# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Zheng, Hegen' _publ_contact_author_email zhenghg@nju.edu.cn _publ_section_title ; Solvothermal synthesis, structures, and physical properties of four new coordination compounds constructed from a bent dicarboxylate ligand ; loop_ _publ_author_name 'Changchun Ji' 'Liangfang Huang' 'Jing Li' 'Hegen Zheng' 'Yizhi Li' ; Zijian Guo ; # Attachment '- 1.cif' data_80520bm _database_code_depnum_ccdc_archive 'CCDC 767932' #TrackingRef '- 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H20 Cd3 F12 O11, H2 O' _chemical_formula_sum 'C34 H22 Cd3 F12 O12' _chemical_formula_weight 1187.72 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5227(15) _cell_length_b 14.626(2) _cell_length_c 18.9971(18) _cell_angle_alpha 102.432(2) _cell_angle_beta 94.761(3) _cell_angle_gamma 102.521(2) _cell_volume 1974.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 1047 _cell_measurement_theta_min 2.347 _cell_measurement_theta_max 20.062 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.998 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1148 _exptl_absorpt_coefficient_mu 1.717 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.583 _exptl_absorpt_correction_T_max 0.709 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10708 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7575 _reflns_number_gt 5653 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+1.9900P] 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 7575 _refine_ls_number_parameters 538 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0751 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.1024 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 C1 C 0.6059(9) 0.7190(4) 0.1331(3) 0.0328(13) Uani 1 1 d . . . C2 C 0.5371(8) 0.8044(4) 0.1406(3) 0.0288(12) Uani 1 1 d . . . C3 C 0.6180(8) 0.8898(4) 0.1893(3) 0.0354(14) Uani 1 1 d . . . H3 H 0.7277 0.8955 0.2182 0.043 Uiso 1 1 calc R . . C4 C 0.5387(8) 0.9687(4) 0.1964(3) 0.0304(12) Uani 1 1 d . . . H4 H 0.5967 1.0263 0.2297 0.036 Uiso 1 1 calc R . . C5 C 0.3744(8) 0.9622(4) 0.1546(3) 0.0297(12) Uani 1 1 d . . . C6 C 0.2911(8) 0.8777(4) 0.1079(3) 0.0321(13) Uani 1 1 d . . . H6 H 0.1786 0.8716 0.0808 0.038 Uiso 1 1 calc R . . C7 C 0.3722(9) 0.7982(4) 0.0996(3) 0.0376(14) Uani 1 1 d . . . H7 H 0.3140 0.7409 0.0660 0.045 Uiso 1 1 calc R . . C8 C 0.2910(8) 1.0530(4) 0.1655(3) 0.0307(12) Uani 1 1 d . . . C9 C 0.4262(8) 1.1408(4) 0.1525(3) 0.0297(12) Uani 1 1 d . . . C10 C 0.3965(8) 1.2351(4) 0.1769(4) 0.0336(13) Uani 1 1 d . . . H10 H 0.3068 1.2439 0.2068 0.040 Uiso 1 1 calc R . . C11 C 0.4969(8) 1.3116(4) 0.1571(3) 0.0273(12) Uani 1 1 d . . . H11 H 0.4791 1.3728 0.1751 0.033 Uiso 1 1 calc R . . C12 C 0.6279(8) 1.2996(4) 0.1098(3) 0.0319(13) Uani 1 1 d . . . C13 C 0.6632(9) 1.2098(4) 0.0882(3) 0.0339(13) Uani 1 1 d . . . H13 H 0.7566 1.2020 0.0600 0.041 Uiso 1 1 calc R . . C14 C 0.5597(8) 1.1304(4) 0.1084(3) 0.0293(12) Uani 1 1 d . . . H14 H 0.5816 1.0697 0.0919 0.035 Uiso 1 1 calc R . . C15 C 0.7254(8) 1.3807(4) 0.0803(3) 0.0284(12) Uani 1 1 d . . . C16 C 0.1214(9) 1.0333(4) 0.1055(4) 0.0375(14) Uani 1 1 d . . . C17 C 0.2330(10) 1.0669(5) 0.2412(3) 0.0392(15) Uani 1 1 d . . . C18 C 0.5313(8) 0.6331(4) 0.2797(3) 0.0309(12) Uani 1 1 d . . . C19 C 0.6651(5) 0.6775(2) 0.34805(18) 0.0374(15) Uani 1 1 d G . . C20 C 0.7052(6) 0.7750(2) 0.3825(2) 0.0389(15) Uani 1 1 d G . . H20 H 0.6436 0.8157 0.3647 0.047 Uiso 1 1 calc R . . C21 C 0.8375(6) 0.81156(19) 0.4436(2) 0.0410(15) Uani 1 1 d G . . H21 H 0.8644 0.8768 0.4666 0.049 Uiso 1 1 calc R . . C22 C 0.9297(5) 0.7507(3) 0.47013(18) 0.0327(13) Uani 1 1 d G . . C23 C 0.8896(5) 0.6532(2) 0.4357(2) 0.0374(14) Uani 1 1 d G . . H23 H 0.9512 0.6124 0.4534 0.045 Uiso 1 1 calc R . . C24 C 0.7573(6) 0.61656(19) 0.37462(19) 0.0331(13) Uani 1 1 d G . . H24 H 0.7304 0.5513 0.3516 0.040 Uiso 1 1 calc R . . C25 C 1.0870(9) 0.7896(5) 0.5341(4) 0.0409(15) Uani 1 1 d . . . C26 C 1.0624(5) 0.7276(3) 0.5917(2) 0.0411(15) Uani 1 1 d G . . C27 C 1.2080(4) 0.7058(3) 0.6294(2) 0.0386(14) Uani 1 1 d G . . H27 H 1.3273 0.7270 0.6198 0.046 Uiso 1 1 calc R . . C28 C 1.1753(4) 0.6524(3) 0.6813(2) 0.0325(13) Uani 1 1 d G . . H28 H 1.2727 0.6378 0.7065 0.039 Uiso 1 1 calc R . . C29 C 0.9970(5) 0.6208(3) 0.69556(19) 0.0326(13) Uani 1 1 d G . . C30 C 0.8514(4) 0.6426(3) 0.6579(2) 0.0394(14) Uani 1 1 d G . . H30 H 0.7321 0.6214 0.6675 0.047 Uiso 1 1 calc R . . C31 C 0.8841(4) 0.6960(3) 0.6060(2) 0.0352(13) Uani 1 1 d G . . H31 H 0.7867 0.7106 0.5808 0.042 Uiso 1 1 calc R . . C32 C 0.9633(8) 0.5625(4) 0.7509(3) 0.0332(13) Uani 1 1 d . . . C33 C 1.1017(10) 0.8941(5) 0.5769(4) 0.0425(16) Uani 1 1 d . . . C34 C 1.2720(9) 0.7865(5) 0.5001(4) 0.0398(15) Uani 1 1 d . . . Cd1 Cd -0.16237(6) 0.59117(3) 0.18382(2) 0.03135(12) Uani 1 1 d . . . Cd2 Cd 0.0000 0.5000 0.0000 0.02941(14) Uani 1 2 d S . . Cd3 Cd 0.29002(6) 0.54307(3) 0.15724(2) 0.03456(12) Uani 1 1 d . . . Cd4 Cd 0.5000 0.5000 0.0000 0.03077(15) Uani 1 2 d S . . F1 F 0.0511(5) 1.1109(3) 0.1108(2) 0.0458(9) Uani 1 1 d . . . F2 F 0.1632(5) 1.0100(3) 0.0405(2) 0.0444(9) Uani 1 1 d . . . F3 F -0.0190(5) 0.9636(3) 0.1150(2) 0.0429(9) Uani 1 1 d . . . F4 F 0.1069(5) 1.1215(3) 0.2486(2) 0.0409(8) Uani 1 1 d . . . F5 F 0.3726(5) 1.1094(2) 0.29206(18) 0.0386(8) Uani 1 1 d . . . F6 F 0.1461(5) 0.9836(3) 0.2552(2) 0.0442(9) Uani 1 1 d . . . F7 F 0.9391(5) 0.9046(3) 0.59494(19) 0.0428(9) Uani 1 1 d . . . F8 F 1.2163(5) 0.9197(3) 0.6374(2) 0.0450(9) Uani 1 1 d . . . F9 F 1.1568(5) 0.9573(3) 0.53608(19) 0.0413(8) Uani 1 1 d . . . F10 F 1.2721(5) 0.8257(3) 0.44364(19) 0.0479(10) Uani 1 1 d . . . F11 F 1.4213(5) 0.8354(3) 0.5461(2) 0.0446(9) Uani 1 1 d . . . F12 F 1.2869(5) 0.6980(3) 0.4776(2) 0.0445(9) Uani 1 1 d . . . O1 O 0.5095(6) 0.6377(3) 0.0942(2) 0.0383(10) Uani 1 1 d . . . O2 O 0.7643(6) 0.7264(3) 0.1657(2) 0.0333(9) Uani 1 1 d . . . O3 O 0.6648(6) 1.4575(3) 0.0922(2) 0.0303(9) Uani 1 1 d . . . O4 O 0.8553(6) 1.3715(3) 0.0476(2) 0.0330(9) Uani 1 1 d . . . O5 O 0.3961(5) 0.6701(3) 0.2692(2) 0.0345(9) Uani 1 1 d . . . O6 O 0.5649(5) 0.5686(3) 0.2327(2) 0.0339(9) Uani 1 1 d . . . O7 O 0.8175(7) 0.5603(3) 0.7791(3) 0.0457(11) Uani 1 1 d . . . O8 O 1.0864(6) 0.5203(3) 0.7647(2) 0.0417(10) Uani 1 1 d . . . O9 O 0.2509(6) 0.4525(3) 0.0442(2) 0.0360(9) Uani 1 1 d . . . H9A H 0.2267 0.3925 0.0427 0.043 Uiso 1 1 d R . . O10 O 0.0609(6) 0.5982(3) 0.1139(2) 0.0318(9) Uani 1 1 d . . . H10B H 0.1560 0.6448 0.1258 0.038 Uiso 1 1 d R . . O11 O 0.0522(6) 0.7129(3) 0.2747(2) 0.0400(10) Uani 1 1 d . . . H11C H 0.1420 0.7189 0.2503 0.048 Uiso 1 1 d R . . H11A H 0.1039 0.6963 0.3098 0.048 Uiso 1 1 d R . . O1W O 0.1288(12) 0.2526(6) 0.0120(5) 0.045(2) Uani 0.50 1 d P . . H1X H 0.1578 0.2243 0.0444 0.054 Uiso 0.50 1 d PR . . H1Y H 0.0138 0.2487 0.0080 0.054 Uiso 0.50 1 d PR . . O2W O 0.5173(14) 0.5084(7) 0.4699(5) 0.049(2) Uani 0.50 1 d P . . H2X H 0.5604 0.4586 0.4642 0.059 Uiso 0.50 1 d PR . . H2Y H 0.4045 0.4931 0.4754 0.059 Uiso 0.50 1 d 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 C1 0.044(3) 0.028(3) 0.031(3) 0.011(3) 0.009(3) 0.013(3) C2 0.032(3) 0.021(3) 0.035(3) 0.012(2) 0.011(2) 0.005(2) C3 0.024(3) 0.037(3) 0.045(3) 0.003(3) -0.004(3) 0.017(2) C4 0.028(3) 0.027(3) 0.030(3) 0.003(2) -0.010(2) 0.004(2) C5 0.027(3) 0.035(3) 0.031(3) 0.014(3) 0.006(2) 0.009(2) C6 0.029(3) 0.039(3) 0.033(3) 0.023(3) 0.000(2) 0.005(2) C7 0.046(4) 0.034(3) 0.032(3) 0.003(3) 0.003(3) 0.012(3) C8 0.035(3) 0.031(3) 0.031(3) 0.011(2) 0.011(3) 0.012(2) C9 0.031(3) 0.021(3) 0.036(3) 0.008(2) 0.005(2) 0.002(2) C10 0.028(3) 0.030(3) 0.054(4) 0.019(3) 0.021(3) 0.016(2) C11 0.034(3) 0.020(2) 0.035(3) 0.009(2) 0.013(2) 0.017(2) C12 0.034(3) 0.035(3) 0.027(3) 0.015(2) 0.003(2) 0.002(2) C13 0.041(3) 0.032(3) 0.035(3) 0.021(3) 0.011(3) 0.009(2) C14 0.035(3) 0.017(2) 0.037(3) 0.004(2) 0.014(3) 0.008(2) C15 0.030(3) 0.027(3) 0.030(3) 0.009(2) -0.001(2) 0.008(2) C16 0.036(3) 0.036(3) 0.041(4) 0.014(3) -0.008(3) 0.009(3) C17 0.052(4) 0.041(3) 0.028(3) 0.003(3) 0.026(3) 0.017(3) C18 0.026(3) 0.042(3) 0.023(3) 0.010(2) 0.001(2) 0.003(2) C19 0.044(4) 0.023(3) 0.033(3) 0.006(2) -0.007(3) -0.013(2) C20 0.046(4) 0.042(3) 0.030(3) 0.013(3) -0.005(3) 0.012(3) C21 0.054(4) 0.042(4) 0.032(3) 0.013(3) 0.010(3) 0.015(3) C22 0.027(3) 0.048(4) 0.031(3) 0.016(3) 0.006(2) 0.016(2) C23 0.044(4) 0.043(4) 0.032(3) 0.016(3) 0.000(3) 0.019(3) C24 0.034(3) 0.037(3) 0.025(3) 0.003(2) 0.012(2) 0.005(2) C25 0.035(3) 0.039(3) 0.037(3) 0.007(3) -0.008(3) -0.009(3) C26 0.047(4) 0.037(3) 0.041(4) 0.016(3) -0.007(3) 0.013(3) C27 0.034(3) 0.046(4) 0.034(3) 0.014(3) -0.002(3) 0.004(3) C28 0.027(3) 0.036(3) 0.038(3) 0.017(3) 0.006(2) 0.006(2) C29 0.024(3) 0.047(3) 0.030(3) 0.020(3) 0.001(2) 0.005(2) C30 0.035(3) 0.049(4) 0.039(3) 0.015(3) 0.012(3) 0.015(3) C31 0.034(3) 0.049(4) 0.026(3) 0.012(3) 0.007(2) 0.014(3) C32 0.035(3) 0.028(3) 0.032(3) 0.012(2) 0.002(3) -0.005(2) C33 0.055(4) 0.037(3) 0.032(3) 0.009(3) -0.003(3) 0.004(3) C34 0.040(4) 0.040(4) 0.036(3) 0.015(3) 0.001(3) -0.002(3) Cd1 0.0260(2) 0.0328(2) 0.0352(2) 0.00729(18) 0.00064(17) 0.00911(16) Cd2 0.0257(3) 0.0271(3) 0.0326(3) 0.0056(2) -0.0034(2) 0.0045(2) Cd3 0.0287(2) 0.0406(2) 0.0341(2) 0.00924(19) -0.00161(18) 0.00951(18) Cd4 0.0253(3) 0.0290(3) 0.0348(3) 0.0039(2) -0.0021(2) 0.0057(2) F1 0.050(2) 0.044(2) 0.044(2) 0.0137(17) -0.0060(18) 0.0151(17) F2 0.040(2) 0.047(2) 0.047(2) 0.0119(18) -0.0103(17) 0.0192(17) F3 0.041(2) 0.041(2) 0.043(2) 0.0173(17) 0.0002(17) -0.0033(16) F4 0.038(2) 0.044(2) 0.047(2) 0.0137(17) 0.0224(17) 0.0161(16) F5 0.049(2) 0.0416(19) 0.0275(17) 0.0057(15) 0.0146(16) 0.0153(16) F6 0.045(2) 0.045(2) 0.047(2) 0.0180(18) 0.0187(18) 0.0093(17) F7 0.046(2) 0.051(2) 0.0312(18) 0.0048(16) -0.0056(16) 0.0200(17) F8 0.046(2) 0.044(2) 0.038(2) 0.0100(17) -0.0217(17) 0.0069(17) F9 0.050(2) 0.045(2) 0.0335(19) 0.0153(16) 0.0113(17) 0.0125(17) F10 0.046(2) 0.053(2) 0.0334(19) 0.0195(17) -0.0068(17) -0.0169(18) F11 0.041(2) 0.040(2) 0.044(2) 0.0157(17) 0.0012(17) -0.0125(16) F12 0.048(2) 0.048(2) 0.044(2) 0.0207(18) 0.0191(18) 0.0115(17) O1 0.039(2) 0.038(2) 0.039(2) 0.009(2) 0.014(2) 0.0098(19) O2 0.034(2) 0.024(2) 0.042(2) 0.0201(18) -0.0048(18) -0.0010(16) O3 0.037(2) 0.029(2) 0.0251(19) 0.0065(16) -0.0038(17) 0.0111(17) O4 0.036(2) 0.038(2) 0.034(2) 0.0205(18) 0.0133(18) 0.0136(18) O5 0.028(2) 0.043(2) 0.033(2) 0.0070(19) 0.0003(17) 0.0139(18) O6 0.029(2) 0.039(2) 0.030(2) 0.0014(18) -0.0069(17) 0.0099(17) O7 0.051(3) 0.048(3) 0.044(3) 0.019(2) 0.014(2) 0.014(2) O8 0.041(3) 0.044(2) 0.042(2) 0.014(2) -0.002(2) 0.014(2) O9 0.032(2) 0.039(2) 0.037(2) 0.0096(19) -0.0046(18) 0.0094(18) O10 0.034(2) 0.032(2) 0.031(2) 0.0114(17) 0.0090(18) 0.0064(17) O11 0.039(2) 0.038(2) 0.040(2) -0.0063(19) -0.0019(19) 0.0207(19) O1W 0.030(5) 0.049(5) 0.056(6) 0.006(4) 0.021(4) 0.013(4) O2W 0.045(6) 0.051(6) 0.057(6) 0.019(5) 0.010(5) 0.017(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.269(7) . ? C1 O1 1.282(7) . ? C1 C2 1.438(8) . ? C2 C3 1.366(8) . ? C2 C7 1.383(9) . ? C3 C4 1.396(8) . ? C3 H3 0.9300 . ? C4 C5 1.386(8) . ? C4 H4 0.9300 . ? C5 C6 1.343(8) . ? C5 C8 1.571(8) . ? C6 C7 1.412(9) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C17 1.522(8) . ? C8 C9 1.535(8) . ? C8 C16 1.571(8) . ? C9 C14 1.372(8) . ? C9 C10 1.429(8) . ? C10 C11 1.352(8) . ? C10 H10 0.9300 . ? C11 C12 1.402(8) . ? C11 H11 0.9300 . ? C12 C13 1.378(9) . ? C12 C15 1.496(8) . ? C13 C14 1.397(8) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 O4 1.217(7) . ? C15 O3 1.284(7) . ? C16 F2 1.293(8) . ? C16 F1 1.342(7) . ? C16 F3 1.352(7) . ? C17 F5 1.309(8) . ? C17 F6 1.344(7) . ? C17 F4 1.363(7) . ? C18 O6 1.236(7) . ? C18 O5 1.273(7) . ? C18 C19 1.503(6) . ? C18 Cd3 2.717(5) . ? C19 C20 1.3900 . ? C19 C24 1.3900 . ? C20 C21 1.3900 . ? C20 H20 0.9300 . ? C21 C22 1.3900 . ? C21 H21 0.9300 . ? C22 C23 1.3900 . ? C22 C25 1.540(6) . ? C23 C24 1.3900 . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C33 1.544(9) . ? C25 C26 1.564(7) . ? C25 C34 1.587(10) . ? C26 C27 1.3900 . ? C26 C31 1.3900 . ? C27 C28 1.3900 . ? C27 H27 0.9300 . ? C28 C29 1.3900 . ? C28 H28 0.9300 . ? C29 C30 1.3900 . ? C29 C32 1.495(6) . ? C30 C31 1.3900 . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 O7 1.257(8) . ? C32 O8 1.258(8) . ? C33 F8 1.310(7) . ? C33 F7 1.329(8) . ? C33 F9 1.349(7) . ? C34 F12 1.305(8) . ? C34 F10 1.321(7) . ? C34 F11 1.325(7) . ? Cd1 O8 2.223(4) 2_666 ? Cd1 O10 2.225(4) . ? Cd1 O2 2.252(4) 1_455 ? Cd1 O6 2.310(4) 1_455 ? Cd1 O3 2.366(4) 1_445 ? Cd1 O11 2.392(4) . ? Cd2 O10 2.273(4) . ? Cd2 O10 2.273(4) 2_565 ? Cd2 O9 2.304(4) 2_565 ? Cd2 O9 2.304(4) . ? Cd2 O4 2.354(4) 2_675 ? Cd2 O4 2.354(4) 1_445 ? Cd2 Cd3 3.4047(5) . ? Cd2 Cd3 3.4047(5) 2_565 ? Cd3 O7 2.196(4) 2_666 ? Cd3 O10 2.225(4) . ? Cd3 O9 2.225(4) . ? Cd3 O6 2.327(4) . ? Cd3 O5 2.447(4) . ? Cd3 O1 2.474(4) . ? Cd3 H10B 2.1264 . ? Cd4 O9 2.156(4) 2_665 ? Cd4 O9 2.156(4) . ? Cd4 O3 2.331(4) 2_675 ? Cd4 O3 2.331(4) 1_545 ? Cd4 O1 2.372(4) . ? Cd4 O1 2.372(4) 2_665 ? O2 Cd1 2.252(4) 1_655 ? O3 Cd4 2.331(4) 1_565 ? O3 Cd1 2.366(4) 1_665 ? O4 Cd2 2.354(4) 1_665 ? O6 Cd1 2.310(4) 1_655 ? O7 Cd3 2.196(4) 2_666 ? O8 Cd1 2.223(4) 2_666 ? O9 H9A 0.8499 . ? O10 H10B 0.8500 . ? O11 H11C 0.8501 . ? O11 H11A 0.8500 . ? O1W H1X 0.8500 . ? O1W H1Y 0.8499 . ? O2W O2W 1.255(19) 2_666 ? O2W H2X 0.8500 . ? O2W H2Y 0.8500 . ? 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 O2 C1 O1 121.1(5) . . ? O2 C1 C2 118.2(5) . . ? O1 C1 C2 120.7(6) . . ? C3 C2 C7 117.8(5) . . ? C3 C2 C1 124.0(6) . . ? C7 C2 C1 118.1(5) . . ? C2 C3 C4 121.1(5) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 120.8(5) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 118.6(5) . . ? C6 C5 C8 122.9(5) . . ? C4 C5 C8 118.5(5) . . ? C5 C6 C7 120.8(6) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C2 C7 C6 120.9(5) . . ? C2 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C17 C8 C9 114.8(5) . . ? C17 C8 C16 111.1(5) . . ? C9 C8 C16 104.4(4) . . ? C17 C8 C5 106.0(5) . . ? C9 C8 C5 111.4(5) . . ? C16 C8 C5 109.2(5) . . ? C14 C9 C10 118.0(5) . . ? C14 C9 C8 121.6(5) . . ? C10 C9 C8 119.7(5) . . ? C11 C10 C9 120.9(5) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 120.6(5) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 119.0(5) . . ? C13 C12 C15 119.4(6) . . ? C11 C12 C15 121.7(5) . . ? C12 C13 C14 120.5(6) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C9 C14 C13 120.8(5) . . ? C9 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? O4 C15 O3 124.0(5) . . ? O4 C15 C12 119.7(5) . . ? O3 C15 C12 116.4(5) . . ? F2 C16 F1 108.2(5) . . ? F2 C16 F3 109.6(5) . . ? F1 C16 F3 104.1(5) . . ? F2 C16 C8 112.3(5) . . ? F1 C16 C8 111.1(5) . . ? F3 C16 C8 111.2(5) . . ? F5 C17 F6 109.1(5) . . ? F5 C17 F4 107.6(5) . . ? F6 C17 F4 103.7(5) . . ? F5 C17 C8 112.0(5) . . ? F6 C17 C8 112.6(5) . . ? F4 C17 C8 111.5(5) . . ? O6 C18 O5 122.1(5) . . ? O6 C18 C19 119.3(5) . . ? O5 C18 C19 118.2(5) . . ? O6 C18 Cd3 58.7(3) . . ? O5 C18 Cd3 64.2(3) . . ? C19 C18 Cd3 176.8(4) . . ? C20 C19 C24 120.0 . . ? C20 C19 C18 123.4(3) . . ? C24 C19 C18 116.5(3) . . ? C19 C20 C21 120.0 . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C20 C21 C22 120.0 . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C23 C22 C21 120.0 . . ? C23 C22 C25 118.3(3) . . ? C21 C22 C25 121.6(3) . . ? C22 C23 C24 120.0 . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C19 120.0 . . ? C23 C24 H24 120.0 . . ? C19 C24 H24 120.0 . . ? C22 C25 C33 114.7(5) . . ? C22 C25 C26 111.1(4) . . ? C33 C25 C26 105.2(5) . . ? C22 C25 C34 106.4(5) . . ? C33 C25 C34 108.2(5) . . ? C26 C25 C34 111.3(5) . . ? C27 C26 C31 120.0 . . ? C27 C26 C25 123.5(3) . . ? C31 C26 C25 116.5(3) . . ? C28 C27 C26 120.0 . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C29 C28 C27 120.0 . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 C30 120.0 . . ? C28 C29 C32 119.5(3) . . ? C30 C29 C32 120.5(3) . . ? C29 C30 C31 120.0 . . ? C29 C30 H30 120.0 . . ? C31 C30 H30 120.0 . . ? C30 C31 C26 120.0 . . ? C30 C31 H31 120.0 . . ? C26 C31 H31 120.0 . . ? O7 C32 O8 126.5(6) . . ? O7 C32 C29 117.8(5) . . ? O8 C32 C29 115.7(5) . . ? F8 C33 F7 106.9(5) . . ? F8 C33 F9 107.9(5) . . ? F7 C33 F9 107.3(5) . . ? F8 C33 C25 113.1(6) . . ? F7 C33 C25 110.5(5) . . ? F9 C33 C25 110.9(5) . . ? F12 C34 F10 108.0(6) . . ? F12 C34 F11 108.0(6) . . ? F10 C34 F11 106.9(5) . . ? F12 C34 C25 111.3(5) . . ? F10 C34 C25 109.1(6) . . ? F11 C34 C25 113.2(5) . . ? O8 Cd1 O10 95.65(16) 2_666 . ? O8 Cd1 O2 163.27(16) 2_666 1_455 ? O10 Cd1 O2 94.75(15) . 1_455 ? O8 Cd1 O6 88.78(16) 2_666 1_455 ? O10 Cd1 O6 167.56(14) . 1_455 ? O2 Cd1 O6 83.79(15) 1_455 1_455 ? O8 Cd1 O3 84.39(14) 2_666 1_445 ? O10 Cd1 O3 87.31(15) . 1_445 ? O2 Cd1 O3 109.18(14) 1_455 1_445 ? O6 Cd1 O3 81.54(14) 1_455 1_445 ? O8 Cd1 O11 89.16(16) 2_666 . ? O10 Cd1 O11 86.50(15) . . ? O2 Cd1 O11 78.43(14) 1_455 . ? O6 Cd1 O11 105.23(14) 1_455 . ? O3 Cd1 O11 170.58(14) 1_445 . ? O10 Cd2 O10 180.0(3) . 2_565 ? O10 Cd2 O9 99.45(15) . 2_565 ? O10 Cd2 O9 80.55(15) 2_565 2_565 ? O10 Cd2 O9 80.55(15) . . ? O10 Cd2 O9 99.45(15) 2_565 . ? O9 Cd2 O9 180.0(2) 2_565 . ? O10 Cd2 O4 90.46(14) . 2_675 ? O10 Cd2 O4 89.54(14) 2_565 2_675 ? O9 Cd2 O4 79.09(15) 2_565 2_675 ? O9 Cd2 O4 100.91(15) . 2_675 ? O10 Cd2 O4 89.54(14) . 1_445 ? O10 Cd2 O4 90.46(14) 2_565 1_445 ? O9 Cd2 O4 100.91(15) 2_565 1_445 ? O9 Cd2 O4 79.09(15) . 1_445 ? O4 Cd2 O4 180.00(16) 2_675 1_445 ? O10 Cd2 Cd3 40.28(10) . . ? O10 Cd2 Cd3 139.72(10) 2_565 . ? O9 Cd2 Cd3 139.61(11) 2_565 . ? O9 Cd2 Cd3 40.39(11) . . ? O4 Cd2 Cd3 99.86(10) 2_675 . ? O4 Cd2 Cd3 80.14(10) 1_445 . ? O10 Cd2 Cd3 139.72(10) . 2_565 ? O10 Cd2 Cd3 40.28(10) 2_565 2_565 ? O9 Cd2 Cd3 40.39(11) 2_565 2_565 ? O9 Cd2 Cd3 139.61(11) . 2_565 ? O4 Cd2 Cd3 80.14(10) 2_675 2_565 ? O4 Cd2 Cd3 99.86(10) 1_445 2_565 ? Cd3 Cd2 Cd3 180.000(16) . 2_565 ? O7 Cd3 O10 109.15(17) 2_666 . ? O7 Cd3 O9 103.62(17) 2_666 . ? O10 Cd3 O9 83.36(15) . . ? O7 Cd3 O6 84.41(17) 2_666 . ? O10 Cd3 O6 150.41(14) . . ? O9 Cd3 O6 119.86(15) . . ? O7 Cd3 O5 90.28(16) 2_666 . ? O10 Cd3 O5 97.95(14) . . ? O9 Cd3 O5 164.84(15) . . ? O6 Cd3 O5 54.70(14) . . ? O7 Cd3 O1 159.41(17) 2_666 . ? O10 Cd3 O1 91.28(15) . . ? O9 Cd3 O1 75.54(15) . . ? O6 Cd3 O1 78.59(15) . . ? O5 Cd3 O1 89.32(14) . . ? O7 Cd3 C18 84.54(18) 2_666 . ? O10 Cd3 C18 125.61(17) . . ? O9 Cd3 C18 146.04(17) . . ? O6 Cd3 C18 26.99(16) . . ? O5 Cd3 C18 27.92(16) . . ? O1 Cd3 C18 85.51(16) . . ? O7 Cd3 Cd2 109.61(13) 2_666 . ? O10 Cd3 Cd2 41.35(10) . . ? O9 Cd3 Cd2 42.14(11) . . ? O6 Cd3 Cd2 158.36(11) . . ? O5 Cd3 Cd2 138.19(10) . . ? O1 Cd3 Cd2 83.86(11) . . ? C18 Cd3 Cd2 162.73(13) . . ? O7 Cd3 H10B 126.0 2_666 . ? O10 Cd3 H10B 22.4 . . ? O9 Cd3 H10B 93.2 . . ? O6 Cd3 H10B 129.7 . . ? O5 Cd3 H10B 83.2 . . ? O1 Cd3 H10B 74.3 . . ? C18 Cd3 H10B 108.7 . . ? Cd2 Cd3 H10B 55.2 . . ? O9 Cd4 O9 180.0 2_665 . ? O9 Cd4 O3 89.15(15) 2_665 2_675 ? O9 Cd4 O3 90.85(15) . 2_675 ? O9 Cd4 O3 90.85(15) 2_665 1_545 ? O9 Cd4 O3 89.15(15) . 1_545 ? O3 Cd4 O3 180.00(18) 2_675 1_545 ? O9 Cd4 O1 101.01(15) 2_665 . ? O9 Cd4 O1 78.99(15) . . ? O3 Cd4 O1 97.55(15) 2_675 . ? O3 Cd4 O1 82.45(15) 1_545 . ? O9 Cd4 O1 78.99(15) 2_665 2_665 ? O9 Cd4 O1 101.01(15) . 2_665 ? O3 Cd4 O1 82.45(15) 2_675 2_665 ? O3 Cd4 O1 97.55(15) 1_545 2_665 ? O1 Cd4 O1 180.0(3) . 2_665 ? C1 O1 Cd4 146.7(4) . . ? C1 O1 Cd3 115.7(4) . . ? Cd4 O1 Cd3 92.29(14) . . ? C1 O2 Cd1 118.1(3) . 1_655 ? C15 O3 Cd4 121.9(3) . 1_565 ? C15 O3 Cd1 117.4(3) . 1_665 ? Cd4 O3 Cd1 113.75(15) 1_565 1_665 ? C15 O4 Cd2 118.4(4) . 1_665 ? C18 O5 Cd3 87.9(3) . . ? C18 O6 Cd1 121.3(4) . 1_655 ? C18 O6 Cd3 94.4(3) . . ? Cd1 O6 Cd3 119.02(18) 1_655 . ? C32 O7 Cd3 124.1(4) . 2_666 ? C32 O8 Cd1 146.3(4) . 2_666 ? Cd4 O9 Cd3 105.83(16) . . ? Cd4 O9 Cd2 114.94(18) . . ? Cd3 O9 Cd2 97.46(17) . . ? Cd4 O9 H9A 112.6 . . ? Cd3 O9 H9A 112.5 . . ? Cd2 O9 H9A 112.4 . . ? Cd1 O10 Cd3 111.34(17) . . ? Cd1 O10 Cd2 118.05(17) . . ? Cd3 O10 Cd2 98.37(15) . . ? Cd1 O10 H10B 120.0 . . ? Cd3 O10 H10B 72.3 . . ? Cd2 O10 H10B 120.4 . . ? Cd1 O11 H11C 97.5 . . ? Cd1 O11 H11A 118.6 . . ? H11C O11 H11A 97.8 . . ? H1X O1W H1Y 109.5 . . ? O2W O2W H2X 85.3 2_666 . ? O2W O2W H2Y 63.3 2_666 . ? H2X O2W H2Y 109.5 . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 1.080 _refine_diff_density_min -1.140 _refine_diff_density_rms 0.125 # Attachment '- 2.cif' data_81022b _database_code_depnum_ccdc_archive 'CCDC 767933' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H21 F12 Mn2 N2 O8, 3(H) ' _chemical_formula_sum 'C44 H24 F12 Mn2 N2 O8' _chemical_formula_weight 1046.53 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.6946(15) _cell_length_b 13.0148(14) _cell_length_c 24.899(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.182(5) _cell_angle_gamma 90.00 _cell_volume 4165.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4778 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.18 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.669 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 0.718 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.827 _exptl_absorpt_correction_T_max 0.866 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21956 _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8145 _reflns_number_gt 5692 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0542P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8145 _refine_ls_number_parameters 620 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1081 _refine_ls_wR_factor_gt 0.1027 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 C1 C 0.3449(2) 0.0020(2) 0.87522(14) 0.0371(7) Uani 1 1 d . . . C2 C 0.3022(2) -0.0432(2) 0.81584(12) 0.0334(7) Uani 1 1 d . . . C3 C 0.3302(3) -0.1391(3) 0.80278(14) 0.0477(9) Uani 1 1 d . . . H3 H 0.3777 -0.1780 0.8313 0.057 Uiso 1 1 calc R . . C4 C 0.2886(3) -0.1784(3) 0.74783(14) 0.0452(9) Uani 1 1 d . . . H4 H 0.3093 -0.2430 0.7398 0.054 Uiso 1 1 calc R . . C5 C 0.2168(2) -0.1228(2) 0.70483(14) 0.0383(7) Uani 1 1 d . . . C6 C 0.1913(2) -0.0268(2) 0.71868(13) 0.0403(8) Uani 1 1 d . . . H6 H 0.1439 0.0127 0.6905 0.048 Uiso 1 1 calc R . . C7 C 0.2336(2) 0.0122(2) 0.77266(13) 0.0381(7) Uani 1 1 d . . . H7 H 0.2152 0.0780 0.7802 0.046 Uiso 1 1 calc R . . C8 C 0.1626(3) -0.1593(2) 0.64250(15) 0.0413(8) Uani 1 1 d . . . C9 C 0.1689(3) -0.2763(3) 0.63566(15) 0.0435(8) Uani 1 1 d . . . C10 C 0.2198(3) -0.1078(3) 0.60564(14) 0.0400(7) Uani 1 1 d . . . C11 C 0.0465(2) -0.1311(2) 0.62274(14) 0.0355(7) Uani 1 1 d . . . C12 C -0.0076(2) -0.1623(2) 0.65765(14) 0.0363(7) Uani 1 1 d . . . H12 H 0.0282 -0.1951 0.6920 0.044 Uiso 1 1 calc R . . C13 C -0.1122(2) -0.1463(2) 0.64314(14) 0.0356(7) Uani 1 1 d . . . H13 H -0.1466 -0.1701 0.6670 0.043 Uiso 1 1 calc R . . C14 C -0.1676(2) -0.0946(2) 0.59296(13) 0.0333(7) Uani 1 1 d . . . C15 C -0.2828(2) -0.0849(2) 0.57713(13) 0.0301(6) Uani 1 1 d . . . C16 C -0.1136(2) -0.0595(2) 0.55925(14) 0.0384(7) Uani 1 1 d . . . H16 H -0.1483 -0.0220 0.5264 0.046 Uiso 1 1 calc R . . C17 C -0.0080(2) -0.0792(2) 0.57356(15) 0.0394(7) Uani 1 1 d . . . H17 H 0.0263 -0.0567 0.5494 0.047 Uiso 1 1 calc R . . C18 C 0.5846(2) 0.2396(2) 0.99508(13) 0.0321(7) Uani 1 1 d . . . C19 C 0.6966(2) 0.2265(2) 1.03020(14) 0.0332(7) Uani 