# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Frieder Jaekle' _publ_contact_author_email FJAEKLE@RUTGERS.EDU _publ_section_title ; Binary Stacks of [CuC6F5]4 with Arenes ; loop_ _publ_author_name 'Frieder Jaekle' 'Ami Doshi' 'Arnold Rheingold' 'Krishnan Venkatasubbaiah' # Attachment 'Compound2.cif' data_042807ami_0m _database_code_depnum_ccdc_archive 'CCDC 664119' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 Cu4 F20, 2(C10 H8)' _chemical_formula_sum 'C44 H16 Cu4 F20' _chemical_formula_weight 1178.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.7660(5) _cell_length_b 6.4260(3) _cell_length_c 26.2579(10) _cell_angle_alpha 90.00 _cell_angle_beta 102.9340(10) _cell_angle_gamma 90.00 _cell_volume 1934.94(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9926 _cell_measurement_theta_min 3.85 _cell_measurement_theta_max 67.78 _exptl_crystal_description Needle _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.023 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 3.701 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.4704 _exptl_absorpt_correction_T_max 0.6651 _exptl_absorpt_process_details '(SADABS; Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12142 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.85 _diffrn_reflns_theta_max 68.08 _reflns_number_total 3440 _reflns_number_gt 3263 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker, 2006)' _computing_cell_refinement 'APEX 2' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXS (Sheldrick, 2004)' _computing_structure_refinement 'SHELXL (Sheldrick, 2004)' _computing_molecular_graphics 'SHELXTL (Bruker, 2004)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0447P)^2^+6.7754P] 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 ? _refine_ls_number_reflns 3440 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.1277 _refine_ls_wR_factor_gt 0.0889 _refine_ls_goodness_of_fit_ref 1.236 _refine_ls_restrained_S_all 1.236 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.1877(3) 0.4795(6) 0.45227(14) 0.0180(8) Uani 1 1 d . . . C2 C 1.2781(4) 0.3343(6) 0.46198(15) 0.0215(8) Uani 1 1 d . . . C3 C 1.3881(4) 0.3730(7) 0.45147(17) 0.0254(9) Uani 1 1 d . . . C4 C 1.4060(4) 0.5638(7) 0.43056(17) 0.0280(10) Uani 1 1 d . . . C5 C 1.3198(4) 0.7130(7) 0.42054(15) 0.0255(9) Uani 1 1 d . . . C6 C 1.2158(3) 0.6668(7) 0.43143(14) 0.0210(8) Uani 1 1 d . . . C7 C 0.8498(3) 0.3452(6) 0.41377(14) 0.0185(8) Uani 1 1 d . . . C8 C 0.7806(3) 0.4840(6) 0.38061(14) 0.0165(8) Uani 1 1 d . . . C9 C 0.6670(3) 0.4367(7) 0.35349(15) 0.0205(8) Uani 1 1 d . . . C10 C 0.6213(3) 0.2451(7) 0.36149(16) 0.0229(9) Uani 1 1 d . . . C11 C 0.6881(4) 0.1012(6) 0.39438(16) 0.0227(9) Uani 1 1 d . . . C12 C 0.8003(3) 0.1515(6) 0.41921(14) 0.0185(8) Uani 1 1 d . . . C13 C 1.0548(4) 0.4125(7) 0.32177(15) 0.0234(9) Uani 1 1 d . . . H13 H 1.1194 0.5041 0.3315 0.028 Uiso 1 1 calc R . . C14 C 0.9563(4) 0.4776(7) 0.28729(15) 0.0229(8) Uani 1 1 d . . . H14 H 0.9528 0.6148 0.2736 0.028 Uiso 1 1 calc R . . C15 C 0.8601(3) 0.3440(6) 0.27188(14) 0.0197(8) Uani 1 1 d . . . C16 C 0.8643(3) 0.1392(6) 0.29324(14) 0.0194(8) Uani 1 1 d . . . C17 C 0.9674(4) 0.0761(6) 0.32918(15) 0.0221(8) Uani 1 1 d . . . H17 H 0.9720 -0.0596 0.3439 0.027 Uiso 1 1 calc R . . C18 C 1.0610(3) 0.2090(7) 0.34304(14) 0.0207(8) Uani 1 1 d . . . H18 H 1.1297 0.1644 0.3669 0.025 Uiso 1 1 calc R . . C19 C 0.7569(4) 0.4056(7) 0.23517(15) 0.0230(8) Uani 1 1 d . . . H19 H 0.7516 0.5416 0.2206 0.028 Uiso 1 1 calc R . . C20 C 0.6661(4) 0.2720(7) 0.22083(15) 0.0252(9) Uani 1 1 d . . . H20 H 0.5983 0.3155 0.1962 0.030 Uiso 1 1 calc R . . C21 C 0.6707(4) 0.0689(7) 0.24197(16) 0.0257(9) Uani 1 1 d . . . H21 H 0.6062 -0.0225 0.2318 0.031 Uiso 1 1 calc R . . C22 C 0.7683(4) 0.0048(6) 0.27713(16) 0.0242(9) Uani 1 1 d . . . H22 H 0.7715 -0.1323 0.2909 0.029 Uiso 1 1 calc R . . Cu1 Cu 1.02126(5) 0.38726(9) 0.42806(2) 0.0180(2) Uani 1 1 d . . . Cu2 Cu 0.88648(5) 0.46990(9) 0.48656(2) 0.0190(2) Uani 1 1 d . . . F1 F 1.2634(2) 0.1474(4) 0.48187(9) 0.0269(5) Uani 1 1 d . . . F2 F 1.4731(2) 0.2323(4) 0.46187(11) 0.0365(6) Uani 1 1 d . . . F3 F 1.5117(2) 0.6026(5) 0.42080(13) 0.0441(8) Uani 1 1 d . . . F4 F 1.3408(3) 0.8970(4) 0.39998(10) 0.0357(6) Uani 1 1 d . . . F5 F 1.1309(2) 0.8152(4) 0.42002(9) 0.0281(5) Uani 1 1 d . . . F6 F 0.8226(2) 0.6730(4) 0.37230(9) 0.0236(5) Uani 1 1 d . . . F7 F 0.6036(2) 0.5754(4) 0.32123(10) 0.0293(6) Uani 1 1 d . . . F8 F 0.5127(2) 0.1985(4) 0.33691(10) 0.0340(6) Uani 1 1 d . . . F9 F 0.6412(2) -0.0836(4) 0.40120(11) 0.0323(6) Uani 1 1 d . . . F10 F 0.8648(2) 0.0074(4) 0.45022(9) 0.0266(5) Uani 1 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 C1 0.0134(18) 0.028(2) 0.0122(16) -0.0053(15) 0.0017(13) -0.0055(15) C2 0.025(2) 0.023(2) 0.0159(17) -0.0044(15) 0.0052(15) -0.0045(17) C3 0.018(2) 0.029(2) 0.031(2) -0.0114(18) 0.0081(16) -0.0009(17) C4 0.018(2) 0.036(2) 0.034(2) -0.0155(19) 0.0152(17) -0.0167(18) C5 0.033(2) 0.026(2) 0.0205(19) -0.0056(16) 0.0115(17) -0.0099(18) C6 0.021(2) 0.026(2) 0.0156(17) -0.0033(15) 0.0035(15) 0.0004(16) C7 0.022(2) 0.0205(19) 0.0115(16) -0.0037(14) 0.0009(14) -0.0046(16) C8 0.0106(17) 0.0216(19) 0.0196(18) -0.0038(15) 0.0081(14) -0.0037(14) C9 0.0117(18) 0.028(2) 0.0206(19) -0.0027(16) 0.0019(14) 0.0032(16) C10 0.0089(18) 0.030(2) 0.026(2) -0.0104(17) -0.0022(15) -0.0083(16) C11 0.020(2) 0.024(2) 0.028(2) -0.0041(16) 0.0128(16) -0.0041(16) C12 0.0164(19) 0.0222(19) 0.0180(18) -0.0027(15) 0.0062(14) -0.0023(15) C13 0.024(2) 0.028(2) 0.0193(19) -0.0067(16) 0.0081(16) -0.0078(17) C14 0.031(2) 0.022(2) 0.0167(18) -0.0024(15) 0.0074(16) -0.0041(17) C15 0.022(2) 0.0211(19) 0.0166(17) -0.0007(15) 0.0056(15) 0.0002(16) C16 0.023(2) 0.0205(19) 0.0153(17) -0.0014(15) 0.0055(15) 0.0022(16) C17 0.027(2) 0.0210(19) 0.0185(18) -0.0010(15) 0.0064(16) 0.0026(17) C18 0.0131(18) 0.031(2) 0.0171(17) -0.0048(16) 0.0010(14) 0.0027(16) C19 0.023(2) 0.025(2) 0.0204(19) 0.0044(16) 0.0043(16) -0.0001(17) C20 0.022(2) 0.033(2) 0.0190(18) 0.0017(17) 0.0005(15) 0.0035(18) C21 0.025(2) 0.028(2) 0.022(2) -0.0030(17) 0.0019(16) -0.0036(18) C22 0.034(2) 0.0186(19) 0.0198(19) -0.0011(15) 0.0063(17) -0.0025(17) Cu1 0.0161(3) 0.0212(3) 0.0163(3) -0.0022(2) 0.0024(2) -0.0030(2) Cu2 0.0173(3) 0.0247(3) 0.0153(3) -0.0036(2) 0.0041(2) -0.0025(2) F1 0.0277(13) 0.0241(12) 0.0294(12) 0.0013(10) 0.0073(10) -0.0014(10) F2 0.0202(13) 0.0351(14) 0.0531(16) -0.0148(13) 0.0056(11) 0.0013(11) F3 0.0343(16) 0.0423(17) 0.066(2) -0.0192(14) 0.0327(14) -0.0174(13) F4 0.0504(17) 0.0296(14) 0.0320(14) -0.0041(11) 0.0195(12) -0.0189(12) F5 0.0279(13) 0.0252(12) 0.0293(12) 0.0025(10) 0.0024(10) -0.0035(10) F6 0.0220(12) 0.0191(11) 0.0288(12) 0.0018(9) 0.0040(9) -0.0025(9) F7 0.0226(13) 0.0317(13) 0.0294(13) 0.0017(10) -0.0033(10) 0.0068(10) F8 0.0180(12) 0.0380(15) 0.0417(14) -0.0073(12) -0.0025(10) -0.0039(11) F9 0.0293(14) 0.0239(12) 0.0441(15) -0.0019(11) 0.0092(11) -0.0106(11) F10 0.0281(13) 0.0235(12) 0.0258(12) 0.0066(10) 0.0011(10) -0.0025(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 C1 C6 1.392(6) . ? C1 C2 1.395(6) . ? C1 Cu1 2.008(4) . ? C1 Cu2 2.018(4) 3_766 ? C2 F1 1.337(5) . ? C2 C3 1.404(6) . ? C3 F2 1.331(5) . ? C3 C4 1.379(7) . ? C4 F3 1.348(5) . ? C4 C5 1.378(7) . ? C5 F4 1.345(5) . ? C5 C6 1.351(6) . ? C6 F5 1.365(5) . ? C7 C8 1.378(6) . ? C7 C12 1.395(6) . ? C7 Cu1 1.987(4) . ? C7 Cu2 2.028(4) . ? C8 F6 1.348(4) . ? C8 C9 1.400(5) . ? C9 F7 1.336(5) . ? C9 C10 1.378(6) . ? C10 F8 1.330(4) . ? C10 C11 1.384(6) . ? C11 F9 1.338(5) . ? C11 C12 1.374(6) . ? C12 F10 1.349(5) . ? C13 C14 1.366(6) . ? C13 C18 1.417(6) . ? C14 C15 1.405(6) . ? C15 C16 1.427(6) . ? C15 C19 1.428(5) . ? C16 C22 1.410(6) . ? C16 C17 1.420(6) . ? C17 C18 1.376(6) . ? C19 C20 1.356(6) . ? C20 C21 1.414(6) . ? C21 C22 1.366(6) . ? Cu1 Cu2 2.4408(7) 3_766 ? Cu1 Cu2 2.4993(8) . ? Cu2 C1 2.018(4) 3_766 ? Cu2 Cu1 2.4408(7) 3_766 ? Cu2 Cu2 2.6343(11) 3_766 ? 