# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_year ? _journal_page_first ? _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Jonathan Steed' 'Lucas Applegarth' 'Andres Goeta' _publ_contact_author_name 'Jonathan Steed' _publ_contact_author_address ; Department of Chemistry University of Durham University Science Laboratories South Road Durham DH1 3LE UNITED KINGDOM ; _publ_contact_author_email ON.STEED@DUR.AC.UK _publ_section_title ;Influence of Hydrogen Bonding on Coordination Polymer Assembly ; data_C_04srv365 _database_code_depnum_ccdc_archive 'CCDC 259231' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 04srv365 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H34 Ag N7 O7 S2' _chemical_formula_weight 680.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.9266(5) _cell_length_b 13.3289(5) _cell_length_c 16.5474(7) _cell_angle_alpha 90.00 _cell_angle_beta 105.3550(10) _cell_angle_gamma 90.00 _cell_volume 2749.30(19) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9742 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 30.49 _exptl_crystal_description 'irregular shape' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 0.940 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'micro-focus X-ray source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Proteum-M with Bede Microsource' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 35951 _diffrn_reflns_av_R_equivalents 0.0190 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 30.50 _reflns_number_total 8354 _reflns_number_gt 7542 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5.625 (Bruker, 2001)' _computing_cell_refinement 'SMART V5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT+ NT V6.22 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed interface to POVRay' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.0385P)^2^+1.0712P] 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 8354 _refine_ls_number_parameters 372 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0293 _refine_ls_R_factor_gt 0.0254 _refine_ls_wR_factor_ref 0.0667 _refine_ls_wR_factor_gt 0.0648 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 0.249534(8) 0.366086(7) 0.238278(6) 0.02018(4) Uani 1 1 d . . . S1 S 0.00071(3) 0.48659(3) 0.232018(19) 0.01996(7) Uani 1 1 d . . . O1 O 0.18636(9) 0.01003(7) 0.09595(6) 0.0234(2) Uani 1 1 d . . . N1 N 0.16518(9) 0.32040(8) 0.11016(7) 0.0168(2) Uani 1 1 d . . . C1 C 0.11566(11) 0.39005(10) 0.05456(8) 0.0190(2) Uani 1 1 d . . . H1 H 0.1142 0.4576 0.0724 0.023 Uiso 1 1 calc R . . S2 S 0.52042(3) 0.42217(4) 0.26675(2) 0.03020(9) Uani 1 1 d . . . O2 O 0.31201(9) -0.53074(7) -0.09784(6) 0.0235(2) Uani 1 1 d . . . N2 N 0.12369(10) 0.09749(8) -0.02753(7) 0.0193(2) Uani 1 1 d . . . C2 C 0.06660(12) 0.36588(9) -0.02814(9) 