# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jonathan Steed' _publ_contact_author_email JON.STEED@DUR.AC.UK _publ_section_title ; Ion-Pair Binding by Mixed N,S-Donor 2-Ureidopyridine Ligands ; loop_ _publ_author_name 'Jonathan Steed' 'Judith Howard' 'Naseem Qureshi' 'Dimitrii S Yufit' # Attachment '5_for_Dalton_revised.cif' data_1A_s278 _database_code_depnum_ccdc_archive 'CCDC 724612' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H13 N3 O S, Ag, CH3CO2' _chemical_formula_sum 'C15 H16 Ag N3 O3 S' _chemical_formula_weight 426.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '-P 2ybc ' _symmetry_int_tables_number 14 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 4.3552(1) _cell_length_b 19.5739(6) _cell_length_c 18.4288(6) _cell_angle_alpha 90.00 _cell_angle_beta 95.12(2) _cell_angle_gamma 90.00 _cell_volume 1564.75(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6466 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 31.99 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.809 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.439 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; XPREP (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.6887 _exptl_absorpt_correction_T_max 0.8935 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14537 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_av_sigmaI/netI 0.0427 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 29.00 _reflns_number_total 4130 _reflns_number_gt 3386 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.630 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.45 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.45' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0600P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4130 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0462 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.1035 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.50934(5) 0.713243(11) 0.258907(12) 0.03218(10) Uani 1 1 d . . . S1 S 0.91759(16) 0.80943(3) 0.25811(3) 0.02220(14) Uani 1 1 d . . . O1 O 0.2050(4) 0.99152(9) 0.34612(9) 0.0246(4) Uani 1 1 d . . . O2 O 0.4262(5) 0.71273(10) 0.37931(11) 0.0290(4) Uani 1 1 d . . . O3 O 0.0609(6) 0.64161(11) 0.33542(11) 0.0382(5) Uani 1 1 d . . . N1 N 0.2260(5) 1.02805(11) 0.22807(11) 0.0221(4) Uani 1 1 d . . . N2 N -0.0809(6) 1.08331(12) 0.30139(13) 0.0236(5) Uani 1 1 d . . . N3 N -0.3820(5) 1.16370(11) 0.35008(12) 0.0250(5) Uani 1 1 d . . . C1 C 0.9052(7) 0.83655(15) 0.35162(15) 0.0273(6) Uani 1 1 d . . . C2 C 0.7447(6) 0.87982(12) 0.20863(13) 0.0204(5) Uani 1 1 d . . . C3 C 0.5525(6) 0.92486(14) 0.24058(13) 0.0199(5) Uani 1 1 d . . . C4 C 0.4245(6) 0.98003(13) 0.20053(13) 0.0206(5) Uani 1 1 d . . . C5 C 0.4918(6) 0.98844(14) 0.12804(14) 0.0240(5) Uani 1 1 d . . . C6 C 0.6806(6) 0.94266(15) 0.09677(14) 0.0262(5) Uani 1 1 d . . . C7 C 0.8113(6) 0.88747(14) 0.13654(14) 0.0237(5) Uani 1 1 d . . . C8 C 0.1243(6) 1.03060(12) 0.29622(13) 0.0209(5) Uani 1 1 d . . . C9 C -0.2172(6) 1.10574(13) 0.36137(13) 0.0218(5) Uani 1 1 d . . . C10 C -0.1960(7) 1.07251(14) 0.42934(14) 0.0257(5) Uani 1 1 d . . . C11 C -0.3349(7) 1.10157(16) 0.48569(15) 0.0304(6) Uani 1 1 d . . . C12 C -0.4930(7) 1.16236(16) 0.47523(15) 0.0325(6) Uani 1 1 d . . . C13 C -0.5139(8) 1.19117(16) 0.40713(16) 0.0326(6) Uani 1 1 d . . . C14 C 0.2132(6) 0.67133(13) 0.38739(14) 0.0239(5) Uani 1 1 d . . . C15 C 0.1223(8) 0.65830(19) 0.46348(16) 0.0345(7) Uani 1 1 d . . . H1N H 0.150(8) 1.0585(18) 0.1983(19) 0.031(8) Uiso 1 1 d . . . H2N H -0.126(8) 1.0995(17) 0.2716(18) 0.022(9) Uiso 1 1 d . . . H1A H 0.700(9) 0.8314(17) 0.3661(19) 0.036(9) Uiso 1 1 d . . . H1B H 0.984(8) 0.8796(19) 0.3600(19) 0.038(9) Uiso 1 1 d . . . H1C H 1.062(8) 0.806(2) 0.384(2) 0.040(10) Uiso 1 1 d . . . H3 H 0.503(6) 0.9176(15) 0.2826(17) 0.017(7) Uiso 1 1 d . . . H5 H 0.422(7) 1.0259(17) 0.1053(18) 0.029(8) Uiso 1 1 d . . . H6 H 0.736(9) 0.9520(19) 0.046(2) 0.047(10) Uiso 1 1 d . . . H7 H 0.967(7) 0.8557(17) 0.1158(17) 0.026(8) Uiso 1 1 d . . . H10 H -0.090(7) 1.0376(16) 0.4328(16) 0.022(8) Uiso 1 1 d . . . H11 H -0.329(8) 1.0762(19) 0.528(2) 0.041(10) Uiso 1 1 d . . . H12 H -0.592(8) 1.1853(18) 0.5079(19) 0.032(9) Uiso 1 1 d . . . H13 H -0.608(8) 1.2330(19) 0.401(2) 0.037(9) Uiso 1 1 d . . . H15A H 0.252(10) 0.685(2) 0.499(2) 0.056(12) Uiso 1 1 d . . . H15B H -0.089(11) 0.673(2) 0.462(2) 0.063(13) Uiso 1 1 d . . . H15C H 0.123(11) 0.614(3) 0.468(3) 0.085(16) 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 Ag1 0.04362(16) 0.02942(14) 0.02496(13) -0.00661(8) 0.01110(9) -0.01239(9) S1 0.0243(3) 0.0201(3) 0.0228(3) 0.0016(2) 0.0049(2) 0.0013(2) O1 0.0318(9) 0.0240(9) 0.0175(8) 0.0019(7) -0.0006(7) 0.0028(8) O2 0.0326(11) 0.0330(11) 0.0217(9) 0.0013(7) 0.0043(8) -0.0057(8) O3 0.0538(13) 0.0340(11) 0.0284(10) -0.0122(9) 0.0120(9) -0.0177(10) N1 0.0271(11) 0.0220(10) 0.0169(9) 0.0035(8) 0.0009(8) 0.0048(9) N2 0.0338(12) 0.0214(11) 0.0153(10) 0.0028(8) 0.0001(9) 0.0045(9) N3 0.0326(12) 0.0233(11) 0.0196(10) -0.0026(8) 0.0050(9) 0.0017(9) C1 0.0369(16) 0.0241(13) 0.0202(12) -0.0007(10) -0.0013(11) 0.0001(12) C2 0.0204(11) 0.0194(11) 0.0213(11) 0.0005(9) 0.0010(9) -0.0031(9) C3 0.0204(11) 0.0235(12) 0.0158(11) 0.0029(9) 0.0016(9) -0.0022(9) C4 0.0200(11) 0.0220(12) 0.0197(11) -0.0003(9) 0.0009(9) -0.0031(9) C5 0.0258(13) 0.0254(13) 0.0204(12) 0.0044(10) 0.0003(10) 0.0000(10) C6 0.0312(14) 0.0313(14) 0.0166(11) 0.0018(10) 0.0042(10) -0.0023(11) C7 0.0260(12) 0.0251(13) 0.0204(11) -0.0042(9) 0.0042(10) -0.0003(10) C8 0.0235(12) 0.0197(11) 0.0191(11) -0.0014(9) -0.0007(9) -0.0024(9) C9 0.0250(12) 0.0213(12) 0.0188(11) -0.0014(9) 0.0007(9) -0.0026(10) C10 0.0319(14) 0.0243(13) 0.0204(12) 0.0011(9) -0.0003(10) 0.0029(11) C11 0.0368(15) 0.0377(15) 0.0164(11) -0.0004(11) 0.0012(10) -0.0015(12) C12 0.0421(17) 0.0359(15) 0.0206(13) -0.0040(11) 0.0092(12) 0.0034(13) C13 0.0450(17) 0.0296(15) 0.0242(13) -0.0018(11) 0.0085(12) 0.0084(13) C14 0.0303(13) 0.0197(12) 0.0220(12) 0.0010(9) 0.0036(10) 0.0035(10) C15 0.0399(17) 0.0410(18) 0.0229(13) 0.0069(12) 0.0041(12) -0.0060(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 2.254(2) 2_545 yes Ag1 O2 2.280(2) . yes Ag1 S1 2.5905(7) . yes S1 C2 1.782(3) . yes S1 C1 1.809(3) . yes O1 C8 1.223(3) . yes O2 C14 1.251(3) . yes O3 C14 1.258(3) . yes N1 C8 1.369(3) . yes N1 C4 1.402(3) . yes N1 H1N 0.86(4) . ? N2 C9 1.373(3) . yes N2 C8 1.374(3) . yes N2 H2N 0.65(3) . ? N3 C9 1.349(3) . yes N3 C13 1.354(4) . yes N3 Ag1 2.254(2) 2 yes C1 H1A 0.96(4) . ? C1 H1B 0.92(4) . ? C1 H1C 1.05(4) . ? C2 C3 1.383(4) . yes C2 C7 1.393(3) . yes C3 C4 1.396(3) . yes C3 H3 0.83(3) . ? C4 C5 1.403(3) . yes C5 C6 1.377(4) . yes C5 H5 0.89(3) . ? C6 C7 1.398(4) . yes C6 H6 1.00(4) . ? C7 H7 1.02(3) . ? C9 C10 1.407(4) . yes C10 C11 1.371(4) . yes C10 H10 0.82(3) . ? C11 C12 1.380(4) . yes C11 H11 0.92(4) . ? C12 C13 1.371(4) . yes C12 H12 0.89(4) . ? C13 H13 0.92(4) . ? C14 C15 1.512(4) . yes C15 H15A 0.97(4) . ? C15 H15B 0.97(5) . ? C15 H15C 0.88(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 O2 144.81(8) 2_545 . yes N3 Ag1 S1 114.96(6) 2_545 . yes O2 Ag1 S1 100.22(5) . . yes C2 S1 C1 102.32(13) . . yes C2 S1 Ag1 107.81(8) . . yes C1 S1 Ag1 97.42(10) . . yes C14 O2 Ag1 107.61(17) . . yes C8 N1 C4 128.1(2) . . yes C8 N1 H1N 115(2) . . ? C4 N1 H1N 117(2) . . ? C9 N2 C8 128.8(2) . . yes C9 N2 H2N 114(3) . . ? C8 N2 H2N 117(3) . . ? C9 N3 C13 118.1(2) . . yes C9 N3 Ag1 125.77(16) . 2 yes C13 N3 Ag1 115.69(19) . 