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 C6 C1 C2 114.3(4) . . ? C6 C1 Cu1 115.6(3) . . ? C2 C1 Cu1 120.7(3) . . ? C6 C1 Cu2 110.9(3) . 3_766 ? C2 C1 Cu2 114.2(3) . 3_766 ? Cu1 C1 Cu2 74.63(13) . 3_766 ? F1 C2 C1 120.8(4) . . ? F1 C2 C3 116.2(4) . . ? C1 C2 C3 123.0(4) . . ? F2 C3 C4 120.7(4) . . ? F2 C3 C2 121.5(4) . . ? C4 C3 C2 117.7(4) . . ? F3 C4 C5 120.4(4) . . ? F3 C4 C3 118.1(4) . . ? C5 C4 C3 121.5(4) . . ? F4 C5 C6 122.3(4) . . ? F4 C5 C4 119.7(4) . . ? C6 C5 C4 118.0(4) . . ? C5 C6 F5 116.9(4) . . ? C5 C6 C1 125.4(4) . . ? F5 C6 C1 117.6(3) . . ? C8 C7 C12 116.2(3) . . ? C8 C7 Cu1 117.6(3) . . ? C12 C7 Cu1 122.1(3) . . ? C8 C7 Cu2 108.1(3) . . ? C12 C7 Cu2 105.2(3) . . ? Cu1 C7 Cu2 77.00(13) . . ? F6 C8 C7 120.0(3) . . ? F6 C8 C9 117.2(3) . . ? C7 C8 C9 122.8(4) . . ? F7 C9 C10 120.8(3) . . ? F7 C9 C8 120.7(4) . . ? C10 C9 C8 118.5(4) . . ? F8 C10 C9 119.5(4) . . ? F8 C10 C11 120.1(4) . . ? C9 C10 C11 120.4(3) . . ? F9 C11 C12 121.8(4) . . ? F9 C11 C10 118.9(4) . . ? C12 C11 C10 119.3(4) . . ? F10 C12 C11 118.4(4) . . ? F10 C12 C7 118.9(3) . . ? C11 C12 C7 122.7(4) . . ? C14 C13 C18 120.3(4) . . ? C13 C14 C15 120.8(4) . . ? C14 C15 C16 119.7(4) . . ? C14 C15 C19 122.3(4) . . ? C16 C15 C19 118.1(4) . . ? C22 C16 C17 122.2(4) . . ? C22 C16 C15 119.5(4) . . ? C17 C16 C15 118.3(4) . . ? C18 C17 C16 120.8(4) . . ? C17 C18 C13 120.1(4) . . ? C20 C19 C15 120.7(4) . . ? C19 C20 C21 121.1(4) . . ? C22 C21 C20 119.7(4) . . ? C21 C22 C16 120.9(4) . . ? C7 Cu1 C1 167.72(16) . . ? C7 Cu1 Cu2 116.66(11) . 3_766 ? C1 Cu1 Cu2 52.88(10) . 3_766 ? C7 Cu1 Cu2 52.23(10) . . ? C1 Cu1 Cu2 116.78(11) . . ? Cu2 Cu1 Cu2 64.44(3) 3_766 . ? C1 Cu2 C7 140.79(16) 3_766 . ? C1 Cu2 Cu1 52.49(10) 3_766 3_766 ? C7 Cu2 Cu1 166.28(12) . 3_766 ? C1 Cu2 Cu1 165.93(11) 3_766 . ? C7 Cu2 Cu1 50.76(11) . . ? Cu1 Cu2 Cu1 115.56(3) 3_766 . ? C1 Cu2 Cu2 110.86(11) 3_766 3_766 ? C7 Cu2 Cu2 107.46(12) . 3_766 ? Cu1 Cu2 Cu2 58.86(2) 3_766 3_766 ? Cu1 Cu2 Cu2 56.71(2) . 3_766 ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 68.08 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.696 _refine_diff_density_min -0.905 _refine_diff_density_rms 0.143 # Attachment 'Compound3.cif' data_fjak30 _database_code_depnum_ccdc_archive 'CCDC 664120' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H12 Cu4 F20 S4' _chemical_formula_weight 1254.90 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.8629(15) _cell_length_b 6.3870(8) _cell_length_c 26.727(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.690(2) _cell_angle_gamma 90.00 _cell_volume 2006.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 9222 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 28.26 _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.077 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 2.426 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4672 _exptl_absorpt_correction_T_max 0.8485 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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_reflns_number 13608 _diffrn_reflns_av_R_equivalents 0.0228 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 28.26 _reflns_number_total 4762 _reflns_number_gt 4172 _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 ; S(2) and C(18) disordered (thiophene ring flip). Approx 76/24 occ ratio. Treated by occupany refinement: S(2), occ. = 0.87; C(18), occ. = 1.24. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+1.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4762 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0352 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0880 _refine_ls_wR_factor_gt 0.0849 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 0.46515(2) 0.61066(4) 0.070767(9) 0.02848(9) Uani 1 1 d . . . Cu2 Cu 0.60784(2) 0.53077(5) 0.012498(10) 0.03258(9) Uani 1 1 d . . . S1 S 0.51009(6) 0.96487(10) 0.16893(2) 0.03903(14) Uani 1 1 d . . . S2 S 0.76427(7) 0.66476(15) 0.27735(3) 0.0533(3) Uani 1 1 d P . . F2 F 0.35559(13) 0.1817(2) 0.07862(6) 0.0483(4) Uani 1 1 d . . . F3 F 0.14338(16) 0.1007(3) 0.09809(7) 0.0599(5) Uani 1 1 d . . . F4 F -0.02184(14) 0.3947(3) 0.07667(8) 0.0687(6) Uani 1 1 d . . . F5 F 0.02512(12) 0.7655(3) 0.03619(7) 0.0574(4) Uani 1 1 d . . . F6 F 0.23677(13) 0.8507(2) 0.01771(6) 0.0455(3) Uani 1 1 d . . . F8 F 0.65741(12) 0.3360(2) 0.12539(6) 0.0435(3) Uani 1 1 d . . . F9 F 0.86432(13) 0.4462(3) 0.17094(6) 0.0544(4) Uani 1 1 d . . . F10 F 0.95169(12) 0.8252(3) 0.15199(7) 0.0603(5) Uani 1 1 d . . . F11 F 0.82957(14) 1.0998(3) 0.08979(7) 0.0552(4) Uani 1 1 d . . . F12 F 0.61816(13) 0.9958(2) 0.04580(6) 0.0453(4) Uani 1 1 d . . . C1 C 0.30486(18) 0.5183(4) 0.04650(8) 0.0307(4) Uani 1 1 d . . . C2 C 0.27463(19) 0.3297(4) 0.06676(8) 0.0344(5) Uani 1 1 d . . . C3 C 0.1669(2) 0.2849(4) 0.07747(9) 0.0418(6) Uani 1 1 d . . . C4 C 0.0836(2) 0.4341(5) 0.06694(10) 0.0452(6) Uani 1 1 d . . . C5 C 0.10808(19) 0.6225(4) 0.04662(10) 0.0400(5) Uani 1 1 d . . . C6 C 0.21748(19) 0.6607(4) 0.03679(8) 0.0329(5) Uani 1 1 d . . . C7 C 0.63104(17) 0.6587(4) 0.08229(8) 0.0289(4) Uani 1 1 d . . . C8 C 0.69751(18) 0.5269(4) 0.11491(8) 0.0315(4) Uani 1 1 d . . . C9 C 0.80400(19) 0.5794(4) 0.13913(9) 0.0371(5) Uani 1 1 d . . . C10 C 0.84763(19) 0.7718(4) 0.12979(9) 0.0401(5) Uani 1 1 d . . . C11 C 0.7857(2) 0.9119(4) 0.09800(9) 0.0386(5) Uani 1 1 d . . . C12 C 0.67891(19) 0.8537(4) 0.07561(8) 0.0321(4) Uani 1 1 d . . . C13 C 0.4079(2) 0.7868(4) 0.14734(9) 0.0379(5) Uani 1 1 d . . . C14 C 0.4294(2) 0.5945(4) 0.16860(9) 0.0390(5) Uani 1 1 d . . . H14A H 0.3804 0.4796 0.1615 0.047 Uiso 1 1 calc R . . C15 C 0.53327(19) 0.5829(4) 0.20262(8) 0.0316(4) Uani 1 1 d . . . H15A H 0.5613 0.4624 0.2202 0.038 Uiso 1 1 calc R . . C16 C 0.58709(19) 0.7812(4) 0.20560(8) 0.0318(4) Uani 1 1 d . . . C17 C 0.6957(2) 0.8350(4) 0.23465(8) 0.0353(5) Uani 1 1 d . . . C18 C 0.75601(17) 1.0446(4) 0.23239(7) 0.0457(5) Uani 1 1 d P . . H18A H 0.7321 1.1650 0.2137 0.055 Uiso 1 1 calc R . . C19 C 0.8624(3) 1.0092(6) 0.26734(13) 0.0625(9) Uani 1 1 d . . . H19A H 0.9199 1.1113 0.2720 0.075 Uiso 1 1 calc R . . C20 C 0.8735(3) 0.8277(7) 0.29189(11) 