# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment 'Gd.cif' data_a2 #TrackingRef 'Gd.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C17 H8 Gd O9), 2(C2 H8 N), 3(H O0.50), H O0.50' _chemical_formula_sum 'C38 H38 Gd2 N2 O21' _chemical_formula_weight 1173.20 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' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_space_group_name_H-M C222(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' _cell_length_a 14.6484(8) _cell_length_b 16.4358(7) _cell_length_c 16.5923(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3994.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2437 _cell_measurement_theta_min 3.0340 _cell_measurement_theta_max 29.2858 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.951 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2304 _exptl_absorpt_coefficient_mu 3.383 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5369 _exptl_absorpt_correction_T_max 0.5658 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _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 5307 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_unetI/netI 0.0523 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.49 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3241 _reflns_number_gt 2982 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 'The commands SIMU and DELU were used in the main structure to restrain the similar ADP and rigid-bond respectively. The command ISOR was applied to the water molecules and dimethylamine cation for isotropically refinement.' 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^)+(0.0790P)^2^+58.9490P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(4) _refine_ls_number_reflns 3241 _refine_ls_number_parameters 278 _refine_ls_number_restraints 157 _refine_ls_R_factor_all 0.0574 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1372 _refine_ls_wR_factor_gt 0.1342 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Gd1 Gd 0.83793(5) 1.0000 0.5000 0.0221(2) Uani 1 2 d SU . . Gd2 Gd 1.0000 0.83214(5) 0.7500 0.0222(2) Uani 1 2 d SU . . O1 O 0.9446(8) 0.9034(7) 0.5245(6) 0.047(2) Uani 1 1 d U . . O2 O 1.0435(6) 0.8563(5) 0.6156(5) 0.031(2) Uani 1 1 d U . . O3 O 1.2238(11) 0.5711(9) 0.4164(9) 0.080(4) Uani 1 1 d U . . O4 O 1.2349(10) 0.6164(8) 0.5348(8) 0.066(3) Uani 1 1 d U . . O5 O 1.0352(9) 0.7670(9) 0.2634(11) 0.070(3) Uani 0.50 1 d PDU A -1 C5' C 1.0352(9) 0.7670(9) 0.2634(11) 0.070(3) Uani 0.50 1 d PU A -1 H5'A H 1.0644 0.7203 0.2400 0.084 Uiso 0.50 1 d PR A -1 H5'B H 1.0644 0.8136 0.2401 0.084 Uiso 0.50 1 d PR A -1 O6 O 0.8687(6) 1.0337(5) 0.6353(5) 0.0281(18) Uani 1 1 d U . . O7 O 0.8978(9) 0.9340(7) 0.7228(6) 0.053(3) Uani 1 1 d U . . O8 O 0.6431(7) 1.2524(7) 0.7242(6) 0.050(3) Uani 1 1 d U . . O9 O 0.5678(10) 1.2226(8) 0.8329(7) 0.066(4) Uani 1 1 d U . . O10 O 0.7605(10) 1.0297(9) 0.9858(10) 0.071(3) Uani 0.50 1 d PDU B -1 C10' C 0.7605(10) 1.0297(9) 0.9858(10) 0.071(3) Uani 0.50 1 d PU B -1 H10A H 0.7025 1.0516 1.0016 0.085 Uiso 0.50 1 d PR B -1 H10B H 0.8047 1.0588 1.0174 0.085 Uiso 0.50 1 d PR B -1 O1W O 0.0460(17) 0.5662(15) 0.6236(19) 0.170(9) Uani 1 1 d U . . H1WA H 0.0162 0.6056 0.6341 0.254 Uiso 1 1 d R . . H1WB H 0.0951 0.5785 0.5992 0.254 Uiso 1 1 d R . . O2W O -0.044(4) 0.5000 0.5000 0.156 Uani 0.50 2 d SPU . . H2WB H -0.0149 0.5212 0.5387 0.234 Uiso 0.50 1 d PR . . O3W O 0.0000 0.472(4) 0.7500 0.161 Uani 0.50 2 d SPU . . H3WB H 0.0141 0.4964 0.7141 0.241 Uiso 0.50 1 d PR . . N1 N 0.7872(17) 0.2946(15) 0.6401(17) 0.155 Uani 1 1 d DU . . H1A H 0.7992 0.2625 0.6828 0.186 Uiso 1 1 calc R . . H1B H 0.7266 0.2936 0.6313 0.186 Uiso 1 1 calc R . . C1 C 1.0085(12) 0.8591(9) 0.5454(8) 0.045(2) Uani 1 1 d U . . C2 C 1.2011(10) 0.6196(11) 0.4660(10) 0.047(4) Uani 1 1 d U . . C3 C 1.0495(8) 0.8052(7) 0.4836(7) 0.027(2) Uani 1 1 d DU . . C4 C 1.1095(7) 0.7427(7) 0.5052(11) 0.033(3) Uani 1 1 d DU . . H4 H 1.1261 0.7354 0.5588 0.040 Uiso 1 1 calc R . . C5 C 1.1444(10) 0.6912(8) 0.4455(9) 0.042(3) Uani 1 1 d DU . . C6 C 1.1216(12) 0.7054(12) 0.3671(11) 0.065(5) Uani 1 1 d DU A . H6 H 1.1457 0.6722 0.3270 0.078 Uiso 1 1 calc R . . C7 C 1.0627(13) 0.7691(13) 0.3454(11) 0.071(6) Uani 1 1 d DU . . C8 C 1.0240(9) 0.8148(10) 0.4036(9) 0.047(4) Uani 1 1 d DU A . H8 H 0.9798 0.8530 0.3900 0.057 Uiso 1 1 calc R . . C9 C 0.8650(9) 1.0019(10) 0.7039(7) 0.035(3) Uani 1 1 d U . . C10 C 0.6274(10) 1.2070(7) 0.7868(8) 0.029(3) Uani 1 1 d U . . C11 C 0.8115(8) 1.0463(7) 0.7679(7) 0.028(3) Uani 1 1 d DU . . C12 C 0.7540(8) 1.1081(6) 0.7473(10) 0.032(2) Uani 1 1 d DU . . H12 H 0.7503 1.1257 0.6941 0.038 Uiso 1 1 calc R . . C13 C 0.7010(10) 1.1445(7) 0.8069(8) 0.037(3) Uani 1 1 d DU . . C14 C 0.7097(13) 1.1195(11) 0.8872(10) 0.064(6) Uani 1 1 d DU B . H14 H 0.6770 1.1399 0.9218 0.077 Uiso 1 1 d R . . C15 C 0.7728(12) 1.0610(11) 0.9089(11) 0.053(3) Uani 1 1 d DU . . C16 C 0.8195(13) 1.0175(12) 0.8464(9) 0.068(6) Uani 1 1 d U B . H16 H 0.8541 0.9715 0.8579 0.081 Uiso 1 1 calc R . . C18 C 0.836(3) 0.2626(17) 0.5678(19) 0.158(3) Uani 1 1 d DU . . H18A H 0.8440 0.3010 0.5343 0.237 Uiso 1 1 d R . . H18B H 0.7996 0.2207 0.5434 0.237 Uiso 1 1 d R . . H18C H 0.8872 0.2431 0.5818 0.237 Uiso 1 1 d R . . C17 C 0.817(2) 0.3794(16) 0.6580(19) 0.159(3) Uani 1 1 d DU . . H17A H 0.8666 0.3936 0.6233 0.238 Uiso 1 1 d R . . H17B H 0.8353 0.3813 0.7097 0.238 Uiso 1 1 d R . . H17C H 0.7732 0.4130 0.6512 0.238 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Gd1 0.0275(4) 0.0228(4) 0.0161(4) -0.0012(3) 0.000 0.000 Gd2 0.0291(4) 0.0225(4) 0.0151(4) 0.000 0.0001(4) 0.000 O1 0.058(5) 0.053(5) 0.028(4) -0.005(3) -0.011(4) 0.035(4) O2 0.040(5) 0.042(5) 0.011(3) -0.002(3) 0.000(3) 0.010(4) O3 0.091(10) 0.077(9) 0.072(8) -0.029(7) -0.028(8) 0.052(8) O4 0.068(4) 0.066(4) 0.063(4) -0.001(2) -0.002(2) 0.006(2) O5 0.070(4) 0.074(4) 0.066(4) -0.001(2) -0.003(2) 0.005(2) C5' 0.070(4) 0.074(4) 0.066(4) -0.001(2) -0.003(2) 0.005(2) O6 0.042(5) 0.026(4) 0.016(4) 0.000(3) 0.004(4) 0.006(4) O7 0.083(8) 0.051(6) 0.025(5) 0.008(4) 0.013(5) 0.043(6) O8 0.058(7) 0.065(7) 0.027(5) 0.026(4) 0.008(4) 0.030(6) O9 0.085(8) 0.078(8) 0.037(6) 0.025(6) 0.022(6) 0.054(7) O10 0.076(4) 0.070(4) 0.067(4) 0.003(2) 0.002(2) 0.006(2) C10' 0.076(4) 0.070(4) 0.067(4) 0.003(2) 0.002(2) 0.006(2) O1W 0.169(9) 0.170(9) 0.170(9) -0.001(2) 0.001(2) 0.000(2) O2W 0.156 0.156 0.156 0.000 0.000 0.000 O3W 0.151 0.161 0.171 0.000 0.000 0.000 N1 0.154 0.155 0.155 0.001 0.000 0.000 C1 0.057(5) 0.051(5) 0.028(4) -0.003(3) -0.011(4) 0.034(4) C2 0.032(7) 0.066(10) 0.043(7) -0.014(6) -0.003(6) 0.014(7) C3 0.029(5) 0.031(6) 0.022(5) 0.007(4) 0.001(5) 0.002(4) C4 0.044(7) 0.037(6) 0.018(5) 0.001(5) -0.001(7) 0.012(5) C5 0.049(8) 0.046(7) 0.031(6) -0.006(5) 0.008(6) 0.008(6) C6 0.072(11) 0.088(12) 0.036(6) -0.026(8) -0.005(8) 0.047(9) C7 0.066(11) 0.106(15) 0.040(6) -0.013(8) 0.001(8) 0.055(11) C8 0.028(7) 0.076(11) 0.037(5) 0.009(6) 0.002(6) 0.034(7) C9 0.048(7) 0.040(6) 0.016(4) -0.006(5) -0.003(5) 0.017(6) C10 0.048(7) 0.018(6) 0.022(6) 0.010(4) 0.014(5) 0.010(5) C11 0.030(6) 0.031(6) 0.024(5) 0.004(4) 0.005(5) 0.001(4) C12 0.042(6) 0.035(6) 0.019(5) 0.003(7) 0.006(6) 0.009(5) C13 0.058(8) 0.024(6) 0.027(6) 0.000(5) 0.007(6) 0.013(5) C14 0.084(13) 0.088(12) 0.020(6) -0.010(6) 0.007(7) 0.054(10) C15 0.054(4) 0.053(4) 0.051(3) 0.000(2) 0.001(2) 0.004(2) C16 0.078(11) 0.096(15) 