# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email L.CRONIN@CHEM.GLA.AC.UK _publ_contact_author_name 'Dr Leroy Cronin' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_address ; Department of Chemistry University of Glasgow Joseph Black Building University Avenue Glasgow G12 8QQ UNITED KINGDOM ; _publ_section_title ; The First Polymeric Silver(I) Coordination Tubes ; loop_ _publ_author_name 'Leroy Cronin' 'De-Liang Long' 'Alexandra L. Pickering' 'Georg Seeber' data_GS326 _database_code_depnum_ccdc_archive 'CCDC 222115' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C6 H15 N3 Ag +), (C F3 O3 S -)' _chemical_formula_sum 'C7 H15 Ag F3 N3 O3 S' _chemical_formula_weight 386.15 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.4287(5) _cell_length_b 8.1038(4) _cell_length_c 13.0208(6) _cell_angle_alpha 90.00 _cell_angle_beta 106.313(2) _cell_angle_gamma 90.00 _cell_volume 1258.65(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 13875 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.038 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 1.809 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7136 _exptl_absorpt_correction_T_max 0.9150 _exptl_absorpt_process_details ; Blessing, R. H. (1995) Acta Cryst. A51, 33-38 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 12541 _diffrn_reflns_av_R_equivalents 0.0674 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5436 _reflns_number_gt 4910 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Skalepack (Otwinowski&Minor 1997)' _computing_data_reduction 'HKL Denzo and Skalepack (Otwinowski&Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0053P)^2^+3.9214P] 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 none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.47(3) _refine_ls_number_reflns 5436 _refine_ls_number_parameters 338 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.050 _refine_ls_R_factor_gt 0.036 _refine_ls_wR_factor_ref 0.075 _refine_ls_wR_factor_gt 0.070 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1831(5) 1.0217(7) 0.8907(5) 0.0240(13) Uani 1 1 d . . . H1 H 0.1650 1.0244 0.8109 0.029 Uiso 1 1 calc R . . C2 C 0.2840(5) 0.9083(6) 0.9326(5) 0.0233(12) Uani 1 1 d . . . H2A H 0.3047 0.9060 1.0118 0.028 Uiso 1 1 calc R . . H2B H 0.3487 0.9526 0.9110 0.028 Uiso 1 1 calc R . . C3 C 0.2589(5) 0.7324(6) 0.8894(5) 0.0228(12) Uani 1 1 d . . . H3 H 0.2478 0.7367 0.8104 0.027 Uiso 1 1 calc R . . C4 C 0.1519(5) 0.6637(7) 