# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2007 data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_Cambridge 0440 _publ_contact_author_name 'J. Reedijk' _publ_contact_author_address ; Leiden Institute of Chemistry Gorlaeus Laboratories Leiden University P O Box 9502 Leiden 2300 RA NETHERLANDS ; _publ_contact_author_email REEDIJK@CHEM.LEIDENUNIV.NL _publ_section_title ; Changes in magnetic properties from solid state to solution in a trinuclear linear copper(II) complex ; loop_ _publ_author_name J.Reedijk H.Akhideno C.Belle C.Duboc P.Gamez I.A.Koval ; J.-L.Pierre ; E.Saint-Aman A.Spek S.Tanase D.M.Tooke data_s3484a _database_code_depnum_ccdc_archive 'CCDC 630701' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C44 H50 Cu3 N6 O6, 0.75(C H4 O), 2(B F4)' _chemical_formula_sum 'C44.75 H53 B2 Cu3 F8 N6 O6.75' _chemical_formula_weight 1147.17 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3629(13) _cell_length_b 10.7928(9) _cell_length_c 12.9505(16) _cell_angle_alpha 68.589(8) _cell_angle_beta 83.856(9) _cell_angle_gamma 85.975(7) _cell_volume 1210.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 117 _cell_measurement_theta_min 3.086 _cell_measurement_theta_max 22.123 _exptl_crystal_description block _exptl_crystal_colour green-blue _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 587 _exptl_absorpt_coefficient_mu 1.392 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.53 _exptl_absorpt_correction_T_max 0.66 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_reflns_number 29700 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.46 _reflns_number_total 5520 _reflns_number_gt 4845 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius Collect (Hooft, 1998)' _computing_cell_refinement 'DIRAX (Duisenberg, 1992)' _computing_data_reduction 'EvalCCD (Duisenberg et al., 2003)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.0410P)^2^+1.2612P] 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 5520 _refine_ls_number_parameters 336 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0378 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0864 _refine_ls_wR_factor_gt 0.0826 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 0.42542(2) 0.70513(2) 0.291914(19) 0.01888(8) Uani 1 1 d . . . Cu2 Cu 0.5000 0.5000 0.5000 0.01827(9) Uani 1 2 d S . . O1 O 0.31041(14) 0.56928(13) 0.45646(11) 0.0199(3) Uani 1 1 d . . . O2 O 0.43583(15) 0.33120(13) 0.59991(12) 0.0215(3) Uani 1 1 d . . . O3 O 0.5768(2) 0.83212(18) 0.11841(15) 0.0366(4) Uani 1 1 d . . . H3A H 0.611(4) 0.893(3) 0.123(3) 0.045(9) Uiso 1 1 d . . . N1 N 0.46881(18) 0.54742(16) 0.24129(14) 0.0202(3) Uani 1 1 d . . . N2 N 0.25034(18) 