# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2014 ####################################################################### # # 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_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; Department of Chemistry University of Anywhere Sometown Somewhere, UK ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H48 Ag2 N4 O8, 2(C6 H2 N3 O7)' _chemical_formula_sum 'C32 H52 Ag2 N10 O22' _chemical_formula_weight 1144.58 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 Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.8860(14) _cell_length_b 19.167(3) _cell_length_c 13.127(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.746(5) _cell_angle_gamma 90.00 _cell_volume 2234.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9669 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 32.34 _exptl_crystal_description Prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.701 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 0.969 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6960 _exptl_absorpt_correction_T_max 0.7465 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction' _exptl_special_details ; Department of Chemistry University of Anywhere Sometown Somewhere, UK ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24944 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0515 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 32.78 _reflns_number_total 7859 _reflns_number_gt 5487 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Sir-92(Sheldrick, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; There were only four bond length restraints (DFIX) used, and they were needed for fixing the O-H bond lengths of the hydroxyl groups because these hydrogens were located from the difference Fourier and were refined with their Uiso values 1.2 times that of the corresponding oxygen atom. 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^)+(0.0398P)^2^+9.5211P] 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 7859 _refine_ls_number_parameters 310 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1245 _refine_ls_R_factor_gt 0.0769 _refine_ls_wR_factor_ref 0.1786 _refine_ls_wR_factor_gt 0.1553 _refine_ls_goodness_of_fit_ref 1.177 _refine_ls_restrained_S_all 1.177 _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 C1 C 0.7855(6) 0.3865(3) 0.8157(4) 0.0478(13) Uani 1 1 d . . . H1A H 0.8888 0.3783 0.7971 0.057 Uiso 1 1 calc R . . H1B H 0.7236 0.3896 0.7537 0.057 Uiso 1 1 calc R . . C2 C 0.7314(6) 0.3275(3) 0.8815(4) 0.0466(12) Uani 1 1 d . . . H2A H 0.6305 0.3382 0.9031 0.056 Uiso 1 1 calc R . . H2B H 0.7259 0.2852 0.8410 0.056 Uiso 1 1 calc R . . C3 C 0.6609(6) 0.3279(4) 1.1208(5) 0.0555(15) Uani 1 1 d . . . H3A H 0.6026 0.3616 1.0811 0.067 Uiso 1 1 calc R . . H3B H 0.5928 0.3022 1.1633 0.067 Uiso 1 1 calc R . . C4 C 0.7396(7) 0.2784(3) 1.0506(4) 0.0481(13) Uani 1 1 d . . . H4A H 0.8058 0.2484 1.0910 0.058 Uiso 1 1 calc R . . H4B H 0.6649 0.2491 1.0163 0.058 Uiso 1 1 calc R . . C5 C 0.9651(6) 0.2743(3) 0.9479(4) 0.0420(11) Uani 1 1 d . . . H5A H 1.0047 0.2922 0.8850 0.050 Uiso 1 1 calc R . . H5B H 0.9371 0.2259 0.9365 0.050 Uiso 1 1 calc R . . C6 C 1.0877(6) 0.2775(3) 1.0308(4) 0.0400(10) Uani 1 1 d . . . H6A H 1.0453 0.2634 1.0948 0.048 Uiso 1 1 calc R . . H6B H 1.1657 0.2442 1.0148 0.048 Uiso 1 1 calc R . . C7 C 1.1326(6) 0.3674(3) 1.2325(4) 0.0394(10) Uani 1 1 d . . . H7A H 1.0441 0.3379 1.2279 0.047 Uiso 1 1 calc R . . H7B H 1.1848 0.3585 1.2972 0.047 Uiso 1 1 calc R . . C8 C 1.2349(5) 0.3519(3) 1.1457(4) 0.0392(11) Uani 1 1 d . . . H8A H 1.3106 0.3883 1.1431 0.047 Uiso 1 1 calc R . . H8B H 1.2867 0.3083 1.1598 0.047 Uiso 1 1 calc R . . C9 C 1.2950(6) 0.4358(3) 0.9420(4) 0.0435(12) Uani 1 1 d . . . H9A H 1.3278 0.4587 1.0047 0.052 Uiso 1 1 calc R . . H9B H 1.3749 0.4400 0.8936 0.052 Uiso 1 1 calc R . . C10 C 1.2647(5) 0.3591(3) 0.9628(4) 0.0386(10) Uani 1 1 d . . . H10A H 1.2261 0.3374 0.9005 0.046 Uiso 1 1 calc R . . H10B H 1.3592 0.3364 0.9815 0.046 Uiso 1 1 calc R . . C11 C 0.7852(6) 0.9689(3) 0.8878(4) 0.0376(10) Uani 1 1 d . . . C12 C 0.7778(6) 1.0110(3) 0.9795(4) 0.0397(11) Uani 1 1 d . . . C13 C 0.6928(6) 0.9935(3) 1.0620(4) 0.0444(12) Uani 1 1 d . . . H13 H 0.6921 1.0225 1.1188 0.053 Uiso 1 1 calc R . . C14 C 0.6094(6) 0.9334(3) 1.0603(4) 0.0461(13) Uani 1 1 d . . . C15 C 0.6116(6) 0.8885(3) 0.9778(4) 0.0468(13) Uani 1 1 d . . . H15 H 0.5545 0.8478 0.9771 0.056 Uiso 1 1 calc R . . C16 C 0.6996(6) 0.9052(3) 0.8968(4) 0.0389(10) Uani 1 1 d . . . N1 N 0.8290(5) 0.3146(2) 0.9729(3) 0.0365(8) Uani 1 1 d . . . N2 N 1.1571(4) 0.3469(2) 1.0441(3) 0.0328(8) Uani 1 1 d . . . N3 N 0.8649(6) 1.0757(3) 0.9883(4) 0.0500(11) Uani 1 1 d . . . N4 N 0.5155(6) 0.9158(4) 1.1448(4) 0.0651(17) Uani 1 1 d . . . N5 N 0.7065(6) 0.8538(3) 0.8136(4) 0.0499(11) Uani 1 1 d . . . O1 O 0.7754(5) 0.4498(2) 0.8725(3) 0.0542(10) Uani 1 1 d D . . O2 O 0.7699(5) 0.3623(3) 1.1819(4) 0.0736(15) Uani 1 1 d D . . O3 O 1.0898(4) 0.4389(2) 1.2260(3) 0.0473(9) Uani 1 1 d D . . O4 O 1.1615(5) 0.4693(2) 0.9016(3) 0.0450(9) Uani 1 1 d D . . O5 O 0.8516(5) 0.9857(2) 0.8081(3) 0.0516(10) Uani 1 1 d . . . O6 O 0.9597(6) 1.0892(3) 0.9275(4) 0.0801(17) Uani 1 1 d . . . O7 O 0.8426(10) 1.1137(3) 1.0600(4) 0.110(3) Uani 1 1 d . . . O8 O 0.5101(6) 0.9571(4) 1.2167(4) 0.0838(17) Uani 1 1 d . . . O9 O 0.4462(8) 0.8621(4) 1.1425(5) 0.107(2) Uani 1 1 d . . . O10 O 0.5912(7) 0.8240(3) 0.7875(5) 0.0904(18) Uani 1 1 d . . . O11 O 0.8298(6) 0.8412(3) 0.7789(3) 0.0657(12) Uani 1 1 d . . . Ag1 Ag 0.93952(4) 0.42439(2) 1.03517(3) 0.03857(11) Uani 1 1 d . . . H1 H 0.828(6) 0.475(3) 0.836(4) 0.046 Uiso 1 1 d D . . H2 H 0.735(6) 0.383(3) 1.233(3) 0.046 Uiso 1 1 d D . . H3 H 1.012(4) 0.439(3) 1.260(4) 0.046 Uiso 1 1 d D . . H4 H 1.156(7) 0.469(3) 0.8378(15) 0.046 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.046(3) 0.062(4) 0.035(2) 0.004(2) -0.002(2) -0.002(3) C2 0.043(3) 