# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Richard Puddephatt' 'Tara J. Burchell' 'Dana J. Eisler' _publ_contact_author_name 'Dr Richard Puddephatt' _publ_contact_author_address ; Chemistry University of Western Ontario London Ontario N6A 5B7 CANADA ; _publ_contact_author_email PUDD@UWO.CA _publ_requested_journal 'Chemical Communications' _publ_section_title ; Engineering Silver(I) Coordination Networks Through Hydrogen Bonding ; data_03075 _database_code_depnum_ccdc_archive 'CCDC 229152' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42.50 H35 Ag2 Cl3 F6 N8 O9' _chemical_formula_weight 1237.88 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3701(19) _cell_length_b 12.076(2) _cell_length_c 12.400(3) _cell_angle_alpha 88.01(3) _cell_angle_beta 85.14(3) _cell_angle_gamma 73.19(3) _cell_volume 1338.4(5) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description colourless _exptl_crystal_colour block _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 617 _exptl_absorpt_coefficient_mu 0.958 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.8696 _exptl_absorpt_correction_T_max 0.8775 _exptl_absorpt_process_details ? _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 'phi\omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13585 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI 0.0583 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 27.52 _reflns_number_total 6138 _reflns_number_gt 4923 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement 'Nonius DENZO' _computing_data_reduction 'NONIUS DENZO' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1109P)^2^+1.7725P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6138 _refine_ls_number_parameters 343 _refine_ls_number_restraints 34 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.1822 _refine_ls_wR_factor_gt 0.1700 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 1.43855(4) 0.15014(3) 0.48919(3) 0.03214(15) Uani 1 1 d . . . O50 O 1.6837(4) 0.0136(3) 0.4641(3) 0.0314(7) Uani 1 1 d . . . C41 C 1.7576(12) 0.0393(9) 0.3813(8) 0.024(3) Uiso 0.30 1 d P A 1 C51 C 1.9027(11) -0.0574(8) 0.3464(7) 0.033(2) Uiso 0.30 1 d PD A 1 F50 F 1.9721(18) -0.0207(16) 0.2559(13) 0.035(5) Uiso 0.30 1 d PD A 1 F51 F 1.8754(15) -0.1550(10) 0.3189(13) 0.043(3) Uiso 0.30 1 d PD A 1 F52 F 1.9980(14) -0.0862(14) 0.4214(9) 0.042(3) Uiso 0.30 1 d PD A 1 O51 O 1.7358(8) 0.1339(6) 0.3342(6) 0.0402(14) Uiso 0.30 1 d P A 1 C42 C 1.7576(12) 