# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Cano, Mercedes' _publ_contact_author_email mmcano@quim.ucm.es _publ_section_title ; Silver pyrazole complexes with tunable liquid crystals and luminescent properties ; loop_ _publ_author_name M.Cano M.J.Mayoral P.Ovejero J.A.Campo J.V.Heras M.R.Torres ; C.Lodeiro ; data_compound_5 _database_code_depnum_ccdc_archive 'CCDC 756790' #TrackingRef 'compound_5_compound_10_CCDC.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H32 Ag N4 O4, C F3 O3 S' _chemical_formula_sum 'C35 H32 Ag F3 N4 O7 S' _chemical_formula_weight 817.58 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8645(4) _cell_length_b 13.3014(7) _cell_length_c 16.7157(9) _cell_angle_alpha 86.0660(10) _cell_angle_beta 88.3830(10) _cell_angle_gamma 87.0540(10) _cell_volume 1741.65(16) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6256 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 25.26 _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.709 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7362 _exptl_absorpt_correction_T_max 0.7894 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17121 _diffrn_reflns_av_R_equivalents 0.0248 _diffrn_reflns_av_sigmaI/netI 0.0288 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6106 _reflns_number_gt 4633 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1892P)^2^+1.4841P] 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 6106 _refine_ls_number_parameters 430 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0961 _refine_ls_R_factor_gt 0.0795 _refine_ls_wR_factor_ref 0.2641 _refine_ls_wR_factor_gt 0.2428 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.052 _refine_ls_shift/su_mean 0.002 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 0.90149(7) 0.63024(4) 0.74110(3) 0.0652(3) Uani 1 1 d . . . N1 N 1.0227(7) 0.6455(4) 0.6258(3) 0.0537(12) Uani 1 1 d . . . N2 N 1.1138(7) 0.5665(4) 0.5977(3) 0.0559(12) Uani 1 1 d . . . H2 H 1.1282 0.5077 0.6251 0.067 Uiso 1 1 d R . . N3 N 0.7972(7) 0.6004(4) 0.8579(3) 0.0588(13) Uani 1 1 d . . . N4 N 0.8162(7) 0.5079(4) 0.8973(3) 0.0613(13) Uani 1 1 d . . . H4 H 0.8771 0.4587 0.8765 0.074 Uiso 1 1 d R . . O1 O 1.5419(6) 0.3010(4) 0.3411(3) 0.0670(12) Uani 1 1 d . . . O2 O 0.6765(8) 1.0982(4) 0.5646(4) 0.0862(16) Uani 1 1 d . . . O3 O 0.8164(7) 0.1735(4) 1.1988(3) 0.0729(13) Uani 1 1 d . . . O4 O 0.5822(9) 1.0738(4) 0.8431(4) 0.0968(18) Uani 1 1 d . . . C3 C 1.1635(7) 0.5814(5) 0.5198(3) 0.0527(14) Uani 1 1 d . . . C4 C 1.1032(8) 0.6763(5) 0.4973(4) 0.0566(15) Uani 1 1 d . . . H4A H 1.1184 0.7093 0.4470 0.068 Uiso 1 1 calc R . . C5 C 1.0142(8) 0.7161(5) 0.5628(4) 0.0533(14) Uani 1 1 d . . . C6 C 0.7649(8) 0.5074(5) 0.9757(4) 0.0585(15) Uani 1 1 d . . . C7 C 0.7086(9) 0.6041(6) 0.9866(4) 0.0627(16) Uani 1 1 d . . . H7 H 0.6636 0.6281 1.0341 0.075 Uiso 1 1 calc R . . C8 C 0.7299(8) 0.6609(5) 0.9144(4) 0.0544(14) Uani 1 1 d . . . C9 C 1.2611(7) 0.5064(5) 0.4765(4) 0.0541(14) Uani 1 1 d . . . C10 C 1.3106(8) 0.4127(5) 0.5108(4) 0.0559(15) Uani 1 1 d . . . H10 H 1.2805 0.3965 0.5642 0.067 Uiso 1 1 calc R . . C11 C 1.4043(8) 0.3413(5) 0.4682(4) 0.0560(15) Uani 1 1 d . . . H11 H 1.4355 0.2784 0.4926 0.067 Uiso 1 1 calc R . . C12 C 1.4501(8) 0.3654(5) 0.3891(4) 0.0568(15) Uani 1 1 d . . . C13 C 1.4044(9) 0.4601(6) 0.3527(4) 0.0625(16) Uani 1 1 d . . . H13 H 1.4374 0.4768 0.2998 0.075 Uiso 1 1 calc R . . C14 C 1.3098(9) 0.5288(6) 0.3960(4) 0.0613(16) Uani 1 1 d . . . H14 H 1.2774 0.5914 0.3713 0.074 Uiso 1 1 calc R . . C15 C 1.5848(10) 0.2018(6) 0.3748(4) 0.0701(18) Uani 1 1 d . . . H15A H 1.6610 0.2057 0.4182 0.105 Uiso 1 1 calc R . . H15B H 1.6391 0.1625 0.3344 0.105 Uiso 1 1 calc R . . H15C H 1.4831 0.1706 0.3945 0.105 Uiso 1 1 calc R . . C16 C 0.9287(8) 0.8139(5) 0.5665(4) 0.0568(15) Uani 1 1 d . . . C17 C 0.8597(10) 0.8638(6) 0.4976(4) 0.0695(18) Uani 1 1 d . . . H17 H 0.8704 0.8329 0.4493 0.083 Uiso 1 1 calc R . . C18 C 0.7777(11) 0.9561(6) 0.4990(5) 0.076(2) Uani 1 1 d . . . H18 H 0.7327 0.9865 0.4519 0.091 Uiso 1 1 calc R . . C19 C 0.7598(10) 