0.0207(3) Uani 1 1 d . . . H2 H 0.0321 0.4163 -0.0664 0.025 Uiso 1 1 calc R . . O3 O 0.25059(13) 0.54791(9) 0.19069(8) 0.0438(3) Uani 1 1 d . . . N3 N 0.15970(10) -0.06945(8) -0.02996(7) 0.0197(2) Uani 1 1 d . . . C3 C 0.06840(11) 0.26778(10) -0.05446(8) 0.0192(2) Uani 1 1 d . . . H3 H 0.0343 0.2501 -0.1108 0.023 Uiso 1 1 calc R . . O4 O 0.30545(15) 0.63096(11) 0.30435(10) 0.0560(4) Uani 1 1 d . . . N4 N 0.34225(10) -0.45985(8) 0.03189(7) 0.0194(2) Uani 1 1 d . . . C4 C 0.12071(10) 0.19466(9) 0.00231(8) 0.0157(2) Uani 1 1 d . . . O5 O 0.15985(12) 0.67425(12) 0.21380(11) 0.0558(4) Uani 1 1 d . . . N5 N 0.37676(11) -0.62644(8) 0.02058(7) 0.0200(2) Uani 1 1 d . . . C5 C 0.16825(10) 0.22456(9) 0.08473(8) 0.0163(2) Uani 1 1 d . . . H5 H 0.2039 0.1757 0.1242 0.020 Uiso 1 1 calc R . . O6 O 0.09790(8) 0.46554(8) 0.30431(6) 0.0239(2) Uani 1 1 d . . . N6 N 0.32423(9) -0.83835(8) -0.12861(7) 0.0178(2) Uani 1 1 d . . . C6 C 0.15964(11) 0.01202(9) 0.01891(8) 0.0174(2) Uani 1 1 d . . . O7 O 0.43012(9) 0.38641(11) 0.19402(7) 0.0353(3) Uani 1 1 d . . . N7 N 0.23757(10) 0.61808(9) 0.23692(8) 0.0219(2) Uani 1 1 d . . . C7 C 0.19728(11) -0.16721(9) 0.00568(8) 0.0167(2) Uani 1 1 d . . . H7 H 0.1758 -0.1759 0.0590 0.020 Uiso 1 1 calc R . . C8 C 0.14367(10) -0.24930(9) -0.05550(8) 0.0174(2) Uani 1 1 d . . . H8A H 0.1615 -0.2400 -0.1096 0.021 Uiso 1 1 calc R . . H8B H 0.0648 -0.2447 -0.0658 0.021 Uiso 1 1 calc R . . C9 C 0.18216(11) -0.35251(9) -0.01947(8) 0.0177(2) Uani 1 1 d . . . H9A H 0.1602 -0.3633 0.0328 0.021 Uiso 1 1 calc R . . H9B H 0.1481 -0.4051 -0.0600 0.021 Uiso 1 1 calc R . . C10 C 0.30387(11) -0.36127(9) -0.00091(8) 0.0167(2) Uani 1 1 d . . . H10 H 0.3243 -0.3509 -0.0545 0.020 Uiso 1 1 calc R . . C11 C 0.35787(10) -0.27958(9) 0.06050(8) 0.0182(2) Uani 1 1 d . . . H11A H 0.4367 -0.2841 0.0705 0.022 Uiso 1 1 calc R . . H11B H 0.3405 -0.2893 0.1148 0.022 Uiso 1 1 calc R . . C12 C 0.31909(11) -0.17622(9) 0.02496(8) 0.0183(2) Uani 1 1 d . . . H12A H 0.3528 -0.1239 0.0659 0.022 Uiso 1 1 calc R . . H12B H 0.3416 -0.1648 -0.0270 0.022 Uiso 1 1 calc R . . C13 C 0.34048(11) -0.53810(9) -0.02096(8) 0.0176(2) Uani 1 1 d . . . C14 C 0.37311(10) -0.72186(9) -0.01382(8) 0.0164(2) Uani 1 1 d . . . C15 C 0.32918(10) -0.74399(9) -0.09847(8) 0.0171(2) Uani 1 1 d . . . H15 H 0.3018 -0.6907 -0.1362 0.021 Uiso 1 1 calc R . . C16 C 0.36352(11) -0.91422(10) -0.07602(9) 0.0207(2) Uani 1 1 d . . . H16 H 0.3596 -0.9807 -0.0974 0.025 Uiso 1 1 calc R . . C17 C 0.40959(12) -0.89804(10) 0.00839(9) 0.0217(3) Uani 1 1 d . . . H17 H 0.4374 -0.9528 0.0443 0.026 Uiso 1 1 calc R . . C18 C 0.41500(11) -0.80149(10) 0.04023(8) 0.0198(2) Uani 1 1 d . . . H18 H 0.4468 -0.7894 0.0981 0.024 Uiso 1 1 calc R . . C19 C -0.10032(13) 0.40230(13) 0.24465(10) 0.0318(3) Uani 1 1 d . . . H19A H -0.0788 