0.0393(9) 0.3813(8) 0.024(3) Uiso 0.30 1 d P A 2 C52 C 1.9027(11) -0.0574(8) 0.3464(7) 0.033(2) Uiso 0.30 1 d PD A 2 F53 F 2.0029(14) -0.0474(13) 0.4115(11) 0.051(4) Uiso 0.30 1 d PD A 2 F54 F 1.882(2) -0.1640(13) 0.3624(19) 0.048(6) Uiso 0.30 1 d PD A 2 F55 F 1.9510(16) -0.0542(13) 0.2437(9) 0.051(4) Uiso 0.30 1 d PD A 2 O52 O 1.7358(8) 0.1339(6) 0.3342(6) 0.0402(14) Uiso 0.30 1 d P A 2 C43 C 1.734(2) 0.0298(17) 0.3700(16) 0.040(6) Uiso 0.20 1 d P A 3 F56 F 1.903(3) -0.1611(17) 0.378(2) 0.040(7) Uiso 0.20 1 d PD A 3 F57 F 1.999(2) -0.029(2) 0.308(2) 0.064(8) Uiso 0.20 1 d PD A 3 F58 F 1.833(2) -0.0807(18) 0.2297(14) 0.056(5) Uiso 0.20 1 d PD A 3 C53 C 1.8735(15) -0.0591(11) 0.3279(11) 0.036(4) Uiso 0.20 1 d PD A 3 O53 O 1.6925(13) 0.1088(10) 0.3048(10) 0.051(3) Uiso 0.20 1 d P A 3 C44 C 1.734(2) 0.0298(17) 0.3700(16) 0.040(6) Uiso 0.20 1 d P A 4 C54 C 1.8735(15) -0.0591(11) 0.3279(11) 0.036(4) Uiso 0.20 1 d PD A 4 F59 F 1.839(3) -0.129(2) 0.267(2) 0.079(7) Uiso 0.20 1 d PD A 4 F60 F 1.991(3) -0.032(3) 0.272(3) 0.039(8) Uiso 0.20 1 d PD A 4 F61 F 1.952(3) -0.129(2) 0.4056(15) 0.062(5) Uiso 0.20 1 d PD A 4 O54 O 1.6925(13) 0.1088(10) 0.3048(10) 0.051(3) Uiso 0.20 1 d P A 4 N1 N 1.2930(4) 0.2108(3) 0.3562(3) 0.0293(8) Uani 1 1 d . . . C1 C 1.1706(5) 0.1758(4) 0.3480(4) 0.0320(10) Uani 1 1 d . A . H1A H 1.1545 0.1166 0.3958 0.038 Uiso 1 1 calc R . . C2 C 1.0674(5) 0.2215(4) 0.2738(4) 0.0338(11) Uani 1 1 d . . . H2A H 0.9818 0.1947 0.2713 0.041 Uiso 1 1 calc R A . C3 C 1.0900(5) 0.3069(4) 0.2029(4) 0.0316(10) Uani 1 1 d . A . H3A H 1.0206 0.3393 0.1506 0.038 Uiso 1 1 calc R . . C4 C 1.2161(5) 0.3443(4) 0.2094(4) 0.0263(9) Uani 1 1 d . . . C5 C 1.3144(5) 0.2932(4) 0.2872(4) 0.0290(10) Uani 1 1 d . A . H5A H 1.4011 0.3181 0.2914 0.035 Uiso 1 1 calc R . . C6 C 1.2522(5) 0.4386(4) 0.1412(4) 0.0253(9) Uani 1 1 d . A . O1 O 1.3796(4) 0.4494(3) 0.1342(3) 0.0389(9) Uani 1 1 d . . . N2 N 1.1374(4) 0.5108(3) 0.0915(3) 0.0229(7) Uani 1 1 d . . . H2B H 1.0522 0.4935 0.0940 0.027 Uiso 1 1 calc R A . C7 C 1.1478(4) 0.6137(4) 0.0352(3) 0.0228(8) Uani 1 1 d . A . C8 C 1.0519(5) 0.7185(4) 0.0692(4) 0.0270(9) Uani 1 1 d . . . H8A H 0.9803 0.7205 0.1287 0.032 Uiso 1 1 calc R A . C9 C 1.0587(5) 0.8208(4) 0.0178(4) 0.0316(10) Uani 1 1 d . A . H9A H 0.9911 0.8923 0.0414 0.038 Uiso 1 1 calc R . . C10 C 1.1646(5) 0.8186(4) -0.0683(4) 0.0311(10) Uani 1 1 d . . . H10A H 1.1716 0.8887 -0.1024 0.037 Uiso 1 1 calc R A . C11 C 1.2599(5) 0.7135(4) -0.1043(4) 