Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 222 _publ_contact_author_name 'Rita Delgado' _publ_contact_author_address ; Instituto de Tecnologia Quimica e Biologica, UNL, Apartado 127, 2781-901 Oeiras, Portugal ; _publ_contact_author_email delgado@itqb.unl.pt _publ_contact_author_phone '351-214 46 97 37 ' _publ_contact_author_fax '351-214 41 12 77' loop_ _publ_author_name _publ_author_address 'Nunes, Rute' ; Instituto de Tecnologia Quimica e Biologica, UNL, Apartado 127, 2781-901 Oeiras, Portugal ; 'Delgado, Rita' ; Instituto de Tecnologia Quimica e Biologica, UNL, Apartado 127, 2781-901 Oeiras, Portugal ; 'Brandao, Paula' ;Departamento Quimica, CICECO, Universidade de Aveiro, 3810-193 Aveiro, Portugal. ; 'Cabral, Fatima' ;Ciencias Farmaceuticas, Fac. de Farmacia de Lisboa, Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal ; 'Felix, Vitor' ;Departamento Quimica, CICECO, Universidade de Aveiro, 3810-193 Aveiro, Portugal. ; 'Goodfellow, Brian' ;Departamento Quimica, CICECO, Universidade de Aveiro, 3810-193 Aveiro, Portugal. ; _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Properties of a new 4-imidazolyl derivative of a 14-membered tetraazamacrocyclic chelating agent ; data_compound_[Cu(HL1)](PF6)2NO3 _database_code_depnum_ccdc_archive 'CCDC 652836' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C24H37CuN8, 2(F6P),NO3,H2O' _chemical_formula_sum 'C24 H39 Cu F12 N9 O4 P2' _chemical_formula_weight 871.12 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.7492(5) _cell_length_b 12.6147(4) _cell_length_c 17.2441(5) _cell_angle_alpha 90.00 _cell_angle_beta 110.0220(10) _cell_angle_gamma 90.00 _cell_volume 3423.23(18) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9649 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 36.80 _exptl_crystal_description paralelipipd _exptl_crystal_colour blue _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1780 _exptl_absorpt_coefficient_mu 0.844 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.6313 _exptl_absorpt_correction_T_max 0.8493 _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type '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 95478 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 39.65 _reflns_number_total 18737 _reflns_number_gt 13967 _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 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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 w=1/[\s^2^(Fo^2^)+(0.0486P)^2^+1.6095P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 18737 _refine_ls_number_parameters 472 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1075 _refine_ls_wR_factor_gt 0.0972 