# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name _publ_author_address 'Di Sun' ; Department of chemistry, Xiamen University, Xiamen 361005, People's Republic of China ; 'Fu-Jing Liu' ; Department of chemistry, Xiamen University, Xiamen 361005, People's Republic of China ; 'Hong-Jun Hao' ; 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 ; 'Na Zhang' ; 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_contact_author_name 'Prof. Rong-Bin Huang' _publ_contact_author_email rbhuang@xmu.edu.cn _publ_contact_author_address ; 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_section_title ; A novel arenedisulfonate-templated 1D silver ladder constructed from 4-aminobenzonitrile ligand ; _publ_section_exptl_refinement ; All H atoms were placed geometrically with C---H = 0.93 (aromatic), 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 atom. ; # Attachment '- p1-5.cif' #TrackingRef '- p1-5.cif' _audit_update_record ; 2010-01-10 # Formatted by publCIF ; #==================================================================== #==================================================================== data_p1 _database_code_depnum_ccdc_archive 'CCDC 823092' #TrackingRef '- p1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H12 Ag N4, 0.5(C10 H6 O6 S2)' _chemical_formula_sum 'C19 H15 Ag N4 O3 S' _chemical_formula_weight 487.29 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.768(2) _cell_length_b 10.475(2) _cell_length_c 10.640(2) _cell_angle_alpha 74.74(3) _cell_angle_beta 80.82(3) _cell_angle_gamma 69.50(3) _cell_volume 981.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8618 _cell_measurement_theta_min 6.20 _cell_measurement_theta_max 55.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.650 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 1.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8927 _exptl_absorpt_correction_T_max 0.8927 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8509 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3835 _reflns_number_gt 3512 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0293P)^2^+0.5731P] 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 3835 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0287 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0640 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.318451(19) 0.115215(17) 0.288741(18) 0.03183(8) Uani 1 1 d . . . N1 N 0.3114(2) 0.2166(2) 0.0739(2) 0.0373(5) Uani 1 1 d . . . N2 N -0.05962(19) 0.78660(19) -0.35895(18) 0.0255(4) Uani 1 1 d . . . H2A H -0.0532 0.7631 -0.4376 0.031 Uiso 1 1 calc R . . H2C H -0.0157 0.8542 -0.3721 0.031 Uiso 1 1 calc R . . N3 N 0.3732(2) -0.6929(2) 0.3309(2) 0.0404(5) Uani 1 1 d . . . N4 N 0.42590(19) -0.09502(17) 0.41947(18) 0.0223(4) Uani 1 1 d . . . H4A H 0.5242 -0.1065 0.4154 0.027 Uiso 1 1 calc R . . H4C H 0.3891 -0.0896 0.5038 0.027 Uiso 1 1 calc R . . C14 C 0.5287(2) -0.3046(2) 0.3320(2) 0.0251(5) Uani 1 1 d . . . H14A H 0.6144 -0.2795 0.2998 0.030 Uiso 1 1 calc R . . C4 C 0.0882(2) 0.6829(2) -0.1717(2) 0.0259(5) Uani 1 1 d . . . H4B H 0.0846 0.7733 -0.1669 0.031 Uiso 1 1 calc R . . C15 C 0.5181(2) -0.4259(2) 0.3124(2) 0.0271(5) Uani 1 1 d . . . H15A H 0.5967 -0.4847 0.2677 0.033 Uiso 1 1 calc R . . C16 C 0.3914(2) -0.4617(2) 0.3587(2) 0.0236(4) Uani 1 1 d . . . C11 C 0.2766(2) -0.3752(2) 0.4233(2) 0.0273(5) Uani 1 1 d . . . H11A H 0.1899 -0.3991 0.4540 0.033 Uiso 1 1 calc R . . C2 C 0.0218(2) 0.5347(2) -0.2739(2) 0.0257(5) Uani 1 1 d . . . H2B H -0.0265 0.5235 -0.3391 0.031 Uiso 1 1 calc R . . C3 C 0.0174(2) 0.6686(2) -0.2699(2) 0.0217(4) Uani 1 1 d . . . C13 C 0.4145(2) -0.2188(2) 0.3986(2) 0.0191(4) Uani 1 1 d . . . C6 C 0.1673(2) 0.4341(2) -0.0887(2) 0.0237(4) Uani 1 1 d . . . C5 C 0.1623(2) 0.5680(2) -0.0830(2) 0.0258(5) Uani 1 1 d . . . H5A H 0.2103 0.5789 -0.0175 0.031 Uiso 1 1 calc R . . C12 C 0.2879(2) -0.2542(2) 0.4433(2) 0.0250(5) Uani 1 1 d . . . H12A H 0.2090 -0.1951 0.4876 0.030 Uiso 1 1 calc R . . C17 C 0.3814(3) -0.5903(2) 0.3422(2) 0.0296(5) Uani 1 1 d . . . C7 C 0.2463(3) 0.3134(2) 0.0025(2) 0.0285(5) Uani 1 1 d . . . C1 C 0.0953(2) 0.4190(2) -0.1842(2) 0.0257(5) Uani 1 1 d . . . H1B H 0.0970 0.3287 -0.1874 0.031 Uiso 1 1 calc R . . S1 S 0.15257(6) 0.06667(5) -0.31670(5) 0.02103(12) Uani 1 1 d . . . O1 O 0.30908(18) 0.0273(2) -0.35445(16) 0.0370(4) Uani 1 1 d . . . O2 O 0.08183(18) -0.00905(17) -0.36659(15) 0.0297(4) Uani 1 1 d . . . O3 O 0.0795(2) 0.21642(16) -0.34970(15) 0.0323(4) Uani 1 1 d . . . C21 C 0.2641(2) -0.1047(3) 0.0550(2) 0.0351(6) Uani 1 1 d . . . H21A H 0.3535 -0.1481 0.0964 0.042 Uiso 1 1 calc R . . C22 C 0.2672(2) -0.0536(3) -0.0816(2) 0.0306(5) Uani 1 1 d . . . H22A H 0.3586 -0.0639 -0.1315 0.037 Uiso 1 1 calc R . . C23 C 0.1400(2) 0.0104(2) -0.1425(2) 0.0204(4) Uani 1 1 d . . . C24 C 0.0008(2) 0.0269(2) -0.0693(2) 0.0188(4) Uani 1 1 d . . . C25 C -0.1342(2) 0.0927(2) -0.1285(2) 0.0272(5) Uani 1 1 d . . . H25A H -0.1341 0.1289 -0.2203 0.033 Uiso 1 1 calc R . . 