# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_jpb028 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H23 N7 O4' _chemical_formula_weight 509.52 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' _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 6.3501(13) _cell_length_b 12.965(3) _cell_length_c 14.859(3) _cell_angle_alpha 92.45(3) _cell_angle_beta 101.17(3) _cell_angle_gamma 100.30(3) _cell_volume 1176.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 108(2) _cell_measurement_reflns_used 3850 _cell_measurement_theta_min 2.2114 _cell_measurement_theta_max 31.2592 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8007 _exptl_absorpt_process_details Crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 108(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 'Rigaku saturn 724' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13407 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0356 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3981 _reflns_number_gt 3614 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0356P)^2^+0.8968P] 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 3981 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0720 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.1304 _refine_ls_wR_factor_gt 0.1262 _refine_ls_goodness_of_fit_ref 1.214 _refine_ls_restrained_S_all 1.214 _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 O1 O 0.7000(3) 0.62807(15) 1.06699(12) 0.0346(5) Uani 1 1 d . . . O2 O 1.0660(3) 0.64617(15) 1.10776(13) 0.0390(5) Uani 1 1 d . . . O3 O 0.7985(3) -0.10423(15) 1.13879(13) 0.0374(5) Uani 1 1 d . . . O4 O 0.4314(3) -0.14009(15) 1.09124(12) 0.0360(5) Uani 1 1 d . . . N1 N 1.0288(3) 0.52542(15) 0.62993(14) 0.0232(5) Uani 1 1 d . . . N2 N 1.2031(3) 0.57120(16) 0.59625(14) 0.0261(5) Uani 1 1 d . . . N3 N 1.3066(3) 0.49597(16) 0.57667(14) 0.0264(5) Uani 1 1 d . . . N4 N 1.1562(3) 0.21518(15) 0.60828(13) 0.0222(5) Uani 1 1 d . . . N5 N 1.1452(3) -0.06882(16) 0.61009(15) 0.0270(5) Uani 1 1 d . . . N6 N 0.9941(4) -0.13983(16) 0.63479(15) 0.0273(5) Uani 1 1 d . . . N7 N 0.8462(3) -0.08805(15) 0.66099(14) 0.0242(5) Uani 1 1 d . . . C1 C 0.6911(5) 0.6384(2) 1.16354(18) 0.0397(7) Uani 1 1 d . . . H1A H 0.7435 0.5796 1.1942 0.048 Uiso 1 1 calc R . . H1B H 0.5399 0.6377 1.1696 0.048 Uiso 1 1 calc R . . H1C H 0.7838 0.7049 1.1922 0.048 Uiso 1 1 calc R . . C2 C 0.9014(5) 0.63248(19) 1.04880(19) 0.0311(6) Uani 1 1 d . . . C3 C 0.8926(4) 0.61821(19) 0.94783(18) 0.0279(6) Uani 1 1 d . . . C4 C 0.6956(4) 0.5968(2) 0.88456(18) 0.0298(6) Uani 1 1 d . . . H4 H 0.5617 0.5897 0.9053 0.036 Uiso 1 1 calc R . . C5 C 0.6934(4) 0.5858(2) 0.79072(18) 0.0298(6) Uani 1 1 d . . . H5 H 0.5575 0.5704 0.7480 0.036 Uiso 1 1 calc R . . C6 C 0.8867(4) 0.59688(18) 0.75887(17) 0.0242(5) Uani 1 1 d . . . C7 C 1.0844(4) 0.6184(2) 0.82259(18) 0.0280(6) Uani 1 1 d . . . H7 H 1.2182 0.6264 0.8017 0.034 Uiso 1 1 calc R . . C8 C 1.0881(4) 0.6285(2) 0.91679(19) 0.0303(6) Uani 1 1 d . . . H8 H 1.2237 0.6422 0.9597 0.036 Uiso 1 1 calc R . . C9 C 0.8800(4) 0.58946(19) 0.65653(17) 0.0260(6) Uani 1 1 d . . . H9A H 0.7289 0.5590 0.6238 0.031 Uiso 1 1 calc R . . H9B H 0.9183 0.6612 0.6368 0.031 Uiso 1 1 calc R . . C10 C 1.0210(4) 0.42055(18) 0.63233(17) 0.0236(5) Uani 1 1 d . . . H10 H 0.9158 0.3707 0.6531 0.028 Uiso 1 1 calc R . . C11 C 1.1976(4) 0.40181(18) 0.59831(16) 0.0218(5) Uani 1 1 d . . . C12 C 1.2763(4) 0.30306(18) 0.58450(16) 0.0212(5) Uani 1 1 d . . . C13 C 1.4653(4) 0.30351(19) 0.54922(16) 0.0244(6) Uani 1 1 d . . . H13 H 1.5429 0.3668 0.5322 0.029 Uiso 1 1 calc R . . C14 C 1.5367(4) 0.2091(2) 0.53971(17) 0.0256(6) Uani 1 1 d . . . H14 H 1.6663 0.2069 0.5173 0.031 Uiso 1 1 calc R . . C15 C 1.4154(4) 0.11812(19) 0.56352(16) 0.0243(5) Uani 1 1 d . . . H15 H 1.4608 0.0526 0.5576 0.029 Uiso 1 1 calc R . . C16 C 1.2266(4) 0.12414(18) 0.59616(16) 0.0222(5) Uani 1 1 d . . . C17 C 1.0918(4) 0.02821(18) 0.62055(16) 0.0216(5) Uani 1 1 d . . . C18 C 0.9017(4) 0.01684(19) 0.65297(16) 0.0247(6) Uani 1 1 d . . . H18 H 0.8256 0.0704 0.6667 0.030 Uiso 1 1 calc R . . C19 C 0.6522(4) -0.14733(19) 0.68789(17) 0.0252(6) Uani 1 1 d . . . H19A H 0.6376 -0.2226 0.6682 0.030 Uiso 1 1 calc R . . H19B H 0.5214 -0.1232 0.6546 0.030 Uiso 1 1 calc R . . C20 C 0.6557(4) -0.13690(18) 0.78989(17) 0.0246(6) Uani 1 1 d . . . C21 C 0.4567(4) -0.1480(2) 0.81765(18) 0.0302(6) Uani 1 1 d . . . H21 H 0.3244 -0.1593 0.7728 0.036 Uiso 1 1 calc R . . C22 C 0.4501(4) -0.1427(2) 0.91056(18) 0.0311(6) Uani 1 1 d . . . H22 H 0.3133 -0.1497 0.9288 0.037 Uiso 1 1 calc R . . C23 C 0.6419(4) -0.12737(19) 0.97701(17) 0.0269(6) Uani 1 1 d . . . C24 C 0.8410(4) -0.11672(19) 0.94943(18) 0.0282(6) Uani 1 1 d . . . H24 H 0.9731 -0.1067 0.9944 0.034 Uiso 1 1 calc R . . C25 C 0.8481(4) -0.12061(19) 0.85636(17) 0.0278(6) Uani 1 1 d . . . H25 H 0.9851 -0.1121 0.8381 0.033 Uiso 1 1 calc R . . C26 C 0.6384(4) -0.1219(2) 1.07710(18) 0.0298(6) Uani 1 1 d . . . C27 C 0.4066(5) -0.1363(2) 1.18594(18) 0.0388(7) Uani 1 1 d . . . H27A H 0.4579 -0.1960 1.2154 0.047 Uiso 1 1 calc R . . H27B H 0.2521 -0.1399 1.1879 0.047 Uiso 1 1 calc R . . H27C H 0.4930 -0.0704 1.2187 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0419(12) 0.0387(11) 0.0264(10) 0.0016(8) 0.0136(8) 0.0089(9) O2 0.0417(12) 0.0404(11) 0.0311(11) -0.0006(8) 0.0022(9) 0.0042(9) O3 0.0368(11) 0.0421(12) 0.0283(11) 0.0034(8) 0.0019(9) -0.0007(9) O4 0.0349(11) 0.0464(12) 0.0271(10) 0.0019(8) 0.0118(8) 0.0031(9) N1 0.0242(11) 0.0222(11) 0.0253(11) 0.0032(8) 0.0093(9) 0.0049(9) N2 0.0278(12) 0.0232(11) 0.0300(12) 0.0029(9) 0.0110(9) 0.0063(9) N3 0.0304(12) 0.0211(11) 0.0293(12) 0.0037(8) 0.0113(9) 0.0034(9) N4 0.0254(11) 0.0205(10) 0.0211(11) 0.0019(8) 0.0061(8) 0.0034(9) N5 0.0276(12) 0.0241(11) 0.0315(12) 0.0034(9) 0.0094(9) 0.0071(9) N6 0.0319(12) 0.0232(11) 0.0305(12) 0.0051(9) 0.0112(10) 0.0085(10) N7 0.0265(12) 0.0219(11) 0.0265(11) 0.0040(8) 0.0090(9) 0.0059(9) C1 0.059(2) 0.0366(16) 0.0264(15) 0.0017(12) 0.0157(14) 0.0089(14) C2 0.0384(17) 0.0207(13) 0.0348(15) 0.0026(11) 0.0081(13) 0.0064(12) C3 0.0328(15) 0.0220(13) 0.0293(14) 0.0013(10) 0.0062(11) 0.0067(11) C4 0.0288(15) 0.0331(14) 0.0302(14) 0.0012(11) 0.0115(11) 0.0079(12) C5 0.0263(14) 0.0328(14) 0.0302(14) 0.0022(11) 0.0070(11) 0.0043(11) C6 0.0302(14) 0.0168(12) 0.0271(14) 0.0009(10) 0.0086(11) 0.0056(10) C7 0.0266(14) 0.0277(13) 0.0316(14) 0.0013(11) 0.0104(11) 0.0055(11) C8 0.0274(14) 0.0299(14) 0.0332(15) 0.0003(11) 0.0053(11) 0.0063(11) C9 0.0292(14) 0.0208(12) 0.0313(14) 0.0038(10) 0.0095(11) 0.0089(11) C10 0.0250(13) 0.0171(12) 0.0289(13) 0.0033(9) 0.0070(10) 0.0023(10) C11 0.0228(13) 0.0219(12) 0.0197(12) 0.0025(9) 0.0030(10) 0.0031(10) C12 0.0224(13) 0.0217(12) 0.0188(12) 0.0001(9) 0.0040(10) 0.0032(10) C13 0.0271(14) 0.0227(12) 0.0239(13) 0.0021(10) 0.0088(10) 0.0020(10) C14 0.0236(13) 0.0306(14) 0.0244(13) 0.0003(10) 0.0100(10) 0.0055(11) C15 0.0301(14) 0.0229(13) 0.0220(13) 0.0004(9) 0.0072(10) 0.0092(11) C16 0.0260(13) 0.0225(12) 0.0187(12) 0.0025(9) 0.0040(10) 0.0061(10) C17 0.0257(13) 0.0204(12) 0.0202(12) 0.0005(9) 0.0052(10) 0.0078(10) C18 0.0301(14) 0.0221(12) 0.0233(13) 0.0025(10) 0.0063(11) 0.0079(11) C19 0.0248(13) 0.0246(13) 0.0269(13) 0.0040(10) 0.0088(10) 0.0025(10) C20 0.0262(14) 0.0187(12) 0.0305(14) 0.0058(10) 0.0087(11) 0.0041(10) C21 0.0253(14) 0.0360(15) 0.0288(14) 0.0062(11) 0.0037(11) 0.0053(12) C22 0.0263(14) 0.0358(15) 0.0323(15) 0.0059(11) 0.0098(11) 0.0042(12) C23 0.0297(15) 0.0232(13) 0.0283(14) 0.0034(10) 0.0083(11) 0.0039(11) C24 0.0289(15) 0.0252(13) 0.0290(14) 0.0030(10) 0.0034(11) 0.0035(11) C25 0.0255(14) 0.0275(13) 0.0309(15) 0.0020(11) 0.0085(11) 0.0034(11) C26 0.0353(16) 0.0236(13) 0.0317(15) 0.0033(11) 0.0099(12) 0.0047(11) C27 0.0519(19) 0.0397(16) 0.0259(15) -0.0020(12) 0.0164(13) 0.0035(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C2 1.349(3) . ? O1 C1 1.448(3) . ? O2 C2 1.207(3) . ? O3 C26 1.210(3) . ? O4 C26 1.352(3) . ? O4 C27 1.446(3) . ? N1 N2 1.354(3) . ? N1 C10 1.354(3) . ? N1 C9 1.462(3) . ? N2 N3 1.322(3) . ? N3 C11 1.375(3) . ? N4 C16 1.352(3) . ? N4 C12 1.354(3) . ? N5 N6 1.324(3) . ? N5 C17 1.370(3) . ? N6 N7 1.352(3) . ? N7 C18 1.359(3) . ? N7 C19 1.465(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.493(4) . ? C3 C4 1.387(4) . ? C3 C8 1.392(4) . ? C4 C5 1.393(4) . ? C4 H4 0.9500 . ? C5 C6 1.385(4) . ? C5 H5 0.9500 . ? C6 C7 1.394(4) . ? C6 C9 1.511(3) . ? C7 C8 1.396(4) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.370(3) . ? C10 H10 0.9500 . ? C11 C12 1.476(3) . ? C12 C13 1.399(3) . ? C13 C14 1.391(3) . ? C13 H13 0.9500 . ? C14 C15 1.387(3) . ? C14 H14 0.9500 . ? C15 C16 1.391(3) . ? C15 H15 0.9500 . ? C16 C17 1.480(3) . ? C17 C18 1.371(3) . ? C18 H18 0.9500 . ? C19 C20 1.511(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.389(4) . ? C20 C25 1.391(4) . ? C21 C22 1.388(4) . ? C21 H21 0.9500 . ? C22 C23 1.389(4) . ? C22 H22 0.9500 . ? C23 C24 1.389(4) . ? C23 C26 1.491(4) . ? C24 C25 1.392(4) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 O1 C1 115.6(2) . . ? C26 O4 C27 116.6(2) . . ? N2 N1 C10 110.7(2) . . ? N2 N1 C9 119.82(19) . . ? C10 N1 C9 129.5(2) . . ? N3 N2 N1 107.24(19) . . ? N2 N3 C11 108.7(2) . . ? C16 N4 C12 116.7(2) . . ? N6 N5 C17 108.5(2) . . ? N5 N6 N7 107.23(19) . . ? N6 N7 C18 110.9(2) . . ? N6 N7 C19 119.71(19) . . ? C18 N7 C19 129.3(2) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O2 C2 O1 123.4(3) . . ? O2 C2 C3 125.1(3) . . ? O1 C2 C3 111.5(2) . . ? C4 C3 C8 119.5(2) . . ? C4 C3 C2 121.7(2) . . ? C8 C3 C2 118.8(2) . . ? C3 C4 C5 120.2(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 120.9(2) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 118.8(2) . . ? C5 C6 C9 119.8(2) . . ? C7 C6 C9 121.4(2) . . ? C6 C7 C8 120.7(2) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C3 C8 C7 119.9(2) . . ? C3 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? N1 C9 C6 113.2(2) . . ? N1 C9 H9A 108.9 . . ? C6 C9 H9A 108.9 . . ? N1 C9 H9B 108.9 . . ? C6 C9 H9B 108.9 . . ? H9A C9 H9B 107.8 . . ? N1 C10 C11 105.2(2) . . ? N1 C10 H10 127.4 . . ? C11 C10 H10 127.4 . . ? C10 C11 N3 108.2(2) . . ? C10 C11 C12 130.7(2) . . ? N3 C11 C12 121.1(2) . . ? N4 C12 C13 123.6(2) . . ? N4 C12 C11 116.0(2) . . ? C13 C12 C11 120.4(2) . . ? C14 C13 C12 118.4(2) . . ? C14 C13 H13 120.8 . . ? C12 C13 H13 120.8 . . ? C15 C14 C13 118.8(2) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 C15 C16 119.1(2) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? N4 C16 C15 123.4(2) . . ? N4 C16 C17 116.3(2) . . ? C15 C16 C17 120.3(2) . . ? N5 C17 C18 108.8(2) . . ? N5 C17 C16 121.6(2) . . ? C18 C17 C16 129.6(2) . . ? N7 C18 C17 104.6(2) . . ? N7 C18 H18 127.7 . . ? C17 C18 H18 127.7 . . ? N7 C19 C20 114.4(2) . . ? N7 C19 H19A 108.7 . . ? C20 C19 H19A 108.7 . . ? N7 C19 H19B 108.7 . . ? C20 C19 H19B 108.7 . . ? H19A C19 H19B 107.6 . . ? C21 C20 C25 119.1(2) . . ? C21 C20 C19 118.0(2) . . ? C25 C20 C19 122.8(2) . . ? C22 C21 C20 120.4(2) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 120.5(3) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C24 