1.0057(6) 0.5688(4) 0.0692(18) Uani 1 1 d . . . C20 C 0.8329(9) 0.9600(6) 0.6372(4) 0.0660(17) Uani 1 1 d . . . H20 H 0.8276 0.9937 0.6842 0.079 Uiso 1 1 calc R . . C21 C 0.9120(8) 0.8672(5) 0.6371(4) 0.0574(15) Uani 1 1 d . . . H21 H 0.9565 0.8377 0.6845 0.069 Uiso 1 1 calc R . . C22 C 0.6371(15) 1.1466(7) 0.6358(6) 0.104(3) Uani 1 1 d . . . H22A H 0.5858 1.1000 0.6745 0.155 Uiso 1 1 calc R . . H22B H 0.5592 1.2034 0.6244 0.155 Uiso 1 1 calc R . . H22C H 0.7396 1.1694 0.6569 0.155 Uiso 1 1 calc R . . C23 C 0.7759(8) 0.4170(5) 1.0302(4) 0.0569(15) Uani 1 1 d . . . C24 C 0.7309(9) 0.4256(6) 1.1114(4) 0.0636(17) Uani 1 1 d . . . H24 H 0.6907 0.4876 1.1288 0.076 Uiso 1 1 calc R . . C25 C 0.7457(10) 0.3432(6) 1.1655(4) 0.0669(18) Uani 1 1 d . . . H25 H 0.7162 0.3497 1.2192 0.080 Uiso 1 1 calc R . . C26 C 0.8046(8) 0.2502(5) 1.1399(4) 0.0597(16) Uani 1 1 d . . . C27 C 0.8456(10) 0.2406(6) 1.0605(4) 0.0719(19) Uani 1 1 d . . . H27 H 0.8818 0.1779 1.0431 0.086 Uiso 1 1 calc R . . C28 C 0.8332(11) 0.3234(6) 1.0065(4) 0.0706(19) Uani 1 1 d . . . H28 H 0.8641 0.3163 0.9530 0.085 Uiso 1 1 calc R . . C29 C 0.8680(13) 0.0751(6) 1.1770(5) 0.089(2) Uani 1 1 d . . . H29A H 0.7927 0.0547 1.1375 0.133 Uiso 1 1 calc R . . H29B H 0.8640 0.0288 1.2236 0.133 Uiso 1 1 calc R . . H29C H 0.9821 0.0753 1.1551 0.133 Uiso 1 1 calc R . . C30 C 0.6909(8) 0.7677(5) 0.8956(4) 0.0572(15) Uani 1 1 d . . . C31 C 0.6246(8) 0.8072(5) 0.8229(4) 0.0614(16) Uani 1 1 d . . . H31 H 0.6045 0.7636 0.7835 0.074 Uiso 1 1 calc R . . C32 C 0.5885(9) 0.9074(6) 0.8082(4) 0.0689(18) Uani 1 1 d . . . H32 H 0.5421 0.9313 0.7595 0.083 Uiso 1 1 calc R . . C33 C 0.6206(10) 0.9743(6) 0.8653(5) 0.0710(18) Uani 1 1 d . . . C34 C 0.6838(11) 0.9394(6) 0.9378(5) 0.0744(19) Uani 1 1 d . . . H34 H 0.7046 0.9841 0.9764 0.089 Uiso 1 1 calc R . . C35 C 0.7166(10) 0.8368(6) 0.9534(4) 0.0675(17) Uani 1 1 d . . . H35 H 0.7566 0.8130 1.0033 0.081 Uiso 1 1 calc R . . C36 C 0.6457(15) 1.1465(7) 0.8918(7) 0.100(3) Uani 1 1 d . . . H36A H 0.6502 1.1192 0.9464 0.150 Uiso 1 1 calc R . . H36B H 0.5717 1.2063 0.8888 0.150 Uiso 1 1 calc R . . H36C H 0.7580 1.1631 0.8731 0.150 Uiso 1 1 calc R . . C37 C 1.191(3) 0.2467(10) 0.7772(10) 0.55(5) Uani 1 1 d D . . S1 S 1.0579(5) 0.3303(2) 0.75231(15) 0.1146(10) Uani 1 1 d D . . O5 O 0.989(2) 0.2496(12) 0.7060(11) 0.288(9) Uiso 1 1 d D . . O6 O 1.1342(19) 0.4262(7) 0.7239(9) 0.216(6) Uiso 1 1 d D . . O7 O 0.9390(16) 0.3442(12) 0.8209(7) 0.221(6) Uiso 1 1 d D . . F1 F 1.296(3) 0.2980(17) 0.8242(13) 0.339(10) Uiso 1 1 d D . . F2 F 1.1515(18) 0.1644(11) 0.8289(8) 0.233(5) Uiso 1 1 d D . . F3 F 1.263(2) 0.1725(13) 0.7309(10) 0.278(7) Uiso 1 1 d 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 0.0794(4) 0.0712(4) 0.0431(4) 0.0011(2) 0.0170(2) -0.0021(3) N1 0.057(3) 0.066(3) 0.038(3) -0.003(2) 0.008(2) -0.008(2) N2 0.061(3) 0.067(3) 0.038(3) 0.003(2) 0.004(2) -0.004(2) N3 0.067(3) 0.064(3) 0.044(3) 0.001(2) 0.011(2) -0.006(3) N4 0.074(3) 0.064(3) 0.045(3) -0.002(2) 0.013(2) -0.002(3) O1 0.080(3) 0.077(3) 0.044(2) -0.011(2) 0.008(2) -0.006(2) O2 0.108(4) 0.071(3) 0.075(4) 0.016(3) 0.000(3) 0.011(3) O3 0.089(3) 0.075(3) 0.053(3) 0.011(2) -0.002(2) -0.005(3) O4 0.128(5) 0.067(3) 0.095(4) 0.002(3) -0.018(4) 0.003(3) C3 0.052(3) 0.070(4) 0.038(3) -0.006(3) 0.004(2) -0.019(3) C4 0.061(4) 0.074(4) 0.035(3) 0.001(3) 0.004(3) -0.017(3) C5 0.052(3) 0.062(4) 0.047(3) 0.002(3) 0.001(2) -0.017(3) C6 0.057(3) 0.076(4) 0.043(3) -0.006(3) 0.007(3) -0.008(3) C7 0.071(4) 0.075(4) 0.041(3) -0.009(3) 0.012(3) -0.001(3) C8 0.054(3) 0.068(4) 0.041(3) -0.008(3) 0.010(2) -0.005(3) C9 0.051(3) 0.071(4) 0.043(3) -0.006(3) 0.003(2) -0.020(3) C10 0.062(4) 0.069(4) 0.037(3) -0.005(3) 0.005(3) -0.013(3) C11 0.055(3) 0.067(4) 0.046(3) 0.001(3) -0.001(3) -0.010(3) C12 0.053(3) 0.074(4) 0.045(3) -0.012(3) 0.004(3) -0.012(3) C13 0.074(4) 0.076(4) 0.038(3) -0.005(3) 0.009(3) -0.010(3) C14 0.070(4) 0.074(4) 0.040(3) 0.001(3) 0.003(3) -0.012(3) C15 0.071(4) 0.077(5) 0.062(4) -0.011(4) 0.009(3) -0.005(4) C16 0.053(3) 0.069(4) 0.049(3) 