# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_globa _journal_name_full CrystEngComm _journal_coden_cambridge 1350 #TrackingRef 'p1-5-r1.cif' _audit_update_record ; 2010-01-10 # Formatted by publCIF ; #==================================================================== # 1. SUBMISSION DETAILS _publ_contact_author # Name and address of author for correspondence ; Huang, Rongbin Department of Chemistry Xiamen University Xiamen, 361005 P. R. China ; _publ_contact_author_phone 86-592-2185191 _publ_contact_author_fax 86-592-2183047 _publ_contact_author_email rbhuang@xmu.edu.cn _publ_requested_coeditor_name ? _publ_contact_letter ; ; #================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) # 3. TITLE AND AUTHOR LIST _publ_section_title ; Syntheses, structures and photoluminsent properties of a series of Ag(I) coordination architectures based on 2,4-diamino-6-methyl-1,3,5-triazine and dicarboxylates: from 0D discrete molecule to 3D infinite network ; loop_ _publ_author_name _publ_author_address 'Di Sun' ; Department of chemistry, Xiamen University, Xiamen 361005, People's Republic of China ; 'Yun-Hua Li' ; Department of chemistry, Xiamen University, Xiamen 361005, People's Republic of China ; 'Rong-Bin Huang' ; Department of chemistry, Xiamen University, Xiamen 361005, People's Republic of China ; 'Lan-Sun Zheng' ; State key Laboratory for Physical Chemistry of Solid Surfaces, Xiamen University, Xiamen 361005, People's Republic of China ; _publ_section_exptl_refinement ; All H atoms were placed geometrically with C---H = 0.93 (aromatic) or 0.96 \%A (CH~3~), N---H distances of 0.86\%A and refined using a riding atom model with their isotropic displacement factors, U~iso~ fixed at 1.2 time the U~eq~ of the parent C and N atom. ; _publ_contact_author_name 'Huang, Rongbin' #==================================================================== data_p1 _database_code_depnum_ccdc_archive 'CCDC 827911' #TrackingRef 'p1-5-r1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H9 Ag N5 O2, H2 O' _chemical_formula_sum 'C6 H11 Ag N5 O3' _chemical_formula_weight 309.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 9.288(4) _cell_length_b 10.108(5) _cell_length_c 11.775(6) _cell_angle_alpha 90.00 _cell_angle_beta 112.531(8) _cell_angle_gamma 90.00 _cell_volume 1021.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2118 _cell_measurement_theta_min 5.516 _cell_measurement_theta_max 55.425 _exptl_crystal_description Block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.010 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 1.971 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7564 _exptl_absorpt_correction_T_max 0.8273 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count 0 _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 4309 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0460 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1788 _reflns_number_gt 1440 _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^)+(0.0429P)^2^+0.0307P] 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 1788 _refine_ls_number_parameters 137 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0419 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0886 _refine_ls_wR_factor_gt 0.0836 _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_restrained_S_all 1.134 _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 0.2500 0.22075(4) 0.2500 0.03940(18) Uani 1 2 d S . . Ag2 Ag 0.2500 0.52800(4) 0.2500 0.03766(18) Uani 1 2 d S . . C1 C 0.0081(5) 0.7102(4) 0.0055(4) 0.0280(9) Uani 1 1 d . . . C2 C 0.2597(5) 0.7734(4) 0.0649(4) 0.0305(9) Uani 1 1 d . . . C3 C 0.0741(5) 0.8820(4) -0.0898(4) 0.0340(10) Uani 1 1 d . . . C4 C 0.0287(6) 0.9882(4) -0.1851(5) 0.0531(14) Uani 1 1 d . . . H4A H -0.0837 0.9836 -0.2333 0.080 Uiso 1 1 calc R . . H4B H 0.0851 0.9759 -0.2396 0.080 Uiso 1 1 calc R . . H4C H 0.0548 1.0748 -0.1450 0.080 Uiso 1 1 calc R . . C5 C -0.0237(5) 0.3999(4) 0.3050(4) 0.0351(10) Uani 1 1 d . . . C6 C -0.1847(5) 0.3988(7) 0.3090(5) 0.0658(18) Uani 1 1 d . . . H6A H -0.1934 0.3196 0.3553 0.079 Uiso 1 1 calc R . . H6B H -0.1943 0.4774 0.3559 0.079 Uiso 1 1 calc R . . N1 N -0.1014(4) 0.6362(3) 0.0196(3) 0.0374(9) Uani 1 1 d . . . H1A H -0.0761 0.5769 0.0788 0.045 Uiso 1 1 calc R . . H1B H -0.1994 0.6462 -0.0303 0.045 Uiso 1 1 calc R . . N2 N 0.4099(4) 0.7551(4) 0.1307(4) 0.0391(9) Uani 1 1 d . . . H2A H 0.4400 0.6907 0.1851 0.047 Uiso 1 1 calc R . . H2B H 0.4795 0.8073 0.1202 0.047 Uiso 1 1 calc R . . N3 N 0.1559(4) 0.6928(3) 0.0825(3) 0.0287(8) Uani 1 1 d . . . N4 N 0.0374(4) 0.1996(3) 0.0878(3) 0.0320(8) Uani 1 1 d . . . N5 N 0.2226(4) 0.8758(3) -0.0163(3) 0.0355(9) Uani 1 1 d . . . O1 O 0.0035(3) 0.4843(3) 0.2382(3) 0.0412(8) Uani 1 1 d . . . O1W O 0.6206(5) 0.8782(3) 0.0459(4) 0.0634(11) Uani 1 1 d . . . H1WA H 0.6089 0.8222 -0.0107 0.076 Uiso 1 1 d R . . H1WB H 0.6655 0.9463 0.0325 0.076 Uiso 1 1 d R . . O2 O 0.0729(4) 0.3186(4) 0.3687(3) 0.0521(9) 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 0.0287(3) 0.0428(3) 0.0341(3) 0.000 -0.0019(2) 0.000 Ag2 0.0234(3) 0.0431(3) 0.0469(3) 0.000 0.0139(2) 0.000 C1 0.025(2) 0.026(2) 0.032(2) -0.0025(16) 0.0094(19) -0.0012(17) C2 0.026(2) 