C23 C22 119.2(2) . . ? C24 C23 C26 119.4(2) . . ? C22 C23 C26 121.4(2) . . ? C23 C24 C25 120.4(2) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C20 C25 C24 120.4(2) . . ? C20 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? O3 C26 O4 123.5(2) . . ? O3 C26 C23 125.1(3) . . ? O4 C26 C23 111.4(2) . . ? O4 C27 H27A 109.5 . . ? O4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? O4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 N1 N2 N3 0.3(3) . . . . ? C9 N1 N2 N3 -179.0(2) . . . . ? N1 N2 N3 C11 -0.2(3) . . . . ? C17 N5 N6 N7 -0.2(3) . . . . ? N5 N6 N7 C18 0.2(3) . . . . ? N5 N6 N7 C19 177.0(2) . . . . ? C1 O1 C2 O2 -1.4(4) . . . . ? C1 O1 C2 C3 178.5(2) . . . . ? O2 C2 C3 C4 176.2(3) . . . . ? O1 C2 C3 C4 -3.7(3) . . . . ? O2 C2 C3 C8 -4.8(4) . . . . ? O1 C2 C3 C8 175.3(2) . . . . ? C8 C3 C4 C5 -0.1(4) . . . . ? C2 C3 C4 C5 178.9(2) . . . . ? C3 C4 C5 C6 -0.6(4) . . . . ? C4 C5 C6 C7 0.6(4) . . . . ? C4 C5 C6 C9 -177.2(2) . . . . ? C5 C6 C7 C8 0.1(4) . . . . ? C9 C6 C7 C8 177.9(2) . . . . ? C4 C3 C8 C7 0.8(4) . . . . ? C2 C3 C8 C7 -178.2(2) . . . . ? C6 C7 C8 C3 -0.8(4) . . . . ? N2 N1 C9 C6 -113.0(2) . . . . ? C10 N1 C9 C6 67.8(3) . . . . ? C5 C6 C9 N1 -135.7(2) . . . . ? C7 C6 C9 N1 46.6(3) . . . . ? N2 N1 C10 C11 -0.2(3) . . . . ? C9 N1 C10 C11 179.0(2) . . . . ? N1 C10 C11 N3 0.1(3) . . . . ? N1 C10 C11 C12 179.6(2) . . . . ? N2 N3 C11 C10 0.0(3) . . . . ? N2 N3 C11 C12 -179.5(2) . . . . ? C16 N4 C12 C13 -0.2(3) . . . . ? C16 N4 C12 C11 -179.9(2) . . . . ? C10 C11 C12 N4 0.5(4) . . . . ? N3 C11 C12 N4 179.9(2) . . . . ? C10 C11 C12 C13 -179.2(2) . . . . ? N3 C11 C12 C13 0.3(3) . . . . ? N4 C12 C13 C14 -1.4(4) . . . . ? C11 C12 C13 C14 178.3(2) . . . . ? C12 C13 C14 C15 1.4(4) . . . . ? C13 C14 C15 C16 0.0(4) . . . . ? C12 N4 C16 C15 1.8(3) . . . . ? C12 N4 C16 C17 -178.8(2) . . . . ? C14 C15 C16 N4 -1.7(4) . . . . ? C14 C15 C16 C17 178.9(2) . . . . ? N6 N5 C17 C18 0.1(3) . . . . ? N6 N5 C17 C16 -178.4(2) . . . . ? N4 C16 C17 N5 179.1(2) . . . . ? C15 C16 C17 N5 -1.4(3) . . . . ? N4 C16 C17 C18 1.0(4) . . . . ? C15 C16 C17 C18 -179.6(2) . . . . ? N6 N7 C18 C17 -0.1(3) . . . . ? C19 N7 C18 C17 -176.5(2) . . . . ? N5 C17 C18 N7 0.0(3) . . . . ? C16 C17 C18 N7 178.3(2) . . . . ? N6 N7 C19 C20 107.6(2) . . . . ? C18 N7 C19 C20 -76.2(3) . . . . ? N7 C19 C20 C21 152.0(2) . . . . ? N7 C19 C20 C25 -30.4(3) . . . . ? C25 C20 C21 C22 0.1(4) . . . . ? C19 C20 C21 C22 177.8(2) . . . . ? C20 C21 C22 C23 -0.7(4) . . . . ? C21 C22 C23 C24 0.4(4) . . . . ? C21 C22 C23 C26 -179.7(2) . . . . ? C22 C23 C24 C25 0.5(4) . . . . ? C26 C23 C24 C25 -179.4(2) . . . . ? C21 C20 C25 C24 0.7(4) . . . . ? C19 C20 C25 C24 -176.8(2) . . . . ? C23 C24 C25 C20 -1.0(4) . . . . ? C27 O4 C26 O3 0.7(4) . . . . ? C27 O4 C26 C23 -179.7(2) . . . . ? C24 C23 C26 O3 3.3(4) . . . . ? C22 C23 C26 O3 -176.6(3) . . . . ? C24 C23 C26 O4 -176.3(2) . . . . ? C22 C23 C26 O4 3.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.183 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.046 _database_code_depnum_ccdc_archive 'CCDC 956219' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_jpb051 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56.50 H54.50 Cl F6 N15 O10.25 P Ru' _chemical_formula_weight 1389.14 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' 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' F F 0.0171 0.0103 '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' _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 12.235(2) _cell_length_b 17.491(4) _cell_length_c 17.627(4) _cell_angle_alpha 105.76(3) _cell_angle_beta 105.52(3) _cell_angle_gamma 93.49(3) _cell_volume 3461.4(12) _cell_formula_units_Z 2 _cell_measurement_temperature 108(2) _cell_measurement_reflns_used 12747 _cell_measurement_theta_min 1.4674 _cell_measurement_theta_max 31.3509 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1421 _exptl_absorpt_coefficient_mu 0.367 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6585 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 108(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 'Rigaku Saturn 724' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 39358 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11674 _reflns_number_gt 11286 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1275P)^2^+9.9327P] 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 11674 _refine_ls_number_parameters 873 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0734 _refine_ls_R_factor_gt 0.0705 _refine_ls_wR_factor_ref 0.2138 _refine_ls_wR_factor_gt 0.2099 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.103 _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 0.00789(3) 0.247564(19) 0.46850(2) 0.02336(15) Uani 1 1 d . . . C1 C 0.690(4) 0.424(2) 0.997(2) 0.103(10) Uiso 0.40 1 d P A 1 O1 O 0.6940(15) 0.3838(10) 1.0440(11) 0.085(4) Uiso 0.40 1 d P A 1 O2 O 0.7610(19) 0.4682(14) 0.9805(14) 0.120(7) Uiso 0.40 1 d P A 1 H2X H 0.7663 0.5123 0.9688 0.144 Uiso 0.40 1 d P B 1 C111 C 0.6525(14) 0.4053(9) 1.0044(9) 0.065(4) Uiso 0.60 1 d P A 2 O111 O 0.6425(9) 0.3662(6) 1.0600(6) 0.078(3) Uiso 0.60 1 d P A 2 H11X H 0.7085 0.3750 1.1034 0.094 Uiso 0.60 1 d P C 2 O112 O 0.7523(14) 0.4313(9) 1.0062(9) 0.104(4) Uiso 0.60 1 d P A 2 O3 O -0.0230(4) 0.0878(3) -0.1487(2) 0.0521(11) Uani 1 1 d . . . O4 O 0.1301(3) 0.1407(2) -0.0418(2) 0.0426(9) Uani 1 1 d . . . H4X H 0.1617 0.1480 -0.0805 0.051 Uiso 1 1 d . . . N1 N 0.1962(4) 0.3606(2) 0.7132(3) 0.0412(11) Uani 1 1 d . A . N2 N 0.1270(4) 0.3690(2) 0.6430(3) 0.0326(9) Uani 1 1 d . . . N3 N 0.1080(3) 0.2979(2) 0.5883(2) 0.0276(8) Uani 1 1 d . . . N4 N 0.0799(3) 0.1528(2) 0.4935(2) 0.0247(8) Uani 1 1 d . A . N5 N -0.0637(3) 0.1581(2) 0.3589(2) 0.0276(8) Uani 1 1 d . . . N6 N -0.1338(3) 0.1533(2) 0.2862(2) 0.0298(8) Uani 1 1 d . . . N7 N -0.1458(3) 0.0759(2) 0.2411(2) 0.0306(9) Uani 1 1 d . A . C2 C 0.5517(8) 0.4148(5) 0.9474(4) 0.074(2) Uani 1 1 d . . . C3 C 0.4508(8) 0.3823(5) 0.9541(5) 0.070(2) Uani 1 1 d . A . H3 H 0.4529 0.3556 0.9947 0.085 Uiso 1 1 calc R . . C4 C 0.3470(8) 0.3878(4) 0.9028(4) 0.068(2) Uani 1 1 d . . . H4 H 0.2785 0.3640 0.9080 0.082 Uiso 1 1 calc R A . C5 C 0.3400(7) 0.4269(4) 0.8443(4) 0.0587(17) Uani 1 1 d . A . C6 C 0.4410(8) 0.4609(5) 0.8367(4) 0.075(2) Uani 1 1 d . . . H6 H 0.4376 0.4873 0.7957 0.090 Uiso 1 1 calc R A . C7 C 0.5464(8) 0.4564(5) 0.8886(5) 0.079(2) Uani 1 1 d . A . H7 H 0.6149 0.4813 0.8845 0.094 Uiso 1 1 calc R . . C8 C 0.2289(7) 0.4308(4) 0.7888(4) 0.065(2) Uani 1 1 d . . . H8A H 0.2331 0.4810 0.7732 0.078 Uiso 1 1 calc R A . H8B H 0.1696 0.4318 0.8177 0.078 Uiso 1 1 calc R . . C9 C 0.2206(5) 0.2852(3) 0.7042(3) 0.0416(13) Uani 1 1 d . . . H9 H 0.2663 0.2648 0.7449 0.050 Uiso 1 1 calc R A . C10 C 0.1645(4) 0.2445(3) 0.6230(3) 0.0307(10) Uani 1 1 d . A . C11 C 0.1498(4) 0.1617(3) 0.5703(3) 0.0286(10) Uani 1 1 d . . . C12 C 0.1957(4) 0.0971(3) 0.5918(3) 0.0304(10) Uani 1 1 d . A . H12 H 0.2444 0.1038 0.6457 0.036 Uiso 1 1 calc R . . C13 C 0.1687(4) 0.0230(3) 0.5324(3) 0.0288(10) Uani 1 1 d . . . H13 H 0.1995 -0.0219 0.5456 0.035 Uiso 1 1 calc R A . C14 C 0.0963(4) 0.0136(3) 0.4532(3) 0.0271(9) Uani 1 1 d . A . H14 H 0.0778 -0.0373 0.4123 0.032 Uiso 1 1 calc R . . C15 C 0.0517(4) 0.0803(3) 0.4356(3) 0.0253(9) Uani 1 1 d . . . C16 C -0.0298(4) 0.0843(3) 0.3602(3) 0.0261(9) Uani 1 1 d . A . C17 C -0.0850(4) 0.0316(3) 0.2833(3) 0.0285(10) Uani 1 1 d . . . H17 H -0.0808 -0.0241 0.2643 0.034 Uiso 1 1 calc R A . C18 C -0.2136(4) 0.0511(3) 0.1542(3) 0.0346(11) Uani 1 1 d . . . H18A H -0.2816 0.0794 0.1482 0.042 Uiso 1 1 calc R A . H18B H -0.2411 -0.0072 0.1365 0.042 Uiso 1 1 calc R . . C19 C -0.1478(4) 0.0682(3) 0.0979(3) 0.0314(10) Uani 1 1 d . A . C20 C -0.0317(4) 0.0974(3) 0.1242(3) 0.0365(11) Uani 1 1 d . . . H20 H 0.0103 0.1082 0.1807 0.044 Uiso 1 1 calc R A . C21 C 0.0237(4) 0.1109(3) 0.0688(3) 0.0360(11) Uani 1 1 d . A . H21 H 0.1032 0.1308 0.0876 0.043 Uiso 1 1 calc R . . C22 C -0.0364(4) 0.0954(3) -0.0140(3) 0.0340(11) Uani 1 1 d . . . C23 C -0.1533(5) 0.0666(3) -0.0409(3) 0.0368(11) Uani 1 1 d . A . H23 H -0.1954 0.0560 -0.0973 0.044 Uiso 1 1 calc R . . C24 C -0.2078(4) 0.0535(3) 0.0149(3) 0.0340(11) Uani 1 1 d . . . H24 H -0.2875 0.0341 -0.0038 0.041 Uiso 1 1 calc R A . C25 C 0.0220(5) 0.1079(3) -0.0747(3) 0.0370(11) Uani 1 1 d . A . O41 O -0.7659(4) -0.0427(4) 0.2679(3) 0.0756(16) Uani 1 1 d . . . H41 H -0.8269 -0.0585 0.2290 0.091 Uiso 1 1 d . . . O42 O -0.8349(4) 0.0746(4) 0.2926(3) 0.0775(17) Uani 1 1 d . . . O43 O 0.6098(3) 0.0456(3) 0.2508(3) 0.0513(10) Uani 1 1 d . . . O44 O 0.4356(4) 0.0034(2) 0.1600(3) 0.0504(10) Uani 1 1 d . . . H44X H 0.4754 -0.0379 0.1458 0.061 Uiso 1 1 d . . . N41 N -0.2702(3) 0.2086(2) 0.5535(3) 0.0319(9) Uani 1 1 d . . . N42 N -0.1775(3) 0.1806(2) 0.5360(2) 0.0296(9) Uani 1 1 d . . . N43 N -0.1336(3) 0.2336(2) 0.5076(2) 0.0264(8) Uani 1 1 d . . . N44 N -0.0690(3) 0.3425(2) 0.4488(2) 0.0263(8) Uani 1 1 d . . . N45 N 0.1181(3) 0.3006(2) 0.4198(2) 0.0272(8) Uani 1 1 d . . . N46 N 0.2147(3) 0.2874(2) 0.4038(3) 0.0303(9) Uani 1 1 d . . . N47 N 0.2406(4) 0.3452(2) 0.3711(3) 0.0319(9) Uani 1 1 d . . . C41 C -0.7637(6) 0.0342(4) 0.3089(4) 0.0553(16) Uani 1 1 d . . . C42 C -0.6531(4) 0.0613(4) 0.3784(4) 0.0486(16) Uani 1 1 d . . . C43 C -0.6489(5) 0.1307(4) 0.4376(4) 0.0453(14) Uani 1 1 d . . . H43 H -0.7140 0.1581 0.4337 0.054 Uiso 1 1 calc R . . C44 C -0.5529(5) 0.1615(3) 0.5024(4) 0.0413(13) Uani 1 1 d . . . H44 H -0.5518 0.2098 0.5437 0.050 Uiso 1 1 calc R . . C45 C -0.4558(4) 0.1229(3) 0.5088(3) 0.0316(10) Uani 1 1 d . . . C46 C -0.4572(4) 0.0524(3) 0.4489(3) 0.0329(10) Uani 1 1 d . . . H46 H -0.3909 0.0264 0.4527 0.039 Uiso 1 1 calc R . . C47 C -0.5557(5) 0.0197(3) 0.3831(3) 0.0408(12) Uani 1 1 d . . . H47 H -0.5581 -0.0292 0.3422 0.049 Uiso 1 1 calc R . . C48 C -0.3468(5) 0.1589(3) 0.5794(3) 0.0416(13) Uani 1 1 d . . . H48A H -0.3661 0.1923 0.6278 0.050 Uiso 1 1 calc R . . H48B H -0.3074 0.1154 0.5955 0.050 Uiso 1 1 calc R . . C49 C -0.2867(4) 0.2790(3) 0.5366(3) 0.0329(10) Uani 1 1 d . . . H49 H -0.3460 0.3102 0.5441 0.039 Uiso 1 1 calc R . . C50 C -0.1991(4) 0.2950(3) 0.5063(3) 0.0284(10) Uani 1 1 d . . . C51 C -0.1647(4) 0.3566(3) 0.4722(3) 0.0285(10) Uani 1 1 d . . . C52 C -0.2192(4) 0.4219(3) 0.4606(3) 0.0321(10) Uani 1 1 d . . . H52 H -0.2858 0.4321 0.4774 0.039 Uiso 1 1 calc R . . C53 C -0.1737(4) 0.4716(3) 0.4236(3) 0.0347(11) Uani 1 1 d . . . H53 H -0.2104 0.5160 0.4144 0.042 Uiso 1 1 calc R . . C54 C -0.0763(4) 0.4575(3) 0.4000(3) 0.0325(11) Uani 1 1 d . . . H54 H -0.0456 0.4916 0.3747 0.039 Uiso 1 1 calc R . . C55 C -0.0238(4) 0.3922(3) 0.4141(3) 0.0286(10) Uani 1 1 d . . . C56 C 0.0811(4) 0.3670(3) 0.3979(3) 0.0292(10) Uani 1 1 d . . . C57 C 0.1611(4) 0.3954(3) 0.3668(3) 0.0325(10) Uani 1 1 d . . . H57 H 0.1607 0.4405 0.3466 0.039 Uiso 1 1 calc R . . C58 C 0.3489(5) 0.3540(3) 0.3513(4) 0.0395(12) Uani 1 1 d . . . H58A H 0.4093 0.3860 0.4019 0.047 Uiso 1 1 calc R . . H58B H 0.3399 0.3842 0.3105 0.047 Uiso 1 1 calc R . . O500 O 0.074(3) 0.412(2) -0.022(2) 0.122(10) Uiso 0.25 1 d P . . H50X