# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Wass, Duncan' _publ_contact_author_email duncan.wass@bristol.ac.uk _publ_author_name D.Wass data_5.1_0m _database_code_depnum_ccdc_archive 'CCDC 788164' #TrackingRef '- 5-1_8-1_9-1_3-2_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 5.1 _chemical_melting_point ? _chemical_formula_moiety 'C33 H39 N3 O6, 6(H2 O)' _chemical_formula_sum 'C33 H51 N3 O12' _chemical_formula_weight 681.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R -3 ' _symmetry_space_group_name_Hall '-R 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 21.4700(7) _cell_length_b 21.4700(7) _cell_length_c 13.9509(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 5569.3(5) _cell_formula_units_Z 6 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour yellow _exptl_crystal_size_max 0.73 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.220 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2197.21 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.647 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33104 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0356 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 32.54 _reflns_number_total 4476 _reflns_number_gt 3081 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0911P)^2^+4.6323P] 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 4476 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0868 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1769 _refine_ls_wR_factor_gt 0.1552 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 O1 O 0.30039(6) 0.13145(6) -0.00118(8) 0.0299(2) Uani 1 1 d . . . O2 O 0.22282(6) -0.02576(6) 0.26083(8) 0.0322(3) Uani 1 1 d . . . N1 N 0.14226(6) 0.02510(6) 0.17164(8) 0.0200(2) Uani 1 1 d . . . C1 C 0.06030(7) 0.07317(7) 0.16974(9) 0.0205(2) Uani 1 1 d . . . H1A H 0.0622 0.0755 0.2406 0.025 Uiso 1 1 calc R . . H1B H 0.0987 0.1198 0.1446 0.025 Uiso 1 1 calc R . . C2 C 0.07312(6) 0.01281(7) 0.13555(9) 0.0188(2) Uani 1 1 d . . . H2 H 0.0743 0.0130 0.0639 0.023 Uiso 1 1 calc R . . C3 C 0.19098(7) 0.04001(7) 0.10941(9) 0.0205(2) Uani 1 1 d . . . H3 H 0.1793 0.0412 0.0440 0.025 Uiso 1 1 calc R . . C4 C 0.26419(7) 0.05555(7) 0.13209(9) 0.0219(2) Uani 1 1 d . . . C5 C 0.32089(7) 0.10442(7) 0.07314(10) 0.0246(3) Uani 1 1 d . . . C6 C 0.39201(8) 0.12247(8) 0.09185(12) 0.0318(3) Uani 1 1 d . . . H6 H 0.4303 0.1560 0.0525 0.038 Uiso 1 1 calc R . . C7 C 0.40522(8) 0.09040(9) 0.16891(13) 0.0342(3) Uani 1 1 d . . . H7 H 0.4535 0.1028 0.1824 0.041 Uiso 1 1 calc R . . C8 C 0.35089(8) 0.04083(9) 0.22719(12) 0.0318(3) Uani 1 1 d . . . H8 H 0.3617 0.0191 0.2790 0.038 Uiso 1 1 calc R . . C9 C 0.28005(7) 0.02325(8) 0.20885(10) 0.0247(3) Uani 1 1 d . . . C10 C 0.23634(11) -0.06040(11) 0.33903(13) 0.0431(4) Uani 1 1 d . . . H10A H 0.2587 -0.0875 0.3149 0.065 Uiso 1 1 calc R . . H10B H 0.1909 -0.0934 0.3708 0.065 Uiso 1 1 calc R . . H10C H 0.2687 -0.0241 0.3850 0.065 Uiso 1 1 calc R . . C11 C 0.35473(10) 0.18019(9) -0.06573(13) 0.0395(4) Uani 1 1 d . . . H11A H 0.3899 0.2229 -0.0305 0.059 Uiso 1 1 calc R . . H11B H 0.3325 0.1946 -0.1159 0.059 Uiso 1 1 calc R . . H11C H 0.3790 0.1565 -0.0950 0.059 Uiso 1 1 calc R . . O3 O 0.54066(8) 0.19236(9) 0.91665(9) 0.0454(3) Uani 1 1 d . . . H12 H 0.5132(10) 0.1626(10) 0.8517(14) 0.027(4) Uiso 1 1 d . . . H13 H 0.5418(14) 0.1467(15) 0.9146(19) 0.063(7) Uiso 1 1 d . . . O4 O 0.53780(6) 0.31974(8) 0.95530(8) 0.0363(3) Uani 1 1 d . . . H14 H 0.5379(12) 0.2769(14) 0.9525(16) 0.048(6) Uiso 1 1 d . . . H15 H 0.5234(14) 0.3181(14) 1.019(2) 0.063(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0300(5) 0.0283(5) 0.0296(5) 0.0047(4) 0.0088(4) 0.0132(4) O2 0.0322(5) 0.0462(6) 0.0249(5) 0.0088(4) 0.0007(4) 0.0245(5) N1 0.0190(5) 0.0232(5) 0.0187(5) -0.0009(4) -0.0012(4) 0.0110(4) C1 0.0195(5) 0.0198(5) 0.0215(5) -0.0022(4) -0.0017(4) 0.0093(4) C2 0.0185(5) 0.0208(5) 0.0174(5) 0.0001(4) -0.0008(4) 0.0100(4) C3 0.0214(5) 0.0229(6) 0.0179(5) -0.0009(4) -0.0007(4) 0.0117(5) C4 0.0206(6) 0.0258(6) 0.0206(5) -0.0051(5) -0.0009(4) 0.0125(5) C5 0.0244(6) 0.0229(6) 0.0268(6) -0.0063(5) 0.0021(5) 0.0120(5) C6 0.0208(6) 0.0246(6) 0.0457(9) -0.0099(6) 0.0031(6) 0.0082(5) C7 0.0222(6) 0.0319(7) 0.0495(9) -0.0158(7) -0.0081(6) 0.0143(6) C8 0.0291(7) 0.0379(8) 0.0350(8) -0.0117(6) -0.0112(6) 0.0216(6) C9 0.0248(6) 0.0304(7) 0.0223(6) -0.0053(5) -0.0028(5) 0.0164(5) C10 0.0507(10) 0.0533(11) 0.0342(8) 0.0121(7) -0.0048(7) 0.0328(9) C11 0.0402(9) 0.0318(8) 0.0409(9) 0.0082(7) 0.0181(7) 0.0138(7) O3 0.0504(8) 0.0623(9) 0.0275(6) 0.0033(6) 0.0042(5) 0.0313(7) O4 0.0363(6) 0.0509(7) 0.0213(5) -0.0014(5) 0.0011(4) 0.0214(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 O1 C5 1.3642(18) . ? O1 C11 1.4305(18) . ? O2 C9 1.3602(18) . ? O2 C10 1.4297(18) . ? N1 C3 1.2712(16) . ? N1 C2 1.4611(15) . ? C1 C2 1.5278(17) 2 ? C1 C2 1.5295(17) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C1 1.5279(17) 3 ? C2 H2 1.0000 . ? C3 C4 1.4687(18) . ? C3 H3 0.9500 . ? C4 C9 1.4071(19) . ? C4 C5 1.4078(19) . ? C5 C6 1.399(2) . ? C6 C7 1.380(3) . ? C6 H6 0.9500 . ? C7 C8 1.383(2) . ? C7 H7 0.9500 . ? C8 C9 1.3953(19) . ? C8 H8 0.9500 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? O3 H12 1.096(19) . ? O3 H13 0.99(3) . ? O4 H14 0.92(3) . ? O4 H15 0.94(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 C5 O1 C11 118.11(13) . . ? C9 O2 C10 117.99(12) . . ? C3 N1 C2 116.36(10) . . ? C2 C1 C2 110.69(11) 2 . ? C2 C1 H1A 109.5 2 . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 2 . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N1 C2 C1 109.86(10) . 3 ? N1 C2 C1 109.66(10) . . ? C1 C2 C1 110.77(12) 3 . ? N1 C2 H2 108.8 . . ? C1 C2 H2 108.8 3 . ? C1 C2 H2 108.8 . . ? N1 C3 C4 124.23(11) . . ? N1 C3 H3 117.9 . . ? C4 C3 H3 117.9 . . ? C9 C4 C5 118.66(12) . . ? C9 C4 C3 123.18(12) . . ? C5 C4 C3 118.16(12) . . ? O1 C5 C6 124.30(13) . . ? O1 C5 C4 114.72(12) . . ? C6 C5 C4 120.98(14) . . ? C7 C6 C5 118.37(14) . . ? C7 C6 H6 120.8 . . ? C5 C6 H6 120.8 . . ? C6 C7 C8 122.48(13) . . ? C6 C7 H7 118.8 . . ? C8 C7 H7 118.8 . . ? C7 C8 C9 119.10(14) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? O2 C9 C8 123.54(13) . . ? O2 C9 C4 116.06(11) . . ? C8 C9 C4 120.39(14) . . ? O2 C10 H10A 109.5 . . ? O2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O1 C11 H11A 109.5 . . ? O1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? H12 O3 H13 70.9(17) . . ? H14 O4 H15 100(2) . . ? 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 C3 N1 C2 C1 125.42(12) . . . 3 ? C3 N1 C2 C1 -112.61(12) . . . . ? C2 C1 C2 N1 -178.21(8) 2 . . . ? C2 C1 C2 C1 -56.79(16) 2 . . 3 ? C2 N1 C3 C4 178.63(11) . . . . ? N1 C3 C4 C9 33.0(2) . . . . ? N1 C3 C4 C5 -147.88(13) . . . . ? C11 O1 C5 C6 1.5(2) . . . . ? C11 O1 C5 C4 -178.54(13) . . . . ? C9 C4 C5 O1 178.08(11) . . . . ? C3 C4 C5 O1 -1.04(17) . . . . ? C9 C4 C5 C6 -1.98(19) . . . . ? C3 C4 C5 C6 178.90(12) . . . . ? O1 C5 C6 C7 -179.17(13) . . . . ? C4 C5 C6 C7 0.9(2) . . . . ? C5 C6 C7 C8 0.7(2) . . . . ? C6 C7 C8 C9 -1.1(2) . . . . ? C10 O2 C9 C8 0.7(2) . . . . ? C10 O2 C9 C4 179.48(14) . . . . ? C7 C8 C9 O2 178.73(13) . . . . ? C7 C8 C9 C4 0.0(2) . . . . ? C5 C4 C9 O2 -177.30(12) . . . . ? C3 C4 C9 O2 1.77(19) . . . . ? C5 C4 C9 C8 1.53(19) . . . . ? C3 C4 C9 C8 -179.40(13) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 32.54 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.640 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.063 data_8.1_0m _database_code_depnum_ccdc_archive 'CCDC 788165' #TrackingRef '- 5-1_8-1_9-1_3-2_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 8.1 _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 F9 N3' _chemical_formula_sum 'C30 H24 F9 N3' _chemical_formula_weight 597.52 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.9989(7) _cell_length_b 8.0442(4) _cell_length_c 23.7247(11) _cell_angle_alpha 90.00 _cell_angle_beta 102.2680(10) _cell_angle_gamma 90.00 _cell_volume 2797.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5716 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 27.08 _exptl_crystal_description yellow _exptl_crystal_colour needle _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.419 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.126 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.663 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 24293 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 27.58 _reflns_number_total 6481 _reflns_number_gt 4585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker PROTEUM' _computing_cell_refinement 'Bruker PROTEUM' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0422P)^2^+0.5782P] 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 6413 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.0980 _refine_ls_wR_factor_gt 0.0876 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 F1 F 0.96454(7) 0.79157(13) 0.18317(4) 0.0387(3) Uani 1 1 d . . . F2 F 1.09711(8) 0.78280(13) 0.16269(4) 0.0421(3) Uani 1 1 d . . . F3 F 1.06013(7) 0.98981(11) 0.20983(4) 0.0353(2) Uani 1 1 d . . . F4 F 0.65364(6) 0.78226(12) 0.09052(4) 0.0303(2) Uani 1 1 d . . . F5 F 0.57024(6) 0.99286(11) 0.05773(4) 0.0289(2) Uani 1 1 d . . . F6 F 0.57951(7) 0.78498(13) 0.00237(4) 0.0360(3) Uani 1 1 d . . . F7 F 0.60362(7) 1.51229(12) 0.43125(4) 0.0401(3) Uani 1 1 d . . . F8 F 0.74063(7) 1.49439(12) 0.48127(4) 0.0387(3) Uani 1 1 d . . . F9 F 0.64188(9) 1.64315(12) 0.51190(5) 0.0532(3) Uani 1 1 d . . . N1 N 0.89602(8) 0.77562(15) 0.32679(5) 0.0191(3) Uani 1 1 d . . . N2 N 0.57564(8) 0.77382(15) 0.22921(5) 0.0198(3) Uani 1 1 d . . . N3 N 0.66667(9) 1.00608(15) 0.42411(5) 0.0209(3) Uani 1 1 d . . . C1 C 0.81118(10) 0.87150(18) 0.31926(6) 0.0187(3) Uani 1 1 d . . . H1 H 0.8206 0.9814 0.3036 0.022 Uiso 1 1 calc R . . C2 C 0.73662(10) 0.77985(18) 0.27666(6) 0.0194(3) Uani 1 1 d . . . H2A H 0.7539 0.7720 0.2396 0.023 Uiso 1 1 calc R . . H2B H 0.7306 0.6679 0.2905 0.023 Uiso 1 1 calc R . . C3 C 0.64502(10) 0.86954(18) 0.26911(5) 0.0183(3) Uani 1 1 d . . . H3 H 0.6505 0.9798 0.2526 0.022 Uiso 1 1 calc R . . C4 C 0.61829(10) 0.88997(18) 0.32716(6) 0.0192(3) Uani 1 1 d . . . H4A H 0.6101 0.7815 0.3432 0.023 Uiso 1 1 calc R . . H4B H 0.5610 0.9498 0.3221 0.023 Uiso 1 1 calc R . . C5 C 0.69273(10) 0.98562(18) 0.36856(6) 0.0188(3) Uani 1 1 d . . . H5 H 0.6998 1.0956 0.3523 0.023 Uiso 1 1 calc R . . C6 C 0.78329(10) 0.89245(18) 0.37700(6) 0.0197(3) Uani 1 1 d . . . H6A H 0.8301 0.9538 0.4033 0.024 Uiso 1 1 calc R . . H6B H 0.7772 0.7841 0.3937 0.024 Uiso 1 1 calc R . . C7 C 0.95559(10) 0.83056(18) 0.30085(6) 0.0198(3) Uani 1 1 d . . . H7 H 0.9445 0.9275 0.2791 0.024 Uiso 1 1 calc R . . C8 C 1.04289(10) 0.74033(18) 0.30514(6) 0.0203(3) Uani 1 1 d . . . C9 C 1.08044(11) 0.6571(2) 0.35635(6) 0.0245(3) Uani 1 1 d . . . H9 H 1.0505 0.6603 0.3869 0.029 Uiso 1 1 calc R . . C10 C 1.16125(12) 0.5702(2) 0.36242(7) 0.0333(4) Uani 1 1 d . . . H10 H 1.1854 0.5156 0.3968 0.040 Uiso 1 1 calc R . . C11 C 1.20634(13) 0.5643(2) 0.31729(8) 0.0404(5) Uani 1 1 d . . . H11 H 1.2606 0.5052 0.3213 0.049 Uiso 1 1 calc R . . C12 C 1.17076(12) 0.6464(2) 0.26628(8) 0.0355(4) Uani 1 1 d . . . H12 H 1.2012 0.6423 0.2360 0.043 Uiso 1 1 calc R . . C13 C 1.08986(11) 0.73488(19) 0.25999(6) 0.0240(3) Uani 1 1 d . . . C14 C 1.05318(12) 0.8236(2) 0.20458(7) 0.0286(4) Uani 1 1 d . . . C15 C 0.55604(10) 0.82797(18) 0.17768(6) 0.0192(3) Uani 1 1 d . . . H15 H 0.5849 0.9231 0.1682 0.023 Uiso 1 1 calc R . . C16 C 0.48811(10) 0.74254(18) 0.13248(6) 0.0202(3) Uani 1 1 d . . . C17 C 0.41438(11) 0.66212(19) 0.14730(6) 0.0252(3) Uani 1 1 d . . . H17 H 0.4101 0.6576 0.1858 0.030 Uiso 1 1 calc R . . C18 C 0.34705(12) 0.5885(2) 0.10563(7) 0.0312(4) Uani 1 1 d . . . H18 H 0.2982 0.5348 0.1163 0.037 Uiso 1 1 calc R . . C19 C 0.35260(12) 0.5949(2) 0.04822(7) 0.0352(4) Uani 1 1 d . . . H19 H 0.3068 0.5476 0.0202 0.042 Uiso 1 1 calc R . . C20 C 0.42579(12) 0.6714(2) 0.03257(6) 0.0306(4) Uani 1 1 d . . . H20 H 0.4298 0.6739 -0.0060 0.037 Uiso 1 1 calc R . . C21 C 0.49382(11) 0.74512(18) 0.07415(6) 0.0225(3) Uani 1 1 d . . . C22 C 0.57312(11) 0.8260(2) 0.05611(6) 0.0244(4) Uani 1 1 d . . . C23 C 0.65906(10) 1.15436(18) 0.44079(6) 0.0187(3) Uani 1 1 d . . . H23 H 0.6708 1.2423 0.4180 0.022 Uiso 1 1 calc R . . C24 C 0.63176(10) 1.18943(19) 0.49607(6) 0.0199(3) Uani 1 1 d . . . C25 C 0.60905(11) 1.05739(19) 0.52836(6) 0.0234(3) Uani 1 1 d . . . H25 H 0.6124 0.9492 0.5152 0.028 Uiso 1 1 calc R . . C26 C 0.58149(11) 1.0845(2) 0.57979(6) 0.0287(4) Uani 1 1 d . . . H26 H 0.5662 0.9951 0.6007 0.034 Uiso 1 1 calc R . . C27 C 0.57671(12) 1.2444(2) 0.59984(7) 0.0312(4) Uani 1 1 d . . . H27 H 0.5584 1.2627 0.6344 0.037 Uiso 1 1 calc R . . C28 C 0.59907(11) 1.3774(2) 0.56875(7) 0.0298(4) Uani 1 1 d . . . H28 H 0.5956 1.4850 0.5825 0.036 Uiso 1 1 calc R . . C29 C 0.62660(11) 1.35162(19) 0.51725(6) 0.0232(3) Uani 1 1 d . . . C30 C 0.65264(13) 1.4991(2) 0.48561(7) 0.0320(4) 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 F1 0.0370(6) 0.0489(7) 0.0267(5) 0.0057(4) -0.0007(4) -0.0116(5) F2 0.0602(8) 0.0427(6) 0.0312(5) -0.0036(4) 0.0272(5) -0.0030(5) F3 0.0514(7) 0.0253(5) 0.0316(5) 0.0006(4) 0.0143(5) -0.0060(5) F4 0.0211(5) 0.0376(6) 0.0313(5) 0.0061(4) 0.0035(4) 0.0059(4) F5 0.0315(6) 0.0250(5) 0.0302(5) 0.0035(4) 0.0068(4) 0.0014(4) F6 0.0408(6) 0.0456(6) 0.0235(4) -0.0061(4) 0.0112(4) 0.0003(5) F7 0.0483(7) 0.0313(6) 0.0410(6) 0.0092(4) 0.0102(5) 0.0113(5) F8 0.0365(6) 0.0357(6) 0.0476(6) -0.0027(4) 0.0171(5) -0.0101(5) F9 0.0852(9) 0.0202(5) 0.0647(7) -0.0107(5) 0.0394(7) -0.0019(6) N1 0.0172(7) 0.0203(6) 0.0194(5) 0.0002(5) 0.0026(5) 0.0012(5) N2 0.0175(7) 0.0217(6) 0.0193(6) -0.0023(5) 0.0018(5) -0.0007(5) N3 0.0214(7) 0.0233(7) 0.0180(6) -0.0017(5) 0.0042(5) 0.0019(6) C1 0.0185(8) 0.0188(7) 0.0187(6) 0.0013(5) 0.0038(6) 0.0011(6) C2 0.0203(8) 0.0219(7) 0.0166(6) -0.0011(5) 0.0050(6) -0.0001(6) C3 0.0182(8) 0.0202(7) 0.0160(6) -0.0004(5) 0.0024(6) -0.0009(6) C4 0.0170(8) 0.0214(7) 0.0192(7) -0.0001(6) 0.0038(6) 0.0011(6) C5 0.0202(8) 0.0197(7) 0.0162(6) -0.0003(5) 0.0032(6) 0.0011(6) C6 0.0199(8) 0.0214(7) 0.0165(6) -0.0001(5) 0.0011(6) -0.0001(6) C7 0.0205(8) 0.0194(7) 0.0180(6) -0.0005(6) 0.0007(6) -0.0014(6) C8 0.0175(8) 0.0198(7) 0.0233(7) -0.0025(6) 0.0039(6) -0.0047(6) C9 0.0202(9) 0.0278(8) 0.0247(7) 0.0011(6) 0.0032(6) -0.0030(7) C10 0.0212(9) 0.0340(10) 0.0415(9) 0.0066(7) -0.0007(7) 0.0028(7) C11 0.0222(10) 0.0433(11) 0.0560(11) 0.0004(9) 0.0086(9) 0.0092(8) C12 0.0276(10) 0.0408(11) 0.0425(9) -0.0044(8) 0.0171(8) 0.0000(8) C13 0.0219(9) 0.0226(8) 0.0286(7) -0.0032(6) 0.0077(6) -0.0049(7) C14 0.0339(10) 0.0282(9) 0.0268(8) -0.0050(6) 0.0136(7) -0.0070(8) C15 0.0172(8) 0.0202(7) 0.0202(7) -0.0003(6) 0.0040(6) 0.0012(6) C16 0.0186(8) 0.0190(7) 0.0208(7) 0.0005(5) -0.0008(6) 0.0027(6) C17 0.0229(9) 0.0255(8) 0.0254(7) 0.0020(6) 0.0010(6) -0.0002(7) C18 0.0237(9) 0.0317(9) 0.0349(9) 0.0018(7) -0.0009(7) -0.0064(7) C19 0.0324(11) 0.0366(10) 0.0303(8) -0.0043(7) -0.0076(7) -0.0079(8) C20 0.0322(10) 0.0341(9) 0.0219(7) -0.0027(7) -0.0028(7) -0.0002(8) C21 0.0210(9) 0.0224(8) 0.0219(7) -0.0012(6) -0.0002(6) 0.0038(6) C22 0.0262(9) 0.0271(8) 0.0183(7) -0.0010(6) 0.0015(6) 0.0043(7) C23 0.0148(8) 0.0219(7) 0.0185(6) 0.0003(6) 0.0012(6) 0.0003(6) C24 0.0138(8) 0.0247(8) 0.0203(7) -0.0033(6) 0.0012(6) 0.0008(6) C25 0.0229(9) 0.0234(8) 0.0241(7) -0.0018(6) 0.0052(6) 0.0002(7) C26 0.0281(10) 0.0344(9) 0.0249(7) 0.0012(7) 0.0086(7) -0.0028(8) C27 0.0290(10) 0.0420(10) 0.0255(8) -0.0086(7) 0.0122(7) -0.0034(8) C28 0.0270(10) 0.0302(9) 0.0341(8) -0.0129(7) 0.0107(7) -0.0017(7) C29 0.0187(8) 0.0232(8) 0.0277(7) -0.0043(6) 0.0052(6) 0.0009(6) C30 0.0386(11) 0.0234(9) 0.0370(9) -0.0073(7) 0.0146(8) 0.0017(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 C14 1.3436(19) . ? F2 C14 1.3447(18) . ? F3 C14 1.3445(18) . ? F4 C22 1.3527(17) . ? F5 C22 1.3440(18) . ? F6 C22 1.3398(16) . ? F7 C30 1.3461(19) . ? F8 C30 1.346(2) . ? F9 C30 1.3418(18) . ? N1 C7 1.2674(19) . ? N1 C1 1.4660(18) . ? N2 C15 1.2721(17) . ? N2 C3 1.4674(18) . ? N3 C23 1.2695(18) . ? N3 C5 1.4614(18) . ? C1 C6 1.5242(19) . ? C1 C2 1.5282(19) . ? C1 H1 0.9800 . ? C2 C3 1.528(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.5228(19) . ? C3 H3 0.9800 . ? C4 C5 1.5289(19) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.527(2) . ? C5 H5 0.9800 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.482(2) . ? C7 H7 0.9300 . ? C8 C9 1.397(2) . ? C8 C13 1.402(2) . ? C9 C10 1.380(2) . ? C9 H9 0.9300 . ? C10 C11 1.383(3) . ? C10 H10 0.9300 . ? C11 C12 1.382(3) . ? C11 H11 0.9300 . ? C12 C13 1.387(2) . ? C12 H12 0.9300 . ? C13 C14 1.494(2) . ? C15 C16 1.4819(19) . ? C15 H15 0.9300 . ? C16 C17 1.389(2) . ? C16 C21 1.405(2) . ? C17 C18 1.387(2) . ? C17 H17 0.9300 . ? C18 C19 1.383(2) . ? C18 H18 0.9300 . ? C19 C20 1.377(2) . ? C19 H19 0.9300 . ? C20 C21 1.392(2) . ? C20 H20 0.9300 . ? C21 C22 1.496(2) . ? C23 C24 1.4819(19) . ? C23 H23 0.9300 . ? C24 C25 1.394(2) . ? C24 C29 1.406(2) . ? C25 C26 1.386(2) . ? C25 H25 0.9300 . ? C26 C27 1.378(2) . ? C26 H26 0.9300 . ? C27 C28 1.381(2) . ? C27 H27 0.9300 . ? C28 C29 1.386(2) . ? C28 H28 0.9300 . ? C29 C30 1.500(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 N1 C1 116.14(12) . . ? C15 N2 C3 115.32(13) . . ? C23 N3 C5 116.48(12) . . ? N1 C1 C6 110.21(11) . . ? N1 C1 C2 108.73(11) . . ? C6 C1 C2 110.22(12) . . ? N1 C1 H1 109.2 . . ? C6 C1 H1 109.2 . . ? C2 C1 H1 109.2 . . ? C3 C2 C1 111.29(12) . . ? C3 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 . . ? C3 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? N2 C3 C4 110.68(12) . . ? N2 C3 C2 108.94(11) . . ? C4 C3 C2 110.35(11) . . ? N2 C3 H3 108.9 . . ? C4 C3 H3 108.9 . . ? C2 C3 H3 108.9 . . ? C3 C4 C5 109.80(12) . . ? C3 C4 H4A 109.7 . . ? C5 C4 H4A 109.7 . . ? C3 C4 H4B 109.7 . . ? C5 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N3 C5 C6 109.76(11) . . ? N3 C5 C4 109.71(12) . . ? C6 C5 C4 110.19(12) . . ? N3 C5 H5 109.1 . . ? C6 C5 H5 109.1 . . ? C4 C5 H5 109.1 . . ? C1 C6 C5 110.05(11) . . ? C1 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? C1 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N1 C7 C8 119.98(13) . . ? N1 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C9 C8 C13 118.31(14) . . ? C9 C8 C7 118.80(14) . . ? C13 C8 C7 122.89(13) . . ? C10 C9 C8 121.10(15) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 119.97(16) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 120.00(17) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C13 120.35(17) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C12 C13 C8 120.26(14) . . ? C12 C13 C14 119.33(15) . . ? C8 C13 C14 120.41(14) . . ? F1 C14 F2 105.94(12) . . ? F1 C14 F3 106.07(14) . . ? F2 C14 F3 105.71(13) . . ? F1 C14 C13 113.00(13) . . ? F2 C14 C13 112.76(14) . . ? F3 C14 C13 112.75(12) . . ? N2 C15 C16 121.31(14) . . ? N2 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C17 C16 C21 118.34(13) . . ? C17 C16 C15 119.64(13) . . ? C21 C16 C15 121.98(14) . . ? C18 C17 C16 121.10(15) . . ? C18 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? C19 C18 C17 119.92(16) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C20 C19 C18 120.06(15) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 120.37(15) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C20 C21 C16 120.19(15) . . ? C20 C21 C22 119.34(14) . . ? C16 C21 C22 120.46(13) . . ? F6 C22 F5 106.41(12) . . ? F6 C22 F4 105.96(12) . . ? F5 C22 F4 105.80(12) . . ? F6 C22 C21 112.79(12) . . ? F5 C22 C21 113.19(13) . . ? F4 C22 C21 112.12(12) . . ? N3 C23 C24 120.99(13) . . ? N3 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C25 C24 C29 118.19(13) . . ? C25 C24 C23 119.16(13) . . ? C29 C24 C23 122.65(13) . . ? C26 C25 C24 121.15(15) . . ? C26 C25 H25 119.4 . . ? C24 C25 H25 119.4 . . ? C27 C26 C25 119.86(15) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C26 C27 C28 120.16(15) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.9 . . ? C27 C28 C29 120.43(15) . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C28 C29 C24 120.21(15) . . ? C28 C29 C30 118.75(14) . . ? C24 C29 C30 121.02(13) . . ? F9 C30 F8 106.07(14) . . ? F9 C30 F7 106.40(14) . . ? F8 C30 F7 105.90(13) . . ? F9 C30 C29 112.37(14) . . ? F8 C30 C29 112.32(14) . . ? F7 C30 C29 113.23(14) . . ? 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 C7 N1 C1 C6 -135.62(13) . . . . ? C7 N1 C1 C2 103.47(14) . . . . ? N1 C1 C2 C3 177.30(11) . . . . ? C6 C1 C2 C3 56.39(15) . . . . ? C15 N2 C3 C4 138.13(14) . . . . ? C15 N2 C3 C2 -100.37(15) . . . . ? C1 C2 C3 N2 -178.36(11) . . . . ? C1 C2 C3 C4 -56.66(16) . . . . ? N2 C3 C4 C5 178.38(11) . . . . ? C2 C3 C4 C5 57.72(15) . . . . ? C23 N3 C5 C6 118.82(14) . . . . ? C23 N3 C5 C4 -119.97(14) . . . . ? C3 C4 C5 N3 179.62(11) . . . . ? C3 C4 C5 C6 -59.43(15) . . . . ? N1 C1 C6 C5 -177.48(12) . . . . ? C2 C1 C6 C5 -57.47(15) . . . . ? N3 C5 C6 C1 -179.68(12) . . . . ? C4 C5 C6 C1 59.39(15) . . . . ? C1 N1 C7 C8 -178.99(11) . . . . ? N1 C7 C8 C9 -33.2(2) . . . . ? N1 C7 C8 C13 146.88(14) . . . . ? C13 C8 C9 C10 -0.6(2) . . . . ? C7 C8 C9 C10 179.53(14) . . . . ? C8 C9 C10 C11 -0.1(3) . . . . ? C9 C10 C11 C12 0.4(3) . . . . ? C10 C11 C12 C13 0.0(3) . . . . ? C11 C12 C13 C8 -0.7(3) . . . . ? C11 C12 C13 C14 179.53(16) . . . . ? C9 C8 C13 C12 1.0(2) . . . . ? C7 C8 C13 C12 -179.13(15) . . . . ? C9 C8 C13 C14 -179.24(14) . . . . ? C7 C8 C13 C14 0.6(2) . . . . ? C12 C13 C14 F1 130.72(16) . . . . ? C8 C13 C14 F1 -49.05(19) . . . . ? C12 C13 C14 F2 10.6(2) . . . . ? C8 C13 C14 F2 -169.15(13) . . . . ? C12 C13 C14 F3 -109.01(17) . . . . ? C8 C13 C14 F3 71.22(19) . . . . ? C3 N2 C15 C16 179.14(13) . . . . ? N2 C15 C16 C17 32.6(2) . . . . ? N2 C15 C16 C21 -149.85(15) . . . . ? C21 C16 C17 C18 -1.1(2) . . . . ? C15 C16 C17 C18 176.58(15) . . . . ? C16 C17 C18 C19 -0.2(2) . . . . ? C17 C18 C19 C20 1.3(3) . . . . ? C18 C19 C20 C21 -1.1(3) . . . . ? C19 C20 C21 C16 -0.2(2) . . . . ? C19 C20 C21 C22 179.40(15) . . . . ? C17 C16 C21 C20 1.3(2) . . . . ? C15 C16 C21 C20 -176.31(14) . . . . ? C17 C16 C21 C22 -178.32(14) . . . . ? C15 C16 C21 C22 4.0(2) . . . . ? C20 C21 C22 F6 -14.2(2) . . . . ? C16 C21 C22 F6 165.41(13) . . . . ? C20 C21 C22 F5 106.64(16) . . . . ? C16 C21 C22 F5 -73.71(17) . . . . ? C20 C21 C22 F4 -133.76(15) . . . . ? C16 C21 C22 F4 45.89(19) . . . . ? C5 N3 C23 C24 179.17(12) . . . . ? N3 C23 C24 C25 -3.8(2) . . . . ? N3 C23 C24 C29 177.04(14) . . . . ? C29 C24 C25 C26 0.4(2) . . . . ? C23 C24 C25 C26 -178.78(14) . . . . ? C24 C25 C26 C27 -0.3(2) . . . . ? C25 C26 C27 C28 0.2(3) . . . . ? C26 C27 C28 C29 -0.1(3) . . . . ? C27 C28 C29 C24 0.2(2) . . . . ? C27 C28 C29 C30 -178.41(15) . . . . ? C25 C24 C29 C28 -0.3(2) . . . . ? C23 C24 C29 C28 178.84(14) . . . . ? C25 C24 C29 C30 178.22(14) . . . . ? C23 C24 C29 C30 -2.6(2) . . . . ? C28 C29 C30 F9 -2.4(2) . . . . ? C24 C29 C30 F9 179.02(14) . . . . ? C28 C29 C30 F8 117.11(16) . . . . ? C24 C29 C30 F8 -61.47(19) . . . . ? C28 C29 C30 F7 -122.99(15) . . . . ? C24 C29 C30 F7 58.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.225 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.046 data_9.1-twin5 _database_code_depnum_ccdc_archive 'CCDC 788166' #TrackingRef '- 5-1_8-1_9-1_3-2_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 9.1 _chemical_melting_point ? _chemical_formula_moiety 'C30 H33 N3 O3, C H2 Cl2' _chemical_formula_sum 'C31 H35 Cl2 N3 O3' _chemical_formula_weight 568.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.8117(14) _cell_length_b 13.7364(10) _cell_length_c 10.7141(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.852(4) _cell_angle_gamma 90.00 _cell_volume 2973.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 340 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 13.56 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.78 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.270 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.254 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.724 _exptl_absorpt_correction_T_max 0.862 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6951 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0675 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.61 _reflns_number_total 6901 _reflns_number_gt 4459 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXL' _refine_special_details ; Strucure 9.1.CH2Cl2 was non-merohedral twins with two, which were separated using CELLNOW/ the APEX II program. The structure was solved using ShelXS refined for all domain which resulted in ratios (0.07:0.93) for the structure. 