# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Paul Walton' _publ_contact_author_email PHW2@YORK.AC.UK _publ_section_title ; On the syntheses, NMR spectroscopic and structural characterisations of [(L)copper(I) (ethene)]*PF6 and [{(L)2copper(I)2}(\m-butadiene)]*2PF6: L = (+-)N,N?-bis(2,4,6-trimethylbenzylidene)-1,2-diaminocyclohexane ; loop_ _publ_author_name 'Paul Walton' 'Michael J. Bainbridge' 'J. Lindsay Smith' # Attachment 'ACW_L2Cu2butadiene.cif' data_shelxl1 _database_code_depnum_ccdc_archive 'CCDC 697233' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H74 Cu2 N4, 2(F6 P)' _chemical_formula_sum 'C56 H74 Cu2 F12 N4 P2' _chemical_formula_weight 1220.23 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' P P 0.1023 0.0942 '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 9.234(10) _cell_length_b 11.342(13) _cell_length_c 13.985(7) _cell_angle_alpha 82.61(6) _cell_angle_beta 93.35(7) _cell_angle_gamma 98.11(10) _cell_volume 1437(2) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 634 _exptl_absorpt_coefficient_mu 0.875 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Rigaku-AFC6S _diffrn_measurement_method \w--2\q _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_decay_% 0.86 _diffrn_reflns_number 5347 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5067 _reflns_number_gt 3258 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1992-1997)' _computing_structure_solution SIR-92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP II (Johnson, 1976)' _computing_publication_material 'SHELXL 97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1421P)^2^+5.6140P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5067 _refine_ls_number_parameters 347 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1310 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.2678 _refine_ls_wR_factor_gt 0.2249 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 0.46233(10) 0.88429(7) 0.15268(7) 0.0500(3) Uani 1 1 d . . . P1 P 0 1 0 0.0592(8) Uani 1 2 d S . . F1 F 0.0575(6) 0.8792(5) -0.0195(4) 0.0831(16) Uani 1 1 d . . . F2 F -0.1327(5) 0.9767(5) -0.0765(4) 0.0756(14) Uani 1 1 d . . . F3 F 0.1002(5) 1.0752(5) -0.0828(4) 0.0800(15) Uani 1 1 d . . . N1 N 0.4009(6) 0.8383(5) 0.2881(4) 0.0482(14) Uani 1 1 d . . . N2 N 0.3265(7) 0.7365(5) 0.1280(5) 0.0558(17) Uani 1 1 d . . . C1 C 0.2828(8) 0.7320(6) 0.2966(6) 0.057(2) Uani 1 1 d . . . H1 H 0.3309 0.6578 0.3126 0.068 Uiso 1 1 calc R . . C2 C 0.1725(9) 0.7329(7) 0.3733(6) 0.061(2) Uani 1 1 d . . . H2A H 0.128 0.8082 0.3612 0.073 Uiso 1 1 calc R . . H2B H 0.2235 0.7303 0.4376 0.073 Uiso 1 1 calc R . . C3 C 0.0514(11) 0.6249(8) 0.3724(7) 0.084(3) Uani 1 1 d . . . H3A H 0.0943 0.5497 0.3914 0.101 Uiso 1 1 calc R . . H3B H -0.0222 0.6301 0.4199 0.101 Uiso 1 1 calc R . . C4 C -0.0219(9) 0.6225(8) 0.2735(7) 0.071(3) Uani 1 1 d . . . H4A H -0.0733 0.6939 0.2579 0.085 Uiso 1 1 calc R . . H4B H -0.0961 0.5504 0.274 0.085 Uiso 1 1 calc R . . C5 C 0.0853(10) 0.6211(6) 0.1964(7) 0.068(3) Uani 1 1 d . . . H5A H 0.0331 0.6244 0.1324 0.082 Uiso 1 1 calc R . . H5B H 0.1293 0.5456 0.2077 0.082 Uiso 1 1 calc R . . C6 C 0.2056(8) 0.7277(6) 0.1972(6) 0.0533(19) Uani 1 1 d . . . H6 H 0.1579 0.8021 0.1821 0.064 Uiso 1 1 calc R . . C7 C 0.4577(9) 0.8765(9) 0.3640(7) 0.070(2) Uani 1 1 d . . . H7 H 0.4245 0.8361 0.4241 0.085 Uiso 1 1 calc R . . C8 C 0.5759(10) 0.9830(10) 0.3652(6) 0.073(3) Uani 1 1 d . . . C9 C 0.5390(11) 1.0934(9) 0.3720(5) 0.076(3) Uani 1 1 d . . . C10 C 0.6501(14) 1.1909(10) 0.3757(6) 0.092(4) Uani 1 1 d . . . H10 H 0.6223 1.2678 0.3784 0.111 Uiso 1 1 calc R . . C11 C 0.7924(17) 