H 0.0730 0.4557 -0.0421 0.147 Uiso 0.25 1 d P . . H50Y H 0.0426 0.4122 0.0205 0.147 Uiso 0.25 1 d P . . C59 C 0.3875(4) 0.2751(3) 0.3172(3) 0.0340(11) Uani 1 1 d . . . C60 C 0.4994(5) 0.2641(3) 0.3497(4) 0.0425(13) Uani 1 1 d . . . H60 H 0.5494 0.3056 0.3946 0.051 Uiso 1 1 calc R . . C61 C 0.5400(5) 0.1938(3) 0.3181(4) 0.0432(13) Uani 1 1 d . . . H61 H 0.6172 0.1873 0.3411 0.052 Uiso 1 1 calc R . . C62 C 0.4677(4) 0.1330(3) 0.2528(3) 0.0343(11) Uani 1 1 d . . . C63 C 0.3545(5) 0.1438(3) 0.2193(3) 0.0381(11) Uani 1 1 d . . . H63 H 0.3043 0.1026 0.1742 0.046 Uiso 1 1 calc R . . C64 C 0.3158(5) 0.2142(3) 0.2519(3) 0.0405(12) Uani 1 1 d . . . H64 H 0.2387 0.2209 0.2291 0.049 Uiso 1 1 calc R . . C65 C 0.5120(5) 0.0572(3) 0.2213(3) 0.0371(12) Uani 1 1 d . . . P1 P 0.50883(14) 0.57398(9) 0.38743(11) 0.0469(4) Uani 1 1 d . . . F1 F 0.4736(5) 0.4999(3) 0.3073(3) 0.0972(18) Uani 1 1 d . . . F2 F 0.5667(4) 0.5174(3) 0.4391(3) 0.0770(13) Uani 1 1 d . . . F3 F 0.3893(4) 0.5500(2) 0.4041(3) 0.0668(11) Uani 1 1 d . . . F4 F 0.5363(4) 0.6468(2) 0.4707(3) 0.0711(11) Uani 1 1 d . . . F5 F 0.4489(4) 0.6333(3) 0.3393(3) 0.0707(11) Uani 1 1 d . . . F6 F 0.6265(4) 0.5987(3) 0.3748(3) 0.0817(14) Uani 1 1 d . . . Cl1 Cl 0.24315(12) 0.16341(8) 0.83402(9) 0.0433(3) Uani 1 1 d . . . N80 N 0.0925(8) 0.5522(5) 0.2961(6) 0.040(2) Uani 0.50 1 d P . . C80 C 0.1439(8) 0.5575(5) 0.2558(6) 0.026(2) Uani 0.50 1 d P . . C81 C 0.2128(9) 0.5613(7) 0.2014(7) 0.042(2) Uani 0.50 1 d P . . H81A H 0.2682 0.5234 0.2055 0.051 Uiso 0.50 1 calc PR . . H81B H 0.2538 0.6158 0.2174 0.051 Uiso 0.50 1 calc PR . . H81C H 0.1630 0.5473 0.1444 0.051 Uiso 0.50 1 calc PR . . N100 N 0.7213(11) 0.3054(8) 0.2189(8) 0.065(3) Uiso 0.50 1 d P D 1 C100 C 0.789(2) 0.3359(14) 0.1942(14) 0.103(6) Uiso 0.50 1 d P D 1 C101 C 0.8722(16) 0.3647(11) 0.1632(12) 0.084(5) Uiso 0.50 1 d P D 1 H10A H 0.9191 0.4133 0.2043 0.100 Uiso 0.50 1 calc PR D 1 H10B H 0.8342 0.3774 0.1125 0.100 Uiso 0.50 1 calc PR D 1 H10C H 0.9213 0.3236 0.1511 0.100 Uiso 0.50 1 calc PR D 1 O100 O 0.8520(14) 0.2975(10) 0.1823(10) 0.047(4) Uiso 0.25 1 d P E 2 H10X H 0.9043 0.2862 0.2235 0.056 Uiso 0.25 1 d P F 2 H10Y H 0.7854 0.2928 0.1964 0.056 Uiso 0.25 1 d P G 2 O200 O 0.218(3) 0.3623(18) 0.0615(19) 0.055(7) Uiso 0.14 1 d PD H 1 H200 H 0.2464 0.3904 0.0366 0.066 Uiso 0.14 1 d P I 1 O201 O 0.214(3) 0.344(2) 0.128(2) 0.057(10) Uiso 0.11 1 d PD H 2 H201 H 0.1481 0.3283 0.0942 0.068 Uiso 0.11 1 d P J 2 C201 C 0.393(3) 0.3409(18) 0.1420(18) 0.062(7) Uiso 0.25 1 d P H . H20A H 0.3876 0.3863 0.1874 0.075 Uiso 0.25 1 calc PR . . H20B H 0.4467 0.3580 0.1156 0.075 Uiso 0.25 1 calc PR . . H20C H 0.4192 0.2972 0.1637 0.075 Uiso 0.25 1 calc PR . . C200 C 0.299(3) 0.318(2) 0.092(2) 0.098(13) Uani 0.25 1 d PD . . H20H H 0.2591 0.2827 0.1144 0.118 Uiso 0.14 1 calc PR H 1 H20I H 0.3140 0.2821 0.0427 0.118 Uiso 0.14 1 calc PR H 1 H20J H 0.2943 0.3390 0.0446 0.118 Uiso 0.11 1 d PR H 2 H20K H 0.2871 0.2586 0.0712 0.118 Uiso 0.11 1 d PR H 2 O90 O 0.4818(5) 0.1228(4) -0.0988(3) 0.0880(19) Uani 1 1 d . L . H90X H 0.4137 0.1339 -0.1173 0.106 Uiso 1 1 d . . . C91 C 0.5247(7) 0.1694(4) -0.0140(4) 0.0629(18) Uani 1 1 d . . . H91A H 0.5384 0.2264 -0.0121 0.075 Uiso 0.25 1 calc PR K 1 H91B H 0.6003 0.1541 0.0089 0.075 Uiso 0.25 1 calc PR K 1 H91C H 0.6095 0.1753 0.0037 0.075 Uiso 0.75 1 d PR K 2 H91D H 0.5014 0.2236 -0.0061 0.075 Uiso 0.75 1 d PR K 2 C90 C 0.451(4) 0.165(3) 0.047(3) 0.097(12) Uiso 0.25 1 d P L 1 H90A H 0.3943 0.1159 0.0225 0.117 Uiso 0.25 1 calc PR L 1 H90B H 0.4111 0.2119 0.0555 0.117 Uiso 0.25 1 calc PR L 1 H90C H 0.5015 0.1635 0.0998 0.117 Uiso 0.25 1 calc PR L 1 C190 C 0.4772(10) 0.1267(7) 0.0355(7) 0.069(3) Uiso 0.75 1 d P L 2 H19A H 0.4894 0.0704 0.0202 0.083 Uiso 0.75 1 calc PR L 2 H19B H 0.3949 0.1295 0.0245 0.083 Uiso 0.75 1 calc PR L 2 H19C H 0.5161 0.1522 0.0944 0.083 Uiso 0.75 1 calc PR L 2 O70 O 0.2805(7) 0.7616(4) 0.2243(4) 0.0405(17) Uani 0.50 1 d P . . C70 C 0.0772(12) 0.7624(7) 0.2358(8) 0.063(4) Uani 0.50 1 d P . . H70A H -0.0011 0.7396 0.2009 0.095 Uiso 0.50 1 calc PR . . H70B H 0.0786 0.8185 0.2665 0.095 Uiso 0.50 1 calc PR . . H70C H 0.1029 0.7318 0.2747 0.095 Uiso 0.50 1 calc PR . . C71 C 0.1617(11) 0.7582(8) 0.1787(7) 0.052(3) Uani 0.50 1 d P . . H71A H 0.1376 0.7077 0.1325 0.063 Uiso 0.50 1 calc PR . . H71B H 0.1546 0.8035 0.1549 0.063 Uiso 0.50 1 calc PR . . C72 C 0.3577(11) 0.7700(6) 0.1808(7) 0.043(3) Uani 0.50 1 d P . . H72A H 0.3476 0.8181 0.1619 0.052 Uiso 0.50 1 calc PR . . H72B H 0.3430 0.7225 0.1317 0.052 Uiso 0.50 1 calc PR . . C73 C 0.4796(10) 0.7782(7) 0.2361(7) 0.040(3) Uani 0.50 1 d P . . H73A H 0.5332 0.7765 0.2033 0.061 Uiso 0.50 1 calc PR . . H73B H 0.4865 0.7339 0.2605 0.061 Uiso 0.50 1 calc PR . . H73C H 0.4978 0.8294 0.2802 0.061 Uiso 0.50 1 calc PR . . 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 0.0239(2) 0.0168(2) 0.0298(2) 0.00677(15) 0.00864(15) 0.00440(14) O3 0.048(2) 0.066(3) 0.034(2) 0.0069(19) 0.0109(17) -0.012(2) O4 0.033(2) 0.054(2) 0.0365(19) 0.0087(17) 0.0113(16) -0.0038(17) N1 0.054(3) 0.026(2) 0.033(2) 0.0007(18) 0.004(2) 0.0053(19) N2 0.037(2) 0.0232(19) 0.035(2) 0.0054(16) 0.0097(18) 0.0038(16) N3 0.029(2) 0.0202(18) 0.034(2) 0.0064(15) 0.0099(16) 0.0032(15) N4 0.023(2) 0.0218(18) 0.032(2) 0.0083(15) 0.0114(15) 0.0041(14) N5 0.027(2) 0.0252(19) 0.032(2) 0.0083(16) 0.0103(16) 0.0043(15) N6 0.027(2) 0.032(2) 0.030(2) 0.0087(16) 0.0081(16) 0.0036(16) N7 0.031(2) 0.030(2) 0.028(2) 0.0047(16) 0.0088(16) -0.0007(16) C2 0.089(6) 0.064(5) 0.046(4) -0.003(3) -0.001(4) 0.020(4) C3 0.095(6) 0.058(4) 0.053(4) 0.021(3) 0.011(4) 0.005(4) C4 0.090(6) 0.051(4) 0.057(4) 0.018(3) 0.009(4) 0.003(4) C5 0.088(5) 0.034(3) 0.044(3) 0.006(3) 0.010(3) 0.004(3) C6 0.119(7) 0.061(4) 0.045(4) 0.016(3) 0.024(4) 0.009(4) C7 0.083(6) 0.085(6) 0.062(5) 0.009(4) 0.025(4) 0.012(4) C8 0.093(5) 0.034(3) 0.044(3) -0.009(3) 0.001(3) 0.011(3) C9 0.050(3) 0.032(3) 0.035(3) 0.008(2) 0.002(2) 0.006(2) C10 0.033(3) 0.024(2) 0.034(2) 0.0076(19) 0.010(2) 0.0034(18) C11 0.027(3) 0.025(2) 0.035(2) 0.0085(19) 0.0111(19) 0.0025(18) C12 0.025(3) 0.028(2) 0.039(3) 0.014(2) 0.0067(19) 0.0084(18) C13 0.024(2) 0.024(2) 0.046(3) 0.016(2) 0.015(2) 0.0102(18) C14 0.026(2) 0.019(2) 0.039(2) 0.0065(18) 0.0160(19) 0.0050(17) C15 0.025(2) 0.021(2) 0.032(2) 0.0066(17) 0.0136(18) 0.0041(17) C16 0.027(2) 0.020(2) 0.033(2) 0.0064(18) 0.0143(19) 0.0045(17) C17 0.028(3) 0.025(2) 0.033(2) 0.0067(18) 0.0127(19) 0.0016(18) C18 0.028(3) 0.042(3) 0.029(2) 0.008(2) 0.007(2) 0.000(2) C19 0.034(3) 0.029(2) 0.030(2) 0.0060(19) 0.009(2) 0.0034(19) C20 0.031(3) 0.043(3) 0.030(2) 0.006(2) 0.006(2) 0.002(2) C21 0.030(3) 0.038(3) 0.035(3) 0.007(2) 0.007(2) 0.002(2) C22 0.037(3) 0.029(2) 0.034(3) 0.005(2) 0.012(2) 0.003(2) C23 0.038(3) 0.040(3) 0.028(2) 0.006(2) 0.007(2) 0.000(2) C24 0.026(3) 0.037(3) 0.033(2) 0.005(2) 0.0050(19) -0.0005(19) C25 0.037(3) 0.036(3) 0.031(3) 0.004(2) 0.007(2) -0.002(2) O41 0.057(3) 0.111(5) 0.052(3) 0.025(3) 0.010(2) -0.010(3) O42 0.030(3) 0.141(5) 0.076(3) 0.064(4) 0.008(2) 0.011(3) O43 0.032(2) 0.057(3) 0.057(2) 0.002(2) 0.0149(19) 0.0117(18) O44 0.044(2) 0.046(2) 0.049(2) 0.0019(18) 0.0060(18) 0.0116(18) N41 0.026(2) 0.031(2) 0.036(2) 0.0078(17) 0.0091(17) -0.0040(16) N42 0.029(2) 0.0238(19) 0.035(2) 0.0067(16) 0.0110(17) -0.0005(16) N43 0.027(2) 0.0188(18) 0.032(2) 0.0045(15) 0.0089(16) 0.0011(15) N44 0.026(2) 0.0197(17) 0.0312(19) 0.0057(15) 0.0070(16) 0.0018(14) N45 0.026(2) 0.0201(18) 0.036(2) 0.0078(15) 0.0117(16) 0.0054(15) N46 0.027(2) 0.0230(19) 0.041(2) 0.0090(16) 0.0112(17) 0.0040(15) N47 0.029(2) 0.026(2) 0.043(2) 0.0118(17) 0.0138(18) 0.0018(16) C41 0.062(5) 0.054(4) 0.065(4) 0.024(3) 0.038(3) 0.009(3) C42 0.022(3) 0.081(4) 0.051(3) 0.044(3) 0.002(2) -0.007(3) C43 0.033(3) 0.049(3) 0.071(4) 0.035(3) 0.025(3) 0.013(2) C44 0.040(3) 0.026(2) 0.068(4) 0.018(2) 0.027(3) 0.005(2) C45 0.028(3) 0.029(2) 0.043(3) 0.015(2) 0.017(2) 0.0010(19) C46 0.029(3) 0.032(2) 0.044(3) 0.016(2) 0.016(2) 0.009(2) C47 0.050(3) 0.039(3) 0.034(3) 0.009(2) 0.018(2) -0.005(2) C48 0.040(3) 0.045(3) 0.039(3) 0.011(2) 0.016(2) -0.008(2) C49 0.026(3) 0.031(2) 0.042(3) 0.006(2) 0.014(2) 0.0039(19) C50 0.026(2) 0.022(2) 0.033(2) 0.0038(18) 0.0076(19) 0.0015(17) C51 0.026(3) 0.023(2) 0.035(2) 0.0046(18) 0.0099(19) 0.0043(18) C52 0.027(3) 0.025(2) 0.044(3) 0.006(2) 0.012(2) 0.0078(18) C53 0.031(3) 0.023(2) 0.048(3) 0.010(2) 0.008(2) 0.0085(19) C54 0.032(3) 0.024(2) 0.043(3) 0.013(2) 0.010(2) 0.0053(19) C55 0.028(3) 0.023(2) 0.034(2) 0.0068(18) 0.0089(19) 0.0049(18) C56 0.032(3) 0.021(2) 0.036(2) 0.0108(18) 0.011(2) 0.0065(18) C57 0.034(3) 0.023(2) 0.044(3) 0.015(2) 0.013(2) 0.0060(19) C58 0.029(3) 0.038(3) 0.059(3) 0.017(2) 0.022(2) 0.005(2) C59 0.030(3) 0.034(3) 0.044(3) 0.016(2) 0.018(2) 0.004(2) C60 0.028(3) 0.041(3) 0.050(3) 0.004(2) 0.010(2) 0.001(2) C61 0.025(3) 0.050(3) 0.051(3) 0.007(3) 0.012(2) 0.006(2) C62 0.031(3) 0.043(3) 0.035(3) 0.014(2) 0.018(2) 0.005(2) C63 0.034(3) 0.042(3) 0.036(3) 0.009(2) 0.010(2) 0.003(2) C64 0.029(3) 0.046(3) 0.046(3) 0.013(2) 0.011(2) 0.005(2) C65 0.034(3) 0.046(3) 0.035(3) 0.011(2) 0.017(2) 0.005(2) P1 0.0464(9) 0.0331(7) 0.0666(10) 0.0128(7) 0.0259(7) 0.0129(6) F1 0.158(5) 0.053(2) 0.090(3) 0.002(2) 0.076(4) -0.002(3) F2 0.057(2) 0.065(3) 0.138(4) 0.058(3) 0.042(3) 0.034(2) F3 0.062(3) 0.061(2) 0.094(3) 0.032(2) 0.040(2) 0.0204(19) F4 0.085(3) 0.057(2) 0.069(3) 0.012(2) 0.023(2) 0.020(2) F5 0.079(3) 0.071(3) 0.074(3) 0.038(2) 0.022(2) 0.018(2) F6 0.065(3) 0.076(3) 0.136(4) 0.055(3) 0.058(3) 0.020(2) Cl1 0.0450(8) 0.0407(7) 0.0487(7) 0.0173(6) 0.0182(6) 0.0008(6) N80 0.038(5) 0.031(4) 0.074(6) 0.034(5) 0.029(5) 0.022(4) C80 0.019(5) 0.013(4) 0.042(5) 0.012(4) -0.002(4) 0.003(3) C81 0.033(6) 0.042(6) 0.052(6) 0.014(5) 0.015(5) 0.001(4) C200 0.10(3) 0.11(3) 0.12(3) 0.10(3) 0.03(2) -0.01(2) O90 0.093(4) 0.089(4) 0.057(3) -0.005(3) 0.000(3) 0.047(3) C91 0.079(5) 0.045(4) 0.058(4) 0.008(3) 0.019(3) 0.007(3) O70 0.046(4) 0.039(4) 0.035(4) 0.014(3) 0.005(3) 0.013(3) C70 0.071(9) 0.037(6) 0.054(7) 0.015(5) -0.028(6) 0.003(6) C71 0.064(8) 0.045(6) 0.041(6) 0.010(5) 0.004(6) 0.016(6) C72 0.066(8) 0.037(5) 0.045(6) 0.015(5) 0.040(6) 0.026(5) C73 0.051(7) 0.045(6) 0.053(6) 0.031(5) 0.040(5) 0.026(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 N4 2.021(4) . ? Ru1 N44 2.023(4) . ? Ru1 N3 2.051(4) . ? Ru1 N43 2.051(4) . ? Ru1 N5 2.057(4) . ? Ru1 N45 2.078(4) . ? C1 O1 1.23(4) . ? C1 O2 1.27(5) . ? C1 C2 1.65(4) . ? O1 H11X 1.0695 . ? O2 H2X 0.8532 . ? C111 O112 1.27(2) . ? C111 O111 1.36(2) . ? C111 C2 1.418(17) . ? O111 H11X 0.9228 . ? O3 C25 1.214(6) . ? O4 C25 1.315(6) . ? O4 H4X 0.9013 . ? N1 C9 1.346(7) . ? N1 N2 1.351(6) . ? N1 C8 1.488(7) . ? N2 N3 1.313(5) . ? N3 C10 1.375(6) . ? N4 C15 1.349(6) . ? N4 C11 1.356(6) . ? N5 N6 1.315(5) . ? N5 C16 1.385(6) . ? N6 N7 1.346(6) . ? N7 C17 1.339(6) . ? N7 C18 1.463(6) . ? C2 C3 1.376(12) . ? C2 C7 1.411(12) . ? C3 C4 1.374(11) . ? C3 H3 0.9500 . ? C4 C5 1.372(10) . ? C4 H4 0.9500 . ? C5 C6 1.393(12) . ? C5 C8 1.464(10) . ? C6 C7 1.388(12) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.374(7) . ? C9 H9 0.9500 . ? C10 C11 1.462(6) . ? C11 C12 1.389(6) . ? C12 C13 1.382(7) . ? C12 H12 0.9500 . ? C13 C14 1.399(7) . ? C13 H13 0.9500 . ? C14 C15 1.393(6) . ? C14 H14 0.9500 . ? C15 C16 1.454(7) . ? C16 C17 1.378(7) . ? C17 H17 0.9500 . ? C18 C19 1.510(7) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.386(7) . ? C19 C24 1.394(7) . ? C20 C21 1.389(7) . ? C20 H20 0.9500 . ? C21 C22 1.389(7) . ? C21 H21 0.9500 . ? C22 C23 1.395(7) . ? C22 C25 1.490(7) . ? C23 C24 1.384(7) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? O41 C41 1.337(9) . ? O41 H41 0.8369 . ? O42 C41 1.180(8) . ? O43 C65 1.223(7) . ? O44 C65 1.313(7) . ? O44 H44X 0.9121 . ? N41 N42 1.339(6) . ? N41 C49 1.359(7) . ? N41 C48 1.479(6) . ? N42 N43 1.317(5) . ? N43 C50 1.380(6) . ? N44 C51 1.356(6) . ? N44 C55 1.360(6) . ? N45 N46 1.306(6) . ? N45 C56 1.384(6) . ? N46 N47 1.351(6) . ? N47 C57 1.350(6) . ? N47 C58 1.468(7) . ? C41 C42 1.509(9) . ? C42 C43 1.357(9) . ? C42 C47 1.429(9) . ? C43 C44 1.358(9) . ? C43 H43 0.9500 . ? C44 C45 1.395(7) . ? C44 H44 0.9500 . ? C45 C46 1.384(7) . ? C45 C48 1.519(7) . ? C46 C47 1.389(8) . ? C46 H46 0.9500 . ? C47 H47 0.9500 . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 C50 1.365(7) . ? C49 H49 0.9500 . ? C50 C51 1.461(7) . ? C51 C52 1.391(7) . ? C52 C53 1.391(7) . ? C52 H52 0.9500 . ? C53 C54 1.378(7) . ? C53 H53 0.9500 . ? C54 C55 1.391(7) . ? C54 H54 0.9500 . ? C55 C56 1.456(7) . ? C56 C57 1.371(7) . ? C57 H57 0.9500 . ? C58 C59 1.506(7) . ? C58 H58A 0.9900 . ? C58 H58B 0.9900 . ? O500 H50X 0.9157 . ? O500 H50Y 0.9371 . ? C59 C64 1.381(8) . ? C59 C60 1.383(8) . ? C60 C61 1.386(8) . ? C60 H60 0.9500 . ? C61 C62 1.383(8) . ? C61 H61 0.9500 . ? C62 C63 1.398(8) . ? C62 C65 1.487(7) . ? C63 C64 1.380(8) . ? C63 H63 0.9500 . ? C64 H64 0.9500 . ? P1 F6 1.568(4) . ? P1 F1 1.572(5) . ? P1 F2 1.594(4) . ? P1 F4 1.599(4) . ? P1 F5 1.603(4) . ? P1 F3 1.619(4) . ? N80 C80 1.084(13) . ? C80 C81 1.447(15) . ? C81 H81A 0.9800 . ? C81 H81B 0.9800 . ? C81 H81C 0.9800 . ? N100 C100 1.20(2) . ? N100 H10Y 0.9803 . ? C100 C101 1.40(3) . ? C100 H10Y 0.7639 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? O100 H10X 0.9053 . ? O100 H10Y 0.9191 . ? O200 C200 1.382(19) . ? O200 H200 0.8543 . ? O200 H201 1.3466 . ? O200 H20J 1.1157 . ? O201 C200 1.407(19) . ? O201 H201 0.8403 . ? C201 C200 1.20(4) . ? C201 H20A 0.9800 . ? C201 H20B 0.9800 . ? C201 H20C 0.9800 . ? C200 H20H 0.9900 . ? C200 H20I 0.9900 . ? C200 H20J 0.9899 . ? C200 H20K 0.9902 . ? O90 C91 1.429(8) . ? O90 H90X 0.8644 . ? C91 C190 1.494(13) . ? C91 C90 1.59(4) . ? C91 H91A 0.9900 . ? C91 H91B 0.9900 . ? C91 H91C 0.9901 . ? C91 H91D 0.9900 . ? C90 H90A 0.9800 . ? C90 H90B 0.9800 . ? C90 H90C 0.9800 . ? C190 H19A 0.9800 . ? C190 H19B 0.9800 . ? C190 H19C 0.9800 . ? O70 C72 1.389(13) . ? O70 C71 1.449(14) . ? C70 C71 1.62(2) . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 C73 1.522(17) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Ru1 N44 176.50(14) . . ? N4 Ru1 N3 78.48(15) . . ? N44 Ru1 N3 100.00(15) . . ? N4 Ru1 N43 98.27(15) . . ? N44 Ru1 N43 78.55(15) . . ? N3 Ru1 N43 90.57(16) . . ? N4 Ru1 N5 78.31(15) . . ? N44 Ru1 N5 103.15(15) . . ? N3 Ru1 N5 156.79(15) . . ? N43 Ru1 N5 92.44(15) . . ? N4 Ru1 N45 105.13(15) . . ? N44 Ru1 N45 78.06(15) . . ? N3 Ru1 N45 93.97(15) . . ? N43 Ru1 N45 156.60(15) . . ? N5 Ru1 N45 92.35(15) . . ? O1 C1 O2 136(4) . . ? O1 C1 C2 105(3) . . ? O2 C1 C2 119(3) . . ? C1 O1 H11X 154.3 . . ? C1 O2 H2X 139.1 . . ? O112 C111 O111 117.9(15) . . ? O112 C111 C2 123.1(15) . . ? O111 C111 C2 119.0(14) . . ? C111 O111 H11X 113.2 . . ? C25 O4 H4X 111.5 . . ? C9 N1 N2 112.6(4) . . ? C9 N1 C8 129.0(5) . . ? N2 N1 C8 118.3(4) . . ? N3 N2 N1 105.3(4) . . ? N2 N3 C10 110.4(4) . . ? N2 N3 Ru1 135.4(3) . . ? C10 N3 Ru1 114.0(3) . . ? C15 N4 C11 120.8(4) . . ? C15 N4 Ru1 119.8(3) . . ? C11 N4 Ru1 119.3(3) . . ? N6 N5 C16 110.7(4) . . ? N6 N5 Ru1 135.9(3) . . ? C16 N5 Ru1 113.4(3) . . ? N5 N6 N7 105.2(4) . . ? C17 N7 N6 112.7(4) . . ? C17 N7 C18 128.0(4) . . ? N6 N7 C18 119.1(4) . . ? C3 C2 C7 118.6(8) . . ? C3 C2 C111 115.0(10) . . ? C7 C2 C111 126.3(11) . . ? C3 C2 C1 136.3(15) . . ? C7 C2 C1 105.0(16) . . ? C111 C2 C1 21.3(13) . . ? C4 C3 C2 120.8(7) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C5 C4 C3 121.5(8) . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C4 C5 C6 118.8(7) . . ? C4 C5 C8 120.9(8) . . ? C6 C5 C8 120.2(7) . . ? C7 C6 C5 120.3(7) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C2 119.9(9) . . ? C6 C7 H7 120.1 . . ? C2 C7 H7 120.1 . . ? C5 C8 N1 110.8(5) . . ? C5 C8 H8A 109.5 . . ? N1 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? N1 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N1 C9 C10 104.4(5) . . ? N1 C9 H9 127.8 . . ? C10 C9 H9 127.8 . . ? C9 C10 N3 107.3(4) . . ? C9 C10 C11 135.5(5) . . ? N3 C10 C11 117.1(4) . . ? N4 C11 C12 121.3(4) . . ? N4 C11 C10 111.0(4) . . ? C12 C11 C10 127.6(4) . . ? C13 C12 C11 118.2(4) . . ? C13 C12 H12 120.9 . . ? C11 C12 H12 120.9 . . ? C12 C13 C14 120.6(4) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C15 C14 C13 118.6(4) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? N4 C15 C14 120.4(4) . . ? N4 C15 C16 111.0(4) . . ? C14 C15 C16 128.5(4) . . ? C17 C16 N5 106.2(4) . . ? C17 C16 C15 136.3(4) . . ? N5 C16 C15 117.4(4) . . ? N7 C17 C16 105.1(4) . . ? N7 C17 H17 127.4 . . ? C16 C17 H17 127.4 . . ? N7 C18 C19 113.4(4) . . ? N7 C18 H18A 108.9 . . ? C19 C18 H18A 108.9 . . ? N7 C18 H18B 108.9 . . ? C19 C18 H18B 108.9 . . ? H18A C18 H18B 107.7 . . ? C20 C19 C24 118.6(5) . . ? C20 C19 C18 123.6(4) . . ? C24 C19 C18 117.7(4) . . ? C19 C20 C21 120.6(5) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? C22 C21 C20 120.5(5) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C23 119.3(5) . . ? C21 C22 C25 121.3(5) . . ? C23 C22 C25 119.4(5) . . ? C24 C23 C22 119.8(5) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C23 C24 C19 121.2(5) . . ? C23 C24 H24 119.4 . . ? C19 C24 H24 119.4 . . ? O3 C25 O4 121.4(5) . . ? O3 C25 C22 124.2(5) . . ? O4 C25 C22 114.4(4) . . ? C41 O41 H41 109.5 . . ? C65 O44 H44X 103.7 . . ? N42 N41 C49 112.4(4) . . ? N42 N41 C48 119.5(4) . . ? C49 N41 C48 127.8(4) . . ? N43 N42 N41 105.4(4) . . ? N42 N43 C50 110.4(4) . . ? N42 N43 Ru1 135.7(3) . . ? C50 N43 Ru1 113.9(3) . . ? C51 N44 C55 120.7(4) . . ? C51 N44 Ru1 119.1(3) . . ? C55 N44 Ru1 120.2(3) . . ? N46 N45 C56 110.5(4) . . ? N46 N45 Ru1 136.4(3) . . ? C56 N45 Ru1 113.1(3) . . ? N45 N46 N47 105.8(4) . . ? C57 N47 N46 111.9(4) . . ? C57 N47 C58 126.0(4) . . ? N46 N47 C58 121.8(4) . . ? O42 C41 O41 125.9(8) . . ? O42 C41 C42 125.7(7) . . ? O41 C41 C42 108.4(6) . . ? C43 C42 C47 120.3(5) . . ? C43 C42 C41 115.7(6) . . ? C47 C42 C41 124.0(6) . . ? C42 C43 C44 120.8(5) . . ? C42 C43 H43 119.6 . . ? C44 C43 H43 119.6 . . ? C43 C44 C45 120.6(5) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C46 C45 C44 119.9(5) . . ? C46 C45 C48 119.4(5) . . ? C44 C45 C48 120.7(5) . . ? C45 C46 C47 120.0(5) . . ? C45 C46 H46 120.0 . . ? C47 C46 H46 120.0 . . ? C46 C47 C42 118.5(5) . . ? C46 C47 H47 120.8 . . ? C42 C47 H47 120.8 . . ? N41 C48 C45 109.7(4) . . ? N41 C48 H48A 109.7 . . ? C45 C48 H48A 109.7 . . ? N41 C48 H48B 109.7 . . ? C45 C48 H48B 109.7 . . ? H48A C48 H48B 108.2 . . ? N41 C49 C50 104.6(4) . . ? N41 C49 H49 127.7 . . ? C50 C49 H49 127.7 . . ? C49 C50 N43 107.1(4) . . ? C49 C50 C51 135.8(5) . . ? N43 C50 C51 117.0(4) . . ? N44 C51 C52 120.8(4) . . ? N44 C51 C50 111.3(4) . . ? C52 C51 C50 127.9(4) . . ? C51 C52 C53 118.2(5) . . ? C51 C52 H52 120.9 . . ? C53 C52 H52 120.9 . . ? C54 C53 C52 121.1(4) . . ? C54 C53 H53 119.5 . . ? C52 C53 H53 119.5 . . ? C53 C54 C55 118.6(5) . . ? C53 C54 H54 120.7 . . ? C55 C54 H54 120.7 . . ? N44 C55 C54 120.6(4) . . ? N44 C55 C56 110.5(4) . . ? C54 C55 C56 128.8(4) . . ? C57 C56 N45 106.8(4) . . ? C57 C56 C55 135.2(4) . . ? N45 C56 C55 118.0(4) . . ? N47 C57 C56 105.0(4) . . ? N47 C57 H57 127.5 . . ? C56 C57 H57 127.5 . . ? N47 C58 C59 113.5(4) . . ? N47 C58 H58A 108.9 . . ? C59 C58 H58A 108.9 . . ? N47 C58 H58B 108.9 . . ? C59 C58 H58B 108.9 . . ? H58A C58 H58B 107.7 . . ? H50X O500 H50Y 120.1 . . ? C64 C59 C60 118.6(5) . . ? C64 C59 C58 122.0(5) . . ? C60 C59 C58 119.3(5) . . ? C59 C60 C61 121.3(5) . . ? C59 C60 H60 119.3 . . ? C61 C60 H60 119.3 . . ? C62 C61 C60 119.7(5) . . ? C62 C61 H61 120.1 . . ? C60 C61 H61 120.1 . . ? C61 C62 C63 119.3(5) . . ? C61 C62 C65 118.9(5) . . ? C63 C62 C65 121.8(5) . . ? C64 C63 C62 120.0(5) . . ? C64 C63 H63 120.0 . . ? C62 C63 H63 120.0 . . ? C63 C64 C59 121.0(5) . . ? C63 C64 H64 119.5 . . ? C59 C64 H64 119.5 . . ? O43 C65 O44 123.4(5) . . ? O43 C65 C62 123.0(5) . . ? O44 C65 C62 113.6(5) . . ? F6 P1 F1 93.1(3) . . ? F6 P1 F2 90.4(2) . . ? F1 P1 F2 89.2(3) . . ? F6 P1 F4 91.2(3) . . ? F1 P1 F4 175.6(3) . . ? F2 P1 F4 90.0(3) . . ? F6 P1 F5 91.0(2) . . ? F1 P1 F5 93.1(3) . . ? F2 P1 F5 177.2(3) . . ? F4 P1 F5 87.6(2) . . ? F6 P1 F3 177.9(3) . . ? F1 P1 F3 88.7(3) . . ? F2 P1 F3 88.7(2) . . ? F4 P1 F3 86.9(2) . . ? F5 P1 F3 89.8(2) . . ? N80 C80 C81 177.8(10) . . ? C80 C81 H81A 109.5 . . ? C80 C81 H81B 109.5 . . ? H81A C81 H81B 109.5 . . ? C80 C81 H81C 109.5 . . ? H81A C81 H81C 109.5 . . ? H81B C81 H81C 109.5 . . ? C100 N100 H10Y 39.6 . . ? N100 C100 C101 175(2) . . ? N100 C100 H10Y 54.9 . . ? C101 C100 H10Y 119.9 . . ? H10X O100 H10Y 102.9 . . ? C200 O200 H200 109.2 . . ? C200 O200 H201 87.2 . . ? H200 O200 H201 163.6 . . ? C200 O200 H20J 45.2 . . ? H200 O200 H20J 68.0 . . ? H201 O200 H20J 127.4 . . ? C200 O201 H201 111.2 . . ? C200 C201 H20A 109.5 . . ? C200 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? C200 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? C201 C200 O200 129(4) . . ? C201 C200 O201 110(4) . . ? O200 C200 O201 56(2) . . ? C201 C200 H20H 105.0 . . ? O200 C200 H20H 105.0 . . ? O201 C200 H20H 58.8 . . ? C201 C200 H20I 105.0 . . ? O200 C200 H20I 105.0 . . ? O201 C200 H20I 144.3 . . ? H20H C200 H20I 105.8 . . ? C201 C200 H20J 110.2 . . ? O200 C200 H20J 53.0 . . ? O201 C200 H20J 109.4 . . ? H20H C200 H20J 144.7 . . ? H20I C200 H20J 62.8 . . ? C201 C200 H20K 109.7 . . ? O200 C200 H20K 121.1 . . ? O201 C200 H20K 109.3 . . ? H20H C200 H20K 55.8 . . ? H20I C200 H20K 50.5 . . ? H20J C200 H20K 108.1 . . ? C91 O90 H90X 106.9 . . ? O90 C91 C190 108.1(7) . . ? O90 C91 C90 119.4(17) . . ? C190 C91 C90 28.2(16) . . ? O90 C91 H91A 107.5 . . ? C190 C91 H91A 134.4 . . ? C90 C91 H91A 107.5 . . ? O90 C91 H91B 107.5 . . ? C190 C91 H91B 88.4 . . ? C90 C91 H91B 107.5 . . ? H91A C91 H91B 107.0 . . ? O90 C91 H91C 109.4 . . ? C190 C91 H91C 110.2 . . ? C90 C91 H91C 122.5 . . ? H91A C91 H91C 83.3 . . ? H91B C91 H91C 24.6 . . ? O90 C91 H91D 110.4 . . ? C190 C91 H91D 110.2 . . ? C90 C91 H91D 82.0 . . ? H91A C91 H91D 28.9 . . ? H91B C91 H91D 129.1 . . ? H91C C91 H91D 108.5 . . ? C91 C90 H90A 109.5 . . ? C91 C90 H90B 109.5 . . ? H90A C90 H90B 109.5 . . ? C91 C90 H90C 109.5 . . ? H90A C90 H90C 109.5 . . ? H90B C90 H90C 109.5 . . ? C91 C190 H19A 109.5 . . ? C91 C190 H19B 109.5 . . ? H19A C190 H19B 