0.029(5) -0.002(7) -0.017(7) 0.065(12) C18 0.158(4) 0.159(4) 0.158(3) -0.001(2) 0.001(2) 0.000(2) C17 0.159(4) 0.157(2) 0.159(4) -0.001(2) 0.000(2) -0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Gd1 O1 2.264(10) 3_576 ? Gd1 O1 2.264(10) . ? Gd1 O6 2.357(9) . ? Gd1 O6 2.357(9) 3_576 ? Gd1 O3 2.466(13) 5_455 ? Gd1 O3 2.466(13) 7_466 ? Gd1 O4 2.505(13) 5_455 ? Gd1 O4 2.505(14) 7_466 ? Gd1 C2 2.864(16) 5_455 ? Gd1 C2 2.864(16) 7_466 ? Gd2 O7 2.291(10) 4_756 ? Gd2 O7 2.291(10) . ? Gd2 O2 2.354(9) 4_756 ? Gd2 O2 2.354(9) . ? Gd2 O9 2.473(10) 8_646 ? Gd2 O9 2.473(10) 5_545 ? Gd2 O8 2.509(10) 8_646 ? Gd2 O8 2.509(10) 5_545 ? Gd2 C10 2.844(13) 8_646 ? Gd2 C10 2.844(13) 5_545 ? O1 C1 1.235(17) . ? O2 C1 1.273(16) . ? O3 C2 1.193(19) . ? O3 Gd1 2.466(13) 5_545 ? O4 C2 1.246(19) . ? O4 Gd1 2.505(13) 5_545 ? O5 C7 1.42(2) . ? O5 H5'A 0.9599 . ? O5 H5'B 0.9600 . ? O6 C9 1.253(16) . ? O7 C9 1.254(17) . ? O8 C10 1.299(14) . ? O8 Gd2 2.509(10) 5_455 ? O9 C10 1.188(17) . ? O9 Gd2 2.473(10) 5_455 ? O10 C15 1.39(2) . ? O10 H10A 0.9598 . ? O10 H10B 0.9600 . ? O1W H1WA 0.8000 . ? O1W H1WB 0.8495 . ? O2W H2WB 0.8500 . ? O3W H3WB 0.7499 . ? N1 C18 1.489(2) . ? N1 C17 1.490(2) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? C1 C3 1.482(18) . ? C2 C5 1.48(2) . ? C2 Gd1 2.864(16) 5_545 ? C3 C8 1.389(18) . ? C3 C4 1.399(17) . ? C4 C5 1.40(2) . ? C4 H4 0.9300 . ? C5 C6 1.36(2) . ? C6 C7 1.40(3) . ? C6 H6 0.9300 . ? C7 C8 1.35(2) . ? C8 H8 0.9300 . ? C9 C11 1.508(17) . ? C10 C13 1.526(18) . ? C10 Gd2 2.844(13) 5_455 ? C11 C12 1.362(17) . ? C11 C16 1.391(19) . ? C12 C13 1.39(2) . ? C12 H12 0.9300 . ? C13 C14 1.40(2) . ? C14 C15 1.38(2) . ? C14 H14 0.8201 . ? C15 C16 1.43(2) . ? C16 H16 0.9300 . ? C18 H18A 0.8500 . ? C18 H18B 0.9599 . ? C18 H18C 0.8501 . ? C17 H17A 0.9600 . ? C17 H17B 0.9000 . ? C17 H17C 0.8499 . ? 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 Gd1 O1 92.7(6) 3_576 . ? O1 Gd1 O6 82.8(3) 3_576 . ? O1 Gd1 O6 82.1(3) . . ? O1 Gd1 O6 82.1(3) 3_576 3_576 ? O1 Gd1 O6 82.8(3) . 3_576 ? O6 Gd1 O6 158.0(4) . 3_576 ? O1 Gd1 O3 92.0(5) 3_576 5_455 ? O1 Gd1 O3 154.3(4) . 5_455 ? O6 Gd1 O3 123.6(4) . 5_455 ? O6 Gd1 O3 72.8(4) 3_576 5_455 ? O1 Gd1 O3 154.3(4) 3_576 7_466 ? O1 Gd1 O3 92.0(5) . 7_466 ? O6 Gd1 O3 72.9(4) . 7_466 ? O6 Gd1 O3 123.6(4) 3_576 7_466 ? O3 Gd1 O3 94.7(9) 5_455 7_466 ? O1 Gd1 O4 85.5(5) 3_576 5_455 ? O1 Gd1 O4 155.5(4) . 5_455 ? O6 Gd1 O4 73.5(4) . 5_455 ? O6 Gd1 O4 121.0(4) 3_576 5_455 ? O3 Gd1 O4 50.2(4) 5_455 5_455 ? O3 Gd1 O4 79.8(5) 7_466 5_455 ? O1 Gd1 O4 155.5(4) 3_576 7_466 ? O1 Gd1 O4 85.5(5) . 7_466 ? O6 Gd1 O4 121.0(4) . 7_466 ? O6 Gd1 O4 73.5(4) 3_576 7_466 ? O3 Gd1 O4 79.8(5) 5_455 7_466 ? O3 Gd1 O4 50.2(4) 7_466 7_466 ? O4 Gd1 O4 105.9(7) 5_455 7_466 ? O1 Gd1 C2 88.1(4) 3_576 5_455 ? O1 Gd1 C2 178.6(4) . 5_455 ? O6 Gd1 C2 99.2(4) . 5_455 ? O6 Gd1 C2 96.2(4) 3_576 5_455 ? O3 Gd1 C2 24.4(4) 5_455 5_455 ? O3 Gd1 C2 87.8(5) 7_466 5_455 ? O4 Gd1 C2 25.7(4) 5_455 5_455 ? O4 Gd1 C2 93.3(5) 7_466 5_455 ? O1 Gd1 C2 178.6(4) 3_576 7_466 ? O1 Gd1 C2 88.1(4) . 7_466 ? O6 Gd1 C2 96.2(4) . 7_466 ? O6 Gd1 C2 99.2(4) 3_576 7_466 ? O3 Gd1 C2 87.8(5) 5_455 7_466 ? O3 Gd1 C2 24.4(4) 7_466 7_466 ? O4 Gd1 C2 93.3(5) 5_455 7_466 ? O4 Gd1 C2 25.7(4) 7_466 7_466 ? C2 Gd1 C2 91.2(7) 5_455 7_466 ? O7 Gd2 O7 86.0(7) 4_756 . ? O7 Gd2 O2 82.4(3) 4_756 4_756 ? O7 Gd2 O2 83.5(3) . 4_756 ? O7 Gd2 O2 83.5(3) 4_756 . ? O7 Gd2 O2 82.4(3) . . ? O2 Gd2 O2 160.6(4) 4_756 . ? O7 Gd2 O9 154.7(4) 4_756 8_646 ? O7 Gd2 O9 99.2(5) . 8_646 ? O2 Gd2 O9 122.8(3) 4_756 8_646 ? O2 Gd2 O9 72.8(3) . 8_646 ? O7 Gd2 O9 99.2(5) 4_756 5_545 ? O7 Gd2 O9 154.7(4) . 5_545 ? O2 Gd2 O9 72.8(3) 4_756 5_545 ? O2 Gd2 O9 122.8(3) . 5_545 ? O9 Gd2 O9 86.6(7) 8_646 5_545 ? O7 Gd2 O8 153.4(3) 4_756 8_646 ? O7 Gd2 O8 82.5(4) . 8_646 ? O2 Gd2 O8 72.6(3) 4_756 8_646 ? O2 Gd2 O8 118.4(3) . 8_646 ? O9 Gd2 O8 51.6(3) 8_646 8_646 ? O9 Gd2 O8 82.0(5) 5_545 8_646 ? O7 Gd2 O8 82.5(4) 4_756 5_545 ? O7 Gd2 O8 153.4(3) . 5_545 ? O2 Gd2 O8 118.4(3) 4_756 5_545 ? O2 Gd2 O8 72.6(3) . 5_545 ? O9 Gd2 O8 82.0(5) 8_646 5_545 ? O9 Gd2 O8 51.6(3) 5_545 5_545 ? O8 Gd2 O8 117.0(5) 8_646 5_545 ? O7 Gd2 C10 178.8(4) 4_756 8_646 ? O7 Gd2 C10 93.3(4) . 8_646 ? O2 Gd2 C10 98.5(3) 4_756 8_646 ? O2 Gd2 C10 95.5(3) . 8_646 ? O9 Gd2 C10 24.6(4) 8_646 8_646 ? O9 Gd2 C10 81.8(5) 5_545 8_646 ? O8 Gd2 C10 27.2(3) 8_646 8_646 ? O8 Gd2 C10 97.7(4) 5_545 8_646 ? O7 Gd2 C10 93.3(4) 4_756 5_545 ? O7 Gd2 C10 178.8(4) . 5_545 ? O2 Gd2 C10 95.5(3) 4_756 5_545 ? O2 Gd2 C10 98.5(3) . 5_545 ? O9 Gd2 C10 81.8(5) 8_646 5_545 ? O9 Gd2 C10 24.6(4) 5_545 5_545 ? O8 Gd2 C10 97.7(4) 8_646 5_545 ? O8 Gd2 C10 27.2(3) 5_545 5_545 ? C10 Gd2 C10 87.4(6) 8_646 5_545 ? C1 O1 Gd1 170.5(11) . . ? C1 O2 Gd2 139.8(10) . . ? C2 O3 Gd1 96.8(11) . 5_545 ? C2 O4 Gd1 93.4(10) . 5_545 ? C7 O5 H5'A 106.4 . . ? C7 O5 H5'B 103.9 . . ? H5'A O5 H5'B 106.0 . . ? C9 O6 Gd1 139.3(9) . . ? C9 O7 Gd2 161.8(11) . . ? C10 O8 Gd2 90.9(8) . 5_455 ? C10 O9 Gd2 95.4(8) . 5_455 ? C15 O10 H10A 103.1 . . ? C15 O10 H10B 103.3 . . ? H10A O10 H10B 105.2 . . ? H1WA O1W H1WB 111.8 . . ? C18 N1 C17 110.6(2) . . ? C18 N1 H1A 109.5 . . ? C17 N1 H1A 109.5 . . ? C18 N1 H1B 109.5 . . ? C17 N1 H1B 109.5 . . ? H1A N1 H1B 108.1 . . ? O1 C1 O2 125.6(13) . . ? O1 C1 C3 117.8(12) . . ? O2 C1 C3 116.6(12) . . ? O3 C2 O4 119.5(16) . . ? O3 C2 C5 122.1(15) . . ? O4 C2 C5 117.8(15) . . ? O3 C2 Gd1 58.7(9) . 5_545 ? O4 C2 Gd1 60.8(9) . 5_545 ? C5 C2 Gd1 169.7(11) . 5_545 ? C8 C3 C4 119.8(13) . . ? C8 C3 C1 119.0(11) . . ? C4 C3 C1 121.2(12) . . ? C3 C4 C5 119.6(15) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C6 C5 C4 118.8(14) . . ? C6 C5 C2 119.6(13) . . ? C4 C5 C2 121.6(14) . . ? C5 C6 C7 121.6(14) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C8 C7 C6 119.3(16) . . ? C8 C7 O5 125.5(15) . . ? C6 C7 O5 113.7(15) . . ? C7 C8 C3 120.6(13) . . ? C7 C8 H8 119.7 . . ? C3 C8 H8 119.7 . . ? O6 C9 O7 125.6(12) . . ? O6 C9 C11 117.3(12) . . ? O7 C9 C11 117.0(11) . . ? O9 C10 O8 121.3(12) . . ? O9 C10 C13 121.7(12) . . ? O8 C10 C13 115.8(12) . . ? O9 C10 Gd2 60.0(7) . 5_455 ? O8 C10 Gd2 61.9(7) . 5_455 ? C13 C10 Gd2 175.9(10) . 5_455 ? C12 C11 C16 122.7(13) . . ? C12 C11 C9 120.4(12) . . ? C16 C11 C9 116.8(12) . . ? C11 C12 C13 119.1(14) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C12 C13 C14 119.9(13) . . ? C12 C13 C10 121.9(12) . . ? C14 C13 C10 118.0(12) . . ? C15 C14 C13 120.9(14) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.6 . . ? C14 C15 O10 114.3(16) . . ? C14 C15 C16 118.4(15) . . ? O10 C15 C16 122.9(16) . . ? C11 C16 C15 117.9(14) . . ? C11 C16 H16 121.0 . . ? C15 C16 H16 121.0 . . ? N1 C18 H18A 109.5 . . ? N1 C18 H18B 109.3 . . ? H18A C18 H18B 109.5 . . ? N1 C18 H18C 109.7 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N1 C17 H17A 109.1 . . ? N1 C17 H17B 108.0 . . ? H17A C17 H17B 109.5 . . ? N1 C17 H17C 111.3 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.872 _refine_diff_density_min -1.416 _refine_diff_density_rms 0.196 _database_code_depnum_ccdc_archive 'CCDC 922046' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment 'Pr.cif' data_a3 #TrackingRef 'Pr.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C17 H8 O9 Pr), 2(C2 H8 N), 4(H O0.50), H2 O' _chemical_formula_sum 'C38 H38 N2 O21 Pr2' _chemical_formula_weight 1140.52 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_space_group_name_H-M C222(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' _cell_length_a 14.6650(12) _cell_length_b 16.7949(10) _cell_length_c 16.7292(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4120.