# Supplementary Material (ESI) for PCCP # This journal is (c) the Owner Societies 2009 data_global _journal_name_full Phys.Chem.Chem.Phys.(PCCP) _journal_coden_Cambridge 1326 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Matvey Fedin' _publ_contact_author_email MFEDIN@TOMO.NSC.RU _publ_section_title ; Dynamic mixing processes in spin triads of "breathing crystals" Cu(hfac)2LR: a multifrequency EPR study at 34, 122 and 244 GHz ; loop_ _publ_author_name 'Matvey Fedin' 'Elena G. Bagryanskaya' 'Gudrun Klihm' 'Wolfgang Lubitz' 'Victor Ovcharenko' ; E.Reijerse ; 'Galina V. Romanenko' 'Renad Z. Sagdeev' 'Sergey L. Veber' # Attachment 'oXyl.cif' data_oX060 _database_code_depnum_ccdc_archive 'CCDC 725423' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cu F12 N4 O6' _chemical_formula_weight 810.10 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0757(18) _cell_length_b 13.044(2) _cell_length_c 13.736(3) _cell_angle_alpha 99.469(3) _cell_angle_beta 103.364(2) _cell_angle_gamma 105.094(2) _cell_volume 1646.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 60(2) _cell_measurement_reflns_used 5559 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 26.45 _exptl_crystal_description bulk _exptl_crystal_colour black _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 0.779 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 60(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 12426 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0550 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 26.50 _reflns_number_total 6688 _reflns_number_gt 5726 _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. We used restraints for refinment of solvent molecule becuase of it's disorder (it is situated near the center of inversion). ; _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^)+(0.0470P)^2^+0.7335P] 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 6688 _refine_ls_number_parameters 499 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1061 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.056 _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 0.5000 0.0000 0.5000 0.01356(11) Uani 1 2 d S . . O1 O 0.31652(18) -0.16269(13) 0.45322(13) 0.0186(4) Uani 1 1 d . . . C1 C 0.1107(3) -0.2905(2) 0.46251(19) 0.0192(5) Uani 1 1 d . . . F1 F 0.03331(17) -0.32037(12) 0.36306(12) 0.0321(4) Uani 1 1 d . . . F2 F 0.18539(16) -0.36093(12) 0.47668(13) 0.0276(4) Uani 1 1 d . . . F3 F 0.01846(15) -0.30500(12) 0.51863(12) 0.0255(3) Uani 1 1 d . . . C2 C 0.2126(3) -0.17249(19) 0.48825(18) 0.0164(5) Uani 1 1 d . . . C3 C 0.1751(3) -0.0889(2) 0.54507(18) 0.0179(5) Uani 1 1 d . . . H3A H 0.0970 -0.1086 0.5732 0.021 Uiso 1 1 calc R . . C4 C 0.2490(2) 0.02003(19) 0.56047(17) 0.0153(5) Uani 1 1 d . . . C5 C 0.2006(3) 0.1050(2) 0.62304(19) 0.0185(5) Uani 1 1 d . . . F4 F 0.18330(15) 0.18305(11) 0.57349(11) 0.0230(3) Uani 1 1 d . . . F5 F 0.07715(15) 0.06272(12) 0.64407(12) 0.0245(3) Uani 1 1 d . . . F6 F 0.30038(15) 0.15455(11) 0.71348(11) 0.0224(3) Uani 1 1 d . . . O2 O 0.35496(17) 0.06546(13) 0.53032(13) 0.0169(3) Uani 1 1 d . . . Cu2 Cu 0.0000 -0.5000 0.0000 0.01349(11) Uani 1 2 d S . . O3 O 0.03140(17) -0.42371(13) -0.10928(13) 0.0164(3) Uani 1 1 d . . . C6 C 0.0992(3) -0.3832(2) -0.2533(2) 0.0216(5) Uani 1 1 d . . . F7 F 0.1762(2) -0.40612(16) -0.31582(13) 0.0409(5) Uani 1 1 d . . . F8 F -0.03693(17) -0.41050(13) -0.31001(12) 0.0306(4) Uani 1 1 d . . . F9 F 0.14404(18) -0.27464(12) -0.21726(12) 0.0319(4) Uani 1 1 d . . . C7 C 0.1111(2) -0.44064(19) -0.16425(18) 0.0167(5) Uani 1 1 d . . . C8 C 0.2038(3) -0.5043(2) -0.15455(19) 0.0191(5) Uani 1 1 d . . . H8A H 0.2569 -0.5110 -0.2028 0.023 Uiso 1 1 calc R . . C9 C 0.2191(2) -0.55772(18) -0.07468(18) 0.0155(5) Uani 1 1 d . . . C10 C 0.3178(3) -0.6302(2) -0.06962(19) 0.0184(5) Uani 1 1 d . . . F10 F 0.39586(16) -0.62105(12) -0.13645(12) 0.0262(3) Uani 1 1 d . . . F11 F 0.23952(16) -0.73471(11) -0.08984(12) 0.0245(3) Uani 1 1 d . . . F12 F 0.40951(16) -0.60530(12) 0.02477(11) 0.0254(3) Uani 1 1 d . . . O4 O 0.15906(17) -0.55888(13) -0.00398(12) 0.0155(3) Uani 1 1 d . . . O01 O 0.47433(17) 0.01782(13) 0.35543(12) 0.0158(3) Uani 1 1 d . . . N1 N 0.3640(2) 0.03638(16) 0.29802(15) 0.0156(4) Uani 1 1 d . . . C01 C 0.3689(3) 0.14949(19) 0.28455(19) 0.0171(5) Uani 1 1 d . . . C02 C 0.4234(3) 0.23193(19) 0.38852(19) 0.0194(5) Uani 1 1 d . . . H02A H 0.5245 0.2400 0.4200 0.029 Uiso 1 1 calc R . . H02B H 0.3666 0.2061 0.4337 0.029 Uiso 1 1 calc R . . H02C H 0.4143 0.3028 0.3787 0.029 Uiso 1 1 calc R . . C03 C 0.4752(3) 0.1777(2) 0.2212(2) 0.0216(5) Uani 1 1 d . . . H03A H 0.5729 0.1896 0.2639 0.032 Uiso 1 1 calc R . . H03B H 0.4697 0.2442 0.1985 0.032 Uiso 1 1 calc R . . H03C H 0.4507 0.1171 0.1608 0.032 Uiso 1 1 calc R . . C04 C 0.2099(3) 0.12916(19) 0.22591(19) 0.0181(5) Uani 1 1 d . . . C05 C 0.1151(3) 0.1426(2) 0.2965(2) 0.0225(5) Uani 1 1 d . . . H05A H 0.0163 0.1283 0.2545 0.034 Uiso 1 1 calc R . . H05B H 0.1512 0.2174 0.3396 0.034 Uiso 1 1 calc R . . H05C H 0.1170 0.0907 0.3405 0.034 Uiso 1 1 calc R . . C06 C 0.1844(3) 0.1907(2) 0.1411(2) 0.0250(6) Uani 1 1 d . . . H06A H 0.0810 0.1721 0.1086 0.038 Uiso 1 1 calc R . . H06B H 0.2310 0.1698 0.0892 0.038 Uiso 1 1 calc R . . H06C H 0.2247 0.2696 0.1712 0.038 Uiso 1 1 calc R . . N2 N 0.1644(2) 0.00832(16) 0.17717(15) 0.0186(4) Uani 1 1 d . . . O02 O 0.0488(2) -0.04088(14) 0.10630(14) 0.0260(4) Uani 1 1 d . . . C07 C 0.2550(3) -0.04063(19) 0.22732(18) 0.0159(5) Uani 1 1 d . . . C08 C 0.2346(3) -0.15630(19) 0.20340(18) 0.0159(5) Uani 1 1 d . . . C09 C 0.1212(3) -0.23949(19) 0.12948(18) 0.0165(5) Uani 1 1 d . . . H09A H 0.0410 -0.2280 0.0859 0.020 Uiso 1 1 calc R . . N3 N 0.1408(2) -0.33658(16) 0.12859(15) 0.0166(4) Uani 1 1 d . . . N4 N 0.2671(2) -0.31618(16) 0.20256(15) 0.0156(4) Uani 1 1 d . . . C041 C 0.3156(3) -0.40905(19) 0.2244(2) 0.0211(5) Uani 1 1 d . . . H04A H 0.3363 -0.4446 0.1627 0.025 Uiso 1 1 calc R . . H04B H 0.2367 -0.4633 0.2375 0.025 Uiso 1 1 calc R . . C042 C 0.4468(3) -0.37825(19) 0.31501(18) 0.0174(5) Uani 1 1 d . . . H04C H 0.4272 -0.3435 0.3776 0.021 Uiso 1 1 calc R . . H04D H 0.5272 -0.3249 0.3025 0.021 Uiso 1 1 calc R . . C043 C 0.4883(3) -0.4805(2) 0.3314(2) 0.0198(5) Uani 1 1 d . . . H04E H 0.4108 -0.5301 0.3502 0.024 Uiso 1 1 calc R . . H04F H 0.4959 -0.5193 0.2657 0.024 Uiso 1 1 calc R . . C044 C 0.6293(3) -0.4560(2) 0.4148(2) 0.0243(6) Uani 1 1 d . . . H04G H 0.6488 -0.5247 0.4217 0.036 Uiso 1 1 calc R . . H04H H 0.6223 -0.4187 0.4806 0.036 Uiso 1 1 calc R . . H04I H 0.7074 -0.4091 0.3958 0.036 Uiso 1 1 calc R . . C010 C 0.3269(3) -0.20973(19) 0.24850(18) 0.0156(5) Uani 1 1 d . . . H01A H 0.4150 -0.1769 0.3015 0.019 Uiso 1 1 calc R . . C1A C 0.4483(7) -0.1759(4) 0.0402(4) 0.0241(11) Uani 0.50 1 d PD . 1 H1AA H 0.3507 -0.2213 0.0243 0.036 Uiso 0.50 1 d PR . 1 H1AB H 0.4985 -0.2129 0.0025 0.036 Uiso 0.50 1 d PR . 1 H1AC H 0.4940 -0.1615 0.1130 0.036 Uiso 0.50 1 d PR . 1 C2A C 0.4536(7) -0.0693(7) 0.0100(9) 0.0185(18) Uani 0.50 1 d PD . 1 C3A C 0.3273(7) -0.0514(5) -0.0397(4) 0.0228(12) Uani 0.50 1 d PD . 1 H3AA H 0.2369 -0.1062 -0.0516 0.027 Uiso 0.50 1 d PR . 1 C4A C 0.3271(8) 0.0422(5) -0.0760(6) 0.0229(16) Uani 0.50 1 d PD . 1 H4AA H 0.2386 0.0533 -0.1092 0.027 Uiso 0.50 1 d PR . 1 C5A C 0.4598(6) 0.1213(5) -0.0612(4) 0.0251(11) Uani 0.50 1 d PD . 1 H5AA H 0.4624 0.1847 -0.0892 0.030 Uiso 0.50 1 d PR . 1 C6A C 0.5847(7) 0.1043(7) -0.0100(8) 0.0176(19) Uani 0.50 1 d PD . 1 H6AA H 0.6740 0.1609 0.0034 0.021 Uiso 0.50 1 d PR . 1 C7A C 0.5856(6) 0.0117(4) 0.0272(4) 0.0192(11) Uani 0.50 1 d PD . 1 C8A C 0.7238(7) -0.0010(6) 0.0843(7) 0.0265(17) Uani 0.50 1 d PD . 1 H8AA H 0.8027 0.0611 0.0882 0.040 Uiso 0.50 1 d PR . 1 H8AB H 0.7204 -0.0060 0.1529 0.040 Uiso 0.50 1 d PR . 1 H8AC H 0.7362 -0.0667 0.0496 0.040 Uiso 0.50 1 d PR . 1 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 0.0166(2) 0.0130(2) 0.0124(2) 0.00200(16) 0.00579(16) 0.00605(16) O1 0.0225(9) 0.0186(9) 0.0162(9) 0.0028(7) 0.0079(7) 0.0076(7) C1 0.0211(12) 0.0193(13) 0.0159(12) 0.0027(10) 0.0030(10) 0.0072(10) F1 0.0381(9) 0.0241(9) 0.0209(8) 0.0011(7) -0.0011(7) -0.0013(7) F2 0.0300(8) 0.0176(8) 0.0394(9) 0.0080(7) 0.0117(7) 0.0118(6) F3 0.0257(8) 0.0198(8) 0.0339(9) 0.0080(7) 0.0149(7) 0.0057(6) C2 0.0193(12) 0.0172(12) 0.0119(11) 0.0038(9) 0.0021(10) 0.0061(9) C3 0.0190(12) 0.0188(12) 0.0167(12) 0.0033(10) 0.0069(10) 0.0065(10) C4 0.0164(11) 0.0191(12) 0.0102(11) 0.0026(9) 0.0027(9) 0.0070(9) C5 0.0190(12) 0.0177(12) 0.0216(13) 0.0067(10) 0.0091(10) 0.0065(10) F4 0.0276(8) 0.0199(8) 0.0289(8) 0.0093(6) 0.0120(7) 0.0141(6) F5 0.0235(8) 0.0232(8) 0.0325(9) 0.0069(7) 0.0166(7) 0.0091(6) F6 0.0264(8) 0.0226(8) 0.0174(7) 0.0000(6) 0.0065(6) 0.0090(6) O2 0.0189(8) 0.0182(9) 0.0182(9) 0.0066(7) 0.0085(7) 0.0093(7) Cu2 0.0170(2) 0.0131(2) 0.0132(2) 0.00259(16) 0.00664(16) 0.00787(16) O3 0.0202(8) 0.0140(8) 0.0173(9) 0.0037(7) 0.0076(7) 0.0072(7) C6 0.0254(13) 0.0237(14) 0.0222(13) 0.0081(11) 0.0118(11) 0.0122(11) F7 0.0614(12) 0.0619(12) 0.0367(10) 0.0335(9) 0.0379(9) 0.0467(10) F8 0.0321(9) 0.0368(10) 0.0220(8) 0.0130(7) 0.0034(7) 0.0095(7) F9 0.0435(10) 0.0189(8) 0.0322(9) 0.0112(7) 0.0093(8) 0.0061(7) C7 0.0170(11) 0.0169(12) 0.0148(12) 0.0016(10) 0.0042(10) 0.0045(9) C8 0.0214(12) 0.0211(13) 0.0183(12) 0.0046(10) 0.0094(10) 0.0094(10) C9 0.0152(11) 0.0120(11) 0.0163(12) -0.0022(9) 0.0025(9) 0.0042(9) C10 0.0214(12) 0.0177(13) 0.0186(13) 0.0026(10) 0.0087(10) 0.0089(10) F10 0.0319(8) 0.0288(9) 0.0321(9) 0.0116(7) 0.0212(7) 0.0197(7) F11 0.0287(8) 0.0155(7) 0.0327(9) 0.0036(6) 0.0123(7) 0.0110(6) F12 0.0256(8) 0.0309(9) 0.0212(8) 0.0015(6) 0.0021(6) 0.0180(7) O4 0.0173(8) 0.0157(8) 0.0157(8) 0.0023(7) 0.0067(7) 0.0083(7) O01 0.0170(8) 0.0170(9) 0.0151(8) 0.0034(7) 0.0052(7) 0.0080(7) N1 0.0196(10) 0.0149(10) 0.0144(10) 0.0033(8) 0.0069(8) 0.0071(8) C01 0.0249(13) 0.0118(12) 0.0172(12) 0.0049(9) 0.0078(10) 0.0075(9) C02 0.0251(13) 0.0127(12) 0.0211(13) 0.0025(10) 0.0080(11) 0.0067(10) C03 0.0277(13) 0.0184(13) 0.0215(13) 0.0039(10) 0.0132(11) 0.0069(10) C04 0.0259(13) 0.0114(12) 0.0169(12) 0.0026(9) 0.0064(10) 0.0060(10) C05 0.0243(13) 0.0200(13) 0.0256(14) 0.0032(11) 0.0090(11) 0.0107(10) C06 0.0374(15) 0.0197(13) 0.0223(14) 0.0092(11) 0.0085(12) 0.0135(11) N2 0.0249(11) 0.0140(10) 0.0154(10) 0.0020(8) 0.0029(9) 0.0070(8) O02 0.0309(10) 0.0189(9) 0.0221(10) 0.0015(8) -0.0031(8) 0.0094(8) C07 0.0221(12) 0.0151(12) 0.0135(12) 0.0035(9) 0.0075(10) 0.0085(9) C08 0.0207(12) 0.0147(12) 0.0142(12) 0.0031(9) 0.0064(10) 0.0076(9) C09 0.0204(12) 0.0152(12) 0.0166(12) 0.0045(9) 0.0065(10) 0.0082(9) N3 0.0185(10) 0.0173(10) 0.0138(10) 0.0022(8) 0.0037(8) 0.0072(8) N4 0.0189(10) 0.0134(10) 0.0149(10) 0.0015(8) 0.0044(8) 0.0072(8) C041 0.0239(13) 0.0118(12) 0.0262(14) 0.0023(10) 0.0017(11) 0.0095(10) C042 0.0236(12) 0.0147(12) 0.0160(12) 0.0031(10) 0.0071(10) 0.0087(10) C043 0.0249(13) 0.0160(12) 0.0218(13) 0.0059(10) 0.0069(11) 0.0106(10) C044 0.0320(14) 0.0220(14) 0.0217(14) 0.0023(11) 0.0052(11) 0.0171(11) C010 0.0204(12) 0.0135(11) 0.0127(11) 0.0010(9) 0.0054(10) 0.0057(9) C1A 0.031(3) 0.022(3) 0.024(3) 0.008(2) 0.012(3) 0.012(3) C2A 0.022(4) 0.017(5) 0.019(3) 0.003(4) 0.010(3) 0.008(4) C3A 0.024(3) 0.024(3) 0.018(3) -0.004(2) 0.006(2) 0.008(3) C4A 0.031(4) 0.022(4) 0.017(3) 0.004(3) 0.004(3) 0.014(3) C5A 0.035(3) 0.025(3) 0.019(3) 0.006(2) 0.009(2) 0.014(3) C6A 0.021(4) 0.021(5) 0.012(3) 0.001(4) 0.010(3) 0.008(3) C7A 0.026(3) 0.017(3) 0.016(3) -0.001(2) 0.008(2) 0.011(3) C8A 0.034(5) 0.022(4) 0.031(4) 0.009(4) 0.013(4) 0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. Solvent molecule - o-xylene - is disordered. ; 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 1.9627(16) 2_656 ? Cu1 O2 1.9627(16) . ? Cu1 O01 2.0025(16) . ? Cu1 O01 2.0025(16) 2_656 ? Cu1 O1 2.3006(17) . ? Cu1 O1 2.3006(17) 2_656 ? O1 C2 1.236(3) . ? C1 F3 1.334(3) . ? C1 F2 1.341(3) . ? C1 F1 1.342(3) . ? C1 C2 1.543(3) . ? C2 C3 1.419(3) . ? C3 C4 1.377(3) . ? C4 O2 1.272(3) . ? C4 C5 1.538(3) . ? C5 F6 1.339(3) . ? C5 F5 1.340(3) . ? C5 F4 1.340(3) . ? Cu2 O4 1.9568(16) . ? Cu2 O4 1.9569(16) 2_545 ? Cu2 O3 1.9724(16) 2_545 ? Cu2 O3 1.9724(16) . ? Cu2 N3 2.388(2) 2_545 ? Cu2 N3 2.388(2) . ? O3 C7 1.257(3) . ? C6 F8 1.332(3) . ? C6 F7 1.332(3) . ? C6 F9 1.336(3) . ? C6 C7 1.534(3) . ? C7 C8 1.401(3) . ? C8 C9 1.394(3) . ? C9 O4 1.257(3) . ? C9 C10 1.539(3) . ? C10 F11 1.331(3) . ? C10 F12 1.338(3) . ? C10 F10 1.340(3) . ? O01 N1 1.310(3) . ? N1 C07 1.330(3) . ? N1 C01 1.506(3) . ? C01 C02 1.524(3) . ? C01 C03 1.540(3) . ? C01 C04 1.549(3) . ? C04 N2 1.509(3) . ? C04 C06 1.531(3) . ? C04 C05 1.531(3) . ? N2 O02 1.264(3) . ? N2 C07 1.368(3) . ? C07 C08 1.439(3) . ? C08 C010 1.395(3) . ? C08 C09 1.404(3) . ? C09 N3 1.330(3) . ? N3 N4 1.364(3) . ? N4 C010 1.338(3) . ? N4 C041 1.469(3) . ? C041 C042 1.501(3) . ? C042 C043 1.533(3) . ? C043 C044 1.524(4) . ? C1A C5A 0.956(7) 2_655 n C1A C6A 1.175(9) 2_655 n C1A C2A 1.505(7) . ? C2A C6A 0.515(8) 2_655 n C2A C7A 1.083(9) 2_655 n C2A C5A 1.376(9) 2_655 n C2A C3A 1.395(8) . ? C2A C7A 1.408(9) . ? C2A C2A 1.904(15) 2_655 n C3A C7A 0.856(6) 2_655 n C3A C8A 1.132(9) 2_655 n C3A C6A 1.386(9) 2_655 n C3A C4A 1.393(7) . ? C4A C8A 0.612(7) 2_655 n C4A C7A 1.385(9) 2_655 n C4A C5A 1.407(7) . ? C5A C1A 0.956(7) 2_655 n C5A C2A 1.376(9) 2_655 n C5A C6A 1.384(7) . ? C5A C7A 1.840(8) 2_655 n C5A C8A 2.009(8) 2_655 n C6A C2A 0.515(8) 2_655 n C6A C1A 1.175(9) 2_655 n C6A C3A 1.386(9) 2_655 n C6A C7A 1.388(7) . ? C6A C7A 1.906(10) 2_655 n C7A C3A 0.856(6) 2_655 n C7A C2A 1.083(9) 2_655 n C7A C4A 1.385(9) 2_655 n C7A C8A 1.496(7) . ? C7A C7A 1.639(12) 2_655 n C7A C5A 1.840(8) 2_655 n C7A C6A 1.906(10) 2_655 n C8A C4A 0.612(7) 2_655 n C8A C3A 1.132(9) 2_655 n C8A C5A 2.009(8) 2_655 n 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 O2 180.0 2_656 . ? O2 Cu1 O01 82.87(6) 2_656 . ? O2 Cu1 O01 97.12(6) . . ? O2 Cu1 O01 97.12(6) 2_656 2_656 ? O2 Cu1 O01 82.88(6) . 2_656 ? O01 Cu1 O01 180.0 . 2_656 ? O2 Cu1 O1 95.37(6) 2_656 . ? O2 Cu1 O1 84.64(6) . . ? O01 Cu1 O1 94.06(6) . . ? O01 Cu1 O1 85.94(6) 2_656 . ? O2 Cu1 O1 84.64(6) 2_656 2_656 ? O2 Cu1 O1 95.36(6) . 2_656 ? O01 Cu1 O1 85.94(6) . 2_656 ? O01 Cu1 O1 94.05(6) 2_656 2_656 ? O1 Cu1 O1 180.0 . 2_656 ? C2 O1 Cu1 120.95(15) . . ? F3 C1 F2 107.28(19) . . ? F3 C1 F1 107.4(2) . . ? F2 C1 F1 107.0(2) . . ? F3 C1 C2 114.1(2) . . ? F2 C1 C2 110.7(2) . . ? F1 C1 C2 110.04(19) . . ? O1 C2 C3 127.9(2) . . ? O1 C2 C1 114.5(2) . . ? C3 C2 C1 117.5(2) . . ? C4 C3 C2 121.7(2) . . ? O2 C4 C3 130.4(2) . . ? O2 C4 C5 111.6(2) . . ? C3 C4 C5 118.0(2) . . ? F6 C5 F5 106.94(19) . . ? F6 C5 F4 107.07(19) . . ? F5 C5 F4 107.18(19) . . ? F6 C5 C4 110.12(19) . . ? F5 C5 C4 114.0(2) . . ? F4 C5 C4 111.20(19) . . ? C4 O2 Cu1 125.90(15) . . ? O4 Cu2 O4 180.0 . 2_545 ? O4 Cu2 O3 87.80(7) . 2_545 ? O4 Cu2 O3 92.20(7) 2_545 2_545 ? O4 Cu2 O3 92.20(7) . . ? O4 Cu2 O3 87.80(7) 2_545 . ? O3 Cu2 O3 180.0 2_545 . ? O4 Cu2 N3 84.35(7) . 2_545 ? O4 Cu2 N3 95.65(7) 2_545 2_545 ? O3 Cu2 N3 90.29(7) 2_545 2_545 ? O3 Cu2 N3 89.70(7) . 