(17) 0.03434(17) -0.00104(13) 0.02178(18) -0.01477(17) C1 0.052(3) 0.051(3) 0.052(3) -0.020(3) 0.011(3) -0.009(3) C2 0.057(4) 0.051(3) 0.041(3) -0.011(3) -0.003(3) 0.010(3) C3 0.067(4) 0.042(3) 0.030(3) -0.001(2) 0.004(3) -0.001(3) C4 0.053(3) 0.043(3) 0.032(2) -0.015(2) 0.007(2) -0.003(2) C5 0.055(4) 0.031(3) 0.052(3) -0.008(2) 0.001(3) 0.005(3) C6 0.062(4) 0.034(3) 0.045(3) -0.005(2) -0.002(3) -0.015(3) C7 0.058(4) 0.081(4) 0.056(4) -0.024(3) 0.014(3) -0.001(3) C8 0.080(5) 0.119(6) 0.089(5) -0.059(5) 0.025(4) 0.006(4) C9 0.141(8) 0.125(7) 0.122(7) -0.029(6) 0.092(6) -0.045(6) C10 0.062(5) 0.105(7) 0.084(6) -0.037(5) 0.030(5) -0.023(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 Ru C5 2.163(5) . ? Ru C3 2.170(5) . ? Ru C2 2.186(5) . ? Ru C6 2.182(5) . ? Ru C4 2.204(4) . ? Ru C1 2.227(5) . ? Ru I1 2.7255(6) . ? Ru I2 2.7413(5) 3_556 ? Ru I2 2.7414(5) . ? I2 Ru 2.7413(5) 3_556 ? C1 C2 1.400(8) . ? C1 C6 1.433(8) . ? C1 C10 1.502(9) . ? C2 C3 1.394(8) . ? C3 C4 1.406(7) . ? C4 C5 1.419(7) . ? C4 C7 1.526(8) . ? C5 C6 1.396(8) . ? C7 C9 1.512(10) . ? C7 C8 1.522(8) . ? 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 C5 Ru C3 67.3(2) . . ? C5 Ru C2 79.8(2) . . ? C3 Ru C2 37.3(2) . . ? C5 Ru C6 37.5(2) . . ? C3 Ru C6 79.3(2) . . ? C2 Ru C6 67.1(2) . . ? C5 Ru C4 37.90(19) . . ? C3 Ru C4 37.48(19) . . ? C2 Ru C4 68.0(2) . . ? C6 Ru C4 68.1(2) . . ? C5 Ru C1 68.3(2) . . ? C3 Ru C1 67.3(2) . . ? C2 Ru C1 37.0(2) . . ? C6 Ru C1 37.9(2) . . ? C4 Ru C1 81.05(19) . . ? C5 Ru I1 88.57(15) . . ? C3 Ru I1 122.83(16) . . ? C2 Ru I1 159.93(16) . . ? C6 Ru I1 112.25(15) . . ? C4 Ru I1 92.83(13) . . ? C1 Ru I1 149.54(15) . . ? C5 Ru I2 150.03(16) . 3_556 ? C3 Ru I2 89.10(14) . 3_556 ? C2 Ru I2 92.74(15) . 3_556 ? C6 Ru I2 158.49(15) . 3_556 ? C4 Ru I2 112.44(14) . 3_556 ? C1 Ru I2 120.74(14) . 3_556 ? I1 Ru I2 89.255(17) . 3_556 ? C5 Ru I2 126.02(15) . . ? C3 Ru I2 148.43(16) . . ? C2 Ru I2 112.19(16) . . ? C6 Ru I2 96.66(16) . . ? C4 Ru I2 163.80(14) . . ? C1 Ru I2 90.15(14) . . ? I1 Ru I2 87.885(16) . . ? I2 Ru I2 83.740(14) 3_556 . ? Ru I2 Ru 96.260(14) 3_556 . ? C2 C1 C6 116.9(5) . . ? C2 C1 C10 122.4(7) . . ? C6 C1 C10 120.7(7) . . ? C2 C1 Ru 69.9(3) . . ? C6 C1 Ru 69.4(3) . . ? C10 C1 Ru 130.8(5) . . ? C3 C2 C1 121.5(5) . . ? C3 C2 Ru 70.7(3) . . ? C1 C2 Ru 73.1(3) . . ? C2 C3 C4 122.4(5) . . ? C2 C3 Ru 71.9(3) . . ? C4 C3 Ru 72.6(3) . . ? C3 C4 C5 116.5(5) . . ? C3 C4 C7 122.6(5) . . ? C5 C4 C7 120.9(5) . . ? C3 C4 Ru 70.0(3) . . ? C5 C4 Ru 69.5(3) . . ? C7 C4 Ru 131.3(3) . . ? C6 C5 C4 121.5(5) . . ? C6 C5 Ru 72.0(3) . . ? C4 C5 Ru 72.6(3) . . ? C5 C6 C1 121.2(5) . . ? C5 C6 Ru 70.5(3) . . ? C1 C6 Ru 72.7(3) . . ? C9 C7 C8 112.0(6) . . ? C9 C7 C4 113.9(6) . . ? C8 C7 C4 109.4(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.699 _refine_diff_density_min -0.585 _refine_diff_density_rms 0.116 _database_code_depnum_ccdc_archive 'CCDC 932608' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1b #TrackingRef 'dimeri-final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 I4 Ru2' _chemical_formula_weight 978.16 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 7.7049(7) _cell_length_b 8.3452(7) _cell_length_c 20.036(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.797(1) _cell_angle_gamma 90.00 _cell_volume 1286.