# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Sandeep Verma' _publ_contact_author_email SVERMA@IITK.AC.IN _publ_section_title ; Contrasting crystallographic signatures of Ag(I)- and Cu(II)-N6,N6'- bisadenine complexes: Extended vs. foldback geometries ; loop_ _publ_author_name 'Sandeep Verma' 'Ashutosh Kumar Mishra' 'C. S. Purohit' # Attachment 'bisadenine copper_Hadded.cif' data_Bisadenine_copper_complex _database_code_depnum_ccdc_archive 'CCDC 682049' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'bis adenine copper complex' _chemical_melting_point ? _chemical_formula_moiety 'C21 H30 Cl2 Cu N10 O2' _chemical_formula_sum 'C21 H29 Cl2 Cu N10 O2' _chemical_formula_weight 587.98 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 9.6584(6) _cell_length_b 11.3064(7) _cell_length_c 13.3168(8) _cell_angle_alpha 69.1570(10) _cell_angle_beta 84.6630(10) _cell_angle_gamma 78.6340(10) _cell_volume 1331.98(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.1 _cell_measurement_theta_max 28.3 _exptl_crystal_description cuboid _exptl_crystal_colour greenish _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 1.060 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.8160 _exptl_absorpt_correction_T_max 0.8322 _exptl_absorpt_process_details '(North et al., 1968)' _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 '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 8830 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0552 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 28.30 _reflns_number_total 6315 _reflns_number_gt 4837 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SMART 5.628 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45 (Bruker, 2003)' _computing_structure_solution Sir92 _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^)+(0.1358P)^2^+5.4740P] 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 6315 _refine_ls_number_parameters 347 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0998 _refine_ls_R_factor_gt 0.0680 _refine_ls_wR_factor_ref 0.2664 _refine_ls_wR_factor_gt 0.1767 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_restrained_S_all 1.145 _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 Cu1 Cu 0.75108(6) 0.37781(6) 0.73683(5) 0.0223(2) Uani 1 1 d . . . Cl2 Cl 0.85702(14) 0.16606(13) 0.78495(12) 0.0287(3) Uani 1 1 d . . . Cl1 Cl 0.67451(16) 0.53996(14) 0.57640(11) 0.0325(3) Uani 1 1 d . . . N9' N 0.3720(5) 0.2592(4) 0.7375(4) 0.0242(9) Uani 1 1 d . . . N3' N 0.3074(5) 0.1317(4) 0.9195(4) 0.0223(9) Uani 1 1 d . . . N1' N 0.4618(4) 0.1336(4) 1.0515(4) 0.0223(9) Uani 1 1 d . . . N6 N 0.9504(4) 0.2550(4) 0.9722(4) 0.0228(9) Uani 1 1 d . . . H6 H 0.8900 0.2431 0.9348 0.027 Uiso 1 1 calc R . . N6' N 0.6430(5) 0.2526(4) 1.0103(4) 0.0236(9) Uani 1 1 d . . . H6' H 0.6797 0.3146 0.9647 0.028 Uiso 1 1 calc R . . N1 N 1.1197(5) 0.3698(4) 0.9844(4) 0.0232(9) Uani 1 1 d . . . N7 N 0.9395(4) 0.4335(4) 0.7297(4) 0.0233(9) Uani 1 1 d . . . N9 N 1.1029(5) 0.5594(4) 0.6652(4) 0.0256(9) Uani 1 1 d . . . N3 N 1.2175(5) 0.5225(5) 0.8302(4) 0.0268(10) Uani 1 1 d . . . N7' N 0.5616(5) 0.3254(4) 0.7706(4) 0.0245(9) Uani 1 1 d . . . C13 C 0.8392(6) 0.1054(5) 1.1261(5) 0.0253(11) Uani 1 1 d . . . H13A H 0.8546 0.0498 1.2003 0.030 Uiso 1 1 calc R . . H13B H 0.8353 0.0515 1.0841 0.030 Uiso 1 1 calc R . . C5' C 0.5055(5) 0.2499(5) 0.8683(4) 0.0231(10) Uani 1 1 d . . . C4 C 1.1231(5) 0.5017(5) 