# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 #data_global data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Xian-He Bu' _publ_contact_author_email BUXH@NANKAI.EDU.CN _publ_section_title ; Novel Ag(I) Complexes with Azole Heterocycle Ligands Bearing Acetic Acid Group: Synthesis, Characterization and Crystal Structures ; loop_ _publ_author_name 'Xian-He Bu.' 'Rong Cao.' 'Wen-Ping Du.' 'Tong-Liang Hu.' 'Bo-Wen Hu.' ; Jian-Rong Li ; data_1 _database_code_depnum_ccdc_archive 'CCDC 665580' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H5 Ag N2 O2' _chemical_formula_weight 232.98 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 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 8.8291(16) _cell_length_b 13.493(2) _cell_length_c 5.2520(10) _cell_angle_alpha 90.00 _cell_angle_beta 106.338(2) _cell_angle_gamma 90.00 _cell_volume 600.42(19) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 1973 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 26.39 _exptl_crystal_description BAR _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 2.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 3.281 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.5897 _exptl_absorpt_correction_T_max 0.7350 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 2982 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 25.01 _reflns_number_total 1058 _reflns_number_gt 930 _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^)+(0.0265P)^2^+0.4287P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0196(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1058 _refine_ls_number_parameters 92 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0283 _refine_ls_R_factor_gt 0.0239 _refine_ls_wR_factor_ref 0.0616 _refine_ls_wR_factor_gt 0.0592 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _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 0.27611(3) 0.31490(2) 0.18563(5) 0.03759(18) Uani 1 1 d . . . C1 C 0.8416(4) 0.4301(2) 0.6795(6) 0.0268(7) Uani 1 1 d . . . H1A H 0.7850 0.4679 0.5363 0.032 Uiso 1 1 calc R . . C2 C 0.9944(4) 0.4045(3) 0.7355(6) 0.0261(7) Uani 1 1 d . . . H2A H 1.0620 0.4219 0.6351 0.031 Uiso 1 1 calc R . . C3 C 0.9071(4) 0.3420(2) 1.0416(6) 0.0231(7) Uani 1 1 d . . . H3A H 0.9009 0.3084 1.1931 0.028 Uiso 1 1 calc R . . C4 C 0.6301(4) 0.4027(3) 0.9140(7) 0.0282(7) Uani 1 1 d . . . H4A H 0.6170 0.4723 0.9485 0.034 Uiso 1 1 calc R . . H4B H 0.6270 0.3662 1.0716 0.034 Uiso 1 1 calc R . . C5 C 0.4908(4) 0.3704(2) 0.6875(6) 0.0239(7) Uani 1 1 d . . . N1 N 0.7851(3) 0.38948(19) 0.8751(5) 0.0217(6) Uani 1 1 d . . . N2 N 1.0360(3) 0.3486(2) 0.9647(5) 0.0246(6) Uani 1 1 d . . . O1 O 0.5143(3) 0.3432(2) 0.4724(5) 0.0379(6) Uani 1 1 d . . . O2 O 0.3596(3) 0.37502(19) 0.7315(5) 0.0358(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0182(2) 0.0551(3) 0.0330(2) 0.00028(12) -0.00357(13) 