Electronic Supplementary Material for CrystEngComm This journal is © The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author ;Prof. Junfeng Bai Coordination Chemistry Institute Nanjing University Nanjing 210093 CHINA ; _publ_contact_author_email BJUNFENG@NJU.EDU.CN _publ_contact_author_name 'Prof. Junfeng Bai' loop_ _publ_author_name 'Junfeng Bai.' 'Yi-Zhi Li.' 'Yi Pan.' 'Manfred Scheer' 'Ran Sun.' 'Su-Na Wang.' ; Xiao-shi Wang ; 'Xiao-Zeng You.' data_aa _database_code_depnum_ccdc_archive 'CCDC 613165' # Attachment 613165.cif _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 Ce N3 O8 S3, 2(H2 O)' _chemical_formula_sum 'C9 H14 Ce N3 O10 S3' _chemical_formula_weight 560.53 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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.8638(8) _cell_length_b 14.5474(14) _cell_length_c 15.4248(12) _cell_angle_alpha 90.00 _cell_angle_beta 121.174(4) _cell_angle_gamma 90.00 _cell_volume 1701.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2512 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.188 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 3.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.37 _exptl_absorpt_correction_T_max 0.53 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8497 _diffrn_reflns_av_R_equivalents 0.0594 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2991 _reflns_number_gt 2021 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0668P)^2^+0.2899P] 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 2991 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0642 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.1333 _refine_ls_wR_factor_gt 0.1230 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 Ce1 Ce 0.75316(5) 0.50377(2) 0.50240(3) 0.02082(18) Uani 1 1 d . . . C1 C 0.7640(10) 0.9736(5) 0.4713(6) 0.0277(17) Uani 1 1 d . . . C2 C 0.7518(10) 1.1181(5) 0.4164(5) 0.0262(17) Uani 1 1 d . . . C3 C 0.7299(9) 1.0923(5) 0.5520(5) 0.0267(17) Uani 1 1 d . . . C4 C 0.7634(11) 0.8055(5) 0.5496(6) 0.039(2) Uani 1 1 d . . . H4A H 0.8573 0.8249 0.6162 0.058 Uiso 1 1 calc R . . H4B H 0.6515 0.8230 0.5418 0.058 Uiso 1 1 calc R . . C5 C 0.7704(10) 0.7028(5) 0.5383(6) 0.0326(18) Uani 1 1 d . . . C6 C 0.7711(9) 1.1261(5) 0.2428(5) 0.0273(17) Uani 1 1 d . . . H6A H 0.8181 1.1623 0.2093 0.041 Uiso 1 1 calc R . . H6B H 0.8542 1.0770 0.2793 0.041 Uiso 1 1 calc R . . C7 C 0.5971(10) 1.0839(5) 0.1625(5) 0.0260(16) Uani 1 1 d . . . C8 C 0.7019(9) 1.0430(5) 0.7185(5) 0.0289(17) Uani 1 1 d . . . H8A H 0.6140 1.0525 0.7371 0.043 Uiso 1 1 calc R . . H8B H 0.6690 0.9884 0.6764 0.043 Uiso 1 1 calc R . . C9 C 0.8778(9) 1.0271(5) 0.8128(5) 0.0237(16) Uani 1 1 d . . . N1 N 0.7687(8) 1.0291(4) 0.4024(4) 0.0291(14) Uani 1 1 d . . . N2 N 0.7337(7) 1.1544(4) 0.4900(4) 0.0278(15) Uani 1 1 d . . . N3 N 0.7434(9) 1.0014(4) 0.5469(5) 0.0301(16) Uani 1 1 d . . . O1 O 0.8548(8) 0.6699(4) 0.5009(5) 0.0441(15) Uani 1 1 d . . . O2 O 0.6896(8) 0.6526(4) 0.5666(5) 0.0534(17) Uani 1 1 d . . . O3 O 0.6006(6) 1.0430(4) 0.0908(4) 0.0327(12) Uani 1 1 d . . . O4 O 0.4628(7) 1.0865(4) 0.1674(4) 0.0350(13) Uani 1 1 d . . . O5 O 1.0152(7) 1.0256(4) 0.8091(4) 0.0401(14) Uani 1 1 d . . . O6 O 0.8843(7) 1.0136(3) 0.8968(4) 0.0314(13) Uani 1 1 d . . . O1W O 0.5382(8) 0.3768(4) 0.3730(5) 0.0560(18) Uani 1 1 d . . . H1WA H 0.5916 0.3257 0.3937 0.067 Uiso 1 1 d R . . H1WB H 0.4422 0.3749 0.3727 0.067 Uiso 1 1 d R . . O2W O 0.9074(8) 0.3431(4) 0.5730(5) 0.0501(16) Uani 1 1 d . . . H2WA H 0.8431 0.3026 0.5299 0.060 Uiso 1 1 d R . . H2WB H 1.0093 0.3425 0.5804 0.060 Uiso 1 1 d R . . O3W O 0.2867(16) 0.1893(6) 0.2486(8) 0.143(5) Uani 1 1 d . . . H3WD H 0.2505 0.2444 0.2425 0.171 Uiso 1 1 d R . . H3WB H 0.2844 0.1733 0.1950 0.171 Uiso 1 1 d R . . O4W O 0.153(5) 0.366(2) 0.2233(15) 0.68(4) Uani 1 1 d . . . H4WB H 0.0898 0.3932 0.2421 0.815 Uiso 1 1 d R . . H4WC H 0.1487 0.3948 0.1745 0.815 Uiso 1 1 d R . . S1 S 0.7892(3) 0.85877(13) 0.45270(17) 0.0389(5) Uani 1 1 d . . . S2 S 0.7556(3) 1.19837(13) 0.33305(14) 0.0326(5) Uani 1 1 d . . . S3 S 0.7009(3) 1.14004(14) 0.64617(14) 0.0361(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.0227(3) 0.0232(3) 0.0224(3) 0.00154(16) 0.0158(2) 0.00100(16) C1 0.024(4) 0.031(4) 0.025(4) -0.002(3) 0.010(3) 0.001(3) C2 0.036(5) 0.025(4) 0.020(4) 0.003(3) 0.017(3) 0.000(3) C3 0.029(4) 0.028(4) 0.020(4) 0.000(3) 0.010(3) 0.000(3) C4 0.046(5) 0.029(4) 0.039(5) -0.001(4) 0.020(4) 0.000(4) C5 0.027(4) 0.027(4) 0.041(5) -0.002(4) 0.015(4) -0.004(3) C6 0.030(4) 0.036(4) 0.019(3) 0.001(3) 0.015(3) 0.002(3) C7 0.031(4) 0.029(4) 0.020(4) 0.003(3) 0.014(3) 0.002(3) C8 0.025(4) 0.046(5) 0.013(3) 0.003(3) 0.009(3) -0.004(4) C9 0.015(4) 0.037(4) 0.017(4) 0.000(3) 0.007(3) 0.002(3) N1 0.039(4) 0.027(3) 0.026(3) -0.001(3) 0.020(3) 0.001(3) N2 0.038(4) 0.025(3) 0.021(3) -0.001(3) 0.015(3) 0.003(3) N3 0.036(4) 0.029(4) 0.023(4) 0.002(3) 0.013(3) 0.000(3) O1 0.048(4) 0.030(3) 0.070(4) 0.000(3) 0.042(3) -0.002(3) O2 0.067(4) 0.028(3) 0.093(5) -0.006(3) 0.062(4) -0.005(3) O3 0.027(3) 0.046(3) 0.028(3) -0.014(3) 0.016(3) -0.006(3) O4 0.026(3) 0.054(4) 0.030(3) -0.009(3) 0.018(2) -0.002(3) O5 0.030(3) 0.069(4) 0.028(3) 0.012(3) 0.020(3) 0.005(3) O6 0.031(3) 0.049(3) 0.018(3) 0.000(2) 0.015(2) -0.002(2) O1W 0.058(4) 0.047(4) 0.086(5) -0.023(3) 0.054(4) -0.013(3) O2W 0.058(4) 0.031(3) 0.067(4) -0.001(3) 0.037(4) 0.004(3) O3W 0.273(15) 0.080(7) 0.167(10) 0.012(6) 0.179(11) 0.022(7) O4W 1.04(8) 0.59(5) 0.16(2) 0.10(3) 0.14(3) 0.52(6) S1 0.0504(14) 0.0256(11) 0.0486(13) -0.0035(9) 0.0314(11) 0.0010(9) S2 0.0504(13) 0.0267(10) 0.0233(9) -0.0012(8) 0.0210(9) -0.0023(9) S3 0.0500(14) 0.0377(12) 0.0253(10) 0.0026(9) 0.0229(10) 0.0088(10) _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 Ce1 O6 2.455(5) 4_575 ? Ce1 O3 2.461(5) 4_576 ? Ce1 O2 2.562(5) . ? Ce1 O5 2.567(5) 2_746 ? Ce1 O1 2.583(5) . ? Ce1 O4 2.604(5) 2_645 ? Ce1 O2W 2.641(5) . ? Ce1 O1W 2.662(6) . ? Ce1 O3 2.749(5) 2_645 ? Ce1 O6 2.756(5) 2_746 ? Ce1 C9 3.048(7) 2_746 ? Ce1 C7 3.048(7) 2_645 ? C1 N3 1.332(12) . ? C1 N1 1.353(10) . ? C1 S1 1.729(8) . ? C2 N1 1.333(9) . ? C2 N2 1.335(8) . ? C2 S2 1.750(7) . ? C3 N2 1.329(9) . ? C3 N3 1.334(8) . ? C3 S3 1.745(7) . ? C4 C5 1.510(10) . ? C4 S1 1.801(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.249(9) . ? C5 O1 1.252(9) . ? C6 C7 1.521(10) . ? C6 S2 1.805(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.231(8) . ? C7 O3 1.271(8) . ? C7 Ce1 3.048(7) 2_655 ? C8 C9 1.501(9) . ? C8 S3 1.796(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.249(8) . ? C9 O6 1.282(8) . ? C9 Ce1 3.048(7) 2_756 ? O3 Ce1 2.461(5) 4_575 ? O3 Ce1 2.749(5) 2_655 ? O4 Ce1 2.604(5) 2_655 ? O5 Ce1 2.567(5) 2_756 ? O6 Ce1 2.455(5) 4_576 ? O6 Ce1 2.756(5) 2_756 ? O1W H1WA 0.8500 . ? O1W H1WB 0.8499 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8501 . ? O3W H3WD 0.8500 . ? O3W H3WB 0.8500 . ? O4W H4WB 0.8500 . ? O4W H4WC 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Ce1 O3 157.4(2) 4_575 4_576 ? O6 Ce1 O2 128.16(17) 4_575 . ? O3 Ce1 O2 74.09(18) 4_576 . ? O6 Ce1 O5 112.86(17) 4_575 2_746 ? O3 Ce1 O5 75.73(16) 4_576 2_746 ? O2 Ce1 O5 70.4(2) . 2_746 ? O6 Ce1 O1 78.67(18) 4_575 . ? O3 Ce1 O1 123.90(18) 4_576 . ? O2 Ce1 O1 50.24(18) . . ? O5 Ce1 O1 79.40(19) 2_746 . ? O6 Ce1 O4 74.60(16) 4_575 2_645 ? O3 Ce1 O4 110.86(16) 4_576 2_645 ? O2 Ce1 O4 78.69(19) . 2_645 ? O5 Ce1 O4 145.35(18) 2_746 2_645 ? O1 Ce1 O4 68.73(18) . 2_645 ? O6 Ce1 O2W 82.00(17) 4_575 . ? O3 Ce1 O2W 80.92(17) 4_576 . ? O2 Ce1 O2W 139.36(19) . . ? O5 Ce1 O2W 72.69(19) 2_746 . ? O1 Ce1 O2W 136.29(19) . . ? O4 Ce1 O2W 141.06(18) 2_645 . ? O6 Ce1 O1W 80.32(17) 4_575 . ? O3 Ce1 O1W 80.70(18) 4_576 . ? O2 Ce1 O1W 131.36(19) . . ? O5 Ce1 O1W 141.0(2) 2_746 . ? O1 Ce1 O1W 139.4(2) . . ? O4 Ce1 O1W 72.43(18) 2_645 . ? O2W Ce1 O1W 73.28(19) . . ? O6 Ce1 O3 118.56(16) 4_575 2_645 ? O3 Ce1 O3 62.74(18) 4_576 2_645 ? O2 Ce1 O3 66.85(18) . 2_645 ? O5 Ce1 O3 126.40(16) 2_746 2_645 ? O1 Ce1 O3 96.31(17) . 2_645 ? O4 Ce1 O3 48.13(15) 2_645 2_645 ? O2W Ce1 O3 127.31(18) . 2_645 ? O1W Ce1 O3 64.67(18) . 2_645 ? O6 Ce1 O6 64.25(19) 4_575 2_746 ? O3 Ce1 O6 121.09(16) 4_576 2_746 ? O2 Ce1 O6 99.42(18) . 2_746 ? O5 Ce1 O6 48.62(15) 2_746 2_746 ? O1 Ce1 O6 69.27(17) . 2_746 ? O4 Ce1 O6 125.39(15) 2_645 2_746 ? O2W Ce1 O6 67.03(17) . 2_746 ? O1W Ce1 O6 129.21(16) . 2_746 ? O3 Ce1 O6 164.94(17) 2_645 2_746 ? O6 Ce1 C9 89.11(18) 4_575 2_746 ? O3 Ce1 C9 98.29(17) 4_576 2_746 ? O2 Ce1 C9 83.6(2) . 2_746 ? O5 Ce1 C9 23.78(16) 2_746 2_746 ? O1 Ce1 C9 72.16(19) . 2_746 ? O4 Ce1 C9 139.79(18) 2_645 2_746 ? O2W Ce1 C9 68.7(2) . 2_746 ? O1W Ce1 C9 141.6(2) . 2_746 ? O3 Ce1 C9 147.93(17) 2_645 2_746 ? O6 Ce1 C9 24.87(16) 2_746 2_746 ? O6 Ce1 C7 96.49(18) 4_575 2_645 ? O3 Ce1 C7 87.35(18) 4_576 2_645 ? O2 Ce1 C7 70.5(2) . 2_645 ? O5 Ce1 C7 140.36(18) 2_746 2_645 ? O1 Ce1 C7 81.05(19) . 2_645 ? O4 Ce1 C7 23.51(16) 2_645 2_645 ? O2W Ce1 C7 140.22(19) . 2_645 ? O1W Ce1 C7 67.35(19) . 2_645 ? O3 Ce1 C7 24.64(16) 2_645 2_645 ? O6 Ce1 C7 146.89(17) 2_746 2_645 ? C9 Ce1 C7 150.99(19) 2_746 2_645 ? N3 C1 N1 125.5(7) . . ? N3 C1 S1 121.7(6) . . ? N1 C1 S1 112.8(6) . . ? N1 C2 N2 126.5(6) . . ? N1 C2 S2 118.9(5) . . ? N2 C2 S2 114.7(5) . . ? N2 C3 N3 126.5(7) . . ? N2 C3 S3 113.5(5) . . ? N3 C3 S3 120.1(6) . . ? C5 C4 S1 107.4(6) . . ? C5 C4 H4A 110.2 . . ? S1 C4 H4A 110.2 . . ? C5 C4 H4B 110.2 . . ? S1 C4 H4B 110.2 . . ? H4A C4 H4B 108.5 . . ? O2 C5 O1 121.7(7) . . ? O2 C5 C4 118.2(7) . . ? O1 C5 C4 120.1(7) . . ? C7 C6 S2 114.4(5) . . ? C7 C6 H6A 108.7 . . ? S2 C6 H6A 108.7 . . ? C7 C6 H6B 108.7 . . ? S2 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? O4 C7 O3 121.9(7) . . ? O4 C7 C6 122.9(6) . . ? O3 C7 C6 115.2(6) . . ? O4 C7 Ce1 57.5(4) . 2_655 ? O3 C7 Ce1 64.4(4) . 2_655 ? C6 C7 Ce1 178.3(5) . 2_655 ? C9 C8 S3 113.1(5) . . ? C9 C8 H8A 109.0 . . ? S3 C8 H8A 109.0 . . ? C9 C8 H8B 109.0 . . ? S3 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? O5 C9 O6 120.6(6) . . ? O5 C9 C8 120.4(6) . . ? O6 C9 C8 119.0(6) . . ? O5 C9 Ce1 56.0(3) . 2_756 ? O6 C9 Ce1 64.7(4) . 2_756 ? C8 C9 Ce1 175.8(5) . 2_756 ? C2 N1 C1 113.6(6) . . ? C3 N2 C2 113.7(6) . . ? C1 N3 C3 114.2(6) . . ? C5 O1 Ce1 93.4(4) . . ? C5 O2 Ce1 94.5(5) . . ? C7 O3 Ce1 151.6(5) . 4_575 ? C7 O3 Ce1 91.0(4) . 2_655 ? Ce1 O3 Ce1 117.26(18) 4_575 2_655 ? C7 O4 Ce1 98.9(4) . 2_655 ? C9 O5 Ce1 100.2(4) . 2_756 ? C9 O6 Ce1 153.8(5) . 4_576 ? C9 O6 Ce1 90.4(4) . 2_756 ? Ce1 O6 Ce1 115.75(19) 4_576 2_756 ? Ce1 O1W H1WA 106.4 . . ? Ce1 O1W H1WB 110.7 . . ? H1WA O1W H1WB 109.5 . . ? Ce1 O2W H2WA 107.3 . . ? Ce1 O2W H2WB 110.5 . . ? H2WA O2W H2WB 109.5 . . ? H3WD O3W H3WB 109.5 . . ? H4WB O4W H4WC 109.5 . . ? C1 S1 C4 101.2(4) . . ? C2 S2 C6 102.5(3) . . ? C3 S3 C8 104.3(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 #O3W H3WB O1 0.85 2.61 3.388(11) 153.1 2_645 #O4W H4WB S3 0.85 3.00 3.54(4) 122.9 4_475 O1W H1WB O4W 0.85 2.41 2.98(3) 125.1 . O3W H3WD O4W 0.85 1.92 2.77(3) 176.1 . O2W H2WB O1 0.85 2.15 2.876(8) 143.2 3_766 O1W H1WB O2 0.85 1.88 2.660(8) 152.2 3_666 O4W H4WC N1 0.85 2.58 3.36(3) 153.5 2_645 O4W H4WC S1 0.85 2.35 3.02(3) 135.0 2_645 O4W H4WB O5 0.85 1.90 2.72(3) 162.4 4_475 O2W H2WB O3W 0.85 2.53 3.072(14) 122.7 4_666 O2W H2WA N2 0.85 2.31 3.083(8) 150.9 1_545 O3W H3WB O4 0.85 2.23 2.876(10) 132.8 1_545 O1W H1WA S2 0.85 2.80 3.473(6) 137.5 1_545 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.975 _refine_diff_density_min -1.728 _refine_diff_density_rms 0.191 data_1a _database_code_depnum_ccdc_archive 'CCDC 613166' # Attachment '613166.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 N3 O8 Pr S3, 2(H2 O)' _chemical_formula_sum 'C9 H14 N3 O10 Pr S3' _chemical_formula_weight 561.