# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex-1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 Ag N11 O8' _chemical_formula_weight 604.32 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 ? _symmetry_space_group_name_H-M ? 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 6.616(5) _cell_length_b 11.643(5) _cell_length_c 30.632(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 95.291(5) _cell_angle_gamma 90.000(5) _cell_volume 2350(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.925 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8085 _exptl_absorpt_correction_T_max 0.8366 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14286 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0296 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 24.16 _reflns_number_total 3771 _reflns_number_gt 3087 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0397P)^2^+3.0324P] 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 3771 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0761 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 0.74981(4) 0.04544(2) 0.748519(7) 0.01366(10) Uani 1 1 d . . . N1 N 0.8507(4) 0.4506(2) 0.67836(8) 0.0104(6) Uani 1 1 d . . . O1 O 0.8518(4) 0.55284(18) 0.69929(7) 0.0143(5) Uani 1 1 d . . . N1A N 0.6707(4) -0.3628(2) 0.81779(8) 0.0106(6) Uani 1 1 d . . . N7 N 0.8305(4) 0.1354(2) 0.69050(8) 0.0102(6) Uani 1 1 d . . . O1A O 0.6792(4) -0.46429(18) 0.79719(7) 0.0148(6) Uani 1 1 d . . . O2 O 1.4705(4) 0.2350(2) 0.89411(8) 0.0230(6) Uani 1 1 d . . . N9A N 0.6136(4) -0.0616(2) 0.87624(8) 0.0101(6) Uani 1 1 d . . . N7A N 0.6528(4) -0.0480(2) 0.80450(8) 0.0098(6) Uani 1 1 d . . . N9 N 0.8734(4) 0.1486(2) 0.61916(8) 0.0104(6) Uani 1 1 d . . . O4 O 1.2706(5) 0.3646(2) 0.91745(9) 0.0364(7) Uani 1 1 d . . . N3 N 0.8812(4) 0.3555(2) 0.61082(8) 0.0116(6) Uani 1 1 d . . . N6A N 0.6823(4) -0.2776(2) 0.75040(8) 0.0131(6) Uani 1 1 d . . . H6A1 H 0.6898 -0.3453 0.7394 0.016 Uiso 1 1 calc R . . H6A2 H 0.6826 -0.2182 0.7337 0.016 Uiso 1 1 calc R . . C5 C 0.8432(5) 0.2506(3) 0.67898(10) 0.0090(7) Uani 1 1 d . . . C10 C 0.8982(5) 0.1157(3) 0.57361(10) 0.0119(7) Uani 1 1 d . . . H10A H 0.9467 0.0371 0.5730 0.014 Uiso 1 1 calc R . . H10B H 0.9997 0.1647 0.5623 0.014 Uiso 1 1 calc R . . N3A N 0.6337(4) -0.2684(2) 0.88535(8) 0.0114(6) Uani 1 1 d . . . C10A C 0.5953(5) -0.0263(3) 0.92181(9) 0.0122(7) Uani 1 1 d . . . H10C H 0.5729 -0.0937 0.9393 0.015 Uiso 1 1 calc R . . H10D H 0.4783 0.0236 0.9227 0.015 Uiso 1 1 calc R . . N6 N 0.8282(4) 0.3665(2) 0.74553(8) 0.0127(6) Uani 1 1 d . . . H6A H 0.8278 0.4343 0.7566 0.015 Uiso 1 1 calc R . . H6B H 0.8211 0.3073 0.7621 0.015 Uiso 1 1 calc R . . C5A C 0.6558(5) -0.1630(3) 0.81666(10) 0.0095(7) Uani 1 1 d . . . O3 O 1.1996(5) 0.1858(2) 0.92492(9) 0.0349(7) Uani 1 1 d . . . C4 C 0.8665(5) 0.2591(3) 0.63449(10) 0.0085(7) Uani 1 1 d . . . C11A C 0.7824(6) 0.0359(3) 0.94145(10) 0.0156(8) Uani 1 1 d . . . H11A H 0.8096 0.1011 0.9232 0.019 Uiso 1 1 calc R . . H11B H 0.8984 -0.0154 0.9424 0.019 Uiso 1 1 calc R . . C2A C 0.6532(5) -0.3610(3) 0.86198(10) 0.0115(7) Uani 1 1 d . . . H2A H 0.6552 -0.4312 0.8765 0.014 Uiso 1 1 calc R . . C4A C 0.6340(5) -0.1718(3) 0.86126(10) 0.0097(7) Uani 1 1 d . . . C8 C 0.8507(5) 0.0785(3) 0.65358(10) 0.0115(7) Uani 1 1 d . . . H8 H 0.8493 -0.0012 0.6516 0.014 Uiso 1 1 calc R . . N1B N 1.3126(5) 0.2616(3) 0.91250(9) 0.0202(7) Uani 1 1 d . . . C8A C 0.6258(5) 0.0083(3) 0.84123(10) 0.0111(7) Uani 1 1 d . . . H8A H 0.6162 0.0879 0.8428 0.013 Uiso 1 1 calc R . . C6A C 0.6705(5) -0.2651(3) 0.79273(10) 0.0099(7) Uani 1 1 d . . . C2 C 0.8713(5) 0.4488(3) 0.63444(10) 0.0111(7) Uani 1 1 d . . . H2 H 0.8788 0.5190 0.6202 0.013 Uiso 1 1 calc R . . C11 C 0.7011(6) 0.1256(3) 0.54431(10) 0.0169(8) Uani 1 1 d . . . H11C H 0.6520 0.2041 0.5446 0.020 Uiso 1 1 calc R . . H11D H 0.5991 0.0762 0.5553 0.020 Uiso 1 1 calc R . . C12A C 0.7535(6) 0.0774(3) 0.98769(11) 0.0235(9) Uani 1 1 d . . . H12A H 0.8735 0.1168 0.9996 0.035 Uiso 1 1 calc R . . H12B H 0.7290 0.0127 1.0059 0.035 Uiso 1 1 calc R . . H12C H 0.6396 0.1287 0.9867 0.035 Uiso 1 1 calc R . . C6 C 0.8396(5) 0.3533(3) 0.70336(10) 0.0090(7) Uani 1 1 d . . . C12 C 0.7360(6) 0.0907(3) 0.49753(11) 0.0254(9) Uani 1 1 d . . . H12D H 0.6109 0.0970 0.4791 0.038 Uiso 1 1 calc R . . H12E H 0.7835 0.0128 0.4974 0.038 Uiso 1 1 calc R . . H12F H 0.8357 0.1405 0.4867 0.038 Uiso 1 1 calc R . . O1W O 0.4103(4) -0.62209(19) 0.81703(7) 0.0169(5) Uani 1 1 d . . . O2W O 1.8393(4) 0.3556(2) 0.88930(7) 0.0224(6) Uani 1 1 d . . . O3W O 1.1272(4) 0.71624(19) 0.68460(7) 0.0166(5) 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 Ag1 0.02114(17) 0.01103(15) 0.00922(15) 0.00213(9) 0.00366(10) 0.00036(11) N1 0.0096(16) 0.0094(14) 0.0124(14) -0.0022(11) 0.0021(12) 0.0003(11) O1 0.0190(15) 0.0090(12) 0.0153(12) -0.0030(9) 0.0040(10) -0.0018(10) N1A 0.0103(16) 0.0095(14) 0.0118(13) -0.0024(11) 0.0006(11) -0.0004(12) N7 0.0104(16) 0.0111(14) 0.0094(13) -0.0001(11) 0.0033(11) 0.0007(12) O1A 0.0250(16) 0.0071(12) 0.0128(12) -0.0039(9) 0.0046(11) -0.0019(10) O2 0.0208(16) 0.0224(14) 0.0268(14) 0.0009(11) 0.0073(12) 0.0061(12) N9A 0.0112(16) 0.0120(15) 0.0075(13) -0.0024(11) 0.0026(11) -0.0008(12) N7A 0.0092(16) 0.0102(14) 0.0099(13) 0.0005(11) 0.0017(11) -0.0010(11) N9 0.0137(17) 0.0104(14) 0.0073(13) -0.0011(11) 0.0022(11) 0.0004(12) O4 0.053(2) 0.0144(15) 0.0420(17) -0.0059(12) 0.0069(15) 0.0116(14) N3 0.0118(16) 0.0113(14) 0.0114(13) 0.0002(11) 0.0005(11) 0.0004(12) N6A 0.0197(18) 0.0062(14) 0.0135(14) -0.0027(11) 0.0022(12) 0.0012(12) C5 0.0057(19) 0.0117(18) 0.0093(15) 0.0006(12) -0.0007(13) 0.0004(13) C10 0.015(2) 0.0125(17) 0.0089(15) -0.0022(12) 0.0054(14) -0.0007(14) N3A 0.0111(16) 0.0107(14) 0.0125(13) -0.0001(11) 0.0014(12) -0.0020(12) C10A 0.018(2) 0.0126(17) 0.0069(15) -0.0017(13) 0.0047(14) 0.0015(14) N6 0.0207(17) 0.0096(14) 0.0081(13) -0.0020(11) 0.0021(12) 0.0022(13) C5A 0.0051(19) 0.0116(18) 0.0118(16) 0.0014(13) 0.0002(13) 0.0001(13) O3 0.0290(18) 0.0271(16) 0.0513(18) -0.0085(13) 0.0174(15) -0.0125(13) C4 0.0054(18) 0.0099(17) 0.0098(15) -0.0005(13) -0.0013(13) 0.0015(13) C11A 0.015(2) 0.0192(19) 0.0131(17) -0.0018(14) 0.0027(15) 0.0004(15) C2A 0.0132(19) 0.0124(17) 0.0089(15) 0.0032(13) 0.0010(13) -0.0039(14) C4A 0.0057(19) 0.0135(18) 0.0099(15) -0.0003(13) 0.0005(13) -0.0021(14) C8 0.0089(19) 0.0109(17) 0.0148(16) 0.0003(14) 0.0015(14) 0.0014(14) N1B 0.022(2) 0.0197(18) 0.0180(15) -0.0031(13) -0.0022(14) 0.0023(15) C8A 0.0103(19) 0.0094(17) 0.0138(16) 0.0007(13) 0.0021(14) -0.0010(14) C6A 0.0060(19) 0.0121(17) 0.0114(16) 0.0001(13) -0.0005(13) -0.0009(14) C2 0.0102(19) 0.0125(18) 0.0105(16) 0.0019(13) 0.0002(14) 0.0001(14) C11 0.020(2) 0.0165(18) 0.0138(16) -0.0011(14) 0.0010(15) 0.0004(16) C12A 0.026(2) 0.028(2) 0.0156(18) -0.0100(15) -0.0029(16) 0.0008(18) C6 0.0046(18) 0.0099(16) 0.0128(16) 0.0012(13) 0.0015(13) -0.0005(13) C12 0.028(3) 0.034(2) 0.0143(18) -0.0057(16) -0.0004(17) 0.0009(18) O1W 0.0203(15) 0.0155(12) 0.0150(11) -0.0037(9) 0.0012(10) 0.0018(11) O2W 0.0274(16) 0.0218(14) 0.0183(12) -0.0021(10) 0.0037(11) -0.0009(12) O3W 0.0196(15) 0.0165(13) 0.0137(11) -0.0021(10) 0.0013(10) 0.0007(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 N7 2.172(3) . ? Ag1 N7A 2.177(3) . ? N1 O1 1.352(3) . ? N1 C2 1.365(4) . ? N1 C6 1.373(4) . ? N1A O1A 1.343(3) . ? N1A C2A 1.369(4) . ? N1A C6A 1.373(4) . ? N7 C8 1.328(4) . ? N7 C5 1.391(4) . ? O2 N1B 1.270(4) . ? N9A C8A 1.354(4) . ? N9A C4A 1.373(4) . ? N9A C10A 1.471(4) . ? N7A C8A 1.328(4) . ? N7A C5A 1.389(4) . ? N9 C8 1.353(4) . ? N9 C4 1.372(4) . ? N9 C10 1.470(4) . ? O4 N1B 1.244(4) . ? N3 C2 1.310(4) . ? N3 C4 1.346(4) . ? N6A C6A 1.314(4) . ? C5 C4 1.389(4) . ? C5 C6 1.411(4) . ? C10 C11 1.518(5) . ? N3A C2A 1.307(4) . ? N3A C4A 1.346(4) . ? C10A C11A 1.510(5) . ? N6 C6 1.310(4) . ? C5A C4A 1.390(4) . ? C5A C6A 1.404(4) . ? O3 N1B 1.239(4) . ? C11A C12A 1.525(4) . ? C11 C12 1.527(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 N7 Ag1 N7A 