0.00655(12) C1 0.0239(19) 0.0310(17) 0.0226(16) 0.0062(13) 0.0019(14) -0.0019(15) C2 0.0203(19) 0.0317(17) 0.0261(17) 0.0044(13) 0.0061(14) -0.0008(14) C3 0.0225(19) 0.0264(16) 0.0188(16) 0.0013(12) 0.0030(13) 0.0009(14) C4 0.0187(19) 0.0382(18) 0.0281(18) -0.0048(14) 0.0073(15) 0.0001(15) C5 0.0184(19) 0.0234(16) 0.0285(18) 0.0016(13) 0.0044(14) 0.0003(13) N1 0.0150(14) 0.0293(14) 0.0186(13) -0.0009(10) 0.0013(11) -0.0005(11) N2 0.0149(15) 0.0317(14) 0.0245(15) 0.0001(11) 0.0014(11) 0.0024(12) O1 0.0218(14) 0.0617(17) 0.0264(14) -0.0095(12) 0.0009(11) -0.0050(13) O2 0.0163(14) 0.0487(16) 0.0417(14) -0.0025(12) 0.0068(11) -0.0024(12) _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 2.159(3) 1_454 ? Ag1 O1 2.248(3) . ? Ag1 Ag1 3.1564(6) 4_565 ? Ag1 Ag1 3.1564(6) 4_566 ? C1 C2 1.342(5) . ? C1 N1 1.375(4) . ? C1 H1A 0.9300 . ? C2 N2 1.381(4) . ? C2 H2A 0.9300 . ? C3 N2 1.314(4) . ? C3 N1 1.343(4) . ? C3 H3A 0.9300 . ? C4 N1 1.451(4) . ? C4 C5 1.515(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.245(4) . ? C5 O1 1.259(4) . ? N2 Ag1 2.159(3) 1_656 ? 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 O1 156.35(11) 1_454 . ? N2 Ag1 Ag1 84.23(7) 1_454 4_565 ? O1 Ag1 Ag1 115.64(7) . 4_565 ? N2 Ag1 Ag1 109.52(7) 1_454 4_566 ? O1 Ag1 Ag1 75.88(7) . 4_566 ? Ag1 Ag1 Ag1 112.60(2) 4_565 4_566 ? C2 C1 N1 106.7(3) . . ? C2 C1 H1A 126.6 . . ? N1 C1 H1A 126.6 . . ? C1 C2 N2 109.6(3) . . ? C1 C2 H2A 125.2 . . ? N2 C2 H2A 125.2 . . ? N2 C3 N1 111.9(3) . . ? N2 C3 H3A 124.1 . . ? N1 C3 H3A 124.1 . . ? N1 C4 C5 116.3(3) . . ? N1 C4 H4A 108.2 . . ? C5 C4 H4A 108.2 . . ? N1 C4 H4B 108.2 . . ? C5 C4 H4B 108.2 . . ? H4A C4 H4B 107.4 . . ? O2 C5 O1 125.3(3) . . ? O2 C5 C4 115.6(3) . . ? O1 C5 C4 119.1(3) . . ? C3 N1 C1 106.5(3) . . ? C3 N1 C4 125.6(3) . . ? C1 N1 C4 127.7(3) . . ? C3 N2 C2 105.3(3) . . ? C3 N2 Ag1 128.7(2) . 1_656 ? C2 N2 Ag1 124.3(2) . 1_656 ? C5 O1 Ag1 106.9(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 N2 -0.3(4) . . . . ? N1 C4 C5 O2 174.7(3) . . . . ? N1 C4 C5 O1 -6.6(5) . . . . ? N2 C3 N1 C1 -0.6(4) . . . . ? N2 C3 N1 C4 -175.0(3) . . . . ? C2 C1 N1 C3 0.5(4) . . . . ? C2 C1 N1 C4 174.7(3) . . . . ? C5 C4 N1 C3 -127.2(3) . . . . ? C5 C4 N1 C1 59.7(4) . . . . ? N1 C3 N2 C2 0.5(4) . . . . ? N1 C3 N2 Ag1 166.1(2) . . . 1_656 ? C1 C2 N2 C3 -0.1(4) . . . . ? C1 C2 N2 Ag1 -166.6(2) . . . 1_656 ? O2 C5 O1 Ag1 3.3(4) . . . . ? C4 C5 O1 Ag1 -175.2(2) . . . . ? N2 Ag1 O1 C5 53.1(4) 1_454 . . . ? Ag1 Ag1 O1 C5 -162.02(19) 4_565 . . . ? Ag1 Ag1 O1 C5 -53.4(2) 4_566 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.698 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.103 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 665581' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H15 Ag N4 O4' _chemical_formula_weight 459.21 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.3450(15) _cell_length_b 