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^)+(0.0406P)^2^+1.1859P] 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 6901 _refine_ls_number_parameters 364 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0989 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1171 _refine_ls_wR_factor_gt 0.1001 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 O1 O 0.33406(8) 0.52428(11) 0.76629(14) 0.0342(4) Uani 1 1 d . . . O2 O -0.00987(7) 0.08025(11) 0.15735(15) 0.0359(4) Uani 1 1 d . . . O3 O 0.48518(7) 0.05499(10) 0.22527(15) 0.0317(4) Uani 1 1 d . . . N1 N 0.25935(8) 0.49671(12) 0.38690(16) 0.0254(4) Uani 1 1 d . . . N2 N 0.11821(8) 0.27730(12) 0.08450(16) 0.0248(4) Uani 1 1 d . . . N3 N 0.35637(8) 0.27604(12) 0.12626(16) 0.0250(4) Uani 1 1 d . . . C1 C 0.25603(10) 0.39774(14) 0.33401(19) 0.0215(4) Uani 1 1 d . . . H1 H 0.2632 0.3496 0.4060 0.026 Uiso 1 1 calc R . . C2 C 0.18772(10) 0.38209(14) 0.2460(2) 0.0247(5) Uani 1 1 d . . . H2A H 0.1787 0.4342 0.1803 0.030 Uiso 1 1 calc R . . H2B H 0.1540 0.3867 0.2971 0.030 Uiso 1 1 calc R . . C3 C 0.18188(9) 0.28327(14) 0.17902(19) 0.0215(4) Uani 1 1 d . . . H3 H 0.1844 0.2306 0.2444 0.026 Uiso 1 1 calc R . . C4 C 0.23699(9) 0.26897(14) 0.10967(19) 0.0228(4) Uani 1 1 d . . . H4A H 0.2309 0.3155 0.0372 0.027 Uiso 1 1 calc R . . H4B H 0.2342 0.2023 0.0736 0.027 Uiso 1 1 calc R . . C5 C 0.30534(9) 0.28407(14) 0.1989(2) 0.0220(4) Uani 1 1 d . . . H5 H 0.3131 0.2333 0.2679 0.026 Uiso 1 1 calc R . . C6 C 0.30945(10) 0.38490(14) 0.26054(19) 0.0222(4) Uani 1 1 d . . . H6A H 0.3535 0.3935 0.3199 0.027 Uiso 1 1 calc R . . H6B H 0.3042 0.4353 0.1928 0.027 Uiso 1 1 calc R . . C7 C 0.27576(9) 0.50511(14) 0.5083(2) 0.0221(4) Uani 1 1 d . . . H7 H 0.2854 0.4480 0.5594 0.027 Uiso 1 1 calc R . . C8 C 0.28035(9) 0.60063(14) 0.57244(19) 0.0220(4) Uani 1 1 d . . . C9 C 0.31149(10) 0.60925(15) 0.7039(2) 0.0251(5) Uani 1 1 d . . . C10 C 0.31879(11) 0.70022(16) 0.7626(2) 0.0319(5) Uani 1 1 d . . . H10 H 0.3411 0.7063 0.8507 0.038 Uiso 1 1 calc R . . C11 C 0.29336(12) 0.78199(16) 0.6918(2) 0.0366(6) Uani 1 1 d . . . H11 H 0.2981 0.8440 0.7321 0.044 Uiso 1 1 calc R . . C12 C 0.26130(11) 0.77436(15) 0.5636(2) 0.0335(5) Uani 1 1 d . . . H12 H 0.2437 0.8307 0.5161 0.040 Uiso 1 1 calc R . . C13 C 0.25504(10) 0.68399(14) 0.5048(2) 0.0258(5) Uani 1 1 d . . . H13 H 0.2330 0.6789 0.4166 0.031 Uiso 1 1 calc R . . C14 C 0.36781(14) 0.5307(2) 0.8992(2) 0.0477(7) Uani 1 1 d . . . H14A H 0.4082 0.5694 0.9079 0.072 Uiso 1 1 calc R . . H14B H 0.3795 0.4652 0.9333 0.072 Uiso 1 1 calc R . . H14C H 0.3389 0.5619 0.9473 0.072 Uiso 1 1 calc R . . C15 C 0.07824(10) 0.21162(15) 0.1005(2) 0.0260(5) Uani 1 1 d . . . H15 H 0.0910 0.1702 0.1733 0.031 Uiso 1 1 calc R . . C16 C 0.01315(10) 0.19608(15) 0.0123(2) 0.0262(5) Uani 1 1 d . . . C17 C -0.03147(10) 0.12862(15) 0.0430(2) 0.0279(5) Uani 1 1 d . . . C18 C -0.09358(11) 0.11533(16) -0.0389(2) 0.0341(5) Uani 1 1 d . . . H18 H -0.1237 0.0699 -0.0176 0.041 Uiso 1 1 calc R . . C19 C -0.11147(11) 0.16835(17) -0.1515(2) 0.0367(6) Uani 1 1 d . . . H19 H -0.1543 0.1601 -0.2064 0.044 Uiso 1 1 calc R . . C20 C -0.06778(11) 0.23323(17) -0.1852(2) 0.0370(6) Uani 1 1 d . . . H20 H -0.0799 0.2679 -0.2641 0.044 Uiso 1 1 calc R . . C21 C -0.00623(11) 0.24733(16) -0.1029(2) 0.0325(5) Uani 1 1 d . . . H21 H 0.0234 0.2929 -0.1254 0.039 Uiso 1 1 calc R . . C22 C -0.05422(12) 0.01146(17) 0.1926(3) 0.0415(6) Uani 1 1 d . . . H22A H -0.0333 -0.0172 0.2762 0.062 Uiso 1 1 calc R . . H22B H -0.0645 -0.0401 0.1276 0.062 Uiso 1 1 calc R . . H22C H -0.0952 0.0446 0.1981 0.062 Uiso 1 1 calc R . . C23 C 0.39636(9) 0.20496(14) 0.15395(19) 0.0217(4) Uani 1 1 d . . . H23 H 0.3902 0.1591 0.2164 0.026 Uiso 1 1 calc R . . C24 C 0.45186(9) 0.19119(14) 0.09267(19) 0.0224(4) Uani 1 1 d . . . C25 C 0.49742(10) 0.11503(15) 0.1313(2) 0.0252(5) Uani 1 1 d . . . C26 C 0.55136(10) 0.10446(15) 0.0767(2) 0.0292(5) Uani 1 1 d . . . H26 H 0.5820 0.0529 0.1031 0.035 Uiso 1 1 calc R . . C27 C 0.55992(10) 0.16975(16) -0.0164(2) 0.0302(5) Uani 1 1 d . . . H27 H 0.5967 0.1627 -0.0537 0.036 Uiso 1 1 calc R . . C28 C 0.51560(10) 0.24522(16) -0.0560(2) 0.0295(5) Uani 1 1 d . . . H28 H 0.5220 0.2899 -0.1196 0.035 Uiso 1 1 calc R . . C29 C 0.46192(10) 0.25492(15) -0.0019(2) 0.0252(5) Uani 1 1 d . . . H29 H 0.4312 0.3062 -0.0299 0.030 Uiso 1 1 calc R . . C30 C 0.53234(11) -0.01992(17) 0.2735(2) 0.0370(6) Uani 1 1 d . . . H30A H 0.5349 -0.0646 0.2036 0.055 Uiso 1 1 calc R . . H30B H 0.5185 -0.0558 0.3417 0.055 Uiso 1 1 calc R . . H30C H 0.5759 0.0094 0.3083 0.055 Uiso 1 1 calc R . . Cl1 Cl 0.10345(4) 0.57821(5) 0.98310(6) 0.04938(19) Uani 1 1 d . . . Cl2 Cl 0.19990(3) 0.48227(4) 0.86416(6) 0.04448(17) Uani 1 1 d . . . C31 C 0.11907(13) 0.47907(19) 0.8898(3) 0.0403(6) Uani 1 1 d . . . H31 H 0.1146(12) 0.4194(19) 0.932(2) 0.049(7) Uiso 1 1 d . . . H32 H 0.0879(13) 0.4819(18) 0.807(2) 0.050(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0422(9) 0.0312(8) 0.0253(8) -0.0039(7) 0.0001(7) 0.0091(7) O2 0.0278(8) 0.0376(9) 0.0435(10) 0.0068(8) 0.0112(7) -0.0105(7) O3 0.0299(8) 0.0284(8) 0.0388(9) 0.0069(7) 0.0122(7) 0.0104(6) N1 0.0317(10) 0.0195(9) 0.0252(10) -0.0015(7) 0.0073(8) -0.0001(7) N2 0.0198(9) 0.0249(9) 0.0307(10) -0.0017(8) 0.0081(7) -0.0004(7) N3 0.0213(9) 0.0260(9) 0.0299(10) -0.0002(8) 0.0106(8) 0.0044(7) C1 0.0253(10) 0.0194(10) 0.0214(11) 0.0005(8) 0.0087(8) -0.0006(8) C2 0.0232(10) 0.0241(10) 0.0293(12) -0.0024(9) 0.0114(9) 0.0021(8) C3 0.0188(10) 0.0198(10) 0.0269(11) 0.0004(8) 0.0077(8) 0.0005(8) C4 0.0253(10) 0.0195(10) 0.0257(11) -0.0030(8) 0.0103(9) 0.0011(8) C5 0.0201(10) 0.0221(10) 0.0266(11) 0.0030(9) 0.0110(9) 0.0043(8) C6 0.0221(10) 0.0217(10) 0.0234(11) -0.0002(8) 0.0068(9) -0.0018(8) C7 0.0200(10) 0.0211(10) 0.0264(12) 0.0014(8) 0.0080(8) -0.0010(8) C8 0.0207(10) 0.0236(10) 0.0246(11) -0.0035(8) 0.0107(8) -0.0027(8) C9 0.0237(11) 0.0272(11) 0.0270(12) -0.0028(9) 0.0113(9) 0.0003(8) C10 0.0371(13) 0.0307(12) 0.0298(13) -0.0102(10) 0.0119(10) -0.0060(10) C11 0.0496(15) 0.0241(11) 0.0427(15) -0.0075(10) 0.0242(12) -0.0065(10) C12 0.0433(14) 0.0209(11) 0.0406(14) 0.0018(10) 0.0183(11) -0.0003(10) C13 0.0295(11) 0.0229(10) 0.0287(12) -0.0001(9) 0.0141(9) -0.0017(9) C14 0.0558(17) 0.0489(16) 0.0303(14) -0.0070(12) -0.0054(12) 0.0181(13) C15 0.0244(11) 0.0265(11) 0.0280(12) -0.0004(9) 0.0083(9) -0.0022(9) C16 0.0226(11) 0.0259(11) 0.0320(13) -0.0056(9) 0.0104(9) -0.0035(8) C17 0.0259(11) 0.0242(11) 0.0355(13) -0.0034(10) 0.0114(10) -0.0016(9) C18 0.0259(12) 0.0320(12) 0.0457(15) -0.0104(11) 0.0111(10) -0.0091(9) C19 0.0255(12) 0.0385(13) 0.0427(15) -0.0092(11) 0.0013(10) -0.0036(10) C20 0.0355(13) 0.0385(13) 0.0340(14) -0.0036(11) 0.0024(11) -0.0031(11) C21 0.0309(12) 0.0310(12) 0.0358(13) -0.0020(10) 0.0082(10) -0.0077(10) C22 0.0373(13) 0.0373(13) 0.0544(16) 0.0043(12) 0.0198(12) -0.0116(11) C23 0.0188(10) 0.0231(10) 0.0228(11) -0.0029(8) 0.0039(8) -0.0015(8) C24 0.0201(10) 0.0237(10) 0.0226(11) -0.0065(8) 0.0038(8) 0.0001(8) C25 0.0234(11) 0.0249(10) 0.0266(12) -0.0045(9) 0.0046(9) 0.0010(8) C26 0.0212(11) 0.0303(11) 0.0345(13) -0.0064(10) 0.0033(9) 0.0060(9) C27 0.0211(11) 0.0408(13) 0.0299(13) -0.0098(10) 0.0083(9) -0.0001(9) C28 0.0276(11) 0.0367(12) 0.0249(12) -0.0024(10) 0.0081(9) -0.0023(9) C29 0.0213(10) 0.0265(11) 0.0269(12) -0.0030(9) 0.0039(9) 0.0031(8) C30 0.0317(12) 0.0343(12) 0.0433(14) 0.0058(11) 0.0058(11) 0.0121(10) Cl1 0.0652(4) 0.0395(3) 0.0433(4) -0.0013(3) 0.0129(3) 0.0039(3) Cl2 0.0429(3) 0.0302(3) 0.0588(4) 0.0049(3) 0.0090(3) 0.0011(3) C31 0.0441(15) 0.0328(13) 0.0403(15) 0.0000(12) 0.0031(12) -0.0033(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 O1 C9 1.371(2) . ? O1 C14 1.432(3) . ? O2 C17 1.372(3) . ? O2 C22 1.433(2) . ? O3 C25 1.371(2) . ? O3 C30 1.430(2) . ? N1 C7 1.268(3) . ? N1 C1 1.468(2) . ? N2 C15 1.266(2) . ? N2 C3 1.465(2) . ? N3 C23 1.271(2) . ? N3 C5 1.464(2) . ? C1 C6 1.518(3) . ? C1 C2 1.521(3) . ? C1 H1 1.0000 . ? C2 C3 1.527(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.521(3) . ? C3 H3 1.0000 . ? C4 C5 1.527(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.528(3) . ? C5 H5 1.0000 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.474(3) . ? C7 H7 0.9500 . ? C8 C13 1.389(3) . ? C8 C9 1.407(3) . ? C9 C10 1.391(3) . ? C10 C11 1.387(3) . ? C10 H10 0.9500 . ? C11 C12 1.380(3) . ? C11 H11 0.9500 . ? C12 C13 1.384(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.470(3) . ? C15 H15 0.9500 . ? C16 C21 1.394(3) . ? C16 C17 1.405(3) . ? C17 C18 1.390(3) . ? C18 C19 1.382(3) . ? C18 H18 0.9500 . ? C19 C20 1.381(3) . ? C19 H19 0.9500 . ? C20 C21 1.384(3) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.471(3) . ? C23 H23 0.9500 . ? C24 C29 1.392(3) . ? C24 C25 1.406(3) . ? C25 C26 1.392(3) . ? C26 C27 1.384(3) . ? C26 H26 0.9500 . ? C27 C28 1.385(3) . ? C27 H27 0.9500 . ? C28 C29 1.383(3) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? Cl1 C31 1.765(3) . ? Cl2 C31 1.769(3) . ? C31 H31 0.95(3) . ? C31 H32 0.97(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 C9 O1 C14 117.52(17) . . ? C17 O2 C22 117.43(17) . . ? C25 O3 C30 117.76(16) . . ? C7 N1 C1 117.14(17) . . ? C15 N2 C3 117.47(18) . . ? C23 N3 C5 116.85(17) . . ? N1 C1 C6 109.57(16) . . ? N1 C1 C2 108.71(16) . . ? C6 C1 C2 110.72(16) . . ? N1 C1 H1 109.3 . . ? C6 C1 H1 109.3 . . ? C2 C1 H1 109.3 . . ? C1 C2 C3 111.99(16) . . ? C1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? C1 C2 H2B 109.2 . . ? C3 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N2 C3 C4 108.55(16) . . ? N2 C3 C2 109.38(15) . . ? C4 C3 C2 111.10(16) . . ? N2 C3 H3 109.3 . . ? C4 C3 H3 109.3 . . ? C2 C3 H3 109.3 . . ? C3 C4 C5 112.02(16) . . ? C3 C4 H4A 109.2 . . ? C5 C4 H4A 109.2 . . ? C3 C4 H4B 109.2 . . ? C5 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? N3 C5 C4 110.02(16) . . ? N3 C5 C6 108.99(16) . . ? C4 C5 C6 109.95(15) . . ? N3 C5 H5 109.3 . . ? C4 C5 H5 109.3 . . ? C6 C5 H5 109.3 . . ? C1 C6 C5 110.92(16) . . ? C1 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.0 . . ? N1 C7 C8 122.06(18) . . ? N1 C7 H7 119.0 . . ? C8 C7 H7 119.0 . . ? C13 C8 C9 118.59(18) . . ? C13 C8 C7 121.09(19) . . ? C9 C8 C7 120.31(18) . . ? O1 C9 C10 123.81(19) . . ? O1 C9 C8 116.01(17) . . ? C10 C9 C8 120.17(19) . . ? C11 C10 C9 119.6(2) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C12 C11 C10 120.9(2) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 119.4(2) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C12 C13 C8 121.3(2) . . ? C12 C13 H13 119.4 . . ? C8 C13 H13 119.4 . . ? O1 C14 H14A 109.5 . . ? O1 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O1 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N2 C15 C16 123.4(2) . . ? N2 C15 H15 118.3 . . ? C16 C15 H15 118.3 . . ? C21 C16 C17 118.20(19) . . ? C21 C16 C15 121.49(19) . . ? C17 C16 C15 120.3(2) . . ? O2 C17 C18 123.85(19) . . ? O2 C17 C16 115.75(18) . . ? C18 C17 C16 120.4(2) . . ? C19 C18 C17 119.8(2) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C20 C19 C18 120.8(2) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C21 119.4(2) . . ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 . . ? C20 C21 C16 121.4(2) . . ? C20 C21 H21 119.3 . . ? C16 C21 H21 119.3 . . ? O2 C22 H22A 109.5 . . ? O2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N3 C23 C24 122.34(19) . . ? N3 C23 H23 118.8 . . ? C24 C23 H23 118.8 . . ? C29 C24 C25 118.29(18) . . ? C29 C24 C23 120.99(18) . . ? C25 C24 C23 120.69(18) . . ? O3 C25 C26 123.77(18) . . ? O3 C25 C24 115.66(17) . . ? C26 C25 C24 120.56(19) . . ? C27 C26 C25 119.42(19) . . ? C27 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? C26 C27 C28 120.96(19) . . ? C26 C27 H27 119.5 . . ? C28 C27 H27 119.5 . . ? C29 C28 C27 119.3(2) . . ? C29 C28 H28 120.3 . . ? C27 C28 H28 120.3 . . ? C28 C29 C24 121.46(19) . . ? C28 C29 H29 119.3 . . ? C24 C29 H29 119.3 . . ? O3 C30 H30A 109.5 . . ? O3 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O3 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? Cl1 C31 Cl2 112.32(14) . . ? Cl1 C31 H31 110.1(16) . . ? Cl2 C31 H31 107.4(16) . . ? Cl1 C31 H32 108.4(15) . . ? Cl2 C31 H32 108.0(15) . . ? H31 C31 H32 111(2) . . ? 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 C7 N1 C1 C6 -113.81(19) . . . . ? C7 N1 C1 C2 125.07(19) . . . . ? N1 C1 C2 C3 175.72(16) . . . . ? C6 C1 C2 C3 55.3(2) . . . . ? C15 N2 C3 C4 120.26(19) . . . . ? C15 N2 C3 C2 -118.4(2) . . . . ? C1 C2 C3 N2 -173.22(16) . . . . ? C1 C2 C3 C4 -53.4(2) . . . . ? N2 C3 C4 C5 174.37(15) . . . . ? C2 C3 C4 C5 54.1(2) . . . . ? C23 N3 C5 C4 -114.47(19) . . . . ? C23 N3 C5 C6 124.90(19) . . . . ? C3 C4 C5 N3 -176.22(15) . . . . ? C3 C4 C5 C6 -56.2(2) . . . . ? N1 C1 C6 C5 -177.40(16) . . . . ? C2 C1 C6 C5 -57.5(2) . . . . ? N3 C5 C6 C1 178.36(16) . . . . ? C4 C5 C6 C1 57.7(2) . . . . ? C1 N1 C7 C8 -179.59(17) . . . . ? N1 C7 C8 C13 12.3(3) . . . . ? N1 C7 C8 C9 -166.80(19) . . . . ? C14 O1 C9 C10 -0.9(3) . . . . ? C14 O1 C9 C8 178.14(19) . . . . ? C13 C8 C9 O1 178.46(17) . . . . ? C7 C8 C9 O1 -2.4(3) . . . . ? C13 C8 C9 C10 -2.5(3) . . . . ? C7 C8 C9 C10 176.66(19) . . . . ? O1 C9 C10 C11 -179.0(2) . . . . ? C8 C9 C10 C11 2.0(3) . . . . ? C9 C10 C11 C12 -0.4(3) . . . . ? C10 C11 C12 C13 -0.6(3) . . . . ? C11 C12 C13 C8 0.1(3) . . . . ? C9 C8 C13 C12 1.4(3) . . . . ? C7 C8 C13 C12 -177.70(19) . . . . ? C3 N2 C15 C16 -179.00(17) . . . . ? N2 C15 C16 C21 6.5(3) . . . . ? N2 C15 C16 C17 -173.3(2) . . . . ? C22 O2 C17 C18 0.7(3) . . . . ? C22 O2 C17 C16 179.43(19) . . . . ? C21 C16 C17 O2 179.98(18) . . . . ? C15 C16 C17 O2 -0.2(3) . . . . ? C21 C16 C17 C18 -1.2(3) . . . . ? C15 C16 C17 C18 178.62(19) . . . . ? O2 C17 C18 C19 179.1(2) . . . . ? C16 C17 C18 C19 0.4(3) . . . . ? C17 C18 C19 C20 1.3(3) . . . . ? C18 C19 C20 C21 -2.1(4) . . . . ? C19 C20 C21 C16 1.2(4) . . . . ? C17 C16 C21 C20 0.4(3) . . . . ? C15 C16 C21 C20 -179.4(2) . . . . ? C5 N3 C23 C24 -176.95(17) . . . . ? N3 C23 C24 C29 -1.7(3) . . . . ? N3 C23 C24 C25 176.13(19) . . . . ? C30 O3 C25 C26 2.9(3) . . . . ? C30 O3 C25 C24 -176.22(18) . . . . ? C29 C24 C25 O3 179.62(18) . . . . ? C23 C24 C25 O3 1.7(3) . . . . ? C29 C24 C25 C26 0.4(3) . . . . ? C23 C24 C25 C26 -177.47(19) . . . . ? O3 C25 C26 C27 -179.11(19) . . . . ? C24 C25 C26 C27 0.0(3) . . . . ? C25 C26 C27 C28 -0.1(3) . . . . ? C26 C27 C28 C29 -0.3(3) . . . . ? C27 C28 C29 C24 0.8(3) . . . . ? C25 C24 C29 C28 -0.9(3) . . . . ? C23 C24 C29 C28 177.04(19) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.61 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.277 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.054 data_3.2 _database_code_depnum_ccdc_archive 'CCDC 788167' #TrackingRef '- 5-1_8-1_9-1_3-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3.2 _chemical_melting_point ? _chemical_formula_moiety 'C54 H54 Cu3 N6, C29 H30 Cu N4, 4(F6 P), C H2 Cl2' _chemical_formula_sum 'C84 H86 Cl2 Cu4 F24 N10 P4' _chemical_formula_weight 2140.61 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21 /n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.3400(7) _cell_length_b 13.4089(6) _cell_length_c 40.1113(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.042(2) _cell_angle_gamma 90.00 _cell_volume 8788.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1485 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 20.47 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_min 0.02 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4344 _exptl_absorpt_coefficient_mu 1.191 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.554 _exptl_absorpt_correction_T_max 0.745 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex II Kappa with CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20271 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 52 _diffrn_reflns_theta_min 1.02 _diffrn_reflns_theta_max 27.54 _reflns_number_total 20271 _reflns_number_gt 22357 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker PROTEUM' _computing_cell_refinement 'Bruker PROTEUM' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; 'Structure was non-merohedral twin with three domains, which was separated using APEX II program and the structure was solved using ShelXS.' 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^)+(0.0000P)^2^+215.4155P] 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 27586 _refine_ls_number_parameters 1156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1159 _refine_ls_R_factor_gt 0.0945 _refine_ls_wR_factor_ref 0.2434 _refine_ls_wR_factor_gt 0.2323 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _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 0.37239(6) 0.16009(8) 0.06728(2) 0.0204(2) Uani 1 1 d . . . Cu2 Cu 0.98543(5) 0.72613(7) 0.10933(2) 0.0151(2) Uani 1 1 d . . . Cu3 Cu 0.74828(5) 0.71998(7) 0.18977(2) 0.0145(2) Uani 1 1 d . . . Cu4 Cu 1.03142(5) 0.76982(7) 0.23228(2) 0.01346(19) Uani 1 1 d . . . N1 N 0.3579(4) 0.1099(6) 0.01791(16) 0.0233(16) Uani 1 1 d . . . N2 N 0.2582(4) 0.2258(7) 0.06414(17) 0.0319(18) Uani 1 1 d . . . N3 N 0.3444(4) 0.0167(5) 0.08201(16) 0.0212(15) Uani 1 1 d . . . N4 N 0.4585(4) 0.2473(5) 0.08280(17) 0.0239(16) Uani 1 1 d . . . N5 N 0.9589(4) 0.8653(5) 0.10528(15) 0.0132(13) Uani 1 1 d . . . N6 N 0.7484(3) 0.8626(5) 0.19062(15) 0.0131(13) Uani 1 1 d . . . N7 N 1.0363(4) 0.9076(5) 0.22048(14) 0.0128(13) Uani 1 1 d . . . N8 N 1.0257(3) 0.6287(4) 0.23787(15) 0.0117(12) Uani 1 1 d . . . N9 N 1.0060(4) 0.5888(5) 0.11779(15) 0.0137(13) Uani 1 1 d . . . N10 N 0.7602(4) 0.5791(5) 0.18552(15) 0.0144(13) Uani 1 1 d . . . C1 C 0.2787(5) 0.0632(7) 0.0098(2) 0.0238(19) Uani 1 1 d . . . H1 H 0.2776 0.0459 -0.0144 0.029 Uiso 1 1 calc R . . C2 C 0.2057(5) 0.1317(7) 0.0178(2) 0.028(2) Uani 1 1 d . . . H2A H 0.1551 0.0999 0.0094 0.033 Uiso 1 1 calc R . . H2B H 0.2129 0.1953 0.0057 0.033 Uiso 1 1 calc R . . C3 C 0.1947(5) 0.1550(8) 0.0553(2) 0.032(2) Uani 1 1 d . . . H3 H 0.1403 0.1879 0.0584 0.038 Uiso 1 1 calc R . . C4 C 0.1969(5) 0.0582(8) 0.0768(2) 0.035(2) Uani 1 1 d . . . H4A H 0.2031 0.0777 0.1005 0.042 Uiso 1 1 calc R . . H4B H 0.1434 0.0242 0.0746 0.042 Uiso 1 1 calc R . . C5 C 0.2642(5) -0.0165(7) 0.0683(2) 0.027(2) Uani 1 1 d . . . H5 H 0.2499 -0.0818 0.0788 0.033 Uiso 1 1 calc R . . C6 C 0.2727(5) -0.0329(7) 0.0304(2) 0.028(2) Uani 1 1 d . . . H6A H 0.3222 -0.0735 0.0262 0.034 Uiso 1 1 calc R . . H6B H 0.2249 -0.0716 0.0225 0.034 Uiso 1 1 calc R . . C7 C 0.5074(5) 0.3019(7) 0.0910(2) 0.0257(19) Uani 1 1 d . . . C8 C 0.5685(6) 0.3739(7) 0.1018(3) 0.037(2) Uani 1 1 d . . . H8A H 0.6028 0.3928 0.0827 0.056 Uiso 1 1 calc R . . H8B H 0.6028 0.3441 0.1192 0.056 Uiso 1 1 calc R . . H8C H 0.5412 0.4333 0.1106 0.056 Uiso 1 1 calc R . . C9 C 0.4078(5) 0.1304(6) -0.0058(2) 0.0216(18) Uani 1 1 d . . . H9 H 0.3912 0.1241 -0.0284 0.026 Uiso 1 1 calc R . . C10 C 0.4909(5) 0.1639(6) 0.0025(2) 0.0211(17) Uani 1 1 d . . . C11 C 0.5261(5) 0.2481(6) -0.0132(2) 0.027(2) Uani 1 1 d . . . H11 H 0.4975 0.2819 -0.0304 0.032 Uiso 1 1 calc R . . C12 C 0.6034(5) 0.2813(8) -0.0030(2) 0.036(2) Uani 1 1 d . . . H12 H 0.6269 0.3389 -0.0128 0.043 Uiso 1 1 calc R . . C13 C 0.6457(5) 0.2294(8) 0.0217(2) 0.032(2) Uani 1 1 d . . . H13 H 0.6983 0.2520 0.0284 0.038 Uiso 1 1 calc R . . C14 C 0.6124(5) 0.1455(7) 0.0366(2) 0.0262(19) Uani 1 1 d . . . H14 H 0.6418 0.1110 0.0535 0.031 Uiso 1 1 calc R . . C15 C 0.5359(5) 0.1123(7) 0.02668(19) 0.0215(18) Uani 1 1 d . . . H15 H 0.5137 0.0537 0.0365 0.026 Uiso 1 1 calc R . . C16 C 0.2368(6) 0.3159(9) 0.0686(2) 0.044(3) Uani 1 1 d . . . H16 H 0.1801 0.3304 0.0706 0.053 Uiso 1 1 calc R . . C17 C 0.2972(7) 0.4010(8) 0.0707(3) 0.043(3) Uani 1 1 d . . . C18 C 0.2896(7) 0.4753(9) 0.0948(3) 0.051(3) Uani 1 1 d . . . H18 H 0.2457 0.4735 0.1103 0.061 Uiso 1 1 calc R . . C19 C 0.3465(8) 0.5516(8) 0.0959(3) 0.048(3) Uani 1 1 d . . . H19 H 0.3414 0.6026 0.1122 0.057 Uiso 1 1 calc R . . C20 C 0.4096(9) 0.5543(9) 0.0739(3) 0.054(3) Uani 1 1 d . . . H20 H 0.4497 0.6053 0.0756 0.064 Uiso 1 1 calc R . . C21 C 0.4158(7) 0.4843(8) 0.0494(2) 0.044(3) Uani 1 1 d . . . H21 H 0.4587 0.4885 0.0335 0.053 Uiso 1 1 calc R . . C22 C 0.3592(7) 0.4064(8) 0.0476(2) 0.042(3) Uani 1 1 d . . . H22 H 0.3634 0.3575 0.0306 0.050 Uiso 1 1 calc R . . C23 C 0.3906(5) -0.0545(6) 0.09173(19) 0.0204(17) Uani 1 1 d . . . H23 H 0.3699 -0.1207 0.0911 0.024 Uiso 1 1 calc R . . C24 C 0.4752(5) -0.0380(6) 0.10392(19) 0.0208(17) Uani 1 1 d . . . C25 C 0.4968(5) 0.0503(6) 0.12000(19) 0.0212(17) Uani 1 1 d . . . H25 H 0.4563 0.0985 0.1253 0.025 Uiso 1 1 calc R . . C26 C 0.5784(5) 0.0669(6) 0.12813(19) 0.0187(17) Uani 1 1 d . . . H26 H 0.5941 0.1270 0.1389 0.022 Uiso 1 1 calc R . . C27 C 0.6373(5) -0.0051(7) 0.1203(2) 0.0240(19) Uani 1 1 d . . . H27 H 0.6933 0.0083 0.1249 0.029 Uiso 1 1 calc R . . C28 C 0.6162(5) -0.0937(7) 0.1064(2) 0.0241(18) Uani 1 1 d . . . H28 H 0.6568 -0.1428 0.1021 0.029 Uiso 1 1 calc R . . C29 C 0.5339(5) -0.1125(6) 0.0983(2) 0.0244(19) Uani 1 1 d . . . H29 H 0.5182 -0.1750 0.0891 0.029 Uiso 1 1 calc R . . C30 C 0.9334(4) 0.9198(6) 0.13536(17) 0.0124(15) Uani 1 1 d . . . H30 H 0.9274 0.9924 0.1303 0.015 Uiso 1 1 calc R . . C31 C 0.8508(4) 0.8760(6) 0.14636(18) 0.0135(15) Uani 1 1 d . . . H31A H 0.8088 0.8917 0.1293 0.016 Uiso 1 1 calc R . . H31B H 0.8555 0.8025 0.1478 0.016 Uiso 1 1 calc R . . C32 C 0.8230(4) 0.9170(6) 0.18013(17) 0.0130(15) Uani 1 1 d . . . H32 H 0.8104 0.9897 0.1780 0.016 Uiso 1 1 calc R . . C33 C 0.8893(4) 0.9018(6) 0.20685(17) 0.0125(14) Uani 1 1 d . . . H33A H 0.8720 0.9354 0.2277 0.015 Uiso 1 1 calc R . . H33B H 0.8945 0.8296 0.2116 0.015 Uiso 1 1 calc R . . C34 C 0.9729(4) 0.9425(5) 0.19631(17) 0.0107(14) Uani 1 1 d . . . H34 H 0.9713 1.0170 0.1962 0.013 Uiso 1 1 calc R . . C35 C 0.9985(4) 0.9045(6) 0.16188(17) 0.0129(15) Uani 1 1 d . . . H35A H 1.0491 0.9395 0.1550 0.016 Uiso 1 1 calc R . . H35B H 1.0113 0.8325 0.1635 0.016 Uiso 1 1 calc R . . C36 C 0.9682(4) 0.9120(6) 0.07813(18) 0.0143(15) Uani 1 1 d . . . H36 H 0.9622 0.9825 0.0783 0.017 Uiso 1 1 calc R . . C37 C 0.9876(4) 0.8630(6) 0.04622(17) 0.0151(16) Uani 1 1 d . . . C38 C 0.9551(5) 0.7697(7) 0.0390(2) 0.0239(18) Uani 1 1 d . . . H38 H 0.9196 0.7377 0.0544 0.029 Uiso 1 1 calc R . . C39 C 0.9752(5) 0.7237(7) 0.0090(2) 0.030(2) Uani 1 1 d . . . H39 H 0.9532 0.6598 0.0039 0.036 Uiso 1 1 calc R . . C40 C 1.0265(5) 0.7696(8) -0.0135(2) 0.034(2) Uani 1 1 d . . . H40 H 1.0404 0.7372 -0.0337 0.041 Uiso 1 1 calc R . . C41 C 1.0579(6) 0.8632(8) -0.0064(2) 0.032(2) Uani 1 1 d . . . H41 H 1.0930 0.8954 -0.0218 0.039 Uiso 1 1 calc R . . C42 C 1.0380(5) 0.9092(7) 0.0231(2) 0.0234(18) Uani 1 1 d . . . H42 H 1.0592 0.9737 0.0278 0.028 Uiso 1 1 calc R . . C43 C 0.6834(4) 0.9114(6) 0.19651(17) 0.0126(15) Uani 1 1 d . . . H43 H 0.6830 0.9813 0.1926 0.015 Uiso 1 1 calc R . . C44 C 0.6091(4) 0.8634(6) 0.20919(19) 0.0166(16) Uani 1 1 d . . . C45 C 0.5331(4) 0.8896(6) 0.1959(2) 0.0195(17) Uani 1 1 d . . . H45 H 0.5292 0.9386 0.1789 0.023 Uiso 1 1 calc R . . C46 C 0.4627(5) 0.8422(6) 0.2081(2) 0.0246(18) Uani 1 1 d . . . H46 H 0.4108 0.8567 0.1986 0.030 Uiso 1 1 calc R . . C47 C 0.4687(5) 0.7753(7) 0.2338(2) 0.032(2) Uani 1 1 d . . . H47 H 0.4204 0.7457 0.2425 0.039 Uiso 1 1 calc R . . C48 C 0.5439(6) 0.7501(7) 0.2471(2) 0.031(2) Uani 1 1 d . . . H48 H 0.5474 0.7028 0.2647 0.038 Uiso 1 1 calc R . . C49 C 0.6138(5) 0.7940(6) 0.2348(2) 0.0234(18) Uani 1 1 d . . . H49 H 0.6656 0.7766 0.2438 0.028 Uiso 1 1 calc R . . C50 C 1.0936(4) 0.9707(6) 0.22748(17) 0.0133(15) Uani 1 1 d . . . H50 H 1.0892 1.0360 0.2184 0.016 Uiso 1 1 calc R . . C51 C 1.1651(4) 0.9485(6) 0.24846(19) 0.0158(15) Uani 1 1 d . . . C52 C 1.1977(4) 0.8539(6) 0.25252(19) 0.0180(16) Uani 1 1 d . . . H52 H 1.1755 0.7995 0.2403 0.022 Uiso 1 1 calc R . . C53 C 1.2630(4) 0.8378(7) 0.2744(2) 0.0205(17) Uani 1 1 d . . . H53 H 1.2839 0.7724 0.2778 0.025 Uiso 1 1 calc R . . C54 C 1.2968(5) 0.9176(7) 0.2911(2) 0.026(2) Uani 1 1 d . . . H54 H 1.3415 0.9070 0.3059 0.031 Uiso 1 1 calc R . . C55 C 1.2664(5) 1.0135(7) 0.2866(2) 0.0244(19) Uani 1 1 d . . . H55 H 1.2898 1.0679 0.2984 0.029 Uiso 1 1 calc R . . C56 C 1.2017(4) 1.0294(6) 0.2649(2) 0.0186(17) Uani 1 1 d . . . H56 H 1.1822 1.0952 0.2611 0.022 Uiso 1 1 calc R . . C57 C 0.9846(4) 0.5683(5) 0.21210(18) 0.0121(14) Uani 1 1 d . . . H57 H 0.9955 0.4960 0.2164 0.015 Uiso 1 1 calc R . . C58 C 0.8929(4) 0.5871(6) 0.21372(17) 0.0131(15) Uani 1 1 d . . . H58A H 0.8716 0.5599 0.2350 0.016 Uiso 1 1 calc R . . H58B H 0.8832 0.6600 0.2138 0.016 Uiso 1 1 calc R . . C59 C 0.8452(4) 0.5413(6) 0.18512(18) 0.0120(14) Uani 1 1 d . . . H59 H 0.8445 0.4672 0.1878 0.014 Uiso 1 1 calc R . . C60 C 0.8815(4) 0.5675(5) 0.15120(18) 0.0123(15) Uani 1 1 d . . . H60A H 0.8526 0.5289 0.1338 0.015 Uiso 1 1 calc R . . H60B H 0.8720 0.6392 0.1467 0.015 Uiso 1 1 calc R . . C61 C 0.9724(4) 0.5463(5) 0.14883(16) 0.0105(14) Uani 1 1 d . . . H61 H 0.9821 0.4727 0.1493 0.013 Uiso 1 1 calc R . . C62 C 1.0182(4) 0.5961(6) 0.17763(17) 0.0136(15) Uani 1 1 d . . . H62A H 1.0150 0.6693 0.1749 0.016 Uiso 1 1 calc R . . H62B H 1.0766 0.5768 0.1765 0.016 Uiso 1 1 calc R . . C63 C 1.0624(4) 0.5819(6) 0.26169(17) 0.0155(16) Uani 1 1 d . . . H63 H 1.0653 0.5112 0.2605 0.019 Uiso 1 1 calc R . . C64 C 1.0997(4) 0.6309(6) 0.29029(18) 0.0157(16) Uani 1 1 d . . . C65 C 1.0692(4) 0.7169(6) 0.30455(17) 0.0163(15) Uani 1 1 d . . . H65 H 1.0212 0.7468 0.2956 0.020 Uiso 1 1 calc R . . C66 C 1.1078(5) 0.7602(6) 0.33188(19) 0.0202(17) Uani 1 1 d . . . H66 H 1.0874 0.8203 0.3413 0.024 Uiso 1 1 calc R . . C67 C 1.1770(5) 0.7141(7) 0.3452(2) 0.0248(19) Uani 1 1 d . . . H67 H 1.2039 0.7435 0.3638 0.030 Uiso 1 1 calc R . . C68 C 1.2063(5) 0.6277(6) 0.33209(19) 0.0215(18) Uani 1 1 d . . . H68 H 1.2535 0.5974 0.3416 0.026 Uiso 1 1 calc R . . C69 C 1.1680(4) 0.5834(6) 0.30495(19) 0.0184(17) Uani 1 1 d . . . H69 H 1.1875 0.5218 0.2963 0.022 Uiso 1 1 calc R . . C70 C 1.0409(4) 0.5282(6) 0.09735(18) 0.0142(15) Uani 1 1 d . . . H70 H 1.0371 0.4589 0.1020 0.017 Uiso 1 1 calc R . . C71 C 1.0857(4) 0.5584(6) 0.06776(18) 0.0165(16) Uani 1 1 d . . . C72 C 1.0884(5) 0.4943(7) 0.0407(2) 0.0254(19) Uani 1 1 d . . . H72 H 1.0574 0.4345 0.0410 0.031 Uiso 1 1 calc R . . C73 C 1.1360(6) 0.5168(7) 0.0132(2) 0.035(2) Uani 1 1 d . . . H73 H 1.1373 0.4724 -0.0053 0.042 Uiso 1 1 calc R . . C74 C 1.1810(6) 0.6023(7) 0.0125(2) 0.032(2) Uani 1 1 d . . . H74 H 1.2136 0.6174 -0.0065 0.038 Uiso 1 1 calc R . . C75 C 1.1795(5) 0.6685(7) 0.0397(2) 0.0260(19) Uani 1 1 d . . . H75 H 1.2114 0.7277 0.0393 0.031 Uiso 1 1 calc R . . C76 C 1.1315(4) 0.6470(6) 0.06696(19) 0.0163(16) Uani 1 1 d . . . H76 H 1.1294 0.6920 0.0852 0.020 Uiso 1 1 calc R . . C77 C 0.7020(4) 0.5157(6) 0.18238(18) 0.0146(15) Uani 1 1 d . . . H77 H 0.7153 0.4468 0.1824 0.017 Uiso 1 1 calc R . . C78 C 0.6153(4) 0.5444(5) 0.17873(17) 0.0126(15) Uani 1 1 d . . . C79 C 0.5560(4) 0.4811(6) 0.1917(2) 0.0177(16) Uani 1 1 d . . . H79 H 0.5721 0.4218 0.2028 0.021 Uiso 1 1 calc R . . C80 C 0.4746(5) 0.5033(6) 0.1886(2) 0.0229(18) Uani 1 1 d . . . H80 H 0.4345 0.4597 0.1976 0.027 Uiso 1 1 calc R . . C81 C 0.4506(5) 0.5907(7) 0.1719(2) 0.0231(18) Uani 1 1 d . . . H81 H 0.3942 0.6073 0.1703 0.028 Uiso 1 1 calc R . . C82 C 0.5085(5) 0.6524(7) 0.1580(2) 0.0227(18) Uani 1 1 d . . . H82 H 0.4920 0.7106 0.1463 0.027 Uiso 1 1 calc R . . C83 C 0.5916(4) 0.6296(6) 0.16104(18) 0.0164(16) Uani 1 1 d . . . H83 H 0.6317 0.6716 0.1512 0.020 Uiso 1 1 calc R . . C84 C 0.8078(6) 0.2406(7) 0.1086(2) 0.035(2) Uani 1 1 d . . . H84A H 0.8512 0.2407 0.1258 0.042 Uiso 1 1 calc R . . H84B H 0.7543 0.2390 0.1202 0.042 Uiso 1 1 calc R . . Cl1 Cl 0.81764(14) 0.13293(18) 0.08394(6) 0.0352(5) Uani 1 1 d . . . Cl2 Cl 0.81472(19) 0.3511(2) 0.08505(7) 0.0497(7) Uani 1 1 d . . . P1 P 0.04332(14) 0.22149(19) 0.14736(6) 0.0303(5) Uani 1 1 d . . . F1 F 0.0873(4) 0.1649(7) 0.1770(2) 0.093(3) Uani 1 1 d . . . F2 F 0.0510(6) 0.1303(6) 0.1230(3) 0.109(4) Uani 1 1 d . . . F3 F 0.1279(4) 0.2649(5) 0.13446(19) 0.062(2) Uani 1 1 d . . . F4 F -0.0028(4) 0.2824(5) 0.11900(16) 0.0595(19) Uani 1 1 d . . . F5 F 0.0300(5) 0.3142(5) 0.17120(19) 0.067(2) Uani 1 1 d . . . F6 F -0.0423(3) 0.1748(4) 0.15981(14) 0.0383(13) Uani 1 1 d . . . P2 P 0.23145(13) 0.77658(18) 0.15692(5) 0.0230(5) Uani 1 1 d . . . F7 F 0.2148(4) 0.6625(4) 0.14554(13) 0.0386(13) Uani 1 1 d . . . F8 F 0.3123(4) 0.7783(5) 0.13523(17) 0.0567(17) Uani 1 1 d . . . F9 F 0.2841(3) 0.7370(4) 0.18811(13) 0.0346(13) Uani 1 1 d . . . F10 F 0.1773(4) 0.8149(4) 0.12611(13) 0.0378(13) Uani 1 1 d . . . F11 F 0.1513(3) 0.7695(4) 0.17950(12) 0.0345(12) Uani 1 1 d . . . F12 F 0.2450(4) 0.8887(4) 0.16863(15) 0.0451(15) Uani 1 1 d . . . P3 P 0.72463(15) 0.6378(2) 0.06871(6) 0.0364(6) Uani 1 1 d . . . F13 F 0.6333(4) 0.6812(5) 0.07144(18) 0.0573(19) Uani 1 1 d . . . F14 F 0.8167(3) 0.5963(5) 0.06638(16) 