# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 1145/146 # STRUCTURAL, MAGNETIC, ELECTRIC AND OPTIC CHARACTERIZATION IN SYSTEM BUILT # OF TCNQ and TCNF4 ... # Paper 8/07595F data_nitq2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[Ni[9]aneN3)2](TCNQ)2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C36 H38 N14 Ni' _chemical_formula_weight 725.51 _chemical_melting_point ? _chemical_compound_source ? 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' 'Ni' 'Ni' 0.3393 1.1124 '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 8.6488(9) _cell_length_b 8.919(3) _cell_length_c 11.316(2) _cell_angle_alpha 82.06(2) _cell_angle_beta 74.331(10) _cell_angle_gamma 85.71(2) _cell_volume 831.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 4.23 _cell_measurement_theta_max 13.00 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.448 _exptl_crystal_density_method ? _exptl_crystal_F_000 380 _exptl_absorpt_coefficient_mu 0.635 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_correction_T_min 0.962918 _exptl_absorpt_correction_T_max 0.998661 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf Nonius CAD4' _diffrn_measurement_method \q-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% -1.4 _diffrn_reflns_number 3876 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0432 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 26.96 _reflns_number_total 3631 _reflns_number_observed 2881 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_cell_refinement 'Enraf Nonius' _computing_data_reduction MolEN _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ORTEP _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0940P)^2^+0.8912P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3631 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0853 _refine_ls_R_factor_obs 0.0551 _refine_ls_wR_factor_all 0.1601 _refine_ls_wR_factor_obs 0.1423 _refine_ls_goodness_of_fit_all 1.058 _refine_ls_goodness_of_fit_obs 1.066 _refine_ls_restrained_S_all 1.058 _refine_ls_restrained_S_obs 1.066 _refine_ls_shift/esd_max 0.003 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ni Ni 0.0000 0.0000 0.0000 0.0213(2) Uani 1 d S . N1 N -0.0467(4) 0.2143(4) 0.0618(3) 0.0400(8) Uani 1 d . . N2 N 0.2420(4) 0.0505(4) -0.0166(3) 0.0383(7) Uani 1 d . . N3 N 0.0044(4) -0.0669(4) 0.1872(3) 0.0379(7) Uani 1 d . . C1 C 0.0929(6) 0.3023(4) -0.0025(4) 0.0433(10) Uani 1 d . . C2 C 0.2515(6) 0.2085(5) 0.0016(4) 0.0487(11) Uani 1 d . . C3 C 0.2938(4) -0.0548(5) 0.0762(4) 0.0365(8) Uani 1 d . . C4 C 0.1673(5) -0.0574(5) 0.2024(4) 0.0427(9) Uani 1 d . . C5 C -0.1093(5) 0.0354(5) 0.2592(4) 0.0412(9) Uani 1 d . . C6 C -0.0771(6) 0.2036(6) 0.1964(5) 0.0527(12) Uani 1 d . . N4 N 0.6120(5) 0.3741(4) 0.0779(3) 0.0495(9) Uani 1 d . . N5 N 0.1186(4) 0.5577(5) 0.2334(4) 0.0490(9) Uani 1 d . . N6 N 0.4963(4) 0.9414(5) 0.7342(3) 0.0488(9) Uani 1 d . . N7 N 0.9720(5) 0.7756(5) 0.5402(4) 0.0586(11) Uani 1 d . . C7 C 0.4746(4) 0.5869(4) 0.3208(3) 0.0271(7) Uani 1 d . . C8 C 0.6414(4) 0.5775(4) 0.3128(3) 0.0313(7) Uani 1 d . . C9 C 0.7035(4) 0.6413(4) 0.3914(3) 0.0311(7) Uani 1 d . . C10 C 0.6029(4) 0.7234(4) 0.4843(3) 0.0286(7) Uani 1 d . . C11 C 0.4370(4) 0.7345(4) 0.4910(3) 0.0320(7) Uani 1 d . . C12 C 0.3745(4) 0.6688(4) 0.4127(3) 0.0306(7) Uani 1 d . . C13 C 0.4133(4) 0.5185(4) 0.2372(3) 0.0303(7) Uani 1 d . . C14 C 0.5192(5) 0.4378(4) 0.1473(3) 0.0343(8) Uani 1 d . . C15 C 0.2501(5) 0.5386(4) 0.2345(3) 0.0344(8) Uani 1 d . . C16 C 0.6684(4) 0.7883(4) 0.5669(3) 0.0326(7) Uani 1 d . . C17 C 0.5730(4) 0.8729(5) 0.6590(3) 0.0360(8) Uani 1 d . . C18 C 0.8361(5) 0.7816(5) 0.5538(4) 0.0394(9) Uani 1 d . . H1 H 0.7078(52) 0.5232(50) 0.2574(40) 0.041(11) Uiso 1 d . . H2 H 0.8131(53) 0.6314(47) 0.3871(38) 0.037(11) Uiso 1 d . . H3 H 0.3672(54) 0.7848(51) 0.5547(42) 0.045(12) Uiso 1 d . . H4 H 0.2542(57) 0.6750(53) 0.4251(42) 0.050(13) Uiso 1 d . . H5 H -0.1406(67) 0.2739(63) 0.0311(50) 0.069(16) Uiso 1 d . . H6 H 0.0936(61) 0.3261(58) -0.0784(50) 0.056(15) Uiso 1 d . . H7 H 0.1009(50) 0.4053(50) 0.0224(39) 0.040(11) Uiso 1 d . . H8 H 0.3455(71) 0.2588(68) -0.0629(55) 0.078(18) Uiso 1 d . . H9 H 0.2749(53) 0.2044(51) 0.0853(44) 0.046(12) Uiso 1 d . . H10 H 0.3123(57) 0.0289(54) -0.0973(45) 0.049(13) Uiso 1 d . . H11 H 0.3932(58) -0.0307(52) 0.0925(42) 0.048(13) Uiso 1 d . . H12 H 0.3023(63) -0.1507(63) 0.0518(48) 0.061(15) Uiso 1 d . . H13 H 0.1940(63) -0.1486(62) 0.2710(50) 0.066(15) Uiso 1 d . . H14 H 0.1750(53) 0.0390(54) 0.2349(41) 0.045(12) Uiso 1 d . . H15 H -0.0283(53) -0.1812(53) 0.2243(41) 0.043(12) Uiso 1 d . . H16 H -0.1024(57) 0.0214(54) 0.3475(48) 0.054(14) Uiso 1 d . . H17 H -0.2190(73) 0.0158(66) 0.2542(53) 0.078(18) Uiso 1 d . . H18 H 0.0199(53) 0.2402(49) 0.2184(40) 0.040(11) Uiso 1 d . . H19 H -0.1661(67) 0.2758(64) 0.2288(51) 0.068(16) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0190(3) 0.0241(3) 0.0235(3) -0.0076(2) -0.0082(2) 0.0000(2) N1 0.040(2) 0.042(2) 0.045(2) -0.0132(15) -0.0204(15) 0.0058(14) N2 0.031(2) 0.048(2) 0.037(2) -0.0111(15) -0.0080(14) -0.0033(14) N3 0.036(2) 0.042(2) 0.038(2) -0.0065(14) -0.0117(14) -0.0044(14) C1 0.064(3) 0.027(2) 0.050(3) -0.003(2) -0.032(2) -0.009(2) C2 0.047(2) 0.055(3) 0.049(3) -0.004(2) -0.016(2) -0.024(2) C3 0.028(2) 0.045(2) 0.047(2) -0.021(2) -0.022(2) 0.010(2) C4 0.053(2) 0.042(2) 0.043(2) -0.008(2) -0.029(2) 0.002(2) C5 0.034(2) 0.063(3) 0.027(2) -0.012(2) -0.005(2) -0.006(2) C6 0.050(2) 0.063(3) 0.056(3) -0.039(2) -0.026(2) 0.022(2) N4 0.052(2) 0.054(2) 0.048(2) -0.022(2) -0.020(2) 0.016(2) N5 0.040(2) 0.060(2) 0.055(2) -0.015(2) -0.023(2) 0.003(2) N6 0.040(2) 0.065(2) 0.047(2) -0.027(2) -0.010(2) -0.003(2) N7 0.039(2) 0.085(3) 0.059(2) -0.030(2) -0.014(2) -0.003(2) C7 0.034(2) 0.026(2) 0.022(2) -0.0023(12) -0.0098(13) -0.0012(13) C8 0.033(2) 0.033(2) 0.029(2) -0.0085(14) -0.0087(14) 0.0032(14) C9 0.028(2) 0.036(2) 0.030(2) -0.0057(14) -0.0092(14) 0.0012(14) C10 0.032(2) 0.031(2) 0.023(2) -0.0020(13) -0.0081(13) -0.0047(13) C11 0.032(2) 0.039(2) 0.024(2) -0.0096(14) -0.0039(14) -0.0014(14) C12 0.027(2) 0.038(2) 0.027(2) -0.0052(14) -0.0072(13) -0.0010(14) C13 0.035(2) 0.031(2) 0.029(2) -0.0048(13) -0.0136(14) 0.0009(14) C14 0.043(2) 0.034(2) 0.032(2) -0.0073(15) -0.019(2) 0.004(2) C15 0.043(2) 0.033(2) 0.032(2) -0.0071(15) -0.016(2) 0.0000(15) C16 0.032(2) 0.037(2) 0.030(2) -0.0084(14) -0.0074(14) -0.0065(14) C17 0.035(2) 0.048(2) 0.030(2) -0.010(2) -0.0119(15) -0.008(2) C18 0.040(2) 0.049(2) 0.033(2) -0.013(2) -0.009(2) -0.007(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 Ni N1 2.099(3) 2 ? Ni N1 2.099(3) . ? Ni N2 2.127(3) . ? Ni N2 2.127(3) 2 ? Ni N3 2.130(3) 2 ? Ni N3 2.130(3) . ? N1 C1 1.453(6) . ? N1 C6 1.465(6) . ? N1 H5 1.05(6) . ? N2 C3 1.451(5) . ? N2 C2 1.463(6) . ? N2 H10 0.99(5) . ? N3 C5 1.449(5) . ? N3 C4 1.474(5) . ? N3 H15 1.08(5) . ? C1 C2 1.561(7) . ? C1 H6 0.86(5) . ? C1 H7 1.01(4) . ? C2 H8 1.02(6) . ? C2 H9 1.02(5) . ? C3 C4 1.546(6) . ? C3 H11 0.97(5) . ? C3 H12 0.93(5) . ? C4 H13 1.10(6) . ? C4 H14 0.99(5) . ? C5 C6 1.579(7) . ? C5 H16 1.01(5) . ? C5 H17 1.00(6) . ? C6 H18 1.02(4) . ? C6 H19 0.99(6) . ? N4 C14 1.139(5) . ? N5 C15 1.141(5) . ? N6 C17 1.147(5) . ? N7 C18 1.141(5) . ? C7 C12 1.412(5) . ? C7 C8 1.418(5) . ? C7 C13 1.423(5) . ? C8 C9 1.359(5) . ? C8 H1 0.90(4) . ? C9 C10 1.422(5) . ? C9 H2 0.93(4) . ? C10 C11 1.413(5) . ? C10 C16 1.420(5) . ? C11 C12 1.368(5) . ? C11 H3 0.95(4) . ? C12 H4 1.01(5) . ? C13 C14 1.412(5) . ? C13 C15 1.418(5) . ? C16 C17 1.412(5) . ? C16 C18 1.415(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni N1 180.0 2 . ? N1 Ni N2 97.47(13) 2 . ? N1 Ni N2 82.53(13) . . ? N1 Ni N2 82.53(13) 2 2 ? N1 Ni N2 97.47(13) . 