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.8231(3) _cell_length_b 14.5403(6) _cell_length_c 15.3938(6) _cell_angle_alpha 90.00 _cell_angle_beta 121.0520(10) _cell_angle_gamma 90.00 _cell_volume 1691.88(11) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3398 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour 'light green' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 3.308 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.36 _exptl_absorpt_correction_T_max 0.47 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8444 _diffrn_reflns_av_R_equivalents 0.0896 _diffrn_reflns_av_sigmaI/netI 0.0666 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2974 _reflns_number_gt 2242 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.1056P)^2^+0.0806P] 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 2974 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0489 _refine_ls_wR_factor_ref 0.1671 _refine_ls_wR_factor_gt 0.1540 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Pr1 Pr 0.75345(4) 0.50429(2) 0.50254(2) 0.0187(2) Uani 1 1 d . . . C1 C 0.7629(10) 0.9742(6) 0.4703(6) 0.0251(16) Uani 1 1 d . . . C2 C 0.7519(9) 1.1177(4) 0.4153(5) 0.0240(15) Uani 1 1 d . . . C3 C 0.7299(9) 1.0917(5) 0.5521(5) 0.0234(15) Uani 1 1 d . . . C4 C 0.7628(11) 0.8055(5) 0.5489(6) 0.0344(18) Uani 1 1 d . . . H4A H 0.8562 0.8252 0.6156 0.052 Uiso 1 1 calc R . . H4B H 0.6498 0.8227 0.5407 0.052 Uiso 1 1 calc R . . C5 C 0.7711(9) 0.7017(4) 0.5376(5) 0.0257(15) Uani 1 1 d . . . C6 C 0.7700(9) 1.1273(5) 0.2415(5) 0.0269(16) Uani 1 1 d . . . H6A H 0.8159 1.1642 0.2077 0.040 Uiso 1 1 calc R . . H6B H 0.8549 1.0787 0.2779 0.040 Uiso 1 1 calc R . . C7 C 0.5980(9) 1.0837(4) 0.1615(5) 0.0239(15) Uani 1 1 d . . . C8 C 0.7048(9) 1.0420(5) 0.7199(5) 0.0309(17) Uani 1 1 d . . . H8A H 0.6160 1.0506 0.7383 0.046 Uiso 1 1 calc R . . H8B H 0.6735 0.9872 0.6781 0.046 Uiso 1 1 calc R . . C9 C 0.8796(9) 1.0273(5) 0.8137(5) 0.0217(14) Uani 1 1 d . . . N1 N 0.7686(8) 1.0291(4) 0.4019(4) 0.0265(13) Uani 1 1 d . . . N2 N 0.7318(7) 1.1541(4) 0.4889(4) 0.0268(15) Uani 1 1 d . . . N3 N 0.7442(11) 1.0006(3) 0.5466(6) 0.0257(17) Uani 1 1 d . . . O1 O 0.8580(7) 0.6689(3) 0.5017(4) 0.0361(12) Uani 1 1 d . . . O2 O 0.6890(8) 0.6528(3) 0.5663(5) 0.0495(16) Uani 1 1 d . . . O3 O 0.6011(6) 1.0433(3) 0.0898(3) 0.0282(11) Uani 1 1 d . . . O4 O 0.4623(6) 1.0870(4) 0.1660(4) 0.0326(12) Uani 1 1 d . . . O5 O 1.0156(7) 1.0260(4) 0.8104(4) 0.0374(13) Uani 1 1 d . . . O6 O 0.8834(7) 1.0133(3) 0.8970(4) 0.0274(13) Uani 1 1 d . . . O1W O 0.5385(8) 0.3787(4) 0.3732(5) 0.0498(16) Uani 1 1 d . . . H1WA H 0.5919 0.3276 0.3939 0.060 Uiso 1 1 d R . . H1WB H 0.4425 0.3767 0.3729 0.060 Uiso 1 1 d R . . O2W O 0.9040(8) 0.3439(3) 0.5708(4) 0.0445(14) Uani 1 1 d . . . H2WA H 0.8397 0.3034 0.5277 0.053 Uiso 1 1 d R . . H2WB H 1.0059 0.3433 0.5781 0.053 Uiso 1 1 d R . . O3W O 0.2968(17) 0.1886(6) 0.2536(8) 0.143(5) Uani 1 1 d . . . H3WD H 0.2606 0.2436 0.2474 0.172 Uiso 1 1 d R . . H3WB H 0.2946 0.1725 0.1999 0.172 Uiso 1 1 d R . . O4W O 0.150(5) 0.354(3) 0.2198(19) 0.67(5) Uani 1 1 d . . . H4WB H 0.0874 0.3816 0.2386 0.809 Uiso 1 1 d R . . H4WC H 0.1464 0.3832 0.1710 0.809 Uiso 1 1 d R . . S1 S 0.7896(3) 0.85839(12) 0.45207(15) 0.0354(5) Uani 1 1 d . . . S2 S 0.7539(3) 1.19855(11) 0.33203(12) 0.0291(5) Uani 1 1 d . . . S3 S 0.7006(3) 1.13974(12) 0.64630(12) 0.0328(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr1 0.0225(4) 0.0197(3) 0.0197(3) 0.00110(12) 0.0149(3) 0.00077(13) C1 0.022(4) 0.027(3) 0.026(4) 0.000(3) 0.012(3) 0.003(3) C2 0.029(4) 0.024(4) 0.021(3) 0.000(3) 0.014(3) -0.004(3) C3 0.021(4) 0.027(4) 0.016(3) 0.003(3) 0.005(3) 0.005(3) C4 0.038(5) 0.028(4) 0.037(4) -0.006(3) 0.019(4) -0.002(3) C5 0.018(3) 0.020(3) 0.033(4) -0.002(3) 0.009(3) -0.005(3) C6 0.036(4) 0.028(4) 0.019(3) 0.006(3) 0.016(3) 0.008(3) C7 0.032(4) 0.026(3) 0.017(3) -0.003(3) 0.015(3) -0.003(3) C8 0.029(4) 0.043(4) 0.017(3) 0.003(3) 0.010(3) -0.005(3) C9 0.021(4) 0.028(3) 0.017(3) -0.001(3) 0.011(3) -0.004(3) N1 0.035(4) 0.021(3) 0.027(3) -0.003(3) 0.018(3) -0.003(3) N2 0.042(4) 0.022(3) 0.018(3) 0.000(2) 0.016(3) 0.003(2) N3 0.036(4) 0.021(4) 0.020(4) -0.002(2) 0.014(3) -0.001(2) O1 0.038(3) 0.026(3) 0.056(3) -0.004(2) 0.032(3) -0.002(2) O2 0.060(4) 0.029(3) 0.086(5) -0.005(3) 0.057(4) -0.006(3) O3 0.027(3) 0.039(3) 0.022(3) -0.009(2) 0.015(2) 0.000(2) O4 0.028(3) 0.047(3) 0.029(3) -0.011(2) 0.019(2) 0.000(2) O5 0.033(3) 0.064(3) 0.023(3) 0.007(2) 0.020(3) 0.004(3) O6 0.024(3) 0.043(3) 0.016(2) -0.0002(19) 0.011(2) -0.003(2) O1W 0.057(4) 0.039(3) 0.079(4) -0.021(3) 0.054(4) -0.012(3) O2W 0.050(4) 0.029(3) 0.060(4) -0.004(3) 0.033(3) 0.000(3) O3W 0.271(15) 0.078(6) 0.182(11) 0.018(6) 0.189(12) 0.032(7) O4W 0.85(8) 0.91(9) 0.24(3) 0.31(5) 0.26(4) 0.60(8) S1 0.0473(12) 0.0220(9) 0.0446(11) -0.0039(8) 0.0291(10) 0.0009(8) S2 0.0474(12) 0.0236(9) 0.0180(8) -0.0017(6) 0.0181(9) -0.0014(8) S3 0.0494(12) 0.0318(10) 0.0204(9) 0.0032(7) 0.0204(9) 0.0093(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O6 2.438(5) 4_575 ? Pr1 O3 2.440(5) 4_576 ? Pr1 O5 2.548(5) 2_746 ? Pr1 O2 2.554(5) . ? Pr1 O1 2.568(5) . ? Pr1 O4 2.590(5) 2_645 ? Pr1 O2W 2.621(5) . ? Pr1 O1W 2.646(5) . ? Pr1 O3 2.746(5) 2_645 ? Pr1 O6 2.750(5) 2_746 ? Pr1 C9 3.025(7) 2_746 ? Pr1 C7 3.041(7) 2_645 ? C1 N3 1.325(14) . ? C1 N1 1.343(10) . ? C1 S1 1.743(8) . ? C2 N1 1.325(8) . ? C2 N2 1.342(8) . ? C2 S2 1.746(6) . ? C3 N2 1.337(8) . ? C3 N3 1.337(8) . ? C3 S3 1.744(7) . ? C4 C5 1.526(9) . ? C4 S1 1.798(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.247(8) . ? C5 O1 1.248(8) . ? C6 C7 1.514(9) . ? C6 S2 1.801(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.235(8) . ? C7 O3 1.264(7) . ? C7 Pr1 3.041(7) 2_655 ? C8 C9 1.487(9) . ? C8 S3 1.805(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.227(8) . ? C9 O6 1.281(8) . ? C9 Pr1 3.025(6) 2_756 ? O3 Pr1 2.440(5) 4_575 ? O3 Pr1 2.746(5) 2_655 ? O4 Pr1 2.590(5) 2_655 ? O5 Pr1 2.548(5) 2_756 ? O6 Pr1 2.438(5) 4_576 ? O6 Pr1 2.750(5) 2_756 ? O1W H1WA 0.8491 . ? O1W H1WB 0.8460 . ? O2W H2WA 0.8493 . ? O2W H2WB 0.8462 . ? O3W H3WD 0.8492 . ? O3W H3WB 0.8485 . ? O4W H4WB 0.8471 . ? O4W H4WC 0.8488 . ? 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 O6 Pr1 O3 156.85(19) 4_575 4_576 ? O6 Pr1 O5 112.92(16) 4_575 2_746 ? O3 Pr1 O5 76.09(16) 4_576 2_746 ? O6 Pr1 O2 128.24(17) 4_575 . ? O3 Pr1 O2 74.53(17) 4_576 . ? O5 Pr1 O2 70.60(19) 2_746 . ? O6 Pr1 O1 78.49(16) 4_575 . ? O3 Pr1 O1 124.65(16) 4_576 . ? O5 Pr1 O1 79.06(17) 2_746 . ? O2 Pr1 O1 50.62(16) . . ? O6 Pr1 O4 74.70(16) 4_575 2_645 ? O3 Pr1 O4 110.75(15) 4_576 2_645 ? O5 Pr1 O4 145.17(16) 2_746 2_645 ? O2 Pr1 O4 78.34(18) . 2_645 ? O1 Pr1 O4 69.03(16) . 2_645 ? O6 Pr1 O2W 81.87(16) 4_575 . ? O3 Pr1 O2W 80.58(16) 4_576 . ? O5 Pr1 O2W 73.30(18) 2_746 . ? O2 Pr1 O2W 139.96(18) . . ? O1 Pr1 O2W 136.26(17) . . ? O4 Pr1 O2W 140.68(17) 2_645 . ? O6 Pr1 O1W 80.03(16) 4_575 . ? O3 Pr1 O1W 80.45(16) 4_576 . ? O5 Pr1 O1W 141.35(19) 2_746 . ? O2 Pr1 O1W 131.11(18) . . ? O1 Pr1 O1W 139.42(18) . . ? O4 Pr1 O1W 72.28(18) 2_645 . ? O2W Pr1 O1W 72.88(18) . . ? O6 Pr1 O3 118.58(16) 4_575 2_645 ? O3 Pr1 O3 62.58(17) 4_576 2_645 ? O5 Pr1 O3 126.37(15) 2_746 2_645 ? O2 Pr1 O3 66.70(17) . 2_645 ? O1 Pr1 O3 96.96(15) . 2_645 ? O4 Pr1 O3 48.18(14) 2_645 2_645 ? O2W Pr1 O3 126.71(16) . 2_645 ? O1W Pr1 O3 64.54(16) . 2_645 ? O6 Pr1 O6 64.39(19) 4_575 2_746 ? O3 Pr1 O6 121.12(16) 4_576 2_746 ? O5 Pr1 O6 48.53(15) 2_746 2_746 ? O2 Pr1 O6 99.75(17) . 2_746 ? O1 Pr1 O6 68.98(15) . 2_746 ? O4 Pr1 O6 125.62(15) 2_645 2_746 ? O2W Pr1 O6 67.30(16) . 2_746 ? O1W Pr1 O6 129.11(16) . 2_746 ? O3 Pr1 O6 165.25(17) 2_645 2_746 ? O6 Pr1 C9 89.45(17) 4_575 2_746 ? O3 Pr1 C9 98.31(16) 4_576 2_746 ? O5 Pr1 C9 23.50(15) 2_746 2_746 ? O2 Pr1 C9 83.71(19) . 2_746 ? O1 Pr1 C9 71.80(17) . 2_746 ? O4 Pr1 C9 139.87(17) 2_645 2_746 ? O2W Pr1 C9 69.31(18) . 2_746 ? O1W Pr1 C9 141.81(19) . 2_746 ? O3 Pr1 C9 147.72(16) 2_645 2_746 ? O6 Pr1 C9 25.06(16) 2_746 2_746 ? O6 Pr1 C7 96.58(17) 4_575 2_645 ? O3 Pr1 C7 87.11(16) 4_576 2_645 ? O5 Pr1 C7 140.37(17) 2_746 2_645 ? O2 Pr1 C7 70.40(19) . 2_645 ? O1 Pr1 C7 81.78(17) . 2_645 ? O4 Pr1 C7 23.64(15) 2_645 2_645 ? O2W Pr1 C7 139.43(18) . 2_645 ? O1W Pr1 C7 66.99(18) . 2_645 ? O3 Pr1 C7 24.55(15) 2_645 2_645 ? O6 Pr1 C7 147.37(16) 2_746 2_645 ? C9 Pr1 C7 151.15(16) 2_746 2_645 ? N3 C1 N1 126.5(7) . . ? N3 C1 S1 120.8(6) . . ? N1 C1 S1 112.7(6) . . ? N1 C2 N2 126.0(6) . . ? N1 C2 S2 119.7(5) . . ? N2 C2 S2 114.3(5) . . ? N2 C3 N3 126.1(7) . . ? N2 C3 S3 113.4(5) . . ? N3 C3 S3 120.6(6) . . ? C5 C4 S1 107.1(5) . . ? C5 C4 H4A 110.3 . . ? S1 C4 H4A 110.3 . . ? C5 C4 H4B 110.3 . . ? S1 C4 H4B 110.3 . . ? H4A C4 H4B 108.6 . . ? O2 C5 O1 122.8(6) . . ? O2 C5 C4 116.9(6) . . ? O1 C5 C4 120.3(6) . . ? C7 C6 S2 115.1(5) . . ? C7 C6 H6A 108.5 . . ? S2 C6 H6A 108.5 . . ? C7 C6 H6B 108.5 . . ? S2 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? O4 C7 O3 121.7(6) . . ? O4 C7 C6 122.2(6) . . ? O3 C7 C6 116.1(6) . . ? O4 C7 Pr1 57.2(3) . 2_655 ? O3 C7 Pr1 64.5(3) . 2_655 ? C6 C7 Pr1 177.6(5) . 2_655 ? C9 C8 S3 113.5(5) . . ? C9 C8 H8A 108.9 . . ? S3 C8 H8A 108.9 . . ? C9 C8 H8B 108.9 . . ? S3 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? O5 C9 O6 121.2(6) . . ? O5 C9 C8 120.5(6) . . ? O6 C9 C8 118.3(6) . . ? O5 C9 Pr1 55.9(3) . 2_756 ? O6 C9 Pr1 65.4(4) . 2_756 ? C8 C9 Pr1 176.0(5) . 2_756 ? C2 N1 C1 113.8(6) . . ? C3 N2 C2 113.9(6) . . ? C1 N3 C3 113.7(6) . . ? C5 O1 Pr1 92.8(4) . . ? C5 O2 Pr1 93.5(4) . . ? C7 O3 Pr1 151.6(4) . 4_575 ? C7 O3 Pr1 90.9(4) . 2_655 ? Pr1 O3 Pr1 117.42(17) 4_575 2_655 ? C7 O4 Pr1 99.1(4) . 2_655 ? C9 O5 Pr1 100.6(4) . 2_756 ? C9 O6 Pr1 154.8(5) . 4_576 ? C9 O6 Pr1 89.5(4) . 2_756 ? Pr1 O6 Pr1 115.61(19) 4_576 2_756 ? Pr1 O1W H1WA 106.1 . . ? Pr1 O1W H1WB 110.7 . . ? H1WA O1W H1WB 109.4 . . ? Pr1 O2W H2WA 107.9 . . ? Pr1 O2W H2WB 110.2 . . ? H2WA O2W H2WB 109.4 . . ? H3WD O3W H3WB 109.4 . . ? H4WB O4W H4WC 109.3 . . ? C1 S1 C4 101.2(4) . . ? C2 S2 C6 102.5(3) . . ? C3 S3 C8 104.0(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 O1W H1WA S2 0.85 2.81 3.481(6) 137.6 1_545 O3W H3WB O4 0.85 2.19 2.856(10) 135.1 1_545 O2W H2WA N2 0.85 2.32 3.089(8) 150.4 1_545 O4W H4WB O5 0.85 2.04 2.85(3) 159.9 4_475 O4W H4WC S1 0.85 2.27 2.96(3) 138.3 2_645 O1W H1WB O2 0.85 1.88 2.653(7) 151.7 3_666 O2W H2WB O1 0.85 2.12 2.847(7) 143.4 3_766 O3W H3WD O4W 0.85 1.81 2.65(3) 171.1 . O1W H1WB O4W 0.85 2.46 3.02(4) 124.2 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.424 _refine_diff_density_min -2.129 _refine_diff_density_rms 0.211 data_1 _database_code_depnum_ccdc_archive 'CCDC 613167' # Attachment '613167.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 N3 Nd O8 S3, 2(H2 O)' _chemical_formula_sum 'C9 H14 N3 Nd O10 S3' _chemical_formula_weight 564.65 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' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.8368(18) _cell_length_b 14.529(3) _cell_length_c 15.467(3) _cell_angle_alpha 90.00 _cell_angle_beta 121.30(3) _cell_angle_gamma 90.00 _cell_volume 1696.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3884 _cell_measurement_theta_min 2.70 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour 'light purple' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.210 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 3.487 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.36 _exptl_absorpt_correction_T_max 0.42 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8375 _diffrn_reflns_av_R_equivalents 0.0712 _diffrn_reflns_av_sigmaI/netI 0.0697 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2976 _reflns_number_gt 2009 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.1P)^2^+0.8P] 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 2976 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0842 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1720 _refine_ls_wR_factor_gt 0.1549 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd1 Nd 0.75458(5) 0.50505(3) 0.50327(3) 0.0211(2) Uani 1 1 d . . . C1 C 0.7653(11) 0.9748(7) 0.4745(7) 0.028(2) Uani 1 1 d . . . C2 C 0.7468(11) 1.1174(6) 0.4162(6) 0.028(2) Uani 1 1 d . . . C3 C 0.7277(10) 1.0926(6) 0.5531(6) 0.0260(19) Uani 1 1 d . . . C4 C 0.7663(11) 0.8049(6) 0.5527(7) 0.035(2) Uani 1 1 d . . . H4A H 0.8617 0.8225 0.6196 0.053 Uiso 1 1 calc R . . H4B H 0.6547 0.8234 0.5453 0.053 Uiso 1 1 calc R . . C5 C 0.7686(11) 0.7007(6) 0.5377(7) 0.031(2) Uani 1 1 d . . . C6 C 0.7703(10) 1.1264(6) 0.2448(6) 0.028(2) Uani 1 1 d . . . H6A H 0.8202 1.1630 0.2132 0.041 Uiso 1 1 calc R . . H6B H 0.8538 1.0776 0.2827 0.041 Uiso 1 1 calc R . . C7 C 0.5968(11) 1.0827(6) 0.1614(6) 0.0250(19) Uani 1 1 d . . . C8 C 0.7025(10) 1.0444(6) 0.7211(6) 0.031(2) Uani 1 1 d . . . H8A H 0.6144 1.0541 0.7397 0.046 Uiso 1 1 calc R . . H8B H 0.6705 0.9890 0.6804 0.046 Uiso 1 1 calc R . . C9 C 0.8770(10) 1.0306(6) 0.8141(6) 0.0256(19) Uani 1 1 d . . . N1 N 0.7676(9) 1.0278(5) 0.4038(5) 0.0297(17) Uani 1 1 d . . . N2 N 0.7264(9) 1.1541(5) 0.4884(5) 0.0305(19) Uani 1 1 d . . . N3 N 0.7444(11) 1.0013(4) 0.5495(6) 0.029(2) Uani 1 1 d . . . O1 O 0.8593(8) 0.6682(4) 0.5038(5) 0.0388(16) Uani 1 1 d . . . O2 O 0.6809(8) 0.6519(4) 0.5621(5) 0.0447(17) Uani 1 1 d . . . O3 O 0.6039(7) 1.0414(5) 0.0912(4) 0.0320(15) Uani 1 1 d . . . O4 O 0.4582(7) 1.0851(4) 0.1638(4) 0.0324(15) Uani 1 1 d . . . O5 O 1.0162(7) 1.0297(5) 0.8113(4) 0.0383(16) Uani 1 1 d . . . O6 O 0.8830(8) 1.0139(4) 0.8971(5) 0.0294(15) Uani 1 1 d . . . O1W O 0.5458(9) 0.3794(5) 