0.0521(17) Uani 1 1 d . . . F15 F 0.7393(6) 0.7038(14) 0.0402(4) 0.262(12) Uani 1 1 d . . . F16 F 0.7520(5) 0.7067(7) 0.0973(3) 0.119(4) Uani 1 1 d . . . F17 F 0.7080(4) 0.5593(6) 0.0974(2) 0.084(3) Uani 1 1 d . . . F18 F 0.6921(6) 0.5494(8) 0.0462(3) 0.116(4) Uani 1 1 d . . . P4 P 0.79470(13) 0.71267(16) 0.30015(5) 0.0194(4) Uani 1 1 d . . . F19 F 0.7457(3) 0.6465(4) 0.27371(12) 0.0303(12) Uani 1 1 d . . . F20 F 0.8253(3) 0.7857(4) 0.27124(12) 0.0355(13) Uani 1 1 d . . . F21 F 0.8740(3) 0.6442(4) 0.29492(11) 0.0238(10) Uani 1 1 d . . . F22 F 0.7165(3) 0.7817(4) 0.30586(13) 0.0326(12) Uani 1 1 d . . . F23 F 0.7642(3) 0.6405(3) 0.32937(11) 0.0250(11) Uani 1 1 d . . . F24 F 0.8440(3) 0.7773(4) 0.32740(11) 0.0262(11) 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 0.0197(5) 0.0270(6) 0.0146(5) 0.0025(4) -0.0007(4) 0.0023(4) Cu2 0.0199(5) 0.0131(5) 0.0122(4) 0.0010(4) 0.0027(3) 0.0022(4) Cu3 0.0121(4) 0.0109(5) 0.0206(5) -0.0001(4) 0.0012(3) -0.0006(4) Cu4 0.0146(4) 0.0122(5) 0.0135(4) 0.0013(4) -0.0027(3) -0.0008(4) N1 0.018(3) 0.041(5) 0.011(3) 0.015(3) -0.001(3) 0.000(3) N2 0.030(4) 0.045(5) 0.021(4) 0.007(3) -0.002(3) 0.017(4) N3 0.021(3) 0.029(4) 0.013(3) 0.003(3) -0.005(3) -0.005(3) N4 0.030(4) 0.019(4) 0.023(4) 0.002(3) 0.001(3) 0.006(3) N5 0.013(3) 0.011(3) 0.016(3) 0.003(2) -0.001(2) 0.006(2) N6 0.009(3) 0.014(3) 0.016(3) 0.002(2) -0.002(2) -0.004(2) N7 0.011(3) 0.019(3) 0.008(3) -0.004(2) 0.001(2) 0.000(3) N8 0.008(3) 0.007(3) 0.020(3) 0.008(2) 0.002(2) 0.001(2) N9 0.014(3) 0.018(3) 0.010(3) 0.001(2) 0.000(2) -0.001(3) N10 0.014(3) 0.018(3) 0.011(3) -0.004(2) 0.001(2) -0.002(3) C1 0.017(4) 0.038(5) 0.016(4) 0.001(4) 0.002(3) -0.011(4) C2 0.018(4) 0.048(6) 0.017(4) 0.012(4) -0.008(3) -0.003(4) C3 0.016(4) 0.058(7) 0.020(4) 0.007(4) -0.001(3) 0.008(4) C4 0.019(4) 0.065(7) 0.021(5) 0.010(4) 0.000(3) -0.005(4) C5 0.022(4) 0.043(6) 0.017(4) 0.017(4) -0.005(3) -0.012(4) C6 0.022(4) 0.049(6) 0.013(4) 0.005(4) -0.003(3) -0.006(4) C7 0.027(5) 0.027(5) 0.023(4) 0.000(4) 0.005(3) 0.003(4) C8 0.042(6) 0.027(5) 0.043(6) 0.005(4) -0.010(5) -0.011(4) C9 0.020(4) 0.027(5) 0.017(4) 0.004(3) 0.001(3) -0.003(3) C10 0.018(4) 0.026(5) 0.019(4) -0.002(3) 0.006(3) 0.002(3) C11 0.027(5) 0.025(5) 0.028(5) 0.012(4) -0.001(4) -0.005(4) C12 0.030(5) 0.041(6) 0.037(5) 0.015(5) -0.001(4) -0.005(4) C13 0.031(5) 0.044(6) 0.021(4) -0.004(4) -0.004(4) -0.011(4) C14 0.020(4) 0.036(5) 0.023(4) 0.011(4) 0.005(3) 0.003(4) C15 0.021(4) 0.027(5) 0.016(4) 0.000(3) 0.006(3) 0.004(3) C16 0.035(6) 0.070(8) 0.028(5) 0.004(5) -0.003(4) 0.026(5) C17 0.059(7) 0.036(6) 0.033(6) -0.003(4) -0.021(5) 0.031(5) C18 0.060(7) 0.064(8) 0.030(6) -0.015(5) -0.014(5) 0.041(6) C19 0.075(8) 0.036(7) 0.032(6) -0.010(5) -0.019(6) 0.026(6) C20 0.092(10) 0.035(7) 0.034(6) -0.004(5) -0.019(6) 0.010(6) C21 0.074(8) 0.037(6) 0.021(5) 0.011(4) -0.005(5) 0.008(6) C22 0.066(7) 0.041(6) 0.019(5) 0.004(4) -0.007(5) 0.018(5) C23 0.031(5) 0.012(4) 0.018(4) 0.005(3) -0.001(3) -0.001(3) C24 0.022(4) 0.023(5) 0.017(4) 0.009(3) -0.001(3) 0.003(3) C25 0.027(4) 0.025(5) 0.012(4) 0.003(3) 0.004(3) 0.004(4) C26 0.023(4) 0.020(4) 0.013(4) 0.006(3) -0.005(3) -0.006(3) C27 0.020(4) 0.033(5) 0.019(4) 0.011(4) -0.008(3) 0.002(4) C28 0.029(5) 0.028(5) 0.015(4) -0.001(3) 0.000(3) 0.009(4) C29 0.035(5) 0.021(5) 0.016(4) -0.003(3) -0.007(3) 0.001(4) C30 0.012(4) 0.013(4) 0.012(3) 0.000(3) 0.000(3) 0.002(3) C31 0.008(3) 0.015(4) 0.018(4) 0.001(3) 0.000(3) -0.002(3) C32 0.008(3) 0.019(4) 0.012(3) 0.002(3) -0.002(3) -0.004(3) C33 0.012(4) 0.013(4) 0.012(3) -0.001(3) 0.000(3) -0.004(3) C34 0.010(3) 0.009(4) 0.012(3) -0.003(3) -0.001(3) -0.002(3) C35 0.014(4) 0.016(4) 0.008(3) 0.004(3) 0.001(3) 0.000(3) C36 0.009(3) 0.018(4) 0.016(4) 0.004(3) -0.001(3) 0.001(3) C37 0.019(4) 0.019(4) 0.008(3) 0.002(3) -0.004(3) 0.005(3) C38 0.027(4) 0.027(5) 0.018(4) -0.001(4) -0.009(3) 0.002(4) C39 0.037(5) 0.032(5) 0.022(4) -0.012(4) -0.004(4) -0.005(4) C40 0.034(5) 0.052(6) 0.016(4) -0.011(4) -0.001(4) 0.016(5) C41 0.033(5) 0.047(6) 0.016(4) 0.000(4) 0.007(3) 0.000(4) C42 0.023(4) 0.031(5) 0.016(4) 0.002(3) 0.001(3) -0.004(4) C43 0.015(4) 0.013(4) 0.010(3) -0.001(3) -0.001(3) -0.003(3) C44 0.013(4) 0.016(4) 0.021(4) -0.003(3) 0.004(3) -0.004(3) C45 0.013(4) 0.017(4) 0.029(4) -0.008(3) 0.000(3) 0.005(3) C46 0.013(4) 0.025(5) 0.036(5) -0.009(4) 0.005(3) 0.003(3) C47 0.025(5) 0.024(5) 0.047(6) -0.001(4) 0.014(4) -0.011(4) C48 0.038(5) 0.025(5) 0.031(5) 0.007(4) 0.018(4) -0.004(4) C49 0.022(4) 0.027(5) 0.020(4) 0.003(3) 0.005(3) 0.001(3) C50 0.012(4) 0.016(4) 0.012(3) -0.001(3) 0.004(3) 0.004(3) C51 0.012(4) 0.019(4) 0.017(4) 0.002(3) 0.001(3) -0.004(3) C52 0.016(4) 0.020(4) 0.018(4) -0.004(3) 0.001(3) 0.000(3) C53 0.012(4) 0.027(5) 0.023(4) 0.003(3) 0.004(3) -0.002(3) C54 0.010(4) 0.044(6) 0.024(4) -0.005(4) -0.001(3) 0.008(4) C55 0.017(4) 0.032(5) 0.024(4) -0.016(4) -0.002(3) -0.004(4) C56 0.009(4) 0.017(4) 0.030(4) -0.006(3) 0.008(3) -0.004(3) C57 0.012(3) 0.010(4) 0.014(4) 0.003(3) 0.000(3) 0.003(3) C58 0.014(4) 0.013(4) 0.012(3) 0.003(3) 0.002(3) -0.002(3) C59 0.007(3) 0.012(4) 0.017(4) 0.002(3) 0.000(3) -0.001(3) C60 0.013(4) 0.011(4) 0.013(3) 0.001(3) 0.004(3) 0.000(3) C61 0.016(4) 0.009(4) 0.007(3) 0.003(3) 0.001(3) 0.001(3) C62 0.012(4) 0.017(4) 0.011(3) 0.001(3) -0.001(3) 0.006(3) C63 0.015(4) 0.022(4) 0.010(3) 0.005(3) 0.002(3) -0.002(3) C64 0.017(4) 0.018(4) 0.012(3) 0.005(3) 0.001(3) -0.007(3) C65 0.016(4) 0.022(4) 0.011(3) 0.006(3) 0.002(3) 0.005(3) C66 0.031(4) 0.014(4) 0.016(4) -0.003(3) 0.004(3) -0.002(3) C67 0.027(4) 0.027(5) 0.020(4) -0.004(4) -0.005(3) -0.015(4) C68 0.016(4) 0.031(5) 0.017(4) 0.008(3) -0.004(3) 0.002(3) C69 0.014(4) 0.027(5) 0.014(4) 0.005(3) -0.002(3) 0.002(3) C70 0.018(4) 0.013(4) 0.012(3) 0.001(3) 0.000(3) 0.000(3) C71 0.011(4) 0.027(5) 0.012(4) 0.001(3) 0.002(3) 0.003(3) C72 0.032(5) 0.020(5) 0.024(4) -0.007(3) 0.010(4) -0.005(4) C73 0.043(6) 0.038(6) 0.024(5) -0.011(4) 0.018(4) -0.006(5) C74 0.032(5) 0.042(6) 0.021(4) 0.000(4) 0.014(4) -0.009(4) C75 0.026(4) 0.031(5) 0.021(4) 0.005(4) 0.000(3) -0.009(4) C76 0.016(4) 0.016(4) 0.017(4) -0.002(3) 0.000(3) 0.001(3) C77 0.014(4) 0.012(4) 0.017(4) 0.001(3) 0.000(3) 0.001(3) C78 0.013(4) 0.013(4) 0.012(3) -0.007(3) 0.004(3) -0.003(3) C79 0.015(4) 0.015(4) 0.023(4) -0.007(3) 0.003(3) 0.000(3) C80 0.018(4) 0.025(5) 0.026(4) -0.004(3) 0.006(3) -0.004(3) C81 0.009(4) 0.037(5) 0.023(4) -0.008(4) -0.002(3) 0.001(3) C82 0.022(4) 0.028(5) 0.018(4) -0.002(3) -0.003(3) 0.008(4) C83 0.015(4) 0.019(4) 0.015(4) -0.005(3) 0.001(3) -0.004(3) C84 0.040(5) 0.042(6) 0.024(5) 0.007(4) 0.002(4) 0.006(4) Cl1 0.0359(12) 0.0375(14) 0.0322(12) 0.0028(10) 0.0064(9) 0.0058(10) Cl2 0.0700(19) 0.0374(16) 0.0418(15) 0.0081(12) -0.0118(13) 0.0086(14) P1 0.0251(12) 0.0250(13) 0.0408(14) 0.0133(11) 0.0051(10) -0.0011(10) F1 0.033(4) 0.110(7) 0.137(8) 0.097(6) -0.012(4) -0.005(4) F2 0.130(8) 0.043(5) 0.156(9) -0.034(5) 0.098(7) -0.024(5) F3 0.036(3) 0.060(5) 0.090(5) 0.032(4) 0.008(3) -0.019(3) F4 0.061(4) 0.068(5) 0.050(4) 0.034(3) -0.021(3) -0.027(4) F5 0.088(5) 0.047(4) 0.065(5) -0.008(3) 0.002(4) -0.009(4) F6 0.025(3) 0.045(4) 0.044(3) 0.011(3) 0.002(2) -0.008(2) P2 0.0209(11) 0.0246(12) 0.0235(11) -0.0027(9) 0.0050(8) -0.0041(9) F7 0.060(4) 0.031(3) 0.025(3) -0.004(2) 0.005(2) -0.007(3) F8 0.044(4) 0.059(4) 0.067(4) 0.011(4) 0.034(3) -0.005(3) F9 0.019(2) 0.043(3) 0.042(3) 0.003(3) -0.008(2) 0.005(2) F10 0.057(4) 0.033(3) 0.023(3) -0.001(2) -0.008(2) 0.000(3) F11 0.022(3) 0.055(4) 0.026(3) -0.004(3) 0.000(2) 0.001(2) F12 0.071(4) 0.023(3) 0.041(3) 0.000(2) -0.012(3) -0.012(3) P3 0.0289(13) 0.0540(18) 0.0262(13) 0.0032(12) -0.0013(10) 0.0034(12) F13 0.036(3) 0.063(5) 0.073(5) -0.014(4) -0.015(3) 0.014(3) F14 0.031(3) 0.076(5) 0.050(4) 0.017(3) 0.016(3) 0.016(3) F15 0.077(6) 0.44(2) 0.269(16) 0.334(18) 0.083(8) 0.101(10) F16 0.072(5) 0.087(6) 0.196(11) -0.098(7) -0.070(6) 0.050(5) F17 0.052(4) 0.073(6) 0.126(8) 0.036(5) 0.034(4) 0.019(4) F18 0.083(6) 0.134(9) 0.130(9) -0.082(7) -0.015(6) 0.022(6) P4 0.0236(10) 0.0174(11) 0.0172(10) 0.0022(8) -0.0016(8) 0.0007(9) F19 0.034(3) 0.026(3) 0.031(3) -0.006(2) -0.007(2) 0.001(2) F20 0.052(3) 0.031(3) 0.024(3) 0.009(2) 0.003(2) -0.008(3) F21 0.023(2) 0.025(3) 0.023(2) -0.002(2) 0.0023(19) 0.005(2) F22 0.034(3) 0.030(3) 0.034(3) -0.003(2) -0.009(2) 0.012(2) F23 0.028(3) 0.023(3) 0.023(3) 0.005(2) 0.003(2) 0.001(2) F24 0.037(3) 0.020(3) 0.021(2) -0.001(2) -0.007(2) -0.008(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 N4 1.933(7) . ? Cu1 N3 2.063(7) . ? Cu1 N2 2.068(7) . ? Cu1 N1 2.105(7) . ? Cu2 N9 1.902(6) . ? Cu2 N5 1.922(6) . ? Cu3 N10 1.906(6) . ? Cu3 N6 1.913(6) . ? Cu4 N8 1.907(6) . ? Cu4 N7 1.909(6) . ? N1 C9 1.283(10) . ? N1 C1 1.473(10) . ? N2 C16 1.270(13) . ? N2 C3 1.450(12) . ? N3 C23 1.277(10) . ? N3 C5 1.488(10) . ? N4 C7 1.132(10) . ? N5 C36 1.265(9) . ? N5 C30 1.471(9) . ? N6 C43 1.269(9) . ? N6 C32 1.483(9) . ? N7 C50 1.292(9) . ? N7 C34 1.494(9) . ? N8 C63 1.291(9) . ? N8 C57 1.475(9) . ? N9 C70 1.288(9) . ? N9 C61 1.475(9) . ? N10 C77 1.282(9) . ? N10 C59 1.479(9) . ? C1 C6 1.533(12) . ? C1 C2 1.540(12) . ? C1 H1 1.0000 . ? C2 C3 1.545(12) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.559(13) . ? C3 H3 1.0000 . ? C4 C5 1.527(13) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.543(11) . ? C5 H5 1.0000 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.454(12) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.467(11) . ? C9 H9 0.9500 . ? C10 C15 1.401(11) . ? C10 C11 1.414(11) . ? C11 C12 1.400(12) . ? C11 H11 0.9500 . ? C12 C13 1.392(13) . ? C12 H12 0.9500 . ? C13 C14 1.386(13) . ? C13 H13 0.9500 . ? C14 C15 1.384(11) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.511(16) . ? C16 H16 0.9500 . ? C17 C22 1.376(16) . ? C17 C18 1.392(14) . ? C18 C19 1.384(17) . ? C18 H18 0.9500 . ? C19 C20 1.359(17) . ? C19 H19 0.9500 . ? C20 C21 1.363(15) . ? C20 H20 0.9500 . ? C21 C22 1.398(15) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.482(11) . ? C23 H23 0.9500 . ? C24 C25 1.393(12) . ? C24 C29 1.404(12) . ? C25 C26 1.391(11) . ? C25 H25 0.9500 . ? C26 C27 1.399(12) . ? C26 H26 0.9500 . ? C27 C28 1.358(12) . ? C27 H27 0.9500 . ? C28 C29 1.405(12) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C35 1.518(9) . ? C30 C31 1.538(10) . ? C30 H30 1.0000 . ? C31 C32 1.531(10) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.537(9) . ? C32 H32 1.0000 . ? C33 C34 1.531(9) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.531(10) . ? C34 H34 1.0000 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.473(10) . ? C36 H36 0.9500 . ? C37 C42 1.386(11) . ? C37 C38 1.390(11) . ? C38 C39 1.394(11) . ? C38 H38 0.9500 . ? C39 C40 1.375(13) . ? C39 H39 0.9500 . ? C40 C41 1.385(14) . ? C40 H40 0.9500 . ? C41 C42 1.373(12) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C44 1.466(10) . ? C43 H43 0.9500 . ? C44 C49 1.387(11) . ? C44 C45 1.396(10) . ? C45 C46 1.404(11) . ? C45 H45 0.9500 . ? C46 C47 1.368(13) . ? C46 H46 0.9500 . ? C47 C48 1.383(13) . ? C47 H47 0.9500 . ? C48 C49 1.377(12) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? C50 C51 1.470(10) . ? C50 H50 0.9500 . ? C51 C52 1.386(11) . ? C51 C56 1.403(10) . ? C52 C53 1.399(10) . ? C52 H52 0.9500 . ? C53 C54 1.378(12) . ? C53 H53 0.9500 . ? C54 C55 1.390(12) . ? C54 H54 0.9500 . ? C55 C56 1.387(11) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C57 C58 1.522(10) . ? C57 C62 1.534(10) . ? C57 H57 1.0000 . ? C58 C59 1.516(10) . ? C58 H58A 0.9900 . ? C58 H58B 0.9900 . ? C59 C60 1.525(10) . ? C59 H59 1.0000 . ? C60 C61 1.515(10) . ? C60 H60A 0.9900 . ? C60 H60B 0.9900 . ? C61 C62 1.530(10) . ? C61 H61 1.0000 . ? C62 H62A 0.9900 . ? C62 H62B 0.9900 . ? C63 C64 1.455(10) . ? C63 H63 0.9500 . ? C64 C65 1.380(11) . ? C64 C69 1.414(10) . ? C65 C66 1.392(10) . ? C65 H65 0.9500 . ? C66 C67 1.395(11) . ? C66 H66 0.9500 . ? C67 C68 1.361(12) . ? C67 H67 0.9500 . ? C68 C69 1.389(11) . ? C68 H68 0.9500 . ? C69 H69 0.9500 . ? C70 C71 1.453(10) . ? C70 H70 0.9500 . ? C71 C72 1.386(11) . ? C71 C76 1.404(11) . ? C72 C73 1.383(12) . ? C72 H72 0.9500 . ? C73 C74 1.363(13) . ? C73 H73 0.9500 . ? C74 C75 1.408(12) . ? C74 H74 0.9500 . ? C75 C76 1.376(11) . ? C75 H75 0.9500 . ? C76 H76 0.9500 . ? C77 C78 1.475(10) . ? C77 H77 0.9500 . ? C78 C79 1.390(10) . ? C78 C83 1.399(11) . ? C79 C80 1.368(11) . ? C79 H79 0.9500 . ? C80 C81 1.405(12) . ? C80 H80 0.9500 . ? C81 C82 1.375(12) . ? C81 H81 0.9500 . ? C82 C83 1.397(10) . ? C82 H82 0.9500 . ? C83 H83 0.9500 . ? C84 Cl1 1.758(10) . ? C84 Cl2 1.760(10) . ? C84 H84A 0.9900 . ? C84 H84B 0.9900 . ? P1 F2 1.569(8) . ? P1 F1 1.582(7) . ? P1 F5 1.583(7) . ? P1 F3 1.587(6) . ? P1 F4 1.590(6) . ? P1 F6 1.613(5) . ? P2 F8 1.583(6) . ? P2 F12 1.591(6) . ? P2 F11 1.596(5) . ? P2 F10 1.604(5) . ? P2 F9 1.607(5) . ? P2 F7 1.619(6) . ? P3 F15 1.466(8) . ? P3 F16 1.537(8) . ? P3 F18 1.582(9) . ? P3 F17 1.583(8) . ? P3 F13 1.606(6) . ? P3 F14 1.606(6) . ? P4 F22 1.594(5) . ? P4 F19 1.597(5) . ? P4 F20 1.598(5) . ? P4 F23 1.599(5) . ? P4 F21 1.602(5) . ? P4 F24 1.610(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Cu1 N3 129.3(3) . . ? N4 Cu1 N2 114.8(3) . . ? N3 Cu1 N2 102.4(3) . . ? N4 Cu1 N1 125.3(3) . . ? N3 Cu1 N1 86.9(3) . . ? N2 Cu1 N1 88.7(3) . . ? N9 Cu2 N5 173.9(3) . . ? N10 Cu3 N6 172.8(3) . . ? N8 Cu4 N7 172.4(3) . . ? C9 N1 C1 119.2(7) . . ? C9 N1 Cu1 123.9(6) . . ? C1 N1 Cu1 116.2(5) . . ? C16 N2 C3 117.4(8) . . ? C16 N2 Cu1 130.2(7) . . ? C3 N2 Cu1 112.4(6) . . ? C23 N3 C5 114.2(7) . . ? C23 N3 Cu1 130.7(6) . . ? C5 N3 Cu1 111.6(5) . . ? C7 N4 Cu1 176.8(7) . . ? C36 N5 C30 119.6(6) . . ? C36 N5 Cu2 121.8(6) . . ? C30 N5 Cu2 118.5(5) . . ? C43 N6 C32 119.1(6) . . ? C43 N6 Cu3 121.2(5) . . ? C32 N6 Cu3 119.2(5) . . ? C50 N7 C34 116.0(6) . . ? C50 N7 Cu4 127.6(5) . . ? C34 N7 Cu4 115.7(4) . . ? C63 N8 C57 117.5(6) . . ? C63 N8 Cu4 123.2(5) . . ? C57 N8 Cu4 119.0(4) . . ? C70 N9 C61 117.3(6) . . ? C70 N9 Cu2 125.1(5) . . ? C61 N9 Cu2 117.3(5) . . ? C77 N10 C59 117.9(6) . . ? C77 N10 Cu3 126.2(5) . . ? C59 N10 Cu3 115.9(5) . . ? N1 C1 C6 107.2(6) . . ? N1 C1 C2 112.4(7) . . ? C6 C1 C2 109.8(7) . . ? N1 C1 H1 109.1 . . ? C6 C1 H1 109.1 . . ? C2 C1 H1 109.1 . . ? C1 C2 C3 114.5(6) . . ? C1 C2 H2A 108.6 . . ? C3 C2 H2A 108.6 . . ? C1 C2 H2B 108.6 . . ? C3 C2 H2B 108.6 . . ? H2A C2 H2B 107.6 . . ? N2 C3 C2 106.7(7) . . ? N2 C3 C4 113.2(7) . . ? C2 C3 C4 111.6(8) . . ? N2 C3 H3 108.4 . . ? C2 C3 H3 108.4 . . ? C4 C3 H3 108.4 . . ? C5 C4 C3 116.0(7) . . ? C5 C4 H4A 108.3 . . ? C3 C4 H4A 108.3 . . ? C5 C4 H4B 108.3 . . ? C3 C4 H4B 108.3 . . ? H4A C4 H4B 107.4 . . ? N3 C5 C4 110.9(8) . . ? N3 C5 C6 109.1(6) . . ? C4 C5 C6 112.3(7) . . ? N3 C5 H5 108.2 . . ? C4 C5 H5 108.2 . . ? C6 C5 H5 108.2 . . ? C1 C6 C5 114.6(8) . . ? C1 C6 H6A 108.6 . . ? C5 C6 H6A 108.6 . . ? C1 C6 H6B 108.6 . . ? C5 C6 H6B 108.6 . . ? H6A C6 H6B 107.6 . . ? N4 C7 C8 178.5(10) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C10 119.2(7) . . ? N1 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C15 C10 C11 119.2(7) . . ? C15 C10 C9 119.4(8) . . ? C11 C10 C9 121.4(7) . . ? C12 C11 C10 119.4(8) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C13 C12 C11 119.8(9) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C14 C13 C12 121.1(8) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C15 C14 C13 119.5(8) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C10 120.9(8) . . ? C14 C15 H15 119.6 . . ? C10 C15 H15 119.6 . . ? N2 C16 C17 123.1(9) . . ? N2 C16 H16 118.4 . . ? C17 C16 H16 118.4 . . ? C22 C17 C18 119.7(12) . . ? C22 C17 C16 118.8(9) . . ? C18 C17 C16 121.4(11) . . ? C19 C18 C17 119.5(12) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C20 C19 C18 120.6(10) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 120.5(12) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C20 C21 C22 120.1(12) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C17 C22 C21 119.5(10) . . ? C17 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? N3 C23 C24 122.7(7) . . ? N3 C23 H23 118.7 . . ? C24 C23 H23 118.7 . . ? C25 C24 C29 120.4(7) . . ? C25 C24 C23 121.0(7) . . ? C29 C24 C23 118.6(7) . . ? C26 C25 C24 119.1(8) . . ? C26 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? C25 C26 C27 119.8(8) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C28 C27 C26 121.4(8) . . ? C28 C27 H27 119.3 . . ? C26 C27 H27 119.3 . . ? C27 C28 C29 119.7(8) . . ? C27 C28 H28 120.2 . . ? C29 C28 H28 120.2 . . ? C24 C29 C28 119.3(8) . . ? C24 C29 H29 120.4 . . ? C28 C29 H29 120.4 . . ? N5 C30 C35 108.0(6) . . ? N5 C30 C31 107.2(6) . . ? C35 C30 C31 111.3(6) . . ? N5 C30 H30 110.1 . . ? C35 C30 H30 110.1 . . ? C31 C30 H30 110.1 . . ? C32 C31 C30 112.2(6) . . ? C32 C31 H31A 109.2 . . ? C30 C31 H31A 109.2 . . ? C32 C31 H31B 109.2 . . ? C30 C31 H31B 109.2 . . ? H31A C31 H31B 107.9 . . ? N6 C32 C31 108.6(6) . . ? N6 C32 C33 108.4(6) . . ? C31 C32 C33 111.1(6) . . ? N6 C32 H32 109.6 . . ? C31 C32 H32 109.6 . . ? C33 C32 H32 109.6 . . ? C34 C33 C32 112.9(6) . . ? C34 C33 H33A 109.0 . . ? C32 C33 H33A 109.0 . . ? C34 C33 H33B 109.0 . . ? C32 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? N7 C34 C35 106.9(5) . . ? N7 C34 C33 109.2(6) . . ? C35 C34 C33 112.0(6) . . ? N7 C34 H34 109.5 . . ? C35 C34 H34 109.5 . . ? C33 C34 H34 109.5 . . ? C30 C35 C34 113.3(6) . . ? C30 C35 H35A 108.9 . . ? C34 C35 H35A 108.9 . . ? C30 C35 H35B 108.9 . . ? C34 C35 H35B 108.9 . . ? H35A C35 H35B 107.7 . . ? N5 C36 C37 123.6(7) . . ? N5 C36 H36 118.2 . . ? C37 C36 H36 118.2 . . ? C42 C37 C38 119.4(7) . . ? C42 C37 C36 120.7(7) . . ? C38 C37 C36 119.9(7) . . ? C37 C38 C39 119.3(8) . . ? C37 C38 H38 120.4 . . ? C39 C38 H38 120.4 . . ? C40 C39 C38 120.7(9) . . ? C40 C39 H39 119.6 . . ? C38 C39 H39 119.6 . . ? C39 C40 C41 119.8(8) . . ? C39 C40 H40 120.1 . . ? C41 C40 H40 120.1 . . ? C42 C41 C40 119.8(8) . . ? C42 C41 H41 120.1 . . ? C40 C41 H41 120.1 . . ? C41 C42 C37 121.0(8) . . ? C41 C42 H42 119.5 . . ? C37 C42 H42 119.5 . . ? N6 C43 C44 122.1(7) . . ? N6 C43 H43 119.0 . . ? C44 C43 H43 119.0 . . ? C49 C44 C45 120.0(7) . . ? C49 C44 C43 120.4(7) . . ? C45 C44 C43 119.6(7) . . ? C44 C45 C46 118.8(8) . . ? C44 C45 H45 120.6 . . ? C46 C45 H45 120.6 . . ? C47 C46 C45 120.1(8) . . ? C47 C46 H46 120.0 . . ? C45 C46 H46 120.0 . . ? C46 C47 C48 120.9(8) . . ? C46 C47 H47 119.5 . . ? C48 C47 H47 119.5 . . ? C49 C48 C47 119.6(8) . . ? C49 C48 H48 120.2 . . ? C47 C48 H48 120.2 . . ? C48 C49 C44 120.4(8) . . ? C48 C49 H49 119.8 . . ? C44 C49 H49 119.8 . . ? N7 C50 C51 124.6(7) . . ? N7 C50 H50 117.7 . . ? C51 C50 H50 117.7 . . ? C52 C51 C56 119.3(7) . . ? C52 C51 C50 123.9(7) . . ? C56 C51 C50 116.8(7) . . ? C51 C52 C53 120.6(7) . . ? C51 C52 H52 119.7 . . ? C53 C52 H52 119.7 . . ? C54 C53 C52 119.3(8) . . ? C54 C53 H53 120.3 . . ? C52 C53 H53 120.3 . . ? C53 C54 C55 120.9(7) . . ? C53 C54 H54 119.6 . . ? C55 C54 H54 119.6 . . ? C56 C55 C54 119.8(8) . . ? C56 C55 H55 120.1 . . ? C54 C55 H55 120.1 . . ? C55 C56 C51 120.0(8) . . ? C55 C56 H56 120.0 . . ? C51 C56 H56 120.0 . . ? N8 C57 C58 109.1(6) . . ? N8 C57 C62 109.6(6) . . ? C58 C57 C62 110.6(6) . . ? N8 C57 H57 109.2 . . ? C58 C57 H57 109.2 . . ? C62 C57 H57 109.2 . . ? C59 C58 C57 113.9(6) . . ? C59 C58 H58A 108.8 . . ? C57 C58 H58A 108.8 . . ? C59 C58 H58B 108.8 . . ? C57 C58 H58B 108.8 . . ? H58A C58 H58B 107.7 . . ? N10 C59 C58 109.6(6) . . ? N10 C59 C60 107.2(6) . . ? C58 C59 C60 112.4(6) . . ? N10 C59 H59 109.2 . . ? C58 C59 H59 109.2 . . ? C60 C59 H59 109.2 . . ? C61 C60 C59 113.2(6) . . ? C61 C60 H60A 108.9 . . ? C59 C60 H60A 108.9 . . ? C61 C60 H60B 108.9 . . ? C59 C60 H60B 108.9 . . ? H60A C60 H60B 107.7 . . ? N9 C61 C60 110.2(5) . . ? N9 C61 C62 106.6(6) . . ? C60 C61 C62 110.5(6) . . ? N9 C61 H61 109.8 . . ? C60 C61 H61 109.8 . . ? C62 C61 H61 109.8 . . ? C61 C62 C57 113.5(6) . . ? C61 C62 H62A 108.9 . . ? C57 C62 H62A 108.9 . . ? C61 C62 H62B 108.9 . . ? C57 C62 H62B 108.9 . . ? H62A C62 H62B 107.7 . . ? N8 C63 C64 123.9(7) . . ? N8 C63 H63 118.1 . . ? C64 C63 H63 118.1 . . ? C65 C64 C69 119.3(7) . . ? C65 C64 C63 123.6(7) . . ? C69 C64 C63 117.0(7) . . ? C64 C65 C66 120.8(7) . . ? C64 C65 H65 119.6 . . ? C66 C65 H65 119.6 . . ? C65 C66 C67 119.0(7) . . ? C65 C66 H66 120.5 . . ? C67 C66 H66 120.5 . . ? C68 C67 C66 121.0(7) . . ? C68 C67 H67 119.5 . . ? C66 C67 H67 119.5 . . ? C67 C68 C69 120.6(7) . . ? C67 C68 H68 119.7 . . ? C69 C68 H68 119.7 . . ? C68 C69 C64 119.2(8) . . ? C68 C69 H69 120.4 . . ? C64 C69 H69 120.4 . . ? N9 C70 C71 124.6(7) . . ? N9 C70 H70 117.7 . . ? C71 C70 H70 117.7 . . ? C72 C71 C76 119.3(7) . . ? C72 C71 C70 118.9(7) . . ? C76 C71 C70 121.6(7) . . ? C73 C72 C71 120.6(8) . . ? C73 C72 H72 119.7 . . ? C71 C72 H72 119.7 . . ? C74 C73 C72 120.2(8) . . ? C74 C73 H73 119.9 . . ? C72 C73 H73 119.9 . . ? C73 C74 C75 120.3(8) . . ? C73 C74 H74 119.9 . . ? C75 C74 H74 119.9 . . ? C76 C75 C74 119.7(8) . . ? C76 C75 H75 120.2 . . ? C74 C75 H75 120.2 . . ? C75 C76 C71 120.0(7) . . ? C75 C76 H76 120.0 . . ? C71 C76 H76 120.0 . . ? N10 C77 C78 123.3(7) . . ? N10 C77 H77 118.4 . . ? C78 C77 H77 118.4 . . ? C79 C78 C83 119.7(7) . . ? C79 C78 C77 118.3(7) . . ? C83 C78 C77 121.9(7) . . ? C80 C79 C78 120.8(8) . . ? C80 C79 H79 119.6 . . ? C78 C79 H79 119.6 . . ? C79 C80 C81 119.7(8) . . ? C79 C80 H80 120.2 . . ? C81 C80 H80 120.2 . . ? C82 C81 C80 120.2(7) . . ? C82 C81 H81 119.9 . . ? C80 C81 H81 119.9 . . ? C81 C82 C83 120.1(8) . . ? C81 C82 H82 119.9 . . ? C83 C82 H82 119.9 . . ? C82 C83 C78 119.4(7) . . ? C82 C83 H83 120.3 . . ? C78 C83 H83 120.3 . . ? Cl1 C84 Cl2 112.5(5) . . ? Cl1 C84 H84A 109.1 . . ? Cl2 C84 H84A 109.1 . . ? Cl1 C84 H84B 109.1 . . ? Cl2 C84 H84B 109.1 . . ? H84A C84 H84B 107.8 . . ? F2 P1 F1 93.2(6) . . ? F2 P1 F5 176.6(5) . . ? F1 P1 F5 89.2(5) . . ? F2 P1 F3 90.7(4) . . ? F1 P1 F3 91.4(4) . . ? F5 P1 F3 91.7(4) . . ? F2 P1 F4 89.6(5) . . ? F1 P1 F4 177.0(5) . . ? F5 P1 F4 87.9(4) . . ? F3 P1 F4 89.5(3) . . ? F2 P1 F6 87.7(4) . . ? F1 P1 F6 88.6(3) . . ? F5 P1 F6 89.9(4) . . ? F3 P1 F6 178.4(4) . . ? F4 P1 F6 90.6(3) . . ? F8 P2 F12 91.9(4) . . ? F8 P2 F11 177.1(4) . . ? F12 P2 F11 90.1(3) . . ? F8 P2 F10 91.8(4) . . ? F12 P2 F10 90.0(3) . . ? F11 P2 F10 90.2(3) . . ? F8 P2 F9 89.2(3) . . ? F12 P2 F9 90.5(3) . . ? F11 P2 F9 88.7(3) . . ? F10 P2 F9 178.8(3) . . ? F8 P2 F7 89.9(3) . . ? F12 P2 F7 178.2(4) . . ? F11 P2 F7 88.1(3) . . ? F10 P2 F7 89.6(3) . . ? F9 P2 F7 89.8(3) . . ? F15 P3 F16 99.9(10) . . ? F15 P3 F18 93.6(10) . . ? F16 P3 F18 166.5(7) . . ? F15 P3 F17 175.3(10) . . ? F16 P3 F17 84.7(6) . . ? F18 P3 F17 81.8(6) . . ? F15 P3 F13 89.3(5) . . ? F16 P3 F13 90.1(4) . . ? F18 P3 F13 89.9(4) . . ? F17 P3 F13 91.8(4) . . ? F15 P3 F14 90.6(4) . . ? F16 P3 F14 88.8(4) . . ? F18 P3 F14 91.2(4) . . ? F17 P3 F14 88.5(4) . . ? F13 P3 F14 178.9(4) . . ? F22 P4 F19 90.9(3) . . ? F22 P4 F20 90.0(3) . . ? F19 P4 F20 90.9(3) . . ? F22 P4 F23 89.8(3) . . ? F19 P4 F23 89.7(3) . . ? F20 P4 F23 179.4(3) . . ? F22 P4 F21 179.1(3) . . ? F19 P4 F21 90.0(3) . . ? F20 P4 F21 90.1(3) . . ? F23 P4 F21 90.1(3) . . ? F22 P4 F24 89.5(3) . . ? F19 P4 F24 178.7(3) . . ? F20 P4 F24 90.4(3) . . ? F23 P4 F24 89.1(3) . . ? F21 P4 F24 89.6(3) . . ? 