0.73066(16) 0.20666(14) 0.0201(3) Uani 1 1 d . . . N3 N 0.36061(19) 0.88281(17) 0.29892(15) 0.0237(4) Uani 1 1 d . . . C1 C 0.5669(2) 0.4464(2) 0.27722(18) 0.0240(4) Uani 1 1 d . . . H1 H 0.6293 0.4483 0.3298 0.029 Uiso 1 1 calc R . . C2 C 0.5800(2) 0.3407(2) 0.2407(2) 0.0298(5) Uani 1 1 d . . . H2 H 0.6503 0.2715 0.2673 0.036 Uiso 1 1 calc R . . C3 C 0.4883(3) 0.3374(2) 0.1642(2) 0.0315(5) Uani 1 1 d . . . H3 H 0.4949 0.2657 0.1376 0.038 Uiso 1 1 calc R . . C4 C 0.3869(2) 0.4402(2) 0.12719(19) 0.0278(4) Uani 1 1 d . . . H4 H 0.3231 0.4399 0.0750 0.033 Uiso 1 1 calc R . . C5 C 0.3798(2) 0.5436(2) 0.16737(17) 0.0216(4) Uani 1 1 d . . . C6 C 0.2785(2) 0.6628(2) 0.12518(17) 0.0247(4) Uani 1 1 d . . . H6A H 0.3209 0.7261 0.0536 0.030 Uiso 1 1 calc R . . H6B H 0.1867 0.6336 0.1116 0.030 Uiso 1 1 calc R . . C7 C 0.2281(2) 0.8778(2) 0.15154(17) 0.0241(4) Uani 1 1 d . . . H7A H 0.1282 0.8989 0.1306 0.029 Uiso 1 1 calc R . . H7B H 0.2941 0.9111 0.0830 0.029 Uiso 1 1 calc R . . C8 C 0.2570(2) 0.9441(2) 0.23100(17) 0.0241(4) Uani 1 1 d . . . C9 C 0.1880(2) 1.0611(2) 0.2335(2) 0.0299(5) Uani 1 1 d . . . H9 H 0.1138 1.1023 0.1863 0.036 Uiso 1 1 calc R . . C10 C 0.2297(3) 1.1166(2) 0.3064(2) 0.0363(5) Uani 1 1 d . . . H10 H 0.1853 1.1976 0.3086 0.044 Uiso 1 1 calc R . . C11 C 0.3360(3) 1.0535(2) 0.3758(2) 0.0371(5) Uani 1 1 d . . . H11 H 0.3652 1.0902 0.4263 0.045 Uiso 1 1 calc R . . C12 C 0.3994(3) 0.9358(2) 0.3703(2) 0.0307(5) Uani 1 1 d . . . H12 H 0.4719 0.8917 0.4182 0.037 Uiso 1 1 calc R . . C13 C 0.1207(2) 0.6779(2) 0.28648(17) 0.0232(4) Uani 1 1 d . . . H13A H 0.0360 0.6947 0.2429 0.028 Uiso 1 1 calc R . . H13B H 0.1046 0.7298 0.3360 0.028 Uiso 1 1 calc R . . C14 C 0.1269(2) 0.5318(2) 0.35848(17) 0.0206(4) Uani 1 1 d . . . C15 C 0.0289(2) 0.4455(2) 0.34869(18) 0.0235(4) Uani 1 1 d . . . H15 H -0.0316 0.4771 0.2893 0.028 Uiso 1 1 calc R . . C16 C 0.0170(2) 0.3142(2) 0.42334(18) 0.0234(4) Uani 1 1 d . . . C17 C 0.1074(2) 0.2710(2) 0.50954(17) 0.0219(4) Uani 1 1 d . . . H17 H 0.1024 0.1817 0.5605 0.026 Uiso 1 1 calc R . . C18 C 0.2048(2) 0.35424(19) 0.52334(16) 0.0195(4) Uani 1 1 d . . . C19 C 0.2169(2) 0.48601(19) 0.44634(16) 0.0188(4) Uani 1 1 d . . . C20 C -0.0949(2) 0.2248(2) 0.4147(2) 0.0328(5) Uani 1 1 d . . . H20A H -0.0674 0.1316 0.4551 0.049 Uiso 1 1 calc R . . H20B H -0.1014 0.2386 0.3362 0.049 Uiso 1 1 calc R . . H20C H -0.1884 0.2463 0.4471 0.049 Uiso 1 1 calc R . . C21 C 0.2858(2) 0.3106(2) 0.62612(17) 0.0225(4) Uani 1 1 d . . . H21A H 0.2470 0.3609 0.6739 0.027 Uiso 1 1 calc R . . H21B H 0.2704 0.2149 0.6688 0.027 Uiso 1 1 calc R . . C22 C 0.6907(4) 0.7779(3) 0.0646(2) 0.0516(8) Uani 1 1 d . . . H22A H 0.7830 0.8040 0.0783 