0.028(2) 0.034(2) -0.0086(18) 0.0083(19) -0.0007(18) C3 0.033(2) 0.031(2) 0.034(2) 0.0003(18) 0.0080(19) -0.0047(19) C4 0.044(3) 0.047(3) 0.055(3) 0.017(2) 0.004(3) -0.008(2) C5 0.020(2) 0.048(3) 0.035(2) 0.000(2) 0.0082(18) 0.002(2) C6 0.019(2) 0.124(5) 0.055(3) 0.037(3) 0.014(2) 0.010(3) N1 0.0217(18) 0.043(2) 0.040(2) 0.0114(17) 0.0035(16) -0.0056(17) N2 0.0247(19) 0.045(2) 0.040(2) 0.0083(17) 0.0040(17) -0.0091(16) N3 0.0228(17) 0.0316(17) 0.0272(18) 0.0014(15) 0.0045(14) -0.0032(15) N4 0.0289(19) 0.0278(18) 0.032(2) 0.0023(15) 0.0034(16) 0.0009(15) N5 0.032(2) 0.0333(18) 0.036(2) 0.0037(16) 0.0072(16) -0.0076(16) O1 0.0251(16) 0.0512(18) 0.048(2) 0.0168(15) 0.0147(15) -0.0001(14) O1W 0.070(3) 0.059(2) 0.076(3) -0.0161(18) 0.045(2) -0.0274(19) O2 0.0312(17) 0.062(2) 0.059(2) 0.0222(19) 0.0127(16) 0.0076(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N4 2.168(3) . y Ag1 N4 2.168(3) 2 y Ag1 Ag2 3.1058(15) . y Ag2 O1 2.283(3) . y Ag2 O1 2.283(3) 2 ? Ag2 N3 2.471(3) 2 ? Ag2 N3 2.471(3) . y C1 N1 1.323(5) . ? C1 N3 1.336(5) . ? C1 N4 1.364(5) 3_565 ? C2 N2 1.324(6) . ? C2 N3 1.338(5) . ? C2 N5 1.360(5) . ? C3 N5 1.319(6) . ? C3 N4 1.331(5) 3_565 ? C3 C4 1.492(6) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 O2 1.235(5) . ? C5 O1 1.250(5) . ? C5 C6 1.515(6) . ? C6 C6 1.453(10) 2_455 ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N1 H1A 0.8800 . ? N1 H1B 0.8800 . ? N2 H2A 0.8800 . ? N2 H2B 0.8800 . ? N4 C3 1.331(5) 3_565 ? N4 C1 1.364(5) 3_565 ? O1W H1WA 0.8500 . ? O1W H1WB 0.8500 . ? 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 N4 Ag1 N4 168.66(16) . 2 y N4 Ag1 Ag2 95.67(8) . . ? N4 Ag1 Ag2 95.67(8) 2 . ? O1 Ag2 O1 157.71(15) . 2 y O1 Ag2 N3 102.62(12) . 2 y O1 Ag2 N3 92.42(11) 2 2 ? O1 Ag2 N3 92.42(11) . . y O1 Ag2 N3 102.62(12) 2 . ? N3 Ag2 N3 95.23(16) 2 . y O1 Ag2 Ag1 78.85(8) . . ? O1 Ag2 Ag1 78.85(8) 2 . ? N3 Ag2 Ag1 132.38(8) 2 . ? N3 Ag2 Ag1 132.38(8) . . ? N1 C1 N3 118.6(4) . . ? N1 C1 N4 117.6(4) . 3_565 ? N3 C1 N4 123.8(4) . 3_565 ? N2 C2 N3 118.9(4) . . ? N2 C2 N5 116.4(4) . . ? N3 C2 N5 124.7(4) . . ? N5 C3 N4 125.8(4) . 3_565 ? N5 C3 C4 116.8(4) . . ? N4 C3 C4 117.4(4) 3_565 . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 O1 124.2(4) . . ? O2 C5 C6 118.2(4) . . ? O1 C5 C6 117.7(4) . . ? C6 C6 C5 116.3(6) 2_455 . ? C6 C6 H6A 108.2 2_455 . ? C5 C6 H6A 108.2 . . ? C6 C6 H6B 108.2 2_455 . ? C5 C6 H6B 108.2 . . ? H6A C6 H6B 107.4 . . ? C1 N1 H1A 120.0 . . ? C1 N1 H1B 120.0 . . ? H1A N1 H1B 120.0 . . ? C2 N2 H2A 120.0 . . ? C2 N2 H2B 120.0 . . ? H2A N2 H2B 120.0 . . ? C1 N3 C2 115.3(3) . . ? C1 N3 Ag2 126.0(3) . . ? C2 N3 Ag2 118.6(3) . . ? C3 N4 C1 115.1(3) 3_565 3_565 ? C3 N4 Ag1 119.9(3) 3_565 . ? C1 N4 Ag1 122.7(3) 3_565 . ? C3 N5 C2 114.6(3) . . ? C5 O1 Ag2 122.2(3) . . ? H1WA O1W H1WB 108.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A O1 0.88 1.97 2.830(5) 165.2 . N1 H1B O2 0.88 2.02 2.898(5) 174.1 4_565 N2 H2A O1 0.88 2.25 3.093(5) 159.5 2 N2 H2B O1W 0.88 1.97 2.806(5) 158.7 . O1W H1WA O2 0.85 1.95 2.793(5) 174.0 4_665 O1W H1WB N5 0.85 2.12 2.969(5) 174.1 3_675 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.927 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.114 data_p2 _database_code_depnum_ccdc_archive 'CCDC 827912' #TrackingRef 'p1-5-r1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H40 Ag4 N20 O10, O' _chemical_formula_sum 'C24 H40 Ag4 N20 O11' _chemical_formula_weight 1216.24 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.915(3) _cell_length_b 12.114(5) _cell_length_c 12.735(5) _cell_angle_alpha 106.082(6) _cell_angle_beta 91.756(7) _cell_angle_gamma 100.229(7) _cell_volume 1005.1(6) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1598 _cell_measurement_theta_min 5.544 _cell_measurement_theta_max 49.409 _exptl_crystal_description Block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.009 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 1.999 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7536 _exptl_absorpt_correction_T_max 0.8251 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count 0 _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 5912 _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_sigmaI/netI 0.0741 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3492 _reflns_number_gt 2805 _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^)+(0.0612P)^2^+7.3198P] 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 3492 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0953 _refine_ls_R_factor_gt 0.0744 _refine_ls_wR_factor_ref 0.1681 _refine_ls_wR_factor_gt 0.1580 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_restrained_S_all 1.168 _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 0.46420(14) 0.41897(7) 0.27190(7) 0.0289(3) Uani 1 1 d . . . Ag2 Ag 0.05565(13) 0.32184(7) 0.34730(7) 0.0282(3) Uani 1 1 d . . . C1 C 0.2833(16) 0.4436(9) 0.0495(8) 0.021(2) Uani 1 1 d . . . C2 C 0.2788(16) 0.2521(9) 0.0400(8) 0.020(2) Uani 1 1 d . . . C3 C 0.1771(16) 0.2993(9) -0.1085(8) 0.021(2) Uani 1 1 d . . . C4 C 0.107(2) 0.2636(11) -0.2255(9) 0.046(4) Uani 1 1 d . . . H4A H -0.0167 0.2897 -0.2343 0.069 Uiso 1 1 calc R . . H4B H 0.0861 0.1781 -0.2542 0.069 Uiso 1 1 calc R . . H4C H 0.2066 0.2991 -0.2659 0.069 Uiso 1 1 calc R . . C5 C -0.1609(16) 0.3112(9) 0.1301(8) 0.021(2) Uani 1 1 d . . . C6 C -0.1439(15) 0.1277(9) 0.1373(8) 0.019(2) Uani 1 1 d . . . C7 C -0.2724(15) 0.1553(8) -0.0158(8) 0.018(2) Uani 1 1 d . . . C8 C -0.3555(18) 0.1064(9) -0.1318(9) 0.032(3) Uani 1 1 d . . . H8A H -0.3097 0.1624 -0.1727 0.048 Uiso 1 1 calc R . . H8B H -0.4999 0.0920 -0.1347 0.048 Uiso 1 1 calc R . . H8C H -0.3120 0.0326 -0.1646 0.048 Uiso 1 1 calc R . . C9 C 0.3113(19) 0.6418(9) 0.3801(9) 0.028(3) Uani 1 1 d . . . C10 C 0.296(2) 0.7626(10) 0.4489(9) 0.040(3) Uani 1 1 d . . . H10A H 0.2787 0.8112 0.3996 0.047 Uiso 1 1 calc R . . H10B H 0.1761 0.7565 0.4894 0.047 Uiso 1 1 calc R . . C11 C 0.471(2) 0.8238(10) 0.5300(9) 0.044(4) Uani 1 1 d . . . H11A H 0.4502 0.9033 0.5683 0.053 Uiso 1 1 calc R . . H11B H 0.5887 0.8332 0.4884 0.053 Uiso 1 1 calc R . . C12 C 0.5167(19) 0.7654(10) 0.6152(8) 0.030(3) Uani 1 1 d . . . N1 N 0.3232(13) 0.3668(7) 0.0999(7) 0.0203(19) Uani 1 1 d . . . N2 N 0.2111(13) 0.2143(7) -0.0677(7) 0.0202(19) Uani 1 1 d . . . N3 N 0.2088(14) 0.4119(7) -0.0572(7) 0.026(2) Uani 1 1 d . . . N4 N 0.3219(14) 0.5580(7) 0.1030(7) 0.027(2) Uani 1 1 d . . . H4D H 0.3736 0.5822 0.1714 0.032 Uiso 1 1 calc R . . H4E H 0.2957 0.6091 0.0699 0.032 Uiso 1 1 calc R . . N5 N 0.3102(14) 0.1717(8) 0.0863(7) 0.028(2) Uani 1 1 d . . . H5A H 0.2872 0.0975 0.0477 0.033 Uiso 1 1 calc R . . H5B H 0.3540 0.1920 0.1559 0.033 Uiso 1 1 calc R . . N6 N -0.1036(12) 0.2432(7) 0.1874(7) 0.0182(19) Uani 1 1 d . . . N7 N -0.2292(13) 0.0785(8) 0.0338(7) 0.025(2) Uani 1 1 d . . . N8 N -0.2406(12) 0.2700(7) 0.0259(7) 0.0192(19) Uani 1 1 d . . . N9 N -0.1344(13) 0.4280(7) 0.1770(7) 0.027(2) Uani 1 1 d . . . H9A H -0.0800 0.4588 0.2446 0.032 Uiso 1 1 calc R . . H9B H -0.1716 0.4732 0.1400 0.032 Uiso 1 1 calc R . . N10 N -0.0944(16) 0.0538(8) 0.1915(8) 0.039(3) Uani 1 1 d . . . H10C H -0.0367 0.0818 0.2586 0.047 Uiso 1 1 calc R . . H10D H -0.1198 -0.0222 0.1597 0.047 Uiso 1 1 calc R . . O1 O 0.4800(12) 0.6237(7) 0.3501(6) 0.0329(19) Uani 1 1 d . . . O1W O 0.1806(14) 0.4105(8) 0.5122(7) 0.047(2) Uani 1 1 d . . . H1WA H 0.0889 0.4195 0.5549 0.057 Uiso 1 1 d R . . H1WB H 0.2317 0.4825 0.5246 0.057 Uiso 1 1 d R . . O2 O 0.1585(13) 0.5653(7) 0.3530(6) 0.040(2) Uani 1 1 d . . . O2W O 0.958(5) 0.974(3) 0.526(2) 0.101(9) Uiso 0.50 1 d P . . O3 O 0.4183(12) 0.6661(6) 0.6084(6) 0.0299(19) Uani 1 1 d . . . O4 O 0.6632(14) 0.8174(7) 0.6827(6) 0.041(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 0.0425(6) 0.0218(5) 0.0218(5) 0.0049(4) -0.0058(4) 0.0084(4) Ag2 0.0353(5) 0.0284(5) 0.0199(5) 0.0045(4) -0.0051(4) 0.0089(4) C1 0.027(6) 0.029(6) 0.014(5) 0.014(4) 0.003(4) 0.009(5) C2 0.024(6) 0.019(5) 0.024(6) 0.012(4) 0.007(5) 0.011(5) C3 0.027(6) 0.021(6) 0.015(5) 0.005(4) -0.002(4) 0.004(5) C4 0.083(11) 0.027(7) 0.022(6) 0.002(5) -0.022(7) 0.007(7) C5 0.024(6) 0.021(5) 0.017(5) 0.005(4) 0.000(4) 0.001(5) C6 0.023(6) 0.018(5) 0.020(5) 0.009(4) 0.001(4) 0.007(4) C7 0.024(6) 0.016(5) 0.018(5) 0.007(4) 0.001(4) 0.010(4) C8 0.039(7) 0.017(6) 0.031(6) -0.003(5) -0.006(5) 0.000(5) C9 0.051(8) 0.018(6) 0.019(6) 0.006(5) 0.001(5) 0.015(6) C10 0.070(10) 0.024(6) 0.025(6) 0.001(5) -0.008(6) 0.022(6) C11 0.083(11) 0.029(7) 0.019(6) 0.003(5) -0.012(6) 0.015(7) C12 0.056(8) 0.024(6) 0.013(5) 0.000(5) 0.007(5) 0.021(6) N1 0.026(5) 0.013(4) 0.022(5) 0.005(4) 0.002(4) 0.003(4) N2 0.033(5) 0.008(4) 0.018(4) 0.003(3) 0.000(4) 0.002(4) N3 0.036(6) 0.020(5) 0.021(5) 0.006(4) -0.004(4) 0.008(4) N4 0.036(6) 0.014(5) 0.026(5) 0.005(4) -0.002(4) -0.002(4) N5 0.037(6) 0.025(5) 0.022(5) 0.009(4) -0.006(4) 0.010(4) N6 0.024(5) 0.016(4) 0.021(5) 0.012(4) 0.001(4) 0.010(4) N7 0.022(5) 0.025(5) 0.030(5) 0.011(4) -0.001(4) 0.006(4) N8 0.022(5) 0.010(4) 0.022(5) 0.003(3) -0.001(4) -0.002(4) N9 0.033(6) 0.019(5) 0.025(5) 0.003(4) -0.006(4) 0.000(4) N10 0.066(8) 0.019(5) 0.036(6) 0.007(4) -0.005(5) 0.020(5) O1 0.028(5) 0.033(5) 0.036(5) 0.006(4) -0.002(4) 0.008(4) O1W 0.050(6) 0.048(6) 0.041(5) 0.005(4) -0.005(4) 0.016(5) O2 0.040(5) 0.043(5) 0.025(4) -0.007(4) -0.002(4) 0.004(4) O3 0.039(5) 0.026(4) 0.028(4) 0.007(3) -0.007(4) 0.018(4) O4 0.061(6) 0.035(5) 0.024(4) 0.002(4) -0.008(4) 0.013(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.243(8) . y Ag1 O3 2.267(7) 2_666 y Ag1 O1 2.384(8) . y Ag1 Ag2 3.1463(16) . y Ag2 O1W 2.150(8) . y Ag2 N6 2.163(8) . y C1 N1 1.330(12) . ? C1 N4 1.338(13) . ? C1 N3 1.363(12) . ? C2 N5 1.314(13) . ? C2 N2 1.360(13) . ? C2 N1 1.361(13) . ? C3 N3 1.314(13) . ? C3 N2 1.326(13) . ? C3 C4 1.470(14) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N6 1.342(13) . ? C5 N8 1.343(13) . ? C5 N9 1.351(13) . ? C6 N6 1.341(12) . ? C6 N10 1.353(13) . ? C6 N7 1.354(13) . ? C7 N8 1.319(12) . ? C7 N7 1.329(12) . ? C7 C8 1.485(14) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 O2 1.244(14) . ? C9 O1 1.276(14) . ? C9 C10 1.507(14) . ? C10 C11 1.506(17) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.503(15) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O3 1.252(14) . ? C12 O4 1.258(14) . ? N4 H4D 0.8800 . ? N4 H4E 0.8800 . ? N5 H5A 0.8800 . ? N5 H5B 0.8800 . ? N9 H9A 0.8800 . ? N9 H9B 0.8800 . ? N10 H10C 0.8800 . ? N10 H10D 0.8800 . ? O1W H1WA 0.8500 . ? O1W H1WB 0.8500 . ? O2W O2W 1.15(5) 2_776 ? O3 Ag1 2.267(7) 2_666 ? 