0.051(3) 0.046(3) -0.005(2) -0.005(2) -0.009(2) C3 0.032(2) 0.077(5) 0.058(3) 0.003(3) 0.012(2) -0.007(3) C4 0.051(3) 0.046(3) 0.048(3) 0.004(2) 0.003(2) -0.014(3) C5 0.060(3) 0.029(2) 0.038(2) -0.0071(18) 0.010(2) -0.001(2) C6 0.045(3) 0.035(3) 0.041(2) 0.0001(19) -0.003(2) 0.008(2) C7 0.036(2) 0.044(3) 0.038(2) 0.005(2) 0.0003(18) 0.004(2) C8 0.031(2) 0.044(3) 0.042(2) 0.000(2) -0.0038(18) 0.011(2) C9 0.041(2) 0.050(3) 0.040(2) 0.000(2) 0.010(2) 0.005(2) C10 0.033(2) 0.040(3) 0.043(2) 0.000(2) 0.0066(18) 0.0142(19) C11 0.043(2) 0.037(3) 0.033(2) 0.0095(18) 0.0034(18) 0.001(2) C12 0.045(3) 0.040(3) 0.034(2) 0.0069(19) 0.0024(19) 0.007(2) C13 0.046(3) 0.055(3) 0.032(2) 0.008(2) 0.0009(19) 0.014(2) C14 0.040(2) 0.062(4) 0.037(2) 0.022(2) 0.0073(19) 0.010(2) C15 0.044(3) 0.052(3) 0.045(3) 0.022(2) 0.003(2) -0.005(2) C16 0.045(3) 0.034(3) 0.038(2) 0.0093(18) 0.0013(19) -0.002(2) N1 0.038(2) 0.034(2) 0.038(2) -0.0018(16) 0.0038(16) -0.0064(17) N2 0.0295(17) 0.033(2) 0.0358(18) -0.0014(15) 0.0028(14) 0.0063(15) N3 0.070(3) 0.037(2) 0.044(2) 0.0002(19) 0.002(2) 0.007(2) N4 0.052(3) 0.099(5) 0.045(3) 0.031(3) 0.013(2) 0.011(3) N5 0.068(3) 0.039(3) 0.042(2) 0.0085(19) -0.001(2) -0.009(2) O1 0.067(3) 0.045(2) 0.051(2) 0.0023(18) 0.0046(19) -0.001(2) O2 0.054(3) 0.112(4) 0.056(3) -0.033(3) 0.019(2) -0.014(3) O3 0.046(2) 0.043(2) 0.054(2) 0.0047(16) 0.0139(17) 0.0078(16) O4 0.061(2) 0.039(2) 0.0356(17) -0.0015(15) 0.0054(16) 0.0141(17) O5 0.070(3) 0.048(2) 0.0372(18) 0.0023(16) 0.0130(17) -0.020(2) O6 0.092(4) 0.060(3) 0.091(4) -0.026(3) 0.038(3) -0.031(3) O7 0.206(8) 0.061(4) 0.066(3) -0.020(3) 0.046(4) -0.036(4) O8 0.079(3) 0.127(5) 0.047(3) 0.022(3) 0.025(2) 0.027(3) O9 0.106(5) 0.136(6) 0.081(4) 0.033(4) 0.037(3) -0.039(4) O10 0.094(4) 0.083(4) 0.094(4) -0.021(3) -0.004(3) -0.035(3) O11 0.088(4) 0.058(3) 0.052(2) -0.002(2) 0.017(2) 0.000(3) Ag1 0.03850(18) 0.0328(2) 0.0442(2) -0.00522(16) -0.00100(13) 0.00682(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.429(7) . ? C1 C2 1.510(8) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 N1 1.480(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 O2 1.404(8) . ? C3 C4 1.508(9) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N1 1.483(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N1 1.480(7) . ? C5 C6 1.518(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.474(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O3 1.422(6) . ? C7 C8 1.509(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N2 1.487(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O4 1.436(7) . ? C9 C10 1.522(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.473(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 O5 1.259(6) . ? C11 C16 1.445(7) . ? C11 C12 1.453(7) . ? C12 C13 1.381(7) . ? C12 N3 1.464(8) . ? C13 C14 1.370(8) . ? C13 H13 0.9300 . ? C14 C15 1.383(9) . ? C14 N4 1.448(7) . ? C15 C16 1.377(7) . ? C15 H15 0.9300 . ? C16 N5 1.475(7) . ? N1 Ag1 2.452(4) . ? N2 Ag1 2.438(4) . ? N3 O6 1.205(7) . ? N3 O7 1.212(7) . ? N4 O9 1.200(9) . ? N4 O8 1.233(9) . ? N5 O10 1.213(7) . ? N5 O11 1.222(7) . ? O1 Ag1 2.595(5) . ? O1 H1 0.83(6) . ? O2 H2 0.85(6) . ? O3 H3 0.84(2) . ? O4 Ag1 2.386(4) 3_767 ? O4 H4 0.837(19) . ? Ag1 O4 2.386(4) 3_767 ? Ag1 Ag1 3.2357(9) 3_767 ? 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 O1 C1 C2 108.1(4) . . ? O1 C1 H1A 110.1 . . ? C2 C1 H1A 110.1 . . ? O1 C1 H1B 110.1 . . ? C2 C1 H1B 110.1 . . ? H1A C1 H1B 108.4 . . ? N1 C2 C1 113.6(4) . . ? N1 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? N1 C2 H2B 108.8 . . ? C1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? O2 C3 C4 108.7(5) . . ? O2 C3 H3A 110.0 . . ? C4 C3 H3A 110.0 . . ? O2 C3 H3B 110.0 . . ? C4 C3 H3B 110.0 . . ? H3A C3 H3B 108.3 . . ? N1 C4 C3 113.2(5) . . ? N1 C4 H4A 108.9 . . ? C3 C4 H4A 108.9 . . ? N1 C4 H4B 108.9 . . ? C3 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? N1 C5 C6 113.1(4) . . ? N1 C5 H5A 109.0 . . ? C6 C5 H5A 109.0 . . ? N1 C5 H5B 109.0 . . ? C6 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? N2 C6 C5 114.2(4) . . ? N2 C6 H6A 108.7 . . ? C5 C6 H6A 108.7 . . ? N2 C6 H6B 108.7 . . ? C5 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? O3 C7 C8 108.1(4) . . ? O3 C7 H7A 110.1 . . ? C8 C7 H7A 110.1 . . ? O3 C7 H7B 110.1 . . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? N2 C8 C7 114.6(4) . . ? N2 C8 H8A 108.6 . . ? C7 C8 H8A 108.6 . . ? N2 C8 H8B 108.6 . . ? C7 C8 H8B 108.6 . . ? H8A C8 H8B 107.6 . . ? O4 C9 C10 110.5(4) . . ? O4 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? O4 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? N2 C10 C9 114.0(4) . . ? N2 C10 H10A 108.8 . . ? C9 C10 H10A 108.8 . . ? N2 C10 H10B 108.8 . . ? C9 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? O5 C11 C16 123.1(5) . . ? O5 C11 C12 125.5(5) . . ? C16 C11 C12 111.4(4) . . ? C13 C12 C11 123.7(5) . . ? C13 C12 N3 116.4(5) . . ? C11 C12 N3 119.9(4) . . ? C14 C13 C12 120.0(5) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C13 C14 C15 121.0(5) . . ? C13 C14 N4 120.4(6) . . ? C15 C14 N4 118.5(6) . . ? C16 C15 C14 118.8(5) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C11 124.9(5) . . ? C15 C16 N5 117.1(5) . . ? C11 C16 N5 118.0(4) . . ? C2 N1 C5 111.7(4) . . ? C2 N1 C4 108.8(4) . . ? C5 N1 C4 111.6(4) . . ? C2 N1 Ag1 110.2(3) . . ? C5 N1 Ag1 101.5(3) . . ? C4 N1 Ag1 112.9(3) . . ? C10 N2 C6 109.6(4) . . ? C10 N2 C8 110.2(4) . . ? C6 N2 C8 110.3(4) . . ? C10 N2 Ag1 113.6(3) . . ? C6 N2 Ag1 102.5(3) . . ? C8 N2 Ag1 110.5(3) . . ? O6 N3 O7 121.2(6) . . ? O6 N3 C12 120.6(5) . . ? O7 N3 C12 118.1(5) . . ? O9 N4 O8 122.6(6) . . ? O9 N4 C14 119.2(7) . . ? O8 N4 C14 118.3(7) . . ? O10 N5 O11 124.2(6) . . ? O10 N5 C16 118.0(6) . . ? O11 N5 C16 117.7(5) . . ? C1 O1 Ag1 103.1(3) . . ? C1 O1 H1 98(4) . . ? Ag1 O1 H1 106(4) . . ? C3 O2 H2 114(4) . . ? C7 O3 H3 101(4) . . ? C9 O4 Ag1 124.7(3) . 