109.5 . . ? C91 C190 H19C 109.5 . . ? H19A C190 H19C 109.5 . . ? H19B C190 H19C 109.5 . . ? C72 O70 C71 114.2(9) . . ? C71 C70 H70A 109.5 . . ? C71 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C71 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? O70 C71 C70 112.4(9) . . ? O70 C71 H71A 109.1 . . ? C70 C71 H71A 109.1 . . ? O70 C71 H71B 109.1 . . ? C70 C71 H71B 109.1 . . ? H71A C71 H71B 107.8 . . ? O70 C72 C73 109.7(8) . . ? O70 C72 H72A 109.7 . . ? C73 C72 H72A 109.7 . . ? O70 C72 H72B 109.7 . . ? C73 C72 H72B 109.7 . . ? H72A C72 H72B 108.2 . . ? C72 C73 H73A 109.5 . . ? C72 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? C72 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 N1 N2 N3 -0.6(6) . . . . ? C8 N1 N2 N3 -177.0(5) . . . . ? N1 N2 N3 C10 -0.1(5) . . . . ? N1 N2 N3 Ru1 175.2(4) . . . . ? N4 Ru1 N3 N2 -177.8(5) . . . . ? N44 Ru1 N3 N2 -1.0(5) . . . . ? N43 Ru1 N3 N2 -79.5(4) . . . . ? N5 Ru1 N3 N2 -177.0(4) . . . . ? N45 Ru1 N3 N2 77.5(5) . . . . ? N4 Ru1 N3 C10 -2.7(3) . . . . ? N44 Ru1 N3 C10 174.1(3) . . . . ? N43 Ru1 N3 C10 95.6(3) . . . . ? N5 Ru1 N3 C10 -1.9(6) . . . . ? N45 Ru1 N3 C10 -107.3(3) . . . . ? N44 Ru1 N4 C15 114(2) . . . . ? N3 Ru1 N4 C15 178.4(3) . . . . ? N43 Ru1 N4 C15 89.5(3) . . . . ? N5 Ru1 N4 C15 -1.3(3) . . . . ? N45 Ru1 N4 C15 -90.6(3) . . . . ? N44 Ru1 N4 C11 -62(2) . . . . ? N3 Ru1 N4 C11 2.9(3) . . . . ? N43 Ru1 N4 C11 -86.0(3) . . . . ? N5 Ru1 N4 C11 -176.8(4) . . . . ? N45 Ru1 N4 C11 93.9(3) . . . . ? N4 Ru1 N5 N6 -177.5(5) . . . . ? N44 Ru1 N5 N6 5.7(5) . . . . ? N3 Ru1 N5 N6 -178.3(4) . . . . ? N43 Ru1 N5 N6 84.5(4) . . . . ? N45 Ru1 N5 N6 -72.6(4) . . . . ? N4 Ru1 N5 C16 1.6(3) . . . . ? N44 Ru1 N5 C16 -175.2(3) . . . . ? N3 Ru1 N5 C16 0.8(6) . . . . ? N43 Ru1 N5 C16 -96.4(3) . . . . ? N45 Ru1 N5 C16 106.5(3) . . . . ? C16 N5 N6 N7 0.6(5) . . . . ? Ru1 N5 N6 N7 179.7(3) . . . . ? N5 N6 N7 C17 -0.1(5) . . . . ? N5 N6 N7 C18 -176.0(4) . . . . ? O112 C111 C2 C3 179.6(12) . . . . ? O111 C111 C2 C3 -0.2(16) . . . . ? O112 C111 C2 C7 -3.1(19) . . . . ? O111 C111 C2 C7 177.1(10) . . . . ? O112 C111 C2 C1 -5(4) . . . . ? O111 C111 C2 C1 175(5) . . . . ? O1 C1 C2 C3 9(3) . . . . ? O2 C1 C2 C3 -170.6(18) . . . . ? O1 C1 C2 C7 -175.7(19) . . . . ? O2 C1 C2 C7 5(3) . . . . ? O1 C1 C2 C111 3(3) . . . . ? O2 C1 C2 C111 -177(7) . . . . ? C7 C2 C3 C4 2.1(12) . . . . ? C111 C2 C3 C4 179.6(9) . . . . ? C1 C2 C3 C4 177.3(19) . . . . ? C2 C3 C4 C5 -1.1(12) . . . . ? C3 C4 C5 C6 0.6(11) . . . . ? C3 C4 C5 C8 178.7(7) . . . . ? C4 C5 C6 C7 -1.2(11) . . . . ? C8 C5 C6 C7 -179.3(7) . . . . ? C5 C6 C7 C2 2.2(12) . . . . ? C3 C2 C7 C6 -2.7(12) . . . . ? C111 C2 C7 C6 -179.9(10) . . . . ? C1 C2 C7 C6 -179.2(14) . . . . ? C4 C5 C8 N1 -89.0(8) . . . . ? C6 C5 C8 N1 89.0(8) . . . . ? C9 N1 C8 C5 31.7(10) . . . . ? N2 N1 C8 C5 -152.6(6) . . . . ? N2 N1 C9 C10 1.0(7) . . . . ? C8 N1 C9 C10 176.9(6) . . . . ? N1 C9 C10 N3 -1.0(6) . . . . ? N1 C9 C10 C11 -178.4(6) . . . . ? N2 N3 C10 C9 0.7(6) . . . . ? Ru1 N3 C10 C9 -175.7(4) . . . . ? N2 N3 C10 C11 178.7(4) . . . . ? Ru1 N3 C10 C11 2.3(5) . . . . ? C15 N4 C11 C12 0.7(7) . . . . ? Ru1 N4 C11 C12 176.1(4) . . . . ? C15 N4 C11 C10 -177.8(4) . . . . ? Ru1 N4 C11 C10 -2.4(5) . . . . ? C9 C10 C11 N4 177.2(6) . . . . ? N3 C10 C11 N4 0.0(6) . . . . ? C9 C10 C11 C12 -1.2(10) . . . . ? N3 C10 C11 C12 -178.4(5) . . . . ? N4 C11 C12 C13 0.2(7) . . . . ? C10 C11 C12 C13 178.5(5) . . . . ? C11 C12 C13 C14 -0.5(7) . . . . ? C12 C13 C14 C15 -0.3(7) . . . . ? C11 N4 C15 C14 -1.5(6) . . . . ? Ru1 N4 C15 C14 -176.8(3) . . . . ? C11 N4 C15 C16 176.1(4) . . . . ? Ru1 N4 C15 C16 0.8(5) . . . . ? C13 C14 C15 N4 1.2(7) . . . . ? C13 C14 C15 C16 -175.9(4) . . . . ? N6 N5 C16 C17 -0.9(5) . . . . ? Ru1 N5 C16 C17 179.7(3) . . . . ? N6 N5 C16 C15 177.6(4) . . . . ? Ru1 N5 C16 C15 -1.7(5) . . . . ? N4 C15 C16 C17 178.6(5) . . . . ? C14 C15 C16 C17 -4.0(9) . . . . ? N4 C15 C16 N5 0.7(6) . . . . ? C14 C15 C16 N5 178.0(4) . . . . ? N6 N7 C17 C16 -0.5(5) . . . . ? C18 N7 C17 C16 175.0(4) . . . . ? N5 C16 C17 N7 0.8(5) . . . . ? C15 C16 C17 N7 -177.3(5) . . . . ? C17 N7 C18 C19 -93.3(6) . . . . ? N6 N7 C18 C19 82.0(5) . . . . ? N7 C18 C19 C20 5.9(7) . . . . ? N7 C18 C19 C24 -174.3(4) . . . . ? C24 C19 C20 C21 -0.6(8) . . . . ? C18 C19 C20 C21 179.2(5) . . . . ? C19 C20 C21 C22 0.0(8) . . . . ? C20 C21 C22 C23 0.4(8) . . . . ? C20 C21 C22 C25 -178.7(5) . . . . ? C21 C22 C23 C24 -0.2(8) . . . . ? C25 C22 C23 C24 178.9(5) . . . . ? C22 C23 C24 C19 -0.3(8) . . . . ? C20 C19 C24 C23 0.7(8) . . . . ? C18 C19 C24 C23 -179.1(5) . . . . ? C21 C22 C25 O3 172.1(6) . . . . ? C23 C22 C25 O3 -7.0(8) . . . . ? C21 C22 C25 O4 -5.6(7) . . . . ? C23 C22 C25 O4 175.3(5) . . . . ? C49 N41 N42 N43 0.1(5) . . . . ? C48 N41 N42 N43 174.0(4) . . . . ? N41 N42 N43 C50 -0.5(5) . . . . ? N41 N42 N43 Ru1 177.5(3) . . . . ? N4 Ru1 N43 N42 -3.8(4) . . . . ? N44 Ru1 N43 N42 177.6(4) . . . . ? N3 Ru1 N43 N42 -82.3(4) . . . . ? N5 Ru1 N43 N42 74.7(4) . . . . ? N45 Ru1 N43 N42 176.3(4) . . . . ? N4 Ru1 N43 C50 174.2(3) . . . . ? N44 Ru1 N43 C50 -4.4(3) . . . . ? N3 Ru1 N43 C50 95.7(3) . . . . ? N5 Ru1 N43 C50 -107.3(3) . . . . ? N45 Ru1 N43 C50 -5.7(6) . . . . ? N4 Ru1 N44 C51 -21(2) . . . . ? N3 Ru1 N44 C51 -84.7(3) . . . . ? N43 Ru1 N44 C51 3.8(3) . . . . ? N5 Ru1 N44 C51 93.7(3) . . . . ? N45 Ru1 N44 C51 -176.7(4) . . . . ? N4 Ru1 N44 C55 158(2) . . . . ? N3 Ru1 N44 C55 94.0(3) . . . . ? N43 Ru1 N44 C55 -177.5(4) . . . . ? N5 Ru1 N44 C55 -87.7(3) . . . . ? N45 Ru1 N44 C55 2.0(3) . . . . ? N4 Ru1 N45 N46 -0.4(5) . . . . ? N44 Ru1 N45 N46 178.1(5) . . . . ? N3 Ru1 N45 N46 78.7(5) . . . . ? N43 Ru1 N45 N46 179.4(4) . . . . ? N5 Ru1 N45 N46 -78.9(5) . . . . ? N4 Ru1 N45 C56 179.3(3) . . . . ? N44 Ru1 N45 C56 -2.2(3) . . . . ? N3 Ru1 N45 C56 -101.6(3) . . . . ? N43 Ru1 N45 C56 -0.9(6) . . . . ? N5 Ru1 N45 C56 100.8(3) . . . . ? C56 N45 N46 N47 -0.2(5) . . . . ? Ru1 N45 N46 N47 179.5(3) . . . . ? N45 N46 N47 C57 0.4(5) . . . . ? N45 N46 N47 C58 175.0(4) . . . . ? O42 C41 C42 C43 16.7(9) . . . . ? O41 C41 C42 C43 -164.8(5) . . . . ? O42 C41 C42 C47 -161.7(6) . . . . ? O41 C41 C42 C47 16.8(7) . . . . ? C47 C42 C43 C44 -0.4(8) . . . . ? C41 C42 C43 C44 -178.9(5) . . . . ? C42 C43 C44 C45 0.9(8) . . . . ? C43 C44 C45 C46 -0.3(8) . . . . ? C43 C44 C45 C48 177.7(5) . . . . ? C44 C45 C46 C47 -0.8(7) . . . . ? C48 C45 C46 C47 -178.8(4) . . . . ? C45 C46 C47 C42 1.3(7) . . . . ? C43 C42 C47 C46 -0.6(8) . . . . ? C41 C42 C47 C46 177.7(5) . . . . ? N42 N41 C48 C45 -105.0(5) . . . . ? C49 N41 C48 C45 67.9(6) . . . . ? C46 C45 C48 N41 84.4(6) . . . . ? C44 C45 C48 N41 -93.5(6) . . . . ? N42 N41 C49 C50 0.4(5) . . . . ? C48 N41 C49 C50 -172.9(4) . . . . ? N41 C49 C50 N43 -0.7(5) . . . . ? N41 C49 C50 C51 176.4(5) . . . . ? N42 N43 C50 C49 0.8(5) . . . . ? Ru1 N43 C50 C49 -177.8(3) . . . . ? N42 N43 C50 C51 -177.0(4) . . . . ? Ru1 N43 C50 C51 4.5(5) . . . . ? C55 N44 C51 C52 0.6(7) . . . . ? Ru1 N44 C51 C52 179.3(3) . . . . ? C55 N44 C51 C50 178.9(4) . . . . ? Ru1 N44 C51 C50 -2.5(5) . . . . ? C49 C50 C51 N44 -178.3(5) . . . . ? N43 C50 C51 N44 -1.5(6) . . . . ? C49 C50 C51 C52 -0.2(9) . . . . ? N43 C50 C51 C52 176.6(4) . . . . ? N44 C51 C52 C53 0.6(7) . . . . ? C50 C51 C52 C53 -177.3(5) . . . . ? C51 C52 C53 C54 -0.9(7) . . . . ? C52 C53 C54 C55 -0.1(7) . . . . ? C51 N44 C55 C54 -1.6(7) . . . . ? Ru1 N44 C55 C54 179.7(3) . . . . ? C51 N44 C55 C56 177.3(4) . . . . ? Ru1 N44 C55 C56 -1.3(5) . . . . ? C53 C54 C55 N44 1.3(7) . . . . ? C53 C54 C55 C56 -177.4(5) . . . . ? N46 N45 C56 C57 0.0(5) . . . . ? Ru1 N45 C56 C57 -179.8(3) . . . . ? N46 N45 C56 C55 -178.0(4) . . . . ? Ru1 N45 C56 C55 2.2(5) . . . . ? N44 C55 C56 C57 -177.9(5) . . . . ? C54 C55 C56 C57 0.9(9) . . . . ? N44 C55 C56 N45 -0.7(6) . . . . ? C54 C55 C56 N45 178.1(5) . . . . ? N46 N47 C57 C56 -0.4(6) . . . . ? C58 N47 C57 C56 -174.7(5) . . . . ? N45 C56 C57 N47 0.2(5) . . . . ? C55 C56 C57 N47 177.6(5) . . . . ? C57 N47 C58 C59 -148.5(5) . . . . ? N46 N47 C58 C59 37.7(7) . . . . ? N47 C58 C59 C64 51.2(7) . . . . ? N47 C58 C59 C60 -131.4(5) . . . . ? C64 C59 C60 C61 0.1(8) . . . . ? C58 C59 C60 C61 -177.4(5) . . . . ? C59 C60 C61 C62 -0.1(9) . . . . ? C60 C61 C62 C63 0.4(8) . . . . ? C60 C61 C62 C65 -178.3(5) . . . . ? C61 C62 C63 C64 -0.5(8) . . . . ? C65 C62 C63 C64 178.1(5) . . . . ? C62 C63 C64 C59 0.5(8) . . . . ? C60 C59 C64 C63 -0.2(8) . . . . ? C58 C59 C64 C63 177.2(5) . . . . ? C61 C62 C65 O43 0.4(8) . . . . ? C63 C62 C65 O43 -178.2(5) . . . . ? C61 C62 C65 O44 179.1(5) . . . . ? C63 C62 C65 O44 0.5(7) . . . . ? C72 O70 C71 C70 -171.0(9) . . . . ? C71 O70 C72 C73 176.4(9) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2X O200 0.85 2.40 3.26(4) 179.0 2_666 O111 H11X O100 0.92 2.62 3.390(19) 141.3 1_556 O41 H41 O3 0.84 1.93 2.766(6) 172.9 2_455 O4 H4X Cl1 0.90 2.08 2.980(4) 176.8 1_554 O44 H44X O90 0.91 1.68 2.573(6) 165.2 2_655 O200 H200 O2 0.85 2.57 3.26(4) 137.4 2_666 O90 H90X Cl1 0.86 2.18 3.048(6) 178.6 1_554 _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 1.431 _refine_diff_density_min -0.816 _refine_diff_density_rms 0.175 _database_code_depnum_ccdc_archive 'CCDC 956220' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_jpb_ni _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H51 Cl F6 N15 Ni O9 P' _chemical_formula_weight 1317.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 '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 14.4083(10) _cell_length_b 14.8238(11) _cell_length_c 16.2001(12) _cell_angle_alpha 108.541(3) _cell_angle_beta 91.506(3) _cell_angle_gamma 115.862(3) _cell_volume 2896.