# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Prof Thomas C W Mak' _publ_contact_author_address ; Department of Chemistry The Chinese University of Hong Kong Shatin, New Territories Hong Kong SAR 852 CHINA ; _publ_contact_author_email TCWMAK@CUHK.EDU.HK _publ_section_title ; Order of coordinating ability of polyatomic monoanions established from their interaction with a disilver(I) metallacyclophane skeleton ; loop_ _publ_author_name 'T. C. W. Mak' 'Xu-Dong Chen' data_Compound(1) _database_code_depnum_ccdc_archive 'CCDC 264193' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 Ag B F4 N2 O' _chemical_formula_weight 378.87 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' B B 0.0013 0.0007 '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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca 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 7.8368(4) _cell_length_b 15.0948(7) _cell_length_c 20.6056(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2437.5(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.065 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 1.699 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.787587 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 12169 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2138 _reflns_number_gt 1773 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0356P)^2^+10.3874P] 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 2138 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0582 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1130 _refine_ls_wR_factor_gt 0.1076 _refine_ls_goodness_of_fit_ref 1.204 _refine_ls_restrained_S_all 1.204 _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 0.2707(7) 0.4438(3) 0.2628(2) 0.0566(13) Uani 1 1 d . . . Ag1 Ag 0.44803(7) 0.33118(3) 0.45388(2) 0.0442(2) Uani 1 1 d . . . N1 N 0.4848(6) 0.2824(3) 0.3533(2) 0.0317(10) Uani 1 1 d . . . N2 N 0.5099(6) 0.5950(3) 0.4566(2) 0.0337(11) Uani 1 1 d . . . C1 C 0.5436(9) 0.1990(4) 0.3469(3) 0.0456(15) Uani 1 1 d . . . H1A H 0.5755 0.1685 0.3842 0.055 Uiso 1 1 calc R . . C2 C 0.5587(10) 0.1569(4) 0.2889(4) 0.0543(18) Uani 1 1 d . . . H2A H 0.5994 0.0991 0.2870 0.065 Uiso 1 1 calc R . . C3 C 0.5134(10) 0.2006(5) 0.2333(3) 0.0567(19) Uani 1 1 d . . . H3A H 0.5248 0.1735 0.1930 0.068 Uiso 1 1 calc R . . C4 C 0.4504(9) 0.2857(4) 0.2381(3) 0.0465(16) Uani 1 1 d . . . H4A H 0.4164 0.3164 0.2012 0.056 Uiso 1 1 calc R . . C5 C 0.4386(7) 0.3247(4) 0.2990(3) 0.0359(13) Uani 1 1 d . . . C6 C 0.3698(8) 0.4171(4) 0.3035(2) 0.0344(13) Uani 1 1 d . . . C7 C 0.6273(8) 0.5445(4) 0.4277(3) 0.0333(12) Uani 1 1 d . . . H7A H 0.7403 0.5497 0.4411 0.040 Uiso 1 1 calc R . . C8 C 0.5891(7) 0.4847(4) 0.3790(2) 0.0306(12) Uani 1 1 d . . . H8A H 0.6743 0.4498 0.3608 0.037 Uiso 1 1 calc R . . C9 C 0.4213(7) 0.4775(3) 0.3576(2) 0.0281(12) Uani 1 1 d . . . C10 C 0.3010(7) 0.5321(4) 0.3860(3) 0.0358(13) Uani 1 1 d . . . H10A H 0.1883 0.5306 0.3720 0.043 Uiso 1 1 calc R . . C11 C 0.3487(8) 0.5885(4) 0.4349(3) 0.0359(13) Uani 1 1 d . . . H11A H 0.2655 0.6239 0.4540 0.043 Uiso 1 1 calc R . . B1 B 0.4962(9) 0.1541(5) 0.5613(3) 0.0371(15) Uani 1 1 d . . . F1 F 0.6213(6) 0.1934(4) 0.5957(3) 0.0992(18) Uani 1 1 d . . . F2 F 0.3492(6) 0.2024(3) 0.5627(3) 0.0812(14) Uani 1 1 d . . . F3 F 0.4615(7) 0.0748(4) 0.5892(4) 0.117(2) Uani 1 1 d . . . F4 F 0.5504(8) 0.1475(5) 0.4999(2) 0.115(2) 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 O1 0.080(4) 0.048(3) 0.042(2) 0.000(2) -0.024(3) 0.006(2) Ag1 0.0694(4) 0.0367(3) 0.0265(3) -0.00580(18) -0.0023(2) 0.0028(2) N1 0.034(3) 0.034(3) 0.027(2) -0.0066(19) -0.002(2) -0.001(2) N2 0.045(3) 0.028(2) 0.028(2) -0.0003(19) 0.005(2) -0.003(2) C1 0.055(4) 0.037(3) 0.045(4) -0.006(3) -0.002(3) 0.009(3) C2 0.062(5) 0.034(3) 0.067(5) -0.015(3) 0.009(4) 0.005(3) C3 0.070(5) 0.051(4) 0.050(4) -0.025(3) 0.019(4) 0.001(4) C4 0.061(4) 0.053(4) 0.026(3) -0.007(3) 0.001(3) -0.007(3) C5 0.037(3) 0.034(3) 0.038(3) -0.005(2) 0.000(3) -0.010(3) C6 0.045(4) 0.034(3) 0.024(3) 0.000(2) -0.007(3) -0.004(3) C7 0.035(3) 0.035(3) 0.030(3) 0.003(2) 0.001(2) -0.008(3) C8 0.029(3) 0.033(3) 0.030(3) -0.001(2) 0.008(2) 0.002(2) C9 0.032(3) 0.026(3) 0.026(3) 0.004(2) -0.003(2) -0.003(2) C10 0.031(3) 0.037(3) 0.039(3) 0.000(2) -0.006(2) 0.002(2) C11 0.036(3) 0.035(3) 0.037(3) 0.000(2) 0.008(3) 0.004(3) B1 0.031(3) 0.042(4) 0.038(4) 0.000(3) -0.001(3) -0.003(3) F1 0.055(3) 0.152(5) 0.090(4) -0.040(4) -0.011(3) -0.023(3) F2 0.046(3) 0.072(3) 0.126(4) -0.005(3) 0.005(3) 0.012(2) F3 0.076(4) 0.076(4) 0.199(7) 0.064(4) 0.005(4) -0.002(3) F4 0.107(5) 0.188(6) 0.048(3) -0.012(3) 0.025(3) 0.020(4) _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 C6 1.212(7) . ? Ag1 N2 2.180(4) 5_666 ? Ag1 N1 2.217(4) . ? N1 C5 1.338(7) . ? N1 C1 1.348(8) . ? N2 C7 1.335(7) . ? N2 C11 1.343(8) . ? N2 Ag1 2.180(4) 5_666 ? C1 C2 1.358(9) . ? C2 C3 1.369(10) . ? C3 C4 1.379(10) . ? C4 C5 1.390(8) . ? C5 C6 1.498(8) . ? C6 C9 1.494(7) . ? C7 C8 1.384(7) . ? C8 C9 1.391(8) . ? C9 C10 1.382(8) . ? C10 C11 1.372(8) . ? B1 F4 1.338(8) . ? B1 F1 1.348(8) . ? B1 F3 1.356(9) . ? B1 F2 1.364(8) . ? 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 Ag1 N1 160.15(18) 5_666 . ? C5 N1 C1 117.1(5) . . ? C5 N1 Ag1 126.0(4) . . ? C1 N1 Ag1 116.6(4) . . ? C7 N2 C11 117.3(5) . . ? C7 N2 Ag1 124.4(4) . 5_666 ? C11 N2 Ag1 117.4(4) . 5_666 ? N1 C1 C2 123.6(6) . . ? C1 C2 C3 119.2(6) . . ? C2 C3 C4 118.8(6) . . ? C3 C4 C5 118.9(6) . . ? N1 C5 C4 122.3(5) . . ? N1 C5 C6 119.3(5) . . ? C4 C5 C6 118.3(5) . . ? O1 C6 C9 119.1(5) . . ? O1 C6 C5 119.8(5) . . ? C9 C6 C5 121.1(5) . . ? N2 C7 C8 123.2(5) . . ? C7 C8 C9 119.1(5) . . ? C10 C9 C8 117.7(5) . . ? C10 C9 C6 119.7(5) . . ? C8 C9 C6 122.6(5) . . ? C11 C10 C9 119.7(5) . . ? N2 C11 C10 123.1(5) . . ? F4 B1 F1 107.4(6) . . ? F4 B1 F3 113.5(7) . . ? F1 B1 F3 108.2(6) . . ? F4 B1 F2 109.2(6) . . ? F1 B1 F2 111.5(6) . . ? F3 B1 F2 107.1(6) . . ? 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 Ag1 N1 C5 -80.0(7) 5_666 . . . ? N2 Ag1 N1 C1 107.0(6) 5_666 . . . ? C5 N1 C1 C2 0.4(10) . . . . ? Ag1 N1 C1 C2 174.1(6) . . . . ? N1 C1 C2 C3 0.3(11) . . . . ? C1 C2 C3 C4 -1.2(11) . . . . ? C2 C3 C4 C5 1.3(11) . . . . ? C1 N1 C5 C4 -0.3(9) . . . . ? Ag1 N1 C5 C4 -173.3(5) . . . . ? C1 N1 C5 C6 179.1(5) . . . . ? Ag1 N1 C5 C6 6.1(7) . . . . ? C3 C4 C5 N1 -0.6(10) . . . . ? C3 C4 C5 C6 -180.0(6) . . . . ? N1 C5 C6 O1 -151.9(6) . . . . ? C4 C5 C6 O1 27.5(9) . . . . ? N1 C5 C6 C9 28.1(8) . . . . ? C4 C5 C6 C9 -152.5(6) . . . . ? C11 N2 C7 C8 -2.2(8) . . . . ? Ag1 N2 C7 C8 166.5(4) 5_666 . . . ? N2 C7 C8 C9 1.4(8) . . . . ? C7 C8 C9 C10 0.9(7) . . . . ? C7 C8 C9 C6 177.7(5) . . . . ? O1 C6 C9 C10 39.9(8) . . . . ? C5 C6 C9 C10 -140.1(6) . . . . ? O1 C6 C9 C8 -136.9(6) . . . . ? C5 C6 C9 C8 43.1(8) . . . . ? C8 C9 C10 C11 -2.1(8) . . . . ? C6 C9 C10 C11 -179.0(5) . . . . ? C7 N2 C11 C10 0.9(8) . . . . ? Ag1 N2 C11 C10 -168.6(4) 5_666 . . . ? C9 C10 C11 N2 1.2(9) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.989 _refine_diff_density_min -1.060 _refine_diff_density_rms 0.110 #===END data_Compound(2) _database_code_depnum_ccdc_archive 'CCDC 264194' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 Ag Cl N2 O5' _chemical_formula_weight 391.51 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca 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 7.9427(5) _cell_length_b 15.0779(10) _cell_length_c 20.8084(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2492.0(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.087 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 1.853 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.644431 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 15542 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0149 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 28.02 _reflns_number_total 3005 _reflns_number_gt 2606 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0574P)^2^+2.8811P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00092(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3005 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.1024 _refine_ls_wR_factor_gt 0.0979 _refine_ls_goodness_of_fit_ref 1.045 _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 Ag1 Ag 0.44687(4) 0.330974(16) 0.453894(12) 0.04759(13) Uani 1 1 d . . . N1 N 0.4887(3) 0.28355(17) 0.35341(13) 0.0384(5) Uani 1 1 d . . . N2 N 0.5110(4) 0.59477(17) 0.45654(12) 0.0365(5) Uani 1 1 d . . . C1 C 0.5474(5) 0.2007(2) 0.3466(2) 0.0509(8) Uani 1 1 d . . . H1A H 0.5820 0.1704 0.3832 0.061 Uiso 1 1 calc R . . C2 C 0.5590(6) 0.1586(3) 0.2887(3) 0.0624(11) Uani 1 1 d . . . H2A H 0.5999 0.1009 0.2864 0.075 Uiso 1 1 calc R . . C3 C 0.5100(6) 0.2019(3) 0.2342(2) 0.0660(11) Uani 1 1 d . . . H3A H 0.5181 0.1745 0.1943 0.079 Uiso 1 1 calc R . . C4 C 0.4484(5) 0.2870(3) 0.23955(17) 0.0541(9) Uani 1 1 d . . . H4A H 0.4125 0.3178 0.2033 0.065 Uiso 1 1 calc R . . C5 C 0.4408(4) 0.3258(2) 0.29971(15) 0.0377(6) Uani 1 1 d . . . C6 C 0.3722(4) 0.4184(2) 0.30385(14) 0.0402(6) Uani 1 1 d . . . C7 C 0.6274(4) 0.54317(19) 0.42856(14) 0.0369(6) Uani 1 1 d . . . H7A H 0.7383 0.5473 0.4426 0.044 Uiso 1 1 calc R . . C8 C 0.5896(4) 0.4842(2) 0.37978(14) 0.0373(6) Uani 1 1 d . . . H8A H 0.6733 0.4486 0.3621 0.045 Uiso 1 1 calc R . . C9 C 0.4248(4) 0.47868(19) 0.35741(14) 0.0345(6) Uani 1 1 d . . . C10 C 0.3057(4) 0.5341(2) 0.38490(15) 0.0411(6) Uani 1 1 d . . . H10A H 0.1949 0.5335 0.3704 0.049 Uiso 1 1 calc R . . C11 C 0.3538(4) 0.5905(2) 0.43421(16) 0.0421(7) Uani 1 1 d . . . H11A H 0.2726 0.6270 0.4526 0.051 Uiso 1 1 calc R . . O1 O 0.2763(4) 0.44552(19) 0.26339(13) 0.0633(7) Uani 1 1 d . . . Cl1 Cl 0.49955(10) 0.15295(5) 0.56062(4) 0.03992(18) Uani 1 1 d . . . O2 O 0.4686(5) 0.0673(3) 0.5818(4) 0.140(2) Uani 1 1 d . . . O3 O 0.3499(4) 0.2028(2) 0.5669(2) 0.0863(10) Uani 1 1 d . . . O4 O 0.5467(7) 0.1565(4) 0.4970(2) 0.137(2) Uani 1 1 d . . . O5 O 0.6314(5) 0.1911(3) 0.5967(2) 0.0945(12) 