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 N4 Cu1 N1 C9 3.0(8) . . . . ? N3 Cu1 N1 C9 -134.7(7) . . . . ? N2 Cu1 N1 C9 122.8(7) . . . . ? N4 Cu1 N1 C1 -166.6(5) . . . . ? N3 Cu1 N1 C1 55.8(6) . . . . ? N2 Cu1 N1 C1 -46.7(6) . . . . ? N4 Cu1 N2 C16 5.5(9) . . . . ? N3 Cu1 N2 C16 150.1(8) . . . . ? N1 Cu1 N2 C16 -123.3(9) . . . . ? N4 Cu1 N2 C3 -174.8(5) . . . . ? N3 Cu1 N2 C3 -30.2(6) . . . . ? N1 Cu1 N2 C3 56.4(6) . . . . ? N4 Cu1 N3 C23 -33.4(9) . . . . ? N2 Cu1 N3 C23 -170.6(7) . . . . ? N1 Cu1 N3 C23 101.4(8) . . . . ? N4 Cu1 N3 C5 169.4(5) . . . . ? N2 Cu1 N3 C5 32.2(6) . . . . ? N1 Cu1 N3 C5 -55.8(6) . . . . ? N3 Cu1 N4 C7 -173(100) . . . . ? N2 Cu1 N4 C7 -40(14) . . . . ? N1 Cu1 N4 C7 67(14) . . . . ? N9 Cu2 N5 C36 -169(2) . . . . ? N9 Cu2 N5 C30 16(3) . . . . ? N10 Cu3 N6 C43 157.0(18) . . . . ? N10 Cu3 N6 C32 -15(2) . . . . ? N8 Cu4 N7 C50 -121.1(18) . . . . ? N8 Cu4 N7 C34 49(2) . . . . ? N7 Cu4 N8 C63 146.8(17) . . . . ? N7 Cu4 N8 C57 -27(2) . . . . ? N5 Cu2 N9 C70 176(2) . . . . ? N5 Cu2 N9 C61 3(3) . . . . ? N6 Cu3 N10 C77 -142.1(18) . . . . ? N6 Cu3 N10 C59 36(2) . . . . ? C9 N1 C1 C6 124.8(8) . . . . ? Cu1 N1 C1 C6 -65.1(8) . . . . ? C9 N1 C1 C2 -114.4(9) . . . . ? Cu1 N1 C1 C2 55.6(8) . . . . ? N1 C1 C2 C3 -65.1(9) . . . . ? C6 C1 C2 C3 54.2(9) . . . . ? C16 N2 C3 C2 105.6(9) . . . . ? Cu1 N2 C3 C2 -74.1(7) . . . . ? C16 N2 C3 C4 -131.3(9) . . . . ? Cu1 N2 C3 C4 48.9(9) . . . . ? C1 C2 C3 N2 74.6(9) . . . . ? C1 C2 C3 C4 -49.4(9) . . . . ? N2 C3 C4 C5 -75.7(10) . . . . ? C2 C3 C4 C5 44.6(10) . . . . ? C23 N3 C5 C4 145.4(7) . . . . ? Cu1 N3 C5 C4 -53.4(7) . . . . ? C23 N3 C5 C6 -90.5(9) . . . . ? Cu1 N3 C5 C6 70.8(8) . . . . ? C3 C4 C5 N3 77.6(9) . . . . ? C3 C4 C5 C6 -44.7(10) . . . . ? N1 C1 C6 C5 68.3(9) . . . . ? C2 C1 C6 C5 -54.1(9) . . . . ? N3 C5 C6 C1 -73.4(9) . . . . ? C4 C5 C6 C1 49.9(9) . . . . ? Cu1 N4 C7 C8 50(46) . . . . ? C1 N1 C9 C10 -171.6(8) . . . . ? Cu1 N1 C9 C10 19.2(11) . . . . ? N1 C9 C10 C15 46.3(12) . . . . ? N1 C9 C10 C11 -132.6(9) . . . . ? C15 C10 C11 C12 -3.2(13) . . . . ? C9 C10 C11 C12 175.8(8) . . . . ? C10 C11 C12 C13 1.9(14) . . . . ? C11 C12 C13 C14 -0.4(15) . . . . ? C12 C13 C14 C15 0.3(14) . . . . ? C13 C14 C15 C10 -1.7(13) . . . . ? C11 C10 C15 C14 3.1(12) . . . . ? C9 C10 C15 C14 -175.9(8) . . . . ? C3 N2 C16 C17 -166.8(8) . . . . ? Cu1 N2 C16 C17 12.9(14) . . . . ? N2 C16 C17 C22 45.8(13) . . . . ? N2 C16 C17 C18 -136.4(10) . . . . ? C22 C17 C18 C19 -2.5(14) . . . . ? C16 C17 C18 C19 179.8(9) . . . . ? C17 C18 C19 C20 -0.3(15) . . . . ? C18 C19 C20 C21 3.0(16) . . . . ? C19 C20 C21 C22 -2.9(16) . . . . ? C18 C17 C22 C21 2.5(14) . . . . ? C16 C17 C22 C21 -179.6(8) . . . . ? C20 C21 C22 C17 0.1(15) . . . . ? C5 N3 C23 C24 175.5(7) . . . . ? Cu1 N3 C23 C24 18.8(12) . . . . ? N3 C23 C24 C25 30.4(12) . . . . ? N3 C23 C24 C29 -148.2(8) . . . . ? C29 C24 C25 C26 4.8(11) . . . . ? C23 C24 C25 C26 -173.7(7) . . . . ? C24 C25 C26 C27 -0.5(11) . . . . ? C25 C26 C27 C28 -3.3(12) . . . . ? C26 C27 C28 C29 2.7(12) . . . . ? C25 C24 C29 C28 -5.5(12) . . . . ? C23 C24 C29 C28 173.1(7) . . . . ? C27 C28 C29 C24 1.7(12) . . . . ? C36 N5 C30 C35 -121.6(7) . . . . ? Cu2 N5 C30 C35 53.7(7) . . . . ? C36 N5 C30 C31 118.4(7) . . . . ? Cu2 N5 C30 C31 -66.3(6) . . . . ? N5 C30 C31 C32 172.4(6) . . . . ? C35 C30 C31 C32 54.6(8) . . . . ? C43 N6 C32 C31 -122.4(7) . . . . ? Cu3 N6 C32 C31 50.2(7) . . . . ? C43 N6 C32 C33 116.8(7) . . . . ? Cu3 N6 C32 C33 -70.6(7) . . . . ? C30 C31 C32 N6 -173.5(6) . . . . ? C30 C31 C32 C33 -54.4(8) . . . . ? N6 C32 C33 C34 171.9(6) . . . . ? C31 C32 C33 C34 52.7(8) . . . . ? C50 N7 C34 C35 95.8(7) . . . . ? Cu4 N7 C34 C35 -75.7(6) . . . . ? C50 N7 C34 C33 -142.7(6) . . . . ? Cu4 N7 C34 C33 45.7(7) . . . . ? C32 C33 C34 N7 -169.3(6) . . . . ? C32 C33 C34 C35 -51.0(8) . . . . ? N5 C30 C35 C34 -170.2(6) . . . . ? C31 C30 C35 C34 -52.9(8) . . . . ? N7 C34 C35 C30 170.9(6) . . . . ? C33 C34 C35 C30 51.3(8) . . . . ? C30 N5 C36 C37 -175.4(6) . . . . ? Cu2 N5 C36 C37 9.5(10) . . . . ? N5 C36 C37 C42 -144.8(8) . . . . ? N5 C36 C37 C38 35.4(11) . . . . ? C42 C37 C38 C39 1.3(11) . . . . ? C36 C37 C38 C39 -178.9(7) . . . . ? C37 C38 C39 C40 -0.1(13) . . . . ? C38 C39 C40 C41 -0.8(14) . . . . ? C39 C40 C41 C42 0.5(14) . . . . ? C40 C41 C42 C37 0.7(13) . . . . ? C38 C37 C42 C41 -1.6(12) . . . . ? C36 C37 C42 C41 178.6(7) . . . . ? C32 N6 C43 C44 -175.7(6) . . . . ? Cu3 N6 C43 C44 12.0(9) . . . . ? N6 C43 C44 C49 44.3(11) . . . . ? N6 C43 C44 C45 -137.1(8) . . . . ? C49 C44 C45 C46 -2.0(12) . . . . ? C43 C44 C45 C46 179.4(7) . . . . ? C44 C45 C46 C47 3.2(12) . . . . ? C45 C46 C47 C48 -2.7(14) . . . . ? C46 C47 C48 C49 0.9(14) . . . . ? C47 C48 C49 C44 0.3(13) . . . . ? C45 C44 C49 C48 0.3(12) . . . . ? C43 C44 C49 C48 178.9(8) . . . . ? C34 N7 C50 C51 -174.8(6) . . . . ? Cu4 N7 C50 C51 -4.5(10) . . . . ? N7 C50 C51 C52 26.4(11) . . . . ? N7 C50 C51 C56 -154.0(7) . . . . ? C56 C51 C52 C53 4.2(11) . . . . ? C50 C51 C52 C53 -176.3(7) . . . . ? C51 C52 C53 C54 -2.3(11) . . . . ? C52 C53 C54 C55 0.5(12) . . . . ? C53 C54 C55 C56 -0.6(13) . . . . ? C54 C55 C56 C51 2.5(12) . . . . ? C52 C51 C56 C55 -4.2(11) . . . . ? C50 C51 C56 C55 176.2(7) . . . . ? C63 N8 C57 C58 115.1(7) . . . . ? Cu4 N8 C57 C58 -70.9(7) . . . . ? C63 N8 C57 C62 -123.8(7) . . . . ? Cu4 N8 C57 C62 50.2(7) . . . . ? N8 C57 C58 C59 171.2(6) . . . . ? C62 C57 C58 C59 50.7(8) . . . . ? C77 N10 C59 C58 -132.9(7) . . . . ? Cu3 N10 C59 C58 48.4(7) . . . . ? C77 N10 C59 C60 104.8(7) . . . . ? Cu3 N10 C59 C60 -73.9(6) . . . . ? C57 C58 C59 N10 -169.6(6) . . . . ? C57 C58 C59 C60 -50.4(8) . . . . ? N10 C59 C60 C61 171.9(6) . . . . ? C58 C59 C60 C61 51.4(8) . . . . ? C70 N9 C61 C60 -121.4(7) . . . . ? Cu2 N9 C61 C60 53.0(7) . . . . ? C70 N9 C61 C62 118.6(7) . . . . ? Cu2 N9 C61 C62 -67.0(6) . . . . ? C59 C60 C61 N9 -170.4(6) . . . . ? C59 C60 C61 C62 -52.8(8) . . . . ? N9 C61 C62 C57 174.0(6) . . . . ? C60 C61 C62 C57 54.2(8) . . . . ? N8 C57 C62 C61 -173.2(6) . . . . ? C58 C57 C62 C61 -53.0(8) . . . . ? C57 N8 C63 C64 -174.7(6) . . . . ? Cu4 N8 C63 C64 11.6(10) . . . . ? N8 C63 C64 C65 33.7(11) . . . . ? N8 C63 C64 C69 -150.0(7) . . . . ? C69 C64 C65 C66 3.9(11) . . . . ? C63 C64 C65 C66 -179.9(7) . . . . ? C64 C65 C66 C67 -1.6(12) . . . . ? C65 C66 C67 C68 -0.5(12) . . . . ? C66 C67 C68 C69 0.1(13) . . . . ? C67 C68 C69 C64 2.3(12) . . . . ? C65 C64 C69 C68 -4.3(11) . . . . ? C63 C64 C69 C68 179.3(7) . . . . ? C61 N9 C70 C71 -172.3(6) . . . . ? Cu2 N9 C70 C71 13.8(10) . . . . ? N9 C70 C71 C72 -151.0(8) . . . . ? N9 C70 C71 C76 34.3(11) . . . . ? C76 C71 C72 C73 0.3(13) . . . . ? C70 C71 C72 C73 -174.6(8) . . . . ? C71 C72 C73 C74 0.2(15) . . . . ? C72 C73 C74 C75 0.0(15) . . . . ? C73 C74 C75 C76 -0.7(14) . . . . ? C74 C75 C76 C71 1.2(12) . . . . ? C72 C71 C76 C75 -1.0(11) . . . . ? C70 C71 C76 C75 173.7(7) . . . . ? C59 N10 C77 C78 -173.2(6) . . . . ? Cu3 N10 C77 C78 5.4(10) . . . . ? N10 C77 C78 C79 -148.3(7) . . . . ? N10 C77 C78 C83 35.6(11) . . . . ? C83 C78 C79 C80 -2.7(11) . . . . ? C77 C78 C79 C80 -179.0(7) . . . . ? C78 C79 C80 C81 0.3(12) . . . . ? C79 C80 C81 C82 1.9(12) . . . . ? C80 C81 C82 C83 -1.6(12) . . . . ? C81 C82 C83 C78 -0.9(11) . . . . ? C79 C78 C83 C82 3.0(11) . . . . ? C77 C78 C83 C82 179.1(7) . . . . ? _diffrn_measured_fraction_theta_max 0.886 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.886 _refine_diff_density_max 1.596 _refine_diff_density_min -0.912 _refine_diff_density_rms 0.151 # Attachment '- 7-2_8-2.cif' data_7.2 _database_code_depnum_ccdc_archive 'CCDC 788168' #TrackingRef '- 7-2_8-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 7.2 _chemical_melting_point ? _chemical_formula_moiety 'C35 H24 Cu F18 N4,F6 P' _chemical_formula_sum 'C35 H24 Cu F24 N4 P' _chemical_formula_weight 1051.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.1581(3) _cell_length_b 18.9132(6) _cell_length_c 38.9605(13) _cell_angle_alpha 90.00 _cell_angle_beta 96.126(2) _cell_angle_gamma 90.00 _cell_volume 8175.1(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9092 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 22.64 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_max 0.70 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4176 _exptl_absorpt_coefficient_mu 0.717 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.615 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 134390 _diffrn_reflns_av_R_equivalents 0.0651 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -50 _diffrn_reflns_limit_l_max 50 _diffrn_reflns_theta_min 1.05 _diffrn_reflns_theta_max 27.51 _reflns_number_total 18758 _reflns_number_gt 12880 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker PROTEUM' _computing_cell_refinement 'Bruker PROTEUM' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0516P)^2^+8.8607P] 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 18758 _refine_ls_number_parameters 1229 _refine_ls_number_restraints 228 _refine_ls_R_factor_all 0.0847 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1278 _refine_ls_wR_factor_gt 0.1129 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.045 _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 0.92419(3) 0.645901(18) 0.153352(9) 0.01964(9) Uani 1 1 d . . . N1 N 0.90437(19) 0.75412(12) 0.15647(6) 0.0189(5) Uani 1 1 d . . . N2 N 0.8985(2) 0.62341(12) 0.20390(6) 0.0196(5) Uani 1 1 d . . . N3 N 1.1109(2) 0.65658(12) 0.16094(6) 0.0199(5) Uani 1 1 d . . . N4 N 0.8329(2) 0.59298(13) 0.11741(6) 0.0241(5) Uani 1 1 d . . . C1 C 0.7752(3) 0.56569(17) 0.09552(8) 0.0294(7) Uani 1 1 d . . . C2 C 0.7015(4) 0.5313(2) 0.06680(10) 0.0503(10) Uani 1 1 d . . . H2A H 0.6320 0.5612 0.0593 0.075 Uiso 1 1 calc R . . H2B H 0.6733 0.4854 0.0744 0.075 Uiso 1 1 calc R . . H2C H 0.7500 0.5243 0.0475 0.075 Uiso 1 1 calc R . . C3 C 0.9662(2) 0.78361(15) 0.18902(7) 0.0207(6) Uani 1 1 d . . . H3 H 0.9471 0.8352 0.1900 0.025 Uiso 1 1 calc R . . C4 C 0.9257(2) 0.74814(15) 0.22100(7) 0.0207(6) Uani 1 1 d . . . H4A H 0.8364 0.7479 0.2188 0.025 Uiso 1 1 calc R . . H4B H 0.9536 0.7773 0.2414 0.025 Uiso 1 1 calc R . . C5 C 0.9701(2) 0.67239(15) 0.22780(7) 0.0207(6) Uani 1 1 d . . . H5 H 0.9561 0.6595 0.2519 0.025 Uiso 1 1 calc R . . C6 C 1.1046(2) 0.66430(15) 0.22437(7) 0.0212(6) Uani 1 1 d . . . H6A H 1.1239 0.6132 0.2239 0.025 Uiso 1 1 calc R . . H6B H 1.1505 0.6847 0.2452 0.025 Uiso 1 1 calc R . . C7 C 1.1484(3) 0.69903(15) 0.19251(7) 0.0216(6) Uani 1 1 d . . . H7 H 1.2385 0.7003 0.1958 0.026 Uiso 1 1 calc R . . C8 C 1.1026(2) 0.77527(15) 0.18810(8) 0.0219(6) Uani 1 1 d . . . H8A H 1.1242 0.7937 0.1658 0.026 Uiso 1 1 calc R . . H8B H 1.1447 0.8047 0.2067 0.026 Uiso 1 1 calc R . . C9 C 0.8402(3) 0.79760(15) 0.13740(7) 0.0225(6) Uani 1 1 d . . . H9 H 0.8290 0.8439 0.1459 0.027 Uiso 1 1 calc R . . C10 C 0.7826(3) 0.77916(15) 0.10260(7) 0.0212(6) Uani 1 1 d . . . C11 C 0.6697(3) 0.80679(15) 0.09122(8) 0.0246(6) Uani 1 1 d . . . H11 H 0.6295 0.8365 0.1060 0.029 Uiso 1 1 calc R . . C12 C 0.6158(3) 0.79110(16) 0.05833(8) 0.0262(7) Uani 1 1 d . . . C13 C 0.6748(3) 0.75025(16) 0.03594(8) 0.0277(7) Uani 1 1 d . . . H13 H 0.6379 0.7400 0.0134 0.033 Uiso 1 1 calc R . . C14 C 0.7895(3) 0.72437(16) 0.04713(8) 0.0270(7) Uani 1 1 d . . . C15 C 0.8429(3) 0.73833(15) 0.08011(7) 0.0236(6) Uani 1 1 d . . . H15 H 0.9207 0.7201 0.0875 0.028 Uiso 1 1 calc R . . C16 C 0.4925(3) 0.81929(19) 0.04740(8) 0.0349(8) Uani 1 1 d . . . C17 C 0.8560(3) 0.68346(19) 0.02225(8) 0.0373(8) Uani 1 1 d . . . C18 C 1.1925(3) 0.65001(15) 0.14032(8) 0.0228(6) Uani 1 1 d . . . H18 H 1.2668 0.6738 0.1462 0.027 Uiso 1 1 calc R . . C19 C 1.1796(3) 0.60843(15) 0.10832(8) 0.0227(6) Uani 1 1 d . . . C20 C 1.2528(3) 0.62473(17) 0.08272(8) 0.0277(7) Uani 1 1 d . . . H20 H 1.3059 0.6640 0.0856 0.033 Uiso 1 1 calc R . . C21 C 1.2491(3) 0.58419(18) 0.05295(8) 0.0301(7) Uani 1 1 d . . . C22 C 1.1737(3) 0.52601(17) 0.04856(8) 0.0314(7) Uani 1 1 d . . . H22 H 1.1712 0.4982 0.0282 0.038 Uiso 1 1 calc R . . C23 C 1.1020(3) 0.50896(16) 0.07438(8) 0.0273(7) Uani 1 1 d . . . C24 C 1.1042(3) 0.54980(15) 0.10399(8) 0.0251(6) Uani 1 1 d . . . H24 H 1.0541 0.5377 0.1213 0.030 Uiso 1 1 calc R . . C25 C 1.3273(4) 0.6030(2) 0.02525(10) 0.0500(10) Uani 1 1 d . . . C26 C 1.0251(4) 0.44438(19) 0.06978(10) 0.0445(9) Uani 1 1 d . . . C27 C 0.8508(2) 0.57154(14) 0.21828(8) 0.0212(6) Uani 1 1 d . . . H27 H 0.8703 0.5656 0.2424 0.025 Uiso 1 1 calc R . . C28 C 0.7677(3) 0.52023(15) 0.20010(7) 0.0206(6) Uani 1 1 d . . . C29 C 0.7757(3) 0.44924(15) 0.20963(7) 0.0224(6) Uani 1 1 d . . . H29 H 0.8392 0.4338 0.2261 0.027 Uiso 1 1 calc R . . C30 C 0.6916(3) 0.40127(15) 0.19520(8) 0.0247(6) Uani 1 1 d . . . C31 C 0.5967(3) 0.42312(16) 0.17165(8) 0.0256(7) Uani 1 1 d . . . H31 H 0.5386 0.3900 0.1620 0.031 Uiso 1 1 calc R . . C32 C 0.5880(3) 0.49361(16) 0.16250(8) 0.0243(6) Uani 1 1 d . . . C33 C 0.6729(3) 0.54276(15) 0.17639(7) 0.0220(6) Uani 1 1 d . . . H33 H 0.6662 0.5911 0.1698 0.026 Uiso 1 1 calc R . . C34 C 0.6985(3) 0.32578(17) 0.20734(9) 0.0366(8) Uani 1 1 d . . . C35 C 0.4815(3) 0.51956(17) 0.13909(9) 0.0334(8) Uani 1 1 d . . . F1 F 0.40803(18) 0.78829(14) 0.06379(6) 0.0603(7) Uani 1 1 d . . . F2 F 0.4839(2) 0.88818(12) 0.05369(7) 0.0598(7) Uani 1 1 d . . . F3 F 0.46001(19) 0.81198(14) 0.01374(5) 0.0566(6) Uani 1 1 d . . . F4 F 0.7824(2) 0.64139(15) 0.00177(8) 0.0811(9) Uani 1 1 d . . . F5 F 0.9044(2) 0.72430(13) 0.00013(6) 0.0610(7) Uani 1 1 d . . . F6 F 0.9399(3) 0.64284(16) 0.03725(6) 0.0847(10) Uani 1 1 d . . . F7 F 1.2740(3) 0.6480(3) 0.00309(9) 0.1315(18) Uani 1 1 d . . . F8 F 1.4296(2) 0.63185(15) 0.03707(6) 0.0649(7) Uani 1 1 d . . . F9 F 1.3532(4) 0.54893(19) 0.00680(9) 0.1251(16) Uani 1 1 d . . . F10 F 0.9532(3) 0.44587(16) 0.04009(7) 0.0888(10) Uani 1 1 d . . . F11 F 1.0883(3) 0.38639(12) 0.06827(10) 0.0994(12) Uani 1 1 d . . . F12 F 0.9538(2) 0.43510(11) 0.09453(6) 0.0520(6) Uani 1 1 d . . . F13 F 0.8134(2) 0.30385(11) 0.21456(7) 0.0620(7) Uani 1 1 d . . . F14 F 0.6525(3) 0.31715(12) 0.23672(7) 0.0725(8) Uani 1 1 d . . . F15 F 0.6480(3) 0.28120(11) 0.18446(7) 0.0793(9) Uani 1 1 d . . . F16 F 0.4230(3) 0.46936(13) 0.12150(8) 0.0912(11) Uani 1 1 d . . . F17 F 0.40194(18) 0.55205(13) 0.15681(6) 0.0547(6) Uani 1 1 d . . . F18 F 0.51075(19) 0.56846(15) 0.11695(6) 0.0686(8) Uani 1 1 d . . . Cu2 Cu 0.41801(3) 0.109145(18) 0.162721(9) 0.01979(9) Uani 1 1 d . . . N5 N 0.3879(2) 0.13317(12) 0.21285(6) 0.0191(5) Uani 1 1 d . . . N6 N 0.4019(2) 0.00073(12) 0.16660(6) 0.0186(5) Uani 1 1 d . . . N7 N 0.6046(2) 0.09938(12) 0.17151(6) 0.0207(5) Uani 1 1 d . . . N8 N 0.3280(2) 0.16193(13) 0.12658(7) 0.0266(6) Uani 1 1 d . . . C36 C 0.2715(3) 0.19073(19) 0.10492(9) 0.0354(8) Uani 1 1 d . . . C37 C 0.1996(4) 0.2270(3) 0.07657(12) 0.0693(15) Uani 1 1 d . . . H37A H 0.1392 0.1944 0.0655 0.104 Uiso 1 1 calc R . . H37B H 0.2524 0.2432 0.0596 0.104 Uiso 1 1 calc R . . H37C H 0.1590 0.2678 0.0857 0.104 Uiso 1 1 calc R . . C38 C 0.4586(2) 0.08538(14) 0.23754(7) 0.0199(6) Uani 1 1 d . . . H38 H 0.4424 0.0987 0.2614 0.024 Uiso 1 1 calc R . . C39 C 0.4168(3) 0.00934(14) 0.23091(7) 0.0202(6) Uani 1 1 d . . . H39A H 0.3276 0.0090 0.2279 0.024 Uiso 1 1 calc R . . H39B H 0.4430 -0.0189 0.2518 0.024 Uiso 1 1 calc R . . C40 C 0.4616(2) -0.02756(14) 0.19969(7) 0.0193(6) Uani 1 1 d . . . H40 H 0.4433 -0.0792 0.2010 0.023 Uiso 1 1 calc R . . C41 C 0.5974(2) -0.01827(14) 0.19989(8) 0.0213(6) Uani 1 1 d . . . H41A H 0.6221 -0.0376 0.1781 0.026 Uiso 1 1 calc R . . H41B H 0.6384 -0.0464 0.2191 0.026 Uiso 1 1 calc R . . C42 C 0.6408(2) 0.05869(15) 0.20374(7) 0.0217(6) Uani 1 1 d . . . H42 H 0.7308 0.0583 0.2076 0.026 Uiso 1 1 calc R . . C43 C 0.5939(2) 0.09445(15) 0.23482(7) 0.0219(6) Uani 1 1 d . . . H43A H 0.6118 0.1456 0.2339 0.026 Uiso 1 1 calc R . . H43B H 0.6389 0.0754 0.2561 0.026 Uiso 1 1 calc R . . C44 C 0.3379(2) 0.18523(15) 0.22629(7) 0.0211(6) Uani 1 1 d . . . H44 H 0.3535 0.1919 0.2505 0.025 Uiso 1 1 calc R . . C45 C 0.2568(2) 0.23611(15) 0.20652(7) 0.0198(6) Uani 1 1 d . . . C46 C 0.2716(3) 0.30807(15) 0.21299(7) 0.0216(6) Uani 1 1 d . . . H46 H 0.3356 0.3242 0.2291 0.026 Uiso 1 1 calc R . . C47 C 0.1924(3) 0.35628(15) 0.19582(7) 0.0238(6) Uani 1 1 d . . . C48 C 0.0951(3) 0.33342(16) 0.17371(8) 0.0261(7) Uani 1 1 d . . . H48 H 0.0398 0.3665 0.1626 0.031 Uiso 1 1 calc R . . C49 C 0.0795(3) 0.26158(16) 0.16799(8) 0.0260(7) Uani 1 1 d . . . C50 C 0.1607(3) 0.21269(15) 0.18387(8) 0.0237(6) Uani 1 1 d . . . H50 H 0.1504 0.1636 0.1792 0.028 Uiso 1 1 calc R . . C51 C 0.2091(3) 0.43343(16) 0.20313(9) 0.0350(8) Uani 1 1 d . . . C52 C -0.0286(3) 0.23489(18) 0.14531(10) 0.0389(9) Uani 1 1 d . . . C53 C 0.3427(2) -0.04404(15) 0.14724(7) 0.0213(6) Uani 1 1 d . . . H53 H 0.3318 -0.0901 0.1562 0.026 Uiso 1 1 calc R . . C54 C 0.2900(3) -0.02857(15) 0.11169(7) 0.0221(6) Uani 1 1 d . . . C55 C 0.1839(3) -0.06193(17) 0.09894(8) 0.0282(7) Uani 1 1 d . . . H55 H 0.1454 -0.0937 0.1131 0.034 Uiso 1 1 calc R . . C56 C 0.1338(3) -0.04881(19) 0.06532(8) 0.0330(8) Uani 1 1 d . . . C57 C 0.1904(3) -0.00438(18) 0.04385(8) 0.0310(7) Uani 1 1 d . . . H57 H 0.1555 0.0048 0.0210 0.037 Uiso 1 1 calc R . . C58 C 0.2988(3) 0.02635(16) 0.05631(8) 0.0277(7) Uani 1 1 d . A . C59 C 0.3487(3) 0.01514(15) 0.08996(8) 0.0239(6) Uani 1 1 d . . . H59 H 0.4227 0.0372 0.0982 0.029 Uiso 1 1 calc R . . C60 C 0.0182(4) -0.0856(3) 0.05305(10) 0.0542(11) Uani 1 1 d . . . C61 C 0.3646(3) 0.07072(19) 0.03266(8) 0.0394(8) Uani 1 1 d DU . . C62 C 0.6859(3) 0.10326(15) 0.15110(8) 0.0237(6) Uani 1 1 d . . . H62 H 0.7591 0.0786 0.1575 0.028 Uiso 1 1 calc R . . C63 C 0.6758(3) 0.14308(16) 0.11825(8) 0.0253(6) Uani 1 1 d . . . C64 C 0.7508(3) 0.12365(18) 0.09363(8) 0.0305(7) Uani 1 1 d . . . H64 H 0.8018 0.0835 0.0974 0.037 Uiso 1 1 calc R . . C65 C 0.7511(3) 0.1628(2) 0.06368(8) 0.0357(8) Uani 1 1 d . B . C66 C 0.6796(3) 0.22215(19) 0.05809(8) 0.0358(8) Uani 1 1 d . . . H66 H 0.6810 0.2492 0.0376 0.043 Uiso 1 1 calc R . . C67 C 0.6052(3) 0.24177(17) 0.08321(8) 0.0313(7) Uani 1 1 d . . . C68 C 0.6022(3) 0.20226(16) 0.11308(8) 0.0260(7) Uani 1 1 d . . . H68 H 0.5504 0.2155 0.1298 0.031 Uiso 1 1 calc R . . C69 C 0.8335(4) 0.1424(2) 0.03724(10) 0.0532(11) Uani 1 1 d DU . . C70 C 0.5331(4) 0.30780(19) 0.07760(9) 0.0454(9) Uani 1 1 d . . . F19 F 0.1626(2) 0.45354(11) 0.23173(6) 0.0577(6) Uani 1 1 d . . . F20 F 0.1611(2) 0.47367(10) 0.17707(6) 0.0687(8) Uani 1 1 d . . . F21 F 0.32621(19) 0.45171(10) 0.20833(6) 0.0458(5) Uani 1 1 d . . . F22 F -0.0898(2) 0.28555(12) 0.12821(8) 0.0901(11) Uani 1 1 d . . . F23 F -0.10480(18) 0.20170(12) 0.16433(6) 0.0540(6) Uani 1 1 d . . . F24 F 0.00056(19) 0.18693(13) 0.12254(6) 0.0546(6) Uani 1 1 d . . . F25 F -0.0686(2) -0.0731(2) 0.07176(7) 0.0984(12) Uani 1 1 d . . . F26 F 0.0324(3) -0.15771(16) 0.05529(8) 0.0872(10) Uani 1 1 d . . . F27 F -0.01804(19) -0.07491(14) 0.02011(5) 0.0579(7) Uani 1 1 d . . . F28A F 0.3408(9) 0.1392(3) 0.03513(19) 0.106(5) Uani 0.573(13) 1 d PDU A 1 F29A F 0.4858(4) 0.0677(4) 0.04021(14) 0.070(3) Uani 0.573(13) 1 d PDU A 1 F30A F 0.3462(5) 0.0561(4) 0.00053(10) 0.062(3) Uani 0.573(13) 1 d PDU A 1 F28B F 0.4222(12) 0.0309(4) 0.0127(3) 0.118(7) Uani 0.427(13) 1 d PDU A 2 F29B F 0.4310(8) 0.1173(5) 0.04818(14) 0.060(4) Uani 0.427(13) 1 d PDU A 2 F30B F 0.2866(6) 0.1076(5) 0.0108(2) 0.086(5) Uani 0.427(13) 1 d PDU A 2 F31A F 0.8456(13) 0.1967(5) 0.0155(3) 0.125(6) Uani 0.446(13) 1 d PDU B 1 F32A F 0.7778(7) 0.0959(7) 0.0168(3) 0.100(5) Uani 0.446(13) 1 d PDU B 1 F33A F 0.9326(6) 0.1224(7) 0.04976(19) 0.075(4) Uani 0.446(13) 1 d PDU B 1 F31B F 0.9290(7) 0.1834(7) 0.0387(2) 0.122(5) Uani 0.554(13) 1 d PDU B 2 F32B F 0.7897(6) 0.1422(5) 0.00627(13) 0.066(3) Uani 0.554(13) 1 d PDU B 2 F33B F 0.8831(11) 0.0769(5) 0.0422(2) 0.129(5) Uani 0.554(13) 1 d PDU B 2 F34 F 0.4551(2) 0.31737(11) 0.10116(6) 0.0521(6) Uani 1 1 d . . . F35 F 0.6003(3) 0.36527(13) 0.07895(9) 0.0884(10) Uani 1 1 d . . . F36 F 0.4673(3) 0.30915(15) 0.04698(6) 0.0806(9) Uani 1 1 d . . . P1 P 0.51294(7) 0.75869(4) 0.17777(2) 0.02294(17) Uani 1 1 d . . . F37 F 0.38066(16) 0.79202(10) 0.17593(6) 0.0426(5) Uani 1 1 d . . . F38 F 0.54530(19) 0.79303(10) 0.21521(5) 0.0442(5) Uani 1 1 d . . . F39 F 0.56061(16) 0.82922(9) 0.16096(5) 0.0346(4) Uani 1 1 d . . . F40 F 0.64333(17) 0.72424(11) 0.18004(7) 0.0559(6) Uani 1 1 d . . . F41 F 0.4793(2) 0.72482(11) 0.14066(5) 0.0515(6) Uani 1 1 d . . . F42 F 0.46474(16) 0.68926(9) 0.19529(5) 0.0360(5) Uani 1 1 d . . . P2 P 0.00798(7) 0.99848(4) 0.18497(2) 0.02368(17) Uani 1 1 d . . . F43 F -0.04692(16) 1.06228(10) 0.20546(5) 0.0380(5) Uani 1 1 d . . . F44 F 0.13727(16) 1.03502(10) 0.19164(6) 0.0495(6) Uani 1 1 d . . . F45 F 0.06293(17) 0.93422(9) 0.16518(5) 0.0371(5) Uani 1 1 d . . . F46 F 0.03542(18) 0.95590(11) 0.22057(5) 0.0415(5) Uani 1 1 d . . . F47 F -0.12248(15) 0.96309(9) 0.17910(5) 0.0361(5) Uani 1 1 d . . . F48 F -0.0195(2) 1.04083(11) 0.14979(6) 0.0497(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 0.01922(18) 0.01873(18) 0.02062(18) -0.00154(14) 0.00053(14) -0.00169(14) N1 0.0153(12) 0.0198(12) 0.0216(12) -0.0007(10) 0.0029(9) -0.0018(9) N2 0.0192(12) 0.0181(12) 0.0212(12) -0.0013(9) 0.0001(10) -0.0003(9) N3 0.0193(12) 0.0159(12) 0.0237(13) 0.0001(9) -0.0005(10) 0.0031(9) N4 0.0260(14) 0.0226(13) 0.0240(14) -0.0009(10) 0.0035(11) -0.0051(11) C1 0.0308(18) 0.0296(17) 0.0286(17) -0.0019(14) 0.0060(14) -0.0061(14) C2 0.053(2) 0.058(3) 0.037(2) -0.0158(18) -0.0087(18) -0.021(2) C3 0.0183(14) 0.0182(14) 0.0247(15) -0.0040(11) -0.0017(11) -0.0009(11) C4 0.0188(14) 0.0225(15) 0.0204(15) -0.0060(11) -0.0002(11) -0.0005(11) C5 0.0215(15) 0.0219(14) 0.0182(14) -0.0013(11) -0.0001(11) -0.0036(12) C6 0.0210(15) 0.0180(14) 0.0230(15) -0.0019(11) -0.0047(12) 0.0010(11) C7 0.0158(14) 0.0226(15) 0.0257(16) -0.0034(12) -0.0018(11) 0.0004(11) C8 0.0184(14) 0.0197(14) 0.0271(16) -0.0014(12) 0.0001(12) -0.0022(11) C9 0.0222(15) 0.0198(14) 0.0255(16) -0.0016(12) 0.0030(12) -0.0015(12) C10 0.0216(15) 0.0187(14) 0.0232(15) 0.0019(11) 0.0022(12) -0.0019(11) C11 0.0256(16) 0.0238(15) 0.0246(16) 0.0017(12) 0.0038(12) 0.0021(12) C12 0.0251(16) 0.0277(16) 0.0258(16) 0.0057(13) 0.0019(12) 0.0007(13) C13 0.0337(18) 0.0292(17) 0.0197(15) 0.0044(13) 0.0005(13) -0.0003(14) C14 0.0341(18) 0.0240(16) 0.0235(16) 0.0045(12) 0.0060(13) 0.0016(13) C15 0.0241(16) 0.0209(15) 0.0261(16) 0.0044(12) 0.0047(12) 0.0022(12) C16 0.0311(19) 0.046(2) 0.0266(18) 0.0011(15) -0.0030(14) 0.0049(16) C17 0.047(2) 0.042(2) 0.0229(17) -0.0003(15) 0.0041(15) 0.0086(17) C18 0.0163(14) 0.0225(15) 0.0284(16) -0.0004(12) -0.0024(12) 0.0006(12) C19 0.0181(15) 0.0235(15) 0.0258(16) 0.0022(12) -0.0005(12) 0.0068(12) C20 0.0214(16) 0.0333(17) 0.0280(17) 0.0011(13) 0.0007(13) 0.0012(13) C21 0.0276(17) 0.0376(19) 0.0252(17) 0.0015(14) 0.0035(13) 0.0013(14) C22 0.0326(18) 0.0329(18) 0.0284(17) -0.0052(14) 0.0014(14) 0.0059(14) C23 0.0297(17) 0.0236(16) 0.0285(17) -0.0007(13) 0.0021(13) 0.0024(13) C24 0.0248(16) 0.0234(15) 0.0273(16) 0.0025(12) 0.0034(13) 0.0054(12) C25 0.050(2) 0.068(3) 0.034(2) -0.005(2) 0.0149(18) -0.018(2) C26 0.063(3) 0.0307(19) 0.043(2) -0.0103(16) 0.019(2) -0.0067(18) C27 0.0207(15) 0.0192(14) 0.0234(15) 0.0014(11) 0.0017(12) -0.0002(11) C28 0.0214(15) 0.0233(15) 0.0177(14) 0.0005(11) 0.0052(11) -0.0012(12) C29 0.0226(15) 0.0235(15) 0.0208(15) -0.0006(12) 0.0018(12) 0.0007(12) C30 0.0314(17) 0.0203(15) 0.0226(15) -0.0003(12) 0.0045(13) 0.0015(12) C31 0.0262(16) 0.0253(16) 0.0250(16) -0.0054(12) 0.0012(13) -0.0044(13) C32 0.0210(15) 0.0262(16) 0.0251(16) -0.0022(12) 0.0003(12) 0.0029(12) C33 0.0211(15) 0.0225(15) 0.0230(15) 0.0010(12) 0.0047(12) 0.0019(12) C34 0.051(2) 0.0233(16) 0.0332(19) -0.0005(14) -0.0033(16) -0.0041(16) C35 0.0299(18) 0.0292(17) 0.040(2) -0.0033(15) -0.0032(15) 0.0004(14) F1 0.0270(11) 0.0924(19) 0.0618(15) 0.0289(14) 0.0063(10) 0.0053(12) F2 0.0468(14) 0.0499(14) 0.0782(18) -0.0043(12) -0.0143(12) 0.0225(11) F3 0.0409(12) 0.0947(19) 0.0311(12) 0.0001(11) -0.0100(9) 0.0201(12) F4 0.0757(18) 0.086(2) 0.086(2) -0.0562(17) 0.0284(15) -0.0109(15) F5 0.0808(17) 0.0601(15) 0.0493(14) 0.0095(11) 0.0412(13) 0.0146(13) F6 0.110(2) 0.113(2) 0.0323(13) 0.0027(13) 0.0103(13) 0.0858(19) F7 0.072(2) 0.242(5) 0.084(2) 0.103(3) 0.0198(17) -0.005(2) F8 0.0482(14) 0.102(2) 0.0490(14) -0.0167(13) 0.0236(11) -0.0289(14) F9 0.163(3) 0.125(3) 0.107(3) -0.074(2) 0.106(3) -0.078(3) F10 0.113(2) 0.098(2) 0.0515(17) -0.0078(15) -0.0101(16) -0.0683(19) F11 0.103(2) 0.0254(13) 0.182(3) -0.0237(17) 0.069(2) -0.0025(14) F12 0.0695(15) 0.0329(11) 0.0576(14) -0.0115(10) 0.0249(12) -0.0211(11) F13 0.0708(17) 0.0298(12) 0.0817(18) 0.0116(11) -0.0086(14) 0.0093(11) F14 0.121(2) 0.0383(13) 0.0652(17) 0.0181(12) 0.0406(16) -0.0063(14) F15 0.128(2) 0.0232(11) 0.0727(18) -0.0041(11) -0.0529(17) -0.0130(13) F16 0.085(2) 0.0438(14) 0.125(3) -0.0341(15) -0.0802(18) 0.0205(13) F17 0.0368(12) 0.0638(15) 0.0627(15) 0.0082(12) 0.0013(11) 0.0224(11) F18 0.0372(13) 0.108(2) 0.0569(15) 0.0470(15) -0.0095(11) 0.0019(13) Cu2 0.01884(18) 0.01920(18) 0.02090(18) 0.00278(14) 0.00016(14) 0.00190(14) N5 0.0171(12) 0.0184(12) 0.0212(13) 0.0007(9) -0.0015(9) 0.0005(9) N6 0.0159(12) 0.0207(12) 0.0188(12) 0.0011(9) 0.0003(9) 0.0030(9) N7 0.0182(12) 0.0197(12) 0.0236(13) 0.0015(10) -0.0009(10) -0.0018(10) N8 0.0285(14) 0.0248(14) 0.0268(14) 0.0028(11) 0.0043(11) 0.0040(11) C36 0.0307(18) 0.042(2) 0.0339(19) 0.0122(16) 0.0047(15) 0.0113(15) C37 0.051(3) 0.095(4) 0.060(3) 0.045(3) -0.002(2) 0.023(3) C38 0.0195(15) 0.0198(14) 0.0193(14) 0.0011(11) -0.0021(11) 0.0018(11) C39 0.0208(15) 0.0208(14) 0.0190(14) 0.0025(11) 0.0017(11) -0.0002(11) C40 0.0213(15) 0.0138(13) 0.0221(15) 0.0037(11) -0.0011(11) 0.0023(11) C41 0.0215(15) 0.0183(14) 0.0238(15) 0.0021(11) 0.0008(12) 0.0035(11) C42 0.0148(14) 0.0220(15) 0.0269(16) 0.0038(12) -0.0037(12) 0.0023(11) C43 0.0209(15) 0.0225(15) 0.0211(15) 0.0027(11) -0.0038(12) 0.0010(12) C44 0.0219(15) 0.0213(15) 0.0194(14) -0.0012(11) -0.0003(12) 0.0000(12) C45 0.0196(14) 0.0210(14) 0.0189(14) 0.0016(11) 0.0028(11) 0.0003(11) C46 0.0222(15) 0.0212(15) 0.0209(15) -0.0002(11) -0.0003(12) -0.0011(12) C47 0.0284(16) 0.0204(15) 0.0221(15) -0.0004(12) 0.0009(12) 0.0005(12) C48 0.0232(16) 0.0230(15) 0.0308(17) 0.0032(12) -0.0023(13) 0.0032(12) C49 0.0188(15) 0.0258(16) 0.0323(17) 0.0020(13) -0.0021(12) -0.0014(12) C50 0.0236(15) 0.0171(14) 0.0299(16) -0.0017(12) 0.0005(12) -0.0016(12) C51 0.046(2) 0.0200(16) 0.0354(19) 0.0026(14) -0.0121(16) 0.0038(15) C52 0.0319(19) 0.0305(18) 0.050(2) 0.0050(16) -0.0132(16) -0.0062(15) C53 0.0189(15) 0.0202(14) 0.0255(15) 0.0030(12) 0.0047(12) 0.0008(11) C54 0.0229(15) 0.0206(14) 0.0225(15) -0.0025(11) 0.0006(12) 0.0015(12) C55 0.0272(17) 0.0325(17) 0.0249(16) 0.0002(13) 0.0020(13) -0.0049(13) C56 0.0256(17) 0.046(2) 0.0263(17) 0.0005(15) -0.0024(13) -0.0071(15) C57 0.0316(18) 0.0396(19) 0.0206(16) 0.0037(13) -0.0036(13) -0.0020(15) C58 0.0317(18) 0.0267(16) 0.0248(16) 0.0003(13) 0.0031(13) -0.0041(13) C59 0.0253(16) 0.0224(15) 0.0240(16) -0.0023(12) 0.0021(12) -0.0014(12) C60 0.041(2) 0.086(3) 0.033(2) 0.001(2) -0.0038(17) -0.030(2) C61 0.049(2) 0.043(2) 0.0261(18) 0.0031(15) 0.0044(16) -0.0128(17) C62 0.0175(14) 0.0236(15) 0.0295(16) 0.0002(12) 0.0002(12) -0.0017(12) C63 0.0193(15) 0.0315(17) 0.0244(16) 0.0003(13) -0.0013(12) -0.0106(13) C64 0.0196(16) 0.0422(19) 0.0295(17) -0.0046(14) 0.0010(13) -0.0085(14) C65 0.0271(18) 0.057(2) 0.0232(17) -0.0029(15) 0.0029(13) -0.0155(16) C66 0.0364(19) 0.048(2) 0.0219(17) 0.0035(15) -0.0028(14) -0.0236(17) C67 0.0381(19) 0.0271(17) 0.0271(17) 0.0020(13) -0.0044(14) -0.0137(14) C68 0.0287(17) 0.0253(16) 0.0233(16) 0.0002(12) -0.0007(13) -0.0099(13) C69 0.045(2) 0.085(3) 0.031(2) -0.005(2) 0.0101(18) -0.009(2) C70 0.070(3) 0.033(2) 0.032(2) 0.0094(15) 0.0004(19) -0.0084(19) F19 0.0683(16) 0.0373(12) 0.0690(16) -0.0235(11) 0.0148(13) 0.0055(11) F20 0.102(2) 0.0209(11) 0.0701(17) 0.0101(10) -0.0495(15) -0.0032(12) F21 0.0527(13) 0.0268(10) 0.0554(14) -0.0033(9) -0.0057(10) -0.0138(9) F22 0.0733(18) 0.0382(13) 0.139(3) 0.0253(15) -0.0811(18) -0.0130(12) F23 0.0283(11) 0.0603(15) 0.0723(16) -0.0136(12) 0.0000(11) -0.0164(10) F24 0.0438(13) 0.0708(16) 0.0461(13) -0.0217(12) -0.0095(10) -0.0155(11) F25 0.0380(14) 0.198(4) 0.0605(18) -0.033(2) 0.0106(13) -0.0481(18) F26 0.082(2) 0.083(2) 0.089(2) 0.0168(16) -0.0280(16) -0.0522(17) F27 0.0431(13) 0.0930(19) 0.0337(12) 0.0047(12) -0.0140(10) -0.0235(12) F28A 0.199(12) 0.044(3) 0.090(7) 0.026(3) 0.085(8) 0.014(4) F29A 0.042(3) 0.111(7) 0.057(4) 0.038(4) -0.001(2) -0.031(3) F30A 0.065(4) 0.098(6) 0.023(2) 0.000(3) 0.012(2) -0.043(4) F28B 0.188(15) 0.065(5) 0.126(11) 0.013(5) 0.134(12) 0.012(6) F29B 0.066(6) 0.077(7) 0.033(3) 0.011(3) -0.003(3) -0.057(5) F30B 0.071(5) 0.103(8) 0.076(7) 0.064(7) -0.024(4) -0.035(4) F31A 0.151(12) 0.148(8) 0.092(9) 0.036(7) 0.090(9) 0.005(8) F32A 0.054(4) 0.180(12) 0.071(7) -0.085(8) 0.027(5) -0.026(7) F33A 0.027(4) 0.156(10) 0.042(4) -0.025(5) 0.005(3) 0.013(5) F31B 0.061(5) 0.223(11) 0.089(7) -0.079(7) 0.044(5) -0.083(7) F32B 0.044(4) 0.126(7) 0.028(3) -0.010(3) -0.002(2) 0.029(4) F33B 0.170(11) 0.154(7) 0.079(6) 0.059(6) 0.088(7) 0.112(7) F34 0.0777(16) 0.0294(11) 0.0483(14) 0.0069(10) 0.0028(12) 0.0099(11) F35 0.108(2) 0.0295(13) 0.129(3) 0.0200(15) 0.020(2) -0.0195(14) F36 0.124(2) 0.0745(18) 0.0374(14) 0.0040(12) -0.0188(15) 0.0411(17) P1 0.0178(4) 0.0213(4) 0.0294(4) 0.0009(3) 0.0011(3) -0.0007(3) F37 0.0214(10) 0.0304(10) 0.0755(15) 0.0161(10) 0.0027(9) 0.0041(8) F38 0.0623(14) 0.0369(11) 0.0305(11) -0.0011(9) -0.0093(10) -0.0016(10) F39 0.0377(11) 0.0275(10) 0.0410(11) -0.0031(8) 0.0148(9) -0.0106(8) F40 0.0204(10) 0.0390(12) 0.109(2) -0.0072(12) 0.0117(11) 0.0044(9) F41 0.0741(16) 0.0440(13) 0.0357(12) -0.0097(9) 0.0027(11) -0.0192(11) F42 0.0311(10) 0.0272(10) 0.0490(12) 0.0134(9) 0.0009(9) -0.0014(8) P2 0.0181(4) 0.0204(4) 0.0320(4) -0.0011(3) 0.0004(3) 0.0011(3) F43 0.0274(10) 0.0302(10) 0.0550(13) -0.0193(9) -0.0024(9) 0.0049(8) F44 0.0200(10) 0.0334(11) 0.0952(18) -0.0001(11) 0.0073(10) -0.0038(8) F45 0.0397(11) 0.0282(10) 0.0464(12) 0.0000(8) 0.0188(9) 0.0084(8) F46 0.0468(12) 0.0435(12) 0.0321(11) 0.0017(9) -0.0064(9) 0.0063(10) F47 0.0215(9) 0.0298(10) 0.0556(13) -0.0113(9) -0.0023(9) -0.0021(8) F48 