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8686 _cell_measurement_theta_min 5.289 _cell_measurement_theta_max 62.517 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 5.976 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.610684 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS procedure' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 diffractometer _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20139 _diffrn_reflns_av_R_equivalents 0.0566 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 31.92 _reflns_number_total 4173 _reflns_number_gt 3568 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0416P)^2^+1.4604P] 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 0.0238(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4173 _refine_ls_number_parameters 122 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0879 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 Ru Ru 0.60166(4) 0.47463(3) 0.094611(13) 0.02734(10) Uani 1 1 d . . . I1 I 0.36558(4) 0.32225(3) 0.010955(13) 0.03878(10) Uani 1 1 d . . . I2 I 0.33378(4) 0.65940(4) 0.134673(16) 0.05154(12) Uani 1 1 d . . . C1 C 0.7429(6) 0.6664(5) 0.2359(2) 0.0426(9) Uani 1 1 d . . . H1 H 0.6205 0.6754 0.2466 0.051 Uiso 1 1 calc R . . C2 C 0.7562(5) 0.5298(5) 0.1873(2) 0.0352(8) Uani 1 1 d . . . C3 C 0.6530(5) 0.3900(5) 0.19601(19) 0.0353(8) Uani 1 1 d . . . H3 H 0.5794 0.3852 0.2314 0.042 Uiso 1 1 calc R . . C4 C 0.6608(6) 0.2589(5) 0.1518(2) 0.0414(9) Uani 1 1 d . . . H4 H 0.5904 0.1702 0.1582 0.050 Uiso 1 1 calc R . . C5 C 0.7732(6) 0.2591(5) 0.0982(2) 0.0456(10) Uani 1 1 d . . . C6 C 0.8720(6) 0.3976(6) 0.0893(2) 0.0455(10) Uani 1 1 d . . . H6 H 0.9452 0.4023 0.0538 0.055 Uiso 1 1 calc R . . C7 C 0.8636(5) 0.5311(6) 0.1331(2) 0.0422(9) Uani 1 1 d . . . H7 H 0.9309 0.6212 0.1254 0.051 Uiso 1 1 calc R . . C8 C 0.7838(10) 0.1175(7) 0.0522(3) 0.0724(18) Uani 1 1 d . . . H8A H 0.8791 0.0503 0.0670 0.109 Uiso 1 1 calc R . . H8B H 0.8014 0.1542 0.0076 0.109 Uiso 1 1 calc R . . H8C H 0.6775 0.0576 0.0526 0.109 Uiso 1 1 calc R . . C9 C 0.8469(10) 0.6275(9) 0.3014(3) 0.081(2) Uani 1 1 d . . . H9A H 0.8171 0.5220 0.3161 0.121 Uiso 1 1 calc R . . H9B H 0.8195 0.7043 0.3350 0.121 Uiso 1 1 calc R . . H9C H 0.9690 0.6320 0.2940 0.121 Uiso 1 1 calc R . . C10 C 0.7958(10) 0.8252(7) 0.2078(4) 0.082(2) Uani 1 1 d . . . H10A H 0.9181 0.8242 0.2007 0.123 Uiso 1 1 calc R . . H10B H 0.7705 0.9090 0.2387 0.123 Uiso 1 1 calc R . . H10C H 0.7325 0.8439 0.1661 0.123 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 Ru 0.03183(16) 0.02730(15) 0.02273(15) -0.00036(10) -0.00051(10) 0.00103(10) I1 0.05130(17) 0.03210(15) 0.03213(15) 0.00400(9) -0.00624(11) -0.01166(10) I2 0.03843(16) 0.0714(2) 