# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_address ; State Key Laboratory of Structural Chemistry, FuJian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, People's Republic of China ; _publ_contact_author_email lixf05@fjirsm.ac.cn _publ_contact_author_fax +86-591-83725186 _publ_contact_author_phone +86-591-83796710 _publ_contact_author_name 'Li Xinfa' loop_ _publ_author_name 'Xinfa Li' 'Yuanbiao Huang' 'Rong Cao' data_1-La _database_code_depnum_ccdc_archive 'CCDC 866064' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H12 Ag La N2 O9 S' _chemical_formula_sum 'C19 H12 Ag La N2 O9 S' _chemical_formula_weight 691.15 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 '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 _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.0885(5) _cell_length_b 22.1034(8) _cell_length_c 8.6456(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.763(5) _cell_angle_gamma 90.00 _cell_volume 2028.94(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4082 _cell_measurement_theta_min 2.4554 _cell_measurement_theta_max 29.0969 _exptl_crystal_description block-shaped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 3.204 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2669 _exptl_absorpt_correction_T_max 0.3157 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 8830 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4265 _reflns_number_gt 3735 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0270P)^2^+6.6000P] 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 4265 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0735 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 La1 La 0.02721(2) 0.768732(10) 0.47431(3) 0.01166(7) Uani 1 1 d . . . Ag1 Ag 0.28151(4) 0.88687(2) 1.21487(5) 0.03558(12) Uani 1 1 d . . . S1 S 0.17865(11) 0.89654(5) 0.55444(14) 0.0226(2) Uani 1 1 d . . . O1 O 0.1829(3) 0.77062(14) 0.7476(4) 0.0254(7) Uani 1 1 d . . . O2 O 0.2144(3) 0.80491(17) 0.9927(4) 0.0342(9) Uani 1 1 d . . . O3 O 0.0762(3) 0.88121(15) 0.6205(4) 0.0261(7) Uani 1 1 d . . . O4 O 0.1871(3) 0.84946(15) 0.4364(4) 0.0245(7) Uani 1 1 d . . . O5 O 0.1777(4) 0.95723(17) 0.4938(5) 0.0453(10) Uani 1 1 d . . . O6 O -0.0927(3) 0.84957(15) 0.2823(4) 0.0258(7) Uani 1 1 d . . . O7 O 0.0037(3) 0.82786(15) 0.0970(4) 0.0295(8) Uani 1 1 d . . . O8 O -0.0863(3) 0.71014(14) 0.1885(4) 0.0193(7) Uani 1 1 d . . . O9 O -0.2007(3) 0.73238(15) 0.3513(4) 0.0247(7) Uani 1 1 d . . . N1 N -0.1980(4) 1.02650(17) -0.0955(5) 0.0228(8) Uani 1 1 d . . . N2 N -0.5287(4) 0.64552(19) -0.1180(5) 0.0266(9) Uani 1 1 d . . . C1 C 0.2358(4) 0.8062(2) 0.8585(5) 0.0179(9) Uani 1 1 d . . . C2 C 0.3358(4) 0.8488(2) 0.8397(5) 0.0198(9) Uani 1 1 d . . . C3 C 0.3211(4) 0.8894(2) 0.7118(6) 0.0234(10) Uani 1 1 d . . . C4 C 0.4196(5) 0.9279(3) 0.7071(7) 0.0423(15) Uani 1 1 d . . . H4A H 0.4085 0.9563 0.6247 0.051 Uiso 1 1 calc R . . C5 C 0.5343(6) 0.9237(4) 0.8260(8) 0.060(2) Uani 1 1 d . . . H5A H 0.6012 0.9481 0.8202 0.072 Uiso 1 1 calc R . . C6 C 0.5498(5) 0.8840(3) 0.9521(8) 0.0529(18) Uani 1 1 d . . . H6A H 0.6268 0.8813 1.0313 0.064 Uiso 1 1 calc R . . C7 C 0.4501(4) 0.8479(3) 0.9607(6) 0.0318(12) Uani 1 1 d . . . H7A H 0.4596 0.8225 1.0492 0.038 Uiso 1 1 calc R . . C8 C -0.0635(4) 0.8610(2) 0.1561(5) 0.0188(9) Uani 1 1 d . . . C9 C -0.1097(4) 0.91924(18) 0.0687(5) 0.0145(8) Uani 1 1 d . . . C10 C -0.1605(5) 0.9642(2) 0.1411(6) 0.0249(10) Uani 1 1 d . . . H10A H -0.1662 0.9594 0.2456 0.030 Uiso 1 1 calc R . . C11 C -0.2028(5) 1.0164(2) 0.0554(6) 0.0294(11) Uani 1 1 d . . . H11A H -0.2369 1.0464 0.1054 0.035 Uiso 1 1 calc R . . C12 C -0.1466(4) 0.9830(2) -0.1634(6) 0.0232(10) Uani 1 1 d . . . H12A H -0.1409 0.9890 -0.2675 0.028 Uiso 1 1 calc R . . C13 C -0.1014(4) 0.9294(2) -0.0853(5) 0.0215(9) Uani 1 1 d . . . H13A H -0.0657 0.9004 -0.1364 0.026 Uiso 1 1 calc R . . C14 C -0.1903(4) 0.71128(19) 0.2223(5) 0.0170(9) Uani 1 1 d . . . C15 C -0.3070(4) 0.6868(2) 0.1027(5) 0.0184(9) Uani 1 1 d . . . C16 C -0.4228(4) 0.7081(2) 0.1058(6) 0.0256(10) Uani 1 1 d . . . H16A H -0.4286 0.7360 0.1840 0.031 Uiso 1 1 calc R . . C17 C -0.5300(4) 0.6881(2) -0.0075(6) 0.0295(11) Uani 1 1 d . . . H17A H -0.6070 0.7047 -0.0075 0.035 Uiso 1 1 calc R . . C18 C -0.4157(5) 0.6235(2) -0.1148(6) 0.0299(11) Uani 1 1 d . . . H18A H -0.4127 0.5927 -0.1870 0.036 Uiso 1 1 calc R . . C19 C -0.3031(4) 0.6434(2) -0.0112(6) 0.0265(11) Uani 1 1 d . . . H19A H -0.2267 0.6281 -0.0179 0.032 Uiso 1 1 calc 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 La1 0.01171(12) 0.01213(12) 0.00995(12) 0.00079(9) 0.00121(8) -0.00068(9) Ag1 0.0393(2) 0.0376(2) 0.0286(2) 0.01538(18) 0.00781(17) 0.01893(18) S1 0.0349(6) 0.0167(5) 0.0160(6) 0.0024(4) 0.0072(5) -0.0063(5) O1 0.0259(16) 0.0165(16) 0.0236(17) 0.0010(14) -0.0090(14) -0.0050(13) O2 0.038(2) 0.040(2) 0.029(2) -0.0048(17) 0.0161(16) -0.0155(17) O3 0.0281(17) 0.0307(19) 0.0213(17) 0.0027(15) 0.0098(14) 0.0034(14) O4 0.0265(16) 0.0291(18) 0.0181(16) -0.0073(14) 0.0068(13) -0.0089(14) O5 0.078(3) 0.024(2) 0.033(2) 0.0119(17) 0.013(2) -0.011(2) O6 0.0308(17) 0.0236(17) 0.0214(18) 0.0123(15) 0.0050(14) 0.0063(14) O7 0.0313(18) 0.0170(17) 0.038(2) -0.0040(15) 0.0056(16) 0.0088(14) O8 0.0132(14) 0.0247(16) 0.0208(16) 0.0008(14) 0.0065(12) -0.0022(12) O9 0.0163(15) 0.038(2) 0.0184(16) -0.0109(15) 0.0025(13) -0.0066(14) N1 0.0250(19) 0.0140(19) 0.028(2) 0.0041(17) 0.0052(17) 0.0008(15) N2 0.0223(19) 0.032(2) 0.022(2) -0.0026(18) 0.0005(16) -0.0076(17) C1 0.0156(19) 0.017(2) 0.018(2) 0.0010(18) 0.0000(17) -0.0001(17) C2 0.016(2) 0.029(2) 0.015(2) -0.0075(19) 0.0055(17) -0.0058(18) C3 0.031(2) 0.023(2) 0.018(2) -0.009(2) 0.0105(19) -0.013(2) C4 0.055(3) 0.047(4) 0.028(3) -0.012(3) 0.018(3) -0.037(3) C5 0.046(4) 0.095(6) 0.044(4) -0.023(4) 0.021(3) -0.052(4) C6 0.028(3) 0.088(5) 0.039(4) -0.014(4) 0.003(3) -0.028(3) C7 0.020(2) 0.052(3) 0.023(3) -0.005(2) 0.005(2) -0.007(2) C8 0.017(2) 0.015(2) 0.021(2) 0.0004(18) -0.0009(17) -0.0015(17) C9 0.0128(18) 0.0110(19) 0.017(2) 0.0009(17) -0.0001(16) 0.0013(16) C10 0.037(3) 0.023(2) 0.018(2) 0.004(2) 0.013(2) 0.010(2) C11 0.049(3) 0.019(2) 0.024(3) 0.003(2) 0.016(2) 0.015(2) C12 0.029(2) 0.024(2) 0.016(2) 0.003(2) 0.0068(19) -0.001(2) C13 0.027(2) 0.019(2) 0.019(2) -0.0009(19) 0.0089(19) 0.0021(19) C14 0.017(2) 0.014(2) 0.018(2) 0.0029(18) 0.0011(17) -0.0011(16) C15 0.017(2) 0.023(2) 0.014(2) -0.0004(18) 0.0032(17) -0.0054(17) C16 0.019(2) 0.029(3) 0.026(3) -0.008(2) 0.0016(19) 0.0003(19) C17 0.020(2) 0.026(3) 0.038(3) -0.007(2) 0.001(2) 0.002(2) C18 0.033(3) 0.034(3) 0.023(3) -0.011(2) 0.009(2) -0.008(2) C19 0.021(2) 0.036(3) 0.024(3) -0.009(2) 0.0084(19) -0.004(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 La1 O7 2.431(3) 4_576 ? La1 O1 2.492(3) . ? La1 O6 2.538(3) . ? La1 O8 2.565(3) 4_576 ? La1 O9 2.571(3) . ? La1 O4 2.602(3) . ? La1 O2 2.607(3) 4_575 ? La1 O8 2.752(3) . ? La1 O3 2.771(3) . ? Ag1 N1 2.245(4) 3_576 ? Ag1 N2 2.297(4) 4_677 ? Ag1 O4 2.570(3) 1_556 ? Ag1 O2 2.589(4) . ? S1 O5 1.439(4) . ? S1 O3 1.451(3) . ? S1 O4 1.479(3) . ? S1 C3 1.770(5) . ? O1 C1 1.247(5) . ? O2 C1 1.249(5) . ? O2 La1 2.607(3) 4_576 ? O4 Ag1 2.570(3) 1_554 ? O6 C8 1.250(5) . ? O7 C8 1.253(5) . ? O7 La1 2.431(3) 4_575 ? O8 C14 1.268(5) . ? O8 La1 2.565(3) 4_575 ? O9 C14 1.244(5) . ? N1 C12 1.337(6) . ? N1 C11 1.340(6) . ? N1 Ag1 2.245(4) 3_576 ? N2 C18 1.337(6) . ? N2 C17 1.344(6) . ? N2 Ag1 2.297(4) 4_474 ? C1 C2 1.499(6) . ? C2 C7 1.391(6) . ? C2 C3 1.397(7) . ? C3 C4 1.394(6) . ? C4 C5 1.389(9) . ? C4 H4A 0.9300 . ? C5 C6 1.372(10) . ? C5 H5A 0.9300 . ? C6 C7 1.382(7) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.506(6) . ? C9 C10 1.378(6) . ? C9 C13 1.379(6) . ? C10 C11 1.378(6) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.383(6) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.505(6) . ? C15 C16 1.376(6) . ? C15 C19 1.384(6) . ? C16 C17 1.378(6) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.382(7) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O7 La1 O1 74.53(11) 4_576 . ? O7 La1 O6 143.28(11) 4_576 . ? O1 La1 O6 134.20(11) . . ? O7 La1 O8 73.02(11) 4_576 4_576 ? O1 La1 O8 70.28(10) . 4_576 ? O6 La1 O8 94.04(10) . 4_576 ? O7 La1 O9 71.93(11) 4_576 . ? O1 La1 O9 136.63(11) . . ? O6 La1 O9 71.49(11) . . ? O8 La1 O9 74.17(10) 4_576 . ? O7 La1 O4 145.08(11) 4_576 . ? O1 La1 O4 78.29(10) . . ? O6 La1 O4 71.48(10) . . ? O8 La1 O4 117.40(10) 4_576 . ? O9 La1 O4 141.83(11) . . ? O7 La1 O2 66.98(12) 4_576 4_575 ? O1 La1 O2 68.34(11) . 4_575 ? O6 La1 O2 137.49(11) . 4_575 ? O8 La1 O2 128.17(10) 4_576 4_575 ? O9 La1 O2 120.03(12) . 4_575 ? O4 La1 O2 82.89(11) . 4_575 ? O7 La1 O8 84.24(11) 4_576 . ? O1 La1 O8 150.62(10) . . ? O6 La1 O8 74.13(10) . . ? O8 La1 O8 122.78(10) 4_576 . ? O9 La1 O8 48.78(9) . . ? O4 La1 O8 111.20(9) . . ? O2 La1 O8 84.88(10) 4_575 . ? O7 La1 O3 128.36(11) 4_576 . ? O1 La1 O3 63.99(10) . . ? O6 La1 O3 70.34(10) . . ? O8 La1 O3 65.16(10) 4_576 . ? O9 La1 O3 120.61(10) . . ? O4 La1 O3 52.47(9) . . ? O2 La1 O3 118.98(11) 4_575 . ? O8 La1 O3 144.15(9) . . ? N1 Ag1 N2 137.47(15) 3_576 4_677 ? N1 Ag1 O4 114.48(13) 3_576 1_556 ? N2 Ag1 O4 85.83(13) 4_677 1_556 ? N1 Ag1 O2 105.28(14) 3_576 . ? N2 Ag1 O2 105.29(14) 4_677 . ? O4 Ag1 O2 103.67(10) 1_556 . ? O5 S1 O3 115.9(2) . . ? O5 S1 O4 113.6(2) . . ? O3 S1 O4 108.63(19) . . ? O5 S1 C3 105.9(2) . . ? O3 S1 C3 107.6(2) . . ? O4 S1 C3 104.3(2) . . ? C1 O1 La1 141.5(3) . . ? C1 O2 Ag1 125.6(3) . . ? C1 O2 La1 108.5(3) . 4_576 ? Ag1 O2 La1 122.37(13) . 4_576 ? S1 O3 La1 95.91(16) . . ? S1 O4 Ag1 114.08(17) . 1_554 ? S1 O4 La1 102.41(15) . . ? Ag1 O4 La1 138.89(13) 1_554 . ? C8 O6 La1 119.6(3) . . ? C8 O7 La1 147.3(3) . 4_575 ? C14 O8 La1 146.1(3) . 4_575 ? C14 O8 La1 89.7(2) . . ? La1 O8 La1 111.71(10) 4_575 . ? C14 O9 La1 98.9(2) . . ? C12 N1 C11 116.7(4) . . ? C12 N1 Ag1 125.7(3) . 3_576 ? C11 N1 Ag1 117.6(3) . 3_576 ? C18 N2 C17 116.3(4) . . ? C18 N2 Ag1 125.6(3) . 4_474 ? C17 N2 Ag1 118.0(3) . 4_474 ? O1 C1 O2 121.8(4) . . ? O1 C1 C2 120.7(4) . . ? O2 C1 C2 117.3(4) . . ? C7 C2 C3 118.5(4) . . ? C7 C2 C1 116.8(4) . . ? C3 C2 C1 124.6(4) . . ? C4 C3 C2 120.1(5) . . ? C4 C3 S1 117.1(4) . . ? C2 C3 S1 122.7(3) . . ? C5 C4 C3 119.7(6) . . ? C5 C4 H4A 120.2 . . ? C3 C4 H4A 120.2 . . ? C6 C5 C4 120.6(5) . . ? C6 C5 H5A 119.7 . . ? C4 C5 H5A 119.7 . . ? C5 C6 C7 119.6(5) . . ? C5 C6 H6A 120.2 . . ? C7 C6 H6A 120.2 . . ? C6 C7 C2 121.4(5) . . ? C6 C7 H7A 119.3 . . ? C2 C7 H7A 119.3 . . ? O6 C8 O7 124.9(4) . . ? O6 C8 C9 118.3(4) . . ? O7 C8 C9 116.8(4) . . ? C10 C9 C13 118.1(4) . . ? C10 C9 C8 120.9(4) . . ? C13 C9 C8 121.0(4) . . ? C9 C10 C11 118.7(4) . . ? C9 C10 H10A 120.7 . . ? C11 C10 H10A 120.7 . . ? N1 C11 C10 124.1(4) . . ? N1 C11 H11A 118.0 . . ? C10 C11 H11A 118.0 . . ? N1 C12 C13 122.8(4) . . ? N1 C12 H12A 118.6 . . ? C13 C12 H12A 118.6 . . ? C9 C13 C12 119.7(4) . . ? C9 C13 H13A 120.2 . . ? C12 C13 H13A 120.2 . . ? O9 C14 O8 122.6(4) . . ? O9 C14 C15 117.9(4) . . ? O8 C14 C15 119.5(4) . . ? C16 C15 C19 118.2(4) . . ? C16 C15 C14 119.0(4) . . ? C19 C15 C14 122.8(4) . . ? C15 C16 C17 119.6(4) . . ? C15 C16 H16A 120.2 . . ? C17 C16 H16A 120.2 . . ? N2 C17 C16 123.1(4) . . ? N2 C17 H17A 118.4 . . ? C16 C17 H17A 118.4 . . ? N2 C18 C19 124.3(5) . . ? N2 C18 H18A 117.9 . . ? C19 C18 H18A 117.9 . . ? C18 C19 C15 118.3(4) . . ? C18 C19 H19A 120.8 . . ? C15 C19 H19A 120.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O7 La1 O1 C1 -148.6(5) 4_576 . . . ? O6 La1 O1 C1 4.4(5) . . . . ? O8 La1 O1 C1 -71.5(5) 4_576 . . . ? O9 La1 O1 C1 -108.2(5) . . . . ? O4 La1 O1 C1 53.5(5) . . . . ? O2 La1 O1 C1 140.5(5) 4_575 . . . ? O8 La1 O1 C1 166.1(4) . . . . ? O3 La1 O1 C1 -0.2(5) . . . . ? N1 Ag1 O2 C1 56.2(4) 3_576 . . . ? N2 Ag1 O2 C1 -93.9(4) 4_677 . . . ? O4 Ag1 O2 C1 176.8(4) 1_556 . . . ? N1 Ag1 O2 La1 -100.45(18) 3_576 . . 4_576 ? N2 Ag1 O2 La1 109.48(19) 4_677 . . 4_576 ? O4 Ag1 O2 La1 20.1(2) 1_556 . . 4_576 ? O5 S1 O3 La1 136.2(2) . . . . ? O4 S1 O3 La1 6.9(2) . . . . ? C3 S1 O3 La1 -105.50(19) . . . . ? O7 La1 O3 S1 130.61(16) 4_576 . . . ? O1 La1 O3 S1 90.47(17) . . . . ? O6 La1 O3 S1 -86.01(16) . . . . ? O8 La1 O3 S1 169.65(19) 4_576 . . . ? O9 La1 O3 S1 -138.91(15) . . . . ? O4 La1 O3 S1 -4.69(13) . . . . ? O2 La1 O3 S1 48.18(19) 4_575 . . . ? O8 La1 O3 S1 -78.2(2) . . . . ? O5 S1 O4 Ag1 22.6(3) . . . 1_554 ? O3 S1 O4 Ag1 153.11(17) . . . 1_554 ? C3 S1 O4 Ag1 -92.3(2) . . . 1_554 ? O5 S1 O4 La1 -138.0(2) . . . . ? O3 S1 O4 La1 -7.5(2) . . . . ? C3 S1 O4 La1 107.10(19) . . . . ? O7 La1 O4 S1 -100.8(2) 4_576 . . . ? O1 La1 O4 S1 -61.40(17) . . . . ? O6 La1 O4 S1 83.72(18) . . . . ? O8 La1 O4 S1 -1.1(2) 4_576 . . . ? O9 La1 O4 S1 98.2(2) . . . . ? O2 La1 O4 S1 -130.67(18) 4_575 . . . ? O8 La1 O4 S1 147.66(15) . . . . ? O3 La1 O4 S1 4.68(14) . . . . ? O7 La1 O4 Ag1 106.7(2) 4_576 . . 1_554 ? O1 La1 O4 Ag1 146.1(2) . . . 1_554 ? O6 La1 O4 Ag1 -68.8(2) . . . 1_554 ? O8 La1 O4 Ag1 -153.66(18) 4_576 . . 1_554 ? O9 La1 O4 Ag1 -54.3(3) . . . 1_554 ? O2 La1 O4 Ag1 76.8(2) 4_575 . . 1_554 ? O8 La1 O4 Ag1 -4.9(2) . . . 1_554 ? O3 La1 O4 Ag1 -147.9(3) . . . 1_554 ? O7 La1 O6 C8 -118.7(3) 4_576 . . . ? O1 La1 O6 C8 108.4(3) . . . . ? O8 La1 O6 C8 174.6(3) 4_576 . . . ? O9 La1 O6 C8 -113.6(3) . . . . ? O4 La1 O6 C8 57.0(3) . . . . ? O2 La1 O6 C8 1.0(4) 4_575 . . . ? O8 La1 O6 C8 -62.4(3) . . . . ? O3 La1 O6 C8 112.8(3) . . . . ? O7 La1 O8 C14 72.3(2) 4_576 . . . ? O1 La1 O8 C14 115.8(3) . . . . ? O6 La1 O8 C14 -77.7(2) . . . . ? O8 La1 O8 C14 6.8(2) 4_576 . . . ? O9 La1 O8 C14 1.3(2) . . . . ? O4 La1 O8 C14 -140.0(2) . . . . ? O2 La1 O8 C14 139.6(3) 4_575 . . . ? O3 La1 O8 C14 -85.4(3) . . . . ? O7 La1 O8 La1 -134.59(13) 4_576 . . 4_575 ? O1 La1 O8 La1 -91.1(2) . . . 4_575 ? O6 La1 O8 La1 75.38(12) . . . 4_575 ? O8 La1 O8 La1 159.87(12) 4_576 . . 4_575 ? O9 La1 O8 La1 154.44(18) . . . 4_575 ? O4 La1 O8 La1 13.06(15) . . . 4_575 ? O2 La1 O8 La1 -67.27(13) 4_575 . . 4_575 ? O3 La1 O8 La1 67.69(18) . . . 4_575 ? O7 La1 O9 C14 -99.7(3) 4_576 . . . ? O1 La1 O9 C14 -140.8(3) . . . . ? O6 La1 O9 C14 83.5(3) . . . . ? O8 La1 O9 C14 -176.6(3) 4_576 . . . ? O4 La1 O9 C14 69.0(3) . . . . ? O2 La1 O9 C14 -51.3(3) 4_575 . . . ? O8 La1 O9 C14 -1.4(2) . . . . ? O3 La1 O9 C14 135.8(3) . . . . ? La1 O1 C1 O2 112.5(5) . . . . ? La1 O1 C1 C2 -72.6(6) . . . . ? Ag1 O2 C1 O1 -167.7(3) . . . . ? La1 O2 C1 O1 -8.4(5) 4_576 . . . ? Ag1 O2 C1 C2 17.2(6) . . . . ? La1 O2 C1 C2 176.6(3) 4_576 . . . ? O1 C1 C2 C7 -127.1(5) . . . . ? O2 C1 C2 C7 48.0(6) . . . . ? O1 C1 C2 C3 54.0(6) . . . . ? O2 C1 C2 C3 -130.9(5) . . . . ? C7 C2 C3 C4 0.0(7) . . . . ? C1 C2 C3 C4 178.9(5) . . . . ? C7 C2 C3 S1 -177.8(4) . . . . ? C1 C2 C3 S1 1.1(7) . . . . ? O5 S1 C3 C4 -24.1(5) . . . . ? O3 S1 C3 C4 -148.7(4) . . . . ? O4 S1 C3 C4 96.1(4) . . . . ? O5 S1 C3 C2 153.8(4) . . . . ? O3 S1 C3 C2 29.2(5) . . . . ? O4 S1 C3 C2 -86.1(4) . . . . ? C2 C3 C4 C5 3.0(8) . . . . ? S1 C3 C4 C5 -179.0(5) . . . . ? C3 C4 C5 C6 -3.0(10) . . . . ? C4 C5 C6 C7 -0.1(11) . . . . ? C5 C6 C7 C2 3.3(10) . . . . ? C3 C2 C7 C6 -3.2(8) . . . . ? C1 C2 C7 C6 177.8(5) . . . . ? La1 O6 C8 O7 15.3(6) . . . . ? La1 O6 C8 C9 -163.5(3) . . . . ? La1 O7 C8 O6 64.5(8) 4_575 . . . ? La1 O7 C8 C9 -116.7(5) 4_575 . . . ? O6 C8 C9 C10 12.8(6) . . . . ? O7 C8 C9 C10 -166.1(4) . . . . ? O6 C8 C9 C13 -167.7(4) . . . . ? O7 C8 C9 C13 13.4(6) . . . . ? C13 C9 C10 C11 1.3(7) . . . . ? C8 C9 C10 C11 -179.2(4) . . . . ? C12 N1 C11 C10 -1.1(8) . . . . ? Ag1 N1 C11 C10 177.0(4) 3_576 . . . ? C9 C10 C11 N1 0.1(8) . . . . ? C11 N1 C12 C13 0.8(7) . . . . ? Ag1 N1 C12 C13 -177.2(3) 3_576 . . . ? C10 C9 C13 C12 -1.6(6) . . . . ? C8 C9 C13 C12 179.0(4) . . . . ? N1 C12 C13 C9 0.5(7) . . . . ? La1 O9 C14 O8 2.7(5) . . . . ? La1 O9 C14 C15 -176.9(3) . . . . ? La1 O8 C14 O9 -133.5(4) 4_575 . . . ? La1 O8 C14 O9 -2.5(4) . . . . ? La1 O8 C14 C15 46.0(7) 4_575 . . . ? La1 O8 C14 C15 177.1(4) . . . . ? O9 C14 C15 C16 24.9(6) . . . . ? O8 C14 C15 C16 -154.7(4) . . . . ? O9 C14 C15 C19 -155.1(4) . . . . ? O8 C14 C15 C19 25.3(7) . . . . ? C19 C15 C16 C17 -2.8(7) . . . . ? C14 C15 C16 C17 177.2(4) . . . . ? C18 N2 C17 C16 -0.9(8) . . . . ? Ag1 N2 C17 C16 175.7(4) 4_474 . . . ? C15 C16 C17 N2 3.7(8) . . . . ? C17 N2 C18 C19 -2.8(8) . . . . ? Ag1 N2 C18 C19 -179.1(4) 4_474 . . . ? N2 C18 C19 C15 3.5(8) . . . . ? C16 C15 C19 C18 -0.6(7) . . . . ? C14 C15 C19 C18 179.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.195 _refine_diff_density_min -1.868 _refine_diff_density_rms 0.139 #===END data_2-Pr _database_code_depnum_ccdc_archive 'CCDC 866065' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag N2 O10 Pr S' _chemical_formula_sum 'C19 H14 Ag N2 O10 Pr S' _chemical_formula_weight 711.16 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pr Pr -0.2180 2.8214 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4600(2) _cell_length_b 13.4951(3) _cell_length_c 17.6816(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.106(2) _cell_angle_gamma 90.00 _cell_volume 2215.02(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4413 _cell_measurement_theta_min 2.6578 _cell_measurement_theta_max 28.9347 _exptl_crystal_description block-shaped _exptl_crystal_colour light-green _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.133 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 3.211 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4728 _exptl_absorpt_correction_T_max 0.6172 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9611 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0446 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4659 _reflns_number_gt 3951 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0230P)^2^+2.2000P] 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 4659 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0636 _refine_ls_wR_factor_gt 0.0538 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _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 Pr1 Pr 0.28448(2) 0.464240(16) -0.003775(11) 0.01309(6) Uani 1 1 d . . . Ag1 Ag 0.27613(4) 0.13581(3) 0.019547(17) 0.03415(10) Uani 1 1 d . . . S1 S 0.81687(11) 0.27912(9) 0.07329(7) 0.0321(3) Uani 1 1 d . . . O1 O 0.5474(3) 0.4000(2) -0.00660(15) 0.0195(6) Uani 1 1 d . . . O2 O 0.3766(3) 0.2891(2) -0.03475(16) 0.0255(6) Uani 1 1 d . . . O3 O 0.8383(3) 0.3858(2) 0.06954(17) 0.0302(7) Uani 1 1 d . . . O4 O 0.7087(3) 0.2500(3) 0.11576(19) 0.0456(9) Uani 1 1 d . . . O5 O 0.9557(3) 0.2302(3) 0.0981(2) 0.0535(10) Uani 1 1 d . . . O6 O 0.4412(3) 0.4479(2) 0.12846(14) 0.0265(7) Uani 1 1 d . . . O7 O 0.6521(3) 0.5279(2) 0.13407(14) 0.0239(6) Uani 1 1 d . . . O8 O 0.5687(3) 0.1007(2) 0.42054(14) 0.0228(6) Uani 1 1 d . . . O9 O 0.3476(3) 0.0448(2) 0.41784(15) 0.0315(7) Uani 1 1 d . . . O10 O 0.2021(3) 0.3299(2) 0.08148(17) 0.0362(8) Uani 1 1 d . . . H10B H 0.1119 0.3339 0.0798 0.054 Uiso 1 1 d R . . H10C H 0.2455 0.3367 0.1280 0.054 Uiso 1 1 d R . . N1 N 0.6901(4) 0.4028(3) 0.40086(18) 0.0260(8) Uani 1 1 d . . . N2 N 0.3380(4) 0.1170(3) 0.14194(18) 0.0272(8) Uani 1 1 d . . . C1 C 0.5050(4) 0.3151(3) -0.0307(2) 0.0200(9) Uani 1 1 d . . . C2 C 0.6092(5) 0.2495(3) -0.0605(3) 0.0292(10) Uani 1 1 d . . . C3 C 0.7528(5) 0.2354(3) -0.0226(3) 0.0328(11) Uani 1 1 d . . . C4 C 0.8433(6) 0.1792(4) -0.0585(4) 0.0540(16) Uani 1 1 d . . . H4A H 0.9384 0.1689 -0.0341 0.065 Uiso 1 1 calc R . . C5 C 0.7929(7) 0.1384(4) -0.1307(4) 0.071(2) Uani 1 1 d . . . H5A H 0.8557 0.1023 -0.1546 0.086 Uiso 1 1 calc R . . C6 C 0.6529(7) 0.1500(5) -0.1673(4) 0.0667(19) Uani 1 1 d . . . H6A H 0.6197 0.1211 -0.2152 0.080 Uiso 1 1 calc R . . C7 C 0.5609(6) 0.2057(4) -0.1317(3) 0.0478(14) Uani 1 1 d . . . H7A H 0.4653 0.2138 -0.1560 0.057 Uiso 1 1 calc R . . C8 C 0.5623(4) 0.4783(3) 0.1618(2) 0.0208(9) Uani 1 1 d . . . C9 C 0.6064(4) 0.4525(3) 0.2465(2) 0.0188(8) Uani 1 1 d . . . C10 C 0.6116(5) 0.3547(3) 0.2697(2) 0.0278(10) Uani 1 1 d . . . H10A H 0.5858 0.3044 0.2337 0.033 Uiso 1 1 calc R . . C11 C 0.6554(5) 0.3323(3) 0.3470(2) 0.0289(10) Uani 1 1 d . . . H11A H 0.6611 0.2662 0.3622 0.035 Uiso 1 1 calc R . . C12 C 0.6821(5) 0.4970(3) 0.3778(2) 0.0298(10) Uani 1 1 d . . . H12A H 0.7050 0.5464 0.4149 0.036 Uiso 1 1 calc R . . C13 C 0.6415(5) 0.5249(3) 0.3018(2) 0.0283(10) Uani 1 1 d . . . H13A H 0.6378 0.5915 0.2881 0.034 Uiso 1 1 calc R . . C14 C 0.4441(4) 0.0775(3) 0.3873(2) 0.0177(8) Uani 1 1 d . . . C15 C 0.4090(4) 0.0916(3) 0.3009(2) 0.0179(8) Uani 1 1 d . . . C16 C 0.5145(4) 0.0943(3) 0.2572(2) 0.0262(10) Uani 1 1 d . . . H16A H 0.6109 0.0875 0.2804 0.031 Uiso 1 1 calc R . . C17 C 0.4757(5) 0.1073(4) 0.1785(2) 0.0295(10) Uani 1 1 d . . . H17A H 0.5479 0.1095 0.1495 0.035 Uiso 1 1 calc R . . C18 C 0.2370(4) 0.1139(4) 0.1850(2) 0.0303(10) Uani 1 1 d . . . H18A H 0.1413 0.1209 0.1606 0.036 Uiso 1 1 calc R . . C19 C 0.2664(4) 0.1009(4) 0.2632(2) 0.0267(10) Uani 1 1 d . . . H19A H 0.1921 0.0984 0.2908 0.032 Uiso 1 1 calc 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 Pr1 0.01162(10) 0.01537(12) 0.01178(10) 0.00069(9) 0.00099(7) -0.00017(9) Ag1 0.0481(2) 0.0393(2) 0.01190(14) 0.00021(15) -0.00207(13) -0.00483(18) S1 0.0201(5) 0.0263(6) 0.0504(7) 0.0179(6) 0.0079(5) 0.0058(5) O1 0.0172(13) 0.0134(14) 0.0266(14) -0.0018(12) 0.0013(11) -0.0007(12) O2 0.0200(14) 0.0186(15) 0.0387(16) -0.0044(14) 0.0076(12) -0.0032(13) O3 0.0272(15) 0.0242(17) 0.0357(16) 0.0086(14) -0.0029(13) 0.0035(14) O4 0.0330(18) 0.055(2) 0.051(2) 0.0204(19) 0.0140(15) -0.0035(18) O5 0.0263(17) 0.041(2) 0.090(3) 0.027(2) 0.0031(18) 0.0140(17) O6 0.0197(14) 0.042(2) 0.0148(12) 0.0070(14) -0.0032(11) -0.0032(14) O7 0.0220(14) 0.0352(18) 0.0144(12) 0.0039(13) 0.0034(11) -0.0046(14) O8 0.0163(13) 0.0295(17) 0.0193(13) 0.0018(13) -0.0045(10) 0.0027(13) O9 0.0286(16) 0.044(2) 0.0221(14) 0.0070(15) 0.0066(12) -0.0120(15) O10 0.0300(17) 0.045(2) 0.0339(16) 0.0082(16) 0.0064(13) -0.0078(16) N1 0.0317(19) 0.030(2) 0.0150(16) 0.0019(16) 0.0009(14) 0.0045(17) N2 0.039(2) 0.026(2) 0.0152(15) 0.0016(16) 0.0028(14) -0.0034(18) C1 0.0186(19) 0.019(2) 0.0226(19) 0.0013(18) 0.0037(15) 0.0010(18) C2 0.029(2) 0.015(2) 0.048(3) -0.005(2) 0.018(2) -0.004(2) C3 0.030(2) 0.015(2) 0.058(3) 0.002(2) 0.021(2) 0.004(2) C4 0.038(3) 0.032(3) 0.102(5) -0.010(3) 0.038(3) 0.003(3) C5 0.059(4) 0.048(4) 0.123(6) -0.041(4) 0.057(4) -0.008(3) C6 0.067(4) 0.055(4) 0.090(5) -0.047(4) 0.047(4) -0.027(3) C7 0.044(3) 0.044(3) 0.061(3) -0.028(3) 0.025(3) -0.014(3) C8 0.0197(19) 0.027(2) 0.0158(18) 0.0003(18) 0.0034(15) 0.0043(19) C9 0.0133(17) 0.025(2) 0.0172(18) 0.0018(18) 0.0016(14) 0.0002(17) C10 0.039(2) 0.025(2) 0.0178(19) -0.0042(19) 0.0009(17) 0.000(2) C11 0.041(3) 0.024(2) 0.021(2) -0.0007(19) 0.0038(18) 0.004(2) C12 0.047(3) 0.024(2) 0.0162(19) -0.0076(19) 0.0008(18) 0.002(2) C13 0.042(3) 0.021(2) 0.0193(19) 0.0029(19) -0.0012(18) 0.002(2) C14 0.0218(19) 0.014(2) 0.0172(18) 0.0026(17) 0.0038(15) 0.0040(17) C15 0.0184(18) 0.017(2) 0.0170(18) 0.0022(17) 0.0003(14) -0.0020(17) C16 0.020(2) 0.038(3) 0.0191(19) 0.003(2) 0.0005(15) -0.003(2) C17 0.030(2) 0.040(3) 0.020(2) 0.003(2) 0.0069(17) -0.004(2) C18 0.024(2) 0.041(3) 0.022(2) 0.004(2) -0.0063(17) 0.001(2) C19 0.0177(19) 0.040(3) 0.022(2) -0.001(2) 0.0044(16) -0.001(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 Pr1 O8 2.382(2) 4_565 ? Pr1 O9 2.405(3) 2 ? Pr1 O1 2.409(3) 3_665 ? Pr1 O7 2.492(2) 3_665 ? Pr1 O3 2.505(3) 3_665 ? Pr1 O6 2.525(2) . ? Pr1 O10 2.573(3) . ? Pr1 O2 2.614(3) . ? Pr1 O1 2.644(2) . ? Ag1 N2 2.145(3) . ? Ag1 N1 2.164(3) 4_565 ? Ag1 O2 2.540(3) . ? S1 O4 1.436(3) . ? S1 O3 1.457(3) . ? S1 O5 1.459(3) . ? S1 C3 1.788(5) . ? O1 C1 1.261(5) . ? O1 Pr1 2.409(3) 3_665 ? O2 C1 1.254(5) . ? O3 Pr1 2.505(3) 3_665 ? O6 C8 1.252(5) . ? O7 C8 1.254(5) . ? O7 Pr1 2.492(2) 3_665 ? O8 C14 1.251(4) . ? O8 Pr1 2.382(2) 4_666 ? O9 C14 1.230(4) . ? O9 Pr1 2.405(3) 2_545 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C12 1.333(6) . ? N1 C11 1.341(5) . ? N1 Ag1 2.164(3) 4_666 ? N2 C18 1.332(5) . ? N2 C17 1.345(5) . ? C1 C2 1.494(6) . ? C2 C7 1.386(7) . ? C2 C3 1.407(6) . ? C3 C4 1.385(6) . ? C4 C5 1.387(8) . ? C4 H4A 0.9300 . ? C5 C6 1.367(9) . ? C5 H5A 0.9300 . ? C6 C7 1.389(7) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.517(5) . ? C9 C13 1.377(6) . ? C9 C10 1.380(6) . ? C10 C11 1.385(5) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.376(5) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.512(5) . ? C15 C16 1.376(5) . ? C15 C19 1.390(5) . ? C16 C17 1.379(5) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.369(5) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Pr1 O9 91.60(10) 4_565 2 ? O8 Pr1 O1 143.53(9) 4_565 3_665 ? O9 Pr1 O1 91.38(10) 2 3_665 ? O8 Pr1 O7 80.16(9) 4_565 3_665 ? O9 Pr1 O7 144.27(10) 2 3_665 ? O1 Pr1 O7 76.42(9) 3_665 3_665 ? O8 Pr1 O3 76.47(10) 4_565 3_665 ? O9 Pr1 O3 71.18(10) 2 3_665 ? O1 Pr1 O3 70.20(9) 3_665 3_665 ? O7 Pr1 O3 73.09(10) 3_665 3_665 ? O8 Pr1 O6 140.77(9) 4_565 . ? O9 Pr1 O6 74.83(9) 2 . ? O1 Pr1 O6 74.63(9) 3_665 . ? O7 Pr1 O6 131.05(8) 3_665 . ? O3 Pr1 O6 129.60(10) 3_665 . ? O8 Pr1 O10 75.31(9) 4_565 . ? O9 Pr1 O10 72.27(11) 2 . ? O1 Pr1 O10 139.56(9) 3_665 . ? O7 Pr1 O10 136.52(10) 3_665 . ? O3 Pr1 O10 132.51(10) 3_665 . ? O6 Pr1 O10 65.53(9) . . ? O8 Pr1 O2 80.42(9) 4_565 . ? O9 Pr1 O2 140.88(10) 2 . ? O1 Pr1 O2 117.51(8) 3_665 . ? O7 Pr1 O2 72.27(9) 3_665 . ? O3 Pr1 O2 140.97(9) 3_665 . ? O6 Pr1 O2 87.42(9) . . ? O10 Pr1 O2 68.66(10) . . ? O8 Pr1 O1 125.20(9) 4_565 . ? O9 Pr1 O1 139.94(9) 2 . ? O1 Pr1 O1 68.96(10) 3_665 . ? O7 Pr1 O1 66.52(8) 3_665 . ? O3 Pr1 O1 127.57(9) 3_665 . ? O6 Pr1 O1 66.56(8) . . ? O10 Pr1 O1 99.92(9) . . ? O2 Pr1 O1 49.21(8) . . ? N2 Ag1 N1 158.21(14) . 4_565 ? N2 Ag1 O2 115.36(11) . . ? N1 Ag1 O2 85.86(12) 4_565 . ? O4 S1 O3 114.5(2) . . ? O4 S1 O5 114.1(2) . . ? O3 S1 O5 109.6(2) . . ? O4 S1 C3 105.1(2) . . ? O3 S1 C3 107.93(19) . . ? O5 S1 C3 104.9(2) . . ? C1 O1 Pr1 151.5(2) . 3_665 ? C1 O1 Pr1 93.7(2) . . ? Pr1 O1 Pr1 111.04(10) 3_665 . ? C1 O2 Ag1 129.5(3) . . ? C1 O2 Pr1 95.3(2) . . ? Ag1 O2 Pr1 119.55(11) . . ? S1 O3 Pr1 139.75(17) . 3_665 ? C8 O6 Pr1 136.7(2) . . ? C8 O7 Pr1 133.3(2) . 3_665 ? C14 O8 Pr1 143.1(3) . 4_666 ? C14 O9 Pr1 163.8(3) . 2_545 ? Pr1 O10 H10B 110.5 . . ? Pr1 O10 H10C 110.3 . . ? H10B O10 H10C 108.7 . . ? C12 N1 C11 117.9(3) . . ? C12 N1 Ag1 121.0(3) . 4_666 ? C11 N1 Ag1 120.8(3) . 4_666 ? C18 N2 C17 117.2(3) . . ? C18 N2 Ag1 119.6(3) . . ? C17 N2 Ag1 123.2(3) . . ? O2 C1 O1 121.1(4) . . ? O2 C1 C2 120.8(4) . . ? O1 C1 C2 118.0(3) . . ? C7 C2 C3 119.6(4) . . ? C7 C2 C1 116.6(4) . . ? C3 C2 C1 123.7(4) . . ? C4 C3 C2 118.8(5) . . ? C4 C3 S1 119.3(4) . . ? C2 C3 S1 121.7(3) . . ? C3 C4 C5 120.4(5) . . ? C3 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C6 C5 C4 121.3(5) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C5 C6 C7 118.9(6) . . ? C5 C6 H6A 120.6 . . ? C7 C6 H6A 120.6 . . ? C2 C7 C6 121.1(5) . . ? C2 C7 H7A 119.5 . . ? C6 C7 H7A 119.5 . . ? O6 C8 O7 128.3(3) . . ? O6 C8 C9 116.3(3) . . ? O7 C8 C9 115.5(3) . . ? C13 C9 C10 118.6(4) . . ? C13 C9 C8 121.4(4) . . ? C10 C9 C8 120.0(4) . . ? C9 C10 C11 119.2(4) . . ? C9 C10 H10A 120.4 . . ? C11 C10 H10A 120.4 . . ? N1 C11 C10 122.1(4) . . ? N1 C11 H11A 118.9 . . ? C10 C11 H11A 118.9 . . ? N1 C12 C13 123.2(4) . . ? N1 C12 H12A 118.4 . . ? C13 C12 H12A 118.4 . . ? C12 C13 C9 118.8(4) . . ? C12 C13 H13A 120.6 . . ? C9 C13 H13A 120.6 . . ? O9 C14 O8 126.6(3) . . ? O9 C14 C15 116.9(3) . . ? O8 C14 C15 116.6(3) . . ? C16 C15 C19 118.1(3) . . ? C16 C15 C14 122.0(3) . . ? C19 C15 C14 120.0(3) . . ? C15 C16 C17 119.3(4) . . ? C15 C16 H16A 120.4 . . ? C17 C16 H16A 120.4 . . ? N2 C17 C16 122.8(4) . . ? N2 C17 H17A 118.6 . . ? C16 C17 H17A 118.6 . . ? N2 C18 C19 123.6(4) . . ? N2 C18 H18A 118.2 . . ? C19 C18 H18A 118.2 . . ? C18 C19 C15 119.0(4) . . ? C18 C19 H19A 120.5 . . ? C15 C19 H19A 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 Pr1 O1 C1 -24.1(3) 4_565 . . . ? O9 Pr1 O1 C1 129.0(2) 2 . . . ? O1 Pr1 O1 C1 -165.6(3) 3_665 . . . ? O7 Pr1 O1 C1 -81.8(2) 3_665 . . . ? O3 Pr1 O1 C1 -124.5(2) 3_665 . . . ? O6 Pr1 O1 C1 112.6(2) . . . . ? O10 Pr1 O1 C1 54.9(2) . . . . ? O2 Pr1 O1 C1 4.6(2) . . . . ? O8 Pr1 O1 Pr1 141.54(10) 4_565 . . 3_665 ? O9 Pr1 O1 Pr1 -65.33(18) 2 . . 3_665 ? O1 Pr1 O1 Pr1 0.0 3_665 . . 3_665 ? O7 Pr1 O1 Pr1 83.84(12) 3_665 . . 3_665 ? O3 Pr1 O1 Pr1 41.09(15) 3_665 . . 3_665 ? O6 Pr1 O1 Pr1 -81.79(11) . . . 3_665 ? O10 Pr1 O1 Pr1 -139.51(11) . . . 3_665 ? O2 Pr1 O1 Pr1 170.19(16) . . . 3_665 ? N2 Ag1 O2 C1 58.0(3) . . . . ? N1 Ag1 O2 C1 -116.9(3) 4_565 . . . ? N2 Ag1 O2 Pr1 -69.23(16) . . . . ? N1 Ag1 O2 Pr1 115.88(14) 4_565 . . . ? O8 Pr1 O2 C1 152.0(2) 4_565 . . . ? O9 Pr1 O2 C1 -127.4(2) 2 . . . ? O1 Pr1 O2 C1 5.7(3) 3_665 . . . ? O7 Pr1 O2 C1 69.3(2) 3_665 . . . ? O3 Pr1 O2 C1 97.8(2) 3_665 . . . ? O6 Pr1 O2 C1 -65.5(2) . . . . ? O10 Pr1 O2 C1 -130.1(2) . . . . ? O1 Pr1 O2 C1 -4.6(2) . . . . ? O8 Pr1 O2 Ag1 -66.10(12) 4_565 . . . ? O9 Pr1 O2 Ag1 14.5(2) 2 . . . ? O1 Pr1 O2 Ag1 147.64(11) 3_665 . . . ? O7 Pr1 O2 Ag1 -148.74(14) 3_665 . . . ? O3 Pr1 O2 Ag1 -120.30(15) 3_665 . . . ? O6 Pr1 O2 Ag1 76.46(12) . . . . ? O10 Pr1 O2 Ag1 11.77(11) . . . . ? O1 Pr1 O2 Ag1 137.31(17) . . . . ? O4 S1 O3 Pr1 -73.7(3) . . . 3_665 ? O5 S1 O3 Pr1 156.6(3) . . . 3_665 ? C3 S1 O3 Pr1 42.9(3) . . . 