0.3333 0.2366 0.048 Uiso 1 1 calc R . . H19B H -0.1680 0.4176 0.2031 0.048 Uiso 1 1 calc R . . H19C H -0.1099 0.4095 0.3012 0.048 Uiso 1 1 calc R . . C20 C -0.05843(14) 0.59844(12) 0.25859(11) 0.0318(3) Uani 1 1 d . . . H20A H -0.0731 0.5901 0.3134 0.048 Uiso 1 1 calc R . . H20B H -0.1257 0.6119 0.2160 0.048 Uiso 1 1 calc R . . H20C H -0.0090 0.6548 0.2610 0.048 Uiso 1 1 calc R . . C21 C 0.63952(13) 0.37458(13) 0.24700(11) 0.0317(3) Uani 1 1 d . . . H21A H 0.6361 0.3012 0.2444 0.048 Uiso 1 1 calc R . . H21B H 0.7015 0.3953 0.2922 0.048 Uiso 1 1 calc R . . H21C H 0.6467 0.4010 0.1935 0.048 Uiso 1 1 calc R . . C22 C 0.54257(17) 0.55116(16) 0.24975(13) 0.0457(5) Uani 1 1 d . . . H22A H 0.5525 0.5600 0.1935 0.069 Uiso 1 1 calc R . . H22B H 0.6069 0.5742 0.2916 0.069 Uiso 1 1 calc R . . H22C H 0.4805 0.5904 0.2548 0.069 Uiso 1 1 calc R . . H3N H 0.1508(15) -0.0638(14) -0.0793(13) 0.024(5) Uiso 1 1 d . . . H4N H 0.3463(16) -0.4725(15) 0.0805(14) 0.031(5) Uiso 1 1 d . . . H2N H 0.1059(15) 0.0879(14) -0.0766(13) 0.023(4) Uiso 1 1 d . . . H5N H 0.4005(17) -0.6220(15) 0.0701(15) 0.032(5) 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 0.02413(6) 0.01976(6) 0.01501(5) -0.00009(3) 0.00232(4) 0.00027(3) S1 0.01985(15) 0.02778(16) 0.01201(13) 0.00139(11) 0.00382(11) 0.00234(12) O1 0.0399(6) 0.0161(4) 0.0140(4) 0.0006(3) 0.0070(4) 0.0052(4) N1 0.0201(5) 0.0138(5) 0.0159(5) 0.0004(4) 0.0040(4) -0.0001(4) C1 0.0237(6) 0.0135(5) 0.0198(6) 0.0017(4) 0.0059(5) 0.0018(4) S2 0.01876(16) 0.0588(3) 0.01245(14) -0.00278(15) 0.00307(12) -0.00155(15) O2 0.0393(6) 0.0174(4) 0.0141(4) 0.0014(3) 0.0072(4) 0.0053(4) N2 0.0290(6) 0.0140(5) 0.0129(5) -0.0002(4) 0.0022(4) 0.0050(4) C2 0.0274(7) 0.0159(6) 0.0182(6) 0.0056(4) 0.0052(5) 0.0053(5) O3 0.0867(11) 0.0192(5) 0.0373(7) -0.0043(5) 0.0369(7) -0.0055(6) N3 0.0321(6) 0.0126(5) 0.0129(5) -0.0001(4) 0.0036(4) 0.0043(4) C3 0.0235(6) 0.0190(6) 0.0141(5) 0.0024(4) 0.0032(5) 0.0033(5) O4 0.0761(11) 0.0495(9) 0.0299(7) 0.0025(6) -0.0080(7) -0.0194(8) N4 0.0300(6) 0.0143(5) 0.0134(5) 0.0012(4) 0.0049(4) 0.0049(4) C4 0.0186(6) 0.0134(5) 0.0160(5) 0.0002(4) 0.0059(4) 0.0018(4) O5 0.0478(8) 0.0514(9) 0.0763(11) 0.0319(8) 0.0306(8) 0.0271(7) N5 0.0305(6) 0.0146(5) 0.0130(5) 0.0000(4) 0.0023(4) 0.0044(4) C5 0.0186(6) 0.0142(5) 0.0162(5) 0.0012(4) 0.0044(4) 0.0017(4) O6 0.0205(5) 0.0325(5) 0.0165(4) 0.0047(4) 0.0015(4) 0.0029(4) N6 0.0214(5) 0.0157(5) 0.0163(5) -0.0005(4) 0.0047(4) 0.0009(4) C6 0.0235(6) 0.0134(5) 0.0155(5) -0.0002(4) 0.0054(5) 0.0027(4) O7 0.0219(5) 0.0653(8) 0.0169(5) -0.0069(5) 0.0020(4) -0.0050(5) N7 0.0311(6) 0.0161(5) 0.0212(6) 0.0010(4) 0.0115(5) -0.0009(4) C7 0.0236(6) 0.0119(5) 0.0141(5) -0.0003(4) 0.0043(4) 0.0016(4) C8 0.0195(6) 0.0141(5) 0.0165(5) 0.0000(4) 0.0012(4) -0.0002(4) C9 0.0206(6) 0.0127(5) 