0.04444(18) -0.01434(14) -0.00199(12) 0.01697(13) C1 0.043(2) 0.042(2) 0.043(2) -0.0100(17) -0.0071(17) 0.0003(16) C2 0.0350(18) 0.037(2) 0.0328(18) -0.0011(15) -0.0080(14) 0.0030(14) C3 0.044(2) 0.0360(19) 0.0259(16) 0.0037(14) -0.0028(14) -0.0011(15) C4 0.058(2) 0.0284(18) 0.036(2) 0.0015(15) -0.0077(18) 0.0005(17) C5 0.064(3) 0.038(2) 0.034(2) -0.0042(17) -0.0042(18) 0.019(2) C6 0.039(2) 0.055(3) 0.043(2) 0.000(2) 0.0048(17) 0.0161(19) C7 0.0291(18) 0.052(2) 0.045(2) 0.0077(19) -0.0008(16) 0.0012(16) C8 0.114(5) 0.055(3) 0.048(3) -0.015(2) -0.008(3) 0.036(3) C9 0.100(5) 0.077(4) 0.061(4) -0.029(3) -0.043(3) 0.017(4) C10 0.104(5) 0.042(3) 0.102(6) -0.016(3) 0.014(4) -0.013(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 Ru C3 2.169(4) . ? Ru C4 2.171(4) . ? Ru C7 2.176(4) . ? Ru C6 2.187(4) . ? Ru C2 2.205(4) . ? Ru C5 2.231(4) . ? Ru I1 2.7272(4) . ? Ru I2 2.7283(4) . ? Ru I1 2.7318(4) 3_665 ? I1 Ru 2.7318(4) 3_665 ? C1 C10 1.503(7) . ? C1 C2 1.506(6) . ? C1 C9 1.539(7) . ? C2 C7 1.397(6) . ? C2 C3 1.428(6) . ? C3 C4 1.410(6) . ? C4 C5 1.413(6) . ? C5 C6 1.399(7) . ? C5 C8 1.503(7) . ? C6 C7 1.421(7) . ? 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 Ru C4 37.92(15) . . ? C3 Ru C7 67.39(16) . . ? C4 Ru C7 79.96(17) . . ? C3 Ru C6 79.59(17) . . ? C4 Ru C6 66.80(18) . . ? C7 Ru C6 38.01(18) . . ? C3 Ru C2 38.10(15) . . ? C4 Ru C2 68.76(15) . . ? C7 Ru C2 37.19(16) . . ? C6 Ru C2 68.03(16) . . ? C3 Ru C5 68.09(16) . . ? C4 Ru C5 37.42(17) . . ? C7 Ru C5 68.01(18) . . ? C6 Ru C5 36.92(19) . . ? C2 Ru C5 81.18(15) . . ? C3 Ru I1 120.62(11) . . ? C4 Ru I1 93.12(11) . . ? C7 Ru I1 153.85(12) . . ? C6 Ru I1 116.18(13) . . ? C2 Ru I1 158.68(11) . . ? C5 Ru I1 91.15(12) . . ? C3 Ru I2 90.83(11) . . ? C4 Ru I2 117.10(13) . . ? C7 Ru I2 118.37(12) . . ? C6 Ru I2 156.39(13) . . ? C2 Ru I2 91.12(10) . . ? C5 Ru I2 154.38(13) . . ? I1 Ru I2 87.299(13) . . ? C3 Ru I1 155.21(11) . 3_665 ? C4 Ru I1 153.98(12) . 3_665 ? C7 Ru I1 91.18(12) . 3_665 ? C6 Ru I1 91.18(13) . 3_665 ? C2 Ru I1 117.12(11) . 3_665 ? C5 Ru I1 116.61(12) . 3_665 ? I1 Ru I1 84.119(12) . 3_665 ? I2 Ru I1 88.678(14) . 3_665 ? Ru I1 Ru 95.881(12) . 3_665 ? C10 C1 C2 113.4(5) . . ? C10 C1 C9 111.4(5) . . ? C2 C1 C9 110.0(4) . . ? C7 C2 C3 117.1(4) . . ? C7 C2 C1 124.0(4) . . ? C3 C2 C1 118.9(4) . . ? C7 C2 Ru 70.3(2) . . ? C3 C2 Ru 69.6(2) . . ? C1 C2 Ru 130.6(3) . . ? C4 C3 C2 121.1(4) . . ? C4 C3 Ru 71.1(2) . . ? C2 C3 Ru 72.3(2) . . ? C3 C4 C5 121.5(4) . . ? C3 C4 Ru 71.0(2) . . ? C5 C4 Ru 73.6(2) . . ? C6 C5 C4 117.1(4) . . ? C6 C5 C8 121.7(5) . . ? C4 C5 C8 121.2(5) . . ? C6 C5 Ru 69.9(2) . . ? C4 C5 Ru 69.0(2) . . ? C8 C5 Ru 131.6(3) . . ? C5 C6 C7 121.8(4) . . ? C5 C6 Ru 73.2(3) . . ? C7 C6 Ru 70.6(2) . . ? C2 C7 C6 121.3(4) . . ? C2 C7 Ru 72.5(2) . . ? C6 C7 Ru 71.4(2) . . ? _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 31.92 _diffrn_measured_fraction_theta_full 0.939 _refine_diff_density_max 1.723 _refine_diff_density_min -1.885 _refine_diff_density_rms 0.206 _database_code_depnum_ccdc_archive 'CCDC 932609' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 #TrackingRef 'dimeri-final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 Cl4 Ru2' _chemical_formula_weight 580.28 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' 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.550(5) _cell_length_b 16.543(5) _cell_length_c 7.885(5) _cell_angle_alpha 90.00 _cell_angle_beta 103.431(5) _cell_angle_gamma 90.00(5) _cell_volume 957.9(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4323 _cell_measurement_theta_min 4.925 _cell_measurement_theta_max 56.886 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.012 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 2.132 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6020 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_process_details 'SADABS procedure' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 diffractometer _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15722 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0313 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 31.98 _reflns_number_total 3174 _reflns_number_gt 2520 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SIR97 (Altomare et al. 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1000P)^2^+0.0000P] 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 3174 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.1002 _refine_ls_wR_factor_gt 0.0887 _refine_ls_goodness_of_fit_ref 0.715 _refine_ls_restrained_S_all 0.715 _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 0.69473(2) 0.065346(11) 0.59688(2) 0.02744(9) Uani 1 1 d . . . Cl2 Cl 0.36197(9) 0.07110(4) 0.52603(11) 0.04131(18) Uani 1 1 d . . . Cl1 Cl 0.68097(11) 0.11208(5) 0.30663(9) 0.0508(2) Uani 1 1 d . . . C6 C 0.8181(4) 0.17454(18) 0.7241(4) 0.0397(6) Uani 1 1 d . . . C5 C 0.7021(4) 0.14183(18) 0.8223(3) 0.0390(6) Uani 1 1 d . . . C9 C 0.5631(4) 0.2039(2) 0.8415(4) 0.0513(8) Uani 1 1 d . . . H9A H 0.5939 0.2284 0.9564 0.062 Uiso 1 1 calc R . . H9B H 0.4427 0.1801 0.8226 0.062 Uiso 1 1 calc R . . C4 C 0.7151(6) 0.06031(19) 0.8762(4) 0.0500(8) Uani 1 1 d . . . H4 H 0.6362 0.0389 0.9393 0.060 Uiso 1 1 calc R . . C2 C 0.9737(5) 0.0448(3) 0.7358(5) 0.0578(9) Uani 1 1 d . . . H2 H 1.0653 0.0126 0.7104 0.069 Uiso 1 1 calc R . . C8 C 0.5718(5) 0.2665(2) 0.6994(5) 0.0588(9) Uani 1 1 d . . . H8A H 0.4809 0.2548 0.5934 0.071 Uiso 1 1 calc R . . H8B H 0.5507 0.3205 0.7382 0.071 Uiso 1 1 calc R . . C1 C 0.9550(4) 0.1252(2) 0.6803(4) 0.0482(7) Uani 1 1 d . . . H1 H 1.0319 0.1464 0.6149 0.058 Uiso 1 1 calc R . . C7 C 0.7623(5) 0.2596(2) 0.6680(5) 0.0582(9) Uani 1 1 d . . . H7A H 0.7609 0.2678 0.5458 0.070 Uiso 1 1 calc R . . H7B H 0.8439 0.2987 0.7374 0.070 Uiso 1 1 calc R . . C3 C 0.8515(5) 0.0123(2) 0.8314(4) 0.0550(8) Uani 1 1 d . . . H3 H 0.8621 -0.0417 0.8650 0.066 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 0.02381(12) 0.03124(13) 0.02719(13) -0.00282(6) 0.00575(8) 0.00149(6) Cl2 0.0252(3) 