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 108(2) _cell_measurement_reflns_used 9659 _cell_measurement_theta_min 3.561 _cell_measurement_theta_max 64.509 _exptl_crystal_description Plate _exptl_crystal_colour Purple _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1356 _exptl_absorpt_coefficient_mu 1.952 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5582 _exptl_absorpt_correction_T_max 0.7526 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 108(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX DUO' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 28333 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 63.49 _reflns_number_total 8995 _reflns_number_gt 8484 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0552P)^2^+3.7647P] 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 8995 _refine_ls_number_parameters 801 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1274 _refine_ls_wR_factor_gt 0.1257 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Ni1 Ni 0.74161(3) 0.17270(3) 0.41363(3) 0.02482(13) Uani 1 1 d . . . N1 N 0.70504(19) -0.08782(17) 0.48311(15) 0.0371(5) Uani 1 1 d . . . N2 N 0.77043(18) 0.01233(17) 0.48713(15) 0.0352(5) Uani 1 1 d . . . N3 N 0.71140(16) 0.04560(16) 0.45667(13) 0.0295(5) Uani 1 1 d . . . N4 N 0.58215(16) 0.08008(15) 0.37426(13) 0.0259(4) Uani 1 1 d . . . N5 N 0.70109(16) 0.25328(16) 0.34719(13) 0.0271(5) Uani 1 1 d . . . N6 N 0.75227(16) 0.33738(16) 0.32564(14) 0.0287(5) Uani 1 1 d . . . N7 N 0.67904(16) 0.34744(16) 0.28224(15) 0.0295(5) Uani 1 1 d . . . O1 O 0.9431(2) -0.3342(3) 0.1818(2) 0.0841(10) Uani 1 1 d . . . O2 O 1.0878(2) -0.2459(3) 0.2857(3) 0.1047(13) Uani 1 1 d . . . C1 C 1.0000(4) -0.3708(6) 0.1183(4) 0.111(2) Uani 1 1 d . . . H1A H 0.9530 -0.4159 0.0603 0.166 Uiso 1 1 calc R . . H1B H 1.0259 -0.4128 0.1385 0.166 Uiso 1 1 calc R . . H1C H 1.0597 -0.3084 0.1131 0.166 Uiso 1 1 calc R . . C2 C 0.9964(3) -0.2726(3) 0.2640(4) 0.0674(12) Uani 1 1 d . . . C3 C 0.9309(2) -0.2415(3) 0.3246(3) 0.0543(9) Uani 1 1 d . . . C4 C 0.8244(2) -0.2766(2) 0.2962(2) 0.0451(7) Uani 1 1 d . . . H4A H 0.7915 -0.3214 0.2361 0.054 Uiso 1 1 calc R . . C5 C 0.7673(2) -0.2459(2) 0.3556(2) 0.0431(7) Uani 1 1 d . . . H5A H 0.6948 -0.2703 0.3360 0.052 Uiso 1 1 calc R . . C6 C 0.8142(2) -0.1792(2) 0.4444(2) 0.0460(8) Uani 1 1 d . . . C7 C 0.9194(3) -0.1448(3) 0.4716(3) 0.0624(11) Uani 1 1 d . . . H7A H 0.9526 -0.0993 0.5315 0.075 Uiso 1 1 calc R . . C8 C 0.9772(3) -0.1757(3) 0.4129(3) 0.0685(12) Uani 1 1 d . . . H8A H 1.0495 -0.1518 0.4330 0.082 Uiso 1 1 calc R . . C9 C 0.7501(3) -0.1487(2) 0.5094(2) 0.0495(8) Uani 1 1 d . . . H9A H 0.6926 -0.2148 0.5129 0.059 Uiso 1 1 calc R . . H9B H 0.7953 -0.1045 0.5691 0.059 Uiso 1 1 calc R . . C10 C 0.6046(2) -0.1191(2) 0.44973(17) 0.0346(6) Uani 1 1 d . . . H10A H 0.5444 -0.1858 0.4405 0.041 Uiso 1 1 calc R . . C11 C 0.6087(2) -0.03311(19) 0.43215(16) 0.0297(6) Uani 1 1 d . . . C12 C 0.5335(2) -0.01030(19) 0.39215(15) 0.0282(5) Uani 1 1 d . . . C13 C 0.4245(2) -0.0705(2) 0.37176(17) 0.0325(6) Uani 1 1 d . . . H13A H 0.3903 -0.1344 0.3843 0.039 Uiso 1 1 calc R . . C14 C 0.3670(2) -0.0356(2) 0.33303(17) 0.0334(6) Uani 1 1 d . . . H14A H 0.2924 -0.0754 0.3190 0.040 Uiso 1 1 calc R . . C15 C 0.4177(2) 0.0578(2) 0.31437(17) 0.0311(6) Uani 1 1 d . . . H15A H 0.3788 0.0827 0.2879 0.037 Uiso 1 1 calc R . . C16 C 0.52691(19) 0.11353(19) 0.33554(16) 0.0281(5) Uani 1 1 d . . . C17 C 0.59566(19) 0.21052(19) 0.31874(16) 0.0275(5) Uani 1 1 d . . . C18 C 0.5813(2) 0.2716(2) 0.27697(18) 0.0314(6) Uani 1 1 d . . . H18A H 0.5168 0.2625 0.2502 0.038 Uiso 1 1 calc R . . C19 C 0.7134(2) 0.4402(2) 0.2537(2) 0.0367(6) Uani 1 1 d . . . H19A H 0.7757 0.4484 0.2261 0.044 Uiso 1 1 calc R . . H19B H 0.7342 0.5067 0.3061 0.044 Uiso 1 1 calc R . . C20 C 0.6275(2) 0.4260(2) 0.18833(19) 0.0331(6) Uani 1 1 d . . . C21 C 0.6139(2) 0.3717(2) 0.0979(2) 0.0429(7) Uani 1 1 d . . . H21A H 0.6592 0.3421 0.0765 0.051 Uiso 1 1 calc R . . C22 C 0.5349(2) 0.3602(2) 0.0387(2) 0.0446(7) Uani 1 1 d . . . H22A H 0.5268 0.3236 -0.0231 0.053 Uiso 1 1 calc R . . C23 C 0.4674(2) 0.4021(2) 0.06932(19) 0.0349(6) Uani 1 1 d . . . C24 C 0.4811(2) 0.4564(2) 0.15936(19) 0.0364(6) Uani 1 1 d . . . H24A H 0.4357 0.4856 0.1808 0.044 Uiso 1 1 calc R . . C25 C 0.5604(2) 0.4683(2) 0.21841(19) 0.0355(6) Uani 1 1 d . . . H25A H 0.5690 0.5058 0.2801 0.043 Uiso 1 1 calc R . . C26 C 0.3823(2) 0.3866(2) 0.0040(2) 0.0385(6) Uani 1 1 d . . . C27 C 0.2344(3) 0.4147(3) -0.0131(3) 0.0568(9) Uani 1 1 d . . . H27A H 0.1949 0.4465 0.0228 0.085 Uiso 1 1 calc R . . H27B H 0.1879 0.3379 -0.0464 0.085 Uiso 1 1 calc R . . H27C H 0.2617 0.4513 -0.0545 0.085 Uiso 1 1 calc R . . O3 O 0.36863(17) 0.34322(18) -0.07544(14) 0.0499(5) Uani 1 1 d . . . O4 O 0.32125(16) 0.42705(17) 0.04456(14) 0.0472(5) Uani 1 1 d . . . N41 N 0.74240(16) 0.39268(16) 0.65682(14) 0.0302(5) Uani 1 1 d . . . N42 N 0.68429(16) 0.30067(16) 0.58767(14) 0.0306(5) Uani 1 1 d . . . N43 N 0.75002(16) 0.28533(16) 0.53737(13) 0.0270(5) Uani 1 1 d . . . N44 N 0.89865(15) 0.27518(16) 0.45326(13) 0.0249(4) Uani 1 1 d . . . N45 N 0.80643(16) 0.09900(16) 0.31337(13) 0.0281(5) Uani 1 1 d . . . N46 N 0.77350(17) 0.00287(17) 0.25298(14) 0.0307(5) Uani 1 1 d . . . N47 N 0.86001(17) -0.00145(17) 0.22740(14) 0.0317(5) Uani 1 1 d . . . O41 O 0.43253(16) 0.04312(16) 0.86340(14) 0.0437(5) Uani 1 1 d . . . O42 O 0.5924(2) 0.0838(3) 0.9218(2) 0.0886(11) Uani 1 1 d . . . C41 C 0.3885(3) -0.0464(3) 0.8936(2) 0.0529(8) Uani 1 1 d . . . H41A H 0.3118 -0.0841 0.8751 0.079 Uiso 1 1 calc R . . H41B H 0.4073 -0.0193 0.9584 0.079 Uiso 1 1 calc R . . H41C H 0.4166 -0.0962 0.8675 0.079 Uiso 1 1 calc R . . C42 C 0.5351(2) 0.1018(3) 0.88229(18) 0.0403(7) Uani 1 1 d . . . C43 C 0.5726(2) 0.1910(2) 0.84778(17) 0.0342(6) Uani 1 1 d . . . C44 C 0.6806(2) 0.2587(3) 0.86221(19) 0.0438(7) Uani 1 1 d . . . H44A H 0.7281 0.2510 0.8976 0.053 Uiso 1 1 calc R . . C45 C 0.7184(2) 0.3368(3) 0.82537(19) 0.0421(7) Uani 1 1 d . . . H45A H 0.7920 0.3818 0.8349 0.051 Uiso 1 1 calc R . . C46 C 0.6499(2) 0.3503(2) 0.77449(17) 0.0326(6) Uani 1 1 d . . . C47 C 0.5424(2) 0.2864(2) 0.76378(16) 0.0304(6) Uani 1 1 d . . . H47A H 0.4949 0.2976 0.7316 0.037 Uiso 1 1 calc R . . C48 C 0.5034(2) 0.2065(2) 0.79959(16) 0.0304(6) Uani 1 1 d . . . H48A H 0.4297 0.1626 0.7912 0.036 Uiso 1 1 calc R . . C49 C 0.6919(2) 0.4301(2) 0.72869(18) 0.0349(6) Uani 1 1 d . . . H49A H 0.6336 0.4381 0.7038 0.042 Uiso 1 1 calc R . . H49B H 0.7437 0.5014 0.7721 0.042 Uiso 1 1 calc R . . C50 C 0.84484(19) 0.4362(2) 0.65151(17) 0.0295(6) Uani 1 1 d . . . H50A H 0.9013 0.5007 0.6922 0.035 Uiso 1 1 calc R . . C51 C 0.84927(19) 0.36683(19) 0.57451(16) 0.0259(5) Uani 1 1 d . . . C52 C 0.93394(19) 0.36228(19) 0.52820(16) 0.0268(5) Uani 1 1 d . . . C53 C 1.0398(2) 0.4365(2) 0.55608(18) 0.0308(6) Uani 1 1 d . . . H53A H 1.0641 0.4974 0.6098 0.037 Uiso 1 1 calc R . . C54 C 1.1093(2) 0.4193(2) 0.50312(19) 0.0345(6) Uani 1 1 d . . . H54A H 1.1822 0.4689 0.5204 0.041 Uiso 1 1 calc R . . C55 C 1.0726(2) 0.3299(2) 0.42521(19) 0.0339(6) Uani 1 1 d . . . H55A H 1.1194 0.3179 0.3883 0.041 Uiso 1 1 calc R . . C56 C 0.9662(2) 0.2585(2) 0.40245(17) 0.0277(5) Uani 1 1 d . . . C57 C 0.9133(2) 0.1555(2) 0.32718(17) 0.0286(5) Uani 1 1 d . . . C58 C 0.9482(2) 0.0912(2) 0.27151(17) 0.0322(6) Uani 1 1 d . . . H58A H 1.0186 0.1081 0.2653 0.039 Uiso 1 1 calc R . . C59 C 0.8511(2) -0.1029(2) 0.16511(18) 0.0354(6) Uani 1 1 d . . . H59A H 0.7938 -0.1635 0.1759 0.042 Uiso 1 1 calc R . . H59B H 0.9173 -0.1055 0.1779 0.042 Uiso 1 1 calc R . . C60 C 0.8296(2) -0.1194(2) 0.06838(18) 0.0309(6) Uani 1 1 d . A . C61 C 0.8915(2) -0.1467(2) 0.01226(19) 0.0417(7) Uani 1 1 d . . . H61A H 0.9545 -0.1429 0.0365 0.050 Uiso 1 1 calc R . . C62 C 0.8631(3) -0.1795(3) -0.0786(2) 0.0523(8) Uani 1 1 d . A . H62A H 0.9064 -0.1984 -0.1161 0.063 Uiso 1 1 calc R . . C63 C 0.7741(3) -0.1848(3) -0.1148(2) 0.0520(9) Uani 1 1 d . . . C64 C 0.7129(3) -0.1563(4) -0.0607(3) 0.0671(12) Uani 1 1 d . A . H64A H 0.6512 -0.1588 -0.0859 0.081 Uiso 1 1 calc R . . C65 C 0.7396(3) -0.1236(3) 0.0309(2) 0.0542(9) Uani 1 1 d . . . H65A H 0.6961 -0.1041 0.0678 0.065 Uiso 1 1 calc R A . C66 C 0.7105(6) -0.2156(6) -0.2020(5) 0.0345(15) Uiso 0.40 1 d P A 1 C67 C 0.6822(6) -0.3358(7) -0.3474(5) 0.0447(18) Uiso 0.40 1 d P A 1 H67A H 0.6071 -0.3579 -0.3502 0.054 Uiso 0.40 1 calc PR A 1 H67B H 0.6916 -0.3989 -0.3783 0.054 Uiso 0.40 1 calc PR A 1 H67C H 0.7121 -0.2829 -0.3760 0.054 Uiso 0.40 1 calc PR A 1 O43 O 0.7358(4) -0.2875(5) -0.2546(4) 0.0416(12) Uiso 0.40 1 d P A 1 O44 O 0.6503(4) -0.1899(4) -0.2277(3) 0.0397(11) Uiso 0.40 1 d P A 1 C166 C 0.7566(4) -0.2371(4) -0.2181(3) 0.0328(10) Uiso 0.60 1 d P A 2 C167 C 0.6343(4) -0.3064(4) -0.3491(3) 0.0356(10) Uiso 0.60 1 d P A 2 H16A H 0.6952 -0.2756 -0.3757 0.043 Uiso 0.60 1 calc PR A 2 H16B H 0.5771 -0.2963 -0.3714 0.043 Uiso 0.60 1 calc PR A 2 H16C H 0.6109 -0.3835 -0.3647 0.043 Uiso 0.60 1 calc PR A 2 O143 O 0.8136(3) -0.2625(3) -0.2623(2) 0.0478(8) Uiso 0.60 1 d P A 2 O144 O 0.6633(2) -0.2528(2) -0.2534(2) 0.0322(7) Uiso 0.60 1 d P A 2 Cl1 Cl 0.51527(5) 0.61674(5) 0.42719(4) 0.03923(17) Uani 1 1 d . . . P1 P 0.93519(7) 0.33120(7) 0.13620(5) 0.0540(2) Uani 1 1 d . . . F1 F 0.93561(17) 0.43761(19) 0.20016(16) 0.0825(7) Uani 1 1 d . . . F2 F 0.9798(4) 0.3207(2) 0.2191(2) 0.1534(19) Uani 1 1 d . . . F3 F 0.9357(3) 0.2263(3) 0.0734(2) 0.1340(15) Uani 1 1 d . . . F4 F 1.05077(16) 0.4051(2) 0.12984(16) 0.0920(9) Uani 1 1 d . . . F5 F 0.8913(2) 0.3440(3) 0.05289(17) 0.1096(10) Uani 1 1 d . . . F6 F 0.8165(2) 0.2668(3) 0.1410(2) 0.1468(17) Uani 1 1 d . . . O100 O 0.36444(16) 0.51542(19) 0.54976(14) 0.0506(5) Uani 1 1 d . . . H10X H 0.4036 0.5486 0.5099 0.061 Uiso 1 1 d . . . H10Y H 0.3956 0.4725 0.5486 0.061 Uiso 1 1 d . . . N100 N 0.1292(3) 1.0043(3) 0.2529(2) 0.0680(8) Uani 1 1 d . . . C100 C 0.1557(2) 0.9671(3) 0.1927(2) 0.0463(7) Uani 1 1 d . . . C101 C 0.1894(4) 0.9208(3) 0.1149(3) 0.0864(15) Uani 1 1 d . . . H10B H 0.1756 0.9444 0.0679 0.104 Uiso 1 1 calc R . . H10C H 0.1505 0.8421 0.0945 0.104 Uiso 1 1 calc R . . H10D H 0.2648 0.9446 0.1291 0.104 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 Ni1 0.0215(2) 0.0198(2) 0.0247(2) 0.00318(17) 0.00675(17) 0.00579(17) N1 0.0461(14) 0.0252(11) 0.0280(12) 0.0084(9) -0.0007(10) 0.0080(10) N2 0.0376(13) 0.0250(11) 0.0293(12) 0.0067(9) -0.0002(10) 0.0058(10) N3 0.0297(11) 0.0249(11) 0.0230(10) 0.0036(9) 0.0039(9) 0.0073(9) N4 0.0250(10) 0.0197(10) 0.0232(10) 0.0024(8) 0.0092(8) 0.0057(9) N5 0.0240(11) 0.0215(10) 0.0274(11) 0.0041(9) 0.0091(9) 0.0067(9) N6 0.0265(11) 0.0236(11) 0.0314(11) 0.0069(9) 0.0093(9) 0.0099(9) N7 0.0245(11) 0.0240(11) 0.0372(12) 0.0073(9) 0.0079(9) 0.0116(9) O1 0.0581(17) 0.150(3) 0.095(2) 0.070(2) 0.0307(17) 0.075(2) O2 0.0313(14) 0.0739(19) 0.195(4) 0.034(2) 0.0040(18) 0.0240(13) C1 0.085(3) 0.204(7) 0.124(4) 0.096(5) 0.057(3) 0.109(4) C2 0.0346(19) 0.058(2) 0.131(4) 0.059(3) 0.013(2) 0.0233(17) C3 0.0304(16) 0.0402(17) 0.100(3) 0.0410(19) 0.0013(17) 0.0131(14) C4 0.0324(15) 0.0416(17) 0.063(2) 0.0263(15) -0.0015(14) 0.0146(13) C5 0.0293(15) 0.0396(16) 0.0548(19) 0.0202(14) -0.0058(13) 0.0103(13) C6 0.0433(17) 0.0268(14) 0.0584(19) 0.0204(14) -0.0145(15) 0.0065(13) C7 0.049(2) 0.0369(18) 0.084(3) 0.0181(18) -0.028(2) 0.0106(16) C8 0.0324(18) 0.0415(19) 0.116(4) 0.031(2) -0.025(2) 0.0047(15) C9 0.058(2) 0.0337(16) 0.0414(17) 0.0162(14) -0.0134(15) 0.0078(14) C10 0.0378(15) 0.0250(13) 0.0228(13) 0.0047(11) 0.0013(11) 0.0024(11) C11 0.0325(14) 0.0213(12) 0.0204(12) 0.0016(10) 0.0071(10) 0.0040(11) C12 0.0309(14) 0.0230(12) 0.0190(12) 0.0005(10) 0.0091(10) 0.0074(11) C13 0.0317(14) 0.0241(13) 0.0239(13) 0.0021(10) 0.0106(11) 0.0023(11) C14 0.0236(13) 0.0315(14) 0.0272(13) 0.0012(11) 0.0075(11) 0.0043(11) C15 0.0238(13) 0.0298(13) 0.0290(13) 0.0037(11) 0.0073(10) 0.0084(11) C16 0.0263(13) 0.0234(12) 0.0262(13) 0.0015(10) 0.0095(10) 0.0096(11) C17 0.0220(12) 0.0229(12) 0.0290(13) 0.0021(10) 0.0082(10) 0.0080(10) C18 0.0229(13) 0.0259(13) 0.0411(15) 0.0075(11) 0.0083(11) 0.0109(11) C19 0.0314(14) 0.0284(14) 0.0492(17) 0.0165(13) 0.0088(12) 0.0115(12) C20 0.0300(14) 0.0252(13) 0.0416(15) 0.0103(12) 0.0088(12) 0.0121(11) C21 0.0373(16) 0.0401(16) 0.0494(18) 0.0041(14) 0.0112(13) 0.0248(14) C22 0.0429(17) 0.0439(17) 0.0375(16) -0.0020(13) 0.0064(13) 0.0240(14) C23 0.0323(14) 0.0261(13) 0.0409(16) 0.0069(12) 0.0075(12) 0.0128(11) C24 0.0373(15) 0.0332(14) 0.0410(16) 0.0087(12) 0.0120(12) 0.0217(12) C25 0.0394(15) 0.0325(14) 0.0341(15) 0.0081(12) 0.0094(12) 0.0191(12) C26 