# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author # Name and address of author for correspondence ; Xia Li Department of Chemistry Capital Normal University Beijing 100048 P. R. China ; _publ_contact_author_phone 86-10-68903033 _publ_contact_author_fax 86-10-88142249 _publ_contact_author_email xiali@mail.cnu.edu.cn # 2. TITLE AND AUTHOR LIST loop_ _publ_author_name _publ_author_address 'Xia Li' ; Department of Chemistry Capital Normal University Beijing 100048 P. R. China ; "Yu'e Cha" ; Department of Chemistry Capital Normal University Beijing 100048 P. R. China ; _publ_contact_author_name 'Xia Li' _journal_year ? _journal_volume ? _journal_page_first ? # Attachment '- 3.cif' data_111030b _database_code_depnum_ccdc_archive 'CCDC 851843' #TrackingRef '- 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H21 Cd F N2 O6' _chemical_formula_weight 528.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3563(11) _cell_length_b 13.2471(15) _cell_length_c 14.6072(17) _cell_angle_alpha 96.2390(10) _cell_angle_beta 101.522(2) _cell_angle_gamma 91.3050(10) _cell_volume 2138.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4747 _cell_measurement_theta_min 2.228 _cell_measurement_theta_max 27.488 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.643 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 1.070 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7258 _exptl_absorpt_correction_T_max 0.8145 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10817 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_sigmaI/netI 0.0388 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7414 _reflns_number_gt 5585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0255P)^2^+1.1443P] 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 7414 _refine_ls_number_parameters 634 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0702 _refine_ls_wR_factor_gt 0.0598 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.36076(2) 0.65493(2) 0.014600(18) 0.03769(8) Uani 1 1 d U . . Cd2 Cd 0.22117(2) 0.88410(2) 0.511805(18) 0.03839(9) Uani 1 1 d . . . F1 F 0.8099(2) 0.4137(2) 0.32295(18) 0.0634(10) Uani 0.893(6) 1 d P A 1 F2 F -0.0959(3) 1.2412(2) 0.2142(2) 0.0686(11) Uani 0.884(6) 1 d P B 1 F1' F 0.595(2) 0.7500(16) 0.3583(15) 0.068(9) Uani 0.107(6) 1 d P A 2 F2' F 0.220(2) 0.9696(17) 0.1800(13) 0.068(8) Uani 0.116(6) 1 d P B 2 N1 N 0.1804(2) 0.6778(2) 0.0636(2) 0.0371(7) Uani 1 1 d . . . N2 N -0.3666(3) 1.1809(2) 0.0293(2) 0.0442(8) Uani 1 1 d . . . N3 N 0.1907(3) 0.7247(2) 0.4211(2) 0.0473(8) Uani 1 1 d . . . N4 N 0.5980(3) 0.1765(2) 0.4185(2) 0.0443(8) Uani 1 1 d . . . O1 O 0.5523(2) 0.62380(18) 0.09417(17) 0.0436(6) Uani 1 1 d . . . O2 O 0.4556(2) 0.7119(2) 0.18905(19) 0.0543(7) Uani 1 1 d . . . O3 O 0.4293(3) 0.5931(2) -0.12954(18) 0.0530(7) Uani 1 1 d U . . O4 O 0.2462(3) 0.5481(2) -0.11988(19) 0.0678(8) Uani 1 1 d U . . O5 O 0.3419(2) 0.4764(2) 0.0557(2) 0.0584(7) Uani 1 1 d U . . H5C H 0.3506 0.4524 0.0012 0.070 Uiso 1 1 d R . . H5D H 0.4046 0.4641 0.0948 0.070 Uiso 1 1 d R . . O6 O 0.0942(2) 0.9761(2) 0.41562(17) 0.0457(6) Uani 1 1 d . . . O7 O 0.2556(2) 0.9432(2) 0.35749(18) 0.0513(7) Uani 1 1 d . . . O8 O -0.1290(2) 1.1125(2) 0.37024(18) 0.0591(8) Uani 1 1 d . . . O9 O 0.0415(3) 1.2016(2) 0.4376(2) 0.0630(8) Uani 1 1 d . . . O10 O 0.3194(2) 1.04153(19) 0.57558(19) 0.0572(7) Uani 1 1 d . . . H10C H 0.2610 1.0738 0.5907 0.069 Uiso 1 1 d R . . H10D H 0.3817 1.0571 0.6184 0.069 Uiso 1 1 d R . . O11 O 0.1275(2) 0.1394(2) 0.61633(19) 0.0593(8) Uani 1 1 d . . . H11C H 0.0666 0.1012 0.6174 0.071 Uiso 1 1 d R . . H11D H 0.1112 0.1724 0.5690 0.071 Uiso 1 1 d R . . O12 O 0.4677(2) 0.9149(2) 0.2874(2) 0.0678(9) Uani 1 1 d . . . H12C H 0.4639 0.8552 0.2585 0.081 Uiso 1 1 d R . . H12D H 0.4037 0.9234 0.3085 0.081 Uiso 1 1 d R . . C1 C 0.5381(3) 0.6554(3) 0.1758(3) 0.0373(8) Uani 1 1 d . . . C2 C 0.3329(4) 0.5412(3) -0.1601(3) 0.0452(10) Uani 1 1 d . . . C3 C 0.6217(3) 0.6204(3) 0.2583(2) 0.0345(8) Uani 1 1 d . . . C4 C 0.6806(3) 0.5292(3) 0.2494(2) 0.0362(8) Uani 1 1 d . . . C5 C 0.7555(3) 0.5024(3) 0.3294(3) 0.0458(10) Uani 1 1 d . . . H5 H 0.7934 0.4411 0.3249 0.055 Uiso 0.107(6) 1 calc PR A 2 C6 C 0.7766(4) 0.5609(4) 0.4140(3) 0.0600(12) Uani 1 1 d . A . H6 H 0.8278 0.5402 0.4659 0.072 Uiso 1 1 calc R . . C7 C 0.7207(4) 0.6509(4) 0.4209(3) 0.0641(12) Uani 1 1 d . . . H7 H 0.7358 0.6931 0.4776 0.077 Uiso 1 1 calc R A . C8 C 0.6421(4) 0.6795(3) 0.3444(3) 0.0493(10) Uani 1 1 d . A . H8 H 0.6022 0.7396 0.3507 0.059 Uiso 0.893(6) 1 calc PR A 1 C9 C 0.1576(3) 0.9844(3) 0.3550(3) 0.0385(9) Uani 1 1 d . . . C10 C -0.0236(4) 1.1467(3) 0.3733(3) 0.0440(9) Uani 1 1 d . . . C11 C 0.1068(3) 1.0440(3) 0.2745(2) 0.0369(8) Uani 1 1 d . . . C12 C 0.0218(3) 1.1175(3) 0.2834(2) 0.0379(8) Uani 1 1 d . B . C13 C -0.0219(4) 1.1663(3) 0.2058(3) 0.0518(11) Uani 1 1 d . . . H13 H -0.0756 1.2174 0.2115 0.062 Uiso 0.116(6) 1 calc PR B 2 C14 C 0.0102(4) 1.1432(4) 0.1204(3) 0.0641(13) Uani 1 1 d . B . H14 H -0.0230 1.1765 0.0691 0.077 Uiso 1 1 calc R . . C15 C 0.0926(4) 1.0694(4) 0.1123(3) 0.0666(13) Uani 1 1 d . . . H15 H 0.1144 1.0515 0.0548 0.080 Uiso 1 1 calc R B . C16 C 0.1423(4) 1.0224(3) 0.1892(3) 0.0528(11) Uani 1 1 d . B . H16 H 0.2008 0.9753 0.1841 0.063 Uiso 0.884(6) 1 calc PR B 1 C17 C 0.1746(3) 0.7400(3) 0.1408(3) 0.0458(9) Uani 1 1 d . . . H17 H 0.2457 0.7713 0.1765 0.055 Uiso 1 1 calc R . . C18 C 0.0690(3) 0.7602(3) 0.1703(3) 0.0430(9) Uani 1 1 d . . . H18 H 0.0701 0.8037 0.2249 0.052 Uiso 1 1 calc R . . C19 C -0.0383(3) 0.7162(3) 0.1191(2) 0.0359(8) Uani 1 1 d . . . C20 C -0.0325(3) 0.6498(3) 0.0400(3) 0.0444(9) Uani 1 1 d . . . H20 H -0.1024 0.6169 0.0039 0.053 Uiso 1 1 calc R . . C21 C 0.0767(3) 0.6326(3) 0.0150(3) 0.0433(9) Uani 1 1 d . . . H21 H 0.0785 0.5874 -0.0380 0.052 Uiso 1 1 calc R . . C22 C -0.3483(4) 1.1679(3) 0.1197(3) 0.0595(12) Uani 1 1 d . . . H22 H -0.3472 1.2250 0.1630 0.071 Uiso 1 1 calc R . . C23 C -0.3308(4) 1.0756(3) 0.1532(3) 0.0617(12) Uani 1 1 d . . . H23 H -0.3183 1.0717 0.2176 0.074 Uiso 1 1 calc R . . C24 C -0.3316(3) 0.9890(3) 0.0924(3) 0.0435(9) Uani 1 1 d . . . C25 C -0.3522(3) 1.0016(3) -0.0021(3) 0.0466(10) Uani 1 1 d . . . H25 H -0.3547 0.9455 -0.0467 0.056 Uiso 1 1 calc R . . C26 C -0.3691(3) 1.0973(3) -0.0309(3) 0.0448(9) Uani 1 1 d . . . H26 H -0.3828 1.1035 -0.0949 0.054 Uiso 1 1 calc R . . C27 C -0.1562(3) 0.7461(3) 0.1445(3) 0.0399(9) Uani 1 1 d . . . H27A H -0.1493 0.7501 0.2121 0.048 Uiso 1 1 calc R . . H27B H -0.2190 0.6952 0.1149 0.048 Uiso 1 1 calc R . . C28 C -0.1888(3) 0.8489(3) 0.1113(3) 0.0536(11) Uani 1 1 d . . . H28A H -0.1265 0.8990 0.1437 0.064 Uiso 1 1 calc R . . H28B H -0.1884 0.8448 0.0447 0.064 Uiso 1 1 calc R . . C29 C -0.3079(3) 0.8861(3) 0.1264(3) 0.0526(11) Uani 1 1 d . . . H29A H -0.3095 0.8908 0.1929 0.063 Uiso 1 1 calc R . . H29B H -0.3713 0.8375 0.0931 0.063 Uiso 1 1 calc R . . C30 C 0.0919(4) 0.6642(3) 0.4047(3) 0.0542(11) Uani 1 1 d . . . H30 H 0.0297 0.6832 0.4348 0.065 Uiso 1 1 calc R . . C31 C 0.0776(4) 0.5747(3) 0.3452(3) 0.0569(11) Uani 1 1 d . . . H31 H 0.0071 0.5346 0.3369 0.068 Uiso 1 1 calc R . . C32 C 0.1669(4) 0.5437(3) 0.2977(3) 0.0450(9) Uani 1 1 d . C . C33 C 0.2689(4) 0.6070(3) 0.3159(3) 0.0516(10) Uani 1 1 d . . . H33 H 0.3327 0.5896 0.2870 0.062 Uiso 1 1 calc R . . C34 C 0.2779(4) 0.6943(3) 0.3756(3) 0.0546(11) Uani 1 1 d . . . H34 H 0.3480 0.7352 0.3855 0.065 Uiso 1 1 calc R . . C35 C 0.5980(18) 0.2624(13) 0.3715(16) 0.073(6) Uani 0.669(9) 1 d P C 1 H35 H 0.6702 0.2871 0.3597 0.087 Uiso 0.669(9) 1 calc PR C 1 C36 C 0.4962(10) 0.3113(9) 0.3422(8) 0.073(3) Uani 0.669(9) 1 d P C 1 H36 H 0.5009 0.3686 0.3112 0.087 Uiso 0.669(9) 1 calc PR C 1 C37 C 0.3857(6) 0.2789(6) 0.3568(5) 0.0441(18) Uani 0.669(9) 1 d P C 1 C38 C 0.3824(17) 0.1921(15) 0.4017(10) 0.044(3) Uani 0.669(9) 1 d P C 1 H38 H 0.3106 0.1660 0.4130 0.052 Uiso 0.669(9) 1 calc PR C 1 C35' C 0.608(3) 0.233(3) 0.358(3) 0.052(7) Uani 0.331(9) 1 d P C 2 H35' H 0.6854 0.2508 0.3525 0.063 Uiso 0.331(9) 1 calc PR C 2 C36' C 0.5132(19) 0.2727(18) 0.2968(15) 0.064(6) Uani 0.331(9) 1 d P C 2 H36' H 0.5266 0.3172 0.2546 0.077 Uiso 0.331(9) 1 calc PR C 2 C37' C 0.3988(12) 0.2411(11) 0.3040(11) 0.046(4) Uani 0.331(9) 1 d P C 2 C38' C 0.392(3) 0.178(3) 0.371(2) 0.043(7) Uani 0.331(9) 1 d P C 2 H38' H 0.3165 0.1568 0.3783 0.051 Uiso 0.331(9) 1 calc PR C 2 C39 C 0.4901(3) 0.1459(3) 0.4290(3) 0.0470(10) Uani 1 1 d . C . H39 H 0.4861 0.0870 0.4578 0.056 Uiso 1 1 calc R D 1 C40 C 0.1547(4) 0.4482(3) 0.2310(3) 0.0637(12) Uani 1 1 d D . . H40A H 0.0845 0.4096 0.2389 0.076 Uiso 0.669(9) 1 calc PR C 1 H40B H 0.1371 0.4678 0.1678 0.076 Uiso 0.669(9) 1 calc PR C 1 H40C H 0.1765 0.4593 0.1719 0.076 Uiso 0.331(9) 1 d PR C 2 H40D H 0.0750 0.4155 0.2194 0.076 Uiso 0.331(9) 1 d PR C 2 C41 C 0.2557(7) 0.3775(6) 0.2359(5) 0.053(2) Uani 0.669(9) 1 d PD C 1 H41A H 0.3284 0.4127 0.2285 0.064 Uiso 0.669(9) 1 calc PR C 1 H41B H 0.2358 0.3210 0.1866 0.064 Uiso 0.669(9) 1 calc PR C 1 C42 C 0.2737(6) 0.3400(6) 0.3312(5) 0.049(2) Uani 0.669(9) 1 d P C 1 H42A H 0.2036 0.2979 0.3336 0.059 Uiso 0.669(9) 1 calc PR C 1 H42B H 0.2782 0.3981 0.3785 0.059 Uiso 0.669(9) 1 calc PR C 1 C41' C 0.2593(15) 0.3849(12) 0.2944(13) 0.065(5) Uani 0.331(9) 1 d PD C 2 H41C H 0.3327 0.4276 0.3118 0.078 Uiso 0.331(9) 1 calc PR C 2 H41D H 0.2336 0.3734 0.3520 0.078 Uiso 0.331(9) 1 calc PR C 2 C42' C 0.2886(11) 0.2831(9) 0.2472(10) 0.060(5) Uani 0.331(9) 1 d P C 2 H42C H 0.2207 0.2352 0.2401 0.072 Uiso 0.331(9) 1 calc PR C 2 H42D H 0.3023 0.2914 0.1849 0.072 Uiso 0.331(9) 1 calc PR C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.03335(15) 0.03623(16) 0.04412(17) 0.00387(12) 0.00922(12) 0.00686(12) Cd2 0.03655(16) 0.03977(17) 0.03946(16) 0.00552(12) 0.00827(12) 0.00546(12) F1 0.0662(19) 0.0561(19) 0.0689(19) 0.0166(14) 0.0086(15) 0.0233(14) F2 0.069(2) 0.066(2) 0.079(2) 0.0321(16) 0.0196(16) 0.0298(16) F1' 0.10(2) 0.035(14) 0.057(15) -0.017(11) -0.011(13) 0.016(13) F2' 0.084(17) 0.094(18) 0.044(12) 0.019(11) 0.048(12) 0.038(14) N1 0.0326(17) 0.0354(17) 0.0438(18) 0.0021(14) 0.0094(14) 0.0057(13) N2 0.0443(19) 0.0395(19) 0.048(2) 0.0064(16) 0.0051(15) 0.0055(15) N3 0.0421(19) 0.045(2) 0.056(2) 0.0024(16) 0.0159(17) 0.0028(16) N4 0.0405(19) 0.048(2) 0.0465(19) 0.0165(17) 0.0088(15) 0.0065(16) O1 0.0522(16) 0.0420(15) 0.0366(14) 0.0036(12) 0.0089(12) 0.0118(12) O2 0.0356(15) 0.068(2) 0.0578(17) -0.0004(15) 0.0080(13) 0.0156(14) O3 0.0665(19) 0.0452(17) 0.0445(14) -0.0023(13) 0.0083(13) 0.0047(15) O4 0.063(2) 0.090(2) 0.0484(14) -0.0112(13) 0.0168(13) 0.0138(16) O5 0.0569(18) 0.0511(15) 0.0701(17) 0.0061(14) 0.0200(15) 0.0084(14) O6 0.0444(15) 0.0570(17) 0.0413(15) 0.0174(13) 0.0148(13) 0.0095(13) O7 0.0443(16) 0.0580(18) 0.0569(17) 0.0144(14) 0.0173(14) 0.0145(14) O8 0.0415(17) 0.093(2) 0.0472(17) 0.0157(16) 0.0153(14) 0.0088(16) O9 0.078(2) 0.0566(19) 0.0501(18) -0.0093(15) 0.0103(16) 0.0033(16) O10 0.0436(16) 0.0498(17) 0.0712(19) -0.0088(15) 0.0037(14) 0.0004(13) O11 0.0503(17) 0.0620(19) 0.0626(19) 0.0010(15) 0.0078(15) -0.0011(14) O12 0.0445(17) 0.075(2) 0.079(2) -0.0161(17) 0.0126(16) 0.0104(15) C1 0.035(2) 0.034(2) 0.043(2) 0.0033(17) 0.0093(17) -0.0051(16) C2 0.051(3) 0.040(2) 0.044(2) 0.0072(19) 0.005(2) 0.013(2) C3 0.0315(19) 0.037(2) 0.036(2) 0.0023(16) 0.0111(16) -0.0021(16) C4 0.0336(19) 0.038(2) 0.038(2) 0.0049(17) 0.0105(17) -0.0012(16) C5 0.043(2) 0.048(3) 0.047(2) 0.011(2) 0.0105(19) 0.0050(19) C6 0.062(3) 0.074(3) 0.040(2) 0.011(2) -0.002(2) 0.009(2) C7 0.076(3) 0.069(3) 0.042(2) -0.006(2) 0.005(2) 0.003(3) C8 0.055(3) 0.046(3) 0.044(2) -0.003(2) 0.009(2) 0.004(2) C9 0.041(2) 0.033(2) 0.039(2) -0.0009(16) 0.0062(18) -0.0019(17) C10 0.048(3) 0.045(2) 0.042(2) 0.011(2) 0.013(2) 0.015(2) C11 0.041(2) 0.040(2) 0.0332(19) 0.0064(16) 0.0131(17) -0.0009(17) C12 0.039(2) 0.037(2) 0.039(2) 0.0061(17) 0.0122(17) -0.0031(17) C13 0.054(3) 0.051(3) 0.055(3) 0.020(2) 0.014(2) 0.003(2) C14 0.071(3) 0.078(3) 0.050(3) 0.032(2) 0.015(2) 0.006(3) C15 0.079(3) 0.087(4) 0.044(3) 0.017(2) 0.032(2) 0.007(3) C16 0.057(3) 0.063(3) 0.047(3) 0.015(2) 0.024(2) 0.008(2) C17 0.035(2) 0.048(2) 0.049(2) -0.003(2) 0.0028(18) 0.0028(18) C18 0.039(2) 0.044(2) 0.044(2) -0.0051(18) 0.0096(18) 0.0074(18) C19 0.034(2) 0.032(2) 0.045(2) 0.0122(17) 0.0092(17) 0.0059(16) C20 0.032(2) 0.041(2) 0.056(2) -0.0057(19) 0.0054(18) -0.0012(17) C21 0.041(2) 0.039(2) 0.048(2) -0.0054(18) 0.0098(19) 0.0059(18) C22 0.082(3) 0.040(2) 0.050(3) 0.002(2) 0.002(2) 0.009(2) C23 0.083(3) 0.052(3) 0.047(3) 0.013(2) 0.002(2) 0.009(2) C24 0.029(2) 0.047(2) 0.057(3) 0.015(2) 0.0113(18) 0.0076(17) C25 0.044(2) 0.038(2) 0.060(3) 0.0009(19) 0.019(2) 0.0078(18) C26 0.043(2) 0.049(2) 0.044(2) 0.008(2) 0.0113(18) 0.0079(19) C27 0.035(2) 0.038(2) 0.049(2) 0.0066(18) 0.0140(18) 0.0061(17) C28 0.039(2) 0.048(3) 0.081(3) 0.022(2) 0.023(2) 0.0120(19) C29 0.041(2) 0.046(2) 0.078(3) 0.024(2) 0.020(2) 0.0123(19) C30 0.042(2) 0.050(3) 0.074(3) -0.002(2) 0.022(2) 0.008(2) C31 0.041(2) 0.045(3) 0.083(3) -0.004(2) 0.017(2) 0.0007(19) C32 0.046(2) 0.038(2) 0.050(2) 0.0069(19) 0.0075(19) 0.0097(19) C33 0.048(2) 0.051(3) 0.060(3) 0.002(2) 0.023(2) 0.007(2) C34 0.048(2) 0.051(3) 0.067(3) -0.003(2) 0.021(2) -0.006(2) C35 0.056(7) 0.068(12) 0.114(12) 0.058(10) 0.038(7) 0.010(7) C36 