0.0355(3) 0.0628(5) -0.0132(3) 0.0094(3) 0.0020(2) Cl1 0.0562(4) 0.0639(5) 0.0352(3) 0.0102(3) 0.0165(3) 0.0116(4) C6 0.0312(12) 0.0447(15) 0.0432(14) -0.0139(12) 0.0086(10) -0.0078(11) C5 0.0387(14) 0.0465(15) 0.0320(12) -0.0112(11) 0.0084(10) -0.0013(11) C9 0.0498(17) 0.0559(18) 0.0545(18) -0.0200(15) 0.0252(14) -0.0010(14) C4 0.068(2) 0.0515(19) 0.0305(14) 0.0025(11) 0.0111(14) -0.0001(14) C2 0.0328(15) 0.080(2) 0.0519(19) -0.0201(18) -0.0072(13) 0.0166(16) C8 0.060(2) 0.0398(16) 0.077(2) -0.0100(16) 0.0181(17) 0.0086(14) C1 0.0262(12) 0.0621(19) 0.0565(18) -0.0194(15) 0.0100(12) -0.0079(12) C7 0.067(2) 0.0392(16) 0.075(2) -0.0093(16) 0.0288(19) -0.0150(15) C3 0.067(2) 0.0550(19) 0.0331(14) -0.0013(13) -0.0080(14) 0.0173(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 C3 2.139(3) . ? Ru1 C1 2.162(3) . ? Ru1 C2 2.163(3) . ? Ru1 C6 2.168(3) . ? Ru1 C5 2.172(3) . ? Ru1 C4 2.174(3) . ? Ru1 Cl1 2.3950(15) . ? Ru1 Cl2 2.4456(18) . ? Ru1 Cl2 2.4546(10) 3_656 ? Cl2 Ru1 2.4546(10) 3_656 ? C6 C5 1.405(4) . ? C6 C1 1.421(4) . ? C6 C7 1.506(5) . ? C5 C4 1.411(4) . ? C5 C9 1.501(4) . ? C9 C8 1.538(5) . ? C4 C3 1.409(5) . ? C2 C1 1.398(5) . ? C2 C3 1.425(6) . ? C8 C7 1.519(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 Ru1 C1 69.12(15) . . ? C3 Ru1 C2 38.69(15) . . ? C1 Ru1 C2 37.73(14) . . ? C3 Ru1 C6 81.36(13) . . ? C1 Ru1 C6 38.30(11) . . ? C2 Ru1 C6 68.53(13) . . ? C3 Ru1 C5 68.13(13) . . ? C1 Ru1 C5 68.62(11) . . ? C2 Ru1 C5 80.83(12) . . ? C6 Ru1 C5 37.78(10) . . ? C3 Ru1 C4 38.13(13) . . ? C1 Ru1 C4 82.19(14) . . ? C2 Ru1 C4 69.49(15) . . ? C6 Ru1 C4 69.00(12) . . ? C5 Ru1 C4 37.88(11) . . ? C3 Ru1 Cl1 148.34(11) . . ? C1 Ru1 Cl1 88.70(10) . . ? C2 Ru1 Cl1 110.83(12) . . ? C6 Ru1 Cl1 95.26(9) . . ? C5 Ru1 Cl1 125.53(9) . . ? C4 Ru1 Cl1 163.31(9) . . ? C3 Ru1 Cl2 123.12(11) . . ? C1 Ru1 Cl2 149.81(9) . . ? C2 Ru1 Cl2 161.71(12) . . ? C6 Ru1 Cl2 112.41(8) . . ? C5 Ru1 Cl2 89.64(8) . . ? C4 Ru1 Cl2 93.44(11) . . ? Cl1 Ru1 Cl2 87.42(3) . . ? C3 Ru1 Cl2 88.57(10) . 3_656 ? C1 Ru1 Cl2 127.19(9) . 3_656 ? C2 Ru1 Cl2 96.61(11) . 3_656 ? C6 Ru1 Cl2 164.90(8) . 3_656 ? C5 Ru1 Cl2 145.87(8) . 3_656 ? C4 Ru1 Cl2 109.25(9) . 3_656 ? Cl1 Ru1 Cl2 87.40(4) . 3_656 ? Cl2 Ru1 Cl2 82.53(5) . 3_656 ? Ru1 Cl2 Ru1 97.47(5) . 3_656 ? C5 C6 C1 119.7(3) . . ? C5 C6 C7 110.7(3) . . ? C1 C6 C7 129.4(3) . . ? C5 C6 Ru1 71.25(15) . . ? C1 C6 Ru1 70.60(16) . . ? C7 C6 Ru1 125.6(2) . . ? C6 C5 C4 121.7(3) . . ? C6 C5 C9 109.4(3) . . ? C4 C5 C9 128.7(3) . . ? C6 C5 Ru1 70.97(15) . . ? C4 C5 Ru1 71.13(17) . . ? C9 C5 Ru1 126.6(2) . . ? C5 C9 C8 103.8(2) . . ? C3 C4 C5 117.8(3) . . ? C3 C4 Ru1 69.59(17) . . ? C5 C4 Ru1 70.99(16) . . ? C1 C2 C3 119.6(3) . . ? C1 C2 Ru1 71.09(17) . . ? C3 C2 Ru1 69.73(18) . . ? C7 C8 C9 105.7(3) . . ? C2 C1 C6 119.8(3) . . ? C2 C1 Ru1 71.18(18) . . ? C6 C1 Ru1 71.09(15) . . ? C6 C7 C8 103.4(3) . . ? C4 C3 C2 121.4(3) . . ? C4 C3 Ru1 72.28(18) . . ? C2 C3 Ru1 71.58(19) . . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 31.98 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.443 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.089 _database_code_depnum_ccdc_archive 'CCDC 932610' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 #TrackingRef 'dimeri-final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H23 Cl2 N O2 Ru' _chemical_formula_weight 457.34 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.659(5) _cell_length_b 7.660(5) _cell_length_c 17.820(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 112.476(5) _cell_angle_gamma 90.000(5) _cell_volume 1975.1(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5280 _cell_measurement_theta_min 4.401 _cell_measurement_theta_max 47.12 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 1.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6028 _exptl_absorpt_correction_T_max 0.7459 _exptl_absorpt_process_details 'SADABS procedure' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 diffractometer _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29577 _diffrn_reflns_av_R_equivalents 0.0594 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 29.87 _reflns_number_total 5673 _reflns_number_gt 4204 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SIR2004 (Altomare et al. 2004)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0311P)^2^+0.3650P] 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 5673 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0818 _refine_ls_wR_factor_gt 0.0751 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 0.117943(13) -0.44553(2) 0.507979(11) 0.03084(7) Uani 1 1 d . . . Cl1 Cl 0.02414(5) -0.42785(9) 0.59020(4) 0.04387(16) Uani 1 1 d . . . Cl2 Cl 0.15839(6) -0.73527(9) 0.56074(5) 0.0591(2) Uani 1 1 d . . . N1 N 0.2753(3) 0.0996(5) 0.4509(2) 0.0705(9) Uani 1 1 d . . . O2 O 0.10137(17) -0.0530(3) 0.07270(15) 0.0764(7) Uani 1 1 d . . . H2A H 0.0641 -0.0546 0.0255 0.115 Uiso 1 1 calc R . . O1 O -0.01468(17) 0.0933(4) 0.08541(15) 0.0797(7) Uani 1 1 d . . . C5 C 0.26130(18) -0.3918(4) 0.53677(16) 0.0441(6) Uani 1 1 d . . . H5 H 0.3132 -0.4594 0.5644 0.053 Uiso 1 1 calc R . . C8 C 0.2738(2) -0.2538(4) 0.67248(17) 0.0534(7) Uani 1 1 d . . . H8 H 0.2238 -0.2406 0.6924 0.064 Uiso 1 1 calc R . . C1 C 0.13818(18) -0.3105(4) 0.40794(16) 0.0438(6) Uani 1 1 d . . . C3 C 0.1496(2) -0.1748(3) 0.53601(18) 0.0446(6) Uani 1 1 d . . . H3 H 0.1262 -0.0967 0.5633 0.054 Uiso 1 1 calc R . . C16 C 0.1364(2) 0.1506(4) 0.3350(2) 0.0596(8) Uani 1 1 d . . . H16 H 0.1112 0.2080 0.3678 0.072 Uiso 1 1 calc R . . C14 C 0.1212(2) 0.0488(4) 0.2019(2) 0.0525(7) Uani 1 1 d . . . C4 C 0.22967(17) -0.2746(4) 0.58116(16) 0.0411(6) Uani 1 1 d . . . C17 C 0.0677(2) 0.0288(4) 0.1158(2) 0.0564(8) Uani 1 1 d . . . C15 C 0.0852(2) 0.1345(4) 0.2536(2) 0.0570(8) Uani 1 1 d . . . H15 H 0.0258 0.1808 0.2320 0.068 Uiso 1 1 calc R . . C11 C 0.2261(2) 0.0819(4) 0.3700(2) 0.0551(8) Uani 1 1 d . . . C7 C 0.0877(2) -0.3376(5) 0.31828(16) 0.0596(8) Uani 1 1 d . . . H7A H 0.1203 -0.4215 0.2993 0.089 Uiso 1 1 calc R . . H7B H 0.0840 -0.2288 0.2904 0.089 Uiso 1 1 calc R . . H7C H 0.0264 -0.3797 0.3079 0.089 Uiso 1 1 calc R . . C6 C 0.21684(19) -0.4106(4) 0.45129(16) 0.0437(6) Uani 1 1 d . . . H6 H 0.2398 -0.4893 0.4239 0.052 Uiso 1 1 calc R . . C2 C 0.1050(2) -0.1915(3) 0.45132(17) 0.0464(7) Uani 1 1 d . . . H2 H 0.0533 -0.1236 0.4235 0.056 Uiso 1 1 calc R . . C12 C 0.2613(2) -0.0036(4) 0.3186(2) 0.0596(8) Uani 1 1 d . . . H12 H 0.3207 -0.0499 0.3399 0.072 Uiso 1 1 calc R . . C10 C 0.3305(3) -0.0863(4) 0.6926(2) 0.0729(11) Uani 1 1 d . . . H10A H 0.3585 -0.0723 0.7505 0.109 Uiso 1 1 calc R . . H10B H 0.2909 0.0115 0.6692 0.109 Uiso 1 1 calc R . . H10C H 0.3778 -0.0926 0.6709 0.109 Uiso 1 1 calc R . . C13 C 0.2094(2) -0.0196(4) 0.2375(2) 0.0563(8) Uani 1 1 d . . . H13 H 0.2342 -0.0787 0.2049 0.068 Uiso 1 1 calc R . . C18 C 0.3675(3) 0.0333(6) 0.4918(2) 0.0852(13) Uani 1 1 d . . . H18A H 0.3888 0.0609 0.5486 0.128 Uiso 1 1 calc R . . H18B H 0.4079 0.0857 0.4690 0.128 Uiso 1 1 calc R . . H18C H 0.3674 -0.0911 0.4851 0.128 Uiso 1 1 calc R . . C9 C 0.3317(3) -0.4099(5) 0.7157(2) 0.0774(11) Uani 1 1 d . . . H9A H 0.3576 -0.3887 0.7731 0.116 Uiso 1 1 calc R . . H9B H 0.3807 -0.4274 0.6966 0.116 Uiso 1 1 calc R . . H9C H 0.2935 -0.5123 0.7046 0.116 Uiso 1 1 calc R . . H1N H 0.251(2) 0.138(5) 0.475(2) 0.056(12) 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 Ru1 0.03082(11) 0.02807(10) 0.03365(11) 0.00031(8) 0.01237(8) -0.00168(8) Cl1 0.0413(3) 0.0568(4) 0.0358(3) -0.0115(3) 0.0173(3) -0.0154(3) Cl2 0.0788(6) 0.0336(4) 0.0649(5) 0.0102(3) 0.0276(4) 0.0102(3) N1 0.083(2) 0.069(2) 0.072(2) -0.0114(17) 0.044(2) -0.0174(17) O2 0.0629(15) 0.108(2) 0.0646(15) -0.0132(14) 0.0317(13) 0.0090(14) O1 0.0687(16) 0.101(2) 0.0759(16) 0.0011(14) 0.0349(14) 0.0236(14) C5 0.0296(13) 0.0560(17) 0.0459(15) 0.0014(13) 0.0135(12) -0.0019(12) C8 0.0516(18) 0.065(2) 0.0436(16) -0.0116(14) 0.0179(14) -0.0110(15) C1 0.0423(15) 0.0462(16) 0.0429(14) 0.0100(12) 0.0162(12) -0.0133(12) C3 0.0502(16) 0.0276(13) 0.0588(17) -0.0058(12) 0.0240(14) -0.0081(12) C16 0.077(2) 0.0456(18) 0.074(2) -0.0090(16) 0.0482(19) -0.0058(16) C14 0.0599(19) 0.0452(17) 0.066(2) 0.0042(14) 0.0390(17) -0.0003(14) C4 0.0352(14) 0.0435(15) 0.0453(15) -0.0058(12) 0.0161(12) -0.0129(11) C17 0.060(2) 0.0549(19) 0.068(2) 0.0031(16) 0.0400(18) -0.0025(15) C15 0.061(2) 0.0456(17) 0.076(2) 0.0020(16) 0.0396(18) 0.0036(15) C11 0.071(2) 0.0430(17) 0.064(2) -0.0026(14) 0.0401(18) -0.0135(15) C7 0.066(2) 0.069(2) 0.0407(16) 0.0108(15) 0.0167(14) -0.0168(17) C6 0.0408(15) 0.0521(17) 0.0453(15) -0.0015(12) 0.0243(13) -0.0061(12) C2 0.0461(16) 0.0333(14) 0.0562(17) 0.0128(12) 0.0154(13) -0.0021(12) C12 0.059(2) 0.0593(19) 0.071(2) 0.0027(17) 0.0362(18) -0.0024(16) C10 0.071(2) 0.066(2) 0.059(2) -0.0173(17) -0.0003(17) -0.0133(18) C13 0.064(2) 0.0546(19) 0.064(2) 0.0016(15) 0.0397(17) 0.0005(15) C18 0.091(3) 0.086(3) 0.073(3) -0.002(2) 0.026(2) -0.020(2) C9 0.096(3) 0.075(3) 0.0451(18) 0.0038(17) 