0.077 Uiso 1 1 calc R . . H22B H 0.6812 0.8117 -0.0157 0.077 Uiso 1 1 calc R . . H22C H 0.6867 0.6806 0.0940 0.077 Uiso 1 1 calc R . . F1 F 0.87665(18) -0.03386(18) 0.15500(17) 0.0579(5) Uani 1 1 d . . . F2 F 0.66076(15) 0.07321(14) 0.12574(13) 0.0384(3) Uani 1 1 d . . . F3 F 0.8542(2) 0.19093(17) 0.11946(17) 0.0626(5) Uani 1 1 d . . . F4 F 0.7638(2) 0.04411(17) 0.28345(15) 0.0621(5) Uani 1 1 d . . . B1 B 0.7914(3) 0.0683(3) 0.1713(3) 0.0350(6) Uani 1 1 d . . . C23 C 0.0000 0.5000 0.0000 0.087(3) Uani 0.75 2 d SP . . H23A H 0.0163 0.4415 0.0762 0.130 Uiso 0.375 1 calc PR . . H23B H -0.0575 0.4543 -0.0333 0.130 Uiso 0.375 1 calc PR . . H23C H -0.0515 0.5818 0.0013 0.130 Uiso 0.375 1 calc PR . . O4 O 0.1287(9) 0.5311(7) -0.0614(6) 0.076(2) Uani 0.375 1 d P . . H4B H 0.1332 0.6142 -0.0921 0.114 Uiso 0.375 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02185(13) 0.01577(12) 0.01904(13) -0.00551(9) -0.00720(9) 0.00334(9) Cu2 0.01954(16) 0.01735(16) 0.01660(16) -0.00336(13) -0.00551(12) -0.00118(12) O1 0.0207(6) 0.0178(6) 0.0211(7) -0.0058(5) -0.0059(5) 0.0001(5) O2 0.0213(7) 0.0196(7) 0.0206(7) -0.0021(5) -0.0074(5) -0.0016(5) O3 0.0432(10) 0.0284(9) 0.0378(10) -0.0112(7) 0.0003(8) -0.0083(8) N1 0.0221(8) 0.0178(8) 0.0196(8) -0.0055(6) -0.0034(6) 0.0022(6) N2 0.0235(8) 0.0177(8) 0.0185(8) -0.0058(6) -0.0065(6) 0.0060(6) N3 0.0279(9) 0.0204(8) 0.0230(9) -0.0082(7) -0.0033(7) 0.0020(7) C1 0.0229(9) 0.0212(10) 0.0267(10) -0.0071(8) -0.0058(8) 0.0037(8) C2 0.0306(11) 0.0233(10) 0.0356(12) -0.0110(9) -0.0075(9) 0.0088(8) C3 0.0369(12) 0.0247(11) 0.0384(13) -0.0181(10) -0.0056(10) 0.0050(9) C4 0.0317(11) 0.0272(11) 0.0285(11) -0.0140(9) -0.0075(9) 0.0031(9) C5 0.0236(9) 0.0202(9) 0.0201(9) -0.0063(8) -0.0031(7) 0.0011(7) C6 0.0300(10) 0.0256(10) 0.0201(10) -0.0099(8) -0.0095(8) 0.0084(8) C7 0.0291(10) 0.0186(9) 0.0217(10) -0.0039(8) -0.0081(8) 0.0083(8) C8 0.0270(10) 0.0198(9) 0.0227(10) -0.0053(8) 0.0000(8) 0.0021(8) C9 0.0302(11) 0.0222(10) 0.0331(12) -0.0070(9) 0.0007(9) 0.0046(8) C10 0.0385(13) 0.0252(11) 0.0463(14) -0.0174(10) 0.0066(11) 0.0022(9) C11 0.0450(14) 0.0333(12) 0.0411(14) -0.0233(11) -0.0004(11) -0.0039(10) C12 0.0370(12) 0.0263(11) 0.0313(12) -0.0125(9) -0.0055(9) -0.0015(9) C13 0.0192(9) 0.0234(10) 0.0259(10) -0.0073(8) -0.0067(8) 0.0058(7) C14 0.0181(9) 0.0219(9) 0.0224(10) -0.0092(8) -0.0028(7) 0.0037(7) C15 0.0186(9) 0.0282(10) 0.0264(10) -0.0129(9) -0.0072(8) 0.0049(8) C16 0.0182(9) 0.0258(10) 0.0308(11) -0.0160(9) -0.0023(8) 0.0010(8) C17 0.0199(9) 0.0192(9) 0.0271(10) -0.0098(8) -0.0006(8) 0.0011(7) C18 0.0184(9) 0.0210(9) 0.0198(9) -0.0084(8) -0.0022(7) 0.0016(7) C19 0.0170(8) 0.0204(9) 0.0211(9) -0.0101(8) -0.0015(7) 