176.67(10) . . ? O1 N1 C2 119.0(2) . . ? O1 N1 C6 117.4(2) . . ? C2 N1 C6 123.5(3) . . ? O1A N1A C2A 119.3(3) . . ? O1A N1A C6A 117.7(2) . . ? C2A N1A C6A 123.0(3) . . ? C8 N7 C5 104.6(3) . . ? C8 N7 Ag1 120.5(2) . . ? C5 N7 Ag1 134.3(2) . . ? C8A N9A C4A 106.4(3) . . ? C8A N9A C10A 126.8(3) . . ? C4A N9A C10A 126.7(3) . . ? C8A N7A C5A 104.4(3) . . ? C8A N7A Ag1 119.6(2) . . ? C5A N7A Ag1 134.0(2) . . ? C8 N9 C4 106.8(3) . . ? C8 N9 C10 127.8(3) . . ? C4 N9 C10 125.4(3) . . ? C2 N3 C4 112.6(3) . . ? C4 C5 N7 109.4(3) . . ? C4 C5 C6 117.9(3) . . ? N7 C5 C6 132.7(3) . . ? N9 C10 C11 112.1(3) . . ? C2A N3A C4A 112.6(3) . . ? N9A C10A C11A 112.1(3) . . ? N7A C5A C4A 109.5(3) . . ? N7A C5A C6A 132.5(3) . . ? C4A C5A C6A 118.0(3) . . ? N3 C4 N9 126.3(3) . . ? N3 C4 C5 127.5(3) . . ? N9 C4 C5 106.2(3) . . ? C10A C11A C12A 110.7(3) . . ? N3A C2A N1A 125.1(3) . . ? N3A C4A N9A 126.3(3) . . ? N3A C4A C5A 127.3(3) . . ? N9A C4A C5A 106.4(3) . . ? N7 C8 N9 112.9(3) . . ? O3 N1B O4 120.1(3) . . ? O3 N1B O2 120.4(3) . . ? O4 N1B O2 119.5(3) . . ? N7A C8A N9A 113.4(3) . . ? N6A C6A N1A 117.5(3) . . ? N6A C6A C5A 128.5(3) . . ? N1A C6A C5A 114.0(3) . . ? N3 C2 N1 124.9(3) . . ? C10 C11 C12 109.8(3) . . ? N6 C6 N1 117.6(3) . . ? N6 C6 C5 128.8(3) . . ? N1 C6 C5 113.6(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N7A Ag1 N7 C8 -59.6(18) . . . . ? N7A Ag1 N7 C5 109.6(16) . . . . ? N7 Ag1 N7A C8A -120.0(16) . . . . ? N7 Ag1 N7A C5A 79.3(17) . . . . ? C8 N7 C5 C4 1.3(4) . . . . ? Ag1 N7 C5 C4 -169.0(2) . . . . ? C8 N7 C5 C6 -177.6(4) . . . . ? Ag1 N7 C5 C6 12.0(6) . . . . ? C8 N9 C10 C11 99.8(4) . . . . ? C4 N9 C10 C11 -79.2(4) . . . . ? C8A N9A C10A C11A -65.8(4) . . . . ? C4A N9A C10A C11A 110.0(4) . . . . ? C8A N7A C5A C4A -1.1(4) . . . . ? Ag1 N7A C5A C4A 161.6(2) . . . . ? C8A N7A C5A C6A 176.9(4) . . . . ? Ag1 N7A C5A C6A -20.3(6) . . . . ? C2 N3 C4 N9 -179.4(3) . . . . ? C2 N3 C4 C5 0.0(5) . . . . ? C8 N9 C4 N3 -179.3(3) . . . . ? C10 N9 C4 N3 -0.1(5) . . . . ? C8 N9 C4 C5 1.2(4) . . . . ? C10 N9 C4 C5 -179.6(3) . . . . ? N7 C5 C4 N3 178.9(3) . . . . ? C6 C5 C4 N3 -1.9(5) . . . . ? N7 C5 C4 N9 -1.6(4) . . . . ? C6 C5 C4 N9 177.6(3) . . . . ? N9A C10A C11A C12A 176.7(3) . . . . ? C4A N3A C2A N1A -0.5(5) . . . . ? O1A N1A C2A N3A -176.5(3) . . . . ? C6A N1A C2A N3A 0.2(5) . . . . ? C2A N3A C4A N9A 179.1(3) . . . . ? C2A N3A C4A C5A -1.3(5) . . . . ? C8A N9A C4A N3A 179.0(3) . . . . ? C10A N9A C4A N3A 2.5(5) . . . . ? C8A N9A C4A C5A -0.7(4) . . . . ? C10A N9A C4A C5A -177.2(3) . . . . ? N7A C5A C4A N3A -178.5(3) . . . . ? C6A C5A C4A N3A 3.1(5) . . . . ? N7A C5A C4A N9A 1.1(4) . . . . ? C6A C5A C4A N9A -177.2(3) . . . . ? C5 N7 C8 N9 -0.6(4) . . . . ? Ag1 N7 C8 N9 171.4(2) . . . . ? C4 N9 C8 N7 -0.4(4) . . . . ? C10 N9 C8 N7 -179.6(3) . . . . ? C5A N7A C8A N9A 0.7(4) . . . . ? Ag1 N7A C8A N9A -165.1(2) . . . . ? C4A N9A C8A N7A -0.1(4) . . . . ? C10A N9A C8A N7A 176.4(3) . . . . ? O1A N1A C6A N6A -1.2(4) . . . . ? C2A N1A C6A N6A -178.0(3) . . . . ? O1A N1A C6A C5A 178.3(3) . . . . ? C2A N1A C6A C5A 1.5(5) . . . . ? N7A C5A C6A N6A -1.4(6) . . . . ? C4A C5A C6A N6A 176.6(3) . . . . ? N7A C5A C6A N1A 179.2(3) . . . . ? C4A C5A C6A N1A -2.9(4) . . . . ? C4 N3 C2 N1 0.7(5) . . . . ? O1 N1 C2 N3 176.9(3) . . . . ? C6 N1 C2 N3 0.6(5) . . . . ? N9 C10 C11 C12 179.9(3) . . . . ? O1 N1 C6 N6 0.9(4) . . . . ? C2 N1 C6 N6 177.3(3) . . . . ? O1 N1 C6 C5 -178.8(3) . . . . ? C2 N1 C6 C5 -2.5(5) . . . . ? C4 C5 C6 N6 -176.8(3) . . . . ? N7 C5 C6 N6 2.1(6) . . . . ? C4 C5 C6 N1 2.9(4) . . . . ? N7 C5 C6 N1 -178.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.16 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.743 _refine_diff_density_min -0.271 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 943526' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex-2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common N9-propyladenine-N1-oxide_AgBF4 _chemical_melting_point ? _chemical_formula_moiety 'C16 H22 Ag B F4 N10 O4' _chemical_formula_sum 'C16 H22 Ag B F4 N10 O4' _chemical_formula_weight 613.12 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' B B 0.0013 0.0007 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 6.720(5) _cell_length_b 11.611(5) _cell_length_c 30.232(5) _cell_angle_alpha 90.000 _cell_angle_beta 95.504(5) _cell_angle_gamma 90.000 _cell_volume 2348(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 1.35 _cell_measurement_theta_max 26.00 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.734 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.936 _exptl_absorpt_correction_type PSI-SCAN _exptl_absorpt_correction_T_min 0.8065 _exptl_absorpt_correction_T_max 0.8646 _exptl_absorpt_process_details '(North et al., 1968)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area Detector' _diffrn_measurement_method 'Phi-Omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12938 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4587 _reflns_number_gt 3633 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SAINT 6.45 ( Bruker, 2003)' _computing_data_reduction 'SAINT 6.45 ( Bruker, 2003)' _computing_structure_solution SIR-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'diamond 3.1d' _computing_publication_material ? _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^)+(0.1111P)^2^+11.7131P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4587 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0816 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1941 _refine_ls_wR_factor_gt 0.1554 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.75159(6) 0.01828(4) 0.752638(13) 0.0215(2) Uani 1 1 d . . . N1A N 0.8330(7) -0.3837(4) 0.67824(16) 0.0209(10) Uani 1 1 d . . . N3 N 0.6110(7) 0.3370(4) 0.88812(15) 0.0197(10) Uani 1 1 d . . . O1 O 0.6452(7) 0.5277(3) 0.79665(14) 0.0250(9) Uani 1 1 d . . . N9 N 0.6188(7) 0.1291(4) 0.88184(15) 0.0184(10) Uani 1 1 d . . . O1A O 0.8195(7) -0.4870(3) 0.69773(15) 0.0270(10) Uani 1 1 d . . . C5 C 0.6542(7) 0.2273(5) 0.82044(17) 0.0152(10) Uani 1 1 d . . . N1 N 0.6463(7) 0.4279(4) 0.81909(15) 0.0190(10) Uani 1 1 d . . . N9A N 0.8903(7) -0.0761(4) 0.62305(15) 0.0209(10) Uani 1 1 d . . . N3A N 0.8755(7) -0.2830(4) 0.61129(15) 0.0204(10) Uani 1 1 d . . . N7A N 0.8522(7) -0.0685(4) 0.69553(14) 0.0180(9) Uani 1 1 d . . . N6 N 0.6763(7) 0.3398(4) 0.75231(15) 0.0213(10) Uani 1 1 d . . . H6A H 0.6775 0.4071 0.7405 0.026 Uiso 1 1 calc R . . H6B H 0.6854 0.2795 0.7361 0.026 Uiso 1 1 calc R . . F3 F 0.5548(9) -0.1917(5) 0.89822(18) 0.0733(16) Uani 1 1 d . . . N7 N 0.6667(7) 0.1112(4) 0.80964(14) 0.0181(10) Uani 1 1 d . . . C5A C 0.8500(8) -0.1827(5) 0.68177(17) 0.0169(11) Uani 1 1 d . . . N6A N 0.8224(7) -0.3033(4) 0.74754(15) 0.0219(10) Uani 1 1 d . . . H6A1 H 0.8137 -0.3718 0.7580 0.026 Uiso 1 1 calc R . . H6A2 H 0.8231 -0.2449 0.7650 0.026 Uiso 1 1 calc R . . C8 C 0.6441(8) 0.0555(5) 0.84755(18) 0.0201(11) Uani 1 1 d . . . H8 H 0.6454 -0.0243 0.8503 0.024 Uiso 1 1 calc R . . C4A C 0.8721(8) -0.1891(5) 0.63647(18) 0.0182(11) Uani 1 1 d . . . C4 C 0.6271(8) 0.2388(5) 0.86530(17) 0.0175(11) Uani 1 1 d . . . C10A C 0.9038(9) -0.0373(5) 0.57680(19) 0.0246(13) Uani 1 1 d . . . H10A H 0.9126 -0.1039 0.5577 0.030 Uiso 1 1 calc R . . H10B H 1.0245 0.0079 0.5755 0.030 Uiso 1 1 calc R . . C10 C 0.5947(8) 0.0984(5) 0.92796(17) 0.0199(11) Uani 1 1 d . . . H10C H 0.5555 0.0182 0.9293 0.024 Uiso 1 1 calc R . . H10D H 0.4882 0.1446 0.9384 0.024 Uiso 1 1 calc R . . C2A C 0.8567(8) -0.3776(5) 0.63389(18) 0.0211(12) Uani 1 1 d . . . H2A H 0.8596 -0.4468 0.6185 0.025 Uiso 1 1 calc R . . C6A C 0.8345(7) -0.2882(5) 0.70510(18) 0.0162(11) Uani 1 1 d . . . C2 C 0.6233(8) 0.4279(5) 0.86356(17) 0.0182(11) Uani 1 1 d . . . H2 H 0.6159 0.4991 0.8774 0.022 Uiso 1 1 calc R . . C11 C 0.7854(9) 0.1170(6) 0.9587(2) 0.0280(13) Uani 1 1 d . . . H11A H 0.8925 0.0711 0.9484 0.034 Uiso 1 1 calc R . . H11B H 0.8243 0.1974 0.9579 0.034 Uiso 1 1 calc R . . C6 C 0.6605(8) 0.3291(5) 0.79469(17) 0.0166(11) Uani 1 1 d . . . C8A C 