Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_year ? _journal_page_first ? loop_ _publ_author_name 'Michael Hannon' 'N. Alcock' 'Guy Clarkson' 'Jacqueline Hamblin' 'Alexander Jackson' 'Floriana Tuna' _publ_contact_author_name 'Dr Michael Hannon' _publ_contact_author_address ; Department of Chemistry Univeristy of Warwick Gibbet Hill Road Coventry CV4 7AL UNITED KINGDOM ; _publ_contact_author_email M.J.HANNON@WARWICK.AC.UK _publ_section_title ; Metallo-supramolecular libaries: triangles, polymers and double-helicates assembled by copper(I) coordination to directly linked bis-pyridylimine ligands ; data_ft10tr _database_code_CSD 197156 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48.50 H39 Cu2 F12 N8 O P2' _chemical_formula_weight 1166.90 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' 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' O O 0.0106 0.0060 '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 Trigonal _symmetry_space_group_name_H-M P3(2)21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'y, x, -z' 'x-y, -y, -z+1/3' '-x, -x+y, -z+2/3' _cell_length_a 16.9903(10) _cell_length_b 16.9903(10) _cell_length_c 14.7009(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3675.2(5) _cell_formula_units_Z 3 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 7468 _cell_measurement_theta_min 3 _cell_measurement_theta_max 20 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1770 _exptl_absorpt_coefficient_mu 1.026 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6725 _exptl_absorpt_correction_T_max 0.9224 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 23499 _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_av_sigmaI/netI 0.0587 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 29.18 _reflns_number_total 6016 _reflns_number_gt 4551 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (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^)+(0.0697P)^2^+1.0561P] 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 SHELXL _refine_ls_extinction_coef 0.0198(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.010(16) _refine_ls_number_reflns 6016 _refine_ls_number_parameters 351 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0780 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1328 _refine_ls_wR_factor_gt 0.1145 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.32775(4) 0.0000 0.1667 0.03241(18) Uani 1 2 d S . . Cu2 Cu 0.58248(4) 0.0000 0.1667 0.0349(2) Uani 1 2 d S . . N1 N 0.3308(2) 0.0650(2) 0.2768(2) 0.0286(7) Uani 1 1 d . . . C2 C 0.2578(3) 0.0497(3) 0.3261(3) 0.0351(9) Uani 1 1 d . . . H2A H 0.1989 0.0071 0.3044 0.042 Uiso 1 1 calc R . . C3 C 0.2659(3) 0.0945(3) 0.4082(3) 0.0404(10) Uani 1 1 d . . . H3A H 0.2134 0.0816 0.4425 0.049 Uiso 1 1 calc R . . C4 C 0.3499(3) 0.1568(3) 0.4381(3) 0.0377(10) Uani 1 1 d . . . H4A H 0.3567 0.1879 0.4938 0.045 Uiso 1 1 calc R . . C5 C 0.4260(3) 0.1750(3) 0.3871(3) 0.0326(8) Uani 1 1 d . . . H5A H 0.4850 0.2195 0.4068 0.039 Uiso 1 1 calc R . . C6 C 0.4147(3) 0.1273(3) 0.3070(2) 0.0266(8) Uani 1 1 d . . . C7 C 0.4921(3) 0.1406(3) 0.2500(2) 0.0254(8) Uani 1 1 d . . . C8 C 0.5862(3) 0.1936(3) 0.2848(3) 0.0286(8) Uani 1 1 d . . . C9 C 0.6531(3) 0.2672(3) 0.2365(3) 0.0356(10) Uani 1 1 d . . . H9A H 0.6379 0.2851 0.1810 0.043 Uiso 1 1 calc R . . C10 C 0.7417(3) 0.3147(3) 0.2684(3) 0.0478(12) Uani 1 1 d . . . H10A H 0.7866 0.3654 0.2355 0.057 Uiso 1 1 calc R . . C11 C 0.7644(4) 0.2880(3) 0.3485(3) 0.0488(12) Uani 1 1 d . . . H11A H 0.8253 0.3196 0.3699 0.059 Uiso 1 1 calc R . . C12 C 0.6981(3) 0.2150(3) 0.3978(3) 0.0428(11) Uani 1 1 d . . . H12A H 0.7138 0.1967 0.4527 0.051 Uiso 1 1 calc R . . C13 C 0.6087(3) 0.1688(3) 0.3666(3) 0.0336(9) Uani 1 1 d . . . H13A H 0.5630 0.1202 0.4013 0.040 Uiso 1 1 calc R . . N14 N 0.4718(2) 0.1016(2) 0.1706(2) 0.0252(6) Uani 1 1 d . . . N15 N 0.5410(2) 0.0966(2) 0.12483(19) 0.0251(6) Uani 1 1 d . . . C16 C 0.5417(2) 0.1006(3) 0.0360(2) 0.0260(7) Uani 1 1 d . . . C17 C 0.6079(3) 0.0788(3) -0.0066(2) 0.0264(8) Uani 1 1 d . . . N18 N 0.6291(2) 0.0242(2) 0.0426(2) 0.0300(7) Uani 1 1 d . . . C19 C 0.6876(3) 0.0016(3) 0.0065(3) 0.0338(9) Uani 1 1 d . . . H19A H 0.7019 -0.0373 0.0403 0.041 Uiso 1 1 calc R . . C20 C 0.7280(3) 0.0321(3) -0.0772(3) 0.0361(9) Uani 1 1 d . . . H20A H 0.7692 0.0147 -0.1005 0.043 Uiso 1 1 calc R . . C21 C 0.7073(3) 0.0885(3) -0.1264(3) 0.0362(10) Uani 1 1 d . . . H21A H 0.7348 0.1111 -0.1840 0.043 Uiso 1 1 calc R . . C22 C 0.6465(3) 0.1119(3) -0.0915(2) 0.0314(9) Uani 1 1 d . . . H22A H 0.6311 0.1501 -0.1250 0.038 Uiso 1 1 calc R . . C23 C 0.4816(3) 0.1190(3) -0.0211(2) 0.0260(8) Uani 1 1 d . . . C24 C 0.4420(3) 0.0661(3) -0.0989(3) 0.0276(8) Uani 1 1 d . . . H24A H 0.4595 0.0235 -0.1177 0.033 Uiso 1 1 calc R . . C25 C 0.3778(3) 0.0751(3) -0.1487(3) 0.0341(9) Uani 1 1 d . . . H25A H 0.3509 0.0386 -0.2011 0.041 Uiso 1 1 calc R . . C26 C 0.3530(3) 0.1380(3) -0.1216(3) 0.0356(9) Uani 1 1 d . . . H26A H 0.3079 0.1433 -0.1547 0.043 Uiso 1 1 calc R . . C27 C 0.3932(3) 0.1925(3) -0.0472(3) 0.0378(10) Uani 1 1 d . . . H27A H 0.3775 0.2369 -0.0306 0.045 Uiso 1 1 calc R . . C28 C 0.4566(3) 0.1831(3) 0.0039(3) 0.0330(9) Uani 1 1 d . . . H28A H 0.4832 0.2202 0.0559 0.040 Uiso 1 1 calc R . . P10 P 0.46038(10) 0.46038(10) 0.0000 0.0323(3) Uani 1 2 d S . . F11 F 0.50850(18) 0.41057(19) 0.04706(17) 0.0418(6) Uani 1 1 d . . . F12 F 0.3664(2) 0.3664(2) 0.0000 0.0436(9) Uani 1 2 d S . . F13 F 0.5542(2) 0.5542(2) 0.0000 0.0551(11) Uani 1 2 d S . . F14 F 0.4363(2) 0.4840(2) 0.09783(16) 0.0479(7) Uani 1 1 d . . . P20 P 0.86900(13) 0.86900(13) 0.0000 0.0513(5) Uani 1 2 d S . . F21 F 0.8912(3) 0.8452(3) 0.0973(3) 0.0977(14) Uani 1 1 d . A . F22A F 0.8996(8) 0.9665(5) 0.0317(5) 0.172(7) Uani 0.849(16) 1 d P A 1 F23A F 0.7690(5) 0.8373(7) 0.0317(5) 0.151(5) Uani 0.849(16) 1 d P A 1 F22B F 0.9557(15) 0.9557(15) 0.0000 0.032(8) Uiso 0.151(16) 2 d SP A 2 F23B F 0.783(2) 0.783(2) 0.0000 0.062(11) Uiso 0.151(16) 2 d SP A 2 F24B F 0.8226(18) 0.9134(18) 0.0517(15) 0.050(9) Uiso 0.151(16) 1 d P A 2 O001 O 1.2001(11) 1.1321(11) 0.0912(10) 0.061(4) Uiso 0.25 1 d PD . . C001 C 1.1598(13) 1.1539(13) 0.0233(11) 0.047(5) Uiso 0.25 1 d PD . . O002 O 1.0781(6) 1.0000 0.1667 0.075(4) Uani 0.50 2 d SP . . 