0.7747(4) 0.0233(10) Uani 1 1 d . . . C6 C 1.0306(5) 0.3454(5) 0.9242(4) 0.0211(10) Uani 1 1 d . . . C6' C 0.5394(5) 0.2133(5) 0.9767(4) 0.0206(10) Uani 1 1 d . . . C10 C 1.1905(7) 0.6456(6) 0.5901(5) 0.0357(13) Uani 1 1 d . . . H10A H 1.1799 0.6457 0.5184 0.043 Uiso 1 1 calc R . . H10B H 1.2887 0.6117 0.6088 0.043 Uiso 1 1 calc R . . C12 C 0.6981(5) 0.1968(5) 1.1193(4) 0.0242(10) Uani 1 1 d . . . H12A H 0.6296 0.1504 1.1674 0.029 Uiso 1 1 calc R . . H12B H 0.7100 0.2657 1.1433 0.029 Uiso 1 1 calc R . . C4' C 0.3893(5) 0.2073(5) 0.8479(4) 0.0203(10) Uani 1 1 d . . . C14 C 0.9628(6) 0.1766(5) 1.0853(5) 0.0255(11) Uani 1 1 d . . . H14A H 0.9664 0.2311 1.1268 0.031 Uiso 1 1 calc R . . H14B H 1.0502 0.1148 1.0957 0.031 Uiso 1 1 calc R . . C10' C 0.2688(7) 0.2327(6) 0.6785(5) 0.0319(12) Uani 1 1 d . . . H10C H 0.2394 0.3088 0.6168 0.038 Uiso 1 1 calc R . . H10D H 0.1861 0.2140 0.7245 0.038 Uiso 1 1 calc R . . C5 C 1.0242(5) 0.4194(5) 0.8127(4) 0.0205(10) Uani 1 1 d . . . C2' C 0.3537(6) 0.0981(5) 1.0182(4) 0.0249(10) Uani 1 1 d . . . H2' H 0.3050 0.0424 1.0720 0.030 Uiso 1 1 calc R . . C8' C 0.4790(5) 0.3283(5) 0.6964(4) 0.0193(9) Uani 1 1 d . . . H8' H 0.4917 0.3726 0.6234 0.023 Uiso 1 1 calc R . . C8 C 0.9914(6) 0.5182(6) 0.6437(4) 0.0262(11) Uani 1 1 d . . . H8 H 0.9541 0.5460 0.5755 0.031 Uiso 1 1 calc R . . C2 C 1.2058(6) 0.4550(5) 0.9350(5) 0.0264(11) Uani 1 1 d . . . H2 H 1.2648 0.4687 0.9796 0.032 Uiso 1 1 calc R . . C11' C 0.3260(9) 0.1218(9) 0.6409(7) 0.054(2) Uani 1 1 d U . . O1 O 0.6931(4) 0.4979(4) 0.8393(3) 0.0236(8) Uani 1 1 d . . . O2 O 1.1649(4) 0.3100(4) 1.2020(3) 0.0299(9) Uani 1 1 d . . . H2A H 1.1535 0.3131 1.1408 0.045 Uiso 1 1 calc R . . C16 C 0.5515(6) 0.5691(6) 0.8345(5) 0.0334(13) Uani 1 1 d . . . H16A H 0.5225 0.6060 0.7612 0.050 Uiso 1 1 calc R . . H16B H 0.5486 0.6364 0.8632 0.050 Uiso 1 1 calc R . . H16C H 0.4888 0.5124 0.8761 0.050 Uiso 1 1 calc R . . C15 C 1.2345(7) 0.1842(6) 1.2634(5) 0.0343(13) Uani 1 1 d . . . H15A H 1.2659 0.1853 1.3293 0.051 Uiso 1 1 calc R . . H15B H 1.3143 0.1578 1.2228 0.051 Uiso 1 1 calc R . . H15C H 1.1699 0.1249 1.2792 0.051 Uiso 1 1 calc R . . C13B C 0.1960(13) 0.1214(12) 0.5686(9) 0.035(3) Uani 0.526(12) 1 d PU . . H13C H 0.2222 0.0528 0.5402 0.053 Uiso 0.526(12) 1 calc PR . . H13D H 0.1781 0.2020 0.5104 0.053 Uiso 0.526(12) 1 calc PR . . H13E H 0.1123 0.1091 0.6131 0.053 Uiso 0.526(12) 1 calc PR . . C11 C 1.1567(9) 0.7813(6) 0.5882(6) 0.0468(17) Uani 1 1 d U . . C12B C 1.2730(17) 0.8532(14) 0.5157(13) 0.050(4) Uani 0.526(12) 1 d PU . . H12C H 1.2548 0.9410 0.5125 0.075 Uiso 0.526(12) 1 calc PR . . H12D H 1.2715 0.8505 0.4446 0.075 Uiso 0.526(12) 1 calc PR . . H12E H 1.3641 0.8121 0.5457 0.075 Uiso 0.526(12) 1 calc PR . . C13A C 0.4733(16) 0.1157(14) 0.5810(12) 0.039(3) Uani 0.474(12) 1 d PU . . H13F H 0.4942 0.0393 0.5625 0.059 Uiso 0.474(12) 1 calc PR . . H13G H 0.5449 0.1144 0.6270 0.059 Uiso 0.474(12) 1 calc PR . . H13H H 0.4711 0.1899 0.5167 0.059 Uiso 0.474(12) 1 calc PR . . C12A C 1.015(2) 0.8352(19) 0.5094(19) 0.071(6) Uani 0.474(12) 1 d PU . . H12F H 0.9795 0.9239 0.5003 0.107 Uiso 0.474(12) 1 calc PR . . H12G H 0.9423 0.7853 0.5425 0.107 Uiso 0.474(12) 1 calc PR . . H12H H 1.0410 0.8272 0.4405 0.107 Uiso 0.474(12) 1 calc PR . . 