3_767 ? C9 O4 H4 113(4) . . ? Ag1 O4 H4 110(4) 3_767 . ? O4 Ag1 N2 144.09(14) 3_767 . ? O4 Ag1 N1 134.27(14) 3_767 . ? N2 Ag1 N1 78.56(14) . . ? O4 Ag1 O1 85.30(14) 3_767 . ? N2 Ag1 O1 125.35(13) . . ? N1 Ag1 O1 71.20(14) . . ? O4 Ag1 Ag1 57.72(10) 3_767 3_767 ? N2 Ag1 Ag1 106.85(10) . 3_767 ? N1 Ag1 Ag1 143.80(10) . 3_767 ? O1 Ag1 Ag1 77.30(10) . 3_767 ? 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 O1 C1 C2 N1 -65.5(6) . . . . ? O2 C3 C4 N1 -67.9(7) . . . . ? N1 C5 C6 N2 -67.8(6) . . . . ? O3 C7 C8 N2 -74.1(6) . . . . ? O4 C9 C10 N2 -65.8(5) . . . . ? O5 C11 C12 C13 174.0(5) . . . . ? C16 C11 C12 C13 -3.2(7) . . . . ? O5 C11 C12 N3 -6.6(8) . . . . ? C16 C11 C12 N3 176.2(4) . . . . ? C11 C12 C13 C14 0.1(8) . . . . ? N3 C12 C13 C14 -179.3(5) . . . . ? C12 C13 C14 C15 1.6(8) . . . . ? C12 C13 C14 N4 -177.7(5) . . . . ? C13 C14 C15 C16 0.1(8) . . . . ? N4 C14 C15 C16 179.5(5) . . . . ? C14 C15 C16 C11 -3.8(8) . . . . ? C14 C15 C16 N5 176.1(5) . . . . ? O5 C11 C16 C15 -172.2(5) . . . . ? C12 C11 C16 C15 5.1(7) . . . . ? O5 C11 C16 N5 7.9(8) . . . . ? C12 C11 C16 N5 -174.8(5) . . . . ? C1 C2 N1 C5 -79.1(6) . . . . ? C1 C2 N1 C4 157.3(5) . . . . ? C1 C2 N1 Ag1 33.0(5) . . . . ? C6 C5 N1 C2 163.6(4) . . . . ? C6 C5 N1 C4 -74.4(5) . . . . ? C6 C5 N1 Ag1 46.2(4) . . . . ? C3 C4 N1 C2 -89.4(6) . . . . ? C3 C4 N1 C5 146.9(5) . . . . ? C3 C4 N1 Ag1 33.2(6) . . . . ? C9 C10 N2 C6 156.6(4) . . . . ? C9 C10 N2 C8 -81.8(5) . . . . ? C9 C10 N2 Ag1 42.7(5) . . . . ? C5 C6 N2 C10 -77.7(5) . . . . ? C5 C6 N2 C8 160.8(4) . . . . ? C5 C6 N2 Ag1 43.2(4) . . . . ? C7 C8 N2 C10 158.0(4) . . . . ? C7 C8 N2 C6 -80.8(5) . . . . ? C7 C8 N2 Ag1 31.8(5) . . . . ? C13 C12 N3 O6 168.2(6) . . . . ? C11 C12 N3 O6 -11.2(8) . . . . ? C13 C12 N3 O7 -9.2(8) . . . . ? C11 C12 N3 O7 171.4(6) . . . . ? C13 C14 N4 O9 -178.4(6) . . . . ? C15 C14 N4 O9 2.3(9) . . . . ? C13 C14 N4 O8 1.7(8) . . . . ? C15 C14 N4 O8 -177.6(5) . . . . ? C15 C16 N5 O10 40.2(8) . . . . ? C11 C16 N5 O10 -139.9(6) . . . . ? C15 C16 N5 O11 -136.0(5) . . . . ? C11 C16 N5 O11 43.9(7) . . . . ? C2 C1 O1 Ag1 57.2(4) . . . . ? C10 C9 O4 Ag1 129.8(4) . . . 3_767 ? C10 N2 Ag1 O4 -95.5(4) . . . 3_767 ? C6 N2 Ag1 O4 146.3(3) . . . 3_767 ? C8 N2 Ag1 O4 28.8(4) . . . 3_767 ? C10 N2 Ag1 N1 105.3(3) . . . . ? C6 N2 Ag1 N1 -12.9(3) . . . . ? C8 N2 Ag1 N1 -130.4(3) . . . . ? C10 N2 Ag1 O1 48.4(4) . . . . ? C6 N2 Ag1 O1 -69.8(3) . . . . ? C8 N2 Ag1 O1 172.8(3) . . . . ? C10 N2 Ag1 Ag1 -37.8(3) . . . 3_767 ? C6 N2 Ag1 Ag1 -155.9(3) . . . 3_767 ? C8 N2 Ag1 Ag1 86.6(3) . . . 3_767 ? C2 N1 Ag1 O4 61.6(4) . . . 3_767 ? C5 N1 Ag1 O4 -179.9(3) . . . 3_767 ? C4 N1 Ag1 O4 -60.3(4) . . . 3_767 ? C2 N1 Ag1 N2 -135.3(3) . . . . ? C5 N1 Ag1 N2 -16.8(3) . . . . ? C4 N1 Ag1 N2 102.8(4) . . . . ? C2 N1 Ag1 O1 -1.4(3) . . . . ? C5 N1 Ag1 O1 117.0(3) . . . . ? C4 N1 Ag1 O1 -123.4(4) . . . . ? C2 N1 Ag1 Ag1 -32.3(4) . . . 3_767 ? C5 N1 Ag1 Ag1 86.2(3) . . . 3_767 ? C4 N1 Ag1 Ag1 -154.2(3) . . . 3_767 ? C1 O1 Ag1 O4 -170.1(3) . . . 3_767 ? C1 O1 Ag1 N2 30.2(4) . . . . ? C1 O1 Ag1 N1 -29.9(3) . . . . ? C1 O1 Ag1 Ag1 132.0(3) . . . 3_767 ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 32.78 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 2.298 _refine_diff_density_min -1.288 _refine_diff_density_rms 0.141 _database_code_depnum_ccdc_archive 'CCDC 919841' ####################################################################### # # 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_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H64 Ag2 N4 O8, 2(C6 H2 N3 O7)' _chemical_formula_sum 'C40 H68 Ag2 N10 O22' _chemical_formula_weight 1256.78 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 Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 12.7960(10) _cell_length_b 15.621(2) _cell_length_c 13.283(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.297(2) _cell_angle_gamma 90.00 _cell_volume 2647.6(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8206 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 26.50 _exptl_crystal_description NEEDLES _exptl_crystal_colour WHITE _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.826 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6469 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21660 _diffrn_reflns_av_R_equivalents 0.0248 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 26.51 _reflns_number_total 5477 _reflns_number_gt 4496 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; The refinement showed one disordered hydroxyl group O2 attached to methine carbon C3. The disorder of this OH group was resolved by splitting O2 at two atomic positions with their sof and Uiso values refined as free variables. These wee resolved with 59 and 41 % occupancy. The single hydrogen attached to C3 was also split at two positions using Part and AFIX commands with its sof refined as free variable and Uiso values 1.2 times the carrier C3 atom, so as to give meaningful geometry about C3 atom (tetrahedral). The C-O distance for this group were restrained. The hydrogens of the remaining three hydroxyl groups were determined from difference Fourier and these were refined with their Uiso values 1.2 times that of their carrier oxygen atoms and with fixed O-H distances, However the hydrogens of the disordered OH group (O2-H2 and O2'-H2') were fixed geometrically because of the disorder. Therefore a total of seven bond distance restraints were used. 