Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'M. Concepcion Gimeno' _publ_contact_author_address ; Quimica Inorganica Instituto de Ciencia de Materiales de Aragon, Universidad de Zaragoza-CSIC Facultad de Ciencias, Departamento Zaragoza 50009 SPAIN ; _publ_contact_author_email GIMENO@UNIZAR.ES _publ_section_title ; Group 11 Complexes with the Bis(3,5-dimethylpyrazol-1-yl) methane Ligand. How secondary bonds can influence the coordination environment of Ag(I): the role of coordinated water in [Ag2(?-L2)(OH2)2](OTf)2. ; loop_ _publ_author_name 'M. Concepcion Gimeno' 'Maria Jose Calhorda' 'Paulo J. Costa' 'Olga Crespo' 'Peter G. Jones' 'Antonio Laguna' ; M.Naranjo ; 'Susana Quintal' 'Yu-Jun Shi' 'M. Dolores Villacampa' data_esskuh _database_code_depnum_ccdc_archive 'CCDC 604024' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H19 Cu F6 N5 P' _chemical_formula_weight 453.84 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/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 7.5202(8) _cell_length_b 13.0771(14) _cell_length_c 9.2673(11) _cell_angle_alpha 90.00 _cell_angle_beta 95.981(4) _cell_angle_gamma 90.00 _cell_volume 906.41(17) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 7123 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 30.02 _exptl_crystal_description tablet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 1.359 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6922 _exptl_absorpt_correction_T_max 0.8991 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 SMART 1000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13077 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 28.70 _reflns_number_total 2438 _reflns_number_gt 1978 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens XP' _computing_publication_material SHELXL-97 _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^)+(0.0472P)^2^+0.7934P] 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 'rigid methyls C5 and C6, others riding' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2438 _refine_ls_number_parameters 145 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0522 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.1006 _refine_ls_wR_factor_gt 0.0918 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.064 _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 Cu Cu 0.34831(5) 0.2500 0.25573(4) 0.03134(14) Uani 1 2 d S . . N1 N 0.1707(2) 0.36239(15) 0.2139(2) 0.0294(4) Uani 1 1 d . . . N2 N 0.0128(2) 0.34203(15) 0.12978(19) 0.0286(4) Uani 1 1 d . . . N3 N 0.5896(4) 0.2500 0.3306(3) 0.0330(6) Uani 1 2 d S . . C1 C 0.0016(4) 0.2500 0.0417(3) 0.0325(7) Uani 1 2 d S . . H1A H 0.0999 0.2500 -0.0214 0.039 Uiso 1 2 calc SR . . H1B H -0.1129 0.2500 -0.0215 0.039 Uiso 1 2 calc SR . . C2 C 0.1461(3) 0.45180(19) 0.2772(3) 0.0327(5) Uani 1 1 d . . . C3 C -0.0257(3) 0.48971(19) 0.2328(3) 0.0362(5) Uani 1 1 d . . . H3 H -0.0758 0.5520 0.2622 0.043 Uiso 1 1 calc R . . C4 C -0.1069(3) 0.41874(18) 0.1383(2) 0.0317(5) Uani 1 1 d . . . C5 C 0.2903(3) 0.4973(2) 0.3815(3) 0.0437(6) Uani 1 1 d . . . H5A H 0.4020 0.4596 0.3761 0.052 Uiso 1 1 calc R . . H5B H 0.2554 0.4929 0.4803 0.052 Uiso 1 1 calc R . . H5C H 0.3077 0.5692 0.3564 0.052 Uiso 1 1 calc R . . C6 C -0.2875(3) 0.4197(2) 0.0542(3) 0.0404(6) Uani 1 1 d . . . H6A H -0.2743 0.4186 -0.0499 0.049 Uiso 1 1 calc R . . H6B H -0.3517 0.4817 0.0776 0.049 Uiso 1 1 calc R . . H6C H -0.3550 0.3594 0.0796 0.049 Uiso 1 1 calc R . . C7 C 0.7280(4) 0.2500 0.3920(3) 0.0311(7) Uani 1 2 d S . . C8 C 0.9043(4) 0.2500 0.4746(4) 0.0396(8) Uani 1 2 d S . . H8A H 0.8925 0.2500 0.5789 0.055(13) Uiso 1 2 d SR . . H8B H 0.9665 0.1873 0.4510 0.084(12) Uiso 1 1 d R . . P P 0.38537(11) 0.2500 0.74335(9) 0.02953(19) Uani 1 2 d SD . . F2 F 0.5991(3) 0.2500 0.7473(3) 0.0504(6) Uani 1 2 d SD A . F4 F 0.1706(2) 0.2500 0.7411(2) 0.0406(5) Uani 1 2 d SD A . F1 F 0.3886(3) 0.13011(18) 0.7479(4) 0.0917(16) Uani 0.846(6) 1 d PD A 1 F3 F 0.3677(5) 0.2500 0.5749(3) 0.112(2) Uani 0.846(6) 2 d SPD A 1 F5 F 0.4040(4) 0.2500 0.9155(3) 0.0841(17) Uani 0.846(6) 2 d SPD A 1 F6 F 0.3820(14) 0.1678(8) 0.8596(11) 0.043(3) Uiso 0.154(6) 1 d PD A 2 F7 F 0.3583(13) 0.1653(8) 0.6237(12) 0.043(3) Uiso 0.154(6) 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.01976(19) 0.0374(2) 0.0362(2) 0.000 -0.00005(14) 0.000 N1 0.0229(8) 0.0305(10) 0.0335(10) 0.0042(8) -0.0029(7) -0.0031(7) N2 0.0246(9) 0.0301(10) 0.0298(9) 0.0035(7) -0.0030(7) -0.0007(7) N3 0.0265(13) 0.0370(16) 0.0349(14) 0.000 0.0011(11) 0.000 C1 0.0312(16) 0.0382(19) 0.0274(15) 0.000 -0.0006(12) 0.000 C2 0.0302(11) 0.0274(12) 0.0389(12) 0.0047(9) -0.0035(9) -0.0045(9) C3 0.0348(12) 0.0274(12) 0.0451(13) 0.0010(10) -0.0022(10) 0.0030(9) C4 0.0288(11) 0.0310(12) 0.0344(11) 0.0078(9) -0.0003(9) 0.0019(9) C5 0.0405(13) 0.0308(14) 0.0565(16) -0.0008(11) -0.0104(12) -0.0059(10) C6 0.0304(12) 0.0424(15) 0.0459(14) 0.0047(11) -0.0080(10) 0.0055(10) C7 0.0285(16) 0.0323(17) 0.0327(16) 0.000 0.0048(13) 0.000 C8 0.0270(16) 0.051(2) 0.0394(19) 0.000 -0.0042(14) 0.000 P 0.0272(4) 0.0294(4) 0.0325(4) 0.000 0.0052(3) 0.000 F2 0.0300(10) 0.0407(13) 0.0827(17) 0.000 0.0161(10) 0.000 F4 0.0269(10) 0.0579(14) 0.0358(10) 0.000 -0.0019(8) 0.000 F1 0.0474(13) 0.0304(12) 0.201(5) -0.0046(16) 0.0324(17) -0.0042(9) F3 0.068(2) 0.242(8) 0.0277(16) 0.000 0.0161(15) 0.000 F5 0.0327(15) 0.183(5) 0.0347(16) 0.000 -0.0047(12) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N3 1.874(3) . ? Cu N1 1.9966(19) . ? N1 C2 1.330(3) . ? N1 N2 1.377(2) . ? N2 C4 1.356(3) . ? N2 C1 1.452(3) . ? N3 C7 1.133(4) . ? C2 C3 1.404(3) . ? C2 C5 1.499(3) . ? C3 C4 1.374(3) . ? C4 C6 1.494(3) . ? C7 C8 1.460(4) . ? P F1 1.569(2) . ? P F2 1.604(2) . ? P F3 1.553(3) . ? P F4 1.613(2) . ? P F5 1.587(3) . ? P F6 1.524(9) . ? P F7 1.566(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 N3 Cu N1 132.40(5) . . ? N1 Cu N1 94.80(10) 4_565 . ? C2 N1 N2 105.56(18) . . ? C2 N1 Cu 133.07(15) . . ? N2 N1 Cu 119.18(15) . . ? C4 N2 N1 111.26(18) . . ? C4 N2 C1 130.2(2) . . ? N1 N2 C1 118.4(2) . . ? C7 N3 Cu 171.6(3) . . ? N2 C1 N2 112.0(2) . 4_565 ? N1 C2 C3 110.3(2) . . ? N1 C2 C5 120.6(2) . . ? C3 C2 C5 129.1(2) . . ? C4 C3 C2 106.4(2) . . ? N2 C4 C3 106.44(19) . . ? N2 C4 C6 123.3(2) . . ? C3 C4 C6 130.3(2) . . ? N3 C7 C8 178.6(4) . . ? F3 P F1 91.50(15) . . ? F1 P F1 176.6(3) . 