1.1819(15) 0.3755(7) 0.119(6) Uani 1 1 d . . . C12 C 0.8281(12) 1.0699(18) 0.3724(8) 0.134(7) Uani 1 1 d . . . H12 H 0.9288 1.0603 0.374 0.161 Uiso 1 1 calc R . . C13 C 0.7222(11) 0.9664(14) 0.3667(9) 0.119(6) Uani 1 1 d . . . C14 C 0.3819(12) 1.1087(9) 0.3736(7) 0.094(4) Uani 1 1 d . . . H14A H 0.3736 1.1927 0.3792 0.141 Uiso 1 1 calc R . . H14B H 0.3373 1.0573 0.429 0.141 Uiso 1 1 calc R . . H14C H 0.3311 1.0861 0.3138 0.141 Uiso 1 1 calc R . . C15 C 0.9148(15) 1.2872(14) 0.3779(8) 0.152(8) Uani 1 1 d . . . H15A H 0.8721 1.3614 0.3787 0.228 Uiso 1 1 calc R . . H15B H 0.9729 1.2941 0.3206 0.228 Uiso 1 1 calc R . . H15C H 0.9778 1.2738 0.436 0.228 Uiso 1 1 calc R . . C16 C 0.7680(13) 0.8462(17) 0.3635(16) 0.192(11) Uani 1 1 d . . . H16A H 0.8751 0.8537 0.3643 0.289 Uiso 1 1 calc R . . H16B H 0.727 0.8143 0.3043 0.289 Uiso 1 1 calc R . . H16C H 0.7319 0.7916 0.4197 0.289 Uiso 1 1 calc R . . C17 C 0.3279(9) 0.6579(6) 0.0712(6) 0.060(2) Uani 1 1 d . . . H17 H 0.2478 0.5956 0.0697 0.072 Uiso 1 1 calc R . . C18 C 0.4498(9) 0.6605(6) 0.0075(6) 0.056(2) Uani 1 1 d . . . C19 C 0.5958(11) 0.6730(7) 0.0417(8) 0.072(3) Uani 1 1 d . . . C20 C 0.7064(12) 0.6815(7) -0.0226(9) 0.086(4) Uani 1 1 d . . . H20 H 0.8054 0.6926 0.0009 0.103 Uiso 1 1 calc R . . C21 C 0.6772(10) 0.6745(7) -0.1202(9) 0.079(3) Uani 1 1 d . . . C22 C 0.5328(11) 0.6542(6) -0.1538(7) 0.073(3) Uani 1 1 d . . . H22 H 0.5116 0.6447 -0.2199 0.088 Uiso 1 1 calc R . . C23 C 0.4173(10) 0.6475(6) -0.0914(7) 0.061(2) Uani 1 1 d . . . C24 C 0.6382(12) 0.6732(8) 0.1476(8) 0.095(4) Uani 1 1 d . . . H24A H 0.5497 0.6659 0.1845 0.142 Uiso 1 1 calc R . . H24B H 0.7004 0.7485 0.1574 0.142 Uiso 1 1 calc R . . H24C H 0.6919 0.6054 0.1696 0.142 Uiso 1 1 calc R . . C25 C 0.8012(13) 0.6912(9) -0.1899(11) 0.112(4) Uani 1 1 d . . . H25A H 0.8953 0.7053 -0.1542 0.167 Uiso 1 1 calc R . . H25B H 0.7904 0.7602 -0.2384 0.167 Uiso 1 1 calc R . . H25C H 0.7976 0.6189 -0.222 0.167 Uiso 1 1 calc R . . C26 C 0.2616(10) 0.6331(8) -0.1294(6) 0.071(2) Uani 1 1 d . . . H26A H 0.1961 0.6299 -0.0762 0.106 Uiso 1 1 calc R . . H26B H 0.2405 0.5587 -0.1593 0.106 Uiso 1 1 calc R . . H26C H 0.2464 0.7014 -0.1777 0.106 Uiso 1 1 calc R . . C27 C 0.5882(8) 1.0433(6) 0.1171(6) 0.0544(18) Uani 1 1 d . . . H27A H 0.5299 1.1015 0.1304 0.065 Uiso 1 1 calc R . . H27B H 0.6667 1.0237 0.1606 0.065 Uiso 1 1 calc R . . C28 C 0.5593(8) 0.9880(6) 0.0358(5) 0.0501(17) Uani 1 1 d . . . H28 H 0.6197 0.9303 0.0247 0.06 Uiso 1 1 calc R . . P2 P 0.5 0.5 0.5 0.191(4) Uani 1 2 d S . . F4 F 0.5028(14) 0.3648(9) 0.5304(9) 0.198(5) Uani 1 1 d . . . F5 F 0.459(2) 0.4907(15) 0.4032(10) 0.324(12) Uani 1 1 d . . . F6 F 0.3263(17) 0.499(3) 0.5167(14) 0.382(16) 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 Cu1 0.0583(6) 0.0299(4) 0.0599(6) -0.0091(3) -0.0239(4) 0.0070(3) P1 0.0429(15) 0.0546(16) 0.081(2) -0.0035(14) -0.0017(14) 0.0147(12) F1 0.067(3) 0.065(3) 0.125(5) -0.021(3) 0.002(3) 0.026(2) F2 0.059(3) 0.084(3) 0.083(3) -0.007(3) -0.009(2) 0.013(2) F3 0.059(3) 0.081(3) 0.096(4) 0.008(3) 0.010(3) 0.009(3) N1 0.047(3) 0.037(3) 0.061(4) -0.012(3) -0.020(3) 0.011(2) N2 0.070(4) 0.026(3) 0.068(4) -0.012(3) -0.039(3) 0.007(3) C1 0.063(5) 0.028(3) 0.074(5) -0.007(3) -0.040(4) 0.007(3) C2 0.055(5) 0.055(4) 0.061(5) 0.003(4) -0.013(4) -0.012(4) C3 0.082(6) 0.064(5) 0.087(7) 0.007(5) -0.031(5) -0.026(5) C4 0.057(5) 0.057(5) 0.088(6) 0.003(4) -0.024(5) -0.011(4) C5 0.079(6) 0.032(3) 0.084(6) -0.004(4) -0.047(5) -0.001(4) C6 0.055(4) 0.037(3) 0.067(5) -0.007(3) -0.025(4) 0.012(3) C7 0.058(5) 0.087(6) 0.067(5) -0.038(5) 0.000(4) -0.017(4) C8 0.065(6) 0.106(8) 