3_665 ? O8 Pr1 O6 C8 171.2(4) 4_565 . . . ? O9 Pr1 O6 C8 -115.5(4) 2 . . . ? O1 Pr1 O6 C8 -19.7(4) 3_665 . . . ? O7 Pr1 O6 C8 36.1(4) 3_665 . . . ? O3 Pr1 O6 C8 -66.6(4) 3_665 . . . ? O10 Pr1 O6 C8 167.4(4) . . . . ? O2 Pr1 O6 C8 99.7(4) . . . . ? O1 Pr1 O6 C8 53.6(4) . . . . ? N1 Ag1 N2 C18 -73.9(5) 4_565 . . . ? O2 Ag1 N2 C18 119.9(3) . . . . ? N1 Ag1 N2 C17 105.6(5) 4_565 . . . ? O2 Ag1 N2 C17 -60.6(4) . . . . ? Ag1 O2 C1 O1 -127.4(3) . . . . ? Pr1 O2 C1 O1 8.5(4) . . . . ? Ag1 O2 C1 C2 57.7(5) . . . . ? Pr1 O2 C1 C2 -166.4(3) . . . . ? Pr1 O1 C1 O2 -159.4(3) 3_665 . . . ? Pr1 O1 C1 O2 -8.4(4) . . . . ? Pr1 O1 C1 C2 15.7(7) 3_665 . . . ? Pr1 O1 C1 C2 166.6(3) . . . . ? O2 C1 C2 C7 44.6(6) . . . . ? O1 C1 C2 C7 -130.5(4) . . . . ? O2 C1 C2 C3 -139.2(4) . . . . ? O1 C1 C2 C3 45.7(6) . . . . ? C7 C2 C3 C4 1.3(7) . . . . ? C1 C2 C3 C4 -174.8(4) . . . . ? C7 C2 C3 S1 -173.5(4) . . . . ? C1 C2 C3 S1 10.4(6) . . . . ? O4 S1 C3 C4 -128.8(4) . . . . ? O3 S1 C3 C4 108.6(4) . . . . ? O5 S1 C3 C4 -8.2(5) . . . . ? O4 S1 C3 C2 46.0(4) . . . . ? O3 S1 C3 C2 -76.6(4) . . . . ? O5 S1 C3 C2 166.6(4) . . . . ? C2 C3 C4 C5 0.3(8) . . . . ? S1 C3 C4 C5 175.3(4) . . . . ? C3 C4 C5 C6 -1.7(9) . . . . ? C4 C5 C6 C7 1.3(10) . . . . ? C3 C2 C7 C6 -1.6(8) . . . . ? C1 C2 C7 C6 174.7(5) . . . . ? C5 C6 C7 C2 0.3(9) . . . . ? Pr1 O6 C8 O7 -3.6(7) . . . . ? Pr1 O6 C8 C9 176.0(3) . . . . ? Pr1 O7 C8 O6 -32.1(7) 3_665 . . . ? Pr1 O7 C8 C9 148.3(3) 3_665 . . . ? O6 C8 C9 C13 -122.3(4) . . . . ? O7 C8 C9 C13 57.4(5) . . . . ? O6 C8 C9 C10 57.4(5) . . . . ? O7 C8 C9 C10 -122.9(4) . . . . ? C13 C9 C10 C11 -1.8(6) . . . . ? C8 C9 C10 C11 178.5(4) . . . . ? C12 N1 C11 C10 -0.4(6) . . . . ? Ag1 N1 C11 C10 -174.5(3) 4_666 . . . ? C9 C10 C11 N1 1.6(7) . . . . ? C11 N1 C12 C13 -0.6(7) . . . . ? Ag1 N1 C12 C13 173.5(3) 4_666 . . . ? N1 C12 C13 C9 0.4(7) . . . . ? C10 C9 C13 C12 0.9(6) . . . . ? C8 C9 C13 C12 -179.4(4) . . . . ? Pr1 O9 C14 O8 -26.9(13) 2_545 . . . ? Pr1 O9 C14 C15 153.3(8) 2_545 . . . ? Pr1 O8 C14 O9 61.9(6) 4_666 . . . ? Pr1 O8 C14 C15 -118.3(4) 4_666 . . . ? O9 C14 C15 C16 -157.2(4) . . . . ? O8 C14 C15 C16 22.9(6) . . . . ? O9 C14 C15 C19 21.8(6) . . . . ? O8 C14 C15 C19 -158.0(4) . . . . ? C19 C15 C16 C17 0.8(6) . . . . ? C14 C15 C16 C17 179.9(4) . . . . ? C18 N2 C17 C16 0.2(7) . . . . ? Ag1 N2 C17 C16 -179.4(4) . . . . ? C15 C16 C17 N2 -0.4(7) . . . . ? C17 N2 C18 C19 -0.4(7) . . . . ? Ag1 N2 C18 C19 179.2(4) . . . . ? N2 C18 C19 C15 0.8(7) . . . . ? C16 C15 C19 C18 -1.0(7) . . . . ? C14 C15 C19 C18 179.8(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.11 2.756(5) 133.0 1_455 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.589 _refine_diff_density_min -0.519 _refine_diff_density_rms 0.121 #===END data_3-Nd _database_code_depnum_ccdc_archive 'CCDC 866066' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag N2 Nd O10 S' _chemical_formula_sum 'C19 H14 Ag N2 Nd O10 S' _chemical_formula_weight 714.49 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4364(2) _cell_length_b 13.4891(3) _cell_length_c 17.6583(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.116(2) _cell_angle_gamma 90.00 _cell_volume 2205.53(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5204 _cell_measurement_theta_min 2.3461 _cell_measurement_theta_max 28.9839 _exptl_crystal_description block-shaped _exptl_crystal_colour light-violet _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.152 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1380 _exptl_absorpt_coefficient_mu 3.370 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2233 _exptl_absorpt_correction_T_max 0.3150 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 10401 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0368 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 26.76 _reflns_number_total 4648 _reflns_number_gt 4089 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0400P)^2^+5.0000P] 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 4648 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0241 _refine_ls_wR_factor_ref 0.0787 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd1 Nd 0.28488(2) 0.035374(15) -0.003855(12) 0.01088(8) Uani 1 1 d . . . Ag1 Ag 0.27562(5) 0.36317(3) 0.01960(2) 0.03175(11) Uani 1 1 d . . . S1 S 0.81616(13) 0.22073(9) 0.07287(8) 0.0298(3) Uani 1 1 d . . . O1 O 0.5470(3) 0.0994(2) -0.00712(17) 0.0175(6) Uani 1 1 d . . . O2 O 0.3753(3) 0.2093(2) -0.0357(2) 0.0236(7) Uani 1 1 d . . . O3 O 0.8380(4) 0.1142(2) 0.0693(2) 0.0280(8) Uani 1 1 d . . . O4 O 0.7078(4) 0.2495(3) 0.1156(2) 0.0441(10) Uani 1 1 d . . . O5 O 0.9545(4) 0.2699(3) 0.0976(3) 0.0525(12) Uani 1 1 d . . . O6 O 0.3475(3) 0.0269(2) -0.13350(18) 0.0218(7) Uani 1 1 d . . . O7 O 0.5593(3) -0.0525(2) -0.12780(18) 0.0244(7) Uani 1 1 d . . . O8 O 0.3470(4) 0.4557(3) 0.41817(19) 0.0296(8) Uani 1 1 d . . . O9 O 0.5695(3) 0.4004(2) 0.42109(17) 0.0204(6) Uani 1 1 d . . . O10 O 0.2024(4) 0.1697(3) 0.0804(2) 0.0320(8) Uani 1 1 d . . . H10B H 0.2454 0.1630 0.1271 0.048 Uiso 1 1 d R . . H10C H 0.1119 0.1656 0.0785 0.048 Uiso 1 1 d R . . N1 N 0.3116(4) -0.0984(3) -0.4009(2) 0.0237(8) Uani 1 1 d . . . N2 N 0.3383(4) 0.3823(3) 0.1427(2) 0.0251(9) Uani 1 1 d . . . C1 C 0.5038(5) 0.1836(3) -0.0316(3) 0.0178(9) Uani 1 1 d . . . C2 C 0.6081(5) 0.2503(3) -0.0616(3) 0.0271(11) Uani 1 1 d . . . C3 C 0.7520(5) 0.2643(3) -0.0230(4) 0.0321(12) Uani 1 1 d . . . C4 C 0.8443(7) 0.3208(4) -0.0579(4) 0.0491(18) Uani 1 1 d . . . H4A H 0.9394 0.3308 -0.0330 0.059 Uiso 1 1 calc R . . C5 C 0.7941(8) 0.3622(5) -0.1300(5) 0.067(2) Uani 1 1 d . . . H5A H 0.8572 0.3990 -0.1533 0.080 Uiso 1 1 calc R . . C6 C 0.6521(8) 0.3502(5) -0.1682(5) 0.068(2) Uani 1 1 d . . . H6A H 0.6196 0.3791 -0.2163 0.082 Uiso 1 1 calc R . . C7 C 0.5591(7) 0.2935(4) -0.1327(4) 0.0449(16) Uani 1 1 d . . . H7A H 0.4634 0.2848 -0.1573 0.054 Uiso 1 1 calc R . . C8 C 0.4377(4) -0.0221(3) -0.1616(2) 0.0171(9) Uani 1 1 d . . . C9 C 0.3946(4) -0.0481(3) -0.2458(2) 0.0167(9) Uani 1 1 d . . . C10 C 0.3897(5) -0.1460(3) -0.2696(3) 0.0245(10) Uani 1 1 d . . . H10A H 0.4156 -0.1964 -0.2337 0.029 Uiso 1 1 calc R . . C11 C 0.3462(5) -0.1682(3) -0.3467(3) 0.0239(10) Uani 1 1 d . . . H11A H 0.3406 -0.2344 -0.3617 0.029 Uiso 1 1 calc R . . C12 C 0.3197(6) -0.0032(4) -0.3773(3) 0.0282(11) Uani 1 1 d . . . H12A H 0.2981 0.0463 -0.4144 0.034 Uiso 1 1 calc R . . C13 C 0.3582(5) 0.0244(3) -0.3014(3) 0.0258(10) Uani 1 1 d . . . H13A H 0.3598 0.0909 -0.2875 0.031 Uiso 1 1 calc R . . C14 C 0.4444(4) 0.4229(3) 0.3876(2) 0.0145(8) Uani 1 1 d . . . C15 C 0.4082(4) 0.4088(3) 0.3014(2) 0.0158(8) Uani 1 1 d . . . C16 C 0.2654(5) 0.3989(4) 0.2636(3) 0.0250(10) Uani 1 1 d . . . H16A H 0.1910 0.4016 0.2913 0.030 Uiso 1 1 calc R . . C17 C 0.2351(5) 0.3850(4) 0.1853(3) 0.0287(11) Uani 1 1 d . . . H17A H 0.1393 0.3772 0.1608 0.034 Uiso 1 1 calc R . . C18 C 0.4764(5) 0.3934(4) 0.1791(3) 0.0275(11) Uani 1 1 d . . . H18A H 0.5485 0.3926 0.1499 0.033 Uiso 1 1 calc R . . C19 C 0.5154(5) 0.4059(3) 0.2574(3) 0.0240(10) Uani 1 1 d . . . H19A H 0.6121 0.4123 0.2808 0.029 Uiso 1 1 calc 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 Nd1 0.00979(11) 0.01371(12) 0.00862(12) -0.00064(8) 0.00047(8) 0.00013(8) Ag1 0.0459(2) 0.0372(2) 0.00890(18) -0.00024(15) -0.00277(15) 0.00440(17) S1 0.0179(6) 0.0243(6) 0.0473(8) -0.0176(6) 0.0069(5) -0.0051(5) O1 0.0143(14) 0.0141(14) 0.0226(17) 0.0022(12) -0.0003(12) 0.0003(11) O2 0.0172(16) 0.0191(15) 0.036(2) 0.0055(14) 0.0082(14) 0.0031(12) O3 0.0257(17) 0.0228(17) 0.033(2) -0.0099(14) -0.0008(15) -0.0030(14) O4 0.033(2) 0.052(2) 0.050(3) -0.021(2) 0.0148(19) 0.0056(18) O5 0.026(2) 0.038(2) 0.089(4) -0.027(2) 0.000(2) -0.0128(17) O6 0.0187(15) 0.0329(17) 0.0139(16) -0.0022(13) 0.0030(12) 0.0040(13) O7 0.0179(16) 0.0413(19) 0.0126(16) -0.0067(14) -0.0005(12) 0.0056(13) O8 0.0268(18) 0.045(2) 0.0178(17) -0.0087(15) 0.0069(14) 0.0096(15) O9 0.0160(15) 0.0263(16) 0.0165(16) -0.0040(13) -0.0031(12) -0.0030(12) O10 0.0284(19) 0.0387(19) 0.029(2) -0.0090(16) 0.0045(15) 0.0068(15) N1 0.032(2) 0.027(2) 0.0109(19) -0.0018(15) -0.0004(16) -0.0039(17) N2 0.036(2) 0.027(2) 0.0103(19) -0.0041(16) -0.0002(16) 0.0049(17) C1 0.020(2) 0.015(2) 0.018(2) -0.0017(17) 0.0042(17) -0.0019(16) C2 0.026(2) 0.014(2) 0.046(3) 0.008(2) 0.018(2) 0.0021(18) C3 0.027(3) 0.014(2) 0.060(4) -0.004(2) 0.023(2) -0.0014(19) C4 0.034(3) 0.030(3) 0.092(6) 0.011(3) 0.034(3) -0.003(2) C5 0.056(4) 0.042(4) 0.118(7) 0.036(4) 0.056(5) 0.013(3) C6 0.072(5) 0.055(4) 0.091(6) 0.052(4) 0.051(5) 0.027(4) C7 0.037(3) 0.042(3) 0.061(4) 0.029(3) 0.023(3) 0.016(3) C8 0.015(2) 0.025(2) 0.011(2) -0.0010(17) 0.0008(16) -0.0032(17) C9 0.0119(19) 0.027(2) 0.011(2) -0.0030(17) 0.0009(15) -0.0006(16) C10 0.033(3) 0.023(2) 0.016(2) 0.0019(18) -0.0011(19) 0.0031(19) C11 0.035(3) 0.019(2) 0.016(2) -0.0019(18) 0.001(2) -0.0012(19) C12 0.045(3) 0.023(2) 0.014(2) 0.0026(19) 0.001(2) -0.001(2) C13 0.036(3) 0.023(2) 0.017(2) -0.0021(19) -0.001(2) 0.000(2) C14 0.017(2) 0.0148(19) 0.012(2) -0.0038(16) 0.0019(16) -0.0035(16) C15 0.017(2) 0.016(2) 0.013(2) -0.0029(16) 0.0000(16) 0.0021(16) C16 0.019(2) 0.038(3) 0.018(2) -0.004(2) 0.0040(18) -0.0013(19) C17 0.023(2) 0.040(3) 0.020(3) -0.005(2) -0.0049(19) -0.003(2) C18 0.025(2) 0.041(3) 0.019(2) -0.003(2) 0.0080(19) 0.006(2) C19 0.018(2) 0.035(3) 0.018(2) -0.001(2) -0.0002(18) 0.0053(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 Nd1 O9 2.366(3) 4_565 ? Nd1 O8 2.391(3) 2_545 ? Nd1 O1 2.396(3) 3_655 ? Nd1 O6 2.475(3) . ? Nd1 O3 2.497(3) 3_655 ? Nd1 O7 2.511(3) 3_655 ? Nd1 O10 2.560(3) . ? Nd1 O2 2.595(3) . ? Nd1 O1 2.631(3) . ? Ag1 N2 2.155(4) . ? Ag1 N1 2.163(4) 2_554 ? Ag1 O2 2.549(3) . ? S1 O4 1.436(4) . ? S1 O5 1.454(4) . ? S1 O3 1.454(3) . ? S1 C3 1.784(6) . ? O1 C1 1.255(5) . ? O1 Nd1 2.396(3) 3_655 ? O2 C1 1.250(5) . ? O3 Nd1 2.497(3) 3_655 ? O6 C8 1.253(5) . ? O7 C8 1.256(5) . ? O7 Nd1 2.511(3) 3_655 ? O8 C14 1.234(5) . ? O8 Nd1 2.391(3) 2 ? O9 C14 1.251(5) . ? O9 Nd1 2.366(3) 4_666 ? O10 H10B 0.8499 . ? O10 H10C 0.8500 . ? N1 C11 1.337(6) . ? N1 C12 1.348(6) . ? N1 Ag1 2.163(4) 2_544 ? N2 C17 1.342(6) . ? N2 C18 1.346(6) . ? C1 C2 1.504(6) . ? C2 C7 1.381(8) . ? C2 C3 1.409(7) . ? C3 C4 1.387(7) . ? C4 C5 1.388(10) . ? C4 H4A 0.9300 . ? C5 C6 1.389(11) . ? C5 H5A 0.9300 . ? C6 C7 1.401(8) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.507(6) . ? C9 C13 1.381(6) . ? C9 C10 1.383(6) . ? C10 C11 1.377(6) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.371(6) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.507(6) . ? C15 C19 1.390(6) . ? C15 C16 1.390(6) . ? C16 C17 1.370(6) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.372(6) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 Nd1 O8 91.33(11) 4_565 2_545 ? O9 Nd1 O1 143.79(10) 4_565 3_655 ? O8 Nd1 O1 91.44(11) 2_545 3_655 ? O9 Nd1 O6 80.29(10) 4_565 . ? O8 Nd1 O6 144.15(11) 2_545 . ? O1 Nd1 O6 76.54(10) 3_655 . ? O9 Nd1 O3 76.38(11) 4_565 3_655 ? O8 Nd1 O3 71.20(12) 2_545 3_655 ? O1 Nd1 O3 70.45(10) 3_655 3_655 ? O6 Nd1 O3 72.96(11) . 3_655 ? O9 Nd1 O7 140.48(10) 4_565 3_655 ? O8 Nd1 O7 74.86(11) 2_545 3_655 ? O1 Nd1 O7 74.61(10) 3_655 3_655 ? O6 Nd1 O7 131.25(10) . 3_655 ? O3 Nd1 O7 129.77(11) 3_655 3_655 ? O9 Nd1 O10 75.03(11) 4_565 . ? O8 Nd1 O10 72.34(12) 2_545 . ? O1 Nd1 O10 139.56(11) 3_655 . ? O6 Nd1 O10 136.40(11) . . ? O3 Nd1 O10 132.46(11) 3_655 . ? O7 Nd1 O10 65.54(11) 3_655 . ? O9 Nd1 O2 80.24(10) 4_565 . ? O8 Nd1 O2 140.92(11) 2_545 . ? O1 Nd1 O2 117.61(9) 3_655 . ? O6 Nd1 O2 72.21(10) . . ? O3 Nd1 O2 140.65(11) 3_655 . ? O7 Nd1 O2 87.65(11) 3_655 . ? O10 Nd1 O2 68.61(11) . . ? O9 Nd1 O1 125.26(10) 4_565 . ? O8 Nd1 O1 140.12(10) 2_545 . ? O1 Nd1 O1 68.91(10) 3_655 . ? O6 Nd1 O1 66.54(10) . . ? O3 Nd1 O1 127.58(10) 3_655 . ? O7 Nd1 O1 66.72(10) 3_655 . ? O10 Nd1 O1 99.96(10) . . ? O2 Nd1 O1 49.36(9) . . ? N2 Ag1 N1 158.16(14) . 2_554 ? N2 Ag1 O2 115.71(13) . . ? N1 Ag1 O2 85.61(13) 2_554 . ? O4 S1 O5 114.1(2) . . ? O4 S1 O3 114.3(2) . . ? O5 S1 O3 109.7(2) . . ? O4 S1 C3 105.3(2) . . ? O5 S1 C3 104.8(3) . . ? O3 S1 C3 108.0(2) . . ? C1 O1 Nd1 151.7(3) . 3_655 ? C1 O1 Nd1 93.4(2) . . ? Nd1 O1 Nd1 111.09(10) 3_655 . ? C1 O2 Ag1 129.0(3) . . ? C1 O2 Nd1 95.3(2) . . ? Ag1 O2 Nd1 119.48(12) . . ? S1 O3 Nd1 139.6(2) . 3_655 ? C8 O6 Nd1 133.8(3) . . ? C8 O7 Nd1 136.7(3) . 3_655 ? C14 O8 Nd1 163.7(3) . 2 ? C14 O9 Nd1 143.7(3) . 4_666 ? Nd1 O10 H10B 110.2 . . ? Nd1 O10 H10C 110.3 . . ? H10B O10 H10C 108.6 . . ? C11 N1 C12 117.3(4) . . ? C11 N1 Ag1 121.3(3) . 2_544 ? C12 N1 Ag1 121.0(3) . 2_544 ? C17 N2 C18 118.0(4) . . ? C17 N2 Ag1 118.8(3) . . ? C18 N2 Ag1 123.2(3) . . ? O2 C1 O1 121.2(4) . . ? O2 C1 C2 120.5(4) . . ? O1 C1 C2 118.1(4) . . ? C7 C2 C3 120.4(5) . . ? C7 C2 C1 116.5(5) . . ? C3 C2 C1 123.0(5) . . ? C4 C3 C2 119.1(6) . . ? C4 C3 S1 118.4(5) . . ? C2 C3 S1 122.3(4) . . ? C5 C4 C3 119.8(6) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C4 C5 C6 121.7(6) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.2 . . ? C5 C6 C7 118.4(7) . . ? C5 C6 H6A 120.8 . . ? C7 C6 H6A 120.8 . . ? C2 C7 C6 120.5(6) . . ? C2 C7 H7A 119.7 . . ? C6 C7 H7A 119.7 . . ? O6 C8 O7 127.8(4) . . ? O6 C8 C9 116.0(4) . . ? O7 C8 C9 116.1(4) . . ? C13 C9 C10 118.1(4) . . ? C13 C9 C8 121.3(4) . . ? C10 C9 C8 120.6(4) . . ? C11 C10 C9 119.6(4) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? N1 C11 C10 122.6(4) . . ? N1 C11 H11A 118.7 . . ? C10 C11 H11A 118.7 . . ? N1 C12 C13 123.2(4) . . ? N1 C12 H12A 118.4 . . ? C13 C12 H12A 118.4 . . ? C12 C13 C9 119.1(4) . . ? C12 C13 H13A 120.5 . . ? C9 C13 H13A 120.5 . . ? O8 C14 O9 126.5(4) . . ? O8 C14 C15 116.3(4) . . ? O9 C14 C15 117.1(4) . . ? C19 C15 C16 118.2(4) . . ? C19 C15 C14 121.3(4) . . ? C16 C15 C14 120.5(4) . . ? C17 C16 C15 119.5(4) . . ? C17 C16 H16A 120.2 . . ? C15 C16 H16A 120.2 . . ? N2 C17 C16 122.5(4) . . ? N2 C17 H17A 118.7 . . ? C16 C17 H17A 118.7 . . ? N2 C18 C19 122.9(4) . . ? N2 C18 H18A 118.6 . . ? C19 C18 H18A 118.6 . . ? C18 C19 C15 119.0(4) . . ? C18 C19 H19A 120.5 . . ? C15 C19 H19A 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O9 Nd1 O1 C1 23.8(3) 4_565 . . . ? O8 Nd1 O1 C1 -129.1(3) 2_545 . . . ? O1 Nd1 O1 C1 165.7(3) 3_655 . . . ? O6 Nd1 O1 C1 81.7(3) . . . . ? O3 Nd1 O1 C1 124.2(3) 3_655 . . . ? O7 Nd1 O1 C1 -112.6(3) 3_655 . . . ? O10 Nd1 O1 C1 -54.8(3) . . . . ? O2 Nd1 O1 C1 -4.5(2) . . . . ? O9 Nd1 O1 Nd1 -141.85(12) 4_565 . . 3_655 ? O8 Nd1 O1 Nd1 65.2(2) 2_545 . . 3_655 ? O1 Nd1 O1 Nd1 0.0 3_655 . . 3_655 ? O6 Nd1 O1 Nd1 -83.99(13) . . . 3_655 ? O3 Nd1 O1 Nd1 -41.47(18) 3_655 . . 3_655 ? O7 Nd1 O1 Nd1 81.73(13) 3_655 . . 3_655 ? O10 Nd1 O1 Nd1 139.51(13) . . . 3_655 ? O2 Nd1 O1 Nd1 -170.18(19) . . . 3_655 ? N2 Ag1 O2 C1 -57.8(4) . . . . ? N1 Ag1 O2 C1 117.3(4) 2_554 . . . ? N2 Ag1 O2 Nd1 68.60(19) . . . . ? N1 Ag1 O2 Nd1 -116.32(17) 2_554 . . . ? O9 Nd1 O2 C1 -152.3(3) 4_565 . . . ? O8 Nd1 O2 C1 127.7(3) 2_545 . . . ? O1 Nd1 O2 C1 -5.8(3) 3_655 . . . ? O6 Nd1 O2 C1 -69.5(3) . . . . ? O3 Nd1 O2 C1 -98.2(3) 3_655 . . . ? O7 Nd1 O2 C1 65.5(3) 3_655 . . . ? O10 Nd1 O2 C1 130.1(3) . . . . ? O1 Nd1 O2 C1 4.5(2) . . . . ? O9 Nd1 O2 Ag1 66.62(14) 4_565 . . . ? O8 Nd1 O2 Ag1 -13.3(3) 2_545 . . . ? O1 Nd1 O2 Ag1 -146.88(13) 3_655 . . . ? O6 Nd1 O2 Ag1 149.46(17) . . . . ? O3 Nd1 O2 Ag1 120.71(17) 3_655 . . . ? O7 Nd1 O2 Ag1 -75.62(15) 3_655 . . . ? O10 Nd1 O2 Ag1 -11.02(13) . . . . ? O1 Nd1 O2 Ag1 -136.5(2) . . . . ? O4 S1 O3 Nd1 73.7(4) . . . 3_655 ? O5 S1 O3 Nd1 -156.8(3) . . . 3_655 ? C3 S1 O3 Nd1 -43.1(4) . . . 3_655 ? O9 Nd1 O6 C8 -159.0(4) 4_565 . . . ? O8 Nd1 O6 C8 -80.3(4) 2_545 . . . ? O1 Nd1 O6 C8 -7.0(4) 3_655 . . . ? O3 Nd1 O6 C8 -80.3(4) 3_655 . . . ? O7 Nd1 O6 C8 48.1(4) 3_655 . . . ? O10 Nd1 O6 C8 145.1(4) . . . . ? O2 Nd1 O6 C8 118.3(4) . . . . ? O1 Nd1 O6 C8 65.6(4) . . . . ? N1 Ag1 N2 C17 73.7(6) 2_554 . . . ? O2 Ag1 N2 C17 -119.6(3) . . . . ? N1 Ag1 N2 C18 -105.1(5) 2_554 . . . ? O2 Ag1 N2 C18 61.6(4) . . . . ? Ag1 O2 C1 O1 126.8(4) . . . . ? Nd1 O2 C1 O1 -8.5(4) . . . . ? Ag1 O2 C1 C2 -57.9(6) . . . . ? Nd1 O2 C1 C2 166.8(4) . . . . ? Nd1 O1 C1 O2 159.1(4) 3_655 . . . ? Nd1 O1 C1 O2 8.3(4) . . . . ? Nd1 O1 C1 C2 -16.2(8) 3_655 . . . ? Nd1 O1 C1 C2 -167.1(4) . . . . ? O2 C1 C2 C7 -44.8(7) . . . . ? O1 C1 C2 C7 130.6(5) . . . . ? O2 C1 C2 C3 139.3(5) . . . . ? O1 C1 C2 C3 -45.3(7) . . . . ? C7 C2 C3 C4 -1.0(8) . . . . ? C1 C2 C3 C4 174.7(5) . . . . ? C7 C2 C3 S1 173.7(4) . . . . ? C1 C2 C3 S1 -10.6(7) . . . . ? O4 S1 C3 C4 128.8(4) . . . . ? O5 S1 C3 C4 8.1(5) . . . . ? O3 S1 C3 C4 -108.8(4) . . . . ? O4 S1 C3 C2 -45.9(5) . . . . ? O5 S1 C3 C2 -166.6(4) . . . . ? O3 S1 C3 C2 76.5(4) . . . . ? C2 C3 C4 C5 -0.2(8) . . . . ? S1 C3 C4 C5 -175.0(5) . . . . ? C3 C4 C5 C6 1.1(10) . . . . ? C4 C5 C6 C7 -0.8(11) . . . . ? C3 C2 C7 C6 1.2(8) . . . . ? C1 C2 C7 C6 -174.8(5) . . . . ? C5 C6 C7 C2 -0.3(10) . . . . ? Nd1 O6 C8 O7 -30.9(7) . . . . ? Nd1 O6 C8 C9 148.6(3) . . . . ? Nd1 O7 C8 O6 -4.7(7) 3_655 . . . ? Nd1 O7 C8 C9 175.8(3) 3_655 . . . ? O6 C8 C9 C13 57.3(6) . . . . ? O7 C8 C9 C13 -123.1(5) . . . . ? O6 C8 C9 C10 -122.4(5) . . . . ? O7 C8 C9 C10 57.2(6) . . . . ? C13 C9 C10 C11 -1.4(7) . . . . ? C8 C9 C10 C11 178.2(4) . . . . ? C12 N1 C11 C10 -0.5(7) . . . . ? Ag1 N1 C11 C10 -174.1(4) 2_544 . . . ? C9 C10 C11 N1 1.9(7) . . . . ? C11 N1 C12 C13 -1.4(7) . . . . ? Ag1 N1 C12 C13 172.2(4) 2_544 . . . ? N1 C12 C13 C9 1.8(8) . . . . ? C10 C9 C13 C12 -0.3(7) . . . . ? C8 C9 C13 C12 -180.0(4) . . . . ? Nd1 O8 C14 O9 25.9(14) 2 . . . ? Nd1 O8 C14 C15 -154.1(9) 2 . . . ? Nd1 O9 C14 O8 -62.0(7) 4_666 . . . ? Nd1 O9 C14 C15 118.0(4) 4_666 . . . ? O8 C14 C15 C19 157.6(4) . . . . ? O9 C14 C15 C19 -22.4(6) . . . . ? O8 C14 C15 C16 -22.0(6) . . . . ? O9 C14 C15 C16 157.9(4) . . . . ? C19 C15 C16 C17 1.1(7) . . . . ? C14 C15 C16 C17 -179.3(4) . . . . ? C18 N2 C17 C16 0.2(7) . . . . ? Ag1 N2 C17 C16 -178.7(4) . . . . ? C15 C16 C17 N2 -1.2(8) . . . . ? C17 N2 C18 C19 1.0(7) . . . . ? Ag1 N2 C18 C19 179.8(4) . . . . ? N2 C18 C19 C15 -1.0(7) . . . . ? C16 C15 C19 C18 0.0(7) . . . . ? C14 C15 C19 C18 -179.6(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10C O5 0.85 2.12 2.768(5) 132.8 1_455 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.76 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.145 _refine_diff_density_min -1.527 _refine_diff_density_rms 0.611 #===END data_4-Sm _database_code_depnum_ccdc_archive 'CCDC 866067' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag N2 O10 S Sm' _chemical_formula_sum 'C19 H14 Ag N2 O10 S Sm' _chemical_formula_weight 720.60 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3956(3) _cell_length_b 13.4839(5) _cell_length_c 17.6400(7) _cell_angle_alpha 90.00 _cell_angle_beta 101.263(4) _cell_angle_gamma 90.00 _cell_volume 2191.76(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3593 _cell_measurement_theta_min 2.3498 _cell_measurement_theta_max 29.0183 _exptl_crystal_description block-shaped _exptl_crystal_colour light-yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.184 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1388 _exptl_absorpt_coefficient_mu 3.702 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2866 _exptl_absorpt_correction_T_max 0.5047 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9442 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0460 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4604 _reflns_number_gt 3912 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0460P)^2^+5.3000P] 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 4604 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0920 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 Sm1 Sm 0.78516(2) 0.965666(19) -0.004160(13) 0.01160(9) Uani 1 1 d . . . Ag1 Ag 0.77425(5) 0.63940(4) 0.01955(2) 0.03283(14) Uani 1 1 d . . . S1 S 1.31447(15) 0.77897(12) 0.07166(10) 0.0315(4) Uani 1 1 d . . . O1 O 1.0467(3) 0.9025(3) -0.0085(2) 0.0176(8) Uani 1 1 d . . . O2 O 0.8720(4) 0.7937(3) -0.0371(2) 0.0229(8) Uani 1 1 d . . . O3 O 1.3372(4) 0.8857(3) 0.0684(2) 0.0306(10) Uani 1 1 d . . . O4 O 1.2051(5) 0.7501(4) 0.1143(3) 0.0480(13) Uani 1 1 d . . . O5 O 1.4530(5) 0.7287(4) 0.0967(4) 0.0583(16) Uani 1 1 d . . . O6 O 0.8465(4) 0.9757(3) -0.1328(2) 0.0225(8) Uani 1 1 d . . . O7 O 1.0600(4) 1.0544(3) -0.1260(2) 0.0254(9) Uani 1 1 d . . . O8 O 1.0700(4) 0.5964(3) 0.4219(2) 0.0231(8) Uani 1 1 d . . . O9 O 0.8450(4) 0.5434(3) 0.4185(2) 0.0288(10) Uani 1 1 d . . . O10 O 0.7017(4) 0.8318(3) 0.0783(2) 0.0327(10) Uani 1 1 d . . . H10B H 0.6107 0.8361 0.0758 0.049 Uiso 1 1 d R . . H10C H 0.7441 0.8387 0.1252 0.049 Uiso 1 1 d R . . N1 N 0.8134(5) 1.1002(4) -0.4004(2) 0.0237(10) Uani 1 1 d . . . N2 N 0.8373(5) 0.6193(4) 0.1425(3) 0.0263(11) Uani 1 1 d . . . C1 C 1.0019(5) 0.8179(4) -0.0331(3) 0.0186(11) Uani 1 1 d . . . C2 C 1.1049(6) 0.7508(4) -0.0640(4) 0.0301(14) Uani 1 1 d . . . C3 C 1.2486(7) 0.7344(4) -0.0249(4) 0.0331(15) Uani 1 1 d . . . C4 C 1.3393(8) 0.6780(5) -0.0604(6) 0.056(2) Uani 1 1 d . . . H4A H 1.4350 0.6675 -0.0357 0.067 Uiso 1 1 calc R . . C5 C 1.2885(9) 0.6369(6) -0.1326(6) 0.070(3) Uani 1 1 d . . . H5A H 1.3510 0.5997 -0.1561 0.085 Uiso 1 1 calc R . . C6 C 1.1476(10) 0.6503(6) -0.1699(6) 0.070(3) Uani 1 1 d . . . H6A H 1.1141 0.6214 -0.2180 0.084 Uiso 1 1 calc R . . C7 C 1.0552(8) 0.7076(5) -0.1349(5) 0.049(2) Uani 1 1 d . . . H7A H 0.9592 0.7168 -0.1596 0.058 Uiso 1 1 calc R . . C8 C 0.9382(5) 1.0241(4) -0.1606(3) 0.0169(11) Uani 1 1 d . . . C9 C 0.8949(5) 1.0498(4) -0.2451(3) 0.0182(11) Uani 1 1 d . . . C10 C 0.8936(6) 1.1473(4) -0.2690(3) 0.0249(12) Uani 1 1 d . . . H10A H 0.9219 1.1976 -0.2331 0.030 Uiso 1 1 calc R . . C11 C 0.8502(6) 1.1697(4) -0.3460(3) 0.0268(13) Uani 1 1 d . . . H11A H 0.8463 1.2359 -0.3609 0.032 Uiso 1 1 calc R . . C12 C 0.8206(7) 1.0046(5) -0.3772(3) 0.0274(13) Uani 1 1 d . . . H12A H 0.7990 0.9552 -0.4144 0.033 Uiso 1 1 calc R . . C13 C 0.8585(6) 0.9770(4) -0.3007(3) 0.0240(12) Uani 1 1 d . . . H13A H 0.8595 0.9105 -0.2867 0.029 Uiso 1 1 calc R . . C14 C 0.9438(5) 0.5750(4) 0.3881(3) 0.0150(10) Uani 1 1 d . . . C15 C 0.9080(5) 0.5908(4) 0.3019(3) 0.0168(11) Uani 1 1 d . . . C16 C 0.7651(6) 0.6025(5) 0.2642(3) 0.0262(13) Uani 1 1 d . . . H16A H 0.6905 0.6004 0.2919 0.031 Uiso 1 1 calc R . . C17 C 0.7344(6) 0.6173(5) 0.1860(3) 0.0295(14) Uani 1 1 d . . . H17A H 0.6381 0.6263 0.1618 0.035 Uiso 1 1 calc R . . C18 C 0.9758(6) 0.6059(5) 0.1794(3) 0.0292(13) Uani 1 1 d . . . H18A H 1.0484 0.6057 0.1503 0.035 Uiso 1 1 calc R . . C19 C 1.0149(5) 0.5925(4) 0.2580(3) 0.0222(12) Uani 1 1 d . . . H19A H 1.1119 0.5847 0.2813 0.027 Uiso 1 1 calc 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 Sm1 0.00791(13) 0.01664(15) 0.00920(13) 0.00043(10) -0.00096(9) -0.00018(10) Ag1 0.0448(3) 0.0404(3) 0.0094(2) 0.0003(2) -0.00430(17) -0.0043(2) S1 0.0159(6) 0.0286(8) 0.0500(10) 0.0189(7) 0.0060(6) 0.0060(6) O1 0.0134(16) 0.0151(18) 0.0223(19) 0.0007(16) -0.0014(14) 0.0016(15) O2 0.0156(18) 0.021(2) 0.033(2) -0.0053(17) 0.0050(15) -0.0050(16) O3 0.022(2) 0.029(2) 0.037(2) 0.009(2) -0.0027(17) 0.0030(18) O4 0.032(2) 0.060(3) 0.053(3) 0.021(3) 0.012(2) -0.008(2) O5 0.022(2) 0.045(3) 0.103(5) 0.031(3) 0.001(2) 0.015(2) O6 0.0207(19) 0.034(2) 0.0114(18) 0.0039(17) 0.0004(14) -0.0051(17) O7 0.0134(17) 0.044(3) 0.0165(19) 0.0080(18) -0.0019(14) -0.0035(17) O8 0.0135(17) 0.035(2) 0.0172(19) 0.0014(17) -0.0052(14) 0.0039(17) O9 0.023(2) 0.044(3) 0.019(2) 0.0068(19) 0.0040(16) -0.0105(19) O10 0.026(2) 0.044(3) 0.028(2) 0.010(2) 0.0059(17) -0.005(2) N1 0.026(2) 0.033(3) 0.010(2) 0.000(2) -0.0004(17) 0.004(2) N2 0.029(2) 0.033(3) 0.014(2) 0.003(2) -0.0024(18) -0.001(2) C1 0.019(3) 0.017(3) 0.021(3) 0.003(2) 0.006(2) -0.001(2) C2 0.029(3) 0.022(3) 0.045(4) -0.007(3) 0.019(3) -0.003(3) C3 0.029(3) 0.016(3) 0.059(4) -0.003(3) 0.022(3) -0.001(3) C4 0.037(4) 0.026(4) 0.115(8) -0.009(4) 0.043(5) 0.006(3) C5 0.058(5) 0.047(5) 0.123(9) -0.037(6) 0.056(6) -0.007(4) C6 0.071(6) 0.058(5) 0.096(7) -0.056(5) 0.051(5) -0.031(5) C7 0.041(4) 0.042(4) 0.067(5) -0.025(4) 0.021(4) -0.010(3) C8 0.013(2) 0.024(3) 0.012(2) 0.002(2) -0.0018(18) 0.001(2) C9 0.011(2) 0.032(3) 0.011(2) 0.003(2) -0.0002(18) 0.000(2) C10 0.033(3) 0.025(3) 0.013(2) -0.002(2) -0.004(2) -0.004(3) C11 0.036(3) 0.023(3) 0.019(3) 0.003(2) 0.000(2) -0.001(3) C12 0.041(3) 0.027(3) 0.011(3) -0.005(2) -0.001(2) 0.003(3) C13 0.034(3) 0.021(3) 0.015(3) 0.005(2) 0.000(2) 0.000(2) C14 0.015(2) 0.016(2) 0.013(2) -0.001(2) -0.0005(18) 0.000(2) C15 0.014(2) 0.022(3) 0.013(2) 0.003(2) -0.0024(18) 0.000(2) C16 0.016(2) 0.040(3) 0.022(3) 0.004(3) 0.000(2) 0.004(3) C17 0.023(3) 0.041(4) 0.020(3) 0.009(3) -0.007(2) 0.005(3) C18 0.025(3) 0.043(4) 0.020(3) 0.002(3) 0.005(2) -0.004(3) C19 0.014(2) 0.034(3) 0.017(3) 0.001(2) -0.0019(19) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O8 2.336(3) 4_575 ? Sm1 O1 2.360(3) 3_775 ? Sm1 O9 2.367(4) 2_655 ? Sm1 O6 2.451(4) . ? Sm1 O3 2.473(4) 3_775 ? Sm1 O7 2.481(4) 3_775 ? Sm1 O10 2.536(4) . ? Sm1 O2 2.563(4) . ? Sm1 O1 2.616(3) . ? Ag1 N2 2.150(4) . ? Ag1 N1 2.168(4) 2_644 ? Ag1 O2 2.555(4) . ? S1 O4 1.440(5) . ? S1 O3 1.458(4) . ? S1 O5 1.457(5) . ? S1 C3 1.799(7) . ? O1 C1 1.263(6) . ? O1 Sm1 2.360(3) 3_775 ? O2 C1 1.252(6) . ? O3 Sm1 2.473(4) 3_775 ? O6 C8 1.255(6) . ? O7 C8 1.254(6) . ? O7 Sm1 2.481(4) 3_775 ? O8 C14 1.252(6) . ? O8 Sm1 2.336(3) 4_676 ? O9 C14 1.235(6) . ? O9 Sm1 2.367(4) 2_645 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C11 1.338(7) . ? N1 C12 1.351(8) . ? N1 Ag1 2.168(4) 2_654 ? N2 C17 1.347(7) . ? N2 C18 1.349(7) . ? C1 C2 1.502(7) . ? C2 C7 1.376(10) . ? C2 C3 1.408(9) . ? C3 C4 1.380(8) . ? C4 C5 1.385(12) . ? C4 H4A 0.9300 . ? C5 C6 1.370(13) . ? C5 H5A 0.9300 . ? C6 C7 1.394(10) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.508(7) . ? C9 C10 1.380(8) . ? C9 C13 1.382(7) . ? C10 C11 1.373(7) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.377(7) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.506(7) . ? C15 C19 1.383(7) . ? C15 C16 1.387(7) . ? C16 C17 1.367(7) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.375(7) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Sm1 O1 144.38(13) 4_575 3_775 ? O8 Sm1 O9 90.95(13) 4_575 2_655 ? O1 Sm1 O9 91.47(13) 3_775 2_655 ? O8 Sm1 O6 80.62(12) 4_575 . ? O1 Sm1 O6 76.83(12) 3_775 . ? O9 Sm1 O6 144.18(14) 2_655 . ? O8 Sm1 O3 76.12(14) 4_575 3_775 ? O1 Sm1 O3 71.07(12) 3_775 3_775 ? O9 Sm1 O3 71.44(14) 2_655 3_775 ? O6 Sm1 O3 72.74(14) . 3_775 ? O8 Sm1 O7 139.89(13) 4_575 3_775 ? O1 Sm1 O7 74.56(12) 3_775 3_775 ? O9 Sm1 O7 74.94(13) 2_655 3_775 ? O6 Sm1 O7 131.39(12) . 3_775 ? O3 Sm1 O7 130.44(14) 3_775 3_775 ? O8 Sm1 O10 74.61(13) 4_575 . ? O1 Sm1 O10 139.30(13) 3_775 . ? O9 Sm1 O10 72.12(15) 2_655 . ? O6 Sm1 O10 136.45(14) . . ? O3 Sm1 O10 132.19(13) 3_775 . ? O7 Sm1 O10 65.35(13) 3_775 . ? O8 Sm1 O2 80.11(13) 4_575 . ? O1 Sm1 O2 117.80(11) 3_775 . ? O9 Sm1 O2 140.62(14) 2_655 . ? O6 Sm1 O2 72.36(13) . . ? O3 Sm1 O2 140.31(14) 3_775 . ? O7 Sm1 O2 87.49(13) 3_775 . ? O10 Sm1 O2 68.52(13) . . ? O8 Sm1 O1 125.62(12) 4_575 . ? O1 Sm1 O1 68.46(13) 3_775 . ? O9 Sm1 O1 140.21(12) 2_655 . ? O6 Sm1 O1 66.36(12) . . ? O3 Sm1 O1 127.29(12) 3_775 . ? O7 Sm1 O1 66.86(12) 3_775 . ? O10 Sm1 O1 100.50(12) . . ? O2 Sm1 O1 49.92(11) . . ? N2 Ag1 N1 157.62(19) . 2_644 ? N2 Ag1 O2 116.59(16) . . ? N1 Ag1 O2 85.22(15) 2_644 . ? O4 S1 O3 114.3(3) . . ? O4 S1 O5 113.7(3) . . ? O3 S1 O5 110.0(3) . . ? O4 S1 C3 104.8(3) . . ? O3 S1 C3 108.6(3) . . ? O5 S1 C3 104.7(3) . . ? C1 O1 Sm1 152.2(3) . 3_775 ? C1 O1 Sm1 93.0(3) . . ? Sm1 O1 Sm1 111.54(13) 3_775 . ? C1 O2 Ag1 127.7(3) . . ? C1 O2 Sm1 95.8(3) . . ? Ag1 O2 Sm1 119.56(14) . . ? S1 O3 Sm1 139.4(2) . 3_775 ? C8 O6 Sm1 133.9(3) . . ? C8 O7 Sm1 136.8(3) . 3_775 ? C14 O8 Sm1 145.0(4) . 4_676 ? C14 O9 Sm1 162.9(4) . 2_645 ? Sm1 O10 H10B 110.1 . . ? Sm1 O10 H10C 110.0 . . ? H10B O10 H10C 108.5 . . ? C11 N1 C12 117.4(5) . . ? C11 N1 Ag1 121.4(4) . 2_654 ? C12 N1 Ag1 120.9(4) . 2_654 ? C17 N2 C18 117.0(5) . . ? C17 N2 Ag1 119.4(4) . . ? C18 N2 Ag1 123.6(4) . . ? O2 C1 O1 120.7(5) . . ? O2 C1 C2 120.8(5) . . ? O1 C1 C2 118.3(4) . . ? C7 C2 C3 120.1(6) . . ? C7 C2 C1 117.1(6) . . ? C3 C2 C1 122.8(5) . . ? C4 C3 C2 118.9(7) . . ? C4 C3 S1 119.0(6) . . ? C2 C3 S1 122.0(4) . . ? C5 C4 C3 120.3(8) . . ? C5 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? C6 C5 C4 121.1(7) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C5 C6 C7 119.1(8) . . ? C5 C6 H6A 120.4 . . ? C7 C6 H6A 120.4 . . ? C2 C7 C6 120.5(7) . . ? C2 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? O6 C8 O7 127.6(5) . . ? O6 C8 C9 115.6(4) . . ? O7 C8 C9 116.8(4) . . ? C10 C9 C13 118.3(5) . . ? C10 C9 C8 120.3(5) . . ? C13 C9 C8 121.4(5) . . ? C11 C10 C9 119.6(5) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? N1 C11 C10 122.8(5) . . ? N1 C11 H11A 118.6 . . ? C10 C11 H11A 118.6 . . ? N1 C12 C13 122.9(5) . . ? N1 C12 H12A 118.6 . . ? C13 C12 H12A 118.6 . . ? C12 C13 C9 118.9(5) . . ? C12 C13 H13A 120.5 . . ? C9 C13 H13A 120.5 . . ? O9 C14 O8 126.5(5) . . ? O9 C14 C15 116.6(4) . . ? O8 C14 C15 116.9(4) . . ? C19 C15 C16 118.0(5) . . ? C19 C15 C14 121.6(4) . . ? C16 C15 C14 120.3(5) . . ? C17 C16 C15 119.6(5) . . ? C17 C16 H16A 120.2 . . ? C15 C16 H16A 120.2 . . ? N2 C17 C16 123.0(5) . . ? N2 C17 H17A 118.5 . . ? C16 C17 H17A 118.5 . . ? N2 C18 C19 123.1(5) . . ? N2 C18 H18A 118.4 . . ? C19 C18 H18A 118.4 . . ? C18 C19 C15 119.2(5) . . ? C18 C19 H19A 120.4 . . ? C15 C19 H19A 120.4 . . ? 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 O8 Sm1 O1 C1 -24.3(3) 4_575 . . . ? O1 Sm1 O1 C1 -166.7(4) 3_775 . . . ? O9 Sm1 O1 C1 128.8(3) 2_655 . . . ? O6 Sm1 O1 C1 -82.1(3) . . . . ? O3 Sm1 O1 C1 -124.4(3) 3_775 . . . ? O7 Sm1 O1 C1 111.5(3) 3_775 . . . ? O10 Sm1 O1 C1 54.2(3) . . . . ? O2 Sm1 O1 C1 4.2(3) . . . . ? O8 Sm1 O1 Sm1 142.40(14) 4_575 . . 3_775 ? O1 Sm1 O1 Sm1 0.0 3_775 . . 3_775 ? O9 Sm1 O1 Sm1 -64.5(2) 2_655 . . 3_775 ? O6 Sm1 O1 Sm1 84.57(16) . . . 3_775 ? O3 Sm1 O1 Sm1 42.3(2) 3_775 . . 3_775 ? O7 Sm1 O1 Sm1 -81.80(16) 3_775 . . 3_775 ? O10 Sm1 O1 Sm1 -139.09(15) . . . 3_775 ? O2 Sm1 O1 Sm1 170.9(2) . . . 3_775 ? N2 Ag1 O2 C1 58.4(5) . . . . ? N1 Ag1 O2 C1 -116.4(4) 2_644 . . . ? N2 Ag1 O2 Sm1 -67.4(2) . . . . ? N1 Ag1 O2 Sm1 117.78(19) 2_644 . . . ? O8 Sm1 O2 C1 152.6(3) 4_575 . . . ? O1 Sm1 O2 C1 5.3(4) 3_775 . . . ? O9 Sm1 O2 C1 -128.1(3) 2_655 . . . ? O6 Sm1 O2 C1 69.4(3) . . . . ? O3 Sm1 O2 C1 98.8(3) 3_775 . . . ? O7 Sm1 O2 C1 -65.7(3) 3_775 . . . ? O10 Sm1 O2 C1 -130.2(3) . . . . ? O1 Sm1 O2 C1 -4.2(3) . . . . ? O8 Sm1 O2 Ag1 -67.61(17) 4_575 . . . ? O1 Sm1 O2 Ag1 145.15(15) 3_775 . . . ? O9 Sm1 O2 Ag1 11.7(3) 2_655 . . . ? O6 Sm1 O2 Ag1 -150.82(19) . . . . ? O3 Sm1 O2 Ag1 -121.36(19) 3_775 . . . ? O7 Sm1 O2 Ag1 74.08(17) 3_775 . . . ? O10 Sm1 O2 Ag1 9.63(15) . . . . ? O1 Sm1 O2 Ag1 135.6(2) . . . . ? O4 S1 O3 Sm1 -73.4(5) . . . 3_775 ? O5 S1 O3 Sm1 157.3(4) . . . 3_775 ? C3 S1 O3 Sm1 43.3(5) . . . 3_775 ? O8 Sm1 O6 C8 159.8(5) 4_575 . . . ? O1 Sm1 O6 C8 7.6(5) 3_775 . . . ? O9 Sm1 O6 C8 81.3(5) 2_655 . . . ? O3 Sm1 O6 C8 81.5(5) 3_775 . . . ? O7 Sm1 O6 C8 -47.7(5) 3_775 . . . ? O10 Sm1 O6 C8 -144.6(4) . . . . ? O2 Sm1 O6 C8 -117.7(5) . . . . ? O1 Sm1 O6 C8 -64.4(5) . . . . ? N1 Ag1 N2 C17 -75.2(7) 2_644 . . . ? O2 Ag1 N2 C17 118.6(5) . . . . ? N1 Ag1 N2 C18 103.1(6) 2_644 . . . ? O2 Ag1 N2 C18 -63.2(5) . . . . ? Ag1 O2 C1 O1 -127.0(4) . . . . ? Sm1 O2 C1 O1 7.8(5) . . . . ? Ag1 O2 C1 C2 58.5(7) . . . . ? Sm1 O2 C1 C2 -166.7(5) . . . . ? Sm1 O1 C1 O2 -160.3(5) 3_775 . . . ? Sm1 O1 C1 O2 -7.7(5) . . . . ? Sm1 O1 C1 C2 14.3(10) 3_775 . . . ? Sm1 O1 C1 C2 167.0(4) . . . . ? O2 C1 C2 C7 44.1(8) . . . . ? O1 C1 C2 C7 -130.6(6) . . . . ? O2 C1 C2 C3 -138.4(6) . . . . ? O1 C1 C2 C3 46.9(8) . . . . ? C7 C2 C3 C4 2.6(10) . . . . ? C1 C2 C3 C4 -174.8(6) . . . . ? C7 C2 C3 S1 -174.0(5) . . . . ? C1 C2 C3 S1 8.7(8) . . . . ? O4 S1 C3 C4 -128.8(5) . . . . ? O3 S1 C3 C4 108.6(6) . . . . ? O5 S1 C3 C4 -8.9(6) . . . . ? O4 S1 C3 C2 47.7(6) . . . . ? O3 S1 C3 C2 -74.9(6) . . . . ? O5 S1 C3 C2 167.6(5) . . . . ? C2 C3 C4 C5 -1.1(11) . . . . ? S1 C3 C4 C5 175.5(6) . . . . ? C3 C4 C5 C6 -0.7(13) . . . . ? C4 C5 C6 C7 1.1(14) . . . . ? C3 C2 C7 C6 -2.2(11) . . . . ? C1 C2 C7 C6 175.3(7) . . . . ? C5 C6 C7 C2 0.4(13) . . . . ? Sm1 O6 C8 O7 29.2(9) . . . . ? Sm1 O6 C8 C9 -149.9(4) . . . . ? Sm1 O7 C8 O6 6.8(9) 3_775 . . . ? Sm1 O7 C8 C9 -174.2(4) 3_775 . . . ? O6 C8 C9 C10 123.6(6) . . . . ? O7 C8 C9 C10 -55.6(7) . . . . ? O6 C8 C9 C13 -57.7(7) . . . . ? O7 C8 C9 C13 123.2(6) . . . . ? C13 C9 C10 C11 2.9(8) . . . . ? C8 C9 C10 C11 -178.3(5) . . . . ? C12 N1 C11 C10 -0.2(8) . . . . ? Ag1 N1 C11 C10 174.0(4) 2_654 . . . ? C9 C10 C11 N1 -2.5(9) . . . . ? C11 N1 C12 C13 2.5(9) . . . . ? Ag1 N1 C12 C13 -171.8(4) 2_654 . . . ? N1 C12 C13 C9 -1.9(9) . . . . ? C10 C9 C13 C12 -0.8(8) . . . . ? C8 C9 C13 C12 -179.6(5) . . . . ? Sm1 O9 C14 O8 -26.3(17) 2_645 . . . ? Sm1 O9 C14 C15 154.7(11) 2_645 . . . ? Sm1 O8 C14 O9 62.8(9) 4_676 . . . ? Sm1 O8 C14 C15 -118.2(5) 4_676 . . . ? O9 C14 C15 C19 -157.6(5) . . . . ? O8 C14 C15 C19 23.4(8) . . . . ? O9 C14 C15 C16 21.4(8) . . . . ? O8 C14 C15 C16 -157.7(5) . . . . ? C19 C15 C16 C17 -1.3(9) . . . . ? C14 C15 C16 C17 179.7(6) . . . . ? C18 N2 C17 C16 0.1(10) . . . . ? Ag1 N2 C17 C16 178.4(5) . . . . ? C15 C16 C17 N2 1.3(10) . . . . ? C17 N2 C18 C19 -1.3(9) . . . . ? Ag1 N2 C18 C19 -179.6(5) . . . . ? N2 C18 C19 C15 1.2(10) . . . . ? C16 C15 C19 C18 0.2(9) . . . . ? C14 C15 C19 C18 179.1(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.15 2.793(6) 131.6 1_455 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.165 _refine_diff_density_min -2.052 _refine_diff_density_rms 0.578 #===END data_5-Eu _database_code_depnum_ccdc_archive 'CCDC 866068' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag Eu N2 O10 S' _chemical_formula_sum 'C19 H14 Ag Eu N2 O10 S' _chemical_formula_weight 722.21 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3740(2) _cell_length_b 13.4679(4) _cell_length_c 17.6149(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.118(2) _cell_angle_gamma 90.00 _cell_volume 2182.11(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3518 _cell_measurement_theta_min 2.6762 _cell_measurement_theta_max 29.1253 _exptl_crystal_description block-shaped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.198 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 3.901 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4145 _exptl_absorpt_correction_T_max 0.5541 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9196 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4592 _reflns_number_gt 4016 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0200P)^2^+5.8000P] 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 4592 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0288 _refine_ls_wR_factor_ref 0.0683 _refine_ls_wR_factor_gt 0.0644 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 Eu1 Eu 0.71482(2) 0.966216(17) 0.504288(11) 0.01302(7) Uani 1 1 d . . . Ag1 Ag 0.72680(4) 0.64050(3) 0.480491(19) 0.03426(11) Uani 1 1 d . . . S1 S 0.18648(13) 0.77858(11) 0.42883(8) 0.0350(3) Uani 1 1 d . . . O1 O 0.4527(3) 0.9033(2) 0.50905(17) 0.0200(7) Uani 1 1 d . . . O2 O 0.6298(3) 0.7951(2) 0.53791(18) 0.0244(7) Uani 1 1 d . . . O3 O 0.1624(3) 0.8851(3) 0.43225(19) 0.0314(8) Uani 1 1 d . . . O4 O 0.2959(4) 0.7508(4) 0.3861(2) 0.0498(11) Uani 1 1 d . . . O5 O 0.0480(4) 0.7282(4) 0.4040(3) 0.0618(14) Uani 1 1 d . . . O6 O 1.0609(3) 0.5546(3) 0.87466(17) 0.0253(8) Uani 1 1 d . . . O7 O 0.8455(3) 0.4773(3) 0.86762(16) 0.0227(7) Uani 1 1 d . . . O8 O 0.6555(3) 0.5436(3) 0.08095(18) 0.0313(9) Uani 1 1 d . . . O9 O 0.4299(3) 0.5944(3) 0.07792(16) 0.0219(7) Uani 1 1 d . . . O10 O 0.8000(4) 0.8325(3) 0.42326(19) 0.0337(9) Uani 1 1 d . . . H10B H 0.8914 0.8369 0.4262 0.051 Uiso 1 1 d R . . H10C H 0.7587 0.8394 0.3762 0.051 Uiso 1 1 d R . . N1 N 0.8146(4) 0.6005(3) 0.5998(2) 0.0246(9) Uani 1 1 d . . . N2 N 0.6627(4) 0.6195(3) 0.3572(2) 0.0262(9) Uani 1 1 d . . . C1 C 0.4982(5) 0.8188(3) 0.5336(3) 0.0202(9) Uani 1 1 d . . . C2 C 0.3970(5) 0.7508(4) 0.5640(3) 0.0320(12) Uani 1 1 d . . . C3 C 0.2520(5) 0.7350(4) 0.5250(4) 0.0378(13) Uani 1 1 d . . . C4 C 0.1604(7) 0.6776(5) 0.5596(5) 0.0575(19) Uani 1 1 d . . . H4A H 0.0649 0.6668 0.5346 0.069 Uiso 1 1 calc R . . C5 C 0.2115(8) 0.6361(6) 0.6319(5) 0.074(3) Uani 1 1 d . . . H5A H 0.1491 0.5976 0.6548 0.088 Uiso 1 1 calc R . . C6 C 0.3543(8) 0.6507(6) 0.6710(5) 0.073(3) Uani 1 1 d . . . H6A H 0.3868 0.6228 0.7196 0.088 Uiso 1 1 calc R . . C7 C 0.4472(7) 0.7081(5) 0.6359(4) 0.0499(17) Uani 1 1 d . . . H7A H 0.5431 0.7177 0.6608 0.060 Uiso 1 1 calc R . . C8 C 0.9380(4) 0.5251(4) 0.8400(2) 0.0194(10) Uani 1 1 d . . . C9 C 0.8968(4) 0.5506(4) 0.7549(2) 0.0178(9) Uani 1 1 d . . . C10 C 0.8942(5) 0.6484(4) 0.7309(3) 0.0266(11) Uani 1 1 d . . . H10A H 0.9216 0.6990 0.7667 0.032 Uiso 1 1 calc R . . C11 C 0.8508(5) 0.6704(4) 0.6537(3) 0.0264(11) Uani 1 