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2355 _cell_measurement_theta_min 3.0271 _cell_measurement_theta_max 29.2118 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.839 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2264 _exptl_absorpt_coefficient_mu 2.425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6299 _exptl_absorpt_correction_T_max 0.6558 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _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 5202 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_unetI/netI 0.0829 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3464 _reflns_number_gt 3073 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 'The commands SIMU and DELU were used in the main structure to restrain the similar ADP and rigid-bond respectively. The command ISOR was applied to the water molecules and dimethylamine cation for isotropically refinement.' 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^)+(0.0787P)^2^+39.9970P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(5) _refine_ls_number_reflns 3464 _refine_ls_number_parameters 278 _refine_ls_number_restraints 384 _refine_ls_R_factor_all 0.0747 _refine_ls_R_factor_gt 0.0659 _refine_ls_wR_factor_ref 0.1613 _refine_ls_wR_factor_gt 0.1546 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 1.0000 0.33163(5) 0.2500 0.0217(3) Uani 1 2 d SU . . Pr2 Pr 0.83765(6) 0.5000 0.0000 0.0219(3) Uani 1 2 d SU . . O1 O 0.9486(9) 0.4016(8) 0.0226(5) 0.061(4) Uani 1 1 d U . . O2 O 1.0460(6) 0.3545(5) 0.1129(5) 0.028(2) Uani 1 1 d U . . O3 O 1.2292(10) 0.1147(9) 0.0332(8) 0.066(3) Uani 1 1 d U . . O4 O 1.2232(11) 0.0745(9) -0.0857(8) 0.079(5) Uani 1 1 d U . . O5 O 1.0392(10) 0.2712(9) -0.2390(11) 0.070(3) Uani 0.50 1 d PU A -1 C5' C 1.0392(10) 0.2712(9) -0.2390(11) 0.070(3) Uani 0.50 1 d PU A -1 H5'A H 1.0612 0.2356 -0.2580 0.084 Uiso 0.50 1 d PR A -1 H5'B H 1.0671 0.3174 -0.2624 0.084 Uiso 0.50 1 d PR A -1 O6 O 0.8685(6) 0.5351(5) 0.1379(5) 0.029(2) Uani 1 1 d U . . O7 O 0.8950(8) 0.4356(7) 0.2219(6) 0.046(3) Uani 1 1 d U . . O8 O 0.5701(10) 0.7210(9) 0.3347(8) 0.077(5) Uani 1 1 d U . . O9 O 0.6451(8) 0.7506(6) 0.2259(6) 0.044(3) Uani 1 1 d U . . O10 O 0.7771(10) 0.5355(9) 0.4880(11) 0.068(3) Uani 0.50 1 d PU B -1 C10' C 0.7771(10) 0.5355(9) 0.4880(11) 0.068(3) Uani 0.50 1 d PU B -1 H10A H 0.7350 0.5562 0.5102 0.082 Uiso 0.50 1 d PR B -1 H10B H 0.8313 0.5589 0.5100 0.082 Uiso 0.50 1 d PR B -1 O1W O 0.0458(18) 0.0724(16) 0.1240(18) 0.190(11) Uani 1 1 d U . . H1WA H 0.0149 0.1145 0.1345 0.284 Uiso 1 1 d R . . H1WB H 0.0893 0.0871 0.1061 0.284 Uiso 1 1 d R . . O2W O 0.979(4) 0.0000 0.0000 0.160 Uani 0.50 2 d SPU . . H2WB H 0.9938 0.0228 0.0363 0.239 Uiso 0.50 1 d PR . . O3W O 1.0000 0.971(4) 0.2500 0.160 Uani 0.50 2 d SPU . . H3WB H 0.9860 1.0024 0.2880 0.240 Uiso 0.50 1 d PR . . N1 N 0.204(2) 0.2135(15) 0.6423(15) 0.163 Uani 1 1 d DU . . H1A H 0.1811 0.2333 0.6731 0.196 Uiso 1 1 d R . . H1B H 0.2629 0.2291 0.6442 0.196 Uiso 1 1 d R . . C1 C 1.0107(13) 0.3569(8) 0.0434(8) 0.041(4) Uani 1 1 d U . . C2 C 1.2004(14) 0.1233(12) -0.0366(11) 0.054(4) Uani 1 1 d U . . C3 C 1.0501(9) 0.3064(8) -0.0192(7) 0.028(3) Uani 1 1 d U . . C4 C 1.1085(8) 0.2428(7) 0.0028(11) 0.025(2) Uani 1 1 d U . . H4 H 1.1238 0.2351 0.0562 0.030 Uiso 1 1 calc R . . C5 C 1.1427(10) 0.1922(10) -0.0555(8) 0.037(3) Uani 1 1 d U . . C6 C 1.1182(13) 0.2071(11) -0.1356(9) 0.052(4) Uani 1 1 d U A . H6 H 1.1371 0.1716 -0.1748 0.063 Uiso 1 1 calc R . . C7 C 1.0664(13) 0.2733(11) -0.1582(11) 0.052(3) Uani 1 1 d U . . C8 C 1.0255(10) 0.3155(11) -0.0968(9) 0.047(4) Uani 1 1 d U A . H8 H 0.9794 0.3515 -0.1093 0.057 Uiso 1 1 calc R . . C9 C 0.8625(9) 0.5033(10) 0.2057(7) 0.033(3) Uani 1 1 d U . . C10 C 0.6334(11) 0.7065(9) 0.2878(8) 0.033(3) Uani 1 1 d U . . C11 C 0.8129(10) 0.5459(7) 0.2686(7) 0.027(3) Uani 1 1 d U . . C12 C 0.7542(9) 0.6067(7) 0.2490(11) 0.032(3) Uani 1 1 d U . . H12 H 0.7500 0.6238 0.1963 0.039 Uiso 1 1 calc R . . C13 C 0.7010(11) 0.6430(9) 0.3078(8) 0.038(3) Uani 1 1 d U . . C14 C 0.7138(14) 0.6190(11) 0.3888(9) 0.055(5) Uani 1 1 d U B . H14 H 0.6819 0.6406 0.4253 0.066 Uiso 1 1 d R . . C15 C 0.7763(13) 0.5622(11) 0.4090(10) 0.050(3) Uani 1 1 d U . . C16 C 0.8229(13) 0.5197(10) 0.3482(9) 0.056(5) Uani 1 1 d U B . H16 H 0.8590 0.4758 0.3604 0.067 Uiso 1 1 calc R . . C17 C 0.166(3) 0.2385(18) 0.5664(18) 0.160(3) Uani 1 1 d DU . . H17A H 0.1892 0.2109 0.5288 0.240 Uiso 1 1 d R . . H17B H 0.1799 0.2937 0.5576 0.240 Uiso 1 1 d R . . H17C H 0.1014 0.2311 0.5673 0.240 Uiso 1 1 d R . . C18 C 0.201(3) 0.1286(17) 0.6579(19) 0.183(3) Uani 1 1 d DU . . H18A H 0.2267 0.1177 0.7094 0.275 Uiso 1 1 d R . . H18B H 0.2281 0.1059 0.6251 0.275 Uiso 1 1 d R . . H18C H 0.1383 0.1113 0.6571 0.275 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pr1 0.0316(5) 0.0215(5) 0.0120(4) 0.000 0.0002(4) 0.000 Pr2 0.0287(5) 0.0237(5) 0.0133(4) -0.0012(4) 0.000 0.000 O1 0.091(9) 0.076(8) 0.017(5) -0.010(5) -0.012(5) 0.055(7) O2 0.030(3) 0.029(3) 0.024(2) 0.0005(18) -0.0004(18) 0.0008(19) O3 0.069(4) 0.067(4) 0.063(4) -0.001(2) -0.002(2) 0.006(2) O4 0.107(11) 0.079(10) 0.052(7) -0.021(6) -0.027(7) 0.059(8) O5 0.070(4) 0.072(4) 0.068(4) -0.0008(14) -0.0008(14) 0.0022(14) C5' 0.070(4) 0.072(4) 0.068(4) -0.0008(14) -0.0008(14) 0.0022(14) O6 0.031(3) 0.029(3) 0.025(2) -0.0009(18) 0.0000(18) -0.0007(19) O7 0.048(3) 0.046(3) 0.044(3) 0.0016(19) 0.0019(19) 0.0064(19) O8 0.087(10) 0.089(10) 0.056(7) 0.041(7) 0.041(7) 0.069(8) O9 0.045(3) 0.045(3) 0.043(3) 0.0057(19) 0.0026(19) 0.0034(19) O10 0.071(4) 0.068(4) 0.066(4) 0.0014(14) 0.0004(14) 0.0036(14) C10' 0.071(4) 0.068(4) 0.066(4) 0.0014(14) 0.0004(14) 0.0036(14) O1W 0.189(11) 0.190(11) 0.190(11) -0.001(2) 0.001(2) 0.000(2) O2W 0.156 0.166 0.156 0.000 0.000 0.000 O3W 0.157 0.167 0.157 0.000 0.000 0.000 N1 0.153 0.183 0.153 -0.001 0.000 0.000 C1 0.065(10) 0.031(7) 0.027(5) 0.008(5) -0.004(6) 0.026(7) C2 0.065(12) 0.056(10) 0.040(7) -0.016(6) -0.002(7) 0.019(8) C3 0.028(3) 0.028(3) 0.027(3) 0.0008(19) 0.0005(19) 0.0007(19) C4 0.031(6) 0.033(6) 0.012(5) 0.004(5) 0.002(6) 0.007(5) C5 0.030(8) 0.054(8) 0.025(6) -0.020(5) -0.003(5) 0.005(6) C6 0.065(11) 0.064(10) 0.027(6) -0.025(6) 0.000(7) 0.016(8) C7 0.052(4) 0.053(4) 0.050(4) -0.002(2) 0.000(2) 0.002(2) C8 0.032(9) 0.073(11) 0.037(5) 0.008(6) -0.001(6) 0.028(8) C9 0.047(8) 0.036(6) 0.016(4) -0.003(5) -0.010(5) 0.010(6) C10 0.050(8) 0.026(7) 0.023(6) 0.001(5) 0.015(5) 0.007(6) C11 0.034(7) 0.025(6) 0.022(5) 0.009(5) 0.001(5) 0.001(5) C12 0.046(8) 0.030(6) 0.021(5) 0.001(7) 0.004(6) 0.006(5) C13 0.050(9) 0.040(8) 0.025(6) -0.002(5) 0.010(6) 0.016(6) C14 0.089(13) 0.057(10) 0.018(5) -0.011(6) 0.008(7) 0.027(8) C15 0.051(4) 0.051(4) 0.048(3) -0.001(2) 0.001(2) 0.003(2) C16 0.078(11) 0.058(11) 0.033(5) -0.001(6) -0.016(7) 0.038(9) C17 0.160(4) 0.161(4) 0.159(3) 0.000(2) -0.001(2) 0.000(2) C18 0.183(4) 0.183(2) 0.183(4) 0.001(2) 0.000(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O7 2.375(12) 4_755 ? Pr1 O7 2.375(12) . ? Pr1 O2 2.422(9) . ? Pr1 O2 2.422(9) 4_755 ? Pr1 O8 2.552(11) 8_645 ? Pr1 O8 2.552(11) 5_545 ? Pr1 O9 2.557(11) 8_645 ? Pr1 O9 2.557(11) 5_545 ? Pr1 C10 2.940(15) 8_645 ? Pr1 C10 