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 0.03574(11) 0.02264(10) 0.03230(12) 0.00232(8) -0.00706(8) -0.00785(8) N1 0.0458(12) 0.0326(11) 0.0273(11) -0.0029(10) -0.0036(9) -0.0076(10) N2 0.0277(9) 0.0268(10) 0.0224(10) -0.0023(8) -0.0013(7) -0.0121(8) N3 0.0495(13) 0.0291(11) 0.0492(14) -0.0110(10) -0.0117(11) -0.0156(10) N4 0.0260(9) 0.0199(9) 0.0213(9) -0.0054(7) -0.0032(7) -0.0068(7) C14 0.0240(10) 0.0246(11) 0.0262(12) -0.0055(9) 0.0038(9) -0.0099(9) C4 0.0316(11) 0.0234(11) 0.0254(12) -0.0063(9) -0.0010(9) -0.0121(9) C15 0.0288(11) 0.0246(11) 0.0261(12) -0.0101(10) 0.0046(9) -0.0063(9) C16 0.0299(11) 0.0198(10) 0.0218(11) -0.0027(9) -0.0060(9) -0.0086(9) C11 0.0252(10) 0.0263(11) 0.0296(13) -0.0030(10) 0.0000(9) -0.0107(9) C2 0.0294(11) 0.0293(12) 0.0223(11) -0.0086(9) -0.0014(9) -0.0123(9) C3 0.0199(9) 0.0259(11) 0.0190(11) -0.0039(9) 0.0038(8) -0.0101(9) C13 0.0238(10) 0.0171(10) 0.0143(10) -0.0002(8) -0.0046(8) -0.0050(8) C6 0.0257(10) 0.0242(11) 0.0172(11) -0.0035(9) 0.0043(8) -0.0064(9) C5 0.0294(11) 0.0294(12) 0.0217(11) -0.0070(9) -0.0026(9) -0.0119(9) C12 0.0241(10) 0.0235(11) 0.0264(12) -0.0078(9) 0.0023(9) -0.0065(9) C17 0.0343(12) 0.0268(12) 0.0288(13) -0.0054(10) -0.0070(10) -0.0100(10) C7 0.0327(12) 0.0300(12) 0.0220(12) -0.0082(10) 0.0048(10) -0.0103(10) C1 0.0310(11) 0.0238(11) 0.0240(12) -0.0090(9) 0.0040(9) -0.0109(9) S1 0.0278(3) 0.0258(3) 0.0132(2) -0.0057(2) 0.0021(2) -0.0137(2) O1 0.0308(8) 0.0595(12) 0.0223(9) -0.0104(8) 0.0072(7) -0.0193(8) O2 0.0464(9) 0.0341(9) 0.0186(8) -0.0083(7) -0.0016(7) -0.0238(8) O3 0.0551(10) 0.0250(8) 0.0183(8) -0.0039(7) -0.0021(7) -0.0157(8) C21 0.0220(11) 0.0534(16) 0.0222(12) -0.0028(11) -0.0071(9) -0.0046(11) C22 0.0226(10) 0.0454(14) 0.0211(12) -0.0068(11) 0.0031(9) -0.0102(10) C23 0.0263(10) 0.0226(10) 0.0137(10) -0.0045(8) -0.0001(8) -0.0098(9) C24 0.0229(10) 0.0198(10) 0.0147(10) -0.0051(8) -0.0006(8) -0.0078(8) C25 0.0277(11) 0.0346(12) 0.0156(11) -0.0006(9) -0.0049(8) -0.0077(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 2.253(2) . ? Ag1 N4 2.263(2) . ? Ag1 N3 2.415(2) 1_565 ? Ag1 N2 2.447(2) 2_565 ? N1 C7 1.143(3) . ? N2 C3 1.397(3) . ? N2 Ag1 2.447(2) 2_565 ? N2 H2A 0.9200 . ? N2 H2C 0.9200 . ? N3 C17 1.143(3) . ? N3 Ag1 2.415(2) 1_545 ? N4 C13 1.416(3) . ? N4 H4A 0.9200 . ? N4 H4C 0.9200 . ? C14 C15 1.381(3) . ? C14 C13 1.391(3) . ? C14 H14A 0.9500 . ? C4 C5 1.369(3) . ? C4 C3 1.406(3) . ? C4 H4B 0.9500 . ? C15 C16 1.396(3) . ? C15 H15A 0.9500 . ? C16 C11 1.387(3) . ? C16 C17 1.441(3) . ? C11 C12 1.382(3) . ? C11 H11A 0.9500 . ? C2 C1 1.377(3) . ? C2 C3 1.400(3) . ? C2 H2B 0.9500 . ? C13 C12 1.390(3) . ? C6 C1 1.393(3) . ? C6 C5 1.403(3) . ? C6 C7 1.430(3) . ? C5 H5A 0.9500 . ? C12 H12A 0.9500 . ? C1 H1B 0.9500 . ? S1 O3 1.4489(18) . ? S1 O2 1.4528(15) . ? S1 O1 1.4555(17) . ? S1 C23 1.789(2) . ? C21 C25 1.364(3) 2 ? C21 C22 1.410(3) . ? C21 H21A 0.9500 . ? C22 C23 1.363(3) . ? C22 H22A 0.9500 . ? C23 C24 1.433(3) . ? C24 C25 1.418(3) . ? C24 C24 1.433(4) 2 ? C25 C21 1.364(3) 2 ? C25 H25A 0.9500 . ? 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 N4 138.70(8) . . ? N1 Ag1 N3 90.64(8) . 1_565 ? N4 Ag1 N3 114.26(7) . 1_565 ? N1 Ag1 N2 99.42(8) . 2_565 ? N4 Ag1 N2 111.66(7) . 2_565 ? N3 Ag1 N2 91.34(8) 1_565 2_565 ? C7 N1 Ag1 141.45(19) . . ? C3 N2 Ag1 113.79(13) . 2_565 ? C3 N2 H2A 108.8 . . ? Ag1 N2 H2A 108.8 2_565 . ? C3 N2 H2C 108.8 . . ? Ag1 N2 H2C 108.8 2_565 . ? H2A N2 H2C 107.7 . . ? C17 N3 Ag1 170.2(2) . 1_545 ? C13 N4 Ag1 120.61(13) . . ? C13 N4 H4A 107.2 . . ? Ag1 N4 H4A 107.2 . . ? C13 N4 H4C 107.2 . . ? Ag1 N4 H4C 107.2 . . ? H4A N4 H4C 106.8 . . ? C15 C14 C13 120.3(2) . . ? C15 C14 H14A 119.8 . . ? C13 C14 H14A 119.8 . . ? C5 C4 C3 120.8(2) . . ? C5 C4 H4B 119.6 . . ? C3 C4 H4B 119.6 . . ? C14 C15 C16 119.7(2) . . ? C14 C15 H15A 120.1 . . ? C16 C15 H15A 120.1 . . ? C11 C16 C15 119.9(2) . . ? C11 C16 C17 120.0(2) . . ? C15 C16 C17 120.0(2) . . ? C12 C11 C16 120.2(2) . . ? C12 C11 H11A 119.9 . . ? C16 C11 H11A 119.9 . . ? C1 C2 C3 120.6(2) . . ? C1 C2 H2B 119.7 . . ? C3 C2 H2B 119.7 . . ? N2 C3 C2 120.9(2) . . ? N2 C3 C4 120.36(19) . . ? C2 C3 C4 118.7(2) . . ? C12 C13 C14 119.69(19) . . ? C12 C13 N4 120.01(19) . . ? C14 C13 N4 120.29(18) . . ? C1 C6 C5 119.7(2) . . ? C1 C6 C7 120.0(2) . . ? C5 C6 C7 120.3(2) . . ? C4 C5 C6 120.0(2) . . ? C4 C5 H5A 120.0 . . ? C6 C5 H5A 120.0 . . ? C11 C12 C13 120.1(2) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? N3 C17 C16 179.1(3) . . ? N1 C7 C6 178.9(2) . . ? C2 C1 C6 120.2(2) . . ? C2 C1 H1B 119.9 . . ? C6 C1 H1B 119.9 . . ? O3 S1 O2 112.12(10) . . ? O3 S1 O1 112.94(11) . . ? O2 S1 O1 111.79(11) . . ? O3 S1 C23 107.79(10) . . ? O2 S1 C23 106.87(10) . . ? O1 S1 C23 104.80(10) . . ? C25 C21 C22 120.8(2) 2 . ? C25 C21 H21A 119.6 2 . ? C22 C21 H21A 119.6 . . ? C23 C22 C21 120.4(2) . . ? C23 C22 H22A 119.8 . . ? C21 C22 H22A 119.8 . . ? C22 C23 C24 120.83(19) . . ? C22 C23 S1 117.96(16) . . ? C24 C23 S1 121.16(16) . . ? C25 C24 C24 119.1(2) . 2 ? C25 C24 C23 122.74(19) . . ? C24 C24 C23 118.2(2) 2 . ? C21 C25 C24 120.7(2) 2 . ? C21 C25 H25A 119.7 2 . ? C24 C25 H25A 119.7 . . ? 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 N2 H2A O3 0.92 2.26 3.146(3) 160.6 2_564 N2 H2C O2 0.92 2.00 2.905(2) 169.9 1_565 N4 H4A O1 0.92 2.02 2.853(2) 149.5 2_655 N4 H4C O1 0.92 2.08 2.907(3) 149.6 1_556 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.856 _refine_diff_density_min -0.679 _refine_diff_density_rms 0.072 data_p2 _database_code_depnum_ccdc_archive 'CCDC 823093' #TrackingRef '- p1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H12 Ag N4, N O3 ' _chemical_formula_sum 'C14 H12 Ag N5 O3' _chemical_formula_weight 406.16 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 'P 21/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 9.2284(18) _cell_length_b 9.4398(19) _cell_length_c 17.845(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.018(4) _cell_angle_gamma 90.00 _cell_volume 1553.