1 d . . . H11A H 0.8465 0.7366 0.6385 0.032 Uiso 1 1 calc R . . C12 C 0.8216(5) 0.5056(4) 0.6234(3) 0.0303(12) Uani 1 1 d . . . H12A H 0.7999 0.4560 0.5862 0.036 Uiso 1 1 calc R . . C13 C 0.8590(5) 0.4780(4) 0.6996(3) 0.0268(11) Uani 1 1 d . . . H13A H 0.8589 0.4114 0.7137 0.032 Uiso 1 1 calc R . . C14 C 0.5565(4) 0.5743(3) 0.1115(2) 0.0164(9) Uani 1 1 d . . . C15 C 0.5919(4) 0.5901(3) 0.1978(2) 0.0169(9) Uani 1 1 d . . . C16 C 0.4847(5) 0.5915(4) 0.2420(2) 0.0246(11) Uani 1 1 d . . . H16A H 0.3877 0.5829 0.2188 0.030 Uiso 1 1 calc R . . C17 C 0.5238(5) 0.6057(4) 0.3206(3) 0.0280(11) Uani 1 1 d . . . H17A H 0.4511 0.6059 0.3499 0.034 Uiso 1 1 calc R . . C18 C 0.7663(5) 0.6181(4) 0.3141(3) 0.0303(12) Uani 1 1 d . . . H18A H 0.8626 0.6273 0.3384 0.036 Uiso 1 1 calc R . . C19 C 0.7355(5) 0.6034(4) 0.2351(3) 0.0274(11) Uani 1 1 d . . . H19A H 0.8100 0.6025 0.2070 0.033 Uiso 1 1 calc 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 Eu1 0.01158(10) 0.01732(13) 0.00974(11) -0.00039(8) 0.00096(7) 0.00022(9) Ag1 0.0489(2) 0.0408(3) 0.00980(17) -0.00029(16) -0.00256(15) 0.0042(2) S1 0.0205(6) 0.0304(8) 0.0545(9) -0.0202(7) 0.0082(5) -0.0056(6) O1 0.0180(14) 0.0145(17) 0.0263(17) 0.0001(13) 0.0011(12) 0.0012(13) O2 0.0167(15) 0.0225(19) 0.0351(18) 0.0026(15) 0.0078(13) 0.0036(14) O3 0.0283(17) 0.029(2) 0.0341(19) -0.0098(16) -0.0010(14) -0.0018(16) O4 0.039(2) 0.060(3) 0.054(3) -0.025(2) 0.0168(19) 0.008(2) O5 0.029(2) 0.048(3) 0.106(4) -0.034(3) 0.005(2) -0.017(2) O6 0.0163(14) 0.044(2) 0.0143(15) 0.0053(15) -0.0012(12) -0.0039(15) O7 0.0214(15) 0.035(2) 0.0119(15) 0.0042(14) 0.0038(12) -0.0050(15) O8 0.0274(16) 0.050(3) 0.0174(16) -0.0075(16) 0.0068(13) 0.0094(17) O9 0.0170(14) 0.031(2) 0.0147(15) -0.0019(14) -0.0042(11) -0.0018(14) O10 0.0327(18) 0.040(2) 0.0286(19) -0.0068(17) 0.0071(15) 0.0085(17) N1 0.0273(19) 0.031(2) 0.0140(19) 0.0028(17) -0.0006(15) 0.0017(19) N2 0.037(2) 0.027(2) 0.0136(18) -0.0040(17) 0.0023(16) 0.0015(19) C1 0.023(2) 0.015(2) 0.023(2) -0.0018(19) 0.0052(18) -0.0026(19) C2 0.032(3) 0.019(3) 0.052(3) 0.009(2) 0.026(2) 0.004(2) C3 0.031(3) 0.021(3) 0.068(4) -0.004(3) 0.025(3) -0.003(2) C4 0.042(3) 0.034(4) 0.107(6) 0.014(4) 0.040(4) -0.002(3) C5 0.062(4) 0.043(4) 0.136(7) 0.035(5) 0.070(5) 0.014(4) C6 0.083(5) 0.059(5) 0.093(6) 0.056(5) 0.058(5) 0.033(4) C7 0.046(3) 0.044(4) 0.065(4) 0.030(3) 0.025(3) 0.015(3) C8 0.018(2) 0.030(3) 0.010(2) -0.0026(19) 0.0013(16) 0.006(2) C9 0.0131(18) 0.029(3) 0.012(2) 0.0019(19) 0.0026(15) 0.0013(19) C10 0.035(3) 0.026(3) 0.016(2) -0.003(2) -0.0020(19) -0.002(2) C11 0.037(3) 0.021(3) 0.019(2) 0.001(2) -0.002(2) 0.000(2) C12 0.043(3) 0.029(3) 0.016(2) -0.004(2) -0.002(2) 0.003(2) C13 0.039(3) 0.023(3) 0.017(2) 0.005(2) 0.001(2) 0.002(2) C14 0.0174(19) 0.020(2) 0.012(2) -0.0006(18) 0.0024(16) -0.0012(18) C15 0.0200(19) 0.018(2) 0.012(2) 0.0009(18) 0.0013(16) 0.0037(19) C16 0.019(2) 0.036(3) 0.019(2) 0.001(2) 0.0029(17) 0.004(2) C17 0.027(2) 0.040(3) 0.017(2) 0.000(2) 0.0059(18) 0.003(2) C18 0.025(2) 0.039(3) 0.022(2) -0.007(2) -0.0071(19) -0.002(2) C19 0.020(2) 0.044(3) 0.019(2) -0.004(2) 0.0045(18) -0.001(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 Eu1 O9 2.325(3) 4_676 ? Eu1 O1 2.338(3) 3_676 ? Eu1 O8 2.350(3) 2_655 ? Eu1 O7 2.434(3) 2_656 ? Eu1 O3 2.468(3) 3_676 ? Eu1 O6 2.471(3) 4_575 ? Eu1 O10 2.521(3) . ? Eu1 O2 2.545(3) . ? Eu1 O1 2.615(3) . ? Eu1 Eu1 4.1033(4) 3_676 ? Ag1 N2 2.157(4) . ? Ag1 N1 2.172(4) . ? Ag1 O2 2.558(3) . ? S1 O4 1.434(4) . ? S1 O3 1.455(4) . ? S1 O5 1.455(4) . ? S1 C3 1.786(6) . ? O1 C1 1.263(5) . ? O1 Eu1 2.338(3) 3_676 ? O2 C1 1.262(5) . ? O3 Eu1 2.468(3) 3_676 ? O6 C8 1.260(5) . ? O6 Eu1 2.471(3) 4_676 ? O7 C8 1.251(5) . ? O7 Eu1 2.434(3) 2_646 ? O8 C14 1.231(5) . ? O8 Eu1 2.350(3) 2_645 ? O9 C14 1.249(5) . ? O9 Eu1 2.325(3) 4_575 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C11 1.335(6) . ? N1 C12 1.342(7) . ? N2 C18 1.344(6) . ? N2 C17 1.350(6) . ? C1 C2 1.491(6) . ? C2 C7 1.388(8) . ? C2 C3 1.417(7) . ? C3 C4 1.381(7) . ? C4 C5 1.388(10) . ? C4 H4A 0.9300 . ? C5 C6 1.397(11) . ? C5 H5A 0.9300 . ? C6 C7 1.395(8) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.514(6) . ? C9 C13 1.378(7) . ? C9 C10 1.383(7) . ? C10 C11 1.374(6) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.372(6) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.507(5) . ? C15 C16 1.384(6) . ? C15 C19 1.391(6) . ? C16 C17 1.376(6) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.380(6) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 Eu1 O1 144.42(11) 4_676 3_676 ? O9 Eu1 O8 90.70(11) 4_676 2_655 ? O1 Eu1 O8 91.31(12) 3_676 2_655 ? O9 Eu1 O7 80.55(10) 4_676 2_656 ? O1 Eu1 O7 77.02(10) 3_676 2_656 ? O8 Eu1 O7 143.72(12) 2_655 2_656 ? O9 Eu1 O3 75.73(12) 4_676 3_676 ? O1 Eu1 O3 71.41(11) 3_676 3_676 ? O8 Eu1 O3 71.09(12) 2_655 3_676 ? O7 Eu1 O3 72.63(11) 2_656 3_676 ? O9 Eu1 O6 139.89(11) 4_676 4_575 ? O1 Eu1 O6 74.41(11) 3_676 4_575 ? O8 Eu1 O6 75.03(11) 2_655 4_575 ? O7 Eu1 O6 131.70(10) 2_656 4_575 ? O3 Eu1 O6 130.48(12) 3_676 4_575 ? O9 Eu1 O10 74.33(11) 4_676 . ? O1 Eu1 O10 139.44(11) 3_676 . ? O8 Eu1 O10 72.28(13) 2_655 . ? O7 Eu1 O10 136.41(12) 2_656 . ? O3 Eu1 O10 131.70(11) 3_676 . ? O6 Eu1 O10 65.65(11) 4_575 . ? O9 Eu1 O2 80.17(11) 4_676 . ? O1 Eu1 O2 117.98(10) 3_676 . ? O8 Eu1 O2 140.72(12) 2_655 . ? O7 Eu1 O2 72.59(11) 2_656 . ? O3 Eu1 O2 140.26(11) 3_676 . ? O6 Eu1 O2 87.65(11) 4_575 . ? O10 Eu1 O2 68.46(11) . . ? O9 Eu1 O1 125.98(10) 4_676 . ? O1 Eu1 O1 68.25(12) 3_676 . ? O8 Eu1 O1 140.26(10) 2_655 . ? O7 Eu1 O1 66.59(10) 2_656 . ? O3 Eu1 O1 127.38(10) 3_676 . ? O6 Eu1 O1 66.93(10) 4_575 . ? O10 Eu1 O1 100.90(11) . . ? O2 Eu1 O1 50.30(9) . . ? O9 Eu1 Eu1 146.92(7) 4_676 3_676 ? O1 Eu1 Eu1 36.30(7) 3_676 3_676 ? O8 Eu1 Eu1 120.20(9) 2_655 3_676 ? O7 Eu1 Eu1 67.59(7) 2_656 3_676 ? O3 Eu1 Eu1 101.85(8) 3_676 3_676 ? O6 Eu1 Eu1 66.24(7) 4_575 3_676 ? O10 Eu1 Eu1 123.59(8) . 3_676 ? O2 Eu1 Eu1 81.96(6) . 3_676 ? O1 Eu1 Eu1 31.95(7) . 3_676 ? N2 Ag1 N1 157.13(16) . . ? N2 Ag1 O2 116.98(13) . . ? N1 Ag1 O2 85.23(13) . . ? O4 S1 O3 114.3(3) . . ? O4 S1 O5 114.1(3) . . ? O3 S1 O5 109.6(2) . . ? O4 S1 C3 105.2(2) . . ? O3 S1 C3 108.2(2) . . ? O5 S1 C3 104.8(3) . . ? C1 O1 Eu1 152.6(3) . 3_676 ? C1 O1 Eu1 92.6(2) . . ? Eu1 O1 Eu1 111.75(12) 3_676 . ? C1 O2 Eu1 95.9(3) . . ? C1 O2 Ag1 126.8(3) . . ? Eu1 O2 Ag1 119.61(11) . . ? S1 O3 Eu1 139.1(2) . 3_676 ? C8 O6 Eu1 136.7(3) . 4_676 ? C8 O7 Eu1 134.0(3) . 2_646 ? C14 O8 Eu1 162.8(3) . 2_645 ? C14 O9 Eu1 146.2(3) . 4_575 ? Eu1 O10 H10B 110.0 . . ? Eu1 O10 H10C 109.9 . . ? H10B O10 H10C 108.4 . . ? C11 N1 C12 117.5(4) . . ? C11 N1 Ag1 120.7(3) . . ? C12 N1 Ag1 121.5(3) . . ? C18 N2 C17 117.6(4) . . ? C18 N2 Ag1 118.7(3) . . ? C17 N2 Ag1 123.7(3) . . ? O2 C1 O1 120.7(4) . . ? O2 C1 C2 120.4(4) . . ? O1 C1 C2 118.7(4) . . ? C7 C2 C3 120.4(5) . . ? C7 C2 C1 117.1(5) . . ? C3 C2 C1 122.3(5) . . ? C4 C3 C2 119.3(6) . . ? C4 C3 S1 118.3(5) . . ? C2 C3 S1 122.2(4) . . ? C3 C4 C5 119.7(6) . . ? C3 C4 H4A 120.1 . . ? C5 C4 H4A 120.1 . . ? C4 C5 C6 121.7(6) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.2 . . ? C7 C6 C5 118.7(6) . . ? C7 C6 H6A 120.7 . . ? C5 C6 H6A 120.7 . . ? C2 C7 C6 120.2(6) . . ? C2 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? O7 C8 O6 127.8(4) . . ? O7 C8 C9 116.0(4) . . ? O6 C8 C9 116.3(4) . . ? C13 C9 C10 118.3(4) . . ? C13 C9 C8 121.4(4) . . ? C10 C9 C8 120.3(4) . . ? C11 C10 C9 119.5(4) . . ? C11 C10 H10A 120.3 . . ? C9 C10 H10A 120.3 . . ? N1 C11 C10 122.6(5) . . ? N1 C11 H11A 118.7 . . ? C10 C11 H11A 118.7 . . ? N1 C12 C13 123.3(5) . . ? N1 C12 H12A 118.3 . . ? C13 C12 H12A 118.3 . . ? C12 C13 C9 118.8(5) . . ? C12 C13 H13A 120.6 . . ? C9 C13 H13A 120.6 . . ? O8 C14 O9 126.3(4) . . ? O8 C14 C15 116.8(4) . . ? O9 C14 C15 116.9(4) . . ? C16 C15 C19 118.3(4) . . ? C16 C15 C14 121.7(4) . . ? C19 C15 C14 120.0(4) . . ? C17 C16 C15 119.1(4) . . ? C17 C16 H16A 120.4 . . ? C15 C16 H16A 120.4 . . ? N2 C17 C16 123.0(4) . . ? N2 C17 H17A 118.5 . . ? C16 C17 H17A 118.5 . . ? N2 C18 C19 122.6(4) . . ? N2 C18 H18A 118.7 . . ? C19 C18 H18A 118.7 . . ? C18 C19 C15 119.3(4) . . ? C18 C19 H19A 120.3 . . ? C15 C19 H19A 120.3 . . ? 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 O9 Eu1 O1 C1 -24.9(3) 4_676 . . . ? O1 Eu1 O1 C1 -167.3(3) 3_676 . . . ? O8 Eu1 O1 C1 128.9(3) 2_655 . . . ? O7 Eu1 O1 C1 -82.5(3) 2_656 . . . ? O3 Eu1 O1 C1 -124.7(3) 3_676 . . . ? O6 Eu1 O1 C1 111.0(3) 4_575 . . . ? O10 Eu1 O1 C1 53.6(3) . . . . ? O2 Eu1 O1 C1 3.8(2) . . . . ? Eu1 Eu1 O1 C1 -167.3(3) 3_676 . . . ? O9 Eu1 O1 Eu1 142.42(12) 4_676 . . 3_676 ? O1 Eu1 O1 Eu1 0.0 3_676 . . 3_676 ? O8 Eu1 O1 Eu1 -63.8(2) 2_655 . . 3_676 ? O7 Eu1 O1 Eu1 84.79(14) 2_656 . . 3_676 ? O3 Eu1 O1 Eu1 42.54(18) 3_676 . . 3_676 ? O6 Eu1 O1 Eu1 -81.69(14) 4_575 . . 3_676 ? O10 Eu1 O1 Eu1 -139.13(13) . . . 3_676 ? O2 Eu1 O1 Eu1 171.11(18) . . . 3_676 ? O9 Eu1 O2 C1 152.9(3) 4_676 . . . ? O1 Eu1 O2 C1 5.5(3) 3_676 . . . ? O8 Eu1 O2 C1 -128.1(3) 2_655 . . . ? O7 Eu1 O2 C1 69.8(3) 2_656 . . . ? O3 Eu1 O2 C1 99.8(3) 3_676 . . . ? O6 Eu1 O2 C1 -65.4(3) 4_575 . . . ? O10 Eu1 O2 C1 -130.1(3) . . . . ? O1 Eu1 O2 C1 -3.8(2) . . . . ? Eu1 Eu1 O2 C1 0.9(2) 3_676 . . . ? O9 Eu1 O2 Ag1 -68.29(14) 4_676 . . . ? O1 Eu1 O2 Ag1 144.29(12) 3_676 . . . ? O8 Eu1 O2 Ag1 10.6(2) 2_655 . . . ? O7 Eu1 O2 Ag1 -151.38(16) 2_656 . . . ? O3 Eu1 O2 Ag1 -121.44(16) 3_676 . . . ? O6 Eu1 O2 Ag1 73.34(14) 4_575 . . . ? O10 Eu1 O2 Ag1 8.64(12) . . . . ? O1 Eu1 O2 Ag1 134.93(19) . . . . ? Eu1 Eu1 O2 Ag1 139.67(13) 3_676 . . . ? N2 Ag1 O2 C1 57.9(4) . . . . ? N1 Ag1 O2 C1 -116.4(4) . . . . ? N2 Ag1 O2 Eu1 -67.17(18) . . . . ? N1 Ag1 O2 Eu1 118.53(16) . . . . ? O4 S1 O3 Eu1 -72.5(4) . . . 3_676 ? O5 S1 O3 Eu1 158.1(3) . . . 3_676 ? C3 S1 O3 Eu1 44.4(4) . . . 3_676 ? N2 Ag1 N1 C11 164.7(4) . . . . ? O2 Ag1 N1 C11 -28.5(3) . . . . ? N2 Ag1 N1 C12 -21.7(6) . . . . ? O2 Ag1 N1 C12 145.1(4) . . . . ? N1 Ag1 N2 C18 -76.7(6) . . . . ? O2 Ag1 N2 C18 118.1(4) . . . . ? N1 Ag1 N2 C17 102.1(5) . . . . ? O2 Ag1 N2 C17 -63.2(4) . . . . ? Eu1 O2 C1 O1 7.1(4) . . . . ? Ag1 O2 C1 O1 -127.2(4) . . . . ? Eu1 O2 C1 C2 -167.2(4) . . . . ? Ag1 O2 C1 C2 58.5(5) . . . . ? Eu1 O1 C1 O2 -160.5(4) 3_676 . . . ? Eu1 O1 C1 O2 -6.9(4) . . . . ? Eu1 O1 C1 C2 14.0(9) 3_676 . . . ? Eu1 O1 C1 C2 167.5(4) . . . . ? O2 C1 C2 C7 44.7(7) . . . . ? O1 C1 C2 C7 -129.8(5) . . . . ? O2 C1 C2 C3 -139.8(5) . . . . ? O1 C1 C2 C3 45.7(7) . . . . ? C7 C2 C3 C4 0.8(9) . . . . ? C1 C2 C3 C4 -174.6(5) . . . . ? C7 C2 C3 S1 -174.2(5) . . . . ? C1 C2 C3 S1 10.5(7) . . . . ? O4 S1 C3 C4 -128.6(5) . . . . ? O3 S1 C3 C4 108.9(5) . . . . ? O5 S1 C3 C4 -8.0(5) . . . . ? O4 S1 C3 C2 46.4(5) . . . . ? O3 S1 C3 C2 -76.1(5) . . . . ? O5 S1 C3 C2 167.0(5) . . . . ? C2 C3 C4 C5 -0.1(9) . . . . ? S1 C3 C4 C5 175.0(5) . . . . ? C3 C4 C5 C6 0.0(11) . . . . ? C4 C5 C6 C7 -0.4(12) . . . . ? C3 C2 C7 C6 -1.2(9) . . . . ? C1 C2 C7 C6 174.4(6) . . . . ? C5 C6 C7 C2 1.1(11) . . . . ? Eu1 O7 C8 O6 28.4(8) 2_646 . . . ? Eu1 O7 C8 C9 -151.3(3) 2_646 . . . ? Eu1 O6 C8 O7 6.7(8) 4_676 . . . ? Eu1 O6 C8 C9 -173.6(3) 4_676 . . . ? O7 C8 C9 C13 -56.7(6) . . . . ? O6 C8 C9 C13 123.5(5) . . . . ? O7 C8 C9 C10 122.3(5) . . . . ? O6 C8 C9 C10 -57.5(6) . . . . ? C13 C9 C10 C11 1.7(7) . . . . ? C8 C9 C10 C11 -177.4(4) . . . . ? C12 N1 C11 C10 0.1(7) . . . . ? Ag1 N1 C11 C10 174.0(4) . . . . ? C9 C10 C11 N1 -2.0(7) . . . . ? C11 N1 C12 C13 2.2(7) . . . . ? Ag1 N1 C12 C13 -171.6(4) . . . . ? N1 C12 C13 C9 -2.5(8) . . . . ? C10 C9 C13 C12 0.5(7) . . . . ? C8 C9 C13 C12 179.5(4) . . . . ? Eu1 O8 C14 O9 -27.6(15) 2_645 . . . ? Eu1 O8 C14 C15 153.2(9) 2_645 . . . ? Eu1 O9 C14 O8 62.4(8) 4_575 . . . ? Eu1 O9 C14 C15 -118.3(5) 4_575 . . . ? O8 C14 C15 C16 -157.9(5) . . . . ? O9 C14 C15 C16 22.7(7) . . . . ? O8 C14 C15 C19 21.8(7) . . . . ? O9 C14 C15 C19 -157.6(5) . . . . ? C19 C15 C16 C17 -0.1(7) . . . . ? C14 C15 C16 C17 179.6(5) . . . . ? C18 N2 C17 C16 -0.6(8) . . . . ? Ag1 N2 C17 C16 -179.4(4) . . . . ? C15 C16 C17 N2 0.6(8) . . . . ? C17 N2 C18 C19 0.1(8) . . . . ? Ag1 N2 C18 C19 178.9(4) . . . . ? N2 C18 C19 C15 0.4(8) . . . . ? C16 C15 C19 C18 -0.4(8) . . . . ? C14 C15 C19 C18 179.9(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.16 2.792(5) 130.9 1_655 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.062 _refine_diff_density_min -0.927 _refine_diff_density_rms 0.144 #===END data_6-Gd _database_code_depnum_ccdc_archive 'CCDC 866069' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag Gd N2 O10 S' _chemical_formula_sum 'C19 H14 Ag Gd N2 O10 S' _chemical_formula_weight 727.50 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3530(2) _cell_length_b 13.4571(4) _cell_length_c 17.5792(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.094(2) _cell_angle_gamma 90.00 _cell_volume 2171.25(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3856 _cell_measurement_theta_min 2.6808 _cell_measurement_theta_max 29.0836 _exptl_crystal_description block-shaped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.226 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1396 _exptl_absorpt_coefficient_mu 4.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2076 _exptl_absorpt_correction_T_max 0.3566 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9316 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.69 _diffrn_reflns_theta_max 26.76 _reflns_number_total 4573 _reflns_number_gt 3942 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0270P)^2^+4.8000P] 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 4573 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0695 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 Gd1 Gd 0.714753(19) 0.466334(16) 0.004317(11) 0.01249(7) Uani 1 1 d . . . Ag1 Ag 0.72642(4) 0.14117(3) -0.01950(2) 0.03374(11) Uani 1 1 d . . . S1 S 0.18666(13) 0.27878(11) -0.07094(8) 0.0334(3) Uani 1 1 d . . . O1 O 0.4526(3) 0.4035(2) 0.00931(17) 0.0188(6) Uani 1 1 d . . . O2 O 0.6305(3) 0.2961(2) 0.03779(19) 0.0232(7) Uani 1 1 d . . . O3 O 0.1624(3) 0.3850(3) -0.0674(2) 0.0305(8) Uani 1 1 d . . . O4 O 0.2972(4) 0.2515(3) -0.1138(2) 0.0472(11) Uani 1 1 d . . . O5 O 0.0483(4) 0.2287(3) -0.0959(3) 0.0597(13) Uani 1 1 d . . . O6 O 0.6544(3) 0.4776(3) 0.13210(17) 0.0234(7) Uani 1 1 d . . . O7 O 0.4386(3) 0.5547(3) 0.12489(17) 0.0234(7) Uani 1 1 d . . . O8 O 0.6559(3) 0.0430(3) -0.41905(18) 0.0290(8) Uani 1 1 d . . . O9 O 0.4289(3) 0.0940(3) -0.42248(16) 0.0209(7) Uani 1 1 d . . . O10 O 0.7996(4) 0.3331(3) -0.07638(19) 0.0320(8) Uani 1 1 d . . . H10B H 0.8912 0.3374 -0.0734 0.048 Uiso 1 1 d R . . H10C H 0.7583 0.3400 -0.1236 0.048 Uiso 1 1 d R . . N1 N 0.6853(4) 0.6011(3) 0.4002(2) 0.0242(9) Uani 1 1 d . . . N2 N 0.6620(4) 0.1199(3) -0.1426(2) 0.0251(9) Uani 1 1 d . . . C1 C 0.4989(5) 0.3196(3) 0.0338(3) 0.0189(9) Uani 1 1 d . . . C2 C 0.3965(5) 0.2516(4) 0.0641(3) 0.0293(11) Uani 1 1 d . . . C3 C 0.2531(5) 0.2343(4) 0.0252(4) 0.0352(13) Uani 1 1 d . . . C4 C 0.1607(7) 0.1763(5) 0.0595(4) 0.0528(18) Uani 1 1 d . . . H4A H 0.0655 0.1645 0.0339 0.063 Uiso 1 1 calc R . . C5 C 0.2112(7) 0.1361(5) 0.1319(5) 0.068(2) Uani 1 1 d . . . H5A H 0.1481 0.0985 0.1552 0.082 Uiso 1 1 calc R . . C6 C 0.3534(8) 0.1501(6) 0.1709(5) 0.070(2) Uani 1 1 d . . . H6A H 0.3859 0.1217 0.2193 0.084 Uiso 1 1 calc R . . C7 C 0.4466(6) 0.2079(5) 0.1358(4) 0.0466(16) Uani 1 1 d . . . H7A H 0.5428 0.2171 0.1606 0.056 Uiso 1 1 calc R . . C8 C 0.5618(4) 0.5261(4) 0.1593(2) 0.0191(10) Uani 1 1 d . . . C9 C 0.6033(4) 0.5514(3) 0.2448(2) 0.0164(9) Uani 1 1 d . . . C10 C 0.6413(5) 0.4787(4) 0.3003(3) 0.0267(11) Uani 1 1 d . . . H10A H 0.6417 0.4121 0.2861 0.032 Uiso 1 1 calc R . . C11 C 0.6784(5) 0.5061(4) 0.3767(3) 0.0281(11) Uani 1 1 d . . . H11A H 0.6998 0.4564 0.4140 0.034 Uiso 1 1 calc R . . C12 C 0.6480(5) 0.6707(4) 0.3462(3) 0.0268(11) Uani 1 1 d . . . H12A H 0.6509 0.7369 0.3616 0.032 Uiso 1 1 calc R . . C13 C 0.6054(5) 0.6493(4) 0.2686(3) 0.0252(10) Uani 1 1 d . . . H13A H 0.5784 0.7000 0.2327 0.030 Uiso 1 1 calc R . . C14 C 0.5560(4) 0.0741(3) -0.3889(2) 0.0164(9) Uani 1 1 d . . . C15 C 0.5918(4) 0.0907(3) -0.3026(2) 0.0166(9) Uani 1 1 d . . . C16 C 0.4845(5) 0.0919(4) -0.2578(2) 0.0241(11) Uani 1 1 d . . . H16A H 0.3872 0.0832 -0.2809 0.029 Uiso 1 1 calc R . . C17 C 0.5230(5) 0.1060(4) -0.1793(3) 0.0291(11) Uani 1 1 d . . . H17A H 0.4501 0.1060 -0.1500 0.035 Uiso 1 1 calc R . . C18 C 0.7668(5) 0.1186(4) -0.1862(3) 0.0309(12) Uani 1 1 d . . . H18A H 0.8633 0.1284 -0.1620 0.037 Uiso 1 1 calc R . . C19 C 0.7351(5) 0.1035(4) -0.2649(3) 0.0277(11) Uani 1 1 d . . . H19A H 0.8098 0.1018 -0.2930 0.033 Uiso 1 1 calc 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 Gd1 0.01178(11) 0.01587(12) 0.00901(11) -0.00039(8) -0.00001(7) 0.00019(8) Ag1 0.0487(2) 0.0397(3) 0.00922(17) -0.00041(17) -0.00332(15) 0.00396(19) S1 0.0206(6) 0.0292(7) 0.0503(8) -0.0186(7) 0.0067(5) -0.0053(5) O1 0.0183(15) 0.0143(16) 0.0213(16) 0.0017(14) -0.0026(11) -0.0006(12) O2 0.0189(15) 0.0214(18) 0.0296(18) 0.0017(15) 0.0058(12) 0.0021(13) O3 0.0298(18) 0.026(2) 0.034(2) -0.0083(17) 0.0007(14) -0.0002(15) O4 0.038(2) 0.056(3) 0.049(2) -0.023(2) 0.0126(18) 0.005(2) O5 0.028(2) 0.044(3) 0.101(4) -0.031(3) -0.001(2) -0.0166(19) O6 0.0204(15) 0.034(2) 0.0153(16) -0.0002(15) 0.0027(12) 0.0058(14) O7 0.0157(15) 0.040(2) 0.0124(15) -0.0053(15) -0.0033(11) 0.0050(14) O8 0.0282(17) 0.040(2) 0.0190(17) -0.0071(16) 0.0062(13) 0.0090(16) O9 0.0162(14) 0.0278(19) 0.0162(15) -0.0013(14) -0.0033(11) -0.0013(13) O10 0.0327(18) 0.038(2) 0.0262(19) -0.0049(17) 0.0073(14) 0.0063(16) N1 0.028(2) 0.032(2) 0.0109(18) -0.0009(18) -0.0008(14) -0.0050(18) N2 0.034(2) 0.025(2) 0.0138(19) -0.0043(17) -0.0010(15) 0.0002(18) C1 0.023(2) 0.014(2) 0.020(2) -0.0002(19) 0.0057(17) 0.0001(18) C2 0.028(3) 0.021(3) 0.045(3) 0.005(2) 0.020(2) 0.001(2) C3 0.032(3) 0.019(3) 0.061(4) -0.001(3) 0.024(2) -0.004(2) C4 0.040(3) 0.030(3) 0.098(6) 0.009(4) 0.036(3) 0.000(3) C5 0.056(4) 0.040(4) 0.124(7) 0.038(5) 0.058(4) 0.011(3) C6 0.083(5) 0.050(5) 0.092(6) 0.048(4) 0.057(5) 0.027(4) C7 0.043(3) 0.039(4) 0.064(4) 0.026(3) 0.026(3) 0.015(3) C8 0.020(2) 0.027(3) 0.009(2) -0.0001(19) 0.0008(16) -0.0074(19) C9 0.0132(19) 0.024(3) 0.011(2) -0.0023(18) 0.0016(15) -0.0001(17) C10 0.037(3) 0.023(3) 0.018(2) -0.004(2) 0.0008(19) 0.001(2) C11 0.044(3) 0.024(3) 0.015(2) 0.003(2) 0.002(2) 0.001(2) C12 0.036(3) 0.022(3) 0.019(2) -0.007(2) -0.0009(19) -0.001(2) C13 0.035(3) 0.026(3) 0.012(2) -0.001(2) -0.0034(18) 0.002(2) C14 0.020(2) 0.016(2) 0.013(2) -0.0013(18) 0.0025(16) -0.0030(17) C15 0.019(2) 0.020(2) 0.009(2) -0.0029(18) -0.0012(15) -0.0001(18) C16 0.018(2) 0.036(3) 0.017(2) -0.001(2) 0.0024(16) 0.004(2) C17 0.029(2) 0.041(3) 0.017(2) 0.002(2) 0.0040(18) 0.005(2) C18 0.022(2) 0.044(3) 0.024(3) -0.005(2) -0.0045(18) -0.002(2) C19 0.020(2) 0.044(3) 0.018(2) -0.004(2) 0.0003(17) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd1 O9 2.310(3) 4_666 ? Gd1 O1 2.330(3) 3_665 ? Gd1 O8 2.339(3) 2_654 ? Gd1 O6 2.424(3) . ? Gd1 O7 2.458(3) 3_665 ? Gd1 O3 2.463(3) 3_665 ? Gd1 O10 2.508(3) . ? Gd1 O2 2.528(3) . ? Gd1 O1 2.612(3) . ? Ag1 N2 2.151(4) . ? Ag1 N1 2.169(4) 2_645 ? Ag1 O2 2.553(3) . ? S1 O4 1.439(4) . ? S1 O3 1.450(4) . ? S1 O5 1.451(4) . ? S1 C3 1.789(6) . ? O1 C1 1.255(5) . ? O1 Gd1 2.330(3) 3_665 ? O2 C1 1.259(5) . ? O3 Gd1 2.463(3) 3_665 ? O6 C8 1.251(5) . ? O7 C8 1.255(5) . ? O7 Gd1 2.458(3) 3_665 ? O8 C14 1.233(5) . ? O8 Gd1 2.339(3) 2_644 ? O9 C14 1.250(5) . ? O9 Gd1 2.310(3) 4_565 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C12 1.331(6) . ? N1 C11 1.342(7) . ? N1 Ag1 2.169(4) 2_655 ? N2 C17 1.348(6) . ? N2 C18 1.354(6) . ? C1 C2 1.495(6) . ? C2 C7 1.389(8) . ? C2 C3 1.402(7) . ? C3 C4 1.385(7) . ? C4 C5 1.380(10) . ? C4 H4A 0.9300 . ? C5 C6 1.387(11) . ? C5 H5A 0.9300 . ? C6 C7 1.397(8) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.516(6) . ? C9 C10 1.379(6) . ? C9 C13 1.382(7) . ? C10 C11 1.371(6) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.376(6) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.505(6) . ? C15 C19 1.386(6) . ? C15 C16 1.391(6) . ? C16 C17 1.371(6) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.374(6) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 Gd1 O1 144.55(11) 4_666 3_665 ? O9 Gd1 O8 90.68(11) 4_666 2_654 ? O1 Gd1 O8 91.29(11) 3_665 2_654 ? O9 Gd1 O6 80.63(10) 4_666 . ? O1 Gd1 O6 77.11(10) 3_665 . ? O8 Gd1 O6 143.87(12) 2_654 . ? O9 Gd1 O7 139.79(10) 4_666 3_665 ? O1 Gd1 O7 74.38(10) 3_665 3_665 ? O8 Gd1 O7 74.97(11) 2_654 3_665 ? O6 Gd1 O7 131.67(10) . 3_665 ? O9 Gd1 O3 75.82(11) 4_666 3_665 ? O1 Gd1 O3 71.41(10) 3_665 3_665 ? O8 Gd1 O3 71.12(12) 2_654 3_665 ? O6 Gd1 O3 72.75(11) . 3_665 ? O7 Gd1 O3 130.44(12) 3_665 3_665 ? O9 Gd1 O10 74.28(11) 4_666 . ? O1 Gd1 O10 139.34(11) 3_665 . ? O8 Gd1 O10 72.18(12) 2_654 . ? O6 Gd1 O10 136.40(12) . . ? O7 Gd1 O10 65.60(11) 3_665 . ? O3 Gd1 O10 131.67(11) 3_665 . ? O9 Gd1 O2 80.09(11) 4_666 . ? O1 Gd1 O2 118.14(10) 3_665 . ? O8 Gd1 O2 140.48(12) 2_654 . ? O6 Gd1 O2 72.67(11) . . ? O7 Gd1 O2 87.59(11) 3_665 . ? O3 Gd1 O2 140.40(11) 3_665 . ? O10 Gd1 O2 68.33(11) . . ? O9 Gd1 O1 125.93(10) 4_666 . ? O1 Gd1 O1 68.32(12) 3_665 . ? O8 Gd1 O1 140.28(10) 2_654 . ? O6 Gd1 O1 66.51(10) . . ? O7 Gd1 O1 66.97(10) 3_665 . ? O3 Gd1 O1 127.42(10) 3_665 . ? O10 Gd1 O1 100.88(11) . . ? O2 Gd1 O1 50.35(9) . . ? N2 Ag1 N1 157.00(16) . 2_645 ? N2 Ag1 O2 117.01(13) . . ? N1 Ag1 O2 85.35(13) 2_645 . ? O4 S1 O3 114.1(3) . . ? O4 S1 O5 114.3(3) . . ? O3 S1 O5 109.5(2) . . ? O4 S1 C3 104.8(2) . . ? O3 S1 C3 108.6(2) . . ? O5 S1 C3 104.9(3) . . ? C1 O1 Gd1 153.1(3) . 3_665 ? C1 O1 Gd1 92.2(2) . . ? Gd1 O1 Gd1 111.68(12) 3_665 . ? C1 O2 Gd1 96.0(3) . . ? C1 O2 Ag1 126.7(3) . . ? Gd1 O2 Ag1 119.95(11) . . ? S1 O3 Gd1 139.2(2) . 3_665 ? C8 O6 Gd1 133.6(3) . . ? C8 O7 Gd1 136.8(3) . 3_665 ? C14 O8 Gd1 162.5(3) . 2_644 ? C14 O9 Gd1 146.3(3) . 4_565 ? Gd1 O10 H10B 109.9 . . ? Gd1 O10 H10C 109.9 . . ? H10B O10 H10C 108.4 . . ? C12 N1 C11 117.4(4) . . ? C12 N1 Ag1 120.9(3) . 2_655 ? C11 N1 Ag1 121.4(3) . 2_655 ? C17 N2 C18 117.7(4) . . ? C17 N2 Ag1 123.8(3) . . ? C18 N2 Ag1 118.5(3) . . ? O1 C1 O2 120.9(4) . . ? O1 C1 C2 118.0(4) . . ? O2 C1 C2 120.9(4) . . ? C7 C2 C3 119.7(5) . . ? C7 C2 C1 117.0(5) . . ? C3 C2 C1 123.2(5) . . ? C4 C3 C2 120.0(6) . . ? C4 C3 S1 117.9(5) . . ? C2 C3 S1 122.0(4) . . ? C5 C4 C3 119.4(6) . . ? C5 C4 H4A 120.3 . . ? C3 C4 H4A 120.3 . . ? C4 C5 C6 121.9(6) . . ? C4 C5 H5A 119.1 . . ? C6 C5 H5A 119.1 . . ? C5 C6 C7 118.6(7) . . ? C5 C6 H6A 120.7 . . ? C7 C6 H6A 120.7 . . ? C2 C7 C6 120.4(6) . . ? C2 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? O6 C8 O7 127.9(4) . . ? O6 C8 C9 115.6(4) . . ? O7 C8 C9 116.5(4) . . ? C10 C9 C13 118.4(4) . . ? C10 C9 C8 121.6(4) . . ? C13 C9 C8 120.0(4) . . ? C11 C10 C9 119.0(5) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? N1 C11 C10 123.1(5) . . ? N1 C11 H11A 118.5 . . ? C10 C11 H11A 118.5 . . ? N1 C12 C13 123.1(5) . . ? N1 C12 H12A 118.4 . . ? C13 C12 H12A 118.4 . . ? C12 C13 C9 118.9(5) . . ? C12 C13 H13A 120.5 . . ? C9 C13 H13A 120.5 . . ? O8 C14 O9 126.8(4) . . ? O8 C14 C15 116.3(4) . . ? O9 C14 C15 116.9(4) . . ? C19 C15 C16 117.6(4) . . ? C19 C15 C14 120.5(4) . . ? C16 C15 C14 121.8(4) . . ? C17 C16 C15 119.6(4) . . ? C17 C16 H16A 120.2 . . ? C15 C16 H16A 120.2 . . ? N2 C17 C16 122.8(4) . . ? N2 C17 H17A 118.6 . . ? C16 C17 H17A 118.6 . . ? N2 C18 C19 122.1(4) . . ? N2 C18 H18A 118.9 . . ? C19 C18 H18A 118.9 . . ? C18 C19 C15 120.1(4) . . ? C18 C19 H19A 119.9 . . ? C15 C19 H19A 119.9 . . ? 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 O9 Gd1 O1 C1 -24.7(3) 4_666 . . . ? O1 Gd1 O1 C1 -167.3(3) 3_665 . . . ? O8 Gd1 O1 C1 128.8(3) 2_654 . . . ? O6 Gd1 O1 C1 -82.5(3) . . . . ? O7 Gd1 O1 C1 111.0(3) 3_665 . . . ? O3 Gd1 O1 C1 -124.7(3) 3_665 . . . ? O10 Gd1 O1 C1 53.6(3) . . . . ? O2 Gd1 O1 C1 4.0(2) . . . . ? O9 Gd1 O1 Gd1 142.61(12) 4_666 . . 3_665 ? O1 Gd1 O1 Gd1 0.0 3_665 . . 3_665 ? O8 Gd1 O1 Gd1 -63.9(2) 2_654 . . 3_665 ? O6 Gd1 O1 Gd1 84.89(14) . . . 3_665 ? O7 Gd1 O1 Gd1 -81.61(13) 3_665 . . 3_665 ? O3 Gd1 O1 Gd1 42.61(18) 3_665 . . 3_665 ? O10 Gd1 O1 Gd1 -139.01(13) . . . 3_665 ? O2 Gd1 O1 Gd1 171.36(18) . . . 3_665 ? O9 Gd1 O2 C1 152.7(3) 4_666 . . . ? O1 Gd1 O2 C1 5.1(3) 3_665 . . . ? O8 Gd1 O2 C1 -128.4(3) 2_654 . . . ? O6 Gd1 O2 C1 69.5(3) . . . . ? O7 Gd1 O2 C1 -65.8(3) 3_665 . . . ? O3 Gd1 O2 C1 99.6(3) 3_665 . . . ? O10 Gd1 O2 C1 -130.4(3) . . . . ? O1 Gd1 O2 C1 -4.0(2) . . . . ? O9 Gd1 O2 Ag1 -68.40(14) 4_666 . . . ? O1 Gd1 O2 Ag1 144.01(13) 3_665 . . . ? O8 Gd1 O2 Ag1 10.5(2) 2_654 . . . ? O6 Gd1 O2 Ag1 -151.59(16) . . . . ? O7 Gd1 O2 Ag1 73.16(14) 3_665 . . . ? O3 Gd1 O2 Ag1 -121.43(16) 3_665 . . . ? O10 Gd1 O2 Ag1 8.52(13) . . . . ? O1 Gd1 O2 Ag1 134.90(19) . . . . ? N2 Ag1 O2 C1 58.4(4) . . . . ? N1 Ag1 O2 C1 -116.0(4) 2_645 . . . ? N2 Ag1 O2 Gd1 -67.06(18) . . . . ? N1 Ag1 O2 Gd1 118.56(16) 2_645 . . . ? O4 S1 O3 Gd1 -71.9(4) . . . 3_665 ? O5 S1 O3 Gd1 158.5(3) . . . 3_665 ? C3 S1 O3 Gd1 44.5(4) . . . 3_665 ? O9 Gd1 O6 C8 160.1(4) 4_666 . . . ? O1 Gd1 O6 C8 7.8(4) 3_665 . . . ? O8 Gd1 O6 C8 81.9(4) 2_654 . . . ? O7 Gd1 O6 C8 -47.2(5) 3_665 . . . ? O3 Gd1 O6 C8 82.1(4) 3_665 . . . ? O10 Gd1 O6 C8 -144.8(4) . . . . ? O2 Gd1 O6 C8 -117.5(4) . . . . ? O1 Gd1 O6 C8 -63.9(4) . . . . ? N1 Ag1 N2 C17 102.1(5) 2_645 . . . ? O2 Ag1 N2 C17 -63.4(4) . . . . ? N1 Ag1 N2 C18 -76.8(6) 2_645 . . . ? O2 Ag1 N2 C18 117.7(4) . . . . ? Gd1 O1 C1 O2 -160.5(4) 3_665 . . . ? Gd1 O1 C1 O2 -7.2(4) . . . . ? Gd1 O1 C1 C2 14.7(9) 3_665 . . . ? Gd1 O1 C1 C2 168.0(4) . . . . ? Gd1 O2 C1 O1 7.5(4) . . . . ? Ag1 O2 C1 O1 -127.3(4) . . . . ? Gd1 O2 C1 C2 -167.6(4) . . . . ? Ag1 O2 C1 C2 57.7(5) . . . . ? O1 C1 C2 C7 -130.7(5) . . . . ? O2 C1 C2 C7 44.5(7) . . . . ? O1 C1 C2 C3 46.4(7) . . . . ? O2 C1 C2 C3 -138.4(5) . . . . ? C7 C2 C3 C4 2.0(8) . . . . ? C1 C2 C3 C4 -175.1(5) . . . . ? C7 C2 C3 S1 -174.2(4) . . . . ? C1 C2 C3 S1 8.8(7) . . . . ? O4 S1 C3 C4 -128.8(5) . . . . ? O3 S1 C3 C4 109.0(5) . . . . ? O5 S1 C3 C4 -8.0(5) . . . . ? O4 S1 C3 C2 47.5(5) . . . . ? O3 S1 C3 C2 -74.8(5) . . . . ? O5 S1 C3 C2 168.2(5) . . . . ? C2 C3 C4 C5 0.1(9) . . . . ? S1 C3 C4 C5 176.4(5) . . . . ? C3 C4 C5 C6 -1.6(11) . . . . ? C4 C5 C6 C7 0.9(11) . . . . ? C3 C2 C7 C6 -2.6(9) . . . . ? C1 C2 C7 C6 174.6(6) . . . . ? C5 C6 C7 C2 1.2(10) . . . . ? Gd1 O6 C8 O7 29.9(7) . . . . ? Gd1 O6 C8 C9 -151.3(3) . . . . ? Gd1 O7 C8 O6 5.0(8) 3_665 . . . ? Gd1 O7 C8 C9 -173.7(3) 3_665 . . . ? O6 C8 C9 C10 -56.1(6) . . . . ? O7 C8 C9 C10 122.8(5) . . . . ? O6 C8 C9 C13 123.2(5) . . . . ? O7 C8 C9 C13 -57.9(6) . . . . ? C13 C9 C10 C11 0.5(7) . . . . ? C8 C9 C10 C11 179.7(4) . . . . ? C12 N1 C11 C10 2.8(7) . . . . ? Ag1 N1 C11 C10 -171.3(4) 2_655 . . . ? C9 C10 C11 N1 -2.7(7) . . . . ? C11 N1 C12 C13 -0.8(7) . . . . ? Ag1 N1 C12 C13 173.3(4) 2_655 . . . ? N1 C12 C13 C9 -1.2(7) . . . . ? C10 C9 C13 C12 1.4(7) . . . . ? C8 C9 C13 C12 -177.9(4) . . . . ? Gd1 O8 C14 O9 -25.3(15) 2_644 . . . ? Gd1 O8 C14 C15 155.4(9) 2_644 . . . ? Gd1 O9 C14 O8 61.8(8) 4_565 . . . ? Gd1 O9 C14 C15 -118.9(5) 4_565 . . . ? O8 C14 C15 C19 21.2(7) . . . . ? O9 C14 C15 C19 -158.2(5) . . . . ? O8 C14 C15 C16 -157.5(5) . . . . ? O9 C14 C15 C16 23.1(7) . . . . ? C19 C15 C16 C17 0.4(8) . . . . ? C14 C15 C16 C17 179.1(5) . . . . ? C18 N2 C17 C16 -0.7(8) . . . . ? Ag1 N2 C17 C16 -179.6(4) . . . . ? C15 C16 C17 N2 0.6(8) . . . . ? C17 N2 C18 C19 -0.3(8) . . . . ? Ag1 N2 C18 C19 178.7(4) . . . . ? N2 C18 C19 C15 1.2(9) . . . . ? C16 C15 C19 C18 -1.2(8) . . . . ? C14 C15 C19 C18 180.0(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.16 2.794(5) 130.9 1_655 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.76 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.323 _refine_diff_density_min -1.290 _refine_diff_density_rms 0.137 #===END data_7-Tb _database_code_depnum_ccdc_archive 'CCDC 866070' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag N2 O10 S Tb' _chemical_formula_sum 'C19 H14 Ag N2 O10 S Tb' _chemical_formula_weight 729.17 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.3141(5) _cell_length_b 13.4877(6) _cell_length_c 17.5664(8) _cell_angle_alpha 90.00 _cell_angle_beta 101.341(5) _cell_angle_gamma 90.00 _cell_volume 2163.70(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3668 _cell_measurement_theta_min 2.3051 _cell_measurement_theta_max 29.2990 _exptl_crystal_description block-shaped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 4.304 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3764 _exptl_absorpt_correction_T_max 0.5059 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9929 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 26.74 _reflns_number_total 4565 _reflns_number_gt 3800 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0700P)^2^+40.0000P] 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 4565 _refine_ls_number_parameters 307 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1589 _refine_ls_wR_factor_gt 0.1404 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.069 _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 Tb1 Tb 0.28484(5) 0.46758(3) -0.00478(2) 0.01728(15) Uani 1 1 d . . . Ag1 Ag 0.27139(12) 0.14374(7) 0.01921(5) 0.0405(3) Uani 1 1 d . . . S1 S 0.8112(3) 0.2776(2) 0.0695(2) 0.0407(7) Uani 1 1 d . . . O1 O 0.5468(8) 0.4038(5) -0.0110(4) 0.0252(15) Uani 1 1 d . . . O2 O 0.3659(8) 0.2987(5) -0.0395(4) 0.0305(16) Uani 1 1 d . . . O3 O 0.8381(9) 0.3823(6) 0.0654(5) 0.0368(19) Uani 1 1 d . . . O4 O 0.7008(10) 0.2504(8) 0.1119(6) 0.056(3) Uani 1 1 d . . . O5 O 0.9485(11) 0.2266(8) 0.0946(8) 0.071(4) Uani 1 1 d . . . O6 O 0.3439(8) 0.4812(6) -0.1313(4) 0.0266(16) Uani 1 1 d . . . O7 O 0.5626(8) 0.5571(6) -0.1237(4) 0.0283(16) Uani 1 1 d . . . O8 O 0.3426(8) 0.0439(6) 0.4183(4) 0.0319(17) Uani 1 1 d . . . O9 O 0.5696(7) 0.0906(6) 0.4218(4) 0.0303(17) Uani 1 1 d . . . O10 O 0.1963(9) 0.3349(6) 0.0747(5) 0.0371(19) Uani 1 1 d . . . H10B H 0.1040 0.3393 0.0706 0.056 Uiso 1 1 d R . . H10C H 0.2363 0.3418 0.1222 0.056 Uiso 1 1 d R . . N1 N 0.3172(11) 0.6028(7) -0.3992(5) 0.031(2) Uani 1 1 d . . . N2 N 0.3349(11) 0.1208(7) 0.1428(5) 0.033(2) Uani 1 1 d . . . C1 C 0.4984(12) 0.3209(7) -0.0358(6) 0.025(2) Uani 1 1 d . . . C2 C 0.6011(15) 0.2520(9) -0.0656(9) 0.043(3) Uani 1 1 d U . . C3 C 0.7453(15) 0.2323(9) -0.0264(9) 0.045(3) Uani 1 1 d U . . C4 C 0.8339(17) 0.1755(10) -0.0620(11) 0.058(3) Uani 1 1 d U . . H4A H 0.9299 0.1638 -0.0367 0.069 Uiso 1 1 calc R . . C5 C 0.7845(19) 0.1349(12) -0.1349(11) 0.068(3) Uani 1 1 d U . . H5A H 0.8477 0.0967 -0.1577 0.081 Uiso 1 1 calc R . . C6 C 0.6378(19) 0.1509(12) -0.1754(11) 0.066(3) Uani 1 1 d U . . H6A H 0.6031 0.1250 -0.2247 0.080 Uiso 1 1 calc R . . C7 C 0.5504(17) 0.2073(10) -0.1369(10) 0.054(3) Uani 1 1 d U . . H7A H 0.4525 0.2157 -0.1601 0.065 Uiso 1 1 calc R . . C8 C 0.4375(11) 0.5284(7) -0.1590(5) 0.022(2) Uani 1 1 d . . . C9 C 0.3976(11) 0.5536(8) -0.2445(5) 0.023(2) Uani 1 1 d . . . C10 C 0.3972(13) 0.6504(9) -0.2683(6) 0.033(2) Uani 1 1 d . . . H10A H 0.4246 0.7006 -0.2320 0.040 Uiso 1 1 calc R . . C11 C 0.3566(14) 0.6732(8) -0.3454(6) 0.034(3) Uani 1 1 d . . . H11A H 0.3563 0.7391 -0.3608 0.040 Uiso 1 1 calc R . . C12 C 0.3212(14) 0.5075(8) -0.3763(6) 0.033(3) Uani 1 1 d . . . H12A H 0.2966 0.4585 -0.4138 0.039 Uiso 1 1 calc R . . C13 C 0.3602(13) 0.4795(9) -0.2993(6) 0.032(2) Uani 1 1 d . . . H13A H 0.3612 0.4131 -0.2849 0.038 Uiso 1 1 calc R . . C14 C 0.4428(11) 0.0722(7) 0.3887(5) 0.0208(19) Uani 1 1 d . . . C15 C 0.4067(10) 0.0902(7) 0.3022(5) 0.0212(19) Uani 1 1 d . . . C16 C 0.5147(11) 0.0905(8) 0.2578(6) 0.028(2) Uani 1 1 d . . . H16A H 0.6122 0.0805 0.2812 0.034 Uiso 1 1 calc R . . C17 C 0.4763(12) 0.1059(8) 0.1790(6) 0.031(2) Uani 1 1 d . . . H17A H 0.5491 0.1061 0.1496 0.037 Uiso 1 1 calc R . . C18 C 0.2303(13) 0.1216(9) 0.1862(6) 0.036(3) Uani 1 1 d . . . H18A H 0.1337 0.1334 0.1621 0.043 Uiso 1 1 calc R . . C19 C 0.2625(12) 0.1054(9) 0.2649(6) 0.030(2) Uani 1 1 d . . . H19A H 0.1880 0.1047 0.2931 0.036 Uiso 1 1 calc 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 Tb1 0.0166(2) 0.0256(2) 0.0082(2) -0.00057(16) -0.00097(15) -0.00067(18) Ag1 0.0597(6) 0.0491(5) 0.0084(4) -0.0004(3) -0.0039(4) -0.0062(5) S1 0.0272(14) 0.0403(16) 0.0542(19) 0.0226(14) 0.0067(13) 0.0096(12) O1 0.029(4) 0.027(4) 0.018(3) -0.003(3) 0.000(3) 0.001(3) O2 0.027(4) 0.032(4) 0.031(4) 0.000(3) 0.002(3) -0.004(3) O3 0.030(4) 0.037(4) 0.040(5) 0.009(4) -0.002(3) -0.002(3) O4 0.044(5) 0.073(7) 0.051(6) 0.025(5) 0.011(5) -0.014(5) O5 0.037(5) 0.057(6) 0.111(10) 0.037(6) -0.001(6) 0.021(5) O6 0.020(3) 0.048(4) 0.010(3) 0.006(3) 0.001(3) -0.003(3) O7 0.021(3) 0.048(4) 0.014(3) 0.009(3) -0.002(3) -0.003(3) O8 0.031(4) 0.050(5) 0.015(3) 0.006(3) 0.005(3) -0.006(4) O9 0.020(3) 0.053(5) 0.013(3) 0.009(3) -0.008(3) 0.010(3) O10 0.039(5) 0.046(5) 0.028(4) 0.003(3) 0.011(4) -0.010(4) N1 0.046(6) 0.038(5) 0.009(4) 0.005(3) 0.004(4) 0.008(4) N2 0.047(6) 0.038(5) 0.012(4) 0.002(4) 0.002(4) -0.004(4) C1 0.030(5) 0.023(5) 0.022(5) 0.003(4) 0.004(4) -0.003(4) C2 0.048(5) 0.025(5) 0.066(6) -0.010(5) 0.036(5) -0.007(4) C3 0.046(5) 0.026(5) 0.072(7) -0.011(5) 0.035(5) -0.007(4) C4 0.054(6) 0.040(5) 0.090(7) -0.016(5) 0.039(6) -0.003(5) C5 0.065(7) 0.052(6) 0.097(8) -0.031(6) 0.043(6) -0.002(6) C6 0.067(7) 0.053(6) 0.090(8) -0.033(6) 0.041(6) -0.011(6) C7 0.057(6) 0.040(5) 0.076(7) -0.024(5) 0.037(6) -0.011(5) C8 0.026(5) 0.032(5) 0.010(4) 0.004(4) 0.006(4) 0.006(4) C9 0.022(5) 0.038(6) 0.007(4) 0.002(4) -0.001(3) 0.004(4) C10 0.045(7) 0.037(6) 0.014(5) 0.001(4) -0.002(4) 0.002(5) C11 0.047(7) 0.030(5) 0.021(5) 0.004(4) -0.001(5) 0.004(5) C12 0.051(7) 0.034(6) 0.009(5) 0.000(4) -0.007(4) 0.004(5) C13 0.042(6) 0.039(6) 0.013(5) 0.006(4) 0.000(4) 0.008(5) C14 0.025(5) 0.024(5) 0.013(4) 0.006(3) 0.002(4) 0.003(4) C15 0.022(5) 0.031(5) 0.010(4) -0.001(4) 0.001(3) -0.002(4) C16 0.024(5) 0.046(6) 0.014(5) 0.001(4) 0.003(4) -0.001(5) C17 0.035(6) 0.043(6) 0.016(5) 0.003(4) 0.006(4) -0.006(5) C18 0.029(6) 0.057(7) 0.017(5) 0.006(5) -0.006(4) -0.007(5) C19 0.029(5) 0.047(6) 0.014(5) 0.007(4) 0.005(4) -0.004(5) _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 Tb1 O9 2.298(6) 4_565 ? Tb1 O1 2.318(7) 3_665 ? Tb1 O8 2.343(7) 2 ? Tb1 O6 2.398(7) . ? Tb1 O7 2.441(7) 3_665 ? Tb1 O3 2.462(8) 3_665 ? Tb1 O2 2.512(8) . ? Tb1 O10 2.507(8) . ? Tb1 O1 2.610(7) . ? Ag1 N2 2.158(8) . ? Ag1 N1 2.178(8) 2_544 ? Ag1 O2 2.562(7) . ? S1 O4 1.431(10) . ? S1 O3 1.439(8) . ? S1 O5 1.443(9) . ? S1 C3 1.785(15) . ? O1 C1 1.252(12) . ? O1 Tb1 2.318(7) 3_665 ? O2 C1 1.259(13) . ? O3 Tb1 2.462(8) 3_665 ? O6 C8 1.253(12) . ? O7 C8 1.268(12) . ? O7 Tb1 2.441(7) 3_665 ? O8 C14 1.215(12) . ? O8 Tb1 2.343(7) 2_545 ? O9 C14 1.235(12) . ? O9 Tb1 2.298(6) 4_666 ? O10 H10B 0.8499 . ? O10 H10C 0.8500 . ? N1 C11 1.338(14) . ? N1 C12 1.345(14) . ? N1 Ag1 2.178(8) 2_554 ? N2 C18 1.349(15) . ? N2 C17 1.360(15) . ? C1 C2 1.499(16) . ? C2 C7 1.39(2) . ? C2 C3 1.41(2) . ? C3 C4 1.364(18) . ? C4 C5 1.39(2) . ? C4 H4A 0.9300 . ? C5 C6 1.43(3) . ? C5 H5A 0.9300 . ? C6 C7 1.385(19) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.512(12) . ? C9 C10 1.371(15) . ? C9 C13 1.385(15) . ? C10 C11 1.368(14) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.382(14) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.510(12) . ? C15 C16 1.389(14) . ? C15 C19 1.389(14) . ? C16 C17 1.377(13) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.373(14) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 Tb1 O1 144.8(3) 4_565 3_665 ? O9 Tb1 O8 91.0(3) 4_565 2 ? O1 Tb1 O8 90.6(3) 3_665 2 ? O9 Tb1 O6 80.8(2) 4_565 . ? O1 Tb1 O6 77.3(2) 3_665 . ? O8 Tb1 O6 143.6(3) 2 . ? O9 Tb1 O7 139.2(3) 4_565 3_665 ? O1 Tb1 O7 74.6(2) 3_665 3_665 ? O8 Tb1 O7 74.8(3) 2 3_665 ? O6 Tb1 O7 132.0(2) . 