4_565 ? F3 P F5 179.84(18) . . ? F1 P F5 88.49(15) . . ? F3 P F2 90.22(17) . . ? F1 P F2 89.23(9) . . ? F5 P F2 89.62(15) . . ? F3 P F4 90.35(16) . . ? F1 P F4 90.75(9) . . ? F5 P F4 89.81(13) . . ? F2 P F4 179.43(13) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1 H1A F4 0.99 2.32 3.181(4) 145.2 1_554 C8 H8A F4 0.98 2.44 3.013(4) 116.5 1_655 C3 H3 F1 0.95 2.56 3.310(3) 136.3 2_556 C6 H6B F1 0.98 2.56 3.436(4) 148.9 2_556 C1 H1A F5 0.99 2.42 3.357(4) 157.9 1_554 C6 H6C F5 0.98 2.66 3.367(3) 129.4 1_454 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.554 _refine_diff_density_min -0.358 _refine_diff_density_rms 0.072 #===END data_aneto _database_code_depnum_ccdc_archive 'CCDC 604025' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H36 Ag2 F6 N8 O8 S2' _chemical_formula_weight 958.46 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0683(8) _cell_length_b 9.9695(8) _cell_length_c 11.7296(10) _cell_angle_alpha 65.370(3) _cell_angle_beta 70.331(3) _cell_angle_gamma 81.970(3) _cell_volume 907.71(13) _cell_formula_units_Z 1 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used 6785 _cell_measurement_theta_min 2 _cell_measurement_theta_max 58 _exptl_crystal_description Tablet _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.753 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 1.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.809 _exptl_absorpt_correction_T_max 0.962 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(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 SMART 1000 CCD' _diffrn_measurement_method '/w-scans & /f-scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19742 _diffrn_reflns_av_R_equivalents 0.0190 _diffrn_reflns_av_sigmaI/netI 0.0151 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 30.03 _reflns_number_total 5295 _reflns_number_gt 4823 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens XP' _computing_publication_material SHELXL-97 _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^)+(0.0381P)^2^+0.3086P] 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 5295 _refine_ls_number_parameters 238 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0267 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0645 _refine_ls_wR_factor_gt 0.0627 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.031 _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 Ag Ag 0.035005(14) 0.870102(13) 0.606667(12) 0.03210(5) Uani 1 1 d . . . O1W O 0.11555(17) 0.63369(16) 0.61392(15) 0.0390(3) Uani 1 1 d D . . H01W H 0.040(3) 0.599(3) 0.630(3) 0.064(9) Uiso 1 1 d D . . H02W H 0.169(3) 0.633(3) 0.550(2) 0.056(8) Uiso 1 1 d D . . N1 N 0.11533(15) 0.92686(15) 0.74026(13) 0.0277(2) Uani 1 1 d . . . N2 N 0.16215(15) 1.06372(15) 0.71287(13) 0.0270(2) Uani 1 1 d . . . C3 C 0.19175(19) 1.0690(2) 0.81727(16) 0.0320(3) Uani 1 1 d . . . C4 C 0.1644(2) 0.9291(2) 0.91481(16) 0.0344(3) Uani 1 1 d . . . H4 H 0.1751 0.8966 1.0001 0.041 Uiso 1 1 calc R . . C5 C 0.11746(18) 0.84384(19) 0.86340(15) 0.0316(3) Uani 1 1 d . . . N6 N 0.21069(14) 1.09559(14) 0.41343(12) 0.0239(2) Uani 1 1 d . . . N7 N 0.26689(14) 1.15569(13) 0.47649(12) 0.0230(2) Uani 1 1 d . . . C8 C 0.42207(17) 1.18563(16) 0.41799(15) 0.0267(3) Uani 1 1 d . . . C9 C 0.46827(18) 1.14230(17) 0.31386(16) 0.0303(3) Uani 1 1 d . . . H9 H 0.5708 1.1485 0.2539 0.036 Uiso 1 1 calc R . . C10 C 0.33443(17) 1.08742(16) 0.31377(15) 0.0264(3) Uani 1 1 d . . . C11 C 0.16151(18) 1.18335(17) 0.58805(15) 0.0265(3) Uani 1 1 d . . . H11A H 0.0540 1.1964 0.5815 0.032 Uiso 1 1 calc R . . H11B H 0.1925 1.2761 0.5856 0.032 Uiso 1 1 calc R . . C12 C 0.2399(3) 1.2065(2) 0.8163(2) 0.0448(4) Uani 1 1 d . . . H12A H 0.3428 1.2381 0.7505 0.054 Uiso 1 1 calc R . . H12B H 0.2456 1.1876 0.9036 0.054 Uiso 1 1 calc R . . H12C H 0.1628 1.2843 0.7940 0.054 Uiso 1 1 calc R . . C13 C 0.0752(3) 0.6839(2) 0.92492(19) 0.0442(4) Uani 1 1 d . . . H13A H -0.0233 0.6724 0.9127 0.066 Uiso 1 1 calc R . . H13B H 0.0628 0.6446 1.0194 0.066 Uiso 1 1 calc R . . H13C H 0.1585 0.6298 0.8830 0.066 Uiso 1 1 calc R . . C14 C 0.5119(2) 1.2548(2) 0.4648(2) 0.0376(4) Uani 1 1 d . . . H14A H 0.4619 1.3479 0.4667 0.045 Uiso 1 1 calc R . . H14B H 0.6194 1.2742 0.4048 0.045 Uiso 1 1 calc R . . H14C H 0.5136 1.1879 0.5537 0.045 Uiso 1 1 calc R . . C15 C 0.3182(2) 1.0282(2) 0.22102(19) 0.0395(4) Uani 1 1 d . . . H15A H 0.2426 0.9468 0.2694 0.059 Uiso 1 1 calc R . . H15B H 0.4200 0.9923 0.1806 0.059 Uiso 1 1 calc R . . H15C H 0.2812 1.1067 0.1520 0.059 Uiso 1 1 calc R . . S S 0.23621(4) 0.60922(4) 0.28946(4) 0.02871(8) Uani 1 1 d . . . O1 O 0.13444(15) 0.72376(14) 0.23561(13) 0.0387(3) Uani 1 1 d . . . O2 O 0.17558(18) 0.46276(15) 0.3474(2) 0.0595(5) Uani 1 1 d . . . O3 O 0.31074(19) 0.6375(2) 0.36895(16) 0.0572(4) Uani 1 1 d . . . C99 C 0.4018(2) 0.6135(2) 0.14679(18) 0.0401(4) Uani 1 1 d . . . F1 F 0.51493(14) 0.52211(16) 0.18098(14) 0.0545(3) Uani 1 1 d . . . F2 F 0.46258(17) 0.74889(18) 0.07945(15) 0.0736(5) Uani 1 1 d . . . F3 F 0.3577(2) 0.5800(3) 0.06639(19) 0.0914(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 Ag 0.02990(7) 0.03450(7) 0.03262(7) -0.00926(5) -0.01390(5) -0.00463(5) O1W 0.0347(7) 0.0416(7) 0.0424(7) -0.0194(6) -0.0089(6) -0.0040(5) N1 0.0229(6) 0.0330(6) 0.0255(6) -0.0091(5) -0.0084(5) -0.0004(5) N2 0.0246(6) 0.0326(6) 0.0250(6) -0.0114(5) -0.0102(5) 0.0024(5) C3 0.0274(7) 0.0461(9) 0.0294(7) -0.0213(7) -0.0120(6) 0.0080(6) C4 0.0295(8) 0.0492(9) 0.0239(7) -0.0150(7) -0.0102(6) 0.0080(7) C5 0.0238(7) 0.0421(8) 0.0235(7) -0.0092(6) -0.0067(5) 0.0031(6) N6 0.0211(5) 0.0262(6) 0.0236(6) -0.0089(5) -0.0061(4) -0.0026(4) N7 0.0186(5) 0.0258(5) 0.0247(6) -0.0091(5) -0.0077(4) -0.0003(4) C8 0.0196(6) 0.0252(6) 0.0311(7) -0.0060(6) -0.0093(5) -0.0007(5) C9 0.0197(7) 0.0314(7) 0.0327(8) -0.0097(6) -0.0026(6) -0.0019(5) C10 0.0237(7) 0.0247(6) 0.0256(7) -0.0080(5) -0.0037(5) -0.0009(5) C11 0.0249(7) 0.0302(7) 0.0256(7) -0.0119(6) -0.0093(5) 0.0033(5) C12 0.0530(11) 0.0533(11) 0.0443(10) -0.0302(9) -0.0231(9) 0.0059(9) C13 0.0465(11) 0.0422(10) 0.0329(9) -0.0030(7) -0.0125(8) -0.0046(8) C14 0.0285(8) 0.0402(9) 0.0472(10) -0.0143(8) -0.0175(7) -0.0053(6) C15 0.0394(9) 0.0459(10) 0.0347(8) -0.0226(8) -0.0026(7) -0.0055(7) S 0.02542(18) 0.02828(17) 0.02542(17) -0.00571(14) -0.00552(13) -0.00052(13) O1 0.0338(6) 0.0355(6) 0.0361(6) -0.0088(5) -0.0084(5) 0.0088(5) O2 0.0357(7) 0.0303(7) 0.0858(12) -0.0011(7) -0.0117(7) -0.0070(5) O3 0.0462(8) 0.0932(13) 0.0440(8) -0.0375(9) -0.0165(7) 0.0043(8) C99 0.0305(8) 0.0542(11) 0.0341(9) -0.0187(8) -0.0094(7) 0.0066(7) F1 0.0333(6) 0.0651(8) 0.0562(7) -0.0226(6) -0.0118(5) 0.0166(5) F2 0.0458(8) 0.0676(9) 0.0554(8) 0.0095(7) 0.0073(6) -0.0089(6) F3 0.0602(9) 0.179(2) 0.0864(12) -0.1041(14) -0.0349(9) 0.0395(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 Ag N1 2.2201(13) . y Ag N6 2.2826(13) 2_576 y Ag O1W 2.3429(14) . y Ag N6 2.6555(12) . y Ag Ag 2.9293(3) 2_576 y N1 C5 1.338(2) . ? N1 N2 1.3600(19) . ? N2 C3 1.361(2) . ? N2 C11 1.4541(19) . ? C3 C4 1.375(3) . ? C3 C12 1.490(3) . ? C4 C5 1.403(3) . ? C5 C13 1.495(3) . ? N6 C10 1.3428(19) . ? N6 N7 1.3691(17) . ? N6 Ag 2.2826(13) 2_576 y N7 C8 1.3553(18) . ? N7 C11 1.4446(19) . ? C8 C9 1.378(2) . ? C8 C14 1.488(2) . ? C9 C10 1.400(2) . ? C10 C15 1.490(2) . ? S O2 1.4289(14) . ? S O1 1.4322(13) . ? S O3 1.4496(16) . ? S C99 1.8232(18) . ? C99 F3 1.309(2) . ? C99 F1 1.325(2) . ? C99 F2 1.333(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag N6 126.37(5) . 