0.044(4) -0.034(5) 0.005(4) -0.028(5) C9 0.089(7) 0.090(7) 0.033(4) -0.003(4) -0.013(4) -0.030(5) C10 0.115(9) 0.095(7) 0.043(5) 0.004(4) -0.024(5) -0.047(6) C11 0.130(12) 0.160(13) 0.041(5) -0.025(7) -0.014(6) -0.078(10) C12 0.065(7) 0.25(2) 0.078(8) -0.094(11) 0.025(6) -0.070(10) C13 0.063(6) 0.193(14) 0.111(9) -0.109(10) 0.025(6) -0.045(7) C14 0.114(9) 0.067(6) 0.084(7) 0.009(5) -0.051(6) -0.009(5) C15 0.144(11) 0.189(14) 0.067(7) 0.029(8) -0.027(7) -0.116(11) C16 0.063(7) 0.232(19) 0.33(3) -0.22(2) -0.010(11) 0.013(9) C17 0.070(5) 0.034(3) 0.072(5) -0.008(3) -0.039(4) 0.007(3) C18 0.072(5) 0.025(3) 0.070(5) -0.014(3) -0.034(4) 0.010(3) C19 0.070(6) 0.037(4) 0.115(8) -0.024(4) -0.030(5) 0.027(4) C20 0.078(7) 0.034(4) 0.146(10) -0.022(5) -0.056(7) 0.022(4) C21 0.069(6) 0.031(4) 0.138(9) -0.009(5) -0.013(6) 0.021(4) C22 0.101(7) 0.027(3) 0.093(7) -0.009(4) -0.019(6) 0.016(4) C23 0.069(5) 0.032(4) 0.080(6) -0.007(4) -0.020(5) 0.007(3) C24 0.101(7) 0.067(6) 0.126(9) -0.050(6) -0.079(7) 0.047(5) C25 0.094(8) 0.053(5) 0.190(14) 0.001(7) -0.004(8) 0.033(5) C26 0.086(6) 0.060(5) 0.057(5) -0.006(4) -0.027(4) -0.004(4) C27 0.060(5) 0.037(4) 0.065(5) -0.010(3) -0.012(4) 0.006(3) C28 0.051(4) 0.034(3) 0.066(5) -0.017(3) -0.012(3) 0.008(3) P2 0.253(8) 0.055(2) 0.269(8) -0.070(3) -0.215(7) 0.084(3) F4 0.255(13) 0.114(7) 0.237(12) -0.004(7) -0.054(10) 0.105(8) F5 0.51(3) 0.334(19) 0.192(12) -0.095(13) -0.198(17) 0.31(2) F6 0.187(14) 0.66(4) 0.28(2) 0.18(2) 0.040(13) 0.19(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.992(7) . ? Cu1 N2 2.002(6) . ? Cu1 C27 2.024(7) . ? Cu1 C28 2.058(8) . ? P1 F2 1.596(5) . ? P1 F2 1.596(5) 2_575 ? P1 F1 1.597(5) . ? P1 F1 1.597(5) 2_575 ? P1 F3 1.604(5) 2_575 ? P1 F3 1.604(5) . ? N1 C7 1.257(9) . ? N1 C1 1.505(9) . ? N2 C17 1.270(10) . ? N2 C6 1.504(11) . ? C1 C2 1.523(12) . ? C1 C6 1.527(9) . ? C2 C3 1.538(10) . ? C3 C4 1.505(12) . ? C4 C5 1.509(13) . ? C5 C6 1.523(10) . ? C7 C8 1.510(12) . ? C8 C9 1.359(15) . ? C8 C13 1.389(15) . ? C9 C10 1.402(12) . ? C9 C14 1.487(15) . ? C10 C11 1.333(19) . ? C11 C12 1.36(2) . ? C11 C15 1.526(14) . ? C12 C13 1.425(17) . ? C13 C16 1.49(2) . ? C17 C18 1.470(12) . ? C18 C19 1.398(11) . ? C18 C23 1.420(11) . ? C19 C20 1.384(15) . ? C19 C24 1.510(14) . ? C20 C21 1.386(15) . ? C21 C22 1.386(13) . ? C21 C25 1.522(16) . ? C22 C23 1.405(13) . ? C23 C26 1.497(11) . ? C27 C28 1.364(10) . ? C28 C28 1.470(14) 2_675 ? P2 F5 1.398(11) . ? P2 F5 1.398(11) 2_666 ? P2 F4 1.542(9) . ? P2 F4 1.542(9) 2_666 ? P2 F6 1.633(15) . ? P2 F6 1.633(15) 2_666 ? 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 Cu1 N2 83.5(3) . . ? N1 Cu1 C27 119.5(3) . . ? N2 Cu1 C27 156.0(3) . . ? N1 Cu1 C28 158.5(2) . . ? N2 Cu1 C28 117.7(3) . . ? C27 Cu1 C28 39.0(3) . . ? F2 P1 F2 180.0(4) . 2_575 ? F2 P1 F1 90.1(3) . . ? F2 P1 F1 89.9(3) 2_575 . ? F2 P1 F1 89.9(3) . 2_575 ? F2 P1 F1 90.1(3) 2_575 2_575 ? F1 P1 F1 180.0(5) . 2_575 ? F2 P1 F3 89.1(3) . 2_575 ? F2 P1 F3 90.9(3) 2_575 2_575 ? F1 P1 F3 89.5(3) . 2_575 ? F1 P1 F3 90.5(3) 2_575 2_575 ? F2 P1 F3 90.9(3) . . ? F2 P1 F3 89.1(3) 2_575 . ? F1 P1 F3 90.5(3) . . ? F1 P1 F3 89.5(3) 2_575 . ? F3 P1 F3 180.0(6) 2_575 . ? C7 N1 C1 118.7(7) . . ? C7 N1 Cu1 128.9(6) . . ? C1 N1 Cu1 111.9(4) . . ? C17 N2 C6 121.2(7) . . ? C17 N2 Cu1 133.5(7) . . ? C6 N2 Cu1 105.3(4) . . ? N1 C1 C2 114.8(6) . . ? N1 C1 C6 107.0(6) . . ? C2 C1 C6 110.6(6) . . ? C1 C2 C3 111.0(7) . . ? C4 C3 C2 110.5(7) . . ? C3 C4 C5 112.5(8) . . ? C4 C5 C6 110.4(7) . . ? N2 C6 C5 117.4(7) . . ? N2 C6 C1 105.1(6) . . ? C5 C6 C1 111.8(6) . . ? N1 C7 C8 123.8(8) . . ? C9 C8 C13 120.1(9) . . ? C9 C8 C7 119.8(9) . . ? C13 