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 0.0727(2) 0.04105(17) 0.02898(16) -0.00492(8) -0.00230(10) 0.00506(11) N1 0.0422(13) 0.0379(12) 0.0351(13) -0.0053(10) -0.0012(10) 0.0016(10) N2 0.0476(14) 0.0319(12) 0.0299(13) -0.0010(9) 0.0040(10) -0.0019(10) C1 0.055(2) 0.0420(17) 0.056(2) -0.0056(15) -0.0010(15) 0.0070(14) C2 0.069(3) 0.0445(19) 0.074(3) -0.0193(19) 0.008(2) 0.0058(17) C3 0.087(3) 0.065(2) 0.046(2) -0.0245(19) 0.008(2) -0.001(2) C4 0.073(3) 0.059(2) 0.0304(17) -0.0087(15) 0.0039(14) -0.0042(17) C5 0.0427(16) 0.0405(15) 0.0299(15) -0.0048(11) 0.0002(11) -0.0062(12) C6 0.0508(18) 0.0422(15) 0.0275(13) 0.0008(11) -0.0047(12) -0.0033(13) C7 0.0380(15) 0.0387(14) 0.0340(14) -0.0002(11) 0.0010(11) -0.0033(12) C8 0.0405(15) 0.0384(14) 0.0329(14) -0.0028(11) 0.0046(11) 0.0022(12) C9 0.0445(15) 0.0330(13) 0.0260(13) 0.0024(10) -0.0014(10) -0.0026(11) C10 0.0395(15) 0.0404(15) 0.0433(16) 0.0021(12) -0.0014(12) 0.0018(12) C11 0.0470(17) 0.0381(15) 0.0411(16) -0.0013(12) 0.0083(13) 0.0072(13) O1 0.088(2) 0.0580(15) 0.0440(13) 0.0005(12) -0.0273(13) 0.0072(14) Cl1 0.0358(4) 0.0459(4) 0.0381(4) 0.0022(3) -0.0001(3) -0.0020(3) O2 0.068(2) 0.075(2) 0.277(7) 0.076(4) -0.021(3) -0.0122(19) O3 0.0465(16) 0.073(2) 0.140(3) -0.001(2) 0.0024(19) 0.0118(15) O4 0.137(5) 0.219(7) 0.055(2) -0.002(3) 0.037(3) 0.026(4) O5 0.062(2) 0.127(3) 0.095(3) -0.034(2) -0.0167(19) -0.014(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 Ag1 N2 2.200(2) 5_666 ? Ag1 N1 2.235(3) . ? Ag1 O5 2.738(4) 4_456 ? Ag1 O4 2.890(6) . ? Ag1 C8 3.000(3) . ? Ag1 C9 3.004(3) . ? N1 C1 1.341(4) . ? N1 C5 1.341(4) . ? N2 C11 1.334(5) . ? N2 C7 1.342(4) . ? N2 Ag1 2.200(2) 5_666 ? C1 C2 1.365(6) . ? C2 C3 1.365(7) . ? C3 C4 1.378(6) . ? C4 C5 1.383(5) . ? C5 C6 1.501(4) . ? C6 O1 1.207(4) . ? C6 C9 1.498(4) . ? C7 C8 1.383(4) . ? C8 C9 1.392(4) . ? C9 C10 1.385(4) . ? C10 C11 1.386(4) . ? Cl1 O4 1.376(5) . ? Cl1 O2 1.386(4) . ? Cl1 O5 1.411(3) . ? Cl1 O3 1.412(3) . ? O5 Ag1 2.738(4) 4_556 ? 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 Ag1 N1 158.91(10) 5_666 . ? N2 Ag1 O5 121.80(11) 5_666 4_456 ? N1 Ag1 O5 74.77(10) . 4_456 ? N2 Ag1 O4 99.10(13) 5_666 . ? N1 Ag1 O4 87.63(12) . . ? O5 Ag1 O4 105.07(16) 4_456 . ? N2 Ag1 C8 89.21(9) 5_666 . ? N1 Ag1 C8 73.09(9) . . ? O5 Ag1 C8 103.99(12) 4_456 . ? O4 Ag1 C8 139.17(11) . . ? N2 Ag1 C9 101.41(9) 5_666 . ? N1 Ag1 C9 67.70(9) . . ? O5 Ag1 C9 77.27(11) 4_456 . ? O4 Ag1 C9 153.96(10) . . ? C8 Ag1 C9 26.82(8) . . ? C1 N1 C5 117.0(3) . . ? C1 N1 Ag1 116.6(2) . . ? C5 N1 Ag1 125.8(2) . . ? C11 N2 C7 117.8(3) . . ? C11 N2 Ag1 117.5(2) . 5_666 ? C7 N2 Ag1 123.9(2) . 5_666 ? N1 C1 C2 123.4(4) . . ? C3 C2 C1 119.4(4) . . ? C2 C3 C4 118.7(4) . . ? C3 C4 C5 118.8(4) . . ? N1 C5 C4 122.7(3) . . ? N1 C5 C6 119.8(3) . . ? C4 C5 C6 117.4(3) . . ? O1 C6 C9 119.3(3) . . ? O1 C6 C5 120.3(3) . . ? C9 C6 C5 120.4(3) . . ? N2 C7 C8 122.8(3) . . ? C7 C8 C9 119.2(3) . . ? C7 C8 Ag1 101.54(19) . . ? C9 C8 Ag1 76.74(17) . . ? C10 C9 C8 117.9(3) . . ? C10 C9 C6 118.9(3) . . ? C8 C9 C6 123.2(3) . . ? C10 C9 Ag1 102.20(19) . . ? C8 C9 Ag1 76.44(17) . . ? C6 C9 Ag1 93.64(17) . . ? C9 C10 C11 119.2(3) . . ? N2 C11 C10 123.0(3) . . ? O4 Cl1 O2 113.0(4) . . ? O4 Cl1 O5 107.1(3) . . ? O2 Cl1 O5 110.0(3) . . ? O4 Cl1 O3 107.3(3) . . ? O2 Cl1 O3 108.5(3) . . ? O5 Cl1 O3 111.0(3) . . ? Cl1 O4 Ag1 105.0(3) . . ? Cl1 O5 Ag1 115.1(2) . 4_556 ? 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 Ag1 N1 C1 106.6(3) 5_666 . . . ? O5 Ag1 N1 C1 -109.1(3) 4_456 . . . ? O4 Ag1 N1 C1 -2.8(3) . . . . ? C8 Ag1 N1 C1 140.7(3) . . . . ? C9 Ag1 N1 C1 168.6(3) . . . . ? N2 Ag1 N1 C5 -82.3(4) 5_666 . . . ? O5 Ag1 N1 C5 61.9(3) 4_456 . . . ? O4 Ag1 N1 C5 168.2(3) . . . . ? C8 Ag1 N1 C5 -48.2(2) . . . . ? C9 Ag1 N1 C5 -20.3(2) . . . . ? C5 N1 C1 C2 -0.5(5) . . . . ? Ag1 N1 C1 C2 171.4(3) . . . . ? N1 C1 C2 C3 0.4(7) . . . . ? C1 C2 C3 C4 -0.7(7) . . . . ? C2 C3 C4 C5 0.9(7) . . . . ? C1 N1 C5 C4 0.8(5) . . . . ? Ag1 N1 C5 C4 -170.3(3) . . . . ? C1 N1 C5 C6 179.4(3) . . . . ? Ag1 N1 C5 C6 8.4(4) . . . . ? C3 C4 C5 N1 -1.0(6) . . . . ? C3 C4 C5 C6 -179.7(4) . . . . ? N1 C5 C6 O1 -153.5(3) . . . . ? C4 C5 C6 O1 25.2(5) . . . . ? N1 C5 C6 C9 27.8(4) . . . . ? C4 C5 C6 C9 -153.5(3) . . . . ? C11 N2 C7 C8 -2.5(4) . . . . ? Ag1 N2 C7 C8 167.2(2) 5_666 . . . ? N2 C7 C8 C9 1.3(4) . . . . ? N2 C7 C8 Ag1 -79.8(3) . . . . ? N2 Ag1 C8 C7 -0.2(2) 5_666 . . . ? N1 Ag1 C8 C7 -168.5(2) . . . . ? O5 Ag1 C8 C7 122.5(2) 4_456 . . . ? O4 Ag1 C8 C7 -103.2(3) . . . . ? C9 Ag1 C8 C7 117.6(3) . . . . ? N2 Ag1 C8 C9 -117.76(18) 5_666 . . . ? N1 Ag1 C8 C9 73.87(18) . . . . ? O5 Ag1 C8 C9 4.90(19) 4_456 . . . ? O4 Ag1 C8 C9 139.2(2) . . . . ? C7 C8 C9 C10 0.8(4) . . . . ? Ag1 C8 C9 C10 96.8(3) . . . . ? C7 C8 C9 C6 178.6(3) . . . . ? Ag1 C8 C9 C6 -85.4(3) . . . . ? C7 C8 C9 Ag1 -96.0(3) . . . . ? O1 C6 C9 C10 40.2(4) . . . . ? C5 C6 C9 C10 -141.1(3) . . . . ? O1 C6 C9 C8 -137.6(3) . . . . ? C5 C6 C9 C8 41.1(4) . . . . ? O1 C6 C9 Ag1 146.2(3) . . . . ? C5 C6 C9 Ag1 -35.1(3) . . . . ? N2 Ag1 C9 C10 -51.6(2) 5_666 . . . ? N1 Ag1 C9 C10 147.3(2) . . . . ? O5 Ag1 C9 C10 68.7(2) 4_456 . . . ? O4 Ag1 C9 C10 167.0(3) . . . . ? C8 Ag1 C9 C10 -116.1(3) . . . . ? N2 Ag1 C9 C8 64.51(19) 5_666 . . . ? N1 Ag1 C9 C8 -96.58(18) . . . . ? O5 Ag1 C9 C8 -175.13(19) 4_456 . . . ? O4 Ag1 C9 C8 -76.8(4) . . . . ? N2 Ag1 C9 C6 -172.24(19) 5_666 . . . ? N1 Ag1 C9 C6 26.68(18) . . . . ? O5 Ag1 C9 C6 -51.87(19) 4_456 . . . ? O4 Ag1 C9 C6 46.4(4) . . . . ? C8 Ag1 C9 C6 123.3(3) . . . . ? C8 C9 C10 C11 -1.7(4) . . . . ? C6 C9 C10 C11 -179.6(3) . . . . ? Ag1 C9 C10 C11 79.3(3) . . . . ? C7 N2 C11 C10 1.5(5) . . . . ? Ag1 N2 C11 C10 -168.8(2) 5_666 . . . ? C9 C10 C11 N2 0.6(5) . . . . ? O2 Cl1 O4 Ag1 153.6(2) . . . . ? O5 Cl1 O4 Ag1 -85.1(3) . . . . ? O3 Cl1 O4 Ag1 34.1(3) . . . . ? N2 Ag1 O4 Cl1 33.6(3) 5_666 . . . ? N1 Ag1 O4 Cl1 -166.5(3) . . . . ? O5 Ag1 O4 Cl1 -93.0(3) 4_456 . . . ? C8 Ag1 O4 Cl1 133.0(2) . . . . ? C9 Ag1 O4 Cl1 175.26(14) . . . . ? O4 Cl1 O5 Ag1 -31.4(4) . . . 4_556 ? O2 Cl1 O5 Ag1 91.7(4) . . . 4_556 ? O3 Cl1 O5 Ag1 -148.2(2) . . . 4_556 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.132 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.098 #===END data_Compound(3) _database_code_depnum_ccdc_archive 'CCDC 264195' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 Ag N3 O4' _chemical_formula_weight 354.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 Orthorhombic _symmetry_space_group_name_H-M Pbca 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 7.5654(5) _cell_length_b 15.1624(10) _cell_length_c 20.5310(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2355.1(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.997 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 1.726 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.667168 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 14728 _diffrn_reflns_av_R_equivalents 0.0496 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 28.00 _reflns_number_total 2819 _reflns_number_gt 2014 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0549P)^2^+5.6116P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0055(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2819 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0703 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1241 _refine_ls_wR_factor_gt 0.1089 _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 Ag1 Ag 0.40809(6) 0.32438(2) 0.456183(17) 0.04591(19) Uani 1 1 d . . . N1 N 0.4730(5) 0.2824(2) 0.35220(18) 0.0360(8) Uani 1 1 d . . . N2 N 0.5276(6) 0.5935(2) 0.45568(16) 0.0370(8) Uani 1 1 d . . . C1 C 0.5345(7) 0.1995(3) 0.3457(3) 0.0465(12) Uani 1 1 d . . . H1A H 0.5653 0.1683 0.3830 0.056 Uiso 1 1 calc R . . C2 C 0.5536(8) 0.1591(3) 0.2860(3) 0.0528(14) Uani 1 1 d . . . H2A H 0.5971 0.1018 0.2833 0.063 Uiso 1 1 calc R . . C3 C 0.5082(8) 0.2039(4) 0.2314(3) 0.0548(14) Uani 1 1 d . . . H3A H 0.5188 0.1774 0.1907 0.066 Uiso 1 1 calc R . . C4 C 0.4458(7) 0.2897(4) 0.2368(2) 0.0464(12) Uani 1 1 d . . . H4A H 0.4149 0.3217 0.1999 0.056 Uiso 1 1 calc R . . C5 C 0.4305(6) 0.3261(3) 0.2975(2) 0.0350(10) Uani 1 1 d . . . C6 C 0.3627(6) 0.4186(3) 0.3039(2) 0.0363(10) Uani 1 1 d . . . C7 C 0.6438(6) 0.5385(3) 0.4286(2) 0.0356(10) Uani 1 1 d . . . H7A H 0.7607 0.5406 0.4425 0.043 Uiso 1 1 calc R . . C8 C 0.5978(6) 0.4783(3) 0.3807(2) 0.0348(9) Uani 1 1 d . . . H8A H 0.6813 0.4396 0.3638 0.042 Uiso 1 1 calc R . . C9 C 0.4244(6) 0.4771(3) 0.3585(2) 0.0331(9) Uani 1 1 d . . . C10 C 0.3053(6) 0.5361(3) 0.3856(2) 0.0400(10) Uani 1 1 d . . . H10A H 0.1889 0.5377 0.3712 0.048 Uiso 1 1 calc R . . C11 C 0.3608(7) 0.5925(3) 0.4342(2) 0.0425(11) Uani 1 1 d . . . H11A H 0.2794 0.6311 0.4526 0.051 Uiso 1 1 calc R . . O1 O 0.2615(5) 0.4483(2) 0.26361(17) 0.0557(10) Uani 1 1 d . . . N3 N 0.4931(6) 0.1651(3) 0.5558(2) 0.0443(10) Uani 1 1 d . . . O2 O 0.5696(11) 0.1302(8) 0.5986(3) 0.182(4) Uani 1 1 d . . . O3 O 0.5680(7) 0.1828(3) 0.5057(3) 0.0867(17) Uani 1 1 d . . . O4 O 0.3395(7) 0.1885(4) 0.5647(3) 0.0876(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0675(3) 0.0431(2) 0.0271(2) -0.00720(14) -0.00308(16) -0.00239(18) N1 0.045(2) 0.0303(18) 0.0330(19) -0.0020(15) -0.0003(17) -0.0021(16) N2 0.051(2) 0.0347(19) 0.0257(18) -0.0015(15) 0.0004(17) -0.0095(17) C1 0.057(3) 0.034(2) 0.048(3) 0.001(2) 0.003(2) 0.002(2) C2 0.060(3) 0.036(3) 0.062(4) -0.015(2) 0.007(3) 0.000(2) C3 0.064(4) 0.056(3) 0.045(3) -0.023(2) 0.013(3) -0.006(3) C4 0.051(3) 0.056(3) 0.031(3) -0.007(2) 0.003(2) -0.012(2) C5 0.039(2) 0.038(2) 0.029(2) -0.0032(17) -0.0017(17) -0.012(2) C6 0.045(3) 0.038(2) 0.026(2) 0.0030(17) -0.0054(18) -0.0081(19) C7 0.040(2) 0.041(2) 0.026(2) -0.0005(18) 0.0023(18) -0.012(2) C8 0.039(2) 0.038(2) 0.028(2) -0.0012(17) 0.0055(18) -0.0018(19) C9 0.047(2) 0.031(2) 0.0216(19) 0.0023(16) -0.0046(17) -0.0059(19) C10 0.045(3) 0.039(2) 0.037(2) 0.0006(19) -0.008(2) 0.001(2) C11 0.051(3) 0.039(3) 0.037(2) -0.0039(19) 0.006(2) 0.007(2) O1 0.083(3) 0.0460(19) 0.0380(19) 0.0016(15) -0.0273(19) -0.0001(19) N3 0.051(3) 0.049(2) 0.033(2) 0.0014(17) -0.0056(19) 0.006(2) O2 0.178(7) 0.309(11) 0.057(4) 0.033(5) -0.004(4) 0.168(8) O3 0.097(4) 0.106(4) 0.057(3) 0.027(3) 0.033(3) 0.037(3) O4 0.048(2) 0.113(4) 0.102(4) -0.018(3) 0.001(3) 0.001(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 Ag1 N2 2.249(4) 5_666 ? Ag1 N1 2.281(4) . ? Ag1 O3 2.665(5) . ? Ag1 O3 2.692(5) 4_456 ? Ag1 O2 2.880(10) 4_456 ? Ag1 C9 3.066(4) . ? Ag1 O4 3.079(6) . ? Ag1 C1 3.106(5) . ? Ag1 C11 3.116(5) 5_666 ? Ag1 C8 3.148(4) . ? Ag1 N3 3.153(5) 4_456 ? Ag1 C7 3.173(4) 5_666 ? N1 C5 1.343(6) . ? N1 C1 1.347(6) . ? N2 C7 1.333(6) . ? N2 C11 1.337(7) . ? N2 Ag1 2.249(4) 5_666 ? C1 C2 1.377(8) . ? C2 C3 1.356(9) . ? C3 C4 1.388(8) . ? C4 C5 1.369(6) . ? C5 C6 1.500(7) . ? C6 O1 1.214(5) . ? C6 C9 1.503(6) . ? C7 C8 1.386(6) . ? C7 Ag1 3.173(4) 5_666 ? C8 C9 1.389(6) . ? C9 C10 1.387(6) . ? C10 C11 1.378(7) . ? C11 Ag1 3.116(5) 5_666 ? N3 O2 1.178(7) . ? N3 O3 1.203(6) . ? N3 O4 1.229(7) . ? N3 Ag1 3.153(5) 4_556 ? O2 Ag1 2.880(10) 4_556 ? O3 Ag1 2.692(5) 4_556 ? O4 Ag1 3.298(5) 4_456 ? 