Supplementary Material (ESI) for Chemical Communications This journal is (C) The Royal Society of Chemistry 2001 data_bt240 _database_code_CSD 175749 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Richter-Addo, George' 'Lee, Jonghyuk' 'Twamley, Brendan' _publ_contact_author_name 'Prof George Richter-Addo' _publ_contact_author_address ; Chemistry and Biochemistry University of Oklahoma 620 Parrington Oval Norman Oklahoma 73019 UNITED STATES OF AMERICA ; _publ_contact_author_email 'GRICHTERADDO@OU.EDU' _publ_section_title ; Nitrones are suitable ligands for heme models: X-ray crystal structure of the first metalloporphyrin nitrone complex ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Ru(OEP)CO)nitrone' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H55 N5 O2 Ru' _chemical_formula_weight 774.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Pn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 8.3720(11) _cell_length_b 10.5284(14) _cell_length_c 22.576(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.559(4) _cell_angle_gamma 90.00 _cell_volume 1987.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 4144 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 26.93 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 0.436 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8877 _exptl_absorpt_correction_T_max 0.9701 _exptl_absorpt_process_details 'SADABS (SHeldrick, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART 1K' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number '50 frames remeasured' _diffrn_standards_interval_count 'beginning and end' _diffrn_standards_interval_time ? _diffrn_standards_decay_% '< 0.01' _diffrn_reflns_number 4973 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4973 _reflns_number_gt 4609 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINTPlus v. 6.02' _computing_structure_solution 'XS, Bruker SHELXTL v. 5.10' _computing_structure_refinement 'XL, Bruker SHELXTL v. 5.10' _computing_molecular_graphics 'XP, Bruker SHELXTL v. 5.10' _computing_publication_material 'XCIF, Bruker SHELXTL v. 5.10' _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 methyl carbon c43 is disordered with site occupancies C43a 69%and C43b 31%. The disordered atoms were held isotropic and their bond distances to the pivot atom fixed. The compound is also a racemic twin with a Flack parameter of 0.678. The Chester CIFCHECK