2_545 ? O4 Cu2 N3 95.65(7) . . ? O4 Cu2 N3 84.35(7) 2_545 . ? O3 Cu2 N3 89.71(7) 2_545 . ? O3 Cu2 N3 90.29(7) . . ? N3 Cu2 N3 180.0 2_545 . ? C7 O3 Cu2 123.82(15) . . ? F8 C6 F7 107.9(2) . . ? F8 C6 F9 106.8(2) . . ? F7 C6 F9 107.1(2) . . ? F8 C6 C7 110.7(2) . . ? F7 C6 C7 113.4(2) . . ? F9 C6 C7 110.7(2) . . ? O3 C7 C8 128.7(2) . . ? O3 C7 C6 113.0(2) . . ? C8 C7 C6 118.4(2) . . ? C9 C8 C7 120.6(2) . . ? O4 C9 C8 129.2(2) . . ? O4 C9 C10 112.1(2) . . ? C8 C9 C10 118.7(2) . . ? F11 C10 F12 107.48(19) . . ? F11 C10 F10 107.67(19) . . ? F12 C10 F10 107.40(19) . . ? F11 C10 C9 109.75(19) . . ? F12 C10 C9 110.78(19) . . ? F10 C10 C9 113.5(2) . . ? C9 O4 Cu2 123.83(15) . . ? N1 O01 Cu1 126.10(13) . . ? O01 N1 C07 124.3(2) . . ? O01 N1 C01 121.54(18) . . ? C07 N1 C01 112.07(19) . . ? N1 C01 C02 110.88(19) . . ? N1 C01 C03 105.48(19) . . ? C02 C01 C03 109.6(2) . . ? N1 C01 C04 100.49(18) . . ? C02 C01 C04 114.9(2) . . ? C03 C01 C04 114.7(2) . . ? N2 C04 C06 109.1(2) . . ? N2 C04 C05 105.92(19) . . ? C06 C04 C05 110.6(2) . . ? N2 C04 C01 100.61(18) . . ? C06 C04 C01 115.8(2) . . ? C05 C04 C01 113.8(2) . . ? O02 N2 C07 125.5(2) . . ? O02 N2 C04 122.88(19) . . ? C07 N2 C04 111.25(19) . . ? N1 C07 N2 108.6(2) . . ? N1 C07 C08 126.9(2) . . ? N2 C07 C08 124.4(2) . . ? C010 C08 C09 104.9(2) . . ? C010 C08 C07 126.7(2) . . ? C09 C08 C07 128.3(2) . . ? N3 C09 C08 111.0(2) . . ? C09 N3 N4 105.27(19) . . ? C09 N3 Cu2 124.22(16) . . ? N4 N3 Cu2 129.60(14) . . ? C010 N4 N3 112.16(19) . . ? C010 N4 C041 129.2(2) . . ? N3 N4 C041 118.60(19) . . ? N4 C041 C042 113.9(2) . . ? C041 C042 C043 109.9(2) . . ? C044 C043 C042 113.7(2) . . ? N4 C010 C08 106.7(2) . . ? C5A C1A C6A 80.3(5) 2_655 2_655 ? C5A C1A C2A 63.4(5) 2_655 . ? C6A C1A C2A 17.1(4) 2_655 . ? C6A C2A C7A 116.1(16) 2_655 2_655 ? C6A C2A C5A 80.1(14) 2_655 2_655 ? C7A C2A C5A 163.8(8) 2_655 2_655 ? C6A C2A C3A 78.3(14) 2_655 . ? C7A C2A C3A 37.8(4) 2_655 . ? C5A C2A C3A 158.3(7) 2_655 . ? C6A C2A C7A 162.8(16) 2_655 . ? C7A C2A C7A 81.1(7) 2_655 . ? C5A C2A C7A 82.7(5) 2_655 . ? C3A C2A C7A 118.9(7) . . ? C6A C2A C1A 42.1(12) 2_655 . ? C7A C2A C1A 157.5(8) 2_655 . ? C5A C2A C1A 38.4(3) 2_655 . ? C3A C2A C1A 120.2(6) . . ? C7A C2A C1A 120.9(6) . . ? C6A C2A C2A 163.0(17) 2_655 2_655 ? C7A C2A C2A 47.0(5) 2_655 2_655 ? C5A C2A C2A 116.9(7) 2_655 2_655 ? C3A C2A C2A 84.7(6) . 2_655 ? C7A C2A C2A 34.2(4) . 2_655 ? C1A C2A C2A 154.8(7) . 2_655 ? C7A C3A C8A 96.6(7) 2_655 2_655 ? C7A C3A C6A 72.2(5) 2_655 2_655 ? C8A C3A C6A 168.0(7) 2_655 2_655 ? C7A C3A C4A 71.6(6) 2_655 . ? C8A C3A C4A 25.5(4) 2_655 . ? C6A C3A C4A 143.8(7) 2_655 . ? C7A C3A C2A 50.9(5) 2_655 . ? C8A C3A C2A 147.3(7) 2_655 . ? C6A C3A C2A 21.3(3) 2_655 . ? C4A C3A C2A 122.4(7) . . ? C8A C4A C7A 88.1(11) 2_655 2_655 ? C8A C4A C3A 52.7(10) 2_655 . ? C7A C4A C3A 35.9(3) 2_655 . ? C8A C4A C5A 168.0(16) 2_655 . ? C7A C4A C5A 82.4(5) 2_655 . ? C3A C4A C5A 118.3(6) . . ? C1A C5A C2A 78.1(5) 2_655 2_655 ? C1A C5A C6A 56.8(5) 2_655 . ? C2A C5A C6A 21.5(4) 2_655 . ? C1A C5A C4A 171.3(7) 2_655 . ? C2A C5A C4A 97.6(6) 2_655 . ? C6A C5A C4A 119.1(6) . . ? C1A C5A C7A 127.2(6) 2_655 2_655 ? C2A C5A C7A 49.4(4) 2_655 2_655 ? C6A C5A C7A 70.9(4) . 2_655 ? C4A C5A C7A 48.3(4) . 2_655 ? C1A C5A C8A 171.2(6) 2_655 2_655 ? C2A C5A C8A 94.8(5) 2_655 2_655 ? C6A C5A C8A 116.3(5) . 2_655 ? C4A C5A C8A 3.6(5) . 2_655 ? C7A C5A C8A 45.5(3) 2_655 2_655 ? C2A C6A C1A 120.9(16) 2_655 2_655 ? C2A C6A C5A 78.4(14) 2_655 . ? C1A C6A C5A 42.9(4) 2_655 . ? C2A C6A C3A 80.4(14) 2_655 2_655 ? C1A C6A C3A 158.2(8) 2_655 2_655 ? C5A C6A C3A 158.8(7) . 2_655 ? C2A C6A C7A 44.5(12) 2_655 . ? C1A C6A C7A 164.4(7) 2_655 . ? C5A C6A C7A 122.9(6) . . ? C3A C6A C7A 35.9(3) 2_655 . ? C2A C6A C7A 12.6(12) 2_655 2_655 ? C1A C6A C7A 108.4(6) 2_655 2_655 ? C5A C6A C7A 65.8(4) . 2_655 ? C3A C6A C7A 93.0(5) 2_655 2_655 ? C7A C6A C7A 57.1(5) . 2_655 ? C3A C7A C2A 91.3(6) 2_655 2_655 ? C3A C7A C4A 72.5(6) 2_655 2_655 ? C2A C7A C4A 163.8(7) 2_655 2_655 ? C3A C7A C6A 71.9(6) 2_655 . ? C2A C7A C6A 19.5(5) 2_655 . ? C4A C7A C6A 144.4(6) 2_655 . ? C3A C7A C2A 169.3(7) 2_655 . ? C2A C7A C2A 98.9(7) 2_655 . ? C4A C7A C2A 97.2(5) 2_655 . ? C6A C7A C2A 118.3(6) . . ? C3A C7A C8A 48.8(5) 2_655 . ? C2A C7A C8A 140.0(7) 2_655 . ? C4A C7A C8A 24.1(3) 2_655 . ? C6A C7A C8A 120.5(6) . . ? C2A C7A C8A 121.2(5) . . ? C3A C7A C7A 149.3(8) 2_655 2_655 ? C2A C7A C7A 58.1(6) 2_655 2_655 ? C4A C7A C7A 137.9(6) 2_655 2_655 ? C6A C7A C7A 77.6(5) . 2_655 ? C2A C7A C7A 40.8(4) . 2_655 ? C8A C7A C7A 161.9(6) . 2_655 ? C3A C7A C5A 121.8(6) 2_655 2_655 ? C2A C7A C5A 146.7(7) 2_655 2_655 ? C4A C7A C5A 49.3(3) 2_655 2_655 ? C6A C7A C5A 166.2(5) . 2_655 ? C2A C7A C5A 47.9(4) . 2_655 ? C8A C7A C5A 73.3(4) . 2_655 ? C7A C7A C5A 88.6(4) 2_655 2_655 ? C3A C7A C6A 164.9(7) 2_655 2_655 ? C2A C7A C6A 103.4(7) 2_655 2_655 ? C4A C7A C6A 92.6(5) 2_655 2_655 ? C6A C7A C6A 122.9(5) . 2_655 ? C2A C7A C6A 4.6(4) . 2_655 ? C8A C7A C6A 116.6(5) . 2_655 ? C7A C7A C6A 45.3(3) 2_655 2_655 ? C5A C7A C6A 43.3(3) 2_655 2_655 ? C4A C8A C3A 101.8(13) 2_655 2_655 ? C4A C8A C7A 67.8(11) 2_655 . ? C3A C8A C7A 34.6(4) 2_655 . ? C4A C8A C5A 8.4(11) 2_655 2_655 ? C3A C8A C5A 95.8(5) 2_655 2_655 ? C7A C8A C5A 61.3(3) . 2_655 ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.848 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.076 #===END data_oX100 _database_code_depnum_ccdc_archive 'CCDC 725424' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cu F12 N4 O6' _chemical_formula_weight 810.10 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.086(3) _cell_length_b 12.989(4) _cell_length_c 13.689(5) _cell_angle_alpha 99.323(6) _cell_angle_beta 103.599(6) _cell_angle_gamma 104.982(5) _cell_volume 1635.7(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5609 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 23.32 _exptl_crystal_description bulk _exptl_crystal_colour black _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.645 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 0.784 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 6793 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 23.32 _reflns_number_total 4621 _reflns_number_gt 4317 _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. We used restraints for refinment of solvent molecule becuase of it's disorder (it is situated near the center of inversion. ; _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^)+(0.0476P)^2^+1.1236P] 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 4621 _refine_ls_number_parameters 499 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0332 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0872 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 0.5000 0.0000 0.5000 0.01437(12) Uani 1 2 d S . . O1 O 0.31972(18) -0.16128(14) 0.45399(13) 0.0243(4) Uani 1 1 d . . . C1 C 0.1153(3) -0.2892(2) 0.4620(2) 0.0272(6) Uani 1 1 d . . . F1 F 0.0400(2) -0.31893(14) 0.36245(13) 0.0501(5) Uani 1 1 d . . . F2 F 0.18936(18) -0.35904(13) 0.47739(14) 0.0432(4) Uani 1 1 d . . . F3 F 0.02266(17) -0.30428(12) 0.51602(13) 0.0363(4) Uani 1 1 d . . . C2 C 0.2159(3) -0.1713(2) 0.48804(18) 0.0208(5) Uani 1 1 d . . . C3 C 0.1782(3) -0.0885(2) 0.54380(18) 0.0210(5) Uani 1 1 d . . . H3A H 0.0994 -0.1088 0.5711 0.025 Uiso 1 1 calc R . . C4 C 0.2505(2) 0.0203(2) 0.56030(18) 0.0189(5) Uani 1 1 d . . . C5 C 0.2017(3) 0.1043(2) 0.62181(19) 0.0229(6) Uani 1 1 d . . . F4 F 0.18371(16) 0.18181(12) 0.57205(12) 0.0307(4) Uani 1 1 d . . . F5 F 0.07885(16) 0.06152(12) 0.64191(13) 0.0332(4) Uani 1 1 d . . . F6 F 0.30003(16) 0.15443(12) 0.71265(11) 0.0309(4) Uani 1 1 d . . . O2 O 0.35714(17) 0.06603(13) 0.53144(13) 0.0208(4) Uani 1 1 d . . . Cu2 Cu 0.0000 -0.5000 0.0000 0.01564(13) Uani 1 2 d S . . O3 O 0.03078(17) -0.42441(13) -0.10981(12) 0.0190(4) Uani 1 1 d . . . C6 C 0.0993(3) -0.3838(2) -0.2530(2) 0.0266(6) Uani 1 1 d . . . F7 F 0.1743(2) -0.40718(19) -0.31477(15) 0.0635(6) Uani 1 1 d . . . F8 F -0.03536(18) -0.40971(15) -0.30986(13) 0.0446(4) Uani 1 1 d . . . F9 F 0.1437(2) -0.27607(13) -0.21747(13) 0.0464(5) Uani 1 1 d . . . C7 C 0.1103(3) -0.44121(19) -0.16395(18) 0.0201(5) Uani 1 1 d . . . C8 C 0.2029(3) -0.5043(2) -0.15304(19) 0.0232(6) Uani 1 1 d . . . H8A H 0.2571 -0.5104 -0.2007 0.028 Uiso 1 1 calc R . . C9 C 0.2173(2) -0.55825(19) -0.07403(18) 0.0191(5) Uani 1 1 d . . . C10 C 0.3155(3) -0.6303(2) -0.0684(2) 0.0241(6) Uani 1 1 d . . . F10 F 0.39449(18) -0.62012(13) -0.13352(13) 0.0382(4) Uani 1 1 d . . . F11 F 0.23839(16) -0.73466(12) -0.09043(13) 0.0339(4) Uani 1 1 d . . . F12 F 0.40477(16) -0.60734(13) 0.02617(12) 0.0374(4) Uani 1 1 d . . . O4 O 0.15745(17) -0.55957(13) -0.00373(12) 0.0174(4) Uani 1 1 d . . . O01 O 0.47293(16) 0.01766(13) 0.35437(12) 0.0187(4) Uani 1 1 d . . . N1 N 0.3626(2) 0.03664(15) 0.29698(15) 0.0175(4) Uani 1 1 d . . . C01 C 0.3667(3) 0.14917(19) 0.28382(19) 0.0196(5) Uani 1 1 d . . . C02 C 0.4202(3) 0.23069(19) 0.38720(19) 0.0225(5) Uani 1 1 d . . . H02A H 0.5213 0.2390 0.4190 0.034 Uiso 1 1 calc R . . H02B H 0.3635 0.2043 0.4324 0.034 Uiso 1 1 calc R . . H02C H 0.4104 0.3017 0.3773 0.034 Uiso 1 1 calc R . . C03 C 0.4706(3) 0.1776(2) 0.2198(2) 0.0281(6) Uani 1 1 d . . . H03A H 0.5687 0.1897 0.2621 0.042 Uiso 1 1 calc R . . H03B H 0.4641 0.2444 0.1972 0.042 Uiso 1 1 calc R . . H03C H 0.4455 0.1170 0.1592 0.042 Uiso 1 1 calc R . . C04 C 0.2079(3) 0.12823(19) 0.22496(19) 0.0214(5) Uani 1 1 d . . . C05 C 0.1141(3) 0.1411(2) 0.2957(2) 0.0279(6) Uani 1 1 d . . . H05A H 0.0152 0.1268 0.2538 0.042 Uiso 1 1 calc R . . H05B H 0.1502 0.2159 0.3392 0.042 Uiso 1 1 calc R . . H05C H 0.1167 0.0887 0.3398 0.042 Uiso 1 1 calc R . . C06 C 0.1811(3) 0.1898(2) 0.1408(2) 0.0313(6) Uani 1 1 d . . . H06A H 0.0777 0.1710 0.1084 0.047 Uiso 1 1 calc R . . H06B H 0.2272 0.1693 0.0884 0.047 Uiso 1 1 calc R . . H06C H 0.2212 0.2689 0.1711 0.047 Uiso 1 1 calc R . . N2 N 0.1641(2) 0.00776(16) 0.17666(15) 0.0219(5) Uani 1 1 d . . . O02 O 0.0477(2) -0.04215(14) 0.10572(14) 0.0324(5) Uani 1 1 d . . . C07 C 0.2540(3) -0.04103(19) 0.22633(18) 0.0187(5) Uani 1 1 d . . . C08 C 0.2348(3) -0.15623(19) 0.20255(18) 0.0187(5) Uani 1 1 d . . . C09 C 0.1218(3) -0.23982(19) 0.12838(18) 0.0192(5) Uani 1 1 d . . . H09A H 0.0416 -0.2284 0.0843 0.023 Uiso 1 1 calc R . . N3 N 0.1417(2) -0.33619(16) 0.12787(15) 0.0197(4) Uani 1 1 d . . . N4 N 0.2676(2) -0.31592(15) 0.20200(15) 0.0175(4) Uani 1 1 d . . . C041 C 0.3157(3) -0.4083(2) 0.2247(2) 0.0287(6) Uani 1 1 d . . . H04A H 0.3342 -0.4453 0.1624 0.034 Uiso 1 1 calc R . . H04B H 0.2374 -0.4617 0.2393 0.034 Uiso 1 1 calc R . . C042 C 0.4477(3) -0.37793(19) 0.31386(18) 0.0205(5) Uani 1 1 d . . . H04C H 0.4304 -0.3418 0.3770 0.025 Uiso 1 1 calc R . . H04D H 0.5275 -0.3254 0.2999 0.025 Uiso 1 1 calc R . . C043 C 0.4887(3) -0.4794(2) 0.3310(2) 0.0252(6) Uani 1 1 d . . . H04E H 0.4117 -0.5283 0.3508 0.030 Uiso 1 1 calc R . . H04F H 0.4949 -0.5192 0.2650 0.030 Uiso 1 1 calc R . . C044 C 0.6291(3) -0.4553(2) 0.4133(2) 0.0319(6) Uani 1 1 d . . . H04G H 0.6487 -0.5243 0.4202 0.048 Uiso 1 1 calc R . . H04H H 0.6233 -0.4176 0.4794 0.048 Uiso 1 1 calc R . . H04I H 0.7066 -0.4084 0.3936 0.048 Uiso 1 1 calc R . . C010 C 0.3267(3) -0.20961(19) 0.24738(18) 0.0175(5) Uani 1 1 d . . . H01A H 0.4151 -0.1766 0.3004 0.021 Uiso 1 1 calc R . . C1A C 0.4465(8) -0.1767(5) 0.0403(5) 0.0308(13) Uani 0.50 1 d PD . 1 H1AA H 0.3490 -0.2222 0.0245 0.046 Uiso 0.50 1 d PR . 1 H1AB H 0.4967 -0.2138 0.0027 0.046 Uiso 0.50 1 d PR . 1 H1AC H 0.4923 -0.1623 0.1132 0.046 Uiso 0.50 1 d PR . 1 C2A C 0.4547(8) -0.0687(8) 0.0109(9) 0.019(3) Uani 0.50 1 d PD . 1 C3A C 0.3280(9) -0.0514(5) -0.0401(4) 0.0270(15) Uani 0.50 1 d PD . 1 H3AA H 0.2376 -0.1061 -0.0519 0.032 Uiso 0.50 1 d PR . 1 C4A C 0.3288(9) 0.0422(6) -0.0765(7) 0.030(2) Uani 0.50 1 d PD . 1 H4AA H 0.2403 0.0533 -0.1097 0.036 Uiso 0.50 1 d PR . 1 C5A C 0.4597(6) 0.1213(5) -0.0613(4) 0.0292(13) Uani 0.50 1 d PD . 1 H5AA H 0.4623 0.1847 -0.0893 0.035 Uiso 0.50 1 d PR . 1 C6A C 0.5859(10) 0.1058(8) -0.0086(9) 0.024(3) Uani 0.50 1 d PD . 1 H6AA H 0.6751 0.1624 0.0048 0.029 Uiso 0.50 1 d PR . 1 C7A C 0.5839(9) 0.0113(5) 0.0272(5) 0.0243(14) Uani 0.50 1 d PD . 1 C8A C 0.7225(8) -0.0015(8) 0.0844(8) 0.033(2) Uani 0.50 1 d PD . 1 H8AA H 0.8015 0.0606 0.0882 0.050 Uiso 0.50 1 d PR . 1 H8AB H 0.7192 -0.0065 0.1530 0.050 Uiso 0.50 1 d PR . 1 H8AC H 0.7349 -0.0672 0.0496 0.050 Uiso 0.50 1 d PR . 1 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 0.0141(2) 0.0145(2) 0.0139(2) 0.00298(16) 0.00299(16) 0.00457(16) O1 0.0244(10) 0.0287(10) 0.0200(9) 0.0052(7) 0.0074(8) 0.0080(8) C1 0.0291(15) 0.0255(14) 0.0236(14) 0.0046(11) 0.0012(12) 0.0093(12) F1 0.0570(11) 0.0381(10) 0.0283(10) 0.0003(8) -0.0090(8) -0.0065(8) F2 0.0425(10) 0.0255(9) 0.0652(12) 0.0127(8) 0.0155(9) 0.0157(7) F3 0.0329(9) 0.0256(8) 0.0507(10) 0.0114(7) 0.0165(8) 0.0039(7) C2 0.0205(13) 0.0266(14) 0.0143(12) 0.0083(10) 0.0010(10) 0.0072(11) C3 0.0194(13) 0.0239(14) 0.0199(13) 0.0070(10) 0.0059(10) 0.0057(10) C4 0.0153(12) 0.0258(14) 0.0157(12) 0.0083(10) 0.0012(10) 0.0072(10) C5 0.0180(13) 0.0231(13) 0.0268(14) 0.0085(11) 0.0044(11) 0.0054(11) F4 0.0339(9) 0.0286(8) 0.0388(9) 0.0147(7) 0.0144(7) 0.0177(7) F5 0.0272(8) 0.0299(8) 0.0495(10) 0.0099(7) 0.0231(7) 0.0094(7) F6 0.0329(9) 0.0324(9) 0.0233(8) 0.0008(7) 0.0052(7) 0.0093(7) O2 0.0188(9) 0.0233(9) 0.0249(9) 0.0120(7) 0.0080(7) 0.0087(7) Cu2 0.0176(2) 0.0149(2) 0.0161(2) 0.00302(16) 0.00601(17) 0.00732(17) O3 0.0216(9) 0.0169(9) 0.0199(9) 0.0042(7) 0.0079(7) 0.0067(7) C6 0.0312(15) 0.0285(15) 0.0288(15) 0.0103(12) 0.0163(13) 0.0146(12) F7 0.0988(16) 0.0952(16) 0.0582(12) 0.0565(12) 0.0605(12) 0.0760(14) F8 0.0420(10) 0.0542(11) 0.0320(9) 0.0223(8) 0.0011(8) 0.0067(8) F9 0.0636(12) 0.0272(9) 0.0446(10) 0.0180(8) 0.0110(9) 0.0061(8) C7 0.0223(13) 0.0155(12) 0.0199(13) 0.0019(10) 0.0055(11) 0.0038(10) C8 0.0260(14) 0.0249(14) 0.0228(13) 0.0038(11) 0.0125(11) 0.0108(11) C9 0.0163(12) 0.0144(12) 0.0205(13) -0.0033(10) 0.0024(10) 0.0020(10) C10 0.0258(14) 0.0244(14) 0.0254(14) 0.0040(11) 0.0109(12) 0.0113(11) F10 0.0432(10) 0.0424(10) 0.0514(10) 0.0199(8) 0.0327(8) 0.0286(8) F11 0.0362(9) 0.0183(8) 0.0508(10) 0.0050(7) 0.0161(8) 0.0134(7) F12 0.0338(9) 0.0468(10) 0.0329(9) 0.0023(7) 0.0014(7) 0.0269(8) O4 0.0185(8) 0.0178(9) 0.0168(8) 0.0019(7) 0.0061(7) 0.0073(7) O01 0.0167(8) 0.0206(9) 0.0185(9) 0.0033(7) 0.0040(7) 0.0069(7) N1 0.0191(11) 0.0150(10) 0.0191(10) 0.0037(8) 0.0056(9) 0.0065(8) C01 0.0257(13) 0.0121(12) 0.0220(13) 0.0043(10) 0.0088(11) 0.0056(10) C02 0.0271(14) 0.0153(12) 0.0234(13) 0.0033(10) 0.0057(11) 0.0057(10) C03 0.0341(15) 0.0229(14) 0.0308(15) 0.0078(11) 0.0184(12) 0.0059(11) C04 0.0292(14) 0.0121(12) 0.0217(13) 0.0032(10) 0.0045(11) 0.0076(10) C05 0.0260(14) 0.0257(14) 0.0326(15) 0.0067(11) 0.0075(12) 0.0100(11) C06 0.0437(17) 0.0230(14) 0.0282(15) 0.0107(12) 0.0063(13) 0.0127(12) N2 0.0249(12) 0.0169(11) 0.0200(11) 0.0031(9) -0.0001(9) 0.0064(9) O02 0.0330(11) 0.0231(10) 0.0300(11) 0.0029(8) -0.0081(9) 0.0078(8) C07 