3_665 ? O9 Tb1 O3 76.0(3) 4_565 3_665 ? O1 Tb1 O3 71.5(2) 3_665 3_665 ? O8 Tb1 O3 70.6(3) 2 3_665 ? O6 Tb1 O3 73.0(3) . 3_665 ? O7 Tb1 O3 130.4(3) 3_665 3_665 ? O9 Tb1 O2 79.9(3) 4_565 . ? O1 Tb1 O2 118.6(2) 3_665 . ? O8 Tb1 O2 140.4(3) 2 . ? O6 Tb1 O2 73.1(3) . . ? O7 Tb1 O2 87.3(3) 3_665 . ? O3 Tb1 O2 141.0(3) 3_665 . ? O9 Tb1 O10 73.9(3) 4_565 . ? O1 Tb1 O10 139.2(3) 3_665 . ? O8 Tb1 O10 71.8(3) 2 . ? O6 Tb1 O10 137.0(3) . . ? O7 Tb1 O10 65.4(3) 3_665 . ? O3 Tb1 O10 130.7(3) 3_665 . ? O2 Tb1 O10 68.6(3) . . ? O9 Tb1 O1 125.7(2) 4_565 . ? O1 Tb1 O1 68.6(3) 3_665 . ? O8 Tb1 O1 140.3(2) 2 . ? O6 Tb1 O1 66.4(2) . . ? O7 Tb1 O1 67.3(2) 3_665 . ? O3 Tb1 O1 127.7(2) 3_665 . ? O2 Tb1 O1 50.4(2) . . ? O10 Tb1 O1 101.6(3) . . ? N2 Ag1 N1 156.1(4) . 2_544 ? N2 Ag1 O2 118.3(3) . . ? N1 Ag1 O2 85.0(3) 2_544 . ? O4 S1 O3 115.4(6) . . ? O4 S1 O5 113.8(7) . . ? O3 S1 O5 109.3(6) . . ? O4 S1 C3 104.8(6) . . ? O3 S1 C3 108.6(6) . . ? O5 S1 C3 104.1(7) . . ? C1 O1 Tb1 154.0(7) . 3_665 ? C1 O1 Tb1 91.9(6) . . ? Tb1 O1 Tb1 111.4(3) 3_665 . ? C1 O2 Tb1 96.4(6) . . ? C1 O2 Ag1 125.7(6) . . ? Tb1 O2 Ag1 119.9(3) . . ? S1 O3 Tb1 139.3(5) . 3_665 ? C8 O6 Tb1 134.7(6) . . ? C8 O7 Tb1 136.3(6) . 3_665 ? C14 O8 Tb1 160.9(7) . 2_545 ? C14 O9 Tb1 147.5(7) . 4_666 ? Tb1 O10 H10B 110.0 . . ? Tb1 O10 H10C 109.9 . . ? H10B O10 H10C 108.4 . . ? C11 N1 C12 118.6(9) . . ? C11 N1 Ag1 120.2(7) . 2_554 ? C12 N1 Ag1 121.0(7) . 2_554 ? C18 N2 C17 118.6(9) . . ? C18 N2 Ag1 118.8(7) . . ? C17 N2 Ag1 122.6(7) . . ? O1 C1 O2 120.8(10) . . ? O1 C1 C2 117.7(10) . . ? O2 C1 C2 121.4(9) . . ? C7 C2 C3 118.8(12) . . ? C7 C2 C1 117.2(13) . . ? C3 C2 C1 124.0(12) . . ? C4 C3 C2 119.1(14) . . ? C4 C3 S1 119.9(13) . . ? C2 C3 S1 120.9(9) . . ? C3 C4 C5 121.6(16) . . ? C3 C4 H4A 119.2 . . ? C5 C4 H4A 119.2 . . ? C4 C5 C6 120.8(14) . . ? C4 C5 H5A 119.6 . . ? C6 C5 H5A 119.6 . . ? C7 C6 C5 115.9(16) . . ? C7 C6 H6A 122.1 . . ? C5 C6 H6A 122.1 . . ? C6 C7 C2 123.5(16) . . ? C6 C7 H7A 118.2 . . ? C2 C7 H7A 118.2 . . ? O6 C8 O7 127.4(8) . . ? O6 C8 C9 116.5(9) . . ? O7 C8 C9 116.1(8) . . ? C10 C9 C13 119.3(9) . . ? C10 C9 C8 120.1(9) . . ? C13 C9 C8 120.5(9) . . ? C9 C10 C11 120.0(10) . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? N1 C11 C10 121.6(10) . . ? N1 C11 H11A 119.2 . . ? C10 C11 H11A 119.2 . . ? N1 C12 C13 122.7(10) . . ? N1 C12 H12A 118.6 . . ? C13 C12 H12A 118.6 . . ? C12 C13 C9 117.7(10) . . ? C12 C13 H13A 121.1 . . ? C9 C13 H13A 121.1 . . ? O8 C14 O9 127.3(9) . . ? O8 C14 C15 116.3(9) . . ? O9 C14 C15 116.4(8) . . ? C16 C15 C19 118.3(9) . . ? C16 C15 C14 121.5(9) . . ? C19 C15 C14 120.1(9) . . ? C17 C16 C15 119.4(10) . . ? C17 C16 H16A 120.3 . . ? C15 C16 H16A 120.3 . . ? N2 C17 C16 121.9(10) . . ? N2 C17 H17A 119.1 . . ? C16 C17 H17A 119.1 . . ? N2 C18 C19 121.9(10) . . ? N2 C18 H18A 119.1 . . ? C19 C18 H18A 119.1 . . ? C18 C19 C15 119.9(10) . . ? C18 C19 H19A 120.1 . . ? C15 C19 H19A 120.1 . . ? 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 O9 Tb1 O1 C1 -25.1(7) 4_565 . . . ? O1 Tb1 O1 C1 -168.2(7) 3_665 . . . ? O8 Tb1 O1 C1 128.7(6) 2 . . . ? O6 Tb1 O1 C1 -83.2(6) . . . . ? O7 Tb1 O1 C1 110.2(6) 3_665 . . . ? O3 Tb1 O1 C1 -125.4(6) 3_665 . . . ? O2 Tb1 O1 C1 4.0(5) . . . . ? O10 Tb1 O1 C1 53.3(6) . . . . ? O9 Tb1 O1 Tb1 143.1(3) 4_565 . . 3_665 ? O1 Tb1 O1 Tb1 0.0 3_665 . . 3_665 ? O8 Tb1 O1 Tb1 -63.1(5) 2 . . 3_665 ? O6 Tb1 O1 Tb1 85.0(3) . . . 3_665 ? O7 Tb1 O1 Tb1 -81.6(3) 3_665 . . 3_665 ? O3 Tb1 O1 Tb1 42.8(4) 3_665 . . 3_665 ? O2 Tb1 O1 Tb1 172.2(4) . . . 3_665 ? O10 Tb1 O1 Tb1 -138.5(3) . . . 3_665 ? O9 Tb1 O2 C1 152.4(6) 4_565 . . . ? O1 Tb1 O2 C1 4.3(7) 3_665 . . . ? O8 Tb1 O2 C1 -128.5(6) 2 . . . ? O6 Tb1 O2 C1 69.1(6) . . . . ? O7 Tb1 O2 C1 -66.5(6) 3_665 . . . ? O3 Tb1 O2 C1 100.0(7) 3_665 . . . ? O10 Tb1 O2 C1 -131.1(7) . . . . ? O1 Tb1 O2 C1 -4.0(5) . . . . ? O9 Tb1 O2 Ag1 -69.7(3) 4_565 . . . ? O1 Tb1 O2 Ag1 142.2(3) 3_665 . . . ? O8 Tb1 O2 Ag1 9.4(6) 2 . . . ? O6 Tb1 O2 Ag1 -153.0(4) . . . . ? O7 Tb1 O2 Ag1 71.4(3) 3_665 . . . ? O3 Tb1 O2 Ag1 -122.1(4) 3_665 . . . ? O10 Tb1 O2 Ag1 6.8(3) . . . . ? O1 Tb1 O2 Ag1 133.9(4) . . . . ? N2 Ag1 O2 C1 59.2(9) . . . . ? N1 Ag1 O2 C1 -115.0(9) 2_544 . . . ? N2 Ag1 O2 Tb1 -65.6(5) . . . . ? N1 Ag1 O2 Tb1 120.1(4) 2_544 . . . ? O4 S1 O3 Tb1 -69.2(10) . . . 3_665 ? O5 S1 O3 Tb1 161.0(9) . . . 3_665 ? C3 S1 O3 Tb1 48.0(10) . . . 3_665 ? O9 Tb1 O6 C8 161.2(10) 4_565 . . . ? O1 Tb1 O6 C8 8.9(9) 3_665 . . . ? O8 Tb1 O6 C8 82.2(10) 2 . . . ? O7 Tb1 O6 C8 -46.5(10) 3_665 . . . ? O3 Tb1 O6 C8 83.1(9) 3_665 . . . ? O2 Tb1 O6 C8 -116.7(9) . . . . ? O10 Tb1 O6 C8 -144.7(9) . . . . ? O1 Tb1 O6 C8 -63.1(9) . . . . ? N1 Ag1 N2 C18 -78.6(13) 2_544 . . . ? O2 Ag1 N2 C18 115.8(9) . . . . ? N1 Ag1 N2 C17 101.7(12) 2_544 . . . ? O2 Ag1 N2 C17 -64.0(9) . . . . ? Tb1 O1 C1 O2 -161.3(10) 3_665 . . . ? Tb1 O1 C1 O2 -7.1(10) . . . . ? Tb1 O1 C1 C2 15(2) 3_665 . . . ? Tb1 O1 C1 C2 169.1(9) . . . . ? Tb1 O2 C1 O1 7.5(10) . . . . ? Ag1 O2 C1 O1 -126.8(8) . . . . ? Tb1 O2 C1 C2 -168.6(10) . . . . ? Ag1 O2 C1 C2 57.1(13) . . . . ? O1 C1 C2 C7 -131.9(12) . . . . ? O2 C1 C2 C7 44.3(16) . . . . ? O1 C1 C2 C3 46.5(16) . . . . ? O2 C1 C2 C3 -137.3(12) . . . . ? C7 C2 C3 C4 4.4(19) . . . . ? C1 C2 C3 C4 -174.0(12) . . . . ? C7 C2 C3 S1 -173.9(10) . . . . ? C1 C2 C3 S1 7.7(17) . . . . ? O4 S1 C3 C4 -129.1(11) . . . . ? O3 S1 C3 C4 107.1(12) . . . . ? O5 S1 C3 C4 -9.3(13) . . . . ? O4 S1 C3 C2 49.1(12) . . . . ? O3 S1 C3 C2 -74.7(11) . . . . ? O5 S1 C3 C2 168.9(10) . . . . ? C2 C3 C4 C5 -2(2) . . . . ? S1 C3 C4 C5 176.8(12) . . . . ? C3 C4 C5 C6 0(3) . . . . ? C4 C5 C6 C7 -1(2) . . . . ? C5 C6 C7 C2 4(2) . . . . ? C3 C2 C7 C6 -6(2) . . . . ? C1 C2 C7 C6 172.6(13) . . . . ? Tb1 O6 C8 O7 27.6(16) . . . . ? Tb1 O6 C8 C9 -152.9(7) . . . . ? Tb1 O7 C8 O6 7.5(17) 3_665 . . . ? Tb1 O7 C8 C9 -172.0(7) 3_665 . . . ? O6 C8 C9 C10 122.7(11) . . . . ? O7 C8 C9 C10 -57.7(14) . . . . ? O6 C8 C9 C13 -56.7(14) . . . . ? O7 C8 C9 C13 122.8(11) . . . . ? C13 C9 C10 C11 1.6(18) . . . . ? C8 C9 C10 C11 -177.9(11) . . . . ? C12 N1 C11 C10 -1.4(18) . . . . ? Ag1 N1 C11 C10 172.7(9) 2_554 . . . ? C9 C10 C11 N1 -0.3(19) . . . . ? C11 N1 C12 C13 1.9(19) . . . . ? Ag1 N1 C12 C13 -172.1(9) 2_554 . . . ? N1 C12 C13 C9 -0.6(19) . . . . ? C10 C9 C13 C12 -1.1(17) . . . . ? C8 C9 C13 C12 178.3(10) . . . . ? Tb1 O8 C14 O9 -28(3) 2_545 . . . ? Tb1 O8 C14 C15 154.0(18) 2_545 . . . ? Tb1 O9 C14 O8 62.1(18) 4_666 . . . ? Tb1 O9 C14 C15 -120.3(11) 4_666 . . . ? O8 C14 C15 C16 -158.6(10) . . . . ? O9 C14 C15 C16 23.5(15) . . . . ? O8 C14 C15 C19 20.4(15) . . . . ? O9 C14 C15 C19 -157.5(10) . . . . ? C19 C15 C16 C17 0.1(16) . . . . ? C14 C15 C16 C17 179.1(10) . . . . ? C18 N2 C17 C16 0.8(17) . . . . ? Ag1 N2 C17 C16 -179.5(8) . . . . ? C15 C16 C17 N2 -0.1(17) . . . . ? C17 N2 C18 C19 -1.6(18) . . . . ? Ag1 N2 C18 C19 178.6(9) . . . . ? N2 C18 C19 C15 1.7(19) . . . . ? C16 C15 C19 C18 -0.8(17) . . . . ? C14 C15 C19 C18 -179.9(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.20 2.811(14) 129.0 1_455 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.74 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 3.376 _refine_diff_density_min -2.484 _refine_diff_density_rms 0.682 #===END data_8-Dy _database_code_depnum_ccdc_archive 'CCDC 866071' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag Dy N2 O10 S' _chemical_formula_sum 'C19 H14 Ag Dy N2 O10 S' _chemical_formula_weight 732.75 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.1649(3) _cell_length_b 13.7540(5) _cell_length_c 17.6541(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.451(3) _cell_angle_gamma 90.00 _cell_volume 2173.03(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4060 _cell_measurement_theta_min 2.7099 _cell_measurement_theta_max 29.0596 _exptl_crystal_description block-shaped _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.240 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1404 _exptl_absorpt_coefficient_mu 4.470 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1683 _exptl_absorpt_correction_T_max 0.2060 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9322 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0444 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4560 _reflns_number_gt 3914 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0400P)^2^+4.0000P] 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 4560 _refine_ls_number_parameters 307 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0840 _refine_ls_wR_factor_gt 0.0793 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.023 _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 Dy1 Dy 0.71971(2) 0.480511(18) 0.007955(11) 0.01311(8) Uani 1 1 d . . . Ag1 Ag 0.75669(7) 0.16166(4) -0.01584(2) 0.04973(17) Uani 1 1 d . . . S1 S 0.21764(16) 0.25757(13) -0.05454(12) 0.0461(5) Uani 1 1 d . . . O1 O 0.4647(4) 0.4051(3) 0.01906(19) 0.0199(7) Uani 1 1 d . . . O2 O 0.6648(4) 0.3158(3) 0.0496(2) 0.0258(9) Uani 1 1 d . . . O3 O 0.1654(4) 0.3583(3) -0.0551(2) 0.0342(10) Uani 1 1 d . . . O4 O 0.3350(5) 0.2460(5) -0.0965(3) 0.0654(17) Uani 1 1 d . . . O5 O 0.0929(5) 0.1929(4) -0.0773(4) 0.090(2) Uani 1 1 d . . . O6 O 0.6601(4) 0.5046(3) 0.13122(19) 0.0234(9) Uani 1 1 d . . . O7 O 0.4287(4) 0.5690(3) 0.11591(18) 0.0242(8) Uani 1 1 d . . . O8 O 0.4413(4) 0.0554(4) -0.4123(2) 0.0344(10) Uani 1 1 d . . . O9 O 0.6802(4) 0.0556(3) -0.4128(2) 0.0308(9) Uani 1 1 d . . . O10 O 0.8449(4) 0.3511(3) -0.0589(2) 0.0313(9) Uani 1 1 d . . . H10B H 0.9393 0.3570 -0.0457 0.047 Uiso 1 1 d R . . H10C H 0.8189 0.3581 -0.1078 0.047 Uiso 1 1 d R . . N1 N 0.6574(5) 0.6170(4) 0.3962(2) 0.0270(11) Uani 1 1 d . . . N2 N 0.6838(6) 0.1345(4) -0.1389(2) 0.0345(12) Uani 1 1 d . . . C1 C 0.5278(5) 0.3276(4) 0.0464(3) 0.0210(11) Uani 1 1 d . . . C2 C 0.4421(6) 0.2548(4) 0.0808(4) 0.0340(13) Uani 1 1 d U . . C3 C 0.2978(7) 0.2240(5) 0.0435(5) 0.0450(16) Uani 1 1 d U . . C4 C 0.2224(8) 0.1602(6) 0.0819(6) 0.063(2) Uani 1 1 d U . . H4A H 0.1282 0.1376 0.0577 0.076 Uiso 1 1 calc R . . C5 C 0.2879(10) 0.1296(6) 0.1574(6) 0.073(2) Uani 1 1 d U . . H5A H 0.2346 0.0886 0.1834 0.088 Uiso 1 1 calc R . . C6 C 0.4283(9) 0.1587(6) 0.1937(5) 0.066(2) Uani 1 1 d U . . H6A H 0.4711 0.1372 0.2435 0.079 Uiso 1 1 calc R . . C7 C 0.5047(8) 0.2205(5) 0.1550(4) 0.0462(16) Uani 1 1 d U . . H7A H 0.6008 0.2399 0.1788 0.055 Uiso 1 1 calc R . . C8 C 0.5565(5) 0.5453(4) 0.1544(3) 0.0204(11) Uani 1 1 d . . . C9 C 0.5884(5) 0.5696(4) 0.2401(3) 0.0196(11) Uani 1 1 d . . . C10 C 0.6424(7) 0.5002(4) 0.2958(3) 0.0304(13) Uani 1 1 d . . . H10A H 0.6580 0.4366 0.2815 0.037 Uiso 1 1 calc R . . C11 C 0.6725(7) 0.5268(4) 0.3722(3) 0.0334(14) Uani 1 1 d . . . H11A H 0.7053 0.4792 0.4094 0.040 Uiso 1 1 calc R . . C12 C 0.6054(6) 0.6842(5) 0.3426(3) 0.0298(13) Uani 1 1 d . . . H12A H 0.5948 0.7478 0.3584 0.036 Uiso 1 1 calc R . . C13 C 0.5668(6) 0.6622(4) 0.2647(3) 0.0264(12) Uani 1 1 d . . . H13A H 0.5264 0.7099 0.2289 0.032 Uiso 1 1 calc R . . C14 C 0.5747(5) 0.0654(4) -0.3813(3) 0.0144(10) Uani 1 1 d . . . C15 C 0.6110(5) 0.0906(4) -0.2961(3) 0.0168(10) Uani 1 1 d . . . C16 C 0.7538(6) 0.1188(5) -0.2606(3) 0.0290(13) Uani 1 1 d . . . H16A H 0.8281 0.1222 -0.2890 0.035 Uiso 1 1 calc R . . C17 C 0.7860(7) 0.1420(5) -0.1825(3) 0.0409(17) Uani 1 1 d . . . H17A H 0.8816 0.1635 -0.1597 0.049 Uiso 1 1 calc R . . C18 C 0.5438(7) 0.1066(5) -0.1735(3) 0.0304(13) Uani 1 1 d . . . H18A H 0.4717 0.1027 -0.1437 0.037 Uiso 1 1 calc R . . C19 C 0.5040(6) 0.0838(4) -0.2510(3) 0.0248(12) Uani 1 1 d . . . H19A H 0.4071 0.0642 -0.2731 0.030 Uiso 1 1 calc 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 Dy1 0.00974(12) 0.01875(15) 0.01043(12) 0.00111(9) 0.00128(8) 0.00133(9) Ag1 0.0859(4) 0.0461(4) 0.01095(19) -0.0008(2) -0.0033(2) 0.0067(3) S1 0.0204(7) 0.0334(10) 0.0801(12) -0.0303(9) 0.0011(8) -0.0009(7) O1 0.0192(16) 0.016(2) 0.0234(17) 0.0013(15) 0.0034(14) 0.0014(15) O2 0.0169(17) 0.026(2) 0.038(2) 0.0083(18) 0.0121(16) 0.0045(16) O3 0.0231(19) 0.032(3) 0.046(2) -0.014(2) 0.0050(17) -0.0008(18) O4 0.041(3) 0.090(5) 0.062(3) -0.040(3) 0.005(2) 0.020(3) O5 0.036(3) 0.042(4) 0.170(7) -0.043(4) -0.023(3) -0.008(3) O6 0.0189(18) 0.037(3) 0.0148(16) -0.0022(16) 0.0035(14) 0.0066(16) O7 0.0184(17) 0.037(3) 0.0151(16) -0.0074(17) -0.0017(14) 0.0024(17) O8 0.0184(18) 0.060(3) 0.0220(18) -0.007(2) -0.0029(15) -0.011(2) O9 0.030(2) 0.042(3) 0.0243(18) -0.0103(19) 0.0145(16) 0.0030(19) O10 0.0258(19) 0.041(3) 0.0280(19) -0.0005(19) 0.0090(16) 0.0083(19) N1 0.039(3) 0.026(3) 0.0131(19) -0.0017(19) -0.0005(18) -0.003(2) N2 0.055(3) 0.028(3) 0.016(2) -0.008(2) -0.003(2) 0.002(3) C1 0.022(2) 0.017(3) 0.025(2) 0.001(2) 0.006(2) 0.003(2) C2 0.028(3) 0.016(3) 0.064(4) 0.015(3) 0.023(3) 0.008(2) C3 0.029(3) 0.022(3) 0.091(4) 0.006(3) 0.029(3) 0.003(3) C4 0.041(3) 0.030(4) 0.129(6) 0.006(4) 0.042(4) -0.006(3) C5 0.075(4) 0.038(4) 0.124(6) 0.034(4) 0.061(4) 0.005(4) C6 0.073(4) 0.047(4) 0.092(5) 0.036(4) 0.049(4) 0.018(4) C7 0.049(3) 0.033(4) 0.067(4) 0.026(3) 0.034(3) 0.016(3) C8 0.019(2) 0.028(3) 0.013(2) -0.006(2) 0.0010(19) -0.006(2) C9 0.013(2) 0.029(3) 0.015(2) -0.003(2) -0.0002(18) -0.002(2) C10 0.043(3) 0.023(3) 0.023(3) -0.005(2) 0.003(2) 0.004(3) C11 0.054(4) 0.024(3) 0.018(3) 0.005(2) -0.001(3) -0.003(3) C12 0.041(3) 0.029(4) 0.017(2) -0.005(2) 0.001(2) 0.003(3) C13 0.035(3) 0.027(3) 0.015(2) 0.001(2) -0.001(2) 0.005(3) C14 0.011(2) 0.017(3) 0.014(2) -0.003(2) 0.0010(17) 0.0005(19) C15 0.019(2) 0.016(3) 0.014(2) 0.000(2) -0.0004(18) 0.001(2) C16 0.022(3) 0.041(4) 0.022(2) -0.007(3) 0.001(2) -0.009(3) C17 0.040(3) 0.052(5) 0.023(3) -0.008(3) -0.009(3) -0.011(3) C18 0.043(3) 0.031(4) 0.020(2) -0.003(2) 0.012(2) 0.006(3) C19 0.028(3) 0.029(3) 0.019(2) -0.001(2) 0.007(2) 0.001(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 Dy1 O8 2.262(3) 4_666 ? Dy1 O1 2.284(3) 3_665 ? Dy1 O9 2.323(3) 2_654 ? Dy1 O6 2.378(3) . ? Dy1 O7 2.411(3) 3_665 ? Dy1 O2 2.467(4) . ? Dy1 O3 2.518(4) 3_665 ? Dy1 O10 2.541(4) . ? Dy1 O1 2.603(3) . ? Ag1 N2 2.163(4) . ? Ag1 N1 2.178(4) 2_645 ? Ag1 O2 2.637(4) . ? S1 O5 1.435(5) . ? S1 O4 1.440(5) . ? S1 O3 1.465(5) . ? S1 C3 1.789(8) . ? O1 C1 1.258(6) . ? O1 Dy1 2.284(3) 3_665 ? O2 C1 1.255(6) . ? O3 Dy1 2.518(4) 3_665 ? O6 C8 1.246(6) . ? O7 C8 1.264(6) . ? O7 Dy1 2.411(3) 3_665 ? O8 C14 1.235(5) . ? O8 Dy1 2.262(3) 4_565 ? O9 C14 1.223(5) . ? O9 Dy1 2.323(3) 2_644 ? O10 H10B 0.8500 . ? O10 H10C 0.8501 . ? N1 C11 1.327(7) . ? N1 C12 1.335(7) . ? N1 Ag1 2.178(4) 2_655 ? N2 C17 1.339(8) . ? N2 C18 1.353(7) . ? C1 C2 1.481(7) . ? C2 C7 1.394(9) . ? C2 C3 1.409(9) . ? C3 C4 1.382(9) . ? C4 C5 1.403(12) . ? C4 H4A 0.9300 . ? C5 C6 1.368(12) . ? C5 H5A 0.9300 . ? C6 C7 1.373(9) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.514(6) . ? C9 C13 1.374(8) . ? C9 C10 1.382(8) . ? C10 C11 1.369(8) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.378(7) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.508(6) . ? C15 C16 1.379(7) . ? C15 C19 1.393(7) . ? C16 C17 1.383(7) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.375(7) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Dy1 O1 143.63(15) 4_666 3_665 ? O8 Dy1 O9 96.07(14) 4_666 2_654 ? O1 Dy1 O9 86.11(13) 3_665 2_654 ? O8 Dy1 O6 79.25(12) 4_666 . ? O1 Dy1 O6 77.84(12) 3_665 . ? O9 Dy1 O6 143.53(14) 2_654 . ? O8 Dy1 O7 139.29(14) 4_666 3_665 ? O1 Dy1 O7 75.98(12) 3_665 3_665 ? O9 Dy1 O7 72.73(13) 2_654 3_665 ? O6 Dy1 O7 132.32(12) . 3_665 ? O8 Dy1 O2 80.07(15) 4_666 . ? O1 Dy1 O2 120.39(11) 3_665 . ? O9 Dy1 O2 139.62(14) 2_654 . ? O6 Dy1 O2 75.73(13) . . ? O7 Dy1 O2 84.23(13) 3_665 . ? O8 Dy1 O3 74.39(15) 4_666 3_665 ? O1 Dy1 O3 72.56(12) 3_665 3_665 ? O9 Dy1 O3 69.21(14) 2_654 3_665 ? O6 Dy1 O3 74.76(13) . 3_665 ? O7 Dy1 O3 131.49(14) 3_665 3_665 ? O2 Dy1 O3 143.88(13) . 3_665 ? O8 Dy1 O10 72.63(14) 4_666 . ? O1 Dy1 O10 140.68(12) 3_665 . ? O9 Dy1 O10 71.79(14) 2_654 . ? O6 Dy1 O10 137.56(13) . . ? O7 Dy1 O10 66.68(12) 3_665 . ? O2 Dy1 O10 68.70(12) . . ? O3 Dy1 O10 124.85(12) 3_665 . ? O8 Dy1 O1 124.50(13) 4_666 . ? O1 Dy1 O1 69.78(14) 3_665 . ? O9 Dy1 O1 137.12(12) 2_654 . ? O6 Dy1 O1 66.39(11) . . ? O7 Dy1 O1 67.40(11) 3_665 . ? O2 Dy1 O1 50.75(11) . . ? O3 Dy1 O1 130.14(11) 3_665 . ? O10 Dy1 O1 104.98(12) . . ? N2 Ag1 N1 153.4(2) . 2_645 ? N2 Ag1 O2 121.36(16) . . ? N1 Ag1 O2 83.38(15) 2_645 . ? O5 S1 O4 115.2(4) . . ? O5 S1 O3 110.1(3) . . ? O4 S1 O3 112.3(3) . . ? O5 S1 C3 104.3(4) . . ? O4 S1 C3 105.8(3) . . ? O3 S1 C3 108.4(3) . . ? C1 O1 Dy1 157.3(3) . 3_665 ? C1 O1 Dy1 91.2(3) . . ? Dy1 O1 Dy1 110.22(14) 3_665 . ? C1 O2 Dy1 97.7(3) . . ? C1 O2 Ag1 119.7(3) . . ? Dy1 O2 Ag1 120.18(13) . . ? S1 O3 Dy1 135.9(2) . 3_665 ? C8 O6 Dy1 134.9(3) . . ? C8 O7 Dy1 133.7(3) . 3_665 ? C14 O8 Dy1 166.1(4) . 4_565 ? C14 O9 Dy1 148.5(4) . 2_644 ? Dy1 O10 H10B 109.9 . . ? Dy1 O10 H10C 109.7 . . ? H10B O10 H10C 108.3 . . ? C11 N1 C12 117.9(5) . . ? C11 N1 Ag1 122.1(4) . 2_655 ? C12 N1 Ag1 119.4(4) . 2_655 ? C17 N2 C18 118.4(4) . . ? C17 N2 Ag1 117.5(4) . . ? C18 N2 Ag1 124.0(4) . . ? O2 C1 O1 120.0(5) . . ? O2 C1 C2 120.5(5) . . ? O1 C1 C2 119.3(4) . . ? C7 C2 C3 119.5(6) . . ? C7 C2 C1 117.8(6) . . ? C3 C2 C1 122.6(6) . . ? C4 C3 C2 118.7(7) . . ? C4 C3 S1 119.6(6) . . ? C2 C3 S1 121.5(5) . . ? C3 C4 C5 119.9(7) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C6 C5 C4 121.6(7) . . ? C6 C5 H5A 119.2 . . ? C4 C5 H5A 119.2 . . ? C5 C6 C7 118.5(8) . . ? C5 C6 H6A 120.8 . . ? C7 C6 H6A 120.8 . . ? C6 C7 C2 121.8(7) . . ? C6 C7 H7A 119.1 . . ? C2 C7 H7A 119.1 . . ? O6 C8 O7 128.5(4) . . ? O6 C8 C9 115.5(4) . . ? O7 C8 C9 115.9(4) . . ? C13 C9 C10 118.0(5) . . ? C13 C9 C8 120.7(5) . . ? C10 C9 C8 121.3(5) . . ? C11 C10 C9 118.8(5) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? N1 C11 C10 123.5(5) . . ? N1 C11 H11A 118.3 . . ? C10 C11 H11A 118.3 . . ? N1 C12 C13 122.1(5) . . ? N1 C12 H12A 119.0 . . ? C13 C12 H12A 119.0 . . ? C9 C13 C12 119.7(5) . . ? C9 C13 H13A 120.2 . . ? C12 C13 H13A 120.2 . . ? O9 C14 O8 126.2(4) . . ? O9 C14 C15 116.9(4) . . ? O8 C14 C15 116.9(4) . . ? C16 C15 C19 118.3(4) . . ? C16 C15 C14 120.1(4) . . ? C19 C15 C14 121.5(4) . . ? C15 C16 C17 119.7(5) . . ? C15 C16 H16A 120.1 . . ? C17 C16 H16A 120.1 . . ? N2 C17 C16 122.0(5) . . ? N2 C17 H17A 119.0 . . ? C16 C17 H17A 119.0 . . ? N2 C18 C19 122.4(5) . . ? N2 C18 H18A 118.8 . . ? C19 C18 H18A 118.8 . . ? C18 C19 C15 119.1(5) . . ? C18 C19 H19A 120.5 . . ? C15 C19 H19A 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 Dy1 O1 C1 -30.2(3) 4_666 . . . ? O1 Dy1 O1 C1 -172.2(3) 3_665 . . . ? O9 Dy1 O1 C1 128.0(3) 2_654 . . . ? O6 Dy1 O1 C1 -87.0(3) . . . . ? O7 Dy1 O1 C1 105.0(3) 3_665 . . . ? O2 Dy1 O1 C1 3.5(3) . . . . ? O3 Dy1 O1 C1 -129.0(3) 3_665 . . . ? O10 Dy1 O1 C1 48.8(3) . . . . ? O8 Dy1 O1 Dy1 142.00(16) 4_666 . . 3_665 ? O1 Dy1 O1 Dy1 0.0 3_665 . . 3_665 ? O9 Dy1 O1 Dy1 -59.8(2) 2_654 . . 3_665 ? O6 Dy1 O1 Dy1 85.19(15) . . . 3_665 ? O7 Dy1 O1 Dy1 -82.75(15) 3_665 . . 3_665 ? O2 Dy1 O1 Dy1 175.7(2) . . . 3_665 ? O3 Dy1 O1 Dy1 43.2(2) 3_665 . . 3_665 ? O10 Dy1 O1 Dy1 -139.02(14) . . . 3_665 ? O8 Dy1 O2 C1 148.7(3) 4_666 . . . ? O1 Dy1 O2 C1 1.1(4) 3_665 . . . ? O9 Dy1 O2 C1 -123.6(3) 2_654 . . . ? O6 Dy1 O2 C1 67.4(3) . . . . ? O7 Dy1 O2 C1 -69.0(3) 3_665 . . . ? O3 Dy1 O2 C1 103.4(3) 3_665 . . . ? O10 Dy1 O2 C1 -136.2(3) . . . . ? O1 Dy1 O2 C1 -3.6(3) . . . . ? O8 Dy1 O2 Ag1 -80.22(17) 4_666 . . . ? O1 Dy1 O2 Ag1 132.11(14) 3_665 . . . ? O9 Dy1 O2 Ag1 7.5(3) 2_654 . . . ? O6 Dy1 O2 Ag1 -161.54(18) . . . . ? O7 Dy1 O2 Ag1 62.07(16) 3_665 . . . ? O3 Dy1 O2 Ag1 -125.53(19) 3_665 . . . ? O10 Dy1 O2 Ag1 -5.11(13) . . . . ? O1 Dy1 O2 Ag1 127.5(2) . . . . ? N2 Ag1 O2 C1 60.1(4) . . . . ? N1 Ag1 O2 C1 -109.4(4) 2_645 . . . ? N2 Ag1 O2 Dy1 -60.5(2) . . . . ? N1 Ag1 O2 Dy1 129.99(19) 2_645 . . . ? O5 S1 O3 Dy1 169.0(4) . . . 3_665 ? O4 S1 O3 Dy1 -61.1(4) . . . 3_665 ? C3 S1 O3 Dy1 55.5(4) . . . 3_665 ? O8 Dy1 O6 C8 164.5(5) 4_666 . . . ? O1 Dy1 O6 C8 12.9(5) 3_665 . . . ? O9 Dy1 O6 C8 78.9(5) 2_654 . . . ? O7 Dy1 O6 C8 -45.0(6) 3_665 . . . ? O2 Dy1 O6 C8 -113.1(5) . . . . ? O3 Dy1 O6 C8 87.9(5) 3_665 . . . ? O10 Dy1 O6 C8 -146.6(5) . . . . ? O1 Dy1 O6 C8 -60.1(5) . . . . ? N1 Ag1 N2 C17 -92.3(6) 2_645 . . . ? O2 Ag1 N2 C17 111.6(5) . . . . ? N1 Ag1 N2 C18 84.9(6) 2_645 . . . ? O2 Ag1 N2 C18 -71.3(5) . . . . ? Dy1 O2 C1 O1 6.6(5) . . . . ? Ag1 O2 C1 O1 -124.7(4) . . . . ? Dy1 O2 C1 C2 -168.1(5) . . . . ? Ag1 O2 C1 C2 60.6(6) . . . . ? Dy1 O1 C1 O2 -167.0(6) 3_665 . . . ? Dy1 O1 C1 O2 -6.2(5) . . . . ? Dy1 O1 C1 C2 7.8(12) 3_665 . . . ? Dy1 O1 C1 C2 168.5(5) . . . . ? O2 C1 C2 C7 46.1(8) . . . . ? O1 C1 C2 C7 -128.6(6) . . . . ? O2 C1 C2 C3 -137.7(6) . . . . ? O1 C1 C2 C3 47.5(8) . . . . ? C7 C2 C3 C4 0.0(10) . . . . ? C1 C2 C3 C4 -176.1(6) . . . . ? C7 C2 C3 S1 -174.9(5) . . . . ? C1 C2 C3 S1 9.1(9) . . . . ? O5 S1 C3 C4 -9.8(7) . . . . ? O4 S1 C3 C4 -131.7(6) . . . . ? O3 S1 C3 C4 107.6(6) . . . . ? O5 S1 C3 C2 165.1(5) . . . . ? O4 S1 C3 C2 43.1(6) . . . . ? O3 S1 C3 C2 -77.6(6) . . . . ? C2 C3 C4 C5 1.8(11) . . . . ? S1 C3 C4 C5 176.8(6) . . . . ? C3 C4 C5 C6 -2.3(13) . . . . ? C4 C5 C6 C7 0.9(13) . . . . ? C5 C6 C7 C2 1.0(12) . . . . ? C3 C2 C7 C6 -1.4(10) . . . . ? C1 C2 C7 C6 174.8(6) . . . . ? Dy1 O6 C8 O7 18.1(9) . . . . ? Dy1 O6 C8 C9 -161.8(4) . . . . ? Dy1 O7 C8 O6 18.9(9) 3_665 . . . ? Dy1 O7 C8 C9 -161.3(3) 3_665 . . . ? O6 C8 C9 C13 127.5(6) . . . . ? O7 C8 C9 C13 -52.4(7) . . . . ? O6 C8 C9 C10 -51.3(7) . . . . ? O7 C8 C9 C10 128.8(6) . . . . ? C13 C9 C10 C11 -0.3(8) . . . . ? C8 C9 C10 C11 178.5(5) . . . . ? C12 N1 C11 C10 2.3(9) . . . . ? Ag1 N1 C11 C10 -168.8(5) 2_655 . . . ? C9 C10 C11 N1 -2.3(10) . . . . ? C11 N1 C12 C13 0.5(9) . . . . ? Ag1 N1 C12 C13 171.8(4) 2_655 . . . ? C10 C9 C13 C12 2.9(8) . . . . ? C8 C9 C13 C12 -176.0(5) . . . . ? N1 C12 C13 C9 -3.1(9) . . . . ? Dy1 O9 C14 O8 -29.8(11) 2_644 . . . ? Dy1 O9 C14 C15 149.2(5) 2_644 . . . ? Dy1 O8 C14 O9 15(2) 4_565 . . . ? Dy1 O8 C14 C15 -164.4(15) 4_565 . . . ? O9 C14 C15 C16 11.7(8) . . . . ? O8 C14 C15 C16 -169.2(6) . . . . ? O9 C14 C15 C19 -166.6(5) . . . . ? O8 C14 C15 C19 12.5(8) . . . . ? C19 C15 C16 C17 -1.8(9) . . . . ? C14 C15 C16 C17 179.9(6) . . . . ? C18 N2 C17 C16 -2.4(10) . . . . ? Ag1 N2 C17 C16 174.9(5) . . . . ? C15 C16 C17 N2 2.6(11) . . . . ? C17 N2 C18 C19 1.5(9) . . . . ? Ag1 N2 C18 C19 -175.7(4) . . . . ? N2 C18 C19 C15 -0.7(9) . . . . ? C16 C15 C19 C18 0.9(8) . . . . ? C14 C15 C19 C18 179.2(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O3 0.85 2.11 2.925(5) 159.4 1_655 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.853 _refine_diff_density_min -1.009 _refine_diff_density_rms 0.152 #===END data_9-Ho _database_code_depnum_ccdc_archive 'CCDC 866072' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag Ho N2 O10 S' _chemical_formula_sum 'C19 H14 Ag Ho N2 O10 S' _chemical_formula_weight 735.18 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ho Ho -0.2175 4.6783 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.14950(10) _cell_length_b 13.7850(3) _cell_length_c 17.6231(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.456(2) _cell_angle_gamma 90.00 _cell_volume 2170.41(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4530 _cell_measurement_theta_min 2.2750 _cell_measurement_theta_max 28.9908 _exptl_crystal_description block-shaped _exptl_crystal_colour light-orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 4.678 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3298 _exptl_absorpt_correction_T_max 0.4047 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9262 _diffrn_reflns_av_R_equivalents 0.0239 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4580 _reflns_number_gt 3984 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0400P)^2^+6.0000P] 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 4580 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0811 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 Ho1 Ho 0.78030(2) 0.518959(16) 0.991948(11) 0.01452(8) Uani 1 1 d . . . Ag1 Ag 0.74256(7) 0.83686(4) 1.01581(2) 0.05055(16) Uani 1 1 d . . . S1 S 1.28103(16) 0.74266(12) 1.05424(11) 0.0453(4) Uani 1 1 d . . . O1 O 1.0351(3) 0.5942(2) 0.98050(19) 0.0198(7) Uani 1 1 d . . . O2 O 0.8339(4) 0.6828(3) 0.9499(2) 0.0279(8) Uani 1 1 d . . . O3 O 1.3338(4) 0.6422(3) 1.0546(2) 0.0347(9) Uani 1 1 d . . . O4 O 1.1629(5) 0.7537(4) 1.0965(3) 0.0661(16) Uani 1 1 d . . . O5 O 1.4065(6) 0.8078(4) 1.0772(5) 0.092(2) Uani 1 1 d . . . O6 O 0.9279(4) 0.5690(3) 1.11527(19) 0.0260(8) Uani 1 1 d . . . O7 O 1.1600(4) 0.5060(3) 1.13070(19) 0.0250(8) Uani 1 1 d . . . O8 O 1.0592(4) 0.9468(3) 1.4124(2) 0.0330(9) Uani 1 1 d . . . O9 O 0.8179(4) 0.9444(3) 1.4132(2) 0.0300(8) Uani 1 1 d . . . O10 O 0.6550(4) 0.6481(3) 1.0584(2) 0.0315(9) Uani 1 1 d . . . H10C H 0.6804 0.6411 1.1074 0.047 Uiso 1 1 d R . . H10B H 0.5604 0.6423 1.0449 0.047 Uiso 1 1 d R . . N1 N 1.1568(5) 0.6184(3) 1.3963(2) 0.0274(10) Uani 1 1 d . . . N2 N 0.8165(6) 0.8645(4) 1.1392(2) 0.0352(11) Uani 1 1 d . . . C1 C 0.9710(5) 0.6710(4) 0.9530(3) 0.0213(10) Uani 1 1 d . . . C2 C 1.0554(6) 0.7449(4) 0.9182(4) 0.0318(13) Uani 1 1 d . . . C3 C 1.1998(6) 0.7759(4) 0.9555(4) 0.0408(16) Uani 1 1 d . . . C4 C 1.2745(8) 0.8403(5) 0.9160(6) 0.066(3) Uani 1 1 d . . . H4A H 1.3690 0.8630 0.9399 0.079 Uiso 1 1 calc R . . C5 C 1.2096(11) 0.8706(6) 0.8416(6) 0.081(3) Uani 1 1 d . . . H5A H 1.2621 0.9124 0.8157 0.097 Uiso 1 1 calc R . . C6 C 1.0696(10) 0.8405(6) 0.8055(5) 0.065(2) Uani 1 1 d . . . H6A H 1.0268 0.8616 0.7555 0.078 Uiso 1 1 calc R . . C7 C 0.9927(8) 0.7783(5) 0.8443(4) 0.0456(16) Uani 1 1 d . . . H7A H 0.8967 0.7585 0.8203 0.055 Uiso 1 1 calc R . . C8 C 1.0551(5) 0.5463(4) 1.1541(3) 0.0201(10) Uani 1 1 d . . . C9 C 1.0878(5) 0.5701(4) 1.2393(3) 0.0203(10) Uani 1 1 d . . . C10 C 1.1417(7) 0.5014(4) 1.2955(3) 0.0310(13) Uani 1 1 d . . . H10A H 1.1576 0.4379 1.2813 0.037 Uiso 1 1 calc R . . C11 C 1.1718(7) 0.5279(4) 1.3725(3) 0.0349(14) Uani 1 1 d . . . H11A H 1.2041 0.4804 1.4098 0.042 Uiso 1 1 calc R . . C12 C 1.1020(6) 0.6854(4) 1.3421(3) 0.0289(12) Uani 1 1 d . . . H12A H 1.0891 0.7487 1.3578 0.035 Uiso 1 1 calc R . . C13 C 1.0642(6) 0.6630(4) 1.2642(3) 0.0285(12) Uani 1 1 d . . . H13A H 1.0229 0.7103 1.2282 0.034 Uiso 1 1 calc R . . C14 C 0.9253(5) 0.9356(3) 1.3810(2) 0.0154(9) Uani 1 1 d . . . C15 C 0.8882(5) 0.9099(3) 1.2961(3) 0.0186(10) Uani 1 1 d . . . C16 C 0.7461(6) 0.8805(4) 1.2610(3) 0.0308(12) Uani 1 1 d . . . H16A H 0.6722 0.8760 1.2897 0.037 Uiso 1 1 calc R . . C17 C 0.7135(7) 0.8579(5) 1.1831(3) 0.0405(15) Uani 1 1 d . . . H17A H 0.6173 0.8375 1.1601 0.049 Uiso 1 1 calc R . . C18 C 0.9540(7) 0.8928(4) 1.1731(3) 0.0324(13) Uani 1 1 d . . . H18A H 1.0257 0.8972 1.1430 0.039 Uiso 1 1 calc R . . C19 C 0.9952(6) 0.9157(4) 1.2509(3) 0.0247(11) Uani 1 1 d . . . H19A H 1.0926 0.9348 1.2728 0.030 Uiso 1 1 calc 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 Ho1 0.01083(11) 0.02232(13) 0.01029(11) 0.00122(9) 0.00198(7) 0.00128(8) Ag1 0.0853(4) 0.0498(3) 0.01072(19) -0.0009(2) -0.0026(2) 0.0055(3) S1 0.0222(7) 0.0366(8) 0.0733(11) -0.0275(9) 0.0016(7) -0.0001(6) O1 0.0174(16) 0.0182(17) 0.0230(16) 0.0028(15) 0.0026(13) 0.0006(13) O2 0.0194(18) 0.027(2) 0.039(2) 0.0080(17) 0.0116(15) 0.0042(14) O3 0.0208(19) 0.035(2) 0.047(2) -0.014(2) 0.0050(17) -0.0016(16) O4 0.045(3) 0.093(4) 0.058(3) -0.039(3) 0.005(2) 0.022(3) O5 0.040(3) 0.047(3) 0.170(7) -0.042(4) -0.020(4) -0.009(2) O6 0.0155(16) 0.044(2) 0.0161(16) -0.0059(17) -0.0007(13) 0.0034(15) O7 0.0192(17) 0.043(2) 0.0134(16) -0.0041(16) 0.0040(13) 0.0043(15) O8 0.0179(17) 0.057(3) 0.0205(18) -0.0056(19) -0.0037(14) -0.0067(17) O9 0.0267(19) 0.043(2) 0.0234(18) -0.0081(18) 0.0124(15) 0.0012(17) O10 0.0270(19) 0.041(2) 0.0282(19) -0.0008(18) 0.0094(16) 0.0093(17) N1 0.038(3) 0.032(3) 0.0114(18) -0.0028(19) 0.0038(17) -0.006(2) N2 0.056(3) 0.032(3) 0.014(2) -0.002(2) -0.001(2) 0.003(2) C1 0.020(2) 0.022(3) 0.023(2) -0.001(2) 0.0067(19) 0.0022(19) C2 0.026(3) 0.021(3) 0.054(4) 0.007(3) 0.019(2) 0.006(2) C3 0.029(3) 0.020(3) 0.080(5) 0.000(3) 0.025(3) -0.001(2) C4 0.037(4) 0.037(4) 0.133(8) 0.000(5) 0.040(5) -0.007(3) C5 0.085(7) 0.041(4) 0.140(9) 0.045(5) 0.074(7) 0.013(4) C6 0.074(6) 0.053(5) 0.084(6) 0.036(4) 0.052(5) 0.018(4) C7 0.047(4) 0.037(4) 0.060(4) 0.021(3) 0.026(3) 0.009(3) C8 0.017(2) 0.029(3) 0.014(2) -0.002(2) 0.0032(17) -0.006(2) C9 0.012(2) 0.035(3) 0.015(2) -0.003(2) 0.0032(16) -0.003(2) C10 0.044(3) 0.025(3) 0.022(3) -0.004(2) 0.001(2) 0.002(2) C11 0.061(4) 0.024(3) 0.016(3) 0.004(2) 0.002(3) 0.001(3) C12 0.045(3) 0.023(3) 0.017(2) -0.003(2) 0.002(2) 0.004(2) C13 0.038(3) 0.028(3) 0.014(2) -0.001(2) -0.004(2) 0.007(2) C14 0.018(2) 0.015(2) 0.013(2) -0.0015(18) 0.0018(17) -0.0024(18) C15 0.021(2) 0.020(2) 0.015(2) -0.002(2) 0.0025(18) 0.0037(19) C16 0.024(3) 0.047(3) 0.020(2) -0.004(3) 0.002(2) -0.010(2) C17 0.040(3) 0.054(4) 0.022(3) -0.006(3) -0.008(2) -0.013(3) C18 0.046(3) 0.035(3) 0.020(2) 0.001(2) 0.014(2) 0.007(3) C19 0.026(3) 0.031(3) 0.019(2) -0.003(2) 0.007(2) 0.001(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 Ho1 O8 2.249(3) 4_575 ? Ho1 O1 2.274(3) 3_767 ? Ho1 O9 2.304(3) 2_647 ? Ho1 O7 2.366(3) 3_767 ? Ho1 O6 2.399(3) . ? Ho1 O2 2.459(4) . ? Ho1 O3 2.516(4) 3_767 ? Ho1 O10 2.538(4) . ? Ho1 O1 2.599(3) . ? Ag1 N2 2.167(4) . ? Ag1 N1 2.173(4) 4_575 ? Ag1 O2 2.642(4) . ? Ag1 O10 2.870(4) . ? S1 O5 1.445(5) . ? S1 O4 1.446(5) . ? S1 O3 1.466(4) . ? S1 C3 1.798(8) . ? O1 C1 1.255(6) . ? O1 Ho1 2.274(3) 3_767 ? O2 C1 1.255(6) . ? O3 Ho1 2.516(4) 3_767 ? O6 C8 1.256(6) . ? O7 C8 1.253(6) . ? O7 Ho1 2.366(3) 3_767 ? O8 C14 1.240(5) . ? O8 Ho1 2.249(3) 4_676 ? O9 C14 1.241(5) . ? O9 Ho1 2.304(3) 2_657 ? O10 H10C 0.8500 . ? O10 H10B 0.8500 . ? N1 C11 1.331(7) . ? N1 C12 1.345(7) . ? N1 Ag1 2.173(4) 4_676 ? N2 C18 1.330(8) . ? N2 C17 1.345(8) . ? C1 C2 1.488(7) . ? C2 C7 1.384(9) . ? C2 C3 1.409(8) . ? C3 C4 1.395(9) . ? C4 C5 1.381(13) . ? C4 H4A 0.9300 . ? C5 C6 1.366(13) . ? C5 H5A 0.9300 . ? C6 C7 1.381(9) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.503(6) . ? C9 C10 1.381(7) . ? C9 C13 1.386(7) . ? C10 C11 1.375(7) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.377(7) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.503(6) . ? C15 C16 1.375(7) . ? C15 C19 1.391(6) . ? C16 C17 1.375(7) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.378(7) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Ho1 O1 143.53(14) 4_575 3_767 ? O8 Ho1 O9 96.14(13) 4_575 2_647 ? O1 Ho1 O9 85.81(13) 3_767 2_647 ? O8 Ho1 O7 79.34(13) 4_575 3_767 ? O1 Ho1 O7 77.75(12) 3_767 3_767 ? O9 Ho1 O7 143.22(14) 2_647 3_767 ? O8 Ho1 O6 139.39(13) 4_575 . ? O1 Ho1 O6 75.93(12) 3_767 . ? O9 Ho1 O6 72.69(13) 2_647 . ? O7 Ho1 O6 132.35(12) 3_767 . ? O8 Ho1 O2 80.23(14) 4_575 . ? O1 Ho1 O2 120.49(11) 3_767 . ? O9 Ho1 O2 139.72(13) 2_647 . ? O7 Ho1 O2 76.00(13) 3_767 . ? O6 Ho1 O2 84.21(13) . . ? O8 Ho1 O3 74.22(14) 4_575 3_767 ? O1 Ho1 O3 72.57(12) 3_767 3_767 ? O9 Ho1 O3 69.09(14) 2_647 3_767 ? O7 Ho1 O3 74.63(13) 3_767 3_767 ? O6 Ho1 O3 131.46(13) . 