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.002 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.247425(8) 0.757255(10) 0.439981(8) 0.01007(3) Uani 1 d . . . C1 C 0.15801(7) 0.95025(8) 0.43131(7) 0.01383(17) Uani 1 d . . . C2 C 0.24721(7) 0.98630(8) 0.44339(7) 0.01488(18) Uani 1 d . . . H2A H 0.2456 1.0507 0.4122 0.018 Uiso 1 calc R . . H2B H 0.2770 1.0015 0.5013 0.018 Uiso 1 calc R . . N3 N 0.29299(6) 0.90171(7) 0.41502(6) 0.01187(15) Uani 1 d . . . C4 C 0.38722(7) 0.91189(9) 0.45456(7) 0.01496(18) Uani 1 d . . . H4A H 0.4034 0.9836 0.4461 0.018 Uiso 1 calc R . . H4B H 0.4141 0.8644 0.4266 0.018 Uiso 1 calc R . . C5 C 0.42208(8) 0.88758(10) 0.54694(7) 0.0188(2) Uani 1 d . . . H5A H 0.4817 0.9073 0.5676 0.023 Uiso 1 calc R . . H5B H 0.3929 0.9328 0.5741 0.023 Uiso 1 calc R . . C6 C 0.41478(7) 0.77325(10) 0.57300(7) 0.0183(2) Uani 1 d . . . H6A H 0.4360 0.7267 0.5397 0.022 Uiso 1 calc R . . H6B H 0.4514 0.7648 0.6300 0.022 Uiso 1 calc R . . N7 N 0.32760(6) 0.73804(8) 0.56555(6) 0.01420(16) Uani 1 d . . . C8 C 0.33212(7) 0.62250(9) 0.58489(7) 0.01697(19) Uani 1 d . . . H8A H 0.3687 0.6127 0.6417 0.020 Uiso 1 calc R . . H8B H 0.3585 0.5866 0.5501 0.020 Uiso 1 calc R . . C9 C 0.24655(7) 0.56946(9) 0.57309(7) 0.0171(2) Uani 1 d . . . H9A H 0.2569 0.5048 0.6055 0.021 Uiso 1 calc R . . H9B H 0.2134 0.6162 0.5949 0.021 Uiso 1 calc R . . C10 C 0.19403(4) 0.54213(5) 0.48439(4) 0.01566(19) Uani 1 d . . . H10A H 0.2288 0.5006 0.4608 0.019 Uiso 1 calc R . . H10B H 0.1465 0.4982 0.4845 0.019 Uiso 1 calc R . . N11 N 0.16046(4) 0.63629(5) 0.43040(4) 0.01259(15) Uani 1 d R . . C12 C 0.08315(4) 0.67975(5) 0.44340(4) 0.01596(19) Uani 1 d R . . H12A H 0.0854 0.6640 0.4992 0.019 Uiso 1 calc R . . H12B H 0.0330 0.6459 0.4054 0.019 Uiso 1 calc R . . C13 C 0.07698(7) 0.79808(9) 0.42986(7) 0.01396(17) Uani 1 d . . . N14 N 0.15093(6) 0.84472(7) 0.43732(6) 0.01271(15) Uani 1 d . . . C15 C 0.00362(7) 0.85863(10) 0.41475(8) 0.0179(2) Uani 1 d . . . H15 H -0.0481 0.8268 0.4092 0.021 Uiso 1 calc R . . C16 C 0.01001(8) 0.96799(10) 0.40823(8) 0.0198(2) Uani 1 d . . . H16 H -0.0382 1.0100 0.3979 0.024 Uiso 1 calc R . . C17 C 0.08797(8) 1.01534(9) 0.41708(8) 0.0184(2) Uani 1 d . . . H17 H 0.0927 1.0885 0.4135 0.022 Uiso 1 calc R . . C21 C 0.26734(7) 0.90574(8) 0.32261(7) 0.01293(17) Uani 1 d . . . H21A H 0.2931 0.8458 0.3048 0.016 Uiso 1 calc R . . H21B H 0.2062 0.8967 0.2994 0.016 Uiso 1 calc R . . C22 C 0.29034(7) 1.00421(8) 0.28687(7) 0.01243(17) Uani 1 d . . . N23 N 0.36905(6) 1.01683(8) 0.27794(6) 0.01397(16) Uani 1 d . . . H23 H 0.4106 0.9727 0.2947 0.017 Uiso 1 calc R . . C24 C 0.37015(8) 1.10758(9) 0.23945(7) 