2 yes S1 C1 H1A 110(2) . . ? S1 C1 H1B 113(2) . . ? H1A C1 H1B 113(3) . . ? S1 C1 H1C 107(2) . . ? H1A C1 H1C 111(3) . . ? H1B C1 H1C 103(3) . . ? C3 C2 C7 121.5(2) . . yes C3 C2 S1 121.28(19) . . yes C7 C2 S1 117.2(2) . . yes C2 C3 C4 119.8(2) . . yes C2 C3 H3 120(2) . . ? C4 C3 H3 120(2) . . ? C3 C4 N1 123.9(2) . . yes C3 C4 C5 119.1(2) . . yes N1 C4 C5 117.0(2) . . yes C6 C5 C4 120.4(2) . . yes C6 C5 H5 122(2) . . ? C4 C5 H5 117(2) . . ? C5 C6 C7 120.9(2) . . yes C5 C6 H6 118(2) . . ? C7 C6 H6 121(2) . . ? C2 C7 C6 118.3(2) . . yes C2 C7 H7 119.6(18) . . ? C6 C7 H7 121.9(18) . . ? O1 C8 N1 124.9(2) . . yes O1 C8 N2 124.2(2) . . yes N1 C8 N2 110.9(2) . . yes N3 C9 N2 114.0(2) . . yes N3 C9 C10 121.2(2) . . yes N2 C9 C10 124.8(2) . . yes C11 C10 C9 119.0(3) . . yes C11 C10 H10 125(2) . . ? C9 C10 H10 116(2) . . ? C10 C11 C12 120.0(3) . . yes C10 C11 H11 116(2) . . ? C12 C11 H11 124(2) . . ? C13 C12 C11 118.3(3) . . yes C13 C12 H12 114(2) . . ? C11 C12 H12 127(2) . . ? N3 C13 C12 123.3(3) . . yes N3 C13 H13 119(2) . . ? C12 C13 H13 118(2) . . ? O2 C14 O3 123.7(3) . . yes O2 C14 C15 118.6(3) . . yes O3 C14 C15 117.6(3) . . yes C14 C15 H15A 110(3) . . ? C14 C15 H15B 104(3) . . ? H15A C15 H15B 111(4) . . ? C14 C15 H15C 105(3) . . ? H15A C15 H15C 118(4) . . ? H15B C15 H15C 108(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 N1 H1N O3 0.86(4) 1.94(4) 2.759(3) 159(3) 2 N1 H1N O3 0.86(4) 1.94(4) 2.759(3) 159(3) 2 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.547 _refine_diff_density_min -0.858 _refine_diff_density_rms 0.112 # File processed with modiCIFer Dec. 16,2005. I.A.Guzei, UW-Madison. #===END data_1B_s280 _database_code_depnum_ccdc_archive 'CCDC 724613' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C13 H13 N3 O S, Ag, CH3CO2' _chemical_formula_sum 'C15 H16 Ag N3 O3 S' _chemical_formula_weight 426.24 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_angle_alpha 73.7650(10) _cell_angle_beta 77.4020(10) _cell_angle_gamma 75.7730(10) _cell_formula_units_Z 2 _cell_length_a 7.6567(4) _cell_length_b 9.7852(4) _cell_length_c 11.5435(5) _cell_measurement_reflns_used 5829 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 31.482 _cell_measurement_theta_min 2.528 _cell_volume 794.47(6) _exptl_absorpt_coefficient_mu 1.417 _exptl_absorpt_correction_T_max 0.8483 _exptl_absorpt_correction_T_min 0.5260 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_F_000 428 _exptl_crystal_colour colourless _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_special_details ? _diffrn_ambient_temperature 120.0(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method 'omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 8976 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 1.86 _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 4137 _reflns_number_total 4591 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics Olex2 _computing_publication_material Olex2 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)/Bruker' _refine_diff_density_max 1.111 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.089 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0282 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 272 _refine_ls_number_reflns 4591 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.0789 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.3000P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.36039(2) 0.510504(15) 0.422355(13) 0.02565(6) Uani 1 1 d . . . S1 S 0.11255(7) 0.48150(5) 0.61432(4) 0.02155(10) Uani 1 1 d . . . O1 O 0.1661(2) 0.69730(15) 0.96124(13) 0.0251(3) Uani 1 1 d . . . O2 O 0.5473(2) 0.29579(16) 0.42017(14) 0.0273(3) Uani 1 1 d . . . O3 O 0.4067(2) 0.32439(16) 0.26339(14) 0.0268(3) Uani 1 1 d . . . N1 N 0.2880(2) 0.45638(18) 1.03612(15) 0.0206(3) Uani 1 1 d . . . N2 N 0.2562(2) 0.61704(18) 1.15101(15) 0.0197(3) Uani 1 1 d . . . N3 N 0.2748(2) 0.72709(17) 1.29791(14) 0.0194(3) Uani 1 1 d . . . C1 C 0.0210(3) 0.6658(2) 0.62652(19) 0.0244(4) Uani 1 1 d . . . C2 C 0.2046(2) 0.3957(2) 0.75148(16) 0.0186(3) Uani 1 1 d . . . C3 C 0.2086(3) 0.4705(2) 0.83635(17) 0.0196(3) Uani 1 1 d . . . C4 C 0.2800(2) 0.3929(2) 0.94308(17) 0.0185(3) Uani 1 1 d . . . C5 C 0.3480(3) 0.2434(2) 0.96123(18) 0.0217(4) Uani 1 1 d . . . C6 C 0.3416(3) 0.1719(2) 0.87492(19) 0.0242(4) Uani 1 1 d . . . C7 C 0.2695(3) 0.2465(2) 0.76919(18) 0.0226(4) Uani 1 1 d . . . C8 C 0.2312(2) 0.5990(2) 1.04158(17) 0.0189(3) Uani 1 1 d . . . C9 C 0.2235(2) 0.7442(2) 1.18938(16) 0.0180(3) Uani 1 1 d . . . C10 C 0.1436(3) 0.8805(2) 1.12321(18) 0.0214(4) Uani 1 1 d . . . C11 C 0.1203(3) 1.0000(2) 1.17053(19) 0.0233(4) Uani 1 1 d . . . C12 C 0.1777(3) 0.9828(2) 1.28096(19) 0.0244(4) Uani 1 1 d . . . C13 C 0.2534(3) 0.8458(2) 1.34128(18) 0.0225(4) Uani 1 1 d . . . C14 C 0.5178(3) 0.2529(2) 0.33377(17) 0.0209(3) Uani 1 1 d . . . C15 C 0.6237(3) 0.1064(2) 0.3148(2) 0.0301(4) Uani 1 1 d . . . H1N H 0.330(3) 0.409(3) 1.088(2) 0.018(6) Uiso 1 1 d . . . H2N H 0.297(4) 0.552(3) 1.190(3) 0.029(7) Uiso 1 1 d . . . H1A H -0.069(4) 0.664(3) 0.693(3) 0.036(8) Uiso 1 1 d . . . H1B H 0.117(4) 0.717(3) 0.630(3) 0.029(7) Uiso 1 1 d . . . H1C H -0.033(4) 0.708(3) 0.551(3) 0.032(7) Uiso 1 1 d . . . H4 H 0.168(4) 0.574(3) 0.825(2) 0.025(6) Uiso 1 1 d . . . H5 H 0.393(3) 0.193(3) 1.036(2) 0.020(6) Uiso 1 1 d . . . H6 H 0.380(4) 0.071(4) 0.892(3) 0.042(8) Uiso 1 1 d . . . H7 H 0.264(4) 0.196(3) 0.709(3) 0.028(7) Uiso 1 1 d . . . H10 H 0.107(3) 0.894(3) 1.046(2) 0.020(6) Uiso 1 1 d . . . H11 H 0.075(4) 1.079(3) 1.131(3) 0.026(7) Uiso 1 1 d . . . H12 H 0.172(4) 1.056(4) 1.308(3) 0.047(9) Uiso 1 1 d . . . H13 H 0.296(3) 0.831(3) 1.415(3) 0.023(6) Uiso 1 1 d . . . H152 H 0.700(5) 0.067(4) 0.369(3) 0.048(9) Uiso 1 1 d . . . H151 H 0.550(5) 0.041(4) 0.333(3) 0.050(9) Uiso 1 1 d . . . H153 H 0.687(5) 0.115(4) 0.232(4) 0.054(10) 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 Ag1 0.03747(10) 0.02092(9) 0.01979(9) -0.00446(6) -0.01336(6) -0.00077(6) S1 0.0298(2) 0.0212(2) 0.0164(2) -0.00380(16) -0.00927(17) -0.00588(18) O1 0.0369(8) 0.0217(6) 0.0168(6) -0.0029(5) -0.0119(6) -0.0013(6) O2 0.0328(8) 0.0254(7) 0.0246(7) -0.0066(6) -0.0145(6) 0.0020(6) O3 0.0300(7) 0.0252(7) 0.0257(7) -0.0039(6) -0.0150(6) 0.0008(6) N1 0.0285(8) 0.0199(7) 0.0142(7) -0.0028(6) -0.0110(6) -0.0010(6) N2 0.0257(8) 0.0188(7) 0.0155(7) -0.0016(6) -0.0111(6) -0.0019(6) N3 0.0248(7) 0.0194(7) 0.0148(7) -0.0017(5) -0.0064(6) -0.0060(6) C1 0.0267(9) 0.0235(9) 0.0231(9) -0.0049(7) -0.0084(8) -0.0017(7) C2 0.0212(8) 0.0207(8) 0.0150(8) -0.0027(6) -0.0054(6) -0.0059(6) C3 0.0235(8) 0.0201(8) 0.0151(8) -0.0025(6) -0.0058(6) -0.0040(7) C4 0.0195(8) 0.0214(8) 0.0157(8) -0.0042(6) -0.0035(6) -0.0056(6) C5 0.0252(9) 0.0220(8) 0.0173(8) -0.0023(7) -0.0066(7) -0.0035(7) C6 0.0302(9) 0.0186(8) 0.0232(9) -0.0048(7) -0.0079(8) -0.0005(7) C7 0.0294(9) 0.0208(8) 0.0197(8) -0.0067(7) -0.0065(7) -0.0042(7) C8 0.0194(8) 0.0224(8) 0.0154(8) -0.0032(6) -0.0050(6) -0.0046(6) C9 0.0188(8) 0.0204(8) 0.0153(8) -0.0032(6) -0.0044(6) -0.0045(6) C10 0.0240(9) 0.0223(8) 0.0179(8) -0.0022(7) -0.0082(7) -0.0032(7) C11 0.0262(9) 0.0204(8) 0.0214(9) -0.0021(7) -0.0078(7) -0.0011(7) C12 0.0317(10) 0.0196(8) 0.0237(9) -0.0061(7) -0.0082(8) -0.0037(7) C13 0.0290(9) 0.0226(9) 0.0181(8) -0.0043(7) -0.0085(7) -0.0056(7) C14 0.0195(8) 0.0230(8) 0.0189(8) -0.0029(7) -0.0041(7) -0.0034(7) C15 0.0321(11) 0.0260(10) 0.0320(11) -0.0096(8) -0.0118(9) 0.0031(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 O2 2.2357(15) . ? Ag1 N3 2.2383(15) 1_554 ? Ag1 S1 2.5828(5) . ? Ag1 Ag1 3.0126(3) 2_666 ? S1 C2 1.7782(19) . ? S1 C1 1.800(2) . ? O1 C8 1.225(2) . ? O2 C14 1.265(2) . ? O3 C14 1.251(2) . ? N1 C8 1.371(2) . ? N1 C4 1.401(2) . ? N1 H1N 0.73(3) . ? N2 C8 1.382(2) . ? N2 C9 1.383(2) . ? N2 H2N 0.71(3) . ? N3 C9 1.348(2) . ? N3 C13 1.350(3) . ? N3 Ag1 2.2383(15) 1_556 ? C1 H1A 0.91(3) . ? C1 H1B 1.00(3) . ? C1 H1C 0.98(3) . ? C2 C3 1.387(3) . ? C2 C7 1.393(3) . ? C3 C4 1.400(3) . ? C3 H4 0.97(3) . ? C4 C5 1.399(3) . ? C5 C6 1.382(3) . ? C5 H5 0.95(3) . ? C6 C7 1.387(3) . ? C6 H6 0.94(3) . ? C7 H7 0.98(3) . ? C9 C10 1.403(3) . ? C10 C11 1.382(3) . ? C10 H10 0.96(3) . ? C11 C12 1.391(3) . ? C11 H11 0.81(3) . ? C12 C13 1.375(3) . ? C12 H12 0.85(4) . ? C13 H13 0.94(3) . ? C14 C15 1.512(3) . ? C15 H152 0.89(4) . ? C15 H151 0.90(4) . ? C15 H153 0.96(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 O2 Ag1 N3 140.95(6) . 