2.940(15) 5_545 ? Pr2 O1 2.349(11) 3_565 ? Pr2 O1 2.349(11) . ? Pr2 O6 2.423(9) 3_565 ? Pr2 O6 2.423(9) . ? Pr2 O4 2.537(12) 5_455 ? Pr2 O4 2.537(12) 7_455 ? Pr2 O3 2.559(14) 7_455 ? Pr2 O3 2.559(14) 5_455 ? Pr2 C2 2.953(19) 7_455 ? Pr2 C2 2.953(19) 5_455 ? O1 C1 1.230(19) . ? O2 C1 1.273(17) . ? O3 C2 1.25(2) . ? O3 Pr2 2.559(14) 5_545 ? O4 C2 1.21(2) . ? O4 Pr2 2.537(12) 5_545 ? O5 C7 1.41(2) . ? O5 H5'A 0.7499 . ? O5 H5'B 0.9605 . ? O6 C9 1.258(16) . ? O7 C9 1.262(19) . ? O8 C10 1.240(18) . ? O8 Pr1 2.552(11) 5_455 ? O9 C10 1.285(16) . ? O9 Pr1 2.557(11) 5_455 ? O10 C15 1.40(2) . ? O10 H10A 0.8000 . ? O10 H10B 0.9600 . ? O1W H1WA 0.8576 . ? O1W H1WB 0.7468 . ? O2W H2WB 0.7501 . ? O3W H3WB 0.8496 . ? N1 C17 1.449(2) . ? N1 C18 1.450(2) . ? N1 H1A 0.7000 . ? N1 H1B 0.8999 . ? C1 C3 1.467(19) . ? C2 C5 1.47(2) . ? C2 Pr2 2.953(19) 5_545 ? C3 C8 1.357(19) . ? C3 C4 1.417(18) . ? C4 C5 1.39(2) . ? C4 H4 0.9300 . ? C5 C6 1.41(2) . ? C6 C7 1.40(3) . ? C6 H6 0.9300 . ? C7 C8 1.38(2) . ? C8 H8 0.9300 . ? C9 C11 1.466(18) . ? C10 C13 1.49(2) . ? C10 Pr1 2.940(15) 5_455 ? C11 C12 1.375(19) . ? C11 C16 1.410(18) . ? C12 C13 1.40(2) . ? C12 H12 0.9300 . ? C13 C14 1.43(2) . ? C14 C15 1.37(3) . ? C14 H14 0.8500 . ? C15 C16 1.42(2) . ? C16 H16 0.9300 . ? C17 H17A 0.8501 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9599 . ? C18 H18B 0.7800 . ? C18 H18C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O7 Pr1 O7 85.4(6) 4_755 . ? O7 Pr1 O2 83.7(3) 4_755 . ? O7 Pr1 O2 82.9(3) . . ? O7 Pr1 O2 82.9(3) 4_755 4_755 ? O7 Pr1 O2 83.7(3) . 4_755 ? O2 Pr1 O2 161.8(4) . 4_755 ? O7 Pr1 O8 155.0(3) 4_755 8_645 ? O7 Pr1 O8 99.4(5) . 8_645 ? O2 Pr1 O8 72.6(3) . 8_645 ? O2 Pr1 O8 121.9(3) 4_755 8_645 ? O7 Pr1 O8 99.4(5) 4_755 5_545 ? O7 Pr1 O8 155.0(3) . 5_545 ? O2 Pr1 O8 121.9(3) . 5_545 ? O2 Pr1 O8 72.6(3) 4_755 5_545 ? O8 Pr1 O8 86.6(8) 8_645 5_545 ? O7 Pr1 O9 154.1(3) 4_755 8_645 ? O7 Pr1 O9 83.3(4) . 8_645 ? O2 Pr1 O9 117.7(3) . 8_645 ? O2 Pr1 O9 72.7(3) 4_755 8_645 ? O8 Pr1 O9 50.6(3) 8_645 8_645 ? O8 Pr1 O9 82.0(5) 5_545 8_645 ? O7 Pr1 O9 83.3(4) 4_755 5_545 ? O7 Pr1 O9 154.1(3) . 5_545 ? O2 Pr1 O9 72.7(3) . 5_545 ? O2 Pr1 O9 117.7(3) 4_755 5_545 ? O8 Pr1 O9 82.0(5) 8_645 5_545 ? O8 Pr1 O9 50.6(3) 5_545 5_545 ? O9 Pr1 O9 115.7(5) 8_645 5_545 ? O7 Pr1 C10 178.2(4) 4_755 8_645 ? O7 Pr1 C10 93.0(4) . 8_645 ? O2 Pr1 C10 95.4(3) . 8_645 ? O2 Pr1 C10 97.6(3) 4_755 8_645 ? O8 Pr1 C10 24.8(4) 8_645 8_645 ? O8 Pr1 C10 82.4(5) 5_545 8_645 ? O9 Pr1 C10 25.8(3) 8_645 8_645 ? O9 Pr1 C10 98.0(4) 5_545 8_645 ? O7 Pr1 C10 93.0(4) 4_755 5_545 ? O7 Pr1 C10 178.2(4) . 5_545 ? O2 Pr1 C10 97.6(3) . 5_545 ? O2 Pr1 C10 95.4(3) 4_755 5_545 ? O8 Pr1 C10 82.4(5) 8_645 5_545 ? O8 Pr1 C10 24.8(4) 5_545 5_545 ? O9 Pr1 C10 98.0(4) 8_645 5_545 ? O9 Pr1 C10 25.8(3) 5_545 5_545 ? C10 Pr1 C10 88.7(6) 8_645 5_545 ? O1 Pr2 O1 92.4(7) 3_565 . ? O1 Pr2 O6 83.6(3) 3_565 3_565 ? O1 Pr2 O6 81.5(3) . 3_565 ? O1 Pr2 O6 81.5(3) 3_565 . ? O1 Pr2 O6 83.6(3) . . ? O6 Pr2 O6 158.5(5) 3_565 . ? O1 Pr2 O4 91.2(5) 3_565 5_455 ? O1 Pr2 O4 153.6(4) . 5_455 ? O6 Pr2 O4 72.9(4) 3_565 5_455 ? O6 Pr2 O4 122.8(4) . 5_455 ? O1 Pr2 O4 153.6(4) 3_565 7_455 ? O1 Pr2 O4 91.2(5) . 7_455 ? O6 Pr2 O4 122.8(4) 3_565 7_455 ? O6 Pr2 O4 72.9(4) . 7_455 ? O4 Pr2 O4 97.2(8) 5_455 7_455 ? O1 Pr2 O3 157.7(4) 3_565 7_455 ? O1 Pr2 O3 86.3(5) . 7_455 ? O6 Pr2 O3 74.1(4) 3_565 7_455 ? O6 Pr2 O3 120.4(4) . 7_455 ? O4 Pr2 O3 80.6(5) 5_455 7_455 ? O4 Pr2 O3 48.7(4) 7_455 7_455 ? O1 Pr2 O3 86.3(5) 3_565 5_455 ? O1 Pr2 O3 157.7(4) . 5_455 ? O6 Pr2 O3 120.4(4) 3_565 5_455 ? O6 Pr2 O3 74.1(4) . 5_455 ? O4 Pr2 O3 48.7(4) 5_455 5_455 ? O4 Pr2 O3 80.6(5) 7_455 5_455 ? O3 Pr2 O3 103.1(7) 7_455 5_455 ? O1 Pr2 C2 177.2(4) 3_565 7_455 ? O1 Pr2 C2 86.9(5) . 7_455 ? O6 Pr2 C2 98.9(4) 3_565 7_455 ? O6 Pr2 C2 95.8(4) . 7_455 ? O4 Pr2 C2 90.7(6) 5_455 7_455 ? O4 Pr2 C2 23.9(4) 7_455 7_455 ? O3 Pr2 C2 24.9(4) 7_455 7_455 ? O3 Pr2 C2 93.4(5) 5_455 7_455 ? O1 Pr2 C2 86.9(5) 3_565 5_455 ? O1 Pr2 C2 177.2(4) . 5_455 ? O6 Pr2 C2 95.8(4) 3_565 5_455 ? O6 Pr2 C2 98.9(4) . 5_455 ? O4 Pr2 C2 23.9(4) 5_455 5_455 ? O4 Pr2 C2 90.7(6) 7_455 5_455 ? O3 Pr2 C2 93.4(5) 7_455 5_455 ? O3 Pr2 C2 24.9(4) 5_455 5_455 ? C2 Pr2 C2 94.0(8) 7_455 5_455 ? C1 O1 Pr2 170.7(11) . . ? C1 O2 Pr1 139.1(11) . . ? C2 O3 Pr2 95.5(11) . 5_545 ? C2 O4 Pr2 97.7(11) . 5_545 ? C7 O5 H5'A 107.8 . . ? C7 O5 H5'B 104.5 . . ? H5'A O5 H5'B 106.8 . . ? C9 O6 Pr2 138.0(10) . . ? C9 O7 Pr1 161.7(11) . . ? C10 O8 Pr1 95.4(9) . 5_455 ? C10 O9 Pr1 94.0(9) . 5_455 ? C15 O10 H10A 107.1 . . ? C15 O10 H10B 103.8 . . ? H10A O10 H10B 106.6 . . ? H1WA O1W H1WB 105.2 . . ? C17 N1 C18 115.3(2) . . ? C17 N1 H1A 108.8 . . ? C18 N1 H1A 108.4 . . ? C17 N1 H1B 108.2 . . ? C18 N1 H1B 108.2 . . ? H1A N1 H1B 107.5 . . ? O1 C1 O2 125.5(13) . . ? O1 C1 C3 116.2(12) . . ? O2 C1 C3 118.2(13) . . ? O4 C2 O3 117.5(18) . . ? O4 C2 C5 123.3(16) . . ? O3 C2 C5 119.1(16) . . ? O4 C2 Pr2 58.4(10) . 5_545 ? O3 C2 Pr2 59.6(10) . 5_545 ? C5 C2 Pr2 172.1(14) . 5_545 ? C8 C3 C4 119.7(14) . . ? C8 C3 C1 120.9(13) . . ? C4 C3 C1 119.2(12) . . ? C5 C4 C3 119.8(15) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 117.8(15) . . ? C4 C5 C2 122.7(13) . . ? C6 C5 C2 119.4(14) . . ? C7 C6 C5 122.5(14) . . ? C7 C6 H6 118.7 . . ? C5 C6 H6 118.7 . . ? C8 C7 C6 116.2(15) . . ? C8 C7 O5 127.0(17) . . ? C6 C7 O5 113.2(15) . . ? C3 C8 C7 122.5(15) . . ? C3 C8 H8 118.8 . . ? C7 C8 H8 118.8 . . ? O6 C9 O7 123.4(13) . . ? O6 C9 C11 118.3(13) . . ? O7 C9 C11 118.3(11) . . ? O8 C10 O9 119.7(14) . . ? O8 C10 C13 119.7(13) . . ? O9 C10 C13 120.3(13) . . ? O8 C10 Pr1 59.8(8) . 5_455 ? O9 C10 Pr1 60.2(8) . 5_455 ? C13 C10 Pr1 179.4(10) . 5_455 ? C12 C11 C16 121.5(14) . . ? C12 C11 C9 120.2(12) . . ? C16 C11 C9 118.2(12) . . ? C11 C12 C13 120.4(15) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C12 C13 C14 118.2(15) . . ? C12 C13 C10 121.6(13) . . ? C14 C13 C10 120.1(13) . . ? C15 C14 C13 121.3(15) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.3 . . ? C14 C15 O10 117.6(16) . . ? C14 C15 C16 119.9(15) . . ? O10 C15 C16 120.9(16) . . ? C11 C16 C15 118.0(14) . . ? C11 C16 H16 121.0 . . ? C15 C16 H16 121.0 . . ? N1 C17 H17A 109.8 . . ? N1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N1 C17 H17C 109.2 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N1 C18 H18A 109.5 . . ? N1 C18 H18B 109.7 . . ? H18A C18 H18B 109.5 . . ? N1 C18 H18C 109.2 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.036 _refine_diff_density_min -1.288 _refine_diff_density_rms 0.209 _database_code_depnum_ccdc_archive 'CCDC 922047' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment 'Sm.cif' data_a4 #TrackingRef 'Sm.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C17 H8 O9 Sm), 2(C2 H8 N), 4(H O0.50), H2 O' _chemical_formula_sum 'C38 H38 N2 O21 Sm2' _chemical_formula_weight 1159.40 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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_space_group_name_H-M C222(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' _cell_length_a 14.6026(4) _cell_length_b 16.6301(4) _cell_length_c 16.6617(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4046.17(19) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1936 _cell_measurement_theta_min 3.0400 _cell_measurement_theta_max 28.9366 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.903 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2288 _exptl_absorpt_coefficient_mu 2.964 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5749 _exptl_absorpt_correction_T_max 0.6028 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _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 5102 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_unetI/netI 0.0719 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3463 _reflns_number_gt 3145 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 'The commands SIMU and DELU were used in the main structure to restrain the similar ADP and rigid-bond respectively. The command ISOR was applied to the water molecules and dimethylamine cation for isotropically refinement.' 