2 ? N2 Ni N2 180.0 . 2 ? N1 Ni N3 81.91(13) 2 2 ? N1 Ni N3 98.09(13) . 2 ? N2 Ni N3 98.42(13) . 2 ? N2 Ni N3 81.58(13) 2 2 ? N1 Ni N3 98.09(13) 2 . ? N1 Ni N3 81.91(13) . . ? N2 Ni N3 81.58(13) . . ? N2 Ni N3 98.42(13) 2 . ? N3 Ni N3 180.0 2 . ? C1 N1 C6 112.1(3) . . ? C1 N1 Ni 106.0(2) . . ? C6 N1 Ni 111.6(3) . . ? C1 N1 H5 103.5(30) . . ? C6 N1 H5 111.5(30) . . ? Ni N1 H5 111.7(30) . . ? C3 N2 C2 112.2(3) . . ? C3 N2 Ni 105.9(2) . . ? C2 N2 Ni 110.3(3) . . ? C3 N2 H10 106.3(28) . . ? C2 N2 H10 111.0(28) . . ? Ni N2 H10 110.9(28) . . ? C5 N3 C4 111.5(3) . . ? C5 N3 Ni 105.7(2) . . ? C4 N3 Ni 111.0(2) . . ? C5 N3 H15 108.3(23) . . ? C4 N3 H15 104.4(24) . . ? Ni N3 H15 116.0(24) . . ? N1 C1 C2 110.8(3) . . ? N1 C1 H6 109.9(35) . . ? C2 C1 H6 107.7(35) . . ? N1 C1 H7 118.6(24) . . ? C2 C1 H7 108.2(24) . . ? H6 C1 H7 100.7(41) . . ? N2 C2 C1 112.0(3) . . ? N2 C2 H8 111.1(33) . . ? C1 C2 H8 109.4(34) . . ? N2 C2 H9 105.5(26) . . ? C1 C2 H9 111.4(26) . . ? H8 C2 H9 107.3(41) . . ? N2 C3 C4 110.4(3) . . ? N2 C3 H11 115.1(28) . . ? C4 C3 H11 104.8(27) . . ? N2 C3 H12 107.9(33) . . ? C4 C3 H12 108.0(33) . . ? H11 C3 H12 110.6(41) . . ? N3 C4 C3 110.5(3) . . ? N3 C4 H13 111.8(28) . . ? C3 C4 H13 112.0(28) . . ? N3 C4 H14 109.4(26) . . ? C3 C4 H14 106.9(26) . . ? H13 C4 H14 105.9(37) . . ? N3 C5 C6 109.2(3) . . ? N3 C5 H16 110.7(28) . . ? C6 C5 H16 111.9(28) . . ? N3 C5 H17 108.3(33) . . ? C6 C5 H17 105.2(34) . . ? H16 C5 H17 111.3(42) . . ? N1 C6 C5 111.3(3) . . ? N1 C6 H18 109.8(24) . . ? C5 C6 H18 108.9(25) . . ? N1 C6 H19 109.3(33) . . ? C5 C6 H19 112.8(32) . . ? H18 C6 H19 104.5(39) . . ? C12 C7 C8 117.2(3) . . ? C12 C7 C13 122.2(3) . . ? C8 C7 C13 120.6(3) . . ? C9 C8 C7 122.0(3) . . ? C9 C8 H1 118.5(28) . . ? C7 C8 H1 119.4(28) . . ? C8 C9 C10 120.9(3) . . ? C8 C9 H2 121.3(26) . . ? C10 C9 H2 117.8(26) . . ? C11 C10 C16 122.4(3) . . ? C11 C10 C9 117.0(3) . . ? C16 C10 C9 120.6(3) . . ? C12 C11 C10 122.0(3) . . ? C12 C11 H3 119.6(27) . . ? C10 C11 H3 118.4(27) . . ? C11 C12 C7 120.9(3) . . ? C11 C12 H4 118.5(26) . . ? C7 C12 H4 120.5(27) . . ? C14 C13 C15 118.1(3) . . ? C14 C13 C7 119.7(3) . . ? C15 C13 C7 122.0(3) . . ? N4 C14 C13 175.8(4) . . ? N5 C15 C13 178.4(4) . . ? C17 C16 C18 116.6(3) . . ? C17 C16 C10 122.3(3) . . ? C18 C16 C10 120.9(3) . . ? N6 C17 C16 179.5(4) . . ? N7 C18 C16 178.3(4) . . ? _refine_diff_density_max 1.304 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.095 #===END data_cutq2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[Cu[9]aneN3)2](TCNQ)2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C36 H38 Cu N14' _chemical_formula_weight 730.34 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 8.6806(11) _cell_length_b 8.915(5) _cell_length_c 11.348(2) _cell_angle_alpha 82.03(3) _cell_angle_beta 74.109(14) _cell_angle_gamma 84.95(2) _cell_volume 835.3(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.14 _cell_measurement_theta_max 11.28 _exptl_crystal_description ? _exptl_crystal_colour 'Dark blue' _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.452 _exptl_crystal_density_method ? _exptl_crystal_F_000 381 _exptl_absorpt_coefficient_mu 0.705 _exptl_absorpt_correction_type 'None' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf nonius CAD4' _diffrn_measurement_method \q-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% -1.0 _diffrn_reflns_number 3873 _diffrn_reflns_av_R_equivalents 0.0136 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 26.97 _reflns_number_total 3630 _reflns_number_observed 3031 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_cell_refinement 'Enraf Nonius' _computing_data_reduction MolEN _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ORTEP _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0859P)^2^+0.3983P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3630 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_obs 0.0433 _refine_ls_wR_factor_all 0.1264 _refine_ls_wR_factor_obs 0.1135 _refine_ls_goodness_of_fit_all 1.005 _refine_ls_goodness_of_fit_obs 0.996 _refine_ls_restrained_S_all 1.005 _refine_ls_restrained_S_obs 0.996 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu Cu 0.0000 0.0000 0.0000 0.02300(15) Uani 1 d S . N1 N -0.0480(3) 0.2056(3) 0.0652(2) 0.0391(6) Uani 1 d . . N2 N 0.2438(3) 0.0474(3) -0.0132(3) 0.0432(6) Uani 1 d . . N3 N 0.0104(3) -0.0740(3) 0.1978(3) 0.0445(6) Uani 1 d . . C1 C 0.0897(4) 0.2974(3) 0.0006(3) 0.0438(7) Uani 1 d . . C2 C 0.2485(4) 0.2073(4) 0.0045(4) 0.0500(8) Uani 1 d . . C3 C 0.2961(4) -0.0570(4) 0.0801(3) 0.0406(7) Uani 1 d . . C4 C 0.1735(4) -0.0582(4) 0.2064(3) 0.0430(7) Uani 1 d . . C5 C -0.1067(4) 0.0316(4) 0.2634(3) 0.0445(7) Uani 1 d . . C6 C -0.0795(4) 0.1953(4) 0.2010(3) 0.0499(8) Uani 1 d . . N4 N 0.6188(3) 0.3748(3) 0.0753(3) 0.0497(7) Uani 1 d . . N5 N 0.1215(3) 0.5556(4) 0.2338(3) 0.0508(7) Uani 1 d . . N6 N 0.4923(3) 0.9380(4) 0.7354(3) 0.0498(7) Uani 1 d . . N7 N 0.9707(3) 0.7719(4) 0.5403(3) 0.0603(8) Uani 1 d . . C7 C 0.4774(3) 0.5861(3) 0.3200(2) 0.0271(5) Uani 1 d . . C8 C 0.6444(3) 0.5766(3) 0.3115(2) 0.0310(5) Uani 1 d . . C9 C 0.7054(3) 0.6407(3) 0.3905(2) 0.0310(5) Uani 1 d . . C10 C 0.6035(3) 0.7209(3) 0.4844(2) 0.0298(5) Uani 1 d . . C11 C 0.4377(3) 0.7320(3) 0.4915(2) 0.0326(6) Uani 1 d . . C12 C 0.3765(3) 0.6669(3) 0.4131(2) 0.0313(5) Uani 1 d . . C13 C 0.4167(3) 0.5180(3) 0.2367(2) 0.0305(5) Uani 1 d . . C14 C 0.5239(3) 0.4380(3) 0.1458(3) 0.0352(6) Uani 1 d . . C15 C 0.2535(3) 0.5369(3) 0.2348(3) 0.0345(6) Uani 1 d . . C16 C 0.6671(3) 0.7858(3) 0.5670(2) 0.0334(6) Uani 1 d . . C17 C 0.5702(3) 0.8699(3) 0.6596(3) 0.0364(6) Uani 1 d . . C18 C 0.8350(4) 0.7779(4) 0.5542(3) 0.0410(7) Uani 1 d . . H1 H 0.7109(39) 0.5289(37) 0.2536(30) 0.035(8) Uiso 1 d . . H2 H 0.8140(40) 0.6309(35) 0.3875(28) 0.035(8) Uiso 1 d . . H3 H 0.3664(40) 0.7838(38) 0.5544(31) 0.042(9) Uiso 1 d . . H4 H 0.2582(40) 0.6724(37) 0.4226(30) 0.038(8) Uiso 1 d . . H5 H -0.1376(54) 0.2665(52) 0.0370(41) 0.075(13) Uiso 1 d . . H6 H 0.0917(41) 0.3172(40) -0.0750(34) 0.041(9) Uiso 1 d . . H7 H 0.0906(46) 0.3970(45) 0.0316(36) 0.055(10) Uiso 1 d . . H8 H 0.3337(51) 0.2549(48) -0.0554(40) 0.064(12) Uiso 1 d . . H9 H 0.2759(43) 0.1994(42) 0.0869(36) 0.051(10) Uiso 1 d . . H10 H 0.3102(53) 0.0250(51) -0.0898(42) 0.071(13) Uiso 1 d . . H11 H 0.3895(53) -0.0311(49) 0.0895(39) 0.068(12) Uiso 1 d . . H12 H 0.2979(55) -0.1580(55) 0.0524(42) 0.078(14) Uiso 1 d . . H13 H 0.2188(46) -0.1418(45) 0.2622(36) 0.056(11) Uiso 1 d . . H14 H 0.1804(40) 0.0385(42) 0.2395(32) 0.044(9) Uiso 1 d . . H15 H -0.0180(53) -0.1784(54) 0.2307(41) 0.071(13) Uiso 1 d . . H16 H -0.1066(50) 0.0216(47) 0.3502(42) 0.066(12) Uiso 1 d . . H17 H -0.2083(56) 0.0018(51) 0.2629(41) 0.072(13) Uiso 1 d . . H18 H 0.0177(44) 0.2402(40) 0.2189(32) 0.046(9) Uiso 1 d . . H19 H -0.1698(54) 0.2700(53) 0.2356(42) 0.074(13) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0206(2) 0.0251(2) 0.0267(2) -0.0088(2) -0.0098(2) 0.00105(15) N1 0.0407(13) 0.0380(13) 0.0448(14) -0.0137(11) -0.0205(11) 0.0083(10) N2 0.0406(14) 