2_576 y N1 Ag O1W 112.18(5) . . y N6 Ag O1W 107.00(5) 2_576 . y N1 Ag N6 85.59(4) . . y N6 Ag N6 107.68(3) 2_576 . y O1W Ag N6 117.04(5) . . y N1 Ag Ag 113.10(4) . 2_576 y N6 Ag Ag 59.74(3) 2_576 2_576 y O1W Ag Ag 129.78(4) . 2_576 y N6 Ag Ag 47.94(3) . 2_576 y C5 N1 N2 105.76(13) . . ? C5 N1 Ag 129.54(12) . . y N2 N1 Ag 124.51(10) . . y N1 N2 C3 111.60(13) . . ? N1 N2 C11 119.17(12) . . ? C3 N2 C11 128.98(14) . . ? N2 C3 C4 106.17(15) . . ? N2 C3 C12 123.09(16) . . ? C4 C3 C12 130.73(16) . . ? C3 C4 C5 106.41(14) . . ? N1 C5 C4 110.05(15) . . ? N1 C5 C13 120.13(16) . . ? C4 C5 C13 129.81(16) . . ? C10 N6 N7 105.51(12) . . ? C10 N6 Ag 120.26(10) . 2_576 y N7 N6 Ag 125.52(9) . 2_576 y C10 N6 Ag 125.83(10) . . y N7 N6 Ag 104.50(8) . . y Ag N6 Ag 72.32(3) 2_576 . y C8 N7 N6 111.52(12) . . ? C8 N7 C11 128.60(13) . . ? N6 N7 C11 119.84(12) . . ? N7 C8 C9 106.41(13) . . ? N7 C8 C14 122.64(15) . . ? C9 C8 C14 130.94(15) . . ? C8 C9 C10 106.51(13) . . ? N6 C10 C9 110.04(14) . . ? N6 C10 C15 121.14(14) . . ? C9 C10 C15 128.81(15) . . ? N7 C11 N2 112.10(12) . . ? O2 S O1 115.31(9) . . ? O2 S O3 113.16(12) . . ? O1 S O3 115.18(10) . . ? O2 S C99 104.44(11) . . ? O1 S C99 104.48(8) . . ? O3 S C99 102.23(9) . . ? F3 C99 F1 108.80(18) . . ? F3 C99 F2 107.22(19) . . ? F1 C99 F2 107.47(17) . . ? F3 C99 S 111.04(14) . . ? F1 C99 S 112.21(13) . . ? F2 C99 S 109.91(14) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H01W O2 0.74(2) 2.03(2) 2.764(2) 170(3) 2_566 O1W H02W O3 0.75(2) 2.06(2) 2.810(2) 178(3) . C14 H14B O1W 0.98 2.60 3.405(2) 139.5 2_676 C4 H4 O1 0.95 2.50 3.387(2) 155.0 1_556 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.711 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.066 #===END data_c59 _database_code_depnum_ccdc_archive 'CCDC 604026' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H34 Cl2 Cu F6 N8 P' _chemical_formula_weight 701.99 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.5580(18) _cell_length_b 14.3493(13) _cell_length_c 28.765(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.219(8) _cell_angle_gamma 90.00 _cell_volume 6008.9(11) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3146 _cell_measurement_theta_min 4.01 _cell_measurement_theta_max 32.15 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2880 _exptl_absorpt_coefficient_mu 1.025 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6922 _exptl_absorpt_correction_T_max 0.9134 _exptl_absorpt_process_details ; SADABS; Area-Detector Absorption Correction. Bruker-AXS within SAINT+ package, v. 6.02 (1999). ; _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 'Xcalibur Oxford Diffraction' _diffrn_measurement_method '\w rotations with narrow frames' _diffrn_detector_area_resol_mean 16.06 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48286 _diffrn_reflns_av_R_equivalents 0.0914 _diffrn_reflns_av_sigmaI/netI 0.3229 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 43 _diffrn_reflns_theta_min 3.80 _diffrn_reflns_theta_max 32.38 _reflns_number_total 17786 _reflns_number_gt 5832 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crysalis CCD' _computing_cell_refinement 'Crysalis RED' _computing_data_reduction 'Crysalis RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, SHELXTL v. 6.10 (Bruker, 2000)' _computing_publication_material 'XCIF, SHELXTL v. 6.10 (Bruker, 2000)' _refine_special_details ; Crystals of complex C59 slowly loose solvent even at low temperature and for that reason the data are not very good. The structure has been refined in the monoclinic space group P21/c but can be also solved and refined in the orthorhombic Pbca space group, but the b angle of 90.2 is too far away from 90. Furthermore the Rint, Rsigma and the final R values are slightly better for the monoclinic space group. 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^)+(0.0152P)^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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 17786 _refine_ls_number_parameters 828 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2104 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.0786 _refine_ls_wR_factor_gt 0.0598 _refine_ls_goodness_of_fit_ref 0.709 _refine_ls_restrained_S_all 0.709 _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 0.15237(2) 0.26553(3) 0.089774(12) 0.02506(10) Uani 1 1 d . . . N1 N 0.16793(13) 0.3540(2) 0.03732(8) 0.0260(7) Uani 1 1 d . . . N2 N 0.23952(14) 0.3430(2) 0.00673(8) 0.0264(7) Uani 1 1 d . . . N3 N 0.33513(13) 0.2377(2) 0.04828(8) 0.0264(6) Uani 1 1 d . . . N4 N 0.28559(13) 0.2102(2) 0.08603(8) 0.0254(6) Uani 1 1 d . . . N5 N 0.14061(13) 0.3355(2) 0.15253(8) 0.0247(6) Uani 1 1 d . . . N6 N 0.06861(13) 0.3105(2) 0.18025(8) 0.0239(6) Uani 1 1 d . . . N7 N 0.00495(13) 0.1783(2) 0.14233(8) 0.0225(6) Uani 1 1 d . . . N8 N 0.06193(13) 0.1657(2) 0.10490(8) 0.0253(6) Uani 1 1 d . . . C1 C 0.13534(18) 0.4390(3) 0.02890(10) 0.0282(8) Uani 1 1 d . . . C2 C 0.05786(19) 0.4763(3) 0.05761(11) 0.0401(9) Uani 1 1 d . . . H2A H 0.0103 0.4302 0.0597 0.060 Uiso 1 1 calc R . . H2B H 0.0337 0.5316 0.0432 0.060 Uiso 1 1 calc R . . H2C H 0.0800 0.4911 0.0882 0.060 Uiso 1 1 calc R . . C3 C 0.18456(19) 0.4803(3) -0.00701(11) 0.0371(9) Uani 1 1 d . . . H3 H 0.1742 0.5390 -0.0197 0.045 Uiso 1 1 calc R . . C4 C 0.25042(19) 0.4188(3) -0.01999(11) 0.0353(9) Uani 1 1 d . . . C5 C 0.3248(2) 0.4257(3) -0.05534(12) 0.0480(11) Uani 1 1 d . . . H5A H 0.3111 0.3852 -0.0810 0.072 Uiso 1 1 calc R . . H5B H 0.3823 0.4078 -0.0415 0.072 Uiso 1 1 calc R . . H5C H 0.3289 0.4888 -0.0663 0.072 Uiso 1 1 calc R . . C6 C 0.28647(17) 0.2555(3) 0.00627(10) 0.0335(9) Uani 1 1 d . . . H6A H 0.2421 0.2061 0.0012 0.040 Uiso 1 1 calc R . . H6B H 0.3294 0.2547 -0.0195 0.040 Uiso 1 1 calc R . . C7 C 0.42635(16) 0.2434(3) 0.05751(11) 0.0316(8) Uani 1 1 d . . . C8 C 0.49586(17) 0.2699(3) 0.02238(12) 0.0429(10) Uani 1 1 d . . . H8A H 0.5557 0.2701 0.0365 0.064 Uiso 1 1 calc R . . H8B H 0.4822 0.3309 0.0106 0.064 Uiso 1 1 calc R . . H8C H 0.4947 0.2257 -0.0027 0.064 Uiso 1 1 calc R . . C9 C 0.43631(17) 0.2178(3) 0.10269(11) 0.0338(9) Uani 1 1 d . . . H9 H 0.4912 0.2137 0.1192 0.041 Uiso 1 1 calc R . . C10 C 0.34765(17) 0.1986(3) 0.11970(11) 0.0298(8) Uani 1 1 d . . . C11 C 0.31784(18) 0.1664(3) 0.16639(11) 0.0375(9) Uani 1 1 d . . . H11A H 0.2520 0.1633 0.1673 0.056 Uiso 1 1 calc R . . H11B H 0.3393 0.2093 0.1896 0.056 Uiso 1 1 calc R . . H11C H 0.3429 0.1057 0.1724 0.056 Uiso 1 1 calc R . . C12 C 0.19987(17) 0.3757(3) 0.18065(11) 0.0290(8) Uani 1 1 d . . . C13 C 0.28818(17) 0.4141(3) 0.16194(11) 0.0351(9) Uani 1 1 d . . . H13A H 0.3386 0.3919 0.1805 0.053 Uiso 1 1 calc R . . H13B H 0.2865 0.4810 0.1630 0.053 Uiso 1 1 calc R . . H13C H 0.2959 0.3940 0.1304 0.053 Uiso 1 1 calc R . . C14 C 0.16699(18) 0.3768(3) 0.22595(11) 0.0336(8) Uani 1 1 d . . . H14 H 0.1966 0.4011 0.2519 0.040 Uiso 1 1 calc R . . C15 C 0.08275(17) 0.3351(3) 0.22486(10) 0.0292(8) Uani 1 1 d . . . C16 C 0.0129(2) 0.3195(3) 0.26184(11) 0.0462(11) Uani 1 1 d . . . H16A H 0.0348 0.3452 0.2906 0.069 Uiso 1 1 calc R . . H16B H 0.0027 0.2538 0.2655 0.069 Uiso 1 1 calc R . . H16C H -0.0436 0.3493 0.2532 0.069 Uiso 1 1 calc R . . C17 C -0.01111(16) 0.2708(3) 0.15802(11) 0.0310(8) Uani 1 1 d . . . H17A H -0.0618 0.2706 0.1798 0.037 Uiso 1 1 calc R . . H17B H -0.0286 0.3094 0.1317 0.037 Uiso 1 1 calc R . . C18 C -0.02930(16) 0.0952(3) 0.15714(11) 0.0291(8) Uani 1 1 d . . . C19 C -0.09401(17) 0.0898(3) 0.19734(11) 0.0399(10) Uani 1 1 d . . . H19A H -0.1206 0.0286 0.1987 0.060 Uiso 1 1 calc R . . H19B H -0.1418 0.1352 0.1935 0.060 Uiso 1 1 calc R . . H19C H -0.0611 0.1020 0.2257 0.060 Uiso 1 1 calc R . . C20 C 0.00569(16) 0.0289(3) 0.12913(10) 0.0270(7) Uani 1 1 d . . . H20 H -0.0053 -0.0348 0.1307 0.032 Uiso 1 1 calc R . . C21 C 0.06172(17) 0.0751(3) 0.09731(10) 0.0265(8) Uani 1 1 d . . . C22 C 0.11787(18) 0.0346(3) 0.05903(11) 0.0383(9) Uani 1 1 d . . . H22A H 0.1819 0.0446 0.0655 0.057 Uiso 1 1 calc R . . H22B H 0.1018 0.0643 0.0302 0.057 Uiso 1 1 calc R . . H22C H 0.1060 -0.0310 0.0568 0.057 Uiso 1 1 calc R . . Cu2 Cu 0.34761(2) 0.73434(3) 0.589771(12) 0.02491(9) Uani 1 1 d . . . N9 N 0.21414(13) 0.7890(2) 0.58619(8) 0.0263(7) Uani 1 1 d . . . N10 N 0.16497(13) 0.7631(2) 0.54827(8) 0.0271(6) Uani 1 1 d . . . N11 N 0.26081(14) 0.6573(2) 0.50670(8) 0.0274(7) Uani 1 1 d . . . N12 N 0.33214(13) 0.6460(2) 0.53733(8) 0.0245(6) Uani 1 1 d . . . N13 N 0.35959(13) 0.6648(2) 0.65244(8) 0.0252(6) Uani 1 1 d . . . N14 N 0.43122(13) 0.6895(2) 0.68022(8) 0.0264(7) Uani 1 1 d . . . N15 N 0.49501(13) 0.8222(2) 0.64207(8) 0.0230(6) Uani 1 1 d . . . N16 N 0.43817(13) 0.8342(2) 0.60477(8) 0.0240(6) Uani 1 1 d . . . C23 C 0.15212(17) 0.8016(3) 0.61980(11) 0.0298(8) Uani 1 1 d . . . C24 C 0.18197(18) 0.8340(3) 0.66631(11) 0.0367(9) Uani 1 1 d . . . H24A H 0.2478 0.8381 0.6672 0.055 Uiso 1 1 calc R . . H24B H 0.1615 0.7906 0.6895 0.055 Uiso 1 1 calc R . . H24C H 0.1560 0.8942 0.6724 0.055 Uiso 1 1 calc R . . C25 C 0.06429(17) 0.7822(3) 0.60251(11) 0.0352(9) Uani 1 1 d . . . H25 H 0.0095 0.7860 0.6190 0.042 Uiso 1 1 calc R . . C26 C 0.07349(16) 0.7569(3) 0.55759(11) 0.0302(8) Uani 1 1 d . . . C27 C 0.00428(17) 0.7306(3) 0.52216(12) 0.0445(10) Uani 1 1 d . . . H27A H -0.0557 0.7312 0.5359 0.067 Uiso 1 1 calc R . . H27B H 0.0175 0.6692 0.5107 0.067 Uiso 1 1 calc R . . H27C H 0.0062 0.7743 0.4969 0.067 Uiso 1 1 calc R . . C28 C 0.21330(17) 0.7448(3) 0.50617(10) 0.0315(9) Uani 1 1 d . . . H28A H 0.2573 0.7943 0.5009 0.038 Uiso 1 1 calc R . . H28B H 0.1700 0.7451 0.4805 0.038 Uiso 1 1 calc R . . C29 C 0.2496(2) 0.5806(3) 0.47994(11) 0.0340(9) Uani 1 1 d . . . C30 C 0.1755(2) 0.5737(3) 0.44460(12) 0.0490(11) Uani 1 1 d . . . H30A H 0.1744 0.5118 0.4319 0.074 Uiso 1 1 calc R . . H30B H 0.1866 0.6178 0.4202 0.074 Uiso 1 1 calc R . . H30C H 0.1174 0.5870 0.4589 0.074 Uiso 1 1 calc R . . C31 C 0.31591(19) 0.5197(3) 0.49315(11) 0.0389(9) Uani 1 1 d . . . H31 H 0.3266 0.4610 0.4806 0.047 Uiso 1 1 calc R . . C32 C 0.36480(18) 0.5618(3) 0.52884(10) 0.0285(8) Uani 1 1 d . . . C33 C 0.4417(2) 0.5239(3) 0.55768(11) 0.0409(9) Uani 1 1 d . . . H33A H 0.4887 0.5704 0.5609 0.061 Uiso 1 1 calc R . . H33B H 0.4668 0.4697 0.5428 0.061 Uiso 1 1 calc R . . H33C H 0.4190 0.5073 0.5879 0.061 Uiso 1 1 calc R . . C34 C 0.30028(17) 0.6241(3) 0.68055(11) 0.0285(8) Uani 1 1 d . . . C35 C 0.21168(17) 0.5859(3) 0.66162(11) 0.0353(9) Uani 1 1 d . . . H35A H 0.1610 0.6154 0.6769 0.053 Uiso 1 1 calc R . . H35B H 0.2093 0.5199 0.6670 0.053 Uiso 1 1 calc R . . H35C H 0.2081 0.5979 0.6288 0.053 Uiso 1 1 calc R . . C36 C 0.33313(18) 0.6229(3) 0.72602(11) 0.0331(8) Uani 1 1 d . . . H36 H 0.3036 0.5989 0.7520 0.040 Uiso 1 1 calc R . . C37 C 0.41760(18) 0.6642(3) 0.72469(10) 0.0310(8) Uani 1 1 d . . . C38 C 0.4870(2) 0.6802(3) 0.76191(12) 0.0495(11) Uani 1 1 d . . . H38A H 0.4984 0.7458 0.7650 0.074 Uiso 1 1 calc R . . H38B H 0.5432 0.6490 0.7540 0.074 Uiso 1 1 calc R . . H38C H 0.4644 0.6561 0.7908 0.074 Uiso 1 1 calc R . . C39 C 0.51081(16) 0.7299(3) 0.65817(10) 0.0285(8) Uani 1 1 d . . . H39A H 0.5615 0.7304 0.6802 0.034 Uiso 1 1 calc R . . H39B H 0.5286 0.6911 0.6321 0.034 Uiso 1 1 calc R . . C40 C 0.52957(16) 0.9043(3) 0.65709(11) 0.0289(8) Uani 1 1 d . . . C41 C 0.59433(17) 0.9107(3) 0.69718(11) 0.0379(9) Uani 1 1 d . . . H41A H 0.6205 0.9720 0.6984 0.057 Uiso 1 1 calc R . . H41B H 0.6425 0.8656 0.6935 0.057 Uiso 1 1 calc R . . H41C H 0.5618 0.8984 0.7255 0.057 Uiso 1 1 calc R . . C42 C 0.49437(16) 0.9702(3) 0.62930(11) 0.0279(8) Uani 1 1 d . . . H42 H 0.5055 1.0340 0.6311 0.033 Uiso 1 1 calc R . . C43 C 0.43807(17) 0.9253(3) 0.59734(10) 0.0259(8) Uani 1 1 d . . . C44 C 0.38227(19) 0.9655(3) 0.55871(11) 0.0364(8) Uani 1 1 d . . . H44A H 0.3966 0.9338 0.5302 0.055 Uiso 1 1 calc R . . H44B H 0.3961 1.0306 0.5555 0.055 Uiso 1 1 calc R . . H44C H 0.3182 0.9579 0.5654 0.055 Uiso 1 1 calc R . . P1 P 0.22936(6) 0.32301(8) 0.37435(3) 0.0407(2) Uani 1 1 d . . . F1 F 0.18280(13) 0.3455(3) 0.42235(8) 0.0897(11) Uani 1 1 d . A . F2 F 0.27643(13) 0.3008(3) 0.32705(8) 0.1134(14) Uani 1 1 d . A . F3 F 0.1263(3) 0.3288(5) 0.35268(17) 0.0603(17) Uani 0.524(4) 1 d P A 1 F4 F 0.3173(3) 0.3152(6) 0.40354(16) 0.0547(18) Uani 0.524(4) 1 d P A 1 F5 F 0.1944(3) 0.2220(4) 0.39609(18) 0.0588(15) Uani 0.524(4) 1 d P A 1 F6 F 0.2453(5) 0.4250(4) 0.36166(19) 0.0750(19) Uani 0.524(4) 1 d P A 1 F7 F 0.1779(4) 0.4081(5) 0.35489(16) 0.0543(18) Uani 0.476(4) 1 d P A 2 F8 F 0.1598(4) 0.2568(7) 0.3528(3) 0.104(3) Uani 0.476(4) 1 d P A 2 F9 F 0.2970(4) 0.2392(6) 0.3862(2) 0.095(3) Uani 0.476(4) 1 d P A 2 F10 F 0.3149(3) 0.3908(6) 0.3893(2) 0.075(2) Uani 0.476(4) 1 d P A 2 P2 P 0.27067(6) 0.67705(8) 0.87437(3) 0.0402(2) Uani 1 1 d . . . F11 F 0.31713(13) 0.6543(3) 0.92232(8) 0.0915(12) Uani 1 1 d . A . F12 F 0.22353(13) 0.6988(3) 0.82687(8) 0.1103(14) Uani 1 1 d . A . F13 F 0.3733(3) 0.6712(5) 0.85295(17) 0.0601(17) Uani 0.524(4) 1 d P A 1 F14 F 0.3050(3) 0.7782(4) 0.89622(17) 0.0587(16) Uani 0.524(4) 1 d P A 1 F15 F 0.1829(3) 0.6844(6) 0.90342(16) 0.0527(17) Uani 0.524(4) 1 d P A 1 F16 F 0.2543(4) 0.5753(4) 0.86119(18) 0.0722(18) Uani 0.524(4) 1 d P A 1 F17 F 0.3217(4) 0.5922(5) 0.85492(16) 0.0524(17) Uani 0.476(4) 1 d P A 2 F18 F 0.3399(4) 0.7438(7) 0.8525(3) 0.108(3) Uani 0.476(4) 1 d P A 2 F19 F 0.2028(5) 0.7618(6) 0.8858(3) 0.102(3) Uani 0.476(4) 1 d P A 2 F20 F 0.1859(3) 0.6090(6) 0.8887(2) 