0.0645(15) 0.0380(12) 0.0463(13) 0.0144(10) 0.0045(11) 0.0100(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N4 1.922(2) . ? Cu1 N1 2.064(2) . ? Cu1 N2 2.064(2) . ? Cu1 N3 2.083(2) . ? N1 C9 1.275(4) . ? N1 C3 1.486(3) . ? N2 C27 1.274(4) . ? N2 C5 1.485(3) . ? N3 C18 1.283(4) . ? N3 C7 1.491(4) . ? N4 C1 1.137(4) . ? C1 C2 1.468(4) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.525(4) . ? C3 C8 1.534(4) . ? C3 H3 1.0000 . ? C4 C5 1.530(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.529(4) . ? C5 H5 1.0000 . ? C6 C7 1.530(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.533(4) . ? C7 H7 1.0000 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.479(4) . ? C9 H9 0.9500 . ? C10 C11 1.391(4) . ? C10 C15 1.394(4) . ? C11 C12 1.389(4) . ? C11 H11 0.9500 . ? C12 C13 1.383(4) . ? C12 C16 1.494(4) . ? C13 C14 1.396(4) . ? C13 H13 0.9500 . ? C14 C15 1.383(4) . ? C14 C17 1.498(4) . ? C15 H15 0.9500 . ? C16 F1 1.330(4) . ? C16 F3 1.330(4) . ? C16 F2 1.331(4) . ? C17 F6 1.300(4) . ? C17 F5 1.315(4) . ? C17 F4 1.343(4) . ? C18 C19 1.468(4) . ? C18 H18 0.9500 . ? C19 C20 1.389(4) . ? C19 C24 1.391(4) . ? C20 C21 1.387(4) . ? C20 H20 0.9500 . ? C21 C22 1.384(5) . ? C21 C25 1.502(5) . ? C22 C23 1.389(4) . ? C22 H22 0.9500 . ? C23 C24 1.386(4) . ? C23 C26 1.492(5) . ? C24 H24 0.9500 . ? C25 F9 1.301(5) . ? C25 F8 1.304(4) . ? C25 F7 1.309(5) . ? C26 F11 1.308(4) . ? C26 F12 1.325(4) . ? C26 F10 1.336(5) . ? C27 C28 1.471(4) . ? C27 H27 0.9500 . ? C28 C29 1.393(4) . ? C28 C33 1.395(4) . ? C29 C30 1.381(4) . ? C29 H29 0.9500 . ? C30 C31 1.388(4) . ? C30 C34 1.503(4) . ? C31 C32 1.381(4) . ? C31 H31 0.9500 . ? C32 C33 1.394(4) . ? C32 C35 1.501(4) . ? C33 H33 0.9500 . ? C34 F15 1.310(4) . ? C34 F14 1.314(4) . ? C34 F13 1.348(4) . ? C35 F16 1.304(4) . ? C35 F18 1.329(4) . ? C35 F17 1.332(4) . ? Cu2 N8 1.920(3) . ? Cu2 N6 2.065(2) . ? Cu2 N5 2.067(2) . ? Cu2 N7 2.082(2) . ? N5 C44 1.272(4) . ? N5 C38 1.484(3) . ? N6 C53 1.271(4) . ? N6 C40 1.486(3) . ? N7 C62 1.271(4) . ? N7 C42 1.491(4) . ? N8 C36 1.137(4) . ? C36 C37 1.465(5) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C39 1.526(4) . ? C38 C43 1.534(4) . ? C38 H38 1.0000 . ? C39 C40 1.532(4) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.525(4) . ? C40 H40 1.0000 . ? C41 C42 1.536(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.527(4) . ? C42 H42 1.0000 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.480(4) . ? C44 H44 0.9500 . ? C45 C50 1.386(4) . ? C45 C46 1.391(4) . ? C46 C47 1.390(4) . ? C46 H46 0.9500 . ? C47 C48 1.381(4) . ? C47 C51 1.495(4) . ? C48 C49 1.385(4) . ? C48 H48 0.9500 . ? C49 C50 1.393(4) . ? C49 C52 1.504(4) . ? C50 H50 0.9500 . ? C51 F19 1.334(4) . ? C51 F20 1.335(4) . ? C51 F21 1.346(4) . ? C52 F22 1.316(4) . ? C52 F24 1.333(4) . ? C52 F23 1.342(4) . ? C53 C54 1.475(4) . ? C53 H53 0.9500 . ? C54 C55 1.387(4) . ? C54 C59 1.395(4) . ? C55 C56 1.390(4) . ? C55 H55 0.9500 . ? C56 C57 1.385(4) . ? C56 C60 1.498(5) . ? C57 C58 1.382(4) . ? C57 H57 0.9500 . ? C58 C59 1.385(4) . ? C58 C61 1.495(4) . ? C59 H59 0.9500 . ? C60 F25 1.295(5) . ? C60 F27 1.319(4) . ? C60 F26 1.374(5) . ? C61 F29B 1.263(6) . ? C61 F30A 1.277(5) . ? C61 F28B 1.300(7) . ? C61 F28A 1.328(6) . ? C61 F30B 1.346(6) . ? C61 F29A 1.354(5) . ? C62 C63 1.479(4) . ? C62 H62 0.9500 . ? C63 C64 1.388(4) . ? C63 C68 1.390(4) . ? C64 C65 1.383(5) . ? C64 H64 0.9500 . ? C65 C66 1.380(5) . ? C65 C69 1.503(5) . ? C66 C67 1.400(5) . ? C66 H66 0.9500 . ? C67 C68 1.386(4) . ? C67 C70 1.489(5) . ? C68 H68 0.9500 . ? C69 F33A 1.220(8) . ? C69 F32B 1.253(6) . ? C69 F32A 1.298(7) . ? C69 F31B 1.315(6) . ? C69 F31A 1.348(7) . ? C69 F33B 1.362(7) . ? C70 F35 1.318(4) . ? C70 F36 1.333(4) . ? C70 F34 1.343(4) . ? P1 F40 1.588(2) . ? P1 F41 1.589(2) . ? P1 F42 1.5994(19) . ? P1 F37 1.5995(19) . ? P1 F39 1.6016(19) . ? P1 F38 1.603(2) . ? P2 F48 1.589(2) . ? P2 F44 1.596(2) . ? P2 F45 1.5963(19) . ? P2 F47 1.5964(19) . ? P2 F43 1.6041(19) . ? P2 F46 1.605(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Cu1 N1 120.50(10) . . ? N4 Cu1 N2 118.09(10) . . ? N1 Cu1 N2 96.98(9) . . ? N4 Cu1 N3 126.73(10) . . ? N1 Cu1 N3 90.42(9) . . ? N2 Cu1 N3 97.09(9) . . ? C9 N1 C3 115.8(2) . . ? C9 N1 Cu1 131.5(2) . . ? C3 N1 Cu1 112.31(17) . . ? C27 N2 C5 115.3(2) . . ? C27 N2 Cu1 133.3(2) . . ? C5 N2 Cu1 110.46(17) . . ? C18 N3 C7 114.4(2) . . ? C18 N3 Cu1 131.9(2) . . ? C7 N3 Cu1 110.94(17) . . ? C1 N4 Cu1 175.5(3) . . ? N4 C1 C2 179.0(4) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 C4 112.4(2) . . ? N1 C3 C8 108.2(2) . . ? C4 C3 C8 110.8(2) . . ? N1 C3 H3 108.4 . . ? C4 C3 H3 108.4 . . ? C8 C3 H3 108.4 . . ? C3 C4 C5 115.8(2) . . ? C3 C4 H4A 108.3 . . ? C5 C4 H4A 108.3 . . ? C3 C4 H4B 108.3 . . ? C5 C4 H4B 108.3 . . ? H4A C4 H4B 107.4 . . ? N2 C5 C6 110.5(2) . . ? N2 C5 C4 109.5(2) . . ? C6 C5 C4 112.4(2) . . ? N2 C5 H5 108.1 . . ? C6 C5 H5 108.1 . . ? C4 C5 H5 108.1 . . ? C5 C6 C7 115.4(2) . . ? C5 C6 H6A 108.4 . . ? C7 C6 H6A 108.4 . . ? C5 C6 H6B 108.4 . . ? C7 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? N3 C7 C6 110.6(2) . . ? N3 C7 C8 110.7(2) . . ? C6 C7 C8 111.3(2) . . ? N3 C7 H7 108.0 . . ? C6 C7 H7 108.0 . . ? C8 C7 H7 108.0 . . ? C7 C8 C3 114.4(2) . . ? C7 C8 H8A 108.7 . . ? C3 C8 H8A 108.7 . . ? C7 C8 H8B 108.7 . . ? C3 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? N1 C9 C10 123.0(3) . . ? N1 C9 H9 118.5 . . ? C10 C9 H9 118.5 . . ? C11 C10 C15 119.3(3) . . ? C11 C10 C9 119.6(3) . . ? C15 C10 C9 121.0(3) . . ? C12 C11 C10 120.2(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C13 C12 C11 120.8(3) . . ? C13 C12 C16 120.4(3) . . ? C11 C12 C16 118.8(3) . . ? C12 C13 C14 118.8(3) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C15 C14 C13 120.8(3) . . ? C15 C14 C17 120.4(3) . . ? C13 C14 C17 118.7(3) . . ? C14 C15 C10 120.1(3) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? F1 C16 F3 107.2(3) . . ? F1 C16 F2 105.9(3) . . ? F3 C16 F2 105.4(3) . . ? F1 C16 C12 112.6(3) . . ? F3 C16 C12 112.9(3) . . ? F2 C16 C12 112.3(3) . . ? F6 C17 F5 108.4(3) . . ? F6 C17 F4 106.4(3) . . ? F5 C17 F4 103.1(3) . . ? F6 C17 C14 113.4(3) . . ? F5 C17 C14 112.8(3) . . ? F4 C17 C14 112.1(3) . . ? N3 C18 C19 124.9(3) . . ? N3 C18 H18 117.6 . . ? C19 C18 H18 117.6 . . ? C20 C19 C24 119.0(3) . . ? C20 C19 C18 118.6(3) . . ? C24 C19 C18 122.2(3) . . ? C21 C20 C19 120.6(3) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C22 C21 C20 120.4(3) . . ? C22 C21 C25 119.5(3) . . ? C20 C21 C25 120.1(3) . . ? C21 C22 C23 119.0(3) . . ? C21 C22 H22 120.5 . . ? C23 C22 H22 120.5 . . ? C24 C23 C22 120.9(3) . . ? C24 C23 C26 121.0(3) . . ? C22 C23 C26 118.1(3) . . ? C23 C24 C19 120.1(3) . . ? C23 C24 H24 119.9 . . ? C19 C24 H24 119.9 . . ? F9 C25 F8 106.6(4) . . ? F9 C25 F7 105.0(4) . . ? F8 C25 F7 106.3(4) . . ? F9 C25 C21 113.0(3) . . ? F8 C25 C21 113.6(3) . . ? F7 C25 C21 111.8(3) . . ? F11 C26 F12 106.8(3) . . ? F11 C26 F10 104.8(3) . . ? F12 C26 F10 106.3(3) . . ? F11 C26 C23 112.7(3) . . ? F12 C26 C23 113.7(3) . . ? F10 C26 C23 111.8(3) . . ? N2 C27 C28 124.6(3) . . ? N2 C27 H27 117.7 . . ? C28 C27 H27 117.7 . . ? C29 C28 C33 119.5(3) . . ? C29 C28 C27 119.3(3) . . ? C33 C28 C27 120.8(3) . . ? C30 C29 C28 120.2(3) . . ? C30 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? C29 C30 C31 120.7(3) . . ? C29 C30 C34 119.1(3) . . ? C31 C30 C34 120.1(3) . . ? C32 C31 C30 119.1(3) . . ? C32 C31 H31 120.5 . . ? C30 C31 H31 120.5 . . ? C31 C32 C33 121.2(3) . . ? C31 C32 C35 120.1(3) . . ? C33 C32 C35 118.6(3) . . ? C32 C33 C28 119.3(3) . . ? C32 C33 H33 120.4 . . ? C28 C33 H33 120.4 . . ? F15 C34 F14 109.4(3) . . ? F15 C34 F13 106.0(3) . . ? F14 C34 F13 103.4(3) . . ? F15 C34 C30 113.1(3) . . ? F14 C34 C30 112.3(3) . . ? F13 C34 C30 112.0(3) . . ? F16 C35 F18 108.0(3) . . ? F16 C35 F17 106.5(3) . . ? F18 C35 F17 103.8(3) . . ? F16 C35 C32 113.6(3) . . ? F18 C35 C32 112.9(3) . . ? F17 C35 C32 111.4(3) . . ? N8 Cu2 N6 121.82(10) . . ? N8 Cu2 N5 116.97(10) . . ? N6 Cu2 N5 97.18(9) . . ? N8 Cu2 N7 127.04(10) . . ? N6 Cu2 N7 89.60(9) . . ? N5 Cu2 N7 97.16(9) . . ? C44 N5 C38 115.5(2) . . ? C44 N5 Cu2 133.0(2) . . ? C38 N5 Cu2 110.46(17) . . ? C53 N6 C40 115.5(2) . . ? C53 N6 Cu2 131.4(2) . . ? C40 N6 Cu2 112.75(17) . . ? C62 N7 C42 114.2(2) . . ? C62 N7 Cu2 131.3(2) . . ? C42 N7 Cu2 111.12(17) . . ? C36 N8 Cu2 177.0(3) . . ? N8 C36 C37 179.0(4) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N5 C38 C39 109.4(2) . . ? N5 C38 C43 110.2(2) . . ? C39 C38 C43 112.3(2) . . ? N5 C38 H38 108.3 . . ? C39 C38 H38 108.3 . . ? C43 C38 H38 108.3 . . ? C38 C39 C40 116.4(2) . . ? C38 C39 H39A 108.2 . . ? C40 C39 H39A 108.2 . . ? C38 C39 H39B 108.2 . . ? C40 C39 H39B 108.2 . . ? H39A C39 H39B 107.4 . . ? N6 C40 C41 108.4(2) . . ? N6 C40 C39 111.8(2) . . ? C41 C40 C39 110.6(2) . . ? N6 C40 H40 108.7 . . ? C41 C40 H40 108.7 . . ? C39 C40 H40 108.7 . . ? C40 C41 C42 114.3(2) . . ? C40 C41 H41A 108.7 . . ? C42 C41 H41A 108.7 . . ? C40 C41 H41B 108.7 . . ? C42 C41 H41B 108.7 . . ? H41A C41 H41B 107.6 . . ? N7 C42 C43 110.7(2) . . ? N7 C42 C41 110.6(2) . . ? C43 C42 C41 111.5(2) . . ? N7 C42 H42 107.9 . . ? C43 C42 H42 107.9 . . ? C41 C42 H42 107.9 . . ? C42 C43 C38 115.4(2) . . ? C42 C43 H43A 108.4 . . ? C38 C43 H43A 108.4 . . ? C42 C43 H43B 108.4 . . ? C38 C43 H43B 108.4 . . ? H43A C43 H43B 107.5 . . ? N5 C44 C45 124.1(3) . . ? N5 C44 H44 118.0 . . ? C45 C44 H44 118.0 . . ? C50 C45 C46 119.8(3) . . ? C50 C45 C44 120.8(3) . . ? C46 C45 C44 119.2(3) . . ? C47 C46 C45 119.8(3) . . ? C47 C46 H46 120.1 . . ? C45 C46 H46 120.1 . . ? C48 C47 C46 120.8(3) . . ? C48 C47 C51 119.9(3) . . ? C46 C47 C51 119.2(3) . . ? C47 C48 C49 119.0(3) . . ? C47 C48 H48 120.5 . . ? C49 C48 H48 120.5 . . ? C48 C49 C50 121.0(3) . . ? C48 C49 C52 120.2(3) . . ? C50 C49 C52 118.8(3) . . ? C45 C50 C49 119.5(3) . . ? C45 C50 H50 120.2 . . ? C49 C50 H50 120.2 . . ? F19 C51 F20 108.2(3) . . ? F19 C51 F21 105.0(3) . . ? F20 C51 F21 105.8(3) . . ? F19 C51 C47 112.7(3) . . ? F20 C51 C47 112.3(3) . . ? F21 C51 C47 112.3(3) . . ? F22 C52 F24 108.0(3) . . ? F22 C52 F23 107.1(3) . . ? F24 C52 F23 105.2(3) . . ? F22 C52 C49 113.2(3) . . ? F24 C52 C49 112.5(3) . . ? F23 C52 C49 110.4(3) . . ? N6 C53 C54 123.7(3) . . ? N6 C53 H53 118.1 . . ? C54 C53 H53 118.1 . . ? C55 C54 C59 119.4(3) . . ? C55 C54 C53 119.1(3) . . ? C59 C54 C53 121.4(3) . . ? C54 C55 C56 119.9(3) . . ? C54 C55 H55 120.0 . . ? C56 C55 H55 120.0 . . ? C57 C56 C55 120.9(3) . . ? C57 C56 C60 121.5(3) . . ? C55 C56 C60 117.6(3) . . ? C58 C57 C56 118.8(3) . . ? C58 C57 H57 120.6 . . ? C56 C57 H57 120.6 . . ? C57 C58 C59 121.1(3) . . ? C57 C58 C61 119.2(3) . . ? C59 C58 C61 119.7(3) . . ? C58 C59 C54 119.9(3) . . ? C58 C59 H59 120.1 . . ? C54 C59 H59 120.1 . . ? F25 C60 F27 110.5(4) . . ? F25 C60 F26 103.6(4) . . ? F27 C60 F26 103.6(3) . . ? F25 C60 C56 113.9(3) . . ? F27 C60 C56 113.8(3) . . ? F26 C60 C56 110.6(4) . . ? F29B C61 F30A 130.2(4) . . ? F29B C61 F28B 112.8(6) . . ? F30A C61 F28B 47.7(5) . . ? F29B C61 F28A 52.9(5) . . ? F30A C61 F28A 105.7(5) . . ? F28B C61 F28A 136.4(5) . . ? F29B C61 F30B 104.4(5) . . ? F30A C61 F30B 57.8(5) . . ? F28B C61 F30B 104.4(6) . . ? F28A C61 F30B 54.5(5) . . ? F29B C61 F29A 53.4(4) . . ? F30A C61 F29A 104.8(4) . . ? F28B C61 F29A 63.8(6) . . ? F28A C61 F29A 103.2(5) . . ? F30B C61 F29A 136.3(4) . . ? F29B C61 C58 113.5(4) . . ? F30A C61 C58 116.3(3) . . ? F28B C61 C58 110.5(4) . . ? F28A C61 C58 112.8(4) . . ? F30B C61 C58 110.7(4) . . ? F29A C61 C58 112.8(3) . . ? N7 C62 C63 125.2(3) . . ? N7 C62 H62 117.4 . . ? C63 C62 H62 117.4 . . ? C64 C63 C68 120.2(3) . . ? C64 C63 C62 117.8(3) . . ? C68 C63 C62 121.7(3) . . ? C65 C64 C63 119.8(3) . . ? C65 C64 H64 120.1 . . ? C63 C64 H64 120.1 . . ? C66 C65 C64 121.1(3) . . ? C66 C65 C69 119.1(3) . . ? C64 C65 C69 119.8(4) . . ? C65 C66 C67 118.8(3) . . ? C65 C66 H66 120.6 . . ? C67 C66 H66 120.6 . . ? C68 C67 C66 120.9(3) . . ? C68 C67 C70 121.0(3) . . ? C66 C67 C70 118.1(3) . . ? C67 C68 C63 119.3(3) . . ? C67 C68 H68 120.4 . . ? C63 C68 H68 120.4 . . ? F33A C69 F32B 128.9(6) . . ? F33A C69 F32A 113.0(7) . . ? F32B C69 F32A 45.2(5) . . ? F33A C69 F31B 57.9(5) . . ? F32B C69 F31B 105.9(5) . . ? F32A C69 F31B 139.3(6) . . ? F33A C69 F31A 109.8(6) . . ? F32B C69 F31A 56.7(6) . . ? F32A C69 F31A 101.8(7) . . ? F31B C69 F31A 56.0(6) . . ? F33A C69 F33B 47.5(5) . . ? F32B C69 F33B 104.2(6) . . ? F32A C69 F33B 68.5(6) . . ? F31B C69 F33B 102.4(6) . . ? F31A C69 F33B 135.7(6) . . ? F33A C69 C65 113.6(5) . . ? F32B C69 C65 117.2(4) . . ? F32A C69 C65 107.9(5) . . ? F31B C69 C65 111.8(4) . . ? F31A C69 C65 110.1(5) . . ? F33B C69 C65 113.9(4) . . ? F35 C70 F36 106.1(3) . . ? F35 C70 F34 105.6(3) . . ? F36 C70 F34 105.9(3) . . ? F35 C70 C67 113.0(3) . . ? F36 C70 C67 112.6(3) . . ? F34 C70 C67 113.1(3) . . ? F40 P1 F41 90.64(13) . . ? F40 P1 F42 89.27(11) . . ? F41 P1 F42 90.00(11) . . ? F40 P1 F37 178.80(13) . . ? F41 P1 F37 89.50(12) . . ? F42 P1 F37 89.53(10) . . ? F40 P1 F39 91.27(11) . . ? F41 P1 F39 91.16(11) . . ? F42 P1 F39 178.71(11) . . ? F37 P1 F39 89.92(10) . . ? F40 P1 F38 89.97(13) . . ? F41 P1 F38 179.37(13) . . ? F42 P1 F38 89.85(11) . . ? F37 P1 F38 89.89(12) . . ? F39 P1 F38 88.98(11) . . ? F48 P2 F44 90.59(13) . . ? F48 P2 F45 90.93(11) . . ? F44 P2 F45 91.21(11) . . ? F48 P2 F47 89.93(12) . . ? F44 P2 F47 178.52(13) . . ? F45 P2 F47 90.17(10) . . ? F48 P2 F43 90.07(11) . . ? F44 P2 F43 88.84(11) . . ? F45 P2 F43 179.00(12) . . ? F47 P2 F43 89.77(10) . . ? F48 P2 F46 179.78(14) . . ? F44 P2 F46 89.46(12) . . ? F45 P2 F46 89.29(11) . . ? F47 P2 F46 90.02(11) . . ? F43 P2 F46 89.72(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 N4 Cu1 N1 C9 -1.8(3) . . . . ? N2 Cu1 N1 C9 -130.3(3) . . . . ? N3 Cu1 N1 C9 132.5(3) . . . . ? N4 Cu1 N1 C3 170.38(16) . . . . ? N2 Cu1 N1 C3 41.88(18) . . . . ? N3 Cu1 N1 C3 -55.31(18) . . . . ? N4 Cu1 N2 C27 16.3(3) . . . . ? N1 Cu1 N2 C27 146.4(3) . . . . ? N3 Cu1 N2 C27 -122.3(3) . . . . ? N4 Cu1 N2 C5 -176.30(17) . . . . ? N1 Cu1 N2 C5 -46.14(18) . . . . ? N3 Cu1 N2 C5 45.16(18) . . . . ? N4 Cu1 N3 C18 22.9(3) . . . . ? N1 Cu1 N3 C18 -106.8(3) . . . . ? N2 Cu1 N3 C18 156.1(3) . . . . ? N4 Cu1 N3 C7 -177.37(17) . . . . ? N1 Cu1 N3 C7 52.93(18) . . . . ? N2 Cu1 N3 C7 -44.15(18) . . . . ? N1 Cu1 N4 C1 -5(3) . . . . ? N2 Cu1 N4 C1 114(3) . . . . ? N3 Cu1 N4 C1 -121(3) . . . . ? Cu1 N4 C1 C2 59(26) . . . . ? C9 N1 C3 C4 118.4(3) . . . . ? Cu1 N1 C3 C4 -55.1(3) . . . . ? C9 N1 C3 C8 -118.9(3) . . . . ? Cu1 N1 C3 C8 67.6(2) . . . . ? N1 C3 C4 C5 72.0(3) . . . . ? C8 C3 C4 C5 -49.2(3) . . . . ? C27 N2 C5 C6 108.7(3) . . . . ? Cu1 N2 C5 C6 -61.2(2) . . . . ? C27 N2 C5 C4 -126.9(3) . . . . ? Cu1 N2 C5 C4 63.1(2) . . . . ? C3 C4 C5 N2 -76.7(3) . . . . ? C3 C4 C5 C6 46.6(3) . . . . ? N2 C5 C6 C7 76.7(3) . . . . ? C4 C5 C6 C7 -45.9(3) . . . . ? C18 N3 C7 C6 -137.7(3) . . . . ? Cu1 N3 C7 C6 58.7(2) . . . . ? C18 N3 C7 C8 98.4(3) . . . . ? Cu1 N3 C7 C8 -65.1(2) . . . . ? C5 C6 C7 N3 -75.1(3) . . . . ? C5 C6 C7 C8 48.4(3) . . . . ? N3 C7 C8 C3 72.0(3) . . . . ? C6 C7 C8 C3 -51.5(3) . . . . ? N1 C3 C8 C7 -72.0(3) . . . . ? C4 C3 C8 C7 51.7(3) . . . . ? C3 N1 C9 C10 173.7(2) . . . . ? Cu1 N1 C9 C10 -14.3(4) . . . . ? N1 C9 C10 C11 144.2(3) . . . . ? N1 C9 C10 C15 -40.2(4) . . . . ? C15 C10 C11 C12 2.9(4) . . . . ? C9 C10 C11 C12 178.6(3) . . . . ? C10 C11 C12 C13 -2.5(4) . . . . ? C10 C11 C12 C16 177.6(3) . . . . ? C11 C12 C13 C14 0.6(5) . . . . ? C16 C12 C13 C14 -179.5(3) . . . . ? C12 C13 C14 C15 0.9(5) . . . . ? C12 C13 C14 C17 -176.7(3) . . . . ? C13 C14 C15 C10 -0.5(4) . . . . ? C17 C14 C15 C10 177.1(3) . . . . ? C11 C10 C15 C14 -1.4(4) . . . . ? C9 C10 C15 C14 -177.1(3) . . . . ? C13 C12 C16 F1 109.9(3) . . . . ? C11 C12 C16 F1 -70.2(4) . . . . ? C13 C12 C16 F3 -11.6(5) . . . . ? C11 C12 C16 F3 168.3(3) . . . . ? C13 C12 C16 F2 -130.6(3) . . . . ? C11 C12 C16 F2 49.3(4) . . . . ? C15 C14 C17 F6 23.9(5) . . . . ? C13 C14 C17 F6 -158.4(3) . . . . ? C15 C14 C17 F5 -99.8(4) . . . . ? C13 C14 C17 F5 77.9(4) . . . . ? C15 C14 C17 F4 144.4(3) . . . . ? C13 C14 C17 F4 -37.9(4) . . . . ? C7 N3 C18 C19 177.3(3) . . . . ? Cu1 N3 C18 C19 -23.4(4) . . . . ? N3 C18 C19 C20 157.4(3) . . . . ? N3 C18 C19 C24 -28.1(4) . . . . ? C24 C19 C20 C21 1.4(4) . . . . ? C18 C19 C20 C21 176.0(3) . . . . ? C19 C20 C21 C22 -1.2(5) . . . . ? C19 C20 C21 C25 179.1(3) . . . . ? C20 C21 C22 C23 0.1(5) . . . . ? C25 C21 C22 C23 179.8(3) . . . . ? C21 C22 C23 C24 0.8(5) . . . . ? C21 C22 C23 C26 -177.6(3) . . . . ? C22 C23 C24 C19 -0.5(5) . . . . ? C26 C23 C24 C19 177.8(3) . . . . ? C20 C19 C24 C23 -0.5(4) . . . . ? C18 C19 C24 C23 -175.0(3) . . . . ? C22 C21 C25 F9 -26.3(5) . . . . ? C20 C21 C25 F9 153.4(4) . . . . ? C22 C21 C25 F8 -148.0(4) . . . . ? C20 C21 C25 F8 31.8(5) . . . . ? C22 C21 C25 F7 91.8(5) . . . . ? C20 C21 C25 F7 -88.4(5) . . . . ? C24 C23 C26 F11 -115.8(4) . . . . ? C22 C23 C26 F11 62.6(5) . . . . ? C24 C23 C26 F12 6.0(5) . . . . ? C22 C23 C26 F12 -175.6(3) . . . . ? C24 C23 C26 F10 126.5(3) . . . . ? C22 C23 C26 F10 -55.2(4) . . . . ? C5 N2 C27 C28 174.3(3) . . . . ? Cu1 N2 C27 C28 -18.7(4) . . . . ? N2 C27 C28 C29 141.8(3) . . . . ? N2 C27 C28 C33 -45.6(4) . . . . ? C33 C28 C29 C30 1.2(4) . . . . ? C27 C28 C29 C30 173.9(3) . . . . ? C28 C29 C30 C31 -1.4(4) . . . . ? C28 C29 C30 C34 -176.8(3) . . . . ? C29 C30 C31 C32 0.6(4) . . . . ? C34 C30 C31 C32 176.0(3) . . . . ? C30 C31 C32 C33 0.3(4) . . . . ? C30 C31 C32 C35 -175.5(3) . . . . ? C31 C32 C33 C28 -0.4(4) . . . . ? C35 C32 C33 C28 175.5(3) . . . . ? C29 C28 C33 C32 -0.4(4) . . . . ? C27 C28 C33 C32 -172.9(3) . . . . ? C29 C30 C34 F15 -155.8(3) . . . . ? C31 C30 C34 F15 28.7(5) . . . . ? C29 C30 C34 F14 79.6(4) . . . . ? C31 C30 C34 F14 -95.8(4) . . . . ? C29 C30 C34 F13 -36.2(4) . . . . ? C31 C30 C34 F13 148.4(3) . . . . ? C31 C32 C35 F16 -18.7(5) . . . . ? C33 C32 C35 F16 165.4(3) . . . . ? C31 C32 C35 F18 -142.1(3) . . . . ? C33 C32 C35 F18 42.0(4) . . . . ? C31 C32 C35 F17 101.6(3) . . . . ? C33 C32 C35 F17 -74.4(4) . . . . ? N8 Cu2 N5 C44 -15.6(3) . . . . ? N6 Cu2 N5 C44 -146.9(3) . . . . ? N7 Cu2 N5 C44 122.6(3) . . . . ? N8 Cu2 N5 C38 176.84(17) . . . . ? N6 Cu2 N5 C38 45.51(18) . . . . ? N7 Cu2 N5 C38 -44.99(18) . . . . ? N8 Cu2 N6 C53 3.9(3) . . . . ? N5 Cu2 N6 C53 132.0(3) . . . . ? N7 Cu2 N6 C53 -130.9(3) . . . . ? N8 Cu2 N6 C40 -169.48(17) . . . . ? N5 Cu2 N6 C40 -41.44(18) . . . . ? N7 Cu2 N6 C40 55.73(18) . . . . ? N8 Cu2 N7 C62 -27.0(3) . . . . ? N6 Cu2 N7 C62 104.0(3) . . . . ? N5 Cu2 N7 C62 -158.9(3) . . . . ? N8 Cu2 N7 C42 175.46(17) . . . . ? N6 Cu2 N7 C42 -53.59(18) . . . . ? N5 Cu2 N7 C42 43.59(19) . . . . ? N6 Cu2 N8 C36 16(5) . . . . ? N5 Cu2 N8 C36 -102(5) . . . . ? N7 Cu2 N8 C36 134(5) . . . . ? Cu2 N8 C36 C37 -70(29) . . . . ? C44 N5 C38 C39 127.4(3) . . . . ? Cu2 N5 C38 C39 -62.7(2) . . . . ? C44 N5 C38 C43 -108.7(3) . . . . ? Cu2 N5 C38 C43 61.3(2) . . . . ? N5 C38 C39 C40 77.1(3) . . . . ? C43 C38 C39 C40 -45.7(3) . . . . ? C53 N6 C40 C41 117.6(3) . . . . ? Cu2 N6 C40 C41 -67.8(2) . . . . ? C53 N6 C40 C39 -120.2(3) . . . . ? Cu2 N6 C40 C39 54.3(3) . . . . ? C38 C39 C40 N6 -72.0(3) . . . . ? C38 C39 C40 C41 48.9(3) . . . . ? N6 C40 C41 C42 71.1(3) . . . . ? C39 C40 C41 C42 -51.7(3) . . . . ? C62 N7 C42 C43 140.0(3) . . . . ? Cu2 N7 C42 C43 -58.3(2) . . . . ? C62 N7 C42 C41 -95.9(3) . . . . ? Cu2 N7 C42 C41 65.8(2) . . . . ? C40 C41 C42 N7 -71.6(3) . . . . ? C40 C41 C42 C43 52.1(3) . . . . ? N7 C42 C43 C38 75.2(3) . . . . ? C41 C42 C43 C38 -48.4(3) . . . . ? N5 C38 C43 C42 -77.1(3) . . . . ? C39 C38 C43 C42 45.2(3) . . . . ? C38 N5 C44 C45 -175.6(2) . . . . ? Cu2 N5 C44 C45 17.3(4) . . . . ? N5 C44 C45 C50 50.5(4) . . . . ? N5 C44 C45 C46 -134.9(3) . . . . ? C50 C45 C46 C47 -2.2(4) . . . . ? C44 C45 C46 C47 -176.9(3) . . . . ? C45 C46 C47 C48 3.4(4) . . . . ? C45 C46 C47 C51 179.8(3) . . . . ? C46 C47 C48 C49 -2.0(5) . . . . ? C51 C47 C48 C49 -178.3(3) . . . . ? C47 C48 C49 C50 -0.7(5) . . . . ? C47 C48 C49 C52 177.2(3) . . . . ? C46 C45 C50 C49 -0.4(4) . . . . ? C44 C45 C50 C49 174.2(3) . . . . ? C48 C49 C50 C45 1.9(5) . . . . ? C52 C49 C50 C45 -176.1(3) . . . . ? C48 C47 C51 F19 94.9(4) . . . . ? C46 C47 C51 F19 -81.5(4) . . . . ? C48 C47 C51 F20 -27.6(5) . . . . ? C46 C47 C51 F20 156.0(3) . . . . ? C48 C47 C51 F21 -146.7(3) . . . . ? C46 C47 C51 F21 36.8(4) . . . . ? C48 C49 C52 F22 10.5(5) . . . . ? C50 C49 C52 F22 -171.5(3) . . . . ? C48 C49 C52 F24 133.2(3) . . . . ? C50 C49 C52 F24 -48.8(4) . . . . ? C48 C49 C52 F23 -109.6(3) . . . . ? C50 C49 C52 F23 68.4(4) . . . . ? C40 N6 C53 C54 -172.1(2) . . . . ? Cu2 N6 C53 C54 14.6(4) . . . . ? N6 C53 C54 C55 -147.9(3) . . . . ? N6 C53 C54 C59 36.4(4) . . . . ? C59 C54 C55 C56 -3.3(5) . . . . ? C53 C54 C55 C56 -179.1(3) . . . . ? C54 C55 C56 C57 2.1(5) . . . . ? C54 C55 C56 C60 -179.2(3) . . . . ? C55 C56 C57 C58 0.6(5) . . . . ? C60 C56 C57 C58 -178.0(4) . . . . ? C56 C57 C58 C59 -2.1(5) . . . . ? C56 C57 C58 C61 176.2(3) . . . . ? C57 C58 C59 C54 0.9(5) . . . . ? C61 C58 C59 C54 -177.4(3) . . . . ? C55 C54 C59 C58 1.8(4) . . . . ? C53 C54 C59 C58 177.5(3) . . . . ? C57 C56 C60 F25 -123.9(4) . . . . ? C55 C56 C60 F25 57.5(5) . . . . ? C57 C56 C60 F27 4.0(6) . . . . ? C55 C56 C60 F27 -174.7(4) . . . . ? C57 C56 C60 F26 120.0(4) . . . . ? C55 C56 C60 F26 -58.6(5) . . . . ? C57 C58 C61 F29B 153.1(6) . . . . ? C59 C58 C61 F29B -28.7(7) . . . . ? C57 C58 C61 F30A -27.2(6) . . . . ? C59 C58 C61 F30A 151.0(5) . . . . ? C57 C58 C61 F28B -79.1(9) . . . . ? C59 C58 C61 F28B 99.2(8) . . . . ? C57 C58 C61 F28A 95.1(6) . . . . ? C59 C58 C61 F28A -86.6(6) . . . . ? C57 C58 C61 F30B 36.1(7) . . . . ? C59 C58 C61 F30B -145.7(6) . . . . ? C57 C58 C61 F29A -148.4(5) . . . . ? C59 C58 C61 F29A 29.9(6) . . . . ? C42 N7 C62 C63 -177.0(3) . . . . ? Cu2 N7 C62 C63 26.0(4) . . . . ? N7 C62 C63 C64 -158.3(3) . . . . ? N7 C62 C63 C68 27.6(5) . . . . ? C68 C63 C64 C65 -0.8(4) . . . . ? C62 C63 C64 C65 -175.0(3) . . . . ? C63 C64 C65 C66 1.4(5) . . . . ? C63 C64 C65 C69 179.2(3) . . . . ? C64 C65 C66 C67 -0.7(5) . . . . ? C69 C65 C66 C67 -178.6(3) . . . . ? C65 C66 C67 C68 -0.5(5) . . . . ? C65 C66 C67 C70 177.1(3) . . . . ? C66 C67 C68 C63 1.1(4) . . . . ? C70 C67 C68 C63 -176.4(3) . . . . ? C64 C63 C68 C67 -0.4(4) . . . . ? C62 C63 C68 C67 173.6(3) . . . . ? C66 C65 C69 F33A 138.9(7) . . . . ? C64 C65 C69 F33A -39.0(8) . . . . ? C66 C65 C69 F32B -46.8(7) . . . . ? C64 C65 C69 F32B 135.3(6) . . . . ? C66 C65 C69 F32A -95.0(8) . . . . ? C64 C65 C69 F32A 87.1(8) . . . . ? C66 C65 C69 F31B 75.6(8) . . . . ? C64 C65 C69 F31B -102.3(8) . . . . ? C66 C65 C69 F31A 15.2(9) . . . . ? C64 C65 C69 F31A -162.6(8) . . . . ? C66 C65 C69 F33B -168.8(8) . . . . ? C64 C65 C69 F33B 13.3(9) . . . . ? C68 C67 C70 F35 110.4(4) . . . . ? C66 C67 C70 F35 -67.2(4) . . . . ? C68 C67 C70 F36 -129.5(3) . . . . ? C66 C67 C70 F36 53.0(4) . . . . ? C68 C67 C70 F34 -9.5(5) . . . . ? C66 C67 C70 F34 172.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.943 _refine_diff_density_min -0.562 _refine_diff_density_rms 0.077 data_8.2 _database_code_depnum_ccdc_archive 'CCDC 788169' #TrackingRef '- 7-2_8-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 8.2 _chemical_melting_point ? _chemical_formula_moiety 'C32 H27 Cu F9 N4, F6 P' _chemical_formula_sum 'C32 H27 Cu F15 N4 P' _chemical_formula_weight 847.09 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 Cubic _symmetry_space_group_name_H-M 'P 21 3' _symmetry_space_group_name_Hall 'P 2ac 2ab 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' _cell_length_a 15.2741(8) _cell_length_b 15.2741(8) _cell_length_c 15.2741(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3563.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4070 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 27.43 _exptl_crystal_description tetrahedral _exptl_crystal_colour yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.48 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1702.1 _exptl_absorpt_coefficient_mu 0.766 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5606 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10671 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -2 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1517 _reflns_number_gt 2511 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShlXTL' _computing_publication_material 'Bruker ShlXTL' _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^)+(0.0375P)^2^+0.4963P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.013(13) _refine_ls_number_reflns 2740 _refine_ls_number_parameters 185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0360 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0819 _refine_ls_wR_factor_gt 0.0793 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.521277(16) 0.978723(16) 1.021277(16) 0.02298(12) Uani 1 3 d S . . N1 N 0.48038(13) 0.85994(11) 1.06912(12) 0.0271(4) Uani 1 1 d . . . N2 N 0.44951(12) 1.05049(12) 0.94951(12) 0.0267(7) Uani 1 3 d S . . F1 F 0.29218(12) 0.93209(14) 1.16987(11) 0.0560(5) Uani 1 1 d . . . F2 F 0.15818(14) 0.9372(2) 1.13054(13) 0.0898(8) Uani 1 1 d . . . F3 F 0.22220(17) 0.81488(14) 1.14655(13) 0.0757(7) Uani 1 1 d . . . C4 C 0.54571(16) 0.81649(16) 1.12598(17) 0.0328(5) Uani 1 1 d . . . H4 H 0.5202 0.7603 1.1479 0.039 Uiso 1 1 calc R . . C3 C 0.62683(17) 0.79517(16) 1.07014(18) 0.0359(6) Uani 1 1 d . . . H3A H 0.6635 0.7527 1.1026 0.043 Uiso 1 1 calc R . . H3B H 0.6072 0.7663 1.0156 0.043 Uiso 1 1 calc R . . C5 C 0.40497(16) 0.82589(15) 1.06203(16) 0.0293(5) Uani 1 1 d . . . H5 H 0.3892 0.7775 1.0977 0.035 Uiso 1 1 calc R . . C6 C 0.34151(16) 0.86183(15) 0.99795(15) 0.0287(5) Uani 1 1 d . . . C7 C 0.26054(14) 0.89783(15) 1.02212(17) 0.0310(5) Uani 1 1 d . . . C8 C 0.20575(17) 0.93453(19) 0.95956(18) 0.0384(6) Uani 1 1 d . . . H8 H 0.1523 0.9611 0.9769 0.046 Uiso 1 1 calc R . . C9 C 0.22893(18) 0.9324(2) 0.87161(19) 0.0438(7) Uani 1 1 d . . . H9 H 0.1906 0.9562 0.8287 0.053 Uiso 1 1 calc R . . C10 C 0.3078(2) 0.8956(2) 0.84655(18) 0.0454(7) Uani 1 1 d . . . H10 H 0.3237 0.8941 0.7865 0.054 Uiso 1 1 calc R . . C11 C 0.36398(19) 0.86071(18) 0.90971(17) 0.0380(6) Uani 1 1 d . . . H11 H 0.4182 0.8359 0.8922 0.046 Uiso 1 1 calc R . . C12 C 0.23283(17) 0.8974(2) 1.11589(18) 0.0403(6) Uani 1 1 d . . . C1 C 0.40651(16) 1.09349(16) 0.90651(16) 0.0288(8) Uani 1 3 d S . . C2 C 0.35130(16) 1.14870(16) 0.85130(16) 0.0407(11) Uani 1 3 d S . . H2A H 0.3839 1.1658 0.7987 0.061 Uiso 0.33 1 calc PR . . H2B H 0.3342 1.2013 0.8839 0.061 Uiso 0.33 1 calc PR . . H2C H 0.2987 1.1161 0.8342 0.061 Uiso 0.33 1 calc PR . . P1 P 0.94052(4) 0.94052(4) 0.94052(4) 0.0233(2) Uani 1 3 d S . . F4 F 0.8708(10) 0.930(3) 1.0160(10) 0.051(4) Uani 0.33 1 d P . . F5 F 1.00102(9) 1.00102(9) 1.00102(9) 0.0445(7) Uani 1 3 d S . . F6 F 1.0052(15) 0.957(3) 0.8603(6) 0.052(5) Uani 0.33 1 d P . . F7 F 0.87951(9) 0.87951(9) 0.87951(9) 0.0311(5) Uani 1 3 d S . . F8 F 0.9957(18) 0.8661(8) 0.975(2) 0.048(3) Uani 0.33 1 d P . . F9 F 0.8810(19) 1.0233(5) 0.903(2) 0.048(2) Uani 0.33 1 d P . . 