#------------------------------------------------------------------------------ #$Date: 2019-11-08 06:19:29 +0200 (Fri, 08 Nov 2019) $ #$Revision: 225388 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/05/90/7059026.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7059026 loop_ _publ_author_name 'Li, Shasha' 'Xu, Lei' 'Jiang, Liping' 'Zhang, Guofang' 'Zhang, Wei-Qiang' 'Gao, Ziwei' _publ_section_title ; Activation reactions of 2-pyridyl and 2-pyrimidinyl alkynes with Ru3(CO)12 ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/C9NJ04958D _journal_year 2019 _chemical_formula_sum 'C21 H9 Br N2 O8 Ru3' _chemical_formula_weight 800.42 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2019-11-05 deposited with the CCDC. 2019-11-07 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 114.304(10) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 35.283(12) _cell_length_b 8.632(3) _cell_length_c 16.713(5) _cell_measurement_reflns_used 14561 _cell_measurement_temperature 153(2) _cell_measurement_theta_max 26.37 _cell_measurement_theta_min 2.43 _cell_volume 4639(3) _computing_cell_refinement 'SAINT (Bruker AXS Inc., 2012)' _computing_data_collection 'APEX2 (Bruker AXS Inc., 2012)' _computing_data_reduction 'SAINT (Bruker AXS Inc., 2012)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2014)' _computing_publication_material 'SHELXTL (Sheldrick, 2014)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXS (Sheldrick, 2014)' _diffrn_ambient_temperature 153(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0493 _diffrn_reflns_av_unetI/netI 0.0333 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 26215 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.000 _diffrn_reflns_theta_min 2.443 _exptl_absorpt_coefficient_mu 3.702 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 2.292 _exptl_crystal_description block _exptl_crystal_F_000 3040 _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_min 0.110 _exptl_transmission_factor_max 0.7454 _exptl_transmission_factor_min 0.5615 _refine_diff_density_max 0.443 _refine_diff_density_min -0.881 _refine_diff_density_rms 0.105 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 317 _refine_ls_number_reflns 4561 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.075 _refine_ls_R_factor_all 0.0259 _refine_ls_R_factor_gt 0.0205 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+2.9042P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.0510 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4053 _reflns_number_total 4561 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9nj04958d2.cif _cod_data_source_block 9a _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 7059026 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.607 _shelx_estimated_absorpt_t_max 0.686 _shelx_res_file ; 9a.res created by SHELXL-2014/7 TITL 1 in C2/c CELL 0.71073 35.2831 8.6317 16.7133 90.000 114.304 90.000 ZERR 8.00 0.0119 0.0027 0.0054 0.000 0.010 0.000 LATT 7 SYMM -X, Y, 0.5-Z SFAC C H N O Br Ru UNIT 168 72 16 64 8 24 omit 1 1 0 OMIT -3.00 52.00 L.S. 4 ACTA BOND $h FMAP 2 PLAN 4 size 0.15 0.13 0.11 TEMP -120.150 WGHT 0.020000 2.904200 FVAR 0.03477 MOLE 1 RU2 6 0.143252 1.102220 0.206089 11.00000 0.01155 0.01164 = 0.01443 -0.00029 0.00464 -0.00029 RU3 6 0.135698 0.870885 0.314877 11.00000 0.01460 0.01432 = 0.01185 0.00015 0.00425 -0.00131 RU1 6 0.063068 0.990169 0.179576 11.00000 0.01156 0.01491 = 0.01497 -0.00129 0.00604 0.00132 BR1 5 0.006636 0.529123 -0.115192 11.00000 0.01890 0.02332 = 0.01704 -0.00552 0.00520 -0.00755 O3 4 0.065350 1.239653 0.057999 11.00000 0.01630 0.02633 = 0.02529 0.00798 0.00390 0.00244 O2 4 0.056143 1.235118 0.301844 11.00000 0.03756 0.02930 = 0.02876 -0.00592 0.01773 0.00756 N2 3 0.120349 0.653453 0.074990 11.00000 0.01682 0.01759 = 0.01935 -0.00361 0.00698 0.00083 N1 3 0.069451 0.806459 0.097759 11.00000 0.01315 0.01351 = 0.01299 0.00052 0.00545 0.00017 C15 1 0.058796 1.141017 0.256090 11.00000 0.01644 0.02424 = 0.02142 0.00229 0.00894 0.00316 O8 4 0.196338 0.628941 0.429562 11.00000 0.04823 0.03579 = 0.03036 0.01255 0.01001 0.02089 O5 4 0.162202 1.283852 0.071109 11.00000 0.04480 0.03306 = 0.03410 0.00737 0.02300 -0.00817 C1 1 0.039219 0.737850 0.028539 11.00000 0.01374 0.01568 = 0.01586 0.00221 0.00607 -0.00156 AFIX 43 H1 2 0.011039 0.766973 0.012113 11.00000 -1.20000 AFIX 0 C21 1 0.172687 0.714228 0.386908 11.00000 0.02863 0.02370 = 0.01685 -0.00225 0.00966 -0.00038 C2 1 0.048881 0.625739 -0.018601 11.00000 0.01612 0.01568 = 0.01453 -0.00016 0.00483 -0.00513 C3 1 0.089991 0.586185 0.006617 11.00000 0.02059 0.01784 = 0.01901 -0.00375 0.00931 0.00030 AFIX 43 H3 2 0.096955 0.508893 -0.025515 11.00000 -1.20000 AFIX 0 C18 1 0.156042 1.215644 0.122724 11.00000 0.01645 0.02030 = 0.02285 -0.00072 0.00608 0.00035 C16 1 0.079671 1.149504 0.114621 11.00000 0.01470 0.01755 = 0.01858 -0.00393 0.00746 0.00050 C4 1 0.109116 0.762159 0.118198 11.00000 0.01396 0.01132 = 0.01478 0.00268 0.00677 -0.00128 O7 4 0.126391 1.046384 0.466338 11.00000 0.04316 0.04137 = 0.02081 -0.00934 0.01201 0.00813 O6 4 0.062011 0.648016 0.277507 11.00000 0.03305 0.03822 = 0.03784 0.00439 0.01070 -0.01937 O1 4 -0.030613 0.980390 0.097370 11.00000 0.01379 0.04680 = 0.04603 -0.00965 0.01088 0.00060 C5 1 0.140650 0.839274 0.194892 11.00000 0.01378 0.00965 = 0.01515 0.00115 0.00463 0.00121 C6 1 0.177124 0.892149 0.189904 11.00000 0.01304 0.01256 = 0.02057 0.00149 0.00680 0.00336 AFIX 13 H6 2 0.183079 0.875409 0.136993 11.00000 -1.20000 AFIX 0 C7 1 0.206147 0.969348 