0.074(2) Uani 0.476(4) 1 d P A 2 C100 C 0.8587(2) 0.5680(4) 0.18946(12) 0.0589(14) Uani 1 1 d . . . H10A H 0.8503 0.6238 0.1709 0.071 Uiso 1 1 calc R . . H10B H 0.8129 0.5229 0.1796 0.071 Uiso 1 1 calc R . . Cl1 Cl 0.84084(6) 0.59496(10) 0.24671(3) 0.0642(3) Uani 1 1 d . . . Cl2 Cl 0.96722(5) 0.52277(8) 0.17884(4) 0.0586(3) Uani 1 1 d . . . C101 C 0.6412(2) 0.4317(4) 0.68922(12) 0.0570(13) Uani 1 1 d . . . H10C H 0.6491 0.3758 0.6707 0.068 Uiso 1 1 calc R . . H10D H 0.6870 0.4766 0.6794 0.068 Uiso 1 1 calc R . . Cl3 Cl 0.65928(6) 0.40502(10) 0.74672(3) 0.0641(3) Uani 1 1 d . . . Cl4 Cl 0.53280(5) 0.47716(8) 0.67887(4) 0.0584(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02453(16) 0.0257(3) 0.0249(2) 0.0021(2) 0.00196(14) -0.00224(17) N1 0.0235(11) 0.032(2) 0.0225(14) -0.0029(13) -0.0028(10) -0.0019(11) N2 0.0285(12) 0.033(2) 0.0179(14) -0.0024(13) 0.0018(10) -0.0054(12) N3 0.0226(10) 0.0304(19) 0.0262(14) -0.0041(14) 0.0015(10) 0.0013(11) N4 0.0246(11) 0.0260(19) 0.0257(15) 0.0020(13) 0.0019(10) -0.0020(11) N5 0.0226(11) 0.0257(18) 0.0259(14) 0.0047(13) 0.0039(10) -0.0052(11) N6 0.0197(11) 0.0264(18) 0.0258(14) -0.0006(13) 0.0032(10) 0.0022(11) N7 0.0190(10) 0.0236(18) 0.0250(14) 0.0015(13) 0.0005(9) -0.0038(11) N8 0.0203(11) 0.033(2) 0.0228(14) -0.0018(13) 0.0012(10) 0.0009(11) C1 0.0336(15) 0.025(2) 0.0254(17) -0.0031(16) -0.0076(13) -0.0009(15) C2 0.0506(17) 0.031(3) 0.039(2) -0.0010(19) -0.0067(15) 0.0133(17) C3 0.0433(17) 0.030(2) 0.038(2) 0.0092(18) -0.0124(15) -0.0090(17) C4 0.0408(17) 0.034(3) 0.0307(19) 0.0066(18) -0.0028(15) -0.0117(17) C5 0.061(2) 0.048(3) 0.034(2) 0.007(2) 0.0094(16) -0.0163(19) C6 0.0295(13) 0.040(3) 0.0310(18) -0.0033(18) 0.0050(13) 0.0005(15) C7 0.0203(13) 0.030(2) 0.045(2) 0.0014(18) 0.0054(13) 0.0034(13) C8 0.0278(14) 0.049(3) 0.052(2) 0.005(2) 0.0076(14) 0.0039(16) C9 0.0255(14) 0.032(3) 0.043(2) 0.0049(18) -0.0032(13) 0.0025(14) C10 0.0307(15) 0.026(2) 0.0326(19) 0.0068(17) 0.0013(13) 0.0043(14) C11 0.0386(16) 0.037(3) 0.037(2) 0.0150(19) -0.0048(14) 0.0011(16) C12 0.0303(15) 0.029(2) 0.0283(18) -0.0054(16) -0.0041(13) -0.0001(14) C13 0.0382(16) 0.024(2) 0.043(2) -0.0079(18) 0.0040(14) -0.0086(15) C14 0.0368(16) 0.036(2) 0.0279(19) -0.0088(17) -0.0054(13) 0.0018(15) C15 0.0324(15) 0.034(2) 0.0214(17) -0.0082(16) 0.0028(13) 0.0039(14) C16 0.0499(18) 0.058(3) 0.031(2) -0.003(2) 0.0119(15) -0.0025(19) C17 0.0197(13) 0.039(2) 0.0343(19) 0.0013(18) 0.0004(12) 0.0029(15) C18 0.0182(13) 0.038(3) 0.0308(18) 0.0111(18) -0.0049(12) -0.0018(14) C19 0.0286(15) 0.042(3) 0.049(2) 0.015(2) 0.0013(14) -0.0070(15) C20 0.0237(13) 0.023(2) 0.0344(19) 0.0099(16) -0.0035(13) -0.0016(14) C21 0.0206(13) 0.027(2) 0.0318(19) 0.0016(17) -0.0082(12) 0.0018(14) C22 0.0483(17) 0.024(2) 0.042(2) -0.0035(18) 0.0005(15) 0.0015(16) Cu2 0.02479(16) 0.0251(2) 0.0248(2) -0.0016(2) -0.00285(14) -0.00241(17) N9 0.0254(11) 0.0267(19) 0.0268(15) -0.0010(13) -0.0029(10) -0.0025(11) N10 0.0211(10) 0.0331(19) 0.0270(14) 0.0012(14) -0.0038(9) -0.0013(11) N11 0.0269(12) 0.035(2) 0.0202(14) 0.0028(13) -0.0025(10) -0.0050(12) N12 0.0239(11) 0.0285(19) 0.0210(14) 0.0025(13) 0.0022(10) 0.0005(11) N13 0.0205(11) 0.0271(18) 0.0279(15) -0.0056(13) -0.0035(10) -0.0064(11) N14 0.0200(11) 0.034(2) 0.0249(14) 0.0010(13) -0.0050(10) 0.0006(11) N15 0.0184(11) 0.0220(18) 0.0286(15) -0.0012(13) -0.0017(10) -0.0059(11) N16 0.0200(11) 0.0285(19) 0.0236(14) -0.0009(13) -0.0020(10) 0.0003(11) C23 0.0285(15) 0.029(2) 0.0320(19) -0.0057(17) 0.0010(13) 0.0030(14) C24 0.0395(16) 0.033(3) 0.038(2) -0.0147(19) 0.0048(14) 0.0007(16) C25 0.0245(14) 0.034(3) 0.047(2) -0.0099(19) 0.0041(14) 0.0003(14) C26 0.0209(12) 0.028(2) 0.0415(19) -0.0003(18) -0.0066(12) 0.0029(13) C27 0.0267(14) 0.051(3) 0.055(2) -0.005(2) -0.0096(14) 0.0072(17) C28 0.0272(13) 0.039(3) 0.0281(17) 0.0050(17) -0.0045(12) 0.0039(15) C29 0.0411(17) 0.033(3) 0.0278(18) -0.0063(17) 0.0029(14) -0.0139(17) C30 0.059(2) 0.051(3) 0.036(2) -0.008(2) -0.0111(16) -0.016(2) C31 0.0456(18) 0.034(3) 0.037(2) -0.0133(19) 0.0136(15) -0.0062(17) C32 0.0333(15) 0.030(2) 0.0221(17) 0.0027(16) 0.0091(13) -0.0010(15) C33 0.0508(18) 0.035(3) 0.037(2) -0.0001(19) 0.0108(15) 0.0117(17) C34 0.0279(15) 0.029(2) 0.0285(18) 0.0050(16) 0.0041(13) 0.0010(14) C35 0.0334(15) 0.029(2) 0.043(2) 0.0082(18) -0.0012(14) -0.0080(15) C36 0.0344(15) 0.036(2) 0.0290(19) 0.0081(17) 0.0029(13) -0.0016(15) C37 0.0346(16) 0.034(2) 0.0241(18) 0.0056(17) -0.0033(13) 0.0030(15) C38 0.0540(19) 0.059(3) 0.035(2) 0.007(2) -0.0131(16) -0.005(2) C39 0.0193(13) 0.039(2) 0.0276(17) -0.0013(17) -0.0002(11) 0.0003(15) C40 0.0159(13) 0.040(3) 0.0305(18) -0.0109(18) 0.0044(12) -0.0022(14) C41 0.0280(15) 0.041(3) 0.045(2) -0.0163(19) -0.0006(14) -0.0095(15) C42 0.0256(14) 0.019(2) 0.039(2) -0.0106(17) 0.0037(13) -0.0048(14) C43 0.0220(13) 0.026(2) 0.0292(18) -0.0023(16) 0.0062(12) -0.0020(13) C44 0.0491(17) 0.024(2) 0.036(2) 0.0047(17) -0.0018(15) -0.0005(16) P1 0.0451(5) 0.0316(7) 0.0453(6) 0.0004(5) -0.0129(4) 0.0071(5) F1 0.0641(13) 0.152(4) 0.0535(16) 0.0258(19) 0.0181(11) -0.0061(15) F2 0.0670(13) 0.209(4) 0.0642(17) -0.079(2) -0.0320(12) 0.0835(18) F3 0.052(3) 0.073(5) 0.055(3) 0.008(3) -0.010(2) 0.023(3) F4 0.030(2) 0.100(6) 0.034(3) 0.015(3) -0.0065(16) -0.018(3) F5 0.063(3) 0.037(3) 0.076(4) 0.017(3) -0.007(2) -0.009(2) F6 0.102(5) 0.035(4) 0.088(4) 0.024(3) 0.024(4) -0.014(3) F7 0.061(3) 0.052(5) 0.049(3) 0.002(3) 0.001(3) 0.043(3) F8 0.066(4) 0.104(8) 0.142(7) -0.052(6) 0.034(4) -0.050(4) F9 0.104(5) 0.074(6) 0.106(6) 0.050(5) 0.030(4) 0.054(4) F10 0.039(3) 0.138(8) 0.049(4) -0.038(4) 0.005(3) -0.032(4) P2 0.0457(5) 0.0317(7) 0.0433(6) -0.0005(5) 0.0119(4) 0.0073(5) F11 0.0646(13) 0.154(4) 0.0562(16) -0.0237(19) -0.0195(11) -0.0099(16) F12 0.0670(13) 0.199(4) 0.0648(17) 0.076(2) 0.0302(12) 0.0816(18) F13 0.047(2) 0.078(5) 0.055(3) -0.009(3) 0.009(2) 0.021(3) F14 0.066(3) 0.042(3) 0.068(3) -0.015(3) 0.009(2) -0.007(2) F15 0.0249(19) 0.100(6) 0.033(3) -0.013(3) 0.0041(16) -0.009(3) F16 0.097(4) 0.038(4) 0.081(4) -0.027(3) -0.021(4) -0.010(3) F17 0.059(3) 0.051(5) 0.046(3) -0.005(3) -0.004(3) 0.038(3) F18 0.068(4) 0.100(8) 0.155(7) 0.063(6) -0.042(4) -0.048(4) F19 0.116(5) 0.076(6) 0.115(6) -0.056(5) -0.047(4) 0.072(5) F20 0.044(3) 0.130(7) 0.048(4) 0.031(4) 0.002(3) -0.020(4) C100 0.0452(19) 0.092(4) 0.040(2) 0.003(3) 0.0031(16) 0.025(2) Cl1 0.0605(6) 0.0888(11) 0.0434(6) -0.0120(6) 0.0123(4) -0.0096(6) Cl2 0.0399(4) 0.0514(8) 0.0847(8) -0.0079(6) 0.0162(4) 0.0052(5) C101 0.0443(19) 0.088(4) 0.039(2) -0.004(3) -0.0016(16) 0.022(2) Cl3 0.0599(6) 0.0887(11) 0.0436(6) 0.0104(7) -0.0126(4) -0.0081(6) Cl4 0.0404(4) 0.0510(8) 0.0835(8) 0.0080(6) -0.0164(4) 0.0050(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.986(3) . y Cu1 N8 1.995(3) . y Cu1 N5 2.073(3) . y