0.003(3) 0.001(3) -0.019(3) C17 0.085(5) 0.074(5) 0.049(4) 0.004(3) -0.005(3) -0.014(4) C18 0.090(5) 0.081(5) 0.054(4) 0.008(4) -0.001(4) -0.006(4) C19 0.074(4) 0.068(4) 0.065(4) 0.011(3) 0.007(3) -0.016(3) C20 0.074(4) 0.071(4) 0.054(4) 0.001(3) 0.002(3) -0.017(3) C21 0.062(4) 0.068(4) 0.043(3) 0.001(3) -0.001(3) -0.006(3) C22 0.141(9) 0.076(5) 0.087(6) 0.014(5) 0.018(6) 0.025(5) C23 0.059(4) 0.065(4) 0.047(3) -0.003(3) 0.006(3) -0.008(3) C24 0.077(4) 0.067(4) 0.046(4) -0.002(3) 0.013(3) -0.006(3) C25 0.080(4) 0.077(5) 0.044(3) -0.003(3) 0.013(3) -0.011(4) C26 0.055(3) 0.070(4) 0.054(4) 0.004(3) 0.001(3) -0.011(3) C27 0.093(5) 0.071(4) 0.052(4) -0.007(3) 0.002(4) -0.003(4) C28 0.092(5) 0.077(5) 0.042(4) -0.001(3) 0.007(3) 0.001(4) C29 0.109(7) 0.078(5) 0.076(5) 0.009(4) 0.012(5) 0.000(5) C30 0.059(3) 0.067(4) 0.044(3) -0.004(3) 0.011(3) 0.000(3) C31 0.060(4) 0.069(4) 0.055(4) -0.008(3) 0.002(3) -0.006(3) C32 0.063(4) 0.084(5) 0.060(4) 0.002(3) -0.011(3) -0.006(3) C33 0.069(4) 0.068(4) 0.076(5) -0.005(4) 0.006(4) -0.001(3) C34 0.092(5) 0.073(5) 0.059(4) -0.014(3) 0.003(4) 0.002(4) C35 0.083(5) 0.077(5) 0.042(3) -0.008(3) 0.001(3) 0.003(4) C36 0.122(8) 0.070(5) 0.108(8) -0.016(5) -0.002(6) -0.008(5) C37 1.27(14) 0.151(18) 0.24(3) -0.078(18) -0.37(5) 0.31(4) S1 0.176(3) 0.0883(15) 0.0710(15) 0.0073(11) 0.0468(16) 0.0303(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N3 2.117(5) . ? Ag1 N1 2.127(5) . ? N1 N2 1.346(7) . ? N1 C5 1.364(8) . ? N2 C3 1.352(8) . ? N2 H2 0.8826 . ? N3 N4 1.358(8) . ? N3 C8 1.360(8) . ? N4 C6 1.359(8) . ? N4 H4 0.8772 . ? O1 C12 1.378(8) . ? O1 C15 1.427(9) . ? O2 C19 1.363(9) . ? O2 C22 1.411(11) . ? O3 C26 1.371(8) . ? O3 C29 1.419(10) . ? O4 C33 1.370(9) . ? O4 C36 1.424(11) . ? C3 C4 1.357(9) . ? C3 C9 1.449(9) . ? C4 C5 1.402(9) . ? C4 H4A 0.9300 . ? C5 C16 1.438(10) . ? C6 C7 1.362(10) . ? C6 C23 1.458(9) . ? C7 C8 1.390(9) . ? C7 H7 0.9300 . ? C8 C30 1.453(10) . ? C9 C14 1.406(9) . ? C9 C10 1.377(10) . ? C10 C11 1.394(9) . ? C10 H10 0.9300 . ? C11 C12 1.380(9) . ? C11 H11 0.9300 . ? C12 C13 1.395(10) . ? C13 C14 1.378(10) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.398(10) . ? C16 C21 1.417(9) . ? C17 C18 1.358(11) . ? C17 H17 0.9300 . ? C18 C19 1.380(11) . ? C18 H18 0.9300 . ? C19 C20 1.383(10) . ? C20 C21 1.353(10) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.404(9) . ? C23 C28 1.382(10) . ? C24 C25 1.373(10) . ? C24 H24 0.9300 . ? C25 C26 1.390(10) . ? C25 H25 0.9300 . ? C26 C27 1.369(10) . ? C27 C28 1.377(11) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.395(9) . ? C30 C35 1.402(9) . ? C31 C32 1.355(10) . ? C31 H31 0.9300 . ? C32 C33 1.386(11) . ? C32 H32 0.9300 . ? C33 C34 1.366(11) . ? C34 C35 1.385(11) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 F3 1.383(5) . ? C37 F1 1.388(5) . ? C37 F2 1.390(5) . ? C37 S1 1.534(18) . ? S1 O6 1.481(5) . ? S1 O7 1.475(5) . ? S1 O5 1.498(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ag1 N1 173.8(2) . . ? N2 N1 C5 105.0(5) . . ? N2 N1 Ag1 119.6(4) . . ? C5 N1 Ag1 134.7(5) . . ? N1 N2 C3 113.5(5) . . ? N1 N2 H2 123.3 . . ? C3 N2 H2 122.8 . . ? N4 N3 C8 104.3(5) . . ? N4 N3 Ag1 121.7(4) . . ? C8 N3 Ag1 133.0(4) . . ? C6 N4 N3 113.1(5) . . ? C6 N4 H4 124.1 . . ? N3 N4 H4 121.3 . . ? C12 O1 C15 117.2(5) . . ? C19 O2 C22 119.5(6) . . ? C26 O3 C29 118.7(6) . . ? C33 O4 C36 116.9(7) . . ? N2 C3 C4 104.9(5) . . ? N2 C3 C9 123.2(6) . . ? C4 C3 C9 131.9(6) . . ? C3 C4 C5 108.5(6) . . ? C3 C4 H4A 125.7 . . ? C5 C4 H4A 125.7 . . ? N1 C5 C4 108.1(6) . . ? N1 C5 C16 123.9(6) . . ? C4 C5 C16 128.0(6) . . ? N4 C6 C7 105.0(6) . . ? N4 C6 C23 122.9(6) . . ? C7 C6 C23 132.1(6) . . ? C6 C7 C8 108.1(6) . . ? C6 C7 H7 125.9 . . ? C8 C7 H7 125.9 . . ? N3 C8 C7 109.4(6) . . ? N3 C8 C30 121.5(5) . . ? C7 C8 C30 129.1(6) . . ? C14 C9 C10 117.5(6) . . ? C14 C9 C3 119.5(6) . . ? C10 C9 C3 123.0(6) . . ? C9 C10 C11 122.2(6) . . ? C9 C10 H10 118.9 . . ? C11 C10 H10 118.9 . . ? C12 C11 C10 119.0(6) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 O1 124.2(6) . . ? C11 C12 C13 