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^)+(0.0535P)^2^+59.2873P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(4) _refine_ls_number_reflns 3463 _refine_ls_number_parameters 278 _refine_ls_number_restraints 330 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1360 _refine_ls_wR_factor_gt 0.1326 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.086 _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 0.5000 0.16801(5) 0.7500 0.0209(2) Uani 1 2 d SU . . Sm2 Sm 0.66213(5) 0.0000 0.5000 0.0210(2) Uani 1 2 d SU . . O1 O 0.6316(6) -0.0343(5) 0.6362(5) 0.0260(18) Uani 1 1 d U . . O2 O 0.6045(8) 0.0657(6) 0.7218(5) 0.050(3) Uani 1 1 d U . . O3 O 0.8554(7) -0.2514(6) 0.7253(6) 0.048(3) Uani 1 1 d U . . O4 O 0.9335(9) -0.2200(7) 0.8335(7) 0.067(4) Uani 1 1 d U . . O5 O 0.7338(10) -0.0298(8) 0.9870(10) 0.069(3) Uani 0.50 1 d PU A -1 C5' C 0.7338(10) -0.0298(8) 0.9870(10) 0.069(3) Uani 0.50 1 d PU A -1 H5'A H 0.7799 -0.0506 1.0074 0.082 Uiso 0.50 1 d PR A -1 H5'B H 0.6823 -0.0547 1.0127 0.082 Uiso 0.50 1 d PR A -1 O6 O 0.5541(8) 0.0960(7) 0.5235(6) 0.057(3) Uani 1 1 d U . . O7 O 0.4553(6) 0.1446(5) 0.6151(5) 0.0289(19) Uani 1 1 d U . . O8 O 0.2742(10) 0.4265(8) 0.4155(8) 0.076(4) Uani 1 1 d U . . O9 O 0.2686(10) 0.3848(8) 0.5358(8) 0.068(3) Uani 1 1 d U . . O10 O 0.4637(9) 0.2316(8) 0.2622(11) 0.071(3) Uani 0.50 1 d PU B -1 C10' C 0.4637(9) 0.2316(8) 0.2622(11) 0.071(3) Uani 0.50 1 d PU B -1 H10A H 0.4360 0.2777 0.2374 0.085 Uiso 0.50 1 d PR B -1 H10B H 0.4362 0.1851 0.2381 0.085 Uiso 0.50 1 d PR B -1 O1W O 0.4557(15) 0.4314(13) 0.6243(16) 0.163(8) Uani 1 1 d U . . H1WB H 0.4876 0.3901 0.6355 0.244 Uiso 1 1 d R . . H1WA H 0.4065 0.4203 0.5994 0.244 Uiso 1 1 d R . . O2W O 0.518(4) 0.5000 0.5000 0.151 Uani 0.50 2 d SPU . . H2WC H 0.4968 0.4995 0.5412 0.226 Uiso 0.50 1 d PR . . O3W O 0.5000 0.531(3) 0.7500 0.141 Uani 0.50 2 d SPU . . H3WA H 0.4845 0.5029 0.7094 0.212 Uiso 0.50 1 d PR . . N1 N 0.7084(16) 0.7096(13) 0.6414(14) 0.144 Uani 1 1 d DU . . H1A H 0.6904 0.7351 0.6789 0.173 Uiso 1 1 d R . . H1B H 0.7695 0.7162 0.6383 0.173 Uiso 1 1 d R . . C1 C 0.6361(8) -0.0025(9) 0.7035(6) 0.028(2) Uani 1 1 d U . . C2 C 0.8695(11) -0.2053(8) 0.7871(8) 0.034(3) Uani 1 1 d U . . C3 C 0.6863(9) -0.0459(7) 0.7680(7) 0.028(3) Uani 1 1 d U . . C4 C 0.7461(9) -0.1088(7) 0.7491(11) 0.033(2) Uani 1 1 d U . . H4 H 0.7499 -0.1276 0.6966 0.039 Uiso 1 1 calc R . . C5 C 0.7990(10) -0.1426(8) 0.8075(8) 0.034(3) Uani 1 1 d U . . C6 C 0.7877(13) -0.1198(11) 0.8879(9) 0.059(5) Uani 1 1 d U A . H6 H 0.8191 -0.1429 0.9242 0.071 Uiso 1 1 d R . . C7 C 0.7269(15) -0.0612(11) 0.9084(10) 0.070(5) Uani 1 1 d U . . C8 C 0.6812(13) -0.0183(10) 0.8468(9) 0.059(5) Uani 1 1 d U A . H8 H 0.6481 0.0278 0.8589 0.071 Uiso 1 1 calc R . . C9 C 0.4899(11) 0.1426(7) 0.5437(7) 0.033(3) Uani 1 1 d U . . C10 C 0.2986(11) 0.3805(10) 0.4659(10) 0.047(4) Uani 1 1 d U . . C11 C 0.4506(8) 0.1941(7) 0.4827(7) 0.026(2) Uani 1 1 d U . . C12 C 0.3911(8) 0.2575(7) 0.5043(10) 0.030(3) Uani 1 1 d U . . H12 H 0.3753 0.2655 0.5578 0.036 Uiso 1 1 calc R . . C13 C 0.3556(11) 0.3087(8) 0.4442(9) 0.040(3) Uani 1 1 d U . . C14 C 0.3788(12) 0.2932(9) 0.3642(10) 0.051(4) Uani 1 1 d U B . H14 H 0.3549 0.3257 0.3239 0.061 Uiso 1 1 calc R . . C15 C 0.4359(13) 0.2313(13) 0.3438(10) 0.069(5) Uani 1 1 d U . . C16 C 0.4760(9) 0.1871(10) 0.4033(9) 0.050(4) Uani 1 1 d U B . H16 H 0.5182 0.1541 0.3909 0.061 Uiso 1 1 d R . . C17 C 0.688(2) 0.6223(13) 0.6556(16) 0.148(3) Uani 1 1 d DU . . H17A H 0.7177 0.5958 0.6251 0.222 Uiso 1 1 d R . . H17B H 0.6241 0.6120 0.6471 0.222 Uiso 1 1 d R . . H17C H 0.7041 0.6085 0.7097 0.222 Uiso 1 1 d R . . C18 C 0.666(2) 0.7412(14) 0.5659(16) 0.149(3) Uani 1 1 d DU . . H18A H 0.6588 0.7050 0.5349 0.224 Uiso 1 1 d R . . H18B H 0.7049 0.7812 0.5424 0.224 Uiso 1 1 d R . . H18C H 0.6171 0.7608 0.5762 0.224 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.0267(4) 0.0192(4) 0.0167(4) 0.000 -0.0002(4) 0.000 Sm2 0.0248(4) 0.0203(4) 0.0180(4) 0.0003(4) 0.000 0.000 O1 0.038(5) 0.021(4) 0.019(4) -0.001(3) -0.003(4) 0.002(3) O2 0.078(8) 0.047(5) 0.023(5) -0.009(4) -0.007(5) 0.043(5) O3 0.045(6) 0.056(6) 0.043(6) -0.026(5) -0.012(4) 0.024(5) O4 0.085(8) 0.067(7) 0.051(7) -0.031(6) -0.030(6) 0.049(6) O5 0.073(4) 0.068(4) 0.065(4) -0.003(2) -0.002(2) 0.009(2) C5' 0.073(4) 0.068(4) 0.065(4) -0.003(2) -0.002(2) 0.009(2) O6 0.079(8) 0.060(7) 0.032(6) 0.018(5) 0.022(5) 0.048(6) O7 0.040(5) 0.029(5) 0.017(4) -0.001(4) 0.000(3) 0.005(4) O8 0.097(10) 0.076(8) 0.054(7) 0.020(6) 0.028(7) 0.062(7) O9 0.070(4) 0.069(4) 0.064(4) 0.000(2) 0.002(2) 0.007(2) O10 0.071(4) 0.076(4) 0.067(4) 0.002(2) 0.003(2) 0.006(2) C10' 0.071(4) 0.076(4) 0.067(4) 0.002(2) 0.003(2) 0.006(2) O1W 0.162(8) 0.163(8) 0.163(8) 0.001(2) -0.001(2) 0.000(2) O2W 0.147 0.147 0.157 0.000 0.000 0.000 O3W 0.148 0.148 0.128 0.000 0.000 0.000 N1 0.143 0.144 0.144 -0.001 0.000 -0.001 C1 0.033(6) 0.030(5) 0.021(4) 0.004(5) 0.009(4) 0.008(5) C2 0.054(8) 0.023(6) 0.026(6) -0.011(5) -0.016(5) 0.017(5) C3 0.038(7) 0.026(5) 0.020(5) -0.001(4) 0.004(5) 0.007(5) C4 0.041(6) 0.035(6) 0.022(5) 0.003(7) 0.003(6) 0.014(5) C5 0.040(7) 0.038(7) 0.024(6) -0.012(5) -0.005(5) 0.012(5) C6 0.076(11) 0.080(11) 0.022(6) 0.009(6) 0.004(7) 0.046(8) C7 0.107(14) 0.070(10) 0.034(6) 0.003(6) 0.002(8) 0.063(9) C8 0.089(12) 0.060(11) 0.030(5) 0.001(6) 0.012(7) 0.043(9) C9 0.041(7) 0.027(6) 0.030(5) -0.009(5) -0.004(6) 0.013(5) C10 0.041(8) 0.055(8) 0.045(7) 0.020(6) 0.009(7) 0.021(6) C11 0.016(5) 0.036(6) 0.025(5) -0.001(5) 0.005(5) 0.003(4) C12 0.041(7) 0.037(6) 0.013(5) 0.002(5) -0.001(6) 0.013(5) C13 0.047(8) 0.041(7) 0.032(6) 0.013(5) -0.003(6) 0.011(5) C14 0.063(10) 0.055(9) 0.033(6) 0.023(6) 0.005(7) 0.019(7) C15 0.069(11) 0.100(12) 0.039(6) 0.012(8) -0.001(7) 0.051(9) C16 0.035(9) 0.081(10) 0.036(5) -0.010(6) -0.003(6) 0.039(7) C17 0.149(4) 0.146(2) 0.149(3) 0.001(2) 0.000(2) 0.000(2) C18 0.149(4) 0.150(4) 0.149(3) 0.001(2) -0.001(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O2 2.333(9) 4_656 ? Sm1 O2 2.333(9) . ? Sm1 O7 2.373(9) . ? Sm1 O7 2.373(9) 4_656 ? Sm1 O4 2.519(10) 8_656 ? Sm1 O4 2.519(10) 5_455 ? Sm1 O3 2.535(9) 8_656 ? Sm1 O3 2.535(9) 5_455 ? Sm1 C2 2.908(13) 8_656 ? Sm1 C2 2.908(13) 5_455 ? Sm2 O6 2.278(10) 3_556 ? Sm2 O6 2.278(10) . ? Sm2 O1 2.381(9) 3_556 ? Sm2 O1 2.381(9) . ? Sm2 O8 2.481(11) 5_545 ? Sm2 O8 2.481(11) 7_556 ? Sm2 O9 2.538(13) 7_556 ? Sm2 O9 2.538(13) 5_545 ? Sm2 C10 2.872(15) 7_556 ? Sm2 C10 2.872(15) 5_545 ? O1 C1 1.242(15) . ? O2 C1 1.261(16) . ? O3 C2 1.300(15) . ? O3 Sm1 2.535(9) 5_545 ? O4 C2 1.237(17) . ? O4 Sm1 2.519(10) 5_545 ? O5 C7 1.41(2) . ? O5 H5'A 0.8299 . ? O5 H5'B 0.9598 . ? O6 C9 