Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email BUXH@NANKAI.EDU.CN _publ_contact_author_name 'Prof Xian-He Bu' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_address ; Department of Chemistry Nankai University No 94, Weijin Road Tianjin 300071 CHINA ; _publ_section_title ; Formation of novel discrete silver(I) coordination architectures with quinoline-based monothioethers: adjusting the intramolecular Ag Ag distances and complex structures by ligands modifications and variations of counter anions ; loop_ _publ_author_name 'Xian-He Bu' 'Jian-Rong Li' 'Rui-Feng Song' 'Ya-Bo Xie' data_1 _database_code_depnum_ccdc_archive 'CCDC 211351' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H13 Ag Cl4 N2 O4 S' _chemical_formula_weight 579.01 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' 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' Cl Cl 0.1484 0.1585 '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 8.809(5) _cell_length_b 9.550(5) _cell_length_c 12.505(7) _cell_angle_alpha 86.910(14) _cell_angle_beta 85.991(11) _cell_angle_gamma 79.314(10) _cell_volume 1030.3(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 698 _cell_measurement_theta_min 3.87 _cell_measurement_theta_max 25.32 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.866 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 1.624 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6415 _exptl_absorpt_correction_T_max 0.8545 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3689 _diffrn_reflns_av_R_equivalents 0.0192 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.05 _reflns_number_total 3389 _reflns_number_gt 2831 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0863P)^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 SHELXL _refine_ls_extinction_coef 0.041(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3389 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1243 _refine_ls_wR_factor_gt 0.1139 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 0.60375(4) -0.07470(4) 0.58049(3) 0.0426(2) Uani 1 1 d . . . N1 N 0.4222(5) 0.2988(4) 0.4943(4) 0.0440(10) Uani 1 1 d . . . N2 N 0.5632(5) -0.0311(4) 0.2907(3) 0.0413(9) Uani 1 1 d . . . S1 S 0.77635(13) 0.00153(13) 0.42619(10) 0.0401(3) Uani 1 1 d . . . C1 C 0.2819(7) 0.3589(5) 0.5273(5) 0.0587(15) Uani 1 1 d . . . H1 H 0.2016 0.3519 0.4845 0.070 Uiso 1 1 calc R . . C2 C 0.2437(8) 0.4326(6) 0.6219(6) 0.073(2) Uani 1 1 d . . . H2 H 0.1417 0.4724 0.6414 0.088 Uiso 1 1 calc R . . C3 C 0.3593(9) 0.4442(6) 0.6838(6) 0.072(2) Uani 1 1 d . . . H3 H 0.3364 0.4893 0.7485 0.087 Uiso 1 1 calc R . . C4 C 0.5148(8) 0.3888(5) 0.6517(5) 0.0566(15) Uani 1 1 d . . . C5 C 0.6398(10) 0.4012(6) 0.7108(5) 0.074(2) Uani 1 1 d . . . H5 H 0.6216 0.4478 0.7752 0.088 Uiso 1 1 calc R . . C6 C 0.7851(10) 0.3475(7) 0.6769(6) 0.078(2) Uani 1 1 d . . . H6 H 0.8667 0.3548 0.7184 0.093 Uiso 1 1 calc R . . C7 C 0.8150(8) 0.2792(6) 0.5772(6) 0.0671(17) Uani 1 1 d . . . H7 H 0.9168 0.2450 0.5531 0.080 Uiso 1 1 calc R . . C8 C 0.6968(6) 0.2628(5) 0.5159(4) 0.0459(12) Uani 1 1 d . . . C9 C 0.5417(6) 0.3165(5) 0.5541(4) 0.0422(12) Uani 1 1 d . . . C10 C 0.7317(6) 0.1973(5) 0.4091(5) 0.0459(12) Uani 1 1 d . . . H10A H 0.8193 0.2315 0.3724 0.055 Uiso 1 1 calc R . . H10B H 0.6433 0.2252 0.3656 0.055 Uiso 1 1 calc R . . C11 C 0.7153(5) -0.0500(5) 0.3030(4) 0.0385(11) Uani 1 1 d . . . C12 C 0.8241(7) -0.1061(6) 0.2262(5) 0.0566(14) Uani 1 1 d . . . H12 H 0.9291 -0.1146 0.2362 0.068 Uiso 1 1 calc R . . C13 C 0.7735(8) -0.1501(7) 0.1325(5) 0.0666(17) Uani 1 1 d . . . H13 H 0.8447 -0.1903 0.0792 0.080 Uiso 1 1 calc R . . C14 C 0.6193(8) -0.1339(7) 0.1199(5) 0.0635(16) Uani 1 1 d . . . H14 H 0.5838 -0.1634 0.0581 0.076 Uiso 1 1 calc R . . C15 C 0.5158(7) -0.0732(6) 0.1996(5) 0.0548(14) Uani 1 1 d . . . H15 H 0.4103 -0.0609 0.1902 0.066 Uiso 1 1 calc R . . Cl1 Cl 0.86170(15) 0.77383(14) 0.76864(11) 0.0492(3) Uani 1 1 d . . . O1 O 0.7195(8) 0.7409(9) 0.7709(10) 0.200(5) Uani 1 1 d . . . O2 O 0.9848(7) 0.6587(7) 0.7643(6) 0.130(3) Uani 1 1 d . . . O3 O 0.8739(14) 0.8367(13) 0.8531(10) 0.298(9) Uani 1 1 d . . . O4 O 0.8632(10) 0.8663(14) 0.6873(10) 0.262(8) Uani 1 1 d . . . C16 C 0.7757(7) 0.2815(7) 0.0454(5) 0.0640(16) Uani 1 1 d . . . H16 H 0.8530 0.2586 0.0994 0.077 Uiso 1 1 calc R . . Cl2 Cl 0.7935(3) 0.4477(2) -0.0147(2) 0.1109(8) Uani 1 1 d . . . Cl3 Cl 0.5947(2) 0.2817(2) 0.11104(16) 0.0824(5) Uani 1 1 d . . . Cl4 Cl 0.8167(2) 0.1483(2) -0.04857(15) 0.0793(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 0.0395(3) 0.0491(3) 0.0376(3) -0.00373(17) -0.00078(16) -0.00419(16) N1 0.050(2) 0.033(2) 0.049(3) 0.0006(18) -0.002(2) -0.0084(18) N2 0.049(2) 0.040(2) 0.035(2) -0.0046(18) 0.0001(19) -0.0077(18) S1 0.0382(6) 0.0429(6) 0.0389(7) -0.0018(5) 0.0005(5) -0.0074(5) C1 0.063(4) 0.033(3) 0.078(5) -0.007(3) 0.007(3) -0.007(2) C2 0.077(5) 0.040(3) 0.098(6) -0.014(3) 0.024(4) -0.006(3) C3 0.108(6) 0.038(3) 0.067(4) -0.014(3) 0.021(4) -0.008(3) C4 0.100(5) 0.029(3) 0.040(3) 0.000(2) -0.007(3) -0.008(3) C5 0.115(6) 0.055(4) 0.051(4) -0.015(3) -0.026(4) -0.004(4) C6 0.113(6) 0.058(4) 0.069(5) -0.008(3) -0.041(4) -0.021(4) C7 0.065(4) 0.055(3) 0.084(5) -0.005(3) -0.022(3) -0.013(3) C8 0.056(3) 0.033(2) 0.050(3) -0.003(2) -0.009(2) -0.010(2) C9 0.063(3) 0.026(2) 0.038(3) 0.0058(19) 0.000(2) -0.011(2) C10 0.049(3) 0.039(3) 0.052(3) 0.000(2) 0.004(2) -0.016(2) C11 0.043(3) 0.037(2) 0.035(3) 0.001(2) 0.004(2) -0.008(2) C12 0.055(3) 0.059(3) 0.052(4) -0.007(3) 0.009(3) -0.005(3) C13 0.077(4) 0.073(4) 0.047(4) -0.025(3) 0.019(3) -0.009(3) C14 0.084(5) 0.069(4) 0.040(3) -0.018(3) 0.001(3) -0.017(3) C15 0.063(3) 0.056(3) 0.049(4) -0.007(3) -0.003(3) -0.017(3) Cl1 0.0424(7) 0.0593(8) 0.0454(8) -0.0031(6) -0.0042(6) -0.0076(5) O1 0.066(4) 0.132(6) 0.401(16) 0.010(8) 0.008(6) -0.031(4) O2 0.087(4) 0.119(5) 0.164(7) -0.032(5) 0.000(4) 0.036(4) O3 0.291(14) 0.280(13) 0.294(15) -0.227(12) -0.179(13) 0.146(11) O4 0.098(6) 0.376(15) 0.274(13) 0.246(13) -0.008(7) -0.019(7) C16 0.057(4) 0.081(4) 0.057(4) -0.006(3) -0.014(3) -0.017(3) Cl2 0.155(2) 0.0917(14) 0.1025(18) 0.0182(12) -0.0304(15) -0.0641(15) Cl3 0.0752(11) 0.0936(12) 0.0810(13) -0.0315(10) 0.0114(9) -0.0198(9) Cl4 0.0702(11) 0.0917(12) 0.0741(12) -0.0175(9) 0.0107(9) -0.0111(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 2.252(4) 2_656 ? Ag1 N1 2.436(4) 2_656 ? Ag1 S1 2.5325(17) . ? Ag1 Ag1 2.9439(14) 2_656 ? N1 C1 1.311(7) . ? N1 C9 1.373(6) . ? N1 Ag1 2.436(4) 2_656 ? N2 C11 1.337(6) . ? N2 C15 1.346(6) . ? N2 Ag1 2.252(4) 2_656 ? S1 C11 1.790(5) . ? S1 C10 1.842(5) . ? C1 C2 1.398(9) . ? C1 H1 0.9300 . ? C2 C3 1.345(10) . ? C2 H2 0.9300 . ? C3 C4 1.413(10) . ? C3 H3 0.9300 . ? C4 C5 1.394(9) . ? C4 C9 1.419(7) . ? C5 C6 1.336(11) . ? C5 H5 0.9300 . ? C6 C7 1.425(9) . ? C6 H6 0.9300 . ? C7 C8 1.372(8) . ? C7 H7 0.9300 . ? C8 C9 1.426(7) . ? C8 C10 1.493(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.365(7) . ? C12 C13 1.395(9) . ? C12 H12 0.9300 . ? C13 C14 1.358(9) . ? C13 H13 0.9300 . ? C14 C15 1.378(8) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? Cl1 O3 1.263(7) . ? Cl1 O4 1.312(7) . ? Cl1 O1 1.345(7) . ? Cl1 O2 1.394(5) . ? C16 Cl3 1.742(7) . ? C16 Cl2 1.748(7) . ? C16 Cl4 1.749(6) . ? C16 H16 0.9800 . ? 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 122.63(15) 2_656 2_656 ? N2 Ag1 S1 137.34(11) 2_656 . ? N1 Ag1 S1 95.75(11) 2_656 . ? N2 Ag1 Ag1 88.52(11) 2_656 2_656 ? N1 Ag1 Ag1 88.21(10) 2_656 2_656 ? S1 Ag1 Ag1 73.60(5) . 2_656 ? C1 N1 C9 117.4(5) . . ? C1 N1 Ag1 105.8(3) . 2_656 ? C9 N1 Ag1 124.7(3) . 2_656 ? C11 N2 C15 118.2(5) . . ? C11 N2 Ag1 119.4(3) . 2_656 ? C15 N2 Ag1 122.4(4) . 