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 0.02298(12) 0.02298(12) 0.02298(12) 0.00127(11) -0.00127(11) 0.00127(11) N1 0.0303(9) 0.0222(8) 0.0290(9) 0.0002(7) 0.0022(8) 0.0026(8) N2 0.0267(7) 0.0267(7) 0.0267(7) 0.0003(8) -0.0003(8) 0.0003(8) F1 0.0537(10) 0.0802(13) 0.0340(9) -0.0154(9) 0.0049(7) -0.0162(9) F2 0.0531(12) 0.164(2) 0.0522(11) 0.0042(14) 0.0158(9) 0.0472(14) F3 0.1085(18) 0.0684(13) 0.0501(11) 0.0086(10) 0.0251(12) -0.0315(12) C4 0.0359(13) 0.0236(11) 0.0388(14) 0.0075(10) -0.0009(10) 0.0027(9) C3 0.0348(13) 0.0311(13) 0.0417(14) 0.0047(10) -0.0031(11) 0.0115(10) C5 0.0354(12) 0.0228(11) 0.0297(12) 0.0007(9) 0.0061(10) -0.0019(9) C6 0.0309(11) 0.0238(10) 0.0314(13) -0.0026(9) 0.0017(9) -0.0100(9) C7 0.0261(11) 0.0328(11) 0.0342(12) -0.0006(10) 0.0022(11) -0.0100(9) C8 0.0287(12) 0.0434(14) 0.0430(15) 0.0005(11) -0.0043(10) -0.0079(11) C9 0.0413(15) 0.0496(16) 0.0405(15) 0.0063(13) -0.0131(12) -0.0188(13) C10 0.0533(17) 0.0575(18) 0.0255(12) -0.0013(12) -0.0003(12) -0.0209(14) C11 0.0386(14) 0.0409(14) 0.0346(13) -0.0066(11) 0.0074(11) -0.0082(11) C12 0.0283(13) 0.0554(17) 0.0371(14) -0.0012(12) 0.0025(11) -0.0048(12) C1 0.0288(8) 0.0288(8) 0.0288(8) -0.0006(10) 0.0006(10) -0.0006(10) C2 0.0407(11) 0.0407(11) 0.0407(11) 0.0094(11) -0.0094(11) 0.0094(11) P1 0.0233(2) 0.0233(2) 0.0233(2) -0.0008(2) -0.0008(2) -0.0008(2) F4 0.026(5) 0.106(13) 0.022(4) -0.002(7) 0.004(3) -0.017(9) F5 0.0445(7) 0.0445(7) 0.0445(7) -0.0108(6) -0.0108(6) -0.0108(6) F6 0.046(6) 0.084(15) 0.027(3) -0.016(8) 0.015(4) -0.032(6) F7 0.0311(5) 0.0311(5) 0.0311(5) -0.0040(5) -0.0040(5) -0.0040(5) F8 0.035(10) 0.026(4) 0.084(14) 0.004(7) -0.028(6) 0.005(5) F9 0.068(8) 0.028(3) 0.048(6) 0.000(5) -0.031(4) 0.010(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 N2 1.899(3) . ? Cu1 N1 2.0533(18) 12_675 ? Cu1 N1 2.0533(18) . ? Cu1 N1 2.0534(18) 6_467 ? N1 C5 1.268(3) . ? N1 C4 1.480(3) . ? N2 C1 1.138(5) . ? F1 C12 1.335(3) . ? F2 C12 1.311(3) . ? F3 C12 1.355(4) . ? C4 C3 1.529(3) 6_467 ? C4 C3 1.539(4) . ? C4 H4 1.0000 . ? C3 C4 1.529(4) 12_675 ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C5 C6 1.483(3) . ? C5 H5 0.9500 . ? C6 C11 1.391(3) . ? C6 C7 1.403(3) . ? C7 C8 1.388(4) . ? C7 C12 1.494(4) . ? C8 C9 1.390(4) . ? C8 H8 0.9500 . ? C9 C10 1.383(4) . ? C9 H9 0.9500 . ? C10 C11 1.397(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C1 C2 1.461(6) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? P1 F8 1.511(9) 9 ? P1 F8 1.511(9) . ? P1 F8 1.512(9) 5 ? P1 F4 1.577(11) 9 ? P1 F4 1.577(11) . ? P1 F4 1.577(11) 5 ? P1 F6 1.593(9) 5 ? P1 F6 1.594(9) 9 ? P1 F6 1.594(9) . ? P1 F5 1.601(3) . ? P1 F7 1.614(2) . ? P1 F9 1.660(8) 9 ? F4 F8 0.757(10) 9 ? F4 F9 0.909(10) 5 ? F4 F6 1.465(12) 5 ? F4 F6 1.703(12) 9 ? F6 F8 0.753(10) 5 ? F6 F9 0.922(11) 9 ? F6 F4 1.465(12) 9 ? F6 F4 1.703(11) 5 ? F8 F6 0.753(10) 9 ? F8 F4 0.757(10) 5 ? F8 F9 1.606(11) 9 ? F8 F9 1.609(10) 5 ? F9 F4 0.909(10) 9 ? F9 F6 0.922(12) 5 ? F9 F8 1.606(12) 5 ? F9 F8 1.609(11) 9 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cu1 N1 122.68(6) . 12_675 ? N2 Cu1 N1 122.68(6) . . ? N1 Cu1 N1 93.59(8) 12_675 . ? N2 Cu1 N1 122.68(6) . 6_467 ? N1 Cu1 N1 93.59(8) 12_675 6_467 ? N1 Cu1 N1 93.59(8) . 6_467 ? C5 N1 C4 118.6(2) . . ? C5 N1 Cu1 127.46(16) . . ? C4 N1 Cu1 113.57(15) . . ? C1 N2 Cu1 180.0(4) . . ? N1 C4 C3 111.89(19) . 6_467 ? N1 C4 C3 108.2(2) . . ? C3 C4 C3 111.1(3) 6_467 . ? N1 C4 H4 108.5 . . ? C3 C4 H4 108.5 6_467 . ? C3 C4 H4 108.5 . . ? C4 C3 C4 115.1(2) 12_675 . ? C4 C3 H3A 108.5 12_675 . ? C4 C3 H3A 108.5 . . ? C4 C3 H3B 108.5 12_675 . ? C4 C3 H3B 108.5 . . ? H3A C3 H3B 107.5 . . ? N1 C5 C6 119.9(2) . . ? N1 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C11 C6 C7 118.5(2) . . ? C11 C6 C5 118.3(2) . . ? C7 C6 C5 123.2(2) . . ? C8 C7 C6 120.6(2) . . ? C8 C7 C12 119.4(2) . . ? C6 C7 C12 120.0(2) . . ? C7 C8 C9 120.2(3) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C10 C9 C8 119.9(3) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 119.9(3) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C6 C11 C10 120.9(3) . . ? C6 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? F2 C12 F1 107.6(3) . . ? F2 C12 F3 105.5(2) . . ? F1 C12 F3 103.7(2) . . ? F2 C12 C7 114.1(2) . . ? F1 C12 C7 113.5(2) . . ? F3 C12 C7 111.7(2) . . ? N2 C1 C2 180.0(5) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? F8 P1 F8 119.17(13) 9 . ? F8 P1 F8 119.17(13) 9 5 ? F8 P1 F8 119.18(13) . 5 ? F8 P1 F4 92.6(4) 9 9 ? F8 P1 F4 147.4(4) . 9 ? F8 P1 F4 28.3(4) 5 9 ? F8 P1 F4 28.3(4) 9 . ? F8 P1 F4 92.6(4) . . ? F8 P1 F4 147.4(4) 5 . ? F4 P1 F4 119.94(4) 9 . ? F8 P1 F4 147.4(4) 9 5 ? F8 P1 F4 28.3(4) . 5 ? F8 P1 F4 92.6(4) 5 5 ? F4 P1 F4 119.95(4) 9 5 ? F4 P1 F4 119.94(4) . 5 ? F8 P1 F6 27.9(4) 9 5 ? F8 P1 F6 147.1(4) . 5 ? F8 P1 F6 92.5(4) 5 5 ? F4 P1 F6 65.0(5) 9 5 ? F4 P1 F6 55.1(5) . 5 ? F4 P1 F6 174.9(5) 5 5 ? F8 P1 F6 92.5(4) 9 9 ? F8 P1 F6 27.9(4) . 9 ? F8 P1 F6 147.1(4) 5 9 ? F4 P1 F6 174.9(5) 9 9 ? F4 P1 F6 65.0(5) . 9 ? F4 P1 F6 55.1(5) 5 9 ? F6 P1 F6 120.000(8) 5 9 ? F8 P1 F6 147.1(4) 9 . ? F8 P1 F6 92.5(4) . . ? F8 P1 F6 27.9(4) 5 . ? F4 P1 F6 55.1(5) 9 . ? F4 P1 F6 174.9(4) . . ? F4 P1 F6 65.0(5) 5 . ? F6 P1 F6 119.997(5) 5 . ? F6 P1 F6 119.998(5) 9 . ? F8 P1 F5 84.8(4) 9 . ? F8 P1 F5 84.8(4) . . ? F8 P1 F5 84.8(4) 5 . ? F4 P1 F5 91.4(5) 9 . ? F4 P1 F5 91.4(5) . . ? F4 P1 F5 91.4(5) 5 . ? F6 P1 F5 89.8(5) 5 . ? F6 P1 F5 89.8(5) 9 . ? F6 P1 F5 89.8(5) . . ? F8 P1 F7 95.2(4) 9 . ? F8 P1 F7 95.2(4) . . ? F8 P1 F7 95.2(4) 5 . ? F4 P1 F7 88.6(5) 9 . ? F4 P1 F7 88.6(5) . . ? F4 P1 F7 88.6(5) 5 . ? F6 P1 F7 90.2(5) 5 . ? F6 P1 F7 90.2(5) 9 . ? F6 P1 F7 90.2(5) . . ? F5 P1 F7 180.00(6) . . ? F8 P1 F9 179.1(4) 9 9 ? F8 P1 F9 60.6(5) . 9 ? F8 P1 F9 60.8(4) 5 9 ? F4 P1 F9 87.5(3) 9 9 ? F4 P1 F9 151.8(4) . 9 ? F4 P1 F9 32.5(4) 5 9 ? F6 P1 F9 152.3(4) 5 9 ? F6 P1 F9 87.5(4) 9 9 ? F6 P1 F9 32.8(4) . 9 ? F5 P1 F9 94.3(3) . 9 ? F7 P1 F9 85.7(3) . 9 ? F8 F4 F9 148.9(19) 9 5 ? F8 F4 F6 14.0(9) 9 5 ? F9 F4 F6 141.6(13) 5 5 ? F8 F4 P1 71.1(11) 9 . ? F9 F4 P1 78.8(8) 5 . ? F6 F4 P1 63.1(6) 5 . ? F8 F4 F6 127.2(18) 9 9 ? F9 F4 F6 21.7(6) 5 9 ? F6 F4 F6 121.0(12) 5 9 ? P1 F4 F6 58.0(6) . 9 ? F8 F6 F9 147.4(14) 5 9 ? F8 F6 F4 14.1(10) 5 9 ? F9 F6 F4 138.2(11) 9 9 ? F8 F6 P1 70.0(9) 5 . ? F9 F6 P1 77.5(8) 9 . ? F4 F6 P1 61.9(7) 9 . ? F8 F6 F4 126.3(13) 5 5 ? F9 F6 F4 21.4(5) 9 5 ? F4 F6 F4 118.8(11) 9 5 ? P1 F6 F4 57.0(5) . 5 ? F6 F8 F4 151.9(19) 9 5 ? F6 F8 P1 82.1(10) 9 . ? F4 F8 P1 80.6(13) 5 . ? F6 F8 F9 142.3(14) 9 9 ? F4 F8 F9 17.0(11) 5 9 ? P1 F8 F9 64.3(6) . 9 ? F6 F8 F9 18.0(8) 9 5 ? F4 F8 F9 139.5(14) 5 5 ? P1 F8 F9 64.2(4) . 5 ? F9 F8 F9 126.2(9) 9 5 ? F4 F9 F6 136.8(10) 9 5 ? F4 F9 F8 14.1(8) 9 5 ? F6 F9 F8 122.8(11) 5 5 ? F4 F9 F8 122.5(9) 9 9 ? F6 F9 F8 14.6(7) 5 9 ? F8 F9 F8 108.4(8) 5 9 ? F4 F9 P1 68.7(7) 9 . ? F6 F9 P1 69.6(8) 5 . ? F8 F9 P1 55.1(4) 5 . ? F8 F9 P1 55.1(5) 9 . ? 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 C5 -5.3(2) . . . . ? N1 Cu1 N1 C5 -138.4(2) 12_675 . . . ? N1 Cu1 N1 C5 127.8(2) 6_467 . . . ? N2 Cu1 N1 C4 -178.06(13) . . . . ? N1 Cu1 N1 C4 48.85(13) 12_675 . . . ? N1 Cu1 N1 C4 -44.98(14) 6_467 . . . ? N1 Cu1 N2 C1 86(100) 12_675 . . . ? N1 Cu1 N2 C1 -34(100) . . . . ? N1 Cu1 N2 C1 -154(100) 6_467 . . . ? C5 N1 C4 C3 -114.9(2) . . . 6_467 ? Cu1 N1 C4 C3 58.6(2) . . . 6_467 ? C5 N1 C4 C3 122.4(2) . . . . ? Cu1 N1 C4 C3 -64.1(2) . . . . ? N1 C4 C3 C4 73.3(3) . . . 12_675 ? C3 C4 C3 C4 -49.9(3) 6_467 . . 12_675 ? C4 N1 C5 C6 -173.0(2) . . . . ? Cu1 N1 C5 C6 14.6(3) . . . . ? N1 C5 C6 C11 60.8(3) . . . . ? N1 C5 C6 C7 -118.3(3) . . . . ? C11 C6 C7 C8 -2.5(3) . . . . ? C5 C6 C7 C8 176.7(2) . . . . ? C11 C6 C7 C12 177.9(2) . . . . ? C5 C6 C7 C12 -2.9(3) . . . . ? C6 C7 C8 C9 2.9(4) . . . . ? C12 C7 C8 C9 -177.5(2) . . . . ? C7 C8 C9 C10 -1.6(4) . . . . ? C8 C9 C10 C11 0.0(4) . . . . ? C7 C6 C11 C10 0.8(4) . . . . ? C5 C6 C11 C10 -178.4(2) . . . . ? C9 C10 C11 C6 0.4(4) . . . . ? C8 C7 C12 F2 -3.2(4) . . . . ? C6 C7 C12 F2 176.5(2) . . . . ? C8 C7 C12 F1 -126.8(3) . . . . ? C6 C7 C12 F1 52.8(3) . . . . ? C8 C7 C12 F3 116.4(3) . . . . ? C6 C7 C12 F3 -64.0(3) . . . . ? Cu1 N2 C1 C2 0(100) . . . . ? F8 P1 F4 F8 161.1(16) . . . 9 ? F8 P1 F4 F8 -6.1(17) 5 . . 9 ? F4 P1 F4 F8 -16(2) 9 . . 9 ? F4 P1 F4 F8 168.6(9) 5 . . 9 ? F6 P1 F4 F8 -12.5(11) 5 . . 9 ? F6 P1 F4 F8 165.4(17) 9 . . 9 ? F6 P1 F4 F8 -27(5) . . . 9 ? F5 P1 F4 F8 76.3(13) . . . 9 ? F7 P1 F4 F8 -103.7(13) . . . 9 ? F9 P1 F4 F8 178.1(7) 9 . . 9 ? F8 P1 F4 F9 -172(2) 9 . . 5 ? F8 P1 F4 F9 -11.1(11) . . . 5 ? F8 P1 F4 F9 -178.3(7) 5 . . 5 ? F4 P1 F4 F9 171.7(5) 9 . . 5 ? F4 P1 F4 F9 -3.6(17) 5 . . 5 ? F6 P1 F4 F9 175.3(17) 5 . . 5 ? F6 P1 F4 F9 -6.8(6) 9 . . 5 ? F6 P1 F4 F9 161(4) . . . 5 ? F5 P1 F4 F9 -95.9(10) . . . 5 ? F7 P1 F4 F9 84.1(10) . . . 5 ? F9 P1 F4 F9 5.9(16) 9 . . 5 ? F8 P1 F4 F6 12.5(11) 9 . . 5 ? F8 P1 F4 F6 173.6(8) . . . 5 ? F8 P1 F4 F6 6.4(17) 5 . . 5 ? F4 P1 F4 F6 -3.6(16) 9 . . 5 ? F4 P1 F4 F6 -178.9(4) 5 . . 5 ? F6 P1 F4 F6 177.9(15) 9 . . 5 ? F6 P1 F4 F6 -14(4) . . . 5 ? F5 P1 F4 F6 88.8(8) . . . 5 ? F7 P1 F4 F6 -91.2(8) . . . 5 ? F9 P1 F4 F6 -169.4(8) 9 . . 5 ? F8 P1 F4 F6 -165.4(17) 9 . . 9 ? F8 P1 F4 F6 -4.3(9) . . . 9 ? F8 P1 F4 F6 -171.5(6) 5 . . 9 ? F4 P1 F4 F6 178.5(5) 9 . . 9 ? F4 P1 F4 F6 3.3(14) 5 . . 9 ? F6 P1 F4 F6 -177.9(15) 5 . . 9 ? F6 P1 F4 F6 168(5) . . . 9 ? F5 P1 F4 F6 -89.1(7) . . . 9 ? F7 P1 F4 F6 90.9(7) . . . 9 ? F9 P1 F4 F6 12.7(14) 9 . . 9 ? F8 P1 F6 F8 0.8(17) 9 . . 5 ? F8 P1 F6 F8 -163.9(18) . . . 5 ? F4 P1 F6 F8 12.6(12) 9 . . 5 ? F4 P1 F6 F8 24(5) . . . 5 ? F4 P1 F6 F8 -170.8(19) 5 . . 5 ? F6 P1 F6 F8 10(2) 5 . . 5 ? F6 P1 F6 F8 -168.8(9) 9 . . 5 ? F5 P1 F6 F8 -79.2(15) . . . 5 ? F7 P1 F6 F8 100.8(15) . . . 5 ? F9 P1 F6 F8 -177.5(19) 9 . . 5 ? F8 P1 F6 F9 178.3(6) 9 . . 9 ? F8 P1 F6 F9 13.6(8) . . . 9 ? F8 P1 F6 F9 177.5(19) 5 . . 9 ? F4 P1 F6 F9 -169.8(14) 9 . . 9 ? F4 P1 F6 F9 -159(4) . . . 9 ? F4 P1 F6 F9 6.8(6) 5 . . 9 ? F6 P1 F6 F9 -172.0(5) 5 . . 9 ? F6 P1 F6 F9 8.8(14) 9 . . 9 ? F5 P1 F6 F9 98.4(7) . . . 9 ? F7 P1 F6 F9 -81.6(7) . . . 9 ? F8 P1 F6 F4 -11.9(15) 9 . . 9 ? F8 P1 F6 F4 -176.6(9) . . . 9 ? F8 P1 F6 F4 -12.6(12) 5 . . 9 ? F4 P1 F6 F4 11(4) . . . 9 ? F4 P1 F6 F4 176.6(15) 5 . . 9 ? F6 P1 F6 F4 -2.2(16) 5 . . 9 ? F6 P1 F6 F4 178.6(4) 9 . . 9 ? F5 P1 F6 F4 -91.8(8) . . . 9 ? F7 P1 F6 F4 88.2(8) . . . 9 ? F9 P1 F6 F4 169.8(14) 9 . . 9 ? F8 P1 F6 F4 171.6(6) 9 . . 5 ? F8 P1 F6 F4 6.9(8) . . . 5 ? F8 P1 F6 F4 170.8(19) 5 . . 5 ? F4 P1 F6 F4 -176.6(15) 9 . . 5 ? F4 P1 F6 F4 -165(5) . . . 5 ? F6 P1 F6 F4 -178.8(5) 5 . . 5 ? F6 P1 F6 F4 2.0(14) 9 . . 5 ? F5 P1 F6 F4 91.6(7) . . . 5 ? F7 P1 F6 F4 -88.4(7) . . . 5 ? F9 P1 F6 F4 -6.8(6) 9 . . 5 ? F8 P1 F8 F6 18(2) 9 . . 9 ? F8 P1 F8 F6 -179.5(11) 5 . . 9 ? F4 P1 F8 F6 -176.2(9) 9 . . 9 ? F4 P1 F8 F6 8.3(17) . . . 9 ? F4 P1 F8 F6 -158(2) 5 . . 9 ? F6 P1 F8 F6 18.1(14) 5 . . 9 ? F6 P1 F8 F6 -171.0(19) . . . 9 ? F5 P1 F8 F6 99.5(15) . . . 9 ? F7 P1 F8 F6 -80.5(15) . . . 9 ? F9 P1 F8 F6 -162.5(18) 9 . . 9 ? F8 P1 F8 F4 176.2(11) 9 . . 5 ? F8 P1 F8 F4 -21.8(18) 5 . . 5 ? F4 P1 F8 F4 -18.5(14) 9 . . 5 ? F4 P1 F8 F4 166.1(17) . . . 5 ? F6 P1 F8 F4 175.8(8) 5 . . 5 ? F6 P1 F8 F4 158(2) 9 . . 5 ? F6 P1 F8 F4 -13.2(16) . . . 5 ? F5 P1 F8 F4 -102.8(13) . . . 5 ? F7 P1 F8 F4 77.2(13) . . . 5 ? F9 P1 F8 F4 -4.8(12) 9 . . 5 ? F8 P1 F8 F9 -179.0(4) 9 . . 9 ? F8 P1 F8 F9 -17.0(10) 5 . . 9 ? F4 P1 F8 F9 -13.7(13) 9 . . 9 ? F4 P1 F8 F9 170.9(6) . . . 9 ? F4 P1 F8 F9 4.8(12) 5 . . 9 ? F6 P1 F8 F9 -179.4(9) 5 . . 9 ? F6 P1 F8 F9 162.5(18) 9 . . 9 ? F6 P1 F8 F9 -8.4(5) . . . 9 ? F5 P1 F8 F9 -98.0(4) . . . 9 ? F7 P1 F8 F9 82.0(4) . . . 9 ? F8 P1 F8 F9 17.0(11) 9 . . 5 ? F8 P1 F8 F9 179.0(4) 5 . . 5 ? F4 P1 F8 F9 -177.7(8) 9 . . 5 ? F4 P1 F8 F9 6.8(7) . . . 5 ? F4 P1 F8 F9 -159.3(16) 5 . . 5 ? F6 P1 F8 F9 16.5(10) 5 . . 5 ? F6 P1 F8 F9 -1.5(12) 9 . . 5 ? F6 P1 F8 F9 -172.5(8) . . . 5 ? F5 P1 F8 F9 98.0(5) . . . 5 ? F7 P1 F8 F9 -82.0(5) . . . 5 ? F9 P1 F8 F9 -164.1(9) 9 . . 5 ? F8 P1 F9 F4 167.2(13) 9 . . 9 ? F8 P1 F9 F4 81(29) . . . 9 ? F8 P1 F9 F4 4.2(11) 5 . . 9 ? F4 P1 F9 F4 176.9(15) . . . 9 ? F4 P1 F9 F4 -15.4(9) 5 . . 9 ? F6 P1 F9 F4 168.6(10) 5 . . 9 ? F6 P1 F9 F4 -176.5(8) 9 . . 9 ? F6 P1 F9 F4 -3.9(14) . . . 9 ? F5 P1 F9 F4 85.7(10) . . . 9 ? F7 P1 F9 F4 -94.3(10) . . . 9 ? F9 P1 F9 F4 -11.7(13) 9 . . 9 ? F8 P1 F9 F6 -1.3(10) 9 . . 5 ? F8 P1 F9 F6 -87(29) . . . 5 ? F8 P1 F9 F6 -164.3(9) 5 . . 5 ? F4 P1 F9 F6 -168.6(10) 9 . . 5 ? F4 P1 F9 F6 8.4(11) . . . 5 ? F4 P1 F9 F6 176.1(8) 5 . . 5 ? F6 P1 F9 F6 15.0(9) 9 . . 5 ? F6 P1 F9 F6 -172.4(12) . . . 5 ? F5 P1 F9 F6 -82.8(8) . . . 5 ? F7 P1 F9 F6 97.2(8) . . . 5 ? F9 P1 F9 F6 179.7(8) 9 . . 5 ? F8 P1 F9 F8 163.0(11) 9 . . 5 ? F8 P1 F9 F8 77(30) . . . 5 ? F4 P1 F9 F8 -4.2(11) 9 . . 5 ? F4 P1 F9 F8 172.7(7) . . . 5 ? F4 P1 F9 F8 -19.6(13) 5 . . 5 ? F6 P1 F9 F8 164.3(9) 5 . . 5 ? F6 P1 F9 F8 179.3(10) 9 . . 5 ? F6 P1 F9 F8 -8.1(8) . . . 5 ? F5 P1 F9 F8 81.5(5) . . . 5 ? F7 P1 F9 F8 -98.5(5) . . . 5 ? F9 P1 F9 F8 -16.0(9) 9 . . 5 ? F8 P1 F9 F8 -86(30) . . . 9 ? F8 P1 F9 F8 -163.0(11) 5 . . 9 ? F4 P1 F9 F8 -167.2(13) 9 . . 9 ? F4 P1 F9 F8 9.7(7) . . . 9 ? F4 P1 F9 F8 177.4(9) 5 . . 9 ? F6 P1 F9 F8 1.3(10) 5 . . 9 ? F6 P1 F9 F8 16.3(16) 9 . . 9 ? F6 P1 F9 F8 -171.1(6) . . . 9 ? F5 P1 F9 F8 -81.5(6) . . . 9 ? F7 P1 F9 F8 98.5(6) . . . 9 ? F9 P1 F9 F8 -179.0(4) 9 . . 9 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.368 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.051 # Attachment '- 9-2_3-3_5-3_6-3_rev.cif' data_9.2_0m _database_code_depnum_ccdc_archive 'CCDC 788170' #TrackingRef '- 9-2_3-3_5-3_6-3_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 9.2 _chemical_melting_point ? _chemical_formula_moiety 'C32 H36 Cu N4 O3, F6 P, C H2 Cl2' _chemical_formula_sum ' C33 H38 Cl2 Cu F6 N4 O3 P ' _chemical_formula_weight 818.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 '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' _symmetry_space_group_name_HALL '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.5586(18) _cell_length_b 12.640(2) _cell_length_c 14.529(2) _cell_angle_alpha 67.007(4) _cell_angle_beta 72.472(4) _cell_angle_gamma 70.142(4) _cell_volume 1802.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9853 _cell_measurement_theta_min 3.37 _cell_measurement_theta_max 65.20 _exptl_crystal_description PLATE _exptl_crystal_colour yellow _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_max 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 3.263 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.576 _exptl_absorpt_correction_T_max 0.753 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21258 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 65.31 _reflns_number_total 6187 _reflns_number_gt 5722 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker PROTEUM' _computing_cell_refinement 'Bruker PROTEUM' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0790P)^2^+3.0148P] 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 6187 _refine_ls_number_parameters 455 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1421 _refine_ls_wR_factor_gt 0.1412 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 0.26890(3) 0.34332(3) 0.40329(3) 0.01861(15) Uani 1 1 d . . . O1 O -0.06392(19) 0.05435(18) 0.62461(16) 0.0262(4) Uani 1 1 d . . . O2 O 0.74966(19) 0.1233(2) 0.24718(16) 0.0313(5) Uani 1 1 d . . . O3 O 0.37011(19) 0.76775(18) 0.26834(14) 0.0240(4) Uani 1 1 d . . . N1 N 0.2358(2) 0.3911(2) 0.26746(19) 0.0252(5) Uani 1 1 d . . . N2 N 0.1672(2) 0.25993(19) 0.54171(17) 0.0177(5) Uani 1 1 d . . . N3 N 0.4424(2) 0.2249(2) 0.43277(17) 0.0196(5) Uani 1 1 d . . . N4 N 0.2845(2) 0.4743(2) 0.44881(16) 0.0169(5) Uani 1 1 d . . . C1 C 0.2132(3) 0.4218(3) 0.1882(2) 0.0297(7) Uani 1 1 d . . . C2 C 0.1852(4) 0.4624(4) 0.0872(3) 0.0495(10) Uani 1 1 d . . . H2A H 0.1536 0.5473 0.0655 0.074 Uiso 1 1 calc R . . H2B H 0.1233 0.4264 0.0889 0.074 Uiso 1 1 calc R . . H2C H 0.2603 0.4406 0.0402 0.074 Uiso 1 1 calc R . . C3 C 0.2274(2) 0.2413(2) 0.6259(2) 0.0181(5) Uani 1 1 d . . . H3 H 0.1767 0.2027 0.6901 0.022 Uiso 1 1 calc R . . C4 C 0.3591(3) 0.1589(2) 0.6170(2) 0.0198(6) Uani 1 1 d . . . H4A H 0.3556 0.0901 0.6046 0.024 Uiso 1 1 calc R . . H4B H 0.3850 0.1310 0.6819 0.024 Uiso 1 1 calc R . . C5 C 0.4596(2) 0.2144(2) 0.5330(2) 0.0197(6) Uani 1 1 d . . . H5 H 0.5419 0.1604 0.5437 0.024 Uiso 1 1 calc R . . C6 C 0.4567(2) 0.3340(2) 0.5380(2) 0.0202(6) Uani 1 1 d . . . H6A H 0.5106 0.3720 0.4770 0.024 Uiso 1 1 calc R . . H6B H 0.4919 0.3193 0.5959 0.024 Uiso 1 1 calc R . . C7 C 0.3269(3) 0.4207(2) 0.5472(2) 0.0184(5) Uani 1 1 d . . . H7 H 0.3332 0.4846 0.5661 0.022 Uiso 1 1 calc R . . C8 C 0.2294(3) 0.3598(2) 0.63031(19) 0.0186(5) Uani 1 1 d . . . H8A H 0.2454 0.3463 0.6963 0.022 Uiso 1 1 calc R . . H8B H 0.1469 0.4138 0.6253 0.022 Uiso 1 1 calc R . . C9 C 0.0752(3) 0.2122(2) 0.5694(2) 0.0195(5) Uani 1 1 d . . . H9 H 0.0575 0.1665 0.6374 0.023 Uiso 1 1 calc R . . C10 C -0.0043(3) 0.2238(2) 0.5024(2) 0.0203(6) Uani 1 1 d . . . C11 C -0.0169(3) 0.3172(3) 0.4120(2) 0.0245(6) Uani 1 1 d . . . H11 H 0.0283 0.3736 0.3916 0.029 Uiso 1 1 calc R . . C12 C -0.0958(3) 0.3280(3) 0.3513(2) 0.0301(7) Uani 1 1 d . . . H12 H -0.1036 0.3913 0.2911 0.036 Uiso 1 1 calc R . . C13 C -0.1628(3) 0.2436(3) 0.3816(3) 0.0308(7) Uani 1 1 d . . . H13 H -0.2137 0.2491 0.3402 0.037 Uiso 1 1 calc R . . C14 C -0.1547(3) 0.1516(3) 0.4722(2) 0.0272(6) Uani 1 1 d . . . H14 H -0.2011 0.0961 0.4922 0.033 Uiso 1 1 calc R . . C15 C -0.0771(3) 0.1417(3) 0.5338(2) 0.0216(6) Uani 1 1 d . . . C16 C -0.1486(3) -0.0208(3) 0.6663(3) 0.0324(7) Uani 1 1 d . . . H16A H -0.2333 0.0273 0.6676 0.049 Uiso 1 1 calc R . . H16B H -0.1382 -0.0702 0.7344 0.049 Uiso 1 1 calc R . . H16C H -0.1310 -0.0699 0.6248 0.049 Uiso 1 1 calc R . . C17 C 0.5329(2) 0.1646(2) 0.3832(2) 0.0193(6) Uani 1 1 d . . . H17 H 0.6055 0.1253 0.4100 0.023 Uiso 1 1 calc R . . C18 C 0.5314(3) 0.1522(2) 0.2873(2) 0.0188(5) Uani 1 1 d . . . C19 C 0.4208(3) 0.1541(2) 0.2658(2) 0.0205(6) Uani 1 1 d . . . H19 H 0.3459 0.1661 0.3121 0.025 Uiso 1 1 calc R . . C20 C 0.4208(3) 0.1386(3) 0.1772(2) 0.0258(6) Uani 1 1 d . . . H20 H 0.3462 0.1420 0.1629 0.031 Uiso 1 1 calc R . . C21 C 0.5334(3) 0.1178(3) 0.1094(2) 0.0272(6) Uani 1 1 d . . . H21 H 0.5334 0.1075 0.0494 0.033 Uiso 1 1 calc R . . C22 C 0.6456(3) 0.1120(3) 0.1296(2) 0.0260(6) Uani 1 1 d . . . H22 H 0.7205 0.0969 0.0841 0.031 Uiso 1 1 calc R . . C23 C 0.6450(3) 0.1292(3) 0.2188(2) 0.0223(6) Uani 1 1 d . . . C24 C 0.8678(3) 0.1017(4) 0.1786(3) 0.0440(9) Uani 1 1 d . . . H24A H 0.8817 0.0285 0.1666 0.066 Uiso 1 1 calc R . . H24B H 0.9341 0.0965 0.2083 0.066 Uiso 1 1 calc R . . H24C H 0.8663 0.1658 0.1152 0.066 Uiso 1 1 calc R . . C25 C 0.2731(2) 0.5856(2) 0.4071(2) 0.0179(5) Uani 1 1 d . . . H25 H 0.2987 0.6241 0.4376 0.021 Uiso 1 1 calc R . . C26 C 0.2225(2) 0.6570(2) 0.3143(2) 0.0177(5) Uani 1 1 d . . . C27 C 0.1230(3) 0.6355(2) 0.2952(2) 0.0199(6) Uani 1 1 d . . . H27 H 0.0899 0.5724 0.3411 0.024 Uiso 1 1 calc R . . C28 C 0.0725(3) 0.7063(3) 0.2094(2) 0.0224(6) Uani 1 1 d . . . H28 H 0.0071 0.6902 0.1966 0.027 Uiso 1 1 calc R . . C29 C 0.1206(3) 0.8017(3) 0.1424(2) 0.0226(6) Uani 1 1 d . . . H29 H 0.0865 0.8500 0.0848 0.027 Uiso 1 1 calc R . . C30 C 0.2192(3) 0.8262(3) 0.1601(2) 0.0224(6) Uani 1 1 d . . . H30 H 0.2501 0.8909 0.1150 0.027 Uiso 1 1 calc R . . C31 C 0.2707(3) 0.7534(2) 0.2452(2) 0.0187(5) Uani 1 1 d . . . C32 C 0.4461(3) 0.8388(3) 0.1870(2) 0.0303(7) Uani 1 1 d . . . H32A H 0.4772 0.8070 0.1315 0.045 Uiso 1 1 calc R . . H32B H 0.5153 0.8381 0.2108 0.045 Uiso 1 1 calc R . . H32C H 0.3965 0.9189 0.1641 0.045 Uiso 1 1 calc R . . C33 C 0.5087(5) 0.4733(5) 0.1790(5) 0.0828(17) Uani 1 1 d . . . H33A H 0.4354 0.4664 0.2333 0.099 Uiso 1 1 calc R . . H33B H 0.5357 0.4027 0.1588 0.099 Uiso 1 1 calc R . . Cl1 Cl 0.46635(11) 0.59741(10) 0.07501(9) 0.0608(3) Uani 1 1 d . . . Cl2 Cl 0.62552(17) 0.47858(19) 0.22519(16) 0.1298(9) Uani 1 1 d . . . P2 P 0.81221(7) 0.80849(7) 0.02239(5) 0.0243(2) Uani 1 1 d . . . F1 F 0.7718(2) 0.81249(18) 0.13616(13) 0.0414(5) Uani 1 1 d . . . F2 F 0.7314(2) 0.71575(19) 0.05139(17) 0.0480(5) Uani 1 1 d . . . F3 F 0.85314(18) 0.8046(2) -0.09206(14) 0.0459(5) Uani 1 1 d . . . F4 F 0.69145(17) 0.91438(17) -0.00609(14) 0.0350(4) Uani 1 1 d . . . F5 F 0.89128(18) 0.9037(2) -0.00742(17) 0.0445(5) Uani 1 1 d . . . F6 F 0.9339(2) 0.7037(2) 0.04870(19) 0.0563(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 0.0204(2) 0.0217(2) 0.0149(2) -0.00574(17) -0.00538(16) -0.00531(17) O1 0.0240(10) 0.0280(11) 0.0289(11) -0.0073(9) -0.0038(8) -0.0127(9) O2 0.0176(10) 0.0538(14) 0.0280(11) -0.0200(10) -0.0015(8) -0.0099(9) O3 0.0271(10) 0.0297(11) 0.0181(9) 0.0002(8) -0.0089(8) -0.0161(9) N1 0.0279(13) 0.0247(13) 0.0222(13) -0.0092(10) -0.0076(10) -0.0013(10) N2 0.0185(11) 0.0182(11) 0.0191(11) -0.0076(9) -0.0058(9) -0.0039(9) N3 0.0191(11) 0.0232(12) 0.0169(11) -0.0059(9) -0.0037(9) -0.0061(9) N4 0.0172(11) 0.0193(11) 0.0147(11) -0.0037(9) -0.0043(8) -0.0062(9) C1 0.0346(16) 0.0270(15) 0.0264(17) -0.0122(13) -0.0129(13) 0.0038(13) C2 0.064(3) 0.052(2) 0.0287(18) -0.0177(17) -0.0240(17) 0.0084(19) C3 0.0211(13) 0.0221(14) 0.0136(12) -0.0044(10) -0.0042(10) -0.0092(11) C4 0.0247(14) 0.0197(13) 0.0160(13) -0.0043(11) -0.0083(11) -0.0049(11) C5 0.0184(13) 0.0244(14) 0.0157(13) -0.0051(11) -0.0071(10) -0.0029(11) C6 0.0182(13) 0.0282(15) 0.0170(13) -0.0050(11) -0.0068(10) -0.0088(11) C7 0.0229(13) 0.0199(13) 0.0152(12) -0.0041(10) -0.0059(10) -0.0090(11) C8 0.0221(13) 0.0231(14) 0.0126(12) -0.0052(10) -0.0034(10) -0.0089(11) C9 0.0216(13) 0.0192(13) 0.0191(13) -0.0082(11) -0.0029(11) -0.0054(11) C10 0.0196(13) 0.0223(14) 0.0232(14) -0.0124(11) -0.0037(11) -0.0046(11) C11 0.0236(14) 0.0277(15) 0.0264(15) -0.0098(12) -0.0061(12) -0.0091(12) C12 0.0309(16) 0.0347(17) 0.0281(16) -0.0095(13) -0.0119(13) -0.0078(13) C13 0.0258(15) 0.0412(18) 0.0348(17) -0.0185(14) -0.0113(13) -0.0076(13) C14 0.0228(14) 0.0337(16) 0.0343(16) -0.0180(14) -0.0047(12) -0.0107(12) C15 0.0176(13) 0.0241(14) 0.0256(14) -0.0130(12) -0.0011(11) -0.0051(11) C16 0.0275(15) 0.0324(17) 0.0394(18) -0.0096(14) -0.0006(13) -0.0175(13) C17 0.0168(13) 0.0225(14) 0.0192(13) -0.0044(11) -0.0064(10) -0.0058(11) C18 0.0214(13) 0.0180(13) 0.0172(13) -0.0043(10) -0.0049(10) -0.0057(11) C19 0.0202(13) 0.0186(13) 0.0223(14) -0.0066(11) -0.0047(11) -0.0040(11) C20 0.0277(15) 0.0265(15) 0.0291(15) -0.0089(12) -0.0127(12) -0.0079(12) C21 0.0359(16) 0.0292(15) 0.0207(14) -0.0091(12) -0.0087(12) -0.0096(13) C22 0.0289(15) 0.0298(15) 0.0191(14) -0.0091(12) -0.0001(11) -0.0094(12) C23 0.0212(14) 0.0244(14) 0.0216(14) -0.0062(11) -0.0050(11) -0.0068(11) C24 0.0185(15) 0.078(3) 0.0379(19) -0.0291(19) 0.0018(14) -0.0088(16) C25 0.0165(12) 0.0225(14) 0.0176(13) -0.0079(11) -0.0016(10) -0.0082(10) C26 0.0172(12) 0.0196(13) 0.0163(13) -0.0076(11) -0.0026(10) -0.0031(10) C27 0.0192(13) 0.0204(13) 0.0214(14) -0.0081(11) -0.0034(11) -0.0052(11) C28 0.0178(13) 0.0315(15) 0.0221(14) -0.0138(12) -0.0059(11) -0.0033(11) C29 0.0210(13) 0.0283(15) 0.0177(13) -0.0084(11) -0.0077(11) -0.0006(11) C30 0.0262(14) 0.0221(14) 0.0176(13) -0.0039(11) -0.0060(11) -0.0059(11) C31 0.0209(13) 0.0201(13) 0.0182(13) -0.0075(11) -0.0056(10) -0.0056(11) C32 0.0343(16) 0.0370(17) 0.0236(15) -0.0001(13) -0.0088(13) -0.0225(14) C33 0.066(3) 0.072(3) 0.076(4) 0.004(3) -0.002(3) -0.018(3) Cl1 0.0703(7) 0.0516(6) 0.0581(6) -0.0225(5) -0.0161(5) -0.0037(5) Cl2 0.0892(11) 0.1264(15) 0.1321(15) 0.0608(12) -0.0649(11) -0.0591(11) P2 0.0236(4) 0.0311(4) 0.0180(4) -0.0065(3) -0.0083(3) -0.0043(3) F1 0.0598(13) 0.0421(11) 0.0188(9) -0.0083(8) -0.0096(8) -0.0084(10) F2 0.0602(14) 0.0393(11) 0.0501(13) -0.0174(10) -0.0005(10) -0.0248(10) F3 0.0345(10) 0.0818(16) 0.0245(10) -0.0238(10) -0.0035(8) -0.0126(10) F4 0.0279(9) 0.0362(10) 0.0367(10) -0.0051(8) -0.0148(8) -0.0034(8) F5 0.0313(10) 0.0569(13) 0.0510(12) -0.0149(10) -0.0072(9) -0.0214(9) F6 0.0562(14) 0.0527(13) 0.0630(15) -0.0312(12) -0.0405(12) 0.0227(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 1.943(3) . ? Cu1 N2 2.074(2) . ? Cu1 N4 2.083(2) . ? Cu1 N3 2.103(2) . ? O1 C15 1.360(4) . ? O1 C16 1.432(3) . ? O2 C23 1.362(3) . ? O2 C24 1.439(4) . ? O3 C31 1.374(3) . ? O3 C32 1.434(3) . ? N1 C1 1.143(4) . ? N2 C9 1.283(4) . ? N2 C3 1.487(3) . ? N3 C17 1.276(4) . ? N3 C5 1.477(3) . ? N4 C25 1.273(4) . ? N4 C7 1.477(3) . ? C1 C2 1.452(4) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.526(4) . ? C3 C8 1.533(4) . ? C3 H3 0.9800 . ? C4 C5 1.537(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.531(4) . ? C5 H5 0.9800 . ? C6 C7 1.531(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.537(4) . ? C7 H7 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.466(4) . ? C9 H9 0.9300 . ? C10 C11 1.388(4) . ? C10 C15 1.409(4) . ? C11 C12 1.390(4) . ? C11 H11 0.9300 . ? C12 C13 1.386(5) . ? C12 H12 0.9300 . ? C13 C14 1.378(5) . ? C13 H13 0.9300 . ? C14 C15 1.394(4) . ? C14 H14 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.467(4) . ? C17 H17 0.9300 . ? C18 C19 1.395(4) . ? C18 C23 1.406(4) . ? C19 C20 1.376(4) . ? C19 H19 0.9300 . ? C20 C21 1.389(4) . ? C20 H20 0.9300 . ? C21 C22 1.388(4) . ? C21 H21 0.9300 . ? C22 C23 1.392(4) . ? C22 H22 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.462(4) . ? C25 H25 0.9300 . ? C26 C27 1.391(4) . ? C26 C31 1.404(4) . ? C27 C28 1.382(4) . ? C27 H27 0.9300 . ? C28 C29 1.386(4) . ? C28 H28 0.9300 . ? C29 C30 1.392(4) . ? C29 H29 0.9300 . ? C30 C31 1.383(4) . ? C30 H30 0.9300 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 Cl2 1.709(7) . ? C33 Cl1 1.748(5) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? P2 F1 1.5929(19) . ? P2 F6 1.594(2) . ? P2 F2 1.595(2) . ? P2 F4 1.5990(19) . ? P2 F3 1.6020(19) . ? P2 F5 1.604(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N2 128.45(10) . . ? N1 Cu1 N4 117.31(10) . . ? N2 Cu1 N4 95.97(9) . . ? N1 Cu1 N3 117.68(10) . . ? N2 Cu1 N3 94.32(9) . . ? N4 Cu1 N3 96.36(9) . . ? C15 O1 C16 117.7(2) . . ? C23 O2 C24 117.6(2) . . ? C31 O3 C32 116.9(2) . . ? C1 N1 Cu1 178.0(3) . . ? C9 N2 C3 114.7(2) . . ? C9 N2 Cu1 135.30(19) . . ? C3 N2 Cu1 109.61(16) . . ? C17 N3 C5 115.8(2) . . ? C17 N3 Cu1 134.27(19) . . ? C5 N3 Cu1 109.96(16) . . ? C25 N4 C7 115.9(2) . . ? C25 N4 Cu1 133.59(19) . . ? C7 N4 Cu1 110.36(16) . . ? N1 C1 C2 179.1(4) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 C4 111.4(2) . . ? N2 C3 C8 111.2(2) . . ? C4 C3 C8 111.0(2) . . ? N2 C3 H3 107.7 . . ? C4 C3 H3 107.7 . . ? C8 C3 H3 107.7 . . ? C3 C4 C5 115.3(2) . . ? C3 C4 H4A 108.4 . . ? C5 C4 H4A 108.4 . . ? C3 C4 H4B 108.4 . . ? C5 C4 H4B 108.4 . . ? H4A C4 H4B 107.5 . . ? N3 C5 C6 112.0(2) . . ? N3 C5 C4 109.2(2) . . ? C6 C5 C4 111.4(2) . . ? N3 C5 H5 108.0 . . ? C6 C5 H5 108.0 . . ? C4 C5 H5 108.0 . . ? C5 C6 C7 115.5(2) . . ? C5 C6 H6A 108.4 . . ? C7 C6 H6A 108.4 . . ? C5 C6 H6B 108.4 . . ? C7 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? N4 C7 C6 110.9(2) . . ? N4 C7 C8 109.8(2) . . ? C6 C7 C8 111.6(2) . . ? N4 C7 H7 108.1 . . ? C6 C7 H7 108.1 . . ? C8 C7 H7 108.1 . . ? C3 C8 C7 115.3(2) . . ? C3 C8 H8A 108.4 . . ? C7 C8 H8A 108.4 . . ? C3 C8 H8B 108.4 . . ? C7 C8 H8B 108.4 . . ? H8A C8 H8B 107.5 . . ? N2 C9 C10 125.3(3) . . ? N2 C9 H9 117.4 . . ? C10 C9 H9 117.4 . . ? C11 C10 C15 118.5(3) . . ? C11 C10 C9 122.4(3) . . ? C15 C10 C9 118.9(3) . . ? C10 C11 C12 121.3(3) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C13 C12 C11 119.3(3) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C14 C13 C12 120.8(3) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 120.0(3) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? O1 C15 C14 124.0(3) . . ? O1 C15 C10 115.9(2) . . ? C14 C15 C10 120.1(3) . . ? O1 C16 H16A 109.5 . . ? O1 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O1 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 C18 125.1(2) . . ? N3 C17 H17 117.4 . . ? C18 C17 H17 117.4 . . ? C19 C18 C23 119.0(2) . . ? C19 C18 C17 121.4(2) . . ? C23 C18 C17 119.5(2) . . ? C20 C19 C18 121.0(3) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C19 C20 C21 119.4(3) . . ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 . . ? C22 C21 C20 121.1(3) . . ? C22 C21 H21 119.4 . . ? C20 C21 H21 119.4 . . ? C21 C22 C23 119.3(3) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? O2 C23 C22 124.2(3) . . ? O2 C23 C18 115.7(2) . . ? C22 C23 C18 120.1(3) . . ? O2 C24 H24A 109.5 . . ? O2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N4 C25 C26 124.3(2) . . ? N4 C25 H25 117.8 . . ? C26 C25 H25 117.8 . . ? C27 C26 C31 118.9(2) . . ? C27 C26 C25 121.5(2) . . ? C31 C26 C25 119.5(2) . . ? C28 C27 C26 121.2(3) . . ? C28 C27 H27 119.4 . . ? C26 C27 H27 119.4 . . ? C27 C28 C29 119.1(3) . . ? C27 C28 H28 120.5 . . ? C29 C28 H28 120.5 . . ? C28 C29 C30 121.1(3) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C31 C30 C29 119.4(3) . . ? C31 C30 H30 120.3 . . ? C29 C30 H30 120.3 . . ? O3 C31 C30 124.1(2) . . ? O3 C31 C26 115.5(2) . . ? C30 C31 C26 120.4(2) . . ? O3 C32 H32A 109.5 . . ? O3 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O3 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? Cl2 C33 Cl1 113.7(3) . . ? Cl2 C33 H33A 108.8 . . ? Cl1 C33 H33A 108.8 . . ? Cl2 C33 H33B 108.8 . . ? Cl1 C33 H33B 108.8 . . ? H33A C33 H33B 107.7 . . ? F1 P2 F6 91.32(12) . . ? F1 P2 F2 90.68(12) . . ? F6 P2 F2 91.39(14) . . ? F1 P2 F4 89.59(11) . . ? F6 P2 F4 178.97(13) . . ? F2 P2 F4 89.09(12) . . ? F1 P2 F3 179.85(13) . . ? F6 P2 F3 88.61(12) . . ? F2 P2 F3 89.45(12) . . ? F4 P2 F3 90.48(11) . . ? F1 P2 F5 89.38(12) . . ? F6 P2 F5 89.66(13) . . ? F2 P2 F5 178.94(13) . . ? F4 P2 F5 89.86(11) . . ? F3 P2 F5 90.49(12) . . ? 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 C1 70(8) . . . . ? N4 Cu1 N1 C1 -54(8) . . . . ? N3 Cu1 N1 C1 -168(8) . . . . ? N1 Cu1 N2 C9 8.5(3) . . . . ? N4 Cu1 N2 C9 140.8(3) . . . . ? N3 Cu1 N2 C9 -122.4(3) . . . . ? N1 Cu1 N2 C3 -179.66(16) . . . . ? N4 Cu1 N2 C3 -47.43(17) . . . . ? N3 Cu1 N2 C3 49.43(17) . . . . ? N1 Cu1 N3 C17 -7.9(3) . . . . ? N2 Cu1 N3 C17 130.2(3) . . . . ? N4 Cu1 N3 C17 -133.3(3) . . . . ? N1 Cu1 N3 C5 170.68(16) . . . . ? N2 Cu1 N3 C5 -51.26(18) . . . . ? N4 Cu1 N3 C5 45.25(18) . . . . ? N1 Cu1 N4 C25 2.6(3) . . . . ? N2 Cu1 N4 C25 -136.7(2) . . . . ? N3 Cu1 N4 C25 128.2(2) . . . . ? N1 Cu1 N4 C7 -172.10(16) . . . . ? N2 Cu1 N4 C7 48.64(17) . . . . ? N3 Cu1 N4 C7 -46.40(17) . . . . ? Cu1 N1 C1 C2 70(28) . . . . ? C9 N2 C3 C4 110.8(3) . . . . ? Cu1 N2 C3 C4 -62.9(2) . . . . ? C9 N2 C3 C8 -124.8(2) . . . . ? Cu1 N2 C3 C8 61.5(2) . . . . ? N2 C3 C4 C5 74.5(3) . . . . ? C8 C3 C4 C5 -50.1(3) . . . . ? C17 N3 C5 C6 119.1(3) . . . . ? Cu1 N3 C5 C6 -59.7(2) . . . . ? C17 N3 C5 C4 -117.0(3) . . . . ? Cu1 N3 C5 C4 64.2(2) . . . . ? C3 C4 C5 N3 -74.8(3) . . . . ? C3 C4 C5 C6 49.5(3) . . . . ? N3 C5 C6 C7 74.5(3) . . . . ? C4 C5 C6 C7 -48.1(3) . . . . ? C25 N4 C7 C6 -114.1(3) . . . . ? Cu1 N4 C7 C6 61.6(2) . . . . ? C25 N4 C7 C8 122.0(2) . . . . ? Cu1 N4 C7 C8 -62.3(2) . . . . ? C5 C6 C7 N4 -75.1(3) . . . . ? C5 C6 C7 C8 47.8(3) . . . . ? N2 C3 C8 C7 -75.1(3) . . . . ? C4 C3 C8 C7 49.6(3) . . . . ? N4 C7 C8 C3 75.0(3) . . . . ? C6 C7 C8 C3 -48.5(3) . . . . ? C3 N2 C9 C10 176.0(2) . . . . ? Cu1 N2 C9 C10 -12.5(4) . . . . ? N2 C9 C10 C11 -22.2(4) . . . . ? N2 C9 C10 C15 162.0(3) . . . . ? C15 C10 C11 C12 -2.3(4) . . . . ? C9 C10 C11 C12 -178.1(3) . . . . ? C10 C11 C12 C13 -0.3(5) . . . . ? C11 C12 C13 C14 2.0(5) . . . . ? C12 C13 C14 C15 -1.0(5) . . . . ? C16 O1 C15 C14 -9.8(4) . . . . ? C16 O1 C15 C10 171.4(3) . . . . ? C13 C14 C15 O1 179.6(3) . . . . ? C13 C14 C15 C10 -1.7(4) . . . . ? C11 C10 C15 O1 -177.9(2) . . . . ? C9 C10 C15 O1 -2.0(4) . . . . ? C11 C10 C15 C14 3.3(4) . . . . ? C9 C10 C15 C14 179.2(3) . . . . ? C5 N3 C17 C18 173.7(2) . . . . ? Cu1 N3 C17 C18 -7.9(4) . . . . ? N3 C17 C18 C19 -31.5(4) . . . . ? N3 C17 C18 C23 153.2(3) . . . . ? C23 C18 C19 C20 -2.6(4) . . . . ? C17 C18 C19 C20 -177.9(3) . . . . ? C18 C19 C20 C21 1.6(4) . . . . ? C19 C20 C21 C22 0.2(4) . . . . ? C20 C21 C22 C23 -0.9(5) . . . . ? C24 O2 C23 C22 2.1(4) . . . . ? C24 O2 C23 C18 -179.1(3) . . . . ? C21 C22 C23 O2 178.7(3) . . . . ? C21 C22 C23 C18 -0.1(4) . . . . ? C19 C18 C23 O2 -177.1(2) . . . . ? C17 C18 C23 O2 -1.7(4) . . . . ? C19 C18 C23 C22 1.8(4) . . . . ? C17 C18 C23 C22 177.2(3) . . . . ? C7 N4 C25 C26 -174.6(2) . . . . ? Cu1 N4 C25 C26 10.9(4) . . . . ? N4 C25 C26 C27 37.5(4) . . . . ? N4 C25 C26 C31 -145.8(3) . . . . ? C31 C26 C27 C28 0.8(4) . . . . ? C25 C26 C27 C28 177.4(3) . . . . ? C26 C27 C28 C29 -1.3(4) . . . . ? C27 C28 C29 C30 0.6(4) . . . . ? C28 C29 C30 C31 0.7(4) . . . . ? C32 O3 C31 C30 -18.5(4) . . . . ? C32 O3 C31 C26 161.1(3) . . . . ? C29 C30 C31 O3 178.3(3) . . . . ? C29 C30 C31 C26 -1.2(4) . . . . ? C27 C26 C31 O3 -179.0(2) . . . . ? C25 C26 C31 O3 4.2(4) . . . . ? C27 C26 C31 C30 0.5(4) . . . . ? C25 C26 C31 C30 -176.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 65.31 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.918 _refine_diff_density_min -1.198 _refine_diff_density_rms 0.087 data_3.3-pbca _database_code_depnum_ccdc_archive 'CCDC 788171' #TrackingRef '- 9-2_3-3_5-3_6-3_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3.3 _chemical_melting_point ? _chemical_formula_moiety 'C28 H27 Cu N3 O, F6 P, C H2 Cl2' _chemical_formula_sum 'C29 H29 Cl2 Cu F6 N3 O P' _chemical_formula_weight 714.96 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a ' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.1755(8) _cell_length_b 17.9772(8) _cell_length_c 18.5659(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6066.3(5) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2514 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 23.86 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2912 _exptl_absorpt_coefficient_mu 1.015 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.598 _exptl_absorpt_correction_T_max 0.7461 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APex II Kappa CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26243 _diffrn_reflns_av_R_equivalents 0.1148 _diffrn_reflns_av_sigmaI/netI 0.2117 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 30.68 _reflns_number_total 9399 _reflns_number_gt 3385 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0099P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9399 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1306 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.0849 _refine_ls_wR_factor_gt 0.0700 _refine_ls_goodness_of_fit_ref 0.686 _refine_ls_restrained_S_all 0.686 _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 0.230347(18) 0.04847(2) 0.487984(19) 0.01631(9) Uani 1 1 d . . . N1 N 0.25288(12) 0.11241(15) 0.40057(13) 0.0170(6) Uani 1 1 d . . . N2 N 0.27515(12) 0.11867(14) 0.56536(13) 0.0183(6) Uani 1 1 d . . . N3 N 0.13026(12) 0.09698(14) 0.51053(14) 0.0181(6) Uani 1 1 d . . . O1 O 0.29866(12) -0.09962(13) 0.48321(12) 0.0280(5) Uani 1 1 d . . . C2 C 0.23959(15) 0.19231(19) 0.41373(16) 0.0199(7) Uani 1 1 d . . . H2 H 0.2533 0.2204 0.3692 0.024 Uiso 1 1 calc R . . C3 C 0.28694(15) 0.22084(18) 0.47598(16) 0.0206(7) Uani 1 1 d . . . H3A H 0.3379 0.2028 0.4687 0.025 Uiso 1 1 calc R . . H3B H 0.2882 0.2758 0.4736 0.025 Uiso 1 1 calc R . . C4 C 0.26202(16) 0.19812(19) 0.55148(17) 0.0232(7) Uani 1 1 d . . . H4 H 0.2904 0.2279 0.5875 0.028 Uiso 1 1 calc R . . C5 C 0.17931(15) 0.21461(18) 0.56160(17) 0.0228(7) Uani 1 1 d . . . H5A H 0.1635 0.1957 0.6092 0.027 Uiso 1 1 calc R . . H5B H 0.1717 0.2691 0.5612 0.027 Uiso 1 1 calc R . . C6 C 0.13114(15) 0.17926(17) 0.50302(16) 0.0206(7) Uani 1 1 d . . . H6 H 0.0797 0.1976 0.5099 0.025 Uiso 1 1 calc R . . C7 C 0.15720(16) 0.20464(18) 0.42818(17) 0.0226(8) Uani 1 1 d . . . H7A H 0.1462 0.2583 0.4227 0.027 Uiso 1 1 calc R . . H7B H 0.1286 0.1775 0.3912 0.027 Uiso 1 1 calc R . . C8 C 0.28478(15) 0.09362(18) 0.34175(16) 0.0187(7) Uani 1 1 d . . . H8 H 0.3023 0.1320 0.3110 0.022 Uiso 1 1 calc R . . C9 C 0.29568(16) 0.01746(19) 0.31950(16) 0.0198(7) Uani 1 1 d . . . C14 C 0.23891(16) -0.03518(19) 0.32362(15) 0.0219(7) Uani 1 1 d . . . H14 H 0.1920 -0.0204 0.3412 0.026 Uiso 1 1 calc R . . C13 C 0.24980(18) -0.1079(2) 0.30262(17) 0.0294(9) Uani 1 1 d . . . H13 H 0.2105 -0.1426 0.3053 0.035 Uiso 1 1 calc R . . C12 C 0.3181(2) -0.1302(2) 0.27757(18) 0.0337(9) Uani 1 1 d . . . H12 H 0.3261 -0.1806 0.2643 0.040 Uiso 1 1 calc R . . C11 C 0.37463(19) -0.0790(2) 0.27198(18) 0.0326(9) Uani 1 1 d . . . H11 H 0.4215 -0.0942 0.2547 0.039 Uiso 1 1 calc R . . C10 C 0.36292(18) -0.0057(2) 0.29150(17) 0.0283(9) Uani 1 1 d . . . H10 H 0.4015 0.0294 0.2857 0.034 Uiso 1 1 calc R . . C15 C 0.31271(16) 0.10039(19) 0.62032(16) 0.0222(8) Uani 1 1 d . . . H15 H 0.3344 0.1392 0.6478 0.027 Uiso 1 1 calc R . . C17 C 0.3947(2) 0.0013(2) 0.66665(18) 0.0360(10) Uani 1 1 d . . . H17 H 0.4343 0.0359 0.6677 0.043 Uiso 1 1 calc R . . C18 C 0.4063(2) -0.0717(3) 0.6874(2) 0.0478(12) Uani 1 1 d . . . H18 H 0.4542 -0.0874 0.7011 0.057 Uiso 1 1 calc R . . C19 C 0.3488(2) -0.1218(2) 0.68840(19) 0.0448(11) Uani 1 1 d . . . H19 H 0.3573 -0.1718 0.7028 0.054 Uiso 1 1 calc R . . C20 C 0.2787(2) -0.0993(2) 0.66834(17) 0.0346(9) Uani 1 1 d . . . H20 H 0.2389 -0.1336 0.6697 0.042 Uiso 1 1 calc R . . C21 C 0.26697(19) -0.0263(2) 0.64631(16) 0.0259(8) Uani 1 1 d . . . H21 H 0.2190 -0.0109 0.6326 0.031 Uiso 1 1 calc R . . C16 C 0.32493(17) 0.0244(2) 0.64422(16) 0.0226(8) Uani 1 1 d . . . C22 C 0.07680(15) 0.07035(17) 0.54738(15) 0.0184(7) Uani 1 1 d . . . H22 H 0.0416 0.1042 0.5662 0.022 Uiso 1 1 calc R . . C23 C 0.06642(15) -0.00900(19) 0.56241(16) 0.0190(7) Uani 1 1 d . . . C24 C 0.08995(14) -0.06404(18) 0.51563(18) 0.0203(7) Uani 1 1 d . . . H24 H 0.1127 -0.0508 0.4714 0.024 Uiso 1 1 calc R . . C25 C 0.08042(15) -0.1387(2) 0.53313(19) 0.0287(8) Uani 1 1 d . . . H25 H 0.0960 -0.1765 0.5007 0.034 Uiso 1 1 calc R . . C26 C 0.04835(18) -0.1573(2) 0.5975(2) 0.0352(9) Uani 1 1 d . . . H26 H 0.0437 -0.2081 0.6106 0.042 Uiso 1 1 calc R . . C27 C 0.0230(2) -0.1029(2) 0.64301(19) 0.0387(10) Uani 1 1 d . . . H27 H -0.0002 -0.1164 0.6870 0.046 Uiso 1 1 calc R . . C28 C 0.03083(17) -0.0295(2) 0.62562(17) 0.0287(8) Uani 1 1 d . . . H28 H 0.0119 0.0077 0.6569 0.034 Uiso 1 1 calc R . . C1 C 0.26787(15) -0.04485(19) 0.48570(15) 0.0192(6) Uani 1 1 d . . . C29 C 0.48831(18) 0.8834(2) 0.52580(18) 0.0368(10) Uani 1 1 d . . . H29A H 0.4426 0.9121 0.5338 0.044 Uiso 1 1 calc R . . H29B H 0.4877 0.8401 0.5588 0.044 Uiso 1 1 calc R . . Cl1 Cl 0.49023(5) 0.85142(6) 0.43615(5) 0.0471(3) Uani 1 1 d . . . Cl2 Cl 0.56413(4) 0.93936(6) 0.54595(5) 0.0369(2) Uani 1 1 d . . . P2 P 0.04679(4) 0.77288(6) 0.29941(5) 0.0227(2) Uani 1 1 d . . . F1 F 0.10591(11) 0.78333(13) 0.36151(11) 0.0440(6) Uani 1 1 d . . . F2 F 0.11176(11) 0.76849(13) 0.24190(11) 0.0482(6) Uani 1 1 d . . . F3 F 0.05035(10) 0.68454(13) 0.30844(12) 0.0415(6) Uani 1 1 d . . . F4 F -0.01218(11) 0.76213(13) 0.23705(12) 0.0517(7) Uani 1 1 d . . . F5 F -0.01744(11) 0.77682(14) 0.35734(13) 0.0612(8) Uani 1 1 d . . . F6 F 0.04374(12) 0.86092(13) 0.29045(13) 0.0539(7) 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 0.01676(15) 0.0117(2) 0.02045(16) -0.00029(17) 0.00054(15) 0.00131(17) N1 0.0141(12) 0.0149(17) 0.0220(13) -0.0004(11) -0.0012(9) 0.0020(10) N2 0.0171(12) 0.0153(16) 0.0225(13) -0.0027(11) 0.0023(10) 0.0019(12) N3 0.0148(11) 0.0118(15) 0.0278(13) 0.0025(12) -0.0007(11) -0.0023(10) O1 0.0357(12) 0.0218(15) 0.0266(12) -0.0008(11) -0.0019(11) 0.0080(11) C2 0.0192(15) 0.017(2) 0.0233(16) 0.0040(14) 0.0021(12) 0.0006(14) C3 0.0178(15) 0.0105(19) 0.0336(19) 0.0006(14) 0.0024(12) -0.0034(13) C4 0.0192(16) 0.017(2) 0.0334(18) -0.0062(15) 0.0024(13) -0.0017(14) C5 0.0225(16) 0.014(2) 0.0314(18) -0.0025(15) 0.0072(13) 0.0004(14) C6 0.0148(14) 0.0149(19) 0.0322(19) -0.0062(15) 0.0008(12) 0.0054(13) C7 0.0209(15) 0.017(2) 0.0296(18) 0.0013(15) -0.0002(13) 0.0045(14) C8 0.0184(15) 0.015(2) 0.0221(16) 0.0024(14) -0.0029(12) -0.0023(13) C9 0.0234(15) 0.020(2) 0.0164(15) 0.0013(14) -0.0001(12) -0.0014(14) C14 0.0241(15) 0.021(2) 0.0201(15) 0.0011(14) 0.0010(12) -0.0010(15) C13 0.045(2) 0.023(2) 0.0202(17) 0.0019(15) -0.0039(14) -0.0074(17) C12 0.057(2) 0.019(2) 0.0250(19) -0.0049(16) -0.0031(17) 0.0051(19) C11 0.035(2) 0.031(3) 0.031(2) -0.0049(18) 0.0067(16) 0.0058(18) C10 0.0284(18) 0.027(2) 0.0295(19) -0.0020(16) 0.0058(15) -0.0030(16) C15 0.0216(16) 0.021(2) 0.0238(17) -0.0082(15) -0.0002(13) -0.0034(14) C17 0.034(2) 0.043(3) 0.032(2) 0.0061(18) -0.0039(15) 0.0065(19) C18 0.049(2) 0.055(4) 0.039(2) 0.014(2) -0.0019(19) 0.025(2) C19 0.082(3) 0.029(3) 0.023(2) 0.0012(18) 0.0062(19) 0.029(2) C20 0.060(2) 0.024(2) 0.0193(17) -0.0042(16) 0.0053(17) -0.004(2) C21 0.0352(18) 0.024(2) 0.0189(16) -0.0026(14) 0.0020(14) 0.0013(17) C16 0.0282(17) 0.025(2) 0.0143(15) -0.0019(14) -0.0003(12) 0.0047(15) C22 0.0182(14) 0.0134(19) 0.0238(16) -0.0012(14) -0.0028(12) 0.0027(13) C23 0.0114(13) 0.020(2) 0.0257(16) -0.0008(15) -0.0047(12) -0.0013(13) C24 0.0127(13) 0.016(2) 0.0325(16) -0.0008(15) 0.0013(12) -0.0012(13) C25 0.0188(15) 0.022(2) 0.045(2) -0.0017(17) -0.0038(14) 0.0012(15) C26 0.040(2) 0.016(2) 0.049(2) 0.0062(18) -0.0120(18) -0.0065(17) C27 0.057(2) 0.033(3) 0.0258(19) 0.0083(18) -0.0011(17) -0.011(2) C28 0.0376(19) 0.021(2) 0.0274(18) -0.0035(15) 0.0009(14) -0.0077(16) C1 0.0194(12) 0.0211(19) 0.0172(12) 0.0003(15) 0.0001(12) -0.0038(15) C29 0.0346(19) 0.036(3) 0.040(2) -0.0018(18) 0.0023(16) -0.0047(18) Cl1 0.0534(6) 0.0363(7) 0.0516(6) -0.0133(5) 0.0044(5) -0.0128(5) Cl2 0.0279(4) 0.0349(7) 0.0479(5) -0.0002(5) -0.0088(4) -0.0024(4) P2 0.0217(4) 0.0201(6) 0.0262(4) 0.0010(4) 0.0001(3) 0.0024(4) F1 0.0447(12) 0.0515(17) 0.0358(12) -0.0013(11) -0.0156(10) 0.0029(11) F2 0.0464(12) 0.0578(18) 0.0404(13) -0.0053(12) 0.0208(10) -0.0214(12) F3 0.0438(12) 0.0216(14) 0.0591(15) 0.0098(11) 0.0099(10) 0.0020(10) F4 0.0510(13) 0.0371(16) 0.0671(16) -0.0125(13) -0.0300(12) 0.0029(12) F5 0.0378(12) 0.067(2) 0.0792(17) -0.0315(15) 0.0325(12) -0.0056(13) F6 0.0612(15) 0.0154(15) 0.0852(18) 0.0010(13) -0.0244(13) 0.0033(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 C1 1.811(4) . ? Cu1 N1 2.031(3) . ? Cu1 N3 2.060(2) . ? Cu1 N2 2.078(2) . ? N1 C8 1.282(4) . ? N1 C2 1.477(4) . ? N2 C15 1.271(4) . ? N2 C4 1.471(4) . ? N3 C22 1.281(3) . ? N3 C6 1.486(4) . ? O1 C1 1.133(4) . ? C2 C3 1.529(4) . ? C2 C7 1.537(4) . ? C2 H2 1.0000 . ? C3 C4 1.529(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.544(4) . ? C4 H4 1.0000 . ? C5 C6 1.534(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.537(4) . ? C6 H6 1.0000 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.444(4) . ? C8 H8 0.9500 . ? C9 C10 1.392(4) . ? C9 C14 1.402(4) . ? C14 C13 1.378(5) . ? C14 H14 0.9500 . ? C13 C12 1.385(5) . ? C13 H13 0.9500 . ? C12 C11 1.384(5) . ? C12 H12 0.9500 . ? C11 C10 1.383(5) . ? C11 H11 0.9500 . ? C10 H10 0.9500 . ? C15 C16 1.454(5) . ? C15 H15 0.9500 . ? C17 C18 1.384(5) . ? C17 C16 1.398(4) . ? C17 H17 0.9500 . ? C18 C19 1.379(6) . ? C18 H18 0.9500 . ? C19 C20 1.388(5) . ? C19 H19 0.9500 . ? C20 C21 1.391(5) . ? C20 H20 0.9500 . ? C21 C16 1.393(5) . ? C21 H21 0.9500 . ? C22 C23 1.466(4) . ? C22 H22 0.9500 . ? C23 C24 1.384(4) . ? C23 C28 1.390(4) . ? C24 C25 1.392(4) . ? C24 H24 0.9500 . ? C25 C26 1.371(5) . ? C25 H25 0.9500 . ? C26 C27 1.372(5) . ? C26 H26 0.9500 . ? C27 C28 1.366(5) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 Cl2 1.747(3) . ? C29 Cl1 1.761(3) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? P2 F5 1.589(2) . ? P2 F4 1.590(2) . ? P2 F1 1.587(2) . ? P2 F6 1.593(2) . ? P2 F2 1.594(2) . ? P2 F3 1.598(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Cu1 N1 115.45(12) . . ? C1 Cu1 N3 136.82(11) . . ? N1 Cu1 N3 95.79(10) . . ? C1 Cu1 N2 115.54(11) . . ? N1 Cu1 N2 97.45(10) . . ? N3 Cu1 N2 87.04(9) . . ? C8 N1 C2 118.1(3) . . ? C8 N1 Cu1 128.5(2) . . ? C2 N1 Cu1 112.66(18) . . ? C15 N2 C4 118.6(3) . . ? C15 N2 Cu1 127.5(2) . . ? C4 N2 Cu1 113.89(19) . . ? C22 N3 C6 115.5(2) . . ? C22 N3 Cu1 128.3(2) . . ? C6 N3 Cu1 113.13(16) . . ? N1 C2 C3 111.1(2) . . ? N1 C2 C7 109.2(2) . . ? C3 C2 C7 111.6(2) . . ? N1 C2 H2 108.3 . . ? C3 C2 H2 108.3 . . ? C7 C2 H2 108.3 . . ? C4 C3 C2 115.9(2) . . ? C4 C3 H3A 108.3 . . ? C2 C3 H3A 108.3 . . ? C4 C3 H3B 108.3 . . ? C2 C3 H3B 108.3 . . ? H3A C3 H3B 107.4 . . ? N2 C4 C3 111.8(3) . . ? N2 C4 C5 108.9(2) . . ? C3 C4 C5 110.4(3) . . ? N2 C4 H4 108.6 . . ? C3 C4 H4 108.6 . . ? C5 C4 H4 108.6 . . ? C6 C5 C4 113.0(2) . . ? C6 C5 H5A 109.0 . . ? C4 C5 H5A 109.0 . . ? C6 C5 H5B 109.0 . . ? C4 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? N3 C6 C7 112.6(3) . . ? N3 C6 C5 110.6(2) . . ? C7 C6 C5 110.0(2) . . ? N3 C6 H6 107.8 . . ? C7 C6 H6 107.8 . . ? C5 C6 H6 107.8 . . ? C6 C7 C2 114.5(2) . . ? C6 C7 H7A 108.6 . . ? C2 C7 H7A 108.6 . . ? C6 C7 H7B 108.6 . . ? C2 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? N1 C8 C9 123.8(3) . . ? N1 C8 H8 118.1 . . ? C9 C8 H8 118.1 . . ? C10 C9 C14 117.7(3) . . ? C10 C9 C8 120.8(3) . . ? C14 C9 C8 121.6(3) . . ? C13 C14 C9 121.3(3) . . ? C13 C14 H14 119.4 . . ? C9 C14 H14 119.4 . . ? C14 C13 C12 119.9(3) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C12 C11 119.9(4) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C10 C11 C12 120.0(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C10 C9 121.2(3) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? N2 C15 C16 124.8(3) . . ? N2 C15 H15 117.6 . . ? C16 C15 H15 117.6 . . ? C18 C17 C16 120.1(4) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 120.6(4) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C18 C19 C20 120.1(4) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C21 C20 C19 119.6(4) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C20 C21 C16 120.6(3) . . ? C20 C21 H21 119.7 . . ? C16 C21 H21 119.7 . . ? C17 C16 C21 119.0(3) . . ? C17 C16 C15 120.5(3) . . ? C21 C16 C15 120.5(3) . . ? N3 C22 C23 124.3(3) . . ? N3 C22 H22 117.9 . . ? C23 C22 H22 117.9 . . ? C24 C23 C28 118.9(3) . . ? C24 C23 C22 122.4(3) . . ? C28 C23 C22 118.6(3) . . ? C23 C24 C25 120.3(3) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C26 C25 C24 119.4(3) . . ? C26 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? C25 C26 C27 120.4(4) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C28 C27 C26 120.5(3) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C27 C28 C23 120.3(3) . . ? C27 C28 H28 119.9 . . ? C23 C28 H28 119.9 . . ? O1 C1 Cu1 172.4(3) . . ? Cl2 C29 Cl1 112.00(19) . . ? Cl2 C29 H29A 109.2 . . ? Cl1 C29 H29A 109.2 . . ? Cl2 C29 H29B 109.2 . . ? Cl1 C29 H29B 109.2 . . ? H29A C29 H29B 107.9 . . ? F5 P2 F4 90.17(12) . . ? F5 P2 F1 90.03(12) . . ? F4 P2 F1 179.73(15) . . ? F5 P2 F6 90.05(13) . . ? F4 P2 F6 91.22(12) . . ? F1 P2 F6 88.96(12) . . ? F5 P2 F2 179.40(15) . . ? F4 P2 F2 90.32(13) . . ? F1 P2 F2 89.47(11) . . ? F6 P2 F2 90.28(13) . . ? F5 P2 F3 90.18(13) . . ? F4 P2 F3 89.02(12) . . ? F1 P2 F3 90.80(12) . . ? F6 P2 F3 179.67(12) . . ? F2 P2 F3 89.49(12) . . ? 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 C1 Cu1 N1 C8 6.3(3) . . . . ? N3 Cu1 N1 C8 -143.0(2) . . . . ? N2 Cu1 N1 C8 129.3(2) . . . . ? C1 Cu1 N1 C2 -163.90(18) . . . . ? N3 Cu1 N1 C2 46.79(18) . . . . ? N2 Cu1 N1 C2 -40.97(18) . . . . ? C1 Cu1 N2 C15 -16.9(3) . . . . ? N1 Cu1 N2 C15 -139.8(2) . . . . ? N3 Cu1 N2 C15 124.8(3) . . . . ? C1 Cu1 N2 C4 161.36(19) . . . . ? N1 Cu1 N2 C4 38.50(19) . . . . ? N3 Cu1 N2 C4 -56.96(19) . . . . ? C1 Cu1 N3 C22 21.3(3) . . . . ? N1 Cu1 N3 C22 159.0(3) . . . . ? N2 Cu1 N3 C22 -103.8(3) . . . . ? C1 Cu1 N3 C6 -179.6(2) . . . . ? N1 Cu1 N3 C6 -42.0(2) . . . . ? N2 Cu1 N3 C6 55.2(2) . . . . ? C8 N1 C2 C3 -112.0(3) . . . . ? Cu1 N1 C2 C3 59.4(2) . . . . ? C8 N1 C2 C7 124.6(3) . . . . ? Cu1 N1 C2 C7 -64.1(3) . . . . ? N1 C2 C3 C4 -75.1(3) . . . . ? C7 C2 C3 C4 47.0(4) . . . . ? C15 N2 C4 C3 125.1(3) . . . . ? Cu1 N2 C4 C3 -53.4(3) . . . . ? C15 N2 C4 C5 -112.7(3) . . . . ? Cu1 N2 C4 C5 68.9(3) . . . . ? C2 C3 C4 N2 71.5(3) . . . . ? C2 C3 C4 C5 -49.8(4) . . . . ? N2 C4 C5 C6 -69.1(3) . . . . ? C3 C4 C5 C6 54.1(4) . . . . ? C22 N3 C6 C7 -142.6(3) . . . . ? Cu1 N3 C6 C7 55.5(3) . . . . ? C22 N3 C6 C5 93.9(3) . . . . ? Cu1 N3 C6 C5 -68.0(3) . . . . ? C4 C5 C6 N3 69.2(3) . . . . ? C4 C5 C6 C7 -55.8(4) . . . . ? N3 C6 C7 C2 -70.8(3) . . . . ? C5 C6 C7 C2 53.0(4) . . . . ? N1 C2 C7 C6 74.8(3) . . . . ? C3 C2 C7 C6 -48.3(4) . . . . ? C2 N1 C8 C9 -174.8(3) . . . . ? Cu1 N1 C8 C9 15.5(4) . . . . ? N1 C8 C9 C10 -135.6(3) . . . . ? N1 C8 C9 C14 46.0(4) . . . . ? C10 C9 C14 C13 1.8(5) . . . . ? C8 C9 C14 C13 -179.7(3) . . . . ? C9 C14 C13 C12 0.7(5) . . . . ? C14 C13 C12 C11 -1.7(5) . . . . ? C13 C12 C11 C10 0.1(5) . . . . ? C12 C11 C10 C9 2.5(5) . . . . ? C14 C9 C10 C11 -3.4(5) . . . . ? C8 C9 C10 C11 178.1(3) . . . . ? C4 N2 C15 C16 174.6(3) . . . . ? Cu1 N2 C15 C16 -7.2(4) . . . . ? C16 C17 C18 C19 -2.1(6) . . . . ? C17 C18 C19 C20 0.1(6) . . . . ? C18 C19 C20 C21 0.9(5) . . . . ? C19 C20 C21 C16 0.0(5) . . . . ? C18 C17 C16 C21 2.9(5) . . . . ? C18 C17 C16 C15 -178.2(3) . . . . ? C20 C21 C16 C17 -1.9(5) . . . . ? C20 C21 C16 C15 179.2(3) . . . . ? N2 C15 C16 C17 136.5(3) . . . . ? N2 C15 C16 C21 -44.6(4) . . . . ? C6 N3 C22 C23 -178.8(3) . . . . ? Cu1 N3 C22 C23 -20.2(4) . . . . ? N3 C22 C23 C24 -30.0(5) . . . . ? N3 C22 C23 C28 150.8(3) . . . . ? C28 C23 C24 C25 -2.3(4) . . . . ? C22 C23 C24 C25 178.4(3) . . . . ? C23 C24 C25 C26 -0.8(4) . . . . ? C24 C25 C26 C27 2.7(5) . . . . ? C25 C26 C27 C28 -1.5(5) . . . . ? C26 C27 C28 C23 -1.8(5) . . . . ? C24 C23 C28 C27 3.6(5) . . . . ? C22 C23 C28 C27 -177.1(3) . . . . ? N1 Cu1 C1 O1 56(2) . . . . ? N3 Cu1 C1 O1 -171.9(19) . . . . ? N2 Cu1 C1 O1 -57(2) . . . . ? _diffrn_measured_fraction_theta_max 0.841 _diffrn_reflns_theta_full 30.68 _diffrn_measured_fraction_theta_full 0.841 _refine_diff_density_max 0.443 _refine_diff_density_min -0.651 _refine_diff_density_rms 0.074 data_5.3 _database_code_depnum_ccdc_archive 'CCDC 788172' #TrackingRef '- 9-2_3-3_5-3_6-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 5.3 _chemical_melting_point ? _chemical_formula_moiety 'C34 H39 Cu N3 O7, F6 P, C H2 Cl2' _chemical_formula_sum 'C35 H41 Cl2 Cu F6 N3 O7 P' _chemical_formula_weight 895.13 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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' '-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 27.2710(13) _cell_length_b 16.6962(7) _cell_length_c 21.3580(17) _cell_angle_alpha 90.00 _cell_angle_beta 125.248(2) _cell_angle_gamma 90.00 _cell_volume 7941.8(8) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9464 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.49 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3680 _exptl_absorpt_coefficient_mu 0.803 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.652 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS V2008/1' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44613 _diffrn_reflns_av_R_equivalents 0.0447 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 4.10 _diffrn_reflns_theta_max 34.26 _reflns_number_total 16548 _reflns_number_gt 9047 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0985P)^2^+0.1474P] 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 12447 _refine_ls_number_parameters 502 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0753 _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1593 _refine_ls_wR_factor_gt 0.1428 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 0.219009(10) 0.514114(14) 0.398209(14) 0.01474(8) Uani 1 1 d . . . O1 O 0.07821(8) 0.50832(12) 0.30104(12) 0.0377(4) Uani 1 1 d . . . O2 O 0.18567(8) 0.41281(9) 0.48409(10) 0.0264(3) Uani 1 1 d . . . O3 O 0.21403(7) 0.21394(9) 0.36501(9) 0.0235(3) Uani 1 1 d . . . O4 O 0.21164(8) 0.63496(10) 0.59220(10) 0.0287(4) Uani 1 1 d . . . O5 O 0.17530(8) 0.69312(10) 0.36829(9) 0.0274(4) Uani 1 1 d . . . O6 O 0.19855(8) 0.69455(9) 0.20224(9) 0.0263(3) Uani 1 1 d . . . O7 O 0.16728(8) 0.43520(9) 0.24841(9) 0.0241(3) Uani 1 1 d . . . N1 N 0.27670(7) 0.41533(10) 0.45665(10) 0.0161(3) Uani 1 1 d . . . N2 N 0.27470(8) 0.58775(10) 0.49300(10) 0.0174(3) Uani 1 1 d . . . N3 N 0.26815(8) 0.54656(10) 0.36153(10) 0.0161(3) Uani 1 1 d . . . C1 C 0.13210(10) 0.51096(13) 0.33822(13) 0.0211(4) Uani 1 1 d . . . C2 C 0.34645(9) 0.43184(12) 0.50343(12) 0.0182(4) Uani 1 1 d . . . H2 H 0.3685 0.3805 0.5269 0.022 Uiso 1 1 calc R . . C3 C 0.36701(9) 0.49244(13) 0.56572(12) 0.0199(4) Uani 1 1 d . . . H3A H 0.4115 0.4926 0.5991 0.024 Uiso 1 1 calc R . . H3B H 0.3531 0.4753 0.5974 0.024 Uiso 1 1 calc R . . C4 C 0.34496(9) 0.57889(13) 0.53778(12) 0.0185(4) Uani 1 1 d . . . H4 H 0.3647 0.6151 0.5834 0.022 Uiso 1 1 calc R . . C5 C 0.36021(9) 0.60584(13) 0.48710(12) 0.0193(4) Uani 1 1 d . . . H5A H 0.4043 0.6125 0.5163 0.023 Uiso 1 1 calc R . . H5B H 0.3413 0.6585 0.4653 0.023 Uiso 1 1 calc R . . C6 C 0.33929(9) 0.54705(12) 0.42357(12) 0.0175(4) Uani 1 1 d . . . H6 H 0.3575 0.5636 0.3962 0.021 Uiso 1 1 