0.0177(6) -0.0010(4) 0.0016(5) -0.0017(4) C10 0.0230(6) 0.0120(5) 0.0151(5) 0.0005(4) 0.0049(5) 0.0027(4) C11 0.0188(6) 0.0166(5) 0.0174(5) -0.0006(4) 0.0016(4) -0.0003(4) C12 0.0228(6) 0.0134(5) 0.0169(6) -0.0006(4) 0.0021(5) -0.0026(4) C13 0.0220(6) 0.0146(5) 0.0164(5) 0.0009(4) 0.0055(5) 0.0030(4) C14 0.0183(6) 0.0140(5) 0.0174(5) 0.0006(4) 0.0055(4) 0.0019(4) C15 0.0194(6) 0.0155(5) 0.0159(5) 0.0010(4) 0.0040(4) 0.0028(4) C16 0.0272(7) 0.0142(5) 0.0213(6) 0.0001(4) 0.0074(5) 0.0017(5) C17 0.0289(7) 0.0161(5) 0.0197(6) 0.0041(5) 0.0058(5) 0.0050(5) C18 0.0252(6) 0.0177(6) 0.0157(5) 0.0024(4) 0.0041(5) 0.0039(5) C19 0.0329(8) 0.0376(8) 0.0233(7) -0.0029(6) 0.0047(6) -0.0117(7) C20 0.0350(8) 0.0282(7) 0.0328(8) 0.0046(6) 0.0099(7) 0.0086(6) C21 0.0266(7) 0.0434(9) 0.0255(7) 0.0058(6) 0.0075(6) 0.0059(6) C22 0.0454(11) 0.0479(11) 0.0402(10) -0.0143(8) 0.0048(8) 0.0076(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 N6 2.1896(11) 4_556 ? Ag1 N1 2.1977(11) . ? Ag1 O3 2.5493(12) . ? S1 O6 1.5140(10) . ? S1 C19 1.7766(16) . ? S1 C20 1.7827(16) . ? O1 C6 1.2296(16) . ? N1 C1 1.3440(16) . ? N1 C5 1.3488(16) . ? C1 C2 1.3854(19) . ? S2 O7 1.5146(12) . ? S2 C21 1.7738(17) . ? S2 C22 1.778(2) . ? O2 C13 1.2311(16) . ? N2 C6 1.3840(16) . ? N2 C4 1.3903(16) . ? C2 C3 1.3802(18) . ? O3 N7 1.2476(16) . ? N3 C6 1.3540(16) . ? N3 C7 1.4595(16) . ? C3 C4 1.3976(17) . ? O4 N7 1.2352(19) . ? N4 C13 1.3574(16) . ? N4 C10 1.4576(16) . ? C4 C5 1.3973(17) . ? O5 N7 1.2300(18) . ? N5 C13 1.3814(16) . ? N5 C14 1.3891(16) . ? N6 C16 1.3431(17) . ? N6 C15 1.3482(16) . ? N6 Ag1 2.1896(11) 4 ? C7 C12 1.5262(18) . ? C7 C8 1.5267(17) . ? C8 C9 1.5293(17) . ? C9 C10 1.5255(18) . ? C10 C11 1.5264(17) . ? C11 C12 1.5294(17) . ? C14 C15 1.3966(17) . ? C14 C18 1.4011(17) . ? C16 C17 1.3825(19) . ? C17 C18 1.3854(19) . ? 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 N6 Ag1 N1 153.84(4) 4_556 . ? N6 Ag1 O3 115.73(4) 4_556 . ? N1 Ag1 O3 90.42(4) . . ? O6 S1 C19 105.78(7) . . ? O6 S1 C20 106.29(7) . . ? C19 S1 C20 97.08(8) . . ? C1 N1 C5 119.25(11) . . ? C1 N1 Ag1 119.58(9) . . ? C5 N1 Ag1 121.02(8) . . ? N1 C1 C2 121.74(12) . . ? O7 S2 C21 105.36(8) . . ? O7 S2 C22 107.53(9) . . ? C21 S2 C22 97.62(9) . . ? C6 N2 C4 127.33(11) . . ? C3 C2 C1 119.37(12) . . ? N7 O3 Ag1 120.71(9) . . ? C6 N3 C7 121.83(11) . . ? C2 C3 C4 119.61(12) . . ? C13 N4 C10 120.45(11) . . ? N2 C4 C5 124.47(11) . . ? N2 C4 C3 117.70(12) . . ? C5 C4 C3 117.82(11) . . ? C13 N5 C14 127.33(12) . . ? N1 C5 C4 122.21(11) . . ? C16 N6 C15 119.34(11) . . ? C16 N6 Ag1 121.00(9) . 4 ? C15 N6 Ag1 119.65(9) . 