8.1285(19) _cell_length_c 8.659(2) _cell_angle_alpha 75.091(4) _cell_angle_beta 83.106(4) _cell_angle_gamma 88.947(4) _cell_volume 428.41(18) _cell_formula_units_Z 1 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 1314 _cell_measurement_theta_min 2.4516 _cell_measurement_theta_max 26.1638 _exptl_crystal_description BAR _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.780 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 230 _exptl_absorpt_coefficient_mu 1.210 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.8116 _exptl_absorpt_correction_T_max 0.9309 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 2199 _diffrn_reflns_av_R_equivalents 0.0169 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1502 _reflns_number_gt 1352 _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^)+(0.0357P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1502 _refine_ls_number_parameters 125 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0684 _refine_ls_wR_factor_gt 0.0660 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _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 -0.5000 0.5000 0.5000 0.04762(17) Uani 1 2 d S . . C1 C -0.1848(4) 0.2296(4) 0.6570(4) 0.0352(7) Uani 1 1 d . . . H1A H -0.2759 0.2044 0.7527 0.042 Uiso 1 1 calc R . . C2 C -0.0517(4) 0.3417(3) 0.4115(3) 0.0307(6) Uani 1 1 d . . . C3 C -0.0100(5) 0.4354(4) 0.2536(4) 0.0431(8) Uani 1 1 d . . . H3 H -0.1068 0.5135 0.2055 0.052 Uiso 1 1 calc R . . C4 C 0.1796(6) 0.4088(5) 0.1707(4) 0.0537(9) Uani 1 1 d . . . H4 H 0.2116 0.4708 0.0642 0.064 Uiso 1 1 calc R . . C5 C 0.3272(6) 0.2912(5) 0.2408(4) 0.0536(9) Uani 1 1 d . . . H5 H 0.4534 0.2756 0.1798 0.064 Uiso 1 1 calc R . . C6 C 0.2880(5) 0.1985(4) 0.3985(4) 0.0434(8) Uani 1 1 d . . . H6 H 0.3860 0.1214 0.4463 0.052 Uiso 1 1 calc R . . C7 C 0.0959(4) 0.2250(3) 0.4834(3) 0.0316(6) Uani 1 1 d . . . C8 C 0.0956(5) 0.0237(4) 0.7611(4) 0.0396(7) Uani 1 1 d . . . H8A H 0.1499 -0.0660 0.7126 0.048 Uiso 1 1 calc R . . H8B H -0.0173 -0.0252 0.8456 0.048 Uiso 1 1 calc R . . C9 C 0.2728(4) 0.0856(4) 0.8366(3) 0.0313(6) Uani 1 1 d . . . H1 H 0.5000 0.0000 1.0000 0.11(2) Uiso 1 2 d S . . N1 N -0.2288(3) 0.3405(3) 0.5255(3) 0.0348(6) Uani 1 1 d . . . N2 N 0.0063(4) 0.1558(3) 0.6392(3) 0.0328(5) Uani 1 1 d . . . O1 O 0.3445(3) -0.0360(3) 0.9434(3) 0.0448(5) Uani 1 1 d . . . O2 O 0.3355(3) 0.2318(3) 0.7959(3) 0.0482(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0344(2) 0.0478(2) 0.0661(3) -0.01803(19) -0.02276(18) 0.01811(15) C1 0.0286(15) 0.0396(16) 0.0386(18) -0.0084(14) -0.0124(13) 0.0012(12) C2 0.0309(15) 0.0316(14) 0.0354(17) -0.0129(13) -0.0178(13) 0.0061(11) C3 0.053(2) 0.0384(17) 0.0408(19) -0.0090(15) -0.0226(16) 0.0084(14) C4 0.071(3) 0.056(2) 0.0329(18) -0.0086(16) -0.0080(18) 0.0023(18) C5 0.048(2) 0.067(2) 0.049(2) -0.0233(19) -0.0009(17) 0.0051(17) C6 0.0355(17) 