routine detects the possibility of additional pseudosymmetry in P2(1)/c. However the percentage is 82% and attempts to refine the structure in P2(1)/c or P2/n led to highly disordered model and refinements that did not minimize as well as the current solution. There is a high residual near the Ru(1) center. There are solvent accessible voids of 60 angstroms3 present. ; _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^)+(0.0643P)^2^+0.6084P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(11) _refine_ls_number_reflns 4973 _refine_ls_number_parameters 461 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0490 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.1058 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.88257(7) 0.26640(3) -0.00017(4) 0.02376(13) Uani 1 1 d . . . N1 N 0.7312(10) 0.2414(5) 0.0689(4) 0.0237(17) Uani 1 1 d . . . N2 N 0.7262(5) 0.1678(4) -0.0560(2) 0.0240(10) Uani 1 1 d . . . N3 N 1.0438(9) 0.2771(6) -0.0658(4) 0.0230(15) Uani 1 1 d . . . N4 N 1.0457(5) 0.3512(4) 0.0580(2) 0.0237(10) Uani 1 1 d . . . N5 N 0.9519(6) 0.0011(5) 0.0556(3) 0.0426(13) Uani 1 1 d . A . O1 O 0.7339(6) 0.5176(4) -0.0292(2) 0.0554(13) Uani 1 1 d . . . O2 O 1.0049(5) 0.0833(4) 0.01831(19) 0.0343(9) Uani 1 1 d . . . C1 C 0.5833(6) 0.1817(5) 0.0645(3) 0.0255(12) Uani 1 1 d . . . C2 C 0.5149(6) 0.1287(5) 0.0126(3) 0.0256(12) Uani 1 1 d . . . H2A H 0.4121 0.0938 0.0155 0.031 Uiso 1 1 calc R . . C3 C 0.5799(6) 0.1212(5) -0.0427(3) 0.0251(12) Uani 1 1 d . . . C4 C 0.5064(6) 0.0580(5) -0.0941(3) 0.0252(12) Uani 1 1 d . . . C5 C 0.6106(6) 0.0664(5) -0.1382(3) 0.0265(12) Uani 1 1 d . . . C6 C 0.7494(6) 0.1373(5) -0.1145(3) 0.0250(12) Uani 1 1 d . . . C7 C 0.8865(6) 0.1675(5) -0.1445(3) 0.0264(12) Uani 1 1 d . . . H7A H 0.8873 0.1406 -0.1842 0.032 Uiso 1 1 calc R . . C8 C 1.0208(10) 0.2316(6) -0.1235(4) 0.0248(17) Uani 1 1 d . . . C9 C 1.1616(12) 0.2599(6) -0.1563(5) 0.022(2) Uani 1 1 d . . . C10 C 1.2664(6) 0.3235(5) -0.1179(3) 0.0265(12) Uani 1 1 d . . . C11 C 1.1912(6) 0.3322(5) -0.0617(2) 0.0249(12) Uani 1 1 d . . . C12 C 1.2583(6) 0.3864(5) -0.0108(3) 0.0262(12) Uani 1 1 d . . . H12A H 1.3608 0.4216 -0.0139 0.031 Uiso 1 1 calc R . . C13 C 1.1932(6) 0.3953(5) 0.0444(3) 0.0243(12) Uani 1 1 d . . . C14 C 1.2725(6) 0.4514(5) 0.0974(3) 0.0245(12) Uani 1 1 d . . . C15 C 1.1674(6) 0.4413(5) 0.1419(3) 0.0267(12) Uani 1 1 d . . . C16 C 1.0250(6) 0.3783(5) 0.1164(2) 0.0236(12) Uani 