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 Cu1 0.0198(3) 0.0236(4) 0.0242(4) -0.0081(3) 0.0011(2) -0.0061(2) Cl2 0.0229(6) 0.0243(6) 0.0406(8) -0.0137(5) -0.0001(5) -0.0039(5) Cl1 0.0356(8) 0.0355(7) 0.0264(7) -0.0059(5) -0.0040(5) -0.0140(6) N9' 0.021(2) 0.026(2) 0.027(2) -0.0101(18) -0.0017(17) -0.0056(17) N3' 0.022(2) 0.0154(19) 0.028(2) -0.0053(17) 0.0000(17) -0.0046(16) N1' 0.0153(19) 0.025(2) 0.025(2) -0.0052(17) 0.0038(16) -0.0087(16) N6 0.017(2) 0.028(2) 0.023(2) -0.0062(18) -0.0064(16) -0.0052(17) N6' 0.019(2) 0.029(2) 0.020(2) -0.0037(17) -0.0019(16) -0.0068(17) N1 0.016(2) 0.024(2) 0.031(2) -0.0116(18) -0.0027(17) -0.0018(16) N7 0.0137(19) 0.024(2) 0.031(2) -0.0101(18) 0.0027(16) -0.0023(16) N9 0.026(2) 0.023(2) 0.030(2) -0.0092(18) 0.0051(18) -0.0114(18) N3 0.022(2) 0.027(2) 0.032(2) -0.013(2) 0.0017(18) -0.0036(18) N7' 0.022(2) 0.026(2) 0.023(2) -0.0068(18) 0.0017(17) -0.0028(17) C13 0.022(2) 0.025(3) 0.030(3) -0.008(2) 0.000(2) -0.010(2) C5' 0.015(2) 0.025(3) 0.027(3) -0.008(2) 0.0010(19) -0.0006(19) C4 0.020(2) 0.022(2) 0.030(3) -0.011(2) 0.002(2) -0.0056(19) C6 0.013(2) 0.025(2) 0.029(3) -0.013(2) 0.0007(18) -0.0050(18) C6' 0.019(2) 0.018(2) 0.022(2) -0.0032(18) 0.0027(18) -0.0043(18) C10 0.032(3) 0.034(3) 0.040(3) -0.009(3) 0.008(3) -0.015(3) C12 0.018(2) 0.031(3) 0.025(3) -0.011(2) -0.0005(19) -0.004(2) C4' 0.017(2) 0.019(2) 0.024(2) -0.0070(19) -0.0010(18) -0.0024(18) C14 0.018(2) 0.028(3) 0.031(3) -0.009(2) 0.001(2) -0.007(2) C10' 0.030(3) 0.040(3) 0.031(3) -0.016(3) -0.002(2) -0.011(2) C5 0.014(2) 0.020(2) 0.025(2) -0.0074(19) 0.0033(18) -0.0003(18) C2' 0.021(2) 0.026(3) 0.028(3) -0.009(2) 0.003(2) -0.006(2) C8' 0.017(2) 0.018(2) 0.021(2) -0.0041(18) -0.0025(17) -0.0040(18) C8 0.023(3) 0.036(3) 0.021(2) -0.012(2) 0.0000(19) -0.007(2) C2 0.021(3) 0.027(3) 0.033(3) -0.011(2) 0.002(2) -0.009(2) C11' 0.055(4) 0.077(5) 0.061(5) -0.051(4) 0.026(4) -0.046(4) O1 0.0188(18) 0.0228(18) 0.031(2) -0.0105(15) -0.0017(14) -0.0044(14) O2 0.026(2) 0.034(2) 0.031(2) -0.0122(17) -0.0014(16) -0.0070(16) C16 0.018(3) 0.037(3) 0.043(3) -0.014(3) 0.002(2) -0.002(2) C15 0.037(3) 0.039(3) 0.024(3) -0.010(2) 0.006(2) -0.006(3) C13B 0.041(6) 0.031(6) 0.028(6) 0.001(4) -0.007(4) -0.012(5) C11 0.065(5) 0.021(3) 0.055(4) -0.013(3) 0.018(3) -0.018(3) C12B 0.054(8) 0.041(7) 0.050(8) -0.007(6) 0.007(6) -0.017(6) C13A 0.041(6) 0.035(7) 0.046(8) -0.019(6) 0.013(6) -0.011(6) C12A 0.052(8) 0.048(10) 0.088(14) 0.002(10) 0.007(8) -0.002(8) _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 Cu1 N7' 1.996(5) . ? Cu1 N7 2.024(4) . ? Cu1 O1 2.213(4) . ? Cu1 Cl2 2.2922(14) . ? Cu1 Cl1 2.3334(15) . ? N9' C8' 1.374(7) . ? N9' C4' 1.388(7) . ? N9' C10' 1.459(7) . ? N3' C2' 1.326(7) . ? N3' C4' 1.346(7) . ? N1' C2' 1.351(7) . ? N1' C6' 1.362(6) . ? N6 C6 1.344(7) . ? N6 C14 1.453(7) . ? N6 H6 0.8600 . ? N6' C6' 1.340(7) . ? N6' C12 1.465(7) . ? N6' H6' 0.8600 . ? N1 C2 1.348(7) . ? N1 C6 1.356(7) . ? N7 C8 1.335(7) . ? N7 C5 1.381(7) . ? N9 C8 1.345(7) . ? N9 C4 1.384(7) . ? N9 C10 1.462(7) . ? N3 C4 1.330(7) . ? N3 C2 1.338(7) . ? N7' C8' 1.315(7) . ? N7' C5' 1.406(7) . ? C13 C14 1.521(7) . ? C13 C12 1.528(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C5' C4' 1.390(7) . ? C5' C6' 1.404(7) . ? C4 C5 1.399(7) . ? C6 C5 1.421(7) . ? C10 C11 1.496(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C10' C11' 1.500(10) . ? C10' H10C 0.9700 . ? C10' H10D 0.9700 . ? C2' H2' 0.9300 . ? C8' H8' 0.9300 . ? C8 H8 0.9300 . ? C2 H2 0.9300 . ? C11' C13A 1.567(15) . ? C11' C13B 1.654(14) . ? O1 C16 1.439(7) . ? O2 C15 1.429(8) . ? O2 H2A 0.8200 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C13B H13C 0.9600 . ? C13B H13D 0.9600 . ? C13B H13E 0.9600 . ? C11 C12B 1.567(15) . ? C11 C12A 1.68(2) . ? C12B H12C 0.9600 . ? C12B H12D 0.9600 . ? C12B H12E 0.9600 . ? C13A H13F 0.9600 . ? C13A H13G 0.9600 . ? C13A H13H 0.9600 . ? C12A H12F 0.9600 . ? C12A H12G 0.9600 . ? C12A H12H 0.9600 . ? 