0.8765(8) -0.0092(5) 0.65954(18) 0.0186(11) Uani 1 1 d . . . H8A H 0.8837 0.0708 0.6590 0.022 Uiso 1 1 calc R . . C12 C 0.7539(10) 0.0833(6) 1.00605(19) 0.0320(15) Uani 1 1 d . . . H12A H 0.8753 0.0957 1.0249 0.048 Uiso 1 1 calc R . . H12B H 0.7175 0.0034 1.0069 0.048 Uiso 1 1 calc R . . H12C H 0.6489 0.1294 1.0163 0.048 Uiso 1 1 calc R . . C12A C 0.7463(12) 0.0769(7) 0.5127(2) 0.0428(18) Uani 1 1 d . . . H12D H 0.6314 0.1220 0.5024 0.064 Uiso 1 1 calc R . . H12E H 0.7565 0.0120 0.4934 0.064 Uiso 1 1 calc R . . H12F H 0.8646 0.1233 0.5127 0.064 Uiso 1 1 calc R . . C11A C 0.7247(10) 0.0343(7) 0.5599(2) 0.0358(16) Uani 1 1 d . . . H11C H 0.7129 0.0998 0.5795 0.043 Uiso 1 1 calc R . . H11D H 0.6042 -0.0116 0.5601 0.043 Uiso 1 1 calc R . . B1 B 0.7388(17) -0.2347(9) 0.9188(3) 0.055(3) Uani 1 1 d . . . F2 F 0.8744(12) -0.1545(8) 0.9099(2) 0.132(3) Uani 1 1 d . . . F1 F 0.7416(14) -0.2460(13) 0.9611(3) 0.191(6) Uani 1 1 d . . . F4 F 0.7575(19) -0.3304(7) 0.9014(5) 0.296(11) Uani 1 1 d . . . O1W O 0.3928(7) 0.6915(4) 0.81981(14) 0.0293(10) Uani 1 1 d . . . O2W O 1.0891(6) -0.6476(4) 0.68340(14) 0.0279(9) 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 Ag1 0.0280(3) 0.0169(3) 0.0201(3) -0.00147(15) 0.00546(19) -0.00076(16) N1A 0.018(2) 0.019(3) 0.027(3) 0.0019(19) 0.0046(19) 0.0021(19) N3 0.019(2) 0.020(2) 0.020(2) -0.0008(19) 0.0026(18) 0.0026(19) O1 0.034(2) 0.015(2) 0.028(2) 0.0058(16) 0.0124(18) 0.0005(17) N9 0.017(2) 0.015(2) 0.024(2) 0.0010(18) 0.0036(18) -0.0016(18) O1A 0.036(3) 0.014(2) 0.033(2) 0.0072(17) 0.011(2) 0.0023(17) C5 0.012(2) 0.015(3) 0.019(3) 0.001(2) 0.0013(19) -0.001(2) N1 0.017(2) 0.017(2) 0.023(2) 0.0027(19) 0.0049(18) -0.0002(18) N9A 0.021(2) 0.022(3) 0.020(2) 0.0054(19) 0.0017(18) 0.001(2) N3A 0.017(2) 0.023(3) 0.021(2) -0.0012(19) 0.0010(18) 0.0035(19) N7A 0.019(2) 0.022(2) 0.015(2) 0.0008(18) 0.0070(17) 0.0009(19) N6 0.030(3) 0.016(2) 0.020(2) 0.0024(18) 0.0073(19) -0.005(2) F3 0.103(4) 0.051(3) 0.062(3) -0.005(3) -0.014(3) 0.005(3) N7 0.021(2) 0.018(2) 0.016(2) 0.0032(18) 0.0015(17) 0.0014(19) C5A 0.016(3) 0.014(3) 0.021(3) 0.000(2) 0.002(2) 0.000(2) N6A 0.028(3) 0.017(2) 0.022(2) 0.0027(18) 0.0069(19) -0.002(2) C8 0.020(3) 0.017(3) 0.024(3) -0.002(2) 0.009(2) -0.001(2) C4A 0.015(3) 0.019(3) 0.022(3) -0.001(2) 0.006(2) 0.000(2) C4 0.016(3) 0.019(3) 0.018(3) -0.001(2) 0.006(2) 0.001(2) C10A 0.026(3) 0.031(3) 0.019(3) 0.006(2) 0.012(2) 0.001(3) C10 0.025(3) 0.020(3) 0.016(3) 0.000(2) 0.005(2) -0.001(2) C2A 0.021(3) 0.020(3) 0.023(3) 0.001(2) 0.008(2) 0.004(2) C6A 0.010(2) 0.016(3) 0.022(3) 0.001(2) -0.0012(19) 0.002(2) C2 0.018(3) 0.017(3) 0.022(3) -0.006(2) 0.007(2) -0.001(2) C11 0.029(3) 0.026(3) 0.030(3) 0.006(3) 0.006(2) -0.001(3) C6 0.013(3) 0.017(3) 0.020(3) -0.002(2) 0.0020(19) 0.000(2) C8A 0.018(3) 0.020(3) 0.019(3) -0.006(2) 0.008(2) -0.001(2) C12 0.033(4) 0.043(4) 0.020(3) 0.006(3) 0.003(2) -0.005(3) C12A 0.046(4) 0.051(5) 0.032(4) 0.016(3) 0.008(3) 0.013(4) C11A 0.030(4) 0.054(5) 0.025(3) 0.016(3) 0.008(3) 0.012(3) B1 0.067(7) 0.042(5) 0.055(6) 0.004(4) -0.007(5) -0.026(5) F2 0.125(6) 0.181(9) 0.083(5) 0.034(5) -0.030(4) -0.078(6) F1 0.129(7) 0.365(18) 0.079(5) 0.101(8) -0.002(5) -0.040(9) F4 0.281(14) 0.066(5) 0.48(2) -0.145(9) -0.291(15) 0.096(7) O1W 0.038(2) 0.019(2) 0.032(2) 0.0030(17) 0.0085(19) 0.0012(18) O2W 0.032(2) 0.025(2) 0.026(2) 0.0018(17) 0.0030(17) 0.0041(18) _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 N7 2.156(4) . ? Ag1 N7A 2.163(4) . ? N1A O1A 1.344(6) . ? N1A C2A 1.367(7) . ? N1A C6A 1.373(7) . ? N3 C2 1.297(7) . ? N3 C4 1.342(7) . ? O1 N1 1.343(6) . ? N9 C8 1.366(7) . ? N9 C4 1.372(7) . ? N9 C10 1.463(7) . ? C5 C4 1.392(7) . ? C5 N7 1.392(7) . ? C5 C6 1.418(7) . ? N1 C2 1.368(7) . ? N1 C6 1.372(7) . ? N9A C8A 1.359(7) . ? N9A C4A 1.382(7) . ? N9A C10A 1.480(7) . ? N3A C2A 1.306(7) . ? N3A C4A 1.332(7) . ? N7A C8A 1.311(7) . ? N7A C5A 1.390(7) . ? N6 C6 1.302(7) . ? F3 B1 1.421(12) . ? N7 C8 1.337(7) . ? C5A C4A 1.394(7) . ? C5A C6A 1.422(7) . ? N6A C6A 1.305(7) . ? C10A C11A 1.510(9) . ? C10 C11 1.524(8) . ? C11 C12 1.519(8) . ? C12A C11A 1.532(8) . ? B1 F4 1.243(13) . ? B1 F1 1.284(12) . ? B1 F2 1.348(12) . ? 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 N7 Ag1 N7A 176.63(17) . . ? O1A N1A C2A 119.7(5) . . ? O1A N1A C6A 117.3(5) . . ? C2A N1A C6A 122.9(5) . . ? C2 N3 C4 112.6(5) . . ? C8 N9 C4 107.0(4) . . ? C8 N9 C10 127.2(5) . . ? C4 N9 C10 125.8(5) . . ? C4 C5 N7 109.7(5) . . ? C4 C5 C6 118.0(5) . . ? N7 C5 C6 132.3(5) . . ? O1 N1 C2 120.1(5) . . ? O1 N1 C6 116.6(4) . . ? C2 N1 C6 123.3(5) . . ? C8A N9A C4A 106.8(5) . . ? C8A N9A C10A 127.4(5) . . ? C4A N9A C10A 125.5(5) . . ? C2A N3A C4A 112.4(5) . . ? C8A N7A C5A 104.6(4) . . ? C8A N7A Ag1 119.4(4) . . ? C5A N7A Ag1 133.5(3) . . ? C8 N7 C5 104.7(4) . . ? C8 N7 Ag1 120.3(4) . . ? C5 N7 Ag1 134.3(3) . . ? N7A C5A C4A 110.2(5) . . ? N7A C5A C6A 132.3(5) . . ? C4A C5A C6A 117.5(5) . . ? N7 C8 N9 112.4(5) . . ? N3A C4A N9A 127.1(5) . . ? N3A C4A C5A 127.9(5) . . ? N9A C4A C5A 105.0(5) . . ? N3 C4 N9 126.4(5) . . ? N3 C4 C5 127.3(5) . . ? N9 C4 C5 106.2(5) . . ? N9A C10A C11A 111.5(5) . . ? N9 C10 C11 112.5(5) . . ? N3A C2A N1A 125.7(5) . . ? N6A C6A N1A 118.4(5) . . ? N6A C6A C5A 128.2(5) . . ? N1A C6A C5A 113.5(5) . . ? N3 C2 N1 125.6(5) . . ? C12 C11 C10 110.7(5) . . ? N6 C6 N1 117.8(5) . . ? N6 C6 C5 129.0(5) . . ? N1 C6 C5 113.2(5) . . ? N7A C8A N9A 113.4(5) . . ? C10A C11A C12A 110.4(5) . . ? F4 B1 F1 109.9(13) . . ? F4 B1 F2 115.8(14) . . ? F1 B1 F2 109.0(9) . . ? F4 B1 F3 104.3(8) . . ? F1 B1 F3 113.7(10) . . ? F2 B1 F3 104.2(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N7 Ag1 N7A C8A -59(3) . . . . ? N7 Ag1 N7A C5A 142(3) . . . . ? C4 C5 N7 C8 0.9(6) . . . . ? C6 C5 N7 C8 -177.8(6) . . . . ? C4 C5 N7 Ag1 -168.6(4) . . . . ? C6 C5 N7 Ag1 12.6(9) . . . . ? N7A Ag1 N7 C8 -121(3) . . . . ? N7A Ag1 N7 C5 48(3) . . . . ? C8A N7A C5A C4A -0.5(6) . . . . ? Ag1 N7A C5A C4A 160.7(4) . . . . ? C8A N7A C5A C6A 177.9(6) . . . . ? Ag1 N7A C5A C6A -21.0(9) . . . . ? C5 N7 C8 N9 -0.2(6) . . . . ? Ag1 N7 C8 N9 171.1(3) . . . . ? C4 N9 C8 N7 -0.5(6) . . . . ? C10 N9 C8 N7 -178.5(5) . . . . ? C2A N3A C4A N9A 179.3(5) . . . . ? C2A N3A C4A C5A -0.6(8) . . . . ? C8A N9A C4A N3A 179.4(5) . . . . ? C10A N9A C4A N3A 4.3(9) . . . . ? C8A N9A C4A C5A -0.6(6) . . . . ? C10A N9A C4A C5A -175.7(5) . . . . ? N7A C5A C4A N3A -179.4(5) . . . . ? C6A C5A C4A N3A 2.0(8) . . . . ? N7A C5A C4A N9A 0.7(6) . . . . ? C6A C5A C4A N9A -177.9(5) . . . . ? C2 N3 C4 N9 -179.6(5) . . . . ? C2 N3 C4 C5 0.0(8) . . . . ? C8 N9 C4 N3 -179.3(5) . . . . ? C10 N9 C4 N3 -1.3(9) . . . . ? C8 N9 C4 C5 1.0(6) . . . . ? C10 N9 C4 C5 179.0(5) . . . . ? N7 C5 C4 N3 179.1(5) . . . . ? C6 C5 C4 N3 -2.0(8) . . . . ? N7 C5 C4 N9 -1.2(6) . . . . ? C6 C5 C4 N9 177.7(5) . . . . ? C8A N9A C10A C11A -59.3(8) . . . . ? C4A N9A C10A C11A 114.9(7) . . . . ? C8 N9 C10 C11 102.7(6) . . . . ? C4 N9 C10 C11 -74.9(7) . . . . ? C4A N3A C2A N1A 0.9(8) . . . . ? O1A N1A C2A N3A -178.6(5) . . . . ? C6A N1A C2A N3A -2.8(9) . . . . ? O1A N1A C6A N6A -0.2(7) . . . . ? C2A N1A C6A N6A -176.1(5) . . . . ? O1A N1A C6A C5A 179.7(5) . . . . ? C2A N1A C6A C5A 3.9(7) . . . . ? N7A C5A C6A N6A -1.7(10) . . . . ? C4A C5A C6A N6A 176.5(5) . . . . ? N7A C5A C6A N1A 178.4(5) . . . . ? C4A C5A C6A N1A -3.4(7) . . . . ? C4 N3 C2 N1 1.2(8) . . . . ? O1 N1 C2 N3 176.0(5) . . . . ? C6 N1 C2 N3 -0.4(9) . . . . ? N9 C10 C11 C12 -179.6(5) . . . . ? O1 N1 C6 N6 1.5(7) . . . . ? C2 N1 C6 N6 178.0(5) . . . . ? O1 N1 C6 C5 -178.1(4) . . . . ? C2 N1 C6 C5 -1.6(7) . . . . ? C4 C5 C6 N6 -177.0(5) . . . . ? N7 C5 C6 N6 1.6(10) . . . . ? C4 C5 C6 N1 2.5(7) . . . . ? N7 C5 C6 N1 -178.8(5) . . . . ? C5A N7A C8A N9A 0.1(6) . . . . ? Ag1 N7A C8A N9A -164.3(4) . . . . ? C4A N9A C8A N7A 0.3(7) . . . . ? C10A N9A C8A N7A 175.3(5) . . . . ? N9A C10A C11A C12A 178.0(6) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.842 _refine_diff_density_min -1.229 _refine_diff_density_rms 0.251 _database_code_depnum_ccdc_archive 'CCDC 