3_767 ? O2 Ho1 O3 143.95(13) . 3_767 ? O8 Ho1 O10 72.85(13) 4_575 . ? O1 Ho1 O10 140.53(12) 3_767 . ? O9 Ho1 O10 72.07(13) 2_647 . ? O7 Ho1 O10 137.77(12) 3_767 . ? O6 Ho1 O10 66.55(12) . . ? O2 Ho1 O10 68.54(12) . . ? O3 Ho1 O10 124.97(12) 3_767 . ? O8 Ho1 O1 124.68(12) 4_575 . ? O1 Ho1 O1 69.71(13) 3_767 . ? O9 Ho1 O1 136.99(12) 2_647 . ? O7 Ho1 O1 66.40(11) 3_767 . ? O6 Ho1 O1 67.45(11) . . ? O2 Ho1 O1 50.90(10) . . ? O3 Ho1 O1 130.05(11) 3_767 . ? O10 Ho1 O1 104.94(11) . . ? N2 Ag1 N1 153.14(18) . 4_575 ? N2 Ag1 O2 121.51(16) . . ? N1 Ag1 O2 83.36(14) 4_575 . ? N2 Ag1 O10 86.62(15) . . ? N1 Ag1 O10 116.65(15) 4_575 . ? O2 Ag1 O10 61.24(10) . . ? O5 S1 O4 115.3(4) . . ? O5 S1 O3 110.2(3) . . ? O4 S1 O3 112.3(3) . . ? O5 S1 C3 104.5(4) . . ? O4 S1 C3 105.8(3) . . ? O3 S1 C3 108.2(3) . . ? C1 O1 Ho1 157.6(3) . 3_767 ? C1 O1 Ho1 90.8(3) . . ? Ho1 O1 Ho1 110.29(12) 3_767 . ? C1 O2 Ho1 97.5(3) . . ? C1 O2 Ag1 119.6(3) . . ? Ho1 O2 Ag1 120.22(13) . . ? S1 O3 Ho1 136.0(2) . 3_767 ? C8 O6 Ho1 134.1(3) . . ? C8 O7 Ho1 135.2(3) . 3_767 ? C14 O8 Ho1 166.7(3) . 4_676 ? C14 O9 Ho1 147.7(3) . 2_657 ? Ho1 O10 Ag1 109.62(12) . . ? Ho1 O10 H10C 109.7 . . ? Ag1 O10 H10C 109.8 . . ? Ho1 O10 H10B 109.7 . . ? Ag1 O10 H10B 109.7 . . ? H10C O10 H10B 108.3 . . ? C11 N1 C12 117.9(4) . . ? C11 N1 Ag1 122.0(4) . 4_676 ? C12 N1 Ag1 119.6(3) . 4_676 ? C18 N2 C17 118.2(5) . . ? C18 N2 Ag1 124.3(4) . . ? C17 N2 Ag1 117.4(4) . . ? O1 C1 O2 120.4(4) . . ? O1 C1 C2 119.7(4) . . ? O2 C1 C2 119.7(4) . . ? C7 C2 C3 119.6(6) . . ? C7 C2 C1 118.0(5) . . ? C3 C2 C1 122.2(5) . . ? C4 C3 C2 118.1(7) . . ? C4 C3 S1 120.1(6) . . ? C2 C3 S1 121.6(4) . . ? C5 C4 C3 120.6(7) . . ? C5 C4 H4A 119.7 . . ? C3 C4 H4A 119.7 . . ? C6 C5 C4 121.2(7) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C5 C6 C7 119.0(8) . . ? C5 C6 H6A 120.5 . . ? C7 C6 H6A 120.5 . . ? C6 C7 C2 121.4(7) . . ? C6 C7 H7A 119.3 . . ? C2 C7 H7A 119.3 . . ? O7 C8 O6 128.1(4) . . ? O7 C8 C9 115.1(4) . . ? O6 C8 C9 116.8(4) . . ? C10 C9 C13 117.6(4) . . ? C10 C9 C8 122.0(5) . . ? C13 C9 C8 120.4(4) . . ? C11 C10 C9 119.3(5) . . ? C11 C10 H10A 120.3 . . ? C9 C10 H10A 120.3 . . ? N1 C11 C10 123.1(5) . . ? N1 C11 H11A 118.4 . . ? C10 C11 H11A 118.4 . . ? N1 C12 C13 121.9(5) . . ? N1 C12 H12A 119.0 . . ? C13 C12 H12A 119.0 . . ? C12 C13 C9 120.0(5) . . ? C12 C13 H13A 120.0 . . ? C9 C13 H13A 120.0 . . ? O8 C14 O9 126.0(4) . . ? O8 C14 C15 117.5(4) . . ? O9 C14 C15 116.5(4) . . ? C16 C15 C19 118.2(4) . . ? C16 C15 C14 120.4(4) . . ? C19 C15 C14 121.4(4) . . ? C17 C16 C15 119.8(5) . . ? C17 C16 H16A 120.1 . . ? C15 C16 H16A 120.1 . . ? N2 C17 C16 122.1(5) . . ? N2 C17 H17A 119.0 . . ? C16 C17 H17A 119.0 . . ? N2 C18 C19 122.9(5) . . ? N2 C18 H18A 118.5 . . ? C19 C18 H18A 118.5 . . ? C18 C19 C15 118.8(5) . . ? C18 C19 H19A 120.6 . . ? C15 C19 H19A 120.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 Ho1 O1 C1 30.5(3) 4_575 . . . ? O1 Ho1 O1 C1 172.4(3) 3_767 . . . ? O9 Ho1 O1 C1 -128.3(3) 2_647 . . . ? O7 Ho1 O1 C1 87.3(3) 3_767 . . . ? O6 Ho1 O1 C1 -104.9(3) . . . . ? O2 Ho1 O1 C1 -3.6(3) . . . . ? O3 Ho1 O1 C1 129.1(3) 3_767 . . . ? O10 Ho1 O1 C1 -48.8(3) . . . . ? O8 Ho1 O1 Ho1 -141.89(15) 4_575 . . 3_767 ? O1 Ho1 O1 Ho1 0.0 3_767 . . 3_767 ? O9 Ho1 O1 Ho1 59.3(2) 2_647 . . 3_767 ? O7 Ho1 O1 Ho1 -85.11(15) 3_767 . . 3_767 ? O6 Ho1 O1 Ho1 82.69(15) . . . 3_767 ? O2 Ho1 O1 Ho1 -176.0(2) . . . 3_767 ? O3 Ho1 O1 Ho1 -43.3(2) 3_767 . . 3_767 ? O10 Ho1 O1 Ho1 138.86(13) . . . 3_767 ? O8 Ho1 O2 C1 -148.5(3) 4_575 . . . ? O1 Ho1 O2 C1 -0.8(3) 3_767 . . . ? O9 Ho1 O2 C1 123.5(3) 2_647 . . . ? O7 Ho1 O2 C1 -67.2(3) 3_767 . . . ? O6 Ho1 O2 C1 69.1(3) . . . . ? O3 Ho1 O2 C1 -103.4(3) 3_767 . . . ? O10 Ho1 O2 C1 136.2(3) . . . . ? O1 Ho1 O2 C1 3.6(3) . . . . ? O8 Ho1 O2 Ag1 80.75(17) 4_575 . . . ? O1 Ho1 O2 Ag1 -131.51(14) 3_767 . . . ? O9 Ho1 O2 Ag1 -7.2(3) 2_647 . . . ? O7 Ho1 O2 Ag1 162.10(18) 3_767 . . . ? O6 Ho1 O2 Ag1 -61.59(16) . . . . ? O3 Ho1 O2 Ag1 125.89(19) 3_767 . . . ? O10 Ho1 O2 Ag1 5.46(13) . . . . ? O1 Ho1 O2 Ag1 -127.1(2) . . . . ? N2 Ag1 O2 C1 -59.9(4) . . . . ? N1 Ag1 O2 C1 109.2(4) 4_575 . . . ? O10 Ag1 O2 C1 -125.4(4) . . . . ? N2 Ag1 O2 Ho1 60.3(2) . . . . ? N1 Ag1 O2 Ho1 -130.5(2) 4_575 . . . ? O10 Ag1 O2 Ho1 -5.12(12) . . . . ? O5 S1 O3 Ho1 -169.5(4) . . . 3_767 ? O4 S1 O3 Ho1 60.6(4) . . . 3_767 ? C3 S1 O3 Ho1 -55.8(4) . . . 3_767 ? O8 Ho1 O6 C8 -177.4(4) 4_575 . . . ? O1 Ho1 O6 C8 13.7(5) 3_767 . . . ? O9 Ho1 O6 C8 103.7(5) 2_647 . . . ? O7 Ho1 O6 C8 -44.7(5) 3_767 . . . ? O2 Ho1 O6 C8 -109.7(5) . . . . ? O3 Ho1 O6 C8 64.4(5) 3_767 . . . ? O10 Ho1 O6 C8 -178.8(5) . . . . ? O1 Ho1 O6 C8 -59.9(4) . . . . ? O8 Ho1 O10 Ag1 -90.63(16) 4_575 . . . ? O1 Ho1 O10 Ag1 107.73(18) 3_767 . . . ? O9 Ho1 O10 Ag1 166.82(17) 2_647 . . . ? O7 Ho1 O10 Ag1 -39.5(2) 3_767 . . . ? O6 Ho1 O10 Ag1 88.39(15) . . . . ? O2 Ho1 O10 Ag1 -4.61(11) . . . . ? O3 Ho1 O10 Ag1 -146.35(14) 3_767 . . . ? O1 Ho1 O10 Ag1 31.65(15) . . . . ? N2 Ag1 O10 Ho1 -124.46(18) . . . . ? N1 Ag1 O10 Ho1 69.53(19) 4_575 . . . ? O2 Ag1 O10 Ho1 4.55(11) . . . . ? N1 Ag1 N2 C18 -83.7(6) 4_575 . . . ? O2 Ag1 N2 C18 71.9(5) . . . . ? O10 Ag1 N2 C18 124.9(5) . . . . ? N1 Ag1 N2 C17 92.3(6) 4_575 . . . ? O2 Ag1 N2 C17 -112.2(4) . . . . ? O10 Ag1 N2 C17 -59.2(5) . . . . ? Ho1 O1 C1 O2 167.3(6) 3_767 . . . ? Ho1 O1 C1 O2 6.3(5) . . . . ? Ho1 O1 C1 C2 -7.9(11) 3_767 . . . ? Ho1 O1 C1 C2 -168.8(4) . . . . ? Ho1 O2 C1 O1 -6.7(5) . . . . ? Ag1 O2 C1 O1 124.4(4) . . . . ? Ho1 O2 C1 C2 168.4(4) . . . . ? Ag1 O2 C1 C2 -60.4(6) . . . . ? O1 C1 C2 C7 128.4(5) . . . . ? O2 C1 C2 C7 -46.8(7) . . . . ? O1 C1 C2 C3 -47.0(7) . . . . ? O2 C1 C2 C3 137.9(5) . . . . ? C7 C2 C3 C4 0.3(9) . . . . ? C1 C2 C3 C4 175.5(5) . . . . ? C7 C2 C3 S1 175.0(5) . . . . ? C1 C2 C3 S1 -9.8(8) . . . . ? O5 S1 C3 C4 9.6(6) . . . . ? O4 S1 C3 C4 131.8(5) . . . . ? O3 S1 C3 C4 -107.7(5) . . . . ? O5 S1 C3 C2 -165.0(5) . . . . ? O4 S1 C3 C2 -42.8(6) . . . . ? O3 S1 C3 C2 77.7(5) . . . . ? C2 C3 C4 C5 -1.5(10) . . . . ? S1 C3 C4 C5 -176.3(6) . . . . ? C3 C4 C5 C6 1.5(12) . . . . ? C4 C5 C6 C7 -0.2(12) . . . . ? C5 C6 C7 C2 -1.1(11) . . . . ? C3 C2 C7 C6 1.1(9) . . . . ? C1 C2 C7 C6 -174.4(6) . . . . ? Ho1 O7 C8 O6 17.5(9) 3_767 . . . ? Ho1 O7 C8 C9 -162.4(3) 3_767 . . . ? Ho1 O6 C8 O7 19.2(9) . . . . ? Ho1 O6 C8 C9 -160.9(3) . . . . ? O7 C8 C9 C10 -51.9(7) . . . . ? O6 C8 C9 C10 128.2(6) . . . . ? O7 C8 C9 C13 128.0(5) . . . . ? O6 C8 C9 C13 -51.9(7) . . . . ? C13 C9 C10 C11 -1.0(8) . . . . ? C8 C9 C10 C11 178.9(5) . . . . ? C12 N1 C11 C10 3.7(9) . . . . ? Ag1 N1 C11 C10 -168.7(5) 4_676 . . . ? C9 C10 C11 N1 -2.6(10) . . . . ? C11 N1 C12 C13 -1.1(8) . . . . ? Ag1 N1 C12 C13 171.5(4) 4_676 . . . ? N1 C12 C13 C9 -2.5(9) . . . . ? C10 C9 C13 C12 3.4(8) . . . . ? C8 C9 C13 C12 -176.5(5) . . . . ? Ho1 O8 C14 O9 -11(2) 4_676 . . . ? Ho1 O8 C14 C15 168.6(14) 4_676 . . . ? Ho1 O9 C14 O8 30.3(10) 2_657 . . . ? Ho1 O9 C14 C15 -149.2(5) 2_657 . . . ? O8 C14 C15 C16 169.0(5) . . . . ? O9 C14 C15 C16 -11.5(7) . . . . ? O8 C14 C15 C19 -11.7(7) . . . . ? O9 C14 C15 C19 167.9(5) . . . . ? C19 C15 C16 C17 0.1(8) . . . . ? C14 C15 C16 C17 179.5(5) . . . . ? C18 N2 C17 C16 0.8(9) . . . . ? Ag1 N2 C17 C16 -175.4(5) . . . . ? C15 C16 C17 N2 -0.8(10) . . . . ? C17 N2 C18 C19 -0.2(9) . . . . ? Ag1 N2 C18 C19 175.7(4) . . . . ? N2 C18 C19 C15 -0.4(8) . . . . ? C16 C15 C19 C18 0.5(8) . . . . ? C14 C15 C19 C18 -178.9(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O3 0.85 2.12 2.926(5) 158.8 1_455 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.265 _refine_diff_density_min -2.036 _refine_diff_density_rms 0.654 #===END data_10-Er _database_code_depnum_ccdc_archive 'CCDC 866073' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Ag Er N2 O10 S' _chemical_formula_sum 'C19 H14 Ag Er N2 O10 S' _chemical_formula_weight 737.51 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Er Er -0.2586 4.9576 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.1218(4) _cell_length_b 13.7662(7) _cell_length_c 17.5990(7) _cell_angle_alpha 90.00 _cell_angle_beta 102.457(4) _cell_angle_gamma 90.00 _cell_volume 2157.92(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3418 _cell_measurement_theta_min 2.3328 _cell_measurement_theta_max 28.9832 _exptl_crystal_description block-shaped _exptl_crystal_colour pink _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.270 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1412 _exptl_absorpt_coefficient_mu 4.928 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0920 _exptl_absorpt_correction_T_max 0.1432 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 8520 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 26.76 _reflns_number_total 4557 _reflns_number_gt 3796 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0370P)^2^+5.0000P] 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 4557 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0845 _refine_ls_wR_factor_gt 0.0779 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 Er1 Er 0.71974(2) 0.018687(19) 0.008117(12) 0.01220(8) Uani 1 1 d . . . Ag1 Ag 0.75804(7) 0.33610(5) -0.01576(3) 0.04721(17) Uani 1 1 d . . . S1 S 0.21941(17) 0.24284(14) -0.05375(12) 0.0406(5) Uani 1 1 d . . . O1 O 0.4639(4) 0.0932(3) 0.0200(2) 0.0176(8) Uani 1 1 d . . . O2 O 0.6672(4) 0.1809(3) 0.0503(2) 0.0237(9) Uani 1 1 d . . . O3 O 0.1653(4) 0.1428(3) -0.0543(3) 0.0310(10) Uani 1 1 d . . . O4 O 0.3380(5) 0.2544(5) -0.0958(3) 0.0637(19) Uani 1 1 d . . . O5 O 0.0940(5) 0.3086(4) -0.0771(5) 0.085(2) Uani 1 1 d . . . O6 O 0.4271(4) -0.0690(3) 0.1144(2) 0.0228(9) Uani 1 1 d . . . O7 O 0.6611(4) -0.0067(3) 0.1301(2) 0.0211(9) Uani 1 1 d . . . O8 O 0.6819(4) 0.4453(3) -0.4135(2) 0.0267(10) Uani 1 1 d . . . O9 O 0.4414(4) 0.4479(4) -0.4127(2) 0.0310(11) Uani 1 1 d . . . O10 O 0.8457(4) 0.1479(3) -0.0577(2) 0.0291(10) Uani 1 1 d . . . H10B H 0.8206 0.1409 -0.1068 0.044 Uiso 1 1 d R . . H10C H 0.9404 0.1420 -0.0439 0.044 Uiso 1 1 d R . . N1 N 0.6558(5) -0.1191(4) 0.3961(2) 0.0236(11) Uani 1 1 d . . . N2 N 0.6858(6) 0.3640(4) -0.1392(3) 0.0315(13) Uani 1 1 d . . . C1 C 0.5293(6) 0.1700(4) 0.0475(3) 0.0174(11) Uani 1 1 d . . . C2 C 0.4442(6) 0.2447(5) 0.0827(4) 0.0272(14) Uani 1 1 d . . . C3 C 0.2996(7) 0.2750(5) 0.0439(5) 0.0393(18) Uani 1 1 d . . . C4 C 0.2257(9) 0.3408(6) 0.0849(6) 0.061(3) Uani 1 1 d . . . H4A H 0.1314 0.3644 0.0612 0.073 Uiso 1 1 calc R . . C5 C 0.2912(11) 0.3711(7) 0.1602(6) 0.072(3) Uani 1 1 d . . . H5A H 0.2394 0.4129 0.1865 0.087 Uiso 1 1 calc R . . C6 C 0.4284(10) 0.3401(6) 0.1947(6) 0.064(3) Uani 1 1 d . . . H6A H 0.4713 0.3604 0.2449 0.077 Uiso 1 1 calc R . . C7 C 0.5067(8) 0.2781(5) 0.1560(4) 0.0414(18) Uani 1 1 d . . . H7A H 0.6033 0.2587 0.1801 0.050 Uiso 1 1 calc R . . C8 C 0.5546(5) -0.0474(4) 0.1531(3) 0.0177(12) Uani 1 1 d . . . C9 C 0.5862(5) -0.0710(4) 0.2391(3) 0.0171(12) Uani 1 1 d . . . C10 C 0.6408(7) -0.0016(4) 0.2953(3) 0.0280(14) Uani 1 1 d . . . H10A H 0.6565 0.0619 0.2809 0.034 Uiso 1 1 calc R . . C11 C 0.6716(8) -0.0281(5) 0.3726(3) 0.0320(15) Uani 1 1 d . . . H11A H 0.7048 0.0194 0.4100 0.038 Uiso 1 1 calc R . . C12 C 0.6007(7) -0.1855(5) 0.3424(3) 0.0279(14) Uani 1 1 d . . . H12A H 0.5872 -0.2487 0.3582 0.033 Uiso 1 1 calc R . . C13 C 0.5630(6) -0.1636(5) 0.2638(3) 0.0258(13) Uani 1 1 d . . . H13A H 0.5222 -0.2111 0.2279 0.031 Uiso 1 1 calc R . . C14 C 0.5763(5) 0.4364(4) -0.3816(3) 0.0130(10) Uani 1 1 d . . . C15 C 0.6121(6) 0.4107(4) -0.2961(3) 0.0163(11) Uani 1 1 d . . . C16 C 0.7541(6) 0.3802(5) -0.2609(3) 0.0298(15) Uani 1 1 d . . . H16A H 0.8280 0.3748 -0.2897 0.036 Uiso 1 1 calc R . . C17 C 0.7865(7) 0.3580(6) -0.1836(3) 0.0370(17) Uani 1 1 d . . . H17A H 0.8833 0.3377 -0.1608 0.044 Uiso 1 1 calc R . . C18 C 0.5469(7) 0.3936(5) -0.1731(3) 0.0298(15) Uani 1 1 d . . . H18A H 0.4753 0.3984 -0.1428 0.036 Uiso 1 1 calc R . . C19 C 0.5059(6) 0.4173(4) -0.2513(3) 0.0212(12) Uani 1 1 d . . . H19A H 0.4086 0.4374 -0.2731 0.025 Uiso 1 1 calc 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 Er1 0.00768(12) 0.01954(14) 0.00833(12) -0.00121(9) -0.00059(8) -0.00121(10) Ag1 0.0805(4) 0.0464(4) 0.0084(2) 0.0007(2) -0.0044(2) -0.0046(3) S1 0.0191(7) 0.0316(10) 0.0666(12) 0.0257(9) -0.0011(7) 0.0010(7) O1 0.0147(17) 0.017(2) 0.0202(18) -0.0033(16) 0.0015(14) -0.0024(17) O2 0.0164(18) 0.026(2) 0.029(2) -0.0078(18) 0.0071(15) -0.0058(18) O3 0.0172(19) 0.031(3) 0.043(3) 0.007(2) 0.0013(17) -0.0001(19) O4 0.037(3) 0.093(5) 0.058(3) 0.043(3) 0.003(2) -0.020(3) O5 0.029(3) 0.042(4) 0.164(7) 0.042(4) -0.024(3) 0.007(3) O6 0.0133(17) 0.041(3) 0.0127(17) 0.0086(18) -0.0012(13) -0.0010(19) O7 0.0143(18) 0.034(3) 0.0138(18) 0.0036(17) 0.0004(14) -0.0041(18) O8 0.0209(19) 0.039(3) 0.022(2) 0.013(2) 0.0096(16) -0.001(2) O9 0.0127(17) 0.056(3) 0.020(2) 0.009(2) -0.0056(15) 0.009(2) O10 0.023(2) 0.037(3) 0.027(2) 0.001(2) 0.0054(16) -0.007(2) N1 0.036(3) 0.024(3) 0.009(2) 0.003(2) 0.0012(18) 0.003(2) N2 0.050(3) 0.023(3) 0.016(2) 0.004(2) -0.003(2) -0.002(3) C1 0.016(2) 0.018(3) 0.018(2) -0.004(2) 0.0036(19) 0.000(2) C2 0.022(3) 0.022(3) 0.042(3) -0.010(3) 0.014(3) -0.005(3) C3 0.023(3) 0.018(4) 0.082(5) -0.009(4) 0.021(3) -0.004(3) C4 0.036(4) 0.030(5) 0.129(9) 0.001(5) 0.046(5) 0.008(4) C5 0.074(6) 0.040(5) 0.123(9) -0.039(6) 0.067(6) -0.005(5) C6 0.069(6) 0.046(5) 0.093(7) -0.041(5) 0.053(5) -0.019(5) C7 0.040(4) 0.036(4) 0.053(4) -0.018(4) 0.021(3) -0.012(4) C8 0.015(2) 0.026(3) 0.013(2) 0.000(2) 0.0033(19) 0.002(2) C9 0.014(2) 0.028(3) 0.009(2) 0.002(2) 0.0009(18) 0.000(2) C10 0.042(4) 0.021(4) 0.018(3) 0.005(2) 0.002(3) -0.004(3) C11 0.054(4) 0.025(4) 0.015(3) -0.008(3) 0.001(3) -0.001(3) C12 0.039(3) 0.024(3) 0.018(3) 0.008(3) 0.001(2) -0.007(3) C13 0.030(3) 0.027(4) 0.016(3) 0.001(2) -0.006(2) -0.008(3) C14 0.017(2) 0.008(3) 0.012(2) 0.001(2) -0.0010(18) -0.001(2) C15 0.020(2) 0.017(3) 0.011(2) -0.001(2) 0.0005(19) -0.002(2) C16 0.023(3) 0.046(4) 0.018(3) 0.006(3) -0.001(2) 0.014(3) C17 0.033(3) 0.048(5) 0.022(3) 0.006(3) -0.010(3) 0.008(3) C18 0.039(3) 0.036(4) 0.018(3) 0.000(3) 0.013(2) -0.005(3) C19 0.018(3) 0.029(3) 0.017(3) 0.001(2) 0.005(2) -0.003(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 Er1 O9 2.242(3) 4_666 ? Er1 O1 2.251(4) 3_655 ? Er1 O8 2.289(4) 2_644 ? Er1 O7 2.348(4) . ? Er1 O6 2.382(3) 3_655 ? Er1 O2 2.434(4) . ? Er1 O3 2.517(4) 3_655 ? Er1 O10 2.530(4) . ? Er1 O1 2.599(3) . ? Ag1 N2 2.165(5) . ? Ag1 N1 2.173(4) 2_655 ? Ag1 O2 2.649(4) . ? S1 O4 1.446(5) . ? S1 O5 1.447(5) . ? S1 O3 1.462(5) . ? S1 C3 1.773(8) . ? O1 C1 1.258(6) . ? O1 Er1 2.251(4) 3_655 ? O2 C1 1.257(6) . ? O3 Er1 2.517(4) 3_655 ? O6 C8 1.250(6) . ? O6 Er1 2.382(3) 3_655 ? O7 C8 1.262(6) . ? O8 C14 1.222(6) . ? O8 Er1 2.289(4) 2_654 ? O9 C14 1.244(6) . ? O9 Er1 2.242(3) 4_565 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C12 1.333(7) . ? N1 C11 1.337(8) . ? N1 Ag1 2.173(4) 2_645 ? N2 C17 1.330(8) . ? N2 C18 1.342(8) . ? C1 C2 1.499(8) . ? C2 C7 1.373(9) . ? C2 C3 1.411(9) . ? C3 C4 1.417(10) . ? C4 C5 1.394(13) . ? C4 H4A 0.9300 . ? C5 C6 1.337(13) . ? C5 H5A 0.9300 . ? C6 C7 1.383(10) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.513(7) . ? C9 C13 1.377(8) . ? C9 C10 1.388(8) . ? C10 C11 1.378(8) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.384(7) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.511(6) . ? C15 C16 1.376(7) . ? C15 C19 1.378(7) . ? C16 C17 1.364(8) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.385(7) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 Er1 O1 143.68(16) 4_666 3_655 ? O9 Er1 O8 95.77(14) 4_666 2_644 ? O1 Er1 O8 85.84(14) 3_655 2_644 ? O9 Er1 O7 79.32(13) 4_666 . ? O1 Er1 O7 78.11(13) 3_655 . ? O8 Er1 O7 143.28(15) 2_644 . ? O9 Er1 O6 139.35(15) 4_666 3_655 ? O1 Er1 O6 75.71(13) 3_655 3_655 ? O8 Er1 O6 72.67(14) 2_644 3_655 ? O7 Er1 O6 132.55(12) . 3_655 ? O9 Er1 O2 80.36(15) 4_666 . ? O1 Er1 O2 120.59(12) 3_655 . ? O8 Er1 O2 139.54(15) 2_644 . ? O7 Er1 O2 76.03(14) . . ? O6 Er1 O2 84.27(14) 3_655 . ? O9 Er1 O3 73.95(16) 4_666 3_655 ? O1 Er1 O3 72.83(13) 3_655 3_655 ? O8 Er1 O3 69.14(15) 2_644 3_655 ? O7 Er1 O3 74.59(14) . 3_655 ? O6 Er1 O3 131.51(15) 3_655 3_655 ? O2 Er1 O3 143.87(14) . 3_655 ? O9 Er1 O10 72.71(15) 4_666 . ? O1 Er1 O10 140.39(13) 3_655 . ? O8 Er1 O10 71.93(15) 2_644 . ? O7 Er1 O10 137.62(14) . . ? O6 Er1 O10 66.64(13) 3_655 . ? O2 Er1 O10 68.48(13) . . ? O3 Er1 O10 124.80(13) 3_655 . ? O9 Er1 O1 125.01(14) 4_666 . ? O1 Er1 O1 69.48(15) 3_655 . ? O8 Er1 O1 137.10(12) 2_644 . ? O7 Er1 O1 66.37(12) . . ? O6 Er1 O1 67.60(12) 3_655 . ? O2 Er1 O1 51.20(11) . . ? O3 Er1 O1 129.89(12) 3_655 . ? O10 Er1 O1 105.27(13) . . ? N2 Ag1 N1 153.0(2) . 2_655 ? N2 Ag1 O2 121.84(17) . . ? N1 Ag1 O2 83.44(16) 2_655 . ? O4 S1 O5 114.8(4) . . ? O4 S1 O3 112.9(3) . . ? O5 S1 O3 110.0(3) . . ? O4 S1 C3 105.7(3) . . ? O5 S1 C3 104.8(4) . . ? O3 S1 C3 108.1(3) . . ? C1 O1 Er1 158.2(3) . 3_655 ? C1 O1 Er1 90.2(3) . . ? Er1 O1 Er1 110.52(15) 3_655 . ? C1 O2 Er1 98.1(3) . . ? C1 O2 Ag1 118.9(4) . . ? Er1 O2 Ag1 120.34(14) . . ? S1 O3 Er1 135.5(2) . 3_655 ? C8 O6 Er1 134.4(4) . 3_655 ? C8 O7 Er1 134.6(3) . . ? C14 O8 Er1 148.2(4) . 2_654 ? C14 O9 Er1 166.7(4) . 4_565 ? Er1 O10 H10B 109.6 . . ? Er1 O10 H10C 109.7 . . ? H10B O10 H10C 108.2 . . ? C12 N1 C11 118.2(5) . . ? C12 N1 Ag1 119.7(4) . 2_645 ? C11 N1 Ag1 121.7(4) . 2_645 ? C17 N2 C18 117.6(5) . . ? C17 N2 Ag1 118.6(4) . . ? C18 N2 Ag1 123.6(4) . . ? O1 C1 O2 120.2(5) . . ? O1 C1 C2 119.3(5) . . ? O2 C1 C2 120.3(5) . . ? C7 C2 C3 120.7(6) . . ? C7 C2 C1 118.1(6) . . ? C3 C2 C1 121.1(6) . . ? C4 C3 C2 116.1(7) . . ? C4 C3 S1 120.8(6) . . ? C2 C3 S1 122.9(5) . . ? C5 C4 C3 121.4(8) . . ? C5 C4 H4A 119.3 . . ? C3 C4 H4A 119.3 . . ? C6 C5 C4 120.3(7) . . ? C6 C5 H5A 119.9 . . ? C4 C5 H5A 119.9 . . ? C5 C6 C7 120.4(9) . . ? C5 C6 H6A 119.8 . . ? C7 C6 H6A 119.8 . . ? C2 C7 C6 121.0(7) . . ? C2 C7 H7A 119.5 . . ? C6 C7 H7A 119.5 . . ? O6 C8 O7 128.3(5) . . ? O6 C8 C9 116.6(4) . . ? O7 C8 C9 115.0(4) . . ? C13 C9 C10 117.9(5) . . ? C13 C9 C8 120.3(5) . . ? C10 C9 C8 121.7(5) . . ? C11 C10 C9 119.1(6) . . ? C11 C10 H10A 120.4 . . ? C9 C10 H10A 120.4 . . ? N1 C11 C10 122.7(6) . . ? N1 C11 H11A 118.6 . . ? C10 C11 H11A 118.6 . . ? N1 C12 C13 122.2(6) . . ? N1 C12 H12A 118.9 . . ? C13 C12 H12A 118.9 . . ? C9 C13 C12 119.7(5) . . ? C9 C13 H13A 120.2 . . ? C12 C13 H13A 120.2 . . ? O8 C14 O9 126.0(5) . . ? O8 C14 C15 117.3(4) . . ? O9 C14 C15 116.6(4) . . ? C16 C15 C19 118.2(5) . . ? C16 C15 C14 120.0(5) . . ? C19 C15 C14 121.8(4) . . ? C17 C16 C15 119.9(6) . . ? C17 C16 H16A 120.0 . . ? C15 C16 H16A 120.0 . . ? N2 C17 C16 122.9(6) . . ? N2 C17 H17A 118.6 . . ? C16 C17 H17A 118.6 . . ? N2 C18 C19 122.7(5) . . ? N2 C18 H18A 118.7 . . ? C19 C18 H18A 118.7 . . ? C15 C19 C18 118.7(5) . . ? C15 C19 H19A 120.6 . . ? C18 C19 H19A 120.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O9 Er1 O1 C1 30.9(4) 4_666 . . . ? O1 Er1 O1 C1 173.0(4) 3_655 . . . ? O8 Er1 O1 C1 -128.1(3) 2_644 . . . ? O7 Er1 O1 C1 87.3(3) . . . . ? O6 Er1 O1 C1 -104.6(3) 3_655 . . . ? O2 Er1 O1 C1 -3.4(3) . . . . ? O3 Er1 O1 C1 129.3(3) 3_655 . . . ? O10 Er1 O1 C1 -48.4(3) . . . . ? O9 Er1 O1 Er1 -142.02(17) 4_666 . . 3_655 ? O1 Er1 O1 Er1 0.0 3_655 . . 3_655 ? O8 Er1 O1 Er1 58.9(3) 2_644 . . 3_655 ? O7 Er1 O1 Er1 -85.62(17) . . . 3_655 ? O6 Er1 O1 Er1 82.49(17) 3_655 . . 3_655 ? O2 Er1 O1 Er1 -176.4(2) . . . 3_655 ? O3 Er1 O1 Er1 -43.7(2) 3_655 . . 3_655 ? O10 Er1 O1 Er1 138.63(15) . . . 3_655 ? O9 Er1 O2 C1 -148.5(3) 4_666 . . . ? O1 Er1 O2 C1 -0.4(4) 3_655 . . . ? O8 Er1 O2 C1 123.9(3) 2_644 . . . ? O7 Er1 O2 C1 -67.3(3) . . . . ? O6 Er1 O2 C1 69.2(3) 3_655 . . . ? O3 Er1 O2 C1 -103.6(3) 3_655 . . . ? O10 Er1 O2 C1 136.4(3) . . . . ? O1 Er1 O2 C1 3.5(3) . . . . ? O9 Er1 O2 Ag1 80.97(18) 4_666 . . . ? O1 Er1 O2 Ag1 -130.92(15) 3_655 . . . ? O8 Er1 O2 Ag1 -6.6(3) 2_644 . . . ? O7 Er1 O2 Ag1 162.26(18) . . . . ? O6 Er1 O2 Ag1 -61.25(16) 3_655 . . . ? O3 Er1 O2 Ag1 125.9(2) 3_655 . . . ? O10 Er1 O2 Ag1 5.87(14) . . . . ? O1 Er1 O2 Ag1 -127.0(2) . . . . ? N2 Ag1 O2 C1 -61.2(4) . . . . ? N1 Ag1 O2 C1 108.6(4) 2_655 . . . ? N2 Ag1 O2 Er1 59.5(3) . . . . ? N1 Ag1 O2 Er1 -130.8(2) 2_655 . . . ? O4 S1 O3 Er1 60.3(5) . . . 3_655 ? O5 S1 O3 Er1 -170.1(4) . . . 3_655 ? C3 S1 O3 Er1 -56.3(4) . . . 3_655 ? O9 Er1 O7 C8 -164.9(6) 4_666 . . . ? O1 Er1 O7 C8 -13.6(5) 3_655 . . . ? O8 Er1 O7 C8 -79.6(6) 2_644 . . . ? O6 Er1 O7 C8 44.0(6) 3_655 . . . ? O2 Er1 O7 C8 112.4(5) . . . . ? O3 Er1 O7 C8 -88.8(5) 3_655 . . . ? O10 Er1 O7 C8 146.0(5) . . . . ? O1 Er1 O7 C8 59.0(5) . . . . ? N1 Ag1 N2 C17 91.2(7) 2_655 . . . ? O2 Ag1 N2 C17 -111.7(5) . . . . ? N1 Ag1 N2 C18 -84.1(7) 2_655 . . . ? O2 Ag1 N2 C18 73.0(6) . . . . ? Er1 O1 C1 O2 168.0(6) 3_655 . . . ? Er1 O1 C1 O2 6.0(5) . . . . ? Er1 O1 C1 C2 -7.0(12) 3_655 . . . ? Er1 O1 C1 C2 -169.0(5) . . . . ? Er1 O2 C1 O1 -6.5(5) . . . . ? Ag1 O2 C1 O1 124.9(5) . . . . ? Er1 O2 C1 C2 168.5(5) . . . . ? Ag1 O2 C1 C2 -60.1(6) . . . . ? O1 C1 C2 C7 128.5(6) . . . . ? O2 C1 C2 C7 -46.5(8) . . . . ? O1 C1 C2 C3 -47.3(8) . . . . ? O2 C1 C2 C3 137.6(6) . . . . ? C7 C2 C3 C4 0.1(10) . . . . ? C1 C2 C3 C4 175.9(6) . . . . ? C7 C2 C3 S1 174.4(5) . . . . ? C1 C2 C3 S1 -9.9(9) . . . . ? O4 S1 C3 C4 131.0(6) . . . . ? O5 S1 C3 C4 9.4(7) . . . . ? O3 S1 C3 C4 -107.9(6) . . . . ? O4 S1 C3 C2 -43.0(7) . . . . ? O5 S1 C3 C2 -164.6(6) . . . . ? O3 S1 C3 C2 78.1(6) . . . . ? C2 C3 C4 C5 -1.9(11) . . . . ? S1 C3 C4 C5 -176.3(7) . . . . ? C3 C4 C5 C6 1.8(14) . . . . ? C4 C5 C6 C7 0.2(14) . . . . ? C3 C2 C7 C6 1.8(11) . . . . ? C1 C2 C7 C6 -174.1(7) . . . . ? C5 C6 C7 C2 -2.0(13) . . . . ? Er1 O6 C8 O7 -18.2(10) 3_655 . . . ? Er1 O6 C8 C9 160.6(4) 3_655 . . . ? Er1 O7 C8 O6 -18.0(10) . . . . ? Er1 O7 C8 C9 163.2(4) . . . . ? O6 C8 C9 C13 53.2(8) . . . . ? O7 C8 C9 C13 -127.9(6) . . . . ? O6 C8 C9 C10 -127.7(6) . . . . ? O7 C8 C9 C10 51.2(8) . . . . ? C13 C9 C10 C11 1.0(9) . . . . ? C8 C9 C10 C11 -178.1(6) . . . . ? C12 N1 C11 C10 -3.4(10) . . . . ? Ag1 N1 C11 C10 168.9(5) 2_645 . . . ? C9 C10 C11 N1 2.2(10) . . . . ? C11 N1 C12 C13 1.4(9) . . . . ? Ag1 N1 C12 C13 -171.1(5) 2_645 . . . ? C10 C9 C13 C12 -2.9(8) . . . . ? C8 C9 C13 C12 176.2(5) . . . . ? N1 C12 C13 C9 1.8(9) . . . . ? Er1 O8 C14 O9 29.6(11) 2_654 . . . ? Er1 O8 C14 C15 -149.4(5) 2_654 . . . ? Er1 O9 C14 O8 -8(2) 4_565 . . . ? Er1 O9 C14 C15 170.6(16) 4_565 . . . ? O8 C14 C15 C16 -12.3(8) . . . . ? O9 C14 C15 C16 168.5(6) . . . . ? O8 C14 C15 C19 167.3(5) . . . . ? O9 C14 C15 C19 -11.9(8) . . . . ? C19 C15 C16 C17 -0.3(10) . . . . ? C14 C15 C16 C17 179.3(6) . . . . ? C18 N2 C17 C16 -0.1(11) . . . . ? Ag1 N2 C17 C16 -175.7(6) . . . . ? C15 C16 C17 N2 0.2(12) . . . . ? C17 N2 C18 C19 0.2(10) . . . . ? Ag1 N2 C18 C19 175.6(5) . . . . ? C16 C15 C19 C18 0.3(9) . . . . ? C14 C15 C19 C18 -179.3(5) . . . . ? N2 C18 C19 C15 -0.3(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10C O3 0.85 2.10 2.905(5) 158.1 1_655 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.76 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.020 _refine_diff_density_min -1.603 _refine_diff_density_rms 0.168 #===END data_11-La _database_code_depnum_ccdc_archive 'CCDC 866074' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu La N2 O10 S' _chemical_formula_sum 'C19 H14 Cu La N2 O10 S' _chemical_formula_weight 664.83 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5893(6) _cell_length_b 13.5647(7) _cell_length_c 17.1549(14) _cell_angle_alpha 90.00 _cell_angle_beta 101.129(5) _cell_angle_gamma 90.00 _cell_volume 2189.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6750 _cell_measurement_theta_min 2.1644 _cell_measurement_theta_max 27.4758 _exptl_crystal_description block-shaped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.017 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 3.052 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3139 _exptl_absorpt_correction_T_max 0.5585 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 16913 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5029 _reflns_number_gt 4819 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0360P)^2^+2.9000P] 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 SHELXL _refine_ls_extinction_coef 0.0050(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5029 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0769 _refine_ls_wR_factor_gt 0.0755 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _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 La1 La 0.716172(15) 0.963549(11) 0.501533(9) 0.01775(8) Uani 1 1 d . . . Cu1 Cu 0.71253(5) 0.63571(3) 0.48222(2) 0.03791(12) Uani 1 1 d . . . S1 S 0.17889(8) 0.78246(6) 0.42044(6) 0.0354(2) Uani 1 1 d . . . O1 O 0.4529(2) 0.89831(14) 0.50141(13) 0.0260(5) Uani 1 1 d . . . O2 O 0.6152(2) 0.78225(16) 0.52225(14) 0.0305(5) Uani 1 1 d . . . O3 O 0.1609(2) 0.88890(17) 0.42462(15) 0.0358(5) Uani 1 1 d . . . O4 O 0.2833(3) 0.7530(2) 0.37490(18) 0.0480(7) Uani 1 1 d . . . O5 O 0.0412(3) 0.7349(2) 0.3957(2) 0.0578(9) Uani 1 1 d . . . O6 O 0.6499(2) 0.96296(16) 0.63787(14) 0.0292(5) Uani 1 1 d . . . O7 O 0.4417(2) 1.04136(18) 0.63550(14) 0.0343(6) Uani 1 1 d . . . O8 O 0.4303(2) 0.60611(16) 0.08217(13) 0.0284(5) Uani 1 1 d . . . O9 O 0.6494(3) 0.55101(19) 0.08473(15) 0.0385(6) Uani 1 1 d . . . O10 O 0.7991(3) 0.8361(2) 0.40801(17) 0.0459(7) Uani 1 1 d . . . H10B H 0.8882 0.8395 0.4099 0.069 Uiso 1 1 d R . . H10C H 0.7556 0.8435 0.3603 0.069 Uiso 1 1 d R . . N1 N 0.7061(3) 1.0991(2) 0.91109(16) 0.0309(6) Uani 1 1 d . . . N2 N 0.6605(3) 0.6204(2) 0.37002(15) 0.0298(6) Uani 1 1 d . . . C1 C 0.4913(3) 0.8117(2) 0.52236(18) 0.0237(6) Uani 1 1 d . . . C2 C 0.3882(4) 0.7477(2) 0.5554(2) 0.0344(8) Uani 1 1 d . . . C3 C 0.2459(4) 0.7371(2) 0.5189(3) 0.0378(8) Uani 1 1 d . . . C4 C 0.1541(5) 0.6839(3) 0.5564(3) 0.0578(13) Uani 1 1 d . . . H4A H 0.0591 0.6765 0.5323 0.069 Uiso 1 1 calc R . . C5 C 0.2048(6) 0.6421(3) 0.6298(4) 0.0758(18) Uani 1 1 d . . . H5A H 0.1428 0.6074 0.6552 0.091 Uiso 1 1 calc R . . C6 C 0.3468(6) 0.6510(4) 0.6664(4) 0.0750(17) Uani 1 1 d . . . H6A H 0.3799 0.6221 0.7157 0.090 Uiso 1 1 calc R . . C7 C 0.4385(5) 0.7035(3) 0.6283(3) 0.0530(11) Uani 1 1 d . . . H7A H 0.5341 0.7091 0.6518 0.064 Uiso 1 1 calc R . . C8 C 0.5640(3) 1.0125(2) 0.66815(17) 0.0246(6) Uani 1 1 d . . . C9 C 0.6122(3) 1.0419(2) 0.75374(18) 0.0228(6) Uani 1 1 d . . . C10 C 0.6169(4) 1.1404(2) 0.77564(19) 0.0323(7) Uani 1 1 d . . . H10A H 0.5873 1.1888 0.7377 0.039 Uiso 1 1 calc R . . C11 C 0.6657(4) 1.1663(2) 0.85406(19) 0.0334(7) Uani 1 1 d . . . H11A H 0.6707 1.2328 0.8677 0.040 Uiso 1 1 calc R . . C12 C 0.6969(4) 1.0039(3) 0.8897(2) 0.0371(8) Uani 1 1 d . . . H12A H 0.7213 0.9564 0.9291 0.045 Uiso 1 1 calc R . . C13 C 0.6530(4) 0.9728(2) 0.8125(2) 0.0336(8) Uani 1 1 d . . . H13A H 0.6510 0.9060 0.8002 0.040 Uiso 1 1 calc R . . C14 C 0.5542(3) 0.5830(2) 0.11676(17) 0.0229(6) Uani 1 1 d . . . C15 C 0.5900(3) 0.5966(2) 0.20583(17) 0.0236(6) Uani 1 1 d . . . C16 C 0.4852(3) 0.6035(3) 0.25050(19) 0.0315(7) Uani 1 1 d . . . H16A H 0.3898 0.6004 0.2262 0.038 Uiso 1 1 calc R . . C17 C 0.5240(4) 0.6152(3) 0.3321(2) 0.0351(7) Uani 1 1 d . . . H17A H 0.4528 0.6197 0.3618 0.042 Uiso 1 1 calc R . . C18 C 0.7617(3) 0.6130(3) 0.3261(2) 0.0330(7) Uani 1 1 d . . . H18A H 0.8564 0.6161 0.3516 0.040 Uiso 1 1 calc R . . C19 C 0.7316(3) 0.6009(2) 0.24479(19) 0.0310(7) Uani 1 1 d . . . H19A H 0.8046 0.5958 0.2164 0.037 Uiso 1 1 calc 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 La1 0.01575(11) 0.02084(11) 0.01544(11) -0.00105(5) 0.00000(7) 0.00011(5) Cu1 0.0461(3) 0.0472(3) 0.0164(2) 0.00191(17) -0.00413(17) -0.00254(19) S1 0.0220(4) 0.0312(4) 0.0529(6) -0.0181(4) 0.0074(4) -0.0057(3) O1 0.0228(10) 0.0215(10) 0.0318(12) 0.0022(8) 0.0002(9) -0.0016(8) O2 0.0243(10) 0.0266(10) 0.0413(14) 0.0036(9) 0.0078(10) 0.0041(8) O3 0.0316(11) 0.0304(12) 0.0420(15) -0.0112(10) -0.0018(10) -0.0035(9) O4 0.0375(14) 0.0575(17) 0.0503(18) -0.0193(13) 0.0119(12) 0.0045(12) O5 0.0272(13) 0.0457(15) 0.098(3) -0.0302(16) 0.0049(14) -0.0125(11) O6 0.0259(11) 0.0414(13) 0.0202(12) -0.0039(8) 0.0041(9) 0.0032(8) O7 0.0229(11) 0.0567(16) 0.0209(12) -0.0056(9) -0.0016(9) 0.0047(9) O8 0.0240(10) 0.0367(12) 0.0210(11) -0.0027(9) -0.0044(8) -0.0029(9) O9 0.0358(13) 0.0548(15) 0.0257(13) -0.0107(11) 0.0077(11) 0.0121(11) O10 0.0393(14) 0.0545(16) 0.0439(16) -0.0143(13) 0.0080(12) 0.0088(12) N1 0.0355(14) 0.0369(15) 0.0185(13) -0.0012(10) 0.0009(11) -0.0024(11) N2 0.0367(14) 0.0322(13) 0.0173(13) -0.0018(10) -0.0024(11) 0.0032(11) C1 0.0223(13) 0.0235(13) 0.0251(15) -0.0007(11) 0.0045(11) -0.0013(11) C2 0.0333(16) 0.0276(15) 0.047(2) 0.0084(14) 0.0203(15) 0.0038(13) C3 0.0325(16) 0.0254(16) 0.060(2) -0.0018(15) 0.0214(17) -0.0030(13) C4 0.045(2) 0.0333(19) 0.106(4) 0.008(2) 0.042(3) -0.0030(17) C5 0.079(4) 0.048(3) 0.120(5) 0.036(3) 0.068(4) 0.012(2) C6 0.085(4) 0.064(3) 0.090(4) 0.049(3) 0.052(3) 0.027(3) C7 0.048(2) 0.053(2) 0.064(3) 0.027(2) 0.025(2) 0.0150(18) C8 0.0229(14) 0.0344(15) 0.0152(14) -0.0001(12) 0.0008(11) -0.0033(12) C9 0.0199(14) 0.0320(15) 0.0159(15) -0.0022(10) 0.0018(11) -0.0003(10) C10 0.0432(18) 0.0318(16) 0.0183(15) 0.0027(12) -0.0031(13) 0.0017(14) C11 0.0448(19) 0.0284(15) 0.0231(16) -0.0030(12) -0.0032(14) -0.0005(14) C12 0.054(2) 0.0342(18) 0.0197(16) 0.0044(13) -0.0020(14) -0.0041(16) C13 0.050(2) 0.0262(15) 0.0215(17) 0.0006(11) 0.0001(15) -0.0010(13) C14 0.0242(13) 0.0246(13) 0.0184(14) -0.0024(10) 0.0003(11) -0.0029(11) C15 0.0230(13) 0.0271(14) 0.0194(14) -0.0015(11) 0.0010(11) 0.0007(11) C16 0.0219(14) 0.0486(19) 0.0228(16) 0.0001(13) 0.0011(12) 0.0058(13) C17 0.0330(16) 0.050(2) 0.0215(16) 0.0003(14) 0.0044(13) 0.0081(15) C18 0.0283(15) 0.0424(18) 0.0243(16) -0.0032(13) -0.0052(12) -0.0025(13) C19 0.0237(14) 0.0452(18) 0.0234(16) -0.0049(13) 0.0030(12) -0.0011(13) _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 La1 O8 2.435(2) 4_676 ? La1 O9 2.448(2) 2_655 ? La1 O1 2.472(2) 3_676 ? La1 O3 2.535(2) 3_676 ? La1 O6 2.539(2) . ? La1 O7 2.540(2) 3_676 ? La1 O10 2.586(2) . ? La1 O1 2.675(2) . ? La1 O2 2.692(2) . ? Cu1 N2 1.904(3) . ? Cu1 N1 1.911(3) 2_646 ? Cu1 O2 2.354(2) . ? S1 O4 1.440(3) . ? S1 O5 1.457(2) . ? S1 O3 1.458(2) . ? S1 C3 1.795(4) . ? O1 C1 1.262(3) . ? O1 La1 2.472(2) 3_676 ? O2 C1 1.254(4) . ? O3 La1 2.535(2) 3_676 ? O6 C8 1.251(4) . ? O7 C8 1.260(4) . ? O7 La1 2.540(2) 3_676 ? O8 C14 1.261(3) . ? O8 La1 2.4346(19) 4_575 ? O9 C14 1.232(4) . ? O9 La1 2.448(2) 2_645 ? O10 H10B 0.8501 . ? O10 H10C 0.8501 . ? N1 C11 1.339(4) . ? N1 C12 1.340(4) . ? N1 Cu1 1.911(3) 2_656 ? N2 C18 1.343(4) . ? N2 C17 1.347(4) . ? C1 C2 1.507(4) . ? C2 C7 1.387(5) . ? C2 C3 1.395(5) . ? C3 C4 1.389(5) . ? C4 C5 1.381(8) . ? C4 H4A 0.9300 . ? C5 C6 1.390(8) . ? C5 H5A 0.9300 . ? C6 C7 1.390(6) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.505(4) . ? C9 C13 1.377(4) . ? C9 C10 1.387(4) . ? C10 C11 1.382(4) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.376(5) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.511(4) . ? C15 C16 1.380(4) . ? C15 C19 1.394(4) . ? C16 C17 1.386(4) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.378(4) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 La1 O9 92.68(8) 4_676 2_655 ? O8 La1 O1 141.61(7) 4_676 3_676 ? O9 La1 O1 92.29(8) 2_655 3_676 ? O8 La1 O3 76.26(7) 4_676 3_676 ? O9 La1 O3 70.79(9) 2_655 3_676 ? O1 La1 O3 69.61(7) 3_676 3_676 ? O8 La1 O6 78.99(7) 4_676 . ? O9 La1 O6 144.36(8) 2_655 . ? O1 La1 O6 75.02(7) 3_676 . ? O3 La1 O6 73.57(8) 3_676 . ? O8 La1 O7 143.38(8) 4_676 3_676 ? O9 La1 O7 75.09(8) 2_655 3_676 ? O1 La1 O7 74.30(7) 3_676 3_676 ? O3 La1 O7 128.32(8) 3_676 3_676 ? O6 La1 O7 129.94(8) . 3_676 ? O8 La1 O10 76.50(8) 4_676 . ? O9 La1 O10 71.83(9) 2_655 . ? O1 La1 O10 140.62(8) 3_676 . ? O3 La1 O10 131.98(9) 3_676 . ? O6 La1 O10 136.97(8) . . ? O7 La1 O10 66.92(8) 3_676 . ? O8 La1 O1 124.37(7) 4_676 . ? O9 La1 O1 140.06(7) 2_655 . ? O1 La1 O1 68.63(7) 3_676 . ? O3 La1 O1 127.56(7) 3_676 . ? O6 La1 O1 66.15(7) . . ? O7 La1 O1 66.20(8) 3_676 . ? O10 La1 O1 100.46(8) . . ? O8 La1 O2 81.71(7) 4_676 . ? O9 La1 O2 140.11(8) 2_655 . ? O1 La1 O2 116.37(6) 3_676 . ? O3 La1 O2 143.13(8) 3_676 . ? O6 La1 O2 73.45(7) . . ? O7 La1 O2 86.15(8) 3_676 . ? O10 La1 O2 68.45(8) . . ? O1 La1 O2 48.26(6) . . ? N2 Cu1 N1 156.68(12) . 2_646 ? N2 Cu1 O2 110.22(10) . . ? N1 Cu1 O2 92.97(10) 2_646 . ? O4 S1 O5 113.88(17) . . ? O4 S1 O3 113.76(17) . . ? O5 S1 O3 110.08(15) . . ? O4 S1 C3 104.78(17) . . ? O5 S1 C3 105.17(19) . . ? O3 S1 C3 108.52(15) . . ? C1 O1 La1 149.93(19) . 