0.0217(13) 0.0158(12) 0.0178(12) 0.0025(10) 0.0049(10) 0.0058(10) C08 0.0220(13) 0.0163(12) 0.0179(13) 0.0042(10) 0.0058(10) 0.0059(10) C09 0.0208(13) 0.0173(13) 0.0187(13) 0.0036(10) 0.0037(10) 0.0068(10) N3 0.0194(11) 0.0163(11) 0.0195(11) 0.0016(8) 0.0015(9) 0.0045(8) N4 0.0199(10) 0.0141(10) 0.0169(10) 0.0017(8) 0.0028(8) 0.0062(8) C041 0.0292(15) 0.0162(13) 0.0353(16) 0.0028(11) -0.0011(12) 0.0096(11) C042 0.0247(13) 0.0181(13) 0.0189(13) 0.0032(10) 0.0064(10) 0.0078(10) C043 0.0284(14) 0.0205(13) 0.0289(14) 0.0092(11) 0.0067(12) 0.0106(11) C044 0.0398(16) 0.0292(15) 0.0282(15) 0.0041(12) 0.0035(12) 0.0208(13) C010 0.0189(12) 0.0158(12) 0.0155(12) 0.0015(10) 0.0038(10) 0.0038(10) C1A 0.036(4) 0.027(4) 0.037(4) 0.011(3) 0.017(3) 0.015(3) C2A 0.018(5) 0.019(6) 0.016(3) -0.003(4) 0.005(4) 0.003(6) C3A 0.028(4) 0.027(3) 0.024(3) -0.001(3) 0.005(3) 0.012(4) C4A 0.026(5) 0.037(6) 0.025(3) 0.003(4) 0.005(4) 0.010(4) C5A 0.048(4) 0.031(4) 0.021(3) 0.011(3) 0.013(3) 0.025(4) C6A 0.019(5) 0.024(6) 0.021(4) -0.004(5) 0.006(4) 0.001(5) C7A 0.026(5) 0.033(4) 0.017(3) 0.005(3) 0.005(3) 0.018(5) C8A 0.028(5) 0.033(6) 0.042(4) 0.011(5) 0.010(4) 0.014(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 1.9514(17) . ? Cu1 O2 1.9514(17) 2_656 ? Cu1 O01 2.0064(17) 2_656 ? Cu1 O01 2.0064(17) . ? Cu1 O1 2.2707(18) . ? Cu1 O1 2.2707(18) 2_656 ? O1 C2 1.228(3) . ? C1 F3 1.317(3) . ? C1 F2 1.327(3) . ? C1 F1 1.332(3) . ? C1 C2 1.534(4) . ? C2 C3 1.403(4) . ? C3 C4 1.367(4) . ? C4 O2 1.269(3) . ? C4 C5 1.522(4) . ? C5 F4 1.330(3) . ? C5 F5 1.332(3) . ? C5 F6 1.333(3) . ? Cu2 O4 1.9452(16) 2_545 ? Cu2 O4 1.9452(16) . ? Cu2 O3 1.9646(17) . ? Cu2 O3 1.9647(17) 2_545 ? Cu2 N3 2.383(2) . ? Cu2 N3 2.383(2) 2_545 ? O3 C7 1.248(3) . ? C6 F7 1.309(3) . ? C6 F8 1.321(3) . ? C6 F9 1.322(3) . ? C6 C7 1.526(4) . ? C7 C8 1.391(3) . ? C8 C9 1.381(4) . ? C9 O4 1.250(3) . ? C9 C10 1.527(3) . ? C10 F11 1.321(3) . ? C10 F10 1.328(3) . ? C10 F12 1.328(3) . ? O01 N1 1.308(3) . ? N1 C07 1.329(3) . ? N1 C01 1.493(3) . ? C01 C02 1.508(3) . ? C01 C03 1.529(3) . ? C01 C04 1.544(3) . ? C04 N2 1.500(3) . ? C04 C06 1.518(3) . ? C04 C05 1.523(4) . ? N2 O02 1.268(3) . ? N2 C07 1.354(3) . ? C07 C08 1.430(3) . ? C08 C010 1.385(3) . ? C08 C09 1.403(3) . ? C09 N3 1.317(3) . ? N3 N4 1.359(3) . ? N4 C010 1.331(3) . ? N4 C041 1.457(3) . ? C041 C042 1.492(4) . ? C042 C043 1.516(3) . ? C043 C044 1.510(4) . ? C1A C5A 0.974(7) 2_655 ? C1A C6A 1.168(9) 2_655 ? C1A C2A 1.510(8) . ? C2A C6A 0.537(11) 2_655 ? C2A C7A 1.076(9) 2_655 ? C2A C5A 1.366(11) 2_655 ? C2A C7A 1.383(12) . ? C2A C3A 1.396(8) . ? C2A C2A 1.89(2) 2_655 ? C3A C7A 0.866(7) 2_655 ? C3A C8A 1.126(11) 2_655 ? C3A C6A 1.376(10) 2_655 ? C3A C4A 1.385(8) . ? C4A C8A 0.611(8) 2_655 ? C4A C7A 1.379(13) 2_655 ? C4A C5A 1.394(8) . ? C5A C1A 0.974(7) 2_655 ? C5A C2A 1.366(11) 2_655 ? C5A C6A 1.388(8) . ? C5A C7A 1.828(9) 2_655 ? C5A C8A 1.997(10) 2_655 ? C6A C2A 0.537(11) 2_655 ? C6A C1A 1.168(9) 2_655 ? C6A C3A 1.376(10) 2_655 ? C6A C7A 1.390(8) . ? C6A C7A 1.906(12) 2_655 ? C7A C3A 0.866(7) 2_655 ? C7A C2A 1.076(9) 2_655 ? C7A C4A 1.379(13) 2_655 ? C7A C8A 1.498(8) . ? C7A C7A 1.607(17) 2_655 ? C7A C5A 1.828(9) 2_655 ? C7A C6A 1.906(12) 2_655 ? C8A C4A 0.611(8) 2_655 ? C8A C3A 1.126(11) 2_655 ? C8A C5A 1.997(10) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O2 180.00(4) . 2_656 ? O2 Cu1 O01 82.53(6) . 2_656 ? O2 Cu1 O01 97.46(6) 2_656 2_656 ? O2 Cu1 O01 97.47(6) . . ? O2 Cu1 O01 82.54(6) 2_656 . ? O01 Cu1 O01 180.00(16) 2_656 . ? O2 Cu1 O1 85.09(7) . . ? O2 Cu1 O1 94.90(7) 2_656 . ? O01 Cu1 O1 86.04(6) 2_656 . ? O01 Cu1 O1 93.96(6) . . ? O2 Cu1 O1 94.91(7) . 2_656 ? O2 Cu1 O1 85.09(7) 2_656 2_656 ? O01 Cu1 O1 93.96(6) 2_656 2_656 ? O01 Cu1 O1 86.04(6) . 2_656 ? O1 Cu1 O1 180.0 . 2_656 ? C2 O1 Cu1 121.18(16) . . ? F3 C1 F2 107.1(2) . . ? F3 C1 F1 107.2(2) . . ? F2 C1 F1 107.0(2) . . ? F3 C1 C2 114.4(2) . . ? F2 C1 C2 110.9(2) . . ? F1 C1 C2 109.9(2) . . ? O1 C2 C3 127.9(2) . . ? O1 C2 C1 114.4(2) . . ? C3 C2 C1 117.7(2) . . ? C4 C3 C2 122.4(2) . . ? O2 C4 C3 129.8(2) . . ? O2 C4 C5 111.6(2) . . ? C3 C4 C5 118.6(2) . . ? F4 C5 F5 107.02(19) . . ? F4 C5 F6 107.0(2) . . ? F5 C5 F6 106.9(2) . . ? F4 C5 C4 111.2(2) . . ? F5 C5 C4 113.8(2) . . ? F6 C5 C4 110.52(19) . . ? C4 O2 Cu1 126.03(15) . . ? O4 Cu2 O4 180.0 2_545 . ? O4 Cu2 O3 87.80(7) 2_545 . ? O4 Cu2 O3 92.19(7) . . ? O4 Cu2 O3 92.20(7) 2_545 2_545 ? O4 Cu2 O3 87.80(7) . 2_545 ? O3 Cu2 O3 180.0 . 2_545 ? O4 Cu2 N3 84.38(7) 2_545 . ? O4 Cu2 N3 95.62(7) . . ? O3 Cu2 N3 90.18(7) . . ? O3 Cu2 N3 89.82(7) 2_545 . ? O4 Cu2 N3 95.62(7) 2_545 2_545 ? O4 Cu2 N3 84.38(7) . 2_545 ? O3 Cu2 N3 89.82(7) . 2_545 ? O3 Cu2 N3 90.18(7) 2_545 2_545 ? N3 Cu2 N3 180.0 . 2_545 ? C7 O3 Cu2 123.82(15) . . ? F7 C6 F8 107.6(2) . . ? F7 C6 F9 107.4(2) . . ? F8 C6 F9 106.2(2) . . ? F7 C6 C7 113.7(2) . . ? F8 C6 C7 110.9(2) . . ? F9 C6 C7 110.7(2) . . ? O3 C7 C8 128.5(2) . . ? O3 C7 C6 113.1(2) . . ? C8 C7 C6 118.4(2) . . ? C9 C8 C7 121.0(2) . . ? O4 C9 C8 129.2(2) . . ? O4 C9 C10 112.0(2) . . ? C8 C9 C10 118.8(2) . . ? F11 C10 F10 107.3(2) . . ? F11 C10 F12 107.2(2) . . ? F10 C10 F12 107.4(2) . . ? F11 C10 C9 110.0(2) . . ? F10 C10 C9 113.6(2) . . ? F12 C10 C9 111.0(2) . . ? C9 O4 Cu2 123.82(15) . . ? N1 O01 Cu1 126.13(13) . . ? O01 N1 C07 123.69(19) . . ? O01 N1 C01 121.77(18) . . ? C07 N1 C01 112.47(19) . . ? N1 C01 C02 110.94(19) . . ? N1 C01 C03 105.56(19) . . ? C02 C01 C03 110.1(2) . . ? N1 C01 C04 100.30(18) . . ? C02 C01 C04 114.9(2) . . ? C03 C01 C04 114.2(2) . . ? N2 C04 C06 109.4(2) . . ? N2 C04 C05 106.0(2) . . ? C06 C04 C05 110.5(2) . . ? N2 C04 C01 100.47(18) . . ? C06 C04 C01 115.9(2) . . ? C05 C04 C01 113.6(2) . . ? O02 N2 C07 125.1(2) . . ? O02 N2 C04 122.70(19) . . ? C07 N2 C04 111.72(19) . . ? N1 C07 N2 108.2(2) . . ? N1 C07 C08 127.1(2) . . ? N2 C07 C08 124.7(2) . . ? C010 C08 C09 104.6(2) . . ? C010 C08 C07 127.0(2) . . ? C09 C08 C07 128.3(2) . . ? N3 C09 C08 111.1(2) . . ? C09 N3 N4 105.39(18) . . ? C09 N3 Cu2 124.13(16) . . ? N4 N3 Cu2 129.67(14) . . ? C010 N4 N3 111.95(19) . . ? C010 N4 C041 129.3(2) . . ? N3 N4 C041 118.72(18) . . ? N4 C041 C042 114.3(2) . . ? C041 C042 C043 110.2(2) . . ? C044 C043 C042 113.9(2) . . ? N4 C010 C08 106.9(2) . . ? C5A C1A C6A 80.3(6) 2_655 2_655 ? C5A C1A C2A 62.4(6) 2_655 . ? C6A C1A C2A 17.9(6) 2_655 . ? C6A C2A C7A 114.9(16) 2_655 2_655 ? C6A C2A C5A 81.1(15) 2_655 2_655 ? C7A C2A C5A 163.8(10) 2_655 2_655 ? C6A C2A C7A 164.4(18) 2_655 . ? C7A C2A C7A 80.5(10) 2_655 . ? C5A C2A C7A 83.4(5) 2_655 . ? C6A C2A C3A 76.7(15) 2_655 . ? C7A C2A C3A 38.3(4) 2_655 . ? C5A C2A C3A 157.9(10) 2_655 . ? C7A C2A C3A 118.8(11) . . ? C6A C2A C1A 42.1(13) 2_655 . ? C7A C2A C1A 156.4(9) 2_655 . ? C5A C2A C1A 39.2(4) 2_655 . ? C7A C2A C1A 122.3(7) . . ? C3A C2A C1A 118.8(8) . . ? C6A C2A C2A 161.0(19) 2_655 2_655 ? C7A C2A C2A 46.3(7) 2_655 2_655 ? C5A C2A C2A 117.6(8) 2_655 2_655 ? C7A C2A C2A 34.2(5) . 2_655 ? C3A C2A C2A 84.6(8) . 2_655 ? C1A C2A C2A 156.2(8) . 2_655 ? C7A C3A C8A 96.6(9) 2_655 2_655 ? C7A C3A C6A 72.6(6) 2_655 2_655 ? C8A C3A C6A 168.3(10) 2_655 2_655 ? C7A C3A C4A 71.4(9) 2_655 . ? C8A C3A C4A 25.6(4) 2_655 . ? C6A C3A C4A 144.0(10) 2_655 . ? C7A C3A C2A 50.4(6) 2_655 . ? C8A C3A C2A 147.0(10) 2_655 . ? C6A C3A C2A 22.3(5) 2_655 . ? C4A C3A C2A 121.8(10) . . ? C8A C4A C7A 88.9(14) 2_655 2_655 ? C8A C4A C3A 52.8(12) 2_655 . ? C7A C4A C3A 36.5(4) 2_655 . ? C8A C4A C5A 169(2) 2_655 . ? C7A C4A C5A 82.5(7) 2_655 . ? C3A C4A C5A 119.0(8) . . ? C1A C5A C2A 78.4(6) 2_655 2_655 ? C1A C5A C6A 56.0(5) 2_655 . ? C2A C5A C6A 22.5(4) 2_655 . ? C1A C5A C4A 171.9(8) 2_655 . ? C2A C5A C4A 97.1(7) 2_655 . ? C6A C5A C4A 119.6(8) . . ? C1A C5A C7A 126.9(6) 2_655 2_655 ? C2A C5A C7A 48.7(4) 2_655 2_655 ? C6A C5A C7A 71.2(5) . 2_655 ? C4A C5A C7A 48.4(6) . 2_655 ? C1A C5A C8A 171.5(7) 2_655 2_655 ? C2A C5A C8A 94.6(5) 2_655 2_655 ? C6A C5A C8A 117.0(6) . 2_655 ? C4A C5A C8A 3.2(6) . 2_655 ? C7A C5A C8A 45.8(3) 2_655 2_655 ? C2A C6A C1A 120.0(17) 2_655 2_655 ? C2A C6A C3A 80.9(14) 2_655 2_655 ? C1A C6A C3A 159.0(10) 2_655 2_655 ? C2A C6A C5A 76.4(15) 2_655 . ? C1A C6A C5A 43.7(4) 2_655 . ? C3A C6A C5A 157.3(10) 2_655 . ? C2A C6A C7A 44.6(12) 2_655 . ? C1A C6A C7A 163.9(10) 2_655 . ? C3A C6A C7A 36.5(3) 2_655 . ? C5A C6A C7A 121.0(9) . . ? C2A C6A C7A 11.3(13) 2_655 2_655 ? C1A C6A C7A 108.7(7) 2_655 2_655 ? C3A C6A C7A 92.1(8) 2_655 2_655 ? C5A C6A C7A 65.2(4) . 2_655 ? C7A C6A C7A 55.7(7) . 2_655 ? C3A C7A C2A 91.3(7) 2_655 2_655 ? C3A C7A C4A 72.1(7) 2_655 2_655 ? C2A C7A C4A 163.3(9) 2_655 2_655 ? C3A C7A C2A 168.7(11) 2_655 . ? C2A C7A C2A 99.5(10) 2_655 . ? C4A C7A C2A 97.0(6) 2_655 . ? C3A C7A C6A 70.9(8) 2_655 . ? C2A C7A C6A 20.5(6) 2_655 . ? C4A C7A C6A 143.0(8) 2_655 . ? C2A C7A C6A 120.0(10) . . ? C3A C7A C8A 48.3(7) 2_655 . ? C2A C7A C8A 139.6(9) 2_655 . ? C4A C7A C8A 24.1(3) 2_655 . ? C2A C7A C8A 120.9(7) . . ? C6A C7A C8A 119.1(8) . . ? C3A C7A C7A 149.3(11) 2_655 2_655 ? C2A C7A C7A 58.1(8) 2_655 2_655 ? C4A C7A C7A 138.3(8) 2_655 2_655 ? C2A C7A C7A 41.3(6) . 2_655 ? C6A C7A C7A 78.6(7) . 2_655 ? C8A C7A C7A 162.3(8) . 2_655 ? C3A C7A C5A 121.2(8) 2_655 2_655 ? C2A C7A C5A 147.3(8) 2_655 2_655 ? C4A C7A C5A 49.1(4) 2_655 2_655 ? C2A C7A C5A 47.9(5) . 2_655 ? C6A C7A C5A 167.9(8) . 2_655 ? C8A C7A C5A 73.1(5) . 2_655 ? C7A C7A C5A 89.2(6) 2_655 2_655 ? C3A C7A C6A 164.4(10) 2_655 2_655 ? C2A C7A C6A 103.8(9) 2_655 2_655 ? C4A C7A C6A 92.7(6) 2_655 2_655 ? C2A C7A C6A 4.4(5) . 2_655 ? C6A C7A C6A 124.3(7) . 2_655 ? C8A C7A C6A 116.6(6) . 2_655 ? C7A C7A C6A 45.6(4) 2_655 2_655 ? C5A C7A C6A 43.6(3) 2_655 2_655 ? C4A C8A C3A 101.6(15) 2_655 2_655 ? C4A C8A C7A 67.0(14) 2_655 . ? C3A C8A C7A 35.0(4) 2_655 . ? C4A C8A C5A 7.4(15) 2_655 2_655 ? C3A C8A C5A 96.0(6) 2_655 2_655 ? C7A C8A C5A 61.1(4) . 2_655 ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 23.32 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.302 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.057 #===END data_oX150 _database_code_depnum_ccdc_archive 'CCDC 725425' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cu F12 N4 O6' _chemical_formula_weight 810.10 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.141(2) _cell_length_b 12.980(3) _cell_length_c 13.738(3) _cell_angle_alpha 99.390(3) _cell_angle_beta 103.585(3) _cell_angle_gamma 104.953(3) _cell_volume 1649.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4439 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 26.42 _exptl_crystal_description bulk _exptl_crystal_colour black _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 0.778 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 12371 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0642 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 26.42 _reflns_number_total 6641 _reflns_number_gt 5432 _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. We used restraints for refinment of solvent molecule becuase of it's disorder (it is situated near the center of inversion. ; _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^)+(0.0471P)^2^+1.1100P] 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 6641 _refine_ls_number_parameters 499 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0625 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1245 _refine_ls_wR_factor_gt 0.1181 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 0.5000 0.0000 0.5000 0.02169(13) Uani 1 2 d S . . O1 O 0.3287(2) -0.15509(19) 0.45683(16) 0.0385(5) Uani 1 1 d . . . C1 C 0.1263(4) -0.2850(3) 0.4620(3) 0.0456(8) Uani 1 1 d . . . F1 F 0.0556(3) -0.3148(2) 0.36279(19) 0.0865(9) Uani 1 1 d . . . F2 F 0.2005(3) -0.35386(18) 0.4798(2) 0.0723(7) Uani 1 1 d . . . F3 F 0.0316(2) -0.30186(17) 0.5129(2) 0.0608(6) Uani 1 1 d . . . C2 C 0.2241(3) -0.1670(3) 0.4895(2) 0.0338(7) Uani 1 1 d . . . C3 C 0.1836(3) -0.0862(2) 0.5435(2) 0.0330(7) Uani 1 1 d . . . H3A H 0.1035 -0.1078 0.5685 0.040 Uiso 1 1 calc R . . C4 C 0.2546(3) 0.0228(2) 0.5618(2) 0.0292(6) Uani 1 1 d . . . C5 C 0.2019(3) 0.1050(3) 0.6206(3) 0.0357(7) Uani 1 1 d . . . F4 F 0.1835(2) 0.18141(16) 0.57054(17) 0.0495(5) Uani 1 1 d . . . F5 F 0.0803(2) 0.06120(16) 0.63937(18) 0.0530(6) Uani 1 1 d . . . F6 F 0.2970(2) 0.15649(17) 0.71151(16) 0.0516(5) Uani 1 1 d . . . O2 O 0.3618(2) 0.06913(17) 0.53576(17) 0.0334(5) Uani 1 1 d . . . Cu2 Cu 0.0000 -0.5000 0.0000 0.02431(13) Uani 1 2 d S . . O3 O 0.0301(2) -0.42621(16) -0.11078(16) 0.0298(4) Uani 1 1 d . . . C6 C 0.0998(4) -0.3864(3) -0.2530(3) 0.0432(8) Uani 1 1 d . . . F7 F 0.1722(4) -0.4109(3) -0.3139(2) 0.1131(14) Uani 1 1 d . . . F8 F -0.0328(3) -0.4102(2) -0.30903(19) 0.0770(8) Uani 1 1 d . . . F9 F 0.1436(3) -0.27988(19) -0.2191(2) 0.0795(8) Uani 1 1 d . . . C7 C 0.1089(3) -0.4433(2) -0.1640(2) 0.0313(7) Uani 1 1 d . . . C8 C 0.2007(3) -0.5062(2) -0.1521(3) 0.0352(7) Uani 1 1 d . . . H8A H 0.2547 -0.5125 -0.1994 0.042 Uiso 1 1 calc R . . C9 C 0.2153(3) -0.5595(2) -0.0734(2) 0.0284(6) Uani 1 1 d . . . C10 C 0.3127(4) -0.6316(3) -0.0671(3) 0.0365(7) Uani 1 1 d . . . F10 F 0.3932(2) -0.62007(18) -0.13009(18) 0.0574(6) Uani 1 1 d . . . F11 F 0.2372(2) -0.73501(15) -0.08963(18) 0.0534(6) Uani 1 1 d . . . F12 F 0.3996(2) -0.60862(19) 0.02741(17) 0.0571(6) Uani 1 1 d . . . O4 O 0.1555(2) -0.56018(15) -0.00368(15) 0.0273(4) Uani 1 1 d . . . O01 O 0.4695(2) 0.01798(16) 0.35058(17) 0.0316(5) Uani 1 1 d . . . N1 N 0.3591(3) 0.03539(18) 0.2935(2) 0.0293(5) Uani 1 1 d . . . C01 C 0.3617(3) 0.1480(2) 0.2804(2) 0.0305(7) Uani 1 1 d . . . C02 C 0.4150(4) 0.2295(2) 0.3841(2) 0.0350(7) Uani 1 1 d . . . H02A H 0.5156 0.2378 0.4158 0.053 Uiso 1 1 calc R . . H02B H 0.3587 0.2028 0.4290 0.053 Uiso 1 1 calc R . . H02C H 0.4053 0.3007 0.3747 0.053 Uiso 1 1 calc R . . C03 C 0.4635(4) 0.1775(3) 0.2172(3) 0.0458(9) Uani 1 1 d . . . H03A H 0.5613 0.1896 0.2590 0.069 Uiso 1 1 calc R . . H03B H 0.4565 0.2447 0.1955 0.069 Uiso 1 1 calc R . . H03C H 0.4386 0.1174 0.1562 0.069 Uiso 1 1 calc R . . C04 C 0.2028(3) 0.1262(2) 0.2231(2) 0.0336(7) Uani 1 1 d . . . C05 C 0.1111(4) 0.1384(3) 0.2942(3) 0.0422(8) Uani 1 1 d . . . H05A H 0.0124 0.1242 0.2530 0.063 Uiso 1 1 calc R . . H05B H 0.1473 0.2131 0.3381 0.063 Uiso 1 1 calc R . . H05C H 0.1142 0.0856 0.3375 0.063 Uiso 1 1 calc R . . C06 C 0.1745(4) 0.1870(3) 0.1390(3) 0.0494(9) Uani 1 1 d . . . H06A H 0.0714 0.1677 0.1073 0.074 Uiso 1 1 calc R . . H06B H 0.2197 0.1663 0.0864 0.074 Uiso 1 1 calc R . . H06C H 0.2140 0.2663 0.1688 0.074 Uiso 1 1 calc R . . N2 N 0.1606(3) 0.0063(2) 0.1750(2) 0.0352(6) Uani 1 1 d . . . O02 O 0.0449(3) -0.04407(19) 0.10567(19) 0.0490(6) Uani 1 1 d . . . C07 C 0.2520(3) -0.0417(2) 0.2243(2) 0.0300(6) Uani 1 1 d . . . C08 C 0.2332(3) -0.1570(2) 0.2003(2) 0.0284(6) Uani 1 1 d . . . C09 C 0.1220(3) -0.2403(2) 0.1266(2) 0.0312(6) Uani 1 1 d . . . H09A H 0.0421 -0.2291 0.0826 0.037 Uiso 1 1 calc R . . N3 N 0.1425(3) -0.33668(19) 0.12624(19) 0.0312(6) Uani 1 1 d . . . N4 N 0.2672(3) -0.31583(19) 0.20011(19) 0.0285(5) Uani 1 1 d . . . C041 C 0.3157(4) -0.4079(3) 0.2230(3) 0.0435(8) Uani 1 1 d . . . H04A H 0.3340 -0.4450 0.1609 0.052 Uiso 1 1 calc R . . H04B H 0.2380 -0.4614 0.2377 0.052 Uiso 1 1 calc R . . C042 C 0.4455(3) -0.3780(2) 0.3107(2) 0.0314(6) Uani 1 1 d . . . H04C H 0.4283 -0.3414 0.3735 0.038 Uiso 1 1 calc R . . H04D H 0.5246 -0.3255 0.2965 0.038 Uiso 1 1 calc R . . C043 C 0.4876(4) -0.4787(3) 0.3290(3) 0.0389(8) Uani 1 1 d . . . H04E H 0.4112 -0.5278 0.3488 0.047 Uiso 1 1 calc R . . H04F H 0.4942 -0.5190 0.2635 0.047 Uiso 1 1 calc R . . C044 C 0.6261(4) -0.4543(3) 0.4105(3) 0.0505(9) Uani 1 1 d . . . H04G H 0.6460 -0.5231 0.4176 0.076 Uiso 1 1 calc R . . H04H H 0.6199 -0.4165 0.4763 0.076 Uiso 1 1 calc R . . H04I H 0.7031 -0.4073 0.3909 0.076 Uiso 1 1 calc R . . C010 C 0.3250(3) -0.2096(2) 0.2458(2) 0.0286(6) Uani 1 1 d . . . H01A H 0.4123 -0.1763 0.2992 0.034 Uiso 1 1 calc R . . C1A C 0.4472(10) -0.1753(7) 0.0404(7) 0.052(2) Uani 0.50 1 d PD . 