# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Miao Du' _publ_contact_author_address ; Tianjin 300387 ; _publ_contact_author_email dumiao@public.tpt.tj.cn loop_ _publ_author_name 'Miao Du' 'Chun-Sen Liu' #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 761951' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 O6 Zn' _chemical_formula_weight 315.57 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.8248(5) _cell_length_b 8.8552(4) _cell_length_c 25.3482(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2429.8(2) _cell_formula_units_Z 8 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3423 _cell_measurement_theta_min 3.0527 _cell_measurement_theta_max 28.2181 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 2.041 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6738 _exptl_absorpt_correction_T_max 0.7360 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 14853 _diffrn_reflns_av_R_equivalents 0.0534 _diffrn_reflns_av_sigmaI/netI 0.0493 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2143 _reflns_number_gt 1264 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0150P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2143 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0498 _refine_ls_wR_factor_gt 0.0473 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.18106(3) -0.00149(5) 0.496638(14) 0.03048(10) Uani 1 1 d . . . C1 C 0.1876(3) 0.2930(3) 0.56158(12) 0.0234(7) Uani 1 1 d . . . C2 C 0.1435(2) 0.2402(3) 0.61443(12) 0.0218(7) Uani 1 1 d . . . C3 C 0.2046(3) 0.2862(4) 0.65900(12) 0.0327(8) Uani 1 1 d . . . H3A H 0.2708 0.3525 0.6558 0.039 Uiso 1 1 calc R . . C4 C 0.1696(3) 0.2356(4) 0.70921(12) 0.0341(8) Uani 1 1 d . . . C5 C 0.2311(3) 0.2818(4) 0.75602(13) 0.0515(11) Uani 1 1 d . . . H5A H 0.2984 0.3468 0.7537 0.062 Uiso 1 1 calc R . . C6 C 0.1931(4) 0.2321(5) 0.80418(14) 0.0639(12) Uani 1 1 d . . . H6A H 0.2354 0.2619 0.8344 0.077 Uiso 1 1 calc R . . C7 C 0.0920(4) 0.1378(5) 0.80848(14) 0.0641(13) Uani 1 1 d . . . H7A H 0.0656 0.1068 0.8417 0.077 Uiso 1 1 calc R . . C8 C 0.0309(3) 0.0896(4) 0.76489(13) 0.0527(11) Uani 1 1 d . . . H8A H -0.0362 0.0249 0.7685 0.063 Uiso 1 1 calc R . . C9 C 0.0679(3) 0.1366(4) 0.71409(12) 0.0330(8) Uani 1 1 d . . . C10 C 0.0079(3) 0.0890(3) 0.66786(11) 0.0319(7) Uani 1 1 d . . . H10A H -0.0583 0.0224 0.6706 0.038 Uiso 1 1 calc R . . C11 C 0.0432(2) 0.1370(3) 0.61917(11) 0.0213(7) Uani 1 1 d . . . C12 C -0.0309(3) 0.0868(4) 0.57260(12) 0.0247(8) Uani 1 1 d . . . O1 O 0.17151(17) 0.2145(2) 0.52146(7) 0.0285(5) Uani 1 1 d . . . O2 O 0.24072(19) 0.4195(2) 0.56065(8) 0.0392(6) Uani 1 1 d . . . O3 O -0.0196(2) -0.0449(2) 0.55552(9) 0.0472(7) Uani 1 1 d . . . O4 O -0.1062(2) 0.1738(2) 0.55113(8) 0.0399(6) Uani 1 1 d . . . O5 O 0.31781(18) 0.0389(2) 0.44500(9) 0.0503(7) Uani 1 1 d . . . H1W H 0.3777 -0.0231 0.4441 0.060 Uiso 1 1 d R . . H2W H 0.3430 0.1298 0.4457 0.060 Uiso 1 1 d R . . O6 O 0.51890(19) 0.8656(2) 0.43456(9) 0.0574(7) Uani 1 1 d . . . H3W H 0.5923 0.8997 0.4352 0.069 Uiso 1 1 d R . . H4W H 0.5165 0.7701 0.4377 0.069 Uiso 1 1 d R . . 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 Zn1 0.03347(16) 0.02420(15) 0.03376(18) -0.0043(2) -0.0070(2) -0.0007(2) C1 0.0149(15) 0.0254(17) 0.0299(18) 0.0030(15) -0.0024(17) 0.0068(16) C2 0.0201(17) 0.0198(18) 0.0256(18) -0.0034(15) -0.0005(14) 0.0006(12) C3 0.0249(19) 0.040(2) 0.033(2) -0.0036(17) 0.0008(16) -0.0051(15) C4 0.0352(19) 0.039(2) 0.0285(19) -0.0074(17) -0.0062(18) 0.0050(18) C5 0.051(2) 0.066(3) 0.037(2) -0.014(2) -0.012(2) 0.001(2) C6 0.076(3) 0.088(3) 0.028(2) -0.013(2) -0.020(2) 0.025(3) C7 0.085(4) 0.086(4) 0.021(2) 0.002(2) 0.005(2) 0.018(3) C8 0.066(3) 0.061(3) 0.031(2) 0.0046(19) 0.009(2) 0.001(2) C9 0.037(2) 0.038(2) 0.024(2) -0.0005(17) 0.0021(17) 0.0076(16) C10 0.0330(18) 0.0322(18) 0.0305(18) 0.0027(15) 0.0043(18) -0.0057(18) C11 0.0209(16) 0.0230(17) 0.0200(17) -0.0030(14) -0.0007(14) 0.0025(12) C12 0.020(2) 0.025(2) 0.029(2) 0.0002(16) 0.0091(15) -0.0094(15) O1 0.0377(12) 0.0208(11) 0.0270(12) -0.0018(9) 0.0019(11) -0.0014(11) O2 0.0522(15) 0.0296(13) 0.0359(14) -0.0049(12) 0.0092(12) -0.0195(12) O3 0.0565(16) 0.0322(15) 0.0528(15) -0.0159(11) -0.0189(13) 0.0050(12) O4 0.0417(13) 0.0313(14) 0.0468(15) -0.0001(13) -0.0198(12) 0.0054(12) O5 0.0492(13) 0.0298(16) 0.0719(17) -0.0086(12) 0.0193(14) -0.0002(12) O6 0.0455(16) 0.0365(13) 0.0903(19) 0.0076(14) -0.0031(15) -0.0029(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.959(2) 8_655 ? Zn1 O5 2.0080(19) . ? Zn1 O1 2.0162(19) . ? Zn1 O4 2.110(2) 5_556 ? Zn1 O3 2.230(2) 5_556 ? Zn1 C12 2.508(3) 5_556 ? C1 O1 1.244(3) . ? C1 O2 1.260(3) . ? C1 C2 1.497(4) . ? C2 C3 1.371(4) . ? C2 C11 1.424(3) . ? C3 C4 1.402(4) . ? C3 H3A 0.9300 . ? C4 C9 1.412(4) . ? C4 C5 1.421(4) . ? C5 C6 1.361(5) . ? C5 H5A 0.9300 . ? C6 C7 1.380(5) . ? C6 H6A 0.9300 . ? C7 C8 1.357(5) . ? C7 H7A 0.9300 . ? C8 C9 1.411(4) . ? C8 H8A 0.9300 . ? C9 C10 1.405(4) . ? C10 C11 1.360(4) . ? C10 H10A 0.9300 . ? C11 C12 1.495(4) . ? C12 O4 1.246(3) . ? C12 O3 1.250(3) . ? C12 Zn1 2.508(3) 5_556 ? O2 Zn1 1.959(2) 8_665 ? O3 Zn1 2.230(2) 5_556 ? O4 Zn1 2.110(2) 5_556 ? O5 H1W 0.8500 . ? O5 H2W 0.8500 . ? O6 H3W 0.8500 . ? O6 H4W 0.8500 . ? 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 O2 Zn1 O5 106.54(9) 8_655 . ? O2 Zn1 O1 95.87(8) 8_655 . ? O5 Zn1 O1 94.15(8) . . ? O2 Zn1 O4 112.53(9) 8_655 5_556 ? O5 Zn1 O4 92.17(9) . 5_556 ? O1 Zn1 O4 147.72(8) . 5_556 ? O2 Zn1 O3 153.58(9) 8_655 5_556 ? O5 Zn1 O3 99.13(9) . 5_556 ? O1 Zn1 O3 88.28(8) . 5_556 ? O4 Zn1 O3 59.46(7) 5_556 5_556 ? O2 Zn1 C12 138.75(10) 8_655 5_556 ? O5 Zn1 C12 94.31(9) . 5_556 ? O1 Zn1 C12 118.10(9) . 5_556 ? O4 Zn1 C12 29.73(8) 5_556 5_556 ? O3 Zn1 C12 29.87(8) 5_556 5_556 ? O1 C1 O2 123.1(3) . . ? O1 C1 C2 120.8(3) . . ? O2 C1 C2 116.1(3) . . ? C3 C2 C11 119.3(3) . . ? C3 C2 C1 119.4(3) . . ? C11 C2 C1 121.3(3) . . ? C2 C3 C4 121.5(3) . . ? C2 C3 H3A 119.2 . . ? C4 C3 H3A 119.2 . . ? C3 C4 C9 119.3(3) . . ? C3 C4 C5 122.6(3) . . ? C9 C4 C5 118.1(3) . . ? C6 C5 C4 120.9(4) . . ? C6 C5 H5A 119.5 . . ? C4 C5 H5A 119.5 . . ? C5 C6 C7 120.4(4) . . ? C5 C6 H6A 119.8 . . ? C7 C6 H6A 119.8 . . ? C8 C7 C6 120.8(4) . . ? C8 C7 H7A 119.6 . . ? C6 C7 H7A 119.6 . . ? C7 C8 C9 120.8(4) . . ? C7 C8 H8A 119.6 . . ? C9 C8 H8A 119.6 . . ? C10 C9 C8 122.8(3) . . ? C10 C9 C4 118.3(3) . . ? C8 C9 C4 119.0(3) . . ? C11 C10 C9 122.2(3) . . ? C11 C10 H10A 118.9 . . ? C9 C10 H10A 118.9 . . ? C10 C11 C2 119.4(3) . . ? C10 C11 C12 118.2(3) . . ? C2 C11 C12 122.2(3) . . ? O4 C12 O3 119.3(3) . . ? O4 C12 C11 120.8(3) . . ? O3 C12 C11 119.9(3) . . ? O4 C12 Zn1 57.13(15) . 5_556 ? O3 C12 Zn1 62.64(17) . 5_556 ? C11 C12 Zn1 171.8(2) . 5_556 ? C1 O1 Zn1 141.07(18) . . ? C1 O2 Zn1 122.0(2) . 8_665 ? C12 O3 Zn1 87.49(19) . 5_556 ? C12 O4 Zn1 93.14(18) . 5_556 ? Zn1 O5 H1W 117.7 . . ? Zn1 O5 H2W 113.0 . . ? H1W O5 H2W 111.6 . . ? H3W O6 H4W 112.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 151.2(3) . . . . ? O2 C1 C2 C3 -28.9(4) . . . . ? O1 C1 C2 C11 -25.6(4) . . . . ? O2 C1 C2 C11 154.4(3) . . . . ? C11 C2 C3 C4 -0.9(4) . . . . ? C1 C2 C3 C4 -177.7(3) . . . . ? C2 C3 C4 C9 -0.9(4) . . . . ? C2 C3 C4 C5 -179.8(3) . . . . ? C3 C4 C5 C6 178.9(3) . . . . ? C9 C4 C5 C6 -0.1(5) . . . . ? C4 C5 C6 C7 -1.2(6) . . . . ? C5 C6 C7 C8 1.7(6) . . . . ? C6 C7 C8 C9 -0.9(6) . . . . ? C7 C8 C9 C10 179.6(3) . . . . ? C7 C8 C9 C4 -0.4(5) . . . . ? C3 C4 C9 C10 1.9(4) . . . . ? C5 C4 C9 C10 -179.1(3) . . . . ? C3 C4 C9 C8 -178.1(3) . . . . ? C5 C4 C9 C8 0.9(4) . . . . ? C8 C9 C10 C11 178.9(3) . . . . ? C4 C9 C10 C11 -1.1(4) . . . . ? C9 C10 C11 C2 -0.6(4) . . . . ? C9 C10 C11 C12 -176.6(3) . . . . ? C3 C2 C11 C10 1.6(4) . . . . ? C1 C2 C11 C10 178.4(3) . . . . ? C3 C2 C11 C12 177.5(3) . . . . ? C1 C2 C11 C12 -5.8(4) . . . . ? C10 C11 C12 O4 102.5(3) . . . . ? C2 C11 C12 O4 -73.3(4) . . . . ? C10 C11 C12 O3 -76.0(4) . . . . ? C2 C11 C12 O3 108.2(3) . . . . ? O2 C1 O1 Zn1 137.8(2) . . . . ? C2 C1 O1 Zn1 -42.2(4) . . . . ? O2 Zn1 O1 C1 -8.8(3) 8_655 . . . ? O5 Zn1 O1 C1 -116.0(3) . . . . ? O4 Zn1 O1 C1 143.3(3) 5_556 . . . ? O3 Zn1 O1 C1 145.0(3) 5_556 . . . ? C12 Zn1 O1 C1 146.9(3) 5_556 . . . ? O1 C1 O2 Zn1 -6.1(4) . . . 8_665 ? C2 C1 O2 Zn1 173.90(17) . . . 8_665 ? O4 C12 O3 Zn1 -7.4(3) . . . 5_556 ? C11 C12 O3 Zn1 171.1(2) . . . 5_556 ? O3 C12 O4 Zn1 7.8(3) . . . 5_556 ? C11 C12 O4 Zn1 -170.7(2) . . . 5_556 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.241 _refine_diff_density_min -0.382 _refine_diff_density_rms 0.056 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 761953' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H42 N4 O18 Zn5' _chemical_formula_weight 1529.91 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' Zn Zn 0.2839 1.4301 '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 7.2752(7) _cell_length_b 13.8489(15) _cell_length_c 15.5737(14) _cell_angle_alpha 84.229(8) _cell_angle_beta 88.532(7) _cell_angle_gamma 84.578(8) _cell_volume 1554.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2987 _cell_measurement_theta_min 3.0764 _cell_measurement_theta_max 30.4891 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.635 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 1.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7048 _exptl_absorpt_correction_T_max 0.7690 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 10129 _diffrn_reflns_av_R_equivalents 0.0484 _diffrn_reflns_av_sigmaI/netI 0.1281 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5452 _reflns_number_gt 3210 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0198P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5452 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0812 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.0866 _refine_ls_wR_factor_gt 0.0840 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Zn1 Zn -0.5000 1.0000 0.0000 0.0185(3) Uani 1 2 d S . . Zn2 Zn -0.16672(9) 0.97394(5) -0.13429(4) 0.02063(19) Uani 1 1 d . . . Zn3 Zn -0.13841(9) 0.83008(5) 0.06659(4) 0.02015(19) Uani 1 1 d . . . C1 C 0.1278(8) 0.8176(5) -0.0892(4) 0.0227(15) Uani 1 1 d . . . C2 C 0.2536(8) 0.7462(4) -0.1362(3) 0.0223(14) Uani 1 1 d . . . C3 C 0.1798(8) 0.6672(4) -0.1617(3) 0.0270(15) Uani 1 1 d . . . H3 H 0.0549 0.6606 -0.1514 0.032 Uiso 1 1 calc R . . C4 C 0.2889(9) 0.5944(4) -0.2038(3) 0.0299(16) Uani 1 1 d . . . C5 C 0.2153(10) 0.5093(5) -0.2267(4) 0.0457(19) Uani 1 1 d . . . H5 H 0.0910 0.5012 -0.2162 0.055 Uiso 1 1 calc R . . C6 C 0.3233(13) 0.4404(6) -0.2634(5) 0.064(2) Uani 1 1 d . . . H6 H 0.2743 0.3844 -0.2771 0.077 Uiso 1 1 calc R . . C7 C 0.5126(12) 0.4530(6) -0.2813(4) 0.064(2) Uani 1 1 d . . . H7 H 0.5865 0.4053 -0.3072 0.077 Uiso 1 1 calc R . . C8 C 0.5863(10) 0.5334(5) -0.2611(4) 0.0463(19) Uani 1 1 d . . . H8 H 0.7099 0.5412 -0.2738 0.056 Uiso 1 1 calc R . . C9 C 0.4779(8) 0.6050(4) -0.2211(3) 0.0258(15) Uani 1 1 d . . . C10 C 0.5492(8) 0.6903(5) -0.1956(3) 0.0281(15) Uani 1 1 d . . . H10 H 0.6721 0.6998 -0.2085 0.034 Uiso 1 1 calc R . . C11 C 0.4447(7) 0.7586(4) -0.1532(3) 0.0174(14) Uani 1 1 d . . . C12 C 0.5330(8) 