0.0007(7) C20 0.0255(10) 0.0321(12) 0.0461(14) -0.0182(10) -0.0097(10) -0.0032(9) C21 0.0217(9) 0.0229(10) 0.0204(9) -0.0039(8) -0.0030(7) -0.0043(7) C22 0.072(2) 0.0465(16) 0.0391(15) -0.0219(13) 0.0214(14) -0.0220(14) F1 0.0421(9) 0.0506(10) 0.0850(14) -0.0311(10) -0.0078(9) 0.0135(8) F2 0.0386(8) 0.0318(7) 0.0466(9) -0.0144(6) -0.0140(6) 0.0044(6) F3 0.0650(11) 0.0377(9) 0.0732(13) 0.0022(8) -0.0262(10) -0.0161(8) F4 0.1081(16) 0.0406(9) 0.0419(9) -0.0153(8) -0.0276(10) 0.0041(9) B1 0.0422(15) 0.0228(12) 0.0411(15) -0.0098(11) -0.0165(12) 0.0027(11) C23 0.049(4) 0.112(6) 0.131(7) -0.074(6) -0.001(4) -0.047(4) O4 0.116(6) 0.048(4) 0.066(4) -0.018(3) -0.033(4) 0.010(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.9289(14) 2_666 ? Cu1 N3 2.0015(17) . ? Cu1 N2 2.0208(17) . ? Cu1 N1 2.0378(17) . ? Cu1 O1 2.3020(14) . ? Cu1 Cu2 2.9122(4) . ? Cu2 O2 1.9027(14) 2_666 ? Cu2 O2 1.9027(14) . ? Cu2 O1 1.9359(14) 2_666 ? Cu2 O1 1.9360(13) . ? Cu2 Cu1 2.9122(4) 2_666 ? O1 C19 1.346(2) . ? O2 C21 1.423(2) . ? O2 Cu1 1.9290(14) 2_666 ? O3 C22 1.421(3) . ? O3 H3A 0.78(3) . ? N1 C5 1.348(3) . ? N1 C1 1.353(3) . ? N2 C6 1.482(3) . ? N2 C7 1.494(2) . ? N2 C13 1.505(3) . ? N3 C12 1.341(3) . ? N3 C8 1.349(3) . ? C1 C2 1.379(3) . ? C1 H1 0.9500 . ? C2 C3 1.390(3) . ? C2 H2 0.9500 . ? C3 C4 1.387(3) . ? C3 H3 0.9500 . ? C4 C5 1.388(3) . ? C4 H4 0.9500 . ? C5 C6 1.510(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.506(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.387(3) . ? C9 C10 1.389(4) . ? C9 H9 0.9500 . ? C10 C11 1.383(4) . ? C10 H10 0.9500 . ? C11 C12 1.386(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.511(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.399(3) . ? C14 C19 1.409(3) . ? C15 C16 1.397(3) . ? C15 H15 0.9500 . ? C16 C17 1.396(3) . ? C16 C20 1.512(3) . ? C17 C18 1.392(3) . ? C17 H17 0.9500 . ? C18 C19 1.412(3) . ? C18 C21 1.509(3) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? F1 B1 1.381(3) . ? F2 B1 1.404(3) . ? F3 B1 1.388(3) . ? F4 B1 1.377(4) . ? C23 O4 1.361(9) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? O4 H4B 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 N3 94.94(7) 2_666 . ? O2 Cu1 N2 168.10(6) 2_666 . ? N3 Cu1 N2 83.15(7) . . ? O2 Cu1 N1 100.21(6) 2_666 . ? N3 Cu1 N1 163.56(7) . . ? N2 Cu1 N1 83.31(7) . . ? O2 Cu1 O1 75.16(5) 2_666 . ? N3 Cu1 O1 99.41(6) . . ? N2 Cu1 O1 93.51(6) . . ? N1 Cu1 O1 90.70(6) . . ? O2 Cu1 Cu2 40.20(4) 2_666 . ? N3 Cu1 Cu2 116.40(5) . . ? N2 Cu1 Cu2 130.91(5) . . ? N1 Cu1 Cu2 79.69(5) . . ? O1 Cu1 Cu2 41.56(3) . . ? O2 Cu2 O2 179.999(2) 2_666 . ? O2 Cu2 O1 94.85(6) 2_666 2_666 ? O2 Cu2 O1 85.15(6) . 