0.268378 11.00000 0.01217 0.01094 = 0.02410 0.00266 0.00362 0.00284 C14 1 0.004979 0.981731 0.125655 11.00000 0.02404 0.01927 = 0.01986 -0.00216 0.00957 0.00144 C12 1 0.190775 0.989930 0.335235 11.00000 0.01475 0.01436 = 0.01792 0.00218 0.00179 -0.00064 C20 1 0.129043 0.977769 0.410572 11.00000 0.02087 0.02493 = 0.01845 0.00404 0.00333 0.00065 C19 1 0.086183 0.740937 0.286490 11.00000 0.02324 0.02763 = 0.01446 -0.00010 0.00760 -0.00080 C11 1 0.217925 1.063902 0.414793 11.00000 0.02540 0.02005 = 0.01869 0.00049 0.00045 -0.00259 AFIX 43 H11 2 0.208659 1.083455 0.459763 11.00000 -1.20000 AFIX 0 C17 1 0.140177 1.283739 0.266440 11.00000 0.02002 0.01985 = 0.03257 -0.00241 0.00990 -0.00314 O4 4 0.139634 1.391560 0.304602 11.00000 0.04535 0.03470 = 0.07110 -0.03284 0.02851 -0.00872 C8 1 0.246917 1.020837 0.280440 11.00000 0.01432 0.01423 = 0.03722 0.00255 0.00862 0.00175 C9 1 0.271476 1.083378 0.360013 11.00000 0.01344 0.01441 = 0.03984 0.00444 0.00035 -0.00142 AFIX 43 H9 2 0.299173 1.112306 0.371119 11.00000 -1.20000 AFIX 0 C10 1 0.257048 1.106472 0.426358 11.00000 0.02446 0.01730 = 0.02723 -0.00046 -0.00451 -0.00545 AFIX 43 H10 2 0.275005 1.152708 0.480263 11.00000 -1.20000 AFIX 0 C13 1 0.261679 1.001085 0.208408 11.00000 0.01967 0.03237 = 0.05374 -0.00293 0.02109 -0.00472 AFIX 137 H13A 2 0.290377 1.038265 0.228770 11.00000 -1.50000 H13B 2 0.243760 1.060881 0.156841 11.00000 -1.50000 H13C 2 0.260513 0.891250 0.192717 11.00000 -1.50000 AFIX 0 HKLF 4 REM 1 in C2/c REM R1 = 0.0205 for 4053 Fo > 4sig(Fo) and 0.0259 for all 4561 data REM 317 parameters refined using 0 restraints END WGHT 0.0200 2.8941 REM Highest difference peak 0.443, deepest hole -0.881, 1-sigma level 0.105 Q1 1 0.1487 1.0400 0.1445 11.00000 0.05 0.44 Q2 1 0.0658 0.8754 0.1152 11.00000 0.05 0.42 Q3 1 0.1410 0.8240 0.2478 11.00000 0.05 0.42 Q4 1 0.0657 1.0293 0.1253 11.00000 0.05 0.41 ; _shelx_res_checksum 90296 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp Ru2 Ru 0.14325(2) 1.10222(2) 0.20609(2) 0.01277(6) Uani 1 1 d . . Ru3 Ru 0.13570(2) 0.87088(2) 0.31488(2) 0.01399(6) Uani 1 1 d . . Ru1 Ru 0.06307(2) 0.99017(2) 0.17958(2) 0.01362(6) Uani 1 1 d . . Br1 Br 0.00664(2) 0.52912(3) -0.11519(2) 0.02048(7) Uani 1 1 d . . O3 O 0.06535(6) 1.2397(2) 0.05800(13) 0.0242(4) Uani 1 1 d . . O2 O 0.05614(7) 1.2351(2) 0.30184(14) 0.0305(5) Uani 1 1 d . . N2 N 0.12035(7) 0.6535(3) 0.07499(14) 0.0181(5) Uani 1 1 d . . N1 N 0.06945(6) 0.8065(2) 0.09776(13) 0.0132(4) Uani 1 1 d . . C15 C 0.05880(8) 1.1410(3) 0.25609(18) 0.0203(6) Uani 1 1 d . . O8 O 0.19634(8) 0.6289(3) 0.42956(15) 0.0402(6) Uani 1 1 d . . O5 O 0.16220(7) 1.2839(3) 0.07111(14) 0.0351(5) Uani 1 1 d . . C1 C 0.03922(8) 0.7378(3) 0.02854(16) 0.0151(5) Uani 1 1 d . . H1 H 0.0110 0.7670 0.0121 