943527' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex-3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 Ag F6 N10 O3 P' _chemical_formula_weight 655.28 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 16.106(5) _cell_length_b 6.901(5) _cell_length_c 21.480(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 93.470(5) _cell_angle_gamma 90.000(5) _cell_volume 2383(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.826 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 1.002 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8247 _exptl_absorpt_correction_T_max 0.8724 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12514 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_sigmaI/netI 0.0745 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4671 _reflns_number_gt 3363 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1297P)^2^+3.3553P] 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 4671 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1013 _refine_ls_R_factor_gt 0.0701 _refine_ls_wR_factor_ref 0.2182 _refine_ls_wR_factor_gt 0.1751 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 0.60359(3) 0.02853(8) 0.87686(2) 0.0219(2) Uani 1 1 d . . . P1 P 0.8270(2) -0.4703(4) 0.87293(15) 0.0543(8) Uani 1 1 d . . . O1 O 0.5278(3) -0.1867(8) 1.1489(2) 0.0212(11) Uani 1 1 d . . . O1A O 0.4801(3) 0.2175(7) 0.6025(2) 0.0212(11) Uani 1 1 d . . . F6 F 0.8452(3) -0.2467(8) 0.8881(3) 0.0485(14) Uani 1 1 d . . . F2 F 0.7937(4) -0.4974(8) 0.9418(3) 0.0483(14) Uani 1 1 d . . . N1 N 0.5929(4) -0.1157(8) 1.1197(3) 0.0197(13) Uani 1 1 d . . . N9 N 0.7860(4) 0.0845(9) 1.0313(3) 0.0254(14) Uani 1 1 d . . . N9A N 0.7608(4) -0.0457(9) 0.7176(3) 0.0239(14) Uani 1 1 d . . . N7 N 0.6799(4) -0.0230(9) 0.9678(3) 0.0182(12) Uani 1 1 d . . . F3 F 0.7349(4) -0.4134(11) 0.8475(3) 0.070(2) Uani 1 1 d . . . C5A C 0.6305(5) 0.0594(10) 0.7211(3) 0.0199(15) Uani 1 1 d . . . N7A N 0.6585(4) 0.0191(9) 0.7826(3) 0.0219(14) Uani 1 1 d . . . N1A N 0.5519(4) 0.1492(8) 0.6314(2) 0.0180(12) Uani 1 1 d . . . C5 C 0.6609(4) -0.0478(10) 1.0294(3) 0.0182(14) Uani 1 1 d . . . N3A N 0.6878(4) 0.0307(8) 0.6181(3) 0.0226(13) Uani 1 1 d . . . N6 N 0.5254(4) -0.2081(9) 1.0268(2) 0.0189(13) Uani 1 1 d . . . H6A H 0.4856 -0.2522 1.0477 0.023 Uiso 1 1 calc R . . H6B H 0.5226 -0.2170 0.9868 0.023 Uiso 1 1 calc R . . C4 C 0.7256(5) 0.0178(10) 1.0693(3) 0.0208(15) Uani 1 1 d . . . N6A N 0.4863(4) 0.1738(9) 0.7233(3) 0.0230(14) Uani 1 1 d . . . H6A1 H 0.4432 0.2172 0.7022 0.028 Uiso 1 1 calc R . . H6A2 H 0.4856 0.1612 0.7631 0.028 Uiso 1 1 calc R . . C8 C 0.7540(5) 0.0540(11) 0.9714(3) 0.0231(16) Uani 1 1 d . . . H8 H 0.7827 0.0854 0.9365 0.028 Uiso 1 1 calc R . . N3 N 0.7300(4) 0.0197(8) 1.1320(3) 0.0201(13) Uani 1 1 d . . . F4 F 0.8582(6) -0.4415(11) 0.8052(4) 0.097(3) Uani 1 1 d . . . C2 C 0.6624(5) -0.0473(11) 1.1544(3) 0.0232(16) Uani 1 1 d . . . H2 H 0.6604 -0.0496 1.1976 0.028 Uiso 1 1 calc R . . F5 F 0.8059(7) -0.6918(10) 0.8592(4) 0.130(4) Uani 1 1 d . . . C4A C 0.6933(5) 0.0188(10) 0.6799(3) 0.0186(15) Uani 1 1 d . . . C2A C 0.6159(4) 0.0945(10) 0.5962(3) 0.0200(15) Uani 1 1 d . . . H2A H 0.6073 0.1038 0.5531 0.024 Uiso 1 1 calc R . . C6 C 0.5902(4) -0.1276(9) 1.0559(3) 0.0149(14) Uani 1 1 d . . . C6A C 0.5538(4) 0.1264(10) 0.6946(3) 0.0173(14) Uani 1 1 d . . . C10A C 0.8409(4) -0.1041(12) 0.6948(3) 0.0263(16) Uani 1 1 d . . . H10A H 0.8335 -0.1325 0.6506 0.032 Uiso 1 1 calc R . . H10B H 0.8592 -0.2222 0.7159 0.032 Uiso 1 1 calc R . . C12 C 0.9296(7) -0.1710(16) 1.0485(5) 0.057(3) Uani 1 1 d . . . H12A H 0.9656 -0.2595 1.0716 0.086 Uiso 1 1 calc R . . H12B H 0.9520 -0.1439 1.0090 0.086 Uiso 1 1 calc R . . H12C H 0.8754 -0.2278 1.0418 0.086 Uiso 1 1 calc R . . C8A C 0.7359(4) -0.0397(10) 0.7770(3) 0.0175(14) Uani 1 1 d . . . H8A H 0.7708 -0.0744 0.8113 0.021 Uiso 1 1 calc R . . F1 F 0.9167(5) -0.5267(14) 0.8995(5) 0.120(4) Uani 1 1 d . . . C11A C 0.9084(6) 0.0506(14) 0.7050(4) 0.039(2) Uani 1 1 d . . . H11A H 0.9538 0.0215 0.6788 0.047 Uiso 1 1 calc R . . H11B H 0.8856 0.1755 0.6923 0.047 Uiso 1 1 calc R . . C10 C 0.8675(5) 0.1653(13) 1.0501(4) 0.0306(18) Uani 1 1 d . . . H10C H 0.8605 0.2771 1.0767 0.037 Uiso 1 1 calc R . . H10D H 0.8944 0.2085 1.0134 0.037 Uiso 1 1 calc R . . C12A C 0.9419(6) 0.0629(16) 0.7719(5) 0.046(2) Uani 1 1 d . . . H12D H 0.9842 0.1608 0.7758 0.070 Uiso 1 1 calc R . . H12E H 0.9652 -0.0599 0.7847 0.070 Uiso 1 1 calc R . . H12F H 0.8976 0.0955 0.7980 0.070 Uiso 1 1 calc R . . C11 C 0.9229(6) 0.0165(15) 1.0851(4) 0.043(2) Uani 1 1 d . . . H11C H 0.9780 0.0709 1.0932 0.052 Uiso 1 1 calc R . . H11D H 0.9003 -0.0115 1.1250 0.052 Uiso 1 1 calc R . . O1W O 0.3830(3) -0.0813(8) 0.5593(3) 0.0301(12) 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 Ag1 0.0306(4) 0.0259(3) 0.0089(3) 0.0019(2) -0.0005(2) 0.0003(2) P1 0.074(2) 0.0327(14) 0.0595(19) 0.0196(12) 0.0313(16) 0.0105(13) O1 0.027(3) 0.028(3) 0.009(2) 0.0030(19) 0.0058(19) -0.004(2) O1A 0.028(3) 0.025(3) 0.010(2) 0.0021(19) -0.0014(19) 0.003(2) F6 0.054(3) 0.037(3) 0.053(3) 0.019(3) -0.007(3) -0.003(2) F2 0.052(3) 0.044(3) 0.049(4) 0.008(2) 0.013(3) 0.003(2) N1 0.033(3) 0.014(3) 0.012(3) -0.004(2) 0.000(2) 0.005(3) N9 0.033(4) 0.025(3) 0.018(3) 0.002(3) 0.000(3) -0.001(3) N9A 0.025(3) 0.024(3) 0.022(3) -0.002(3) -0.003(3) 0.004(3) N7 0.023(3) 0.025(3) 0.007(3) 0.003(2) 0.000(2) 0.005(3) F3 0.074(4) 0.085(5) 0.052(4) 0.012(4) -0.005(3) -0.033(4) C5A 0.034(4) 0.012(4) 0.013(3) -0.001(3) 0.001(3) -0.001(3) N7A 0.034(3) 0.031(4) 0.001(3) -0.001(2) 0.004(2) 0.000(3) N1A 0.030(3) 0.019(3) 0.005(3) -0.001(2) -0.002(2) -0.004(3) C5 0.026(4) 0.015(3) 0.013(3) 0.001(3) -0.002(3) 0.008(3) N3A 0.028(3) 0.015(3) 0.024(3) 0.000(2) -0.001(3) -0.001(3) N6 0.029(3) 0.024(3) 0.004(3) -0.001(2) 0.007(2) 0.000(3) C4 0.036(4) 0.020(4) 0.007(3) 0.002(3) 0.002(3) -0.001(3) N6A 0.035(4) 0.026(3) 0.009(3) 0.004(2) 0.004(2) 0.008(3) C8 0.036(4) 0.026(4) 0.008(3) 0.008(3) -0.001(3) 0.008(3) N3 0.025(3) 0.017(3) 0.017(3) 0.000(2) -0.003(2) 0.000(2) F4 0.156(8) 0.056(5) 0.088(6) 0.033(4) 0.076(6) 0.019(5) C2 0.035(4) 0.022(4) 0.012(3) -0.003(3) -0.006(3) 0.005(3) F5 0.292(13) 0.030(4) 0.081(5) 0.007(4) 0.112(7) -0.010(6) C4A 0.031(4) 0.020(4) 0.005(3) 0.000(2) 0.003(3) -0.003(3) C2A 0.031(4) 0.015(3) 0.014(3) -0.001(3) 0.000(3) 0.002(3) C6 0.028(4) 0.010(3) 0.006(3) 0.002(2) 0.004(3) -0.001(3) C6A 0.021(3) 0.019(4) 0.011(3) -0.005(3) -0.006(3) 0.000(3) C10A 0.028(4) 0.032(4) 0.019(4) -0.004(3) 0.005(3) 0.004(3) C12 0.057(7) 0.057(7) 0.058(7) 0.031(6) 0.005(5) 0.023(5) C8A 0.021(3) 0.025(4) 0.006(3) -0.002(3) -0.006(3) 0.002(3) F1 0.080(5) 0.148(9) 0.138(9) 0.101(7) 0.058(6) 0.065(5) C11A 0.038(5) 0.051(6) 0.027(5) 0.010(4) -0.002(4) -0.001(4) C10 0.030(4) 0.043(5) 0.019(4) 0.007(3) -0.003(3) -0.008(4) C12A 0.051(6) 0.053(6) 0.035(5) -0.014(4) 0.003(4) -0.007(5) C11 0.046(5) 0.058(6) 0.025(5) 0.021(4) 0.003(4) -0.004(4) O1W 0.033(3) 0.029(3) 0.028(3) 0.002(2) 0.001(2) -0.003(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 N7A 2.260(6) . ? Ag1 N7 2.272(6) . ? Ag1 O1 2.415(5) 3_657 ? Ag1 O1A 2.587(5) 2_646 ? P1 F1 1.571(9) . ? P1 F4 1.581(8) . ? P1 F5 1.590(8) . ? P1 F3 1.598(8) . ? P1 F6 1.600(6) . ? P1 F2 1.614(7) . ? O1 N1 1.346(8) . ? O1 Ag1 2.415(5) 3_657 ? O1A N1A 1.364(7) . ? O1A Ag1 2.587(5) 2_656 ? N1 C6 1.371(8) . ? N1 C2 1.390(9) . ? N9 C8 1.373(9) . ? N9 C4 1.385(10) . ? N9 C10 1.461(10) . ? N9A C8A 1.362(9) . ? N9A C4A 1.388(9) . ? N9A C10A 1.464(10) . ? N7 C8 1.305(10) . ? N7 C5 1.386(9) . ? C5A N7A 1.396(9) . ? C5A C6A 1.407(9) . ? C5A C4A 1.412(10) . ? N7A C8A 1.323(9) . ? N1A C6A 1.364(8) . ? N1A C2A 1.369(9) . ? C5 C4 1.385(10) . ? C5 C6 1.415(10) . ? N3A C2A 1.300(9) . ? N3A C4A 1.328(9) . ? N6 C6 1.308(9) . ? C4 N3 1.346(9) . ? N6A C6A 1.323(9) . ? N3 C2 1.302(10) . ? C10A C11A 1.530(12) . ? C12 C11 1.521(15) . ? C11A C12A 1.507(13) . ? C10 C11 1.528(12) . ? 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 N7A Ag1 N7 123.1(2) . . ? N7A Ag1 O1 101.12(19) . 3_657 ? N7 Ag1 O1 133.50(18) . 