2_666 ? O2 Cu2 O1 85.15(6) 2_666 . ? O2 Cu2 O1 94.85(6) . . ? O1 Cu2 O1 180.0 2_666 . ? O2 Cu2 Cu1 139.13(4) 2_666 2_666 ? O2 Cu2 Cu1 40.87(4) . 2_666 ? O1 Cu2 Cu1 52.08(4) 2_666 2_666 ? O1 Cu2 Cu1 127.92(4) . 2_666 ? O2 Cu2 Cu1 40.87(4) 2_666 . ? O2 Cu2 Cu1 139.13(4) . . ? O1 Cu2 Cu1 127.92(4) 2_666 . ? O1 Cu2 Cu1 52.08(4) . . ? Cu1 Cu2 Cu1 179.999(2) 2_666 . ? C19 O1 Cu2 118.62(12) . . ? C19 O1 Cu1 115.32(12) . . ? Cu2 O1 Cu1 86.36(5) . . ? C21 O2 Cu2 119.42(12) . . ? C21 O2 Cu1 124.88(12) . 2_666 ? Cu2 O2 Cu1 98.93(6) . 2_666 ? C22 O3 H3A 103(2) . . ? C5 N1 C1 118.37(17) . . ? C5 N1 Cu1 113.12(13) . . ? C1 N1 Cu1 128.38(14) . . ? C6 N2 C7 112.34(16) . . ? C6 N2 C13 111.90(16) . . ? C7 N2 C13 108.14(15) . . ? C6 N2 Cu1 108.77(12) . . ? C7 N2 Cu1 105.71(12) . . ? C13 N2 Cu1 109.78(12) . . ? C12 N3 C8 119.78(19) . . ? C12 N3 Cu1 126.43(15) . . ? C8 N3 Cu1 113.41(14) . . ? N1 C1 C2 122.69(19) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 118.8(2) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C4 C3 C2 119.0(2) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 119.2(2) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 121.96(19) . . ? N1 C5 C6 116.02(17) . . ? C4 C5 C6 121.91(19) . . ? N2 C6 C5 110.97(16) . . ? N2 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? N2 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? N2 C7 C8 108.99(16) . . ? N2 C7 H7A 109.9 . . ? C8 C7 H7A 109.9 . . ? N2 C7 H7B 109.9 . . ? C8 C7 H7B 109.9 . . ? H7A C7 H7B 108.3 . . ? N3 C8 C9 121.5(2) . . ? N3 C8 C7 114.52(17) . . ? C9 C8 C7 123.9(2) . . ? C8 C9 C10 118.5(2) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? C11 C10 C9 119.7(2) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 118.9(2) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? N3 C12 C11 121.6(2) . . ? N3 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? N2 C13 C14 116.67(16) . . ? N2 C13 H13A 108.1 . . ? C14 C13 H13A 108.1 . . ? N2 C13 H13B 108.1 . . ? C14 C13 H13B 108.1 . . ? H13A C13 H13B 107.3 . . ? C15 C14 C19 119.43(18) . . ? C15 C14 C13 120.05(18) . . ? C19 C14 C13 119.87(18) . . ? C16 C15 C14 122.17(19) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C17 C16 C15 117.41(18) . . ? C17 C16 C20 121.2(2) . . ? C15 C16 C20 121.28(19) . . ? C18 C17 C16 122.25(19) . . ? C18 C17 H17 118.9 . . ? C16 C17 H17 118.9 . . ? C17 C18 C19 119.64(18) . . ? C17 C18 C21 120.75(18) . . ? C19 C18 C21 119.27(17) . . ? O1 C19 C14 119.51(17) . . ? O1 C19 C18 121.41(17) . . ? C14 C19 C18 119.07(18) . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O2 C21 C18 112.24(16) . . ? O2 C21 H21A 109.2 . . ? C18 C21 H21A 109.2 . . ? O2 C21 H21B 109.2 . . ? C18 C21 H21B 109.2 . . ? H21A C21 H21B 107.9 . . ? O3 C22 H22A 109.5 . . ? O3 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O3 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? F4 B1 F1 110.1(2) . . ? F4 B1 F3 109.3(2) . . ? F1 B1 F3 112.1(3) . . ? F4 B1 F2 108.8(2) . . ? F1 B1 F2 108.1(2) . . ? F3 B1 F2 108.3(2) . . ? O4 C23 H23A 109.5 . . ? O4 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O4 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C23 O4 H4B 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Cu1 Cu2 O2 -63.98(9) . . . 2_666 ? N2 Cu1 Cu2 O2 -168.69(9) . . . 2_666 ? N1 Cu1 Cu2 O2 119.63(8) . . . 2_666 ? O1 Cu1 Cu2 O2 -137.44(9) . . . 2_666 ? O2 Cu1 Cu2 O2 179.999(1) 2_666 . . . ? N3 Cu1 Cu2 O2 116.01(9) . . . . ? N2 Cu1 Cu2 O2 11.31(9) . . . . ? N1 Cu1 Cu2 O2 -60.38(8) . . . . ? O1 Cu1 Cu2 O2 42.56(9) . . . . ? O2 Cu1 Cu2 O1 -42.56(9) 2_666 . . 2_666 ? N3 Cu1 Cu2 O1 -106.54(8) . . . 2_666 ? N2 Cu1 Cu2 O1 148.75(8) . . . 2_666 ? N1 Cu1 Cu2 O1 77.07(7) . . . 2_666 ? O1 Cu1 Cu2 O1 179.999(2) . . . 2_666 ? O2 Cu1 Cu2 O1 137.44(9) 2_666 . . . ? N3 Cu1 Cu2 O1 73.46(8) . . . . ? N2 Cu1 Cu2 O1 -31.25(8) . . . . ? N1 Cu1 Cu2 O1 -102.93(7) . . . . ? O2 Cu2 O1 C19 143.34(14) 2_666 . . . ? O2 Cu2 O1 C19 -36.66(14) . . . . ? Cu1 Cu2 O1 C19 -63.03(14) 2_666 . . . ? Cu1 Cu2 O1 C19 116.97(14) . . . . ? O2 Cu2 O1 Cu1 26.37(5) 2_666 . . . ? O2 Cu2 O1 Cu1 -153.63(5) . . . . ? Cu1 Cu2 O1 Cu1 180.0 2_666 . . . ? O2 Cu1 O1 C19 -146.91(13) 2_666 . . . ? N3 Cu1 O1 C19 120.44(13) . . . . ? N2 Cu1 O1 C19 36.81(13) . . . . ? N1 Cu1 O1 C19 -46.53(13) . . . . ? Cu2 Cu1 O1 C19 -120.06(14) . . . . ? O2 Cu1 O1 Cu2 -26.85(5) 2_666 . . . ? N3 Cu1 O1 Cu2 -119.50(6) . . . . ? N2 Cu1 O1 Cu2 156.87(6) . . . . ? N1 Cu1 O1 Cu2 73.53(6) . . . . ? O1 Cu2 O2 C21 171.25(14) 2_666 . . . ? O1 Cu2 O2 C21 -8.75(14) . . . . ? Cu1 Cu2 O2 C21 138.87(17) 2_666 . . . ? Cu1 Cu2 O2 C21 -41.12(17) . . . . ? O1 Cu2 O2 Cu1 32.38(6) 2_666 . . 2_666 ? O1 Cu2 O2 Cu1 -147.62(6) . . . 2_666 ? Cu1 Cu2 O2 Cu1 180.001(1) . . . 2_666 ? O2 Cu1 N1 C5 176.72(13) 2_666 . . . ? N3 Cu1 N1 C5 -26.5(3) . . . . ? N2 Cu1 N1 C5 8.22(14) . . . . ? O1 Cu1 N1 C5 101.68(14) . . . . ? Cu2 Cu1 N1 C5 141.97(14) . . . . ? O2 Cu1 N1 C1 1.01(18) 2_666 . . . ? N3 Cu1 N1 C1 157.8(2) . . . . ? N2 Cu1 N1 C1 -167.49(18) . . . . ? O1 Cu1 N1 C1 -74.03(17) . . . . ? Cu2 Cu1 N1 C1 -33.74(17) . . . . ? O2 Cu1 N2 C6 -129.3(3) 2_666 . . . ? N3 Cu1 N2 C6 149.34(14) . . . . ? N1 Cu1 N2 C6 -21.30(13) . . . . ? O1 Cu1 N2 C6 -111.59(13) . . . . ? Cu2 Cu1 N2 C6 -91.42(13) . . . . ? O2 Cu1 N2 C7 109.9(3) 2_666 . . . ? N3 Cu1 N2 C7 28.50(13) . . . . ? N1 Cu1 N2 C7 -142.14(13) . . . . ? O1 Cu1 N2 C7 127.57(12) . . . . ? Cu2 Cu1 N2 C7 