0.01657(19) Uani 1 d . . . H24 H 0.4156 1.1342 0.2261 0.020 Uiso 1 calc R . . N25 N 0.29483(7) 1.15380(8) 0.22332(6) 0.01649(17) Uani 1 d . . . H25 H 0.2804 1.2136 0.1986 0.020 Uiso 1 calc R . . C26 C 0.24326(7) 1.09132(8) 0.25223(7) 0.01423(18) Uani 1 d . . . C27 C 0.15479(8) 1.12334(10) 0.24274(9) 0.0213(2) Uani 1 d . . . H27A H 0.1245 1.0633 0.2528 0.026 Uiso 1 calc R . . H27B H 0.1266 1.1490 0.1877 0.026 Uiso 1 calc R . . H27C H 0.1562 1.1784 0.2816 0.026 Uiso 1 calc R . . C41 C 0.14121(7) 0.60544(9) 0.34198(7) 0.01458(18) Uani 1 d . . . H41A H 0.1090 0.5399 0.3301 0.017 Uiso 1 calc R . . H41B H 0.1081 0.6603 0.3057 0.017 Uiso 1 calc R . . C42 C 0.22415(7) 0.59132(8) 0.32924(7) 0.01353(17) Uani 1 d . . . N43 N 0.28844(6) 0.66216(7) 0.36947(6) 0.01293(15) Uani 1 d . . . C44 C 0.35591(7) 0.63303(9) 0.35078(7) 0.01507(18) Uani 1 d . . . H44 H 0.4085 0.6667 0.3694 0.018 Uiso 1 calc R . . N45 N 0.33708(7) 0.54786(8) 0.30101(6) 0.01644(17) Uani 1 d . . . H45 H 0.3713 0.5166 0.2809 0.020 Uiso 1 calc R . . C46 C 0.25401(8) 0.51882(9) 0.28742(7) 0.01661(19) Uani 1 d . . . C47 C 0.21468(9) 0.42227(11) 0.24069(9) 0.0265(3) Uani 1 d . . . H47A H 0.1574 0.4156 0.2402 0.032 Uiso 1 calc R . . H47B H 0.2468 0.3610 0.2666 0.032 Uiso 1 calc R . . H47C H 0.2144 0.4277 0.1851 0.032 Uiso 1 calc R . . C31 C 0.29875(9) 0.79593(10) 0.62562(8) 0.0209(2) Uani 1 d . . . H31A H 0.3361 0.7806 0.6806 0.025 Uiso 1 calc R . . H31B H 0.2421 0.7741 0.6197 0.025 Uiso 1 calc R . . H31C H 0.2993 0.8707 0.6156 0.025 Uiso 1 calc R . . P1 P 0.012444(19) 0.82313(2) 0.150364(19) 0.01476(5) Uani 1 d . . . F11 F 0.02521(8) 0.93378(8) 0.11203(7) 0.0464(3) Uani 1 d . . . F12 F 0.05348(7) 0.86904(9) 0.24135(6) 0.0409(3) Uani 1 d . . . F13 F -0.07930(6) 0.85733(9) 0.14746(8) 0.0452(3) Uani 1 d . . . F14 F -0.00124(6) 0.71169(7) 0.18792(6) 0.0354(2) Uani 1 d . . . F15 F -0.02830(9) 0.77612(10) 0.05870(6) 0.0480(3) Uani 1 d . . . F16 F 0.10418(7) 0.78820(12) 0.15232(9) 0.0539(3) Uani 1 d . . . P2 P 0.36485(2) 0.27851(3) 0.48215(2) 0.01846(6) Uani 1 d . . . F21 F 0.36929(10) 0.38156(11) 0.43322(8) 0.0685(5) Uani 1 d . . . F22 F 0.34684(7) 0.34688(10) 0.55222(7) 0.0485(3) Uani 1 d . . . F23 F 0.26456(6) 0.26812(11) 0.43303(7) 0.0473(3) Uani 1 d . . . F24 F 0.35832(9) 0.17370(9) 0.53184(7) 0.0512(3) Uani 1 d . . . F25 F 0.38135(7) 0.20739(12) 0.41296(7) 0.0515(3) Uani 1 d . . . F26 F 0.46385(5) 0.28507(9) 0.53213(6) 0.0340(2) Uani 1 d . . . N8 N 0.45935(7) 0.38773(8) 0.21830(6) 0.01738(18) Uani 1 d . . . O81 O 0.52069(6) 0.34645(8) 0.20324(6) 0.02238(18) Uani 1 d . . . O82 O 0.46036(6) 0.48690(7) 0.23017(7) 0.02295(18) Uani 1 d . . . O83 O 0.39935(8) 0.33426(9) 