120.4(6) . . ? O1 C12 C13 115.4(6) . . ? C14 C13 C12 119.3(6) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C9 C14 C13 121.5(7) . . ? C9 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? O1 C15 H15A 109.5 . . ? O1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C21 115.7(7) . . ? C17 C16 C5 120.4(6) . . ? C21 C16 C5 123.9(6) . . ? C16 C17 C18 122.0(7) . . ? C16 C17 H17 119.0 . . ? C18 C17 H17 119.0 . . ? C19 C18 C17 121.3(7) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C20 C19 O2 124.6(7) . . ? C20 C19 C18 118.0(7) . . ? O2 C19 C18 117.4(7) . . ? C19 C20 C21 121.3(7) . . ? C19 C20 H20 119.4 . . ? C21 C20 H20 119.4 . . ? C16 C21 C20 121.7(6) . . ? C16 C21 H21 119.1 . . ? C20 C21 H21 119.1 . . ? O2 C22 H22A 109.5 . . ? O2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C28 118.0(6) . . ? C24 C23 C6 118.6(6) . . ? C28 C23 C6 123.3(6) . . ? C23 C24 C25 120.6(7) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C24 C25 C26 120.0(6) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? O3 C26 C27 124.9(7) . . ? O3 C26 C25 115.2(6) . . ? C27 C26 C25 119.9(7) . . ? C26 C27 C28 120.1(7) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.9 . . ? C23 C28 C27 121.3(7) . . ? C23 C28 H28 119.3 . . ? C27 C28 H28 119.3 . . ? O3 C29 H29A 109.5 . . ? O3 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O3 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C35 116.7(6) . . ? C31 C30 C8 123.7(6) . . ? C35 C30 C8 119.6(6) . . ? C32 C31 C30 121.9(6) . . ? C32 C31 H31 119.1 . . ? C30 C31 H31 119.1 . . ? C31 C32 C33 120.3(7) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? O4 C33 C34 124.8(7) . . ? O4 C33 C32 115.1(7) . . ? C34 C33 C32 120.2(7) . . ? C35 C34 C33 119.3(7) . . ? C35 C34 H34 120.3 . . ? C33 C34 H34 120.3 . . ? C34 C35 C30 121.6(7) . . ? C34 C35 H35 119.2 . . ? C30 C35 H35 119.2 . . ? O4 C36 H36A 109.5 . . ? O4 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? O4 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? F3 C37 F1 119(2) . . ? F3 C37 F2 82.9(11) . . ? F1 C37 F2 101.7(15) . . ? F3 C37 S1 127.6(15) . . ? F1 C37 S1 101.2(12) . . ? F2 C37 S1 122.0(18) . . ? O6 S1 O7 111.5(9) . . ? O6 S1 O5 130.3(10) . . ? O7 S1 O5 106.4(10) . . ? O6 S1 C37 113.0(11) . . ? O7 S1 C37 108.2(10) . . ? O5 S1 C37 83.2(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Ag1 N1 N2 13(2) . . . . ? N3 Ag1 N1 C5 -178.1(15) . . . . ? C5 N1 N2 C3 -0.6(6) . . . . ? Ag1 N1 N2 C3 171.1(4) . . . . ? N1 Ag1 N3 N4 -15(2) . . . . ? N1 Ag1 N3 C8 151.7(15) . . . . ? C8 N3 N4 C6 -0.3(7) . . . . ? Ag1 N3 N4 C6 170.0(4) . . . . ? N1 N2 C3 C4 1.2(7) . . . . ? N1 N2 C3 C9 -179.2(5) . . . . ? N2 C3 C4 C5 -1.2(7) . . . . ? C9 C3 C4 C5 179.2(6) . . . . ? N2 N1 C5 C4 -0.2(6) . . . . ? Ag1 N1 C5 C4 -170.1(4) . . . . ? N2 N1 C5 C16 -179.5(5) . . . . ? Ag1 N1 C5 C16 10.7(9) . . . . ? C3 C4 C5 N1 0.9(7) . . . . ? C3 C4 C5 C16 -179.8(6) . . . . ? N3 N4 C6 C7 0.7(8) . . . . ? N3 N4 C6 C23 -179.0(6) . . . . ? N4 C6 C7 C8 -0.9(8) . . . . ? C23 C6 C7 C8 178.8(7) . . . . ? N4 N3 C8 C7 -0.3(7) . . . . ? Ag1 N3 C8 C7 -169.0(5) . . . . ? N4 N3 C8 C30 179.7(6) . . . . ? Ag1 N3 C8 C30 11.0(10) . . . . ? C6 C7 C8 N3 0.7(8) . . . . ? C6 C7 C8 C30 -179.2(6) . . . . ? N2 C3 C9 C14 -179.0(6) . . . . ? C4 C3 C9 C14 0.5(10) . . . . ? N2 C3 C9 C10 0.6(9) . . . . ? C4 C3 C9 C10 -179.9(6) . . . . ? C14 C9 C10 C11 -0.5(9) . . . . ? C3 C9 C10 C11 179.9(6) . . . . ? C9 C10 C11 C12 0.4(9) . . . . ? C10 C11 C12 O1 -179.7(6) . . . . ? C10 C11 C12 C13 0.5(9) . . . . ? C15 O1 C12 C11 2.9(9) . . . . ? C15 O1 C12 C13 -177.3(6) . . . . ? C11 C12 C13 C14 -1.4(10) . . . . ? O1 C12 C13 C14 178.9(6) . . . . ? C10 C9 C14 C13 -0.4(9) . . . . ? C3 C9 C14 C13 179.2(6) . . . . ? C12 C13 C14 C9 1.3(10) . . . . ? N1 C5 C16 C17 -151.8(6) . . . . ? C4 C5 C16 C17 29.0(9) . . . . ? N1 C5 C16 C21 30.0(9) . . . . ? C4 C5 C16 C21 -149.1(6) . . . . ? C21 C16 C17 C18 -1.9(10) . . . . ? C5 C16 C17 C18 179.8(7) . . . . ? C16 C17 C18 C19 0.6(12) . . . . ? C22 O2 C19 C20 -10.1(12) . . . . ? C22 O2 C19 C18 172.5(8) . . . . ? C17 