# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Sylvia M Draper' _publ_contact_author_email smdraper@tcd.ie _publ_section_title ; Substituted Pyridazines As Ligands In Homoleptic (fac and mer) and Heteroleptic Ru(II) Complexes ; loop_ _publ_author_name G.Cooke 'G.R.O Maille' L.Wang S.Varughese S.Draper data_gc21 _database_code_depnum_ccdc_archive 'CCDC 812335' #TrackingRef 'web_deposit_cif_file_0_GearoidOMaille_1297787345.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C180 H108 F22 N24 O12 P3 Ru2' _chemical_formula_weight 3511.95 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' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M 'P -3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 18.443(4) _cell_length_b 18.443(4) _cell_length_c 12.820(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3776(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3267 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 24.6 _exptl_crystal_description Blocks _exptl_crystal_colour Purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1783 _exptl_absorpt_coefficient_mu 0.335 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9361 _exptl_absorpt_correction_T_max 0.9705 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1997' _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 APEX CCD Area Detector' _diffrn_measurement_method 'phi and omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10277 _diffrn_reflns_av_R_equivalents 0.0603 _diffrn_reflns_av_sigmaI/netI 0.1223 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 24.97 _reflns_number_total 4435 _reflns_number_gt 2548 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SAINTPLUS _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXTL (Sheldrick, 1990)' _computing_structure_refinement 'SHELXTL (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^)+(0.1058P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4435 _refine_ls_number_parameters 366 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1091 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1925 _refine_ls_wR_factor_gt 0.1732 _refine_ls_goodness_of_fit_ref 0.951 _refine_ls_restrained_S_all 0.951 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.3333 0.6667 -0.04822(7) 0.0315(3) Uani 1 3 d S . . N1 N 0.3874(3) 0.6139(2) 0.0335(3) 0.0291(10) Uani 1 1 d . . . N2 N 0.2899(2) 0.5540(3) -0.1224(4) 0.0325(11) Uani 1 1 d . . . N7 N 0.5244(5) 0.7142(5) 0.3185(6) 0.101(2) Uani 1 1 d . . . N8 N 0.4453(3) 0.6580(3) 0.1048(4) 0.0339(11) Uani 1 1 d . . . C1 C 0.3890(4) 0.4400(4) 0.3276(5) 0.0577(18) Uani 1 1 d . . . H1 H 0.3346 0.4323 0.3170 0.069 Uiso 1 1 calc R . . C2 C 0.4028(5) 0.4007(4) 0.4105(6) 0.070(2) Uani 1 1 d . . . H2 H 0.3581 0.3655 0.4558 0.084 Uiso 1 1 calc R . . C3 C 0.4811(5) 0.4130(4) 0.4268(6) 0.062(2) Uani 1 1 d . . . H3 H 0.4917 0.3874 0.4846 0.074 Uiso 1 1 calc R . . C4 C 0.5435(5) 0.4614(4) 0.3606(5) 0.0570(19) Uani 1 1 d . . . H4 H 0.5978 0.4691 0.3720 0.068 Uiso 1 1 calc R . . C5 C 0.5300(4) 0.5005(4) 0.2760(5) 0.0483(16) Uani 1 1 d . . . H5 H 0.5746 0.5342 0.2298 0.058 Uiso 1 1 calc R . . C6 C 0.4523(4) 0.4900(3) 0.2598(5) 0.0370(14) Uani 1 1 d . . . C7 C 0.4352(3) 0.5322(3) 0.1714(5) 0.0358(14) Uani 1 1 d . . . C8 C 0.3780(3) 0.4870(3) 0.0928(4) 0.0326(13) Uani 1 1 d . . . C9 C 0.3356(4) 0.3943(3) 0.0893(5) 0.0398(14) Uani 1 1 d . . . C10 C 0.3803(4) 0.3552(4) 0.0606(5) 0.0532(18) Uani 1 1 d . . . H10 H 0.4387 0.3875 0.0473 0.064 Uiso 1 1 calc R . . C11 C 0.3397(6) 0.2699(5) 0.0515(6) 0.075(2) Uani 1 1 d . . . H11 H 0.3701 0.2431 0.0313 0.090 Uiso 1 1 calc R . . C12 C 0.2543(6) 0.2219(5) 0.0718(7) 0.080(3) Uani 1 1 d . . . H12 H 0.2264 0.1627 0.0655 0.096 Uiso 1 1 calc R . . C13 C 0.2115(5) 0.2606(4) 0.1005(6) 0.068(2) Uani 1 1 d . . . H13 H 0.1532 0.2282 0.1146 0.081 Uiso 1 1 calc R . . C14 C 0.2516(4) 0.3468(4) 0.1096(5) 0.0483(16) Uani 1 1 d . . . H14 H 0.2208 0.3731 0.1300 0.058 Uiso 1 1 calc R . . C15 C 0.4720(3) 0.6199(3) 0.1683(4) 0.0335(13) Uani 1 1 d . . . C16 C 0.5422(4) 0.6774(4) 0.2369(5) 0.0442(15) Uani 1 1 d . . . C18 C 0.5968(7) 0.7711(5) 0.3803(7) 0.086(3) Uani 1 1 d . . . H18 H 0.5902 0.7983 0.4395 0.103 Uiso 1 1 calc R . . C19 C 0.6169(3) 0.6922(4) 0.2114(6) 0.058(2) Uani 1 1 d . . . H19 H 0.6249 0.6646 0.1538 0.069 Uiso 1 1 calc R . . C20 C 0.6799(5) 0.7460(5) 0.2670(10) 0.107(4) Uani 1 1 d . . . H20 H 0.7346 0.7590 0.2462 0.128 Uiso 1 1 calc R . . C21 C 0.6722(7) 0.7848(6) 0.3537(9) 0.099(3) Uani 1 1 d . . . H21 H 0.7199 0.8209 0.3941 0.119 Uiso 1 1 calc R . . C22 C 0.3591(3) 0.5313(3) 0.0189(4) 0.0304(13) Uani 1 1 d . . . C23 C 0.3085(3) 0.4987(3) -0.0775(4) 0.0323(13) Uani 1 1 d . . . C24 C 0.2857(3) 0.4231(3) -0.1240(5) 0.0401(15) Uani 1 1 d . . . H24 H 0.3004 0.3856 -0.0927 0.048 Uiso 1 1 calc R . . C25 C 0.2413(4) 0.4018(4) -0.2165(5) 0.0487(17) Uani 1 1 d . . . H25 H 0.2257 0.3497 -0.2491 0.058 Uiso 1 1 calc R . . C26 C 0.2196(4) 0.4561(4) -0.2613(5) 0.0484(16) Uani 1 1 d . . . H26 H 0.1879 0.4425 -0.3239 0.058 Uiso 1 1 calc R . . C27 C 0.2461(4) 0.5313(4) -0.2109(5) 0.0421(15) Uani 1 1 d . . . H27 H 0.2321 0.5697 -0.2414 0.050 Uiso 1 1 calc R . . P1 P 0.3333 0.6667 0.5031(3) 0.0570(9) Uani 1 3 d S . . F2 F 0.3333 0.6667 0.3805(8) 0.175(5) Uani 1 3 d S . . F1 F 0.3333 0.6667 0.6203(8) 0.154(4) Uani 1 3 d S . . F3 F 0.4245(6) 0.6948(12) 0.5347(8) 0.236(5) Uani 1 1 d . . . P3 P 0.0000 1.0000 0.0000 0.45(3) Uani 1 6 d S . . F34 F 0.0645(11) 0.9942(17) 0.073(2) 0.458(18) Uani 1 1 d . . . F62 F 0.3936(7) 0.7535(5) 0.4683(9) 0.203(4) Uani 1 1 d . . . C210 C 0.0655(5) 0.1849(5) 0.6332(6) 0.061(2) Uani 1 1 d . . . C201 C 0.1502(8) 0.2524(9) 0.5926(9) 0.138(4) Uani 1 1 d . . . C200 C 0.1028(11) 0.1807(14) 0.729(2) 0.265(10) Uani 1 1 d . . . O2 O 0.0319(12) 0.2285(14) 0.634(2) 0.451(18) Uani 1 1 d . . . C202 C -0.0100(16) 0.1185(15) 0.6795(19) 0.318(15) Uani 1 1 d . . . O3 O 0.043(3) 0.131(2) 0.555(2) 0.86(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.0261(3) 0.0261(3) 0.0421(5) 0.000 0.000 0.01306(16) N1 0.024(2) 0.024(2) 0.038(3) -0.001(2) 0.002(2) 0.0106(19) N2 0.024(2) 0.029(2) 0.043(3) -0.004(2) -0.003(2) 0.012(2) N7 0.125(7) 0.084(5) 0.066(5) -0.005(4) -0.022(5) 0.032(5) N8 0.024(2) 0.030(3) 0.045(3) -0.003(2) -0.002(2) 0.012(2) C1 0.054(4) 0.051(4) 0.066(5) 0.010(4) -0.003(4) 0.025(4) C2 0.086(6) 0.059(5) 0.060(5) 0.013(4) 0.004(4) 0.033(5) C3 0.090(6) 0.054(4) 0.049(5) -0.005(4) -0.019(4) 0.042(4) C4 0.071(5) 0.064(5) 0.055(5) -0.007(4) -0.017(4) 0.048(4) C5 0.049(4) 0.053(4) 0.053(4) 0.001(3) -0.006(3) 0.033(3) C6 0.040(3) 0.026(3) 0.045(4) -0.004(3) -0.005(3) 0.016(3) C7 0.028(3) 0.034(3) 0.049(4) -0.001(3) 0.003(3) 0.018(3) C8 0.029(3) 0.029(3) 0.047(4) 0.001(3) 0.006(3) 0.020(3) C9 0.045(4) 0.031(3) 0.047(4) -0.002(3) -0.007(3) 0.022(3) C10 0.059(4) 0.047(4) 0.065(5) -0.012(3) -0.015(4) 0.036(3) C11 0.119(7) 0.055(5) 0.080(6) -0.016(4) -0.025(5) 0.066(5) C12 0.115(7) 0.033(4) 0.087(6) -0.012(4) -0.026(6) 0.034(5) C13 0.067(5) 0.037(4) 0.078(6) 0.000(4) -0.007(4) 0.009(4) C14 0.045(4) 0.034(3) 0.059(4) -0.001(3) -0.002(3) 0.015(3) C15 0.029(3) 0.028(3) 0.043(4) 0.000(3) 0.000(3) 0.013(3) C16 0.056(4) 0.029(3) 0.049(4) 0.000(3) -0.011(3) 0.022(3) C18 0.106(7) 0.059(5) 0.062(6) -0.015(4) -0.025(5) 0.018(5) C19 0.020(3) 0.038(4) 0.111(6) -0.033(4) -0.022(4) 0.012(3) C20 0.059(5) 0.073(6) 0.191(12) -0.033(7) -0.040(7) 0.036(5) C21 0.087(7) 0.066(6) 0.127(9) -0.022(6) -0.070(7) 0.026(5) C22 0.022(3) 0.030(3) 0.042(3) -0.003(3) 0.002(2) 0.015(2) C23 0.024(3) 0.028(3) 0.045(4) -0.005(3) 0.000(3) 0.013(2) C24 0.037(3) 0.033(3) 0.053(4) -0.003(3) -0.002(3) 0.020(3) C25 0.048(4) 0.035(3) 0.060(5) -0.015(3) -0.010(3) 0.019(3) C26 0.046(4) 0.045(4) 0.051(4) -0.012(3) -0.016(3) 0.019(3) C27 0.042(4) 0.038(3) 0.045(4) -0.003(3) -0.004(3) 0.020(3) P1 0.0546(13) 0.0546(13) 0.062(2) 0.000 0.000 0.0273(6) F2 0.225(9) 0.225(9) 0.074(8) 0.000 0.000 0.112(4) F1 0.199(8) 0.199(8) 0.065(7) 0.000 0.000 0.099(4) F3 0.166(8) 0.379(17) 0.184(9) 0.024(11) -0.030(7) 0.154(11) P3 0.112(6) 0.112(6) 1.11(8) 0.000 0.000 0.056(3) F34 0.177(13) 0.233(15) 0.98(6) 0.03(4) -0.04(2) 0.116(12) F62 0.172(8) 0.116(6) 0.262(12) 0.002(7) 0.046(9) 0.027(5) C210 0.055(5) 0.065(5) 0.060(5) -0.012(4) -0.016(4) 0.027(4) C201 0.119(10) 0.175(12) 0.110(9) -0.003(9) -0.028(8) 0.065(9) C200 0.134(14) 0.30(2) 0.35(3) 0.07(2) 0.003(17) 0.102(17) O2 0.33(2) 0.48(3) 0.70(4) 0.38(3) 0.23(3) 0.31(2) C202 0.24(2) 0.24(2) 0.27(3) 0.02(2) 0.00(2) -0.038(19) O3 0.87(8) 0.51(4) 0.51(5) -0.27(4) 0.46(6) -0.16(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 N1 2.003(4) 2_665 ? Ru1 N1 2.003(4) 3_565 ? Ru1 N1 2.003(4) . ? Ru1 N2 2.049(4) 3_565 ? Ru1 N2 2.049(4) 2_665 ? Ru1 N2 2.049(4) . ? N1 N8 1.330(6) . ? N1 C22 1.355(6) . ? N2 C27 1.333(7) . ? N2 C23 1.356(6) . ? N7 C16 1.373(9) . ? N7 C18 1.452(10) . ? N8 C15 1.321(7) . ? C1 C6 1.375(8) . ? C1 C2 1.380(9) . ? C1 H1 0.9500 . ? C2 C3 1.361(10) . ? C2 H2 0.9500 . ? C3 C4 1.347(10) . ? C3 H3 0.9500 . ? C4 C5 1.392(9) . ? C4 H4 0.9500 . ? C5 C6 1.361(8) . ? C5 H5 0.9500 . ? C6 C7 1.497(8) . ? C7 C8 1.394(8) . ? C7 C15 1.407(7) . ? C8 C22 1.403(7) . ? C8 C9 1.482(7) . ? C9 C14 1.372(8) . ? C9 C10 1.388(8) . ? C10 C11 1.369(9) . ? C10 H10 0.9500 . ? C11 C12 1.391(11) . ? C11 H11 0.9500 . ? C12 C13 1.355(10) . ? C12 H12 0.9500 . ? C13 C14 1.381(9) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.484(8) . ? C16 C19 1.304(8) . ? C18 C21 1.327(13) . ? C18 H18 0.9500 . ? C19 C20 1.301(10) . ? C19 H19 0.9500 . ? C20 C21 1.367(13) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.483(7) . ? C23 C24 1.375(7) . ? C24 C25 1.381(8) . ? C24 H24 0.9500 . ? C25 C26 1.376(8) . ? C25 H25 0.9500 . ? C26 C27 1.379(8) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? P1 F62 1.491(8) 2_665 ? P1 F62 1.491(8) . ? P1 F62 1.491(8) 3_565 ? P1 F1 1.502(10) . ? P1 F3 1.545(9) 2_665 ? P1 F3 1.545(9) 3_565 ? P1 F3 1.545(9) . ? P1 F2 1.572(11) . ? F3 F62 1.686(12) . ? F3 F62 1.691(13) 3_565 ? P3 F34 1.560(16) 6_665 ? P3 F34 1.560(16) 5_455 ? P3 F34 1.560(16) . ? P3 F34 1.560(16) 2_675 ? P3 F34 1.560(16) 3_465 ? P3 F34 1.560(16) 4_575 ? F62 F3 1.691(13) 2_665 ? C210 O2 1.237(15) . ? C210 O3 1.32(2) . ? C210 C200 1.42(2) . ? C210 C202 1.44(2) . ? C210 C201 1.522(15) . ? C200 C202 1.91(3) . ? O2 C202 1.87(3) . ? C202 O3 1.83(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ru1 N1 95.11(17) 2_665 3_565 ? N1 Ru1 N1 95.11(17) 2_665 . ? N1 Ru1 N1 95.11(17) 3_565 . ? N1 Ru1 N2 87.11(17) 2_665 3_565 ? N1 Ru1 N2 77.73(17) 3_565 3_565 ? N1 Ru1 N2 172.68(17) . 3_565 ? N1 Ru1 N2 77.73(17) 2_665 2_665 ? N1 Ru1 N2 172.68(17) 3_565 2_665 ? N1 Ru1 N2 87.11(17) . 2_665 ? N2 Ru1 N2 100.18(17) 3_565 2_665 ? N1 Ru1 N2 172.68(17) 2_665 . ? N1 Ru1 N2 87.11(17) 3_565 . ? N1 Ru1 N2 77.73(17) . . ? N2 Ru1 N2 100.18(17) 3_565 . ? N2 Ru1 N2 100.18(17) 2_665 . ? N8 N1 C22 121.5(4) . . ? N8 N1 Ru1 120.4(3) . . ? C22 N1 Ru1 118.0(3) . . ? C27 N2 C23 117.9(5) . . ? C27 N2 Ru1 125.5(4) . . ? C23 N2 Ru1 116.6(4) . . ? C16 N7 C18 114.3(8) . . ? C15 N8 N1 119.8(4) . . ? C6 C1 C2 121.4(7) . . ? C6 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? C3 C2 C1 119.3(7) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C4 C3 C2 119.9(7) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 121.3(7) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 119.6(6) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 C1 118.6(6) . . ? C5 C6 C7 121.5(5) . . ? C1 C6 C7 119.9(5) . . ? C8 C7 C15 117.0(5) . . ? C8 C7 C6 122.0(5) . . ? C15 C7 C6 120.9(5) . . ? C7 C8 C22 118.2(5) . . ? C7 C8 C9 121.1(5) . . ? C22 C8 C9 120.7(5) . . ? C14 C9 C10 119.5(6) . . ? C14 C9 C8 120.5(5) . . ? C10 C9 C8 120.0(5) . . ? C11 C10 C9 119.7(7) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.6(7) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 119.3(7) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 120.8(7) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C9 C14 C13 120.2(6) . . ? C9 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? N8 C15 C7 122.3(5) . . ? N8 C15 C16 114.2(5) . . ? C7 C15 C16 123.5(5) . . ? C19 C16 N7 125.2(7) . . ? C19 C16 C15 116.9(6) . . ? N7 C16 C15 117.8(6) . . ? C21 C18 N7 119.6(9) . . ? C21 C18 H18 120.2 . . ? N7 C18 H18 120.2 . . ? C20 C19 C16 118.0(8) . . ? C20 C19 H19 121.0 . . ? C16 C19 H19 121.0 . . ? C19 C20 C21 123.9(9) . . ? C19 C20 H20 118.1 . . ? C21 C20 H20 118.1 . . ? C18 C21 C20 118.9(8) . . ? C18 C21 H21 120.6 . . ? C20 C21 H21 120.6 . . ? N1 C22 C8 119.6(5) . . ? N1 C22 C23 112.4(5) . . ? C8 C22 C23 128.0(5) . . ? N2 C23 C24 120.9(5) . . ? N2 C23 C22 113.2(4) . . ? C24 C23 C22 125.8(5) . . ? C23 C24 C25 119.9(5) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C26 C25 C24 119.8(5) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? C25 C26 C27 116.8(6) . . ? C25 C26 H26 121.6 . . ? C27 C26 H26 121.6 . . ? N2 C27 C26 124.6(6) . . ? N2 C27 H27 117.7 . . ? C26 C27 H27 117.7 . . ? F62 P1 F62 111.4(4) 2_665 . ? F62 P1 F62 111.4(4) 2_665 3_565 ? F62 P1 F62 111.4(4) . 