2_656 ? C11 S1 C10 101.0(2) . . ? C11 S1 Ag1 109.13(16) . . ? C10 S1 Ag1 108.45(18) . . ? N1 C1 C2 125.0(6) . . ? N1 C1 H1 117.5 . . ? C2 C1 H1 117.5 . . ? C3 C2 C1 117.9(6) . . ? C3 C2 H2 121.0 . . ? C1 C2 H2 121.0 . . ? C2 C3 C4 120.9(6) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 123.6(6) . . ? C5 C4 C9 119.6(6) . . ? C3 C4 C9 116.9(6) . . ? C6 C5 C4 121.4(6) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C7 120.0(6) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C8 C7 C6 121.4(6) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C7 C8 C9 118.4(5) . . ? C7 C8 C10 120.2(5) . . ? C9 C8 C10 121.3(4) . . ? N1 C9 C4 121.7(5) . . ? N1 C9 C8 118.9(5) . . ? C4 C9 C8 119.3(5) . . ? C8 C10 S1 110.2(4) . . ? C8 C10 H10A 109.6 . . ? S1 C10 H10A 109.6 . . ? C8 C10 H10B 109.6 . . ? S1 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? N2 C11 C12 123.0(5) . . ? N2 C11 S1 117.7(4) . . ? C12 C11 S1 119.3(4) . . ? C11 C12 C13 118.2(6) . . ? C11 C12 H12 120.9 . . ? C13 C12 H12 120.9 . . ? C14 C13 C12 119.3(6) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 119.4(6) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? N2 C15 C14 121.8(6) . . ? N2 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? O3 Cl1 O4 108.0(10) . . ? O3 Cl1 O1 108.8(9) . . ? O4 Cl1 O1 103.8(7) . . ? O3 Cl1 O2 106.1(5) . . ? O4 Cl1 O2 114.1(6) . . ? O1 Cl1 O2 115.8(5) . . ? Cl3 C16 Cl2 112.6(4) . . ? Cl3 C16 Cl4 110.6(3) . . ? Cl2 C16 Cl4 110.9(4) . . ? Cl3 C16 H16 107.5 . . ? Cl2 C16 H16 107.5 . . ? Cl4 C16 H16 107.5 . . ? 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 S1 C11 -118.0(2) 2_656 . . . ? N1 Ag1 S1 C11 37.36(19) 2_656 . . . ? Ag1 Ag1 S1 C11 -49.06(16) 2_656 . . . ? N2 Ag1 S1 C10 -8.8(3) 2_656 . . . ? N1 Ag1 S1 C10 146.6(2) 2_656 . . . ? Ag1 Ag1 S1 C10 60.14(18) 2_656 . . . ? C9 N1 C1 C2 -3.9(8) . . . . ? Ag1 N1 C1 C2 140.5(5) 2_656 . . . ? N1 C1 C2 C3 0.5(9) . . . . ? C1 C2 C3 C4 2.7(9) . . . . ? C2 C3 C4 C5 178.1(6) . . . . ? C2 C3 C4 C9 -2.3(9) . . . . ? C3 C4 C5 C6 -179.7(6) . . . . ? C9 C4 C5 C6 0.7(9) . . . . ? C4 C5 C6 C7 1.6(10) . . . . ? C5 C6 C7 C8 -2.1(10) . . . . ? C6 C7 C8 C9 0.2(8) . . . . ? C6 C7 C8 C10 176.9(5) . . . . ? C1 N1 C9 C4 4.1(7) . . . . ? Ag1 N1 C9 C4 -132.9(4) 2_656 . . . ? C1 N1 C9 C8 -174.9(5) . . . . ? Ag1 N1 C9 C8 48.2(6) 2_656 . . . ? C5 C4 C9 N1 178.5(5) . . . . ? C3 C4 C9 N1 -1.1(7) . . . . ? C5 C4 C9 C8 -2.6(7) . . . . ? C3 C4 C9 C8 177.8(5) . . . . ? C7 C8 C9 N1 -179.0(5) . . . . ? C10 C8 C9 N1 4.4(7) . . . . ? C7 C8 C9 C4 2.1(7) . . . . ? C10 C8 C9 C4 -174.6(4) . . . . ? C7 C8 C10 S1 80.8(5) . . . . ? C9 C8 C10 S1 -102.7(5) . . . . ? C11 S1 C10 C8 151.4(4) . . . . ? Ag1 S1 C10 C8 36.8(4) . . . . ? C15 N2 C11 C12 1.9(7) . . . . ? Ag1 N2 C11 C12 -176.3(4) 2_656 . . . ? C15 N2 C11 S1 -178.2(4) . . . . ? Ag1 N2 C11 S1 3.6(5) 2_656 . . . ? C10 S1 C11 N2 -72.5(4) . . . . ? Ag1 S1 C11 N2 41.6(4) . . . . ? C10 S1 C11 C12 107.5(4) . . . . ? Ag1 S1 C11 C12 -138.4(4) . . . . ? N2 C11 C12 C13 -2.3(8) . . . . ? S1 C11 C12 C13 177.7(4) . . . . ? C11 C12 C13 C14 1.1(9) . . . . ? C12 C13 C14 C15 0.5(10) . . . . ? C11 N2 C15 C14 -0.2(8) . . . . ? Ag1 N2 C15 C14 178.0(4) 2_656 . . . ? C13 C14 C15 N2 -1.0(9) . . . . ? _diffrn_measured_fraction_theta_max 0.925 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.925 _refine_diff_density_max 0.957 _refine_diff_density_min -0.806 _refine_diff_density_rms 0.087 data_2 _database_code_depnum_ccdc_archive 'CCDC 211352' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H12 Ag2 N4 O6 S' _chemical_formula_weight 592.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 8.621(4) _cell_length_b 10.408(5) _cell_length_c 10.829(5) _cell_angle_alpha 107.237(6) _cell_angle_beta 100.105(7) _cell_angle_gamma 97.077(7) _cell_volume 897.7(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 773 _cell_measurement_theta_min 3.37 _cell_measurement_theta_max 25.54 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.191 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 2.341 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.648786 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4197 _diffrn_reflns_av_R_equivalents 0.0206 _diffrn_reflns_av_sigmaI/netI 0.0540 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 26.35 _reflns_number_total 3344 _reflns_number_gt 2413 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0267P)^2^+3.7303P] 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 0.0020(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3344 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0718 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1056 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 0.08153(7) -0.08554(5) 0.07916(6) 0.0448(2) Uani 1 1 d . . . Ag2 Ag 0.22789(8) 0.45626(6) 0.05023(6) 0.0521(2) Uani 1 1 d . . . S1 S 0.20067(19) 0.21538(16) 0.06662(16) 0.0298(4) Uani 1 1 d . . . N1 N 0.2076(6) -0.1515(5) -0.1075(5) 0.0292(12) Uani 1 1 d . . . N2 N 0.1524(7) 0.1101(5) 0.2548(6) 0.0389(14) Uani 1 1 d . . . C1 C 0.1462(9) -0.2825(7) -0.1733(7) 0.0410(17) Uani 1 1 d . . . H1A H 0.1025 -0.3342 -0.1266 0.049 Uiso 1 1 calc R . . C2 C 0.1417(9) -0.3496(8) -0.3070(8) 0.0493(19) Uani 1 1 d . . . H2A H 0.0951 -0.4416 -0.3473 0.059 Uiso 1 1 calc R . . C3 C 0.2076(10) -0.2759(8) -0.3762(8) 0.054(2) Uani 1 1 d . . . H3A H 0.2043 -0.3168 -0.4657 0.064 Uiso 1 1 calc R . . C4 C 0.2813(9) -0.1367(7) -0.3112(7) 0.0403(17) Uani 1 1 d . . . C5 C 0.3589(12) -0.0582(9) -0.3773(8) 0.063(2) Uani 1 1 d . . . H5A H 0.3576 -0.0964 -0.4669 0.075 Uiso 1 1 calc R . . C6 C 0.4355(11) 0.0729(9) -0.3099(9) 0.062(2) Uani 1 1 d . . . H6A H 0.4884 0.1238 -0.3528 0.074 Uiso 1 1 calc R . . C7 C 0.4346(10) 0.1308(8) -0.1767(9) 0.053(2) Uani 1 1 d . . . H7A H 0.4876 0.2207 -0.1326 0.064 Uiso 1 1 calc R . . C8 C 0.3592(8) 0.0616(7) -0.1075(7) 0.0342(15) Uani 1 1 d . . . C9 C 0.2788(8) -0.0772(7) -0.1755(7) 0.0347(16) Uani 1 1 d . . . C10 C 0.3720(8) 0.1292(7) 0.0363(7) 0.0346(16) Uani 1 1 d . . . H10A H 0.4710 0.1960 0.0731 0.041 Uiso 1 1 calc R . . H10B H 0.3759 0.0612 0.0811 0.041 Uiso 1 1 calc R . . C11 C 0.2128(8) 0.2257(7) 0.2362(6) 0.0313(15) Uani 1 1 d . . . C12 C 0.2785(9) 0.3472(7) 0.3381(7) 0.0408(17) Uani 1 1 d . . . H12A H 0.3211 0.4253 0.3214 0.049 Uiso 1 1 calc R . . C13 C 0.2781(10) 0.3473(8) 0.4654(8) 0.050(2) Uani 1 1 d . . . H13A H 0.3217 0.4266 0.5369 0.060 Uiso 1 1 calc R . . C14 C 0.2142(11) 0.2319(8) 0.4868(7) 0.055(2) Uani 1 1 d . . . H14A H 0.2117 0.2322 0.5724 0.066 Uiso 1 1 calc R . . C15 C 0.1538(11) 0.1152(8) 0.3807(7) 0.052(2) Uani 1 1 d . . . H15A H 0.1119 0.0361 0.3962 0.062 Uiso 1 1 calc R . . N3 N 0.1145(8) 0.6902(6) 0.2208(7) 0.0471(16) Uani 1 1 d . . . N4 N 0.3850(8) 0.4761(8) -0.1627(7) 0.0541(18) Uani 1 1 d . . . O1 O 0.1095(8) 0.6644(7) 0.1002(6) 0.0752(19) Uani 1 1 d . . . O2 O 0.0889(10) 0.8006(6) 0.2853(8) 0.100(3) Uani 1 1 d . . . O3 O 0.1415(9) 0.6006(6) 0.2699(6) 0.078(2) Uani 1 1 d . . . O4 O 0.4054(8) 0.5750(6) -0.0594(7) 0.0769(19) Uani 1 1 d . . . O5 O 0.2618(7) 0.3895(6) -0.1929(6) 0.0649(16) Uani 1 1 d . . . O6 O 0.4837(9) 0.4618(9) -0.2324(7) 0.106(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0642(4) 0.0331(3) 0.0317(4) 0.0060(2) 0.0089(3) 0.0028(3) Ag2 0.0619(4) 0.0472(4) 0.0563(4) 0.0235(3) 0.0211(3) 0.0156(3) S1 0.0340(9) 0.0313(8) 0.0245(9) 0.0082(7) 0.0063(7) 0.0098(7) N1 0.036(3) 0.025(3) 0.028(3) 0.007(2) 0.009(2) 0.012(2) N2 0.053(4) 0.029(3) 0.033(4) 0.009(3) 0.009(3) 0.005(3) C1 0.049(4) 0.044(4) 0.036(5) 0.014(4) 0.016(3) 0.019(3) C2 0.056(5) 0.044(4) 0.042(5) 0.004(4) 0.011(4) 0.011(4) C3 0.065(5) 0.061(5) 0.034(5) 0.008(4) 0.014(4) 0.022(4) C4 0.053(5) 0.041(4) 0.029(4) 0.008(3) 0.013(3) 0.016(3) C5 0.093(7) 0.072(6) 0.033(5) 0.017(4) 0.032(5) 0.025(5) C6 0.079(6) 0.061(5) 0.059(6) 0.031(5) 0.034(5) 0.014(5) C7 0.067(6) 0.038(4) 0.064(6) 0.018(4) 0.031(5) 0.014(4) C8 0.036(4) 0.038(4) 0.033(4) 0.012(3) 0.010(3) 0.017(3) C9 0.036(4) 0.041(4) 0.039(4) 0.020(3) 0.017(3) 0.021(3) C10 0.034(4) 0.033(3) 0.038(4) 0.012(3) 0.007(3) 0.013(3) C11 0.038(4) 0.039(4) 0.018(4) 0.008(3) 0.004(3) 0.014(3) C12 0.049(4) 0.037(4) 0.032(5) 0.007(3) 0.001(3) 0.008(3) C13 0.068(5) 0.041(4) 0.032(5) 0.003(4) 0.001(4) 0.015(4) C14 0.094(7) 0.050(5) 0.020(4) 0.010(4) 0.009(4) 0.019(4) C15 0.090(6) 0.040(4) 0.026(5) 0.011(4) 0.018(4) 0.011(4) N3 0.060(4) 0.033(3) 0.047(4) 0.014(3) 0.009(3) 0.007(3) N4 0.049(4) 0.072(5) 0.041(5) 