# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1491 data_data _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C3 H1 N3 O3 Ag2' _chemical_formula_weight 342.81 _chemical_melting_point ? _chemical_compound_source ? 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 'monoclinic' _symmetry_space_group_name_H-M 'C2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.726(1) _cell_length_b 13.064(1) _cell_length_c 6.623(1) _cell_angle_alpha 90.00 _cell_angle_beta 97.350(1) _cell_angle_gamma 90.00 _cell_volume 1092.0(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 plates _exptl_crystal_colour off-white _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 4.170 _exptl_crystal_density_method ? _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 7.114 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2266 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 23.28 _reflns_number_total 785 _reflns_number_observed 741 _reflns_observed_criterion >3sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXTL PACKAGE' _computing_structure_refinement 'SHELXTL PACKAGE)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0565P)^2^+0.2675P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0215(10) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 785 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_obs 0.0351 _refine_ls_wR_factor_all 0.0842 _refine_ls_wR_factor_obs 0.0831 _refine_ls_goodness_of_fit_all 1.201 _refine_ls_goodness_of_fit_obs 1.226 _refine_ls_restrained_S_all 1.201 _refine_ls_restrained_S_obs 1.226 _refine_ls_shift/esd_max 0.005 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ag1 Ag 0.0000 0.0000 -0.5000 0.0190(4) Uani 1 d S . Ag2 Ag 0.0000 0.18440(5) -0.7500 0.0259(4) Uani 1 d S . O3 O 0.0974(3) 0.2217(3) -0.4258(7) 0.0221(10) Uani 1 d . . N3 N 0.1420(4) 0.0559(4) -0.3481(7) 0.0160(11) Uani 1 d . . C3 C 0.1609(4) 0.1581(4) -0.3394(8) 0.0137(12) Uani 1 d . . Ag3 Ag 0.43428(3) -0.09031(4) -0.07670(7) 0.0238(3) Uani 1 d . . O2 O 0.1982(4) -0.1054(3) -0.2827(7) 0.0236(10) Uani 1 d . . N2 N 0.3146(4) 0.0221(4) -0.1750(7) 0.0152(11) Uani 1 d . . N1 N 0.2545(4) 0.1893(4) -0.2342(8) 0.0187(11) Uani 1 d . . H1A H 0.2652(4) 0.2539(4) -0.2169(8) 0.022 Uiso 1 calc R . C2 C 0.2179(5) -0.0116(4) -0.2684(9) 0.0136(13) Uani 1 d . . C1 C 0.3324(5) 0.1230(5) -0.1547(9) 0.0157(13) Uani 1 d . . O1 O 0.4173(3) 0.1611(3) -0.0717(7) 0.0250(11) Uani 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 0.0163(5) 0.0192(5) 0.0185(5) 0.0029(2) -0.0088(3) -0.0052(2) Ag2 0.0338(6) 0.0205(5) 0.0188(5) 0.000 -0.0141(3) 0.000 O3 0.020(2) 0.017(2) 0.025(2) -0.001(2) -0.012(2) 0.001(2) N3 0.014(2) 0.014(3) 0.018(3) 0.002(2) -0.005(2) -0.001(2) C3 0.013(3) 0.017(3) 0.010(3) -0.001(2) -0.004(2) 