C8 C7 119.9(11) . . ? C8 C9 C10 119.2(11) . . ? C8 C9 C14 119.4(8) . . ? C10 C9 C14 121.4(11) . . ? C11 C10 C9 123.9(13) . . ? C10 C11 C12 116.4(11) . . ? C10 C11 C15 124.6(17) . . ? C12 C11 C15 119.0(16) . . ? C11 C12 C13 123.4(13) . . ? C8 C13 C12 117.0(14) . . ? C8 C13 C16 122.1(10) . . ? C12 C13 C16 121.0(12) . . ? N2 C17 C18 122.0(7) . . ? C19 C18 C23 119.2(9) . . ? C19 C18 C17 122.1(8) . . ? C23 C18 C17 118.6(7) . . ? C20 C19 C18 119.5(9) . . ? C20 C19 C24 118.2(9) . . ? C18 C19 C24 122.2(10) . . ? C19 C20 C21 122.1(9) . . ? C22 C21 C20 118.8(11) . . ? C22 C21 C25 120.4(11) . . ? C20 C21 C25 120.8(10) . . ? C21 C22 C23 120.8(10) . . ? C22 C23 C18 119.3(8) . . ? C22 C23 C26 120.5(8) . . ? C18 C23 C26 120.2(9) . . ? C28 C27 Cu1 71.8(4) . . ? C27 C28 C28 124.2(8) . 2_675 ? C27 C28 Cu1 69.1(5) . . ? C28 C28 Cu1 106.6(7) 2_675 . ? F5 P2 F5 180.0(3) . 2_666 ? F5 P2 F4 96.2(8) . . ? F5 P2 F4 83.8(8) 2_666 . ? F5 P2 F4 83.8(8) . 2_666 ? F5 P2 F4 96.2(8) 2_666 2_666 ? F4 P2 F4 180.000(1) . 2_666 ? F5 P2 F6 86.3(10) . . ? F5 P2 F6 93.7(10) 2_666 . ? F4 P2 F6 96.4(10) . . ? F4 P2 F6 83.6(10) 2_666 . ? F5 P2 F6 93.7(10) . 2_666 ? F5 P2 F6 86.3(10) 2_666 2_666 ? F4 P2 F6 83.6(10) . 2_666 ? F4 P2 F6 96.4(10) 2_666 2_666 ? F6 P2 F6 180.0(14) . 2_666 ? 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 N2 Cu1 N1 C7 165.9(8) . . . . ? C27 Cu1 N1 C7 -21.2(8) . . . . ? C28 Cu1 N1 C7 -23.7(11) . . . . ? N2 Cu1 N1 C1 -5.3(4) . . . . ? C27 Cu1 N1 C1 167.5(4) . . . . ? C28 Cu1 N1 C1 165.1(6) . . . . ? N1 Cu1 N2 C17 -145.7(7) . . . . ? C27 Cu1 N2 C17 49.8(10) . . . . ? C28 Cu1 N2 C17 38.3(7) . . . . ? N1 Cu1 N2 C6 33.1(4) . . . . ? C27 Cu1 N2 C6 -131.4(7) . . . . ? C28 Cu1 N2 C6 -142.9(4) . . . . ? C7 N1 C1 C2 41.2(9) . . . . ? Cu1 N1 C1 C2 -146.6(5) . . . . ? C7 N1 C1 C6 164.3(7) . . . . ? Cu1 N1 C1 C6 -23.4(7) . . . . ? N1 C1 C2 C3 176.6(6) . . . . ? C6 C1 C2 C3 55.4(8) . . . . ? C1 C2 C3 C4 -55.7(11) . . . . ? C2 C3 C4 C5 56.2(11) . . . . ? C3 C4 C5 C6 -55.9(9) . . . . ? C17 N2 C6 C5 0.0(9) . . . . ? Cu1 N2 C6 C5 -179.0(5) . . . . ? C17 N2 C6 C1 125.0(6) . . . . ? Cu1 N2 C6 C1 -54.0(5) . . . . ? C4 C5 C6 N2 176.9(6) . . . . ? C4 C5 C6 C1 55.2(8) . . . . ? N1 C1 C6 N2 50.2(7) . . . . ? C2 C1 C6 N2 175.9(5) . . . . ? N1 C1 C6 C5 178.6(6) . . . . ? C2 C1 C6 C5 -55.6(8) . . . . ? C1 N1 C7 C8 -179.4(8) . . . . ? Cu1 N1 C7 C8 9.9(14) . . . . ? N1 C7 C8 C9 95.4(11) . . . . ? N1 C7 C8 C13 -89.4(13) . . . . ? C13 C8 C9 C10 3.1(13) . . . . ? C7 C8 C9 C10 178.3(7) . . . . ? C13 C8 C9 C14 -178.0(9) . . . . ? C7 C8 C9 C14 -2.8(12) . . . . ? C8 C9 C10 C11 -1.9(13) . . . . ? C14 C9 C10 C11 179.2(9) . . . . ? C9 C10 C11 C12 -0.5(16) . . . . ? C9 C10 C11 C15 179.0(8) . . . . ? C10 C11 C12 C13 1.8(18) . . . . ? C15 C11 C12 C13 -177.8(10) . . . . ? C9 C8 C13 C12 -2.0(15) . . . . ? C7 C8 C13 C12 -177.1(9) . . . . ? C9 C8 C13 C16 177.5(13) . . . . ? C7 C8 C13 C16 2.3(18) . . . . ? C11 C12 C13 C8 -0.5(18) . . . . ? C11 C12 C13 C16 180.0(15) . . . . ? C6 N2 C17 C18 -175.9(6) . . . . ? Cu1 N2 C17 C18 2.7(10) . . . . ? N2 C17 C18 C19 49.6(10) . . . . ? N2 C17 C18 C23 -131.7(7) . . . . ? C23 C18 C19 C20 4.9(10) . . . . ? C17 C18 C19 C20 -176.4(7) . . . . ? C23 C18 C19 C24 -173.0(7) . . . . ? C17 C18 C19 C24 5.8(11) . . . . ? C18 C19 C20 C21 -2.0(12) . . . . ? C24 C19 C20 C21 175.9(7) . . . . ? C19 C20 C21 C22 -2.2(12) . . . . ? C19 C20 C21 C25 176.6(7) . . . . ? C20 C21 C22 C23 3.5(11) . . . . ? C25 C21 C22 C23 -175.3(7) . . . . ? C21 C22 C23 C18 -0.7(11) . . . . ? C21 C22 C23 C26 176.2(7) . . . . ? C19 C18 C23 C22 -3.6(10) . . . . ? C17 C18 C23 C22 177.7(6) . . . . ? C19 C18 C23 C26 179.6(7) . . . . ? C17 C18 C23 C26 0.8(10) . . . . ? N1 Cu1 C27 C28 -178.6(4) . . . . ? N2 Cu1 C27 C28 -16.3(9) . . . . ? Cu1 C27 C28 C28 96.3(10) . . . 