1_554 ? O2 Ag1 S1 109.13(4) . . ? N3 Ag1 S1 107.93(4) 1_554 . ? O2 Ag1 Ag1 74.80(4) . 2_666 ? N3 Ag1 Ag1 116.85(4) 1_554 2_666 ? S1 Ag1 Ag1 90.427(13) . 2_666 ? C2 S1 C1 104.17(9) . . ? C2 S1 Ag1 112.95(6) . . ? C1 S1 Ag1 103.02(7) . . ? C14 O2 Ag1 107.10(12) . . ? C8 N1 C4 128.32(16) . . ? C8 N1 H1N 114(2) . . ? C4 N1 H1N 117(2) . . ? C8 N2 C9 128.48(16) . . ? C8 N2 H2N 114(2) . . ? C9 N2 H2N 117(2) . . ? C9 N3 C13 118.51(16) . . ? C9 N3 Ag1 123.68(13) . 1_556 ? C13 N3 Ag1 117.33(12) . 1_556 ? S1 C1 H1A 108.2(19) . . ? S1 C1 H1B 112.6(15) . . ? H1A C1 H1B 112(2) . . ? S1 C1 H1C 101.8(17) . . ? H1A C1 H1C 110(2) . . ? H1B C1 H1C 112(2) . . ? C3 C2 C7 122.08(17) . . ? C3 C2 S1 122.73(14) . . ? C7 C2 S1 115.18(15) . . ? C2 C3 C4 118.59(17) . . ? C2 C3 H4 123.8(16) . . ? C4 C3 H4 117.6(16) . . ? C5 C4 C3 119.91(18) . . ? C5 C4 N1 116.43(17) . . ? C3 C4 N1 123.66(17) . . ? C6 C5 C4 120.04(18) . . ? C6 C5 H5 121.8(15) . . ? C4 C5 H5 118.1(15) . . ? C5 C6 C7 120.98(18) . . ? C5 C6 H6 118(2) . . ? C7 C6 H6 121(2) . . ? C6 C7 C2 118.39(18) . . ? C6 C7 H7 120.9(16) . . ? C2 C7 H7 120.7(16) . . ? O1 C8 N1 125.01(18) . . ? O1 C8 N2 124.33(18) . . ? N1 C8 N2 110.65(16) . . ? N3 C9 N2 114.14(16) . . ? N3 C9 C10 121.79(17) . . ? N2 C9 C10 124.07(17) . . ? C11 C10 C9 118.59(18) . . ? C11 C10 H10 118.6(15) . . ? C9 C10 H10 122.8(15) . . ? C10 C11 C12 119.58(18) . . ? C10 C11 H11 118(2) . . ? C12 C11 H11 122(2) . . ? C13 C12 C11 118.62(19) . . ? C13 C12 H12 121(2) . . ? C11 C12 H12 120(2) . . ? N3 C13 C12 122.88(19) . . ? N3 C13 H13 116.2(16) . . ? C12 C13 H13 120.9(16) . . ? O3 C14 O2 123.91(18) . . ? O3 C14 C15 118.30(19) . . ? O2 C14 C15 117.79(18) . . ? C14 C15 H152 110(2) . . ? C14 C15 H151 111(2) . . ? H152 C15 H151 102(3) . . ? C14 C15 H153 111(2) . . ? H152 C15 H153 112(3) . . ? H151 C15 H153 111(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N O3 0.73(3) 2.12(3) 2.819(2) 163(3) 1_556 N2 H2N O3 0.71(3) 2.17(3) 2.857(2) 161(3) 1_556 #===END data_2_202A _database_code_depnum_ccdc_archive 'CCDC 724614' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C13 H13 N3 O S, Ag, NO3' _chemical_formula_sum 'C13 H13 Ag N4 O4 S' _chemical_formula_weight 429.20 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_angle_alpha 89.97(1) _cell_angle_beta 69.83(1) _cell_angle_gamma 75.89(1) _cell_formula_units_Z 2 _cell_length_a 7.9094(2) _cell_length_b 9.6883(3) _cell_length_c 10.6752(3) _cell_measurement_reflns_used 7100 _cell_measurement_temperature 120.0(2) _cell_measurement_theta_max 31.404 _cell_measurement_theta_min 2.176 _cell_volume 741.53(7) _exptl_absorpt_coefficient_mu 1.526 _exptl_absorpt_correction_T_max 0.9701 _exptl_absorpt_correction_T_min 0.5158 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_F_000 428 _exptl_crystal_colour colourless _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.922 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.02 _exptl_special_details ? _diffrn_ambient_temperature 120(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method 'omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type 'MO K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 9809 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 2.04 _diffrn_source_current 40.0 _diffrn_source_power 2.0 _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3884 _reflns_number_total 4302 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ? _computing_data_collection ? _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics Olex2 _computing_publication_material Olex2 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)/Bruker' _refine_diff_density_max 1.142 _refine_diff_density_min -1.517 _refine_diff_density_rms 0.104 _refine_ls_R_factor_all 0.0320 _refine_ls_R_factor_gt 0.0278 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 260 _refine_ls_number_reflns 4302 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.0716 _refine_ls_wR_factor_ref 0.0758 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.4000P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _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. ; _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap 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 0.68266(2) 0.944887(14) 0.581142(14) 0.02302(6) Uani 1 1 d . . . S1 S 0.80353(7) 1.15860(5) 0.53372(5) 0.01988(10) Uani 1 1 d . . . O1 O 1.2779(2) 0.88093(18) 0.11884(16) 0.0336(4) Uani 1 1 d . . . O2 O 0.7712(3) 0.74519(18) 0.40430(16) 0.0362(4) Uani 1 1 d . . . O3 O 0.6717(2) 0.93938(15) 0.32225(16) 0.0242(3) Uani 1 1 d . . . O4 O 0.8037(3) 0.73995(18) 0.19443(16) 0.0330(4) Uani 1 1 d . . . N1 N 1.1588(2) 1.07545(19) 0.02450(17) 0.0225(3) Uani 1 1 d . . . N2 N 1.4163(3) 0.90707(19) -0.10505(17) 0.0239(3) Uani 1 1 d . . . N3 N 1.6672(2) 0.77122(17) -0.27654(16) 0.0185(3) Uani 1 1 d . . . N4 N 0.7502(2) 0.80707(18) 0.30615(17) 0.0226(3) Uani 1 1 d . . . C1 C 0.6291(4) 1.3072(2) 0.6410(2) 0.0286(4) Uani 1 1 d . . . C2 C 0.8255(3) 1.20708(19) 0.36939(19) 0.0178(3) Uani 1 1 d . . . C3 C 0.9703(3) 1.1165(2) 0.26577(18) 0.0180(3) Uani 1 1 d . . . C4 C 1.0102(3) 1.1536(2) 0.13571(19) 0.0204(4) Uani 1 1 d . . . C5 C 0.9014(3) 1.2800(3) 0.1095(2) 0.0304(5) Uani 1 1 d . . . C6 C 0.7565(3) 1.3665(3) 0.2130(2) 0.0335(5) Uani 1 1 d . . . C7 C 0.7160(3) 1.3317(2) 0.3448(2) 0.0259(4) Uani 1 1 d . . . C8 C 1.2827(3) 0.9483(2) 0.0223(2) 0.0230(4) Uani 1 1 d . . . C9 C 1.5593(3) 0.7826(2) -0.1468(2) 0.0219(4) Uani 1 1 d . . . C10 C 1.5893(4) 0.6751(3) -0.0632(2) 0.0362(6) Uani 1 1 d . . . C11 C 1.7370(4) 0.5563(3) -0.1173(3) 0.0393(6) Uani 1 1 d . . . C12 C 1.8501(3) 0.5436(2) -0.2506(2) 0.0277(4) Uani 1 1 d . . . C13 C 1.8089(3) 0.6526(2) -0.3259(2) 0.0205(3) Uani 1 1 d . . . H1N H 1.176(4) 1.115(3) -0.045(3) 0.029(7) Uiso 1 1 d . . . H2N H 1.398(4) 0.954(4) -0.165(3) 0.035(8) Uiso 1 1 d . . . H1A H 0.622(5) 1.279(4) 0.727(4) 0.044(9) Uiso 1 1 d . . . H1B H 0.508(4) 1.327(3) 0.622(3) 0.034(8) Uiso 1 1 d . . . H1C H 0.675(5) 1.395(4) 0.626(3) 0.044(9) Uiso 1 1 d . . . H12 H 1.953(4) 0.466(3) -0.290(3) 0.020(6) Uiso 1 1 d . . . H3 H 1.049(4) 1.034(3) 0.280(3) 0.027(7) Uiso 1 1 d . . . H5 H 0.931(5) 1.303(4) 0.021(3) 0.041(9) Uiso 1 1 d . . . H6 H 0.681(5) 1.449(4) 0.193(4) 0.056(11) Uiso 1 1 d . . . H7 H 0.625(4) 1.394(3) 0.413(3) 0.027(7) Uiso 1 1 d . . . H10 H 1.514(5) 0.689(4) 0.026(4) 0.046(9) Uiso 1 1 d . . . H11 H 1.760(5) 0.479(4) -0.066(4) 0.057(11) Uiso 1 1 d . . . H13 H 1.878(4) 0.649(3) -0.413(3) 0.026(7) 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 Ag1 0.02828(9) 0.01472(8) 0.01996(9) 0.00460(5) -0.00402(6) -0.00130(6) S1 0.0234(2) 0.0177(2) 0.0158(2) 0.00465(16) -0.00542(17) -0.00274(17) O1 0.0369(9) 0.0287(8) 0.0189(7) 0.0100(6) -0.0015(6) 0.0086(7) O2 0.0543(11) 0.0261(8) 0.0196(7) 0.0053(6) -0.0137(7) 0.0060(7) O3 0.0255(7) 0.0159(6) 0.0280(7) 0.0037(5) -0.0090(6) -0.0001(5) O4 0.0512(10) 0.0243(7) 0.0166(7) 0.0013(6) -0.0073(7) -0.0042(7) N1 0.0246(8) 0.0205(8) 0.0142(7) 0.0064(6) -0.0029(6) 0.0029(6) N2 