0.9078(5) 0.0274(14) Uani 1 1 d . . . H4A H 0.1668 0.6359 0.9846 0.033 Uiso 1 1 calc R . . H4B H 0.1324 0.5599 0.8667 0.033 Uiso 1 1 calc R . . C5 C 0.0507(5) 0.7793(7) 0.8763(4) 0.0266(12) Uani 1 1 d . . . H5 H -0.0085 0.7353 0.9076 0.032 Uiso 1 1 calc R . . C6 C 0.0815(5) 0.9528(7) 0.9197(5) 0.0276(12) Uani 1 1 d . . . H6A H 0.0168 1.0269 0.8909 0.033 Uiso 1 1 calc R . . H6B H 0.0974 0.9509 0.9986 0.033 Uiso 1 1 calc R . . C7 C 0.2573(5) 0.1257(6) 0.6220(4) 0.0192(11) Uani 1 1 d . . . H7 H 0.2710 0.1264 0.7015 0.023 Uiso 1 1 calc R . . C8 C 0.1610(5) 0.2433(6) 0.5730(4) 0.0225(12) Uani 1 1 d . . . H8A H 0.1466 0.2437 0.4943 0.027 Uiso 1 1 calc R . . H8B H 0.0923 0.2032 0.5893 0.027 Uiso 1 1 calc R . . C9 C 0.1856(5) 0.4185(6) 0.6149(4) 0.0224(12) Uani 1 1 d . . . H9 H 0.1936 0.4167 0.6935 0.027 Uiso 1 1 calc R . . C10 C 0.2961(5) 0.4810(7) 0.5992(5) 0.0243(13) Uani 1 1 d . . . H10A H 0.3153 0.5870 0.6379 0.029 Uiso 1 1 calc R . . H10B H 0.2846 0.5036 0.5222 0.029 Uiso 1 1 calc R . . C11 C 0.3961(4) 0.3631(7) 0.6375(4) 0.0265(11) Uani 1 1 d . . . H11 H 0.4575 0.4019 0.6075 0.032 Uiso 1 1 calc R . . C12 C 0.3635(5) 0.1873(7) 0.5968(5) 0.0258(13) Uani 1 1 d . . . H12A H 0.3515 0.1846 0.5184 0.031 Uiso 1 1 calc R . . H12B H 0.4262 0.1117 0.6298 0.031 Uiso 1 1 calc R . . N2 N 0.3525(4) 0.6165(5) 0.9352(4) 0.0254(10) Uani 1 1 d . . . H2C H 0.3642 0.6134 1.0081 0.031 Uiso 1 1 calc R . . H2D H 0.4164 0.6590 0.9228 0.031 Uiso 1 1 calc R . . N3 N 0.0033(4) 0.7858(6) 0.7567(3) 0.0289(10) Uani 1 1 d . . . H3A H -0.0460 0.8730 0.7424 0.035 Uiso 1 1 calc R . . H3B H -0.0390 0.6918 0.7374 0.035 Uiso 1 1 calc R . . N5 N 0.0971(4) 0.5380(5) 0.5653(3) 0.0228(9) Uani 1 1 d . . . H5A H 0.0294 0.4927 0.5661 0.027 Uiso 1 1 calc R . . H5B H 0.0960 0.5499 0.4948 0.027 Uiso 1 1 calc R . . N6 N 0.4398(3) 0.3626(6) 0.7572(3) 0.0289(10) Uani 1 1 d . . . H6C H 0.4805 0.4583 0.7755 0.035 Uiso 1 1 calc R . . H6D H 0.4905 0.2772 0.7745 0.035 Uiso 1 1 calc R . . N1 N 0.2116(4) 1.1919(5) 0.9307(4) 0.0241(10) Uani 1 1 d D . . H1A H 0.240(4) 1.185(7) 1.0016(17) 0.029 Uiso 1 1 d D . . H1B H 0.149(3) 1.250(6) 0.922(4) 0.029 Uiso 1 1 d D . . N4 N 0.2282(4) -0.0446(5) 0.5831(4) 0.0240(10) Uani 1 1 d D . . H4C H 0.295(3) -0.097(6) 0.600(4) 0.029 Uiso 1 1 d D . . H4D H 0.209(5) -0.046(7) 0.5112(16) 0.029 Uiso 1 1 d D . . S1 S 0.54194(10) 0.84263(19) 0.79875(9) 0.0265(3) Uani 1 1 d . . . C20 C 0.6261(7) 0.8051(9) 0.7102(6) 0.0583(19) Uani 1 1 d . . . O1 O 