0.8407(4) -0.1199(3) 0.0188(14) Uani 1 1 d . . . C13 C 0.1153(7) 0.8108(5) 0.1835(3) 0.0228(14) Uani 1 1 d . . . C14 C 0.2360(7) 0.8065(4) 0.2619(3) 0.0202(13) Uani 1 1 d . . . C15 C 0.1603(8) 0.7693(5) 0.3393(4) 0.0369(17) Uani 1 1 d . . . H15 H 0.0426 0.7483 0.3391 0.044 Uiso 1 1 calc R . . C16 C 0.2526(9) 0.7618(5) 0.4180(3) 0.0374(17) Uani 1 1 d . . . C17 C 0.1679(11) 0.7329(6) 0.4969(4) 0.074(3) Uani 1 1 d . . . H17 H 0.0463 0.7172 0.4979 0.088 Uiso 1 1 calc R . . C18 C 0.2594(14) 0.7275(7) 0.5711(5) 0.095(3) Uani 1 1 d . . . H18 H 0.2015 0.7078 0.6230 0.114 Uiso 1 1 calc R . . C19 C 0.4452(15) 0.7518(7) 0.5703(5) 0.099(4) Uani 1 1 d . . . H19 H 0.5080 0.7483 0.6220 0.119 Uiso 1 1 calc R . . C20 C 0.5314(11) 0.7800(6) 0.4949(4) 0.069(3) Uani 1 1 d . . . H20 H 0.6529 0.7955 0.4954 0.082 Uiso 1 1 calc R . . C21 C 0.4394(9) 0.7859(5) 0.4166(3) 0.0379(17) Uani 1 1 d . . . C22 C 0.5178(8) 0.8186(4) 0.3374(3) 0.0314(16) Uani 1 1 d . . . H22 H 0.6411 0.8314 0.3357 0.038 Uiso 1 1 calc R . . C23 C 0.4203(7) 0.8327(4) 0.2615(3) 0.0191(13) Uani 1 1 d . . . C24 C 0.5205(8) 0.8736(4) 0.1825(3) 0.0169(14) Uani 1 1 d . . . C25 C 0.0632(9) 0.9922(5) -0.3052(4) 0.0412(19) Uani 1 1 d . . . H25 H 0.1543 0.9974 -0.2656 0.049 Uiso 1 1 calc R . . C26 C 0.1087(9) 1.0030(5) -0.3918(4) 0.0440(19) Uani 1 1 d . . . H26 H 0.2275 1.0168 -0.4091 0.053 Uiso 1 1 calc R . . C27 C -0.0203(8) 0.9936(4) -0.4530(3) 0.0299(15) Uani 1 1 d . . . C28 C -0.1942(8) 0.9737(5) -0.4211(4) 0.0409(18) Uani 1 1 d . . . H28 H -0.2878 0.9675 -0.4592 0.049 Uiso 1 1 calc R . . C29 C -0.2286(9) 0.9632(5) -0.3335(3) 0.0361(17) Uani 1 1 d . . . H29 H -0.3450 0.9474 -0.3141 0.043 Uiso 1 1 calc R . . C30 C -0.4607(8) 0.7011(4) 0.0602(3) 0.0261(15) Uani 1 1 d . . . H30 H -0.5295 0.7529 0.0830 0.031 Uiso 1 1 calc R . . C31 C -0.5501(8) 0.6211(4) 0.0438(3) 0.0279(16) Uani 1 1 d . . . H31 H -0.6760 0.6204 0.0554 0.034 Uiso 1 1 calc R . . C32 C -0.4532(8) 0.5421(4) 0.0101(3) 0.0213(14) Uani 1 1 d . . . C33 C -0.2668(8) 0.5485(5) -0.0034(4) 0.0359(17) Uani 1 1 d . . . H33 H -0.1942 0.4973 -0.0252 0.043 Uiso 1 1 calc R . . C34 C -0.1871(8) 0.6298(4) 0.0151(4) 0.0311(16) Uani 1 1 d . . . H34 H -0.0604 0.6309 0.0062 0.037 Uiso 1 1 calc R . . O1 O 0.0933(5) 0.9033(3) -0.1235(2) 0.0269(10) Uani 1 1 d . . . O2 O 0.0616(5) 0.7810(3) -0.0201(2) 0.0276(10) Uani 1 1 d . . . O3 O 0.4529(5) 0.8780(3) -0.0579(2) 0.0233(9) Uani 1 1 d . . . O4 O 0.6838(5) 0.8622(3) -0.1545(2) 0.0301(10) Uani 1 1 d . . . O5 O 0.0642(5) 0.8915(3) 0.1408(2) 0.0251(10) Uani 1 1 d . . . O6 O 0.0556(5) 0.7325(3) 0.1675(2) 0.0380(11) Uani 1 1 d . . . O7 O 0.4300(5) 0.9322(3) 0.1288(2) 0.0251(10) Uani 1 1 d . . . O8 O 0.6882(5) 0.8491(3) 0.1760(2) 0.0249(10) Uani 1 1 d . . . O9 O -0.2228(4) 0.9608(3) 0.00002(18) 0.0185(9) Uani 1 1 d . . . H9 H -0.1441 1.0026 -0.0017 0.022 Uiso 1 1 d R . . N1 N -0.1049(7) 0.9745(3) -0.2754(3) 0.0296(13) Uani 1 1 d . . . N2 N -0.2814(6) 0.7076(3) 0.0452(3) 0.0216(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0158(6) 0.0212(7) 0.0185(5) -0.0044(4) 0.0019(4) 0.0008(5) Zn2 0.0178(4) 0.0243(5) 0.0196(4) -0.0030(3) 0.0028(3) -0.0010(3) Zn3 0.0172(4) 0.0211(5) 0.0219(4) -0.0020(3) 0.0008(3) -0.0011(3) C1 0.017(4) 0.024(4) 0.028(4) -0.006(3) -0.001(3) -0.005(3) C2 0.028(4) 0.028(4) 0.009(3) 0.004(2) -0.001(2) 0.001(3) C3 0.024(4) 0.032(4) 0.026(3) -0.007(3) -0.001(3) -0.005(3) C4 0.045(5) 0.023(4) 0.021(3) -0.001(3) -0.007(3) 0.001(3) C5 0.054(5) 0.036(5) 0.051(4) -0.018(4) -0.001(4) -0.016(4) C6 0.097(8) 0.036(6) 0.066(5) -0.027(4) -0.002(5) -0.015(5) C7 0.092(7) 0.047(6) 0.057(5) -0.035(4) 0.006(5) 0.010(5) C8 0.056(5) 0.029(5) 0.055(5) -0.022(4) 0.010(4) 0.007(4) C9 0.033(4) 0.027(4) 0.016(3) -0.005(3) 0.003(3) 0.000(3) C10 0.023(4) 0.035(4) 0.026(3) -0.005(3) 0.007(3) 0.001(3) C11 0.021(3) 0.022(4) 0.009(3) 0.002(2) 0.003(2) -0.002(3) C12 0.021(4) 0.019(4) 0.014(3) -0.001(3) -0.001(2) 0.005(3) C13 0.013(3) 0.039(5) 0.016(3) -0.002(3) 0.009(2) -0.004(3) C14 0.018(3) 0.022(4) 0.018(3) 0.003(2) 0.005(2) 0.000(3) C15 0.030(4) 0.041(5) 0.038(4) 0.002(3) 0.010(3) -0.006(3) C16 0.051(5) 0.043(5) 0.015(3) 0.008(3) 0.001(3) 0.004(4) C17 0.077(6) 0.104(8) 0.035(5) 0.022(4) 0.005(4) -0.015(5) C18 0.121(9) 0.135(10) 0.025(5) 0.017(5) 0.014(5) -0.022(7) C19 0.145(10) 0.134(10) 0.020(5) 0.008(5) -0.024(5) -0.024(8) C20 0.085(6) 0.097(7) 0.024(4) 0.013(4) -0.014(4) -0.024(5) C21 0.051(5) 0.046(5) 0.015(3) 0.008(3) -0.005(3) -0.006(4) C22 0.024(4) 0.039(4) 0.031(4) 0.001(3) -0.005(3) -0.008(3) C23 0.020(3) 0.015(3) 0.022(3) -0.004(2) 0.004(2) 0.000(3) C24 0.017(4) 0.026(4) 0.010(3) -0.002(3) -0.003(2) -0.011(3) C25 0.037(4) 0.067(6) 0.022(4) -0.011(3) 0.002(3) -0.014(4) C26 0.032(4) 0.072(6) 0.029(4) -0.004(3) 0.004(3) -0.014(4) C27 0.032(4) 0.038(4) 0.021(3) -0.008(3) 0.004(3) -0.005(3) C28 0.033(4) 0.066(6) 0.026(4) -0.008(3) 0.002(3) -0.012(4) C29 0.036(4) 0.057(5) 0.019(4) -0.010(3) 0.006(3) -0.019(4) C30 0.028(4) 0.021(4) 0.029(4) -0.005(3) 0.004(3) 0.000(3) C31 0.022(4) 0.031(4) 0.032(4) 0.000(3) 0.001(3) -0.012(3) C32 0.025(4) 0.015(4) 0.024(3) -0.003(3) -0.002(3) 0.001(3) C33 0.026(4) 0.027(4) 0.055(4) -0.006(3) 0.004(3) -0.002(3) C34 0.023(4) 0.020(4) 0.050(4) -0.004(3) 0.001(3) 0.000(3) O1 0.014(2) 0.036(3) 0.030(2) -0.003(2) 0.0074(17) -0.001(2) O2 0.029(3) 0.024(3) 0.030(2) -0.0052(19) 0.0147(19) -0.002(2) O3 0.020(2) 0.033(3) 0.018(2) -0.0103(18) 0.0038(17) -0.0047(19) O4 0.019(2) 0.035(3) 0.039(2) -0.0158(19) 0.0159(19) -0.007(2) O5 0.024(2) 0.030(3) 0.022(2) -0.0009(19) -0.0029(17) -0.005(2) O6 0.041(3) 0.036(3) 0.039(3) -0.005(2) -0.003(2) -0.012(2) O7 0.017(2) 0.043(3) 0.014(2) 0.0020(19) 0.0028(16) -0.003(2) O8 0.012(2) 0.038(3) 0.024(2) -0.0043(18) 0.0023(16) 0.003(2) O9 0.017(2) 0.033(3) 0.0049(18) 0.0030(16) 0.0027(14) -0.0038(18) N1 0.028(3) 0.036(4) 0.025(3) -0.003(2) 0.005(2) -0.004(3) N2 0.020(3) 0.017(3) 0.027(3) 0.000(2) 0.000(2) -0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O9 2.039(3) . ? Zn1 O9 2.039(3) 2_475 ? Zn1 O3 2.054(4) 1_455 ? Zn1 O3 2.054(4) 2_575 ? Zn1 O7 2.196(3) 2_575 ? Zn1 O7 2.196(3) 1_455 ? Zn2 O4 2.027(4) 1_455 ? Zn2 O1 2.049(4) . ? Zn2 O5 2.064(4) 2_575 ? Zn2 O9 2.114(3) . ? Zn2 O7 2.216(4) 2_575 ? Zn2 N1 2.231(4) . ? Zn3 O9 2.042(3) . ? Zn3 O2 2.074(4) . ? Zn3 O8 2.117(3) 1_455 ? Zn3 N2 2.129(4) . ? Zn3 O5 2.180(3) . ? Zn3 O6 2.369(4) . ? C1 O2 1.247(6) . ? C1 O1 1.258(6) . ? C1 C2 1.513(8) . ? C2 C3 1.361(7) . ? C2 C11 1.432(7) . ? C3 C4 1.426(8) . ? C3 H3 0.9300 . ? C4 C9 1.413(7) . ? C4 C5 1.420(8) . ? C5 C6 1.341(9) . ? C5 H5 0.9300 . ? C6 C7 1.422(9) . ? C6 H6 0.9300 . ? C7 C8 1.348(8) . ? C7 H7 0.9300 . ? C8 C9 1.394(8) . ? C8 H8 0.9300 . ? C9 C10 1.428(7) . ? C10 C11 1.369(7) . ? C10 H10 0.9300 . ? C11 C12 1.498(7) . ? C12 O3 1.247(6) . ? C12 O4 1.258(6) . ? C13 O6 1.256(6) . ? C13 O5 1.270(6) . ? C13 C14 1.514(7) . ? C14 C15 1.385(7) . ? C14 C23 1.421(7) . ? C15 C16 1.403(7) . ? C15 H15 0.9300 . ? C16 C17 1.400(8) . ? C16 C21 1.429(8) . ? C17 C18 1.340(10) . ? C17 H17 0.9300 . ? C18 C19 1.423(11) . ? C18 H18 0.9300 . ? C19 C20 1.357(9) . ? C19 H19 0.9300 . ? C20 C21 1.398(8) . ? C20 H20 0.9300 . ? C21 C22 1.397(7) . ? C22 C23 1.381(7) . ? C22 H22 0.9300 . ? C23 C24 1.503(7) . ? C24 O8 1.239(6) . ? C24 O7 1.258(6) . ? C25 N1 1.332(7) . ? C25 C26 1.376(7) . ? C25 H25 0.9300 . ? C26 C27 1.379(8) . ? C26 H26 0.9300 . ? C27 C28 1.389(7) . ? C27 C27 1.483(10) 2_574 ? C28 C29 1.377(7) . ? C28 H28 0.9300 . ? C29 N1 1.323(6) . ? C29 H29 0.9300 . ? C30 N2 1.329(6) . ? C30 C31 1.385(7) . ? C30 H30 0.9300 . ? C31 C32 1.386(8) . ? C31 H31 0.9300 . ? C32 C33 1.377(7) . ? C32 C32 1.468(10) 2_465 ? C33 C34 1.371(8) . ? C33 H33 0.9300 . ? C34 N2 1.341(7) . ? C34 H34 0.9300 . ? O3 Zn1 2.054(4) 1_655 ? O4 Zn2 2.027(4) 1_655 ? O5 Zn2 2.064(4) 2_575 ? O7 Zn1 2.196(3) 1_655 ? O7 Zn2 2.216(4) 2_575 ? O8 Zn3 2.117(3) 1_655 ? O9 H9 0.8500 . ? 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 O9 Zn1 O9 180.0 . 2_475 ? O9 Zn1 O3 91.03(14) . 1_455 ? O9 Zn1 O3 88.97(14) 2_475 1_455 ? O9 Zn1 O3 88.97(14) . 2_575 ? O9 Zn1 O3 91.03(14) 2_475 2_575 ? O3 Zn1 O3 180.00(16) 1_455 2_575 ? O9 Zn1 O7 81.34(12) . 2_575 ? O9 Zn1 O7 98.66(12) 2_475 2_575 ? O3 Zn1 O7 87.48(14) 1_455 2_575 ? O3 Zn1 O7 92.52(14) 2_575 2_575 ? O9 Zn1 O7 98.66(12) . 1_455 ? O9 Zn1 O7 81.34(12) 2_475 1_455 ? O3 Zn1 O7 92.52(14) 1_455 1_455 ? O3 Zn1 O7 87.48(14) 2_575 1_455 ? O7 Zn1 O7 180.00(19) 2_575 1_455 ? O4 Zn2 O1 100.93(16) 1_455 . ? O4 Zn2 O5 163.40(15) 1_455 2_575 ? O1 Zn2 O5 91.71(15) . 2_575 ? O4 Zn2 O9 93.06(13) 1_455 . ? O1 Zn2 O9 94.55(14) . . ? O5 Zn2 O9 96.65(13) 2_575 . ? O4 Zn2 O7 88.07(15) 1_455 2_575 ? O1 Zn2 O7 169.40(15) . 2_575 ? O5 Zn2 O7 80.58(14) 2_575 2_575 ? O9 Zn2 O7 79.26(13) . 2_575 ? O4 Zn2 N1 83.37(15) 1_455 . ? O1 Zn2 N1 83.17(16) . . ? O5 Zn2 N1 87.54(15) 2_575 . ? O9 Zn2 N1 175.30(16) . . ? O7 Zn2 N1 103.60(15) 2_575 . ? O9 Zn3 O2 98.52(14) . . ? O9 Zn3 O8 96.07(14) . 1_455 ? O2 Zn3 O8 165.16(14) . 1_455 ? O9 Zn3 N2 117.62(15) . . ? O2 Zn3 N2 87.41(17) . . ? O8 Zn3 N2 88.22(16) 1_455 . ? O9 Zn3 O5 93.82(14) . . ? O2 Zn3 O5 92.19(14) . . ? O8 Zn3 O5 84.14(13) 1_455 . ? N2 Zn3 O5 148.28(16) . . ? O9 Zn3 O6 151.59(13) . . ? O2 Zn3 O6 82.28(15) . . ? O8 Zn3 O6 83.60(14) 1_455 . ? N2 Zn3 O6 90.79(15) . . ? O5 Zn3 O6 57.82(13) . . ? O2 C1 O1 126.9(6) . . ? O2 C1 C2 113.8(5) . . ? O1 C1 C2 119.2(5) . . ? C3 C2 C11 119.9(6) . . ? C3 C2 C1 117.7(5) . . ? C11 C2 C1 122.5(5) . . ? C2 C3 C4 121.7(6) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C9 C4 C5 118.5(6) . . ? C9 C4 C3 119.4(5) . . ? C5 C4 C3 122.1(6) . . ? C6 C5 C4 120.6(7) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 120.1(7) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C8 C7 C6 120.7(7) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 120.3(7) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C8 C9 C4 119.8(6) . . ? C8 C9 C10 122.9(6) . . ? C4 C9 C10 117.3(6) . . ? C11 C10 C9 123.0(5) . . ? C11 C10 H10 118.5 . . ? C9 C10 H10 118.5 . . ? C10 C11 C2 118.7(5) . . ? C10 C11 C12 120.2(5) . . ? C2 C11 C12 121.0(5) . . ? O3 C12 O4 126.5(5) . . ? O3 C12 C11 116.3(5) . . ? O4 C12 C11 117.2(5) . . ? O6 C13 O5 121.7(5) . . ? O6 C13 C14 116.8(5) . . ? O5 C13 C14 121.2(5) . . ? C15 C14 C23 118.2(5) . . ? C15 C14 C13 115.9(5) . . ? C23 C14 C13 125.8(4) . . ? C14 C15 C16 123.1(6) . . ? C14 C15 H15 118.4 . . ? C16 C15 H15 118.4 . . ? C17 C16 C15 122.5(6) . . ? C17 C16 C21 119.4(6) . . ? C15 C16 C21 118.1(5) . . ? C18 C17 C16 121.0(7) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C19 119.9(7) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C20 C19 C18 120.6(7) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 120.7(7) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? C22 C21 C20 123.4(6) . . ? C22 C21 C16 118.2(5) . . ? C20 C21 C16 118.4(5) . . ? C23 C22 C21 122.9(5) . . ? C23 C22 H22 118.5 . . ? C21 C22 H22 118.5 . . ? C22 C23 C14 119.2(4) . . ? C22 C23 C24 116.7(5) . . ? C14 C23 C24 124.1(4) . . ? O8 C24 O7 124.5(5) . . ? O8 C24 C23 117.5(5) . . ? O7 C24 C23 118.0(5) . . ? N1 C25 C26 123.3(6) . . ? N1 C25 H25 118.4 . . ? C26 C25 H25 118.4 . . ? C25 C26 C27 120.5(6) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C26 C27 C28 115.7(5) . . ? C26 C27 C27 122.8(7) . 