2_675 ? N1 Cu1 C28 C27 3.4(9) . . . . ? N2 Cu1 C28 C27 172.6(4) . . . . ? N1 Cu1 C28 C28 -117.6(7) . . . 2_675 ? N2 Cu1 C28 C28 51.6(7) . . . 2_675 ? C27 Cu1 C28 C28 -121.0(8) . . . 2_675 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.304 _refine_diff_density_min -0.884 _refine_diff_density_rms 0.138 # Attachment 'ACW_LCuethene.cif' data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 697234' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H32 Cu N2, F6 P' _chemical_formula_sum 'C28 H32 Cu F6 N2 P' _chemical_formula_weight 605.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 17.957(6) _cell_length_b 18.013(9) _cell_length_c 9.057(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.86(4) _cell_angle_gamma 90.00 _cell_volume 2919(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 0.861 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4047 _diffrn_reflns_av_R_equivalents 0.182 _diffrn_reflns_av_sigmaI/netI 0.3592 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4047 _reflns_number_gt 1259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1992-1997)' _computing_structure_solution SIR-92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP II (Johnson, 1976)' _computing_publication_material 'SHELXL 97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1413P)^2^+9.8730P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4047 _refine_ls_number_parameters 340 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.3076 _refine_ls_R_factor_gt 0.0929 _refine_ls_wR_factor_ref 0.3454 _refine_ls_wR_factor_gt 0.2518 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.003 _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 Cu1 Cu 0.24068(12) 0.42690(12) 0.3146(3) 0.0341(7) Uani 1 1 d . P1 P 0.2566(3) 0.5495(3) -0.0694(6) 0.0464(15) Uani 1 1 d . F1 F 0.1890(6) 0.5656(10) -0.1870(14) 0.103(5) Uani 1 1 d . F2 F 0.2812(9) 0.4846(8) -0.1710(15) 0.108(5) Uani 1 1 d . F3 F 0.2084(9) 0.4946(9) 0.0213(16) 0.110(5) Uani 1 1 d . F4 F 0.3231(8) 0.5318(9) 0.0453(14) 0.107(5) Uani 1 1 d . F5 F 0.2304(11) 0.6173(8) 0.0248(15) 0.122(6) Uani 1 1 d . F6 F 0.3073(8) 0.6024(8) -0.1577(15) 0.092(5) Uani 1 1 d . N1 N 0.3234(8) 0.4922(8) 0.3918(16) 0.033(4) Uani 1 1 d . N2 N 0.1764(8) 0.4978(8) 0.4152(15) 0.032(4) Uani 1 1 d . C1A C 0.2893(13) 0.5666(15) 0.457(4) 0.022(8) Uiso 0.5 1 d PD H1A H 0.2884 0.56 0.5665 0.027 Uiso 0.5 1 calc PR C1B C 0.2934(14) 0.5649(15) 0.374(4) 0.028(9) Uiso 0.5 1 d PD C2 C 0.3414(10) 0.6316(9) 0.431(2) 0.053(6) Uani 1 1 d D H2A H 0.3583 0.6282 0.3301 0.064 Uiso 1 1 calc R H2B H 0.3861 0.6289 0.503 0.064 Uiso 1 1 calc R C3 C 0.3019(11) 0.7045(11) 0.449(3) 0.081(8) Uani 1 1 d D H3A H 0.2978 0.7291 0.3508 0.098 Uiso 1 1 calc R H3B H 0.3353 0.7358 0.5156 0.098 Uiso 1 1 calc R C4A C 0.2265(16) 0.7069(19) 0.505(5) 0.062(13) Uiso 0.5 1 d PD H4A1 H 0.2316 0.7079 0.6151 0.074 Uiso 0.5 1 calc PR H4A2 H 0.2001 0.7526 0.4698 0.074 Uiso 0.5 1 calc PR C4B C 0.2167(13) 0.7106(14) 0.408(4) 0.036(9) Uiso 0.5 1 d PD C5 C 0.1812(11) 0.6384(9) 0.451(2) 0.057(6) Uani 1 1 d D H5A H 0.1432 0.6574 0.3749 0.068 Uiso 1 1 calc R H5B H 0.1534 0.6233 0.536 0.068 Uiso 1 1 calc R C6B C 0.2296(17) 0.5683(16) 0.476(4) 0.037(9) Uiso 0.5 1 d PD C6A C 0.2083(14) 0.5673(15) 0.389(4) 0.038(9) Uiso 0.5 1 d PD H6A H 0.209 0.5736 0.2792 0.046 Uiso 0.5 1 calc PR C7 C 0.3934(12) 0.4798(12) 0.417(2) 0.053(6) Uani 1 1 d . H7 H 0.4252 0.5198 0.4496 0.063 Uiso 1 1 calc R C8 C 0.4264(9) 0.4071(9) 0.3997(18) 