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 Ag1 N1 149.38(14) 5_666 . ? N2 Ag1 O3 92.31(16) 5_666 . ? N1 Ag1 O3 92.01(15) . . ? N2 Ag1 O3 89.75(16) 5_666 4_456 ? N1 Ag1 O3 117.79(15) . 4_456 ? O3 Ag1 O3 106.87(9) . 4_456 ? N2 Ag1 O2 112.0(2) 5_666 4_456 ? N1 Ag1 O2 83.9(2) . 4_456 ? O3 Ag1 O2 138.2(2) . 4_456 ? O3 Ag1 O2 43.37(15) 4_456 4_456 ? N2 Ag1 C9 95.71(12) 5_666 . ? N1 Ag1 C9 65.79(12) . . ? O3 Ag1 C9 147.11(13) . . ? O3 Ag1 C9 105.02(13) 4_456 . ? O2 Ag1 C9 66.41(16) 4_456 . ? N2 Ag1 O4 79.88(14) 5_666 . ? N1 Ag1 O4 121.81(14) . . ? O3 Ag1 O4 42.38(13) . . ? O3 Ag1 O4 66.52(14) 4_456 . ? O2 Ag1 O4 107.02(16) 4_456 . ? C9 Ag1 O4 170.27(13) . . ? N2 Ag1 C1 149.12(15) 5_666 . ? N1 Ag1 C1 23.09(13) . . ? O3 Ag1 C1 69.40(15) . . ? O3 Ag1 C1 118.80(16) 4_456 . ? O2 Ag1 C1 97.7(2) 4_456 . ? C9 Ag1 C1 88.31(13) . . ? O4 Ag1 C1 99.94(15) . . ? N2 Ag1 C11 22.17(14) 5_666 5_666 ? N1 Ag1 C11 131.90(14) . 5_666 ? O3 Ag1 C11 78.19(16) . 5_666 ? O3 Ag1 C11 110.07(14) 4_456 5_666 ? O2 Ag1 C11 133.2(2) 4_456 5_666 ? C9 Ag1 C11 98.30(12) . 5_666 ? O4 Ag1 C11 80.92(14) . 5_666 ? C1 Ag1 C11 126.96(14) . 5_666 ? N2 Ag1 C8 83.52(12) 5_666 . ? N1 Ag1 C8 69.39(12) . . ? O3 Ag1 C8 125.31(14) . . ? O3 Ag1 C8 127.52(14) 4_456 . ? O2 Ag1 C8 92.07(16) 4_456 . ? C9 Ag1 C8 25.79(11) . . ? O4 Ag1 C8 158.31(13) . . ? C1 Ag1 C8 87.26(12) . . ? C11 Ag1 C8 78.45(12) 5_666 . ? N2 Ag1 N3 104.46(13) 5_666 4_456 ? N1 Ag1 N3 98.96(12) . 4_456 ? O3 Ag1 N3 121.49(14) . 4_456 ? O3 Ag1 N3 21.99(12) 4_456 4_456 ? O2 Ag1 N3 21.91(13) 4_456 4_456 ? C9 Ag1 N3 87.18(11) . 4_456 ? O4 Ag1 N3 85.56(12) . 4_456 ? C1 Ag1 N3 106.31(13) . 4_456 ? C11 Ag1 N3 126.46(12) 5_666 4_456 ? C8 Ag1 N3 112.21(11) . 4_456 ? N2 Ag1 C7 20.73(14) 5_666 5_666 ? N1 Ag1 C7 155.07(12) . 5_666 ? O3 Ag1 C7 107.41(15) . 5_666 ? O3 Ag1 C7 72.06(14) 4_456 5_666 ? O2 Ag1 C7 91.4(2) 4_456 5_666 ? C9 Ag1 C7 89.85(11) . 5_666 ? O4 Ag1 C7 83.00(14) . 5_666 ? C1 Ag1 C7 169.07(14) . 5_666 ? C11 Ag1 C7 42.79(13) 5_666 5_666 ? C8 Ag1 C7 86.41(11) . 5_666 ? N3 Ag1 C7 84.35(12) 4_456 5_666 ? C5 N1 C1 117.4(4) . . ? C5 N1 Ag1 126.4(3) . . ? C1 N1 Ag1 115.3(3) . . ? C7 N2 C11 118.5(4) . . ? C7 N2 Ag1 122.6(3) . 5_666 ? C11 N2 Ag1 118.4(3) . 5_666 ? N1 C1 C2 122.7(5) . . ? N1 C1 Ag1 41.6(2) . . ? C2 C1 Ag1 162.4(4) . . ? C3 C2 C1 119.1(5) . . ? C2 C3 C4 119.3(5) . . ? C5 C4 C3 118.7(5) . . ? N1 C5 C4 122.9(4) . . ? N1 C5 C6 118.0(4) . . ? C4 C5 C6 119.1(4) . . ? N1 C5 Ag1 34.3(2) . . ? C4 C5 Ag1 155.6(4) . . ? C6 C5 Ag1 84.4(2) . . ? O1 C6 C5 120.1(4) . . ? O1 C6 C9 119.1(4) . . ? C5 C6 C9 120.7(4) . . ? O1 C6 Ag1 146.4(3) . . ? C5 C6 Ag1 70.0(2) . . ? C9 C6 Ag1 62.5(2) . . ? N2 C7 C8 122.8(4) . . ? N2 C7 Ag1 36.7(2) . 5_666 ? C8 C7 Ag1 158.3(3) . 5_666 ? N2 C7 Ag1 99.5(3) . . ? C8 C7 Ag1 54.4(2) . . ? Ag1 C7 Ag1 113.36(12) 5_666 . ? C7 C8 C9 118.6(4) . . ? C7 C8 Ag1 104.7(3) . . ? C9 C8 Ag1 73.8(2) . . ? C10 C9 C8 118.2(4) . . ? C10 C9 C6 118.6(4) . . ? C8 C9 C6 123.1(4) . . ? C10 C9 Ag1 101.5(3) . . ? C8 C9 Ag1 80.4(3) . . ? C6 C9 Ag1 91.7(2) . . ? C11 C10 C9 119.5(4) . . ? C11 C10 Ag1 101.3(3) . . ? C9 C10 Ag1 56.4(2) . . ? N2 C11 C10 122.2(4) . . ? N2 C11 Ag1 39.4(2) . 5_666 ? C10 C11 Ag1 160.7(4) . 5_666 ? O2 N3 O3 120.4(6) . . ? O2 N3 O4 118.9(6) . . ? O3 N3 O4 120.5(5) . . ? O2 N3 Ag1 65.9(5) . 4_556 ? O3 N3 Ag1 56.9(3) . 4_556 ? O4 N3 Ag1 159.7(4) . 4_556 ? O2 N3 Ag1 155.0(7) . . ? O3 N3 Ag1 52.1(3) . . ? O4 N3 Ag1 72.0(3) . . ? Ag1 N3 Ag1 96.37(12) 4_556 . ? N3 O2 Ag1 92.2(6) . 4_556 ? N3 O3 Ag1 107.0(3) . . ? N3 O3 Ag1 101.1(4) . 4_556 ? Ag1 O3 Ag1 125.3(2) . 4_556 ? N3 O4 Ag1 85.8(4) . . ? N3 O4 Ag1 154.0(4) . 4_456 ? Ag1 O4 Ag1 96.43(16) . 4_456 ? 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 Ag1 N1 C5 -81.7(5) 5_666 . . . ? O3 Ag1 N1 C5 -179.7(4) . . . . ? O3 Ag1 N1 C5 70.1(4) 4_456 . . . ? O2 Ag1 N1 C5 42.1(4) 4_456 . . . ? C9 Ag1 N1 C5 -24.8(3) . . . . ? O4 Ag1 N1 C5 148.3(3) . . . . ? C1 Ag1 N1 C5 168.8(6) . . . . ? C11 Ag1 N1 C5 -103.8(4) 5_666 . . . ? C8 Ag1 N1 C5 -52.4(3) . . . . ? N3 Ag1 N1 C5 58.0(4) 4_456 . . . ? C7 Ag1 N1 C5 -37.9(6) 5_666 . . . ? N2 Ag1 N1 C1 109.5(4) 5_666 . . . ? O3 Ag1 N1 C1 11.5(4) . . . . ? O3 Ag1 N1 C1 -98.7(4) 4_456 . . . ? O2 Ag1 N1 C1 -126.7(4) 4_456 . . . ? C9 Ag1 N1 C1 166.4(4) . . . . ? O4 Ag1 N1 C1 -20.5(4) . . . . ? C11 Ag1 N1 C1 87.4(4) 5_666 . . . ? C8 Ag1 N1 C1 138.7(4) . . . . ? N3 Ag1 N1 C1 -110.8(4) 4_456 . . . ? C7 Ag1 N1 C1 153.3(3) 5_666 . . . ? C5 N1 C1 C2 -0.4(8) . . . . ? Ag1 N1 C1 C2 169.5(4) . . . . ? C5 N1 C1 Ag1 -169.9(6) . . . . ? N2 Ag1 C1 N1 -110.7(4) 5_666 . . . ? O3 Ag1 C1 N1 -167.7(4) . . . . ? O3 Ag1 C1 N1 93.9(4) 4_456 . . . ? O2 Ag1 C1 N1 53.6(4) 4_456 . . . ? C9 Ag1 C1 N1 -12.4(4) . . . . ? O4 Ag1 C1 N1 162.4(4) . . . . ? C11 Ag1 C1 N1 -111.5(4) 5_666 . . . ? C8 Ag1 C1 N1 -38.2(4) . . . . ? N3 Ag1 C1 N1 74.2(4) 4_456 . . . ? C7 Ag1 C1 N1 -92.8(8) 5_666 . . . ? N2 Ag1 C1 C2 -141.1(12) 5_666 . . . ? N1 Ag1 C1 C2 -30.4(12) . . . . ? O3 Ag1 C1 C2 161.9(13) . . . . ? O3 Ag1 C1 C2 63.4(13) 4_456 . . . ? O2 Ag1 C1 C2 23.1(13) 4_456 . . . ? C9 Ag1 C1 C2 -42.8(13) . . . . ? O4 Ag1 C1 C2 132.0(13) . . . . ? C11 Ag1 C1 C2 -141.9(13) 5_666 . . . ? C8 Ag1 C1 C2 -68.6(13) . . . . ? N3 Ag1 C1 C2 43.8(13) 4_456 . . . ? C7 Ag1 C1 C2 -123.2(13) 5_666 . . . ? N1 C1 C2 C3 -0.4(9) . . . . ? Ag1 C1 C2 C3 23.2(16) . . . . ? C1 C2 C3 C4 0.8(9) . . . . ? C2 C3 C4 C5 -0.6(8) . . . . ? C1 N1 C5 C4 0.6(7) . . . . ? Ag1 N1 C5 C4 -168.0(3) . . . . ? C1 N1 C5 C6 -179.7(4) . . . . ? Ag1 N1 C5 C6 11.7(6) . . . . ? C1 N1 C5 Ag1 168.6(6) . . . . ? C3 C4 C5 N1 -0.1(7) . . . . ? C3 C4 C5 C6 -179.8(5) . . . . ? C3 C4 C5 Ag1 -16.6(11) . . . . ? N2 Ag1 C5 N1 125.1(4) 5_666 . . . ? O3 Ag1 C5 N1 0.4(4) . . . . ? O3 Ag1 C5 N1 -117.8(4) 4_456 . . . ? O2 Ag1 C5 N1 -134.7(4) 4_456 . . . ? C9 Ag1 C5 N1 149.4(4) . . . . ? O4 Ag1 C5 N1 -41.3(4) . . . . ? C1 Ag1 C5 N1 -6.5(4) . . . . ? C11 Ag1 C5 N1 94.3(4) 5_666 . . . ? C8 Ag1 C5 N1 119.6(4) . . . . ? N3 Ag1 C5 N1 -123.0(4) 4_456 . . . ? C7 Ag1 C5 N1 157.2(3) 5_666 . . . ? N2 Ag1 C5 C4 150.2(7) 5_666 . . . ? N1 Ag1 C5 C4 25.0(7) . . . . ? O3 Ag1 C5 C4 25.4(8) . . . . ? O3 Ag1 C5 C4 -92.8(8) 4_456 . . . ? O2 Ag1 C5 C4 -109.7(8) 4_456 . . . ? C9 Ag1 C5 C4 174.4(9) . . . . ? O4 Ag1 C5 C4 -16.3(9) . . . . ? C1 Ag1 C5 C4 18.5(8) . . . . ? C11 Ag1 C5 C4 119.3(8) 5_666 . . . ? C8 Ag1 C5 C4 144.6(8) . . . . ? N3 Ag1 C5 C4 -98.0(8) 4_456 . . . ? C7 Ag1 C5 C4 -177.8(7) 5_666 . . . ? N2 Ag1 C5 C6 -44.5(3) 5_666 . . . ? N1 Ag1 C5 C6 -169.6(5) . . . . ? O3 Ag1 C5 C6 -169.3(3) . . . . ? O3 Ag1 C5 C6 72.5(3) 4_456 . . . ? O2 Ag1 C5 C6 55.6(3) 4_456 . . . ? C9 Ag1 C5 C6 -20.3(2) . . . . ? O4 Ag1 C5 C6 149.1(2) . . . . ? C1 Ag1 C5 C6 -176.2(3) . . . . ? C11 Ag1 C5 C6 -75.4(3) 5_666 . . . ? C8 Ag1 C5 C6 -50.0(2) . . . . ? N3 Ag1 C5 C6 67.3(2) 4_456 . . . ? C7 Ag1 C5 C6 -12.5(3) 5_666 . . . ? N1 C5 C6 O1 -151.1(5) . . . . ? C4 C5 C6 O1 28.7(7) . . . . ? Ag1 C5 C6 O1 -144.5(4) . . . . ? N1 C5 C6 C9 31.5(6) . . . . ? C4 C5 C6 C9 -148.8(4) . . . . ? Ag1 C5 C6 C9 38.1(4) . . . . ? N1 C5 C6 Ag1 -6.6(3) . . . . ? C4 C5 C6 Ag1 173.1(4) . . . . ? N2 Ag1 C6 O1 -95.7(6) 5_666 . . . ? N1 Ag1 C6 O1 119.6(6) . . . . ? O3 Ag1 C6 O1 129.3(6) . . . . ? O3 Ag1 C6 O1 0.6(6) 4_456 . . . ? O2 Ag1 C6 O1 1.7(6) 4_456 . . . ? C9 Ag1 C6 O1 -102.0(7) . . . . ? O4 Ag1 C6 O1 55.2(7) . . . . ? C1 Ag1 C6 O1 117.5(6) . . . . ? C11 Ag1 C6 O1 -121.9(6) 5_666 . . . ? C8 Ag1 C6 O1 -132.9(6) . . . . ? N3 Ag1 C6 O1 4.7(6) 4_456 . . . ? C7 Ag1 C6 O1 -74.3(6) 5_666 . . . ? N2 Ag1 C6 C5 149.6(2) 5_666 . . . ? N1 Ag1 C6 C5 4.8(2) . . . . ? O3 Ag1 C6 C5 14.5(3) . . . . ? O3 Ag1 C6 C5 -114.1(3) 4_456 . . . ? O2 Ag1 C6 C5 -113.0(4) 4_456 . . . ? C9 Ag1 C6 C5 143.3(4) . . . . ? O4 Ag1 C6 C5 -59.5(4) . . . . ? C1 Ag1 C6 C5 2.8(2) . . . . ? C11 Ag1 C6 C5 123.4(2) 5_666 . . . ? C8 Ag1 C6 C5 112.4(3) . . . . ? N3 Ag1 C6 C5 -110.0(2) 4_456 . . . ? C7 Ag1 C6 C5 171.0(2) 5_666 . . . ? N2 Ag1 C6 C9 6.3(3) 5_666 . . . ? N1 Ag1 C6 C9 -138.5(3) . . . . ? O3 Ag1 C6 C9 -128.8(3) . . . . ? O3 Ag1 C6 C9 102.6(3) 4_456 . . . ? O2 Ag1 C6 C9 103.7(4) 4_456 . . . ? O4 Ag1 C6 C9 157.2(3) . . . . ? C1 Ag1 C6 C9 -140.5(3) . . . . ? C11 Ag1 C6 C9 -19.9(3) 5_666 . . . ? C8 Ag1 C6 C9 -30.9(2) . . . . ? N3 Ag1 C6 C9 106.6(3) 4_456 . . . ? C7 Ag1 C6 C9 27.7(3) 5_666 . . . ? C11 N2 C7 C8 -2.1(7) . . . . ? Ag1 N2 C7 C8 170.1(3) 5_666 . . . ? C11 N2 C7 Ag1 -172.2(6) . . . 