2_574 ? C28 C27 C27 121.5(7) . 2_574 ? C29 C28 C27 120.3(6) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? N1 C29 C28 123.5(6) . . ? N1 C29 H29 118.3 . . ? C28 C29 H29 118.3 . . ? N2 C30 C31 123.4(6) . . ? N2 C30 H30 118.3 . . ? C31 C30 H30 118.3 . . ? C30 C31 C32 120.4(6) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C33 C32 C31 115.8(5) . . ? C33 C32 C32 123.0(7) . 2_465 ? C31 C32 C32 121.2(7) . 2_465 ? C34 C33 C32 120.6(6) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? N2 C34 C33 123.8(6) . . ? N2 C34 H34 118.1 . . ? C33 C34 H34 118.1 . . ? C1 O1 Zn2 124.1(3) . . ? C1 O2 Zn3 134.0(4) . . ? C12 O3 Zn1 130.8(3) . 1_655 ? C12 O4 Zn2 128.7(4) . 1_655 ? C13 O5 Zn2 131.5(3) . 2_575 ? C13 O5 Zn3 94.2(3) . . ? Zn2 O5 Zn3 133.76(18) 2_575 . ? C13 O6 Zn3 86.0(3) . . ? C24 O7 Zn1 132.5(4) . 1_655 ? C24 O7 Zn2 134.5(3) . 2_575 ? Zn1 O7 Zn2 92.21(14) 1_655 2_575 ? C24 O8 Zn3 131.4(3) . 1_655 ? Zn1 O9 Zn3 116.25(15) . . ? Zn1 O9 Zn2 99.92(13) . . ? Zn3 O9 Zn2 116.55(17) . . ? Zn1 O9 H9 122.1 . . ? Zn3 O9 H9 114.1 . . ? Zn2 O9 H9 81.2 . . ? C29 N1 C25 116.6(5) . . ? C29 N1 Zn2 124.0(4) . . ? C25 N1 Zn2 119.3(4) . . ? C30 N2 C34 116.0(5) . . ? C30 N2 Zn3 124.9(4) . . ? C34 N2 Zn3 119.1(4) . . ? 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 O2 C1 C2 C3 60.7(7) . . . . ? O1 C1 C2 C3 -115.9(6) . . . . ? O2 C1 C2 C11 -118.4(5) . . . . ? O1 C1 C2 C11 65.0(7) . . . . ? C11 C2 C3 C4 1.3(8) . . . . ? C1 C2 C3 C4 -177.8(5) . . . . ? C2 C3 C4 C9 -1.2(8) . . . . ? C2 C3 C4 C5 176.8(5) . . . . ? C9 C4 C5 C6 0.4(9) . . . . ? C3 C4 C5 C6 -177.5(6) . . . . ? C4 C5 C6 C7 -1.2(11) . . . . ? C5 C6 C7 C8 0.6(11) . . . . ? C6 C7 C8 C9 0.9(11) . . . . ? C7 C8 C9 C4 -1.7(9) . . . . ? C7 C8 C9 C10 178.0(6) . . . . ? C5 C4 C9 C8 1.0(8) . . . . ? C3 C4 C9 C8 179.0(5) . . . . ? C5 C4 C9 C10 -178.6(5) . . . . ? C3 C4 C9 C10 -0.6(8) . . . . ? C8 C9 C10 C11 -177.2(5) . . . . ? C4 C9 C10 C11 2.4(8) . . . . ? C9 C10 C11 C2 -2.3(8) . . . . ? C9 C10 C11 C12 173.4(5) . . . . ? C3 C2 C11 C10 0.5(7) . . . . ? C1 C2 C11 C10 179.5(5) . . . . ? C3 C2 C11 C12 -175.3(4) . . . . ? C1 C2 C11 C12 3.8(7) . . . . ? C10 C11 C12 O3 -155.0(5) . . . . ? C2 C11 C12 O3 20.7(7) . . . . ? C10 C11 C12 O4 22.0(7) . . . . ? C2 C11 C12 O4 -162.4(5) . . . . ? O6 C13 C14 C15 -55.5(7) . . . . ? O5 C13 C14 C15 118.6(6) . . . . ? O6 C13 C14 C23 121.4(6) . . . . ? O5 C13 C14 C23 -64.5(8) . . . . ? C23 C14 C15 C16 3.9(9) . . . . ? C13 C14 C15 C16 -178.9(6) . . . . ? C14 C15 C16 C17 173.7(7) . . . . ? C14 C15 C16 C21 -5.6(10) . . . . ? C15 C16 C17 C18 -179.3(8) . . . . ? C21 C16 C17 C18 0.0(12) . . . . ? C16 C17 C18 C19 0.3(15) . . . . ? C17 C18 C19 C20 -0.4(16) . . . . ? C18 C19 C20 C21 0.1(14) . . . . ? C19 C20 C21 C22 177.0(8) . . . . ? C19 C20 C21 C16 0.2(12) . . . . ? C17 C16 C21 C22 -177.3(6) . . . . ? C15 C16 C21 C22 2.1(9) . . . . ? C17 C16 C21 C20 -0.2(10) . . . . ? C15 C16 C21 C20 179.1(7) . . . . ? C20 C21 C22 C23 -173.9(7) . . . . ? C16 C21 C22 C23 3.0(10) . . . . ? C21 C22 C23 C14 -4.7(9) . . . . ? C21 C22 C23 C24 176.6(6) . . . . ? C15 C14 C23 C22 1.2(8) . . . . ? C13 C14 C23 C22 -175.7(6) . . . . ? C15 C14 C23 C24 179.9(5) . . . . ? C13 C14 C23 C24 3.0(9) . . . . ? C22 C23 C24 O8 34.6(7) . . . . ? C14 C23 C24 O8 -144.1(6) . . . . ? C22 C23 C24 O7 -143.6(5) . . . . ? C14 C23 C24 O7 37.7(8) . . . . ? N1 C25 C26 C27 -1.6(11) . . . . ? C25 C26 C27 C28 0.5(10) . . . . ? C25 C26 C27 C27 178.8(7) . . . 2_574 ? C26 C27 C28 C29 -0.9(10) . . . . ? C27 C27 C28 C29 -179.2(7) 2_574 . . . ? C27 C28 C29 N1 2.5(11) . . . . ? N2 C30 C31 C32 0.1(8) . . . . ? C30 C31 C32 C33 1.3(8) . . . . ? C30 C31 C32 C32 -178.2(6) . . . 2_465 ? C31 C32 C33 C34 -0.8(8) . . . . ? C32 C32 C33 C34 178.7(6) 2_465 . . . ? C32 C33 C34 N2 -1.2(9) . . . . ? O2 C1 O1 Zn2 -44.5(8) . . . . ? C2 C1 O1 Zn2 131.6(4) . . . . ? O4 Zn2 O1 C1 -35.3(4) 1_455 . . . ? O5 Zn2 O1 C1 155.5(4) 2_575 . . . ? O9 Zn2 O1 C1 58.7(4) . . . . ? O7 Zn2 O1 C1 112.5(8) 2_575 . . . ? N1 Zn2 O1 C1 -117.2(4) . . . . ? O1 C1 O2 Zn3 4.9(9) . . . . ? C2 C1 O2 Zn3 -171.4(3) . . . . ? O9 Zn3 O2 C1 4.8(5) . . . . ? O8 Zn3 O2 C1 -164.7(5) 1_455 . . . ? N2 Zn3 O2 C1 122.3(5) . . . . ? O5 Zn3 O2 C1 -89.4(5) . . . . ? O6 Zn3 O2 C1 -146.5(5) . . . . ? O4 C12 O3 Zn1 11.7(9) . . . 1_655 ? C11 C12 O3 Zn1 -171.7(3) . . . 1_655 ? O3 C12 O4 Zn2 -8.8(8) . . . 1_655 ? C11 C12 O4 Zn2 174.7(3) . . . 1_655 ? O6 C13 O5 Zn2 -167.2(4) . . . 2_575 ? C14 C13 O5 Zn2 19.0(7) . . . 2_575 ? O6 C13 O5 Zn3 5.4(5) . . . . ? C14 C13 O5 Zn3 -168.4(4) . . . . ? O9 Zn3 O5 C13 178.9(3) . . . . ? O2 Zn3 O5 C13 -82.4(3) . . . . ? O8 Zn3 O5 C13 83.2(3) 1_455 . . . ? N2 Zn3 O5 C13 6.3(5) . . . . ? O6 Zn3 O5 C13 -2.9(3) . . . . ? O9 Zn3 O5 Zn2 -8.7(3) . . . 2_575 ? O2 Zn3 O5 Zn2 90.0(3) . . . 2_575 ? O8 Zn3 O5 Zn2 -104.4(3) 1_455 . . 2_575 ? N2 Zn3 O5 Zn2 178.6(3) . . . 2_575 ? O6 Zn3 O5 Zn2 169.5(3) . . . 2_575 ? O5 C13 O6 Zn3 -5.0(5) . . . . ? C14 C13 O6 Zn3 169.1(4) . . . . ? O9 Zn3 O6 C13 6.8(5) . . . . ? O2 Zn3 O6 C13 100.5(3) . . . . ? O8 Zn3 O6 C13 -84.2(3) 1_455 . . . ? N2 Zn3 O6 C13 -172.3(3) . . . . ? O5 Zn3 O6 C13 2.9(3) . . . . ? O8 C24 O7 Zn1 9.1(9) . . . 1_655 ? C23 C24 O7 Zn1 -172.9(3) . . . 1_655 ? O8 C24 O7 Zn2 -157.7(4) . . . 2_575 ? C23 C24 O7 Zn2 20.2(7) . . . 2_575 ? O7 C24 O8 Zn3 -33.3(8) . . . 1_655 ? C23 C24 O8 Zn3 148.7(4) . . . 1_655 ? O3 Zn1 O9 Zn3 -60.16(17) 1_455 . . . ? O3 Zn1 O9 Zn3 119.84(17) 2_575 . . . ? O7 Zn1 O9 Zn3 -147.45(19) 2_575 . . . ? O7 Zn1 O9 Zn3 32.55(19) 1_455 . . . ? O3 Zn1 O9 Zn2 66.16(15) 1_455 . . . ? O3 Zn1 O9 Zn2 -113.84(15) 2_575 . . . ? O7 Zn1 O9 Zn2 -21.13(14) 2_575 . . . ? O7 Zn1 O9 Zn2 158.87(14) 1_455 . . . ? O2 Zn3 O9 Zn1 138.93(17) . . . . ? O8 Zn3 O9 Zn1 -43.78(18) 1_455 . . . ? N2 Zn3 O9 Zn1 47.4(2) . . . . ? O5 Zn3 O9 Zn1 -128.28(17) . . . . ? O6 Zn3 O9 Zn1 -131.6(2) . . . . ? O2 Zn3 O9 Zn2 21.46(19) . . . . ? O8 Zn3 O9 Zn2 -161.24(16) 1_455 . . . ? N2 Zn3 O9 Zn2 -70.1(2) . . . . ? O5 Zn3 O9 Zn2 114.26(17) . . . . ? O6 Zn3 O9 Zn2 111.0(3) . . . . ? O4 Zn2 O9 Zn1 -66.38(17) 1_455 . . . ? O1 Zn2 O9 Zn1 -167.61(15) . . . . ? O5 Zn2 O9 Zn1 100.13(16) 2_575 . . . ? O7 Zn2 O9 Zn1 21.07(14) 2_575 . . . ? O4 Zn2 O9 Zn3 59.73(19) 1_455 . . . ? O1 Zn2 O9 Zn3 -41.50(19) . . . . ? O5 Zn2 O9 Zn3 -133.76(18) 2_575 . . . ? O7 Zn2 O9 Zn3 147.19(18) 2_575 . . . ? C28 C29 N1 C25 -3.4(10) . . . . ? C28 C29 N1 Zn2 173.0(5) . . . . ? C26 C25 N1 C29 2.9(10) . . . . ? C26 C25 N1 Zn2 -173.7(5) . . . . ? O4 Zn2 N1 C29 41.4(5) 1_455 . . . ? O1 Zn2 N1 C29 143.3(5) . . . . ? O5 Zn2 N1 C29 -124.7(5) 2_575 . . . ? O7 Zn2 N1 C29 -45.0(5) 2_575 . . . ? O4 Zn2 N1 C25 -142.3(5) 1_455 . . . ? O1 Zn2 N1 C25 -40.4(5) . . . . ? O5 Zn2 N1 C25 51.6(5) 2_575 . . . ? O7 Zn2 N1 C25 131.3(5) 2_575 . . . ? C31 C30 N2 C34 -2.1(8) . . . . ? C31 C30 N2 Zn3 178.5(4) . . . . ? C33 C34 N2 C30 2.6(8) . . . . ? C33 C34 N2 Zn3 -177.9(4) . . . . ? O9 Zn3 N2 C30 -60.3(4) . . . . ? O2 Zn3 N2 C30 -158.5(4) . . . . ? O8 Zn3 N2 C30 35.6(4) 1_455 . . . ? O5 Zn3 N2 C30 111.5(5) . . . . ? O6 Zn3 N2 C30 119.2(4) . . . . ? O9 Zn3 N2 C34 120.4(4) . . . . ? O2 Zn3 N2 C34 22.1(4) . . . . ? O8 Zn3 N2 C34 -143.7(4) 1_455 . . . ? O5 Zn3 N2 C34 -67.9(5) . . . . ? O6 Zn3 N2 C34 -60.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.093 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.106 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 761954' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H14 N2 O6 Zn' _chemical_formula_weight 407.67 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Aba2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1, z+1/2' '-x+1/2, y+1, z+1/2' _cell_length_a 22.2072(7) _cell_length_b 13.0160(5) _cell_length_c 11.4239(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3302.1(3) _cell_formula_units_Z 8 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2221 _cell_measurement_theta_min 2.9932 _cell_measurement_theta_max 28.2205 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 1.526 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6746 _exptl_absorpt_correction_T_max 0.7603 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 11266 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2887 _reflns_number_gt 2130 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0321P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(1) _refine_ls_number_reflns 2887 _refine_ls_number_parameters 235 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0672 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 Zn1 Zn 0.700580(17) 0.86831(3) 0.25386(6) 0.03277(13) Uani 1 1 d . . . C1 C 0.6659(2) 1.0532(3) 0.1686(4) 0.0337(11) Uani 1 1 d . . . C2 C 0.62534(18) 1.1386(3) 0.1269(4) 0.0289(10) Uani 1 1 d . . . C3 C 0.64671(17) 1.2423(3) 0.1194(4) 0.0286(10) Uani 1 1 d . . . C4 C 0.61262(18) 1.3147(3) 0.0650(4) 0.0341(11) Uani 1 1 d . . . H4 H 0.6273 1.3814 0.0596 0.041 Uiso 1 1 calc R . . C5 C 0.5556(2) 1.2922(4) 0.0162(4) 0.0340(12) Uani 1 1 d . . . C6 C 0.5200(2) 1.3666(3) -0.0397(5) 0.0469(13) Uani 1 1 d . . . H6 H 0.5349 1.4329 -0.0487 0.056 Uiso 1 1 calc R . . C7 C 0.4634(2) 1.3436(4) -0.0815(5) 0.0564(16) Uani 1 1 d . . . H7 H 0.4401 1.3937 -0.1179 0.068 Uiso 1 1 calc R . . C8 C 0.4414(2) 1.2427(4) -0.0680(5) 0.0505(15) Uani 1 1 d . . . H8 H 0.4031 1.2266 -0.0954 0.061 Uiso 1 1 calc R . . C9 C 0.4746(2) 1.1698(4) -0.0166(4) 0.0389(13) Uani 1 1 d . . . H9 H 0.4590 1.1037 -0.0099 0.047 Uiso 1 1 calc R . . C10 C 0.53298(19) 1.1907(4) 0.0280(4) 0.0313(11) Uani 1 1 d . . . C11 C 0.56957(19) 1.1165(3) 0.0834(4) 0.0320(11) Uani 1 1 d . . . H11 H 0.5551 1.0497 0.0905 0.038 Uiso 1 1 calc R . . C12 C 0.7974(2) 0.7753(4) 0.1820(5) 0.0333(14) Uani 1 1 d . . . C13 C 0.66312(18) 0.6466(3) 0.2873(4) 0.0398(15) Uani 1 1 d . . . H13 H 0.7033 0.6363 0.3069 0.048 Uiso 1 1 calc R . . C14 C 0.62515(18) 0.5628(3) 0.2843(4) 0.0424(15) Uani 1 1 d . . . H14 H 0.6395 0.4974 0.3015 0.051 Uiso 1 1 calc R . . C15 C 0.56561(16) 0.5777(3) 0.2553(5) 0.0326(9) Uani 1 1 d . . . C16 C 0.54601(19) 0.6765(3) 0.2330(4) 0.0403(14) Uani 1 1 d . . . H16 H 0.5058 0.6893 0.2156 0.048 Uiso 1 1 calc R . . C17 C 0.58678(17) 0.7551(3) 0.2371(5) 0.0375(12) Uani 1 1 d . . . H17 H 0.5733 0.8213 0.2207 0.045 Uiso 1 1 calc R . . N1 N 0.64459(13) 0.7420(2) 0.2633(5) 0.0326(8) Uani 1 1 d . . . N2 N 0.52724(12) 0.4893(2) 0.2559(4) 0.0384(8) Uani 1 1 d . . . O1 O 0.72121(14) 1.0636(2) 0.1615(3) 0.0467(9) Uani 1 1 d . . . O1W O 0.72628(16) 0.9248(2) 0.4046(3) 0.0546(9) Uani 1 1 d . . . H1WB H 0.7385 0.8761 0.4482 0.066 Uiso 1 1 d R . . H1WA H 0.7185 0.9851 0.4287 0.066 Uiso 1 1 d R . . O2 O 0.64044(13) 0.9721(2) 0.2054(3) 0.0458(9) Uani 1 1 d . . . O2W O 0.69495(16) 0.1096(3) 0.4782(3) 0.0672(11) Uani 1 1 d . . . H2WA H 0.7325 0.1127 0.4922 0.081 Uiso 1 1 d R . . H2WB H 0.6805 0.1595 0.4391 0.081 Uiso 1 1 d R . . O3 O 0.75931(14) 0.8271(2) 0.1250(3) 0.0493(9) Uani 1 1 d . . . O4 O 0.79176(16) 0.7591(3) 0.2878(3) 0.0537(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02471(19) 