1 1 d . . . C20 C 0.7531(2) 0.1473(2) 1.01845(14) 0.0351(7) Uani 1 1 d . . . H20 H 0.7209 0.1032 0.9881 0.042 Uiso 1 1 calc R . . C21 C 0.8558(2) 0.1323(2) 1.05062(14) 0.0348(7) Uani 1 1 d . . . H21 H 0.8927 0.0794 1.0412 0.042 Uiso 1 1 calc R . . C22 C 0.9050(2) 0.1949(2) 1.09690(12) 0.0261(6) Uani 1 1 d . . . C23 C 0.8486(2) 0.2748(2) 1.10825(14) 0.0380(7) Uani 1 1 d . . . H23 H 0.8802 0.3183 1.1390 0.046 Uiso 1 1 calc R . . C24 C 0.7461(2) 0.2912(2) 1.07465(14) 0.0362(7) Uani 1 1 d . . . H24 H 0.7102 0.3468 1.0823 0.043 Uiso 1 1 calc R . . C25 C 1.0177(2) 0.1687(2) 1.13529(13) 0.0317(6) Uani 1 1 d . . . C26 C 1.0689(3) 0.2573(2) 1.17571(16) 0.0453(8) Uani 1 1 d . . . C27 C 1.0103(3) 0.0748(2) 1.17082(15) 0.0423(8) Uani 1 1 d . . . C28 C 1.0896(2) 0.1489(2) 1.09976(13) 0.0317(6) Uani 1 1 d . . . C29 C 1.0792(3) 0.2106(3) 1.05267(15) 0.0425(8) Uani 1 1 d . . . H29 H 1.0243 0.2569 1.0401 0.051 Uiso 1 1 calc R . . C30 C 1.1487(3) 0.2038(2) 1.02448(15) 0.0417(8) Uani 1 1 d . . . H30 H 1.1398 0.2458 0.9929 0.050 Uiso 1 1 calc R . . C31 C 1.2313(2) 0.1369(2) 1.04142(13) 0.0318(6) Uani 1 1 d . . . C32 C 1.2399(2) 0.0726(2) 1.08720(13) 0.0332(7) Uani 1 1 d . . . H32 H 1.2931 0.0242 1.0985 0.040 Uiso 1 1 calc R . . C33 C 1.1707(2) 0.0795(2) 1.11626(13) 0.0344(7) Uani 1 1 d . . . H33 H 1.1788 0.0367 1.1474 0.041 Uiso 1 1 calc R . . C34 C 1.3113(2) 0.1356(2) 1.01229(14) 0.0368(7) Uani 1 1 d . . . C35 C 0.3979(3) 0.2721(3) 0.79707(14) 0.0450(8) Uani 1 1 d . . . H35 H 0.3564 0.3277 0.7988 0.054 Uiso 1 1 calc R . . C36 C 0.4050(3) 0.2474(3) 0.74453(16) 0.0495(9) Uani 1 1 d . A . H36 H 0.3703 0.2866 0.7123 0.059 Uiso 1 1 calc R . . C37 C 0.4646(3) 0.1635(2) 0.74047(15) 0.0398(7) Uani 1 1 d . . . C38 C 0.5158(3) 0.1117(2) 0.79079(15) 0.0426(8) Uani 1 1 d . A . H38 H 0.5573 0.0553 0.7905 0.051 Uiso 1 1 calc R . . C39 C 0.5057(3) 0.1432(3) 0.84122(15) 0.0433(8) Uani 1 1 d . . . H39 H 0.5423 0.1077 0.8745 0.052 Uiso 1 1 calc R A . C40 C 0.469(4) 0.128(5) 0.685(2) 0.038 Uani 0.45 1 d P A 1 C41 C 0.4468(7) 0.1874(7) 0.6372(4) 0.053 Uani 0.45 1 d P A 1 H41A H 0.4264 0.2552 0.6386 0.063 Uiso 0.446(11) 1 calc PR A 1 C42 C 0.4533(6) 0.1502(6) 0.5877(3) 0.045 Uani 0.45 1 d P A 1 H42A H 0.4370 0.1949 0.5567 0.055 Uiso 0.446(11) 1 calc PR A 1 C43 C 0.5014(7) -0.0049(7) 0.6257(3) 0.039(2) Uani 0.446(11) 1 d P A 1 C44 C 0.4939(7) 0.0241(6) 0.6775(4) 0.052 Uani 0.45 1 d P A 1 H44A H 0.5047 -0.0232 0.7070 0.062 Uiso 0.446(11) 1 calc PR A 1 C40' C 0.472(3) 0.129(4) 0.6861(18) 0.042 Uani 0.55 1 d P A 2 C41' C 0.3988(6) 0.1538(5) 0.6347(3) 0.053 Uani 0.55 1 d P A 2 H41B H 0.3432 0.1960 0.6333 0.063 Uiso 0.554(11) 1 calc PR A 2 C42' C 0.4072(4) 0.1162(4) 0.58442(18) 0.045 Uani 0.55 1 d P A 2 H42B H 0.3551 0.1313 0.5498 0.055 Uiso 0.554(11) 1 calc PR A 2 N2' N 0.4900(4) 0.0573(4) 0.58426(18) 0.047(5) Uani 0.554(11) 1 d PR . 2 C43' C 0.5634(4) 0.0433(4) 0.63326(18) 0.040(2) Uani 0.554(11) 1 d PR A 2 H43B H 0.6229 0.0086 0.6336 0.048 Uiso 0.554(11) 1 d PR A 2 C44' C 0.5574(5) 0.0763(5) 0.6846(3) 0.049 Uani 0.55 1 d P A 2 H44B H 0.6118 0.0626 0.7184 0.059 Uiso 0.554(11) 1 calc PR A 2 F1 F 0.26437(14) -0.30915(14) 0.64052(8) 0.0472(5) Uani 1 1 d . . . F2 F 0.10498(15) -0.30785(14) 0.58512(9) 0.0530(5) Uani 1 1 d . . . F3 F 0.14288(14) -0.32684(13) 0.67489(8) 0.0434(4) Uani 1 1 d . . . F4 F 0.32189(13) -0.12467(14) 0.62703(8) 0.0411(4) Uani 1 1 d . . . F5 F 0.20571(15) -0.00731(14) 0.60253(9) 0.0495(5) Uani 1 1 d . . . F6 F 0.18679(15) -0.14347(13) 0.55199(8) 0.0430(4) Uani 1 1 d . . . F7 F 1.06053(16) 0.34411(14) 1.14635(8) 0.0502(5) Uani 1 1 d . . . F8 F 1.16910(15) 0.24208(14) 1.20307(9) 0.0540(6) Uani 1 1 d . . . F9 F 1.02768(15) 0.27475(14) 1.21616(8) 0.0476(5) Uani 1 1 d . . . F10 F 0.98692(15) -0.00936(13) 1.14013(8) 0.0436(4) Uani 1 1 d . . . F11 F 0.93735(14) 0.08968(13) 1.19453(8) 0.0424(4) Uani 1 1 d . . . F12 F 1.09903(14) 0.05722(14) 1.21489(9) 0.0464(5) Uani 1 1 d . . . H43A H 0.518(7) -0.052(7) 0.619(4) 0.056 Uiso 0.446(11) 1 d P A 1 Mn1 Mn 0.5000 0.0000 1.0000 0.03267(15) Uani 1 2 d S . . Mn2 Mn 0.5000 0.5000 1.0000 0.03683(17) Uani 1 2 d S . . Mn3 Mn 0.38675(4) 0.22001(3) 0.920979(19) 0.03124(12) Uani 1 1 d . . . N1 N 0.4468(2) 0.22141(19) 0.84523(11) 0.0368(6) Uani 1 1 d . A . N2 N 0.4808(8) 0.0561(6) 0.5800(4) 0.030(5) Uani 0.446(11) 1 d P . 1 O1 O 0.41366(17) -0.04545(17) 0.91310(9) 0.0427(5) Uani 1 1 d . . . O2 O 0.31025(18) 0.08915(16) 0.88114(9) 0.0423(5) Uani 1 1 d . A . O3 O -0.32393(15) -0.13743(14) 0.60648(8) 0.0308(4) Uani 1 1 d . . . O4 O -0.33232(16) -0.02733(15) 0.53698(9) 0.0329(4) Uani 1 1 d . . . O5 O 0.53482(16) 0.15883(15) 0.97199(9) 0.0360(5) Uani 1 1 d . A . O6 O 0.54112(16) 0.32483(15) 0.98870(9) 0.0350(5) Uani 1 1 d . . . O7 O 1.31137(17) 0.21193(15) 0.98128(9) 0.0372(5) Uani 1 1 d . . . O8 O 1.37122(16) 0.06016(15) 1.02130(9) 0.0357(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0256(15) 0.0423(18) 0.0408(18) -0.0074(14) 0.0080(14) 0.0125(13) C2 0.0354(17) 0.0331(15) 0.0266(16) -0.0007(12) 0.0043(13) -0.0058(12) C3 0.045(2) 0.0487(19) 0.0339(19) -0.0036(15) -0.0057(15) 0.0152(16) C4 0.0394(19) 0.0429(18) 0.0389(19) -0.0154(15) -0.0051(15) 0.0166(15) C5 0.0315(17) 0.0342(16) 0.0418(19) -0.0003(13) 0.0033(14) 0.0006(13) C6 0.0369(17) 0.0365(16) 0.0309(17) 0.0008(13) -0.0095(14) 0.0125(13) C7 0.0398(17) 0.0308(15) 0.0341(18) -0.0060(12) 0.0004(14) 0.0100(13) C8 0.0335(18) 0.0418(18) 0.043(2) -0.0010(14) 0.0067(15) 0.0040(14) C9 0.0436(19) 0.0421(18) 0.0366(19) -0.0059(15) 0.0032(15) 0.0066(15) C10 0.0313(17) 0.0488(19) 0.0388(18) -0.0041(15) 0.0108(14) 0.0021(14) C11 0.0257(16) 0.0336(15) 0.0432(19) -0.0025(13) 0.0064(14) -0.0033(13) C12 0.0322(16) 0.0413(17) 0.0308(17) 0.0114(13) 0.0050(13) 0.0060(13) C13 0.0314(16) 0.0385(16) 0.0393(18) 0.0126(14) 0.0151(14) 0.0027(13) C14 0.0258(16) 0.0314(15) 0.0386(18) -0.0030(13) 0.0057(13) -0.0003(12) C15 0.0278(15) 0.0225(14) 0.0370(17) -0.0037(12) 0.0074(13) -0.0026(11) C16 0.0306(16) 0.0343(16) 0.0440(19) 0.0104(14) 0.0048(14) -0.0017(13) C17 0.0238(15) 0.0446(18) 0.0449(19) 0.0022(14) 0.0056(14) -0.0045(13) C18 0.0222(14) 0.0376(17) 0.0362(17) -0.0009(13) 0.0099(13) 0.0000(13) C19 0.0237(15) 0.0262(14) 0.0487(19) -0.0015(13) 0.0110(14) -0.0045(11) C20 0.0220(15) 0.0376(16) 0.0451(19) -0.0161(14) 0.0109(14) -0.0041(12) C21 0.0274(15) 0.0330(15) 0.0458(19) -0.0089(13) 0.0148(14) 0.0035(13) C22 0.0207(14) 0.0331(15) 0.0276(15) 0.0005(11) 0.0122(12) -0.0007(11) C23 0.0269(16) 0.0401(16) 0.0380(18) -0.0143(14) -0.0003(13) 0.0030(13) C24 0.0317(16) 0.0319(15) 0.0408(18) -0.0089(13) 0.0071(14) 0.0091(13) C25 0.0323(16) 0.0333(15) 0.0286(16) -0.0009(12) 0.0096(13) 0.0023(12) C26 0.0361(18) 0.0395(18) 0.051(2) -0.0130(15) 0.0028(16) 0.0029(14) C27 0.046(2) 0.0356(17) 0.045(2) 0.0156(14) 0.0152(16) 0.0124(15) C28 0.0330(16) 0.0325(15) 0.0312(16) 0.0000(12) 0.0132(13) -0.0021(12) C29 0.0344(17) 0.0497(19) 0.046(2) 0.0190(15) 0.0169(15) 0.0133(15) C30 0.0364(18) 0.0434(17) 0.0430(19) 0.0129(14) 0.0108(15) 0.0077(14) C31 0.0360(17) 0.0283(14) 0.0306(16) 0.0028(12) 0.0110(13) -0.0005(12) C32 0.0275(15) 0.0357(15) 0.0387(17) 0.0063(12) 0.0143(13) 0.0100(12) C33 0.0358(17) 0.0402(16) 0.0319(17) 0.0149(13) 0.0174(14) 0.0040(13) C34 0.0348(17) 0.0311(16) 0.0423(19) -0.0055(13) 0.0104(15) -0.0037(13) C35 0.050(2) 0.0445(18) 0.0364(19) 0.0004(14) 0.0101(16) 0.0149(16) C36 0.053(2) 0.0496(19) 0.043(2) 0.0030(16) 0.0130(17) 0.0157(17) C37 0.0358(17) 0.0406(17) 0.0423(19) -0.0001(14) 0.0128(15) -0.0008(14) C38 0.0371(18) 0.0416(17) 0.048(2) -0.0064(15) 0.0136(15) 0.0098(14) C39 0.0349(18) 0.0492(19) 0.0422(19) 0.0014(15) 0.0088(15) 0.0106(15) C40 0.037 0.041 0.035 -0.004 0.012 -0.002 C41 0.053 0.053 0.049 0.006 0.012 0.016 C42 0.053 0.045 0.035 0.001 0.012 0.015 C43 0.051(6) 0.040(5) 0.027(4) 0.001(3) 0.014(4) 0.011(4) C44 0.048 0.048 0.055 0.015 0.012 0.014 C40' 0.037 0.041 0.045 -0.004 0.012 -0.002 C41' 0.053 0.053 0.049 0.006 0.012 0.016 C42' 0.053 0.045 0.035 0.001 0.012 0.015 N2' 0.033(6) 0.048(9) 0.048(9) -0.003(6) -0.004(5) -0.009(5) C43' 0.048(4) 0.045(4) 0.031(3) -0.003(3) 0.018(3) 0.014(3) C44' 0.050 0.042 0.049 0.012 0.009 0.014 F1 0.0405(11) 0.0411(10) 0.0495(12) -0.0139(9) 0.0022(9) 0.0120(8) F2 0.0451(12) 0.0438(11) 0.0509(12) -0.0138(9) -0.0081(9) 0.0048(9) F3 0.0410(11) 0.0395(9) 0.0438(11) -0.0065(8) 0.0072(9) -0.0025(8) F4 0.0279(9) 0.0501(10) 0.0446(11) 0.0162(8) 0.0118(8) 0.0123(8) F5 0.0496(12) 0.0407(10) 0.0583(13) 0.0115(9) 0.0187(10) -0.0162(9) F6 0.0464(11) 0.0445(10) 0.0357(11) -0.0044(8) 0.0114(9) 0.0105(8) F7 0.0586(13) 0.0435(11) 0.0453(12) -0.0144(9) 0.0137(10) -0.0136(9) F8 0.0452(12) 0.0508(11) 0.0466(12) -0.0191(9) -0.0089(9) 0.0147(9) F9 0.0462(11) 0.0452(11) 0.0439(11) -0.0157(9) 0.0062(9) 0.0130(9) F10 0.0465(11) 0.0398(10) 0.0449(11) 0.0159(8) 0.0162(9) 0.0083(8) F11 0.0425(11) 0.0447(10) 0.0423(11) 0.0170(8) 0.0174(9) 0.0152(8) F12 0.0391(11) 0.0431(10) 0.0558(12) 0.0175(9) 0.0148(9) 0.0167(8) Mn1 0.0297(3) 0.0357(3) 0.0291(3) -0.0002(3) 0.0057(3) 0.0029(3) Mn2 0.0319(4) 0.0395(4) 0.0350(4) 0.0033(3) 0.0062(3) -0.0056(3) Mn3 0.0345(3) 0.0278(2) 0.0302(2) -0.00081(18) 0.0095(2) 0.00279(19) N1 0.0328(14) 0.0425(14) 0.0366(15) -0.0031(12) 0.0139(12) 0.0042(11) N2 0.023(6) 0.033(9) 0.035(8) 0.000(6) 0.012(5) 0.016(5) O1 0.0387(13) 0.0500(13) 0.0307(12) 0.0062(10) 0.0009(10) 0.0025(10) O2 0.0478(13) 0.0385(12) 0.0355(13) -0.0116(10) 0.0077(10) 0.0070(10) O3 0.0317(11) 0.0329(10) 0.0292(11) -0.0053(8) 0.0125(9) -0.0051(9) O4 0.0323(11) 0.0328(10) 0.0301(11) 0.0016(9) 0.0063(9) 0.0003(9) O5 0.0351(12) 0.0345(11) 0.0334(12) -0.0016(9) 0.0055(9) -0.0052(9) O6 0.0277(11) 0.0412(12) 0.0346(12) 0.0011(9) 0.0090(9) -0.0041(9) O7 0.0402(13) 0.0347(11) 0.0370(12) 0.0044(9) 0.0136(10) 0.0020(9) O8 0.0310(11) 0.0390(11) 0.0369(13) 0.0022(9) 0.0113(9) 0.0057(9) _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 C1 O1 1.243(4) . ? C1 O2 1.258(3) . ? C1 C2 1.509(4) . ? C2 C7 1.364(4) . ? C2 C3 1.377(4) . ? C3 C4 1.386(4) . ? C3 H3 0.9300 . ? C4 C5 1.383(4) . ? C4 H4 0.9300 . ? C5 C6 1.372(4) . ? C5 C8 1.546(5) . ? C6 C7 1.365(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C11 1.537(4) . ? C8 C9 1.538(4) . ? C8 C10 1.550(5) . ? C9 F3 1.324(4) . ? C9 F2 1.326(4) . ? C9 F1 1.341(4) . ? C10 F5 1.320(4) . ? C10 F4 1.331(4) . ? C10 F6 1.337(4) . ? C11 C17 1.373(4) . ? C11 C12 1.383(4) . ? C12 C13 1.367(4) . ? C12 H12 0.9300 . ? C13 C14 1.391(4) . ? C13 H13 0.9300 . ? C14 C16 1.375(4) . ? C14 C15 1.493(4) . ? C15 O4 1.246(3) . ? C15 O3 1.266(3) . ? C16 C17 1.388(4) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 O6 1.243(3) . ? C18 O5 1.276(3) . ? C18 C19 1.491(4) . ? C19 C24 1.370(4) . ? C19 C20 1.379(4) . ? C20 C21 1.371(4) . ? C20 H20 0.9300 . ? C21 C22 1.382(4) . ? C21 H21 0.9300 . ? C22 C23 1.382(4) . ? C22 C25 1.548(4) . ? C23 C24 1.380(4) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C27 1.532(4) . ? C25 C26 1.533(4) . ? C25 C28 1.555(4) . ? C26 F8 1.319(4) . ? C26 F7 1.329(4) . ? C26 F9 1.333(4) . ? C27 F10 1.311(4) . ? C27 F11 1.338(4) . ? C27 F12 1.347(4) . ? C28 C33 1.380(4) . ? C28 C29 1.387(4) . ? C29 C30 1.366(4) . ? C29 H29 0.9300 . ? C30 C31 1.374(4) . ? C30 H30 0.9300 . ? C31 C32 1.386(4) . ? C31 C34 1.508(4) . ? C32 C33 1.380(4) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 O8 1.250(4) . ? C34 O7 1.258(4) . ? C35 N1 1.330(4) . ? C35 C36 1.383(5) . ? C35 H35 0.9300 . ? C36 C37 1.388(5) . ? C36 H36 0.9300 . ? C37 C38 1.382(5) . ? C37 C40' 1.46(5) . ? C37 C40 1.49(5) . ? C38 C39 1.373(5) . ? C38 H38 0.9300 . ? C39 N1 1.324(4) . ? C39 H39 0.9300 . ? C40 C41 