4 ? O1 C6 N3 123.88(12) . . ? O1 C6 N2 123.66(12) . . ? N3 C6 N2 112.44(11) . . ? O5 N7 O4 121.51(17) . . ? O5 N7 O3 119.83(16) . . ? O4 N7 O3 118.63(15) . . ? N3 C7 C12 111.67(11) . . ? N3 C7 C8 109.13(10) . . ? C12 C7 C8 110.14(10) . . ? C7 C8 C9 110.02(10) . . ? C10 C9 C8 111.04(10) . . ? N4 C10 C9 112.03(11) . . ? N4 C10 C11 110.16(11) . . ? C9 C10 C11 110.17(10) . . ? C10 C11 C12 109.94(10) . . ? C7 C12 C11 111.48(10) . . ? O2 C13 N4 123.64(12) . . ? O2 C13 N5 123.46(12) . . ? N4 C13 N5 112.88(11) . . ? N5 C14 C15 124.40(12) . . ? N5 C14 C18 117.81(12) . . ? C15 C14 C18 117.78(12) . . ? N6 C15 C14 122.33(11) . . ? N6 C16 C17 121.67(12) . . ? C16 C17 C18 119.60(12) . . ? C17 C18 C14 119.27(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 N3 H3N O6 0.80(2) 2.28(2) 2.9861(15) 148.1(18) 4_565 N4 H4N O3 0.81(2) 2.48(2) 3.1573(17) 142.7(18) 1_545 N2 H2N O6 0.79(2) 2.07(2) 2.8405(15) 163.1(19) 4_565 N5 H5N O7 0.80(2) 1.99(2) 2.7737(16) 169(2) 1_545 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.955 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.081 data_C_SRV384 _database_code_depnum_ccdc_archive 'CCDC 259232' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 04srv384 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H28 Ag N7 O8' _chemical_formula_weight 578.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4135(7) _cell_length_b 10.9132(9) _cell_length_c 12.3810(10) _cell_angle_alpha 110.4250(10) _cell_angle_beta 95.5680(10) _cell_angle_gamma 102.5200(10) _cell_volume 1142.69(16) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7548 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 30.58 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 0.942 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.795 _exptl_absorpt_correction_T_max 0.964 _exptl_absorpt_process_details 'XPREP V6.14 (Bruker Nonius, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'micro-focus X-ray source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Proteum-M with Bede Microsource' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14718 _diffrn_reflns_av_R_equivalents 0.0421 _diffrn_reflns_av_sigmaI/netI 0.0607 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 30.57 _reflns_number_total 6835 _reflns_number_gt 5952 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5.625 (Bruker, 2001)' _computing_cell_refinement 'SMART V5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT+ NT V6.22 (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed interface to POVRay' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.1050P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6835 _refine_ls_number_parameters 340 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0657 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1615 _refine_ls_wR_factor_gt 0.1536 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.000 _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 -0.72786(3) -0.25098(2) 0.52544(3) 0.01893(12) Uani 0.91 1 d P