0.4292(3) 0.8142(6) 0.7331(3) 0.0462(10) Uani 1 1 d . . . O2 O 0.5798(4) 0.7198(6) 0.8801(4) 0.0457(12) Uani 1 1 d . . . O3 O 0.5646(4) 1.0118(6) 0.8319(3) 0.0385(11) Uani 1 1 d . . . F1 F 0.6077(5) 0.9187(6) 0.6322(4) 0.0832(18) Uani 1 1 d . . . F2 F 0.6027(5) 0.6564(5) 0.6628(4) 0.0820(17) Uani 1 1 d . . . F3 F 0.7346(4) 0.8083(7) 0.7604(5) 0.0960(18) Uani 1 1 d . . . Ag1 Ag 0.33024(3) 0.34194(4) 0.87046(3) 0.02751(10) Uani 1 1 d . . . S2 S -0.09392(10) 0.30919(18) 0.72189(9) 0.0251(3) Uani 1 1 d . . . C30 C -0.2310(5) 0.2934(10) 0.7447(5) 0.0467(16) Uani 1 1 d . . . O4 O -0.1050(4) 0.4502(6) 0.6525(4) 0.0401(12) Uani 1 1 d . . . O5 O -0.0215(3) 0.3347(6) 0.8280(3) 0.0366(8) Uani 1 1 d . . . O6 O -0.0818(5) 0.1553(6) 0.6728(4) 0.0469(14) Uani 1 1 d . . . F4 F -0.2537(4) 0.4227(7) 0.7947(4) 0.0795(17) Uani 1 1 d . . . F5 F -0.3104(3) 0.2779(7) 0.6522(3) 0.0739(15) Uani 1 1 d . . . F6 F -0.2338(5) 0.1606(7) 0.8041(5) 0.0855(19) Uani 1 1 d . . . Ag2 Ag 0.10854(3) 0.80839(4) 0.64267(3) 0.02676(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.029(3) 0.015(3) 0.028(3) 0.001(2) 0.007(2) -0.003(2) C2 0.025(3) 0.016(2) 0.026(3) 0.001(2) 0.003(2) -0.003(2) C3 0.028(3) 0.016(3) 0.024(3) -0.001(2) 0.007(2) -0.001(2) C4 0.032(4) 0.021(3) 0.028(3) 0.004(2) 0.005(3) -0.001(2) C5 0.028(3) 0.023(3) 0.030(3) 0.001(2) 0.010(2) -0.004(2) C6 0.032(3) 0.023(3) 0.029(3) 0.001(2) 0.011(3) 0.000(2) C7 0.027(3) 0.013(2) 0.017(3) -0.0028(19) 0.005(2) -0.003(2) C8 0.026(3) 0.019(2) 0.024(3) -0.002(2) 0.010(2) -0.001(2) C9 0.026(3) 0.018(2) 0.023(3) 0.001(2) 0.005(2) 0.000(2) C10 0.026(3) 0.016(3) 0.031(3) -0.001(2) 0.010(3) -0.003(2) C11 0.022(2) 0.022(3) 0.035(3) -0.001(2) 0.007(2) -0.005(2) C12 0.028(3) 0.017(3) 0.033(3) 0.004(2) 0.010(3) 0.004(2) N2 0.026(2) 0.024(2) 0.024(2) 0.0005(18) 0.0038(19) 0.0011(18) N3 0.026(2) 0.023(2) 0.036(2) -0.008(2) 0.0045(18) -0.0058(19) N5 0.025(2) 0.014(2) 0.026(2) 0.0022(17) 0.0037(18) 0.0004(17) N6 0.024(2) 0.025(2) 0.033(2) -0.003(2) 0.0011(18) -0.003(2) N1 0.028(3) 0.017(2) 0.026(2) -0.0019(18) 0.005(2) -0.0003(18) N4 0.029(3) 0.018(2) 0.024(2) -0.0035(18) 0.005(2) 0.0015(18) S1 0.0234(6) 0.0264(7) 0.0263(6) 0.0032(6) 0.0013(5) -0.0032(6) C20 0.078(5) 0.035(4) 0.080(5) 0.007(4) 0.052(4) 0.010(4) O1 0.033(2) 0.040(2) 0.050(2) 0.008(2) -0.0119(17) -0.011(2) O2 0.038(3) 0.047(3) 0.044(3) 0.022(2) -0.001(2) -0.001(2) O3 0.047(3) 0.031(2) 0.036(2) -0.0110(19) 0.009(2) -0.009(2) F1 0.152(6) 0.050(3) 0.077(3) 