1 1 d . . . C17 C 0.8899(6) 0.3488(5) 0.1468(3) 0.0275(12) Uani 1 1 d . . . H17A H 0.8898 0.3753 0.1866 0.033 Uiso 1 1 calc R . . C18 C 0.7525(9) 0.2836(7) 0.1249(4) 0.0247(16) Uani 1 1 d . . . C19 C 0.6155(14) 0.2509(6) 0.1592(6) 0.029(3) Uani 1 1 d . . . C20 C 0.5127(6) 0.1866(5) 0.1218(2) 0.0248(11) Uani 1 1 d . . . C21 C 0.3520(7) 0.1283(5) 0.1339(3) 0.0297(13) Uani 1 1 d . . . H21A H 0.2822 0.1337 0.0980 0.036 Uiso 1 1 calc R . . H21B H 0.3021 0.1770 0.1651 0.036 Uiso 1 1 calc R . . C22 C 0.3668(8) -0.0112(6) 0.1532(4) 0.0515(19) Uani 1 1 d . . . H22A H 0.2614 -0.0450 0.1600 0.077 Uiso 1 1 calc R . . H22B H 0.4330 -0.0168 0.1894 0.077 Uiso 1 1 calc R . . H22C H 0.4153 -0.0599 0.1223 0.077 Uiso 1 1 calc R . . C23 C 0.3478(7) -0.0095(5) -0.0950(3) 0.0330(14) Uani 1 1 d . . . H23A H 0.2980 -0.0059 -0.1350 0.040 Uiso 1 1 calc R . . H23B H 0.2768 0.0338 -0.0681 0.040 Uiso 1 1 calc R . . C24 C 0.3675(8) -0.1488(6) -0.0759(4) 0.0543(19) Uani 1 1 d . . . H24A H 0.2636 -0.1898 -0.0769 0.081 Uiso 1 1 calc R . . H24B H 0.4150 -0.1525 -0.0360 0.081 Uiso 1 1 calc R . . H24C H 0.4363 -0.1922 -0.1028 0.081 Uiso 1 1 calc R . . C25 C 0.5944(8) 0.0124(6) -0.1996(3) 0.0405(16) Uani 1 1 d . . . H25A H 0.6409 0.0722 -0.2273 0.049 Uiso 1 1 calc R . . H25B H 0.4806 0.0034 -0.2109 0.049 Uiso 1 1 calc R . . C26 C 0.6747(10) -0.1144(7) -0.2052(4) 0.061(2) Uani 1 1 d . . . H26A H 0.6601 -0.1447 -0.2457 0.091 Uiso 1 1 calc R . . H26B H 0.6277 -0.1747 -0.1785 0.091 Uiso 1 1 calc R . . H26C H 0.7880 -0.1059 -0.1951 0.091 Uiso 1 1 calc R . . C27 C 1.1824(9) 0.2239(7) -0.2197(4) 0.0286(16) Uani 1 1 d . . . H27A H 1.1336 0.1404 -0.2269 0.034 Uiso 1 1 calc R . . H27B H 1.2969 0.2160 -0.2262 0.034 Uiso 1 1 calc R . . C28 C 1.1108(9) 0.3164(7) -0.2639(3) 0.0526(18) Uani 1 1 d . . . H28A H 1.1320 0.2883 -0.3037 0.079 Uiso 1 1 calc R . . H28B H 1.1578 0.3996 -0.2570 0.079 Uiso 1 1 calc R . . H28C H 0.9962 0.3212 -0.2595 0.079 Uiso 1 1 calc R . . C29 C 1.4268(7) 0.3753(5) -0.1312(3) 0.0323(14) Uani 1 1 d . . . H29A H 1.4682 0.3285 -0.1648 0.039 Uiso 1 1 calc R . . H29B H 1.5004 0.3615 -0.0969 0.039 Uiso 1 1 calc R . . C30 C 1.4229(8) 0.5187(6) -0.1463(4) 0.0491(17) Uani 1 1 d . . . H30A H 1.5297 0.5470 -0.1549 0.074 Uiso 1 1 calc R . . H30B H 1.3850 0.5659 -0.1128 0.074 Uiso 1 1 calc R . . H30C H 1.3516 0.5329 -0.1807 0.074 Uiso 1 1 calc R . . C31 C 1.4352(6) 0.5098(5) 0.0989(3) 0.0278(12) Uani 1 1 