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^)+(0.0398P)^2^+2.0560P] 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 5477 _refine_ls_number_parameters 351 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0881 _refine_ls_wR_factor_gt 0.0828 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.022 _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 C1 C 0.9254(3) 0.1868(2) 1.1507(3) 0.0660(10) Uani 1 1 d . B . H1A H 0.9506 0.2044 1.0860 0.079 Uiso 1 1 calc R . . C2 C 0.8115(3) 0.1924(2) 1.1428(3) 0.0726(11) Uani 1 1 d . B . H2A H 0.7914 0.2521 1.1353 0.087 Uiso 1 1 calc R . . H2B H 0.7857 0.1717 1.2052 0.087 Uiso 1 1 calc R . . C3 C 0.6711(4) 0.0253(3) 1.1418(5) 0.0931(15) Uani 1 1 d D . . H3A H 0.6888 -0.0159 1.0901 0.112 Uiso 0.92(11) 1 calc PR A 1 H3A' H 0.7186 0.0340 1.2023 0.112 Uiso 0.08(11) 1 calc PR A 2 C4 C 0.6612(3) 0.1062(3) 1.0879(4) 0.0751(11) Uani 1 1 d . B . H4A H 0.6275 0.1471 1.1299 0.090 Uiso 1 1 calc R . . H4B H 0.6154 0.0977 1.0272 0.090 Uiso 1 1 calc R . . C5 C 0.7438(3) 0.19875(19) 0.9685(3) 0.0549(8) Uani 1 1 d . B . H5A H 0.8020 0.2384 0.9670 0.066 Uiso 1 1 calc R . . H5B H 0.6808 0.2323 0.9747 0.066 Uiso 1 1 calc R . . C6 C 0.7329(2) 0.15085(19) 0.8700(3) 0.0533(8) Uani 1 1 d . B . H6A H 0.6753 0.1107 0.8721 0.064 Uiso 1 1 calc R . . H6B H 0.7147 0.1914 0.8162 0.064 Uiso 1 1 calc R . . C7 C 1.0190(2) 0.12633(19) 0.8267(2) 0.0461(7) Uani 1 1 d . . . H7 H 1.0196 0.0730 0.7879 0.055 Uiso 1 1 calc R . . C8 C 0.9095(2) 0.16268(17) 0.8150(2) 0.0455(7) Uani 1 1 d . B . H8A H 0.9072 0.2141 0.8557 0.055 Uiso 1 1 calc R . . H8B H 0.8938 0.1790 0.7451 0.055 Uiso 1 1 calc R . . C9 C 0.7552(3) -0.04118(18) 0.7949(3) 0.0534(8) Uani 1 1 d . . . H9 H 0.6944 -0.0291 0.8332 0.064 Uiso 1 1 calc R . . C10 C 0.8014(3) 0.04134(18) 0.7617(2) 0.0523(8) Uani 1 1 d . B . H10A H 0.8646 0.0288 0.7285 0.063 Uiso 1 1 calc R . . H10B H 0.7521 0.0682 0.7125 0.063 Uiso 1 1 calc R . . C11 C 0.9788(4) 0.2429(3) 1.2337(4) 0.0980(16) Uani 1 1 d . . . H11A H 1.0535 0.2369 1.2335 0.147 Uiso 1 1 calc R . . H11B H 0.9568 0.2253 1.2981 0.147 Uiso 1 1 calc R . . H11C H 0.9597 0.3016 1.2217 0.147 Uiso 1 1 calc R . . C12 C 0.5682(5) -0.0066(4) 1.1750(6) 0.141(3) Uani 1 1 d . B . H12A H 0.5782 -0.0614 1.2069 0.212 Uiso 1 1 calc R . . H12B H 0.5187 -0.0119 1.1173 0.212 Uiso 1 1 calc R . . H12C H 0.5419 0.0332 1.2220 0.212 Uiso 1 1 calc R . . C13 C 1.0970(3) 0.1876(2) 0.7842(3) 0.0665(10) Uani 1 1 d . . . H13A H 1.1659 0.1630 0.7916 0.100 Uiso 1 1 calc R . . H13B H 1.0968 0.2408 0.8203 0.100 Uiso 1 1 calc R . . H13C H 1.0775 0.1976 0.7140 0.100 Uiso 1 1 calc R . . C14 C 0.7220(4) -0.0969(2) 0.7050(3) 0.0848(14) Uani 1 1 d . . . H14A H 0.6921 -0.1491 0.7280 0.127 Uiso 1 1 calc R . . H14B H 0.7820 -0.1099 0.6685 0.127 Uiso 1 1 calc R . . H14C H 0.6709 -0.0671 0.6616 0.127 Uiso 1 1 calc R . . C15 C 0.7093(2) 0.20094(17) 0.5167(2) 0.0424(6) Uani 1 1 d . . . C16 C 0.6600(2) 0.11884(17) 0.5001(2) 0.0428(6) Uani 1 1 d . . . C17 C 0.7090(3) 0.04582(18) 0.4733(2) 0.0485(7) Uani 1 1 d . . . H17 H 0.6727 -0.0057 0.4668 0.058 Uiso 1 1 calc R . . C18 C 0.8142(3) 0.05045(19) 0.4561(2) 0.0492(7) Uani 1 1 d . . . C19 C 0.8689(2) 0.1255(2) 0.4691(2) 0.0514(8) Uani 1 1 d . . . H19 H 0.9395 0.1278 0.4570 0.062 Uiso 1 1 calc R . . C20 C 0.8181(2) 0.19794(18) 0.5005(2) 0.0459(7) Uani 1 1 d . . . N1 N 0.76100(19) 0.14396(16) 1.0588(2) 0.0519(6) Uani 1 1 d . . . N2 N 0.82764(18) 0.10303(13) 0.84482(18) 0.0406(5) Uani 1 1 d . . . N3 N 0.5485(2) 0.11360(17) 0.5177(2) 0.0564(7) Uani 1 1 d . . . N4 N 0.8683(3) -0.0265(2) 0.4259(2) 0.0667(8) Uani 1 1 d . . . N5 N 0.8828(2) 0.2738(2) 0.5170(3) 0.0640(8) Uani 1 1 d . . . O1 O 0.95514(19) 0.09761(15) 1.1689(2) 0.0633(6) Uani 1 1 d D . . H1 H 1.0174(16) 0.095(3) 1.161(3) 0.076 Uiso 1 1 d D . . O2 O 0.7509(6) 0.0152(5) 1.2182(6) 0.1167(18) Uani 0.583(8) 1 d PD B 1 H2 H 0.8077 0.0140 1.1934 0.140 Uiso 0.583(8) 1 calc PR B 1 O2' O 0.7100(8) -0.0400(6) 1.0876(8) 0.1167(18) Uani 0.417(8) 1 d PD B 2 H2' H 0.7359 -0.0764 1.1264 0.140 Uiso 0.417(8) 1 calc PR B 2 O3 O 1.04789(16) 0.10644(12) 0.93037(16) 0.0461(5) Uani 1 1 d D . . H3 H 1.070(3) 0.1477(16) 0.961(2) 0.055 Uiso 1 1 d D . . O4 O 0.83434(17) -0.08234(13) 0.85892(19) 0.0556(6) Uani 1 1 d D . . H4 H 0.813(3) -0.1251(16) 0.881(3) 0.067 Uiso 1 1 d D . . O5 O 0.65894(17) 0.26528(12) 0.54415(18) 0.0538(5) Uani 1 1 d . . . O6 O 0.5231(2) 0.0653(2) 0.5833(3) 0.0939(9) Uani 1 1 d . . . O7 O 0.48747(19) 0.15621(18) 0.4662(3) 0.0872(9) Uani 1 1 d . . . O8 O 0.8244(3) -0.09497(19) 0.4337(3) 0.1104(12) Uani 1 1 d . . . O9 O 0.9555(2) -0.01866(18) 0.3951(2) 0.0776(8) Uani 1 1 d . . . O10 O 0.9656(3) 0.2778(2) 0.4826(3) 0.1337(16) Uani 1 1 d . . . O11 O 0.8545(3) 0.3314(2) 0.5662(4) 0.1409(18) Uani 1 1 d . . . Ag1 Ag 0.879673(17) 0.030738(13) 1.003291(17) 0.04300(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 C1 0.073(2) 0.052(2) 0.073(3) -0.0187(18) 0.0079(19) -0.0093(17) C2 0.082(3) 0.060(2) 0.076(3) -0.0163(19) 0.007(2) 0.0136(19) C3 0.077(3) 0.089(3) 0.115(4) 0.021(3) 0.013(3) -0.010(2) C4 0.054(2) 0.078(3) 0.095(3) 0.018(2) 0.020(2) 0.0123(18) C5 0.0501(18) 0.0372(16) 0.078(2) 0.0049(15) 0.0084(16) 0.0136(13) C6 0.0450(16) 0.0402(16) 0.072(2) 0.0117(15) -0.0128(15) 0.0082(13) C7 0.0594(18) 0.0380(15) 0.0415(17) 0.0014(12) 0.0067(14) -0.0017(13) C8 0.0600(18) 0.0335(14) 0.0421(17) 0.0079(12) -0.0020(14) -0.0016(12) C9 0.0564(18) 0.0403(16) 0.060(2) 0.0063(14) -0.0184(15) -0.0060(13) C10 0.069(2) 0.0369(16) 0.0477(19) 0.0044(13) -0.0167(15) -0.0042(13) C11 0.105(4) 0.090(3) 0.099(4) -0.043(3) 0.008(3) -0.031(3) C12 0.106(4) 0.144(5) 0.179(7) 0.054(5) 0.047(4) -0.030(4) C13 0.073(2) 0.064(2) 0.065(2) 0.0061(18) 0.0176(19) -0.0172(18) C14 0.120(4) 0.052(2) 0.077(3) -0.0041(19) -0.035(2) -0.025(2) C15 0.0484(16) 0.0342(14) 0.0434(17) -0.0004(12) -0.0049(13) 0.0059(12) C16 0.0454(15) 0.0357(14) 0.0458(17) -0.0009(12) -0.0048(13) 0.0034(12) C17 0.0625(19) 0.0346(15) 0.0476(18) -0.0030(13) -0.0014(14) 0.0053(13) C18 0.0606(19) 0.0412(16) 0.0454(18) -0.0035(13) 0.0001(14) 0.0147(14) C19 0.0448(17) 0.0601(19) 0.0493(19) -0.0002(15) 0.0034(14) 0.0114(14) C20 0.0511(17) 0.0382(15) 0.0476(18) -0.0037(13) -0.0025(13) 0.0004(12) N1 0.0468(14) 0.0468(14) 0.0625(18) -0.0014(13) 0.0075(12) 0.0090(11) N2 0.0465(13) 0.0293(11) 0.0442(14) 0.0045(10) -0.0091(10) -0.0003(9) N3 0.0498(16) 0.0428(15) 0.076(2) -0.0112(14) 0.0023(14) -0.0019(12) N4 0.080(2) 0.059(2) 0.062(2) -0.0091(15) 0.0089(16) 0.0252(16) N5 