0.3742(6) 0.057(2) Uani 1 1 d . . . H1WA H 0.5992 0.3283 0.3950 0.069 Uiso 1 1 d R . . H1WB H 0.4498 0.3774 0.3740 0.069 Uiso 1 1 d R . . O2W O 0.9027(9) 0.3485(4) 0.5761(5) 0.0509(19) Uani 1 1 d . . . H2WA H 0.8384 0.3080 0.5329 0.061 Uiso 1 1 d R . . H2WB H 1.0046 0.3479 0.5834 0.061 Uiso 1 1 d R . . O3W O 0.2872(17) 0.1851(7) 0.2513(9) 0.132(5) Uani 1 1 d . . . H3WD H 0.2510 0.2402 0.2452 0.158 Uiso 1 1 d R . . H3WB H 0.2849 0.1691 0.1977 0.158 Uiso 1 1 d R . . O4W O 0.187(3) 0.3740(14) 0.2269(11) 0.254(12) Uani 1 1 d . . . H4WB H 0.1242 0.4016 0.2457 0.305 Uiso 1 1 d R . . H4WC H 0.1831 0.4033 0.1781 0.305 Uiso 1 1 d R . . S1 S 0.7943(3) 0.85848(16) 0.45710(19) 0.0385(6) Uani 1 1 d . . . S2 S 0.7468(3) 1.19747(15) 0.33088(16) 0.0329(6) Uani 1 1 d . . . S3 S 0.6981(3) 1.14075(16) 0.64612(16) 0.0355(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Nd1 0.0248(3) 0.0205(4) 0.0237(3) 0.00124(17) 0.0167(3) 0.00113(17) C1 0.024(4) 0.027(5) 0.030(5) 0.000(4) 0.012(4) 0.001(4) C2 0.036(5) 0.021(5) 0.028(4) 0.001(4) 0.017(4) 0.001(4) C3 0.024(4) 0.030(5) 0.020(4) 0.005(4) 0.009(3) 0.005(4) C4 0.034(5) 0.032(6) 0.039(5) 0.001(4) 0.019(4) -0.002(4) C5 0.029(5) 0.020(5) 0.038(5) 0.003(4) 0.013(4) -0.001(4) C6 0.027(4) 0.033(5) 0.022(4) 0.005(4) 0.012(4) 0.011(4) C7 0.036(5) 0.025(5) 0.016(4) -0.005(4) 0.014(4) -0.005(4) C8 0.032(5) 0.039(6) 0.025(4) 0.005(4) 0.017(4) -0.001(4) C9 0.024(4) 0.031(5) 0.025(4) -0.005(4) 0.015(4) -0.005(4) N1 0.041(4) 0.025(4) 0.024(4) 0.000(3) 0.017(3) -0.003(4) N2 0.044(4) 0.022(4) 0.026(4) 0.000(3) 0.019(4) 0.007(3) N3 0.036(4) 0.023(5) 0.026(4) 0.000(3) 0.014(4) -0.003(3) O1 0.044(4) 0.027(4) 0.059(4) 0.002(3) 0.036(3) 0.001(3) O2 0.054(4) 0.023(4) 0.077(5) -0.003(3) 0.048(4) -0.006(3) O3 0.029(3) 0.039(4) 0.027(3) -0.009(3) 0.014(3) -0.005(3) O4 0.027(3) 0.046(4) 0.033(3) -0.009(3) 0.021(3) -0.002(3) O5 0.036(4) 0.057(4) 0.030(3) 0.009(3) 0.023(3) 0.003(3) O6 0.027(3) 0.044(4) 0.022(3) 0.003(3) 0.015(3) -0.003(3) O1W 0.059(4) 0.037(4) 0.107(6) -0.028(4) 0.065(5) -0.017(3) O2W 0.054(4) 0.031(4) 0.073(5) 0.000(4) 0.037(4) 0.005(3) O3W 0.255(14) 0.072(8) 0.177(12) -0.003(7) 0.189(12) 0.011(8) O4W 0.37(3) 0.31(3) 0.136(13) 0.066(15) 0.166(16) 0.18(2) S1 0.0517(15) 0.0224(13) 0.0502(14) -0.0044(11) 0.0328(13) -0.0010(11) S2 0.0542(14) 0.0225(12) 0.0243(11) -0.0022(9) 0.0221(11) -0.0020(10) S3 0.0517(14) 0.0333(14) 0.0248(11) 0.0034(10) 0.0221(11) 0.0099(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O3 2.442(6) 4_576 ? Nd1 O6 2.449(6) 4_575 ? Nd1 O2 2.533(6) . ? Nd1 O5 2.534(6) 2_746 ? Nd1 O1 2.542(6) . ? Nd1 O4 2.553(6) 2_645 ? Nd1 O2W 2.573(6) . ? Nd1 O1W 2.626(7) . ? Nd1 O6 2.742(6) 2_746 ? Nd1 O3 2.764(5) 2_645 ? Nd1 C9 3.027(8) 2_746 ? Nd1 C7 3.031(8) 2_645 ? C1 N3 1.325(16) . ? C1 N1 1.346(12) . ? C1 S1 1.750(10) . ? C2 N2 1.331(10) . ? C2 N1 1.341(11) . ? C2 S2 1.759(9) . ? C3 N2 1.338(11) . ? C3 N3 1.338(10) . ? C3 S3 1.737(9) . ? C4 C5 1.533(12) . ? C4 S1 1.798(10) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.245(10) . ? C5 O1 1.256(11) . ? C6 C7 1.537(11) . ? C6 S2 1.780(9) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.245(9) . ? C7 O3 1.270(9) . ? C7 Nd1 3.031(8) 2_655 ? C8 C9 1.477(11) . ? C8 S3 1.806(9) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.253(9) . ? C9 O6 1.281(10) . ? C9 Nd1 3.027(8) 2_756 ? O3 Nd1 2.442(6) 4_575 ? O3 Nd1 2.764(5) 2_655 ? O4 Nd1 2.553(6) 2_655 ? O5 Nd1 2.534(6) 2_756 ? O6 Nd1 2.449(6) 4_576 ? O6 Nd1 2.742(6) 2_756 ? O1W H1WA 0.8484 . ? O1W H1WB 0.8473 . ? O2W H2WA 0.8490 . ? O2W H2WB 0.8470 . ? O3W H3WD 0.8486 . ? O3W H3WB 0.8521 . ? O4W H4WB 0.8493 . ? O4W H4WC 0.8515 . ? 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 O3 Nd1 O6 156.8(2) 4_576 4_575 ? O3 Nd1 O2 73.5(2) 4_576 . ? O6 Nd1 O2 129.1(2) 4_575 . ? O3 Nd1 O5 75.82(19) 4_576 2_746 ? O6 Nd1 O5 113.49(19) 4_575 2_746 ? O2 Nd1 O5 71.2(2) . 2_746 ? O3 Nd1 O1 124.0(2) 4_576 . ? O6 Nd1 O1 79.2(2) 4_575 . ? O2 Nd1 O1 51.3(2) . . ? O5 Nd1 O1 77.8(2) 2_746 . ? O3 Nd1 O4 111.21(18) 4_576 2_645 ? O6 Nd1 O4 74.15(19) 4_575 2_645 ? O2 Nd1 O4 77.8(2) . 2_645 ? O5 Nd1 O4 144.7(2) 2_746 2_645 ? O1 Nd1 O4 69.7(2) . 2_645 ? O3 Nd1 O2W 79.2(2) 4_576 . ? O6 Nd1 O2W 83.5(2) 4_575 . ? O2 Nd1 O2W 139.0(2) . . ? O5 Nd1 O2W 72.8(2) 2_746 . ? O1 Nd1 O2W 136.1(2) . . ? O4 Nd1 O2W 141.8(2) 2_645 . ? O3 Nd1 O1W 82.0(2) 4_576 . ? O6 Nd1 O1W 78.4(2) 4_575 . ? O2 Nd1 O1W 130.4(2) . . ? O5 Nd1 O1W 142.3(2) 2_746 . ? O1 Nd1 O1W 139.6(2) . . ? O4 Nd1 O1W 72.0(2) 2_645 . ? O2W Nd1 O1W 73.4(2) . . ? O3 Nd1 O6 121.03(19) 4_576 2_746 ? O6 Nd1 O6 64.5(2) 4_575 2_746 ? O2 Nd1 O6 101.64(19) . 2_746 ? O5 Nd1 O6 49.00(19) 2_746 2_746 ? O1 Nd1 O6 68.76(19) . 2_746 ? O4 Nd1 O6 125.35(19) 2_645 2_746 ? O2W Nd1 O6 67.4(2) . 2_746 ? O1W Nd1 O6 127.88(19) . 2_746 ? O3 Nd1 O3 62.7(2) 4_576 2_645 ? O6 Nd1 O3 118.04(19) 4_575 2_645 ? O2 Nd1 O3 65.9(2) . 2_645 ? O5 Nd1 O3 126.43(19) 2_746 2_645 ? O1 Nd1 O3 98.0(2) . 2_645 ? O4 Nd1 O3 48.58(18) 2_645 2_645 ? O2W Nd1 O3 125.7(2) . 2_645 ? O1W Nd1 O3 64.6(2) . 2_645 ? O6 Nd1 O3 166.2(2) 2_746 2_645 ? O3 Nd1 C9 98.5(2) 4_576 2_746 ? O6 Nd1 C9 89.5(2) 4_575 2_746 ? O2 Nd1 C9 85.1(2) . 2_746 ? O5 Nd1 C9 24.01(19) 2_746 2_746 ? O1 Nd1 C9 70.7(2) . 2_746 ? O4 Nd1 C9 139.3(2) 2_645 2_746 ? O2W Nd1 C9 69.1(2) . 2_746 ? O1W Nd1 C9 141.7(2) . 2_746 ? O6 Nd1 C9 25.0(2) 2_746 2_746 ? O3 Nd1 C9 148.4(2) 2_645 2_746 ? O3 Nd1 C7 87.4(2) 4_576 2_645 ? O6 Nd1 C7 96.2(2) 4_575 2_645 ? O2 Nd1 C7 69.3(2) . 2_645 ? O5 Nd1 C7 140.0(2) 2_746 2_645 ? O1 Nd1 C7 82.4(2) . 2_645 ? O4 Nd1 C7 23.85(19) 2_645 2_645 ? O2W Nd1 C7 139.7(2) . 2_645 ? O1W Nd1 C7 67.2(2) . 2_645 ? O6 Nd1 C7 147.4(2) 2_746 2_645 ? O3 Nd1 C7 24.77(19) 2_645 2_645 ? C9 Nd1 C7 151.0(2) 2_746 2_645 ? N3 C1 N1 127.8(9) . . ? N3 C1 S1 120.9(7) . . ? N1 C1 S1 111.3(8) . . ? N2 C2 N1 126.7(8) . . ? N2 C2 S2 114.6(6) . . ? N1 C2 S2 118.7(7) . . ? N2 C3 N3 126.0(8) . . ? N2 C3 S3 113.9(6) . . ? N3 C3 S3 120.1(7) . . ? C5 C4 S1 106.5(7) . . ? C5 C4 H4A 110.4 . . ? S1 C4 H4A 110.4 . . ? C5 C4 H4B 110.4 . . ? S1 C4 H4B 110.4 . . ? H4A C4 H4B 108.6 . . ? O2 C5 O1 123.0(8) . . ? O2 C5 C4 117.2(8) . . ? O1 C5 C4 119.8(8) . . ? C7 C6 S2 114.5(6) . . ? C7 C6 H6A 108.6 . . ? S2 C6 H6A 108.6 . . ? C7 C6 H6B 108.6 . . ? S2 C6 H6B 108.6 . . ? H6A C6 H6B 107.6 . . ? O4 C7 O3 121.7(7) . . ? O4 C7 C6 122.1(7) . . ? O3 C7 C6 116.2(7) . . ? O4 C7 Nd1 56.0(4) . 2_655 ? O3 C7 Nd1 65.8(4) . 2_655 ? C6 C7 Nd1 177.2(6) . 2_655 ? C9 C8 S3 113.2(6) . . ? C9 C8 H8A 108.9 . . ? S3 C8 H8A 108.9 . . ? C9 C8 H8B 108.9 . . ? S3 C8 H8B 108.9 . . ? H8A C8 H8B 107.8 . . ? O5 C9 O6 120.2(7) . . ? O5 C9 C8 121.0(8) . . ? O6 C9 C8 118.7(7) . . ? O5 C9 Nd1 55.4(4) . 2_756 ? O6 C9 Nd1 64.9(4) . 2_756 ? C8 C9 Nd1 176.4(6) . 2_756 ? C2 N1 C1 112.2(8) . . ? C2 N2 C3 114.1(8) . . ? C1 N3 C3 113.2(8) . . ? C5 O1 Nd1 92.4(5) . . ? C5 O2 Nd1 93.1(5) . . ? C7 O3 Nd1 152.9(5) . 4_575 ? C7 O3 Nd1 89.5(5) . 2_655 ? Nd1 O3 Nd1 117.3(2) 4_575 2_655 ? C7 O4 Nd1 100.1(5) . 2_655 ? C9 O5 Nd1 100.6(5) . 2_756 ? C9 O6 Nd1 154.4(5) . 4_576 ? C9 O6 Nd1 90.0(5) . 2_756 ? Nd1 O6 Nd1 115.5(2) 4_576 2_756 ? Nd1 O1W H1WA 106.8 . . ? Nd1 O1W H1WB 109.5 . . ? H1WA O1W H1WB 109.3 . . ? Nd1 O2W H2WA 106.8 . . ? Nd1 O2W H2WB 109.3 . . ? H2WA O2W H2WB 109.2 . . ? H3WD O3W H3WB 109.4 . . ? H4WB O4W H4WC 109.7 . . ? C1 S1 C4 101.4(5) . . ? C2 S2 C6 102.9(4) . . ? C3 S3 C8 104.9(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 O1W H1WB O4W 0.85 2.25 2.78(2) 120.7 . O3W H3WD O4W 0.85 2.00 2.85(2) 173.4 . O2W H2WB O1 0.85 2.24 2.950(9) 142.0 3_766 O1W H1WB O2 0.85 1.92 2.691(9) 151.0 3_666 O4W H4WC N1 0.85 2.38 3.18(2) 156.7 2_645 O4W H4WC S1 0.85 2.30 2.944(14) 133.2 2_645 O4W H4WB O5 0.85 1.98 2.825(16) 170.2 4_475 O2W H2WB O3W 0.85 2.54 3.092(15) 123.3 4_666 O2W H2WA N2 0.85 2.40 3.170(10) 151.7 1_545 O3W H3WB O4 0.85 2.22 2.890(11) 135.2 1_545 O1W H1WA S2 0.85 2.76 3.439(7) 137.7 1_545 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.614 _refine_diff_density_min -2.362 _refine_diff_density_rms 0.179 data_051222w _database_code_depnum_ccdc_archive 'CCDC 613168' # Attachment '613168.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 N3 O8 S3 Sm, 2(H2 O)' _chemical_formula_sum 'C9 H14 N3 O10 S3 Sm' _chemical_formula_weight 570.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4178(12) _cell_length_b 9.0262(13) _cell_length_c 11.6753(17) _cell_angle_alpha 99.299(2) _cell_angle_beta 99.648(3) _cell_angle_gamma 96.047(2) _cell_volume 855.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3547 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 558 _exptl_absorpt_coefficient_mu 3.858 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.38 _exptl_absorpt_correction_T_max 0.46 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4520 _diffrn_reflns_av_R_equivalents 0.0213 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2962 _reflns_number_gt 2727 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0634P)^2^+0.2007P] 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 2962 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0885 _refine_ls_wR_factor_gt 0.0858 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 Sm1 Sm 0.52643(3) 1.16888(2) 0.411686(19) 0.01860(12) Uani 1 1 d . . . C1 C -0.0199(6) 0.5939(5) 0.2218(4) 0.0225(10) Uani 1 1 d . . . C2 C 0.1945(6) 0.5308(6) 0.1453(4) 0.0235(10) Uani 1 1 d . . . C3 C -0.0299(6) 0.3598(6) 0.1195(5) 0.0250(11) Uani 1 1 d . . . C4 C 0.0035(6) 0.8993(6) 0.3137(5) 0.0285(11) Uani 1 1 d . . . H4A H 0.0150 0.9104 0.2341 0.043 Uiso 1 1 calc R . . H4B H -0.0566 0.9788 0.3428 0.043 Uiso 1 1 calc R . . C5 C 0.1722(6) 0.9284(5) 0.3896(4) 0.0214(10) Uani 1 1 d . . . C6 C 0.4559(6) 0.7519(5) 0.2039(4) 0.0230(10) Uani 1 1 d . . . H6A H 0.5527 0.7937 0.1790 0.034 Uiso 1 1 calc R . . H6B H 0.3708 0.8124 0.1824 0.034 Uiso 1 1 calc R . . C7 C 0.4915(6) 0.7679(5) 0.3370(4) 0.0202(10) Uani 1 1 d . . . C8 C -0.3234(6) 0.1780(6) 0.0791(4) 0.0261(11) Uani 1 1 d . . . H8A H -0.3498 0.2786 0.0720 0.039 Uiso 1 1 calc R . . H8B H -0.3921 0.1075 0.0137 0.039 Uiso 1 1 calc R . . C9 C -0.3680(6) 0.1416(5) 0.1920(4) 0.0221(10) Uani 1 1 d . . . N1 N 0.1304(5) 0.6379(5) 0.2078(4) 0.0242(9) Uani 1 1 d . . . N2 N 0.1191(5) 0.3913(5) 0.0957(4) 0.0270(9) Uani 1 1 d . . . N3 N -0.1066(5) 0.4557(5) 0.1824(4) 0.0258(9) Uani 1 1 d . . . O1 O 0.2576(4) 1.0419(4) 0.3705(3) 0.0329(9) Uani 1 1 d . . . O2 O 0.2130(4) 0.8479(4) 0.4636(3) 0.0258(8) Uani 1 1 d . . . O3 O 0.5374(4) 0.9014(4) 0.3965(3) 0.0242(7) Uani 1 1 d . . . O4 O 0.4734(5) 0.6590(4) 0.3891(3) 0.0255(8) Uani 1 1 d . . . O5 O -0.2644(4) 0.1377(4) 0.2810(3) 0.0262(8) Uani 1 1 d . . . O6 O -0.5182(4) 0.1233(4) 0.1948(3) 0.0315(9) Uani 1 1 d . . . O1W O 0.6766(5) 1.4155(4) 0.4027(4) 0.0375(9) Uani 1 1 d . . . H1WB H 0.7749 1.4237 0.4378 0.045 Uiso 1 1 d R . . H1WC H 0.6275 1.4822 0.4369 0.045 Uiso 1 1 d R . . O2W O 0.3343(5) 1.3490(4) 0.3709(4) 0.0333(9) Uani 1 1 d . . . H2WA H 0.2324 1.3521 0.3609 0.040 Uiso 1 1 d R . . H2WC H 0.3714 1.3787 0.3138 0.040 Uiso 1 1 d R . . O3W O 0.2913(5) 0.1639(5) -0.0231(4) 0.0446(10) Uani 1 1 d . . . H3WA H 0.2033 0.1561 0.0035 0.053 Uiso 1 1 d R . . H3WC H 0.3718 0.1803 0.0341 0.053 Uiso 1 1 d R . . O4W O 0.0149(5) 0.3266(5) 0.4052(4) 0.0469(11) Uani 1 1 d . . . H4WA H -0.0395 0.2505 0.3568 0.056 Uiso 1 1 d R . . H4WC H 0.0278 0.3070 0.4747 0.056 Uiso 1 1 d R . . S2 S 0.39444(15) 0.56266(14) 0.12366(11) 0.0252(3) Uani 1 1 d . . . S1 S -0.11930(15) 0.72061(14) 0.30411(12) 0.0270(3) Uani 1 1 d . . . S3 S -0.11575(17) 0.17287(15) 0.06222(12) 0.0293(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.02185(17) 0.01419(16) 0.02079(17) 0.00577(10) 0.00559(11) 0.00066(10) C1 0.024(3) 0.022(2) 0.021(2) 0.0054(19) 0.0022(19) 0.002(2) C2 0.023(3) 0.025(3) 0.023(2) 0.006(2) 0.007(2) -0.002(2) C3 0.024(3) 0.024(2) 0.025(2) 0.004(2) 0.005(2) -0.004(2) C4 0.021(3) 0.024(3) 0.038(3) 0.007(2) -0.002(2) 0.001(2) C5 0.021(3) 0.021(2) 0.023(2) 0.0061(19) 0.0047(19) 0.0043(19) C6 0.023(3) 0.020(2) 0.024(3) 0.0060(19) 0.002(2) -0.001(2) C7 0.016(2) 0.021(2) 0.025(2) 0.0047(19) 0.0061(19) 0.0018(19) C8 0.028(3) 0.024(3) 0.026(3) 0.007(2) 0.005(2) -0.004(2) C9 0.028(3) 0.014(2) 0.024(2) 0.0021(18) 0.007(2) 0.0009(19) N1 0.022(2) 0.021(2) 0.027(2) 0.0031(17) 0.0057(18) -0.0030(17) N2 0.027(2) 0.025(2) 0.028(2) 0.0010(17) 0.0057(18) -0.0019(18) N3 0.024(2) 0.023(2) 0.029(2) 0.0032(17) 0.0057(18) -0.0015(18) O1 0.026(2) 0.030(2) 0.042(2) 0.0157(17) -0.0014(17) -0.0053(16) O2 0.0243(19) 0.0228(17) 0.0291(19) 0.0075(14) 0.0009(15) 0.0005(14) O3 0.032(2) 0.0164(17) 0.0236(18) 0.0027(13) 0.0066(15) 0.0005(14) O4 0.036(2) 0.0163(17) 0.0257(17) 0.0059(14) 0.0091(15) 0.0027(14) O5 0.028(2) 0.0304(19) 0.0222(18) 0.0086(14) 0.0064(15) 0.0057(15) O6 0.025(2) 0.046(2) 0.0237(19) 0.0097(16) 0.0057(15) -0.0018(17) O1W 0.037(2) 0.0228(19) 0.059(3) 0.0091(18) 0.0253(19) 0.0046(16) O2W 0.028(2) 0.0257(19) 0.050(2) 0.0156(17) 0.0069(17) 0.0066(16) O3W 0.040(2) 0.054(3) 0.041(2) 0.005(2) 0.0118(19) 0.011(2) O4W 0.035(2) 0.055(3) 0.050(3) 0.016(2) 0.005(2) -0.003(2) S2 0.0243(7) 0.0241(6) 0.0260(6) -0.0012(5) 0.0098(5) -0.0016(5) S1 0.0195(6) 0.0219(6) 0.0389(7) 0.0021(5) 0.0084(5) 0.0004(5) S3 0.0300(7) 0.0221(6) 0.0342(7) -0.0014(5) 0.0130(6) -0.0050(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 Sm1 O1 2.362(4) . ? Sm1 O3 2.405(3) . ? Sm1 O2 2.455(3) 2_676 ? Sm1 O2W 2.456(4) . ? Sm1 O6 2.456(4) 1_665 ? Sm1 O1W 2.468(4) . ? Sm1 O5 2.524(4) 1_665 ? Sm1 O3 2.549(3) 2_676 ? Sm1 O4 2.579(3) 2_676 ? Sm1 C9 2.835(5) 1_665 ? Sm1 C7 2.930(5) 2_676 ? Sm1 Sm1 3.9748(6) 2_676 ? C1 N1 1.331(7) . ? C1 N3 1.346(6) . ? C1 S1 1.746(5) . ? C2 N1 1.331(7) . ? C2 N2 1.341(6) . ? C2 S2 1.744(5) . ? C3 N3 1.333(7) . ? C3 N2 1.341(7) . ? C3 S3 1.741(5) . ? C4 C5 1.515(7) . ? C4 S1 1.799(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.245(6) . ? C5 O1 1.260(6) . ? C6 C7 1.512(7) . ? C6 S2 1.788(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.247(6) . ? C7 O3 1.275(6) . ? C7 Sm1 2.930(5) 2_676 ? C8 C9 1.505(7) . ? C8 S3 1.796(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.248(6) . ? C9 O6 1.265(6) . ? C9 Sm1 2.835(5) 1_445 ? O2 Sm1 2.455(3) 2_676 ? O3 Sm1 2.549(3) 2_676 ? O4 Sm1 2.579(3) 2_676 ? O5 Sm1 2.524(4) 1_445 ? O6 Sm1 2.456(4) 1_445 ? O1W H1WB 0.8500 . ? O1W H1WC 0.8500 . ? O2W H2WA 0.8501 . ? O2W H2WC 0.8501 . ? O3W H3WA 0.8501 . ? O3W H3WC 0.8500 . ? O4W H4WA 0.8500 . ? O4W H4WC 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Sm1 O3 71.55(12) . . ? O1 Sm1 O2 137.53(12) . 