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 O3 138.8(3) . 2_666 y N1 Ag1 O1 108.5(3) . . y O3 Ag1 O1 112.6(3) 2_666 . y N1 Ag1 Ag2 88.6(2) . . ? O3 Ag1 Ag2 82.6(2) 2_666 . ? O1 Ag1 Ag2 99.6(2) . . ? O1W Ag2 N6 172.4(3) . . y O1W Ag2 Ag1 86.5(3) . . ? N6 Ag2 Ag1 98.6(2) . . ? N1 C1 N4 119.8(9) . . ? N1 C1 N3 122.8(9) . . ? N4 C1 N3 117.3(9) . . ? N5 C2 N2 116.8(9) . . ? N5 C2 N1 119.1(9) . . ? N2 C2 N1 124.1(9) . . ? N3 C3 N2 126.9(9) . . ? N3 C3 C4 116.9(9) . . ? N2 C3 C4 116.0(9) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N6 C5 N8 123.5(9) . . ? N6 C5 N9 119.4(9) . . ? N8 C5 N9 117.0(9) . . ? N6 C6 N10 119.0(9) . . ? N6 C6 N7 124.3(9) . . ? N10 C6 N7 116.7(9) . . ? N8 C7 N7 126.6(9) . . ? N8 C7 C8 117.1(9) . . ? N7 C7 C8 116.2(9) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 C9 O1 123.1(10) . . ? O2 C9 C10 118.5(12) . . ? O1 C9 C10 118.4(11) . . ? C11 C10 C9 114.1(11) . . ? C11 C10 H10A 108.7 . . ? C9 C10 H10A 108.7 . . ? C11 C10 H10B 108.7 . . ? C9 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C10 C11 C12 116.8(11) . . ? C10 C11 H11A 108.1 . . ? C12 C11 H11A 108.1 . . ? C10 C11 H11B 108.1 . . ? C12 C11 H11B 108.1 . . ? H11A C11 H11B 107.3 . . ? O3 C12 O4 125.2(11) . . ? O3 C12 C11 118.3(10) . . ? O4 C12 C11 116.3(11) . . ? C1 N1 C2 116.2(9) . . ? C1 N1 Ag1 123.2(7) . . ? C2 N1 Ag1 120.6(6) . . ? C3 N2 C2 113.8(8) . . ? C3 N3 C1 116.0(9) . . ? C1 N4 H4D 120.0 . . ? C1 N4 H4E 120.0 . . ? H4D N4 H4E 120.0 . . ? C2 N5 H5A 120.0 . . ? C2 N5 H5B 120.0 . . ? H5A N5 H5B 120.0 . . ? C5 N6 C6 115.9(8) . . ? C5 N6 Ag2 120.1(6) . . ? C6 N6 Ag2 124.0(6) . . ? C7 N7 C6 114.0(9) . . ? C7 N8 C5 115.5(9) . . ? C5 N9 H9A 120.0 . . ? C5 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C6 N10 H10C 120.0 . . ? C6 N10 H10D 120.0 . . ? H10C N10 H10D 120.0 . . ? C9 O1 Ag1 109.6(7) . . ? Ag2 O1W H1WA 109.7 . . ? Ag2 O1W H1WB 115.6 . . ? H1WA O1W H1WB 97.2 . . ? C12 O3 Ag1 113.3(7) . 2_666 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4D O1 0.88 2.26 3.134(12) 172.6 . N4 H4E N8 0.88 2.22 3.099(12) 175.2 2_565 N5 H5A N7 0.88 2.06 2.935(12) 176.4 2 N5 H5B O4 0.88 2.10 2.906(12) 152.8 2_666 N9 H9A O2 0.88 2.10 2.891(12) 149.1 . N9 H9B N3 0.88 2.01 2.881(12) 170.5 2_565 N10 H10C O4 0.88 2.64 3.249(14) 127.2 2_666 N10 H10D N2 0.88 2.26 3.138(12) 174.1 2 O1W H1WA O2 0.85 2.11 2.957(13) 174.4 2_566 O1W H1WB O3 0.85 2.31 3.123(12) 160.7 . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 2.673 _refine_diff_density_min -1.415 _refine_diff_density_rms 0.189 data_p3 _database_code_depnum_ccdc_archive 'CCDC 827913' #TrackingRef 'p1-5-r1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H20 Ag2 N10 O4 ' _chemical_formula_sum 'C13 H20 Ag2 N10 O4' _chemical_formula_weight 596.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.127(3) _cell_length_b 11.788(5) _cell_length_c 12.716(5) _cell_angle_alpha 62.542(7) _cell_angle_beta 74.618(7) _cell_angle_gamma 75.193(9) _cell_volume 902.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1815 _cell_measurement_theta_min 5.997 _cell_measurement_theta_max 55.446 _exptl_crystal_description Block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.193 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 588 _exptl_absorpt_coefficient_mu 2.217 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7321 _exptl_absorpt_correction_T_max 0.8426 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count 0 _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 4568 _diffrn_reflns_av_R_equivalents 0.0232 _diffrn_reflns_av_sigmaI/netI 0.0523 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3121 _reflns_number_gt 2551 _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^)+(0.0467P)^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 3121 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0940 _refine_ls_wR_factor_gt 0.0897 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 1.03383(6) 0.45732(4) 0.67808(4) 0.02779(15) Uani 1 1 d . . . Ag2 Ag 0.73813(6) 0.40499(4) 0.55686(3) 0.02265(14) Uani 1 1 d . . . C1 C 1.0435(7) 0.2363(5) 0.9568(5) 0.0184(11) Uani 1 1 d . . . C2 C 0.9175(7) 0.2582(5) 1.1305(4) 0.0203(11) Uani 1 1 d . . . C3 C 0.8495(7) 0.4229(5) 0.9553(5) 0.0211(12) Uani 1 1 d . . . C4 C 0.9013(9) 0.2055(5) 1.2615(4) 0.0275(13) Uani 1 1 d . . . H4A H 0.9249 0.2703 1.2826 0.041 Uiso 1 1 calc R . . H4B H 0.9993 0.1275 1.2889 0.041 Uiso 1 1 calc R . . H4C H 0.7690 0.1836 1.3004 0.041 Uiso 1 1 calc R . . C5 C 0.7069(7) 0.1752(5) 0.8331(4) 0.0195(11) Uani 1 1 d . . . C6 C 0.5480(7) 0.1890(5) 1.0064(5) 0.0199(11) Uani 1 1 d . . . C7 C 0.5119(7) 0.3632(5) 0.8308(4) 0.0211(12) Uani 1 1 d . . . C8 C 0.5065(8) 0.1282(5) 1.1401(4) 0.0237(12) Uani 1 1 d . . . H8A H 0.4577 0.1958 1.1695 0.036 Uiso 1 1 calc R . . H8B H 0.6278 0.0767 1.1708 0.036 Uiso 1 1 calc R . . H8C H 0.4067 0.0720 1.1681 0.036 Uiso 1 1 calc R . . C11 C 0.9187(7) 0.7531(5) 0.5496(5) 0.0198(11) Uani 1 1 d . . . C12 C 0.7798(8) 0.8779(5) 0.5292(5) 0.0252(13) Uani 1 1 d . . . H12A H 0.8535 0.9460 0.5144 0.030 Uiso 1 1 calc R . . H12B H 0.6786 0.8668 0.6022 0.030 Uiso 1 1 calc R . . C13 C 0.6788(7) 0.9204(5) 0.4214(4) 