3_565 ? F62 P1 F1 107.4(4) 2_665 . ? F62 P1 F1 107.4(4) . . ? F62 P1 F1 107.4(4) 3_565 . ? F62 P1 F3 67.4(5) 2_665 2_665 ? F62 P1 F3 67.7(5) . 2_665 ? F62 P1 F3 177.7(6) 3_565 2_665 ? F1 P1 F3 74.8(4) . 2_665 ? F62 P1 F3 67.7(5) 2_665 3_565 ? F62 P1 F3 177.7(6) . 3_565 ? F62 P1 F3 67.4(5) 3_565 3_565 ? F1 P1 F3 74.8(4) . 3_565 ? F3 P1 F3 113.4(3) 2_665 3_565 ? F62 P1 F3 177.7(6) 2_665 . ? F62 P1 F3 67.4(5) . . ? F62 P1 F3 67.7(5) 3_565 . ? F1 P1 F3 74.8(4) . . ? F3 P1 F3 113.4(3) 2_665 . ? F3 P1 F3 113.4(3) 3_565 . ? F62 P1 F2 72.6(4) 2_665 . ? F62 P1 F2 72.6(4) . . ? F62 P1 F2 72.6(4) 3_565 . ? F1 P1 F2 180.000(7) . . ? F3 P1 F2 105.2(4) 2_665 . ? F3 P1 F2 105.2(4) 3_565 . ? F3 P1 F2 105.2(4) . . ? P1 F3 F62 54.7(4) . . ? P1 F3 F62 54.6(4) . 3_565 ? F62 F3 F62 93.7(8) . 3_565 ? F34 P3 F34 87.5(13) 6_665 5_455 ? F34 P3 F34 92.5(13) 6_665 . ? F34 P3 F34 92.5(13) 5_455 . ? F34 P3 F34 92.5(13) 6_665 2_675 ? F34 P3 F34 180.0(16) 5_455 2_675 ? F34 P3 F34 87.5(13) . 2_675 ? F34 P3 F34 180.000(4) 6_665 3_465 ? F34 P3 F34 92.5(13) 5_455 3_465 ? F34 P3 F34 87.5(13) . 3_465 ? F34 P3 F34 87.5(13) 2_675 3_465 ? F34 P3 F34 87.5(13) 6_665 4_575 ? F34 P3 F34 87.5(13) 5_455 4_575 ? F34 P3 F34 180.000(3) . 4_575 ? F34 P3 F34 92.5(13) 2_675 4_575 ? F34 P3 F34 92.5(13) 3_465 4_575 ? P1 F62 F3 57.8(5) . . ? P1 F62 F3 57.7(4) . 2_665 ? F3 F62 F3 99.8(9) . 2_665 ? O2 C210 O3 115(3) . . ? O2 C210 C200 115.9(16) . . ? O3 C210 C200 126(3) . . ? O2 C210 C202 87.8(15) . . ? O3 C210 C202 82.7(14) . . ? C200 C210 C202 83.6(13) . . ? O2 C210 C201 96.6(11) . . ? O3 C210 C201 99.1(14) . . ? C200 C210 C201 90.7(10) . . ? C202 C210 C201 173.9(15) . . ? C210 C200 C202 48.7(10) . . ? C210 O2 C202 50.7(12) . . ? C210 C202 O3 45.8(11) . . ? C210 C202 O2 41.5(8) . . ? O3 C202 O2 71.6(16) . . ? C210 C202 C200 47.8(10) . . ? O3 C202 C200 81.8(19) . . ? O2 C202 C200 73.4(11) . . ? C210 O3 C202 51.5(10) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.693 _refine_diff_density_min -0.800 _refine_diff_density_rms 0.115 # Attachment '- GCA1.CIF' data_gca1 _database_code_depnum_ccdc_archive 'CCDC 812336' #TrackingRef '- GCA1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H12 N6' _chemical_formula_sum 'C18 H12 N6' _chemical_formula_weight 312.34 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 11.0611(6) _cell_length_b 18.2383(10) _cell_length_c 7.3490(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1482.56(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3267 _cell_measurement_theta_min 2.13 _cell_measurement_theta_max 46.12 _exptl_crystal_description Blocks _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9841 _exptl_absorpt_correction_T_max 0.9929 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13997 _diffrn_reflns_av_R_equivalents 0.0198 _diffrn_reflns_av_sigmaI/netI 0.0155 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2755 _reflns_number_gt 2684 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXTL (Sheldrick, 1990)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL; Accelrys material studio' _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^)+(0.0820P)^2^+0.1027P] 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 ? _refine_ls_number_reflns 2755 _refine_ls_number_parameters 265 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0280 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0839 _refine_ls_wR_factor_gt 0.0800 _refine_ls_goodness_of_fit_ref 0.879 _refine_ls_restrained_S_all 0.879 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1A N 0.13501(9) 0.25717(5) 0.27040(16) 0.0256(2) Uani 1 1 d . . . N2A N 0.19824(9) 0.20030(6) 0.20850(15) 0.0255(2) Uani 1 1 d . . . N2B N 0.17381(9) 0.43376(6) 0.47722(18) 0.0310(3) Uani 1 1 d . . . N2C N 0.48609(10) 0.14364(6) 0.06821(17) 0.0297(3) Uani 1 1 d . . . N3D N 0.70882(9) 0.30032(6) 0.40144(19) 0.0369(3) Uani 1 1 d . . . N5D N 0.67163(10) 0.17940(6) 0.51098(18) 0.0352(3) Uani 1 1 d . . . C1B C 0.11592(11) 0.37620(7) 0.40548(18) 0.0243(3) Uani 1 1 d . . . C1C C 0.37509(11) 0.13342(7) 0.13712(17) 0.0236(3) Uani 1 1 d . . . C1D C 0.51206(11) 0.24755(6) 0.37221(18) 0.0243(3) Uani 1 1 d . . . C2D C 0.59298(11) 0.30472(7) 0.3509(2) 0.0300(3) Uani 1 1 d . . . C3A C 0.31854(11) 0.19773(7) 0.22768(16) 0.0229(3) Uani 1 1 d . . . C3B C 0.10588(12) 0.48904(8) 0.5397(2) 0.0351(3) Uani 1 1 d . . . C3C C 0.53444(12) 0.08801(8) -0.0256(2) 0.0349(3) Uani 1 1 d . . . C4A C 0.38353(10) 0.25355(6) 0.31898(19) 0.0225(3) Uani 1 1 d . . . C4B C -0.01935(13) 0.48956(7) 0.5338(2) 0.0340(3) Uani 1 1 d . . . C4C C 0.47765(13) 0.02118(8) -0.0508(2) 0.0357(3) Uani 1 1 d . . . C4D C 0.74238(12) 0.23717(7) 0.4757(2) 0.0353(3) Uani 1 1 d . . . C5A C 0.31775(12) 0.31433(7) 0.36964(17) 0.0242(3) Uani 1 1 d . . . C5B C -0.07750(12) 0.43022(7) 0.4577(2) 0.0328(3) Uani 1 1 d . . . C5C C 0.36416(13) 0.01084(7) 0.0233(2) 0.0326(3) Uani 1 1 d . . . C6A C 0.19306(11) 0.31423(7) 0.34310(17) 0.0232(3) Uani 1 1 d . . . C6B C -0.00970(12) 0.37230(7) 0.3918(2) 0.0296(3) Uani 1 1 d . . . C6C C 0.31069(11) 0.06815(7) 0.1175(2) 0.0279(3) Uani 1 1 d . . . C6D C 0.55672(11) 0.18610(7) 0.4607(2) 0.0296(3) Uani 1 1 d . . . H2D H 0.5677(13) 0.3490(8) 0.298(2) 0.031(4) Uiso 1 1 d . . . H3B H 0.1496(14) 0.5312(9) 0.594(3) 0.041(4) Uiso 1 1 d . . . H3C H 0.6129(15) 0.0974(8) -0.076(2) 0.036(4) Uiso 1 1 d . . . H4B H -0.0615(13) 0.5328(8) 0.585(2) 0.036(4) Uiso 1 1 d . . . H4C H 0.5193(13) -0.0176(8) -0.117(2) 0.031(4) Uiso 1 1 d . . . H4D H 0.8268(13) 0.2309(8) 0.516(2) 0.034(4) Uiso 1 1 d . . . H5A H 0.3549(12) 0.3537(7) 0.432(2) 0.028(4) Uiso 1 1 d . . . H5B H -0.1652(13) 0.4259(7) 0.451(3) 0.033(4) Uiso 1 1 d . . . H5C H 0.3198(13) -0.0348(9) 0.008(2) 0.038(4) Uiso 1 1 d . . . H6B H -0.0473(14) 0.3295(9) 0.340(3) 0.038(4) Uiso 1 1 d . . . H6C H 0.2301(14) 0.0634(7) 0.167(2) 0.030(4) Uiso 1 1 d . . . H6D H 0.5037(13) 0.1469(8) 0.488(3) 0.030(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1A 0.0231(4) 0.0258(5) 0.0279(6) 0.0011(4) 0.0002(4) 0.0016(4) N2A 0.0222(5) 0.0265(5) 0.0278(5) 0.0011(4) -0.0013(4) 0.0007(4) N2B 0.0286(5) 0.0287(5) 0.0357(6) -0.0051(5) 0.0026(5) 0.0012(4) N2C 0.0257(5) 0.0291(5) 0.0344(6) -0.0027(5) 0.0022(5) -0.0007(4) N3D 0.0267(6) 0.0347(6) 0.0491(8) 0.0006(5) -0.0067(5) -0.0047(5) N5D 0.0290(5) 0.0314(6) 0.0451(8) -0.0006(5) -0.0103(5) 0.0038(4) C1B 0.0251(6) 0.0244(6) 0.0235(6) 0.0037(5) 0.0022(5) 0.0017(5) C1C 0.0243(6) 0.0244(6) 0.0220(6) 0.0012(5) -0.0022(5) 0.0019(4) C1D 0.0245(6) 0.0242(6) 0.0241(6) -0.0031(5) -0.0011(5) 0.0010(4) C2D 0.0274(6) 0.0272(6) 0.0355(7) 0.0015(5) -0.0028(6) -0.0007(5) C3A 0.0243(6) 0.0228(6) 0.0217(6) 0.0046(5) -0.0004(5) -0.0002(4) C3B 0.0347(7) 0.0281(7) 0.0426(8) -0.0070(6) 0.0060(6) 0.0006(5) C3C 0.0296(6) 0.0357(7) 0.0393(8) -0.0054(6) 0.0064(6) 0.0019(5) C4A 0.0229(6) 0.0229(6) 0.0218(6) 0.0033(5) 0.0006(5) -0.0003(4) C4B 0.0366(7) 0.0306(7) 0.0348(7) 0.0001(6) 0.0073(6) 0.0091(6) C4C 0.0403(7) 0.0310(7) 0.0357(7) -0.0064(6) 0.0038(6) 0.0070(5) C4D 0.0250(6) 0.0359(7) 0.0450(8) -0.0038(6) -0.0091(6) 0.0018(5) C5A 0.0262(6) 0.0231(6) 0.0233(6) 0.0012(5) -0.0014(5) -0.0007(4) C5B 0.0241(6) 0.0367(6) 0.0377(7) 0.0024(6) 0.0037(6) 0.0051(5) C5C 0.0391(7) 0.0237(6) 0.0350(7) -0.0034(5) -0.0042(6) -0.0004(5) C6A 0.0241(6) 0.0248(6) 0.0207(6) 0.0043(5) 0.0009(4) 0.0009(5) C6B 0.0260(6) 0.0294(7) 0.0334(7) 0.0014(5) 0.0020(5) 0.0003(5) C6C 0.0274(6) 0.0258(6) 0.0306(7) 0.0022(5) -0.0009(5) -0.0003(5) C6D 0.0262(6) 0.0238(6) 0.0388(7) -0.0004(6) -0.0024(6) -0.0002(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 N1A N2A 1.3310(14) . ? N1A C6A 1.3344(16) . ? N2A C3A 1.3390(14) . ? N2B C1B 1.3379(16) . ? N2B C3B 1.3387(17) . ? N2C C3C 1.3380(18) . ? N2C C1C 1.3412(16) . ? N3D C4D 1.3274(18) . ? N3D C2D 1.3365(16) . ? N5D C6D 1.3292(16) . ? N5D C4D 1.3378(18) . ? C1B C6B 1.3949(17) . ? C1B C6A 1.4885(17) . ? C1C C6C 1.3948(17) . ? C1C C3A 1.4866(17) . ? C1D C2D 1.3831(18) . ? C1D C6D 1.3867(17) . ? C1D C4A 1.4786(17) . ? C3A C4A 1.4154(17) . ? C3B C4B 1.3859(19) . ? C3C C4C 1.384(2) . ? C4A C5A 1.3772(17) . ? C4B C5B 1.377(2) . ? C4C C5C 1.381(2) . ? C5A C6A 1.3930(16) . ? C5B C6B 1.3833(18) . ? C5C C6C 1.3861(18) . ? 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 N2A N1A C6A 119.45(10) . . ? N1A N2A C3A 120.90(10) . . ? C1B N2B C3B 117.23(11) . . ? C3C N2C C1C 117.06(11) . . ? C4D N3D C2D 115.76(11) . . ? C6D N5D C4D 115.66(11) . . ? N2B C1B C6B 123.04(12) . . ? N2B C1B C6A 116.28(11) . . ? C6B C1B C6A 120.67(11) . . ? N2C C1C C6C 123.17(12) . . ? N2C C1C C3A 116.39(11) . . ? C6C C1C C3A 120.33(11) . . ? C2D C1D C6D 115.59(11) . . ? C2D C1D C4A 122.43(11) . . ? C6D C1D C4A 121.77(11) . . ? N3D C2D C1D 122.92(12) . . ? N2A C3A C4A 121.97(11) . . ? N2A C3A C1C 113.49(11) . . ? C4A C3A C1C 124.48(11) . . ? N2B C3B C4B 123.74(12) . . ? N2C C3C C4C 123.75(12) . . ? C5A C4A C3A 116.03(11) . . ? C5A C4A C1D 119.74(11) . . ? C3A C4A C1D 124.09(10) . . ? C5B C4B C3B 118.30(12) . . ? C5C C4C C3C 118.69(13) . . ? N3D C4D N5D 126.82(12) . . ? C4A C5A C6A 118.95(12) . . ? C4B C5B C6B 119.28(12) . . ? C4C C5C C6C 118.79(12) . . ? N1A C6A C5A 122.25(12) . . ? N1A C6A C1B 116.08(10) . . ? C5A C6A C1B 121.56(11) . . ? C5B C6B C1B 118.41(12) . . ? C5C C6C C1C 118.51(12) . . ? N5D C6D C1D 123.04(11) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.144 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.034 # Attachment '- GCB.CIF' data_gcb _database_code_depnum_ccdc_archive 'CCDC 812337' #TrackingRef '- GCB.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H13 N5' _chemical_formula_sum 'C19 H13 N5' _chemical_formula_weight 311.34 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 9.4836(19) _cell_length_b 11.136(2) _cell_length_c 14.432(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.87(3) _cell_angle_gamma 90.00 _cell_volume 1524.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4639 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 46.42 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9848 _exptl_absorpt_correction_T_max 0.9932 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16427 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0136 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.49 _reflns_number_total 2836 _reflns_number_gt 2626 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXTL (Sheldrick, 1990)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL; Accelrys material studio' _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^)+(0.0894P)^2^+0.3326P] 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 0.016(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2836 _refine_ls_number_parameters 270 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0345 _refine_ls_wR_factor_ref 0.1075 _refine_ls_wR_factor_gt 0.1029 _refine_ls_goodness_of_fit_ref 0.889 _refine_ls_restrained_S_all 0.889 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1A N 0.57954(9) 0.32397(9) 0.07725(7) 0.0316(2) Uani 1 1 d . . . N2A N 0.58792(9) 0.40957(9) 0.14210(6) 0.0309(2) Uani 1 1 d . . . N2B N 0.32334(9) 0.16449(8) -0.06043(6) 0.0276(2) Uani 1 1 d . . . N2C N 0.41863(9) 0.54184(8) 0.31922(6) 0.0294(2) Uani 1 1 d . . . N2D N 0.09028(9) 0.48303(8) 0.11459(6) 0.0291(2) Uani 1 1 d . . . C1B C 0.45143(10) 0.19609(9) -0.02802(7) 0.0240(2) Uani 1 1 d . . . C1C C 0.50051(10) 0.55565(9) 0.24514(7) 0.0236(2) Uani 1 1 d . . . C1D C 0.21509(10) 0.53378(9) 0.13589(7) 0.0232(2) Uani 1 1 d . . . C3A C 0.47346(10) 0.47168(9) 0.16658(7) 0.0239(2) Uani 1 1 d . . . C3B C 0.31653(12) 0.07235(10) -0.11992(8) 0.0319(3) Uani 1 1 d . . . C3C C 0.44456(13) 0.61504(11) 0.39133(8) 0.0360(3) Uani 1 1 d . . . C3D C -0.02476(11) 0.55249(11) 0.11679(8) 0.0322(3) Uani 1 1 d . . . C4A C 0.34063(10) 0.45516(9) 0.12294(7) 0.0229(2) Uani 1 1 d . . . C4B C 0.43364(13) 0.01010(10) -0.14979(8) 0.0336(3) Uani 1 1 d . . . C4C C 0.54811(14) 0.70243(11) 0.39222(9) 0.0381(3) Uani 1 1 d . . . C4D C -0.02104(12) 0.67368(11) 0.13825(8) 0.0326(3) Uani 1 1 d . . . C5A C 0.33266(11) 0.36258(9) 0.05947(7) 0.0245(2) Uani 1 1 d . . . C5B C 0.56533(13) 0.04470(10) -0.11731(8) 0.0326(3) Uani 1 1 d . . . C5C C 0.63084(12) 0.71572(10) 0.31509(8) 0.0341(3) Uani 1 1 d . . . C5D C 0.10765(12) 0.72468(10) 0.16058(8) 0.0330(3) Uani 1 1 d . . . C6A C 0.45423(11) 0.29756(9) 0.03925(7) 0.0245(2) Uani 1 1 d . . . C6B C 0.57479(12) 0.13846(10) -0.05454(7) 0.0280(3) Uani 1 1 d . . . C6C C 0.60765(11) 0.64031(10) 0.24062(8) 0.0279(3) Uani 1 1 d . . . C6D C 0.22767(11) 0.65404(10) 0.16022(8) 0.0285(3) Uani 1 1 d . . . H3B H 0.2235(15) 0.0504(12) -0.1429(9) 0.037(3) Uiso 1 1 d . . . H3C H 0.3841(17) 0.6040(14) 0.4424(12) 0.052(4) Uiso 1 1 d . . . H3D H -0.1155(14) 0.5104(12) 0.1036(9) 0.036(3) Uiso 1 1 d . . . H4B H 0.4240(14) -0.0554(13) -0.1935(10) 0.040(4) Uiso 1 1 d . . . H4C H 0.5632(15) 0.7563(14) 0.4455(10) 0.048(4) Uiso 1 1 d . . . H4D H -0.1068(15) 0.7207(13) 0.1340(9) 0.043(4) Uiso 1 1 d . . . H5A H 0.2462(14) 0.3442(11) 0.0289(8) 0.028(3) Uiso 1 1 d . . . H5B H 0.6467(15) 0.0015(13) -0.1367(10) 0.044(4) Uiso 1 1 d . . . H5C H 0.7066(16) 0.7779(14) 0.3122(10) 