0.053(2) 0.0382(14) -0.0133(12) -0.0130(11) 0.0045(12) N3 0.0387(13) 0.0381(14) 0.058(2) -0.0080(12) -0.0140(12) -0.0031(11) C1 0.058(2) 0.0318(15) 0.050(2) 0.0018(13) -0.030(2) -0.0088(13) C2 0.050(2) 0.050(2) 0.050(2) 0.000(2) -0.012(2) -0.019(2) C3 0.0309(14) 0.048(2) 0.052(2) -0.0223(14) -0.0236(13) 0.0121(12) C4 0.049(2) 0.041(2) 0.047(2) -0.0058(14) -0.0274(14) 0.0007(13) C5 0.035(2) 0.064(2) 0.035(2) -0.0083(14) -0.0075(12) -0.0035(14) C6 0.046(2) 0.062(2) 0.048(2) -0.030(2) -0.0180(15) 0.018(2) N4 0.052(2) 0.058(2) 0.0439(15) -0.0217(13) -0.0193(13) 0.0173(13) N5 0.0411(15) 0.060(2) 0.058(2) -0.0155(14) -0.0223(13) 0.0041(13) N6 0.0426(15) 0.066(2) 0.047(2) -0.0268(14) -0.0129(12) -0.0019(13) N7 0.038(2) 0.090(2) 0.061(2) -0.030(2) -0.0149(13) -0.0045(15) C7 0.0319(13) 0.0273(12) 0.0230(11) -0.0004(9) -0.0100(10) -0.0017(10) C8 0.0334(13) 0.0334(13) 0.0263(12) -0.0082(10) -0.0079(10) 0.0042(10) C9 0.0290(13) 0.0355(14) 0.0299(13) -0.0056(11) -0.0100(10) -0.0005(10) C10 0.0334(13) 0.0318(13) 0.0242(12) -0.0021(10) -0.0072(10) -0.0057(10) C11 0.0318(13) 0.0390(14) 0.0264(12) -0.0093(11) -0.0042(10) -0.0015(11) C12 0.0292(13) 0.0380(14) 0.0271(12) -0.0047(10) -0.0082(10) -0.0007(11) C13 0.0340(13) 0.0324(13) 0.0277(12) -0.0068(10) -0.0126(10) 0.0030(10) C14 0.0402(15) 0.0378(14) 0.0329(13) -0.0095(11) -0.0181(12) 0.0050(12) C15 0.041(2) 0.0342(14) 0.0324(14) -0.0069(11) -0.0157(11) 0.0011(11) C16 0.0321(13) 0.0397(14) 0.0298(13) -0.0078(11) -0.0074(10) -0.0062(11) C17 0.0354(14) 0.046(2) 0.0333(14) -0.0106(12) -0.0127(11) -0.0089(12) C18 0.041(2) 0.052(2) 0.0345(15) -0.0142(13) -0.0105(12) -0.0063(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N1 2.038(3) . ? Cu N1 2.038(3) 2 ? Cu N2 2.155(3) 2 ? Cu N2 2.155(3) . ? Cu N3 2.274(3) 2 ? Cu N3 2.274(3) . ? N1 C1 1.470(4) . ? N1 C6 1.481(4) . ? N1 H5 1.01(5) . ? N2 C3 1.452(4) . ? N2 C2 1.473(5) . ? N2 H10 0.94(4) . ? N3 C5 1.444(4) . ? N3 C4 1.466(4) . ? N3 H15 0.98(5) . ? C1 C2 1.541(5) . ? C1 H6 0.85(4) . ? C1 H7 1.00(4) . ? C2 H8 0.94(4) . ? C2 H9 1.02(4) . ? C3 C4 1.533(5) . ? C3 H11 0.90(5) . ? C3 H12 0.99(5) . ? C4 H13 1.03(4) . ? C4 H14 1.00(4) . ? C5 C6 1.540(5) . ? C5 H16 0.98(5) . ? C5 H17 0.95(5) . ? C6 H18 1.04(4) . ? C6 H19 1.01(5) . ? N4 C14 1.148(4) . ? N5 C15 1.146(4) . ? N6 C17 1.149(4) . ? N7 C18 1.142(4) . ? C7 C12 1.413(4) . ? C7 C8 1.421(4) . ? C7 C13 1.424(4) . ? C8 C9 1.367(4) . ? C8 H1 0.88(3) . ? C9 C10 1.419(4) . ? C9 H2 0.93(3) . ? C10 C11 1.415(4) . ? C10 C16 1.417(4) . ? C11 C12 1.366(4) . ? C11 H3 0.95(3) . ? C12 H4 1.00(3) . ? C13 C14 1.414(4) . ? C13 C15 1.418(4) . ? C16 C17 1.413(4) . ? C16 C18 1.421(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu N1 180.0 . 2 ? N1 Cu N2 97.30(10) . 2 ? N1 Cu N2 82.70(10) 2 2 ? N1 Cu N2 82.70(10) . . ? N1 Cu N2 97.30(10) 2 . ? N2 Cu N2 180.0 2 . ? N1 Cu N3 98.90(10) . 2 ? N1 Cu N3 81.10(10) 2 2 ? N2 Cu N3 79.42(10) 2 2 ? N2 Cu N3 100.58(10) . 2 ? N1 Cu N3 81.10(10) . . ? N1 Cu N3 98.90(10) 2 . ? N2 Cu N3 100.58(10) 2 . ? N2 Cu N3 79.42(10) . . ? N3 Cu N3 180.0 2 . ? C1 N1 C6 112.0(3) . . ? C1 N1 Cu 106.4(2) . . ? C6 N1 Cu 113.3(2) . . ? C1 N1 H5 101.3(26) . . ? C6 N1 H5 110.5(25) . . ? Cu N1 H5 112.6(26) . . ? C3 N2 C2 112.6(3) . . ? C3 N2 Cu 107.3(2) . . ? C2 N2 Cu 108.8(2) . . ? C3 N2 H10 106.4(28) . . ? C2 N2 H10 112.1(28) . . ? Cu N2 H10 109.5(28) . . ? C5 N3 C4 113.4(3) . . ? C5 N3 Cu 101.3(2) . . ? C4 N3 Cu 108.9(2) . . ? C5 N3 H15 110.1(26) . . ? C4 N3 H15 107.4(27) . . ? Cu N3 H15 115.8(27) . . ? N1 C1 C2 110.6(3) . . ? N1 C1 H6 109.4(24) . . ? C2 C1 H6 106.1(24) . . ? N1 C1 H7 115.6(22) . . ? C2 C1 H7 108.1(22) . . ? H6 C1 H7 106.4(32) . . ? N2 C2 C1 111.9(3) . . ? N2 C2 H8 111.2(26) . . ? C1 C2 H8 109.3(26) . . ? N2 C2 H9 102.8(21) . . ? C1 C2 H9 114.5(21) . . ? H8 C2 H9 106.8(32) . . ? N2 C3 C4 111.4(2) . . ? N2 C3 H11 111.4(28) . . ? C4 C3 H11 106.9(27) . . ? N2 C3 H12 104.0(27) . . ? C4 C3 H12 107.4(27) . . ? H11 C3 H12 115.6(37) . . ? N3 C4 C3 111.6(3) . . ? N3 C4 H13 116.8(22) . . ? C3 C4 H13 104.2(21) . . ? N3 C4 H14 110.7(20) . . ? C3 C4 H14 107.9(20) . . ? H13 C4 H14 105.1(29) . . ? N3 C5 C6 111.0(3) . . ? N3 C5 H16 110.9(25) . . ? C6 C5 H16 111.8(25) . . ? N3 C5 H17 106.5(27) . . ? C6 C5 H17 110.7(28) . . ? H16 C5 H17 105.8(35) . . ? N1 C6 C5 112.0(3) . . ? N1 C6 H18 107.0(19) . . ? C5 C6 H18 112.2(20) . . ? N1 C6 H19 110.5(26) . . ? C5 C6 H19 113.2(26) . . ? H18 C6 H19 101.2(32) . . ? C12 C7 C8 117.1(2) . . ? C12 C7 C13 122.1(2) . . ? C8 C7 C13 120.8(2) . . ? C9 C8 C7 121.8(2) . . ? C9 C8 H1 118.6(21) . . ? C7 C8 H1 119.5(21) . . ? C8 C9 C10 120.9(3) . . ? C8 C9 H2 122.1(19) . . ? C10 C9 H2 117.0(20) . . ? C11 C10 C16 122.2(2) . . ? C11 C10 C9 117.1(2) . . ? C16 C10 C9 120.7(2) . . ? C12 C11 C10 122.1(2) . . ? C12 C11 H3 119.1(21) . . ? C10 C11 H3 118.9(21) . . ? C11 C12 C7 121.0(2) . . ? C11 C12 H4 120.4(19) . . ? C7 C12 H4 118.5(19) . . ? C14 C13 C15 118.0(2) . . ? C14 C13 C7 119.4(2) . . ? C15 C13 C7 122.4(2) . . ? N4 C14 C13 175.5(3) . . ? N5 C15 C13 178.4(3) . . ? C17 C16 C10 122.4(2) . . ? C17 C16 C18 116.7(2) . . ? C10 C16 C18 120.8(2) . . ? N6 C17 C16 179.5(3) . . ? N7 C18 C16 178.0(3) . . ? _refine_diff_density_max 0.953 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.074 #===END data_cutq3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[Cu[9]aneN3)2](TCNQ)3' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C48 H42 Cu N18' _chemical_formula_weight 934.54 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 8.350(2) _cell_length_b 9.884(4) _cell_length_c 14.369(4) _cell_angle_alpha 74.10(2) _cell_angle_beta 89.01(2) _cell_angle_gamma 69.11(2) _cell_volume 1061.2(6) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour 'deep blue' _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method ? _exptl_crystal_F_000 485 _exptl_absorpt_coefficient_mu 0.576 _exptl_absorpt_correction_type '\y-scan' _exptl_absorpt_correction_T_min 0.908442 _exptl_absorpt_correction_T_max 0.99878 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf nonius CAD4' _diffrn_measurement_method \q-2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4871 _diffrn_reflns_av_R_equivalents 0.0090 _diffrn_reflns_av_sigmaI/netI 0.0213 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 26.97 _reflns_number_total 4546 _reflns_number_observed 3961 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_cell_refinement 'Enraf Nonius' _computing_data_reduction MolEN _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ORTEP _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0571P)^2^+0.1996P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4546 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_obs 0.0311 _refine_ls_wR_factor_all 0.0891 _refine_ls_wR_factor_obs 0.0829 _refine_ls_goodness_of_fit_all 1.055 _refine_ls_goodness_of_fit_obs 1.058 _refine_ls_restrained_S_all 1.055 _refine_ls_restrained_S_obs 1.058 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu Cu 0.0000 0.0000 0.0000 0.02275(9) Uani 1 d S . N1 N 0.2012(2) 0.0577(2) 0.03171(10) 0.0317(3) Uani 1 d . . N2 N 0.0094(2) 0.1237(2) -0.13911(10) 0.0279(3) Uani 1 d . . N3 N -0.1522(2) 0.2510(2) 0.00754(12) 0.0364(3) Uani 1 d . . C1 C 0.2964(2) 0.0561(2) -0.05612(14) 0.0369(4) Uani 1 d . . C2 C 0.1752(2) 0.1479(2) -0.14713(13) 0.0343(4) Uani 1 d . . C3 C -0.1414(2) 0.2675(2) -0.16634(13) 0.0351(4) Uani 