0.018 Uiso 1 1 calc R U C21 C 0.17269(9) 0.7142(3) 0.38691(18) 0.0230(6) Uani 1 1 d . . C2 C 0.04888(8) 0.6257(3) -0.01860(17) 0.0159(5) Uani 1 1 d . . C3 C 0.08999(8) 0.5862(3) 0.00662(18) 0.0188(6) Uani 1 1 d . . H3 H 0.0970 0.5089 -0.0255 0.023 Uiso 1 1 calc R U C18 C 0.15604(8) 1.2156(3) 0.12272(18) 0.0205(6) Uani 1 1 d . . C16 C 0.07967(8) 1.1495(3) 0.11462(17) 0.0167(6) Uani 1 1 d . . C4 C 0.10912(8) 0.7622(3) 0.11820(16) 0.0131(5) Uani 1 1 d . . O7 O 0.12639(7) 1.0464(3) 0.46634(14) 0.0355(6) Uani 1 1 d . . O6 O 0.06201(7) 0.6480(3) 0.27751(15) 0.0377(6) Uani 1 1 d . . O1 O -0.03061(6) 0.9804(3) 0.09737(16) 0.0360(6) Uani 1 1 d . . C5 C 0.14065(8) 0.8393(3) 0.19489(16) 0.0133(5) Uani 1 1 d . . C6 C 0.17712(8) 0.8921(3) 0.18990(18) 0.0154(5) Uani 1 1 d . . H6 H 0.1831 0.8754 0.1370 0.019 Uiso 1 1 calc R U C7 C 0.20615(8) 0.9693(3) 0.26838(18) 0.0170(6) Uani 1 1 d . . C14 C 0.00498(9) 0.9817(3) 0.12565(18) 0.0209(6) Uani 1 1 d . . C12 C 0.19078(8) 0.9899(3) 0.33524(17) 0.0173(6) Uani 1 1 d . . C20 C 0.12904(9) 0.9778(3) 0.41057(18) 0.0230(6) Uani 1 1 d . . C19 C 0.08618(9) 0.7409(3) 0.28649(17) 0.0218(6) Uani 1 1 d . . C11 C 0.21792(9) 1.0639(3) 0.41479(19) 0.0242(6) Uani 1 1 d . . H11 H 0.2087 1.0835 0.4598 0.029 Uiso 1 1 calc R U C17 C 0.14018(9) 1.2837(3) 0.2664(2) 0.0245(6) Uani 1 1 d . . O4 O 0.13963(8) 1.3916(3) 0.30460(18) 0.0489(7) Uani 1 1 d . . C8 C 0.24692(9) 1.0208(3) 0.2804(2) 0.0226(6) Uani 1 1 d . . C9 C 0.27148(9) 1.0834(3) 0.3600(2) 0.0261(7) Uani 1 1 d . . H9 H 0.2992 1.1123 0.3711 0.031 Uiso 1 1 calc R U C10 C 0.25705(9) 1.1065(3) 0.4264(2) 0.0280(7) Uani 1 1 d . . H10 H 0.2750 1.1527 0.4803 0.034 Uiso 1 1 calc R U C13 C 0.26168(10) 1.0011(4) 0.2084(2) 0.0333(8) Uani 1 1 d . . H13A H 0.2904 1.0383 0.2288 0.050 Uiso 1 1 calc R U H13B H 0.2438 1.0609 0.1568 0.050 Uiso 1 1 calc R U H13C H 0.2605 0.8913 0.1927 0.050 Uiso 1 1 calc R U 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 Ru2 0.01155(11) 0.01164(11) 0.01443(11) -0.00029(8) 0.00464(9) -0.00029(8) Ru3 0.01460(11) 0.01432(12) 0.01185(11) 0.00015(8) 0.00425(9) -0.00131(8) Ru1 0.01156(11) 0.01491(12) 0.01497(12) -0.00129(8) 0.00604(9) 0.00132(8) Br1 0.01890(14) 0.02332(15) 0.01704(14) -0.00552(11) 0.00520(11) -0.00755(11) O3 0.0163(10) 0.0263(11) 0.0253(11) 0.0080(9) 0.0039(9) 0.0024(8) O2 0.0376(13) 0.0293(12) 0.0288(11) -0.0059(9) 0.0177(10) 0.0076(10) N2 0.0168(12) 0.0176(11) 0.0193(12) -0.0036(9) 0.0070(10) 0.0008(9) N1 0.0131(11) 0.0135(11) 0.0130(11) 0.0005(8) 0.0055(9) 0.0002(8) C15 0.0164(14) 0.0242(15) 0.0214(15) 0.0023(12) 0.0089(12) 0.0032(11) O8 0.0482(15) 0.0358(14) 0.0304(13) 0.0125(10) 0.0100(12) 0.0209(12) O5 0.0448(14) 0.0331(13) 0.0341(12) 0.0074(10) 0.0230(11) -0.0082(11) C1 0.0137(13) 0.0157(13) 0.0159(13) 