3_657 ? N7A Ag1 O1A 111.47(19) . 2_646 ? N7 Ag1 O1A 89.02(18) . 2_646 ? O1 Ag1 O1A 87.47(16) 3_657 2_646 ? F1 P1 F4 91.6(5) . . ? F1 P1 F5 90.6(6) . . ? F4 P1 F5 91.5(4) . . ? F1 P1 F3 178.7(5) . . ? F4 P1 F3 89.7(5) . . ? F5 P1 F3 89.4(5) . . ? F1 P1 F6 90.7(5) . . ? F4 P1 F6 90.1(4) . . ? F5 P1 F6 177.9(5) . . ? F3 P1 F6 89.3(4) . . ? F1 P1 F2 89.3(4) . . ? F4 P1 F2 179.0(4) . . ? F5 P1 F2 88.8(3) . . ? F3 P1 F2 89.4(3) . . ? F6 P1 F2 89.6(3) . . ? N1 O1 Ag1 115.2(4) . 3_657 ? N1A O1A Ag1 130.2(4) . 2_656 ? O1 N1 C6 117.8(5) . . ? O1 N1 C2 119.9(6) . . ? C6 N1 C2 122.2(6) . . ? C8 N9 C4 105.3(6) . . ? C8 N9 C10 126.7(6) . . ? C4 N9 C10 128.0(6) . . ? C8A N9A C4A 105.8(6) . . ? C8A N9A C10A 129.6(6) . . ? C4A N9A C10A 124.6(6) . . ? C8 N7 C5 104.4(6) . . ? C8 N7 Ag1 115.7(4) . . ? C5 N7 Ag1 134.4(5) . . ? N7A C5A C6A 132.3(7) . . ? N7A C5A C4A 110.6(6) . . ? C6A C5A C4A 117.1(6) . . ? C8A N7A C5A 103.2(6) . . ? C8A N7A Ag1 120.7(5) . . ? C5A N7A Ag1 136.1(5) . . ? C6A N1A O1A 117.5(5) . . ? C6A N1A C2A 123.0(6) . . ? O1A N1A C2A 119.3(5) . . ? C4 C5 N7 110.4(6) . . ? C4 C5 C6 118.2(6) . . ? N7 C5 C6 131.5(6) . . ? C2A N3A C4A 112.7(7) . . ? N3 C4 C5 127.9(7) . . ? N3 C4 N9 126.2(7) . . ? C5 C4 N9 105.9(6) . . ? N7 C8 N9 114.1(6) . . ? C2 N3 C4 111.8(6) . . ? N3 C2 N1 125.9(7) . . ? N3A C4A N9A 127.2(7) . . ? N3A C4A C5A 127.5(7) . . ? N9A C4A C5A 105.2(6) . . ? N3A C2A N1A 125.3(6) . . ? N6 C6 N1 118.6(6) . . ? N6 C6 C5 127.7(6) . . ? N1 C6 C5 113.7(6) . . ? N6A C6A N1A 117.7(6) . . ? N6A C6A C5A 128.2(6) . . ? N1A C6A C5A 114.1(6) . . ? N9A C10A C11A 113.1(7) . . ? N7A C8A N9A 115.2(6) . . ? C12A C11A C10A 112.7(8) . . ? N9 C10 C11 111.6(7) . . ? C12 C11 C10 112.0(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Ag1 O1 N1 C6 -62.2(6) 3_657 . . . ? Ag1 O1 N1 C2 122.7(5) 3_657 . . . ? N7A Ag1 N7 C8 40.2(6) . . . . ? O1 Ag1 N7 C8 -119.1(5) 3_657 . . . ? O1A Ag1 N7 C8 155.4(5) 2_646 . . . ? N7A Ag1 N7 C5 -170.9(6) . . . . ? O1 Ag1 N7 C5 29.8(8) 3_657 . . . ? O1A Ag1 N7 C5 -55.7(6) 2_646 . . . ? C6A C5A N7A C8A 179.7(7) . . . . ? C4A C5A N7A C8A 1.1(8) . . . . ? C6A C5A N7A Ag1 0.9(12) . . . . ? C4A C5A N7A Ag1 -177.6(5) . . . . ? N7 Ag1 N7A C8A 8.0(6) . . . . ? O1 Ag1 N7A C8A 172.8(5) 3_657 . . . ? O1A Ag1 N7A C8A -95.5(6) 2_646 . . . ? N7 Ag1 N7A C5A -173.4(6) . . . . ? O1 Ag1 N7A C5A -8.6(7) 3_657 . . . ? O1A Ag1 N7A C5A 83.1(7) 2_646 . . . ? Ag1 O1A N1A C6A 54.7(7) 2_656 . . . ? Ag1 O1A N1A C2A -129.7(5) 2_656 . . . ? C8 N7 C5 C4 0.4(8) . . . . ? Ag1 N7 C5 C4 -150.9(5) . . . . ? C8 N7 C5 C6 -178.6(7) . . . . ? Ag1 N7 C5 C6 30.1(11) . . . . ? N7 C5 C4 N3 179.3(7) . . . . ? C6 C5 C4 N3 -1.5(11) . . . . ? N7 C5 C4 N9 0.0(8) . . . . ? C6 C5 C4 N9 179.1(6) . . . . ? C8 N9 C4 N3 -179.7(7) . . . . ? C10 N9 C4 N3 1.9(12) . . . . ? C8 N9 C4 C5 -0.3(8) . . . . ? C10 N9 C4 C5 -178.7(7) . . . . ? C5 N7 C8 N9 -0.6(8) . . . . ? Ag1 N7 C8 N9 157.0(5) . . . . ? C4 N9 C8 N7 0.6(9) . . . . ? C10 N9 C8 N7 179.0(7) . . . . ? C5 C4 N3 C2 -1.3(11) . . . . ? N9 C4 N3 C2 178.0(7) . . . . ? C4 N3 C2 N1 0.6(10) . . . . ? O1 N1 C2 N3 178.0(6) . . . . ? C6 N1 C2 N3 3.1(11) . . . . ? C2A N3A C4A N9A 179.2(7) . . . . ? C2A N3A C4A C5A 2.6(10) . . . . ? C8A N9A C4A N3A -177.4(7) . . . . ? C10A N9A C4A N3A 3.2(12) . . . . ? C8A N9A C4A C5A -0.2(7) . . . . ? C10A N9A C4A C5A -179.7(7) . . . . ? N7A C5A C4A N3A 176.6(7) . . . . ? C6A C5A C4A N3A -2.2(11) . . . . ? N7A C5A C4A N9A -0.6(8) . . . . ? C6A C5A C4A N9A -179.4(6) . . . . ? C4A N3A C2A N1A 1.4(10) . . . . ? C6A N1A C2A N3A -6.0(11) . . . . ? O1A N1A C2A N3A 178.6(6) . . . . ? O1 N1 C6 N6 -0.5(9) . . . . ? C2 N1 C6 N6 174.5(6) . . . . ? O1 N1 C6 C5 179.5(5) . . . . ? C2 N1 C6 C5 -5.5(9) . . . . ? C4 C5 C6 N6 -175.3(7) . . . . ? N7 C5 C6 N6 3.7(12) . . . . ? C4 C5 C6 N1 4.7(9) . . . . ? N7 C5 C6 N1 -176.3(7) . . . . ? O1A N1A C6A N6A -0.6(9) . . . . ? C2A N1A C6A N6A -176.0(6) . . . . ? O1A N1A C6A C5A -178.7(5) . . . . ? C2A N1A C6A C5A 5.8(10) . . . . ? N7A C5A C6A N6A 1.5(13) . . . . ? C4A C5A C6A N6A -180.0(7) . . . . ? N7A C5A C6A N1A 179.4(7) . . . . ? C4A C5A C6A N1A -2.1(9) . . . . ? C8A N9A C10A C11A -77.0(10) . . . . ? C4A N9A C10A C11A 102.3(8) . . . . ? C5A N7A C8A N9A -1.3(8) . . . . ? Ag1 N7A C8A N9A 177.7(5) . . . . ? C4A N9A C8A N7A 1.0(8) . . . . ? C10A N9A C8A N7A -179.5(7) . . . . ? N9A C10A C11A C12A 75.4(10) . . . . ? C8 N9 C10 C11 -114.8(8) . . . . ? C4 N9 C10 C11 63.3(11) . . . . ? N9 C10 C11 C12 53.3(10) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.887 _refine_diff_density_min -1.536 _refine_diff_density_rms 0.274 _database_code_depnum_ccdc_archive 'CCDC 943528' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex-4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H24 Ag F3 N10 O7 S' _chemical_formula_weight 677.39 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 ? _symmetry_space_group_name_H-M ? 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 20.150(5) _cell_length_b 6.903(5) _cell_length_c 20.342(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 116.516(5) _cell_angle_gamma 90.000(5) _cell_volume 2532(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.777 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.961 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8022 _exptl_absorpt_correction_T_max 0.8615 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16832 _diffrn_reflns_av_R_equivalents 0.0741 _diffrn_reflns_av_sigmaI/netI 0.0713 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4996 _reflns_number_gt 3508 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0765P)^2^+8.6239P] 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 4996 _refine_ls_number_parameters 360 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1551 _refine_ls_wR_factor_gt 0.1350 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 0.08181(2) 0.01541(6) 0.17423(2) 0.01632(16) Uani 1 1 d . . . S2 S 0.02151(10) 0.4160(2) 0.31281(9) 0.0254(4) Uani 1 1 d . . . O1A O -0.1640(2) -0.1661(6) -0.1346(2) 0.0180(9) Uani 1 1 d . . . O1 O 0.4069(2) 0.2093(6) 0.3907(2) 0.0166(9) Uani 1 1 d . . . N9 N 0.1731(3) -0.0773(7) 0.4121(3) 0.0183(11) Uani 1 1 d . . . N7 N 0.1530(3) -0.0129(7) 0.2970(2) 0.0156(10) Uani 1 1 d . . . N3A N -0.2286(3) 0.0374(7) -0.0111(3) 0.0202(11) Uani 1 1 d . . . F1 F -0.0242(3) 0.7269(6) 0.3528(3) 0.0513(13) Uani 1 1 d . . . O2 O 0.0118(3) 0.2132(7) 0.3233(3) 0.0413(14) Uani 1 1 d . . . N7A N -0.0421(3) -0.0286(7) 0.1259(3) 0.0164(11) Uani 1 1 d . . . F3 F 0.0056(4) 0.4928(8) 0.4307(3) 0.0695(17) Uani 1 1 d . . . O4 O -0.0209(3) 0.4825(7) 0.2384(3) 0.0391(13) Uani 1 1 d . . . C5A C -0.0970(3) -0.0441(8) 0.0546(3) 0.0146(12) Uani 1 1 d . . . N3 N 0.3019(3) 0.0160(7) 0.4776(3) 0.0158(10) Uani 1 1 d . . . F2 F -0.0961(3) 0.4814(7) 0.3311(3) 0.0626(16) Uani 1 1 d . . . N1 N 0.3477(3) 0.1373(7) 0.3972(3) 0.0148(11) Uani 1 1 d . . . C5 C 0.2253(3) 0.0358(8) 0.3453(3) 0.0133(12) Uani 1 1 d . . . N1A N -0.1618(3) -0.0998(7) -0.0711(3) 0.0161(11) Uani 1 1 d . . . C4 C 0.2377(3) -0.0050(8) 0.4162(3) 0.0154(12) Uani 1 1 d . . . C4A C -0.1634(3) 0.0276(8) 0.0491(3) 0.0175(13) Uani 1 1 d . . . N6A N -0.0404(3) -0.2038(7) -0.0143(2) 0.0157(11) Uani 1 1 d . . . H6A1 H -0.0456 -0.2461 -0.0561 0.019 Uiso 1 1 calc R . . H6A2 H 0.0014 -0.2171 0.0241 0.019 Uiso 1 1 calc R . . N6 N 0.2845(3) 0.1508(7) 0.2707(3) 0.0178(11) Uani 1 1 d . . . H6A H 0.3243 0.1947 0.2704 0.021 Uiso 1 1 calc R . . H6B H 0.2452 0.1343 0.2300 0.021 Uiso 1 1 calc R . . N9A N -0.1490(3) 0.0888(8) 0.1179(3) 0.0236(12) Uani 1 1 d . . . O3 O 0.0954(3) 0.4878(8) 0.3494(3) 0.0480(15) Uani 1 1 d . . . C2 C 0.3550(3) 0.0876(8) 0.4645(3) 0.0146(12) Uani 1 1 d . . . H2 H 0.4012 0.1057 0.5044 0.017 Uiso 1 1 calc R . . C6A C -0.0961(3) -0.1189(8) -0.0092(3) 0.0138(12) Uani 1 1 d . . . C6 C 0.2837(3) 0.1086(8) 0.3338(3) 0.0132(12) Uani 1 1 d . . . C2A C -0.2244(3) -0.0267(8) -0.0701(3) 0.0180(13) Uani 1 1 d . . . H2A H -0.2673 -0.0220 -0.1144 0.022 Uiso 1 1 calc R . . C10 C 0.1585(4) -0.1349(9) 0.4744(3) 