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' Cu1 N7 169.48(19) . . ? N7' Cu1 O1 88.91(16) . . ? N7 Cu1 O1 82.03(16) . . ? N7' Cu1 Cl2 90.09(14) . . ? N7 Cu1 Cl2 91.41(13) . . ? O1 Cu1 Cl2 128.66(11) . . ? N7' Cu1 Cl1 92.37(14) . . ? N7 Cu1 Cl1 93.86(14) . . ? O1 Cu1 Cl1 95.96(11) . . ? Cl2 Cu1 Cl1 135.36(6) . . ? C8' N9' C4' 106.1(4) . . ? C8' N9' C10' 127.9(5) . . ? C4' N9' C10' 125.6(5) . . ? C2' N3' C4' 110.4(4) . . ? C2' N1' C6' 118.7(5) . . ? C6 N6 C14 122.1(4) . . ? C6 N6 H6 119.0 . . ? C14 N6 H6 119.0 . . ? C6' N6' C12 124.4(4) . . ? C6' N6' H6' 117.8 . . ? C12 N6' H6' 117.8 . . ? C2 N1 C6 118.9(5) . . ? C8 N7 C5 104.6(4) . . ? C8 N7 Cu1 124.8(4) . . ? C5 N7 Cu1 129.1(4) . . ? C8 N9 C4 106.5(4) . . ? C8 N9 C10 128.3(5) . . ? C4 N9 C10 125.2(5) . . ? C4 N3 C2 110.9(5) . . ? C8' N7' C5' 105.1(4) . . ? C8' N7' Cu1 122.9(4) . . ? C5' N7' Cu1 129.9(4) . . ? C14 C13 C12 112.4(5) . . ? C14 C13 H13A 109.1 . . ? C12 C13 H13A 109.1 . . ? C14 C13 H13B 109.1 . . ? C12 C13 H13B 109.1 . . ? H13A C13 H13B 107.9 . . ? C4' C5' C6' 116.4(5) . . ? C4' C5' N7' 109.3(5) . . ? C6' C5' N7' 134.4(5) . . ? N3 C4 N9 126.0(5) . . ? N3 C4 C5 128.2(5) . . ? N9 C4 C5 105.8(5) . . ? N6 C6 N1 119.1(5) . . ? N6 C6 C5 123.0(5) . . ? N1 C6 C5 117.9(5) . . ? N6' C6' N1' 118.6(5) . . ? N6' C6' C5' 123.7(5) . . ? N1' C6' C5' 117.6(5) . . ? N9 C10 C11 114.6(5) . . ? N9 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? N9 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? N6' C12 C13 112.7(4) . . ? N6' C12 H12A 109.0 . . ? C13 C12 H12A 109.0 . . ? N6' C12 H12B 109.0 . . ? C13 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? N3' C4' N9' 125.9(5) . . ? N3' C4' C5' 127.8(5) . . ? N9' C4' C5' 106.3(4) . . ? N6 C14 C13 111.7(4) . . ? N6 C14 H14A 109.3 . . ? C13 C14 H14A 109.3 . . ? N6 C14 H14B 109.3 . . ? C13 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? N9' C10' C11' 112.6(5) . . ? N9' C10' H10C 109.1 . . ? C11' C10' H10C 109.1 . . ? N9' C10' H10D 109.1 . . ? C11' C10' H10D 109.1 . . ? H10C C10' H10D 107.8 . . ? N7 C5 C4 109.6(5) . . ? N7 C5 C6 135.2(5) . . ? C4 C5 C6 115.2(5) . . ? N3' C2' N1' 129.0(5) . . ? N3' C2' H2' 115.5 . . ? N1' C2' H2' 115.5 . . ? N7' C8' N9' 113.1(5) . . ? N7' C8' H8' 123.4 . . ? N9' C8' H8' 123.4 . . ? N7 C8 N9 113.4(5) . . ? N7 C8 H8 123.3 . . ? N9 C8 H8 123.3 . . ? N3 C2 N1 128.4(5) . . ? N3 C2 H2 115.8 . . ? N1 C2 H2 115.8 . . ? C10' C11' C13A 120.0(7) . . ? C10' C11' C13B 102.7(8) . . ? C13A C11' C13B 113.0(9) . . ? C16 O1 Cu1 118.3(3) . . ? C15 O2 H2A 109.5 . . ? O1 C16 H16A 109.5 . . ? O1 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O1 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O2 C15 H15A 109.5 . . ? O2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C11' C13B H13C 109.5 . . ? C11' C13B H13D 109.5 . . ? H13C C13B H13D 109.5 . . ? C11' C13B H13E 109.5 . . ? H13C C13B H13E 109.5 . . ? H13D C13B H13E 109.5 . . ? C10 C11 C12B 107.0(8) . . ? C10 C11 C12A 99.5(9) . . ? C12B C11 C12A 103.6(10) . . ? C11 C12B H12C 109.5 . . ? C11 C12B H12D 109.5 . . ? H12C C12B H12D 109.5 . . ? C11 C12B H12E 109.5 . . ? H12C C12B H12E 109.5 . . ? H12D C12B H12E 109.5 . . ? C11' C13A H13F 109.5 . . ? C11' C13A H13G 109.5 . . ? H13F C13A H13G 109.5 . . ? C11' C13A H13H 109.5 . . ? H13F C13A H13H 109.5 . . ? H13G C13A H13H 109.5 . . ? C11 C12A H12F 109.5 . . ? C11 C12A H12G 109.5 . . ? H12F C12A H12G 109.5 . . ? C11 C12A H12H 109.5 . . ? H12F C12A H12H 109.5 . . ? H12G C12A H12H 109.5 . . ? 