0.0022(10) 0.0061(11) -0.0016(10) C21 0.0286(16) 0.0237(15) 0.0169(14) -0.0023(12) 0.0097(13) -0.0004(13) C2 0.0161(13) 0.0157(14) 0.0145(13) -0.0002(10) 0.0048(11) -0.0051(10) C3 0.0206(14) 0.0178(14) 0.0190(14) -0.0038(11) 0.0093(12) 0.0003(11) C18 0.0165(14) 0.0203(15) 0.0229(15) -0.0007(12) 0.0061(12) 0.0003(11) C16 0.0147(13) 0.0175(13) 0.0186(14) -0.0039(11) 0.0075(11) 0.0005(11) C4 0.0140(12) 0.0113(12) 0.0148(13) 0.0027(10) 0.0068(11) -0.0013(10) O7 0.0432(14) 0.0414(14) 0.0208(11) -0.0093(10) 0.0120(11) 0.0081(11) O6 0.0330(13) 0.0382(13) 0.0378(13) 0.0044(11) 0.0107(11) -0.0194(11) O1 0.0138(11) 0.0468(15) 0.0460(15) -0.0096(11) 0.0109(10) 0.0006(9) C5 0.0138(13) 0.0097(12) 0.0151(13) 0.0012(10) 0.0046(11) 0.0012(10) C6 0.0130(12) 0.0126(13) 0.0206(14) 0.0015(10) 0.0068(11) 0.0034(10) C7 0.0122(13) 0.0109(13) 0.0241(14) 0.0027(11) 0.0036(11) 0.0028(10) C14 0.0240(16) 0.0193(15) 0.0199(14) -0.0022(11) 0.0096(13) 0.0014(12) C12 0.0147(13) 0.0144(13) 0.0179(14) 0.0022(10) 0.0018(11) -0.0006(10) C20 0.0209(15) 0.0249(16) 0.0185(15) 0.0040(12) 0.0033(12) 0.0007(12) C19 0.0232(15) 0.0276(16) 0.0145(14) -0.0001(11) 0.0076(12) -0.0008(13) C11 0.0254(15) 0.0200(15) 0.0187(15) 0.0005(11) 0.0004(12) -0.0026(12) C17 0.0200(15) 0.0198(15) 0.0326(17) -0.0024(13) 0.0099(13) -0.0031(12) O4 0.0454(16) 0.0347(14) 0.0711(19) -0.0328(13) 0.0285(14) -0.0087(11) C8 0.0143(13) 0.0142(14) 0.0372(17) 0.0025(12) 0.0086(13) 0.0018(11) C9 0.0134(14) 0.0144(14) 0.0398(18) 0.0044(13) 0.0003(13) -0.0014(11) C10 0.0245(16) 0.0173(15) 0.0272(16) -0.0005(12) -0.0045(13) -0.0054(12) C13 0.0197(16) 0.0324(18) 0.054(2) -0.0029(15) 0.0211(16) -0.0047(13) 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' Br Br -0.2901 2.4595 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C17 Ru2 C18 92.71(13) C17 Ru2 C16 87.15(11) C18 Ru2 C16 82.84(11) C17 Ru2 C6 151.96(11) C18 Ru2 C6 91.65(11) C16 Ru2 C6 120.88(10) C17 Ru2 C5 149.43(11) C18 Ru2 C5 117.81(11) C16 Ru2 C5 97.73(9) C6 Ru2 C5 36.04(9) C17 Ru2 C7 115.03(11) C18 Ru2 C7 96.39(11) C16 Ru2 C7 157.80(10) C6 Ru2 C7 36.93(9) C5 Ru2 C7 62.89(9) C17 Ru2 C12 91.60(11) C18 Ru2 C12 126.52(11) C16 Ru2 C12 150.63(10) C6 Ru2 C12 63.93(10) C5 Ru2 C12 69.56(9) C7 Ru2 C12 36.00(10) C17 Ru2 Ru3 101.76(10) C18 Ru2 Ru3 164.10(9) C16 Ru2 Ru3 104.22(7) C6 Ru2 Ru3 72.48(7) C5 Ru2 Ru3 47.74(7) C7 Ru2 Ru3 71.63(7) C12 Ru2 Ru3 47.40(7) C17 Ru2 Ru1 95.34(9) C18 Ru2 Ru1 125.51(8) C16 Ru2 Ru1 44.07(7) C6 Ru2 Ru1 104.52(7) C5 Ru2 Ru1 69.18(6) C7 Ru2 Ru1 127.26(7) C12 Ru2 Ru1 107.04(7) Ru3 Ru2 Ru1 60.147(11) C21 Ru3 C20 95.71(12) C21 Ru3 C19 93.25(12) C20 Ru3 C19 94.20(12) C21 Ru3 C12 84.15(12) C20 Ru3 C12 92.96(12) C19 Ru3 C12 172.60(11) C21 Ru3 C5 101.82(11) C20 Ru3 C5 158.94(11) C19 Ru3 C5 96.34(10) C12 