A 1 O1 O -0.0883(2) -0.0765(3) 0.2917(2) 0.0224(5) Uani 1 1 d . A 1 N1 N -0.5094(3) -0.1767(3) 0.5019(3) 0.0151(5) Uani 0.91 1 d P A 1 C1 C -0.3969(4) -0.1350(3) 0.5933(3) 0.0221(6) Uani 1 1 d . A 1 H1 H -0.4152 -0.1514 0.6619 0.026 Uiso 1 1 calc R A 1 O2 O -1.4279(2) -0.4267(3) 0.6970(2) 0.0217(4) Uani 1 1 d . B 1 N2 N -0.3277(3) -0.0605(3) 0.2933(2) 0.0164(4) Uani 1 1 d . A 1 C2 C -0.2559(3) -0.0690(3) 0.5901(3) 0.0225(6) Uani 1 1 d . A 1 H2 H -0.1782 -0.0412 0.6557 0.027 Uiso 1 1 calc R A 1 O3 O -0.6425(3) -0.1378(4) 0.1526(2) 0.0421(7) Uani 1 1 d . . . N3 N -0.2106(3) -0.0377(3) 0.1443(2) 0.0211(5) Uani 1 1 d . A 1 C3 C -0.2272(3) -0.0431(3) 0.4916(3) 0.0182(5) Uani 1 1 d . A 1 H3 H -0.1307 0.0039 0.4892 0.022 Uiso 1 1 calc R A 1 O4 O -0.5175(4) -0.1364(4) 0.0140(3) 0.0536(9) Uani 1 1 d . . . N4 N -0.9603(4) -0.3169(3) 0.5205(3) 0.0152(6) Uani 0.91 1 d P A 1 C4 C -0.3432(3) -0.0875(3) 0.3954(2) 0.0133(5) Uani 1 1 d . A 1 O5 O -0.7492(4) -0.2400(3) -0.0309(3) 0.0517(9) Uani 1 1 d . . . N5 N -1.1875(3) -0.4426(3) 0.6997(2) 0.0172(5) Uani 1 1 d . . . C5 C -0.4833(3) -0.1551(3) 0.4041(3) 0.0164(5) Uani 1 1 d . A 1 H5 H -0.5625 -0.1867 0.3391 0.020 Uiso 1 1 calc R A 1 O6 O -0.6345(3) -0.2658(3) 0.7350(2) 0.0337(6) Uani 1 1 d . . . N6 N -1.3044(3) -0.4621(3) 0.8469(2) 0.0195(5) Uani 1 1 d . . . C6 C -0.2007(3) -0.0592(3) 0.2451(2) 0.0148(5) Uani 1 1 d . A 1 O7 O -0.9219(4) -0.2592(3) 0.2008(3) 0.0474(8) Uani 1 1 d . . . N7 N -0.6365(4) -0.1711(3) 0.0456(3) 0.0303(6) Uani 1 1 d . . . C7 C -0.0912(3) -0.0435(3) 0.0774(3) 0.0178(5) Uani 1 1 d . A 1 H7 H -0.0439 -0.1140 0.0862 0.021 Uiso 1 1 calc R A 1 O8 O -0.9962(3) -0.4638(3) 0.8778(3) 0.0401(7) Uani 1 1 d . . . C8 C 0.0288(3) 0.0934(3) 0.1230(2) 0.0189(5) Uani 1 1 d . . 1 H8A H -0.0165 0.1652 0.1170 0.023 Uiso 1 1 calc R . 1 H8B H 0.0702 0.1182 0.2068 0.023 Uiso 1 1 calc R . 1 C9 C -0.1533(3) -0.0853(3) -0.0527(3) 0.0194(5) Uani 1 1 d . . 1 H9A H -0.2274 -0.1748 -0.0819 0.023 Uiso 1 1 calc R . 1 H9B H -0.2035 -0.0183 -0.0632 0.023 Uiso 1 1 calc R . 1 C10 C -1.0633(4) -0.3353(4) 0.4274(3) 0.0254(7) Uani 1 1 d . A 1 H10 H -1.0323 -0.3097 0.3658 0.030 Uiso 1 1 calc R A 1 C11 C -1.2126(4) -0.3908(4) 0.4205(3) 0.0256(6) Uani 1 1 d . A 1 H11 H -1.2821 -0.4030 0.3541 0.031 Uiso 1 1 calc R A 1 C12 C -1.2622(3) -0.4288(3) 0.5091(3) 0.0203(6) Uani 1 1 d . A 1 H12 H -1.3642 -0.4686 0.5041 0.024 Uiso 1 1 calc R A 1 C13 C -1.1559(3) -0.4059(3) 0.6059(2) 0.0142(5) Uani 1 1 d . A 1 C14 C -1.0067(3) -0.3501(3) 0.6071(3) 0.0165(5) Uani 1 1 d . A 1 H14 H -0.9351 -0.3354 0.6731 0.020 Uiso 1 1 calc R A 1 C15 C -1.3154(3) -0.4424(3) 0.7453(2) 0.0152(5) Uani 1 1 d . B 1 C16 C -1.4196(3) -0.4557(3) 0.9175(2) 0.0150(5) Uani 1 1 d . A 1 H16 H -1.4690 -0.3856 0.9108 0.018 Uiso 1 1 calc R A 1 C17 C -1.3475(3) -0.4136(3) 1.0456(3) 0.0182(5) Uani 1 1 d . . 