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3454 _cell_measurement_theta_min 4.568 _cell_measurement_theta_max 56.511 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.737 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 1.319 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7783 _exptl_absorpt_correction_T_max 0.8794 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _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_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6204 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2616 _reflns_number_gt 2431 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0402P)^2^+2.1530P] 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 2616 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0929 _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_restrained_S_all 1.143 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_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 0.61359(3) 0.25718(3) 0.728854(16) 0.03576(14) Uani 1 1 d . . . C1 C 0.6208(4) 0.7064(4) 0.5204(2) 0.0267(8) Uani 1 1 d . . . H1A H 0.5962 0.7587 0.5636 0.032 Uiso 1 1 calc R . . C2 C 0.6111(4) 0.7691(4) 0.4500(2) 0.0282(9) Uani 1 1 d . . . H2C H 0.5791 0.8644 0.4451 0.034 Uiso 1 1 calc R . . C3 C 0.6478(4) 0.6933(4) 0.3866(2) 0.0250(8) Uani 1 1 d . . . C4 C 0.6881(4) 0.5519(4) 0.3937(2) 0.0280(8) Uani 1 1 d . . . H4C H 0.7091 0.4986 0.3503 0.034 Uiso 1 1 calc R . . C5 C 0.6979(4) 0.4886(4) 0.4630(2) 0.0262(8) Uani 1 1 d . . . H5A H 0.7258 0.3920 0.4674 0.031 Uiso 1 1 calc R . . C6 C 0.6667(4) 0.5666(4) 0.52713(19) 0.0254(8) Uani 1 1 d . . . C7 C 0.6768(4) 0.5009(4) 0.6000(2) 0.0274(8) Uani 1 1 d . . . C11 C 0.3255(4) 0.4047(4) 0.9846(2) 0.0297(9) Uani 1 1 d . . . H11A H 0.2799 0.4492 0.9423 0.036 Uiso 1 1 calc R . . C12 C 0.2770(4) 0.4299(4) 1.0558(2) 0.0304(9) Uani 1 1 d . . . H12A H 0.1968 0.4912 1.0623 0.037 Uiso 1 1 calc R . . C13 C 0.3450(4) 0.3661(4) 1.1181(2) 0.0285(8) Uani 1 1 d . . . C14 C 0.4582(5) 0.2718(4) 1.1076(2) 0.0351(10) Uani 1 1 d . . . H14A H 0.5027 0.2254 1.1497 0.042 Uiso 1 1 calc R . . C15 C 0.5060(5) 0.2453(4) 1.0370(2) 0.0348(10) Uani 1 1 d . . . H15A H 0.5832 0.1805 1.0302 0.042 Uiso 1 1 calc R . . C16 C 0.4411(4) 0.3137(4) 0.9758(2) 0.0266(8) Uani 1 1 d . . . C17 C 0.4991(4) 0.2920(4) 0.9035(2) 0.0304(9) Uani 1 1 d . . . N1 N 0.5507(4) 0.2737(4) 0.8470(2) 0.0403(9) Uani 1 1 d . . . N2 N 0.2962(4) 0.3924(3) 1.19074(17) 0.0343(8) Uani 1 1 d . . . H2A H 0.2632 0.4843 1.1927 0.041 Uiso 1 1 calc R . . H2B H 0.3738 0.3847 1.2243 0.041 Uiso 1 1 calc R . . N3 N 0.6871(4) 0.4482(3) 0.65730(19) 0.0354(8) Uani 1 1 d . . . N4 N 0.6346(4) 0.7575(3) 0.31603(19) 0.0308(8) Uani 1 1 d . . . H4A H 0.6937 0.7125 0.2831 0.037 Uiso 1 1 calc R . . H4B H 0.6627 0.8509 0.3195 0.037 Uiso 1 1 calc R . . N5 N 0.4310(4) 0.8622(4) 0.69135(18) 0.0357(8) Uani 1 1 d . . . O1 O 0.5231(4) 0.9325(4) 0.6596(2) 0.0608(10) Uani 1 1 d . . . O2 O 0.3132(4) 0.9220(3) 0.70590(19) 0.0537(9) Uani 1 1 d . . . O3 O 0.4481(5) 0.7363(3) 0.7079(2) 0.0572(10) 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 0.0364(2) 0.0494(2) 0.0221(2) 0.00365(13) 0.00972(14) 0.00571(14) C1 0.025(2) 0.0347(19) 0.021(2) -0.0053(15) 0.0070(16) -0.0033(16) C2 0.027(2) 0.0247(18) 0.033(2) -0.0035(15) 0.0016(18) 0.0008(15) C3 0.0208(19) 0.0304(18) 0.0238(19) 0.0004(16) 0.0012(15) -0.0059(15) C4 0.0227(19) 0.0335(19) 0.028(2) -0.0073(16) 0.0040(16) 0.0016(16) C5 0.0241(19) 0.0258(17) 0.029(2) -0.0013(15) 0.0002(16) 0.0025(15) C6 0.0214(19) 0.0324(19) 0.0223(19) 0.0029(15) 0.0023(15) -0.0043(15) C7 0.024(2) 0.0313(19) 0.027(2) 0.0006(16) 0.0041(16) -0.0022(16) C11 0.036(2) 0.0327(19) 0.0206(19) 0.0058(15) 0.0049(17) 0.0037(17) C12 0.036(2) 0.0291(19) 0.027(2) 0.0004(16) 0.0133(17) 0.0022(17) C13 0.032(2) 0.0321(19) 0.0222(19) -0.0029(16) 0.0100(16) -0.0121(17) C14 0.027(2) 0.053(3) 0.025(2) 0.0050(18) 0.0026(18) 0.0021(18) C15 0.022(2) 0.055(3) 0.028(2) 0.0008(18) 0.0054(18) 0.0042(18) C16 0.026(2) 0.0345(19) 0.0198(19) -0.0026(16) 0.0076(16) -0.0055(16) C17 0.030(2) 0.039(2) 0.023(2) -0.0004(17) 0.0033(18) -0.0023(17) N1 0.043(2) 0.056(2) 0.0221(19) -0.0010(16) 0.0116(17) 0.0048(17) N2 0.041(2) 0.0384(18) 0.0242(17) -0.0046(14) 0.0114(15) -0.0092(16) N3 0.041(2) 0.0339(17) 0.032(2) 0.0030(15) 0.0042(16) -0.0027(16) N4 0.0306(19) 0.0357(17) 0.0263(18) 0.0001(13) 0.0018(15) -0.0006(14) N5 0.044(2) 0.040(2) 0.0231(17) -0.0039(15) 0.0030(16) -0.0046(18) O1 0.064(2) 0.057(2) 0.065(2) -0.0080(17) 0.044(2) -0.0196(18) O2 0.046(2) 0.0549(19) 0.062(2) 0.0004(16) 0.0190(17) 0.0055(16) O3 0.081(3) 0.0365(18) 0.053(2) 0.0062(14) -0.007(2) 0.0026(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 N1 2.211(4) . ? Ag1 N2 2.319(3) 4_665 ? Ag1 N3 2.325(3) . ? Ag1 N4 2.404(3) 3_666 ? C1 C6 1.390(5) . ? C1 C2 1.389(5) . ? C1 H1A 0.9500 . ? C2 C3 1.390(5) . ? C2 H2C 0.9500 . ? C3 C4 1.390(5) . ? C3 N4 1.400(5) . ? C4 C5 1.374(5) . ? C4 H4C 0.9500 . ? C5 C6 1.399(5) . ? C5 H5A 0.9500 . ? C6 C7 1.441(5) . ? C7 N3 1.138(5) . ? C11 C12 1.382(5) . ? C11 C16 1.383(5) . ? C11 H11A 0.9500 . ? C12 C13 1.394(5) . ? C12 H12A 0.9500 . ? C13 C14 1.390(6) . ? C13 N2 1.409(4) . ? C14 C15 1.373(6) . ? C14 H14A 0.9500 . ? C15 C16 1.386(5) . ? C15 H15A 0.9500 . ? C16 C17 1.429(5) . ? C17 N1 1.145(5) . ? N2 Ag1 2.319(3) 4_566 ? N2 H2A 0.9200 . ? N2 H2B 0.9200 . ? N4 Ag1 2.404(3) 3_666 ? N4 H4A 0.9200 . ? N4 H4B 0.9200 . ? N5 O1 1.232(4) . ? N5 O3 1.234(4) . ? N5 O2 1.260(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 N2 122.71(12) . 4_665 ? N1 Ag1 N3 124.07(13) . . ? N2 Ag1 N3 94.72(12) 4_665 . ? N1 Ag1 N4 92.45(13) . 3_666 ? N2 Ag1 N4 124.11(12) 4_665 3_666 ? N3 Ag1 N4 98.91(11) . 