1.35(6) . ? C40 C44 1.42(6) . ? C41 C42 1.355(11) . ? C41 H41A 0.9300 . ? C42 N2 1.315(10) . ? C42 H42A 0.9300 . ? C43 N2 1.334(11) . ? C43 C44 1.382(11) . ? C43 H43A 0.70(9) . ? C44 H44A 0.9300 . ? C40' C41' 1.36(4) . ? C40' C44' 1.37(5) . ? C41' C42' 1.384(8) . ? C41' H41B 0.9300 . ? C42' N2' 1.3701 . ? C42' H42B 0.9300 . ? N2' C43' 1.2984 . ? N2' Mn2 2.275(4) 2_646 ? C43' C44' 1.376(8) . ? C43' H43B 0.9300 . ? C44' H44B 0.9300 . ? Mn1 O8 2.156(2) 1_455 ? Mn1 O8 2.156(2) 3_757 ? Mn1 O1 2.160(2) . ? Mn1 O1 2.160(2) 3_657 ? Mn1 O5 2.284(2) 3_657 ? Mn1 O5 2.284(2) . ? Mn2 O4 2.188(2) 2_556 ? Mn2 O4 2.188(2) 4_666 ? Mn2 N2 2.222(8) 4_566 ? Mn2 N2 2.222(8) 2_656 ? Mn2 N2' 2.275(4) 4_566 ? Mn2 N2' 2.275(4) 2_656 ? Mn2 O6 2.388(2) . ? Mn2 O6 2.388(2) 3_667 ? Mn3 O3 2.0602(19) 2_556 ? Mn3 O2 2.065(2) . ? Mn3 O7 2.098(2) 1_455 ? Mn3 O5 2.141(2) . ? Mn3 N1 2.303(3) . ? N2 Mn2 2.222(8) 2_646 ? O3 Mn3 2.0602(19) 2_546 ? O4 Mn2 2.188(2) 2_546 ? O7 Mn3 2.098(2) 1_655 ? O8 Mn1 2.156(2) 1_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 125.2(3) . . ? O1 C1 C2 119.1(3) . . ? O2 C1 C2 115.6(3) . . ? C7 C2 C3 117.7(3) . . ? C7 C2 C1 119.7(3) . . ? C3 C2 C1 122.6(3) . . ? C2 C3 C4 121.0(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 120.7(3) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 117.2(3) . . ? C6 C5 C8 117.2(3) . . ? C4 C5 C8 125.7(3) . . ? C7 C6 C5 121.8(3) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C2 C7 C6 121.5(3) . . ? C2 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C11 C8 C9 106.9(3) . . ? C11 C8 C5 109.5(3) . . ? C9 C8 C5 112.9(3) . . ? C11 C8 C10 112.7(3) . . ? C9 C8 C10 107.7(3) . . ? C5 C8 C10 107.2(3) . . ? F3 C9 F2 106.8(3) . . ? F3 C9 F1 106.1(3) . . ? F2 C9 F1 106.9(3) . . ? F3 C9 C8 111.8(3) . . ? F2 C9 C8 111.6(3) . . ? F1 C9 C8 113.3(3) . . ? F5 C10 F4 107.4(3) . . ? F5 C10 F6 107.1(3) . . ? F4 C10 F6 106.8(2) . . ? F5 C10 C8 111.7(3) . . ? F4 C10 C8 111.5(3) . . ? F6 C10 C8 112.1(3) . . ? C17 C11 C12 117.4(3) . . ? C17 C11 C8 126.0(3) . . ? C12 C11 C8 116.6(3) . . ? C13 C12 C11 121.9(3) . . ? C13 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C12 C13 C14 120.5(3) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C16 C14 C13 117.9(3) . . ? C16 C14 C15 123.5(3) . . ? C13 C14 C15 118.5(3) . . ? O4 C15 O3 124.1(3) . . ? O4 C15 C14 119.7(3) . . ? O3 C15 C14 116.2(3) . . ? C14 C16 C17 120.9(3) . . ? C14 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C11 C17 C16 121.2(3) . . ? C11 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? O6 C18 O5 121.3(3) . . ? O6 C18 C19 121.8(3) . . ? O5 C18 C19 116.8(3) . . ? C24 C19 C20 118.3(3) . . ? C24 C19 C18 121.7(3) . . ? C20 C19 C18 120.0(3) . . ? C21 C20 C19 121.3(3) . . ? C21 C20 H20 119.3 . . ? C19 C20 H20 119.3 . . ? C20 C21 C22 120.6(3) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C23 C22 C21 117.9(3) . . ? C23 C22 C25 123.3(3) . . ? C21 C22 C25 118.7(2) . . ? C24 C23 C22 121.0(3) . . ? C24 C23 H23 119.5 . . ? C22 C23 H23 119.5 . . ? C19 C24 C23 120.7(3) . . ? C19 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C27 C25 C26 109.1(3) . . ? C27 C25 C22 106.4(2) . . ? C26 C25 C22 111.8(2) . . ? C27 C25 C28 112.2(2) . . ? C26 C25 C28 105.2(2) . . ? C22 C25 C28 112.2(2) . . ? F8 C26 F7 106.8(3) . . ? F8 C26 F9 105.8(3) . . ? F7 C26 F9 107.0(2) . . ? F8 C26 C25 112.6(3) . . ? F7 C26 C25 110.2(3) . . ? F9 C26 C25 114.0(3) . . ? F10 C27 F11 108.0(3) . . ? F10 C27 F12 107.6(2) . . ? F11 C27 F12 105.4(3) . . ? F10 C27 C25 112.4(3) . . ? F11 C27 C25 110.4(2) . . ? F12 C27 C25 112.6(3) . . ? C33 C28 C29 117.9(3) . . ? C33 C28 C25 122.8(3) . . ? C29 C28 C25 119.0(3) . . ? C30 C29 C28 120.7(3) . . ? C30 C29 H29 119.7 . . ? C28 C29 H29 119.7 . . ? C29 C30 C31 121.9(3) . . ? C29 C30 H30 119.0 . . ? C31 C30 H30 119.0 . . ? C30 C31 C32 117.6(3) . . ? C30 C31 C34 121.1(3) . . ? C32 C31 C34 121.3(3) . . ? C33 C32 C31 120.9(3) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C28 C33 C32 120.9(3) . . ? C28 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? O8 C34 O7 126.2(3) . . ? O8 C34 C31 117.6(3) . . ? O7 C34 C31 116.2(3) . . ? N1 C35 C36 124.1(3) . . ? N1 C35 H35 118.0 . . ? C36 C35 H35 118.0 . . ? C35 C36 C37 119.1(3) . . ? C35 C36 H36 120.4 . . ? C37 C36 H36 120.4 . . ? C38 C37 C36 116.4(3) . . ? C38 C37 C40' 121(2) . . ? C36 C37 C40' 123(2) . . ? C38 C37 C40 122(3) . . ? C36 C37 C40 122(2) . . ? C40' C37 C40 1(4) . . ? C39 C38 C37 120.2(3) . . ? C39 C38 H38 119.9 . . ? C37 C38 H38 119.9 . . ? N1 C39 C38 123.7(3) . . ? N1 C39 H39 118.1 . . ? C38 C39 H39 118.1 . . ? C41 C40 C44 116(4) . . ? C41 C40 C37 125(5) . . ? C44 C40 C37 120(4) . . ? C40 C41 C42 121(3) . . ? C40 C41 H41A 119.3 . . ? C42 C41 H41A 119.3 . . ? N2 C42 C41 125.3(8) . . ? N2 C42 H42A 117.4 . . ? C41 C42 H42A 117.4 . . ? N2 C43 C44 124.9(7) . . ? N2 C43 H43A 107(8) . . ? C44 C43 H43A 128(8) . . ? C43 C44 C40 118(2) . . ? C43 C44 H44A 120.9 . . ? C40 C44 H44A 120.9 . . ? C41' C40' C44' 117(3) . . ? C41' C40' C37 122(4) . . ? C44' C40' C37 121(3) . . ? C40' C41' C42' 120(2) . . ? C40' C41' H41B 119.9 . . ? C42' C41' H41B 119.9 . . ? N2' C42' C41' 121.8(4) . . ? N2' C42' H42B 119.1 . . ? C41' C42' H42B 119.1 . . ? C43' N2' C42' 116.7 . . ? C43' N2' Mn2 123.19(12) . 2_646 ? C42' N2' Mn2 119.96(12) . 2_646 ? N2' C43' C44' 123.6(3) . . ? N2' C43' H43B 117.9 . . ? C44' C43' H43B 118.5 . . ? N2' C43' H43A 75(4) . . ? C44' C43' H43A 111(4) . . ? H43B C43' H43A 83.0 . . ? C40' C44' C43' 120.5(17) . . ? C40' C44' H44B 119.8 . . ? C43' C44' H44B 119.8 . . ? O8 Mn1 O8 180.00(10) 1_455 3_757 ? O8 Mn1 O1 97.72(8) 1_455 . ? O8 Mn1 O1 82.28(8) 3_757 . ? O8 Mn1 O1 82.28(8) 1_455 3_657 ? O8 Mn1 O1 97.72(8) 3_757 3_657 ? O1 Mn1 O1 180.000(1) . 3_657 ? O8 Mn1 O5 88.79(8) 1_455 3_657 ? O8 Mn1 O5 91.21(8) 3_757 3_657 ? O1 Mn1 O5 87.60(8) . 3_657 ? O1 Mn1 O5 92.40(8) 3_657 3_657 ? O8 Mn1 O5 91.21(8) 1_455 . ? O8 Mn1 O5 88.79(8) 3_757 . ? O1 Mn1 O5 92.40(8) . . ? O1 Mn1 O5 87.60(8) 3_657 . ? O5 Mn1 O5 180.0 3_657 . ? O4 Mn2 O4 180.0 2_556 4_666 ? O4 Mn2 N2 83.8(3) 2_556 4_566 ? O4 Mn2 N2 96.2(3) 4_666 4_566 ? O4 Mn2 N2 96.2(3) 2_556 2_656 ? O4 Mn2 N2 83.8(3) 4_666 2_656 ? N2 Mn2 N2 180.000(3) 4_566 2_656 ? O4 Mn2 N2' 86.92(15) 2_556 4_566 ? O4 Mn2 N2' 93.08(14) 4_666 4_566 ? N2 Mn2 N2' 3.1(4) 4_566 4_566 ? N2 Mn2 N2' 176.9(4) 2_656 4_566 ? O4 Mn2 N2' 93.08(14) 2_556 2_656 ? O4 Mn2 N2' 86.92(14) 4_666 2_656 ? N2 Mn2 N2' 176.9(4) 4_566 2_656 ? N2 Mn2 N2' 3.1(4) 2_656 2_656 ? N2' Mn2 N2' 180.0 4_566 2_656 ? O4 Mn2 O6 92.93(7) 2_556 . ? O4 Mn2 O6 87.07(7) 4_666 . ? N2 Mn2 O6 84.1(2) 4_566 . ? N2 Mn2 O6 95.9(2) 2_656 . ? N2' Mn2 O6 83.54(14) 4_566 . ? N2' Mn2 O6 96.46(14) 2_656 . ? O4 Mn2 O6 87.07(7) 2_556 3_667 ? O4 Mn2 O6 92.93(7) 4_666 3_667 ? N2 Mn2 O6 95.9(2) 4_566 3_667 ? N2 Mn2 O6 84.1(2) 2_656 3_667 ? N2' Mn2 O6 96.46(14) 4_566 3_667 ? N2' Mn2 O6 83.54(14) 2_656 3_667 ? O6 Mn2 O6 180.00(10) . 3_667 ? O3 Mn3 O2 119.92(9) 2_556 . ? O3 Mn3 O7 91.74(8) 2_556 1_455 ? O2 Mn3 O7 90.52(9) . 1_455 ? O3 Mn3 O5 137.19(8) 2_556 . ? O2 Mn3 O5 101.42(8) . . ? O7 Mn3 O5 98.98(8) 1_455 . ? O3 Mn3 N1 86.98(8) 2_556 . ? O2 Mn3 N1 83.02(9) . . ? O7 Mn3 N1 171.68(9) 1_455 . ? O5 Mn3 N1 87.49(9) . . ? C39 N1 C35 116.3(3) . . ? C39 N1 Mn3 117.1(2) . . ? C35 N1 Mn3 122.1(2) . . ? C42 N2 C43 114.7(7) . . ? C42 N2 Mn2 124.4(6) . 2_646 ? C43 N2 Mn2 120.9(5) . 2_646 ? C1 O1 Mn1 129.3(2) . . ? C1 O2 Mn3 130.6(2) . . ? C15 O3 Mn3 120.85(17) . 2_546 ? C15 O4 Mn2 129.57(19) . 2_546 ? C18 O5 Mn3 102.13(18) . . ? C18 O5 Mn1 138.0(2) . . ? Mn3 O5 Mn1 105.25(8) . . ? C18 O6 Mn2 163.5(2) . . ? C34 O7 Mn3 125.7(2) . 1_655 ? C34 O8 Mn1 141.6(2) . 1_655 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.509 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.061 # Attachment '- 2.cif' data_81118cm _database_code_depnum_ccdc_archive 'CCDC 767934' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H16 F6 N2 Ni O4' _chemical_formula_sum 'C27 H16 F6 N2 Ni O4' _chemical_formula_weight 605.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' H H 0.0000 0.0000 '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 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2819(14) _cell_length_b 11.300(2) _cell_length_c 14.848(3) _cell_angle_alpha 82.824(3) _cell_angle_beta 74.649(4) _cell_angle_gamma 71.770(4) _cell_volume 1271.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1593 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 23.06 _exptl_crystal_description rhombohedra _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 0.845 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.784 _exptl_absorpt_correction_T_max 0.830 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6904 _diffrn_reflns_av_R_equivalents 0.0236 _diffrn_reflns_av_sigmaI/netI 0.0701 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4879 _reflns_number_gt 3452 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0597P)^2^+0.4946P] 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 4879 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1253 _refine_ls_wR_factor_gt 0.1190 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _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 C1 C 0.7010(5) 0.6582(3) 0.7661(2) 0.0348(7) Uani 1 1 d . . . C2 C 0.6151(4) 0.6925(3) 0.6858(2) 0.0331(7) Uani 1 1 d . . . C3 C 0.7109(5) 0.6986(4) 0.5946(3) 0.0421(8) Uani 1 1 d . . . H3 H 0.8318 0.6814 0.5825 0.051 Uiso 1 1 calc R . . C4 C 0.6304(5) 0.7295(4) 0.5216(3) 0.0443(9) Uani 1 1 d . . . H4 H 0.6973 0.7355 0.4610 0.053 Uiso 1 1 calc R . . C5 C 0.4519(4) 0.7518(3) 0.5364(2) 0.0370(8) Uani 1 1 d . . . C6 C 0.3561(5) 0.7456(4) 0.6277(3) 0.0419(9) Uani 1 1 d . . . H6 H 0.2353 0.7614 0.6402 0.050 Uiso 1 1 calc R . . C7 C 0.4391(5) 0.7159(4) 0.7007(3) 0.0439(9) Uani 1 1 d . . . H7 H 0.3725 0.7120 0.7616 0.053 Uiso 1 1 calc R . . C8 C 0.3604(5) 0.7913(3) 0.4540(2) 0.0394(8) Uani 1 1 d . . . C9 C 0.1947(5) 0.7520(4) 0.4730(3) 0.0436(9) Uani 1 1 d . . . C10 C 0.3102(5) 0.9350(3) 0.4460(3) 0.0412(8) Uani 1 1 d . . . C11 C 0.4779(5) 0.7345(3) 0.3620(2) 0.0359(8) Uani 1 1 d . . . C12 C 0.5799(5) 0.6114(3) 0.3619(2) 0.0383(8) Uani 1 1 d . . . H12 H 0.5821 0.5653 0.4183 0.046 Uiso 1 1 calc R . . C13 C 0.6789(5) 0.5555(4) 0.2787(3) 0.0474(9) Uani 1 1 d . . . H13 H 0.7501 0.4736 0.2807 0.057 Uiso 1 1 calc R . . C14 C 0.6743(5) 0.6178(3) 0.1943(3) 0.0408(8) Uani 1 1 d . . . C15 C 0.5686(5) 0.7387(4) 0.1942(2) 0.0448(10) Uani 1 1 d . . . H15 H 0.5586 0.7817 0.1373 0.054 Uiso 1 1 calc R . . C16 C 0.4760(5) 0.7987(3) 0.2769(3) 0.0428(9) Uani 1 1 d . . . H16 H 0.4125 0.8825 0.2746 0.051 Uiso 1 1 calc R . . C17 C 0.7803(4) 0.5561(3) 0.1047(3) 0.0359(8) Uani 1 1 d . . . C18 C 0.7363(5) 0.3656(4) 0.9634(3) 0.0426(9) Uani 1 1 d . . . H18 H 0.6650 0.4141 1.0133 0.051 Uiso 1 1 calc R . . C19 C 0.9289(5) 0.3476(4) 0.8221(3) 0.0437(9) Uani 1 1 d . . . H19 H 0.9939 0.3827 0.7710 0.052 Uiso 1 1 calc R . . C20 C 0.9375(5) 0.2250(4) 0.8199(3) 0.0433(9) Uani 1 1 d . . . H20 H 1.0089 0.1789 0.7688 0.052 Uiso 1 1 calc R . . C21 C 0.8402(5) 0.1694(3) 0.8934(2) 0.0355(8) Uani 1 1 d . . . C22 C 0.7351(4) 0.2451(3) 0.9668(3) 0.0375(8) Uani 1 1 d . . . H22 H 0.6648 0.2135 1.0176 0.045 Uiso 1 1 calc R . . C23 C 0.8584(18) 0.0344(15) 0.8996(10) 0.049 Uani 0.48 1 d P . 1 C24 C 0.8919(10) -0.0260(7) 0.8070(5) 0.040 Uani 0.48 1 d P . 1 H24A H 0.9080 0.0185 0.7499 0.048 Uiso 0.48(3) 1 calc PR . 1 C25 C 0.8966(10) -0.1445(8) 0.8125(6) 0.045 Uani 0.48 1 d P . 1 H25A H 0.9356 -0.1843 0.7563 0.055 Uiso 0.48(3) 1 calc PR . 1 C26 C 0.8335(10) -0.1577(7) 0.9709(6) 0.042 Uani 0.48 1 d P . 1 H26A H 0.8255 -0.2044 1.0273 0.050 Uiso 0.48(3) 1 calc PR . 