0.0279(9) Uani 1 1 d . A . H11A H 1.3315 0.7119 -0.1637 0.034 Uiso 1 1 calc R . . C12 C 1.2517(4) 0.6101(4) -0.0544(3) 0.0222(8) Uani 1 1 d . . . N3 N 1.3482(4) 0.5047(3) -0.0966(3) 0.0241(7) Uani 1 1 d . A . H3B H 1.4446 0.4891 -0.0893 0.029 Uiso 1 1 calc R . . C13 C 1.2996(5) 0.4274(4) -0.1470(4) 0.0255(9) Uani 1 1 d . . . C14 C 1.4173(5) 0.3280(4) -0.1976(4) 0.0279(9) Uani 1 1 d . A . C15 C 1.5570(6) 0.2807(5) -0.1588(5) 0.0462(14) Uani 1 1 d . . . H15A H 1.5830 0.3100 -0.0955 0.055 Uiso 1 1 calc R A . C16 C 1.6565(7) 0.1905(7) -0.2141(6) 0.068(2) Uani 1 1 d . A . H16A H 1.7517 0.1547 -0.1880 0.081 Uiso 1 1 calc R . . C17 C 1.6177(6) 0.1518(5) -0.3086(5) 0.0490(15) Uani 1 1 d . . . H17A H 1.6884 0.0905 -0.3470 0.059 Uiso 1 1 calc R A . N4 N 1.4831(5) 0.1983(4) -0.3474(3) 0.0331(9) Uani 1 1 d . . . C18 C 1.3855(5) 0.2827(4) -0.2909(4) 0.0287(10) Uani 1 1 d . . . H18A H 1.2886 0.3137 -0.3159 0.034 Uiso 1 1 calc R A . O2 O 1.1665(3) 0.4382(3) -0.1556(3) 0.0360(8) Uani 1 1 d . A . Cl60 Cl 1.3549(7) 1.0780(6) 0.0158(6) 0.122(2) Uiso 0.50 1 d PD . . C60 C 1.5261(19) 1.036(2) 0.0717(18) 0.058(7) Uiso 0.25 1 d PD . . H60A H 1.5152 1.0065 0.1465 0.070 Uiso 0.25 1 calc PR . . H60B H 1.5688 1.1019 0.0731 0.070 Uiso 0.25 1 calc PR . . C70 C 1.725(3) 0.3449(16) 0.4904(11) 0.121(8) Uiso 0.30 1 d PD B 1 H70A H 1.8274 0.2906 0.4861 0.145 Uiso 0.30 1 calc PR B 1 H70B H 1.6547 0.2979 0.4882 0.145 Uiso 0.30 1 calc PR B 1 Cl2 Cl 1.7102(14) 0.4256(10) 0.3826(9) 0.114(3) Uiso 0.30 1 d PD B 1 Cl1 Cl 1.6941(10) 0.4100(7) 0.6145(7) 0.088(2) Uiso 0.30 1 d PD B 1 C71 C 1.725(3) 0.3449(16) 0.4904(11) 0.121(8) Uiso 0.20 1 d PD C 2 H71A H 1.8133 0.2909 0.4517 0.145 Uiso 0.20 1 calc PR C 2 H71B H 1.6636 0.2965 0.5233 0.145 Uiso 0.20 1 calc PR C 2 Cl3 Cl 1.6236(18) 0.4234(13) 0.3906(11) 0.103(4) Uiso 0.20 1 d PD C 2 Cl4 Cl 1.797(2) 0.3951(17) 0.6017(14) 0.132(6) Uiso 0.20 1 d PD C 2 C80 C 1.070(3) 0.444(2) 0.536(2) 0.151(8) Uiso 0.25 1 d PD D -3 H80A H 1.1019 0.5080 0.5616 0.226 Uiso 0.25 1 calc PR D -3 H80B H 1.0251 0.4650 0.4672 0.226 Uiso 0.25 1 calc PR D -3 H80C H 1.1571 0.3753 0.5261 0.226 Uiso 0.25 1 calc PR D -3 O80 O 0.965(3) 0.418(2) 0.613(2) 0.151(8) Uiso 0.25 1 d PD D -3 H80D H 0.8888 0.4176 0.5822 0.227 Uiso 0.25 1 calc PR D -3 O81 O 1.070(3) 0.444(2) 0.536(2) 0.151(8) Uiso 0.25 1 d P E -4 H81D H 1.0367 0.4513 0.4748 0.226 Uiso 0.25 1 calc PR E -4 C81 C 0.965(3) 0.418(2) 0.613(2) 0.151(8) Uiso 0.25 1 d P E -4 H81A H 0.9481 0.4709 