3_666 ? C6 C1 C2 119.5(3) . . ? C6 C1 H1A 120.3 . . ? C2 C1 H1A 120.3 . . ? C1 C2 C3 120.4(3) . . ? C1 C2 H2C 119.8 . . ? C3 C2 H2C 119.8 . . ? C4 C3 C2 119.5(3) . . ? C4 C3 N4 120.8(3) . . ? C2 C3 N4 119.5(3) . . ? C5 C4 C3 120.6(3) . . ? C5 C4 H4C 119.7 . . ? C3 C4 H4C 119.7 . . ? C4 C5 C6 119.9(3) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C1 C6 C5 120.0(3) . . ? C1 C6 C7 119.8(3) . . ? C5 C6 C7 120.2(3) . . ? N3 C7 C6 178.9(4) . . ? C12 C11 C16 119.1(3) . . ? C12 C11 H11A 120.4 . . ? C16 C11 H11A 120.4 . . ? C11 C12 C13 120.5(4) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C14 C13 C12 119.2(3) . . ? C14 C13 N2 120.2(4) . . ? C12 C13 N2 120.6(4) . . ? C15 C14 C13 120.5(4) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C14 C15 C16 119.6(4) . . ? C14 C15 H15A 120.2 . . ? C16 C15 H15A 120.2 . . ? C11 C16 C15 120.9(3) . . ? C11 C16 C17 120.4(3) . . ? C15 C16 C17 118.7(4) . . ? N1 C17 C16 177.3(4) . . ? C17 N1 Ag1 169.4(3) . . ? C13 N2 Ag1 114.9(2) . 4_566 ? C13 N2 H2A 108.5 . . ? Ag1 N2 H2A 108.5 4_566 . ? C13 N2 H2B 108.5 . . ? Ag1 N2 H2B 108.5 4_566 . ? H2A N2 H2B 107.5 . . ? C7 N3 Ag1 144.7(3) . . ? C3 N4 Ag1 109.1(2) . 3_666 ? C3 N4 H4A 109.9 . . ? Ag1 N4 H4A 109.9 3_666 . ? C3 N4 H4B 109.9 . . ? Ag1 N4 H4B 109.9 3_666 . ? H4A N4 H4B 108.3 . . ? O1 N5 O3 123.0(4) . . ? O1 N5 O2 117.8(4) . . ? O3 N5 O2 119.1(4) . . ? 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 N2 H2A O1 0.92 2.41 3.048(5) 127.0 4_576 N2 H2B O3 0.92 2.31 3.165(5) 154.7 3_667 N4 H4A O2 0.92 2.20 3.111(5) 171.5 4_675 N4 H4B O2 0.92 2.20 3.090(4) 161.5 3_676 _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.689 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.079 data_p3 _database_code_depnum_ccdc_archive 'CCDC 823094' #TrackingRef '- p1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H12 Ag N4, Cl O4 ' _chemical_formula_sum 'C14 H12 Ag Cl N4 O4' _chemical_formula_weight 443.60 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' Cl Cl 0.1484 0.1585 '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 monoclinic _symmetry_space_group_name_H-M 'P 21/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 9.1859(15) _cell_length_b 9.6910(16) _cell_length_c 20.348(3) _cell_angle_alpha 90.00 _cell_angle_beta 115.309(6) _cell_angle_gamma 90.00 _cell_volume 1637.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5723 _cell_measurement_theta_min 4.750 _cell_measurement_theta_max 57.009 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.799 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.420 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7643 _exptl_absorpt_correction_T_max 0.8710 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _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_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7992 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0270 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2865 _reflns_number_gt 2747 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0292P)^2^+2.0180P] 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 2865 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0779 _refine_ls_wR_factor_gt 0.0769 _refine_ls_goodness_of_fit_ref 1.159 _refine_ls_restrained_S_all 1.159 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_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 0.82708(3) 0.72927(3) 0.730334(13) 0.03318(11) Uani 1 1 d . . . N1 N 0.8339(4) 0.5451(3) 0.65840(16) 0.0349(7) Uani 1 1 d . . . N2 N 0.4632(3) 0.2523(3) 0.32687(15) 0.0285(6) Uani 1 1 d . . . H2A H 0.4897 0.1602 0.3314 0.034 Uiso 1 1 calc R . . H2B H 0.5019 0.2908 0.2962 0.034 Uiso 1 1 calc R . . N4 N 0.9753(3) 0.6180(3) 1.19164(14) 0.0298(6) Uani 1 1 d . . . H4A H 1.0828 0.6270 1.2225 0.036 Uiso 1 1 calc R . . H4B H 0.9454 0.5291 1.1960 0.036 Uiso 1 1 calc R . . N3 N 0.8794(4) 0.7106(3) 0.84667(16) 0.0378(7) Uani 1 1 d . . . C2 C 1.0508(4) 0.7322(4) 1.10452(18) 0.0298(8) Uani 1 1 d . . . H2C H 1.1304 0.7835 1.1429 0.036 Uiso 1 1 calc R . . C7 C 0.8935(4) 0.6977(3) 0.90476(18) 0.0287(7) Uani 1 1 d . . . C17 C 0.7732(4) 0.4973(3) 0.60210(18) 0.0283(7) Uani 1 1 d . . . C1 C 1.0304(4) 0.7525(4) 1.03429(19) 0.0302(8) Uani 1 1 d . . . H1B H 1.0968 0.8164 1.0243 0.036 Uiso 1 1 calc R . . C16 C 0.6958(4) 0.4356(3) 0.53132(17) 0.0243(7) Uani 1 1 d . . . C5 C 0.8157(4) 0.5865(3) 0.99266(17) 0.0280(7) Uani 1 1 d . . . H5A H 0.7348 0.5366 0.9541 0.034 Uiso 1 1 calc R . . C4 C 0.8362(4) 0.5663(3) 1.06309(17) 0.0277(7) Uani 1 1 d . . . H4C H 0.7683 0.5036 1.0729 0.033 Uiso 1 1 calc R . . C14 C 0.5649(4) 0.2410(3) 0.45756(18) 0.0269(7) Uani 1 1 d . . . H14A H 0.5261 0.1490 0.4534 0.032 Uiso 1 1 calc R . . C13 C 0.5435(4) 0.3140(3) 0.39537(17) 0.0244(7) Uani 1 1 d . . . C6 C 0.9127(4) 0.6794(3) 0.97783(16) 0.0243(7) Uani 1 1 d . . . C15 C 0.6414(4) 0.3004(3) 0.52505(17) 0.0271(7) Uani 1 1 d . . . H15A H 0.6572 0.2491 0.5674 0.033 Uiso 1 1 calc R . . C11 C 0.6697(4) 0.5105(3) 0.46910(17) 0.0265(7) Uani 1 1 d . . . H11A H 0.7036 0.6040 0.4730 0.032 Uiso 1 1 calc R . . C3 C 0.9563(4) 0.6376(3) 1.12003(17) 0.0249(7) Uani 1 1 d . . . C12 C 0.5951(4) 0.4499(3) 0.40195(18) 0.0265(7) Uani 1 1 d . . . H12A H 0.5788 0.5013 0.3596 0.032 Uiso 1 1 calc R . . Cl1 Cl 0.35496(10) 0.62813(8) 0.80328(4) 0.0307(2) Uani 1 1 d . . . O4 O 0.4292(6) 0.7536(3) 0.8007(3) 0.0863(13) Uani 1 1 d . . . O1 O 0.3426(5) 0.5419(3) 0.74507(16) 0.0721(11) Uani 1 1 d . . . O2 O 0.1978(3) 0.6580(3) 0.79802(16) 0.0543(8) Uani 1 1 d . . . O3 O 0.4398(3) 0.5582(3) 0.86995(14) 0.0488(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 0.04041(19) 0.03908(18) 0.02005(16) -0.00195(10) 0.01293(13) -0.00123(12) N1 0.0373(17) 0.0367(16) 0.0273(16) -0.0071(13) 0.0106(14) 0.0003(13) N2 0.0314(16) 0.0323(15) 0.0223(15) -0.0028(11) 0.0119(13) -0.0009(12) N4 0.0332(16) 0.0339(15) 0.0218(14) 0.0015(11) 0.0112(12) 0.0002(13) N3 0.0436(19) 0.0482(19) 0.0202(16) 0.0016(13) 0.0122(14) 0.0019(15) C2 