1 C27 C 0.8270(9) -0.0352(7) 0.9724(5) 0.035 Uani 0.48 1 d P . 1 H27A H 0.7977 -0.0008 1.0303 0.042 Uiso 0.48(3) 1 calc PR . 1 C23' C 0.8394(16) 0.0388(13) 0.8882(8) 0.045 Uani 0.52 1 d P . 2 C24' C 0.9709(10) -0.0522(7) 0.8466(6) 0.048 Uani 0.52 1 d P . 2 H24B H 1.0714 -0.0333 0.8114 0.058 Uiso 0.52(3) 1 calc PR . 2 C25' C 0.9679(10) -0.1770(7) 0.8526(5) 0.045 Uani 0.52 1 d P . 2 H25B H 1.0648 -0.2350 0.8188 0.054 Uiso 0.52(3) 1 calc PR . 2 C26' C 0.7031(10) -0.1273(7) 0.9396(5) 0.044 Uani 0.52 1 d P . 2 H26B H 0.6043 -0.1525 0.9686 0.053 Uiso 0.52(3) 1 calc PR . 2 C27' C 0.6982(10) -0.0046(7) 0.9399(5) 0.049 Uani 0.52 1 d P . 2 H27B H 0.5998 0.0509 0.9749 0.059 Uiso 0.52(3) 1 calc PR . 2 F1 F 0.2242(3) 0.6317(2) 0.49936(14) 0.0414(5) Uani 1 1 d . . . F2 F 0.0634(2) 0.81496(19) 0.53774(14) 0.0434(5) Uani 1 1 d . . . F3 F 0.1330(3) 0.7667(2) 0.39599(15) 0.0443(5) Uani 1 1 d . . . F4 F 0.2347(3) 0.9860(2) 0.52821(15) 0.0515(6) Uani 1 1 d . . . F5 F 0.2022(3) 0.9849(2) 0.39152(16) 0.0504(6) Uani 1 1 d . . . F6 F 0.4535(3) 0.97192(19) 0.41216(14) 0.0428(5) Uani 1 1 d . . . N1 N 0.8324(4) 0.4199(3) 0.8935(2) 0.0420(7) Uani 1 1 d . . . N2 N 0.851(3) -0.216(2) 0.8910(15) 0.048 Uani 0.50 1 d P . 1 N2' N 0.853(3) -0.212(2) 0.8967(15) 0.048 Uani 0.50 1 d P . 2 Ni1 Ni 0.84432(6) 0.60064(5) 0.89528(3) 0.04062(16) Uani 1 1 d . . . O1 O 0.8653(3) 0.6218(2) 0.75006(16) 0.0352(5) Uani 1 1 d . . . O2 O 0.6096(3) 0.6686(2) 0.84853(18) 0.0436(6) Uani 1 1 d . . . O3 O 0.8967(3) 0.4564(2) 0.10721(18) 0.0428(6) Uani 1 1 d . . . O4 O 0.7357(3) 0.6150(3) 0.03226(18) 0.0461(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.043(2) 0.0308(18) 0.0331(18) -0.0077(14) -0.0082(15) -0.0136(15) C2 0.0403(18) 0.0286(18) 0.0341(18) -0.0024(14) -0.0120(15) -0.0125(14) C3 0.0377(19) 0.050(2) 0.0354(19) -0.0059(16) -0.0069(15) -0.0077(16) C4 0.041(2) 0.052(2) 0.038(2) -0.0031(17) -0.0063(16) -0.0127(17) C5 0.0358(18) 0.0306(18) 0.0397(19) -0.0019(15) -0.0048(15) -0.0063(14) C6 0.0370(19) 0.047(2) 0.037(2) -0.0023(16) -0.0096(16) -0.0039(16) C7 0.041(2) 0.051(2) 0.037(2) -0.0063(17) -0.0053(16) -0.0118(17) C8 0.042(2) 0.035(2) 0.0314(18) -0.0040(14) -0.0049(15) -0.0003(15) C9 0.042(2) 0.040(2) 0.045(2) -0.0115(17) -0.0121(17) -0.0006(16) C10 0.0368(19) 0.040(2) 0.043(2) -0.0082(16) -0.0144(16) 0.0013(16) C11 0.0400(18) 0.0315(18) 0.0293(17) -0.0046(14) -0.0105(14) 0.0025(14) C12 0.0428(19) 0.0344(19) 0.0307(18) 0.0009(14) -0.0065(15) -0.0043(15) C13 0.044(2) 0.038(2) 0.047(2) -0.0044(17) -0.0084(18) 0.0046(16) C14 0.044(2) 0.0324(19) 0.046(2) 0.0005(16) -0.0165(17) -0.0073(15) C15 0.0387(19) 0.049(2) 0.0277(18) 0.0018(15) -0.0088(15) 0.0139(16) C16 0.041(2) 0.0304(19) 0.041(2) -0.0056(15) -0.0121(16) 0.0149(15) C17 0.0359(18) 0.0313(19) 0.041(2) -0.0066(15) -0.0049(15) -0.0124(15) C18 0.048(2) 0.042(2) 0.0352(19) -0.0050(16) -0.0040(16) -0.0121(17) C19 0.050(2) 0.042(2) 0.0343(19) 0.0009(16) 0.0013(17) -0.0187(17) C20 0.044(2) 0.040(2) 0.042(2) -0.0109(16) -0.0030(17) -0.0098(16) C21 0.050(2) 0.0256(18) 0.0377(19) 0.0051(14) -0.0176(16) -0.0168(15) C22 0.0373(18) 0.033(2) 0.041(2) -0.0013(15) -0.0069(15) -0.0111(15) C23 0.045 0.050 0.052 0.005 -0.013 -0.014 C24 0.050 0.042 0.031 -0.012 -0.008 -0.014 C25 0.042 0.045 0.048 0.011 -0.012 -0.015 C26 0.042 0.042 0.050 -0.019 -0.015 -0.012 C27 0.043 0.033 0.032 0.006 -0.014 -0.014 C23' 0.045 0.049 0.042 0.005 -0.013 -0.014 C24' 0.048 0.045 0.045 -0.012 0.005 -0.014 C25' 0.048 0.034 0.044 -0.013 -0.009 0.002 C26' 0.047 0.044 0.042 0.009 -0.013 -0.014 C27' 0.040 0.050 0.045 -0.011 -0.014 0.013 F1 0.0405(11) 0.0480(13) 0.0395(12) -0.0061(9) -0.0145(9) -0.0126(9) F2 0.0362(11) 0.0426(12) 0.0441(12) -0.0162(9) -0.0069(9) 0.0018(9) F3 0.0490(12) 0.0443(12) 0.0455(12) -0.0148(9) -0.0155(10) -0.0135(9) F4 0.0459(12) 0.0427(13) 0.0499(13) -0.0113(10) -0.0152(10) 0.0161(10) F5 0.0405(12) 0.0428(12) 0.0531(13) -0.0080(10) -0.0151(10) 0.0138(9) F6 0.0505(12) 0.0401(12) 0.0433(12) 0.0011(9) -0.0191(10) -0.0153(9) N1 0.0465(17) 0.0366(17) 0.0392(17) -0.0065(13) -0.0083(14) -0.0068(14) N2 0.050 0.048 0.047 -0.008 -0.015 -0.009 N2' 0.050 0.048 0.047 -0.008 -0.015 -0.009 Ni1 0.0414(3) 0.0366(3) 0.0424(3) -0.0028(2) -0.0122(2) -0.0071(2) O1 0.0387(13) 0.0306(13) 0.0371(13) -0.0008(10) -0.0135(11) -0.0078(10) O2 0.0442(14) 0.0423(15) 0.0424(15) -0.0058(11) -0.0113(12) -0.0079(11) O3 0.0343(13) 0.0431(15) 0.0425(14) -0.0133(11) -0.0049(11) 0.0012(11) O4 0.0446(15) 0.0448(15) 0.0428(15) -0.0019(12) -0.0083(12) -0.0061(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.255(4) . ? C1 O1 1.257(4) . ? C1 C2 1.496(5) . ? C2 C7 1.359(5) . ? C2 C3 1.382(5) . ? C3 C4 1.373(5) . ? C3 H3 0.9300 . ? C4 C5 1.381(5) . ? C4 H4 0.9300 . ? C5 C6 1.383(5) . ? C5 C8 1.554(5) . ? C6 C7 1.385(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.519(5) . ? C8 C11 1.533(5) . ? C8 C10 1.542(5) . ? C9 F2 1.321(4) . ? C9 F1 1.330(4) . ? C9 F3 1.344(4) . ? C10 F5 1.314(4) . ? C10 F4 1.326(4) . ? C10 F6 1.333(4) . ? C11 C16 1.377(5) . ? C11 C12 1.384(5) . ? C12 C13 1.390(5) . ? C12 H12 0.9300 . ? C13 C14 1.363(5) . ? C13 H13 0.9300 . ? C14 C15 1.373(5) . ? C14 C17 1.502(5) . ? C15 C16 1.393(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 O3 1.236(4) . ? C17 O4 1.271(4) . ? C18 N1 1.340(5) . ? C18 C22 1.360(5) . ? C18 H18 0.9300 . ? C19 N1 1.337(5) . ? C19 C20 1.369(5) . ? C19 H19 0.9300 . ? C20 C21 1.384(5) . ? C20 H20 0.9300 . ? C21 C22 1.394(5) . ? C21 C23 1.479(16) . ? C21 C23' 1.489(15) . ? C22 H22 0.9300 . ? C23 C27 1.273(16) . ? C23 C24 1.533(16) . ? C24 C25 1.320(11) . ? C24 H24A 0.9300 . ? C25 N2 1.37(3) . ? C25 H25A 0.9300 . ? C26 C27 1.370(10) . ? C26 N2 1.382(18) . ? C26 H26A 0.9300 . ? C27 H27A 0.9300 . ? C23' C24' 1.314(16) . ? C23' C27' 1.409(16) . ? C24' C25' 1.409(11) . ? C24' H24B 0.9300 . ? C25' N2' 1.15(3) . ? C25' H25B 0.9300 . ? C26' N2' 1.36(3) . ? C26' C27' 1.375(11) . ? C26' H26B 0.9300 . ? C27' H27B 0.9300 . ? N1 Ni1 2.079(3) . ? N2 Ni1 2.08(2) 1_545 ? N2' Ni1 2.15(2) 1_545 ? Ni1 O4 1.999(3) 1_556 ? Ni1 O3 2.029(2) 2_766 ? Ni1 N2 2.08(2) 1_565 ? Ni1 O1 2.106(2) . ? Ni1 O2 2.121(3) . ? Ni1 N2' 2.15(2) 1_565 ? O3 Ni1 2.029(2) 2_766 ? O4 Ni1 1.999(3) 1_554 ? 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 O2 C1 O1 120.5(3) . . ? O2 C1 C2 120.1(3) . . ? O1 C1 C2 119.4(3) . . ? C7 C2 C3 117.8(3) . . ? C7 C2 C1 120.4(3) . . ? C3 C2 C1 121.7(3) . . ? C4 C3 C2 121.1(4) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 121.2(4) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C4 C5 C6 117.7(3) . . ? C4 C5 C8 121.0(3) . . ? C6 C5 C8 121.2(3) . . ? C5 C6 C7 120.4(3) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C2 C7 C6 121.8(4) . . ? C2 C7 H7 119.1 . . ? C6 C7 H7 119.1 . . ? C9 C8 C11 106.8(3) . . ? C9 C8 C10 108.6(3) . . ? C11 C8 C10 111.2(3) . . ? C9 C8 C5 111.9(3) . . ? C11 C8 C5 112.7(3) . . ? C10 C8 C5 105.6(3) . . ? F2 C9 F1 107.2(3) . . ? F2 C9 F3 105.6(3) . . ? F1 C9 F3 106.0(3) . . ? F2 C9 C8 114.6(3) . . ? F1 C9 C8 111.3(3) . . ? F3 C9 C8 111.6(3) . . ? F5 C10 F4 106.7(3) . . ? F5 C10 F6 107.9(3) . . ? F4 C10 F6 106.0(3) . . ? F5 C10 C8 113.3(3) . . ? F4 C10 C8 112.5(3) . . ? F6 C10 C8 110.0(3) . . ? C16 C11 C12 117.7(3) . . ? C16 C11 C8 122.3(3) . . ? C12 C11 C8 119.8(3) . . ? C11 C12 C13 120.9(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C13 C12 121.6(3) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C13 C14 C15 117.5(3) . . ? C13 C14 C17 121.2(3) . . ? C15 C14 C17 121.3(3) . . ? C14 C15 C16 121.8(3) . . ? C14 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C11 C16 C15 120.4(3) . . ? C11 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? O3 C17 O4 126.7(3) . . ? O3 C17 C14 119.6(3) . . ? O4 C17 C14 113.8(3) . . ? N1 C18 C22 124.9(3) . . ? N1 C18 H18 117.5 . . ? C22 C18 H18 117.5 . . ? N1 C19 C20 123.8(3) . . ? N1 C19 H19 118.1 . . ? C20 C19 H19 118.1 . . ? C19 C20 C21 120.2(3) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C20 C21 C22 116.3(3) . . ? C20 C21 C23 122.6(7) . . ? C22 C21 C23 120.8(7) . . ? C20 C21 C23' 120.3(6) . . ? C22 C21 C23' 123.1(6) . . ? C23 C21 C23' 9.7(6) . . ? C18 C22 C21 119.3(3) . . ? C18 C22 H22 120.3 . . ? C21 C22 H22 120.3 . . ? C27 C23 C21 128.4(12) . . ? C27 C23 C24 114.8(12) . . ? C21 C23 C24 116.1(9) . . ? C25 C24 C23 116.4(9) . . ? C25 C24 H24A 121.8 . . ? C23 C24 H24A 121.8 . . ? C24 C25 N2 128.0(11) . . ? C24 C25 H25A 116.0 . . ? N2 C25 H25A 116.0 . . ? C27 C26 N2 124.1(14) . . ? C27 C26 H26A 117.9 . . ? N2 C26 H26A 117.9 . . ? C23 C27 C26 124.3(10) . . ? C23 C27 H27A 117.9 . . ? C26 C27 H27A 117.9 . . ? C24' C23' C27' 111.6(11) . . ? C24' C23' C21 126.3(11) . . ? C27' C23' C21 121.6(10) . . ? C23' C24' C25' 123.5(9) . . ? C23' C24' H24B 118.2 . . ? C25' C24' H24B 118.2 . . ? N2' C25' C24' 124.0(13) . . ? N2' C25' H25B 118.0 . . ? C24' C25' H25B 118.0 . . ? N2' C26' C27' 119.7(13) . . ? N2' C26' H26B 120.2 . . ? C27' C26' H26B 120.2 . . ? C26' C27' C23' 121.3(8) . . ? C26' C27' H27B 119.4 . . ? C23' C27' H27B 119.4 . . ? C19 N1 C18 115.3(3) . . ? C19 N1 Ni1 120.9(3) . . ? C18 N1 Ni1 123.7(2) . . ? C25 N2 C26 110.9(17) . . ? C25 N2 Ni1 126.5(11) . 1_545 ? C26 N2 Ni1 122.0(17) . 1_545 ? C25' N2' C26' 119(2) . . ? C25' N2' Ni1 122.9(16) . 1_545 ? C26' N2' Ni1 116.8(16) . 1_545 ? O4 Ni1 O3 101.66(11) 1_556 2_766 ? O4 Ni1 N1 94.05(12) 1_556 . ? O3 Ni1 N1 93.37(11) 2_766 . ? O4 Ni1 N2 88.0(6) 1_556 1_565 ? O3 Ni1 N2 88.3(7) 2_766 1_565 ? N1 Ni1 N2 177.1(6) . 1_565 ? O4 Ni1 O1 159.29(10) 1_556 . ? O3 Ni1 O1 98.48(10) 2_766 . ? N1 Ni1 O1 89.52(11) . . ? N2 Ni1 O1 87.8(6) 1_565 . ? O4 Ni1 O2 97.51(10) 1_556 . ? O3 Ni1 O2 160.43(11) 2_766 . ? N1 Ni1 O2 89.14(11) . . ? N2 Ni1 O2 88.5(7) 1_565 . ? O1 Ni1 O2 62.11(10) . . ? O4 Ni1 N2' 86.0(6) 1_556 1_565 ? O3 Ni1 N2' 87.5(7) 2_766 1_565 ? N1 Ni1 N2' 179.2(7) . 1_565 ? N2 Ni1 N2' 2.4(11) 1_565 1_565 ? O1 Ni1 N2' 90.2(6) . 1_565 ? O2 Ni1 N2' 90.0(6) . 1_565 ? C1 O1 Ni1 89.0(2) . . ? C1 O2 Ni1 88.4(2) . . ? C17 O3 Ni1 137.7(2) . 2_766 ? C17 O4 Ni1 133.5(2) . 1_554 ? 