1 d . . C4 C -0.1630(3) 0.3518(2) -0.09066(14) 0.0375(4) Uani 1 d . . C5 C -0.0366(3) 0.2621(2) 0.07808(14) 0.0434(5) Uani 1 d . . C6 C 0.1508(3) 0.2035(2) 0.05575(15) 0.0419(5) Uani 1 d . . N4 N 0.4222(2) 0.8798(2) 0.23658(11) 0.0421(4) Uani 1 d . . N5 N 0.9137(2) 0.6648(2) 0.40526(13) 0.0474(4) Uani 1 d . . N6 N -0.0714(2) 0.6069(2) 0.72611(13) 0.0477(4) Uani 1 d . . N7 N 0.4223(3) 0.3827(2) 0.89602(13) 0.0544(5) Uani 1 d . . C7 C 0.5049(2) 0.6855(2) 0.48541(11) 0.0238(3) Uani 1 d . . C8 C 0.3225(2) 0.7225(2) 0.47893(12) 0.0268(3) Uani 1 d . . C9 C 0.2421(2) 0.6804(2) 0.55794(12) 0.0278(3) Uani 1 d . . C10 C 0.3359(2) 0.5983(2) 0.65088(11) 0.0253(3) Uani 1 d . . C11 C 0.5169(2) 0.5633(2) 0.65715(11) 0.0266(3) Uani 1 d . . C12 C 0.5992(2) 0.6033(2) 0.57820(11) 0.0255(3) Uani 1 d . . C13 C 0.5876(2) 0.7289(2) 0.40373(11) 0.0263(3) Uani 1 d . . C14 C 0.4941(2) 0.8130(2) 0.31114(12) 0.0295(3) Uani 1 d . . C15 C 0.7686(2) 0.6921(2) 0.40606(12) 0.0307(4) Uani 1 d . . C16 C 0.2540(2) 0.5491(2) 0.73188(12) 0.0291(3) Uani 1 d . . C17 C 0.0733(2) 0.5829(2) 0.72735(12) 0.0323(4) Uani 1 d . . C18 C 0.3475(2) 0.4588(2) 0.82308(13) 0.0343(4) Uani 1 d . . N8 N 0.9947(2) 0.0175(2) 0.33233(14) 0.0516(5) Uani 1 d . . N9 N 0.5195(3) 0.2427(2) 0.16502(12) 0.0539(5) Uani 1 d . . C19 C 0.5846(2) 0.0445(2) 0.41721(11) 0.0239(3) Uani 1 d . . C20 C 0.4033(2) 0.0831(2) 0.41113(11) 0.0248(3) Uani 1 d . . C21 C 0.6782(2) -0.0398(2) 0.50972(11) 0.0249(3) Uani 1 d . . C22 C 0.6688(2) 0.0901(2) 0.33574(11) 0.0269(3) Uani 1 d . . C23 C 0.8495(2) 0.0481(2) 0.33722(12) 0.0324(4) Uani 1 d . . C24 C 0.5807(2) 0.1750(2) 0.24206(12) 0.0327(4) Uani 1 d . . H1 H 0.2671(29) -0.0102(26) 0.0782(16) 0.041(6) Uiso 1 d . . H2 H 0.3871(27) 0.0949(23) -0.0576(14) 0.037(5) Uiso 1 d . . H3 H 0.3533(27) -0.0523(25) -0.0549(15) 0.037(5) Uiso 1 d . . H4 H 0.1502(26) 0.2533(25) -0.1553(15) 0.038(5) Uiso 1 d . . H5 H 0.2373(30) 0.1088(26) -0.2007(17) 0.050(6) Uiso 1 d . . H6 H 0.0050(28) 0.0751(25) -0.1813(16) 0.041(6) Uiso 1 d . . H7 H -0.1302(25) 0.3310(23) -0.2297(15) 0.033(5) Uiso 1 d . . H8 H -0.2398(29) 0.2404(24) -0.1722(15) 0.042(6) Uiso 1 d . . H9 H -0.0827(26) 0.3963(22) -0.0949(14) 0.030(5) Uiso 1 d . . H10 H -0.2717(29) 0.4357(26) -0.1055(16) 0.044(6) Uiso 1 d . . H11 H -0.2560(33) 0.2690(28) 0.0281(18) 0.055(7) Uiso 1 d . . H12 H -0.0439(32) 0.2023(29) 0.1451(19) 0.061(7) Uiso 1 d . . H13 H -0.0656(27) 0.3601(26) 0.0827(15) 0.039(5) Uiso 1 d . . H14 H 0.1704(28) 0.2729(26) 0.0047(17) 0.043(6) Uiso 1 d . . H15 H 0.2260(31) 0.1930(27) 0.1096(18) 0.052(6) Uiso 1 d . . H16 H 0.2623(25) 0.7783(22) 0.4176(14) 0.030(5) Uiso 1 d . . H17 H 0.1211(30) 0.7038(25) 0.5549(15) 0.043(6) Uiso 1 d . . H18 H 0.5764(26) 0.5138(23) 0.7203(15) 0.034(5) Uiso 1 d . . H19 H 0.7195(25) 0.5769(21) 0.5825(13) 0.027(5) Uiso 1 d . . H20 H 0.3416(25) 0.1403(22) 0.3501(15) 0.032(5) Uiso 1 d . . H21 H 0.7993(26) -0.0649(21) 0.5137(14) 0.030(5) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.02328(15) 0.02424(15) 0.02067(14) -0.00186(10) 0.00059(9) -0.01198(11) N1 0.0304(7) 0.0334(8) 0.0275(7) 0.0021(6) -0.0053(6) -0.0150(6) N2 0.0309(7) 0.0293(7) 0.0239(6) -0.0050(5) 0.0006(5) -0.0133(6) N3 0.0367(9) 0.0345(8) 0.0398(8) -0.0120(7) 0.0120(7) -0.0144(7) C1 0.0241(9) 0.0408(11) 0.0413(10) -0.0017(8) 0.0041(7) -0.0143(8) C2 0.0338(9) 0.0385(10) 0.0296(8) -0.0037(7) 0.0089(7) -0.0169(8) C3 0.0325(9) 0.0308(9) 0.0340(9) 0.0044(7) -0.0086(7) -0.0120(7) C4 0.0349(10) 0.0258(9) 0.0456(10) -0.0032(7) 0.0011(8) -0.0091(8) C5 0.0658(14) 0.0398(11) 0.0351(10) -0.0183(8) 0.0124(9) -0.0263(10) C6 0.0559(12) 0.0438(11) 0.0350(10) -0.0084(8) -0.0049(9) -0.0304(10) N4 0.0472(9) 0.0512(10) 0.0275(8) -0.0062(7) -0.0002(7) -0.0212(8) N5 0.0345(10) 0.0547(11) 0.0514(10) -0.0151(8) 0.0087(7) -0.0146(8) N6 0.0374(10) 0.0505(10) 0.0512(10) -0.0056(8) 0.0070(7) -0.0183(8) N7 0.0567(11) 0.0664(12) 0.0355(9) 0.0050(8) 0.0010(8) -0.0316(10) C7 0.0286(8) 0.0202(7) 0.0234(7) -0.0083(6) 0.0026(6) -0.0085(6) C8 0.0285(8) 0.0256(8) 0.0247(7) -0.0068(6) -0.0014(6) -0.0083(6) C9 0.0243(8) 0.0273(8) 0.0316(8) -0.0088(6) 0.0007(6) -0.0090(6) C10 0.0309(8) 0.0197(7) 0.0268(7) -0.0077(6) 0.0037(6) -0.0103(6) C11 0.0295(8) 0.0221(7) 0.0243(7) -0.0042(6) -0.0015(6) -0.0067(6) C12 0.0251(8) 0.0221(7) 0.0283(8) -0.0074(6) 0.0011(6) -0.0074(6) C13 0.0308(8) 0.0246(8) 0.0255(7) -0.0095(6) 0.0031(6) -0.0107(6) C14 0.0349(9) 0.0331(9) 0.0259(8) -0.0112(7) 0.0077(7) -0.0170(7) C15 0.0368(10) 0.0294(8) 0.0263(8) -0.0088(6) 0.0061(7) -0.0120(7) C16 0.0326(9) 0.0258(8) 0.0303(8) -0.0077(6) 0.0060(7) -0.0125(7) C17 0.0376(10) 0.0296(9) 0.0310(8) -0.0063(7) 0.0071(7) -0.0158(7) C18 0.0379(9) 0.0368(9) 0.0323(9) -0.0070(7) 0.0102(7) -0.0209(8) N8 0.0366(10) 0.0541(11) 0.0548(11) -0.0070(9) 0.0131(8) -0.0127(8) N9 0.0700(13) 0.0574(11) 0.0297(9) -0.0047(8) 0.0004(8) -0.0238(10) C19 0.0307(8) 0.0176(7) 0.0240(7) -0.0069(6) 0.0039(6) -0.0090(6) C20 0.0291(8) 0.0212(7) 0.0227(7) -0.0054(6) -0.0001(6) -0.0079(6) C21 0.0242(8) 0.0220(7) 0.0277(8) -0.0070(6) 0.0016(6) -0.0075(6) C22 0.0329(8) 0.0230(7) 0.0254(8) -0.0072(6) 0.0050(6) -0.0106(6) C23 0.0390(10) 0.0287(8) 0.0292(8) -0.0076(7) 0.0106(7) -0.0128(7) C24 0.0408(10) 0.0327(9) 0.0279(9) -0.0097(7) 0.0105(7) -0.0167(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N1 2.0512(15) 2 ? Cu N1 2.0512(15) . ? Cu N2 2.054(2) . ? Cu N2 2.054(2) 2 ? Cu N3 2.382(2) . ? Cu N3 2.382(2) 2 ? N1 C1 1.481(2) . ? N1 C6 1.486(3) . ? N2 C3 1.481(2) . ? N2 C2 1.484(2) . ? N3 C5 1.463(3) . ? N3 C4 1.470(2) . ? C1 C2 1.516(3) . ? C3 C4 1.513(3) . ? C5 C6 1.525(3) . ? N4 C14 1.139(2) . ? N5 C15 1.144(2) . ? N6 C17 1.144(3) . ? N7 C18 1.145(3) . ? C7 C13 1.395(2) . ? C7 C8 1.432(2) . ? C7 C12 1.430(2) . ? C8 C9 1.351(2) . ? C9 C10 1.430(2) . ? C10 C16 1.399(2) . ? C10 C11 1.424(2) . ? C11 C12 1.355(2) . ? C13 C15 1.421(2) . ? C13 C14 1.427(2) . ? C16 C18 1.422(2) . ? C16 C17 1.423(2) . ? N8 C23 1.146(3) . ? N9 C24 1.142(2) . ? C19 C22 1.406(2) . ? C19 C20 1.421(2) . ? C19 C21 1.427(2) . ? C20 C21 1.362(2) 2_656 ? C21 C20 1.362(2) 2_656 ? C22 C23 1.414(2) . ? C22 C24 1.425(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu N1 180.0 2 . ? N1 Cu N2 96.12(6) 2 . ? N1 Cu N2 83.88(6) . . ? N1 Cu N2 83.88(6) 2 2 ? N1 Cu N2 96.12(6) . 2 ? N2 Cu N2 180.0 . 2 ? N1 Cu N3 100.33(6) 2 . ? N1 Cu N3 79.67(6) . . ? N2 Cu N3 78.76(6) . . ? N2 Cu N3 101.24(6) 2 . ? N1 Cu N3 79.67(6) 2 2 ? N1 Cu N3 100.33(6) . 2 ? N2 Cu N3 101.24(6) . 2 ? N2 Cu N3 78.76(6) 2 2 ? N3 Cu N3 180.0 . 2 ? C1 N1 C6 113.21(15) . . ? C1 N1 Cu 102.84(11) . . ? C6 N1 Cu 115.04(12) . . ? C3 N2 C2 112.45(14) . . ? C3 N2 Cu 110.10(11) . . ? C2 N2 Cu 109.63(10) . . ? C5 N3 C4 113.5(2) . . ? C5 N3 Cu 100.46(12) . . ? C4 N3 Cu 106.65(11) . . ? N1 C1 C2 110.60(14) . . ? N2 C2 C1 111.26(14) . . ? N2 C3 C4 111.78(14) . . ? N3 C4 C3 111.12(15) . . ? N3 C5 C6 112.0(2) . . ? N1 C6 C5 112.9(2) . . ? C13 C7 C8 120.94(14) . . ? C13 C7 C12 121.13(15) . . ? C8 C7 C12 117.93(14) . . ? C9 C8 C7 121.05(15) . . ? C8 C9 C10 121.2(2) . . ? C16 C10 C11 121.17(15) . . ? C16 C10 C9 121.3(2) . . ? C11 C10 C9 117.50(14) . . ? C12 C11 C10 121.80(15) . . ? C11 C12 C7 120.5(2) . . ? C7 C13 C15 123.01(15) . . ? C7 C13 C14 121.5(2) . . ? C15 C13 C14 115.45(15) . . ? N4 C14 C13 178.8(2) . . ? N5 C15 C13 178.1(2) . . ? C10 C16 C18 121.8(2) . . ? C10 C16 C17 122.1(2) . . ? C18 C16 C17 116.04(15) . . ? N6 C17 C16 178.1(2) . . ? N7 C18 C16 178.1(2) . . ? C22 C19 C20 121.42(15) . . ? C22 C19 C21 121.0(2) . . ? C20 C19 C21 117.57(14) . . ? C21 C20 C19 121.36(15) 2_656 . ? C20 C21 C19 121.1(2) 2_656 . ? C19 C22 C23 123.3(2) . . ? C19 C22 C24 123.0(2) . . ? C23 C22 C24 113.50(15) . . ? N8 C23 C22 175.8(2) . . ? N9 C24 C22 175.9(2) . . ? _refine_diff_density_max 0.270 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.060 #===END data_tcnqf4 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '[Cu[9]aneN3)2](TCNQF4)2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C72 H70 Cu2 F16 N28 O3' _chemical_formula_weight 1806.64 _chemical_melting_point ? _chemical_compound_source ? 