0.0181(11) Uani 1 1 d . . . H13A H 0.6026 1.0082 0.4040 0.022 Uiso 1 1 calc R . . H13B H 0.7814 0.9258 0.3501 0.022 Uiso 1 1 calc R . . C14 C 0.5420(7) 0.8311(5) 0.4402(5) 0.0246(12) Uani 1 1 d . . . H14A H 0.4532 0.8141 0.5186 0.030 Uiso 1 1 calc R . . H14B H 0.4593 0.8754 0.3766 0.030 Uiso 1 1 calc R . . C15 C 0.6466(8) 0.7036(5) 0.4381(4) 0.0193(11) Uani 1 1 d . . . N1 N 0.9613(6) 0.3578(4) 0.8903(4) 0.0183(9) Uani 1 1 d . . . N2 N 1.0251(6) 0.1814(4) 1.0782(4) 0.0208(10) Uani 1 1 d . . . N3 N 0.8248(6) 0.3769(4) 1.0757(4) 0.0209(10) Uani 1 1 d . . . N4 N 1.1540(6) 0.1650(4) 0.9004(4) 0.0244(11) Uani 1 1 d . . . H4D H 1.1724 0.1971 0.8214 0.029 Uiso 1 1 calc R . . H4E H 1.2089 0.0857 0.9420 0.029 Uiso 1 1 calc R . . N5 N 0.7577(6) 0.5405(4) 0.8975(4) 0.0246(10) Uani 1 1 d . . . H5A H 0.6845 0.5849 0.9377 0.029 Uiso 1 1 calc R . . H5B H 0.7697 0.5745 0.8186 0.029 Uiso 1 1 calc R . . N6 N 0.6341(6) 0.3004(4) 0.7668(4) 0.0204(10) Uani 1 1 d . . . N7 N 0.6658(6) 0.1160(4) 0.9537(4) 0.0189(9) Uani 1 1 d . . . N8 N 0.4665(6) 0.3108(4) 0.9511(4) 0.0192(9) Uani 1 1 d . . . N9 N 0.4283(7) 0.4831(4) 0.7723(4) 0.0286(11) Uani 1 1 d . . . H9A H 0.3466 0.5253 0.8125 0.034 Uiso 1 1 calc R . . H9B H 0.4543 0.5210 0.6933 0.034 Uiso 1 1 calc R . . N10 N 0.8219(6) 0.1055(4) 0.7770(4) 0.0228(10) Uani 1 1 d . . . H10A H 0.8681 0.0239 0.8186 0.027 Uiso 1 1 calc R . . H10B H 0.8524 0.1406 0.6980 0.027 Uiso 1 1 calc R . . O1 O 1.0853(5) 0.7593(3) 0.4834(3) 0.0234(8) Uani 1 1 d . . . O2 O 0.8584(5) 0.6516(3) 0.6310(3) 0.0243(8) Uani 1 1 d . . . O3 O 0.8007(5) 0.7069(3) 0.3622(3) 0.0264(9) Uani 1 1 d . . . O4 O 0.5713(5) 0.6045(3) 0.5110(3) 0.0225(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0346(3) 0.0185(3) 0.0208(3) -0.0067(2) 0.00088(19) 0.00217(19) Ag2 0.0238(2) 0.0182(2) 0.0199(2) -0.00563(18) -0.00326(17) 0.00134(17) C1 0.018(3) 0.018(3) 0.022(3) -0.011(2) -0.008(2) 0.002(2) C2 0.020(3) 0.022(3) 0.016(3) -0.004(2) -0.003(2) -0.007(2) C3 0.024(3) 0.022(3) 0.019(3) -0.010(2) -0.004(2) -0.004(2) C4 0.043(3) 0.024(3) 0.016(3) -0.009(2) -0.005(2) -0.005(3) C5 0.022(3) 0.014(3) 0.019(3) -0.003(2) -0.006(2) -0.004(2) C6 0.021(3) 0.017(3) 0.018(3) -0.004(2) -0.003(2) -0.005(2) C7 0.023(3) 0.019(3) 0.017(3) -0.004(2) -0.002(2) -0.006(2) C8 0.029(3) 0.027(3) 0.014(3) -0.007(2) -0.003(2) -0.006(2) C11 0.024(3) 0.021(3) 0.015(3) -0.008(2) -0.007(2) -0.001(2) C12 0.026(3) 0.030(3) 0.021(3) -0.014(3) -0.008(2) 0.006(2) C13 0.020(3) 0.014(3) 0.015(3) -0.003(2) -0.003(2) 0.001(2) C14 0.020(3) 0.023(3) 0.023(3) -0.008(2) -0.002(2) 0.003(2) C15 0.026(3) 0.017(3) 0.012(3) -0.002(2) -0.009(2) -0.002(2) N1 0.022(2) 0.015(2) 0.017(2) -0.0071(19) -0.0054(18) 0.0005(18) N2 0.023(2) 0.022(2) 0.019(2) -0.009(2) -0.0057(19) -0.0017(19) N3 0.025(2) 0.018(2) 0.016(2) -0.0060(19) -0.0006(19) -0.0026(19) N4 0.028(2) 0.022(3) 0.015(2) -0.004(2) -0.0063(19) 0.004(2) N5 0.028(2) 0.017(2) 0.019(2) -0.007(2) -0.0014(19) 0.008(2) N6 0.025(2) 0.015(2) 0.018(2) -0.006(2) -0.0056(19) 0.0020(19) N7 0.019(2) 0.018(2) 0.016(2) -0.0038(19) -0.0025(18) -0.0039(18) N8 0.020(2) 0.018(2) 0.016(2) -0.0044(19) -0.0016(18) -0.0034(18) N9 0.045(3) 0.021(3) 0.011(2) -0.006(2) 0.001(2) 0.000(2) N10 0.030(2) 0.012(2) 0.013(2) 0.0009(19) -0.0004(19) 0.0012(19) O1 0.0226(19) 0.018(2) 0.024(2) -0.0079(17) -0.0010(16) 0.0008(16) O2 0.029(2) 0.018(2) 0.022(2) -0.0088(17) -0.0034(16) 0.0045(17) O3 0.031(2) 0.020(2) 0.023(2) -0.0110(17) 0.0019(17) 0.0002(17) O4 0.0232(19) 0.0130(19) 0.022(2) -0.0003(16) -0.0046(16) -0.0014(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 O3 2.198(3) 2_766 y Ag1 O2 2.199(3) . y Ag1 N1 2.361(4) . y Ag1 Ag2 2.9158(10) 2_766 y Ag1 Ag2 3.2347(11) . y Ag2 O1 2.219(3) 2_766 y Ag2 O4 2.227(3) . y Ag2 N6 2.362(4) . y Ag2 O4 2.616(4) 2_666 y Ag2 Ag1 2.9158(10) 2_766 ? C1 N4 1.326(6) . ? C1 N1 1.351(6) . ? C1 N2 1.354(6) . ? C2 N3 1.324(6) . ? C2 N2 1.334(6) . ? C2 C4 1.468(7) . ? C3 N5 1.320(6) . ? C3 N3 1.344(6) . ? C3 N1 1.353(6) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N10 1.319(6) . ? C5 N7 1.344(6) . ? C5 N6 1.360(6) . ? C6 N8 1.324(6) . ? C6 N7 1.327(6) . ? C6 C8 1.486(7) . ? C7 N9 1.320(6) . ? C7 N8 1.341(6) . ? C7 N6 1.348(6) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C11 O2 1.254(6) . ? C11 O1 1.257(6) . ? C11 C12 1.500(7) . ? C12 C13 1.534(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.512(7) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.506(7) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O3 1.250(6) . ? C15 O4 1.254(6) . ? N4 H4D 0.8800 . ? N4 H4E 0.8800 . ? N5 H5A 0.8800 . ? N5 H5B 0.8800 . ? N9 H9A 0.8800 . ? N9 H9B 0.8800 . ? N10 H10A 0.8800 . ? N10 H10B 0.8800 . ? O1 Ag2 2.219(3) 2_766 ? O3 Ag1 2.198(3) 2_766 ? 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 O3 Ag1 O2 153.29(14) 2_766 . y O3 Ag1 N1 101.54(14) 2_766 . y O2 Ag1 N1 103.61(13) . . y O3 Ag1 Ag2 79.94(10) 2_766 2_766 ? O2 Ag1 Ag2 80.71(10) . 2_766 ? N1 Ag1 Ag2 156.18(10) . 2_766 ? O3 Ag1 Ag2 76.32(10) 2_766 . ? O2 Ag1 Ag2 85.99(10) . . ? N1 Ag1 Ag2 112.03(11) . . ? Ag2 Ag1 Ag2 91.52(4) 2_766 . ? O1 Ag2 O4 154.93(13) 2_766 . y O1 Ag2 N6 101.46(14) 2_766 . y O4 Ag2 N6 102.60(13) . . y O1 Ag2 O4 92.50(12) 2_766 2_666 y O4 Ag2 O4 77.31(14) . 