0.0256(8) 0.0209(8) 0.0161(7) 0.0068(6) -0.0036(6) 0.0048(6) N3 0.0197(7) 0.0156(7) 0.0185(7) 0.0035(5) -0.0061(6) -0.0025(6) N4 0.0263(8) 0.0191(7) 0.0187(8) 0.0040(6) -0.0066(6) -0.0013(6) C1 0.0423(12) 0.0174(9) 0.0184(9) 0.0007(7) -0.0061(8) -0.0007(8) C2 0.0189(8) 0.0170(8) 0.0171(8) 0.0047(6) -0.0059(6) -0.0047(6) C3 0.0167(8) 0.0209(8) 0.0148(8) 0.0028(6) -0.0042(6) -0.0039(6) C4 0.0190(8) 0.0204(8) 0.0176(8) 0.0037(7) -0.0046(7) -0.0003(7) C5 0.0326(11) 0.0285(10) 0.0175(9) 0.0071(8) -0.0052(8) 0.0091(9) C6 0.0343(11) 0.0297(11) 0.0213(10) 0.0069(8) -0.0050(8) 0.0120(9) C7 0.0255(9) 0.0240(9) 0.0193(9) 0.0026(7) -0.0048(7) 0.0053(8) C8 0.0229(9) 0.0209(9) 0.0182(9) 0.0042(7) -0.0038(7) 0.0017(7) C9 0.0224(9) 0.0183(8) 0.0203(9) 0.0053(7) -0.0057(7) 0.0002(7) C10 0.0404(13) 0.0308(11) 0.0206(10) 0.0114(9) -0.0030(9) 0.0095(10) C11 0.0448(14) 0.0298(11) 0.0281(11) 0.0122(9) -0.0081(10) 0.0107(10) C12 0.0294(10) 0.0206(9) 0.0271(10) 0.0038(8) -0.0097(8) 0.0040(8) C13 0.0218(8) 0.0168(8) 0.0195(9) 0.0020(7) -0.0056(7) -0.0017(7) _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 2.2636(16) 1_456 ? Ag1 S1 2.4674(5) . ? Ag1 O2 2.4957(17) . ? Ag1 O3 2.5789(15) 2_676 ? S1 C2 1.7768(19) . ? S1 C1 1.798(2) . ? O1 C8 1.215(2) . ? O2 N4 1.247(2) . ? O3 N4 1.264(2) . ? O3 Ag1 2.5789(15) 2_676 ? O4 N4 1.242(2) . ? N1 C8 1.369(2) . ? N1 C4 1.403(2) . ? N1 H1N 0.82(3) . ? N2 C9 1.386(2) . ? N2 C8 1.388(3) . ? N2 H2N 0.82(3) . ? N3 C9 1.341(3) . ? N3 C13 1.349(2) . ? N3 Ag1 2.2637(16) 1_654 ? C1 H1A 0.95(3) . ? C1 H1B 1.02(3) . ? C1 H1C 1.00(4) . ? C2 C7 1.387(3) . ? C2 C3 1.394(3) . ? C3 C4 1.382(3) . ? C3 H3 0.94(3) . ? C4 C5 1.404(3) . ? C5 C6 1.376(3) . ? C5 H5 0.93(3) . ? C6 C7 1.392(3) . ? C6 H6 0.95(4) . ? C7 H7 0.92(3) . ? C9 C10 1.401(3) . ? C10 C11 1.379(3) . ? C10 H10 0.92(4) . ? C11 C12 1.382(3) . ? C11 H11 0.95(4) . ? C12 C13 1.371(3) . ? C12 H12 0.93(3) . ? C13 H13 0.90(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 S1 140.33(4) 1_456 . ? N3 Ag1 O2 84.73(6) 1_456 . ? S1 Ag1 O2 121.58(5) . . ? N3 Ag1 O3 93.66(5) 1_456 2_676 ? S1 Ag1 O3 100.90(3) . 2_676 ? O2 Ag1 O3 112.80(6) . 2_676 ? C2 S1 C1 103.91(9) . . ? C2 S1 Ag1 111.59(6) . . ? C1 S1 Ag1 107.58(8) . . ? N4 O2 Ag1 103.72(12) . . ? N4 O3 Ag1 126.18(13) . 2_676 ? C8 N1 C4 127.49(17) . . ? C8 N1 H1N 118(2) . . ? C4 N1 H1N 114(2) . . ? C9 N2 C8 127.45(17) . . ? C9 N2 H2N 115(2) . . ? C8 N2 H2N 116(2) . . ? C9 N3 C13 118.17(17) . . ? C9 N3 Ag1 127.89(13) . 1_654 ? C13 N3 Ag1 112.73(13) . 1_654 ? O4 N4 O2 120.79(17) . . ? O4 N4 O3 120.26(17) . . ? O2 N4 O3 118.95(17) . . ? S1 C1 H1A 102(2) . . ? S1 C1 H1B 111.6(17) . . ? H1A C1 H1B 116(3) . . ? S1 C1 H1C 110(2) . . ? H1A C1 H1C 110(3) . . ? H1B C1 H1C 108(3) . . ? C7 C2 C3 121.60(18) . . ? C7 C2 S1 122.84(15) . . ? C3 C2 S1 115.40(14) . . ? C4 C3 C2 119.41(17) . . ? C4 C3 H3 117.4(18) . . ? C2 C3 H3 123.0(18) . . ? C3 C4 N1 124.56(17) . . ? C3 C4 C5 119.55(18) . . ? N1 C4 C5 115.86(17) . . ? C6 C5 C4 120.11(19) . . ? C6 C5 H5 122(2) . . ? C4 C5 H5 118(2) . . ? C5 C6 C7 121.1(2) . . ? C5 C6 H6 119(2) . . ? C7 C6 H6 120(2) . . ? C2 C7 C6 118.20(19) . . ? C2 C7 H7 121.9(18) . . ? C6 C7 H7 119.8(18) . . ? O1 C8 N1 124.68(19) . . ? O1 C8 N2 124.33(18) . . ? N1 C8 N2 110.98(17) . . ? N3 C9 N2 114.23(17) . . ? N3 C9 C10 121.89(19) . . ? N2 C9 C10 123.87(19) . . ? C11 C10 C9 118.1(2) . . ? C11 C10 H10 123(2) . . ? C9 C10 H10 119(2) . . ? C10 C11 C12 120.7(2) . . ? C10 C11 H11 121(2) . . ? C12 C11 H11 118(2) . . ? C13 C12 C11 117.5(2) . . ? C13 C12 H12 119.7(16) . . ? C11 C12 H12 122.8(16) . . ? N3 C13 C12 123.72(19) . . ? N3 C13 H13 115.5(19) . . ? C12 C13 H13 120.8(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N O4 0.82(3) 2.11(3) 2.920(2) 167(3) 2_775 N2 H2N O3 0.82(3) 2.13(3) 2.946(2) 173(3) 2_775 #===END data_3_s221 _database_code_depnum_ccdc_archive 'CCDC 724615' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H13 N3 O S, Ag, PF6' _chemical_formula_sum 'C13 H13 Ag F6 N3 O P S' _chemical_formula_weight 512.16 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' 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' 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_space_group_name_Hall 'P 2ac 2ab ' _symmetry_int_tables_number 19 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.7396(2) _cell_length_b 12.2836(2) _cell_length_c 15.3536(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1648.27(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120.0(2) _cell_measurement_reflns_used 6522 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 31.43 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.064 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 1.519 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.7509 _exptl_absorpt_correction_T_max 0.9144 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21967 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0193 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 30.00 _reflns_number_total 4817 _reflns_number_gt 4591 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.630 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.45 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.45' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0300P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.050(18) _refine_ls_number_reflns 4817 _refine_ls_number_parameters 243 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0272 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0615 _refine_ls_wR_factor_gt 0.0603 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.979 _refine_ls_shift/su_max 0.003 _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 0.59906(2) 1.088852(15) 0.168853(13) 0.02429(5) Uani 1 1 d . . . S1 S 0.46129(7) 0.91783(5) 0.18344(4) 0.02119(11) Uani 1 1 d . . . P1 P 0.87893(8) 0.97335(5) 0.99244(4) 0.02185(12) Uani 1 1 d . . . O1 O 0.5390(2) 0.67624(15) 0.47014(12) 0.0206(3) Uani 1 1 d . . . N1 N 0.7731(3) 0.7006(2) 0.40772(14) 0.0234(4) Uani 1 1 d . . . H1N H 0.857(5) 0.701(3) 0.421(3) 0.046(11) Uiso 1 1 d . . . N2 N 0.7489(2) 0.71609(18) 0.55463(14) 0.0200(4) Uani 1 1 d . . . H2N H 0.833(4) 0.744(3) 0.551(2) 0.028(9) Uiso 1 1 d . . . N3 N 0.7366(2) 0.77920(17) 0.69606(13) 0.0195(4) Uani 1 1 d . . . F1 F 0.8001(3) 0.85561(15) 0.98981(16) 0.0530(6) Uani 1 1 d . . . F2 F 0.7160(2) 1.02979(16) 0.97815(13) 0.0384(4) Uani 1 1 d . . . F3 F 0.8532(3) 0.97888(17) 1.09537(11) 0.0445(5) Uani 1 1 d . . . F4 F 0.9561(2) 1.09071(15) 0.99343(13) 0.0390(4) Uani 1 1 d . . . F5 F 1.0423(2) 0.91818(18) 1.00755(11) 0.0417(4) Uani 1 1 d . . . F6 F 0.9021(2) 0.96651(14) 0.88903(10) 0.0327(3) Uani 1 1 d . . . C1 C 0.4058(4) 0.8944(2) 0.07152(17) 0.0288(5) Uani 1 1 d . . . H1A H 0.3478 0.8263 0.0676 0.043 Uiso 1 1 calc R . . H1B H 0.4976 0.8893 0.0351 0.043 Uiso 1 1 calc R . . H1C H 0.3420 0.9549 0.0513 0.043 Uiso 1 1 calc R . . C2 C 0.5865(3) 0.80704(18) 0.20791(15) 0.0192(4) Uani 1 1 d . . . C3 C 0.6278(3) 0.7951(2) 0.29552(16) 0.0203(4) Uani 1 1 d . . . H3A H 0.5912 0.8449 0.3380 0.024 Uiso 1 1 calc R . . C4 C 0.7229(3) 0.7098(2) 0.31945(15) 0.0200(4) Uani 1 1 d . . . C5 C 0.7739(3) 0.6344(2) 0.25838(18) 0.0236(5) Uani 1 1 d . . . H5A H 0.8372 0.5753 0.2754 0.028 Uiso 1 1 calc R . . C6 C 0.7304(3) 0.6474(2) 0.17194(18) 0.0257(5) Uani 1 1 d . . . H6A H 0.7656 0.5971 0.1294 0.031 Uiso 1 1 calc R . . C7 C 0.6358(3) 0.73313(19) 0.14690(16) 0.0232(5) Uani 1 1 d . . . H7A H 0.6054 0.7405 0.0878 0.028 Uiso 1 1 calc R . . C8 C 0.6779(3) 0.69663(19) 0.47708(17) 0.0188(4) Uani 1 1 d . . . C9 C 0.6810(3) 0.70996(19) 0.63643(15) 0.0176(4) Uani 1 1 d . . . C10 C 0.5658(3) 0.6347(2) 