0.0261(18) 0.0414(19) 0.0202(17) -0.0056(14) 0.0084(14) -0.0070(15) C7 0.0246(17) 0.0335(18) 0.0265(19) -0.0009(14) 0.0096(14) 0.0022(14) C17 0.0290(18) 0.0256(16) 0.0321(19) -0.0011(14) 0.0148(15) 0.0041(14) C1 0.0256(18) 0.0387(19) 0.0287(18) 0.0005(14) 0.0140(15) -0.0049(14) C16 0.0219(16) 0.0280(16) 0.0223(16) -0.0044(13) 0.0086(13) 0.0038(13) C5 0.0268(17) 0.0308(17) 0.0226(16) -0.0051(13) 0.0070(14) -0.0001(14) C4 0.0292(18) 0.0274(16) 0.0282(17) -0.0012(13) 0.0138(15) -0.0033(14) C14 0.0341(19) 0.0199(15) 0.0281(18) 0.0005(12) 0.0147(15) -0.0011(13) C13 0.0214(16) 0.0298(16) 0.0233(16) -0.0022(13) 0.0107(13) 0.0025(13) C6 0.0254(17) 0.0299(16) 0.0189(15) -0.0010(13) 0.0107(13) 0.0048(14) C15 0.0353(19) 0.0273(16) 0.0208(16) 0.0029(13) 0.0139(15) 0.0036(14) C11 0.0275(17) 0.0206(15) 0.0331(18) -0.0017(13) 0.0145(14) -0.0014(13) C3 0.0245(17) 0.0277(16) 0.0226(16) 0.0014(13) 0.0102(13) 0.0037(13) C12 0.0259(17) 0.0289(17) 0.0258(17) 0.0047(13) 0.0123(14) 0.0023(13) Cl1 0.0425(5) 0.0287(4) 0.0258(4) 0.0030(3) 0.0194(4) 0.0025(4) O4 0.137(4) 0.0492(19) 0.112(3) -0.0085(19) 0.090(3) -0.034(2) O1 0.132(3) 0.0541(19) 0.0430(17) -0.0032(14) 0.050(2) 0.021(2) O2 0.0376(16) 0.0618(19) 0.0536(18) 0.0057(15) 0.0100(14) 0.0138(14) O3 0.0455(17) 0.0572(17) 0.0327(14) 0.0075(12) 0.0062(13) 0.0184(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N3 2.212(3) . ? Ag1 N1 2.326(3) . ? Ag1 N4 2.362(3) 4_575 ? Ag1 N2 2.417(3) 3_666 ? N1 C17 1.136(4) . ? N2 C13 1.402(4) . ? N2 Ag1 2.417(3) 3_666 ? N2 H2A 0.9200 . ? N2 H2B 0.9200 . ? N4 C3 1.404(4) . ? N4 Ag1 2.362(3) 4_576 ? N4 H4A 0.9200 . ? N4 H4B 0.9200 . ? N3 C7 1.140(4) . ? C2 C1 1.373(5) . ? C2 C3 1.388(5) . ? C2 H2C 0.9500 . ? C7 C6 1.431(5) . ? C17 C16 1.436(4) . ? C1 C6 1.389(5) . ? C1 H1B 0.9500 . ? C16 C11 1.388(4) . ? C16 C15 1.389(5) . ? C5 C4 1.377(5) . ? C5 C6 1.388(5) . ? C5 H5A 0.9500 . ? C4 C3 1.395(4) . ? C4 H4C 0.9500 . ? C14 C15 1.373(5) . ? C14 C13 1.388(5) . ? C14 H14A 0.9500 . ? C13 C12 1.386(5) . ? C15 H15A 0.9500 . ? C11 C12 1.371(5) . ? C11 H11A 0.9500 . ? C12 H12A 0.9500 . ? Cl1 O4 1.406(3) . ? Cl1 O1 1.414(3) . ? Cl1 O3 1.415(3) . ? Cl1 O2 1.430(3) . ? 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 N1 123.95(11) . . ? N3 Ag1 N4 121.02(11) . 4_575 ? N1 Ag1 N4 95.54(10) . 4_575 ? N3 Ag1 N2 102.23(11) . 3_666 ? N1 Ag1 N2 94.27(10) . 3_666 ? N4 Ag1 N2 117.88(10) 4_575 3_666 ? C17 N1 Ag1 144.4(3) . . ? C13 N2 Ag1 116.8(2) . 3_666 ? C13 N2 H2A 108.1 . . ? Ag1 N2 H2A 108.1 3_666 . ? C13 N2 H2B 108.1 . . ? Ag1 N2 H2B 108.1 3_666 . ? H2A N2 H2B 107.3 . . ? C3 N4 Ag1 115.3(2) . 4_576 ? C3 N4 H4A 108.4 . . ? Ag1 N4 H4A 108.4 4_576 . ? C3 N4 H4B 108.4 . . ? Ag1 N4 H4B 108.4 4_576 . ? H4A N4 H4B 107.5 . . ? C7 N3 Ag1 174.3(3) . . ? C1 C2 C3 120.7(3) . . ? C1 C2 H2C 119.7 . . ? C3 C2 H2C 119.7 . . ? N3 C7 C6 179.0(4) . . ? N1 C17 C16 179.3(4) . . ? C2 C1 C6 120.0(3) . . ? C2 C1 H1B 120.0 . . ? C6 C1 H1B 120.0 . . ? C11 C16 C15 119.6(3) . . ? C11 C16 C17 121.0(3) . . ? C15 C16 C17 119.3(3) . . ? C4 C5 C6 120.3(3) . . ? C4 C5 H5A 119.9 . . ? C6 C5 H5A 119.9 . . ? C5 C4 C3 120.1(3) . . ? C5 C4 H4C 120.0 . . ? C3 C4 H4C 120.0 . . ? C15 C14 C13 120.7(3) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C12 C13 C14 119.1(3) . . ? C12 C13 N2 120.9(3) . . ? C14 C13 N2 119.9(3) . . ? C1 C6 C5 119.7(3) . . ? C1 C6 C7 120.2(3) . . ? C5 C6 C7 120.0(3) . . ? C14 C15 C16 119.8(3) . . ? C14 C15 H15A 120.1 . . ? C16 C15 H15A 120.1 . . ? C12 C11 C16 120.2(3) . . ? C12 C11 H11A 119.9 . . ? C16 C11 H11A 119.9 . . ? C2 C3 C4 119.2(3) . . ? C2 C3 N4 120.8(3) . . ? C4 C3 N4 119.9(3) . . ? C11 C12 C13 120.5(3) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? O4 Cl1 O1 110.3(2) . . ? O4 Cl1 O3 111.9(2) . . ? O1 Cl1 O3 109.52(18) . . ? O4 Cl1 O2 108.2(2) . . ? O1 Cl1 O2 109.9(2) . . ? O3 Cl1 O2 107.04(18) . . ? 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 N2 H2A O3 0.92 2.37 3.167(4) 145.0 4_565 N2 H2B O4 0.92 2.35 3.150(5) 144.7 3_666 N4 H4A O2 0.92 2.54 3.129(4) 122.6 4_676 N4 H4B O2 0.92 2.27 3.165(4) 162.8 3_667 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.690 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.074 data_p4 _database_code_depnum_ccdc_archive 'CCDC 823095' #TrackingRef '- p1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H12 Ag N4, F6 P ' _chemical_formula_sum 'C14 H12 Ag F6 N4 P' _chemical_formula_weight 489.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 9.4587(19) _cell_length_b 9.989(2) _cell_length_c 18.523(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.07(3) _cell_angle_gamma 90.00 _cell_volume 1750.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9591 _cell_measurement_theta_min 6.00 _cell_measurement_theta_max 54.95 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.856 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 1.309 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8483 _exptl_absorpt_correction_T_max 0.9256 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _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_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9767 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3078 _reflns_number_gt 2674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0481P)^2^+1.4056P] 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 3078 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0857 _refine_ls_wR_factor_gt 0.0826 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 0.38180(3) 0.71816(3) 0.726535(12) 0.03647(12) Uani 1 1 d . . . P2 P 0.93859(9) 0.62639(9) 0.80741(4) 0.0300(2) Uani 1 1 d . . . F1 F 1.0957(3) 0.6848(3) 0.81330(12) 0.0585(6) Uani 1 