0.6741 0.227 Uiso 0.25 1 calc PR E -4 H81B H 1.0028 0.3383 0.6382 0.227 Uiso 0.25 1 calc PR E -4 H81C H 0.8709 0.4284 0.5795 0.227 Uiso 0.25 1 calc PR E -4 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 0.0344(2) 0.0361(2) 0.0276(2) 0.00258(15) -0.01097(15) -0.01061(16) O50 0.0321(17) 0.0342(18) 0.0275(17) 0.0015(14) 0.0033(14) -0.0105(14) N1 0.029(2) 0.033(2) 0.028(2) 0.0065(16) -0.0081(16) -0.0105(17) C1 0.034(2) 0.031(2) 0.034(3) 0.007(2) -0.006(2) -0.014(2) C2 0.032(2) 0.040(3) 0.036(3) 0.011(2) -0.011(2) -0.020(2) C3 0.027(2) 0.037(3) 0.035(3) 0.009(2) -0.0121(19) -0.014(2) C4 0.020(2) 0.030(2) 0.028(2) 0.0051(18) -0.0027(17) -0.0057(18) C5 0.023(2) 0.034(2) 0.030(2) 0.0054(19) -0.0062(18) -0.0085(19) C6 0.019(2) 0.030(2) 0.026(2) 0.0052(18) -0.0019(17) -0.0070(17) O1 0.0225(16) 0.046(2) 0.051(2) 0.0196(18) -0.0092(15) -0.0153(15) N2 0.0144(16) 0.0278(18) 0.0260(18) 0.0050(15) -0.0011(13) -0.0062(14) C7 0.0181(19) 0.028(2) 0.022(2) 0.0020(16) -0.0031(16) -0.0061(17) C8 0.025(2) 0.029(2) 0.025(2) -0.0009(18) 0.0003(17) -0.0054(18) C9 0.034(2) 0.023(2) 0.034(3) -0.0039(19) -0.005(2) -0.0011(19) C10 0.035(3) 0.027(2) 0.032(2) 0.0049(19) -0.008(2) -0.010(2) C11 0.030(2) 0.035(2) 0.023(2) 0.0051(18) -0.0015(18) -0.017(2) C12 0.0166(18) 0.026(2) 0.023(2) -0.0010(16) -0.0025(16) -0.0048(16) N3 0.0160(16) 0.0306(19) 0.0257(18) -0.0037(15) 0.0002(14) -0.0068(15) C13 0.021(2) 0.031(2) 0.025(2) -0.0015(18) 0.0002(17) -0.0074(18) C14 0.021(2) 0.032(2) 0.028(2) -0.0053(18) -0.0005(17) -0.0032(18) C15 0.040(3) 0.053(3) 0.037(3) -0.020(2) -0.019(2) 0.005(3) C16 0.034(3) 0.085(5) 0.067(4) -0.046(4) -0.030(3) 0.022(3) C17 0.032(3) 0.054(3) 0.049(3) -0.026(3) -0.013(2) 0.013(2) N4 0.029(2) 0.038(2) 0.031(2) -0.0095(17) -0.0100(17) -0.0038(18) C18 0.020(2) 0.034(2) 0.031(2) -0.0034(19) -0.0072(18) -0.0054(19) O2 0.0186(15) 0.0401(19) 0.051(2) -0.0139(16) 0.0024(14) -0.0105(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 N1 2.199(4) . ? Ag1 N4 2.232(4) 1_556 ? Ag1 O50 2.412(3) . ? Ag1 O50 2.584(3) 2_856 ? O50 C43 1.25(2) . ? O50 C41 1.269(11) . ? O50 Ag1 2.584(3) 2_856 ? C41 O51 1.236(12) . ? C41 C51 1.554(14) . ? C51 F52 1.312(13) . ? C51 F51 1.338(13) . ? C51 F50 1.373(13) . ? C43 O53 1.22(2) . ? C43 C53 1.50(2) . ? F56 C53 1.328(16) . ? F57 C53 1.330(16) . ? F58 C53 1.360(16) . ? N1 C5 1.338(6) . ? N1 C1 1.344(6) . ? C1 C2 1.376(7) . ? C2 C3 1.383(6) . ? C3 C4 1.391(6) . ? C4 C5 1.393(6) . ? C4 C6 1.495(6) . ? C6 