0.0251(2) 0.0485(3) 0.0025(4) 0.0026(4) -0.0021(2) C1 0.034(3) 0.029(3) 0.037(3) -0.008(2) -0.006(2) 0.006(2) C2 0.032(2) 0.023(2) 0.032(2) -0.005(2) 0.000(2) 0.005(2) C3 0.028(2) 0.024(2) 0.034(2) -0.0019(19) 0.000(2) 0.000(2) C4 0.033(3) 0.024(2) 0.045(3) -0.001(2) -0.003(2) -0.001(2) C5 0.036(3) 0.024(3) 0.041(3) -0.005(2) -0.006(3) 0.003(2) C6 0.045(3) 0.028(3) 0.068(4) 0.004(3) -0.011(3) 0.010(3) C7 0.043(3) 0.041(3) 0.084(5) -0.003(3) -0.024(3) 0.010(3) C8 0.030(3) 0.050(3) 0.072(4) -0.010(3) -0.015(3) 0.009(3) C9 0.038(3) 0.031(3) 0.047(3) -0.007(3) -0.009(3) -0.007(3) C10 0.030(3) 0.027(2) 0.038(3) -0.006(2) -0.003(2) 0.002(2) C11 0.030(2) 0.026(2) 0.039(3) -0.007(2) -0.001(2) -0.004(2) C12 0.034(3) 0.020(2) 0.046(4) -0.011(2) 0.009(3) -0.013(2) C13 0.023(2) 0.032(2) 0.064(5) 0.007(2) 0.004(2) -0.0028(19) C14 0.038(2) 0.028(2) 0.061(5) 0.006(2) 0.002(3) -0.002(2) C15 0.037(2) 0.0296(19) 0.031(2) -0.004(3) -0.001(4) -0.0116(18) C16 0.033(2) 0.038(2) 0.049(4) 0.011(2) -0.012(3) -0.009(2) C17 0.034(2) 0.0272(19) 0.051(4) 0.007(3) -0.006(3) -0.0078(18) N1 0.0289(17) 0.0277(16) 0.041(2) 0.001(2) -0.001(2) -0.0040(13) N2 0.0397(16) 0.0317(16) 0.0439(19) -0.005(3) 0.005(3) -0.0130(16) O1 0.0312(19) 0.0369(18) 0.072(3) 0.0064(17) 0.0047(16) 0.0050(16) O1W 0.078(2) 0.0270(17) 0.059(2) 0.0035(16) -0.020(2) 0.0066(18) O2 0.0395(18) 0.0265(16) 0.071(3) 0.0112(14) -0.0038(16) -0.0015(14) O2W 0.067(2) 0.056(2) 0.079(3) -0.007(2) -0.013(2) 0.012(2) O3 0.0399(19) 0.0325(17) 0.076(3) 0.0182(18) 0.0175(19) 0.0117(16) O4 0.042(2) 0.070(3) 0.049(3) -0.0130(18) 0.0146(18) -0.0106(19) _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 Zn1 O1W 1.957(3) . ? Zn1 O2 1.979(3) . ? Zn1 O3 2.038(3) . ? Zn1 N1 2.064(3) . ? C1 O1 1.238(5) . ? C1 O2 1.268(5) . ? C1 C2 1.509(5) . ? C2 C11 1.366(6) . ? C2 C3 1.433(5) . ? C3 C4 1.359(6) . ? C3 C12 1.495(6) 4_655 ? C4 C5 1.415(6) . ? C4 H4 0.9300 . ? C5 C6 1.404(7) . ? C5 C10 1.420(7) . ? C6 C7 1.377(7) . ? C6 H6 0.9300 . ? C7 C8 1.409(7) . ? C7 H7 0.9300 . ? C8 C9 1.338(7) . ? C8 H8 0.9300 . ? C9 C10 1.420(6) . ? C9 H9 0.9300 . ? C10 C11 1.412(6) . ? C11 H11 0.9300 . ? C12 O4 1.234(6) . ? C12 O3 1.263(6) . ? C12 C3 1.495(6) 4_645 ? C13 N1 1.337(5) . ? C13 C14 1.379(5) . ? C13 H13 0.9300 . ? C14 C15 1.377(5) . ? C14 H14 0.9300 . ? C15 C16 1.381(5) . ? C15 N2 1.431(4) . ? C16 C17 1.367(5) . ? C16 H16 0.9300 . ? C17 N1 1.329(5) . ? C17 H17 0.9300 . ? N2 N2 1.241(5) 2_665 ? O1W H1WB 0.8500 . ? O1W H1WA 0.8499 . ? O2W H2WA 0.8501 . ? O2W H2WB 0.8500 . ? 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 O1W Zn1 O2 100.76(13) . . ? O1W Zn1 O3 123.19(15) . . ? O2 Zn1 O3 114.16(14) . . ? O1W Zn1 N1 115.40(18) . . ? O2 Zn1 N1 98.73(12) . . ? O3 Zn1 N1 102.33(15) . . ? O1 C1 O2 123.8(4) . . ? O1 C1 C2 119.4(4) . . ? O2 C1 C2 116.8(4) . . ? C11 C2 C3 118.5(4) . . ? C11 C2 C1 120.1(4) . . ? C3 C2 C1 121.0(4) . . ? C4 C3 C2 119.7(4) . . ? C4 C3 C12 118.8(4) . 4_655 ? C2 C3 C12 121.2(4) . 4_655 ? C3 C4 C5 122.4(4) . . ? C3 C4 H4 118.8 . . ? C5 C4 H4 118.8 . . ? C6 C5 C4 122.7(5) . . ? C6 C5 C10 119.1(4) . . ? C4 C5 C10 118.1(4) . . ? C7 C6 C5 121.4(5) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? C6 C7 C8 118.7(5) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? C9 C8 C7 121.2(5) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 121.7(5) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C11 C10 C5 118.4(4) . . ? C11 C10 C9 123.8(4) . . ? C5 C10 C9 117.8(4) . . ? C2 C11 C10 122.7(4) . . ? C2 C11 H11 118.6 . . ? C10 C11 H11 118.6 . . ? O4 C12 O3 121.9(5) . . ? O4 C12 C3 120.2(5) . 4_645 ? O3 C12 C3 117.6(4) . 4_645 ? N1 C13 C14 122.8(4) . . ? N1 C13 H13 118.6 . . ? C14 C13 H13 118.6 . . ? C15 C14 C13 118.8(4) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 C15 C16 118.5(4) . . ? C14 C15 N2 117.2(3) . . ? C16 C15 N2 124.2(3) . . ? C17 C16 C15 118.8(4) . . ? C17 C16 H16 120.6 . . ? C15 C16 H16 120.6 . . ? N1 C17 C16 123.4(4) . . ? N1 C17 H17 118.3 . . ? C16 C17 H17 118.3 . . ? C17 N1 C13 117.6(3) . . ? C17 N1 Zn1 117.9(3) . . ? C13 N1 Zn1 124.4(3) . . ? N2 N2 C15 113.6(4) 2_665 . ? Zn1 O1W H1WB 109.2 . . ? Zn1 O1W H1WA 125.0 . . ? H1WB O1W H1WA 124.2 . . ? C1 O2 Zn1 111.1(3) . . ? H2WA O2W H2WB 115.6 . . ? C12 O3 Zn1 101.4(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C11 150.0(4) . . . . ? O2 C1 C2 C11 -27.4(6) . . . . ? O1 C1 C2 C3 -22.8(6) . . . . ? O2 C1 C2 C3 159.9(4) . . . . ? C11 C2 C3 C4 -3.0(6) . . . . ? C1 C2 C3 C4 169.9(4) . . . . ? C11 C2 C3 C12 170.1(4) . . . 4_655 ? C1 C2 C3 C12 -17.1(6) . . . 4_655 ? C2 C3 C4 C5 1.1(7) . . . . ? C12 C3 C4 C5 -172.1(4) 4_655 . . . ? C3 C4 C5 C6 179.7(5) . . . . ? C3 C4 C5 C10 1.7(6) . . . . ? C4 C5 C6 C7 -176.9(5) . . . . ? C10 C5 C6 C7 1.0(8) . . . . ? C5 C6 C7 C8 -0.4(9) . . . . ? C6 C7 C8 C9 -0.5(9) . . . . ? C7 C8 C9 C10 0.8(8) . . . . ? C6 C5 C10 C11 179.4(5) . . . . ? C4 C5 C10 C11 -2.6(6) . . . . ? C6 C5 C10 C9 -0.7(7) . . . . ? C4 C5 C10 C9 177.3(4) . . . . ? C8 C9 C10 C11 179.7(5) . . . . ? C8 C9 C10 C5 -0.2(7) . . . . ? C3 C2 C11 C10 2.1(6) . . . . ? C1 C2 C11 C10 -170.8(4) . . . . ? C5 C10 C11 C2 0.7(6) . . . . ? C9 C10 C11 C2 -179.2(5) . . . . ? N1 C13 C14 C15 0.0(8) . . . . ? C13 C14 C15 C16 -1.5(8) . . . . ? C13 C14 C15 N2 -178.4(4) . . . . ? C14 C15 C16 C17 2.0(8) . . . . ? N2 C15 C16 C17 178.7(5) . . . . ? C15 C16 C17 N1 -1.1(8) . . . . ? C16 C17 N1 C13 -0.4(8) . . . . ? C16 C17 N1 Zn1 175.8(4) . . . . ? C14 C13 N1 C17 0.9(8) . . . . ? C14 C13 N1 Zn1 -175.0(4) . . . . ? O1W Zn1 N1 C17 106.8(4) . . . . ? O2 Zn1 N1 C17 0.4(4) . . . . ? O3 Zn1 N1 C17 -116.8(4) . . . . ? O1W Zn1 N1 C13 -77.3(5) . . . . ? O2 Zn1 N1 C13 176.3(4) . . . . ? O3 Zn1 N1 C13 59.1(5) . . . . ? C14 C15 N2 N2 164.3(4) . . . 2_665 ? C16 C15 N2 N2 -12.5(6) . . . 2_665 ? O1 C1 O2 Zn1 1.9(6) . . . . ? C2 C1 O2 Zn1 179.1(3) . . . . ? O1W Zn1 O2 C1 76.2(3) . . . . ? O3 Zn1 O2 C1 -57.9(3) . . . . ? N1 Zn1 O2 C1 -165.7(3) . . . . ? O4 C12 O3 Zn1 2.1(6) . . . . ? C3 C12 O3 Zn1 -172.1(3) 4_645 . . . ? O1W Zn1 O3 C12 47.3(3) . . . . ? O2 Zn1 O3 C12 169.9(2) . . . . ? N1 Zn1 O3 C12 -84.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.409 _refine_diff_density_min -0.236 _refine_diff_density_rms 0.047 #===END # Attachment '- CIF.CIF' data_1 _database_code_depnum_ccdc_archive 'CCDC 783375' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H6 Ag2 O4' _chemical_formula_weight 429.91 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' 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.195(4) _cell_length_b 6.2492(7) _cell_length_c 10.7732(14) _cell_angle_alpha 90.00 _cell_angle_beta 100.507(16) _cell_angle_gamma 90.00 _cell_volume 1138.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 1741 _cell_measurement_theta_min 3.2461 _cell_measurement_theta_max 28.2176 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.509 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 3.441 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4458 _exptl_absorpt_correction_T_max 0.6444 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 4250 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0754 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2005 _reflns_number_gt 1347 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0278P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2005 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0671 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0798 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag 0.57595(4) 0.66454(9) 0.57729(5) 0.0331(2) Uani 1 1 d . . . Ag2 Ag 0.54648(5) 1.05234(10) 0.71787(6) 0.0414(2) Uani 1 1 d . . . C1 C 0.5957(5) 1.1715(11) 0.4642(7) 0.0258(19) Uani 1 1 d . . . C2 C 0.6734(5) 1.0866(11) 0.5218(7) 0.0261(19) Uani 1 1 d . . . C3 C 0.7160(5) 1.1692(12) 0.6304(7) 0.035(2) Uani 1 1 d . . . H3A H 0.6947 1.2810 0.6703 0.042 Uiso 1 1 calc R . . C4 C 0.7909(6) 1.0909(13) 0.6837(8) 0.039(2) Uani 1 1 d . . . C5 C 0.8353(6) 1.1740(16) 0.7969(8) 0.052(3) Uani 1 1 d . . . H5A H 0.8151 1.2879 0.8366 0.062 Uiso 1 1 calc R . . C6 C 0.9060(7) 1.0918(19) 0.8480(10) 0.069(3) Uani 1 1 d . . . H6A H 0.9341 1.1502 0.9221 0.082 Uiso 1 1 calc R . . C7 C 0.9379(7) 0.920(2) 0.7915(10) 0.074(4) Uani 1 1 d . . . H7A H 0.9864 0.8618 0.8286 0.088 Uiso 1 1 calc R . . C8 C 0.8970(7) 0.8384(17) 0.6814(10) 0.064(3) Uani 1 1 d . . . H8A H 0.9195 0.7282 0.6418 0.077 Uiso 1 1 calc R . . C9 C 0.8230(6) 0.9149(13) 0.6264(8) 0.039(2) Uani 1 1 d . . . C10 C 0.7789(5) 0.8357(13) 0.5136(7) 0.037(2) Uani 1 1 d . . . H10A H 0.8001 0.7253 0.4725 0.045 Uiso 1 1 calc R . . C11 C 0.7082(5) 0.9111(11) 0.4629(6) 0.0262(19) Uani 1 1 d . . . C12 C 0.6589(5) 0.8059(11) 0.3471(7) 0.0264(19) Uani 1 1 d . . . O1 O 0.5528(3) 1.2588(8) 0.5357(5) 0.0331(14) Uani 1 1 d . . . O2 O 0.5730(4) 1.1508(8) 0.3475(4) 0.0355(15) Uani 1 1 d . . . O3 O 0.6043(4) 0.6849(8) 0.3683(5) 0.0369(15) Uani 1 1 d . . . O4 O 0.6748(3) 0.8403(8) 0.2419(5) 0.0328(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ag1 0.0539(5) 0.0257(3) 0.0183(3) -0.0011(3) 0.0029(3) 0.0038(3) Ag2 0.0777(6) 0.0209(3) 0.0216(3) -0.0003(3) -0.0015(3) 0.0008(4) C1 0.039(6) 0.013(4) 0.025(4) -0.004(3) 0.006(4) -0.006(4) C2 0.030(6) 0.029(4) 0.020(4) 0.003(3) 0.005(4) -0.002(4) C3 0.041(6) 0.031(4) 0.030(5) -0.006(4) -0.003(4) 0.001(4) C4 0.038(7) 0.044(5) 0.033(5) -0.005(4) 0.001(5) -0.011(4) C5 0.049(8) 0.069(7) 0.037(5) -0.016(5) 0.005(5) -0.012(6) C6 0.043(8) 0.102(9) 0.052(7) -0.009(7) -0.013(6) -0.009(7) C7 0.044(9) 0.101(9) 0.065(8) 0.000(7) -0.017(6) 0.011(7) C8 0.045(8) 0.080(8) 0.062(7) -0.012(6) -0.002(6) 0.006(6) C9 0.033(6) 0.047(5) 0.034(5) -0.002(4) -0.001(4) 0.003(5) C10 0.038(6) 0.041(5) 0.032(5) -0.009(4) 0.001(4) 0.005(5) C11 0.033(6) 0.033(4) 0.011(4) -0.001(3) 0.001(4) -0.004(4) C12 0.040(6) 0.021(4) 0.017(4) 0.000(3) 0.003(4) 0.007(4) O1 0.043(4) 0.029(3) 0.028(3) -0.003(2) 0.008(3) 0.005(3) O2 0.064(5) 0.023(3) 0.017(3) 0.006(2) -0.001(3) 0.005(3) O3 0.058(5) 0.030(3) 0.025(3) -0.012(2) 0.013(3) -0.020(3) O4 0.044(4) 0.038(3) 0.018(3) -0.005(2) 0.008(3) -0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 O4 2.222(5) 4_576 ? Ag1 O1 2.373(6) 3_676 ? Ag1 O3 2.392(5) . ? Ag1 O1 2.593(5) 1_545 ? Ag1 Ag2 2.9502(9) . ? Ag2 O3 2.286(5) 4_576 ? Ag2 O2 2.317(5) 4_586 ? Ag2 O1 2.368(5) . ? Ag2 O2 2.409(6) 3_676 ? C1 O2 1.254(8) . ? C1 O1 1.281(9) . ? C1 C2 1.466(11) . ? C2 C3 1.364(10) . ? C2 C11 1.449(10) . ? C3 C4 1.399(12) . ? C3 H3A 0.9300 . ? C4 C5 1.414(11) . ? C4 C9 1.421(11) . ? C5 C6 1.342(13) . ? C5 H5A 0.9300 . ? C6 C7 1.395(15) . ? C6 H6A 0.9300 . ? C7 C8 1.363(13) . ? C7 H7A 0.9300 . ? C8 C9 1.387(13) . ? C8 H8A 0.9300 . ? C9 C10 1.400(11) . ? C10 C11 1.325(11) . ? C10 H10A 0.9300 . ? C11 C12 1.524(10) . ? C12 O4 1.233(8) . ? C12 O3 1.258(9) . ? O1 Ag1 2.373(6) 3_676 ? O1 Ag1 2.593(5) 1_565 ? O2 Ag2 2.317(5) 4_585 ? O2 Ag2 2.409(6) 3_676 ? O3 Ag2 2.286(5) 4_575 ? O4 Ag1 2.222(5) 4_575 ? 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 O4 Ag1 O1 156.74(18) 4_576 3_676 ? O4 Ag1 O3 119.6(2) 4_576 . ? O1 Ag1 O3 80.7(2) 3_676 . ? O4 Ag1 O1 101.27(18) 4_576 1_545 ? O1 Ag1 O1 90.55(17) 3_676 1_545 ? O3 Ag1 O1 86.59(16) . 