0.028(4) -0.001(3) 0.003(4) O1 0.086(5) 0.119(6) 0.044(4) 0.046(4) 0.026(3) 0.038(4) O2 0.136(7) 0.035(3) 0.109(6) -0.006(4) 0.023(5) 0.025(4) O3 0.115(6) 0.072(4) 0.066(4) 0.046(4) 0.016(4) 0.038(4) O4 0.098(5) 0.051(4) 0.060(5) 0.006(3) -0.011(4) 0.005(3) O5 0.056(4) 0.070(4) 0.055(4) 0.010(3) 0.010(3) -0.007(3) O6 0.074(5) 0.174(8) 0.049(4) 0.028(5) 0.015(4) -0.027(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 2.265(5) . ? Ag1 N1 2.422(5) . ? Ag1 S1 2.6106(19) 2 ? Ag1 Ag1 3.1091(14) 2 ? Ag2 O1 2.464(7) . ? Ag2 O4 2.514(7) . ? Ag2 S1 2.551(2) . ? Ag2 O5 2.596(6) . ? S1 C11 1.791(6) . ? S1 C10 1.849(6) . ? S1 Ag1 2.6106(19) 2 ? N1 C1 1.327(8) . ? N1 C9 1.378(8) . ? N2 C11 1.336(8) . ? N2 C15 1.346(9) . ? C1 C2 1.399(10) . ? C1 H1A 0.9300 . ? C2 C3 1.362(11) . ? C2 H2A 0.9300 . ? C3 C4 1.418(11) . ? C3 H3A 0.9300 . ? C4 C5 1.417(10) . ? C4 C9 1.420(9) . ? C5 C6 1.360(12) . ? C5 H5A 0.9300 . ? C6 C7 1.390(11) . ? C6 H6A 0.9300 . ? C7 C8 1.371(10) . ? C7 H7A 0.9300 . ? C8 C9 1.433(9) . ? C8 C10 1.484(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.383(9) . ? C12 C13 1.379(10) . ? C12 H12A 0.9300 . ? C13 C14 1.358(11) . ? C13 H13A 0.9300 . ? C14 C15 1.369(10) . ? C14 H14A 0.9300 . ? C15 H15A 0.9300 . ? N3 O2 1.224(8) . ? N3 O3 1.229(8) . ? N3 O1 1.244(8) . ? N4 O6 1.227(9) . ? N4 O5 1.231(8) . ? N4 O4 1.243(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ag1 N1 127.48(19) . . ? N2 Ag1 S1 130.44(16) . 2 ? N1 Ag1 S1 92.20(13) . 2 ? N2 Ag1 Ag1 86.67(15) . 2 ? N1 Ag1 Ag1 83.11(12) . 2 ? S1 Ag1 Ag1 67.97(5) 2 2 ? O1 Ag2 O4 86.1(2) . . ? O1 Ag2 S1 142.80(15) . . ? O4 Ag2 S1 130.96(15) . . ? O1 Ag2 O5 109.1(2) . . ? O4 Ag2 O5 48.91(19) . . ? S1 Ag2 O5 96.60(14) . . ? C11 S1 C10 99.1(3) . . ? C11 S1 Ag2 109.1(2) . . ? C10 S1 Ag2 115.4(2) . . ? C11 S1 Ag1 110.7(2) . 2 ? C10 S1 Ag1 116.7(2) . 2 ? Ag2 S1 Ag1 105.66(6) . 2 ? C1 N1 C9 116.9(6) . . ? C1 N1 Ag1 106.8(4) . . ? C9 N1 Ag1 132.3(4) . . ? C11 N2 C15 117.0(6) . . ? C11 N2 Ag1 118.8(4) . . ? C15 N2 Ag1 123.8(5) . . ? N1 C1 C2 125.6(7) . . ? N1 C1 H1A 117.2 . . ? C2 C1 H1A 117.2 . . ? C3 C2 C1 117.9(7) . . ? C3 C2 H2A 121.1 . . ? C1 C2 H2A 121.1 . . ? C2 C3 C4 119.8(7) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C5 C4 C3 121.7(7) . . ? C5 C4 C9 120.1(7) . . ? C3 C4 C9 118.2(7) . . ? C6 C5 C4 120.0(7) . . ? C6 C5 H5A 120.0 . . ? C4 C5 H5A 120.0 . . ? C5 C6 C7 119.9(7) . . ? C5 C6 H6A 120.0 . . ? C7 C6 H6A 120.0 . . ? C8 C7 C6 123.0(8) . . ? C8 C7 H7A 118.5 . . ? C6 C7 H7A 118.5 . . ? C7 C8 C9 118.3(6) . . ? C7 C8 C10 119.3(7) . . ? C9 C8 C10 122.3(6) . . ? N1 C9 C4 121.5(6) . . ? N1 C9 C8 119.8(6) . . ? C4 C9 C8 118.6(6) . . ? C8 C10 S1 111.6(5) . . ? C8 C10 H10A 109.3 . . ? S1 C10 H10A 109.3 . . ? C8 C10 H10B 109.3 . . ? S1 C10 H10B 109.3 . . ? H10A C10 H10B 108.0 . . ? N2 C11 C12 123.9(6) . . ? N2 C11 S1 115.2(5) . . ? C12 C11 S1 120.9(5) . . ? C13 C12 C11 117.0(7) . . ? C13 C12 H12A 121.5 . . ? C11 C12 H12A 121.5 . . ? C14 C13 C12 120.2(7) . . ? C14 C13 H13A 119.9 . . ? C12 C13 H13A 119.9 . . ? C13 C14 C15 119.1(7) . . ? C13 C14 H14A 120.4 . . ? C15 C14 H14A 120.4 . . ? N2 C15 C14 122.7(7) . . ? N2 C15 H15A 118.7 . . ? C14 C15 H15A 118.7 . . ? O2 N3 O3 122.4(8) . . ? O2 N3 O1 119.8(7) . . ? O3 N3 O1 117.8(7) . . ? O6 N4 O5 120.0(8) . . ? O6 N4 O4 122.4(8) . . ? O5 N4 O4 117.6(8) . . ? N3 O1 Ag2 101.6(5) . . ? N4 O4 Ag2 95.9(5) . . ? N4 O5 Ag2 92.2(5) . . ? 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 O1 Ag2 S1 C11 -56.8(4) . . . . ? O4 Ag2 S1 C11 129.9(3) . . . . ? O5 Ag2 S1 C11 169.1(3) . . . . ? O1 Ag2 S1 C10 -167.2(3) . . . . ? O4 Ag2 S1 C10 19.4(3) . . . . ? O5 Ag2 S1 C10 58.6(3) . . . . ? O1 Ag2 S1 Ag1 62.3(3) . . . 2 ? O4 Ag2 S1 Ag1 -111.0(2) . . . 2 ? O5 Ag2 S1 Ag1 -71.90(14) . . . 2 ? N2 Ag1 N1 C1 169.0(4) . . . . ? S1 Ag1 N1 C1 -43.0(4) 2 . . . ? Ag1 Ag1 N1 C1 -110.5(4) 2 . . . ? N2 Ag1 N1 C9 -35.2(7) . . . . ? S1 Ag1 N1 C9 112.7(6) 2 . . . ? Ag1 Ag1 N1 C9 45.2(6) 2 . . . ? N1 Ag1 N2 C11 33.4(6) . . . . ? S1 Ag1 N2 C11 -102.4(5) 2 . . . ? Ag1 Ag1 N2 C11 -45.3(5) 2 . . . ? N1 Ag1 N2 C15 -139.2(6) . . . . ? S1 Ag1 N2 C15 85.0(6) 2 . . . ? Ag1 Ag1 N2 C15 142.1(6) 2 . . . ? C9 N1 C1 C2 -2.9(10) . . . . ? Ag1 N1 C1 C2 157.2(6) . . . . ? N1 C1 C2 C3 1.0(12) . . . . ? C1 C2 C3 C4 1.6(11) . . . . ? C2 C3 C4 C5 176.5(8) . . . . ? C2 C3 C4 C9 -2.1(11) . . . . ? C3 C4 C5 C6 -176.6(8) . . . . ? C9 C4 C5 C6 2.0(12) . . . . ? C4 C5 C6 C7 -1.4(14) . . . . ? C5 C6 C7 C8 0.1(14) . . . . ? C6 C7 C8 C9 0.5(11) . . . . ? C6 C7 C8 C10 176.7(7) . . . . ? C1 N1 C9 C4 2.2(9) . . . . ? Ag1 N1 C9 C4 -151.6(5) . . . . ? C1 N1 C9 C8 -174.8(6) . . . . ? Ag1 N1 C9 C8 31.3(9) . . . . ? C5 C4 C9 N1 -178.5(7) . . . . ? C3 C4 C9 N1 0.2(10) . . . . ? C5 C4 C9 C8 -1.4(10) . . . . ? C3 C4 C9 C8 177.2(6) . . . . ? C7 C8 C9 N1 177.3(6) . . . . ? C10 C8 C9 N1 1.2(9) . . . . ? C7 C8 C9 C4 0.2(9) . . . . ? C10 C8 C9 C4 -175.9(6) . . . . ? C7 C8 C10 S1 94.1(7) . . . . ? C9 C8 C10 S1 -89.8(7) . . . . ? C11 S1 C10 C8 159.4(5) . . . . ? Ag2 S1 C10 C8 -84.2(5) . . . . ? Ag1 S1 C10 C8 40.7(5) 2 . . . ? C15 N2 C11 C12 1.4(10) . . . . ? Ag1 N2 C11 C12 -171.6(5) . . . . ? C15 N2 C11 S1 -177.5(6) . . . . ? Ag1 N2 C11 S1 9.4(7) . . . . ? C10 S1 C11 N2 -78.8(5) . . . . ? Ag2 S1 C11 N2 160.2(4) . . . . ? Ag1 S1 C11 N2 44.3(5) 2 . . . ? C10 S1 C11 C12 102.2(6) . . . . ? Ag2 S1 C11 C12 -18.8(6) . . . . ? Ag1 S1 C11 C12 -134.7(5) 2 . . . ? N2 C11 C12 C13 -1.1(11) . . . . ? S1 C11 C12 C13 177.8(5) . . . . ? C11 C12 C13 C14 -0.4(11) . . . . ? C12 C13 C14 C15 1.4(13) . . . . ? C11 N2 C15 C14 -0.3(12) . . . . ? Ag1 N2 C15 C14 172.4(6) . . . . ? C13 C14 C15 N2 -1.1(13) . . . . ? O2 N3 O1 Ag2 168.2(7) . . . . ? O3 N3 O1 Ag2 -13.7(8) . . . . ? O4 Ag2 O1 N3 -130.3(5) . . . . ? S1 Ag2 O1 N3 54.7(6) . . . . ? O5 Ag2 O1 N3 -174.2(4) . . . . ? O6 N4 O4 Ag2 -155.0(7) . . . . ? O5 N4 O4 Ag2 23.8(7) . . . . ? O1 Ag2 O4 N4 -132.7(5) . . . . ? S1 Ag2 O4 N4 43.3(5) . . . . ? O5 Ag2 O4 N4 -13.0(4) . . . . ? O6 N4 O5 Ag2 155.9(7) . . . . ? O4 N4 O5 Ag2 -22.9(7) . . . . ? O1 Ag2 O5 N4 79.6(5) . . . . ? O4 Ag2 O5 N4 13.1(4) . . . . ? S1 Ag2 O5 N4 -127.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 26.35 _diffrn_measured_fraction_theta_full 0.910 _refine_diff_density_max 0.916 _refine_diff_density_min -0.756 _refine_diff_density_rms 0.112 data_3 _database_code_depnum_ccdc_archive 'CCDC 211353' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H15 Ag F6 N3 P S' _chemical_formula_weight 546.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.890(4) _cell_length_b 13.577(5) _cell_length_c 14.816(6) _cell_angle_alpha 90.00 _cell_angle_beta 107.046(7) _cell_angle_gamma 90.00 _cell_volume 2094.4(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 730 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 21.42 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 1.198 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.912771 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9591 _diffrn_reflns_av_R_equivalents 0.0457 _diffrn_reflns_av_sigmaI/netI 0.0729 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 26.40 _reflns_number_total 4253 _reflns_number_gt 2326 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0268P)^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 4253 _refine_ls_number_parameters 318 _refine_ls_number_restraints 330 _refine_ls_R_factor_all 0.1079 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0802 _refine_ls_wR_factor_gt 0.0658 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.996 _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 0.60595(3) 0.47116(3) 0.08550(2) 0.06338(14) Uani 1 1 d . . . S1 S 0.35279(11) 0.62053(8) 0.05224(7) 0.0617(3) Uani 1 1 d . . . N1 N 0.6061(4) 0.6348(3) 0.1244(2) 0.0636(10) Uani 1 1 d . . . N2 N 0.4546(4) 0.3517(3) 0.1209(2) 0.0605(10) Uani 1 1 d . . . C1 C 0.7165(5) 0.6827(4) 0.1626(3) 0.0805(15) Uani 1 1 d . . . H1A H 0.7929 0.6472 0.1797 0.097 Uiso 1 1 calc R . . C2 C 0.7202(7) 0.7828(5) 0.1771(4) 0.098(2) Uani 1 1 d . . . H2A H 0.7983 0.8144 0.2034 0.117 Uiso 1 1 calc R . . C3 