C18 C19 C20 2.0(11) . . . . ? C17 C18 C19 O2 179.6(7) . . . . ? O2 C19 C20 C21 179.2(7) . . . . ? C18 C19 C20 C21 -3.4(11) . . . . ? C17 C16 C21 C20 0.5(9) . . . . ? C5 C16 C21 C20 178.8(6) . . . . ? C19 C20 C21 C16 2.1(10) . . . . ? N4 C6 C23 C24 175.6(6) . . . . ? C7 C6 C23 C24 -4.0(11) . . . . ? N4 C6 C23 C28 -2.4(10) . . . . ? C7 C6 C23 C28 177.9(8) . . . . ? C28 C23 C24 C25 0.7(10) . . . . ? C6 C23 C24 C25 -177.4(7) . . . . ? C23 C24 C25 C26 -0.4(11) . . . . ? C29 O3 C26 C27 -2.7(10) . . . . ? C29 O3 C26 C25 177.1(7) . . . . ? C24 C25 C26 O3 179.3(6) . . . . ? C24 C25 C26 C27 -0.9(11) . . . . ? O3 C26 C27 C28 -178.3(7) . . . . ? C25 C26 C27 C28 1.9(11) . . . . ? C24 C23 C28 C27 0.3(11) . . . . ? C6 C23 C28 C27 178.3(7) . . . . ? C26 C27 C28 C23 -1.6(12) . . . . ? N3 C8 C30 C31 37.9(10) . . . . ? C7 C8 C30 C31 -142.1(7) . . . . ? N3 C8 C30 C35 -143.5(7) . . . . ? C7 C8 C30 C35 36.4(10) . . . . ? C35 C30 C31 C32 0.8(10) . . . . ? C8 C30 C31 C32 179.4(6) . . . . ? C30 C31 C32 C33 1.4(11) . . . . ? C36 O4 C33 C34 13.8(13) . . . . ? C36 O4 C33 C32 -167.0(8) . . . . ? C31 C32 C33 O4 178.7(7) . . . . ? C31 C32 C33 C34 -2.0(11) . . . . ? O4 C33 C34 C35 179.6(8) . . . . ? C32 C33 C34 C35 0.5(12) . . . . ? C33 C34 C35 C30 1.8(12) . . . . ? C31 C30 C35 C34 -2.4(10) . . . . ? C8 C30 C35 C34 179.0(7) . . . . ? F3 C37 S1 O6 -94(2) . . . . ? F1 C37 S1 O6 46.8(16) . . . . ? F2 C37 S1 O6 158.3(14) . . . . ? F3 C37 S1 O7 141.6(19) . . . . ? F1 C37 S1 O7 -77.1(15) . . . . ? F2 C37 S1 O7 34.4(18) . . . . ? F3 C37 S1 O5 37(2) . . . . ? F1 C37 S1 O5 177.9(15) . . . . ? F2 C37 S1 O5 -70.6(17) . . . . ? 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 H2 O6 0.88 1.91 2.721(12) 151.6 . N4 H4 O7 0.88 1.87 2.720(13) 161.8 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.934 _refine_diff_density_min -1.275 _refine_diff_density_rms 0.127 #============================================================================ data_compound_10 _database_code_depnum_ccdc_archive 'CCDC 756791' #TrackingRef 'compound_5_compound_10_CCDC.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H20 Ag N4 O2, C7 H7 O3 S' _chemical_formula_sum 'C27 H27 Ag N4 O5 S' _chemical_formula_weight 627.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 10.2226(7) _cell_length_b 21.9026(14) _cell_length_c 12.9463(9) _cell_angle_alpha 90.00 _cell_angle_beta 109.930(2) _cell_angle_gamma 90.00 _cell_volume 2725.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 0.860 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15883 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0714 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.57 _reflns_number_total 4613 _reflns_number_gt 2167 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0730P)^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 and Fourier' _refine_ls_hydrogen_treatment 'constr and fixed' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4613 _refine_ls_number_parameters 349 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1149 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1499 _refine_ls_wR_factor_gt 0.1253 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _refine_ls_shift/su_max 0.026 _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 N4 N 0.0388(4) 0.5352(2) 0.7787(3) 0.0557(12) Uani 1 1 d . . . N1 N 0.4884(5) 0.4200(2) 0.5853(4) 0.0682(14) Uani 1 1 d . . . N3 N 0.0994(6) 0.5114(2) 0.8819(4) 0.0643(14) Uani 1 1 d . . . C3 C 0.5472(6) 0.3509(3) 0.7219(5) 0.0601(16) Uani 1 1 d . . . C4 C 0.4731(6) 0.3222(3) 0.6273(5) 0.0785(19) Uani 1 1 d . . . H4A H 0.4498 0.2810 0.6188 0.094 Uiso 1 1 calc R . . C5 C 0.4390(7) 0.3660(3) 0.5462(5) 0.081(2) Uani 1 1 d . . . H5 H 0.3875 0.3585 0.4729 0.098 Uiso 1 1 calc R . . C6 C 0.6145(6) 0.3293(3) 0.8345(5) 0.0575(15) Uani 1 1 d . . . C7 C 0.6819(6) 0.3674(3) 0.9201(5) 0.0676(17) Uani 1 1 d . . . H7 H 0.6874 0.4089 0.9068 0.081 Uiso 1 1 calc R . . C8 C 0.7427(6) 0.3451(3) 1.0274(5) 0.0730(18) Uani 1 1 d . . . H8 H 0.7869 0.3716 1.0847 0.088 Uiso 1 1 calc R . . C9 C 0.7367(7) 0.2838(3) 