1_545 ? O4 Ag1 Ag2 77.27(13) 4_576 . ? O1 Ag1 Ag2 82.29(12) 3_676 . ? O3 Ag1 Ag2 121.53(12) . . ? O1 Ag1 Ag2 148.96(12) 1_545 . ? O3 Ag2 O2 94.57(19) 4_576 4_586 ? O3 Ag2 O1 149.4(2) 4_576 . ? O2 Ag2 O1 91.69(18) 4_586 . ? O3 Ag2 O2 95.92(19) 4_576 3_676 ? O2 Ag2 O2 131.45(11) 4_586 3_676 ? O1 Ag2 O2 102.17(18) . 3_676 ? O3 Ag2 Ag1 74.81(13) 4_576 . ? O2 Ag2 Ag1 159.03(15) 4_586 . ? O1 Ag2 Ag1 89.07(12) . . ? O2 Ag2 Ag1 68.55(13) 3_676 . ? O2 C1 O1 122.6(8) . . ? O2 C1 C2 118.7(7) . . ? O1 C1 C2 118.7(7) . . ? C3 C2 C11 117.5(8) . . ? C3 C2 C1 122.1(7) . . ? C11 C2 C1 120.4(7) . . ? C2 C3 C4 122.0(8) . . ? C2 C3 H3A 119.0 . . ? C4 C3 H3A 119.0 . . ? C3 C4 C5 122.4(8) . . ? C3 C4 C9 119.6(8) . . ? C5 C4 C9 117.9(9) . . ? C6 C5 C4 121.2(10) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C5 C6 C7 121.0(10) . . ? C5 C6 H6A 119.5 . . ? C7 C6 H6A 119.5 . . ? C8 C7 C6 119.1(11) . . ? C8 C7 H7A 120.5 . . ? C6 C7 H7A 120.5 . . ? C7 C8 C9 122.0(10) . . ? C7 C8 H8A 119.0 . . ? C9 C8 H8A 119.0 . . ? C8 C9 C10 124.0(9) . . ? C8 C9 C4 118.6(9) . . ? C10 C9 C4 117.3(8) . . ? C11 C10 C9 122.9(8) . . ? C11 C10 H10A 118.6 . . ? C9 C10 H10A 118.6 . . ? C10 C11 C2 120.6(7) . . ? C10 C11 C12 121.0(7) . . ? C2 C11 C12 118.2(7) . . ? O4 C12 O3 124.7(7) . . ? O4 C12 C11 119.6(7) . . ? O3 C12 C11 115.6(6) . . ? C1 O1 Ag2 112.6(4) . . ? C1 O1 Ag1 111.3(5) . 3_676 ? Ag2 O1 Ag1 110.8(2) . 3_676 ? C1 O1 Ag1 115.7(5) . 1_565 ? Ag2 O1 Ag1 114.7(2) . 1_565 ? Ag1 O1 Ag1 89.45(17) 3_676 1_565 ? C1 O2 Ag2 120.9(4) . 4_585 ? C1 O2 Ag2 116.1(5) . 3_676 ? Ag2 O2 Ag2 100.5(2) 4_585 3_676 ? C12 O3 Ag2 120.2(4) . 4_575 ? C12 O3 Ag1 119.3(4) . . ? Ag2 O3 Ag1 119.7(2) 4_575 . ? C12 O4 Ag1 117.8(6) . 4_575 ? 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 O4 Ag1 Ag2 O3 -31.4(2) 4_576 . . 4_576 ? O1 Ag1 Ag2 O3 137.4(2) 3_676 . . 4_576 ? O3 Ag1 Ag2 O3 -148.5(3) . . . 4_576 ? O1 Ag1 Ag2 O3 59.3(3) 1_545 . . 4_576 ? O4 Ag1 Ag2 O2 30.0(4) 4_576 . . 4_586 ? O1 Ag1 Ag2 O2 -161.2(4) 3_676 . . 4_586 ? O3 Ag1 Ag2 O2 -87.1(4) . . . 4_586 ? O1 Ag1 Ag2 O2 120.8(4) 1_545 . . 4_586 ? O4 Ag1 Ag2 O1 122.3(2) 4_576 . . . ? O1 Ag1 Ag2 O1 -68.9(2) 3_676 . . . ? O3 Ag1 Ag2 O1 5.2(2) . . . . ? O1 Ag1 Ag2 O1 -147.0(4) 1_545 . . . ? O4 Ag1 Ag2 O2 -134.23(18) 4_576 . . 3_676 ? O1 Ag1 Ag2 O2 34.61(18) 3_676 . . 3_676 ? O3 Ag1 Ag2 O2 108.7(2) . . . 3_676 ? O1 Ag1 Ag2 O2 -43.5(3) 1_545 . . 3_676 ? O2 C1 C2 C3 153.5(7) . . . . ? O1 C1 C2 C3 -28.4(11) . . . . ? O2 C1 C2 C11 -25.7(10) . . . . ? O1 C1 C2 C11 152.4(7) . . . . ? C11 C2 C3 C4 0.6(12) . . . . ? C1 C2 C3 C4 -178.6(7) . . . . ? C2 C3 C4 C5 -179.4(8) . . . . ? C2 C3 C4 C9 -2.4(13) . . . . ? C3 C4 C5 C6 178.0(10) . . . . ? C9 C4 C5 C6 0.9(14) . . . . ? C4 C5 C6 C7 -0.5(17) . . . . ? C5 C6 C7 C8 1.4(18) . . . . ? C6 C7 C8 C9 -2.9(18) . . . . ? C7 C8 C9 C10 -179.8(10) . . . . ? C7 C8 C9 C4 3.3(16) . . . . ? C3 C4 C9 C8 -179.4(9) . . . . ? C5 C4 C9 C8 -2.2(13) . . . . ? C3 C4 C9 C10 3.5(12) . . . . ? C5 C4 C9 C10 -179.3(8) . . . . ? C8 C9 C10 C11 179.9(9) . . . . ? C4 C9 C10 C11 -3.2(13) . . . . ? C9 C10 C11 C2 1.6(13) . . . . ? C9 C10 C11 C12 -174.0(7) . . . . ? C3 C2 C11 C10 -0.2(11) . . . . ? C1 C2 C11 C10 179.0(7) . . . . ? C3 C2 C11 C12 175.5(7) . . . . ? C1 C2 C11 C12 -5.3(10) . . . . ? C10 C11 C12 O4 -78.0(10) . . . . ? C2 C11 C12 O4 106.3(9) . . . . ? C10 C11 C12 O3 101.0(9) . . . . ? C2 C11 C12 O3 -74.7(9) . . . . ? O2 C1 O1 Ag2 131.5(6) . . . . ? C2 C1 O1 Ag2 -46.6(8) . . . . ? O2 C1 O1 Ag1 6.3(8) . . . 3_676 ? C2 C1 O1 Ag1 -171.7(5) . . . 3_676 ? O2 C1 O1 Ag1 -93.8(8) . . . 1_565 ? C2 C1 O1 Ag1 88.1(6) . . . 1_565 ? O3 Ag2 O1 C1 30.3(7) 4_576 . . . ? O2 Ag2 O1 C1 132.2(6) 4_586 . . . ? O2 Ag2 O1 C1 -94.6(6) 3_676 . . . ? Ag1 Ag2 O1 C1 -26.8(5) . . . . ? O3 Ag2 O1 Ag1 155.7(3) 4_576 . . 3_676 ? O2 Ag2 O1 Ag1 -102.4(2) 4_586 . . 3_676 ? O2 Ag2 O1 Ag1 30.8(2) 3_676 . . 3_676 ? Ag1 Ag2 O1 Ag1 98.61(18) . . . 3_676 ? O3 Ag2 O1 Ag1 -104.9(4) 4_576 . . 1_565 ? O2 Ag2 O1 Ag1 -2.9(3) 4_586 . . 1_565 ? O2 Ag2 O1 Ag1 130.2(2) 3_676 . . 1_565 ? Ag1 Ag2 O1 Ag1 -162.0(2) . . . 1_565 ? O1 C1 O2 Ag2 63.1(9) . . . 4_585 ? C2 C1 O2 Ag2 -118.8(6) . . . 4_585 ? O1 C1 O2 Ag2 -58.8(8) . . . 3_676 ? C2 C1 O2 Ag2 119.2(6) . . . 3_676 ? O4 C12 O3 Ag2 15.3(10) . . . 4_575 ? C11 C12 O3 Ag2 -163.7(5) . . . 4_575 ? O4 C12 O3 Ag1 -174.6(6) . . . . ? C11 C12 O3 Ag1 6.5(9) . . . . ? O4 Ag1 O3 C12 -40.5(6) 4_576 . . . ? O1 Ag1 O3 C12 127.4(6) 3_676 . . . ? O1 Ag1 O3 C12 -141.5(6) 1_545 . . . ? Ag2 Ag1 O3 C12 52.4(6) . . . . ? O4 Ag1 O3 Ag2 129.7(3) 4_576 . . 4_575 ? O1 Ag1 O3 Ag2 -62.4(3) 3_676 . . 4_575 ? O1 Ag1 O3 Ag2 28.7(3) 1_545 . . 4_575 ? Ag2 Ag1 O3 Ag2 -137.32(19) . . . 4_575 ? O3 C12 O4 Ag1 32.0(10) . . . 4_575 ? C11 C12 O4 Ag1 -149.0(6) . . . 4_575 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.033 _refine_diff_density_min -0.744 _refine_diff_density_rms 0.160 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 783376' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H36 Ag3 Cl N6 O11' _chemical_formula_weight 1159.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.9218(4) _cell_length_b 17.1519(5) _cell_length_c 22.5719(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.906(3) _cell_angle_gamma 90.00 _cell_volume 4165.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 6183 _cell_measurement_theta_min 2.9879 _cell_measurement_theta_max 28.2204 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.849 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2304 _exptl_absorpt_coefficient_mu 1.531 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6739 _exptl_absorpt_correction_T_max 0.7393 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 29137 _diffrn_reflns_av_R_equivalents 0.0593 _diffrn_reflns_av_sigmaI/netI 0.0926 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7308 _reflns_number_gt 3914 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7308 _refine_ls_number_parameters 566 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0956 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.0516 _refine_ls_wR_factor_gt 0.0480 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _refine_ls_shift/su_max 0.003 _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 -0.48297(4) 0.22106(2) 1.088650(18) 0.05776(13) Uani 1 1 d . . . Ag2 Ag -0.16863(4) 0.23141(2) 1.143196(17) 0.05357(13) Uani 1 1 d . . . Ag3 Ag 0.13979(4) 0.18921(2) 1.120633(18) 0.05541(13) Uani 1 1 d . . . C1 C -0.3321(5) 0.0321(3) 1.1149(3) 0.0395(12) Uani 1 1 d . . . C2 C -0.2699(4) 0.0178(2) 1.1797(2) 0.0292(11) Uani 1 1 d . . . C3 C -0.3419(4) 0.0048(2) 1.2226(2) 0.0322(12) Uani 1 1 d . . . H3A H -0.4279 0.0043 1.2113 0.039 Uiso 1 1 calc R . . C4 C -0.2886(4) -0.0081(2) 1.2844(2) 0.0345(12) Uani 1 1 d . . . C5 C -0.3624(5) -0.0158(2) 1.3294(3) 0.0509(15) Uani 1 1 d . . . H5A H -0.4487 -0.0154 1.3194 0.061 Uiso 1 1 calc R . . C6 C -0.3048(6) -0.0240(3) 1.3890(3) 0.0628(17) Uani 1 1 d . . . H6A H -0.3532 -0.0275 1.4190 0.075 Uiso 1 1 calc R . . C7 C -0.1784(6) -0.0272(3) 1.4041(3) 0.0619(17) Uani 1 1 d . . . H7A H -0.1420 -0.0330 1.4442 0.074 Uiso 1 1 calc R . . C8 C -0.1045(5) -0.0219(3) 1.3612(3) 0.0503(15) Uani 1 1 d . . . H8A H -0.0186 -0.0246 1.3723 0.060 Uiso 1 1 calc R . . C9 C -0.1585(5) -0.0123(2) 1.3002(2) 0.0392(13) Uani 1 1 d . . . C10 C -0.0873(4) -0.0025(2) 1.2545(3) 0.0397(13) Uani 1 1 d . . . H10A H -0.0014 -0.0073 1.2644 0.048 Uiso 1 1 calc R . . C11 C -0.1388(4) 0.0139(2) 1.1953(2) 0.0320(12) Uani 1 1 d . . . C12 C -0.0533(4) 0.0342(3) 1.1521(2) 0.0363(13) Uani 1 1 d . . . C13 C -0.5380(4) 0.1759(3) 1.2121(2) 0.0360(12) Uani 1 1 d . . . H13A H -0.5607 0.1294 1.1920 0.043 Uiso 1 1 calc R . . C14 C -0.5409(4) 0.1796(3) 1.2719(2) 0.0317(12) Uani 1 1 d . . . H14A H -0.5650 0.1362 1.2917 0.038 Uiso 1 1 calc R . . C15 C -0.5082(4) 0.2477(3) 1.3034(2) 0.0270(12) Uani 1 1 d . . . C16 C -0.4742(4) 0.3104(3) 1.2707(2) 0.0343(12) Uani 1 1 d . . . H16A H -0.4522 0.3578 1.2896 0.041 Uiso 1 1 calc R . . C17 C -0.4732(4) 0.3018(3) 1.2102(2) 0.0394(13) Uani 1 1 d . . . H17A H -0.4499 0.3443 1.1891 0.047 Uiso 1 1 calc R . . C18 C -0.5061(4) 0.2547(3) 1.3690(2) 0.0278(12) Uani 1 1 d . . . C19 C -0.5213(4) 0.3255(3) 1.3963(2) 0.0371(13) Uani 1 1 d . . . H19A H -0.5350 0.3707 1.3733 0.045 Uiso 1 1 calc R . . C20 C -0.4842(4) 0.1902(3) 1.4071(2) 0.0385(13) Uani 1 1 d . . . H20A H -0.4733 0.1412 1.3912 0.046 Uiso 1 1 calc R . . C21 C -0.5162(4) 0.3286(3) 1.4576(2) 0.0460(14) Uani 1 1 d . . . H21A H -0.5290 0.3764 1.4749 0.055 Uiso 1 1 calc R . . C22 C -0.4789(4) 0.1989(3) 1.4678(2) 0.0411(13) Uani 1 1 d . . . H22A H -0.4639 0.1551 1.4923 0.049 Uiso 1 1 calc R . . C23 C -0.2043(4) 0.1867(3) 1.2670(2) 0.0389(13) Uani 1 1 d . . . H23A H -0.2262 0.1404 1.2464 0.047 Uiso 1 1 calc R . . C24 C -0.1445(4) 0.3140(3) 1.2661(2) 0.0383(13) Uani 1 1 d . . . H24A H -0.1236 0.3573 1.2452 0.046 Uiso 1 1 calc R . . C25 C -0.1420(4) 0.3206(3) 1.3274(2) 0.0339(12) Uani 1 1 d . . . H25A H -0.1216 0.3678 1.3468 0.041 Uiso 1 1 calc R . . C26 C -0.2030(4) 0.1882(3) 1.3282(2) 0.0346(12) Uani 1 1 d . . . H26A H -0.2242 0.1439 1.3480 0.041 Uiso 1 1 calc R . . C27 C -0.1701(4) 0.2559(3) 1.3599(2) 0.0261(12) Uani 1 1 d . . . C28 C -0.1673(4) 0.2591(3) 1.4252(2) 0.0269(12) Uani 1 1 d . . . C29 C -0.1916(4) 0.3266(3) 1.4539(2) 0.0400(13) Uani 1 1 d . . . H29A H -0.2092 0.3720 1.4316 0.048 Uiso 1 1 calc R . . C30 C -0.1412(4) 0.1930(3) 1.4610(2) 0.0386(13) Uani 1 1 d . . . H30A H -0.1227 0.1462 1.4437 0.046 Uiso 1 1 calc R . . C31 C -0.1905(4) 0.3282(3) 1.5147(2) 0.0448(14) Uani 1 1 d . . . H31A H -0.2058 0.3749 1.5330 0.054 Uiso 1 1 calc R . . C32 C -0.1426(4) 0.1968(3) 1.5215(2) 0.0440(14) Uani 1 1 d . . . H32A H -0.1256 0.1518 1.5444 0.053 Uiso 1 1 calc R . . C33 C 0.1754(4) 0.2140(3) 0.7411(2) 0.0383(13) Uani 1 1 d . . . H33A H 0.1879 0.1733 0.7156 0.046 Uiso 1 1 calc R . . C34 C 0.1830(4) 0.1972(3) 0.8014(2) 0.0363(13) Uani 1 1 d . . . H34A H 0.2005 0.1469 0.8157 0.044 Uiso 1 1 calc R . . C35 C 0.1638(3) 0.2568(3) 0.8403(2) 0.0279(12) Uani 1 1 d . . . C36 C 0.1410(4) 0.3296(3) 0.8158(2) 0.0376(13) Uani 1 1 d . . . H36A H 0.1294 0.3716 0.8402 0.045 Uiso 1 1 calc R . . C37 C 0.1353(4) 0.3404(3) 0.7551(2) 0.0401(13) Uani 1 1 d . . . H37A H 0.1190 0.3903 0.7396 0.048 Uiso 1 1 calc R . . C38 C 0.1659(4) 0.2421(3) 0.9050(2) 0.0288(12) Uani 1 1 d . . . C39 C 0.1422(4) 0.1691(3) 0.9262(2) 0.0398(13) Uani 1 1 d . . . H39A H 0.1272 0.1275 0.8994 0.048 Uiso 1 1 calc R . . C40 C 0.1921(4) 0.3006(3) 0.9484(2) 0.0383(13) Uani 1 1 d . . . H40A H 0.2121 0.3505 0.9371 0.046 Uiso 1 1 calc R . . C41 C 0.1885(4) 0.2846(3) 1.0078(2) 0.0462(14) Uani 1 1 d . . . H41A H 0.2053 0.3249 1.0356 0.055 Uiso 1 1 calc R . . C42 C 0.1404(4) 0.1570(3) 0.9868(2) 0.0421(14) Uani 1 1 d . . . H42A H 0.1234 0.1072 0.9995 0.050 Uiso 1 1 calc R . . N1 N -0.5040(3) 0.2360(2) 1.18049(17) 0.0405(10) Uani 1 1 d . . . N2 N -0.4942(3) 0.2676(3) 1.49315(17) 0.0408(11) Uani 1 1 d . . . N3 N -0.1756(3) 0.2483(2) 1.23595(17) 0.0341(10) Uani 1 1 d . . . N4 N -0.1676(3) 0.2628(3) 1.54865(17) 0.0422(11) Uani 1 1 d . . . N5 N 0.1518(3) 0.2836(2) 0.71709(17) 0.0362(10) Uani 1 1 d . . . N6 N 0.1622(3) 0.2142(2) 1.02767(18) 0.0427(11) Uani 1 1 d . . . O1 O -0.4226(3) 0.0761(2) 1.10505(16) 0.0707(11) Uani 1 1 d . . . O2 O -0.2898(3) -0.0044(2) 1.07552(17) 0.0721(12) Uani 1 1 d . . . O3 O -0.0576(2) 0.10280(18) 1.13285(13) 0.0413(9) Uani 1 1 d . . . O4 O 0.0232(3) -0.01549(18) 1.14160(18) 0.0694(13) Uani 1 1 d . . . O5 O 0.7772(4) 0.4884(2) 0.0610(2) 0.1131(16) Uani 1 1 d . . . O6 O 0.7908(5) 0.4496(4) 0.1554(3) 0.205(3) Uani 1 1 d . . . O7 O 0.6348(5) 0.4032(3) 0.0937(2) 0.145(2) Uani 1 1 d . . . O8 O 0.6425(5) 0.5290(3) 0.1192(3) 0.173(3) Uani 1 1 d . . . O9 O 0.2313(3) 0.05436(15) 1.12808(15) 0.0564(10) Uani 1 1 d . . . H91 H 0.1617 0.0439 1.1064 0.068 Uiso 1 1 d R . . H92 H 0.2978 0.0427 1.1153 0.068 Uiso 1 1 d R . . O10 O -0.3628(3) -0.00365(18) 0.95515(16) 0.0705(11) Uani 1 1 d . . . H1W H -0.3421 -0.0050 0.9932 0.085 Uiso 1 1 d R . . H2W H -0.4275 -0.0315 0.9455 0.085 Uiso 1 1 d R . . O11 O 0.34743(13) 0.98648(8) 0.23407(7) 0.0869(13) Uani 1 1 d . . . H3W H 0.3025 1.0161 0.2091 0.104 Uiso 1 1 d R . . H4W H 0.3103 0.9841 0.2642 0.104 Uiso 1 1 d R . . Cl1 Cl 0.70506(13) 0.46789(8) 0.10387(7) 0.0567(4) Uani 1 1 d R . . 