2_676 ? O3 Sm1 O2 75.52(11) . 2_676 ? O1 Sm1 O2W 70.40(12) . . ? O3 Sm1 O2W 141.13(12) . . ? O2 Sm1 O2W 141.41(12) 2_676 . ? O1 Sm1 O6 81.02(13) . 1_665 ? O3 Sm1 O6 86.67(12) . 1_665 ? O2 Sm1 O6 123.22(12) 2_676 1_665 ? O2W Sm1 O6 79.91(13) . 1_665 ? O1 Sm1 O1W 139.94(13) . . ? O3 Sm1 O1W 145.26(13) . . ? O2 Sm1 O1W 80.58(13) 2_676 . ? O2W Sm1 O1W 70.13(13) . . ? O6 Sm1 O1W 85.72(13) 1_665 . ? O1 Sm1 O5 126.23(13) . 1_665 ? O3 Sm1 O5 80.17(12) . 1_665 ? O2 Sm1 O5 71.80(12) 2_676 1_665 ? O2W Sm1 O5 117.07(12) . 1_665 ? O6 Sm1 O5 52.01(12) 1_665 1_665 ? O1W Sm1 O5 68.52(12) . 1_665 ? O1 Sm1 O3 72.39(12) . 2_676 ? O3 Sm1 O3 73.31(12) . 2_676 ? O2 Sm1 O3 73.01(12) 2_676 2_676 ? O2W Sm1 O3 102.16(13) . 2_676 ? O6 Sm1 O3 150.57(12) 1_665 2_676 ? O1W Sm1 O3 122.90(12) . 2_676 ? O5 Sm1 O3 140.08(11) 1_665 2_676 ? O1 Sm1 O4 100.39(13) . 2_676 ? O3 Sm1 O4 121.73(11) . 2_676 ? O2 Sm1 O4 75.06(12) 2_676 2_676 ? O2W Sm1 O4 73.31(13) . 2_676 ? O6 Sm1 O4 150.77(12) 1_665 2_676 ? O1W Sm1 O4 74.45(12) . 2_676 ? O5 Sm1 O4 133.33(12) 1_665 2_676 ? O3 Sm1 O4 50.36(10) 2_676 2_676 ? O1 Sm1 C9 105.97(14) . 1_665 ? O3 Sm1 C9 86.48(12) . 1_665 ? O2 Sm1 C9 97.90(13) 2_676 1_665 ? O2W Sm1 C9 96.43(14) . 1_665 ? O6 Sm1 C9 26.43(13) 1_665 1_665 ? O1W Sm1 C9 72.13(13) . 1_665 ? O5 Sm1 C9 26.10(13) 1_665 1_665 ? O3 Sm1 C9 159.28(12) 2_676 1_665 ? O4 Sm1 C9 146.56(12) 2_676 1_665 ? O1 Sm1 C7 89.32(13) . 2_676 ? O3 Sm1 C7 96.88(12) . 2_676 ? O2 Sm1 C7 68.65(13) 2_676 2_676 ? O2W Sm1 C7 90.38(13) . 2_676 ? O6 Sm1 C7 168.12(13) 1_665 2_676 ? O1W Sm1 C7 97.47(13) . 2_676 ? O5 Sm1 C7 139.73(12) 1_665 2_676 ? O3 Sm1 C7 25.73(12) 2_676 2_676 ? O4 Sm1 C7 25.14(12) 2_676 2_676 ? C9 Sm1 C7 164.60(14) 1_665 2_676 ? O1 Sm1 Sm1 67.33(9) . 2_676 ? O3 Sm1 Sm1 37.90(8) . 2_676 ? O2 Sm1 Sm1 70.21(8) 2_676 2_676 ? O2W Sm1 Sm1 127.31(9) . 2_676 ? O6 Sm1 Sm1 121.56(9) 1_665 2_676 ? O1W Sm1 Sm1 147.72(10) . 2_676 ? O5 Sm1 Sm1 112.87(8) 1_665 2_676 ? O3 Sm1 Sm1 35.41(7) 2_676 2_676 ? O4 Sm1 Sm1 84.78(7) 2_676 2_676 ? C9 Sm1 Sm1 124.24(9) 1_665 2_676 ? C7 Sm1 Sm1 59.65(9) 2_676 2_676 ? N1 C1 N3 126.8(5) . . ? N1 C1 S1 119.3(4) . . ? N3 C1 S1 113.8(4) . . ? N1 C2 N2 125.6(5) . . ? N1 C2 S2 120.9(4) . . ? N2 C2 S2 113.4(4) . . ? N3 C3 N2 125.7(5) . . ? N3 C3 S3 121.8(4) . . ? N2 C3 S3 112.5(4) . . ? C5 C4 S1 118.6(4) . . ? C5 C4 H4A 107.7 . . ? S1 C4 H4A 107.7 . . ? C5 C4 H4B 107.7 . . ? S1 C4 H4B 107.7 . . ? H4A C4 H4B 107.1 . . ? O2 C5 O1 126.6(4) . . ? O2 C5 C4 121.0(4) . . ? O1 C5 C4 112.4(4) . . ? C7 C6 S2 115.5(3) . . ? C7 C6 H6A 108.4 . . ? S2 C6 H6A 108.4 . . ? C7 C6 H6B 108.4 . . ? S2 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? O4 C7 O3 119.9(4) . . ? O4 C7 C6 123.2(4) . . ? O3 C7 C6 116.9(4) . . ? O4 C7 Sm1 61.5(3) . 2_676 ? O3 C7 Sm1 60.2(2) . 2_676 ? C6 C7 Sm1 164.1(3) . 2_676 ? C9 C8 S3 117.3(4) . . ? C9 C8 H8A 108.0 . . ? S3 C8 H8A 108.0 . . ? C9 C8 H8B 108.0 . . ? S3 C8 H8B 108.0 . . ? H8A C8 H8B 107.2 . . ? O5 C9 O6 120.8(5) . . ? O5 C9 C8 122.9(5) . . ? O6 C9 C8 116.2(4) . . ? O5 C9 Sm1 62.9(3) . 1_445 ? O6 C9 Sm1 59.8(2) . 1_445 ? C8 C9 Sm1 161.8(3) . 1_445 ? C2 N1 C1 113.8(4) . . ? C3 N2 C2 114.5(4) . . ? C3 N3 C1 113.4(4) . . ? C5 O1 Sm1 142.1(3) . . ? C5 O2 Sm1 133.0(3) . 2_676 ? C7 O3 Sm1 148.1(3) . . ? C7 O3 Sm1 94.1(3) . 2_676 ? Sm1 O3 Sm1 106.69(12) . 2_676 ? C7 O4 Sm1 93.4(3) . 2_676 ? C9 O5 Sm1 91.0(3) . 1_445 ? C9 O6 Sm1 93.7(3) . 1_445 ? Sm1 O1W H1WB 110.8 . . ? Sm1 O1W H1WC 105.7 . . ? H1WB O1W H1WC 110.6 . . ? Sm1 O2W H2WA 138.9 . . ? Sm1 O2W H2WC 97.7 . . ? H2WA O2W H2WC 109.5 . . ? H3WA O3W H3WC 109.5 . . ? H4WA O4W H4WC 109.5 . . ? C2 S2 C6 100.9(2) . . ? C1 S1 C4 102.6(3) . . ? C3 S3 C8 101.7(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 #O3W H3WA S3 0.85 2.89 3.730(5) 168.1 . #O4W H4WC O2 0.85 2.61 3.105(6) 118.5 2_566 #O2W H2WC S2 0.85 3.00 3.793(4) 156.4 1_565 O3W H3WA N2 0.85 2.45 2.936(6) 117.0 . O4W H4WA O5 0.85 2.04 2.784(6) 146.4 . O1W H1WC O2W 0.85 2.45 3.134(6) 137.8 2_686 O4W H4WC S1 0.85 2.63 3.467(5) 169.3 2_566 O1W H1WB O4W 0.85 2.35 3.036(6) 138.2 1_665 O3W H3WC O6 0.85 2.11 2.870(6) 147.8 1_655 O2W H2WA O4W 0.85 1.99 2.776(6) 154.3 1_565 O1W H1WC O4 0.85 2.24 2.931(5) 138.4 1_565 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 2.056 _refine_diff_density_min -1.088 _refine_diff_density_rms 0.174 data_060118c _database_code_depnum_ccdc_archive 'CCDC 613169' # Attachment '613169.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 Eu N3 O8 S3, 2(H2 O)' _chemical_formula_sum 'C9 H14 Eu N3 O10 S3' _chemical_formula_weight 572.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.403(4) _cell_length_b 9.008(5) _cell_length_c 11.651(6) _cell_angle_alpha 99.135(7) _cell_angle_beta 99.531(5) _cell_angle_gamma 96.161(6) _cell_volume 850.5(8) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2110 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 4.113 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.30 _exptl_absorpt_correction_T_max 0.40 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4453 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0656 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2950 _reflns_number_gt 2517 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0434P)^2^+0.2007P] 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 2950 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0960 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.52686(4) 1.16921(4) 0.41244(3) 0.01808(13) Uani 1 1 d . . . C1 C -0.0200(8) 0.5943(7) 0.2218(6) 0.0205(14) Uani 1 1 d . . . C2 C 0.1935(8) 0.5323(8) 0.1462(6) 0.0228(15) Uani 1 1 d . . . C3 C -0.0297(8) 0.3604(8) 0.1198(6) 0.0228(15) Uani 1 1 d . . . C4 C 0.0027(8) 0.9006(8) 0.3134(6) 0.0258(16) Uani 1 1 d . . . H4A H 0.0147 0.9117 0.2337 0.039 Uiso 1 1 calc R . . H4B H -0.0578 0.9800 0.3422 0.039 Uiso 1 1 calc R . . C5 C 0.1715(8) 0.9296(7) 0.3899(6) 0.0195(14) Uani 1 1 d . . . C6 C 0.4565(8) 0.7548(8) 0.2039(6) 0.0221(15) Uani 1 1 d . . . H6A H 0.5537 0.7969 0.1791 0.033 Uiso 1 1 calc R . . H6B H 0.3713 0.8153 0.1822 0.033 Uiso 1 1 calc R . . C7 C 0.4913(8) 0.7699(8) 0.3381(6) 0.0211(15) Uani 1 1 d . . . C8 C -0.3249(8) 0.1779(8) 0.0797(6) 0.0250(16) Uani 1 1 d . . . H8A H -0.3518 0.2782 0.0715 0.038 Uiso 1 1 calc R . . H8B H -0.3937 0.1062 0.0149 0.038 Uiso 1 1 calc R . . C9 C -0.3686(8) 0.1427(7) 0.1941(6) 0.0205(15) Uani 1 1 d . . . N1 N 0.1305(7) 0.6389(6) 0.2077(5) 0.0233(13) Uani 1 1 d . . . N2 N 0.1188(7) 0.3920(6) 0.0959(5) 0.0267(14) Uani 1 1 d . . . N3 N -0.1063(7) 0.4564(6) 0.1819(5) 0.0244(13) Uani 1 1 d . . . O1 O 0.2581(6) 1.0440(6) 0.3712(4) 0.0312(12) Uani 1 1 d . . . O2 O 0.2143(5) 0.8473(5) 0.4633(4) 0.0228(10) Uani 1 1 d . . . O3 O 0.5373(6) 0.9031(5) 0.3963(4) 0.0227(10) Uani 1 1 d . . . O4 O 0.4737(6) 0.6586(5) 0.3893(4) 0.0239(11) Uani 1 1 d . . . O5 O -0.2635(6) 0.1391(6) 0.2838(4) 0.0263(11) Uani 1 1 d . . . O6 O -0.5178(6) 0.1249(6) 0.1968(4) 0.0297(12) Uani 1 1 d . . . O1W O 0.6777(6) 1.4156(5) 0.4030(5) 0.0368(13) Uani 1 1 d . . . H1WB H 0.7760 1.4237 0.4382 0.044 Uiso 1 1 d R . . H1WC H 0.6286 1.4822 0.4373 0.044 Uiso 1 1 d R . . O2W O 0.3356(6) 1.3494(6) 0.3726(5) 0.0344(13) Uani 1 1 d . . . H2WA H 0.2337 1.3525 0.3625 0.041 Uiso 1 1 d R . . H2WC H 0.3727 1.3791 0.3155 0.041 Uiso 1 1 d R . . O3W O 0.2908(7) 0.1648(7) -0.0218(5) 0.0447(15) Uani 1 1 d . . . H3WA H 0.2028 0.1570 0.0048 0.054 Uiso 1 1 d R . . H3WC H 0.3713 0.1812 0.0354 0.054 Uiso 1 1 d R . . O4W O 0.0163(7) 0.3263(7) 0.4039(5) 0.0458(15) Uani 1 1 d . . . H4WA H -0.0381 0.2502 0.3555 0.055 Uiso 1 1 d R . . H4WC H 0.0292 0.3066 0.4734 0.055 Uiso 1 1 d R . . S2 S 0.3951(2) 0.5637(2) 0.12410(15) 0.0244(4) Uani 1 1 d . . . S1 S -0.1191(2) 0.7213(2) 0.30455(16) 0.0256(4) Uani 1 1 d . . . S3 S -0.1159(2) 0.1727(2) 0.06280(16) 0.0280(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0222(2) 0.0148(2) 0.0186(2) 0.00753(14) 0.00446(13) 0.00050(13) C1 0.022(4) 0.018(3) 0.021(4) 0.006(3) 0.001(3) 0.002(3) C2 0.021(4) 0.029(4) 0.019(4) 0.006(3) 0.004(3) 0.001(3) C3 0.024(4) 0.020(4) 0.023(4) 0.005(3) 0.003(3) -0.003(3) C4 0.020(4) 0.025(4) 0.031(4) 0.010(3) -0.002(3) 0.003(3) C5 0.018(3) 0.015(3) 0.027(4) 0.002(3) 0.008(3) 0.001(3) C6 0.023(4) 0.020(4) 0.023(4) 0.010(3) 0.002(3) -0.003(3) C7 0.017(3) 0.022(4) 0.027(4) 0.006(3) 0.010(3) 0.002(3) C8 0.026(4) 0.028(4) 0.018(4) 0.005(3) 0.001(3) -0.007(3) C9 0.030(4) 0.013(3) 0.022(4) 0.007(3) 0.009(3) 0.005(3) N1 0.024(3) 0.023(3) 0.021(3) 0.004(3) 0.001(2) -0.003(3) N2 0.028(3) 0.024(3) 0.026(3) 0.004(3) 0.003(3) -0.003(3) N3 0.022(3) 0.023(3) 0.028(3) 0.007(3) 0.004(2) -0.001(3) O1 0.026(3) 0.027(3) 0.040(3) 0.016(2) -0.003(2) 0.000(2) O2 0.023(3) 0.020(2) 0.025(3) 0.009(2) 0.001(2) 0.001(2) O3 0.031(3) 0.015(2) 0.022(2) 0.004(2) 0.007(2) -0.001(2) O4 0.038(3) 0.013(2) 0.022(3) 0.009(2) 0.006(2) 0.002(2) O5 0.028(3) 0.032(3) 0.020(3) 0.008(2) 0.002(2) 0.005(2) O6 0.028(3) 0.041(3) 0.021(3) 0.010(2) 0.006(2) -0.005(2) O1W 0.037(3) 0.019(3) 0.057(4) 0.008(3) 0.020(3) 0.001(2) O2W 0.032(3) 0.029(3) 0.047(3) 0.018(3) 0.006(2) 0.007(2) O3W 0.032(3) 0.063(4) 0.039(3) 0.003(3) 0.010(3) 0.013(3) O4W 0.039(3) 0.055(4) 0.040(3) 0.011(3) 0.002(3) -0.003(3) S2 0.0234(9) 0.0241(9) 0.0239(9) -0.0008(7) 0.0080(7) -0.0033(7) S1 0.0205(9) 0.0217(9) 0.0338(10) 0.0033(8) 0.0068(8) -0.0001(7) S3 0.0299(10) 0.0214(9) 0.0311(10) -0.0003(8) 0.0115(8) -0.0059(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O1 2.350(5) . ? Eu1 O3 2.387(5) . ? Eu1 O6 2.438(5) 1_665 ? Eu1 O2 2.438(5) 2_676 ? Eu1 O2W 2.446(5) . ? Eu1 O1W 2.462(5) . ? Eu1 O5 2.505(5) 1_665 ? Eu1 O3 2.542(4) 2_676 ? Eu1 O4 2.570(5) 2_676 ? Eu1 C9 2.809(7) 1_665 ? Eu1 C7 2.903(7) 2_676 ? Eu1 Eu1 3.9553(16) 2_676 ? Eu1 H1WC 2.8119 . ? Eu1 H2WC 2.6914 . ? C1 N1 1.329(9) . ? C1 N3 1.340(8) . ? C1 S1 1.747(7) . ? C2 N1 1.316(9) . ? C2 N2 1.344(9) . ? C2 S2 1.756(7) . ? C3 N3 1.327(9) . ? C3 N2 1.335(9) . ? C3 S3 1.745(7) . ? C4 C5 1.517(9) . ? C4 S1 1.795(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.252(8) . ? C5 O1 1.266(8) . ? C6 C7 1.524(9) . ? C6 S2 1.799(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.253(8) . ? C7 O3 1.266(8) . ? C7 Eu1 2.903(7) 2_676 ? C8 C9 1.511(9) . ? C8 S3 1.804(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O6 1.253(8) . ? C9 O5 1.259(8) . ? C9 Eu1 2.809(7) 1_445 ? O2 Eu1 2.438(4) 2_676 ? O3 Eu1 2.542(4) 2_676 ? O4 Eu1 2.570(5) 2_676 ? O5 Eu1 2.505(5) 1_445 ? O6 Eu1 2.438(5) 1_445 ? O1W H1WB 0.8492 . ? O1W H1WC 0.8493 . ? O2W H2WA 0.8489 . ? O2W H2WC 0.8470 . ? O3W H3WA 0.8478 . ? O3W H3WC 0.8495 . ? O4W H4WA 0.8495 . ? O4W H4WC 0.8479 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Eu1 O3 71.87(17) . . ? O1 Eu1 O6 80.84(17) . 1_665 ? O3 Eu1 O6 86.44(16) . 1_665 ? O1 Eu1 O2 137.86(16) . 