1 d . . . C7 C 0.5010(4) 0.6946(3) 0.89814(17) 0.0323(7) Uani 1 1 d . . . C6 C 0.5599(3) 0.6810(3) 0.96994(15) 0.0270(7) Uani 1 1 d . . . F3 F 0.8887(3) 0.7245(2) 0.86819(14) 0.0640(7) Uani 1 1 d . . . N1 N 0.4516(3) 0.7037(3) 0.84282(14) 0.0395(7) Uani 1 1 d . . . N4 N 0.6206(3) 0.7271(3) 0.67703(15) 0.0361(7) Uani 1 1 d . . . H4A H 0.6475 0.8135 0.6757 0.043 Uiso 1 1 calc R . . H4B H 0.6787 0.6849 0.7081 0.043 Uiso 1 1 calc R . . N2 N 0.7099(3) 0.6295(3) 1.18157(13) 0.0323(6) Uani 1 1 d . . . H2A H 0.7464 0.5465 1.1848 0.039 Uiso 1 1 calc R . . H2B H 0.6348 0.6326 1.2113 0.039 Uiso 1 1 calc R . . F2 F 0.7841(2) 0.5659(3) 0.80114(12) 0.0642(7) Uani 1 1 d . . . C3 C 0.6598(3) 0.6470(3) 1.10984(15) 0.0270(7) Uani 1 1 d . . . C13 C 0.6422(3) 0.6722(3) 0.60809(16) 0.0284(7) Uani 1 1 d . . . C5 C 0.5069(4) 0.7600(4) 1.02560(17) 0.0342(8) Uani 1 1 d . . . H5A H 0.4375 0.8236 1.0161 0.041 Uiso 1 1 calc R . . N3 N 0.6891(3) 0.4637(3) 0.34253(16) 0.0441(7) Uani 1 1 d . . . F4 F 0.9759(3) 0.5183(3) 0.86687(14) 0.0703(8) Uani 1 1 d . . . C1 C 0.6653(4) 0.5877(3) 0.98394(16) 0.0314(7) Uani 1 1 d . . . H1A H 0.7018 0.5361 0.9466 0.038 Uiso 1 1 calc R . . C15 C 0.6344(4) 0.6960(3) 0.47882(17) 0.0335(8) Uani 1 1 d . . . H15A H 0.6201 0.7490 0.4382 0.040 Uiso 1 1 calc R . . C16 C 0.6722(3) 0.5624(3) 0.47106(16) 0.0291(7) Uani 1 1 d . . . C2 C 0.7158(3) 0.5717(3) 1.05335(15) 0.0292(7) Uani 1 1 d . . . H2C H 0.7875 0.5103 1.0625 0.035 Uiso 1 1 calc R . . C12 C 0.6808(3) 0.5394(3) 0.59960(17) 0.0323(7) Uani 1 1 d . . . H12A H 0.6974 0.4868 0.6402 0.039 Uiso 1 1 calc R . . C17 C 0.6829(3) 0.5064(3) 0.39961(18) 0.0340(7) Uani 1 1 d . . . C14 C 0.6182(4) 0.7499(3) 0.54670(18) 0.0332(8) Uani 1 1 d . . . H14A H 0.5909 0.8389 0.5517 0.040 Uiso 1 1 calc R . . F5 F 0.9067(3) 0.7380(3) 0.74806(15) 0.0697(8) Uani 1 1 d . . . C11 C 0.6950(3) 0.4839(3) 0.53176(17) 0.0329(7) Uani 1 1 d . . . H11A H 0.7197 0.3943 0.5268 0.039 Uiso 1 1 calc R . . C4 C 0.5581(4) 0.7436(4) 1.09502(17) 0.0353(8) Uani 1 1 d . . . H4C H 0.5242 0.7975 1.1321 0.042 Uiso 1 1 calc R . . F6 F 0.9902(3) 0.5294(3) 0.74543(14) 0.0800(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 0.03805(19) 0.0505(2) 0.02080(15) -0.00322(10) -0.00740(11) 0.00151(12) P2 0.0296(5) 0.0377(5) 0.0228(4) 0.0012(3) -0.0037(3) 0.0009(4) F1 0.0439(14) 0.0901(17) 0.0416(12) -0.0006(12) 0.0047(10) -0.0251(13) C7 0.0316(19) 0.0416(19) 0.0237(17) 0.0027(13) -0.0014(13) -0.0029(14) C6 0.0218(17) 0.0412(17) 0.0178(14) 0.0010(12) -0.0016(11) -0.0045(13) F3 0.0676(18) 0.0632(16) 0.0612(16) -0.0216(12) 0.0234(13) -0.0023(13) N1 0.0396(18) 0.059(2) 0.0196(15) 0.0021(12) -0.0071(12) -0.0006(14) N4 0.0312(17) 0.0495(17) 0.0275(14) -0.0049(12) -0.0065(12) 0.0013(13) N2 0.0328(16) 0.0448(16) 0.0194(12) 0.0003(11) -0.0056(10) -0.0036(13) F2 0.0377(14) 0.0982(19) 0.0566(14) -0.0062(13) -0.0073(10) -0.0245(13) C3 0.0234(17) 0.0399(18) 0.0177(14) 0.0018(12) -0.0032(11) -0.0065(14) C13 0.0188(16) 0.0409(18) 0.0254(15) -0.0026(13) -0.0047(12) -0.0019(14) C5 0.0241(18) 0.050(2) 0.0283(17) -0.0024(14) -0.0045(13) 0.0097(15) N3 0.045(2) 0.0492(19) 0.0385(17) -0.0113(14) 0.0006(13) -0.0053(15) F4 0.0675(18) 0.0729(17) 0.0704(16) 0.0407(14) -0.0128(13) 0.0030(14) C1 0.0335(19) 0.0410(18) 0.0196(14) -0.0034(13) 0.0002(12) -0.0014(15) C15 0.036(2) 0.0379(18) 0.0269(17) 0.0032(13) -0.0076(14) 0.0021(14) C16 0.0254(17) 0.0358(17) 0.0259(15) -0.0055(13) -0.0023(12) -0.0040(14) C2 0.0288(18) 0.0334(17) 0.0255(15) 0.0016(13) -0.0040(12) 0.0034(14) C12 0.0303(19) 0.0374(18) 0.0292(16) 0.0096(14) -0.0012(13) 0.0032(14) C17 0.0268(19) 0.0389(18) 0.0362(19) -0.0055(15) -0.0016(13) -0.0077(14) C14 0.037(2) 0.0308(17) 0.0322(18) -0.0013(13) -0.0051(14) 0.0031(14) F5 0.0633(18) 0.0873(18) 0.0585(15) 0.0385(14) -0.0040(13) 0.0043(14) C11 0.0284(19) 0.0306(17) 0.0396(18) -0.0003(14) 0.0040(13) 0.0018(14) C4 0.030(2) 0.053(2) 0.0229(16) -0.0093(14) 0.0000(13) 0.0091(16) F6 0.097(2) 0.0808(19) 0.0624(16) -0.0329(14) 0.0200(15) -0.0055(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 N1 2.257(3) . ? Ag1 N3 2.320(3) 3_666 ? Ag1 N2 2.377(3) 4_575 ? Ag1 N4 2.440(3) . ? P2 F3 1.566(2) . ? P2 F6 1.580(2) . ? P2 F4 1.582(2) . ? P2 F2 1.585(2) . ? P2 F5 1.595(2) . ? P2 F1 1.600(2) . ? C7 N1 1.130(4) . ? C7 C6 1.447(4) . ? C6 C1 1.389(5) . ? C6 C5 1.392(5) . ? N4 C13 1.405(4) . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? N2 C3 1.421(4) . ? N2 Ag1 2.377(3) 4_676 ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? C3 C4 1.389(5) . ? C3 C2 1.394(4) . ? C13 C12 1.385(5) . ? C13 C14 1.395(5) . ? C5 C4 1.383(5) . ? C5 H5A 0.9300 . ? N3 C17 1.142(4) . ? N3 Ag1 2.320(3) 3_666 ? C1 C2 1.380(4) . ? C1 H1A 0.9300 . ? C15 C14 1.376(5) . ? C15 C16 1.389(5) . ? C15 H15A 0.9300 . ? C16 C11 1.387(5) . ? C16 C17 1.441(4) . ? C2 H2C 0.9300 . ? C12 C11 1.380(5) . ? C12 H12A 0.9300 . ? C14 H14A 0.9300 . ? C11 H11A 0.9300 . ? C4 H4C 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N3 124.08(11) . 3_666 ? N1 Ag1 N2 125.06(10) . 4_575 ? N3 Ag1 N2 96.37(11) 3_666 4_575 ? N1 Ag1 N4 95.24(11) . . ? N3 Ag1 N4 95.09(11) 3_666 . ? N2 Ag1 N4 118.53(10) 4_575 . ? F3 P2 F6 179.05(16) . . ? F3 P2 F4 89.65(16) . . ? F6 P2 F4 91.07(17) . . ? F3 P2 F2 90.71(15) . . ? F6 P2 F2 89.92(15) . . ? F4 P2 F2 89.76(15) . . ? F3 P2 F5 90.05(16) . . ? F6 P2 F5 89.20(17) . . ? F4 P2 F5 177.78(16) . . ? F2 P2 F5 92.44(16) . . ? F3 P2 F1 90.21(15) . . ? F6 P2 F1 89.16(15) . . ? F4 P2 F1 89.70(14) . . ? F2 P2 F1 178.93(16) . . ? F5 P2 F1 88.10(15) . . ? N1 C7 C6 178.0(4) . . ? C1 C6 C5 120.1(3) . . ? C1 C6 C7 120.6(3) . . ? C5 C6 C7 119.3(3) . . ? C7 N1 Ag1 172.5(3) . . ? C13 N4 Ag1 117.6(2) . . ? C13 N4 H4A 107.9 . . ? Ag1 N4 H4A 107.9 . . ? C13 N4 H4B 107.9 . . ? Ag1 N4 H4B 107.9 . . ? H4A N4 H4B 107.2 . . ? C3 N2 Ag1 118.4(2) . 