0.65563(16) 0.0207(4) Uani 1 1 d . . . H10A H 0.5270 0.5871 0.6121 0.025 Uiso 1 1 calc R . . C11 C 0.5099(3) 0.6317(2) 0.74035(18) 0.0256(5) Uani 1 1 d . . . H11A H 0.4316 0.5815 0.7555 0.031 Uiso 1 1 calc R . . C12 C 0.5683(3) 0.7018(2) 0.80280(17) 0.0255(5) Uani 1 1 d . . . H12A H 0.5314 0.7002 0.8610 0.031 Uiso 1 1 calc R . . C13 C 0.6812(3) 0.7740(2) 0.77832(16) 0.0238(5) Uani 1 1 d . . . H13A H 0.7218 0.8220 0.8209 0.029 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 0.02474(8) 0.01967(8) 0.02848(9) -0.00166(7) 0.00393(8) -0.00354(7) S1 0.0192(2) 0.0194(2) 0.0249(3) 0.0022(2) -0.0017(2) -0.0018(2) P1 0.0249(3) 0.0186(3) 0.0221(3) 0.0024(2) 0.0035(2) 0.0047(2) O1 0.0154(7) 0.0240(8) 0.0225(8) 0.0015(7) -0.0033(6) -0.0042(6) N1 0.0144(9) 0.0365(12) 0.0193(10) 0.0011(8) -0.0016(8) -0.0006(9) N2 0.0145(9) 0.0258(10) 0.0198(9) 0.0021(8) -0.0003(7) -0.0022(8) N3 0.0199(9) 0.0209(9) 0.0178(9) 0.0027(7) -0.0003(7) 0.0005(8) F1 0.0778(16) 0.0205(9) 0.0607(14) -0.0012(9) 0.0215(13) -0.0124(9) F2 0.0249(8) 0.0411(10) 0.0492(11) -0.0028(8) -0.0026(8) 0.0111(7) F3 0.0603(13) 0.0495(11) 0.0236(8) 0.0050(8) 0.0132(8) 0.0271(10) F4 0.0393(9) 0.0297(8) 0.0480(10) -0.0028(9) -0.0071(8) -0.0096(8) F5 0.0387(9) 0.0576(12) 0.0287(8) 0.0008(9) 0.0005(7) 0.0302(9) F6 0.0397(9) 0.0375(9) 0.0209(7) 0.0021(6) -0.0001(7) 0.0061(9) C1 0.0292(12) 0.0279(13) 0.0293(12) 0.0035(9) -0.0092(11) -0.0061(11) C2 0.0207(10) 0.0174(10) 0.0196(10) 0.0016(8) 0.0002(9) -0.0026(9) C3 0.0199(11) 0.0212(10) 0.0198(10) -0.0026(8) 0.0032(8) -0.0029(8) C4 0.0169(9) 0.0235(10) 0.0195(11) 0.0010(9) -0.0009(8) -0.0044(8) C5 0.0239(11) 0.0196(11) 0.0275(12) -0.0001(9) 0.0013(10) -0.0010(9) C6 0.0317(12) 0.0224(11) 0.0229(11) -0.0040(10) 0.0046(11) 0.0001(9) C7 0.0345(13) 0.0143(9) 0.0208(11) 0.0006(8) -0.0059(9) -0.0044(9) C8 0.0152(9) 0.0162(10) 0.0250(11) 0.0044(8) 0.0007(9) 0.0021(8) C9 0.0144(9) 0.0184(10) 0.0198(10) 0.0035(8) -0.0022(8) 0.0014(8) C10 0.0178(10) 0.0206(10) 0.0236(11) 0.0038(9) 0.0010(8) -0.0006(8) C11 0.0200(11) 0.0287(13) 0.0280(13) 0.0093(11) 0.0039(10) 0.0013(10) C12 0.0227(12) 0.0328(13) 0.0212(11) 0.0054(10) 0.0044(9) 0.0039(10) C13 0.0259(12) 0.0244(12) 0.0212(11) 0.0009(9) -0.0005(9) 0.0028(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 N3 2.206(2) 2_674 yes Ag1 S1 2.4316(6) . yes S1 C2 1.786(3) . yes S1 C1 1.808(3) . yes P1 F4 1.5918(19) . yes P1 F5 1.5974(18) . yes P1 F3 1.5977(18) . yes P1 F2 1.5988(18) . yes P1 F1 1.602(2) . yes P1 F6 1.6027(16) . yes O1 C8 1.244(3) . yes N1 C8 1.352(3) . yes N1 C4 1.429(3) . yes N1 H1N 0.77(4) . ? N2 C8 1.364(3) . yes N2 C9 1.391(3) . yes N2 H2N 0.81(4) . ? N3 C9 1.341(3) . yes N3 C13 1.354(3) . yes N3 Ag1 2.206(2) 2_675 yes C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C7 1.374(3) . yes C2 C3 1.400(3) . yes C3 C4 1.387(3) . yes C3 H3A 0.9500 . ? C4 C5 1.391(3) . yes C5 C6 1.390(4) . yes C5 H5A 0.9500 . ? C6 C7 1.393(4) . yes C6 H6A 0.9500 . ? C7 H7A 0.9500 . ? C9 C10 1.398(3) . yes C10 C11 1.390(3) . yes C10 H10A 0.9500 . ? C11 C12 1.386(4) . yes C11 H11A 0.9500 . ? C12 C13 1.378(4) . yes C12 H12A 0.9500 . ? C13 H13A 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 N3 Ag1 S1 160.03(6) 2_674 . yes C2 S1 C1 104.06(12) . . yes C2 S1 Ag1 111.97(8) . . yes C1 S1 Ag1 100.52(9) . . yes F4 P1 F5 90.22(12) . . yes F4 P1 F3 90.66(11) . . yes F5 P1 F3 90.00(10) . . yes F4 P1 F2 89.21(11) . . yes F5 P1 F2 179.27(12) . . yes F3 P1 F2 89.55(11) . . yes F4 P1 F1 179.03(13) . . yes F5 P1 F1 90.29(13) . . yes F3 P1 F1 90.16(12) . . yes F2 P1 F1 90.29(13) . . yes F4 P1 F6 90.20(10) . . yes F5 P1 F6 90.51(10) . . yes F3 P1 F6 179.00(13) . . yes F2 P1 F6 89.95(11) . . yes F1 P1 F6 88.97(11) . . yes C8 N1 C4 124.1(2) . . yes C8 N1 H1N 112(3) . . ? C4 N1 H1N 124(3) . . ? C8 N2 C9 125.8(2) . . yes C8 N2 H2N 115(2) . . ? C9 N2 H2N 119(2) . . ? C9 N3 C13 118.5(2) . . yes C9 N3 Ag1 124.95(16) . 2_675 yes C13 N3 Ag1 116.38(17) . 2_675 yes S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C7 C2 C3 120.3(2) . . yes C7 C2 S1 123.50(19) . . yes C3 C2 S1 116.09(18) . . yes C4 C3 C2 119.2(2) . . yes C4 C3 H3A 120.4 . . ? C2 C3 H3A 120.4 . . ? C3 C4 C5 121.1(2) . . yes C3 C4 N1 119.7(2) . . yes C5 C4 N1 119.2(2) . . yes C6 C5 C4 118.7(2) . . yes C6 C5 H5A 120.7 . . ? C4 C5 H5A 120.7 . . ? C5 C6 C7 120.8(2) . . yes C5 C6 H6A 119.6 . . ? C7 C6 H6A 119.6 . . ? C2 C7 C6 119.8(2) . . yes C2 C7 H7A 120.1 . . ? C6 C7 H7A 120.1 . . ? O1 C8 N1 122.7(2) . . yes O1 C8 N2 123.7(2) . . yes N1 C8 N2 113.6(2) . . yes N3 C9 N2 115.3(2) . . yes N3 C9 C10 122.4(2) . . yes N2 C9 C10 122.2(2) . . yes C11 C10 C9 117.9(2) . . yes C11 C10 H10A 121.1 . . ? C9 C10 H10A 121.1 . . ? C12 C11 C10 120.1(2) . . yes C12 C11 H11A 120.0 . . ? C10 C11 H11A 120.0 . . ? C13 C12 C11 118.3(2) . . yes C13 C12 H12A 120.8 . . ? C11 C12 H12A 120.8 . . ? N3 C13 C12 122.7(2) . . yes N3 C13 H13A 118.6 . . ? C12 C13 H13A 118.6 . . ? 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 N1 H1N F4 0.77(4) 2.49(4) 3.119(3) 140(4) 3_746 N2 H2N O1 0.81(4) 2.08(4) 2.885(3) 174(3) 4_566 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.860 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.079 # File processed with modiCIFer Dec. 16,2005. I.A.Guzei, UW-Madison. #===END data__4_fncs _database_code_depnum_ccdc_archive 'CCDC 724616' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C52 H52 Ag N12 O4 S4, B F4, C4H8O' _chemical_formula_sum 'C56 H60 Ag B F4 N12 O5 S4' _chemical_formula_weight 1304.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' B B 0.0013 0.0007 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P c a 21 ' _symmetry_space_group_name_Hall 'P 2c -2ac ' _symmetry_int_tables_number 29 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 11.034(2) _cell_length_b 32.057(6) _cell_length_c 16.422(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5809(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 26.00 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2688 _exptl_absorpt_coefficient_mu 0.563 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; NUMABS (Rigaku Inc., 2007) ; _exptl_absorpt_correction_T_min 0.7978 _exptl_absorpt_correction_T_max 0.9833 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_device_type 'R-AXIS SPIDER' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 10.0000 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36273 _diffrn_reflns_av_R_equivalents 0.1189 _diffrn_reflns_av_sigmaI/netI 0.1216 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 26.00 _reflns_number_total 11378 _reflns_number_gt 6787 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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. The structure is almost centrosymmetric, but the symmetry increase from Pca2(1) to Pbcn requires overlapping of BF4 anion and solvent THF molecule and also produces a number of observed reflections, which shoud be extinct in Pbcn. ; _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^)+(0.1000P)^2^+10.