C 0.6090(8) 0.8355(4) 0.1529(4) 0.103(2) Uani 1 1 d . . . H3A H 0.6105 0.9034 0.1615 0.124 Uiso 1 1 calc R . . C4 C 0.4944(6) 0.7873(4) 0.1156(3) 0.0839(16) Uani 1 1 d . . . H4A H 0.4168 0.8213 0.1000 0.101 Uiso 1 1 calc R . . C5 C 0.4979(5) 0.6869(3) 0.1019(3) 0.0619(12) Uani 1 1 d . . . C6 C 0.3539(4) 0.5399(3) 0.1523(3) 0.0612(12) Uani 1 1 d . . . H6A H 0.4412 0.5191 0.1838 0.073 Uiso 1 1 calc R . . H6B H 0.3222 0.5760 0.1974 0.073 Uiso 1 1 calc R . . C7 C 0.2710(4) 0.4512(4) 0.1183(3) 0.0597(12) Uani 1 1 d . . . C8 C 0.1412(5) 0.4580(4) 0.1052(3) 0.0843(15) Uani 1 1 d . . . H8A H 0.1055 0.5185 0.1130 0.101 Uiso 1 1 calc R . . C9 C 0.0611(5) 0.3748(6) 0.0802(4) 0.106(2) Uani 1 1 d . . . H9A H -0.0271 0.3812 0.0696 0.127 Uiso 1 1 calc R . . C10 C 0.1116(7) 0.2861(6) 0.0716(4) 0.105(2) Uani 1 1 d . . . H10A H 0.0580 0.2315 0.0565 0.126 Uiso 1 1 calc R . . C11 C 0.2438(6) 0.2746(4) 0.0850(3) 0.0776(16) Uani 1 1 d . . . C12 C 0.3019(8) 0.1822(5) 0.0823(4) 0.102(2) Uani 1 1 d . . . H12A H 0.2516 0.1257 0.0678 0.122 Uiso 1 1 calc R . . C13 C 0.4304(8) 0.1760(4) 0.1007(4) 0.105(2) Uani 1 1 d . . . H13A H 0.4699 0.1152 0.1013 0.126 Uiso 1 1 calc R . . C14 C 0.5035(5) 0.2625(4) 0.1191(3) 0.0842(15) Uani 1 1 d . . . H14A H 0.5919 0.2570 0.1307 0.101 Uiso 1 1 calc R . . C15 C 0.3251(5) 0.3589(3) 0.1069(2) 0.0568(12) Uani 1 1 d . . . C16 C 0.8345(5) 0.3818(4) 0.2779(4) 0.0892(17) Uani 1 1 d . . . C17 C 0.9140(5) 0.3293(4) 0.3582(4) 0.116(2) Uani 1 1 d . . . H17A H 0.8605 0.2938 0.3882 0.173 Uiso 1 1 calc R . . H17B H 0.9664 0.3753 0.4022 0.173 Uiso 1 1 calc R . . H17C H 0.9679 0.2839 0.3378 0.173 Uiso 1 1 calc R . . N3 N 0.7728(5) 0.4214(4) 0.2168(4) 0.129(2) Uani 1 1 d . . . P1 P 0.84485(15) 0.08721(11) 0.12547(11) 0.0840(4) Uani 1 1 d D . . F1 F 0.8698(9) -0.0178(6) 0.1674(9) 0.180(7) Uani 0.600(18) 1 d PDU A 1 F2 F 0.9533(14) 0.0713(8) 0.0791(11) 0.139(6) Uani 0.600(18) 1 d PDU A 1 F3 F 0.7456(17) 0.0447(9) 0.0371(10) 0.214(8) Uani 0.600(18) 1 d PDU A 1 F4 F 0.7425(15) 0.1037(12) 0.1747(11) 0.173(8) Uani 0.600(18) 1 d PDU A 1 F5 F 0.9471(15) 0.1310(8) 0.2121(8) 0.198(7) Uani 0.600(18) 1 d PDU A 1 F6 F 0.8185(11) 0.1918(6) 0.0825(9) 0.155(6) Uani 0.600(18) 1 d PDU A 1 F1' F 0.8644(15) -0.0062(9) 0.1885(9) 0.163(9) Uani 0.400(18) 1 d PDU A 2 F2' F 0.9874(8) 0.1066(14) 0.1557(19) 0.157(11) Uani 0.400(18) 1 d PDU A 2 F3' F 0.849(3) 0.0264(12) 0.0407(9) 0.202(11) Uani 0.400(18) 1 d PDU A 2 F4' F 0.6955(9) 0.0703(12) 0.0980(19) 0.169(10) Uani 0.400(18) 1 d PDU A 2 F5' F 0.828(3) 0.1460(9) 0.2121(11) 0.179(11) Uani 0.400(18) 1 d PDU A 2 F6' F 0.8173(13) 0.1817(9) 0.0651(10) 0.120(8) Uani 0.400(18) 1 d PDU 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 0.0600(2) 0.0645(2) 0.0579(2) -0.00068(19) 0.00503(16) -0.0055(2) S1 0.0683(8) 0.0570(7) 0.0596(7) 0.0059(6) 0.0183(6) -0.0010(6) N1 0.070(3) 0.065(3) 0.050(2) -0.0062(18) 0.009(2) -0.027(2) N2 0.075(3) 0.058(3) 0.052(2) 0.0067(18) 0.025(2) -0.010(2) C1 0.086(4) 0.091(4) 0.063(3) -0.018(3) 0.018(3) -0.033(3) C2 0.139(6) 0.097(5) 0.063(4) -0.028(3) 0.039(4) -0.063(4) C3 0.180(7) 0.067(4) 0.073(4) -0.023(3) 0.055(5) -0.048(5) C4 0.133(5) 0.054(3) 0.068(3) -0.004(3) 0.035(3) -0.016(3) C5 0.084(4) 0.052(3) 0.051(3) 0.002(2) 0.021(3) -0.016(3) C6 0.067(3) 0.069(3) 0.051(2) 0.001(2) 0.024(2) -0.003(2) C7 0.055(3) 0.082(4) 0.040(2) 0.008(2) 0.011(2) -0.017(3) C8 0.069(4) 0.110(5) 0.074(3) 0.017(3) 0.021(3) -0.010(3) C9 0.060(4) 0.171(7) 0.076(4) 0.025(5) 0.004(3) -0.042(5) C10 0.111(6) 0.133(6) 0.065(4) -0.001(4) 0.014(4) -0.071(5) C11 0.099(5) 0.088(4) 0.047(3) -0.005(3) 0.024(3) -0.047(4) C12 0.171(7) 0.072(5) 0.067(4) -0.011(3) 0.043(4) -0.057(5) C13 0.177(7) 0.060(4) 0.096(4) 0.007(3) 0.068(5) -0.016(5) C14 0.114(4) 0.073(4) 0.077(3) 0.019(3) 0.045(3) -0.002(4) C15 0.070(3) 0.067(3) 0.034(2) 0.002(2) 0.017(2) -0.023(3) C16 0.075(4) 0.098(5) 0.079(4) -0.008(3) -0.002(3) -0.003(3) C17 0.103(5) 0.126(5) 0.097(4) 0.025(4) -0.002(4) 0.010(4) N3 0.112(4) 0.137(5) 0.096(4) 0.017(3) -0.034(3) 0.006(3) P1 0.0972(13) 0.0653(10) 0.1033(12) 0.0145(9) 0.0505(11) -0.0051(9) F1 0.180(11) 0.076(6) 0.326(17) 0.096(8) 0.143(11) 0.024(7) F2 0.168(12) 0.126(7) 0.163(11) 0.029(7) 0.111(10) 0.026(7) F3 0.203(16) 0.188(12) 0.204(12) -0.056(9) -0.014(11) -0.060(11) F4 0.176(14) 0.203(15) 0.203(14) 0.089(11) 0.154(12) 0.066(11) F5 0.166(14) 0.243(11) 0.150(9) -0.064(8) -0.007(8) -0.004(9) F6 0.190(13) 0.072(7) 0.238(13) 0.052(7) 0.116(10) 0.033(7) F1' 0.27(2) 0.128(15) 0.101(9) 0.022(8) 0.069(10) -0.023(14) F2' 0.060(6) 0.164(16) 0.23(2) 0.119(16) 0.008(12) -0.024(8) F3' 0.27(3) 0.212(16) 0.126(11) -0.100(11) 0.061(15) 0.011(19) F4' 0.102(9) 0.159(13) 0.25(2) 0.005(17) 0.055(14) -0.019(8) F5' 0.29(3) 0.093(9) 0.183(13) -0.040(8) 0.112(18) -0.041(13) F6' 0.107(12) 0.144(16) 0.101(8) 0.078(8) 0.016(8) 0.012(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.295(4) . ? Ag1 N3 2.338(5) . ? Ag1 N2 2.476(4) . ? Ag1 S1 2.5406(14) 3_665 ? Ag1 Ag1 2.9883(10) 3_665 ? S1 C5 1.780(5) . ? S1 C6 1.840(4) . ? S1 Ag1 2.5406(14) 3_665 ? N1 C5 1.330(5) . ? N1 C1 1.337(5) . ? N2 C14 1.326(6) . ? N2 C15 1.368(5) . ? C1 C2 1.376(7) . ? C1 H1A 0.9300 . ? C2 C3 1.361(7) . ? C2 H2A 0.9300 . ? C3 C4 1.373(7) . ? C3 H3A 0.9300 . ? C4 C5 1.381(6) . ? C4 H4A 0.9300 . ? C6 C7 1.501(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.373(6) . ? C7 C15 1.416(6) . ? C8 C9 1.409(7) . ? C8 H8A 0.9300 . ? C9 C10 1.345(8) . ? C9 H9A 0.9300 . ? C10 C11 1.403(7) . ? C10 H10A 0.9300 . ? C11 C12 1.411(8) . ? C11 C15 1.425(6) . ? C12 C13 1.347(8) . ? C12 H12A 0.9300 . ? C13 C14 1.400(7) . ? C13 H13A 0.9300 . ? C14 H14A 0.9300 . ? C16 N3 1.097(6) . ? C16 C17 1.439(7) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? P1 F2' 1.508(8) . ? P1 F3' 1.514(9) . ? P1 F4 1.517(7) . ? P1 F6' 1.542(9) . ? P1 F3 1.545(8) . ? P1 F2 1.546(7) . ? P1 F1 1.547(7) . ? P1 F6 1.548(7) . ? P1 F5 1.550(8) . ? P1 F1' 1.552(10) . ? P1 F5' 1.566(10) . ? P1 F4' 1.573(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N3 97.31(17) . . ? N1 Ag1 N2 122.17(14) . . ? N3 Ag1 N2 92.17(17) . . ? N1 Ag1 S1 133.54(9) . 3_665 ? N3 Ag1 S1 104.44(15) . 3_665 ? N2 Ag1 S1 97.74(9) . 3_665 ? N1 Ag1 Ag1 84.43(9) . 3_665 ? N3 Ag1 Ag1 178.16(14) . 3_665 ? N2 Ag1 Ag1 87.41(9) . 3_665 ? S1 Ag1 Ag1 73.84(4) 3_665 3_665 ? C5 S1 C6 99.94(19) . . ? C5 S1 Ag1 103.61(16) . 3_665 ? C6 S1 Ag1 113.27(14) . 3_665 ? C5 N1 C1 117.9(4) . . ? C5 N1 Ag1 121.1(3) . . ? C1 N1 Ag1 120.7(4) . . ? C14 N2 C15 117.7(4) . . ? C14 N2 Ag1 107.3(3) . . ? C15 N2 Ag1 129.9(3) . . ? N1 C1 C2 121.9(5) . . ? N1 C1 H1A 119.0 . . ? C2 C1 H1A 119.0 . . ? C3 C2 C1 119.7(6) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? C2 C3 C4 119.3(6) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C3 C4 C5 117.9(5) . . ? C3 C4 H4A 121.0 . . ? C5 C4 H4A 121.0 . . ? N1 C5 C4 123.3(5) . . ? N1 C5 S1 116.6(3) . . ? C4 C5 S1 120.1(4) . . ? C7 C6 S1 110.2(3) . . ? C7 C6 H6A 109.6 . . ? S1 C6 H6A 109.6 . . ? C7 C6 H6B 109.6 . . ? S1 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C8 C7 C15 119.3(5) . . ? C8 C7 C6 119.2(5) . . ? C15 C7 C6 121.3(4) . . ? C7 C8 C9 121.1(6) . . ? C7 C8 H8A 119.5 . . ? C9 C8 H8A 119.5 . . ? C10 C9 C8 120.2(6) . . ? C10 C9 H9A 119.9 . . ? C8 C9 H9A 119.9 . . ? C9 C10 C11 121.2(6) . . ? C9 C10 H10A 119.4 . . ? C11 C10 H10A 119.4 . . ? C10 C11 C12 123.0(6) . . ? C10 C11 C15 119.0(6) . . ? C12 C11 C15 117.9(6) . . ? C13 C12 C11 119.8(6) . . ? C13 C12 H12A 120.1 . . ? C11 C12 H12A 120.1 . . ? C12 C13 C14 119.0(6) . . ? C12 C13 H13A 120.5 . . ? C14 C13 H13A 120.5 . . ? N2 C14 C13 124.1(6) . . ? N2 C14 H14A 117.9 . . ? C13 C14 H14A 117.9 . . ? N2 C15 C7 119.5(4) . . ? N2 C15 C11 121.4(5) . . ? C7 C15 C11 119.1(5) . . ? N3 C16 C17 179.3(7) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 N3 Ag1 165.1(6) . . ? F2' P1 F3' 93.7(6) . . ? F2' P1 F4 132.0(7) . . ? F3' P1 F4 133.1(7) . . ? F2' P1 F6' 92.0(5) . . ? F3' P1 F6' 91.2(6) . . ? F4 P1 F6' 96.4(8) . . ? F2' P1 F3 136.1(7) . . ? F3' P1 F3 43.6(6) . . ? F4 P1 F3 91.9(5) . . ? F6' P1 F3 