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' Cu1 N7 C8 -138.0(9) . . . . ? O1 Cu1 N7 C8 -107.3(4) . . . . ? Cl2 Cu1 N7 C8 123.9(4) . . . . ? Cl1 Cu1 N7 C8 -11.8(4) . . . . ? N7' Cu1 N7 C5 25.5(12) . . . . ? O1 Cu1 N7 C5 56.2(4) . . . . ? Cl2 Cu1 N7 C5 -72.6(4) . . . . ? Cl1 Cu1 N7 C5 151.7(4) . . . . ? N7 Cu1 N7' C8' 161.9(8) . . . . ? O1 Cu1 N7' C8' 131.5(4) . . . . ? Cl2 Cu1 N7' C8' -99.9(4) . . . . ? Cl1 Cu1 N7' C8' 35.5(4) . . . . ? N7 Cu1 N7' C5' -37.3(12) . . . . ? O1 Cu1 N7' C5' -67.7(5) . . . . ? Cl2 Cu1 N7' C5' 61.0(5) . . . . ? Cl1 Cu1 N7' C5' -163.6(5) . . . . ? C8' N7' C5' C4' 1.1(6) . . . . ? Cu1 N7' C5' C4' -162.4(4) . . . . ? C8' N7' C5' C6' -177.2(6) . . . . ? Cu1 N7' C5' C6' 19.4(9) . . . . ? C2 N3 C4 N9 177.6(5) . . . . ? C2 N3 C4 C5 -2.0(8) . . . . ? C8 N9 C4 N3 -175.8(5) . . . . ? C10 N9 C4 N3 5.5(9) . . . . ? C8 N9 C4 C5 3.9(6) . . . . ? C10 N9 C4 C5 -174.8(5) . . . . ? C14 N6 C6 N1 -4.1(7) . . . . ? C14 N6 C6 C5 177.4(5) . . . . ? C2 N1 C6 N6 176.1(5) . . . . ? C2 N1 C6 C5 -5.2(7) . . . . ? C12 N6' C6' N1' 12.6(8) . . . . ? C12 N6' C6' C5' -167.5(5) . . . . ? C2' N1' C6' N6' 177.4(5) . . . . ? C2' N1' C6' C5' -2.5(7) . . . . ? C4' C5' C6' N6' -176.0(5) . . . . ? N7' C5' C6' N6' 2.1(9) . . . . ? C4' C5' C6' N1' 3.9(7) . . . . ? N7' C5' C6' N1' -178.0(5) . . . . ? C8 N9 C10 C11 101.0(8) . . . . ? C4 N9 C10 C11 -80.6(8) . . . . ? C6' N6' C12 C13 102.2(6) . . . . ? C14 C13 C12 N6' 78.4(6) . . . . ? C2' N3' C4' N9' 179.5(5) . . . . ? C2' N3' C4' C5' -1.1(7) . . . . ? C8' N9' C4' N3' -179.5(5) . . . . ? C10' N9' C4' N3' -5.2(8) . . . . ? C8' N9' C4' C5' 1.0(6) . . . . ? C10' N9' C4' C5' 175.3(5) . . . . ? C6' C5' C4' N3' -2.2(8) . . . . ? N7' C5' C4' N3' 179.2(5) . . . . ? C6' C5' C4' N9' 177.3(4) . . . . ? N7' C5' C4' N9' -1.3(6) . . . . ? C6 N6 C14 C13 166.4(5) . . . . ? C12 C13 C14 N6 -62.7(6) . . . . ? C8' N9' C10' C11' 81.9(7) . . . . ? C4' N9' C10' C11' -91.1(7) . . . . ? C8 N7 C5 C4 2.5(6) . . . . ? Cu1 N7 C5 C4 -163.5(4) . . . . ? C8 N7 C5 C6 -179.4(6) . . . . ? Cu1 N7 C5 C6 14.5(9) . . . . ? N3 C4 C5 N7 175.7(5) . . . . ? N9 C4 C5 N7 -4.0(6) . . . . ? N3 C4 C5 C6 -2.8(8) . . . . ? N9 C4 C5 C6 177.5(4) . . . . ? N6 C6 C5 N7 7.0(9) . . . . ? N1 C6 C5 N7 -171.6(5) . . . . ? N6 C6 C5 C4 -175.0(5) . . . . ? N1 C6 C5 C4 6.4(7) . . . . ? C4' N3' C2' N1' 2.9(8) . . . . ? C6' N1' C2' N3' -1.2(9) . . . . ? C5' N7' C8' N9' -0.4(6) . . . . ? Cu1 N7' C8' N9' 164.5(3) . . . . ? C4' N9' C8' N7' -0.4(6) . . . . ? C10' N9' C8' N7' -174.5(5) . . . . ? C5 N7 C8 N9 0.0(6) . . . . ? Cu1 N7 C8 N9 166.9(4) . . . . ? C4 N9 C8 N7 -2.5(6) . . . . ? C10 N9 C8 N7 176.1(5) . . . . ? C4 N3 C2 N1 3.7(8) . . . . ? C6 N1 C2 N3 -0.1(9) . . . . ? N9' C10' C11' C13A -48.8(11) . . . . ? N9' C10' C11' C13B -175.0(6) . . . . ? N7' Cu1 O1 C16 -40.0(4) . . . . ? N7 Cu1 O1 C16 145.4(4) . . . . ? Cl2 Cu1 O1 C16 -129.2(4) . . . . ? Cl1 Cu1 O1 C16 52.3(4) . . . . ? N9 C10 C11 C12B 172.6(8) . . . . ? N9 C10 C11 C12A -80.0(10) . . . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 1.096 _refine_diff_density_min -1.609 _refine_diff_density_rms 0.204 # Attachment 'Bisadenine silver complex_H added.cif' data_Bisadenine_silver_complex _database_code_depnum_ccdc_archive 'CCDC 684613' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Bisadenine silver complex' _chemical_melting_point ? _chemical_formula_moiety 'C19 H32 N11 O6 Ag1' _chemical_formula_sum 'C19 H26 Ag N11 O6' _chemical_formula_weight 612.38 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 orthorhombic _symmetry_space_group_name_H-M Ibca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' 'x, -y, -z+1/2' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1, z+1/2' 'x+1/2, -y+1/2, -z+1' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x, y-1/2, -z' '-x, y, z-1/2' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y, -z+1/2' '-x+1/2, y+1/2, z' 'x, -y+1/2, z+1/2' _cell_length_a 8.7535(14) _cell_length_b 13.673(2) _cell_length_c 43.743(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5235.4(15) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 23.4 _exptl_crystal_description cubic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2496 _exptl_absorpt_coefficient_mu 0.826 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.8522 _exptl_absorpt_correction_T_max 0.8522 _exptl_absorpt_process_details '(North et al., 1968)' _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 '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 10898 _diffrn_reflns_av_R_equivalents 0.0583 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 23.35 _reflns_number_total 1903 _reflns_number_gt 1422 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART 5.628 (Bruker, 2003)' _computing_cell_refinement 'SMART 5.628 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45 (Bruker, 2003)' _computing_structure_solution Sir92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'diamond 3.1d' _computing_publication_material ? _refine_special_details ; PLAT306 ALERT 2 A Isolated Oxygen Atom (H-atoms Missing ?) ....... O4 No hydrogen atoms are found at geometrically idealized position PLAT306 ALERT 2 A Isolated Oxygen Atom (H-atoms Missing ?) ....... O5 No hydrogen atoms are found at geometrically idealized position PLAT306 ALERT 2 A Isolated Oxygen Atom (H-atoms Missing ?) ....... O6 No hydrogen atoms are found at geometrically idealized position ; _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^)+(0.1659P)^2^+8.7741P] 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 1903 _refine_ls_number_parameters 173 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0897 _refine_ls_R_factor_gt 0.0728 _refine_ls_wR_factor_ref 0.2372 _refine_ls_wR_factor_gt 0.2114 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 2.261 _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 0.5000 0.2500 0.14162(4) 0.0527(11) Uani 1 2 d S . . N6 N 0.5222(11) 0.4479(11) 0.1958(2) 0.040(3) Uani 1 1 d . . . H6 H 0.5235 0.3861 0.1922 0.048 Uiso 1 1 calc R . . N3 N 0.2561(14) 0.6255(10) 0.1395(2) 0.044(3) Uani 1 1 d . . . N1 N 0.4365(12) 0.6020(10) 0.1807(2) 0.045(3) Uani 1 1 d . . . N7 N 0.3321(13) 0.3685(10) 0.1431(2) 0.041(3) Uani 1 1 d . . . N9 N 0.1872(12) 0.4705(10) 0.1153(2) 0.041(3) Uani 1 1 d . . . C14 C 0.5104(18) 0.5000 0.2500 0.039(5) Uani 1 2 d S . . H14A H 0.4454 0.4434 0.2531 0.046 Uiso 0.50 1 calc PR . . H14B H 0.4454 0.5566 0.2469 0.046 Uiso 0.50 1 calc PR . . C10 C 0.0904(15) 0.5022(13) 0.0900(3) 0.050(4) Uani 1 1 d . . . H10A H 0.0357 0.5609 0.0960 0.060 Uiso 1 1 calc R . . H10B H 0.0157 0.4518 0.0856 0.060 Uiso 1 1 calc R . . O4 O 0.5000 0.2500 0.0802(6) 0.088(7) Uani 1 2 d S . . C6 C 0.4395(14) 0.5046(12) 0.1771(3) 0.039(3) Uani 1 1 d . . . C4 C 0.2646(14) 0.5277(13) 0.1364(3) 0.040(3) Uani 1 1 d . . . C13 C 0.6103(14) 0.4843(13) 0.2218(3) 0.049(4) Uani 1 1 d . . . H13A H 0.6585 0.5456 0.2162 0.059 Uiso 1 1 calc R . . H13B H 0.6904 0.4378 0.2266 0.059 Uiso 1 1 calc R . . C2 C 0.3468(15) 0.6555(12) 0.1622(3) 0.046(4) Uani 1 1 d . . . H2 H 0.3481 0.7226 0.1657 0.055 Uiso 1 1 calc R . . C8 C 0.2321(15) 0.3778(12) 0.1203(3) 0.044(4) Uani 1 1 d . . . H8 H 0.1967 0.3250 0.1089 0.053 Uiso 1 1 calc R . . C5 C 0.3502(13) 0.4641(11) 0.1529(3) 0.039(4) Uani 1 1 d . . . C11 C 0.1832(19) 0.5227(16) 0.0618(3) 0.077(6) Uani 1 1 d . . . H11A H 0.2515 0.4681 0.0580 0.092 Uiso 1 1 calc R . . H11B H 0.2453 0.5805 0.0652 0.092 Uiso 1 1 calc R . . O6 O 0.5000 0.2500 0.2154(6) 0.16(2) Uani 1 2 d S . . C12 C 0.083(2) 0.539(2) 0.0340(4) 0.128(12) Uani 1 1 d . . . H12A H 0.0403 0.4773 0.0277 0.191 Uiso 1 1 calc R . . H12B H 0.1436 0.5654 0.0177 0.191 Uiso 1 1 calc R . . H12C H 0.0025 0.5833 0.0391 0.191 Uiso 1 1 calc R . . O5 O 0.5000 0.2500 0.2745(5) 0.35(5) Uani 1 2 d S . . O1 O 0.0000 0.2500 0.0735(5) 0.116(10) Uani 1 2 d SRD . . N2 N 0.0934 0.2603 0.0493(5) 0.099(15) Uani 0.50 1 d PRD . . O3 O 0.2638 0.2760 0.0395(5) 0.24(4) Uani 0.50 1 d PRD . . O2 O 0.0000 0.2500 0.0256(5) 0.26(3) Uani 1 2 d SRD . . 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 0.0346(15) 0.0753(18) 0.0482(15) 0.000 0.000 0.0146(7) N6 0.024(6) 0.068(9) 0.029(6) 0.000(6) 0.000(5) 0.004(5) N3 0.024(6) 0.072(9) 0.035(6) 0.000(6) 0.001(5) -0.002(6) N1 0.021(6) 0.083(11) 0.030(6) 0.007(6) 0.001(5) -0.004(6) N7 0.022(6) 0.070(9) 0.030(6) -0.003(5) 0.002(4) 0.005(6) N9 0.018(6) 0.073(9) 0.033(6) 0.003(6) 0.002(5) 0.002(6) C14 0.015(10) 0.070(15) 0.031(10) -0.002(10) 0.000 0.000 C10 0.024(7) 0.091(12) 0.035(7) 0.000(7) -0.002(6) 0.003(7) O4 0.10(2) 0.069(15) 0.090(16) 0.000 0.000 -0.011(9) C6 0.017(7) 0.065(11) 0.034(7) 0.001(7) 0.008(6) 0.000(6) C4 0.012(7) 0.072(11) 0.035(7) 0.002(7) 0.004(5) 0.001(6) C13 0.020(7) 0.100(12) 0.027(7) 0.002(7) -0.002(5) 0.002(7) C2 0.029(8) 0.071(11) 0.038(8) 0.002(7) 0.010(6) -0.005(7) C8 0.020(7) 0.077(11) 0.037(7) -0.009(8) 0.001(6) 0.002(7) C5 0.014(6) 0.075(11) 0.029(7) 0.000(7) 0.004(5) 0.003(6) C11 0.036(9) 0.156(19) 0.038(8) 0.013(10) 0.004(7) 0.001(10) O6 0.38(7) 0.045(14) 0.058(14) 0.000 0.000 -0.001(15) C12 0.049(12) 0.29(4) 0.044(10) 0.044(15) -0.004(9) -0.013(17) O5 0.88(16) 0.10(3) 0.068(19) 0.000 0.000 0.20(4) O1 0.13(3) 0.12(2) 0.09(2) 0.000 0.000 -0.015(14) N2 0.13(4) 0.09(3) 0.07(2) -0.037(19) -0.05(3) 0.04(2) O3 0.20(5) 0.14(3) 0.37(9) 0.12(4) -0.24(6) -0.08(3) O2 0.33(9) 0.29(8) 0.17(5) 0.000 0.000 -0.07(4) _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 2.189(12) . ? Ag1 N7 2.189(12) 2_655 ? N6 C6 1.338(19) . ? N6 C13 1.461(17) . ? N6 H6 0.8600 . ? N3 C2 1.335(18) . ? N3 C4 1.35(2) . ? N1 C6 1.341(19) . ? N1 C2 1.344(18) . ? N7 C8 1.334(17) . ? N7 C5 1.386(19) . ? N9 C8 1.345(18) . ? N9 C4 1.387(19) . ? N9 C10 1.457(17) . ? C14 C13 1.528(15) . ? C14 C13 1.528(15) 3_565 ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C10 C11 1.504(19) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C6 C5 1.427(19) . ? C4 C5 1.36(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C2 H2 0.9300 . ? C8 H8 0.9300 . ? C11 C12 1.51(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? O1 N2 1.3449 2 ? O1 N2 1.3449 . ? N2 O2 1.3281 . ? N2 O3 1.5677 . ? N2 N2 1.6587 2 ? O2 N2 1.3281 2 ? 