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 O2 C1 C2 C7 -10.5(5) . . . . ? O1 C1 C2 C7 171.2(3) . . . . ? O2 C1 C2 C3 171.0(3) . . . . ? O1 C1 C2 C3 -7.3(5) . . . . ? C7 C2 C3 C4 1.1(6) . . . . ? C1 C2 C3 C4 179.6(3) . . . . ? C2 C3 C4 C5 -2.0(6) . . . . ? C3 C4 C5 C6 1.9(6) . . . . ? C3 C4 C5 C8 177.8(3) . . . . ? C4 C5 C6 C7 -1.0(6) . . . . ? C8 C5 C6 C7 -176.9(3) . . . . ? C3 C2 C7 C6 -0.3(6) . . . . ? C1 C2 C7 C6 -178.8(3) . . . . ? C5 C6 C7 C2 0.2(6) . . . . ? C4 C5 C8 C9 152.6(3) . . . . ? C6 C5 C8 C9 -31.7(5) . . . . ? C4 C5 C8 C11 32.2(5) . . . . ? C6 C5 C8 C11 -152.0(4) . . . . ? C4 C5 C8 C10 -89.4(4) . . . . ? C6 C5 C8 C10 86.4(4) . . . . ? C11 C8 C9 F2 -165.5(3) . . . . ? C10 C8 C9 F2 -45.4(4) . . . . ? C5 C8 C9 F2 70.8(4) . . . . ? C11 C8 C9 F1 72.7(3) . . . . ? C10 C8 C9 F1 -167.3(3) . . . . ? C5 C8 C9 F1 -51.0(4) . . . . ? C11 C8 C9 F3 -45.5(4) . . . . ? C10 C8 C9 F3 74.5(3) . . . . ? C5 C8 C9 F3 -169.3(3) . . . . ? C9 C8 C10 F5 -47.5(4) . . . . ? C11 C8 C10 F5 69.8(4) . . . . ? C5 C8 C10 F5 -167.7(3) . . . . ? C9 C8 C10 F4 73.7(4) . . . . ? C11 C8 C10 F4 -169.0(3) . . . . ? C5 C8 C10 F4 -46.5(4) . . . . ? C9 C8 C10 F6 -168.3(3) . . . . ? C11 C8 C10 F6 -51.1(4) . . . . ? C5 C8 C10 F6 71.5(3) . . . . ? C9 C8 C11 C16 93.1(4) . . . . ? C10 C8 C11 C16 -25.3(5) . . . . ? C5 C8 C11 C16 -143.7(4) . . . . ? C9 C8 C11 C12 -81.6(4) . . . . ? C10 C8 C11 C12 160.1(3) . . . . ? C5 C8 C11 C12 41.7(5) . . . . ? C16 C11 C12 C13 1.0(6) . . . . ? C8 C11 C12 C13 175.9(4) . . . . ? C11 C12 C13 C14 -2.6(6) . . . . ? C12 C13 C14 C15 0.4(6) . . . . ? C12 C13 C14 C17 -179.3(4) . . . . ? C13 C14 C15 C16 3.3(6) . . . . ? C17 C14 C15 C16 -177.0(4) . . . . ? C12 C11 C16 C15 2.6(6) . . . . ? C8 C11 C16 C15 -172.2(4) . . . . ? C14 C15 C16 C11 -4.9(6) . . . . ? C13 C14 C17 O3 -13.1(6) . . . . ? C15 C14 C17 O3 167.2(4) . . . . ? C13 C14 C17 O4 166.0(4) . . . . ? C15 C14 C17 O4 -13.7(5) . . . . ? N1 C19 C20 C21 1.3(6) . . . . ? C19 C20 C21 C22 0.7(5) . . . . ? C19 C20 C21 C23 -173.3(6) . . . . ? C19 C20 C21 C23' 175.6(5) . . . . ? N1 C18 C22 C21 0.1(6) . . . . ? C20 C21 C22 C18 -1.4(5) . . . . ? C23 C21 C22 C18 172.8(6) . . . . ? C23' C21 C22 C18 -176.1(5) . . . . ? C20 C21 C23 C27 154.0(10) . . . . ? C22 C21 C23 C27 -19.7(14) . . . . ? C23' C21 C23 C27 -126(7) . . . . ? C20 C21 C23 C24 -36.3(11) . . . . ? C22 C21 C23 C24 149.9(7) . . . . ? C23' C21 C23 C24 43(6) . . . . ? C27 C23 C24 C25 -4.5(14) . . . . ? C21 C23 C24 C25 -175.6(8) . . . . ? C23 C24 C25 N2 10.1(19) . . . . ? C21 C23 C27 C26 174.2(8) . . . . ? C24 C23 C27 C26 4.4(15) . . . . ? N2 C26 C27 C23 -9.3(18) . . . . ? C20 C21 C23' C24' 34.0(11) . . . . ? C22 C21 C23' C24' -151.5(8) . . . . ? C23 C21 C23' C24' -72(6) . . . . ? C20 C21 C23' C27' -154.7(7) . . . . ? C22 C21 C23' C27' 19.8(10) . . . . ? C23 C21 C23' C27' 99(7) . . . . ? C27' C23' C24' C25' 1.0(13) . . . . ? C21 C23' C24' C25' 173.0(8) . . . . ? C23' C24' C25' N2' -2.7(18) . . . . ? N2' C26' C27' C23' 6.8(15) . . . . ? C24' C23' C27' C26' -3.2(12) . . . . ? C21 C23' C27' C26' -175.7(7) . . . . ? C20 C19 N1 C18 -2.5(6) . . . . ? C20 C19 N1 Ni1 174.8(3) . . . . ? C22 C18 N1 C19 1.8(6) . . . . ? C22 C18 N1 Ni1 -175.4(3) . . . . ? C24 C25 N2 C26 -13(3) . . . . ? C24 C25 N2 Ni1 175.4(10) . . . 1_545 ? C27 C26 N2 C25 12(2) . . . . ? C27 C26 N2 Ni1 -176.1(10) . . . 1_545 ? C24' C25' N2' C26' 6(2) . . . . ? C24' C25' N2' Ni1 174.9(9) . . . 1_545 ? C27' C26' N2' C25' -8(2) . . . . ? C27' C26' N2' Ni1 -177.6(8) . . . 1_545 ? C19 N1 Ni1 O4 -162.8(3) . . . 1_556 ? C18 N1 Ni1 O4 14.2(3) . . . 1_556 ? C19 N1 Ni1 O3 -60.9(3) . . . 2_766 ? C18 N1 Ni1 O3 116.2(3) . . . 2_766 ? C19 N1 Ni1 N2 64(15) . . . 1_565 ? C18 N1 Ni1 N2 -119(15) . . . 1_565 ? C19 N1 Ni1 O1 37.6(3) . . . . ? C18 N1 Ni1 O1 -145.3(3) . . . . ? C19 N1 Ni1 O2 99.7(3) . . . . ? C18 N1 Ni1 O2 -83.2(3) . . . . ? C19 N1 Ni1 N2' 106(45) . . . 1_565 ? C18 N1 Ni1 N2' -76(45) . . . 1_565 ? O2 C1 O1 Ni1 2.1(3) . . . . ? C2 C1 O1 Ni1 -179.6(3) . . . . ? O4 Ni1 O1 C1 -12.2(4) 1_556 . . . ? O3 Ni1 O1 C1 -178.59(19) 2_766 . . . ? N1 Ni1 O1 C1 88.1(2) . . . . ? N2 Ni1 O1 C1 -90.6(7) 1_565 . . . ? O2 Ni1 O1 C1 -1.20(18) . . . . ? N2' Ni1 O1 C1 -91.1(7) 1_565 . . . ? O1 C1 O2 Ni1 -2.1(3) . . . . ? C2 C1 O2 Ni1 179.7(3) . . . . ? O4 Ni1 O2 C1 177.3(2) 1_556 . . . ? O3 Ni1 O2 C1 8.9(4) 2_766 . . . ? N1 Ni1 O2 C1 -88.7(2) . . . . ? N2 Ni1 O2 C1 89.6(7) 1_565 . . . ? O1 Ni1 O2 C1 1.20(18) . . . . ? N2' Ni1 O2 C1 91.4(7) 1_565 . . . ? O4 C17 O3 Ni1 91.9(5) . . . 2_766 ? C14 C17 O3 Ni1 -89.1(4) . . . 2_766 ? O3 C17 O4 Ni1 -12.9(6) . . . 1_554 ? C14 C17 O4 Ni1 168.1(2) . . . 1_554 ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.423 _refine_diff_density_min -0.313 _refine_diff_density_rms 0.059 # Attachment '- 3.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 767935' #TrackingRef '- 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H26 Cu3 F12 N2 O10, 2(C3 H7 N O)' _chemical_formula_sum 'C50 H40 Cu3 F12 N4 O12' _chemical_formula_weight 1307.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.003(3) _cell_length_b 8.107(2) _cell_length_c 28.4059(19) _cell_angle_alpha 90.00 _cell_angle_beta 116.110(3) _cell_angle_gamma 90.00 _cell_volume 5170.2(15) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 2697 _cell_measurement_theta_min 2.671 _cell_measurement_theta_max 23.16 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2636 _exptl_absorpt_coefficient_mu 1.333 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.695 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13420 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0683 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5054 _reflns_number_gt 3657 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.05P)^2^+1.99P] 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 5054 _refine_ls_number_parameters 368 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.0999 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 C1 C 0.81683(16) 0.5240(5) 0.39175(16) 0.0394(9) Uani 1 1 d . . . C2 C 0.76482(17) 0.4397(5) 0.36273(18) 0.0474(11) Uani 1 1 d . . . H2 H 0.7639 0.3258 0.3660 0.057 Uiso 1 1 calc R . . C3 C 0.71317(17) 0.5230(5) 0.32824(15) 0.0399(9) Uani 1 1 d . . . H3 H 0.6780 0.4656 0.3090 0.048 Uiso 1 1 calc R . . C4 C 0.71559(17) 0.6933(5) 0.32349(14) 0.0363(9) Uani 1 1 d . . . C5 C 0.76747(15) 0.7784(5) 0.35281(15) 0.0330(8) Uani 1 1 d . . . H5 H 0.7685 0.8925 0.3500 0.040 Uiso 1 1 calc R . . C6 C 0.81835(17) 0.6936(5) 0.38667(16) 0.0437(10) Uani 1 1 d . . . H6 H 0.8535 0.7511 0.4059 0.052 Uiso 1 1 calc R . . C7 C 0.87223(15) 0.4404(5) 0.42978(14) 0.0312(8) Uani 1 1 d . . . C8 C 0.84368(16) 0.2735(5) 0.21139(15) 0.0351(8) Uani 1 1 d . . . C9 C 0.87808(15) 0.2019(5) 0.26553(15) 0.0388(9) Uani 1 1 d . . . C10 C 0.93995(16) 0.1793(5) 0.28886(17) 0.0403(9) Uani 1 1 d . . . H10 H 0.9618 0.2119 0.2711 0.048 Uiso 1 1 calc R . . C11 C 0.96849(18) 0.1093(5) 0.33783(17) 0.0454(11) Uani 1 1 d . . . H11 H 1.0096 0.0949 0.3531 0.055 Uiso 1 1 calc R . . C12 C 0.93595(17) 0.0598(5) 0.36460(15) 0.0393(9) Uani 1 1 d . . . C13 C 0.87405(17) 0.0827(5) 0.34208(16) 0.0424(10) Uani 1 1 d . . . H13 H 0.8523 0.0516 0.3600 0.051 Uiso 1 1 calc R . . C14 C 0.84529(17) 0.1540(6) 0.29160(14) 0.0436(10) Uani 1 1 d . . . H14 H 0.8042 0.1687 0.2759 0.052 Uiso 1 1 calc R . . C15 C 0.96492(16) -0.0184(5) 0.41832(14) 0.0326(8) Uani 1 1 d . . . C16 C 0.88021(17) 0.2805(5) 0.17735(16) 0.0387(9) Uani 1 1 d . . . C17 C 0.83906(18) 0.4603(5) 0.22655(16) 0.0428(10) Uani 1 1 d . . . C18 C 0.86950(15) -0.1507(5) 0.50878(15) 0.0367(9) Uani 1 1 d . . . H18 H 0.9054 -0.1950 0.5122 0.044 Uiso 1 1 calc R . . C19 C 0.83092(17) -0.2489(5) 0.51282(15) 0.0375(9) Uani 1 1 d . . . H19 H 0.8424 -0.3559 0.5248 0.045 Uiso 1 1 calc R . . C20 C 0.77239(16) -0.1989(5) 0.49965(16) 0.0401(10) Uani 1 1 d . . . C21 C 0.76448(15) -0.0359(5) 0.48638(15) 0.0370(9) Uani 1 1 d . . . H21 H 0.7276 0.0108 0.4786 0.044 Uiso 1 1 calc R . . C22 C 0.80559(17) 0.0590(6) 0.48388(18) 0.0467(10) Uani 1 1 d . . . H22 H 0.7949 0.1644 0.4700 0.056 Uiso 1 1 calc R . . C23 C 0.99452(18) 0.4686(5) 0.62086(18) 0.0481(11) Uani 1 1 d . . . H23A H 0.9695 0.5371 0.5919 0.072 Uiso 1 1 calc R . . H23B H 1.0223 0.4104 0.6120 0.072 Uiso 1 1 calc R . . H23C H 1.0159 0.5362 0.6512 0.072 Uiso 1 1 calc R . . C24 C 0.99070(18) 0.2705(5) 0.68296(15) 0.0440(10) Uani 1 1 d . . . H24A H 1.0224 0.2057 0.6822 0.066 Uiso 1 1 calc R . . H24B H 0.9643 0.2002 0.6902 0.066 Uiso 1 1 calc R . . H24C H 1.0070 0.3530 0.7098 0.066 Uiso 1 1 calc R . . C25 C 0.89670(19) 0.3125(5) 0.59458(17) 0.0454(10) Uani 1 1 d . . . H25 H 0.8796 0.3631 0.5619 0.054 Uiso 1 1 calc R . . Cu1 Cu 0.926973(19) 0.15397(6) 0.496753(17) 0.03223(13) Uani 1 1 d . . . Cu2 Cu 1.0000 0.5000 0.5000 0.03553(17) Uani 1 2 d S . . F1 F 0.90021(10) 0.1286(3) 0.17458(10) 0.0480(6) Uani 1 1 d . . . F2 F 0.92801(10) 0.3820(3) 0.19870(9) 0.0441(6) Uani 1 1 d . . . F3 F 0.84925(10) 0.3234(3) 0.13210(10) 0.0513(6) Uani 1 1 d . . . F4 F 0.88312(11) 0.5234(3) 0.25620(9) 0.0533(7) Uani 1 1 d . . . F5 F 0.81515(10) 0.5611(3) 0.17979(10) 0.0511(6) Uani 1 1 d . . . F6 F 0.79359(10) 0.4671(3) 0.24202(9) 0.0474(6) Uani 1 1 d . . . N1 N 0.86030(13) 0.0131(4) 0.49979(12) 0.0373(7) Uani 1 1 d . . . N2 N 0.95777(14) 0.3504(4) 0.63221(13) 0.0432(8) Uani 1 1 d . . . O1 O 0.86746(10) 0.2956(3) 0.44225(10) 0.0331(6) Uani 1 1 d . . . O2 O 0.91667(12) 0.5348(3) 0.45180(10) 0.0442(7) Uani 1 1 d . . . O3 O 1.01935(11) -0.0453(3) 0.43759(10) 0.0413(7) Uani 1 1 d . . . O4 O 0.93536(11) -0.0513(3) 0.44191(9) 0.0334(6) Uani 1 1 d . . . H5A H 1.0262 0.2344 0.5238 0.040 Uiso 1 1 d R . . O5 O 0.99013(10) 0.2784(3) 0.49542(10) 0.0278(5) Uani 1 1 d . . . O6 O 0.86894(13) 0.2145(4) 0.60676(12) 0.0549(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0292(18) 0.035(2) 0.043(2) 0.0041(17) 0.0067(16) 0.0006(16) C2 0.037(2) 0.030(2) 0.061(3) -0.0007(19) 0.0074(19) 0.0004(17) C3 0.040(2) 0.035(2) 0.039(2) -0.0100(17) 0.0123(17) 0.0060(16) C4 0.043(2) 0.031(2) 0.0229(17) 0.0025(15) 0.0038(16) -0.0047(16) C5 0.0265(17) 0.0291(19) 0.043(2) 0.0128(16) 0.0149(16) 0.0074(14) C6 0.0291(19) 0.034(2) 0.049(2) 0.0182(18) -0.0006(17) -0.0028(16) C7 0.0325(18) 0.0264(19) 0.035(2) -0.0047(15) 0.0155(16) 0.0019(15) C8 0.0327(19) 0.037(2) 0.0322(19) -0.0052(16) 0.0112(16) -0.0002(15) C9 0.0258(18) 0.035(2) 0.036(2) 0.0007(16) -0.0048(16) -0.0168(15) C10 0.033(2) 0.034(2) 0.055(2) 0.0079(19) 0.0208(19) 0.0045(16) C11 0.0308(19) 0.036(2) 0.055(3) 0.0132(19) 0.0059(18) -0.0086(16) C12 0.037(2) 0.043(2) 0.032(2) 0.0113(17) 0.0096(17) 0.0107(17) C13 0.038(2) 0.049(3) 0.037(2) 0.0105(18) 0.0134(18) -0.0041(18) C14 0.0329(19) 0.061(3) 0.0262(18) -0.0128(19) 0.0028(16) -0.0021(19) C15 0.037(2) 0.034(2) 0.0283(18) 0.0000(15) 0.0152(16) 0.0017(15) C16 0.0337(19) 0.037(2) 0.042(2) 0.0108(17) 0.0136(18) -0.0029(16) C17 0.045(2) 0.038(2) 0.035(2) -0.0001(17) 0.0078(18) -0.0085(18) C18 0.0236(16) 0.035(2) 0.045(2) -0.0126(18) 0.0092(16) -0.0054(16) C19 0.044(2) 0.030(2) 0.038(2) 0.0018(16) 0.0166(18) -0.0019(17) C20 0.034(2) 0.046(2) 0.040(2) 0.0129(18) 0.0155(17) -0.0161(17) C21 0.0194(17) 0.046(2) 0.042(2) -0.0008(17) 0.0101(16) -0.0025(15) C22 0.037(2) 0.042(2) 0.060(3) 0.002(2) 0.021(2) -0.0166(18) C23 0.043(2) 0.027(2) 0.057(3) -0.0070(18) 0.006(2) -0.0103(17) C24 0.047(2) 0.044(2) 0.032(2) -0.0014(17) 0.0091(19) 0.0113(19) C25 0.052(2) 0.035(2) 0.046(2) 0.0109(19) 0.018(2) 0.0013(19) Cu1 0.0308(2) 0.0351(3) 0.0272(2) 0.00256(19) 0.00957(18) -0.00662(19) Cu2 0.0351(3) 0.0237(3) 0.0376(4) 0.0059(3) 0.0067(3) -0.0104(3) F1 0.0432(12) 0.0443(14) 0.0553(15) 0.0003(12) 0.0204(11) 0.0000(11) F2 0.0428(12) 0.0468(14) 0.0424(13) 0.0048(10) 0.0184(11) -0.0191(10) F3 0.0444(13) 0.0537(16) 0.0481(14) 0.0165(12) 0.0132(11) 0.0066(11) F4 0.0566(14) 0.0401(14) 0.0403(13) -0.0017(11) 0.0002(11) -0.0144(11) F5 0.0428(13) 0.0374(13) 0.0500(14) 0.0160(11) -0.0008(11) 0.0091(10) F6 0.0421(12) 0.0483(15) 0.0366(12) -0.0110(11) 0.0034(10) 0.0056(11) N1 0.0303(16) 0.0344(18) 0.0371(17) -0.0019(14) 0.0055(14) -0.0103(13) N2 0.0419(17) 0.0352(19) 0.0386(18) -0.0028(15) 0.0049(15) 0.0092(15) O1 0.0302(13) 0.0306(14) 0.0333(13) 0.0021(11) 0.0092(11) 0.0044(10) O2 0.0414(15) 0.0340(16) 0.0352(15) 0.0012(12) -0.0033(12) 0.0033(12) O3 0.0317(14) 0.0409(17) 0.0404(15) 0.0059(12) 0.0058(12) -0.0043(11) O4 0.0336(13) 0.0390(15) 0.0274(13) 0.0009(11) 0.0132(11) -0.0058(11) O5 0.0302(12) 0.0165(11) 0.0391(14) -0.0076(10) 0.0175(11) -0.0057(9) O6 0.0433(17) 0.060(2) 0.0405(17) -0.0138(15) -0.0007(14) 0.0054(15) _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 C1 C2 1.376(5) . ? C1 C6 1.384(6) . ? C1 C7 1.493(5) . ? C2 C3 1.404(5) . ? C2 H2 0.9300 . ? C3 C4 1.391(5) . ? C3 H3 0.9300 . ? C4 C5 1.379(5) . ? C4 C8 1.519(5) 4_655 ? C5 C6 1.393(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O1 1.247(4) . ? C7 O2 1.265(4) . ? C8 C9 1.509(5) . ? C8 C4 1.519(5) 4_645 ? C8 C17 1.592(6) . ? C8 C16 1.597(6) . ? C9 C14 1.381(6) . ? C9 C10 1.401(5) . ? C10 C11 1.376(6) . ? C10 H10 0.9300 . ? C11 C12 1.395(6) . ? C11 H11 0.9300 . ? C12 C13 1.403(5) . ? C12 C15 1.511(5) . ? C13 C14 1.414(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 O4 1.226(4) . ? C15 O3 1.242(4) . ? C16 F3 1.224(4) . ? C16 F1 1.344(5) . ? C16 F2 1.355(4) . ? C17 F4 1.170(4) . ? C17 F6 1.389(5) . ? C17 F5 1.446(5) . ? C18 C19 1.294(5) . ? C18 N1 1.353(5) . ? C18 H18 0.9300 . ? C19 C20 1.401(5) . ? C19 H19 0.9300 . ? C20 C21 1.364(6) . ? C20 C20 1.400(7) 7_646 ? C21 C22 1.311(5) . ? C21 H21 0.9300 . ? C22 N1 1.292(5) . ? C22 H22 0.9300 . ? C23 N2 1.459(5) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N2 1.460(5) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 O6 1.202(5) . ? C25 N2 1.460(5) . ? C25 H25 0.9300 . ? Cu1 O5 1.888(2) . ? Cu1 O3 1.963(3) 5_756 ? Cu1 O1 1.975(2) . ? Cu1 N1 2.053(3) . ? Cu1 O4 2.351(3) . ? Cu2 O5 1.810(2) . ? Cu2 O5 1.810(2) 5_766 ? Cu2 O2 1.945(3) 5_766 ? Cu2 O2 1.945(2) . ? O3 Cu1 1.963(3) 5_756 ? O5 H5A 0.9755 . ? 