0.014(2) 0.080(4) 0.011(3) F2 0.141(5) 0.036(2) 0.088(4) -0.012(2) 0.064(4) 0.009(3) F3 0.055(3) 0.070(3) 0.190(5) 0.021(4) 0.079(3) 0.013(3) Ag1 0.0280(2) 0.02076(19) 0.02918(19) 0.00110(16) 0.00046(15) -0.00217(16) S2 0.0250(6) 0.0256(6) 0.0235(5) -0.0011(6) 0.0048(4) -0.0030(6) C30 0.033(3) 0.064(5) 0.043(3) -0.003(4) 0.010(3) -0.014(3) O4 0.051(3) 0.034(2) 0.033(2) 0.0035(19) 0.007(2) -0.015(2) O5 0.0324(19) 0.040(2) 0.0297(17) -0.001(2) -0.0035(14) -0.003(2) O6 0.070(4) 0.038(3) 0.033(3) -0.005(2) 0.015(2) 0.014(3) F4 0.058(3) 0.124(5) 0.061(3) -0.010(3) 0.025(3) 0.038(3) F5 0.0291(19) 0.116(4) 0.066(2) -0.001(3) -0.0046(17) -0.018(2) F6 0.084(4) 0.100(4) 0.073(4) 0.028(3) 0.022(3) -0.048(3) Ag2 0.02789(19) 0.02096(19) 0.02722(19) 0.00097(17) 0.00082(15) -0.00159(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 C1 N1 1.482(7) . ? C1 C6 1.521(8) . ? C1 C2 1.527(8) . ? C2 C3 1.532(7) . ? C3 N2 1.484(7) . ? C3 C4 1.522(8) . ? C4 C5 1.529(8) . ? C5 N3 1.503(6) . ? C5 C6 1.523(8) . ? C7 N4 1.480(6) . ? C7 C8 1.524(7) . ? C7 C12 1.530(8) . ? C8 C9 1.520(7) . ? C9 N5 1.471(6) . ? C9 C10 1.530(8) . ? C10 C11 1.536(8) . ? C11 N6 1.499(7) . ? C11 C12 1.534(8) . ? N2 Ag1 2.368(4) . ? N3 Ag2 2.245(4) . ? N5 Ag2 2.399(4) . ? N6 Ag1 2.277(4) . ? N1 Ag1 2.217(5) 1_565 ? N4 Ag2 2.209(5) 1_545 ? S1 O2 1.433(4) . ? S1 O1 1.440(3) . ? S1 O3 1.441(5) . ? S1 C20 1.787(7) . ? C20 F3 1.324(9) . ? C20 F1 1.343(8) . ? C20 F2 1.347(9) . ? Ag1 N1 2.217(5) 1_545 ? S2 O6 1.428(5) . ? S2 O5 1.436(3) . ? S2 O4 1.439(5) . ? S2 C30 1.814(6) . ? C30 F4 1.306(8) . ? C30 F5 1.331(7) . ? C30 F6 1.332(8) . ? Ag2 N4 2.209(5) 1_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C6 112.8(5) . . ? N1 C1 C2 110.1(4) . . ? C6 C1 C2 110.2(5) . . ? C1 C2 C3 111.5(4) . . ? N2 C3 C4 109.1(5) . . ? N2 C3 C2 112.7(4) . . ? C4 C3 C2 112.3(5) . . ? C3 C4 C5 115.0(5) . . ? N3 C5 C6 109.6(4) . . ? N3 C5 C4 110.6(4) . . ? C6 C5 C4 111.3(5) . . ? C1 C6 C5 112.8(5) . . ? N4 C7 C8 110.6(4) . . ? N4 C7 C12 112.0(5) . . ? C8 C7 C12 109.2(4) . . ? C9 C8 C7 112.3(4) . . ? N5 C9 C8 114.0(4) . . ? N5 C9 C10 108.2(4) . . ? C8 C9 C10 111.0(5) . . ? C9 C10 C11 115.2(5) . . ? N6 C11 C12 109.9(4) . . ? N6 C11 C10 111.3(5) . . ? C12 C11 C10 110.7(4) . . ? C7 C12 C11 112.9(5) . . ? C3 N2 Ag1 116.9(3) . . ? C5 N3 Ag2 123.9(3) . . ? C9 N5 Ag2 117.9(3) . . ? C11 N6 Ag1 124.4(3) . . ? C1 N1 Ag1 120.2(4) . 1_565 ? C7 N4 Ag2 120.4(3) . 