1.0475(5) 0.0718(18) Uani 1 1 d . . . C10 C 0.6728(7) 0.2446(3) 0.9614(6) 0.081(2) Uani 1 1 d . . . H10 H 0.6710 0.2029 0.9740 0.098 Uiso 1 1 calc R . . C11 C 0.6113(7) 0.2676(3) 0.8557(5) 0.0788(19) Uani 1 1 d . . . H11 H 0.5673 0.2410 0.7984 0.095 Uiso 1 1 calc R . . C12 C 0.8431(8) 0.2982(3) 1.2407(5) 0.104(3) Uani 1 1 d . . . H12A H 0.9246 0.3187 1.2375 0.156 Uiso 1 1 calc R . . H12B H 0.8665 0.2749 1.3074 0.156 Uiso 1 1 calc R . . H12C H 0.7732 0.3278 1.2391 0.156 Uiso 1 1 calc R . . C14 C 0.2532(6) 0.5139(3) 0.7931(5) 0.0732(19) Uani 1 1 d . . . H14 H 0.3364 0.5099 0.7794 0.088 Uiso 1 1 calc R . . C13 C 0.1290(6) 0.5371(3) 0.7227(4) 0.0539(14) Uani 1 1 d . . . C16 C 0.0925(5) 0.5613(2) 0.6110(4) 0.0505(14) Uani 1 1 d . . . C17 C -0.0427(6) 0.5798(3) 0.5498(4) 0.0647(17) Uani 1 1 d . . . H17 H -0.1115 0.5783 0.5818 0.078 Uiso 1 1 calc R . . C18 C -0.0765(6) 0.6003(3) 0.4432(5) 0.0709(18) Uani 1 1 d . . . H18 H -0.1672 0.6121 0.4038 0.085 Uiso 1 1 calc R . . C19 C 0.0258(6) 0.6032(3) 0.3951(4) 0.0567(15) Uani 1 1 d . . . C20 C 0.1594(6) 0.5855(3) 0.4541(4) 0.0606(16) Uani 1 1 d . . . H20 H 0.2281 0.5871 0.4222 0.073 Uiso 1 1 calc R . . C21 C 0.1917(6) 0.5653(3) 0.5618(4) 0.0644(16) Uani 1 1 d . . . H21 H 0.2829 0.5542 0.6014 0.077 Uiso 1 1 calc R . . C22 C 0.0833(6) 0.6219(3) 0.2343(4) 0.0767(19) Uani 1 1 d . . . H22A H 0.1564 0.6504 0.2695 0.115 Uiso 1 1 calc R . . H22B H 0.0394 0.6333 0.1587 0.115 Uiso 1 1 calc R . . H22C H 0.1217 0.5816 0.2382 0.115 Uiso 1 1 calc R . . C23 C 0.7008(6) 0.6237(2) 0.8733(4) 0.0494(14) Uani 1 1 d . . . C24 C 0.8147(6) 0.6613(3) 0.9008(5) 0.0739(19) Uani 1 1 d . . . H24 H 0.8758 0.6596 0.8616 0.089 Uiso 1 1 calc R . . C25 C 0.8383(7) 0.7021(3) 0.9883(6) 0.086(2) Uani 1 1 d . . . H25 H 0.9147 0.7281 1.0065 0.103 Uiso 1 1 calc R . . C26 C 0.7496(8) 0.7042(3) 1.0480(5) 0.0730(19) Uani 1 1 d . . . C27 C 0.6359(7) 0.6673(3) 1.0162(6) 0.079(2) Uani 1 1 d . . . H27 H 0.5739 0.6688 1.0547 0.095 Uiso 1 1 calc R . . C28 C 0.6100(6) 0.6280(3) 0.9293(5) 0.0623(16) Uani 1 1 d . . . H28 H 0.5299 0.6042 0.9084 0.075 Uiso 1 1 calc R . . C29 C 0.7792(8) 0.7477(3) 1.1448(5) 0.121(3) Uani 1 1 d . . . H29A H 0.6929 0.7627 1.1491 0.181 Uiso 1 1 calc R . . H29B H 0.8339 0.7814 1.1350 0.181 Uiso 1 1 calc R . . H29C H 0.8294 0.7265 1.2114 0.181 Uiso 1 1 calc R . . O1 O 0.7909(5) 0.2582(2) 1.1486(4) 0.0964(15) Uani 1 1 d . . . O2 O -0.0178(4) 0.62264(19) 0.2887(3) 0.0770(12) Uani 1 1 d . . . O3 O 0.7041(6) 0.51064(19) 0.8244(3) 0.1020(17) Uani 1 1 d . . . O4 O 0.5288(4) 0.5741(3) 0.6979(3) 0.1003(16) Uani 1 1 d . . . O5 O 0.7684(4) 0.5833(2) 0.7118(3) 0.0834(13) Uani 1 1 d . . . S1 S 0.67181(16) 0.56898(8) 0.76809(11) 0.0626(5) Uani 1 1 d . . . N2 N 0.5553(5) 0.4104(2) 0.6948(3) 0.0621(13) Uani 1 1 d . . . C15 C 0.2281(7) 0.4979(3) 0.8890(5) 0.0723(18) Uani 1 1 d . . . H15 H 0.2936 0.4801 0.9501 0.087 Uiso 1 1 calc R . . Ag1 Ag 0.5000 0.5000 0.5000 0.0719(3) Uani 1 2 d S . . Ag2 Ag 0.0000 0.5000 1.0000 0.0753(3) Uani 1 2 d S . . H2 H 0.5936 0.4447 0.7375 0.150 Uiso 1 1 d . . . H4 H -0.0666 0.5494 0.7549 0.150 Uiso 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 N4 0.060(3) 0.069(3) 0.036(3) 0.003(2) 0.015(2) -0.003(3) N1 0.075(4) 0.082(4) 0.041(3) 0.001(3) 0.011(3) 0.009(3) N3 0.073(4) 0.078(4) 0.041(3) 0.007(2) 0.019(3) -0.006(3) C3 0.065(4) 0.065(4) 0.052(4) -0.003(3) 0.022(3) 0.002(3) C4 0.096(5) 0.072(4) 0.057(4) -0.006(4) 0.013(4) -0.007(4) C5 0.089(5) 0.094(6) 0.047(4) -0.010(4) 0.004(4) -0.007(4) C6 0.065(4) 0.057(4) 0.053(4) 0.003(3) 0.022(3) 0.002(3) C7 0.079(5) 0.068(4) 0.055(4) 0.012(3) 0.022(3) -0.001(4) C8 0.089(5) 0.075(5) 0.050(4) 0.001(3) 0.017(3) -0.012(4) C9 0.083(5) 0.072(5) 0.060(4) 0.020(4) 0.024(4) 0.018(4) C10 0.110(6) 0.062(5) 0.080(5) 0.002(4) 0.043(4) 0.015(4) C11 0.101(5) 0.079(5) 0.060(4) -0.006(4) 0.032(4) 0.009(4) C12 0.122(7) 0.117(7) 0.062(5) 0.032(5) 0.014(4) -0.004(5) C14 0.058(4) 0.107(6) 0.054(4) 0.010(4) 0.017(3) 0.013(4) C13 0.051(4) 0.063(4) 0.048(3) 0.000(3) 0.017(3) -0.002(3) C16 0.045(3) 0.063(4) 0.042(3) 