0.0630(9) Uani 1 1 d . . . H20B H 0.9372 0.7942 0.3154 0.076 Uiso 1 1 calc R . . H13A H 0.345(3) 0.831(5) 0.1291(11) 0.043(8) Uiso 1 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 0.02076(14) 0.03827(16) 0.02664(14) -0.00509(10) 0.00396(10) -0.00674(10) Cu2 0.02463(14) 0.04764(18) 0.02623(14) -0.00910(11) 0.00615(10) -0.00754(11) S1 0.0401(3) 0.0386(3) 0.0375(3) -0.0049(2) 0.0020(2) -0.0001(2) S2 0.0416(5) 0.0674(6) 0.0484(5) 0.0038(4) -0.0029(3) -0.0018(4) F2 0.0456(8) 0.0449(8) 0.0536(9) 0.0026(7) 0.0036(7) -0.0022(7) F3 0.0726(12) 0.0528(9) 0.0599(10) -0.0066(8) 0.0295(9) -0.0297(9) F4 0.0383(9) 0.0824(13) 0.0931(14) -0.0299(11) 0.0370(9) -0.0290(9) F5 0.0283(7) 0.0698(11) 0.0733(11) -0.0179(9) 0.0041(7) 0.0054(7) F6 0.0432(8) 0.0479(8) 0.0464(8) 0.0047(7) 0.0092(6) -0.0035(7) F8 0.0401(8) 0.0366(7) 0.0537(9) 0.0044(6) 0.0057(6) -0.0033(6) F9 0.0369(8) 0.0715(11) 0.0511(9) 0.0063(8) -0.0072(7) 0.0105(8) F10 0.0259(7) 0.0887(13) 0.0628(10) -0.0134(9) -0.0070(7) -0.0174(8) F11 0.0451(9) 0.0521(9) 0.0692(11) -0.0051(8) 0.0114(8) -0.0264(7) F12 0.0430(8) 0.0463(8) 0.0454(8) 0.0115(6) 0.0015(6) -0.0086(6) C1 0.0243(10) 0.0436(12) 0.0247(10) -0.0067(8) 0.0049(8) -0.0095(9) C2 0.0321(11) 0.0422(12) 0.0289(10) -0.0077(9) 0.0041(8) -0.0081(9) C3 0.0464(14) 0.0453(14) 0.0364(12) -0.0105(10) 0.0160(10) -0.0209(11) C4 0.0283(12) 0.0610(16) 0.0498(14) -0.0212(12) 0.0180(10) -0.0189(11) C5 0.0236(10) 0.0550(15) 0.0418(13) -0.0172(11) 0.0055(9) -0.0050(10) C6 0.0288(10) 0.0435(12) 0.0269(10) -0.0062(9) 0.0057(8) -0.0075(9) C7 0.0240(10) 0.0382(11) 0.0250(9) -0.0045(8) 0.0050(7) -0.0051(8) C8 0.0265(10) 0.0372(11) 0.0319(11) -0.0066(9) 0.0079(8) -0.0033(8) C9 0.0243(10) 0.0531(14) 0.0331(11) -0.0039(10) 0.0009(9) 0.0029(9) C10 0.0207(10) 0.0613(15) 0.0374(12) -0.0119(11) 0.0008(8) -0.0080(10) C11 0.0321(12) 0.0455(13) 0.0400(12) -0.0089(10) 0.0110(10) -0.0160(10) C12 0.0284(10) 0.0406(12) 0.0277(10) -0.0020(8) 0.0051(8) -0.0055(9) C13 0.0305(11) 0.0509(14) 0.0320(11) -0.0056(10) 0.0028(9) -0.0009(10) C14 0.0391(13) 0.0475(13) 0.0318(11) -0.0048(10) 0.0103(9) -0.0141(10) C15 0.0337(11) 0.0423(12) 0.0188(9) -0.0022(8) 0.0038(8) -0.0080(9) C16 0.0328(11) 0.0389(11) 0.0245(9) -0.0034(8) 0.0066(8) -0.0015(9) C17 0.0338(11) 0.0445(12) 0.0280(10) -0.0041(9) 0.0054(8) -0.0043(10) C18 0.0320(10) 0.0729(15) 0.0302(9) -0.0041(9) -0.0033(8) -0.0173(10) C19 0.0449(16) 0.084(2) 0.0564(18) -0.0054(16) -0.0001(14) -0.0256(16) C20 0.0402(15) 0.104(3) 0.0427(15) 0.0013(16) -0.0015(12) -0.0050(16) _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 C7 1.975(2) . ? Cu1 C1 2.014(2) . ? Cu1 Cu2 2.4500(4) 3_665 ? Cu1 Cu2 2.5013(4) . ? Cu1 C13 2.507(2) . ? Cu2 C7 2.021(2) . ? Cu2 C1 2.023(2) 3_665 ? Cu2 Cu1 2.4501(4) 3_665 ? Cu2 Cu2 2.5866(6) 3_665 ? S1 C13 1.705(3) . ? S1 C16 1.712(2) . ? S2 C20 1.666(4) . ? S2 C17 1.702(3) . ? F2 C2 1.355(3) . ? F3 C3 1.344(3) . ? F4 C4 1.335(3) . ? F5 C5 1.344(3) . ? F6 C6 1.348(3) . ? F8 C8 1.352(3) . ? F9 C9 1.340(3) . ? F10 C10 1.340(3) . ? F11 C11 1.337(3) . ? F12 C12 1.350(3) . ? C1 C6 1.377(3) . ? C1 C2 1.387(3) . ? C1 Cu2 2.023(2) 3_665 ? C2 C3 1.377(3) . ? C3 C4 1.375(4) . ? C4 C5 1.367(4) . ? C5 C6 1.380(3) . ? C7 C8 1.381(3) . ? C7 C12 1.390(3) . ? C8 C9 1.381(3) . ? C9 C10 1.369(4) . ? C10 C11 1.377(4) . ? C11 C12 1.378(3) . ? C13 C14 1.363(4) . ? C14 C15 1.432(3) . ? C15 C16 1.416(3) . ? C16 C17 1.454(3) . ? C17 C18 1.523(3) . ? C18 C19 1.484(4) . ? C19 C20 1.330(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 C7 Cu1 C1 166.96(9) . . ? C7 Cu1 Cu2 115.01(6) . 3_665 ? C1 Cu1 Cu2 52.81(6) . 3_665 ? C7 Cu1 Cu2 52.08(6) . . ? C1 Cu1 Cu2 115.36(6) . . ? Cu2 Cu1 Cu2 62.979(14) 3_665 . ? C7 Cu1 C13 100.14(8) . . ? C1 Cu1 C13 92.70(8) . . ? Cu2 Cu1 C13 143.64(6) 3_665 . ? Cu2 Cu1 C13 151.58(6) . . ? C7 Cu2 C1 139.56(8) . 3_665 ? C7 Cu2 Cu1 167.22(6) . 3_665 ? C1 Cu2 Cu1 52.45(6) 3_665 3_665 ? C7 Cu2 Cu1 50.42(6) . . ? C1 Cu2 Cu1 167.52(6) 3_665 . ? Cu1 Cu2 Cu1 117.022(14) 3_665 . ? C7 Cu2 Cu2 107.91(6) . 3_665 ? C1 Cu2 Cu2 111.53(6) 3_665 3_665 ? Cu1 Cu2 Cu2 59.480(11) 3_665 3_665 ? Cu1 Cu2 Cu2 57.542(13) . 3_665 ? C13 S1 C16 92.15(12) . . ? C20 S2 C17 92.54(16) . . ? C6 C1 C2 114.8(2) . . ? C6 C1 Cu1 121.44(16) . . ? C2 C1 Cu1 114.27(17) . . ? C6 C1 Cu2 113.97(16) . 3_665 ? C2 C1 Cu2 110.84(16) . 3_665 ? Cu1 C1 Cu2 74.73(7) . 3_665 ? F2 C2 C3 117.1(2) . . ? F2 C2 C1 119.0(2) . . ? C3 C2 C1 123.9(2) . . ? F3 C3 C4 120.5(2) . . ? F3 C3 C2 121.1(3) . . ? C4 C3 C2 118.3(2) . . ? F4 C4 C5 119.8(3) . . ? F4 C4 C3 119.7(3) . . ? C5 C4 C3 120.4(2) . . ? F5 C5 C4 119.5(2) . . ? F5 C5 C6 121.4(2) . . ? C4 C5 C6 119.1(2) . . ? F6 C6 C1 120.28(19) . . ? F6 C6 C5 116.3(2) . . ? C1 C6 C5 123.4(2) . . ? C8 C7 C12 114.76(19) . . ? C8 C7 Cu1 118.47(16) . . ? C12 C7 Cu1 122.33(17) . . ? C8 C7 Cu2 109.38(15) . . ? C12 C7 Cu2 104.54(15) . . ? Cu1 C7 Cu2 77.50(7) . . ? F8 C8 C7 119.59(19) . . ? F8 C8 C9 116.6(2) . . ? C7 C8 C9 123.8(2) . . ? F9 C9 C10 120.2(2) . . ? F9 C9 C8 121.4(2) . . ? C10 C9 C8 118.5(2) . . ? F10 C10 C9 119.7(2) . . ? F10 C10 C11 119.4(2) . . ? C9 C10 C11 120.8(2) . . ? F11 C11 C10 119.8(2) . . ? F11 C11 C12 121.7(2) . . ? C10 C11 C12 118.4(2) . . ? F12 C12 C11 117.5(2) . . ? F12 C12 C7 118.87(19) . . ? C11 C12 C7 123.6(2) . . ? C14 C13 S1 112.01(19) . . ? C14 C13 Cu1 83.10(15) . . ? S1 C13 Cu1 108.52(11) . . ? C13 C14 C15 114.1(2) . . ? C16 C15 C14 109.4(2) . . ? C15 C16 C17 127.0(2) . . ? C15 C16 S1 112.25(16) . . ? C17 C16 S1 120.73(18) . . ? C16 C17 C18 125.0(2) . . ? C16 C17 S2 121.14(18) . . ? C18 C17 S2 113.79(16) . . ? C19 C18 C17 101.8(2) . . ? C20 C19 C18 117.6(3) . . ? C19 C20 S2 114.0(2) . . ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.589 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.080 # Attachment 'Compound4.cif' data_krishv4 _database_code_depnum_ccdc_archive 'CCDC 664121' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H8 Cu4 F20' _chemical_formula_sum 'C34 H8 Cu4 F20' _chemical_formula_weight 1050.