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 0.0751(3) 0.0791(3) 0.0205(2) 0.0009(2) 0.0121(2) 0.0091(2) Ag2 0.0707(3) 0.0705(3) 0.0211(2) 0.0000(2) 0.0123(2) 0.0126(2) Ag3 0.0813(3) 0.0604(3) 0.0259(2) 0.0042(2) 0.0132(2) 0.0113(2) C1 0.039(3) 0.041(3) 0.041(4) -0.003(3) 0.014(3) 0.006(3) C2 0.024(3) 0.026(3) 0.038(3) -0.004(2) 0.005(3) -0.003(2) C3 0.025(3) 0.023(3) 0.047(4) -0.002(2) 0.003(3) -0.004(2) C4 0.043(3) 0.018(3) 0.041(4) 0.000(2) 0.003(3) -0.010(2) C5 0.056(4) 0.040(3) 0.059(4) 0.012(3) 0.016(4) -0.008(3) C6 0.090(5) 0.055(4) 0.047(4) 0.012(3) 0.021(4) -0.014(3) C7 0.074(5) 0.065(4) 0.041(4) 0.020(3) -0.008(4) -0.016(3) C8 0.055(4) 0.043(3) 0.046(4) 0.010(3) -0.008(3) -0.008(3) C9 0.044(4) 0.030(3) 0.043(4) 0.006(3) 0.004(3) -0.004(2) C10 0.029(3) 0.025(3) 0.061(4) 0.001(3) -0.001(3) -0.001(2) C11 0.034(3) 0.015(3) 0.045(4) -0.004(2) 0.002(3) 0.000(2) C12 0.025(3) 0.040(4) 0.042(4) -0.002(3) 0.002(3) -0.003(3) C13 0.043(3) 0.036(3) 0.029(3) -0.006(3) 0.006(3) -0.008(2) C14 0.040(3) 0.027(3) 0.030(3) 0.002(3) 0.012(3) -0.004(2) C15 0.029(3) 0.030(3) 0.022(3) 0.003(3) 0.005(2) 0.007(2) C16 0.054(3) 0.021(3) 0.027(3) -0.009(3) 0.007(3) 0.001(2) C17 0.060(3) 0.028(3) 0.032(3) 0.006(3) 0.014(3) 0.003(3) C18 0.028(3) 0.029(3) 0.027(3) -0.001(2) 0.007(3) 0.000(2) C19 0.055(3) 0.031(3) 0.023(3) 0.003(2) 0.003(3) 0.007(2) C20 0.050(3) 0.030(3) 0.037(4) -0.002(3) 0.011(3) 0.002(2) C21 0.064(4) 0.040(4) 0.035(4) -0.008(3) 0.013(3) -0.001(3) C22 0.055(3) 0.042(3) 0.027(3) 0.011(3) 0.009(3) -0.001(3) C23 0.054(3) 0.035(3) 0.026(3) -0.008(3) 0.005(3) 0.000(3) C24 0.054(3) 0.025(3) 0.038(4) 0.001(3) 0.013(3) -0.011(3) C25 0.051(3) 0.024(3) 0.025(3) -0.008(3) 0.002(3) -0.007(2) C26 0.051(3) 0.025(3) 0.028(3) 0.004(3) 0.006(3) 0.001(2) C27 0.033(3) 0.028(3) 0.017(3) -0.003(2) 0.003(2) 0.000(2) C28 0.030(3) 0.026(3) 0.024(3) -0.002(3) 0.005(2) -0.006(2) C29 0.060(3) 0.034(3) 0.027(3) 0.003(3) 0.012(3) 0.003(3) C30 0.058(3) 0.030(3) 0.029(3) -0.002(3) 0.011(3) 0.005(2) C31 0.060(3) 0.044(4) 0.032(4) -0.011(3) 0.012(3) 0.004(3) C32 0.071(4) 0.037(3) 0.025(3) 0.001(3) 0.011(3) -0.001(3) C33 0.054(3) 0.036(3) 0.025(3) -0.011(3) 0.006(3) 0.003(3) C34 0.057(3) 0.019(3) 0.032(3) 0.003(3) 0.006(3) 0.003(2) C35 0.027(3) 0.030(3) 0.027(3) 0.003(3) 0.003(2) -0.001(2) C36 0.050(3) 0.030(3) 0.032(3) -0.005(3) 0.006(3) 0.004(2) C37 0.058(3) 0.022(3) 0.042(4) -0.002(3) 0.011(3) 0.006(2) C38 0.030(3) 0.024(3) 0.033(3) 0.006(3) 0.006(2) 0.001(2) C39 0.054(3) 0.039(3) 0.025(3) -0.004(3) 0.004(3) 0.001(2) C40 0.063(3) 0.026(3) 0.027(3) 0.004(3) 0.011(3) -0.010(2) C41 0.067(3) 0.036(4) 0.033(4) -0.010(3) 0.001(3) 0.000(3) C42 0.061(3) 0.027(3) 0.040(4) 0.005(3) 0.012(3) -0.006(2) N1 0.054(3) 0.044(3) 0.024(3) -0.003(2) 0.006(2) 0.000(2) N2 0.049(3) 0.048(3) 0.023(3) -0.003(3) 0.001(2) 0.000(2) N3 0.043(2) 0.035(3) 0.025(3) 0.002(2) 0.009(2) 0.004(2) N4 0.057(3) 0.049(3) 0.022(3) -0.001(2) 0.010(2) -0.011(2) N5 0.046(2) 0.034(3) 0.027(3) 0.003(2) 0.003(2) 0.004(2) N6 0.055(3) 0.045(3) 0.028(3) 0.004(2) 0.009(2) 0.005(2) O1 0.079(3) 0.085(3) 0.047(3) 0.008(2) 0.009(2) 0.042(2) O2 0.094(3) 0.077(3) 0.041(3) -0.018(2) 0.001(2) 0.020(2) O3 0.049(2) 0.037(2) 0.041(2) 0.0117(17) 0.0152(17) 0.0133(17) O4 0.059(2) 0.040(2) 0.122(4) 0.001(2) 0.050(2) 0.0108(19) O5 0.151(4) 0.106(3) 0.101(4) 0.022(3) 0.074(4) -0.003(3) O6 0.131(5) 0.323(8) 0.145(6) 0.125(6) -0.018(4) -0.031(4) O7 0.216(5) 0.119(4) 0.115(5) -0.054(3) 0.072(4) -0.104(4) O8 0.191(5) 0.094(4) 0.269(8) 0.007(4) 0.139(5) 0.051(4) O9 0.042(2) 0.070(2) 0.058(3) -0.0074(19) 0.0089(19) 0.0041(16) O10 0.069(2) 0.101(3) 0.041(3) -0.012(2) 0.010(2) -0.0091(19) O11 0.087(3) 0.087(3) 0.086(4) 0.024(2) 0.016(2) 0.016(2) Cl1 0.0630(10) 0.0523(10) 0.0580(11) -0.0094(8) 0.0200(9) 0.0002(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 Ag1 N1 2.140(4) . ? Ag1 N2 2.147(4) 4_565 ? Ag1 O1 2.582(3) . ? Ag2 N3 2.128(4) . ? Ag2 N4 2.138(4) 4_565 ? Ag2 O3 2.547(3) . ? Ag3 N6 2.196(4) . ? Ag3 N5 2.208(4) 4_566 ? Ag3 O9 2.514(3) . ? C1 O1 1.233(5) . ? C1 O2 1.240(5) . ? C1 C2 1.524(6) . ? C2 C3 1.366(6) . ? C2 C11 1.416(5) . ? C3 C4 1.433(6) . ? C3 H3A 0.9300 . ? C4 C9 1.406(6) . ? C4 C5 1.407(6) . ? C5 C6 1.391(6) . ? C5 H5A 0.9300 . ? C6 C7 1.365(6) . ? C6 H6A 0.9300 . ? C7 C8 1.365(6) . ? C7 H7A 0.9300 . ? C8 C9 1.411(6) . ? C8 H8A 0.9300 . ? C9 C10 1.406(6) . ? C10 C11 1.386(6) . ? C10 H10A 0.9300 . ? C11 C12 1.503(6) . ? C12 O4 1.244(5) . ? C12 O3 1.252(5) . ? C13 N1 1.340(5) . ? C13 C14 1.358(6) . ? C13 H13A 0.9300 . ? C14 C15 1.383(5) . ? C14 H14A 0.9300 . ? C15 C16 1.390(5) . ? C15 C18 1.482(6) . ? C16 C17 1.375(6) . ? C16 H16A 0.9300 . ? C17 N1 1.327(5) . ? C17 H17A 0.9300 . ? C18 C19 1.385(5) . ? C18 C20 1.397(5) . ? C19 C21 1.377(6) . ? C19 H19A 0.9300 . ? C20 C22 1.370(6) . ? C20 H20A 0.9300 . ? C21 N2 1.314(5) . ? C21 H21A 0.9300 . ? C22 N2 1.333(5) . ? C22 H22A 0.9300 . ? C23 N3 1.336(5) . ? C23 C26 1.379(6) . ? C23 H23A 0.9300 . ? C24 N3 1.330(5) . ? C24 C25 1.383(6) . ? C24 H24A 0.9300 . ? C25 C27 1.393(6) . ? C25 H25A 0.9300 . ? C26 C27 1.377(5) . ? C26 H26A 0.9300 . ? C27 C28 1.469(5) . ? C28 C29 1.374(5) . ? C28 C30 1.393(5) . ? C29 C31 1.371(6) . ? C29 H29A 0.9300 . ? C30 C32 1.370(6) . ? C30 H30A 0.9300 . ? C31 N4 1.357(5) . ? C31 H31A 0.9300 . ? C32 N4 1.338(5) . ? C32 H32A 0.9300 . ? C33 N5 1.319(5) . ? C33 C34 1.379(6) . ? C33 H33A 0.9300 . ? C34 C35 1.387(5) . ? C34 H34A 0.9300 . ? C35 C36 1.371(5) . ? C35 C38 1.478(6) . ? C36 C37 1.373(6) . ? C36 H36A 0.9300 . ? C37 N5 1.330(5) . ? C37 H37A 0.9300 . ? C38 C39 1.380(5) . ? C38 C40 1.397(6) . ? C39 C42 1.387(6) . ? C39 H39A 0.9300 . ? C40 C41 1.375(6) . ? C40 H40A 0.9300 . ? C41 N6 1.336(5) . ? C41 H41A 0.9300 . ? C42 N6 1.341(5) . ? C42 H42A 0.9300 . ? N2 Ag1 2.147(4) 4_566 ? N4 Ag2 2.138(4) 4_566 ? N5 Ag3 2.208(4) 4_565 ? O5 Cl1 1.394(4) . ? O6 Cl1 1.398(5) . ? O7 Cl1 1.347(4) . ? O8 Cl1 1.329(4) . ? O9 H91 0.8500 . ? O9 H92 0.8499 . ? O10 H1W 0.8500 . ? O10 H2W 0.8500 . ? O11 H3W 0.8501 . ? O11 H4W 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N2 164.78(15) . 4_565 ? N1 Ag1 O1 92.48(14) . . ? N2 Ag1 O1 101.53(14) 4_565 . ? N3 Ag2 N4 169.34(16) . 4_565 ? N3 Ag2 O3 107.84(12) . . ? N4 Ag2 O3 82.22(13) 4_565 . ? N6 Ag3 N5 154.59(15) . 4_566 ? N6 Ag3 O9 97.77(13) . . ? N5 Ag3 O9 99.96(12) 4_566 . ? O1 C1 O2 124.5(6) . . ? O1 C1 C2 118.9(5) . . ? O2 C1 C2 116.6(5) . . ? C3 C2 C11 119.8(5) . . ? C3 C2 C1 119.4(4) . . ? C11 C2 C1 120.7(4) . . ? C2 C3 C4 121.9(4) . . ? C2 C3 H3A 119.1 . . ? C4 C3 H3A 119.1 . . ? C9 C4 C5 119.4(5) . . ? C9 C4 C3 118.6(5) . . ? C5 C4 C3 122.0(5) . . ? C6 C5 C4 119.2(5) . . ? C6 C5 H5A 120.4 . . ? C4 C5 H5A 120.4 . . ? C7 C6 C5 121.0(5) . . ? C7 C6 H6A 119.5 . . ? C5 C6 H6A 119.5 . . ? C6 C7 C8 121.0(6) . . ? C6 C7 H7A 119.5 . . ? C8 C7 H7A 119.5 . . ? C7 C8 C9 120.0(5) . . ? C7 C8 H8A 120.0 . . ? C9 C8 H8A 120.0 . . ? C10 C9 C4 118.0(5) . . ? C10 C9 C8 122.7(5) . . ? C4 C9 C8 119.2(5) . . ? C11 C10 C9 123.2(4) . . ? C11 C10 H10A 118.4 . . ? C9 C10 H10A 118.4 . . ? C10 C11 C2 118.3(5) . . ? C10 C11 C12 118.5(4) . . ? C2 C11 C12 122.9(5) . . ? O4 C12 O3 124.3(5) . . ? O4 C12 C11 118.5(5) . . ? O3 C12 C11 116.9(4) . . ? N1 C13 C14 123.3(4) . . ? N1 C13 H13A 118.3 . . ? C14 C13 H13A 118.3 . . ? C13 C14 C15 120.1(4) . . ? C13 C14 H14A 119.9 . . ? C15 C14 H14A 119.9 . . ? C14 C15 C16 116.7(4) . . ? C14 C15 C18 122.7(4) . . ? C16 C15 C18 120.6(4) . . ? C17 C16 C15 119.5(4) . . ? C17 C16 H16A 120.2 . . ? C15 C16 H16A 120.2 . . ? N1 C17 C16 123.2(4) . . ? N1 C17 H17A 118.4 . . ? C16 C17 H17A 118.4 . . ? C19 C18 C20 116.2(4) . . ? C19 C18 C15 122.2(4) . . ? C20 C18 C15 121.6(4) . . ? C21 C19 C18 119.6(4) . . ? C21 C19 H19A 120.2 . . ? C18 C19 H19A 120.2 . . ? C22 C20 C18 120.2(4) . . ? C22 C20 H20A 119.9 . . ? C18 C20 H20A 119.9 . . ? N2 C21 C19 123.7(5) . . ? N2 C21 H21A 118.1 . . ? C19 C21 H21A 118.1 . . ? N2 C22 C20 122.6(5) . . ? N2 C22 H22A 118.7 . . ? C20 C22 H22A 118.7 . . ? N3 C23 C26 123.2(5) . . ? N3 C23 H23A 118.4 . . ? C26 C23 H23A 118.4 . . ? N3 C24 C25 122.8(4) . . ? N3 C24 H24A 118.6 . . ? C25 C24 H24A 118.6 . . ? C24 C25 C27 119.5(4) . . ? C24 C25 H25A 120.2 . . ? C27 C25 H25A 120.2 . . ? C27 C26 C23 119.5(4) . . ? C27 C26 H26A 120.2 . . ? C23 C26 H26A 120.2 . . ? C26 C27 C25 117.3(4) . . ? C26 C27 C28 120.7(4) . . ? C25 C27 C28 121.9(4) . . ? C29 C28 C30 116.6(4) . . ? C29 C28 C27 122.2(4) . . ? C30 C28 C27 121.2(4) . . ? C31 C29 C28 121.4(5) . . ? C31 C29 H29A 119.3 . . ? C28 C29 H29A 119.3 . . ? C32 C30 C28 120.3(5) . . ? C32 C30 H30A 119.9 . . ? C28 C30 H30A 119.9 . . ? N4 C31 C29 121.2(5) . . ? N4 C31 H31A 119.4 . . ? C29 C31 H31A 119.4 . . ? N4 C32 C30 122.4(5) . . ? N4 C32 H32A 118.8 . . ? C30 C32 H32A 118.8 . . ? N5 C33 C34 124.7(4) . . ? N5 C33 H33A 117.7 . . ? C34 C33 H33A 117.7 . . ? C33 C34 C35 118.8(4) . . ? C33 C34 H34A 120.6 . . ? C35 C34 H34A 120.6 . . ? C36 C35 C34 116.8(5) . . ? C36 C35 C38 121.7(4) . . ? C34 C35 C38 121.4(4) . . ? C35 C36 C37 120.1(4) . . ? C35 C36 H36A 120.0 . . ? C37 C36 H36A 120.0 . . ? N5 C37 C36 123.8(4) . . ? N5 C37 H37A 118.1 . . ? C36 C37 H37A 118.1 . . ? C39 C38 C40 116.0(4) . . ? C39 C38 C35 121.6(4) . . ? C40 C38 C35 122.4(4) . . ? C38 C39 C42 120.8(4) . . ? C38 C39 H39A 119.6 . . ? C42 C39 H39A 119.6 . . ? C41 C40 C38 120.2(4) . . ? C41 C40 H40A 119.9 . . ? C38 C40 H40A 119.9 . . ? N6 C41 C40 123.5(5) . . ? N6 C41 H41A 118.3 . . ? C40 C41 H41A 118.3 . . ? N6 C42 C39 122.6(4) . . ? N6 C42 H42A 118.7 . . ? C39 C42 H42A 118.7 . . ? C17 N1 C13 117.0(4) . . ? C17 N1 Ag1 122.1(3) . . ? C13 N1 Ag1 120.6(3) . . ? C21 N2 C22 117.7(4) . . ? C21 N2 Ag1 120.9(4) . 4_566 ? C22 N2 Ag1 121.4(3) . 4_566 ? C24 N3 C23 117.6(4) . . ? C24 N3 Ag2 124.8(3) . . ? C23 N3 Ag2 117.4(3) . . ? C32 N4 C31 118.2(4) . . ? C32 N4 Ag2 122.3(3) . 4_566 ? C31 N4 Ag2 119.5(3) . 4_566 ? C33 N5 C37 115.9(4) . . ? C33 N5 Ag3 124.8(3) . 