0.030(5) Uani 1 1 d . C9 C 0.4809(10) 0.3953(12) 0.303(2) 0.038(5) Uani 1 1 d . C10 C 0.5092(11) 0.3242(13) 0.292(2) 0.045(6) Uani 1 1 d . H10 H 0.5453 0.3162 0.2231 0.055 Uiso 1 1 calc R C11 C 0.4886(11) 0.2641(11) 0.374(2) 0.045(5) Uani 1 1 d . C12 C 0.4372(9) 0.2788(12) 0.471(2) 0.044(5) Uani 1 1 d . H12 H 0.4229 0.2391 0.5311 0.053 Uiso 1 1 calc R C13 C 0.4044(9) 0.3460(10) 0.489(2) 0.037(5) Uani 1 1 d . C14 C 0.5056(11) 0.4594(12) 0.211(2) 0.056(6) Uani 1 1 d . H14A H 0.5445 0.4424 0.1492 0.085 Uiso 1 1 calc R H14B H 0.4627 0.478 0.1473 0.085 Uiso 1 1 calc R H14C H 0.5255 0.4993 0.2764 0.085 Uiso 1 1 calc R C15 C 0.5229(12) 0.1897(13) 0.350(3) 0.082(8) Uani 1 1 d . H15A H 0.5043 0.1537 0.4197 0.123 Uiso 1 1 calc R H15B H 0.5095 0.1732 0.2485 0.123 Uiso 1 1 calc R H15C H 0.5774 0.1934 0.3677 0.123 Uiso 1 1 calc R C16 C 0.3485(10) 0.3544(11) 0.602(2) 0.050(5) Uani 1 1 d . H16A H 0.3311 0.406 0.6028 0.075 Uiso 1 1 calc R H16B H 0.3059 0.3214 0.577 0.075 Uiso 1 1 calc R H16C H 0.3722 0.3414 0.7001 0.075 Uiso 1 1 calc R C17 C 0.1162(13) 0.4885(13) 0.468(3) 0.080(8) Uani 1 1 d . H17 H 0.0969 0.5271 0.5257 0.096 Uiso 1 1 calc R C18 C 0.0734(9) 0.4199(11) 0.445(2) 0.040(5) Uani 1 1 d . C19 C 0.0834(10) 0.3617(11) 0.553(2) 0.040(5) Uani 1 1 d . C20 C 0.0422(12) 0.2955(12) 0.523(3) 0.057(6) Uani 1 1 d . H20 H 0.0483 0.2563 0.5934 0.068 Uiso 1 1 calc R C21 C -0.0052(12) 0.2850(13) 0.401(2) 0.048(6) Uani 1 1 d . C22 C -0.0157(11) 0.3466(14) 0.300(3) 0.058(6) Uani 1 1 d . H22 H -0.0501 0.3423 0.2153 0.07 Uiso 1 1 calc R C23 C 0.0234(11) 0.4119(11) 0.326(2) 0.045(5) Uani 1 1 d . C24 C 0.1343(11) 0.3689(13) 0.692(2) 0.061(6) Uani 1 1 d . H24A H 0.157 0.4184 0.6955 0.092 Uiso 1 1 calc R H24B H 0.1056 0.362 0.7778 0.092 Uiso 1 1 calc R H24C H 0.1736 0.3312 0.6924 0.092 Uiso 1 1 calc R C25 C -0.0477(13) 0.2156(15) 0.372(3) 0.091(9) Uani 1 1 d . H25A H -0.08 0.2208 0.2795 0.136 Uiso 1 1 calc R H25B H -0.0128 0.1744 0.3619 0.136 Uiso 1 1 calc R H25C H -0.0783 0.2056 0.4539 0.136 Uiso 1 1 calc R C26 C 0.0089(13) 0.4723(12) 0.211(2) 0.068(7) Uani 1 1 d . H26A H -0.0278 0.4548 0.1322 0.101 Uiso 1 1 calc R H26B H -0.0105 0.5165 0.2575 0.101 Uiso 1 1 calc R H26C H 0.0557 0.4848 0.1679 0.101 Uiso 1 1 calc R C27 C 0.2685(12) 0.3398(10) 0.190(2) 0.054(5) Uani 1 1 d U C28 C 0.1897(11) 0.3442(11) 0.197(2) 0.051(6) 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 Cu1 0.0311(12) 0.0300(12) 0.0420(14) -0.0055(13) 0.0067(10) 0.0008(13) P1 0.074(4) 0.040(3) 0.026(3) 0.004(3) 0.012(3) 0.008(3) F1 0.058(8) 0.188(16) 0.063(8) 0.058(10) 0.004(7) 0.025(10) F2 0.166(15) 0.084(11) 0.074(10) -0.042(9) 0.017(10) 0.021(10) F3 0.132(13) 0.110(12) 0.088(11) 0.043(10) 0.014(9) -0.035(10) F4 0.102(11) 0.160(15) 0.050(8) -0.002(9) -0.041(8) 0.018(11) F5 0.234(19) 0.072(10) 0.067(10) 0.007(8) 0.046(11) 0.056(12) F6 0.102(11) 0.094(11) 0.080(10) 0.013(8) 0.015(8) -0.036(9) N1 0.022(9) 0.034(9) 0.043(10) 0.003(8) 0.001(7) 0.004(7) N2 0.030(9) 0.033(9) 0.035(9) -0.008(7) 0.011(8) -0.004(7) C2 0.057(14) 0.032(12) 0.071(16) -0.024(11) 0.006(12) -0.018(11) C3 0.079(18) 0.044(16) 0.11(2) 0.005(15) -0.032(16) -0.018(13) C5 0.061(14) 0.033(12) 0.081(17) -0.008(12) 0.028(13) 0.001(11) C7 0.046(14) 0.056(15) 0.058(15) -0.008(11) 0.010(12) -0.019(12) C8 0.031(10) 0.037(13) 0.021(10) -0.002(9) -0.011(9) 0.013(9) C9 0.027(11) 0.058(14) 0.027(11) 0.004(10) -0.010(9) -0.005(10) C10 0.038(12) 0.063(16) 0.037(14) -0.016(12) 0.012(11) 0.004(11) C11 0.052(14) 0.040(13) 0.040(13) 0.005(11) -0.010(11) 0.030(11) C12 0.019(10) 0.066(15) 0.046(13) -0.009(12) -0.007(10) -0.009(11) C13 0.022(10) 0.032(12) 