d . . . H31A H 1.5071 0.4541 0.0777 0.033 Uiso 1 1 calc R . . H31B H 1.4758 0.5151 0.1402 0.033 Uiso 1 1 calc R . . C32 C 1.4392(7) 0.6420(6) 0.0714(4) 0.0483(18) Uani 1 1 d . . . H32A H 1.5470 0.6756 0.0753 0.072 Uiso 1 1 calc R . . H32B H 1.3671 0.6975 0.0917 0.072 Uiso 1 1 calc R . . H32C H 1.4059 0.6369 0.0298 0.072 Uiso 1 1 calc R . . C33 C 1.1904(7) 0.4875(5) 0.2045(3) 0.0299(13) Uani 1 1 d . . . H33A H 1.3046 0.4843 0.2159 0.036 Uiso 1 1 calc R . . H33B H 1.1349 0.4295 0.2306 0.036 Uiso 1 1 calc R . . C34 C 1.1304(8) 0.6208(6) 0.2145(3) 0.0498(17) Uani 1 1 d . . . H34A H 1.1541 0.6452 0.2554 0.075 Uiso 1 1 calc R . . H34B H 1.0157 0.6238 0.2062 0.075 Uiso 1 1 calc R . . H34C H 1.1828 0.6791 0.1883 0.075 Uiso 1 1 calc R . . C35 C 0.5970(9) 0.2786(7) 0.2239(3) 0.0280(16) Uani 1 1 d . . . H35A H 0.4829 0.2776 0.2319 0.034 Uiso 1 1 calc R . . H35B H 0.6373 0.3644 0.2325 0.034 Uiso 1 1 calc R . . C36 C 0.6834(9) 0.1859(7) 0.2657(3) 0.0516(17) Uani 1 1 d . . . H36A H 0.6614 0.2072 0.3063 0.077 Uiso 1 1 calc R . . H36B H 0.7976 0.1909 0.2604 0.077 Uiso 1 1 calc R . . H36C H 0.6464 0.1003 0.2570 0.077 Uiso 1 1 calc R . . C37 C 0.7907(7) 0.4186(5) -0.0184(3) 0.0302(13) Uani 1 1 d . . . C38 C 0.9317(8) 0.0226(7) 0.1121(3) 0.0494(16) Uani 1 1 d . . . H38A H 0.9555 0.1003 0.1309 0.059 Uiso 1 1 calc R . . C39 C 0.8681(9) -0.0877(8) 0.1421(4) 0.069(2) Uani 1 1 d . . . H39A H 0.7774 -0.0643 0.1659 0.083 Uiso 1 1 calc R . . H39B H 0.9504 -0.1285 0.1678 0.083 Uiso 1 1 calc R . . C40 C 0.8176(13) -0.1703(10) 0.0926(5) 0.103(4) Uani 1 1 d . A . H40A H 0.7035 -0.1586 0.0826 0.123 Uiso 1 1 calc R . . H40B H 0.8360 -0.2596 0.1032 0.123 Uiso 1 1 calc R . . C41 C 0.9176(8) -0.1334(7) 0.0397(4) 0.055(2) Uani 1 1 d D . . C42 C 1.0732(12) -0.2023(10) 0.0420(6) 0.105(4) Uani 1 1 d . A . H42A H 1.0546 -0.2918 0.0341 0.158 Uiso 1 1 calc R . . H42B H 1.1250 -0.1923 0.0810 0.158 Uiso 1 1 calc R . . H42C H 1.1414 -0.1676 0.0123 0.158 Uiso 1 1 calc R . . C43A C 0.849(2) -0.1384(17) -0.0246(6) 0.077(6) Uiso 0.69(3) 1 d PD A 1 H43A H 0.7478 -0.0937 -0.0274 0.116 Uiso 0.69(3) 1 calc PR A 1 H43B H 0.8329 -0.2262 -0.0363 0.116 Uiso 0.69(3) 1 calc PR A 1 H43C H 0.9236 -0.0985 -0.0505 0.116 Uiso 0.69(3) 1 calc PR A 1 C43B C 0.769(2) -0.152(2) -0.0011(10) 0.044(8) Uiso 0.31(3) 1 d PD A 2 H43D H 0.6872 -0.0916 0.0095 0.065 Uiso 0.31(3) 1 calc PR A 2 H43E H 0.7288 -0.2377 0.0034 0.065 Uiso 0.31(3) 1 calc PR