O1 1.233(5) . ? C6 N2 1.352(5) . ? N2 C7 1.428(5) . ? C7 C8 1.379(6) . ? C7 C12 1.407(6) . ? C8 C9 1.386(7) . ? C9 C10 1.391(7) . ? C10 C11 1.387(7) . ? C11 C12 1.393(6) . ? C12 N3 1.419(6) . ? N3 C13 1.343(6) . ? C13 O2 1.229(5) . ? C13 C14 1.491(6) . ? C14 C18 1.387(6) . ? C14 C15 1.388(7) . ? C15 C16 1.372(8) . ? C16 C17 1.390(8) . ? C17 N4 1.346(6) . ? N4 C18 1.329(6) . ? N4 Ag1 2.232(4) 1_554 ? Cl60 C60 1.734(17) . ? Cl60 C60 1.824(17) 2_875 ? C60 Cl60 1.824(17) 2_875 ? C70 Cl2 1.619(15) . ? C70 Cl1 1.716(15) . ? C80 O80 1.399(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N4 142.59(16) . 1_556 ? N1 Ag1 O50 123.00(14) . . ? N4 Ag1 O50 91.96(14) 1_556 . ? N1 Ag1 O50 90.84(12) . 2_856 ? N4 Ag1 O50 101.88(14) 1_556 2_856 ? O50 Ag1 O50 91.73(10) . 2_856 ? C43 O50 C41 14.6(10) . . ? C43 O50 Ag1 106.4(9) . . ? C41 O50 Ag1 111.3(5) . . ? C43 O50 Ag1 122.0(9) . 2_856 ? C41 O50 Ag1 134.3(6) . 2_856 ? Ag1 O50 Ag1 88.27(10) . 2_856 ? O51 C41 O50 127.7(9) . . ? O51 C41 C51 117.8(8) . . ? O50 C41 C51 114.1(8) . . ? F52 C51 F51 106.3(11) . . ? F52 C51 F50 108.6(12) . . ? F51 C51 F50 106.3(12) . . ? F52 C51 C41 113.8(9) . . ? F51 C51 C41 112.6(9) . . ? F50 C51 C41 108.9(10) . . ? O53 C43 O50 131.6(18) . . ? O53 C43 C53 112.0(16) . . ? O50 C43 C53 116.4(15) . . ? F56 C53 F57 109.2(18) . . ? F56 C53 F58 103.9(16) . . ? F57 C53 F58 106.1(16) . . ? F56 C53 C43 115.8(16) . . ? F57 C53 C43 119.3(17) . . ? F58 C53 C43 100.5(14) . . ? C5 N1 C1 117.4(4) . . ? C5 N1 Ag1 120.9(3) . . ? C1 N1 Ag1 121.4(3) . . ? N1 C1 C2 123.3(4) . . ? C1 C2 C3 119.1(4) . . ? C2 C3 C4 118.8(4) . . ? C3 C4 C5 118.1(4) . . ? C3 C4 C6 124.8(4) . . ? C5 C4 C6 117.0(4) . . ? N1 C5 C4 123.4(4) . . ? O1 C6 N2 123.3(4) . . ? O1 C6 C4 120.5(4) . . ? N2 C6 C4 116.1(4) . . ? C6 N2 C7 123.2(3) . . ? C8 C7 C12 119.7(4) . . ? C8 C7 N2 118.7(4) . . ? C12 C7 N2 121.6(4) . . ? C7 C8 C9 120.8(4) . . ? C8 C9 C10 119.9(4) . . ? C11 C10 C9 119.6(4) . . ? C10 C11 C12 120.7(4) . . ? C11 C12 C7 119.1(4) . . ? C11 C12 N3 118.6(4) . . ? C7 C12 N3 122.3(4) . . ? C13 N3 C12 123.2(4) . . ? O2 C13 N3 123.2(4) . . ? O2 C13 C14 120.6(4) . . ? N3 C13 C14 116.2(4) . . ? C18 C14 C15 118.5(4) . . ? C18 C14 C13 117.4(4) . . ? C15 C14 C13 124.0(4) . . ? C16 C15 C14 118.3(5) . . ? C15 C16 C17 119.7(5) . . ? N4 C17 C16 122.2(5) . . ? C18 N4 C17 117.5(4) . . ? C18 N4 Ag1 121.6(3) . 1_554 ? C17 N4 Ag1 120.5(4) . 1_554 ? N4 C18 C14 123.6(4) . . ? C60 Cl60 C60 74.6(11) . 2_875 ? Cl60 C60 Cl60 105.4(11) . 