0.052(6) 0.083(8) 0.097(9) 0.061(7) 0.020(6) 0.014(5) C37 0.040(4) 0.050(4) 0.047(4) 0.016(4) 0.013(3) 0.005(3) C38 0.042(6) 0.040(6) 0.054(8) 0.012(6) 0.018(5) 0.006(4) C35' 0.033(10) 0.049(16) 0.068(13) 0.010(11) -0.009(9) 0.013(9) C36' 0.035(9) 0.091(16) 0.079(14) 0.053(12) 0.019(10) 0.009(9) C37' 0.040(8) 0.052(9) 0.044(9) -0.005(7) 0.008(7) 0.018(6) C38' 0.025(8) 0.043(13) 0.06(2) 0.001(12) 0.022(11) -0.012(7) C39 0.047(2) 0.034(2) 0.064(3) 0.0137(19) 0.013(2) 0.0011(18) C40 0.068(3) 0.046(3) 0.076(3) 0.000(2) 0.014(3) 0.013(2) C41 0.070(5) 0.052(5) 0.035(4) -0.008(4) 0.010(4) 0.018(3) C42 0.047(4) 0.048(5) 0.059(5) 0.017(4) 0.018(3) 0.009(3) C41' 0.103(14) 0.027(9) 0.067(14) 0.000(9) 0.026(12) 0.021(8) C42' 0.049(8) 0.034(8) 0.090(11) 0.002(7) -0.001(7) 0.016(6) _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 Cd1 N1 2.316(3) . ? Cd1 O1 2.321(2) . ? Cd1 N2 2.336(3) 2_575 ? Cd1 O4 2.418(3) . ? Cd1 O3 2.453(3) . ? Cd1 O5 2.518(3) . ? Cd1 O2 2.583(3) . ? Cd2 O8 2.184(3) 2_576 ? Cd2 O6 2.277(2) . ? Cd2 N4 2.305(3) 2_666 ? Cd2 N3 2.347(3) . ? Cd2 O10 2.349(3) . ? Cd2 O7 2.563(2) . ? Cd2 C9 2.753(4) . ? F1 C5 1.343(4) . ? F2 C13 1.326(5) . ? F1' C8 1.11(2) . ? F2' C16 1.158(19) . ? N1 C17 1.337(4) . ? N1 C21 1.338(5) . ? N2 C22 1.325(5) . ? N2 C26 1.333(5) . ? N2 Cd1 2.336(3) 2_575 ? N3 C30 1.330(5) . ? N3 C34 1.344(5) . ? N4 C35' 1.24(4) . ? N4 C39 1.325(5) . ? N4 C35 1.393(19) . ? N4 Cd2 2.305(3) 2_666 ? O1 C1 1.262(4) . ? O2 C1 1.246(4) . ? O3 C2 1.254(5) . ? O4 C2 1.244(4) . ? O5 H5C 0.8500 . ? O5 H5D 0.8501 . ? O6 C9 1.260(4) . ? O7 C9 1.247(4) . ? O8 C10 1.261(5) . ? O8 Cd2 2.184(3) 2_576 ? O9 C10 1.229(5) . ? O10 H10C 0.8501 . ? O10 H10D 0.8500 . ? O11 H11C 0.8500 . ? O11 H11D 0.8497 . ? O12 H12C 0.8500 . ? O12 H12D 0.8499 . ? C1 C3 1.501(5) . ? C2 C4 1.498(5) 2_665 ? C3 C8 1.382(5) . ? C3 C4 1.400(5) . ? C4 C5 1.386(5) . ? C4 C2 1.498(5) 2_665 ? C5 C6 1.361(5) . ? C5 H5 0.9300 . ? C6 C7 1.367(6) . ? C6 H6 0.9300 . ? C7 C8 1.379(5) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C11 1.513(5) . ? C10 C12 1.519(5) . ? C11 C16 1.388(5) . ? C11 C12 1.401(5) . ? C12 C13 1.377(5) . ? C13 C14 1.373(6) . ? C13 H13 0.9300 . ? C14 C15 1.381(6) . ? C14 H14 0.9300 . ? C15 C16 1.372(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.374(5) . ? C17 H17 0.9300 . ? C18 C19 1.376(5) . ? C18 H18 0.9300 . ? C19 C20 1.387(5) . ? C19 C27 1.510(4) . ? C20 C21 1.378(5) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.370(5) . ? C22 H22 0.9300 . ? C23 C24 1.372(5) . ? C23 H23 0.9300 . ? C24 C25 1.383(5) . ? C24 C29 1.511(5) . ? C25 C26 1.383(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.523(5) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.500(5) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.378(6) . ? C30 H30 0.9300 . ? C31 C32 1.385(5) . ? C31 H31 0.9300 . ? C32 C33 1.378(6) . ? C32 C40 1.496(5) . ? C33 C34 1.360(5) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.35(2) . ? C35 H35 0.9300 . ? C36 C37 1.381(13) . ? C36 H36 0.9300 . ? C37 C38 1.39(2) . ? C37 C42 1.528(9) . ? C38 C39 1.387(19) . ? C38 H38 0.9300 . ? C35' C36' 1.41(5) . ? C35' H35' 0.9300 . ? C36' C37' 1.38(3) . ? C36' H36' 0.9300 . ? C37' C38' 1.37(4) . ? C37' C42' 1.510(16) . ? C38' C39 1.36(4) . ? C38' H38' 0.9300 . ? C39 H39 0.9300 . ? C40 C41 1.494(7) . ? C40 C41' 1.658(14) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C40 H40C 0.9700 . ? C40 H40D 0.9701 . ? C41 C42 1.506(10) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C41' C42' 1.52(2) . ? C41' H41C 0.9700 . ? C41' H41D 0.9700 . ? C42' H42C 0.9700 . ? C42' H42D 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 O1 132.38(9) . . ? N1 Cd1 N2 92.68(10) . 2_575 ? O1 Cd1 N2 107.67(10) . 2_575 ? N1 Cd1 O4 86.62(10) . . ? O1 Cd1 O4 125.09(9) . . ? N2 Cd1 O4 106.59(11) 2_575 . ? N1 Cd1 O3 138.13(10) . . ? O1 Cd1 O3 86.24(9) . . ? N2 Cd1 O3 88.49(10) 2_575 . ? O4 Cd1 O3 53.32(10) . . ? N1 Cd1 O5 85.25(9) . . ? O1 Cd1 O5 75.77(9) . . ? N2 Cd1 O5 176.51(10) 2_575 . ? O4 Cd1 O5 70.51(10) . . ? O3 Cd1 O5 91.16(9) . . ? N1 Cd1 O2 84.04(9) . . ? O1 Cd1 O2 52.77(8) . . ? N2 Cd1 O2 94.00(10) 2_575 . ? O4 Cd1 O2 157.76(10) . . ? O3 Cd1 O2 137.66(9) . . ? O5 Cd1 O2 88.59(9) . . ? O8 Cd2 O6 99.79(9) 2_576 . ? O8 Cd2 N4 99.16(10) 2_576 2_666 ? O6 Cd2 N4 157.26(10) . 2_666 ? O8 Cd2 N3 110.81(12) 2_576 . ? O6 Cd2 N3 99.69(10) . . ? N4 Cd2 N3 85.13(11) 2_666 . ? O8 Cd2 O10 90.06(11) 2_576 . ? O6 Cd2 O10 85.29(10) . . ? N4 Cd2 O10 82.24(11) 2_666 . ? N3 Cd2 O10 157.12(10) . . ? O8 Cd2 O7 152.83(9) 2_576 . ? O6 Cd2 O7 53.73(8) . . ? N4 Cd2 O7 105.58(10) 2_666 . ? N3 Cd2 O7 82.69(10) . . ? O10 Cd2 O7 82.44(9) . . ? O8 Cd2 C9 126.38(10) 2_576 . ? O6 Cd2 C9 26.93(9) . . ? N4 Cd2 C9 131.63(11) 2_666 . ? N3 Cd2 C9 92.04(11) . . ? O10 Cd2 C9 82.34(10) . . ? O7 Cd2 C9 26.82(9) . . ? C17 N1 C21 116.7(3) . . ? C17 N1 Cd1 121.1(2) . . ? C21 N1 Cd1 122.2(2) . . ? C22 N2 C26 116.3(3) . . ? C22 N2 Cd1 119.6(3) . 2_575 ? C26 N2 Cd1 123.2(2) . 2_575 ? C30 N3 C34 116.3(4) . . ? C30 N3 Cd2 126.4(3) . . ? C34 N3 Cd2 117.1(3) . . ? C35' N4 C39 120.1(16) . . ? C35' N4 C35 18(2) . . ? C39 N4 C35 114.1(8) . . ? C35' N4 Cd2 113.2(16) . 2_666 ? C39 N4 Cd2 126.0(3) . 2_666 ? C35 N4 Cd2 119.3(8) . 2_666 ? C1 O1 Cd1 97.1(2) . . ? C1 O2 Cd1 85.3(2) . . ? C2 O3 Cd1 91.0(2) . . ? C2 O4 Cd1 92.9(3) . . ? Cd1 O5 H5C 90.6 . . ? Cd1 O5 H5D 109.3 . . ? H5C O5 H5D 107.7 . . ? C9 O6 Cd2 98.1(2) . . ? C9 O7 Cd2 85.1(2) . . ? C10 O8 Cd2 126.4(3) . 2_576 ? Cd2 O10 H10C 100.3 . . ? Cd2 O10 H10D 131.8 . . ? H10C O10 H10D 108.5 . . ? H11C O11 H11D 108.8 . . ? H12C O12 H12D 108.4 . . ? O2 C1 O1 121.9(3) . . ? O2 C1 C3 119.8(3) . . ? O1 C1 C3 118.3(3) . . ? O4 C2 O3 122.1(4) . . ? O4 C2 C4 118.4(4) . 2_665 ? O3 C2 C4 119.5(4) . 2_665 ? C8 C3 C4 119.3(3) . . ? C8 C3 C1 119.6(3) . . ? C4 C3 C1 121.1(3) . . ? C5 C4 C3 117.3(3) . . ? C5 C4 C2 118.2(3) . 2_665 ? C3 C4 C2 124.5(3) . 2_665 ? F1 C5 C6 118.2(4) . . ? F1 C5 C4 118.2(4) . . ? C6 C5 C4 123.6(4) . . ? F1 C5 H5 0.1 . . ? C6 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? C5 C6 C7 118.4(4) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? C6 C7 C8 120.4(4) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? F1' C8 C7 115.2(12) . . ? F1' C8 C3 123.7(12) . . ? C7 C8 C3 121.1(4) . . ? F1' C8 H8 4.9 . . ? C7 C8 H8 119.5 . . ? C3 C8 H8 119.5 . . ? O7 C9 O6 122.9(3) . . ? O7 C9 C11 120.3(3) . . ? O6 C9 C11 116.8(3) . . ? O7 C9 Cd2 68.05(19) . . ? O6 C9 Cd2 54.95(17) . . ? C11 C9 Cd2 171.7(3) . . ? O9 C10 O8 127.7(4) . . ? O9 C10 C12 118.7(4) . . ? O8 C10 C12 113.6(4) . . ? C16 C11 C12 119.6(3) . . ? C16 C11 C9 119.0(3) . . ? C12 C11 C9 121.4(3) . . ? C13 C12 C11 117.5(3) . . ? C13 C12 C10 118.7(3) . . ? C11 C12 C10 123.8(3) . . ? F2 C13 C14 118.1(4) . . ? F2 C13 C12 118.7(4) . . ? C14 C13 C12 123.2(4) . . ? F2 C13 H13 1.7 . . ? C14 C13 H13 118.4 . . ? C12 C13 H13 118.4 . . ? C13 C14 C15 118.6(4) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? C16 C15 C14 119.8(4) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? F2' C16 C15 116.0(10) . . ? F2' C16 C11 122.6(10) . . ? C15 C16 C11 121.2(4) . . ? F2' C16 H16 5.4 . . ? C15 C16 H16 119.4 . . ? C11 C16 H16 119.4 . . ? N1 C17 C18 123.4(4) . . ? N1 C17 H17 118.3 . . ? C18 C17 H17 118.3 . . ? C17 C18 C19 120.2(3) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C18 C19 C20 116.7(3) . . ? C18 C19 C27 120.8(3) . . ? C20 C19 C27 122.4(3) . . ? C21 C20 C19 120.0(4) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? N1 C21 C20 123.1(3) . . ? N1 C21 H21 118.5 . . ? C20 C21 H21 118.5 . . ? N2 C22 C23 124.1(4) . . ? N2 C22 H22 118.0 . . ? C23 C22 H22 118.0 . . ? C22 C23 C24 120.4(4) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C23 C24 C25 116.0(3) . . ? C23 C24 C29 122.2(4) . . ? C25 C24 C29 121.8(4) . . ? C26 C25 C24 120.5(4) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? N2 C26 C25 122.8(4) . . ? N2 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? C19 C27 C28 109.4(3) . . ? C19 C27 H27A 109.8 . . ? C28 C27 H27A 109.8 . . ? C19 C27 H27B 109.8 . . ? C28 C27 H27B 109.8 . . ? H27A C27 H27B 108.2 . . ? C29 C28 C27 115.7(3) . . ? C29 C28 H28A 108.4 . . ? C27 C28 H28A 108.4 . . ? C29 C28 H28B 108.4 . . ? C27 C28 H28B 108.4 . . ? H28A C28 H28B 107.4 . . ? C28 C29 C24 111.8(3) . . ? C28 C29 H29A 109.3 . . ? C24 C29 H29A 109.3 . . ? C28 C29 H29B 109.3 . . ? C24 C29 H29B 109.3 . . ? H29A C29 H29B 107.9 . . ? N3 C30 C31 123.0(4) . . ? N3 C30 H30 118.5 . . ? C31 C30 H30 118.5 . . ? C30 C31 C32 120.8(4) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C33 C32 C31 115.4(4) . . ? C33 C32 C40 121.8(4) . . ? C31 C32 C40 122.8(4) . . ? C34 C33 C32 121.1(4) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? N3 C34 C33 123.4(4) . . ? N3 C34 H34 118.3 . . ? C33 C34 H34 118.3 . . ? C36 C35 N4 122.2(14) . . ? C36 C35 H35 118.9 . . ? N4 C35 H35 118.9 . . ? C35 C36 C37 122.2(11) . . ? C35 C36 H36 118.9 . . ? C37 C36 H36 118.9 . . ? C36 C37 C38 117.0(9) . . ? C36 C37 C42 121.6(6) . . ? C38 C37 C42 121.3(9) . . ? C39 C38 C37 117.5(13) . . ? C39 C38 H38 121.2 . . ? C37 C38 H38 121.2 . . ? N4 C35' C36' 127(3) . . ? N4 C35' H35' 116.7 . . ? C36' C35' H35' 116.7 . . ? C37' C36' C35' 115(2) . . ? C37' C36' H36' 122.4 . . ? C35' C36' H36' 122.4 . . ? C38' C37' C36' 116.1(19) . . ? C38' C37' C42' 122.5(18) . . ? C36' C37' C42' 121.0(14) . . ? C39 C38' C37' 124(2) . . ? C39 C38' H38' 118.0 . . ? C37' C38' H38' 118.0 . . ? N4 C39 C38' 117.8(14) . . ? N4 C39 C38 127.0(9) . . ? C38' C39 C38 20.7(12) . . ? N4 C39 H39 116.5 . . ? C38' C39 H39 121.8 . . ? C38 C39 H39 116.5 . . ? C41 C40 C32 120.2(5) . . ? C41 C40 C41' 30.4(5) . . ? C32 C40 C41' 97.5(7) . . ? C41 C40 H40A 107.3 . . ? C32 C40 H40A 107.3 . . ? C41' C40 H40A 98.3 . . ? C41 C40 H40B 107.3 . . ? C32 C40 H40B 107.3 . . ? C41' C40 H40B 136.9 . . ? H40A C40 H40B 106.9 . . ? C41 C40 H40C 82.4 . . ? C32 C40 H40C 112.3 . . ? C41' C40 H40C 110.4 . . ? H40A C40 H40C 126.4 . . ? H40B C40 H40C 27.3 . . ? C41 C40 H40D 115.1 . . ? C32 C40 H40D 112.8 . . ? C41' C40 H40D 113.4 . . ? H40A C40 H40D 18.0 . . ? H40B C40 H40D 89.0 . . ? H40C C40 H40D 109.9 . . ? C40 C41 C42 106.5(6) . . ? C40 C41 H41A 110.4 . . ? C42 C41 H41A 110.4 . . ? C40 C41 H41B 110.4 . . ? C42 C41 H41B 110.4 . . ? H41A C41 H41B 108.6 . . ? C41 C42 C37 115.0(5) . . ? C41 C42 H42A 108.5 . . ? C37 C42 H42A 108.5 . . ? C41 C42 H42B 108.5 . . ? C37 C42 H42B 108.5 . . ? H42A C42 H42B 107.5 . . ? C42' C41' C40 116.1(13) . . ? C42' C41' H41C 108.3 . . ? C40 C41' H41C 108.3 . . ? C42' C41' H41D 108.3 . . ? C40 C41' H41D 108.3 . . ? H41C C41' H41D 107.4 . . ? C37' C42' C41' 111.3(12) . . ? C37' C42' H42C 109.4 . . ? C41' C42' H42C 109.4 . . ? C37' C42' H42D 109.4 . . ? C41' C42' H42D 109.4 . . ? H42C C42' H42D 108.0 . . ? 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 O1 Cd1 N1 C17 46.9(3) . . . . ? N2 Cd1 N1 C17 -70.1(3) 2_575 . . . ? O4 Cd1 N1 C17 -176.6(3) . . . . ? O3 Cd1 N1 C17 -160.8(2) . . . . ? O5 Cd1 N1 C17 112.7(3) . . . . ? O2 Cd1 N1 C17 23.6(3) . . . . ? O1 Cd1 N1 C21 -135.3(3) . . . . ? N2 Cd1 N1 C21 107.7(3) 2_575 . . . ? O4 Cd1 N1 C21 1.3(3) . . . . ? O3 Cd1 N1 C21 17.0(3) . . . . ? O5 Cd1 N1 C21 -69.4(3) . . . . ? O2 Cd1 N1 C21 -158.5(3) . . . . ? O8 Cd2 N3 C30 34.2(4) 2_576 . . . ? O6 Cd2 N3 C30 -70.3(3) . . . . ? N4 Cd2 N3 C30 132.1(3) 2_666 . . . ? O10 Cd2 N3 C30 -171.3(3) . . . . ? O7 Cd2 N3 C30 -121.5(3) . . . . ? C9 Cd2 N3 C30 -96.3(3) . . . . ? O8 Cd2 N3 C34 -150.9(3) 2_576 . . . ? O6 Cd2 N3 C34 104.6(3) . . . . ? N4 Cd2 N3 C34 -53.0(3) 2_666 . . . ? O10 Cd2 N3 C34 3.6(5) . . . . ? O7 Cd2 N3 C34 53.5(3) . . . . ? C9 Cd2 N3 C34 78.6(3) . . . . ? N1 Cd1 O1 C1 -20.2(3) . . . . ? N2 Cd1 O1 C1 90.8(2) 2_575 . . . ? O4 Cd1 O1 C1 -143.1(2) . . . . ? O3 Cd1 O1 C1 178.0(2) . . . . ? O5 Cd1 O1 C1 -89.9(2) . . . . ? O2 Cd1 O1 C1 9.4(2) . . . . ? N1 Cd1 O2 C1 149.0(2) . . . . ? O1 Cd1 O2 C1 -9.5(2) . . . . ? N2 Cd1 O2 C1 -118.7(2) 2_575 . . . ? O4 Cd1 O2 C1 83.4(3) . . . . ? O3 Cd1 O2 C1 -26.5(3) . . . . ? O5 Cd1 O2 C1 63.7(2) . . . . ? N1 Cd1 O3 C2 -24.1(3) . . . . ? O1 Cd1 O3 C2 135.7(2) . . . . ? N2 Cd1 O3 C2 -116.5(2) 2_575 . . . ? O4 Cd1 O3 C2 -4.4(2) . . . . ? O5 Cd1 O3 C2 60.1(2) . . . . ? O2 Cd1 O3 C2 149.3(2) . . . . ? N1 Cd1 O4 C2 171.4(2) . . . . ? O1 Cd1 O4 C2 -47.0(3) . . . . ? N2 Cd1 O4 C2 79.6(2) 2_575 . . . ? O3 Cd1 O4 C2 4.4(2) . . . . ? O5 Cd1 O4 C2 -102.5(2) . . . . ? O2 Cd1 O4 C2 -123.4(3) . . . . ? O8 Cd2 O6 C9 171.6(2) 2_576 . . . ? N4 Cd2 O6 C9 25.5(4) 2_666 . . . ? N3 Cd2 O6 C9 -75.1(2) . . . . ? O10 Cd2 O6 C9 82.3(2) . . . . ? O7 Cd2 O6 C9 -1.7(2) . . . . ? O8 Cd2 O7 C9 -12.8(4) 2_576 . . . ? O6 Cd2 O7 C9 1.7(2) . . . . ? N4 Cd2 O7 C9 -167.7(2) 2_666 . . . ? N3 Cd2 O7 C9 109.5(2) . . . . ? O10 Cd2 O7 C9 -88.0(2) . . . . ? Cd1 O2 C1 O1 16.5(3) . . . . ? Cd1 O2 C1 C3 -161.6(3) . . . . ? Cd1 O1 C1 O2 -18.5(4) . . . . ? Cd1 O1 C1 C3 159.6(3) . . . . ? Cd1 O4 C2 O3 -8.2(4) . . . . ? Cd1 O4 C2 C4 173.8(3) . . . 2_665 ? Cd1 O3 C2 O4 8.1(4) . . . . ? Cd1 O3 C2 C4 -173.9(3) . . . 2_665 ? O2 C1 C3 C8 -27.1(5) . . . . ? O1 C1 C3 C8 154.8(4) . . . . ? O2 C1 C3 C4 153.7(3) . . . . ? O1 C1 C3 C4 -24.4(5) . . . . ? C8 C3 C4 C5 1.2(5) . . . . ? C1 C3 C4 C5 -179.6(3) . . . . ? C8 C3 C4 C2 -179.5(4) . . . 2_665 ? C1 C3 C4 C2 -0.3(5) . . . 