1 H1AA H 0.3496 -0.2207 0.0245 0.079 Uiso 0.50 1 d PR . 1 H1AB H 0.4974 -0.2123 0.0027 0.079 Uiso 0.50 1 d PR . 1 H1AC H 0.4929 -0.1608 0.1132 0.079 Uiso 0.50 1 d PR . 1 C2A C 0.4555(9) -0.0699(11) 0.0092(13) 0.036(3) Uani 0.50 1 d PD . 1 C3A C 0.3297(10) -0.0525(7) -0.0407(6) 0.0478(19) Uani 0.50 1 d PD . 1 H3AA H 0.2393 -0.1072 -0.0526 0.057 Uiso 0.50 1 d PR . 1 C4A C 0.3304(11) 0.0410(8) -0.0774(10) 0.051(3) Uani 0.50 1 d PD . 1 H4AA H 0.2419 0.0521 -0.1106 0.061 Uiso 0.50 1 d PR . 1 C5A C 0.4595(8) 0.1209(7) -0.0620(6) 0.0482(18) Uani 0.50 1 d PD . 1 H5AA H 0.4621 0.1843 -0.0900 0.058 Uiso 0.50 1 d PR . 1 C6A C 0.5838(10) 0.1042(11) -0.0101(13) 0.043(3) Uani 0.50 1 d PD . 1 H6AA H 0.6730 0.1609 0.0033 0.052 Uiso 0.50 1 d PR . 1 C7A C 0.5820(9) 0.0110(6) 0.0277(6) 0.0386(16) Uani 0.50 1 d PD . 1 C8A C 0.7208(9) 0.0017(10) 0.0865(12) 0.057(3) Uani 0.50 1 d PD . 1 H8AA H 0.7997 0.0638 0.0903 0.086 Uiso 0.50 1 d PR . 1 H8AB H 0.7174 -0.0033 0.1551 0.086 Uiso 0.50 1 d PR . 1 H8AC H 0.7332 -0.0640 0.0517 0.086 Uiso 0.50 1 d PR . 1 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 0.0224(2) 0.0216(2) 0.0204(3) 0.00515(19) 0.00501(19) 0.00667(18) O1 0.0488(13) 0.0480(14) 0.0262(11) 0.0113(10) 0.0143(10) 0.0230(11) C1 0.054(2) 0.0377(19) 0.039(2) 0.0052(16) 0.0042(17) 0.0147(16) F1 0.110(2) 0.0639(17) 0.0436(14) 0.0008(12) -0.0139(14) -0.0046(15) F2 0.0752(17) 0.0456(14) 0.103(2) 0.0214(13) 0.0222(15) 0.0304(12) F3 0.0592(14) 0.0398(12) 0.0822(17) 0.0164(11) 0.0255(13) 0.0076(10) C2 0.0388(17) 0.0420(18) 0.0216(15) 0.0103(13) 0.0061(13) 0.0153(14) C3 0.0308(15) 0.0365(17) 0.0330(17) 0.0108(14) 0.0115(13) 0.0092(13) C4 0.0283(14) 0.0375(17) 0.0236(15) 0.0123(13) 0.0070(12) 0.0108(12) C5 0.0339(16) 0.0343(17) 0.0420(19) 0.0150(15) 0.0137(15) 0.0096(13) F4 0.0573(13) 0.0445(12) 0.0633(14) 0.0258(10) 0.0243(11) 0.0296(10) F5 0.0464(11) 0.0453(12) 0.0789(16) 0.0154(11) 0.0381(11) 0.0155(9) F6 0.0545(13) 0.0560(13) 0.0390(12) 0.0011(10) 0.0111(10) 0.0164(10) O2 0.0352(11) 0.0357(12) 0.0381(13) 0.0191(10) 0.0153(10) 0.0152(9) Cu2 0.0299(3) 0.0223(3) 0.0241(3) 0.00467(19) 0.0113(2) 0.01109(19) O3 0.0363(11) 0.0255(10) 0.0316(11) 0.0072(9) 0.0148(9) 0.0116(8) C6 0.054(2) 0.045(2) 0.045(2) 0.0188(16) 0.0265(18) 0.0238(17) F7 0.186(3) 0.170(3) 0.106(2) 0.110(2) 0.120(3) 0.145(3) F8 0.0783(18) 0.094(2) 0.0536(15) 0.0436(14) 0.0072(13) 0.0140(14) F9 0.117(2) 0.0425(14) 0.0751(18) 0.0301(13) 0.0243(16) 0.0116(13) C7 0.0372(16) 0.0283(15) 0.0290(16) 0.0066(13) 0.0126(14) 0.0084(12) C8 0.0426(18) 0.0345(17) 0.0371(18) 0.0096(14) 0.0214(15) 0.0167(14) C9 0.0276(14) 0.0206(14) 0.0321(16) -0.0017(12) 0.0084(13) 0.0045(11) C10 0.0412(18) 0.0334(17) 0.043(2) 0.0086(14) 0.0211(16) 0.0184(14) F10 0.0673(14) 0.0649(14) 0.0775(16) 0.0332(12) 0.0533(13) 0.0441(12) F11 0.0566(13) 0.0288(10) 0.0823(16) 0.0094(10) 0.0277(12) 0.0215(9) F12 0.0524(13) 0.0727(15) 0.0509(13) 0.0053(11) 0.0056(11) 0.0416(11) O4 0.0318(10) 0.0259(10) 0.0264(11) 0.0035(8) 0.0109(9) 0.0123(8) O01 0.0297(11) 0.0248(10) 0.0400(13) 0.0034(9) 0.0118(10) 0.0092(8) N1 0.0314(13) 0.0202(12) 0.0370(14) 0.0043(10) 0.0119(11) 0.0086(10) C01 0.0424(17) 0.0171(14) 0.0353(17) 0.0076(12) 0.0162(14) 0.0097(12) C02 0.0461(18) 0.0217(15) 0.0377(18) 0.0050(13) 0.0132(15) 0.0114(13) C03 0.059(2) 0.0308(17) 0.052(2) 0.0086(16) 0.0324(19) 0.0067(15) C04 0.0477(18) 0.0215(15) 0.0358(18) 0.0104(13) 0.0148(15) 0.0132(13) C05 0.0419(18) 0.0398(19) 0.053(2) 0.0138(16) 0.0178(17) 0.0200(15) C06 0.074(3) 0.0322(18) 0.046(2) 0.0168(16) 0.0141(19) 0.0209(17) N2 0.0425(15) 0.0245(13) 0.0359(15) 0.0078(11) 0.0064(13) 0.0096(11) O02 0.0544(15) 0.0328(13) 0.0464(15) 0.0065(11) -0.0080(12) 0.0136(11) C07 0.0343(16) 0.0237(15) 0.0339(17) 0.0071(12) 0.0126(13) 0.0096(12) C08 0.0344(15) 0.0206(14) 0.0313(16) 0.0049(12) 0.0122(13) 0.0091(12) C09 0.0351(16) 0.0221(14) 0.0358(17) 0.0070(12) 0.0084(14) 0.0096(12) N3 0.0345(13) 0.0252(13) 0.0312(14) 0.0067(11) 0.0048(11) 0.0091(10) N4 0.0359(13) 0.0220(12) 0.0265(13) 0.0039(10) 0.0062(11) 0.0110(10) C041 0.048(2) 0.0235(16) 0.051(2) 0.0047(15) -0.0024(17) 0.0157(14) C042 0.0402(17) 0.0268(15) 0.0280(16) 0.0056(12) 0.0084(13) 0.0139(13) C043 0.050(2) 0.0269(16) 0.043(2) 0.0131(14) 0.0112(16) 0.0171(14) C044 0.063(2) 0.044(2) 0.047(2) 0.0079(17) 0.0076(19) 0.0310(18) C010 0.0363(16) 0.0215(14) 0.0270(15) 0.0019(12) 0.0100(13) 0.0090(12) C1A 0.064(6) 0.055(5) 0.060(5) 0.023(5) 0.034(5) 0.034(5) C2A 0.037(5) 0.044(7) 0.031(4) 0.005(5) 0.015(5) 0.015(5) C3A 0.048(5) 0.051(5) 0.045(5) 0.002(4) 0.015(4) 0.022(4) C4A 0.049(7) 0.056(7) 0.045(5) 0.007(6) 0.005(5) 0.023(5) C5A 0.063(5) 0.057(5) 0.042(4) 0.021(4) 0.022(4) 0.037(4) C6A 0.044(6) 0.058(9) 0.036(5) 0.009(6) 0.023(6) 0.022(6) C7A 0.047(5) 0.041(4) 0.032(4) 0.005(3) 0.012(4) 0.023(4) C8A 0.043(6) 0.066(8) 0.063(7) 0.017(7) 0.006(6) 0.026(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.959(2) 2_656 ? Cu1 O2 1.959(2) . ? Cu1 O01 2.064(2) 2_656 ? Cu1 O01 2.064(2) . ? Cu1 O1 2.178(2) . ? Cu1 O1 2.178(2) 2_656 ? O1 C2 1.230(4) . ? C1 F3 1.310(4) . ? C1 F1 1.322(4) . ? C1 F2 1.325(4) . ? C1 C2 1.525(5) . ? C2 C3 1.389(4) . ? C3 C4 1.363(4) . ? C4 O2 1.260(3) . ? C4 C5 1.514(4) . ? C5 F5 1.322(3) . ? C5 F4 1.322(4) . ? C5 F6 1.329(4) . ? Cu2 O4 1.9390(19) 2_545 ? Cu2 O4 1.9390(19) . ? Cu2 O3 1.967(2) 2_545 ? Cu2 O3 1.967(2) . ? Cu2 N3 2.373(2) 2_545 ? Cu2 N3 2.373(2) . ? O3 C7 1.239(3) . ? C6 F7 1.290(4) . ? C6 F9 1.305(4) . ? C6 F8 1.311(4) . ? C6 C7 1.525(4) . ? C7 C8 1.387(4) . ? C8 C9 1.376(4) . ? C9 O4 1.248(3) . ? C9 C10 1.524(4) . ? C10 F11 1.306(4) . ? C10 F10 1.322(4) . ? C10 F12 1.324(4) . ? O01 N1 1.302(3) . ? N1 C07 1.315(4) . ? N1 C01 1.496(3) . ? C01 C03 1.514(4) . ? C01 C02 1.514(4) . ? C01 C04 1.547(5) . ? C04 N2 1.493(4) . ? C04 C05 1.516(4) . ? C04 C06 1.516(4) . ? N2 O02 1.260(3) . ? N2 C07 1.358(4) . ? C07 C08 1.432(4) . ? C08 C010 1.385(4) . ? C08 C09 1.393(4) . ? C09 N3 1.320(4) . ? N3 N4 1.354(3) . ? N4 C010 1.329(4) . ? N4 C041 1.457(4) . ? C041 C042 1.474(4) . ? C042 C043 1.517(4) . ? C043 C044 1.497(5) . ? C1A C5A 0.968(10) 2_655 ? C1A C6A 1.155(12) 2_655 ? C1A C2A 1.486(8) . ? C2A C6A 0.520(12) 2_655 ? C2A C7A 1.082(11) 2_655 ? C2A C5A 1.366(13) 2_655 ? C2A C7A 1.370(13) . ? C2A C3A 1.391(8) . ? C2A C2A 1.89(2) 2_655 ? C3A C7A 0.876(9) 2_655 ? C3A C8A 1.118(14) 2_655 ? C3A C6A 1.370(12) 2_655 ? C3A C4A 1.386(8) . ? C4A C8A 0.625(11) 2_655 ? C4A C7A 1.372(15) 2_655 ? C4A C5A 1.389(8) . ? C5A C1A 0.968(10) 2_655 ? C5A C2A 1.366(13) 2_655 ? C5A C6A 1.383(8) . ? C5A C7A 1.820(11) 2_655 ? C5A C8A 2.005(12) 2_655 ? C6A C2A 0.519(12) 2_655 ? C6A C1A 1.155(12) 2_655 ? C6A C3A 1.370(12) 2_655 ? C6A C7A 1.390(8) . ? C6A C7A 1.875(14) 2_655 ? C7A C3A 0.876(9) 2_655 ? C7A C2A 1.083(11) 2_655 ? C7A C4A 1.372(15) 2_655 ? C7A C8A 1.494(8) . ? C7A C7A 1.586(17) 2_655 ? C7A C5A 1.820(11) 2_655 ? C7A C6A 1.875(14) 2_655 ? C8A C4A 0.625(11) 2_655 ? C8A C3A 1.118(14) 2_655 ? C8A C5A 2.005(12) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O2 180.0 2_656 . ? O2 Cu1 O01 98.08(8) 2_656 2_656 ? O2 Cu1 O01 81.93(8) . 2_656 ? O2 Cu1 O01 81.92(8) 2_656 . ? O2 Cu1 O01 98.07(8) . . ? O01 Cu1 O01 180.0 2_656 . ? O2 Cu1 O1 93.55(9) 2_656 . ? O2 Cu1 O1 86.45(9) . . ? O01 Cu1 O1 86.13(8) 2_656 . ? O01 Cu1 O1 93.87(8) . . ? O2 Cu1 O1 86.45(9) 2_656 2_656 ? O2 Cu1 O1 93.55(9) . 2_656 ? O01 Cu1 O1 93.87(8) 2_656 2_656 ? O01 Cu1 O1 86.12(8) . 2_656 ? O1 Cu1 O1 180.0 . 2_656 ? C2 O1 Cu1 122.4(2) . . ? F3 C1 F1 107.1(3) . . ? F3 C1 F2 106.5(3) . . ? F1 C1 F2 107.3(3) . . ? F3 C1 C2 114.4(3) . . ? F1 C1 C2 110.0(3) . . ? F2 C1 C2 111.2(3) . . ? O1 C2 C3 127.9(3) . . ? O1 C2 C1 114.3(3) . . ? C3 C2 C1 117.8(3) . . ? C4 C3 C2 122.4(3) . . ? O2 C4 C3 129.4(3) . . ? O2 C4 C5 112.0(3) . . ? C3 C4 C5 118.7(3) . . ? F5 C5 F4 107.2(3) . . ? F5 C5 F6 106.6(3) . . ? F4 C5 F6 106.8(3) . . ? F5 C5 C4 114.2(3) . . ? F4 C5 C4 111.4(3) . . ? F6 C5 C4 110.4(3) . . ? C4 O2 Cu1 125.5(2) . . ? O4 Cu2 O4 180.0 2_545 . ? O4 Cu2 O3 92.07(8) 2_545 2_545 ? O4 Cu2 O3 87.94(8) . 2_545 ? O4 Cu2 O3 87.93(8) 2_545 . ? O4 Cu2 O3 92.07(8) . . ? O3 Cu2 O3 180.0 2_545 . ? O4 Cu2 N3 95.28(8) 2_545 2_545 ? O4 Cu2 N3 84.72(8) . 2_545 ? O3 Cu2 N3 90.55(8) 2_545 2_545 ? O3 Cu2 N3 89.45(8) . 2_545 ? O4 Cu2 N3 84.72(8) 2_545 . ? O4 Cu2 N3 95.28(8) . . ? O3 Cu2 N3 89.45(8) 2_545 . ? O3 Cu2 N3 90.55(8) . . ? N3 Cu2 N3 180.0 2_545 . ? C7 O3 Cu2 123.93(19) . . ? F7 C6 F9 107.6(3) . . ? F7 C6 F8 107.6(4) . . ? F9 C6 F8 105.0(3) . . ? F7 C6 C7 114.1(3) . . ? F9 C6 C7 111.1(3) . . ? F8 C6 C7 110.9(3) . . ? O3 C7 C8 128.3(3) . . ? O3 C7 C6 113.6(3) . . ? C8 C7 C6 118.1(3) . . ? C9 C8 C7 121.5(3) . . ? O4 C9 C8 128.7(3) . . ? O4 C9 C10 112.1(3) . . ? C8 C9 C10 119.1(3) . . ? F11 C10 F10 107.7(3) . . ? F11 C10 F12 107.3(3) . . ? F10 C10 F12 107.1(3) . . ? F11 C10 C9 110.3(3) . . ? F10 C10 C9 113.4(3) . . ? F12 C10 C9 110.7(3) . . ? C9 O4 Cu2 124.09(19) . . ? N1 O01 Cu1 126.59(17) . . ? O01 N1 C07 124.4(2) . . ? O01 N1 C01 121.4(2) . . ? C07 N1 C01 112.2(2) . . ? N1 C01 C03 105.9(2) . . ? N1 C01 C02 110.6(2) . . ? C03 C01 C02 110.0(3) . . ? N1 C01 C04 100.2(2) . . ? C03 C01 C04 114.8(3) . . ? C02 C01 C04 114.5(3) . . ? N2 C04 C05 106.1(2) . . ? N2 C04 C06 109.1(3) . . ? C05 C04 C06 110.9(3) . . ? N2 C04 C01 100.3(2) . . ? C05 C04 C01 113.8(3) . . ? C06 C04 C01 115.6(3) . . ? O02 N2 C07 125.2(3) . . ? O02 N2 C04 122.7(3) . . ? C07 N2 C04 111.6(2) . . ? N1 C07 N2 108.6(2) . . ? N1 C07 C08 127.1(3) . . ? N2 C07 C08 124.2(3) . . ? C010 C08 C09 105.0(2) . . ? C010 C08 C07 126.6(3) . . ? C09 C08 C07 128.4(3) . . ? N3 C09 C08 111.0(3) . . ? C09 N3 N4 105.3(2) . . ? C09 N3 Cu2 123.7(2) . . ? N4 N3 Cu2 130.36(18) . . ? C010 N4 N3 112.2(2) . . ? C010 N4 C041 129.1(3) . . ? N3 N4 C041 118.7(2) . . ? N4 C041 C042 114.7(3) . . ? C041 C042 C043 111.0(3) . . ? C044 C043 C042 114.3(3) . . ? N4 C010 C08 106.6(3) . . ? C5A C1A C6A 80.8(8) 2_655 2_655 ? C5A C1A C2A 63.6(7) 2_655 . ? C6A C1A C2A 17.6(6) 2_655 . ? C6A C2A C7A 115.9(18) 2_655 2_655 ? C6A C2A C5A 81.0(17) 2_655 2_655 ? C7A C2A C5A 163.0(11) 2_655 2_655 ? C6A C2A C7A 164(2) 2_655 . ? C7A C2A C7A 79.7(10) 2_655 . ? C5A C2A C7A 83.4(6) 2_655 . ? C6A C2A C3A 76.9(16) 2_655 . ? C7A C2A C3A 39.0(5) 2_655 . ? C5A C2A C3A 157.8(10) 2_655 . ? C7A C2A C3A 118.6(10) . . ? C6A C2A C1A 42.2(15) 2_655 . ? C7A C2A C1A 157.5(11) 2_655 . ? C5A C2A C1A 39.4(5) 2_655 . ? C7A C2A C1A 122.7(8) . . ? C3A C2A C1A 118.7(9) . . ? C6A C2A C2A 161(2) 2_655 2_655 ? C7A C2A C2A 45.4(7) 2_655 2_655 ? C5A C2A C2A 117.6(9) 2_655 2_655 ? C7A C2A C2A 34.2(5) . 2_655 ? C3A C2A C2A 84.4(8) . 2_655 ? C1A C2A C2A 156.8(9) . 2_655 ? C7A C3A C8A 96.3(11) 2_655 2_655 ? C7A C3A C6A 72.8(7) 2_655 2_655 ? C8A C3A C6A 168.2(12) 2_655 2_655 ? C7A C3A C4A 70.6(10) 2_655 . ? C8A C3A C4A 26.2(6) 2_655 . ? C6A C3A C4A 143.4(10) 2_655 . ? C7A C3A C2A 51.1(7) 2_655 . ? C8A C3A C2A 147.1(11) 2_655 . ? C6A C3A C2A 21.7(5) 2_655 . ? C4A C3A C2A 121.7(10) . . ? C8A C4A C7A 88.6(17) 2_655 2_655 ? C8A C4A C3A 52.2(15) 2_655 . ? C7A C4A C3A 37.0(5) 2_655 . ? C8A C4A C5A 168(3) 2_655 . ? C7A C4A C5A 82.4(8) 2_655 . ? C3A C4A C5A 119.5(10) . . ? C1A C5A C2A 77.0(7) 2_655 2_655 ? C1A C5A C6A 55.5(7) 2_655 . ? C2A C5A C6A 21.8(5) 2_655 . ? C1A C5A C4A 171.1(11) 2_655 . ? C2A C5A C4A 96.7(8) 2_655 . ? C6A C5A C4A 118.5(9) . . ? C1A C5A C7A 125.3(8) 2_655 2_655 ? C2A C5A C7A 48.4(5) 2_655 2_655 ? C6A C5A C7A 70.1(6) . 2_655 ? C4A C5A C7A 48.4(6) . 2_655 ? C1A C5A C8A 170.3(9) 2_655 2_655 ? C2A C5A C8A 94.1(6) 2_655 2_655 ? C6A C5A C8A 115.8(7) . 2_655 ? C4A C5A C8A 3.7(8) . 2_655 ? C7A C5A C8A 45.7(3) 2_655 2_655 ? C2A C6A C1A 120.3(19) 2_655 2_655 ? C2A C6A C3A 81.5(16) 2_655 2_655 ? C1A C6A C3A 157.4(12) 2_655 2_655 ? C2A C6A C5A 77.2(17) 2_655 . ? C1A C6A C5A 43.7(6) 2_655 . ? C3A C6A C5A 158.7(11) 2_655 . ? C2A C6A C7A 44.5(14) 2_655 . ? C1A C6A C7A 163.9(11) 2_655 . ? C3A C6A C7A 37.0(4) 2_655 . ? C5A C6A C7A 121.7(10) . . ? C2A C6A C7A 11.7(17) 2_655 2_655 ? C1A C6A C7A 109.4(8) 2_655 2_655 ? C3A C6A C7A 92.7(8) 2_655 2_655 ? C5A C6A C7A 65.9(5) . 2_655 ? C7A C6A C7A 55.8(7) . 2_655 ? C3A C7A C2A 89.9(8) 2_655 2_655 ? C3A C7A C2A 168.9(11) 2_655 . ? C2A C7A C2A 100.3(10) 2_655 . ? C3A C7A C4A 72.3(8) 2_655 2_655 ? C2A C7A C4A 162.2(10) 2_655 2_655 ? C2A C7A C4A 97.3(7) . 2_655 ? C3A C7A C6A 70.2(8) 2_655 . ? C2A C7A C6A 19.6(6) 2_655 . ? C2A C7A C6A 119.9(10) . . ? C4A C7A C6A 142.6(8) 2_655 . ? C3A C7A C8A 48.1(9) 2_655 . ? C2A C7A C8A 137.7(10) 2_655 . ? C2A C7A C8A 121.9(7) . . ? C4A C7A C8A 24.7(5) 2_655 . ? C6A C7A C8A 118.2(9) . . ? C3A C7A C7A 147.8(12) 2_655 2_655 ? C2A C7A C7A 58.2(8) 2_655 2_655 ? C2A C7A C7A 42.2(6) . 2_655 ? C4A C7A C7A 139.5(9) 2_655 2_655 ? C6A C7A C7A 77.8(7) . 2_655 ? C8A C7A C7A 164.1(9) . 2_655 ? C3A C7A C5A 121.5(9) 2_655 2_655 ? C2A C7A C5A 148.5(9) 2_655 2_655 ? C2A C7A C5A 48.2(5) . 2_655 ? C4A C7A C5A 49.2(4) 2_655 2_655 ? C6A C7A C5A 168.0(8) . 2_655 ? C8A C7A C5A 73.7(5) . 2_655 ? C7A C7A C5A 90.4(6) 2_655 2_655 ? C3A C7A C6A 165.2(11) 2_655 2_655 ? C2A C7A C6A 104.6(9) 2_655 2_655 ? C2A C7A C6A 4.4(6) . 2_655 ? C4A C7A C6A 93.1(6) 2_655 2_655 ? C6A C7A C6A 124.2(7) . 2_655 ? C8A C7A C6A 117.6(7) . 2_655 ? C7A C7A C6A 46.4(4) 2_655 2_655 ? C5A C7A C6A 43.9(4) 2_655 2_655 ? C4A C8A C3A 101.6(17) 2_655 2_655 ? C4A C8A C7A 66.7(15) 2_655 . ? C3A C8A C7A 35.7(5) 2_655 . ? C4A C8A C5A 8.2(19) 2_655 2_655 ? C3A C8A C5A 96.1(7) 2_655 2_655 ? C7A C8A C5A 60.6(5) . 2_655 ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.925 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.071 #===END data_oX180 _database_code_depnum_ccdc_archive 'CCDC 725426' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cu F12 N4 O6' _chemical_formula_weight 810.10 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2433(18) _cell_length_b 13.051(2) _cell_length_c 13.874(3) _cell_angle_alpha 99.494(3) _cell_angle_beta 103.534(3) _cell_angle_gamma 104.780(3) _cell_volume 1693.