calc R . . C7 C 0.36221(9) 0.46238(13) 0.45450(13) 0.0190(4) Uani 1 1 d . . . H7A H 0.3462 0.4255 0.4105 0.023 Uiso 1 1 calc R . . H7B H 0.4065 0.4623 0.4833 0.023 Uiso 1 1 calc R . . C8 C 0.26194(9) 0.34277(12) 0.45598(12) 0.0171(4) Uani 1 1 d . . . H8 H 0.2928 0.3035 0.4788 0.020 Uiso 1 1 calc R . . C9 C 0.19615(10) 0.31441(12) 0.41986(12) 0.0185(4) Uani 1 1 d . . . C10 C 0.15861(10) 0.34862(13) 0.43522(13) 0.0215(4) Uani 1 1 d . . . C11 C 0.09901(10) 0.31605(14) 0.40383(14) 0.0258(5) Uani 1 1 d . . . H11 H 0.0744 0.3419 0.4159 0.031 Uiso 1 1 calc R . . C12 C 0.07691(10) 0.24923(15) 0.35739(14) 0.0274(5) Uani 1 1 d . . . H12 H 0.0376 0.2298 0.3367 0.033 Uiso 1 1 calc R . . C13 C 0.11336(10) 0.21224(14) 0.34231(13) 0.0249(4) Uani 1 1 d . . . H13 H 0.1001 0.1657 0.3110 0.030 Uiso 1 1 calc R . . C14 C 0.17332(10) 0.24485(13) 0.37494(13) 0.0206(4) Uani 1 1 d . . . C15 C 0.15075(14) 0.44692(16) 0.50462(17) 0.0367(6) Uani 1 1 d . . . H15A H 0.1127 0.4651 0.4585 0.055 Uiso 1 1 calc R . . H15B H 0.1720 0.4927 0.5385 0.055 Uiso 1 1 calc R . . H15C H 0.1428 0.4072 0.5315 0.055 Uiso 1 1 calc R . . C16 C 0.19593(12) 0.13956(14) 0.32465(15) 0.0287(5) Uani 1 1 d . . . H16A H 0.1919 0.0992 0.3547 0.043 Uiso 1 1 calc R . . H16B H 0.2262 0.1220 0.3166 0.043 Uiso 1 1 calc R . . H16C H 0.1573 0.1465 0.2749 0.043 Uiso 1 1 calc R . . C17 C 0.25735(10) 0.63741(13) 0.51849(12) 0.0199(4) Uani 1 1 d . . . H17 H 0.2864 0.6635 0.5653 0.024 Uiso 1 1 calc R . . C18 C 0.18930(10) 0.65988(12) 0.47741(12) 0.0191(4) Uani 1 1 d . . . C19 C 0.16694(10) 0.65945(13) 0.51748(13) 0.0226(4) Uani 1 1 d . . . C20 C 0.10393(11) 0.68117(14) 0.48248(15) 0.0280(5) Uani 1 1 d . . . H20 H 0.0895 0.6786 0.5136 0.034 Uiso 1 1 calc R . . C21 C 0.06422(11) 0.70519(16) 0.40682(15) 0.0317(5) Uani 1 1 d . . . H21 H 0.0236 0.7179 0.3861 0.038 Uiso 1 1 calc R . . C22 C 0.08513(11) 0.70951(15) 0.36582(14) 0.0308(5) Uani 1 1 d . . . H22 H 0.0603 0.7265 0.3139 0.037 Uiso 1 1 calc R . . C23 C 0.14827(10) 0.68748(13) 0.40151(13) 0.0227(4) Uani 1 1 d . . . C24 C 0.19289(14) 0.63824(18) 0.63745(17) 0.0407(7) Uani 1 1 d . . . H24A H 0.1804 0.6931 0.6382 0.061 Uiso 1 1 calc R . . H24B H 0.2256 0.6222 0.6896 0.061 Uiso 1 1 calc R . . H24C H 0.1588 0.6018 0.6179 0.061 Uiso 1 1 calc R . . C25 C 0.13670(15) 0.72568(18) 0.29311(15) 0.0421(7) Uani 1 1 d . . . H25A H 0.1028 0.6893 0.2612 0.063 Uiso 1 1 calc R . . H25B H 0.1591 0.7323 0.2705 0.063 Uiso 1 1 calc R . . H25C H 0.1216 0.7779 0.2959 0.063 Uiso 1 1 calc R . . C26 C 0.24755(9) 0.56830(12) 0.29578(12) 0.0193(4) Uani 1 1 d . . . H26 H 0.2756 0.5880 0.2867 0.023 Uiso 1 1 calc R . . C27 C 0.17938(10) 0.56714(13) 0.22458(12) 0.0202(4) Uani 1 1 d . . . C28 C 0.15517(11) 0.63378(13) 0.17554(13) 0.0236(4) Uani 1 1 d . . . C29 C 0.09189(12) 0.63601(15) 0.10696(13) 0.0284(5) Uani 1 1 d . . . H29 H 0.0773 0.6825 0.0755 0.034 Uiso 1 1 calc R . . C30 C 0.05273(12) 0.56986(16) 0.08753(14) 0.0323(5) Uani 1 1 d . . . H30 H 0.0120 0.5723 0.0444 0.039 Uiso 1 1 calc R . . C31 C 0.07517(12) 0.50200(15) 0.13274(14) 0.0288(5) Uani 1 1 d . . . H31 H 0.0502 0.4565 0.1201 0.035 Uiso 1 1 calc R . . C32 C 0.13911(11) 0.50040(13) 0.20182(13) 0.0233(4) Uani 1 1 d . . . C33 C 0.17821(13) 0.76239(15) 0.15282(16) 0.0331(6) Uani 1 1 d . . . H33A H 0.1653 0.7454 0.1015 0.050 Uiso 1 1 calc R . . H33B H 0.2110 0.8012 0.1731 0.050 Uiso 1 1 calc R . . H33C H 0.1444 0.7872 0.1499 0.050 Uiso 1 1 calc R . . C34 C 0.12866(12) 0.36458(14) 0.22630(14) 0.0299(5) Uani 1 1 d . . . H34A H 0.0974 0.3753 0.2345 0.045 Uiso 1 1 calc R . . H34B H 0.1529 0.3187 0.2576 0.045 Uiso 1 1 calc R . . H34C H 0.1099 0.3526 0.1720 0.045 Uiso 1 1 calc R . . P1 P 0.47628(2) 0.69163(3) 0.43779(3) 0.02137(13) Uani 1 1 d . . . F1 F 0.55148(6) 0.68862(10) 0.48183(9) 0.0358(4) Uani 1 1 d . . . F2 F 0.40072(6) 0.69613(9) 0.39419(9) 0.0333(3) Uani 1 1 d . . . F3 F 0.49352(8) 0.69569(11) 0.51921(9) 0.0446(4) Uani 1 1 d . . . F4 F 0.45878(9) 0.69066(17) 0.35750(10) 0.0767(8) Uani 1 1 d . . . F5 F 0.47337(7) 0.59673(9) 0.44099(13) 0.0584(6) Uani 1 1 d . . . F6 F 0.47924(7) 0.78731(9) 0.43891(10) 0.0464(5) Uani 1 1 d . . . C35 C 0.06079(15) 0.9438(2) 0.16056(18) 0.0486(8) Uani 1 1 d . . . H35A H 0.0437 0.9968 0.1371 0.058 Uiso 1 1 calc R . . H35B H 0.0489 0.9056 0.1186 0.058 Uiso 1 1 calc R . . Cl1 Cl 0.14494(4) 0.95162(5) 0.22409(5) 0.0537(2) Uani 1 1 d . . . Cl2 Cl 0.03207(4) 0.91414(8) 0.20635(7) 0.0854(4) 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 0.01804(13) 0.01475(13) 0.01531(13) 0.00008(9) 0.01185(11) -0.00088(8) O1 0.0241(9) 0.0474(11) 0.0402(11) -0.0051(9) 0.0178(8) -0.0019(8) O2 0.0427(9) 0.0185(7) 0.0367(9) -0.0020(7) 0.0338(8) -0.0015(7) O3 0.0360(9) 0.0179(7) 0.0283(8) -0.0039(6) 0.0252(7) -0.0030(6) O4 0.0423(10) 0.0311(9) 0.0262(9) 0.0031(7) 0.0275(8) 0.0051(7) O5 0.0449(10) 0.0242(8) 0.0221(8) 0.0030(6) 0.0246(8) 0.0068(7) O6 0.0409(9) 0.0215(8) 0.0258(8) 0.0082(6) 0.0246(8) 0.0054(7) O7 0.0374(9) 0.0190(7) 0.0176(7) -0.0019(6) 0.0169(7) -0.0056(6) N1 0.0200(8) 0.0178(8) 0.0159(8) 0.0004(6) 0.0135(7) -0.0005(6) N2 0.0219(8) 0.0161(8) 0.0185(8) 0.0005(6) 0.0141(7) -0.0018(6) N3 0.0214(8) 0.0144(8) 0.0170(8) 0.0010(6) 0.0138(7) -0.0003(6) C1 0.0271(11) 0.0196(10) 0.0209(10) -0.0008(8) 0.0164(9) 0.0007(8) C2 0.0184(9) 0.0182(9) 0.0194(10) 0.0036(7) 0.0118(8) 0.0021(7) C3 0.0175(9) 0.0255(10) 0.0157(10) 0.0029(8) 0.0090(8) 0.0002(8) C4 0.0187(9) 0.0192(9) 0.0177(10) -0.0031(8) 0.0105(8) -0.0033(7) C5 0.0211(9) 0.0179(9) 0.0225(10) -0.0015(8) 0.0147(9) -0.0047(7) C6 0.0196(9) 0.0176(9) 0.0205(10) 0.0030(8) 0.0146(8) -0.0013(7) C7 0.0203(9) 0.0203(9) 0.0232(10) 0.0016(8) 0.0164(9) 0.0005(7) C8 0.0231(9) 0.0163(9) 0.0185(10) 0.0013(7) 0.0159(8) 0.0009(7) C9 0.0259(10) 0.0157(9) 0.0209(10) 0.0035(7) 0.0175(9) -0.0010(7) C10 0.0298(11) 0.0188(10) 0.0236(11) 0.0029(8) 0.0198(9) 0.0001(8) C11 0.0310(12) 0.0252(11) 0.0341(13) 0.0053(9) 0.0262(11) 0.0014(9) C12 0.0253(11) 0.0300(12) 0.0318(13) 0.0046(10) 0.0192(10) -0.0038(9) C13 0.0296(11) 0.0238(11) 0.0241(11) 0.0007(9) 0.0171(10) -0.0040(9) C14 0.0287(11) 0.0195(10) 0.0206(10) 0.0032(8) 0.0183(9) -0.0003(8) C15 0.0597(17) 0.0274(12) 0.0522(17) -0.0024(11) 0.0492(15) 0.0020(11) C16 0.0430(13) 0.0220(11) 0.0308(12) -0.0070(9) 0.0269(11) -0.0058(9) C17 0.0253(10) 0.0194(10) 0.0187(10) -0.0024(8) 0.0147(9) -0.0028(8) C18 0.0252(10) 0.0161(9) 0.0215(10) -0.0036(8) 0.0166(9) -0.0016(8) C19 0.0305(11) 0.0168(9) 0.0269(11) -0.0024(8) 0.0204(10) -0.0006(8) C20 0.0343(12) 0.0242(11) 0.0387(14) -0.0051(10) 0.0287(11) -0.0008(9) C21 0.0257(11) 0.0331(13) 0.0369(14) -0.0069(11) 0.0183(11) 0.0051(9) C22 0.0321(12) 0.0323(13) 0.0240(12) -0.0021(10) 0.0139(10) 0.0092(10) C23 0.0319(11) 0.0176(10) 0.0244(11) -0.0026(8) 0.0196(10) 0.0015(8) C24 0.0621(18) 0.0462(16) 0.0383(15) 0.0041(12) 0.0431(15) 0.0094(13) C25 0.071(2) 0.0368(15) 0.0277(13) 0.0090(11) 0.0341(14) 0.0198(14) C26 0.0253(10) 0.0181(9) 0.0213(10) 0.0028(8) 0.0175(9) 0.0021(8) C27 0.0284(10) 0.0215(10) 0.0159(9) 0.0011(8) 0.0159(9) 0.0036(8) C28 0.0365(12) 0.0230(10) 0.0206(10) 0.0031(8) 0.0218(10) 0.0065(9) C29 0.0390(13) 0.0299(12) 0.0212(11) 0.0045(9) 0.0202(10) 0.0117(10) C30 0.0335(12) 0.0391(14) 0.0198(11) -0.0007(10) 0.0126(10) 0.0084(10) C31 0.0319(12) 0.0328(12) 0.0217(11) -0.0053(9) 0.0154(10) -0.0024(9) C32 0.0328(12) 0.0238(11) 0.0191(10) -0.0020(8) 0.0183(10) 0.0005(9) C33 0.0533(16) 0.0250(12) 0.0356(14) 0.0129(10) 0.0340(13) 0.0106(11) C34 0.0449(14) 0.0241(11) 0.0255(12) -0.0053(9) 0.0231(11) -0.0123(10) P1 0.0211(3) 0.0217(3) 0.0264(3) -0.0006(2) 0.0166(2) -0.0011(2) F1 0.0237(7) 0.0482(9) 0.0424(9) -0.0097(7) 0.0230(7) -0.0028(6) F2 0.0258(7) 0.0314(8) 0.0459(9) 0.0073(7) 0.0226(7) 0.0021(6) F3 0.0474(9) 0.0658(12) 0.0344(9) 0.0062(8) 0.0317(8) 0.0016(8) F4 0.0489(11) 0.164(2) 0.0308(10) -0.0319(12) 0.0309(9) -0.0313(13) F5 0.0412(9) 0.0193(7) 0.1026(17) -0.0128(9) 0.0344(10) 0.0001(7) F6 0.0388(9) 0.0266(8) 0.0445(10) 0.0120(7) 0.0071(8) -0.0049(6) C35 0.0531(18) 0.057(2) 0.0377(16) 0.0032(14) 0.0272(15) -0.0025(15) Cl1 0.0526(4) 0.0463(4) 0.0748(6) -0.0181(4) 0.0440(4) -0.0117(3) Cl2 0.0594(5) 0.1220(10) 0.0983(8) 0.0757(8) 0.0592(6) 0.0504(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 C1 1.938(2) . ? Cu1 N3 1.9785(17) . ? Cu1 N2 2.0900(18) . ? Cu1 N1 2.1181(17) . ? O1 C1 1.202(3) . ? O2 C10 1.376(3) . ? O2 C15 1.380(3) . ? O3 C14 1.347(3) . ? O3 C16 1.427(3) . ? O4 C24 1.330(3) . ? O4 C19 1.398(3) . ? O5 C23 1.288(3) . ? O5 C25 1.425(3) . ? O6 C28 1.405(3) . ? O6 C33 1.424(3) . ? O7 C32 1.372(3) . ? O7 C34 1.466(3) . ? N1 C8 1.274(3) . ? N1 C2 1.581(2) . ? N2 C17 1.227(3) . ? N2 C4 1.579(3) . ? N3 C26 1.228(3) . ? N3 C6 1.598(3) . ? C2 C7 1.434(3) . ? C2 C3 1.499(3) . ? C2 H2 1.0000 . ? C3 C4 1.545(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.438(3) . ? C4 H4 1.0000 . ? C5 C6 1.495(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.533(3) . ? C6 H6 1.0000 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.562(3) . ? C8 H8 0.9500 . ? C9 C10 1.367(3) . ? C9 C14 1.403(3) . ? C10 C11 1.459(3) . ? C11 C12 1.379(3) . ? C11 H11 0.9500 . ? C12 C13 1.357(3) . ? C12 H12 0.9500 . ? C13 C14 1.463(3) . ? C13 H13 0.9500 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.573(3) . ? C17 H17 0.9500 . ? C18 C19 1.306(3) . ? C18 C23 1.414(3) . ? C19 C20 1.470(3) . ? C20 C21 1.387(4) . ? C20 H20 0.9500 . ? C21 C22 1.294(4) . ? C21 H21 0.9500 . ? C22 C23 1.472(3) . ? C22 H22 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.583(3) . ? C26 H26 0.9500 . ? C27 C28 1.404(3) . ? C27 C32 1.438(3) . ? C28 C29 1.486(3) . ? C29 C30 1.422(4) . ? C29 H29 0.9500 . ? C30 C31 1.381(4) . ? C30 H30 0.9500 . ? C31 C32 1.500(3) . ? C31 H31 0.9500 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? P1 F4 1.4913(18) . ? P1 F3 1.5186(17) . ? P1 F5 1.5898(17) . ? P1 F6 1.5990(17) . ? P1 F1 1.6931(14) . ? P1 F2 1.7041(14) . ? C35 Cl2 1.643(3) . ? C35 Cl1 1.879(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Cu1 N3 126.51(8) . . ? C1 Cu1 N2 125.74(8) . . ? N3 Cu1 N2 86.73(7) . . ? C1 Cu1 N1 125.27(8) . . ? N3 Cu1 N1 90.23(7) . . ? N2 Cu1 N1 90.57(7) . . ? C10 O2 C15 113.33(19) . . ? C14 O3 C16 113.52(17) . . ? C24 O4 C19 111.7(2) . . ? C23 O5 C25 111.3(2) . . ? C28 O6 C33 113.39(19) . . ? C32 O7 C34 114.02(18) . . ? C8 N1 C2 115.46(16) . . ? C8 N1 Cu1 127.70(14) . . ? C2 N1 Cu1 116.76(12) . . ? C17 N2 C4 116.02(18) . . ? C17 N2 Cu1 125.22(15) . . ? C4 N2 Cu1 118.75(12) . . ? C26 N3 C6 118.80(17) . . ? C26 N3 Cu1 124.49(15) . . ? C6 N3 Cu1 116.67(12) . . ? O1 C1 Cu1 179.4(2) . . ? C7 C2 C3 106.91(18) . . ? C7 C2 N1 111.04(17) . . ? C3 C2 N1 112.09(16) . . ? C7 C2 H2 108.9 . . ? C3 C2 H2 108.9 . . ? N1 C2 H2 108.9 . . ? C2 C3 C4 115.15(17) . . ? C2 C3 H3A 108.5 . . ? C4 C3 H3A 108.5 . . ? C2 C3 H3B 108.5 . . ? C4 C3 H3B 108.5 . . ? H3A C3 H3B 107.5 . . ? C5 C4 C3 111.47(18) . . ? C5 C4 N2 106.97(16) . . ? C3 C4 N2 112.79(15) . . ? C5 C4 H4 108.5 . . ? C3 C4 H4 108.5 . . ? N2 C4 H4 108.5 . . ? C4 C5 C6 110.68(17) . . ? C4 C5 H5A 109.5 . . ? C6 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 108.1 . . ? C5 C6 C7 111.54(17) . . ? C5 C6 N3 113.62(16) . . ? C7 C6 N3 110.53(15) . . ? C5 C6 H6 106.9 . . ? C7 C6 H6 106.9 . . ? N3 C6 H6 106.9 . . ? C2 C7 C6 115.02(17) . . ? C2 C7 H7A 108.5 . . ? C6 C7 H7A 108.5 . . ? C2 C7 H7B 108.5 . . ? C6 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? N1 C8 C9 123.98(18) . . ? N1 C8 H8 118.0 . . ? C9 C8 H8 118.0 . . ? C10 C9 C14 114.32(19) . . ? C10 C9 C8 124.08(19) . . ? C14 C9 C8 121.24(18) . . ? C9 C10 O2 111.06(19) . . ? C9 C10 C11 121.6(2) . . ? O2 C10 C11 127.33(19) . . ? C12 C11 C10 122.7(2) . . ? C12 C11 H11 118.6 . . ? C10 C11 H11 118.6 . . ? C13 C12 C11 117.6(2) . . ? C13 C12 H12 121.2 . . ? C11 C12 H12 121.2 . . ? C12 C13 C14 119.2(2) . . ? C12 C13 H13 120.4 . . ? C14 C13 H13 120.4 . . ? O3 C14 C9 110.12(18) . . ? O3 C14 C13 125.3(2) . . ? C9 C14 C13 124.5(2) . . ? O2 C15 H15A 109.5 . . ? O2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N2 C17 C18 123.14(19) . . ? N2 C17 H17 118.4 . . ? C18 C17 H17 118.4 . . ? C19 C18 C23 113.2(2) . . ? C19 C18 C17 118.7(2) . . ? C23 C18 C17 127.99(18) . . ? C18 C19 O4 108.7(2) . . ? C18 C19 C20 121.1(2) . . ? O4 C19 C20 130.2(2) . . ? C21 C20 C19 124.1(2) . . ? C21 C20 H20 117.9 . . ? C19 C20 H20 117.9 . . ? C22 C21 C20 116.9(2) . . ? C22 C21 H21 121.6 . . ? C20 C21 H21 121.6 . . ? C21 C22 C23 118.5(2) . . ? C21 C22 H22 120.8 . . ? C23 C22 H22 120.8 . . ? O5 C23 C18 109.2(2) . . ? O5 C23 C22 124.5(2) . . ? C18 C23 C22 126.2(2) . . ? O4 C24 H24A 109.5 . . ? O4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O5 C25 H25A 109.5 . . ? O5 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? O5 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N3 C26 C27 127.10(19) . . ? N3 C26 H26 116.4 . . ? C27 C26 H26 116.4 . . ? C28 C27 C32 115.0(2) . . ? C28 C27 C26 119.51(19) . . ? C32 C27 C26 125.35(19) . . ? C27 C28 O6 110.2(2) . . ? C27 C28 C29 122.2(2) . . ? O6 C28 C29 127.5(2) . . ? C30 C29 C28 121.2(2) . . ? C30 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? C31 C30 C29 118.6(2) . . ? C31 C30 H30 120.7 . . ? C29 C30 H30 120.7 . . ? C30 C31 C32 119.8(2) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? O7 C32 C27 111.8(2) . . ? O7 C32 C31 125.0(2) . . ? C27 C32 C31 123.1(2) . . ? O6 C33 H33A 109.5 . . ? O6 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? O6 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? O7 C34 H34A 109.5 . . ? O7 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? O7 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? F4 P1 F3 178.00(14) . . ? F4 P1 F5 92.74(14) . . ? F3 P1 F5 89.16(12) . . ? F4 P1 F6 90.46(14) . . ? F3 P1 F6 87.63(10) . . ? F5 P1 F6 176.69(12) . . ? F4 P1 F1 96.87(10) . . ? F3 P1 F1 83.68(9) . . ? F5 P1 F1 91.21(9) . . ? F6 P1 F1 89.24(8) . . ? F4 P1 F2 83.60(9) . . ? F3 P1 F2 95.82(9) . . ? F5 P1 F2 89.59(8) . . ? F6 P1 F2 89.93(8) . . ? F1 P1 F2 179.05(9) . . ? Cl2 C35 Cl1 113.21(18) . . ? Cl2 C35 H35A 108.9 . . ? Cl1 C35 H35A 108.9 . . ? Cl2 C35 H35B 108.9 . . ? Cl1 C35 H35B 108.9 . . ? H35A C35 H35B 107.7 . . ? 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 C1 Cu1 N1 C8 4.5(2) . . . . ? N3 Cu1 N1 C8 -132.56(18) . . . . ? N2 Cu1 N1 C8 140.71(18) . . . . ? C1 Cu1 N1 C2 -178.98(13) . . . . ? N3 Cu1 N1 C2 44.00(13) . . . . ? N2 Cu1 N1 C2 -42.72(13) . . . . ? C1 Cu1 N2 C17 -1.8(2) . . . . ? N3 Cu1 N2 C17 132.07(19) . . . . ? N1 Cu1 N2 C17 -137.73(18) . . . . ? C1 Cu1 N2 C4 176.73(13) . . . . ? N3 Cu1 N2 C4 -49.41(14) . . . . ? N1 Cu1 N2 C4 40.79(13) . . . . ? C1 Cu1 N3 C26 0.1(2) . . . . ? N2 Cu1 N3 C26 -133.18(18) . . . . ? N1 Cu1 N3 C26 136.27(18) . . . . ? C1 Cu1 N3 C6 177.76(13) . . . . ? N2 Cu1 N3 C6 44.48(13) . . . . ? N1 Cu1 N3 C6 -46.07(13) . . . . ? C8 N1 C2 C7 118.4(2) . . . . ? Cu1 N1 C2 C7 -58.55(19) . . . . ? C8 N1 C2 C3 -122.06(19) . . . . ? Cu1 N1 C2 C3 60.96(19) . . . . ? C7 C2 C3 C4 52.8(2) . . . . ? N1 C2 C3 C4 -69.1(2) . . . . ? C2 C3 C4 C5 -54.4(2) . . . . ? C2 C3 C4 N2 65.9(2) . . . . ? C17 N2 C4 C5 -113.9(2) . . . . ? Cu1 N2 C4 C5 67.46(18) . . . . ? C17 N2 C4 C3 123.2(2) . . . . ? Cu1 N2 C4 C3 -55.44(19) . . . . ? C3 C4 C5 C6 52.3(2) . . . . ? N2 C4 C5 C6 -71.4(2) . . . . ? C4 C5 C6 C7 -53.3(2) . . . . ? C4 C5 C6 N3 72.4(2) . . . . ? C26 N3 C6 C5 114.5(2) . . . . ? Cu1 N3 C6 C5 -63.25(18) . . . . ? C26 N3 C6 C7 -119.2(2) . . . . ? Cu1 N3 C6 C7 63.02(18) . . . . ? C3 C2 C7 C6 -53.8(2) . . . . ? N1 C2 C7 C6 68.8(2) . . . . ? C5 C6 C7 C2 56.5(2) . . . . ? N3 C6 C7 C2 -70.9(2) . . . . ? C2 N1 C8 C9 174.14(17) . . . . ? Cu1 N1 C8 C9 -9.3(3) . . . . ? N1 C8 C9 C10 -50.4(3) . . . . ? N1 C8 C9 C14 136.9(2) . . . . ? C14 C9 C10 O2 175.46(18) . . . . ? C8 C9 C10 O2 2.3(3) . . . . ? C14 C9 C10 C11 -2.6(3) . . . . ? C8 C9 C10 C11 -175.71(19) . . . . ? C15 O2 C10 C9 -176.8(2) . . . . ? C15 O2 C10 C11 1.1(3) . . . . ? C9 C10 C11 C12 0.2(4) . . . . ? O2 C10 C11 C12 -177.4(2) . . . . ? C10 C11 C12 C13 1.4(4) . . . . ? C11 C12 C13 C14 -0.5(3) . . . . ? C16 O3 C14 C9 175.55(18) . . . . ? C16 O3 C14 C13 -5.9(3) . . . . ? C10 C9 C14 O3 -177.90(18) . . . . ? C8 C9 C14 O3 -4.5(3) . . . . ? C10 C9 C14 C13 3.5(3) . . . . ? C8 C9 C14 C13 176.87(19) . . . . ? C12 C13 C14 O3 179.6(2) . . . . ? C12 C13 C14 C9 -2.0(3) . . . . ? C4 N2 C17 C18 174.43(17) . . . . ? Cu1 N2 C17 C18 -7.0(3) . . . . ? N2 C17 C18 C19 129.8(2) . . . . ? N2 C17 C18 C23 -55.7(3) . . . . ? C23 C18 C19 O4 -177.25(18) . . . . ? C17 C18 C19 O4 -1.9(3) . . . . ? C23 C18 C19 C20 3.7(3) . . . . ? C17 C18 C19 C20 179.01(19) . . . . ? C24 O4 C19 C18 175.9(2) . . . . ? C24 O4 C19 C20 -5.1(3) . . . . ? C18 C19 C20 C21 -1.6(4) . . . . ? O4 C19 C20 C21 179.5(2) . . . . ? C19 C20 C21 C22 -1.1(4) . . . . ? C20 C21 C22 C23 1.1(4) . . . . ? C25 O5 C23 C18 -176.2(2) . . . . ? C25 O5 C23 C22 1.7(3) . . . . ? C19 C18 C23 O5 174.10(19) . . . . ? C17 C18 C23 O5 -0.7(3) . . . . ? C19 C18 C23 C22 -3.8(3) . . . . ? C17 C18 C23 C22 -178.6(2) . . . . ? C21 C22 C23 O5 -176.2(2) . . . . ? C21 C22 C23 C18 1.3(4) . . . . ? C6 N3 C26 C27 175.67(18) . . . . ? Cu1 N3 C26 C27 -6.7(3) . . . . ? N3 C26 C27 C28 135.8(2) . . . . ? N3 C26 C27 C32 -48.0(3) . . . . ? C32 C27 C28 O6 -178.78(18) . . . . ? C26 C27 C28 O6 -2.2(3) . . . . ? C32 C27 C28 C29 2.3(3) . . . . ? C26 C27 C28 C29 178.87(19) . . . . ? C33 O6 C28 C27 176.55(18) . . . . ? C33 O6 C28 C29 -4.6(3) . . . . ? C27 C28 C29 C30 -0.4(3) . . . . ? O6 C28 C29 C30 -179.1(2) . . . . ? C28 C29 C30 C31 -1.7(3) . . . . ? C29 C30 C31 C32 1.7(4) . . . . ? C34 O7 C32 C27 -178.25(18) . . . . ? C34 O7 C32 C31 -1.4(3) . . . . ? C28 C27 C32 O7 174.63(18) . . . . ? C26 C27 C32 O7 -1.8(3) . . . . ? C28 C27 C32 C31 -2.3(3) . . . . ? C26 C27 C32 C31 -178.7(2) . . . . ? C30 C31 C32 O7 -176.2(2) . . . . ? C30 C31 C32 C27 0.3(4) . . . . ? _diffrn_measured_fraction_theta_max 0.752 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.035 _refine_diff_density_min -1.127 _refine_diff_density_rms 0.140 data_6.3 _database_code_depnum_ccdc_archive 'CCDC 788173' #TrackingRef '- 9-2_3-3_5-3_6-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 6.3 _chemical_melting_point ? _chemical_formula_moiety 'C28 H12 Cu F15 N3 O, F6 P' _chemical_formula_sum 'C28 H12 Cu F21 N3 O P' _chemical_formula_weight 899.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Trigonal _symmetry_space_group_name_H-M 'P -3 c 1' _symmetry_space_group_name_Hall '-P 3 2"c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' _cell_length_a 10.2405(5) _cell_length_b 10.2405(5) _cell_length_c 38.022(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3453.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.324 _exptl_crystal_size_mid 0.256 _exptl_crystal_size_min 0.123 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.688 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'sadabs - bruker 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34014 _diffrn_reflns_av_R_equivalents 0.0248 _diffrn_reflns_av_sigmaI/netI 0.0127 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -49 _diffrn_reflns_limit_l_max 49 _diffrn_reflns_theta_min 1.07 _diffrn_reflns_theta_max 27.52 _reflns_number_total 2659 _reflns_number_gt 2400 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex II' _computing_cell_refinement 'Bruker Apex II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker ShelXTL' _computing_publication_material 'Bruker ShelXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.1095P)^2^+6.2790P] 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 2659 _refine_ls_number_parameters 166 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0620 _refine_ls_R_factor_gt 0.0578 _refine_ls_wR_factor_ref 0.2056 _refine_ls_wR_factor_gt 0.2023 _refine_ls_goodness_of_fit_ref 1.253 _refine_ls_restrained_S_all 1.253 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.003 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 0.3333 0.6667 0.129684(19) 0.0249(3) Uani 1 3 d S . . C1 C 0.3333 0.6667 0.08171(18) 0.0285(13) Uani 1 3 d S . . C2 C 0.1842(4) 0.5248(4) 0.19737(9) 0.0298(8) Uani 1 1 d . . . H2 H 0.0961 0.4410 0.2098 0.036 Uiso 1 1 calc R . . C3 C 0.1942(5) 0.6738(5) 0.20798(9) 0.0319(8) Uani 1 1 d . . . H3A H 0.1829 0.6744 0.2338 0.038 Uiso 1 1 calc R . . H3B H 0.1084 0.6782 0.1972 0.038 Uiso 1 1 calc R . . C4 C 0.0350(4) 0.3855(4) 0.14963(9) 0.0264(7) Uani 1 1 d . . . H4 H -0.0273 0.3186 0.1675 0.032 Uiso 1 1 calc R . . C5 C -0.0149(4) 0.3477(4) 0.11292(9) 0.0243(7) Uani 1 1 d . . . C6 C -0.0135(4) 0.4510(4) 0.08877(9) 0.0235(7) Uani 1 1 d . . . C7 C -0.0571(4) 0.4118(4) 0.05443(9) 0.0262(7) Uani 1 1 d . . . C8 C -0.1033(4) 0.2674(4) 0.04296(10) 0.0279(8) Uani 1 1 d . . . C9 C -0.1126(4) 0.1602(4) 0.06674(10) 0.0286(8) Uani 1 1 d . . . C10 C -0.0712(4) 0.2005(4) 0.10086(11) 0.0276(7) Uani 1 1 d . . . F1 F 0.0259(3) 0.5916(2) 0.09895(5) 0.0276(5) Uani 1 1 d . . . F2 F -0.0552(3) 0.5136(3) 0.03214(5) 0.0328(5) Uani 1 1 d . . . F3 F -0.1413(3) 0.2298(3) 0.00931(6) 0.0372(6) Uani 1 1 d . . . F4 F -0.1614(3) 0.0186(3) 0.05602(7) 0.0380(6) Uani 1 1 d . . . F5 F -0.0836(3) 0.0955(3) 0.12357(7) 0.0367(6) Uani 1 1 d . . . F6 F 0.5425(3) 0.2008(3) 0.20928(6) 0.0342(5) Uani 1 1 d . . . F7 F 0.6758(3) 0.2096(3) 0.16030(6) 0.0340(5) Uani 1 1 d . . . N1 N 0.1567(4) 0.5026(4) 0.15889(8) 0.0270(7) Uani 1 1 d . . . O1 O 0.3333 0.6667 0.05234(13) 0.0399(12) Uani 1 3 d S . . P1 P 0.6667 0.3333 0.18461(4) 0.0261(4) Uani 1 3 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 Cu1 0.0232(3) 0.0232(3) 0.0282(4) 0.000 0.000 0.01160(16) C1 0.0246(19) 0.0246(19) 0.036(3) 0.000 0.000 0.0123(10) C2 0.0302(19) 0.0291(19) 0.0283(16) 0.0040(14) 0.0023(14) 0.0134(15) C3 0.034(2) 0.035(2) 0.0282(16) 0.0007(14) 0.0027(14) 0.0183(18) C4 0.0215(17) 0.0235(17) 0.0359(17) 0.0049(13) 0.0035(13) 0.0125(14) C5 0.0160(15) 0.0223(17) 0.0372(17) 0.0013(13) 0.0018(12) 0.0115(13) C6 0.0180(16) 0.0197(16) 0.0360(17) 0.0016(13) 0.0033(13) 0.0118(14) C7 0.0220(17) 0.0260(18) 0.0337(17) 0.0054(13) 0.0091(13) 0.0144(15) C8 0.0219(17) 0.0277(18) 0.0346(17) -0.0040(14) 0.0041(13) 0.0128(15) C9 0.0173(16) 0.0186(16) 0.049(2) -0.0039(14) 0.0030(14) 0.0083(14) C10 0.0161(16) 0.0209(17) 0.048(2) 0.0048(14) 0.0009(14) 0.0110(14) F1 0.0317(11) 0.0204(10) 0.0347(11) -0.0003(8) 0.0009(8) 0.0160(9) F2 0.0423(14) 0.0312(12) 0.0304(10) 0.0062(9) 0.0078(9) 0.0224(11) F3 0.0352(13) 0.0362(13) 0.0344(11) -0.0069(10) 0.0058(9) 0.0135(11) F4 0.0320(13) 0.0219(11) 0.0598(15) -0.0091(10) -0.0018(10) 0.0132(10) F5 0.0298(12) 0.0240(11) 0.0577(14) 0.0079(10) -0.0037(10) 0.0146(10) F6 0.0314(12) 0.0306(12) 0.0346(11) 0.0041(9) 0.0027(9) 0.0110(10) F7 0.0385(13) 0.0310(12) 0.0353(11) -0.0053(9) -0.0009(9) 0.0193(11) N1 0.0263(16) 0.0260(15) 0.0313(14) 0.0024(12) 0.0011(12) 0.0150(13) O1 0.0433(19) 0.0433(19) 0.033(3) 0.000 0.000 0.0217(10) P1 0.0252(5) 0.0252(5) 0.0278(7) 0.000 0.000 0.0126(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 C1 1.824(7) . ? Cu1 N1 2.071(3) 3_565 ? Cu1 N1 2.071(3) . ? Cu1 N1 2.071(3) 2_665 ? C1 O1 1.117(9) . ? C2 N1 1.486(5) . ? C2 C3 1.532(6) . ? C2 C3 1.531(6) 2_665 ? C2 H2 1.0000 . ? C3 C2 1.531(6) 3_565 ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N1 1.273(5) . ? C4 C5 1.470(5) . ? C4 H4 0.9500 . ? C5 C6 1.395(5) . ? C5 C10 1.395(5) . ? C6 F1 1.343(4) . ? C6 C7 1.373(5) . ? C7 F2 1.336(4) . ? C7 C8 1.379(5) . ? C8 F3 1.337(4) . ? C8 C9 1.388(5) . ? C9 F4 1.339(4) . ? C9 C10 1.363(6) . ? C10 F5 1.335(4) . ? F6 P1 1.616(2) . ? F7 P1 1.609(2) . ? P1 F7 1.609(2) 3_665 ? P1 F7 1.609(2) 2_655 ? P1 F6 1.616(2) 2_655 ? P1 F6 1.616(2) 3_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Cu1 N1 122.42(9) . 3_565 ? C1 Cu1 N1 122.42(9) . . ? N1 Cu1 N1 93.94(12) 3_565 . ? C1 Cu1 N1 122.42(9) . 2_665 ? N1 Cu1 N1 93.95(12) 3_565 2_665 ? N1 Cu1 N1 93.94(12) . 2_665 ? O1 C1 Cu1 180.0 . . ? N1 C2 C3 109.0(3) . . ? N1 C2 C3 111.4(3) . 2_665 ? C3 C2 C3 111.7(4) . 2_665 ? N1 C2 H2 108.2 . . ? C3 C2 H2 108.2 . . ? C3 C2 H2 108.2 2_665 . ? C2 C3 C2 115.0(4) . 3_565 ? C2 C3 H3A 108.5 . . ? C2 C3 H3A 108.5 3_565 . ? C2 C3 H3B 108.5 . . ? C2 C3 H3B 108.5 3_565 . ? H3A C3 H3B 107.5 . . ? N1 C4 C5 123.9(3) . . ? N1 C4 H4 118.0 . . ? C5 C4 H4 118.0 . . ? C6 C5 C10 116.4(3) . . ? C6 C5 C4 123.7(3) . . ? C10 C5 C4 119.9(3) . . ? F1 C6 C7 117.8(3) . . ? F1 C6 C5 120.4(3) . . ? C7 C6 C5 121.7(3) . . ? F2 C7 C6 119.9(3) . . ? F2 C7 C8 120.0(3) . . ? C6 C7 C8 120.1(3) . . ? F3 C8 C7 120.4(3) . . ? F3 C8 C9 120.0(3) . . ? C7 C8 C9 119.6(3) . . ? F4 C9 C10 120.6(3) . . ? F4 C9 C8 119.9(3) . . ? C10 C9 C8 119.5(3) . . ? F5 C10 C9 118.8(3) . . ? F5 C10 C5 118.7(3) . . ? C9 C10 C5 122.5(3) . . ? C4 N1 C2 116.0(3) . . ? C4 N1 Cu1 131.5(3) . . ? C2 N1 Cu1 112.4(2) . . ? F7 P1 F7 90.28(13) . 3_665 ? F7 P1 F7 90.28(13) . 2_655 ? F7 P1 F7 90.27(13) 3_665 2_655 ? F7 P1 F6 89.84(12) . 2_655 ? F7 P1 F6 179.53(15) 3_665 2_655 ? F7 P1 F6 90.18(12) 2_655 2_655 ? F7 P1 F6 179.53(15) . 3_665 ? F7 P1 F6 90.18(12) 3_665 3_665 ? F7 P1 F6 89.84(12) 2_655 3_665 ? F6 P1 F6 89.71(13) 2_655 3_665 ? F7 P1 F6 90.18(12) . . ? F7 P1 F6 89.84(12) 3_665 . ? F7 P1 F6 179.53(15) 2_655 . ? F6 P1 F6 89.70(13) 2_655 . ? F6 P1 F6 89.71(13) 3_665 . ? 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 N1 Cu1 C1 O1 -154(100) 3_565 . . . ? N1 Cu1 C1 O1 -34(79) . . . . ? N1 Cu1 C1 O1 86(79) 2_665 . . . ? N1 C2 C3 C2 -74.4(4) . . . 3_565 ? C3 C2 C3 C2 49.1(5) 2_665 . . 3_565 ? N1 C4 C5 C6 -46.5(5) . . . . ? N1 C4 C5 C10 135.3(4) . . . . ? C10 C5 C6 F1 174.0(3) . . . . ? C4 C5 C6 F1 -4.3(5) . . . . ? C10 C5 C6 C7 -3.7(5) . . . . ? C4 C5 C6 C7 178.1(3) . . . . ? F1 C6 C7 F2 1.9(5) . . . . ? C5 C6 C7 F2 179.6(3) . . . . ? F1 C6 C7 C8 -177.9(3) . . . . ? C5 C6 C7 C8 -0.2(5) . . . . ? F2 C7 C8 F3 2.4(5) . . . . ? C6 C7 C8 F3 -177.9(3) . . . . ? F2 C7 C8 C9 -176.5(3) . . . . ? C6 C7 C8 C9 3.2(5) . . . . ? F3 C8 C9 F4 -0.8(5) . . . . ? C7 C8 C9 F4 178.1(3) . . . . ? F3 C8 C9 C10 178.9(3) . . . . ? C7 C8 C9 C10 -2.2(5) . . . . ? F4 C9 C10 F5 -1.6(5) . . . . ? C8 C9 C10 F5 178.7(3) . . . . ? F4 C9 C10 C5 177.8(3) . . . . ? C8 C9 C10 C5 -2.0(5) . . . . ? C6 C5 C10 F5 -175.9(3) . . . . ? C4 C5 C10 F5 2.4(5) . . . . ? C6 C5 C10 C9 4.8(5) . . . . ? C4 C5 C10 C9 -176.9(3) . . . . ? C5 C4 N1 C2 177.3(3) . . . . ? C5 C4 N1 Cu1 -6.2(6) . . . . ? C3 C2 N1 C4 -119.2(4) . . . . ? C3 C2 N1 C4 117.2(4) 2_665 . . . ? C3 C2 N1 Cu1 63.7(3) . . . . ? C3 C2 N1 Cu1 -59.9(3) 2_665 . . . ? C1 Cu1 N1 C4 2.2(4) . . . . ? N1 Cu1 N1 C4 135.1(4) 3_565 . . . ? N1 Cu1 N1 C4 -130.7(4) 2_665 . . . ? C1 Cu1 N1 C2 178.7(2) . . . . ? N1 Cu1 N1 C2 -48.4(2) 3_565 . . . ? N1 Cu1 N1 C2 45.8(2) 2_665 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.692 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.180