147.74(10) . . . . ? O2 Cu1 N2 C13 -6.5(4) 2_666 . . . ? N3 Cu1 N2 C13 -87.91(13) . . . . ? N1 Cu1 N2 C13 101.44(13) . . . . ? O1 Cu1 N2 C13 11.15(12) . . . . ? Cu2 Cu1 N2 C13 31.32(15) . . . . ? O2 Cu1 N3 C12 -6.92(19) 2_666 . . . ? N2 Cu1 N3 C12 161.27(19) . . . . ? N1 Cu1 N3 C12 -164.0(2) . . . . ? O1 Cu1 N3 C12 68.83(19) . . . . ? Cu2 Cu1 N3 C12 28.7(2) . . . . ? O2 Cu1 N3 C8 -179.80(15) 2_666 . . . ? N2 Cu1 N3 C8 -11.61(15) . . . . ? N1 Cu1 N3 C8 23.2(3) . . . . ? O1 Cu1 N3 C8 -104.06(15) . . . . ? Cu2 Cu1 N3 C8 -144.20(13) . . . . ? C5 N1 C1 C2 0.5(3) . . . . ? Cu1 N1 C1 C2 176.02(16) . . . . ? N1 C1 C2 C3 -0.3(3) . . . . ? C1 C2 C3 C4 0.0(4) . . . . ? C2 C3 C4 C5 0.1(4) . . . . ? C1 N1 C5 C4 -0.4(3) . . . . ? Cu1 N1 C5 C4 -176.61(16) . . . . ? C1 N1 C5 C6 -176.56(18) . . . . ? Cu1 N1 C5 C6 7.3(2) . . . . ? C3 C4 C5 N1 0.2(3) . . . . ? C3 C4 C5 C6 176.1(2) . . . . ? C7 N2 C6 C5 146.87(17) . . . . ? C13 N2 C6 C5 -91.3(2) . . . . ? Cu1 N2 C6 C5 30.2(2) . . . . ? N1 C5 C6 N2 -25.4(3) . . . . ? C4 C5 C6 N2 158.5(2) . . . . ? C6 N2 C7 C8 -158.43(17) . . . . ? C13 N2 C7 C8 77.6(2) . . . . ? Cu1 N2 C7 C8 -39.94(18) . . . . ? C12 N3 C8 C9 -0.5(3) . . . . ? Cu1 N3 C8 C9 172.91(17) . . . . ? C12 N3 C8 C7 177.44(19) . . . . ? Cu1 N3 C8 C7 -9.2(2) . . . . ? N2 C7 C8 N3 33.5(2) . . . . ? N2 C7 C8 C9 -148.6(2) . . . . ? N3 C8 C9 C10 1.3(3) . . . . ? C7 C8 C9 C10 -176.4(2) . . . . ? C8 C9 C10 C11 -1.2(4) . . . . ? C9 C10 C11 C12 0.4(4) . . . . ? C8 N3 C12 C11 -0.4(3) . . . . ? Cu1 N3 C12 C11 -172.91(18) . . . . ? C10 C11 C12 N3 0.5(4) . . . . ? C6 N2 C13 C14 60.8(2) . . . . ? C7 N2 C13 C14 -174.96(17) . . . . ? Cu1 N2 C13 C14 -60.08(19) . . . . ? N2 C13 C14 C15 -117.3(2) . . . . ? N2 C13 C14 C19 71.9(2) . . . . ? C19 C14 C15 C16 -0.1(3) . . . . ? C13 C14 C15 C16 -170.95(18) . . . . ? C14 C15 C16 C17 0.0(3) . . . . ? C14 C15 C16 C20 176.8(2) . . . . ? C15 C16 C17 C18 1.1(3) . . . . ? C20 C16 C17 C18 -175.8(2) . . . . ? C16 C17 C18 C19 -2.0(3) . . . . ? C16 C17 C18 C21 171.31(18) . . . . ? Cu2 O1 C19 C14 -140.70(15) . . . . ? Cu1 O1 C19 C14 -40.4(2) . . . . ? Cu2 O1 C19 C18 40.7(2) . . . . ? Cu1 O1 C19 C18 140.93(15) . . . . ? C15 C14 C19 O1 -179.41(17) . . . . ? C13 C14 C19 O1 -8.6(3) . . . . ? C15 C14 C19 C18 -0.7(3) . . . . ? C13 C14 C19 C18 170.09(17) . . . . ? C17 C18 C19 O1 -179.61(17) . . . . ? C21 C18 C19 O1 7.0(3) . . . . ? C17 C18 C19 C14 1.8(3) . . . . ? C21 C18 C19 C14 -171.61(17) . . . . ? Cu2 O2 C21 C18 49.8(2) . . . . ? Cu1 O2 C21 C18 177.44(12) 2_666 . . . ? C17 C18 C21 O2 131.13(19) . . . . ? C19 C18 C21 O2 -55.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.845 _refine_diff_density_min -0.497 _refine_diff_density_rms 0.074