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5277 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 26.11 _exptl_crystal_description bulk _exptl_crystal_colour black _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 0.757 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 16735 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0555 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 26.42 _reflns_number_total 6885 _reflns_number_gt 5650 _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. We used restraints for refinment of solvent molecule becuase of it's disorder (it is situated near the center of inversion. ; _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^)+(0.0514P)^2^+0.6938P] 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 6885 _refine_ls_number_parameters 526 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1240 _refine_ls_wR_factor_gt 0.1174 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 0.5000 0.0000 0.5000 0.02713(13) Uani 1 2 d S . . O1 O 0.3373(2) -0.14981(18) 0.46009(15) 0.0464(5) Uani 1 1 d . . . C1 C 0.1377(4) -0.2807(3) 0.4629(3) 0.0563(9) Uani 1 1 d . . . F1 F 0.0691(3) -0.3109(2) 0.36415(19) 0.1071(10) Uani 1 1 d . . . F2 F 0.2111(3) -0.34797(18) 0.4824(2) 0.0933(9) Uani 1 1 d . . . F3 F 0.0405(3) -0.29892(17) 0.5114(2) 0.0784(7) Uani 1 1 d . . . C2 C 0.2314(3) -0.1631(3) 0.4911(2) 0.0410(7) Uani 1 1 d . . . C3 C 0.1886(3) -0.0835(2) 0.5441(2) 0.0413(7) Uani 1 1 d . . . H3A H 0.1084 -0.1057 0.5677 0.050 Uiso 1 1 calc R . . C4 C 0.2585(3) 0.0261(2) 0.5633(2) 0.0371(6) Uani 1 1 d . . . C5 C 0.2032(3) 0.1069(3) 0.6202(3) 0.0451(7) Uani 1 1 d . . . F4 F 0.1830(2) 0.18130(17) 0.56898(18) 0.0656(6) Uani 1 1 d . . . F5 F 0.0821(2) 0.06245(17) 0.63786(19) 0.0705(6) Uani 1 1 d . . . F6 F 0.2952(2) 0.15949(18) 0.71048(16) 0.0691(6) Uani 1 1 d . . . O2 O 0.3667(2) 0.07222(16) 0.53969(16) 0.0403(5) Uani 1 1 d . . . Cu2 Cu 0.0000 -0.5000 0.0000 0.03105(13) Uani 1 2 d S . . O3 O 0.0301(2) -0.42726(15) -0.11154(15) 0.0380(5) Uani 1 1 d . . . C6 C 0.1011(5) -0.3891(3) -0.2532(3) 0.0567(9) Uani 1 1 d . . . F7 F 0.1370(12) -0.4376(10) -0.3278(8) 0.095(4) Uani 0.50 1 d P . . F8 F -0.0349(12) -0.4013(12) -0.3025(11) 0.084(4) Uani 0.50 1 d P . . F9 F 0.1600(19) -0.2862(11) -0.2245(16) 0.112(6) Uani 0.50 1 d P . . F7A F -0.0178(14) -0.4246(11) -0.3161(11) 0.129(6) Uani 0.50 1 d P . . F8A F 0.1231(19) -0.2860(10) -0.2201(15) 0.098(5) Uani 0.50 1 d P . . F9A F 0.2066(13) -0.3890(11) -0.2943(11) 0.120(5) Uani 0.50 1 d P . . C7 C 0.1084(3) -0.4453(2) -0.1639(2) 0.0401(7) Uani 1 1 d . . . C8 C 0.1996(3) -0.5079(3) -0.1514(3) 0.0464(8) Uani 1 1 d . . . H8A H 0.2534 -0.5148 -0.1981 0.056 Uiso 1 1 calc R . . C9 C 0.2138(3) -0.5605(2) -0.0723(2) 0.0368(6) Uani 1 1 d . . . C10 C 0.3119(4) -0.6321(3) -0.0657(3) 0.0474(8) Uani 1 1 d . . . F10 F 0.3929(2) -0.62054(19) -0.12693(19) 0.0740(7) Uani 1 1 d . . . F11 F 0.2375(2) -0.73531(15) -0.08792(19) 0.0702(6) Uani 1 1 d . . . F12 F 0.3963(2) -0.6099(2) 0.02882(18) 0.0741(6) Uani 1 1 d . . . O4 O 0.1541(2) -0.56115(15) -0.00371(15) 0.0351(4) Uani 1 1 d . . . O01 O 0.4652(2) 0.01784(16) 0.34653(16) 0.0409(5) Uani 1 1 d . . . N1 N 0.3552(2) 0.03459(18) 0.2895(2) 0.0372(5) Uani 1 1 d . . . C01 C 0.3560(3) 0.1472(2) 0.2773(2) 0.0399(7) Uani 1 1 d . . . C02 C 0.4088(4) 0.2274(2) 0.3806(2) 0.0449(7) Uani 1 1 d . . . H02A H 0.5083 0.2354 0.4117 0.067 Uiso 1 1 calc R . . H02B H 0.3532 0.2004 0.4249 0.067 Uiso 1 1 calc R . . H02C H 0.3991 0.2984 0.3720 0.067 Uiso 1 1 calc R . . C03 C 0.4558(4) 0.1774(3) 0.2136(3) 0.0582(9) Uani 1 1 d . . . H03A H 0.5529 0.1895 0.2543 0.087 Uiso 1 1 calc R . . H03B H 0.4479 0.2442 0.1927 0.087 Uiso 1 1 calc R . . H03C H 0.4310 0.1179 0.1529 0.087 Uiso 1 1 calc R . . C04 C 0.1976(3) 0.1243(2) 0.2210(2) 0.0436(7) Uani 1 1 d . . . C05 C 0.1077(4) 0.1358(3) 0.2925(3) 0.0531(8) Uani 1 1 d . . . H05A H 0.0099 0.1220 0.2524 0.080 Uiso 1 1 calc R . . H05B H 0.1436 0.2099 0.3364 0.080 Uiso 1 1 calc R . . H05C H 0.1116 0.0829 0.3349 0.080 Uiso 1 1 calc R . . C06 C 0.1666(4) 0.1851(3) 0.1376(3) 0.0615(10) Uani 1 1 d . . . H06A H 0.0644 0.1652 0.1070 0.092 Uiso 1 1 calc R . . H06B H 0.2108 0.1652 0.0849 0.092 Uiso 1 1 calc R . . H06C H 0.2047 0.2639 0.1673 0.092 Uiso 1 1 calc R . . N2 N 0.1571(3) 0.00490(19) 0.1733(2) 0.0449(6) Uani 1 1 d . . . O02 O 0.0408(3) -0.04591(18) 0.1051(2) 0.0632(7) Uani 1 1 d . . . C07 C 0.2486(3) -0.0422(2) 0.2215(2) 0.0376(6) Uani 1 1 d . . . C08 C 0.2309(3) -0.1577(2) 0.1980(2) 0.0359(6) Uani 1 1 d . . . C09 C 0.1213(3) -0.2409(2) 0.1248(2) 0.0404(7) Uani 1 1 d . . . H09A H 0.0422 -0.2299 0.0811 0.049 Uiso 1 1 calc R . . N3 N 0.1418(3) -0.33707(18) 0.12419(19) 0.0397(6) Uani 1 1 d . . . N4 N 0.2657(3) -0.31622(18) 0.19832(18) 0.0370(5) Uani 1 1 d . . . C041 C 0.3147(4) -0.4078(2) 0.2211(3) 0.0543(9) Uani 1 1 d . . . H04A H 0.3340 -0.4440 0.1598 0.065 Uiso 1 1 calc R . . H04B H 0.2377 -0.4614 0.2347 0.065 Uiso 1 1 calc R . . C042 C 0.4423(3) -0.3787(2) 0.3086(2) 0.0433(7) Uani 1 1 d . . . H04C H 0.4242 -0.3426 0.3705 0.052 Uiso 1 1 calc R . . H04D H 0.5208 -0.3264 0.2952 0.052 Uiso 1 1 calc R . . C043 C 0.4848(4) -0.4787(3) 0.3274(3) 0.0529(8) Uani 1 1 d . . . H04E H 0.4091 -0.5275 0.3467 0.063 Uiso 1 1 calc R . . H04F H 0.4921 -0.5188 0.2627 0.063 Uiso 1 1 calc R . . C044 C 0.6215(4) -0.4546(3) 0.4087(3) 0.0648(10) Uani 1 1 d . . . H04G H 0.6412 -0.5230 0.4157 0.097 Uiso 1 1 calc R . . H04H H 0.6147 -0.4171 0.4737 0.097 Uiso 1 1 calc R . . H04I H 0.6979 -0.4078 0.3897 0.097 Uiso 1 1 calc R . . C010 C 0.3222(3) -0.2101(2) 0.2435(2) 0.0361(6) Uani 1 1 d . . . H01A H 0.4083 -0.1768 0.2966 0.043 Uiso 1 1 calc R . . C1A C 0.4478(12) -0.1738(8) 0.0397(8) 0.075(3) Uani 0.50 1 d PD . 1 H1AA H 0.3502 -0.2192 0.0238 0.113 Uiso 0.50 1 d PR . 1 H1AB H 0.4980 -0.2108 0.0020 0.113 Uiso 0.50 1 d PR . 1 H1AC H 0.4936 -0.1594 0.1126 0.113 Uiso 0.50 1 d PR . 1 C2A C 0.4565(11) -0.0685(13) 0.0104(18) 0.053(3) Uani 0.50 1 d PD . 1 C3A C 0.3301(11) -0.0541(8) -0.0425(7) 0.066(2) Uani 0.50 1 d PD . 1 H3AA H 0.2397 -0.1088 -0.0543 0.079 Uiso 0.50 1 d PR . 1 C4A C 0.3289(12) 0.0392(8) -0.0783(11) 0.069(4) Uani 0.50 1 d PD . 1 H4AA H 0.2404 0.0503 -0.1115 0.083 Uiso 0.50 1 d PR . 1 C5A C 0.4578(9) 0.1169(8) -0.0624(6) 0.065(2) Uani 0.50 1 d PD . 1 H5AA H 0.4604 0.1803 -0.0904 0.078 Uiso 0.50 1 d PR . 1 C6A C 0.5822(13) 0.1046(14) -0.0088(18) 0.065(4) Uani 0.50 1 d PD . 1 H6AA H 0.6715 0.1613 0.0045 0.078 Uiso 0.50 1 d PR . 1 C7A C 0.5806(9) 0.0111(7) 0.0285(6) 0.0537(19) Uani 0.50 1 d PD . 1 C8A C 0.7198(12) 0.0083(11) 0.0900(14) 0.082(4) Uani 0.50 1 d PD . 1 H8AA H 0.7988 0.0704 0.0939 0.123 Uiso 0.50 1 d PR . 1 H8AB H 0.7165 0.0033 0.1587 0.123 Uiso 0.50 1 d PR . 1 H8AC H 0.7322 -0.0574 0.0553 0.123 Uiso 0.50 1 d PR . 1 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 0.0261(2) 0.0284(2) 0.0255(2) 0.00699(18) 0.00536(18) 0.00762(18) O1 0.0572(13) 0.0571(14) 0.0320(11) 0.0139(10) 0.0160(10) 0.0244(11) C1 0.064(2) 0.050(2) 0.050(2) 0.0103(17) 0.0091(18) 0.0173(18) F1 0.133(2) 0.0790(18) 0.0552(15) 0.0016(13) -0.0123(15) -0.0140(16) F2 0.0866(17) 0.0567(14) 0.140(3) 0.0281(15) 0.0234(17) 0.0326(13) F3 0.0763(15) 0.0521(13) 0.1041(19) 0.0199(13) 0.0357(14) 0.0053(11) C2 0.0420(16) 0.0521(18) 0.0289(15) 0.0144(14) 0.0057(13) 0.0157(14) C3 0.0371(15) 0.0480(18) 0.0405(17) 0.0162(14) 0.0129(13) 0.0107(13) C4 0.0351(15) 0.0472(17) 0.0330(15) 0.0176(13) 0.0091(12) 0.0150(13) C5 0.0407(17) 0.0477(18) 0.0492(19) 0.0160(16) 0.0162(15) 0.0115(14) F4 0.0770(14) 0.0617(13) 0.0824(16) 0.0348(12) 0.0340(12) 0.0413(11) F5 0.0599(13) 0.0603(13) 0.1059(18) 0.0195(12) 0.0513(13) 0.0185(10) F6 0.0715(14) 0.0773(15) 0.0499(12) -0.0034(11) 0.0149(11) 0.0224(12) O2 0.0414(11) 0.0447(12) 0.0450(12) 0.0226(10) 0.0181(10) 0.0180(9) Cu2 0.0379(3) 0.0280(2) 0.0308(3) 0.00549(19) 0.0151(2) 0.0124(2) O3 0.0456(11) 0.0321(10) 0.0405(11) 0.0083(9) 0.0187(10) 0.0137(9) C6 0.077(3) 0.053(2) 0.058(2) 0.0238(19) 0.036(2) 0.028(2) F7 0.161(11) 0.134(9) 0.071(5) 0.068(5) 0.087(7) 0.109(8) F8 0.088(6) 0.138(9) 0.073(6) 0.067(6) 0.038(5) 0.074(7) F9 0.125(8) 0.072(8) 0.102(10) 0.041(7) 0.016(6) -0.031(6) F7A 0.157(12) 0.106(7) 0.055(5) 0.037(5) -0.015(8) -0.043(7) F8A 0.177(14) 0.061(7) 0.098(8) 0.050(7) 0.065(9) 0.065(9) F9A 0.141(9) 0.172(13) 0.159(12) 0.133(11) 0.124(9) 0.109(8) C7 0.0484(17) 0.0354(15) 0.0398(17) 0.0083(13) 0.0201(14) 0.0121(13) C8 0.0578(19) 0.0465(18) 0.0483(19) 0.0136(15) 0.0320(16) 0.0223(15) C9 0.0381(15) 0.0281(14) 0.0397(16) -0.0018(12) 0.0133(13) 0.0071(12) C10 0.0522(19) 0.0433(18) 0.056(2) 0.0098(16) 0.0280(17) 0.0213(15) F10 0.0850(15) 0.0829(15) 0.0999(18) 0.0405(14) 0.0677(15) 0.0548(13) F11 0.0756(14) 0.0398(11) 0.1069(19) 0.0132(11) 0.0400(13) 0.0281(10) F12 0.0708(14) 0.0938(17) 0.0661(15) 0.0076(12) 0.0118(12) 0.0543(13) O4 0.0403(11) 0.0332(10) 0.0339(10) 0.0042(8) 0.0149(9) 0.0135(8) O01 0.0362(11) 0.0337(10) 0.0532(13) 0.0067(9) 0.0150(10) 0.0122(8) N1 0.0370(13) 0.0268(12) 0.0502(15) 0.0078(11) 0.0174(11) 0.0106(10) C01 0.0539(18) 0.0240(13) 0.0463(17) 0.0096(13) 0.0228(15) 0.0112(13) C02 0.060(2) 0.0283(14) 0.0490(19) 0.0099(13) 0.0178(16) 0.0162(14) C03 0.072(2) 0.0421(18) 0.067(2) 0.0141(17) 0.042(2) 0.0086(17) C04 0.0589(19) 0.0287(15) 0.0470(18) 0.0133(13) 0.0165(15) 0.0160(14) C05 0.055(2) 0.0469(19) 0.068(2) 0.0175(17) 0.0243(18) 0.0240(16) C06 0.088(3) 0.0396(18) 0.058(2) 0.0199(17) 0.015(2) 0.0225(18) N2 0.0496(15) 0.0319(13) 0.0483(16) 0.0086(12) 0.0072(13) 0.0114(12) O02 0.0685(16) 0.0409(13) 0.0645(17) 0.0096(12) -0.0075(13) 0.0164(12) C07 0.0424(16) 0.0297(14) 0.0432(17) 0.0089(13) 0.0158(14) 0.0122(12) C08 0.0405(15) 0.0296(14) 0.0377(16) 0.0069(12) 0.0119(13) 0.0110(12) C09 0.0454(16) 0.0306(15) 0.0461(18) 0.0120(13) 0.0126(14) 0.0119(13) N3 0.0463(14) 0.0292(12) 0.0399(14) 0.0064(11) 0.0075(12) 0.0110(11) N4 0.0454(14) 0.0300(12) 0.0349(13) 0.0068(10) 0.0092(11) 0.0134(10) C041 0.065(2) 0.0302(16) 0.058(2) 0.0043(15) -0.0005(18) 0.0207(15) C042 0.0586(19) 0.0346(15) 0.0386(17) 0.0069(13) 0.0136(15) 0.0194(14) C043 0.071(2) 0.0376(17) 0.055(2) 0.0163(16) 0.0150(18) 0.0236(16) C044 0.082(3) 0.056(2) 0.060(2) 0.0121(19) 0.010(2) 0.039(2) C010 0.0418(16) 0.0283(14) 0.0350(15) 0.0027(12) 0.0099(13) 0.0093(12) C1A 0.105(8) 0.076(6) 0.080(7) 0.037(6) 0.056(6) 0.048(6) C2A 0.057(6) 0.066(9) 0.045(6) 0.009(7) 0.019(6) 0.035(7) C3A 0.063(6) 0.083(7) 0.059(5) 0.009(5) 0.017(5) 0.039(6) C4A 0.084(9) 0.067(8) 0.054(6) 0.006(7) 0.003(6) 0.042(7) C5A 0.080(6) 0.070(6) 0.060(5) 0.025(5) 0.031(5) 0.033(5) C6A 0.086(9) 0.078(11) 0.050(7) 0.020(9) 0.037(8) 0.040(8) C7A 0.048(5) 0.073(6) 0.046(4) 0.004(4) 0.016(4) 0.032(5) C8A 0.065(7) 0.090(11) 0.088(9) 0.012(10) 0.010(7) 0.036(7) _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 1.973(2) . ? Cu1 O2 1.973(2) 2_656 ? Cu1 O1 2.110(2) 2_656 ? Cu1 O1 2.110(2) . ? Cu1 O01 2.137(2) . ? Cu1 O01 2.137(2) 2_656 ? O1 C2 1.241(4) . ? C1 F2 1.314(4) . ? C1 F3 1.321(4) . ? C1 F1 1.325(4) . ? C1 C2 1.518(5) . ? C2 C3 1.394(4) . ? C3 C4 1.375(4) . ? C4 O2 1.263(3) . ? C4 C5 1.516(4) . ? C5 F4 1.323(3) . ? C5 F5 1.325(3) . ? C5 F6 1.327(4) . ? Cu2 O4 1.9488(19) . ? Cu2 O4 1.9488(19) 2_545 ? Cu2 O3 1.9872(19) 2_545 ? Cu2 O3 1.9873(19) . ? Cu2 N3 2.376(2) 2_545 ? Cu2 N3 2.376(2) . ? O3 C7 1.241(3) . ? C6 F7A 1.242(13) . ? C6 F9 1.274(15) . ? C6 F8A 1.291(14) . ? C6 F7 1.298(11) . ? C6 F9A 1.334(12) . ? C6 F8 1.356(12) . ? C6 C7 1.537(4) . ? F7 F9A 0.803(17) . ? F7 F7A 1.678(18) . ? F9 F9A 1.75(2) . ? C7 C8 1.389(4) . ? C8 C9 1.387(4) . ? C9 O4 1.246(3) . ? C9 C10 1.534(4) . ? C10 F11 1.311(4) . ? C10 F10 1.320(4) . ? C10 F12 1.329(4) . ? O01 N1 1.306(3) . ? N1 C07 1.317(4) . ? N1 C01 1.505(3) . ? C01 C02 1.516(4) . ? C01 C03 1.521(4) . ? C01 C04 1.554(4) . ? C04 N2 1.496(4) . ? C04 C05 1.518(5) . ? C04 C06 1.526(4) . ? N2 O02 1.271(3) . ? N2 C07 1.357(4) . ? C07 C08 1.442(4) . ? C08 C010 1.391(4) . ? C08 C09 1.397(4) . ? C09 N3 1.324(4) . ? N3 N4 1.364(3) . ? N4 C010 1.335(3) . ? N4 C041 1.462(3) . ? C041 C042 1.475(4) . ? C042 C043 1.520(4) . ? C043 C044 1.500(5) . ? C1A C5A 1.000(11) 2_655 ? C1A C6A 1.141(13) 2_655 ? C1A C2A 1.484(9) . ? C2A C6A 0.526(17) 2_655 ? C2A C7A 1.086(12) 2_655 ? C2A C5A 1.352(15) 2_655 ? C2A C7A 1.360(15) . ? C2A C3A 1.405(9) . ? C2A C2A 1.88(2) 2_655 ? C3A C7A 0.899(10) 2_655 ? C3A C8A 1.087(16) 2_655 ? C3A C6A 1.380(14) 2_655 ? C3A C4A 1.391(9) . ? C4A C8A 0.657(14) 2_655 ? C4A C5A 1.388(9) . ? C4A C7A 1.388(16) 2_655 ? C5A C1A 1.000(11) 2_655 ? C5A C2A 1.352(15) 2_655 ? C5A C6A 1.380(9) . ? C5A C7A 1.782(12) 2_655 ? C5A C8A 2.019(14) 2_655 ? C6A C2A 0.527(17) 2_655 ? C6A C1A 1.141(13) 2_655 ? C6A C3A 1.380(14) 2_655 ? C6A C7A 1.400(9) . ? C6A C7A 1.872(15) 2_655 ? C7A C3A 0.899(10) 2_655 ? C7A C2A 1.086(12) 2_655 ? C7A C4A 1.388(16) 2_655 ? C7A C8A 1.493(9) . ? C7A C7A 1.583(18) 2_655 ? C7A C5A 1.782(12) 2_655 ? C7A C6A 1.872(15) 2_655 ? C8A C4A 0.657(14) 2_655 ? C8A C3A 1.087(16) 2_655 ? C8A C5A 2.019(14) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O2 180.0 . 2_656 ? O2 Cu1 O1 92.03(8) . 2_656 ? O2 Cu1 O1 87.97(8) 2_656 2_656 ? O2 Cu1 O1 87.97(8) . . ? O2 Cu1 O1 92.03(8) 2_656 . ? O1 Cu1 O1 180.0 2_656 . ? O2 Cu1 O01 98.50(8) . . ? O2 Cu1 O01 81.50(8) 2_656 . ? O1 Cu1 O01 86.16(7) 2_656 . ? O1 Cu1 O01 93.84(7) . . ? O2 Cu1 O01 81.50(8) . 2_656 ? O2 Cu1 O01 98.50(8) 2_656 2_656 ? O1 Cu1 O01 93.84(7) 2_656 2_656 ? O1 Cu1 O01 86.15(7) . 2_656 ? O01 Cu1 O01 180.0 . 2_656 ? C2 O1 Cu1 123.5(2) . . ? F2 C1 F3 106.1(3) . . ? F2 C1 F1 107.7(3) . . ? F3 C1 F1 106.3(3) . . ? F2 C1 C2 111.8(3) . . ? F3 C1 C2 114.3(3) . . ? F1 C1 C2 110.3(3) . . ? O1 C2 C3 127.7(3) . . ? O1 C2 C1 114.0(3) . . ? C3 C2 C1 118.2(3) . . ? C4 C3 C2 122.3(3) . . ? O2 C4 C3 128.8(3) . . ? O2 C4 C5 112.5(3) . . ? C3 C4 C5 118.6(3) . . ? F4 C5 F5 106.8(3) . . ? F4 C5 F6 107.2(3) . . ? F5 C5 F6 106.6(3) . . ? F4 C5 C4 110.9(3) . . ? F5 C5 C4 114.3(3) . . ? F6 C5 C4 110.6(3) . . ? C4 O2 Cu1 125.18(19) . . ? O4 Cu2 O4 180.0 . 2_545 ? O4 Cu2 O3 88.05(8) . 2_545 ? O4 Cu2 O3 91.95(8) 2_545 2_545 ? O4 Cu2 O3 91.95(8) . . ? O4 Cu2 O3 88.05(8) 2_545 . ? O3 Cu2 O3 180.0 2_545 . ? O4 Cu2 N3 84.71(8) . 2_545 ? O4 Cu2 N3 95.29(8) 2_545 2_545 ? O3 Cu2 N3 90.53(8) 2_545 2_545 ? O3 Cu2 N3 89.47(8) . 