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 0.0336(3) 0.0321(4) 0.0310(3) -0.0089(3) -0.00446(15) 0.01607(19) Cu2 0.0359(3) 0.0463(5) 0.0260(3) 0.0086(3) 0.00430(16) 0.0232(2) N1 0.0318(17) 0.0274(16) 0.0268(16) -0.0029(13) 0.0010(14) 0.0150(14) C2 0.034(2) 0.036(2) 0.036(2) 0.0015(18) 0.0076(18) 0.0183(19) C3 0.051(3) 0.042(3) 0.036(2) 0.0044(19) 0.014(2) 0.029(2) C4 0.055(3) 0.043(3) 0.0237(19) -0.0022(17) 0.0049(19) 0.030(2) C5 0.042(2) 0.030(2) 0.0253(17) -0.0038(15) -0.0002(17) 0.0175(19) C6 0.031(2) 0.0244(18) 0.0228(17) -0.0014(14) -0.0033(15) 0.0123(16) C7 0.033(2) 0.0224(18) 0.0200(17) -0.0033(14) -0.0017(15) 0.0132(16) C8 0.034(2) 0.0262(19) 0.0234(17) -0.0040(15) -0.0001(16) 0.0132(17) C9 0.035(2) 0.032(2) 0.029(2) 0.0029(17) -0.0012(17) 0.0093(18) C10 0.038(2) 0.042(3) 0.043(2) 0.004(2) -0.003(2) 0.004(2) C11 0.037(3) 0.048(3) 0.049(3) -0.004(2) -0.012(2) 0.012(2) C12 0.038(3) 0.045(3) 0.037(2) -0.004(2) -0.012(2) 0.014(2) C13 0.035(2) 0.035(2) 0.0270(19) 0.0028(17) -0.0003(17) 0.0148(19) N14 0.0237(16) 0.0271(16) 0.0220(14) -0.0017(13) 0.0001(13) 0.0107(13) N15 0.0285(15) 0.0272(17) 0.0193(14) -0.0029(12) 0.0000(12) 0.0136(14) C16 0.0275(18) 0.0253(19) 0.0213(16) -0.0003(15) 0.0024(14) 0.0103(16) C17 0.027(2) 0.0290(19) 0.0205(17) -0.0009(15) -0.0002(14) 0.0120(16) N18 0.0306(17) 0.0363(19) 0.0271(16) 0.0022(14) 0.0020(14) 0.0198(16) C19 0.031(2) 0.043(2) 0.029(2) 0.0000(17) 0.0039(16) 0.0201(19) C20 0.033(2) 0.045(2) 0.033(2) -0.0079(18) 0.0035(18) 0.022(2) C21 0.032(2) 0.045(2) 0.0255(19) -0.0041(18) 0.0022(16) 0.0139(19) C22 0.032(2) 0.036(2) 0.0228(17) 0.0008(16) 0.0019(16) 0.0149(18) C23 0.031(2) 0.0263(19) 0.0195(16) 0.0027(15) 0.0025(15) 0.0135(16) C24 0.032(2) 0.027(2) 0.0242(17) 0.0010(15) 0.0006(15) 0.0154(17) C25 0.033(2) 0.034(2) 0.0282(19) 0.0031(16) -0.0009(17) 0.0121(19) C26 0.036(2) 0.041(2) 0.032(2) 0.0080(18) -0.0043(17) 0.020(2) C27 0.051(3) 0.040(2) 0.033(2) 0.0076(19) 0.006(2) 0.031(2) C28 0.042(2) 0.030(2) 0.0266(19) -0.0022(17) 0.0027(17) 0.0183(19) P10 0.0379(6) 0.0379(6) 0.0252(7) 0.0023(3) -0.0023(3) 0.0220(7) F11 0.0435(14) 0.0543(16) 0.0362(13) 0.0128(12) 0.0025(11) 0.0308(13) F12 0.0379(14) 0.0379(14) 0.055(2) 0.0006(9) -0.0006(9) 0.0188(17) F13 0.0462(16) 0.0462(16) 0.060(2) 0.0122(11) -0.0122(11) 0.0137(19) F14 0.069(2) 0.0621(17) 0.0288(12) -0.0057(12) -0.0056(12) 0.0450(16) P20 0.0587(9) 0.0587(9) 0.0401(9) 0.0000(4) 0.0000(4) 0.0321(10) F21 0.128(4) 0.109(3) 0.054(2) 0.021(2) -0.004(2) 0.057(3) F22A 0.305(18) 0.080(4) 0.151(7) -0.046(5) -0.087(9) 0.111(8) F23A 0.085(4) 0.244(14) 0.124(5) 0.035(7) 0.044(4) 0.082(7) O002 0.059(4) 0.112(10) 0.072(7) -0.053(7) -0.026(3) 0.056(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.946(3) . ? Cu1 N1 1.946(3) 5 ? Cu1 N14 2.179(3) . ? Cu1 N14 2.179(3) 5 ? Cu2 N18 1.949(3) 5 ? Cu2 N18 1.949(3) . ? Cu2 N15 2.174(3) 5 ? Cu2 N15 2.174(3) . ? N1 C2 1.344(5) . ? N1 C6 1.357(5) . ? C2 C3 1.396(6) . ? C3 C4 1.357(7) . ? C4 C5 1.389(6) . ? C5 C6 1.387(5) . ? C6 C7 1.480(5) . ? C7 N14 1.301(5) . ? C7 C8 1.478(6) . ? C8 C13 1.390(6) . ? C8 C9 1.392(6) . ? C9 C10 1.387(6) . ? C10 C11 1.384(7) . ? C11 C12 1.390(7) . ? C12 C13 1.394(6) . ? N14 N15 1.393(4) . ? N15 C16 1.308(4) . ? C16 C23 1.471(5) . ? C16 C17 1.487(5) . ? C17 N18 1.359(5) . ? C17 C22 1.391(5) . ? N18 C19 1.341(5) . ? C19 C20 1.377(5) . ? C20 C21 1.380(6) . ? C21 C22 1.377(6) . ? C23 C24 1.401(5) . ? C23 C28 1.401(5) . ? C24 C25 1.385(6) . ? C25 C26 1.388(6) . ? C26 C27 1.374(6) . ? C27 C28 1.386(6) . ? P10 F13 1.594(4) . ? P10 F12 1.596(4) . ? P10 F11 1.598(2) . ? P10 F11 1.598(2) 4 ? P10 F14 1.601(2) 4 ? P10 F14 1.601(2) . ? P20 F23B 1.45(4) . ? P20 F22B 1.47(3) . ? P20 F24B 1.54(2) 4 ? P20 F24B 1.54(2) . ? P20 F22A 1.540(6) 4 ? P20 F22A 1.540(6) . ? P20 F23A 1.574(6) 4 ? P20 F23A 1.574(6) . ? P20 F21 1.582(4) 4 ? P20 F21 1.582(4) . ? O001 C001 1.362(16) . ? C001 C001 0.71(3) 4 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 150.2(2) . 5 ? N1 Cu1 N14 80.08(13) . . ? N1 Cu1 N14 123.14(13) 5 . ? N1 Cu1 N14 123.14(13) . 5 ? N1 Cu1 N14 80.08(13) 5 5 ? N14 Cu1 N14 86.69(17) . 5 ? N18 Cu2 N18 144.95(19) 5 . ? N18 Cu2 N15 80.05(12) 5 5 ? N18 Cu2 N15 126.54(12) . 5 ? N18 Cu2 N15 126.54(12) 5 . ? N18 Cu2 N15 80.05(12) . . ? N15 Cu2 N15 90.87(16) 5 . ? C2 N1 C6 118.8(3) . . ? C2 N1 Cu1 125.3(3) . . ? C6 N1 Cu1 115.8(3) . . ? N1 C2 C3 122.0(4) . . ? C4 C3 C2 119.0(4) . . ? C3 C4 C5 119.8(4) . . ? C6 C5 C4 119.1(4) . . ? N1 C6 C5 121.3(4) . . ? N1 C6 C7 116.1(3) . . ? C5 C6 C7 122.6(4) . . ? N14 C7 C8 123.5(3) . . ? N14 C7 C6 116.2(3) . . ? C8 C7 C6 120.3(3) . . ? C13 C8 C9 119.3(4) . . ? C13 C8 C7 119.4(4) . . ? C9 C8 C7 121.3(3) . . ? C10 C9 C8 120.8(4) . . ? C11 C10 C9 119.8(4) . . ? C10 C11 C12 120.1(4) . . ? C11 C12 C13 120.0(4) . . ? C8 C13 C12 120.1(4) . . ? C7 N14 N15 116.6(3) . . ? C7 N14 Cu1 109.5(2) . . ? N15 N14 Cu1 125.9(2) . . ? C16 N15 N14 117.8(3) . . ? C16 N15 Cu2 108.9(3) . . ? N14 N15 Cu2 120.7(2) . . ? N15 C16 C23 126.2(3) . . ? N15 C16 C17 113.4(3) . . ? C23 C16 C17 120.3(3) . . ? N18 C17 C22 121.4(4) . . ? N18 C17 C16 115.9(3) . . ? C22 C17 C16 122.6(4) . . ? C19 N18 C17 118.2(3) . . ? C19 N18 Cu2 126.2(3) . . ? C17 N18 Cu2 115.1(3) . . ? N18 C19 C20 123.1(4) . . ? C19 C20 C21 118.6(4) . . ? C22 C21 C20 119.5(4) . . ? C21 C22 C17 119.2(4) . . ? C24 C23 C28 118.5(4) . . ? C24 C23 C16 119.4(3) . . ? C28 C23 C16 121.9(3) . . ? C25 C24 C23 120.8(4) . . ? C24 C25 C26 119.5(4) . . ? C27 C26 C25 120.5(4) . . ? C26 C27 C28 120.5(4) . . ? C27 C28 C23 120.2(4) . . ? F13 P10 F12 180.0 . . ? F13 P10 F11 90.51(11) . . ? F12 P10 F11 89.49(11) . . ? F13 P10 F11 90.51(11) . 4 ? F12 P10 F11 89.49(11) . 4 ? F11 P10 F11 179.0(2) . 4 ? F13 P10 F14 90.13(13) . 4 ? F12 P10 F14 89.87(13) . 4 ? F11 P10 F14 89.60(13) . 4 ? F11 P10 F14 90.39(13) 4 4 ? F13 P10 F14 90.13(13) . . ? F12 P10 F14 89.87(13) . . ? F11 P10 F14 90.39(13) . . ? F11 P10 F14 89.60(13) 4 . ? F14 P10 F14 179.7(3) 4 . ? F23B P20 F22B 180.000(5) . . ? F23B P20 F24B 89.4(10) . 4 ? F22B P20 F24B 90.6(10) . 4 ? F23B P20 F24B 89.4(10) . . ? F22B P20 F24B 90.6(10) . . ? F24B P20 F24B 179(2) 4 . ? F23B P20 F22A 135.0(4) . 4 ? F22B P20 F22A 45.0(4) . 4 ? F24B P20 F22A 45.7(9) 4 4 ? F24B P20 F22A 135.5(13) . 4 ? F23B P20 F22A 135.0(4) . . ? F22B P20 F22A 45.0(4) . . ? F24B P20 F22A 135.5(13) 4 . ? F24B P20 F22A 45.7(9) . . ? F22A P20 F22A 90.1(9) 4 . ? F23B P20 F23A 44.7(4) . 4 ? F22B P20 F23A 135.3(4) . 4 ? F24B P20 F23A 44.8(9) 4 4 ? F24B P20 F23A 133.9(13) . 4 ? F22A P20 F23A 90.2(5) 4 4 ? F22A P20 F23A 179.6(7) . 4 ? F23B P20 F23A 44.7(4) . . ? F22B P20 F23A 135.3(4) . . ? F24B P20 F23A 133.9(13) 4 . ? F24B P20 F23A 44.8(9) . . ? F22A P20 F23A 179.6(7) 4 . ? F22A P20 F23A 90.2(5) . . ? F23A P20 F23A 89.5(8) 4 . ? F23B P20 F21 89.49(19) . 4 ? F22B P20 F21 90.51(19) . 4 ? F24B P20 F21 85.7(8) 4 4 ? F24B P20 F21 94.3(8) . 4 ? F22A P20 F21 90.4(3) 4 4 ? F22A P20 F21 90.3(3) . 4 ? F23A P20 F21 89.9(3) 4 4 ? F23A P20 F21 89.3(3) . 