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' '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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 15.476(5) _cell_length_b 16.146(4) _cell_length_c 16.441(4) _cell_angle_alpha 77.15(2) _cell_angle_beta 78.04(3) _cell_angle_gamma 85.43(3) _cell_volume 3916.1(19) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.103 _cell_measurement_theta_max 10.198 _exptl_crystal_description ? _exptl_crystal_colour 'Deep blue' _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method ? _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 0.649 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf Nonius CAD4' _diffrn_measurement_method \q-\q _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13723 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.1397 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.29 _diffrn_reflns_theta_max 24.99 _reflns_number_total 13197 _reflns_number_observed 6679 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf Nonius CAD4' _computing_cell_refinement 'Enraf Nonius CAD4' _computing_data_reduction 'XCAD4 (Harms, 1996)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ORTEP _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0374P)^2^+6.0440P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13192 _refine_ls_number_parameters 1206 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1726 _refine_ls_R_factor_obs 0.0560 _refine_ls_wR_factor_all 0.1384 _refine_ls_wR_factor_obs 0.1039 _refine_ls_goodness_of_fit_all 1.030 _refine_ls_goodness_of_fit_obs 1.143 _refine_ls_restrained_S_all 1.032 _refine_ls_restrained_S_obs 1.143 _refine_ls_shift/esd_max -0.052 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.74420(5) 0.63745(4) 0.50480(5) 0.0299(2) Uani 1 d . . N1 N 0.7445(4) 0.5514(4) 0.4206(4) 0.047(2) Uani 1 d . . N2 N 0.6247(3) 0.5841(3) 0.5616(3) 0.0356(13) Uani 1 d . . N3 N 0.8658(3) 0.6839(3) 0.4425(4) 0.0366(13) Uani 1 d . . N4 N 0.7506(5) 0.7340(4) 0.5784(4) 0.049(2) Uani 1 d . . N5 N 0.8209(4) 0.5665(4) 0.5949(4) 0.0394(14) Uani 1 d . . N6 N 0.6617(4) 0.7132(4) 0.4191(4) 0.052(2) Uani 1 d . . C1 C 0.9374(4) 0.6339(4) 0.4803(4) 0.042(2) Uani 1 d . . H1A H 0.9622(4) 0.6681(4) 0.5108(4) 0.042(17) Uiso 1 calc R . H1B H 0.9839(4) 0.6209(4) 0.4350(4) 0.067(21) Uiso 1 calc R . C2 C 0.8614(4) 0.7754(4) 0.4453(4) 0.043(2) Uani 1 d . . H2A H 0.8229(4) 0.8062(4) 0.4083(4) 0.048(19) Uiso 1 calc R . H2B H 0.9198(4) 0.7984(4) 0.4250(4) 0.075(24) Uiso 1 calc R . C3 C 0.5671(4) 0.6958(5) 0.4566(4) 0.053(2) Uani 1 d . . H3A H 0.5454(4) 0.6599(5) 0.4257(4) 0.072(24) Uiso 1 calc R . H3B H 0.5325(4) 0.7488(5) 0.4511(4) 0.068(22) Uiso 1 calc R . C4 C 0.8260(4) 0.6142(4) 0.6601(4) 0.041(2) Uani 1 d . . H4A H 0.8837(4) 0.6388(4) 0.6477(4) 0.022(14) Uiso 1 calc R . H4B H 0.8197(4) 0.5755(4) 0.7152(4) 0.038(16) Uiso 1 calc R . C5 C 0.6987(4) 0.4786(4) 0.4798(5) 0.049(2) Uani 1 d . . H5A H 0.7353(4) 0.4510(4) 0.5199(5) 0.070(24) Uiso 1 calc R . H5B H 0.6877(4) 0.4375(4) 0.4484(5) 0.053(19) Uiso 1 calc R . C6 C 0.6126(4) 0.5096(4) 0.5267(4) 0.042(2) Uani 1 d . . H6A H 0.5713(4) 0.5251(4) 0.4883(4) 0.048(18) Uiso 1 calc R . H6B H 0.5875(4) 0.4641(4) 0.5728(4) 0.047(18) Uiso 1 calc R . C7 C 0.7014(5) 0.5929(5) 0.3489(4) 0.056(2) Uani 1 d . . H7A H 0.6428(5) 0.5709(5) 0.3586(4) 0.063(21) Uiso 1 calc R . H7B H 0.7352(5) 0.5783(5) 0.2970(4) 0.056(19) Uiso 1 calc R . C8 C 0.5560(4) 0.6521(4) 0.5499(4) 0.049(2) Uani 1 d . . H8A H 0.5605(4) 0.6934(4) 0.5835(4) 0.074(24) Uiso 1 calc R . H8B H 0.4979(4) 0.6281(4) 0.5693(4) 0.034(16) Uiso 1 calc R . C9 C 0.6939(5) 0.6878(5) 0.3373(4) 0.056(2) Uani 1 d . . H9A H 0.7512(5) 0.7115(5) 0.3115(4) 0.057(20) Uiso 1 calc R . H9B H 0.6535(5) 0.7104(5) 0.2992(4) 0.064(21) Uiso 1 calc R . C10 C 0.7558(5) 0.6838(4) 0.6643(4) 0.047(2) Uani 1 d . . H10A H 0.6991(5) 0.6591(4) 0.6912(4) 0.052(20) Uiso 1 calc R . H10B H 0.7689(5) 0.7210(4) 0.6987(4) 0.046(18) Uiso 1 calc R . C11 C 0.9064(4) 0.5522(4) 0.5402(4) 0.041(2) Uani 1 d . . H11A H 0.9005(4) 0.5103(4) 0.5078(4) 0.011(12) Uiso 1 calc R . H11B H 0.9498(4) 0.5302(4) 0.5753(4) 0.065(22) Uiso 1 calc R . C12 C 0.8267(5) 0.7869(4) 0.5349(4) 0.049(2) Uani 1 d . . H12A H 0.8736(5) 0.7726(4) 0.5671(4) 0.041(17) Uiso 1 calc R . H12B H 0.8092(5) 0.8462(4) 0.5335(4) 0.061(20) Uiso 1 calc R . Cu2 Cu 0.78177(5) 1.00779(4) 0.84229(5) 0.0322(2) Uani 1 d . . N7 N 0.8751(4) 0.9660(4) 0.9169(4) 0.047(2) Uani 1 d . . N8 N 0.7776(4) 1.1173(4) 0.8960(4) 0.046(2) Uani 1 d . . N9 N 0.6892(4) 1.0509(4) 0.7690(4) 0.051(2) Uani 1 d . . N10 N 0.6685(5) 0.9400(4) 0.9261(4) 0.057(2) Uani 1 d . . N11 N 0.7844(5) 0.9007(4) 0.7837(5) 0.061(2) Uani 1 d . . N12 N 0.9002(4) 1.0726(4) 0.7584(4) 0.058(2) Uani 1 d . . C13 C 0.6627(6) 0.8563(5) 0.9052(5) 0.070(2) Uani 1 d . . H13A H 0.6162(6) 0.8593(5) 0.8730(5) 0.052(21) Uiso 1 calc R . H13B H 0.6473(6) 0.8140(5) 0.9575(5) 0.094(28) Uiso 1 calc R . C14 C 0.7485(6) 0.8297(4) 0.8543(6) 0.073(2) Uani 1 d . . H14A H 0.7910(6) 0.8119(4) 0.8912(6) 0.105(35) Uiso 1 calc R . H14B H 0.7392(6) 0.7816(4) 0.8311(6) 0.074(23) Uiso 1 calc R . C15 C 0.5991(5) 1.0296(5) 0.8163(5) 0.062(2) Uani 1 d . . H15A H 0.5779(5) 0.9855(5) 0.7946(5) 0.056(21) Uiso 1 calc R . H15B H 0.5602(5) 1.0794(5) 0.8066(5) 0.081(26) Uiso 1 calc R . C16 C 0.9590(5) 0.9575(5) 0.8603(5) 0.068(2) Uani 1 d . . H16A H 0.9569(5) 0.9119(5) 0.8312(5) 0.075(25) Uiso 1 calc R . H16B H 1.0056(5) 0.9434(5) 0.8929(5) 0.076(24) Uiso 1 calc R . C17 C 0.9783(5) 1.0385(6) 0.7969(5) 0.067(2) Uani 1 d . . H17A H 1.0275(5) 1.0288(6) 0.7523(5) 0.111(31) Uiso 1 calc R . H17B H 0.9956(5) 1.0801(6) 0.8243(5) 0.075(25) Uiso 1 calc R . C18 C 0.8778(6) 1.1617(5) 0.7563(5) 0.065(2) Uani 1 d . . H18A H 0.8343(6) 1.1803(5) 0.7206(5) 0.060(21) Uiso 1 calc R . H18B H 0.9302(6) 1.1944(5) 0.7308(5) 0.060(21) Uiso 1 calc R . C19 C 0.7167(5) 1.0158(5) 0.6922(4) 0.059(2) Uani 1 d . . H19A H 0.7699(5) 1.0428(5) 0.6579(4) 0.064(22) Uiso 1 calc R . H19B H 0.6707(5) 1.0278(5) 0.6586(4) 0.042(17) Uiso 1 calc R . C20 C 0.7338(5) 0.9219(5) 0.7150(4) 0.059(2) Uani 1 d . . H20A H 0.6781(5) 0.8934(5) 0.7332(4) 0.107(31) Uiso 1 calc R . H20B H 0.7667(5) 0.9022(5) 0.6655(4) 0.077(23) Uiso 1 calc R . C21 C 0.5947(5) 0.9999(5) 0.9095(5) 0.059(2) Uani 1 d . . H21A H 0.5970(5) 1.0483(5) 0.9348(5) 0.054(19) Uiso 1 calc R . H21B H 0.5393(5) 0.9724(5) 0.9353(5) 0.084(25) Uiso 1 calc R . C22 C 0.8766(5) 1.0226(4) 0.9755(4) 0.051(2) Uani 1 d . . H22A H 0.9296(5) 1.0554(4) 0.9562(4) 0.040(18) Uiso 1 calc R . H22B H 0.8788(5) 0.9884(4) 1.0317(4) 0.068(23) Uiso 1 calc R . C23 C 0.7972(5) 1.0818(5) 0.9810(4) 0.054(2) Uani 1 d . . H23A