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 '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 9.2770(11) _cell_length_b 9.2816(10) _cell_length_c 10.6576(11) _cell_angle_alpha 69.563(3) _cell_angle_beta 72.278(2) _cell_angle_gamma 74.354(3) _cell_volume 805.27(15) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5652 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 67.28 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.166 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 4.334 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2848 _exptl_absorpt_correction_T_max 0.3622 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD Apex-II area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5335 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.55 _diffrn_reflns_theta_max 64.87 _reflns_number_total 2452 _reflns_number_gt 2451 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker, 2006)' _computing_cell_refinement 'APEX 2' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXS (Sheldrick, 2004)' _computing_structure_refinement 'SHELXL (Sheldrick, 2004)' _computing_molecular_graphics 'SHELXTL (Bruker, 2004)' _computing_publication_material 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. ; # start Validation Reply Form _vrf_PLAT029_krishv4 ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.90 RESPONSE: Even though we collected data out to 0.83 %A resolution, the crystal diffracted poorly beyond 0.90%A resolution, where more than 40% of the missing data lie. Larger crystals were not obtainable, and since the crystals of this compound are no longer available, we can only rely on the current data set. ; # end Validation Reply Form _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^)+(0.0284P)^2^+1.1388P] 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 SHELXL _refine_ls_extinction_coef 0.0106(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2452 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0276 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0724 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 1.175 _refine_ls_restrained_S_all 1.175 _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 0.66972(4) 0.82307(4) 0.94164(4) 0.01657(15) Uani 1 1 d . . . Cu2 Cu 0.48104(4) 1.06074(4) 0.87095(4) 0.01678(15) Uani 1 1 d . . . F6 F 0.48447(18) 0.77118(18) 0.75950(16) 0.0215(3) Uani 1 1 d . . . F3 F 0.8636(2) 0.45851(19) 1.47156(18) 0.0305(4) Uani 1 1 d . . . C2 C 0.6250(3) 0.6159(3) 1.2282(3) 0.0180(5) Uani 1 1 d . . . F1 F 0.50119(18) 0.58258(18) 1.20896(17) 0.0244(4) Uani 1 1 d . . . F5 F 0.87962(18) 0.89454(18) 1.08166(16) 0.0227(4) Uani 1 1 d . . . C10 C 0.7435(3) 0.9757(3) 0.4651(3) 0.0188(6) Uani 1 1 d . . . C7 C 0.6416(3) 0.9396(3) 0.7509(3) 0.0160(5) Uani 1 1 d . . . C8 C 0.5892(3) 0.8649(3) 0.6847(3) 0.0162(5) Uani 1 1 d . . . C1 C 0.6860(3) 0.7462(3) 1.1358(3) 0.0166(5) Uani 1 1 d . . . C12 C 0.7481(3) 1.0348(3) 0.6636(3) 0.0176(5) Uani 1 1 d . . . C11 C 0.7976(3) 1.0554(3) 0.5241(3) 0.0183(6) Uani 1 1 d . . . C9 C 0.6394(3) 0.8780(3) 0.5462(3) 0.0179(5) Uani 1 1 d . . . C3 C 0.6823(3) 0.5190(3) 1.3393(3) 0.0191(6) Uani 1 1 d . . . C5 C 0.8750(3) 0.6757(3) 1.2742(3) 0.0194(6) Uani 1 1 d . . . C4 C 0.8075(3) 0.5498(3) 1.3626(3) 0.0206(6) Uani 1 1 d . . . C6 C 0.8126(3) 0.7710(3) 1.1644(3) 0.0175(5) Uani 1 1 d . . . F7 F 0.58744(19) 0.80066(19) 0.48862(17) 0.0243(4) Uani 1 1 d . . . F2 F 0.6187(2) 0.39550(18) 1.42587(17) 0.0268(4) Uani 1 1 d . . . F9 F 0.89898(18) 1.14848(18) 0.44407(17) 0.0249(4) Uani 1 1 d . . . F8 F 0.7895(2) 0.99461(19) 0.32984(16) 0.0269(4) Uani 1 1 d . . . F4 F 0.9959(2) 0.70472(19) 1.29838(18) 0.0272(4) Uani 1 1 d . . . F10 F 0.8079(2) 1.1110(2) 0.71659(17) 0.0271(4) Uani 1 1 d . . . C14 C 0.9115(3) 0.6221(3) 0.8522(3) 0.0209(6) Uani 1 1 d . . . H14 H 0.9236 0.7138 0.7768 0.025 Uiso 1 1 calc R . . C16 C 0.7768(3) 0.4065(3) 0.9833(3) 0.0252(6) Uani 1 1 d . . . H16 H 0.6973 0.3526 0.9961 0.030 Uiso 1 1 calc R . . C13 C 1.0108(3) 0.5692(3) 0.9436(3) 0.0192(6) Uani 1 1 d . . . C15 C 0.7974(3) 0.5420(3) 0.8715(3) 0.0231(6) Uani 1 1 d . . . H15 H 0.7323 0.5785 0.8089 0.028 Uiso 1 1 calc R . . C17 C 0.8701(3) 0.3524(3) 1.0731(3) 0.0225(6) Uani 1 1 d . . . H17 H 0.8550 0.2608 1.1481 0.027 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0166(2) 0.0180(2) 0.0134(2) -0.00389(16) -0.00251(15) -0.00239(15) Cu2 0.0166(2) 0.0165(2) 0.0153(2) -0.00507(15) -0.00229(15) -0.00094(15) F6 0.0214(9) 0.0216(8) 0.0205(8) -0.0037(6) 0.0009(6) -0.0119(6) F3 0.0433(11) 0.0226(8) 0.0263(9) 0.0009(7) -0.0201(8) -0.0044(7) C2 0.0153(14) 0.0185(13) 0.0215(13) -0.0088(11) -0.0037(10) -0.0020(10) F1 0.0192(9) 0.0242(8) 0.0324(9) -0.0062(7) -0.0088(7) -0.0076(6) F5 0.0227(9) 0.0190(8) 0.0239(8) -0.0017(6) -0.0023(6) -0.0098(6) C10 0.0195(15) 0.0189(13) 0.0128(12) -0.0040(10) -0.0001(10) -0.0002(10) C7 0.0170(14) 0.0165(12) 0.0121(12) -0.0031(10) -0.0024(10) -0.0016(10) C8 0.0132(14) 0.0135(12) 0.0186(13) -0.0026(10) 0.0004(10) -0.0044(9) C1 0.0171(14) 0.0157(12) 0.0155(12) -0.0059(10) -0.0027(10) 0.0000(10) C12 0.0158(14) 0.0158(12) 0.0220(13) -0.0060(10) -0.0044(11) -0.0036(10) C11 0.0141(14) 0.0133(12) 0.0204(14) -0.0004(10) 0.0016(10) -0.0037(10) C9 0.0196(14) 0.0154(12) 0.0198(13) -0.0068(10) -0.0048(11) -0.0023(10) C3 0.0223(15) 0.0129(12) 0.0187(13) -0.0043(10) 0.0019(10) -0.0057(10) C5 0.0182(15) 0.0192(13) 0.0253(14) -0.0109(11) -0.0067(11) -0.0028(10) C4 0.0270(16) 0.0164(13) 0.0185(13) -0.0056(11) -0.0101(11) 0.0022(10) C6 0.0193(14) 0.0157(13) 0.0162(13) -0.0061(10) -0.0001(10) -0.0039(10) F7 0.0288(9) 0.0253(8) 0.0237(8) -0.0119(7) -0.0049(7) -0.0079(7) F2 0.0293(10) 0.0184(8) 0.0270(9) 0.0003(7) -0.0031(7) -0.0084(7) F9 0.0204(9) 0.0212(8) 0.0261(8) -0.0020(7) 0.0040(7) -0.0100(6) F8 0.0347(10) 0.0255(8) 0.0139(8) -0.0044(6) 0.0029(7) -0.0063(7) F4 0.0257(9) 0.0263(9) 0.0364(10) -0.0089(7) -0.0158(7) -0.0063(7) F10 0.0285(10) 0.0309(9) 0.0280(9) -0.0094(7) -0.0057(7) -0.0150(7) C14 0.0221(15) 0.0164(13) 0.0160(13) -0.0026(10) 0.0008(10) 0.0011(10) C16 0.0205(16) 0.0280(15) 0.0256(15) -0.0105(12) 0.0007(11) -0.0056(11) C13 0.0194(15) 0.0167(13) 0.0152(12) -0.0047(11) 0.0028(10) -0.0008(10) C15 0.0206(15) 0.0256(15) 0.0194(14) -0.0080(12) -0.0032(11) 0.0021(11) C17 0.0238(16) 0.0165(13) 0.0199(14) -0.0027(11) 0.0034(11) -0.0053(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 C1 1.978(3) . ? Cu1 C7 2.001(3) . ? Cu1 Cu2 2.4611(5) . ? Cu1 Cu2 2.4695(6) 2_677 ? Cu2 C7 2.015(3) . ? Cu2 C1 2.025(3) 2_677 ? Cu2 Cu1 2.4695(5) 2_677 ? Cu2 Cu2 2.6779(8) 2_677 ? F6 C8 1.355(3) . ? F3 C4 1.334(3) . ? C2 F1 1.354(3) . ? C2 C3 1.369(4) . ? C2 C1 1.397(4) . ? F5 C6 1.351(3) . ? C10 F8 1.334(3) . ? C10 C11 1.382(4) . ? C10 C9 1.386(4) . ? C7 C8 1.395(4) . ? C7 C12 1.400(4) . ? C8 C9 1.377(4) . ? C1 C6 1.392(4) . ? C1 Cu2 2.025(3) 2_677 ? C12 F10 1.344(3) . ? C12 C11 1.375(4) . ? C11 F9 1.339(3) . ? C9 F7 1.341(3) . ? C3 F2 1.345(3) . ? C3 C4 1.378(4) . ? C5 F4 1.336(3) . ? C5 C6 1.378(4) . ? C5 C4 1.383(4) . ? C14 C15 1.378(4) . ? C14 C13 1.417(4) . ? C14 H14 0.9500 . ? C16 C17 1.361(4) . ? C16 C15 1.408(4) . ? C16 H16 0.9500 . ? C13 C17 1.416(4) 2_767 ? C13 C13 1.431(5) 2_767 ? C15 H15 0.9500 . ? C17 C13 1.416(4) 2_767 ? C17 H17 0.9500 . ? 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 C1 Cu1 C7 169.48(11) . . ? C1 Cu1 Cu2 118.55(7) . . ? C7 Cu1 Cu2 52.46(7) . . ? C1 Cu1 Cu2 52.76(7) . 2_677 ? C7 Cu1 Cu2 117.95(8) . 2_677 ? Cu2 Cu1 Cu2 65.791(18) . 2_677 ? C7 Cu2 C1 142.66(11) . 2_677 ? C7 Cu2 Cu1 51.96(7) . . ? C1 Cu2 Cu1 165.28(8) 2_677 . ? C7 Cu2 Cu1 165.12(7) . 2_677 ? C1 Cu2 Cu1 51.07(7) 2_677 2_677 ? Cu1 Cu2 Cu1 114.209(18) . 2_677 ? C7 Cu2 Cu2 108.96(7) . 2_677 ? C1 Cu2 Cu2 108.02(8) 2_677 2_677 ? Cu1 Cu2 Cu2 57.255(16) . 2_677 ? Cu1 Cu2 Cu2 56.954(17) 2_677 2_677 ? F1 C2 C3 117.3(2) . . ? F1 C2 C1 118.9(2) . . ? C3 C2 C1 123.7(3) . . ? F8 C10 C11 120.1(3) . . ? F8 C10 C9 119.9(2) . . ? C11 C10 C9 119.9(2) . . ? C8 C7 C12 114.3(2) . . ? C8 C7 Cu1 117.75(19) . . ? C12 C7 Cu1 117.62(19) . . ? C8 C7 Cu2 117.14(19) . . ? C12 C7 Cu2 108.34(18) . . ? Cu1 C7 Cu2 75.58(9) . . ? F6 C8 C9 116.9(2) . . ? F6 C8 C7 119.2(2) . . ? C9 C8 C7 123.9(3) . . ? C6 C1 C2 114.7(2) . . ? C6 C1 Cu1 117.52(19) . . ? C2 C1 Cu1 121.50(19) . . ? C6 C1 Cu2 109.51(18) . 