2_665 ? C3 C4 C5 F1 178.0(3) . . . . ? C2 C4 C5 F1 -1.3(5) 2_665 . . . ? C3 C4 C5 C6 -1.9(6) . . . . ? C2 C4 C5 C6 178.8(4) 2_665 . . . ? F1 C5 C6 C7 -179.6(4) . . . . ? C4 C5 C6 C7 0.3(7) . . . . ? C5 C6 C7 C8 2.0(7) . . . . ? C6 C7 C8 F1' 174.7(16) . . . . ? C6 C7 C8 C3 -2.6(7) . . . . ? C4 C3 C8 F1' -176.1(18) . . . . ? C1 C3 C8 F1' 4.6(18) . . . . ? C4 C3 C8 C7 0.9(6) . . . . ? C1 C3 C8 C7 -178.3(4) . . . . ? Cd2 O7 C9 O6 -3.0(4) . . . . ? Cd2 O7 C9 C11 179.7(3) . . . . ? Cd2 O6 C9 O7 3.4(4) . . . . ? Cd2 O6 C9 C11 -179.2(3) . . . . ? O8 Cd2 C9 O7 172.8(2) 2_576 . . . ? O6 Cd2 C9 O7 -176.9(4) . . . . ? N4 Cd2 C9 O7 15.9(3) 2_666 . . . ? N3 Cd2 C9 O7 -69.3(2) . . . . ? O10 Cd2 C9 O7 88.4(2) . . . . ? O8 Cd2 C9 O6 -10.3(3) 2_576 . . . ? N4 Cd2 C9 O6 -167.1(2) 2_666 . . . ? N3 Cd2 C9 O6 107.6(2) . . . . ? O10 Cd2 C9 O6 -94.7(2) . . . . ? O7 Cd2 C9 O6 176.9(4) . . . . ? O8 Cd2 C9 C11 -5.3(18) 2_576 . . . ? O6 Cd2 C9 C11 5.0(16) . . . . ? N4 Cd2 C9 C11 -162.2(17) 2_666 . . . ? N3 Cd2 C9 C11 112.5(18) . . . . ? O10 Cd2 C9 C11 -89.7(18) . . . . ? O7 Cd2 C9 C11 -178.1(19) . . . . ? Cd2 O8 C10 O9 -12.1(6) 2_576 . . . ? Cd2 O8 C10 C12 170.5(2) 2_576 . . . ? O7 C9 C11 C16 23.9(5) . . . . ? O6 C9 C11 C16 -153.5(4) . . . . ? Cd2 C9 C11 C16 -158.1(16) . . . . ? O7 C9 C11 C12 -158.5(4) . . . . ? O6 C9 C11 C12 24.1(5) . . . . ? Cd2 C9 C11 C12 20(2) . . . . ? C16 C11 C12 C13 -0.8(6) . . . . ? C9 C11 C12 C13 -178.4(4) . . . . ? C16 C11 C12 C10 179.8(4) . . . . ? C9 C11 C12 C10 2.2(6) . . . . ? O9 C10 C12 C13 -102.9(4) . . . . ? O8 C10 C12 C13 74.7(5) . . . . ? O9 C10 C12 C11 76.6(5) . . . . ? O8 C10 C12 C11 -105.8(4) . . . . ? C11 C12 C13 F2 -175.3(4) . . . . ? C10 C12 C13 F2 4.2(6) . . . . ? C11 C12 C13 C14 2.8(6) . . . . ? C10 C12 C13 C14 -177.7(4) . . . . ? F2 C13 C14 C15 176.3(4) . . . . ? C12 C13 C14 C15 -1.8(7) . . . . ? C13 C14 C15 C16 -1.3(7) . . . . ? C14 C15 C16 F2' -172.0(15) . . . . ? C14 C15 C16 C11 3.3(7) . . . . ? C12 C11 C16 F2' 172.7(16) . . . . ? C9 C11 C16 F2' -9.7(17) . . . . ? C12 C11 C16 C15 -2.2(6) . . . . ? C9 C11 C16 C15 175.5(4) . . . . ? C21 N1 C17 C18 -1.3(5) . . . . ? Cd1 N1 C17 C18 176.6(3) . . . . ? N1 C17 C18 C19 -0.6(6) . . . . ? C17 C18 C19 C20 1.9(5) . . . . ? C17 C18 C19 C27 -173.4(3) . . . . ? C18 C19 C20 C21 -1.5(5) . . . . ? C27 C19 C20 C21 173.7(3) . . . . ? C17 N1 C21 C20 1.8(5) . . . . ? Cd1 N1 C21 C20 -176.1(3) . . . . ? C19 C20 C21 N1 -0.4(6) . . . . ? C26 N2 C22 C23 0.9(7) . . . . ? Cd1 N2 C22 C23 -169.2(4) 2_575 . . . ? N2 C22 C23 C24 -0.1(7) . . . . ? C22 C23 C24 C25 -0.7(6) . . . . ? C22 C23 C24 C29 177.6(4) . . . . ? C23 C24 C25 C26 0.7(6) . . . . ? C29 C24 C25 C26 -177.6(3) . . . . ? C22 N2 C26 C25 -0.8(6) . . . . ? Cd1 N2 C26 C25 168.8(3) 2_575 . . . ? C24 C25 C26 N2 0.0(6) . . . . ? C18 C19 C27 C28 76.4(4) . . . . ? C20 C19 C27 C28 -98.5(4) . . . . ? C19 C27 C28 C29 176.5(4) . . . . ? C27 C28 C29 C24 179.4(4) . . . . ? C23 C24 C29 C28 -109.6(5) . . . . ? C25 C24 C29 C28 68.6(5) . . . . ? C34 N3 C30 C31 0.3(6) . . . . ? Cd2 N3 C30 C31 175.3(3) . . . . ? N3 C30 C31 C32 -0.9(7) . . . . ? C30 C31 C32 C33 1.2(6) . . . . ? C30 C31 C32 C40 -178.9(4) . . . . ? C31 C32 C33 C34 -1.1(6) . . . . ? C40 C32 C33 C34 179.0(4) . . . . ? C30 N3 C34 C33 -0.2(6) . . . . ? Cd2 N3 C34 C33 -175.6(3) . . . . ? C32 C33 C34 N3 0.6(7) . . . . ? C35' N4 C35 C36 116(9) . . . . ? C39 N4 C35 C36 2(2) . . . . ? Cd2 N4 C35 C36 -169.2(14) 2_666 . . . ? N4 C35 C36 C37 0(3) . . . . ? C35 C36 C37 C38 -1(2) . . . . ? C35 C36 C37 C42 174.5(14) . . . . ? C36 C37 C38 C39 0.7(16) . . . . ? C42 C37 C38 C39 -175.0(8) . . . . ? C39 N4 C35' C36' 2(4) . . . . ? C35 N4 C35' C36' -74(7) . . . . ? Cd2 N4 C35' C36' 173(3) 2_666 . . . ? N4 C35' C36' C37' -3(4) . . . . ? C35' C36' C37' C38' 2(3) . . . . ? C35' C36' C37' C42' 176(2) . . . . ? C36' C37' C38' C39 -1(3) . . . . ? C42' C37' C38' C39 -174.4(18) . . . . ? C35' N4 C39 C38' 0(2) . . . . ? C35 N4 C39 C38' 19.5(17) . . . . ? Cd2 N4 C39 C38' -170.0(14) 2_666 . . . ? C35' N4 C39 C38 -22(2) . . . . ? C35 N4 C39 C38 -2.6(13) . . . . ? Cd2 N4 C39 C38 168.0(7) 2_666 . . . ? C37' C38' C39 N4 0(3) . . . . ? C37' C38' C39 C38 122(8) . . . . ? C37 C38 C39 N4 1.3(15) . . . . ? C37 C38 C39 C38' -69(6) . . . . ? C33 C32 C40 C41 45.8(7) . . . . ? C31 C32 C40 C41 -134.1(5) . . . . ? C33 C32 C40 C41' 67.4(8) . . . . ? C31 C32 C40 C41' -112.5(8) . . . . ? C32 C40 C41 C42 62.7(7) . . . . ? C41' C40 C41 C42 16.6(14) . . . . ? C40 C41 C42 C37 -171.1(6) . . . . ? C36 C37 C42 C41 45.8(12) . . . . ? C38 C37 C42 C41 -138.7(10) . . . . ? C41 C40 C41' C42' -32.5(12) . . . . ? C32 C40 C41' C42' -173.5(13) . . . . ? C38' C37' C42' C41' 91(2) . . . . ? C36' C37' C42' C41' -83(2) . . . . ? C40 C41' C42' C37' 170.1(12) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.635 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.067 data_111106g _database_code_depnum_ccdc_archive 'CCDC 862132' #TrackingRef '- 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H36 Cu2 F2 N4 O9' _chemical_formula_weight 905.83 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 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 18.3303(18) _cell_length_b 10.4149(11) _cell_length_c 20.581(2) _cell_angle_alpha 90.00 _cell_angle_beta 97.2840(10) _cell_angle_gamma 90.00 _cell_volume 3897.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2617 _cell_measurement_theta_min 2.521 _cell_measurement_theta_max 26.136 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 1.164 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8267 _exptl_absorpt_correction_T_max 0.8827 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9611 _diffrn_reflns_av_R_equivalents 0.0583 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3451 _reflns_number_gt 2436 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0239P)^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 3451 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.0788 _refine_ls_wR_factor_gt 0.0735 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 Cu1 Cu 0.65816(2) 0.34780(3) 0.723591(18) 0.03435(13) Uani 1 1 d . . . F1 F 0.84627(16) -0.1388(3) 0.55180(12) 0.0822(9) Uani 0.799(3) 1 d P A 1 F1' F 0.6377(6) 0.2337(10) 0.5136(5) 0.0822(9) Uani 0.201(3) 1 d P A 2 N1 N 0.62013(13) 0.2043(2) 0.77566(12) 0.0346(6) Uani 1 1 d . . . N2 N 0.63358(13) 0.5034(2) 0.66905(12) 0.0351(6) Uani 1 1 d . . . O1 O 0.76126(12) 0.24089(19) 0.68447(10) 0.0434(6) Uani 1 1 d . . . O2 O 0.64482(11) 0.24056(18) 0.64284(10) 0.0395(5) Uani 1 1 d . . . O3 O 0.79242(11) -0.06366(19) 0.70077(10) 0.0392(5) Uani 1 1 d . . . O4 O 0.89296(13) 0.0284(2) 0.67005(11) 0.0524(6) Uani 1 1 d . . . O5 O 0.5000 0.6843(3) 0.7500 0.0757(12) Uani 1 2 d S . . H5 H 0.4692 0.6366 0.7270 0.091 Uiso 1 1 d R . . C1 C 0.71144(18) 0.2067(3) 0.64166(15) 0.0334(7) Uani 1 1 d . . . C2 C 0.82775(19) -0.0008(3) 0.66102(15) 0.0381(8) Uani 1 1 d . . . C3 C 0.72810(16) 0.1227(3) 0.58598(14) 0.0329(7) Uani 1 1 d . . . C4 C 0.78290(17) 0.0297(3) 0.59547(15) 0.0349(8) Uani 1 1 d . A . C5 C 0.7958(2) -0.0428(3) 0.54191(16) 0.0532(10) Uani 1 1 d . . . H5A H 0.8314 -0.1069 0.5480 0.064 Uiso 0.201(3) 1 calc PR A 2 C6 C 0.7593(2) -0.0255(4) 0.48066(17) 0.0616(11) Uani 1 1 d . A . H6 H 0.7696 -0.0765 0.4459 0.074 Uiso 1 1 calc R . . C7 C 0.7064(2) 0.0697(4) 0.47139(16) 0.0548(10) Uani 1 1 d . . . H7 H 0.6821 0.0856 0.4297 0.066 Uiso 1 1 calc R A . C8 C 0.68976(18) 0.1406(3) 0.52386(15) 0.0429(8) Uani 1 1 d . A . H8 H 0.6524 0.2015 0.5178 0.052 Uiso 0.799(3) 1 calc PR A 1 C9 C 0.63666(17) 0.0790(3) 0.76932(15) 0.0386(8) Uani 1 1 d . . . H9 H 0.6720 0.0570 0.7425 0.046 Uiso 1 1 calc R . . C10 C 0.60386(18) -0.0174(3) 0.80050(16) 0.0435(9) Uani 1 1 d . . . H10 H 0.6176 -0.1023 0.7950 0.052 Uiso 1 1 calc R . . C11 C 0.55031(17) 0.0112(3) 0.84012(16) 0.0380(8) Uani 1 1 d . . . C12 C 0.53291(17) 0.1394(3) 0.84577(16) 0.0430(8) Uani 1 1 d . . . H12 H 0.4969 0.1637 0.8713 0.052 Uiso 1 1 calc R . . C13 C 0.56866(17) 0.2309(3) 0.81386(16) 0.0418(8) Uani 1 1 d . . . H13 H 0.5563 0.3165 0.8192 0.050 Uiso 1 1 calc R . . C14 C 0.58056(19) 0.4982(3) 0.61817(16) 0.0476(9) Uani 1 1 d . . . H14 H 0.5564 0.4206 0.6089 0.057 Uiso 1 1 calc R . . C15 C 0.56003(19) 0.6021(3) 0.57886(17) 0.0502(10) Uani 1 1 d . . . H15 H 0.5220 0.5939 0.5447 0.060 Uiso 1 1 calc R . . C16 C 0.59517(18) 0.7174(3) 0.58965(15) 0.0381(8) Uani 1 1 d . . . C17 C 0.65029(17) 0.7228(3) 0.64218(15) 0.0403(8) Uani 1 1 d . . . H17 H 0.6764 0.7986 0.6513 0.048 Uiso 1 1 calc R . . C18 C 0.66642(17) 0.6172(3) 0.68071(15) 0.0373(8) Uani 1 1 d . . . H18 H 0.7021 0.6248 0.7169 0.045 Uiso 1 1 calc R . . C19 C 0.51489(18) -0.0948(3) 0.87531(19) 0.0560(10) Uani 1 1 d . . . H19A H 0.4963 -0.1590 0.8432 0.067 Uiso 1 1 calc R . . H19B H 0.5527 -0.1355 0.9057 0.067 Uiso 1 1 calc R . . C20 C 0.45347(19) -0.0561(3) 0.91248(16) 0.0502(9) Uani 1 1 d . . . H20A H 0.4129 -0.0243 0.8819 0.060 Uiso 1 1 calc R . . H20B H 0.4701 0.0134 0.9421 0.060 Uiso 1 1 calc R . . C21 C 0.5737(2) 0.8332(3) 0.54809(16) 0.0513(9) Uani 1 1 d . . . H21A H 0.5352 0.8094 0.5134 0.062 Uiso 1 1 calc R . . H21B H 0.6158 0.8618 0.5278 0.062 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0418(2) 0.0311(2) 0.0304(2) -0.00025(18) 0.00564(16) -0.0002(2) F1 0.101(2) 0.097(2) 0.0473(17) -0.0148(15) 0.0064(15) 0.0601(19) F1' 0.101(2) 0.097(2) 0.0473(17) -0.0148(15) 0.0064(15) 0.0601(19) N1 0.0361(15) 0.0314(14) 0.0369(16) -0.0002(12) 0.0065(13) -0.0044(12) N2 0.0384(16) 0.0342(14) 0.0318(15) -0.0019(12) 0.0014(12) 0.0010(13) O1 0.0461(14) 0.0480(13) 0.0353(13) -0.0068(11) 0.0023(11) 0.0015(12) O2 0.0406(13) 0.0389(12) 0.0394(13) -0.0072(10) 0.0060(11) 0.0057(11) O3 0.0492(13) 0.0384(12) 0.0297(12) 0.0026(10) 0.0036(11) 0.0030(11) O4 0.0405(14) 0.0609(15) 0.0550(16) 0.0050(12) 0.0030(12) -0.0007(13) O5 0.075(3) 0.064(2) 0.085(3) 0.000 -0.002(2) 0.000 C1 0.045(2) 0.0261(16) 0.0299(19) 0.0050(14) 0.0080(16) 0.0013(16) C2 0.048(2) 0.0356(18) 0.0300(19) -0.0043(15) 0.0034(17) 0.0105(17) C3 0.0389(18) 0.0356(17) 0.0254(17) 0.0006(13) 0.0090(14) -0.0023(15) C4 0.0399(19) 0.0364(18) 0.0293(18) -0.0006(14) 0.0078(15) 0.0038(16) C5 0.059(2) 0.065(2) 0.036(2) -0.0040(18) 0.0085(18) 0.022(2) C6 0.070(3) 0.080(3) 0.036(2) -0.0172(19) 0.012(2) 0.019(2) C7 0.057(2) 0.080(3) 0.027(2) -0.0039(19) 0.0009(17) 0.007(2) C8 0.050(2) 0.0460(19) 0.0335(19) 0.0034(16) 0.0069(16) 0.0084(18) C9 0.0357(19) 0.0380(19) 0.042(2) 0.0000(15) 0.0061(16) 0.0028(16) C10 0.047(2) 0.0317(18) 0.052(2) 0.0041(16) 0.0045(18) 0.0012(17) C11 0.0343(19) 0.0360(18) 0.043(2) 0.0048(15) 0.0014(16) -0.0040(16) C12 0.0416(19) 0.0399(19) 0.050(2) 0.0014(17) 0.0139(16) -0.0052(17) C13 0.043(2) 0.0370(19) 0.047(2) 0.0033(16) 0.0114(17) -0.0038(17) C14 0.052(2) 0.0377(18) 0.049(2) -0.0031(17) -0.0066(18) -0.0018(17) C15 0.053(2) 0.050(2) 0.043(2) -0.0009(17) -0.0124(18) 0.0111(19) C16 0.051(2) 0.0329(18) 0.0326(19) 0.0000(15) 0.0128(16) 0.0133(17) C17 0.047(2) 0.0343(18) 0.041(2) -0.0005(15) 0.0094(17) 0.0011(16) C18 0.0401(19) 0.0394(19) 0.0313(19) -0.0020(14) 0.0009(15) 0.0001(16) C19 0.045(2) 0.043(2) 0.082(3) 0.0123(19) 0.013(2) -0.0068(18) C20 0.070(3) 0.0400(19) 0.042(2) -0.0059(16) 0.0126(19) -0.0197(19) C21 0.076(3) 0.043(2) 0.036(2) 0.0058(16) 0.0145(18) 0.0262(19) _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 Cu1 O3 1.9330(19) 4_656 ? Cu1 N2 1.990(2) . ? Cu1 O2 1.9915(19) . ? Cu1 N1 2.015(2) . ? Cu1 O1 2.418(2) . ? F1 C5 1.359(4) . ? F1' C8 1.358(10) . ? N1 C13 1.332(4) . ? N1 C9 1.350(4) . ? N2 C14 1.336(4) . ? N2 C18 1.337(3) . ? O1 C1 1.238(3) . ? O2 C1 1.274(3) . ? O3 C2 1.285(4) . ? O3 Cu1 1.9330(19) 4_646 ? O4 C2 1.225(4) . ? O5 H5 0.8500 . ? C1 C3 1.503(4) . ? C2 C4 1.522(4) . ? C3 C4 1.391(4) . ? C3 C8 1.391(4) . ? C4 C5 1.381(4) . ? C5 C6 1.363(4) . ? C5 H5A 0.9300 . ? C6 C7 1.383(5) . ? C6 H6 0.9300 . ? C7 C8 1.374(4) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C10 1.371(4) . ? C9 H9 0.9300 . ? C10 C11 1.386(5) . ? C10 H10 0.9300 . ? C11 C12 1.382(4) . ? C11 C19 1.511(4) . ? C12 C13 1.370(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.374(4) . ? C14 H14 0.9300 . ? C15 C16 1.368(4) . ? C15 H15 0.9300 . ? C16 C17 1.384(4) . ? C16 C21 1.502(4) . ? C17 C18 1.367(4) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.494(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.529(4) 2_646 ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C20 1.529(4) 2_666 ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? 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 O3 Cu1 N2 96.61(9) 4_656 . ? O3 Cu1 O2 159.23(9) 4_656 . ? N2 Cu1 O2 89.48(9) . . ? O3 Cu1 N1 94.82(9) 4_656 . ? N2 Cu1 N1 146.65(10) . . ? O2 Cu1 N1 90.78(9) . . ? O3 Cu1 O1 100.46(8) 4_656 . ? N2 Cu1 O1 108.53(9) . . ? O2 Cu1 O1 58.82(7) . . ? N1 Cu1 O1 99.98(9) . . ? C13 N1 C9 116.3(3) . . ? C13 N1 Cu1 118.6(2) . . ? C9 N1 Cu1 124.7(2) . . ? C14 N2 C18 116.3(3) . . ? C14 N2 Cu1 119.9(2) . . ? C18 N2 Cu1 123.77(19) . . ? C1 O1 Cu1 80.35(18) . . ? C1 O2 Cu1 98.89(18) . . ? C2 O3 Cu1 122.2(2) . 