0.001(3) Ag3 0.0202(5) 0.0247(5) 0.0247(4) 0.0074(2) -0.0043(3) 0.0070(2) O2 0.024(2) 0.014(2) 0.030(3) -0.001(2) -0.007(2) 0.002(2) N2 0.016(2) 0.014(2) 0.014(3) 0.001(2) -0.006(2) 0.002(2) N1 0.021(3) 0.010(2) 0.022(3) -0.002(2) -0.010(2) 0.002(2) C2 0.016(3) 0.014(3) 0.009(3) 0.000(2) -0.003(2) 0.002(2) C1 0.015(3) 0.019(3) 0.012(3) 0.004(3) -0.002(2) 0.000(3) O1 0.020(2) 0.022(3) 0.029(3) 0.001(2) -0.012(2) 0.000(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 N3 2.085(5) . ? Ag1 N3 2.085(5) 5_554 ? Ag1 Ag2 2.9231(6) 5_554 ? Ag1 Ag2 2.9231(6) . ? Ag1 Ag1 3.3115(5) 2_554 ? Ag1 Ag1 3.3115(5) 2_553 ? Ag2 O3 2.388(4) 2_553 ? Ag2 O3 2.388(4) . ? Ag2 Ag1 2.9231(6) 2_553 ? O3 C3 1.246(7) . ? O3 Ag3 2.490(4) 4_554 ? N3 C3 1.355(8) . ? N3 C2 1.365(8) . ? C3 N1 1.364(8) . ? Ag3 N2 2.156(5) . ? Ag3 O1 2.217(4) 5_655 ? Ag3 O3 2.490(4) 4_544 ? Ag3 Ag3 2.9938(10) 5_655 ? Ag3 Ag3 3.0083(10) 2_654 ? O2 C2 1.252(6) . ? N2 C1 1.341(8) . ? N2 C2 1.377(8) . ? N1 C1 1.369(8) . ? N1 H1A 0.86 . ? C1 O1 1.252(8) . ? O1 Ag3 2.217(4) 5_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ag1 N3 180.0 . 5_554 ? N3 Ag1 Ag2 94.49(14) . 5_554 ? N3 Ag1 Ag2 85.51(14) 5_554 5_554 ? N3 Ag1 Ag2 85.51(14) . . ? N3 Ag1 Ag2 94.49(14) 5_554 . ? Ag2 Ag1 Ag2 180.0 5_554 . ? N3 Ag1 Ag1 68.17(13) . 2_554 ? N3 Ag1 Ag1 111.83(13) 5_554 2_554 ? Ag2 Ag1 Ag1 55.498(9) 5_554 2_554 ? Ag2 Ag1 Ag1 124.501(9) . 2_554 ? N3 Ag1 Ag1 111.83(13) . 2_553 ? N3 Ag1 Ag1 68.17(13) 5_554 2_553 ? Ag2 Ag1 Ag1 124.503(9) 5_554 2_553 ? Ag2 Ag1 Ag1 55.498(9) . 2_553 ? Ag1 Ag1 Ag1 180.0 2_554 2_553 ? O3 Ag2 O3 156.5(2) 2_553 . ? O3 Ag2 Ag1 72.32(10) 2_553 2_553 ? O3 Ag2 Ag1 129.77(10) . 2_553 ? O3 Ag2 Ag1 129.77(10) 2_553 . ? O3 Ag2 Ag1 72.32(10) . . ? Ag1 Ag2 Ag1 69.00(2) 2_553 . ? C3 O3 Ag2 120.6(4) . . ? C3 O3 Ag3 138.7(4) . 4_554 ? Ag2 O3 Ag3 98.1(2) . 4_554 ? C3 N3 C2 120.5(5) . . ? C3 N3 Ag1 120.2(4) . . ? C2 N3 Ag1 119.2(4) . . ? O3 C3 N3 122.4(5) . . ? O3 C3 N1 120.5(5) . . ? N3 C3 N1 117.1(5) . . ? N2 Ag3 O1 161.3(2) . 5_655 ? N2 Ag3 O3 124.4(2) . 4_544 ? O1 Ag3 O3 73.42(14) 5_655 4_544 ? N2 Ag3 Ag3 84.71(13) . 5_655 ? O1 Ag3 Ag3 76.78(12) 5_655 5_655 ? O3 Ag3 Ag3 149.23(10) 4_544 5_655 ? N2 Ag3 Ag3 102.11(13) . 2_654 ? O1 Ag3 Ag3 79.23(11) 5_655 2_654 ? O3 Ag3 Ag3 96.40(10) 4_544 2_654 ? Ag3 Ag3 Ag3 85.29(2) 5_655 2_654 ? C1 N2 C2 119.3(5) . . ? C1 N2 Ag3 122.4(4) . . ? C2 N2 Ag3 118.2(4) . . ? C1 N1 C3 123.3(5) . . ? C1 N1 H1A 118.3(3) . . ? C3 N1 H1A 118.3(3) . . ? O2 C2 N2 120.5(6) . . ? O2 C2 N3 118.6(6) . . ? N2 C2 N3 120.9(5) . . ? O1 C1 N2 124.0(6) . . ? O1 C1 N1 117.3(5) . . ? N2 C1 N1 118.6(5) . . ? C1 O1 Ag3 131.9(4) . 5_655 ? _refine_diff_density_max 1.602 _refine_diff_density_min -1.893 _refine_diff_density_rms 0.405