4_676 ? C3 N2 H2A 107.7 . . ? Ag1 N2 H2A 107.7 4_676 . ? C3 N2 H2B 107.7 . . ? Ag1 N2 H2B 107.7 4_676 . ? H2A N2 H2B 107.1 . . ? C4 C3 C2 119.3(3) . . ? C4 C3 N2 120.0(3) . . ? C2 C3 N2 120.6(3) . . ? C12 C13 C14 118.9(3) . . ? C12 C13 N4 121.1(3) . . ? C14 C13 N4 120.0(3) . . ? C4 C5 C6 119.7(3) . . ? C4 C5 H5A 120.2 . . ? C6 C5 H5A 120.2 . . ? C17 N3 Ag1 142.0(3) . 3_666 ? C2 C1 C6 119.9(3) . . ? C2 C1 H1A 120.0 . . ? C6 C1 H1A 120.0 . . ? C14 C15 C16 119.9(3) . . ? C14 C15 H15A 120.0 . . ? C16 C15 H15A 120.0 . . ? C11 C16 C15 119.9(3) . . ? C11 C16 C17 121.0(3) . . ? C15 C16 C17 119.1(3) . . ? C1 C2 C3 120.4(3) . . ? C1 C2 H2C 119.8 . . ? C3 C2 H2C 119.8 . . ? C11 C12 C13 120.9(3) . . ? C11 C12 H12A 119.5 . . ? C13 C12 H12A 119.5 . . ? N3 C17 C16 178.6(4) . . ? C15 C14 C13 120.6(3) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C12 C11 C16 119.7(3) . . ? C12 C11 H11A 120.1 . . ? C16 C11 H11A 120.1 . . ? C5 C4 C3 120.5(3) . . ? C5 C4 H4C 119.7 . . ? C3 C4 H4C 119.7 . . ? 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 H4A F4 0.90 2.48 3.154(4) 131.8 2_656 N4 H4B F5 0.90 2.34 3.010(4) 131.1 . N2 H2B F5 0.90 2.61 3.392(4) 146.3 4_576 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.933 _refine_diff_density_min -0.670 _refine_diff_density_rms 0.081 data_p5 _database_code_depnum_ccdc_archive 'CCDC 823096' #TrackingRef '- p1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H12 Ag N4, C2 F3 O2' _chemical_formula_sum 'C16 H12 Ag F3 N4 O2' _chemical_formula_weight 457.17 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'p -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4187(19) _cell_length_b 10.098(2) _cell_length_c 10.271(2) _cell_angle_alpha 111.21(3) _cell_angle_beta 106.08(3) _cell_angle_gamma 91.41(3) _cell_volume 866.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7634 _cell_measurement_theta_min 6.73 _cell_measurement_theta_max 54.95 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.752 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 452 _exptl_absorpt_coefficient_mu 1.212 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8884 _exptl_absorpt_correction_T_max 0.9419 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _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_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6827 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3038 _reflns_number_gt 2751 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku Corporation, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0418P)^2^+1.0191P] 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 3038 _refine_ls_number_parameters 262 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0385 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0908 _refine_ls_wR_factor_gt 0.0849 _refine_ls_goodness_of_fit_ref 1.115 _refine_ls_restrained_S_all 1.197 _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 0.66085(3) 0.78606(3) 1.01024(3) 0.04555(14) Uani 1 1 d . . . C1 C 1.0210(4) 0.7904(4) 1.5426(4) 0.0355(8) Uani 1 1 d . . . H1A H 0.9311 0.7374 1.5263 0.043 Uiso 1 1 calc R . . C2 C 1.1278(4) 0.8360(4) 1.6781(4) 0.0373(8) Uani 1 1 d . . . H2A H 1.1101 0.8126 1.7525 0.045 Uiso 1 1 calc R . . C3 C 1.2615(4) 0.9166(4) 1.7042(4) 0.0321(8) Uani 1 1 d . . . C4 C 1.2880(4) 0.9478(4) 1.5910(4) 0.0377(8) Uani 1 1 d . . . H4A H 1.3784 0.9996 1.6068 0.045 Uiso 1 1 calc R . . C5 C 1.1813(4) 0.9028(4) 1.4557(4) 0.0379(8) Uani 1 1 d . . . H5A H 1.1990 0.9254 1.3809 0.045 Uiso 1 1 calc R . . C6 C 1.0466(4) 0.8231(4) 1.4308(4) 0.0332(8) Uani 1 1 d . . . C7 C 0.9311(5) 0.7831(4) 1.2936(4) 0.0405(9) Uani 1 1 d . . . C11 C 0.3934(4) 0.3189(4) 0.5164(4) 0.0333(8) Uani 1 1 d . . . H11A H 0.4608 0.2922 0.5846 0.040 Uiso 1 1 calc R . . C12 C 0.3325(4) 0.2224(4) 0.3738(4) 0.0329(8) Uani 1 1 d . . . H12A H 0.3596 0.1307 0.3459 0.039 Uiso 1 1 calc R . . C13 C 0.2299(4) 0.2614(4) 0.2702(4) 0.0313(7) Uani 1 1 d . . . C14 C 0.1906(4) 0.3989(4) 0.3134(4) 0.0346(8) Uani 1 1 d . . . H14A H 0.1216 0.4253 0.2460 0.042 Uiso 1 1 calc R . . C15 C 0.2529(4) 0.4963(4) 0.4552(4) 0.0355(8) Uani 1 1 d . . . H15A H 0.2276 0.5887 0.4822 0.043 Uiso 1 1 calc R . . C16 C 0.3534(4) 0.4574(4) 0.5583(4) 0.0320(8) Uani 1 1 d . . . C17 C 0.4210(4) 0.5608(4) 0.7044(4) 0.0358(8) Uani 1 1 d . . . C21 C 0.2592(5) 0.8071(4) 1.0857(4) 0.0399(9) Uani 1 1 d . . . C22 C 0.2386(5) 0.6500(5) 1.0587(5) 0.0547(11) Uani 1 1 d D . . N1 N 0.8362(4) 0.7523(4) 1.1863(4) 0.0519(9) Uani 1 1 d . . . N2 N 1.3667(4) 0.9705(3) 1.8443(3) 0.0427(8) Uani 1 1 d . . . H2B H 1.4591 0.9696 1.8352 0.051 Uiso 1 1 calc R . . H2C H 1.3565 0.9129 1.8915 0.051 Uiso 1 1 calc R . . N3 N 0.4763(4) 0.6451(3) 0.8203(4) 0.0429(8) Uani 1 1 d . . . N4 N 0.1732(4) 0.1660(3) 0.1243(3) 0.0374(7) Uani 1 1 d . . . H4B H 0.0793 0.1794 0.0849 0.045 Uiso 1 1 calc R . . H4C H 0.1718 0.0749 0.1186 0.045 Uiso 1 1 calc R . . O1 O 0.3791(4) 0.8742(4) 1.1605(7) 0.124(2) Uani 1 1 d . . . O2 O 0.1497(5) 0.8538(4) 1.0340(5) 0.0946(15) Uani 1 1 d . . . F1' F 0.3674(16) 0.612(2) 1.1156(18) 0.093(6) Uani 0.30 1 d PDU . . F1 F 0.3562(7) 0.5841(8) 1.0577(9) 0.087(2) Uani 0.70 1 d PDU . . F2 F 0.1454(8) 0.6158(6) 1.1192(8) 0.0947(16) Uani 0.70 1 d PDU . . F2' F 0.2422(15) 0.6455(12) 1.1936(10) 0.071(3) Uani 0.30 1 d PDU . . F3 F 0.1725(6) 0.5737(4) 0.9112(5) 0.0753(13) Uani 0.70 1 d PDU . . F3' F 0.1067(14) 0.5759(15) 0.9715(19) 0.109(5) Uani 0.30 1 d PDU . . 