4_646 ? O1 C1 O2 121.9(3) . . ? O1 C1 C3 120.5(3) . . ? O2 C1 C3 117.6(3) . . ? O4 C2 O3 126.2(3) . . ? O4 C2 C4 119.3(3) . . ? O3 C2 C4 114.3(3) . . ? C4 C3 C8 119.6(3) . . ? C4 C3 C1 120.7(3) . . ? C8 C3 C1 119.6(3) . . ? C5 C4 C3 117.5(3) . . ? C5 C4 C2 117.7(3) . . ? C3 C4 C2 124.7(3) . . ? F1 C5 C6 118.8(3) . . ? F1 C5 C4 117.7(3) . . ? C6 C5 C4 123.5(3) . . ? F1 C5 H5A 1.9 . . ? C6 C5 H5A 118.2 . . ? C4 C5 H5A 118.2 . . ? C5 C6 C7 118.5(3) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? C8 C7 C6 119.9(3) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? F1' C8 C7 118.9(5) . . ? F1' C8 C3 120.1(5) . . ? C7 C8 C3 120.9(3) . . ? F1' C8 H8 3.1 . . ? C7 C8 H8 119.5 . . ? C3 C8 H8 119.5 . . ? N1 C9 C10 123.1(3) . . ? N1 C9 H9 118.5 . . ? C10 C9 H9 118.5 . . ? C9 C10 C11 120.3(3) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 116.5(3) . . ? C12 C11 C19 123.2(3) . . ? C10 C11 C19 120.3(3) . . ? C13 C12 C11 120.2(3) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? N1 C13 C12 123.8(3) . . ? N1 C13 H13 118.1 . . ? C12 C13 H13 118.1 . . ? N2 C14 C15 123.2(3) . . ? N2 C14 H14 118.4 . . ? C15 C14 H14 118.4 . . ? C16 C15 C14 120.5(3) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 116.4(3) . . ? C15 C16 C21 121.9(3) . . ? C17 C16 C21 121.6(3) . . ? C18 C17 C16 120.2(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? N2 C18 C17 123.4(3) . . ? N2 C18 H18 118.3 . . ? C17 C18 H18 118.3 . . ? C20 C19 C11 116.5(3) . . ? C20 C19 H19A 108.2 . . ? C11 C19 H19A 108.2 . . ? C20 C19 H19B 108.2 . . ? C11 C19 H19B 108.2 . . ? H19A C19 H19B 107.3 . . ? C19 C20 C21 112.7(3) . 2_646 ? C19 C20 H20A 109.1 . . ? C21 C20 H20A 109.1 2_646 . ? C19 C20 H20B 109.1 . . ? C21 C20 H20B 109.1 2_646 . ? H20A C20 H20B 107.8 . . ? C16 C21 C20 112.5(3) . 2_666 ? C16 C21 H21A 109.1 . . ? C20 C21 H21A 109.1 2_666 . ? C16 C21 H21B 109.1 . . ? C20 C21 H21B 109.1 2_666 . ? H21A C21 H21B 107.8 . . ? 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 O3 Cu1 N1 C13 68.5(2) 4_656 . . . ? N2 Cu1 N1 C13 -41.3(3) . . . . ? O2 Cu1 N1 C13 -131.5(2) . . . . ? O1 Cu1 N1 C13 170.1(2) . . . . ? O3 Cu1 N1 C9 -119.5(2) 4_656 . . . ? N2 Cu1 N1 C9 130.7(2) . . . . ? O2 Cu1 N1 C9 40.5(2) . . . . ? O1 Cu1 N1 C9 -17.9(2) . . . . ? O3 Cu1 N2 C14 -160.8(2) 4_656 . . . ? O2 Cu1 N2 C14 39.1(3) . . . . ? N1 Cu1 N2 C14 -51.5(3) . . . . ? O1 Cu1 N2 C14 95.8(2) . . . . ? O3 Cu1 N2 C18 17.9(3) 4_656 . . . ? O2 Cu1 N2 C18 -142.2(3) . . . . ? N1 Cu1 N2 C18 127.2(3) . . . . ? O1 Cu1 N2 C18 -85.5(3) . . . . ? O3 Cu1 O1 C1 -177.85(17) 4_656 . . . ? N2 Cu1 O1 C1 -77.17(18) . . . . ? O2 Cu1 O1 C1 0.48(16) . . . . ? N1 Cu1 O1 C1 85.30(18) . . . . ? O3 Cu1 O2 C1 4.2(3) 4_656 . . . ? N2 Cu1 O2 C1 111.68(18) . . . . ? N1 Cu1 O2 C1 -101.67(18) . . . . ? O1 Cu1 O2 C1 -0.47(16) . . . . ? Cu1 O1 C1 O2 -0.8(3) . . . . ? Cu1 O1 C1 C3 179.3(3) . . . . ? Cu1 O2 C1 O1 0.9(3) . . . . ? Cu1 O2 C1 C3 -179.1(2) . . . . ? Cu1 O3 C2 O4 -12.0(4) 4_646 . . . ? Cu1 O3 C2 C4 163.55(18) 4_646 . . . ? O1 C1 C3 C4 34.2(4) . . . . ? O2 C1 C3 C4 -145.8(3) . . . . ? O1 C1 C3 C8 -143.9(3) . . . . ? O2 C1 C3 C8 36.1(4) . . . . ? C8 C3 C4 C5 -1.1(4) . . . . ? C1 C3 C4 C5 -179.2(3) . . . . ? C8 C3 C4 C2 -178.9(3) . . . . ? C1 C3 C4 C2 3.0(5) . . . . ? O4 C2 C4 C5 72.4(4) . . . . ? O3 C2 C4 C5 -103.6(4) . . . . ? O4 C2 C4 C3 -109.8(4) . . . . ? O3 C2 C4 C3 74.2(4) . . . . ? C3 C4 C5 F1 -176.2(3) . . . . ? C2 C4 C5 F1 1.8(5) . . . . ? C3 C4 C5 C6 1.8(5) . . . . ? C2 C4 C5 C6 179.8(3) . . . . ? F1 C5 C6 C7 178.0(3) . . . . ? C4 C5 C6 C7 0.0(6) . . . . ? C5 C6 C7 C8 -2.6(6) . . . . ? C6 C7 C8 F1' 179.9(7) . . . . ? C6 C7 C8 C3 3.3(5) . . . . ? C4 C3 C8 F1' -178.0(7) . . . . ? C1 C3 C8 F1' 0.2(8) . . . . ? C4 C3 C8 C7 -1.4(5) . . . . ? C1 C3 C8 C7 176.7(3) . . . . ? C13 N1 C9 C10 -0.8(4) . . . . ? Cu1 N1 C9 C10 -172.9(2) . . . . ? N1 C9 C10 C11 0.9(5) . . . . ? C9 C10 C11 C12 0.0(5) . . . . ? C9 C10 C11 C19 -179.1(3) . . . . ? C10 C11 C12 C13 -0.9(5) . . . . ? C19 C11 C12 C13 178.2(3) . . . . ? C9 N1 C13 C12 -0.2(4) . . . . ? Cu1 N1 C13 C12 172.5(2) . . . . ? C11 C12 C13 N1 1.0(5) . . . . ? C18 N2 C14 C15 0.4(5) . . . . ? Cu1 N2 C14 C15 179.2(3) . . . . ? N2 C14 C15 C16 1.5(6) . . . . ? C14 C15 C16 C17 -1.2(5) . . . . ? C14 C15 C16 C21 -179.4(3) . . . . ? C15 C16 C17 C18 -1.0(5) . . . . ? C21 C16 C17 C18 177.3(3) . . . . ? C14 N2 C18 C17 -2.7(5) . . . . ? Cu1 N2 C18 C17 178.6(2) . . . . ? C16 C17 C18 N2 3.1(5) . . . . ? C12 C11 C19 C20 5.8(5) . . . . ? C10 C11 C19 C20 -175.2(3) . . . . ? C11 C19 C20 C21 -174.3(3) . . . 2_646 ? C15 C16 C21 C20 117.9(4) . . . 2_666 ? C17 C16 C21 C20 -60.2(4) . . . 2_666 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.278 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.060 # Attachment '- 2.cif' data_111120a _database_code_depnum_ccdc_archive 'CCDC 862133' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 Cu2 F2 N4 O10' _chemical_formula_weight 923.84 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 P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.6891(8) _cell_length_b 14.1824(13) _cell_length_c 12.0379(8) _cell_angle_alpha 90.00 _cell_angle_beta 92.574(6) _cell_angle_gamma 90.00 _cell_volume 1993.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1951 _cell_measurement_theta_min 2.7709 _cell_measurement_theta_max 28.6525 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.539 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 1.141 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7956 _exptl_absorpt_correction_T_max 0.8658 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'multiwire proportional' _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 8087 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_sigmaI/netI 0.0714 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5035 _reflns_number_gt 3888 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1287P)^2^+3.0289P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(3) _refine_ls_number_reflns 5035 _refine_ls_number_parameters 541 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1007 _refine_ls_R_factor_gt 0.0760 _refine_ls_wR_factor_ref 0.2188 _refine_ls_wR_factor_gt 0.1962 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.79789(11) 0.57853(10) 0.07155(10) 0.0442(4) Uani 1 1 d . . . Cu2 Cu 0.44826(11) 0.34083(10) 0.29141(10) 0.0455(4) Uani 1 1 d . . . F1 F 1.0028(6) 0.3508(8) 0.1785(7) 0.084(3) Uani 1 1 d . . . F2 F 0.3291(8) 0.1138(7) 0.4926(6) 0.086(3) Uani 1 1 d . . . N1 N 0.6836(9) 0.6690(8) 0.1398(8) 0.057(3) Uani 1 1 d . . . N2 N 0.9516(10) 0.6473(10) 0.1238(10) 0.069(3) Uani 1 1 d . . . N3 N 0.3813(9) 0.4095(8) 0.4180(8) 0.053(3) Uani 1 1 d . . . N4 N 0.3687(9) 0.4366(9) 0.1691(8) 0.056(3) Uani 1 1 d . . . O1 O 0.6073(7) 0.3874(7) 0.3267(7) 0.054(2) Uani 1 1 d . . . O2 O 0.6103(10) 0.2700(9) 0.4525(9) 0.086(3) Uani 1 1 d . . . O3 O 0.8065(7) 0.4889(7) 0.1940(7) 0.058(2) Uani 1 1 d . . . O4 O 0.7177(6) 0.3633(6) 0.1142(6) 0.049(2) Uani 1 1 d . . . O5 O 0.7883(12) 0.6276(10) -0.0841(9) 0.093(4) Uani 1 1 d . . . O6 O 0.8738(11) 0.4975(9) -0.0573(9) 0.094(4) Uani 1 1 d . . . O7 O 0.3261(7) 0.2387(6) 0.2946(7) 0.052(2) Uani 1 1 d . . . O8 O 0.4201(8) 0.1169(7) 0.2247(8) 0.075(3) Uani 1 1 d . . . O9 O 0.6622(13) 0.5209(13) -0.0065(13) 0.131(5) Uani 1 1 d . . . H9C H 0.6727 0.4629 0.0082 0.157 Uiso 1 1 d R . . H9D H 0.6390 0.5265 -0.0741 0.157 Uiso 1 1 d R . . O10 O 0.5165(7) 0.2739(7) 0.1630(7) 0.061(2) Uani 1 1 d . . . H10C H 0.5871 0.2836 0.1532 0.073 Uiso 1 1 d R . . H10D H 0.5078 0.2169 0.1830 0.073 Uiso 1 1 d R . . C1 C 0.6572(10) 0.3247(10) 0.3867(9) 0.051(3) Uani 1 1 d . . . C2 C 0.7784(10) 0.4012(9) 0.1878(9) 0.046(3) Uani 1 1 d . . . C3 C 0.7844(10) 0.3123(9) 0.3743(9) 0.051(3) Uani 1 1 d . . . C4 C 0.8363(8) 0.3428(10) 0.2787(8) 0.046(2) Uani 1 1 d . . . C5 C 0.9505(10) 0.3206(10) 0.2713(10) 0.056(3) Uani 1 1 d . . . C6 C 1.0131(11) 0.2664(11) 0.3491(13) 0.066(4) Uani 1 1 d . . . H6 H 1.0884 0.2493 0.3372 0.079 Uiso 1 1 calc R . . C7 C 0.9618(13) 0.2393(12) 0.4417(13) 0.073(4) Uani 1 1 d . . . H7 H 1.0029 0.2074 0.4978 0.087 Uiso 1 1 calc R . . C8 C 0.8481(12) 0.2595(11) 0.4523(12) 0.065(4) Uani 1 1 d . . . H8 H 0.8120 0.2369 0.5143 0.078 Uiso 1 1 calc R . . C9 C 0.8405(16) 0.5597(14) -0.1244(13) 0.084(5) Uani 1 1 d . . . C10 C 0.3396(11) 0.1535(9) 0.2701(10) 0.048(3) Uani 1 1 d . . . C11 C 0.1654(12) 0.0474(9) 0.2450(11) 0.058(3) Uani 1 1 d . . . C12 C 0.2470(10) 0.0897(9) 0.3145(9) 0.049(3) Uani 1 1 d . . . C13 C 0.2442(11) 0.0753(11) 0.4294(9) 0.056(3) Uani 1 1 d . . . C14 C 0.1652(13) 0.0190(11) 0.4769(12) 0.070(4) Uani 1 1 d . . . H14 H 0.1663 0.0086 0.5532 0.083 Uiso 1 1 calc R . . C15 C 0.0822(13) -0.0223(12) 0.4044(15) 0.076(4) Uani 1 1 d . . . H15 H 0.0252 -0.0587 0.4347 0.091 Uiso 1 1 calc R . . C16 C 0.0809(12) -0.0119(11) 0.2945(15) 0.072(4) Uani 1 1 d . . . H16 H 0.0259 -0.0427 0.2496 0.087 Uiso 1 1 calc R . . C17 C 0.6525(11) 0.6611(11) 0.2452(10) 0.058(3) Uani 1 1 d . . . H17 H 0.6828 0.6120 0.2884 0.070 Uiso 1 1 calc R . . C18 C 0.5776(11) 0.7225(11) 0.2920(11) 0.060(3) Uani 1 1 d . . . H18 H 0.5594 0.7148 0.3659 0.072 Uiso 1 1 calc R . . C19 C 0.5290(10) 0.7958(9) 0.2300(10) 0.050(3) Uani 1 1 d . . . C20 C 0.5637(11) 0.8027(10) 0.1204(11) 0.061(3) Uani 1 1 d . . . H20 H 0.5342 0.8509 0.0751 0.073 Uiso 1 1 calc R . . C21 C 0.6371(12) 0.7426(11) 0.0799(11) 0.063(4) Uani 1 1 d . . . H21 H 0.6584 0.7506 0.0070 0.076 Uiso 1 1 calc R . . C22 C 1.0214(13) 0.6155(15) 0.2099(14) 0.088(5) Uani 1 1 d . . . H22 H 0.9988 0.5647 0.2525 0.105 Uiso 1 1 calc R . . C23 C 1.1268(16) 0.6593(17) 0.2343(18) 0.100(7) Uani 1 1 d . . . H23 H 1.1722 0.6383 0.2947 0.120 Uiso 1 1 calc R . . C24 C 1.1653(15) 0.7336(17) 0.1700(19) 0.097(6) Uani 1 1 d . . . C25 C 1.0904(17) 0.7673(17) 0.0869(18) 0.105(7) Uani 1 1 d . . . H25 H 1.1113 0.8184 0.0440 0.126 Uiso 1 1 calc R . . C26 C 0.9855(16) 0.7255(15) 0.0677(15) 0.087(5) Uani 1 1 d . . . H26 H 0.9352 0.7516 0.0141 0.105 Uiso 1 1 calc R . . C27 C 0.4394(10) 0.8585(10) 0.2771(11) 0.056(3) Uani 1 1 d . . . H27A H 0.4370 0.9174 0.2362 0.067 Uiso 1 1 calc R . . H27B H 0.4614 0.8727 0.3539 0.067 Uiso 1 1 calc R . . C28 C 0.3201(12) 0.8151(13) 0.2723(14) 0.079(4) Uani 1 1 d . . . H28A H 0.3208 0.7602 0.3204 0.095 Uiso 1 1 calc R . . H28B H 0.2669 0.8603 0.3015 0.095 Uiso 1 1 calc R . . C29 C 0.2773(14) 0.7862(14) 0.1591(15) 0.087(5) Uani 1 1 d . . . H29A H 0.3330 0.7457 0.1253 0.105 Uiso 1 1 calc R . . H29B H 0.2653 0.8413 0.1124 0.105 Uiso 1 1 calc R . . C30 C 0.4210(13) 0.4961(11) 0.4463(12) 0.066(4) Uani 1 1 d . . . H30 H 0.4779 0.5225 0.4046 0.079 Uiso 1 1 calc R . . C31 C 0.3832(14) 0.5446(13) 0.5297(13) 0.079(4) Uani 1 1 d . . . H31 H 0.4141 0.6039 0.5451 0.095 Uiso 1 1 calc R . . C32 C 0.3012(14) 0.5113(13) 0.5936(14) 0.081(5) Uani 1 1 d . . . C33 C 0.2611(14) 0.4187(13) 0.5699(13) 0.079(5) Uani 1 1 d . . . H33 H 0.2074 0.3905 0.6139 0.094 Uiso 1 1 calc R . . C34 C 0.3024(11) 0.3721(11) 0.4816(11) 0.065(4) Uani 1 1 d . . . H34 H 0.2748 0.3120 0.4650 0.078 Uiso 1 1 calc R . . C35 C 0.4301(13) 0.5012(11) 0.1165(11) 0.066(4) Uani 1 1 d . . . H35 H 0.5060 0.5117 0.1397 0.079 Uiso 1 1 calc R . . C36 C 0.3825(13) 0.5524(10) 0.0281(11) 0.068(4) Uani 1 1 d . . . H36 H 0.4276 0.5959 -0.0078 0.082 Uiso 1 1 calc R . . C37 C 0.2714(12) 0.5406(10) -0.0076(10) 0.057(3) Uani 1 1 d . . . C38 C 0.2084(11) 0.4739(11) 0.0460(10) 0.062(4) Uani 1 1 d . . . H38 H 0.1329 0.4615 0.0229 0.074 Uiso 1 1 calc R . . C39 C 0.2589(12) 0.4264(10) 0.1337(11) 0.061(3) Uani 1 1 d . . . H39 H 0.2142 0.3840 0.1715 0.073 Uiso 1 1 calc R . . C40 C 0.2434(15) 0.5719(15) 0.6771(13) 0.090(5) Uani 1 1 d . . . H40A H 0.1612 0.5718 0.6619 0.108 Uiso 1 1 calc R . . H40B H 0.2706 0.6364 0.6726 0.108 Uiso 1 1 calc R . . C41 C 0.2710(18) 0.5327(16) 0.7916(14) 0.099(6) Uani 1 1 d . . . H41A H 0.3536 0.5281 0.8018 0.118 Uiso 1 1 calc R . . H41B H 0.2404 0.4693 0.7946 0.118 Uiso 1 1 calc R . . C42 C 0.2257(16) 0.5891(15) 0.8901(11) 0.085(5) Uani 1 1 d . . . H42A H 0.2524 0.6538 0.8883 0.103 Uiso 1 1 calc R . . H42B H 0.1427 0.5892 0.8872 0.103 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0461(7) 0.0352(8) 0.0510(7) 0.0013(7) -0.0027(5) 0.0001(7) Cu2 0.0445(7) 0.0400(9) 0.0526(7) -0.0109(7) 0.0076(5) -0.0033(7) F1 0.053(4) 0.090(7) 0.112(6) 0.003(6) 0.030(4) 0.000(5) F2 0.109(6) 0.089(7) 0.058(4) -0.001(4) -0.017(4) -0.020(6) N1 0.063(6) 0.051(7) 0.055(6) 0.007(5) -0.008(5) 0.012(6) N2 0.065(7) 0.071(9) 0.070(7) -0.009(6) 0.001(6) -0.003(7) N3 0.053(6) 0.044(7) 0.061(6) -0.011(5) 0.010(5) 0.004(5) N4 0.059(6) 0.047(7) 0.063(6) 0.003(5) 0.011(5) -0.006(5) O1 0.053(5) 0.050(6) 0.058(5) -0.005(4) 0.005(4) 0.001(4) O2 0.092(7) 0.069(8) 0.102(8) 0.021(6) 0.051(6) 0.014(6) O3 0.068(6) 0.042(6) 0.063(5) 0.008(4) 0.002(4) 0.001(5) O4 0.051(4) 0.052(6) 0.046(4) -0.001(4) 0.007(3) -0.009(4) O5 0.137(11) 0.072(9) 0.067(6) 0.001(6) -0.022(6) 0.009(8) O6 0.122(10) 0.076(9) 0.082(7) 0.018(7) -0.022(6) 0.004(8) O7 0.060(5) 0.032(5) 0.067(5) -0.007(4) 0.015(4) -0.007(4) O8 0.085(7) 0.040(6) 0.103(7) -0.002(5) 0.047(6) 0.006(5) O9 0.144(12) 0.107(13) 0.139(12) 0.005(10) -0.006(10) 0.016(11) O10 0.062(5) 0.056(6) 0.066(5) -0.017(4) 0.018(4) 0.000(5) C1 0.059(7) 0.044(8) 0.051(6) 0.003(6) 0.009(5) 0.013(7) C2 0.045(6) 0.044(8) 0.051(6) 0.003(6) 0.016(5) 0.004(6) C3 0.057(7) 0.042(8) 0.055(6) -0.001(5) 0.004(5) 0.010(6) C4 0.041(5) 0.042(7) 0.055(6) -0.002(6) 0.002(4) 0.005(6) C5 0.049(6) 0.048(9) 0.073(7) -0.003(6) 0.007(6) 0.009(6) C6 0.045(7) 0.059(9) 0.094(10) -0.009(8) -0.004(7) 0.023(7) C7 0.069(9) 