2_676 ? O3 Eu1 O2 75.77(15) . 2_676 ? O6 Eu1 O2 123.47(16) 1_665 2_676 ? O1 Eu1 O2W 70.08(17) . . ? O3 Eu1 O2W 141.12(17) . . ? O6 Eu1 O2W 79.99(18) 1_665 . ? O2 Eu1 O2W 141.16(17) 2_676 . ? O1 Eu1 O1W 139.68(17) . . ? O3 Eu1 O1W 145.04(17) . . ? O6 Eu1 O1W 85.65(17) 1_665 . ? O2 Eu1 O1W 80.48(17) 2_676 . ? O2W Eu1 O1W 70.23(18) . . ? O1 Eu1 O5 126.66(17) . 1_665 ? O3 Eu1 O5 79.97(16) . 1_665 ? O6 Eu1 O5 52.55(16) 1_665 1_665 ? O2 Eu1 O5 71.50(16) 2_676 1_665 ? O2W Eu1 O5 117.47(17) . 1_665 ? O1W Eu1 O5 68.26(16) . 1_665 ? O1 Eu1 O3 72.48(16) . 2_676 ? O3 Eu1 O3 73.32(17) . 2_676 ? O6 Eu1 O3 150.35(16) 1_665 2_676 ? O2 Eu1 O3 72.90(15) 2_676 2_676 ? O2W Eu1 O3 102.20(16) . 2_676 ? O1W Eu1 O3 123.23(16) . 2_676 ? O5 Eu1 O3 139.60(15) 1_665 2_676 ? O1 Eu1 O4 100.28(17) . 2_676 ? O3 Eu1 O4 122.28(14) . 2_676 ? O6 Eu1 O4 150.41(16) 1_665 2_676 ? O2 Eu1 O4 75.13(16) 2_676 2_676 ? O2W Eu1 O4 72.85(16) . 2_676 ? O1W Eu1 O4 74.42(16) . 2_676 ? O5 Eu1 O4 133.00(16) 1_665 2_676 ? O3 Eu1 O4 50.84(14) 2_676 2_676 ? O1 Eu1 C9 105.81(19) . 1_665 ? O3 Eu1 C9 86.18(17) . 1_665 ? O6 Eu1 C9 26.44(18) 1_665 1_665 ? O2 Eu1 C9 98.11(18) 2_676 1_665 ? O2W Eu1 C9 96.55(18) . 1_665 ? O1W Eu1 C9 72.08(18) . 1_665 ? O5 Eu1 C9 26.62(17) 1_665 1_665 ? O3 Eu1 C9 159.02(17) 2_676 1_665 ? O4 Eu1 C9 146.48(17) 2_676 1_665 ? O1 Eu1 C7 89.31(18) . 2_676 ? O3 Eu1 C7 96.99(17) . 2_676 ? O6 Eu1 C7 168.03(17) 1_665 2_676 ? O2 Eu1 C7 68.49(17) 2_676 2_676 ? O2W Eu1 C7 90.32(18) . 2_676 ? O1W Eu1 C7 97.73(18) . 2_676 ? O5 Eu1 C7 139.30(16) 1_665 2_676 ? O3 Eu1 C7 25.81(16) 2_676 2_676 ? O4 Eu1 C7 25.55(16) 2_676 2_676 ? C9 Eu1 C7 164.76(19) 1_665 2_676 ? O1 Eu1 Eu1 67.59(12) . 2_676 ? O3 Eu1 Eu1 38.01(11) . 2_676 ? O6 Eu1 Eu1 121.41(12) 1_665 2_676 ? O2 Eu1 Eu1 70.28(11) 2_676 2_676 ? O2W Eu1 Eu1 127.27(12) . 2_676 ? O1W Eu1 Eu1 147.87(13) . 2_676 ? O5 Eu1 Eu1 112.61(11) 1_665 2_676 ? O3 Eu1 Eu1 35.32(10) 2_676 2_676 ? O4 Eu1 Eu1 85.20(10) 2_676 2_676 ? C9 Eu1 Eu1 124.06(13) 1_665 2_676 ? C7 Eu1 Eu1 59.65(14) 2_676 2_676 ? O1 Eu1 H1WC 127.5 . . ? O3 Eu1 H1WC 160.5 . . ? O6 Eu1 H1WC 94.2 1_665 . ? O2 Eu1 H1WC 87.8 2_676 . ? O2W Eu1 H1WC 57.6 . . ? O1W Eu1 H1WC 16.9 . . ? O5 Eu1 H1WC 85.0 1_665 . ? O3 Eu1 H1WC 112.1 2_676 . ? O4 Eu1 H1WC 61.4 2_676 . ? C9 Eu1 H1WC 85.9 1_665 . ? C7 Eu1 H1WC 86.3 2_676 . ? Eu1 Eu1 H1WC 144.2 2_676 . ? O1 Eu1 H2WC 80.4 . . ? O3 Eu1 H2WC 143.8 . . ? O6 Eu1 H2WC 66.1 1_665 . ? O2 Eu1 H2WC 138.8 2_676 . ? O2W Eu1 H2WC 18.2 . . ? O1W Eu1 H2WC 59.4 . . ? O5 Eu1 H2WC 99.3 1_665 . ? O3 Eu1 H2WC 120.2 2_676 . ? O4 Eu1 H2WC 84.8 2_676 . ? C9 Eu1 H2WC 79.3 1_665 . ? C7 Eu1 H2WC 105.7 2_676 . ? Eu1 Eu1 H2WC 144.1 2_676 . ? H1WC Eu1 H2WC 51.1 . . ? N1 C1 N3 126.7(6) . . ? N1 C1 S1 119.0(5) . . ? N3 C1 S1 114.2(5) . . ? N1 C2 N2 126.5(6) . . ? N1 C2 S2 120.9(5) . . ? N2 C2 S2 112.6(5) . . ? N3 C3 N2 125.5(6) . . ? N3 C3 S3 121.9(5) . . ? N2 C3 S3 112.5(5) . . ? C5 C4 S1 118.1(5) . . ? C5 C4 H4A 107.8 . . ? S1 C4 H4A 107.8 . . ? C5 C4 H4B 107.8 . . ? S1 C4 H4B 107.8 . . ? H4A C4 H4B 107.1 . . ? O2 C5 O1 125.7(6) . . ? O2 C5 C4 121.7(6) . . ? O1 C5 C4 112.6(6) . . ? C7 C6 S2 114.9(5) . . ? C7 C6 H6A 108.6 . . ? S2 C6 H6A 108.6 . . ? C7 C6 H6B 108.6 . . ? S2 C6 H6B 108.6 . . ? H6A C6 H6B 107.5 . . ? O4 C7 O3 121.2(6) . . ? O4 C7 C6 122.7(6) . . ? O3 C7 C6 116.1(6) . . ? O4 C7 Eu1 62.2(3) . 2_676 ? O3 C7 Eu1 61.0(3) . 2_676 ? C6 C7 Eu1 164.3(5) . 2_676 ? C9 C8 S3 116.9(5) . . ? C9 C8 H8A 108.1 . . ? S3 C8 H8A 108.1 . . ? C9 C8 H8B 108.1 . . ? S3 C8 H8B 108.1 . . ? H8A C8 H8B 107.3 . . ? O6 C9 O5 121.3(6) . . ? O6 C9 C8 115.6(6) . . ? O5 C9 C8 123.0(6) . . ? O6 C9 Eu1 60.0(3) . 1_445 ? O5 C9 Eu1 63.1(3) . 1_445 ? C8 C9 Eu1 162.3(5) . 1_445 ? C2 N1 C1 113.3(6) . . ? C3 N2 C2 113.9(6) . . ? C3 N3 C1 113.8(6) . . ? C5 O1 Eu1 142.1(4) . . ? C5 O2 Eu1 133.6(4) . 2_676 ? C7 O3 Eu1 148.8(4) . . ? C7 O3 Eu1 93.2(4) . 2_676 ? Eu1 O3 Eu1 106.68(16) . 2_676 ? C7 O4 Eu1 92.2(4) . 2_676 ? C9 O5 Eu1 90.3(4) . 1_445 ? C9 O6 Eu1 93.5(4) . 1_445 ? Eu1 O1W H1WB 110.9 . . ? Eu1 O1W H1WC 105.6 . . ? H1WB O1W H1WC 110.6 . . ? Eu1 O2W H2WA 138.9 . . ? Eu1 O2W H2WC 97.5 . . ? H2WA O2W H2WC 109.4 . . ? H3WA O3W H3WC 109.5 . . ? H4WA O4W H4WC 109.6 . . ? C2 S2 C6 100.6(3) . . ? C1 S1 C4 102.9(3) . . ? C3 S3 C8 101.7(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 O3W H3WA S3 0.85 2.88 3.715(6) 168.2 . O3W H3WA N2 0.85 2.44 2.925(8) 116.9 . O4W H4WA O5 0.85 2.02 2.764(7) 145.4 . O1W H1WC O2W 0.85 2.43 3.118(8) 138.3 2_686 O4W H4WC S1 0.85 2.63 3.470(6) 169.7 2_566 O1W H1WB O4W 0.85 2.35 3.038(8) 137.8 1_665 O3W H3WC O6 0.85 2.12 2.875(7) 148.0 1_655 O2W H2WA O4W 0.85 1.96 2.757(8) 155.0 1_565 O1W H1WC O4 0.85 2.24 2.930(7) 138.4 1_565 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.251 _refine_diff_density_min -1.909 _refine_diff_density_rms 0.184 data_051216c _database_code_depnum_ccdc_archive 'CCDC 613170' # Attachment '613170.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H10 N3 O8 S3 Tb, 2(H2 O)' _chemical_formula_sum 'C9 H14 N3 O10 S3 Tb' _chemical_formula_weight 579.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.442(3) _cell_length_b 8.996(3) _cell_length_c 11.700(4) _cell_angle_alpha 98.850(4) _cell_angle_beta 99.386(5) _cell_angle_gamma 96.468(4) _cell_volume 857.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3126 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.244 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 4.546 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.25 _exptl_absorpt_correction_T_max 0.35 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4272 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2943 _reflns_number_gt 2606 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0634P)^2^+0.2007P] 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 2943 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0448 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0973 _refine_ls_wR_factor_gt 0.0944 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 0.52808(4) 1.16962(3) 0.41400(2) 0.01738(13) Uani 1 1 d . . . C1 C -0.0179(8) 0.5953(7) 0.2227(5) 0.0205(14) Uani 1 1 d . . . C2 C 0.1965(8) 0.5324(7) 0.1467(5) 0.0197(13) Uani 1 1 d . . . C3 C -0.0302(8) 0.3621(7) 0.1201(6) 0.0237(15) Uani 1 1 d . . . C4 C 0.0061(9) 0.9016(7) 0.3146(6) 0.0277(15) Uani 1 1 d . . . H4A H 0.0184 0.9130 0.2353 0.041 Uiso 1 1 calc R . . H4B H -0.0535 0.9813 0.3431 0.041 Uiso 1 1 calc R . . C5 C 0.1732(8) 0.9310(7) 0.3899(6) 0.0220(14) Uani 1 1 d . . . C6 C 0.4582(8) 0.7563(7) 0.2046(6) 0.0213(14) Uani 1 1 d . . . H6A H 0.5556 0.7983 0.1801 0.032 Uiso 1 1 calc R . . H6B H 0.3741 0.8171 0.1826 0.032 Uiso 1 1 calc R . . C7 C 0.4917(7) 0.7716(7) 0.3379(5) 0.0156(12) Uani 1 1 d . . . C8 C -0.3233(9) 0.1780(8) 0.0809(6) 0.0234(14) Uani 1 1 d . . . H8A H -0.3504 0.2777 0.0708 0.035 Uiso 1 1 calc R . . H8B H -0.3915 0.1048 0.0175 0.035 Uiso 1 1 calc R . . C9 C -0.3680(8) 0.1455(7) 0.1960(5) 0.0193(14) Uani 1 1 d . . . N1 N 0.1320(7) 0.6408(6) 0.2090(5) 0.0232(12) Uani 1 1 d . . . N2 N 0.1198(7) 0.3917(6) 0.0970(5) 0.0263(13) Uani 1 1 d . . . N3 N -0.1049(7) 0.4581(6) 0.1833(5) 0.0237(12) Uani 1 1 d . . . O1 O 0.2611(6) 1.0463(5) 0.3727(4) 0.0317(12) Uani 1 1 d . . . O2 O 0.2160(6) 0.8474(5) 0.4634(4) 0.0228(10) Uani 1 1 d . . . O3 O 0.5379(6) 0.9050(5) 0.3972(4) 0.0218(10) Uani 1 1 d . . . O4 O 0.4730(6) 0.6614(5) 0.3902(4) 0.0249(10) Uani 1 1 d . . . O5 O -0.2645(6) 0.1395(5) 0.2845(4) 0.0237(10) Uani 1 1 d . . . O6 O -0.5183(6) 0.1300(6) 0.2009(4) 0.0292(11) Uani 1 1 d . . . O1W O 0.6792(7) 1.4131(5) 0.4058(5) 0.0361(12) Uani 1 1 d . . . H1WB H 0.7775 1.4213 0.4409 0.043 Uiso 1 1 d R . . H1WC H 0.6301 1.4798 0.4400 0.043 Uiso 1 1 d R . . O2W O 0.3385(6) 1.3497(5) 0.3744(4) 0.0308(11) Uani 1 1 d . . . H2WA H 0.2366 1.3528 0.3643 0.037 Uiso 1 1 d R . . H2WC H 0.3756 1.3794 0.3173 0.037 Uiso 1 1 d R . . O3W O 0.2911(7) 0.1644(7) -0.0200(5) 0.0438(14) Uani 1 1 d . . . H3WA H 0.2031 0.1566 0.0066 0.053 Uiso 1 1 d R . . H3WC H 0.3716 0.1808 0.0372 0.053 Uiso 1 1 d R . . O4W O 0.0179(7) 0.3286(7) 0.4046(5) 0.0440(14) Uani 1 1 d . . . H4WA H -0.0365 0.2525 0.3562 0.053 Uiso 1 1 d R . . H4WC H 0.0308 0.3090 0.4741 0.053 Uiso 1 1 d R . . S2 S 0.3964(2) 0.56541(19) 0.12528(14) 0.0244(4) Uani 1 1 d . . . S1 S -0.1185(2) 0.72291(18) 0.30508(15) 0.0255(4) Uani 1 1 d . . . S3 S -0.1162(2) 0.17337(19) 0.06396(15) 0.0278(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.0156(2) 0.01700(18) 0.02157(19) 0.00637(12) 0.00543(12) 0.00413(12) C1 0.014(3) 0.028(3) 0.022(3) 0.008(3) 0.003(3) 0.007(3) C2 0.014(3) 0.029(3) 0.014(3) 0.001(2) -0.001(2) 0.003(3) C3 0.021(4) 0.026(3) 0.023(3) 0.005(3) 0.005(3) -0.004(3) C4 0.022(4) 0.022(3) 0.038(4) 0.006(3) -0.001(3) 0.006(3) C5 0.021(4) 0.023(3) 0.025(3) 0.007(3) 0.009(3) 0.007(3) C6 0.010(3) 0.025(3) 0.029(3) 0.006(3) 0.006(3) 0.002(3) C7 0.009(3) 0.019(3) 0.021(3) 0.002(2) 0.006(2) 0.007(2) C8 0.022(4) 0.025(3) 0.023(3) 0.005(3) 0.004(3) 0.000(3) C9 0.021(4) 0.017(3) 0.019(3) -0.001(2) 0.006(3) 0.001(3) N1 0.019(3) 0.025(3) 0.026(3) 0.002(2) 0.004(2) 0.003(2) N2 0.020(3) 0.029(3) 0.029(3) 0.000(2) 0.007(2) 0.004(3) N3 0.020(3) 0.023(3) 0.030(3) 0.006(2) 0.006(2) 0.004(2) O1 0.015(3) 0.034(3) 0.047(3) 0.019(2) 0.000(2) -0.001(2) O2 0.020(3) 0.023(2) 0.026(2) 0.0081(19) 0.0031(19) 0.0006(19) O3 0.019(3) 0.023(2) 0.024(2) 0.0044(18) 0.0074(19) 0.0022(19) O4 0.032(3) 0.018(2) 0.028(2) 0.0088(19) 0.008(2) 0.006(2) O5 0.022(3) 0.031(2) 0.020(2) 0.0054(19) 0.004(2) 0.008(2) O6 0.015(3) 0.046(3) 0.029(3) 0.014(2) 0.005(2) 0.003(2) O1W 0.030(3) 0.029(3) 0.056(3) 0.010(2) 0.019(3) 0.012(2) O2W 0.021(3) 0.030(3) 0.046(3) 0.016(2) 0.004(2) 0.011(2) O3W 0.034(3) 0.061(4) 0.041(3) 0.007(3) 0.012(3) 0.020(3) O4W 0.034(3) 0.056(4) 0.040(3) 0.014(3) 0.001(3) -0.002(3) S2 0.0193(9) 0.0274(8) 0.0259(9) -0.0016(7) 0.0092(7) 0.0021(7) S1 0.0145(9) 0.0246(8) 0.0378(10) 0.0025(7) 0.0077(7) 0.0046(7) S3 0.0253(10) 0.0251(8) 0.0322(9) -0.0011(7) 0.0118(7) -0.0013(7) _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 O1 2.337(5) . ? Tb1 O3 2.370(4) . ? Tb1 O6 2.423(5) 1_665 ? Tb1 O2 2.424(5) 2_676 ? Tb1 O1W 2.431(5) . ? Tb1 O2W 2.444(5) . ? Tb1 O5 2.506(5) 1_665 ? Tb1 O3 2.532(4) 2_676 ? Tb1 O4 2.548(4) 2_676 ? Tb1 C9 2.815(6) 1_665 ? Tb1 C7 2.905(6) 2_676 ? Tb1 Tb1 3.9320(11) 2_676 ? C1 N1 1.328(9) . ? C1 N3 1.337(9) . ? C1 S1 1.764(6) . ? C2 N1 1.345(8) . ? C2 N2 1.351(9) . ? C2 S2 1.745(7) . ? C3 N3 1.330(9) . ? C3 N2 1.344(9) . ? C3 S3 1.751(7) . ? C4 C5 1.508(10) . ? C4 S1 1.796(7) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O2 1.263(8) . ? C5 O1 1.268(8) . ? C6 C7 1.520(9) . ? C6 S2 1.798(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.251(7) . ? C7 O3 1.275(7) . ? C7 Tb1 2.905(6) 2_676 ? C8 C9 1.517(8) . ? C8 S3 1.796(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O5 1.254(8) . ? C9 O6 1.273(8) . ? C9 Tb1 2.815(6) 1_445 ? O2 Tb1 2.424(5) 2_676 ? O3 Tb1 2.532(4) 2_676 ? O4 Tb1 2.548(4) 2_676 ? O5 Tb1 2.506(4) 1_445 ? O6 Tb1 2.423(5) 1_445 ? O1W H1WB 0.8539 . ? O1W H1WC 0.8532 . ? O2W H2WA 0.8532 . ? O2W H2WC 0.8479 . ? O3W H3WA 0.8505 . ? O3W H3WC 0.8546 . ? O4W H4WA 0.8517 . ? O4W H4WC 0.8508 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Tb1 O3 72.37(17) . . ? O1 Tb1 O6 80.42(17) . 1_665 ? O3 Tb1 O6 87.00(16) . 1_665 ? O1 Tb1 O2 138.31(15) . 2_676 ? O3 Tb1 O2 75.76(15) . 2_676 ? O6 Tb1 O2 124.13(16) 1_665 2_676 ? O1 Tb1 O1W 139.67(18) . . ? O3 Tb1 O1W 144.57(16) . . ? O6 Tb1 O1W 85.56(17) 1_665 . ? O2 Tb1 O1W 80.03(17) 2_676 . ? O1 Tb1 O2W 69.60(17) . . ? O3 Tb1 O2W 141.09(16) . . ? O6 Tb1 O2W 79.02(17) 1_665 . ? O2 Tb1 O2W 141.27(16) 2_676 . ? O1W Tb1 O2W 70.68(17) . . ? O1 Tb1 O5 126.24(17) . 1_665 ? O3 Tb1 O5 79.58(15) . 1_665 ? O6 Tb1 O5 52.77(15) 1_665 1_665 ? O2 Tb1 O5 71.81(15) 2_676 1_665 ? O1W Tb1 O5 68.42(16) . 1_665 ? O2W Tb1 O5 117.34(16) . 1_665 ? O1 Tb1 O3 72.42(16) . 2_676 ? O3 Tb1 O3 73.40(16) . 2_676 ? O6 Tb1 O3 150.17(16) 1_665 2_676 ? O2 Tb1 O3 73.22(15) 2_676 2_676 ? O1W Tb1 O3 123.31(16) . 2_676 ? O2W Tb1 O3 102.15(16) . 2_676 ? O5 Tb1 O3 139.93(15) 1_665 2_676 ? O1 Tb1 O4 100.08(17) . 2_676 ? O3 Tb1 O4 122.36(14) . 2_676 ? O6 Tb1 O4 149.65(16) 1_665 2_676 ? O2 Tb1 O4 75.23(16) 2_676 2_676 ? O1W Tb1 O4 74.48(15) . 2_676 ? O2W Tb1 O4 72.95(16) . 2_676 ? O5 Tb1 O4 133.59(16) 1_665 2_676 ? O3 Tb1 O4 50.91(13) 2_676 2_676 ? O1 Tb1 C9 105.61(18) . 1_665 ? O3 Tb1 C9 86.15(16) . 1_665 ? O6 Tb1 C9 26.80(18) 1_665 1_665 ? O2 Tb1 C9 98.26(18) 2_676 1_665 ? O1W Tb1 C9 72.09(17) . 1_665 ? O2W Tb1 C9 96.27(18) . 1_665 ? O5 Tb1 C9 26.45(18) 1_665 1_665 ? O3 Tb1 C9 159.15(16) 2_676 1_665 ? O4 Tb1 C9 146.57(16) 2_676 1_665 ? O1 Tb1 C7 89.24(18) . 