1 H17A H -1.2933 -0.4796 1.0523 0.022 Uiso 1 1 calc R . 1 H17B H -1.2751 -0.3234 1.0724 0.022 Uiso 1 1 calc R . 1 C18 C -1.5366(3) -0.5926(3) 0.8767(2) 0.0163(5) Uani 1 1 d . . 1 H18A H -1.5855 -0.6175 0.7946 0.020 Uiso 1 1 calc R . 1 H18B H -1.4877 -0.6637 0.8788 0.020 Uiso 1 1 calc R . 1 H3N H -0.300(6) -0.043(5) 0.119(5) 0.041(14) Uiso 1 1 d . C 1 H2N H -0.408(5) -0.054(4) 0.246(4) 0.022(10) Uiso 1 1 d . D 1 Ag1A Ag -0.7731(4) -0.2512(3) 0.4740(4) 0.0257(6) Uani 0.09 1 d P E 2 H5N H -1.124(7) -0.454(6) 0.729(5) 0.046(16) Uiso 1 1 d . . . H6N H -1.217(5) -0.471(5) 0.871(4) 0.026(11) Uiso 1 1 d . . . N4A N -0.999(4) -0.317(3) 0.493(3) 0.012(7) Uiso 0.09 1 d P E 2 N1A N -0.547(7) -0.211(6) 0.454(6) 0.053(14) Uiso 0.09 1 d P E 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 0.01398(16) 0.01886(14) 0.0253(2) 0.00929(11) 0.01191(13) 0.00216(9) O1 0.0155(9) 0.0374(13) 0.0184(10) 0.0135(9) 0.0075(8) 0.0084(9) N1 0.0150(12) 0.0151(12) 0.0166(13) 0.0071(11) 0.0106(11) 0.0019(10) C1 0.0230(14) 0.0297(15) 0.0219(14) 0.0160(12) 0.0114(11) 0.0104(12) O2 0.0150(9) 0.0380(13) 0.0209(10) 0.0173(9) 0.0089(8) 0.0123(9) N2 0.0129(10) 0.0240(12) 0.0155(10) 0.0110(9) 0.0063(8) 0.0040(9) C2 0.0191(13) 0.0341(16) 0.0177(13) 0.0129(12) 0.0041(10) 0.0087(12) O3 0.0407(16) 0.066(2) 0.0264(13) 0.0188(13) 0.0040(12) 0.0276(15) N3 0.0223(12) 0.0309(14) 0.0194(12) 0.0164(11) 0.0121(10) 0.0108(11) C3 0.0119(11) 0.0246(14) 0.0171(12) 0.0075(11) 0.0034(9) 0.0033(10) O4 0.0421(18) 0.071(2) 0.055(2) 0.0327(19) 0.0140(16) 0.0112(17) N4 0.0127(13) 0.0176(14) 0.0174(14) 0.0091(11) 0.0060(12) 0.0027(10) C4 0.0118(11) 0.0161(11) 0.0127(11) 0.0059(9) 0.0046(9) 0.0033(9) O5 0.0410(17) 0.057(2) 0.0418(18) 0.0080(16) -0.0140(14) 0.0109(16) N5 0.0111(10) 0.0277(12) 0.0184(11) 0.0145(10) 0.0061(9) 0.0055(9) C5 0.0132(11) 0.0180(12) 0.0169(12) 0.0056(10) 0.0069(9) 0.0021(9) O6 0.0369(14) 0.0443(15) 0.0289(13) 0.0178(12) 0.0092(11) 0.0213(13) N6 0.0149(11) 0.0315(13) 0.0207(12) 0.0170(11) 0.0088(9) 0.0095(10) C6 0.0156(12) 0.0164(11) 0.0134(11) 0.0061(9) 0.0077(9) 0.0032(9) O7 0.056(2) 0.0487(18) 0.056(2) 0.0290(16) 0.0291(17) 0.0282(17) N7 0.0307(15) 0.0331(15) 0.0294(14) 0.0115(12) -0.0002(12) 0.0164(13) C7 0.0222(13) 0.0215(13) 0.0157(12) 0.0114(10) 0.0107(10) 0.0074(11) O8 0.0280(13) 0.0518(17) 0.0451(16) 0.0259(14) -0.0046(12) 0.0124(12) C8 0.0260(14) 0.0187(12) 0.0138(12) 0.0074(10) 0.0083(10) 0.0055(11) C9 0.0217(13) 0.0222(13) 0.0151(12) 0.0078(10) 0.0077(10) 0.0042(11) C10 0.0317(17) 0.0316(16) 0.0244(16) 0.0183(13) 0.0152(14) 0.0142(14) C11 0.0263(15) 0.0382(18) 0.0187(13) 0.0148(13) 0.0065(12) 0.0137(14) C12 0.0147(12) 0.0301(15) 0.0190(13) 0.0112(11) 0.0049(10) 0.0082(11) C13 0.0132(11) 0.0167(12) 0.0153(11) 0.0080(10) 0.0077(9) 0.0035(9) C14 