3_676 ? C1 O1 La1 94.82(16) . . ? La1 O1 La1 111.37(7) 3_676 . ? C1 O2 Cu1 134.34(19) . . ? C1 O2 La1 94.24(17) . . ? Cu1 O2 La1 124.06(9) . . ? S1 O3 La1 139.34(14) . 3_676 ? C8 O6 La1 133.0(2) . . ? C8 O7 La1 137.8(2) . 3_676 ? C14 O8 La1 141.78(19) . 4_575 ? C14 O9 La1 164.2(2) . 2_645 ? La1 O10 H10B 111.5 . . ? La1 O10 H10C 111.6 . . ? H10B O10 H10C 109.4 . . ? C11 N1 C12 117.5(3) . . ? C11 N1 Cu1 122.0(2) . 2_656 ? C12 N1 Cu1 120.4(2) . 2_656 ? C18 N2 C17 117.7(3) . . ? C18 N2 Cu1 119.9(2) . . ? C17 N2 Cu1 122.3(2) . . ? O2 C1 O1 121.4(3) . . ? O2 C1 C2 120.5(3) . . ? O1 C1 C2 117.8(3) . . ? C7 C2 C3 120.1(3) . . ? C7 C2 C1 116.7(3) . . ? C3 C2 C1 123.1(3) . . ? C4 C3 C2 119.8(4) . . ? C4 C3 S1 118.1(3) . . ? C2 C3 S1 121.9(3) . . ? C5 C4 C3 119.6(4) . . ? C5 C4 H4A 120.2 . . ? C3 C4 H4A 120.2 . . ? C4 C5 C6 121.2(4) . . ? C4 C5 H5A 119.4 . . ? C6 C5 H5A 119.4 . . ? C7 C6 C5 119.1(5) . . ? C7 C6 H6A 120.5 . . ? C5 C6 H6A 120.5 . . ? C2 C7 C6 120.2(4) . . ? C2 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? O6 C8 O7 127.8(3) . . ? O6 C8 C9 116.4(3) . . ? O7 C8 C9 115.8(3) . . ? C13 C9 C10 117.9(3) . . ? C13 C9 C8 121.6(3) . . ? C10 C9 C8 120.5(3) . . ? C11 C10 C9 119.8(3) . . ? C11 C10 H10A 120.1 . . ? C9 C10 H10A 120.1 . . ? N1 C11 C10 122.3(3) . . ? N1 C11 H11A 118.9 . . ? C10 C11 H11A 118.9 . . ? N1 C12 C13 123.4(3) . . ? N1 C12 H12A 118.3 . . ? C13 C12 H12A 118.3 . . ? C12 C13 C9 119.1(3) . . ? C12 C13 H13A 120.4 . . ? C9 C13 H13A 120.4 . . ? O9 C14 O8 126.1(3) . . ? O9 C14 C15 116.8(3) . . ? O8 C14 C15 117.1(3) . . ? C16 C15 C19 118.5(3) . . ? C16 C15 C14 121.5(3) . . ? C19 C15 C14 120.0(3) . . ? C15 C16 C17 119.1(3) . . ? C15 C16 H16A 120.5 . . ? C17 C16 H16A 120.5 . . ? N2 C17 C16 122.7(3) . . ? N2 C17 H17A 118.6 . . ? C16 C17 H17A 118.6 . . ? N2 C18 C19 123.0(3) . . ? N2 C18 H18A 118.5 . . ? C19 C18 H18A 118.5 . . ? C18 C19 C15 119.0(3) . . ? C18 C19 H19A 120.5 . . ? C15 C19 H19A 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 La1 O1 C1 -26.2(2) 4_676 . . . ? O9 La1 O1 C1 128.67(19) 2_655 . . . ? O1 La1 O1 C1 -164.9(2) 3_676 . . . ? O3 La1 O1 C1 -125.54(18) 3_676 . . . ? O6 La1 O1 C1 -82.43(18) . . . . ? O7 La1 O1 C1 113.41(19) 3_676 . . . ? O10 La1 O1 C1 54.55(19) . . . . ? O2 La1 O1 C1 6.25(17) . . . . ? O8 La1 O1 La1 138.77(8) 4_676 . . 3_676 ? O9 La1 O1 La1 -66.40(15) 2_655 . . 3_676 ? O1 La1 O1 La1 0.0 3_676 . . 3_676 ? O3 La1 O1 La1 39.39(13) 3_676 . . 3_676 ? O6 La1 O1 La1 82.50(9) . . . 3_676 ? O7 La1 O1 La1 -81.66(9) 3_676 . . 3_676 ? O10 La1 O1 La1 -140.52(10) . . . 3_676 ? O2 La1 O1 La1 171.18(14) . . . 3_676 ? N2 Cu1 O2 C1 66.4(3) . . . . ? N1 Cu1 O2 C1 -111.1(3) 2_646 . . . ? N2 Cu1 O2 La1 -75.35(14) . . . . ? N1 Cu1 O2 La1 107.17(13) 2_646 . . . ? O8 La1 O2 C1 147.2(2) 4_676 . . . ? O9 La1 O2 C1 -128.62(19) 2_655 . . . ? O1 La1 O2 C1 2.9(2) 3_676 . . . ? O3 La1 O2 C1 93.6(2) 3_676 . . . ? O6 La1 O2 C1 66.25(19) . . . . ? O7 La1 O2 C1 -67.48(19) 3_676 . . . ? O10 La1 O2 C1 -134.2(2) . . . . ? O1 La1 O2 C1 -6.29(17) . . . . ? O8 La1 O2 Cu1 -59.20(11) 4_676 . . . ? O9 La1 O2 Cu1 25.02(18) 2_655 . . . ? O1 La1 O2 Cu1 156.53(10) 3_676 . . . ? O3 La1 O2 Cu1 -112.74(14) 3_676 . . . ? O6 La1 O2 Cu1 -140.11(12) . . . . ? O7 La1 O2 Cu1 86.16(12) 3_676 . . . ? O10 La1 O2 Cu1 19.49(11) . . . . ? O1 La1 O2 Cu1 147.36(16) . . . . ? O4 S1 O3 La1 -78.3(3) . . . 3_676 ? O5 S1 O3 La1 152.5(2) . . . 3_676 ? C3 S1 O3 La1 37.9(3) . . . 3_676 ? O8 La1 O6 C8 155.7(3) 4_676 . . . ? O9 La1 O6 C8 76.6(3) 2_655 . . . ? O1 La1 O6 C8 4.2(3) 3_676 . . . ? O3 La1 O6 C8 76.9(3) 3_676 . . . ? O7 La1 O6 C8 -49.7(3) 3_676 . . . ? O10 La1 O6 C8 -148.2(2) . . . . ? O1 La1 O6 C8 -68.7(3) . . . . ? O2 La1 O6 C8 -119.8(3) . . . . ? N1 Cu1 N2 C18 -64.9(4) 2_646 . . . ? O2 Cu1 N2 C18 121.5(2) . . . . ? N1 Cu1 N2 C17 114.2(4) 2_646 . . . ? O2 Cu1 N2 C17 -59.4(3) . . . . ? Cu1 O2 C1 O1 -137.3(2) . . . . ? La1 O2 C1 O1 11.7(3) . . . . ? Cu1 O2 C1 C2 48.8(4) . . . . ? La1 O2 C1 C2 -162.1(3) . . . . ? La1 O1 C1 O2 -162.9(3) 3_676 . . . ? La1 O1 C1 O2 -11.8(3) . . . . ? La1 O1 C1 C2 11.1(6) 3_676 . . . ? La1 O1 C1 C2 162.2(3) . . . . ? O2 C1 C2 C7 46.6(5) . . . . ? O1 C1 C2 C7 -127.5(4) . . . . ? O2 C1 C2 C3 -137.7(3) . . . . ? O1 C1 C2 C3 48.2(5) . . . . ? C7 C2 C3 C4 1.3(6) . . . . ? C1 C2 C3 C4 -174.2(3) . . . . ? C7 C2 C3 S1 -173.9(3) . . . . ? C1 C2 C3 S1 10.6(5) . . . . ? O4 S1 C3 C4 -130.7(3) . . . . ? O5 S1 C3 C4 -10.4(3) . . . . ? O3 S1 C3 C4 107.4(3) . . . . ? O4 S1 C3 C2 44.6(3) . . . . ? O5 S1 C3 C2 164.9(3) . . . . ? O3 S1 C3 C2 -77.3(3) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? S1 C3 C4 C5 175.5(4) . . . . ? C3 C4 C5 C6 -1.0(8) . . . . ? C4 C5 C6 C7 0.4(8) . . . . ? C3 C2 C7 C6 -1.9(7) . . . . ? C1 C2 C7 C6 173.9(4) . . . . ? C5 C6 C7 C2 1.0(8) . . . . ? La1 O6 C8 O7 38.5(5) . . . . ? La1 O6 C8 C9 -141.2(2) . . . . ? La1 O7 C8 O6 -3.9(6) 3_676 . . . ? La1 O7 C8 C9 175.8(2) 3_676 . . . ? O6 C8 C9 C13 -57.3(4) . . . . ? O7 C8 C9 C13 123.0(4) . . . . ? O6 C8 C9 C10 122.6(3) . . . . ? O7 C8 C9 C10 -57.2(4) . . . . ? C13 C9 C10 C11 2.0(5) . . . . ? C8 C9 C10 C11 -177.9(3) . . . . ? C12 N1 C11 C10 -0.4(5) . . . . ? Cu1 N1 C11 C10 175.0(3) 2_656 . . . ? C9 C10 C11 N1 -1.7(6) . . . . ? C11 N1 C12 C13 2.3(6) . . . . ? Cu1 N1 C12 C13 -173.2(3) 2_656 . . . ? N1 C12 C13 C9 -2.0(6) . . . . ? C10 C9 C13 C12 -0.2(5) . . . . ? C8 C9 C13 C12 179.6(3) . . . . ? La1 O9 C14 O8 -38.0(11) 2_645 . . . ? La1 O9 C14 C15 142.6(7) 2_645 . . . ? La1 O8 C14 O9 61.7(5) 4_575 . . . ? La1 O8 C14 C15 -118.9(3) 4_575 . . . ? O9 C14 C15 C16 -160.7(3) . . . . ? O8 C14 C15 C16 19.8(4) . . . . ? O9 C14 C15 C19 18.4(4) . . . . ? O8 C14 C15 C19 -161.1(3) . . . . ? C19 C15 C16 C17 0.4(5) . . . . ? C14 C15 C16 C17 179.5(3) . . . . ? C18 N2 C17 C16 -0.5(5) . . . . ? Cu1 N2 C17 C16 -179.6(3) . . . . ? C15 C16 C17 N2 0.2(5) . . . . ? C17 N2 C18 C19 0.3(5) . . . . ? Cu1 N2 C18 C19 179.4(3) . . . . ? N2 C18 C19 C15 0.3(5) . . . . ? C16 C15 C19 C18 -0.6(5) . . . . ? C14 C15 C19 C18 -179.8(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.09 2.741(4) 133.0 1_655 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.270 _refine_diff_density_min -0.983 _refine_diff_density_rms 0.115 #===END data_12-Pr _database_code_depnum_ccdc_archive 'CCDC 866075' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu N2 O10 Pr S' _chemical_formula_sum 'C19 H14 Cu N2 O10 Pr S' _chemical_formula_weight 666.83 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pr Pr -0.2180 2.8214 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5360(5) _cell_length_b 13.5065(7) _cell_length_c 17.0794(9) _cell_angle_alpha 90.00 _cell_angle_beta 101.418(5) _cell_angle_gamma 90.00 _cell_volume 2156.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3968 _cell_measurement_theta_min 2.6446 _cell_measurement_theta_max 28.9650 _exptl_crystal_description block-shaped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.054 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 3.377 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2009 _exptl_absorpt_correction_T_max 0.3062 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9074 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 26.65 _reflns_number_total 4512 _reflns_number_gt 3962 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0290P)^2^+3.2000P] 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 SHELXL _refine_ls_extinction_coef 0.00417(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4512 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0323 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0670 _refine_ls_wR_factor_gt 0.0634 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 Pr1 Pr 1.215113(19) 1.035762(13) 0.001889(11) 0.01046(8) Uani 1 1 d . . . Cu1 Cu 1.21375(6) 1.36244(4) -0.01837(3) 0.03064(14) Uani 1 1 d . . . S1 S 0.67992(10) 1.21689(7) -0.07897(7) 0.0280(2) Uani 1 1 d . . . O1 O 0.9533(2) 1.09982(16) 0.00276(15) 0.0168(5) Uani 1 1 d . . . O2 O 1.1183(3) 1.21476(18) 0.02387(17) 0.0233(6) Uani 1 1 d . . . O3 O 0.6619(3) 1.11005(19) -0.07467(17) 0.0269(6) Uani 1 1 d . . . O4 O 0.7847(3) 1.2467(2) -0.1245(2) 0.0399(8) Uani 1 1 d . . . O5 O 0.5412(3) 1.2643(2) -0.1039(2) 0.0495(10) Uani 1 1 d . . . O6 O 1.0590(3) 1.0425(2) -0.13383(16) 0.0260(6) Uani 1 1 d . . . O7 O 0.8489(3) 0.96492(18) -0.13692(15) 0.0217(6) Uani 1 1 d . . . O8 O 0.9292(3) 1.39689(18) -0.41943(15) 0.0202(6) Uani 1 1 d . . . O9 O 1.1502(3) 1.4511(2) -0.41699(17) 0.0294(7) Uani 1 1 d . . . O10 O 1.2981(3) 1.1634(2) -0.08959(19) 0.0361(7) Uani 1 1 d . . . H10B H 1.2549 1.1561 -0.1378 0.054 Uiso 1 1 d R . . H10C H 1.3879 1.1599 -0.0872 0.054 Uiso 1 1 d R . . N1 N 0.7958(3) 1.1006(2) -0.41121(18) 0.0220(7) Uani 1 1 d . . . N2 N 1.1605(4) 1.3788(2) -0.13067(18) 0.0218(7) Uani 1 1 d . . . C1 C 0.9928(4) 1.1864(2) 0.0241(2) 0.0161(7) Uani 1 1 d . . . C2 C 0.8899(4) 1.2514(3) 0.0565(3) 0.0274(9) Uani 1 1 d . . . C3 C 0.7460(5) 1.2624(3) 0.0194(3) 0.0298(10) Uani 1 1 d . . . C4 C 0.6546(6) 1.3169(3) 0.0568(4) 0.0466(14) Uani 1 1 d . . . H4A H 0.5593 1.3252 0.0321 0.056 Uiso 1 1 calc R . . C5 C 0.7058(7) 1.3590(4) 0.1311(4) 0.066(2) Uani 1 1 d . . . H5A H 0.6438 1.3940 0.1566 0.079 Uiso 1 1 calc R . . C6 C 0.8488(7) 1.3494(4) 0.1677(4) 0.069(2) Uani 1 1 d . . . H6A H 0.8828 1.3787 0.2170 0.083 Uiso 1 1 calc R . . C7 C 0.9410(6) 1.2956(3) 0.1301(3) 0.0460(13) Uani 1 1 d . . . H7A H 1.0369 1.2893 0.1542 0.055 Uiso 1 1 calc R . . C8 C 0.9357(4) 1.0141(3) -0.1672(2) 0.0177(8) Uani 1 1 d . . . C9 C 0.8887(4) 1.0431(3) -0.2530(2) 0.0159(7) Uani 1 1 d . . . C10 C 0.8845(4) 1.1417(3) -0.2751(2) 0.0247(9) Uani 1 1 d . . . H10A H 0.9138 1.1904 -0.2369 0.030 Uiso 1 1 calc R . . C11 C 0.8368(4) 1.1673(3) -0.3535(2) 0.0253(9) Uani 1 1 d . . . H11A H 0.8329 1.2341 -0.3671 0.030 Uiso 1 1 calc R . . C12 C 0.8045(5) 1.0049(3) -0.3894(2) 0.0293(9) Uani 1 1 d . . . H12A H 0.7796 0.9572 -0.4290 0.035 Uiso 1 1 calc R . . C13 C 0.8479(5) 0.9738(3) -0.3121(2) 0.0267(9) Uani 1 1 d . . . H13A H 0.8499 0.9067 -0.2998 0.032 Uiso 1 1 calc R . . C14 C 1.0532(4) 1.4189(2) -0.3851(2) 0.0139(7) Uani 1 1 d . . . C15 C 1.0894(4) 1.4049(2) -0.2960(2) 0.0151(7) Uani 1 1 d . . . C16 C 0.9843(4) 1.3994(3) -0.2508(2) 0.0231(8) Uani 1 1 d . . . H16A H 0.8883 1.4044 -0.2751 0.028 Uiso 1 1 calc R . . C17 C 1.0236(4) 1.3864(3) -0.1693(2) 0.0262(9) Uani 1 1 d . . . H17A H 0.9519 1.3826 -0.1396 0.031 Uiso 1 1 calc R . . C18 C 1.2625(4) 1.3852(3) -0.1755(2) 0.0264(9) Uani 1 1 d . . . H18A H 1.3579 1.3806 -0.1499 0.032 Uiso 1 1 calc R . . C19 C 1.2316(4) 1.3982(3) -0.2567(2) 0.0239(8) Uani 1 1 d . . . H19A H 1.3050 1.4024 -0.2852 0.029 Uiso 1 1 calc 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 Pr1 0.00961(11) 0.01272(11) 0.00855(11) 0.00102(7) 0.00054(7) -0.00012(7) Cu1 0.0394(3) 0.0405(3) 0.0085(2) -0.0021(2) -0.0039(2) 0.0029(2) S1 0.0160(5) 0.0228(5) 0.0457(7) 0.0177(4) 0.0077(5) 0.0051(4) O1 0.0164(12) 0.0120(11) 0.0206(14) -0.0009(10) 0.0001(10) 0.0012(10) O2 0.0183(13) 0.0173(13) 0.0351(17) -0.0025(11) 0.0075(12) -0.0020(11) O3 0.0230(14) 0.0222(14) 0.0333(17) 0.0111(12) 0.0003(12) 0.0031(12) O4 0.0294(16) 0.0481(19) 0.045(2) 0.0197(15) 0.0133(15) -0.0055(15) O5 0.0197(16) 0.0378(18) 0.089(3) 0.0298(18) 0.0059(17) 0.0131(14) O6 0.0182(14) 0.0448(17) 0.0133(14) 0.0059(11) -0.0009(11) -0.0053(12) O7 0.0229(14) 0.0324(15) 0.0095(13) 0.0028(10) 0.0024(11) -0.0041(12) O8 0.0171(13) 0.0257(13) 0.0145(13) 0.0027(10) -0.0049(10) 0.0043(11) O9 0.0262(15) 0.0436(17) 0.0193(15) 0.0072(12) 0.0064(12) -0.0102(13) O10 0.0304(16) 0.0440(18) 0.0351(19) 0.0182(14) 0.0093(14) -0.0049(14) N1 0.0291(18) 0.0259(17) 0.0103(16) 0.0020(12) 0.0020(13) 0.0037(14) N2 0.0323(18) 0.0195(16) 0.0117(16) 0.0021(12) -0.0004(14) -0.0035(14) C1 0.0170(18) 0.0148(17) 0.0163(18) -0.0004(13) 0.0026(15) 0.0002(15) C2 0.032(2) 0.0160(19) 0.041(3) -0.0065(17) 0.023(2) -0.0038(17) C3 0.029(2) 0.0135(19) 0.052(3) 0.0039(18) 0.021(2) 0.0034(17) C4 0.041(3) 0.026(2) 0.085(4) -0.007(2) 0.042(3) 0.004(2) C5 0.068(4) 0.039(3) 0.111(6) -0.033(3) 0.068(4) -0.013(3) C6 0.081(5) 0.057(3) 0.088(5) -0.051(3) 0.059(4) -0.029(3) C7 0.046(3) 0.042(3) 0.057(4) -0.026(2) 0.028(3) -0.015(2) C8 0.0162(18) 0.0253(19) 0.0111(18) 0.0006(14) 0.0016(15) 0.0036(16) C9 0.0089(16) 0.0265(19) 0.0120(18) 0.0031(14) 0.0012(14) 0.0003(15) C10 0.034(2) 0.0245(19) 0.0124(19) -0.0025(15) -0.0028(16) -0.0045(18) C11 0.036(2) 0.0220(19) 0.015(2) 0.0037(15) -0.0021(17) 0.0004(18) C12 0.045(3) 0.025(2) 0.014(2) -0.0072(16) -0.0013(18) -0.001(2) C13 0.040(2) 0.022(2) 0.017(2) 0.0003(15) 0.0018(18) 0.0024(18) C14 0.0159(17) 0.0129(16) 0.0121(17) 0.0016(13) 0.0006(14) 0.0019(14) C15 0.0168(17) 0.0152(17) 0.0121(17) 0.0008(13) 0.0002(14) -0.0010(14) C16 0.0160(18) 0.037(2) 0.0154(19) 0.0008(16) 0.0010(15) -0.0054(17) C17 0.024(2) 0.040(2) 0.015(2) 0.0011(17) 0.0054(16) -0.0085(19) C18 0.023(2) 0.034(2) 0.018(2) 0.0021(17) -0.0056(16) 0.0012(18) C19 0.0168(18) 0.035(2) 0.020(2) 0.0069(16) 0.0029(16) 0.0010(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O8 2.391(2) 4_686 ? Pr1 O9 2.408(3) 2_744 ? Pr1 O1 2.427(2) 3_775 ? Pr1 O3 2.494(2) 3_775 ? Pr1 O6 2.496(3) . ? Pr1 O7 2.500(3) 3_775 ? Pr1 O10 2.555(3) . ? Pr1 O2 2.641(2) . ? Pr1 O1 2.645(2) . ? Cu1 N2 1.897(3) . ? Cu1 N1 1.909(3) 4_686 ? Cu1 O2 2.364(3) . ? S1 O4 1.439(3) . ? S1 O5 1.456(3) . ? S1 O3 1.457(3) . ? S1 C3 1.783(5) . ? O1 C1 1.260(4) . ? O1 Pr1 2.427(2) 3_775 ? O2 C1 1.257(4) . ? O3 Pr1 2.494(2) 3_775 ? O6 C8 1.260(4) . ? O7 C8 1.250(4) . ? O7 Pr1 2.500(3) 3_775 ? O8 C14 1.248(4) . ? O8 Pr1 2.391(2) 4_585 ? O9 C14 1.241(4) . ? O9 Pr1 2.408(3) 2_754 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C11 1.335(5) . ? N1 C12 1.343(5) . ? N1 Cu1 1.909(3) 4_585 ? N2 C17 1.344(5) . ? N2 C18 1.354(5) . ? C1 C2 1.502(5) . ? C2 C7 1.390(6) . ? C2 C3 1.401(6) . ? C3 C4 1.389(6) . ? C4 C5 1.388(8) . ? C4 H4A 0.9300 . ? C5 C6 1.390(9) . ? C5 H5A 0.9300 . ? C6 C7 1.391(7) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.497(5) . ? C9 C13 1.376(5) . ? C9 C10 1.383(5) . ? C10 C11 1.371(5) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.369(5) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.503(5) . ? C15 C16 1.383(5) . ? C15 C19 1.392(5) . ? C16 C17 1.380(5) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.371(5) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Pr1 O9 91.21(9) 4_686 2_744 ? O8 Pr1 O1 142.33(8) 4_686 3_775 ? O9 Pr1 O1 92.88(9) 2_744 3_775 ? O8 Pr1 O3 75.84(9) 4_686 3_775 ? O9 Pr1 O3 70.78(10) 2_744 3_775 ? O1 Pr1 O3 70.33(8) 3_775 3_775 ? O8 Pr1 O6 142.56(9) 4_686 . ? O9 Pr1 O6 75.49(9) 2_744 . ? O1 Pr1 O6 74.22(8) 3_775 . ? O3 Pr1 O6 128.81(9) 3_775 . ? O8 Pr1 O7 79.64(9) 4_686 3_775 ? O9 Pr1 O7 144.15(9) 2_744 3_775 ? O1 Pr1 O7 75.32(8) 3_775 3_775 ? O3 Pr1 O7 73.37(9) 3_775 3_775 ? O6 Pr1 O7 130.33(9) . 3_775 ? O8 Pr1 O10 75.73(9) 4_686 . ? O9 Pr1 O10 71.67(10) 2_744 . ? O1 Pr1 O10 140.56(9) 3_775 . ? O3 Pr1 O10 131.71(10) 3_775 . ? O6 Pr1 O10 66.90(9) . . ? O7 Pr1 O10 136.75(9) 3_775 . ? O8 Pr1 O2 81.68(8) 4_686 . ? O9 Pr1 O2 139.77(9) 2_744 . ? O1 Pr1 O2 116.61(8) 3_775 . ? O3 Pr1 O2 142.65(9) 3_775 . ? O6 Pr1 O2 86.42(9) . . ? O7 Pr1 O2 73.52(8) 3_775 . ? O10 Pr1 O2 68.19(9) . . ? O8 Pr1 O1 125.06(8) 4_686 . ? O9 Pr1 O1 140.84(9) 2_744 . ? O1 Pr1 O1 68.14(8) 3_775 . ? O3 Pr1 O1 127.35(8) 3_775 . ? O6 Pr1 O1 66.62(8) . . ? O7 Pr1 O1 65.98(8) 3_775 . ? O10 Pr1 O1 100.94(9) . . ? O2 Pr1 O1 48.93(7) . . ? N2 Cu1 N1 156.29(13) . 4_686 ? N2 Cu1 O2 111.40(12) . . ? N1 Cu1 O2 92.14(12) 4_686 . ? O4 S1 O5 114.01(19) . . ? O4 S1 O3 113.93(19) . . ? O5 S1 O3 109.95(18) . . ? O4 S1 C3 105.0(2) . . ? O5 S1 C3 104.8(2) . . ? O3 S1 C3 108.51(18) . . ? C1 O1 Pr1 150.2(2) . 3_775 ? C1 O1 Pr1 94.4(2) . . ? Pr1 O1 Pr1 111.86(8) 3_775 . ? C1 O2 Cu1 133.0(2) . . ? C1 O2 Pr1 94.6(2) . . ? Cu1 O2 Pr1 124.24(11) . . ? S1 O3 Pr1 139.35(16) . 3_775 ? C8 O6 Pr1 137.7(2) . . ? C8 O7 Pr1 133.3(2) . 3_775 ? C14 O8 Pr1 142.9(2) . 4_585 ? C14 O9 Pr1 164.4(3) . 2_754 ? Pr1 O10 H10B 111.3 . . ? Pr1 O10 H10C 111.3 . . ? H10B O10 H10C 109.3 . . ? C11 N1 C12 116.9(3) . . ? C11 N1 Cu1 122.4(3) . 4_585 ? C12 N1 Cu1 120.5(3) . 4_585 ? C17 N2 C18 117.0(3) . . ? C17 N2 Cu1 123.0(3) . . ? C18 N2 Cu1 120.0(3) . . ? O2 C1 O1 120.9(3) . . ? O2 C1 C2 121.0(3) . . ? O1 C1 C2 117.9(3) . . ? C7 C2 C3 120.0(4) . . ? C7 C2 C1 116.6(4) . . ? C3 C2 C1 123.3(4) . . ? C4 C3 C2 119.7(5) . . ? C4 C3 S1 118.6(4) . . ? C2 C3 S1 121.4(3) . . ? C5 C4 C3 119.9(5) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C4 C5 C6 120.6(5) . . ? C4 C5 H5A 119.7 . . ? C6 C5 H5A 119.7 . . ? C5 C6 C7 119.7(5) . . ? C5 C6 H6A 120.2 . . ? C7 C6 H6A 120.2 . . ? C2 C7 C6 120.1(5) . . ? C2 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? O7 C8 O6 127.6(3) . . ? O7 C8 C9 116.7(3) . . ? O6 C8 C9 115.8(3) . . ? C13 C9 C10 117.8(3) . . ? C13 C9 C8 121.8(3) . . ? C10 C9 C8 120.4(3) . . ? C11 C10 C9 119.7(3) . . ? C11 C10 H10A 120.1 . . ? C9 C10 H10A 120.1 . . ? N1 C11 C10 122.9(4) . . ? N1 C11 H11A 118.6 . . ? C10 C11 H11A 118.6 . . ? N1 C12 C13 123.6(4) . . ? N1 C12 H12A 118.2 . . ? C13 C12 H12A 118.2 . . ? C12 C13 C9 119.1(4) . . ? C12 C13 H13A 120.4 . . ? C9 C13 H13A 120.4 . . ? O9 C14 O8 126.6(3) . . ? O9 C14 C15 116.5(3) . . ? O8 C14 C15 116.9(3) . . ? C16 C15 C19 118.1(3) . . ? C16 C15 C14 121.7(3) . . ? C19 C15 C14 120.2(3) . . ? C17 C16 C15 119.2(4) . . ? C17 C16 H16A 120.4 . . ? C15 C16 H16A 120.4 . . ? N2 C17 C16 123.2(4) . . ? N2 C17 H17A 118.4 . . ? C16 C17 H17A 118.4 . . ? N2 C18 C19 123.0(4) . . ? N2 C18 H18A 118.5 . . ? C19 C18 H18A 118.5 . . ? C18 C19 C15 119.3(4) . . ? C18 C19 H19A 120.3 . . ? C15 C19 H19A 120.3 . . ? 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 O8 Pr1 O1 C1 26.1(2) 4_686 . . . ? O9 Pr1 O1 C1 -128.3(2) 2_744 . . . ? O1 Pr1 O1 C1 165.6(3) 3_775 . . . ? O3 Pr1 O1 C1 125.3(2) 3_775 . . . ? O6 Pr1 O1 C1 -112.7(2) . . . . ? O7 Pr1 O1 C1 82.6(2) 3_775 . . . ? O10 Pr1 O1 C1 -54.0(2) . . . . ? O2 Pr1 O1 C1 -6.1(2) . . . . ? O8 Pr1 O1 Pr1 -139.50(10) 4_686 . . 3_775 ? O9 Pr1 O1 Pr1 66.01(17) 2_744 . . 3_775 ? O1 Pr1 O1 Pr1 0.0 3_775 . . 3_775 ? O3 Pr1 O1 Pr1 -40.33(14) 3_775 . . 3_775 ? O6 Pr1 O1 Pr1 81.61(11) . . . 3_775 ? O7 Pr1 O1 Pr1 -83.10(11) 3_775 . . 3_775 ? O10 Pr1 O1 Pr1 140.35(11) . . . 3_775 ? O2 Pr1 O1 Pr1 -171.74(15) . . . 3_775 ? N2 Cu1 O2 C1 -66.1(4) . . . . ? N1 Cu1 O2 C1 111.0(3) 4_686 . . . ? N2 Cu1 O2 Pr1 74.10(17) . . . . ? N1 Cu1 O2 Pr1 -108.78(16) 4_686 . . . ? O8 Pr1 O2 C1 -147.7(2) 4_686 . . . ? O9 Pr1 O2 C1 130.3(2) 2_744 . . . ? O1 Pr1 O2 C1 -2.5(2) 3_775 . . . ? O3 Pr1 O2 C1 -94.5(2) 3_775 . . . ? O6 Pr1 O2 C1 67.9(2) . . . . ? O7 Pr1 O2 C1 -66.1(2) 3_775 . . . ? O10 Pr1 O2 C1 134.4(2) . . . . ? O1 Pr1 O2 C1 6.1(2) . . . . ? O8 Pr1 O2 Cu1 60.27(14) 4_686 . . . ? O9 Pr1 O2 Cu1 -21.7(2) 2_744 . . . ? O1 Pr1 O2 Cu1 -154.49(12) 3_775 . . . ? O3 Pr1 O2 Cu1 113.46(16) 3_775 . . . ? O6 Pr1 O2 Cu1 -84.14(14) . . . . ? O7 Pr1 O2 Cu1 141.85(15) 3_775 . . . ? O10 Pr1 O2 Cu1 -17.62(13) . . . . ? O1 Pr1 O2 Cu1 -145.92(19) . . . . ? O4 S1 O3 Pr1 77.8(3) . . . 3_775 ? O5 S1 O3 Pr1 -152.8(3) . . . 3_775 ? C3 S1 O3 Pr1 -38.8(3) . . . 3_775 ? O8 Pr1 O6 C8 -167.2(3) 4_686 . . . ? O9 Pr1 O6 C8 120.4(4) 2_744 . . . ? O1 Pr1 O6 C8 23.1(4) 3_775 . . . ? O3 Pr1 O6 C8 70.5(4) 3_775 . . . ? O7 Pr1 O6 C8 -31.1(4) 3_775 . . . ? O10 Pr1 O6 C8 -163.6(4) . . . . ? O2 Pr1 O6 C8 -95.8(4) . . . . ? O1 Pr1 O6 C8 -49.5(4) . . . . ? N1 Cu1 N2 C17 -112.0(4) 4_686 . . . ? O2 Cu1 N2 C17 60.9(3) . . . . ? N1 Cu1 N2 C18 66.9(5) 4_686 . . . ? O2 Cu1 N2 C18 -120.3(3) . . . . ? Cu1 O2 C1 O1 136.7(3) . . . . ? Pr1 O2 C1 O1 -11.3(4) . . . . ? Cu1 O2 C1 C2 -48.9(5) . . . . ? Pr1 O2 C1 C2 163.2(3) . . . . ? Pr1 O1 C1 O2 163.7(3) 3_775 . . . ? Pr1 O1 C1 O2 11.3(4) . . . . ? Pr1 O1 C1 C2 -11.0(7) 3_775 . . . ? Pr1 O1 C1 C2 -163.4(3) . . . . ? O2 C1 C2 C7 -47.0(5) . . . . ? O1 C1 C2 C7 127.6(4) . . . . ? O2 C1 C2 C3 137.9(4) . . . . ? O1 C1 C2 C3 -47.5(5) . . . . ? C7 C2 C3 C4 -0.6(6) . . . . ? C1 C2 C3 C4 174.3(4) . . . . ? C7 C2 C3 S1 174.0(3) . . . . ? C1 C2 C3 S1 -11.0(6) . . . . ? O4 S1 C3 C4 129.7(3) . . . . ? O5 S1 C3 C4 9.3(4) . . . . ? O3 S1 C3 C4 -108.1(4) . . . . ? O4 S1 C3 C2 -45.0(4) . . . . ? O5 S1 C3 C2 -165.4(3) . . . . ? O3 S1 C3 C2 77.2(4) . . . . ? C2 C3 C4 C5 -0.8(7) . . . . ? S1 C3 C4 C5 -175.6(4) . . . . ? C3 C4 C5 C6 1.7(8) . . . . ? C4 C5 C6 C7 -1.1(9) . . . . ? C3 C2 C7 C6 1.2(7) . . . . ? C1 C2 C7 C6 -174.1(5) . . . . ? C5 C6 C7 C2 -0.3(9) . . . . ? Pr1 O7 C8 O6 37.5(6) 3_775 . . . ? Pr1 O7 C8 C9 -142.5(3) 3_775 . . . ? Pr1 O6 C8 O7 -3.1(6) . . . . ? Pr1 O6 C8 C9 176.8(2) . . . . ? O7 C8 C9 C13 -57.4(5) . . . . ? O6 C8 C9 C13 122.6(4) . . . . ? O7 C8 C9 C10 122.2(4) . . . . ? O6 C8 C9 C10 -57.7(5) . . . . ? C13 C9 C10 C11 1.8(6) . . . . ? C8 C9 C10 C11 -177.9(4) . . . . ? C12 N1 C11 C10 -0.7(6) . . . . ? Cu1 N1 C11 C10 174.3(3) 4_585 . . . ? C9 C10 C11 N1 -1.3(7) . . . . ? C11 N1 C12 C13 2.2(6) . . . . ? Cu1 N1 C12 C13 -172.9(4) 4_585 . . . ? N1 C12 C13 C9 -1.7(7) . . . . ? C10 C9 C13 C12 -0.4(6) . . . . ? C8 C9 C13 C12 179.3(4) . . . . ? Pr1 O9 C14 O8 35.6(12) 2_754 . . . ? Pr1 O9 C14 C15 -144.6(8) 2_754 . . . ? Pr1 O8 C14 O9 -61.9(6) 4_585 . . . ? Pr1 O8 C14 C15 118.4(4) 4_585 . . . ? O9 C14 C15 C16 159.8(3) . . . . ? O8 C14 C15 C16 -20.4(5) . . . . ? O9 C14 C15 C19 -19.4(5) . . . . ? O8 C14 C15 C19 160.4(3) . . . . ? C19 C15 C16 C17 -0.8(6) . . . . ? C14 C15 C16 C17 180.0(3) . . . . ? C18 N2 C17 C16 0.4(6) . . . . ? Cu1 N2 C17 C16 179.3(3) . . . . ? C15 C16 C17 N2 0.2(6) . . . . ? C17 N2 C18 C19 -0.4(6) . . . . ? Cu1 N2 C18 C19 -179.3(3) . . . . ? N2 C18 C19 C15 -0.3(6) . . . . ? C16 C15 C19 C18 0.8(6) . . . . ? C14 C15 C19 C18 -179.9(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10C O5 0.85 2.09 2.741(4) 132.8 1_655 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.65 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.812 _refine_diff_density_min -1.003 _refine_diff_density_rms 0.114 #===END data_13-Nd _database_code_depnum_ccdc_archive 'CCDC 866076' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu N2 Nd O10 S' _chemical_formula_sum 'C19 H14 Cu N2 Nd O10 S' _chemical_formula_weight 670.16 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nd Nd -0.1943 3.0179 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4978(3) _cell_length_b 13.4972(3) _cell_length_c 17.0539(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.239(2) _cell_angle_gamma 90.00 _cell_volume 2144.28(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3236 _cell_measurement_theta_min 2.4303 _cell_measurement_theta_max 28.9993 _exptl_crystal_description block-shaped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.076 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1308 _exptl_absorpt_coefficient_mu 3.545 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2549 _exptl_absorpt_correction_T_max 0.3560 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9029 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4523 _reflns_number_gt 3892 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0490P)^2^+5.2000P] 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 SHELXL _refine_ls_extinction_coef 0.0075(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4523 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0425 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0969 _refine_ls_wR_factor_gt 0.0801 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 Nd1 Nd 0.28531(2) 1.035515(17) 0.497980(14) 0.01250(11) Uani 1 1 d . . . Cu1 Cu 0.28591(8) 1.36178(6) 0.51854(4) 0.03244(19) Uani 1 1 d . . . S1 S 0.81986(14) 1.21649(10) 0.57875(10) 0.0295(3) Uani 1 1 d . . . O1 O 0.5464(3) 1.0992(2) 0.4970(2) 0.0194(7) Uani 1 1 d . . . O2 O 0.3803(4) 1.2137(2) 0.4753(2) 0.0246(8) Uani 1 1 d . . . O3 O 0.8377(4) 1.1097(3) 0.5742(2) 0.0296(9) Uani 1 1 d . . . O4 O 0.7148(4) 1.2464(3) 0.6245(3) 0.0428(11) Uani 1 1 d . . . O5 O 0.9585(5) 1.2637(3) 0.6036(3) 0.0537(14) Uani 1 1 d . . . O6 O 0.4406(4) 1.0432(3) 0.6332(2) 0.0273(9) Uani 1 1 d . . . O7 O 0.6512(4) 0.9654(3) 0.6369(2) 0.0231(8) Uani 1 1 d . . . O8 O 0.5712(4) 1.3980(3) 0.9203(2) 0.0221(7) Uani 1 1 d . . . O9 O 0.3495(4) 1.4517(3) 0.9172(2) 0.0305(9) Uani 1 1 d . . . O10 O 0.2036(4) 1.1626(3) 0.5885(3) 0.0374(10) Uani 1 1 d . . . H10B H 0.2471 1.1552 0.6366 0.056 Uiso 1 1 d R . . H10C H 0.1136 1.1589 0.5865 0.056 Uiso 1 1 d R . . N1 N 0.7035(5) 1.1013(3) 0.9113(2) 0.0235(9) Uani 1 1 d . . . N2 N 0.3395(5) 1.3785(3) 0.6314(3) 0.0235(9) Uani 1 1 d . . . C1 C 0.5060(5) 1.1856(3) 0.4754(3) 0.0193(10) Uani 1 1 d . . . C2 C 0.6085(6) 1.2509(4) 0.4425(4) 0.0277(12) Uani 1 1 d . . . C3 C 0.7519(6) 1.2623(4) 0.4794(4) 0.0307(13) Uani 1 1 d . . . C4 C 0.8438(8) 1.3169(4) 0.4418(5) 0.051(2) Uani 1 1 d . . . H4A H 0.9398 1.3244 0.4660 0.061 Uiso 1 1 calc R . . C5 C 0.7922(9) 1.3596(5) 0.3688(6) 0.066(3) Uani 1 1 d . . . H5A H 0.8543 1.3957 0.3437 0.079 Uiso 1 1 calc R . . C6 C 0.6504(9) 1.3501(5) 0.3317(5) 0.065(3) Uani 1 1 d . . . H6A H 0.6167 1.3800 0.2825 0.078 Uiso 1 1 calc R . . C7 C 0.5585(8) 1.2953(5) 0.3689(5) 0.0479(18) Uani 1 1 d . . . H7A H 0.4627 1.2883 0.3444 0.058 Uiso 1 1 calc R . . C8 C 0.5645(5) 1.0147(4) 0.6669(3) 0.0180(10) Uani 1 1 d . . . C9 C 0.6104(5) 1.0439(3) 0.7527(3) 0.0172(10) Uani 1 1 d . . . C10 C 0.6136(6) 1.1422(4) 0.7753(3) 0.0261(12) Uani 1 1 d . . . H10A H 0.5823 1.1909 0.7373 0.031 Uiso 1 1 calc R . . C11 C 0.6627(6) 1.1684(4) 0.8537(3) 0.0263(12) Uani 1 1 d . . . H11A H 0.6677 1.2352 0.8671 0.032 Uiso 1 1 calc R . . C12 C 0.6964(7) 1.0054(4) 0.8896(3) 0.0303(13) Uani 1 1 d . . . H12A H 0.7222 0.9577 0.9292 0.036 Uiso 1 1 calc R . . C13 C 0.6529(6) 0.9743(4) 0.8120(3) 0.0258(12) Uani 1 1 d . . . H13A H 0.6521 0.9072 0.7995 0.031 Uiso 1 1 calc R . . C14 C 0.4464(5) 1.4199(3) 0.8853(3) 0.0169(10) Uani 1 1 d . . . C15 C 0.4103(5) 1.4055(3) 0.7963(3) 0.0176(10) Uani 1 1 d . . . C16 C 0.5159(6) 1.3998(4) 0.7511(3) 0.0259(12) Uani 1 1 d . . . H16A H 0.6122 1.4044 0.7755 0.031 Uiso 1 1 calc R . . C17 C 0.4771(6) 1.3872(4) 0.6693(3) 0.0285(12) Uani 1 1 d . . . H17A H 0.5489 1.3846 0.6393 0.034 Uiso 1 1 calc R . . C18 C 0.2380(6) 1.3847(4) 0.6757(3) 0.0281(12) Uani 1 1 d . . . H18A H 0.1423 1.3802 0.6502 0.034 Uiso 1 1 calc R . . C19 C 0.2692(5) 1.3975(4) 0.7571(3) 0.0260(12) Uani 1 1 d . . . H19A H 0.1955 1.4007 0.7858 0.031 Uiso 1 1 calc 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 Nd1 0.01147(15) 0.01474(15) 0.00978(15) -0.00090(9) -0.00167(9) 0.00010(9) Cu1 0.0404(4) 0.0424(4) 0.0100(3) 0.0021(3) -0.0061(3) -0.0038(3) S1 0.0178(6) 0.0251(7) 0.0456(9) -0.0171(6) 0.0058(6) -0.0052(5) O1 0.0178(17) 0.0160(16) 0.0223(19) -0.0007(14) -0.0010(14) -0.0008(13) O2 0.0213(18) 0.0201(17) 0.032(2) 0.0042(16) 0.0034(16) 0.0037(15) O3 0.0265(19) 0.0245(19) 0.034(2) -0.0086(17) -0.0026(17) -0.0034(16) O4 0.031(2) 0.051(3) 0.046(3) -0.021(2) 0.007(2) 0.005(2) O5 0.024(2) 0.041(2) 0.094(4) -0.032(3) 0.004(2) -0.014(2) O6 0.0187(18) 0.048(2) 0.0126(18) -0.0055(16) -0.0039(15) 0.0055(16) O7 0.0233(18) 0.034(2) 0.0116(17) -0.0041(15) 0.0012(15) 0.0060(15) O8 0.0184(17) 0.0280(18) 0.0164(18) -0.0025(15) -0.0050(14) -0.0019(15) O9 0.028(2) 0.046(2) 0.017(2) -0.0087(17) 0.0046(16) 0.0079(18) O10 0.031(2) 0.044(2) 0.037(3) -0.013(2) 0.0063(19) 0.0084(19) N1 0.027(2) 0.030(2) 0.011(2) -0.0008(18) -0.0028(17) -0.0020(19) N2 0.030(2) 0.023(2) 0.014(2) -0.0021(18) -0.0044(18) 0.0029(19) C1 0.020(2) 0.017(2) 0.020(3) -0.002(2) 0.001(2) -0.001(2) C2 0.025(3) 0.021(3) 0.040(3) 0.008(2) 0.013(3) 0.004(2) C3 0.025(3) 0.018(3) 0.054(4) -0.003(3) 0.018(3) -0.004(2) C4 0.041(4) 0.024(3) 0.097(6) 0.003(4) 0.040(4) -0.003(3) C5 0.067(5) 0.038(4) 0.113(8) 0.031(4) 0.063(6) 0.008(4) C6 0.073(6) 0.049(4) 0.086(7) 0.043(4) 0.048(5) 0.024(4) C7 0.048(4) 0.043(4) 0.058(5) 0.022(3) 0.022(4) 0.016(3) C8 0.019(2) 0.021(2) 0.012(2) 0.000(2) -0.0011(19) -0.003(2) C9 0.013(2) 0.026(3) 0.011(2) -0.002(2) -0.0013(18) -0.0002(19) C10 0.038(3) 0.022(3) 0.015(3) 0.000(2) -0.003(2) 0.002(2) C11 0.033(3) 0.023(3) 0.020(3) -0.003(2) -0.003(2) -0.005(2) C12 0.047(3) 0.025(3) 0.017(3) 0.003(2) 0.000(2) 0.001(3) C13 0.040(3) 0.019(2) 0.016(3) -0.002(2) 0.000(2) -0.001(2) C14 0.018(2) 0.017(2) 0.015(2) -0.0033(19) 0.0000(19) -0.0040(19) C15 0.019(2) 0.018(2) 0.015(2) -0.002(2) -0.0020(19) 0.0024(19) C16 0.019(2) 0.042(3) 0.015(3) 0.001(2) 0.000(2) 0.005(2) C17 0.026(3) 0.041(3) 0.017(3) 0.004(2) 0.002(2) 0.008(2) C18 0.023(3) 0.038(3) 0.020(3) -0.003(2) -0.004(2) -0.005(2) C19 0.018(2) 0.040(3) 0.019(3) -0.002(2) 0.000(2) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O8 2.375(3) 4_585 ? Nd1 O9 2.395(4) 2_546 ? Nd1 O1 2.411(3) 3_676 ? Nd1 O3 2.483(4) 3_676 ? Nd1 O6 2.485(4) . ? Nd1 O7 2.489(3) 3_676 ? Nd1 O10 2.529(4) . ? Nd1 O2 2.624(3) . ? Nd1 O1 2.628(3) . ? Cu1 N2 1.907(4) . ? Cu1 N1 1.909(4) 4_585 ? Cu1 O2 2.367(3) . ? S1 O4 1.440(4) . ? S1 O5 1.449(4) . ? S1 O3 1.455(4) . ? S1 C3 1.801(7) . ? O1 C1 1.260(6) . ? O1 Nd1 2.411(3) 3_676 ? O2 C1 1.252(6) . ? O3 Nd1 2.483(4) 3_676 ? O6 C8 1.265(6) . ? O7 C8 1.243(6) . ? O7 Nd1 2.489(3) 3_676 ? O8 C14 1.255(6) . ? O8 Nd1 2.375(3) 4_686 ? O9 C14 1.233(6) . ? O9 Nd1 2.395(3) 2_556 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C11 1.338(7) . ? N1 C12 1.344(7) . ? N1 Cu1 1.909(4) 4_686 ? N2 C18 1.337(7) . ? N2 C17 1.345(7) . ? C1 C2 1.501(7) . ? C2 C7 1.388(9) . ? C2 C3 1.392(8) . ? C3 C4 1.391(8) . ? C4 C5 1.374(12) . ? C4 H4A 0.9300 . ? C5 C6 1.377(12) . ? C5 H5A 0.9300 . ? C6 C7 1.388(9) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.496(7) . ? C9 C10 1.381(7) . ? C9 C13 1.383(7) . ? C10 C11 1.373(7) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.373(7) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.503(6) . ? C15 C19 1.380(7) . ? C15 C16 1.380(7) . ? C16 C17 1.382(7) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.372(7) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Nd1 O9 90.85(13) 4_585 2_546 ? O8 Nd1 O1 142.56(12) 4_585 3_676 ? O9 Nd1 O1 92.91(13) 2_546 3_676 ? O8 Nd1 O3 75.69(12) 4_585 3_676 ? O9 Nd1 O3 70.80(13) 2_546 3_676 ? O1 Nd1 O3 70.54(12) 3_676 3_676 ? O8 Nd1 O6 142.20(12) 4_585 . ? O9 Nd1 O6 75.53(13) 2_546 . ? O1 Nd1 O6 74.28(12) 3_676 . ? O3 Nd1 O6 129.05(13) 3_676 . ? O8 Nd1 O7 79.74(12) 4_585 3_676 ? O9 Nd1 O7 144.12(13) 2_546 3_676 ? O1 Nd1 O7 75.58(11) 3_676 3_676 ? O3 Nd1 O7 73.32(12) 3_676 3_676 ? O6 Nd1 O7 130.59(12) . 3_676 ? O8 Nd1 O10 75.70(13) 4_585 . ? O9 Nd1 O10 71.82(14) 2_546 . ? O1 Nd1 O10 140.35(13) 3_676 . ? O3 Nd1 O10 131.89(13) 3_676 . ? O6 Nd1 O10 66.59(13) . . ? O7 Nd1 O10 136.54(13) 3_676 . ? O8 Nd1 O2 81.56(12) 4_585 . ? O9 Nd1 O2 139.65(13) 2_546 . ? O1 Nd1 O2 116.86(11) 3_676 . ? O3 Nd1 O2 142.44(13) 3_676 . ? O6 Nd1 O2 86.53(12) . . ? O7 Nd1 O2 73.49(11) 3_676 . ? O10 Nd1 O2 67.89(12) . . ? O8 Nd1 O1 125.39(11) 4_585 . ? O9 Nd1 O1 140.79(12) 2_546 . ? O1 Nd1 O1 68.10(12) 3_676 . ? O3 Nd1 O1 127.48(11) 3_676 . ? O6 Nd1 O1 66.55(12) . . ? O7 Nd1 O1 66.22(11) 3_676 . ? O10 Nd1 O1 100.63(12) . . ? O2 Nd1 O1 49.24(10) . . ? N2 Cu1 N1 156.17(19) . 4_585 ? N2 Cu1 O2 111.86(16) . . ? N1 Cu1 O2 91.82(16) 4_585 . ? O4 S1 O5 113.8(3) . . ? O4 S1 O3 114.0(3) . . ? O5 S1 O3 110.0(2) . . ? O4 S1 C3 104.8(3) . . ? O5 S1 C3 105.2(3) . . ? O3 S1 C3 108.3(2) . . ? C1 O1 Nd1 150.5(3) . 3_676 ? C1 O1 Nd1 94.0(3) . . ? Nd1 O1 Nd1 111.90(12) 3_676 . ? C1 O2 Cu1 132.4(3) . . ? C1 O2 Nd1 94.4(3) . . ? Cu1 O2 Nd1 124.47(14) . . ? S1 O3 Nd1 139.5(2) . 3_676 ? C8 O6 Nd1 137.7(3) . . ? C8 O7 Nd1 133.0(3) . 3_676 ? C14 O8 Nd1 143.5(3) . 4_686 ? C14 O9 Nd1 164.4(4) . 2_556 ? Nd1 O10 H10B 111.1 . . ? Nd1 O10 H10C 111.2 . . ? H10B O10 H10C 109.2 . . ? C11 N1 C12 117.2(5) . . ? C11 N1 Cu1 122.2(4) . 4_686 ? C12 N1 Cu1 120.3(4) . 4_686 ? C18 N2 C17 117.6(5) . . ? C18 N2 Cu1 119.8(4) . . ? C17 N2 Cu1 122.5(4) . . ? O2 C1 O1 121.2(4) . . ? O2 C1 C2 120.6(4) . . ? O1 C1 C2 118.0(4) . . ? C7 C2 C3 119.5(5) . . ? C7 C2 C1 117.3(5) . . ? C3 C2 C1 123.0(5) . . ? C4 C3 C2 119.8(6) . . ? C4 C3 S1 118.2(5) . . ? C2 C3 S1 121.8(4) . . ? C5 C4 C3 119.7(7) . . ? C5 C4 H4A 120.2 . . ? C3 C4 H4A 120.2 . . ? C4 C5 C6 121.4(6) . . ? C4 C5 H5A 119.3 . . ? C6 C5 H5A 119.3 . . ? C5 C6 C7 119.0(8) . . ? C5 C6 H6A 120.5 . . ? C7 C6 H6A 120.5 . . ? C2 C7 C6 120.6(7) . . ? C2 C7 H7A 119.7 . . ? C6 C7 H7A 119.7 . . ? O7 C8 O6 127.5(5) . . ? O7 C8 C9 117.0(4) . . ? O6 C8 C9 115.6(4) . . ? C10 C9 C13 117.5(5) . . ? C10 C9 C8 120.9(4) . . ? C13 C9 C8 121.6(4) . . ? C11 C10 C9 120.2(5) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? N1 C11 C10 122.5(5) . . ? N1 C11 H11A 118.8 . . ? C10 C11 H11A 118.8 . . ? N1 C12 C13 123.4(5) . . ? N1 C12 H12A 118.3 . . ? C13 C12 H12A 118.3 . . ? C12 C13 C9 119.2(5) . . ? C12 C13 H13A 120.4 . . ? C9 C13 H13A 120.4 . . ? O9 C14 O8 126.1(5) . . ? O9 C14 C15 116.6(4) . . ? O8 C14 C15 117.3(4) . . ? C19 C15 C16 117.9(5) . . ? C19 C15 C14 120.5(4) . . ? C16 C15 C14 121.6(4) . . ? C15 C16 C17 119.4(5) . . ? C15 C16 H16A 120.3 . . ? C17 C16 H16A 120.3 . . ? N2 C17 C16 122.6(5) . . ? N2 C17 H17A 118.7 . . ? C16 C17 H17A 118.7 . . ? N2 C18 C19 122.8(5) . . ? N2 C18 H18A 118.6 . . ? C19 C18 H18A 118.6 . . ? C18 C19 C15 119.8(5) . . ? C18 C19 H19A 120.1 . . ? C15 C19 H19A 120.1 . . ? 