5_666 ? C11 N2 C7 Ag1 -55.7(4) . . . . ? Ag1 N2 C7 Ag1 116.6(2) 5_666 . . . ? N2 Ag1 C7 N2 -58.1(3) 5_666 . . . ? N1 Ag1 C7 N2 135.8(3) . . . . ? O3 Ag1 C7 N2 -131.9(3) . . . . ? O3 Ag1 C7 N2 12.4(3) 4_456 . . . ? O2 Ag1 C7 N2 52.0(3) 4_456 . . . ? C9 Ag1 C7 N2 85.8(3) . . . . ? O4 Ag1 C7 N2 -78.9(3) . . . . ? C1 Ag1 C7 N2 152.8(3) . . . . ? C11 Ag1 C7 N2 -83.3(3) 5_666 . . . ? C8 Ag1 C7 N2 123.8(5) . . . . ? N3 Ag1 C7 N2 36.0(3) 4_456 . . . ? C7 Ag1 C7 N2 -35.6(2) 5_666 . . . ? N2 Ag1 C7 C8 178.1(4) 5_666 . . . ? N1 Ag1 C7 C8 12.0(3) . . . . ? O3 Ag1 C7 C8 104.3(3) . . . . ? O3 Ag1 C7 C8 -111.4(3) 4_456 . . . ? O2 Ag1 C7 C8 -71.8(4) 4_456 . . . ? C9 Ag1 C7 C8 -38.0(3) . . . . ? O4 Ag1 C7 C8 157.3(3) . . . . ? C1 Ag1 C7 C8 29.0(3) . . . . ? C11 Ag1 C7 C8 153.0(3) 5_666 . . . ? N3 Ag1 C7 C8 -87.8(3) 4_456 . . . ? C7 Ag1 C7 C8 -159.4(4) 5_666 . . . ? N2 Ag1 C7 Ag1 -22.53(15) 5_666 . . 5_666 ? N1 Ag1 C7 Ag1 171.35(16) . . . 5_666 ? O3 Ag1 C7 Ag1 -96.34(19) . . . 5_666 ? O3 Ag1 C7 Ag1 48.0(2) 4_456 . . 5_666 ? O2 Ag1 C7 Ag1 87.6(2) 4_456 . . 5_666 ? C9 Ag1 C7 Ag1 121.4(2) . . . 5_666 ? O4 Ag1 C7 Ag1 -43.3(3) . . . 5_666 ? C1 Ag1 C7 Ag1 -171.66(15) . . . 5_666 ? C11 Ag1 C7 Ag1 -47.68(15) 5_666 . . 5_666 ? C8 Ag1 C7 Ag1 159.4(4) . . . 5_666 ? N3 Ag1 C7 Ag1 71.53(16) 4_456 . . 5_666 ? C7 Ag1 C7 Ag1 0.0 5_666 . . 5_666 ? N2 C7 C8 C9 2.0(7) . . . . ? Ag1 C7 C8 C9 18.2(11) 5_666 . . . ? Ag1 C7 C8 C9 79.3(4) . . . . ? N2 C7 C8 Ag1 -77.3(5) . . . . ? Ag1 C7 C8 Ag1 -61.1(9) 5_666 . . . ? N2 Ag1 C8 C7 -1.7(3) 5_666 . . . ? N1 Ag1 C8 C7 -167.2(3) . . . . ? O3 Ag1 C8 C7 -89.9(3) . . . . ? O3 Ag1 C8 C7 83.0(3) 4_456 . . . ? O2 Ag1 C8 C7 110.2(4) 4_456 . . . ? C9 Ag1 C8 C7 116.0(4) . . . . ? O4 Ag1 C8 C7 -41.9(5) . . . . ? C1 Ag1 C8 C7 -152.2(3) . . . . ? C11 Ag1 C8 C7 -23.6(3) 5_666 . . . ? N3 Ag1 C8 C7 101.3(3) 4_456 . . . ? C7 Ag1 C8 C7 18.9(4) 5_666 . . . ? N2 Ag1 C8 C9 -117.7(3) 5_666 . . . ? N1 Ag1 C8 C9 76.8(3) . . . . ? O3 Ag1 C8 C9 154.0(3) . . . . ? O3 Ag1 C8 C9 -33.1(3) 4_456 . . . ? O2 Ag1 C8 C9 -5.9(3) 4_456 . . . ? O4 Ag1 C8 C9 -157.9(3) . . . . ? C1 Ag1 C8 C9 91.8(3) . . . . ? C11 Ag1 C8 C9 -139.6(3) 5_666 . . . ? N3 Ag1 C8 C9 -14.7(3) 4_456 . . . ? C7 Ag1 C8 C9 -97.1(3) 5_666 . . . ? C7 C8 C9 C10 -0.2(6) . . . . ? Ag1 C8 C9 C10 97.9(4) . . . . ? C7 C8 C9 C6 176.1(4) . . . . ? Ag1 C8 C9 C6 -85.7(4) . . . . ? C7 C8 C9 Ag1 -98.2(4) . . . . ? O1 C6 C9 C10 37.7(6) . . . . ? C5 C6 C9 C10 -144.8(4) . . . . ? Ag1 C6 C9 C10 -104.0(4) . . . . ? O1 C6 C9 C8 -138.6(5) . . . . ? C5 C6 C9 C8 38.9(6) . . . . ? Ag1 C6 C9 C8 79.6(4) . . . . ? O1 C6 C9 Ag1 141.7(4) . . . . ? C5 C6 C9 Ag1 -40.8(4) . . . . ? N2 Ag1 C9 C10 -55.0(3) 5_666 . . . ? N1 Ag1 C9 C10 150.4(3) . . . . ? O3 Ag1 C9 C10 -158.2(3) . . . . ? O3 Ag1 C9 C10 36.3(3) 4_456 . . . ? O2 Ag1 C9 C10 56.5(3) 4_456 . . . ? O4 Ag1 C9 C10 7.5(9) . . . . ? C1 Ag1 C9 C10 155.7(3) . . . . ? C11 Ag1 C9 C10 -77.2(3) 5_666 . . . ? C8 Ag1 C9 C10 -117.1(4) . . . . ? N3 Ag1 C9 C10 49.3(3) 4_456 . . . ? C7 Ag1 C9 C10 -35.1(3) 5_666 . . . ? N2 Ag1 C9 C8 62.1(3) 5_666 . . . ? N1 Ag1 C9 C8 -92.5(3) . . . . ? O3 Ag1 C9 C8 -41.1(4) . . . . ? O3 Ag1 C9 C8 153.4(3) 4_456 . . . ? O2 Ag1 C9 C8 173.6(4) 4_456 . . . ? O4 Ag1 C9 C8 124.6(8) . . . . ? C1 Ag1 C9 C8 -87.2(3) . . . . ? C11 Ag1 C9 C8 39.9(3) 5_666 . . . ? N3 Ag1 C9 C8 166.4(3) 4_456 . . . ? C7 Ag1 C9 C8 82.0(3) 5_666 . . . ? N2 Ag1 C9 C6 -174.6(3) 5_666 . . . ? N1 Ag1 C9 C6 30.8(3) . . . . ? O3 Ag1 C9 C6 82.1(4) . . . . ? O3 Ag1 C9 C6 -83.3(3) 4_456 . . . ? O2 Ag1 C9 C6 -63.1(3) 4_456 . . . ? O4 Ag1 C9 C6 -112.1(8) . . . . ? C1 Ag1 C9 C6 36.1(3) . . . . ? C11 Ag1 C9 C6 163.2(3) 5_666 . . . ? C8 Ag1 C9 C6 123.3(4) . . . . ? N3 Ag1 C9 C6 -70.3(3) 4_456 . . . ? C7 Ag1 C9 C6 -154.7(3) 5_666 . . . ? C8 C9 C10 C11 -1.3(7) . . . . ? C6 C9 C10 C11 -177.8(4) . . . . ? Ag1 C9 C10 C11 83.9(4) . . . . ? C8 C9 C10 Ag1 -85.2(4) . . . . ? C6 C9 C10 Ag1 98.3(4) . . . . ? N2 Ag1 C10 C11 6.7(3) 5_666 . . . ? N1 Ag1 C10 C11 -144.9(3) . . . . ? O3 Ag1 C10 C11 -64.9(7) . . . . ? O3 Ag1 C10 C11 96.8(3) 4_456 . . . ? O2 Ag1 C10 C11 129.3(4) 4_456 . . . ? C9 Ag1 C10 C11 -118.1(5) . . . . ? O4 Ag1 C10 C11 64.3(4) . . . . ? C1 Ag1 C10 C11 -143.8(3) . . . . ? C11 Ag1 C10 C11 -13.1(4) 5_666 . . . ? C8 Ag1 C10 C11 -81.5(3) . . . . ? N3 Ag1 C10 C11 114.2(3) 4_456 . . . ? C7 Ag1 C10 C11 24.7(3) 5_666 . . . ? N2 Ag1 C10 C9 124.8(3) 5_666 . . . ? N1 Ag1 C10 C9 -26.9(3) . . . . ? O3 Ag1 C10 C9 53.2(7) . . . . ? O3 Ag1 C10 C9 -145.1(3) 4_456 . . . ? O2 Ag1 C10 C9 -112.6(4) 4_456 . . . ? O4 Ag1 C10 C9 -177.6(3) . . . . ? C1 Ag1 C10 C9 -25.7(3) . . . . ? C11 Ag1 C10 C9 105.0(3) 5_666 . . . ? C8 Ag1 C10 C9 36.5(3) . . . . ? N3 Ag1 C10 C9 -127.7(3) 4_456 . . . ? C7 Ag1 C10 C9 142.8(3) 5_666 . . . ? C7 N2 C11 C10 0.5(7) . . . . ? Ag1 N2 C11 C10 -172.0(4) 5_666 . . . ? C7 N2 C11 Ag1 172.6(5) . . . 5_666 ? C9 C10 C11 N2 1.2(7) . . . . ? Ag1 C10 C11 N2 58.8(5) . . . . ? C9 C10 C11 Ag1 -14.3(14) . . . 5_666 ? Ag1 C10 C11 Ag1 43.3(11) . . . 5_666 ? N2 Ag1 N3 O2 -37.5(10) 5_666 . . . ? N1 Ag1 N3 O2 113.4(10) . . . . ? O3 Ag1 N3 O2 81.3(11) . . . . ? O3 Ag1 N3 O2 -127.4(10) 4_456 . . . ? O2 Ag1 N3 O2 -149.0(9) 4_456 . . . ? C9 Ag1 N3 O2 44.0(12) . . . . ? O4 Ag1 N3 O2 -120.2(11) . . . . ? C1 Ag1 N3 O2 113.7(10) . . . . ? C11 Ag1 N3 O2 -16.1(10) 5_666 . . . ? C8 Ag1 N3 O2 31.9(11) . . . . ? N3 Ag1 N3 O2 -140.3(10) 4_456 . . . ? C7 Ag1 N3 O2 -55.4(10) 5_666 . . . ? N2 Ag1 N3 O3 -118.7(4) 5_666 . . . ? N1 Ag1 N3 O3 32.2(5) . . . . ? O3 Ag1 N3 O3 151.3(4) 4_456 . . . ? O2 Ag1 N3 O3 129.7(5) 4_456 . . . ? C9 Ag1 N3 O3 -37.2(7) . . . . ? O4 Ag1 N3 O3 158.6(6) . . . . ? C1 Ag1 N3 O3 32.4(4) . . . . ? C11 Ag1 N3 O3 -97.4(4) 5_666 . . . ? C8 Ag1 N3 O3 -49.4(5) . . . . ? N3 Ag1 N3 O3 138.5(5) 4_456 . . . ? C7 Ag1 N3 O3 -136.7(4) 5_666 . . . ? N2 Ag1 N3 O4 82.7(4) 5_666 . . . ? N1 Ag1 N3 O4 -126.4(3) . . . . ? O3 Ag1 N3 O4 -158.6(6) . . . . ? O3 Ag1 N3 O4 -7.2(4) 4_456 . . . ? O2 Ag1 N3 O4 -28.9(4) 4_456 . . . ? C9 Ag1 N3 O4 164.2(5) . . . . ? C1 Ag1 N3 O4 -126.2(3) . . . . ? C11 Ag1 N3 O4 104.0(3) 5_666 . . . ? C8 Ag1 N3 O4 152.1(3) . . . . ? N3 Ag1 N3 O4 -20.1(3) 4_456 . . . ? C7 Ag1 N3 O4 64.8(3) 5_666 . . . ? N2 Ag1 N3 Ag1 -80.32(14) 5_666 . . 4_556 ? N1 Ag1 N3 Ag1 70.56(14) . . . 4_556 ? O3 Ag1 N3 Ag1 38.4(4) . . . 4_556 ? O3 Ag1 N3 Ag1 -170.26(14) 4_456 . . 4_556 ? O2 Ag1 N3 Ag1 168.1(3) 4_456 . . 4_556 ? C9 Ag1 N3 Ag1 1.2(5) . . . 4_556 ? O4 Ag1 N3 Ag1 -163.0(4) . . . 4_556 ? C1 Ag1 N3 Ag1 70.80(13) . . . 4_556 ? C11 Ag1 N3 Ag1 -58.99(12) 5_666 . . 4_556 ? C8 Ag1 N3 Ag1 -11.0(2) . . . 4_556 ? N3 Ag1 N3 Ag1 176.88(14) 4_456 . . 4_556 ? C7 Ag1 N3 Ag1 -98.29(12) 5_666 . . 4_556 ? O3 N3 O2 Ag1 16.9(8) . . . 4_556 ? O4 N3 O2 Ag1 -158.0(5) . . . 4_556 ? Ag1 N3 O2 Ag1 -47.8(11) . . . 4_556 ? O2 N3 O3 Ag1 -151.0(8) . . . . ? O4 N3 O3 Ag1 23.8(7) . . . . ? Ag1 N3 O3 Ag1 -132.5(4) 4_556 . . . ? O2 N3 O3 Ag1 -18.5(9) . . . 4_556 ? O4 N3 O3 Ag1 156.3(4) . . . 4_556 ? Ag1 N3 O3 Ag1 132.5(4) . . . 4_556 ? N2 Ag1 O3 N3 60.4(4) 5_666 . . . ? N1 Ag1 O3 N3 -150.0(4) . . . . ? O3 Ag1 O3 N3 -30.1(4) 4_456 . . . ? O2 Ag1 O3 N3 -66.9(5) 4_456 . . . ? C9 Ag1 O3 N3 164.6(3) . . . . ? O4 Ag1 O3 N3 -11.9(3) . . . . ? C1 Ag1 O3 N3 -145.1(5) . . . . ? C11 Ag1 O3 N3 77.6(4) 5_666 . . . ? C8 Ag1 O3 N3 144.1(4) . . . . ? N3 Ag1 O3 N3 -48.2(5) 4_456 . . . ? C7 Ag1 O3 N3 45.9(4) 5_666 . . . ? N2 Ag1 O3 Ag1 -57.3(2) 5_666 . . 4_556 ? N1 Ag1 O3 Ag1 92.4(2) . . . 4_556 ? O3 Ag1 O3 Ag1 -147.7(3) 4_456 . . 4_556 ? O2 Ag1 O3 Ag1 175.4(3) 4_456 . . 4_556 ? C9 Ag1 O3 Ag1 46.9(4) . . . 4_556 ? O4 Ag1 O3 Ag1 -129.5(4) . . . 4_556 ? C1 Ag1 O3 Ag1 97.2(2) . . . 4_556 ? C11 Ag1 O3 Ag1 -40.1(2) 5_666 . . 4_556 ? C8 Ag1 O3 Ag1 26.4(3) . . . 4_556 ? N3 Ag1 O3 Ag1 -165.80(17) 4_456 . . 4_556 ? C7 Ag1 O3 Ag1 -71.7(2) 5_666 . . 4_556 ? O2 N3 O4 Ag1 155.3(8) . . . . ? O3 N3 O4 Ag1 -19.6(5) . . . . ? Ag1 N3 O4 Ag1 56.9(11) 4_556 . . . ? O2 N3 O4 Ag1 -108.7(11) . . . 4_456 ? O3 N3 O4 Ag1 76.4(11) . . . 4_456 ? Ag1 N3 O4 Ag1 152.9(5) 4_556 . . 4_456 ? Ag1 N3 O4 Ag1 96.0(10) . . . 4_456 ? N2 Ag1 O4 N3 -93.7(3) 5_666 . . . ? N1 Ag1 O4 N3 62.9(4) . . . . ? O3 Ag1 O4 N3 11.1(3) . . . . ? O3 Ag1 O4 N3 172.1(4) 4_456 . . . ? O2 Ag1 O4 N3 156.3(4) 4_456 . . . ? C9 Ag1 O4 N3 -157.4(6) . . . . ? C1 Ag1 O4 N3 54.9(3) . . . . ? C11 Ag1 O4 N3 -71.2(3) 5_666 . . . ? C8 Ag1 O4 N3 -53.1(6) . . . . ? N3 Ag1 O4 N3 160.7(3) 4_456 . . . ? C7 Ag1 O4 N3 -114.4(3) 5_666 . . . ? N2 Ag1 O4 Ag1 112.31(16) 5_666 . . 4_456 ? N1 Ag1 O4 Ag1 -91.06(17) . . . 4_456 ? O3 Ag1 O4 Ag1 -142.8(3) . . . 4_456 ? O3 Ag1 O4 Ag1 18.14(14) 4_456 . . 4_456 ? O2 Ag1 O4 Ag1 2.3(3) 4_456 . . 4_456 ? C9 Ag1 O4 Ag1 48.6(8) . . . 4_456 ? C1 Ag1 O4 Ag1 -99.06(15) . . . 4_456 ? C11 Ag1 O4 Ag1 134.77(15) 5_666 . . 4_456 ? C8 Ag1 O4 Ag1 152.9(3) . . . 4_456 ? N3 Ag1 O4 Ag1 6.74(13) 4_456 . . 4_456 ? C7 Ag1 O4 Ag1 91.58(14) 5_666 . . 4_456 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.965 _refine_diff_density_min -0.799 _refine_diff_density_rms 0.113 #===END data_Compound(4) _database_code_depnum_ccdc_archive 'CCDC 264196' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 Ag Cl N2 O4' _chemical_formula_weight 375.51 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca 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 7.2786(15) _cell_length_b 15.972(3) _cell_length_c 21.400(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2487.9(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Light-Yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.005 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 1.845 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.497 _exptl_absorpt_correction_T_max 0.731 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 7277 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_sigmaI/netI 0.0451 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 25.51 _reflns_number_total 2246 _reflns_number_gt 2175 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1090P)^2^+2.0719P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.016(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2246 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1733 _refine_ls_wR_factor_gt 0.1710 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _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 Ag1 Ag 0.43391(7) 0.34200(3) 0.450033(18) 0.0745(3) Uani 1 1 d . . . N1 N 0.5299(6) 0.3004(3) 0.35177(19) 0.0660(10) Uani 1 1 