0.001(3) 0.012(3) 0.000(3) C17 0.058(4) 0.089(5) 0.055(4) 0.007(3) 0.030(3) 0.010(3) C18 0.052(4) 0.106(5) 0.055(4) 0.020(4) 0.019(3) 0.018(4) C19 0.067(4) 0.060(4) 0.045(3) 0.006(3) 0.021(3) 0.004(3) C20 0.056(4) 0.083(5) 0.050(3) 0.011(3) 0.027(3) 0.002(3) C21 0.045(3) 0.097(5) 0.050(3) 0.009(3) 0.016(3) 0.006(3) C22 0.100(5) 0.091(5) 0.051(4) 0.007(3) 0.041(4) -0.009(4) C23 0.045(3) 0.061(4) 0.038(3) 0.004(3) 0.008(3) -0.001(3) C24 0.065(4) 0.101(6) 0.057(4) 0.005(4) 0.023(3) -0.005(4) C25 0.069(5) 0.086(6) 0.088(5) -0.011(4) 0.006(4) -0.014(4) C26 0.083(5) 0.071(5) 0.056(4) -0.002(4) 0.012(4) 0.023(4) C27 0.081(5) 0.079(5) 0.088(5) -0.009(4) 0.042(4) -0.001(4) C28 0.057(4) 0.065(4) 0.067(4) -0.006(3) 0.024(3) -0.004(3) C29 0.143(7) 0.105(6) 0.089(5) -0.042(5) 0.008(5) 0.025(5) O1 0.130(4) 0.084(3) 0.066(3) 0.021(3) 0.020(3) 0.018(3) O2 0.079(3) 0.104(3) 0.049(2) 0.022(2) 0.024(2) 0.015(3) O3 0.176(5) 0.067(3) 0.058(3) -0.005(2) 0.033(3) -0.006(3) O4 0.050(3) 0.181(5) 0.059(3) -0.028(3) 0.005(2) -0.003(3) O5 0.073(3) 0.130(4) 0.058(2) 0.008(3) 0.035(2) 0.015(3) S1 0.0616(11) 0.0864(12) 0.0372(8) -0.0028(8) 0.0137(8) 0.0000(9) N2 0.073(3) 0.067(4) 0.042(3) 0.001(2) 0.014(2) 0.002(3) C15 0.072(5) 0.093(5) 0.044(3) 0.011(3) 0.010(3) 0.017(4) Ag1 0.0785(5) 0.0846(6) 0.0501(4) 0.0138(4) 0.0188(3) 0.0183(4) Ag2 0.0983(6) 0.0849(6) 0.0489(4) 0.0002(4) 0.0332(4) -0.0172(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 N4 C13 1.354(6) . ? N4 N3 1.371(6) . ? N4 H4 1.0610 . ? N1 C5 1.317(7) . ? N1 N2 1.364(6) . ? N1 Ag1 2.095(5) . ? N3 C15 1.321(7) . ? N3 Ag2 2.119(5) . ? C3 C4 1.355(7) . ? C3 N2 1.360(7) . ? C3 C6 1.462(7) . ? C4 C5 1.378(8) . ? C4 H4A 0.9300 . ? C5 H5 0.9300 . ? C6 C11 1.380(8) . ? C6 C7 1.372(8) . ? C7 C8 1.402(7) . ? C7 H7 0.9300 . ? C8 C9 1.372(8) . ? C8 H8 0.9300 . ? C9 O1 1.357(7) . ? C9 C10 1.382(9) . ? C10 C11 1.391(8) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 O1 1.428(7) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C14 C13 1.383(7) . ? C14 C15 1.395(8) . ? C14 H14 0.9300 . ? C13 C16 1.464(7) . ? C16 C21 1.372(7) . ? C16 C17 1.399(7) . ? C17 C18 1.378(7) . ? C17 H17 0.9300 . ? C18 C19 1.389(7) . ? C18 H18 0.9300 . ? C19 O2 1.363(6) . ? C19 C20 1.373(7) . ? C20 C21 1.390(7) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 O2 1.436(6) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C28 1.362(7) . ? C23 C24 1.370(7) . ? C23 S1 1.762(5) . ? C24 C25 1.398(8) . ? C24 H24 0.9300 . ? C25 C26 1.378(8) . ? C25 H25 0.9300 . ? C26 C27 1.359(8) . ? C26 C29 1.520(8) . ? C27 C28 1.369(8) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? O3 S1 1.452(4) . ? O4 S1 1.439(4) . ? O5 S1 1.447(4) . ? N2 H2 0.9362 . ? C15 H15 0.9300 . ? Ag1 N1 2.095(5) 3_666 ? Ag2 N3 2.119(5) 3_567 ? 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 C13 N4 N3 111.7(4) . . ? C13 N4 H4 130.2 . . ? N3 N4 H4 118.1 . . ? C5 N1 N2 104.6(5) . . ? C5 N1 Ag1 129.1(4) . . ? N2 N1 Ag1 125.3(4) . . ? C15 N3 N4 105.1(4) . . ? C15 N3 Ag2 129.4(4) . . ? N4 N3 Ag2 125.4(4) . . ? C4 C3 N2 106.0(5) . . ? C4 C3 C6 132.7(6) . . ? N2 C3 C6 121.2(5) . . ? C3 C4 C5 106.5(6) . . ? C3 C4 H4A 126.8 . . ? C5 C4 H4A 126.8 . . ? N1 C5 C4 111.7(6) . . ? N1 C5 H5 124.2 . . ? C4 C5 H5 124.2 . . ? C11 C6 C7 118.3(6) . . ? C11 C6 C3 118.7(6) . . ? C7 C6 C3 123.0(6) . . ? C6 C7 C8 121.3(6) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C9 C8 C7 119.7(6) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? O1 C9 C8 123.9(6) . . ? O1 C9 C10 116.5(6) . . ? C8 C9 C10 119.6(6) . . ? C9 C10 C11 120.0(6) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C6 C11 C10 121.1(6) . . ? C6 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? O1 C12 H12A 109.5 . . ? O1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C13 C14 C15 105.8(5) . . ? C13 C14 H14 127.1 . . ? C15 C14 H14 127.1 . . ? N4 C13 C14 106.0(5) . . ? N4 C13 C16 123.4(5) . . ? C14 C13 C16 130.6(5) . . ? C21 C16 C17 117.6(5) . . ? C21 C16 C13 120.2(5) . . ? C17 C16 C13 122.2(5) . . ? C18 C17 C16 121.5(5) . . ? C18 