0.059(14) -0.029(11) 0.004(9) 0.001(9) C14 0.057(14) 0.066(16) 0.045(14) 0.019(12) -0.003(11) -0.008(12) C15 0.073(18) 0.09(2) 0.080(18) 0.005(15) -0.019(14) 0.046(15) C16 0.061(14) 0.047(13) 0.041(13) 0.017(10) 0.003(11) 0.007(11) C17 0.065(16) 0.073(18) 0.11(2) -0.039(15) 0.068(16) -0.004(14) C18 0.024(10) 0.045(13) 0.051(13) -0.019(12) 0.003(10) -0.021(10) C19 0.035(11) 0.034(12) 0.051(14) -0.010(11) 0.006(10) 0.002(10) C20 0.058(15) 0.055(15) 0.062(16) -0.009(12) 0.033(14) -0.007(12) C21 0.051(14) 0.066(16) 0.029(12) -0.018(12) 0.006(11) -0.016(12) C22 0.040(14) 0.066(18) 0.067(17) -0.011(14) -0.003(12) 0.022(13) C23 0.049(13) 0.036(15) 0.051(14) 0.002(11) 0.015(11) 0.016(11) C24 0.041(12) 0.078(17) 0.063(15) -0.018(13) -0.001(12) 0.003(12) C25 0.068(17) 0.14(2) 0.071(18) -0.066(18) 0.025(14) -0.048(17) C26 0.12(2) 0.056(15) 0.037(14) 0.021(12) 0.042(13) 0.021(14) C27 0.056(9) 0.040(8) 0.066(9) -0.024(8) 0.010(8) 0.008(8) C28 0.051(13) 0.053(14) 0.050(13) -0.028(11) 0.017(11) -0.009(11) _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 N1 1.976(15) . ? Cu1 N2 1.993(14) . ? Cu1 C28 2.004(18) . ? Cu1 C27 2.023(18) . ? P1 F4 1.548(13) . ? P1 F1 1.573(13) . ? P1 F2 1.573(13) . ? P1 F6 1.581(13) . ? P1 F5 1.585(14) . ? P1 F3 1.588(14) . ? N1 C7 1.28(2) . ? N1 C1B 1.42(3) . ? N1 C1A 1.61(3) . ? N2 C17 1.23(2) . ? N2 C6A 1.41(3) . ? N2 C6B 1.66(4) . ? C1A C2 1.529(18) . ? C1A C6A 1.533(19) . ? C1B C6B 1.538(19) . ? C2 C3 1.508(16) . ? C3 C4A 1.488(19) . ? C4A C5 1.536(19) . ? C5 C6A 1.497(19) . ? C7 C8 1.45(3) . ? C8 C9 1.38(2) . ? C8 C13 1.44(2) . ? C9 C10 1.38(3) . ? C9 C14 1.52(3) . ? C10 C11 1.38(3) . ? C11 C12 1.35(2) . ? C11 C15 1.50(3) . ? C12 C13 1.36(3) . ? C13 C16 1.50(2) . ? C17 C18 1.46(3) . ? C18 C23 1.36(3) . ? C18 C19 1.43(3) . ? C19 C20 1.42(3) . ? C19 C24 1.50(3) . ? C20 C21 1.35(3) . ? C21 C22 1.44(3) . ? C21 C25 1.48(3) . ? C22 C23 1.38(3) . ? C23 C26 1.51(3) . ? C27 C28 1.42(3) . ? 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 Cu1 N2 84.5(6) . . ? N1 Cu1 C28 157.8(7) . . ? N2 Cu1 C28 117.5(7) . . ? N1 Cu1 C27 116.5(7) . . ? N2 Cu1 C27 159.0(7) . . ? C28 Cu1 C27 41.4(7) . . ? F4 P1 F1 178.8(10) . . ? F4 P1 F2 90.1(8) . . ? F1 P1 F2 88.9(9) . . ? F4 P1 F6 91.1(8) . . ? F1 P1 F6 89.4(8) . . ? F2 P1 F6 87.1(8) . . ? F4 P1 F5 92.6(9) . . ? F1 P1 F5 88.5(9) . . ? F2 P1 F5 176.8(9) . . ? F6 P1 F5 91.0(8) . . ? F4 P1 F3 87.0(9) . . ? F1 P1 F3 92.4(8) . . ? F2 P1 F3 91.9(9) . . ? F6 P1 F3 177.9(9) . . ? F5 P1 F3 90.1(9) . . ? C7 N1 C1B 122.8(17) . . ? C7 N1 C1A 118.6(16) . . ? C1B N1 C1A 28.5(14) . . ? C7 N1 Cu1 131.1(13) . . ? C1B N1 Cu1 104.0(12) . . ? C1A N1 Cu1 109.2(11) . . ? C17 N2 C6A 124.9(18) . . ? C17 N2 C6B 118.3(17) . . ? C6A N2 C6B 31.0(15) . . ? C17 N2 Cu1 130.8(14) . . ? C6A N2 Cu1 103.4(13) . . ? C6B N2 Cu1 107.7(11) . . ? C2 C1A C6A 120(2) . . ? C2 C1A N1 109.0(19) . . ? C6A C1A N1 103.7(19) . . ? N1 C1B C6B 105(2) . . ? C3 C2 C1A 110.6(18) . . ? C4A C3 C2 121(2) . . ? C3 C4A C5 110(2) . . ? C6A C5 C4A 129(2) . . ? C1B C6B N2 102(2) . . ? N2 C6A C5 123(2) . . ? N2 C6A C1A 108(2) . . ? C5 C6A C1A 100(2) . . ? N1 C7 C8 122.9(18) . . ? C9 C8 C13 118.6(16) . . ? C9 C8 C7 121.8(17) . . ? C13 C8 C7 119.5(16) . . ? C8 C9 C10 118.2(17) . . ? C8 C9 C14 119.2(19) . . ? C10 C9 C14 122.6(18) . . ? C11 C10 C9 124.7(18) . . ? C12 C11 C10 115.0(18) . . ? C12 C11 C15 125(2) . . ? C10 C11 C15 120(2) . . ? C11 C12 C13 125(2) . . ? C12 C13 C8 118.0(16) . . ? C12 C13 C16 119.5(18) . . ? C8 C13 C16 122.4(16) . . ? N2 C17 C18 121.9(18) . . ? C23 C18 C19 120.2(17) . . ? C23 C18 C17 120(2) . . ? C19 C18 C17 119.3(18) . . ? C20 C19 C18 117.1(18) . . ? C20 C19 C24 120(2) . . ? C18 C19 C24 122.6(17) . . ? C21 C20 C19 124(2) . . ? C20 C21 C22 117(2) . . ? C20 C21 C25 123(2) . . ? C22 C21 C25 120(2) . . ? C23 C22 C21 121.1(19) . . ? C18 C23 C22 121.0(19) . . ? C18 C23 C26 123(2) . . ? C22 C23 C26 116(2) . . ? C28 C27 Cu1 68.6(10) . . ? C27 C28 Cu1 70.0(11) . . ? 