0.0462(18) 0.054(2) -0.0189(17) -0.0136(16) 0.0136(14) C7 0.0340(15) 0.0303(14) 0.0347(17) -0.0105(13) -0.0158(13) 0.0040(12) C8 0.0401(17) 0.0321(15) 0.0442(19) 0.0016(14) -0.0203(15) 0.0025(13) C9 0.0244(14) 0.0384(17) 0.0304(16) -0.0070(13) -0.0060(12) 0.0085(12) N1 0.0297(13) 0.0340(13) 0.0433(16) -0.0099(12) -0.0155(12) 0.0061(10) N2 0.0270(12) 0.0346(12) 0.0369(15) -0.0040(11) -0.0162(11) 0.0036(10) O1 0.0422(12) 0.0429(12) 0.0452(13) 0.0042(10) -0.0239(10) 0.0043(10) O2 0.0443(13) 0.0380(12) 0.0616(15) -0.0025(11) -0.0260(11) -0.0012(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 2.134(2) . ? Ag1 N1 2.134(2) 2_466 ? C1 N1 1.314(4) . ? C1 N2 1.353(4) . ? C1 H1A 0.9300 . ? C2 C3 1.380(4) . ? C2 N1 1.402(4) . ? C2 C7 1.403(4) . ? C3 C4 1.369(5) . ? C3 H3 0.9300 . ? C4 C5 1.402(5) . ? C4 H4 0.9300 . ? C5 C6 1.375(5) . ? C5 H5 0.9300 . ? C6 C7 1.389(4) . ? C6 H6 0.9300 . ? C7 N2 1.377(4) . ? C8 N2 1.458(3) . ? C8 C9 1.520(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O2 1.210(3) . ? C9 O1 1.286(3) . ? O1 H1 1.224(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N1 180 . 2_466 ? N1 C1 N2 113.2(3) . . ? N1 C1 H1A 123.4 . . ? N2 C1 H1A 123.4 . . ? C3 C2 N1 130.6(3) . . ? C3 C2 C7 120.9(3) . . ? N1 C2 C7 108.5(2) . . ? C4 C3 C2 117.3(3) . . ? C4 C3 H3 121.3 . . ? C2 C3 H3 121.3 . . ? C3 C4 C5 122.2(3) . . ? C3 C4 H4 118.9 . . ? C5 C4 H4 118.9 . . ? C6 C5 C4 120.9(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 117.2(3) . . ? C5 C6 H6 121.4 . . ? C7 C6 H6 121.4 . . ? N2 C7 C6 132.6(3) . . ? N2 C7 C2 105.9(2) . . ? C6 C7 C2 121.5(3) . . ? N2 C8 C9 114.4(2) . . ? N2 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? N2 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? O2 C9 O1 126.2(3) . . ? O2 C9 C8 122.2(3) . . ? O1 C9 C8 111.5(2) . . ? C1 N1 C2 105.3(2) . . ? C1 N1 Ag1 126.7(2) . . ? C2 N1 Ag1 127.76(18) . . ? C1 N2 C7 107.0(2) . . ? C1 N2 C8 126.0(3) . . ? C7 N2 C8 126.9(2) . . ? C9 O1 H1 115.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 C4 -180.0(3) . . . . ? C7 C2 C3 C4 0.4(4) . . . . ? C2 C3 C4 C5 0.3(5) . . . . ? C3 C4 C5 C6 -1.0(5) . . . . ? C4 C5 C6 C7 0.9(5) . . . . ? C5 C6 C7 N2 179.8(3) . . . . ? C5 C6 C7 C2 -0.2(4) . . . . ? C3 C2 C7 N2 179.5(2) . . . . ? N1 C2 C7 N2 -0.1(3) . . . . ? C3 C2 C7 C6 -0.5(4) . . . . ? N1 C2 C7 C6 179.8(2) . . . . ? N2 C8 C9 O2 -1.2(4) . . . . ? N2 C8 C9 O1 179.7(3) . . . . ? N2 C1 N1 C2 -0.6(3) . . . . ? N2 C1 N1 Ag1 -175.54(17) . . . . ? C3 C2 N1 C1 -179.2(3) . . . . ? C7 C2 N1 C1 0.5(3) . . . . ? C3 C2 N1 Ag1 -4.3(4) . . . . ? C7 C2 N1 Ag1 175.31(17) . . . . ? N1 Ag1 N1 C1 -80(100) 2_466 . . . ? N1 Ag1 N1 C2 107(100) 2_466 . . . ? N1 C1 N2 C7 0.6(3) . . . . ? N1 C1 N2 C8 -177.6(2) . . . . ? C6 C7 N2 C1 179.8(3) . . . . ? C2 C7 N2 C1 -0.2(3) . . . . ? C6 C7 N2 C8 -2.1(5) . . . . ? C2 C7 N2 C8 177.9(2) . . . . ? C9 C8 N2 C1 -105.9(3) . . . . ? C9 C8 N2 C7 76.