A 2 H43F H 0.7961 -0.1382 -0.0419 0.065 Uiso 0.31(3) 1 calc PR A 2 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 0.02294(18) 0.0252(2) 0.0231(2) -0.0008(4) 0.00121(12) -0.0038(3) N1 0.022(3) 0.017(3) 0.032(4) 0.002(2) 0.001(2) -0.002(2) N2 0.027(2) 0.020(2) 0.024(3) -0.0019(19) -0.0015(19) -0.0036(18) N3 0.026(3) 0.025(3) 0.018(4) -0.006(3) 0.000(2) -0.003(3) N4 0.019(2) 0.024(2) 0.028(3) 0.0013(19) 0.0014(19) -0.0015(17) N5 0.033(3) 0.035(3) 0.059(4) 0.008(3) -0.003(2) -0.004(2) O1 0.062(3) 0.030(3) 0.074(4) 0.007(2) -0.007(2) 0.008(2) O2 0.040(2) 0.028(2) 0.035(3) 0.0101(18) 0.0061(18) -0.0045(17) C1 0.018(3) 0.020(3) 0.039(4) 0.001(2) 0.001(2) 0.000(2) C2 0.023(3) 0.023(3) 0.032(4) 0.006(2) 0.000(2) -0.004(2) C3 0.024(3) 0.026(3) 0.025(3) 0.003(2) -0.001(2) 0.001(2) C4 0.026(3) 0.018(3) 0.031(3) 0.001(2) 0.000(2) -0.001(2) C5 0.030(3) 0.023(3) 0.027(3) -0.001(2) -0.003(2) -0.001(2) C6 0.025(3) 0.020(3) 0.029(3) 0.001(2) -0.004(2) 0.001(2) C7 0.033(3) 0.025(3) 0.021(3) 0.000(2) 0.002(2) 0.001(2) C8 0.030(3) 0.020(3) 0.024(4) 0.000(3) -0.001(2) 0.003(3) C9 0.028(5) 0.020(4) 0.019(5) 0.005(3) 0.012(4) 0.004(2) C10 0.028(3) 0.021(3) 0.031(3) 0.004(2) 0.000(2) 0.003(2) C11 0.031(3) 0.023(3) 0.021(3) 0.001(2) 0.004(2) -0.001(2) C12 0.026(3) 0.021(3) 0.032(3) 0.002(2) 0.004(2) 0.000(2) C13 0.028(3) 0.017(3) 0.027(3) 0.003(2) -0.001(2) -0.001(2) C14 0.026(3) 0.019(3) 0.028(3) -0.001(2) -0.005(2) 0.001(2) C15 0.030(3) 0.022(3) 0.029(3) 0.001(2) 0.001(2) 0.001(2) C16 0.028(3) 0.017(3) 0.026(3) 0.002(2) 0.001(2) 0.000(2) C17 0.031(3) 0.023(3) 0.028(3) -0.002(2) -0.002(2) 0.002(2) C18 0.021(3) 0.025(3) 0.028(4) 0.006(4) 0.004(2) -0.002(3) C19 0.030(5) 0.020(5) 0.036(7) 0.004(3) -0.004(4) 0.004(2) C20 0.028(3) 0.023(3) 0.024(3) 0.005(2) 0.003(2) 0.000(2) C21 0.029(3) 0.031(3) 0.029(3) 0.001(2) 0.009(2) -0.003(2) C22 0.042(4) 0.030(3) 0.084(6) 0.012(3) 0.016(4) -0.003(3) C23 0.032(3) 0.033(3) 0.033(4) 0.003(2) -0.003(3) -0.011(2) C24 0.053(4) 0.036(4) 0.074(6) 0.007(3) 0.006(4) -0.012(3) C25 0.048(4) 0.040(4) 0.033(4) -0.005(3) -0.002(3) -0.014(3) C26 0.085(5) 0.044(4) 0.054(5) -0.015(3) 0.019(4) -0.002(4) C27 0.035(3) 0.025(3) 0.027(4) 0.005(3) 0.008(3) -0.001(3) C28 0.070(5) 0.049(4) 0.039(4) 0.002(3) -0.001(3) 0.017(4) C29 0.030(3) 0.024(3) 0.043(4) 0.006(3) 0.008(3) -0.004(2) C30 0.050(4) 0.034(3) 0.064(5) 0.008(3) 0.005(3) -0.008(3) C31 0.026(3) 0.026(3) 0.031(3) 