0.061(10) 0.086(10) 0.006(8) -0.017(8) 0.027(8) C8 0.067(9) 0.058(10) 0.071(8) 0.007(7) 0.003(7) 0.017(7) C9 0.107(13) 0.074(13) 0.069(9) 0.013(9) -0.027(9) 0.004(10) C10 0.053(7) 0.035(7) 0.056(6) 0.003(5) 0.008(5) -0.001(6) C11 0.065(8) 0.035(7) 0.074(8) 0.007(6) -0.013(6) -0.005(6) C12 0.058(6) 0.029(7) 0.059(6) 0.004(6) 0.002(5) 0.005(6) C13 0.068(7) 0.037(7) 0.062(6) -0.003(6) 0.003(6) -0.010(8) C14 0.077(9) 0.058(10) 0.074(8) 0.020(7) 0.013(7) 0.004(8) C15 0.066(9) 0.057(10) 0.106(12) 0.024(9) 0.013(8) -0.007(8) C16 0.055(8) 0.048(9) 0.112(12) 0.007(9) -0.014(8) -0.002(7) C17 0.062(8) 0.058(9) 0.054(7) 0.002(6) 0.001(6) 0.014(7) C18 0.068(8) 0.057(9) 0.056(7) -0.002(6) 0.004(6) 0.013(7) C19 0.052(7) 0.044(8) 0.055(6) -0.006(5) -0.002(5) -0.004(6) C20 0.065(8) 0.050(9) 0.066(7) 0.007(6) -0.005(6) 0.015(7) C21 0.072(9) 0.062(10) 0.056(7) 0.007(7) 0.002(6) 0.015(8) C22 0.072(9) 0.093(15) 0.098(11) -0.016(10) -0.010(9) -0.003(10) C23 0.076(11) 0.107(18) 0.114(14) -0.041(14) -0.010(10) -0.003(12) C24 0.076(11) 0.089(15) 0.128(15) -0.057(13) 0.023(11) -0.021(11) C25 0.092(13) 0.097(17) 0.127(16) -0.028(13) 0.016(12) -0.026(12) C26 0.093(12) 0.074(13) 0.094(11) -0.010(10) -0.001(9) -0.017(11) C27 0.053(7) 0.036(9) 0.078(8) -0.008(6) 0.000(6) 0.001(6) C28 0.066(8) 0.064(12) 0.107(11) -0.018(9) 0.000(8) 0.008(8) C29 0.084(11) 0.070(12) 0.108(13) 0.012(10) 0.013(9) 0.011(10) C30 0.076(9) 0.049(9) 0.075(8) -0.015(7) 0.019(7) -0.003(8) C31 0.090(11) 0.060(10) 0.088(10) -0.017(8) 0.023(9) -0.007(9) C32 0.090(11) 0.061(11) 0.093(11) -0.021(8) 0.030(9) 0.001(9) C33 0.079(10) 0.070(12) 0.089(10) -0.018(9) 0.036(8) 0.002(9) C34 0.063(8) 0.056(10) 0.077(8) -0.015(7) 0.016(7) -0.005(7) C35 0.071(9) 0.056(10) 0.071(8) 0.004(7) 0.002(7) -0.011(8) C36 0.087(10) 0.047(10) 0.072(8) 0.006(7) 0.017(7) -0.025(7) C37 0.082(9) 0.043(7) 0.048(6) -0.001(5) 0.019(6) 0.003(7) C38 0.056(7) 0.066(10) 0.066(7) 0.005(7) 0.020(6) 0.002(7) C39 0.063(8) 0.049(9) 0.071(8) 0.017(7) 0.016(6) -0.003(7) C40 0.103(12) 0.075(12) 0.095(10) -0.015(10) 0.028(9) 0.010(11) C41 0.123(15) 0.087(14) 0.087(11) 0.007(10) 0.019(10) 0.003(12) C42 0.118(12) 0.076(13) 0.063(7) 0.007(9) 0.009(8) 0.011(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 Cu1 O3 1.946(9) . ? Cu1 O9 1.982(16) . ? Cu1 O5 1.997(11) . ? Cu1 N1 2.051(11) . ? Cu1 N2 2.115(12) . ? Cu1 O6 2.153(14) . ? Cu2 N3 1.998(10) . ? Cu2 O1 2.001(8) . ? Cu2 O10 2.010(8) . ? Cu2 O7 2.036(8) . ? Cu2 N4 2.181(11) . ? F1 C5 1.367(15) . ? F2 C13 1.339(15) . ? N1 C17 1.340(16) . ? N1 C21 1.367(17) . ? N2 C26 1.37(2) . ? N2 C22 1.37(2) . ? N3 C34 1.335(16) . ? N3 C30 1.350(18) . ? N4 C35 1.340(17) . ? N4 C39 1.342(17) . ? O1 C1 1.271(15) . ? O2 C1 1.252(16) . ? O3 C2 1.289(15) . ? O4 C2 1.233(14) . ? O5 C9 1.25(2) . ? O6 C9 1.247(19) . ? O7 C10 1.255(15) . ? O8 C10 1.223(15) . ? O9 H9C 0.8500 . ? O9 H9D 0.8501 . ? O10 H10C 0.8500 . ? O10 H10D 0.8500 . ? C1 C3 1.512(16) . ? C2 C4 1.508(16) . ? C3 C8 1.390(18) . ? C3 C4 1.394(16) . ? C4 C5 1.378(15) . ? C5 C6 1.393(19) . ? C6 C7 1.35(2) . ? C6 H6 0.9300 . ? C7 C8 1.37(2) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 C11 1.46(2) 2_655 ? C10 C12 1.525(17) . ? C11 C12 1.378(18) . ? C11 C16 1.45(2) . ? C11 C9 1.46(2) 2_645 ? C12 C13 1.400(16) . ? C13 C14 1.366(19) . ? C14 C15 1.40(2) . ? C14 H14 0.9300 . ? C15 C16 1.33(2) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.373(18) . ? C17 H17 0.9300 . ? C18 C19 1.387(19) . ? C18 H18 0.9300 . ? C19 C20 1.401(18) . ? C19 C27 1.505(17) . ? C20 C21 1.319(19) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.40(2) . ? C22 H22 0.9300 . ? C23 C24 1.39(3) . ? C23 H23 0.9300 . ? C24 C25 1.38(3) . ? C24 C29 1.52(2) 1_655 ? C25 C26 1.37(2) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.523(19) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.49(2) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C24 1.52(2) 1_455 ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.31(2) . ? C30 H30 0.9300 . ? C31 C32 1.34(2) . ? C31 H31 0.9300 . ? C32 C33 1.42(2) . ? C32 C40 1.51(2) . ? C33 C34 1.358(19) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.38(2) . ? C35 H35 0.9300 . ? C36 C37 1.36(2) . ? C36 H36 0.9300 . ? C37 C38 1.376(19) . ? C37 C42 1.49(2) 1_554 ? C38 C39 1.364(19) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C40 C41 1.51(2) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.54(2) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C37 1.49(2) 1_556 ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? 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 O3 Cu1 O9 95.9(6) . . ? O3 Cu1 O5 159.6(5) . . ? O9 Cu1 O5 71.9(6) . . ? O3 Cu1 N1 96.8(4) . . ? O9 Cu1 N1 85.8(6) . . ? O5 Cu1 N1 98.5(5) . . ? O3 Cu1 N2 93.5(5) . . ? O9 Cu1 N2 169.0(6) . . ? O5 Cu1 N2 97.4(5) . . ? N1 Cu1 N2 98.8(5) . . ? O3 Cu1 O6 100.9(4) . . ? O9 Cu1 O6 77.6(6) . . ? O5 Cu1 O6 61.2(5) . . ? N1 Cu1 O6 156.8(4) . . ? N2 Cu1 O6 95.1(5) . . ? N3 Cu2 O1 94.0(4) . . ? N3 Cu2 O10 179.0(5) . . ? O1 Cu2 O10 85.5(3) . . ? N3 Cu2 O7 91.9(4) . . ? O1 Cu2 O7 151.3(4) . . ? O10 Cu2 O7 88.9(4) . . ? N3 Cu2 N4 92.4(4) . . ? O1 Cu2 N4 107.5(4) . . ? O10 Cu2 N4 87.0(4) . . ? O7 Cu2 N4 100.3(4) . . ? C17 N1 C21 116.4(12) . . ? C17 N1 Cu1 122.4(9) . . ? C21 N1 Cu1 121.1(9) . . ? C26 N2 C22 117.8(14) . . ? C26 N2 Cu1 119.2(11) . . ? C22 N2 Cu1 122.9(12) . . ? C34 N3 C30 117.1(11) . . ? C34 N3 Cu2 123.2(9) . . ? C30 N3 Cu2 119.6(9) . . ? C35 N4 C39 116.7(11) . . ? C35 N4 Cu2 121.5(9) . . ? C39 N4 Cu2 121.3(9) . . ? C1 O1 Cu2 106.7(8) . . ? C2 O3 Cu1 125.6(8) . . ? C9 O5 Cu1 95.0(10) . . ? C9 O6 Cu1 87.8(12) . . ? C10 O7 Cu2 125.8(8) . . ? Cu1 O9 H9C 101.3 . . ? Cu1 O9 H9D 129.0 . . ? H9C O9 H9D 109.0 . . ? Cu2 O10 H10C 116.8 . . ? Cu2 O10 H10D 100.1 . . ? H10C O10 H10D 108.9 . . ? O2 C1 O1 126.2(12) . . ? O2 C1 C3 116.8(11) . . ? O1 C1 C3 117.0(11) . . ? O4 C2 O3 126.9(11) . . ? O4 C2 C4 120.5(12) . . ? O3 C2 C4 112.5(11) . . ? C8 C3 C4 119.0(11) . . ? C8 C3 C1 119.7(11) . . ? C4 C3 C1 120.8(10) . . ? C5 C4 C3 116.2(11) . . ? C5 C4 C2 118.9(10) . . ? C3 C4 C2 124.8(9) . . ? F1 C5 C4 116.8(11) . . ? F1 C5 C6 118.8(11) . . ? C4 C5 C6 124.3(13) . . ? C7 C6 C5 118.3(12) . . ? C7 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? C6 C7 C8 119.2(13) . . ? C6 C7 H7 120.4 . . ? C8 C7 H7 120.4 . . ? C7 C8 C3 122.7(14) . . ? C7 C8 H8 118.6 . . ? C3 C8 H8 118.6 . . ? O6 C9 O5 116.0(16) . . ? O6 C9 C11 123.9(18) . 2_655 ? O5 C9 C11 118.5(13) . 2_655 ? O8 C10 O7 128.3(12) . . ? O8 C10 C12 118.5(11) . . ? O7 C10 C12 112.9(10) . . ? C12 C11 C16 118.1(12) . . ? C12 C11 C9 123.4(13) . 2_645 ? C16 C11 C9 118.5(13) . 2_645 ? C11 C12 C13 119.3(12) . . ? C11 C12 C10 121.9(10) . . ? C13 C12 C10 118.8(11) . . ? F2 C13 C14 119.8(12) . . ? F2 C13 C12 116.9(12) . . ? C14 C13 C12 123.1(12) . . ? C13 C14 C15 116.4(13) . . ? C13 C14 H14 121.8 . . ? C15 C14 H14 121.8 . . ? C16 C15 C14 123.3(14) . . ? C16 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? C15 C16 C11 119.8(14) . . ? C15 C16 H16 120.1 . . ? C11 C16 H16 120.1 . . ? N1 C17 C18 122.7(13) . . ? N1 C17 H17 118.6 . . ? C18 C17 H17 118.6 . . ? C17 C18 C19 120.5(12) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C20 115.5(12) . . ? C18 C19 C27 121.0(11) . . ? C20 C19 C27 123.3(12) . . ? C21 C20 C19 121.5(13) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 N1 123.3(12) . . ? C20 C21 H21 118.4 . . ? N1 C21 H21 118.4 . . ? N2 C22 C23 120(2) . . ? N2 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C24 C23 C22 121.5(19) . . ? C24 C23 H23 119.3 . . ? C22 C23 H23 119.3 . . ? C25 C24 C23 116.9(17) . . ? C25 C24 C29 107(2) . 1_655 ? C23 C24 C29 136(2) . 1_655 ? C26 C25 C24 120(2) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? N2 C26 C25 122.9(19) . . ? N2 C26 H26 118.5 . . ? C25 C26 H26 118.5 . . ? C19 C27 C28 113.5(11) . . ? C19 C27 H27A 108.9 . . ? C28 C27 H27A 108.9 . . ? C19 C27 H27B 108.9 . . ? C28 C27 H27B 108.9 . . ? H27A C27 H27B 107.7 . . ? C29 C28 C27 114.6(14) . . ? C29 C28 H28A 108.6 . . ? C27 C28 H28A 108.6 . . ? C29 C28 H28B 108.6 . . ? C27 C28 H28B 108.6 . . ? H28A C28 H28B 107.6 . . ? C28 C29 C24 108.2(15) . 1_455 ? C28 C29 H29A 110.1 . . ? C24 C29 H29A 110.1 1_455 . ? C28 C29 H29B 110.1 . . ? C24 C29 H29B 110.1 1_455 . ? H29A C29 H29B 108.4 . . ? C31 C30 N3 123.1(14) . . ? C31 C30 H30 118.4 . . ? N3 C30 H30 118.4 . . ? C30 C31 C32 121.9(16) . . ? C30 C31 H31 119.1 . . ? C32 C31 H31 119.1 . . ? C31 C32 C33 116.7(14) . . ? C31 C32 C40 122.3(17) . . ? C33 C32 C40 120.6(15) . . ? C34 C33 C32 118.8(15) . . ? C34 C33 H33 120.6 . . ? C32 C33 H33 120.6 . . ? N3 C34 C33 122.3(15) . . ? N3 C34 H34 118.8 . . ? C33 C34 H34 118.8 . . ? N4 C35 C36 121.1(13) . . ? N4 C35 H35 119.5 . . ? C36 C35 H35 119.5 . . ? C37 C36 C35 121.5(13) . . ? C37 C36 H36 119.2 . . ? C35 C36 H36 119.2 . . ? C36 C37 C38 117.4(13) . . ? C36 C37 C42 120.4(13) . 1_554 ? C38 C37 C42 121.7(14) . 1_554 ? C39 C38 C37 118.6(13) . . ? C39 C38 H38 120.7 . . ? C37 C38 H38 120.7 . . ? N4 C39 C38 124.6(13) . . ? N4 C39 H39 117.7 . . ? C38 C39 H39 117.7 . . ? C32 C40 C41 108.4(16) . . ? C32 C40 H40A 110.0 . . ? C41 C40 H40A 110.0 . . ? C32 C40 H40B 110.0 . . ? C41 C40 H40B 110.0 . . ? H40A C40 H40B 108.4 . . ? C40 C41 C42 116.4(16) . . ? C40 C41 H41A 108.2 . . ? C42 C41 H41A 108.2 . . ? C40 C41 H41B 108.2 . . ? C42 C41 H41B 108.2 . . ? H41A C41 H41B 107.3 . . ? C37 C42 C41 105.9(15) 1_556 . ? C37 C42 H42A 110.5 1_556 . ? C41 C42 H42A 110.5 . . ? C37 C42 H42B 110.5 1_556 . ? C41 C42 H42B 110.5 . . ? H42A C42 H42B 108.7 . . ? 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 O3 Cu1 N1 C17 8.8(11) . . . . ? O9 Cu1 N1 C17 104.3(12) . . . . ? O5 Cu1 N1 C17 175.3(11) . . . . ? N2 Cu1 N1 C17 -85.8(12) . . . . ? O6 Cu1 N1 C17 148.2(12) . . . . ? O3 Cu1 N1 C21 -172.8(11) . . . . ? O9 Cu1 N1 C21 -77.3(12) . . . . ? O5 Cu1 N1 C21 -6.3(12) . . . . ? N2 Cu1 N1 C21 92.6(12) . . . . ? O6 Cu1 N1 C21 -33.4(19) . . . . ? O3 Cu1 N2 C26 -175.6(12) . . . . ? O9 Cu1 N2 C26 35(4) . . . . ? O5 Cu1 N2 C26 21.6(13) . . . . ? N1 Cu1 N2 C26 -78.2(13) . . . . ? O6 Cu1 N2 C26 83.1(13) . . . . ? O3 Cu1 N2 C22 6.4(13) . . . . ? O9 Cu1 N2 C22 -143(3) . . . . ? O5 Cu1 N2 C22 -156.4(13) . . . . ? N1 Cu1 N2 C22 103.7(13) . . . . ? O6 Cu1 N2 C22 -94.9(13) . . . . ? O1 Cu2 N3 C34 -139.2(11) . . . . ? O10 Cu2 N3 C34 163(24) . . . . ? O7 Cu2 N3 C34 12.7(11) . . . . ? N4 Cu2 N3 C34 113.1(11) . . . . ? O1 Cu2 N3 C30 36.9(11) . . . . ? O10 Cu2 N3 C30 -21(25) . . . . ? O7 Cu2 N3 C30 -171.2(10) . . . . ? N4 Cu2 N3 C30 -70.8(11) . . . . ? N3 Cu2 N4 C35 106.5(11) . . . . ? O1 Cu2 N4 C35 11.6(11) . . . . ? O10 Cu2 N4 C35 -72.7(11) . . . . ? O7 Cu2 N4 C35 -161.1(10) . . . . ? N3 Cu2 N4 C39 -81.4(11) . . . . ? O1 Cu2 N4 C39 -176.3(10) . . . . ? O10 Cu2 N4 C39 99.4(11) . . . . ? O7 Cu2 N4 C39 11.0(11) . . . . ? N3 Cu2 O1 C1 94.4(8) . . . . ? O10 Cu2 O1 C1 -86.5(8) . . . . ? O7 Cu2 O1 C1 -6.9(12) . . . . ? N4 Cu2 O1 C1 -171.9(7) . . . . ? O9 Cu1 O3 C2 32.4(11) . . . . ? O5 Cu1 O3 C2 -19(2) . . . . ? N1 Cu1 O3 C2 118.9(10) . . . . ? N2 Cu1 O3 C2 -141.9(10) . . . . ? O6 Cu1 O3 C2 -46.0(10) . . . . ? O3 Cu1 O5 C9 -30(2) . . . . ? O9 Cu1 O5 C9 -85.1(12) . . . . ? N1 Cu1 O5 C9 -167.8(11) . . . . ? N2 Cu1 O5 C9 92.1(11) . . . . ? O6 Cu1 O5 C9 0.4(11) . . . . ? O3 Cu1 O6 C9 169.3(11) . . . . ? O9 Cu1 O6 C9 75.6(12) . . . . ? O5 Cu1 O6 C9 -0.4(11) . . . . ? N1 Cu1 O6 C9 30.5(19) . . . . ? N2 Cu1 O6 C9 -96.1(11) . . . . ? N3 Cu2 O7 C10 -147.9(10) . . . . ? O1 Cu2 O7 C10 -46.1(13) . . . . ? O10 Cu2 O7 C10 32.6(10) . . . . ? N4 Cu2 O7 C10 119.3(10) . . . . ? Cu2 O1 C1 O2 -30.0(16) . . . . ? Cu2 O1 C1 C3 147.4(9) . . . . ? Cu1 O3 C2 O4 -18.2(17) . . . . ? Cu1 O3 C2 C4 157.0(7) . . . . ? O2 C1 C3 C8 -15.4(19) . . . . ? O1 C1 C3 C8 166.9(12) . . . . ? O2 C1 C3 C4 156.4(13) . . . . ? O1 C1 C3 C4 -21.3(19) . . . . ? C8 C3 C4 C5 -2.5(19) . . . . ? C1 C3 C4 C5 -174.3(12) . . . . ? C8 C3 C4 C2 -179.4(13) . . . . ? C1 C3 C4 C2 9(2) . . . . ? O4 C2 C4 C5 100.4(14) . . . . ? O3 C2 C4 C5 -75.2(15) . . . . ? O4 C2 C4 C3 -82.8(16) . . . . ? O3 C2 C4 C3 101.6(14) . . . . ? C3 C4 C5 F1 -179.4(12) . . . . ? C2 C4 C5 F1 -2.3(18) . . . . ? C3 C4 C5 C6 4(2) . . . . ? C2 C4 C5 C6 -179.2(13) . . . . ? F1 C5 C6 C7 178.1(14) . . . . ? C4 C5 C6 C7 -5(2) . . . . ? C5 C6 C7 C8 5(2) . . . . ? C6 C7 C8 C3 -4(3) . . . . ? C4 C3 C8 C7 3(2) . . . . ? C1 C3 C8 C7 174.8(14) . . . . ? Cu1 O6 C9 O5 0.6(17) . . . . ? Cu1 O6 C9 C11 -164.4(17) . . . 2_655 ? Cu1 O5 C9 O6 -0.7(18) . . . . ? Cu1 O5 C9 C11 165.2(14) . . . 2_655 ? Cu2 O7 C10 O8 -11.7(19) . . . . ? Cu2 O7 C10 C12 161.9(7) . . . . ? C16 C11 C12 C13 -1(2) . . . . ? C9 C11 C12 C13 178.6(14) 2_645 . . . ? C16 C11 C12 C10 -180.0(12) . . . . ? C9 C11 C12 C10 0(2) 2_645 . . . ? O8 C10 C12 C11 -75.9(17) . . . . ? O7 C10 C12 C11 109.9(14) . . . . ? O8 C10 C12 C13 105.1(15) . . . . ? O7 C10 C12 C13 -69.1(15) . . . . ? C11 C12 C13 F2 176.5(12) . . . . ? C10 C12 C13 F2 -4.5(19) . . . . ? C11 C12 C13 C14 1(2) . . . . ? C10 C12 C13 C14 -179.6(13) . . . . ? F2 C13 C14 C15 -177.1(14) . . . . ? C12 C13 C14 C15 -2(2) . . . . ? C13 C14 C15 C16 3(2) . . . . ? C14 C15 C16 C11 -3(3) . . . . ? C12 C11 C16 C15 2(2) . . . . ? C9 C11 C16 C15 -178.1(15) 2_645 . . . ? C21 N1 C17 C18 0(2) . . . . ? Cu1 N1 C17 C18 178.8(11) . . . . ? N1 C17 C18 C19 1(2) . . . . ? C17 C18 C19 C20 -1(2) . . . . ? C17 C18 C19 C27 174.8(12) . . . . ? C18 C19 C20 C21 0(2) . . . . ? C27 C19 C20 C21 -175.6(13) . . . . ? C19 C20 C21 N1 1(2) . . . . ? C17 N1 C21 C20 -1(2) . . . . ? Cu1 N1 C21 C20 -179.8(11) . . . . ? C26 N2 C22 C23 -4(2) . . . . ? Cu1 N2 C22 C23 174.4(13) . . . . ? N2 C22 C23 C24 -2(3) . . . . ? C22 C23 C24 C25 5(3) . . . . ? C22 C23 C24 C29 -168.2(19) . . . 