4 ? F23B P20 F21 89.49(19) . . ? F22B P20 F21 90.51(19) . . ? F24B P20 F21 94.3(8) 4 . ? F24B P20 F21 85.7(8) . . ? F22A P20 F21 90.3(3) 4 . ? F22A P20 F21 90.4(3) . . ? F23A P20 F21 89.3(3) 4 . ? F23A P20 F21 89.9(3) . . ? F21 P20 F21 179.0(4) 4 . ? C001 C001 O001 151(4) 4 . ? _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 29.18 _diffrn_measured_fraction_theta_full 0.934 _refine_diff_density_max 0.556 _refine_diff_density_min -0.492 _refine_diff_density_rms 0.093 data_ft5 _database_code_CSD 197157 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H29 Cu2 F12 N11 P2' _chemical_formula_weight 960.66 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 Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 15.491(2) _cell_length_b 15.0327(19) _cell_length_c 16.746(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3899.6(9) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3037 _cell_measurement_theta_min 3 _cell_measurement_theta_max 15 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1928 _exptl_absorpt_coefficient_mu 1.270 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.44 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 17801 _diffrn_reflns_av_R_equivalents 0.1829 _diffrn_reflns_av_sigmaI/netI 0.1848 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 24.00 _reflns_number_total 5040 _reflns_number_gt 2452 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (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^)+(0.0238P)^2^+8.4600P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(3) _refine_ls_number_reflns 5040 _refine_ls_number_parameters 507 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1901 _refine_ls_R_factor_gt 0.0742 _refine_ls_wR_factor_ref 0.1417 _refine_ls_wR_factor_gt 0.1044 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.92950(9) 0.38230(11) 0.71148(10) 0.0485(5) Uani 1 1 d . . . N1 N 1.3438(7) 0.0277(7) 0.7556(6) 0.041(3) Uani 1 1 d . . . Cu2 Cu 1.24324(10) 0.38175(11) 0.80120(11) 0.0517(5) Uani 1 1 d . . . C2 C 1.3475(10) -0.0618(10) 0.7605(8) 0.050(4) Uani 1 1 d . . . H2A H 1.4000 -0.0914 0.7480 0.060 Uiso 1 1 calc R . . C3 C 1.2768(11) -0.1109(10) 0.7831(9) 0.060(5) Uani 1 1 d . . . H3A H 1.2824 -0.1737 0.7869 0.072 Uiso 1 1 calc R . . C4 C 1.2002(11) -0.0737(10) 0.8001(11) 0.066(5) Uani 1 1 d . . . H4A H 1.1516 -0.1084 0.8152 0.079 Uiso 1 1 calc R . . C5 C 1.1957(9) 0.0207(11) 0.7943(10) 0.060(4) Uani 1 1 d . . . H5A H 1.1429 0.0508 0.8042 0.072 Uiso 1 1 calc R . . C6 C 1.2674(9) 0.0673(10) 0.7746(8) 0.037(4) Uani 1 1 d . . . C7 C 1.2685(9) 0.1662(10) 0.7692(8) 0.042(4) Uani 1 1 d . . . H7A H 1.2196 0.2004 0.7844 0.050 Uiso 1 1 calc R . . N8 N 1.3350(7) 0.2027(8) 0.7443(6) 0.041(3) Uani 1 1 d . . . N9 N 1.3311(6) 0.2949(9) 0.7512(6) 0.041(3) Uani 1 1 d . . . C10 C 1.3993(8) 0.3370(10) 0.7242(9) 0.045(4) Uani 1 1 d . . . H10F H 1.4446 0.3054 0.6985 0.054 Uiso 1 1 calc R . . C11 C 1.4042(9) 0.4339(9) 0.7345(7) 0.040(4) Uani 1 1 d . . . C12 C 1.4734(8) 0.4818(10) 0.7098(10) 0.055(4) Uani 1 1 d . . . H12D H 1.5197 0.4546 0.6817 0.066 Uiso 1 1 calc R . . C13 C 1.4738(10) 0.5716(12) 0.7270(11) 0.073(5) Uani 1 1 d . . . H13A H 1.5217 0.6068 0.7111 0.087 Uiso 1 1 calc R . . C14 C 1.4061(12) 0.6109(12) 0.7667(10) 0.070(5) Uani 1 1 d . . . H14A H 1.4068 0.6726 0.7788 0.084 Uiso 1 1 calc R . . C15 C 1.3364(9) 0.5573(11) 0.7886(10) 0.062(5) Uani 1 1 d . . . H15A H 1.2893 0.5827 0.8169 0.074 Uiso 1 1 calc R . . N16 N 1.3351(7) 0.4688(9) 0.7699(7) 0.048(3) Uani 1 1 d . . . N101 N 0.9606(8) 0.4052(7) 0.5971(8) 0.046(3) Uani 1 1 d . . . C102 C 0.9116(11) 0.4172(10) 0.5341(12) 0.060(5) Uani 1 1 d . . . H10D H 0.8510 0.4170 0.5425 0.072 Uiso 1 1 calc R . . C103 C 0.9398(13) 0.4300(12) 0.4564(11) 0.078(5) Uani 1 1 d . . . H10E H 0.9003 0.4352 0.4132 0.094 Uiso 1 1 calc R . . C104 C 1.0255(14) 0.4349(12) 0.4449(11) 0.083(6) Uani 1 1 d . . . H10C H 1.0486 0.4453 0.3932 0.099 Uiso 1 1 calc R . . C105 C 1.0798(12) 0.4244(10) 0.5112(14) 0.079(6) Uani 1 1 d . . . H10B H 1.1406 0.4278 0.5045 0.095 Uiso 1 1 calc R . . C106 C 1.0464(11) 0.4093(9) 0.5847(10) 0.052(4) Uani 1 1 d . . . C107 C 1.0983(9) 0.3982(8) 0.6569(8) 0.032(4) Uani 1 1 d . . . H10A H 1.1594 0.4033 0.6551 0.038 Uiso 1 1 calc R . . N108 N 1.0589(6) 0.3815(6) 0.7230(8) 0.036(3) Uani 1 1 d . . . N109 N 1.1144(8) 0.3753(6) 0.7900(7) 0.040(3) Uani 1 1 d . . . C110 C 1.0732(9) 0.3619(8) 0.8545(10) 0.038(4) Uani 1 1 d . . . H11A H 1.0124 0.3539 0.8544 0.046 Uiso 1 1 calc R . . C111 C 1.1218(9) 0.3594(8) 0.9274(10) 0.039(4) Uani 1 1 d . . . C112 C 1.0847(11) 0.3462(9) 1.0015(11) 0.059(5) Uani 1 1 d . . . H11C H 1.0244 0.3357 1.0061 0.070 Uiso 1 1 calc R . . C113 C 1.1358(13) 0.3484(13) 1.0686(11) 0.087(6) Uani 1 1 d . . . H11D H 1.1112 0.3397 1.1200 0.105 Uiso 1 1 calc R . . C114 C 1.2220(13) 0.3632(14) 1.0608(12) 0.097(7) Uani 1 1 d . . . H11E H 1.2585 0.3665 1.1063 0.116 Uiso 1 1 calc R . . C115 C 1.2553(11) 0.3733(11) 0.9835(12) 0.077(5) Uani 1 1 d . . . H11B H 1.3156 0.3833 0.9783 0.092 Uiso 1 1 calc R . . N116 N 1.2084(7) 0.3700(7) 0.9167(7) 0.045(3) Uani 1 1 d . . . P10 P 1.1005(2) 0.6725(3) 0.7129(3) 0.0571(11) Uani 1 1 d . . . F11 F 1.1879(6) 0.6411(10) 0.6857(8) 0.176(7) Uani 1 1 d . . . F12 F 1.0096(6) 0.7058(7) 0.7362(8) 0.150(6) Uani 1 1 d . . . F13 F 1.1391(10) 0.7194(9) 0.7869(8) 0.196(7) Uani 1 1 d . . . F14 F 1.1120(7) 0.7595(7) 0.6622(7) 0.132(4) Uani 1 1 d . . . F15 F 1.0626(9) 0.6248(8) 0.6408(7) 0.152(5) Uani 1 1 d . . . F16 F 1.0862(9) 0.5879(6) 0.7668(7) 0.119(4) Uani 1 1 d . . . P20 P 0.6433(3) 0.3529(3) 0.5394(4) 0.0771(15) Uani 1 1 d . . . F21 F 0.7111(6) 0.3909(8) 0.4786(6) 0.119(4) Uani 1 1 d . . . F22 F 0.5742(7) 0.3166(7) 0.5984(8) 0.144(5) Uani 1 1 d . . . F23 F 0.6661(8) 0.4288(8) 0.5996(7) 0.149(5) Uani 1 1 d . . . F24 F 0.7154(7) 0.2936(10) 0.5776(8) 0.154(6) Uani 1 1 d . . . F25 F 0.6184(8) 0.2780(8) 0.4773(8) 0.157(5) Uani 1 1 d . . . F26 F 0.5729(7) 0.4137(8) 0.5005(9) 0.144(5) Uani 1 1 d . . . N20 N 0.8786(11) 0.3213(13) 0.9381(11) 0.119(7) Uani 1 1 d . . . C21 C 0.8169(14) 0.3421(13) 0.9701(12) 0.083(6) Uani 1 1 d . . . C22 C 0.7401(11) 0.3669(13) 1.0119(11) 0.111(8) Uani 1 1 d . . . H22A H 0.7427 0.4303 1.0255 0.166 Uiso 1 1 calc R . . H22B H 0.7351 0.3317 1.0609 0.166 Uiso 1 1 calc R . . H22C H 0.6897 0.3559 0.9778 0.166 Uiso 1 1 calc R . . N30 N 1.0352(12) 0.1510(12) 0.8739(11) 0.099(6) Uani 1 1 d . . . C31 C 1.0180(13) 0.1387(14) 0.9366(14) 0.075(6) Uani 1 1 d . . . C32 C 1.0023(7) 0.1167(11) 1.0194(6) 0.102(7) Uani 1 1 d . . . H32A H 0.9617 0.0668 1.0225 0.153 Uiso 1 1 calc R . . H32B H 0.9778 0.1684 1.0468 0.153 Uiso 1 1 calc R . . H32C H 1.0569 0.0999 1.0449 0.153 Uiso 1 1 calc R . . N40 N 1.3210(8) 0.4318(8) 0.5392(6) 0.167(9) Uani 1 1 d R . . C41 C 1.3506(6) 0.3675(9) 0.5165(7) 0.097(7) Uani 1 1 d R . . C42 C 1.3878(6) 0.2962(10) 0.4774(7) 0.123(8) Uani 1 1 d R . . H12A H 1.4423 0.3151 0.4529 0.185 Uiso 1 1 calc R . . H12B H 1.3485 0.2747 0.4358 0.185 Uiso 1 1 calc R . . H12C H 1.3991 0.2484 0.5157 0.185 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 0.0364(9) 0.0536(11) 0.0556(11) 0.0070(13) 0.0066(10) -0.0009(9) N1 0.053(8) 0.021(7) 0.050(8) -0.012(5) 0.003(6) 0.003(6) Cu2 0.0365(10) 0.0504(10) 0.0683(13) -0.0023(14) 0.0094(10) -0.0024(10) C2 0.056(10) 0.041(10) 0.052(10) -0.016(8) -0.017(8) 0.009(9) C3 0.078(12) 0.043(10) 0.059(13) 0.017(9) -0.002(10) -0.016(11) C4 0.065(12) 0.037(10) 0.096(14) 0.006(11) 0.012(12) -0.015(8) C5 0.040(9) 0.075(13) 0.065(12) -0.008(11) -0.014(9) 0.006(8) C6 0.031(9) 0.045(10) 0.036(10) -0.004(7) -0.005(8) 0.001(8) C7 0.031(9) 0.026(9) 0.068(12) -0.008(7) -0.008(8) 0.004(8) N8 0.029(7) 0.028(8) 0.067(10) 0.010(6) 0.005(6) -0.002(5) N9 0.028(7) 0.048(9) 0.049(8) -0.007(6) 0.008(6) -0.002(6) C10 0.034(9) 0.045(9) 0.056(11) 0.012(9) 0.003(9) 