0.0135(11) 0.0178(12) 0.0175(12) 0.0060(10) 0.0079(9) 0.0018(9) C15 0.0135(11) 0.0189(12) 0.0149(12) 0.0084(10) 0.0066(9) 0.0029(9) C16 0.0136(11) 0.0206(12) 0.0148(11) 0.0103(10) 0.0057(9) 0.0052(10) C17 0.0140(11) 0.0238(13) 0.0155(12) 0.0097(10) 0.0025(9) -0.0007(10) C18 0.0170(12) 0.0207(12) 0.0120(11) 0.0078(10) 0.0039(9) 0.0034(10) Ag1A 0.0174(13) 0.0318(17) 0.0295(16) 0.0148(13) 0.0081(13) 0.0030(11) _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 2.128(3) . ? Ag1 N4 2.138(3) . ? O1 C6 1.237(4) . ? N1 C1 1.345(4) . ? N1 C5 1.347(4) . ? C1 C2 1.378(4) . ? O2 C15 1.239(3) . ? N2 C6 1.386(4) . ? N2 C4 1.408(3) . ? C2 C3 1.383(4) . ? O3 N7 1.257(4) . ? N3 C6 1.347(4) . ? N3 C7 1.459(4) . ? C3 C4 1.400(4) . ? O4 N7 1.247(5) . ? N4 C14 1.328(4) . ? N4 C10 1.359(5) . ? C4 C5 1.399(4) . ? O5 N7 1.245(4) . ? N5 C15 1.378(4) . ? N5 C13 1.393(3) . ? N6 C15 1.347(3) . ? N6 C16 1.456(4) . ? C7 C9 1.527(4) . ? C7 C8 1.544(4) . ? C8 C9 1.526(4) 2 ? C9 C8 1.526(4) 2 ? C10 C11 1.386(5) . ? C11 C12 1.388(4) . ? C12 C13 1.397(4) . ? C13 C14 1.401(4) . ? C16 C17 1.527(4) . ? C16 C18 1.533(4) . ? C17 C18 1.521(4) 2_247 ? C18 C17 1.521(4) 2_247 ? Ag1A N1A 2.13(6) . ? Ag1A N4A 2.15(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 N1 Ag1 N4 168.97(14) . . ? C1 N1 C5 119.2(3) . . ? C1 N1 Ag1 118.3(2) . . ? C5 N1 Ag1 121.9(2) . . ? N1 C1 C2 121.7(3) . . ? C6 N2 C4 123.5(2) . . ? C1 C2 C3 120.1(3) . . ? C6 N3 C7 121.4(3) . . ? C2 C3 C4 118.7(3) . . ? C14 N4 C10 118.2(3) . . ? C14 N4 Ag1 119.5(3) . . ? C10 N4 Ag1 122.2(2) . . ? C5 C4 C3 118.2(3) . . ? C5 C4 N2 118.5(2) . . ? C3 C4 N2 123.2(3) . . ? C15 N5 C13 126.3(2) . . ? N1 C5 C4 122.1(3) . . ? C15 N6 C16 123.4(2) . . ? O1 C6 N3 123.4(3) . . ? O1 C6 N2 122.3(2) . . ? N3 C6 N2 114.4(2) . . ? O5 N7 O4 118.8(4) . . ? O5 N7 O3 120.5(4) . . ? O4 N7 O3 120.6(3) . . ? N3 C7 C9 110.2(3) . . ? N3 C7 C8 111.7(2) . . ? C9 C7 C8 110.2(2) . . ? C9 C8 C7 111.0(2) 2 . ? C8 C9 C7 110.3(2) 2 . ? N4 C10 C11 121.4(3) . . ? C10 C11 C12 121.0(3) . . ? C11 C12 C13 117.2(3) . . ? N5 C13 C12 123.9(3) . . ? N5 C13 C14 117.0(2) . . ? C12 C13 C14 119.0(3) . . ? N4 C14 C13 123.3(3) . . ? O2 C15 N6 124.2(3) . . ? O2 C15 N5 123.3(3) . . ? N6 C15 N5 112.5(2) . . ? N6 C16 C17 108.7(2) . . ? N6 C16 C18 111.6(2) . . ? C17 C16 C18 109.9(2) . . ? C18 C17 C16 110.9(2) 2_247 . ? C17 C18 C16 111.1(2) 2_247 . ? N1A Ag1A N4A 172.6(18) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3N O4 0.85(6) 2.14(6) 2.940(5) 157(5) . N2 H2N O3 0.94(5) 2.22(5) 3.068(4) 149(4) . N5 H5N O8 0.73(6) 2.14(6) 2.814(4) 153(6) . N6 H6N O8 0.88(5) 2.06(5) 2.894(4) 158(4) . _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 30.57 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 3.783 _refine_diff_density_min -1.696 _refine_diff_density_rms 0.232