2_666 y N6 Ag2 O4 97.94(13) . 2_666 y O1 Ag2 Ag1 79.18(10) 2_766 2_766 ? O4 Ag2 Ag1 80.03(9) . 2_766 ? N6 Ag2 Ag1 162.46(11) . 2_766 ? O4 Ag2 Ag1 99.54(8) 2_666 2_766 ? O1 Ag2 Ag1 101.82(10) 2_766 . ? O4 Ag2 Ag1 91.45(10) . . ? N6 Ag2 Ag1 74.18(11) . . ? O4 Ag2 Ag1 164.72(8) 2_666 . ? Ag1 Ag2 Ag1 88.48(4) 2_766 . ? N4 C1 N1 118.5(4) . . ? N4 C1 N2 116.6(4) . . ? N1 C1 N2 124.8(4) . . ? N3 C2 N2 126.3(5) . . ? N3 C2 C4 117.2(5) . . ? N2 C2 C4 116.5(5) . . ? N5 C3 N3 116.9(5) . . ? N5 C3 N1 118.3(5) . . ? N3 C3 N1 124.8(5) . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N10 C5 N7 117.1(4) . . ? N10 C5 N6 119.0(4) . . ? N7 C5 N6 123.9(4) . . ? N8 C6 N7 126.1(5) . . ? N8 C6 C8 117.4(4) . . ? N7 C6 C8 116.5(4) . . ? N9 C7 N8 117.2(4) . . ? N9 C7 N6 118.7(5) . . ? N8 C7 N6 124.1(5) . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 C11 O1 125.7(5) . . ? O2 C11 C12 117.2(5) . . ? O1 C11 C12 117.2(5) . . ? C11 C12 C13 111.1(4) . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12B 109.4 . . ? C13 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C14 C13 C12 114.1(4) . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C12 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C15 C14 C13 113.9(4) . . ? C15 C14 H14A 108.8 . . ? C13 C14 H14A 108.8 . . ? C15 C14 H14B 108.8 . . ? C13 C14 H14B 108.8 . . ? H14A C14 H14B 107.7 . . ? O3 C15 O4 125.9(5) . . ? O3 C15 C14 116.6(5) . . ? O4 C15 C14 117.6(5) . . ? C1 N1 C3 114.5(4) . . ? C1 N1 Ag1 123.0(3) . . ? C3 N1 Ag1 122.3(3) . . ? C2 N2 C1 114.4(4) . . ? C2 N3 C3 115.1(4) . . ? C1 N4 H4D 120.0 . . ? C1 N4 H4E 120.0 . . ? H4D N4 H4E 120.0 . . ? C3 N5 H5A 120.0 . . ? C3 N5 H5B 120.0 . . ? H5A N5 H5B 120.0 . . ? C7 N6 C5 115.2(4) . . ? C7 N6 Ag2 122.5(3) . . ? C5 N6 Ag2 122.1(3) . . ? C6 N7 C5 115.2(4) . . ? C6 N8 C7 115.5(4) . . ? C7 N9 H9A 120.0 . . ? C7 N9 H9B 120.0 . . ? H9A N9 H9B 120.0 . . ? C5 N10 H10A 120.0 . . ? C5 N10 H10B 120.0 . . ? H10A N10 H10B 120.0 . . ? C11 O1 Ag2 122.8(3) . 2_766 ? C11 O2 Ag1 124.0(3) . . ? C15 O3 Ag1 125.2(3) . 2_766 ? C15 O4 Ag2 122.7(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4D O3 0.88 2.05 2.927(6) 173.0 2_766 N4 H4E N7 0.88 2.20 3.080(6) 177.4 2_757 N5 H5A N8 0.88 2.19 3.062(6) 172.9 2_667 N5 H5B O2 0.88 2.10 2.968(6) 168.5 . N9 H9A N3 0.88 2.17 3.046(6) 172.6 2_667 N9 H9B O4 0.88 2.08 2.948(6) 169.0 . N10 H10A N2 0.88 2.20 3.075(6) 178.1 2_757 N10 H10B O1 0.88 2.03 2.907(5) 173.7 2_766 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.147 _refine_diff_density_min -0.735 _refine_diff_density_rms 0.138 data_p4 _database_code_depnum_ccdc_archive 'CCDC 827914' #TrackingRef 'p1-5-r1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H11 Ag N5 O2' _chemical_formula_sum 'C7 H11 Ag N5 O2' _chemical_formula_weight 305.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 11.786(3) _cell_length_b 23.065(7) _cell_length_c 8.343(2) _cell_angle_alpha 90.00 _cell_angle_beta 123.095(4) _cell_angle_gamma 90.00 _cell_volume 1900.0(9) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2833 _cell_measurement_theta_min 4.487 _cell_measurement_theta_max 56.493 _exptl_crystal_description Block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.133 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 2.110 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7859 _exptl_absorpt_correction_T_max 0.8167 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count 0 _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 5455 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1659 _reflns_number_gt 1452 _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^)+(0.0557P)^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 1659 _refine_ls_number_parameters 140 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0379 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 1.0000 0.628016(16) 0.7500 0.02484(17) Uani 1 2 d S . . Ag2 Ag 1.0000 0.501865(16) 0.7500 0.02233(17) Uani 1 2 d S . . C1 C 0.7919(4) 0.56267(14) 0.8122(5) 0.0176(8) Uani 1 1 d . . . C2 C 0.6955(4) 0.56457(16) 0.8784(6) 0.0218(8) Uani 1 1 d . . . H2A H 0.7129 0.6003 0.9544 0.026 Uiso 1 1 calc R . . H2B H 0.7138 0.5310 0.9632 0.026 Uiso 1 1 calc R . . C3 C 0.5471(4) 0.56345(14) 0.7141(6) 0.0179(8) Uani 1 1 d . . . H3C H 0.5274 0.5978 0.6316 0.021 Uiso 1 1 calc R . . H3D H 0.5298 0.5284 0.6355 0.021 Uiso 1 1 calc R . . C4 C 1.0000 0.9092(2) 0.7500 0.0263(13) Uani 1 2 d S . . H4A H 1.0814 0.9234 0.7581 0.039 Uiso 0.50 1 calc PR . . H4B H 0.9993 0.9234 0.8602 0.039 Uiso 0.50 1 calc PR . . H4C H 0.9193 0.9234 0.6317 0.039 Uiso 0.50 1 calc PR . . C5 C 1.0000 0.8445(2) 0.7500 0.0194(11) Uani 1 2 d S . . C6 C 0.9002(4) 0.76001(15) 0.7412(5) 0.0193(8) Uani 1 1 d . . . C7 C 1.0763(4) 0.36292(14) 0.7066(5) 0.0195(8) Uani 1 1 d . . . C8 C 1.0000 0.2787(2) 0.7500 0.0232(12) Uani 1 2 d S . . C9 C 1.0000 0.2139(2) 0.7500 0.0330(14) Uani 1 2 d S . . H9A H 0.9345 0.1997 0.7786 0.050 Uiso 0.50 1 calc PR . . H9B H 1.0906 0.1997 0.8474 0.050 Uiso 0.50 1 calc PR . . H9C H 0.9748 0.1997 0.6239 0.050 Uiso 0.50 1 calc PR . . N1 N 1.0000 0.72926(18) 0.7500 0.0193(10) Uani 1 2 d S . . N2 N 0.8951(3) 0.81898(12) 0.7387(4) 0.0214(7) Uani 1 1 d . . . N3 N 0.7993(3) 0.73256(13) 0.7357(5) 