1_545 ? O2 S1 O1 112.9(3) . . ? O2 S1 O3 116.3(3) . . ? O1 S1 O3 113.9(3) . . ? O2 S1 C20 103.2(3) . . ? O1 S1 C20 103.7(3) . . ? O3 S1 C20 104.8(3) . . ? F3 C20 F1 107.0(6) . . ? F3 C20 F2 107.6(6) . . ? F1 C20 F2 107.3(6) . . ? F3 C20 S1 112.2(6) . . ? F1 C20 S1 111.5(5) . . ? F2 C20 S1 111.0(5) . . ? N1 Ag1 N6 147.92(17) 1_545 . ? N1 Ag1 N2 114.35(17) 1_545 . ? N6 Ag1 N2 97.47(17) . . ? O6 S2 O5 116.1(3) . . ? O6 S2 O4 114.6(3) . . ? O5 S2 O4 114.4(3) . . ? O6 S2 C30 103.5(4) . . ? O5 S2 C30 102.5(2) . . ? O4 S2 C30 103.3(3) . . ? F4 C30 F5 108.5(6) . . ? F4 C30 F6 108.3(6) . . ? F5 C30 F6 108.4(6) . . ? F4 C30 S2 111.7(5) . . ? F5 C30 S2 110.5(4) . . ? F6 C30 S2 109.3(5) . . ? N4 Ag2 N3 148.32(16) 1_565 . ? N4 Ag2 N5 108.14(16) 1_565 . ? N3 Ag2 N5 103.08(16) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.62 _refine_diff_density_min -0.43 _refine_diff_density_rms 0.10 data_AL024 _database_code_depnum_ccdc_archive 'CCDC 222116' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C6 H15 Ag N3 +), (C F3 O3 S -), (C H4 O)' _chemical_formula_sum 'C8 H19 Ag F3 N3 O4 S' _chemical_formula_weight 418.19 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 Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.5527(2) _cell_length_b 7.8253(2) _cell_length_c 21.9735(6) _cell_angle_alpha 90.00 _cell_angle_beta 98.4620(10) _cell_angle_gamma 90.00 _cell_volume 1454.62(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 18707 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.910 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 1.578 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.878 _exptl_absorpt_correction_T_max 1.134 _exptl_absorpt_process_details ; R. H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius Kappa-CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 20446 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.57 _reflns_number_total 3311 _reflns_number_gt 2684 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0332P)^2^+2.6315P] 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 SHELXL _refine_ls_extinction_coef 0.0010(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3311 _refine_ls_number_parameters 184 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.051 _refine_ls_R_factor_gt 0.035 _refine_ls_wR_factor_ref 0.084 _refine_ls_wR_factor_gt 0.078 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.99161(3) 0.30572(3) 0.739459(13) 0.03237(11) Uani 1 1 d . . . C1 C 0.9508(4) 0.6139(4) 0.64123(15) 0.0295(7) Uani 1 1 d . . . H1 