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 C1 C6 119.5(4) . . ? C2 C1 C7 122.6(4) . . ? C6 C1 C7 117.8(3) . . ? C1 C2 C3 121.0(4) . . ? C1 C2 H2 119.5 . . ? C3 C2 H2 119.5 . . ? C4 C3 C2 118.6(4) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C5 C4 C3 120.5(3) . . ? C5 C4 C8 124.7(3) . 4_655 ? C3 C4 C8 114.6(3) . 4_655 ? C4 C5 C6 120.1(4) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 120.2(4) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? O1 C7 O2 127.0(3) . . ? O1 C7 C1 117.3(3) . . ? O2 C7 C1 114.6(3) . . ? C9 C8 C4 117.1(3) . 4_645 ? C9 C8 C17 99.6(3) . . ? C4 C8 C17 114.7(3) 4_645 . ? C9 C8 C16 114.2(3) . . ? C4 C8 C16 105.9(3) 4_645 . ? C17 C8 C16 105.0(3) . . ? C14 C9 C10 120.1(4) . . ? C14 C9 C8 116.6(3) . . ? C10 C9 C8 123.2(4) . . ? C11 C10 C9 120.4(4) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.2(4) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 120.3(4) . . ? C11 C12 C15 122.4(3) . . ? C13 C12 C15 117.3(4) . . ? C12 C13 C14 118.9(4) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C9 C14 C13 120.1(3) . . ? C9 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? O4 C15 O3 121.9(3) . . ? O4 C15 C12 120.5(3) . . ? O3 C15 C12 117.6(3) . . ? F3 C16 F1 106.2(4) . . ? F3 C16 F2 108.8(3) . . ? F1 C16 F2 107.8(3) . . ? F3 C16 C8 112.3(3) . . ? F1 C16 C8 109.3(3) . . ? F2 C16 C8 112.2(3) . . ? F4 C17 F6 113.4(4) . . ? F4 C17 F5 106.9(3) . . ? F6 C17 F5 101.7(3) . . ? F4 C17 C8 117.0(4) . . ? F6 C17 C8 106.9(3) . . ? F5 C17 C8 109.8(3) . . ? C19 C18 N1 123.3(4) . . ? C19 C18 H18 118.3 . . ? N1 C18 H18 118.3 . . ? C18 C19 C20 122.0(4) . . ? C18 C19 H19 119.0 . . ? C20 C19 H19 119.0 . . ? C21 C20 C20 123.9(5) . 7_646 ? C21 C20 C19 111.2(3) . . ? C20 C20 C19 125.0(5) 7_646 . ? C22 C21 C20 124.2(4) . . ? C22 C21 H21 117.9 . . ? C20 C21 H21 117.9 . . ? N1 C22 C21 123.2(4) . . ? N1 C22 H22 118.4 . . ? C21 C22 H22 118.4 . . ? N2 C23 H23A 109.5 . . ? N2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N2 C24 H24A 109.5 . . ? N2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O6 C25 N2 118.6(4) . . ? O6 C25 H25 120.7 . . ? N2 C25 H25 120.7 . . ? O5 Cu1 O3 91.76(11) . 5_756 ? O5 Cu1 O1 91.26(11) . . ? O3 Cu1 O1 165.91(11) 5_756 . ? O5 Cu1 N1 178.11(12) . . ? O3 Cu1 N1 86.49(12) 5_756 . ? O1 Cu1 N1 90.61(12) . . ? O5 Cu1 O4 92.62(9) . . ? O3 Cu1 O4 95.09(11) 5_756 . ? O1 Cu1 O4 98.52(10) . . ? N1 Cu1 O4 86.84(11) . . ? O5 Cu2 O5 180.000(1) . 5_766 ? O5 Cu2 O2 88.65(11) . 5_766 ? O5 Cu2 O2 91.35(11) 5_766 5_766 ? O5 Cu2 O2 91.35(11) . . ? O5 Cu2 O2 88.65(11) 5_766 . ? O2 Cu2 O2 180.0(2) 5_766 . ? C22 N1 C18 114.5(3) . . ? C22 N1 Cu1 125.4(3) . . ? C18 N1 Cu1 118.7(3) . . ? C23 N2 C24 111.9(3) . . ? C23 N2 C25 122.3(3) . . ? C24 N2 C25 125.7(4) . . ? C7 O1 Cu1 129.5(2) . . ? C7 O2 Cu2 134.1(2) . . ? C15 O3 Cu1 131.0(3) . 5_756 ? C15 O4 Cu1 117.3(2) . . ? Cu2 O5 Cu1 128.13(13) . . ? Cu2 O5 H5A 104.9 . . ? Cu1 O5 H5A 105.4 . . ? 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 C6 C1 C2 C3 -0.3(7) . . . . ? C7 C1 C2 C3 178.5(4) . . . . ? C1 C2 C3 C4 0.6(7) . . . . ? C2 C3 C4 C5 -1.1(6) . . . . ? C2 C3 C4 C8 -175.4(4) . . . 4_655 ? C3 C4 C5 C6 1.4(6) . . . . ? C8 C4 C5 C6 175.0(4) 4_655 . . . ? C2 C1 C6 C5 0.6(7) . . . . ? C7 C1 C6 C5 -178.3(4) . . . . ? C4 C5 C6 C1 -1.1(6) . . . . ? C2 C1 C7 O1 -13.4(6) . . . . ? C6 C1 C7 O1 165.5(4) . . . . ? C2 C1 C7 O2 177.5(4) . . . . ? C6 C1 C7 O2 -3.7(6) . . . . ? C4 C8 C9 C14 -39.6(5) 4_645 . . . ? C17 C8 C9 C14 84.6(4) . . . . ? C16 C8 C9 C14 -164.1(4) . . . . ? C4 C8 C9 C10 138.8(4) 4_645 . . . ? C17 C8 C9 C10 -97.0(4) . . . . ? C16 C8 C9 C10 14.3(5) . . . . ? C14 C9 C10 C11 0.1(6) . . . . ? C8 C9 C10 C11 -178.3(4) . . . . ? C9 C10 C11 C12 0.2(7) . . . . ? C10 C11 C12 C13 -0.7(7) . . . . ? C10 C11 C12 C15 179.8(4) . . . . ? C11 C12 C13 C14 1.1(7) . . . . ? C15 C12 C13 C14 -179.4(4) . . . . ? C10 C9 C14 C13 0.3(6) . . . . ? C8 C9 C14 C13 178.7(4) . . . . ? C12 C13 C14 C9 -0.9(7) . . . . ? C11 C12 C15 O4 175.7(4) . . . . ? C13 C12 C15 O4 -3.8(6) . . . . ? C11 C12 C15 O3 -3.4(6) . . . . ? C13 C12 C15 O3 177.1(4) . . . . ? C9 C8 C16 F3 173.1(3) . . . . ? C4 C8 C16 F3 42.9(4) 4_645 . . . ? C17 C8 C16 F3 -78.8(4) . . . . ? C9 C8 C16 F1 55.5(4) . . . . ? C4 C8 C16 F1 -74.7(4) 4_645 . . . ? C17 C8 C16 F1 163.6(3) . . . . ? C9 C8 C16 F2 -63.9(4) . . . . ? C4 C8 C16 F2 165.8(3) 4_645 . . . ? C17 C8 C16 F2 44.1(4) . . . . ? C9 C8 C17 F4 49.1(5) . . . . ? C4 C8 C17 F4 175.0(4) 4_645 . . . ? C16 C8 C17 F4 -69.2(4) . . . . ? C9 C8 C17 F6 -79.2(3) . . . . ? C4 C8 C17 F6 46.6(4) 4_645 . . . ? C16 C8 C17 F6 162.4(3) . . . . ? C9 C8 C17 F5 171.2(3) . . . . ? C4 C8 C17 F5 -62.9(4) 4_645 . . . ? C16 C8 C17 F5 52.9(4) . . . . ? N1 C18 C19 C20 10.8(6) . . . . ? C18 C19 C20 C21 -4.3(6) . . . . ? C18 C19 C20 C20 176.3(5) . . . 7_646 ? C20 C20 C21 C22 -177.5(5) 7_646 . . . ? C19 C20 C21 C22 3.1(6) . . . . ? C20 C21 C22 N1 -8.6(7) . . . . ? C21 C22 N1 C18 13.5(6) . . . . ? C21 C22 N1 Cu1 179.6(3) . . . . ? C19 C18 N1 C22 -14.9(6) . . . . ? C19 C18 N1 Cu1 178.0(3) . . . . ? O3 Cu1 N1 C22 145.8(4) 5_756 . . . ? O1 Cu1 N1 C22 -20.4(4) . . . . ? O4 Cu1 N1 C22 -118.9(4) . . . . ? O3 Cu1 N1 C18 -48.6(3) 5_756 . . . ? O1 Cu1 N1 C18 145.2(3) . . . . ? O4 Cu1 N1 C18 46.7(3) . . . . ? O6 C25 N2 C23 -179.6(4) . . . . ? O6 C25 N2 C24 4.8(6) . . . . ? O2 C7 O1 Cu1 -4.2(6) . . . . ? C1 C7 O1 Cu1 -171.8(2) . . . . ? O5 Cu1 O1 C7 -23.3(3) . . . . ? O3 Cu1 O1 C7 79.0(6) 5_756 . . . ? N1 Cu1 O1 C7 156.9(3) . . . . ? O4 Cu1 O1 C7 -116.2(3) . . . . ? O1 C7 O2 Cu2 16.8(6) . . . . ? C1 C7 O2 Cu2 -175.3(3) . . . . ? O5 Cu2 O2 C7 5.4(4) . . . . ? O5 Cu2 O2 C7 -174.6(4) 5_766 . . . ? O4 C15 O3 Cu1 4.8(6) . . . 5_756 ? C12 C15 O3 Cu1 -176.1(3) . . . 5_756 ? O3 C15 O4 Cu1 89.2(4) . . . . ? C12 C15 O4 Cu1 -89.8(4) . . . . ? O5 Cu1 O4 C15 -14.5(3) . . . . ? O3 Cu1 O4 C15 -106.5(3) 5_756 . . . ? O1 Cu1 O4 C15 77.1(3) . . . . ? N1 Cu1 O4 C15 167.3(3) . . . . ? O2 Cu2 O5 Cu1 136.35(18) 5_766 . . . ? O2 Cu2 O5 Cu1 -43.65(18) . . . . ? O3 Cu1 O5 Cu2 -115.92(18) 5_756 . . . ? O1 Cu1 O5 Cu2 50.32(18) . . . . ? O4 Cu1 O5 Cu2 148.90(17) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.401 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.069 # Attachment '- 4.cif' data_70428am _database_code_depnum_ccdc_archive 'CCDC 767936' #TrackingRef '- 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C51 H26 Co2 F18 O12, 2(H O0.50)' _chemical_formula_sum 'C51 H28 Co2 F18 O13' _chemical_formula_weight 1308.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2/c ' _symmetry_space_group_name_Hall '-P 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 18.9503(19) _cell_length_b 7.1992(7) _cell_length_c 23.5351(17) _cell_angle_alpha 90.00 _cell_angle_beta 123.836(5) _cell_angle_gamma 90.00 _cell_volume 2667.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1420 _cell_measurement_theta_min 2.830 _cell_measurement_theta_max 18.148 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1308 _exptl_absorpt_coefficient_mu 0.748 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.823 _exptl_absorpt_correction_T_max 0.861 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13914 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0801 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5225 _reflns_number_gt 3619 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0763P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5225 _refine_ls_number_parameters 384 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1012 _refine_ls_R_factor_gt 0.0636 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1339 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 C1 C 0.4189(3) 1.3609(6) 0.88201(19) 0.0418(10) Uani 1 1 d . . . C2 C 0.4052(3) 0.6854(6) 0.5314(2) 0.0391(9) Uani 1 1 d . . . C3 C 0.3682(2) 0.9486(6) 0.57821(19) 0.0369(9) Uani 1 1 d . . . H3 H 0.4134 1.0148 0.5831 0.044 Uiso 1 1 calc R . . C4 C 0.3493(3) 0.7684(6) 0.5503(2) 0.0371(9) Uani 1 1 d . . . C5 C 0.2812(3) 0.6778(6) 0.5415(2) 0.0509(11) Uani 1 1 d . . . H5 H 0.2668 0.5615 0.5208 0.061 Uiso 1 1 calc R . . C6 C 0.2783(3) 0.1724(6) 0.4233(2) 0.0415(10) Uani 1 1 d . . . C7 C 0.1382(3) 1.1601(6) 0.5565(2) 0.0424(10) Uani 1 1 d . . . C8 C 0.1451(3) 0.8864(7) 0.6257(3) 0.0556(13) Uani 1 1 d . . . C9 C -0.0151(3) -0.4477(6) 0.2955(3) 0.0533(13) Uani 1 1 d . . . C10 C 0.3646(2) 1.2784(6) 0.81218(18) 0.0342(9) Uani 1 1 d . . . C11 C 0.3782(3) 1.0984(6) 0.7994(2) 0.0404(10) Uani 1 1 d . . . H11 H 0.4226 1.0286 0.8342 0.048 Uiso 1 1 calc R . . C12 C 0.1988(2) 1.0242(6) 0.61457(18) 0.0361(9) Uani 1 1 d . . . C13 C 0.2512(2) 0.9312(6) 0.59163(19) 0.0357(9) Uani 1 1 d . . . C14 C 0.2573(2) 1.1247(5) 0.68324(17) 0.0285(8) Uani 1 1 d . . . C15 C 0.3187(3) 1.0257(6) 0.5984(2) 0.0418(10) Uani 1 1 d . . . H15 H 0.3312 1.1446 0.6170 0.050 Uiso 1 1 calc R . . C16 C 0.2322(3) 0.7556(6) 0.5628(2) 0.0462(11) Uani 1 1 d . . . H16 H 0.1868 0.6895 0.5577 0.055 Uiso 1 1 calc R . . C17 C 0.2974(3) 1.3805(6) 0.7608(2) 0.0422(10) Uani 1 1 d . . . H17 H 0.2876 1.5007 0.7693 0.051 Uiso 1 1 calc R . . C18 C 0.3266(3) 1.0240(6) 0.7358(2) 0.0457(11) Uani 1 1 d . . . H18 H 0.3374 0.9050 0.7271 0.055 Uiso 1 1 calc R . . C19 C 0.2241(3) -0.1173(6) 0.3571(2) 0.0481(11) Uani 1 1 d . . . H19 H 0.2780 -0.1414 0.3669 0.058 Uiso 1 1 calc R . . C20 C 0.2099(2) 0.0391(5) 0.3840(2) 0.0353(9) Uani 1 1 d . . . C21 C 0.1303(3) 0.0682(6) 0.3707(2) 0.0480(11) Uani 1 1 d . . . H21 H 0.1205 0.1696 0.3899 0.058 Uiso 1 1 calc R . . C22 C 0.0661(3) -0.0511(6) 0.3296(2) 0.0451(10) Uani 1 1 d . . . H22 H 0.0128 -0.0307 0.3214 0.054 Uiso 1 1 calc R . . C23 C 0.0000 -0.3244(8) 0.2500 0.0425(14) Uani 1 2 d S . . C24 C 0.0781(3) -0.2027(5) 0.2995(2) 0.0386(9) Uani 1 1 d . . . C25 C 0.1577(3) -0.2366(6) 0.3157(2) 0.0474(11) Uani 1 1 d . . . H25 H 0.1678 -0.3425 0.2986 0.057 Uiso 1 1 calc R . . C26 C 0.2450(2) 1.3028(6) 0.69673(18) 0.0378(9) Uani 1 1 d . . . H26 H 0.2003 1.3725 0.6620 0.045 Uiso 1 1 calc R . . Co1 Co 0.44930(3) 0.33133(7) 0.47548(3) 0.03167(16) Uani 1 1 d . . . F1 F 0.17965(17) 1.2990(4) 0.55159(13) 0.0559(7) Uani 1 1 d . . . F2 F 0.09619(17) 1.0751(4) 0.49645(13) 0.0628(9) Uani 1 1 d . . . F3 F 0.08051(16) 1.2350(4) 0.56467(12) 0.0515(7) Uani 1 1 d . . . F4 F 0.08104(16) 0.8153(3) 0.56777(14) 0.0553(7) Uani 1 1 d . . . F5 F 0.19100(19) 0.7486(4) 0.66558(14) 0.0645(8) Uani 1 1 d . . . F6 F 0.11182(18) 0.9703(4) 0.65618(14) 0.0633(8) Uani 1 1 d . . . F7 F -0.04580(18) -0.3538(4) 0.32523(15) 0.0620(8) Uani 1 1 d . . . F8 F -0.07045(18) -0.5885(4) 0.25998(14) 0.0615(8) Uani 1 1 d . . . F9 F 0.05755(17) -0.5255(4) 0.34651(13) 0.0596(7) Uani 1 1 d . . . O1 O 0.48120(18) 1.2655(4) 0.92714(13) 0.0425(7) Uani 1 1 d . . . O2 O 0.3973(2) 1.5156(4) 0.89179(15) 0.0540(8) Uani 1 1 d . . . O3 O 