2_676 ? O3 Tb1 C7 97.17(15) . 2_676 ? O6 Tb1 C7 167.15(17) 1_665 2_676 ? O2 Tb1 C7 68.72(16) 2_676 2_676 ? O1W Tb1 C7 97.68(17) . 2_676 ? O2W Tb1 C7 90.28(17) . 2_676 ? O5 Tb1 C7 139.89(16) 1_665 2_676 ? O3 Tb1 C7 25.97(16) 2_676 2_676 ? O4 Tb1 C7 25.47(15) 2_676 2_676 ? C9 Tb1 C7 165.07(19) 1_665 2_676 ? O1 Tb1 Tb1 67.84(12) . 2_676 ? O3 Tb1 Tb1 38.11(10) . 2_676 ? O6 Tb1 Tb1 121.81(12) 1_665 2_676 ? O2 Tb1 Tb1 70.48(10) 2_676 2_676 ? O1W Tb1 Tb1 147.66(13) . 2_676 ? O2W Tb1 Tb1 127.20(12) . 2_676 ? O5 Tb1 Tb1 112.57(10) 1_665 2_676 ? O3 Tb1 Tb1 35.29(10) 2_676 2_676 ? O4 Tb1 Tb1 85.22(10) 2_676 2_676 ? C9 Tb1 Tb1 124.15(12) 1_665 2_676 ? C7 Tb1 Tb1 59.75(12) 2_676 2_676 ? N1 C1 N3 127.3(6) . . ? N1 C1 S1 119.1(5) . . ? N3 C1 S1 113.6(5) . . ? N1 C2 N2 125.5(6) . . ? N1 C2 S2 120.7(5) . . ? N2 C2 S2 113.8(5) . . ? N3 C3 N2 125.9(6) . . ? N3 C3 S3 122.3(5) . . ? N2 C3 S3 111.7(5) . . ? C5 C4 S1 119.2(5) . . ? C5 C4 H4A 107.5 . . ? S1 C4 H4A 107.5 . . ? C5 C4 H4B 107.5 . . ? S1 C4 H4B 107.5 . . ? H4A C4 H4B 107.0 . . ? O2 C5 O1 124.9(6) . . ? O2 C5 C4 121.5(6) . . ? O1 C5 C4 113.6(6) . . ? C7 C6 S2 115.1(4) . . ? C7 C6 H6A 108.5 . . ? S2 C6 H6A 108.5 . . ? C7 C6 H6B 108.5 . . ? S2 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? O4 C7 O3 119.7(5) . . ? O4 C7 C6 123.3(5) . . ? O3 C7 C6 117.0(5) . . ? O4 C7 Tb1 61.1(3) . 2_676 ? O3 C7 Tb1 60.5(3) . 2_676 ? C6 C7 Tb1 164.6(4) . 2_676 ? C9 C8 S3 117.4(5) . . ? C9 C8 H8A 107.9 . . ? S3 C8 H8A 107.9 . . ? C9 C8 H8B 107.9 . . ? S3 C8 H8B 107.9 . . ? H8A C8 H8B 107.2 . . ? O5 C9 O6 120.4(6) . . ? O5 C9 C8 123.0(6) . . ? O6 C9 C8 116.5(6) . . ? O5 C9 Tb1 62.9(3) . 1_445 ? O6 C9 Tb1 59.2(3) . 1_445 ? C8 C9 Tb1 163.8(4) . 1_445 ? C1 N1 C2 113.4(6) . . ? C3 N2 C2 114.0(6) . . ? C3 N3 C1 113.8(6) . . ? C5 O1 Tb1 142.3(4) . . ? C5 O2 Tb1 133.8(4) . 2_676 ? C7 O3 Tb1 148.5(4) . . ? C7 O3 Tb1 93.6(3) . 2_676 ? Tb1 O3 Tb1 106.60(16) . 2_676 ? C7 O4 Tb1 93.4(3) . 2_676 ? C9 O5 Tb1 90.7(4) . 1_445 ? C9 O6 Tb1 94.0(4) . 1_445 ? Tb1 O1W H1WB 111.3 . . ? Tb1 O1W H1WC 105.3 . . ? H1WB O1W H1WC 110.6 . . ? Tb1 O2W H2WA 139.0 . . ? Tb1 O2W H2WC 97.4 . . ? H2WA O2W H2WC 109.3 . . ? H3WA O3W H3WC 109.5 . . ? H4WA O4W H4WC 110.1 . . ? C2 S2 C6 101.1(3) . . ? C1 S1 C4 102.2(3) . . ? C3 S3 C8 101.6(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 O3W H3WA N2 0.85 2.44 2.932(8) 117.1 . O4W H4WA O5 0.85 2.05 2.794(7) 145.3 . O1W H1WC O2W 0.85 2.41 3.114(7) 139.5 2_686 O4W H4WC S1 0.85 2.64 3.480(6) 170.3 2_566 O1W H1WB O4W 0.85 2.36 3.042(8) 137.7 1_665 O3W H3WC O6 0.85 2.13 2.892(7) 148.8 1_655 O2W H2WA O4W 0.85 1.98 2.775(8) 155.7 1_565 O1W H1WC O4 0.85 2.30 2.991(7) 138.1 1_565 _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.643 _refine_diff_density_min -2.444 _refine_diff_density_rms 0.201 data_051223w _database_code_depnum_ccdc_archive 'CCDC 613171' # Attachment '613171.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Dy2 N6 O18 S6, 6(H2 O)' _chemical_formula_sum 'C18 H36 Dy2 N6 O24 S6' _chemical_formula_weight 1237.89 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' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.575(3) _cell_length_b 10.879(4) _cell_length_c 10.988(4) _cell_angle_alpha 70.103(4) _cell_angle_beta 86.180(5) _cell_angle_gamma 79.849(5) _cell_volume 948.7(6) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3311 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.167 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 606 _exptl_absorpt_coefficient_mu 4.334 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.27 _exptl_absorpt_correction_T_max 0.40 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5183 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0547 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3624 _reflns_number_gt 3171 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.05P)^2^] 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 3624 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0947 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _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 0.64327(3) 0.60771(2) 0.70329(3) 0.02330(11) Uani 1 1 d . . . C1 C 1.0521(6) 0.1838(5) 0.9833(6) 0.0236(12) Uani 1 1 d . . . C2 C 0.8136(6) 0.1236(5) 1.0297(6) 0.0251(12) Uani 1 1 d . . . C3 C 0.9907(6) 0.0734(6) 1.1888(6) 0.0268(13) Uani 1 1 d . . . C4 C 1.0861(6) 0.3334(6) 0.7292(6) 0.0295(13) Uani 1 1 d . . . H4A H 1.1591 0.3724 0.6616 0.044 Uiso 1 1 calc R . . H4B H 1.0526 0.2621 0.7087 0.044 Uiso 1 1 calc R . . C5 C 0.9425(6) 0.4374(6) 0.7250(6) 0.0279(13) Uani 1 1 d . . . C6 C 0.6107(6) 0.1997(5) 0.8216(6) 0.0277(13) Uani 1 1 d . . . H6A H 0.7099 0.1748 0.7816 0.042 Uiso 1 1 calc R . . H6B H 0.5278 0.1719 0.7862 0.042 Uiso 1 1 calc R . . C7 C 0.5775(6) 0.3489(6) 0.7844(6) 0.0259(12) Uani 1 1 d . . . C8 C 1.2261(6) 0.0104(6) 1.3715(6) 0.0294(13) Uani 1 1 d . . . H8A H 1.2612 -0.0503 1.4561 0.044 Uiso 1 1 calc R . . H8B H 1.2892 -0.0202 1.3077 0.044 Uiso 1 1 calc R . . C9 C 1.2622(7) 0.1440(6) 1.3588(6) 0.0281(13) Uani 1 1 d . . . N1 N 1.1000(5) 0.1292(5) 1.1079(5) 0.0272(11) Uani 1 1 d . . . N2 N 0.9121(5) 0.1819(5) 0.9380(5) 0.0254(10) Uani 1 1 d . . . N3 N 0.8440(5) 0.0673(5) 1.1552(5) 0.0279(11) Uani 1 1 d . . . O1 O 0.9125(4) 0.4893(4) 0.8120(4) 0.0309(9) Uani 1 1 d . . . O2 O 0.8524(5) 0.4697(4) 0.6294(4) 0.0356(10) Uani 1 1 d . . . O3 O 0.6010(5) 0.4027(4) 0.8653(4) 0.0309(9) Uani 1 1 d . . . O4 O 0.5396(5) 0.4156(4) 0.6700(4) 0.0351(10) Uani 1 1 d . . . O5 O 1.4072(4) 0.1555(4) 1.3427(4) 0.0344(10) Uani 1 1 d . . . O6 O 1.1592(4) 0.2399(4) 1.3638(4) 0.0341(10) Uani 1 1 d . . . O1W O 0.6218(5) 0.6405(4) 0.9082(4) 0.0434(11) Uani 1 1 d . . . H1WA H 0.5350 0.6910 0.9122 0.052 Uiso 1 1 d R . . H1WC H 0.6991 0.6765 0.9162 0.052 Uiso 1 1 d R . . O2W O 0.3662(4) 0.6625(4) 0.7192(4) 0.0386(11) Uani 1 1 d . . . H2WB H 0.3217 0.6291 0.6738 0.046 Uiso 1 1 d R . . H2WC H 0.3382 0.6314 0.7980 0.046 Uiso 1 1 d R . . O3W O 0.5860(5) 0.6884(4) 0.4854(4) 0.0346(10) Uani 1 1 d . . . H3WB H 0.5025 0.6595 0.4777 0.042 Uiso 1 1 d R . . H3WA H 0.5715 0.7697 0.4391 0.042 Uiso 1 1 d R . . O4W O 0.1598(6) 0.5805(5) 0.9195(5) 0.0545(14) Uani 1 1 d . . . H4WA H 0.0647 0.5992 0.8926 0.065 Uiso 1 1 d R . . H4WC H 0.1713 0.6272 0.9655 0.065 Uiso 1 1 d R . . O5W O 0.6202(5) 0.9357(4) 0.3389(5) 0.0429(11) Uani 1 1 d . . . H5WB H 0.5612 0.9908 0.3686 0.051 Uiso 1 1 d R . . H5WC H 0.7164 0.9450 0.3403 0.051 Uiso 1 1 d R . . O6W O 0.1528(5) 0.6721(5) 0.5483(5) 0.0569(15) Uani 1 1 d . . . H6WA H 0.1012 0.6638 0.4887 0.068 Uiso 1 1 d R . . H6WC H 0.0912 0.7142 0.5902 0.068 Uiso 1 1 d R . . S1 S 1.19177(16) 0.26298(15) 0.87859(15) 0.0312(3) Uani 1 1 d . . . S2 S 0.62250(16) 0.11140(14) 0.99192(15) 0.0284(3) Uani 1 1 d . . . S3 S 1.02307(17) -0.00220(17) 1.35311(16) 0.0338(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Dy1 0.02503(15) 0.02086(17) 0.02754(18) -0.01318(13) -0.00203(11) -0.00193(10) C1 0.022(2) 0.016(3) 0.034(3) -0.011(3) -0.002(2) 0.001(2) C2 0.029(3) 0.017(3) 0.034(3) -0.014(3) -0.004(2) -0.001(2) C3 0.026(3) 0.025(3) 0.034(3) -0.018(3) -0.001(2) -0.002(2) C4 0.026(3) 0.033(3) 0.028(3) -0.012(3) 0.000(2) 0.002(2) C5 0.027(3) 0.025(3) 0.033(3) -0.013(3) 0.003(2) -0.005(2) C6 0.029(3) 0.025(3) 0.035(4) -0.018(3) -0.005(2) -0.003(2) C7 0.024(3) 0.028(3) 0.032(3) -0.018(3) 0.001(2) -0.006(2) C8 0.028(3) 0.022(3) 0.040(4) -0.011(3) -0.006(3) -0.004(2) C9 0.034(3) 0.024(3) 0.029(3) -0.014(3) -0.007(2) 0.001(2) N1 0.028(2) 0.027(3) 0.029(3) -0.013(2) -0.006(2) -0.002(2) N2 0.021(2) 0.027(3) 0.031(3) -0.015(2) -0.0015(19) -0.0006(19) N3 0.027(2) 0.029(3) 0.031(3) -0.011(2) -0.003(2) -0.009(2) O1 0.036(2) 0.027(2) 0.031(2) -0.014(2) 0.0011(18) 0.0002(17) O2 0.032(2) 0.039(3) 0.040(3) -0.023(2) -0.0072(19) 0.0069(18) O3 0.039(2) 0.026(2) 0.032(2) -0.015(2) -0.0053(18) -0.0065(17) O4 0.050(3) 0.025(2) 0.032(3) -0.009(2) -0.011(2) -0.0079(19) O5 0.025(2) 0.027(2) 0.054(3) -0.019(2) 0.0030(19) -0.0036(17) O6 0.029(2) 0.024(2) 0.053(3) -0.019(2) 0.0024(19) -0.0014(17) O1W 0.051(3) 0.043(3) 0.044(3) -0.027(2) 0.001(2) -0.001(2) O2W 0.023(2) 0.051(3) 0.045(3) -0.020(2) 0.0031(18) -0.0083(19) O3W 0.046(2) 0.032(2) 0.026(2) -0.006(2) -0.0103(19) -0.0086(19) O4W 0.052(3) 0.081(4) 0.046(3) -0.035(3) 0.006(2) -0.026(3) O5W 0.036(2) 0.029(2) 0.058(3) -0.011(2) 0.007(2) -0.0028(19) O6W 0.041(3) 0.075(4) 0.067(4) -0.045(3) -0.016(2) 0.006(2) S1 0.0217(6) 0.0337(8) 0.0356(9) -0.0092(7) -0.0006(6) -0.0025(6) S2 0.0249(7) 0.0242(8) 0.0370(9) -0.0093(7) -0.0043(6) -0.0065(6) S3 0.0330(7) 0.0414(9) 0.0303(9) -0.0107(7) -0.0028(6) -0.0158(7) _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 O3W 2.306(4) . ? Dy1 O2W 2.355(4) . ? Dy1 O1W 2.388(4) . ? Dy1 O3 2.402(4) . ? Dy1 O2 2.412(4) . ? Dy1 O5 2.414(4) 2_767 ? Dy1 O6 2.480(4) 2_767 ? Dy1 O4 2.552(4) . ? Dy1 O1 2.586(4) . ? Dy1 C7 2.797(6) . ? Dy1 C9 2.804(6) 2_767 ? Dy1 C5 2.860(5) . ? C1 N2 1.336(7) . ? C1 N1 1.353(7) . ? C1 S1 1.734(6) . ? C2 N3 1.327(7) . ? C2 N2 1.331(8) . ? C2 S2 1.755(5) . ? C3 N1 1.326(8) . ? C3 N3 1.354(7) . ? C3 S3 1.729(6) . ? C4 C5 1.510(7) . ? C4 S1 1.789(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O1 1.257(7) . ? C5 O2 1.259(7) . ? C6 C7 1.511(8) . ? C6 S2 1.789(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O4 1.250(7) . ? C7 O3 1.262(7) . ? C8 C9 1.497(8) . ? C8 S3 1.800(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O6 1.257(7) . ? C9 O5 1.266(7) . ? C9 Dy1 2.804(6) 2_767 ? O5 Dy1 2.414(4) 2_767 ? O6 Dy1 2.480(4) 2_767 ? O1W H1WA 0.8517 . ? O1W H1WC 0.8501 . ? O2W H2WB 0.8512 . ? O2W H2WC 0.8502 . ? O3W H3WB 0.8501 . ? O3W H3WA 0.8489 . ? O4W H4WA 0.8513 . ? O4W H4WC 0.8515 . ? O5W H5WB 0.8521 . ? O5W H5WC 0.8506 . ? O6W H6WA 0.8515 . ? O6W H6WC 0.8522 . ? 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 O3W Dy1 O2W 81.62(15) . . ? O3W Dy1 O1W 148.79(16) . . ? O2W Dy1 O1W 79.81(16) . . ? O3W Dy1 O3 129.93(14) . . ? O2W Dy1 O3 83.08(15) . . ? O1W Dy1 O3 72.14(15) . . ? O3W Dy1 O2 80.97(15) . . ? O2W Dy1 O2 143.84(15) . . ? O1W Dy1 O2 127.46(14) . . ? O3 Dy1 O2 84.22(15) . . ? O3W Dy1 O5 77.25(15) . 2_767 ? O2W Dy1 O5 74.95(14) . 2_767 ? O1W Dy1 O5 73.83(16) . 2_767 ? O3 Dy1 O5 142.11(15) . 2_767 ? O2 Dy1 O5 130.68(15) . 2_767 ? O3W Dy1 O6 83.08(15) . 2_767 ? O2W Dy1 O6 127.99(14) . 2_767 ? O1W Dy1 O6 88.87(16) . 2_767 ? O3 Dy1 O6 140.73(14) . 2_767 ? O2 Dy1 O6 80.74(14) . 2_767 ? O5 Dy1 O6 53.22(12) 2_767 2_767 ? O3W Dy1 O4 77.54(15) . . ? O2W Dy1 O4 76.20(15) . . ? O1W Dy1 O4 121.35(15) . . ? O3 Dy1 O4 52.52(13) . . ? O2 Dy1 O4 69.22(15) . . ? O5 Dy1 O4 143.93(14) 2_767 . ? O6 Dy1 O4 146.28(14) 2_767 . ? O3W Dy1 O1 127.82(14) . . ? O2W Dy1 O1 149.69(15) . . ? O1W Dy1 O1 76.12(14) . . ? O3 Dy1 O1 72.23(13) . . ? O2 Dy1 O1 51.87(13) . . ? O5 Dy1 O1 114.80(13) 2_767 . ? O6 Dy1 O1 69.92(13) 2_767 . ? O4 Dy1 O1 101.02(13) . . ? O3W Dy1 C7 103.91(16) . . ? O2W Dy1 C7 83.01(16) . . ? O1W Dy1 C7 98.47(17) . . ? O3 Dy1 C7 26.74(15) . . ? O2 Dy1 C7 70.86(16) . . ? O5 Dy1 C7 157.56(15) 2_767 . ? O6 Dy1 C7 149.00(14) 2_767 . ? O4 Dy1 C7 26.53(15) . . ? O1 Dy1 C7 82.61(14) . . ? O3W Dy1 C9 81.24(16) . 2_767 ? O2W Dy1 C9 101.71(16) . 2_767 ? O1W Dy1 C9 78.27(17) . 2_767 ? O3 Dy1 C9 148.71(15) . 2_767 ? O2 Dy1 C9 106.61(16) . 2_767 ? O5 Dy1 C9 26.76(14) 2_767 2_767 ? O6 Dy1 C9 26.63(14) 2_767 2_767 ? O4 Dy1 C9 158.76(16) . 2_767 ? O1 Dy1 C9 91.21(14) . 2_767 ? C7 Dy1 C9 173.58(15) . 2_767 ? O3W Dy1 C5 105.28(16) . . ? O2W Dy1 C5 156.64(17) . . ? O1W Dy1 C5 101.68(16) . . ? O3 Dy1 C5 75.40(16) . . ? O2 Dy1 C5 25.89(15) . . ? O5 Dy1 C5 128.12(15) 2_767 . ? O6 Dy1 C5 75.33(15) 2_767 . ? O4 Dy1 C5 83.46(15) . . ? O1 Dy1 C5 26.07(14) . . ? C7 Dy1 C5 73.69(16) . . ? C9 Dy1 C5 101.41(16) 2_767 . ? N2 C1 N1 126.3(5) . . ? N2 C1 S1 119.9(4) . . ? N1 C1 S1 113.8(4) . . ? N3 C2 N2 126.5(5) . . ? N3 C2 S2 112.3(4) . . ? N2 C2 S2 121.2(4) . . ? N1 C3 N3 125.5(5) . . ? N1 C3 S3 122.5(4) . . ? N3 C3 S3 112.0(4) . . ? C5 C4 S1 116.5(4) . . ? C5 C4 H4A 108.2 . . ? S1 C4 H4A 108.2 . . ? C5 C4 H4B 108.2 . . ? S1 C4 H4B 108.2 . . ? H4A C4 H4B 107.3 . . ? O1 C5 O2 121.1(5) . . ? O1 C5 C4 122.5(5) . . ? O2 C5 C4 116.4(5) . . ? O1 C5 Dy1 64.7(3) . . ? O2 C5 Dy1 56.8(3) . . ? C4 C5 Dy1 170.6(4) . . ? C7 C6 S2 115.1(4) . . ? C7 C6 H6A 108.5 . . ? S2 C6 H6A 108.5 . . ? C7 C6 H6B 108.5 . . ? S2 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? O4 C7 O3 121.9(5) . . ? O4 C7 C6 118.2(5) . . ? O3 C7 C6 119.7(5) . . ? O4 C7 Dy1 65.7(3) . . ? O3 C7 Dy1 58.9(3) . . ? C6 C7 Dy1 157.8(4) . . ? C9 C8 S3 117.5(4) . . ? C9 C8 H8A 107.9 . . ? S3 C8 H8A 107.9 . . ? C9 C8 H8B 107.9 . . ? S3 C8 H8B 107.9 . . ? H8A C8 H8B 107.2 . . ? O6 C9 O5 120.7(5) . . ? O6 C9 C8 124.0(5) . . ? O5 C9 C8 115.3(5) . . ? O6 C9 Dy1 62.2(3) . 