0.010(7) C11 0.031(8) 0.044(10) 0.046(12) 0.011(7) 0.015(9) -0.012(8) C12 0.045(9) 0.054(11) 0.064(11) -0.011(10) 0.005(10) -0.006(8) C13 0.053(10) 0.073(13) 0.092(16) 0.009(13) 0.020(12) -0.016(10) C14 0.071(11) 0.060(11) 0.081(13) 0.003(10) 0.008(10) 0.014(12) C15 0.037(9) 0.052(11) 0.096(14) 0.010(11) 0.009(10) 0.006(8) N16 0.031(7) 0.053(9) 0.060(9) 0.014(7) -0.005(6) -0.007(6) N101 0.043(8) 0.039(8) 0.055(10) 0.002(6) -0.008(8) 0.002(6) C102 0.062(12) 0.054(10) 0.065(13) -0.027(10) 0.000(11) 0.005(9) C103 0.083(15) 0.105(16) 0.046(14) -0.005(10) -0.006(12) 0.009(12) C104 0.101(16) 0.102(15) 0.045(13) 0.003(11) 0.016(13) 0.013(13) C105 0.072(14) 0.059(11) 0.106(18) -0.006(12) 0.034(14) 0.018(10) C106 0.074(13) 0.035(10) 0.047(11) -0.012(8) 0.027(11) 0.003(8) C107 0.029(8) 0.039(9) 0.029(9) 0.002(7) -0.004(7) -0.010(7) N108 0.037(6) 0.027(6) 0.044(9) -0.002(7) 0.008(7) 0.000(5) N109 0.070(8) 0.020(6) 0.031(8) 0.001(6) 0.007(8) 0.003(6) C110 0.034(8) 0.030(9) 0.051(11) -0.013(7) -0.001(9) -0.008(7) C111 0.040(9) 0.024(8) 0.051(11) -0.004(8) 0.016(9) -0.011(6) C112 0.061(12) 0.054(11) 0.061(12) 0.001(9) 0.003(11) -0.012(9) C113 0.083(15) 0.118(19) 0.060(14) 0.014(12) -0.008(13) 0.001(13) C114 0.074(15) 0.16(2) 0.059(15) -0.024(14) -0.004(12) -0.007(15) C115 0.058(12) 0.082(14) 0.089(16) -0.006(13) -0.020(13) 0.002(10) N116 0.036(7) 0.042(7) 0.057(10) 0.002(7) -0.003(7) -0.002(6) P10 0.057(3) 0.051(3) 0.064(3) 0.005(3) 0.005(3) 0.001(2) F11 0.081(7) 0.253(15) 0.193(15) 0.104(12) 0.063(8) 0.081(9) F12 0.098(7) 0.083(7) 0.268(17) 0.012(9) 0.089(9) 0.017(6) F13 0.283(19) 0.184(13) 0.123(12) -0.035(10) -0.033(11) -0.138(12) F14 0.163(10) 0.082(8) 0.150(10) 0.065(7) 0.046(8) 0.009(7) F15 0.229(14) 0.140(11) 0.087(9) -0.013(9) -0.070(10) 0.003(11) F16 0.218(11) 0.049(6) 0.089(8) 0.022(6) 0.020(8) -0.005(8) P20 0.060(3) 0.082(4) 0.090(4) -0.006(3) 0.004(3) -0.003(3) F21 0.088(8) 0.191(12) 0.078(8) 0.017(8) 0.013(6) -0.027(8) F22 0.121(9) 0.102(9) 0.208(14) 0.018(9) 0.095(10) -0.012(7) F23 0.180(12) 0.157(13) 0.111(10) -0.055(9) 0.036(9) -0.069(10) F24 0.105(9) 0.215(15) 0.142(11) 0.057(10) 0.000(8) 0.061(10) F25 0.199(12) 0.107(10) 0.165(13) -0.044(9) 0.017(10) -0.044(9) F26 0.083(8) 0.108(9) 0.242(16) 0.020(10) -0.035(9) 0.018(7) N20 0.088(13) 0.19(2) 0.078(14) 0.006(14) -0.003(11) -0.038(14) C21 0.088(17) 0.082(15) 0.081(16) -0.010(11) 0.009(13) -0.001(13) C22 0.087(14) 0.14(2) 0.100(18) 0.005(16) 0.031(13) 0.043(14) N30 0.107(14) 0.081(12) 0.108(16) -0.025(13) -0.019(13) 0.009(10) C31 0.075(14) 0.073(14) 0.076(16) -0.037(15) -0.006(15) 0.016(10) C32 0.087(15) 0.094(15) 0.13(2) -0.003(15) -0.015(14) 0.008(13) N40 0.146(18) 0.102(17) 0.25(3) -0.028(17) -0.038(16) 0.027(14) C41 0.111(18) 0.071(15) 0.111(19) 0.014(14) -0.031(13) -0.005(13) C42 0.140(19) 0.066(15) 0.16(2) -0.023(14) -0.021(16) 0.013(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N101 2.005(13) . ? Cu1 N108 2.014(10) . ? Cu1 N8 2.019(11) 3_455 ? Cu1 N1 2.035(11) 3_455 ? N1 C2 1.349(16) . ? N1 C6 1.362(15) . ? N1 Cu1 2.035(11) 3 ? Cu2 N16 2.003(11) . ? Cu2 N109 2.006(12) . ? Cu2 N116 2.016(12) . ? Cu2 N9 2.064(11) . ? C2 C3 1.374(18) . ? C3 C4 1.343(18) . ? C4 C5 1.424(18) . ? C5 C6 1.353(17) . ? C6 C7 1.491(17) . ? C7 N8 1.239(14) . ? N8 N9 1.393(13) . ? N8 Cu1 2.019(11) 3 ? N9 C10 1.311(14) . ? C10 C11 1.469(17) . ? C11 N16 1.332(15) . ? C11 C12 1.355(16) . ? C12 C13 1.380(19) . ? C13 C14 1.37(2) . ? C14 C15 1.40(2) . ? C15 N16 1.367(17) . ? N101 C102 1.313(18) . ? N101 C106 1.347(17) . ? C102 C103 1.39(2) . ? C103 C104 1.343(19) . ? C104 C105 1.40(2) . ? C105 C106 1.35(2) . ? C106 C107 1.462(19) . ? C107 N108 1.290(15) . ? N108 N109 1.417(13) . ? N109 C110 1.270(16) . ? C110 C111 1.435(19) . ? C111 N116 1.362(15) . ? C111 C112 1.383(19) . ? C112 C113 1.38(2) . ? C113 C114 1.36(2) . ? C114 C115 1.40(2) . ? C115 N116 1.335(19) . ? P10 F11 1.504(10) . ? P10 F15 1.522(11) . ? P10 F12 1.545(10) . ? P10 F13 1.547(12) . ? P10 F14 1.569(10) . ? P10 F16 1.575(9) . ? P20 F22 1.556(11) . ? P20 F23 1.563(12) . ? P20 F26 1.563(11) . ? P20 F24 1.567(11) . ? P20 F21 1.570(11) . ? P20 F25 1.581(11) . ? N20 C21 1.14(2) . ? C21 C22 1.43(2) . ? N30 C31 1.10(2) . ? C31 C32 1.45(3) . ? N40 C41 1.1344 . ? C41 C42 1.3818 . ? 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 N101 Cu1 N108 81.6(5) . . ? N101 Cu1 N8 122.9(5) . 3_455 ? N108 Cu1 N8 133.7(5) . 3_455 ? N101 Cu1 N1 113.0(4) . 3_455 ? N108 Cu1 N1 128.2(5) . 3_455 ? N8 Cu1 N1 81.3(4) 3_455 3_455 ? C2 N1 C6 117.3(13) . . ? C2 N1 Cu1 131.1(10) . 3 ? C6 N1 Cu1 111.2(9) . 3 ? N16 Cu2 N109 135.5(5) . . ? N16 Cu2 N116 119.9(5) . . ? N109 Cu2 N116 79.6(5) . . ? N16 Cu2 N9 80.7(5) . . ? N109 Cu2 N9 126.0(4) . . ? N116 Cu2 N9 120.7(4) . . ? N1 C2 C3 121.2(15) . . ? C4 C3 C2 122.6(15) . . ? C3 C4 C5 116.3(14) . . ? C6 C5 C4 119.5(14) . . ? C5 C6 N1 122.9(13) . . ? C5 C6 C7 122.7(14) . . ? N1 C6 C7 114.3(13) . . ? N8 C7 C6 118.1(13) . . ? C7 N8 N9 112.1(11) . . ? C7 N8 Cu1 114.5(10) . 3 ? N9 N8 Cu1 133.2(8) . 3 ? C10 N9 N8 114.6(11) . . ? C10 N9 Cu2 111.5(10) . . ? N8 N9 Cu2 133.8(8) . . ? N9 C10 C11 118.7(13) . . ? N16 C11 C12 124.2(13) . . ? N16 C11 C10 113.7(13) . . ? C12 C11 C10 122.2(14) . . ? C11 C12 C13 117.4(14) . . ? C14 C13 C12 121.2(15) . . ? C13 C14 C15 118.0(16) . . ? N16 C15 C14 120.8(14) . . ? C11 N16 C15 118.3(12) . . ? C11 N16 Cu2 115.4(10) . . ? C15 N16 Cu2 125.9(11) . . ? C102 N101 C106 116.1(15) . . ? C102 N101 Cu1 130.8(12) . . ? C106 N101 Cu1 113.1(11) . . ? N101 C102 C103 126.3(16) . . ? C104 C103 C102 117.0(17) . . ? C103 C104 C105 118.3(18) . . ? C106 C105 C104 120.6(18) . . ? N101 C106 C105 121.7(17) . . ? N101 C106 C107 114.2(14) . . ? C105 C106 C107 124.1(17) . . ? N108 C107 C106 118.2(14) . . ? C107 N108 N109 113.9(10) . . ? C107 N108 Cu1 112.8(11) . . ? N109 N108 Cu1 132.9(8) . . ? C110 N109 N108 112.2(12) . . ? C110 N109 Cu2 115.4(11) . . ? N108 N109 Cu2 132.4(8) . . ? N109 C110 C111 117.6(14) . . ? N116 C111 C112 123.0(15) . . ? N116 C111 C110 113.7(14) . . ? C112 C111 C110 123.3(14) . . ? C113 C112 C111 119.3(16) . . ? C114 C113 C112 119.5(18) . . ? C113 C114 C115 117.9(18) . . ? N116 C115 C114 124.7(17) . . ? C115 N116 C111 115.5(14) . . ? C115 N116 Cu2 130.9(12) . . ? C111 N116 Cu2 113.6(10) . . ? F11 P10 F15 87.7(8) . . ? F11 P10 F12 177.0(8) . . ? F15 P10 F12 90.1(8) . . ? F11 P10 F13 92.1(8) . . ? F15 P10 F13 179.0(8) . . ? F12 P10 F13 90.1(8) . . ? F11 P10 F14 89.8(6) . . ? F15 P10 F14 90.4(7) . . ? F12 P10 F14 88.3(6) . . ? F13 P10 F14 90.5(7) . . ? F11 P10 F16 92.7(7) . . ? F15 P10 F16 91.1(6) . . ? F12 P10 F16 89.3(7) . . ? F13 P10 F16 87.9(7) . . ? F14 P10 F16 177.1(7) . . ? F22 P20 F23 90.1(7) . . ? F22 P20 F26 89.4(7) . . ? F23 P20 F26 90.0(8) . . ? F22 P20 F24 91.8(7) . . ? F23 P20 F24 89.4(8) . . ? F26 P20 F24 178.7(8) . . ? F22 P20 F21 178.6(8) . . ? F23 P20 F21 90.0(6) . . ? F26 P20 F21 89.2(7) . . ? F24 P20 F21 89.6(6) . . ? F22 P20 F25 90.1(7) . . ? F23 P20 F25 178.4(8) . . ? F26 P20 F25 88.5(7) . . ? F24 P20 F25 92.1(8) . . ? F21 P20 F25 89.8(7) . . ? N20 C21 C22 179(2) . . ? N30 C31 C32 174(3) . . ? N40 C41 C42 170.8 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.352 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.081 data_ft8 _database_code_CSD 197158 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H53 Cu3 F18 N14 O0.50 P3' _chemical_formula_weight 1459.57 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.3610(15) _cell_length_b 12.6347(13) _cell_length_c 21.7155(13) _cell_angle_alpha 97.193(10) _cell_angle_beta 102.657(11) _cell_angle_gamma 110.031(11) _cell_volume 3033.