1.263(16) . ? O7 C9 1.292(16) . ? O8 C10 1.191(18) . ? O8 Sm2 2.481(11) 5_455 ? O9 C10 1.247(18) . ? O9 Sm2 2.538(13) 5_455 ? O10 C15 1.42(2) . ? O10 H10A 0.9598 . ? O10 H10B 0.9600 . ? O1W H1WB 0.8504 . ? O1W H1WA 0.8499 . ? O2W H2WC 0.7545 . ? O3W H3WA 0.8500 . ? O3W H3WA 0.8500 . ? N1 C18 1.499(2) . ? N1 C17 1.500(2) . ? N1 H1A 0.7999 . ? N1 H1B 0.9000 . ? C1 C3 1.488(16) . ? C2 C5 1.503(18) . ? C2 Sm1 2.908(13) 5_545 ? C3 C8 1.392(18) . ? C3 C4 1.399(17) . ? C4 C5 1.36(2) . ? C4 H4 0.9300 . ? C5 C6 1.40(2) . ? C6 C7 1.36(2) . ? C6 H6 0.8499 . ? C7 C8 1.42(2) . ? C8 H8 0.9300 . ? C9 C11 1.448(17) . ? C10 C13 1.50(2) . ? C10 Sm2 2.872(15) 5_455 ? C11 C16 1.379(18) . ? C11 C12 1.414(16) . ? C12 C13 1.414(19) . ? C12 H12 0.9300 . ? C13 C14 1.40(2) . ? C14 C15 1.37(2) . ? C14 H14 0.9300 . ? C15 C16 1.37(2) . ? C16 H16 0.8500 . ? C17 H17A 0.7999 . ? C17 H17B 0.9601 . ? C17 H17C 0.9603 . ? C18 H18A 0.8000 . ? C18 H18B 0.9600 . ? C18 H18C 0.8000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Sm1 O2 86.3(6) 4_656 . ? O2 Sm1 O7 83.8(3) 4_656 . ? O2 Sm1 O7 82.5(3) . . ? O2 Sm1 O7 82.5(3) 4_656 4_656 ? O2 Sm1 O7 83.8(3) . 4_656 ? O7 Sm1 O7 161.1(4) . 4_656 ? O2 Sm1 O4 154.5(3) 4_656 8_656 ? O2 Sm1 O4 100.1(5) . 8_656 ? O7 Sm1 O4 72.8(3) . 8_656 ? O7 Sm1 O4 122.5(3) 4_656 8_656 ? O2 Sm1 O4 100.1(5) 4_656 5_455 ? O2 Sm1 O4 154.5(3) . 5_455 ? O7 Sm1 O4 122.5(3) . 5_455 ? O7 Sm1 O4 72.8(3) 4_656 5_455 ? O4 Sm1 O4 84.7(7) 8_656 5_455 ? O2 Sm1 O3 153.9(3) 4_656 8_656 ? O2 Sm1 O3 82.8(4) . 8_656 ? O7 Sm1 O3 118.0(3) . 8_656 ? O7 Sm1 O3 72.8(3) 4_656 8_656 ? O4 Sm1 O3 51.5(3) 8_656 8_656 ? O4 Sm1 O3 80.8(4) 5_455 8_656 ? O2 Sm1 O3 82.8(4) 4_656 5_455 ? O2 Sm1 O3 153.9(3) . 5_455 ? O7 Sm1 O3 72.8(3) . 5_455 ? O7 Sm1 O3 118.0(3) 4_656 5_455 ? O4 Sm1 O3 80.8(4) 8_656 5_455 ? O4 Sm1 O3 51.5(3) 5_455 5_455 ? O3 Sm1 O3 116.1(5) 8_656 5_455 ? O2 Sm1 C2 179.3(4) 4_656 8_656 ? O2 Sm1 C2 93.3(4) . 8_656 ? O7 Sm1 C2 95.6(3) . 8_656 ? O7 Sm1 C2 98.0(3) 4_656 8_656 ? O4 Sm1 C2 25.1(4) 8_656 8_656 ? O4 Sm1 C2 80.5(5) 5_455 8_656 ? O3 Sm1 C2 26.5(3) 8_656 8_656 ? O3 Sm1 C2 97.4(4) 5_455 8_656 ? O2 Sm1 C2 93.3(4) 4_656 5_455 ? O2 Sm1 C2 179.3(4) . 5_455 ? O7 Sm1 C2 98.0(3) . 5_455 ? O7 Sm1 C2 95.6(3) 4_656 5_455 ? O4 Sm1 C2 80.5(5) 8_656 5_455 ? O4 Sm1 C2 25.1(4) 5_455 5_455 ? O3 Sm1 C2 97.4(4) 8_656 5_455 ? O3 Sm1 C2 26.5(3) 5_455 5_455 ? C2 Sm1 C2 87.1(6) 8_656 5_455 ? O6 Sm2 O6 92.4(7) 3_556 . ? O6 Sm2 O1 82.8(3) 3_556 3_556 ? O6 Sm2 O1 82.3(3) . 3_556 ? O6 Sm2 O1 82.3(3) 3_556 . ? O6 Sm2 O1 82.8(3) . . ? O1 Sm2 O1 158.4(4) 3_556 . ? O6 Sm2 O8 90.8(5) 3_556 5_545 ? O6 Sm2 O8 154.1(3) . 5_545 ? O1 Sm2 O8 72.6(3) 3_556 5_545 ? O1 Sm2 O8 123.1(3) . 5_545 ? O6 Sm2 O8 154.1(3) 3_556 7_556 ? O6 Sm2 O8 90.8(5) . 7_556 ? O1 Sm2 O8 123.1(3) 3_556 7_556 ? O1 Sm2 O8 72.6(3) . 7_556 ? O8 Sm2 O8 97.4(8) 5_545 7_556 ? O6 Sm2 O9 155.9(4) 3_556 7_556 ? O6 Sm2 O9 86.3(5) . 7_556 ? O1 Sm2 O9 73.2(4) 3_556 7_556 ? O1 Sm2 O9 121.3(4) . 7_556 ? O8 Sm2 O9 80.5(5) 5_545 7_556 ? O8 Sm2 O9 50.0(4) 7_556 7_556 ? O6 Sm2 O9 86.3(5) 3_556 5_545 ? O6 Sm2 O9 155.9(4) . 5_545 ? O1 Sm2 O9 121.3(4) 3_556 5_545 ? O1 Sm2 O9 73.2(4) . 5_545 ? O8 Sm2 O9 50.0(4) 5_545 5_545 ? O8 Sm2 O9 80.5(5) 7_556 5_545 ? O9 Sm2 O9 104.5(6) 7_556 5_545 ? O6 Sm2 C10 178.4(4) 3_556 7_556 ? O6 Sm2 C10 87.8(5) . 7_556 ? O1 Sm2 C10 98.8(4) 3_556 7_556 ? O1 Sm2 C10 96.1(4) . 7_556 ? O8 Sm2 C10 89.7(5) 5_545 7_556 ? O8 Sm2 C10 24.3(4) 7_556 7_556 ? O9 Sm2 C10 25.7(4) 7_556 7_556 ? O9 Sm2 C10 92.9(4) 5_545 7_556 ? O6 Sm2 C10 87.8(5) 3_556 5_545 ? O6 Sm2 C10 178.4(4) . 5_545 ? O1 Sm2 C10 96.1(4) 3_556 5_545 ? O1 Sm2 C10 98.8(4) . 5_545 ? O8 Sm2 C10 24.3(4) 5_545 5_545 ? O8 Sm2 C10 89.7(5) 7_556 5_545 ? O9 Sm2 C10 92.9(4) 7_556 5_545 ? O9 Sm2 C10 25.7(4) 5_545 5_545 ? C10 Sm2 C10 92.1(7) 7_556 5_545 ? C1 O1 Sm2 138.5(8) . . ? C1 O2 Sm1 160.7(10) . . ? C2 O3 Sm1 93.0(8) . 5_545 ? C2 O4 Sm1 95.4(8) . 5_545 ? C7 O5 H5'A 106.4 . . ? C7 O5 H5'B 101.4 . . ? H5'A O5 H5'B 105.9 . . ? C9 O6 Sm2 172.1(10) . . ? C9 O7 Sm1 140.2(9) . . ? C10 O8 Sm2 96.5(10) . 5_455 ? C10 O9 Sm2 92.3(10) . 5_455 ? C15 O10 H10A 107.1 . . ? C15 O10 H10B 106.2 . . ? H10A O10 H10B 106.7 . . ? H1WB O1W H1WA 113.3 . . ? H3WA O3W H3WA 0.0 . . ? C18 N1 C17 112.9(2) . . ? C18 N1 H1A 109.4 . . ? C17 N1 H1A 108.9 . . ? C18 N1 H1B 108.7 . . ? C17 N1 H1B 108.9 . . ? H1A N1 H1B 107.8 . . ? O1 C1 O2 125.5(11) . . ? O1 C1 C3 118.2(11) . . ? O2 C1 C3 116.3(10) . . ? O4 C2 O3 119.8(12) . . ? O4 C2 C5 120.9(12) . . ? O3 C2 C5 118.6(12) . . ? O4 C2 Sm1 59.6(7) . 5_545 ? O3 C2 Sm1 60.5(6) . 5_545 ? C5 C2 Sm1 177.5(11) . 5_545 ? C8 C3 C4 119.5(13) . . ? C8 C3 C1 119.7(11) . . ? C4 C3 C1 120.5(12) . . ? C5 C4 C3 120.0(15) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.3(13) . . ? C4 C5 C2 120.8(12) . . ? C6 C5 C2 118.9(12) . . ? C7 C6 C5 120.6(14) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.6 . . ? C6 C7 O5 116.8(15) . . ? C6 C7 C8 119.1(15) . . ? O5 C7 C8 121.2(14) . . ? C3 C8 C7 119.5(13) . . ? C3 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? O6 C9 O7 123.5(12) . . ? O6 C9 C11 118.0(11) . . ? O7 C9 C11 118.4(11) . . ? O8 C10 O9 121.1(16) . . ? O8 C10 C13 120.5(15) . . ? O9 C10 C13 117.8(14) . . ? O8 C10 Sm2 59.1(8) . 5_455 ? O9 C10 Sm2 62.0(9) . 5_455 ? C13 C10 Sm2 169.8(12) . 5_455 ? C16 C11 C12 118.3(12) . . ? C16 C11 C9 121.2(11) . . ? C12 C11 C9 120.3(12) . . ? C13 C12 C11 119.6(14) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 118.4(13) . . ? C14 C13 C10 120.7(13) . . ? C12 C13 C10 120.8(13) . . ? C15 C14 C13 121.6(14) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? C14 C15 C16 119.1(15) . . ? C14 C15 O10 114.2(15) . . ? C16 C15 O10 125.0(15) . . ? C15 C16 C11 122.4(13) . . ? C15 C16 H16 118.9 . . ? C11 C16 H16 118.8 . . ? N1 C17 H17A 109.0 . . ? N1 C17 H17B 110.0 . . ? H17A C17 H17B 109.5 . . ? N1 C17 H17C 109.4 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N1 C18 H18A 109.3 . . ? N1 C18 H18B 109.7 . . ? H18A C18 H18B 109.5 . . ? N1 C18 H18C 109.4 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.604 _refine_diff_density_min -1.575 _refine_diff_density_rms 0.191 _database_code_depnum_ccdc_archive 'CCDC 922048' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment 'Tb.cif' data_b #TrackingRef 'Tb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C17 H8 O9 Tb), 2(C2 H8 N), H2 O, 4(H O0.50)' _chemical_formula_sum 'C38 H38 N2 O21 Tb2' _chemical_formula_weight 1176.54 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' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'C 2 2 21' _symmetry_space_group_name_Hall 'C 2c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' _cell_length_a 14.6702(6) _cell_length_b 16.3686(5) _cell_length_c 16.5747(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3980.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3674 _cell_measurement_theta_min 3.0308 _cell_measurement_theta_max 29.3015 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.963 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2312 _exptl_absorpt_coefficient_mu 3.616 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5172 _exptl_absorpt_correction_T_max 0.5466 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _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 7432 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_unetI/netI 0.0540 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3497 _reflns_number_gt 3292 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 'The commands SIMU and DELU were used in the main structure to restrain the similar ADP and rigid-bond respectively. The command ISOR was applied to the water molecules and dimethylamine cation for isotropically refinement.' 