H 0.9546 0.6484 0.5976 0.035 Uiso 1 1 calc R . . C2 C 0.7806(4) 0.6259(4) 0.65382(16) 0.0310(7) Uani 1 1 d . . . H2A H 0.7121 0.5545 0.6237 0.037 Uiso 1 1 calc R . . H2B H 0.7740 0.5807 0.6955 0.037 Uiso 1 1 calc R . . C3 C 0.7210(4) 0.8097(4) 0.64948(15) 0.0282(7) Uani 1 1 d . . . H3 H 0.7219 0.8523 0.6066 0.034 Uiso 1 1 calc R . . C4 C 0.8283(4) 0.9228(4) 0.69409(15) 0.0267(7) Uani 1 1 d . . . H4A H 0.8250 0.8840 0.7368 0.032 Uiso 1 1 calc R . . H4B H 0.7895 1.0421 0.6904 0.032 Uiso 1 1 calc R . . C5 C 0.9988(4) 0.9161(4) 0.68059(15) 0.0264(7) Uani 1 1 d . . . H5 H 1.0006 0.9601 0.6380 0.032 Uiso 1 1 calc R . . C6 C 1.0574(4) 0.7316(4) 0.68365(16) 0.0283(7) Uani 1 1 d . . . H6A H 1.1652 0.7282 0.6723 0.034 Uiso 1 1 calc R . . H6B H 1.0638 0.6897 0.7265 0.034 Uiso 1 1 calc R . . N1 N 1.0073(4) 0.4351(4) 0.65001(14) 0.0355(7) Uani 1 1 d . . . H1A H 1.1114 0.4329 0.6440 0.043 Uiso 1 1 calc R . . H1B H 0.9515 0.3701 0.6193 0.043 Uiso 1 1 calc R . . N2 N 0.5564(3) 0.8156(4) 0.66356(14) 0.0336(7) Uani 1 1 d . . . H2C H 0.5026 0.7261 0.6430 0.040 Uiso 1 1 calc R . . H2D H 0.5113 0.9145 0.6464 0.040 Uiso 1 1 calc R . . N3 N 1.0989(3) 1.0291(3) 0.72446(13) 0.0290(6) Uani 1 1 d . . . H3A H 1.1947 1.0431 0.7108 0.035 Uiso 1 1 calc R . . H3B H 1.1179 0.9747 0.7619 0.035 Uiso 1 1 calc R . . S1 S 0.08397(12) 0.77284(12) 0.88388(4) 0.0370(2) Uani 1 1 d . . . O1 O 0.1652(4) 0.6374(4) 0.85776(15) 0.0638(9) Uani 1 1 d . . . O2 O -0.0828(4) 0.7413(5) 0.88095(17) 0.0639(9) Uani 1 1 d . . . O3 O 0.1259(3) 0.9418(4) 0.86808(14) 0.0554(8) Uani 1 1 d . . . C10 C 0.1597(9) 0.7569(8) 0.9647(2) 0.0756(16) Uani 1 1 d . . . F1 F 0.1218(7) 0.6077(6) 0.98672(18) 0.147(2) Uani 1 1 d . . . F2 F 0.3118(6) 0.7755(7) 0.97502(19) 0.1245(16) Uani 1 1 d . . . F3 F 0.0995(6) 0.8695(7) 0.99763(17) 0.1350(18) Uani 1 1 d . . . C20 C 0.3160(9) 0.2666(10) 0.9911(3) 0.097(2) Uani 1 1 d . . . H21C H 0.3839 0.3430 0.9712 0.117 Uiso 1 1 calc R . . H21A H 0.2054 0.2850 0.9733 0.117 Uiso 1 1 calc R . . H21B H 0.3453 0.1476 0.9845 0.117 Uiso 1 1 calc R . . O21 O 0.3358(4) 0.3015(5) 1.05507(16) 0.0696(10) Uani 1 1 d . . . H21 H 0.2484 0.2917 1.0679 0.104 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 0.03188(16) 0.02232(14) 0.04254(17) -0.00041(11) 0.00423(10) -0.00043(11) C1 0.0409(19) 0.0211(16) 0.0268(17) -0.0021(13) 0.0060(14) 0.0015(14) C2 0.0385(19) 0.0252(17) 0.0289(17) -0.0018(14) 0.0040(14) -0.0053(15) C3 0.0285(16) 0.0281(17) 0.0267(16) 