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.272 _refine_diff_density_min -0.383 _refine_diff_density_rms 0.074 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 665582' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H4 Ag N3 O2' _chemical_formula_weight 233.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 7.4412(16) _cell_length_b 6.3884(13) _cell_length_c 12.680(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 602.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 1677 _cell_measurement_theta_min 3.1888 _cell_measurement_theta_max 26.2944 _exptl_crystal_description BAR _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 2.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 3.273 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.5605 _exptl_absorpt_correction_T_max 0.5903 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 2386 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 25.48 _reflns_number_total 797 _reflns_number_gt 734 _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^)+(0.0192P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0569(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(5) _refine_ls_number_reflns 797 _refine_ls_number_parameters 92 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0207 _refine_ls_R_factor_gt 0.0180 _refine_ls_wR_factor_ref 0.0389 _refine_ls_wR_factor_gt 0.0379 _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_restrained_S_all 1.112 _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 -0.13217(3) 0.58539(4) 0.17573(6) 0.03591(15) Uani 1 1 d . . . C1 C 0.2294(5) 1.0193(6) 0.5214(3) 0.0303(8) Uani 1 1 d . . . H1A H 0.2770 1.1002 0.4673 0.036 Uiso 1 1 calc R . . C2 C 0.1066(5) 0.9218(6) 0.6627(9) 0.0324(16) Uani 1 1 d . . . H2B H 0.0513 0.9248 0.7284 0.039 Uiso 1 1 calc R . . C3 C 0.2639(8) 0.6687(6) 0.4371(3) 0.0321(10) Uani 1 1 d . . . H3B H 0.2844 0.5310 0.4670 0.038 Uiso 1 1 calc R . . H3C H 0.3737 0.7124 0.4023 0.038 Uiso 1 1 calc R . . C4 C 0.1127(5) 0.6553(8) 0.3556(3) 0.0311(9) Uani 1 1 d . . . N1 N 0.2231(4) 0.8141(5) 0.5211(2) 0.0254(6) Uani 1 1 d . . . N2 N 0.1426(4) 0.7473(6) 0.6113(3) 0.0308(7) Uani 1 1 d . . . N3 N 0.1582(4) 1.0963(5) 0.6100(3) 0.0303(8) Uani 1 1 d . . . O1 O 0.1154(3) 0.4968(6) 0.2970(3) 0.0455(8) Uani 1 1 d . . . O2 O 0.0031(4) 0.8011(5) 0.3524(3) 0.0463(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0501(2) 0.02060(18) 0.03701(19) 0.0029(2) -0.0011(3) -0.00327(11) C1 0.036(2) 0.0244(19) 0.030(2) 0.0012(17) 0.0023(17) -0.0053(16) C2 0.0448(19) 0.0251(19) 0.027(5) -0.001(2) 0.004(2) -0.0001(15) C3 0.041(2) 0.0276(17) 0.028(2) -0.0028(19) 0.008(2) 0.004(3) C4 0.032(2) 0.037(2) 0.024(2) -0.0047(19) 0.0114(16) -0.0080(17) N1 0.0280(17) 0.0259(16) 0.0222(16) -0.0002(13) 0.0018(13) -0.0004(14) N2 0.0440(19) 0.0210(17) 0.0274(19) 0.0019(14) 0.0039(15) 