81.4(8) . . ? F2' P1 F2 45.7(7) . . ? F3' P1 F2 48.9(7) . . ? F4 P1 F2 177.7(5) . . ? F6' P1 F2 84.4(7) . . ? F3 P1 F2 90.3(5) . . ? F2' P1 F1 89.8(6) . . ? F3' P1 F1 77.7(8) . . ? F4 P1 F1 90.6(5) . . ? F6' P1 F1 168.8(8) . . ? F3 P1 F1 89.6(5) . . ? F2 P1 F1 89.0(5) . . ? F2' P1 F6 90.7(7) . . ? F3' P1 F6 101.9(9) . . ? F4 P1 F6 89.4(5) . . ? F6' P1 F6 10.7(9) . . ? F3 P1 F6 89.7(5) . . ? F2 P1 F6 91.1(5) . . ? F1 P1 F6 179.3(6) . . ? F2' P1 F5 42.3(7) . . ? F3' P1 F5 135.0(7) . . ? F4 P1 F5 89.8(5) . . ? F6' P1 F5 97.6(7) . . ? F3 P1 F5 178.2(6) . . ? F2 P1 F5 88.0(4) . . ? F1 P1 F5 91.2(5) . . ? F6 P1 F5 89.5(5) . . ? F2' P1 F1' 90.9(6) . . ? F3' P1 F1' 91.2(6) . . ? F4 P1 F1' 79.8(8) . . ? F6' P1 F1' 176.1(7) . . ? F3 P1 F1' 98.2(8) . . ? F2 P1 F1' 99.5(7) . . ? F1 P1 F1' 13.7(9) . . ? F6 P1 F1' 166.7(8) . . ? F5 P1 F1' 82.9(8) . . ? F2' P1 F5' 91.3(6) . . ? F3' P1 F5' 174.8(7) . . ? F4 P1 F5' 41.8(5) . . ? F6' P1 F5' 90.1(6) . . ? F3 P1 F5' 131.8(7) . . ? F2 P1 F5' 136.2(6) . . ? F1 P1 F5' 100.9(8) . . ? F6 P1 F5' 79.5(8) . . ? F5 P1 F5' 49.6(6) . . ? F1' P1 F5' 87.3(6) . . ? F2' P1 F4' 177.2(7) . . ? F3' P1 F4' 89.1(6) . . ? F4 P1 F4' 45.2(5) . . ? F6' P1 F4' 87.8(6) . . ? F3 P1 F4' 46.6(5) . . ? F2 P1 F4' 137.0(6) . . ? F1 P1 F4' 90.9(7) . . ? F6 P1 F4' 88.6(8) . . ? F5 P1 F4' 135.0(6) . . ? F1' P1 F4' 89.1(6) . . ? F5' P1 F4' 85.9(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 N3 Ag1 N1 C5 -146.9(3) . . . . ? N2 Ag1 N1 C5 -49.7(4) . . . . ? S1 Ag1 N1 C5 95.1(3) 3_665 . . . ? Ag1 Ag1 N1 C5 33.7(3) 3_665 . . . ? N3 Ag1 N1 C1 39.4(4) . . . . ? N2 Ag1 N1 C1 136.6(3) . . . . ? S1 Ag1 N1 C1 -78.6(3) 3_665 . . . ? Ag1 Ag1 N1 C1 -140.0(3) 3_665 . . . ? N1 Ag1 N2 C14 -160.1(3) . . . . ? N3 Ag1 N2 C14 -60.0(3) . . . . ? S1 Ag1 N2 C14 44.9(3) 3_665 . . . ? Ag1 Ag1 N2 C14 118.2(3) 3_665 . . . ? N1 Ag1 N2 C15 46.3(4) . . . . ? N3 Ag1 N2 C15 146.3(4) . . . . ? S1 Ag1 N2 C15 -108.8(3) 3_665 . . . ? Ag1 Ag1 N2 C15 -35.5(3) 3_665 . . . ? C5 N1 C1 C2 -1.0(7) . . . . ? Ag1 N1 C1 C2 172.9(4) . . . . ? N1 C1 C2 C3 0.4(8) . . . . ? C1 C2 C3 C4 1.1(9) . . . . ? C2 C3 C4 C5 -1.8(8) . . . . ? C1 N1 C5 C4 0.3(7) . . . . ? Ag1 N1 C5 C4 -173.6(3) . . . . ? C1 N1 C5 S1 -179.5(3) . . . . ? Ag1 N1 C5 S1 6.6(5) . . . . ? C3 C4 C5 N1 1.1(7) . . . . ? C3 C4 C5 S1 -179.1(4) . . . . ? C6 S1 C5 N1 63.6(4) . . . . ? Ag1 S1 C5 N1 -53.5(3) 3_665 . . . ? C6 S1 C5 C4 -116.2(4) . . . . ? Ag1 S1 C5 C4 126.7(3) 3_665 . . . ? C5 S1 C6 C7 -158.3(3) . . . . ? Ag1 S1 C6 C7 -48.7(3) 3_665 . . . ? S1 C6 C7 C8 -84.0(4) . . . . ? S1 C6 C7 C15 101.1(4) . . . . ? C15 C7 C8 C9 -0.3(7) . . . . ? C6 C7 C8 C9 -175.2(4) . . . . ? C7 C8 C9 C10 2.1(8) . . . . ? C8 C9 C10 C11 -1.5(9) . . . . ? C9 C10 C11 C12 176.0(5) . . . . ? C9 C10 C11 C15 -0.8(8) . . . . ? C10 C11 C12 C13 -176.5(5) . . . . ? C15 C11 C12 C13 0.4(7) . . . . ? C11 C12 C13 C14 -2.2(8) . . . . ? C15 N2 C14 C13 2.2(7) . . . . ? Ag1 N2 C14 C13 -155.2(4) . . . . ? C12 C13 C14 N2 1.0(8) . . . . ? C14 N2 C15 C7 173.2(4) . . . . ? Ag1 N2 C15 C7 -35.4(5) . . . . ? C14 N2 C15 C11 -4.0(6) . . . . ? Ag1 N2 C15 C11 147.4(3) . . . . ? C8 C7 C15 N2 -179.3(4) . . . . ? C6 C7 C15 N2 -4.5(6) . . . . ? C8 C7 C15 C11 -2.0(6) . . . . ? C6 C7 C15 C11 172.8(3) . . . . ? C10 C11 C15 N2 179.8(4) . . . . ? C12 C11 C15 N2 2.8(6) . . . . ? C10 C11 C15 C7 2.6(6) . . . . ? C12 C11 C15 C7 -174.5(4) . . . . ? C17 C16 N3 Ag1 -28(61) . . . . ? N1 Ag1 N3 C16 138(2) . . . . ? N2 Ag1 N3 C16 15(2) . . . . ? S1 Ag1 N3 C16 -83(2) 3_665 . . . ? Ag1 Ag1 N3 C16 -62(6) 3_665 . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.326 _refine_diff_density_min -0.325 _refine_diff_density_rms 0.066 data_4 _database_code_depnum_ccdc_archive 'CCDC 211354' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H12 Ag N3 O3 S' _chemical_formula_weight 422.21 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' 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 9.733(4) _cell_length_b 9.753(3) _cell_length_c 10.233(4) _cell_angle_alpha 116.611(6) _cell_angle_beta 112.350(6) _cell_angle_gamma 96.984(6) _cell_volume 751.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 678 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 22.99 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.866 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 1.498 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.756735 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4322 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0668 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 26.38 _reflns_number_total 3022 _reflns_number_gt 2030 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0393P)^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 SHELXL _refine_ls_extinction_coef 0.0026(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3022 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0807 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.0988 _refine_ls_wR_factor_gt 0.0852 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 0.86420(5) 0.32911(5) 0.73236(5) 0.0572(2) Uani 1 1 d . . . S1 S 0.69567(15) 0.15299(16) 0.34401(18) 0.0500(4) Uani 1 1 d . . . N1 N 0.6310(4) 0.3601(5) 0.7091(5) 0.0395(9) Uani 1 1 d . . . N2 N 0.9634(4) -0.1982(5) 0.2608(4) 0.0393(9) Uani 1 1 d . . . C1 C 0.6576(6) 0.4764(6) 0.8562(6) 0.0470(12) Uani 1 1 d . . . H1 H 0.7477 0.5001 0.9508 0.056 Uiso 1 1 calc R . . C2 C 0.5582(6) 0.5675(6) 0.8797(7) 0.0499(13) Uani 1 1 d . . . H2 H 0.5808 0.6463 0.9870 0.060 Uiso 1 1 calc R . . C3 C 0.4292(5) 0.5385(6) 0.7432(6) 0.0424(11) Uani 1 1 d . . . H3 H 0.3635 0.5995 0.7556 0.051 Uiso 1 1 calc R . . C4 C 0.3955(5) 0.4158(5) 0.5835(6) 0.0347(10) Uani 1 1 d . . . C5 C 0.2641(5) 0.3827(6) 0.4380(6) 0.0458(12) Uani 1 1 d . . . H5 H 0.1989 0.4447 0.4469 0.055 Uiso 1 1 calc R . . C6 C 0.2322(5) 0.2606(6) 0.2850(7) 0.0509(13) Uani 1 1 d . . . H6 H 0.1466 0.2407 0.1890 0.061 Uiso 1 1 calc R . . C7 C 0.3276(5) 0.1644(6) 0.2708(6) 0.0464(12) Uani 1 1 d . . . H7 H 0.3032 0.0807 0.1647 0.056 Uiso 1 1 calc R . . C8 C 0.4559(5) 0.1896(5) 0.4083(5) 0.0338(10) Uani 1 1 d . . . C9 C 0.4969(5) 0.3220(5) 0.5680(5) 0.0306(9) Uani 1 1 d . . . C10 C 0.5474(5) 0.0747(5) 0.3831(6) 0.0379(11) Uani 1 1 d . . . H10A H 0.4766 -0.0349 0.2885 0.045 Uiso 1 1 calc R . . H10B H 0.5979 0.0700 0.4823 0.045 Uiso 1 1 calc R . . C11 C 0.9677(6) -0.0888(6) 0.2161(6) 0.0450(12) Uani 1 1 d . . . H11 H 1.0304 -0.0831 0.1679 0.054 Uiso 1 1 calc R . . C12 C 0.8845(6) 0.0150(6) 0.2378(6) 0.0427(11) Uani 1 1 d . . . H12 H 0.8922 0.0902 0.2062 0.051 Uiso 1 1 calc R . . C13 C 0.7884(5) 0.0075(5) 0.3073(5) 0.0372(11) Uani 1 1 d . . . C14 C 0.7791(5) -0.1082(5) 0.3485(6) 0.0382(11) Uani 1 1 d . . . H14 H 0.7137 -0.1196 0.3925 0.046 Uiso 1 1 calc R . . C15 C 0.8680(5) -0.2069(5) 0.3235(6) 0.0386(11) Uani 1 1 d . . . H15 H 0.8609 -0.2844 0.3522 0.046 Uiso 1 1 calc R . . N3 N 1.1244(5) 0.6572(5) 0.8891(6) 0.0493(11) Uani 1 1 d . . . O1 O 1.0465(5) 0.6293(6) 0.9522(5) 0.0744(12) Uani 1 1 d . . . O2 O 1.0812(5) 0.5573(5) 0.7430(5) 0.0703(11) Uani 1 1 d . . . O3 O 1.2430(7) 0.7791(6) 0.9697(6) 0.116(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 Ag1 0.0386(2) 0.0576(3) 0.0659(3) 0.0254(2) 0.0233(2) 0.02854(19) S1 0.0578(8) 0.0488(8) 0.0820(10) 0.0456(8) 0.0506(8) 0.0359(7) N1 0.041(2) 0.046(2) 0.042(2) 0.027(2) 0.0230(19) 0.0246(18) N2 0.042(2) 0.039(2) 0.039(2) 0.0184(19) 0.0228(19) 0.0189(18) C1 0.047(3) 0.058(3) 0.036(3) 0.024(3) 0.021(2) 0.026(2) C2 0.058(3) 0.050(3) 0.053(3) 0.027(3) 0.036(3) 0.030(3) C3 0.043(3) 0.038(3) 0.064(3) 0.031(3) 0.035(3) 0.023(2) C4 0.031(2) 0.037(3) 0.051(3) 0.029(2) 0.026(2) 0.017(2) C5 0.036(3) 0.048(3) 0.065(3) 0.036(3) 0.026(3) 0.023(2) C6 0.032(3) 0.059(3) 0.056(3) 0.033(3) 0.014(2) 0.017(2) C7 0.035(3) 0.047(3) 0.047(3) 0.020(3) 0.018(2) 0.014(2) C8 0.033(2) 0.031(2) 0.042(3) 0.020(2) 0.021(2) 0.0132(19) C9 0.031(2) 0.034(2) 0.043(3) 0.027(2) 0.024(2) 0.0173(19) C10 0.041(3) 0.034(2) 0.050(3) 0.023(2) 0.030(2) 0.019(2) C11 0.049(3) 0.054(3) 0.050(3) 0.031(3) 0.035(3) 0.025(2) C12 