H 0.7467(5) 1.0514(5) 1.0169(4) 0.078(25) Uiso 1 calc R . H23B H 0.8078(5) 1.1277(5) 1.0067(4) 0.067(22) Uiso 1 calc R . C24 C 0.8412(5) 1.1798(4) 0.8442(5) 0.060(2) Uani 1 d . . H24A H 0.8897(5) 1.1798(4) 0.8732(5) 0.059(21) Uiso 1 calc R . H24B H 0.8127(5) 1.2359(4) 0.8381(5) 0.056(20) Uiso 1 calc R . H1 H 0.7928(38) 0.5345(36) 0.3967(36) 0.038(19) Uiso 1 d . . H2 H 0.6216(36) 0.5620(35) 0.6168(36) 0.038(19) Uiso 1 d . . H3 H 0.8801(44) 0.6831(42) 0.3892(42) 0.069(25) Uiso 1 d . . H4 H 0.7150(41) 0.7556(42) 0.5876(44) 0.038(25) Uiso 1 d . . H5 H 0.7999(42) 0.5211(39) 0.6211(39) 0.053(23) Uiso 1 d . . H6 H 0.6594(40) 0.7660(38) 0.4097(39) 0.047(22) Uiso 1 d . . H7 H 0.8695(41) 0.9158(38) 0.9439(39) 0.048(23) Uiso 1 d . . H8 H 0.7359(39) 1.1412(39) 0.8954(41) 0.039(23) Uiso 1 d . . H9 H 0.6867(33) 1.0944(28) 0.7663(32) 0.000(16) Uiso 1 d . . H10 H 0.6750(43) 0.9313(40) 0.9706(37) 0.040(23) Uiso 1 d . . H11 H 0.8285(42) 0.8801(41) 0.7657(42) 0.050(25) Uiso 1 d . . H12 H 0.9032(43) 1.0708(41) 0.7072(42) 0.059(24) Uiso 1 d . . F1 F 0.7303(2) 0.3738(2) 0.3230(2) 0.0556(11) Uani 1 d . . F2 F 0.7681(2) 0.0955(2) 0.1859(2) 0.0496(10) Uani 1 d . . F3 F 0.5921(2) 0.3188(2) 0.2868(2) 0.0553(10) Uani 1 d . . F4 F 0.9048(2) 0.1481(2) 0.2265(2) 0.0522(10) Uani 1 d . . N13 N 0.4380(4) 0.2335(4) 0.2466(4) 0.064(2) Uani 1 d . . N14 N 1.0598(4) 0.2333(4) 0.2639(4) 0.059(2) Uani 1 d . . N15 N 0.8978(4) 0.4095(4) 0.3815(4) 0.072(2) Uani 1 d . . N16 N 0.6011(4) 0.0602(5) 0.1274(5) 0.091(3) Uani 1 d . . C25 C 0.5098(5) 0.2106(4) 0.2325(4) 0.042(2) Uani 1 d . . C26 C 0.6020(4) 0.1107(5) 0.1656(5) 0.053(2) Uani 1 d . . C27 C 0.6692(4) 0.2760(4) 0.2702(4) 0.0338(14) Uani 1 d . . C28 C 0.7404(4) 0.3037(4) 0.2896(4) 0.0359(15) Uani 1 d . . C29 C 0.8263(4) 0.2641(3) 0.2775(3) 0.0298(14) Uani 1 d . . C30 C 0.8274(4) 0.1929(4) 0.2401(4) 0.0325(14) Uani 1 d . . C31 C 0.7567(4) 0.1658(4) 0.2185(4) 0.0338(14) Uani 1 d . . C32 C 0.8997(4) 0.2906(4) 0.3013(4) 0.0360(15) Uani 1 d . . C33 C 0.8962(4) 0.3574(4) 0.3456(4) 0.044(2) Uani 1 d . . C34 C 0.9874(4) 0.2565(4) 0.2792(4) 0.040(2) Uani 1 d . . C35 C 0.5974(4) 0.1752(4) 0.2133(4) 0.039(2) Uani 1 d . . C36 C 0.6714(4) 0.2050(4) 0.2329(3) 0.0311(14) Uani 1 d . . F5 F 1.0059(3) 0.3315(2) 0.0855(2) 0.0672(12) Uani 1 d . . F6 F 1.0483(3) 0.4474(2) 0.1574(2) 0.0628(11) Uani 1 d . . F7 F 1.1583(3) 0.4765(3) -0.1805(2) 0.0702(12) Uani 1 d . . F8 F 1.2008(3) 0.5911(2) -0.1102(2) 0.0669(12) Uani 1 d . . C37 C 1.1967(5) 0.6634(4) 0.0165(5) 0.050(2) Uani 1 d . . C38 C 1.1308(4) 0.5873(4) 0.1556(5) 0.043(2) Uani 1 d . . C39 C 1.1479(4) 0.5914(4) 0.0659(4) 0.039(2) Uani 1 d . . C40 C 1.1265(4) 0.5267(4) 0.0283(4) 0.0357(15) Uani 1 d . . C41 C 1.0769(4) 0.4555(4) 0.0732(4) 0.038(2) Uani 1 d . . C42 C 1.0559(4) 0.3944(4) 0.0361(4) 0.041(2) Uani 1 d . . C43 C 1.0805(4) 0.3967(4) -0.0515(4) 0.039(2) Uani 1 d . . C44 C 1.1304(4) 0.4683(4) -0.0967(4) 0.045(2) Uani 1 d . . C45 C 1.0574(4) 0.3347(4) -0.0906(4) 0.047(2) Uani 1 d . . C46 C 1.1518(4) 0.5276(4) -0.0594(4) 0.044(2) Uani 1 d . . C47 C 1.0761(5) 0.3390(5) -0.1807(5) 0.058(2) Uani 1 d . . C48 C 1.0212(5) 0.2554(5) -0.0433(5) 0.060(2) Uani 1 d . . N17 N 1.2373(4) 0.7212(4) -0.0186(4) 0.073(2) Uani 1 d . . N18 N 1.0865(4) 0.3374(5) -0.2507(4) 0.081(2) Uani 1 d . . N19 N 0.9951(5) 0.1902(4) -0.0124(5) 0.096(3) Uani 1 d . . N20 N 1.1228(4) 0.5907(4) 0.2246(4) 0.063(2) Uani 1 d . . F9 F 0.8626(2) 0.9703(2) 0.3826(2) 0.0492(10) Uani 1 d . . F10 F 0.7093(2) 0.9407(2) 0.3570(2) 0.0538(10) Uani 1 d . . F11 F 0.7423(2) 1.2147(2) 0.4842(2) 0.0525(10) Uani 1 d . . F12 F 0.5876(2) 1.1855(2) 0.4578(2) 0.0542(10) Uani 1 d . . C49 C 0.5538(4) 1.0449(4) 0.3938(4) 0.040(2) Uani 1 d . . C50 C 0.4753(5) 1.0921(4) 0.4190(4) 0.047(2) Uani 1 d . . C51 C 0.7949(4) 1.0251(4) 0.4021(4) 0.0333(14) Uani 1 d . . C52 C 0.5382(4) 0.9714(5) 0.3636(5) 0.052(2) Uani 1 d . . C53 C 0.9756(4) 1.0698(4) 0.4141(4) 0.040(2) Uani 1 d . . C54 C 0.8962(4) 1.1111(4) 0.4478(3) 0.0328(14) Uani 1 d . . C55 C 0.9066(4) 1.1661(4) 0.5013(4) 0.038(2) Uani 1 d . . C56 C 0.8113(4) 1.0941(3) 0.4354(3) 0.0288(13) Uani 1 d . . C57 C 0.7348(4) 1.1451(4) 0.4548(4) 0.0345(14) Uani 1 d . . C58 C 0.6548(4) 1.1291(4) 0.4412(4) 0.0335(14) Uani 1 d . . C59 C 0.6390(4) 1.0609(4) 0.4078(4) 0.0331(14) Uani 1 d . . C60 C 0.7157(4) 1.0098(4) 0.3889(4) 0.0370(15) Uani 1 d . . N21 N 0.4090(4) 1.1260(4) 0.4392(4) 0.065(2) Uani 1 d . . N22 N 0.5225(5) 0.9130(4) 0.3421(4) 0.081(2) Uani 1 d . . N23 N 0.9177(4) 1.2090(4) 0.5448(4) 0.061(2) Uani 1 d . . N24 N 1.0421(4) 1.0400(4) 0.3862(4) 0.056(2) Uani 1 d . . F13 F 0.5217(3) 0.3266(2) 0.0411(2) 0.0557(10) Uani 1 d . . F14 F 0.5096(2) 0.4123(2) 0.1608(2) 0.0533(10) Uani 1 d . . F15 F 0.6872(3) 0.6239(2) -0.0326(2) 0.0612(11) Uani 1 d . . F16 F 0.6949(2) 0.5416(2) -0.1525(2) 0.0577(11) Uani 1 d . . C61 C 0.6138(4) 0.3830(4) -0.1279(4) 0.041(2) Uani 1 d . . C62 C 0.6476(4) 0.4200(4) -0.2139(5) 0.045(2) Uani 1 d . . C63 C 0.5592(4) 0.5341(4) 0.2237(5) 0.044(2) Uani 1 d . . C64 C 0.5590(4) 0.4442(4) 0.0844(4) 0.0358(15) Uani 1 d . . C65 C 0.5952(4) 0.5664(4) 0.1365(4) 0.045(2) Uani 1 d . . C66 C 0.5996(4) 0.5219(4) 0.0711(4) 0.0346(14) Uani 1 d . . C67 C 0.6448(4) 0.5509(4) -0.0125(4) 0.041(2) Uani 1 d . . C68 C 0.6373(6) 0.6446(5) 0.1240(4) 0.075(3) Uani 1 d . . C69 C 0.6483(4) 0.5078(4) -0.0749(4) 0.0376(15) Uani 1 d . . C70 C 0.5640(4) 0.4002(4) 0.0216(4) 0.039(2) Uani 1 d . . C71 C 0.6094(4) 0.4295(4) -0.0630(4) 0.0359(15) Uani 1 d . . C72 C 0.5944(5) 0.2966(5) -0.1115(4) 0.058(2) Uani 1 d . . N25 N 0.5314(4) 0.5125(4) 0.2948(4) 0.060(2) Uani 1 d . . N26 N 0.6710(7) 0.7062(5) 0.1178(5) 0.127(4) Uani 1 d . . N27 N 0.6719(4) 0.4489(4) -0.2846(4) 0.058(2) Uani 1 d . . N28 N 0.5833(5) 0.2255(4) -0.1017(4) 0.089(2) Uani 1 d . . O1W O 0.8294(3) 1.3520(3) 0.6267(3) 0.078(2) Uani 1 d . . C1S O 0.6851(4) 1.2413(3) 0.6925(4) 0.093(2) Uani 1 d . . H1S1 H 0.7322(6) 1.2747(15) 0.6559(12) 0.050 Uiso 1 calc R . H1S2 H 0.6992(12) 1.1822(6) 0.6935(20) 0.050 Uiso 1 calc R . H1S3 H 0.6776(8) 1.2513(20) 0.7490(9) 0.050 Uiso 1 calc R . C2S O 0.7576(4) 0.8610(3) 0.0875(4) 0.106(2) Uani 1 d . . H2S1 H 0.7075(11) 0.8849(18) 0.0632(10) 0.050 Uiso 1 calc R . H2S2 H 0.7590(23) 0.8003(3) 0.0951(5) 0.050 Uiso 1 calc R . H2S3 H 0.8109(11) 0.8829(19) 0.0501(8) 0.050 Uiso 1 calc R . O1S O 0.6050(5) 1.2647(6) 0.6614(6) 0.170(4) Uani 1 d . . O2S O 0.7509(9) 0.8834(6) 0.1679(6) 0.237(6) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0240(4) 0.0341(4) 0.0339(4) -0.0118(3) -0.0066(3) -0.0002(3) N1 0.031(3) 0.056(4) 0.056(4) -0.026(3) 0.001(3) 0.001(3) N2 0.034(3) 0.039(3) 0.034(3) -0.013(3) -0.003(3) -0.001(2) N3 0.035(3) 0.037(3) 0.038(3) -0.011(3) -0.001(3) -0.002(2) N4 0.037(4) 0.056(4) 0.046(4) -0.009(3) 0.001(3) 0.012(4) N5 0.039(3) 0.032(3) 0.049(4) -0.017(3) -0.001(3) -0.004(3) N6 0.045(4) 0.044(4) 0.059(4) -0.010(3) -0.001(3) 0.004(3) C1 0.026(4) 0.039(4) 0.059(5) -0.015(3) 0.001(3) 0.004(3) C2 0.044(4) 0.038(4) 0.051(4) -0.010(3) -0.013(4) -0.005(3) C3 0.031(4) 0.061(5) 0.063(5) -0.007(4) -0.012(4) 0.015(4) C4 0.040(4) 0.044(4) 0.037(4) -0.004(3) -0.009(3) -0.001(3) C5 0.043(4) 0.037(4) 0.070(5) -0.027(4) -0.003(4) -0.005(3) C6 0.036(4) 0.042(4) 0.050(4) -0.012(3) -0.004(3) -0.012(3) C7 0.051(5) 0.092(6) 0.029(4) -0.027(4) 0.001(4) -0.010(4) C8 0.026(4) 0.061(5) 0.054(5) -0.013(4) 0.005(3) 