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? C17 C18 C19 119.6(5) . . ? C17 C18 H18 120.2 . . ? C19 C18 H18 120.2 . . ? O2 C19 C20 124.8(5) . . ? O2 C19 C18 115.5(5) . . ? C20 C19 C18 119.7(5) . . ? C19 C20 C21 120.0(5) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C16 C21 C20 121.7(5) . . ? C16 C21 H21 119.2 . . ? C20 C21 H21 119.2 . . ? O2 C22 H22A 109.5 . . ? O2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C28 C23 C24 119.6(5) . . ? C28 C23 S1 119.6(5) . . ? C24 C23 S1 120.8(5) . . ? C23 C24 C25 119.4(6) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 120.8(6) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C27 C26 C25 117.9(6) . . ? C27 C26 C29 122.1(7) . . ? C25 C26 C29 120.0(7) . . ? C26 C27 C28 121.9(6) . . ? C26 C27 H27 119.0 . . ? C28 C27 H27 119.0 . . ? C23 C28 C27 120.3(6) . . ? C23 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C9 O1 C12 117.7(5) . . ? C19 O2 C22 116.8(5) . . ? O4 S1 O5 112.7(3) . . ? O4 S1 O3 113.2(3) . . ? O5 S1 O3 111.4(3) . . ? O4 S1 C23 107.5(3) . . ? O5 S1 C23 106.2(3) . . ? O3 S1 C23 105.1(2) . . ? C3 N2 N1 111.3(5) . . ? C3 N2 H2 131.8 . . ? N1 N2 H2 116.8 . . ? N3 C15 C14 111.3(5) . . ? N3 C15 H15 124.4 . . ? C14 C15 H15 124.4 . . ? N1 Ag1 N1 180.00(16) . 3_666 ? N3 Ag2 N3 180.000(1) 3_567 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 N4 N3 C15 -0.5(6) . . . . ? C13 N4 N3 Ag2 179.5(4) . . . . ? N2 C3 C4 C5 0.0(7) . . . . ? C6 C3 C4 C5 -178.4(6) . . . . ? N2 N1 C5 C4 -0.4(8) . . . . ? Ag1 N1 C5 C4 168.6(4) . . . . ? C3 C4 C5 N1 0.3(8) . . . . ? C4 C3 C6 C11 2.7(10) . . . . ? N2 C3 C6 C11 -175.5(5) . . . . ? C4 C3 C6 C7 -177.9(6) . . . . ? N2 C3 C6 C7 3.9(9) . . . . ? C11 C6 C7 C8 -1.9(9) . . . . ? C3 C6 C7 C8 178.7(5) . . . . ? C6 C7 C8 C9 0.9(9) . . . . ? C7 C8 C9 O1 -179.1(6) . . . . ? C7 C8 C9 C10 1.1(10) . . . . ? O1 C9 C10 C11 178.2(6) . . . . ? C8 C9 C10 C11 -2.0(10) . . . . ? C7 C6 C11 C10 1.0(10) . . . . ? C3 C6 C11 C10 -179.6(6) . . . . ? C9 C10 C11 C6 1.0(10) . . . . ? N3 N4 C13 C14 -0.5(6) . . . . ? N3 N4 C13 C16 -179.1(5) . . . . ? C15 C14 C13 N4 1.3(7) . . . . ? C15 C14 C13 C16 179.7(6) . . . . ? N4 C13 C16 C21 175.9(5) . . . . ? C14 C13 C16 C21 -2.3(10) . . . . ? N4 C13 C16 C17 -5.4(9) . . . . ? C14 C13 C16 C17 176.4(6) . . . . ? C21 C16 C17 C18 1.2(9) . . . . ? C13 C16 C17 C18 -177.5(6) . . . . ? C16 C17 C18 C19 -0.5(10) . . . . ? C17 C18 C19 O2 178.5(5) . . . . ? C17 C18 C19 C20 0.1(9) . . . . ? O2 C19 C20 C21 -178.7(6) . . . . ? C18 C19 C20 C21 -0.4(9) . . . . ? C17 C16 C21 C20 -1.5(9) . . . . ? C13 C16 C21 C20 177.2(5) . . . . ? C19 C20 C21 C16 1.2(9) . . . . ? C28 C23 C24 C25 2.0(9) . . . . ? S1 C23 C24 C25 -176.8(5) . . . . ? C23 C24 C25 C26 1.0(10) . . . . ? C24 C25 C26 C27 -2.7(10) . . . . ? C24 C25 C26 C29 178.3(6) . . . . ? C25 C26 C27 C28 1.3(10) . . . . ? C29 C26 C27 C28 -179.7(6) . . . . ? C24 C23 C28 C27 -3.4(9) . . . . ? S1 C23 C28 C27 175.5(5) . . . . ? C26 C27 C28 C23 1.7(10) . . . . ? C8 C9 O1 C12 7.3(10) . . . . ? C10 C9 O1 C12 -172.9(6) . . . . ? C20 C19 O2 C22 2.7(8) . . . . ? C18 C19 O2 C22 -175.6(5) . . . . ? C28 C23 S1 O4 48.6(5) . . . . ? C24 C23 S1 O4 -132.5(5) . . . . ? C28 C23 S1 O5 169.5(4) . . . . ? C24 C23 S1 O5 -11.6(5) . . . . ? C28 C23 S1 O3 -72.3(5) . . . . ? C24 C23 S1 O3 106.6(5) . . . . ? C4 C3 N2 N1 -0.2(7) . . . . ? C6 C3 N2 N1 178.4(5) . . . . ? C5 N1 N2 C3 0.4(7) . . . . ? Ag1 N1 N2 C3 -169.2(4) . . . . ? N4 N3 C15 C14 1.4(7) . . . . ? Ag2 N3 C15 C14 -178.7(4) . . . . ? C13 C14 C15 N3 -1.7(8) . . . . ? C5 N1 Ag1 N1 104(100) . . . 3_666 ? N2 N1 Ag1 N1 -89(100) . . . 3_666 ? C15 N3 Ag2 N3 -101(100) . . . 3_567 ? N4 N3 Ag2 N3 79(100) . . . 3_567 ? 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 H2 O3 0.94 1.94 2.865(6) 169.8 . N2 H2 S1 0.94 2.83 3.690(5) 153.7 . N4 H4 O5 1.06 1.75 2.805(6) 171.5 1_455 N4 H4 S1 1.06 2.77 3.780(5) 159.0 1_455 _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 25.57 _diffrn_measured_fraction_theta_full 0.902 _refine_diff_density_max 1.827 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.073