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3531 _cell_measurement_theta_min 3 _cell_measurement_theta_max 15 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1474 _exptl_absorpt_coefficient_mu 1.224 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.71 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 14388 _diffrn_reflns_av_R_equivalents 0.0843 _diffrn_reflns_av_sigmaI/netI 0.2260 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 24.00 _reflns_number_total 9321 _reflns_number_gt 4099 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (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^)+(0.0569P)^2^+0.0000P] 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 9321 _refine_ls_number_parameters 786 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1933 _refine_ls_R_factor_gt 0.0751 _refine_ls_wR_factor_ref 0.1717 _refine_ls_wR_factor_gt 0.1280 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.943 _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 -0.79462(12) 0.24586(10) 0.76362(6) 0.0307(4) Uani 1 1 d . . . N01 N 0.6749(9) 0.0512(8) 0.4991(4) 0.051(3) Uani 1 1 d . . . Cu2 Cu -0.63081(11) 0.62120(10) 0.74951(6) 0.0272(3) Uani 1 1 d . . . N02 N -0.0870(9) 0.5851(9) 0.7311(5) 0.057(3) Uani 1 1 d . . . Cu3 Cu -0.41152(11) 0.40582(10) 0.75354(6) 0.0279(3) Uani 1 1 d . . . C011 C 0.6306(11) -0.0285(11) 0.5180(5) 0.042(3) Uani 1 1 d . . . C012 C 0.5773(10) -0.1300(9) 0.5414(5) 0.051(3) Uani 1 1 d . . . H12A H 0.6267 -0.1234 0.5848 0.076 Uiso 1 1 calc R . . H12B H 0.5722 -0.1983 0.5121 0.076 Uiso 1 1 calc R . . H12C H 0.4965 -0.1375 0.5433 0.076 Uiso 1 1 calc R . . C021 C -0.0652(11) 0.6703(12) 0.7173(5) 0.047(4) Uani 1 1 d . . . C022 C -0.0302(13) 0.7825(11) 0.7015(6) 0.084(5) Uani 1 1 d . . . H02D H -0.0368 0.8379 0.7348 0.126 Uiso 1 1 calc R . . H02E H -0.0829 0.7780 0.6595 0.126 Uiso 1 1 calc R . . H02F H 0.0530 0.8078 0.6994 0.126 Uiso 1 1 calc R . . N101 N -0.8832(7) 0.1221(6) 0.6835(4) 0.0215(19) Uani 1 1 d . . . C102 C -1.0007(10) 0.0724(8) 0.6532(5) 0.034(3) Uani 1 1 d . . . H10C H -1.0530 0.0973 0.6718 0.041 Uiso 1 1 calc R . . C103 C -1.0515(10) -0.0125(8) 0.5970(5) 0.040(3) Uani 1 1 d . . . H10D H -1.1358 -0.0449 0.5778 0.049 Uiso 1 1 calc R . . C104 C -0.9759(10) -0.0486(8) 0.5697(5) 0.036(3) Uani 1 1 d . . . H10A H -1.0067 -0.1059 0.5307 0.044 Uiso 1 1 calc R . . C105 C -0.8530(9) 0.0011(8) 0.6006(5) 0.030(3) Uani 1 1 d . . . H10H H -0.7993 -0.0226 0.5826 0.036 Uiso 1 1 calc R . . C106 C -0.8098(9) 0.0831(8) 0.6563(5) 0.027(3) Uani 1 1 d . . . C107 C -0.6818(9) 0.1379(7) 0.6910(5) 0.021(2) Uani 1 1 d . . . C108 C -0.5890(9) 0.1067(8) 0.6664(5) 0.040(3) Uani 1 1 d . . . H10E H -0.5093 0.1507 0.6966 0.059 Uiso 1 1 calc R . . H10F H -0.5901 0.1251 0.6238 0.059 Uiso 1 1 calc R . . H10G H -0.6073 0.0239 0.6628 0.059 Uiso 1 1 calc R . . N109 N -0.6532(7) 0.2137(6) 0.7433(4) 0.0219(19) Uani 1 1 d . . . N110 N -0.5302(7) 0.2745(6) 0.7775(4) 0.025(2) Uani 1 1 d . . . C111 C -0.4899(10) 0.2416(8) 0.8289(5) 0.032(3) Uani 1 1 d . . . C112 C -0.5619(10) 0.1425(9) 0.8532(5) 0.053(3) Uani 1 1 d . . . H11B H -0.6475 0.1204 0.8322 0.079 Uiso 1 1 calc R . . H11C H -0.5463 0.1656 0.9001 0.079 Uiso 1 1 calc R . . H11D H -0.5390 0.0767 0.8433 0.079 Uiso 1 1 calc R . . C113 C -0.3611(9) 0.3095(8) 0.8627(5) 0.026(3) Uani 1 1 d . . . C114 C -0.2985(10) 0.2845(8) 0.9160(5) 0.036(3) Uani 1 1 d . . . H11E H -0.3373 0.2205 0.9328 0.043 Uiso 1 1 calc R . . C115 C -0.1813(11) 0.3520(10) 0.9440(5) 0.050(3) Uani 1 1 d . . . H11A H -0.1379 0.3366 0.9813 0.059 Uiso 1 1 calc R . . C116 C -0.1257(10) 0.4421(9) 0.9187(5) 0.044(3) Uani 1 1 d . . . H11F H -0.0439 0.4910 0.9380 0.053 Uiso 1 1 calc R . . C117 C -0.1932(10) 0.4599(9) 0.8633(5) 0.033(3) Uani 1 1 d . . . H11H H -0.1548 0.5208 0.8443 0.039 Uiso 1 1 calc R . . N118 N -0.3065(8) 0.3969(7) 0.8364(4) 0.026(2) Uani 1 1 d . . . N201 N -0.7399(7) 0.6382(7) 0.6704(4) 0.024(2) Uani 1 1 d . . . C202 C -0.7139(10) 0.7219(9) 0.6361(5) 0.036(3) Uani 1 1 d . . . H20F H -0.6351 0.7797 0.6481 0.044 Uiso 1 1 calc R . . C203 C -0.7996(11) 0.7249(9) 0.5837(5) 0.037(3) Uani 1 1 d . . . H20B H -0.7787 0.7834 0.5599 0.045 Uiso 1 1 calc R . . C204 C -0.9122(11) 0.6454(10) 0.5666(5) 0.043(3) Uani 1 1 d . . . H20G H -0.9714 0.6483 0.5314 0.052 Uiso 1 1 calc R . . C205 C -0.9414(10) 0.5584(9) 0.6012(5) 0.034(3) Uani 1 1 d . . . H20A H -1.0205 0.5014 0.5897 0.041 Uiso 1 1 calc R . . C206 C -0.8530(10) 0.5563(9) 0.6526(5) 0.030(3) Uani 1 1 d . . . C207 C -0.8752(9) 0.4695(8) 0.6928(5) 0.027(3) Uani 1 1 d . . . C208 C -0.9933(9) 0.3727(8) 0.6763(5) 0.034(3) Uani 1 1 d . . . H20C H -0.9886 0.3177 0.7038 0.051 Uiso 1 1 calc R . . H20D H -1.0153 0.3338 0.6308 0.051 Uiso 1 1 calc R . . H20E H -1.0541 0.4026 0.6833 0.051 Uiso 1 1 calc R . . N209 N -0.7848(7) 0.4882(6) 0.7431(4) 0.023(2) Uani 1 1 d . . . N210 N -0.8021(7) 0.4052(6) 0.7812(4) 0.0214(19) Uani 1 1 d . . . C211 C -0.8229(9) 0.4327(8) 0.8345(5) 0.031(3) Uani 1 1 d . . . C212 C -0.8337(11) 0.5458(8) 0.8565(5) 0.060(4) Uani 1 1 d . . . H21F H -0.7812 0.6063 0.8402 0.090 Uiso 1 1 calc R . . H21G H -0.8099 0.5665 0.9039 0.090 Uiso 1 1 calc R . . H21H H -0.9170 0.5382 0.8398 0.090 Uiso 1 1 calc R . . C213 C -0.8416(9) 0.3449(9) 0.8745(5) 0.033(3) Uani 1 1 d . . . C214 C -0.8637(11) 0.3604(9) 0.9331(5) 0.052(4) Uani 1 1 d . . . H21E H -0.8605 0.4336 0.9524 0.062 Uiso 1 1 calc R . . C215 C -0.8910(12) 0.2697(11) 0.9651(6) 0.064(4) Uani 1 1 d . . . H21D H -0.9074 0.2791 1.0057 0.076 Uiso 1 1 calc R . . C216 C -0.8930(10) 0.1674(10) 0.9357(6) 0.051(3) Uani 1 1 d . . . H21B H -0.9150 0.1020 0.9544 0.061 Uiso 1 1 calc R . . C217 C -0.8627(10) 0.1595(9) 0.8781(5) 0.043(3) Uani 1 1 d . . . H21A H -0.8603 0.0883 0.8597 0.052 Uiso 1 1 calc R . . N218 N -0.8368(7) 0.2442(7) 0.8467(4) 0.029(2) Uani 1 1 d . . . N301 N -0.3696(7) 0.3886(6) 0.6703(3) 0.026(2) Uani 1 1 d . . . C302 C -0.3281(8) 0.3121(8) 0.6449(5) 0.031(3) Uani 1 1 d . . . H30C H -0.3205 0.2546 0.6678 0.038 Uiso 1 1 calc R . . C303 C -0.2967(9) 0.3124(9) 0.5888(5) 0.035(3) Uani 1 1 d . . . H30B H -0.2695 0.2559 0.5725 0.042 Uiso 1 1 calc R . . C304 C -0.3056(9) 0.3973(9) 0.5561(5) 0.036(3) Uani 1 1 d . . . H30D H -0.2842 0.4002 0.5167 0.043 Uiso 1 1 calc R . . C305 C -0.3463(9) 0.4786(8) 0.5812(5) 0.029(3) Uani 1 1 d . . . H30A H -0.3519 0.5382 0.5596 0.035 Uiso 1 1 calc R . . C306 C -0.3775(8) 0.4715(8) 0.6367(4) 0.022(2) Uani 