0.006(3) C9 0.043(4) 0.087(6) 0.034(4) -0.001(4) -0.005(4) -0.008(4) C10 0.053(5) 0.048(4) 0.044(4) -0.019(4) -0.010(4) 0.002(4) C11 0.035(4) 0.035(4) 0.055(4) -0.017(3) -0.009(3) 0.002(3) C12 0.056(5) 0.031(4) 0.064(5) -0.017(3) -0.018(4) 0.006(3) Cu2 0.0313(4) 0.0337(4) 0.0350(5) -0.0133(4) -0.0079(4) 0.0005(3) N7 0.059(4) 0.038(4) 0.049(4) -0.017(3) -0.021(3) 0.013(3) N8 0.039(4) 0.043(4) 0.056(4) -0.015(3) -0.008(3) 0.006(3) N9 0.049(4) 0.050(5) 0.056(4) -0.016(4) -0.012(3) -0.003(4) N10 0.074(5) 0.056(4) 0.048(5) -0.019(4) -0.021(4) -0.008(3) N11 0.050(5) 0.056(4) 0.073(5) -0.017(4) 0.000(4) 0.006(4) N12 0.074(5) 0.063(5) 0.037(4) -0.017(3) -0.007(3) -0.001(3) C13 0.096(7) 0.060(5) 0.055(5) -0.010(5) -0.007(5) -0.032(5) C14 0.103(7) 0.029(4) 0.084(6) -0.020(4) -0.007(6) -0.001(4) C15 0.045(5) 0.081(6) 0.062(5) -0.019(5) -0.012(4) -0.002(5) C16 0.049(5) 0.088(7) 0.072(6) -0.034(5) -0.019(5) 0.028(5) C17 0.034(4) 0.107(7) 0.061(5) -0.033(5) 0.000(4) 0.004(4) C18 0.077(6) 0.069(6) 0.047(5) 0.003(4) -0.016(5) -0.030(5) C19 0.051(5) 0.090(6) 0.040(4) -0.012(4) -0.017(4) -0.013(4) C20 0.069(6) 0.074(6) 0.040(4) -0.029(4) 0.001(4) -0.016(5) C21 0.036(5) 0.082(6) 0.065(5) -0.039(5) 0.006(4) -0.012(4) C22 0.064(5) 0.057(5) 0.043(4) -0.021(4) -0.021(4) -0.005(4) C23 0.064(5) 0.062(5) 0.039(4) -0.023(4) 0.002(4) -0.013(4) C24 0.078(6) 0.034(4) 0.072(6) -0.012(4) -0.021(5) -0.007(4) F1 0.049(2) 0.053(2) 0.081(3) -0.042(2) -0.025(2) 0.017(2) F2 0.044(2) 0.049(2) 0.068(3) -0.037(2) -0.016(2) 0.004(2) F3 0.033(2) 0.063(3) 0.080(3) -0.036(2) -0.020(2) 0.019(2) F4 0.029(2) 0.060(2) 0.079(3) -0.042(2) -0.014(2) 0.015(2) N13 0.041(4) 0.058(4) 0.086(5) 0.002(3) -0.015(3) -0.003(3) N14 0.035(4) 0.062(4) 0.080(5) -0.017(3) -0.011(3) -0.001(3) N15 0.049(4) 0.082(5) 0.106(6) -0.061(4) -0.021(4) 0.000(3) N16 0.051(4) 0.139(7) 0.111(6) -0.087(5) -0.009(4) -0.020(4) C25 0.039(4) 0.046(4) 0.040(4) 0.004(3) -0.012(3) -0.008(3) C26 0.028(4) 0.077(5) 0.060(5) -0.027(4) -0.006(3) -0.010(4) C27 0.026(3) 0.041(4) 0.036(4) -0.013(3) -0.008(3) 0.007(3) C28 0.038(4) 0.033(4) 0.038(4) -0.016(3) -0.005(3) 0.009(3) C29 0.031(3) 0.029(3) 0.027(3) -0.006(3) -0.001(3) -0.003(3) C30 0.027(3) 0.036(4) 0.034(4) -0.014(3) -0.002(3) 0.010(3) C31 0.036(4) 0.034(4) 0.033(4) -0.011(3) -0.005(3) -0.004(3) C32 0.030(4) 0.039(4) 0.043(4) -0.014(3) -0.011(3) 0.001(3) C33 0.031(4) 0.053(4) 0.058(5) -0.022(4) -0.017(3) -0.002(3) C34 0.039(4) 0.041(4) 0.043(4) -0.009(3) -0.015(3) -0.006(3) C35 0.034(4) 0.043(4) 0.039(4) -0.006(3) -0.007(3) -0.007(3) C36 0.026(3) 0.037(4) 0.028(3) -0.003(3) -0.005(3) 0.001(3) F5 0.106(3) 0.047(2) 0.051(2) -0.002(2) -0.015(2) -0.034(2) F6 0.099(3) 0.059(3) 0.034(2) -0.009(2) -0.014(2) -0.026(2) F7 0.087(3) 0.080(3) 0.042(2) -0.025(2) 0.013(2) -0.023(2) F8 0.086(3) 0.063(3) 0.047(2) -0.014(2) 0.012(2) -0.034(2) C37 0.055(5) 0.042(4) 0.060(5) -0.023(4) -0.010(4) -0.003(4) C38 0.048(4) 0.033(4) 0.056(5) -0.017(3) -0.024(4) 0.005(3) C39 0.043(4) 0.038(4) 0.040(4) -0.008(3) -0.014(3) -0.001(3) C40 0.034(4) 0.035(4) 0.040(4) -0.008(3) -0.011(3) 0.000(3) C41 0.051(4) 0.035(4) 0.029(4) -0.008(3) -0.009(3) 0.000(3) C42 0.051(4) 0.033(4) 0.037(4) -0.001(3) -0.009(3) -0.010(3) C43 0.043(4) 0.036(4) 0.041(4) -0.012(3) -0.012(3) 0.003(3) C44 0.052(4) 0.052(4) 0.030(4) -0.013(3) 0.001(3) -0.003(3) C45 0.044(4) 0.041(4) 0.062(5) -0.024(4) -0.013(4) 0.006(3) C46 0.050(4) 0.036(4) 0.042(4) -0.008(3) 0.002(3) -0.013(3) C47 0.048(5) 0.067(5) 0.070(6) -0.042(5) -0.010(4) 0.004(4) C48 0.073(6) 0.047(5) 0.077(6) -0.031(4) -0.036(5) 0.002(4) N17 0.085(5) 0.055(4) 0.082(5) -0.028(4) -0.001(4) -0.023(4) N18 0.073(5) 0.119(6) 0.071(5) -0.064(5) -0.011(4) 0.004(4) N19 0.131(7) 0.048(4) 0.129(7) -0.019(4) -0.063(6) -0.018(4) N20 0.075(5) 0.071(4) 0.054(4) -0.026(4) -0.024(4) 0.001(3) F9 0.037(2) 0.041(2) 0.073(3) -0.024(2) -0.008(2) 0.007(2) F10 0.050(2) 0.045(2) 0.075(3) -0.029(2) -0.014(2) -0.002(2) F11 0.043(2) 0.059(2) 0.067(3) -0.041(2) -0.011(2) 0.005(2) F12 0.033(2) 0.053(2) 0.079(3) -0.028(2) -0.005(2) 0.009(2) C49 0.034(4) 0.038(4) 0.046(4) -0.002(3) -0.012(3) -0.004(3) C50 0.037(4) 0.054(5) 0.043(4) 0.012(3) -0.014(3) -0.013(4) C51 0.033(4) 0.029(3) 0.038(4) -0.007(3) -0.009(3) 0.010(3) C52 0.039(4) 0.054(5) 0.063(5) 0.002(4) -0.026(4) -0.006(4) C53 0.041(4) 0.043(4) 0.038(4) -0.008(3) -0.012(3) -0.001(3) C54 0.034(4) 0.035(4) 0.028(3) -0.007(3) -0.002(3) 0.000(3) C55 0.020(3) 0.053(4) 0.041(4) -0.009(3) -0.006(3) -0.005(3) C56 0.030(3) 0.031(3) 0.024(3) -0.004(3) -0.004(3) -0.001(3) C57 0.036(4) 0.038(4) 0.033(4) -0.020(3) -0.002(3) -0.001(3) C58 0.032(4) 0.028(3) 0.037(4) -0.004(3) -0.003(3) 0.004(3) C59 0.034(4) 0.031(4) 0.032(4) -0.001(3) -0.007(3) -0.004(3) C60 0.043(4) 0.027(3) 0.043(4) -0.010(3) -0.010(3) -0.002(3) N21 0.033(4) 0.072(5) 0.075(5) 0.004(4) -0.002(3) 0.000(3) N22 0.092(5) 0.063(5) 0.102(6) -0.012(4) -0.046(4) -0.027(4) N23 0.049(4) 0.087(5) 0.059(4) -0.038(4) -0.011(3) -0.009(3) N24 0.040(4) 0.069(4) 0.059(4) -0.019(3) -0.005(3) 0.009(3) F13 0.086(3) 0.034(2) 0.046(2) -0.006(2) -0.009(2) -0.015(2) F14 0.079(3) 0.049(2) 0.029(2) -0.002(2) -0.001(2) -0.026(2) F15 0.077(3) 0.055(3) 0.049(2) -0.008(2) 0.001(2) -0.032(2) F16 0.066(3) 0.059(3) 0.041(2) -0.009(2) 0.011(2) -0.020(2) C61 0.051(4) 0.039(4) 0.032(4) -0.007(3) -0.009(3) 0.008(3) C62 0.041(4) 0.051(4) 0.046(5) -0.020(4) -0.011(4) 0.007(3) C63 0.039(4) 0.056(5) 0.045(5) -0.023(4) -0.013(3) -0.007(3) C64 0.046(4) 0.034(4) 0.024(3) -0.001(3) -0.004(3) -0.004(3) C65 0.056(4) 0.043(4) 0.037(4) -0.006(3) -0.013(3) -0.010(3) C66 0.036(4) 0.037(4) 0.033(4) -0.009(3) -0.008(3) -0.003(3) C67 0.044(4) 0.031(4) 0.044(4) -0.003(3) -0.005(3) -0.011(3) C68 0.123(8) 0.073(6) 0.035(4) -0.015(4) -0.013(5) -0.034(5) C69 0.032(4) 0.039(4) 0.036(4) -0.003(3) 0.003(3) -0.003(3) C70 0.049(4) 0.025(3) 0.040(4) 0.001(3) -0.011(3) -0.001(3) C71 0.035(4) 0.038(4) 0.034(4) -0.006(3) -0.008(3) 0.004(3) C72 0.084(6) 0.047(5) 0.046(5) -0.015(4) -0.014(4) 0.007(4) N25 0.057(4) 0.078(5) 0.049(4) -0.021(3) -0.009(3) -0.013(3) N26 0.226(10) 0.097(6) 0.072(5) -0.022(5) -0.022(6) -0.097(7) N27 0.060(4) 0.069(4) 0.047(4) -0.016(3) -0.009(3) -0.002(3) N28 0.146(7) 0.044(4) 0.084(5) -0.023(4) -0.024(5) -0.004(4) O1W 0.076(4) 0.070(4) 0.084(4) -0.017(3) -0.012(3) 0.000(3) C1S 0.092(5) 0.072(4) 0.115(5) -0.011(4) -0.026(4) -0.008(3) C2S 0.160(6) 0.064(4) 0.087(5) 0.004(3) -0.011(4) -0.051(4) O1S 0.120(7) 0.207(9) 0.208(9) -0.048(7) -0.093(7) 0.013(6) O2S 0.432(18) 0.185(9) 0.104(7) -0.041(7) -0.043(9) -0.067(10) _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 N2 2.053(5) . ? Cu1 N3 2.058(5) . ? Cu1 N5 2.162(6) . ? Cu1 N1 2.168(6) . ? Cu1 N4 2.194(7) . ? Cu1 N6 2.201(6) . ? N1 C5 1.472(8) . ? N1 C7 1.479(8) . ? N2 C8 1.477(7) . ? N2 C6 1.483(7) . ? N3 C1 1.479(7) . ? N3 C2 1.483(7) . ? N4 C12 1.473(9) . ? N4 C10 1.478(9) . ? N5 C11 1.470(7) . ? N5 C4 1.471(7) . ? N6 C9 1.470(8) . ? N6 C3 1.488(8) . ? C1 C11 1.506(8) . ? C2 C12 1.507(8) . ? C3 C8 1.519(8) . ? C4 C10 1.503(8) . ? C5 C6 1.504(8) . ? C7 C9 1.500(9) . ? Cu2 N9 2.042(6) . ? Cu2 N7 2.062(6) . ? Cu2 N8 2.136(6) . ? Cu2 N11 2.152(7) . ? Cu2 N10 2.191(7) . ? Cu2 N12 2.229(6) . ? N7 C16 1.449(9) . ? N7 C22 1.472(8) . ? N8 C24 1.464(8) . ? N8 C23 1.471(8) . ? N9 C19 1.469(9) . ? N9 C15 1.475(9) . ? N10 C21 1.467(9) . ? N10 C13 1.479(9) . ? N11 C20 