0.0264(8) Uani 1 1 d . . . H3A H 0.7982 0.6944 0.7379 0.032 Uiso 1 1 calc R . . H3B H 0.7335 0.7525 0.7299 0.032 Uiso 1 1 calc R . . N4 N 1.0000 0.39389(19) 0.7500 0.0160(9) Uani 1 2 d S . . N6 N 1.1498(3) 0.39005(13) 0.6520(4) 0.0206(7) Uani 1 1 d . . . H6A H 1.1482 0.4281 0.6445 0.025 Uiso 1 1 calc R . . H6B H 1.1999 0.3699 0.6236 0.025 Uiso 1 1 calc R . . N7 N 1.0844(3) 0.30431(13) 0.7144(4) 0.0221(7) Uani 1 1 d . . . O1 O 0.8529(3) 0.51521(11) 0.8348(4) 0.0254(6) Uani 1 1 d . . . O2 O 0.8050(3) 0.60643(11) 0.7387(4) 0.0278(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 0.0255(3) 0.0139(3) 0.0454(3) 0.000 0.0260(2) 0.000 Ag2 0.0210(3) 0.0160(3) 0.0378(3) 0.000 0.0210(2) 0.000 C1 0.0103(18) 0.0171(19) 0.025(2) -0.0033(14) 0.0094(16) -0.0037(14) C2 0.016(2) 0.028(2) 0.022(2) 0.0016(15) 0.0107(17) 0.0026(15) C3 0.018(2) 0.0139(19) 0.0225(19) 0.0000(14) 0.0119(17) -0.0011(14) C4 0.033(3) 0.014(3) 0.043(3) 0.000 0.028(3) 0.000 C5 0.024(3) 0.015(3) 0.025(3) 0.000 0.017(2) 0.000 C6 0.020(2) 0.0130(17) 0.024(2) -0.0004(14) 0.0118(17) -0.0016(15) C7 0.017(2) 0.0127(17) 0.0189(19) -0.0024(14) 0.0038(16) -0.0012(14) C8 0.026(3) 0.018(3) 0.030(3) 0.000 0.018(3) 0.000 C9 0.043(4) 0.008(3) 0.064(4) 0.000 0.040(3) 0.000 N1 0.022(2) 0.007(2) 0.034(3) 0.000 0.019(2) 0.000 N2 0.0231(18) 0.0106(15) 0.0328(19) 0.0008(12) 0.0167(16) 0.0015(12) N3 0.0219(18) 0.0150(16) 0.050(2) -0.0003(14) 0.0242(17) 0.0036(13) N4 0.014(2) 0.014(2) 0.021(2) 0.000 0.0109(19) 0.000 N6 0.0258(17) 0.0122(15) 0.0355(19) -0.0006(13) 0.0242(15) -0.0007(13) N7 0.0241(17) 0.0121(15) 0.0369(19) 0.0012(13) 0.0211(15) 0.0013(13) O1 0.0251(16) 0.0160(13) 0.0445(18) 0.0004(12) 0.0251(14) 0.0014(12) O2 0.0252(15) 0.0185(14) 0.0497(18) 0.0103(13) 0.0268(14) 0.0057(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 O2 2.302(3) . ? Ag1 O2 2.302(3) 2_756 y Ag1 N1 2.335(4) . y Ag1 Ag2 2.9097(10) . y Ag2 O1 2.223(3) 2_756 ? Ag2 O1 2.223(3) . ? Ag2 N4 2.490(4) . ? C1 O2 1.234(4) . ? C1 O1 1.266(4) . ? C1 C2 1.511(5) . ? C2 C3 1.524(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C3 1.521(8) 2_656 ? C3 H3C 0.9900 . ? C3 H3D 0.9900 . ? C4 C5 1.492(7) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N2 1.326(4) . ? C5 N2 1.326(4) 2_756 ? C6 N3 1.326(5) . ? C6 N1 1.340(4) . ? C6 N2 1.361(4) . ? C7 N6 1.334(5) . ? C7 N4 1.344(4) . ? C7 N7 1.354(4) . ? C8 N7 1.322(4) 2_756 ? C8 N7 1.322(4) . ? C8 C9 1.494(8) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? N1 C6 1.340(4) 2_756 ? N3 H3A 0.8800 . ? N3 H3B 0.8800 . ? N4 C7 1.344(4) 2_756 ? N6 H6A 0.8800 . ? N6 H6B 0.8800 . ? 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 O2 Ag1 O2 155.02(13) . 2_756 y O2 Ag1 N1 102.49(7) . . y O2 Ag1 N1 102.49(7) 2_756 . ? O2 Ag1 Ag2 77.51(7) . . y O2 Ag1 Ag2 77.51(7) 2_756 . ? N1 Ag1 Ag2 180.0 . . ? O1 Ag2 O1 164.09(14) 2_756 . y O1 Ag2 N4 97.96(7) 2_756 . ? O1 Ag2 N4 97.96(7) . . y O1 Ag2 Ag1 82.04(7) 2_756 . ? O1 Ag2 Ag1 82.04(7) . . ? N4 Ag2 Ag1 180.0 . . ? O2 C1 O1 124.5(3) . . ? O2 C1 C2 118.8(3) . . ? O1 C1 C2 116.7(3) . . ? C1 C2 C3 113.2(3) . . ? C1 C2 H2A 108.9 . . ? C3 C2 H2A 108.9 . . ? C1 C2 H2B 108.9 . . ? C3 C2 H2B 108.9 . . ? H2A C2 H2B 107.8 . . ? C3 C3 C2 111.8(4) 2_656 . ? C3 C3 H3C 109.3 2_656 . ? C2 C3 H3C 109.3 . . ? C3 C3 H3D 109.3 2_656 . ? C2 C3 H3D 109.3 . . ? H3C C3 H3D 107.9 . . ? C5 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C5 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 N2 127.2(5) . 2_756 ? N2 C5 C4 116.4(2) . . ? N2 C5 C4 116.4(2) 2_756 . ? N3 C6 N1 119.5(3) . . ? N3 C6 N2 116.4(3) . . ? N1 C6 N2 124.0(3) . . ? N6 C7 N4 119.8(3) . . ? N6 C7 N7 116.3(3) . . ? N4 C7 N7 123.9(4) . . ? N7 C8 N7 126.9(5) 2_756 . ? N7 C8 C9 116.5(3) 2_756 . ? N7 C8 C9 116.5(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 N1 C6 116.1(4) 2_756 . ? C6 N1 Ag1 121.9(2) 2_756 . ? C6 N1 Ag1 121.9(2) . . ? C5 N2 C6 114.3(3) . . ? C6 N3 H3A 120.0 . . ? C6 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C7 N4 C7 115.8(4) 2_756 . ? C7 N4 Ag2 122.1(2) 2_756 . ? C7 N4 Ag2 122.1(2) . . ? C7 N6 H6A 120.0 . . ? C7 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C8 N7 C7 114.5(4) . . ? C1 O1 Ag2 123.4(2) . . ? C1 O2 Ag1 123.4(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3A O2 0.88 2.03 2.910(4) 176.2 . N3 H3B N7 0.88 2.07 2.949(4) 176.2 3_455 N6 H6A O1 0.88 2.02 2.890(4) 171.5 2_756 N6 H6B N2 0.88 2.28 3.047(4) 146.2 3_545 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.420 _refine_diff_density_min -0.465 _refine_diff_density_rms 0.168 data_p5 _database_code_depnum_ccdc_archive 'CCDC 827915' #TrackingRef 'p1-5-r1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H9 Ag N5 O2 ' _chemical_formula_sum 'C8 H9 Ag N5 O2' _chemical_formula_weight 315.