0.048(4) Uiso 1 1 d . . . H5D H 0.1138(15) 0.8090(14) 0.1762(10) 0.047(4) Uiso 1 1 d . . . H6B H 0.6624(15) 0.1625(12) -0.0289(9) 0.037(3) Uiso 1 1 d . . . H6C H 0.6619(13) 0.6452(11) 0.1872(9) 0.029(3) Uiso 1 1 d . . . H6D H 0.3152(15) 0.6873(12) 0.1744(9) 0.040(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1A 0.0246(5) 0.0340(5) 0.0361(5) -0.0084(4) -0.0041(4) 0.0049(4) N2A 0.0242(5) 0.0324(5) 0.0360(5) -0.0072(4) -0.0046(4) 0.0033(4) N2B 0.0279(5) 0.0272(5) 0.0277(5) -0.0026(4) -0.0030(3) 0.0026(4) N2C 0.0288(5) 0.0287(5) 0.0308(5) -0.0004(4) 0.0016(4) -0.0013(4) N2D 0.0240(5) 0.0319(5) 0.0311(5) -0.0032(4) -0.0025(3) 0.0010(4) C1B 0.0260(5) 0.0237(5) 0.0222(5) 0.0032(4) -0.0003(4) 0.0024(4) C1C 0.0215(5) 0.0217(5) 0.0276(5) 0.0024(4) -0.0036(4) 0.0027(4) C1D 0.0225(5) 0.0255(5) 0.0217(5) 0.0015(4) -0.0007(4) 0.0017(4) C3A 0.0222(5) 0.0222(5) 0.0272(5) 0.0024(4) -0.0011(4) -0.0002(4) C3B 0.0353(6) 0.0312(6) 0.0290(6) -0.0040(4) -0.0042(4) 0.0017(5) C3C 0.0382(6) 0.0391(7) 0.0308(6) -0.0049(5) 0.0039(5) 0.0018(5) C3D 0.0227(5) 0.0412(7) 0.0328(6) 0.0007(5) -0.0011(4) 0.0026(4) C4A 0.0220(5) 0.0224(5) 0.0243(5) 0.0028(4) -0.0004(4) 0.0001(4) C4B 0.0463(7) 0.0296(6) 0.0249(5) -0.0042(4) 0.0023(5) 0.0036(5) C4C 0.0432(7) 0.0343(6) 0.0364(6) -0.0107(5) -0.0084(5) 0.0031(5) C4D 0.0278(6) 0.0382(6) 0.0320(6) 0.0069(5) 0.0049(4) 0.0119(5) C5A 0.0219(5) 0.0252(5) 0.0263(5) 0.0002(4) -0.0034(4) 0.0013(4) C5B 0.0361(6) 0.0319(6) 0.0300(6) 0.0013(4) 0.0087(5) 0.0086(5) C5C 0.0307(6) 0.0273(6) 0.0438(7) -0.0004(5) -0.0107(5) -0.0041(4) C5D 0.0405(6) 0.0244(6) 0.0343(6) 0.0023(4) 0.0027(5) 0.0058(4) C6A 0.0244(5) 0.0250(5) 0.0240(5) 0.0018(4) -0.0016(4) 0.0017(4) C6B 0.0279(6) 0.0288(6) 0.0272(5) 0.0032(4) 0.0030(4) 0.0031(4) C6C 0.0233(5) 0.0288(5) 0.0314(6) 0.0041(4) -0.0040(4) -0.0012(4) C6D 0.0279(6) 0.0241(5) 0.0334(6) 0.0021(4) -0.0029(4) 0.0000(4) _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 N1A C6A 1.3341(14) . ? N1A N2A 1.3374(13) . ? N2A C3A 1.3392(14) . ? N2B C3B 1.3388(14) . ? N2B C1B 1.3420(14) . ? N2C C1C 1.3398(14) . ? N2C C3C 1.3417(15) . ? N2D C3D 1.3381(14) . ? N2D C1D 1.3431(13) . ? C1B C6B 1.3931(15) . ? C1B C6A 1.4897(14) . ? C1C C6C 1.3883(15) . ? C1C C3A 1.4888(14) . ? C1D C6D 1.3893(15) . ? C1D C4A 1.4919(14) . ? C3A C4A 1.4119(14) . ? C3B C4B 1.3836(16) . ? C3C C4C 1.3825(18) . ? C3D C4D 1.3849(17) . ? C4A C5A 1.3804(15) . ? C4B C5B 1.3821(18) . ? C4C C5C 1.3796(19) . ? C4D C5D 1.3798(17) . ? C5A C6A 1.3960(14) . ? C5B C6B 1.3843(16) . ? C5C C6C 1.3789(16) . ? C5D C6D 1.3837(16) . ? 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 C6A N1A N2A 119.20(9) . . ? N1A N2A C3A 120.87(9) . . ? C3B N2B C1B 117.32(9) . . ? C1C N2C C3C 116.59(9) . . ? C3D N2D C1D 117.86(9) . . ? N2B C1B C6B 122.89(10) . . ? N2B C1B C6A 115.66(9) . . ? C6B C1B C6A 121.45(10) . . ? N2C C1C C6C 123.29(10) . . ? N2C C1C C3A 116.12(9) . . ? C6C C1C C3A 120.57(9) . . ? N2D C1D C6D 122.38(9) . . ? N2D C1D C4A 115.26(9) . . ? C6D C1D C4A 122.12(9) . . ? N2A C3A C4A 122.43(9) . . ? N2A C3A C1C 113.22(9) . . ? C4A C3A C1C 124.32(9) . . ? N2B C3B C4B 123.55(11) . . ? N2C C3C C4C 123.82(11) . . ? N2D C3D C4D 123.41(10) . . ? C5A C4A C3A 115.65(9) . . ? C5A C4A C1D 119.06(9) . . ? C3A C4A C1D 125.17(9) . . ? C5B C4B C3B 118.69(10) . . ? C5C C4C C3C 118.73(11) . . ? C5D C4D C3D 118.21(10) . . ? C4A C5A C6A 119.28(10) . . ? C4B C5B C6B 118.79(10) . . ? C6C C5C C4C 118.53(11) . . ? C4D C5D C6D 119.33(11) . . ? N1A C6A C5A 122.21(10) . . ? N1A C6A C1B 116.24(9) . . ? C5A C6A C1B 121.54(9) . . ? C5B C6B C1B 118.74(10) . . ? C5C C6C C1C 119.03(11) . . ? C5D C6D C1D 118.78(10) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.221 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.050 # Attachment '- GCC.CIF' data_gcc _database_code_depnum_ccdc_archive 'CCDC 812338' #TrackingRef '- GCC.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C41 H34 F12 N10 O P2 Ru' _chemical_formula_sum 'C41 H34 F12 N10 O P2 Ru' _chemical_formula_weight 1073.79 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.9856(10) _cell_length_b 20.2230(18) _cell_length_c 20.3436(18) _cell_angle_alpha 90.00 _cell_angle_beta 104.637(2) _cell_angle_gamma 90.00 _cell_volume 4372.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4268 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 46.34 _exptl_crystal_description Plate _exptl_crystal_colour Red _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 0.530 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9106 _exptl_absorpt_correction_T_max 0.9588 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35469 _diffrn_reflns_av_R_equivalents 0.0447 _diffrn_reflns_av_sigmaI/netI 0.0370 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.50 _reflns_number_total 8141 _reflns_number_gt 6503 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0683P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8141 _refine_ls_number_parameters 604 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0548 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1119 _refine_ls_wR_factor_gt 0.1009 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _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 0.62468(2) 0.063822(11) 0.217959(12) 0.02281(9) Uani 1 1 d . . . N1A N 0.4910(2) 0.10981(11) 0.25282(12) 0.0237(5) Uani 1 1 d . . . N2A N 0.3828(2) 0.12894(12) 0.21084(12) 0.0254(5) Uani 1 1 d . . . N2B N 0.7142(2) 0.07504(12) 0.31955(13) 0.0251(5) Uani 1 1 d . . . N2C N 0.1338(2) 0.24025(13) 0.19145(14) 0.0306(6) Uani 1 1 d . . . N2E N 0.6674(2) 0.15547(12) 0.18665(12) 0.0257(5) Uani 1 1 d . . . N2F N 0.5172(2) 0.06475(12) 0.11925(12) 0.0259(5) Uani 1 1 d . . . N2G N 0.5863(2) -0.03122(12) 0.24154(12) 0.0258(5) Uani 1 1 d . . . N2H N 0.7655(2) 0.01153(12) 0.18990(12) 0.0266(5) Uani 1 1 d . . . N3D N 0.1648(3) 0.28113(15) 0.41246(15) 0.0402(7) Uani 1 1 d . . . N5D N 0.0109(3) 0.20535(15) 0.35081(15) 0.0392(7) Uani 1 1 d . . . C1B C 0.6446(3) 0.10414(14) 0.35805(15) 0.0254(6) Uani 1 1 d . . . C1C C 0.1854(3) 0.18241(15) 0.18118(15) 0.0280(7) Uani 1 1 d . . . C1D C 0.2195(3) 0.20369(15) 0.33548(15) 0.0275(7) Uani 1 1 d . . . C1E C 0.6014(3) 0.17367(15) 0.12345(16) 0.0290(7) Uani 1 1 d . . . C1F C 0.5133(3) 0.12393(15) 0.08679(15) 0.0297(7) Uani 1 1 d . . . C1G C 0.6752(3) -0.07727(15) 0.23793(15) 0.0289(7) Uani 1 1 d . . . C1H C 0.7747(3) -0.05305(16) 0.20787(15) 0.0295(7) Uani 1 1 d . . . C2D C 0.2488(3) 0.25451(16) 0.38244(16) 0.0335(7) Uani 1 1 d . . . H2D H 0.3323 0.2713 0.3939 0.040 Uiso 1 1 calc R . . C3A C 0.2975(3) 0.16093(14) 0.23517(15) 0.0251(6) Uani 1 1 d . . . C3B C 0.8303(3) 0.05506(16) 0.35084(16) 0.0315(7) Uani 1 1 d . . . H3B H 0.8799 0.0345 0.3245 0.038 Uiso 1 1 calc R . . C3C C 0.0361(3) 0.26154(18) 0.14230(18) 0.0397(8) Uani 1 1 d . . . H3C H -0.0011 0.3027 0.1486 0.048 Uiso 1 1 calc R . . C3E C 0.7491(3) 0.19911(16) 0.22447(17) 0.0316(7) Uani 1 1 d . . . H3E H 0.7945 0.1867 0.2690 0.038 Uiso 1 1 calc R . . C3F C 0.4404(3) 0.01616(16) 0.08880(17) 0.0346(7) Uani 1 1 d . . . H3F H 0.4442 -0.0254 0.1111 0.041 Uiso 1 1 calc R . . C3G C 0.4874(3) -0.05040(16) 0.26433(17) 0.0330(7) Uani 1 1 d . . . H3G H 0.4247 -0.0187 0.2664 0.040 Uiso 1 1 calc R . . C3H C 0.8467(3) 0.03616(18) 0.15656(17) 0.0357(7) Uani 1 1 d . . . H3H H 0.8397 0.0813 0.1433 0.043 Uiso 1 1 calc R . . C4A C 0.3152(3) 0.17425(14) 0.30540(15) 0.0262(6) Uani 1 1 d . . . C4B C 0.8816(3) 0.06297(17) 0.41991(17) 0.0354(8) Uani 1 1 d . . . H4B H 0.9644 0.0479 0.4403 0.042 Uiso 1 1 calc R . . C4C C -0.0134(3) 0.2272(2) 0.08330(19) 0.0491(10) Uani 1 1 d . . . H4C H -0.0841 0.2437 0.0502 0.059 Uiso 1 1 calc R . . C4D C 0.0511(3) 0.25486(19) 0.39455(18) 0.0421(9) Uani 1 1 d . . . H4D H -0.0095 0.2734 0.4153 0.051 Uiso 1 1 calc R . . C4E C 0.7689(3) 0.26060(17) 0.20087(18) 0.0379(8) Uani 1 1 d . . . H4E H 0.8264 0.2904 0.2287 0.046 Uiso 1 1 calc R . . C4F C 0.3558(3) 0.02408(19) 0.02622(17) 0.0420(9) Uani 1 1 d . . . H4F H 0.3025 -0.0113 0.0059 0.050 Uiso 1 1 calc R . . C4G C 0.4732(4) -0.11378(17) 0.28471(18) 0.0418(8) Uani 1 1 d . . . H4G H 0.4014 -0.1256 0.3002 0.050 Uiso 1 1 calc R . . C4H C 0.9405(3) -0.0022(2) 0.14092(19) 0.0440(9) Uani 1 1 d . . . H4H H 0.9952 0.0162 0.1163 0.053 Uiso 1 1 calc R . . C5A C 0.4307(3) 0.15689(15) 0.34695(15) 0.0275(6) Uani 1 1 d . . . H5A H 0.4500 0.1668 0.3941 0.033 Uiso 1 1 calc R . . C5B C 0.8118(3) 0.09270(17) 0.45858(17) 0.0353(8) Uani 1 1 d . . . H5B H 0.8457 0.0988 0.5060 0.042 Uiso 1 1 calc R . . C5C C 0.0426(4) 0.1678(2) 0.07332(19) 0.0527(10) Uani 1 1 d . . . H5C H 0.0113 0.1431 0.0328 0.063 Uiso 1 1 calc R . . C5E C 0.7041(3) 0.27873(17) 0.13611(18) 0.0392(8) Uani 1 1 d . . . H5E H 0.7178 0.3208 0.1185 0.047 Uiso 1 1 calc R . . C5F C 0.3505(4) 0.0842(2) -0.00597(19) 0.0473(9) Uani 1 1 d . . . H5F H 0.2930 0.0910 -0.0489 0.057 Uiso 1 1 calc R . . C5G C 0.5641(4) -0.16041(18) 0.28260(19) 0.0446(9) Uani 1 1 d . . . H5G H 0.5567 -0.2044 0.2974 0.053 Uiso 1 1 calc R . . C5H C 0.9529(3) -0.06736(19) 0.16161(19) 0.0449(9) Uani 1 1 d . . . H5H H 1.0180 -0.0941 0.1527 0.054 Uiso 1 1 calc R . . C6A C 0.5180(3) 0.12500(14) 0.31979(15) 0.0245(6) Uani 1 1 d . . . C6B C 0.6907(3) 0.11383(16) 0.42737(16) 0.0314(7) Uani 1 1 d . . . H6B H 0.6403 0.1346 0.4531 0.038 Uiso 1 1 calc R . . C6C C 0.1436(3) 0.14505(19) 0.12260(17) 0.0411(8) Uani 1 1 d . . . H6C H 0.1839 0.1047 0.1167 0.049 Uiso 1 1 calc R . . C6D C 0.0969(3) 0.18016(17) 0.32211(17) 0.0340(7) Uani 1 1 d . . . H6D H 0.0733 0.1445 0.2911 0.041 Uiso 1 1 calc R . . C6E C 0.6197(3) 0.23535(16) 0.09737(17) 0.0355(8) Uani 1 1 d . . . H6E H 0.5738 0.2474 0.0529 0.043 Uiso 1 1 calc R . . C6F C 0.4292(3) 0.13441(19) 0.02462(17) 0.0420(9) Uani 1 1 d . . . H6F H 0.4256 0.1763 0.0030 0.050 Uiso 1 1 calc R . . C6G C 0.6651(3) -0.14204(16) 0.25875(17) 0.0376(8) Uani 1 1 d . . . H6G H 0.7282 -0.1735 0.2565 0.045 Uiso 1 1 calc R . . C6H C 0.8698(3) -0.09299(18) 0.19530(17) 0.0376(8) Uani 1 1 d . . . H6H H 0.8771 -0.1377 0.2100 0.045 Uiso 1 1 calc R . . O90 O 0.4192(3) 0.33375(16) 0.00776(15) 0.0642(8) Uani 1 1 d . . . C90 C 0.3552(4) 0.3734(2) 0.02783(17) 0.0442(9) Uani 1 1 d . . . C91 C 0.2291(4) 0.3539(3) 0.0381(2) 0.0716(14) Uani 1 1 d . . . H91A H 0.2133 0.3071 0.0266 0.107 Uiso 1 1 calc R . . H91B H 0.1632 0.3809 0.0087 0.107 Uiso 1 1 calc R . . H91C H 0.2286 0.3610 0.0857 0.107 Uiso 1 1 calc R . . C92 C 0.3958(5) 0.4426(2) 0.0430(3) 0.0712(14) Uani 1 1 d . . . H92A H 0.4791 0.4489 0.0347 0.107 Uiso 1 1 calc R . . H92B H 0.3998 0.4523 0.0907 0.107 Uiso 1 1 calc R . . H92C H 0.3353 0.4724 0.0136 0.107 Uiso 1 1 calc R . . P2 P 0.67698(9) 0.31646(5) 0.40859(5) 0.0437(2) Uani 1 1 d . . . F1B F 0.7608(5) 0.3648(2) 0.3803(2) 0.1491(19) Uani 1 1 d . . . F2B F 0.7033(2) 0.35745(13) 0.47780(12) 0.0660(7) Uani 1 1 d . . . F3B F 0.5573(3) 0.36106(14) 0.37913(14) 0.0913(10) Uani 1 1 d . . . F4B F 0.5876(2) 0.26763(13) 0.43663(13) 0.0656(7) Uani 1 1 d . . . F5B F 0.6480(3) 0.27486(13) 0.33987(12) 0.0716(8) Uani 1 1 d . . . F6B F 0.7893(3) 0.26807(18) 0.43885(17) 0.0978(11) Uani 1 1 d . . . P1 P 0.17519(8) 0.97937(4) 0.34742(5) 0.0348(2) Uani 1 1 d . . . F1A F 0.1639(2) 1.03242(12) 0.40358(11) 0.0551(6) Uani 1 1 d . . . F2A F 0.2746(2) 0.93842(11) 0.40330(12) 0.0551(6) Uani 1 1 d . . . F3A F 0.0638(2) 0.93749(12) 0.36418(14) 0.0654(7) Uani 1 1 d . . . F4A F 0.1865(2) 0.92619(11) 0.29169(12) 0.0595(7) Uani 1 1 d . . . F5A F 0.0738(2) 1.01994(11) 0.29215(11) 0.0567(6) Uani 1 1 d . . . F6A F 0.2859(2) 1.02092(12) 0.33075(15) 0.0690(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.02472(14) 0.02187(14) 0.02183(14) 0.00034(9) 0.00588(9) 0.00203(9) N1A 0.0258(12) 0.0188(12) 0.0259(13) 0.0010(10) 0.0053(10) 0.0009(10) N2A 0.0259(12) 0.0239(13) 0.0250(13) 0.0010(10) 0.0033(10) 0.0011(10) N2B 0.0263(12) 0.0241(13) 0.0251(13) 0.0008(10) 0.0070(10) -0.0006(10) N2C 0.0245(13) 0.0311(14) 0.0350(15) 0.0026(12) 0.0053(11) 0.0006(11) N2E 0.0290(13) 0.0248(13) 0.0260(13) 0.0005(10) 0.0119(11) 0.0028(10) N2F 0.0282(13) 0.0272(13) 0.0225(13) -0.0027(10) 0.0066(10) 0.0019(11) N2G 0.0297(13) 0.0231(13) 0.0240(13) 0.0002(10) 0.0055(10) 0.0028(10) N2H 0.0255(12) 0.0301(14) 0.0235(13) -0.0034(11) 0.0051(10) 0.0034(10) N3D 0.0408(16) 0.0408(17) 0.0389(17) -0.0077(13) 0.0100(13) 0.0079(13) N5D 0.0312(15) 0.0479(18) 0.0403(17) -0.0024(14) 0.0122(13) 0.0034(13) C1B 0.0279(15) 0.0219(15) 0.0253(15) 0.0002(12) 0.0047(12) 0.0012(12) C1C 0.0229(14) 0.0318(17) 0.0293(16) 0.0005(13) 0.0068(12) -0.0019(12) C1D 0.0307(16) 0.0264(16) 0.0255(15) 0.0030(12) 0.0072(13) 0.0046(12) C1E 0.0323(16) 0.0284(16) 0.0296(16) 0.0038(13) 0.0138(13) 0.0064(13) C1F 0.0365(17) 0.0291(16) 0.0253(16) 0.0035(13) 0.0111(13) 0.0042(13) C1G 0.0334(16) 0.0281(17) 0.0222(15) -0.0009(12) 0.0014(13) 0.0053(13) C1H 0.0311(16) 0.0339(18) 0.0212(15) -0.0043(13) 0.0024(12) 0.0033(13) C2D 0.0306(16) 0.0345(18) 0.0335(18) -0.0024(14) 0.0044(14) 0.0051(14) C3A 0.0266(15) 0.0193(14) 0.0285(16) -0.0005(12) 0.0055(12) -0.0021(12) C3B 0.0295(16) 0.0340(18) 0.0307(17) -0.0011(14) 0.0072(13) 0.0037(13) C3C 