1_655 ? C23 C24 C25 C26 -3(3) . . . . ? C29 C24 C25 C26 172.8(17) 1_655 . . . ? C22 N2 C26 C25 7(3) . . . . ? Cu1 N2 C26 C25 -171.6(14) . . . . ? C24 C25 C26 N2 -3(3) . . . . ? C18 C19 C27 C28 -80.1(16) . . . . ? C20 C19 C27 C28 95.8(16) . . . . ? C19 C27 C28 C29 -56.3(18) . . . . ? C27 C28 C29 C24 173.0(15) . . . 1_455 ? C34 N3 C30 C31 -2(2) . . . . ? Cu2 N3 C30 C31 -178.5(13) . . . . ? N3 C30 C31 C32 0(3) . . . . ? C30 C31 C32 C33 3(3) . . . . ? C30 C31 C32 C40 -169.7(17) . . . . ? C31 C32 C33 C34 -4(3) . . . . ? C40 C32 C33 C34 169.2(16) . . . . ? C30 N3 C34 C33 1(2) . . . . ? Cu2 N3 C34 C33 177.5(12) . . . . ? C32 C33 C34 N3 2(3) . . . . ? C39 N4 C35 C36 -2(2) . . . . ? Cu2 N4 C35 C36 170.7(11) . . . . ? N4 C35 C36 C37 1(2) . . . . ? C35 C36 C37 C38 -2(2) . . . . ? C35 C36 C37 C42 -173.6(14) . . . 1_554 ? C36 C37 C38 C39 2(2) . . . . ? C42 C37 C38 C39 174.4(14) 1_554 . . . ? C35 N4 C39 C38 3(2) . . . . ? Cu2 N4 C39 C38 -169.6(11) . . . . ? C37 C38 C39 N4 -3(2) . . . . ? C31 C32 C40 C41 -116(2) . . . . ? C33 C32 C40 C41 71(2) . . . . ? C32 C40 C41 C42 176.2(17) . . . . ? C40 C41 C42 C37 -175.8(17) . . . 1_556 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.225 _refine_diff_density_min -0.745 _refine_diff_density_rms 0.113 # Attachment '- 5.cif' data_111213b_0m _database_code_depnum_ccdc_archive 'CCDC 862134' #TrackingRef '- 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 F2 N4 Ni2 O10' _chemical_formula_weight 914.18 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' Ni Ni 0.3393 1.1124 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.6305(17) _cell_length_b 14.158(2) _cell_length_c 12.0363(17) _cell_angle_alpha 90.00 _cell_angle_beta 94.730(3) _cell_angle_gamma 90.00 _cell_volume 1975.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3321 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 24.55 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.537 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 1.028 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7213 _exptl_absorpt_correction_T_max 0.9132 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9850 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0640 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 25.24 _reflns_number_total 6292 _reflns_number_gt 5453 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0560P)^2^+0.5488P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.025(15) _refine_ls_number_reflns 6292 _refine_ls_number_parameters 553 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0527 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1128 _refine_ls_wR_factor_gt 0.1072 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 0.3472(4) 0.6249(4) 0.6297(4) 0.0340(10) Uani 1 1 d . . . C2 C 0.2193(4) 0.6048(3) 0.6292(4) 0.0360(12) Uani 1 1 d . . . C3 C 0.1627(4) 0.6319(4) 0.7212(4) 0.0360(11) Uani 1 1 d . . . C4 C 0.2158(4) 0.6883(4) 0.8185(4) 0.0353(12) Uani 1 1 d . . . C5 C 0.0494(5) 0.6031(4) 0.7213(6) 0.0546(16) Uani 1 1 d . . . C6 C -0.0091(6) 0.5511(5) 0.6369(8) 0.072(2) Uani 1 1 d . . . H6 H -0.0853 0.5328 0.6416 0.087 Uiso 1 1 calc R . . C7 C 0.0489(6) 0.5278(5) 0.5468(6) 0.0633(19) Uani 1 1 d . . . H7 H 0.0112 0.4948 0.4877 0.076 Uiso 1 1 calc R . . C8 C 0.1627(5) 0.5529(4) 0.5429(5) 0.0551(16) Uani 1 1 d . . . H8 H 0.2022 0.5350 0.4822 0.066 Uiso 1 1 calc R . . C9 C 0.7024(5) 0.6680(4) 0.5151(5) 0.0454(14) Uani 1 1 d . . . H9 H 0.7327 0.6088 0.5336 0.054 Uiso 1 1 calc R . . C10 C 0.7478(6) 0.7186(5) 0.4305(5) 0.0583(17) Uani 1 1 d . . . H10 H 0.8070 0.6925 0.3931 0.070 Uiso 1 1 calc R . . C11 C 0.7073(5) 0.8055(4) 0.4013(5) 0.0484(15) Uani 1 1 d . . . C12 C 0.6175(6) 0.8394(4) 0.4588(5) 0.0541(16) Uani 1 1 d . . . H12 H 0.5851 0.8980 0.4405 0.065 Uiso 1 1 calc R . . C13 C 0.5760(5) 0.7868(4) 0.5424(5) 0.0444(14) Uani 1 1 d . . . H13 H 0.5168 0.8118 0.5808 0.053 Uiso 1 1 calc R . . C14 C 0.7570(6) 0.8607(5) 0.3089(4) 0.0548(15) Uani 1 1 d . . . H14A H 0.7274 0.9248 0.3085 0.066 Uiso 1 1 calc R . . H14B H 0.8402 0.8636 0.3229 0.066 Uiso 1 1 calc R . . C15 C 0.7274(7) 0.8174(5) 0.2004(5) 0.0609(17) Uani 1 1 d . . . H15A H 0.6440 0.8152 0.1873 0.073 Uiso 1 1 calc R . . H15B H 0.7553 0.7528 0.2026 0.073 Uiso 1 1 calc R . . C16 C 0.7767(5) 0.8686(5) 0.1009(4) 0.0531(15) Uani 1 1 d . . . H16A H 0.7531 0.9343 0.0994 0.064 Uiso 1 1 calc R . . H16B H 0.8603 0.8663 0.1087 0.064 Uiso 1 1 calc R . . C17 C 0.7328(5) 0.8214(4) -0.0033(4) 0.0396(12) Uani 1 1 d . . . C18 C 0.7919(5) 0.7500(4) -0.0522(5) 0.0468(14) Uani 1 1 d . . . H18 H 0.8673 0.7360 -0.0254 0.056 Uiso 1 1 calc R . . C19 C 0.7405(5) 0.6995(4) -0.1403(5) 0.0430(13) Uani 1 1 d . . . H19 H 0.7827 0.6521 -0.1715 0.052 Uiso 1 1 calc R . . C20 C 0.5741(5) 0.7847(4) -0.1393(5) 0.0421(13) Uani 1 1 d . . . H20 H 0.4994 0.7973 -0.1693 0.051 Uiso 1 1 calc R . . C21 C 0.6204(5) 0.8380(4) -0.0517(5) 0.0473(14) Uani 1 1 d . . . H21 H 0.5767 0.8861 -0.0237 0.057 Uiso 1 1 calc R . . C22 C 0.6667(4) 0.4411(3) 0.7249(4) 0.0337(11) Uani 1 1 d . . . C23 C 0.7594(4) 0.3808(3) 0.6808(4) 0.0328(10) Uani 1 1 d . . . C24 C 0.7567(4) 0.3643(4) 0.5681(4) 0.0389(11) Uani 1 1 d . . . C25 C 0.8345(6) 0.3083(4) 0.5192(5) 0.0571(17) Uani 1 1 d . . . H25 H 0.8285 0.2981 0.4426 0.069 Uiso 1 1 calc R . . C26 C 0.9207(5) 0.2682(5) 0.5863(5) 0.0553(16) Uani 1 1 d . . . H26 H 0.9752 0.2309 0.5548 0.066 Uiso 1 1 calc R . . C27 C 0.9291(5) 0.2819(4) 0.7007(5) 0.0449(13) Uani 1 1 d . . . H27 H 0.9872 0.2521 0.7454 0.054 Uiso 1 1 calc R . . C28 C 0.8502(4) 0.3405(3) 0.7489(4) 0.0343(12) Uani 1 1 d . . . C29 C 0.8580(4) 0.3565(4) 0.8711(4) 0.0352(11) Uani 1 1 d . . . C30 C 0.6560(5) 0.5339(4) 1.0745(5) 0.0479(14) Uani 1 1 d . . . H30 H 0.6747 0.5413 1.0014 0.057 Uiso 1 1 calc R . . C31 C 0.5751(5) 0.5942(4) 1.1144(5) 0.0485(14) Uani 1 1 d . . . H31 H 0.5388 0.6394 1.0676 0.058 Uiso 1 1 calc R . . C32 C 0.5486(4) 0.5870(4) 1.2236(5) 0.0387(12) Uani 1 1 d . . . C33 C 0.6027(5) 0.5175(4) 1.2872(5) 0.0488(14) Uani 1 1 d . . . H33 H 0.5876 0.5104 1.3614 0.059 Uiso 1 1 calc R . . C34 C 0.6794(5) 0.4579(4) 1.2411(5) 0.0496(15) Uani 1 1 d . . . H34 H 0.7128 0.4098 1.2854 0.060 Uiso 1 1 calc R . . C35 C 0.4600(5) 0.6488(4) 1.2709(6) 0.0490(15) Uani 1 1 d . . . H35A H 0.4762 0.7143 1.2541 0.059 Uiso 1 1 calc R . . H35B H 0.4658 0.6419 1.3513 0.059 Uiso 1 1 calc R . . C36 C 0.3362(5) 0.6249(5) 1.2244(7) 0.0678(18) Uani 1 1 d . . . H36A H 0.2828 0.6690 1.2542 0.081 Uiso 1 1 calc R . . H36B H 0.3300 0.6315 1.1439 0.081 Uiso 1 1 calc R . . C37 C 0.3052(6) 0.5285(5) 1.2539(6) 0.0650(18) Uani 1 1 d . . . H37A H 0.3136 0.5229 1.3344 0.078 Uiso 1 1 calc R . . H37B H 0.3603 0.4857 1.2245 0.078 Uiso 1 1 calc R . . C38 C 0.1826(6) 0.4954(5) 1.2124(5) 0.0546(16) Uani 1 1 d . . . C39 C 0.1190(6) 0.5393(5) 1.1281(6) 0.070(2) Uani 1 1 d . . . H39 H 0.1485 0.5930 1.0961 0.084 Uiso 1 1 calc R . . C40 C 0.0076(6) 0.5052(5) 1.0869(6) 0.069(2) Uani 1 1 d . . . H40 H -0.0352 0.5372 1.0300 0.083 Uiso 1 1 calc R . . C41 C 0.0285(5) 0.3881(5) 1.2164(5) 0.0538(15) Uani 1 1 d . . . H41 H -0.0025 0.3362 1.2506 0.065 Uiso 1 1 calc R . . C42 C 0.1354(6) 0.4190(5) 1.2573(6) 0.0587(17) Uani 1 1 d . . . H42 H 0.1753 0.3872 1.3161 0.070 Uiso 1 1 calc R . . F1 F -0.0071(3) 0.6258(4) 0.8117(4) 0.0896(13) Uani 1 1 d . . . F2 F 0.6686(4) 0.4017(3) 0.5022(3) 0.0729(11) Uani 1 1 d . . . N1 N 0.6167(4) 0.7014(3) 0.5710(3) 0.0339(9) Uani 1 1 d . . . N2 N 0.6336(4) 0.7154(3) -0.1825(3) 0.0360(10) Uani 1 1 d . . . N3 N 0.7085(4) 0.4654(3) 1.1363(4) 0.0386(10) Uani 1 1 d . . . N4 N -0.0341(4) 0.4275(3) 1.1307(4) 0.0417(11) Uani 1 1 d . . . Ni1 Ni 0.54920(5) 0.62925(4) 0.69934(5) 0.03206(16) Uani 1 1 d . . . Ni2 Ni 0.81094(5) 0.37010(4) 1.06359(5) 0.03358(17) Uani 1 1 d . . . O1 O 0.4125(3) 0.5657(3) 0.5897(4) 0.0496(10) Uani 1 1 d . . . O2 O 0.3859(3) 0.6975(2) 0.6805(3) 0.0348(8) Uani 1 1 d . . . O3 O 0.1834(3) 0.7739(2) 0.8148(3) 0.0387(8) Uani 1 1 d . . . O4 O 0.2787(3) 0.6485(2) 0.8927(3) 0.0426(9) Uani 1 1 d . . . O5 O 0.4815(3) 0.5596(3) 0.8338(4) 0.0493(10) Uani 1 1 d D . . H5A H 0.432(5) 0.577(4) 0.875(5) 0.074 Uiso 1 1 d D . . H5B H 0.483(5) 0.5007(16) 0.825(5) 0.074 Uiso 1 1 d D . . O6 O 0.6703(3) 0.5281(2) 0.6959(3) 0.0394(8) Uani 1 1 d . . . O7 O 0.5941(3) 0.4033(2) 0.7806(3) 0.0429(9) Uani 1 1 d . . . O8 O 0.8951(3) 0.2920(3) 0.9368(3) 0.0468(10) Uani 1 1 d . . . O9 O 0.8207(3) 0.4335(3) 0.9067(3) 0.0397(8) Uani 1 1 d . . . O10 O 0.6541(3) 0.3100(3) 0.9944(3) 0.0444(9) Uani 1 1 d D . . H10A H 0.664(6) 0.2516(17) 1.003(5) 0.067 Uiso 1 1 d D . . H10B H 0.634(6) 0.328(4) 0.931(3) 0.067 Uiso 1 1 d 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 0.035(3) 0.028(2) 0.039(3) 0.000(2) 0.006(2) -0.003(2) C2 0.035(3) 0.023(3) 0.050(3) 0.002(2) 0.000(2) -0.002(2) C3 0.027(2) 0.023(2) 0.058(3) 0.002(3) 0.002(2) -0.001(2) C4 0.031(3) 0.034(3) 0.042(3) -0.002(2) 0.011(2) 0.002(2) C5 0.034(3) 0.046(4) 0.084(5) 0.007(3) 0.007(3) -0.002(3) C6 0.041(4) 0.044(4) 0.128(7) 0.003(4) -0.022(4) -0.021(3) C7 0.063(5) 0.043(4) 0.079(5) -0.005(3) -0.023(4) -0.017(3) C8 0.057(4) 0.050(4) 0.056(4) -0.006(3) -0.013(3) -0.013(3) C9 0.050(3) 0.034(3) 0.054(3) 0.007(2) 0.014(3) 0.004(3) C10 0.061(4) 0.052(4) 0.066(4) 0.003(3) 0.031(3) 0.003(3) C11 0.061(4) 0.041(3) 0.045(3) 0.008(3) 0.019(3) -0.011(3) C12 0.069(4) 0.031(3) 0.065(4) 0.011(3) 0.025(3) 0.012(3) C13 0.047(3) 0.042(3) 0.047(3) 0.005(3) 0.019(3) 0.008(3) C14 0.069(4) 0.047(3) 0.050(3) 0.006(3) 0.013(3) -0.015(3) C15 0.082(5) 0.055(4) 0.046(4) -0.003(3) 0.002(3) -0.011(3) C16 0.062(4) 0.059(4) 0.038(3) -0.006(3) 0.008(3) -0.011(4) C17 0.040(3) 0.041(3) 0.039(3) 0.005(2) 0.010(2) -0.005(2) C18 0.038(3) 0.060(4) 0.042(3) -0.001(3) 0.004(2) 0.010(3) C19 0.037(3) 0.044(3) 0.049(3) -0.006(3) 0.010(2) 0.008(2) C20 0.036(3) 0.042(3) 0.048(3) -0.002(3) 0.002(2) 0.005(2) C21 0.052(4) 0.042(3) 0.049(3) -0.007(2) 0.011(3) 0.011(3) C22 0.035(3) 0.025(3) 0.042(3) -0.002(2) 0.003(2) 0.004(2) C23 0.037(3) 0.020(2) 0.042(3) -0.001(2) 0.005(2) -0.001(2) C24 0.046(3) 0.032(3) 0.039(3) 0.002(2) 0.000(2) 0.001(3) C25 0.075(5) 0.050(4) 0.047(3) -0.019(3) 0.008(3) -0.007(3) C26 0.049(4) 0.050(4) 0.069(4) -0.018(3) 0.019(3) 0.009(3) C27 0.040(3) 0.035(3) 0.060(4) -0.004(3) 0.008(3) 0.007(2) C28 0.027(3) 0.030(3) 0.046(3) -0.002(2) 0.008(2) -0.005(2) C29 0.026(2) 0.034(3) 0.046(3) 0.002(2) 0.008(2) 0.000(2) C30 0.054(4) 0.051(4) 0.040(3) 0.010(3) 0.009(3) 0.002(3) C31 0.054(4) 0.038(3) 0.054(4) 0.011(3) 0.001(3) 0.007(3) C32 0.033(3) 0.029(3) 0.053(3) -0.008(2) -0.005(2) -0.009(2) C33 0.056(4) 0.051(4) 0.039(3) -0.002(3) 0.003(3) 0.007(3) C34 0.056(4) 0.052(4) 0.040(3) 0.002(3) 0.001(3) 0.022(3) C35 0.042(3) 0.035(3) 0.070(4) -0.015(3) 0.005(3) -0.004(2) C36 0.046(3) 0.046(4) 0.111(6) -0.010(4) 0.004(3) -0.001(3) C37 0.049(4) 0.073(5) 0.074(5) -0.003(4) 0.005(3) -0.009(3) C38 0.056(4) 0.053(4) 0.055(4) -0.008(3) 0.000(3) 0.006(3) C39 0.069(5) 0.055(4) 0.088(5) -0.003(4) 0.016(4) -0.038(4) C40 0.071(5) 0.059(4) 0.078(5) 0.015(4) 0.004(4) -0.023(4) C41 0.049(3) 0.050(4) 0.061(4) -0.004(3) -0.009(3) -0.013(3) C42 0.054(4) 0.061(4) 0.058(4) 0.001(3) -0.010(3) -0.013(3) F1 0.050(2) 0.094(3) 0.130(4) 0.001(3) 0.040(2) -0.003(3) F2 0.089(3) 0.073(3) 0.053(2) -0.0030(18) -0.014(2) 0.006(2) N1 0.035(2) 0.029(2) 0.039(2) 0.0043(18) 0.0099(19) 0.0002(18) N2 0.034(2) 0.036(2) 0.040(2) 0.0008(19) 0.0103(19) 0.0014(19) N3 0.042(3) 0.037(2) 0.036(2) 0.0009(19) 0.002(2) 0.000(2) N4 0.040(3) 0.039(3) 0.047(3) -0.007(2) 0.009(2) -0.012(2) Ni1 0.0325(3) 0.0259(3) 0.0387(3) 0.0035(3) 0.0079(3) 0.0023(3) Ni2 0.0329(3) 0.0293(3) 0.0388(3) 0.0013(3) 0.0042(3) -0.0048(3) O1 0.046(2) 0.033(2) 0.072(3) -0.0140(19) 0.018(2) -0.0035(18) O2 0.0332(19) 0.0280(19) 0.043(2) -0.0009(15) 0.0042(15) -0.0036(15) O3 0.040(2) 0.0269(19) 0.049(2) -0.0064(16) 0.0029(16) 0.0103(16) O4 0.048(2) 0.040(2) 0.041(2) 0.0048(16) 0.0075(16) 0.0094(17) O5 0.047(2) 0.036(2) 0.069(3) 0.018(2) 0.0240(19) 0.0082(18) O6 0.044(2) 0.0266(19) 0.049(2) 0.0099(15) 0.0140(17) 0.0101(16) O7 0.0350(19) 0.034(2) 0.062(2) 0.0107(17) 0.0143(17) 0.0021(16) O8 0.048(2) 0.048(2) 0.043(2) 0.0126(18) 0.0020(18) 0.0105(19) O9 0.045(2) 0.037(2) 0.037(2) 0.0019(16) 0.0054(16) 0.0034(17) O10 0.038(2) 0.045(2) 0.050(2) 0.0019(18) -0.0009(18) -0.0036(18) _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 1.254(6) . ? C1 O2 1.259(6) . ? C1 C2 1.514(7) . ? C1 Ni1 2.429(5) . ? C2 C3 1.389(7) . ? C2 C8 1.393(7) . ? C3 C5 1.380(7) . ? C3 C4 1.507(7) . ? C4 O4 1.242(6) . ? C4 O3 1.269(6) . ? C5 F1 1.355(8) . ? C5 C6 1.386(9) . ? C6 C7 1.365(11) . ? C6 H6 0.9300 . ? C7 C8 1.375(9) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 N1 1.334(7) . ? C9 C10 1.386(8) . ? C9 H9 0.9300 . ? C10 C11 1.353(8) . ? C10 H10 0.9300 . ? C11 C12 1.385(8) . ? C11 C14 1.512(7) . ? C12 C13 1.371(8) . ? C12 H12 0.9300 . ? C13 N1 1.332(7) . ? C13 H13 0.9300 . ? C14 C15 1.459(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.550(8) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.474(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.382(8) . ? C17 C21 1.406(8) . ? C18 C19 1.374(8) . ? C18 H18 0.9300 . ? C19 N2 1.323(7) . ? C19 H19 0.9300 . ? C20 N2 1.332(7) . ? C20 C21 1.370(8) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 O7 1.241(6) . ? C22 O6 1.282(6) . ? C22 C23 1.506(7) . ? C23 C24 1.374(7) . ? C23 C28 1.403(7) . ? C24 F2 1.351(6) . ? C24 C25 1.372(8) . ? C25 C26 1.358(9) . ? C25 H25 0.9300 . ? C26 C27 1.386(9) . ? C26 H26 0.9300 . ? C27 C28 1.398(7) . ? C27 H27 0.9300 . ? C28 C29 1.484(7) . ? C29 O8 1.260(6) . ? C29 O9 1.262(6) . ? C29 Ni2 2.432(5) . ? C30 N3 1.338(7) . ? C30 C31 1.385(8) . ? C30 H30 0.9300 . ? C31 C32 1.378(8) . ? C31 H31 0.9300 . ? C32 C33 1.368(8) . ? C32 C35 1.500(8) . ? C33 C34 1.376(8) . ? C33 H33 0.9300 . ? C34 N3 1.337(7) . ? C34 H34 0.9300 . ? C35 C36 1.539(8) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.462(10) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.545(9) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C42 1.346(10) . ? C38 C39 1.356(10) . ? C39 C40 1.432(9) . ? C39 H39 0.9300 . ? C40 N4 1.329(8) . ? C40 H40 0.9300 . ? C41 N4 1.335(7) . ? C41 C42 1.371(8) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? N1 Ni1 2.061(4) . ? N2 Ni1 2.059(4) 1_554 ? N3 Ni2 2.045(4) . ? N4 Ni2 2.078(4) 1_455 ? Ni1 O6 2.012(3) . ? Ni1 N2 2.059(4) 1_556 ? Ni1 O5 2.103(4) . ? Ni1 O2 2.126(3) . ? Ni1 O1 2.176(4) . ? Ni2 O3 1.997(3) 2_647 ? Ni2 N4 2.078(4) 1_655 ? Ni2 O9 2.102(4) . ? Ni2 O10 2.119(4) . ? Ni2 O8 2.181(4) . ? O3 Ni2 1.997(3) 2_657 ? O5 H5A 0.83(2) . ? O5 H5B 0.84(2) . ? O10 H10A 0.840(19) . ? O10 H10B 0.824(19) . ? 