4_565 ? C37 N5 Ag3 119.3(3) . 4_565 ? C41 N6 C42 116.9(4) . . ? C41 N6 Ag3 124.3(3) . . ? C42 N6 Ag3 118.6(3) . . ? C1 O1 Ag1 142.4(3) . . ? C12 O3 Ag2 140.5(3) . . ? Ag3 O9 H91 81.3 . . ? Ag3 O9 H92 123.1 . . ? H91 O9 H92 119.2 . . ? H1W O10 H2W 108.0 . . ? H3W O11 H4W 105.0 . . ? O8 Cl1 O7 113.0(3) . . ? O8 Cl1 O5 111.0(3) . . ? O7 Cl1 O5 117.6(3) . . ? O8 Cl1 O6 105.2(4) . . ? O7 Cl1 O6 103.7(3) . . ? O5 Cl1 O6 104.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 43.8(6) . . . . ? O2 C1 C2 C3 -133.5(5) . . . . ? O1 C1 C2 C11 -139.5(4) . . . . ? O2 C1 C2 C11 43.2(6) . . . . ? C11 C2 C3 C4 4.0(6) . . . . ? C1 C2 C3 C4 -179.2(4) . . . . ? C2 C3 C4 C9 -4.1(6) . . . . ? C2 C3 C4 C5 175.2(4) . . . . ? C9 C4 C5 C6 2.8(7) . . . . ? C3 C4 C5 C6 -176.6(4) . . . . ? C4 C5 C6 C7 -2.0(7) . . . . ? C5 C6 C7 C8 0.4(8) . . . . ? C6 C7 C8 C9 0.5(8) . . . . ? C5 C4 C9 C10 -178.5(4) . . . . ? C3 C4 C9 C10 0.9(6) . . . . ? C5 C4 C9 C8 -1.9(6) . . . . ? C3 C4 C9 C8 177.5(4) . . . . ? C7 C8 C9 C10 176.7(4) . . . . ? C7 C8 C9 C4 0.3(7) . . . . ? C4 C9 C10 C11 2.5(6) . . . . ? C8 C9 C10 C11 -174.0(4) . . . . ? C9 C10 C11 C2 -2.7(6) . . . . ? C9 C10 C11 C12 171.6(4) . . . . ? C3 C2 C11 C10 -0.6(6) . . . . ? C1 C2 C11 C10 -177.3(4) . . . . ? C3 C2 C11 C12 -174.6(4) . . . . ? C1 C2 C11 C12 8.7(6) . . . . ? C10 C11 C12 O4 62.3(6) . . . . ? C2 C11 C12 O4 -123.7(5) . . . . ? C10 C11 C12 O3 -112.0(5) . . . . ? C2 C11 C12 O3 62.0(6) . . . . ? N1 C13 C14 C15 0.2(7) . . . . ? C13 C14 C15 C16 0.5(6) . . . . ? C13 C14 C15 C18 -178.2(4) . . . . ? C14 C15 C16 C17 -0.7(6) . . . . ? C18 C15 C16 C17 178.0(4) . . . . ? C15 C16 C17 N1 0.3(7) . . . . ? C14 C15 C18 C19 -154.4(4) . . . . ? C16 C15 C18 C19 27.0(6) . . . . ? C14 C15 C18 C20 27.8(6) . . . . ? C16 C15 C18 C20 -150.8(4) . . . . ? C20 C18 C19 C21 -0.9(6) . . . . ? C15 C18 C19 C21 -178.8(4) . . . . ? C19 C18 C20 C22 0.0(6) . . . . ? C15 C18 C20 C22 177.9(4) . . . . ? C18 C19 C21 N2 1.8(7) . . . . ? C18 C20 C22 N2 0.2(7) . . . . ? N3 C24 C25 C27 1.5(7) . . . . ? N3 C23 C26 C27 -0.4(7) . . . . ? C23 C26 C27 C25 1.3(6) . . . . ? C23 C26 C27 C28 -179.7(4) . . . . ? C24 C25 C27 C26 -1.8(6) . . . . ? C24 C25 C27 C28 179.1(4) . . . . ? C26 C27 C28 C29 -149.6(4) . . . . ? C25 C27 C28 C29 29.4(6) . . . . ? C26 C27 C28 C30 29.5(6) . . . . ? C25 C27 C28 C30 -151.5(4) . . . . ? C30 C28 C29 C31 -0.2(7) . . . . ? C27 C28 C29 C31 178.9(4) . . . . ? C29 C28 C30 C32 1.1(6) . . . . ? C27 C28 C30 C32 -178.0(4) . . . . ? C28 C29 C31 N4 -1.2(7) . . . . ? C28 C30 C32 N4 -0.6(7) . . . . ? N5 C33 C34 C35 0.4(7) . . . . ? C33 C34 C35 C36 -1.4(6) . . . . ? C33 C34 C35 C38 177.7(4) . . . . ? C34 C35 C36 C37 1.4(6) . . . . ? C38 C35 C36 C37 -177.6(4) . . . . ? C35 C36 C37 N5 -0.6(7) . . . . ? C36 C35 C38 C39 155.3(4) . . . . ? C34 C35 C38 C39 -23.7(6) . . . . ? C36 C35 C38 C40 -24.9(6) . . . . ? C34 C35 C38 C40 156.2(4) . . . . ? C40 C38 C39 C42 2.4(6) . . . . ? C35 C38 C39 C42 -177.8(4) . . . . ? C39 C38 C40 C41 -2.5(6) . . . . ? C35 C38 C40 C41 177.6(4) . . . . ? C38 C40 C41 N6 0.9(7) . . . . ? C38 C39 C42 N6 -0.6(7) . . . . ? C16 C17 N1 C13 0.4(6) . . . . ? C16 C17 N1 Ag1 -173.4(3) . . . . ? C14 C13 N1 C17 -0.7(7) . . . . ? C14 C13 N1 Ag1 173.2(3) . . . . ? N2 Ag1 N1 C17 -58.5(7) 4_565 . . . ? O1 Ag1 N1 C17 144.4(3) . . . . ? N2 Ag1 N1 C13 127.9(6) 4_565 . . . ? O1 Ag1 N1 C13 -29.2(3) . . . . ? C19 C21 N2 C22 -1.6(7) . . . . ? C19 C21 N2 Ag1 178.3(4) . . . 4_566 ? C20 C22 N2 C21 0.6(7) . . . . ? C20 C22 N2 Ag1 -179.3(3) . . . 4_566 ? C25 C24 N3 C23 -0.5(6) . . . . ? C25 C24 N3 Ag2 -175.2(3) . . . . ? C26 C23 N3 C24 -0.1(6) . . . . ? C26 C23 N3 Ag2 175.1(3) . . . . ? N4 Ag2 N3 C24 -28.4(9) 4_565 . . . ? O3 Ag2 N3 C24 131.9(3) . . . . ? N4 Ag2 N3 C23 156.8(7) 4_565 . . . ? O3 Ag2 N3 C23 -42.8(3) . . . . ? C30 C32 N4 C31 -0.9(7) . . . . ? C30 C32 N4 Ag2 -179.6(3) . . . 4_566 ? C29 C31 N4 C32 1.8(7) . . . . ? C29 C31 N4 Ag2 -179.5(3) . . . 4_566 ? C34 C33 N5 C37 0.5(6) . . . . ? C34 C33 N5 Ag3 179.9(3) . . . 4_565 ? C36 C37 N5 C33 -0.4(7) . . . . ? C36 C37 N5 Ag3 -179.9(3) . . . 4_565 ? C40 C41 N6 C42 1.0(7) . . . . ? C40 C41 N6 Ag3 -174.4(3) . . . . ? C39 C42 N6 C41 -1.2(7) . . . . ? C39 C42 N6 Ag3 174.5(3) . . . . ? N5 Ag3 N6 C41 -11.2(5) 4_566 . . . ? O9 Ag3 N6 C41 -145.1(3) . . . . ? N5 Ag3 N6 C42 173.4(3) 4_566 . . . ? O9 Ag3 N6 C42 39.5(3) . . . . ? O2 C1 O1 Ag1 -96.0(7) . . . . ? C2 C1 O1 Ag1 86.9(6) . . . . ? N1 Ag1 O1 C1 -97.6(6) . . . . ? N2 Ag1 O1 C1 88.4(6) 4_565 . . . ? O4 C12 O3 Ag2 -173.0(3) . . . . ? C11 C12 O3 Ag2 0.9(7) . . . . ? N3 Ag2 O3 C12 42.9(5) . . . . ? N4 Ag2 O3 C12 -140.8(5) 4_565 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.607 _refine_diff_density_min -0.513 _refine_diff_density_rms 0.075 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 783377' #TrackingRef '- CIF.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Ag2 N8 O7' _chemical_formula_weight 852.36 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8037(6) _cell_length_b 12.9170(7) _cell_length_c 13.5314(7) _cell_angle_alpha 87.233(4) _cell_angle_beta 79.209(5) _cell_angle_gamma 70.022(5) _cell_volume 1581.72(15) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3926 _cell_measurement_theta_min 3.0581 _cell_measurement_theta_max 28.2203 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.790 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 852 _exptl_absorpt_coefficient_mu 1.301 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7121 _exptl_absorpt_correction_T_max 0.8388 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 10502 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0709 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5547 _reflns_number_gt 3318 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL and PLATON (Spek, 2009)' _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^)+(0.0042P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5547 _refine_ls_number_parameters 442 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0672 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0386 _refine_ls_wR_factor_gt 0.0373 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ag1 Ag -0.07317(3) 0.98413(2) 0.40136(2) 0.04523(11) Uani 1 1 d . . . Ag2 Ag 1.08834(3) -0.02775(2) 0.12830(3) 0.05935(13) Uani 1 1 d . . . C1 C 0.6089(4) 0.1542(3) 0.4177(3) 0.0392(11) Uani 1 1 d . . . H1A H 0.5821 0.0920 0.4331 0.047 Uiso 1 1 calc R . . C2 C 0.4987(4) 0.2560(3) 0.4203(3) 0.0381(11) Uani 1 1 d . . . H2A H 0.3997 0.2622 0.4367 0.046 Uiso 1 1 calc R . . C3 C 0.5388(4) 0.3469(3) 0.3982(3) 0.0305(10) Uani 1 1 d . . . C4 C 0.3380(4) 0.6304(3) 0.3689(3) 0.0278(10) Uani 1 1 d . . . C5 C 0.1943(4) 0.6339(3) 0.3735(3) 0.0341(10) Uani 1 1 d . . . H5A H 0.1707 0.5697 0.3782 0.041 Uiso 1 1 calc R . . C6 C 0.3720(4) 0.7260(3) 0.3601(3) 0.0325(11) Uani 1 1 d . . . H6A H 0.4686 0.7245 0.3548 0.039 Uiso 1 1 calc R . . C7 C 0.6872(4) 0.3360(3) 0.3745(3) 0.0353(11) Uani 1 1 d . . . H7A H 0.7163 0.3973 0.3595 0.042 Uiso 1 1 calc R . . C8 C 0.7898(4) 0.2319(3) 0.3738(3) 0.0344(11) Uani 1 1 d . . . H8A H 0.8895 0.2239 0.3587 0.041 Uiso 1 1 calc R . . C9 C 0.9537(4) 0.2227(3) 0.1118(3) 0.0394(12) Uani 1 1 d . . . H9A H 1.0530 0.2156 0.1026 0.047 Uiso 1 1 calc R . . C10 C 0.7763(4) 0.1420(3) 0.1406(3) 0.0374(11) Uani 1 1 d . . . H10A H 0.7499 0.0792 0.1514 0.045 Uiso 1 1 calc R . . C11 C 0.6667(4) 0.2434(3) 0.1404(3) 0.0345(11) Uani 1 1 d . . . H11A H 0.5681 0.2485 0.1505 0.041 Uiso 1 1 calc R . . C12 C 0.8524(4) 0.3265(3) 0.1101(3) 0.0354(11) Uani 1 1 d . . . H12A H 0.8813 0.3882 0.0992 0.042 Uiso 1 1 calc R . . C13 C 0.7048(4) 0.3356(3) 0.1252(3) 0.0292(10) Uani 1 1 d . . . C14 C 0.4993(4) 0.6211(3) 0.1102(3) 0.0289(10) Uani 1 1 d . . . C15 C 0.3556(4) 0.6244(2) 0.1203(3) 0.0308(10) Uani 1 1 d . . . H15A H 0.3323 0.5601 0.1244 0.037 Uiso 1 1 calc R . . C16 C 0.5308(4) 0.7172(3) 0.1044(3) 0.0367(11) Uani 1 1 d U . . H16A H 0.6277 0.7156 0.0977 0.044 Uiso 1 1 calc R . . C17 C -0.3977(4) 0.9031(3) 0.7796(3) 0.0327(10) Uani 1 1 d U . . C18 C -0.2725(3) 0.7930(2) 0.7509(3) 0.0263(9) Uani 1 1 d . . . C19 C -0.2476(3) 0.7113(2) 0.8210(3) 0.0301(9) Uani 1 1 d . . . H19A H -0.3070 0.7246 0.8845 0.036 Uiso 1 1 calc R . . C20 C -0.1344(4) 0.6072(3) 0.8001(3) 0.0295(9) Uani 1 1 d . . . C21 C -0.1019(4) 0.5261(3) 0.8742(3) 0.0432(11) Uani 1 1 d . . . H21A H -0.1576 0.5389 0.9388 0.052 Uiso 1 1 calc R . . C22 C 0.0107(4) 0.4291(3) 0.8510(4) 0.0516(13) Uani 1 1 d . . . H22A H 0.0305 0.3755 0.8997 0.062 Uiso 1 1 calc R . . C23 C 0.0965(4) 0.4095(3) 0.7551(4) 0.0507(12) Uani 1 1 d . . . H23A H 0.1744 0.3433 0.7410 0.061 Uiso 1 1 calc R . . C24 C 0.0685(4) 0.4856(3) 0.6812(3) 0.0425(11) Uani 1 1 d . . . H24A H 0.1258 0.4712 0.6171 0.051 Uiso 1 1 calc R . . C25 C -0.0490(4) 0.5870(2) 0.7036(3) 0.0293(9) Uani 1 1 d . . . C26 C -0.0797(3) 0.6714(2) 0.6304(3) 0.0332(10) Uani 1 1 d . . . H26A H -0.0257 0.6576 0.5653 0.040 Uiso 1 1 calc R . . C27 C -0.1868(3) 0.7722(2) 0.6539(3) 0.0251(9) Uani 1 1 d . . . C28 C -0.1926(4) 0.8595(3) 0.5721(3) 0.0361(10) Uani 1 1 d . . . C29 C 0.2467(4) 0.7276(3) 0.1240(3) 0.0364(11) Uani 1 1 d . . . H29A H 0.1490 0.7312 0.1306 0.044 Uiso 1 1 calc R . . C30 C 0.0872(4) 0.7360(3) 0.3708(3) 0.0350(11) Uani 1 1 d . . . H30A H -0.0094 0.7390 0.3729 0.042 Uiso 1 1 calc R . . C31 C 0.2546(4) 0.8256(3) 0.3596(3) 0.0344(10) Uani 1 1 d . . . H31A H 0.2750 0.8911 0.3550 0.041 Uiso 1 1 calc R . . C32 C 0.4158(4) 0.8165(2) 0.1085(3) 0.0392(11) Uani 1 1 d . . . H32A H 0.4366 0.8818 0.1042 0.047 Uiso 1 1 calc R . . N1 N 0.7526(3) 0.1417(2) 0.3940(2) 0.0312(8) Uani 1 1 d . . . N2 N 0.1146(3) 0.8305(2) 0.3655(2) 0.0349(8) Uani 1 1 d . . . N3 N 0.9183(3) 0.1316(2) 0.1259(2) 0.0392(9) Uani 1 1 d . . . N4 N 0.2755(3) 0.8212(2) 0.1185(2) 0.0355(9) Uani 1 1 d . . . N5 N 0.6230(3) 0.5194(2) 0.1056(2) 0.0345(9) Uani 1 1 d . . . N6 N 0.5844(3) 0.4391(2) 0.1283(2) 0.0353(9) Uani 1 1 d . . . N7 N 0.4599(3) 0.5296(2) 0.3695(2) 0.0389(9) Uani 1 1 d . . . N8 N 0.4199(3) 0.4502(2) 0.3990(2) 0.0373(9) Uani 1 1 d . . . O1 O -0.1268(3) 0.92406(18) 0.5827(2) 0.0548(8) Uani 1 1 d . . . O2 O -0.2466(3) 0.8510(2) 0.4986(2) 0.0549(8) Uani 1 1 d . . . O3 O -0.4372(3) 0.96376(18) 0.71078(19) 0.0662(10) Uani 1 1 d . . . O4 O -0.4526(3) 0.92003(17) 0.8710(2) 0.0527(8) Uani 1 1 d . . . O5 O 0.9017(2) 0.85981(16) 0.1450(2) 0.0584(9) Uani 1 1 d . . . H1W H 0.8403 0.8675 0.1061 0.070 Uiso 1 1 d R . . H2W H 0.8442 0.8434 0.1935 0.070 Uiso 1 1 d R . . O6 O 0.6978(2) 0.92934(17) 0.01915(18) 0.0599(8) Uani 1 1 d . . . H4W H 0.6203 0.9702 0.0568 0.072 Uiso 1 1 d R . . H3W H 0.6563 0.9233 -0.0291 0.072 Uiso 1 1 d R . . O7 O 0.6840(3) 0.86147(19) 0.30908(19) 0.0852(11) Uani 1 1 d . . . H5W H 0.6758 0.8586 0.3727 0.102 Uiso 1 1 d R . . H6W H 0.6121 0.9220 0.3157 0.102 Uiso 1 1 d R . . 