0.0310(17) 0.043(2) 0.044(2) 0.0133(16) 0.0084(15) 0.0068(15) C3E 0.0308(16) 0.0316(17) 0.0325(17) -0.0018(14) 0.0082(14) -0.0005(13) C3F 0.0404(18) 0.0286(17) 0.0327(18) -0.0028(14) 0.0055(14) -0.0027(14) C3G 0.0376(18) 0.0277(17) 0.0355(18) -0.0004(13) 0.0124(14) -0.0015(13) C3H 0.0360(18) 0.0401(19) 0.0330(18) -0.0025(15) 0.0125(14) 0.0011(15) C4A 0.0274(15) 0.0208(15) 0.0294(16) -0.0008(12) 0.0052(12) -0.0005(12) C4B 0.0291(16) 0.0403(19) 0.0331(18) 0.0045(14) 0.0010(13) 0.0035(14) C4C 0.0316(18) 0.071(3) 0.039(2) 0.0100(19) -0.0018(16) 0.0076(18) C4D 0.042(2) 0.049(2) 0.039(2) 0.0008(17) 0.0175(16) 0.0166(17) C4E 0.0417(19) 0.0309(18) 0.045(2) -0.0072(15) 0.0175(16) -0.0078(15) C4F 0.048(2) 0.046(2) 0.0295(18) -0.0068(16) 0.0044(15) -0.0062(17) C4G 0.052(2) 0.0328(19) 0.044(2) 0.0034(16) 0.0170(17) -0.0055(16) C4H 0.0363(19) 0.057(2) 0.044(2) -0.0131(18) 0.0190(16) -0.0034(17) C5A 0.0302(15) 0.0287(16) 0.0227(15) -0.0017(12) 0.0047(12) 0.0002(13) C5B 0.0348(17) 0.0384(19) 0.0285(17) -0.0012(14) 0.0001(14) 0.0015(14) C5C 0.045(2) 0.069(3) 0.036(2) -0.0091(19) -0.0048(17) 0.002(2) C5E 0.053(2) 0.0244(17) 0.047(2) 0.0027(15) 0.0247(17) 0.0003(15) C5F 0.049(2) 0.057(2) 0.0288(19) 0.0051(17) -0.0026(16) 0.0018(18) C5G 0.061(2) 0.0278(18) 0.045(2) 0.0047(15) 0.0155(18) -0.0014(17) C5H 0.0368(19) 0.052(2) 0.045(2) -0.0179(18) 0.0106(16) 0.0078(17) C6A 0.0291(15) 0.0194(14) 0.0248(15) 0.0004(12) 0.0066(12) 0.0008(12) C6B 0.0318(16) 0.0345(18) 0.0272(16) -0.0017(13) 0.0062(13) 0.0047(13) C6C 0.0377(19) 0.044(2) 0.0374(19) -0.0090(16) 0.0022(15) 0.0030(15) C6D 0.0348(17) 0.0332(18) 0.0337(18) -0.0020(14) 0.0083(14) -0.0008(14) C6E 0.0452(19) 0.0292(18) 0.0351(18) 0.0079(14) 0.0154(15) 0.0068(14) C6F 0.049(2) 0.041(2) 0.0336(19) 0.0109(15) 0.0050(16) -0.0003(16) C6G 0.049(2) 0.0269(18) 0.0351(19) 0.0005(14) 0.0068(16) 0.0089(15) C6H 0.0327(17) 0.0401(19) 0.0369(19) -0.0071(15) 0.0031(15) 0.0087(15) O90 0.070(2) 0.073(2) 0.0482(17) 0.0018(15) 0.0130(15) 0.0271(17) C90 0.049(2) 0.053(2) 0.0284(18) 0.0063(16) 0.0066(16) 0.0101(18) C91 0.064(3) 0.091(4) 0.059(3) -0.003(3) 0.015(2) -0.011(3) C92 0.070(3) 0.054(3) 0.074(3) 0.011(2) -0.011(2) 0.002(2) P2 0.0442(5) 0.0470(6) 0.0410(5) 0.0071(4) 0.0127(4) 0.0054(4) F1B 0.198(4) 0.147(4) 0.137(3) -0.021(3) 0.106(3) -0.104(3) F2B 0.0758(16) 0.0636(16) 0.0514(14) -0.0070(12) 0.0027(12) -0.0168(13) F3B 0.115(2) 0.0654(18) 0.0732(19) -0.0087(15) -0.0140(17) 0.0445(17) F4B 0.0769(17) 0.0622(16) 0.0676(16) -0.0133(13) 0.0368(14) -0.0186(13) F5B 0.110(2) 0.0663(16) 0.0444(14) 0.0021(12) 0.0297(14) 0.0255(15) F6B 0.0594(17) 0.127(3) 0.093(2) -0.009(2) -0.0065(15) 0.0412(18) P1 0.0340(4) 0.0299(5) 0.0396(5) -0.0030(4) 0.0074(4) 0.0046(4) F1A 0.0479(12) 0.0615(15) 0.0524(14) -0.0223(11) 0.0059(10) 0.0170(11) F2A 0.0513(13) 0.0477(13) 0.0562(14) -0.0028(10) -0.0053(11) 0.0146(10) F3A 0.0487(13) 0.0669(17) 0.0788(18) 0.0078(13) 0.0130(12) -0.0146(12) F4A 0.0657(15) 0.0504(14) 0.0550(14) -0.0191(11) 0.0015(12) 0.0204(11) F5A 0.0663(15) 0.0501(14) 0.0476(13) 0.0007(10) 0.0030(11) 0.0228(11) F6A 0.0635(15) 0.0565(16) 0.100(2) -0.0027(14) 0.0450(15) -0.0094(12) _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 N1A 2.013(2) . ? Ru1 N2G 2.050(3) . ? Ru1 N2E 2.052(2) . ? Ru1 N2F 2.056(2) . ? Ru1 N2B 2.065(2) . ? Ru1 N2H 2.070(2) . ? N1A N2A 1.334(3) . ? N1A C6A 1.354(4) . ? N2A C3A 1.333(4) . ? N2B C3B 1.336(4) . ? N2B C1B 1.359(4) . ? N2C C1C 1.339(4) . ? N2C C3C 1.340(4) . ? N2E C3E 1.352(4) . ? N2E C1E 1.358(4) . ? N2F C3F 1.341(4) . ? N2F C1F 1.362(4) . ? N2G C3G 1.342(4) . ? N2G C1G 1.364(4) . ? N2H C3H 1.345(4) . ? N2H C1H 1.353(4) . ? N3D C4D 1.322(5) . ? N3D C2D 1.341(4) . ? N5D C6D 1.331(4) . ? N5D C4D 1.338(5) . ? C1B C6B 1.387(4) . ? C1B C6A 1.473(4) . ? C1C C6C 1.388(5) . ? C1C C3A 1.492(4) . ? C1D C2D 1.385(4) . ? C1D C6D 1.389(4) . ? C1D C4A 1.470(4) . ? C1E C6E 1.390(4) . ? C1E C1F 1.463(4) . ? C1F C6F 1.381(4) . ? C1G C6G 1.390(5) . ? C1G C1H 1.465(5) . ? C1H C6H 1.394(5) . ? C3A C4A 1.418(4) . ? C3B C4B 1.385(5) . ? C3C C4C 1.374(5) . ? C3E C4E 1.370(5) . ? C3F C4F 1.383(5) . ? C3G C4G 1.368(5) . ? C3H C4H 1.389(5) . ? C4A C5A 1.380(4) . ? C4B C5B 1.368(5) . ? C4C C5C 1.388(6) . ? C4E C5E 1.379(5) . ? C4F C5F 1.374(5) . ? C4G C5G 1.383(5) . ? C4H C5H 1.380(5) . ? C5A C6A 1.382(4) . ? C5B C6B 1.389(4) . ? C5C C6C 1.373(5) . ? C5E C6E 1.372(5) . ? C5F C6F 1.377(5) . ? C5G C6G 1.370(5) . ? C5H C6H 1.374(5) . ? O90 C90 1.204(5) . ? C90 C92 1.476(6) . ? C90 C91 1.505(6) . ? P2 F1B 1.549(3) . ? P2 F6B 1.573(3) . ? P2 F3B 1.583(3) . ? P2 F5B 1.593(3) . ? P2 F2B 1.596(3) . ? P2 F4B 1.597(3) . ? P1 F6A 1.584(2) . ? P1 F4A 1.590(2) . ? P1 F3A 1.594(3) . ? P1 F1A 1.595(2) . ? P1 F2A 1.595(2) . ? P1 F5A 1.595(2) . ? 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 N1A Ru1 N2G 98.01(10) . . ? N1A Ru1 N2E 86.37(9) . . ? N2G Ru1 N2E 174.73(10) . . ? N1A Ru1 N2F 92.86(10) . . ? N2G Ru1 N2F 97.81(10) . . ? N2E Ru1 N2F 78.96(10) . . ? N1A Ru1 N2B 78.58(10) . . ? N2G Ru1 N2B 86.73(9) . . ? N2E Ru1 N2B 97.06(10) . . ? N2F Ru1 N2B 170.84(10) . . ? N1A Ru1 N2H 174.92(10) . . ? N2G Ru1 N2H 78.33(10) . . ? N2E Ru1 N2H 97.48(10) . . ? N2F Ru1 N2H 91.15(10) . . ? N2B Ru1 N2H 97.58(9) . . ? N2A N1A C6A 120.8(2) . . ? N2A N1A Ru1 121.34(19) . . ? C6A N1A Ru1 117.72(19) . . ? C3A N2A N1A 120.0(2) . . ? C3B N2B C1B 117.7(3) . . ? C3B N2B Ru1 126.8(2) . . ? C1B N2B Ru1 115.43(19) . . ? C1C N2C C3C 117.1(3) . . ? C3E N2E C1E 118.8(3) . . ? C3E N2E Ru1 125.7(2) . . ? C1E N2E Ru1 115.4(2) . . ? C3F N2F C1F 118.7(3) . . ? C3F N2F Ru1 125.7(2) . . ? C1F N2F Ru1 114.9(2) . . ? C3G N2G C1G 118.3(3) . . ? C3G N2G Ru1 125.7(2) . . ? C1G N2G Ru1 115.8(2) . . ? C3H N2H C1H 118.7(3) . . ? C3H N2H Ru1 125.9(2) . . ? C1H N2H Ru1 115.4(2) . . ? C4D N3D C2D 115.1(3) . . ? C6D N5D C4D 115.2(3) . . ? N2B C1B C6B 122.2(3) . . ? N2B C1B C6A 114.4(3) . . ? C6B C1B C6A 123.4(3) . . ? N2C C1C C6C 123.3(3) . . ? N2C C1C C3A 116.3(3) . . ? C6C C1C C3A 120.4(3) . . ? C2D C1D C6D 115.8(3) . . ? C2D C1D C4A 121.4(3) . . ? C6D C1D C4A 122.7(3) . . ? N2E C1E C6E 120.7(3) . . ? N2E C1E C1F 115.0(3) . . ? C6E C1E C1F 124.3(3) . . ? N2F C1F C6F 120.7(3) . . ? N2F C1F C1E 114.9(3) . . ? C6F C1F C1E 124.4(3) . . ? N2G C1G C6G 120.9(3) . . ? N2G C1G C1H 114.4(3) . . ? C6G C1G C1H 124.6(3) . . ? N2H C1H C6H 121.2(3) . . ? N2H C1H C1G 115.0(3) . . ? C6H C1H C1G 123.8(3) . . ? N3D C2D C1D 123.0(3) . . ? N2A C3A C4A 122.4(3) . . ? N2A C3A C1C 113.2(3) . . ? C4A C3A C1C 124.4(3) . . ? N2B C3B C4B 122.9(3) . . ? N2C C3C C4C 123.7(3) . . ? N2E C3E C4E 122.3(3) . . ? N2F C3F C4F 122.6(3) . . ? N2G C3G C4G 122.7(3) . . ? N2H C3H C4H 122.2(3) . . ? C5A C4A C3A 116.1(3) . . ? C5A C4A C1D 119.4(3) . . ? C3A C4A C1D 124.4(3) . . ? C5B C4B C3B 119.4(3) . . ? C3C C4C C5C 118.2(3) . . ? N3D C4D N5D 127.9(3) . . ? C3E C4E C5E 119.1(3) . . ? C5F C4F C3F 118.6(3) . . ? C3G C4G C5G 119.4(3) . . ? C5H C4H C3H 119.0(4) . . ? C4A C5A C6A 119.8(3) . . ? C4B C5B C6B 118.9(3) . . ? C6C C5C C4C 119.3(4) . . ? C6E C5E C4E 119.3(3) . . ? C4F C5F C6F 119.4(3) . . ? C6G C5G C4G 118.9(3) . . ? C6H C5H C4H 119.0(3) . . ? N1A C6A C5A 120.7(3) . . ? N1A C6A C1B 113.8(3) . . ? C5A C6A C1B 125.5(3) . . ? C1B C6B C5B 118.9(3) . . ? C5C C6C C1C 118.4(3) . . ? N5D C6D C1D 122.9(3) . . ? C5E C6E C1E 119.8(3) . . ? C5F C6F C1F 119.9(3) . . ? C5G C6G C1G 119.8(3) . . ? C5H C6H C1H 119.7(3) . . ? O90 C90 C92 122.1(4) . . ? O90 C90 C91 120.6(4) . . ? C92 C90 C91 117.3(4) . . ? F1B P2 F6B 93.2(3) . . ? F1B P2 F3B 90.9(3) . . ? F6B P2 F3B 175.8(2) . . ? F1B P2 F5B 90.75(19) . . ? F6B P2 F5B 88.76(16) . . ? F3B P2 F5B 90.33(15) . . ? F1B P2 F2B 90.46(18) . . ? F6B P2 F2B 91.64(16) . . ? F3B P2 F2B 89.18(15) . . ? F5B P2 F2B 178.70(16) . . ? F1B P2 F4B 178.6(2) . . ? F6B P2 F4B 88.18(18) . . ? F3B P2 F4B 87.72(17) . . ? F5B P2 F4B 88.99(15) . . ? F2B P2 F4B 89.79(14) . . ? F6A P1 F4A 90.19(15) . . ? F6A P1 F3A 179.93(17) . . ? F4A P1 F3A 89.76(15) . . ? F6A P1 F1A 89.99(14) . . ? F4A P1 F1A 179.72(15) . . ? F3A P1 F1A 90.06(15) . . ? F6A P1 F2A 90.18(14) . . ? F4A P1 F2A 89.66(12) . . ? F3A P1 F2A 89.78(14) . . ? F1A P1 F2A 90.12(13) . . ? F6A P1 F5A 90.77(15) . . ? F4A P1 F5A 90.68(12) . . ? F3A P1 F5A 89.28(14) . . ? F1A P1 F5A 89.54(12) . . ? F2A P1 F5A 178.99(15) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.960 _refine_diff_density_min -0.586 _refine_diff_density_rms 0.079 # Attachment '- GCD.CIF' data_gcd _database_code_depnum_ccdc_archive 'CCDC 812339' #TrackingRef '- GCD.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H29 N9 Ru, C3 H6 O, 2(F6 P)' _chemical_formula_sum 'C42 H35 F12 N9 O P2 Ru' _chemical_formula_weight 1072.80 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.5464(10) _cell_length_b 19.7510(18) _cell_length_c 19.7135(17) _cell_angle_alpha 90.00 _cell_angle_beta 101.996(2) _cell_angle_gamma 90.00 _cell_volume 4397.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4860 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 22.11 _exptl_crystal_description Plate _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 0.527 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9020 _exptl_absorpt_correction_T_max 0.9395 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35681 _diffrn_reflns_av_R_equivalents 0.0812 _diffrn_reflns_av_sigmaI/netI 0.0695 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.50 _reflns_number_total 8172 _reflns_number_gt 5744 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0693P)^2^+1.8456P] 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 8172 _refine_ls_number_parameters 604 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0877 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1336 _refine_ls_wR_factor_gt 0.1159 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 P1 P 0.65732(12) 0.48076(6) 0.84397(7) 0.0383(3) Uani 1 1 d . . . F1A F 0.6503(3) 0.52906(17) 0.90749(17) 0.0612(9) Uani 1 1 d . . . F2A F 0.6645(3) 0.43150(19) 0.78187(19) 0.0746(11) Uani 1 1 d . . . F3A F 0.7650(3) 0.44093(15) 0.89221(17) 0.0570(9) Uani 1 1 d . . . F4A F 0.5511(3) 0.52070(17) 0.79668(17) 0.0598(9) Uani 1 1 d . . . F5A F 0.7506(3) 0.53001(18) 0.8211(2) 0.0706(11) Uani 1 1 d . . . F6A F 0.5656(3) 0.43113(19) 0.8686(2) 0.0780(11) Uani 1 1 d . . . P2 P 0.25914(15) 0.66839(9) 0.41982(8) 0.0552(4) Uani 1 1 d . . . F1B F 0.3870(4) 0.6358(2) 0.4334(2) 0.0904(13) Uani 1 1 d . . . F2B F 0.1313(4) 0.7015(3) 0.4108(3) 0.132(2) Uani 1 1 d . . . F3B F 0.2406(4) 0.6331(2) 0.4893(2) 0.0857(13) Uani 1 1 d . . . F4B F 0.2794(5) 0.7028(3) 0.3520(2) 0.1112(18) Uani 1 1 d . . . F5B F 0.3101(3) 0.73276(18) 0.46340(18) 0.0705(10) Uani 1 1 d . . . F6B F 0.2061(5) 0.6051(3) 0.3768(2) 0.133(2) Uani 1 1 d . . . O90 O 0.9429(7) 0.8328(4) 0.5324(3) 0.161(4) Uani 1 1 d . . . C90 C 0.8800(8) 0.8743(6) 0.5458(4) 0.092(3) Uani 1 1 d . . . C91 C 0.7626(13) 0.8669(8) 0.5620(6) 0.196(7) Uani 1 1 d . . . H91A H 0.7482 0.8191 0.5708 0.294 Uiso 1 1 calc R . . H91B H 0.7023 0.8830 0.5227 0.294 Uiso 1 1 calc R . . H91C H 0.7585 0.8937 0.6033 0.294 Uiso 1 1 calc R . . C92 C 0.9093(11) 0.9426(6) 0.5331(6) 0.160(5) Uani 1 1 d . . . H92A H 0.9893 0.9442 0.5237 0.239 Uiso 1 1 calc R . . H92B H 0.9062 0.9703 0.5740 0.239 Uiso 1 1 calc R . . H92C H 0.8525 0.9601 0.4930 0.239 Uiso 1 1 calc R . . Ru1 Ru 1.11779(3) 0.564268(17) 0.718699(18) 0.02236(12) Uani 1 1 d . . . N1A N 0.9961(3) 0.61449(17) 0.75898(18) 0.0233(8) Uani 1 1 d . . . N2A N 0.8919(3) 0.63282(18) 0.71929(19) 0.0278(9) Uani 1 1 d . . . N2B N 1.2049(3) 0.57536(17) 0.82067(19) 0.0276(9) Uani 1 1 d . . . N2C N 0.6586(3) 0.7447(2) 0.7061(2) 0.0370(10) Uani 1 1 d . . . N2D N 0.7802(4) 0.7522(2) 0.9061(2) 0.0497(12) Uani 1 1 d . . . N2E N 1.1682(3) 0.65572(18) 0.68368(19) 0.0262(8) Uani 1 1 d . . . N2F N 1.0190(3) 0.56608(19) 0.61892(18) 0.0270(8) Uani 1 1 d . . . N2G N 1.0684(3) 0.46835(18) 0.74244(18) 0.0252(8) Uani 1 1 d . . . N2H N 1.2470(3) 0.50617(18) 0.68774(18) 0.0250(8) Uani 1 1 d . . . C1B C 1.1431(4) 0.6086(2) 0.8628(2) 0.0274(10) Uani 1 1 d . . . C1C C 0.7031(4) 0.6836(2) 0.6971(2) 0.0300(10) Uani 1 1 d . . . C1D C 0.7424(4) 0.7070(2) 0.8561(3) 0.0380(12) Uani 1 1 d . . . C1E C 1.1160(4) 0.6719(2) 0.6175(2) 0.0290(10) Uani 1 1 d . . . C1F C 1.0309(4) 0.6222(2) 0.5814(2) 0.0285(10) Uani 1 1 d . . . C1G C 1.1404(4) 0.4172(2) 0.7310(2) 0.0279(11) Uani 1 1 d . . . C1H C 1.2437(4) 0.4388(2) 0.7030(2) 0.0276(10) Uani 1 1 d . . . C3A C 0.8124(4) 0.6647(2) 0.7481(2) 0.0255(10) Uani 1 1 d . . . C3B C 1.3141(4) 0.5529(2) 0.8493(3) 0.0322(11) Uani 1 1 d . . . H3B H 1.3574 0.5289 0.8209 0.039 Uiso 1 1 calc R . . C3C C 0.5621(5) 0.7633(3) 0.6594(3) 0.0479(14) Uani 1 1 d . . . H3CA H 0.5303 0.8070 0.6638 0.057 Uiso 1 1 calc R . . C3D C 0.6993(5) 0.7737(3) 0.9413(3) 0.0545(16) Uani 1 1 d . . . H3D H 0.7243 0.8060 0.9770 0.065 Uiso 1 1 calc R . . C3E C 1.2440(4) 0.7003(2) 0.7210(3) 0.0326(11) Uani 1 1 d . . . H3E H 1.2797 0.6893 0.7675 0.039 Uiso 1 1 calc R . . C3F C 0.9391(4) 0.5187(2) 0.5911(2) 0.0318(11) Uani 1 1 d . . . H3F H 0.9316 0.4792 0.6173 0.038 Uiso 