0.0098(19) -0.013(2) _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 C5 2.143(3) . ? Ru1 C3 2.146(3) . ? Ru1 C6 2.165(3) . ? Ru1 C2 2.166(3) . ? Ru1 C4 2.175(3) . ? Ru1 C1 2.186(3) . ? Ru1 Cl2 2.3991(15) . ? Ru1 Cl1 2.4430(8) . ? Ru1 Cl1 2.4444(9) 3_546 ? Cl1 Ru1 2.4444(8) 3_546 ? N1 C11 1.357(4) . ? N1 C18 1.438(5) . ? O2 C17 1.253(4) . ? O1 C17 1.291(4) . ? C5 C4 1.406(4) . ? C5 C6 1.419(4) . ? C8 C4 1.514(4) . ? C8 C9 1.521(5) . ? C8 C10 1.523(4) . ? C1 C6 1.405(4) . ? C1 C2 1.416(4) . ? C1 C7 1.502(4) . ? C3 C2 1.405(4) . ? C3 C4 1.426(4) . ? C16 C15 1.368(4) . ? C16 C11 1.403(5) . ? C14 C13 1.383(4) . ? C14 C15 1.413(4) . ? C14 C17 1.449(5) . ? C11 C12 1.399(4) . ? C12 C13 1.367(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 C5 Ru1 C3 68.37(11) . . ? C5 Ru1 C6 38.48(10) . . ? C3 Ru1 C6 81.17(11) . . ? C5 Ru1 C2 80.89(11) . . ? C3 Ru1 C2 38.04(11) . . ? C6 Ru1 C2 68.13(11) . . ? C5 Ru1 C4 37.99(10) . . ? C3 Ru1 C4 38.53(11) . . ? C6 Ru1 C4 69.54(10) . . ? C2 Ru1 C4 69.45(11) . . ? C5 Ru1 C1 68.85(10) . . ? C3 Ru1 C1 68.91(11) . . ? C6 Ru1 C1 37.67(10) . . ? C2 Ru1 C1 37.98(11) . . ? C4 Ru1 C1 82.53(10) . . ? C5 Ru1 Cl2 89.33(8) . . ? C3 Ru1 Cl2 143.11(9) . . ? C6 Ru1 Cl2 99.70(8) . . ? C2 Ru1 Cl2 167.83(8) . . ? C4 Ru1 Cl2 106.89(8) . . ? C1 Ru1 Cl2 131.18(8) . . ? C5 Ru1 Cl1 131.36(8) . . ? C3 Ru1 Cl1 86.85(8) . . ? C6 Ru1 Cl1 167.01(8) . . ? C2 Ru1 Cl1 105.03(8) . . ? C4 Ru1 Cl1 97.89(7) . . ? C1 Ru1 Cl1 140.41(8) . . ? Cl2 Ru1 Cl1 86.87(3) . . ? C5 Ru1 Cl1 146.22(8) . 3_546 ? C3 Ru1 Cl1 128.01(8) . 3_546 ? C6 Ru1 Cl1 109.44(8) . 3_546 ? C2 Ru1 Cl1 97.22(8) . 3_546 ? C4 Ru1 Cl1 166.24(8) . 3_546 ? C1 Ru1 Cl1 88.86(7) . 3_546 ? Cl2 Ru1 Cl1 86.85(4) . 3_546 ? Cl1 Ru1 Cl1 81.94(3) . 3_546 ? Ru1 Cl1 Ru1 98.06(3) . 3_546 ? C11 N1 C18 123.8(4) . . ? C4 C5 C6 122.3(3) . . ? C4 C5 Ru1 72.25(15) . . ? C6 C5 Ru1 71.61(15) . . ? C4 C8 C9 113.6(3) . . ? C4 C8 C10 109.1(3) . . ? C9 C8 C10 111.2(3) . . ? C6 C1 C2 118.6(2) . . ? C6 C1 C7 120.3(3) . . ? C2 C1 C7 121.1(3) . . ? C6 C1 Ru1 70.33(15) . . ? C2 C1 Ru1 70.23(15) . . ? C7 C1 Ru1 128.36(19) . . ? C2 C3 C4 121.7(3) . . ? C2 C3 Ru1 71.75(15) . . ? C4 C3 Ru1 71.84(15) . . ? C15 C16 C11 121.2(3) . . ? C13 C14 C15 117.1(3) . . ? C13 C14 C17 121.1(3) . . ? C15 C14 C17 121.8(3) . . ? C5 C4 C3 116.6(2) . . ? C5 C4 C8 123.9(3) . . ? C3 C4 C8 119.4(3) . . ? C5 C4 Ru1 69.75(15) . . ? C3 C4 Ru1 69.63(15) . . ? C8 C4 Ru1 129.77(19) . . ? O2 C17 O1 121.5(3) . . ? O2 C17 C14 119.6(3) . . ? O1 C17 C14 118.9(3) . . ? C16 C15 C14 121.0(3) . . ? N1 C11 C12 122.4(4) . . ? N1 C11 C16 120.0(3) . . ? C12 C11 C16 117.6(3) . . ? C1 C6 C5 120.1(3) . . ? C1 C6 Ru1 72.00(15) . . ? C5 C6 Ru1 69.92(15) . . ? C3 C2 C1 120.6(3) . . ? C3 C2 Ru1 70.21(15) . . ? C1 C2 Ru1 71.79(15) . . ? C13 C12 C11 120.7(3) . . ? C12 C13 C14 122.4(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 29.87 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.712 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.079 _database_code_depnum_ccdc_archive 'CCDC 932611'