Cu1 N4 2.099(2) . y N1 C1 1.330(4) . ? N1 N2 1.376(3) . y N2 C4 1.341(4) . ? N2 C6 1.430(4) . ? N3 C7 1.356(3) . ? N3 N4 1.364(3) . y N3 C6 1.422(4) . ? N4 C10 1.332(4) . ? N5 C12 1.314(4) . ? N5 N6 1.367(3) . y N6 C15 1.346(3) . ? N6 C17 1.441(4) . ? N7 C18 1.361(4) . ? N7 N8 1.374(3) . y N7 C17 1.422(5) . ? N8 C21 1.318(4) . ? C1 C3 1.392(4) . ? C1 C2 1.499(4) . ? C3 C4 1.357(5) . ? C4 C5 1.492(4) . ? C7 C9 1.358(4) . ? C7 C8 1.482(4) . ? C9 C10 1.409(4) . ? C10 C11 1.487(4) . ? C12 C14 1.390(4) . ? C12 C13 1.500(4) . ? C14 C15 1.364(4) . ? C15 C16 1.491(4) . ? C18 C20 1.348(5) . ? C18 C19 1.496(4) . ? C20 C21 1.395(4) . ? C21 C22 1.492(4) . ? Cu2 N12 1.982(3) . y Cu2 N16 1.993(3) . y Cu2 N13 2.067(3) . y Cu2 N9 2.097(2) . y N9 C23 1.338(4) . ? N9 N10 1.354(3) . y N10 C26 1.362(3) . ? N10 C28 1.428(3) . ? N11 C29 1.353(4) . ? N11 N12 1.369(3) . y N11 C28 1.433(4) . ? N12 C32 1.322(4) . ? N13 C34 1.321(4) . ? N13 N14 1.359(3) . y N14 C37 1.345(4) . ? N14 C39 1.444(4) . ? N15 C40 1.352(4) . ? N15 N16 1.363(3) . y N15 C39 1.422(5) . ? N16 C43 1.325(4) . ? C23 C25 1.398(4) . ? C23 C24 1.480(4) . ? C25 C26 1.349(4) . ? C26 C27 1.479(4) . ? C29 C31 1.355(5) . ? C29 C30 1.482(4) . ? C31 C32 1.385(4) . ? C32 C33 1.493(4) . ? C34 C36 1.391(4) . ? C34 C35 1.502(4) . ? C36 C37 1.366(4) . ? C37 C38 1.487(4) . ? C40 C42 1.339(5) . ? C40 C41 1.490(4) . ? C42 C43 1.388(4) . ? C43 C44 1.490(4) . ? P1 F8 1.519(6) . ? P1 F6 1.526(5) . ? P1 F4 1.532(4) . ? P1 F7 1.538(5) . ? P1 F2 1.559(2) . ? P1 F1 1.574(2) . ? P1 F9 1.590(6) . ? P1 F3 1.624(4) . ? P1 F10 1.635(6) . ? P1 F5 1.660(5) . ? P2 F16 1.527(5) . ? P2 F18 1.528(6) . ? P2 F15 1.533(4) . ? P2 F17 1.534(5) . ? P2 F12 1.558(2) . ? P2 F11 1.568(3) . ? P2 F19 1.601(5) . ? P2 F13 1.620(4) . ? P2 F20 1.628(6) . ? P2 F14 1.658(5) . ? C100 Cl1 1.712(3) . ? C100 Cl2 1.736(3) . ? C101 Cl3 1.717(3) . ? C101 Cl4 1.732(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N8 134.61(9) . . y N1 Cu1 N5 111.23(11) . . y N8 Cu1 N5 95.80(10) . . y N1 Cu1 N4 95.43(9) . . y N8 Cu1 N4 110.52(10) . . y N5 Cu1 N4 107.88(9) . . y C1 N1 N2 105.0(3) . . ? C1 N1 Cu1 133.1(2) . . ? N2 N1 Cu1 120.1(2) . . ? C4 N2 N1 111.4(3) . . ? C4 N2 C6 130.5(3) . . ? N1 N2 C6 118.0(3) . . ? C7 N3 N4 112.5(2) . . ? C7 N3 C6 129.8(2) . . ? N4 N3 C6 117.7(2) . . ? C10 N4 N3 104.8(2) . . ? C10 N4 Cu1 129.4(2) . . ? N3 N4 Cu1 115.04(18) . . ? C12 N5 N6 105.0(2) . . ? C12 N5 Cu1 133.84(18) . . ? N6 N5 Cu1 116.57(19) . . ? C15 N6 N5 111.9(2) . . ? C15 N6 C17 130.3(2) . . ? N5 N6 C17 117.6(2) . . ? C18 N7 N8 110.7(3) . . ? C18 N7 C17 131.1(3) . . ? N8 N7 C17 118.2(3) . . ? C21 N8 N7 105.0(3) . . ? C21 N8 Cu1 132.32(19) . . ? N7 N8 Cu1 118.5(2) . . ? N1 C1 C3 110.0(3) . . ? N1 C1 C2 119.7(3) . . ? C3 C1 C2 130.3(3) . . ? C4 C3 C1 107.1(3) . . ? N2 C4 C3 106.5(3) . . ? N2 C4 C5 122.2(3) . . ? C3 C4 C5 131.3(4) . . ? N3 C6 N2 112.8(3) . . ? N3 C7 C9 105.8(2) . . ? N3 C7 C8 123.6(3) . . ? C9 C7 C8 130.6(2) . . ? C7 C9 C10 106.9(2) . . ? N4 C10 C9 110.0(3) . . ? N4 C10 C11 119.7(2) . . ? C9 C10 C11 130.2(3) . . ? N5 C12 C14 110.7(2) . . ? N5 C12 C13 120.1(3) . . ? C14 C12 C13 129.1(3) . . ? C15 C14 C12 106.7(3) . . ? N6 C15 C14 105.7(2) . . ? N6 C15 C16 122.6(3) . . ? C14 C15 C16 131.7(3) . . ? N7 C17 N6 112.2(2) . . ? C20 C18 N7 106.9(3) . . ? C20 C18 C19 131.7(3) . . ? N7 C18 C19 121.3(3) . . ? C18 C20 C21 106.3(3) . . ? N8 C21 C20 111.1(3) . . ? N8 C21 C22 120.3(3) . . ? C20 C21 C22 128.5(3) . . ? N12 Cu2 N16 134.22(9) . . y N12 Cu2 N13 111.33(11) . . y N16 Cu2 N13 96.01(10) . . y N12 Cu2 N9 95.68(10) . . y N16 Cu2 N9 110.73(11) . . y N13 Cu2 N9 107.36(9) . . y C23 N9 N10 105.2(2) . . ? C23 N9 Cu2 130.0(2) . . ? N10 N9 Cu2 115.10(19) . . ? N9 N10 C26 111.9(2) . . ? N9 N10 C28 118.2(2) . . ? C26 N10 C28 129.8(2) . . ? C29 N11 N12 111.1(3) . . ? C29 N11 C28 130.5(3) . . ? N12 N11 C28 118.4(3) . . ? C32 N12 N11 105.2(3) . . ? C32 N12 Cu2 133.3(2) . . ? N11 N12 Cu2 119.87(19) . . ? C34 N13 N14 104.9(2) . . ? C34 N13 Cu2 133.93(19) . . ? N14 N13 Cu2 116.67(19) . . ? C37 N14 N13 111.9(2) . . ? C37 N14 C39 130.3(2) . . ? N13 N14 C39 117.5(2) . . ? C40 N15 N16 111.4(3) . . ? C40 N15 C39 130.4(3) . . ? N16 N15 C39 118.1(3) . . ? C43 N16 N15 104.6(3) . . ? C43 N16 Cu2 132.39(19) . . ? N15 N16 Cu2 118.6(2) . . ? N9 C23 C25 109.6(3) . . ? N9 C23 C24 120.0(2) . . ? C25 C23 C24 130.5(3) . . ? C26 C25 C23 107.5(2) . . ? C25 C26 N10 105.8(2) . . ? C25 C26 C27 131.2(2) . . ? N10 C26 C27 123.0(3) . . ? N10 C28 N11 113.1(3) . . ? N11 C29 C31 106.3(3) . . ? N11 C29 C30 122.0(3) . . ? C31 C29 C30 131.7(4) . . ? C29 C31 C32 106.9(3) . . ? N12 C32 C31 110.5(3) . . ? N12 C32 C33 120.0(3) . . ? C31 C32 C33 129.5(4) . . ? N13 C34 C36 111.0(3) . . ? N13 C34 C35 120.1(3) . . ? C36 C34 C35 128.9(3) . . ? C37 C36 C34 105.9(3) . . ? N14 C37 C36 106.2(2) . . ? N14 C37 C38 122.7(3) . . ? C36 C37 C38 131.0(3) . . ? N15 C39 N14 112.8(2) . . ? C42 C40 N15 106.5(3) . . ? C42 C40 C41 131.2(3) . . ? N15 C40 C41 122.3(3) . . ? C40 C42 C43 106.9(3) . . ? N16 C43 C42 110.6(3) . . ? N16 C43 C44 120.1(3) . . ? C42 C43 C44 129.3(3) . . ? F8 P1 F6 127.1(5) . . ? F8 P1 F4 137.0(5) . . ? F6 P1 F4 94.3(4) . . ? F8 P1 F7 91.4(4) . . ? F6 P1 F7 39.2(3) . . ? F4 P1 F7 131.5(4) . . ? F8 P1 F2 79.1(3) . . ? F6 P1 F2 85.4(2) . . ? F4 P1 F2 95.4(2) . . ? F7 P1 F2 93.4(2) . . ? F8 P1 F1 101.4(2) . . ? F6 P1 F1 94.6(2) . . ? F4 P1 F1 84.0(2) . . ? F7 P1 F1 86.9(2) . . ? F2 P1 F1 179.43(13) . . ? F8 P1 F9 91.5(6) . . ? F6 P1 F9 133.0(4) . . ? F4 P1 F9 46.5(3) . . ? F7 P1 F9 168.3(3) . . ? F2 P1 F9 76.1(3) . . ? F1 P1 F9 103.6(3) . . ? F8 P1 F3 42.4(3) . . ? F6 P1 F3 90.0(3) . . ? F4 P1 F3 169.2(3) . . ? F7 P1 F3 51.1(3) . . ? F2 P1 F3 94.8(2) . . ? F1 P1 F3 85.8(2) . . ? F9 P1 F3 133.7(5) . . ? F8 P1 F10 169.9(3) . . ? F6 P1 F10 51.4(3) . . ? F4 P1 F10 42.8(3) . . ? F7 P1 F10 89.6(4) . . ? F2 P1 F10 90.8(2) . . ? F1 P1 F10 88.7(2) . . ? F9 P1 F10 85.6(4) . . ? F3 P1 F10 140.5(4) . . ? F8 P1 F5 53.3(4) . . ? F6 P1 F5 167.1(3) . . ? F4 P1 F5 89.2(3) . . ? F7 P1 F5 133.0(3) . . ? F2 P1 F5 106.7(2) . . ? F1 P1 F5 73.4(2) . . ? F9 P1 F5 56.6(3) . . ? F3 P1 F5 84.6(3) . . ? F10 P1 F5 130.9(4) . . ? F16 P2 F18 126.8(5) . . ? F16 P2 F15 94.1(4) . . ? F18 P2 F15 137.2(5) . . ? F16 P2 F17 39.2(2) . . ? F18 P2 F17 91.5(4) . . ? F15 P2 F17 131.3(4) . . ? F16 P2 F12 84.6(2) . . ? F18 P2 F12 78.6(3) . . ? F15 P2 F12 95.7(2) . . ? F17 P2 F12 93.0(2) . . ? F16 P2 F11 94.9(2) . . ? F18 P2 F11 102.1(3) . . ? F15 P2 F11 83.8(2) . . ? F17 P2 F11 87.0(2) . . ? F12 P2 F11 179.31(18) . . ? F16 P2 F19 132.9(4) . . ? F18 P2 F19 91.0(6) . . ? F15 P2 F19 47.2(3) . . ? F17 P2 F19 168.0(3) . . ? F12 P2 F19 76.0(3) . . ? F11 P2 F19 103.9(3) . . ? F16 P2 F13 90.0(3) . . ? F18 P2 F13 42.7(3) . . ? F15 P2 F13 169.3(2) . . ? F17 P2 F13 51.1(3) . . ? F12 