1 1 d . . . C307 C -0.4134(8) 0.5588(7) 0.6696(4) 0.018(2) Uani 1 1 d . . . C308 C -0.4321(9) 0.6511(8) 0.6366(4) 0.033(3) Uani 1 1 d . . . H30E H -0.5129 0.6494 0.6339 0.050 Uiso 1 1 calc R . . H30F H -0.4231 0.6376 0.5929 0.050 Uiso 1 1 calc R . . H30G H -0.3725 0.7267 0.6613 0.050 Uiso 1 1 calc R . . N309 N -0.4274(6) 0.5473(6) 0.7251(4) 0.0185(19) Uani 1 1 d . . . N310 N -0.4617(7) 0.6260(6) 0.7600(4) 0.0219(19) Uani 1 1 d . . . C311 C -0.3780(9) 0.7070(8) 0.8055(4) 0.024(2) Uani 1 1 d . . . C312 C -0.2468(9) 0.7302(9) 0.8214(5) 0.041(3) Uani 1 1 d . . . H31E H -0.2340 0.6700 0.7943 0.061 Uiso 1 1 calc R . . H31F H -0.2169 0.7301 0.8671 0.061 Uiso 1 1 calc R . . H31G H -0.2036 0.8057 0.8132 0.061 Uiso 1 1 calc R . . C313 C -0.4206(9) 0.7823(8) 0.8442(5) 0.027(3) Uani 1 1 d . . . C314 C -0.3459(9) 0.8703(8) 0.8954(5) 0.038(3) Uani 1 1 d . . . H31D H -0.2619 0.8880 0.9066 0.045 Uiso 1 1 calc R . . C315 C -0.3920(11) 0.9339(9) 0.9311(5) 0.046(3) Uani 1 1 d . . . H31A H -0.3406 0.9950 0.9670 0.055 Uiso 1 1 calc R . . C316 C -0.5119(11) 0.9069(9) 0.9137(5) 0.039(3) Uani 1 1 d . . . H31H H -0.5461 0.9483 0.9376 0.047 Uiso 1 1 calc R . . C317 C -0.5836(9) 0.8194(8) 0.8611(5) 0.029(3) Uani 1 1 d . . . H31B H -0.6672 0.8034 0.8482 0.035 Uiso 1 1 calc R . . N318 N -0.5401(7) 0.7549(6) 0.8269(4) 0.029(2) Uani 1 1 d . . . C001 C 0.497(3) 0.519(3) 0.9085(15) 0.078(10) Uiso 0.50 1 d P A -1 H00G H 0.4274 0.4992 0.8709 0.117 Uiso 0.50 1 calc PR A -1 H00H H 0.5638 0.5106 0.8941 0.117 Uiso 0.50 1 calc PR A -1 H00I H 0.5205 0.5996 0.9309 0.117 Uiso 0.50 1 calc PR A -1 C002 C 0.470(7) 0.454(7) 0.946(3) 0.33(4) Uiso 0.50 1 d PD A -1 H00F H 0.4336 0.3742 0.9198 0.394 Uiso 0.50 1 calc PR A -1 H00J H 0.4060 0.4693 0.9615 0.394 Uiso 0.50 1 calc PR A -1 O003 O 0.549(3) 0.455(4) 0.996(3) 0.253(19) Uiso 0.50 1 d PD A -1 C004 C 0.492(4) 0.386(3) 1.0280(19) 0.148(15) Uiso 0.50 1 d PD A -1 H00D H 0.5485 0.3634 1.0580 0.177 Uiso 0.50 1 calc PR A -1 H00E H 0.4294 0.3160 0.9979 0.177 Uiso 0.50 1 calc PR A -1 C005 C 0.438(4) 0.450(4) 1.064(2) 0.147(19) Uiso 0.50 1 d P A -1 H00A H 0.3907 0.3997 1.0876 0.221 Uiso 0.50 1 calc PR A -1 H00B H 0.3856 0.4756 1.0341 0.221 Uiso 0.50 1 calc PR A -1 H00C H 0.5014 0.5176 1.0952 0.221 Uiso 0.50 1 calc PR A -1 P10 P 0.2517(3) 0.3317(2) 0.54891(14) 0.0360(8) Uani 1 1 d . . . F11 F 0.2478(7) 0.2033(6) 0.5405(3) 0.081(2) Uani 1 1 d . . . F12 F 0.2509(8) 0.4570(5) 0.5542(3) 0.090(3) Uani 1 1 d . . . F13 F 0.1234(6) 0.2838(6) 0.5619(3) 0.073(2) Uani 1 1 d . . . F14 F 0.3774(5) 0.3773(5) 0.5336(3) 0.0597(19) Uani 1 1 d . . . F15 F 0.3135(7) 0.3575(6) 0.6234(3) 0.095(3) Uani 1 1 d . . . F16 F 0.1879(6) 0.3043(5) 0.4729(3) 0.066(2) Uani 1 1 d . . . P20 P 0.1228(3) 0.8403(2) 0.91020(13) 0.0292(7) Uani 1 1 d . . . F21 F 0.1123(5) 0.8959(5) 0.9777(3) 0.0551(18) Uani 1 1 d . . . F22 F 0.1351(5) 0.7845(5) 0.8436(3) 0.0457(16) Uani 1 1 d . . . F23 F 0.0244(5) 0.8810(5) 0.8717(3) 0.0515(18) Uani 1 1 d . . . F24 F 0.2249(5) 0.8001(5) 0.9486(2) 0.0402(16) Uani 1 1 d . . . F25 F 0.2275(5) 0.9600(4) 0.9116(3) 0.0469(17) Uani 1 1 d . . . F26 F 0.0221(5) 0.7204(4) 0.9103(3) 0.0457(17) Uani 1 1 d . . . P30 P 0.7207(4) 1.0355(3) 0.74047(18) 0.0577(11) Uani 1 1 d . . . F31 F 0.6820(12) 1.0585(7) 0.6727(4) 0.156(5) Uani 1 1 d . . . F32 F 0.7657(10) 1.0131(8) 0.8067(4) 0.140(4) Uani 1 1 d . . . F33 F 0.8424(9) 1.1376(7) 0.7530(5) 0.138(4) Uani 1 1 d . . . F34 F 0.7703(8) 0.9475(6) 0.7071(5) 0.121(3) Uani 1 1 d . . . F35 F 0.5992(8) 0.9302(7) 0.7267(5) 0.127(4) Uani 1 1 d . . . F36 F 0.6694(7) 1.1225(7) 0.7684(4) 0.108(3) 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 0.0364(9) 0.0230(8) 0.0390(8) 0.0049(6) 0.0145(7) 0.0173(7) N01 0.067(8) 0.035(7) 0.065(7) 0.015(5) 0.037(6) 0.025(6) Cu2 0.0204(8) 0.0242(8) 0.0350(8) 0.0046(6) 0.0021(7) 0.0103(6) N02 0.038(7) 0.054(8) 0.066(8) -0.002(6) 0.013(6) 0.009(6) Cu3 0.0299(9) 0.0247(8) 0.0339(8) 0.0135(6) 0.0067(7) 0.0152(6) C011 0.053(9) 0.043(8) 0.034(7) -0.003(6) 0.009(7) 0.028(7) C012 0.055(9) 0.039(8) 0.070(9) 0.027(7) 0.025(8) 0.022(7) C021 0.054(10) 0.065(10) 0.040(8) 0.017(8) 0.021(7) 0.038(9) C022 0.117(15) 0.081(11) 0.061(10) 0.034(8) 0.022(10) 0.042(10) N101 0.009(5) 0.016(5) 0.035(5) 0.002(4) 0.002(4) 0.003(4) C102 0.026(8) 0.020(6) 0.063(8) 0.006(6) 0.015(7) 0.015(6) C103 0.017(7) 0.027(7) 0.055(8) -0.006(6) 0.000(6) -0.007(5) C104 0.044(9) 0.021(6) 0.035(7) 0.000(5) 0.008(7) 0.006(6) C105 0.024(7) 0.030(7) 0.032(7) 0.005(5) 0.005(6) 0.008(5) C106 0.027(7) 0.017(6) 0.032(7) 0.004(5) 0.006(6) 0.005(5) C107 0.022(7) 0.006(5) 0.032(6) 0.007(5) 0.001(5) 0.005(5) C108 0.030(7) 0.039(7) 0.052(7) -0.011(5) 0.007(6) 0.025(6) N109 0.026(6) 0.013(5) 0.029(5) 0.013(4) 0.003(4) 0.010(4) N110 0.025(6) 0.017(5) 0.036(5) 0.001(4) 0.009(5) 0.013(4) C111 0.036(8) 0.031(7) 0.032(7) 0.012(5) 0.007(6) 0.018(6) C112 0.046(9) 0.043(8) 0.066(9) 0.040(7) 0.005(7) 0.010(7) C113 0.031(7) 0.019(6) 0.030(6) 0.007(5) 0.009(6) 0.010(5) C114 0.033(8) 0.022(6) 0.043(7) 0.017(5) -0.001(6) 0.003(6) C115 0.041(9) 0.050(8) 0.055(8) 0.024(7) 0.002(7) 0.017(7) C116 0.027(8) 0.048(8) 0.050(8) 0.021(6) 0.002(7) 0.008(6) C117 0.034(8) 0.029(7) 0.037(7) 0.012(5) 0.013(6) 0.010(6) N118 0.030(6) 0.021(5) 0.027(5) 0.004(4) 0.003(5) 0.013(4) N201 0.022(6) 0.028(5) 0.030(5) 0.009(4) 0.009(4) 0.018(4) C202 0.056(9) 0.033(7) 0.043(7) 0.018(6) 0.031(7) 0.032(6) C203 0.048(9) 0.035(7) 0.043(8) 0.014(6) 0.009(7) 0.032(7) C204 0.040(9) 0.055(8) 0.042(7) 0.014(6) 0.003(7) 0.031(7) C205 0.029(7) 0.043(7) 0.037(7) 0.016(6) 0.006(6) 0.020(6) C206 0.026(7) 0.032(7) 0.034(7) 0.003(5) 0.007(6) 0.015(6) C207 0.024(7) 0.027(6) 0.041(7) 0.006(5) 0.018(6) 0.016(5) C208 0.020(7) 0.032(7) 0.045(7) 0.008(5) -0.001(6) 0.010(5) N209 0.031(6) 0.017(5) 0.029(5) 0.007(4) 0.008(5) 0.017(4) N210 0.014(5) 0.022(5) 0.028(5) 0.009(4) 0.004(4) 0.006(4) C211 0.044(8) 0.028(6) 0.031(7) 0.011(5) 0.014(6) 0.020(6) C212 0.110(12) 0.033(7) 0.094(10) 0.045(7) 0.080(9) 0.054(8) C213 0.048(8) 0.041(7) 0.042(7) 0.032(6) 0.037(6) 0.031(6) C214 0.084(11) 0.039(8) 0.075(9) 0.036(7) 0.055(8) 0.046(7) C215 0.106(12) 0.076(10) 0.057(9) 0.033(8) 0.063(9) 0.062(9) C216 0.066(10) 0.050(8) 0.068(9) 0.041(7) 0.039(8) 0.038(7) C217 0.068(9) 0.019(6) 0.063(8) 0.016(6) 0.032(7) 0.030(6) N218 0.032(6) 0.019(5) 0.043(6) 0.011(4) 0.013(5) 0.014(4) N301 0.024(5) 0.021(5) 0.032(5) 0.003(4) -0.003(4) 0.013(4) C302 0.023(7) 0.040(7) 0.041(7) 0.010(5) 0.004(6) 0.025(6) C303 0.030(7) 0.038(7) 0.043(7) 0.002(6) 0.007(6) 0.026(6) C304 0.027(7) 0.053(8) 0.030(7) 0.004(6) 0.014(6) 0.017(6) C305 0.027(7) 0.028(6) 0.036(7) 0.009(5) 0.014(6) 0.011(5) C306 0.022(6) 0.022(6) 0.025(6) 0.006(5) 0.011(5) 0.008(5) C307 0.016(6) 0.018(5) 0.026(6) 0.010(5) 0.011(5) 0.009(5) C308 0.044(8) 0.029(6) 0.035(6) 0.015(5) 0.006(6) 0.025(6) N309 0.016(5) 0.016(4) 0.032(5) 0.011(4) 0.013(4) 0.011(4) N310 0.024(5) 0.025(5) 0.031(5) 0.014(4) 0.014(5) 0.021(4) C311 0.020(7) 0.023(6) 0.021(6) 0.000(5) -0.005(5) 0.008(5) C312 0.021(7) 0.042(7) 