0.049(3) 0.045(3) 0.051(3) 0.030(3) 0.031(2) 0.024(2) C13 0.040(3) 0.038(3) 0.038(3) 0.019(2) 0.023(2) 0.020(2) C14 0.039(3) 0.036(3) 0.050(3) 0.024(2) 0.028(2) 0.017(2) C15 0.040(3) 0.032(2) 0.045(3) 0.020(2) 0.022(2) 0.014(2) N3 0.052(3) 0.043(3) 0.049(3) 0.024(2) 0.020(2) 0.025(2) O1 0.081(3) 0.110(4) 0.079(3) 0.063(3) 0.059(3) 0.055(3) O2 0.066(3) 0.073(3) 0.058(3) 0.024(2) 0.031(2) 0.026(2) O3 0.123(5) 0.060(3) 0.090(3) 0.026(3) 0.021(3) -0.018(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 2.228(4) 2_756 ? Ag1 N1 2.263(4) . ? Ag1 O1 2.565(5) . ? S1 C13 1.750(4) . ? S1 C10 1.808(4) . ? N1 C1 1.312(6) . ? N1 C9 1.376(5) . ? N2 C15 1.328(5) . ? N2 C11 1.338(6) . ? N2 Ag1 2.228(4) 2_756 ? C1 C2 1.406(6) . ? C1 H1 0.9300 . ? C2 C3 1.354(7) . ? C2 H2 0.9300 . ? C3 C4 1.399(6) . ? C3 H3 0.9300 . ? C4 C5 1.406(6) . ? C4 C9 1.429(5) . ? C5 C6 1.355(7) . ? C5 H5 0.9300 . ? C6 C7 1.398(7) . ? C6 H6 0.9300 . ? C7 C8 1.371(6) . ? C7 H7 0.9300 . ? C8 C9 1.409(6) . ? C8 C10 1.508(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.365(6) . ? C11 H11 0.9300 . ? C12 C13 1.386(6) . ? C12 H12 0.9300 . ? C13 C14 1.374(6) . ? C14 C15 1.375(6) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? N3 O2 1.216(5) . ? N3 O3 1.220(6) . ? N3 O1 1.243(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ag1 N1 154.73(14) 2_756 . ? N2 Ag1 O1 102.26(14) 2_756 . ? N1 Ag1 O1 98.18(13) . . ? C13 S1 C10 103.7(2) . . ? C1 N1 C9 118.7(4) . . ? C1 N1 Ag1 108.5(3) . . ? C9 N1 Ag1 128.3(3) . . ? C15 N2 C11 116.7(4) . . ? C15 N2 Ag1 121.5(3) . 2_756 ? C11 N2 Ag1 121.1(3) . 2_756 ? N1 C1 C2 124.1(4) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? C3 C2 C1 118.8(5) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 119.3(4) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C3 C4 C5 121.4(4) . . ? C3 C4 C9 119.2(4) . . ? C5 C4 C9 119.4(4) . . ? C6 C5 C4 120.2(4) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 120.3(4) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C8 C7 C6 122.1(5) . . ? C8 C7 H7 118.9 . . ? C6 C7 H7 118.9 . . ? C7 C8 C9 118.6(4) . . ? C7 C8 C10 118.9(4) . . ? C9 C8 C10 122.6(4) . . ? N1 C9 C8 121.0(4) . . ? N1 C9 C4 119.7(4) . . ? C8 C9 C4 119.3(4) . . ? C8 C10 S1 107.3(3) . . ? C8 C10 H10A 110.3 . . ? S1 C10 H10A 110.3 . . ? C8 C10 H10B 110.3 . . ? S1 C10 H10B 110.3 . . ? H10A C10 H10B 108.5 . . ? N2 C11 C12 123.2(4) . . ? N2 C11 H11 118.4 . . ? C12 C11 H11 118.4 . . ? C11 C12 C13 119.5(4) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 117.7(4) . . ? C14 C13 S1 125.3(3) . . ? C12 C13 S1 116.9(3) . . ? C13 C14 C15 118.9(4) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? N2 C15 C14 124.0(4) . . ? N2 C15 H15 118.0 . . ? C14 C15 H15 118.0 . . ? O2 N3 O3 119.7(5) . . ? O2 N3 O1 118.1(5) . . ? O3 N3 O1 122.2(5) . . ? N3 O1 Ag1 103.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Ag1 N1 C1 110.0(4) 2_756 . . . ? O1 Ag1 N1 C1 -33.8(3) . . . . ? N2 Ag1 N1 C9 -94.6(4) 2_756 . . . ? O1 Ag1 N1 C9 121.6(4) . . . . ? C9 N1 C1 C2 -0.9(7) . . . . ? Ag1 N1 C1 C2 157.2(4) . . . . ? N1 C1 C2 C3 -2.1(8) . . . . ? C1 C2 C3 C4 1.9(7) . . . . ? C2 C3 C4 C5 -179.1(4) . . . . ? C2 C3 C4 C9 1.0(7) . . . . ? C3 C4 C5 C6 -178.5(4) . . . . ? C9 C4 C5 C6 1.4(7) . . . . ? C4 C5 C6 C7 1.4(7) . . . . ? C5 C6 C7 C8 -0.5(8) . . . . ? C6 C7 C8 C9 -3.2(7) . . . . ? C6 C7 C8 C10 176.7(4) . . . . ? C1 N1 C9 C8 -174.8(4) . . . . ? Ag1 N1 C9 C8 32.0(6) . . . . ? C1 N1 C9 C4 3.8(6) . . . . ? Ag1 N1 C9 C4 -149.3(3) . . . . ? C7 C8 C9 N1 -175.3(4) . . . . ? C10 C8 C9 N1 4.7(6) . . . . ? C7 C8 C9 C4 6.0(6) . . . . ? C10 C8 C9 C4 -173.9(4) . . . . ? C3 C4 C9 N1 -3.9(6) . . . . ? C5 C4 C9 N1 176.2(4) . . . . ? C3 C4 C9 C8 174.8(4) . . . . ? C5 C4 C9 C8 -5.2(6) . . . . ? C7 C8 C10 S1 87.0(5) . . . . ? C9 C8 C10 S1 -93.1(4) . . . . ? C13 S1 C10 C8 -177.4(3) . . . . ? C15 N2 C11 C12 2.4(7) . . . . ? Ag1 N2 C11 C12 -168.1(4) 2_756 . . . ? N2 C11 C12 C13 -0.9(8) . . . . ? C11 C12 C13 C14 -1.3(7) . . . . ? C11 C12 C13 S1 175.9(4) . . . . ? C10 S1 C13 C14 -16.7(5) . . . . ? C10 S1 C13 C12 166.3(4) . . . . ? C12 C13 C14 C15 1.8(7) . . . . ? S1 C13 C14 C15 -175.2(4) . . . . ? C11 N2 C15 C14 -1.9(7) . . . . ? Ag1 N2 C15 C14 168.6(3) 2_756 . . . ? C13 C14 C15 N2 -0.2(7) . . . . ? O2 N3 O1 Ag1 11.7(5) . . . . ? O3 N3 O1 Ag1 -167.0(5) . . . . ? N2 Ag1 O1 N3 65.6(3) 2_756 . . . ? N1 Ag1 O1 N3 -129.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.481 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.089 data_5 _database_code_depnum_ccdc_archive 'CCDC 211355' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H15 Ag Cl N3 O5 S' _chemical_formula_weight 492.68 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' S S 0.1246 0.1234 '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 Tetragonal _symmetry_space_group_name_H-M I4(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 22.068(4) _cell_length_b 22.068(4) _cell_length_c 14.406(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7016(3) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 978 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 24.83 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.866 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3936 _exptl_absorpt_coefficient_mu 1.453 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.767957 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16362 _diffrn_reflns_av_R_equivalents 0.0537 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 26.40 _reflns_number_total 3595 _reflns_number_gt 2416 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0472P)^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 SHELXL _refine_ls_extinction_coef 0.00084(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3595 _refine_ls_number_parameters 274 _refine_ls_number_restraints 84 _refine_ls_R_factor_all 0.0767 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_ref 0.0953 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.042 _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 0.551540(15) 0.313550(14) 0.52982(3) 0.05141(16) Uani 1 1 d . . . S1 S 0.55363(4) 0.16437(4) 0.46934(7) 0.0347(2) Uani 1 1 d . . . N1 N 0.41430(15) 0.08832(14) 0.4874(2) 0.0401(8) Uani 1 1 d . . . N2 N 0.60500(13) 0.23844(13) 0.5894(2) 0.0383(8) Uani 1 1 d . . . N3 N 0.62784(14) 0.13361(14) 0.6076(2) 0.0427(8) Uani 1 1 d . . . C1 C 0.3549(2) 0.08227(19) 0.4971(3) 0.0551(12) Uani 1 1 d . . . H1 H 0.3369 0.1007 0.5481 0.066 Uiso 1 1 calc R . . C2 C 0.3177(2) 0.0504(2) 0.4365(4) 0.0647(14) Uani 1 1 d . . . H2 H 0.2764 0.0467 0.4482 0.078 Uiso 1 1 calc R . . C3 C 0.3427(2) 0.02475(19) 0.3601(4) 0.0606(14) Uani 1 1 d . . . H3 H 0.3183 0.0050 0.3169 0.073 Uiso 1 1 calc R . . C4 C 0.40538(18) 0.02824(16) 0.3466(3) 0.0416(10) Uani 1 1 d . . . C5 C 0.4339(2) 0.00098(18) 0.2707(3) 0.0539(12) Uani 1 1 d . . . H5 H 0.4107 -0.0179 0.2253 0.065 Uiso 1 1 calc R . . C6 C 0.4950(3) 0.00181(19) 0.2626(3) 0.0569(13) Uani 1 1 d . . . H6 H 0.5135 -0.0161 0.2115 0.068 Uiso 1 1 calc R . . C7 C 0.5303(2) 0.02959(18) 0.3311(3) 0.0480(11) Uani 1 1 d . . . H7 H 0.5723 0.0288 0.3255 0.058 Uiso 1 1 calc R . . C8 C 0.50497(17) 0.05785(15) 0.4062(3) 0.0343(9) Uani 1 1 d . . . C9 C 0.44080(17) 0.05914(15) 0.4137(3) 0.0342(9) Uani 1 1 d . . . C10 C 0.54519(17) 0.08211(16) 0.4807(3) 0.0385(9) Uani 1 1 d . . . H10A H 0.5847 0.0630 0.4766 0.046 Uiso 1 1 calc R . . H10B H 0.5280 0.0726 0.5410 0.046 Uiso 1 1 calc R . . C11 C 0.60062(15) 0.18009(16) 0.5667(3) 0.0329(9) Uani 1 1 d . . . C12 C 0.64133(19) 0.25068(19) 0.6623(3) 0.0491(11) Uani 1 1 d . . . H12 H 0.6465 0.2907 0.6807 0.059 Uiso 1 1 calc R . . C13 C 0.6706(2) 0.2061(2) 0.7095(3) 0.0548(12) Uani 1 1 d . . . H13 H 0.6952 0.2150 0.7601 0.066 Uiso 1 1 calc R . . C14 C 0.6626(2) 0.1477(2) 0.6798(3) 0.0519(11) Uani 1 1 d . . . H14 H 0.6822 0.1166 0.7115 0.062 Uiso 1 1 calc R . . C15 C 0.5007(3) 0.3362(2) 0.7685(4) 0.0774(16) Uani 1 1 d . . . H15A H 0.4867 0.2954 0.7589 0.116 Uiso 1 1 calc R . . H15B H 0.4668 0.3619 0.7821 0.116 Uiso 1 1 calc R . . H15C H 0.5287 0.3369 0.8196 