P2 F13 94.6(2) . . ? F11 P2 F13 85.9(2) . . ? F19 P2 F13 133.4(5) . . ? F16 P2 F20 51.1(3) . . ? F18 P2 F20 169.2(3) . . ? F15 P2 F20 43.0(3) . . ? F17 P2 F20 89.2(4) . . ? F12 P2 F20 90.6(2) . . ? F11 P2 F20 88.7(2) . . ? F19 P2 F20 86.2(4) . . ? F13 P2 F20 140.1(4) . . ? F16 P2 F14 167.9(3) . . ? F18 P2 F14 53.8(4) . . ? F15 P2 F14 89.1(3) . . ? F17 P2 F14 133.4(3) . . ? F12 P2 F14 106.8(2) . . ? F11 P2 F14 73.7(2) . . ? F19 P2 F14 56.1(3) . . ? F13 P2 F14 85.0(3) . . ? F20 P2 F14 131.0(3) . . ? Cl1 C100 Cl2 113.29(19) . . ? Cl3 C101 Cl4 112.71(18) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C101 H10C F18 0.97 2.02 2.965(9) 165.7 2_646 C100 H10A F8 0.97 2.03 2.982(9) 165.7 2_655 C30 H30B F19 0.96 2.01 2.933(7) 161.7 4_575 C30 H30B F14 0.96 2.38 3.167(6) 138.5 4_575 C101 H10D F6 0.97 2.09 3.020(7) 160.0 3_666 C100 H10B F16 0.97 2.08 3.006(7) 159.9 3_666 C5 H5A F5 0.96 2.38 3.166(6) 138.6 4_565 C5 H5A F9 0.96 2.03 2.930(7) 155.7 4_565 C38 H38C F13 0.96 2.24 3.106(6) 149.5 . C16 H16A F3 0.96 2.24 3.088(6) 147.4 . _diffrn_measured_fraction_theta_max 0.826 _diffrn_reflns_theta_full 32.38 _diffrn_measured_fraction_theta_full 0.826 _refine_diff_density_max 0.356 _refine_diff_density_min -0.421 _refine_diff_density_rms 0.052 #===END data_c60s _database_code_depnum_ccdc_archive 'CCDC 604027' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H32 Ag F3 N8 O3 S' _chemical_formula_weight 665.50 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MOnoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.8993(6) _cell_length_b 15.4860(6) _cell_length_c 14.2529(6) _cell_angle_alpha 90.00 _cell_angle_beta 112.878(6) _cell_angle_gamma 90.00 _cell_volume 2826.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8294 _cell_measurement_theta_min 4.0 _cell_measurement_theta_max 32.1 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 0.847 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7022 _exptl_absorpt_correction_T_max 0.8489 _exptl_absorpt_process_details ; SADABS; Area-Detector Absorption Correction. Bruker-AXS within SAINT+ package, v. 6.02 (1999). ; _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 'Xcalibur Oxford Diffraction' _diffrn_measurement_method '\w rotations with narrow frames' _diffrn_detector_area_resol_mean 16.06 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24203 _diffrn_reflns_av_R_equivalents 0.0161 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.91 _diffrn_reflns_theta_max 32.06 _reflns_number_total 8881 _reflns_number_gt 7695 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Crysalis CCD' _computing_cell_refinement 'Crysalis RED' _computing_data_reduction 'Crysalis RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP, SHELXTL v. 6.10 (Bruker, 2000)' _computing_publication_material 'XCIF, SHELXTL v. 6.10 (Bruker, 2000)' _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^+1.7276P] 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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8881 _refine_ls_number_parameters 360 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0349 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0778 _refine_ls_wR_factor_gt 0.0760 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.169070(10) 0.390384(8) 0.720954(9) 0.02040(4) Uani 1 1 d . . . N1 N 0.20258(10) 0.47417(9) 0.86473(10) 0.0174(2) Uani 1 1 d . . . N2 N 0.28057(10) 0.53460(8) 0.88518(10) 0.0160(2) Uani 1 1 d . . . N3 N 0.35454(10) 0.52770(8) 0.75773(10) 0.0163(2) Uani 1 1 d . . . N4 N 0.31497(10) 0.45149(9) 0.71117(10) 0.0180(2) Uani 1 1 d . . . N5 N 0.04374(10) 0.33572(9) 0.58200(10) 0.0176(2) Uani 1 1 d . . . N6 N -0.01205(10) 0.26438(9) 0.58694(10) 0.0161(2) Uani 1 1 d . . . N7 N 0.10990(10) 0.18993(8) 0.73360(10) 0.0155(2) Uani 1 1 d . . . N8 N 0.19027(10) 0.24486(9) 0.78504(10) 0.0173(2) Uani 1 1 d . . . C1 C 0.21165(13) 0.44389(11) 0.95585(12) 0.0193(3) Uani 1 1 d . . . C2 C 0.14087(15) 0.37421(12) 0.96429(15) 0.0261(3) Uani 1 1 d . . . H2A H 0.0686 0.3879 0.9198 0.039 Uiso 1 1 calc R . . H2B H 0.1468 0.3702 1.0349 0.039 Uiso 1 1 calc R . . H2C H 0.1609 0.3189 0.9436 0.039 Uiso 1 1 calc R . . C3 C 0.29394(13) 0.48545(11) 1.03424(12) 0.0214(3) Uani 1 1 d . . . H3 H 0.3154 0.4762 1.1054 0.026 Uiso 1 1 calc R . . C4 C 0.33738(12) 0.54257(10) 0.98709(12) 0.0186(3) Uani 1 1 d . . . C5 C 0.42690(15) 0.60351(12) 1.03101(14) 0.0267(4) Uani 1 1 d . . . H5A H 0.4869 0.5815 1.0183 0.040 Uiso 1 1 calc R . . H5B H 0.4457 0.6087 1.1046 0.040 Uiso 1 1 calc R . . H5C H 0.4069 0.6603 0.9990 0.040 Uiso 1 1 calc R . . C6 C 0.29360(12) 0.57809(10) 0.80107(12) 0.0166(3) Uani 1 1 d . . . H6A H 0.3287 0.6342 0.8250 0.020 Uiso 1 1 calc R . . H6B H 0.2240 0.5899 0.7474 0.020 Uiso 1 1 calc R . . C7 C 0.44719(12) 0.54739(11) 0.75076(12) 0.0178(3) Uani 1 1 d . . . C8 C 0.50342(14) 0.63041(12) 0.78955(15) 0.0244(3) Uani 1 1 d . . . H8A H 0.4592 0.6789 0.7533 0.037 Uiso 1 1 calc R . . H8B H 0.5686 0.6312 0.7782 0.037 Uiso 1 1 calc R . . H8C H 0.5193 0.6356 0.8626 0.037 Uiso 1 1 calc R . . C9 C 0.46886(13) 0.47943(11) 0.69939(12) 0.0202(3) Uani 1 1 d . . . H9 H 0.5287 0.4729 0.6833 0.024 Uiso 1 1 calc R . . C10 C 0.38458(13) 0.42177(11) 0.67572(12) 0.0186(3) Uani 1 1 d . . . C11 C 0.36411(15) 0.33988(12) 0.61557(14) 0.0259(3) Uani 1 1 d . . . H11A H 0.3233 0.3006 0.6396 0.039 Uiso 1 1 calc R . . H11B H 0.4307 0.3126 0.6244 0.039 Uiso 1 1 calc R . . H11C H 0.3250 0.3528 0.5433 0.039 Uiso 1 1 calc R . . C12 C 0.01449(13) 0.35279(11) 0.48269(12) 0.0191(3) Uani 1 1 d . . . C13 C 0.06345(15) 0.42548(12) 0.44838(14) 0.0271(4) Uani 1 1 d . . . H13A H 0.1042 0.4613 0.5071 0.041 Uiso 1 1 calc R . . H13B H 0.0088 0.4606 0.3984 0.041 Uiso 1 1 calc R . . H13C H 0.1096 0.4022 0.4172 0.041 Uiso 1 1 calc R . . C14 C -0.06141(13) 0.29287(11) 0.42411(12) 0.0197(3) Uani 1 1 d . . . H14 H -0.0951 0.2911 0.3520 0.024 Uiso 1 1 calc R . . C15 C -0.07699(12) 0.23716(11) 0.49260(12) 0.0178(3) Uani 1 1 d . . . C16 C -0.14992(14) 0.16289(12) 0.47636(13) 0.0248(3) Uani 1 1 d . . . H16A H -0.1098 0.1101 0.5034 0.037 Uiso 1 1 calc R . . H16B H -0.1912 0.1558 0.4033 0.037 Uiso 1 1 calc R . . H16C H -0.1968 0.1739 0.5116 0.037 Uiso 1 1 calc R . . C17 C 0.00600(11) 0.22653(10) 0.68559(11) 0.0161(3) Uani 1 1 d . . . H17A H -0.0035 0.2715 0.7307 0.019 Uiso 1 1 calc R . . H17B H -0.0464 0.1807 0.6770 0.019 Uiso 1 1 calc R . . C18 C 0.14353(12) 0.10713(10) 0.73576(11) 0.0164(3) Uani 1 1 d . . . C19 C 0.07260(14) 0.03306(11) 0.68689(13) 0.0228(3) Uani 1 1 d . . . H19A H 0.0134 0.0333 0.7080 0.034 Uiso 1 1 calc R . . H19B H 0.1111 -0.0213 0.7080 0.034 Uiso 1 1 calc R . . H19C H 0.0468 0.0386 0.6127 0.034 Uiso 1 1 calc R . . C20 C 0.25030(12) 0.10869(10) 0.79097(12) 0.0185(3) Uani 1 1 d . . . H20 H 0.2969 0.0610 0.8064 0.022 Uiso 1 1 calc R . . C21 C 0.27581(12) 