d . . . N2 N 0.5348(6) 0.5878(3) 0.4596(2) 0.0645(10) Uani 1 1 d . . . C1 C 0.5797(8) 0.2189(4) 0.3476(3) 0.0765(14) Uani 1 1 d . . . H1A H 0.5966 0.1887 0.3843 0.092 Uiso 1 1 calc R . . C2 C 0.6060(9) 0.1795(4) 0.2926(3) 0.0799(14) Uani 1 1 d . . . H2A H 0.6404 0.1234 0.2923 0.096 Uiso 1 1 calc R . . C3 C 0.5824(8) 0.2211(4) 0.2377(3) 0.0789(14) Uani 1 1 d . . . H3A H 0.6023 0.1945 0.1996 0.095 Uiso 1 1 calc R . . C4 C 0.5282(8) 0.3039(4) 0.2401(2) 0.0722(12) Uani 1 1 d . . . H4A H 0.5081 0.3340 0.2036 0.087 Uiso 1 1 calc R . . C5 C 0.5043(8) 0.3416(3) 0.2980(2) 0.0612(11) Uani 1 1 d . . . C6 C 0.4390(7) 0.4307(3) 0.3001(2) 0.0677(12) Uani 1 1 d . . . C7 C 0.6710(7) 0.5400(3) 0.4361(2) 0.0619(10) Uani 1 1 d . . . H7A H 0.7857 0.5419 0.4551 0.074 Uiso 1 1 calc R . . C8 C 0.6476(7) 0.4880(3) 0.3847(2) 0.0615(10) Uani 1 1 d . . . H8A H 0.7447 0.4562 0.3694 0.074 Uiso 1 1 calc R . . C9 C 0.4751(6) 0.4847(3) 0.3564(2) 0.0594(10) Uani 1 1 d . . . C10 C 0.3369(7) 0.5348(3) 0.3800(2) 0.0708(12) Uani 1 1 d . . . H10A H 0.2208 0.5342 0.3619 0.085 Uiso 1 1 calc R . . C11 C 0.3714(7) 0.5849(3) 0.4298(3) 0.0692(11) Uani 1 1 d . . . H11A H 0.2772 0.6191 0.4443 0.083 Uiso 1 1 calc R . . O1 O 0.3528(7) 0.4603(3) 0.25592(17) 0.0923(12) Uani 1 1 d . . . Cl1 Cl 0.4909(2) 0.17758(11) 0.55505(6) 0.0797(5) Uani 1 1 d . . . O2 O 0.5633(11) 0.2027(5) 0.4952(3) 0.158(4) Uani 1 1 d . . . O3 O 0.6246(16) 0.2175(8) 0.5945(4) 0.213(5) Uani 1 1 d . . . O4 O 0.5470(13) 0.0941(5) 0.5703(6) 0.196(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.1005(5) 0.0690(4) 0.0538(4) -0.00794(14) 0.00574(16) 0.00124(17) N1 0.082(2) 0.060(2) 0.056(2) -0.0034(17) 0.0022(18) 0.0006(18) N2 0.079(2) 0.059(2) 0.056(2) -0.0060(16) 0.0059(18) -0.0014(18) C1 0.099(4) 0.063(3) 0.067(3) 0.000(2) 0.007(2) 0.004(2) C2 0.095(4) 0.063(3) 0.081(4) -0.012(3) 0.005(3) 0.000(3) C3 0.094(3) 0.079(3) 0.064(3) -0.019(3) 0.006(2) -0.002(3) C4 0.086(3) 0.077(3) 0.054(3) -0.009(2) -0.004(2) -0.002(2) C5 0.069(3) 0.064(3) 0.050(3) -0.0041(17) -0.003(2) -0.0080(19) C6 0.079(3) 0.067(3) 0.057(3) -0.001(2) -0.008(2) -0.004(2) C7 0.069(2) 0.061(2) 0.055(2) -0.0045(19) 0.001(2) -0.0032(19) C8 0.068(2) 0.063(2) 0.054(2) -0.0028(18) 0.0029(19) 0.003(2) C9 0.070(2) 0.056(2) 0.052(2) 0.0044(18) -0.0044(19) -0.0012(19) C10 0.071(3) 0.071(3) 0.070(3) -0.003(2) -0.006(2) 0.003(2) C11 0.075(3) 0.068(3) 0.065(3) -0.004(2) 0.006(2) 0.008(2) O1 0.129(3) 0.080(2) 0.068(2) 0.0007(17) -0.034(2) 0.008(2) Cl1 0.0776(9) 0.0928(9) 0.0686(9) 0.0060(6) 0.0045(6) 0.0115(8) O2 0.231(9) 0.154(6) 0.089(4) 0.038(4) 0.061(4) 0.101(6) O3 0.243(9) 0.279(13) 0.118(6) -0.066(7) -0.032(6) -0.059(10) O4 0.212(9) 0.117(5) 0.257(10) 0.069(6) 0.107(8) 0.044(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 Ag1 N2 2.248(4) 5_666 ? Ag1 N1 2.313(4) . ? N1 C5 1.339(6) . ? N1 C1 1.355(7) . ? N2 C7 1.349(6) . ? N2 C11 1.350(8) . ? N2 Ag1 2.248(4) 5_666 ? C1 C2 1.347(8) . ? C2 C3 1.361(9) . ? C3 C4 1.382(9) . ? C4 C5 1.387(7) . ? C5 C6 1.501(7) . ? C6 O1 1.229(6) . ? C6 C9 1.504(7) . ? C7 C8 1.389(6) . ? C8 C9 1.395(7) . ? C9 C10 1.382(7) . ? C10 C11 1.356(7) . ? Cl1 O4 1.432(7) . ? Cl1 O3 1.437(9) . ? Cl1 O2 1.443(6) . ? 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 Ag1 N1 153.53(16) 5_666 . ? C5 N1 C1 116.9(4) . . ? C5 N1 Ag1 126.8(3) . . ? C1 N1 Ag1 114.7(4) . . ? C7 N2 C11 116.9(4) . . ? C7 N2 Ag1 121.9(3) . 5_666 ? C11 N2 Ag1 120.9(3) . 5_666 ? C2 C1 N1 123.0(6) . . ? C1 C2 C3 120.5(6) . . ? C2 C3 C4 118.1(5) . . ? C3 C4 C5 119.0(5) . . ? N1 C5 C4 122.5(5) . . ? N1 C5 C6 118.9(4) . . ? C4 C5 C6 118.5(5) . . ? O1 C6 C5 120.2(5) . . ? O1 C6 C9 119.0(5) . . ? C5 C6 C9 120.8(4) . . ? N2 C7 C8 122.9(5) . . ? C7 C8 C9 118.5(4) . . ? C10 C9 C8 118.3(4) . . ? C10 C9 C6 119.8(4) . . ? C8 C9 C6 121.8(4) . . ? C11 C10 C9 119.6(5) . . ? N2 C11 C10 123.7(5) . . ? O4 Cl1 O3 94.9(8) . . ? O4 Cl1 O2 111.0(5) . . ? O3 Cl1 O2 98.7(6) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 25.51 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.969 _refine_diff_density_min -0.985 _refine_diff_density_rms 0.108 #===END data_Compound(5) _database_code_depnum_ccdc_archive 'CCDC 264197' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H8 Ag N3 O3' _chemical_formula_weight 338.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 Orthorhombic _symmetry_space_group_name_H-M Pbca 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 7.1774(4) _cell_length_b 15.4432(9) _cell_length_c 20.6586(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2289.8(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.961 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.764 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.704049 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 14902 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0158 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 28.71 _reflns_number_total 2950 _reflns_number_gt 2600 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0354P)^2^+1.8875P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0044(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2950 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0320 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0749 _refine_ls_wR_factor_gt 0.0721 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 Ag1 Ag 0.36277(3) 0.325699(12) 0.454064(9) 0.04160(9) Uani 1 1 d . . . N1 N 0.4818(3) 0.28679(12) 0.35340(9) 0.0359(4) Uani 1 1 d . . . N2 N 0.5555(3) 0.59032(13) 0.45825(9) 0.0365(4) Uani 1 1 d . . . C1 C 0.5402(4) 0.20447(16) 0.34761(13) 0.0460(6) Uani 1 1 d . . . H1A H 0.5646 0.1732 0.3852 0.055 Uiso 1 1 calc R . . C2 C 0.5660(4) 0.16383(17) 0.28841(16) 0.0546(7) Uani 1 1 d . . . H2A H 0.6056 0.1066 0.2864 0.066 Uiso 1 1 calc R . . C3 C 0.5320(4) 0.2097(2) 0.23323(14) 0.0544(7) Uani 1 1 d . . . H3A H 0.5483 0.1839 0.1929 0.065 Uiso 1 1 calc R . . C4 C 0.4731(4) 0.29516(18) 0.23756(11) 0.0446(5) Uani 1 1 d . . . H4A H 0.4494 0.3275 0.2005 0.054 Uiso 1 1 calc R . . C5 C 0.4505(3) 0.33086(14) 0.29852(10) 0.0338(4) Uani 1 1 d . . . C6 C 0.3841(3) 0.42280(15) 0.30405(11) 0.0361(5) Uani 1 1 d . . . C7 C 0.6740(3) 0.53204(15) 0.43335(11) 0.0359(4) Uani 1 1 d . . . H7A H 0.7949 0.5302 0.4494 0.043 Uiso 1 1 calc R . . C8 C 0.6250(3) 0.47442(15) 0.38487(11) 0.0344(4) Uani 1 1 d . . . H8A H 0.7104 0.4342 0.3693 0.041 Uiso 1 1 calc R . . C9 C 0.4453(3) 0.47810(13) 0.36003(10) 0.0312(4) Uani 1 1 d . . . C10 C 0.3225(3) 0.53880(15) 0.38521(12) 0.0379(5) Uani 1 1 d . . . H10A H 0.2016 0.5430 0.3693 0.045 Uiso 1 1 calc R . . C11 C 0.3822(3) 0.59291(16) 0.43428(12) 0.0394(5) Uani 1 1 d . . . H11A H 0.2985 0.6328 0.4514 0.047 Uiso 1 1 calc R . . O1 O 0.2826(3) 0.45342(12) 0.26280(9) 0.0550(5) Uani 1 1 d . . . N3 N 0.4495(4) 0.15903(18) 0.54885(12) 0.0552(6) Uani 1 1 d . . . O2 O 0.5399(3) 0.19821(15) 0.50734(11) 0.0612(5) Uani 1 1 d . . . O3 O 0.5450(3) 0.1250(2) 0.59126(11) 0.0803(8) 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 0.04908(14) 0.04190(13) 0.03381(12) -0.00558(7) 0.00119(7) 0.00050(7) N1 0.0421(10) 0.0310(9) 0.0346(9) -0.0015(7) 0.0035(7) 0.0018(8) N2 0.0449(11) 0.0327(9) 0.0319(9) -0.0017(7) 0.0032(7) -0.0029(8) C1 0.0530(14) 0.0337(11) 0.0514(14) -0.0007(10) 0.0075(11) 0.0037(10) C2 0.0541(16) 0.0374(13) 0.0724(19) -0.0162(12) 0.0150(14) -0.0007(11) C3 0.0524(15) 0.0594(16) 0.0513(15) -0.0255(13) 0.0123(12) -0.0052(13) C4 0.0465(13) 0.0529(14) 0.0344(12) -0.0107(10) 0.0027(9) -0.0082(11) C5 0.0362(10) 0.0334(10) 0.0318(10) -0.0036(8) 0.0004(8) -0.0054(8) C6 0.0446(12) 0.0338(10) 0.0300(10) 0.0025(8) -0.0050(8) -0.0052(9) C7 0.0358(10) 0.0381(11) 0.0337(10) -0.0026(9) -0.0004(8) -0.0031(9) C8 0.0350(10) 0.0354(10) 0.0327(10) -0.0032(8) 0.0023(8) 0.0021(8) C9 0.0388(11) 0.0273(9) 0.0274(9) 0.0022(7) -0.0019(8) -0.0019(8) C10 0.0371(11) 0.0351(11) 0.0416(11) 0.0010(9) -0.0047(9) 0.0041(9) C11 0.0452(12) 0.0327(11) 0.0403(12) -0.0024(9) 0.0055(9) 0.0056(9) O1 0.0743(13) 0.0462(10) 0.0446(10) 0.0025(8) -0.0258(9) 0.0002(9) N3 0.0444(13) 0.0685(16) 0.0525(14) 0.0115(11) -0.0036(10) -0.0022(11) O2 0.0564(12) 0.0663(13) 0.0609(12) 0.0216(10) 0.0034(10) 0.0093(10) O3 0.0651(14) 0.116(2) 0.0594(14) 0.0330(15) 0.0003(11) 0.0020(14) _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 N2 2.3037(19) 5_666 ? Ag1 N1 2.3273(18) . ? Ag1 O2 2.478(2) 4_456 ? Ag1 O3 2.580(2) 4_456 ? Ag1 O2 2.589(2) . ? N1 C5 1.341(3) . ? N1 C1 1.344(3) . ? N2 C11 1.340(3) . ? N2 C7 1.341(3) . ? N2 Ag1 2.3037(19) 5_666 ? C1 C2 1.387(4) . ? C2 C3 1.364(5) . ? C3 C4 1.388(4) . ? C4 C5 1.384(3) . ? C5 C6 1.502(3) . ? C6 O1 1.217(3) . ? C6 C9 1.503(3) . ? C7 C8 1.385(3) . ? C8 C9 1.389(3) . ? C9 C10 1.388(3) . ? C10 C11 1.382(3) . ? N3 O3 1.230(3) . ? N3 O2 1.234(3) . ? O2 Ag1 2.478(2) 4_556 ? O3 Ag1 2.580(2) 4_556 ? 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 Ag1 N1 138.98(7) 5_666 . ? N2 Ag1 O2 93.95(8) 5_666 4_456 ? N1 Ag1 O2 126.33(7) . 4_456 ? N2 Ag1 O3 110.13(9) 5_666 4_456 ? N1 Ag1 O3 94.39(8) . 4_456 ? O2 Ag1 O3 48.26(7) 4_456 4_456 ? N2 Ag1 O2 88.22(7) 5_666 . ? N1 Ag1 O2 90.18(7) . . ? O2 Ag1 O2 102.07(4) 4_456 . ? O3 Ag1 O2 144.35(8) 4_456 . ? C5 N1 C1 117.2(2) . . ? C5 N1 Ag1 124.24(14) . . ? C1 N1 Ag1 115.99(16) . . ? C11 N2 C7 117.8(2) . . ? C11 N2 Ag1 120.68(16) . 5_666 ? C7 N2 Ag1 121.22(16) . 5_666 ? N1 C1 C2 123.2(3) . . ? C3 C2 C1 118.5(2) . . ? C2 C3 C4 119.6(2) . . ? C5 C4 C3 118.2(2) . . ? N1 C5 C4 123.2(2) . . ? N1 C5 C6 117.94(19) . . ? C4 C5 C6 118.9(2) . . ? O1 C6 C5 120.3(2) . . ? O1 C6 C9 119.5(2) . . ? C5 C6 C9 120.19(19) . . ? N2 C7 C8 123.2(2) . . ? C7 C8 C9 118.5(2) . . ? C10 C9 C8 118.6(2) . . ? C10 C9 C6 119.1(2) . . ? C8 C9 C6 122.2(2) . . ? C11 C10 C9 119.1(2) . . ? N2 C11 C10 122.8(2) . . ? O3 N3 O2 114.3(3) . . ? N3 O2 Ag1 101.25(17) . 4_556 ? N3 O2 Ag1 114.20(18) . . ? Ag1 O2 Ag1 135.17(10) 4_556 . ? N3 O3 Ag1 96.21(17) . 