0.22233(8) 0.0355(3) Uani 1 d . . . O100 O 0.19531(11) 0.27500(15) 0.07316(9) 0.0522(4) Uani 1 d D . . H101 H 0.2392(9) 0.279(2) 0.0624(16) 0.063 Uiso 1 d D . . H102 H 0.1689(16) 0.2236(15) 0.0480(17) 0.063 Uiso 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 Cu 0.01028(6) 0.00903(5) 0.01067(6) -0.00030(4) 0.00329(4) -0.00120(4) C1 0.0177(4) 0.0106(4) 0.0144(4) -0.0015(3) 0.0071(4) -0.0005(3) C2 0.0191(5) 0.0102(4) 0.0169(5) -0.0033(3) 0.0082(4) -0.0028(3) N3 0.0124(4) 0.0114(3) 0.0117(4) -0.0016(3) 0.0039(3) -0.0023(3) C4 0.0128(4) 0.0175(5) 0.0140(4) 0.0003(4) 0.0039(3) -0.0050(3) C5 0.0164(5) 0.0233(5) 0.0139(5) -0.0006(4) 0.0017(4) -0.0079(4) C6 0.0133(4) 0.0244(5) 0.0145(5) 0.0037(4) 0.0012(4) -0.0040(4) N7 0.0143(4) 0.0166(4) 0.0112(4) -0.0001(3) 0.0039(3) -0.0031(3) C8 0.0161(5) 0.0178(5) 0.0145(5) 0.0044(4) 0.0020(4) -0.0011(4) C9 0.0191(5) 0.0161(5) 0.0156(5) 0.0042(4) 0.0054(4) -0.0015(4) C10 0.0175(5) 0.0111(4) 0.0171(5) 0.0030(3) 0.0042(4) -0.0009(3) N11 0.0122(4) 0.0113(3) 0.0135(4) 0.0011(3) 0.0033(3) -0.0004(3) C12 0.0130(4) 0.0140(4) 0.0222(5) 0.0020(4) 0.0076(4) -0.0008(3) C13 0.0132(4) 0.0137(4) 0.0151(4) 0.0006(3) 0.0050(3) 0.0002(3) N14 0.0131(4) 0.0114(3) 0.0141(4) -0.0005(3) 0.0053(3) -0.0006(3) C15 0.0140(5) 0.0194(5) 0.0212(5) 0.0016(4) 0.0074(4) 0.0024(4) C16 0.0194(5) 0.0190(5) 0.0221(5) 0.0011(4) 0.0086(4) 0.0065(4) C17 0.0229(5) 0.0129(4) 0.0213(5) -0.0002(4) 0.0100(4) 0.0036(4) C21 0.0161(4) 0.0103(4) 0.0118(4) -0.0006(3) 0.0040(3) -0.0015(3) C22 0.0139(4) 0.0116(4) 0.0122(4) -0.0007(3) 0.0050(3) -0.0012(3) N23 0.0148(4) 0.0145(4) 0.0139(4) 0.0002(3) 0.0067(3) -0.0002(3) C24 0.0197(5) 0.0155(4) 0.0180(5) -0.0007(4) 0.0109(4) -0.0024(4) N25 0.0223(5) 0.0109(4) 0.0199(4) 0.0018(3) 0.0119(4) 0.0001(3) C26 0.0171(4) 0.0115(4) 0.0160(5) 0.0002(3) 0.0080(4) -0.0002(3) C27 0.0180(5) 0.0191(5) 0.0290(6) 0.0060(4) 0.0109(5) 0.0040(4) C41 0.0143(4) 0.0131(4) 0.0139(4) -0.0010(3) 0.0016(3) -0.0013(3) C42 0.0161(4) 0.0105(4) 0.0122(4) -0.0006(3) 0.0026(3) -0.0007(3) N43 0.0142(4) 0.0113(3) 0.0131(4) -0.0005(3) 0.0046(3) -0.0006(3) C44 0.0171(5) 0.0141(4) 0.0145(5) -0.0004(3) 0.0061(4) 0.0003(3) N45 0.0205(4) 0.0145(4) 0.0156(4) -0.0020(3) 0.0079(3) 0.0020(3) C46 0.0207(5) 0.0132(4) 0.0145(5) -0.0028(4) 0.0041(4) 0.0001(4) C47 0.0297(6) 0.0206(6) 0.0272(7) -0.0123(5) 0.0072(5) -0.0035(5) C31 0.0284(6) 0.0213(5) 0.0162(5) -0.0040(4) 0.0117(4) -0.0060(4) P1 0.01565(12) 0.01412(12) 0.01479(12) -0.00042(9) 0.00557(10) -0.00146(9) F11 0.0592(7) 0.0295(5) 0.0420(6) 0.0140(4) 0.0064(5) -0.0197(5) F12 0.0464(6) 0.0558(7) 0.0208(4) -0.0150(4) 0.0120(4) -0.0295(5) F13 0.0221(4) 0.0426(6) 