0.0223(14) Uani 1 1 d . . . H10A H 0.2052 -0.1629 0.5168 0.027 Uiso 1 1 calc R . . H10B H 0.1289 -0.2524 0.4617 0.027 Uiso 1 1 calc R . . C11 C 0.1184(4) 0.0204(11) 0.4943(4) 0.0355(18) Uani 1 1 d . . . H11A H 0.0700 0.0416 0.4534 0.043 Uiso 1 1 calc R . . H11B H 0.1461 0.1406 0.5037 0.043 Uiso 1 1 calc R . . C8A C -0.0755(3) 0.0495(9) 0.1611(3) 0.0222(14) Uani 1 1 d . . . H8A H -0.0517 0.0763 0.2112 0.027 Uiso 1 1 calc R . . C8 C 0.1251(3) -0.0781(9) 0.3396(3) 0.0197(13) Uani 1 1 d . . . H8 H 0.0764 -0.1214 0.3218 0.024 Uiso 1 1 calc R . . C12 C 0.1092(5) -0.0357(14) 0.5617(4) 0.052(2) Uani 1 1 d . . . H12A H 0.0835 0.0657 0.5733 0.079 Uiso 1 1 calc R . . H12B H 0.1571 -0.0549 0.6024 0.079 Uiso 1 1 calc R . . H12C H 0.0810 -0.1535 0.5521 0.079 Uiso 1 1 calc R . . C1B C -0.0253(4) 0.5312(12) 0.3596(5) 0.0388(19) Uani 1 1 d . . . C10A C -0.2009(4) 0.1850(13) 0.1399(4) 0.046(2) Uani 1 1 d . . . H10C H -0.2294 0.2803 0.1030 0.056 Uiso 1 1 calc R . . H10D H -0.1729 0.2531 0.1858 0.056 Uiso 1 1 calc R . . C11A C -0.2531(5) 0.0473(17) 0.1494(5) 0.064(3) Uani 1 1 d . . . H11C H -0.2888 0.1209 0.1591 0.077 Uiso 1 1 calc R . . H11D H -0.2802 -0.0228 0.1038 0.077 Uiso 1 1 calc R . . C12A C -0.2165(6) -0.094(2) 0.2093(6) 0.110(5) Uani 1 1 d . . . H12D H -0.2532 -0.1774 0.2122 0.166 Uiso 1 1 calc R . . H12E H -0.1907 -0.0258 0.2550 0.166 Uiso 1 1 calc R . . H12F H -0.1818 -0.1694 0.1997 0.166 Uiso 1 1 calc R . . O1W O 0.4882(3) -0.0914(7) 0.3789(3) 0.0241(11) Uani 1 1 d . . . O2W O -0.1575(8) 0.613(2) 0.1272(7) 0.192(6) Uani 1 1 d . . . H1W H 0.462(6) -0.006(14) 0.380(6) 0.08(4) Uiso 1 1 d . . . H2W H 0.500(5) -0.084(14) 0.343(5) 0.06(3) 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 0.0116(2) 0.0182(3) 0.0114(2) -0.00090(19) -0.00190(17) -0.0020(2) S2 0.0239(9) 0.0224(8) 0.0238(9) -0.0039(7) 0.0050(7) 0.0013(7) O1A 0.017(2) 0.015(2) 0.011(2) -0.0010(17) -0.0038(18) -0.0017(18) O1 0.010(2) 0.015(2) 0.018(2) 0.0032(17) 0.0006(18) 0.0013(17) N9 0.018(3) 0.020(3) 0.014(3) 0.002(2) 0.004(2) 0.002(2) N7 0.010(2) 0.020(3) 0.010(2) -0.003(2) -0.002(2) -0.004(2) N3A 0.014(3) 0.017(3) 0.022(3) -0.001(2) 0.002(2) -0.002(2) F1 0.057(3) 0.028(2) 0.080(4) -0.013(2) 0.041(3) 0.002(2) O2 0.057(4) 0.018(2) 0.031(3) 0.001(2) 0.003(3) 0.002(2) N7A 0.015(3) 0.016(3) 0.013(2) 0.000(2) 0.000(2) -0.004(2) F3 0.117(5) 0.065(4) 0.035(3) -0.014(3) 0.042(3) -0.014(3) O4 0.052(3) 0.044(3) 0.023(2) 0.011(2) 0.018(3) 0.012(3) C5A 0.010(3) 0.012(3) 0.014(3) 0.005(2) -0.001(2) -0.003(2) N3 0.016(3) 0.013(2) 0.010(2) -0.002(2) -0.002(2) 0.001(2) F2 0.047(3) 0.063(3) 0.098(5) -0.027(3) 0.051(3) -0.020(3) N1 0.012(3) 0.010(2) 0.015(3) -0.001(2) 0.000(2) 0.002(2) C5 0.013(3) 0.008(3) 0.012(3) -0.002(2) -0.001(2) 0.005(2) N1A 0.016(3) 0.009(2) 0.013(3) 0.001(2) -0.002(2) -0.001(2) C4 0.016(3) 0.009(3) 0.017(3) -0.002(2) 0.003(2) 0.001(3) C4A 0.015(3) 0.014(3) 0.020(3) -0.001(3) 0.005(3) -0.003(2) N6A 0.013(3) 0.017(3) 0.005(2) -0.0010(19) -0.007(2) 0.000(2) N6 0.008(3) 0.022(3) 0.014(3) 0.000(2) -0.004(2) -0.008(2) N9A 0.019(3) 0.025(3) 0.023(3) -0.008(2) 0.006(3) -0.002(2) O3 0.023(3) 0.042(3) 0.070(4) -0.022(3) 0.013(3) -0.008(3) C2 0.012(3) 0.010(3) 0.012(3) -0.001(2) -0.003(2) 0.003(2) C6A 0.010(3) 0.008(3) 0.016(3) 0.001(2) -0.001(3) -0.002(2) C6 0.012(3) 0.010(3) 0.014(3) -0.001(2) 0.002(3) 0.002(2) C2A 0.011(3) 0.012(3) 0.023(3) 0.003(3) 0.000(3) 0.001(2) C10 0.020(3) 0.026(3) 0.012(3) 0.003(3) 0.000(3) -0.005(3) C11 0.041(4) 0.044(5) 0.030(4) 0.000(3) 0.023(4) 0.004(4) C8A 0.014(3) 0.028(4) 0.017(3) -0.005(3) 0.000(3) -0.009(3) C8 0.010(3) 0.026(3) 0.014(3) -0.004(3) -0.003(3) -0.001(3) C12 0.067(6) 0.069(6) 0.034(4) 0.005(4) 0.033(5) 0.012(5) C1B 0.036(5) 0.040(5) 0.045(5) -0.007(4) 0.023(4) -0.009(4) C10A 0.027(4) 0.069(6) 0.042(5) -0.030(4) 0.014(4) -0.003(4) C11A 0.038(5) 0.116(9) 0.044(5) -0.026(6) 0.024(5) -0.020(6) C12A 0.065(8) 0.203(16) 0.061(7) 0.054(9) 0.026(7) -0.007(9) O1W 0.022(3) 0.021(2) 0.027(3) 0.003(2) 0.009(2) 0.008(2) O2W 0.213(15) 0.166(13) 0.155(12) -0.009(10) 0.046(11) -0.027(12) _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 N7A 2.259(5) . ? Ag1 N7 2.266(5) . ? Ag1 O1A 2.381(4) 3 ? Ag1 O1 2.555(4) 2_545 ? S2 O3 1.424(5) . ? S2 O4 1.441(5) . ? S2 O2 1.443(5) . ? S2 C1B 1.798(8) . ? O1A N1A 1.351(6) . ? O1A Ag1 2.381(4) 3 ? O1 N1 1.352(6) . ? O1 Ag1 2.555(4) 2 ? N9 C8 1.355(7) . ? N9 C4 1.361(8) . ? N9 C10 1.478(7) . ? N7 C8 1.306(8) . ? N7 C5 1.387(7) . ? N3A C2A 1.316(8) . ? N3A C4A 1.340(8) . ? F1 C1B 1.359(9) . ? N7A C8A 1.299(8) . ? N7A C5A 1.380(7) . ? F3 C1B 1.321(9) . ? C5A C4A 1.384(8) . ? C5A C6A 1.404(8) . ? N3 C2 1.310(8) . ? N3 C4 1.346(7) . ? F2 C1B 1.323(9) . ? N1 C2 1.354(7) . ? N1 C6 1.371(7) . ? C5 C4 1.378(8) . ? C5 C6 1.393(8) . ? N1A C6A 1.367(7) . ? N1A C2A 1.369(8) . ? C4A N9A 1.362(8) . ? N6A C6A 1.311(7) . ? N6 C6 1.324(7) . ? N9A C8A 1.369(8) . ? N9A C10A 1.470(8) . ? C10 C11 1.502(9) . ? C11 C12 1.514(10) . ? C10A C11A 1.492(12) . ? C11A C12A 1.473(15) . ? 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 N7A Ag1 N7 120.06(17) . . ? N7A Ag1 O1A 135.43(15) . 3 ? N7 Ag1 O1A 102.55(15) . 3 ? N7A Ag1 O1 90.02(15) . 2_545 ? N7 Ag1 O1 109.86(15) . 2_545 ? O1A Ag1 O1 87.14(13) 3 2_545 ? O3 S2 O4 115.5(4) . . ? O3 S2 O2 116.1(3) . . ? O4 S2 O2 114.1(3) . . ? O3 S2 C1B 104.1(3) . . ? O4 S2 C1B 102.1(3) . . ? O2 S2 C1B 102.3(4) . . ? N1A O1A Ag1 116.3(3) . 3 ? N1 O1 Ag1 129.9(3) . 2 ? C8 N9 C4 105.5(5) . . ? C8 N9 C10 127.8(5) . . ? C4 N9 C10 126.7(5) . . ? C8 N7 C5 104.0(5) . . ? C8 N7 Ag1 120.9(4) . . ? C5 N7 Ag1 135.0(4) . . ? C2A N3A C4A 112.4(5) . . ? C8A N7A C5A 104.0(5) . . ? C8A N7A Ag1 116.6(4) . . ? C5A N7A Ag1 132.8(4) . . ? N7A C5A C4A 110.4(5) . . ? N7A C5A C6A 131.7(5) . . ? C4A C5A C6A 117.9(5) . . ? C2 N3 C4 112.8(5) . . ? O1 N1 C2 119.3(5) . . ? O1 N1 C6 117.4(5) . . ? C2 N1 C6 123.2(5) . . ? C4 C5 N7 109.5(5) . . ? C4 C5 C6 118.6(5) . . ? N7 C5 C6 131.9(5) . . ? O1A N1A C6A 117.0(5) . . ? O1A N1A C2A 120.1(5) . . ? C6A N1A C2A 122.8(5) . . ? N3 C4 N9 126.4(5) . . ? N3 C4 C5 126.7(5) . . ? N9 C4 C5 106.8(5) . . ? N3A C4A N9A 126.6(6) . . ? N3A C4A C5A 127.6(6) . . ? N9A C4A C5A 105.9(5) . . ? C4A N9A C8A 105.8(5) . . ? C4A N9A C10A 126.8(6) . . ? C8A N9A C10A 127.3(6) . . ? N3 C2 N1 124.7(5) . . ? N6A C6A N1A 118.7(5) . . ? N6A C6A C5A 127.1(5) . . ? N1A C6A C5A 114.2(5) . . ? N6 C6 N1 117.9(5) . . ? N6 C6 C5 128.3(5) . . ? N1 C6 C5 113.8(5) . . ? N3A C2A N1A 124.9(6) . . ? N9 C10 C11 112.0(5) . . ? C10 C11 C12 111.1(6) . . ? N7A C8A N9A 113.9(5) . . ? N7 C8 N9 114.2(5) . . ? F3 C1B F2 108.5(7) . . ? F3 C1B F1 106.9(6) . . ? F2 C1B F1 106.1(7) . . ? F3 C1B S2 112.9(6) . . ? F2 C1B S2 111.8(5) . . ? F1 C1B S2 110.4(5) . . ? N9A C10A C11A 113.0(7) . . ? C12A C11A C10A 114.0(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N7A Ag1 N7 C8 8.7(5) . . . . ? O1A Ag1 N7 C8 175.1(4) 3 . . . ? O1 Ag1 N7 C8 -93.4(5) 2_545 . . . ? N7A Ag1 N7 C5 -166.4(5) . . . . ? O1A Ag1 N7 C5 0.0(5) 3 . . . ? O1 Ag1 N7 C5 91.5(5) 2_545 . . . ? N7 Ag1 N7A C8A 42.7(5) . . . . ? O1A Ag1 N7A C8A -118.2(4) 3 . . . ? O1 Ag1 N7A C8A 155.9(5) 2_545 . . . ? N7 Ag1 N7A C5A -170.7(5) . . . . ? O1A Ag1 N7A C5A 28.3(6) 3 . . . ? O1 Ag1 N7A C5A -57.6(5) 2_545 . . . ? C8A N7A C5A C4A 0.2(7) . . . . ? Ag1 N7A C5A C4A -149.3(4) . . . . ? C8A N7A C5A C6A -179.1(6) . . . . ? Ag1 N7A C5A C6A 31.5(9) . . . . ? Ag1 O1 N1 C2 -129.3(4) 2 . . . ? Ag1 O1 N1 C6 54.2(6) 2 . . . ? C8 N7 C5 C4 0.4(6) . . . . ? Ag1 N7 C5 C4 176.1(4) . . . . ? C8 N7 C5 C6 178.3(6) . . . . ? Ag1 N7 C5 C6 -6.1(9) . . . . ? Ag1 O1A N1A C6A -61.5(5) 3 . . . ? Ag1 O1A N1A C2A 121.8(5) 3 . . . ? C2 N3 C4 N9 179.2(5) . . . . ? C2 N3 C4 C5 1.8(8) . . . . ? C8 N9 C4 N3 -177.6(6) . . . . ? C10 N9 C4 N3 4.6(10) . . . . ? C8 N9 C4 C5 0.3(6) . . . . ? C10 N9 C4 C5 -177.5(5) . . . . ? N7 C5 C4 N3 177.4(5) . . . . ? C6 C5 C4 N3 -0.8(9) . . . . ? N7 C5 C4 N9 -0.5(6) . . . . ? C6 C5 C4 N9 -178.7(5) . . . . ? C2A N3A C4A N9A 177.6(6) . . . . ? C2A N3A C4A C5A -1.7(9) . . . . ? N7A C5A C4A N3A 