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^)+(0.0607P)^2^+67.6768P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(4) _refine_ls_number_reflns 3497 _refine_ls_number_parameters 278 _refine_ls_number_restraints 378 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1301 _refine_ls_wR_factor_gt 0.1276 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.110 _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 0.66159(5) 0.0000 0.5000 0.0209(2) Uani 1 2 d SU . . Tb2 Tb 0.5000 -0.16773(4) 0.7500 0.0214(2) Uani 1 2 d SU . . O1 O 0.7622(8) 0.1166(7) 0.5348(7) 0.0481(19) Uani 1 1 d U . . O2 O 0.7735(7) 0.0716(7) 0.4162(7) 0.0479(19) Uani 1 1 d U . . O3 O 0.9574(6) 0.3571(5) 0.6154(5) 0.0284(19) Uani 1 1 d U . . O4 O 1.0552(8) 0.4031(7) 0.5241(5) 0.054(3) Uani 1 1 d U . . O5 O 0.6016(9) -0.0678(6) 0.7225(6) 0.054(3) Uani 1 1 d U . . O6 O 0.6311(6) 0.0347(5) 0.6344(5) 0.0303(19) Uani 1 1 d U . . O7 O 0.8590(7) 0.2533(7) 0.7234(6) 0.052(3) Uani 1 1 d U . . O8 O 0.9340(9) 0.2206(8) 0.8307(7) 0.070(4) Uani 1 1 d U . . O9 O 0.9652(10) 0.2663(10) 0.2620(10) 0.076(4) Uani 0.50 1 d PU A -1 C9' C 0.9652(10) 0.2663(10) 0.2620(10) 0.076(4) Uani 0.50 1 d PU A -1 H9'A H 0.9377 0.3145 0.2396 0.092 Uiso 0.50 1 d PR A -1 H9'B H 0.9398 0.2256 0.2393 0.092 Uiso 0.50 1 d PR A -1 N1 N 0.7144(17) 0.2946(14) 0.6403(16) 0.144 Uani 1 1 d DU . . H1A H 0.7703 0.2882 0.6285 0.173 Uiso 1 1 d R . . H1B H 0.7028 0.2664 0.6858 0.173 Uiso 1 1 d R . . O1W O 0.5000 0.469(4) 0.7500 0.165 Uani 0.50 2 d SPU . . H1WB H 0.4747 0.4946 0.7116 0.248 Uiso 0.50 1 d PR . . O2W O 0.9528(14) 0.0652(16) 0.6255(19) 0.195(12) Uani 1 1 d . . . H2WD H 0.8969 0.0786 0.6216 0.292 Uiso 1 1 d R . . H2WA H 0.9843 0.1070 0.6378 0.292 Uiso 1 1 d R . . O3W O 0.036(4) 0.0000 0.5000 0.153 Uani 0.50 2 d SPU . . H3WB H 0.0125 0.0210 0.5421 0.230 Uiso 0.50 1 d PR . . C1 C 0.7973(9) 0.1203(11) 0.4662(10) 0.046(3) Uani 1 1 d U . . C2 C 0.9926(11) 0.3587(7) 0.5462(7) 0.030(2) Uani 1 1 d U . . C3 C 0.8540(11) 0.1900(9) 0.4453(8) 0.043(3) Uani 1 1 d U . . C4 C 0.8901(8) 0.2419(8) 0.5058(10) 0.033(3) Uani 1 1 d U . . H4 H 0.8752 0.2339 0.5579 0.040 Uiso 1 1 d R . . C5 C 0.9508(8) 0.3049(7) 0.4846(7) 0.028(2) Uani 1 1 d U . . C6 C 0.9748(10) 0.3144(9) 0.4039(9) 0.045(3) Uani 1 1 d U A . H6 H 1.0109 0.3490 0.3920 0.054 Uiso 1 1 d R . . C7 C 0.9392(12) 0.2652(11) 0.3434(10) 0.054(3) Uani 1 1 d U . . C8 C 0.8766(12) 0.2052(12) 0.3647(9) 0.063(5) Uani 1 1 d U A . H8 H 0.8491 0.1744 0.3244 0.075 Uiso 1 1 calc R . . C9 C 0.6355(8) 0.0015(10) 0.7028(6) 0.033(2) Uani 1 1 d U . . C10 C 0.8713(10) 0.2057(8) 0.7848(8) 0.035(3) Uani 1 1 d U . . C11 C 0.6873(8) 0.0456(7) 0.7680(7) 0.031(2) Uani 1 1 d U . . C12 C 0.6789(11) 0.0208(9) 0.8463(10) 0.052(3) Uani 1 1 d U B . H12 H 0.6399 -0.0221 0.8593 0.062 Uiso 1 1 calc R . . C13 C 0.7287(13) 0.0597(12) 0.9071(12) 0.062(3) Uani 1 1 d U . . C14 C 0.7845(11) 0.1211(10) 0.8878(11) 0.050(3) Uani 1 1 d U B . H14 H 0.8111 0.1445 0.9231 0.061 Uiso 1 1 d R . . C15 C 0.8003(10) 0.1444(8) 0.8058(8) 0.038(3) Uani 1 1 d U . . C16 C 0.7466(8) 0.1078(7) 0.7479(11) 0.034(2) Uani 1 1 d U B . H16 H 0.7504 0.1253 0.6946 0.041 Uiso 1 1 calc R . . O10 O 0.7339(10) 0.0307(8) 0.9869(10) 0.070(3) Uani 0.50 1 d PU B -1 C10' C 0.7339(10) 0.0307(8) 0.9869(10) 0.070(3) Uani 0.50 1 d PU B -1 H10A H 0.6833 0.0564 1.0133 0.085 Uiso 0.50 1 d PR B -1 H10B H 0.7872 0.0384 0.9941 0.085 Uiso 0.50 1 d PR B -1 C17 C 0.681(2) 0.3776(16) 0.659(2) 0.156(5) Uani 1 1 d DU . . H17A H 0.7017 0.3932 0.7120 0.235 Uiso 1 1 d R . . H17B H 0.6153 0.3779 0.6585 0.235 Uiso 1 1 d R . . H17C H 0.7034 0.4156 0.6201 0.235 Uiso 1 1 d R . . C18 C 0.660(2) 0.264(2) 0.5718(19) 0.159(5) Uani 1 1 d DU . . H18A H 0.6076 0.2489 0.5888 0.238 Uiso 1 1 d R . . H18B H 0.6902 0.2181 0.5476 0.238 Uiso 1 1 d R . . H18C H 0.6533 0.3015 0.5369 0.238 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.0257(4) 0.0222(4) 0.0150(4) -0.0010(3) 0.000 0.000 Tb2 0.0282(4) 0.0214(4) 0.0145(4) 0.000 -0.0006(3) 0.000 O1 0.051(3) 0.047(2) 0.047(2) -0.0038(19) 0.0011(18) -0.0155(18) O2 0.048(2) 0.049(3) 0.047(2) 0.0016(18) 0.0101(18) -0.0108(18) O3 0.038(5) 0.033(5) 0.014(4) 0.002(3) 0.000(3) -0.009(4) O4 0.076(7) 0.065(7) 0.020(5) -0.008(4) 0.012(4) -0.046(6) O5 0.090(8) 0.045(6) 0.026(5) 0.010(4) -0.014(5) -0.041(5) O6 0.051(5) 0.027(4) 0.013(4) 0.002(3) -0.001(3) 0.005(4) O7 0.055(7) 0.065(7) 0.037(6) 0.029(5) -0.008(4) -0.027(5) O8 0.085(8) 0.073(8) 0.051(7) 0.033(6) -0.026(6) -0.051(7) O9 0.074(6) 0.094(6) 0.061(4) -0.008(4) 0.010(4) -0.026(4) C9' 0.074(6) 0.094(6) 0.061(4) -0.008(4) 0.010(4) -0.026(4) N1 0.144 0.144 0.144 0.002 0.002 0.001 O1W 0.159 0.158 0.179 0.000 0.000 0.000 O2W 0.109(16) 0.22(3) 0.25(3) -0.11(2) -0.087(19) 0.009(16) O3W 0.150 0.150 0.160 0.000 0.000 0.000 C1 0.024(7) 0.066(9) 0.050(5) -0.014(6) 0.002(5) -0.022(6) C2 0.042(7) 0.020(5) 0.028(5) 0.010(4) 0.000(5) -0.007(5) C3 0.054(8) 0.054(8) 0.021(6) -0.008(5) 0.002(5) -0.016(6) C4 0.044(6) 0.043(6) 0.013(5) -0.003(5) -0.003(6) -0.013(5) C5 0.028(3) 0.028(3) 0.027(3) 0.0009(19) -0.0001(19) 0.0000(19) C6 0.045(3) 0.046(3) 0.044(3) 0.001(2) 0.001(2) -0.005(2) C7 0.055(4) 0.056(4) 0.052(3) -0.001(2) 0.002(2) -0.004(2) C8 0.071(10) 0.091(11) 0.025(6) -0.029(7) 0.012(7) -0.037(8) C9 0.048(6) 0.033(6) 0.019(4) 0.007(5) 0.001(4) -0.013(6) C10 0.057(8) 0.024(6) 0.025(6) 0.009(5) -0.017(5) -0.008(5) C11 0.031(3) 0.031(3) 0.030(3) 0.0005(19) -0.0005(19) -0.0012(19) C12 0.053(3) 0.052(4) 0.050(3) 0.000(2) 0.002(2) -0.004(2) C13 0.062(4) 0.062(3) 0.062(3) -0.001(2) 0.000(2) -0.004(2) C14 0.051(3) 0.052(3) 0.048(3) 0.000(2) -0.001(2) -0.003(2) C15 0.045(7) 0.039(7) 0.029(6) 0.005(5) -0.010(5) -0.009(5) C16 0.041(6) 0.030(6) 0.030(5) -0.004(7) 0.001(6) -0.007(4) O10 0.073(3) 0.070(3) 0.068(3) 0.0022(14) -0.0006(15) -0.0038(14) C10' 0.073(3) 0.070(3) 0.068(3) 0.0022(14) -0.0006(15) -0.0038(14) C17 0.159(7) 0.149(4) 0.161(7) -0.005(5) 0.002(5) 0.003(5) C18 0.159(7) 0.161(7) 0.156(6) -0.005(5) -0.005(5) -0.005(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O4 2.261(10) 7_456 ? Tb1 O4 2.261(10) 5_445 ? Tb1 O6 2.342(8) 3_556 ? Tb1 O6 2.342(8) . ? Tb1 O2 2.448(10) . ? Tb1 O2 2.448(10) 3_556 ? Tb1 O1 2.481(10) . ? Tb1 O1 2.481(10) 3_556 ? Tb1 C1 2.855(14) 3_556 ? Tb2 O5 2.259(10) . ? Tb2 O5 2.259(10) 4_656 ? Tb2 O3 2.353(8) 8_646 ? Tb2 O3 2.353(8) 5_445 ? Tb2 O8 2.463(10) 8_646 ? Tb2 O8 2.463(10) 5_445 ? Tb2 O7 2.479(10) 8_646 ? Tb2 O7 2.479(10) 5_445 ? Tb2 C10 2.862(14) 8_646 ? Tb2 C10 2.862(14) 5_445 ? O1 C1 1.251(17) . ? O2 C1 1.201(18) . ? O3 C2 1.257(15) . ? O3 Tb2 2.353(8) 5 ? O4 C2 1.228(16) . ? O4 Tb1 2.261(10) 5 ? O5 C9 1.281(17) . ? O6 C9 1.258(14) . ? O7 C10 1.294(15) . ? O7 Tb2 2.479(10) 5 ? O8 C10 1.218(17) . ? O8 Tb2 2.463(10) 5 ? O9 C7 1.40(2) . ? O9 H9'A 0.9600 . ? O9 H9'B 0.8500 . ? N1 C18 1.480(2) . ? N1 C17 1.480(2) . ? N1 H1A 0.8500 . ? N1 H1B 0.9001 . ? O1W H1WB 0.8501 . ? O2W H2WA 0.8507 . ? O2W H2WD 0.8503 . ? O2W H2WA 0.8507 . ? O3W H3WB 0.8500 . ? C1 C3 1.45(2) . ? C2 C5 1.482(17) . ? C3 C8 1.40(2) . ? C3 C4 1.417(19) . ? C4 C5 1.407(17) . ? C4 H4 0.9001 . ? C5 C6 1.392(18) . ? C6 C7 1.39(2) . ? C6 H6 0.8001 . ? C7 C8 1.39(2) . ? C8 H8 0.9300 . ? C9 C11 1.505(17) . ? C10 C15 1.487(19) . ? C10 Tb2 2.862(14) 5 ? C11 C12 1.366(19) . ? C11 C16 1.381(17) . ? C12 C13 1.40(2) . ? C12 H12 0.9300 . ? C13 C14 1.33(2) . ? C13 O10 1.41(2) . ? C14 C15 1.43(2) . ? C14 H14 0.8003 . ? C15 C16 1.38(2) . ? C16 H16 0.9300 . ? O10 H10A 0.9599 . ? O10 H10B 0.8001 . ? C17 H17A 0.9599 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.8500 . ? C18 H18B 0.9599 . ? C18 H18C 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 O4 Tb1 O4 92.7(7) 7_456 5_445 ? O4 Tb1 O6 82.5(3) 7_456 3_556 ? O4 Tb1 O6 82.3(3) 5_445 3_556 ? O4 Tb1 O6 82.3(3) 7_456 . ? O4 Tb1 O6 82.5(3) 5_445 . ? O6 Tb1 O6 157.9(5) 3_556 . ? O4 Tb1 O2 91.5(4) 7_456 . ? O4 Tb1 O2 154.0(3) 5_445 . ? O6 Tb1 O2 72.8(3) 3_556 . ? O6 Tb1 O2 123.5(3) . . ? O4 Tb1 O2 154.0(3) 7_456 3_556 ? O4 Tb1 O2 91.5(4) 5_445 3_556 ? O6 Tb1 O2 123.5(3) 3_556 3_556 ? O6 Tb1 O2 72.8(3) . 