0.0711(8) 0.0030(5) 0.0163(5) 0.0104(4) F14 0.0328(5) 0.0234(4) 0.0388(5) 0.0138(4) -0.0022(4) -0.0069(4) F15 0.0672(8) 0.0540(7) 0.0219(5) -0.0150(5) 0.0141(5) -0.0275(6) F16 0.0266(5) 0.0697(8) 0.0751(9) -0.0008(7) 0.0300(6) 0.0095(5) P2 0.01606(13) 0.01833(13) 0.01845(14) -0.00159(11) 0.00264(11) 0.00087(10) F21 0.0863(10) 0.0445(7) 0.0495(7) 0.0286(6) -0.0094(7) -0.0192(7) F22 0.0377(6) 0.0591(7) 0.0475(6) -0.0294(6) 0.0131(5) 0.0075(5) F23 0.0168(4) 0.0759(9) 0.0403(6) -0.0114(6) -0.0017(4) 0.0011(5) F24 0.0702(8) 0.0291(5) 0.0371(6) 0.0053(4) -0.0038(5) -0.0247(5) F25 0.0367(6) 0.0837(9) 0.0287(5) -0.0275(6) 0.0042(4) 0.0102(6) F26 0.0157(4) 0.0591(6) 0.0242(4) -0.0061(4) 0.0027(3) -0.0036(4) N8 0.0213(4) 0.0169(4) 0.0152(4) -0.0002(3) 0.0079(4) -0.0038(3) O81 0.0226(4) 0.0200(4) 0.0243(4) -0.0058(3) 0.0078(4) 0.0013(3) O82 0.0266(5) 0.0134(4) 0.0351(5) -0.0004(3) 0.0185(4) -0.0020(3) O83 0.0409(6) 0.0278(5) 0.0496(7) -0.0090(5) 0.0305(6) -0.0187(5) O100 0.0540(9) 0.0794(11) 0.0301(7) 0.0148(7) 0.0233(6) 0.0407(8) _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 Cu N14 1.9444(9) . ? Cu N43 1.9903(9) . ? Cu N11 2.0766 . ? Cu N3 2.0768(9) . ? Cu N7 2.1353(10) . ? C1 N14 1.3437(14) . ? C1 C17 1.3833(16) . ? C1 C2 1.5064(16) . ? C2 N3 1.4909(14) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? N3 C4 1.4952(14) . ? N3 C21 1.5026(14) . ? C4 C5 1.5283(16) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.5278(18) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N7 1.4891(15) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N7 C31 1.4773(16) . ? N7 C8 1.4912(15) . ? C8 C9 1.5310(16) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.5202(13) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N11 1.4951 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? N11 C12 1.4921 . ? N11 C41 1.4979(13) . ? C12 C13 1.5089(13) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N14 1.3370(14) . ? C13 C15 1.3935(16) . ? C15 C16 1.3912(18) . ? C15 H15 0.9300 . ? C16 C17 1.3959(18) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C21 C22 1.4946(15) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C26 1.3651(15) . ? C22 N23 1.3880(14) . ? N23 C24 1.3265(15) . ? N23 H23 0.8600 . ? C24 N25 1.3298(16) . ? C24 H24 0.9300 . ? N25 C26 1.3822(14) . ? N25 H25 0.8600 . ? C26 C27 1.4898(16) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C41 C42 1.4895(16) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C46 1.3616(16) . ? C42 N43 1.3884(14) . ? N43 C44 1.3288(15) . ? C44 N45 1.3434(15) . ? C44 H44 0.9300 . ? N45 C46 1.3790(16) . ? N45 H45 0.8600 . ? C46 C47 1.4843(17) . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? P1 F13 1.5802(10) . ? P1 F16 1.5877(11) . ? P1 F11 1.5899(10) . ? P1 F12 1.5908(9) . ? P1 F14 1.5968(9) . ? P1 F15 1.6054(10) . ? P2 F21 1.5653(12) . ? P2 F26 1.5877(9) . ? P2 F25 1.5908(11) . ? P2 F22 1.5950(10) . ? P2 F24 1.5994(11) . ? P2 F23 1.6069(10) . ? N8 O83 1.2318(14) . ? N8 O81 1.2557(14) . ? N8 O82 1.2669(13) . ? O100 H101 0.8200(10) . ? O100 H102 0.8200(10) . ? 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 N14 Cu N43 141.77(4) . . ? N14 Cu N11 81.97(3) . . ? N43 Cu N11 83.56(3) . . ? N14 Cu N3 81.88(4) . . ? N43 Cu N3 100.02(4) . . ? N11 Cu N3 157.78(3) . . ? N14 Cu N7 108.50(4) . . ? N43 Cu N7 108.81(4) . . ? N11 Cu N7 100.24(3) . . ? N3 Cu N7 99.30(4) . . ? N14 C1 C17 120.66(11) . . ? N14 C1 C2 113.45(9) . . ? C17 C1 C2 125.88(10) . . ? N3 C2 C1 109.61(8) . . ? N3 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N3 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? C2 N3 C4 111.72(8) . . ? C2 N3 C21 109.36(8) . . ? C4 N3 C21 110.76(8) . . ? C2 N3 Cu 107.05(6) . . ? C4 N3 Cu 112.72(7) . . ? C21 N3 Cu 104.92(6) . . ? N3 C4 C5 115.15(9) . . ? N3 C4 H4A 108.5 . . ? C5 C4 H4A 108.5 . . ? N3 C4 H4B 108.5 . . ? C5 C4 H4B 108.5 . . ? H4A C4 H4B 107.5 . . ? C6 C5 C4 117.10(10) . . ? C6 C5 H5A 108.0 . . ? C4 C5 H5A 108.0 . . ? C6 C5 H5B 108.0 . . ? C4 C5 H5B 108.0 . . ? H5A C5 H5B 107.3 . . ? N7 C6 C5 115.53(10) . . ? N7 C6 H6A 108.4 . . ? C5 C6 H6A 108.4 . . ? N7 C6 H6B 108.4 . . ? C5 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? C31 N7 C6 109.78(9) . . ? C31 N7 C8 109.28(9) . . ? C6 N7 C8 107.40(9) . . ? C31 N7 Cu 114.32(8) . . ? C6 N7 Cu 108.13(7) . . ? C8 N7 Cu 107.69(7) . . ? N7 C8 C9 115.08(10) . . ? N7 C8 H8A 108.5 . . ? C9 C8 H8A 108.5 . . ? N7 C8 H8B 108.5 . . ? C9 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? C10 C9 C8 115.19(9) . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9B 108.5 . . ? C8 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? N11 C10 C9 114.27(5) . . ? N11 C10 H10A 108.7 . . ? C9 C10 H10A 108.7 . . ? N11 C10 H10B 108.7 . . ? C9 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C12 N11 C10 111.0 . . ? C12 N11 C41 110.7 . . ? C10 N11 C41 109.36(5) . . ? C12 N11 Cu 109.8 . . ? C10 N11 Cu 115.483(17) . . ? C41 N11 Cu 99.94(5) . . ? N11 C12 C13 110.9 . . ? N11 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? N11 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.0 . . ? N14 C13 C15 120.35(10) . . ? N14 C13 C12 114.09(9) . . ? C15 C13 C12 125.48(9) . . ? C13 N14 C1 122.13(10) . . ? C13 N14 Cu 119.19(7) . . ? C1 N14 Cu 117.99(8) . . ? C16 C15 C13 118.12(11) . . ? C16 C15 H15 120.9 . . ? C13 C15 H15 