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 O8 Nd1 O1 C1 25.8(3) 4_585 . . . ? O9 Nd1 O1 C1 -128.3(3) 2_546 . . . ? O1 Nd1 O1 C1 165.7(4) 3_676 . . . ? O3 Nd1 O1 C1 125.2(3) 3_676 . . . ? O6 Nd1 O1 C1 -112.6(3) . . . . ? O7 Nd1 O1 C1 82.3(3) 3_676 . . . ? O10 Nd1 O1 C1 -54.1(3) . . . . ? O2 Nd1 O1 C1 -5.9(3) . . . . ? O8 Nd1 O1 Nd1 -139.83(14) 4_585 . . 3_676 ? O9 Nd1 O1 Nd1 66.0(2) 2_546 . . 3_676 ? O1 Nd1 O1 Nd1 0.0 3_676 . . 3_676 ? O3 Nd1 O1 Nd1 -40.5(2) 3_676 . . 3_676 ? O6 Nd1 O1 Nd1 81.72(15) . . . 3_676 ? O7 Nd1 O1 Nd1 -83.33(15) 3_676 . . 3_676 ? O10 Nd1 O1 Nd1 140.25(15) . . . 3_676 ? O2 Nd1 O1 Nd1 -171.6(2) . . . 3_676 ? N2 Cu1 O2 C1 -65.5(5) . . . . ? N1 Cu1 O2 C1 111.7(5) 4_585 . . . ? N2 Cu1 O2 Nd1 73.3(2) . . . . ? N1 Cu1 O2 Nd1 -109.4(2) 4_585 . . . ? O8 Nd1 O2 C1 -148.3(3) 4_585 . . . ? O9 Nd1 O2 C1 130.4(3) 2_546 . . . ? O1 Nd1 O2 C1 -2.8(3) 3_676 . . . ? O3 Nd1 O2 C1 -95.4(3) 3_676 . . . ? O6 Nd1 O2 C1 67.7(3) . . . . ? O7 Nd1 O2 C1 -66.6(3) 3_676 . . . ? O10 Nd1 O2 C1 133.8(3) . . . . ? O1 Nd1 O2 C1 6.0(3) . . . . ? O8 Nd1 O2 Cu1 60.86(18) 4_585 . . . ? O9 Nd1 O2 Cu1 -20.4(3) 2_546 . . . ? O1 Nd1 O2 Cu1 -153.59(16) 3_676 . . . ? O3 Nd1 O2 Cu1 113.8(2) 3_676 . . . ? O6 Nd1 O2 Cu1 -83.16(19) . . . . ? O7 Nd1 O2 Cu1 142.6(2) 3_676 . . . ? O10 Nd1 O2 Cu1 -17.06(18) . . . . ? O1 Nd1 O2 Cu1 -144.9(3) . . . . ? O4 S1 O3 Nd1 77.6(4) . . . 3_676 ? O5 S1 O3 Nd1 -153.1(4) . . . 3_676 ? C3 S1 O3 Nd1 -38.6(4) . . . 3_676 ? O8 Nd1 O6 C8 -167.9(4) 4_585 . . . ? O9 Nd1 O6 C8 120.1(5) 2_546 . . . ? O1 Nd1 O6 C8 22.8(5) 3_676 . . . ? O3 Nd1 O6 C8 70.4(5) 3_676 . . . ? O7 Nd1 O6 C8 -31.7(6) 3_676 . . . ? O10 Nd1 O6 C8 -163.8(5) . . . . ? O2 Nd1 O6 C8 -96.4(5) . . . . ? O1 Nd1 O6 C8 -49.8(5) . . . . ? N1 Cu1 N2 C18 66.9(7) 4_585 . . . ? O2 Cu1 N2 C18 -120.0(4) . . . . ? N1 Cu1 N2 C17 -111.3(6) 4_585 . . . ? O2 Cu1 N2 C17 61.9(5) . . . . ? Cu1 O2 C1 O1 136.0(4) . . . . ? Nd1 O2 C1 O1 -11.1(5) . . . . ? Cu1 O2 C1 C2 -49.9(7) . . . . ? Nd1 O2 C1 C2 163.1(4) . . . . ? Nd1 O1 C1 O2 163.3(4) 3_676 . . . ? Nd1 O1 C1 O2 11.1(5) . . . . ? Nd1 O1 C1 C2 -11.0(10) 3_676 . . . ? Nd1 O1 C1 C2 -163.2(4) . . . . ? O2 C1 C2 C7 -46.7(8) . . . . ? O1 C1 C2 C7 127.6(6) . . . . ? O2 C1 C2 C3 138.3(6) . . . . ? O1 C1 C2 C3 -47.4(8) . . . . ? C7 C2 C3 C4 -0.7(9) . . . . ? C1 C2 C3 C4 174.2(5) . . . . ? C7 C2 C3 S1 174.2(5) . . . . ? C1 C2 C3 S1 -10.9(8) . . . . ? O4 S1 C3 C4 129.7(5) . . . . ? O5 S1 C3 C4 9.4(5) . . . . ? O3 S1 C3 C4 -108.2(5) . . . . ? O4 S1 C3 C2 -45.2(5) . . . . ? O5 S1 C3 C2 -165.6(5) . . . . ? O3 S1 C3 C2 76.8(5) . . . . ? C2 C3 C4 C5 0.3(9) . . . . ? S1 C3 C4 C5 -174.8(5) . . . . ? C3 C4 C5 C6 0.4(11) . . . . ? C4 C5 C6 C7 -0.7(12) . . . . ? C3 C2 C7 C6 0.5(10) . . . . ? C1 C2 C7 C6 -174.7(6) . . . . ? C5 C6 C7 C2 0.2(11) . . . . ? Nd1 O7 C8 O6 37.4(8) 3_676 . . . ? Nd1 O7 C8 C9 -142.8(4) 3_676 . . . ? Nd1 O6 C8 O7 -2.9(9) . . . . ? Nd1 O6 C8 C9 177.3(3) . . . . ? O7 C8 C9 C10 123.0(5) . . . . ? O6 C8 C9 C10 -57.2(7) . . . . ? O7 C8 C9 C13 -56.1(7) . . . . ? O6 C8 C9 C13 123.7(5) . . . . ? C13 C9 C10 C11 2.4(8) . . . . ? C8 C9 C10 C11 -176.7(5) . . . . ? C12 N1 C11 C10 0.8(8) . . . . ? Cu1 N1 C11 C10 174.9(4) 4_686 . . . ? C9 C10 C11 N1 -2.7(9) . . . . ? C11 N1 C12 C13 1.5(8) . . . . ? Cu1 N1 C12 C13 -172.8(5) 4_686 . . . ? N1 C12 C13 C9 -1.7(9) . . . . ? C10 C9 C13 C12 -0.3(8) . . . . ? C8 C9 C13 C12 178.8(5) . . . . ? Nd1 O9 C14 O8 35.4(17) 2_556 . . . ? Nd1 O9 C14 C15 -145.1(11) 2_556 . . . ? Nd1 O8 C14 O9 -62.8(8) 4_686 . . . ? Nd1 O8 C14 C15 117.6(5) 4_686 . . . ? O9 C14 C15 C19 -19.9(7) . . . . ? O8 C14 C15 C19 159.6(5) . . . . ? O9 C14 C15 C16 160.1(5) . . . . ? O8 C14 C15 C16 -20.3(7) . . . . ? C19 C15 C16 C17 0.5(8) . . . . ? C14 C15 C16 C17 -179.5(5) . . . . ? C18 N2 C17 C16 1.5(8) . . . . ? Cu1 N2 C17 C16 179.7(4) . . . . ? C15 C16 C17 N2 -1.1(9) . . . . ? C17 N2 C18 C19 -1.3(8) . . . . ? Cu1 N2 C18 C19 -179.6(4) . . . . ? N2 C18 C19 C15 0.7(9) . . . . ? C16 C15 C19 C18 -0.3(8) . . . . ? C14 C15 C19 C18 179.7(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10C O5 0.85 2.10 2.753(6) 132.9 1_455 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.305 _refine_diff_density_min -1.582 _refine_diff_density_rms 0.558 #===END data_14-Sm _database_code_depnum_ccdc_archive 'CCDC 866077' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu N2 O10 S Sm' _chemical_formula_sum 'C19 H14 Cu N2 O10 S Sm' _chemical_formula_weight 676.27 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4578(3) _cell_length_b 13.4794(4) _cell_length_c 17.0208(6) _cell_angle_alpha 90.00 _cell_angle_beta 101.346(3) _cell_angle_gamma 90.00 _cell_volume 2127.50(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3907 _cell_measurement_theta_min 2.6607 _cell_measurement_theta_max 29.1513 _exptl_crystal_description block-shaped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.72 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.111 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1316 _exptl_absorpt_coefficient_mu 3.893 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1660 _exptl_absorpt_correction_T_max 0.4314 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9362 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0419 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4478 _reflns_number_gt 3976 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0270P)^2^+3.7000P] 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 SHELXL _refine_ls_extinction_coef 0.00437(18) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4478 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0661 _refine_ls_wR_factor_gt 0.0628 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 Sm1 Sm 0.714198(18) 0.965086(13) 0.502268(10) 0.01001(8) Uani 1 1 d . . . Cu1 Cu 0.71503(6) 0.63980(4) 0.48121(3) 0.03028(15) Uani 1 1 d . . . S1 S 0.18131(10) 0.78383(8) 0.42190(7) 0.0270(3) Uani 1 1 d . . . O1 O 0.4532(3) 0.90224(18) 0.50419(15) 0.0162(5) Uani 1 1 d . . . O2 O 0.6218(3) 0.78873(19) 0.52656(17) 0.0216(6) Uani 1 1 d . . . O3 O 0.1635(3) 0.8905(2) 0.42617(17) 0.0261(7) Uani 1 1 d . . . O4 O 0.2874(3) 0.7539(3) 0.3767(2) 0.0397(8) Uani 1 1 d . . . O5 O 0.0423(3) 0.7367(3) 0.3969(2) 0.0492(10) Uani 1 1 d . . . O6 O 0.5604(3) 0.9558(2) 0.36805(15) 0.0232(6) Uani 1 1 d . . . O7 O 0.3477(3) 1.0324(2) 0.36412(15) 0.0196(6) Uani 1 1 d . . . O8 O 0.4273(3) 0.5995(2) 0.07848(15) 0.0186(6) Uani 1 1 d . . . O9 O 0.6512(3) 0.5474(2) 0.08188(17) 0.0278(7) Uani 1 1 d . . . O10 O 0.7968(3) 0.8375(2) 0.41373(18) 0.0334(7) Uani 1 1 d . . . H10B H 0.8874 0.8413 0.4164 0.050 Uiso 1 1 d R . . H10C H 0.7540 0.8449 0.3653 0.050 Uiso 1 1 d R . . N1 N 0.2983(4) 0.8979(3) 0.08893(18) 0.0215(7) Uani 1 1 d . . . N2 N 0.6606(4) 0.6221(2) 0.36860(19) 0.0212(7) Uani 1 1 d . . . C1 C 0.4943(4) 0.8160(3) 0.5263(2) 0.0165(8) Uani 1 1 d . . . C2 C 0.3922(5) 0.7500(3) 0.5583(3) 0.0262(10) Uani 1 1 d . . . C3 C 0.2477(5) 0.7374(3) 0.5208(3) 0.0278(10) Uani 1 1 d . . . C4 C 0.1562(6) 0.6821(4) 0.5576(4) 0.0477(15) Uani 1 1 d . . . H4A H 0.0604 0.6733 0.5326 0.057 Uiso 1 1 calc R . . C5 C 0.2074(7) 0.6399(4) 0.6319(4) 0.065(2) Uani 1 1 d . . . H5A H 0.1448 0.6042 0.6570 0.078 Uiso 1 1 calc R . . C6 C 0.3509(7) 0.6502(5) 0.6695(4) 0.066(2) Uani 1 1 d . . . H6A H 0.3848 0.6205 0.7190 0.079 Uiso 1 1 calc R . . C7 C 0.4440(6) 0.7056(4) 0.6322(3) 0.0433(13) Uani 1 1 d . . . H7A H 0.5404 0.7128 0.6568 0.052 Uiso 1 1 calc R . . C8 C 0.4364(4) 0.9841(3) 0.3345(2) 0.0152(8) Uani 1 1 d . . . C9 C 0.3901(4) 0.9550(3) 0.2478(2) 0.0159(8) Uani 1 1 d . . . C10 C 0.3876(4) 0.8562(3) 0.2255(2) 0.0231(9) Uani 1 1 d . . . H10A H 0.4181 0.8074 0.2637 0.028 Uiso 1 1 calc R . . C11 C 0.3400(5) 0.8307(3) 0.1467(2) 0.0235(9) Uani 1 1 d . . . H11A H 0.3366 0.7638 0.1328 0.028 Uiso 1 1 calc R . . C12 C 0.3051(5) 0.9936(3) 0.1104(2) 0.0269(10) Uani 1 1 d . . . H12A H 0.2793 1.0412 0.0706 0.032 Uiso 1 1 calc R . . C13 C 0.3483(5) 1.0251(3) 0.1882(2) 0.0247(9) Uani 1 1 d . . . H13A H 0.3495 1.0923 0.2006 0.030 Uiso 1 1 calc R . . C14 C 0.5536(4) 0.5782(3) 0.1134(2) 0.0144(7) Uani 1 1 d . . . C15 C 0.5893(4) 0.5936(3) 0.2033(2) 0.0146(7) Uani 1 1 d . . . C16 C 0.4831(4) 0.5984(3) 0.2483(2) 0.0215(9) Uani 1 1 d . . . H16A H 0.3864 0.5923 0.2241 0.026 Uiso 1 1 calc R . . C17 C 0.5232(4) 0.6125(3) 0.3304(2) 0.0238(9) Uani 1 1 d . . . H17A H 0.4511 0.6155 0.3605 0.029 Uiso 1 1 calc R . . C18 C 0.7640(4) 0.6168(3) 0.3238(2) 0.0262(9) Uani 1 1 d . . . H18A H 0.8601 0.6228 0.3492 0.031 Uiso 1 1 calc R . . C19 C 0.7321(4) 0.6030(3) 0.2420(2) 0.0220(9) Uani 1 1 d . . . H19A H 0.8057 0.6000 0.2130 0.026 Uiso 1 1 calc 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 Sm1 0.01057(11) 0.01229(11) 0.00651(11) -0.00088(7) 0.00003(7) 0.00009(7) Cu1 0.0392(3) 0.0414(3) 0.0066(2) 0.0020(2) -0.0045(2) -0.0040(3) S1 0.0162(5) 0.0231(5) 0.0421(7) -0.0172(5) 0.0065(5) -0.0054(4) O1 0.0181(12) 0.0112(12) 0.0172(13) 0.0005(11) -0.0018(11) 0.0010(10) O2 0.0187(13) 0.0176(14) 0.0290(16) 0.0039(12) 0.0063(12) 0.0035(11) O3 0.0232(14) 0.0217(15) 0.0305(16) -0.0107(13) -0.0021(13) -0.0033(12) O4 0.0298(17) 0.050(2) 0.041(2) -0.0178(17) 0.0117(15) 0.0075(16) O5 0.0223(16) 0.0368(19) 0.085(3) -0.029(2) 0.0025(18) -0.0125(14) O6 0.0160(13) 0.0421(18) 0.0099(13) -0.0062(13) -0.0014(11) 0.0057(12) O7 0.0200(13) 0.0288(15) 0.0095(13) -0.0038(12) 0.0020(11) 0.0054(12) O8 0.0162(12) 0.0229(14) 0.0145(13) -0.0016(11) -0.0024(11) -0.0020(11) O9 0.0227(15) 0.0446(19) 0.0170(14) -0.0090(14) 0.0060(12) 0.0079(13) O10 0.0296(16) 0.0396(18) 0.0314(17) -0.0129(15) 0.0071(14) 0.0050(14) N1 0.0271(17) 0.0268(18) 0.0093(15) -0.0014(15) 0.0001(14) -0.0043(15) N2 0.0300(18) 0.0204(17) 0.0110(16) 0.0001(14) -0.0012(14) 0.0031(14) C1 0.0195(18) 0.0141(18) 0.0144(18) -0.0012(16) -0.0004(15) -0.0004(15) C2 0.029(2) 0.0132(19) 0.042(3) 0.0049(19) 0.020(2) 0.0065(17) C3 0.025(2) 0.0148(19) 0.049(3) -0.003(2) 0.022(2) -0.0033(17) C4 0.043(3) 0.022(2) 0.089(5) 0.005(3) 0.042(3) -0.003(2) C5 0.067(4) 0.036(3) 0.114(6) 0.034(4) 0.068(4) 0.012(3) C6 0.079(4) 0.053(4) 0.082(5) 0.050(4) 0.057(4) 0.031(3) C7 0.041(3) 0.040(3) 0.054(3) 0.024(3) 0.022(3) 0.016(2) C8 0.0148(17) 0.024(2) 0.0065(17) 0.0004(16) 0.0005(14) -0.0019(15) C9 0.0137(17) 0.025(2) 0.0088(17) -0.0022(16) 0.0005(14) -0.0003(15) C10 0.034(2) 0.023(2) 0.0101(18) 0.0025(17) -0.0015(17) 0.0039(18) C11 0.035(2) 0.0175(19) 0.015(2) -0.0026(17) -0.0023(17) -0.0011(17) C12 0.041(2) 0.025(2) 0.012(2) 0.0082(18) -0.0015(18) 0.0011(19) C13 0.037(2) 0.022(2) 0.014(2) -0.0012(17) 0.0017(18) -0.0012(18) C14 0.0199(18) 0.0128(17) 0.0100(17) -0.0008(15) 0.0016(15) -0.0014(15) C15 0.0169(17) 0.0147(18) 0.0115(18) -0.0013(15) 0.0011(14) 0.0004(15) C16 0.0173(18) 0.035(2) 0.0110(18) -0.0016(18) -0.0012(15) 0.0028(17) C17 0.026(2) 0.034(2) 0.0126(19) -0.0011(18) 0.0059(16) 0.0054(18) C18 0.021(2) 0.034(2) 0.019(2) -0.0047(19) -0.0049(17) -0.0017(18) C19 0.0151(18) 0.035(2) 0.0153(19) -0.0036(18) 0.0020(15) -0.0018(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O8 2.340(2) 4_676 ? Sm1 O9 2.371(3) 2_655 ? Sm1 O1 2.377(2) 3_676 ? Sm1 O7 2.458(3) 3_676 ? Sm1 O6 2.458(3) . ? Sm1 O3 2.461(3) 3_676 ? Sm1 O10 2.510(3) . ? Sm1 O2 2.594(3) . ? Sm1 O1 2.616(2) . ? Cu1 N2 1.899(3) . ? Cu1 N1 1.916(3) 4_676 ? Cu1 O2 2.381(3) . ? S1 O4 1.437(3) . ? S1 O5 1.447(3) . ? S1 O3 1.451(3) . ? S1 C3 1.789(5) . ? O1 C1 1.260(4) . ? O1 Sm1 2.377(2) 3_676 ? O2 C1 1.260(4) . ? O3 Sm1 2.461(3) 3_676 ? O6 C8 1.257(4) . ? O7 C8 1.245(4) . ? O7 Sm1 2.458(3) 3_676 ? O8 C14 1.259(4) . ? O8 Sm1 2.340(2) 4_575 ? O9 C14 1.227(4) . ? O9 Sm1 2.371(3) 2_645 ? O10 H10B 0.8500 . ? O10 H10C 0.8499 . ? N1 C12 1.339(5) . ? N1 C11 1.338(5) . ? N1 Cu1 1.916(3) 4_575 ? N2 C17 1.340(5) . ? N2 C18 1.355(5) . ? C1 C2 1.492(6) . ? C2 C7 1.392(7) . ? C2 C3 1.401(6) . ? C3 C4 1.383(6) . ? C4 C5 1.384(9) . ? C4 H4A 0.9300 . ? C5 C6 1.389(9) . ? C5 H5A 0.9300 . ? C6 C7 1.399(7) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.506(5) . ? C9 C10 1.385(5) . ? C9 C13 1.385(5) . ? C10 C11 1.372(5) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.374(6) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.515(5) . ? C15 C16 1.380(5) . ? C15 C19 1.387(5) . ? C16 C17 1.387(5) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.378(5) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Sm1 O9 90.17(9) 4_676 2_655 ? O8 Sm1 O1 143.04(9) 4_676 3_676 ? O9 Sm1 O1 92.98(10) 2_655 3_676 ? O8 Sm1 O7 80.09(9) 4_676 3_676 ? O9 Sm1 O7 143.77(10) 2_655 3_676 ? O1 Sm1 O7 75.80(9) 3_676 3_676 ? O8 Sm1 O6 141.63(9) 4_676 . ? O9 Sm1 O6 75.66(10) 2_655 . ? O1 Sm1 O6 74.23(9) 3_676 . ? O7 Sm1 O6 130.95(9) 3_676 . ? O8 Sm1 O3 75.55(9) 4_676 3_676 ? O9 Sm1 O3 70.91(10) 2_655 3_676 ? O1 Sm1 O3 70.83(9) 3_676 3_676 ? O7 Sm1 O3 72.88(10) 3_676 3_676 ? O6 Sm1 O3 129.40(10) . 3_676 ? O8 Sm1 O10 75.04(10) 4_676 . ? O9 Sm1 O10 71.95(11) 2_655 . ? O1 Sm1 O10 140.43(9) 3_676 . ? O7 Sm1 O10 136.38(10) 3_676 . ? O6 Sm1 O10 66.71(10) . . ? O3 Sm1 O10 131.86(10) 3_676 . ? O8 Sm1 O2 81.41(9) 4_676 . ? O9 Sm1 O2 139.72(10) 2_655 . ? O1 Sm1 O2 117.06(8) 3_676 . ? O7 Sm1 O2 73.50(9) 3_676 . ? O6 Sm1 O2 86.86(9) . . ? O3 Sm1 O2 141.85(9) 3_676 . ? O10 Sm1 O2 67.82(10) . . ? O8 Sm1 O1 125.76(9) 4_676 . ? O9 Sm1 O1 141.19(9) 2_655 . ? O1 Sm1 O1 67.83(9) 3_676 . ? O7 Sm1 O1 66.16(8) 3_676 . ? O6 Sm1 O1 66.90(9) . . ? O3 Sm1 O1 127.07(9) 3_676 . ? O10 Sm1 O1 101.06(9) . . ? O2 Sm1 O1 49.69(8) . . ? N2 Cu1 N1 155.64(14) . 4_676 ? N2 Cu1 O2 112.90(12) . . ? N1 Cu1 O2 91.26(12) 4_676 . ? O4 S1 O5 114.1(2) . . ? O4 S1 O3 113.9(2) . . ? O5 S1 O3 110.01(19) . . ? O4 S1 C3 104.7(2) . . ? O5 S1 C3 104.7(2) . . ? O3 S1 C3 108.78(19) . . ? C1 O1 Sm1 150.7(3) . 3_676 ? C1 O1 Sm1 93.8(2) . . ? Sm1 O1 Sm1 112.17(9) 3_676 . ? C1 O2 Cu1 131.3(2) . . ? C1 O2 Sm1 94.9(2) . . ? Cu1 O2 Sm1 124.28(11) . . ? S1 O3 Sm1 139.52(16) . 3_676 ? C8 O6 Sm1 137.3(2) . . ? C8 O7 Sm1 133.2(2) . 3_676 ? C14 O8 Sm1 144.1(2) . 4_575 ? C14 O9 Sm1 164.1(3) . 2_645 ? Sm1 O10 H10B 110.9 . . ? Sm1 O10 H10C 110.9 . . ? H10B O10 H10C 109.1 . . ? C12 N1 C11 117.5(3) . . ? C12 N1 Cu1 120.3(3) . 4_575 ? C11 N1 Cu1 122.0(3) . 4_575 ? C17 N2 C18 117.4(3) . . ? C17 N2 Cu1 123.1(3) . . ? C18 N2 Cu1 119.5(3) . . ? O2 C1 O1 120.6(4) . . ? O2 C1 C2 120.9(3) . . ? O1 C1 C2 118.4(3) . . ? C7 C2 C3 119.9(4) . . ? C7 C2 C1 116.6(4) . . ? C3 C2 C1 123.3(4) . . ? C4 C3 C2 120.0(5) . . ? C4 C3 S1 118.7(4) . . ? C2 C3 S1 121.1(3) . . ? C5 C4 C3 119.9(5) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C4 C5 C6 121.0(5) . . ? C4 C5 H5A 119.5 . . ? C6 C5 H5A 119.5 . . ? C5 C6 C7 119.3(6) . . ? C5 C6 H6A 120.3 . . ? C7 C6 H6A 120.3 . . ? C2 C7 C6 119.9(5) . . ? C2 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? O7 C8 O6 128.1(3) . . ? O7 C8 C9 116.3(3) . . ? O6 C8 C9 115.6(3) . . ? C10 C9 C13 117.9(3) . . ? C10 C9 C8 120.3(3) . . ? C13 C9 C8 121.8(3) . . ? C11 C10 C9 119.6(4) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? N1 C11 C10 122.7(4) . . ? N1 C11 H11A 118.6 . . ? C10 C11 H11A 118.6 . . ? N1 C12 C13 123.3(4) . . ? N1 C12 H12A 118.4 . . ? C13 C12 H12A 118.4 . . ? C12 C13 C9 118.9(4) . . ? C12 C13 H13A 120.5 . . ? C9 C13 H13A 120.5 . . ? O9 C14 O8 126.6(3) . . ? O9 C14 C15 116.8(3) . . ? O8 C14 C15 116.6(3) . . ? C16 C15 C19 118.6(3) . . ? C16 C15 C14 121.7(3) . . ? C19 C15 C14 119.7(3) . . ? C15 C16 C17 118.8(4) . . ? C15 C16 H16A 120.6 . . ? C17 C16 H16A 120.6 . . ? N2 C17 C16 123.3(4) . . ? N2 C17 H17A 118.4 . . ? C16 C17 H17A 118.4 . . ? N2 C18 C19 122.5(4) . . ? N2 C18 H18A 118.8 . . ? C19 C18 H18A 118.8 . . ? C18 C19 C15 119.4(4) . . ? C18 C19 H19A 120.3 . . ? C15 C19 H19A 120.3 . . ? 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 O8 Sm1 O1 C1 -25.7(3) 4_676 . . . ? O9 Sm1 O1 C1 128.6(2) 2_655 . . . ? O1 Sm1 O1 C1 -166.1(3) 3_676 . . . ? O7 Sm1 O1 C1 -82.4(2) 3_676 . . . ? O6 Sm1 O1 C1 112.3(2) . . . . ? O3 Sm1 O1 C1 -124.9(2) 3_676 . . . ? O10 Sm1 O1 C1 53.7(2) . . . . ? O2 Sm1 O1 C1 5.8(2) . . . . ? O8 Sm1 O1 Sm1 140.34(10) 4_676 . . 3_676 ? O9 Sm1 O1 Sm1 -65.34(18) 2_655 . . 3_676 ? O1 Sm1 O1 Sm1 0.0 3_676 . . 3_676 ? O7 Sm1 O1 Sm1 83.72(11) 3_676 . . 3_676 ? O6 Sm1 O1 Sm1 -81.65(11) . . . 3_676 ? O3 Sm1 O1 Sm1 41.21(15) 3_676 . . 3_676 ? O10 Sm1 O1 Sm1 -140.22(11) . . . 3_676 ? O2 Sm1 O1 Sm1 171.87(16) . . . 3_676 ? N2 Cu1 O2 C1 65.0(4) . . . . ? N1 Cu1 O2 C1 -111.8(3) 4_676 . . . ? N2 Cu1 O2 Sm1 -72.27(17) . . . . ? N1 Cu1 O2 Sm1 110.94(16) 4_676 . . . ? O8 Sm1 O2 C1 148.8(2) 4_676 . . . ? O9 Sm1 O2 C1 -131.2(2) 2_655 . . . ? O1 Sm1 O2 C1 2.6(2) 3_676 . . . ? O7 Sm1 O2 C1 66.6(2) 3_676 . . . ? O6 Sm1 O2 C1 -67.9(2) . . . . ? O3 Sm1 O2 C1 95.7(2) 3_676 . . . ? O10 Sm1 O2 C1 -134.0(2) . . . . ? O1 Sm1 O2 C1 -5.8(2) . . . . ? O8 Sm1 O2 Cu1 -62.02(13) 4_676 . . . ? O9 Sm1 O2 Cu1 18.0(2) 2_655 . . . ? O1 Sm1 O2 Cu1 151.85(12) 3_676 . . . ? O7 Sm1 O2 Cu1 -144.16(15) 3_676 . . . ? O6 Sm1 O2 Cu1 81.35(14) . . . . ? O3 Sm1 O2 Cu1 -115.09(16) 3_676 . . . ? O10 Sm1 O2 Cu1 15.26(12) . . . . ? O1 Sm1 O2 Cu1 143.40(18) . . . . ? O4 S1 O3 Sm1 -77.3(3) . . . 3_676 ? O5 S1 O3 Sm1 153.1(3) . . . 3_676 ? C3 S1 O3 Sm1 39.0(3) . . . 3_676 ? O8 Sm1 O6 C8 168.5(3) 4_676 . . . ? O9 Sm1 O6 C8 -120.1(4) 2_655 . . . ? O1 Sm1 O6 C8 -22.7(4) 3_676 . . . ? O7 Sm1 O6 C8 31.7(4) 3_676 . . . ? O3 Sm1 O6 C8 -70.4(4) 3_676 . . . ? O10 Sm1 O6 C8 163.7(4) . . . . ? O2 Sm1 O6 C8 96.6(4) . . . . ? O1 Sm1 O6 C8 49.5(4) . . . . ? N1 Cu1 N2 C17 110.0(4) 4_676 . . . ? O2 Cu1 N2 C17 -62.2(4) . . . . ? N1 Cu1 N2 C18 -68.8(5) 4_676 . . . ? O2 Cu1 N2 C18 119.0(3) . . . . ? Cu1 O2 C1 O1 -135.0(3) . . . . ? Sm1 O2 C1 O1 10.7(4) . . . . ? Cu1 O2 C1 C2 50.0(5) . . . . ? Sm1 O2 C1 C2 -164.3(3) . . . . ? Sm1 O1 C1 O2 -163.5(3) 3_676 . . . ? Sm1 O1 C1 O2 -10.6(4) . . . . ? Sm1 O1 C1 C2 11.6(7) 3_676 . . . ? Sm1 O1 C1 C2 164.5(3) . . . . ? O2 C1 C2 C7 46.9(6) . . . . ? O1 C1 C2 C7 -128.2(4) . . . . ? O2 C1 C2 C3 -137.9(4) . . . . ? O1 C1 C2 C3 47.0(6) . . . . ? C7 C2 C3 C4 0.9(7) . . . . ? C1 C2 C3 C4 -174.2(4) . . . . ? C7 C2 C3 S1 -174.3(4) . . . . ? C1 C2 C3 S1 10.6(6) . . . . ? O4 S1 C3 C4 -129.1(4) . . . . ? O5 S1 C3 C4 -8.8(4) . . . . ? O3 S1 C3 C4 108.8(4) . . . . ? O4 S1 C3 C2 46.1(4) . . . . ? O5 S1 C3 C2 166.5(4) . . . . ? O3 S1 C3 C2 -76.0(4) . . . . ? C2 C3 C4 C5 0.5(7) . . . . ? S1 C3 C4 C5 175.8(4) . . . . ? C3 C4 C5 C6 -1.6(9) . . . . ? C4 C5 C6 C7 1.2(10) . . . . ? C3 C2 C7 C6 -1.2(7) . . . . ? C1 C2 C7 C6 174.2(5) . . . . ? C5 C6 C7 C2 0.2(9) . . . . ? Sm1 O7 C8 O6 -35.4(6) 3_676 . . . ? Sm1 O7 C8 C9 144.3(3) 3_676 . . . ? Sm1 O6 C8 O7 1.6(7) . . . . ? Sm1 O6 C8 C9 -178.0(3) . . . . ? O7 C8 C9 C10 -122.4(4) . . . . ? O6 C8 C9 C10 57.3(5) . . . . ? O7 C8 C9 C13 57.3(5) . . . . ? O6 C8 C9 C13 -123.0(4) . . . . ? C13 C9 C10 C11 -2.2(6) . . . . ? C8 C9 C10 C11 177.6(4) . . . . ? C12 N1 C11 C10 0.4(6) . . . . ? Cu1 N1 C11 C10 -173.9(3) 4_575 . . . ? C9 C10 C11 N1 1.7(7) . . . . ? C11 N1 C12 C13 -2.0(7) . . . . ? Cu1 N1 C12 C13 172.5(4) 4_575 . . . ? N1 C12 C13 C9 1.4(7) . . . . ? C10 C9 C13 C12 0.7(6) . . . . ? C8 C9 C13 C12 -179.0(4) . . . . ? Sm1 O9 C14 O8 -35.7(13) 2_645 . . . ? Sm1 O9 C14 C15 145.4(9) 2_645 . . . ? Sm1 O8 C14 O9 63.2(6) 4_575 . . . ? Sm1 O8 C14 C15 -117.9(4) 4_575 . . . ? O9 C14 C15 C16 -160.1(4) . . . . ? O8 C14 C15 C16 20.9(5) . . . . ? O9 C14 C15 C19 19.8(5) . . . . ? O8 C14 C15 C19 -159.3(4) . . . . ? C19 C15 C16 C17 0.0(6) . . . . ? C14 C15 C16 C17 179.9(4) . . . . ? C18 N2 C17 C16 -0.4(6) . . . . ? Cu1 N2 C17 C16 -179.2(3) . . . . ? C15 C16 C17 N2 0.2(6) . . . . ? C17 N2 C18 C19 0.5(6) . . . . ? Cu1 N2 C18 C19 179.3(3) . . . . ? N2 C18 C19 C15 -0.3(7) . . . . ? C16 C15 C19 C18 0.0(6) . . . . ? C14 C15 C19 C18 -179.9(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.11 2.753(4) 132.6 1_655 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.190 _refine_diff_density_min -0.921 _refine_diff_density_rms 0.125 #===END data_15-Eu _database_code_depnum_ccdc_archive 'CCDC 866078' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu Eu N2 O10 S' _chemical_formula_sum 'C19 H14 Cu Eu N2 O10 S' _chemical_formula_weight 677.88 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4413(2) _cell_length_b 13.4801(3) _cell_length_c 17.0139(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.221(2) _cell_angle_gamma 90.00 _cell_volume 2123.96(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4132 _cell_measurement_theta_min 2.4359 _cell_measurement_theta_max 29.0875 _exptl_crystal_description block-shaped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.120 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 4.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3208 _exptl_absorpt_correction_T_max 0.7357 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 8687 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0581 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4474 _reflns_number_gt 3928 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0600P)^2^+5.0000P] 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 4474 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.1111 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 Eu1 Eu 0.71415(2) 0.965460(18) 0.502437(14) 0.01169(11) Uani 1 1 d . . . Cu1 Cu 0.71591(9) 0.64078(6) 0.48114(4) 0.0328(2) Uani 1 1 d . . . S1 S 0.18210(15) 0.78359(11) 0.42228(11) 0.0303(4) Uani 1 1 d . . . O1 O 0.4532(4) 0.9026(3) 0.5048(2) 0.0191(8) Uani 1 1 d . . . O2 O 0.6233(4) 0.7903(3) 0.5273(3) 0.0234(9) Uani 1 1 d . . . O3 O 0.1625(4) 0.8900(3) 0.4267(3) 0.0288(10) Uani 1 1 d . . . O4 O 0.2886(5) 0.7538(4) 0.3770(3) 0.0428(12) Uani 1 1 d . . . O5 O 0.0427(5) 0.7364(4) 0.3970(4) 0.0550(16) Uani 1 1 d . . . O6 O 0.5605(4) 0.9550(3) 0.3686(2) 0.0265(10) Uani 1 1 d . . . O7 O 0.3469(4) 1.0314(3) 0.3645(2) 0.0217(9) Uani 1 1 d . . . O8 O 0.4274(4) 0.5980(3) 0.0788(2) 0.0194(8) Uani 1 1 d . . . O9 O 0.6514(5) 0.5464(3) 0.0818(3) 0.0296(10) Uani 1 1 d . . . O10 O 0.7973(5) 0.8379(3) 0.4146(3) 0.0358(11) Uani 1 1 d . . . H10B H 0.8880 0.8417 0.4172 0.054 Uiso 1 1 d R . . H10C H 0.7546 0.8452 0.3662 0.054 Uiso 1 1 d R . . N1 N 0.2985(5) 0.8967(4) 0.0890(3) 0.0235(10) Uani 1 1 d . . . N2 N 0.6609(5) 0.6222(3) 0.3684(3) 0.0220(10) Uani 1 1 d . . . C1 C 0.4959(6) 0.8170(4) 0.5267(3) 0.0192(11) Uani 1 1 d . . . C2 C 0.3936(7) 0.7494(4) 0.5586(4) 0.0283(14) Uani 1 1 d . . . C3 C 0.2491(7) 0.7377(5) 0.5210(5) 0.0338(16) Uani 1 1 d . . . C4 C 0.1570(9) 0.6819(5) 0.5582(6) 0.051(2) Uani 1 1 d . . . H4A H 0.0609 0.6732 0.5334 0.062 Uiso 1 1 calc R . . C5 C 0.2092(10) 0.6393(6) 0.6321(7) 0.068(3) Uani 1 1 d . . . H5A H 0.1465 0.6028 0.6567 0.082 Uiso 1 1 calc R . . C6 C 0.3523(10) 0.6493(6) 0.6708(6) 0.068(3) Uani 1 1 d . . . H6A H 0.3853 0.6195 0.7202 0.082 Uiso 1 1 calc R . . C7 C 0.4466(9) 0.7059(5) 0.6334(5) 0.049(2) Uani 1 1 d . . . H7A H 0.5428 0.7141 0.6581 0.059 Uiso 1 1 calc R . . C8 C 0.4363(6) 0.9829(4) 0.3351(3) 0.0192(11) Uani 1 1 d . . . C9 C 0.3901(6) 0.9542(4) 0.2478(3) 0.0192(11) Uani 1 1 d . . . C10 C 0.3893(6) 0.8548(4) 0.2260(3) 0.0254(12) Uani 1 1 d . . . H10A H 0.4200 0.8063 0.2644 0.031 Uiso 1 1 calc R . . C11 C 0.3424(7) 0.8287(4) 0.1468(3) 0.0247(12) Uani 1 1 d . . . H11A H 0.3411 0.7619 0.1327 0.030 Uiso 1 1 calc R . . C12 C 0.3057(7) 0.9932(5) 0.1112(4) 0.0292(14) Uani 1 1 d . . . H12A H 0.2801 1.0411 0.0716 0.035 Uiso 1 1 calc R . . C13 C 0.3486(7) 1.0238(4) 0.1884(4) 0.0266(13) Uani 1 1 d . . . H13A H 0.3497 1.0910 0.2010 0.032 Uiso 1 1 calc R . . C14 C 0.5533(5) 0.5774(4) 0.1133(3) 0.0160(10) Uani 1 1 d . . . C15 C 0.5889(5) 0.5937(4) 0.2030(3) 0.0168(11) Uani 1 1 d . . . C16 C 0.4826(6) 0.5981(4) 0.2480(3) 0.0243(12) Uani 1 1 d . . . H16A H 0.3858 0.5921 0.2238 0.029 Uiso 1 1 calc R . . C17 C 0.5227(6) 0.6116(4) 0.3303(3) 0.0260(13) Uani 1 1 d . . . H17A H 0.4506 0.6135 0.3605 0.031 Uiso 1 1 calc R . . C18 C 0.7640(6) 0.6176(5) 0.3233(4) 0.0281(13) Uani 1 1 d . . . H18A H 0.8602 0.6241 0.3485 0.034 Uiso 1 1 calc R . . C19 C 0.7318(6) 0.6036(4) 0.2415(3) 0.0240(12) Uani 1 1 d . . . H19A H 0.8054 0.6009 0.2123 0.029 Uiso 1 1 calc 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 Eu1 0.01230(15) 0.01340(17) 0.00904(16) -0.00066(9) 0.00129(10) 0.00011(9) Cu1 0.0421(5) 0.0436(5) 0.0093(3) 0.0019(3) -0.0032(3) -0.0045(4) S1 0.0193(7) 0.0249(8) 0.0477(10) -0.0181(7) 0.0092(7) -0.0049(6) O1 0.0180(18) 0.0135(18) 0.024(2) -0.0012(16) 0.0002(15) -0.0023(14) O2 0.023(2) 0.017(2) 0.030(2) 0.0045(17) 0.0074(17) 0.0025(16) O3 0.029(2) 0.022(2) 0.033(3) -0.0103(18) 0.0002(19) -0.0055(17) O4 0.033(2) 0.052(3) 0.047(3) -0.020(2) 0.015(2) 0.007(2) O5 0.026(2) 0.039(3) 0.096(5) -0.031(3) 0.003(3) -0.015(2) O6 0.0180(19) 0.045(3) 0.015(2) -0.0053(18) -0.0021(16) 0.0033(17) O7 0.023(2) 0.032(2) 0.0105(19) -0.0034(15) 0.0054(16) 0.0041(16) O8 0.0203(18) 0.023(2) 0.0133(18) -0.0021(15) -0.0015(15) -0.0014(15) O9 0.029(2) 0.043(3) 0.019(2) -0.0075(18) 0.0090(18) 0.0077(19) O10 0.032(2) 0.042(3) 0.034(3) -0.015(2) 0.010(2) 0.007(2) N1 0.029(2) 0.028(3) 0.013(2) -0.002(2) 0.0015(19) -0.003(2) N2 0.033(3) 0.021(2) 0.010(2) 0.0004(18) -0.0007(19) 0.002(2) C1 0.023(3) 0.015(3) 0.021(3) 0.000(2) 0.007(2) -0.001(2) C2 0.036(3) 0.014(3) 0.041(4) 0.008(3) 0.022(3) 0.004(2) C3 0.027(3) 0.017(3) 0.064(5) -0.006(3) 0.024(3) -0.002(3) C4 0.048(4) 0.028(4) 0.093(7) 0.006(4) 0.049(5) -0.003(3) C5 0.067(6) 0.034(4) 0.124(9) 0.032(5) 0.069(6) 0.007(4) C6 0.078(6) 0.050(5) 0.094(7) 0.052(5) 0.060(6) 0.031(5) C7 0.055(5) 0.043(4) 0.057(5) 0.034(4) 0.030(4) 0.023(4) C8 0.016(2) 0.027(3) 0.014(3) 0.000(2) 0.002(2) -0.002(2) C9 0.015(2) 0.029(3) 0.014(3) -0.002(2) 0.004(2) 0.002(2) C10 0.035(3) 0.023(3) 0.016(3) 0.003(2) -0.001(2) 0.005(3) C11 0.035(3) 0.025(3) 0.013(3) -0.002(2) 0.001(2) 0.001(3) C12 0.045(4) 0.025(3) 0.015(3) 0.006(3) -0.001(3) 0.001(3) C13 0.042(4) 0.021(3) 0.014(3) 0.001(2) 0.001(3) 0.004(3) C14 0.019(2) 0.015(3) 0.013(3) -0.002(2) 0.002(2) -0.003(2) C15 0.019(2) 0.018(3) 0.012(3) -0.003(2) 0.000(2) 0.002(2) C16 0.021(3) 0.032(3) 0.019(3) 0.001(2) 0.001(2) 0.006(2) C17 0.028(3) 0.037(3) 0.014(3) -0.003(2) 0.005(2) 0.005(3) C18 0.024(3) 0.037(4) 0.020(3) -0.003(3) -0.004(2) -0.004(3) C19 0.022(3) 0.033(3) 0.018(3) -0.006(2) 0.004(2) -0.005(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 Eu1 O8 2.336(4) 4_676 ? Eu1 O9 2.358(4) 2_655 ? Eu1 O1 2.366(4) 3_676 ? Eu1 O7 2.443(4) 3_676 ? Eu1 O6 2.454(4) . ? Eu1 O3 2.461(4) 3_676 ? Eu1 O10 2.503(4) . ? Eu1 O2 2.575(4) . ? Eu1 O1 2.613(3) . ? Cu1 N2 1.903(5) . ? Cu1 N1 1.916(5) 4_676 ? Cu1 O2 2.390(4) . ? S1 O4 1.438(5) . ? S1 O5 1.450(5) . ? S1 O3 1.451(4) . ? S1 C3 1.787(8) . ? O1 C1 1.256(6) . ? O1 Eu1 2.366(4) 3_676 ? O2 C1 1.253(7) . ? O3 Eu1 2.461(4) 3_676 ? O6 C8 1.257(7) . ? O7 C8 1.247(7) . ? O7 Eu1 2.443(4) 3_676 ? O8 C14 1.250(6) . ? O8 Eu1 2.336(4) 4_575 ? O9 C14 1.231(6) . ? O9 Eu1 2.358(4) 2_645 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C11 1.349(7) . ? N1 C12 1.353(8) . ? N1 Cu1 1.916(5) 4_575 ? N2 C17 1.347(7) . ? N2 C18 1.353(8) . ? C1 C2 1.504(7) . ? C2 C3 1.399(9) . ? C2 C7 1.402(10) . ? C3 C4 1.391(9) . ? C4 C5 1.383(13) . ? C4 H4A 0.9300 . ? C5 C6 1.390(14) . ? C5 H5A 0.9300 . ? C6 C7 1.414(10) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.514(8) . ? C9 C13 1.379(8) . ? C9 C10 1.390(8) . ? C10 C11 1.380(8) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.362(8) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.514(7) . ? C15 C16 1.377(7) . ? C15 C19 1.387(7) . ? C16 C17 1.389(8) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.379(8) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Eu1 O9 89.99(14) 4_676 2_655 ? O8 Eu1 O1 142.99(13) 4_676 3_676 ? O9 Eu1 O1 93.09(14) 2_655 3_676 ? O8 Eu1 O7 79.86(13) 4_676 3_676 ? O9 Eu1 O7 143.82(14) 2_655 3_676 ? O1 Eu1 O7 76.08(13) 3_676 3_676 ? O8 Eu1 O6 141.73(13) 4_676 . ? O9 Eu1 O6 75.75(15) 2_655 . ? O1 Eu1 O6 74.16(13) 3_676 . ? O7 Eu1 O6 131.09(13) 3_676 . ? O8 Eu1 O3 75.09(13) 4_676 3_676 ? O9 Eu1 O3 70.87(15) 2_655 3_676 ? O1 Eu1 O3 71.22(13) 3_676 3_676 ? O7 Eu1 O3 72.96(14) 3_676 3_676 ? O6 Eu1 O3 129.63(14) . 3_676 ? O8 Eu1 O10 75.17(14) 4_676 . ? O9 Eu1 O10 71.73(15) 2_655 . ? O1 Eu1 O10 140.31(14) 3_676 . ? O7 Eu1 O10 136.31(14) 3_676 . ? O6 Eu1 O10 66.68(14) . . ? O3 Eu1 O10 131.51(15) 3_676 . ? O8 Eu1 O2 81.46(13) 4_676 . ? O9 Eu1 O2 139.45(14) 2_655 . ? O1 Eu1 O2 117.20(12) 3_676 . ? O7 Eu1 O2 73.57(13) 3_676 . ? O6 Eu1 O2 86.80(14) . . ? O3 Eu1 O2 141.83(14) 3_676 . ? O10 Eu1 O2 67.75(14) . . ? O8 Eu1 O1 125.88(12) 4_676 . ? O9 Eu1 O1 141.24(13) 2_655 . ? O1 Eu1 O1 67.81(13) 3_676 . ? O7 Eu1 O1 66.31(13) 3_676 . ? O6 Eu1 O1 66.83(13) . . ? O3 Eu1 O1 127.36(13) 3_676 . ? O10 Eu1 O1 101.10(13) . . ? O2 Eu1 O1 49.83(12) . . ? N2 Cu1 N1 155.5(2) . 4_676 ? N2 Cu1 O2 113.39(17) . . ? N1 Cu1 O2 90.82(18) 4_676 . ? O4 S1 O5 114.1(3) . . ? O4 S1 O3 114.4(3) . . ? O5 S1 O3 109.4(3) . . ? O4 S1 C3 104.5(3) . . ? O5 S1 C3 105.1(3) . . ? O3 S1 C3 108.6(3) . . ? C1 O1 Eu1 151.6(3) . 3_676 ? C1 O1 Eu1 93.0(3) . . ? Eu1 O1 Eu1 112.19(13) 3_676 . ? C1 O2 Cu1 130.6(4) . . ? C1 O2 Eu1 94.9(3) . . ? Cu1 O2 Eu1 124.35(16) . . ? S1 O3 Eu1 139.1(3) . 3_676 ? C8 O6 Eu1 137.3(4) . . ? C8 O7 Eu1 132.9(4) . 3_676 ? C14 O8 Eu1 144.8(4) . 4_575 ? C14 O9 Eu1 164.1(4) . 2_645 ? Eu1 O10 H10B 110.9 . . ? Eu1 O10 H10C 110.7 . . ? H10B O10 H10C 109.0 . . ? C11 N1 C12 117.3(5) . . ? C11 N1 Cu1 121.9(4) . 4_575 ? C12 N1 Cu1 120.6(4) . 4_575 ? C17 N2 C18 117.3(5) . . ? C17 N2 Cu1 123.2(4) . . ? C18 N2 Cu1 119.5(4) . . ? O2 C1 O1 121.2(5) . . ? O2 C1 C2 120.4(5) . . ? O1 C1 C2 118.2(5) . . ? C3 C2 C7 120.8(6) . . ? C3 C2 C1 122.8(6) . . ? C7 C2 C1 116.1(6) . . ? C4 C3 C2 119.6(7) . . ? C4 C3 S1 118.4(6) . . ? C2 C3 S1 121.7(5) . . ? C5 C4 C3 119.6(8) . . ? C5 C4 H4A 120.2 . . ? C3 C4 H4A 120.2 . . ? C4 C5 C6 122.2(7) . . ? C4 C5 H5A 118.9 . . ? C6 C5 H5A 118.9 . . ? C5 C6 C7 118.6(8) . . ? C5 C6 H6A 120.7 . . ? C7 C6 H6A 120.7 . . ? C2 C7 C6 119.3(8) . . ? C2 C7 H7A 120.4 . . ? C6 C7 H7A 120.4 . . ? O7 C8 O6 128.2(5) . . ? O7 C8 C9 116.0(5) . . ? O6 C8 C9 115.7(5) . . ? C13 C9 C10 118.3(5) . . ? C13 C9 C8 122.1(5) . . ? C10 C9 C8 119.6(5) . . ? C11 C10 C9 119.4(5) . . ? C11 C10 H10A 120.3 . . ? C9 C10 H10A 120.3 . . ? N1 C11 C10 122.2(5) . . ? N1 C11 H11A 118.9 . . ? C10 C11 H11A 118.9 . . ? N1 C12 C13 123.4(5) . . ? N1 C12 H12A 118.3 . . ? C13 C12 H12A 118.3 . . ? C12 C13 C9 119.3(5) . . ? C12 C13 H13A 120.3 . . ? C9 C13 H13A 120.3 . . ? O9 C14 O8 126.8(5) . . ? O9 C14 C15 116.8(5) . . ? O8 C14 C15 116.4(5) . . ? C16 C15 C19 118.7(5) . . ? C16 C15 C14 121.6(5) . . ? C19 C15 C14 119.7(5) . . ? C15 C16 C17 118.7(5) . . ? C15 C16 H16A 120.6 . . ? C17 C16 H16A 120.6 . . ? N2 C17 C16 123.2(5) . . ? N2 C17 H17A 118.4 . . ? C16 C17 H17A 118.4 . . ? N2 C18 C19 122.5(5) . . ? N2 C18 H18A 118.8 . . ? C19 C18 H18A 118.8 . . ? C18 C19 C15 119.5(5) . . ? C18 C19 H19A 120.2 . . ? C15 C19 H19A 120.2 . . ? 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 O8 Eu1 O1 C1 -26.3(4) 4_676 . . . ? O9 Eu1 O1 C1 127.9(3) 2_655 . . . ? O1 Eu1 O1 C1 -166.6(4) 3_676 . . . ? O7 Eu1 O1 C1 -82.6(3) 3_676 . . . ? O6 Eu1 O1 C1 111.8(3) . . . . ? O3 Eu1 O1 C1 -125.1(3) 3_676 . . . ? O10 Eu1 O1 C1 53.4(3) . . . . ? O2 Eu1 O1 C1 5.5(3) . . . . ? O8 Eu1 O1 Eu1 140.30(15) 4_676 . . 3_676 ? O9 Eu1 O1 Eu1 -65.5(3) 2_655 . . 3_676 ? O1 Eu1 O1 Eu1 0.0 3_676 . . 3_676 ? O7 Eu1 O1 Eu1 83.98(16) 3_676 . . 3_676 ? O6 Eu1 O1 Eu1 -81.60(17) . . . 3_676 ? O3 Eu1 O1 Eu1 41.5(2) 3_676 . . 3_676 ? O10 Eu1 O1 Eu1 -140.07(17) . . . 3_676 ? O2 Eu1 O1 Eu1 172.0(2) . . . 3_676 ? N2 Cu1 O2 C1 64.3(5) . . . . ? N1 Cu1 O2 C1 -112.1(5) 4_676 . . . ? N2 Cu1 O2 Eu1 -72.0(3) . . . . ? N1 Cu1 O2 Eu1 111.6(2) 4_676 . . . ? O8 Eu1 O2 C1 149.0(4) 4_676 . . . ? O9 Eu1 O2 C1 -131.1(3) 2_655 . . . ? O1 Eu1 O2 C1 2.8(4) 3_676 . . . ? O7 Eu1 O2 C1 67.1(3) 3_676 . . . ? O6 Eu1 O2 C1 -67.6(3) . . . . ? O3 Eu1 O2 C1 96.7(4) 3_676 . . . ? O10 Eu1 O2 C1 -133.6(4) . . . . ? O1 Eu1 O2 C1 -5.5(3) . . . . ? O8 Eu1 O2 Cu1 -62.8(2) 4_676 . . . ? O9 Eu1 O2 Cu1 17.1(3) 2_655 . . . ? O1 Eu1 O2 Cu1 151.00(18) 3_676 . . . ? O7 Eu1 O2 Cu1 -144.7(2) 3_676 . . . ? O6 Eu1 O2 Cu1 80.6(2) . . . . ? O3 Eu1 O2 Cu1 -115.1(2) 3_676 . . . ? O10 Eu1 O2 Cu1 14.57(19) . . . . ? O1 Eu1 O2 Cu1 142.7(3) . . . . ? O4 S1 O3 Eu1 -76.2(5) . . . 3_676 ? O5 S1 O3 Eu1 154.4(4) . . . 3_676 ? C3 S1 O3 Eu1 40.2(5) . . . 