0.059(8) -0.003(6) 0.000(6) 0.022(6) C313 0.025(7) 0.018(6) 0.038(7) 0.005(5) 0.010(6) 0.008(5) C314 0.015(7) 0.037(7) 0.049(8) -0.011(6) -0.006(6) 0.011(6) C315 0.053(10) 0.041(8) 0.029(7) -0.007(5) 0.005(7) 0.010(7) C316 0.042(9) 0.041(8) 0.032(7) -0.002(6) 0.012(7) 0.017(7) C317 0.021(7) 0.033(7) 0.040(7) 0.009(6) 0.010(6) 0.017(6) N318 0.024(6) 0.027(5) 0.037(5) 0.009(4) 0.009(5) 0.011(4) P10 0.035(2) 0.0291(18) 0.042(2) 0.0090(14) 0.0080(17) 0.0112(15) F11 0.117(7) 0.054(5) 0.119(6) 0.054(4) 0.069(6) 0.056(5) F12 0.156(8) 0.049(5) 0.112(6) 0.034(4) 0.075(6) 0.066(5) F13 0.059(5) 0.088(5) 0.076(5) 0.024(4) 0.039(5) 0.018(4) F14 0.032(4) 0.080(5) 0.078(5) 0.045(4) 0.019(4) 0.022(4) F15 0.099(7) 0.092(6) 0.046(5) 0.016(4) -0.004(5) -0.009(5) F16 0.065(5) 0.066(5) 0.037(4) 0.008(3) -0.002(4) -0.002(4) P20 0.0222(18) 0.0267(17) 0.0398(19) 0.0080(14) 0.0063(15) 0.0118(14) F21 0.055(5) 0.053(4) 0.064(5) -0.002(3) 0.033(4) 0.023(4) F22 0.054(5) 0.048(4) 0.040(4) 0.010(3) 0.013(3) 0.026(3) F23 0.027(4) 0.037(4) 0.086(5) 0.018(3) -0.003(4) 0.018(3) F24 0.047(4) 0.040(4) 0.042(4) 0.017(3) 0.004(3) 0.029(3) F25 0.034(4) 0.030(4) 0.077(5) 0.020(3) 0.010(4) 0.012(3) F26 0.041(4) 0.024(3) 0.066(4) 0.011(3) 0.017(4) 0.004(3) P30 0.070(3) 0.062(3) 0.076(3) 0.035(2) 0.040(2) 0.048(2) F31 0.354(17) 0.094(7) 0.059(6) 0.025(5) 0.047(8) 0.135(9) F32 0.165(11) 0.155(9) 0.114(8) 0.080(7) 0.019(8) 0.072(8) F33 0.126(9) 0.079(7) 0.215(12) 0.012(7) 0.102(9) 0.022(6) F34 0.122(8) 0.066(6) 0.219(10) 0.023(6) 0.088(8) 0.069(6) F35 0.080(7) 0.097(7) 0.196(10) 0.004(6) 0.071(8) 0.013(6) F36 0.090(7) 0.144(7) 0.100(6) -0.033(5) 0.007(5) 0.090(6) _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 N218 1.986(8) . ? Cu1 N101 1.996(8) . ? Cu1 N210 2.039(7) . ? Cu1 N109 2.048(8) . ? N01 C011 1.144(12) . ? Cu2 N201 2.023(7) . ? Cu2 N318 2.024(8) . ? Cu2 N209 2.025(8) . ? Cu2 N310 2.031(7) . ? N02 C021 1.113(13) . ? Cu3 N301 1.994(7) . ? Cu3 N110 2.015(8) . ? Cu3 N118 2.016(8) . ? Cu3 N309 2.020(6) . ? C011 C012 1.438(14) . ? C021 C022 1.442(15) . ? N101 C102 1.337(11) . ? N101 C106 1.371(11) . ? C102 C103 1.382(13) . ? C103 C104 1.379(13) . ? C104 C105 1.395(13) . ? C105 C106 1.359(12) . ? C106 C107 1.466(12) . ? C107 N109 1.285(10) . ? C107 C108 1.512(12) . ? N109 N110 1.420(10) . ? N110 C111 1.295(11) . ? C111 C113 1.484(13) . ? C111 C112 1.500(12) . ? C113 N118 1.347(11) . ? C113 C114 1.380(12) . ? C114 C115 1.355(14) . ? C115 C116 1.363(13) . ? C116 C117 1.397(13) . ? C117 N118 1.303(12) . ? N201 C206 1.359(12) . ? N201 C202 1.359(10) . ? C202 C203 1.388(13) . ? C203 C204 1.344(14) . ? C204 C205 1.399(12) . ? C205 C206 1.390(13) . ? C206 C207 1.476(12) . ? C207 N209 1.311(11) . ? C207 C208 1.481(13) . ? N209 N210 1.404(9) . ? N210 C211 1.272(10) . ? C211 C213 1.481(12) . ? C211 C212 1.509(12) . ? C213 C214 1.363(12) . ? C213 N218 1.365(11) . ? C214 C215 1.394(13) . ? C215 C216 1.357(14) . ? C216 C217 1.384(13) . ? C217 N218 1.324(11) . ? N301 C302 1.353(10) . ? N301 C306 1.367(10) . ? C302 C303 1.358(12) . ? C303 C304 1.380(12) . ? C304 C305 1.393(12) . ? C305 C306 1.346(11) . ? C306 C307 1.484(11) . ? C307 N309 1.273(9) . ? C307 C308 1.500(11) . ? N309 N310 1.409(9) . ? N310 C311 1.291(11) . ? C311 C313 1.493(12) . ? C311 C312 1.497(12) . ? C313 N318 1.347(12) . ? C313 C314 1.364(13) . ? C314 C315 1.388(13) . ? C315 C316 1.353(14) . ? C316 C317 1.372(13) . ? C317 N318 1.353(11) . ? C001 C002 1.25(6) . ? C002 O003 1.29(4) . ? O003 C004 1.29(4) . ? C004 C005 1.47(5) . ? P10 F15 1.570(7) . ? P10 F12 1.576(6) . ? P10 F14 1.588(6) . ? P10 F11 1.593(6) . ? P10 F13 1.594(7) . ? P10 F16 1.602(6) . ? P20 F22 1.589(6) . ? P20 F23 1.591(6) . ? P20 F21 1.597(6) . ? P20 F26 1.599(6) . ? P20 F25 1.611(6) . ? P20 F24 1.621(5) . ? P30 F32 1.523(8) . ? P30 F31 1.541(8) . ? P30 F33 1.551(9) . ? P30 F35 1.565(9) . ? P30 F36 1.567(7) . ? P30 F34 1.611(7) . ? 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 N218 Cu1 N101 124.4(3) . . ? N218 Cu1 N210 80.3(3) . . ? N101 Cu1 N210 126.8(3) . . ? N218 Cu1 N109 126.3(3) . . ? N101 Cu1 N109 80.7(3) . . ? N210 Cu1 N109 124.9(3) . . ? N201 Cu2 N318 120.9(3) . . ? N201 Cu2 N209 80.3(3) . . ? N318 Cu2 N209 124.8(3) . . ? N201 Cu2 N310 126.8(3) . . ? N318 Cu2 N310 80.0(3) . . ? N209 Cu2 N310 130.3(3) . . ? N301 Cu3 N110 122.5(3) . . ? N301 Cu3 N118 121.6(3) . . ? N110 Cu3 N118 79.9(3) . . ? N301 Cu3 N309 80.3(3) . . ? N110 Cu3 N309 130.3(3) . . ? N118 Cu3 N309 128.4(3) . . ? N01 C011 C012 178.4(12) . . ? N02 C021 C022 176.8(14) . . ? C102 N101 C106 116.4(8) . . ? C102 N101 Cu1 130.2(7) . . ? C106 N101 Cu1 113.4(6) . . ? N101 C102 C103 124.8(9) . . ? C104 C103 C102 117.9(10) . . ? C103 C104 C105 118.5(10) . . ? C106 C105 C104 120.3(10) . . ? C105 C106 N101 122.2(10) . . ? C105 C106 C107 122.7(9) . . ? N101 C106 C107 115.1(8) . . ? N109 C107 C106 116.3(9) . . ? N109 C107 C108 122.1(9) . . ? C106 C107 C108 121.6(8) . . ? C107 N109 N110 119.2(8) . . ? C107 N109 Cu1 114.4(7) . . ? N110 N109 Cu1 126.1(5) . . ? C111 N110 N109 116.8(8) . . ? C111 N110 Cu3 116.8(7) . . ? N109 N110 Cu3 126.4(5) . . ? N110 C111 C113 114.1(9) . . ? N110 C111 C112 125.1(10) . . ? C113 C111 C112 120.8(8) . . ? N118 C113 C114 121.2(10) . . ? N118 C113 C111 115.3(8) . . ? C114 C113 C111 123.5(9) . . ? C115 C114 C113 119.4(10) . . ? C114 C115 C116 119.9(10) . . ? C115 C116 C117 117.7(11) . . ? N118 C117 C116 123.0(10) . . ? C117 N118 C113 118.7(8) . . ? C117 N118 Cu3 127.2(7) . . ? C113 N118 Cu3 113.9(7) . . ? C206 N201 C202 118.6(9) . . ? C206 N201 Cu2 113.5(6) . . ? C202 N201 Cu2 127.8(7) . . ? N201 C202 C203 121.5(11) . . ? C204 C203 C202 120.2(11) . . ? C203 C204 C205 119.4(11) . . ? C206 C205 C204 119.1(10) . . ? N201 C206 C205 121.2(9) . . ? N201 C206 C207 115.5(9) . . ? C205 C206 C207 123.3(10) . . ? N209 C207 C206 114.6(9) . . ? N209 C207 C208 124.9(9) . . ? C206 C207 C208 120.4(10) . . ? C207 N209 N210 115.9(8) . . ? C207 N209 Cu2 115.8(6) . . ? N210 N209 Cu2 127.8(6) . . ? C211 N210 N209 116.5(7) . . ? C211 N210 Cu1 114.9(6) . . ? N209 N210 Cu1 128.6(6) . . ? N210 C211 C213 116.5(8) . . ? N210 C211 C212 123.5(8) . . ? C213 C211 C212 120.0(9) . . ? C214 C213 N218 122.2(8) . . ? C214 C213 C211 124.3(9) . . ? N218 C213 C211 113.5(8) . . ? C213 C214 C215 120.6(10) . . ? C216 C215 C214 117.2(10) . . ? C215 C216 C217 119.3(10) . . ? N218 C217 C216 124.7(9) . . ? C217 N218 C213 115.9(8) . . ? C217 N218 Cu1 129.5(7) . . ? C213 N218 Cu1 114.6(6) . . ? C302 N301 C306 116.4(8) . . ? C302 N301 Cu3 129.4(6) . . ? C306 N301 Cu3 114.0(6) . . ? N301 C302 C303 124.1(9) . . ? C302 C303 C304 118.0(9) . . ? C303 C304 C305 119.5(9) . . ? C306 C305 C304 119.0(9) . . ? C305 C306 N301 123.0(8) . . ? C305 C306 C307 122.9(8) . . ? N301 C306 C307 114.0(7) . . ? N309 C307 C306 115.5(7) . . ? N309 C307 C308 124.8(8) . . ? C306 C307 C308 119.7(8) . . ? C307 N309 N310 119.6(7) . . ? C307 N309 Cu3 116.0(6) . . ? N310 N309 Cu3 124.2(5) . . ? C311 N310 N309 116.9(8) . . ? C311 N310 Cu2 116.1(6) . . ? N309 N310 Cu2 