0.0515(17) 0.0569(18) 0.084(2) -0.0172(16) 0.0083(15) -0.0080(13) O1 0.0603(14) 0.0539(14) 0.0733(17) 0.0053(12) -0.0106(13) -0.0047(12) O2 0.094(4) 0.111(4) 0.148(5) 0.048(3) 0.022(4) 0.006(3) O2' 0.094(4) 0.111(4) 0.148(5) 0.048(3) 0.022(4) 0.006(3) O3 0.0515(12) 0.0402(11) 0.0454(13) 0.0029(9) -0.0054(9) -0.0049(9) O4 0.0582(13) 0.0350(11) 0.0703(16) 0.0141(10) -0.0172(11) -0.0047(9) O5 0.0532(12) 0.0354(11) 0.0712(15) -0.0112(10) -0.0044(11) 0.0070(9) O6 0.0758(19) 0.097(2) 0.112(3) 0.014(2) 0.0293(18) -0.0083(17) O7 0.0504(15) 0.0803(18) 0.128(3) 0.0064(18) -0.0138(15) 0.0080(13) O8 0.135(3) 0.0448(17) 0.158(3) -0.0121(18) 0.051(3) 0.0187(17) O9 0.0735(18) 0.091(2) 0.0692(18) -0.0196(14) 0.0074(14) 0.0318(15) O10 0.082(2) 0.128(3) 0.197(4) -0.077(3) 0.049(3) -0.051(2) O11 0.092(2) 0.079(2) 0.259(5) -0.080(3) 0.064(3) -0.0339(18) Ag1 0.04817(14) 0.03549(13) 0.04433(14) 0.00150(9) -0.00319(9) 0.00786(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.456(5) . ? C1 O1 1.460(4) . ? C1 C11 1.529(5) . ? C1 H1A 0.9800 . ? C2 N1 1.459(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 O2' 1.364(12) . ? C3 O2 1.394(9) . ? C3 C4 1.453(6) . ? C3 C12 1.505(7) . ? C3 H3A 0.9800 . ? C3 H3A' 0.9800 . ? C4 N1 1.484(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N1 1.476(4) . ? C5 C6 1.505(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N2 1.483(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O3 1.433(4) . ? C7 C8 1.509(4) . ? C7 C13 1.521(4) . ? C7 H7 0.9800 . ? C8 N2 1.478(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O4 1.426(4) . ? C9 C10 1.498(4) . ? C9 C14 1.513(5) . ? C9 H9 0.9800 . ? C10 N2 1.485(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 O5 1.262(3) . ? C15 C20 1.426(4) . ? C15 C16 1.439(4) . ? C16 C17 1.361(4) . ? C16 N3 1.466(4) . ? C17 C18 1.384(5) . ? C17 H17 0.9300 . ? C18 C19 1.370(4) . ? C18 N4 1.458(4) . ? C19 C20 1.384(4) . ? C19 H19 0.9300 . ? C20 N5 1.453(4) . ? N1 Ag1 2.479(2) . ? N2 Ag1 2.437(2) . ? N3 O7 1.200(4) . ? N3 O6 1.215(4) . ? N4 O8 1.217(4) . ? N4 O9 1.223(4) . ? N5 O11 1.184(4) . ? N5 O10 1.187(4) . ? O1 Ag1 2.558(3) . ? O1 H1 0.813(18) . ? O2 H2 0.8200 . ? O2' H2' 0.8200 . ? O3 Ag1 2.471(2) 3_757 ? O3 H3 0.802(18) . ? O4 H4 0.788(18) . ? Ag1 O3 2.471(2) 3_757 ? Ag1 Ag1 3.2331(5) 3_757 ? 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 C2 C1 O1 108.5(3) . . ? C2 C1 C11 114.1(3) . . ? O1 C1 C11 109.3(3) . . ? C2 C1 H1A 108.3 . . ? O1 C1 H1A 108.3 . . ? C11 C1 H1A 108.3 . . ? C1 C2 N1 114.1(3) . . ? C1 C2 H2A 108.7 . . ? N1 C2 H2A 108.7 . . ? C1 C2 H2B 108.7 . . ? N1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? O2' C3 O2 91.3(6) . . ? O2' C3 C4 114.4(6) . . ? O2 C3 C4 119.3(5) . . ? O2' C3 C12 105.6(6) . . ? O2 C3 C12 111.0(5) . . ? C4 C3 C12 112.7(4) . . ? O2 C3 H3A 104.0 . . ? C4 C3 H3A 104.0 . . ? C12 C3 H3A 104.0 . . ? C4 C3 H3A' 108.0 . . ? C12 C3 H3A' 108.0 . . ? H3A C3 H3A' 120.3 . . ? C3 C4 N1 115.4(3) . . ? C3 C4 H4A 108.4 . . ? N1 C4 H4A 108.4 . . ? C3 C4 H4B 108.4 . . ? N1 C4 H4B 108.4 . . ? H4A C4 H4B 107.5 . . ? N1 C5 C6 114.6(2) . . ? N1 C5 H5A 108.6 . . ? C6 C5 H5A 108.6 . . ? N1 C5 H5B 108.6 . . ? C6 C5 H5B 108.6 . . ? H5A C5 H5B 107.6 . . ? N2 C6 C5 115.1(2) . . ? N2 C6 H6A 108.5 . . ? C5 C6 H6A 108.5 . . ? N2 C6 H6B 108.5 . . ? C5 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? O3 C7 C8 110.5(2) . . ? O3 C7 C13 111.3(3) . . ? C8 C7 C13 110.8(3) . . ? O3 C7 H7 108.0 . . ? C8 C7 H7 108.0 . . ? C13 C7 H7 108.0 . . ? N2 C8 C7 114.0(2) . . ? N2 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? N2 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.6 . . ? O4 C9 C10 106.6(2) . . ? O4 C9 C14 110.9(3) . . ? C10 C9 C14 110.9(3) . . ? O4 C9 H9 109.5 . . ? C10 C9 H9 109.5 . . ? C14 C9 H9 109.5 . . ? N2 C10 C9 114.3(3) . . ? N2 C10 H10A 108.7 . . ? C9 C10 H10A 108.7 . . ? N2 C10 H10B 108.7 . . ? C9 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C1 C11 H11A 109.5 . . ? C1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C3 C12 H12A 109.5 . . ? C3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C7 C13 H13A 109.5 . . ? C7 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C7 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O5 C15 C20 126.5(3) . . ? O5 C15 C16 121.8(3) . . ? C20 C15 C16 111.7(2) . . ? C17 C16 C15 125.6(3) . . ? C17 C16 N3 117.9(3) . . ? C15 C16 N3 116.5(2) . . ? C16 C17 C18 118.1(3) . . ? C16 C17 H17 120.9 . . ? C18 C17 H17 120.9 . . ? C19 C18 C17 121.2(3) . . ? C19 C18 N4 119.4(3) . . ? C17 C18 N4 119.4(3) . . ? C18 C19 C20 119.4(3) . . ? C18 C19 H19 120.3 . . ? C20 C19 H19 120.3 . . ? C19 C20 C15 123.9(3) . . ? C19 C20 N5 115.9(3) . . ? C15 C20 N5 120.1(3) . . ? C2 N1 C5 110.6(3) . . ? C2 N1 C4 110.3(3) . . ? C5 N1 C4 111.3(3) . . ? C2 N1 Ag1 110.58(19) . . ? C5 N1 Ag1 103.27(18) . . ? C4 N1 Ag1 110.6(2) . . ? C8 N2 C6 110.5(2) . . ? C8 N2 C10 109.6(2) . . ? C6 N2 C10 110.6(2) . . ? C8 N2 Ag1 111.72(16) . . ? C6 N2 Ag1 102.31(18) . . ? C10 N2 Ag1 111.91(16) . . ? O7 N3 O6 123.7(3) . . ? O7 N3 C16 118.6(3) . . ? O6 N3 C16 117.7(3) . . ? O8 N4 O9 123.7(3) . . ? O8 N4 C18 118.0(3) . . ? O9 N4 C18 118.3(3) . . ? O11 N5 O10 119.5(3) . . ? O11 N5 C20 120.5(3) . . ? O10 N5 C20 120.0(3) . . ? C1 O1 Ag1 99.83(19) . . ? C1 O1 H1 105(3) . . ? Ag1 O1 H1 100(3) . . ? C3 O2 H2 109.5 . . ? C3 O2' H2' 109.5 . . ? C7 O3 Ag1 126.41(17) . 3_757 ? C7 O3 H3 112(3) . . ? Ag1 O3 H3 114(3) 3_757 . ? C9 O4 H4 111(3) . . ? N2 Ag1 O3 141.33(7) . 3_757 ? N2 Ag1 N1 78.03(9) . . ? O3 Ag1 N1 137.26(8) 3_757 . ? N2 Ag1 O1 127.92(8) . . ? O3 Ag1 O1 86.57(7) 3_757 . ? N1 Ag1 O1 69.70(9) . . ? N2 Ag1 Ag1 108.27(6) . 3_757 ? O3 Ag1 Ag1 54.51(5) 3_757 3_757 ? N1 Ag1 Ag1 145.68(6) . 3_757 ? O1 Ag1 Ag1 81.12(6) . 3_757 ? 