2_875 ? Cl2 C70 Cl1 118.7(12) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2B O2 0.88 2.06 2.785(5) 138.4 2_765 N3 H3B O1 0.88 2.02 2.762(5) 140.7 2_865 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.963 _refine_diff_density_min -0.897 _refine_diff_density_rms 0.145 data_03076 _database_code_depnum_ccdc_archive 'CCDC 229153' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H36 Ag2 Cl5 F6 N8 O8' _chemical_formula_weight 1323.81 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 9.4067(19) _cell_length_b 24.330(5) _cell_length_c 11.965(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.98(3) _cell_angle_gamma 90.00 _cell_volume 2704.8(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1318 _exptl_absorpt_coefficient_mu 1.048 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7579 _exptl_absorpt_correction_T_max 0.9495 _exptl_absorpt_process_details ? _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 'phi\omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12361 _diffrn_reflns_av_R_equivalents 0.043 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3170 _reflns_number_gt 2572 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement 'Nonius DENZO' _computing_data_reduction 'Nonius DENZO' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0924P)^2^+8.9100P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3170 _refine_ls_number_parameters 189 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0711 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1675 _refine_ls_wR_factor_gt 0.1576 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 1.16820(5) 0.5000 1.10706(4) 0.0355(2) Uani 1 2 d S . . F1 F 1.3248(9) 0.4738(4) 0.7378(7) 0.081(2) Uiso 0.50 1 d PD A -1 F2 F 1.3705(6) 0.4900(3) 0.9154(4) 0.0519(16) Uiso 0.50 1 d PD A -1 F3 F 1.3182(10) 0.5537(4) 0.7788(8) 0.084(2) Uiso 0.50 1 d PD A -1 C50 C 1.1237(8) 0.5078(5) 0.8256(6) 0.037(2) Uiso 0.50 1 d P A -1 C51 C 1.2826(8) 0.5059(5) 0.8194(6) 0.042(2) Uiso 0.50 1 d PD A -1 O50 O 1.0920(7) 0.5247(3) 0.9164(6) 0.0472(17) Uiso 0.50 1 d P . -1 O51 O 1.0421(6) 0.5000 0.7363(5) 0.0513(13) Uani 1 2 d S . . N1 N 1.2557(4) 0.58205(17) 1.1701(3) 0.0383(9) Uani 1 1 d . . . C1 C 1.2006(5) 0.6059(2) 1.2554(4) 0.0441(12) Uani 1 1 d . . . H1A H 1.1156 0.5907 1.2766 0.053 Uiso 1 1 calc R . . C2 C 1.2609(5) 0.6513(2) 1.3139(4) 0.0383(11) Uani 1 1 d . . . H2A H 1.2179 0.6669 1.3732 0.046 Uiso 1 1 calc R . . C3 C 1.3861(4) 0.67370(17) 