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 0.0493(2) 0.0448(2) 0.02377(19) 0.00441(13) -0.00551(13) 0.00394(14) C1 0.0305(18) 0.0350(18) 0.035(2) 0.0088(15) 0.0080(15) 0.0006(14) C2 0.042(2) 0.041(2) 0.0269(19) 0.0110(15) 0.0105(16) 0.0038(16) C3 0.0336(18) 0.0274(17) 0.0246(18) 0.0023(14) 0.0028(14) 0.0066(14) C4 0.0314(19) 0.0379(19) 0.035(2) 0.0071(16) 0.0076(16) -0.0019(15) C5 0.043(2) 0.040(2) 0.0282(19) 0.0103(15) 0.0111(16) 0.0015(16) C6 0.0349(19) 0.0304(17) 0.0248(18) 0.0052(14) 0.0017(14) 0.0073(14) C7 0.047(2) 0.0319(18) 0.031(2) 0.0067(15) 0.0017(18) 0.0102(16) C11 0.0278(17) 0.0373(19) 0.033(2) 0.0155(15) 0.0037(15) 0.0029(14) C12 0.0340(18) 0.0264(16) 0.035(2) 0.0103(14) 0.0073(15) 0.0027(14) C13 0.0313(18) 0.0302(17) 0.0274(18) 0.0079(14) 0.0061(14) -0.0025(14) C14 0.0334(19) 0.0341(18) 0.032(2) 0.0133(15) 0.0032(15) 0.0012(14) C15 0.0367(19) 0.0271(17) 0.037(2) 0.0080(15) 0.0078(16) 0.0030(14) C16 0.0298(18) 0.0311(17) 0.0273(18) 0.0057(14) 0.0050(14) -0.0040(14) C17 0.0329(19) 0.0370(19) 0.034(2) 0.0127(17) 0.0065(16) 0.0001(15) C21 0.042(2) 0.040(2) 0.035(2) 0.0098(17) 0.0136(17) -0.0007(17) C22 0.052(3) 0.050(2) 0.064(3) 0.025(2) 0.017(2) 0.008(2) N1 0.058(2) 0.0405(18) 0.036(2) 0.0095(15) -0.0107(17) 0.0092(16) N2 0.0457(19) 0.0395(17) 0.0276(17) 0.0056(13) -0.0025(14) 0.0073(14) N3 0.0430(19) 0.0416(18) 0.0312(18) 0.0081(15) 0.0005(15) -0.0034(14) N4 0.0402(17) 0.0307(15) 0.0308(17) 0.0068(13) 0.0022(13) -0.0034(13) O1 0.047(2) 0.055(2) 0.203(6) -0.012(3) 0.021(3) -0.0119(18) O2 0.093(3) 0.050(2) 0.102(3) 0.033(2) -0.032(2) -0.0009(19) F1' 0.098(7) 0.088(7) 0.086(7) 0.041(5) 0.006(4) 0.043(5) F1 0.092(3) 0.071(3) 0.104(4) 0.037(3) 0.033(3) 0.039(3) F2 0.113(4) 0.074(3) 0.127(4) 0.053(3) 0.063(3) 0.000(3) F2' 0.093(5) 0.067(4) 0.072(5) 0.045(4) 0.030(4) 0.003(4) F3 0.085(3) 0.0414(19) 0.070(3) -0.0024(18) 0.012(2) -0.0044(19) F3' 0.103(6) 0.093(6) 0.121(7) 0.041(5) 0.020(5) -0.001(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N3 2.201(3) . ? Ag1 N1 2.221(3) . ? Ag1 N2 2.436(3) 2_778 ? Ag1 N4 2.496(3) 2_666 ? C1 C2 1.378(5) . ? C1 C6 1.382(5) . ? C1 H1A 0.9300 . ? C2 C3 1.388(5) . ? C2 H2A 0.9300 . ? C3 C4 1.392(5) . ? C3 N2 1.402(5) . ? C4 C5 1.376(5) . ? C4 H4A 0.9300 . ? C5 C6 1.394(5) . ? C5 H5A 0.9300 . ? C6 C7 1.431(5) . ? C7 N1 1.142(5) . ? C11 C12 1.378(5) . ? C11 C16 1.401(5) . ? C11 H11A 0.9300 . ? C12 C13 1.405(5) . ? C12 H12A 0.9300 . ? C13 C14 1.391(5) . ? C13 N4 1.395(5) . ? C14 C15 1.376(5) . ? C14 H14A 0.9300 . ? C15 C16 1.392(5) . ? C15 H15A 0.9300 . ? C16 C17 1.433(5) . ? C17 N3 1.146(5) . ? C21 O1 1.195(6) . ? C21 O2 1.213(5) . ? C21 C22 1.506(6) . ? C22 F1 1.307(6) . ? C22 F2 1.311(6) . ? C22 F1' 1.324(10) . ? C22 F3' 1.325(9) . ? C22 F3 1.373(6) . ? C22 F2' 1.394(8) . ? N2 Ag1 2.436(3) 2_778 ? N2 H2B 0.9000 . ? N2 H2C 0.9000 . ? N4 Ag1 2.496(3) 2_666 ? N4 H4B 0.9000 . ? N4 H4C 0.9000 . ? F1' F1 0.536(19) . ? F1' F2' 1.58(2) . ? F2 F2' 0.970(11) . ? F2 F3' 1.356(17) . ? F3 F3' 0.986(17) . ? 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 N1 134.33(13) . . ? N3 Ag1 N2 121.28(12) . 2_778 ? N1 Ag1 N2 96.85(12) . 2_778 ? N3 Ag1 N4 98.64(12) . 2_666 ? N1 Ag1 N4 97.52(14) . 2_666 ? N2 Ag1 N4 100.93(12) 2_778 2_666 ? C2 C1 C6 120.4(3) . . ? C2 C1 H1A 119.8 . . ? C6 C1 H1A 119.8 . . ? C1 C2 C3 120.3(4) . . ? C1 C2 H2A 119.9 . . ? C3 C2 H2A 119.9 . . ? C2 C3 C4 119.3(3) . . ? C2 C3 N2 120.5(3) . . ? C4 C3 N2 120.2(3) . . ? C5 C4 C3 120.5(3) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C4 C5 C6 119.9(4) . . ? C4 C5 H5A 120.1 . . ? C6 C5 H5A 120.1 . . ? C1 C6 C5 119.7(3) . . ? C1 C6 C7 119.8(4) . . ? C5 C6 C7 120.4(4) . . ? N1 C7 C6 178.1(5) . . ? C12 C11 C16 119.8(3) . . ? C12 C11 H11A 120.1 . . ? C16 C11 H11A 120.1 . . ? C11 C12 C13 120.5(3) . . ? C11 C12 H12A 119.7 . . ? C13 C12 H12A 119.7 . . ? C14 C13 N4 120.2(3) . . ? C14 C13 C12 119.1(3) . . ? N4 C13 C12 120.6(3) . . ? C15 C14 C13 120.5(3) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C14 C15 C16 120.4(3) . . ? C14 C15 H15A 119.8 . . ? C16 C15 H15A 119.8 . . ? C15 C16 C11 119.6(3) . . ? C15 C16 C17 120.0(3) . . ? C11 C16 C17 120.3(3) . . ? N3 C17 C16 178.7(4) . . ? O1 C21 O2 126.6(4) . . ? O1 C21 C22 117.2(4) . . ? O2 C21 C22 116.1(4) . . ? F1 C22 F2 117.8(6) . . ? F2 C22 F1' 105.9(11) . . ? F1 C22 F3' 118.1(9) . . ? F2 C22 F3' 61.9(8) . . ? F1' C22 F3' 133.0(12) . . ? F1 C22 F3 91.8(5) . . ? F2 C22 F3 103.8(5) . . ? F1' C22 F3 114.9(9) . . ? F1 C22 F2' 91.1(7) . . ? F1' C22 F2' 71.0(10) . . ? F3' C22 F2' 102.6(10) . . ? F3 C22 F2' 140.3(7) . . ? F1 C22 C21 117.0(5) . . ? F2 C22 C21 113.8(4) . . ? F1' C22 C21 109.8(10) . . ? F3' C22 C21 116.5(7) . . ? F3 C22 C21 108.6(4) . . ? F2' C22 C21 105.2(6) . . ? C7 N1 Ag1 157.3(3) . . ? C3 N2 Ag1 112.3(2) . 2_778 ? C3 N2 H2B 109.2 . . ? Ag1 N2 H2B 109.2 2_778 . ? C3 N2 H2C 109.2 . . ? Ag1 N2 H2C 109.2 2_778 . ? H2B N2 H2C 107.9 . . ? C17 N3 Ag1 156.6(3) . . ? C13 N4 Ag1 107.4(2) . 2_666 ? C13 N4 H4B 110.2 . . ? Ag1 N4 H4B 110.2 2_666 . ? C13 N4 H4C 110.2 . . ? Ag1 N4 H4C 110.2 2_666 . ? H4B N4 H4C 108.5 . . ? F1 F1' C22 76.4(13) . . ? F1 F1' F2' 124(2) . . ? C22 F1' F2' 56.6(7) . . ? F1' F1 C22 80.1(15) . . ? F2' F2 C22 73.7(6) . . ? F2' F2 F3' 131.1(10) . . ? C22 F2 F3' 59.6(6) . . ? F2 F2' C22 64.4(6) . . ? F2 F2' F1' 108.8(9) . . ? C22 F2' F1' 52.4(6) . . ? F3' F3 C22 66.0(7) . . ? F3 F3' C22 71.2(8) . . ? F3 F3' F2 128.1(10) . . ? C22 F3' F2 58.5(6) . . ? 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 N2 H2B O1 0.90 2.15 2.851(6) 134.6 2_778 N4 H4B O2 0.90 2.11 2.988(5) 163.6 2_566 N4 H4C O2 0.90 2.06 2.930(5) 161.3 1_544 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.725 _refine_diff_density_min -0.705 _refine_diff_density_rms 0.091