0.000(2) -0.002(2) 0.000(2) C32 0.038(3) 0.031(3) 0.075(5) 0.009(3) -0.002(3) -0.010(3) C33 0.029(3) 0.035(3) 0.026(3) -0.002(2) 0.001(2) -0.004(2) C34 0.058(4) 0.044(4) 0.047(4) -0.016(3) 0.006(3) 0.007(3) C35 0.037(4) 0.025(3) 0.022(4) 0.001(3) 0.005(3) 0.005(3) C36 0.065(4) 0.057(4) 0.034(4) 0.010(3) 0.004(3) 0.010(4) C37 0.030(3) 0.033(3) 0.028(3) 0.004(2) 0.001(2) -0.010(2) C38 0.056(4) 0.057(4) 0.035(4) 0.004(3) -0.001(3) 0.013(3) C39 0.060(5) 0.076(6) 0.073(6) 0.027(5) 0.023(4) 0.007(4) C40 0.105(8) 0.079(7) 0.125(10) 0.013(7) 0.013(7) -0.044(6) C41 0.042(4) 0.030(4) 0.090(6) 0.009(4) -0.016(4) 0.003(3) C42 0.077(7) 0.072(6) 0.168(12) 0.000(7) 0.010(7) 0.029(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 C37 1.816(6) . ? Ru1 N3 2.051(9) . ? Ru1 N4 2.055(5) . ? Ru1 N2 2.058(4) . ? Ru1 N1 2.069(10) . ? Ru1 O2 2.214(4) . ? N1 C18 1.345(13) . ? N1 C1 1.388(10) . ? N2 C3 1.366(7) . ? N2 C6 1.380(7) . ? N3 C11 1.363(9) . ? N3 C8 1.394(12) . ? N4 C13 1.367(7) . ? N4 C16 1.368(7) . ? N5 O2 1.299(6) . ? N5 C38 1.312(9) . ? N5 C41 1.486(9) . ? O1 C37 1.167(7) . ? C1 C2 1.398(8) . ? C1 C20 1.446(8) . ? C2 C3 1.386(8) . ? C3 C4 1.451(7) . ? C4 C5 1.355(8) . ? C4 C23 1.506(7) . ? C5 C6 1.462(7) . ? C5 C25 1.498(8) . ? C6 C7 1.396(8) . ? C7 C8 1.376(10) . ? C8 C9 1.450(14) . ? C9 C10 1.380(12) . ? C9 C27 1.498(14) . ? C10 C11 1.443(8) . ? C10 C29 1.493(7) . ? C11 C12 1.380(8) . ? C12 C13 1.386(8) . ? C13 C14 1.465(7) . ? C14 C15 1.369(8) . ? C14 C31 1.494(7) . ? C15 C16 1.460(7) . ? C15 C33 1.499(8) . ? C16 C17 1.385(7) . ? C17 C18 1.411(9) . ? C18 C19 1.453(16) . ? C19 C20 1.359(13) . ? C19 C35 1.506(16) . ? C20 C21 1.515(7) . ? C21 C22 1.534(8) . ? C23 C24 1.536(8) . ? C25 C26 1.503(9) . ? C27 C28 1.500(9) . ? C29 C30 1.547(8) . ? C31 C32 1.524(8) . ? C33 C34 1.511(8) . ? C35 C36 1.518(9) . ? C38 C39 1.458(10) . ? C39 C40 1.463(14) . ? C40 C41 1.539(13) . ? C41 C42 1.490(11) . ? C41 C43B 1.527(15) . ? C41 C43A 1.536(13) . ? 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 C37 Ru1 N3 94.2(3) . . ? C37 Ru1 N4 91.4(2) . . ? N3 Ru1 N4 89.9(2) . . ? C37 Ru1 N2 93.1(2) . . ? N3 Ru1 N2 90.4(2) . . ? N4 Ru1 N2 175.48(18) . . ? C37 Ru1 N1 90.9(3) . . ? N3 Ru1 N1 174.8(3) . . ? N4 Ru1 N1 89.2(3) . . ? N2 Ru1 N1 90.2(3) . . ? C37 Ru1 O2 176.7(2) . . ? N3 Ru1 O2 82.5(2) . . ? N4 Ru1 O2 88.26(16) . . ? N2 Ru1 O2 87.29(16) . . ? N1 Ru1 O2 92.4(2) . . ? C18 N1 C1 107.2(8) . . ? C18 N1 