1.2842(4) 0.0281(8) Uani 1 1 d . . . C4 C 1.4428(5) 0.6497(2) 1.1954(4) 0.0368(10) Uani 1 1 d . . . H4A H 1.5274 0.6641 1.1722 0.044 Uiso 1 1 calc R . . C5 C 1.3743(5) 0.6046(2) 1.1413(4) 0.0393(11) Uani 1 1 d . . . H5A H 1.4137 0.5887 1.0803 0.047 Uiso 1 1 calc R . . C6 C 1.4646(4) 0.72113(18) 1.3457(4) 0.0304(9) Uani 1 1 d . . . O1 O 1.5933(3) 0.72785(14) 1.3407(3) 0.0403(8) Uani 1 1 d . . . N2 N 1.3879(4) 0.75435(14) 1.4023(3) 0.0269(7) Uani 1 1 d . . . H2B H 1.2987 0.7452 1.4077 0.032 Uiso 1 1 calc R . . C7 C 1.4447(4) 0.80372(17) 1.4540(3) 0.0267(8) Uani 1 1 d . . . C8 C 1.3869(5) 0.85385(19) 1.4105(4) 0.0322(9) Uani 1 1 d . . . H8A H 1.3091 0.8540 1.3494 0.039 Uiso 1 1 calc R . . C9 C 1.4425(5) 0.90296(19) 1.4560(4) 0.0361(10) Uani 1 1 d . . . H9A H 1.4019 0.9368 1.4269 0.054 Uiso 1 1 calc R . . C60 C 1.5622(16) 0.7913(7) 1.0107(13) 0.078(4) Uani 0.50 1 d PD B -1 H60A H 1.5315 0.7525 1.0007 0.093 Uiso 0.50 1 calc PR B -1 H60B H 1.6258 0.7949 1.0845 0.093 Uiso 0.50 1 calc PR B -1 C61 C 1.4370(17) 0.8268(7) 1.0078(15) 0.081(5) Uani 0.50 1 d PD B -1 H61A H 1.3771 0.8251 0.9321 0.097 Uiso 0.50 1 calc PR B -1 H61B H 1.4683 0.8653 1.0226 0.097 Uiso 0.50 1 calc PR B -1 Cl60 Cl 1.6555(18) 0.8116(7) 0.8994(13) 0.107(5) Uani 0.50 1 d PD B -1 Cl61 Cl 1.3341(17) 0.8044(5) 1.1134(11) 0.076(2) Uani 0.50 1 d PD B -1 C70 C 1.607(3) 0.4711(4) 0.535(3) 0.089(9) Uiso 0.25 1 d PD . 2 Cl70 Cl 1.4608(13) 0.4309(5) 0.5187(12) 0.131(4) Uiso 0.25 1 d PD . 2 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 0.0350(3) 0.0346(3) 0.0359(3) 0.000 0.00258(19) 0.000 O51 0.040(3) 0.058(3) 0.052(3) 0.000 -0.002(2) 0.000 N1 0.033(2) 0.040(2) 0.042(2) -0.0095(17) 0.0075(16) -0.0027(16) C1 0.036(2) 0.047(3) 0.053(3) -0.017(2) 0.019(2) -0.014(2) C2 0.032(2) 0.044(3) 0.042(3) -0.014(2) 0.0151(19) -0.0090(19) C3 0.0222(19) 0.029(2) 0.032(2) -0.0028(17) 0.0032(15) 0.0014(16) C4 0.027(2) 0.043(3) 0.043(3) -0.010(2) 0.0131(18) -0.0052(18) C5 0.035(2) 0.044(3) 0.042(3) -0.013(2) 0.0133(19) -0.004(2) C6 0.0221(19) 0.034(2) 0.034(2) -0.0019(18) 0.0009(16) 0.0014(16) O1 0.0196(14) 0.0405(18) 0.061(2) -0.0133(16) 0.0066(13) -0.0036(13) N2 0.0182(15) 0.0301(18) 0.0320(18) -0.0014(14) 0.0030(12) -0.0004(13) C7 0.0227(18) 0.031(2) 0.028(2) -0.0027(16) 0.0061(15) -0.0003(16) C8 0.032(2) 0.036(2) 0.030(2) 0.0026(18) 0.0064(16) 0.0057(18) C9 0.043(3) 0.030(2) 0.037(2) 0.0044(18) 0.0137(19) 0.0048(19) C60 0.085(10) 0.074(10) 0.070(10) 0.004(9) -0.002(8) 0.009(8) C61 