1.468(9) . ? N11 C14 1.489(9) . ? N12 C18 1.448(9) . ? N12 C17 1.491(9) . ? C13 C14 1.503(10) . ? C15 C21 1.488(9) . ? C16 C17 1.487(10) . ? C18 C24 1.522(9) . ? C19 C20 1.495(9) . ? C22 C23 1.496(9) . ? F1 C28 1.348(6) . ? F2 C31 1.344(6) . ? F3 C27 1.339(6) . ? F4 C30 1.354(6) . ? N13 C25 1.136(7) . ? N14 C34 1.148(7) . ? N15 C33 1.134(7) . ? N16 C26 1.136(8) . ? C25 C35 1.429(9) . ? C26 C35 1.426(9) . ? C27 C28 1.344(8) . ? C27 C36 1.411(8) . ? C28 C29 1.424(7) . ? C29 C32 1.400(7) . ? C29 C30 1.418(7) . ? C30 C31 1.349(7) . ? C31 C36 1.414(7) . ? C32 C33 1.422(8) . ? C32 C34 1.429(8) . ? C35 C36 1.400(8) . ? F5 C42 1.337(6) . ? F6 C41 1.343(6) . ? F7 C44 1.335(7) . ? F8 C46 1.343(6) . ? C37 N17 1.142(8) . ? C37 C39 1.431(9) . ? C38 N20 1.128(7) . ? C38 C39 1.431(9) . ? C39 C40 1.418(8) . ? C40 C41 1.409(8) . ? C40 C46 1.411(8) . ? C41 C42 1.361(8) . ? C42 C43 1.403(8) . ? C43 C45 1.408(8) . ? C43 C44 1.418(8) . ? C44 C46 1.342(8) . ? C45 C48 1.432(10) . ? C45 C47 1.436(10) . ? C47 N18 1.134(8) . ? C48 N19 1.128(9) . ? F9 C51 1.351(6) . ? F10 C60 1.353(6) . ? F11 C57 1.338(6) . ? F12 C58 1.352(6) . ? C49 C50 1.419(9) . ? C49 C59 1.436(8) . ? C49 C52 1.440(9) . ? C50 N21 1.146(8) . ? C51 C60 1.339(8) . ? C51 C56 1.405(7) . ? C52 N22 1.138(8) . ? C53 N24 1.150(7) . ? C53 C54 1.419(8) . ? C54 C55 1.420(8) . ? C54 C56 1.428(7) . ? C55 N23 1.145(7) . ? C56 C57 1.410(7) . ? C57 C58 1.359(8) . ? C58 C59 1.392(8) . ? C59 C60 1.411(8) . ? F13 C70 1.346(6) . ? F14 C64 1.344(6) . ? F15 C67 1.337(6) . ? F16 C69 1.348(6) . ? C61 C72 1.405(9) . ? C61 C62 1.414(9) . ? C61 C71 1.422(8) . ? C62 N27 1.148(8) . ? C63 N25 1.144(8) . ? C63 C65 1.422(9) . ? C64 C70 1.364(8) . ? C64 C66 1.401(8) . ? C65 C66 1.408(8) . ? C65 C68 1.421(10) . ? C66 C67 1.403(8) . ? C67 C69 1.353(8) . ? C68 N26 1.135(9) . ? C69 C71 1.400(8) . ? C70 C71 1.417(8) . ? C72 N28 1.145(8) . ? C1S O1S 1.429(8) . ? C2S O2S 1.427(9) . ? 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 N2 Cu1 N3 175.7(2) . . ? N2 Cu1 N5 97.7(2) . . ? N3 Cu1 N5 82.4(2) . . ? N2 Cu1 N1 82.2(2) . . ? N3 Cu1 N1 93.6(2) . . ? N5 Cu1 N1 102.7(2) . . ? N2 Cu1 N4 102.6(2) . . ? N3 Cu1 N4 81.7(2) . . ? N5 Cu1 N4 80.4(2) . . ? N1 Cu1 N4 174.1(2) . . ? N2 Cu1 N6 80.9(2) . . ? N3 Cu1 N6 99.2(2) . . ? N5 Cu1 N6 176.6(2) . . ? N1 Cu1 N6 80.2(2) . . ? N4 Cu1 N6 96.9(2) . . ? C5 N1 C7 115.7(6) . . ? C5 N1 Cu1 101.3(4) . . ? C7 N1 Cu1 110.4(4) . . ? C8 N2 C6 113.7(5) . . ? C8 N2 Cu1 107.0(4) . . ? C6 N2 Cu1 110.8(4) . . ? C1 N3 C2 114.4(5) . . ? C1 N3 Cu1 110.9(4) . . ? C2 N3 Cu1 106.2(4) . . ? C12 N4 C10 115.8(6) . . ? C12 N4 Cu1 108.0(4) . . ? C10 N4 Cu1 103.9(4) . . ? C11 N5 C4 114.2(5) . . ? C11 N5 Cu1 102.7(4) . . ? C4 N5 Cu1 110.9(4) . . ? C9 N6 C3 114.5(6) . . ? C9 N6 Cu1 104.7(4) . . ? C3 N6 Cu1 108.9(4) . . ? N3 C1 C11 112.9(5) . . ? N3 C2 C12 110.3(5) . . ? N6 C3 C8 110.8(5) . . ? N5 C4 C10 112.1(5) . . ? N1 C5 C6 109.3(5) . . ? N2 C6 C5 111.4(5) . . ? N1 C7 C9 113.0(6) . . ? N2 C8 C3 110.0(5) . . ? N6 C9 C7 111.1(6) . . ? N4 C10 C4 111.2(6) . . ? N5 C11 C1 110.4(5) . . ? N4 C12 C2 112.7(6) . . ? N9 Cu2 N7 179.1(3) . . ? N9 Cu2 N8 96.9(3) . . ? N7 Cu2 N8 82.1(2) . . ? N9 Cu2 N11 81.0(3) . . ? N7 Cu2 N11 99.9(3) . . ? N8 Cu2 N11 177.7(3) . . ? N9 Cu2 N10 81.6(3) . . ? N7 Cu2 N10 98.6(3) . . ? N8 Cu2 N10 100.6(2) . . ? N11 Cu2 N10 80.3(3) . . ? N9 Cu2 N12 100.1(3) . . ? N7 Cu2 N12 79.8(3) . . ? N8 Cu2 N12 80.5(2) . . ? N11 Cu2 N12 98.7(3) . . ? N10 Cu2 N12 177.9(3) . . ? C16 N7 C22 113.8(6) . . ? C16 N7 Cu2 107.4(5) . . ? C22 N7 Cu2 111.3(4) . . ? C24 N8 C23 112.9(6) . . ? C24 N8 Cu2 111.7(4) . . ? C23 N8 Cu2 103.3(4) . . ? C19 N9 C15 114.5(6) . . ? C19 N9 Cu2 106.1(5) . . ? C15 N9 Cu2 111.7(5) . . ? C21 N10 C13 114.5(6) . . ? C21 N10 Cu2 102.0(4) . . ? C13 N10 Cu2 110.4(5) . . ? C20 N11 C14 114.1(7) . . ? C20 N11 Cu2 110.0(5) . . ? C14 N11 Cu2 105.1(5) . . ? C18 N12 C17 115.4(7) . . ? C18 N12 Cu2 103.2(5) . . ? C17 N12 Cu2 107.5(5) . . ? N10 C13 C14 111.5(6) . . ? N11 C14 C13 110.9(7) . . ? N9 C15 C21 112.8(6) . . ? N7 C16 C17 109.9(6) . . ? C16 C17 N12 111.5(6) . . ? N12 C18 C24 112.7(6) . . ? N9 C19 C20 110.7(6) . . ? N11 C20 C19 110.3(6) . . ? N10 C21 C15 110.6(6) . . ? N7 C22 C23 111.9(6) . . ? N8 C23 C22 110.8(6) . . ? N8 C24 C18 112.6(6) . . ? N13 C25 C35 174.8(7) . . ? N16 C26 C35 176.3(7) . . ? F3 C27 C28 117.9(5) . . ? F3 C27 C36 118.4(5) . . ? C28 C27 C36 123.7(5) . . ? C27 C28 F1 118.0(5) . . ? C27 C28 C29 124.5(5) . . ? F1 C28 C29 117.5(5) . . ? C32 C29 C30 124.3(5) . . ? C32 C29 C28 124.6(5) . . ? C30 C29 C28 111.1(5) . . ? C31 C30 F4 117.9(5) . . ? C31 C30 C29 124.8(5) . . ? F4 C30 C29 117.3(5) . . ? F2 C31 C30 117.4(5) . . ? F2 C31 C36 119.3(5) . . ? C30 C31 C36 123.1(5) . . ? C29 C32 C33 123.9(5) . . ? C29 C32 C34 123.4(5) . . ? C33 C32 C34 112.6(5) . . ? N15 C33 C32 176.4(7) . . ? N14 C34 C32 175.2(7) . . ? C36 C35 C26 123.6(6) . . ? C36 C35 C25 123.9(6) . . ? C26 C35 C25 112.3(5) . . ? C35 C36 C31 123.2(5) . . ? C35 C36 C27 124.0(5) . . ? C31 C36 C27 112.8(5) . . ? N17 C37 C39 175.9(8) . . ? N20 C38 C39 173.1(7) . . ? C40 C39 C38 123.9(6) . . ? C40 C39 C37 121.8(6) . . ? C38 C39 C37 114.1(5) . . ? C41 C40 C46 112.5(5) . . ? C41 C40 C39 124.3(6) . . ? C46 C40 C39 123.1(6) . . ? F6 C41 C42 118.0(5) . . ? F6 C41 C40 118.3(5) . . ? C42 C41 C40 123.7(6) . . ? F5 C42 C41 117.7(5) . . ? F5 C42 C43 118.9(5) . . ? C41 C42 C43 123.3(6) . . ? C42 C43 C45 123.6(6) . . ? C42 C43 C44 113.1(5) . . ? C45 C43 C44 123.3(6) . . ? F7 C44 C46 118.4(6) . . ? F7 C44 C43 118.3(6) . . ? C46 C44 C43 123.2(6) . . ? C43 C45 C48 122.7(6) . . ? C43 C45 C47 124.5(6) . . ? C48 C45 C47 112.4(6) . . ? F8 C46 C44 116.6(6) . . ? F8 C46 C40 119.2(5) . . ? C44 C46 C40 124.2(6) . . ? N18 C47 C45 174.7(8) . . ? N19 C48 C45 173.9(9) . . ? C50 C49 C59 123.9(6) . . ? C50 C49 C52 113.3(6) . . ? C59 C49 C52 122.3(6) . . ? N21 C50 C49 175.7(8) . . ? C60 C51 F9 117.5(5) . . ? C60 C51 C56 124.0(5) . . ? F9 C51 C56 118.5(5) . . ? N22 C52 C49 177.1(8) . . ? N24 C53 C54 176.6(7) . . ? C55 C54 C53 114.5(5) . . ? C55 C54 C56 121.9(5) . . ? C53 C54 C56 123.3(5) . . ? N23 C55 C54 177.7(7) . . ? C51 C56 C57 112.8(5) . . ? C51 C56 C54 123.8(5) . . ? C57 C56 C54 123.5(5) . . ? F11 C57 C58 118.5(5) . . ? F11 C57 C56 118.6(5) . . ? C58 C57 C56 122.8(5) . . ? F12 C58 C57 117.1(5) . . ? F12 C58 C59 118.6(5) . . ? C57 C58 C59 124.2(5) . . ? C58 C59 C60 112.7(5) . . ? C58 C59 C49 123.4(6) . . ? C60 C59 C49 123.9(6) . . ? C51 C60 F10 117.7(5) . . ? C51 C60 C59 123.6(5) . . ? F10 C60 C59 118.8(5) . . ? C72 C61 C62 115.4(6) . . ? C72 C61 C71 123.6(6) . . ? C62 C61 C71 120.7(6) . . ? N27 C62 C61 177.1(7) . . ? N25 C63 C65 176.0(7) . . ? F14 C64 C70 117.5(5) . . ? F14 C64 C66 119.6(5) . . ? C70 C64 C66 122.9(5) . . ? C66 C65 C68 123.1(6) . . ? C66 C65 C63 124.5(6) . . ? C68 C65 C63 111.9(6) . . ? C64 C66 C67 114.1(5) . . ? C64 C66 C65 122.6(6) . . ? C67 C66 C65 123.3(6) . . ? F15 C67 C69 117.6(5) . . ? F15 C67 C66 119.6(5) . . ? C69 C67 C66 122.8(6) . . ? N26 C68 C65 177.0(8) . . ? F16 C69 C67 117.2(5) . . ? F16 C69 C71 118.6(5) . . ? C67 C69 C71 124.1(6) . . ? F13 C70 C64 117.9(5) . . ? F13 C70 C71 118.9(5) . . ? C64 C70 C71 123.1(6) . . ? C69 C71 C70 113.0(5) . . ? C69 C71 C61 124.6(6) . . ? C70 C71 C61 122.4(6) . . ? N28 C72 C61 175.6(9) . . ? _refine_diff_density_max 0.595 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.075