179.7(5) . . . . ? C6A C5A C4A N3A -1.0(9) . . . . ? N7A C5A C4A N9A 0.3(7) . . . . ? C6A C5A C4A N9A 179.6(5) . . . . ? N3A C4A N9A C8A 180.0(6) . . . . ? C5A C4A N9A C8A -0.6(6) . . . . ? N3A C4A N9A C10A -2.5(11) . . . . ? C5A C4A N9A C10A 176.9(7) . . . . ? C4 N3 C2 N1 0.3(8) . . . . ? O1 N1 C2 N3 -179.7(5) . . . . ? C6 N1 C2 N3 -3.4(9) . . . . ? O1A N1A C6A N6A -1.7(8) . . . . ? C2A N1A C6A N6A 174.9(5) . . . . ? O1A N1A C6A C5A 178.9(4) . . . . ? C2A N1A C6A C5A -4.5(8) . . . . ? N7A C5A C6A N6A 3.8(10) . . . . ? C4A C5A C6A N6A -175.4(6) . . . . ? N7A C5A C6A N1A -176.9(5) . . . . ? C4A C5A C6A N1A 3.9(8) . . . . ? O1 N1 C6 N6 0.9(7) . . . . ? C2 N1 C6 N6 -175.5(5) . . . . ? O1 N1 C6 C5 -179.5(4) . . . . ? C2 N1 C6 C5 4.1(8) . . . . ? C4 C5 C6 N6 177.5(6) . . . . ? N7 C5 C6 N6 -0.2(10) . . . . ? C4 C5 C6 N1 -2.1(7) . . . . ? N7 C5 C6 N1 -179.8(5) . . . . ? C4A N3A C2A N1A 1.3(8) . . . . ? O1A N1A C2A N3A 178.4(5) . . . . ? C6A N1A C2A N3A 1.9(9) . . . . ? C8 N9 C10 C11 -78.7(8) . . . . ? C4 N9 C10 C11 98.6(7) . . . . ? N9 C10 C11 C12 -175.8(6) . . . . ? C5A N7A C8A N9A -0.6(7) . . . . ? Ag1 N7A C8A N9A 154.7(4) . . . . ? C4A N9A C8A N7A 0.8(7) . . . . ? C10A N9A C8A N7A -176.7(7) . . . . ? C5 N7 C8 N9 -0.3(7) . . . . ? Ag1 N7 C8 N9 -176.7(4) . . . . ? C4 N9 C8 N7 0.0(7) . . . . ? C10 N9 C8 N7 177.8(6) . . . . ? O3 S2 C1B F3 -58.4(6) . . . . ? O4 S2 C1B F3 -178.8(5) . . . . ? O2 S2 C1B F3 62.8(6) . . . . ? O3 S2 C1B F2 179.0(6) . . . . ? O4 S2 C1B F2 58.6(6) . . . . ? O2 S2 C1B F2 -59.8(7) . . . . ? O3 S2 C1B F1 61.2(6) . . . . ? O4 S2 C1B F1 -59.3(6) . . . . ? O2 S2 C1B F1 -177.6(5) . . . . ? C4A N9A C10A C11A 79.2(10) . . . . ? C8A N9A C10A C11A -103.9(8) . . . . ? N9A C10A C11A C12A 64.2(11) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.811 _refine_diff_density_min -1.065 _refine_diff_density_rms 0.171 _database_code_depnum_ccdc_archive 'CCDC 943529' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Complex-5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 Ag2 Cl2 N10 O13' _chemical_formula_weight 849.08 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' 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.7023(17) _cell_length_b 9.2602(12) _cell_length_c 13.3792(17) _cell_angle_alpha 90.00 _cell_angle_beta 117.315(2) _cell_angle_gamma 90.00 _cell_volume 1398.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.017 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 1.672 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7309 _exptl_absorpt_correction_T_max 0.7757 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7677 _diffrn_reflns_av_R_equivalents 0.0273 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4884 _reflns_number_gt 4663 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0551P)^2^+5.2057P] 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 0.53(4) _refine_ls_number_reflns 4884 _refine_ls_number_parameters 389 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.1056 _refine_ls_wR_factor_gt 0.1036 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.34428(4) 0.23792(4) 0.40507(4) 0.01709(15) Uani 1 1 d . . . N7A N 0.2501(5) 0.1871(7) 0.2105(4) 0.0148(13) Uani 1 1 d . . . N9A N 0.2132(5) 0.0068(7) 0.0859(4) 0.0169(13) Uani 1 1 d . . . O1 O 0.5471(4) 0.1903(5) 0.4623(4) 0.0144(11) Uani 1 1 d . . . C8A C 0.2012(5) 0.0590(8) 0.1753(6) 0.0149(14) Uani 1 1 d . . . H8A H 0.1620 0.0089 0.2087 0.018 Uiso 1 1 calc R . . C4A C 0.2738(5) 0.1073(8) 0.0617(5) 0.0139(14) Uani 1 1 d . . . C5A C 0.2961(5) 0.2219(10) 0.1378(5) 0.0146(14) Uani 1 1 d . . . C6A C 0.3578(5) 0.3446(8) 0.1325(5) 0.0108(14) Uani 1 1 d . . . C2A C 0.3722(5) 0.2224(9) -0.0188(5) 0.0139(14) Uani 1 1 d . . . H2A H 0.4008 0.2269 -0.0715 0.017 Uiso 1 1 calc R . . N1A N 0.3938(5) 0.3348(7) 0.0502(5) 0.0144(12) Uani 1 1 d . . . N6A N 0.3860(5) 0.4580(7) 0.1965(5) 0.0186(14) Uani 1 1 d . . . H6A1 H 0.4268 0.5260 0.1872 0.022 Uiso 1 1 calc R . . H6A2 H 0.3639 0.4651 0.2482 0.022 Uiso 1 1 calc R . . C10A C 0.1670(6) -0.1327(8) 0.0305(6) 0.0197(16) Uani 1 1 d . . . H10A H 0.1487 -0.1927 0.0800 0.024 Uiso 1 1 calc R . . H10B H 0.2282 -0.1812 0.0188 0.024 Uiso 1 1 calc R . . N3A N 0.3127(5) 0.1041(7) -0.0180(5) 0.0159(13) Uani 1 1 d . . . C10 C 0.8488(6) 0.7615(9) 0.4865(6) 0.0203(15) Uani 1 1 d . . . H10C H 0.7887 0.8098 0.4999 0.024 Uiso 1 1 calc R . . H10D H 0.8707 0.8253 0.4416 0.024 Uiso 1 1 calc R . . O1A O 0.4590(4) 0.4471(6) 0.0420(4) 0.0193(12) Uani 1 1 d . . . N7 N 0.7542(5) 0.4551(7) 0.2931(4) 0.0154(13) Uani 1 1 d . . . N9 N 0.7997(5) 0.6277(6) 0.4241(4) 0.0121(12) Uani 1 1 d . . . C5 C 0.7107(5) 0.4197(9) 0.3678(5) 0.0112(13) Uani 1 1 d . . . C8 C 0.8065(6) 0.5794(9) 0.3298(6) 0.0190(16) Uani 1 1 d . . . H8 H 0.8445 0.6301 0.2957 0.023 Uiso 1 1 calc R . . N1 N 0.6121(5) 0.3010(7) 0.4552(5) 0.0147(12) Uani 1 1 d . . . C2 C 0.6400(5) 0.4155(10) 0.5292(5) 0.0170(15) Uani 1 1 d . . . H2 H 0.6124 0.4125 0.5826 0.020 Uiso 1 1 calc R . . C4 C 0.7369(6) 0.5215(8) 0.4488(5) 0.0147(14) Uani 1 1 d . . . N6 N 0.6104(5) 0.1854(7) 0.3021(5) 0.0182(14) Uani 1 1 d . . . H6A H 0.5719 0.1167 0.3140 0.022 Uiso 1 1 calc R . . H6B H 0.6276 0.1795 0.2471 0.022 Uiso 1 1 calc R . . C6 C 0.6433(6) 0.3005(9) 0.3688(6) 0.0163(15) Uani 1 1 d . . . N3 N 0.7028(5) 0.5283(6) 0.5293(4) 0.0145(12) Uani 1 1 d . . . C11 C 0.9566(6) 0.7333(11) 0.5982(6) 0.0217(15) Uani 1 1 d . . . H11A H 0.9324 0.6766 0.6451 0.026 Uiso 1 1 calc R . . H11B H 0.9864 0.8249 0.6357 0.026 Uiso 1 1 calc R . . O1W O 0.3271(4) 0.4893(6) 0.3858(4) 0.0180(12) Uani 1 1 d . . . Ag2 Ag 0.33714(4) -0.10051(5) -0.10215(4) 0.01821(16) Uani 1 1 d . . . Cl1 Cl 0.51529(15) 0.8183(2) 0.25449(15) 0.0195(3) Uani 1 1 d . . . Cl2 Cl 0.06368(14) 0.7270(2) 0.28529(14) 0.0264(4) Uani 1 1 d . . . O3 O 0.4458(5) 0.7577(6) 0.1446(4) 0.0326(12) Uani 1 1 d . . . O2 O 0.5374(5) 0.7106(6) 0.3400(4) 0.0337(12) Uani 1 1 d . . . O4 O 0.4563(4) 0.9412(5) 0.2705(4) 0.0287(11) Uani 1 1 d . . . O5 O 0.6287(5) 0.8644(6) 0.2618(5) 0.0332(13) Uani 1 1 d . . . C12A C -0.0459(6) -0.0532(10) -0.0694(7) 0.0305(19) Uani 1 1 d . . . H12A H -0.1136 -0.0462 -0.1421 0.046 Uiso 1 1 calc R . . H12B H -0.0244 0.0413 -0.0369 0.046 Uiso 1 1 calc R . . H12C H -0.0648 -0.1135 -0.0215 0.046 Uiso 1 1 calc R . . C12 C 1.0566(6) 0.6547(10) 0.5889(7) 0.0297(18) Uani 1 1 d . . . H12D H 1.1214 0.6411 0.6627 0.045 Uiso 1 1 calc R . . H12E H 1.0828 0.7109 0.5442 0.045 Uiso 1 1 calc R . . H12F H 1.0289 0.5624 0.5540 0.045 Uiso 1 1 calc R . . C11A C 0.0568(6) -0.1184(10) -0.0817(6) 0.0235(17) Uani 1 1 d . . . H11C H 0.0746 -0.0581 -0.1313 0.028 Uiso 1 1 calc R . . H11D H 0.0341 -0.2130 -0.1161 0.028 Uiso 1 1 calc R . . O9 O 0.1635(5) 0.7602(7) 0.2677(5) 0.0407(13) Uani 1 1 d . . . O8 O 0.0497(6) 0.8383(7) 0.3540(6) 0.0459(16) Uani 1 1 d . . . O7 O -0.0415(6) 0.7207(8) 0.1793(6) 0.061(2) Uani 1 1 d . . . O2W O 0.3274(5) -0.3590(8) -0.1151(5) 0.0259(15) Uani 1 1 d . . . O6 O 0.0851(6) 0.5856(7) 0.3400(5) 0.0351(14) Uani 1 1 d . . . O3W O 1.1094(6) 0.5227(8) 0.8411(6) 0.0512(19) 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 Ag1 0.0204(3) 0.0141(3) 0.0184(3) 0.0010(2) 0.0103(2) -0.0020(2) N7A 0.020(3) 0.014(3) 0.012(2) -0.002(2) 0.010(2) -0.003(2) N9A 0.016(3) 0.018(3) 0.015(3) -0.002(3) 0.006(2) -0.004(2) O1 0.015(2) 0.009(3) 0.021(2) 0.0029(19) 0.0103(19) -0.0053(18) C8A 0.013(3) 0.010(4) 0.020(3) -0.004(3) 0.007(2) -0.003(3) C4A 0.011(3) 0.016(4) 0.014(3) 0.005(3) 0.005(2) 0.009(3) C5A 0.012(3) 0.018(4) 0.014(3) -0.004(3) 0.006(2) -0.002(3) C6A 0.006(3) 0.009(4) 0.012(3) 0.002(3) 0.000(2) 0.002(2) C2A 0.015(3) 0.014(4) 0.012(3) 0.002(3) 0.005(2) -0.002(3) N1A 0.014(3) 0.012(3) 0.017(3) 0.007(3) 0.007(2) 0.001(2) N6A 0.021(3) 0.015(4) 0.021(3) -0.004(3) 0.011(2) -0.004(2) C10A 0.027(3) 0.013(4) 0.020(3) -0.005(3) 0.011(3) -0.005(3) N3A 0.013(3) 0.018(3) 0.017(3) -0.003(2) 0.007(2) 0.002(2) C10 0.024(3) 0.014(4) 0.023(3) -0.002(3) 0.011(3) -0.005(3) O1A 0.018(2) 0.018(3) 0.022(2) 0.001(2) 0.009(2) -0.004(2) N7 0.017(3) 0.015(4) 0.014(3) 0.002(2) 