3_676 ? O8 Eu1 O6 C8 168.6(5) 4_676 . . . ? O9 Eu1 O6 C8 -120.2(6) 2_655 . . . ? O1 Eu1 O6 C8 -22.8(5) 3_676 . . . ? O7 Eu1 O6 C8 31.8(6) 3_676 . . . ? O3 Eu1 O6 C8 -70.7(6) 3_676 . . . ? O10 Eu1 O6 C8 163.8(6) . . . . ? O2 Eu1 O6 C8 96.7(6) . . . . ? O1 Eu1 O6 C8 49.4(5) . . . . ? N1 Cu1 N2 C17 108.6(6) 4_676 . . . ? O2 Cu1 N2 C17 -62.7(5) . . . . ? N1 Cu1 N2 C18 -70.4(7) 4_676 . . . ? O2 Cu1 N2 C18 118.3(4) . . . . ? Cu1 O2 C1 O1 -134.8(4) . . . . ? Eu1 O2 C1 O1 10.2(6) . . . . ? Cu1 O2 C1 C2 50.1(8) . . . . ? Eu1 O2 C1 C2 -164.8(5) . . . . ? Eu1 O1 C1 O2 -163.2(5) 3_676 . . . ? Eu1 O1 C1 O2 -10.1(6) . . . . ? Eu1 O1 C1 C2 11.9(11) 3_676 . . . ? Eu1 O1 C1 C2 165.1(5) . . . . ? O2 C1 C2 C3 -139.0(6) . . . . ? O1 C1 C2 C3 45.8(8) . . . . ? O2 C1 C2 C7 47.6(8) . . . . ? O1 C1 C2 C7 -127.7(6) . . . . ? C7 C2 C3 C4 -0.3(10) . . . . ? C1 C2 C3 C4 -173.4(6) . . . . ? C7 C2 C3 S1 -174.8(5) . . . . ? C1 C2 C3 S1 12.0(8) . . . . ? O4 S1 C3 C4 -129.1(5) . . . . ? O5 S1 C3 C4 -8.7(6) . . . . ? O3 S1 C3 C4 108.3(5) . . . . ? O4 S1 C3 C2 45.4(6) . . . . ? O5 S1 C3 C2 165.9(5) . . . . ? O3 S1 C3 C2 -77.1(6) . . . . ? C2 C3 C4 C5 0.5(11) . . . . ? S1 C3 C4 C5 175.2(6) . . . . ? C3 C4 C5 C6 -0.7(13) . . . . ? C4 C5 C6 C7 0.6(14) . . . . ? C3 C2 C7 C6 0.2(11) . . . . ? C1 C2 C7 C6 173.8(7) . . . . ? C5 C6 C7 C2 -0.4(13) . . . . ? Eu1 O7 C8 O6 -35.2(9) 3_676 . . . ? Eu1 O7 C8 C9 145.1(4) 3_676 . . . ? Eu1 O6 C8 O7 1.6(10) . . . . ? Eu1 O6 C8 C9 -178.7(4) . . . . ? O7 C8 C9 C13 57.0(8) . . . . ? O6 C8 C9 C13 -122.8(6) . . . . ? O7 C8 C9 C10 -123.1(6) . . . . ? O6 C8 C9 C10 57.1(7) . . . . ? C13 C9 C10 C11 -2.3(9) . . . . ? C8 C9 C10 C11 177.8(5) . . . . ? C12 N1 C11 C10 1.8(9) . . . . ? Cu1 N1 C11 C10 -173.7(5) 4_575 . . . ? C9 C10 C11 N1 0.8(9) . . . . ? C11 N1 C12 C13 -2.9(9) . . . . ? Cu1 N1 C12 C13 172.6(5) 4_575 . . . ? N1 C12 C13 C9 1.5(10) . . . . ? C10 C9 C13 C12 1.2(9) . . . . ? C8 C9 C13 C12 -178.9(6) . . . . ? Eu1 O9 C14 O8 -33.2(19) 2_645 . . . ? Eu1 O9 C14 C15 147.7(13) 2_645 . . . ? Eu1 O8 C14 O9 62.1(9) 4_575 . . . ? Eu1 O8 C14 C15 -118.8(6) 4_575 . . . ? O9 C14 C15 C16 -159.7(5) . . . . ? O8 C14 C15 C16 21.2(8) . . . . ? O9 C14 C15 C19 19.7(8) . . . . ? O8 C14 C15 C19 -159.5(5) . . . . ? C19 C15 C16 C17 -0.5(8) . . . . ? C14 C15 C16 C17 179.0(5) . . . . ? C18 N2 C17 C16 -1.0(9) . . . . ? Cu1 N2 C17 C16 180.0(4) . . . . ? C15 C16 C17 N2 1.0(9) . . . . ? C17 N2 C18 C19 0.6(9) . . . . ? Cu1 N2 C18 C19 179.6(5) . . . . ? N2 C18 C19 C15 -0.1(9) . . . . ? C16 C15 C19 C18 0.0(9) . . . . ? C14 C15 C19 C18 -179.4(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.11 2.756(6) 132.2 1_655 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.593 _refine_diff_density_min -3.117 _refine_diff_density_rms 0.588 #===END data_16-Gd _database_code_depnum_ccdc_archive 'CCDC 866079' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu Gd N2 O10 S' _chemical_formula_sum 'C19 H14 Cu Gd N2 O10 S' _chemical_formula_weight 683.17 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4107(2) _cell_length_b 13.4745(3) _cell_length_c 16.9720(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.176(2) _cell_angle_gamma 90.00 _cell_volume 2111.31(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4142 _cell_measurement_theta_min 2.4416 _cell_measurement_theta_max 28.9957 _exptl_crystal_description block-shaped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.149 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1324 _exptl_absorpt_coefficient_mu 4.282 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1906 _exptl_absorpt_correction_T_max 0.2611 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9195 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0428 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 26.75 _reflns_number_total 4451 _reflns_number_gt 3908 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0420P)^2^+5.0000P] 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 4451 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0342 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0839 _refine_ls_wR_factor_gt 0.0668 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 Gd1 Gd 0.71415(2) 0.965664(15) 0.502544(13) 0.01052(8) Uani 1 1 d . . . Cu1 Cu 0.71607(7) 0.64144(5) 0.48115(4) 0.03151(17) Uani 1 1 d . . . S1 S 0.18241(13) 0.78356(9) 0.42272(9) 0.0284(3) Uani 1 1 d . . . O1 O 0.4529(3) 0.9034(2) 0.5053(2) 0.0170(7) Uani 1 1 d . . . O2 O 0.6243(3) 0.7917(2) 0.5280(2) 0.0231(8) Uani 1 1 d . . . O3 O 0.1633(4) 0.8905(2) 0.4268(2) 0.0272(8) Uani 1 1 d . . . O4 O 0.2891(4) 0.7545(3) 0.3769(3) 0.0424(11) Uani 1 1 d . . . O5 O 0.0426(4) 0.7364(3) 0.3975(3) 0.0524(14) Uani 1 1 d . . . O6 O 0.5611(4) 0.9541(3) 0.3693(2) 0.0238(8) Uani 1 1 d . . . O7 O 0.3467(3) 1.0309(2) 0.3648(2) 0.0199(7) Uani 1 1 d . . . O8 O 0.4270(3) 0.5971(2) 0.07806(19) 0.0190(7) Uani 1 1 d . . . O9 O 0.6522(4) 0.5463(3) 0.0814(2) 0.0268(8) Uani 1 1 d . . . O10 O 0.7972(4) 0.8380(3) 0.4156(2) 0.0329(9) Uani 1 1 d . . . H10B H 0.8882 0.8418 0.4184 0.049 Uiso 1 1 d R . . H10C H 0.7549 0.8453 0.3670 0.049 Uiso 1 1 d R . . N1 N 0.2998(4) 0.8964(3) 0.0889(2) 0.0216(9) Uani 1 1 d . . . N2 N 0.6612(4) 0.6230(3) 0.3682(2) 0.0204(9) Uani 1 1 d . . . C1 C 0.4961(5) 0.8169(3) 0.5277(3) 0.0172(10) Uani 1 1 d . . . C2 C 0.3942(6) 0.7504(3) 0.5597(4) 0.0259(12) Uani 1 1 d . . . C3 C 0.2489(6) 0.7373(4) 0.5218(4) 0.0292(13) Uani 1 1 d . . . C4 C 0.1575(7) 0.6808(4) 0.5582(5) 0.0485(19) Uani 1 1 d . . . H4A H 0.0616 0.6715 0.5329 0.058 Uiso 1 1 calc R . . C5 C 0.2090(8) 0.6381(5) 0.6327(5) 0.063(3) Uani 1 1 d . . . H5A H 0.1465 0.6014 0.6576 0.076 Uiso 1 1 calc R . . C6 C 0.3533(9) 0.6495(5) 0.6706(5) 0.068(3) Uani 1 1 d . . . H6A H 0.3872 0.6193 0.7200 0.081 Uiso 1 1 calc R . . C7 C 0.4464(7) 0.7060(4) 0.6345(4) 0.0443(17) Uani 1 1 d . . . H7A H 0.5426 0.7144 0.6597 0.053 Uiso 1 1 calc R . . C8 C 0.4369(5) 0.9819(3) 0.3350(3) 0.0162(9) Uani 1 1 d . . . C9 C 0.3915(5) 0.9532(3) 0.2484(3) 0.0161(9) Uani 1 1 d . . . C10 C 0.3903(5) 0.8546(4) 0.2260(3) 0.0231(11) Uani 1 1 d . . . H10A H 0.4217 0.8059 0.2643 0.028 Uiso 1 1 calc R . . C11 C 0.3425(6) 0.8285(4) 0.1469(3) 0.0244(11) Uani 1 1 d . . . H11A H 0.3397 0.7617 0.1331 0.029 Uiso 1 1 calc R . . C12 C 0.3063(6) 0.9926(4) 0.1116(3) 0.0280(12) Uani 1 1 d . . . H12A H 0.2806 1.0407 0.0721 0.034 Uiso 1 1 calc R . . C13 C 0.3487(6) 1.0230(4) 0.1891(3) 0.0250(11) Uani 1 1 d . . . H13A H 0.3486 1.0900 0.2020 0.030 Uiso 1 1 calc R . . C14 C 0.5537(5) 0.5776(3) 0.1131(3) 0.0137(9) Uani 1 1 d . . . C15 C 0.5893(5) 0.5939(3) 0.2025(3) 0.0150(9) Uani 1 1 d . . . C16 C 0.4826(5) 0.5977(4) 0.2482(3) 0.0211(10) Uani 1 1 d . . . H16A H 0.3855 0.5911 0.2240 0.025 Uiso 1 1 calc R . . C17 C 0.5223(5) 0.6114(4) 0.3300(3) 0.0238(11) Uani 1 1 d . . . H17A H 0.4500 0.6127 0.3603 0.029 Uiso 1 1 calc R . . C18 C 0.7643(5) 0.6185(4) 0.3230(3) 0.0250(11) Uani 1 1 d . . . H18A H 0.8607 0.6255 0.3482 0.030 Uiso 1 1 calc R . . C19 C 0.7333(5) 0.6040(4) 0.2417(3) 0.0232(11) Uani 1 1 d . . . H19A H 0.8076 0.6009 0.2127 0.028 Uiso 1 1 calc 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 Gd1 0.00820(12) 0.01342(12) 0.00981(13) -0.00075(8) 0.00140(8) 0.00008(8) Cu1 0.0372(4) 0.0446(4) 0.0097(3) 0.0021(3) -0.0030(3) -0.0048(3) S1 0.0151(6) 0.0246(6) 0.0464(9) -0.0181(6) 0.0083(6) -0.0050(5) O1 0.0143(15) 0.0136(14) 0.0222(19) 0.0007(13) 0.0011(13) 0.0000(12) O2 0.0137(16) 0.0200(16) 0.036(2) 0.0033(15) 0.0045(15) 0.0042(13) O3 0.0234(18) 0.0220(17) 0.033(2) -0.0094(16) -0.0011(16) -0.0019(14) O4 0.030(2) 0.054(3) 0.046(3) -0.020(2) 0.0135(19) 0.0075(19) O5 0.022(2) 0.038(2) 0.095(4) -0.028(2) 0.004(2) -0.0153(18) O6 0.0142(16) 0.042(2) 0.0145(18) -0.0070(15) 0.0017(14) 0.0052(14) O7 0.0182(17) 0.0287(18) 0.0123(17) -0.0029(14) 0.0018(13) 0.0058(14) O8 0.0119(15) 0.0279(17) 0.0145(17) -0.0017(14) -0.0040(13) -0.0037(13) O9 0.0230(18) 0.042(2) 0.0174(19) -0.0071(16) 0.0081(15) 0.0077(15) O10 0.0260(19) 0.041(2) 0.033(2) -0.0113(18) 0.0086(17) 0.0062(17) N1 0.022(2) 0.030(2) 0.012(2) -0.0042(17) 0.0015(16) -0.0040(17) N2 0.028(2) 0.021(2) 0.010(2) -0.0012(16) 0.0000(16) 0.0033(17) C1 0.021(2) 0.014(2) 0.017(2) -0.0011(18) 0.0044(19) -0.0014(18) C2 0.026(3) 0.016(2) 0.041(3) 0.007(2) 0.020(2) 0.004(2) C3 0.024(3) 0.014(2) 0.055(4) -0.005(2) 0.023(3) -0.001(2) C4 0.039(4) 0.026(3) 0.093(6) 0.000(3) 0.044(4) -0.004(3) C5 0.062(5) 0.040(4) 0.107(7) 0.030(4) 0.064(5) 0.009(3) C6 0.077(6) 0.051(4) 0.094(7) 0.054(4) 0.063(5) 0.030(4) C7 0.044(4) 0.039(3) 0.056(5) 0.022(3) 0.025(3) 0.016(3) C8 0.011(2) 0.024(2) 0.014(2) -0.0024(19) 0.0040(17) -0.0020(18) C9 0.010(2) 0.025(2) 0.013(2) -0.0025(19) 0.0023(17) -0.0016(17) C10 0.029(3) 0.024(2) 0.015(3) 0.003(2) -0.001(2) 0.002(2) C11 0.029(3) 0.025(2) 0.017(3) -0.003(2) -0.001(2) -0.002(2) C12 0.040(3) 0.028(3) 0.014(3) 0.005(2) 0.000(2) 0.000(2) C13 0.036(3) 0.022(2) 0.016(3) -0.002(2) 0.004(2) 0.002(2) C14 0.014(2) 0.012(2) 0.015(2) -0.0014(17) 0.0031(17) -0.0027(17) C15 0.017(2) 0.016(2) 0.011(2) -0.0006(17) -0.0003(17) -0.0009(17) C16 0.013(2) 0.033(3) 0.017(3) -0.002(2) 0.0020(18) 0.004(2) C17 0.022(2) 0.034(3) 0.016(3) -0.002(2) 0.006(2) 0.005(2) C18 0.017(2) 0.035(3) 0.020(3) -0.005(2) -0.004(2) -0.003(2) C19 0.015(2) 0.034(3) 0.020(3) -0.004(2) 0.0007(19) -0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd1 O8 2.318(3) 4_676 ? Gd1 O9 2.343(3) 2_655 ? Gd1 O1 2.350(3) 3_676 ? Gd1 O7 2.429(3) 3_676 ? Gd1 O6 2.439(3) . ? Gd1 O3 2.447(3) 3_676 ? Gd1 O10 2.489(4) . ? Gd1 O2 2.557(3) . ? Gd1 O1 2.607(3) . ? Cu1 N2 1.902(4) . ? Cu1 N1 1.915(4) 4_676 ? Cu1 O2 2.397(3) . ? S1 O4 1.439(4) . ? S1 O5 1.449(4) . ? S1 O3 1.456(3) . ? S1 C3 1.789(7) . ? O1 C1 1.268(5) . ? O1 Gd1 2.350(3) 3_676 ? O2 C1 1.251(6) . ? O3 Gd1 2.447(3) 3_676 ? O6 C8 1.258(6) . ? O7 C8 1.256(5) . ? O7 Gd1 2.429(3) 3_676 ? O8 C14 1.253(5) . ? O8 Gd1 2.318(3) 4_575 ? O9 C14 1.233(5) . ? O9 Gd1 2.343(3) 2_645 ? O10 H10B 0.8502 . ? O10 H10C 0.8500 . ? N1 C11 1.347(6) . ? N1 C12 1.350(7) . ? N1 Cu1 1.915(4) 4_575 ? N2 C17 1.351(6) . ? N2 C18 1.351(7) . ? C1 C2 1.490(7) . ? C2 C7 1.403(8) . ? C2 C3 1.405(8) . ? C3 C4 1.381(8) . ? C4 C5 1.388(11) . ? C4 H4A 0.9300 . ? C5 C6 1.394(12) . ? C5 H5A 0.9300 . ? C6 C7 1.390(9) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.500(6) . ? C9 C13 1.379(7) . ? C9 C10 1.382(7) . ? C10 C11 1.375(7) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.363(7) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.505(6) . ? C15 C16 1.383(6) . ? C15 C19 1.396(6) . ? C16 C17 1.379(7) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.368(7) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Gd1 O9 89.85(12) 4_676 2_655 ? O8 Gd1 O1 143.34(11) 4_676 3_676 ? O9 Gd1 O1 92.85(12) 2_655 3_676 ? O8 Gd1 O7 80.10(11) 4_676 3_676 ? O9 Gd1 O7 143.70(12) 2_655 3_676 ? O1 Gd1 O7 76.27(11) 3_676 3_676 ? O8 Gd1 O6 141.34(11) 4_676 . ? O9 Gd1 O6 75.87(12) 2_655 . ? O1 Gd1 O6 74.15(11) 3_676 . ? O7 Gd1 O6 131.12(11) 3_676 . ? O8 Gd1 O3 75.13(11) 4_676 3_676 ? O9 Gd1 O3 70.93(13) 2_655 3_676 ? O1 Gd1 O3 71.33(11) 3_676 3_676 ? O7 Gd1 O3 72.77(12) 3_676 3_676 ? O6 Gd1 O3 129.98(12) . 3_676 ? O8 Gd1 O10 74.84(12) 4_676 . ? O9 Gd1 O10 72.10(13) 2_655 . ? O1 Gd1 O10 140.27(12) 3_676 . ? O7 Gd1 O10 136.07(12) 3_676 . ? O6 Gd1 O10 66.63(12) . . ? O3 Gd1 O10 131.73(13) 3_676 . ? O8 Gd1 O2 81.41(11) 4_676 . ? O9 Gd1 O2 139.65(12) 2_655 . ? O1 Gd1 O2 117.26(10) 3_676 . ? O7 Gd1 O2 73.48(11) 3_676 . ? O6 Gd1 O2 86.73(12) . . ? O3 Gd1 O2 141.53(12) 3_676 . ? O10 Gd1 O2 67.59(12) . . ? O8 Gd1 O1 126.11(11) 4_676 . ? O9 Gd1 O1 141.23(11) 2_655 . ? O1 Gd1 O1 67.64(11) 3_676 . ? O7 Gd1 O1 66.23(11) 3_676 . ? O6 Gd1 O1 66.83(11) . . ? O3 Gd1 O1 127.07(11) 3_676 . ? O10 Gd1 O1 101.17(11) . . ? O2 Gd1 O1 50.04(10) . . ? N2 Cu1 N1 155.33(17) . 4_676 ? N2 Cu1 O2 113.55(15) . . ? N1 Cu1 O2 90.92(15) 4_676 . ? O4 S1 O5 114.2(3) . . ? O4 S1 O3 113.6(3) . . ? O5 S1 O3 109.6(2) . . ? O4 S1 C3 105.1(3) . . ? O5 S1 C3 104.9(3) . . ? O3 S1 C3 108.9(2) . . ? C1 O1 Gd1 151.6(3) . 3_676 ? C1 O1 Gd1 93.0(3) . . ? Gd1 O1 Gd1 112.36(11) 3_676 . ? C1 O2 Cu1 129.5(3) . . ? C1 O2 Gd1 95.8(3) . . ? Cu1 O2 Gd1 124.46(14) . . ? S1 O3 Gd1 139.1(2) . 3_676 ? C8 O6 Gd1 137.6(3) . . ? C8 O7 Gd1 133.0(3) . 3_676 ? C14 O8 Gd1 145.7(3) . 4_575 ? C14 O9 Gd1 164.1(3) . 2_645 ? Gd1 O10 H10B 110.7 . . ? Gd1 O10 H10C 110.7 . . ? H10B O10 H10C 108.9 . . ? C11 N1 C12 116.9(4) . . ? C11 N1 Cu1 121.8(3) . 4_575 ? C12 N1 Cu1 121.0(3) . 4_575 ? C17 N2 C18 117.1(4) . . ? C17 N2 Cu1 123.2(3) . . ? C18 N2 Cu1 119.6(3) . . ? O2 C1 O1 120.2(4) . . ? O2 C1 C2 121.5(4) . . ? O1 C1 C2 118.1(4) . . ? C7 C2 C3 120.0(5) . . ? C7 C2 C1 116.7(5) . . ? C3 C2 C1 123.1(5) . . ? C4 C3 C2 120.0(6) . . ? C4 C3 S1 118.6(5) . . ? C2 C3 S1 121.2(4) . . ? C3 C4 C5 119.9(7) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C4 C5 C6 120.8(6) . . ? C4 C5 H5A 119.6 . . ? C6 C5 H5A 119.6 . . ? C7 C6 C5 119.9(7) . . ? C7 C6 H6A 120.1 . . ? C5 C6 H6A 120.1 . . ? C6 C7 C2 119.5(7) . . ? C6 C7 H7A 120.3 . . ? C2 C7 H7A 120.3 . . ? O7 C8 O6 127.6(4) . . ? O7 C8 C9 116.3(4) . . ? O6 C8 C9 116.1(4) . . ? C13 C9 C10 118.0(4) . . ? C13 C9 C8 121.8(4) . . ? C10 C9 C8 120.2(4) . . ? C11 C10 C9 119.9(5) . . ? C11 C10 H10A 120.1 . . ? C9 C10 H10A 120.1 . . ? N1 C11 C10 122.3(5) . . ? N1 C11 H11A 118.8 . . ? C10 C11 H11A 118.8 . . ? N1 C12 C13 123.5(5) . . ? N1 C12 H12A 118.3 . . ? C13 C12 H12A 118.3 . . ? C12 C13 C9 119.3(5) . . ? C12 C13 H13A 120.3 . . ? C9 C13 H13A 120.3 . . ? O9 C14 O8 126.3(4) . . ? O9 C14 C15 116.8(4) . . ? O8 C14 C15 116.9(4) . . ? C16 C15 C19 118.2(4) . . ? C16 C15 C14 121.8(4) . . ? C19 C15 C14 120.0(4) . . ? C17 C16 C15 119.0(4) . . ? C17 C16 H16A 120.5 . . ? C15 C16 H16A 120.5 . . ? N2 C17 C16 123.2(5) . . ? N2 C17 H17A 118.4 . . ? C16 C17 H17A 118.4 . . ? N2 C18 C19 122.9(4) . . ? N2 C18 H18A 118.5 . . ? C19 C18 H18A 118.5 . . ? C18 C19 C15 119.5(5) . . ? C18 C19 H19A 120.3 . . ? C15 C19 H19A 120.3 . . ? 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 O8 Gd1 O1 C1 -26.1(3) 4_676 . . . ? O9 Gd1 O1 C1 128.4(3) 2_655 . . . ? O1 Gd1 O1 C1 -166.8(3) 3_676 . . . ? O7 Gd1 O1 C1 -82.5(3) 3_676 . . . ? O6 Gd1 O1 C1 111.5(3) . . . . ? O3 Gd1 O1 C1 -124.9(3) 3_676 . . . ? O10 Gd1 O1 C1 53.2(3) . . . . ? O2 Gd1 O1 C1 5.4(3) . . . . ? O8 Gd1 O1 Gd1 140.68(13) 4_676 . . 3_676 ? O9 Gd1 O1 Gd1 -64.8(2) 2_655 . . 3_676 ? O1 Gd1 O1 Gd1 0.0 3_676 . . 3_676 ? O7 Gd1 O1 Gd1 84.31(14) 3_676 . . 3_676 ? O6 Gd1 O1 Gd1 -81.66(14) . . . 3_676 ? O3 Gd1 O1 Gd1 41.9(2) 3_676 . . 3_676 ? O10 Gd1 O1 Gd1 -140.03(14) . . . 3_676 ? O2 Gd1 O1 Gd1 172.2(2) . . . 3_676 ? N2 Cu1 O2 C1 65.2(4) . . . . ? N1 Cu1 O2 C1 -111.6(4) 4_676 . . . ? N2 Cu1 O2 Gd1 -71.3(2) . . . . ? N1 Cu1 O2 Gd1 111.9(2) 4_676 . . . ? O8 Gd1 O2 C1 149.2(3) 4_676 . . . ? O9 Gd1 O2 C1 -131.3(3) 2_655 . . . ? O1 Gd1 O2 C1 2.6(3) 3_676 . . . ? O7 Gd1 O2 C1 67.0(3) 3_676 . . . ? O6 Gd1 O2 C1 -67.7(3) . . . . ? O3 Gd1 O2 C1 96.6(3) 3_676 . . . ? O10 Gd1 O2 C1 -133.7(3) . . . . ? O1 Gd1 O2 C1 -5.5(3) . . . . ? O8 Gd1 O2 Cu1 -63.12(17) 4_676 . . . ? O9 Gd1 O2 Cu1 16.4(3) 2_655 . . . ? O1 Gd1 O2 Cu1 150.28(15) 3_676 . . . ? O7 Gd1 O2 Cu1 -145.27(19) 3_676 . . . ? O6 Gd1 O2 Cu1 79.98(18) . . . . ? O3 Gd1 O2 Cu1 -115.7(2) 3_676 . . . ? O10 Gd1 O2 Cu1 13.95(16) . . . . ? O1 Gd1 O2 Cu1 142.2(2) . . . . ? O4 S1 O3 Gd1 -77.0(4) . . . 3_676 ? O5 S1 O3 Gd1 154.0(4) . . . 3_676 ? C3 S1 O3 Gd1 39.7(4) . . . 3_676 ? O8 Gd1 O6 C8 169.1(4) 4_676 . . . ? O9 Gd1 O6 C8 -119.5(5) 2_655 . . . ? O1 Gd1 O6 C8 -22.3(5) 3_676 . . . ? O7 Gd1 O6 C8 32.6(5) 3_676 . . . ? O3 Gd1 O6 C8 -70.1(5) 3_676 . . . ? O10 Gd1 O6 C8 164.2(5) . . . . ? O2 Gd1 O6 C8 97.2(5) . . . . ? O1 Gd1 O6 C8 49.7(5) . . . . ? N1 Cu1 N2 C17 108.5(5) 4_676 . . . ? O2 Cu1 N2 C17 -63.8(4) . . . . ? N1 Cu1 N2 C18 -69.7(6) 4_676 . . . ? O2 Cu1 N2 C18 118.0(4) . . . . ? Cu1 O2 C1 O1 -135.1(4) . . . . ? Gd1 O2 C1 O1 10.1(5) . . . . ? Cu1 O2 C1 C2 50.2(7) . . . . ? Gd1 O2 C1 C2 -164.6(4) . . . . ? Gd1 O1 C1 O2 -163.6(4) 3_676 . . . ? Gd1 O1 C1 O2 -9.8(5) . . . . ? Gd1 O1 C1 C2 11.3(9) 3_676 . . . ? Gd1 O1 C1 C2 165.0(4) . . . . ? O2 C1 C2 C7 46.7(7) . . . . ? O1 C1 C2 C7 -128.1(5) . . . . ? O2 C1 C2 C3 -138.4(5) . . . . ? O1 C1 C2 C3 46.8(7) . . . . ? C7 C2 C3 C4 0.0(8) . . . . ? C1 C2 C3 C4 -174.7(5) . . . . ? C7 C2 C3 S1 -174.5(4) . . . . ? C1 C2 C3 S1 10.7(7) . . . . ? O4 S1 C3 C4 -128.5(4) . . . . ? O5 S1 C3 C4 -7.8(5) . . . . ? O3 S1 C3 C4 109.4(4) . . . . ? O4 S1 C3 C2 46.1(5) . . . . ? O5 S1 C3 C2 166.8(4) . . . . ? O3 S1 C3 C2 -76.0(5) . . . . ? C2 C3 C4 C5 0.8(9) . . . . ? S1 C3 C4 C5 175.5(5) . . . . ? C3 C4 C5 C6 -1.5(11) . . . . ? C4 C5 C6 C7 1.4(12) . . . . ? C5 C6 C7 C2 -0.6(11) . . . . ? C3 C2 C7 C6 -0.1(9) . . . . ? C1 C2 C7 C6 175.0(6) . . . . ? Gd1 O7 C8 O6 -35.0(7) 3_676 . . . ? Gd1 O7 C8 C9 145.1(3) 3_676 . . . ? Gd1 O6 C8 O7 0.9(8) . . . . ? Gd1 O6 C8 C9 -179.3(3) . . . . ? O7 C8 C9 C13 56.2(6) . . . . ? O6 C8 C9 C13 -123.7(5) . . . . ? O7 C8 C9 C10 -123.1(5) . . . . ? O6 C8 C9 C10 57.0(6) . . . . ? C13 C9 C10 C11 -2.2(7) . . . . ? C8 C9 C10 C11 177.2(5) . . . . ? C12 N1 C11 C10 0.3(8) . . . . ? Cu1 N1 C11 C10 -173.8(4) 4_575 . . . ? C9 C10 C11 N1 1.9(8) . . . . ? C11 N1 C12 C13 -2.3(8) . . . . ? Cu1 N1 C12 C13 171.9(4) 4_575 . . . ? N1 C12 C13 C9 1.9(9) . . . . ? C10 C9 C13 C12 0.3(8) . . . . ? C8 C9 C13 C12 -179.0(5) . . . . ? Gd1 O9 C14 O8 -31.9(15) 2_645 . . . ? Gd1 O9 C14 C15 148.0(10) 2_645 . . . ? Gd1 O8 C14 O9 61.9(8) 4_575 . . . ? Gd1 O8 C14 C15 -118.0(5) 4_575 . . . ? O9 C14 C15 C16 -159.0(4) . . . . ? O8 C14 C15 C16 21.0(6) . . . . ? O9 C14 C15 C19 19.9(6) . . . . ? O8 C14 C15 C19 -160.2(4) . . . . ? C19 C15 C16 C17 0.2(7) . . . . ? C14 C15 C16 C17 179.1(4) . . . . ? C18 N2 C17 C16 -1.5(7) . . . . ? Cu1 N2 C17 C16 -179.8(4) . . . . ? C15 C16 C17 N2 1.1(8) . . . . ? C17 N2 C18 C19 0.7(7) . . . . ? Cu1 N2 C18 C19 179.1(4) . . . . ? N2 C18 C19 C15 0.4(8) . . . . ? C16 C15 C19 C18 -0.9(7) . . . . ? C14 C15 C19 C18 -179.8(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.11 2.753(5) 132.0 1_655 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.75 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.197 _refine_diff_density_min -1.794 _refine_diff_density_rms 0.580 #===END data_17-Tb _database_code_depnum_ccdc_archive 'CCDC 866080' #TrackingRef '- Ln-1-17.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu N2 O10 S Tb' _chemical_formula_sum 'C19 H14 Cu N2 O10 S Tb' _chemical_formula_weight 684.84 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 '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)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4025(4) _cell_length_b 13.4705(6) _cell_length_c 16.9675(8) _cell_angle_alpha 90.00 _cell_angle_beta 101.231(4) _cell_angle_gamma 90.00 _cell_volume 2107.89(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1938 _cell_measurement_theta_min 2.4427 _cell_measurement_theta_max 29.0836 _exptl_crystal_description block-shaped _exptl_crystal_colour Orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 4.498 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4365 _exptl_absorpt_correction_T_max 0.5416 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2083 _diffrn_standards_number ? _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 9198 _diffrn_reflns_av_R_equivalents 0.0579 _diffrn_reflns_av_sigmaI/netI 0.1004 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 26.65 _reflns_number_total 4402 _reflns_number_gt 3146 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0550P)^2^+9.0000P] 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 4402 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.1435 _refine_ls_wR_factor_gt 0.1042 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Tb1 Tb 0.71406(4) 0.96614(3) 0.50267(3) 0.01367(15) Uani 1 1 d . . . Cu1 Cu 0.71670(14) 0.64243(12) 0.48095(8) 0.0349(4) Uani 1 1 d . . . S1 S 0.1835(3) 0.7836(2) 0.42337(19) 0.0322(7) Uani 1 1 d . . . O1 O 0.4530(6) 0.9039(5) 0.5062(4) 0.0205(15) Uani 1 1 d . . . O2 O 0.6257(7) 0.7929(5) 0.5291(4) 0.0256(16) Uani 1 1 d . . . O3 O 0.1621(7) 0.8905(5) 0.4276(5) 0.0297(17) Uani 1 1 d . . . O4 O 0.2903(8) 0.7540(7) 0.3774(5) 0.044(2) Uani 1 1 d . . . O5 O 0.0437(8) 0.7367(7) 0.3976(6) 0.058(3) Uani 1 1 d . . . O6 O 0.5626(6) 0.9525(6) 0.3705(4) 0.0267(17) Uani 1 1 d . . . O7 O 0.3460(6) 1.0293(5) 0.3645(4) 0.0226(15) Uani 1 1 d . . . O8 O 0.4270(6) 0.5959(5) 0.0783(4) 0.0237(16) Uani 1 1 d . . . O9 O 0.6527(7) 0.5452(6) 0.0816(4) 0.0320(18) Uani 1 1 d . . . O10 O 0.7978(7) 0.8390(6) 0.4170(5) 0.0366(19) Uani 1 1 d . . . H10B H 0.8890 0.8429 0.4202 0.055 Uiso 1 1 d R . . H10C H 0.7561 0.8464 0.3682 0.055 Uiso 1 1 d R . . N1 N 0.2989(9) 0.8944(7) 0.0890(5) 0.027(2) Uani 1 1 d . . . N2 N 0.6610(9) 0.6236(6) 0.3678(5) 0.0238(19) Uani 1 1 d . . . C1 C 0.4973(10) 0.8188(7) 0.5290(6) 0.022(2) Uani 1 1 d . . . C2 C 0.3963(10) 0.7507(8) 0.5614(6) 0.024(2) Uani 1 1 d . . . C3 C 0.2500(11) 0.7359(9) 0.5228(7) 0.034(3) Uani 1 1 d . . . C4 C 0.1606(14) 0.6805(9) 0.5620(10) 0.054(4) Uani 1 1 d . . . H4A H 0.0634 0.6720 0.5387 0.065 Uiso 1 1 calc R . . C5 C 0.2161(17) 0.6377(10) 0.6364(11) 0.073(6) Uani 1 1 d . . . H5A H 0.1557 0.5997 0.6616 0.088 Uiso 1 1 calc R . . C6 C 0.3566(15) 0.6505(10) 0.6725(9) 0.059(4) Uani 1 1 d . . . H6A H 0.3920 0.6228 0.7227 0.071 Uiso 1 1 calc R . . C7 C 0.4458(14) 0.7045(9) 0.6341(9) 0.052(4) Uani 1 1 d . . . H7A H 0.5433 0.7103 0.6578 0.062 Uiso 1 1 calc R . . C8 C 0.4365(10) 0.9803(8) 0.3354(6) 0.022(2) Uani 1 1 d . . . C9 C 0.3916(9) 0.9531(7) 0.2491(6) 0.016(2) Uani 1 1 d . . . C10 C 0.3920(10) 0.8532(8) 0.2254(6) 0.025(2) Uani 1 1 d . . . H10A H 0.4262 0.8044 0.2631 0.030 Uiso 1 1 calc R . . C11 C 0.3432(10) 0.8280(8) 0.1487(6) 0.026(2) Uani 1 1 d . . . H11A H 0.3394 0.7609 0.1355 0.032 Uiso 1 1 calc R . . C12 C 0.3066(12) 0.9916(9) 0.1116(7) 0.032(3) Uani 1 1 d . . . H12A H 0.2826 1.0395 0.0718 0.039 Uiso 1 1 calc R . . C13 C 0.3481(11) 1.0232(8) 0.1905(6) 0.026(2) Uani 1 1 d . . . H13A H 0.3465 1.0902 0.2035 0.031 Uiso 1 1 calc R . . C14 C 0.5534(10) 0.5762(7) 0.1130(6) 0.019(2) Uani 1 1 d . . . C15 C 0.5898(10) 0.5930(7) 0.2023(6) 0.021(2) Uani 1 1 d . . . C16 C 0.4844(10) 0.5965(8) 0.2491(6) 0.027(2) Uani 1 1 d . . . H16A H 0.3871 0.5897 0.2252 0.032 Uiso 1 1 calc R . . C17 C 0.5229(11) 0.6097(8) 0.3293(6) 0.027(2) Uani 1 1 d . . . H17A H 0.4503 0.6092 0.3595 0.032 Uiso 1 1 calc R . . C18 C 0.7627(11) 0.6189(8) 0.3221(6) 0.030(3) Uani 1 1 d . . . H18A H 0.8594 0.6262 0.3470 0.036 Uiso 1 1 calc R . . C19 C 0.7317(10) 0.6040(8) 0.2416(6) 0.028(2) Uani 1 1 d . . . H19A H 0.8063 0.6012 0.2128 0.033 Uiso 1 1 calc 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 Tb1 0.0123(2) 0.0162(2) 0.0122(2) -0.0004(2) 0.00172(16) 0.00028(18) Cu1 0.0410(8) 0.0479(9) 0.0126(7) 0.0022(7) -0.0030(6) -0.0054(7) S1 0.0201(13) 0.0296(15) 0.0478(19) -0.0175(14) 0.0091(12) -0.0048(11) O1 0.015(3) 0.018(3) 0.028(4) 0.002(3) 0.004(3) 0.000(3) O2 0.022(3) 0.022(4) 0.033(4) 0.007(3) 0.008(3) 0.004(3) O3 0.027(4) 0.020(4) 0.040(5) -0.008(4) -0.001(3) -0.005(3) O4 0.035(4) 0.055(6) 0.044(5) -0.020(5) 0.016(4) 0.005(4) O5 0.021(4) 0.050(6) 0.101(8) -0.031(6) 0.004(4) -0.017(4) O6 0.014(3) 0.048(5) 0.016(4) -0.005(4) -0.001(3) 0.006(3) O7 0.016(3) 0.034(4) 0.017(4) -0.004(3) 0.001(3) 0.006(3) O8 0.016(3) 0.036(4) 0.017(4) -0.003(3) -0.001(3) -0.003(3) O9 0.027(4) 0.046(5) 0.024(4) -0.010(4) 0.008(3) 0.006(3) O10 0.031(4) 0.044(5) 0.037(5) -0.009(4) 0.011(3) 0.007(4) N1 0.030(4) 0.035(5) 0.016(4) -0.003(4) 0.001(4) -0.004(4) N2 0.032(5) 0.032(5) 0.006(4) -0.007(4) 0.000(3) -0.003(4) C1 0.024(5) 0.018(5) 0.024(5) -0.007(5) 0.004(4) -0.003(4) C2 0.017(5) 0.025(6) 0.032(6) 0.009(5) 0.011(4) 0.007(4) C3 0.027(5) 0.036(6) 0.049(8) -0.010(6) 0.029(5) -0.002(5) C4 0.047(8) 0.027(7) 0.103(13) 0.003(8) 0.049(8) -0.006(6) C5 0.075(11) 0.034(8) 0.133(16) 0.035(10) 0.076(11) 0.016(7) C6 0.068(9) 0.050(9) 0.075(11) 0.040(8) 0.048(8) 0.024(7) C7 0.047(7) 0.044(8) 0.075(11) 0.019(8) 0.036(7) 0.008(6) C8 0.020(5) 0.029(6) 0.014(5) 0.009(5) -0.002(4) -0.005(4) C9 0.007(4) 0.027(5) 0.016(5) 0.001(4) 0.003(3) 0.005(4) C10 0.032(5) 0.025(6) 0.012(5) 0.000(5) -0.009(4) 0.001(5) C11 0.031(5) 0.029(6) 0.015(5) -0.001(5) -0.005(4) -0.002(5) C12 0.042(6) 0.033(6) 0.020(6) 0.016(5) 0.001(5) -0.003(5) C13 0.035(6) 0.025(6) 0.014(5) -0.006(5) -0.002(4) -0.002(5) C14 0.030(5) 0.010(4) 0.019(5) 0.000(4) 0.009(4) 0.002(4) C15 0.023(5) 0.025(5) 0.014(5) 0.000(5) 0.001(4) 0.003(4) C16 0.016(5) 0.034(6) 0.031(6) -0.001(5) 0.005(4) 0.004(4) C17 0.030(5) 0.035(6) 0.016(5) -0.003(5) 0.004(4) 0.003(5) C18 0.028(5) 0.033(6) 0.026(6) -0.005(5) -0.003(5) -0.009(5) C19 0.016(5) 0.045(7) 0.023(6) -0.015(6) 0.007(4) -0.002(5) _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 Tb1 O8 2.314(6) 4_676 ? Tb1 O9 2.333(7) 2_655 ? Tb1 O1 2.337(6) 3_676 ? Tb1 O6 2.419(6) . ? Tb1 O7 2.429(7) 3_676 ? Tb1 O3 2.439(7) 3_676 ? Tb1 O10 2.472(7) . ? Tb1 O2 2.547(7) . ? Tb1 O1 2.606(6) . ? Cu1 N2 1.906(8) . ? Cu1 N1 1.911(8) 4_676 ? Cu1 O2 2.404(7) . ? S1 O4 1.442(8) . ? S1 O5 1.448(7) . ? S1 O3 1.457(7) . ? S1 C3 1.800(13) . ? O1 C1 1.255(11) . ? O1 Tb1 2.337(6) 3_676 ? O2 C1 1.256(11) . ? O3 Tb1 2.439(7) 3_676 ? O6 C8 1.275(11) . ? O7 C8 1.252(12) . ? O7 Tb1 2.429(7) 3_676 ? O8 C14 1.248(11) . ? O8 Tb1 2.314(6) 4_575 ? O9 C14 1.234(11) . ? O9 Tb1 2.333(7) 2_645 ? O10 H10B 0.8500 . ? O10 H10C 0.8500 . ? N1 C11 1.355(13) . ? N1 C12 1.362(14) . ? N1 Cu1 1.911(8) 4_575 ? N2 C18 1.346(13) . ? N2 C17 1.348(12) . ? C1 C2 1.499(13) . ? C2 C7 1.379(17) . ? C2 C3 1.417(14) . ? C3 C4 1.387(15) . ? C4 C5 1.39(2) . ? C4 H4A 0.9300 . ? C5 C6 1.35(2) . ? C5 H5A 0.9300 . ? C6 C7 1.368(16) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.488(13) . ? C9 C13 1.373(14) . ? C9 C10 1.406(13) . ? C10 C11 1.336(13) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 C13 1.387(14) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.504(13) . ? C15 C19 1.378(13) . ? C15 C16 1.386(13) . ? C16 C17 1.350(14) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C18 C19 1.355(14) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? 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 O8 Tb1 O9 89.7(2) 4_676 2_655 ? O8 Tb1 O1 143.6(2) 4_676 3_676 ? O9 Tb1 O1 93.0(2) 2_655 3_676 ? O8 Tb1 O6 141.0(2) 4_676 . ? O9 Tb1 O6 75.9(2) 2_655 . ? O1 Tb1 O6 74.3(2) 3_676 . ? O8 Tb1 O7 80.1(2) 4_676 3_676 ? O9 Tb1 O7 143.8(3) 2_655 3_676 ? O1 Tb1 O7 76.5(2) 3_676 3_676 ? O6 Tb1 O7 131.4(2) . 3_676 ? O8 Tb1 O3 74.8(2) 4_676 3_676 ? O9 Tb1 O3 70.9(3) 2_655 3_676 ? O1 Tb1 O3 71.9(2) 3_676 3_676 ? O6 Tb1 O3 130.5(3) . 3_676 ? O7 Tb1 O3 72.9(2) 3_676 3_676 ? O8 Tb1 O10 74.7(2) 4_676 . ? O9 Tb1 O10 71.7(3) 2_655 . ? O1 Tb1 O10 140.2(2) 3_676 . ? O6 Tb1 O10 66.4(2) . . ? O7 Tb1 O10 136.2(3) 3_676 . ? O3 Tb1 O10 131.1(2) 3_676 . ? O8 Tb1 O2 81.3(2) 4_676 . ? O9 Tb1 O2 139.4(3) 2_655 . ? O1 Tb1 O2 117.4(2) 3_676 . ? O6 Tb1 O2 86.6(2) . . ? O7 Tb1 O2 73.6(2) 3_676 . ? O3 Tb1 O2 141.4(2) 3_676 . ? O10 Tb1 O2 67.7(2) . . ? O8 Tb1 O1 126.1(2) 4_676 . ? O9 Tb1 O1 141.4(2) 2_655 . ? O1 Tb1 O1 67.6(3) 3_676 . ? O6 Tb1 O1 67.0(2) . . ? O7 Tb1 O1 66.2(2) 3_676 . ? O3 Tb1 O1 127.3(2) 3_676 . ? O10 Tb1 O1 101.5(2) . . ? O2 Tb1 O1 50.2(2) . . ? N2 Cu1 N1 155.8(4) . 4_676 ? N2 Cu1 O2 114.1(3) . . ? N1 Cu1 O2 89.8(3) 4_676 . ? O4 S1 O5 113.7(5) . . ? O4 S1 O3 114.7(5) . . ? O5 S1 O3 108.7(5) . . ? O4 S1 C3 104.9(5) . . ? O5 S1 C3 104.8(6) . . ? O3 S1 C3 109.5(5) . . ? C1 O1 Tb1 152.0(6) . 3_676 ? C1 O1 Tb1 92.5(5) . . ? Tb1 O1 Tb1 112.4(2) 3_676 . ? C1 O2 Cu1 129.7(6) . . ? C1 O2 Tb1 95.2(6) . . ? Cu1 O2 Tb1 124.2(3) . . ? S1 O3 Tb1 138.5(4) . 3_676 ? C8 O6 Tb1 137.5(6) . . ? C8 O7 Tb1 132.8(6) . 3_676 ? C14 O8 Tb1 145.8(7) . 4_575 ? C14 O9 Tb1 163.8(7) . 2_645 ? Tb1 O10 H10B 110.6 . . ? Tb1 O10 H10C 110.6 . . ? H10B O10 H10C 108.9 . . ? C11 N1 C12 115.6(9) . . ? C11 N1 Cu1 123.7(7) . 4_575 ? C12 N1 Cu1 120.6(7) . 4_575 ? C18 N2 C17 116.1(8) . . ? C18 N2 Cu1 120.0(7) . . ? C17 N2 Cu1 123.8(7) . . ? O1 C1 O2 121.1(9) . . ? O1 C1 C2 118.4(8) . . ? O2 C1 C2 120.4(9) . . ? C7 C2 C3 118.5(10) . . ? C7 C2 C1 118.4(9) . . ? C3 C2 C1 123.0(10) . . ? C4 C3 C2 118.6(12) . . ? C4 C3 S1 120.6(10) . . ? C2 C3 S1 120.7(8) . . ? C3 C4 C5 120.1(13) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? C6 C5 C4 121.2(12) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? C5 C6 C7 119.1(14) . . ? C5 C6 H6A 120.5 . . ? C7 C6 H6A 120.5 . . ? C6 C7 C2 122.4(13) . . ? C6 C7 H7A 118.8 . . ? C2 C7 H7A 118.8 . . ? O7 C8 O6 127.7(9) . . ? O7 C8 C9 115.7(8) . . ? O6 C8 C9 116.5(9) . . ? C13 C9 C10 117.9(9) . . ? C13 C9 C8 122.0(9) . . ? C10 C9 C8 120.1(9) . . ? C11 C10 C9 120.1(10) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? C10 C11 N1 124.0(10) . . ? C10 C11 H11A 118.0 . . ? N1 C11 H11A 118.0 . . ? N1 C12 C13 123.8(10) . . ? N1 C12 H12A 118.1 . . ? C13 C12 H12A 118.1 . . ? C9 C13 C12 118.4(10) . . ? C9 C13 H13A 120.8 . . ? C12 C13 H13A 120.8 . . ? O9 C14 O8 126.8(9) . . ? O9 C14 C15 116.3(8) . . ? O8 C14 C15 116.9(8) . . ? C19 C15 C16 116.9(9) . . ? C19 C15 C14 120.8(8) . . ? C16 C15 C14 122.3(8) . . ? C17 C16 C15 120.0(9) . . ? C17 C16 H16A 120.0 . . ? C15 C16 H16A 120.0 . . ? C16 C17 N2 123.4(9) . . ? C16 C17 H17A 118.3 . . ? N2 C17 H17A 118.3 . . ? N2 C18 C19 123.4(9) . . ? N2 C18 H18A 118.3 . . ? C19 C18 H18A 118.3 . . ? C18 C19 C15 120.1(9) . . ? C18 C19 H19A 120.0 . . ? C15 C19 H19A 120.0 . . ? 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 O8 Tb1 O1 C1 -26.1(7) 4_676 . . . ? O9 Tb1 O1 C1 128.3(6) 2_655 . . . ? O1 Tb1 O1 C1 -166.9(7) 3_676 . . . ? O6 Tb1 O1 C1 111.2(6) . . . . ? O7 Tb1 O1 C1 -82.4(6) 3_676 . . . ? O3 Tb1 O1 C1 -124.5(6) 3_676 . . . ? O10 Tb1 O1 C1 53.3(6) . . . . ? O2 Tb1 O1 C1 5.6(6) . . . . ? O8 Tb1 O1 Tb1 140.9(3) 4_676 . . 3_676 ? O9 Tb1 O1 Tb1 -64.8(5) 2_655 . . 3_676 ? O1 Tb1 O1 Tb1 0.0 3_676 . . 3_676 ? O6 Tb1 O1 Tb1 -81.8(3) . . . 3_676 ? O7 Tb1 O1 Tb1 84.6(3) 3_676 . . 3_676 ? O3 Tb1 O1 Tb1 42.5(4) 3_676 . . 3_676 ? O10 Tb1 O1 Tb1 -139.8(3) . . . 3_676 ? O2 Tb1 O1 Tb1 172.6(4) . . . 3_676 ? N2 Cu1 O2 C1 64.5(9) . . . . ? N1 Cu1 O2 C1 -111.8(9) 4_676 . . . ? N2 Cu1 O2 Tb1 -70.6(4) . . . . ? N1 Cu1 O2 Tb1 113.1(4) 4_676 . . . ? O8 Tb1 O2 C1 148.9(6) 4_676 . . . ? O9 Tb1 O2 C1 -131.9(6) 2_655 . . . ? O1 Tb1 O2 C1 2.1(7) 3_676 . . . ? O6 Tb1 O2 C1 -68.3(6) . . . . ? O7 Tb1 O2 C1 66.8(6) 3_676 . . . ? O3 Tb1 O2 C1 97.2(6) 3_676 . . . ? O10 Tb1 O2 C1 -134.1(6) . . . . ? O1 Tb1 O2 C1 -5.6(6) . . . . ? O8 Tb1 O2 Cu1 -64.1(3) 4_676 . . . ? O9 Tb1 O2 Cu1 15.1(6) 2_655 . . . ? O1 Tb1 O2 Cu1 149.1(3) 3_676 . . . ? O6 Tb1 O2 Cu1 78.7(3) . . . . ? O7 Tb1 O2 Cu1 -146.2(4) 3_676 . . . ? O3 Tb1 O2 Cu1 -115.8(4) 3_676 . . . ? O10 Tb1 O2 Cu1 12.9(3) . . . . ? O1 Tb1 O2 Cu1 141.4(5) . . . . ? O4 S1 O3 Tb1 -75.8(8) . . . 3_676 ? O5 S1 O3 Tb1 155.7(7) . . . 3_676 ? C3 S1 O3 Tb1 41.8(8) . . . 3_676 ? O8 Tb1 O6 C8 169.3(8) 4_676 . . . ? O9 Tb1 O6 C8 -119.3(10) 2_655 . . . ? O1 Tb1 O6 C8 -22.0(9) 3_676 . . . ? O7 Tb1 O6 C8 33.2(11) 3_676 . . . ? O3 Tb1 O6 C8 -70.5(10) 3_676 . . . ? O10 Tb1 O6 C8 164.8(10) . . . . ? O2 Tb1 O6 C8 97.7(10) . . . . ? O1 Tb1 O6 C8 49.8(9) . . . . ? N1 Cu1 N2 C18 -70.9(13) 4_676 . . . ? O2 Cu1 N2 C18 118.1(8) . . . . ? N1 Cu1 N2 C17 105.8(11) 4_676 . . . ? O2 Cu1 N2 C17 -65.2(9) . . . . ? Tb1 O1 C1 O2 -163.8(9) 3_676 . . . ? Tb1 O1 C1 O2 -10.3(10) . . . . ? Tb1 O1 C1 C2 12(2) 3_676 . . . ? Tb1 O1 C1 C2 165.6(8) . . . . ? Cu1 O2 C1 O1 -133.6(8) . . . . ? Tb1 O2 C1 O1 10.5(10) . . . . ? Cu1 O2 C1 C2 50.6(13) . . . . ? Tb1 O2 C1 C2 -165.3(8) . . . . ? O1 C1 C2 C7 -129.8(11) . . . . ? O2 C1 C2 C7 46.1(15) . . . . ? O1 C1 C2 C3 46.8(15) . . . . ? O2 C1 C2 C3 -137.3(11) . . . . ? C7 C2 C3 C4 3.9(16) . . . . ? C1 C2 C3 C4 -172.7(10) . . . . ? C7 C2 C3 S1 -173.7(9) . . . . ? C1 C2 C3 S1 9.7(15) . . . . ? O4 S1 C3 C4 -129.7(10) . . . . ? O5 S1 C3 C4 -9.6(11) . . . . ? O3 S1 C3 C4 106.8(10) . . . . ? O4 S1 C3 C2 47.9(10) . . . . ? O5 S1 C3 C2 168.0(9) . . . . ? O3 S1 C3 C2 -75.6(9) . . . . ? C2 C3 C4 C5 -2.4(18) . . . . ? S1 C3 C4 C5 175.2(11) . . . . ? C3 C4 C5 C6 1(2) . . . . ? C4 C5 C6 C7 -2(2) . . . . ? C5 C6 C7 C2 3(2) . . . . ? C3 C2 C7 C6 -4.4(19) . . . . ? C1 C2 C7 C6 172.4(12) . . . . ? Tb1 O7 C8 O6 -34.5(15) 3_676 . . . ? Tb1 O7 C8 C9 146.5(7) 3_676 . . . ? Tb1 O6 C8 O7 0.3(17) . . . . ? Tb1 O6 C8 C9 179.3(6) . . . . ? O7 C8 C9 C13 55.3(13) . . . . ? O6 C8 C9 C13 -123.8(10) . . . . ? O7 C8 C9 C10 -124.3(10) . . . . ? O6 C8 C9 C10 56.6(12) . . . . ? C13 C9 C10 C11 -3.7(14) . . . . ? C8 C9 C10 C11 175.8(9) . . . . ? C9 C10 C11 N1 3.8(16) . . . . ? C12 N1 C11 C10 -0.1(15) . . . . ? Cu1 N1 C11 C10 -175.5(8) 4_575 . . . ? C11 N1 C12 C13 -3.8(15) . . . . ? Cu1 N1 C12 C13 171.8(8) 4_575 . . . ? C10 C9 C13 C12 0.2(14) . . . . ? C8 C9 C13 C12 -179.4(9) . . . . ? N1 C12 C13 C9 3.7(16) . . . . ? Tb1 O9 C14 O8 -31(3) 2_645 . . . ? Tb1 O9 C14 C15 150(2) 2_645 . . . ? Tb1 O8 C14 O9 62.0(16) 4_575 . . . ? Tb1 O8 C14 C15 -118.7(10) 4_575 . . . ? O9 C14 C15 C19 20.0(14) . . . . ? O8 C14 C15 C19 -159.4(10) . . . . ? O9 C14 C15 C16 -159.0(10) . . . . ? O8 C14 C15 C16 21.7(14) . . . . ? C19 C15 C16 C17 -0.3(16) . . . . ? C14 C15 C16 C17 178.7(10) . . . . ? C15 C16 C17 N2 2.5(17) . . . . ? C18 N2 C17 C16 -3.2(16) . . . . ? Cu1 N2 C17 C16 180.0(8) . . . . ? C17 N2 C18 C19 1.9(16) . . . . ? Cu1 N2 C18 C19 178.8(9) . . . . ? N2 C18 C19 C15 0.1(18) . . . . ? C16 C15 C19 C18 -0.9(16) . . . . ? C14 C15 C19 C18 -179.9(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10B O5 0.85 2.13 2.766(11) 131.6 1_655 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.65 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.547 _refine_diff_density_min -2.135 _refine_diff_density_rms 0.611