2_677 ? C2 C1 Cu2 109.29(19) . 2_677 ? Cu1 C1 Cu2 76.17(9) . 2_677 ? F10 C12 C11 116.8(2) . . ? F10 C12 C7 119.5(2) . . ? C11 C12 C7 123.7(2) . . ? F9 C11 C12 121.8(2) . . ? F9 C11 C10 119.0(2) . . ? C12 C11 C10 119.2(3) . . ? F7 C9 C8 121.4(2) . . ? F7 C9 C10 119.7(2) . . ? C8 C9 C10 118.9(2) . . ? F2 C3 C2 121.5(3) . . ? F2 C3 C4 119.6(2) . . ? C2 C3 C4 119.0(3) . . ? F4 C5 C6 121.5(2) . . ? F4 C5 C4 119.7(2) . . ? C6 C5 C4 118.7(3) . . ? F3 C4 C3 120.0(3) . . ? F3 C4 C5 119.7(3) . . ? C3 C4 C5 120.3(2) . . ? F5 C6 C5 117.1(2) . . ? F5 C6 C1 119.3(2) . . ? C5 C6 C1 123.6(3) . . ? C15 C14 C13 120.8(3) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C17 C16 C15 120.3(3) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C17 C13 C14 122.5(3) 2_767 . ? C17 C13 C13 119.4(3) 2_767 2_767 ? C14 C13 C13 118.2(3) . 2_767 ? C14 C15 C16 120.5(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C16 C17 C13 120.9(3) . 2_767 ? C16 C17 H17 119.5 . . ? C13 C17 H17 119.5 2_767 . ? _diffrn_measured_fraction_theta_max 0.897 _diffrn_reflns_theta_full 64.87 _diffrn_measured_fraction_theta_full 0.897 _refine_diff_density_max 0.315 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.072 # Attachment 'Compound5.cif' data_Bithiophene _database_code_depnum_ccdc_archive 'CCDC 664122' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H6 Cu4 F20 S2' _chemical_formula_sum 'C32 H6 Cu4 F20 S2' _chemical_formula_weight 1088.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0271(7) _cell_length_b 11.5270(7) _cell_length_c 14.6181(10) _cell_angle_alpha 86.590(3) _cell_angle_beta 82.263(3) _cell_angle_gamma 61.462(2) _cell_volume 1617.46(18) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5277 _cell_measurement_theta_min 4.37 _cell_measurement_theta_max 67.78 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 5.522 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.2532 _exptl_absorpt_correction_T_max 0.5338 _exptl_absorpt_process_details '(SADABS; Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13129 _diffrn_reflns_av_R_equivalents 0.0186 _diffrn_reflns_av_sigmaI/netI 0.0213 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.37 _diffrn_reflns_theta_max 67.78 _reflns_number_total 5277 _reflns_number_gt 5236 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2 (Bruker, 2006)' _computing_cell_refinement 'APEX 2' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXS (Sheldrick, 2004)' _computing_structure_refinement 'SHELXL (Sheldrick, 2004)' _computing_molecular_graphics 'SHELXTL (Bruker, 2004)' _computing_publication_material 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. ; # start Validation Reply Form _vrf_PLAT029_Bithiophene ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.90 RESPONSE: Even though we collected data out to 0.83 %A resolution, the crystal diffracted poorly beyond 0.90%A resolution, where more than 40% of the missing data lie. Larger crystals were not obtainable, and since the crystals of this compound are no longer available, we can only rely on the current data set. ; # end Validation Reply Form _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^)+(0.0248P)^2^+2.2788P] 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 ? _refine_ls_number_reflns 5277 _refine_ls_number_parameters 523 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0719 _refine_ls_wR_factor_gt 0.0717 _refine_ls_goodness_of_fit_ref 1.207 _refine_ls_restrained_S_all 1.207 _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 C1 C 0.0995(3) 0.3149(2) 0.65167(19) 0.0182(5) Uani 1 1 d . . . C2 C 0.0531(3) 0.2279(3) 0.69268(19) 0.0198(5) Uani 1 1 d . . . C3 C 0.0001(3) 0.1671(3) 0.6442(2) 0.0206(6) Uani 1 1 d . . . C4 C -0.0111(3) 0.1933(3) 0.5520(2) 0.0226(6) Uani 1 1 d . . . C5 C 0.0333(3) 0.2782(3) 0.50729(19) 0.0213(6) Uani 1 1 d . . . C6 C 0.0879(3) 0.3356(3) 0.5582(2) 0.0193(5) Uani 1 1 d . . . C7 C -0.1801(3) 0.6188(2) 0.78877(19) 0.0186(5) Uani 1 1 d . . . C8 C -0.2884(3) 0.6628(2) 0.73420(19) 0.0192(5) Uani 1 1 d . . . C9 C -0.4102(3) 0.6567(3) 0.7614(2) 0.0221(6) Uani 1 1 d . . . C10 C -0.4292(3) 0.6078(3) 0.8466(2) 0.0247(6) Uani 1 1 d . . . C11 C -0.3266(3) 0.5625(3) 0.9041(2) 0.0238(6) Uani 1 1 d . . . C12 C -0.2054(3) 0.5696(2) 0.8743(2) 0.0207(6) Uani 1 1 d . . . C13 C 0.1031(3) 0.7305(2) 0.81665(19) 0.0195(5) Uani 1 1 d . . . C14 C 0.1608(3) 0.7950(3) 0.75656(19) 0.0195(5) Uani 1 1 d . . . C15 C 0.2013(3) 0.8812(3) 0.7867(2) 0.0208(6) Uani 1 1 d . . . C16 C 0.1848(3) 0.9070(3) 0.8790(2) 0.0215(6) Uani 1 1 d . . . C17 C 0.1269(3) 0.8470(3) 0.94203(19) 0.0205(6) Uani 1 1 d . . . C18 C 0.0900(3) 0.7597(2) 0.9093(2) 0.0202(5) Uani 1 1 d . . . C19 C 0.3795(3) 0.3747(2) 0.7574(2) 0.0199(5) Uani 1 1 d . . . C20 C 0.4276(3) 0.3151(3) 0.8398(2) 0.0209(6) Uani 1 1 d . . . C21 C 0.5574(3) 0.2837(3) 0.8628(2) 0.0224(6) Uani 1 1 d . . . C22 C 0.6463(3) 0.3095(3) 0.8002(2) 0.0225(6) Uani 1 1 d . . . C23 C 0.6050(3) 0.3670(3) 0.7165(2) 0.0224(6) Uani 1 1 d . . . C24 C 0.4734(3) 0.3997(3) 0.6969(2) 0.0213(6) Uani 1 1 d . . . C25 C 0.4856(3) 0.1642(3) 0.5280(2) 0.0296(7) Uani 1 1 d . . . H1 H 0.4270 0.2094 0.4817 0.036 Uiso 1 1 calc R . . C26 C 0.6201(3) 0.1364(3) 0.5228(2) 0.0298(7) Uani 1 1 d . . . H2 H 0.6672 0.1593 0.4715 0.036 Uiso 1 1 calc R . . C27 C 0.6841(3) 0.0690(3) 0.6023(2) 0.0256(6) Uani 1 1 d . . . H3 H 0.7783 0.0421 0.6092 0.031 Uiso 1 1 calc R . . C28 C 0.5965(3) 0.0472(3) 0.6672(2) 0.0205(6) Uani 1 1 d . . . C29 C 0.6194(3) -0.0122(3) 0.7575(2) 0.0207(6) Uani 1 1 d . . . C30 C 0.5311(3) -0.0373(3) 0.8207(2) 0.0226(6) Uani 1 1 d . . . H6 H 0.4415 -0.0208 0.8091 0.027 Uiso 1 1 calc R . . C31 C 0.5861(3) -0.0901(3) 0.9046(2) 0.0268(6) Uani 1 1 d . . . H7 H 0.5374 -0.1133 0.9547 0.032 Uiso 1 1 calc R . . C32 C 0.7146(3) -0.1042(3) 0.9066(2) 0.0261(6) Uani 1 1 d . . . H8 H 0.7661 -0.1372 0.9578 0.031 Uiso 1 1 calc R . . Cu1 Cu 0.25355(4) 0.32830(4) 0.70056(3) 0.01816(10) Uani 1 1 d . . . Cu2 Cu 0.00402(4) 0.48523(4) 0.72470(3) 0.01848(10) Uani 1 1 d . . . Cu3 Cu -0.05536(4) 0.70137(4) 0.78736(3) 0.01794(10) Uani 1 1 d . . . Cu4 Cu 0.19284(4) 0.53845(4) 0.77861(3) 0.01947(10) Uani 1 1 d . . . F1 F 0.06049(16) 0.20191(15) 0.78319(11) 0.0232(3) Uani 1 1 d . . . F2 F -0.04312(17) 0.08352(16) 0.68600(12) 0.0263(4) Uani 1 1 d . . . F3 F -0.06606(18) 0.13783(17) 0.50464(12) 0.0292(4) Uani 1 1 d . . . F4 F 0.01988(18) 0.30325(17) 0.41787(11) 0.0278(4) Uani 1 1 d . . . F5 F 0.13425(16) 0.41527(15) 0.51244(11) 0.0233(3) Uani 1 1 d . . . F6 F -0.27728(16) 0.71457(15) 0.65032(11) 0.0239(3) Uani 1 1 d . . . F7 F -0.50892(16) 0.69701(17) 0.70411(13) 0.0296(4) Uani 1 1 d . . . F8 F -0.54833(17) 0.60366(16) 0.87446(13) 0.0305(4) Uani 1 1 d . . . F9 F -0.34424(18) 0.51165(16) 0.98645(12) 0.0309(4) Uani 1 1 d . . . F10 F -0.10849(17) 0.52726(16) 0.93322(12) 