126.8(6) . . ? N310 C311 C313 114.7(9) . . ? N310 C311 C312 126.0(9) . . ? C313 C311 C312 119.3(9) . . ? N318 C313 C314 121.5(9) . . ? N318 C313 C311 115.3(9) . . ? C314 C313 C311 123.1(10) . . ? C313 C314 C315 120.2(10) . . ? C316 C315 C314 118.4(10) . . ? C315 C316 C317 119.5(10) . . ? N318 C317 C316 122.6(10) . . ? C313 N318 C317 117.7(9) . . ? C313 N318 Cu2 113.8(6) . . ? C317 N318 Cu2 128.5(7) . . ? C001 C002 O003 122(6) . . ? C002 O003 C004 107(2) . . ? O003 C004 C005 106(4) . . ? F15 P10 F12 91.4(4) . . ? F15 P10 F14 92.0(4) . . ? F12 P10 F14 89.2(4) . . ? F15 P10 F11 91.0(4) . . ? F12 P10 F11 177.4(5) . . ? F14 P10 F11 91.6(4) . . ? F15 P10 F13 89.8(4) . . ? F12 P10 F13 91.3(4) . . ? F14 P10 F13 178.1(4) . . ? F11 P10 F13 87.8(4) . . ? F15 P10 F16 179.5(4) . . ? F12 P10 F16 89.0(4) . . ? F14 P10 F16 88.3(4) . . ? F11 P10 F16 88.5(4) . . ? F13 P10 F16 89.9(4) . . ? F22 P20 F23 90.0(3) . . ? F22 P20 F21 179.0(4) . . ? F23 P20 F21 91.0(3) . . ? F22 P20 F26 90.3(3) . . ? F23 P20 F26 91.5(3) . . ? F21 P20 F26 89.8(3) . . ? F22 P20 F25 89.8(3) . . ? F23 P20 F25 90.4(3) . . ? F21 P20 F25 90.0(3) . . ? F26 P20 F25 178.1(4) . . ? F22 P20 F24 89.3(3) . . ? F23 P20 F24 178.8(4) . . ? F21 P20 F24 89.7(3) . . ? F26 P20 F24 89.5(3) . . ? F25 P20 F24 88.6(3) . . ? F32 P30 F31 176.7(7) . . ? F32 P30 F33 89.1(6) . . ? F31 P30 F33 88.6(6) . . ? F32 P30 F35 91.0(6) . . ? F31 P30 F35 91.2(7) . . ? F33 P30 F35 178.4(5) . . ? F32 P30 F36 92.7(5) . . ? F31 P30 F36 89.7(5) . . ? F33 P30 F36 88.9(5) . . ? F35 P30 F36 92.7(5) . . ? F32 P30 F34 91.0(5) . . ? F31 P30 F34 86.6(5) . . ? F33 P30 F34 91.2(5) . . ? F35 P30 F34 87.2(5) . . ? F36 P30 F34 176.2(5) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.594 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.116 data_ft9 _database_code_CSD 197159 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Ag F6 N4 P' _chemical_formula_weight 463.08 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' '-x, -y, -z' '-x, y, -z' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' _cell_length_a 16.8803(7) _cell_length_b 6.7726(3) _cell_length_c 6.4436(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.215(2) _cell_angle_gamma 90.00 _cell_volume 727.15(5) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 1323 _cell_measurement_theta_min 3 _cell_measurement_theta_max 20 _exptl_crystal_description blocks _exptl_crystal_colour orange _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.115 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 1.568 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_T_max 0.16 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 2356 _diffrn_reflns_av_R_equivalents 0.0888 _diffrn_reflns_av_sigmaI/netI 0.1330 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 29.04 _reflns_number_total 962 _reflns_number_gt 578 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1994)' _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (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^)+(0.0950P)^2^+0.0000P] 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 962 _refine_ls_number_parameters 74 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1115 _refine_ls_R_factor_gt 0.0750 _refine_ls_wR_factor_ref 0.1800 _refine_ls_wR_factor_gt 0.1700 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.943 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.36958(7) 0.0000 0.15338(18) 0.0284(5) Uani 0.50 2 d SP . 1 N1 N 0.2911(4) 0.0000 0.4442(10) 0.0254(16) Uani 0.50 2 d SP . 1 C1 C 0.2911(4) 0.0000 0.4442(10) 0.0254(16) Uani 0.50 2 d SP . 2 H1A H 0.3137 0.0000 0.3183 0.030 Uiso 0.50 2 calc SPR . 2 C2 C 0.2103(5) 0.0000 0.4379(13) 0.030(2) Uani 1 2 d S . . H2A H 0.1763 0.0000 0.3052 0.036 Uiso 1 2 calc SR . 1 C3 C 0.1763(5) 0.0000 0.6173(12) 0.029(2) Uani 1 2 d S . . H3A H 0.1196 0.0000 0.6095 0.035 Uiso 1 2 calc SR . . C4 C 0.2268(5) 0.0000 0.8125(12) 0.030(2) Uani 1 2 d S . . H4A H 0.2039 0.0000 0.9380 0.036 Uiso 1 2 calc SR . 1 C5 C 0.3077(4) 0.0000 0.8249(10) 0.0247(17) Uani 0.50 2 d SP . 1 H5A H 0.3420 0.0000 0.9571 0.030 Uiso 0.50 2 calc SPR . 1 N5 N 0.3077(4) 0.0000 0.8249(10) 0.0247(17) Uani 0.50 2 d SP . 2 C6 C 0.3392(4) 0.0000 0.6363(12) 0.0218(17) Uani 1 2 d S . . C7 C 0.4266(5) 0.0000 0.6492(14) 0.031(2) Uani 1 2 d S . . H7A H 0.4602 0.0000 0.7824 0.037 Uiso 1 2 calc SR . . N8 N 0.4575(4) 0.0000 0.4807(11) 0.0293(17) Uani 1 2 d S . . F2 F 0.4326(2) -0.3353(7) 0.0053(7) 0.0579(12) Uani 1 1 d . . . P1 P 0.5000 -0.5000 0.0000 0.0325(8) Uani 1 4 d S . . F1 F 0.4831(3) -0.5000 -0.2487(8) 0.0607(18) Uani 1 2 d S . . 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 Ag1 0.0128(7) 0.0562(10) 0.0119(6) 0.000 -0.0104(4) 0.000 N1 0.009(4) 0.046(5) 0.019(3) 0.000 -0.004(3) 0.000 C1 0.009(4) 0.046(5) 0.019(3) 0.000 -0.004(3) 0.000 C2 0.007(4) 0.053(6) 0.026(4) 0.000 -0.010(3) 0.000 C3 0.005(4) 0.056(6) 0.025(4) 0.000 -0.008(3) 0.000 C4 0.016(4) 0.059(6) 0.012(4) 0.000 -0.006(3) 0.000 C5 0.010(4) 0.046(5) 0.015(3) 0.000 -0.009(3) 0.000 N5 0.010(4) 0.046(5) 0.015(3) 0.000 -0.009(3) 0.000 C6 0.010(4) 0.033(5) 0.021(4) 0.000 -0.004(3) 0.000 C7 0.012(4) 0.039(5) 0.038(5) 0.000 -0.006(4) 0.000 N8 0.004(3) 0.044(5) 0.037(4) 0.000 -0.006(3) 0.000 F2 0.022(2) 0.081(3) 0.069(3) 0.005(2) 0.003(2) 0.017(2) P1 0.0052(15) 0.066(2) 0.0222(15) 0.000 -0.0096(12) 0.000 F1 0.027(3) 0.125(6) 0.026(3) 0.000 -0.009(2) 0.000 _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 Ag1 N5 2.205(6) 1_554 y Ag1 N8 2.377(7) . y Ag1 N1 2.462(7) . y N1 C2 1.359(10) . ? N1 C6 1.367(10) . ? C2 C3 1.370(12) . ? C3 C4 1.402(11) . ? C4 C5 1.356(10) . ? C5 C6 1.402(10) . ? C5 Ag1 2.205(6) 1_556 ? C6 C7 1.465(11) . ? C7 N8 1.278(10) . ? N8 N8 1.416(12) 5_656 ? F2 P1 1.597(4) . ? P1 F1 1.582(5) 5_645 ? P1 F1 1.582(5) . ? P1 F2 1.597(4) 2_545 ? P1 F2 1.597(4) 6_655 ? P1 F2 1.597(4) 5_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 N5 Ag1 N8 169.8(2) 1_554 . y N5 Ag1 N1 120.1(2) 1_554 . y N8 Ag1 N1 70.1(2) . . y C2 N1 C6 118.4(7) . . ? C2 N1 Ag1 129.6(5) . . ? C6 N1 Ag1 112.0(5) . . ? N1 C2 C3 121.9(7) . . ? C2 C3 C4 118.7(7) . . ? C5 C4 C3 121.0(7) . . ? C4 C5 C6 117.8(6) . . ? C4 C5 Ag1 112.0(5) . 1_556 ? C6 C5 Ag1 130.2(5) . 1_556 ? N1 C6 C5 122.2(7) . . ? N1 C6 C7 119.9(7) . . ? C5 C6 C7 118.0(7) . . ? N8 C7 C6 119.7(7) . . ? C7 N8 N8 113.0(8) . 5_656 ? C7 N8 Ag1 118.2(5) . . ? N8 N8 Ag1 128.8(7) 5_656 . ? F1 P1 F1 180.000(1) 5_645 . ? F1 P1 F2 89.5(2) 5_645 2_545 ? F1 P1 F2 90.5(2) . 2_545 ? F1 P1 F2 90.5(2) 5_645 6_655 ? F1 P1 F2 89.5(2) . 6_655 ? F2 P1 F2 180.0(2) 2_545 6_655 ? F1 P1 F2 90.5(2) 5_645 5_645 ? F1 P1 F2 89.5(2) . 5_645 ? F2 P1 F2 91.4(3) 2_545 5_645 ? F2 P1 F2 88.6(3) 6_655 5_645 ? F1 P1 F2 89.5(2) 5_645 . ? F1 P1 F2 90.5(2) . . ? F2 P1 F2 88.6(3) 2_545 . ? F2 P1 F2 91.4(3) 6_655 . ? F2 P1 F2 180.0(3) 5_645 . ? _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 29.04 _diffrn_measured_fraction_theta_full 0.916 _refine_diff_density_max 1.069 _refine_diff_density_min -1.119 _refine_diff_density_rms 0.196