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.53(5) _refine_ls_number_reflns 11378 _refine_ls_number_parameters 684 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.1520 _refine_ls_R_factor_gt 0.0941 _refine_ls_wR_factor_ref 0.2317 _refine_ls_wR_factor_gt 0.2035 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.007 _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 0.88148(5) 0.24972(3) 0.06773(9) 0.0430(2) Uani 1 1 d . . . S1 S 0.7494(3) 0.29307(8) 0.1654(2) 0.0440(8) Uani 1 1 d . . . S2 S 1.0288(3) 0.20838(9) 0.1605(2) 0.0471(8) Uani 1 1 d . . . S3 S 1.0273(3) 0.29803(8) -0.01417(19) 0.0414(8) Uani 1 1 d . . . S4 S 0.7491(3) 0.20294(8) -0.02191(18) 0.0399(7) Uani 1 1 d . . . O1 O 0.6960(7) 0.4482(2) 0.1202(4) 0.0324(19) Uani 1 1 d . . . O2 O 1.0745(7) 0.0530(2) 0.0867(4) 0.0340(19) Uani 1 1 d . . . O3 O 1.0794(7) 0.4531(2) 0.0651(6) 0.040(2) Uani 1 1 d . . . O4 O 0.6907(7) 0.0460(2) 0.0296(5) 0.037(2) Uani 1 1 d . . . N1 N 0.8619(9) 0.4498(3) 0.2024(7) 0.042(3) Uani 1 1 d . . . H1D H 0.9114 0.4671 0.2272 0.051 Uiso 1 1 calc R . . N2 N 0.7666(8) 0.5115(2) 0.1592(5) 0.027(2) Uani 1 1 d . . . H2A H 0.7053 0.5222 0.1319 0.032 Uiso 1 1 calc R . . N3 N 0.9373(9) 0.5281(3) 0.2363(5) 0.035(2) Uani 1 1 d . . . N4 N 0.9073(9) 0.0498(3) 0.1661(6) 0.036(2) Uani 1 1 d . . . H4A H 0.8556 0.0319 0.1870 0.043 Uiso 1 1 calc R . . N5 N 1.0023(10) -0.0100(3) 0.1234(6) 0.040(2) Uani 1 1 d . . . H5B H 1.0636 -0.0200 0.0952 0.048 Uiso 1 1 calc R . . N6 N 0.8345(9) -0.0276(3) 0.2031(6) 0.038(2) Uani 1 1 d . . . N7 N 0.9076(9) 0.4572(3) -0.0174(7) 0.041(3) Uani 1 1 d . . . H7B H 0.8556 0.4755 -0.0368 0.049 Uiso 1 1 calc R . . N8 N 1.0089(9) 0.5159(3) 0.0256(6) 0.036(2) Uani 1 1 d . . . H8A H 1.0699 0.5265 0.0531 0.043 Uiso 1 1 calc R . . N9 N 0.8389(10) 0.5352(3) -0.0527(6) 0.037(3) Uani 1 1 d . . . N10 N 0.8580(8) 0.0438(3) -0.0542(6) 0.027(2) Uani 1 1 d . . . H10B H 0.9035 0.0262 -0.0818 0.032 Uiso 1 1 calc R . . N11 N 0.7626(10) -0.0165(3) -0.0082(6) 0.042(3) Uani 1 1 d . . . H11B H 0.7037 -0.0268 0.0219 0.051 Uiso 1 1 calc R . . N12 N 0.9349(9) -0.0346(3) -0.0875(6) 0.040(3) Uani 1 1 d . . . C1 C 0.6353(10) 0.3194(3) 0.1037(8) 0.051(4) Uani 1 1 d . . . H1A H 0.5832 0.3364 0.1390 0.077 Uiso 1 1 calc R . . H1B H 0.5859 0.2986 0.0753 0.077 Uiso 1 1 calc R . . H1C H 0.6754 0.3375 0.0638 0.077 Uiso 1 1 calc R . . C2 C 0.8451(11) 0.3338(3) 0.1977(7) 0.034(3) Uani 1 1 d . . . C3 C 0.8126(10) 0.3755(3) 0.1846(6) 0.031(3) Uani 1 1 d . . . H3A H 0.7404 0.3822 0.1560 0.037 Uiso 1 1 calc R . . C4 C 0.8895(11) 0.4077(3) 0.2148(7) 0.030(3) Uani 1 1 d . . . C5 C 0.9947(11) 0.3973(3) 0.2574(6) 0.033(3) Uani 1 1 d . . . H5A H 1.0456 0.4185 0.2788 0.040 Uiso 1 1 calc R . . C6 C 1.0233(11) 0.3565(3) 0.2681(6) 0.035(3) Uani 1 1 d . . . H6A H 1.0964 0.3494 0.2954 0.043 Uiso 1 1 calc R . . C7 C 0.9487(12) 0.3252(4) 0.2401(8) 0.048(4) Uani 1 1 d . . . H7A H 0.9698 0.2970 0.2506 0.058 Uiso 1 1 calc R . . C8 C 0.7723(12) 0.4689(4) 0.1589(8) 0.044(3) Uani 1 1 d . . . C9 C 0.8419(11) 0.5404(3) 0.1956(6) 0.032(3) Uani 1 1 d . . . C10 C 0.8044(12) 0.5825(3) 0.1874(7) 0.040(3) Uani 1 1 d . . . H10A H 0.7329 0.5905 0.1592 0.048 Uiso 1 1 calc R . . C11 C 0.8851(12) 0.6123(3) 0.2258(7) 0.042(3) Uani 1 1 d . . . H11A H 0.8668 0.6412 0.2210 0.050 Uiso 1 1 calc R . . C12 C 0.9853(11) 0.6011(3) 0.2681(6) 0.029(2) Uani 1 1 d . . . H12A H 1.0367 0.6212 0.2930 0.035 Uiso 1 1 calc R . . C13 C 1.0080(12) 0.5597(3) 0.2729(7) 0.043(3) Uani 1 1 d . . . H13A H 1.0769 0.5512 0.3034 0.052 Uiso 1 1 calc R . . C21 C 1.1450(12) 0.1880(4) 0.0993(7) 0.061(4) Uani 1 1 d . . . H21A H 1.2017 0.1722 0.1333 0.091 Uiso 1 1 calc R . . H21B H 1.1882 0.2109 0.0725 0.091 Uiso 1 1 calc R . . H21C H 1.1100 0.1695 0.0580 0.091 Uiso 1 1 calc R . . C22 C 0.9331(11) 0.1643(3) 0.1833(8) 0.039(3) Uani 1 1 d . . . C23 C 0.9623(10) 0.1240(3) 0.1607(7) 0.037(3) Uani 1 1 d . . . H23A H 1.0354 0.1183 0.1324 0.045 Uiso 1 1 calc R . . C24 C 0.8797(11) 0.0909(4) 0.1810(7) 0.037(3) Uani 1 1 d . . . C25 C 0.7775(11) 0.1005(3) 0.2259(7) 0.039(3) Uani 1 1 d . . . H25A H 0.7224 0.0791 0.2406 0.047 Uiso 1 1 calc R . . C26 C 0.7542(13) 0.1423(3) 0.2502(7) 0.049(3) Uani 1 1 d . . . H26A H 0.6829 0.1479 0.2806 0.059 Uiso 1 1 calc R . . C27 C 0.8296(11) 0.1746(4) 0.2318(7) 0.040(3) Uani 1 1 d . . . H27A H 0.8144 0.2022 0.2500 0.049 Uiso 1 1 calc R . . C28 C 0.9973(11) 0.0328(3) 0.1260(6) 0.032(3) Uani 1 1 d . . . C29 C 0.9290(13) -0.0398(4) 0.1568(8) 0.046(3) Uani 1 1 d . . . C30 C 0.9604(11) -0.0821(3) 0.1471(7) 0.040(3) Uani 1 1 d . . . H30A H 1.0277 -0.0899 0.1145 0.048 Uiso 1 1 calc R . . C31 C 0.8897(13) -0.1124(4) 0.1867(8) 0.051(4) Uani 1 1 d . . . H31A H 0.9118 -0.1410 0.1857 0.061 Uiso 1 1 calc R . . C32 C 0.7876(10) -0.0992(4) 0.2270(8) 0.047(3) Uani 1 1 d . . . H32A H 0.7332 -0.1189 0.2499 0.056 Uiso 1 1 calc R . . C33 C 0.7646(13) -0.0571(4) 0.2341(7) 0.053(4) Uani 1 1 d . . . H33A H 0.6942 -0.0488 0.2631 0.063 Uiso 1 1 calc R . . C41 C 1.1337(9) 0.3169(3) 0.0614(8) 0.042(2) Uani 1 1 d U . . H41A H 1.1924 0.3356 0.0353 0.063 Uiso 1 1 calc R . . H41B H 1.1765 0.2933 0.0858 0.063 Uiso 1 1 calc R . . H41C H 1.0897 0.3322 0.1039 0.063 Uiso 1 1 calc R . . C42 C 0.9287(11) 0.3397(3) -0.0356(7) 0.032(3) Uani 1 1 d . . . C43 C 0.9616(11) 0.3809(3) -0.0129(7) 0.033(3) Uani 1 1 d . . . H43A H 1.0339 0.3860 0.0169 0.040 Uiso 1 1 calc R . . C44 C 0.8849(11) 0.4141(4) -0.0353(8) 0.042(3) Uani 1 1 d . . . C45 C 0.7755(11) 0.4058(3) -0.0771(7) 0.040(3) Uani 1 1 d . . . H45A H 0.7226 0.4280 -0.0913 0.048 Uiso 1 1 calc R . . C46 C 0.7460(11) 0.3654(3) -0.0971(6) 0.033(2) Uani 1 1 d U . . H46A H 0.6722 0.3596 -0.1247 0.039 Uiso 1 1 calc R . . C47 C 0.8233(12) 0.3334(3) -0.0772(7) 0.038(3) Uani 1 1 d . . . H47A H 0.8025 0.3058 -0.0929 0.046 Uiso 1 1 calc R . . C48 C 1.0025(10) 0.4726(3) 0.0268(7) 0.030(3) Uani 1 1 d . . . C49 C 0.9340(9) 0.5454(3) -0.0122(7) 0.028(2) Uani 1 1 d . . . C50 C 0.9652(11) 0.5880(4) -0.0004(8) 0.045(3) Uani 1 1 d . . . H50A H 1.0373 0.5954 0.0277 0.054 Uiso 1 1 calc R . . C51 C 0.8901(10) 0.6178(3) -0.0298(7) 0.033(3) Uani 1 1 d . . . H51A H 0.9036 0.6462 -0.0167 0.040 Uiso 1 1 calc R . . C52 C 0.7933(12) 0.6067(3) -0.0793(6) 0.041(3) Uani 1 1 d . . . H52A H 0.7466 0.6273 -0.1065 0.050 Uiso 1 1 calc R . . C53 C 0.7666(12) 0.5643(3) -0.0877(7) 0.036(3) Uani 1 1 d . . . H53A H 0.6976 0.5558 -0.1181 0.043 Uiso 1 1 calc R . . C61 C 0.6377(10) 0.1817(4) 0.0435(8) 0.058(4) Uani 1 1 d . . . H61A H 0.5841 0.1633 0.0123 0.087 Uiso 1 1 calc R . . H61B H 0.5901 0.2043 0.0677 0.087 Uiso 1 1 calc R . . H61C H 0.6773 0.1657 0.0868 0.087 Uiso 1 1 calc R . . C62 C 0.8465(11) 0.1596(3) -0.0452(7) 0.030(3) Uani 1 1 d . . . C63 C 0.8123(10) 0.1179(3) -0.0338(7) 0.035(3) Uani 1 1 d . . . H63A H 0.7375 0.1113 -0.0082 0.042 Uiso 1 1 calc R . . C64 C 0.8876(11) 0.0867(4) -0.0600(7) 0.034(3) Uani 1 1 d . . . C65 C 0.9951(12) 0.0960(3) -0.0964(7) 0.040(3) Uani 1 1 d . . . H65A H 1.0466 0.0742 -0.1148 0.048 Uiso 1 1 calc R . . C66 C 1.0293(12) 0.1368(4) -0.1064(7) 0.051(3) Uani 1 1 d . . . H66A H 1.1053 0.1424 -0.1313 0.062 Uiso 1 1 calc R . . C67 C 0.9566(11) 0.1710(4) -0.0814(7) 0.041(3) Uani 1 1 d . . . H67A H 0.9805 0.1993 -0.0886 0.049 Uiso 1 1 calc R . . C68 C 0.7661(11) 0.0274(3) -0.0100(7) 0.033(3) Uani 1 1 d . . . C69 C 0.8361(11) -0.0472(3) -0.0455(8) 0.034(3) Uani 1 1 d . . . C70 C 0.8129(10) -0.0887(3) -0.0363(6) 0.035(3) Uani 1 1 d . . . H70A H 0.7441 -0.0967 -0.0053 0.042 Uiso 1 1 calc R . . C71 C 0.8804(11) -0.1182(4) -0.0681(8) 0.038(3) Uani 1 1 d . . . H71A H 0.8612 -0.1469 -0.0609 0.046 Uiso 1 1 calc R . . C72 C 0.9774(14) -0.1062(4) -0.1109(8) 0.053(4) Uani 1 1 d . . . H72A H 1.0282 -0.1266 -0.1354 0.063 Uiso 1 1 calc R . . C73 C 1.0055(10) -0.0625(4) -0.1202(7) 0.041(3) Uani 1 1 d . . . H73A H 1.0751 -0.0541 -0.1500 0.049 Uiso 1 1 calc R . . O1S O 0.8775(10) -0.2045(4) 0.2556(7) 0.107(4) Uiso 1 1 d . . . C2S C 0.8056(13) -0.2735(5) 0.2674(10) 0.092(5) Uiso 1 1 d . . . H2SA H 0.7842 -0.2955 0.3071 0.111 Uiso 1 1 calc R . . H2SB H 0.7536 -0.2763 0.2186 0.111 Uiso 1 1 calc R . . C1S C 0.7933(13) -0.2270(4) 0.3077(8) 0.076(4) Uiso 1 1 d . . . H1SA H 0.7098 -0.2159 0.3033 0.091 Uiso 1 1 calc R . . H1SB H 0.8193 -0.2267 0.3654 0.091 Uiso 1 1 calc R . . C3S C 0.9390(12) -0.2751(4) 