4_556 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.71 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.831 _refine_diff_density_min -0.603 _refine_diff_density_rms 0.067 #===END data_Compound(6) _database_code_depnum_ccdc_archive 'CCDC 264198' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H9 Ag N2 O3' _chemical_formula_weight 337.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 Orthorhombic _symmetry_space_group_name_H-M Pbca 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 7.0155(3) _cell_length_b 15.5043(7) _cell_length_c 21.0588(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2290.57(18) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.42 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.955 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.760 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.533037 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 14929 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 28.73 _reflns_number_total 2961 _reflns_number_gt 2345 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0419P)^2^+1.7786P] 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 2961 _refine_ls_number_parameters 167 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0419 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0816 _refine_ls_wR_factor_gt 0.0748 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Ag1 Ag 0.37526(4) 0.330687(13) 0.452523(9) 0.03871(9) Uani 1 1 d . . . N1 N 0.4949(3) 0.29050(13) 0.35275(10) 0.0322(4) Uani 1 1 d . . . N2 N 0.5539(4) 0.58918(14) 0.45848(10) 0.0347(5) Uani 1 1 d . . . C1 C 0.5490(4) 0.20749(18) 0.34816(14) 0.0414(6) Uani 1 1 d . . . H1A H 0.5708 0.1766 0.3853 0.050 Uiso 1 1 calc R . . C2 C 0.5735(5) 0.16591(18) 0.29052(17) 0.0470(7) Uani 1 1 d . . . H2A H 0.6086 0.1081 0.2892 0.056 Uiso 1 1 calc R . . C3 C 0.5453(4) 0.2111(2) 0.23556(15) 0.0459(7) Uani 1 1 d . . . H3A H 0.5625 0.1845 0.1964 0.055 Uiso 1 1 calc R . . C4 C 0.4911(4) 0.29660(19) 0.23888(13) 0.0389(6) Uani 1 1 d . . . H4A H 0.4712 0.3286 0.2021 0.047 Uiso 1 1 calc R . . C5 C 0.4671(4) 0.33354(15) 0.29834(12) 0.0306(5) Uani 1 1 d . . . C6 C 0.4016(4) 0.42557(16) 0.30258(12) 0.0331(5) Uani 1 1 d . . . C7 C 0.6809(4) 0.53418(17) 0.43365(13) 0.0335(5) Uani 1 1 d . . . H7A H 0.8034 0.5334 0.4505 0.040 Uiso 1 1 calc R . . C8 C 0.6390(4) 0.47858(16) 0.38432(12) 0.0318(5) Uani 1 1 d . . . H8A H 0.7311 0.4411 0.3686 0.038 Uiso 1 1 calc R . . C9 C 0.4571(4) 0.47968(15) 0.35864(11) 0.0296(5) Uani 1 1 d . . . C10 C 0.3250(4) 0.53746(18) 0.38336(13) 0.0364(6) Uani 1 1 d . . . H10A H 0.2022 0.5403 0.3669 0.044 Uiso 1 1 calc R . . C11 C 0.3790(4) 0.59053(17) 0.43271(14) 0.0385(6) Uani 1 1 d . . . H11A H 0.2900 0.6291 0.4489 0.046 Uiso 1 1 calc R . . O1 O 0.3049(4) 0.45667(13) 0.26071(10) 0.0510(5) Uani 1 1 d . . . C12 C 0.4652(5) 0.1757(2) 0.55199(14) 0.0428(7) Uani 1 1 d . . . O2 O 0.5339(4) 0.20161(16) 0.50183(11) 0.0579(6) Uani 1 1 d . . . O3 O 0.5500(4) 0.1384(2) 0.59503(12) 0.0731(8) Uani 1 1 d . . . H12A H 0.322(6) 0.185(2) 0.562(2) 0.061(11) 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 Ag1 0.04926(14) 0.03876(13) 0.02812(12) -0.00496(8) 0.00175(8) -0.00027(9) N1 0.0414(11) 0.0269(10) 0.0283(10) -0.0014(8) 0.0027(9) 0.0005(9) N2 0.0460(12) 0.0296(10) 0.0284(11) -0.0021(8) 0.0019(9) -0.0034(10) C1 0.0503(16) 0.0306(13) 0.0432(16) 0.0013(11) 0.0068(13) 0.0038(12) C2 0.0519(17) 0.0334(14) 0.0556(19) -0.0128(13) 0.0097(15) 0.0005(12) C3 0.0447(16) 0.0499(17) 0.0432(16) -0.0219(14) 0.0077(14) -0.0048(14) C4 0.0429(14) 0.0466(15) 0.0271(12) -0.0065(11) 0.0001(12) -0.0061(12) C5 0.0351(13) 0.0301(12) 0.0266(12) -0.0027(9) -0.0017(10) -0.0046(10) C6 0.0436(14) 0.0299(12) 0.0257(12) 0.0016(9) -0.0052(10) -0.0027(11) C7 0.0367(12) 0.0354(13) 0.0284(12) -0.0022(10) -0.0027(10) -0.0053(11) C8 0.0358(13) 0.0310(12) 0.0287(12) -0.0022(9) 0.0022(10) 0.0015(10) C9 0.0412(13) 0.0240(11) 0.0236(11) 0.0023(8) -0.0027(10) -0.0020(10) C10 0.0383(13) 0.0353(13) 0.0356(14) 0.0017(10) -0.0071(11) 0.0032(11) C11 0.0472(15) 0.0321(13) 0.0361(14) -0.0030(10) 0.0037(12) 0.0069(12) O1 0.0753(14) 0.0397(11) 0.0380(11) 0.0028(9) -0.0247(11) 0.0020(11) C12 0.0438(17) 0.0472(17) 0.0375(16) -0.0006(12) 0.0013(13) -0.0021(13) O2 0.0615(15) 0.0631(14) 0.0490(13) 0.0198(11) 0.0177(11) 0.0159(12) O3 0.0633(16) 0.117(2) 0.0391(13) 0.0190(14) -0.0028(12) 0.0125(17) _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 N2 2.303(2) 5_666 ? Ag1 N1 2.347(2) . ? Ag1 O2 2.514(2) . ? Ag1 O3 2.538(3) 4_456 ? N1 C5 1.340(3) . ? N1 C1 1.345(3) . ? N2 C7 1.339(4) . ? N2 C11 1.341(4) . ? N2 Ag1 2.303(2) 5_666 ? C1 C2 1.385(4) . ? C2 C3 1.367(5) . ? C3 C4 1.381(4) . ? C4 C5 1.387(4) . ? C5 C6 1.502(3) . ? C6 O1 1.213(3) . ? C6 C9 1.500(3) . ? C7 C8 1.381(4) . ? C8 C9 1.386(4) . ? C9 C10 1.390(4) . ? C10 C11 1.379(4) . ? C12 O2 1.228(4) . ? C12 O3 1.229(4) . ? O3 Ag1 2.538(3) 4_556 ? 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 Ag1 N1 142.62(8) 5_666 . ? N2 Ag1 O2 89.87(9) 5_666 . ? N1 Ag1 O2 90.01(7) . . ? N2 Ag1 O3 114.41(10) 5_666 4_456 ? N1 Ag1 O3 91.06(8) . 4_456 ? O2 Ag1 O3 135.35(10) . 4_456 ? C5 N1 C1 117.1(2) . . ? C5 N1 Ag1 125.53(17) . . ? C1 N1 Ag1 114.78(17) . . ? C7 N2 C11 117.4(2) . . ? C7 N2 Ag1 121.17(19) . 5_666 ? C11 N2 Ag1 121.22(18) . 5_666 ? N1 C1 C2 122.9(3) . . ? C3 C2 C1 119.1(3) . . ? C2 C3 C4 119.3(3) . . ? C3 C4 C5 118.4(3) . . ? N1 C5 C4 123.3(2) . . ? N1 C5 C6 117.8(2) . . ? C4 C5 C6 118.9(2) . . ? O1 C6 C9 119.7(2) . . ? O1 C6 C5 120.4(2) . . ? C9 C6 C5 119.9(2) . . ? N2 C7 C8 123.3(3) . . ? C7 C8 C9 118.8(2) . . ? C8 C9 C10 118.4(2) . . ? C8 C9 C6 122.6(2) . . ? C10 C9 C6 118.9(2) . . ? C11 C10 C9 118.9(3) . . ? N2 C11 C10 123.2(3) . . ? O2 C12 O3 126.7(3) . . ? C12 O2 Ag1 116.2(2) . . ? C12 O3 Ag1 93.2(2) . 4_556 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.73 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.591 _refine_diff_density_min -0.556 _refine_diff_density_rms 0.079 #===END data_Compound(7) _database_code_depnum_ccdc_archive 'CCDC 264199' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H8 Ag F3 N2 O3' _chemical_formula_weight 405.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 7.7108(17) _cell_length_b 9.253(2) _cell_length_c 10.785(2) _cell_angle_alpha 90.692(5) _cell_angle_beta 93.506(5) _cell_angle_gamma 112.214(4) _cell_volume 710.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.893 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 1.465 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.258072 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 3867 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0419 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2475 _reflns_number_gt 2067 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0648P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2475 _refine_ls_number_parameters 226 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1028 _refine_ls_wR_factor_gt 0.0972 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.12795(5) 0.44623(4) 0.08943(3) 0.04941(17) Uani 1 1 d . . . N1 N 0.0832(6) 0.3394(5) 0.2842(4) 0.0471(9) Uani 1 1 d . . . N2 N 0.7157(5) 0.5528(5) 0.0831(4) 0.0439(9) Uani 1 1 d . . . C1 C -0.0791(8) 0.2206(7) 0.2969(5) 0.0599(14) Uani 1 1 d . . . H1A H -0.1476 0.1664 0.2255 0.072 Uiso 1 1 calc R . . C2 C -0.1506(9) 0.1738(8) 0.4096(6) 0.0733(17) Uani 1 1 d . . . H2A H -0.2634 0.0889 0.4140 0.088 Uiso 1 1 calc R . . C3 C -0.0534(9) 0.2539(9) 0.5149(6) 0.082(2) Uani 1 1 d . . . H3A H -0.1005 0.2264 0.5922 0.098 Uiso 1 1 calc R . . C4 C 0.1140(9) 0.3751(8) 0.5050(5) 0.0697(17) Uani 1 1 d . . . H4A H 0.1827 0.4306 0.5760 0.084 Uiso 1 1 calc R . . C5 C 0.1814(7) 0.4151(6) 0.3892(4) 0.0489(12) Uani 1 1 d . . . C6 C 0.3644(7) 0.5468(6) 0.3776(5) 0.0505(12) Uani 1 1 d . . . C7 C 0.6157(7) 0.4197(6) 0.1360(5) 0.0456(11) Uani 1 1 d . . . H7A H 0.6271 0.3280 0.1091 0.055 Uiso 1 1 calc R . . C8 C 0.4966(6) 0.4111(6) 0.2285(4) 0.0456(11) Uani 1 1 d . . . H8A H 0.4277 0.3155 0.2613 0.055 Uiso 1 1 calc R . . C9 C 0.4813(6) 0.5468(5) 0.2716(4) 0.0407(10) Uani 1 1 d . . . C10 C 0.5914(7) 0.6865(6) 0.2206(5) 0.0502(12) Uani 1 1 d . . . H10A H 0.5899 0.7811 0.2495 0.060 Uiso 1 1 calc R . . C11 C 0.7017(7) 0.6821(6) 0.1273(5) 0.0525(12) Uani 1 1 d . . . H11A H 0.7716 0.7760 0.0925 0.063 Uiso 1 1 calc R . . O1 O 0.4259(6) 0.6522(5) 0.4578(4) 0.0724(11) Uani 1 1 d . . . C12 C 0.1910(6) 0.7922(6) 0.1101(5) 0.0458(11) Uani 1 1 d . A . C13 C 0.2688(9) 0.9627(7) 0.1553(6) 0.0723(17) Uani 1 1 d D . . O2 O 0.1545(5) 0.7727(5) -0.0030(4) 0.0731(11) Uani 1 1 d . . . O3 O 0.1751(6) 0.6967(4) 0.1892(4) 0.0643(10) Uani 1 1 d . . . F1 F 0.291(5) 0.988(2) 0.2732(10) 0.201(13) Uani 0.50 1 d PD A 1 F2 F 0.162(3) 1.035(2) 0.118(3) 0.157(7) Uani 0.50 1 d PD A 1 F3 F 0.426(3) 1.042(2) 0.113(3) 0.168(9) Uani 0.50 1 d PD A 1 F1' F 0.414(2) 0.9992(16) 0.231(2) 0.126(6) Uani 0.50 1 d PD A 2 F2' F 0.1408(17) 0.9888(15) 0.218(2) 0.113(4) Uani 0.50 1 d PD A 2 F3' F 0.306(4) 1.0615(14) 0.0706(13) 0.140(7) Uani 0.50 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 Ag1 0.0537(3) 0.0552(3) 0.0339(2) 0.00495(16) 0.00302(16) 0.01442(18) N1 0.049(2) 0.059(2) 0.036(2) 0.0072(18) 0.0081(18) 0.023(2) N2 0.036(2) 0.051(2) 0.042(2) 0.0023(18) 0.0003(17) 0.0144(17) C1 0.054(3) 0.076(4) 0.046(3) 0.011(3) 0.004(2) 0.020(3) C2 0.061(4) 0.092(4) 0.065(4) 0.027(3) 0.020(3) 0.024(3) C3 0.074(4) 0.132(6) 0.048(3) 0.030(4) 0.024(3) 0.045(4) C4 0.071(4) 0.116(5) 0.035(3) 0.009(3) 0.008(3) 0.049(4) C5 0.048(3) 0.071(3) 0.039(3) 0.004(2) 0.004(2) 0.036(3) C6 0.048(3) 0.072(3) 0.038(3) -0.003(3) -0.003(2) 0.032(3) C7 0.045(3) 0.050(3) 0.043(3) 0.001(2) 0.003(2) 0.020(2) C8 0.044(3) 0.050(3) 0.044(3) 0.006(2) 0.006(2) 0.018(2) C9 0.033(2) 0.058(3) 0.034(2) -0.001(2) -0.0035(18) 0.021(2) C10 0.049(3) 0.048(3) 0.053(3) -0.007(2) -0.002(2) 0.020(2) C11 0.044(3) 0.054(3) 0.054(3) 0.007(2) 0.002(2) 0.013(2) O1 0.068(3) 0.094(3) 0.055(2) -0.025(2) -0.0009(19) 0.031(2) C12 0.039(3) 0.052(3) 0.044(3) -0.005(2) 0.005(2) 0.014(2) C13 0.091(5) 0.058(3) 0.067(4) 0.003(3) 0.011(4) 0.027(4) O2 0.062(2) 0.088(3) 0.047(2) -0.008(2) 0.0053(18) 0.003(2) O3 0.077(3) 0.053(2) 0.064(2) 0.0081(19) 0.002(2) 0.0271(19) F1 0.34(3) 0.090(8) 0.066(7) -0.031(6) 0.022(15) -0.038(18) F2 0.20(2) 0.094(12) 0.21(2) -0.005(11) -0.013(15) 0.090(14) F3 0.114(11) 0.093(11) 0.22(2) -0.058(13) 0.077(13) -0.058(9) F1' 0.119(10) 0.076(8) 0.157(15) -0.042(11) -0.088(11) 0.024(9) F2' 0.115(9) 0.083(7) 0.148(12) -0.050(9) 0.017(9) 0.046(7) F3' 0.207(19) 0.061(6) 0.113(9) 0.039(6) -0.017(14) 0.011(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N2 2.276(4) 2_665 ? Ag1 N1 2.321(4) . ? Ag1 O3 2.432(4) . ? Ag1 O2 2.467(4) 2_565 ? Ag1 Ag1 3.1096(9) 2_565 ? N1 C1 1.333(7) . ? N1 C5 1.350(6) . ? N2 C11 1.327(6) . ? N2 C7 1.338(6) . ? N2 Ag1 2.276(4) 2_665 ? C1 C2 1.371(8) . ? C2 C3 1.362(10) . ? C3 C4 1.364(9) . ? C4 C5 1.383(7) . ? C5 C6 1.489(7) . ? C6 O1 1.227(6) . ? C6 C9 1.498(6) . ? C7 C8 1.379(7) . ? C8 C9 1.383(7) . ? C9 C10 1.393(7) . ? C10 C11 1.366(7) . ? C12 O3 1.214(6) . ? C12 O2 1.230(6) . ? C12 C13 1.523(8) . ? C13 F3' 1.267(10) . ? C13 F3 1.274(10) . ? C13 F1' 1.277(10) . ? C13 F1 1.278(11) . ? C13 F2 1.294(11) . ? C13 F2' 1.319(10) . ? O2 Ag1 2.467(4) 2_565 ? 