0.116 Uiso 1 1 calc R . . O5 O 0.52986(16) 0.35679(16) 0.6881(2) 0.0713(10) Uani 1 1 d . . . H5A H 0.5513 0.3864 0.7067 0.086 Uiso 1 1 d R . . Cl1 Cl 0.84302(6) 0.41721(6) 0.55661(9) 0.0593(3) Uani 1 1 d . . . O1 O 0.8055(14) 0.4670(11) 0.582(2) 0.098(8) Uani 0.519(13) 1 d PU A 1 O2 O 0.8258(12) 0.3646(5) 0.6080(10) 0.205(9) Uani 0.519(13) 1 d PU A 1 O3 O 0.8316(5) 0.3958(5) 0.4659(6) 0.091(4) Uani 0.519(13) 1 d PU A 1 O4 O 0.9042(5) 0.4303(8) 0.5706(12) 0.137(8) Uani 0.519(13) 1 d PU A 1 O1' O 0.8121(14) 0.4561(14) 0.612(2) 0.087(7) Uani 0.481(13) 1 d PU A 2 O2' O 0.8108(6) 0.3702(5) 0.5268(14) 0.123(7) Uani 0.481(13) 1 d PU A 2 O3' O 0.8610(7) 0.4508(5) 0.4741(7) 0.128(6) Uani 0.481(13) 1 d PU A 2 O4' O 0.8911(7) 0.3968(6) 0.6028(10) 0.105(6) Uani 0.481(13) 1 d PU 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 0.0527(2) 0.0374(2) 0.0641(3) 0.00708(16) -0.00443(17) 0.01072(15) S1 0.0347(5) 0.0306(5) 0.0388(6) 0.0022(4) -0.0024(4) -0.0017(4) N1 0.0421(19) 0.0334(17) 0.045(2) 0.0013(15) 0.0061(16) -0.0003(15) N2 0.0344(17) 0.0323(17) 0.048(2) -0.0026(15) -0.0067(16) -0.0007(14) N3 0.0392(18) 0.0353(18) 0.054(2) 0.0042(16) -0.0090(17) 0.0048(15) C1 0.054(3) 0.042(2) 0.069(3) -0.001(2) 0.014(2) 0.006(2) C2 0.035(2) 0.049(3) 0.110(5) 0.001(3) -0.002(3) -0.008(2) C3 0.055(3) 0.036(2) 0.090(4) -0.004(3) -0.027(3) -0.003(2) C4 0.050(2) 0.0248(19) 0.050(3) 0.0036(19) -0.011(2) 0.0001(18) C5 0.081(4) 0.032(2) 0.048(3) -0.009(2) -0.014(3) 0.000(2) C6 0.088(4) 0.039(2) 0.044(3) -0.010(2) 0.006(3) 0.005(3) C7 0.053(3) 0.037(2) 0.054(3) -0.003(2) 0.008(2) 0.002(2) C8 0.041(2) 0.0211(17) 0.041(2) -0.0004(16) 0.0000(18) -0.0004(16) C9 0.042(2) 0.0224(17) 0.038(2) 0.0062(17) -0.0042(18) 0.0003(16) C10 0.038(2) 0.0287(18) 0.049(3) 0.0013(18) -0.0031(19) 0.0025(16) C11 0.0259(18) 0.035(2) 0.038(2) 0.0007(17) 0.0020(16) -0.0010(16) C12 0.050(3) 0.040(2) 0.057(3) -0.007(2) -0.008(2) -0.003(2) C13 0.050(3) 0.064(3) 0.050(3) -0.003(2) -0.019(2) 0.000(2) C14 0.049(3) 0.051(3) 0.056(3) 0.007(2) -0.011(2) 0.010(2) C15 0.086(4) 0.076(4) 0.070(4) 0.004(3) -0.004(3) -0.009(3) O5 0.076(2) 0.075(2) 0.063(2) -0.0172(19) 0.0084(19) -0.0081(19) Cl1 0.0696(8) 0.0576(7) 0.0507(8) -0.0156(6) -0.0108(6) 0.0136(6) O1 0.088(11) 0.046(6) 0.16(2) -0.026(11) 0.008(12) 0.018(6) O2 0.42(3) 0.084(7) 0.107(10) 0.026(7) 0.047(14) -0.038(11) O3 0.124(9) 0.102(10) 0.048(5) -0.021(5) -0.028(5) 0.022(7) O4 0.049(5) 0.174(14) 0.189(17) -0.129(13) -0.004(7) -0.001(8) O1' 0.064(7) 0.094(15) 0.103(13) -0.020(9) 0.011(8) 0.029(8) O2' 0.104(8) 0.069(7) 0.197(19) -0.049(10) -0.056(11) -0.004(6) O3' 0.217(14) 0.096(9) 0.071(7) 0.012(6) 0.015(8) 0.011(9) O4' 0.131(13) 0.086(9) 0.098(8) -0.019(7) -0.079(9) 0.036(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N2 2.208(3) . ? Ag1 N1 2.373(3) 6_554 ? Ag1 O5 2.518(3) . ? Ag1 S1 2.5265(11) 6_554 ? S1 C11 1.778(4) . ? S1 C10 1.832(4) . ? S1 Ag1 2.5265(11) 6_554 ? N1 C1 1.324(5) . ? N1 C9 1.373(5) . ? N1 Ag1 2.373(3) 6_554 ? N2 C11 1.332(4) . ? N2 C12 1.348(5) . ? N3 C11 1.327(5) . ? N3 C14 1.329(5) . ? C1 C2 1.390(7) . ? C1 H1 0.9300 . ? C2 C3 1.355(7) . ? C2 H2 0.9300 . ? C3 C4 1.400(6) . ? C3 H3 0.9300 . ? C4 C5 1.397(6) . ? C4 C9 1.418(5) . ? C5 C6 1.354(7) . ? C5 H5 0.9300 . ? C6 C7 1.399(6) . ? C6 H6 0.9300 . ? C7 C8 1.368(5) . ? C7 H7 0.9300 . ? C8 C9 1.421(5) . ? C8 C10 1.493(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C12 C13 1.359(6) . ? C12 H12 0.9300 . ? C13 C14 1.370(6) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 O5 1.400(6) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? O5 H5A 0.8501 . ? Cl1 O2' 1.330(9) . ? Cl1 O4' 1.331(12) . ? Cl1 O1' 1.36(3) . ? Cl1 O4 1.395(11) . ? Cl1 O3 1.413(8) . ? Cl1 O1 1.42(3) . ? Cl1 O2 1.429(11) . ? Cl1 O3' 1.456(10) . ? 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 127.98(11) . 6_554 ? N2 Ag1 O5 91.93(12) . . ? N1 Ag1 O5 87.00(11) 6_554 . ? N2 Ag1 S1 140.32(8) . 6_554 ? N1 Ag1 S1 91.55(8) 6_554 6_554 ? O5 Ag1 S1 93.71(9) . 6_554 ? C11 S1 C10 100.49(18) . . ? C11 S1 Ag1 103.07(12) . 6_554 ? C10 S1 Ag1 93.83(13) . 6_554 ? C1 N1 C9 117.1(4) . . ? C1 N1 Ag1 112.3(3) . 6_554 ? C9 N1 Ag1 119.5(2) . 6_554 ? C11 N2 C12 115.4(3) . . ? C11 N2 Ag1 126.2(2) . . ? C12 N2 Ag1 118.0(2) . . ? C11 N3 C14 115.4(3) . . ? N1 C1 C2 124.7(4) . . ? N1 C1 H1 117.6 . . ? C2 C1 H1 117.6 . . ? C3 C2 C1 118.8(4) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 119.5(4) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 122.0(4) . . ? C5 C4 C9 119.5(4) . . ? C3 C4 C9 118.5(4) . . ? C6 C5 C4 120.7(4) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 120.0(4) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C8 C7 C6 121.9(4) . . ? C8 C7 H7 119.0 . . ? C6 C7 H7 119.0 . . ? C7 C8 C9 118.5(4) . . ? C7 C8 C10 119.3(4) . . ? C9 C8 C10 122.1(3) . . ? N1 C9 C4 121.2(3) . . ? N1 C9 C8 119.5(3) . . ? C4 C9 C8 119.2(4) . . ? C8 C10 S1 110.6(3) . . ? C8 C10 H10A 109.5 . . ? S1 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? S1 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N3 C11 N2 127.2(3) . . ? N3 C11 S1 117.6(3) . . ? N2 C11 S1 115.2(3) . . ? N2 C12 C13 121.8(4) . . ? N2 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C12 C13 C14 117.6(4) . . ? C12 C13 H13 121.2 . . ? C14 C13 H13 121.2 . . ? N3 C14 C13 122.6(4) . . ? N3 C14 H14 118.7 . . ? C13 C14 H14 118.7 . . ? O5 C15 H15A 109.5 . . ? O5 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O5 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C15 O5 Ag1 135.5(3) . . ? C15 O5 H5A 104.2 . . ? Ag1 O5 H5A 118.0 . . ? O2' Cl1 O4' 108.9(8) . . ? O2' Cl1 O1' 114.5(16) . . ? O4' Cl1 O1' 108.7(14) . . ? O2' Cl1 O4 136.5(8) . . ? O4' Cl1 O4 39.4(8) . . ? O1' Cl1 O4 105.7(15) . . ? O2' Cl1 O3 49.0(7) . . ? O4' Cl1 O3 119.5(7) . . ? O1' Cl1 O3 131.8(13) . . ? O4 Cl1 O3 112.1(8) . . ? O2' Cl1 O1 111.9(13) . . ? O4' Cl1 O1 126.8(13) . . ? O1' Cl1 O1 21(2) . . ? O4 Cl1 O1 111.6(14) . . ? O3 Cl1 O1 112.8(12) . . ? O2' Cl1 O2 52.5(8) . . ? O4' Cl1 O2 71.1(9) . . ? O1' Cl1 O2 94.4(15) . . ? O4 Cl1 O2 110.5(11) . . ? O3 Cl1 O2 99.2(8) . . ? O1 Cl1 O2 110.0(15) . . ? O2' Cl1 O3' 106.2(9) . . ? O4' Cl1 O3' 111.3(9) . . ? O1' Cl1 O3' 107.2(13) . . ? O4 Cl1 O3' 75.4(9) . . ? O3 Cl1 O3' 57.5(6) . . ? O1 Cl1 O3' 88.4(13) . . ? O2 Cl1 O3' 155.4(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ag1 N2 C11 -138.7(3) 6_554 . . . ? O5 Ag1 N2 C11 133.5(3) . . . . ? S1 Ag1 N2 C11 35.4(4) 6_554 . . . ? N1 Ag1 N2 C12 48.5(3) 6_554 . . . ? O5 Ag1 N2 C12 -39.2(3) . . . . ? S1 Ag1 N2 C12 -137.3(3) 6_554 . . . ? C9 N1 C1 C2 -2.3(6) . . . . ? Ag1 N1 C1 C2 141.5(4) 6_554 . . . ? N1 C1 C2 C3 -2.0(7) . . . . ? C1 C2 C3 C4 3.3(7) . . . . ? C2 C3 C4 C5 177.9(4) . . . . ? C2 C3 C4 C9 -0.4(6) . . . . ? C3 C4 C5 C6 -175.7(4) . . . . ? C9 C4 C5 C6 2.5(6) . . . . ? C4 C5 C6 C7 0.7(7) . . . . ? C5 C6 C7 C8 -1.8(7) . . . . ? C6 C7 C8 C9 -0.5(6) . . . . ? C6 C7 C8 C10 175.0(4) . . . . ? C1 N1 C9 C4 5.2(5) . . . . ? Ag1 N1 C9 C4 -135.9(3) 6_554 . . . ? C1 N1 C9 C8 -172.4(4) . . . . ? Ag1 N1 C9 C8 46.5(4) 6_554 . . . ? C5 C4 C9 N1 177.7(3) . . . . ? C3 C4 C9 N1 -4.0(5) . . . . ? C5 C4 C9 C8 -4.7(5) . . . . ? C3 C4 C9 C8 173.6(4) . . . . ? C7 C8 C9 N1 -178.7(3) . . . . ? C10 C8 C9 N1 6.0(5) . . . . ? C7 C8 C9 C4 3.7(5) . . . . ? C10 C8 C9 C4 -171.6(3) . . . . ? C7 C8 C10 S1 101.8(4) . . . . ? C9 C8 C10 S1 -82.9(4) . . . . ? C11 S1 C10 C8 178.4(3) . . . . ? Ag1 S1 C10 C8 74.3(3) 6_554 . . . ? C14 N3 C11 N2 0.9(6) . . . . ? C14 N3 C11 S1 179.8(3) . . . . ? C12 N2 C11 N3 0.0(6) . . . . ? Ag1 N2 C11 N3 -172.9(3) . . . . ? C12 N2 C11 S1 -179.0(3) . . . . ? Ag1 N2 C11 S1 8.1(4) . . . . ? C10 S1 C11 N3 14.4(3) . . . . ? Ag1 S1 C11 N3 110.8(3) 6_554 . . . ? C10 S1 C11 N2 -166.5(3) . . . . ? Ag1 S1 C11 N2 -70.1(3) 6_554 . . . ? C11 N2 C12 C13 -0.8(6) . . . . ? Ag1 N2 C12 C13 172.7(3) . . . . ? N2 C12 C13 C14 0.7(7) . . . . ? C11 N3 C14 C13 -1.0(6) . . . . ? C12 C13 C14 N3 0.2(7) . . . . ? N2 Ag1 O5 C15 -60.6(5) . . . . ? N1 Ag1 O5 C15 171.5(5) 6_554 . . . ? S1 Ag1 O5 C15 80.1(5) 6_554 . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.553 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.091 data_hs0289p_(6) _database_code_depnum_ccdc_archive 'CCDC 211356' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H11 Ag Cl N3 O4 S2' _chemical_formula_weight 480.69 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.3271(17) _cell_length_b 10.2764(15) _cell_length_c 12.8467(18) _cell_angle_alpha 90.00 _cell_angle_beta 102.681(2) _cell_angle_gamma 90.00 _cell_volume 1587.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 184(2) _cell_measurement_reflns_used 568 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 26.12 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.011 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 1.725 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7242 _exptl_absorpt_correction_T_max 0.7942 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 184(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 7206 _diffrn_reflns_av_R_equivalents 0.0206 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3330 _reflns_number_gt 2884 _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^)+(0.0325P)^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 3330 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0299 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0615 _refine_ls_wR_factor_gt 0.0603 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 0.390479(15) 0.065803(19) 0.039036(15) 0.03071(8) Uani 1 1 d . . . S1 S 0.18954(5) 0.19507(6) -0.21302(5) 0.02897(15) Uani 1 1 d . . . S2 S 0.32283(5) 0.04200(6) -0.33737(5) 0.02689(15) Uani 1 1 d . . . N1 N 0.21277(16) 0.07321(18) 0.07246(16) 0.0251(4) Uani 1 1 d . . . N2 N 0.52856(14) -0.00570(18) 0.16976(15) 0.0231(4) Uani 1 1 d . . . N3 N 0.39076(15) 0.08082(17) -0.13790(16) 0.0222(4) Uani 1 1 d . . . Cl1 Cl 0.35961(5) -0.28155(6) -0.08866(5) 0.02891(14) Uani 1 1 d . . . C1 C 0.2045(2) -0.0210(3) 0.1401(2) 0.0335(6) Uani 1 1 d . . . H1A H 0.2644 -0.0775 0.1596 0.040 Uiso 1 1 calc R . . C2 C 0.1123(2) -0.0419(3) 0.1845(2) 0.0363(6) Uani 1 1 d . . . H2A H 0.1118 -0.1092 0.2327 0.044 Uiso 1 1 calc R . . C3 C 0.0240(2) 0.0380(3) 0.1557(2) 0.0337(6) Uani 1 1 d . . . H3A H -0.0387 0.0255 0.1837 0.040 Uiso 1 1 calc R . . C4 C 0.02660(18) 0.1403(2) 0.08330(19) 0.0278(5) Uani 1 1 d . . . C5 C -0.0636(2) 0.2272(3) 0.0531(2) 0.0359(6) Uani 1 1 d . . . H5A H -0.1272 0.2161 0.0800 0.043 Uiso 1 1 calc R . . C6 C -0.0579(2) 0.3258(3) -0.0142(2) 0.0416(7) Uani 1 1 d . . . H6A H -0.1174 0.3830 -0.0333 0.050 Uiso 1 1 calc R . . C7 C 0.0372(2) 0.3429(3) -0.0558(2) 0.0344(6) Uani 1 1 d . . . H7A H 0.0396 0.4118 -0.1022 0.041 Uiso 1 1 calc R . . C8 C 0.12751(18) 0.2601(2) -0.02974(18) 0.0241(5) Uani 1 1 d . . . C9 C 0.12346(18) 0.1560(2) 0.04160(18) 0.0232(5) Uani 1 1 d . . . C10 C 0.2212(2) 0.2812(2) -0.08466(19) 0.0268(5) Uani 1 1 d . . . H10A H 0.2900 0.2484 -0.0407 0.032 Uiso 1 1 calc R . . H10B H 0.2303 0.3735 -0.0963 0.032 Uiso 1 1 calc R . . C11 C 0.30872(18) 0.1069(2) -0.21708(18) 0.0215(5) Uani 1 1 d . . . C12 C 0.44780(18) -0.0240(2) -0.26964(19) 0.0239(5) Uani 1 1 d . . . C13 C 0.5170(2) -0.1103(3) -0.3211(2) 0.0319(6) Uani 1 1 d . . . H13A H 0.5824 -0.1358 -0.2696 0.048 Uiso 1 1 calc R . . H13B H 0.5384 -0.0647 -0.3786 0.048 Uiso 1 1 calc R . . H13C H 0.4751 -0.1863 -0.3485 0.048 Uiso 1 1 calc R . . O1 O 0.47435(15) -0.29612(18) -0.09382(17) 0.0443(5) Uani 1 1 d . . . O2 O 0.31604(17) -0.40538(17) -0.06583(17) 0.0439(5) Uani 1 1 d . . . O3 O 0.29586(16) -0.23193(19) -0.18741(16) 0.0493(5) Uani 1 1 d . . . O4 O 0.35314(16) -0.19213(17) -0.00418(16) 0.0411(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 0.02483(12) 0.04268(14) 0.02411(12) 0.00302(8) 0.00425(8) 0.00998(8) S1 0.0229(3) 0.0386(4) 0.0251(3) 0.0018(3) 0.0046(2) 0.0082(3) S2 0.0244(3) 0.0345(3) 0.0209(3) -0.0005(2) 0.0030(2) 0.0036(2) N1 0.0223(10) 0.0278(11) 0.0256(11) -0.0006(8) 0.0064(9) 0.0019(8) N2 0.0211(10) 0.0232(10) 0.0252(11) 0.0006(8) 0.0054(8) 0.0016(8) N3 0.0201(10) 0.0244(11) 0.0222(11) 0.0016(8) 0.0047(8) 0.0009(8) Cl1 0.0289(3) 0.0251(3) 0.0341(3) -0.0017(2) 0.0100(3) -0.0025(2) C1 0.0346(14) 0.0337(14) 0.0318(15) 0.0040(12) 0.0065(12) 0.0062(12) C2 0.0442(16) 0.0350(15) 0.0307(15) 0.0013(11) 0.0102(13) -0.0089(12) C3 0.0327(14) 0.0431(16) 0.0281(14) -0.0100(12) 0.0125(11) -0.0158(12) C4 0.0213(12) 0.0360(14) 0.0261(13) -0.0113(11) 0.0054(10) -0.0048(10) C5 0.0224(12) 0.0505(18) 0.0355(16) -0.0114(13) 0.0080(11) 0.0011(12) C6 0.0268(14) 0.0507(18) 0.0464(18) -0.0088(14) 0.0062(13) 0.0178(13) C7 0.0354(14) 0.0318(15) 0.0356(15) -0.0005(11) 0.0066(12) 0.0081(11) C8 0.0242(12) 0.0234(12) 0.0244(13) -0.0040(9) 0.0046(10) 0.0020(10) C9 0.0211(11) 0.0254(13) 0.0223(12) -0.0081(9) 0.0029(10) -0.0008(9) C10 0.0294(13) 0.0221(12) 0.0294(14) 0.0000(10) 0.0073(11) 0.0020(10) C11 0.0201(11) 0.0220(11) 0.0232(12) 0.0026(9) 0.0062(10) -0.0012(9) C12 0.0215(11) 0.0243(12) 0.0255(13) -0.0001(10) 0.0038(10) -0.0018(10) C13 0.0289(13) 0.0369(14) 0.0293(14) -0.0040(11) 0.0050(11) 0.0060(11) O1 0.0335(10) 0.0372(11) 0.0692(15) -0.0005(10) 0.0262(10) 0.0016(8) O2 0.0490(12) 0.0265(10) 0.0606(14) 0.0010(9) 0.0221(10) -0.0090(9) O3 0.0485(12) 0.0555(13) 0.0377(12) 0.0090(10) -0.0038(9) -0.0142(10) O4 0.0462(11) 0.0331(10) 0.0459(12) -0.0112(9) 0.0143(9) 0.0009(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 2.2366(18) . ? Ag1 N3 2.279(2) . ? Ag1 N1 2.324(2) . ? Ag1 Ag1 3.3638(5) 3_655 ? S1 C11 1.737(2) . ? S1 C10 1.836(2) . ? S2 C11 1.727(2) . ? S2 C12 1.733(2) . ? N1 C1 1.320(3) . ? N1 C9 1.379(3) . ? N2 C12 1.289(3) 3_655 ? N2 N3 1.390(3) 3_655 ? N3 C11 1.295(3) . ? N3 N2 1.390(3) 3_655 ? Cl1 O3 1.4315(19) . ? Cl1 O2 1.4363(18) . ? Cl1 O4 1.4375(18) . ? Cl1 O1 1.4383(18) . ? C1 C2 1.395(4) . ? C1 H1A 0.9300 . ? C2 C3 1.349(4) . ? C2 H2A 0.9300 . ? C3 C4 1.409(4) . ? C3 H3A 0.9300 . ? C4 C5 1.412(3) . ? C4 C9 1.421(3) . ? C5 C6 1.344(4) . ? C5 H5A 0.9300 . ? C6 C7 1.403(4) . ? C6 H6A 0.9300 . ? C7 C8 1.382(3) . ? C7 H7A 0.9300 . ? C8 C9 1.417(3) . ? C8 C10 1.496(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C12 N2 1.289(3) 3_655 ? C12 C13 1.483(3) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? 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 127.13(7) . . ? N2 Ag1 N1 117.70(7) . . ? N3 Ag1 N1 112.95(7) . . ? N2 Ag1 Ag1 64.11(5) . 3_655 ? N3 Ag1 Ag1 63.43(5) . 3_655 ? N1 Ag1 Ag1 156.79(5) . 3_655 ? C11 S1 C10 105.30(11) . . ? C11 S2 C12 87.42(11) . . ? C1 N1 C9 118.0(2) . . ? C1 N1 Ag1 108.06(16) . . ? C9 N1 Ag1 133.83(16) . . ? C12 N2 N3 113.89(18) 3_655 3_655 ? C12 N2 Ag1 129.67(16) 3_655 . ? N3 N2 Ag1 115.92(14) 3_655 . ? C11 N3 N2 111.68(19) . 3_655 ? C11 N3 Ag1 128.72(16) . . ? N2 N3 Ag1 114.46(13) 3_655 . ? O3 Cl1 O2 109.84(12) . . ? O3 Cl1 O4 109.31(12) . . ? O2 Cl1 O4 109.09(12) . . ? O3 Cl1 O1 110.51(12) . . ? O2 Cl1 O1 109.43(12) . . ? O4 Cl1 O1 108.63(11) . . ? N1 C1 C2 124.7(2) . . ? N1 C1 H1A 117.6 . . ? C2 C1 H1A 117.6 . . ? C3 C2 C1 118.4(3) . . ? C3 C2 H2A 120.8 . . ? C1 C2 H2A 120.8 . . ? C2 C3 C4 120.1(2) . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C3 C4 C5 121.5(2) . . ? C3 C4 C9 118.4(2) . . ? C5 C4 C9 120.1(2) . . ? C6 C5 C4 120.3(2) . . ? C6 C5 H5A 119.9 . . ? C4 C5 H5A 119.9 . . ? C5 C6 C7 120.4(2) . . ? C5 C6 H6A 119.8 . . ? C7 C6 H6A 119.8 . . ? C8 C7 C6 121.8(3) . . ? C8 C7 H7A 119.1 . . ? C6 C7 H7A 119.1 . . ? C7 C8 C9 118.7(2) . . ? C7 C8 C10 117.4(2) . . ? C9 C8 C10 123.7(2) . . ? N1 C9 C8 120.8(2) . . ? N1 C9 C4 120.4(2) . . ? C8 C9 C4 118.8(2) . . ? C8 C10 S1 108.63(16) . . ? C8 C10 H10A 110.0 . . ? S1 C10 H10A 110.0 . . ? C8 C10 H10B 110.0 . . ? S1 C10 H10B 110.0 . . ? H10A C10 H10B 108.3 . . ? N3 C11 S2 114.10(17) . . ? N3 C11 S1 127.17(19) . . ? S2 C11 S1 118.72(13) . . ? N2 C12 C13 124.0(2) 3_655 . ? N2 C12 S2 112.89(18) 3_655 . ? C13 C12 S2 123.05(18) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.912 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.912 _refine_diff_density_max 0.406 _refine_diff_density_min -0.518 _refine_diff_density_rms 0.078