Ru3 C5 77.47(10) C21 Ru3 Ru2 133.70(9) C20 Ru3 Ru2 105.86(9) C19 Ru3 Ru2 124.50(8) C12 Ru3 Ru2 54.83(7) C5 Ru3 Ru2 53.30(7) C21 Ru3 Ru1 156.57(9) C20 Ru3 Ru1 96.25(9) C19 Ru3 Ru1 65.84(8) C12 Ru3 Ru1 115.21(7) C5 Ru3 Ru1 71.79(7) Ru2 Ru3 Ru1 60.989(19) C14 Ru1 C15 88.62(12) C14 Ru1 C16 105.97(12) C15 Ru1 C16 90.95(12) C14 Ru1 N1 92.60(10) C15 Ru1 N1 176.58(10) C16 Ru1 N1 91.79(10) C14 Ru1 Ru3 145.61(9) C15 Ru1 Ru3 90.47(9) C16 Ru1 Ru3 108.42(8) N1 Ru1 Ru3 86.72(6) C14 Ru1 Ru2 155.51(9) C15 Ru1 Ru2 90.67(9) C16 Ru1 Ru2 49.56(8) N1 Ru1 Ru2 89.55(6) Ru3 Ru1 Ru2 58.86(2) C3 N2 C4 117.1(2) C1 N1 C4 117.7(2) C1 N1 Ru1 127.84(17) C4 N1 Ru1 114.42(16) O2 C15 Ru1 178.8(3) N1 C1 C2 120.4(2) N1 C1 H1 119.8 C2 C1 H1 119.8 O8 C21 Ru3 175.5(3) C1 C2 C3 118.5(2) C1 C2 Br1 120.5(2) C3 C2 Br1 121.0(2) N2 C3 C2 121.8(2) N2 C3 H3 119.1 C2 C3 H3 119.1 O5 C18 Ru2 177.6(3) O3 C16 Ru1 141.2(2) O3 C16 Ru2 132.3(2) Ru1 C16 Ru2 86.37(10) N2 C4 N1 124.5(2) N2 C4 C5 120.2(2) N1 C4 C5 115.3(2) C6 C5 C4 118.8(2) C6 C5 Ru3 117.01(18) C4 C5 Ru3 124.19(18) C6 C5 Ru2 70.90(14) C4 C5 Ru2 120.99(17) Ru3 C5 Ru2 78.96(8) C5 C6 C7 114.8(2) C5 C6 Ru2 73.06(15) C7 C6 Ru2 74.53(14) C5 C6 H6 122.6 C7 C6 H6 122.6 Ru2 C6 H6 122.6 C8 C7 C12 121.8(3) C8 C7 C6 124.2(3) C12 C7 C6 114.0(2) C8 C7 Ru2 128.65(19) C12 C7 Ru2 72.07(15) C6 C7 Ru2 68.54(14) O1 C14 Ru1 175.7(3) C11 C12 C7 117.0(3) C11 C12 Ru3 126.2(2) C7 C12 Ru3 115.67(19) C11 C12 Ru2 128.81(19) C7 C12 Ru2 71.93(15) Ru3 C12 Ru2 77.77(9) O7 C20 Ru3 176.5(3) O6 C19 Ru3 169.0(3) C10 C11 C12 120.3(3) C10 C11 H11 119.9 C12 C11 H11 119.9 O4 C17 Ru2 177.7(3) C9 C8 C7 117.1(3) C9 C8 C13 122.3(3) C7 C8 C13 120.5(3) C8 C9 C10 122.1(3) C8 C9 H9 118.9 C10 C9 H9 118.9 C11 C10 C9 121.5(3) C11 C10 H10 119.3 C9 C10 H10 119.3 C8 C13 H13A 109.5 C8 C13 H13B 109.5 H13A C13 H13B 109.5 C8 C13 H13C 109.5 H13A C13 H13C 109.5 H13B C13 H13C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Ru2 C17 1.891(3) Ru2 C18 1.903(3) Ru2 C16 2.171(3) Ru2 C6 2.248(3) Ru2 C5 2.276(3) Ru2 C7 2.329(3) Ru2 C12 2.330(3) Ru2 Ru3 2.7862(7) Ru2 Ru1 2.8467(9) Ru3 C21 1.920(3) Ru3 C20 1.943(3) Ru3 C19 1.963(3) Ru3 C12 2.099(3) Ru3 C5 2.101(3) Ru3 Ru1 2.8232(7) Ru1 C14 1.870(3) Ru1 C15 1.874(3) Ru1 C16 1.984(3) Ru1 N1 2.165(2) Br1 C2 1.882(3) O3 C16 1.167(3) O2 C15 1.146(3) N2 C3 1.335(3) N2 C4 1.340(3) N1 C1 1.346(3) N1 C4 1.352(3) O8 C21 1.121(3) O5 C18 1.137(3) C1 C2 1.376(4) C1 H1 0.9500 C2 C3 1.377(4) C3 H3 0.9500 C4 C5 1.466(3) O7 C20 1.140(4) O6 C19 1.135(3) O1 C14 1.145(4) C5 C6 1.400(4) C6 C7 1.452(4) C6 H6 1.0000 C7 C8 1.438(4) C7 C12 1.440(4) C12 C11 1.430(4) C11 C10 1.363(4) C11 H11 0.9500 C17 O4 1.133(4) C8 C9 1.365(4) C8 C13 1.505(4) C9 C10 1.412(5) C9 H9 0.9500 C10 H10 0.9500 C13 H13A 0.9800 C13 H13B 0.9800 C13 H13C 0.9800