1 1 calc R . . C3G C 0.9712(4) 0.4526(2) 0.7660(2) 0.0330(11) Uani 1 1 d . . . H3G H 0.9210 0.4882 0.7749 0.040 Uiso 1 1 calc R . . C3H C 1.3342(4) 0.5282(2) 0.6583(2) 0.0335(11) Uani 1 1 d . . . H3H H 1.3361 0.5749 0.6467 0.040 Uiso 1 1 calc R . . C4A C 0.8322(4) 0.6793(2) 0.8196(2) 0.0273(10) Uani 1 1 d . . . C4B C 1.3654(4) 0.5632(3) 0.9177(3) 0.0373(11) Uani 1 1 d . . . H4B H 1.4431 0.5469 0.9359 0.045 Uiso 1 1 calc R . . C4C C 0.5067(5) 0.7230(4) 0.6058(3) 0.0568(17) Uani 1 1 d . . . H4C H 0.4370 0.7381 0.5749 0.068 Uiso 1 1 calc R . . C4D C 0.5867(5) 0.7532(3) 0.9303(3) 0.0553(16) Uani 1 1 d . . . H4D H 0.5349 0.7703 0.9579 0.066 Uiso 1 1 calc R . . C4E C 1.2717(5) 0.7611(2) 0.6945(3) 0.0400(13) Uani 1 1 d . . . H4E H 1.3251 0.7916 0.7222 0.048 Uiso 1 1 calc R . . C4F C 0.8681(5) 0.5254(3) 0.5262(3) 0.0404(13) Uani 1 1 d . . . H4F H 0.8109 0.4918 0.5084 0.048 Uiso 1 1 calc R . . C4G C 0.9413(5) 0.3871(3) 0.7780(3) 0.0473(14) Uani 1 1 d . . . H4G H 0.8706 0.3777 0.7937 0.057 Uiso 1 1 calc R . . C4H C 1.4221(4) 0.4863(3) 0.6438(3) 0.0415(13) Uani 1 1 d . . . H4H H 1.4815 0.5037 0.6217 0.050 Uiso 1 1 calc R . . C5A C 0.9427(4) 0.6635(2) 0.8584(2) 0.0348(11) Uani 1 1 d . . . H5A H 0.9627 0.6750 0.9062 0.042 Uiso 1 1 calc R . . C5B C 1.3042(5) 0.5969(3) 0.9596(3) 0.0401(12) Uani 1 1 d . . . H5B H 1.3387 0.6045 1.0071 0.048 Uiso 1 1 calc R . . C5C C 0.5538(5) 0.6605(3) 0.5976(3) 0.0539(16) Uani 1 1 d . . . H5C H 0.5175 0.6317 0.5607 0.065 Uiso 1 1 calc R . . C5D C 0.5471(5) 0.7076(3) 0.8790(3) 0.0508(15) Uani 1 1 d . . . H5D H 0.4669 0.6932 0.8693 0.061 Uiso 1 1 calc R . . C5E C 1.2208(5) 0.7768(2) 0.6270(3) 0.0433(14) Uani 1 1 d . . . H5E H 1.2395 0.8184 0.6074 0.052 Uiso 1 1 calc R . . C5F C 0.8820(5) 0.5823(3) 0.4873(3) 0.0464(14) Uani 1 1 d . . . H5F H 0.8362 0.5875 0.4416 0.056 Uiso 1 1 calc R . . C5G C 1.0143(5) 0.3354(3) 0.7670(3) 0.0561(16) Uani 1 1 d . . . H5G H 0.9960 0.2899 0.7762 0.067 Uiso 1 1 calc R . . C5H C 1.4219(4) 0.4187(3) 0.6619(3) 0.0392(13) Uani 1 1 d . . . H5H H 1.4828 0.3893 0.6541 0.047 Uiso 1 1 calc R . . C6A C 1.0245(4) 0.6309(2) 0.8275(2) 0.0275(10) Uani 1 1 d . . . C6B C 1.1913(4) 0.6197(3) 0.9316(2) 0.0374(12) Uani 1 1 d . . . H6B H 1.1471 0.6430 0.9599 0.045 Uiso 1 1 calc R . . C6C C 0.6551(5) 0.6401(3) 0.6439(3) 0.0451(13) Uani 1 1 d . . . H6C H 0.6905 0.5975 0.6391 0.054 Uiso 1 1 calc R . . C6D C 0.6253(5) 0.6829(3) 0.8416(3) 0.0465(14) Uani 1 1 d . . . H6D H 0.6008 0.6499 0.8064 0.056 Uiso 1 1 calc R . . C6E C 1.1433(5) 0.7327(2) 0.5882(3) 0.0398(13) Uani 1 1 d . . . H6E H 1.1081 0.7432 0.5414 0.048 Uiso 1 1 calc R . . C6F C 0.9624(5) 0.6307(3) 0.5155(3) 0.0421(13) Uani 1 1 d . . . H6F H 0.9712 0.6703 0.4897 0.051 Uiso 1 1 calc R . . C6G C 1.1151(5) 0.3506(3) 0.7423(3) 0.0482(14) Uani 1 1 d . . . H6G H 1.1662 0.3155 0.7334 0.058 Uiso 1 1 calc R . . C6H C 1.3315(4) 0.3947(2) 0.6917(2) 0.0338(11) Uani 1 1 d . . . H6H H 1.3294 0.3483 0.7042 0.041 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 P1 0.0363(8) 0.0310(7) 0.0490(9) -0.0016(6) 0.0121(7) 0.0039(6) F1A 0.056(2) 0.064(2) 0.063(2) -0.0197(18) 0.0112(18) 0.0144(17) F2A 0.075(3) 0.075(3) 0.070(2) -0.027(2) 0.004(2) 0.026(2) F3A 0.053(2) 0.0423(18) 0.070(2) 0.0000(16) -0.0006(17) 0.0152(16) F4A 0.050(2) 0.065(2) 0.060(2) -0.0046(17) 0.0034(17) 0.0211(17) F5A 0.059(2) 0.054(2) 0.109(3) 0.021(2) 0.043(2) 0.0037(17) F6A 0.066(2) 0.072(3) 0.096(3) 0.012(2) 0.017(2) -0.027(2) P2 0.0497(10) 0.0733(11) 0.0444(9) -0.0067(8) 0.0139(8) -0.0262(8) F1B 0.081(3) 0.099(3) 0.101(3) -0.020(3) 0.042(3) 0.009(2) F2B 0.049(3) 0.217(6) 0.124(4) 0.028(4) 0.002(3) -0.005(3) F3B 0.122(4) 0.080(3) 0.073(3) -0.001(2) 0.061(3) -0.013(2) F4B 0.159(4) 0.131(4) 0.049(2) 0.005(2) 0.032(3) -0.068(4) F5B 0.080(3) 0.064(2) 0.064(2) -0.0090(19) 0.008(2) -0.005(2) F6B 0.183(5) 0.123(4) 0.094(3) -0.032(3) 0.031(4) -0.102(4) O90 0.177(7) 0.174(7) 0.103(5) -0.054(5) -0.037(5) 0.107(6) C90 0.084(6) 0.125(8) 0.059(5) -0.026(5) -0.003(4) 0.045(6) C91 0.214(16) 0.281(19) 0.095(9) -0.057(10) 0.038(9) -0.065(14) C92 0.164(12) 0.112(9) 0.171(12) 0.017(8) -0.040(9) 0.034(8) Ru1 0.02370(19) 0.02027(18) 0.0242(2) 0.00102(16) 0.00742(14) 0.00148(16) N1A 0.0236(19) 0.0186(18) 0.028(2) 0.0028(15) 0.0063(16) 0.0024(15) N2A 0.030(2) 0.0235(19) 0.030(2) 0.0022(16) 0.0076(18) 0.0034(16) N2B 0.030(2) 0.025(2) 0.029(2) 0.0017(16) 0.0073(17) 0.0005(16) N2C 0.031(2) 0.036(2) 0.044(3) 0.0033(19) 0.009(2) 0.0048(18) N2D 0.051(3) 0.048(3) 0.054(3) -0.015(2) 0.021(2) -0.005(2) N2E 0.028(2) 0.0207(19) 0.034(2) -0.0010(16) 0.0162(18) 0.0033(16) N2F 0.028(2) 0.029(2) 0.026(2) -0.0002(17) 0.0093(16) 0.0042(17) N2G 0.025(2) 0.0246(19) 0.027(2) 0.0016(16) 0.0081(17) 0.0015(16) N2H 0.025(2) 0.027(2) 0.023(2) -0.0020(16) 0.0050(16) 0.0006(16) C1B 0.031(3) 0.027(2) 0.026(2) 0.0001(19) 0.010(2) -0.001(2) C1C 0.024(2) 0.034(3) 0.032(3) 0.001(2) 0.006(2) 0.001(2) C1D 0.040(3) 0.035(3) 0.040(3) 0.000(2) 0.012(2) 0.002(2) C1E 0.035(3) 0.027(2) 0.029(3) 0.0022(19) 0.015(2) 0.007(2) C1F 0.034(3) 0.029(2) 0.025(2) 0.0052(19) 0.012(2) 0.006(2) C1G 0.023(2) 0.029(2) 0.030(3) -0.0014(19) 0.005(2) 0.0013(18) C1H 0.026(2) 0.031(2) 0.027(2) 0.001(2) 0.0084(19) 0.004(2) C3A 0.027(2) 0.021(2) 0.030(3) 0.0000(18) 0.010(2) -0.0024(18) C3B 0.027(3) 0.031(3) 0.039(3) 0.000(2) 0.009(2) 0.007(2) C3C 0.036(3) 0.056(4) 0.053(4) 0.014(3) 0.011(3) 0.019(3) C3D 0.061(4) 0.051(4) 0.062(4) -0.010(3) 0.038(3) 0.000(3) C3E 0.037(3) 0.030(3) 0.033(3) -0.003(2) 0.012(2) -0.001(2) C3F 0.032(3) 0.032(3) 0.031(3) -0.003(2) 0.006(2) 0.000(2) C3G 0.030(3) 0.031(3) 0.041(3) 0.004(2) 0.012(2) 0.003(2) C3H 0.033(3) 0.033(3) 0.038(3) 0.001(2) 0.016(2) -0.003(2) C4A 0.027(3) 0.023(2) 0.034(3) 0.0030(19) 0.011(2) -0.0010(18) C4B 0.027(3) 0.046(3) 0.037(3) 0.002(2) 0.002(2) 0.007(2) C4C 0.032(3) 0.096(5) 0.038(3) 0.012(3) -0.003(3) 0.018(3) C4D 0.050(4) 0.065(4) 0.055(4) 0.000(3) 0.020(3) 0.010(3) C4E 0.046(3) 0.028(3) 0.054(4) -0.011(2) 0.027(3) -0.008(2) C4F 0.036(3) 0.046(3) 0.038(3) -0.006(2) 0.002(2) 0.000(2) C4G 0.043(3) 0.039(3) 0.067(4) 0.010(3) 0.027(3) -0.006(2) C4H 0.035(3) 0.054(3) 0.042(3) -0.007(3) 0.023(3) -0.002(2) C5A 0.039(3) 0.039(3) 0.027(3) -0.006(2) 0.009(2) 0.000(2) C5B 0.038(3) 0.050(3) 0.029(3) 0.000(2) 0.000(2) 0.004(2) C5C 0.038(3) 0.082(5) 0.038(3) -0.007(3) 0.000(3) 0.004(3) C5D 0.039(3) 0.057(4) 0.064(4) 0.006(3) 0.027(3) 0.009(3) C5E 0.061(4) 0.023(3) 0.056(4) -0.002(2) 0.035(3) 0.001(2) C5F 0.047(3) 0.058(4) 0.029(3) 0.001(2) -0.004(3) 0.007(3) C5G 0.057(4) 0.024(3) 0.096(5) 0.012(3) 0.036(4) 0.000(3) C5H 0.030(3) 0.041(3) 0.049(3) -0.010(2) 0.013(2) 0.009(2) C6A 0.031(3) 0.027(2) 0.026(3) -0.0004(19) 0.009(2) -0.0001(19) C6B 0.038(3) 0.043(3) 0.031(3) -0.004(2) 0.006(2) 0.004(2) C6C 0.041(3) 0.050(3) 0.043(3) -0.009(3) 0.008(3) 0.004(3) C6D 0.042(3) 0.046(3) 0.053(4) 0.001(3) 0.014(3) -0.001(3) C6E 0.056(3) 0.029(3) 0.040(3) 0.007(2) 0.024(3) 0.008(2) C6F 0.050(3) 0.044(3) 0.032(3) 0.009(2) 0.010(3) 0.011(3) C6G 0.045(3) 0.030(3) 0.074(4) 0.007(3) 0.023(3) 0.008(2) C6H 0.035(3) 0.029(3) 0.039(3) -0.004(2) 0.010(2) 0.001(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 P1 F2A 1.579(4) . ? P1 F5A 1.585(3) . ? P1 F4A 1.588(3) . ? P1 F1A 1.590(3) . ? P1 F6A 1.591(4) . ? P1 F3A 1.606(3) . ? P2 F4B 1.560(4) . ? P2 F6B 1.563(4) . ? P2 F5B 1.578(4) . ? P2 F1B 1.582(4) . ? P2 F2B 1.591(5) . ? P2 F3B 1.591(4) . ? O90 C90 1.162(9) . ? C90 C92 1.425(14) . ? C90 C91 1.463(14) . ? Ru1 N1A 2.013(3) . ? Ru1 N2F 2.059(4) . ? Ru1 N2E 2.060(4) . ? Ru1 N2G 2.060(4) . ? Ru1 N2B 2.064(4) . ? Ru1 N2H 2.072(4) . ? N1A N2A 1.342(5) . ? N1A C6A 1.361(5) . ? N2A C3A 1.333(5) . ? N2B C3B 1.346(6) . ? N2B C1B 1.369(5) . ? N2C C1C 1.338(6) . ? N2C C3C 1.340(6) . ? N2D C1D 1.334(6) . ? N2D C3D 1.343(7) . ? N2E C3E 1.347(6) . ? N2E C1E 1.357(6) . ? N2F C3F 1.349(6) . ? N2F C1F 1.355(5) . ? N2G C3G 1.337(6) . ? N2G C1G 1.356(5) . ? N2H C3H 1.337(6) . ? N2H C1H 1.367(6) . ? C1B C6B 1.373(6) . ? C1B C6A 1.469(6) . ? C1C C6C 1.380(7) . ? C1C C3A 1.488(6) . ? C1D C6D 1.406(7) . ? C1D C4A 1.484(6) . ? C1E C6E 1.396(6) . ? C1E C1F 1.466(6) . ? C1F C6F 1.383(7) . ? C1G C6G 1.376(7) . ? C1G C1H 1.477(6) . ? C1H C6H 1.390(6) . ? C3A C4A 1.411(6) . ? C3B C4B 1.371(7) . ? C3C C4C 1.370(8) . ? C3D C4D 1.336(8) . ? C3E C4E 1.373(7) . ? C3F C4F 1.374(7) . ? C3G C4G 1.372(7) . ? C3H C4H 1.385(7) . ? C4A C5A 1.380(6) . ? C4B C5B 1.367(7) . ? C4C C5C 1.373(8) . ? C4D C5D 1.360(8) . ? C4E C5E 1.373(7) . ? C4F C5F 1.389(7) . ? C4G C5G 1.368(7) . ? C4H C5H 1.383(7) . ? C5A C6A 1.383(6) . ? C5B C6B 1.381(7) . ? C5C C6C 1.385(7) . ? C5D C6D 1.370(7) . ? C5E C6E 1.365(7) . ? C5F C6F 1.367(7) . ? C5G C6G 1.385(7) . ? C5H C6H 1.383(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 F2A P1 F5A 90.5(2) . . ? F2A P1 F4A 90.53(19) . . ? F5A P1 F4A 90.9(2) . . ? F2A P1 F1A 178.8(2) . . ? F5A P1 F1A 90.3(2) . . ? F4A P1 F1A 90.27(18) . . ? F2A P1 F6A 90.1(2) . . ? F5A P1 F6A 178.7(2) . . ? F4A P1 F6A 90.2(2) . . ? F1A P1 F6A 89.1(2) . . ? F2A P1 F3A 89.92(19) . . ? F5A P1 F3A 88.91(19) . . ? F4A P1 F3A 179.5(2) . . ? F1A P1 F3A 89.29(18) . . ? F6A P1 F3A 90.0(2) . . ? F4B P2 F6B 89.7(3) . . ? F4B P2 F5B 90.6(2) . . ? F6B P2 F5B 178.8(3) . . ? F4B P2 F1B 91.2(3) . . ? F6B P2 F1B 90.7(3) . . ? F5B P2 F1B 90.4(2) . . ? F4B P2 F2B 91.4(3) . . ? F6B P2 F2B 91.1(3) . . ? F5B P2 F2B 87.8(3) . . ? F1B P2 F2B 176.8(3) . . ? F4B P2 F3B 179.2(3) . . ? F6B P2 F3B 90.5(3) . . ? F5B P2 F3B 89.2(2) . . ? F1B P2 F3B 88.0(2) . . ? F2B P2 F3B 89.4(3) . . ? O90 C90 C92 116.4(12) . . ? O90 C90 C91 129.1(13) . . ? C92 C90 C91 113.4(10) . . ? N1A Ru1 N2F 94.28(14) . . ? N1A Ru1 N2E 88.24(13) . . ? N2F Ru1 N2E 78.68(15) . . ? N1A Ru1 N2G 96.57(14) . . ? N2F Ru1 N2G 96.22(14) . . ? N2E Ru1 N2G 173.27(14) . . ? N1A Ru1 N2B 78.60(14) . . ? N2F Ru1 N2B 171.77(14) . . ? N2E Ru1 N2B 96.82(14) . . ? N2G Ru1 N2B 88.76(14) . . ? N1A Ru1 N2H 173.40(14) . . ? N2F Ru1 N2H 91.03(14) . . ? N2E Ru1 N2H 96.66(14) . . ? N2G Ru1 N2H 78.93(14) . . ? N2B Ru1 N2H 96.36(14) . . ? N2A N1A C6A 121.1(4) . . ? N2A N1A Ru1 121.2(3) . . ? C6A N1A Ru1 117.7(3) . . ? C3A N2A N1A 119.5(4) . . ? C3B N2B C1B 117.8(4) . . ? C3B N2B Ru1 126.7(3) . . ? C1B N2B Ru1 115.6(3) . . ? C1C N2C C3C 116.4(5) . . ? C1D N2D C3D 116.0(5) . . ? C3E N2E C1E 118.6(4) . . ? C3E N2E Ru1 126.0(3) . . ? C1E N2E Ru1 115.4(3) . . ? C3F N2F C1F 118.9(4) . . ? C3F N2F Ru1 125.0(3) . . ? C1F N2F Ru1 115.9(3) . . ? C3G N2G C1G 118.2(4) . . ? C3G N2G Ru1 125.8(3) . . ? C1G N2G Ru1 116.0(3) . . ? C3H N2H C1H 118.1(4) . . ? C3H N2H Ru1 127.0(3) . . ? C1H N2H Ru1 114.8(3) . . ? N2B C1B C6B 121.3(4) . . ? N2B C1B C6A 114.1(4) . . ? C6B C1B C6A 124.5(4) . . ? N2C C1C C6C 123.8(5) . . ? N2C C1C C3A 115.6(4) . . ? C6C C1C C3A 120.5(4) . . ? N2D C1D C6D 122.0(5) . . ? N2D C1D C4A 116.8(4) . . ? C6D C1D C4A 121.0(5) . . ? N2E C1E C6E 120.5(5) . . ? N2E C1E C1F 115.4(4) . . ? C6E C1E C1F 124.1(4) . . ? N2F C1F C6F 120.6(4) . . ? N2F C1F C1E 114.6(4) . . ? C6F C1F C1E 124.7(4) . . ? N2G C1G C6G 121.8(4) . . ? N2G C1G C1H 114.7(4) . . ? C6G C1G C1H 123.4(4) . . ? N2H C1H C6H 121.4(4) . . ? N2H C1H C1G 115.1(4) . . ? C6H C1H C1G 123.5(4) . . ? N2A C3A C4A 122.6(4) . . ? N2A C3A C1C 113.2(4) . . ? C4A C3A C1C 124.2(4) . . ? N2B C3B C4B 122.6(4) . . ? N2C C3C C4C 124.0(5) . . ? C4D C3D N2D 125.3(6) . . ? N2E C3E C4E 122.7(5) . . ? N2F C3F C4F 122.5(5) . . ? N2G C3G C4G 122.5(5) . . ? N2H C3H C4H 123.1(4) . . ? C5A C4A C3A 116.5(4) . . ? C5A C4A C1D 118.4(4) . . ? C3A C4A C1D 125.1(4) . . ? C5B C4B C3B 119.7(5) . . ? C3C C4C C5C 118.7(5) . . ? C3D C4D C5D 119.1(6) . . ? C3E C4E C5E 118.7(5) . . ? C3F C4F C5F 118.5(5) . . ? C5G C4G C3G 119.4(5) . . ? C5H C4H C3H 118.9(5) . . ? C4A C5A C6A 119.9(4) . . ? C4B C5B C6B 118.7(5) . . ? C4C C5C C6C 119.0(6) . . ? C4D C5D C6D 118.7(6) . . ? C6E C5E C4E 119.8(5) . . ? C6F C5F C4F 119.2(5) . . ? C4G C5G C6G 119.0(5) . . ? C4H C5H C6H 118.9(4) . . ? N1A C6A C5A 120.1(4) . . ? N1A C6A C1B 114.0(4) . . ? C5A C6A C1B 125.8(4) . . ? C1B C6B C5B 119.9(5) . . ? C1C C6C C5C 118.1(5) . . ? C5D C6D C1D 118.9(5) . . ? C5E C6E C1E 119.7(5) . . ? C5F C6F C1F 120.3(5) . . ? C1G C6G C5G 119.1(5) . . ? C5H C6H C1H 119.5(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.769 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.097 # Attachment '- GCE.CIF' data_gce _database_code_depnum_ccdc_archive 'CCDC 812340' #TrackingRef '- GCE.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H18 N4' _chemical_formula_sum 'C26 H18 N4' _chemical_formula_weight 386.44 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4660(10) _cell_length_b 12.1740(10) _cell_length_c 15.882(2) _cell_angle_alpha 93.6740(10) _cell_angle_beta 91.256(4) _cell_angle_gamma 101.7500(10) _cell_volume 1975.