0.38634(18) 0.5266(4) 0.50362(15) 0.0482(8) Uani 1 1 d . . . O4 O 0.46783(19) 0.7732(4) 0.54324(15) 0.0479(8) Uani 1 1 d . . . O5 O 0.2564(2) 0.3165(4) 0.44353(16) 0.0535(8) Uani 1 1 d . . . H5A H 0.2985 0.3803 0.4688 0.064 Uiso 1 1 d R . . O6 O 0.34918(19) 0.1525(4) 0.43569(14) 0.0428(7) Uani 1 1 d . . . O7 O 0.4297(4) 0.5837(9) 0.7106(3) 0.0576(17) Uani 0.50 1 d P . . H7A H 0.4815 0.6094 0.7291 0.069 Uiso 0.50 1 d PR . . H7B H 0.4246 0.4953 0.7321 0.069 Uiso 0.50 1 d 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 C1 0.048(3) 0.041(2) 0.0246(19) -0.0078(17) 0.0130(19) -0.0087(19) C2 0.031(2) 0.046(2) 0.033(2) -0.0074(17) 0.0129(17) 0.0024(18) C3 0.026(2) 0.041(2) 0.037(2) -0.0070(18) 0.0130(17) -0.0037(17) C4 0.026(2) 0.039(2) 0.038(2) -0.0002(17) 0.0133(17) 0.0058(16) C5 0.047(3) 0.044(2) 0.048(2) -0.018(2) 0.018(2) -0.020(2) C6 0.038(2) 0.045(2) 0.0303(19) 0.0001(18) 0.0119(17) 0.005(2) C7 0.035(2) 0.056(3) 0.030(2) -0.0094(19) 0.0140(18) 0.006(2) C8 0.040(3) 0.058(3) 0.056(3) -0.016(2) 0.019(2) -0.004(2) C9 0.028(2) 0.038(2) 0.065(3) 0.015(2) 0.009(2) 0.0070(19) C10 0.024(2) 0.054(3) 0.0246(18) -0.0062(16) 0.0133(16) -0.0046(17) C11 0.029(2) 0.053(3) 0.033(2) -0.0013(18) 0.0137(17) 0.0058(18) C12 0.029(2) 0.049(2) 0.0248(18) -0.0063(16) 0.0120(16) 0.0071(17) C13 0.026(2) 0.048(2) 0.032(2) -0.0136(17) 0.0156(17) 0.0057(17) C14 0.0219(18) 0.038(2) 0.0220(17) -0.0097(14) 0.0099(14) 0.0003(15) C15 0.032(2) 0.037(2) 0.043(2) -0.0093(18) 0.0125(19) -0.0024(17) C16 0.034(2) 0.045(2) 0.045(2) -0.014(2) 0.012(2) -0.0174(19) C17 0.043(3) 0.036(2) 0.031(2) -0.0071(16) 0.0110(19) -0.0014(18) C18 0.038(2) 0.053(3) 0.037(2) -0.0116(19) 0.0152(19) 0.006(2) C19 0.029(2) 0.044(2) 0.053(3) -0.007(2) 0.012(2) 0.0016(18) C20 0.029(2) 0.035(2) 0.037(2) -0.0009(17) 0.0155(17) 0.0041(17) C21 0.031(2) 0.045(2) 0.053(3) -0.004(2) 0.014(2) 0.0072(18) C22 0.027(2) 0.045(3) 0.053(3) -0.003(2) 0.0158(19) 0.0021(18) C23 0.026(3) 0.032(3) 0.055(4) 0.000 0.014(3) 0.000 C24 0.033(2) 0.027(2) 0.056(3) 0.0045(18) 0.026(2) 0.0016(16) C25 0.031(2) 0.040(2) 0.057(3) -0.018(2) 0.016(2) -0.0025(18) C26 0.032(2) 0.047(2) 0.0252(18) -0.0057(17) 0.0105(16) 0.0074(18) Co1 0.0225(3) 0.0344(3) 0.0327(3) 0.0044(2) 0.0119(2) 0.0023(2) F1 0.0554(17) 0.0476(15) 0.0451(14) 0.0081(12) 0.0158(13) 0.0129(13) F2 0.0503(16) 0.0520(16) 0.0494(15) -0.0204(13) 0.0050(13) 0.0154(13) F3 0.0401(14) 0.0530(14) 0.0428(13) -0.0139(12) 0.0114(12) 0.0155(12) F4 0.0361(14) 0.0530(15) 0.0566(15) -0.0163(13) 0.0133(12) -0.0126(12) F5 0.0567(18) 0.0554(16) 0.0561(17) -0.0081(14) 0.0157(14) -0.0117(14) F6 0.0565(17) 0.0596(17) 0.0555(16) -0.0255(13) 0.0199(14) -0.0049(14) F7 0.0521(17) 0.0502(16) 0.0621(17) 0.0121(13) 0.0184(14) 0.0060(13) F8 0.0557(17) 0.0441(15) 0.0582(16) 0.0191(12) 0.0154(14) -0.0086(13) F9 0.0483(16) 0.0571(16) 0.0515(15) 0.0204(13) 0.0142(13) 0.0141(13) O1 0.0348(16) 0.0579(18) 0.0258(13) -0.0075(13) 0.0113(12) -0.0061(13) O2 0.055(2) 0.0519(19) 0.0348(15) -0.0181(14) 0.0125(14) -0.0083(15) O3 0.0397(17) 0.0439(17) 0.0459(17) -0.0175(13) 0.0145(14) 0.0029(13) O4 0.0395(18) 0.0486(18) 0.0499(17) -0.0026(14) 0.0213(15) 0.0101(14) O5 0.0509(19) 0.0417(17) 0.0488(17) -0.0140(14) 0.0160(15) -0.0086(15) O6 0.0389(17) 0.0348(15) 0.0394(15) -0.0065(12) 0.0123(13) -0.0040(13) O7 0.058(4) 0.054(4) 0.049(4) -0.012(3) 0.023(3) -0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.252(5) . ? C1 O1 1.263(5) . ? C1 C10 1.493(5) . ? C2 O4 1.232(5) . ? C2 O3 1.266(5) . ? C2 C4 1.483(6) . ? C3 C15 1.382(6) . ? C3 C4 1.408(6) . ? C3 H3 0.9300 . ? C4 C5 1.355(6) . ? C5 C16 1.395(7) . ? C5 H5 0.9300 . ? C6 O6 1.215(5) . ? C6 O5 1.301(5) . ? C6 C20 1.456(6) . ? C7 F1 1.316(5) . ? C7 F2 1.324(4) . ? C7 F3 1.326(5) . ? C7 C12 1.547(6) . ? C8 F5 1.309(6) . ? C8 F4 1.323(5) . ? C8 F6 1.334(6) . ? C8 C12 1.544(7) . ? C9 F7 1.319(6) . ? C9 F9 1.345(5) . ? C9 F8 1.360(5) . ? C9 C23 1.536(6) . ? C10 C17 1.382(5) . ? C10 C11 1.387(6) . ? C11 C18 1.361(6) . ? C11 H11 0.9300 . ? C12 C13 1.525(5) . ? C12 C14 1.539(5) . ? C13 C15 1.377(6) . ? C13 C16 1.384(6) . ? C14 C26 1.372(5) . ? C14 C18 1.404(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C26 1.380(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C25 1.380(6) . ? C19 C20 1.388(6) . ? C19 H19 0.9300 . ? C20 C21 1.376(6) . ? C21 C22 1.358(6) . ? C21 H21 0.9300 . ? C22 C24 1.387(6) . ? C22 H22 0.9300 . ? C23 C9 1.536(6) 2 ? C23 C24 1.547(5) . ? C23 C24 1.547(5) 2 ? C24 C25 1.357(6) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? Co1 O1 1.962(3) 2_646 ? Co1 O2 1.976(3) 4_575 ? Co1 O4 1.999(3) 3_666 ? Co1 O6 2.039(3) . ? Co1 O3 2.172(3) . ? Co1 Co1 2.9073(11) 3_666 ? O1 Co1 1.962(3) 2_666 ? O2 Co1 1.976(3) 4_576 ? O4 Co1 1.999(3) 3_666 ? O5 H5A 0.8201 . ? O7 H7A 0.8435 . ? O7 H7B 0.8514 . ? 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 O2 C1 O1 125.3(4) . . ? O2 C1 C10 117.4(4) . . ? O1 C1 C10 117.3(4) . . ? O4 C2 O3 122.6(4) . . ? O4 C2 C4 119.0(4) . . ? O3 C2 C4 118.4(4) . . ? C15 C3 C4 119.1(4) . . ? C15 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C5 C4 C3 119.2(4) . . ? C5 C4 C2 122.6(4) . . ? C3 C4 C2 118.2(4) . . ? C4 C5 C16 121.3(4) . . ? C4 C5 H5 119.3 . . ? C16 C5 H5 119.3 . . ? O6 C6 O5 122.8(4) . . ? O6 C6 C20 123.2(4) . . ? O5 C6 C20 114.0(4) . . ? F1 C7 F2 106.9(4) . . ? F1 C7 F3 106.5(4) . . ? F2 C7 F3 106.7(3) . . ? F1 C7 C12 111.9(3) . . ? F2 C7 C12 111.1(3) . . ? F3 C7 C12 113.3(3) . . ? F5 C8 F4 107.9(4) . . ? F5 C8 F6 106.4(4) . . ? F4 C8 F6 107.0(4) . . ? F5 C8 C12 111.8(4) . . ? F4 C8 C12 112.7(4) . . ? F6 C8 C12 110.7(4) . . ? F7 C9 F9 106.0(4) . . ? F7 C9 F8 106.9(4) . . ? F9 C9 F8 107.1(3) . . ? F7 C9 C23 112.5(4) . . ? F9 C9 C23 111.6(4) . . ? F8 C9 C23 112.4(4) . . ? C17 C10 C11 119.9(3) . . ? C17 C10 C1 119.1(4) . . ? C11 C10 C1 120.9(4) . . ? C18 C11 C10 120.0(4) . . ? C18 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C14 110.3(3) . . ? C13 C12 C8 113.5(4) . . ? C14 C12 C8 106.3(3) . . ? C13 C12 C7 105.9(3) . . ? C14 C12 C7 112.1(3) . . ? C8 C12 C7 108.8(3) . . ? C15 C13 C16 118.7(4) . . ? C15 C13 C12 119.2(4) . . ? C16 C13 C12 122.1(4) . . ? C26 C14 C18 118.3(3) . . ? C26 C14 C12 124.5(3) . . ? C18 C14 C12 117.2(3) . . ? C13 C15 C3 121.7(4) . . ? C13 C15 H15 119.1 . . ? C3 C15 H15 119.1 . . ? C13 C16 C5 119.9(4) . . ? C13 C16 H16 120.0 . . ? C5 C16 H16 120.0 . . ? C26 C17 C10 119.6(4) . . ? C26 C17 H17 120.2 . . ? C10 C17 H17 120.2 . . ? C11 C18 C14 120.8(4) . . ? C11 C18 H18 119.6 . . ? C14 C18 H18 119.6 . . ? C25 C19 C20 119.6(4) . . ? C25 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C21 C20 C19 119.1(4) . . ? C21 C20 C6 121.2(4) . . ? C19 C20 C6 119.7(4) . . ? C22 C21 C20 120.0(4) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C24 121.7(4) . . ? C21 C22 H22 119.1 . . ? C24 C22 H22 119.1 . . ? C9 C23 C9 109.3(5) 2 . ? C9 C23 C24 112.4(2) 2 . ? C9 C23 C24 105.9(2) . . ? C9 C23 C24 105.9(2) 2 2 ? C9 C23 C24 112.4(2) . 2 ? C24 C23 C24 111.0(4) . 2 ? C25 C24 C22 118.0(4) . . ? C25 C24 C23 123.9(4) . . ? C22 C24 C23 118.1(3) . . ? C24 C25 C19 121.4(4) . . ? C24 C25 H25 119.3 . . ? C19 C25 H25 119.3 . . ? C14 C26 C17 121.3(4) . . ? C14 C26 H26 119.3 . . ? C17 C26 H26 119.3 . . ? O1 Co1 O2 159.54(14) 2_646 4_575 ? O1 Co1 O4 93.89(12) 2_646 3_666 ? O2 Co1 O4 90.42(14) 4_575 3_666 ? O1 Co1 O6 103.40(12) 2_646 . ? O2 Co1 O6 94.26(13) 4_575 . ? O4 Co1 O6 107.78(13) 3_666 . ? O1 Co1 O3 85.72(12) 2_646 . ? O2 Co1 O3 83.64(14) 4_575 . ? O4 Co1 O3 160.57(13) 3_666 . ? O6 Co1 O3 91.14(12) . . ? O1 Co1 Co1 82.68(9) 2_646 3_666 ? O2 Co1 Co1 77.44(10) 4_575 3_666 ? O4 Co1 Co1 88.59(10) 3_666 3_666 ? O6 Co1 Co1 161.85(9) . 3_666 ? O3 Co1 Co1 72.08(8) . 3_666 ? C1 O1 Co1 123.8(3) . 2_666 ? C1 O2 Co1 130.3(3) . 4_576 ? C2 O3 Co1 134.2(3) . . ? C2 O4 Co1 122.2(3) . 3_666 ? C6 O5 H5A 109.5 . . ? C6 O6 Co1 131.1(3) . . ? H7A O7 H7B 110.0 . . ? 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 C15 C3 C4 C5 2.4(6) . . . . ? C15 C3 C4 C2 -177.7(4) . . . . ? O4 C2 C4 C5 -177.3(4) . . . . ? O3 C2 C4 C5 2.8(6) . . . . ? O4 C2 C4 C3 2.8(6) . . . . ? O3 C2 C4 C3 -177.1(4) . . . . ? C3 C4 C5 C16 -3.4(7) . . . . ? C2 C4 C5 C16 176.7(4) . . . . ? O2 C1 C10 C17 4.6(6) . . . . ? O1 C1 C10 C17 -178.0(4) . . . . ? O2 C1 C10 C11 -172.1(4) . . . . ? O1 C1 C10 C11 5.2(6) . . . . ? C17 C10 C11 C18 1.5(7) . . . . ? C1 C10 C11 C18 178.3(4) . . . . ? F5 C8 C12 C13 51.4(5) . . . . ? F4 C8 C12 C13 -70.4(5) . . . . ? F6 C8 C12 C13 169.8(3) . . . . ? F5 C8 C12 C14 -70.1(4) . . . . ? F4 C8 C12 C14 168.2(3) . . . . ? F6 C8 C12 C14 48.4(5) . . . . ? F5 C8 C12 C7 169.0(3) . . . . ? F4 C8 C12 C7 47.2(5) . . . . ? F6 C8 C12 C7 -72.6(4) . . . . ? F1 C7 C12 C13 -67.7(4) . . . . ? F2 C7 C12 C13 51.7(5) . . . . ? F3 C7 C12 C13 171.8(3) . . . . ? F1 C7 C12 C14 52.6(4) . . . . ? F2 C7 C12 C14 172.0(4) . . . . ? F3 C7 C12 C14 -67.8(5) . . . . ? F1 C7 C12 C8 169.9(3) . . . . ? F2 C7 C12 C8 -70.6(4) . . . . ? F3 C7 C12 C8 49.5(5) . . . . ? C14 C12 C13 C15 -42.5(5) . . . . ? C8 C12 C13 C15 -161.8(4) . . . . ? C7 C12 C13 C15 79.0(4) . . . . ? C14 C12 C13 C16 138.8(4) . . . . ? C8 C12 C13 C16 19.6(5) . . . . ? C7 C12 C13 C16 -99.6(5) . . . . ? C13 C12 C14 C26 132.7(4) . . . . ? C8 C12 C14 C26 -103.8(5) . . . . ? C7 C12 C14 C26 15.0(5) . . . . ? C13 C12 C14 C18 -49.0(5) . . . . ? C8 C12 C14 C18 74.5(4) . . . . ? C7 C12 C14 C18 -166.8(4) . . . . ? C16 C13 C15 C3 -1.1(6) . . . . ? C12 C13 C15 C3 -179.8(4) . . . . ? C4 C3 C15 C13 -0.2(6) . . . . ? C15 C13 C16 C5 0.2(6) . . . . ? C12 C13 C16 C5 178.8(4) . . . . ? C4 C5 C16 C13 2.1(7) . . . . ? C11 C10 C17 C26 -0.8(7) . . . . ? C1 C10 C17 C26 -177.6(4) . . . . ? C10 C11 C18 C14 -2.5(7) . . . . ? C26 C14 C18 C11 2.7(7) . . . . ? C12 C14 C18 C11 -175.7(4) . . . . ? C25 C19 C20 C21 2.3(7) . . . . ? C25 C19 C20 C6 -175.4(4) . . . . ? O6 C6 C20 C21 -179.4(4) . . . . ? O5 C6 C20 C21 -0.2(6) . . . . ? O6 C6 C20 C19 -1.8(7) . . . . ? O5 C6 C20 C19 177.4(4) . . . . ? C19 C20 C21 C22 -2.6(7) . . . . ? C6 C20 C21 C22 175.0(4) . . . . ? C20 C21 C22 C24 -0.7(7) . . . . ? F7 C9 C23 C9 -166.6(4) . . . 2 ? F9 C9 C23 C9 74.4(4) . . . 2 ? F8 C9 C23 C9 -46.0(3) . . . 2 ? F7 C9 C23 C24 72.0(4) . . . . ? F9 C9 C23 C24 -46.9(5) . . . . ? F8 C9 C23 C24 -167.3(3) . . . . ? F7 C9 C23 C24 -49.3(5) . . . 2 ? F9 C9 C23 C24 -168.3(4) . . . 2 ? F8 C9 C23 C24 71.3(5) . . . 2 ? C21 C22 C24 C25 4.3(7) . . . . ? C21 C22 C24 C23 -176.4(4) . . . . ? C9 C23 C24 C25 -18.0(6) 2 . . . ? C9 C23 C24 C25 101.3(5) . . . . ? C24 C23 C24 C25 -136.4(5) 2 . . . ? C9 C23 C24 C22 162.7(4) 2 . . . ? C9 C23 C24 C22 -78.0(5) . . . . ? C24 C23 C24 C22 44.3(3) 2 . . . ? C22 C24 C25 C19 -4.6(7) . . . . ? C23 C24 C25 C19 176.2(4) . . . . ? C20 C19 C25 C24 1.4(7) . . . . ? C18 C14 C26 C17 -1.9(6) . . . . ? C12 C14 C26 C17 176.3(4) . . . . ? C10 C17 C26 C14 1.0(7) . . . . ? O2 C1 O1 Co1 6.0(6) . . . 2_666 ? C10 C1 O1 Co1 -171.1(3) . . . 2_666 ? O1 C1 O2 Co1 1.7(7) . . . 4_576 ? C10 C1 O2 Co1 178.8(3) . . . 4_576 ? O4 C2 O3 Co1 7.4(7) . . . . ? C4 C2 O3 Co1 -172.7(3) . . . . ? O1 Co1 O3 C2 78.2(4) 2_646 . . . ? O2 Co1 O3 C2 -84.3(4) 4_575 . . . ? O4 Co1 O3 C2 -11.4(6) 3_666 . . . ? O6 Co1 O3 C2 -178.5(4) . . . . ? Co1 Co1 O3 C2 -5.5(4) 3_666 . . . ? O3 C2 O4 Co1 -3.4(6) . . . 3_666 ? C4 C2 O4 Co1 176.7(3) . . . 3_666 ? O5 C6 O6 Co1 -10.1(6) . . . . ? C20 C6 O6 Co1 169.1(3) . . . . ? O1 Co1 O6 C6 97.0(4) 2_646 . . . ? O2 Co1 O6 C6 -72.6(4) 4_575 . . . ? O4 Co1 O6 C6 -164.4(4) 3_666 . . . ? O3 Co1 O6 C6 11.1(4) . . . . ? Co1 Co1 O6 C6 -10.8(6) 3_666 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.316 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.070