0.0015(13) -0.0003(13) -0.0002(14) C4 0.0274(16) 0.0214(15) 0.0303(17) 0.0013(13) 0.0006(13) 0.0023(13) C5 0.0289(16) 0.0201(15) 0.0302(17) 0.0012(13) 0.0043(13) 0.0021(13) C6 0.0292(17) 0.0238(17) 0.0331(18) 0.0001(13) 0.0082(14) 0.0043(13) N1 0.0456(17) 0.0224(15) 0.0390(17) -0.0061(12) 0.0076(13) 0.0028(13) N2 0.0275(14) 0.0337(16) 0.0380(17) 0.0003(13) -0.0002(12) -0.0003(12) N3 0.0281(14) 0.0230(14) 0.0353(15) 0.0005(11) 0.0024(12) -0.0026(11) S1 0.0495(5) 0.0337(5) 0.0299(5) 0.0011(4) 0.0125(4) -0.0028(4) O1 0.073(2) 0.058(2) 0.064(2) -0.0159(17) 0.0215(17) 0.0068(17) O2 0.057(2) 0.061(2) 0.078(2) -0.0030(18) 0.0257(17) -0.0144(16) O3 0.0575(18) 0.0434(18) 0.065(2) 0.0205(15) 0.0078(15) -0.0096(14) C10 0.109(5) 0.069(4) 0.046(3) 0.008(3) 0.002(3) -0.014(3) F1 0.243(6) 0.115(3) 0.075(3) 0.055(3) -0.001(3) -0.045(4) F2 0.119(3) 0.160(4) 0.077(3) 0.026(3) -0.043(2) -0.017(3) F3 0.185(4) 0.166(4) 0.060(2) -0.050(3) 0.041(3) -0.025(4) C20 0.100(5) 0.130(6) 0.066(4) -0.012(4) 0.025(3) 0.014(4) O21 0.064(2) 0.087(3) 0.060(2) 0.0097(19) 0.0139(16) 0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N2 2.230(3) 2_646 ? Ag1 N1 2.232(3) . ? Ag1 N3 2.393(3) 1_545 ? C1 N1 1.483(4) . ? C1 C6 1.516(5) . ? C1 C2 1.524(5) . ? C2 C3 1.524(5) . ? C3 N2 1.486(4) . ? C3 C4 1.524(4) . ? C4 C5 1.531(4) . ? C5 N3 1.483(4) . ? C5 C6 1.527(4) . ? N2 Ag1 2.230(3) 2_656 ? N3 Ag1 2.393(3) 1_565 ? S1 O3 1.426(3) . ? S1 O1 1.433(3) . ? S1 O2 1.440(3) . ? S1 C10 1.802(6) . ? C10 F3 1.295(7) . ? C10 F2 1.296(8) . ? C10 F1 1.322(7) . ? C20 O21 1.418(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ag1 N1 150.33(11) 2_646 . ? N2 Ag1 N3 106.94(10) 2_646 1_545 ? N1 Ag1 N3 102.42(10) . 1_545 ? N1 C1 C6 109.8(3) . . ? N1 C1 C2 109.6(3) . . ? C6 C1 C2 110.8(3) . . ? C3 C2 C1 111.5(3) . . ? N2 C3 C4 110.3(3) . . ? N2 C3 C2 109.6(3) . . ? C4 C3 C2 110.1(3) . . ? C3 C4 C5 110.9(3) . . ? N3 C5 C6 112.3(3) . . ? N3 C5 C4 109.2(3) . . ? C6 C5 C4 109.9(3) . . ? C1 C6 C5 112.6(3) . . ? C1 N1 Ag1 118.8(2) . . ? C3 N2 Ag1 120.8(2) . 2_656 ? C5 N3 Ag1 115.58(19) . 1_565 ? O3 S1 O1 115.7(2) . . ? O3 S1 O2 115.5(2) . . ? O1 S1 O2 113.0(2) . . ? O3 S1 C10 103.7(2) . . ? O1 S1 C10 102.6(3) . . ? O2 S1 C10 104.0(3) . . ? F3 C10 F2 107.3(6) . . ? F3 C10 F1 104.9(5) . . ? F2 C10 F1 109.2(6) . . ? F3 C10 S1 112.9(5) . . ? F2 C10 S1 111.8(4) . . ? F1 C10 S1 110.5(4) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.65 _refine_diff_density_min -0.61 _refine_diff_density_rms 0.10