0.0279(4) Uani 1 1 d . . . F11 F 0.17825(17) 0.77442(16) 0.66514(11) 0.0256(3) Uani 1 1 d . . . F12 F 0.25634(16) 0.94101(15) 0.72565(12) 0.0255(3) Uani 1 1 d . . . F13 F 0.22253(17) 0.99097(16) 0.90956(12) 0.0282(4) Uani 1 1 d . . . F14 F 0.10734(17) 0.87521(16) 1.03197(11) 0.0264(4) Uani 1 1 d . . . F15 F 0.03231(16) 0.70508(16) 0.97325(11) 0.0253(3) Uani 1 1 d . . . F16 F 0.34475(16) 0.28485(16) 0.90229(12) 0.0257(3) Uani 1 1 d . . . F17 F 0.59650(17) 0.22923(16) 0.94453(12) 0.0274(4) Uani 1 1 d . . . F18 F 0.77182(16) 0.28138(16) 0.82071(12) 0.0287(4) Uani 1 1 d . . . F19 F 0.69349(16) 0.39070(17) 0.65578(12) 0.0286(4) Uani 1 1 d . . . F20 F 0.43673(17) 0.45762(16) 0.61539(11) 0.0268(4) Uani 1 1 d . . . S1 S 0.43377(7) 0.10705(6) 0.62962(5) 0.02315(15) Uani 1 1 d . . . S2 S 0.77313(7) -0.05443(6) 0.80370(5) 0.02164(15) Uani 1 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 C1 0.0123(12) 0.0142(12) 0.0232(15) -0.0034(10) -0.0023(10) -0.0020(10) C2 0.0154(12) 0.0191(12) 0.0220(16) -0.0023(10) -0.0024(10) -0.0055(10) C3 0.0160(12) 0.0179(12) 0.0273(16) 0.0002(11) -0.0019(11) -0.0077(10) C4 0.0191(13) 0.0221(13) 0.0280(17) -0.0045(11) -0.0054(11) -0.0098(11) C5 0.0195(13) 0.0240(13) 0.0194(15) -0.0023(10) -0.0019(11) -0.0095(11) C6 0.0149(12) 0.0187(12) 0.0250(16) -0.0007(10) -0.0014(10) -0.0087(10) C7 0.0154(12) 0.0149(12) 0.0234(15) -0.0035(10) -0.0003(10) -0.0057(10) C8 0.0167(12) 0.0166(12) 0.0213(15) -0.0034(10) 0.0000(10) -0.0058(10) C9 0.0163(13) 0.0186(13) 0.0293(17) -0.0048(11) -0.0043(11) -0.0057(11) C10 0.0177(13) 0.0190(13) 0.0368(18) -0.0071(11) 0.0044(12) -0.0095(11) C11 0.0289(15) 0.0175(13) 0.0231(16) -0.0024(11) 0.0032(12) -0.0108(11) C12 0.0193(13) 0.0155(12) 0.0259(16) -0.0029(10) -0.0041(11) -0.0064(10) C13 0.0150(12) 0.0149(12) 0.0253(16) -0.0019(10) -0.0053(10) -0.0037(10) C14 0.0162(12) 0.0190(12) 0.0198(15) -0.0024(10) -0.0038(10) -0.0049(10) C15 0.0145(12) 0.0174(12) 0.0285(17) 0.0019(11) -0.0032(11) -0.0060(10) C16 0.0157(12) 0.0184(13) 0.0291(17) -0.0044(11) -0.0049(11) -0.0059(10) C17 0.0174(12) 0.0199(13) 0.0193(15) -0.0028(10) -0.0057(10) -0.0036(10) C18 0.0147(12) 0.0159(12) 0.0264(16) 0.0039(10) -0.0048(11) -0.0043(10) C19 0.0140(12) 0.0153(12) 0.0285(16) -0.0028(10) -0.0048(11) -0.0046(10) C20 0.0196(13) 0.0180(12) 0.0254(16) -0.0036(10) -0.0012(11) -0.0092(11) C21 0.0216(14) 0.0165(12) 0.0271(17) -0.0017(11) -0.0062(11) -0.0064(11) C22 0.0141(12) 0.0194(13) 0.0330(17) -0.0056(11) -0.0061(11) -0.0058(10) C23 0.0176(13) 0.0209(13) 0.0289(17) -0.0043(11) 0.0009(11) -0.0096(11) C24 0.0208(13) 0.0174(12) 0.0240(16) -0.0021(10) -0.0057(11) -0.0068(11) C25 0.0345(16) 0.0246(14) 0.0273(17) -0.0004(12) -0.0110(13) -0.0102(13) C26 0.0335(16) 0.0298(15) 0.0269(18) 0.0012(12) -0.0035(13) -0.0159(13) C27 0.0211(14) 0.0265(14) 0.0287(17) -0.0002(12) -0.0041(12) -0.0106(12) C28 0.0163(12) 0.0163(12) 0.0279(16) -0.0025(10) -0.0062(11) -0.0056(10) C29 0.0162(12) 0.0161(12) 0.0282(16) -0.0038(10) -0.0040(11) -0.0057(10) C30 0.0194(13) 0.0181(13) 0.0287(17) -0.0055(11) 0.0004(11) -0.0078(11) C31 0.0315(15) 0.0184(13) 0.0251(17) -0.0036(11) 0.0029(12) -0.0088(12) C32 0.0313(15) 0.0194(13) 0.0225(16) -0.0034(11) -0.0040(12) -0.0074(12) Cu1 0.01432(19) 0.01772(19) 0.0222(2) -0.00167(15) -0.00422(15) -0.00675(15) Cu2 0.01448(19) 0.01685(19) 0.0227(2) -0.00268(15) -0.00241(15) -0.00593(15) Cu3 0.01479(19) 0.01694(19) 0.0222(2) -0.00139(15) -0.00315(15) -0.00725(15) Cu4 0.01542(19) 0.01642(19) 0.0253(2) -0.00194(15) -0.00409(15) -0.00595(16) F1 0.0248(8) 0.0252(8) 0.0214(9) 0.0022(6) -0.0058(6) -0.0127(7) F2 0.0299(8) 0.0277(8) 0.0286(10) 0.0041(7) -0.0065(7) -0.0192(7) F3 0.0353(9) 0.0346(9) 0.0287(10) -0.0015(7) -0.0087(7) -0.0240(8) F4 0.0347(9) 0.0381(9) 0.0192(9) 0.0011(7) -0.0060(7) -0.0235(8) F5 0.0256(8) 0.0257(8) 0.0233(9) 0.0016(6) -0.0025(6) -0.0162(7) F6 0.0202(8) 0.0282(8) 0.0214(9) 0.0025(6) -0.0039(6) -0.0098(7) F7 0.0168(8) 0.0333(9) 0.0380(11) -0.0020(7) -0.0089(7) -0.0098(7) F8 0.0207(8) 0.0283(9) 0.0439(11) -0.0035(7) 0.0057(7) -0.0147(7) F9 0.0344(9) 0.0292(9) 0.0288(10) 0.0032(7) 0.0047(7) -0.0172(8) F10 0.0276(8) 0.0316(9) 0.0252(10) 0.0069(7) -0.0084(7) -0.0140(7) F11 0.0301(8) 0.0294(8) 0.0197(9) -0.0015(6) -0.0034(7) -0.0159(7) F12 0.0241(8) 0.0243(8) 0.0305(10) 0.0017(7) -0.0003(7) -0.0142(7) F13 0.0284(9) 0.0278(8) 0.0353(10) -0.0057(7) -0.0071(7) -0.0174(7) F14 0.0255(8) 0.0290(8) 0.0216(9) -0.0038(6) -0.0059(7) -0.0093(7) F15 0.0276(8) 0.0275(8) 0.0226(9) 0.0031(6) -0.0019(7) -0.0152(7) F16 0.0227(8) 0.0290(8) 0.0278(9) 0.0031(7) -0.0033(7) -0.0145(7) F17 0.0241(8) 0.0296(8) 0.0273(10) 0.0046(7) -0.0113(7) -0.0102(7) F18 0.0157(8) 0.0327(9) 0.0375(10) -0.0010(7) -0.0083(7) -0.0099(7) F19 0.0195(8) 0.0350(9) 0.0317(10) -0.0011(7) 0.0016(7) -0.0143(7) F20 0.0256(8) 0.0315(9) 0.0240(9) 0.0040(7) -0.0062(7) -0.0137(7) S1 0.0176(3) 0.0209(3) 0.0291(4) -0.0035(3) -0.0065(3) -0.0064(3) S2 0.0180(3) 0.0183(3) 0.0276(4) -0.0008(2) -0.0063(3) -0.0068(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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.385(4) . ? C1 C2 1.401(4) . ? C1 Cu1 2.002(3) . ? C1 Cu2 2.018(3) . ? C2 F1 1.344(3) . ? C2 C3 1.378(4) . ? C3 F2 1.349(3) . ? C3 C4 1.373(4) . ? C4 F3 1.338(3) . ? C4 C5 1.385(4) . ? C5 F4 1.334(3) . ? C5 C6 1.385(4) . ? C6 F5 1.354(3) . ? C7 C12 1.392(4) . ? C7 C8 1.395(4) . ? C7 Cu3 2.010(3) . ? C7 Cu2 2.011(3) . ? C8 F6 1.348(3) . ? C8 C9 1.383(4) . ? C9 F7 1.349(3) . ? C9 C10 1.368(4) . ? C10 F8 1.344(3) . ? C10 C11 1.378(4) . ? C11 F9 1.339(3) . ? C11 C12 1.387(4) . ? C12 F10 1.349(3) . ? C13 C18 1.386(4) . ? C13 C14 1.398(4) . ? C13 Cu4 2.023(3) . ? C13 Cu3 2.032(3) . ? C14 F11 1.343(3) . ? C14 C15 1.382(4) . ? C15 F12 1.349(3) . ? C15 C16 1.369(4) . ? C16 F13 1.340(3) . ? C16 C17 1.387(4) . ? C17 F14 1.337(3) . ? C17 C18 1.382(4) . ? C18 F15 1.352(3) . ? C19 C20 1.389(4) . ? C19 C24 1.394(4) . ? C19 Cu1 1.996(3) . ? C19 Cu4 2.020(3) . ? C20 F16 1.353(3) . ? C20 C21 1.383(4) . ? C21 F17 1.341(3) . ? C21 C22 1.376(4) . ? C22 F18 1.334(3) . ? C22 C23 1.382(4) . ? C23 F19 1.344(3) . ? C23 C24 1.380(4) . ? C24 F20 1.345(3) . ? C25 C26 1.351(5) . ? C25 S1 1.726(3) . ? C26 C27 1.429(4) . ? C27 C28 1.361(4) . ? C28 C29 1.447(4) . ? C28 S1 1.742(3) . ? C29 C30 1.371(4) . ? C29 S2 1.745(3) . ? C30 C31 1.416(4) . ? C31 C32 1.351(4) . ? C32 S2 1.732(3) . ? Cu1 Cu2 2.4549(5) . ? Cu1 Cu4 2.4884(5) . ? Cu1 S1 2.5389(8) . ? Cu2 Cu3 2.4549(5) . ? Cu2 Cu4 2.6556(5) . ? Cu3 Cu4 2.4611(5) . ? Cu3 S2 2.5356(7) 1_465 ? S2 Cu3 2.5356(7) 1_645 ? 