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 Ag1 N1 140.86(14) 2_665 . ? N2 Ag1 O3 117.84(14) 2_665 . ? N1 Ag1 O3 87.85(14) . . ? N2 Ag1 O2 92.07(13) 2_665 2_565 ? N1 Ag1 O2 89.81(14) . 2_565 ? O3 Ag1 O2 132.94(14) . 2_565 ? N2 Ag1 Ag1 84.21(10) 2_665 2_565 ? N1 Ag1 Ag1 131.65(10) . 2_565 ? O3 Ag1 Ag1 79.97(9) . 2_565 ? O2 Ag1 Ag1 67.13(11) 2_565 2_565 ? C1 N1 C5 117.2(4) . . ? C1 N1 Ag1 116.7(3) . . ? C5 N1 Ag1 123.3(3) . . ? C11 N2 C7 116.6(4) . . ? C11 N2 Ag1 121.3(3) . 2_665 ? C7 N2 Ag1 121.6(3) . 2_665 ? N1 C1 C2 123.7(5) . . ? C3 C2 C1 118.8(6) . . ? C2 C3 C4 118.9(5) . . ? C3 C4 C5 119.8(6) . . ? N1 C5 C4 121.6(5) . . ? N1 C5 C6 118.2(4) . . ? C4 C5 C6 120.1(5) . . ? O1 C6 C5 120.6(5) . . ? O1 C6 C9 119.1(5) . . ? C5 C6 C9 120.2(4) . . ? N2 C7 C8 123.5(5) . . ? C7 C8 C9 119.0(4) . . ? C8 C9 C10 117.7(4) . . ? C8 C9 C6 121.5(4) . . ? C10 C9 C6 120.6(4) . . ? C11 C10 C9 118.8(5) . . ? N2 C11 C10 124.4(5) . . ? O3 C12 O2 129.8(5) . . ? O3 C12 C13 116.2(5) . . ? O2 C12 C13 114.0(5) . . ? F3' C13 F3 50.7(9) . . ? F3' C13 F1' 108.0(9) . . ? F3 C13 F1' 63.2(9) . . ? F3' C13 F1 128.6(11) . . ? F3 C13 F1 106.3(10) . . ? F1' C13 F1 48.3(11) . . ? F3' C13 F2 55.4(9) . . ? F3 C13 F2 103.7(10) . . ? F1' C13 F2 133.5(11) . . ? F1 C13 F2 104.3(10) . . ? F3' C13 F2' 104.9(10) . . ? F3 C13 F2' 137.9(9) . . ? F1' C13 F2' 105.6(9) . . ? F1 C13 F2' 58.8(11) . . ? F2 C13 F2' 52.6(9) . . ? F3' C13 C12 115.4(9) . . ? F3 C13 C12 113.0(8) . . ? F1' C13 C12 113.6(7) . . ? F1 C13 C12 116.0(9) . . ? F2 C13 C12 112.5(9) . . ? F2' C13 C12 108.6(7) . . ? C12 O2 Ag1 120.5(3) . 2_565 ? C12 O3 Ag1 109.1(3) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.741 _refine_diff_density_min -0.418 _refine_diff_density_rms 0.091 #===END data_Compound(8) _database_code_depnum_ccdc_archive 'CCDC 264200' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 Ag F3 N2 O4 S' _chemical_formula_weight 441.13 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' 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 9.1591(13) _cell_length_b 9.2888(13) _cell_length_c 10.1933(14) _cell_angle_alpha 88.633(3) _cell_angle_beta 70.997(2) _cell_angle_gamma 64.430(2) _cell_volume 732.69(18) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Flake _exptl_crystal_colour Light-Yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.000 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 432 _exptl_absorpt_coefficient_mu 1.572 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.692511 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 3940 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0397 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2543 _reflns_number_gt 2200 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0537P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2543 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0358 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0827 _refine_ls_wR_factor_gt 0.0805 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Ag1 Ag 0.40869(3) 0.44650(3) 0.29600(2) 0.04560(13) Uani 1 1 d . . . N1 N 0.3806(3) 0.2187(3) 0.3406(3) 0.0359(6) Uani 1 1 d . . . N2 N 0.6221(4) 0.3612(3) -0.1567(3) 0.0412(6) Uani 1 1 d . . . C1 C 0.2404(5) 0.2334(5) 0.4483(3) 0.0471(8) Uani 1 1 d . . . H1A H 0.1557 0.3362 0.4913 0.056 Uiso 1 1 calc R . . C2 C 0.2170(6) 0.1028(6) 0.4978(4) 0.0596(11) Uani 1 1 d . . . H2A H 0.1167 0.1179 0.5707 0.071 Uiso 1 1 calc R . . C3 C 0.3436(6) -0.0502(6) 0.4382(4) 0.0620(11) Uani 1 1 d . . . H3A H 0.3307 -0.1401 0.4702 0.074 Uiso 1 1 calc R . . C4 C 0.4905(5) -0.0674(5) 0.3297(4) 0.0495(9) Uani 1 1 d . . . H4A H 0.5798 -0.1693 0.2893 0.059 Uiso 1 1 calc R . . C5 C 0.5026(4) 0.0684(4) 0.2825(3) 0.0355(7) Uani 1 1 d . . . C6 C 0.6600(5) 0.0463(4) 0.1601(3) 0.0399(7) Uani 1 1 d . . . C7 C 0.4892(5) 0.3302(4) -0.0860(3) 0.0420(8) Uani 1 1 d . . . H7A H 0.3894 0.3767 -0.1084 0.050 Uiso 1 1 calc R . . C8 C 0.4939(4) 0.2323(4) 0.0187(3) 0.0393(7) Uani 1 1 d . . . H8A H 0.3981 0.2157 0.0663 0.047 Uiso 1 1 calc R . . C9 C 0.6412(4) 0.1598(4) 0.0516(3) 0.0359(7) Uani 1 1 d . . . C10 C 0.7818(4) 0.1872(4) -0.0231(4) 0.0451(8) Uani 1 1 d . . . H10A H 0.8844 0.1387 -0.0049 0.054 Uiso 1 1 calc R . . C11 C 0.7653(5) 0.2880(5) -0.1249(4) 0.0480(8) Uani 1 1 d . . . H11A H 0.8597 0.3059 -0.1743 0.058 Uiso 1 1 calc R . . O1 O 0.7982(4) -0.0676(3) 0.1437(3) 0.0622(7) Uani 1 1 d . . . S1 S 0.23020(11) 0.60949(11) 0.64645(8) 0.0397(2) Uani 1 1 d . . . O2 O 0.1825(3) 0.6325(4) 0.5239(2) 0.0560(7) Uani 1 1 d . . . O3 O 0.2638(4) 0.7318(5) 0.6935(3) 0.0745(10) Uani 1 1 d . . . O4 O 0.3556(4) 0.4490(4) 0.6459(4) 0.0821(10) Uani 1 1 d . . . C12 C 0.0351(5) 0.6296(6) 0.7855(4) 0.0583(11) Uani 1 1 d . . . F1 F 0.0614(4) 0.6025(4) 0.9061(2) 0.0862(9) Uani 1 1 d . . . F2 F -0.0927(3) 0.7772(4) 0.8064(3) 0.0940(9) Uani 1 1 d . . . F3 F -0.0223(4) 0.5322(5) 0.7544(3) 0.0995(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 Ag1 0.0524(2) 0.03976(18) 0.04205(18) 0.01142(12) -0.01056(13) -0.02304(14) N1 0.0361(14) 0.0361(14) 0.0352(13) 0.0098(11) -0.0107(11) -0.0174(12) N2 0.0525(18) 0.0384(15) 0.0314(13) 0.0059(12) -0.0109(12) -0.0221(14) C1 0.044(2) 0.058(2) 0.0369(17) 0.0089(16) -0.0095(15) -0.0248(18) C2 0.064(3) 0.085(3) 0.042(2) 0.025(2) -0.0129(18) -0.049(3) C3 0.092(3) 0.067(3) 0.054(2) 0.032(2) -0.030(2) -0.058(3) C4 0.069(2) 0.042(2) 0.0468(19) 0.0133(16) -0.0269(18) -0.0287(19) C5 0.0440(18) 0.0369(17) 0.0304(15) 0.0092(13) -0.0167(13) -0.0198(15) C6 0.0438(19) 0.0341(17) 0.0384(16) 0.0060(14) -0.0144(14) -0.0144(16) C7 0.049(2) 0.048(2) 0.0339(16) 0.0076(15) -0.0173(15) -0.0240(17) C8 0.0423(18) 0.0453(19) 0.0321(15) 0.0066(14) -0.0095(13) -0.0238(16) C9 0.0392(17) 0.0296(15) 0.0329(15) 0.0038(13) -0.0081(13) -0.0135(14) C10 0.0341(18) 0.046(2) 0.0481(19) 0.0120(16) -0.0111(15) -0.0138(16) C11 0.0376(18) 0.046(2) 0.050(2) 0.0100(16) -0.0012(15) -0.0206(17) O1 0.0509(16) 0.0469(16) 0.0612(17) 0.0153(13) -0.0104(13) -0.0048(14) S1 0.0384(4) 0.0479(5) 0.0345(4) 0.0120(4) -0.0101(3) -0.0232(4) O2 0.0516(15) 0.0711(18) 0.0353(12) 0.0069(12) -0.0119(11) -0.0212(14) O3 0.101(2) 0.103(3) 0.0504(15) 0.0128(16) -0.0173(15) -0.080(2) O4 0.060(2) 0.072(2) 0.083(2) 0.0258(18) -0.0212(16) -0.0054(17) C12 0.049(2) 0.090(3) 0.043(2) 0.013(2) -0.0086(17) -0.043(2) F1 0.093(2) 0.140(3) 0.0438(13) 0.0374(15) -0.0197(13) -0.073(2) F2 0.0505(16) 0.114(3) 0.0739(17) -0.0075(17) -0.0023(13) -0.0120(17) F3 0.110(2) 0.142(3) 0.0856(19) 0.0162(19) -0.0147(17) -0.105(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 Ag1 N2 2.234(3) 2_665 ? Ag1 N1 2.258(3) . ? Ag1 O2 2.577(3) . ? N1 C1 1.345(4) . ? N1 C5 1.345(4) . ? N2 C11 1.336(5) . ? N2 C7 1.344(4) . ? N2 Ag1 2.234(3) 2_665 ? C1 C2 1.377(5) . ? C2 C3 1.376(7) . ? C3 C4 1.383(6) . ? C4 C5 1.376(5) . ? C5 C6 1.504(5) . ? C6 O1 1.210(4) . ? C6 C9 1.509(4) . ? C7 C8 1.384(5) . ? C8 C9 1.373(5) . ? C9 C10 1.392(4) . ? C10 C11 1.382(5) . ? S1 O3 1.428(3) . ? S1 O4 1.435(3) . ? S1 O2 1.435(3) . ? S1 C12 1.820(4) . ? C12 F3 1.315(5) . ? C12 F1 1.326(4) . ? C12 F2 1.327(6) . ? 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 Ag1 N1 144.86(9) 2_665 . ? N2 Ag1 O2 96.49(10) 2_665 . ? N1 Ag1 O2 99.55(9) . . ? C1 N1 C5 117.2(3) . . ? C1 N1 Ag1 116.6(2) . . ? C5 N1 Ag1 125.4(2) . . ? C11 N2 C7 116.7(3) . . ? C11 N2 Ag1 121.3(2) . 2_665 ? C7 N2 Ag1 121.3(2) . 