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5738 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 29.19 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9829 _exptl_absorpt_correction_T_max 0.9922 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _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 APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22087 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7371 _reflns_number_gt 5607 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART _computing_data_reduction SAINTPLUS _computing_structure_solution 'SHELXTL (Sheldrick, 1990)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL; Material studio' _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^)+(0.1055P)^2^+0.7465P] 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 7371 _refine_ls_number_parameters 541 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0534 _refine_ls_wR_factor_ref 0.1723 _refine_ls_wR_factor_gt 0.1532 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1A N -0.22079(16) 0.85647(15) 0.45245(11) 0.0267(4) Uani 1 1 d . . . N2A N -0.14875(17) 0.91471(15) 0.39588(11) 0.0270(4) Uani 1 1 d . . . N2B N -0.3587(2) 0.7565(2) 0.59444(14) 0.0518(6) Uani 1 1 d . . . N2C N 0.15713(18) 1.00897(15) 0.31107(12) 0.0319(4) Uani 1 1 d . . . C1B C -0.26693(19) 0.71362(19) 0.54787(13) 0.0274(5) Uani 1 1 d . . . C1C C 0.0303(2) 0.95865(17) 0.30879(13) 0.0257(5) Uani 1 1 d . . . C1D C 0.02024(19) 0.72111(17) 0.56349(13) 0.0251(4) Uani 1 1 d . . . C1E C 0.17952(19) 0.83593(16) 0.43050(13) 0.0236(4) Uani 1 1 d . . . C2D C 0.0042(2) 0.74850(18) 0.64851(13) 0.0279(5) Uani 1 1 d . . . H2D H -0.0432 0.8050 0.6641 0.033 Uiso 1 1 calc R . . C2E C 0.2671(2) 0.88128(17) 0.49724(14) 0.0275(5) Uani 1 1 d . . . H2E H 0.2380 0.9185 0.5453 0.033 Uiso 1 1 calc R . . C3A C -0.02545(19) 0.90335(17) 0.38427(13) 0.0240(4) Uani 1 1 d . . . C3B C -0.4533(2) 0.6798(2) 0.63219(16) 0.0456(7) Uani 1 1 d . . . H3B H -0.5184 0.7050 0.6646 0.055 Uiso 1 1 calc R . . C3C C 0.2023(2) 1.0551(2) 0.24060(16) 0.0385(6) Uani 1 1 d . . . H3C H 0.2920 1.0908 0.2408 0.046 Uiso 1 1 calc R . . C3D C 0.0567(2) 0.69410(19) 0.71051(14) 0.0335(5) Uani 1 1 d . . . H3D H 0.0458 0.7134 0.7684 0.040 Uiso 1 1 calc R . . C3E C 0.3960(2) 0.87201(19) 0.49344(15) 0.0319(5) Uani 1 1 d . . . H3E H 0.4556 0.9037 0.5387 0.038 Uiso 1 1 calc R . . C4A C 0.0393(2) 0.84166(17) 0.43778(13) 0.0236(4) Uani 1 1 d . . . C4B C -0.4518(3) 0.5676(3) 0.62212(17) 0.0498(7) Uani 1 1 d . . . H4B H -0.5151 0.5142 0.6481 0.060 Uiso 1 1 calc R . . C4C C 0.1282(3) 1.0547(2) 0.16782(17) 0.0454(6) Uani 1 1 d . . . H4C H 0.1661 1.0884 0.1195 0.054 Uiso 1 1 calc R . . C4D C 0.1254(2) 0.6113(2) 0.68768(15) 0.0361(5) Uani 1 1 d . . . H4D H 0.1618 0.5739 0.7300 0.043 Uiso 1 1 calc R . . C4E C 0.4390(2) 0.81690(19) 0.42410(15) 0.0334(5) Uani 1 1 d . . . H4E H 0.5278 0.8103 0.4220 0.040 Uiso 1 1 calc R . . C5A C -0.0355(2) 0.78386(17) 0.49906(13) 0.0242(4) Uani 1 1 d . . . C5B C -0.3580(3) 0.5329(2) 0.57428(17) 0.0475(7) Uani 1 1 d . . . H5B H -0.3587 0.4547 0.5672 0.057 Uiso 1 1 calc R . . C5C C -0.0019(3) 1.0044(2) 0.16695(16) 0.0439(6) Uani 1 1 d . . . H5C H -0.0564 1.0035 0.1182 0.053 Uiso 1 1 calc R . . C5D C 0.1408(2) 0.58325(19) 0.60361(16) 0.0363(5) Uani 1 1 d . . . H5D H 0.1877 0.5264 0.5882 0.044 Uiso 1 1 calc R . . C5E C 0.3529(2) 0.77158(19) 0.35811(14) 0.0321(5) Uani 1 1 d . . . H5E H 0.3822 0.7336 0.3105 0.038 Uiso 1 1 calc R . . C6A C -0.1685(2) 0.78916(17) 0.49971(13) 0.0251(4) Uani 1 1 d . . . C6B C -0.26571(19) 0.60423(17) 0.53716(13) 0.0251(4) Uani 1 1 d . . . H6B H -0.2017 0.5781 0.5044 0.030 Uiso 1 1 calc R . . C6C C -0.0516(2) 0.95532(19) 0.23840(14) 0.0324(5) Uani 1 1 d . . . H6C H -0.1411 0.9195 0.2394 0.039 Uiso 1 1 calc R . . C6D C 0.0883(2) 0.63754(18) 0.54130(14) 0.0302(5) Uani 1 1 d . . . H6D H 0.0989 0.6175 0.4835 0.036 Uiso 1 1 calc R . . C6E C 0.2236(2) 0.78160(18) 0.36130(14) 0.0286(5) Uani 1 1 d . . . H6E H 0.1646 0.7508 0.3155 0.034 Uiso 1 1 calc R . . N1F N 0.63418(18) 0.85550(17) -0.03426(12) 0.0349(5) Uani 1 1 d . . . N2F N 0.68600(18) 0.81147(17) 0.02973(12) 0.0352(5) Uani 1 1 d . . . N2G N 0.3817(2) 0.8261(2) -0.18644(14) 0.0518(6) Uani 1 1 d . . . N2H N 0.62189(18) 0.70318(15) 0.22233(11) 0.0304(4) Uani 1 1 d . . . C1G C 0.4638(2) 0.88737(19) -0.12326(13) 0.0286(5) Uani 1 1 d . . . C1H C 0.6813(2) 0.70424(18) 0.14861(14) 0.0283(5) Uani 1 1 d . . . C1I C 0.2756(2) 0.73069(19) -0.02170(13) 0.0283(5) Uani 1 1 d . . . C1J C 0.3980(2) 0.60923(18) 0.10639(13) 0.0262(5) Uani 1 1 d . . . C2I C 0.2083(2) 0.8161(2) -0.00312(15) 0.0367(5) Uani 1 1 d . . . H2I H 0.2541 0.8882 0.0187 0.044 Uiso 1 1 calc R . . C2J C 0.2885(2) 0.62243(19) 0.15090(13) 0.0294(5) Uani 1 1 d . . . H2J H 0.2583 0.6908 0.1501 0.035 Uiso 1 1 calc R . . C3F C 0.6096(2) 0.73768(19) 0.07524(14) 0.0292(5) Uani 1 1 d . . . C3G C 0.3530(3) 0.8829(3) -0.25463(16) 0.0482(7) Uani 1 1 d . . . H3G H 0.2971 0.8435 -0.2994 0.058 Uiso 1 1 calc R . . C3H C 0.6875(2) 0.67974(18) 0.28966(15) 0.0344(5) Uani 1 1 d . . . H3H H 0.6468 0.6788 0.3426 0.041 Uiso 1 1 calc R . . C3I C 0.0737(2) 0.7954(2) -0.01663(16) 0.0436(6) Uani 1 1 d . . . H3I H 0.0273 0.8533 -0.0032 0.052 Uiso 1 1 calc R . . C3J C 0.2232(2) 0.5357(2) 0.19651(15) 0.0354(5) Uani 1 1 d . . . H3J H 0.1497 0.5460 0.2278 0.042 Uiso 1 1 calc R . . C4F C 0.4749(2) 0.70099(18) 0.05881(13) 0.0264(5) Uani 1 1 d . . . C4G C 0.4046(3) 0.9961(2) -0.25845(17) 0.0457(7) Uani 1 1 d . . . H4G H 0.3842 1.0357 -0.3049 0.055 Uiso 1 1 calc R . . C4H C 0.8115(3) 0.65682(19) 0.28664(16) 0.0384(6) Uani 1 1 d . . . H4H H 0.8548 0.6410 0.3363 0.046 Uiso 1 1 calc R . . C4I C 0.0069(2) 0.6911(3) -0.04956(15) 0.0451(7) Uani 1 1 d . . . H4I H -0.0850 0.6779 -0.0595 0.054 Uiso 1 1 calc R . . C4J C 0.2640(2) 0.4351(2) 0.19676(15) 0.0378(6) Uani 1 1 d . . . H4J H 0.2185 0.3761 0.2278 0.045 Uiso 1 1 calc R . . C5F C 0.4197(2) 0.75301(18) -0.00449(13) 0.0264(5) Uani 1 1 d . . . C5G C 0.4855(3) 1.0493(2) -0.19365(16) 0.0432(6) Uani 1 1 d . . . H5G H 0.5221 1.1270 -0.1963 0.052 Uiso 1 1 calc R . . C5H C 0.8708(2) 0.6574(2) 0.21025(17) 0.0416(6) Uani 1 1 d . . . H5H H 0.9554 0.6410 0.2060 0.050 Uiso 1 1 calc R . . C5I C 0.0735(2) 0.6065(2) -0.06790(15) 0.0412(6) Uani 1 1 d . . . H5I H 0.0276 0.5349 -0.0905 0.049 Uiso 1 1 calc R . . C5J C 0.3717(2) 0.4201(2) 0.15163(15) 0.0370(6) Uani 1 1 d . . . H5J H 0.3996 0.3506 0.1511 0.044 Uiso 1 1 calc R . . C6F C 0.5052(2) 0.82996(18) -0.04995(14) 0.0286(5) Uani 1 1 d . . . C6G C 0.5166(2) 0.99782(17) -0.12625(13) 0.0264(5) Uani 1 1 d . . . H6G H 0.5737 1.0377 -0.0822 0.032 Uiso 1 1 calc R . . C6H C 0.8054(2) 0.6823(2) 0.13963(16) 0.0364(5) Uani 1 1 d . . . H6H H 0.8445 0.6842 0.0862 0.044 Uiso 1 1 calc R . . C6I C 0.2075(2) 0.6258(2) -0.05338(14) 0.0344(5) Uani 1 1 d . . . H6I H 0.2530 0.5669 -0.0652 0.041 Uiso 1 1 calc R . . C6J C 0.4385(2) 0.50697(19) 0.10718(14) 0.0313(5) Uani 1 1 d . . . H6J H 0.5130 0.4967 0.0768 0.038 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 N1A 0.0220(9) 0.0298(10) 0.0295(10) 0.0051(8) 0.0037(7) 0.0067(7) N2A 0.0232(9) 0.0302(10) 0.0290(10) 0.0054(8) 0.0039(7) 0.0072(7) N2B 0.0402(12) 0.0719(17) 0.0447(13) 0.0075(12) 0.0045(10) 0.0133(11) N2C 0.0276(10) 0.0302(10) 0.0389(11) 0.0070(8) 0.0071(8) 0.0060(8) C1B 0.0197(10) 0.0376(12) 0.0240(11) 0.0040(9) -0.0015(8) 0.0036(9) C1C 0.0263(11) 0.0217(10) 0.0314(11) 0.0043(9) 0.0048(9) 0.0090(8) C1D 0.0196(10) 0.0263(11) 0.0289(11) 0.0054(9) 0.0015(8) 0.0019(8) C1E 0.0215(10) 0.0221(10) 0.0281(11) 0.0068(8) 0.0023(8) 0.0051(8) C2D 0.0265(11) 0.0279(11) 0.0293(11) 0.0038(9) 0.0031(9) 0.0047(9) C2E 0.0268(11) 0.0260(11) 0.0302(11) 0.0034(9) 0.0012(9) 0.0064(9) C3A 0.0222(10) 0.0220(10) 0.0277(11) 0.0006(8) 0.0009(8) 0.0052(8) C3B 0.0317(13) 0.0652(19) 0.0386(14) 0.0101(13) 0.0135(11) 0.0035(12) C3C 0.0333(13) 0.0359(13) 0.0478(15) 0.0103(11) 0.0162(11) 0.0065(10) C3D 0.0382(13) 0.0340(12) 0.0277(12) 0.0059(9) 0.0014(10) 0.0046(10) C3E 0.0241(11) 0.0319(12) 0.0385(13) 0.0032(10) -0.0072(9) 0.0038(9) C4A 0.0235(10) 0.0229(10) 0.0239(10) -0.0005(8) 0.0009(8) 0.0045(8) C4B 0.0385(14) 0.0597(18) 0.0442(15) 0.0186(13) 0.0071(12) -0.0117(13) C4C 0.0520(16) 0.0480(15) 0.0389(14) 0.0160(12) 0.0182(12) 0.0112(13) C4D 0.0399(13) 0.0336(13) 0.0371(13) 0.0129(10) -0.0023(10) 0.0102(10) C4E 0.0197(10) 0.0382(13) 0.0440(14) 0.0108(11) 0.0041(9) 0.0073(9) C5A 0.0233(10) 0.0237(10) 0.0256(11) -0.0002(8) 0.0012(8) 0.0055(8) C5B 0.0499(16) 0.0382(14) 0.0501(16) 0.0089(12) -0.0012(13) -0.0027(12) C5C 0.0483(15) 0.0523(16) 0.0331(13) 0.0130(12) 0.0042(11) 0.0120(12) C5D 0.0380(13) 0.0309(12) 0.0440(14) 0.0099(10) 0.0060(11) 0.0136(10) C5E 0.0294(12) 0.0372(13) 0.0328(12) 0.0056(10) 0.0077(9) 0.0125(10) C6A 0.0240(10) 0.0263(11) 0.0247(11) 0.0004(8) 0.0025(8) 0.0045(8) C6B 0.0217(10) 0.0205(10) 0.0311(11) 0.0026(8) 0.0067(8) -0.0013(8) C6C 0.0301(12) 0.0356(12) 0.0326(12) 0.0076(10) 0.0024(9) 0.0071(10) C6D 0.0337(12) 0.0285(11) 0.0297(12) 0.0050(9) 0.0046(9) 0.0079(9) C6E 0.0247(11) 0.0326(12) 0.0290(11) 0.0034(9) 0.0006(9) 0.0066(9) N1F 0.0301(10) 0.0427(11) 0.0323(10) 0.0123(9) 0.0041(8) 0.0052(9) N2F 0.0287(10) 0.0439(12) 0.0333(11) 0.0135(9) 0.0032(8) 0.0046(9) N2G 0.0536(14) 0.0587(15) 0.0394(13) 0.0084(11) 0.0014(11) 0.0013(11) N2H 0.0313(10) 0.0312(10) 0.0280(10) 0.0042(8) 0.0000(8) 0.0040(8) C1G 0.0276(11) 0.0348(12) 0.0246(11) 0.0052(9) 0.0050(9) 0.0076(9) C1H 0.0269(11) 0.0272(11) 0.0304(12) 0.0050(9) 0.0004(9) 0.0034(9) C1I 0.0265(11) 0.0374(12) 0.0222(11) 0.0122(9) 0.0033(8) 0.0061(9) C1J 0.0252(11) 0.0313(11) 0.0208(10) 0.0025(8) -0.0033(8) 0.0033(9) C2I 0.0350(13) 0.0425(14) 0.0348(13) 0.0087(11) 0.0047(10) 0.0111(11) C2J 0.0262(11) 0.0348(12) 0.0278(11) 0.0058(9) 0.0003(9) 0.0065(9) C3F 0.0271(11) 0.0336(12) 0.0281(11) 0.0054(9) 0.0054(9) 0.0074(9) C3G 0.0402(14) 0.0688(19) 0.0312(13) 0.0141(13) -0.0053(11) -0.0018(13) C3H 0.0428(14) 0.0276(12) 0.0298(12) 0.0033(9) -0.0028(10) 0.0003(10) C3I 0.0352(13) 0.0636(18) 0.0388(14) 0.0143(13) 0.0073(11) 0.0224(13) C3J 0.0251(11) 0.0485(14) 0.0306(12) 0.0074(10) 0.0021(9) 0.0015(10) C4F 0.0279(11) 0.0284(11) 0.0230(11) 0.0024(8) 0.0043(8) 0.0055(9) C4G 0.0456(15) 0.0586(17) 0.0404(15) 0.0241(13) 0.0099(12) 0.0214(13) C4H 0.0490(15) 0.0260(12) 0.0389(14) 0.0033(10) -0.0153(11) 0.0061(10) C4I 0.0261(12) 0.083(2) 0.0267(12) 0.0158(13) 0.0022(10) 0.0078(13) C4J 0.0377(13) 0.0386(13) 0.0331(13) 0.0139(10) -0.0013(10) -0.0045(10) C5F 0.0281(11) 0.0277(11) 0.0239(11) 0.0019(9) 0.0027(9) 0.0070(9) C5G 0.0588(17) 0.0294(13) 0.0440(15) 0.0087(11) 0.0167(13) 0.0112(12) C5H 0.0350(13) 0.0367(13) 0.0549(16) 0.0014(11) -0.0092(12) 0.0134(11) C5I 0.0343(13) 0.0551(16) 0.0293(12) 0.0072(11) -0.0025(10) -0.0032(12) C5J 0.0465(14) 0.0309(12) 0.0335(13) 0.0076(10) -0.0007(11) 0.0065(10) C6F 0.0290(11) 0.0295(11) 0.0275(11) 0.0036(9) 0.0040(9) 0.0056(9) C6G 0.0335(12) 0.0224(10) 0.0224(10) 0.0028(8) 0.0044(9) 0.0031(9) C6H 0.0295(12) 0.0404(13) 0.0402(14) 0.0041(11) 0.0027(10) 0.0089(10) C6I 0.0327(12) 0.0393(13) 0.0308(12) 0.0078(10) 0.0022(10) 0.0051(10) C6J 0.0335(12) 0.0354(12) 0.0260(11) 0.0033(9) 0.0034(9) 0.0088(10) _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 N1A N2A 1.331(2) . ? N1A C6A 1.333(3) . ? N2A C3A 1.341(3) . ? N2B C1B 1.388(3) . ? N2B C3B 1.390(3) . ? N2C C3C 1.337(3) . ? N2C C1C 1.342(3) . ? C1B C6B 1.334(3) . ? C1B C6A 1.494(3) . ? C1C C6C 1.387(3) . ? C1C C3A 1.485(3) . ? C1D C6D 1.388(3) . ? C1D C2D 1.392(3) . ? C1D C5A 1.492(3) . ? C1E C6E 1.382(3) . ? C1E C2E 1.394(3) . ? C1E C4A 1.490(3) . ? C2D C3D 1.385(3) . ? C2E C3E 1.379(3) . ? C3A C4A 1.418(3) . ? C3B C4B 1.369(4) . ? C3C C4C 1.377(4) . ? C3D C4D 1.387(3) . ? C3E C4E 1.384(3) . ? C4A C5A 1.397(3) . ? C4B C5B 1.371(4) . ? C4C C5C 1.374(4) . ? C4D C5D 1.378(3) . ? C4E C5E 1.377(3) . ? C5A C6A 1.406(3) . ? C5B C6B 1.335(3) . ? C5C C6C 1.379(3) . ? C5D C6D 1.388(3) . ? C5E C6E 1.386(3) . ? N1F N2F 1.334(3) . ? N1F C6F 1.336(3) . ? N2F C3F 1.336(3) . ? N2G C1G 1.380(3) . ? N2G C3G 1.381(3) . ? N2H C3H 1.335(3) . ? N2H C1H 1.338(3) . ? C1G C6G 1.350(3) . ? C1G C6F 1.496(3) . ? C1H C6H 1.386(3) . ? C1H C3F 1.494(3) . ? C1I C6I 1.387(3) . ? C1I C2I 1.390(3) . ? C1I C5F 1.493(3) . ? C1J C2J 1.391(3) . ? C1J C6J 1.395(3) . ? C1J C4F 1.495(3) . ? C2I C3I 1.389(3) . ? C2J C3J 1.390(3) . ? C3F C4F 1.403(3) . ? C3G C4G 1.380(4) . ? C3H C4H 1.383(3) . ? C3I C4I 1.383(4) . ? C3J C4J 1.377(3) . ? C4F C5F 1.397(3) . ? C4G C5G 1.360(4) . ? C4H C5H 1.374(4) . ? C4I C5I 1.377(4) . ? C4J C5J 1.385(3) . ? C5F C6F 1.405(3) . ? C5G C6G 1.341(3) . ? C5H C6H 1.383(3) . ? C5I C6I 1.385(3) . ? C5J C6J 1.387(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2A N1A C6A 119.68(17) . . ? N1A N2A C3A 120.43(17) . . ? C1B N2B C3B 117.2(2) . . ? C3C N2C C1C 116.3(2) . . ? C6B C1B N2B 123.8(2) . . ? C6B C1B C6A 115.43(19) . . ? N2B C1B C6A 120.6(2) . . ? N2C C1C C6C 122.8(2) . . ? N2C C1C C3A 119.08(19) . . ? C6C C1C C3A 118.16(19) . . ? C6D C1D C2D 119.27(19) . . ? C6D C1D C5A 122.14(19) . . ? C2D C1D C5A 118.59(18) . . ? C6E C1E C2E 119.21(19) . . ? C6E C1E C4A 121.65(19) . . ? C2E C1E C4A 119.05(18) . . ? C3D C2D C1D 120.5(2) . . ? C3E C2E C1E 119.9(2) . . ? N2A C3A C4A 122.30(18) . . ? N2A C3A C1C 112.25(17) . . ? C4A C3A C1C 125.42(18) . . ? C4B C3B N2B 119.2(2) . . ? N2C C3C C4C 124.7(2) . . ? C2D C3D C4D 