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 C6 C1 C2 114.9(2) . . ? C6 C1 Cu1 117.94(19) . . ? C2 C1 Cu1 119.8(2) . . ? C6 C1 Cu2 112.38(18) . . ? C2 C1 Cu2 108.93(19) . . ? Cu1 C1 Cu2 75.26(9) . . ? F1 C2 C3 118.1(2) . . ? F1 C2 C1 119.0(2) . . ? C3 C2 C1 122.9(3) . . ? F2 C3 C4 119.2(2) . . ? F2 C3 C2 121.2(3) . . ? C4 C3 C2 119.6(3) . . ? F3 C4 C3 120.2(2) . . ? F3 C4 C5 119.4(3) . . ? C3 C4 C5 120.4(3) . . ? F4 C5 C6 122.5(2) . . ? F4 C5 C4 119.3(2) . . ? C6 C5 C4 118.2(3) . . ? F5 C6 C1 118.8(2) . . ? F5 C6 C5 117.1(3) . . ? C1 C6 C5 124.1(3) . . ? C12 C7 C8 114.4(2) . . ? C12 C7 Cu3 114.16(19) . . ? C8 C7 Cu3 123.4(2) . . ? C12 C7 Cu2 109.06(18) . . ? C8 C7 Cu2 113.3(2) . . ? Cu3 C7 Cu2 75.25(9) . . ? F6 C8 C9 116.6(2) . . ? F6 C8 C7 120.1(2) . . ? C9 C8 C7 123.4(3) . . ? F7 C9 C10 120.1(2) . . ? F7 C9 C8 120.4(3) . . ? C10 C9 C8 119.5(3) . . ? F8 C10 C9 120.0(3) . . ? F8 C10 C11 119.8(3) . . ? C9 C10 C11 120.2(3) . . ? F9 C11 C10 120.0(3) . . ? F9 C11 C12 121.3(3) . . ? C10 C11 C12 118.7(3) . . ? F10 C12 C11 117.1(3) . . ? F10 C12 C7 119.1(2) . . ? C11 C12 C7 123.8(3) . . ? C18 C13 C14 114.5(2) . . ? C18 C13 Cu4 118.25(19) . . ? C14 C13 Cu4 109.06(19) . . ? C18 C13 Cu3 111.74(19) . . ? C14 C13 Cu3 122.8(2) . . ? Cu4 C13 Cu3 74.73(9) . . ? F11 C14 C15 117.3(2) . . ? F11 C14 C13 119.8(2) . . ? C15 C14 C13 122.9(3) . . ? F12 C15 C16 119.6(2) . . ? F12 C15 C14 120.5(3) . . ? C16 C15 C14 119.9(3) . . ? F13 C16 C15 120.8(3) . . ? F13 C16 C17 119.3(3) . . ? C15 C16 C17 119.9(2) . . ? F14 C17 C18 121.9(3) . . ? F14 C17 C16 119.7(2) . . ? C18 C17 C16 118.4(3) . . ? F15 C18 C17 116.2(3) . . ? F15 C18 C13 119.4(2) . . ? C17 C18 C13 124.3(3) . . ? C20 C19 C24 115.1(2) . . ? C20 C19 Cu1 118.84(19) . . ? C24 C19 Cu1 116.7(2) . . ? C20 C19 Cu4 111.97(19) . . ? C24 C19 Cu4 111.18(19) . . ? Cu1 C19 Cu4 76.57(9) . . ? F16 C20 C21 116.9(2) . . ? F16 C20 C19 119.4(2) . . ? C21 C20 C19 123.7(3) . . ? F17 C21 C22 120.2(2) . . ? F17 C21 C20 120.9(2) . . ? C22 C21 C20 118.8(3) . . ? F18 C22 C21 120.2(3) . . ? F18 C22 C23 119.7(2) . . ? C21 C22 C23 120.0(2) . . ? F19 C23 C24 121.2(3) . . ? F19 C23 C22 119.3(2) . . ? C24 C23 C22 119.4(3) . . ? F20 C24 C23 117.4(2) . . ? F20 C24 C19 119.7(2) . . ? C23 C24 C19 122.9(3) . . ? C26 C25 S1 111.4(2) . . ? C25 C26 C27 113.0(3) . . ? C28 C27 C26 113.2(3) . . ? C27 C28 C29 130.1(2) . . ? C27 C28 S1 110.4(2) . . ? C29 C28 S1 119.6(2) . . ? C30 C29 C28 129.1(3) . . ? C30 C29 S2 109.8(2) . . ? C28 C29 S2 121.0(2) . . ? C29 C30 C31 113.6(3) . . ? C32 C31 C30 113.4(3) . . ? C31 C32 S2 111.2(2) . . ? C19 Cu1 C1 169.36(10) . . ? C19 Cu1 Cu2 116.75(7) . . ? C1 Cu1 Cu2 52.67(7) . . ? C19 Cu1 Cu4 52.16(7) . . ? C1 Cu1 Cu4 117.21(7) . . ? Cu2 Cu1 Cu4 64.985(15) . . ? C19 Cu1 S1 98.87(8) . . ? C1 Cu1 S1 91.74(7) . . ? Cu2 Cu1 S1 144.34(2) . . ? Cu4 Cu1 S1 150.52(2) . . ? C7 Cu2 C1 143.55(10) . . ? C7 Cu2 Cu1 159.18(8) . . ? C1 Cu2 Cu1 52.07(7) . . ? C7 Cu2 Cu3 52.35(7) . . ? C1 Cu2 Cu3 162.75(8) . . ? Cu1 Cu2 Cu3 115.257(19) . . ? C7 Cu2 Cu4 105.81(8) . . ? C1 Cu2 Cu4 109.80(7) . . ? Cu1 Cu2 Cu4 58.116(15) . . ? Cu3 Cu2 Cu4 57.416(14) . . ? C7 Cu3 C13 159.61(11) . . ? C7 Cu3 Cu2 52.39(7) . . ? C13 Cu3 Cu2 117.70(7) . . ? C7 Cu3 Cu4 113.28(7) . . ? C13 Cu3 Cu4 52.47(7) . . ? Cu2 Cu3 Cu4 65.395(15) . . ? C7 Cu3 S2 102.70(7) . 1_465 ? C13 Cu3 S2 92.09(7) . 1_465 ? Cu2 Cu3 S2 147.90(2) . 1_465 ? Cu4 Cu3 S2 143.92(2) . 1_465 ? C19 Cu4 C13 142.09(11) . . ? C19 Cu4 Cu3 165.02(8) . . ? C13 Cu4 Cu3 52.80(7) . . ? C19 Cu4 Cu1 51.27(7) . . ? C13 Cu4 Cu1 163.79(8) . . ? Cu3 Cu4 Cu1 113.820(19) . . ? C19 Cu4 Cu2 107.83(8) . . ? C13 Cu4 Cu2 109.84(7) . . ? Cu3 Cu4 Cu2 57.189(15) . . ? Cu1 Cu4 Cu2 56.898(14) . . ? C25 S1 C28 91.95(14) . . ? C25 S1 Cu1 98.31(10) . . ? C28 S1 Cu1 113.61(9) . . ? C32 S2 C29 91.98(14) . . ? C32 S2 Cu3 82.87(9) . 1_645 ? C29 S2 Cu3 112.69(9) . 1_645 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 F1 180.0(2) . . . . ? Cu1 C1 C2 F1 30.5(3) . . . . ? Cu2 C1 C2 F1 -53.0(3) . . . . ? C6 C1 C2 C3 0.1(4) . . . . ? Cu1 C1 C2 C3 -149.4(2) . . . . ? Cu2 C1 C2 C3 127.1(2) . . . . ? F1 C2 C3 F2 -0.1(4) . . . . ? C1 C2 C3 F2 179.7(2) . . . . ? F1 C2 C3 C4 178.9(2) . . . . ? C1 C2 C3 C4 -1.2(4) . . . . ? F2 C3 C4 F3 0.9(4) . . . . ? C2 C3 C4 F3 -178.1(2) . . . . ? F2 C3 C4 C5 -179.6(2) . . . . ? C2 C3 C4 C5 1.4(4) . . . . ? F3 C4 C5 F4 0.3(4) . . . . ? C3 C4 C5 F4 -179.3(2) . . . . ? F3 C4 C5 C6 179.1(2) . . . . ? C3 C4 C5 C6 -0.4(4) . . . . ? C2 C1 C6 F5 -178.0(2) . . . . ? Cu1 C1 C6 F5 -28.0(3) . . . . ? Cu2 C1 C6 F5 56.7(3) . . . . ? C2 C1 C6 C5 1.0(4) . . . . ? Cu1 C1 C6 C5 151.0(2) . . . . ? Cu2 C1 C6 C5 -124.3(2) . . . . ? F4 C5 C6 F5 -3.0(4) . . . . ? C4 C5 C6 F5 178.2(2) . . . . ? F4 C5 C6 C1 178.0(2) . . . . ? C4 C5 C6 C1 -0.8(4) . . . . ? C12 C7 C8 F6 179.0(2) . . . . ? Cu3 C7 C8 F6 32.1(3) . . . . ? Cu2 C7 C8 F6 -55.1(3) . . . . ? C12 C7 C8 C9 -0.9(4) . . . . ? Cu3 C7 C8 C9 -147.8(2) . . . . ? Cu2 C7 C8 C9 125.0(2) . . . . ? F6 C8 C9 F7 2.2(4) . . . . ? C7 C8 C9 F7 -177.8(2) . . . . ? F6 C8 C9 C10 -178.6(2) . . . . ? C7 C8 C9 C10 1.3(4) . . . . ? F7 C9 C10 F8 -2.1(4) . . . . ? C8 C9 C10 F8 178.8(2) . . . . ? F7 C9 C10 C11 177.8(2) . . . . ? C8 C9 C10 C11 -1.3(4) . . . . ? F8 C10 C11 F9 1.6(4) . . . . ? C9 C10 C11 F9 -178.3(2) . . . . ? F8 C10 C11 C12 -179.1(2) . . . . ? C9 C10 C11 C12 1.0(4) . . . . ? F9 C11 C12 F10 -2.3(4) . . . . ? C10 C11 C12 F10 178.5(2) . . . . ? F9 C11 C12 C7 178.6(2) . . . . ? C10 C11 C12 C7 -0.7(4) . . . . ? C8 C7 C12 F10 -178.5(2) . . . . ? Cu3 C7 C12 F10 -28.5(3) . . . . ? Cu2 C7 C12 F10 53.4(3) . . . . ? C8 C7 C12 C11 0.6(4) . . . . ? Cu3 C7 C12 C11 150.6(2) . . . . ? Cu2 C7 C12 C11 -127.5(2) . . . . ? C18 C13 C14 F11 -179.9(2) . . . . ? Cu4 C13 C14 F11 45.1(3) . . . . ? Cu3 C13 C14 F11 -38.7(3) . . . . ? C18 C13 C14 C15 -0.1(4) . . . . ? Cu4 C13 C14 C15 -135.2(2) . . . . ? Cu3 C13 C14 C15 141.0(2) . . . . ? F11 C14 C15 F12 -0.2(4) . . . . ? C13 C14 C15 F12 -179.9(2) . . . . ? F11 C14 C15 C16 179.4(2) . . . . ? C13 C14 C15 C16 -0.4(4) . . . . ? F12 C15 C16 F13 0.0(4) . . . . ? C14 C15 C16 F13 -179.6(2) . . . . ? F12 C15 C16 C17 179.3(2) . . . . ? C14 C15 C16 C17 -0.3(4) . . . . ? F13 C16 C17 F14 1.1(4) . . . . ? C15 C16 C17 F14 -178.2(2) . . . . ? F13 C16 C17 C18 -179.3(2) . . . . ? C15 C16 C17 C18 1.4(4) . . . . ? F14 C17 C18 F15 0.4(4) . . . . ? C16 C17 C18 F15 -179.2(2) . . . . ? F14 C17 C18 C13 177.5(2) . . . . ? C16 C17 C18 C13 -2.0(4) . . . . ? C14 C13 C18 F15 178.4(2) . . . . ? Cu4 C13 C18 F15 -50.8(3) . . . . ? Cu3 C13 C18 F15 33.0(3) . . . . ? C14 C13 C18 C17 1.3(4) . . . . ? Cu4 C13 C18 C17 132.1(2) . . . . ? Cu3 C13 C18 C17 -144.1(2) . . . . ? C24 C19 C20 F16 -178.9(2) . . . . ? Cu1 C19 C20 F16 -33.4(3) . . . . ? Cu4 C19 C20 F16 52.9(3) . . . . ? C24 C19 C20 C21 1.1(4) . . . . ? Cu1 C19 C20 C21 146.5(2) . . . . ? Cu4 C19 C20 C21 -127.2(2) . . . . ? F16 C20 C21 F17 -1.8(4) . . . . ? C19 C20 C21 F17 178.3(2) . . . . ? F16 C20 C21 C22 178.3(2) . . . . ? C19 C20 C21 C22 -1.6(4) . . . . ? F17 C21 C22 F18 -0.5(4) . . . . ? C20 C21 C22 F18 179.4(2) . . . . ? F17 C21 C22 C23 -179.3(2) . . . . ? C20 C21 C22 C23 0.6(4) . . . . ? F18 C22 C23 F19 1.7(4) . . . . ? C21 C22 C23 F19 -179.5(2) . . . . ? F18 C22 C23 C24 -178.0(2) . . . . ? C21 C22 C23 C24 0.9(4) . . . . ? F19 C23 C24 F20 -0.8(4) . . . . ? C22 C23 C24 F20 178.8(2) . . . . ? F19 C23 C24 C19 178.9(2) . . . . ? C22 C23 C24 C19 -1.5(4) . . . . ? C20 C19 C24 F20 -179.8(2) . . . . ? Cu1 C19 C24 F20 34.0(3) . . . . ? Cu4 