120.9 . . ? C15 C16 C17 120.70(11) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C1 C17 C16 118.04(11) . . ? C1 C17 H17 121.0 . . ? C16 C17 H17 121.0 . . ? C22 C21 N3 116.42(9) . . ? C22 C21 H21A 108.2 . . ? N3 C21 H21A 108.2 . . ? C22 C21 H21B 108.2 . . ? N3 C21 H21B 108.2 . . ? H21A C21 H21B 107.3 . . ? C26 C22 N23 106.70(9) . . ? C26 C22 C21 131.12(10) . . ? N23 C22 C21 121.99(9) . . ? C24 N23 C22 109.32(10) . . ? C24 N23 H23 125.3 . . ? C22 N23 H23 125.3 . . ? N23 C24 N25 107.96(10) . . ? N23 C24 H24 126.0 . . ? N25 C24 H24 126.0 . . ? C24 N25 C26 109.86(10) . . ? C24 N25 H25 125.1 . . ? C26 N25 H25 125.1 . . ? C22 C26 N25 106.15(10) . . ? C22 C26 C27 132.07(10) . . ? N25 C26 C27 121.78(10) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C42 C41 N11 107.12(8) . . ? C42 C41 H41A 110.3 . . ? N11 C41 H41A 110.3 . . ? C42 C41 H41B 110.3 . . ? N11 C41 H41B 110.3 . . ? H41A C41 H41B 108.5 . . ? C46 C42 N43 109.53(10) . . ? C46 C42 C41 133.53(10) . . ? N43 C42 C41 116.90(9) . . ? C44 N43 C42 106.22(9) . . ? C44 N43 Cu 144.59(8) . . ? C42 N43 Cu 108.80(7) . . ? N43 C44 N45 110.05(10) . . ? N43 C44 H44 125.0 . . ? N45 C44 H44 125.0 . . ? C44 N45 C46 108.89(10) . . ? C44 N45 H45 125.6 . . ? C46 N45 H45 125.6 . . ? C42 C46 N45 105.29(10) . . ? C42 C46 C47 131.56(12) . . ? N45 C46 C47 123.01(11) . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N7 C31 H31A 109.5 . . ? N7 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N7 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? F13 P1 F16 179.38(7) . . ? F13 P1 F11 90.85(7) . . ? F16 P1 F11 89.17(7) . . ? F13 P1 F12 91.08(7) . . ? F16 P1 F12 89.54(7) . . ? F11 P1 F12 90.93(6) . . ? F13 P1 F14 88.86(6) . . ? F16 P1 F14 91.10(7) . . ? F11 P1 F14 179.35(5) . . ? F12 P1 F14 89.66(6) . . ? F13 P1 F15 89.35(7) . . ? F16 P1 F15 90.03(8) . . ? F11 P1 F15 89.27(6) . . ? F12 P1 F15 179.52(7) . . ? F14 P1 F15 90.14(6) . . ? F21 P2 F26 90.90(7) . . ? F21 P2 F25 90.66(9) . . ? F26 P2 F25 91.10(6) . . ? F21 P2 F22 90.89(9) . . ? F26 P2 F22 89.65(6) . . ? F25 P2 F22 178.27(8) . . ? F21 P2 F24 178.84(9) . . ? F26 P2 F24 90.15(6) . . ? F25 P2 F24 89.82(8) . . ? F22 P2 F24 88.62(8) . . ? F21 P2 F23 91.01(8) . . ? F26 P2 F23 178.08(7) . . ? F25 P2 F23 88.70(6) . . ? F22 P2 F23 90.50(6) . . ? F24 P2 F23 87.94(7) . . ? O83 N8 O81 121.71(11) . . ? O83 N8 O82 119.84(11) . . ? O81 N8 O82 118.44(10) . . ? H101 O100 H102 107(3) . . ? _diffrn_measured_fraction_theta_max 0.874 _diffrn_reflns_theta_full 39.65 _diffrn_measured_fraction_theta_full 0.874 _refine_diff_density_max 1.183 _refine_diff_density_min -1.010 _refine_diff_density_rms 0.087 _chemical_compound_source Synthesis