119.7(2) . . ? C2E C3E C4E 120.4(2) . . ? C5A C4A C3A 116.62(18) . . ? C5A C4A C1E 120.21(18) . . ? C3A C4A C1E 123.17(18) . . ? C3B C4B C5B 119.4(2) . . ? C5C C4C C3C 118.3(2) . . ? C5D C4D C3D 120.0(2) . . ? C5E C4E C3E 119.9(2) . . ? C4A C5A C6A 116.98(18) . . ? C4A C5A C1D 123.05(18) . . ? C6A C5A C1D 119.95(18) . . ? C6B C5B C4B 122.9(3) . . ? C4C C5C C6C 118.6(2) . . ? C4D C5D C6D 120.5(2) . . ? C4E C5E C6E 119.8(2) . . ? N1A C6A C5A 123.17(19) . . ? N1A C6A C1B 113.26(18) . . ? C5A C6A C1B 123.39(18) . . ? C1B C6B C5B 117.5(2) . . ? C5C C6C C1C 119.4(2) . . ? C5D C6D C1D 120.0(2) . . ? C1E C6E C5E 120.7(2) . . ? N2F N1F C6F 119.85(18) . . ? N1F N2F C3F 119.88(19) . . ? C1G N2G C3G 117.2(2) . . ? C3H N2H C1H 117.09(19) . . ? C6G C1G N2G 123.0(2) . . ? C6G C1G C6F 116.8(2) . . ? N2G C1G C6F 120.0(2) . . ? N2H C1H C6H 123.3(2) . . ? N2H C1H C3F 116.16(18) . . ? C6H C1H C3F 120.5(2) . . ? C6I C1I C2I 119.6(2) . . ? C6I C1I C5F 121.3(2) . . ? C2I C1I C5F 119.1(2) . . ? C2J C1J C6J 118.7(2) . . ? C2J C1J C4F 122.48(19) . . ? C6J C1J C4F 118.82(19) . . ? C3I C2I C1I 119.6(2) . . ? C3J C2J C1J 120.1(2) . . ? N2F C3F C4F 123.4(2) . . ? N2F C3F C1H 112.81(19) . . ? C4F C3F C1H 123.66(19) . . ? C4G C3G N2G 120.8(2) . . ? N2H C3H C4H 123.6(2) . . ? C4I C3I C2I 120.4(2) . . ? C4J C3J C2J 120.7(2) . . ? C5F C4F C3F 116.39(19) . . ? C5F C4F C1J 123.10(19) . . ? C3F C4F C1J 120.49(18) . . ? C5G C4G C3G 117.9(2) . . ? C5H C4H C3H 118.5(2) . . ? C5I C4I C3I 120.0(2) . . ? C3J C4J C5J 119.8(2) . . ? C4F C5F C6F 117.21(19) . . ? C4F C5F C1I 121.64(18) . . ? C6F C5F C1I 121.13(18) . . ? C6G C5G C4G 123.5(2) . . ? C4H C5H C6H 119.1(2) . . ? C4I C5I C6I 120.0(2) . . ? C4J C5J C6J 119.8(2) . . ? N1F C6F C5F 122.95(19) . . ? N1F C6F C1G 112.77(18) . . ? C5F C6F C1G 124.21(19) . . ? C5G C6G C1G 117.6(2) . . ? C5H C6H C1H 118.5(2) . . ? C5I C6I C1I 120.4(2) . . ? C5J C6J C1J 120.9(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.623 _refine_diff_density_min -0.604 _refine_diff_density_rms 0.053 # Attachment '- RQC1.CIF' data_rqc1 _database_code_depnum_ccdc_archive 'CCDC 812341' #TrackingRef '- RQC1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H14 N4' _chemical_formula_sum 'C24 H14 N4' _chemical_formula_weight 358.39 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 21.426(2) _cell_length_b 10.0132(10) _cell_length_c 7.9162(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1698.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1642 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 30.43 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9864 _exptl_absorpt_correction_T_max 0.9923 _exptl_absorpt_process_details 'SADABS;Sheldrick, 1996' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8598 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 25.50 _reflns_number_total 1590 _reflns_number_gt 1176 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0810P)^2^+0.7283P] 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 1590 _refine_ls_number_parameters 156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0662 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.1224 _refine_ls_wR_factor_gt 0.1069 _refine_ls_goodness_of_fit_ref 0.872 _refine_ls_restrained_S_all 0.872 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N2 N 0.47228(8) 0.59794(16) 0.2121(2) 0.0275(4) Uani 1 1 d . . . N2A N 0.33393(8) 0.76685(17) 0.1343(2) 0.0294(5) Uani 1 1 d . . . C1 C 0.47070(9) 0.83624(18) 0.2085(2) 0.0215(4) Uani 1 1 d . . . C1A C 0.38173(9) 0.68838(19) 0.0897(3) 0.0239(5) Uani 1 1 d . . . C1B C 0.45203(9) 0.97617(18) 0.1783(2) 0.0221(4) Uani 1 1 d . . . C2 C 0.44340(9) 0.71255(18) 0.1717(2) 0.0229(5) Uani 1 1 d . . . C2B C 0.40326(10) 1.0399(2) 0.0996(3) 0.0266(5) Uani 1 1 d . . . C3A C 0.27825(11) 0.7390(2) 0.0663(3) 0.0340(5) Uani 1 1 d . . . C3B C 0.40317(10) 1.1814(2) 0.0945(3) 0.0290(5) Uani 1 1 d . . . C4A C 0.26758(11) 0.6343(2) -0.0442(3) 0.0334(6) Uani 1 1 d . . . C4B C 0.44921(10) 1.2570(2) 0.1678(3) 0.0276(5) Uani 1 1 d . . . C5A C 0.31728(11) 0.5546(2) -0.0893(3) 0.0316(5) Uani 1 1 d . . . C5B C 0.5000 1.1942(3) 0.2500 0.0238(6) Uani 1 2 d S . . C6A C 0.37534(10) 0.5816(2) -0.0215(3) 0.0278(5) Uani 1 1 d . . . C6B C 0.5000 1.0548(3) 0.2500 0.0220(6) Uani 1 2 d S . . H2B H 0.3690(10) 0.992(2) 0.047(3) 0.030(6) Uiso 1 1 d . . . H3B H 0.3681(10) 1.229(2) 0.033(3) 0.027(6) Uiso 1 1 d . . . H4B H 0.4476(9) 1.353(2) 0.165(3) 0.025(5) Uiso 1 1 d . . . H9A H 0.4120(10) 0.526(2) -0.053(3) 0.036(6) Uiso 1 1 d . . . H13A H 0.2261(12) 0.622(2) -0.091(3) 0.041(7) Uiso 1 1 d . . . H14A H 0.3131(10) 0.483(2) -0.171(3) 0.040(6) Uiso 1 1 d . . . H15A H 0.2428(11) 0.798(2) 0.102(3) 0.038(6) 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 N2 0.0248(9) 0.0174(8) 0.0403(11) 0.0004(7) -0.0016(8) 0.0000(7) N2A 0.0251(10) 0.0253(9) 0.0378(10) -0.0035(8) 0.0000(8) -0.0001(7) C1 0.0230(10) 0.0175(10) 0.0240(10) 0.0000(7) 0.0052(8) 0.0007(8) C1A 0.0244(11) 0.0198(10) 0.0277(11) 0.0042(8) 0.0027(9) -0.0006(8) C1B 0.0238(10) 0.0199(10) 0.0227(10) -0.0003(8) 0.0048(8) -0.0002(8) C2 0.0238(10) 0.0182(10) 0.0268(10) 0.0001(8) 0.0054(8) -0.0001(8) C2B 0.0262(11) 0.0243(11) 0.0292(11) 0.0002(9) 0.0013(9) 0.0012(9) C3A 0.0243(12) 0.0311(12) 0.0466(14) -0.0026(10) 0.0002(10) 0.0005(10) C3B 0.0301(12) 0.0235(11) 0.0333(12) 0.0037(9) 0.0010(10) 0.0061(9) C4A 0.0288(13) 0.0352(13) 0.0362(12) 0.0032(10) -0.0037(9) -0.0065(10) C4B 0.0346(12) 0.0157(10) 0.0327(11) 0.0019(9) 0.0059(10) 0.0034(9) C5A 0.0368(13) 0.0270(12) 0.0312(12) -0.0050(9) 0.0006(10) -0.0046(10) C5B 0.0301(16) 0.0156(13) 0.0259(14) 0.000 0.0075(12) 0.000 C6A 0.0289(12) 0.0227(10) 0.0318(12) -0.0005(9) 0.0030(9) 0.0003(9) C6B 0.0251(15) 0.0195(14) 0.0215(14) 0.000 0.0063(12) 0.000 _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 N2 N2 1.331(3) 3_655 ? N2 C2 1.343(2) . ? N2A C1A 1.338(3) . ? N2A C3A 1.338(3) . ? C1 C2 1.400(3) . ? C1 C1 1.417(4) 3_655 ? C1 C1B 1.477(3) . ? C1A C6A 1.392(3) . ? C1A C2 1.492(3) . ? C1B C2B 1.374(3) . ? C1B C6B 1.413(2) . ? C2B C3B 1.418(3) . ? C3A C4A 1.384(3) . ? C3B C4B 1.372(3) . ? C4A C5A 1.378(3) . ? C4B C5B 1.415(2) . ? C5A C6A 1.381(3) . ? C5B C6B 1.397(4) . ? C5B C4B 1.415(2) 3_655 ? C6B C1B 1.413(2) 3_655 ? 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 N2 N2 C2 121.26(11) 3_655 . ? C1A N2A C3A 116.96(18) . . ? C2 C1 C1 117.82(12) . 3_655 ? C2 C1 C1B 133.82(18) . . ? C1 C1 C1B 108.36(11) 3_655 . ? N2A C1A C6A 122.88(19) . . ? N2A C1A C2 117.89(17) . . ? C6A C1A C2 119.13(18) . . ? C2B C1B C6B 118.48(18) . . ? C2B C1B C1 136.06(18) . . ? C6B C1B C1 105.44(17) . . ? N2 C2 C1 120.92(19) . . ? N2 C2 C1A 111.92(16) . . ? C1 C2 C1A 127.16(17) . . ? C1B C2B C3B 118.6(2) . . ? N2A C3A C4A 124.0(2) . . ? C4B C3B C2B 122.6(2) . . ? C5A C4A C3A 118.3(2) . . ? C3B C4B C5B 120.1(2) . . ? C4A C5A C6A 118.9(2) . . ? C6B C5B C4B 116.38(13) . . ? C6B C5B C4B 116.38(13) . 3_655 ? C4B C5B C4B 127.2(3) . 3_655 ? C5A C6A C1A 118.9(2) . . ? C5B C6B C1B 123.83(12) . . ? C5B C6B C1B 123.83(12) . 3_655 ? C1B C6B C1B 112.3(2) . 3_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.202 _refine_diff_density_min -0.146 _refine_diff_density_rms 0.040 # Attachment '- RQD.CIF' data_rqd _database_code_depnum_ccdc_archive 'CCDC 812342' #TrackingRef '- RQD.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H30 N8 Ru, 2(F6 P), 3(C H2 Cl2)' _chemical_formula_sum 'C47 H36 Cl6 F12 N8 P2 Ru' _chemical_formula_weight 1316.55 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.006(1) _cell_length_b 43.982(3) _cell_length_c 13.043(1) _cell_angle_alpha 90.00 _cell_angle_beta 101.319(2) _cell_angle_gamma 90.00 _cell_volume 5065.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3311 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 20.98 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.726 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2632 _exptl_absorpt_coefficient_mu 0.779 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8790 _exptl_absorpt_correction_T_max 0.9332 _exptl_absorpt_process_details 'SADABS; Sheldrick, 1996' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42101 _diffrn_reflns_av_R_equivalents 0.1369 _diffrn_reflns_av_sigmaI/netI 0.1196 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -53 _diffrn_reflns_limit_k_max 51 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 0.93 _diffrn_reflns_theta_max 25.50 _reflns_number_total 9427 _reflns_number_gt 6104 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0604P)^2^+6.5959P] 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 9427 _refine_ls_number_parameters 685 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1334 _refine_ls_R_factor_gt 0.0804 _refine_ls_wR_factor_ref 0.1636 _refine_ls_wR_factor_gt 0.1461 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.88310(6) 0.134197(13) 0.96841(4) 0.01429(15) Uani 1 1 d . . . N1A N 0.9854(6) 0.13620(13) 0.7685(4) 0.0163(12) Uani 1 1 d . . . N2A N 0.9323(6) 0.11780(12) 0.8335(4) 0.0155(13) Uani 1 1 d . . . N2B N 0.8331(6) 0.08888(13) 0.9793(4) 0.0176(13) Uani 1 1 d . . . N2C N 1.1920(6) 0.14194(13) 0.5725(4) 0.0206(14) Uani 1 1 d . . . N2E N 0.9344(6) 0.17831(12) 0.9354(4) 0.0157(13) Uani 1 1 d . . . N2F N 0.6778(6) 0.14908(13) 0.8869(4) 0.0182(13) Uani 1 1 d . . . N2G N 1.0896(6) 0.12574(12) 1.0624(4) 0.0188(14) Uani 1 1 d . . . N2H N 0.8423(6) 0.14724(12) 1.1130(4) 0.0148(13) Uani 1 1 d . . . C1B C 0.8600(7) 0.07125(15) 0.8995(5) 0.0153(15) Uani 1 1 d . . . C1C C 1.0770(8) 0.14928(16) 0.6178(5) 0.0159(15) Uani 1 1 d . . . C1D C 0.9742(8) 0.07925(16) 0.5463(5) 0.0190(16) Uani 1 1 d . . . C1E C 0.8218(8) 0.19375(15) 0.8730(5) 0.0181(16) Uani 1 1 d . . . C1F C 0.6738(8) 0.17839(15) 0.8527(5) 0.0148(15) Uani 1 1 d . . . C1G C 1.1024(8) 0.13352(16) 1.1649(5) 0.0195(15) Uani 1 1 d . . . C1H C 0.9636(8) 0.14540(16) 1.1927(5) 0.0200(16) Uani 1 1 d . . . C2D C 1.0290(8) 0.08496(18) 0.4566(6) 0.0275(18) Uani 1 1 d . . . H2D H 1.0845 0.1029 0.4497 0.033 Uiso 1 1 calc R . . C3A C 0.8976(7) 0.08781(15) 0.8100(5) 0.0141(15) Uani 1 1 d . . . C3B C 0.7988(8) 0.07467(16) 1.0631(5) 0.0197(16) Uani 1 1 d . . . H3B H 0.7759 0.0868 1.1182 0.024 Uiso 1 1 calc R . . C3C C 1.2518(8) 0.16442(18) 0.5232(5) 0.0261(19) Uani 1 1 d . . . H3C H 1.3349 0.1596 0.4913 0.031 Uiso 1 1 calc R . . C3D C 1.0001(9) 0.06338(18) 0.3760(6) 0.033(2) Uani 1 1 d . . . H3D H 1.0386 0.0670 0.3143 0.039 Uiso 1 1 calc R . . C3E C 1.0709(8) 0.19135(16) 0.9606(5) 0.0205(16) Uani 1 1 d . . . H3E H 1.1496 0.1807 1.0058 0.025 Uiso 1 1 calc R . . C3F C 0.5457(8) 0.13358(18) 0.8696(5) 0.0241(16) Uani 1 1 d . . . H3F H 0.5470 0.1129 0.8904 0.029 Uiso 1 1 calc R . . C3G C 1.2116(8) 0.11478(17) 1.0318(6) 0.0264(18) Uani 1 1 d . . . H3G H 1.2036 0.1091 0.9607 0.032 Uiso 1 1 calc R . . C3H C 0.7109(8) 0.15704(16) 1.1342(6) 0.0237(17) Uani 1 1 d . . . H3H H 0.6253 0.1581 1.0786 0.028 Uiso 1 1 calc R . . C4A C 0.9044(7) 0.07718(15) 0.7104(5) 0.0159(15) Uani 1 1 d . . . C4B C 0.7948(8) 0.04372(16) 1.0734(5) 0.0213(17) Uani 1 1 d . . . H4B H 0.7668 0.0348 1.1331 0.026 Uiso 1 1 calc R . . C4C C 1.1998(8) 0.19400(16) 0.5164(6) 0.0238(18) Uani 1 1 d . . . H4C H 1.2451 0.2090 0.4801 0.029 Uiso 1 1 calc R . . C4D C 0.9180(9) 0.03703(18) 0.3820(6) 0.0281(19) Uani 1 1 d . . . H4D H 0.9026 0.0229 0.3257 0.034 Uiso 1 1 calc R . . C4E C 1.1024(9) 0.21955(17) 0.9236(6) 0.0264(18) Uani 1 1 d . . . H4E H 1.2002 0.2283 0.9439 0.032 Uiso 1 1 calc R . . C4F C 0.4098(8) 0.14622(18) 0.8235(6) 0.0277(18) Uani 1 1 d . . . H4F H 0.3193 0.1345 0.8132 0.033 Uiso 1 1 calc R . . C4G C 1.3506(9) 0.11126(17) 1.0998(6) 0.0273(18) Uani 1 1 d . . . H4G H 1.4358 0.1037 1.0748 0.033 Uiso 1 1 calc R . . C4H C 0.6938(10) 0.16567(17) 1.2326(6) 0.032(2) Uani 1 1 d . . . H4H H 0.5982 0.1724 1.2443 0.038 Uiso 1 1 calc R . . C5A C 0.9746(8) 0.09587(16) 0.6453(5) 0.0172(15) Uani 1 1 d . . . C5B C 0.8325(8) 0.02570(16) 0.9952(6) 0.0213(17) Uani 1 1 d . . . H5B H 0.8348 0.0042 1.0013 0.026 Uiso 1 1 calc R . . C5C C 1.0799(9) 0.20124(17) 0.5639(6) 0.0267(18) Uani 1 1 d . . . H5C H 1.0415 0.2214 0.5614 0.032 Uiso 1 1 calc R . . C5D C 0.7637(9) 0.00673(17) 0.4885(6) 0.0270(18) Uani 1 1 d . . . H5D H 0.7373 -0.0085 0.4363 0.032 Uiso 1 1 calc R . . C5E C 0.9887(9) 0.23497(17) 0.8563(6) 0.0295(19) Uani 1 1 d . . . H5E H 1.0094 0.2539 0.8267 0.035 Uiso 1 1 calc R . . C5F C 0.4068(9) 0.17640(19) 0.7922(6) 0.0294(19) Uani 1 1 d . . . H5F H 0.3136 0.1858 0.7618 0.035 Uiso 1 1 calc R . . C5G C 1.3630(9) 0.11873(18) 1.2027(6) 0.0305(19) Uani 1 1 d . . . H5G H 1.4565 0.1162 1.2504 0.037 Uiso 1 1 calc R . . C5H C 0.8172(10) 0.1645(2) 1.3143(7) 0.043(2) Uani 1 1 d . . . H5H H 0.8082 0.1703 1.3830 0.052 Uiso 1 1 calc R . . C6A C 1.0141(7) 0.12566(15) 0.6775(5) 0.0167(16) Uani 1 1 d . . . C6B C 0.8667(8) 0.03986(16) 0.9085(5) 0.0188(16) Uani 1 1 d . . . H6B H 0.8949 0.0280 0.8545 0.023 Uiso 1 1 calc R . . C6C C 1.0170(8) 0.17852(16) 0.6151(6) 0.0220(17) Uani 1 1 d . . . H6C H 0.9340 0.1828 0.6479 0.026 Uiso 1 1 calc R . . C6D C 0.7106(9) 0.00475(17) 0.5792(6) 0.0273(18) Uani 1 1 d . . . H6D H 0.6455 -0.0117 0.5879 0.033 Uiso 1 1 calc R . . C6E C 0.8453(9) 0.22260(17) 0.8327(6) 0.0252(18) Uani 1 1 d . . . H6E H 0.7644 0.2333 0.7902 0.030 Uiso 1 1 calc R . . C6F C 0.5401(8) 0.19261(17) 0.8057(5) 0.0223(17) Uani 1 1 d . . . H6F H 0.5406 0.2132 0.7832 0.027 Uiso 1 1 calc R . . C6G C 1.2383(8) 0.12994(16) 1.2365(6) 0.0257(18) Uani 1 1 d . . . H6G H 1.2447 0.1352 1.3079 0.031 Uiso 1 1 calc R . . C6H C 0.9535(9) 0.15465(19) 1.2939(6) 0.034(2) Uani 1 1 d . . . H6H H 1.0407 0.1541 1.3484 0.041 Uiso 1 1 calc R . . C7D C 0.7488(8) 0.02622(15) 0.6611(5) 0.0208(16) Uani 1 1 d . . . H7D H 0.7086 0.0244 0.7229 0.025 Uiso 1 1 calc R . . C8D C 0.8443(8) 0.04973(15) 0.6501(5) 0.0193(16) Uani 1 1 d . . . C9D C 0.8927(8) 0.05230(16) 0.5544(5) 0.0180(16) Uani 1 1 d . . . C10D C 0.8575(8) 0.03116(17) 0.4715(6) 0.0258(18) Uani 1 1 d . . . Cl1C Cl 0.5283(3) 0.04526(5) 0.25723(17) 0.0445(6) Uani 1 1 d . . . Cl2C Cl 0.2044(2) 0.04042(5) 0.16837(18) 0.0390(5) Uani 1 1 d . . . C92 C 0.3907(9) 0.0321(2) 0.1508(7) 0.038(2) Uani 1 1 d . . . H92A H 0.4017 0.0098 0.1436 0.046 Uiso 1 1 calc R . . H92B H 0.4077 0.0418 0.0855 0.046 Uiso 1 1 calc R . . Cl1A Cl 0.7948(3) 0.26505(5) 0.59167(18) 0.0452(6) Uani 1 1 d . . . Cl2A Cl 0.6257(3) 0.20829(6) 0.55068(19) 0.0515(6) Uani 1 1 d . . . C90 C 0.6245(11) 0.2479(2) 0.5300(7) 0.047(2) Uani 1 1 d . . . H90A H 0.6078 0.2520 0.4539 0.057 Uiso 1 1 calc R . . H90B H 0.5395 0.2570 0.5571 0.057 Uiso 1 1 calc R . . Cl1B Cl 0.6166(3) 0.12919(6) 0.6066(2) 0.0583(7) Uani 1 1 d . . . Cl2B Cl 0.4598(4) 0.08110(7) 0.4759(2) 0.0746(9) Uani 1 1 d . . . C91 C 0.4967(10) 0.0979(2) 0.5995(7) 0.045(2) Uani 1 1 d . . . H91A H 0.3998 0.1044 0.6177 0.054 Uiso 1 1 calc R . . H91B H 0.5433 0.0826 0.6518 0.054 Uiso 1 1 calc R . . P1 P 0.3476(2) 0.22141(5) 0.23499(17) 0.0276(5) Uani 1 1 d . . . F1A F 0.1726(5) 0.21349(12) 0.2112(4) 0.0530(15) Uani 1 1 d . . . F2A F 0.5256(5) 0.22943(9) 0.2588(3) 0.0326(11) Uani 1 1 d . . . F3A F 0.3823(5) 0.19282(10) 0.3104(4) 0.0401(12) Uani 1 1 d . . . F4A F 0.3180(6) 0.25018(11) 0.1597(4) 0.0539(15) Uani 1 1 d . . . F5A F 0.3274(5) 0.24222(11) 0.3317(4) 0.0466(13) Uani 1 1 d . . . F6A F 0.3720(5) 0.20076(11) 0.1386(3) 0.0400(12) Uani 1 1 d . . . P2 P 0.3350(2) 0.04665(5) 0.83530(17) 0.0272(5) Uani 1 1 d . . . F1B F 0.2123(7) 0.02967(13) 0.7542(5) 0.0739(19) Uani 1 1 d . . . F2B F 0.4551(6) 0.06409(11) 0.9223(4) 0.0581(16) Uani 1 1 d . . . F3B F 0.2110(6) 0.05128(12) 0.9062(4) 0.0566(15) Uani 1 1 d . . . F4B F 0.4597(7) 0.04207(15) 0.7685(5) 0.083(2) Uani 1 1 d . . . F5B F 0.3853(6) 0.01594(10) 0.8966(4) 0.0489(14) Uani 1 1 d . . . F6B F 0.2861(6) 0.07817(11) 0.7795(4) 0.0582(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.0169(3) 0.0148(3) 0.0114(3) -0.0011(3) 0.0033(2) -0.0016(3) N1A 0.017(3) 0.019(3) 0.012(3) 0.001(3) 0.003(2) 0.001(3) N2A 0.020(3) 0.017(3) 0.008(3) -0.001(2) 0.000(3) -0.004(3) N2B 0.016(3) 0.023(3) 0.015(3) 0.000(3) 0.005(3) -0.001(3) N2C 0.021(3) 0.025(4) 0.018(3) -0.002(3) 0.008(3) 0.000(3) N2E 0.022(3) 0.017(3) 0.008(3) -0.003(2) 0.002(3) -0.002(3) N2F 0.025(4) 0.018(3) 0.013(3) -0.001(2) 0.007(3) -0.003(3) N2G 0.022(3) 0.014(3) 0.020(3) -0.005(2) 0.003(3) -0.005(3) N2H 0.022(3) 0.011(3) 0.012(3) 0.002(2) 0.004(3) -0.001(3) C1B 0.012(4) 0.018(4) 0.015(4) 0.001(3) 0.000(3) -0.002(3) C1C 0.017(4) 0.022(4) 0.007(3) 0.000(3) -0.002(3) -0.002(3) C1D 0.016(4) 0.023(4) 0.016(4) 0.000(3) -0.001(3) 0.000(3) C1E 0.028(4) 0.017(4) 0.010(3) -0.003(3) 0.003(3) 0.001(3) C1F 0.019(4) 0.013(4) 0.011(3) 0.000(3) -0.001(3) 0.002(3) C1G 0.023(4) 0.017(4) 0.020(4) 0.000(3) 0.005(3) -0.004(3) C1H 0.027(4) 0.024(4) 0.008(3) -0.001(3) -0.002(3) -0.001(3) C2D 0.027(5) 0.032(5) 0.026(4) -0.003(4) 0.013(4) -0.006(4) C3A 0.012(4) 0.017(4) 0.013(3) -0.005(3) 0.004(3) 0.004(3) C3B 0.019(4) 0.025(4) 0.016(4) -0.003(3) 0.006(3) 0.001(3) C3C 0.016(4) 0.047(5) 0.018(4) -0.005(4) 0.009(3) -0.012(4) C3D 0.044(5) 0.037(5) 0.021(4) 0.000(4) 0.018(4) 0.002(4) C3E 0.015(4) 0.025(4) 0.020(4) -0.002(3) 0.001(3) -0.003(3) C3F 0.027(4) 0.024(4) 0.022(4) -0.002(4) 0.004(3) -0.003(4) C3G 0.024(4) 0.027(5) 0.029(4) -0.004(4) 0.007(4) -0.001(4) C3H 0.019(4) 0.024(4) 0.026(4) 0.003(3) 0.000(3) 0.005(3) C4A 0.006(3) 0.016(4) 0.024(4) 0.002(3) 0.001(3) 0.001(3) C4B 0.023(4) 0.022(4) 0.019(4) 0.010(3) 0.002(3) -0.002(3) C4C 0.029(5) 0.017(4) 0.025(4) 0.010(3) 0.005(4) 0.001(3) C4D 0.040(5) 0.029(5) 0.016(4) -0.013(3) 0.007(4) 0.002(4) C4E 0.028(5) 0.022(4) 0.030(4) -0.003(3) 0.008(4) -0.008(4) C4F 0.015(4) 0.036(5) 0.031(4) -0.003(4) 0.002(4) -0.010(4) C4G 0.023(4) 0.030(5) 0.030(4) -0.006(4) 0.007(4) -0.003(4) C4H 0.042(5) 0.026(5) 0.033(5) 0.000(4) 0.023(4) 0.007(4) C5A 0.014(4) 0.022(4) 0.015(4) -0.001(3) 0.003(3) 0.000(3) C5B 0.026(4) 0.011(4) 0.027(4) -0.001(3) 0.005(3) 0.000(3) C5C 0.031(5) 0.022(4) 0.025(4) 0.003(3) 0.002(4) 0.000(4) C5D 0.030(5) 0.020(4) 0.028(4) -0.010(3) -0.001(4) -0.005(4) C5E 0.040(5) 0.025(5) 0.026(4) 0.007(3) 0.012(4) -0.003(4) C5F 0.024(4) 0.045(5) 0.015(4) -0.007(4) -0.005(3) 0.006(4) C5G 0.019(4) 0.036(5) 0.031(5) 0.001(4) -0.008(4) 0.000(4) C5H 0.050(6) 0.053(6) 0.027(5) -0.010(4) 0.009(5) 0.017(5) C6A 0.008(3) 0.022(4) 0.018(4) 0.006(3) -0.001(3) 0.002(3) C6B 0.017(4) 0.022(4) 0.018(4) -0.001(3) 0.003(3) 0.000(3) C6C 0.021(4) 0.024(4) 0.024(4) 0.004(3) 0.012(3) 0.006(3) C6D 0.026(4) 0.021(4) 0.034(5) -0.003(4) 0.007(4) -0.003(3) C6E 0.023(4) 0.028(4) 0.024(4) 0.004(3) 0.004(3) 0.004(4) C6F 0.027(4) 0.021(4) 0.018(4) 0.003(3) 0.003(3) -0.002(3) C6G 0.027(4) 0.025(4) 0.021(4) -0.001(3) -0.004(3) -0.001(4) C6H 0.033(5) 0.051(6) 0.016(4) -0.006(4) -0.003(4) 0.011(4) C7D 0.026(4) 0.020(4) 0.016(4) -0.006(3) 0.004(3) -0.001(3) C8D 0.025(4) 0.013(4) 0.020(4) 0.000(3) 0.003(3) 0.000(3) C9D 0.016(4) 0.020(4) 0.017(4) -0.001(3) 0.000(3) 0.005(3) C10D 0.027(5) 0.025(4) 0.023(4) -0.008(3) -0.001(4) 0.001(4) Cl1C 0.0416(13) 0.0563(15) 0.0334(12) -0.0070(11) 0.0023(11) 0.0044(12) Cl2C 0.0343(12) 0.0335(12) 0.0527(14) -0.0037(10) 0.0176(11) 0.0013(10) C92 0.034(5) 0.048(6) 0.036(5) -0.011(4) 0.013(4) 0.009(4) Cl1A 0.0594(16) 0.0399(14) 0.0398(13) 0.0088(10) 0.0184(12) 0.0015(12) Cl2A 0.0456(15) 0.0512(15) 0.0542(16) 0.0066(12) 0.0015(13) -0.0051(12) C90 0.050(6) 0.058(6) 0.036(5) 0.011(5) 0.014(5) 0.023(5) Cl1B 0.0393(14) 0.0628(18) 0.0690(18) 0.0017(14) 0.0012(13) 0.0061(13) Cl2B 0.088(2) 0.076(2) 0.0591(18) -0.0224(15) 0.0131(17) 0.0031(17) C91 0.043(6) 0.048(6) 0.044(6) 0.004(5) 0.009(5) 0.012(5) P1 0.0251(12) 0.0264(12) 0.0318(12) -0.0015(9) 0.0065(10) 0.0014(9) F1A 0.026(3) 0.063(4) 0.070(4) -0.016(3) 0.010(3) -0.002(3) F2A 0.026(3) 0.030(3) 0.043(3) -0.003(2) 0.008(2) -0.006(2) F3A 0.049(3) 0.035(3) 0.039(3) 0.000(2) 0.015(2) -0.003(2) F4A 0.053(3) 0.039(3) 0.066(4) 0.022(3) 0.004(3) 0.015(3) F5A 0.042(3) 0.043(3) 0.060(4) -0.021(3) 0.024(3) -0.001(2) F6A 0.036(3) 0.055(3) 0.028(3) -0.008(2) 0.004(2) 0.004(2) P2 0.0266(12) 0.0228(11) 0.0332(12) 0.0008(9) 0.0085(10) 0.0020(9) F1B 0.089(5) 0.058(4) 0.063(4) -0.025(3) -0.015(4) -0.016(3) F2B 0.055(4) 0.044(3) 0.066(4) 0.008(3) -0.011(3) -0.017(3) F3B 0.054(3) 0.056(4) 0.067(4) -0.001(3) 0.031(3) 0.009(3) F4B 0.090(5) 0.092(5) 0.090(5) 0.040(4) 0.070(4) 0.043(4) F5B 0.053(3) 0.028(3) 0.072(4) 0.016(3) 0.027(3) 0.011(2) F6B 0.052(4) 0.043(3) 0.073(4) 0.027(3) -0.003(3) 0.006(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 Ru1 N2A 2.029(5) . ? Ru1 N2G 2.051(6) . ? Ru1 N2F 2.051(6) . ? Ru1 N2B 2.054(6) . ? Ru1 N2E 2.059(5) . ? Ru1 N2H 2.072(5) . ? N1A N2A 1.327(7) . ? N1A C6A 1.347(8) . ? N2A C3A 1.376(8) . ? N2B C3B 1.346(8) . ? N2B C1B 1.358(8) . ? N2C C1C 1.329(8) . ? N2C C3C 1.347(9) . ? N2E C3E 1.338(8) . ? N2E C1E 1.352(9) . ? N2F C3F 1.352(9) . ? N2F C1F 1.362(8) . ? N2G C3G 1.330(9) . ? N2G C1G 1.363(8) . ? N2H C3H 1.338(9) . ? N2H C1H 1.355(8) . ? C1B C6B 1.386(9) . ? C1B C3A 1.471(9) . ? C1C C6C 1.393(9) . ? C1C C6A 1.476(9) . ? C1D C2D 1.379(9) . ? C1D C9D 1.409(9) . ? C1D C5A 1.482(9) . ? C1E C6E 1.405(10) . ? C1E C1F 1.471(10) . ? C1F C6F 1.388(9) . ? C1G C6G 1.395(10) . ? C1G C1H 1.465(10) . ? C1H C6H 1.401(10) . ? C2D C3D 1.403(10) . ? C3A C4A 1.393(9) . ? C3B C4B 1.369(10) . ? C3C C4C 1.380(10) . ? C3D C4D 1.385(11) . ? C3E C4E 1.380(10) . ? C3F C4F 1.371(10) . ? C3G C4G 1.393(10) . ? C3H C4H 1.376(10) . ? C4A C5A 1.418(9) . ? C4A C8D 1.484(9) . ? C4B C5B 1.385(10) . ? C4C C5C 1.383(10) . ? C4D C10D 1.405(10) . ? C4E C5E 1.388(11) . ? C4F C5F 1.388(11) . ? C4G C5G 1.365(10) . ? C4H C5H 1.382(11) . ? C5A C6A 1.400(9) . ? C5B C6B 1.378(9) . ? C5C C6C 1.384(10) . ? C5D C6D 1.364(10) . ? C5D C10D 1.411(10) . ? C5E C6E 1.379(10) . ? C5F C6F 1.378(10) . ? C5G C6G 1.376(10) . ? C5H C6H 1.376(11) . ? C6D C7D 1.416(10) . ? C7D C8D 1.370(9) . ? C8D C9D 1.405(9) . ? C9D C10D 1.415(10) . ? Cl1C C92 1.768(9) . ? Cl2C C92 1.776(8) . ? Cl1A C90 1.757(10) . ? Cl2A C90 1.761(9) . ? Cl1B C91 1.741(9) . ? Cl2B C91 1.746(9) . ? P1 F1A 1.585(5) . ? P1 F3A 1.590(5) . ? P1 F4A 1.592(5) . ? P1 F5A 1.597(5) . ? P1 F6A 1.601(5) . ? P1 F2A 1.611(5) . ? P2 F1B 1.562(6) . ? P2 F4B 1.564(5) . ? P2 F6B 1.587(5) . ? P2 F5B 1.590(5) . ? P2 F3B 1.596(5) . ? P2 F2B 1.601(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 N2A Ru1 N2G 97.3(2) . . ? N2A Ru1 N2F 89.5(2) . . ? N2G Ru1 N2F 170.9(2) . . ? N2A Ru1 N2B 78.7(2) . . ? N2G Ru1 N2B 88.2(2) . . ? N2F Ru1 N2B 99.1(2) . . ? N2A Ru1 N2E 93.3(2) . . ? N2G Ru1 N2E 94.7(2) . . ? N2F Ru1 N2E 78.9(2) . . ? N2B Ru1 N2E 171.8(2) . . ? N2A Ru1 N2H 174.5(2) . . ? N2G Ru1 N2H 79.0(2) . . ? N2F Ru1 N2H 94.6(2) . . ? N2B Ru1 N2H 97.2(2) . . ? N2E Ru1 N2H 90.9(2) . . ? N2A N1A C6A 120.6(6) . . ? N1A N2A C3A 122.5(5) . . ? N1A N2A Ru1 120.3(4) . . ? C3A N2A Ru1 117.1(4) . . ? C3B N2B C1B 117.5(6) . . ? C3B N2B Ru1 126.5(5) . . ? C1B N2B Ru1 115.2(4) . . ? C1C N2C C3C 116.9(6) . . ? C3E N2E C1E 118.5(6) . . ? C3E N2E Ru1 125.9(5) . . ? C1E N2E Ru1 115.2(5) . . ? C3F N2F C1F 117.2(6) . . ? C3F N2F Ru1 126.9(5) . . ? C1F N2F Ru1 115.8(4) . . ? C3G N2G C1G 118.0(6) . . ? C3G N2G Ru1 126.3(5) . . ? C1G N2G Ru1 115.7(5) . . ? C3H N2H C1H 118.3(6) . . ? C3H N2H Ru1 126.8(5) . . ? C1H N2H Ru1 114.9(4) . . ? N2B C1B C6B 121.0(6) . . ? N2B C1B C3A 115.4(6) . . ? C6B C1B C3A 123.2(6) . . ? N2C C1C C6C 123.0(6) . . ? N2C C1C C6A 118.5(6) . . ? C6C C1C C6A 118.4(6) . . ? C2D C1D C9D 119.7(7) . . ? C2D C1D C5A 135.1(7) . . ? C9D C1D C5A 105.2(6) . . ? N2E C1E C6E 121.9(7) . . ? N2E C1E C1F 115.1(6) . . ? C6E C1E C1F 123.0(6) . . ? N2F C1F C6F 122.4(6) . . ? N2F C1F C1E 114.3(6) . . ? C6F C1F C1E 123.3(6) . . ? N2G C1G C6G 121.5(6) . . ? N2G C1G C1H 114.8(6) . . ? C6G C1G C1H 123.6(6) . . ? N2H C1H C6H 120.9(7) . . ? N2H C1H C1G 115.5(6) . . ? C6H C1H C1G 123.5(7) . . ? C1D C2D C3D 117.9(7) . . ? N2A C3A C4A 118.7(6) . . ? N2A C3A C1B 112.0(5) . . ? C4A C3A C1B 129.3(6) . . ? N2B C3B C4B 123.8(6) . . ? N2C C3C C4C 124.1(7) . . ? C4D C3D C2D 123.1(7) . . ? N2E C3E C4E 122.8(7) . . ? N2F C3F C4F 123.4(7) . . ? N2G C3G C4G 122.8(7) . . ? N2H C3H C4H 123.2(7) . . ? C3A C4A C5A 118.1(6) . . ? C3A C4A C8D 133.6(6) . . ? C5A C4A C8D 108.3(6) . . ? C3B C4B C5B 118.8(6) . . ? C3C C4C C5C 118.2(7) . . ? C3D C4D C10D 120.0(7) . . ? C3E C4E C5E 118.9(7) . . ? C3F C4F C5F 118.7(7) . . ? C5G C4G C3G 119.3(7) . . ? C3H C4H C5H 119.3(8) . . ? C6A C5A C4A 118.7(6) . . ? C6A C5A C1D 132.8(6) . . ? C4A C5A C1D 108.1(6) . . ? C6B C5B C4B 118.2(6) . . ? C4C C5C C6C 118.7(7) . . ? C6D C5D C10D 120.5(7) . . ? C6E C5E C4E 119.4(7) . . ? C6F C5F C4F 119.5(7) . . ? C4G C5G C6G 119.1(7) . . ? C6H C5H C4H 118.4(8) . . ? N1A C6A C5A 120.4(6) . . ? N1A C6A C1C 112.5(6) . . ? C5A C6A C1C 127.0(6) . . ? C5B C6B C1B 120.4(6) . . ? C5C C6C C1C 119.0(7) . . ? C5D C6D C7D 122.5(7) . . ? C5E C6E C1E 118.4(7) . . ? C5F C6F C1F 118.8(7) . . ? C5G C6G C1G 119.3(7) . . ? C5H C6H C1H 119.9(8) . . ? C8D C7D C6D 119.3(7) . . ? C7D C8D C9D 117.6(6) . . ? C7D C8D C4A 136.8(7) . . ? C9D C8D C4A 105.1(6) . . ? C8D C9D C1D 113.0(6) . . ? C8D C9D C10D 124.4(7) . . ? C1D C9D C10D 122.5(6) . . ? C4D C10D C5D 127.8(7) . . ? C4D C10D C9D 116.7(7) . . ? C5D C10D C9D 115.5(7) . . ? Cl1C C92 Cl2C 111.4(4) . . ? Cl1A C90 Cl2A 112.1(5) . . ? Cl1B C91 Cl2B 112.8(5) . . ? F1A P1 F3A 90.8(3) . . ? F1A P1 F4A 90.8(3) . . ? F3A P1 F4A 178.4(3) . . ? F1A P1 F5A 91.0(3) . . ? F3A P1 F5A 90.2(3) . . ? F4A P1 F5A 90.0(3) . . ? F1A P1 F6A 90.3(3) . . ? F3A P1 F6A 89.8(3) . . ? F4A P1 F6A 89.9(3) . . ? F5A P1 F6A 178.7(3) . . ? F1A P1 F2A 179.8(3) . . ? F3A P1 F2A 89.3(3) . . ? F4A P1 F2A 89.1(3) . . ? F5A P1 F2A 89.2(3) . . ? F6A P1 F2A 89.5(2) . . ? F1B P2 F4B 92.9(4) . . ? F1B P2 F6B 90.6(3) . . ? F4B P2 F6B 91.2(3) . . ? F1B P2 F5B 91.6(3) . . ? F4B P2 F5B 90.4(3) . . ? F6B P2 F5B 177.2(3) . . ? F1B P2 F3B 88.3(3) . . ? F4B P2 F3B 178.5(4) . . ? F6B P2 F3B 89.5(3) . . ? F5B P2 F3B 88.8(3) . . ? F1B P2 F2B 177.2(4) . . ? F4B P2 F2B 89.8(4) . . ? F6B P2 F2B 89.7(3) . . ? F5B P2 F2B 88.0(3) . . ? F3B P2 F2B 88.9(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.130 _refine_diff_density_min -0.873 _refine_diff_density_rms 0.121