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 O1 C1 C2 N1 -62.3(4) . . . . ? C11 C1 C2 N1 175.6(4) . . . . ? O2' C3 C4 N1 -63.1(8) . . . . ? O2 C3 C4 N1 43.3(8) . . . . ? C12 C3 C4 N1 176.2(5) . . . . ? N1 C5 C6 N2 -64.1(4) . . . . ? O3 C7 C8 N2 -62.1(3) . . . . ? C13 C7 C8 N2 173.9(3) . . . . ? O4 C9 C10 N2 -64.3(4) . . . . ? C14 C9 C10 N2 175.0(3) . . . . ? O5 C15 C16 C17 -178.0(3) . . . . ? C20 C15 C16 C17 0.7(4) . . . . ? O5 C15 C16 N3 -0.6(4) . . . . ? C20 C15 C16 N3 178.2(3) . . . . ? C15 C16 C17 C18 -2.9(5) . . . . ? N3 C16 C17 C18 179.7(3) . . . . ? C16 C17 C18 C19 2.4(5) . . . . ? C16 C17 C18 N4 -179.1(3) . . . . ? C17 C18 C19 C20 0.3(5) . . . . ? N4 C18 C19 C20 -178.3(3) . . . . ? C18 C19 C20 C15 -2.7(5) . . . . ? C18 C19 C20 N5 177.3(3) . . . . ? O5 C15 C20 C19 -179.2(3) . . . . ? C16 C15 C20 C19 2.2(4) . . . . ? O5 C15 C20 N5 0.8(5) . . . . ? C16 C15 C20 N5 -177.8(3) . . . . ? C1 C2 N1 C5 -92.5(4) . . . . ? C1 C2 N1 C4 143.9(3) . . . . ? C1 C2 N1 Ag1 21.2(4) . . . . ? C6 C5 N1 C2 157.0(3) . . . . ? C6 C5 N1 C4 -80.0(3) . . . . ? C6 C5 N1 Ag1 38.7(3) . . . . ? C3 C4 N1 C2 -83.8(5) . . . . ? C3 C4 N1 C5 153.1(4) . . . . ? C3 C4 N1 Ag1 38.9(5) . . . . ? C7 C8 N2 C6 157.8(3) . . . . ? C7 C8 N2 C10 -80.1(3) . . . . ? C7 C8 N2 Ag1 44.5(3) . . . . ? C5 C6 N2 C8 -72.9(3) . . . . ? C5 C6 N2 C10 165.6(3) . . . . ? C5 C6 N2 Ag1 46.2(3) . . . . ? C9 C10 N2 C8 156.3(3) . . . . ? C9 C10 N2 C6 -81.6(3) . . . . ? C9 C10 N2 Ag1 31.8(3) . . . . ? C17 C16 N3 O7 -119.7(3) . . . . ? C15 C16 N3 O7 62.6(4) . . . . ? C17 C16 N3 O6 59.5(4) . . . . ? C15 C16 N3 O6 -118.2(3) . . . . ? C19 C18 N4 O8 166.0(4) . . . . ? C17 C18 N4 O8 -12.5(5) . . . . ? C19 C18 N4 O9 -13.3(5) . . . . ? C17 C18 N4 O9 168.2(3) . . . . ? C19 C20 N5 O11 -161.4(4) . . . . ? C15 C20 N5 O11 18.5(6) . . . . ? C19 C20 N5 O10 17.1(5) . . . . ? C15 C20 N5 O10 -163.0(4) . . . . ? C2 C1 O1 Ag1 64.5(3) . . . . ? C11 C1 O1 Ag1 -170.5(3) . . . . ? C8 C7 O3 Ag1 129.1(2) . . . 3_757 ? C13 C7 O3 Ag1 -107.3(3) . . . 3_757 ? C8 N2 Ag1 O3 -99.80(19) . . . 3_757 ? C6 N2 Ag1 O3 141.97(16) . . . 3_757 ? C10 N2 Ag1 O3 23.6(3) . . . 3_757 ? C8 N2 Ag1 N1 100.71(19) . . . . ? C6 N2 Ag1 N1 -17.52(17) . . . . ? C10 N2 Ag1 N1 -135.9(2) . . . . ? C8 N2 Ag1 O1 48.6(2) . . . . ? C6 N2 Ag1 O1 -69.59(19) . . . . ? C10 N2 Ag1 O1 172.00(19) . . . . ? C8 N2 Ag1 Ag1 -44.28(18) . . . 3_757 ? C6 N2 Ag1 Ag1 -162.51(15) . . . 3_757 ? C10 N2 Ag1 Ag1 79.1(2) . . . 3_757 ? C2 N1 Ag1 N2 -128.5(2) . . . . ? C5 N1 Ag1 N2 -10.19(18) . . . . ? C4 N1 Ag1 N2 109.0(2) . . . . ? C2 N1 Ag1 O3 70.3(3) . . . 3_757 ? C5 N1 Ag1 O3 -171.38(16) . . . 3_757 ? C4 N1 Ag1 O3 -52.2(3) . . . 3_757 ? C2 N1 Ag1 O1 10.0(2) . . . . ? C5 N1 Ag1 O1 128.2(2) . . . . ? C4 N1 Ag1 O1 -112.6(3) . . . . ? C2 N1 Ag1 Ag1 -23.6(3) . . . 3_757 ? C5 N1 Ag1 Ag1 94.7(2) . . . 3_757 ? C4 N1 Ag1 Ag1 -146.1(2) . . . 3_757 ? C1 O1 Ag1 N2 17.6(2) . . . . ? C1 O1 Ag1 O3 178.5(2) . . . 3_757 ? C1 O1 Ag1 N1 -37.8(2) . . . . ? C1 O1 Ag1 Ag1 123.9(2) . . . 3_757 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.600 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.059 _database_code_depnum_ccdc_archive 'CCDC 936204' ####################################################################### # # 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_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; Department of Chemistry University of Anywhere Sometown Somewhere, UK ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H30 Ag N2 O6, C6 H2 N3 O7' _chemical_formula_sum 'C18 H32 Ag N5 O13' _chemical_formula_weight 634.36 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 Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 9.194(5) _cell_length_b 20.952(5) _cell_length_c 13.625(5) _cell_angle_alpha 90.00 _cell_angle_beta 108.315(5) _cell_angle_gamma 90.00 _cell_volume 2491.7(17) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6866 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 22.18 _exptl_crystal_description Rectangular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.691 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 0.884 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5512 _exptl_absorpt_correction_T_max 0.7451 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction' _exptl_special_details ; Department of Chemistry University of Anywhere Sometown Somewhere, UK ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29302 _diffrn_reflns_av_R_equivalents 0.0828 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 24.83 _reflns_number_total 4245 _reflns_number_gt 3097 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Sir-92 (Altomare et al., 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; There are six bond distance and six antibumping restraints used in the refinement, again to fix the O-H distances for the hydrogens located by difference Fourier synthesis and take care of any short H H distances. 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^)+(0.0555P)^2^+1.3413P] 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 4245 _refine_ls_number_parameters 352 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0671 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1145 _refine_ls_wR_factor_gt 0.0985 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.1533(5) 0.2018(2) 1.0770(4) 0.0429(11) Uani 1 1 d . . . H1A H -0.2207 0.1685 1.0388 0.051 Uiso 1 1 calc R . . H1B H -0.2161 0.2330 1.0976 0.051 Uiso 1 1 calc R . . C2 C -0.0440(6) 0.1732(2) 1.1722(4) 0.0478(12) Uani 1 1 d . . . H2A H 0.0341 0.2041 1.2062 0.057 Uiso 1 1 calc R . . H2B H -0.0982 0.1610 1.2199 0.057 Uiso 1 1 calc R . . C3 C -0.1899(6) 0.2370(2) 0.9007(4) 0.0487(12) Uani 1 1 d . . . H3A H -0.1550 0.2695 0.8627 0.058 Uiso 1 1 calc R . . H3B H -0.2889 0.2503 0.9048 0.058 Uiso 1 1 calc R . . C4 C -0.2094(6) 0.1756(2) 0.8416(4) 0.0539(13) Uani 1 1 d . . . H4A H -0.2278 0.1407 0.8831 0.065 Uiso 1 1 calc R . . H4B H -0.2957 0.1785 0.7787 0.065 Uiso 1 1 calc R . . C5 C -0.0330(6) 0.2987(2) 1.0456(4) 0.0451(11) Uani 1 1 d . . . H5A H 0.0119 0.2972 1.1202 0.054 Uiso 1 1 calc R . . H5B H -0.1237 0.3253 1.0299 0.054 Uiso 1 1 calc R . . C6 C 0.0810(6) 0.3295(2) 1.0001(4) 0.0475(12) Uani 1 1 d . . . H6A H 0.0372 0.3305 0.9254 0.057 Uiso 1 1 calc R . . H6B H 0.0980 0.3733 1.0241 0.057 Uiso 1 1 calc R . . C7 C 0.4070(6) 0.1514(2) 0.9157(4) 0.0434(11) Uani 1 1 d . . . H7A H 0.4784 0.1223 0.8997 0.052 Uiso 1 1 calc R . . H7B H 0.4640 0.1890 0.9476 0.052 Uiso 1 1 calc R . . C8 C 0.2873(6) 0.1708(3) 0.8161(4) 0.0541(13) Uani 1 1 d . . . H8A H 0.2179 0.1355 0.7896 0.065 Uiso 1 1 calc R . . H8B H 0.2281 0.2064 0.8290 0.065 Uiso 1 1 calc R . . C9 C 0.4689(5) 0.1170(2) 1.0923(3) 0.0411(11) Uani 1 1 d . . . H9A H 0.4471 0.0820 1.1322 0.049 Uiso 1 1 calc R . . H9B H 0.5637 0.1069 1.0787 0.049 Uiso 1 1 calc R . . C10 C 0.4933(6) 0.1755(2) 1.1565(4) 0.0452(11) Uani 1 1 d . . . H10A H 0.5880 0.1715 1.2133 0.054 Uiso 1 1 calc R . . H10B H 0.5034 0.2118 1.1150 0.054 Uiso 1 1 calc R . . C11 C 0.2990(6) 0.0538(2) 0.9562(4) 0.0422(11) Uani 1 1 d . . . H11A H 0.3915 0.0290 0.9658 0.051 Uiso 1 1 calc R . . H11B H 0.2433 0.0544 0.8828 0.051 Uiso 1 1 calc R . . C12 C 0.2026(7) 0.0212(2) 1.0116(4) 0.0587(14) Uani 1 1 d . . . H12A H 0.2437 0.0299 1.0851 0.070 Uiso 1 1 calc R . . H12B H 0.0991 0.0379 0.9871 0.070 Uiso 1 1 calc R . . C13 C 0.2993(5) 0.43698(19) 0.8900(3) 0.0369(10) Uani 1 1 d . . . C14 C 0.2081(5) 0.4903(2) 0.9019(3) 0.0404(11) Uani 1 1 d . . . C15 C 0.2128(6) 0.5159(2) 0.9961(4) 0.0467(12) Uani 1 1 d . . . H15 H 0.1484 0.5494 0.9998 0.056 Uiso 1 1 calc R . . C16 C 0.3147(6) 0.4909(2) 1.0845(4) 0.0472(12) Uani 1 1 d . . . C17 C 0.4111(6) 0.4416(2) 1.0810(3) 0.0447(12) Uani 1 1 d . . . H17 H 0.4800 0.4257 1.1416 0.054 Uiso 1 1 calc R . . C18 C 0.4048(5) 0.4157(2) 0.9870(3) 0.0398(11) Uani 1 1 d . . . N1 N -0.0799(4) 0.23322(16) 1.0073(3) 0.0361(8) Uani 1 1 d . . . N2 N 0.3430(4) 0.12023(16) 0.9912(3) 0.0322(8) Uani 1 1 d . . . N3 N 0.1033(6) 0.5218(2) 0.8121(3) 0.0609(12) Uani 1 1 d . . . N4 N 0.3186(7) 0.5182(3) 1.1840(4) 0.0720(15) Uani 1 1 d . . . N5 N 0.5099(5) 0.3641(2) 0.9894(4) 0.0564(11) Uani 1 1 d . . . O1 O 0.0247(4) 0.11890(17) 1.1433(3) 0.0538(9) Uani 1 1 d D . . H1 H 0.106(4) 0.108(3) 1.187(3) 0.065 Uiso 1 1 d D . . O2 O -0.0735(6) 0.1651(2) 0.8179(4) 0.0950(16) Uani 1 1 d D . . H2 H -0.049(7) 0.1268(13) 0.822(6) 0.114 Uiso 1 1 d D . . O3 O 0.2216(4) 0.29790(17) 1.0264(3) 0.0530(9) Uani 1 1 d D . . H3 H 0.249(5) 0.2986(18) 1.0893(16) 0.064 Uiso 1 1 d D . . O4 O 0.3587(5) 0.18886(18) 0.7421(3) 0.0643(10) Uani 1 1 d D . . H4 H 0.376(6) 0.2279(11) 0.745(4) 0.077 Uiso 1 1 d D . . O5 O 0.3691(4) 0.18695(15) 1.1974(3) 0.0476(8) Uani 1 1 d D . . H5 H 0.366(6) 0.161(2) 1.241(3) 0.057 Uiso 1 1 d D . . O6 O 0.1991(5) -0.04532(17) 0.9953(3) 0.0762(12) Uani 1 1 d D . . H6 H 0.122(4) -0.0571(14) 0.946(4) 0.091 Uiso 1 1 d D . . O7 O 0.2842(4) 0.41092(16) 0.8046(2) 0.0547(9) Uani 1 1 d . . . O8 O 0.1282(7) 0.5181(2) 0.7310(4) 0.121(2) Uani 1 1 d . . . O9 O -0.0001(6) 0.5539(3) 0.8231(4) 0.1025(17) Uani 1 1 d . . . O10 O 0.2368(7) 0.5632(2) 1.1854(4) 0.1081(18) Uani 1 1 d . . . O11 O 0.4066(7) 0.4940(2) 1.2613(3) 0.0960(16) Uani 1 1 d . . . O12 O 0.5876(6) 0.3436(3) 1.0697(4) 0.1078(18) Uani 1 1 d . . . O13 O 0.5222(9) 0.3442(4) 0.9129(4) 0.176(4) Uani 1 1 d . . . Ag1 Ag 0.13913(4) 0.175685(16) 1.00774(3) 0.04023(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(3) 0.046(3) 0.053(3) -0.002(2) 0.022(2) -0.005(2) C2 0.056(3) 0.054(3) 0.040(3) -0.002(2) 0.024(3) -0.004(2) C3 0.038(3) 0.052(3) 0.054(3) 0.001(2) 0.011(2) 0.002(2) C4 0.044(3) 0.066(3) 0.045(3) -0.004(3) 0.004(3) 0.001(3) C5 0.043(3) 0.037(2) 0.057(3) -0.004(2) 0.019(2) 0.003(2) C6 0.047(3) 0.038(3) 0.056(3) 0.002(2) 0.013(3) -0.003(2) C7 0.044(3) 0.044(3) 0.047(3) 0.007(2) 0.021(2) 0.001(2) C8 0.051(3) 0.069(4) 0.042(3) 0.019(2) 0.014(3) 0.001(3) C9 0.034(3) 0.049(3) 0.038(3) 0.006(2) 0.007(2) 0.006(2) C10 0.039(3) 0.050(3) 0.043(3) 0.000(2) 0.008(2) -0.009(2) C11 0.045(3) 0.037(2) 0.043(3) -0.002(2) 0.012(2) 0.005(2) C12 0.073(4) 0.045(3) 0.060(3) -0.001(2) 0.025(3) -0.016(3) C13 0.043(3) 0.031(2) 0.037(3) -0.0015(19) 0.013(2) -0.005(2) C14 0.047(3) 0.036(2) 0.038(3) -0.003(2) 0.014(2) 0.000(2) C15 0.060(3) 0.030(2) 0.059(3) -0.007(2) 0.031(3) -0.003(2) C16 0.067(3) 0.043(3) 0.036(3) -0.012(2) 0.023(3) -0.017(3) C17 0.049(3) 0.051(3) 0.032(3) 0.002(2) 0.010(2) -0.015(2) C18 0.037(3) 0.041(2) 0.042(3) 0.004(2) 0.013(2) -0.001(2) N1 0.036(2) 0.0332(19) 0.041(2) 0.0008(16) 0.0151(17) -0.0031(16) N2 0.032(2) 0.0313(18) 0.0344(19) 0.0018(15) 0.0124(16) 0.0018(15) N3 0.082(4) 0.049(3) 0.046(3) -0.001(2) 0.012(2) 0.019(2) N4 0.108(4) 0.067(3) 0.050(3) -0.019(3) 0.037(3) -0.030(3) N5 0.046(3) 0.067(3) 0.052(3) 0.004(2) 0.009(2) 0.013(2) O1 0.053(2) 0.056(2) 0.049(2) 0.0022(17) 0.0103(17) 0.0034(18) O2 0.069(3) 0.125(4) 0.086(3) -0.046(3) 0.018(3) 0.011(3) O3 0.050(2) 0.053(2) 0.059(2) -0.0010(17) 0.0212(19) -0.0074(17) O4 0.083(3) 0.063(2) 0.053(2) 0.0108(19) 0.030(2) -0.004(2) O5 0.056(2) 0.048(2) 0.0424(19) 0.0017(15) 0.0208(17) -0.0006(16) O6 0.082(3) 0.044(2) 0.090(3) 0.002(2) 0.009(2) -0.012(2) O7 0.064(2) 0.058(2) 0.0358(19) -0.0082(16) 0.0067(17) 0.0193(17) O8 0.194(6) 0.112(4) 0.059(3) 0.029(3) 0.042(3) 0.096(4) O9 0.098(4) 0.120(4) 0.081(3) 0.006(3) 0.016(3) 0.066(3) O10 0.160(5) 0.092(4) 0.089(3) -0.039(3) 0.064(4) 0.007(4) O11 0.151(5) 0.094(3) 0.043(3) -0.017(2) 0.029(3) -0.039(3) O12 0.101(4) 0.140(4) 0.073(3) 0.035(3) 0.014(3) 0.069(4) O13 0.204(7) 0.237(7) 0.055(3) -0.025(4) -0.004(4) 0.179(6) Ag1 0.0348(2) 0.0426(2) 0.0451(2) 0.00070(16) 0.01528(16) 0.00665(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.481(5) . ? C1 C2 1.494(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 O1 1.416(6) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N1 1.489(6) . ? C3 C4 1.498(7) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 O2 1.403(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C4 H2 1.88(6) . ? C5 N1 1.482(6) . ? C5 C6 1.520(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 