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 0.0396(2) 0.02608(16) 0.0593(3) 0.00491(17) -0.01029(19) 0.00255(13) Ag2 0.0466(2) 0.02755(17) 0.0873(3) -0.00010(19) -0.0177(2) 0.01153(15) C1 0.047(3) 0.029(2) 0.046(3) 0.004(2) -0.009(3) -0.0183(19) C2 0.019(2) 0.032(2) 0.061(3) 0.004(2) -0.014(2) -0.0023(17) C3 0.030(2) 0.023(2) 0.034(3) -0.0005(19) -0.012(2) 0.0000(17) C4 0.025(2) 0.027(2) 0.024(3) -0.0040(18) -0.004(2) -0.0005(17) C5 0.035(3) 0.026(2) 0.039(3) 0.0018(19) -0.003(2) -0.0086(17) C6 0.033(2) 0.029(2) 0.032(3) 0.0005(19) -0.005(2) -0.0072(18) C7 0.036(3) 0.028(2) 0.042(3) 0.003(2) -0.010(2) -0.0093(18) C8 0.025(2) 0.029(2) 0.045(3) 0.003(2) -0.006(2) -0.0031(18) C9 0.021(2) 0.033(2) 0.062(3) 0.003(2) -0.005(2) -0.0067(18) C10 0.033(2) 0.026(2) 0.057(3) 0.007(2) -0.012(2) -0.0130(17) C11 0.025(2) 0.028(2) 0.049(3) 0.003(2) -0.008(2) -0.0074(18) C12 0.027(2) 0.025(2) 0.050(3) 0.009(2) -0.003(2) -0.0074(17) C13 0.026(2) 0.024(2) 0.032(3) -0.0004(18) -0.010(2) 0.0018(17) C14 0.024(2) 0.023(2) 0.030(3) -0.0004(18) -0.002(2) 0.0024(17) C15 0.029(2) 0.0221(19) 0.038(3) 0.0005(18) -0.010(2) -0.0038(17) C16 0.0330(17) 0.0325(16) 0.0393(19) 0.0055(15) 0.0005(15) -0.0087(13) C17 0.0306(16) 0.0331(15) 0.0342(18) -0.0041(15) -0.0085(15) -0.0084(13) C18 0.026(2) 0.0266(18) 0.028(2) -0.0019(18) -0.007(2) -0.0100(15) C19 0.025(2) 0.036(2) 0.028(2) 0.0000(19) -0.0014(19) -0.0105(16) C20 0.025(2) 0.0276(19) 0.040(3) 0.007(2) -0.009(2) -0.0123(16) C21 0.041(2) 0.042(2) 0.050(3) 0.015(2) -0.012(2) -0.0192(19) C22 0.050(3) 0.037(2) 0.074(4) 0.022(3) -0.026(3) -0.017(2) C23 0.042(3) 0.021(2) 0.082(4) 0.001(2) -0.013(3) -0.0013(18) C24 0.037(2) 0.029(2) 0.055(3) -0.006(2) -0.002(2) -0.0058(17) C25 0.026(2) 0.0227(19) 0.040(3) 0.001(2) -0.007(2) -0.0085(16) C26 0.030(2) 0.033(2) 0.032(3) -0.0043(19) 0.006(2) -0.0105(16) C27 0.025(2) 0.0231(18) 0.030(3) -0.0011(18) -0.007(2) -0.0100(15) C28 0.023(2) 0.034(2) 0.040(3) -0.001(2) 0.000(2) 0.0029(17) C29 0.032(2) 0.035(2) 0.039(3) 0.003(2) -0.011(2) -0.0041(19) C30 0.022(2) 0.035(2) 0.043(3) -0.002(2) 0.001(2) -0.0072(18) C31 0.043(3) 0.034(2) 0.028(3) -0.0011(19) -0.006(2) -0.015(2) C32 0.035(3) 0.0203(19) 0.054(3) 0.003(2) -0.001(2) -0.0032(18) N1 0.0245(19) 0.0266(17) 0.039(2) 0.0015(16) -0.0058(18) -0.0047(14) N2 0.036(2) 0.0287(18) 0.036(2) -0.0013(16) -0.0054(18) -0.0053(15) N3 0.036(2) 0.0228(17) 0.050(3) -0.0021(16) -0.0100(19) 0.0032(15) N4 0.032(2) 0.0248(17) 0.039(2) 0.0041(16) -0.0013(18) 0.0003(15) N5 0.0274(19) 0.0234(17) 0.044(2) 0.0007(17) 0.0002(17) -0.0009(14) N6 0.0304(19) 0.0212(17) 0.045(2) -0.0001(16) -0.0090(18) 0.0042(14) N7 0.035(2) 0.0272(18) 0.047(3) 0.0023(17) -0.0076(18) -0.0011(15) N8 0.0272(19) 0.0293(18) 0.047(3) 0.0016(17) -0.0059(18) 0.0005(14) O1 0.0507(18) 0.0339(15) 0.084(2) 0.0104(15) -0.0141(17) -0.0195(13) O2 0.063(2) 0.0702(18) 0.0388(19) 0.0164(16) -0.0193(17) -0.0285(15) O3 0.0598(19) 0.0533(16) 0.049(2) 0.0071(15) -0.0031(16) 0.0234(14) O4 0.0493(17) 0.0504(15) 0.0380(18) -0.0103(14) -0.0043(16) 0.0086(12) O5 0.0404(17) 0.0501(15) 0.086(2) 0.0162(16) -0.0241(17) -0.0120(12) O6 0.0329(15) 0.0755(17) 0.060(2) -0.0202(15) -0.0135(15) 0.0015(12) O7 0.078(2) 0.0762(18) 0.056(2) -0.0112(17) -0.0145(18) 0.0339(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ag1 N1 2.177(2) 1_465 ? Ag1 N2 2.197(3) . ? Ag1 O1 2.552(3) . ? Ag1 Ag1 3.3607(7) 2_576 ? Ag2 N4 2.163(2) 1_645 ? Ag2 N3 2.164(2) . ? C1 N1 1.339(4) . ? C1 C2 1.385(4) . ? C1 H1A 0.9300 . ? C2 C3 1.364(4) . ? C2 H2A 0.9300 . ? C3 C7 1.389(4) . ? C3 N8 1.440(4) . ? C4 C6 1.379(4) . ? C4 C5 1.384(4) . ? C4 N7 1.437(3) . ? C5 C30 1.381(4) . ? C5 H5A 0.9300 . ? C6 C31 1.403(4) . ? C6 H6A 0.9300 . ? C7 C8 1.377(4) . ? C7 H7A 0.9300 . ? C8 N1 1.337(4) . ? C8 H8A 0.9300 . ? C9 N3 1.333(4) . ? C9 C12 1.372(4) . ? C9 H9A 0.9300 . ? C10 N3 1.329(4) . ? C10 C11 1.381(4) . ? C10 H10A 0.9300 . ? C11 C13 1.361(4) . ? C11 H11A 0.9300 . ? C12 C13 1.387(4) . ? C12 H12A 0.9300 . ? C13 N6 1.446(3) . ? C14 C16 1.373(4) . ? C14 C15 1.376(4) . ? C14 N5 1.446(3) . ? C15 C29 1.391(4) . ? C15 H15A 0.9300 . ? C16 C32 1.384(4) . ? C16 H16A 0.9300 . ? C17 O3 1.220(3) . ? C17 O4 1.252(4) . ? C17 C18 1.536(4) . ? C18 C19 1.374(4) . ? C18 C27 1.403(4) . ? C19 C20 1.422(4) . ? C19 H19A 0.9300 . ? C20 C25 1.396(5) . ? C20 C21 1.412(4) . ? C21 C22 1.359(4) . ? C21 H21A 0.9300 . ? C22 C23 1.391(5) . ? C22 H22A 0.9300 . ? C23 C24 1.366(4) . ? C23 H23A 0.9300 . ? C24 C25 1.418(4) . ? C24 H24A 0.9300 . ? C25 C26 1.428(4) . ? C26 C27 1.371(4) . ? C26 H26A 0.9300 . ? C27 C28 1.536(4) . ? C28 O2 1.236(4) . ? C28 O1 1.244(4) . ? C29 N4 1.329(4) . ? C29 H29A 0.9300 . ? C30 N2 1.333(4) . ? C30 H30A 0.9300 . ? C31 N2 1.340(4) . ? C31 H31A 0.9300 . ? C32 N4 1.337(4) . ? C32 H32A 0.9300 . ? N1 Ag1 2.177(2) 1_645 ? N4 Ag2 2.163(2) 1_465 ? N5 N6 1.227(3) . ? N7 N8 1.242(4) . ? O5 H1W 0.8500 . ? O5 H2W 0.8501 . ? O6 H4W 0.8500 . ? O6 H3W 0.8500 . ? O7 H5W 0.8500 . ? O7 H6W 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ag1 N2 164.79(11) 1_465 . ? N1 Ag1 O1 104.27(10) 1_465 . ? N2 Ag1 O1 90.76(9) . . ? N1 Ag1 Ag1 103.80(8) 1_465 2_576 ? N2 Ag1 Ag1 87.35(8) . 2_576 ? O1 Ag1 Ag1 51.23(6) . 2_576 ? N4 Ag2 N3 173.13(13) 1_645 . ? N1 C1 C2 122.6(3) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C3 C2 C1 118.3(3) . . ? C3 C2 H2A 120.8 . . ? C1 C2 H2A 120.8 . . ? C2 C3 C7 120.0(3) . . ? C2 C3 N8 116.1(3) . . ? C7 C3 N8 123.9(3) . . ? C6 C4 C5 120.6(3) . . ? C6 C4 N7 116.1(3) . . ? C5 C4 N7 123.2(3) . . ? C30 C5 C4 117.6(3) . . ? C30 C5 H5A 121.2 . . ? C4 C5 H5A 121.2 . . ? C4 C6 C31 117.2(4) . . ? C4 C6 H6A 121.4 . . ? C31 C6 H6A 121.4 . . ? C8 C7 C3 118.0(3) . . ? C8 C7 H7A 121.0 . . ? C3 C7 H7A 121.0 . . ? N1 C8 C7 122.9(4) . . ? N1 C8 H8A 118.6 . . ? C7 C8 H8A 118.6 . . ? N3 C9 C12 123.8(3) . . ? N3 C9 H9A 118.1 . . ? C12 C9 H9A 118.1 . . ? N3 C10 C11 122.0(3) . . ? N3 C10 H10A 119.0 . . ? C11 C10 H10A 119.0 . . ? C13 C11 C10 119.2(3) . . ? C13 C11 H11A 120.4 . . ? C10 C11 H11A 120.4 . . ? C9 C12 C13 117.2(3) . . ? C9 C12 H12A 121.4 . . ? C13 C12 H12A 121.4 . . ? C11 C13 C12 119.7(3) . . ? C11 C13 N6 116.3(3) . . ? C12 C13 N6 124.0(3) . . ? C16 C14 C15 120.2(3) . . ? C16 C14 N5 116.9(3) . . ? C15 C14 N5 123.0(3) . . ? C14 C15 C29 117.3(3) . . ? C14 C15 H15A 121.3 . . ? C29 C15 H15A 121.3 . . ? C14 C16 C32 118.8(4) . . ? C14 C16 H16A 120.6 . . ? C32 C16 H16A 120.6 . . ? O3 C17 O4 126.3(3) . . ? O3 C17 C18 116.9(4) . . ? O4 C17 C18 116.7(3) . . ? C19 C18 C27 119.1(3) . . ? C19 C18 C17 119.1(3) . . ? C27 C18 C17 121.8(3) . . ? C18 C19 C20 122.4(3) . . ? C18 C19 H19A 118.8 . . ? C20 C19 H19A 118.8 . . ? C25 C20 C21 119.3(3) . . ? C25 C20 C19 118.2(3) . . ? C21 C20 C19 122.4(4) . . ? C22 C21 C20 120.1(4) . . ? C22 C21 H21A 120.0 . . ? C20 C21 H21A 120.0 . . ? C21 C22 C23 120.6(4) . . ? C21 C22 H22A 119.7 . . ? C23 C22 H22A 119.7 . . ? C24 C23 C22 121.2(3) . . ? C24 C23 H23A 119.4 . . ? C22 C23 H23A 119.4 . . ? C23 C24 C25 119.2(4) . . ? C23 C24 H24A 120.4 . . ? C25 C24 H24A 120.4 . . ? C20 C25 C24 119.7(3) . . ? C20 C25 C26 118.7(3) . . ? C24 C25 C26 121.6(4) . . ? C27 C26 C25 121.6(3) . . ? C27 C26 H26A 119.2 . . ? C25 C26 H26A 119.2 . . ? C26 C27 C18 119.9(3) . . ? C26 C27 C28 115.5(3) . . ? C18 C27 C28 124.3(3) . . ? O2 C28 O1 127.0(4) . . ? O2 C28 C27 117.5(4) . . ? O1 C28 C27 114.9(3) . . ? N4 C29 C15 123.1(3) . . ? N4 C29 H29A 118.4 . . ? C15 C29 H29A 118.4 . . ? N2 C30 C5 123.6(3) . . ? N2 C30 H30A 118.2 . . ? C5 C30 H30A 118.2 . . ? N2 C31 C6 122.9(3) . . ? N2 C31 H31A 118.5 . . ? C6 C31 H31A 118.5 . . ? N4 C32 C16 121.8(3) . . ? N4 C32 H32A 119.1 . . ? C16 C32 H32A 119.1 . . ? C8 N1 C1 118.1(3) . . ? C8 N1 Ag1 118.7(2) . 1_645 ? C1 N1 Ag1 122.9(2) . 1_645 ? C30 N2 C31 117.9(3) . . ? C30 N2 Ag1 118.1(3) . . ? C31 N2 Ag1 122.4(2) . . ? C10 N3 C9 118.1(3) . . ? C10 N3 Ag2 121.5(2) . . ? C9 N3 Ag2 120.4(3) . . ? C29 N4 C32 118.7(3) . . ? C29 N4 Ag2 116.8(2) . 1_465 ? C32 N4 Ag2 124.5(2) . 1_465 ? N6 N5 C14 112.6(3) . . ? N5 N6 C13 114.4(3) . . ? N8 N7 C4 112.7(3) . . ? N7 N8 C3 114.4(3) . . ? C28 O1 Ag1 100.5(3) . . ? H1W O5 H2W 91.0 . . ? H4W O6 H3W 96.6 . . ? H5W O7 H6W 89.2 . . ? 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 N1 C1 C2 C3 -0.4(6) . . . . ? C1 C2 C3 C7 -0.4(6) . . . . ? C1 C2 C3 N8 178.2(3) . . . . ? C6 C4 C5 C30 -1.1(5) . . . . ? N7 C4 C5 C30 -179.1(3) . . . . ? C5 C4 C6 C31 2.1(5) . . . . ? N7 C4 C6 C31 -179.8(3) . . . . ? C2 C3 C7 C8 0.3(6) . . . . ? N8 C3 C7 C8 -178.2(3) . . . . ? C3 C7 C8 N1 0.6(6) . . . . ? N3 C10 C11 C13 -0.4(6) . . . . ? N3 C9 C12 C13 0.8(6) . . . . ? C10 C11 C13 C12 0.1(6) . . . . ? C10 C11 C13 N6 -178.6(3) . . . . ? C9 C12 C13 C11 -0.3(6) . . . . ? C9 C12 C13 N6 178.3(3) . . . . ? C16 C14 C15 C29 0.1(5) . . . . ? N5 C14 C15 C29 179.9(3) . . . . ? C15 C14 C16 C32 -0.2(6) . . . . ? N5 C14 C16 C32 180.0(3) . . . . ? O3 C17 C18 C19 -164.7(3) . . . . ? O4 C17 C18 C19 13.0(5) . . . . ? O3 C17 C18 C27 12.9(5) . . . . ? O4 C17 C18 C27 -169.5(3) . . . . ? C27 C18 C19 C20 2.2(5) . . . . ? C17 C18 C19 C20 179.8(3) . . . . ? C18 C19 C20 C25 -2.0(5) . . . . ? C18 C19 C20 C21 175.5(3) . . . . ? C25 C20 C21 C22 -0.5(5) . . . . ? C19 C20 C21 C22 -177.9(3) . . . . ? C20 C21 C22 C23 1.1(6) . . . . ? C21 C22 C23 C24 -1.3(6) . . . . ? C22 C23 C24 C25 0.9(6) . . . . ? C21 C20 C25 C24 0.1(5) . . . . ? C19 C20 C25 C24 177.6(3) . . . . ? C21 C20 C25 C26 -177.8(3) . . . . ? C19 C20 C25 C26 -0.3(5) . . . . ? C23 C24 C25 C20 -0.3(5) . . . . ? C23 C24 C25 C26 177.5(3) . . . . ? C20 C25 C26 C27 2.3(5) . . . . ? C24 C25 C26 C27 -175.5(3) . . . . ? C25 C26 C27 C18 -2.2(5) . . . . ? C25 C26 C27 C28 171.9(3) . . . . ? C19 C18 C27 C26 -0.1(5) . . . . ? C17 C18 C27 C26 -177.6(3) . . . . ? C19 C18 C27 C28 -173.6(3) . . . . ? C17 C18 C27 C28 8.9(5) . . . . ? C26 C27 C28 O2 75.6(4) . . . . ? C18 C27 C28 O2 -110.7(4) . . . . ? C26 C27 C28 O1 -96.8(4) . . . . ? C18 C27 C28 O1 77.0(4) . . . . ? C14 C15 C29 N4 -0.1(6) . . . . ? C4 C5 C30 N2 -1.0(6) . . . . ? C4 C6 C31 N2 -1.1(6) . . . . ? C14 C16 C32 N4 0.3(6) . . . . ? C7 C8 N1 C1 -1.4(6) . . . . ? C7 C8 N1 Ag1 -175.4(3) . . . 1_645 ? C2 C1 N1 C8 1.2(6) . . . . ? C2 C1 N1 Ag1 175.0(3) . . . 1_645 ? C5 C30 N2 C31 1.9(6) . . . . ? C5 C30 N2 Ag1 -164.3(3) . . . . ? C6 C31 N2 C30 -0.8(5) . . . . ? C6 C31 N2 Ag1 164.7(3) . . . . ? N1 Ag1 N2 C30 -106.8(5) 1_465 . . . ? O1 Ag1 N2 C30 64.3(3) . . . . ? Ag1 Ag1 N2 C30 115.5(3) 2_576 . . . ? N1 Ag1 N2 C31 87.6(5) 1_465 . . . ? O1 Ag1 N2 C31 -101.2(3) . . . . ? Ag1 Ag1 N2 C31 -50.1(3) 2_576 . . . ? C11 C10 N3 C9 0.8(6) . . . . ? C11 C10 N3 Ag2 179.2(3) . . . . ? C12 C9 N3 C10 -1.1(6) . . . . ? C12 C9 N3 Ag2 -179.5(3) . . . . ? C15 C29 N4 C32 0.3(6) . . . . ? C15 C29 N4 Ag2 -179.0(3) . . . 1_465 ? C16 C32 N4 C29 -0.4(5) . . . . ? C16 C32 N4 Ag2 178.9(3) . . . 1_465 ? C16 C14 N5 N6 168.4(3) . . . . ? C15 C14 N5 N6 -11.5(5) . . . . ? C14 N5 N6 C13 -179.6(3) . . . . ? C11 C13 N6 N5 -173.9(3) . . . . ? C12 C13 N6 N5 7.5(5) . . . . ? C6 C4 N7 N8 165.4(3) . . . . ? C5 C4 N7 N8 -16.6(5) . . . . ? C4 N7 N8 C3 178.4(3) . . . . ? C2 C3 N8 N7 -173.6(3) . . . . ? C7 C3 N8 N7 4.9(5) . . . . ? O2 C28 O1 Ag1 -15.6(4) . . . . ? C27 C28 O1 Ag1 155.9(2) . . . . ? N1 Ag1 O1 C28 98.3(2) 1_465 . . . ? N2 Ag1 O1 C28 -79.3(2) . . . . ? Ag1 Ag1 O1 C28 -165.3(2) 2_576 . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.836 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.064