0.0014(13) N3 0.0387(19) 0.0219(19) 0.030(2) -0.0038(14) -0.0011(14) -0.0020(12) O1 0.0444(19) 0.051(2) 0.041(2) -0.0204(16) 0.0055(13) -0.0069(16) O2 0.0529(19) 0.0494(16) 0.0366(15) -0.0011(14) -0.0106(14) 0.0164(16) _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 2.206(3) 2_574 ? Ag1 N2 2.278(4) 2_564 ? Ag1 O1 2.466(3) . ? Ag1 O1 2.484(3) 3_465 ? C1 N1 1.312(6) . ? C1 N3 1.335(5) . ? C1 H1A 0.9300 . ? C2 N2 1.319(8) . ? C2 N3 1.355(8) . ? C2 H2B 0.9300 . ? C3 N1 1.445(5) . ? C3 C4 1.531(6) . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? C4 O2 1.239(5) . ? C4 O1 1.256(6) . ? N1 N2 1.360(4) . ? N2 Ag1 2.278(4) 2_565 ? N3 Ag1 2.206(3) 2_575 ? O1 Ag1 2.484(3) 3_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ag1 N2 136.17(14) 2_574 2_564 ? N3 Ag1 O1 120.85(12) 2_574 . ? N2 Ag1 O1 92.01(11) 2_564 . ? N3 Ag1 O1 111.26(12) 2_574 3_465 ? N2 Ag1 O1 89.93(13) 2_564 3_465 ? O1 Ag1 O1 97.48(13) . 3_465 ? N1 C1 N3 110.9(4) . . ? N1 C1 H1A 124.6 . . ? N3 C1 H1A 124.6 . . ? N2 C2 N3 113.2(9) . . ? N2 C2 H2B 123.4 . . ? N3 C2 H2B 123.4 . . ? N1 C3 C4 112.3(4) . . ? N1 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? N1 C3 H3C 109.1 . . ? C4 C3 H3C 109.1 . . ? H3B C3 H3C 107.9 . . ? O2 C4 O1 126.7(4) . . ? O2 C4 C3 117.7(4) . . ? O1 C4 C3 115.7(4) . . ? C1 N1 N2 109.1(3) . . ? C1 N1 C3 129.6(3) . . ? N2 N1 C3 120.7(3) . . ? C2 N2 N1 103.8(5) . . ? C2 N2 Ag1 127.2(5) . 2_565 ? N1 N2 Ag1 127.5(3) . 2_565 ? C1 N3 C2 102.9(5) . . ? C1 N3 Ag1 133.8(3) . 2_575 ? C2 N3 Ag1 123.2(5) . 2_575 ? C4 O1 Ag1 99.9(3) . . ? C4 O1 Ag1 123.3(2) . 3_565 ? Ag1 O1 Ag1 103.13(15) . 3_565 ? 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 C3 C4 O2 19.4(5) . . . . ? N1 C3 C4 O1 -162.0(4) . . . . ? N3 C1 N1 N2 1.0(5) . . . . ? N3 C1 N1 C3 171.6(4) . . . . ? C4 C3 N1 C1 -77.3(6) . . . . ? C4 C3 N1 N2 92.4(4) . . . . ? N3 C2 N2 N1 0.5(6) . . . . ? N3 C2 N2 Ag1 167.8(3) . . . 2_565 ? C1 N1 N2 C2 -0.9(5) . . . . ? C3 N1 N2 C2 -172.4(4) . . . . ? C1 N1 N2 Ag1 -168.1(3) . . . 2_565 ? C3 N1 N2 Ag1 20.3(5) . . . 2_565 ? N1 C1 N3 C2 -0.6(5) . . . . ? N1 C1 N3 Ag1 175.5(3) . . . 2_575 ? N2 C2 N3 C1 0.1(6) . . . . ? N2 C2 N3 Ag1 -176.6(3) . . . 2_575 ? O2 C4 O1 Ag1 4.4(5) . . . . ? C3 C4 O1 Ag1 -174.1(3) . . . . ? O2 C4 O1 Ag1 117.4(4) . . . 3_565 ? C3 C4 O1 Ag1 -61.1(5) . . . 3_565 ? N3 Ag1 O1 C4 43.9(3) 2_574 . . . ? N2 Ag1 O1 C4 -166.6(3) 2_564 . . . ? O1 Ag1 O1 C4 -76.4(2) 3_465 . . . ? N3 Ag1 O1 Ag1 -83.87(16) 2_574 . . 3_565 ? N2 Ag1 O1 Ag1 65.65(14) 2_564 . . 3_565 ? O1 Ag1 O1 Ag1 155.85(19) 3_465 . . 3_565 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.434 _refine_diff_density_min -0.560 _refine_diff_density_rms 0.079 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 665583' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H6 Ag N3 O2' _chemical_formula_weight 284.03 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.977(3) _cell_length_b 4.4046(8) _cell_length_c 14.760(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.365(3) _cell_angle_gamma 90.00 _cell_volume 851.