2_665 ? N1 C1 C2 122.9(4) . . ? C3 C2 C1 119.2(3) . . ? C2 C3 C4 118.6(4) . . ? C5 C4 C3 119.0(4) . . ? N1 C5 C4 123.0(3) . . ? N1 C5 C6 119.0(3) . . ? C4 C5 C6 118.0(3) . . ? O1 C6 C5 120.3(3) . . ? O1 C6 C9 120.2(3) . . ? C5 C6 C9 119.3(3) . . ? N2 C7 C8 123.1(3) . . ? C9 C8 C7 119.4(3) . . ? C8 C9 C10 118.3(3) . . ? C8 C9 C6 123.0(3) . . ? C10 C9 C6 118.7(3) . . ? C11 C10 C9 118.5(3) . . ? N2 C11 C10 124.0(3) . . ? O3 S1 O4 113.5(2) . . ? O3 S1 O2 116.10(19) . . ? O4 S1 O2 114.3(2) . . ? O3 S1 C12 103.46(19) . . ? O4 S1 C12 103.6(2) . . ? O2 S1 C12 103.82(17) . . ? S1 O2 Ag1 116.89(15) . . ? F3 C12 F1 109.7(4) . . ? F3 C12 F2 105.8(4) . . ? F1 C12 F2 106.8(4) . . ? F3 C12 S1 111.7(3) . . ? F1 C12 S1 111.2(3) . . ? F2 C12 S1 111.4(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.761 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.080 #===END data_Compound(9) _database_code_depnum_ccdc_archive 'CCDC 264201' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H14 Ag F6 N4 O P' _chemical_formula_weight 519.14 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' 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)/n 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 13.6369(7) _cell_length_b 7.0728(4) _cell_length_c 20.1423(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.1960(10) _cell_angle_gamma 90.00 _cell_volume 1942.74(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.775 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 1.188 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.751281 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 12641 _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 28.03 _reflns_number_total 4676 _reflns_number_gt 3391 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0672P)^2^+0.6809P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0025(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4676 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1257 _refine_ls_wR_factor_gt 0.1127 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 Ag1 Ag 0.209608(19) 0.71175(5) 0.520277(15) 0.05976(15) Uani 1 1 d . . . N1 N 0.31469(19) 0.4409(4) 0.53051(13) 0.0448(6) Uani 1 1 d . . . N2 N -0.04704(19) 0.2957(4) 0.46169(14) 0.0411(6) Uani 1 1 d . . . C1 C 0.3822(3) 0.4490(5) 0.57901(19) 0.0555(9) Uani 1 1 d . . . H1A H 0.3690 0.5220 0.6163 0.067 Uiso 1 1 calc R . . C2 C 0.4707(3) 0.3536(6) 0.5759(2) 0.0657(11) Uani 1 1 d . . . H2A H 0.5152 0.3616 0.6109 0.079 Uiso 1 1 calc R . . C3 C 0.4923(3) 0.2477(5) 0.5214(3) 0.0614(11) Uani 1 1 d . . . H3A H 0.5518 0.1840 0.5183 0.074 Uiso 1 1 calc R . . C4 C 0.4234(3) 0.2370(5) 0.4704(2) 0.0566(9) Uani 1 1 d . . . H4A H 0.4360 0.1665 0.4324 0.068 Uiso 1 1 calc R . . C5 C 0.3356(2) 0.3337(4) 0.47756(17) 0.0429(7) Uani 1 1 d . . . C6 C 0.2608(3) 0.3236(5) 0.42258(17) 0.0471(8) Uani 1 1 d . . . C7 C 0.0179(2) 0.2310(4) 0.50608(16) 0.0402(7) Uani 1 1 d . . . H7A H -0.0056 0.1768 0.5449 0.048 Uiso 1 1 calc R . . C8 C 0.1177(2) 0.2406(4) 0.49721(16) 0.0391(7) Uani 1 1 d . . . H8A H 0.1603 0.1951 0.5296 0.047 Uiso 1 1 calc R . . C9 C 0.1540(2) 0.3193(4) 0.43897(15) 0.0392(7) Uani 1 1 d . . . C10 C 0.0871(2) 0.3864(5) 0.39255(15) 0.0457(7) Uani 1 1 d . . . H10A H 0.1086 0.4401 0.3530 0.055 Uiso 1 1 calc R . . C11 C -0.0120(2) 0.3722(5) 0.40590(16) 0.0481(8) Uani 1 1 d . . . H11A H -0.0564 0.4180 0.3746 0.058 Uiso 1 1 calc R . . O1 O 0.2881(2) 0.3142(5) 0.36578(14) 0.0777(9) Uani 1 1 d . . . N3 N 0.2610(3) 0.8109(6) 0.4157(2) 0.0723(10) Uani 1 1 d . . . C12 C 0.2965(4) 0.8835(8) 0.2941(2) 0.0823(13) Uani 1 1 d . . . H12C H 0.2367 0.9160 0.2715 0.123 Uiso 1 1 calc R . . H12B H 0.3253 0.7747 0.2733 0.123 Uiso 1 1 calc R . . H12A H 0.3414 0.9879 0.2917 0.123 Uiso 1 1 calc R . . C13 C 0.2759(3) 0.8416(6) 0.3621(2) 0.0563(9) Uani 1 1 d . . . N4 N 0.2904(3) 0.9098(6) 0.5967(2) 0.0778(11) Uani 1 1 d . . . C14 C 0.3301(4) 1.0855(7) 0.7049(2) 0.0817(14) Uani 1 1 d . . . H14C H 0.3998 1.1018 0.7086 0.123 Uiso 1 1 calc R . . H14B H 0.3067 1.0141 0.7421 0.123 Uiso 1 1 calc R . . H14A H 0.2988 1.2071 0.7042 0.123 Uiso 1 1 calc R . . C15 C 0.3073(3) 0.9846(6) 0.6437(2) 0.0627(10) Uani 1 1 d . . . P1 P -0.02136(9) -0.10901(17) 0.27951(5) 0.0651(3) Uani 1 1 d . . . F1 F -0.0896(3) -0.2399(6) 0.3228(2) 0.1317(16) Uani 1 1 d . A . F2 F 0.0455(3) 0.0233(7) 0.2370(2) 0.1476(16) Uani 1 1 d . A . F3 F -0.0831(14) -0.1561(19) 0.2190(6) 0.155(8) Uani 0.50 1 d P A 1 F4 F 0.0423(14) -0.2870(19) 0.2740(6) 0.134(5) Uani 0.50 1 d P A 1 F5 F 0.0410(11) -0.0478(14) 0.3418(5) 0.104(4) Uani 0.50 1 d P A 1 F6 F -0.0832(10) 0.0716(15) 0.2889(7) 0.132(5) Uani 0.50 1 d P A 1 F3' F 0.019(2) -0.263(3) 0.2349(14) 0.263(15) Uani 0.50 1 d P A 2 F4' F 0.0579(10) -0.127(4) 0.3310(10) 0.234(12) Uani 0.50 1 d P A 2 F5' F -0.0769(13) 0.044(3) 0.3189(10) 0.219(10) Uani 0.50 1 d P A 2 F6' F -0.1108(10) -0.095(3) 0.2314(8) 0.171(9) Uani 0.50 1 d P 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 Ag1 0.04464(18) 0.0696(2) 0.0651(2) -0.00651(14) -0.00079(12) 0.00302(13) N1 0.0445(14) 0.0452(15) 0.0445(15) 0.0018(12) -0.0033(11) 0.0006(11) N2 0.0410(13) 0.0377(14) 0.0447(15) -0.0056(11) -0.0019(11) -0.0005(11) C1 0.057(2) 0.054(2) 0.055(2) 0.0008(16) -0.0133(16) -0.0026(16) C2 0.054(2) 0.059(2) 0.084(3) 0.019(2) -0.025(2) -0.0097(18) C3 0.0457(19) 0.042(2) 0.096(3) 0.0064(19) -0.004(2) 0.0025(14) C4 0.0436(18) 0.044(2) 0.082(3) -0.0048(17) 0.0043(17) 0.0015(14) C5 0.0389(15) 0.0385(17) 0.0511(19) 0.0002(13) -0.0001(13) -0.0050(12) C6 0.0501(18) 0.047(2) 0.0441(18) -0.0046(14) 0.0037(14) -0.0018(14) C7 0.0471(17) 0.0340(16) 0.0394(16) 0.0015(12) 0.0005(13) -0.0031(12) C8 0.0429(16) 0.0345(16) 0.0400(16) 0.0007(12) -0.0046(12) 0.0009(11) C9 0.0448(16) 0.0366(17) 0.0361(15) -0.0081(12) -0.0026(12) -0.0033(12) C10 0.0523(18) 0.053(2) 0.0322(15) 0.0013(13) -0.0007(13) -0.0008(15) C11 0.0516(18) 0.053(2) 0.0400(17) 0.0007(14) -0.0105(14) 0.0063(15) O1 0.0590(17) 0.128(3) 0.0465(16) -0.0103(16) 0.0112(13) -0.0016(17) N3 0.066(2) 0.088(3) 0.063(2) 0.0142(19) -0.0043(17) -0.0032(18) C12 0.104(4) 0.087(3) 0.056(3) -0.001(2) 0.006(2) 0.004(3) C13 0.063(2) 0.055(2) 0.051(2) 0.0030(17) -0.0049(17) 0.0002(17) N4 0.082(2) 0.070(3) 0.081(3) -0.017(2) -0.019(2) -0.0010(19) C14 0.101(4) 0.074(3) 0.070(3) -0.015(2) -0.013(2) -0.008(3) C15 0.064(2) 0.053(2) 0.071(3) -0.005(2) -0.0125(19) -0.0018(18) P1 0.0787(7) 0.0643(7) 0.0523(6) 0.0144(5) -0.0082(5) 0.0005(5) F1 0.114(3) 0.148(3) 0.134(3) 0.079(3) -0.005(2) -0.021(2) F2 0.164(4) 0.154(4) 0.125(3) 0.048(3) 0.013(3) -0.061(3) F3 0.29(2) 0.103(7) 0.067(6) 0.026(4) -0.099(10) -0.092(10) F4 0.203(11) 0.078(5) 0.121(8) 0.010(6) 0.029(9) 0.070(6) F5 0.168(12) 0.076(4) 0.067(4) -0.010(4) -0.043(5) -0.011(5) F6 0.136(8) 0.078(6) 0.182(12) 0.037(7) -0.040(8) 0.050(5) F3' 0.28(3) 0.167(17) 0.34(3) -0.087(19) 0.22(3) -0.003(15) F4' 0.086(7) 0.41(3) 0.210(18) 0.182(19) -0.071(9) -0.048(13) F5' 0.183(15) 0.223(17) 0.250(17) -0.182(14) 0.071(12) -0.060(12) F6' 0.092(6) 0.29(2) 0.134(12) 0.105(13) -0.016(6) 0.009(9) _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 N2 2.248(3) 3_566 ? Ag1 N3 2.331(4) . ? Ag1 N4 2.353(4) . ? Ag1 N1 2.401(3) . ? N1 C5 1.340(4) . ? N1 C1 1.342(4) . ? N2 C7 1.337(4) . ? N2 C11 1.337(4) . ? N2 Ag1 2.248(3) 3_566 ? C1 C2 1.384(5) . ? C2 C3 1.363(7) . ? C3 C4 1.391(6) . ? C4 C5 1.387(5) . ? C5 C6 1.504(5) . ? C6 O1 1.206(4) . ? C6 C9 1.495(5) . ? C7 C8 1.376(5) . ? C8 C9 1.391(5) . ? C9 C10 1.388(4) . ? C10 C11 1.382(5) . ? N3 C13 1.120(5) . ? C12 C13 1.430(6) . ? N4 C15 1.107(5) . ? C14 C15 1.457(6) . ? P1 F4' 1.501(12) . ? P1 F3' 1.514(16) . ? P1 F3 1.516(8) . ? P1 F4 1.533(11) . ? P1 F6 1.542(9) . ? P1 F5' 1.543(13) . ? P1 F6' 1.559(13) . ? P1 F2 1.564(4) . ? P1 F5 1.574(9) . ? P1 F1 1.578(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ag1 N3 116.94(11) 3_566 . ? N2 Ag1 N4 111.58(12) 3_566 . ? N3 Ag1 N4 105.72(15) . . ? N2 Ag1 N1 123.78(9) 3_566 . ? N3 Ag1 N1 97.83(12) . . ? N4 Ag1 N1 98.11(11) . . ? C5 N1 C1 117.2(3) . . ? C5 N1 Ag1 120.8(2) . . ? C1 N1 Ag1 115.9(2) . . ? C7 N2 C11 117.6(3) . . ? C7 N2 Ag1 122.4(2) . 3_566 ? C11 N2 Ag1 120.0(2) . 3_566 ? N1 C1 C2 122.9(4) . . ? C3 C2 C1 119.6(4) . . ? C2 C3 C4 118.5(4) . . ? C5 C4 C3 118.6(4) . . ? N1 C5 C4 123.2(3) . . ? N1 C5 C6 117.9(3) . . ? C4 C5 C6 118.9(3) . . ? O1 C6 C9 120.8(3) . . ? O1 C6 C5 119.4(3) . . ? C9 C6 C5 119.8(3) . . ? N2 C7 C8 123.4(3) . . ? C7 C8 C9 118.9(3) . . ? C10 C9 C8 118.1(3) . . ? C10 C9 C6 118.9(3) . . ? C8 C9 C6 122.9(3) . . ? C11 C10 C9 119.0(3) . . ? N2 C11 C10 123.0(3) . . ? C13 N3 Ag1 170.2(4) . . ? N3 C13 C12 178.8(5) . . ? C15 N4 Ag1 159.9(4) . . ? N4 C15 C14 179.1(5) . . ? F4' P1 F3' 95.0(15) . . ? F4' P1 F3 158.9(13) . . ? F3' P1 F3 64.2(13) . . ? F4' P1 F4 64.7(12) . . ? F3' P1 F4 33.0(13) . . ? F3 P1 F4 94.3(10) . . ? F4' P1 F6 112.3(12) . . ? F3' P1 F6 150.0(13) . . ? F3 P1 F6 88.7(8) . . ? F4 P1 F6 176.9(7) . . ? F4' P1 F5' 93.4(12) . . ? F3' P1 F5' 171.2(14) . . ? F3 P1 F5' 107.2(10) . . ? F4 P1 F5' 153.2(10) . . ? F6 P1 F5' 24.0(10) . . ? F4' P1 F6' 174.5(9) . . ? F3' P1 F6' 87.7(14) . . ? F3 P1 F6' 23.5(11) . . ? F4 P1 F6' 116.7(11) . . ? F6 P1 F6' 66.2(9) . . ? F5' P1 F6' 83.7(9) . . ? F4' P1 F2 90.5(7) . . ? F3' P1 F2 83.9(9) . . ? F3 P1 F2 90.9(6) . . ? F4 P1 F2 96.9(7) . . ? F6 P1 F2 83.7(6) . . ? F5' P1 F2 98.6(8) . . ? F6' P1 F2 94.5(7) . . ? F4' P1 F5 24.1(12) . . ? F3' P1 F5 118.4(14) . . ? F3 P1 F5 176.7(7) . . ? F4 P1 F5 88.8(8) . . ? F6 P1 F5 88.2(6) . . ? F5' P1 F5 70.2(8) . . ? F6' P1 F5 153.9(9) . . ? F2 P1 F5 87.5(6) . . ? F4' P1 F1 89.6(7) . . ? F3' P1 F1 96.9(9) . . ? F3 P1 F1 89.3(6) . . ? F4 P1 F1 83.9(7) . . ? F6 P1 F1 95.4(6) . . ? F5' P1 F1 80.5(8) . . ? F6' P1 F1 85.4(6) . . ? F2 P1 F1 179.2(3) . . ? F5 P1 F1 92.2(6) . . ? 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 Ag1 N1 C5 93.5(3) 3_566 . . . ? N3 Ag1 N1 C5 -36.5(3) . . . . ? N4 Ag1 N1 C5 -143.7(3) . . . . ? N2 Ag1 N1 C1 -115.0(3) 3_566 . . . ? N3 Ag1 N1 C1 115.1(3) . . . . ? N4 Ag1 N1 C1 7.9(3) . . . . ? C5 N1 C1 C2 0.4(5) . . . . ? Ag1 N1 C1 C2 -152.2(3) . . . . ? N1 C1 C2 C3 0.8(6) . . . . ? C1 C2 C3 C4 -0.8(6) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? C1 N1 C5 C4 -1.7(5) . . . . ? Ag1 N1 C5 C4 149.6(3) . . . . ? C1 N1 C5 C6 -179.8(3) . . . . ? Ag1 N1 C5 C6 -28.5(4) . . . . ? C3 C4 C5 N1 1.7(5) . . . . ? C3 C4 C5 C6 179.7(3) . . . . ? N1 C5 C6 O1 144.1(4) . . . . ? C4 C5 C6 O1 -34.1(5) . . . . ? N1 C5 C6 C9 -37.8(4) . . . . ? C4 C5 C6 C9 144.1(3) . . . . ? C11 N2 C7 C8 0.4(5) . . . . ? Ag1 N2 C7 C8 -177.5(2) 3_566 . . . ? N2 C7 C8 C9 -0.7(5) . . . . ? C7 C8 C9 C10 0.5(4) . . . . ? C7 C8 C9 C6 -175.5(3) . . . . ? O1 C6 C9 C10 -28.1(5) . . . . ? C5 C6 C9 C10 153.8(3) . . . . ? O1 C6 C9 C8 148.0(4) . . . . ? C5 C6 C9 C8 -30.1(4) . . . . ? C8 C9 C10 C11 0.0(5) . . . . ? C6 C9 C10 C11 176.2(3) . . . . ? C7 N2 C11 C10 0.1(5) . . . . ? Ag1 N2 C11 C10 178.1(3) 3_566 . . . ? C9 C10 C11 N2 -0.3(5) . . . . ? N2 Ag1 N3 C13 -47(2) 3_566 . . . ? N4 Ag1 N3 C13 -172(2) . . . . ? N1 Ag1 N3 C13 88(2) . . . . ? Ag1 N3 C13 C12 -180(100) . . . . ? N2 Ag1 N4 C15 32.3(11) 3_566 . . . ? N3 Ag1 N4 C15 160.5(11) . . . . ? N1 Ag1 N4 C15 -99.0(11) . . . . ? Ag1 N4 C15 C14 -148(34) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.03 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.664 _refine_diff_density_min -0.743 _refine_diff_density_rms 0.079 #===END