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 121.9(4) . . ? O1 C1 C2 119.9(5) . . ? O2 C1 C2 117.9(4) . . ? O1 C1 Ni1 63.3(3) . . ? O2 C1 Ni1 61.0(2) . . ? C2 C1 Ni1 158.2(3) . . ? C3 C2 C8 121.0(5) . . ? C3 C2 C1 118.3(4) . . ? C8 C2 C1 120.5(5) . . ? C5 C3 C2 115.8(5) . . ? C5 C3 C4 119.1(5) . . ? C2 C3 C4 125.2(4) . . ? O4 C4 O3 127.9(5) . . ? O4 C4 C3 119.8(5) . . ? O3 C4 C3 112.1(5) . . ? F1 C5 C3 117.2(6) . . ? F1 C5 C6 118.2(6) . . ? C3 C5 C6 124.5(7) . . ? C7 C6 C5 117.8(6) . . ? C7 C6 H6 121.1 . . ? C5 C6 H6 121.1 . . ? C6 C7 C8 120.3(6) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C2 120.6(6) . . ? C7 C8 H8 119.7 . . ? C2 C8 H8 119.7 . . ? N1 C9 C10 122.2(5) . . ? N1 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C11 C10 C9 121.0(6) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 116.5(5) . . ? C10 C11 C14 121.0(6) . . ? C12 C11 C14 122.5(5) . . ? C13 C12 C11 120.3(5) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? N1 C13 C12 122.9(5) . . ? N1 C13 H13 118.5 . . ? C12 C13 H13 118.5 . . ? C15 C14 C11 111.4(5) . . ? C15 C14 H14A 109.3 . . ? C11 C14 H14A 109.3 . . ? C15 C14 H14B 109.3 . . ? C11 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? C14 C15 C16 114.9(5) . . ? C14 C15 H15A 108.5 . . ? C16 C15 H15A 108.5 . . ? C14 C15 H15B 108.5 . . ? C16 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C17 C16 C15 108.7(5) . . ? C17 C16 H16A 109.9 . . ? C15 C16 H16A 109.9 . . ? C17 C16 H16B 109.9 . . ? C15 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? C18 C17 C21 115.1(5) . . ? C18 C17 C16 123.0(5) . . ? C21 C17 C16 121.4(5) . . ? C19 C18 C17 120.6(5) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? N2 C19 C18 123.0(5) . . ? N2 C19 H19 118.5 . . ? C18 C19 H19 118.5 . . ? N2 C20 C21 121.5(5) . . ? N2 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C20 C21 C17 121.4(5) . . ? C20 C21 H21 119.3 . . ? C17 C21 H21 119.3 . . ? O7 C22 O6 126.9(5) . . ? O7 C22 C23 119.0(4) . . ? O6 C22 C23 114.1(4) . . ? C24 C23 C28 117.5(5) . . ? C24 C23 C22 119.1(4) . . ? C28 C23 C22 123.4(4) . . ? F2 C24 C25 118.0(5) . . ? F2 C24 C23 117.9(5) . . ? C25 C24 C23 124.0(5) . . ? C26 C25 C24 117.8(5) . . ? C26 C25 H25 121.1 . . ? C24 C25 H25 121.1 . . ? C25 C26 C27 121.4(5) . . ? C25 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C26 C27 C28 120.0(5) . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C27 C28 C23 119.2(5) . . ? C27 C28 C29 120.9(5) . . ? C23 C28 C29 119.9(5) . . ? O8 C29 O9 121.5(5) . . ? O8 C29 C28 120.1(5) . . ? O9 C29 C28 118.3(4) . . ? O8 C29 Ni2 63.4(3) . . ? O9 C29 Ni2 59.8(3) . . ? C28 C29 Ni2 163.1(3) . . ? N3 C30 C31 123.1(5) . . ? N3 C30 H30 118.5 . . ? C31 C30 H30 118.5 . . ? C32 C31 C30 119.8(5) . . ? C32 C31 H31 120.1 . . ? C30 C31 H31 120.1 . . ? C33 C32 C31 117.3(5) . . ? C33 C32 C35 120.4(5) . . ? C31 C32 C35 122.3(5) . . ? C32 C33 C34 119.9(6) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? N3 C34 C33 123.7(5) . . ? N3 C34 H34 118.2 . . ? C33 C34 H34 118.2 . . ? C32 C35 C36 112.7(5) . . ? C32 C35 H35A 109.1 . . ? C36 C35 H35A 109.1 . . ? C32 C35 H35B 109.1 . . ? C36 C35 H35B 109.1 . . ? H35A C35 H35B 107.8 . . ? C37 C36 C35 111.0(6) . . ? C37 C36 H36A 109.4 . . ? C35 C36 H36A 109.4 . . ? C37 C36 H36B 109.4 . . ? C35 C36 H36B 109.4 . . ? H36A C36 H36B 108.0 . . ? C36 C37 C38 116.4(6) . . ? C36 C37 H37A 108.2 . . ? C38 C37 H37A 108.2 . . ? C36 C37 H37B 108.2 . . ? C38 C37 H37B 108.2 . . ? H37A C37 H37B 107.3 . . ? C42 C38 C39 117.0(6) . . ? C42 C38 C37 120.7(6) . . ? C39 C38 C37 122.3(6) . . ? C38 C39 C40 121.7(6) . . ? C38 C39 H39 119.1 . . ? C40 C39 H39 119.1 . . ? N4 C40 C39 119.4(6) . . ? N4 C40 H40 120.3 . . ? C39 C40 H40 120.3 . . ? N4 C41 C42 124.4(6) . . ? N4 C41 H41 117.8 . . ? C42 C41 H41 117.8 . . ? C38 C42 C41 120.0(6) . . ? C38 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C13 N1 C9 117.1(4) . . ? C13 N1 Ni1 119.6(4) . . ? C9 N1 Ni1 123.3(3) . . ? C19 N2 C20 118.5(5) . . ? C19 N2 Ni1 123.0(4) . 1_554 ? C20 N2 Ni1 118.2(4) . 1_554 ? C34 N3 C30 116.3(5) . . ? C34 N3 Ni2 123.6(4) . . ? C30 N3 Ni2 119.7(4) . . ? C40 N4 C41 117.3(5) . . ? C40 N4 Ni2 120.2(4) . 1_455 ? C41 N4 Ni2 122.5(4) . 1_455 ? O6 Ni1 N2 98.10(17) . 1_556 ? O6 Ni1 N1 91.55(15) . . ? N2 Ni1 N1 91.97(17) 1_556 . ? O6 Ni1 O5 89.38(14) . . ? N2 Ni1 O5 86.21(18) 1_556 . ? N1 Ni1 O5 178.05(18) . . ? O6 Ni1 O2 160.40(14) . . ? N2 Ni1 O2 100.11(15) 1_556 . ? N1 Ni1 O2 94.97(15) . . ? O5 Ni1 O2 84.69(15) . . ? O6 Ni1 O1 99.84(15) . . ? N2 Ni1 O1 161.19(15) 1_556 . ? N1 Ni1 O1 93.15(17) . . ? O5 Ni1 O1 88.37(17) . . ? O2 Ni1 O1 61.41(13) . . ? O6 Ni1 C1 129.34(17) . . ? N2 Ni1 C1 130.20(17) 1_556 . ? N1 Ni1 C1 99.86(16) . . ? O5 Ni1 C1 80.84(17) . . ? O2 Ni1 C1 31.19(15) . . ? O1 Ni1 C1 30.99(16) . . ? O3 Ni2 N3 96.97(16) 2_647 . ? O3 Ni2 N4 90.38(16) 2_647 1_655 ? N3 Ni2 N4 95.32(18) . 1_655 ? O3 Ni2 O9 161.62(15) 2_647 . ? N3 Ni2 O9 100.32(16) . . ? N4 Ni2 O9 94.17(17) 1_655 . ? O3 Ni2 O10 89.41(15) 2_647 . ? N3 Ni2 O10 85.41(17) . . ? N4 Ni2 O10 179.26(18) 1_655 . ? O9 Ni2 O10 85.81(15) . . ? O3 Ni2 O8 100.24(14) 2_647 . ? N3 Ni2 O8 160.99(15) . . ? N4 Ni2 O8 92.60(17) 1_655 . ? O9 Ni2 O8 61.80(14) . . ? O10 Ni2 O8 86.73(15) . . ? O3 Ni2 C29 130.40(16) 2_647 . ? N3 Ni2 C29 130.19(17) . . ? N4 Ni2 C29 98.34(17) 1_655 . ? O9 Ni2 C29 31.26(15) . . ? O10 Ni2 C29 81.25(16) . . ? O8 Ni2 C29 31.11(15) . . ? C1 O1 Ni1 85.7(3) . . ? C1 O2 Ni1 87.8(3) . . ? C4 O3 Ni2 129.3(3) . 2_657 ? Ni1 O5 H5A 130(4) . . ? Ni1 O5 H5B 111(4) . . ? H5A O5 H5B 113(4) . . ? C22 O6 Ni1 129.8(3) . . ? C29 O8 Ni2 85.5(3) . . ? C29 O9 Ni2 88.9(3) . . ? Ni2 O10 H10A 104(5) . . ? Ni2 O10 H10B 115(5) . . ? H10A O10 H10B 116(4) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.630 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.068 # Attachment '- 4.cif' data_110624a_0m _database_code_depnum_ccdc_archive 'CCDC 862422' #TrackingRef '- 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H38 Co2 F2 N4 O10' _chemical_formula_weight 914.62 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' 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(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.5530(17) _cell_length_b 14.240(2) _cell_length_c 12.0157(18) _cell_angle_alpha 90.00 _cell_angle_beta 95.639(3) _cell_angle_gamma 90.00 _cell_volume 1967.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 898 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 17.44 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 940 _exptl_absorpt_coefficient_mu 0.918 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8521 _exptl_absorpt_correction_T_max 0.9642 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9725 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_sigmaI/netI 0.1241 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6519 _reflns_number_gt 5066 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0223P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(2) _refine_ls_number_reflns 6519 _refine_ls_number_parameters 553 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0829 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1150 _refine_ls_wR_factor_gt 0.1036 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7054(6) 0.0445(5) 0.0101(5) 0.0202(16) Uani 1 1 d . . . H1 H 0.7349 0.1041 0.0275 0.024 Uiso 1 1 calc R . . C2 C 0.7531(6) -0.0068(5) -0.0729(5) 0.0240(17) Uani 1 1 d . . . H2 H 0.8130 0.0186 -0.1098 0.029 Uiso 1 1 calc R . . C3 C 0.7114(6) -0.0949(5) -0.0999(5) 0.0220(17) Uani 1 1 d . . . C4 C 0.6221(6) -0.1289(5) -0.0412(5) 0.0249(18) Uani 1 1 d . . . H4 H 0.5920 -0.1886 -0.0560 0.030 Uiso 1 1 calc R . . C5 C 0.5789(6) -0.0736(4) 0.0386(5) 0.0187(16) Uani 1 1 d . . . H5 H 0.5182 -0.0972 0.0755 0.022 Uiso 1 1 calc R . . C6 C 0.7590(6) -0.1506(5) -0.1899(5) 0.0257(16) Uani 1 1 d . . . H6A H 0.7282 -0.2140 -0.1893 0.031 Uiso 1 1 calc R . . H6B H 0.8429 -0.1544 -0.1749 0.031 Uiso 1 1 calc R . . C7 C 0.7288(6) -0.1080(5) -0.3040(5) 0.0283(18) Uani 1 1 d . . . H7A H 0.7559 -0.0435 -0.3022 0.034 Uiso 1 1 calc R . . H7B H 0.6448 -0.1066 -0.3190 0.034 Uiso 1 1 calc R . . C8 C 0.7789(6) -0.1583(6) -0.4012(5) 0.0241(16) Uani 1 1 d . . . H8A H 0.8632 -0.1554 -0.3917 0.029 Uiso 1 1 calc R . . H8B H 0.7559 -0.2238 -0.4027 0.029 Uiso 1 1 calc R . . C9 C 0.7347(6) -0.1121(5) -0.5073(5) 0.0179(15) Uani 1 1 d . . . C10 C 0.6217(6) -0.1286(4) -0.5551(5) 0.0213(17) Uani 1 1 d . . . H10 H 0.5784 -0.1772 -0.5282 0.026 Uiso 1 1 calc R . . C11 C 0.5737(6) -0.0736(5) -0.6418(6) 0.0269(18) Uani 1 1 d . . . H11 H 0.4976 -0.0853 -0.6714 0.032 Uiso 1 1 calc R . . C12 C 0.7424(6) 0.0120(5) -0.6414(6) 0.0225(16) Uani 1 1 d . . . H12 H 0.7845 0.0598 -0.6714 0.027 Uiso 1 1 calc R . . C13 C 0.7955(6) -0.0397(5) -0.5537(5) 0.0198(16) Uani 1 1 d . . . H13 H 0.8716 -0.0263 -0.5255 0.024 Uiso 1 1 calc R . . C14 C 0.3392(5) 0.0886(5) 0.1248(5) 0.0154(13) Uani 1 1 d . . . C15 C 0.2120(5) 0.1104(4) 0.1270(5) 0.0183(15) Uani 1 1 d . . . C16 C 0.1516(6) 0.1591(5) 0.0405(6) 0.0271(18) Uani 1 1 d . . . H16 H 0.1883 0.1746 -0.0226 0.032 Uiso 1 1 calc R . . C17 C 0.0347(6) 0.1857(5) 0.0467(7) 0.0316(19) Uani 1 1 d . . . H17 H -0.0056 0.2177 -0.0125 0.038 Uiso 1 1 calc R . . C18 C -0.0195(7) 0.1644(5) 0.1402(7) 0.037(2) Uani 1 1 d . . . H18 H -0.0965 0.1813 0.1457 0.044 Uiso 1 1 calc R . . C19 C 0.0438(6) 0.1173(5) 0.2254(6) 0.0295(19) Uani 1 1 d . . . C20 C 0.1576(5) 0.0867(5) 0.2227(5) 0.0198(14) Uani 1 1 d . . . C21 C 0.2146(6) 0.0297(5) 0.3196(6) 0.0203(16) Uani 1 1 d . . . C22 C 0.6657(6) 0.2761(5) 0.2204(5) 0.0210(16) Uani 1 1 d . . . C23 C 0.7587(5) 0.3357(4) 0.1752(5) 0.0141(14) Uani 1 1 d . . . C24 C 0.7539(5) 0.3529(5) 0.0612(5) 0.0191(14) Uani 1 1 d . . . C25 C 0.8332(6) 0.4049(5) 0.0107(6) 0.0252(17) Uani 1 1 d . . . H25 H 0.8274 0.4118 -0.0666 0.030 Uiso 1 1 calc R . . C26 C 0.9222(6) 0.4467(5) 0.0778(6) 0.0278(18) Uani 1 1 d . . . H26 H 0.9764 0.4837 0.0458 0.033 Uiso 1 1 calc R . . C27 C 0.9313(6) 0.4339(5) 0.1938(6) 0.0236(17) Uani 1 1 d . . . H27 H 0.9915 0.4621 0.2389 0.028 Uiso 1 1 calc R . . C28 C 0.8496(6) 0.3786(4) 0.2414(5) 0.0173(16) Uani 1 1 d . . . C29 C 0.8595(5) 0.3627(5) 0.3669(5) 0.0192(15) Uani 1 1 d . . . C30 C 0.6872(6) 0.2516(5) 0.7388(5) 0.0225(17) Uani 1 1 d . . . H30 H 0.7230 0.2982 0.7843 0.027 Uiso 1 1 calc R . . C31 C 0.6113(6) 0.1924(4) 0.7837(6) 0.0207(16) Uani 1 1 d . . . H31 H 0.5964 0.2000 0.8579 0.025 Uiso 1 1 calc R . . C32 C 0.5559(5) 0.1206(4) 0.7198(5) 0.0158(15) Uani 1 1 d . . . C33 C 0.5813(6) 0.1154(5) 0.6080(6) 0.0246(17) Uani 1 1 d . . . H33 H 0.5461 0.0700 0.5604 0.030 Uiso 1 1 calc R . . C34 C 0.6590(6) 0.1784(5) 0.5693(6) 0.0227(17) Uani 1 1 d . . . H34 H 0.6750 0.1735 0.4952 0.027 Uiso 1 1 calc R . . C35 C 0.4686(6) 0.0582(5) 0.7646(6) 0.0239(17) Uani 1 1 d . . . H35A H 0.4773 0.0614 0.8457 0.029 Uiso 1 1 calc R . . H35B H 0.4831 -0.0061 0.7433 0.029 Uiso 1 1 calc R . . C36 C 0.3449(5) 0.0849(5) 0.7219(5) 0.0249(16) Uani 1 1 d . . . H36A H 0.2916 0.0391 0.7480 0.030 Uiso 1 1 calc R . . H36B H 0.3368 0.0833 0.6408 0.030 Uiso 1 1 calc R . . C37 C 0.3123(5) 0.1826(5) 0.7610(5) 0.0209(16) Uani 1 1 d . . . H37A H 0.3184 0.1827 0.8421 0.025 Uiso 1 1 calc R . . H37B H 0.3688 0.2272 0.7381 0.025 Uiso 1 1 calc R . . C38 C 0.1914(6) 0.2167(5) 0.7179(5) 0.0179(16) Uani 1 1 d . . . C39 C 0.1442(6) 0.2958(5) 0.7648(5) 0.0207(16) Uani 1 1 d . . . H39 H 0.1847 0.3253 0.8258 0.025 Uiso 1 1 calc R . . C40 C 0.0385(6) 0.3301(5) 0.7214(5) 0.0202(16) Uani 1 1 d . . . H40 H 0.0092 0.3829 0.7544 0.024 Uiso 1 1 calc