Ru1 127.3(6) . . ? C1 N1 Ru1 125.4(6) . . ? C3 N2 C6 107.0(4) . . ? C3 N2 Ru1 126.8(4) . . ? C6 N2 Ru1 126.2(3) . . ? C11 N3 C8 107.2(7) . . ? C11 N3 Ru1 126.7(5) . . ? C8 N3 Ru1 126.1(6) . . ? C13 N4 C16 107.4(4) . . ? C13 N4 Ru1 125.9(4) . . ? C16 N4 Ru1 126.7(3) . . ? O2 N5 C38 125.3(5) . . ? O2 N5 C41 123.0(6) . . ? C38 N5 C41 111.6(6) . . ? N5 O2 Ru1 122.2(3) . . ? N1 C1 C2 124.8(6) . . ? N1 C1 C20 108.6(6) . . ? C2 C1 C20 126.5(5) . . ? C3 C2 C1 128.0(5) . . ? N2 C3 C2 124.8(5) . . ? N2 C3 C4 109.9(5) . . ? C2 C3 C4 125.3(5) . . ? C5 C4 C3 107.1(5) . . ? C5 C4 C23 128.2(5) . . ? C3 C4 C23 124.6(5) . . ? C4 C5 C6 106.9(5) . . ? C4 C5 C25 128.3(5) . . ? C6 C5 C25 124.8(5) . . ? N2 C6 C7 124.3(5) . . ? N2 C6 C5 109.0(5) . . ? C7 C6 C5 126.6(5) . . ? C8 C7 C6 128.5(6) . . ? C7 C8 N3 124.5(8) . . ? C7 C8 C9 126.6(8) . . ? N3 C8 C9 109.0(8) . . ? C10 C9 C8 106.7(9) . . ? C10 C9 C27 128.7(8) . . ? C8 C9 C27 124.5(9) . . ? C9 C10 C11 107.1(6) . . ? C9 C10 C29 127.1(7) . . ? C11 C10 C29 125.9(5) . . ? N3 C11 C12 124.5(6) . . ? N3 C11 C10 110.1(6) . . ? C12 C11 C10 125.5(5) . . ? C11 C12 C13 127.9(5) . . ? N4 C13 C12 125.1(5) . . ? N4 C13 C14 109.6(5) . . ? C12 C13 C14 125.4(5) . . ? C15 C14 C13 106.6(4) . . ? C15 C14 C31 129.1(5) . . ? C13 C14 C31 124.3(5) . . ? C14 C15 C16 106.6(5) . . ? C14 C15 C33 127.4(5) . . ? C16 C15 C33 126.0(5) . . ? N4 C16 C17 125.0(5) . . ? N4 C16 C15 109.8(4) . . ? C17 C16 C15 125.2(5) . . ? C16 C17 C18 127.3(6) . . ? N1 C18 C17 124.3(7) . . ? N1 C18 C19 110.4(8) . . ? C17 C18 C19 125.4(8) . . ? C20 C19 C18 106.3(10) . . ? C20 C19 C35 127.6(10) . . ? C18 C19 C35 126.1(9) . . ? C19 C20 C1 107.5(7) . . ? C19 C20 C21 129.3(8) . . ? C1 C20 C21 123.3(5) . . ? C20 C21 C22 112.2(5) . . ? C4 C23 C24 111.3(5) . . ? C5 C25 C26 113.1(6) . . ? C9 C27 C28 114.3(6) . . ? C10 C29 C30 113.0(5) . . ? C14 C31 C32 113.8(4) . . ? C15 C33 C34 114.4(5) . . ? C19 C35 C36 114.3(6) . . ? O1 C37 Ru1 178.5(6) . . ? N5 C38 C39 112.3(7) . . ? C38 C39 C40 102.5(7) . . ? C39 C40 C41 107.1(7) . . ? N5 C41 C42 107.2(7) . . ? N5 C41 C43B 114.3(9) . . ? C42 C41 C43B 130.3(11) . . ? N5 C41 C43A 108.7(10) . . ? C42 C41 C43A 107.7(10) . . ? C43B C41 C43A 33.6(9) . . ? N5 C41 C40 99.1(7) . . ? C42 C41 C40 110.8(8) . . ? C43B C41 C40 88.8(12) . . ? C43A C41 C40 122.1(9) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.179 _refine_diff_density_min -0.356 _refine_diff_density_rms 0.082