2_767 ? O5 C9 Dy1 59.2(3) . 2_767 ? C8 C9 Dy1 170.4(4) . 2_767 ? C3 N1 C1 113.8(5) . . ? C2 N2 C1 113.6(5) . . ? C2 N3 C3 114.3(5) . . ? C5 O1 Dy1 89.2(3) . . ? C5 O2 Dy1 97.4(3) . . ? C7 O3 Dy1 94.3(4) . . ? C7 O4 Dy1 87.7(3) . . ? C9 O5 Dy1 94.1(3) . 2_767 ? C9 O6 Dy1 91.2(4) . 2_767 ? Dy1 O1W H1WA 109.6 . . ? Dy1 O1W H1WC 108.8 . . ? H1WA O1W H1WC 109.5 . . ? Dy1 O2W H2WB 109.4 . . ? Dy1 O2W H2WC 109.0 . . ? H2WB O2W H2WC 109.7 . . ? Dy1 O3W H3WB 106.0 . . ? Dy1 O3W H3WA 125.0 . . ? H3WB O3W H3WA 105.8 . . ? H4WA O4W H4WC 109.4 . . ? H5WB O5W H5WC 109.5 . . ? H6WA O6W H6WC 109.5 . . ? C1 S1 C4 102.0(3) . . ? C2 S2 C6 102.8(3) . . ? C3 S3 C8 103.6(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 O1W H1WA S2 0.85 2.81 3.549(5) 146.4 2_667 O4W H4WC N2 0.85 2.61 3.403(7) 155.2 2_667 O6W H6WC O6 0.85 2.18 2.897(6) 141.2 2_667 O1W H1WC S1 0.85 2.81 3.451(5) 133.4 2_767 O2W H2WB O6W 0.85 1.95 2.673(6) 141.9 . O2W H2WC O4W 0.85 1.99 2.733(6) 145.8 . O3W H3WB O4 0.85 2.13 2.710(6) 125.6 2_666 O3W H3WA O5W 0.85 1.87 2.680(6) 159.0 . O4W H4WA O1 0.85 2.31 2.957(6) 132.9 1_455 O5W H5WB O5 0.85 1.98 2.752(6) 150.9 1_464 O5W H5WC N3 0.85 2.34 2.880(7) 121.7 1_564 O5W H5WC S3 0.85 2.81 3.658(5) 174.2 1_564 _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.947 _refine_diff_density_min -1.760 _refine_diff_density_rms 0.156 data_060120d _database_code_depnum_ccdc_archive 'CCDC 613172' # Attachment '613172.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 Er2 N6 O18 S6, 6(H2 O)' _chemical_formula_sum 'C18 H36 Er2 N6 O24 S6' _chemical_formula_weight 1247.41 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5663(11) _cell_length_b 10.8794(15) _cell_length_c 10.9674(15) _cell_angle_alpha 70.289(2) _cell_angle_beta 86.198(2) _cell_angle_gamma 79.714(2) _cell_volume 946.7(2) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4056 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 28.00 _exptl_crystal_description block _exptl_crystal_colour 'light pink' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.188 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 610 _exptl_absorpt_coefficient_mu 4.829 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.25 _exptl_absorpt_correction_T_max 0.38 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5001 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3282 _reflns_number_gt 3042 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0466P)^2^+1.2694P] 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 3282 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0760 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 0.64358(2) 0.608087(18) 0.70297(2) 0.01852(10) Uani 1 1 d . . . C1 C 1.0525(6) 0.1832(4) 0.9828(5) 0.0182(10) Uani 1 1 d . . . C2 C 0.8132(6) 0.1240(4) 1.0291(5) 0.0210(10) Uani 1 1 d . . . C3 C 0.9900(6) 0.0738(5) 1.1878(5) 0.0221(10) Uani 1 1 d . . . C4 C 1.0864(6) 0.3337(5) 0.7280(5) 0.0266(11) Uani 1 1 d . . . H4A H 1.1593 0.3722 0.6601 0.040 Uiso 1 1 calc R . . H4B H 1.0521 0.2626 0.7075 0.040 Uiso 1 1 calc R . . C5 C 0.9419(6) 0.4392(5) 0.7248(5) 0.0211(10) Uani 1 1 d . . . C6 C 0.6113(6) 0.2008(5) 0.8206(5) 0.0230(11) Uani 1 1 d . . . H6A H 0.7111 0.1755 0.7813 0.035 Uiso 1 1 calc R . . H6B H 0.5289 0.1728 0.7846 0.035 Uiso 1 1 calc R . . C7 C 0.5775(6) 0.3517(5) 0.7826(5) 0.0235(11) Uani 1 1 d . . . C8 C 1.2248(6) 0.0116(5) 1.3709(6) 0.0268(11) Uani 1 1 d . . . H8A H 1.2604 -0.0488 1.4555 0.040 Uiso 1 1 calc R . . H8B H 1.2879 -0.0193 1.3070 0.040 Uiso 1 1 calc R . . C9 C 1.2622(6) 0.1458(5) 1.3581(5) 0.0220(11) Uani 1 1 d . . . N1 N 1.1000(5) 0.1302(4) 1.1074(4) 0.0226(9) Uani 1 1 d . . . N2 N 0.9128(5) 0.1832(4) 0.9374(4) 0.0200(9) Uani 1 1 d . . . N3 N 0.8441(5) 0.0683(4) 1.1545(4) 0.0231(9) Uani 1 1 d . . . O1 O 0.9127(4) 0.4903(3) 0.8123(3) 0.0271(8) Uani 1 1 d . . . O2 O 0.8514(4) 0.4714(4) 0.6288(4) 0.0306(8) Uani 1 1 d . . . O3 O 0.6033(4) 0.4051(3) 0.8622(3) 0.0261(8) Uani 1 1 d . . . O4 O 0.5394(5) 0.4178(3) 0.6675(4) 0.0298(8) Uani 1 1 d . . . O5 O 1.4078(4) 0.1570(3) 1.3415(4) 0.0291(8) Uani 1 1 d . . . O6 O 1.1601(4) 0.2415(3) 1.3636(4) 0.0303(8) Uani 1 1 d . . . O1W O 0.6244(5) 0.6417(4) 0.9052(4) 0.0369(9) Uani 1 1 d . . . H1WA H 0.5376 0.6922 0.9092 0.044 Uiso 1 1 d R . . H1WC H 0.7017 0.6777 0.9132 0.044 Uiso 1 1 d R . . O2W O 0.3698(4) 0.6614(4) 0.7194(4) 0.0331(9) Uani 1 1 d . . . H2WB H 0.3253 0.6280 0.6739 0.040 Uiso 1 1 d R . . H2WC H 0.3418 0.6303 0.7982 0.040 Uiso 1 1 d R . . O3W O 0.5854(5) 0.6884(3) 0.4864(4) 0.0303(9) Uani 1 1 d . . . H3WB H 0.5020 0.6596 0.4788 0.036 Uiso 1 1 d R . . H3WA H 0.5709 0.7698 0.4401 0.036 Uiso 1 1 d R . . O4W O 0.1614(5) 0.5800(5) 0.9196(4) 0.0478(11) Uani 1 1 d . . . H4WA H 0.0664 0.5987 0.8927 0.057 Uiso 1 1 d R . . H4WC H 0.1730 0.6268 0.9656 0.057 Uiso 1 1 d R . . O5W O 0.6202(5) 0.9357(4) 0.3393(4) 0.0383(10) Uani 1 1 d . . . H5WB H 0.5611 0.9908 0.3690 0.046 Uiso 1 1 d R . . H5WC H 0.7164 0.9450 0.3407 0.046 Uiso 1 1 d R . . O6W O 0.1556(5) 0.6717(5) 0.5480(5) 0.0549(13) Uani 1 1 d . . . H6WA H 0.1039 0.6634 0.4885 0.066 Uiso 1 1 d R . . H6WC H 0.0940 0.7138 0.5899 0.066 Uiso 1 1 d R . . S1 S 1.19271(14) 0.26329(13) 0.87790(13) 0.0264(3) Uani 1 1 d . . . S2 S 0.62164(14) 0.11310(12) 0.99099(13) 0.0244(3) Uani 1 1 d . . . S3 S 1.02323(16) -0.00169(13) 1.35316(13) 0.0290(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Er1 0.02068(14) 0.01768(14) 0.01879(15) -0.00798(10) -0.00063(9) -0.00324(9) C1 0.021(2) 0.014(2) 0.018(3) -0.0041(18) -0.0009(19) -0.0016(18) C2 0.022(2) 0.017(2) 0.025(3) -0.009(2) 0.001(2) -0.0019(19) C3 0.023(2) 0.022(2) 0.023(3) -0.009(2) 0.000(2) -0.004(2) C4 0.027(3) 0.029(3) 0.018(3) -0.004(2) 0.004(2) 0.001(2) C5 0.024(3) 0.021(2) 0.018(3) -0.005(2) 0.006(2) -0.008(2) C6 0.022(2) 0.022(2) 0.029(3) -0.011(2) -0.003(2) -0.0057(19) C7 0.020(2) 0.023(2) 0.031(3) -0.012(2) 0.002(2) -0.006(2) C8 0.026(3) 0.024(3) 0.034(3) -0.012(2) -0.008(2) -0.005(2) C9 0.028(3) 0.020(2) 0.018(3) -0.006(2) -0.003(2) -0.005(2) N1 0.017(2) 0.026(2) 0.023(2) -0.0058(18) -0.0002(17) -0.0045(17) N2 0.019(2) 0.0190(19) 0.022(2) -0.0068(17) 0.0005(17) -0.0027(16) N3 0.020(2) 0.027(2) 0.023(2) -0.0070(18) -0.0026(17) -0.0090(17) O1 0.031(2) 0.0252(18) 0.026(2) -0.0104(16) 0.0019(16) -0.0021(15) O2 0.030(2) 0.0315(19) 0.031(2) -0.0147(17) -0.0058(17) 0.0039(16) O3 0.038(2) 0.0220(17) 0.023(2) -0.0113(15) -0.0024(16) -0.0086(15) O4 0.044(2) 0.0232(18) 0.022(2) -0.0057(16) -0.0063(17) -0.0061(16) O5 0.0224(18) 0.0221(17) 0.044(2) -0.0122(17) 0.0074(16) -0.0065(14) O6 0.0246(19) 0.0254(18) 0.043(2) -0.0162(17) -0.0002(17) -0.0004(15) O1W 0.049(2) 0.038(2) 0.029(2) -0.0202(18) -0.0009(18) -0.0040(18) O2W 0.0261(19) 0.043(2) 0.034(2) -0.0170(18) 0.0033(16) -0.0095(17) O3W 0.043(2) 0.0253(18) 0.023(2) -0.0036(15) -0.0081(17) -0.0123(16) O4W 0.046(3) 0.072(3) 0.039(3) -0.030(2) 0.009(2) -0.023(2) O5W 0.031(2) 0.028(2) 0.048(3) -0.0050(18) 0.0141(19) -0.0067(16) O6W 0.034(2) 0.082(3) 0.063(3) -0.047(3) -0.008(2) 0.003(2) S1 0.0179(6) 0.0303(6) 0.0261(7) -0.0031(5) 0.0021(5) -0.0049(5) S2 0.0203(6) 0.0229(6) 0.0290(7) -0.0045(5) -0.0028(5) -0.0080(5) S3 0.0292(7) 0.0372(7) 0.0208(7) -0.0042(6) -0.0026(5) -0.0164(6) _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 O3W 2.292(4) . ? Er1 O2W 2.324(4) . ? Er1 O1W 2.358(4) . ? Er1 O3 2.374(3) . ? Er1 O2 2.392(4) . ? Er1 O5 2.398(3) 2_767 ? Er1 O6 2.460(4) 2_767 ? Er1 O4 2.546(4) . ? Er1 O1 2.582(4) . ? Er1 C9 2.786(5) 2_767 ? C1 N2 1.326(6) . ? C1 N1 1.351(6) . ? C1 S1 1.744(5) . ? C2 N3 1.326(7) . ? C2 N2 1.342(6) . ? C2 S2 1.754(5) . ? C3 N1 1.331(6) . ? C3 N3 1.342(6) . ? C3 S3 1.739(5) . ? C4 C5 1.524(7) . ? C4 S1 1.794(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O1 1.254(6) . ? C5 O2 1.263(6) . ? C6 C7 1.529(6) . ? C6 S2 1.788(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O3 1.250(6) . ? C7 O4 1.255(6) . ? C8 C9 1.508(7) . ? C8 S3 1.787(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O6 1.250(6) . ? C9 O5 1.269(6) . ? C9 Er1 2.786(5) 2_767 ? O5 Er1 2.398(3) 2_767 ? O6 Er1 2.460(4) 2_767 ? O1W H1WA 0.8500 . ? O1W H1WC 0.8500 . ? O2W H2WB 0.8500 . ? O2W H2WC 0.8500 . ? O3W H3WB 0.8499 . ? O3W H3WA 0.8500 . ? O4W H4WA 0.8500 . ? O4W H4WC 0.8499 . ? O5W H5WB 0.8500 . ? O5W H5WC 0.8500 . ? O6W H6WA 0.8500 . ? O6W H6WC 0.8501 . ? 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 O3W Er1 O2W 81.55(14) . . ? O3W Er1 O1W 148.56(14) . . ? O2W Er1 O1W 80.15(15) . . ? O3W Er1 O3 129.78(12) . . ? O2W Er1 O3 83.09(13) . . ? O1W Er1 O3 72.78(13) . . ? O3W Er1 O2 81.06(13) . . ? O2W Er1 O2 143.70(13) . . ? O1W Er1 O2 127.38(14) . . ? O3 Er1 O2 83.99(13) . . ? O3W Er1 O5 77.28(13) . 2_767 ? O2W Er1 O5 75.01(12) . 2_767 ? O1W Er1 O5 73.41(14) . 2_767 ? O3 Er1 O5 142.23(13) . 2_767 ? O2 Er1 O5 130.81(13) . 2_767 ? O3W Er1 O6 83.10(13) . 2_767 ? O2W Er1 O6 128.35(12) . 2_767 ? O1W Er1 O6 88.49(14) . 2_767 ? O3 Er1 O6 140.62(13) . 2_767 ? O2 Er1 O6 80.53(12) . 2_767 ? O5 Er1 O6 53.53(12) 2_767 2_767 ? O3W Er1 O4 77.11(12) . . ? O2W Er1 O4 75.85(13) . . ? O1W Er1 O4 122.16(13) . . ? O3 Er1 O4 52.79(12) . . ? O2 Er1 O4 69.33(13) . . ? O5 Er1 O4 143.49(13) 2_767 . ? O6 Er1 O4 145.98(13) 2_767 . ? O3W Er1 O1 128.27(13) . . ? O2W Er1 O1 149.32(13) . . ? O1W Er1 O1 75.58(13) . . ? O3 Er1 O1 72.05(12) . . ? O2 Er1 O1 52.25(12) . . ? O5 Er1 O1 114.68(12) 2_767 . ? O6 Er1 O1 69.82(11) 2_767 . ? O4 Er1 O1 101.59(11) . . ? O3W Er1 C9 81.27(14) . 2_767 ? O2W Er1 C9 102.06(14) . 2_767 ? O1W Er1 C9 77.85(14) . 2_767 ? O3 Er1 C9 148.85(13) . 2_767 ? O2 Er1 C9 106.44(14) . 2_767 ? O5 Er1 C9 27.05(13) 2_767 2_767 ? O6 Er1 C9 26.66(13) 2_767 2_767 ? O4 Er1 C9 158.36(14) . 2_767 ? O1 Er1 C9 90.97(13) . 2_767 ? N2 C1 N1 126.7(4) . . ? N2 C1 S1 119.7(4) . . ? N1 C1 S1 113.6(3) . . ? N3 C2 N2 126.0(5) . . ? N3 C2 S2 112.5(4) . . ? N2 C2 S2 121.4(4) . . ? N1 C3 N3 125.9(5) . . ? N1 C3 S3 122.0(4) . . ? N3 C3 S3 112.2(4) . . ? C5 C4 S1 116.0(4) . . ? C5 C4 H4A 108.3 . . ? S1 C4 H4A 108.3 . . ? C5 C4 H4B 108.3 . . ? S1 C4 H4B 108.3 . . ? H4A C4 H4B 107.4 . . ? O1 C5 O2 121.6(5) . . ? O1 C5 C4 122.6(5) . . ? O2 C5 C4 115.8(4) . . ? C7 C6 S2 115.2(4) . . ? C7 C6 H6A 108.5 . . ? S2 C6 H6A 108.5 . . ? C7 C6 H6B 108.5 . . ? S2 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? O3 C7 O4 122.1(5) . . ? O3 C7 C6 119.4(5) . . ? O4 C7 C6 118.0(5) . . ? C9 C8 S3 118.2(4) . . ? C9 C8 H8A 107.8 . . ? S3 C8 H8A 107.8 . . ? C9 C8 H8B 107.8 . . ? S3 C8 H8B 107.8 . . ? H8A C8 H8B 107.1 . . ? O6 C9 O5 120.6(4) . . ? O6 C9 C8 123.9(5) . . ? O5 C9 C8 115.5(4) . . ? O6 C9 Er1 62.0(3) . 2_767 ? O5 C9 Er1 59.2(2) . 2_767 ? C8 C9 Er1 170.7(4) . 2_767 ? C3 N1 C1 113.3(4) . . ? C1 N2 C2 113.6(4) . . ? C2 N3 C3 114.5(4) . . ? C5 O1 Er1 88.5(3) . . ? C5 O2 Er1 97.2(3) . . ? C7 O3 Er1 95.0(3) . . ? C7 O4 Er1 87.0(3) . . ? C9 O5 Er1 93.8(3) . 2_767 ? C9 O6 Er1 91.3(3) . 2_767 ? Er1 O1W H1WA 109.3 . . ? Er1 O1W H1WC 109.2 . . ? H1WA O1W H1WC 109.5 . . ? Er1 O2W H2WB 109.5 . . ? Er1 O2W H2WC 109.2 . . ? H2WB O2W H2WC 109.5 . . ? Er1 O3W H3WB 106.1 . . ? Er1 O3W H3WA 125.1 . . ? H3WB O3W H3WA 106.0 . . ? H4WA O4W H4WC 109.5 . . ? H5WB O5W H5WC 109.5 . . ? H6WA O6W H6WC 109.5 . . ? C1 S1 C4 101.9(2) . . ? C2 S2 C6 102.6(2) . . ? C3 S3 C8 103.5(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 O3W H3WA O5W 0.85 1.88 2.688(5) 159.0 . O2W H2WC O4W 0.85 2.00 2.743(6) 145.6 . O2W H2WB O6W 0.85 1.96 2.675(6) 141.7 . O1W H1WC S1 0.85 2.82 3.451(4) 132.4 2_767 O4W H4WC N2 0.85 2.60 3.392(6) 154.9 2_667 O6W H6WC O6 0.85 2.21 2.916(6) 140.7 2_667 O1W H1WA S2 0.85 2.81 3.546(4) 146.4 2_667 O6W H6WA O2 0.85 2.23 2.877(6) 133.2 2_666 O3W H3WB O4 0.85 2.12 2.707(5) 125.7 2_666 O5W H5WB O5 0.85 1.98 2.752(5) 150.5 1_464 O4W H4WA O1 0.85 2.30 2.954(6) 133.3 1_455 O5W H5WC S3 0.85 2.81 3.659(4) 174.1 1_564 O5W H5WC N3 0.85 2.35 2.893(5) 121.6 1_564 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.991 _refine_diff_density_min -1.997 _refine_diff_density_rms 0.160 data_yb _database_code_depnum_ccdc_archive 'CCDC 613173' # Attachment '613173.