0.19551(11) 0.81958(11) 0.0175(3) Uani 1 1 d . . . C22 C 0.37986(13) 0.23572(12) 0.87973(13) 0.0231(3) Uani 1 1 d . . . H22A H 0.4086 0.2608 0.8330 0.035 Uiso 1 1 calc R . . H22B H 0.4277 0.1915 0.9217 0.035 Uiso 1 1 calc R . . H22C H 0.3713 0.2811 0.9237 0.035 Uiso 1 1 calc R . . S2 S 0.70544(3) 0.17403(2) 0.15515(3) 0.01727(7) Uani 1 1 d . . . O1 O 0.72045(12) 0.10540(8) 0.22787(10) 0.0303(3) Uani 1 1 d . . . O2 O 0.79389(10) 0.23013(10) 0.17385(11) 0.0330(3) Uani 1 1 d . . . O3 O 0.60788(10) 0.21951(9) 0.12685(12) 0.0320(3) Uani 1 1 d . . . C23 C 0.6912(2) 0.11646(13) 0.03922(16) 0.0384(5) Uani 1 1 d . . . F1 F 0.77695(19) 0.07345(13) 0.05022(15) 0.0786(6) Uani 1 1 d . . . F2 F 0.61253(18) 0.06007(11) 0.01564(11) 0.0728(6) Uani 1 1 d . . . F3 F 0.67076(14) 0.17007(10) -0.03955(10) 0.0530(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 Ag1 0.02173(6) 0.01600(6) 0.02181(6) -0.00347(4) 0.00665(5) -0.00549(4) N1 0.0177(6) 0.0151(6) 0.0214(6) -0.0044(5) 0.0098(5) -0.0033(5) N2 0.0166(6) 0.0132(6) 0.0187(6) -0.0016(4) 0.0074(5) -0.0011(4) N3 0.0173(6) 0.0124(6) 0.0212(6) -0.0009(4) 0.0096(5) -0.0008(4) N4 0.0204(6) 0.0141(6) 0.0213(6) -0.0027(5) 0.0103(5) -0.0012(5) N5 0.0190(6) 0.0168(6) 0.0176(6) 0.0001(5) 0.0078(5) -0.0031(5) N6 0.0156(6) 0.0164(6) 0.0152(5) 0.0005(4) 0.0047(5) -0.0017(5) N7 0.0138(5) 0.0150(6) 0.0161(5) 0.0000(4) 0.0041(4) -0.0013(4) N8 0.0155(6) 0.0168(6) 0.0176(6) -0.0019(5) 0.0042(5) -0.0034(5) C1 0.0213(7) 0.0166(7) 0.0232(7) -0.0007(6) 0.0122(6) 0.0014(6) C2 0.0310(9) 0.0231(8) 0.0313(9) -0.0014(7) 0.0199(7) -0.0053(7) C3 0.0247(8) 0.0194(7) 0.0194(7) 0.0016(6) 0.0077(6) 0.0023(6) C4 0.0182(7) 0.0158(7) 0.0195(7) -0.0014(5) 0.0048(6) 0.0015(5) C5 0.0253(8) 0.0231(8) 0.0239(8) 0.0006(6) 0.0012(7) -0.0050(6) C6 0.0174(7) 0.0120(6) 0.0213(7) -0.0003(5) 0.0085(6) 0.0013(5) C7 0.0160(6) 0.0182(7) 0.0196(7) 0.0043(5) 0.0073(5) 0.0006(5) C8 0.0201(7) 0.0211(8) 0.0334(9) 0.0012(6) 0.0118(7) -0.0032(6) C9 0.0182(7) 0.0238(8) 0.0209(7) 0.0034(6) 0.0102(6) 0.0036(6) C10 0.0205(7) 0.0184(7) 0.0178(6) 0.0013(5) 0.0083(6) 0.0037(6) C11 0.0291(8) 0.0243(8) 0.0261(8) -0.0062(6) 0.0126(7) 0.0039(7) C12 0.0213(7) 0.0194(7) 0.0184(7) 0.0009(5) 0.0096(6) 0.0008(6) C13 0.0347(9) 0.0262(9) 0.0254(8) 0.0033(7) 0.0171(7) -0.0043(7) C14 0.0208(7) 0.0216(8) 0.0157(6) -0.0001(5) 0.0059(6) 0.0030(6) C15 0.0160(6) 0.0187(7) 0.0166(6) -0.0011(5) 0.0041(5) 0.0012(5) C16 0.0235(8) 0.0247(8) 0.0213(7) -0.0025(6) 0.0032(6) -0.0072(6) C17 0.0149(6) 0.0176(7) 0.0157(6) 0.0014(5) 0.0059(5) -0.0003(5) C18 0.0194(7) 0.0145(7) 0.0164(6) 0.0007(5) 0.0080(5) -0.0013(5) C19 0.0236(8) 0.0164(7) 0.0260(8) -0.0018(6) 0.0069(6) -0.0040(6) C20 0.0178(6) 0.0171(7) 0.0203(7) 0.0022(5) 0.0072(5) 0.0026(6) C21 0.0165(6) 0.0194(7) 0.0154(6) 0.0011(5) 0.0049(5) -0.0008(5) C22 0.0168(7) 0.0274(8) 0.0218(7) -0.0007(6) 0.0038(6) -0.0046(6) S2 0.01615(16) 0.01517(17) 0.01850(16) -0.00244(13) 0.00458(13) 0.00040(13) O1 0.0410(8) 0.0230(6) 0.0219(6) 0.0032(5) 0.0069(5) 0.0045(5) O2 0.0223(6) 0.0387(8) 0.0366(7) -0.0086(6) 0.0100(6) -0.0119(6) O3 0.0218(6) 0.0252(7) 0.0500(8) 0.0061(6) 0.0150(6) 0.0063(5) C23 0.0662(15) 0.0243(10) 0.0248(9) -0.0061(7) 0.0178(10) -0.0011(9) F1 0.1274(18) 0.0616(11) 0.0724(12) 0.0017(9) 0.0668(13) 0.0484(12) F2 0.1277(17) 0.0465(9) 0.0334(7) -0.0198(6) 0.0193(9) -0.0473(10) F3 0.0889(12) 0.0457(8) 0.0229(6) -0.0001(5) 0.0199(7) -0.0083(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 Ag1 N5 2.2341(13) . y Ag1 N4 2.2906(13) . y Ag1 N1 2.3146(13) . y Ag1 N8 2.4064(14) . y N1 C1 1.340(2) . ? N1 N2 1.3747(18) . ? N2 C4 1.363(2) . ? N2 C6 1.447(2) . ? N3 N4 1.3609(18) . ? N3 C7 1.3640(19) . ? N3 C6 1.454(2) . ? N4 C10 1.335(2) . ? N5 C12 1.338(2) . ? N5 N6 1.3672(18) . ? N6 C15 1.3626(19) . ? N6 C17 1.4525(19) . ? N7 C18 1.361(2) . ? N7 N8 1.3682(18) . ? N7 C17 1.4515(19) . ? N8 C21 1.336(2) . ? C1 C3 1.406(2) . ? C1 C2 1.496(2) . ? C3 C4 1.383(2) . ? C4 C5 1.492(2) . ? C7 C9 1.381(2) . ? C7 C8 1.494(2) . ? C9 C10 1.406(2) . ? C10 C11 1.495(2) . ? C12 C14 1.409(2) . ? C12 C13 1.493(2) . ? C14 C15 1.381(2) . ? C15 C16 1.491(2) . ? C18 C20 1.383(2) . ? C18 C19 1.496(2) . ? C20 C21 1.410(2) . ? C21 C22 1.500(2) . ? S2 O3 1.4396(13) . ? S2 O1 1.4419(14) . ? S2 O2 1.4430(14) . ? S2 C23 1.819(2) . ? C23 F1 1.321(3) . ? C23 F3 1.335(2) . ? C23 F2 1.336(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 N5 Ag1 N4 120.41(5) . . y N5 Ag1 N1 144.73(5) . . y N4 Ag1 N1 86.80(5) . . y N5 Ag1 N8 85.40(5) . . y N4 Ag1 N8 115.42(5) . . y N1 Ag1 N8 103.66(5) . . y C1 N1 N2 105.27(13) . . ? C1 N1 Ag1 124.94(11) . . ? N2 N1 Ag1 116.11(9) . . ? C4 N2 N1 111.72(13) . . ? C4 N2 C6 129.34(13) . . ? N1 N2 C6 118.92(13) . . ? N4 N3 C7 111.87(13) . . ? N4 N3 C6 118.73(12) . . ? C7 N3 C6 129.29(14) . . ? C10 N4 N3 105.57(13) . . ? C10 N4 Ag1 132.02(11) . . ? N3 N4 Ag1 121.88(9) . . ? C12 N5 N6 105.60(13) . . ? C12 N5 Ag1 132.40(11) . . ? N6 N5 Ag1 121.53(9) . . ? C15 N6 N5 111.75(13) . . ? C15 N6 C17 129.00(13) . . ? N5 N6 C17 119.21(12) . . ? C18 N7 N8 111.83(12) . . ? C18 N7 C17 130.43(13) . . ? N8 N7 C17 117.73(12) . . ? C21 N8 N7 105.43(13) . . ? C21 N8 Ag1 129.47(10) . . ? N7 N8 Ag1 115.14(9) . . ? N1 C1 C3 110.54(14) . . ? N1 C1 C2 120.88(15) . . ? C3 C1 C2 128.57(15) . . ? C4 C3 C1 106.29(14) . . ? N2 C4 C3 106.17(14) . . ? N2 C4 C5 123.21(15) . . ? C3 C4 C5 130.61(15) . . ? N2 C6 N3 112.56(12) . . ? N3 C7 C9 105.96(14) . . ? N3 C7 C8 122.56(14) . . ? C9 C7 C8 131.41(15) . . ? C7 C9 C10 106.15(14) . . ? N4 C10 C9 110.43(14) . . ? N4 C10 C11 120.34(15) . . ? C9 C10 C11 129.16(15) . . ? N5 C12 C14 110.25(14) . . ? N5 C12 C13 120.38(15) . . ? C14 C12 C13 129.35(15) . . ? C15 C14 C12 106.22(14) . . ? N6 C15 C14 106.17(14) . . ? N6 C15 C16 122.79(14) . . ? C14 C15 C16 131.00(15) . . ? N7 C17 N6 112.31(12) . . ? N7 C18 C20 106.23(13) . . ? N7 C18 C19 123.60(14) . . ? C20 C18 C19 130.17(15) . . ? C18 C20 C21 105.95(14) . . ? N8 C21 C20 110.56(14) . . ? N8 C21 C22 119.69(15) . . ? C20 C21 C22 129.75(15) . . ? O3 S2 O1 114.79(9) . . ? O3 S2 O2 113.52(9) . . ? O1 S2 O2 115.86(9) . . ? O3 S2 C23 103.13(11) . . ? O1 S2 C23 103.06(9) . . ? O2 S2 C23 104.30(10) . . ? F1 C23 F3 107.5(2) . . ? F1 C23 F2 108.2(2) . . ? F3 C23 F2 108.0(2) . . ? F1 C23 S2 111.39(17) . . ? F3 C23 S2 111.81(14) . . ? F2 C23 S2 109.77(17) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C11 H11B O3 0.98 2.50 3.454(2) 164.5 4_566 C5 H5C O3 0.98 2.54 3.459(2) 156.6 3_666 C6 H6A O3 0.99 2.43 3.415(2) 172.4 3_666 C19 H19B O1 0.98 2.52 3.410(2) 151.0 3_656 C16 H16B O1 0.98 2.45 3.409(2) 167.3 1_455 _diffrn_measured_fraction_theta_max 0.900 _diffrn_reflns_theta_full 32.06 _diffrn_measured_fraction_theta_full 0.900 _refine_diff_density_max 1.108 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.071 #===END