R . . C41 C 0.0196(6) 0.2130(5) 0.5903(6) 0.0262(18) Uani 1 1 d . . . H41 H -0.0236 0.1834 0.5310 0.031 Uiso 1 1 calc R . . C42 C 0.1255(6) 0.1747(5) 0.6294(6) 0.0304(19) Uani 1 1 d . . . H42 H 0.1524 0.1209 0.5964 0.036 Uiso 1 1 calc R . . Co1 Co 0.54698(7) 0.08663(6) 0.19481(7) 0.0172(2) Uani 1 1 d . . . Co2 Co 0.81556(8) 0.34705(6) 0.56184(7) 0.0179(2) Uani 1 1 d . . . F1 F -0.0086(3) 0.0955(3) 0.3185(4) 0.0460(12) Uani 1 1 d . . . F2 F 0.6639(4) 0.3133(3) -0.0043(3) 0.0422(12) Uani 1 1 d . . . N1 N 0.6187(5) 0.0118(4) 0.0662(4) 0.0187(13) Uani 1 1 d . . . N2 N 0.6330(5) -0.0032(4) -0.6855(4) 0.0175(13) Uani 1 1 d . . . N3 N 0.7127(5) 0.2462(4) 0.6323(5) 0.0168(13) Uani 1 1 d . . . N4 N -0.0247(5) 0.2915(4) 0.6339(5) 0.0202(13) Uani 1 1 d . . . O1 O 0.3806(4) 0.0169(3) 0.1785(3) 0.0161(11) Uani 1 1 d . . . O2 O 0.4028(4) 0.1447(3) 0.0790(4) 0.0274(12) Uani 1 1 d . . . O3 O 0.1810(4) -0.0555(3) 0.3174(4) 0.0219(11) Uani 1 1 d . . . O4 O 0.2810(4) 0.0690(3) 0.3937(3) 0.0203(11) Uani 1 1 d . . . O5 O 0.4795(4) 0.1579(3) 0.3314(4) 0.0251(12) Uani 1 1 d D . . H5A H 0.484(5) 0.2163(17) 0.320(6) 0.038 Uiso 1 1 d D . . H5B H 0.415(3) 0.143(4) 0.354(6) 0.038 Uiso 1 1 d D . . O6 O 0.6652(4) 0.1909(3) 0.1887(4) 0.0211(11) Uani 1 1 d . . . O7 O 0.5937(4) 0.3152(3) 0.2766(3) 0.0207(11) Uani 1 1 d . . . O8 O 0.8250(4) 0.2858(3) 0.4035(4) 0.0210(11) Uani 1 1 d . . . O9 O 0.8975(4) 0.4281(3) 0.4305(4) 0.0252(12) Uani 1 1 d . . . O10 O 0.6507(4) 0.4061(3) 0.4902(4) 0.0233(11) Uani 1 1 d D . . H10A H 0.658(6) 0.4645(17) 0.502(5) 0.035 Uiso 1 1 d D . . H10B H 0.630(6) 0.396(4) 0.422(2) 0.035 Uiso 1 1 d 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 0.025(4) 0.012(4) 0.023(4) -0.004(3) 0.001(3) -0.002(3) C2 0.025(4) 0.020(4) 0.028(4) 0.008(3) 0.010(3) 0.005(3) C3 0.029(4) 0.021(4) 0.016(4) -0.005(3) 0.002(3) 0.001(3) C4 0.031(4) 0.019(4) 0.026(4) 0.001(3) 0.010(3) -0.004(3) C5 0.020(4) 0.018(4) 0.019(4) -0.002(3) 0.006(3) -0.003(3) C6 0.033(4) 0.016(4) 0.028(4) 0.000(4) 0.005(3) 0.000(4) C7 0.032(5) 0.026(4) 0.028(4) -0.005(3) 0.008(4) 0.007(3) C8 0.023(4) 0.031(4) 0.019(3) -0.001(4) 0.002(3) 0.001(4) C9 0.022(4) 0.019(4) 0.014(4) -0.004(3) 0.005(3) 0.008(3) C10 0.022(4) 0.016(4) 0.026(4) -0.001(3) 0.003(3) -0.006(3) C11 0.018(4) 0.026(4) 0.035(5) 0.000(4) -0.001(3) -0.007(3) C12 0.017(4) 0.024(4) 0.028(4) 0.000(3) 0.009(3) -0.004(3) C13 0.012(4) 0.028(4) 0.020(4) -0.003(3) 0.007(3) 0.006(3) C14 0.011(3) 0.021(4) 0.014(3) -0.001(3) 0.001(3) 0.001(3) C15 0.013(3) 0.019(4) 0.022(4) -0.001(3) -0.004(3) -0.001(3) C16 0.027(4) 0.024(4) 0.028(4) -0.004(3) -0.008(4) 0.004(3) C17 0.031(5) 0.015(4) 0.046(5) -0.004(4) -0.015(4) 0.007(3) C18 0.020(4) 0.014(4) 0.072(6) -0.014(4) -0.019(4) 0.008(3) C19 0.029(4) 0.028(5) 0.032(4) -0.006(3) 0.002(4) 0.000(3) C20 0.017(3) 0.013(3) 0.029(4) -0.006(4) 0.003(3) -0.003(3) C21 0.018(4) 0.015(4) 0.030(4) 0.002(3) 0.013(3) 0.003(3) C22 0.021(4) 0.022(4) 0.019(4) 0.002(3) -0.004(3) 0.001(3) C23 0.012(3) 0.008(3) 0.022(3) 0.000(3) 0.001(3) 0.001(3) C24 0.015(3) 0.016(4) 0.025(4) -0.005(3) -0.006(3) -0.003(3) C25 0.033(5) 0.022(4) 0.020(4) 0.007(3) 0.000(3) 0.004(3) C26 0.033(5) 0.020(4) 0.031(4) 0.002(3) 0.007(4) -0.007(3) C27 0.026(4) 0.018(4) 0.028(4) -0.001(3) 0.009(3) -0.005(3) C28 0.017(4) 0.012(4) 0.024(4) 0.000(3) 0.011(3) 0.005(3) C29 0.007(3) 0.021(4) 0.028(4) 0.002(3) -0.003(3) 0.005(3) C30 0.025(4) 0.023(4) 0.019(4) -0.004(3) -0.003(3) -0.012(3) C31 0.028(4) 0.016(4) 0.019(4) -0.005(3) 0.000(3) 0.001(3) C32 0.014(4) 0.014(4) 0.017(4) 0.000(3) -0.008(3) 0.004(3) C33 0.028(4) 0.011(4) 0.034(4) -0.005(3) -0.001(3) 0.001(3) C34 0.027(4) 0.018(4) 0.023(4) -0.001(3) 0.002(3) 0.003(3) C35 0.020(4) 0.018(4) 0.034(4) 0.007(3) -0.002(3) -0.003(3) C36 0.025(4) 0.018(4) 0.032(4) -0.002(4) 0.003(3) 0.004(4) C37 0.016(4) 0.029(4) 0.017(4) -0.001(3) -0.001(3) 0.002(3) C38 0.014(4) 0.021(4) 0.019(4) 0.006(3) 0.004(3) -0.002(3) C39 0.025(4) 0.022(4) 0.013(4) 0.001(3) -0.004(3) 0.000(3) C40 0.026(4) 0.016(4) 0.017(3) -0.005(3) -0.003(3) 0.004(3) C41 0.020(4) 0.028(4) 0.028(4) -0.009(3) -0.009(3) 0.003(3) C42 0.030(5) 0.032(5) 0.028(4) -0.009(4) -0.001(4) 0.016(4) Co1 0.0186(5) 0.0141(5) 0.0191(5) -0.0019(4) 0.0030(4) -0.0013(4) Co2 0.0178(5) 0.0162(5) 0.0199(5) -0.0003(5) 0.0020(4) 0.0016(4) F1 0.031(2) 0.044(3) 0.066(3) -0.007(3) 0.019(2) 0.001(3) F2 0.048(3) 0.037(3) 0.041(3) 0.005(2) 0.001(2) -0.002(2) N1 0.016(3) 0.017(3) 0.023(3) -0.002(3) 0.006(3) 0.003(3) N2 0.016(3) 0.015(3) 0.022(3) -0.002(2) 0.004(3) 0.003(2) N3 0.019(3) 0.012(3) 0.020(3) 0.000(2) 0.002(3) 0.002(2) N4 0.017(3) 0.020(3) 0.024(3) 0.004(3) 0.004(3) 0.010(3) O1 0.012(2) 0.016(3) 0.020(3) 0.000(2) 0.001(2) 0.004(2) O2 0.026(3) 0.022(3) 0.034(3) 0.009(2) 0.004(2) -0.005(2) O3 0.025(3) 0.017(3) 0.025(3) 0.001(2) 0.006(2) -0.004(2) O4 0.019(2) 0.022(3) 0.020(2) -0.005(2) 0.002(2) -0.005(2) O5 0.026(3) 0.019(3) 0.032(3) -0.005(2) 0.008(2) -0.009(2) O6 0.024(3) 0.008(2) 0.032(3) -0.006(2) 0.003(2) -0.005(2) O7 0.023(3) 0.016(3) 0.024(3) -0.001(2) 0.004(2) 0.001(2) O8 0.024(3) 0.015(3) 0.023(3) 0.001(2) -0.002(2) -0.004(2) O9 0.028(3) 0.021(3) 0.027(3) -0.010(2) 0.004(2) -0.007(2) O10 0.021(3) 0.022(3) 0.025(3) -0.004(2) -0.002(2) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.345(8) . ? C1 C2 1.393(9) . ? C1 H1 0.9300 . ? C2 C3 1.371(9) . ? C2 H2 0.9300 . ? C3 C4 1.393(9) . ? C3 C6 1.489(9) . ? C4 C5 1.372(8) . ? C4 H4 0.9300 . ? C5 N1 1.330(8) . ? C5 H5 0.9300 . ? C6 C7 1.509(9) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.531(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.481(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.393(9) . ? C9 C13 1.395(9) . ? C10 C11 1.376(9) . ? C10 H10 0.9300 . ? C11 N2 1.349(8) . ? C11 H11 0.9300 . ? C12 N2 1.339(8) . ? C12 C13 1.380(8) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 O2 1.250(7) . ? C14 O1 1.276(7) . ? C14 C15 1.505(8) . ? C14 Co1 2.465(6) . ? C15 C16 1.381(8) . ? C15 C20 1.405(8) . ? C16 C17 1.412(9) . ? C16 H16 0.9300 . ? C17 C18 1.373(11) . ? C17 H17 0.9300 . ? C18 C19 1.372(9) . ? C18 H18 0.9300 . ? C19 F1 1.360(8) . ? C19 C20 1.388(9) . ? C20 C21 1.516(9) . ? C21 O4 1.249(7) . ? C21 O3 1.272(8) . ? C22 O7 1.253(7) . ? C22 O6 1.271(8) . ? C22 C23 1.512(9) . ? C23 C24 1.388(8) . ? C23 C28 1.395(9) . ? C24 F2 1.362(7) . ? C24 C25 1.366(9) . ? C25 C26 1.378(9) . ? C25 H25 0.9300 . ? C26 C27 1.400(9) . ? C26 H26 0.9300 . ? C27 C28 1.394(9) . ? C27 H27 0.9300 . ? C28 C29 1.517(9) . ? C29 O9 1.256(7) . ? C29 O8 1.259(7) . ? C29 Co2 2.455(7) . ? C30 N3 1.344(8) . ? C30 C31 1.365(9) . ? C30 H30 0.9300 . ? C31 C32 1.396(8) . ? C31 H31 0.9300 . ? C32 C33 1.405(9) . ? C32 C35 1.484(8) . ? C33 C34 1.381(9) . ? C33 H33 0.9300 . ? C34 N3 1.340(8) . ? C34 H34 0.9300 . ? C35 C36 1.519(8) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.527(9) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.521(8) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C42 1.382(9) . ? C38 C39 1.393(9) . ? C39 C40 1.371(9) . ? C39 H39 0.9300 . ? C40 N4 1.337(7) . ? C40 H40 0.9300 . ? C41 N4 1.357(8) . ? C41 C42 1.379(9) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? Co1 O6 2.024(4) . ? Co1 N2 2.100(5) 1_556 ? Co1 N1 2.112(5) . ? Co1 O5 2.141(5) . ? Co1 O1 2.156(4) . ? Co1 O2 2.223(5) . ? Co2 O3 2.005(4) 2_656 ? Co2 N3 2.095(5) . ? Co2 O8 2.105(4) . ? Co2 N4 2.114(5) 1_655 ? Co2 O10 2.180(5) . ? Co2 O9 2.239(5) . ? N2 Co1 2.100(5) 1_554 ? N4 Co2 2.114(5) 1_455 ? O3 Co2 2.005(4) 2_646 ? O5 H5A 0.84(2) . ? O5 H5B 0.84(2) . ? O10 H10A 0.85(2) . ? O10 H10B 0.848(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.0(6) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C3 C2 C1 119.7(7) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 117.3(6) . . ? C2 C3 C6 120.9(6) . . ? C4 C3 C6 121.8(6) . . ? C5 C4 C3 119.5(6) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 124.0(6) . . ? N1 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? C3 C6 C7 112.1(6) . . ? C3 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? C3 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C6 C7 C8 115.7(6) . . ? C6 C7 H7A 108.4 . . ? C8 C7 H7A 108.4 . . ? C6 C7 H7B 108.4 . . ? C8 C7 H7B 108.4 . . ? H7A C7 H7B 107.4 . . ? C9 C8 C7 108.9(6) . . ? C9 C8 H8A 109.9 . . ? C7 C8 H8A 109.9 . . ? C9 C8 H8B 109.9 . . ? C7 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? C10 C9 C13 116.7(6) . . ? C10 C9 C8 120.7(6) . . ? C13 C9 C8 121.8(6) . . ? C11 C10 C9 120.5(6) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? N2 C11 C10 122.4(6) . . ? N2 C11 H11 118.8 . . ? C10 C11 H11 118.8 . . ? N2 C12 C13 123.2(6) . . ? N2 C12 H12 118.4 . . ? C13 C12 H12 118.4 . . ? C12 C13 C9 119.7(6) . . ? C12 C13 H13 120.1 . . ? C9 C13 H13 120.1 . . ? O2 C14 O1 121.8(5) . . ? O2 C14 C15 119.6(6) . . ? O1 C14 C15 118.3(6) . . ? O2 C14 Co1 64.0(3) . . ? O1 C14 Co1 60.9(3) . . ? C15 C14 Co1 156.4(4) . . ? C16 C15 C20 120.2(6) . . ? C16 C15 C14 120.8(6) . . ? C20 C15 C14 118.8(5) . . ? C15 C16 C17 120.6(7) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 C16 120.0(7) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C19 C18 C17 117.8(7) . . ? C19 C18 H18 121.1 . . ? C17 C18 H18 121.1 . . ? F1 C19 C18 118.5(7) . . ? F1 C19 C20 116.5(6) . . ? C18 C19 C20 124.9(7) . . ? C19 C20 C15 116.4(6) . . ? C19 C20 C21 119.4(6) . . ? C15 C20 C21 124.2(6) . . ? O4 C21 O3 127.3(6) . . ? O4 C21 C20 119.9(6) . . ? O3 C21 C20 112.7(6) . . ? O7 C22 O6 127.1(6) . . ? O7 C22 C23 118.5(6) . . ? O6 C22 C23 114.2(6) . . ? C24 C23 C28 116.2(6) . . ? C24 C23 C22 119.5(6) . . ? C28 C23 C22 124.3(5) . . ? F2 C24 C25 118.4(6) . . ? F2 C24 C23 116.9(6) . . ? C25 C24 C23 124.7(6) . . ? C24 C25 C26 118.0(6) . . ? C24 C25 H25 121.0 . . ? C26 C25 H25 121.0 . . ? C25 C26 C27 120.3(7) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C28 C27 C26 119.7(6) . . ? C28 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? C27 C28 C23 121.0(6) . . ? C27 C28 C29 120.3(6) . . ? C23 C28 C29 118.7(6) . . ? O9 C29 O8 122.4(6) . . ? O9 C29 C28 118.8(6) . . ? O8 C29 C28 118.8(6) . . ? O9 C29 Co2 65.1(3) . . ? O8 C29 Co2 59.0(3) . . ? C28 C29 Co2 163.5(4) . . ? N3 C30 C31 123.4(6) . . ? N3 C30 H30 118.3 . . ? C31 C30 H30 118.3 . . ? C30 C31 C32 120.9(6) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C31 C32 C33 115.9(6) . . ? C31 C32 C35 122.1(6) . . ? C33 C32 C35 121.9(6) . . ? C34 C33 C32 119.4(6) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? N3 C34 C33 123.9(6) . . ? N3 C34 H34 118.0 . . ? C33 C34 H34 118.0 . . ? C32 C35 C36 112.2(5) . . ? C32 C35 H35A 109.2 . . ? C36 C35 H35A 109.2 . . ? C32 C35 H35B 109.2 . . ? C36 C35 H35B 109.2 . . ? H35A C35 H35B 107.9 . . ? C35 C36 C37 112.1(6) . . ? C35 C36 H36A 109.2 . . ? C37 C36 H36A 109.2 . . ? C35 C36 H36B 109.2 . . ? C37 C36 H36B 109.2 . . ? H36A C36 H36B 107.9 . . ? C38 C37 C36 115.6(5) . . ? C38 C37 H37A 108.4 . . ? C36 C37 H37A 108.4 . . ? C38 C37 H37B 108.4 . . ? C36 C37 H37B 108.4 . . ? H37A C37 H37B 107.4 . . ? C42 C38 C39 117.0(6) . . ? C42 C38 C37 122.8(6) . . ? C39 C38 C37 120.2(6) . . ? C40 C39 C38 120.2(6) . . ? C40 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? N4 C40 C39 123.4(6) . . ? N4 C40 H40 118.3 . . ? C39 C40 H40 118.3 . . ? N4 C41 C42 123.3(6) . . ? N4 C41 H41 118.3 . . ? C42 C41 H41 118.3 . . ? C41 C42 C38 119.6(6) . . ? C41 C42 H42 120.2 . . ? C38 C42 H42 120.2 . . ? O6 Co1 N2 101.3(2) . 1_556 ? O6 Co1 N1 91.64(19) . . ? N2 Co1 N1 90.0(2) 1_556 . ? O6 Co1 O5 88.73(18) . . ? N2 Co1 O5 87.0(2) 1_556 . ? N1 Co1 O5 177.0(2) . . ? O6 Co1 O1 159.05(17) . . ? N2 Co1 O1 98.02(19) 1_556 . ? N1 Co1 O1 96.40(19) . . ? O5 Co1 O1 84.25(17) . . ? O6 Co1 O2 99.85(18) . . ? N2 Co1 O2 158.52(19) 1_556 . ? N1 Co1 O2 93.07(19) . . ? O5 Co1 O2 89.80(18) . . ? O1 Co1 O2 60.52(16) . . ? O6 Co1 C14 128.1(2) . . ? N2 Co1 C14 128.3(2) 1_556 . ? N1 Co1 C14 101.2(2) . . ? O5 Co1 C14 80.83(19) . . ? O1 Co1 C14 31.15(19) . . ? O2 Co1 C14 30.37(18) . . ? O3 Co2 N3 98.85(19) 2_656 . ? O3 Co2 O8 160.26(18) 2_656 . ? N3 Co2 O8 99.4(2) . . ? O3 Co2 N4 90.5(2) 2_656 1_655 ? N3 Co2 N4 94.9(2) . 1_655 ? O8 Co2 N4 95.5(2) . 1_655 ? O3 Co2 O10 88.45(18) 2_656 . ? N3 Co2 O10 85.2(2) . . ? O8 Co2 O10 85.61(17) . . ? N4 Co2 O10 178.9(2) 1_655 . ? O3 Co2 O9 99.98(17) 2_656 . ? N3 Co2 O9 159.09(19) . . ? O8 Co2 O9 60.89(16) . . ? N4 Co2 O9 94.0(2) 1_655 . ? O10 Co2 O9 86.33(17) . . ? O3 Co2 C29 129.5(2) 2_656 . ? N3 Co2 C29 128.8(2) . . ? O8 Co2 C29 30.85(19) . . ? N4 Co2 C29 99.8(2) 1_655 . ? O10 Co2 C29 80.94(19) . . ? O9 Co2 C29 30.61(18) . . ? C5 N1 C1 116.6(6) . . ? C5 N1 Co1 119.5(5) . . ? C1 N1 Co1 123.9(4) . . ? C12 N2 C11 117.5(6) . . ? C12 N2 Co1 122.5(5) . 1_554 ? C11 N2 Co1 119.6(5) . 1_554 ? C34 N3 C30 116.5(6) . . ? C34 N3 Co2 121.0(5) . . ? C30 N3 Co2 122.1(4) . . ? C40 N4 C41 116.4(6) . . ? C40 N4 Co2 123.8(4) . 1_455 ? C41 N4 Co2 119.8(5) . 1_455 ? C14 O1 Co1 87.9(4) . . ? C14 O2 Co1 85.6(4) . . ? C21 O3 Co2 131.3(4) . 2_646 ? Co1 O5 H5A 108(4) . . ? Co1 O5 H5B 122(5) . . ? H5A O5 H5B 112(3) . . ? C22 O6 Co1 132.2(5) . . ? C29 O8 Co2 90.1(4) . . ? C29 O9 Co2 84.3(4) . . ? Co2 O10 H10A 104(5) . . ? Co2 O10 H10B 118(5) . . ? H10A O10 H10B 110(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.888 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.088