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 N6 O18 S6 Yb2, 6(H2 O)' _chemical_formula_sum 'C18 H36 N6 O24 S6 Yb2' _chemical_formula_weight 1258.97 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' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.535(5) _cell_length_b 10.872(6) _cell_length_c 10.939(6) _cell_angle_alpha 70.189(8) _cell_angle_beta 86.112(10) _cell_angle_gamma 79.489(8) _cell_volume 938.9(9) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2425 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 27.70 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 5.381 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.20 _exptl_absorpt_correction_T_max 0.29 _exptl_absorpt_process_details 'SADABS, Brucker(2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Aepex CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5055 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0947 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3615 _reflns_number_gt 2870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.04P)^2^] 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 3615 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.0871 _refine_ls_wR_factor_gt 0.0858 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _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 Yb1 Yb 0.64353(4) 0.60814(3) 0.70298(3) 0.01732(10) Uani 1 1 d . . . C1 C 1.0526(8) 0.1835(6) 0.9830(7) 0.0188(14) Uani 1 1 d . . . C2 C 0.8118(9) 0.1236(7) 1.0297(8) 0.0224(15) Uani 1 1 d . . . C3 C 0.9893(9) 0.0734(7) 1.1865(7) 0.0229(16) Uani 1 1 d . . . C4 C 1.0862(9) 0.3338(7) 0.7280(7) 0.0251(16) Uani 1 1 d . . . H4A H 1.1591 0.3729 0.6600 0.038 Uiso 1 1 calc R . . H4B H 1.0523 0.2627 0.7072 0.038 Uiso 1 1 calc R . . C5 C 0.9413(9) 0.4385(7) 0.7258(7) 0.0204(14) Uani 1 1 d . . . C6 C 0.6111(9) 0.1995(7) 0.8203(8) 0.0239(15) Uani 1 1 d . . . H6A H 0.7113 0.1737 0.7807 0.036 Uiso 1 1 calc R . . H6B H 0.5280 0.1719 0.7847 0.036 Uiso 1 1 calc R . . C7 C 0.5770(9) 0.3525(7) 0.7824(7) 0.0206(15) Uani 1 1 d . . . C8 C 1.2263(9) 0.0104(7) 1.3700(8) 0.0264(17) Uani 1 1 d . . . H8A H 1.2636 -0.0522 1.4537 0.040 Uiso 1 1 calc R . . H8B H 1.2886 -0.0179 1.3038 0.040 Uiso 1 1 calc R . . C9 C 1.2620(9) 0.1455(7) 1.3603(7) 0.0240(16) Uani 1 1 d . . . N1 N 1.0998(7) 0.1312(6) 1.1078(6) 0.0241(13) Uani 1 1 d . . . N2 N 0.9125(7) 0.1834(5) 0.9368(6) 0.0185(12) Uani 1 1 d . . . N3 N 0.8437(7) 0.0679(6) 1.1546(6) 0.0221(13) Uani 1 1 d . . . O1 O 0.9137(6) 0.4900(5) 0.8128(5) 0.0262(11) Uani 1 1 d . . . O2 O 0.8508(7) 0.4706(6) 0.6292(5) 0.0310(13) Uani 1 1 d . . . O3 O 0.6033(6) 0.4040(5) 0.8623(5) 0.0245(11) Uani 1 1 d . . . O4 O 0.5389(7) 0.4171(5) 0.6664(5) 0.0319(13) Uani 1 1 d . . . O5 O 1.4081(6) 0.1566(5) 1.3430(6) 0.0286(12) Uani 1 1 d . . . O6 O 1.1604(6) 0.2405(6) 1.3628(6) 0.0337(13) Uani 1 1 d . . . O1W O 0.6237(8) 0.6431(6) 0.9047(6) 0.0383(14) Uani 1 1 d . . . H1WA H 0.5369 0.6936 0.9087 0.046 Uiso 1 1 d R . . H1WC H 0.7010 0.6791 0.9126 0.046 Uiso 1 1 d R . . O2W O 0.3714(6) 0.6605(6) 0.7192(6) 0.0326(13) Uani 1 1 d . . . H2WB H 0.3270 0.6271 0.6738 0.039 Uiso 1 1 d R . . H2WC H 0.3434 0.6294 0.7980 0.039 Uiso 1 1 d R . . O3W O 0.5856(6) 0.6896(5) 0.4860(5) 0.0271(12) Uani 1 1 d . . . H3WB H 0.5022 0.6607 0.4783 0.033 Uiso 1 1 d R . . H3WA H 0.5712 0.7709 0.4396 0.033 Uiso 1 1 d R . . O4W O 0.1612(8) 0.5807(8) 0.9199(6) 0.0487(17) Uani 1 1 d . . . H4WA H 0.0662 0.5994 0.8930 0.058 Uiso 1 1 d R . . H4WC H 0.1727 0.6275 0.9659 0.058 Uiso 1 1 d R . . O5W O 0.6215(7) 0.9351(6) 0.3390(6) 0.0378(14) Uani 1 1 d . . . H5WB H 0.5625 0.9902 0.3687 0.045 Uiso 1 1 d R . . H5WC H 0.7177 0.9444 0.3404 0.045 Uiso 1 1 d R . . O6W O 0.1556(8) 0.6726(8) 0.5481(8) 0.058(2) Uani 1 1 d . . . H6WA H 0.1040 0.6643 0.4885 0.069 Uiso 1 1 d R . . H6WC H 0.0940 0.7147 0.5900 0.069 Uiso 1 1 d R . . S1 S 1.1924(2) 0.2633(2) 0.87782(19) 0.0265(4) Uani 1 1 d . . . S2 S 0.6218(2) 0.11339(18) 0.9911(2) 0.0247(4) Uani 1 1 d . . . S3 S 1.0236(2) -0.0015(2) 1.35312(19) 0.0293(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Yb1 0.01911(16) 0.01583(15) 0.01832(17) -0.00698(11) -0.00208(11) -0.00298(10) C1 0.024(3) 0.013(3) 0.023(4) -0.009(3) -0.001(3) -0.006(3) C2 0.026(4) 0.013(3) 0.028(4) -0.007(3) 0.003(3) -0.001(3) C3 0.033(4) 0.021(4) 0.019(4) -0.011(3) 0.002(3) -0.008(3) C4 0.027(4) 0.025(4) 0.022(4) -0.007(3) 0.005(3) -0.003(3) C5 0.025(4) 0.023(3) 0.015(4) -0.006(3) 0.002(3) -0.011(3) C6 0.023(3) 0.024(4) 0.028(4) -0.009(3) -0.006(3) -0.011(3) C7 0.021(3) 0.017(3) 0.022(4) -0.005(3) -0.004(3) -0.001(3) C8 0.027(4) 0.021(4) 0.038(5) -0.016(3) -0.008(3) -0.004(3) C9 0.026(4) 0.024(4) 0.017(4) -0.002(3) -0.006(3) 0.000(3) N1 0.022(3) 0.024(3) 0.024(3) -0.007(3) -0.002(3) 0.000(2) N2 0.027(3) 0.011(3) 0.021(3) -0.011(2) 0.000(2) -0.001(2) N3 0.020(3) 0.025(3) 0.021(3) -0.003(3) -0.007(2) -0.006(2) O1 0.027(3) 0.024(3) 0.026(3) -0.009(2) 0.001(2) 0.001(2) O2 0.033(3) 0.032(3) 0.027(3) -0.012(2) -0.006(2) 0.003(2) O3 0.041(3) 0.016(2) 0.020(3) -0.009(2) -0.001(2) -0.009(2) O4 0.044(3) 0.029(3) 0.026(3) -0.011(3) -0.008(3) -0.007(3) O5 0.020(3) 0.024(3) 0.042(3) -0.010(2) 0.008(2) -0.010(2) O6 0.027(3) 0.034(3) 0.047(4) -0.021(3) -0.005(3) -0.005(2) O1W 0.059(4) 0.034(3) 0.030(3) -0.020(3) -0.004(3) -0.008(3) O2W 0.032(3) 0.042(3) 0.028(3) -0.013(3) -0.001(3) -0.012(3) O3W 0.038(3) 0.021(2) 0.024(3) -0.007(2) -0.007(2) -0.008(2) O4W 0.053(4) 0.073(5) 0.034(4) -0.029(3) 0.011(3) -0.027(4) O5W 0.026(3) 0.034(3) 0.048(4) -0.006(3) 0.011(3) -0.008(2) O6W 0.031(3) 0.080(5) 0.076(5) -0.047(5) -0.003(3) -0.003(3) S1 0.0187(9) 0.0306(10) 0.0263(10) -0.0037(8) 0.0026(8) -0.0064(7) S2 0.0201(8) 0.0251(9) 0.0293(10) -0.0062(8) -0.0036(8) -0.0093(7) S3 0.0310(10) 0.0374(11) 0.0208(10) -0.0046(8) -0.0047(8) -0.0172(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Yb1 O3W 2.289(5) . ? Yb1 O2W 2.298(6) . ? Yb1 O1W 2.352(6) . ? Yb1 O3 2.378(5) . ? Yb1 O2 2.383(6) . ? Yb1 O5 2.395(5) 2_767 ? Yb1 O6 2.462(6) 2_767 ? Yb1 O4 2.561(5) . ? Yb1 O1 2.581(5) . ? Yb1 C7 2.770(7) . ? Yb1 C9 2.786(8) 2_767 ? Yb1 C5 2.826(8) . ? Yb1 H1WA 2.7539 . ? Yb1 H1WC 2.7541 . ? Yb1 H2WB 2.7045 . ? Yb1 H2WC 2.6984 . ? Yb1 H3WB 2.6494 . ? C1 N2 1.330(9) . ? C1 N1 1.346(10) . ? C1 S1 1.736(7) . ? C2 N3 1.319(10) . ? C2 N2 1.354(9) . ? C2 S2 1.735(8) . ? C3 N1 1.329(10) . ? C3 N3 1.330(9) . ? C3 S3 1.746(8) . ? C4 C5 1.516(10) . ? C4 S1 1.786(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O1 1.248(9) . ? C5 O2 1.263(9) . ? C6 C7 1.548(10) . ? C6 S2 1.784(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O3 1.237(9) . ? C7 O4 1.256(9) . ? C8 C9 1.522(10) . ? C8 S3 1.785(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O6 1.228(9) . ? C9 O5 1.270(9) . ? C9 Yb1 2.786(8) 2_767 ? O5 Yb1 2.395(5) 2_767 ? O6 Yb1 2.462(6) 2_767 ? O1W H1WA 0.8459 . ? O1W H1WC 0.8490 . ? O2W H2WB 0.8493 . ? O2W H2WC 0.8472 . ? O3W H3WB 0.8485 . ? O3W H3WA 0.8479 . ? O4W H4WA 0.8466 . ? O4W H4WC 0.8492 . ? O5W H5WB 0.8471 . ? O5W H5WC 0.8474 . ? O6W H6WA 0.8484 . ? O6W H6WC 0.8470 . ? 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 O3W Yb1 O2W 81.6(2) . . ? O3W Yb1 O1W 148.0(2) . . ? O2W Yb1 O1W 80.2(2) . . ? O3W Yb1 O3 129.78(18) . . ? O2W Yb1 O3 82.92(19) . . ? O1W Yb1 O3 73.41(19) . . ? O3W Yb1 O2 81.13(19) . . ? O2W Yb1 O2 143.20(19) . . ? O1W Yb1 O2 127.7(2) . . ? O3 Yb1 O2 83.59(19) . . ? O3W Yb1 O5 76.8(2) . 2_767 ? O2W Yb1 O5 75.36(18) . 2_767 ? O1W Yb1 O5 73.3(2) . 2_767 ? O3 Yb1 O5 142.78(19) . 2_767 ? O2 Yb1 O5 130.85(19) . 2_767 ? O3W Yb1 O6 83.1(2) . 2_767 ? O2W Yb1 O6 128.3(2) . 2_767 ? O1W Yb1 O6 87.9(2) . 2_767 ? O3 Yb1 O6 140.74(19) . 2_767 ? O2 Yb1 O6 81.2(2) . 2_767 ? O5 Yb1 O6 53.08(18) 2_767 2_767 ? O3W Yb1 O4 77.15(18) . . ? O2W Yb1 O4 75.7(2) . . ? O1W Yb1 O4 122.69(19) . . ? O3 Yb1 O4 52.74(17) . . ? O2 Yb1 O4 68.9(2) . . ? O5 Yb1 O4 143.29(18) 2_767 . ? O6 Yb1 O4 146.24(19) 2_767 . ? O3W Yb1 O1 128.26(18) . . ? O2W Yb1 O1 149.26(19) . . ? O1W Yb1 O1 75.7(2) . . ? O3 Yb1 O1 72.16(18) . . ? O2 Yb1 O1 52.43(18) . . ? O5 Yb1 O1 114.68(18) 2_767 . ? O6 Yb1 O1 69.87(18) 2_767 . ? O4 Yb1 O1 101.72(17) . . ? O3W Yb1 C7 103.9(2) . . ? O2W Yb1 C7 82.2(2) . . ? O1W Yb1 C7 99.4(2) . . ? O3 Yb1 C7 26.4(2) . . ? O2 Yb1 C7 70.9(2) . . ? O5 Yb1 C7 157.2(2) 2_767 . ? O6 Yb1 C7 149.5(2) 2_767 . ? O4 Yb1 C7 26.9(2) . . ? O1 Yb1 C7 83.18(19) . . ? O3W Yb1 C9 80.6(2) . 2_767 ? O2W Yb1 C9 102.4(2) . 2_767 ? O1W Yb1 C9 77.9(2) . 2_767 ? O3 Yb1 C9 149.5(2) . 2_767 ? O2 Yb1 C9 106.5(2) . 2_767 ? O5 Yb1 C9 27.05(19) 2_767 2_767 ? O6 Yb1 C9 26.2(2) 2_767 2_767 ? O4 Yb1 C9 157.8(2) . 2_767 ? O1 Yb1 C9 91.00(19) . 2_767 ? C7 Yb1 C9 174.1(2) . 2_767 ? O3W Yb1 C5 105.8(2) . . ? O2W Yb1 C5 156.0(2) . . ? O1W Yb1 C5 101.4(2) . . ? O3 Yb1 C5 74.84(19) . . ? O2 Yb1 C5 26.35(19) . . ? O5 Yb1 C5 128.26(19) 2_767 . ? O6 Yb1 C5 75.59(19) 2_767 . ? O4 Yb1 C5 83.7(2) . . ? O1 Yb1 C5 26.19(19) . . ? C7 Yb1 C5 74.0(2) . . ? C9 Yb1 C5 101.3(2) 2_767 . ? O3W Yb1 H1WA 133.0 . . ? O2W Yb1 H1WA 65.0 . . ? O1W Yb1 H1WA 16.8 . . ? O3 Yb1 H1WA 79.6 . . ? O2 Yb1 H1WA 144.5 . . ? O5 Yb1 H1WA 63.9 2_767 . ? O6 Yb1 H1WA 92.3 2_767 . ? O4 Yb1 H1WA 121.1 . . ? O1 Yb1 H1WA 92.5 . . ? C7 Yb1 H1WA 103.1 . . ? C9 Yb1 H1WA 75.8 2_767 . ? C5 Yb1 H1WA 118.3 . . ? O3W Yb1 H1WC 143.7 . . ? O2W Yb1 H1WC 93.9 . . ? O1W Yb1 H1WC 16.9 . . ? O3 Yb1 H1WC 84.7 . . ? O2 Yb1 H1WC 118.6 . . ? O5 Yb1 H1WC 67.4 2_767 . ? O6 Yb1 H1WC 71.5 2_767 . ? O4 Yb1 H1WC 136.8 . . ? O1 Yb1 H1WC 66.6 . . ? C7 Yb1 H1WC 111.1 . . ? C9 Yb1 H1WC 65.1 2_767 . ? C5 Yb1 H1WC 92.8 . . ? H1WA Yb1 H1WC 29.1 . . ? O3W Yb1 H2WB 71.1 . . ? O2W Yb1 H2WB 17.2 . . ? O1W Yb1 H2WB 95.9 . . ? O3 Yb1 H2WB 80.6 . . ? O2 Yb1 H2WB 126.3 . . ? O5 Yb1 H2WB 86.5 2_767 . ? O6 Yb1 H2WB 136.5 2_767 . ? O4 Yb1 H2WB 60.7 . . ? O1 Yb1 H2WB 152.8 . . ? C7 Yb1 H2WB 72.6 . . ? C9 Yb1 H2WB 112.8 2_767 . ? C5 Yb1 H2WB 144.3 . . ? H1WA Yb1 H2WB 81.5 . . ? H1WC Yb1 H2WB 110.6 . . ? O3W Yb1 H2WC 98.6 . . ? O2W Yb1 H2WC 17.2 . . ? O1W Yb1 H2WC 66.4 . . ? O3 Yb1 H2WC 69.7 . . ? O2 Yb1 H2WC 145.0 . . ? O5 Yb1 H2WC 82.0 2_767 . ? O6 Yb1 H2WC 133.7 2_767 . ? O4 Yb1 H2WC 76.9 . . ? O1 Yb1 H2WC 132.0 . . ? C7 Yb1 H2WC 75.4 . . ? C9 Yb1 H2WC 108.0 2_767 . ? C5 Yb1 H2WC 144.4 . . ? H1WA Yb1 H2WC 53.1 . . ? H1WC Yb1 H2WC 81.9 . . ? H2WB Yb1 H2WC 29.7 . . ? O3W Yb1 H3WB 17.9 . . ? O2W Yb1 H3WB 68.3 . . ? O1W Yb1 H3WB 145.6 . . ? O3 Yb1 H3WB 114.2 . . ? O2 Yb1 H3WB 86.7 . . ? O5 Yb1 H3WB 85.4 2_767 . ? O6 Yb1 H3WB 100.8 2_767 . ? O4 Yb1 H3WB 63.1 . . ? O1 Yb1 H3WB 138.5 . . ? C7 Yb1 H3WB 89.8 . . ? C9 Yb1 H3WB 95.4 2_767 . ? C5 Yb1 H3WB 113.0 . . ? H1WA Yb1 H3WB 128.8 . . ? H1WC Yb1 H3WB 150.9 . . ? H2WB Yb1 H3WB 55.3 . . ? H2WC Yb1 H3WB 84.4 . . ? N2 C1 N1 126.9(7) . . ? N2 C1 S1 119.3(6) . . ? N1 C1 S1 113.8(5) . . ? N3 C2 N2 125.7(7) . . ? N3 C2 S2 113.2(5) . . ? N2 C2 S2 121.1(6) . . ? N1 C3 N3 127.2(7) . . ? N1 C3 S3 120.8(6) . . ? N3 C3 S3 112.0(6) . . ? C5 C4 S1 115.7(5) . . ? C5 C4 H4A 108.4 . . ? S1 C4 H4A 108.4 . . ? C5 C4 H4B 108.4 . . ? S1 C4 H4B 108.4 . . ? H4A C4 H4B 107.4 . . ? O1 C5 O2 122.3(7) . . ? O1 C5 C4 122.4(7) . . ? O2 C5 C4 115.3(6) . . ? O1 C5 Yb1 65.9(4) . . ? O2 C5 Yb1 56.8(4) . . ? C4 C5 Yb1 170.0(5) . . ? C7 C6 S2 114.3(5) . . ? C7 C6 H6A 108.7 . . ? S2 C6 H6A 108.7 . . ? C7 C6 H6B 108.7 . . ? S2 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? O3 C7 O4 123.8(7) . . ? O3 C7 C6 119.1(6) . . ? O4 C7 C6 116.7(7) . . ? O3 C7 Yb1 58.9(4) . . ? O4 C7 Yb1 67.3(4) . . ? C6 C7 Yb1 157.6(5) . . ? C9 C8 S3 117.3(5) . . ? C9 C8 H8A 108.0 . . ? S3 C8 H8A 108.0 . . ? C9 C8 H8B 108.0 . . ? S3 C8 H8B 108.0 . . ? H8A C8 H8B 107.2 . . ? O6 C9 O5 120.7(7) . . ? O6 C9 C8 124.5(7) . . ? O5 C9 C8 114.7(6) . . ? O6 C9 Yb1 62.1(4) . 2_767 ? O5 C9 Yb1 59.1(4) . 2_767 ? C8 C9 Yb1 168.8(6) . 2_767 ? C3 N1 C1 112.5(6) . . ? C1 N2 C2 113.4(6) . . ? C2 N3 C3 114.3(7) . . ? C5 O1 Yb1 88.0(4) . . ? C5 O2 Yb1 96.8(4) . . ? C7 O3 Yb1 94.7(4) . . ? C7 O4 Yb1 85.8(4) . . ? C9 O5 Yb1 93.9(4) . 2_767 ? C9 O6 Yb1 91.8(5) . 2_767 ? Yb1 O1W H1WA 109.6 . . ? Yb1 O1W H1WC 109.4 . . ? H1WA O1W H1WC 109.3 . . ? Yb1 O2W H2WB 109.7 . . ? Yb1 O2W H2WC 109.2 . . ? H2WB O2W H2WC 109.4 . . ? Yb1 O3W H3WB 105.9 . . ? Yb1 O3W H3WA 125.3 . . ? H3WB O3W H3WA 106.2 . . ? H4WA O4W H4WC 109.6 . . ? H5WB O5W H5WC 109.2 . . ? H6WA O6W H6WC 109.6 . . ? C1 S1 C4 102.1(4) . . ? C2 S2 C6 103.1(3) . . ? C3 S3 C8 103.6(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 O1W H1WA S2 0.85 2.79 3.521(6) 146.3 2_667 O4W H4WC N2 0.85 2.59 3.382(9) 155.1 2_667 O6W H6WC O6 0.85 2.20 2.908(9) 140.7 2_667 O1W H1WC S1 0.85 2.82 3.448(6) 132.5 2_767 O2W H2WB O6W 0.85 1.95 2.670(9) 141.1 . O2W H2WC O4W 0.85 2.00 2.744(9) 145.4 . O3W H3WB O4 0.85 2.11 2.693(7) 125.9 2_666 O3W H3WA O5W 0.85 1.86 2.670(8) 158.7 . O4W H4WA O1 0.85 2.30 2.947(9) 133.0 1_455 O5W H5WB O5 0.85 1.98 2.753(8) 151.1 1_464 O5W H5WC N3 0.85 2.34 2.873(8) 121.5 1_564 O5W H5WC S3 0.85 2.80 3.645(6) 173.9 1_564 _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 3.431 _refine_diff_density_min -2.306 _refine_diff_density_rms 0.217