C19 C24 F20 -51.2(3) . . . . ? C20 C19 C24 C23 0.5(4) . . . . ? Cu1 C19 C24 C23 -145.7(2) . . . . ? Cu4 C19 C24 C23 129.1(2) . . . . ? S1 C25 C26 C27 -0.7(3) . . . . ? C25 C26 C27 C28 -0.3(4) . . . . ? C26 C27 C28 C29 -177.2(3) . . . . ? C26 C27 C28 S1 1.2(3) . . . . ? C27 C28 C29 C30 -177.6(3) . . . . ? S1 C28 C29 C30 4.2(4) . . . . ? C27 C28 C29 S2 6.4(4) . . . . ? S1 C28 C29 S2 -171.88(14) . . . . ? C28 C29 C30 C31 -176.7(3) . . . . ? S2 C29 C30 C31 -0.2(3) . . . . ? C29 C30 C31 C32 0.7(3) . . . . ? C30 C31 C32 S2 -0.8(3) . . . . ? C20 C19 Cu1 C1 106.2(6) . . . . ? C24 C19 Cu1 C1 -109.0(6) . . . . ? Cu4 C19 Cu1 C1 -1.8(7) . . . . ? C20 C19 Cu1 Cu2 100.4(2) . . . . ? C24 C19 Cu1 Cu2 -114.76(18) . . . . ? Cu4 C19 Cu1 Cu2 -7.57(11) . . . . ? C20 C19 Cu1 Cu4 107.9(2) . . . . ? C24 C19 Cu1 Cu4 -107.2(2) . . . . ? C20 C19 Cu1 S1 -78.1(2) . . . . ? C24 C19 Cu1 S1 66.8(2) . . . . ? Cu4 C19 Cu1 S1 173.97(6) . . . . ? C6 C1 Cu1 C19 101.3(6) . . . . ? C2 C1 Cu1 C19 -110.2(6) . . . . ? Cu2 C1 Cu1 C19 -6.5(7) . . . . ? C6 C1 Cu1 Cu2 107.8(2) . . . . ? C2 C1 Cu1 Cu2 -103.6(2) . . . . ? C6 C1 Cu1 Cu4 99.73(19) . . . . ? C2 C1 Cu1 Cu4 -111.7(2) . . . . ? Cu2 C1 Cu1 Cu4 -8.09(10) . . . . ? C6 C1 Cu1 S1 -74.48(19) . . . . ? C2 C1 Cu1 S1 74.1(2) . . . . ? Cu2 C1 Cu1 S1 177.70(6) . . . . ? C12 C7 Cu2 C1 78.8(3) . . . . ? C8 C7 Cu2 C1 -49.9(3) . . . . ? Cu3 C7 Cu2 C1 -170.31(14) . . . . ? C12 C7 Cu2 Cu1 -51.7(3) . . . . ? C8 C7 Cu2 Cu1 179.56(13) . . . . ? Cu3 C7 Cu2 Cu1 59.2(2) . . . . ? C12 C7 Cu2 Cu3 -110.9(2) . . . . ? C8 C7 Cu2 Cu3 120.4(2) . . . . ? C12 C7 Cu2 Cu4 -88.64(18) . . . . ? C8 C7 Cu2 Cu4 142.67(18) . . . . ? Cu3 C7 Cu2 Cu4 22.27(8) . . . . ? C6 C1 Cu2 C7 85.5(3) . . . . ? C2 C1 Cu2 C7 -43.0(3) . . . . ? Cu1 C1 Cu2 C7 -159.97(15) . . . . ? C6 C1 Cu2 Cu1 -114.6(2) . . . . ? C2 C1 Cu2 Cu1 117.0(2) . . . . ? C6 C1 Cu2 Cu3 -67.8(3) . . . . ? C2 C1 Cu2 Cu3 163.71(17) . . . . ? Cu1 C1 Cu2 Cu3 46.7(3) . . . . ? C6 C1 Cu2 Cu4 -107.40(18) . . . . ? C2 C1 Cu2 Cu4 124.13(17) . . . . ? Cu1 C1 Cu2 Cu4 7.16(9) . . . . ? C19 Cu1 Cu2 C7 -36.3(2) . . . . ? C1 Cu1 Cu2 C7 145.1(2) . . . . ? Cu4 Cu1 Cu2 C7 -42.9(2) . . . . ? S1 Cu1 Cu2 C7 141.1(2) . . . . ? C19 Cu1 Cu2 C1 178.65(14) . . . . ? Cu4 Cu1 Cu2 C1 172.06(10) . . . . ? S1 Cu1 Cu2 C1 -3.95(11) . . . . ? C19 Cu1 Cu2 Cu3 12.47(10) . . . . ? C1 Cu1 Cu2 Cu3 -166.19(10) . . . . ? Cu4 Cu1 Cu2 Cu3 5.88(2) . . . . ? S1 Cu1 Cu2 Cu3 -170.13(4) . . . . ? C19 Cu1 Cu2 Cu4 6.59(9) . . . . ? C1 Cu1 Cu2 Cu4 -172.06(10) . . . . ? S1 Cu1 Cu2 Cu4 -176.01(5) . . . . ? C12 C7 Cu3 C13 37.5(4) . . . . ? C8 C7 Cu3 C13 -175.6(3) . . . . ? Cu2 C7 Cu3 C13 -67.1(3) . . . . ? C12 C7 Cu3 Cu2 104.6(2) . . . . ? C8 C7 Cu3 Cu2 -108.4(2) . . . . ? C12 C7 Cu3 Cu4 79.23(19) . . . . ? C8 C7 Cu3 Cu4 -133.8(2) . . . . ? Cu2 C7 Cu3 Cu4 -25.36(10) . . . . ? C12 C7 Cu3 S2 -98.11(18) . . . 1_465 ? C8 C7 Cu3 S2 48.9(2) . . . 1_465 ? Cu2 C7 Cu3 S2 157.30(5) . . . 1_465 ? C18 C13 Cu3 C7 -64.3(4) . . . . ? C14 C13 Cu3 C7 153.6(3) . . . . ? Cu4 C13 Cu3 C7 50.5(3) . . . . ? C18 C13 Cu3 Cu2 -119.83(17) . . . . ? C14 C13 Cu3 Cu2 98.1(2) . . . . ? Cu4 C13 Cu3 Cu2 -5.03(11) . . . . ? C18 C13 Cu3 Cu4 -114.8(2) . . . . ? C14 C13 Cu3 Cu4 103.1(2) . . . . ? C18 C13 Cu3 S2 72.60(18) . . . 1_465 ? C14 C13 Cu3 S2 -69.5(2) . . . 1_465 ? Cu4 C13 Cu3 S2 -172.61(6) . . . 1_465 ? C1 Cu2 Cu3 C7 160.3(3) . . . . ? Cu1 Cu2 Cu3 C7 -160.28(10) . . . . ? Cu4 Cu2 Cu3 C7 -154.36(10) . . . . ? C7 Cu2 Cu3 C13 158.75(14) . . . . ? C1 Cu2 Cu3 C13 -41.0(3) . . . . ? Cu1 Cu2 Cu3 C13 -1.53(9) . . . . ? Cu4 Cu2 Cu3 C13 4.39(9) . . . . ? C7 Cu2 Cu3 Cu4 154.36(10) . . . . ? C1 Cu2 Cu3 Cu4 -45.3(3) . . . . ? Cu1 Cu2 Cu3 Cu4 -5.92(2) . . . . ? C7 Cu2 Cu3 S2 -45.12(11) . . . 1_465 ? C1 Cu2 Cu3 S2 115.2(3) . . . 1_465 ? Cu1 Cu2 Cu3 S2 154.60(4) . . . 1_465 ? Cu4 Cu2 Cu3 S2 160.52(5) . . . 1_465 ? C20 C19 Cu4 C13 77.2(3) . . . . ? C24 C19 Cu4 C13 -53.0(3) . . . . ? Cu1 C19 Cu4 C13 -166.77(14) . . . . ? C20 C19 Cu4 Cu3 -110.1(3) . . . . ? C24 C19 Cu4 Cu3 119.6(3) . . . . ? Cu1 C19 Cu4 Cu3 5.9(4) . . . . ? C20 C19 Cu4 Cu1 -116.0(2) . . . . ? C24 C19 Cu4 Cu1 113.8(2) . . . . ? C20 C19 Cu4 Cu2 -109.45(18) . . . . ? C24 C19 Cu4 Cu2 120.31(18) . . . . ? Cu1 C19 Cu4 Cu2 6.56(9) . . . . ? C18 C13 Cu4 C19 -75.6(3) . . . . ? C14 C13 Cu4 C19 57.6(3) . . . . ? Cu3 C13 Cu4 C19 177.62(15) . . . . ? C18 C13 Cu4 Cu3 106.8(2) . . . . ? C14 C13 Cu4 Cu3 -120.0(2) . . . . ? C18 C13 Cu4 Cu1 144.2(2) . . . . ? C14 C13 Cu4 Cu1 -82.6(3) . . . . ? Cu3 C13 Cu4 Cu1 37.4(3) . . . . ? C18 C13 Cu4 Cu2 111.2(2) . . . . ? C14 C13 Cu4 Cu2 -115.64(17) . . . . ? Cu3 C13 Cu4 Cu2 4.38(9) . . . . ? C7 Cu3 Cu4 C19 22.7(3) . . . . ? C13 Cu3 Cu4 C19 -174.3(3) . . . . ? Cu2 Cu3 Cu4 C19 0.8(3) . . . . ? S2 Cu3 Cu4 C19 -161.7(3) 1_465 . . . ? C7 Cu3 Cu4 C13 -162.99(13) . . . . ? Cu2 Cu3 Cu4 C13 175.10(10) . . . . ? S2 Cu3 Cu4 C13 12.61(11) 1_465 . . . ? C7 Cu3 Cu4 Cu1 27.69(9) . . . . ? C13 Cu3 Cu4 Cu1 -169.32(10) . . . . ? Cu2 Cu3 Cu4 Cu1 5.776(19) . . . . ? S2 Cu3 Cu4 Cu1 -156.72(4) 1_465 . . . ? C7 Cu3 Cu4 Cu2 21.92(9) . . . . ? C13 Cu3 Cu4 Cu2 -175.10(10) . . . . ? S2 Cu3 Cu4 Cu2 -162.49(4) 1_465 . . . ? C1 Cu1 Cu4 C19 179.64(14) . . . . ? Cu2 Cu1 Cu4 C19 172.55(11) . . . . ? S1 Cu1 Cu4 C19 -12.18(12) . . . . ? C19 Cu1 Cu4 C13 149.8(3) . . . . ? C1 Cu1 Cu4 C13 -30.6(3) . . . . ? Cu2 Cu1 Cu4 C13 -37.7(3) . . . . ? S1 Cu1 Cu4 C13 137.6(3) . . . . ? C19 Cu1 Cu4 Cu3 -178.34(11) . . . . ? C1 Cu1 Cu4 Cu3 1.29(9) . . . . ? Cu2 Cu1 Cu4 Cu3 -5.80(2) . . . . ? S1 Cu1 Cu4 Cu3 169.48(5) . . . . ? C19 Cu1 Cu4 Cu2 -172.55(11) . . . . ? C1 Cu1 Cu4 Cu2 7.09(9) . . . . ? S1 Cu1 Cu4 Cu2 175.27(5) . . . . ? C7 Cu2 Cu4 C19 159.34(12) . . . . ? C1 Cu2 Cu4 C19 -12.75(12) . . . . ? Cu1 Cu2 Cu4 C19 -6.10(9) . . . . ? Cu3 Cu2 Cu4 C19 -179.79(9) . . . . ? C7 Cu2 Cu4 C13 -25.01(12) . . . . ? C1 Cu2 Cu4 C13 162.89(12) . . . . ? Cu1 Cu2 Cu4 C13 169.54(9) . . . . ? Cu3 Cu2 Cu4 C13 -4.15(9) . . . . ? C7 Cu2 Cu4 Cu3 -20.86(8) . . . . ? C1 Cu2 Cu4 Cu3 167.04(9) . . . . ? Cu1 Cu2 Cu4 Cu3 173.69(2) . . . . ? C7 Cu2 Cu4 Cu1 165.45(8) . . . . ? C1 Cu2 Cu4 Cu1 -6.65(8) . . . . ? Cu3 Cu2 Cu4 Cu1 -173.69(2) . . . . ? C26 C25 S1 C28 1.2(2) . . . . ? C26 C25 S1 Cu1 115.4(2) . . . . ? C27 C28 S1 C25 -1.4(2) . . . . ? C29 C28 S1 C25 177.2(2) . . . . ? C27 C28 S1 Cu1 -101.3(2) . . . . ? C29 C28 S1 Cu1 77.3(2) . . . . ? C19 Cu1 S1 C25 -84.15(13) . . . . ? C1 Cu1 S1 C25 95.06(13) . . . . ? Cu2 Cu1 S1 C25 98.20(11) . . . . ? Cu4 Cu1 S1 C25 -74.44(12) . . . . ? C19 Cu1 S1 C28 11.67(14) . . . . ? C1 Cu1 S1 C28 -169.12(13) . . . . ? Cu2 Cu1 S1 C28 -165.98(11) . . . . ? Cu4 Cu1 S1 C28 21.38(13) . . . . ? C31 C32 S2 C29 0.5(2) . . . . ? C31 C32 S2 Cu3 -112.1(2) . . . 1_645 ? C30 C29 S2 C32 -0.2(2) . . . . ? C28 C29 S2 C32 176.6(2) . . . . ? C30 C29 S2 Cu3 82.95(19) . . . 1_645 ? C28 C29 S2 Cu3 -100.3(2) . . . 1_645 ? _diffrn_measured_fraction_theta_max 0.900 _diffrn_reflns_theta_full 67.78 _diffrn_measured_fraction_theta_full 0.900 _refine_diff_density_max 0.395 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.071