2_545 ? O4 Cu2 N3 95.29(8) . . ? O4 Cu2 N3 84.71(8) 2_545 . ? O3 Cu2 N3 89.47(8) 2_545 . ? O3 Cu2 N3 90.53(8) . . ? N3 Cu2 N3 180.0 2_545 . ? C7 O3 Cu2 123.70(18) . . ? F7A C6 F9 118.5(11) . . ? F7A C6 F8A 106.2(11) . . ? F9 C6 F8A 17.8(15) . . ? F7A C6 F7 82.6(10) . . ? F9 C6 F7 114.5(11) . . ? F8A C6 F7 128.4(10) . . ? F7A C6 F9A 114.1(10) . . ? F9 C6 F9A 84.5(11) . . ? F8A C6 F9A 101.6(10) . . ? F7 C6 F9A 35.5(8) . . ? F7A C6 F8 18.3(11) . . ? F9 C6 F8 104.6(10) . . ? F8A C6 F8 90.1(10) . . ? F7 C6 F8 99.5(8) . . ? F9A C6 F8 127.4(8) . . ? F7A C6 C7 111.4(7) . . ? F9 C6 C7 113.1(10) . . ? F8A C6 C7 110.0(9) . . ? F7 C6 C7 113.5(6) . . ? F9A C6 C7 112.9(7) . . ? F8 C6 C7 110.4(6) . . ? F9A F7 C6 74.7(16) . . ? F9A F7 F7A 117(2) . . ? C6 F7 F7A 47.2(6) . . ? C6 F9 F9A 49.2(7) . . ? C6 F7A F7 50.1(7) . . ? F7 F9A C6 69.8(13) . . ? F7 F9A F9 109.9(19) . . ? C6 F9A F9 46.3(7) . . ? O3 C7 C8 128.6(3) . . ? O3 C7 C6 113.9(3) . . ? C8 C7 C6 117.5(3) . . ? C9 C8 C7 121.3(3) . . ? O4 C9 C8 129.0(3) . . ? O4 C9 C10 112.4(3) . . ? C8 C9 C10 118.5(3) . . ? F11 C10 F10 107.9(3) . . ? F11 C10 F12 106.6(3) . . ? F10 C10 F12 107.3(3) . . ? F11 C10 C9 110.1(3) . . ? F10 C10 C9 114.0(3) . . ? F12 C10 C9 110.7(3) . . ? C9 O4 Cu2 124.17(18) . . ? N1 O01 Cu1 127.60(17) . . ? O01 N1 C07 124.8(2) . . ? O01 N1 C01 121.3(2) . . ? C07 N1 C01 112.3(2) . . ? N1 C01 C02 110.4(2) . . ? N1 C01 C03 105.7(2) . . ? C02 C01 C03 110.3(3) . . ? N1 C01 C04 100.0(2) . . ? C02 C01 C04 114.8(3) . . ? C03 C01 C04 114.7(3) . . ? N2 C04 C05 106.2(2) . . ? N2 C04 C06 109.3(3) . . ? C05 C04 C06 110.6(3) . . ? N2 C04 C01 100.4(2) . . ? C05 C04 C01 113.6(3) . . ? C06 C04 C01 115.8(3) . . ? O02 N2 C07 125.4(2) . . ? O02 N2 C04 122.4(2) . . ? C07 N2 C04 111.6(2) . . ? N1 C07 N2 108.8(2) . . ? N1 C07 C08 126.8(3) . . ? N2 C07 C08 124.3(3) . . ? C010 C08 C09 104.9(2) . . ? C010 C08 C07 126.8(3) . . ? C09 C08 C07 128.3(3) . . ? N3 C09 C08 111.2(3) . . ? C09 N3 N4 105.2(2) . . ? C09 N3 Cu2 123.8(2) . . ? N4 N3 Cu2 130.51(17) . . ? C010 N4 N3 111.9(2) . . ? C010 N4 C041 129.1(2) . . ? N3 N4 C041 118.9(2) . . ? N4 C041 C042 115.2(3) . . ? C041 C042 C043 111.6(3) . . ? C044 C043 C042 114.7(3) . . ? N4 C010 C08 106.7(2) . . ? C5A C1A C6A 80.0(9) 2_655 2_655 ? C5A C1A C2A 62.4(9) 2_655 . ? C6A C1A C2A 17.7(9) 2_655 . ? C6A C2A C7A 116(2) 2_655 2_655 ? C6A C2A C5A 81.9(18) 2_655 2_655 ? C7A C2A C5A 161.9(13) 2_655 2_655 ? C6A C2A C7A 164(2) 2_655 . ? C7A C2A C7A 79.8(11) 2_655 . ? C5A C2A C7A 82.2(8) 2_655 . ? C6A C2A C3A 76.4(18) 2_655 . ? C7A C2A C3A 39.8(6) 2_655 . ? C5A C2A C3A 158.3(12) 2_655 . ? C7A C2A C3A 119.5(12) . . ? C6A C2A C1A 41.1(17) 2_655 . ? C7A C2A C1A 156.6(13) 2_655 . ? C5A C2A C1A 41.0(5) 2_655 . ? C7A C2A C1A 123.0(9) . . ? C3A C2A C1A 117.5(11) . . ? C6A C2A C2A 161(2) 2_655 2_655 ? C7A C2A C2A 45.2(8) 2_655 2_655 ? C5A C2A C2A 116.7(10) 2_655 2_655 ? C7A C2A C2A 34.6(6) . 2_655 ? C3A C2A C2A 85.0(9) . 2_655 ? C1A C2A C2A 157.2(11) . 2_655 ? C7A C3A C8A 97.1(13) 2_655 2_655 ? C7A C3A C6A 72.4(8) 2_655 2_655 ? C8A C3A C6A 167.3(16) 2_655 2_655 ? C7A C3A C4A 71.0(11) 2_655 . ? C8A C3A C4A 27.4(7) 2_655 . ? C6A C3A C4A 143.3(13) 2_655 . ? C7A C3A C2A 50.6(8) 2_655 . ? C8A C3A C2A 147.3(14) 2_655 . ? C6A C3A C2A 21.8(7) 2_655 . ? C4A C3A C2A 121.6(12) . . ? C8A C4A C5A 161(3) 2_655 . ? C8A C4A C7A 85.9(17) 2_655 2_655 ? C5A C4A C7A 79.9(8) . 2_655 ? C8A C4A C3A 49.6(15) 2_655 . ? C5A C4A C3A 117.6(11) . . ? C7A C4A C3A 37.7(5) 2_655 . ? C1A C5A C2A 76.6(8) 2_655 2_655 ? C1A C5A C6A 54.5(8) 2_655 . ? C2A C5A C6A 22.2(7) 2_655 . ? C1A C5A C4A 171.4(13) 2_655 . ? C2A C5A C4A 99.1(9) 2_655 . ? C6A C5A C4A 121.3(10) . . ? C1A C5A C7A 125.5(9) 2_655 2_655 ? C2A C5A C7A 49.1(6) 2_655 2_655 ? C6A C5A C7A 71.3(7) . 2_655 ? C4A C5A C7A 50.1(7) . 2_655 ? C1A C5A C8A 170.8(11) 2_655 2_655 ? C2A C5A C8A 94.8(7) 2_655 2_655 ? C6A C5A C8A 117.0(8) . 2_655 ? C4A C5A C8A 6.2(9) . 2_655 ? C7A C5A C8A 45.7(4) 2_655 2_655 ? C2A C6A C1A 121(2) 2_655 2_655 ? C2A C6A C5A 76(2) 2_655 . ? C1A C6A C5A 45.5(7) 2_655 . ? C2A C6A C3A 81.8(17) 2_655 2_655 ? C1A C6A C3A 156.7(15) 2_655 2_655 ? C5A C6A C3A 157.7(13) . 2_655 ? C2A C6A C7A 44.2(15) 2_655 . ? C1A C6A C7A 164.4(15) 2_655 . ? C5A C6A C7A 120.1(12) . . ? C3A C6A C7A 37.7(5) 2_655 . ? C2A C6A C7A 11.5(16) 2_655 2_655 ? C1A C6A C7A 109.7(10) 2_655 2_655 ? C5A C6A C7A 64.4(6) . 2_655 ? C3A C6A C7A 93.3(10) 2_655 2_655 ? C7A C6A C7A 55.7(8) . 2_655 ? C3A C7A C2A 89.6(10) 2_655 2_655 ? C3A C7A C2A 169.6(12) 2_655 . ? C2A C7A C2A 100.2(11) 2_655 . ? C3A C7A C4A 71.3(8) 2_655 2_655 ? C2A C7A C4A 160.7(11) 2_655 2_655 ? C2A C7A C4A 98.7(8) . 2_655 ? C3A C7A C6A 69.9(10) 2_655 . ? C2A C7A C6A 19.7(9) 2_655 . ? C2A C7A C6A 119.9(12) . . ? C4A C7A C6A 141.2(10) 2_655 . ? C3A C7A C8A 46.3(10) 2_655 . ? C2A C7A C8A 135.6(11) 2_655 . ? C2A C7A C8A 124.2(9) . . ? C4A C7A C8A 26.0(6) 2_655 . ? C6A C7A C8A 115.8(11) . . ? C3A C7A C7A 147.1(13) 2_655 2_655 ? C2A C7A C7A 57.7(9) 2_655 2_655 ? C2A C7A C7A 42.5(7) . 2_655 ? C4A C7A C7A 141.1(10) 2_655 2_655 ? C6A C7A C7A 77.4(9) . 2_655 ? C8A C7A C7A 166.6(11) . 2_655 ? C3A C7A C5A 121.3(10) 2_655 2_655 ? C2A C7A C5A 148.9(10) 2_655 2_655 ? C2A C7A C5A 48.7(6) . 2_655 ? C4A C7A C5A 50.1(5) 2_655 2_655 ? C6A C7A C5A 168.6(9) . 2_655 ? C8A C7A C5A 75.6(7) . 2_655 ? C7A C7A C5A 91.2(7) 2_655 2_655 ? C3A C7A C6A 165.3(12) 2_655 2_655 ? C2A C7A C6A 104.6(10) 2_655 2_655 ? C2A C7A C6A 4.4(6) . 2_655 ? C4A C7A C6A 94.3(7) 2_655 2_655 ? C6A C7A C6A 124.3(8) . 2_655 ? C8A C7A C6A 119.8(9) . 2_655 ? C7A C7A C6A 46.9(4) 2_655 2_655 ? C5A C7A C6A 44.3(4) 2_655 2_655 ? C4A C8A C3A 103.0(18) 2_655 2_655 ? C4A C8A C7A 68.0(16) 2_655 . ? C3A C8A C7A 36.7(6) 2_655 . ? C4A C8A C5A 13(2) 2_655 2_655 ? C3A C8A C5A 95.1(8) 2_655 2_655 ? C7A C8A C5A 58.7(6) . 2_655 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.718 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.063 #===END data_oX240 _database_code_depnum_ccdc_archive 'CCDC 725427' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cu F12 N4 O6' _chemical_formula_weight 810.10 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.276(2) _cell_length_b 12.984(3) _cell_length_c 13.880(3) _cell_angle_alpha 99.10(3) _cell_angle_beta 104.02(3) _cell_angle_gamma 104.20(3) _cell_volume 1694.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 4341 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 23.34 _exptl_crystal_description bulk _exptl_crystal_colour black _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 0.757 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(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 6664 _diffrn_reflns_av_R_equivalents 0.0396 _diffrn_reflns_av_sigmaI/netI 0.0658 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 23.45 _reflns_number_total 4787 _reflns_number_gt 3972 _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. We used restraints for refinment of solvent molecule becuase of it's disorder (it is situated near the center of inversion. ; _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^)+(0.1161P)^2^+1.2633P] 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 4787 _refine_ls_number_parameters 499 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1867 _refine_ls_wR_factor_gt 0.1772 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.032 _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 0.5000 0.0000 0.5000 0.0388(3) Uani 1 2 d S . . O1 O 0.3486(3) -0.1425(3) 0.4652(2) 0.0547(8) Uani 1 1 d . . . C1 C 0.1526(6) -0.2725(5) 0.4679(5) 0.0713(15) Uani 1 1 d . . . F1 F 0.0883(6) -0.3043(4) 0.3709(4) 0.144(2) Uani 1 1 d . . . F2 F 0.2249(5) -0.3379(3) 0.4892(5) 0.1330(19) Uani 1 1 d . . . F3 F 0.0531(4) -0.2904(3) 0.5123(4) 0.1105(14) Uani 1 1 d . . . C2 C 0.2411(5) -0.1554(4) 0.4953(4) 0.0519(11) Uani 1 1 d . . . C3 C 0.1980(5) -0.0771(4) 0.5461(4) 0.0578(12) Uani 1 1 d . . . H3A H 0.1181 -0.0992 0.5681 0.069 Uiso 1 1 calc R . . C4 C 0.2664(5) 0.0315(4) 0.5660(3) 0.0491(11) Uani 1 1 d . . . C5 C 0.2073(6) 0.1121(5) 0.6201(5) 0.0679(14) Uani 1 1 d . . . F4 F 0.1833(5) 0.1825(3) 0.5663(3) 0.1002(13) Uani 1 1 d . . . F5 F 0.0899(4) 0.0688(3) 0.6382(4) 0.1101(14) Uani 1 1 d . . . F6 F 0.2964(4) 0.1674(4) 0.7074(3) 0.1121(14) Uani 1 1 d . . . O2 O 0.3733(3) 0.0764(3) 0.5449(2) 0.0518(8) Uani 1 1 d . . . Cu2 Cu 0.0000 -0.5000 0.0000 0.0464(3) Uani 1 2 d S . . O3 O 0.0287(3) -0.4305(2) -0.1130(3) 0.0559(8) Uani 1 1 d . . . C6 C 0.1042(9) -0.3966(5) -0.2504(5) 0.0816(18) Uani 1 1 d . . . F7 F 0.1591(12) -0.4257(8) -0.3125(7) 0.286(6) Uani 1 1 d . . . F8 F -0.0247(9) -0.4162(7) -0.3081(5) 0.203(4) Uani 1 1 d . . . F9 F 0.1313(9) -0.2974(4) -0.2276(5) 0.188(3) Uani 1 1 d . . . C7 C 0.1079(6) -0.4499(4) -0.1639(4) 0.0609(13) Uani 1 1 d . . . C8 C 0.1969(6) -0.5136(4) -0.1487(4) 0.0707(15) Uani 1 1 d . . . H8A H 0.2489 -0.5228 -0.1948 0.085 Uiso 1 1 calc R . . C9 C 0.2124(5) -0.5635(4) -0.0699(4) 0.0547(12) Uani 1 1 d . . . C10 C 0.3115(6) -0.6334(5) -0.0603(5) 0.0688(15) Uani 1 1 d . . . F10 F 0.3925(5) -0.6232(4) -0.1199(4) 0.1094(14) Uani 1 1 d . . . F11 F 0.2398(5) -0.7364(3) -0.0833(4) 0.1079(14) Uani 1 1 d . . . F12 F 0.3907(5) -0.6125(4) 0.0327(4) 0.1111(14) Uani 1 1 d . . . O4 O 0.1515(3) -0.5631(2) -0.0030(2) 0.0516(8) Uani 1 1 d . . . O01 O 0.4562(3) 0.0162(3) 0.3404(3) 0.0554(8) Uani 1 1 d . . . N1 N 0.3464(4) 0.0322(3) 0.2841(3) 0.0472(9) Uani 1 1 d . . . C01 C 0.3448(5) 0.1437(3) 0.2729(4) 0.0526(11) Uani 1 1 d . . . C02 C 0.3964(6) 0.2232(4) 0.3757(4) 0.0618(13) Uani 1 1 d . . . H02A H 0.4948 0.2313 0.4066 0.093 Uiso 1 1 calc R . . H02B H 0.3423 0.1959 0.4195 0.093 Uiso 1 1 calc R . . H02C H 0.3854 0.2936 0.3669 0.093 Uiso 1 1 calc R . . C03 C 0.4402(7) 0.1745(4) 0.2091(5) 0.0748(16) Uani 1 1 d . . . H03A H 0.5367 0.1868 0.2486 0.112 Uiso 1 1 calc R . . H03B H 0.4301 0.2408 0.1884 0.112 Uiso 1 1 calc R . . H03C H 0.4156 0.1160 0.1489 0.112 Uiso 1 1 calc R . . C04 C 0.1866(5) 0.1206(3) 0.2179(4) 0.0561(12) Uani 1 1 d . . . C05 C 0.0994(6) 0.1319(5) 0.2916(5) 0.0731(15) Uani 1 1 d . . . H05A H 0.0021 0.1185 0.2531 0.110 Uiso 1 1 calc R . . H05B H 0.1350 0.2051 0.3349 0.110 Uiso 1 1 calc R . . H05C H 0.1057 0.0793 0.3336 0.110 Uiso 1 1 calc R . . C06 C 0.1540(7) 0.1808(4) 0.1364(5) 0.0791(17) Uani 1 1 d . . . H06A H 0.0531 0.1610 0.1064 0.119 Uiso 1 1 calc R . . H06B H 0.1973 0.1618 0.0841 0.119 Uiso 1 1 calc R . . H06C H 0.1904 0.2588 0.1658 0.119 Uiso 1 1 calc R . . N2 N 0.1487(5) 0.0016(3) 0.1707(3) 0.0609(11) Uani 1 1 d . . . O02 O 0.0332(5) -0.0483(3) 0.1055(3) 0.0862(13) Uani 1 1 d . . . C07 C 0.2416(5) -0.0441(3) 0.2181(4) 0.0507(11) Uani 1 1 d . . . C08 C 0.2270(5) -0.1585(3) 0.1957(3) 0.0484(10) Uani 1 1 d . . . C09 C 0.1194(5) -0.2419(4) 0.1215(4) 0.0555(12) Uani 1 1 d . . . H09A H 0.0411 -0.2314 0.0773 0.067 Uiso 1 1 calc R . . N3 N 0.1430(4) -0.3370(3) 0.1221(3) 0.0561(10) Uani 1 1 d . . . N4 N 0.2647(4) -0.3161(3) 0.1959(3) 0.0537(9) Uani 1 1 d . . . C041 C 0.3148(7) -0.4066(4) 0.2192(5) 0.0820(18) Uani 1 1 d . . . H04A H 0.2389 -0.4603 0.2316 0.098 Uiso 1 1 calc R . . H04B H 0.3348 -0.4417 0.1588 0.098 Uiso 1 1 calc R . . C042 C 0.4365(6) -0.3808(4) 0.3041(4) 0.0714(15) Uani 1 1 d . . . H04C H 0.4179 -0.3451 0.3649 0.086 Uiso 1 1 calc R . . H04D H 0.5139 -0.3288 0.2915 0.086 Uiso 1 1 calc R . . C043 C 0.4804(8) -0.4788(5) 0.3247(5) 0.0895(19) Uani 1 1 d . . . H04E H 0.4062 -0.5271 0.3438 0.107 Uiso 1 1 calc R . . H04F H 0.4884 -0.5187 0.2613 0.107 Uiso 1 1 calc R . . C044 C 0.6110(9) -0.4555(6) 0.4035(6) 0.104(2) Uani 1 1 d . . . H04G H 0.6318 -0.5232 0.4111 0.157 Uiso 1 1 calc R . . H04H H 0.6034 -0.4186 0.4674 0.157 Uiso 1 1 calc R . . H04I H 0.6859 -0.4089 0.3849 0.157 Uiso 1 1 calc R . . C010 C 0.3174(5) -0.2103(3) 0.2402(4) 0.0525(11) Uani 1 1 d . . . H01A H 0.4019 -0.1771 0.2929 0.063 Uiso 1 1 calc R . . C1A C 0.420(4) -0.1797(15) 0.028(2) 0.158(11) Uani 0.50 1 d PD . 1 H1AA H 0.3224 -0.2251 0.0116 0.237 Uiso 0.50 1 d PR . 1 H1AB H 0.4702 -0.2167 -0.0101 0.237 Uiso 0.50 1 d PR . 1 H1AC H 0.4658 -0.1653 0.1004 0.237 Uiso 0.50 1 d PR . 1 C2A C 0.451(2) -0.0706(17) 0.0032(19) 0.19(3) Uani 0.50 1 d PD . 1 C3A C 0.319(2) -0.064(2) -0.0480(16) 0.153(14) Uani 0.50 1 d PD . 1 H3AA H 0.2290 -0.1191 -0.0598 0.184 Uiso 0.50 1 d PR . 1 C4A C 0.335(2) 0.029(2) -0.088(2) 0.117(8) Uani 0.50 1 d PD . 1 H4AA H 0.2469 0.0400 -0.1211 0.140 Uiso 0.50 1 d PR . 1 C5A C 0.459(2) 0.1141(16) -0.0679(12) 0.111(6) Uani 0.50 1 d PD . 1 H5AA H 0.4619 0.1775 -0.0959 0.133 Uiso 0.50 1 d PR . 1 C6A C 0.577(2) 0.0930(17) -0.0079(17) 0.109(10) Uani 0.50 1 d PD . 1 H6AA H 0.6659 0.1496 0.0055 0.131 Uiso 0.50 1 d PR . 1 C7A C 0.576(2) 0.0028(16) 0.0357(18) 0.147(17) Uani 0.50 1 d PD . 1 C8A C 0.727(2) 0.020(4) 0.088(3) 0.173(16) Uani 0.50 1 d PD . 1 H8AA H 0.8058 0.0818 0.0919 0.260 Uiso 0.50 1 d PR . 1 H8AB H 0.7235 0.0147 0.1567 0.260 Uiso 0.50 1 d PR . 1 H8AC H 0.7392 -0.0460 0.0533 0.260 Uiso 0.50 1 d PR . 1 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 0.0355(4) 0.0354(4) 0.0426(4) 0.0101(3) 0.0090(3) 0.0073(3) O1 0.0590(19) 0.0553(19) 0.0497(18) 0.0137(14) 0.0168(15) 0.0150(15) C1 0.067(3) 0.065(3) 0.081(4) 0.021(3) 0.022(3) 0.016(3) F1 0.173(4) 0.095(3) 0.088(3) 0.001(2) -0.001(3) -0.046(3) F2 0.099(3) 0.062(2) 0.232(6) 0.050(3) 0.033(3) 0.019(2) F3 0.103(3) 0.070(2) 0.164(4) 0.031(2) 0.069(3) 0.004(2) C2 0.047(2) 0.057(3) 0.050(3) 0.020(2) 0.011(2) 0.010(2) C3 0.049(3) 0.059(3) 0.067(3) 0.021(2) 0.021(2) 0.011(2) C4 0.044(2) 0.058(3) 0.049(3) 0.022(2) 0.013(2) 0.016(2) C5 0.066(3) 0.064(3) 0.074(4) 0.016(3) 0.025(3) 0.015(3) F4 0.126(3) 0.095(3) 0.129(3) 0.060(3) 0.064(3) 0.072(3) F5 0.098(3) 0.089(3) 0.173(4) 0.028(3) 0.093(3) 0.029(2) F6 0.111(3) 0.129(3) 0.080(3) -0.017(2) 0.021(2) 0.039(3) O2 0.0522(18) 0.0497(18) 0.060(2) 0.0237(15) 0.0203(15) 0.0168(14) Cu2 0.0584(5) 0.0351(4) 0.0494(5) 0.0067(3) 0.0264(4) 0.0119(3) O3 0.073(2) 0.0376(16) 0.062(2) 0.0114(14) 0.0303(18) 0.0151(15) C6 0.125(6) 0.066(4) 0.083(4) 0.032(3) 0.059(4) 0.042(4) F7 0.502(14) 0.423(13) 0.280(9) 0.300(10) 0.333(10) 0.401(13) F8 0.234(8) 0.225(8) 0.114(4) 0.108(5) 0.013(5) -0.002(6) F9 0.330(9) 0.086(4) 0.152(5) 0.070(3) 0.072(6) 0.038(5) C7 0.087(4) 0.041(3) 0.065(3) 0.010(2) 0.043(3) 0.016(2) C8 0.094(4) 0.064(3) 0.081(4) 0.026(3) 0.060(3) 0.032(3) C9 0.065(3) 0.035(2) 0.066(3) 0.001(2) 0.033(3) 0.012(2) C10 0.076(4) 0.062(4) 0.078(4) 0.008(3) 0.044(3) 0.023(3) F10 0.128(3) 0.109(3) 0.150(4) 0.053(3) 0.098(3) 0.070(3) F11 0.120(3) 0.050(2) 0.172(4) 0.021(2) 0.067(3) 0.039(2) F12 0.111(3) 0.130(4) 0.109(3) 0.019(3) 0.030(3) 0.076(3) O4 0.0591(18) 0.0421(17) 0.0538(18) 0.0050(14) 0.0227(16) 0.0132(14) O01 0.0541(19) 0.0450(18) 0.065(2) 0.0102(15) 0.0168(16) 0.0135(14) N1 0.051(2) 0.0332(19) 0.059(2) 0.0123(17) 0.0187(18) 0.0112(16) C01 0.066(3) 0.031(2) 0.062(3) 0.013(2) 0.023(2) 0.011(2) C02 0.086(3) 0.036(2) 0.063(3) 0.012(2) 0.019(3) 0.019(2) C03 0.094(4) 0.051(3) 0.092(4) 0.022(3) 0.050(3) 0.017(3) C04 0.073(3) 0.032(2) 0.060(3) 0.012(2) 0.016(2) 0.014(2) C05 0.073(3) 0.062(3) 0.093(4) 0.021(3) 0.031(3) 0.027(3) C06 0.105(4) 0.049(3) 0.077(4) 0.026(3) 0.010(3) 0.021(3) N2 0.072(3) 0.036(2) 0.066(3) 0.0127(19) 0.008(2) 0.013(2) O02 0.086(3) 0.050(2) 0.092(3) 0.009(2) -0.017(2) 0.0108(19) C07 0.059(3) 0.034(2) 0.058(3) 0.013(2) 0.018(2) 0.010(2) C08 0.063(3) 0.031(2) 0.049(3) 0.0079(19) 0.015(2) 0.011(2) C09 0.063(3) 0.036(2) 0.065(3) 0.015(2) 0.017(2) 0.010(2) N3 0.066(2) 0.036(2) 0.060(2) 0.0076(17) 0.013(2) 0.0105(18) N4 0.072(3) 0.035(2) 0.053(2) 0.0058(16) 0.018(2) 0.0156(18) C041 0.098(4) 0.047(3) 0.087(4) 0.006(3) -0.002(3) 0.030(3) C042 0.098(4) 0.050(3) 0.073(4) 0.013(3) 0.028(3) 0.031(3) C043 0.126(6) 0.058(3) 0.090(4) 0.029(3) 0.022(4) 0.038(4) C044 0.133(6) 0.083(5) 0.107(6) 0.024(4) 0.027(5) 0.056(5) C010 0.068(3) 0.035(2) 0.051(3) 0.008(2) 0.018(2) 0.011(2) C1A 0.25(3) 0.091(14) 0.14(2) 0.030(14) 0.09(2) 0.026(17) C2A 0.073(14) 0.28(5) 0.13(3) -0.13(3) 0.060(17) -0.04(2) C3A 0.12(2) 0.27(4) 0.088(14) 0.000(18) 0.016(15) 0.12(3) C4A 0.109(19) 0.17(3) 0.100(14) 0.040(16) 