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 10.551(7) _cell_length_b 8.536(6) _cell_length_c 12.311(8) _cell_angle_alpha 90.00 _cell_angle_beta 115.375(3) _cell_angle_gamma 90.00 _cell_volume 1001.8(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1507 _cell_measurement_theta_min 6.005 _cell_measurement_theta_max 52.488 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.089 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 620 _exptl_absorpt_coefficient_mu 2.005 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7530 _exptl_absorpt_correction_T_max 0.8096 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 4031 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_sigmaI/netI 0.0657 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1743 _reflns_number_gt 1321 _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^)+(0.0510P)^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 1743 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1028 _refine_ls_wR_factor_gt 0.0989 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _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 1.06682(4) 0.68809(6) 0.62016(4) 0.0509(2) Uani 1 1 d . . . C1 C 1.2779(5) 0.5698(6) 0.8861(4) 0.0387(12) Uani 1 1 d . . . C2 C 1.2567(5) 0.5903(7) 1.0572(5) 0.0423(13) Uani 1 1 d . . . C3 C 1.3134(6) 0.5591(9) 1.1868(5) 0.0661(19) Uani 1 1 d . . . H3A H 1.3467 0.4507 1.2028 0.099 Uiso 1 1 calc R . . H3B H 1.2396 0.5752 1.2141 0.099 Uiso 1 1 calc R . . H3C H 1.3915 0.6307 1.2301 0.099 Uiso 1 1 calc R . . C4 C 1.0816(5) 0.8203(6) 0.3849(5) 0.0377(12) Uani 1 1 d . . . C5 C 0.7582(5) 0.6040(7) 0.4964(5) 0.0408(13) Uani 1 1 d . . . C6 C 0.5612(5) 0.4154(7) 0.4422(5) 0.0461(14) Uani 1 1 d . . . H6A H 0.6036 0.3548 0.4020 0.055 Uiso 1 1 calc R . . C7 C 0.6230(5) 0.5524(6) 0.4964(4) 0.0364(12) Uani 1 1 d . . . C8 C 0.5613(6) 0.6374(7) 0.5556(5) 0.0481(14) Uani 1 1 d . . . H8A H 0.6030 0.7324 0.5950 0.058 Uiso 1 1 calc R . . N1 N 1.1491(4) 0.6321(5) 0.8198(3) 0.0334(10) Uani 1 1 d . . . N2 N 1.3343(4) 0.5455(6) 1.0034(4) 0.0429(11) Uani 1 1 d . . . N3 N 1.3553(4) 0.5316(6) 0.8296(4) 0.0520(13) Uani 1 1 d . . . H3D H 1.4398 0.4923 0.8701 0.062 Uiso 1 1 calc R . . H3E H 1.3225 0.5455 0.7514 0.062 Uiso 1 1 calc R . . N4 N 1.1341(4) 0.8345(5) 0.5050(4) 0.0380(11) Uani 1 1 d . . . N5 N 0.9575(4) 0.7512(6) 0.3280(4) 0.0516(12) Uani 1 1 d . . . H5A H 0.9217 0.7376 0.2496 0.062 Uiso 1 1 calc R . . H5B H 0.9113 0.7189 0.3687 0.062 Uiso 1 1 calc R . . O1 O 0.8297(4) 0.7010(6) 0.5755(4) 0.0656(13) Uani 1 1 d . . . O2 O 0.7936(4) 0.5540(5) 0.4206(4) 0.0568(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0324(3) 0.0944(5) 0.0294(3) 0.0049(2) 0.0165(2) -0.0050(2) C1 0.029(3) 0.059(4) 0.029(3) -0.006(3) 0.014(2) 0.001(2) C2 0.037(3) 0.059(4) 0.028(3) -0.005(3) 0.011(2) 0.007(3) C3 0.053(4) 0.114(6) 0.033(3) 0.014(4) 0.020(3) 0.029(4) C4 0.028(3) 0.059(3) 0.027(3) 0.001(3) 0.013(2) 0.001(2) C5 0.027(3) 0.065(4) 0.024(3) 0.007(3) 0.005(2) 0.003(3) C6 0.041(3) 0.059(4) 0.049(3) -0.008(3) 0.029(3) 0.001(3) C7 0.024(2) 0.062(4) 0.022(3) 0.003(3) 0.009(2) 0.005(2) C8 0.042(3) 0.062(4) 0.044(4) -0.009(3) 0.022(3) -0.013(3) N1 0.026(2) 0.052(3) 0.022(2) -0.0008(19) 0.0108(18) 0.0051(18) N2 0.030(2) 0.071(3) 0.026(2) 0.002(2) 0.0098(19) 0.011(2) N3 0.030(2) 0.094(4) 0.031(3) -0.007(3) 0.012(2) 0.017(2) N4 0.032(2) 0.060(3) 0.024(2) -0.001(2) 0.0145(19) -0.0092(19) N5 0.037(3) 0.100(4) 0.022(2) -0.006(2) 0.017(2) -0.022(2) O1 0.030(2) 0.127(4) 0.038(3) -0.016(3) 0.0137(19) -0.013(2) O2 0.045(2) 0.089(3) 0.050(2) -0.014(2) 0.033(2) -0.011(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 N4 2.222(4) . y Ag1 N1 2.279(4) . y Ag1 O1 2.322(4) . y Ag1 O2 2.706(4) 3_766 y C1 N3 1.321(6) . ? C1 N2 1.321(6) . ? C1 N1 1.358(6) . ? C2 N2 1.311(6) . ? C2 N4 1.336(6) 4_576 ? C2 C3 1.469(7) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 N5 1.329(6) . ? C4 N1 1.343(6) 4_575 ? C4 N4 1.343(7) . ? C5 O2 1.221(6) . ? C5 O1 1.255(6) . ? C5 C7 1.493(7) . ? C6 C7 1.366(7) . ? C6 C8 1.380(7) 3_666 ? C6 H6A 0.9500 . ? C7 C8 1.374(7) . ? C8 C6 1.380(7) 3_666 ? C8 H8A 0.9500 . ? N1 C4 1.343(6) 4_576 ? N3 H3D 0.8800 . ? N3 H3E 0.8800 . ? N4 C2 1.336(6) 4_575 ? N5 H5A 0.8800 . ? N5 H5B 0.8800 . ? 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 N4 Ag1 N1 136.69(15) . . y N4 Ag1 O1 115.36(16) . . y N1 Ag1 O1 98.00(14) . . y N4 Ag1 O2 87.89(14) . 3_766 y N1 Ag1 O2 93.08(14) . 3_766 y O1 Ag1 O2 127.51(14) . 3_766 y N3 C1 N2 116.5(4) . . ? N3 C1 N1 117.8(5) . . ? N2 C1 N1 125.7(4) . . ? N2 C2 N4 125.6(5) . 4_576 ? N2 C2 C3 116.4(5) . . ? N4 C2 C3 118.0(4) 4_576 . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N5 C4 N1 118.3(5) . 4_575 ? N5 C4 N4 117.9(4) . . ? N1 C4 N4 123.7(4) 4_575 . ? O2 C5 O1 123.0(5) . . ? O2 C5 C7 120.1(5) . . ? O1 C5 C7 116.9(5) . . ? C7 C6 C8 121.7(5) . 3_666 ? C7 C6 H6A 119.2 . . ? C8 C6 H6A 119.2 3_666 . ? C6 C7 C8 118.4(5) . . ? C6 C7 C5 120.6(5) . . ? C8 C7 C5 120.9(5) . . ? C7 C8 C6 119.9(5) . 3_666 ? C7 C8 H8A 120.0 . . ? C6 C8 H8A 120.0 3_666 . ? C4 N1 C1 114.2(4) 4_576 . ? C4 N1 Ag1 121.7(3) 4_576 . ? C1 N1 Ag1 123.4(3) . . ? C2 N2 C1 114.8(4) . . ? C1 N3 H3D 120.0 . . ? C1 N3 H3E 120.0 . . ? H3D N3 H3E 120.0 . . ? C2 N4 C4 115.5(4) 4_575 . ? C2 N4 Ag1 118.1(3) 4_575 . ? C4 N4 Ag1 123.9(3) . . ? C4 N5 H5A 120.0 . . ? C4 N5 H5B 120.0 . . ? H5A N5 H5B 120.0 . . ? C5 O1 Ag1 112.4(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3D N2 0.88 2.24 3.101(6) 164.8 3_867 N3 H3E O2 0.88 2.12 2.888(6) 145.8 3_766 N5 H5B O2 0.88 2.15 2.969(6) 155.1 . N5 H5A O1 0.88 2.01 2.838(6) 157.0 4_575 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.810 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.121