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 N7 176.7(5) . 2_655 ? C6 N6 C13 124.3(14) . . ? C6 N6 H6 117.9 . . ? C13 N6 H6 117.9 . . ? C2 N3 C4 110.4(13) . . ? C6 N1 C2 118.8(13) . . ? C8 N7 C5 102.6(12) . . ? C8 N7 Ag1 119.3(10) . . ? C5 N7 Ag1 129.1(9) . . ? C8 N9 C4 106.3(11) . . ? C8 N9 C10 125.0(13) . . ? C4 N9 C10 128.3(14) . . ? C13 C14 C13 110.2(13) . 3_565 ? C13 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 3_565 . ? C13 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 3_565 . ? H14A C14 H14B 108.1 . . ? N9 C10 C11 111.3(11) . . ? N9 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? N9 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N6 C6 N1 121.0(13) . . ? N6 C6 C5 121.6(15) . . ? N1 C6 C5 117.4(13) . . ? N3 C4 C5 127.7(13) . . ? N3 C4 N9 126.9(12) . . ? C5 C4 N9 105.3(14) . . ? N6 C13 C14 112.0(10) . . ? N6 C13 H13A 109.2 . . ? C14 C13 H13A 109.2 . . ? N6 C13 H13B 109.2 . . ? C14 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? N3 C2 N1 128.9(15) . . ? N3 C2 H2 115.6 . . ? N1 C2 H2 115.6 . . ? N7 C8 N9 113.8(13) . . ? N7 C8 H8 123.1 . . ? N9 C8 H8 123.1 . . ? C4 C5 N7 112.0(12) . . ? C4 C5 C6 116.7(15) . . ? N7 C5 C6 131.2(13) . . ? C10 C11 C12 111.9(13) . . ? C10 C11 H11A 109.2 . . ? C12 C11 H11A 109.2 . . ? C10 C11 H11B 109.2 . . ? C12 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 O1 N2 76.1 2 . ? O2 N2 O1 103.3 . . ? O2 N2 O3 112.7 . . ? O1 N2 O3 144.0 . . ? O2 N2 N2 51.4 . 2 ? O1 N2 N2 51.9 . 2 ? O3 N2 N2 164.0 . 2 ? N2 O2 N2 77.3 . 2 ? 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 N7 C8 -151.1(10) 2_655 . . . ? N7 Ag1 N7 C5 67.9(10) 2_655 . . . ? C8 N9 C10 C11 -85.7(19) . . . . ? C4 N9 C10 C11 86.3(18) . . . . ? C13 N6 C6 N1 2.2(19) . . . . ? C13 N6 C6 C5 -177.1(11) . . . . ? C2 N1 C6 N6 -177.2(11) . . . . ? C2 N1 C6 C5 2.1(17) . . . . ? C2 N3 C4 C5 -0.1(19) . . . . ? C2 N3 C4 N9 -179.9(12) . . . . ? C8 N9 C4 N3 179.2(13) . . . . ? C10 N9 C4 N3 6(2) . . . . ? C8 N9 C4 C5 -0.7(14) . . . . ? C10 N9 C4 C5 -173.8(11) . . . . ? C6 N6 C13 C14 81.8(16) . . . . ? C13 C14 C13 N6 167.5(16) 3_565 . . . ? C4 N3 C2 N1 -0.6(19) . . . . ? C6 N1 C2 N3 0(2) . . . . ? C5 N7 C8 N9 -0.1(14) . . . . ? Ag1 N7 C8 N9 -150.1(9) . . . . ? C4 N9 C8 N7 0.5(15) . . . . ? C10 N9 C8 N7 173.9(11) . . . . ? N3 C4 C5 N7 -179.2(13) . . . . ? N9 C4 C5 N7 0.7(14) . . . . ? N3 C4 C5 C6 2(2) . . . . ? N9 C4 C5 C6 -178.5(10) . . . . ? C8 N7 C5 C4 -0.4(14) . . . . ? Ag1 N7 C5 C4 145.5(9) . . . . ? C8 N7 C5 C6 178.6(13) . . . . ? Ag1 N7 C5 C6 -35.5(18) . . . . ? N6 C6 C5 C4 176.7(11) . . . . ? N1 C6 C5 C4 -2.6(17) . . . . ? N6 C6 C5 N7 -2(2) . . . . ? N1 C6 C5 N7 178.4(12) . . . . ? N9 C10 C11 C12 170.1(19) . . . . ? N2 O1 N2 O2 0.0 2 . . . ? N2 O1 N2 O3 -177.4 2 . . . ? O1 N2 O2 N2 0.0 . . . 2 ? O3 N2 O2 N2 178.3 . . . 2 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.35 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.769 _refine_diff_density_min -0.483 _refine_diff_density_rms 0.143