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2305 _cell_measurement_theta_min 3.46 _cell_measurement_theta_max 26.23 _exptl_crystal_description BAR _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 2.215 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 2.338 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.6038 _exptl_absorpt_correction_T_max 0.7667 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 4006 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1504 _reflns_number_gt 1292 _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^)+(0.0430P)^2^+0.2116P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0140(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1504 _refine_ls_number_parameters 128 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0784 _refine_ls_wR_factor_gt 0.0732 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 -0.21485(2) 0.29713(8) 0.65967(2) 0.04616(19) Uani 1 1 d . . . C1 C 0.2657(2) 0.6657(8) 0.9843(3) 0.0330(8) Uani 1 1 d . . . C2 C 0.3670(3) 0.6789(9) 0.9889(3) 0.0418(9) Uani 1 1 d . . . H2 H 0.4184 0.5747 1.0362 0.050 Uiso 1 1 calc R . . C3 C 0.3873(3) 0.8501(9) 0.9215(3) 0.0482(10) Uani 1 1 d . . . H3 H 0.4537 0.8575 0.9214 0.058 Uiso 1 1 calc R . . C4 C 0.3103(3) 1.0179(10) 0.8513(3) 0.0475(10) Uani 1 1 d . . . H4 H 0.3279 1.1346 0.8069 0.057 Uiso 1 1 calc R . . C5 C 0.2112(2) 1.0139(10) 0.8466(2) 0.0400(9) Uani 1 1 d . . . H5 H 0.1608 1.1273 0.8013 0.048 Uiso 1 1 calc R . . C6 C 0.1903(2) 0.8286(7) 0.9141(2) 0.0294(7) Uani 1 1 d . . . C7 C -0.0018(2) 0.8548(8) 0.8775(3) 0.0330(8) Uani 1 1 d . . . H7A H -0.0012 1.0622 0.8556 0.040 Uiso 1 1 calc R . . H7B H -0.0407 0.8511 0.9206 0.040 Uiso 1 1 calc R . . C8 C -0.0549(2) 0.6512(8) 0.7897(2) 0.0308(7) Uani 1 1 d . . . N1 N 0.2197(2) 0.5069(7) 1.0379(2) 0.0370(7) Uani 1 1 d . . . N2 N 0.1214(2) 0.5638(7) 1.0048(2) 0.0364(7) Uani 1 1 d . . . N3 N 0.1027(2) 0.7589(6) 0.9306(2) 0.0317(7) Uani 1 1 d . . . O1 O -0.15100(17) 0.6906(6) 0.75540(19) 0.0435(7) Uani 1 1 d . . . O2 O -0.00605(18) 0.4752(6) 0.75944(18) 0.0499(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0406(2) 0.0545(3) 0.0357(2) -0.01297(12) 0.00349(16) -0.00967(12) C1 0.0298(17) 0.036(2) 0.0273(18) -0.0054(15) 0.0029(15) 0.0003(14) C2 0.0264(17) 0.048(2) 0.047(2) -0.0012(18) 0.0071(17) 0.0028(15) C3 0.0319(18) 0.054(3) 0.058(3) -0.011(2) 0.0143(19) -0.0060(17) C4 0.048(2) 0.048(3) 0.048(2) 0.0009(19) 0.0185(19) -0.0098(19) C5 0.043(2) 0.038(2) 0.035(2) -0.0003(15) 0.0085(17) 0.0002(16) C6 0.0289(16) 0.0298(19) 0.0263(18) -0.0050(13) 0.0055(14) -0.0033(13) C7 0.0249(15) 0.034(2) 0.0314(18) -0.0039(15) -0.0016(14) 0.0036(14) C8 0.0351(18) 0.0297(19) 0.0224(17) 