0.0361(15) 0.0263(14) 0.0455(18) 0.0083(13) 0.0051(13) 0.0118(12) C27 0.049(2) 0.052(2) 0.068(2) 0.0138(17) -0.0055(17) 0.0288(17) O3 0.0490(13) 0.0474(12) 0.0413(13) 0.0058(10) 0.0010(10) 0.0202(11) O4 0.0439(12) 0.0474(12) 0.0515(13) 0.0090(10) 0.0009(10) 0.0291(10) N41 0.0275(11) 0.0243(11) 0.0267(11) 0.0009(9) 0.0084(9) 0.0075(9) N42 0.0263(11) 0.0246(11) 0.0286(11) 0.0019(9) 0.0094(9) 0.0066(9) N43 0.0235(11) 0.0221(10) 0.0273(11) 0.0048(9) 0.0080(9) 0.0066(9) N44 0.0225(10) 0.0214(10) 0.0271(11) 0.0061(9) 0.0071(8) 0.0088(8) N45 0.0278(11) 0.0251(11) 0.0261(11) 0.0050(9) 0.0079(9) 0.0108(9) N46 0.0320(12) 0.0270(11) 0.0280(11) 0.0038(9) 0.0090(9) 0.0136(10) N47 0.0350(12) 0.0283(11) 0.0295(11) 0.0047(9) 0.0107(9) 0.0166(10) O41 0.0382(11) 0.0446(12) 0.0491(12) 0.0217(10) 0.0023(9) 0.0174(9) O42 0.0474(15) 0.166(3) 0.113(2) 0.113(2) 0.0331(15) 0.0569(18) C41 0.064(2) 0.0511(19) 0.0509(19) 0.0259(16) 0.0109(16) 0.0280(17) C42 0.0374(16) 0.068(2) 0.0286(14) 0.0203(14) 0.0140(12) 0.0340(16) C43 0.0318(14) 0.0498(16) 0.0214(13) 0.0085(12) 0.0086(11) 0.0223(13) C44 0.0299(15) 0.071(2) 0.0316(15) 0.0167(15) 0.0046(12) 0.0263(15) C45 0.0248(14) 0.0557(18) 0.0356(15) 0.0111(14) 0.0065(12) 0.0140(13) C46 0.0299(14) 0.0349(14) 0.0234(13) -0.0003(11) 0.0066(11) 0.0146(12) C47 0.0278(13) 0.0356(14) 0.0225(12) 0.0019(11) 0.0053(10) 0.0164(12) C48 0.0254(13) 0.0387(15) 0.0219(12) 0.0027(11) 0.0060(10) 0.0164(12) C49 0.0326(14) 0.0311(14) 0.0297(14) -0.0005(11) 0.0108(11) 0.0131(12) C50 0.0240(13) 0.0230(12) 0.0287(13) 0.0025(10) 0.0036(10) 0.0052(10) C51 0.0218(12) 0.0203(12) 0.0269(13) 0.0046(10) 0.0040(10) 0.0054(10) C52 0.0247(13) 0.0220(12) 0.0283(13) 0.0061(10) 0.0051(10) 0.0086(10) C53 0.0236(13) 0.0238(12) 0.0335(14) 0.0039(11) 0.0041(11) 0.0061(11) C54 0.0219(13) 0.0286(14) 0.0441(16) 0.0100(12) 0.0070(11) 0.0066(11) C55 0.0251(13) 0.0326(14) 0.0425(16) 0.0116(12) 0.0135(12) 0.0133(11) C56 0.0271(13) 0.0256(13) 0.0294(13) 0.0085(11) 0.0094(10) 0.0122(11) C57 0.0271(13) 0.0266(13) 0.0299(13) 0.0092(11) 0.0109(11) 0.0111(11) C58 0.0283(14) 0.0316(14) 0.0339(14) 0.0083(12) 0.0121(11) 0.0139(12) C59 0.0446(16) 0.0307(14) 0.0306(14) 0.0042(11) 0.0093(12) 0.0222(13) C60 0.0283(13) 0.0271(13) 0.0323(14) 0.0052(11) 0.0051(11) 0.0126(11) C61 0.0416(16) 0.0511(18) 0.0322(15) 0.0042(13) 0.0050(12) 0.0295(14) C62 0.075(2) 0.0538(19) 0.0302(16) 0.0068(14) 0.0122(16) 0.0384(18) C63 0.0474(19) 0.0412(17) 0.0381(17) 0.0160(14) -0.0076(15) -0.0042(15) C64 0.0313(17) 0.105(3) 0.074(3) 0.065(2) 0.0042(17) 0.0173(19) C65 0.0434(18) 0.088(3) 0.064(2) 0.049(2) 0.0291(16) 0.0428(18) Cl1 0.0442(4) 0.0301(3) 0.0369(4) 0.0128(3) 0.0056(3) 0.0116(3) P1 0.0402(5) 0.0527(5) 0.0356(4) -0.0031(4) 0.0033(3) 0.0070(4) F1 0.0494(12) 0.0788(15) 0.0727(14) -0.0176(12) 0.0084(10) 0.0223(11) F2 0.252(4) 0.0466(14) 0.0775(18) 0.0160(13) -0.065(2) 0.008(2) F3 0.121(2) 0.098(2) 0.113(2) -0.0612(18) -0.054(2) 0.0657(19) F4 0.0386(11) 0.113(2) 0.0763(15) 0.0009(14) 0.0206(11) 0.0176(12) F5 0.101(2) 0.142(3) 0.0598(15) 0.0093(16) -0.0211(14) 0.056(2) F6 0.083(2) 0.105(2) 0.101(2) -0.0247(18) 0.0357(17) -0.0424(17) O100 0.0379(11) 0.0639(14) 0.0462(12) 0.0135(11) 0.0137(9) 0.0249(11) N100 0.073(2) 0.071(2) 0.070(2) 0.0244(18) 0.0216(18) 0.0421(19) C100 0.0332(16) 0.0407(17) 0.058(2) 0.0096(15) -0.0053(14) 0.0178(14) C101 0.073(3) 0.050(2) 0.098(3) -0.009(2) 0.025(2) 0.021(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 Ni1 N44 2.036(2) . y Ni1 N4 2.046(2) . y Ni1 N5 2.078(2) . y Ni1 N3 2.088(2) . y Ni1 N43 2.122(2) . y Ni1 N45 2.132(2) . y N1 N2 1.346(3) . ? N1 C10 1.348(4) . ? N1 C9 1.469(4) . ? N2 N3 1.307(3) . ? N3 C11 1.370(3) . ? N4 C16 1.338(3) . ? N4 C12 1.345(3) . ? N5 N6 1.307(3) . ? N5 C17 1.364(3) . ? N6 N7 1.340(3) . ? N7 C18 1.344(3) . ? N7 C19 1.474(3) . ? O1 C2 1.326(6) . ? O1 C1 1.450(5) . ? O2 C2 1.203(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.485(6) . ? C3 C8 1.392(6) . ? C3 C4 1.397(4) . ? C4 C5 1.380(5) . ? C4 H4A 0.9500 . ? C5 C6 1.402(5) . ? C5 H5A 0.9500 . ? C6 C7 1.378(5) . ? C6 C9 1.510(5) . ? C7 C8 1.381(6) . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.370(4) . ? C10 H10A 0.9500 . ? C11 C12 1.460(4) . ? C12 C13 1.391(4) . ? C13 C14 1.379(4) . ? C13 H13A 0.9500 . ? C14 C15 1.391(4) . ? C14 H14A 0.9500 . ? C15 C16 1.390(4) . ? C15 H15A 0.9500 . ? C16 C17 1.464(4) . ? C17 C18 1.366(4) . ? C18 H18A 0.9500 . ? C19 C20 1.503(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.387(4) . ? C20 C21 1.390(4) . ? C21 C22 1.383(4) . ? C21 H21A 0.9500 . ? C22 C23 1.391(4) . ? C22 H22A 0.9500 . ? C23 C24 1.383(4) . ? C23 C26 1.486(4) . ? C24 C25 1.382(4) . ? C24 H24A 0.9500 . ? C25 H25A 0.9500 . ? C26 O3 1.207(4) . ? C26 O4 1.343(4) . ? C27 O4 1.449(4) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? N41 N42 1.341(3) . ? N41 C50 1.347(3) . ? N41 C49 1.477(3) . ? N42 N43 1.313(3) . ? N43 C51 1.361(3) . ? N44 C52 1.341(3) . ? N44 C56 1.344(3) . ? N45 N46 1.308(3) . ? N45 C57 1.364(3) . ? N46 N47 1.345(3) . ? N47 C58 1.348(3) . ? N47 C59 1.469(3) . ? O41 C42 1.312(4) . ? O41 C41 1.447(4) . ? O42 C42 1.198(4) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.488(4) . ? C43 C48 1.390(4) . ? C43 C44 1.397(4) . ? C44 C45 1.378(5) . ? C44 H44A 0.9500 . ? C45 C46 1.389(4) . ? C45 H45A 0.9500 . ? C46 C47 1.388(4) . ? C46 C49 1.509(4) . ? C47 C48 1.389(4) . ? C47 H47A 0.9500 . ? C48 H48A 0.9500 . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C51 1.365(4) . ? C50 H50A 0.9500 . ? C51 C52 1.464(3) . ? C52 C53 1.387(4) . ? C53 C54 1.391(4) . ? C53 H53A 0.9500 . ? C54 C55 1.385(4) . ? C54 H54A 0.9500 . ? C55 C56 1.383(4) . ? C55 H55A 0.9500 . ? C56 C57 1.467(4) . ? C57 C58 1.366(4) . ? C58 H58A 0.9500 . ? C59 C60 1.509(4) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 C61 1.382(4) . ? C60 C65 1.385(4) . ? C61 C62 1.382(4) . ? C61 H61A 0.9500 . ? C62 C63 1.355(5) . ? C62 H62A 0.9500 . ? C63 C64 1.361(6) . ? C63 C66 1.483(8) . ? C63 C166 1.565(6) . ? C64 C65 1.392(5) . ? C64 H64A 0.9500 . ? C65 H65A 0.9500 . ? C66 O44 1.202(9) . ? C66 O43 1.331(9) . ? C67 O43 1.464(10) . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C166 O143 1.208(6) . ? C166 O144 1.338(6) . ? C167 O144 1.450(6) . ? C167 H16A 0.9800 . ? C167 H16B 0.9800 . ? C167 H16C 0.9800 . ? P1 F2 1.554(3) . ? P1 F3 1.568(3) . ? P1 F6 1.572(3) . ? P1 F4 1.573(2) . ? P1 F5 1.575(3) . ? P1 F1 1.585(2) . ? O100 H10X 0.9780 . ? O100 H10Y 0.9213 . ? N100 C100 1.125(4) . ? C100 C101 1.438(5) . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C101 H10D 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N44 Ni1 N4 175.43(8) . . y N44 Ni1 N5 98.69(8) . . y N4 Ni1 N5 77.33(8) . . y N44 Ni1 N3 106.93(8) . . y N4 Ni1 N3 77.15(8) . . y N5 Ni1 N3 154.31(8) . . y N44 Ni1 N43 77.45(8) . . y N4 Ni1 N43 100.17(8) . . y N5 Ni1 N43 90.36(8) . . y N3 Ni1 N43 96.91(8) . . y N44 Ni1 N45 77.24(8) . . y N4 Ni1 N45 105.40(8) . . y N5 Ni1 N45 98.08(8) . . y N3 Ni1 N45 85.97(8) . . y N43 Ni1 N45 154.24(8) . . y N2 N1 C10 112.0(2) . . ? N2 N1 C9 118.5(2) . . ? C10 N1 C9 129.4(2) . . ? N3 N2 N1 106.0(2) . . ? N2 N3 C11 110.1(2) . . ? N2 N3 Ni1 134.21(17) . . ? C11 N3 Ni1 114.17(17) . . ? C16 N4 C12 120.8(2) . . ? C16 N4 Ni1 119.41(16) . . ? C12 N4 Ni1 119.71(17) . . ? N6 N5 C17 110.1(2) . . ? N6 N5 Ni1 135.66(17) . . ? C17 N5 Ni1 114.26(16) . . ? N5 N6 N7 105.86(19) . . ? N6 N7 C18 112.1(2) . . ? N6 N7 C19 118.2(2) . . ? C18 N7 C19 129.5(2) . . ? C2 O1 C1 116.6(3) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O2 C2 O1 122.7(4) . . ? O2 C2 C3 124.7(5) . . ? O1 C2 C3 112.6(3) . . ? C8 C3 C4 118.9(4) . . ? C8 C3 C2 118.8(3) . . ? C4 C3 C2 122.3(4) . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C4 C5 C6 121.2(3) . . ? C4 C5 H5A 119.4 . . ? C6 C5 H5A 119.4 . . ? C7 C6 C5 118.5(4) . . ? C7 C6 C9 120.8(3) . . ? C5 C6 C9 120.7(3) . . ? C6 C7 C8 120.8(4) . . ? C6 C7 H7A 119.6 . . ? C8 C7 H7A 119.6 . . ? C7 C8 C3 120.8(3) . . ? C7 C8 H8A 119.6 . . ? C3 C8 H8A 119.6 . . ? N1 C9 C6 111.7(2) . . ? N1 C9 H9A 109.3 . . ? C6 C9 H9A 109.3 . . ? N1 C9 H9B 109.3 . . ? C6 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? N1 C10 C11 104.4(2) . . ? N1 C10 H10A 127.8 . . ? C11 C10 H10A 127.8 . . ? C10 C11 N3 107.5(2) . . ? C10 C11 C12 135.7(2) . . ? N3 C11 C12 116.7(2) . . ? N4 C12 C13 120.8(2) . . ? N4 C12 C11 111.6(2) . . ? C13 C12 C11 127.6(2) . . ? C14 C13 C12 118.7(2) . . ? C14 C13 H13A 120.6 . . ? C12 C13 H13A 120.6 . . ? C13 C14 C15 120.3(2) . . ? C13 C14 H14A 119.9 . . ? C15 C14 H14A 119.9 . . ? C16 C15 C14 118.1(3) . . ? C16 C15 H15A 120.9 . . ? C14 C15 H15A 120.9 . . ? N4 C16 C15 121.3(2) . . ? N4 C16 C17 111.6(2) . . ? C15 C16 C17 127.1(2) . . ? N5 C17 C18 107.6(2) . . ? N5 C17 C16 117.0(2) . . ? C18 C17 C16 135.4(2) . . ? N7 C18 C17 104.4(2) . . ? N7 C18 H18A 127.8 . . ? C17 C18 H18A 127.8 . . ? N7 C19 C20 111.3(2) . . ? N7 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? N7 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C25 C20 C21 119.0(3) . . ? C25 C20 C19 119.6(3) . . ? C21 C20 C19 121.4(2) . . ? C22 C21 C20 120.6(3) . . ? C22 C21 H21A 119.7 . . ? C20 C21 H21A 119.7 . . ? C21 C22 C23 120.2(3) . . ? C21 C22 H22A 119.9 . . ? C23 C22 H22A 119.9 . . ? C24 C23 C22 119.2(3) . . ? C24 C23 C26 122.1(2) . . ? C22 C23 C26 118.7(3) . . ? C25 C24 C23 120.6(2) . . ? C25 C24 H24A 119.7 . . ? C23 C24 H24A 119.7 . . ? C24 C25 C20 120.5(3) . . ? C24 C25 H25A 119.7 . . ? C20 C25 H25A 119.7 . . ? O3 C26 O4 123.7(3) . . ? O3 C26 C23 125.0(3) . . ? O4 C26 C23 111.3(2) . . ? O4 C27 H27A 109.5 . . ? O4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? O4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 O4 C27 115.9(3) . . ? N42 N41 C50 111.8(2) . . ? N42 N41 C49 119.5(2) . . ? C50 N41 C49 128.6(2) . . ? N43 N42 N41 106.02(19) . . ? N42 N43 C51 109.77(19) . . ? N42 N43 Ni1 137.26(16) . . ? C51 N43 Ni1 112.92(15) . . ? C52 N44 C56 120.1(2) . . ? C52 N44 Ni1 119.63(16) . . ? C56 N44 Ni1 120.22(16) . . ? N46 N45 C57 109.9(2) . . ? N46 N45 Ni1 135.36(16) . . ? C57 N45 Ni1 112.74(16) . . ? N45 N46 N47 106.0(2) . . ? N46 N47 C58 111.8(2) . . ? N46 N47 C59 119.8(2) . . ? C58 N47 C59 128.1(2) . . ? C42 O41 C41 117.1(2) . . ? O41 C41 H41A 109.5 . . ? O41 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? O41 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? O42 C42 O41 123.2(3) . . ? O42 C42 C43 123.8(3) . . ? O41 C42 C43 113.0(2) . . ? C48 C43 C44 119.3(3) . . ? C48 C43 C42 121.8(2) . . ? C44 C43 C42 118.9(2) . . ? C45 C44 C43 120.4(3) . . ? C45 C44 H44A 119.8 . . ? C43 C44 H44A 119.8 . . ? C44 C45 C46 120.5(3) . . ? C44 C45 H45A 119.7 . . ? C46 C45 H45A 119.7 . . ? C47 C46 C45 119.1(3) . . ? C47 C46 C49 120.5(2) . . ? C45 C46 C49 120.4(2) . . ? C46 C47 C48 120.8(2) . . ? C46 C47 H47A 119.6 . . ? C48 C47 H47A 119.6 . . ? C47 C48 C43 119.7(2) . . ? C47 C48 H48A 120.1 . . ? C43 C48 H48A 120.1 . . ? N41 C49 C46 109.9(2) . . ? N41 C49 H49A 109.7 . . ? C46 C49 H49A 109.7 . . ? N41 C49 H49B 109.7 . . ? C46 C49 H49B 109.7 . . ? H49A C49 H49B 108.2 . . ? N41 C50 C51 104.4(2) . . ? N41 C50 H50A 127.8 . . ? C51 C50 H50A 127.8 . . ? N43 C51 C50 107.9(2) . . ? N43 C51 C52 117.5(2) . . ? C50 C51 C52 134.5(2) . . ? N44 C52 C53 121.7(2) . . ? N44 C52 C51 112.3(2) . . ? C53 C52 C51 126.0(2) . . ? C52 C53 C54 118.1(2) . . ? C52 C53 H53A 121.0 . . ? C54 C53 H53A 121.0 . . ? C55 C54 C53 120.2(2) . . ? C55 C54 H54A 119.9 . . ? C53 C54 H54A 119.9 . . ? C56 C55 C54 118.4(2) . . ? C56 C55 H55A 120.8 . . ? C54 C55 H55A 120.8 . . ? N44 C56 C55 121.5(2) . . ? N44 C56 C57 111.6(2) . . ? C55 C56 C57 126.7(2) . . ? N45 C57 C58 107.9(2) . . ? N45 C57 C56 117.8(2) . . ? C58 C57 C56 133.6(2) . . ? N47 C58 C57 104.4(2) . . ? N47 C58 H58A 127.8 . . ? C57 C58 H58A 127.8 . . ? N47 C59 C60 114.8(2) . . ? N47 C59 H59A 108.6 . . ? C60 C59 H59A 108.6 . . ? N47 C59 H59B 108.6 . . ? C60 C59 H59B 108.6 . . ? H59A C59 H59B 107.5 . . ? C61 C60 C65 117.9(3) . . ? C61 C60 C59 120.1(2) . . ? C65 C60 C59 121.3(2) . . ? C60 C61 C62 120.9(3) . . ? C60 C61 H61A 119.5 . . ? C62 C61 H61A 119.5 . . ? C63 C62 C61 120.7(3) . . ? C63 C62 H62A 119.6 . . ? C61 C62 H62A 119.6 . . ? C62 C63 C64 119.4(3) . . ? C62 C63 C66 141.3(4) . . ? C64 C63 C66 99.2(4) . . ? C62 C63 C166 108.6(3) . . ? C64 C63 C166 131.6(3) . . ? C66 C63 C166 32.9(3) . . ? C63 C64 C65 120.9(3) . . ? C63 C64 H64A 119.6 . . ? C65 C64 H64A 119.6 . . ? C60 C65 C64 120.1(3) . . ? C60 C65 H65A 120.0 . . ? C64 C65 H65A 120.0 . . ? O44 C66 O43 123.5(7) . . ? O44 C66 C63 134.9(7) . . ? O43 C66 C63 101.6(6) . . ? C66 O43 C67 114.7(6) . . ? O143 C166 O144 123.0(5) . . ? O143 C166 C63 128.4(4) . . ? O144 C166 C63 108.7(4) . . ? O144 C167 H16A 109.5 . . ? O144 C167 H16B 109.5 . . ? H16A C167 H16B 109.5 . . ? O144 C167 H16C 109.5 . . ? H16A C167 H16C 109.5 . . ? H16B C167 H16C 109.5 . . ? C166 O144 C167 114.5(4) . . ? F2 P1 F3 91.2(2) . . ? F2 P1 F6 95.2(2) . . ? F3 P1 F6 91.8(2) . . ? F2 P1 F4 89.1(2) . . ? F3 P1 F4 92.62(18) . . ? F6 P1 F4 173.7(2) . . ? F2 P1 F5 179.01(18) . . ? F3 P1 F5 89.51(19) . . ? F6 P1 F5 85.4(2) . . ? F4 P1 F5 90.21(17) . . ? F2 P1 F1 88.42(18) . . ? F3 P1 F1 179.54(16) . . ? F6 P1 F1 88.49(16) . . ? F4 P1 F1 87.07(13) . . ? F5 P1 F1 90.83(17) . . ? H10X O100 H10Y 96.8 . . ? N100 C100 C101 178.7(4) . . ? C100 C101 H10B 109.5 . . ? C100 C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C100 C101 H10D 109.5 . . ? H10B C101 H10D 109.5 . . ? H10C C101 H10D 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 N1 N2 N3 0.4(3) . . . . ? C9 N1 N2 N3 177.2(2) . . . . ? N1 N2 N3 C11 -0.7(3) . . . . ? N1 N2 N3 Ni1 -165.34(18) . . . . ? N44 Ni1 N3 N2 -13.6(2) . . . . ? N4 Ni1 N3 N2 168.6(2) . . . . ? N5 Ni1 N3 N2 162.0(2) . . . . ? N43 Ni1 N3 N2 -92.5(2) . . . . ? N45 Ni1 N3 N2 61.8(2) . . . . ? N44 Ni1 N3 C11 -177.72(16) . . . . ? N4 Ni1 N3 C11 4.44(16) . . . . ? N5 Ni1 N3 C11 -2.1(3) . . . . ? N43 Ni1 N3 C11 103.35(17) . . . . ? N45 Ni1 N3 C11 -102.37(17) . . . . ? N44 Ni1 N4 C16 23.8(11) . . . . ? N5 Ni1 N4 C16 -5.97(17) . . . . ? N3 Ni1 N4 C16 176.94(18) . . . . ? N43 Ni1 N4 C16 82.10(18) . . . . ? N45 Ni1 N4 C16 -100.98(18) . . . . ? N44 Ni1 N4 C12 -152.4(9) . . . . ? N5 Ni1 N4 C12 177.85(18) . . . . ? N3 Ni1 N4 C12 0.76(17) . . . . ? N43 Ni1 N4 C12 -94.08(17) . . . . ? N45 Ni1 N4 C12 82.84(18) . . . . ? N44 Ni1 N5 N6 5.7(2) . . . . ? N4 Ni1 N5 N6 -176.6(2) . . . . ? N3 Ni1 N5 N6 -170.0(2) . . . . ? N43 Ni1 N5 N6 83.1(2) . . . . ? N45 Ni1 N5 N6 -72.5(2) . . . . ? N44 Ni1 N5 C17 -173.64(16) . . . . ? N4 Ni1 N5 C17 4.06(16) . . . . ? N3 Ni1 N5 C17 10.6(3) . . . . ? N43 Ni1 N5 C17 -96.29(16) . . . . ? N45 Ni1 N5 C17 108.13(16) . . . . ? C17 N5 N6 N7 -0.7(2) . . . . ? Ni1 N5 N6 N7 179.88(17) . . . . ? N5 N6 N7 C18 1.0(3) . . . . ? N5 N6 N7 C19 176.7(2) . . . . ? C1 O1 C2 O2 1.4(6) . . . . ? C1 O1 C2 C3 -178.5(4) . . . . ? O2 C2 C3 C8 0.8(5) . . . . ? O1 C2 C3 C8 -179.2(3) . . . . ? O2 C2 C3 C4 -178.8(3) . . . . ? O1 C2 C3 C4 1.2(4) . . . . ? C8 C3 C4 C5 -0.1(4) . . . . ? C2 C3 C4 C5 179.4(3) . . . . ? C3 C4 C5 C6 0.4(4) . . . . ? C4 C5 C6 C7 -0.1(4) . . . . ? C4 C5 C6 C9 -178.4(3) . . . . ? C5 C6 C7 C8 -0.4(5) . . . . ? C9 C6 C7 C8 177.8(3) . . . . ? C6 C7 C8 C3 0.6(5) . . . . ? C4 C3 C8 C7 -0.4(5) . . . . ? C2 C3 C8 C7 -180.0(3) . . . . ? N2 N1 C9 C6 -68.6(3) . . . . ? C10 N1 C9 C6 107.5(3) . . . . ? C7 C6 C9 N1 120.2(3) . . . . ? C5 C6 C9 N1 -61.6(3) . . . . ? N2 N1 C10 C11 0.1(3) . . . . ? C9 N1 C10 C11 -176.2(3) . . . . ? N1 C10 C11 N3 -0.5(3) . . . . ? N1 C10 C11 C12 176.4(3) . . . . ? N2 N3 C11 C10 0.8(3) . . . . ? Ni1 N3 C11 C10 168.78(16) . . . . ? N2 N3 C11 C12 -176.8(2) . . . . ? Ni1 N3 C11 C12 -8.8(3) . . . . ? C16 N4 C12 C13 -0.8(3) . . . . ? Ni1 N4 C12 C13 175.36(17) . . . . ? C16 N4 C12 C11 178.5(2) . . . . ? Ni1 N4 C12 C11 -5.4(3) . . . . ? C10 C11 C12 N4 -167.5(3) . . . . ? N3 C11 C12 N4 9.2(3) . . . . ? C10 C11 C12 C13 11.7(5) . . . . ? N3 C11 C12 C13 -171.6(2) . . . . ? N4 C12 C13 C14 -0.2(3) . . . . ? C11 C12 C13 C14 -179.3(2) . . . . ? C12 C13 C14 C15 0.4(4) . . . . ? C13 C14 C15 C16 0.2(4) . . . . ? C12 N4 C16 C15 1.5(3) . . . . ? Ni1 N4 C16 C15 -174.65(17) . . . . ? C12 N4 C16 C17 -177.5(2) . . . . ? Ni1 N4 C16 C17 6.4(3) . . . . ? C14 C15 C16 N4 -1.2(4) . . . . ? C14 C15 C16 C17 177.6(2) . . . . ? N6 N5 C17 C18 0.3(3) . . . . ? Ni1 N5 C17 C18 179.81(16) . . . . ? N6 N5 C17 C16 178.4(2) . . . . ? Ni1 N5 C17 C16 -2.1(3) . . . . ? N4 C16 C17 N5 -2.6(3) . . . . ? C15 C16 C17 N5 178.5(2) . . . . ? N4 C16 C17 C18 174.8(3) . . . . ? C15 C16 C17 C18 -4.1(5) . . . . ? N6 N7 C18 C17 -0.8(3) . . . . ? C19 N7 C18 C17 -175.9(2) . . . . ? N5 C17 C18 N7 0.3(3) . . . . ? C16 C17 C18 N7 -177.3(3) . . . . ? N6 N7 C19 C20 166.5(2) . . . . ? C18 N7 C19 C20 -18.6(4) . . . . ? N7 C19 C20 C25 93.3(3) . . . . ? N7 C19 C20 C21 -87.0(3) . . . . ? C25 C20 C21 C22 0.2(4) . . . . ? C19 C20 C21 C22 -179.4(3) . . . . ? C20 C21 C22 C23 -0.7(5) . . . . ? C21 C22 C23 C24 0.8(5) . . . . ? C21 C22 C23 C26 -178.9(3) . . . . ? C22 C23 C24 C25 -0.4(4) . . . . ? C26 C23 C24 C25 179.3(3) . . . . ? C23 C24 C25 C20 -0.1(4) . . . . ? C21 C20 C25 C24 0.2(4) . . . . ? C19 C20 C25 C24 179.8(2) . . . . ? C24 C23 C26 O3 177.4(3) . . . . ? C22 C23 C26 O3 -2.9(4) . . . . ? C24 C23 C26 O4 -2.7(4) . . . . ? C22 C23 C26 O4 176.9(3) . . . . ? O3 C26 O4 C27 0.8(4) . . . . ? C23 C26 O4 C27 -179.1(2) . . . . ? C50 N41 N42 N43 -0.3(3) . . . . ? C49 N41 N42 N43 -177.1(2) . . . . ? N41 N42 N43 C51 0.2(3) . . . . ? N41 N42 N43 Ni1 -176.77(19) . . . . ? N44 Ni1 N43 N42 -179.4(3) . . . . ? N4 Ni1 N43 N42 4.6(3) . . . . ? N5 Ni1 N43 N42 81.8(3) . . . . ? N3 Ni1 N43 N42 -73.5(3) . . . . ? N45 Ni1 N43 N42 -168.6(2) . . . . ? N44 Ni1 N43 C51 3.64(17) . . . . ? N4 Ni1 N43 C51 -172.37(17) . . . . ? N5 Ni1 N43 C51 -95.18(17) . . . . ? N3 Ni1 N43 C51 109.51(17) . . . . ? N45 Ni1 N43 C51 14.5(3) . . . . ? N4 Ni1 N44 C52 55.3(11) . . . . ? N5 Ni1 N44 C52 84.63(19) . . . . ? N3 Ni1 N44 C52 -97.30(19) . . . . ? N43 Ni1 N44 C52 -3.80(18) . . . . ? N45 Ni1 N44 C52 -179.0(2) . . . . ? N4 Ni1 N44 C56 -121.5(10) . . . . ? N5 Ni1 N44 C56 -92.18(19) . . . . ? N3 Ni1 N44 C56 85.89(19) . . . . ? N43 Ni1 N44 C56 179.4(2) . . . . ? N45 Ni1 N44 C56 4.19(18) . . . . ? N44 Ni1 N45 N46 161.9(3) . . . . ? N4 Ni1 N45 N46 -22.0(3) . . . . ? N5 Ni1 N45 N46 -101.0(2) . . . . ? N3 Ni1 N45 N46 53.5(2) . . . . ? N43 Ni1 N45 N46 151.0(2) . . . . ? N44 Ni1 N45 C57 0.11(17) . . . . ? N4 Ni1 N45 C57 176.26(17) . . . . ? N5 Ni1 N45 C57 97.25(17) . . . . ? N3 Ni1 N45 C57 -108.27(18) . . . . ? N43 Ni1 N45 C57 -10.7(3) . . . . ? C57 N45 N46 N47 -0.7(3) . . . . ? Ni1 N45 N46 N47 -162.82(18) . . . . ? N45 N46 N47 C58 0.4(3) . . . . ? N45 N46 N47 C59 174.7(2) . . . . ? C41 O41 C42 O42 0.8(5) . . . . ? C41 O41 C42 C43 179.5(2) . . . . ? O42 C42 C43 C48 177.8(3) . . . . ? O41 C42 C43 C48 -0.9(4) . . . . ? O42 C42 C43 C44 -0.4(5) . . . . ? O41 C42 C43 C44 -179.1(2) . . . . ? C48 C43 C44 C45 -3.2(4) . . . . ? C42 C43 C44 C45 175.0(3) . . . . ? C43 C44 C45 C46 0.9(4) . . . . ? C44 C45 C46 C47 2.2(4) . . . . ? C44 C45 C46 C49 -175.5(3) . . . . ? C45 C46 C47 C48 -3.1(4) . . . . ? C49 C46 C47 C48 174.5(2) . . . . ? C46 C47 C48 C43 0.9(4) . . . . ? C44 C43 C48 C47 2.3(4) . . . . ? C42 C43 C48 C47 -175.8(2) . . . . ? N42 N41 C49 C46 63.6(3) . . . . ? C50 N41 C49 C46 -112.5(3) . . . . ? C47 C46 C49 N41 -109.2(3) . . . . ? C45 C46 C49 N41 68.4(3) . . . . ? N42 N41 C50 C51 0.2(3) . . . . ? C49 N41 C50 C51 176.6(2) . . . . ? N42 N43 C51 C50 -0.1(3) . . . . ? Ni1 N43 C51 C50 177.67(17) . . . . ? N42 N43 C51 C52 178.9(2) . . . . ? Ni1 N43 C51 C52 -3.3(3) . . . . ? N41 C50 C51 N43 0.0(3) . . . . ? N41 C50 C51 C52 -178.9(3) . . . . ? C56 N44 C52 C53 -0.7(4) . . . . ? Ni1 N44 C52 C53 -177.52(19) . . . . ? C56 N44 C52 C51 180.0(2) . . . . ? Ni1 N44 C52 C51 3.1(3) . . . . ? N43 C51 C52 N44 0.3(3) . . . . ? C50 C51 C52 N44 179.0(3) . . . . ? N43 C51 C52 C53 -179.0(2) . . . . ? C50 C51 C52 C53 -0.3(5) . . . . ? N44 C52 C53 C54 1.0(4) . . . . ? C51 C52 C53 C54 -179.8(2) . . . . ? C52 C53 C54 C55 -0.2(4) . . . . ? C53 C54 C55 C56 -0.7(4) . . . . ? C52 N44 C56 C55 -0.3(4) . . . . ? Ni1 N44 C56 C55 176.46(19) . . . . ? C52 N44 C56 C57 176.0(2) . . . . ? Ni1 N44 C56 C57 -7.2(3) . . . . ? C54 C55 C56 N44 1.0(4) . . . . ? C54 C55 C56 C57 -174.7(3) . . . . ? N46 N45 C57 C58 0.8(3) . . . . ? Ni1 N45 C57 C58 167.27(17) . . . . ? N46 N45 C57 C56 -170.4(2) . . . . ? Ni1 N45 C57 C56 -4.0(3) . . . . ? N44 C56 C57 N45 7.2(3) . . . . ? C55 C56 C57 N45 -176.7(2) . . . . ? N44 C56 C57 C58 -161.3(3) . . . . ? C55 C56 C57 C58 14.8(5) . . . . ? N46 N47 C58 C57 0.1(3) . . . . ? C59 N47 C58 C57 -173.6(2) . . . . ? N45 C57 C58 N47 -0.5(3) . . . . ? C56 C57 C58 N47 168.7(3) . . . . ? N46 N47 C59 C60 88.7(3) . . . . ? C58 N47 C59 C60 -98.0(3) . . . . ? N47 C59 C60 C61 129.0(3) . . . . ? N47 C59 C60 C65 -60.7(4) . . . . ? C65 C60 C61 C62 -1.4(5) . . . . ? C59 C60 C61 C62 169.2(3) . . . . ? C60 C61 C62 C63 0.5(5) . . . . ? C61 C62 C63 C64 0.8(5) . . . . ? C61 C62 C63 C66 -177.7(5) . . . . ? C61 C62 C63 C166 -173.4(3) . . . . ? C62 C63 C64 C65 -1.1(6) . . . . ? C66 C63 C64 C65 177.9(4) . . . . ? C166 C63 C64 C65 171.5(4) . . . . ? C61 C60 C65 C64 1.1(5) . . . . ? C59 C60 C65 C64 -169.4(3) . . . . ? C63 C64 C65 C60 0.2(6) . . . . ? C62 C63 C66 O44 -153.7(7) . . . . ? C64 C63 C66 O44 27.6(9) . . . . ? C166 C63 C66 O44 -161.3(13) . . . . ? C62 C63 C66 O43 26.2(8) . . . . ? C64 C63 C66 O43 -152.5(5) . . . . ? C166 C63 C66 O43 18.6(4) . . . . ? O44 C66 O43 C67 -1.4(10) . . . . ? C63 C66 O43 C67 178.7(5) . . . . ? C62 C63 C166 O143 -5.2(6) . . . . ? C64 C63 C166 O143 -178.4(5) . . . . ? C66 C63 C166 O143 169.9(9) . . . . ? C62 C63 C166 O144 173.6(3) . . . . ? C64 C63 C166 O144 0.4(6) . . . . ? C66 C63 C166 O144 -11.4(5) . . . . ? O143 C166 O144 C167 2.0(6) . . . . ? C63 C166 O144 C167 -176.8(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O100 H10X Cl1 0.98 2.23 3.193(2) 169.3 . O100 H10Y Cl1 0.92 2.31 3.221(2) 169.6 2_666 _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 63.49 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 0.694 _refine_diff_density_min -0.872 _refine_diff_density_rms 0.061 _database_code_depnum_ccdc_archive 'CCDC 956221'