0.098(12) 0.065(9) 0.081(11) 0.001(9) 0.020(10) 0.010(9) Cl60 0.085(5) 0.174(11) 0.062(5) -0.021(5) 0.014(4) -0.024(6) Cl61 0.098(5) 0.086(4) 0.050(3) 0.019(3) 0.031(3) 0.037(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.245(4) . ? Ag1 N1 2.245(4) 6_565 ? Ag1 O50 2.359(7) 6_565 ? Ag1 O50 2.359(7) . ? Ag1 O50 2.494(7) 5_767 ? Ag1 O50 2.494(7) 2_757 ? F1 C51 1.358(10) . ? F2 C51 1.362(8) . ? F3 C51 1.324(11) . ? C50 O51 1.229(9) . ? C50 O50 1.241(10) . ? C50 C51 1.509(11) . ? O50 Ag1 2.494(7) 5_767 ? O51 C50 1.229(9) 6_565 ? N1 C5 1.336(6) . ? N1 C1 1.346(6) . ? C1 C2 1.381(7) . ? C2 C3 1.393(6) . ? C3 C4 1.390(6) . ? C3 C6 1.500(6) . ? C4 C5 1.381(6) . ? C6 O1 1.232(5) . ? C6 N2 1.336(5) . ? N2 C7 1.417(5) . ? C7 C7 1.391(8) 2_858 ? C7 C8 1.402(6) . ? C8 C9 1.381(7) . ? C9 C9 1.388(9) 2_858 ? C60 C61 1.456(14) . ? C60 Cl60 1.775(15) . ? C61 Cl61 1.792(15) . ? C70 C70 1.41(2) 6_565 ? C70 Cl70 1.676(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N1 125.6(2) . 6_565 ? N1 Ag1 O50 126.3(2) . 6_565 ? N1 Ag1 O50 98.0(2) 6_565 6_565 ? N1 Ag1 O50 98.0(2) . . ? N1 Ag1 O50 126.3(2) 6_565 . ? N1 Ag1 O50 123.7(2) . 5_767 ? N1 Ag1 O50 97.2(2) 6_565 5_767 ? O50 Ag1 O50 71.6(3) 6_565 5_767 ? O50 Ag1 O50 78.9(3) . 5_767 ? N1 Ag1 O50 97.20(19) . 2_757 ? N1 Ag1 O50 123.7(2) 6_565 2_757 ? O50 Ag1 O50 78.9(3) 6_565 2_757 ? O50 Ag1 O50 71.6(3) . 2_757 ? O51 C50 O50 127.5(8) . . ? O51 C50 C51 116.2(6) . . ? O50 C50 C51 115.4(7) . . ? F3 C51 F1 97.1(8) . . ? F3 C51 F2 113.8(9) . . ? F1 C51 F2 103.7(8) . . ? F3 C51 C50 107.5(9) . . ? F1 C51 C50 117.1(8) . . ? F2 C51 C50 116.3(6) . . ? C50 O50 Ag1 133.1(7) . . ? C50 O50 Ag1 100.8(5) . 5_767 ? Ag1 O50 Ag1 101.1(3) . 5_767 ? C5 N1 C1 117.1(4) . . ? C5 N1 Ag1 123.7(3) . . ? C1 N1 Ag1 118.3(3) . . ? N1 C1 C2 123.5(4) . . ? C1 C2 C3 118.7(4) . . ? C4 C3 C2 118.1(4) . . ? C4 C3 C6 118.8(4) . . ? C2 C3 C6 123.1(4) . . ? C5 C4 C3 119.1(4) . . ? N1 C5 C4 123.5(4) . . ? O1 C6 N2 123.8(4) . . ? O1 C6 C3 119.3(4) . . ? N2 C6 C3 116.8(3) . . ? C6 N2 C7 122.5(3) . . ? C7 C7 C8 119.5(3) 2_858 . ? C7 C7 N2 122.0(2) 2_858 . ? C8 C7 N2 118.5(4) . . ? C9 C8 C7 120.3(4) . . ? C8 C9 C9 120.1(3) . 2_858 ? C61 C60 Cl60 108.1(11) . . ? C60 C61 Cl61 109.1(10) . . ? C70 C70 Cl70 125.7(7) 6_565 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2B O1 0.88 2.08 2.788(4) 137.0 8_465 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.754 _refine_diff_density_min -0.740 _refine_diff_density_rms 0.128