0.025(16) 0.090(19) C5A 0.144(18) 0.140(18) 0.081(12) 0.039(12) 0.038(12) 0.086(16) C6A 0.16(2) 0.14(2) 0.088(14) 0.059(15) 0.065(16) 0.120(19) C7A 0.18(4) 0.22(4) 0.081(12) 0.003(17) 0.017(17) 0.18(4) C8A 0.078(16) 0.28(5) 0.15(2) 0.03(3) 0.013(17) 0.07(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 Cu1 O2 1.975(3) . ? Cu1 O2 1.975(3) 2_656 ? Cu1 O1 2.005(3) 2_656 ? Cu1 O1 2.005(3) . ? Cu1 O01 2.205(3) 2_656 ? Cu1 O01 2.205(3) . ? O1 C2 1.256(5) . ? C1 F2 1.281(7) . ? C1 F1 1.296(7) . ? C1 F3 1.309(7) . ? C1 C2 1.502(7) . ? C2 C3 1.367(7) . ? C3 C4 1.363(7) . ? C4 O2 1.237(5) . ? C4 C5 1.519(7) . ? C5 F6 1.299(7) . ? C5 F4 1.300(7) . ? C5 F5 1.303(7) . ? Cu2 O4 1.934(3) . ? Cu2 O4 1.935(3) 2_545 ? Cu2 O3 1.975(3) . ? Cu2 O3 1.975(3) 2_545 ? Cu2 N3 2.376(4) 2_545 ? Cu2 N3 2.376(4) . ? O3 C7 1.244(6) . ? C6 F7 1.201(7) . ? C6 F9 1.221(8) . ? C6 F8 1.310(10) . ? C6 C7 1.474(8) . ? C7 C8 1.378(7) . ? C8 C9 1.352(8) . ? C9 O4 1.240(6) . ? C9 C10 1.518(7) . ? C10 F12 1.294(7) . ? C10 F11 1.304(7) . ? C10 F10 1.306(6) . ? O01 N1 1.291(5) . ? N1 C07 1.301(6) . ? N1 C01 1.483(5) . ? C01 C03 1.499(7) . ? C01 C02 1.511(7) . ? C01 C04 1.550(7) . ? C04 C06 1.492(7) . ? C04 N2 1.493(6) . ? C04 C05 1.528(8) . ? N2 O02 1.250(5) . ? N2 C07 1.339(6) . ? C07 C08 1.431(6) . ? C08 C010 1.363(7) . ? C08 C09 1.401(7) . ? C09 N3 1.316(6) . ? N3 N4 1.346(6) . ? N4 C010 1.329(6) . ? N4 C041 1.445(6) . ? C041 C042 1.421(8) . ? C042 C043 1.497(7) . ? C043 C044 1.440(10) . ? C1A C6A 1.19(2) 2_655 ? C1A C5A 1.25(3) 2_655 ? C1A C2A 1.484(10) . ? C2A C6A 0.38(3) 2_655 ? C2A C7A 1.16(2) 2_655 ? C2A C7A 1.32(3) . ? C2A C3A 1.396(10) . ? C2A C5A 1.41(3) 2_655 ? C2A C2A 1.89(4) 2_655 ? C3A C8A 0.99(5) 2_655 ? C3A C7A 1.13(3) 2_655 ? C3A C6A 1.33(2) 2_655 ? C3A C4A 1.400(10) . ? C4A C8A 0.78(4) 2_655 ? C4A C7A 1.22(3) 2_655 ? C4A C5A 1.401(10) . ? C5A C1A 1.25(3) 2_655 ? C5A C6A 1.404(10) . ? C5A C2A 1.41(3) 2_655 ? C5A C7A 1.63(3) 2_655 ? C6A C2A 0.38(3) 2_655 ? C6A C1A 1.19(2) 2_655 ? C6A C3A 1.33(2) 2_655 ? C6A C7A 1.400(10) . ? C6A C7A 1.66(3) 2_655 ? C7A C3A 1.13(3) 2_655 ? C7A C2A 1.16(2) 2_655 ? C7A C4A 1.22(3) 2_655 ? C7A C8A 1.491(10) . ? C7A C7A 1.61(4) 2_655 ? C7A C5A 1.63(3) 2_655 ? C7A C6A 1.66(3) 2_655 ? C8A C4A 0.78(4) 2_655 ? C8A C3A 0.99(5) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O2 179.998(2) . 2_656 ? O2 Cu1 O1 90.24(13) . 2_656 ? O2 Cu1 O1 89.76(13) 2_656 2_656 ? O2 Cu1 O1 89.76(13) . . ? O2 Cu1 O1 90.24(13) 2_656 . ? O1 Cu1 O1 180.0 2_656 . ? O2 Cu1 O01 80.58(12) . 2_656 ? O2 Cu1 O01 99.42(12) 2_656 2_656 ? O1 Cu1 O01 93.38(13) 2_656 2_656 ? O1 Cu1 O01 86.62(13) . 2_656 ? O2 Cu1 O01 99.42(12) . . ? O2 Cu1 O01 80.58(12) 2_656 . ? O1 Cu1 O01 86.62(13) 2_656 . ? O1 Cu1 O01 93.38(13) . . ? O01 Cu1 O01 180.0 2_656 . ? C2 O1 Cu1 123.7(3) . . ? F2 C1 F1 106.5(6) . . ? F2 C1 F3 107.2(5) . . ? F1 C1 F3 105.1(5) . . ? F2 C1 C2 112.8(5) . . ? F1 C1 C2 111.0(5) . . ? F3 C1 C2 113.7(5) . . ? O1 C2 C3 128.0(4) . . ? O1 C2 C1 112.7(4) . . ? C3 C2 C1 119.3(4) . . ? C4 C3 C2 122.6(4) . . ? O2 C4 C3 128.4(5) . . ? O2 C4 C5 113.0(4) . . ? C3 C4 C5 118.5(4) . . ? F6 C5 F4 106.8(5) . . ? F6 C5 F5 106.7(5) . . ? F4 C5 F5 106.2(5) . . ? F6 C5 C4 110.9(5) . . ? F4 C5 C4 110.7(5) . . ? F5 C5 C4 115.1(5) . . ? C4 O2 Cu1 124.6(3) . . ? O4 Cu2 O4 179.999(1) . 2_545 ? O4 Cu2 O3 91.52(13) . . ? O4 Cu2 O3 88.48(13) 2_545 . ? O4 Cu2 O3 88.48(13) . 2_545 ? O4 Cu2 O3 91.52(13) 2_545 2_545 ? O3 Cu2 O3 180.00(15) . 2_545 ? O4 Cu2 N3 84.74(14) . 2_545 ? O4 Cu2 N3 95.26(14) 2_545 2_545 ? O3 Cu2 N3 89.09(14) . 2_545 ? O3 Cu2 N3 90.90(14) 2_545 2_545 ? O4 Cu2 N3 95.26(14) . . ? O4 Cu2 N3 84.74(14) 2_545 . ? O3 Cu2 N3 90.91(14) . . ? O3 Cu2 N3 89.10(14) 2_545 . ? N3 Cu2 N3 180.0 2_545 . ? C7 O3 Cu2 123.5(3) . . ? F7 C6 F9 111.8(8) . . ? F7 C6 F8 100.8(8) . . ? F9 C6 F8 96.6(7) . . ? F7 C6 C7 118.0(6) . . ? F9 C6 C7 115.0(6) . . ? F8 C6 C7 111.5(6) . . ? O3 C7 C8 128.0(5) . . ? O3 C7 C6 114.5(5) . . ? C8 C7 C6 117.5(5) . . ? C9 C8 C7 122.6(5) . . ? O4 C9 C8 128.2(5) . . ? O4 C9 C10 113.0(5) . . ? C8 C9 C10 118.8(5) . . ? F12 C10 F11 106.5(6) . . ? F12 C10 F10 108.1(5) . . ? F11 C10 F10 106.4(4) . . ? F12 C10 C9 111.0(4) . . ? F11 C10 C9 110.0(5) . . ? F10 C10 C9 114.6(5) . . ? C9 O4 Cu2 125.2(3) . . ? N1 O01 Cu1 128.5(3) . . ? O01 N1 C07 124.8(4) . . ? O01 N1 C01 120.8(3) . . ? C07 N1 C01 113.0(4) . . ? N1 C01 C03 105.7(4) . . ? N1 C01 C02 111.0(4) . . ? C03 C01 C02 110.7(4) . . ? N1 C01 C04 99.8(3) . . ? C03 C01 C04 114.6(4) . . ? C02 C01 C04 114.1(4) . . ? C06 C04 N2 109.5(4) . . ? C06 C04 C05 111.1(5) . . ? N2 C04 C05 106.6(4) . . ? C06 C04 C01 115.5(4) . . ? N2 C04 C01 100.1(3) . . ? C05 C04 C01 113.1(4) . . ? O02 N2 C07 126.0(4) . . ? O02 N2 C04 121.8(4) . . ? C07 N2 C04 111.5(4) . . ? N1 C07 N2 109.0(4) . . ? N1 C07 C08 126.6(4) . . ? N2 C07 C08 124.3(4) . . ? C010 C08 C09 104.5(4) . . ? C010 C08 C07 127.4(4) . . ? C09 C08 C07 128.1(4) . . ? N3 C09 C08 110.8(4) . . ? C09 N3 N4 105.6(4) . . ? C09 N3 Cu2 122.9(3) . . ? N4 N3 Cu2 131.2(3) . . ? C010 N4 N3 111.4(4) . . ? C010 N4 C041 129.8(4) . . ? N3 N4 C041 118.7(4) . . ? C042 C041 N4 116.1(4) . . ? C041 C042 C043 113.1(5) . . ? C044 C043 C042 115.0(6) . . ? N4 C010 C08 107.8(4) . . ? C6A C1A C5A 70.0(15) 2_655 2_655 ? C6A C1A C2A 10.5(16) 2_655 . ? C5A C1A C2A 61.3(14) 2_655 . ? C6A C2A C7A 123(4) 2_655 2_655 ? C6A C2A C7A 150(6) 2_655 . ? C7A C2A C7A 80.7(18) 2_655 . ? C6A C2A C3A 72(3) 2_655 . ? C7A C2A C3A 51.5(15) 2_655 . ? C7A C2A C3A 131(2) . . ? C6A C2A C5A 81(4) 2_655 2_655 ? C7A C2A C5A 154(2) 2_655 2_655 ? C7A C2A C5A 73.3(14) . 2_655 ? C3A C2A C5A 153.2(19) . 2_655 ? C6A C2A C1A 35(4) 2_655 . ? C7A C2A C1A 155(2) 2_655 . ? C7A C2A C1A 124(2) . . ? C3A C2A C1A 104(2) . . ? C5A C2A C1A 51.2(16) 2_655 . ? C6A C2A C2A 159(7) 2_655 2_655 ? C7A C2A C2A 43.5(14) 2_655 2_655 ? C7A C2A C2A 37.2(9) . 2_655 ? C3A C2A C2A 94.6(18) . 2_655 ? C5A C2A C2A 110.5(17) 2_655 2_655 ? C1A C2A C2A 162(2) . 2_655 ? C8A C3A C7A 89(3) 2_655 2_655 ? C8A C3A C6A 158(4) 2_655 2_655 ? C7A C3A C6A 68.9(13) 2_655 2_655 ? C8A C3A C2A 142(3) 2_655 . ? C7A C3A C2A 53.3(11) 2_655 . ? C6A C3A C2A 15.8(13) 2_655 . ? C8A C3A C4A 33(2) 2_655 . ? C7A C3A C4A 56.4(19) 2_655 . ? C6A C3A C4A 125(3) 2_655 . ? C2A C3A C4A 110(2) . . ? C8A C4A C7A 94(4) 2_655 2_655 ? C8A C4A C3A 43(3) 2_655 . ? C7A C4A C3A 50.5(16) 2_655 . ? C8A C4A C5A 169(5) 2_655 . ? C7A C4A C5A 76.6(18) 2_655 . ? C3A C4A C5A 127(2) . . ? C1A C5A C4A 163(2) 2_655 . ? C1A C5A C6A 53.0(13) 2_655 . ? C4A C5A C6A 112.4(19) . . ? C1A C5A C2A 67.4(12) 2_655 2_655 ? C4A C5A C2A 97.3(17) . 2_655 ? C6A C5A C2A 15.5(13) . 2_655 ? C1A C5A C7A 118.1(17) 2_655 2_655 ? C4A C5A C7A 46.7(15) . 2_655 ? C6A C5A C7A 65.7(12) . 2_655 ? C2A C5A C7A 50.7(11) 2_655 2_655 ? C2A C6A C1A 134(5) 2_655 2_655 ? C2A C6A C3A 92(3) 2_655 2_655 ? C1A C6A C3A 128(3) 2_655 2_655 ? C2A C6A C7A 44(3) 2_655 . ? C1A C6A C7A 168(2) 2_655 . ? C3A C6A C7A 48.8(13) 2_655 . ? C2A C6A C5A 83(4) 2_655 . ? C1A C6A C5A 57.0(17) 2_655 . ? C3A C6A C5A 175(3) 2_655 . ? C7A C6A C5A 126(2) . . ? C2A C6A C7A 24(5) 2_655 2_655 ? C1A C6A C7A 120(2) 2_655 2_655 ? C3A C6A C7A 111(2) 2_655 2_655 ? C7A C6A C7A 62.8(16) . 2_655 ? C5A C6A C7A 63.7(9) . 2_655 ? C3A C7A C2A 75.2(17) 2_655 2_655 ? C3A C7A C4A 73.1(15) 2_655 2_655 ? C2A C7A C4A 148(3) 2_655 2_655 ? C3A C7A C2A 169(3) 2_655 . ? C2A C7A C2A 99.3(18) 2_655 . ? C4A C7A C2A 112.5(18) 2_655 . ? C3A C7A C6A 62.3(13) 2_655 . ? C2A C7A C6A 13.2(15) 2_655 . ? C4A C7A C6A 135(2) 2_655 . ? C2A C7A C6A 112(2) . . ? C3A C7A C8A 42(2) 2_655 . ? C2A C7A C8A 117(3) 2_655 . ? C4A C7A C8A 31.5(19) 2_655 . ? C2A C7A C8A 143(2) . . ? C6A C7A C8A 104(3) . . ? C3A C7A C7A 128(2) 2_655 2_655 ? C2A C7A C7A 54.0(12) 2_655 2_655 ? C4A C7A C7A 158(3) 2_655 2_655 ? C2A C7A C7A 45.3(14) . 2_655 ? C6A C7A C7A 66.5(15) . 2_655 ? C8A C7A C7A 169(3) . 2_655 ? C3A C7A C5A 129.5(16) 2_655 2_655 ? C2A C7A C5A 155(2) 2_655 2_655 ? C4A C7A C5A 56.7(10) 2_655 2_655 ? C2A C7A C5A 56.0(12) . 2_655 ? C6A C7A C5A 167.3(19) . 2_655 ? C8A C7A C5A 88.0(17) . 2_655 ? C7A C7A C5A 101.2(19) 2_655 2_655 ? C3A C7A C6A 175(3) 2_655 2_655 ? C2A C7A C6A 104.6(16) 2_655 2_655 ? C4A C7A C6A 107.3(18) 2_655 2_655 ? C2A C7A C6A 6.6(13) . 2_655 ? C6A C7A C6A 117.2(16) . 2_655 ? C8A C7A C6A 138.5(19) . 2_655 ? C7A C7A C6A 50.8(11) 2_655 2_655 ? C5A C7A C6A 50.6(10) 2_655 2_655 ? C4A C8A C3A 104(3) 2_655 2_655 ? C4A C8A C7A 55(3) 2_655 . ? C3A C8A C7A 49.2(17) 2_655 . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 23.45 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 1.068 _refine_diff_density_min -0.562 _refine_diff_density_rms 0.082 #===END data_oX295 _database_code_depnum_ccdc_archive 'CCDC 725428' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 Cu F12 N4 O6' _chemical_formula_weight 810.10 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.387(6) _cell_length_b 13.198(7) _cell_length_c 14.134(8) _cell_angle_alpha 100.262(8) _cell_angle_beta 103.434(9) _cell_angle_gamma 103.705(8) _cell_volume 1774.3(17) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 4882 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 22.32 _exptl_crystal_description prizm _exptl_crystal_colour dark _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 822 _exptl_absorpt_coefficient_mu 0.723 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 15812 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.35 _reflns_number_total 6367 _reflns_number_gt 4470 _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. We used restraints for refinment of solvent molecule becuase of it's disorder (it is situated near the center of inversion. ; _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^)+(0.0798P)^2^+0.4046P] 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 6367 _refine_ls_number_parameters 526 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0736 _refine_ls_R_factor_gt 0.0504 _refine_ls_wR_factor_ref 0.1532 _refine_ls_wR_factor_gt 0.1337 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.045 _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.0000 0.5000 0.05470(19) Uani 1 2 d S . . O1 O 0.3540(2) -0.13892(19) 0.46933(17) 0.0687(6) Uani 1 1 d . . . C1 C 0.1616(5) -0.2675(4) 0.4740(4) 0.0958(13) Uani 1 1 d . . . F1 F 0.0984(5) -0.3003(3) 0.3793(3) 0.1875(19) Uani 1 1 d . . . F2 F 0.2312(4) -0.3313(3) 0.4960(4) 0.1751(18) Uani 1 1 d . . . F3 F 0.0633(4) -0.2834(3) 0.5172(3) 0.1589(14) Uani 1 1 d . . . C2 C 0.2487(4) -0.1513(3) 0.4995(3) 0.0690(9) Uani 1 1 d . . . C3 C 0.2041(4) -0.0728(3) 0.5490(3) 0.0783(10) Uani 1 1 d . . . H3A H 0.1252 -0.0934 0.5697 0.094 Uiso 1 1 calc R . . C4 C 0.2724(4) 0.0357(3) 0.5692(3) 0.0644(9) Uani 1 1 d . . . C5 C 0.2119(5) 0.1153(4) 0.6196(4) 0.0878(12) Uani 1 1 d . . . F4 F 0.1864(4) 0.1828(3) 0.5665(3) 0.1491(14) Uani 1 1 d . . . F5 F 0.0983(4) 0.0743(3) 0.6399(3) 0.1646(16) Uani 1 1 d . . . F6 F 0.2995(4) 0.1742(3) 0.7039(3) 0.1595(14) Uani 1 1 d . . . O2 O 0.3793(2) 0.07827(19) 0.54800(17) 0.0654(6) Uani 1 1 d . . . Cu2 Cu 0.0000 -0.5000 0.0000 0.0647(2) Uani 1 2 d S . . O3 O 0.0296(3) -0.43306(19) -0.11208(19) 0.0767(7) Uani 1 1 d . . . C6 C 0.1043(8) -0.4012(5) -0.2501(5) 0.1119(17) Uani 1 1 d . . . F7 F 0.133(2) -0.4502(16) -0.3252(12) 0.150(8) Uani 0.50 1 d P . . F8 F -0.0344(17) -0.4112(19) -0.3001(11) 0.151(4) Uani 0.50 1 d P . . F9 F 0.148(3) -0.3046(10) -0.2324(11) 0.174(9) Uani 0.50 1 d P . . F7A F 0.043(4) -0.4654(14) -0.3278(10) 0.251(14) Uani 0.50 1 d P . . F8A F 0.078(4) -0.315(2) -0.231(2) 0.222(13) Uani 0.50 1 d P . . F9A F 0.2378(10) -0.362(2) -0.2547(17) 0.161(4) Uani 0.50 1 d P . . C7 C 0.1092(5) -0.4532(3) -0.1615(3) 0.0822(11) Uani 1 1 d . . . C8 C 0.1978(5) -0.5155(4) -0.1455(4) 0.0959(14) Uani 1 1 d . . . H8A H 0.2507 -0.5242 -0.1895 0.115 Uiso 1 1 calc R . . C9 C 0.2119(4) -0.5655(3) -0.0681(3) 0.0746(10) Uani 1 1 d . . . C10 C 0.3092(5) -0.6349(4) -0.0581(4) 0.0941(13) Uani 1 1 d . . . F10 F 0.3913(4) -0.6264(3) -0.1152(3) 0.1537(14) Uani 1 1 d . . . F11 F 0.2414(4) -0.7366(3) -0.0800(3) 0.1543(14) Uani 1 1 d . . . F12 F 0.3870(4) -0.6151(3) 0.0340(3) 0.1525(13) Uani 1 1 d . . . O4 O 0.1493(2) -0.56407(18) -0.00264(18) 0.0700(6) Uani 1 1 d . . . O01 O 0.4485(2) 0.01440(18) 0.33767(18) 0.0689(6) Uani 1 1 d . . . N1 N 0.3409(3) 0.0298(2) 0.2819(2) 0.0596(7) Uani 1 1 d . . . C01 C 0.3363(4) 0.1400(3) 0.2707(2) 0.0642(8) Uani 1 1 d . . . C02 C 0.3872(5) 0.2194(3) 0.3729(3) 0.0820(11) Uani 1 1 d . . . H02A H 0.4830 0.2268 0.4026 0.123 Uiso 1 1 calc R . . H02B H 0.3341 0.1935 0.4155 0.123 Uiso 1 1 calc R . . H02C H 0.3766 0.2880 0.3652 0.123 Uiso 1 1 calc R . . C03 C 0.4333(5) 0.1713(3) 0.2080(3) 0.0991(14) Uani 1 1 d . . . H03A H 0.5271 0.1831 0.2466 0.149 Uiso 1 1 calc R . . H03B H 0.4235 0.2360 0.1892 0.149 Uiso 1 1 calc R . . H03C H 0.4105 0.1144 0.1487 0.149 Uiso 1 1 calc R . . C04 C 0.1814(4) 0.1169(3) 0.2165(3) 0.0753(10) Uani 1 1 d . . . C05 C 0.0925(5) 0.1273(4) 0.2890(4) 0.1023(14) Uani 1 1 d . . . H05A H -0.0020 0.1142 0.2512 0.153 Uiso 1 1 calc R . . H05B H 0.1259 0.1986 0.3324 0.153 Uiso 1 1 calc R . . H05C H 0.0981 0.0757 0.3287 0.153 Uiso 1 1 calc R . . C06 C 0.1468(5) 0.1756(3) 0.1362(4) 0.1093(16) Uani 1 1 d . . . H06A H 0.0482 0.1555 0.1078 0.164 Uiso 1 1 calc R . . H06B H 0.1890 0.1569 0.0846 0.164 Uiso 1 1 calc R . . H06C H 0.1810 0.2518 0.1652 0.164 Uiso 1 1 calc R . . N2 N 0.1443(3) -0.0010(2) 0.1698(2) 0.0782(9) Uani 1 1 d . . . O02 O 0.0305(4) -0.0518(2) 0.1050(3) 0.1151(12) Uani 1 1 d . . . C07 C 0.2373(4) -0.0464(3) 0.2156(3) 0.0646(8) Uani 1 1 d . . . C08 C 0.2238(4) -0.1602(2) 0.1941(2) 0.0634(8) Uani 1 1 d . . . C09 C 0.1199(4) -0.2427(3) 0.1209(3) 0.0734(10) Uani 1 1 d . . . H09A H 0.0440 -0.2327 0.0777 0.088 Uiso 1 1 calc R . . N3 N 0.1434(3) -0.3372(2) 0.1208(2) 0.0762(8) Uani 1 1 d . . . N4 N 0.2626(3) -0.3158(2) 0.1944(2) 0.0731(8) Uani 1 1 d . . . C041 C 0.3141(6) -0.4059(4) 0.2175(4) 0.1207(19) Uani 1 1 d . . . H04A H 0.2384 -0.4594 0.2259 0.145 Uiso 1 1 calc R . . H04B H 0.3378 -0.4387 0.1593 0.145 Uiso 1 1 calc R . . C042 C 0.4268(6) -0.3841(4) 0.3006(4) 0.1101(16) Uani 1 1 d . . . H04C H 0.4053 -0.3492 0.3589 0.132 Uiso 1 1 calc R . . H04D H 0.5046 -0.3335 0.2913 0.132 Uiso 1 1 calc R . . C043 C 0.4703(8) -0.4812(4) 0.3220(5) 0.136(2) Uani 1 1 d . . . H04E H 0.3987 -0.5256 0.3430 0.163 Uiso 1 1 calc R . . H04F H 0.4754 -0.5232 0.2600 0.163 Uiso 1 1 calc R . . C044 C 0.5999(8) -0.4584(6) 0.3970(6) 0.163(3) Uani 1 1 d . . . H04G H 0.6195 -0.5246 0.4041 0.245 Uiso 1 1 calc R . . H04H H 0.5949 -0.4203 0.4600 0.245 Uiso 1 1 calc R . . H04I H 0.6722 -0.4149 0.3772 0.245 Uiso 1 1 calc R . . C010 C 0.3135(4) -0.2112(3) 0.2388(3) 0.0709(9) Uani 1 1 d . . . H01A H 0.3948 -0.1785 0.2907 0.085 Uiso 1 1 calc R . . C1A C 0.417(4) -0.1682(18) 0.020(2) 0.196(10) Uani 0.50 1 d PD . 1 H1AA H 0.3195 -0.2136 0.0037 0.294 Uiso 0.50 1 d PR . 1 H1AB H 0.4673 -0.2052 -0.0180 0.294 Uiso 0.50 1 d PR . 1 H1AC H 0.4628 -0.1538 0.0925 0.294 Uiso 0.50 1 d PR . 1 C2A C 0.453(3) -0.057(2) 0.003(2) 0.23(3) Uani 0.50 1 d PD . 