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 N2 Cu1 N1 C7 157.2(17) . . . . ? C28 Cu1 N1 C7 -31(3) . . . . ? C27 Cu1 N1 C7 -24.5(19) . . . . ? N2 Cu1 N1 C1B -39.7(15) . . . . ? C28 Cu1 N1 C1B 133(2) . . . . ? C27 Cu1 N1 C1B 138.7(16) . . . . ? N2 Cu1 N1 C1A -10.4(14) . . . . ? C28 Cu1 N1 C1A 162(2) . . . . ? C27 Cu1 N1 C1A 167.9(15) . . . . ? N1 Cu1 N2 C17 -152(2) . . . . ? C28 Cu1 N2 C17 31(2) . . . . ? C27 Cu1 N2 C17 32(3) . . . . ? N1 Cu1 N2 C6A 39.0(16) . . . . ? C28 Cu1 N2 C6A -137.7(17) . . . . ? C27 Cu1 N2 C6A -137(2) . . . . ? N1 Cu1 N2 C6B 7.1(13) . . . . ? C28 Cu1 N2 C6B -169.6(14) . . . . ? C27 Cu1 N2 C6B -169(2) . . . . ? C7 N1 C1A C2 44(3) . . . . ? C1B N1 C1A C2 -63(2) . . . . ? Cu1 N1 C1A C2 -146.7(16) . . . . ? C7 N1 C1A C6A 173(2) . . . . ? C1B N1 C1A C6A 66(3) . . . . ? Cu1 N1 C1A C6A -17(2) . . . . ? C7 N1 C1B C6B -130(2) . . . . ? C1A N1 C1B C6B -40(2) . . . . ? Cu1 N1 C1B C6B 65(2) . . . . ? C6A C1A C2 C3 44(4) . . . . ? N1 C1A C2 C3 163(2) . . . . ? C1A C2 C3 C4A 8(4) . . . . ? C2 C3 C4A C5 -34(4) . . . . ? C3 C4A C5 C6A 17(5) . . . . ? N1 C1B C6B N2 -57(2) . . . . ? C17 N2 C6B C1B -174(2) . . . . ? C6A N2 C6B C1B -63(3) . . . . ? Cu1 N2 C6B C1B 24(2) . . . . ? C17 N2 C6A C5 14(4) . . . . ? C6B N2 C6A C5 -74(3) . . . . ? Cu1 N2 C6A C5 -176(2) . . . . ? C17 N2 C6A C1A 130(3) . . . . ? C6B N2 C6A C1A 42(2) . . . . ? Cu1 N2 C6A C1A -60(3) . . . . ? C4A C5 C6A N2 144(3) . . . . ? C4A C5 C6A C1A 25(4) . . . . ? C2 C1A C6A N2 173(2) . . . . ? N1 C1A C6A N2 51(3) . . . . ? C2 C1A C6A C5 -57(4) . . . . ? N1 C1A C6A C5 -179(2) . . . . ? C1B N1 C7 C8 -164(2) . . . . ? C1A N1 C7 C8 162.9(19) . . . . ? Cu1 N1 C7 C8 -4(3) . . . . ? N1 C7 C8 C9 121(2) . . . . ? N1 C7 C8 C13 -62(3) . . . . ? C13 C8 C9 C10 3(2) . . . . ? C7 C8 C9 C10 -179.6(17) . . . . ? C13 C8 C9 C14 -179.1(16) . . . . ? C7 C8 C9 C14 -2(3) . . . . ? C8 C9 C10 C11 -2(3) . . . . ? C14 C9 C10 C11 179.9(18) . . . . ? C9 C10 C11 C12 0(3) . . . . ? C9 C10 C11 C15 179.4(19) . . . . ? C10 C11 C12 C13 2(3) . . . . ? C15 C11 C12 C13 -177.7(19) . . . . ? C11 C12 C13 C8 -1(3) . . . . ? C11 C12 C13 C16 -179.3(18) . . . . ? C9 C8 C13 C12 -1(2) . . . . ? C7 C8 C13 C12 -179.0(16) . . . . ? C9 C8 C13 C16 176.7(16) . . . . ? C7 C8 C13 C16 -1(3) . . . . ? C6A N2 C17 C18 158(2) . . . . ? C6B N2 C17 C18 -167(2) . . . . ? Cu1 N2 C17 C18 -9(4) . . . . ? N2 C17 C18 C23 -88(3) . . . . ? N2 C17 C18 C19 93(3) . . . . ? C23 C18 C19 C20 3(3) . . . . ? C17 C18 C19 C20 -178.3(16) . . . . ? C23 C18 C19 C24 -176.3(17) . . . . ? C17 C18 C19 C24 2(3) . . . . ? C18 C19 C20 C21 0(3) . . . . ? C24 C19 C20 C21 179.5(18) . . . . ? C19 C20 C21 C22 -3(3) . . . . ? C19 C20 C21 C25 179.8(18) . . . . ? C20 C21 C22 C23 3(3) . . . . ? C25 C21 C22 C23 -179.9(18) . . . . ? C19 C18 C23 C22 -3(3) . . . . ? C17 C18 C23 C22 178.1(17) . . . . ? C19 C18 C23 C26 178.4(17) . . . . ? C17 C18 C23 C26 0(3) . . . . ? C21 C22 C23 C18 0(3) . . . . ? C21 C22 C23 C26 178.8(17) . . . . ? N1 Cu1 C27 C28 -176.6(11) . . . . ? N2 Cu1 C27 C28 -1(3) . . . . ? N1 Cu1 C28 C27 8(3) . . . . ? N2 Cu1 C28 C27 179.5(11) . . . . ? _diffrn_measured_fraction_theta_max 0.787 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.787 _refine_diff_density_max 1.048 _refine_diff_density_min -0.666 _refine_diff_density_rms 0.158