0.006(2) 0.003(2) N9 0.014(3) 0.006(3) 0.016(3) -0.001(2) 0.007(2) -0.001(2) C5 0.011(3) 0.008(4) 0.013(3) 0.004(3) 0.004(2) 0.001(3) C8 0.020(3) 0.025(4) 0.017(3) 0.002(3) 0.013(3) -0.001(3) N1 0.020(3) 0.010(3) 0.016(3) -0.005(3) 0.009(2) -0.004(2) C2 0.018(3) 0.020(4) 0.013(3) -0.010(3) 0.006(2) -0.002(3) C4 0.014(3) 0.013(4) 0.009(3) -0.002(3) -0.001(2) -0.004(3) N6 0.021(3) 0.021(4) 0.017(3) 0.001(3) 0.013(2) -0.004(2) C6 0.023(3) 0.016(4) 0.014(3) 0.003(3) 0.012(3) 0.005(3) N3 0.021(3) 0.009(3) 0.015(3) 0.002(2) 0.010(2) 0.000(2) C11 0.020(3) 0.023(4) 0.023(3) 0.001(4) 0.010(3) -0.005(3) O1W 0.028(3) 0.003(3) 0.023(2) -0.001(2) 0.012(2) -0.001(2) Ag2 0.0202(3) 0.0172(4) 0.0186(3) -0.0029(2) 0.0100(2) 0.0007(2) Cl1 0.0265(9) 0.0118(6) 0.0171(6) 0.0004(5) 0.0072(6) 0.0002(6) Cl2 0.0244(8) 0.0211(9) 0.0331(9) 0.0041(8) 0.0126(7) -0.0012(7) O3 0.044(3) 0.024(3) 0.029(3) -0.013(2) 0.016(2) -0.013(2) O2 0.036(3) 0.023(3) 0.037(3) 0.009(2) 0.012(2) 0.003(2) O4 0.030(3) 0.015(3) 0.040(3) -0.001(2) 0.015(2) 0.003(2) O5 0.033(3) 0.030(3) 0.044(3) 0.003(3) 0.024(3) 0.000(2) C12A 0.019(3) 0.031(5) 0.037(4) -0.004(4) 0.010(3) -0.007(3) C12 0.016(3) 0.036(5) 0.029(4) -0.003(4) 0.004(3) 0.000(3) C11A 0.025(3) 0.021(5) 0.020(3) -0.006(3) 0.006(3) -0.005(3) O9 0.040(3) 0.036(3) 0.056(3) 0.010(3) 0.031(3) 0.001(3) O8 0.051(4) 0.046(4) 0.051(4) -0.015(3) 0.032(3) 0.003(3) O7 0.042(4) 0.046(5) 0.057(4) -0.006(4) -0.010(3) 0.006(3) O2W 0.021(3) 0.042(5) 0.018(2) -0.008(3) 0.012(2) -0.009(3) O6 0.053(4) 0.019(3) 0.040(3) 0.013(3) 0.027(3) 0.005(3) O3W 0.050(4) 0.033(4) 0.066(4) -0.004(3) 0.022(3) -0.013(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 N3 2.319(6) 2_646 ? Ag1 O1W 2.342(6) . ? Ag1 N7A 2.360(5) . ? Ag1 O1 2.368(4) . ? N7A C8A 1.322(9) . ? N7A C5A 1.382(8) . ? N9A C4A 1.339(9) . ? N9A C8A 1.363(9) . ? N9A C10A 1.471(9) . ? O1 N1 1.347(7) . ? C4A N3A 1.366(8) . ? C4A C5A 1.407(10) . ? C5A C6A 1.401(10) . ? C6A N6A 1.296(9) . ? C6A N1A 1.376(8) . ? C2A N3A 1.334(10) . ? C2A N1A 1.333(10) . ? N1A O1A 1.364(7) . ? C10A C11A 1.517(9) . ? N3A Ag2 2.296(6) . ? C10 N9 1.464(9) . ? C10 C11 1.516(9) . ? O1A Ag2 2.374(5) 2_655 ? N7 C8 1.307(10) . ? N7 C5 1.385(8) . ? N7 Ag2 2.328(5) 2_655 ? N9 C8 1.379(9) . ? N9 C4 1.398(9) . ? C5 C4 1.357(10) . ? C5 C6 1.401(10) . ? N1 C6 1.383(8) . ? N1 C2 1.381(9) . ? C2 N3 1.314(10) . ? C4 N3 1.335(9) . ? N6 C6 1.328(10) . ? N3 Ag1 2.319(6) 2_656 ? C11 C12 1.517(11) . ? Ag2 N7 2.328(5) 2_645 ? Ag2 O1A 2.374(5) 2_645 ? Ag2 O2W 2.399(7) . ? Cl1 O4 1.432(5) . ? Cl1 O3 1.437(5) . ? Cl1 O2 1.445(5) . ? Cl1 O5 1.462(5) . ? Cl2 O9 1.425(5) . ? Cl2 O7 1.436(6) . ? Cl2 O8 1.445(6) . ? Cl2 O6 1.464(6) . ? C12A C11A 1.513(11) . ? 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 O1W 147.89(18) 2_646 . ? N3 Ag1 N7A 99.4(2) 2_646 . ? O1W Ag1 N7A 95.9(2) . . ? N3 Ag1 O1 98.79(18) 2_646 . ? O1W Ag1 O1 104.67(17) . . ? N7A Ag1 O1 104.19(17) . . ? C8A N7A C5A 103.9(6) . . ? C8A N7A Ag1 119.2(5) . . ? C5A N7A Ag1 124.5(4) . . ? C4A N9A C8A 105.9(6) . . ? C4A N9A C10A 129.0(6) . . ? C8A N9A C10A 125.1(6) . . ? N1 O1 Ag1 116.5(4) . . ? N7A C8A N9A 114.0(6) . . ? N9A C4A N3A 128.9(6) . . ? N9A C4A C5A 107.2(6) . . ? N3A C4A C5A 123.8(6) . . ? N7A C5A C6A 130.6(7) . . ? N7A C5A C4A 108.9(7) . . ? C6A C5A C4A 120.5(6) . . ? N6A C6A N1A 119.3(6) . . ? N6A C6A C5A 128.0(6) . . ? N1A C6A C5A 112.7(6) . . ? N3A C2A N1A 124.9(6) . . ? C2A N1A O1A 118.6(5) . . ? C2A N1A C6A 124.6(6) . . ? O1A N1A C6A 116.8(6) . . ? N9A C10A C11A 113.3(7) . . ? C2A N3A C4A 113.4(6) . . ? C2A N3A Ag2 118.0(4) . . ? C4A N3A Ag2 125.4(5) . . ? N9 C10 C11 111.8(7) . . ? N1A O1A Ag2 116.0(4) . 2_655 ? C8 N7 C5 103.9(6) . . ? C8 N7 Ag2 121.2(5) . 2_655 ? C5 N7 Ag2 125.2(4) . 2_655 ? C8 N9 C4 105.6(6) . . ? C8 N9 C10 127.4(6) . . ? C4 N9 C10 127.0(5) . . ? C4 C5 N7 112.3(6) . . ? C4 C5 C6 117.9(6) . . ? N7 C5 C6 129.8(6) . . ? N7 C8 N9 113.3(6) . . ? O1 N1 C6 118.5(6) . . ? O1 N1 C2 119.8(5) . . ? C6 N1 C2 121.6(6) . . ? N3 C2 N1 124.6(6) . . ? N3 C4 C5 128.7(6) . . ? N3 C4 N9 126.1(6) . . ? C5 C4 N9 105.0(6) . . ? N6 C6 N1 116.2(6) . . ? N6 C6 C5 129.2(6) . . ? N1 C6 C5 114.5(6) . . ? C2 N3 C4 112.5(6) . . ? C2 N3 Ag1 113.9(4) . 2_656 ? C4 N3 Ag1 125.5(5) . 2_656 ? C10 C11 C12 114.4(6) . . ? N3A Ag2 N7 104.2(2) . 2_645 ? N3A Ag2 O1A 93.01(18) . 2_645 ? N7 Ag2 O1A 104.33(18) 2_645 2_645 ? N3A Ag2 O2W 147.60(19) . . ? N7 Ag2 O2W 99.1(2) 2_645 . ? O1A Ag2 O2W 102.82(18) 2_645 . ? O4 Cl1 O3 110.2(3) . . ? O4 Cl1 O2 110.8(3) . . ? O3 Cl1 O2 110.2(3) . . ? O4 Cl1 O5 109.0(3) . . ? O3 Cl1 O5 107.8(3) . . ? O2 Cl1 O5 108.7(3) . . ? O9 Cl2 O7 109.9(4) . . ? O9 Cl2 O8 109.2(4) . . ? O7 Cl2 O8 109.1(4) . . ? O9 Cl2 O6 107.5(4) . . ? O7 Cl2 O6 109.4(4) . . ? O8 Cl2 O6 111.6(4) . . ? C12A C11A C10A 112.2(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Ag1 N7A C8A -5.3(5) 2_646 . . . ? O1W Ag1 N7A C8A -156.9(5) . . . . ? O1 Ag1 N7A C8A 96.3(5) . . . . ? N3 Ag1 N7A C5A -141.3(6) 2_646 . . . ? O1W Ag1 N7A C5A 67.1(6) . . . . ? O1 Ag1 N7A C5A -39.7(6) . . . . ? N3 Ag1 O1 N1 -169.2(4) 2_646 . . . ? O1W Ag1 O1 N1 -11.4(4) . . . . ? N7A Ag1 O1 N1 88.7(4) . . . . ? C5A N7A C8A N9A 0.8(8) . . . . ? Ag1 N7A C8A N9A -143.0(5) . . . . ? C4A N9A C8A N7A 0.1(8) . . . . ? C10A N9A C8A N7A -180.0(6) . . . . ? C8A N9A C4A N3A 177.1(6) . . . . ? C10A N9A C4A N3A -2.9(11) . . . . ? C8A N9A C4A C5A -0.9(7) . . . . ? C10A N9A C4A C5A 179.1(6) . . . . ? C8A N7A C5A C6A 179.7(7) . . . . ? Ag1 N7A C5A C6A -38.9(10) . . . . ? C8A N7A C5A C4A -1.4(7) . . . . ? Ag1 N7A C5A C4A 140.0(5) . . . . ? N9A C4A C5A N7A 1.5(7) . . . . ? N3A C4A C5A N7A -176.7(6) . . . . ? N9A C4A C5A C6A -179.5(6) . . . . ? N3A C4A C5A C6A 2.4(10) . . . . ? N7A C5A C6A N6A -0.7(12) . . . . ? C4A C5A C6A N6A -179.4(6) . . . . ? N7A C5A C6A N1A 177.0(6) . . . . ? C4A C5A C6A N1A -1.8(9) . . . . ? N3A C2A N1A O1A 178.1(6) . . . . ? N3A C2A N1A C6A 0.1(10) . . . . ? N6A C6A N1A C2A 178.6(6) . . . . ? C5A C6A N1A C2A 0.7(9) . . . . ? N6A C6A N1A O1A 0.5(8) . . . . ? C5A C6A N1A O1A -177.4(5) . . . . ? C4A N9A C10A C11A -75.7(9) . . . . ? C8A N9A C10A C11A 104.4(8) . . . . ? N1A C2A N3A C4A 0.3(9) . . . . ? N1A C2A N3A Ag2 -160.7(5) . . . . ? N9A C4A N3A C2A -179.2(6) . . . . ? C5A C4A N3A C2A -1.5(9) . . . . ? N9A C4A N3A Ag2 -19.8(9) . . . . ? C5A C4A N3A Ag2 157.9(5) . . . . ? C2A N1A O1A Ag2 -69.6(6) . . . 2_655 ? C6A N1A O1A Ag2 108.5(5) . . . 2_655 ? C11 C10 N9 C8 -106.7(7) . . . . ? C11 C10 N9 C4 72.6(8) . . . . ? C8 N7 C5 C4 -0.2(7) . . . . ? Ag2 N7 C5 C4 -146.1(5) 2_655 . . . ? C8 N7 C5 C6 177.8(7) . . . . ? Ag2 N7 C5 C6 31.9(10) 2_655 . . . ? C5 N7 C8 N9 -0.1(7) . . . . ? Ag2 N7 C8 N9 147.5(5) 2_655 . . . ? C4 N9 C8 N7 0.3(8) . . . . ? C10 N9 C8 N7 179.8(6) . . . . ? Ag1 O1 N1 C6 -105.0(6) . . . . ? Ag1 O1 N1 C2 71.3(6) . . . . ? O1 N1 C2 N3 179.9(6) . . . . ? C6 N1 C2 N3 -3.9(11) . . . . ? N7 C5 C4 N3 175.1(6) . . . . ? C6 C5 C4 N3 -3.2(11) . . . . ? N7 C5 C4 N9 0.4(7) . . . . ? C6 C5 C4 N9 -177.8(6) . . . . ? C8 N9 C4 N3 -175.3(6) . . . . ? C10 N9 C4 N3 5.3(10) . . . . ? C8 N9 C4 C5 -0.4(7) . . . . ? C10 N9 C4 C5 -179.8(6) . . . . ? O1 N1 C6 N6 -3.0(9) . . . . ? C2 N1 C6 N6 -179.2(6) . . . . ? O1 N1 C6 C5 179.9(6) . . . . ? C2 N1 C6 C5 3.7(9) . . . . ? C4 C5 C6 N6 -177.2(7) . . . . ? N7 C5 C6 N6 5.0(12) . . . . ? C4 C5 C6 N1 -0.6(9) . . . . ? N7 C5 C6 N1 -178.4(6) . . . . ? N1 C2 N3 C4 0.4(10) . . . . ? N1 C2 N3 Ag1 150.9(6) . . . 2_656 ? C5 C4 N3 C2 3.2(10) . . . . ? N9 C4 N3 C2 176.9(6) . . . . ? C5 C4 N3 Ag1 -143.3(6) . . . 2_656 ? N9 C4 N3 Ag1 30.4(9) . . . 2_656 ? N9 C10 C11 C12 57.6(9) . . . . ? C2A N3A Ag2 N7 -69.0(5) . . . 2_645 ? C4A N3A Ag2 N7 132.5(5) . . . 2_645 ? C2A N3A Ag2 O1A 36.6(5) . . . 2_645 ? C4A N3A Ag2 O1A -121.9(5) . . . 2_645 ? C2A N3A Ag2 O2W 156.4(4) . . . . ? C4A N3A Ag2 O2W -2.1(7) . . . . ? N9A C10A C11A C12A -62.7(9) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 2.039 _refine_diff_density_min -0.650 _refine_diff_density_rms 0.149 _database_code_depnum_ccdc_archive 'CCDC 943530'