0.2452(9) 0.073(4) Uiso 1 1 d . . . H3SA H 0.9523 -0.2922 0.1957 0.088 Uiso 1 1 calc R . . H3SB H 0.9878 -0.2868 0.2904 0.088 Uiso 1 1 calc R . . C4S C 0.9706(5) -0.22907(15) 0.2299(3) 0.105(5) Uiso 1 1 d . . . H4SA H 1.0455 -0.2217 0.2597 0.127 Uiso 1 1 calc R . . H4SB H 0.9850 -0.2245 0.1711 0.127 Uiso 1 1 calc R . . F1 F 0.8416(5) -0.28631(15) -0.0775(3) 0.109(3) Uiso 1 1 d R . . F2 F 0.8932(5) -0.26184(15) 0.0413(3) 0.146(4) Uiso 1 1 d R . . F3 F 0.8936(5) -0.22123(15) -0.0598(3) 0.185(5) Uiso 1 1 d R . . F4 F 1.0326(5) -0.26867(15) -0.0460(3) 0.140(4) Uiso 1 1 d R . . B1 B 0.9149(5) -0.25751(15) -0.0309(3) 0.090(6) Uiso 1 1 d 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 0.0432(4) 0.0216(3) 0.0642(4) -0.0017(3) -0.0050(7) -0.0007(5) S1 0.0395(19) 0.0304(14) 0.062(2) -0.0089(14) -0.0019(17) 0.0055(14) S2 0.050(2) 0.0376(16) 0.053(2) -0.0035(14) -0.0067(17) 0.0082(15) S3 0.044(2) 0.0305(14) 0.0499(18) 0.0070(13) -0.0056(16) -0.0019(13) S4 0.0408(19) 0.0373(16) 0.0417(17) 0.0011(13) 0.0005(16) 0.0022(15) O1 0.032(5) 0.027(4) 0.038(4) 0.000(3) -0.003(4) -0.004(3) O2 0.030(5) 0.041(4) 0.031(4) -0.011(3) 0.001(3) 0.002(4) O3 0.046(5) 0.028(4) 0.046(4) 0.011(4) -0.011(5) 0.002(3) O4 0.036(5) 0.030(4) 0.045(5) -0.003(3) 0.011(4) -0.001(4) N1 0.045(7) 0.030(5) 0.052(6) -0.006(4) -0.002(5) -0.005(5) N2 0.028(5) 0.020(4) 0.033(5) 0.003(4) -0.001(4) -0.008(4) N3 0.035(6) 0.046(5) 0.024(5) -0.002(4) -0.010(4) 0.004(5) N4 0.029(6) 0.041(5) 0.037(5) 0.001(4) 0.011(5) -0.001(4) N5 0.033(6) 0.051(6) 0.036(5) -0.001(4) -0.001(4) 0.006(5) N6 0.024(5) 0.042(5) 0.048(6) 0.004(4) 0.012(5) -0.001(4) N7 0.031(6) 0.032(5) 0.059(7) 0.008(5) -0.001(5) 0.006(4) N8 0.030(5) 0.036(5) 0.041(5) 0.000(4) -0.015(4) -0.001(4) N9 0.048(7) 0.034(5) 0.031(5) 0.000(4) 0.003(5) -0.003(5) N10 0.024(5) 0.020(4) 0.036(5) -0.001(4) 0.005(4) 0.007(4) N11 0.052(7) 0.033(5) 0.041(6) 0.003(4) 0.010(5) -0.007(5) N12 0.036(6) 0.036(5) 0.048(6) -0.006(4) -0.002(5) 0.017(5) C1 0.037(8) 0.032(6) 0.084(10) -0.017(6) -0.031(7) 0.021(6) C2 0.033(7) 0.032(6) 0.038(6) -0.004(5) 0.003(6) -0.002(5) C3 0.029(7) 0.038(6) 0.025(6) 0.005(4) 0.014(5) 0.004(5) C4 0.042(8) 0.021(5) 0.027(6) -0.011(4) 0.013(5) 0.008(5) C5 0.036(7) 0.034(6) 0.029(6) -0.007(4) -0.010(5) 0.009(5) C6 0.040(7) 0.037(6) 0.030(5) -0.004(5) 0.000(5) 0.023(5) C7 0.060(9) 0.046(7) 0.039(7) -0.010(5) 0.010(6) 0.032(7) C8 0.038(9) 0.053(7) 0.041(7) -0.011(6) 0.005(6) 0.004(7) C9 0.044(8) 0.040(6) 0.013(5) -0.008(4) 0.005(5) -0.006(6) C10 0.045(8) 0.041(7) 0.034(7) -0.005(5) 0.009(6) -0.017(6) C11 0.062(9) 0.023(6) 0.040(7) -0.011(5) 0.011(7) -0.010(5) C12 0.033(6) 0.035(6) 0.019(5) -0.007(4) 0.001(4) -0.001(5) C13 0.047(8) 0.046(7) 0.037(7) -0.009(5) -0.018(6) -0.001(6) C21 0.084(10) 0.063(8) 0.035(6) -0.004(6) -0.003(6) 0.008(7) C22 0.034(8) 0.041(7) 0.043(7) 0.011(5) -0.016(6) 0.010(6) C23 0.023(7) 0.058(7) 0.030(6) 0.004(5) -0.004(5) 0.009(6) C24 0.039(8) 0.048(7) 0.024(6) -0.004(5) 0.014(5) 0.011(6) C25 0.032(8) 0.045(7) 0.041(7) 0.011(5) -0.016(6) 0.003(6) C26 0.060(8) 0.041(6) 0.045(7) 0.006(5) 0.019(6) 0.022(7) C27 0.046(7) 0.040(6) 0.036(6) 0.005(5) 0.012(6) 0.016(6) C28 0.041(8) 0.025(5) 0.030(6) 0.005(4) 0.000(5) -0.007(5) C29 0.054(9) 0.044(7) 0.041(8) 0.011(6) -0.018(7) -0.010(7) C30 0.044(8) 0.046(6) 0.030(6) 0.011(5) 0.004(6) -0.015(6) C31 0.063(10) 0.051(8) 0.039(7) 0.002(6) 0.000(7) 0.005(7) C32 0.019(6) 0.063(8) 0.058(8) 0.023(6) -0.006(6) 0.006(6) C33 0.037(8) 0.095(10) 0.027(6) 0.010(7) -0.006(6) -0.004(8) C41 0.042(3) 0.042(3) 0.043(3) 0.0004(10) -0.0007(10) -0.0001(10) C42 0.045(8) 0.021(5) 0.030(6) 0.005(4) -0.012(5) -0.006(5) C43 0.033(7) 0.030(5) 0.038(6) 0.006(5) -0.009(6) -0.003(5) C44 0.036(8) 0.042(7) 0.046(8) 0.021(6) 0.026(6) -0.007(6) C45 0.037(8) 0.042(6) 0.042(7) 0.010(5) -0.012(6) 0.001(6) C46 0.033(3) 0.032(3) 0.033(3) -0.0002(10) -0.0006(10) -0.0006(10) C47 0.051(8) 0.034(6) 0.030(6) -0.007(5) 0.009(6) -0.016(6) C48 0.026(6) 0.020(5) 0.043(6) -0.013(4) 0.010(5) -0.008(5) C49 0.017(6) 0.038(6) 0.027(6) 0.003(5) -0.009(5) -0.001(5) C50 0.026(7) 0.060(8) 0.048(8) -0.004(6) 0.006(6) -0.023(6) C51 0.032(6) 0.024(5) 0.043(7) 0.006(4) 0.001(5) 0.009(5) C52 0.075(10) 0.030(5) 0.020(6) 0.007(4) -0.007(6) 0.019(6) C53 0.039(8) 0.023(5) 0.045(7) 0.007(5) -0.008(6) -0.001(5) C61 0.046(9) 0.076(9) 0.051(9) -0.036(7) -0.011(7) 0.017(7) C62 0.026(7) 0.030(6) 0.035(6) -0.005(4) 0.001(5) 0.000(5) C63 0.028(7) 0.040(6) 0.039(7) 0.003(5) 0.009(5) -0.002(5) C64 0.038(7) 0.043(7) 0.022(6) 0.001(5) 0.006(5) 0.006(6) C65 0.050(8) 0.035(6) 0.034(6) 0.002(5) -0.004(5) 0.006(6) C66 0.046(8) 0.068(9) 0.040(7) 0.014(6) 0.008(6) 0.004(7) C67 0.044(8) 0.034(6) 0.045(7) -0.005(5) 0.015(6) 0.006(6) C68 0.025(7) 0.043(6) 0.031(6) -0.005(5) -0.004(5) -0.007(5) C69 0.029(7) 0.019(5) 0.053(7) -0.004(5) 0.000(6) -0.006(5) C70 0.029(7) 0.046(7) 0.028(6) -0.003(5) -0.003(5) -0.001(5) C71 0.045(8) 0.033(6) 0.036(6) 0.000(5) 0.005(6) -0.007(6) C72 0.065(10) 0.043(7) 0.050(8) -0.016(6) 0.001(7) 0.022(7) C73 0.024(7) 0.072(9) 0.026(6) -0.010(6) -0.001(5) 0.007(6) _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 S4 2.559(3) . yes Ag1 S1 2.574(3) . yes Ag1 S2 2.592(3) . yes Ag1 S3 2.607(3) . yes S1 C2 1.760(12) . yes S1 C1 1.823(11) . yes S2 C21 1.755(12) . yes S2 C22 1.803(12) . yes S3 C42 1.759(11) . yes S3 C41 1.813(12) . yes S4 C61 1.769(13) . yes S4 C62 1.798(11) . yes O1 C8 1.248(14) . yes O2 C28 1.250(12) . yes O3 C48 1.225(13) . yes O4 C68 1.214(13) . yes N1 C8 1.364(16) . yes N1 C4 1.399(13) . yes N1 H1D 0.8800 . ? N2 C8 1.368(12) . yes N2 C9 1.380(13) . yes N2 H2A 0.8800 . ? N3 C9 1.307(15) . yes N3 C13 1.413(14) . yes N4 C28 1.310(14) . yes N4 C24 1.374(14) . yes N4 H4A 0.8800 . ? N5 C29 1.367(15) . yes N5 C28 1.375(12) . yes N5 H5B 0.8800 . ? N6 C33 1.322(15) . yes N6 C29 1.348(16) . yes N7 C48 1.366(14) . yes N7 C44 1.436(14) . yes N7 H7B 0.8800 . ? N8 C48 1.390(11) . yes N8 C49 1.401(12) . yes N8 H8A 0.8800 . ? N9 C49 1.284(14) . yes N9 C53 1.355(14) . yes N10 C68 1.354(14) . yes N10 C64 1.417(14) . yes N10 H10B 0.8800 . ? N11 C68 1.406(12) . yes N11 C69 1.415(14) . yes N11 H11B 0.8800 . ? N12 C73 1.301(14) . yes N12 C69 1.351(15) . yes C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C7 1.367(17) . yes C2 C3 1.400(14) . yes C3 C4 1.425(14) . yes C3 H3A 0.9500 . ? C4 C5 1.396(15) . yes C5 C6 1.354(13) . yes C5 H5A 0.9500 . ? C6 C7 1.378(16) . yes C6 H6A 0.9500 . ? C7 H7A 0.9500 . ? C9 C10 1.419(15) . yes C10 C11 1.451(16) . yes C10 H10A 0.9500 . ? C11 C12 1.354(16) . yes C11 H11A 0.9500 . ? C12 C13 1.353(14) . yes C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.381(14) . yes C22 C27 1.430(16) . yes C23 C24 1.438(16) . yes C23 H23A 0.9500 . ? C24 C25 1.382(16) . yes C25 C26 1.419(14) . yes C25 H25A 0.9500 . ? C26 C27 1.363(16) . yes C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C29 C30 1.408(16) . yes C30 C31 1.406(17) . yes C30 H30A 0.9500 . ? C31 C32 1.374(18) . yes C31 H31A 0.9500 . ? C32 C33 1.376(16) . yes C32 H32A 0.9500 . ? C33 H33A 0.9500 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C47 1.364(16) . yes C42 C43 1.418(13) . yes C43 C44 1.409(15) . yes C43 H43A 0.9500 . ? C44 C45 1.413(17) . yes C45 C46 1.375(14) . yes C45 H45A 0.9500 . ? C46 C47 1.373(16) . yes C46 H46A 0.9500 . ? C47 H47A 0.9500 . ? C49 C50 1.423(14) . yes C50 C51 1.354(16) . yes C50 H50A 0.9500 . ? C51 C52 1.387(16) . yes C51 H51A 0.9500 . ? C52 C53 1.399(13) . yes C52 H52A 0.9500 . ? C53 H53A 0.9500 . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C62 C63 1.400(14) . yes C62 C67 1.402(16) . yes C63 C64 1.370(15) . yes C63 H63A 0.9500 . ? C64 C65 1.362(16) . yes C65 C66 1.370(16) . yes C65 H65A 0.9500 . ? C66 C67 1.421(16) . yes C66 H66A 0.9500 . ? C67 H67A 0.9500 . ? C69 C70 1.364(14) . yes C70 C71 1.312(15) . yes C70 H70A 0.9500 . ? C71 C72 1.339(17) . yes C71 H71A 0.9500 . ? C72 C73 1.442(17) . yes C72 H72A 0.9500 . ? C73 H73A 0.9500 . ? O1S C4S 1.361(12) . yes O1S C1S 1.455(15) . yes C2S C3S 1.517(19) . yes C2S C1S 1.636(19) . yes C2S H2SA 0.9900 . ? C2S H2SB 0.9900 . ? C1S H1SA 0.9900 . ? C1S H1SB 0.9900 . ? C3S C4S 1.538(13) . yes C3S H3SA 0.9900 . ? C3S H3SB 0.9900 . ? C4S H4SA 0.9900 . ? C4S H4SB 0.9900 . ? F1 B1 1.4472 . ? F2 B1 1.2170 . ? F3 B1 1.2783 . ? F4 B1 1.3698 . ? 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 S4 Ag1 S1 110.59(7) . . yes S4 Ag1 S2 113.35(10) . . yes S1 Ag1 S2 105.36(12) . . yes S4 Ag1 S3 113.80(11) . . yes S1 Ag1 S3 110.48(10) . . yes S2 Ag1 S3 102.71(7) . . yes C2 S1 C1 103.8(6) . . yes C2 S1 Ag1 104.4(4) . . yes C1 S1 Ag1 107.2(4) . . yes C21 S2 C22 104.8(6) . . yes C21 S2 Ag1 108.2(4) . . yes C22 S2 Ag1 99.0(4) . . yes C42 S3 C41 106.5(5) . . yes C42 S3 Ag1 100.0(4) . . yes C41 S3 Ag1 104.2(4) . . yes C61 S4 C62 104.3(5) . . yes C61 S4 Ag1 105.8(4) . . yes C62 S4 Ag1 103.6(4) . . yes C8 N1 C4 131.9(10) . . yes C8 N1 H1D 114.1 . . ? C4 N1 H1D 114.1 . . ? C8 N2 C9 130.0(10) . . yes C8 N2 H2A 115.0 . . ? C9 N2 H2A 115.0 . . ? C9 N3 C13 116.5(10) . . yes C28 N4 C24 131.0(10) . . yes C28 N4 H4A 114.5 . . ? C24 N4 H4A 114.5 . . ? C29 N5 C28 131.4(11) . . yes C29 N5 H5B 114.3 . . ? C28 N5 H5B 114.3 . . ? C33 N6 C29 117.5(11) . . yes C48 N7 C44 126.1(10) . . yes C48 N7 H7B 116.9 . . ? C44 N7 H7B 116.9 . . ? C48 N8 C49 130.6(9) . . yes C48 N8 H8A 114.7 . . ? C49 N8 H8A 114.7 . . ? C49 N9 C53 121.7(10) . . yes C68 N10 C64 125.8(9) . . yes C68 N10 H10B 117.1 . . ? C64 N10 H10B 117.1 . . ? C68 N11 C69 132.1(11) . . yes C68 N11 H11B 114.0 . . ? C69 N11 H11B 114.0 . . ? C73 N12 C69 119.3(10) . . yes S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C7 C2 C3 119.0(11) . . yes C7 C2 S1 120.4(9) . . yes C3 C2 S1 120.5(10) . . yes C2 C3 C4 119.0(11) . . yes C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C5 C4 N1 119.0(10) . . yes C5 C4 C3 119.8(10) . . yes N1 C4 C3 121.2(10) . . yes C6 C5 C4 119.3(11) . . yes C6 C5 H5A 120.4 . . ? C4 C5 H5A 120.4 . . ? C5 C6 C7 121.3(11) . . yes C5 C6 H6A 119.3 . . ? C7 C6 H6A 119.3 . . ? C2 C7 C6 121.6(11) . . yes C2 C7 H7A 119.2 . . ? C6 C7 H7A 119.2 . . ? O1 C8 N1 121.1(10) . . yes O1 C8 N2 120.1(11) . . yes N1 C8 N2 118.7(11) . . yes N3 C9 N2 120.3(10) . . yes N3 C9 C10 124.7(11) . . yes N2 C9 C10 114.9(11) . . yes C9 C10 C11 114.0(12) . . yes C9 C10 H10A 123.0 . . ? C11 C10 H10A 123.0 . . ? C12 C11 C10 123.3(11) . . yes C12 C11 H11A 118.3 . . ? C10 C11 H11A 118.3 . . ? C11 C12 C13 116.2(11) . . yes C11 C12 H12A 121.9 . . ? C13 C12 H12A 121.9 . . ? C12 C13 N3 125.2(11) . . yes C12 C13 H13A 117.4 . . ? N3 C13 H13A 117.4 . . ? S2 C21 H21A 109.5 . . ? S2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? S2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 C27 123.4(11) . . yes C23 C22 S2 122.7(10) . . yes C27 C22 S2 113.8(9) . . yes C22 C23 C24 118.7(11) . . yes C22 C23 H23A 120.6 . . ? C24 C23 H23A 120.6 . . ? N4 C24 C25 119.3(11) . . yes N4 C24 C23 121.8(10) . . yes C25 C24 C23 118.4(11) . . yes C24 C25 C26 120.5(12) . . yes C24 C25 H25A 119.7 . . ? C26 C25 H25A 119.7 . . ? C27 C26 C25 123.0(12) . . yes C27 C26 H26A 118.5 . . ? C25 C26 H26A 118.5 . . ? C26 C27 C22 115.8(11) . . yes C26 C27 H27A 122.1 . . ? C22 C27 H27A 122.1 . . ? O2 C28 N4 124.1(10) . . yes O2 C28 N5 118.3(10) . . yes N4 C28 N5 117.5(10) . . yes N6 C29 N5 118.8(11) . . yes N6 C29 C30 122.2(11) . . yes N5 C29 C30 118.8(13) . . yes C31 C30 C29 118.5(12) . . yes C31 C30 H30A 120.8 . . ? C29 C30 H30A 120.8 . . ? C32 C31 C30 117.6(12) . . yes C32 C31 H31A 121.2 . . ? C30 C31 H31A 121.2 . . ? C31 C32 C33 119.6(12) . . yes C31 C32 H32A 120.2 . . ? C33 C32 H32A 120.2 . . ? N6 C33 C32 124.1(13) . . yes N6 C33 H33A 118.0 . . ? C32 C33 H33A 118.0 . . ? S3 C41 H41A 109.5 . . ? S3 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? S3 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C47 C42 C43 119.3(10) . . yes C47 C42 S3 120.9(8) . . yes C43 C42 S3 119.8(9) . . yes C44 C43 C42 118.7(11) . . yes C44 C43 H43A 120.7 . . ? C42 C43 H43A 120.7 . . ? C43 C44 C45 119.8(11) . . yes C43 C44 N7 124.7(12) . . yes C45 C44 N7 115.5(10) . . yes C46 C45 C44 119.7(11) . . yes C46 C45 H45A 120.2 . . ? C44 C45 H45A 120.2 . . ? C47 C46 C45 120.0(11) . . yes C47 C46 H46A 120.0 . . ? C45 C46 H46A 120.0 . . ? C42 C47 C46 122.5(10) . . yes C42 C47 H47A 118.8 . . ? C46 C47 H47A 118.8 . . ? O3 C48 N7 128.3(9) . . yes O3 C48 N8 118.7(9) . . yes N7 C48 N8 113.0(10) . . yes N9 C49 N8 122.7(9) . . yes N9 C49 C50 120.8(10) . . yes N8 C49 C50 116.4(10) . . yes C51 C50 C49 118.7(11) . . yes C51 C50 H50A 120.7 . . ? C49 C50 H50A 120.7 . . ? C50 C51 C52 120.1(10) . . yes C50 C51 H51A 120.0 . . ? C52 C51 H51A 120.0 . . ? C51 C52 C53 117.9(10) . . yes C51 C52 H52A 121.1 . . ? C53 C52 H52A 121.1 . . ? N9 C53 C52 120.3(11) . . yes N9 C53 H53A 119.9 . . ? C52 C53 H53A 119.9 . . ? S4 C61 H61A 109.5 . . ? S4 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? S4 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C63 C62 C67 122.7(10) . . yes C63 C62 S4 123.3(9) . . yes C67 C62 S4 113.9(8) . . yes C64 C63 C62 119.5(11) . . yes C64 C63 H63A 120.2 . . ? C62 C63 H63A 120.2 . . ? C65 C64 C63 120.3(11) . . yes C65 C64 N10 116.4(10) . . yes C63 C64 N10 123.3(11) . . yes C64 C65 C66 120.2(12) . . yes C64 C65 H65A 119.9 . . ? C66 C65 H65A 119.9 . . ? C65 C66 C67 123.2(13) . . yes C65 C66 H66A 118.4 . . ? C67 C66 H66A 118.4 . . ? C62 C67 C66 114.2(11) . . yes C62 C67 H67A 122.9 . . ? C66 C67 H67A 122.9 . . ? O4 C68 N10 127.6(10) . . yes O4 C68 N11 117.5(11) . . yes N10 C68 N11 114.8(10) . . yes N12 C69 C70 119.9(11) . . yes N12 C69 N11 118.5(9) . . yes C70 C69 N11 121.6(11) . . yes C71 C70 C69 123.7(12) . . yes C71 C70 H70A 118.2 . . ? C69 C70 H70A 118.2 . . ? C70 C71 C72 117.0(12) . . yes C70 C71 H71A 121.5 . . ? C72 C71 H71A 121.5 . . ? C71 C72 C73 120.5(11) . . yes C71 C72 H72A 119.8 . . ? C73 C72 H72A 119.7 . . ? N12 C73 C72 119.6(12) . . yes N12 C73 H73A 120.2 . . ? C72 C73 H73A 120.2 . . ? C4S O1S C1S 112.1(10) . . yes C3S C2S C1S 102.1(11) . . yes C3S C2S H2SA 111.3 . . ? C1S C2S H2SA 111.3 . . ? C3S C2S H2SB 111.4 . . ? C1S C2S H2SB 111.4 . . ? H2SA C2S H2SB 109.2 . . ? O1S C1S C2S 99.3(11) . . yes O1S C1S H1SA 111.9 . . ? C2S C1S H1SA 111.9 . . ? O1S C1S H1SB 111.9 . . ? C2S C1S H1SB 111.9 . . ? H1SA C1S H1SB 109.6 . . ? C2S C3S C4S 103.0(10) . . yes C2S C3S H3SA 111.2 . . ? C4S C3S H3SA 111.2 . . ? C2S C3S H3SB 111.2 . . ? C4S C3S H3SB 111.2 . . ? H3SA C3S H3SB 109.1 . . ? O1S C4S C3S 109.6(8) . . yes O1S C4S H4SA 109.8 . . ? C3S C4S H4SA 109.8 . . ? O1S C4S H4SB 109.8 . . ? C3S C4S H4SB 109.8 . . ? H4SA C4S H4SB 108.2 . . ? F2 B1 F3 115.5 . . ? F2 B1 F4 109.5 . . ? F3 B1 F4 110.1 . . ? F2 B1 F1 109.5 . . ? F3 B1 F1 106.3 . . ? F4 B1 F1 105.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1D N3 0.88 1.98 2.704(13) 138.5 . N2 H2A O3 0.88 1.94 2.818(12) 175.5 3_465 N4 H4A N6 0.88 1.94 2.679(13) 140.8 . N5 H5B O4 0.88 1.95 2.832(13) 175.2 3 N7 H7B N9 0.88 1.94 2.675(13) 140.1 . N8 H8A O1 0.88 1.95 2.829(11) 175.5 3_565 N10 H10B N12 0.88 1.98 2.708(12) 138.9 . N11 H11B O2 0.88 1.97 2.848(13) 176.6 3_455 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.428 _refine_diff_density_min -0.640 _refine_diff_density_rms 0.113 # File processed with modiCIFer Dec. 16,2005. I.A.Guzei, UW-Madison.