1 C3A C 0.316(2) -0.078(4) -0.054(2) 0.217(16) Uani 0.50 1 d PD . 1 H3AA H 0.2251 -0.1326 -0.0658 0.260 Uiso 0.50 1 d PR . 1 C4A C 0.346(3) 0.019(3) -0.083(3) 0.32(4) Uani 0.50 1 d PD . 1 H4AA H 0.2573 0.0303 -0.1157 0.382 Uiso 0.50 1 d PR . 1 C5A C 0.462(3) 0.107(3) -0.0668(14) 0.150(8) Uani 0.50 1 d PD . 1 H5AA H 0.4646 0.1701 -0.0948 0.180 Uiso 0.50 1 d PR . 1 C6A C 0.576(3) 0.0908(16) -0.0026(19) 0.136(10) Uani 0.50 1 d PD . 1 H6AA H 0.6651 0.1475 0.0107 0.163 Uiso 0.50 1 d PR . 1 C7A C 0.570(2) 0.0023(16) 0.0400(16) 0.186(13) Uani 0.50 1 d PD . 1 C8A C 0.710(3) 0.005(3) 0.100(2) 0.203(13) Uani 0.50 1 d PD . 1 H8AA H 0.7887 0.0672 0.1036 0.305 Uiso 0.50 1 d PR . 1 H8AB H 0.7064 0.0001 0.1684 0.305 Uiso 0.50 1 d PR . 1 H8AC H 0.7221 -0.0606 0.0651 0.305 Uiso 0.50 1 d PR . 1 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 0.0480(3) 0.0503(3) 0.0600(3) 0.0092(2) 0.0137(2) 0.0084(2) O1 0.0659(14) 0.0664(14) 0.0663(14) 0.0104(12) 0.0183(12) 0.0105(11) C1 0.088(3) 0.068(3) 0.120(4) 0.020(3) 0.033(3) 0.001(2) F1 0.206(4) 0.120(3) 0.138(3) 0.001(2) 0.002(3) -0.067(3) F2 0.126(3) 0.0781(19) 0.323(6) 0.073(3) 0.056(3) 0.0222(19) F3 0.139(3) 0.102(2) 0.241(4) 0.039(2) 0.108(3) -0.0060(19) C2 0.058(2) 0.074(2) 0.067(2) 0.0198(18) 0.0130(17) 0.0089(17) C3 0.061(2) 0.084(3) 0.092(3) 0.025(2) 0.032(2) 0.0131(19) C4 0.060(2) 0.073(2) 0.064(2) 0.0210(18) 0.0190(16) 0.0217(18) C5 0.089(3) 0.084(3) 0.094(3) 0.018(3) 0.038(3) 0.024(2) F4 0.199(4) 0.151(3) 0.182(3) 0.082(3) 0.108(3) 0.124(3) F5 0.151(3) 0.124(3) 0.263(4) 0.032(3) 0.150(3) 0.045(2) F6 0.154(3) 0.176(3) 0.122(2) -0.038(2) 0.031(2) 0.061(3) O2 0.0628(14) 0.0633(14) 0.0751(15) 0.0222(12) 0.0251(12) 0.0190(11) Cu2 0.0785(4) 0.0519(3) 0.0665(4) 0.0070(3) 0.0365(3) 0.0145(3) O3 0.0987(18) 0.0595(14) 0.0789(16) 0.0134(12) 0.0435(15) 0.0213(13) C6 0.160(6) 0.091(4) 0.124(5) 0.046(4) 0.084(5) 0.052(4) F7 0.252(18) 0.162(15) 0.135(10) 0.079(11) 0.141(13) 0.127(17) F8 0.216(11) 0.171(13) 0.104(7) 0.063(8) 0.068(7) 0.081(10) F9 0.28(2) 0.079(6) 0.158(8) 0.036(5) 0.097(10) 0.001(9) F7A 0.41(3) 0.140(13) 0.082(8) 0.026(8) 0.000(13) -0.082(18) F8A 0.39(3) 0.23(2) 0.26(2) 0.20(2) 0.25(2) 0.24(2) F9A 0.149(7) 0.181(9) 0.211(10) 0.129(9) 0.106(9) 0.041(9) C7 0.106(3) 0.061(2) 0.085(3) 0.011(2) 0.052(2) 0.018(2) C8 0.130(4) 0.083(3) 0.109(3) 0.032(3) 0.082(3) 0.040(3) C9 0.086(3) 0.051(2) 0.088(3) 0.0033(19) 0.044(2) 0.0126(18) C10 0.105(3) 0.081(3) 0.109(4) 0.014(3) 0.058(3) 0.033(3) F10 0.178(3) 0.167(3) 0.206(3) 0.082(3) 0.141(3) 0.106(3) F11 0.152(3) 0.082(2) 0.255(4) 0.035(2) 0.092(3) 0.054(2) F12 0.154(3) 0.188(4) 0.144(3) 0.029(3) 0.045(2) 0.108(3) O4 0.0798(15) 0.0575(14) 0.0724(14) 0.0026(11) 0.0358(13) 0.0155(12) O01 0.0714(15) 0.0577(14) 0.0718(14) 0.0094(11) 0.0154(12) 0.0180(11) N1 0.0650(17) 0.0481(15) 0.0625(16) 0.0113(13) 0.0165(13) 0.0138(13) C01 0.080(2) 0.0442(17) 0.065(2) 0.0126(15) 0.0216(17) 0.0121(16) C02 0.107(3) 0.058(2) 0.076(2) 0.0072(18) 0.019(2) 0.027(2) C03 0.125(4) 0.068(3) 0.113(3) 0.025(2) 0.065(3) 0.011(2) C04 0.093(3) 0.051(2) 0.077(2) 0.0199(18) 0.014(2) 0.0181(18) C05 0.099(3) 0.093(3) 0.126(4) 0.030(3) 0.045(3) 0.036(3) C06 0.141(4) 0.067(3) 0.101(3) 0.030(2) -0.003(3) 0.025(3) N2 0.090(2) 0.0495(16) 0.078(2) 0.0152(15) 0.0012(17) 0.0114(16) O02 0.108(2) 0.0721(18) 0.120(2) 0.0175(18) -0.031(2) 0.0111(17) C07 0.074(2) 0.0517(19) 0.0617(19) 0.0142(16) 0.0151(17) 0.0115(17) C08 0.079(2) 0.0422(17) 0.065(2) 0.0126(15) 0.0185(17) 0.0118(16) C09 0.084(2) 0.051(2) 0.078(2) 0.0152(18) 0.0152(19) 0.0147(17) N3 0.088(2) 0.0553(18) 0.0730(19) 0.0076(15) 0.0143(17) 0.0124(15) N4 0.097(2) 0.0544(17) 0.0637(17) 0.0062(14) 0.0179(16) 0.0259(16) C041 0.154(5) 0.080(3) 0.105(4) -0.003(3) -0.014(3) 0.062(3) C042 0.148(5) 0.079(3) 0.109(4) 0.024(3) 0.031(3) 0.050(3) C043 0.195(7) 0.089(4) 0.123(4) 0.031(3) 0.015(4) 0.070(4) C044 0.217(8) 0.128(5) 0.183(7) 0.052(5) 0.075(6) 0.094(6) C010 0.088(2) 0.0513(19) 0.063(2) 0.0035(16) 0.0153(18) 0.0159(18) C1A 0.29(3) 0.144(17) 0.18(2) 0.030(16) 0.13(2) 0.05(2) C2A 0.096(16) 0.32(5) 0.15(3) -0.14(3) 0.058(19) -0.04(3) C3A 0.15(2) 0.33(5) 0.18(3) 0.02(2) 0.06(2) 0.13(3) C4A 0.20(4) 0.47(7) 0.18(3) -0.16(4) -0.10(3) 0.23(5) C5A 0.18(2) 0.20(2) 0.094(12) 0.028(13) 0.032(11) 0.115(19) C6A 0.19(3) 0.118(14) 0.14(2) 0.025(15) 0.08(2) 0.093(16) C7A 0.26(3) 0.28(3) 0.092(12) 0.030(17) 0.033(17) 0.24(3) C8A 0.130(19) 0.30(3) 0.17(2) 0.04(2) -0.012(16) 0.112(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 Cu1 O2 1.964(2) . ? Cu1 O2 1.964(2) 2_656 ? Cu1 O1 1.986(2) 2_656 ? Cu1 O1 1.986(2) . ? Cu1 O01 2.285(3) 2_656 ? Cu1 O01 2.285(3) . ? O1 C2 1.250(4) . ? C1 F2 1.267(6) . ? C1 F1 1.288(6) . ? C1 F3 1.301(5) . ? C1 C2 1.514(6) . ? C2 C3 1.378(5) . ? C3 C4 1.383(5) . ? C4 O2 1.248(4) . ? C4 C5 1.504(6) . ? C5 F5 1.295(5) . ? C5 F6 1.297(5) . ? C5 F4 1.297(5) . ? Cu2 O4 1.939(3) 2_545 ? Cu2 O4 1.939(3) . ? Cu2 O3 1.995(3) 2_545 ? Cu2 O3 1.995(3) . ? Cu2 N3 2.397(3) . ? Cu2 N3 2.397(3) 2_545 ? O3 C7 1.244(4) . ? C6 F7A 1.190(13) . ? C6 F9 1.206(12) . ? C6 F8A 1.230(17) . ? C6 F7 1.273(12) . ? C6 F9A 1.382(10) . ? C6 F8 1.413(15) . ? C6 C7 1.528(6) . ? F7 F7A 0.89(3) . ? F7 F9A 1.421(16) . ? F8 F7A 1.28(4) . ? F8 F8A 1.50(3) . ? F9 F8A 0.72(3) . ? F9 F9A 1.388(18) . ? C7 C8 1.380(6) . ? C8 C9 1.373(6) . ? C9 O4 1.248(4) . ? C9 C10 1.516(6) . ? C10 F10 1.302(5) . ? C10 F11 1.303(5) . ? C10 F12 1.306(6) . ? O01 N1 1.292(3) . ? N1 C07 1.315(4) . ? N1 C01 1.501(4) . ? C01 C02 1.519(5) . ? C01 C03 1.523(5) . ? C01 C04 1.542(5) . ? C04 N2 1.496(5) . ? C04 C06 1.508(5) . ? C04 C05 1.541(6) . ? N2 O02 1.260(4) . ? N2 C07 1.354(4) . ? C07 C08 1.443(5) . ? C08 C010 1.378(5) . ? C08 C09 1.394(5) . ? C09 N3 1.326(5) . ? N3 N4 1.352(4) . ? N4 C010 1.330(4) . ? N4 C041 1.472(5) . ? C041 C042 1.384(6) . ? C042 C043 1.512(6) . ? C043 C044 1.435(8) . ? C1A C6A 1.08(3) 2_655 ? C1A C5A 1.27(3) 2_655 ? C1A C2A 1.497(10) . ? C1A C3A 2.04(4) . ? C2A C6A 0.47(3) 2_655 ? C2A C7A 1.06(3) 2_655 ? C2A C7A 1.22(3) . ? C2A C3A 1.397(10) . ? C2A C5A 1.46(4) 2_655 ? C2A C2A 1.63(5) 2_655 ? C2A C4A 2.01(4) . ? C2A C4A 2.03(3) 2_655 ? C3A C6A 1.29(3) 2_655 ? C3A C8A 1.29(5) 2_655 ? C3A C7A 1.31(4) 2_655 ? C3A C4A 1.398(10) . ? C4A C8A 0.56(4) 2_655 ? C4A C7A 1.07(4) 2_655 ? C4A C5A 1.402(10) . ? C4A C2A 2.03(3) 2_655 ? C5A C1A 1.27(3) 2_655 ? C5A C6A 1.397(10) . ? C5A C2A 1.46(4) 2_655 ? C5A C7A 1.53(3) 2_655 ? C5A C8A 1.92(4) 2_655 ? C6A C2A 0.47(3) 2_655 ? C6A C1A 1.08(3) 2_655 ? C6A C3A 1.29(3) 2_655 ? C6A C7A 1.402(10) . ? C6A C7A 1.61(4) 2_655 ? C7A C2A 1.06(3) 2_655 ? C7A C4A 1.07(4) 2_655 ? C7A C3A 1.31(4) 2_655 ? C7A C8A 1.491(10) . ? C7A C5A 1.53(3) 2_655 ? C7A C7A 1.60(4) 2_655 ? C7A C6A 1.61(4) 2_655 ? C8A C4A 0.56(4) 2_655 ? C8A C3A 1.29(5) 2_655 ? C8A C5A 1.92(4) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O2 179.999(1) . 2_656 ? O2 Cu1 O1 89.32(11) . 2_656 ? O2 Cu1 O1 90.68(11) 2_656 2_656 ? O2 Cu1 O1 90.68(11) . . ? O2 Cu1 O1 89.32(11) 2_656 . ? O1 Cu1 O1 180.0 2_656 . ? O2 Cu1 O01 81.18(9) . 2_656 ? O2 Cu1 O01 98.82(9) 2_656 2_656 ? O1 Cu1 O01 93.84(9) 2_656 2_656 ? O1 Cu1 O01 86.16(9) . 2_656 ? O2 Cu1 O01 98.82(9) . . ? O2 Cu1 O01 81.18(9) 2_656 . ? O1 Cu1 O01 86.16(9) 2_656 . ? O1 Cu1 O01 93.84(9) . . ? O01 Cu1 O01 180.0 2_656 . ? C2 O1 Cu1 124.5(2) . . ? F2 C1 F1 107.3(5) . . ? F2 C1 F3 106.4(5) . . ? F1 C1 F3 104.6(5) . . ? F2 C1 C2 113.4(4) . . ? F1 C1 C2 110.4(4) . . ? F3 C1 C2 114.2(4) . . ? O1 C2 C3 127.6(3) . . ? O1 C2 C1 113.7(4) . . ? C3 C2 C1 118.7(4) . . ? C2 C3 C4 122.4(3) . . ? O2 C4 C3 127.8(3) . . ? O2 C4 C5 113.8(3) . . ? C3 C4 C5 118.3(3) . . ? F5 C5 F6 106.5(4) . . ? F5 C5 F4 106.5(4) . . ? F6 C5 F4 105.2(5) . . ? F5 C5 C4 115.6(4) . . ? F6 C5 C4 110.5(4) . . ? F4 C5 C4 111.9(4) . . ? C4 O2 Cu1 124.7(2) . . ? O4 Cu2 O4 180.0 2_545 . ? O4 Cu2 O3 91.97(10) 2_545 2_545 ? O4 Cu2 O3 88.03(10) . 2_545 ? O4 Cu2 O3 88.03(10) 2_545 . ? O4 Cu2 O3 91.97(10) . . ? O3 Cu2 O3 180.0 2_545 . ? O4 Cu2 N3 85.14(11) 2_545 . ? O4 Cu2 N3 94.86(11) . . ? O3 Cu2 N3 89.37(11) 2_545 . ? O3 Cu2 N3 90.63(11) . . ? O4 Cu2 N3 94.86(11) 2_545 2_545 ? O4 Cu2 N3 85.14(11) . 2_545 ? O3 Cu2 N3 90.63(11) 2_545 2_545 ? O3 Cu2 N3 89.37(11) . 2_545 ? N3 Cu2 N3 180.00(11) . 2_545 ? C7 O3 Cu2 123.3(3) . . ? F7A C6 F9 130.0(12) . . ? F7A C6 F8A 120.3(17) . . ? F9 C6 F8A 34.3(13) . . ? F7A C6 F7 42.4(17) . . ? F9 C6 F7 113.4(9) . . ? F8A C6 F7 133.0(10) . . ? F7A C6 F9A 106.2(15) . . ? F9 C6 F9A 64.5(10) . . ? F8A C6 F9A 98.7(13) . . ? F7 C6 F9A 64.6(8) . . ? F7A C6 F8 58.0(19) . . ? F9 C6 F8 97.7(13) . . ? F8A C6 F8 68.8(15) . . ? F7 C6 F8 96.8(10) . . ? F9A C6 F8 141.7(8) . . ? F7A C6 C7 111.5(8) . . ? F9 C6 C7 118.1(8) . . ? F8A C6 C7 110.2(10) . . ? F7 C6 C7 116.7(7) . . ? F9A C6 C7 108.6(7) . . ? F8 C6 C7 109.7(7) . . ? F7A F7 C6 63.8(14) . . ? F7A F7 F9A 124.0(19) . . ? C6 F7 F9A 61.4(8) . . ? F7A F8 C6 52.2(10) . . ? F7A F8 F8A 97.8(16) . . ? C6 F8 F8A 49.8(8) . . ? F8A F9 C6 75(2) . . ? F8A F9 F9A 139(3) . . ? C6 F9 F9A 63.9(9) . . ? F7 F7A C6 73.8(15) . . ? F7 F7A F8 135(2) . . ? C6 F7A F8 69.8(15) . . ? F9 F8A C6 71.0(18) . . ? F9 F8A F8 122(3) . . ? C6 F8A F8 61.4(14) . . ? C6 F9A F9 51.6(6) . . ? C6 F9A F7 54.0(6) . . ? F9 F9A F7 95.0(9) . . ? O3 C7 C8 127.9(4) . . ? O3 C7 C6 114.0(4) . . ? C8 C7 C6 118.1(4) . . ? C9 C8 C7 123.4(4) . . ? O4 C9 C8 127.4(4) . . ? O4 C9 C10 112.9(4) . . ? C8 C9 C10 119.6(4) . . ? F10 C10 F11 106.1(4) . . ? F10 C10 F12 107.2(5) . . ? F11 C10 F12 104.4(5) . . ? F10 C10 C9 114.9(4) . . ? F11 C10 C9 111.4(4) . . ? F12 C10 C9 112.1(4) . . ? C9 O4 Cu2 125.2(3) . . ? N1 O01 Cu1 131.05(19) . . ? O01 N1 C07 125.0(3) . . ? O01 N1 C01 121.8(3) . . ? C07 N1 C01 112.0(3) . . ? N1 C01 C02 110.3(3) . . ? N1 C01 C03 105.7(3) . . ? C02 C01 C03 109.9(3) . . ? N1 C01 C04 100.7(2) . . ? C02 C01 C04 114.8(3) . . ? C03 C01 C04 114.7(3) . . ? N2 C04 C06 109.7(3) . . ? N2 C04 C05 105.4(3) . . ? C06 C04 C05 110.5(4) . . ? N2 C04 C01 100.4(3) . . ? C06 C04 C01 116.5(3) . . ? C05 C04 C01 113.2(3) . . ? O02 N2 C07 125.2(3) . . ? O02 N2 C04 122.4(3) . . ? C07 N2 C04 111.7(3) . . ? N1 C07 N2 108.9(3) . . ? N1 C07 C08 126.1(3) . . ? N2 C07 C08 125.0(3) . . ? C010 C08 C09 104.4(3) . . ? C010 C08 C07 127.7(3) . . ? C09 C08 C07 127.9(3) . . ? N3 C09 C08 111.2(3) . . ? C09 N3 N4 105.2(3) . . ? C09 N3 Cu2 122.8(3) . . ? N4 N3 Cu2 131.8(2) . . ? C010 N4 N3 111.6(3) . . ? C010 N4 C041 129.5(3) . . ? N3 N4 C041 118.9(3) . . ? C042 C041 N4 118.0(4) . . ? C041 C042 C043 115.1(5) . . ? C044 C043 C042 115.7(5) . . ? N4 C010 C08 107.6(3) . . ? C6A C1A C5A 72.4(19) 2_655 2_655 ? C6A C1A C2A 9.7(17) 2_655 . ? C5A C1A C2A 63(2) 2_655 . ? C6A C1A C3A 34(2) 2_655 . ? C5A C1A C3A 106(2) 2_655 . ? C2A C1A C3A 43.3(10) . . ? C6A C2A C7A 129(5) 2_655 2_655 ? C6A C2A C7A 142(5) 2_655 . ? C7A C2A C7A 89(2) 2_655 . ? C6A C2A C3A 67(4) 2_655 . ? C7A C2A C3A 63(2) 2_655 . ? C7A C2A C3A 151(3) . . ? C6A C2A C5A 73(4) 2_655 2_655 ? C7A C2A C5A 157(3) 2_655 2_655 ? C7A C2A C5A 69.1(16) . 2_655 ? C3A C2A C5A 140(2) . 2_655 ? C6A C2A C1A 23(4) 2_655 . ? C7A C2A C1A 150(3) 2_655 . ? C7A C2A C1A 120(2) . . ? C3A C2A C1A 89(2) . . ? C5A C2A C1A 50.8(17) 2_655 . ? C6A C2A C2A 177(7) 2_655 2_655 ? C7A C2A C2A 48(2) 2_655 2_655 ? C7A C2A C2A 40.6(13) . 2_655 ? C3A C2A C2A 111(3) . 2_655 ? C5A C2A C2A 109(2) 2_655 2_655 ? C1A C2A C2A 159(3) . 2_655 ? C6A C2A C4A 111(4) 2_655 . ? C7A C2A C4A 19.1(19) 2_655 . ? C7A C2A C4A 107.1(18) . . ? C3A C2A C4A 44.0(14) . . ? C5A C2A C4A 176.2(16) 2_655 . ? C1A C2A C4A 133(2) . . ? C2A C2A C4A 66.8(17) 2_655 . ? C6A C2A C4A 116(5) 2_655 2_655 ? C7A C2A C4A 114(3) 2_655 2_655 ? C7A C2A C4A 25.7(14) . 2_655 ? C3A C2A C4A 176.5(18) . 2_655 ? C5A C2A C4A 43.7(9) 2_655 2_655 ? C1A C2A C4A 94(2) . 2_655 ? C2A C2A C4A 65.8(18) 2_655 2_655 ? C4A C2A C4A 132.5(15) . 2_655 ? C6A C3A C8A 135(4) 2_655 2_655 ? C6A C3A C7A 65.3(16) 2_655 2_655 ? C8A C3A C7A 70(2) 2_655 2_655 ? C6A C3A C2A 19.6(14) 2_655 . ? C8A C3A C2A 116(3) 2_655 . ? C7A C3A C2A 45.9(15) 2_655 . ? C6A C3A C4A 112(3) 2_655 . ? C8A C3A C4A 23.6(16) 2_655 . ? C7A C3A C4A 46(2) 2_655 . ? C2A C3A C4A 92(3) . . ? C6A C3A C1A 27.9(17) 2_655 . ? C8A C3A C1A 162(3) 2_655 . ? C7A C3A C1A 92.6(18) 2_655 . ? C2A C3A C1A 47.3(12) . . ? C4A C3A C1A 139(3) . . ? C8A C4A C7A 130(7) 2_655 2_655 ? C8A C4A C3A 68(6) 2_655 . ? C7A C4A C3A 62(3) 2_655 . ? C8A C4A C5A 155(7) 2_655 . ? C7A C4A C5A 75(2) 2_655 . ? C3A C4A C5A 138(3) . . ? C8A C4A C2A 112(6) 2_655 . ? C7A C4A C2A 19(2) 2_655 . ? C3A C4A C2A 43.9(14) . . ? C5A C4A C2A 93.6(18) . . ? C8A C4A C2A 159(7) 2_655 2_655 ? C7A C4A C2A 29.5(16) 2_655 2_655 ? C3A C4A C2A 91(2) . 2_655 ? C5A C4A C2A 46.2(15) . 2_655 ? C2A C4A C2A 47.5(15) . 2_655 ? C1A C5A C6A 47.5(13) 2_655 . ? C1A C5A C4A 154(2) 2_655 . ? C6A C5A C4A 109(2) . . ? C1A C5A C2A 66.0(12) 2_655 2_655 ? C6A C5A C2A 18.7(13) . 2_655 ? C4A C5A C2A 90.1(19) . 2_655 ? C1A C5A C7A 114(2) 2_655 2_655 ? C6A C5A C7A 66.5(17) . 2_655 ? C4A C5A C7A 42.5(18) . 2_655 ? C2A C5A C7A 47.8(13) 2_655 2_655 ? C1A C5A C8A 161(2) 2_655 2_655 ? C6A C5A C8A 116(2) . 2_655 ? C4A C5A C8A 7(2) . 2_655 ? C2A C5A C8A 97(2) 2_655 2_655 ? C7A C5A C8A 49.6(12) 2_655 2_655 ? C2A C6A C1A 148(5) 2_655 2_655 ? C2A C6A C3A 93(4) 2_655 2_655 ? C1A C6A C3A 118(3) 2_655 2_655 ? C2A C6A C5A 89(5) 2_655 . ? C1A C6A C5A 60.1(18) 2_655 . ? C3A C6A C5A 177(3) 2_655 . ? C2A C6A C7A 36(4) 2_655 . ? C1A C6A C7A 168(3) 2_655 . ? C3A C6A C7A 58(2) 2_655 . ? C5A C6A C7A 124(2) . . ? C2A C6A C7A 28(4) 2_655 2_655 ? C1A C6A C7A 121(2) 2_655 2_655 ? C3A C6A C7A 121(2) 2_655 2_655 ? C5A C6A C7A 60.8(15) . 2_655 ? C7A C6A C7A 63.6(15) . 2_655 ? C2A C7A C4A 142(4) 2_655 2_655 ? C2A C7A C2A 91(2) 2_655 . ? C4A C7A C2A 125(3) 2_655 . ? C2A C7A C3A 71(2) 2_655 2_655 ? C4A C7A C3A 71.2(18) 2_655 2_655 ? C2A C7A C3A 161(2) . 2_655 ? C2A C7A C6A 15.0(16) 2_655 . ? C4A C7A C6A 128(3) 2_655 . ? C2A C7A C6A 106(2) . . ? C3A C7A C6A 56.7(17) 2_655 . ? C2A C7A C8A 126(3) 2_655 . ? C4A C7A C8A 17(3) 2_655 . ? C2A C7A C8A 142(2) . . ? C3A C7A C8A 55(2) 2_655 . ? C6A C7A C8A 111(2) . . ? C2A C7A C5A 154(3) 2_655 2_655 ? C4A C7A C5A 62.2(16) 2_655 2_655 ? C2A C7A C5A 63.1(17) . 2_655 ? C3A C7A C5A 133.3(19) 2_655 2_655 ? C6A C7A C5A 168.0(19) . 2_655 ? C8A C7A C5A 79.0(16) . 2_655 ? C2A C7A C7A 49.6(15) 2_655 2_655 ? C4A C7A C7A 163(3) 2_655 2_655 ? C2A C7A C7A 41.5(18) . 2_655 ? C3A C7A C7A 121(2) 2_655 2_655 ? C6A C7A C7A 64.6(16) . 2_655 ? C8A C7A C7A 170(3) . 2_655 ? C5A C7A C7A 104(2) 2_655 2_655 ? C2A C7A C6A 101(2) 2_655 2_655 ? C4A C7A C6A 115(3) 2_655 2_655 ? C2A C7A C6A 10.4(14) . 2_655 ? C3A C7A C6A 170(3) 2_655 2_655 ? C6A C7A C6A 116.4(15) . 2_655 ? C8A C7A C6A 131.5(18) . 2_655 ? C5A C7A C6A 52.7(12) 2_655 2_655 ? C7A C7A C6A 51.8(13) 2_655 2_655 ? C4A C8A C3A 89(5) 2_655 2_655 ? C4A C8A C7A 34(5) 2_655 . ? C3A C8A C7A 55.5(18) 2_655 . ? C4A C8A C5A 18(5) 2_655 2_655 ? C3A C8A C5A 106.8(19) 2_655 2_655 ? C7A C8A C5A 51.5(10) . 2_655 ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.396 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.053