O3 1.395(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N2 1.487(5) . ? C7 C8 1.510(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 O4 1.417(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.483(6) . ? C9 N2 1.497(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O5 1.439(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N2 1.486(5) . ? C11 C12 1.499(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 O6 1.410(6) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 O7 1.253(5) . ? C13 C14 1.436(6) . ? C13 C18 1.442(6) . ? C14 C15 1.380(6) . ? C14 N3 1.456(6) . ? C15 C16 1.376(7) . ? C15 H15 0.9300 . ? C16 C17 1.372(7) . ? C16 N4 1.462(6) . ? C17 C18 1.374(6) . ? C17 H17 0.9300 . ? C18 N5 1.444(6) . ? N1 Ag1 2.346(4) . ? N2 Ag1 2.276(3) . ? N3 O8 1.199(6) . ? N3 O9 1.211(6) . ? N4 O10 1.211(7) . ? N4 O11 1.218(7) . ? N5 O13 1.161(6) . ? N5 O12 1.183(6) . ? O1 H1 0.83(2) . ? O2 H2 0.84(5) . ? O3 H3 0.814(19) . ? O4 H4 0.83(2) . ? O5 H5 0.80(4) . ? O6 H6 0.84(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 N1 C1 C2 114.7(4) . . ? N1 C1 H1A 108.6 . . ? C2 C1 H1A 108.6 . . ? N1 C1 H1B 108.6 . . ? C2 C1 H1B 108.6 . . ? H1A C1 H1B 107.6 . . ? O1 C2 C1 108.6(4) . . ? O1 C2 H2A 110.0 . . ? C1 C2 H2A 110.0 . . ? O1 C2 H2B 110.0 . . ? C1 C2 H2B 110.0 . . ? H2A C2 H2B 108.4 . . ? N1 C3 C4 114.1(4) . . ? N1 C3 H3A 108.7 . . ? C4 C3 H3A 108.7 . . ? N1 C3 H3B 108.7 . . ? C4 C3 H3B 108.7 . . ? H3A C3 H3B 107.6 . . ? O2 C4 C3 107.1(4) . . ? O2 C4 H4A 110.3 . . ? C3 C4 H4A 110.3 . . ? O2 C4 H4B 110.3 . . ? C3 C4 H4B 110.3 . . ? H4A C4 H4B 108.6 . . ? C3 C4 H2 125(2) . . ? H4A C4 H2 87.8 . . ? H4B C4 H2 111.7 . . ? N1 C5 C6 114.4(4) . . ? N1 C5 H5A 108.7 . . ? C6 C5 H5A 108.7 . . ? N1 C5 H5B 108.7 . . ? C6 C5 H5B 108.7 . . ? H5A C5 H5B 107.6 . . ? O3 C6 C5 113.3(4) . . ? O3 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? O3 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? N2 C7 C8 113.9(4) . . ? N2 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? N2 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? O4 C8 C7 109.9(4) . . ? O4 C8 H8A 109.7 . . ? C7 C8 H8A 109.7 . . ? O4 C8 H8B 109.7 . . ? C7 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? C10 C9 N2 115.8(4) . . ? C10 C9 H9A 108.3 . . ? N2 C9 H9A 108.3 . . ? C10 C9 H9B 108.3 . . ? N2 C9 H9B 108.3 . . ? H9A C9 H9B 107.4 . . ? O5 C10 C9 112.0(4) . . ? O5 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? O5 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N2 C11 C12 114.2(4) . . ? N2 C11 H11A 108.7 . . ? C12 C11 H11A 108.7 . . ? N2 C11 H11B 108.7 . . ? C12 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? O6 C12 C11 111.0(4) . . ? O6 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? O6 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? O7 C13 C14 123.1(4) . . ? O7 C13 C18 124.3(4) . . ? C14 C13 C18 112.6(4) . . ? C15 C14 C13 124.0(4) . . ? C15 C14 N3 115.1(4) . . ? C13 C14 N3 120.9(4) . . ? C16 C15 C14 118.6(4) . . ? C16 C15 H15 120.7 . . ? C14 C15 H15 120.7 . . ? C17 C16 C15 121.8(4) . . ? C17 C16 N4 119.9(5) . . ? C15 C16 N4 118.3(5) . . ? C16 C17 C18 119.3(5) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C17 C18 C13 123.5(4) . . ? C17 C18 N5 116.2(4) . . ? C13 C18 N5 120.3(4) . . ? C1 N1 C5 109.0(3) . . ? C1 N1 C3 110.1(4) . . ? C5 N1 C3 109.1(3) . . ? C1 N1 Ag1 109.5(3) . . ? C5 N1 Ag1 108.6(3) . . ? C3 N1 Ag1 110.4(3) . . ? C11 N2 C7 108.5(3) . . ? C11 N2 C9 107.8(3) . . ? C7 N2 C9 107.3(3) . . ? C11 N2 Ag1 111.1(3) . . ? C7 N2 Ag1 111.2(3) . . ? C9 N2 Ag1 110.8(2) . . ? O8 N3 O9 122.3(5) . . ? O8 N3 C14 118.5(5) . . ? O9 N3 C14 119.1(4) . . ? O10 N4 O11 123.9(5) . . ? O10 N4 C16 119.0(6) . . ? O11 N4 C16 117.2(6) . . ? O13 N5 O12 119.9(5) . . ? O13 N5 C18 120.2(5) . . ? O12 N5 C18 119.8(5) . . ? C2 O1 H1 114(4) . . ? C4 O2 H2 112(5) . . ? C6 O3 H3 103(2) . . ? C8 O4 H4 111(4) . . ? C10 O5 H5 113(4) . . ? C12 O6 H6 112.7(19) . . ? N2 Ag1 N1 174.46(12) . . ? 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 N1 C1 C2 O1 -70.5(5) . . . . ? N1 C3 C4 O2 -71.0(6) . . . . ? N1 C5 C6 O3 -63.9(6) . . . . ? N2 C7 C8 O4 -169.1(4) . . . . ? N2 C9 C10 O5 69.6(5) . . . . ? N2 C11 C12 O6 -164.4(4) . . . . ? O7 C13 C14 C15 173.7(5) . . . . ? C18 C13 C14 C15 -4.1(6) . . . . ? O7 C13 C14 N3 -7.1(7) . . . . ? C18 C13 C14 N3 175.1(4) . . . . ? C13 C14 C15 C16 2.5(7) . . . . ? N3 C14 C15 C16 -176.7(4) . . . . ? C14 C15 C16 C17 0.2(7) . . . . ? C14 C15 C16 N4 -179.8(4) . . . . ? C15 C16 C17 C18 -0.9(7) . . . . ? N4 C16 C17 C18 179.1(4) . . . . ? C16 C17 C18 C13 -1.1(7) . . . . ? C16 C17 C18 N5 179.9(4) . . . . ? O7 C13 C18 C17 -174.4(5) . . . . ? C14 C13 C18 C17 3.3(6) . . . . ? O7 C13 C18 N5 4.6(7) . . . . ? C14 C13 C18 N5 -177.7(4) . . . . ? C2 C1 N1 C5 -82.5(5) . . . . ? C2 C1 N1 C3 157.8(4) . . . . ? C2 C1 N1 Ag1 36.3(4) . . . . ? C6 C5 N1 C1 164.0(4) . . . . ? C6 C5 N1 C3 -75.8(5) . . . . ? C6 C5 N1 Ag1 44.7(5) . . . . ? C4 C3 N1 C1 -78.0(5) . . . . ? C4 C3 N1 C5 162.4(4) . . . . ? C4 C3 N1 Ag1 43.1(5) . . . . ? C12 C11 N2 C7 -167.5(4) . . . . ? C12 C11 N2 C9 76.5(5) . . . . ? C12 C11 N2 Ag1 -45.0(5) . . . . ? C8 C7 N2 C11 75.9(5) . . . . ? C8 C7 N2 C9 -167.9(4) . . . . ? C8 C7 N2 Ag1 -46.6(5) . . . . ? C10 C9 N2 C11 -160.3(4) . . . . ? C10 C9 N2 C7 83.0(5) . . . . ? C10 C9 N2 Ag1 -38.5(4) . . . . ? C15 C14 N3 O8 155.0(6) . . . . ? C13 C14 N3 O8 -24.3(8) . . . . ? C15 C14 N3 O9 -20.7(7) . . . . ? C13 C14 N3 O9 160.0(5) . . . . ? C17 C16 N4 O10 177.3(5) . . . . ? C15 C16 N4 O10 -2.7(8) . . . . ? C17 C16 N4 O11 -2.0(7) . . . . ? C15 C16 N4 O11 178.0(5) . . . . ? C17 C18 N5 O13 -172.3(7) . . . . ? C13 C18 N5 O13 8.6(9) . . . . ? C17 C18 N5 O12 5.0(7) . . . . ? C13 C18 N5 O12 -174.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 24.83 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.849 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.097 _database_code_depnum_ccdc_archive 'CCDC 929555'