0.0063(14) 0.0036(15) -0.0006(15) N1 0.0311(14) 0.0417(18) 0.0316(15) 0.0020(13) 0.0024(12) 0.0018(13) N2 0.0328(14) 0.0399(19) 0.0309(16) 0.0036(14) 0.0038(13) 0.0000(13) N3 0.0264(14) 0.0351(17) 0.0264(16) 0.0011(12) 0.0001(13) -0.0008(11) O1 0.0238(12) 0.0622(18) 0.0357(15) -0.0084(12) -0.0008(11) -0.0026(11) O2 0.0481(14) 0.0502(18) 0.0426(15) -0.0126(13) 0.0049(13) 0.0112(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.172(3) 4_565 ? Ag1 O1 2.218(3) . ? C1 N1 1.372(4) . ? C1 C6 1.393(5) . ? C1 C2 1.395(5) . ? C2 C3 1.355(6) . ? C2 H2 0.9300 . ? C3 C4 1.415(6) . ? C3 H3 0.9300 . ? C4 C5 1.363(5) . ? C4 H4 0.9300 . ? C5 C6 1.395(5) . ? C5 H5 0.9300 . ? C6 N3 1.364(4) . ? C7 N3 1.460(4) . ? C7 C8 1.537(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 O2 1.216(4) . ? C8 O1 1.272(4) . ? N1 N2 1.312(4) . ? N1 Ag1 2.172(3) 4_666 ? N2 N3 1.344(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 O1 165.77(11) 4_565 . ? N1 C1 C6 107.9(3) . . ? N1 C1 C2 131.6(3) . . ? C6 C1 C2 120.5(3) . . ? C3 C2 C1 117.1(4) . . ? C3 C2 H2 121.5 . . ? C1 C2 H2 121.5 . . ? C2 C3 C4 121.9(3) . . ? C2 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C5 C4 C3 122.1(4) . . ? C5 C4 H4 119.0 . . ? C3 C4 H4 119.0 . . ? C4 C5 C6 115.7(3) . . ? C4 C5 H5 122.2 . . ? C6 C5 H5 122.2 . . ? N3 C6 C5 133.2(3) . . ? N3 C6 C1 104.2(3) . . ? C5 C6 C1 122.7(3) . . ? N3 C7 C8 112.5(3) . . ? N3 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N3 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? O2 C8 O1 126.2(3) . . ? O2 C8 C7 120.9(3) . . ? O1 C8 C7 112.9(3) . . ? N2 N1 C1 109.1(3) . . ? N2 N1 Ag1 120.7(2) . 4_666 ? C1 N1 Ag1 130.1(2) . 4_666 ? N1 N2 N3 107.9(3) . . ? N2 N3 C6 111.0(3) . . ? N2 N3 C7 119.8(3) . . ? C6 N3 C7 129.1(3) . . ? C8 O1 Ag1 106.4(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 177.0(4) . . . . ? C6 C1 C2 C3 -1.3(6) . . . . ? C1 C2 C3 C4 2.2(6) . . . . ? C2 C3 C4 C5 -0.9(7) . . . . ? C3 C4 C5 C6 -1.3(6) . . . . ? C4 C5 C6 N3 -178.0(4) . . . . ? C4 C5 C6 C1 2.2(5) . . . . ? N1 C1 C6 N3 0.6(4) . . . . ? C2 C1 C6 N3 179.2(3) . . . . ? N1 C1 C6 C5 -179.6(3) . . . . ? C2 C1 C6 C5 -0.9(5) . . . . ? N3 C7 C8 O2 -14.1(5) . . . . ? N3 C7 C8 O1 165.9(3) . . . . ? C6 C1 N1 N2 -0.2(4) . . . . ? C2 C1 N1 N2 -178.7(4) . . . . ? C6 C1 N1 Ag1 -180.0(2) . . . 4_666 ? C2 C1 N1 Ag1 1.6(6) . . . 4_666 ? C1 N1 N2 N3 -0.3(4) . . . . ? Ag1 N1 N2 N3 179.5(2) 4_666 . . . ? N1 N2 N3 C6 0.7(4) . . . . ? N1 N2 N3 C7 177.9(3) . . . . ? C5 C6 N3 N2 179.4(4) . . . . ? C1 C6 N3 N2 -0.8(4) . . . . ? C5 C6 N3 C7 2.5(6) . . . . ? C1 C6 N3 C7 -177.7(3) . . . . ? C8 C7 N3 N2 -91.6(4) . . . . ? C8 C7 N3 C6 85.0(4) . . . . ? O2 C8 O1 Ag1 15.5(4) . . . . ? C7 C8 O1 Ag1 -164.6(2) . . . . ? N1 Ag1 O1 C8 -103.3(4) 4_565 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.619 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.095 #===END