3_556 ? O2 Tb1 O2 95.8(6) . 3_556 ? O4 Tb1 O1 84.9(4) 7_456 . ? O4 Tb1 O1 155.4(3) 5_445 . ? O6 Tb1 O1 121.4(3) 3_556 . ? O6 Tb1 O1 72.9(3) . . ? O2 Tb1 O1 50.6(4) . . ? O2 Tb1 O1 80.7(4) 3_556 . ? O4 Tb1 O1 155.4(3) 7_456 3_556 ? O4 Tb1 O1 84.9(4) 5_445 3_556 ? O6 Tb1 O1 72.9(3) 3_556 3_556 ? O6 Tb1 O1 121.4(3) . 3_556 ? O2 Tb1 O1 80.7(4) . 3_556 ? O2 Tb1 O1 50.6(4) 3_556 3_556 ? O1 Tb1 O1 107.0(6) . 3_556 ? O4 Tb1 C1 178.6(4) 7_456 3_556 ? O4 Tb1 C1 87.8(5) 5_445 3_556 ? O6 Tb1 C1 98.8(4) 3_556 3_556 ? O6 Tb1 C1 96.5(4) . 3_556 ? O2 Tb1 C1 88.5(4) . 3_556 ? O2 Tb1 C1 24.7(4) 3_556 3_556 ? O1 Tb1 C1 94.0(4) . 3_556 ? O1 Tb1 C1 25.9(4) 3_556 3_556 ? O5 Tb2 O5 87.3(7) . 4_656 ? O5 Tb2 O3 83.8(3) . 8_646 ? O5 Tb2 O3 81.9(3) 4_656 8_646 ? O5 Tb2 O3 81.9(3) . 5_445 ? O5 Tb2 O3 83.8(3) 4_656 5_445 ? O3 Tb2 O3 160.1(4) 8_646 5_445 ? O5 Tb2 O8 99.7(5) . 8_646 ? O5 Tb2 O8 155.0(4) 4_656 8_646 ? O3 Tb2 O8 122.6(3) 8_646 8_646 ? O3 Tb2 O8 73.6(3) 5_445 8_646 ? O5 Tb2 O8 155.0(4) . 5_445 ? O5 Tb2 O8 99.7(5) 4_656 5_445 ? O3 Tb2 O8 73.6(3) 8_646 5_445 ? O3 Tb2 O8 122.6(3) 5_445 5_445 ? O8 Tb2 O8 84.2(7) 8_646 5_445 ? O5 Tb2 O7 82.1(4) . 8_646 ? O5 Tb2 O7 153.2(3) 4_656 8_646 ? O3 Tb2 O7 72.5(3) 8_646 8_646 ? O3 Tb2 O7 118.7(3) 5_445 8_646 ? O8 Tb2 O7 51.8(3) 8_646 8_646 ? O8 Tb2 O7 81.1(5) 5_445 8_646 ? O5 Tb2 O7 153.2(3) . 5_445 ? O5 Tb2 O7 82.1(4) 4_656 5_445 ? O3 Tb2 O7 118.7(3) 8_646 5_445 ? O3 Tb2 O7 72.5(3) 5_445 5_445 ? O8 Tb2 O7 81.1(5) 8_646 5_445 ? O8 Tb2 O7 51.8(3) 5_445 5_445 ? O7 Tb2 O7 117.1(6) 8_646 5_445 ? O5 Tb2 C10 92.8(4) . 8_646 ? O5 Tb2 C10 180.0(6) 4_656 8_646 ? O3 Tb2 C10 98.1(3) 8_646 8_646 ? O3 Tb2 C10 96.3(3) 5_445 8_646 ? O8 Tb2 C10 25.0(4) 8_646 8_646 ? O8 Tb2 C10 80.3(5) 5_445 8_646 ? O7 Tb2 C10 26.8(3) 8_646 8_646 ? O7 Tb2 C10 97.9(4) 5_445 8_646 ? O5 Tb2 C10 180.0(6) . 5_445 ? O5 Tb2 C10 92.8(4) 4_656 5_445 ? O3 Tb2 C10 96.3(3) 8_646 5_445 ? O3 Tb2 C10 98.1(3) 5_445 5_445 ? O8 Tb2 C10 80.3(5) 8_646 5_445 ? O8 Tb2 C10 25.0(4) 5_445 5_445 ? O7 Tb2 C10 97.9(4) 8_646 5_445 ? O7 Tb2 C10 26.8(3) 5_445 5_445 ? C10 Tb2 C10 87.2(6) 8_646 5_445 ? C1 O1 Tb1 94.0(9) . . ? C1 O2 Tb1 97.0(9) . . ? C2 O3 Tb2 139.4(9) . 5 ? C2 O4 Tb1 170.0(10) . 5 ? C9 O5 Tb2 161.5(11) . . ? C9 O6 Tb1 138.0(9) . . ? C10 O7 Tb2 93.3(8) . 5 ? C10 O8 Tb2 96.1(9) . 5 ? C7 O9 H9'A 105.5 . . ? C7 O9 H9'B 107.3 . . ? H9'A O9 H9'B 106.7 . . ? C18 N1 C17 107(3) . . ? C18 N1 H1A 107.7 . . ? C17 N1 H1A 119.0 . . ? C18 N1 H1B 111.5 . . ? C17 N1 H1B 103.2 . . ? H1A N1 H1B 108.2 . . ? H2WA O2W H2WD 109.5 . . ? H2WA O2W H2WA 0.0 . . ? H2WD O2W H2WA 109.5 . . ? O2 C1 O1 118.4(14) . . ? O2 C1 C3 121.5(14) . . ? O1 C1 C3 119.3(14) . . ? O4 C2 O3 126.3(11) . . ? O4 C2 C5 117.1(11) . . ? O3 C2 C5 116.6(11) . . ? C8 C3 C4 118.7(14) . . ? C8 C3 C1 120.2(13) . . ? C4 C3 C1 121.0(13) . . ? C5 C4 C3 119.9(14) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 118.9(12) . . ? C6 C5 C2 119.4(11) . . ? C4 C5 C2 121.6(12) . . ? C7 C6 C5 122.2(14) . . ? C7 C6 H6 118.8 . . ? C5 C6 H6 118.9 . . ? C6 C7 C8 118.4(15) . . ? C6 C7 O9 125.8(15) . . ? C8 C7 O9 115.7(15) . . ? C7 C8 C3 121.7(14) . . ? C7 C8 H8 119.2 . . ? C3 C8 H8 119.2 . . ? O6 C9 O5 126.2(12) . . ? O6 C9 C11 117.8(12) . . ? O5 C9 C11 115.9(10) . . ? O8 C10 O7 118.4(13) . . ? O8 C10 C15 121.2(12) . . ? O7 C10 C15 119.4(12) . . ? O8 C10 Tb2 58.8(7) . 5 ? O7 C10 Tb2 59.9(7) . 5 ? C15 C10 Tb2 175.8(11) . 5 ? C12 C11 C16 120.4(13) . . ? C12 C11 C9 119.7(12) . . ? C16 C11 C9 119.9(12) . . ? C11 C12 C13 120.2(15) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 119.4(17) . . ? C14 C13 O10 116.5(17) . . ? C12 C13 O10 123.5(16) . . ? C13 C14 C15 121.8(16) . . ? C13 C14 H14 119.0 . . ? C15 C14 H14 119.1 . . ? C16 C15 C14 116.9(13) . . ? C16 C15 C10 122.0(12) . . ? C14 C15 C10 121.0(12) . . ? C15 C16 C11 120.9(15) . . ? C15 C16 H16 119.6 . . ? C11 C16 H16 119.6 . . ? C13 O10 H10A 103.8 . . ? C13 O10 H10B 98.0 . . ? H10A O10 H10B 128.2 . . ? N1 C17 H17A 109.3 . . ? N1 C17 H17B 109.6 . . ? H17A C17 H17B 109.5 . . ? N1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N1 C18 H18A 109.3 . . ? N1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N1 C18 H18C 109.6 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Tb1 O1 C1 -95.6(10) 7_456 . . . ? O4 Tb1 O1 C1 179.0(12) 5_445 . . . ? O6 Tb1 O1 C1 -17.5(11) 3_556 . . . ? O6 Tb1 O1 C1 -179.1(11) . . . . ? O2 Tb1 O1 C1 0.6(10) . . . . ? O2 Tb1 O1 C1 106.2(11) 3_556 . . . ? O1 Tb1 O1 C1 62.5(10) 3_556 . . . ? C1 Tb1 O1 C1 85.4(12) 3_556 . . . ? O4 Tb1 O2 C1 81.5(11) 7_456 . . . ? O4 Tb1 O2 C1 -179.1(12) 5_445 . . . ? O6 Tb1 O2 C1 163.2(11) 3_556 . . . ? O6 Tb1 O2 C1 -0.3(12) . . . . ? O2 Tb1 O2 C1 -73.5(10) 3_556 . . . ? O1 Tb1 O2 C1 -0.6(10) . . . . ? O1 Tb1 O2 C1 -121.9(11) 3_556 . . . ? C1 Tb1 O2 C1 -97.1(12) 3_556 . . . ? O5 Tb2 O5 C9 -24(3) 4_656 . . . ? O3 Tb2 O5 C9 -106(3) 8_646 . . . ? O3 Tb2 O5 C9 60(3) 5_445 . . . ? O8 Tb2 O5 C9 132(3) 8_646 . . . ? O8 Tb2 O5 C9 -131(3) 5_445 . . . ? O7 Tb2 O5 C9 -179(3) 8_646 . . . ? O7 Tb2 O5 C9 42(3) 5_445 . . . ? C10 Tb2 O5 C9 156(3) 8_646 . . . ? C10 Tb2 O5 C9 115(100) 5_445 . . . ? O4 Tb1 O6 C9 154.1(13) 7_456 . . . ? O4 Tb1 O6 C9 60.3(13) 5_445 . . . ? O6 Tb1 O6 C9 107.1(12) 3_556 . . . ? O2 Tb1 O6 C9 -119.2(12) . . . . ? O2 Tb1 O6 C9 -33.7(12) 3_556 . . . ? O1 Tb1 O6 C9 -118.9(13) . . . . ? O1 Tb1 O6 C9 -19.1(14) 3_556 . . . ? C1 Tb1 O6 C9 -26.7(13) 3_556 . . . ? Tb1 O2 C1 O1 1.1(17) . . . . ? Tb1 O2 C1 C3 -169.0(14) . . . . ? Tb1 O1 C1 O2 -1.1(17) . . . . ? Tb1 O1 C1 C3 169.3(13) . . . . ? Tb1 O4 C2 O3 -28(7) 5 . . . ? Tb1 O4 C2 C5 149(6) 5 . . . ? Tb2 O3 C2 O4 -59.9(19) 5 . . . ? Tb2 O3 C2 C5 123.6(12) 5 . . . ? O2 C1 C3 C8 5(3) . . . . ? O1 C1 C3 C8 -165.3(16) . . . . ? O2 C1 C3 C4 -172.9(15) . . . . ? O1 C1 C3 C4 17(2) . . . . ? C8 C3 C4 C5 -3(2) . . . . ? C1 C3 C4 C5 174.7(13) . . . . ? C3 C4 C5 C6 -0.5(19) . . . . ? C3 C4 C5 C2 -177.9(13) . . . . ? O4 C2 C5 C6 -8.6(19) . . . . ? O3 C2 C5 C6 168.2(12) . . . . ? O4 C2 C5 C4 168.8(13) . . . . ? O3 C2 C5 C4 -14.4(18) . . . . ? C4 C5 C6 C7 2(2) . . . . ? C2 C5 C6 C7 179.0(14) . . . . ? C5 C6 C7 C8 1(3) . . . . ? C5 C6 C7 O9 -174.5(15) . . . . ? C6 C7 C8 C3 -4(3) . . . . ? O9 C7 C8 C3 171.4(17) . . . . ? C4 C3 C8 C7 5(3) . . . . ? C1 C3 C8 C7 -172.2(18) . . . . ? Tb1 O6 C9 O5 -51(2) . . . . ? Tb1 O6 C9 C11 126.9(12) . . . . ? Tb2 O5 C9 O6 -67(3) . . . . ? Tb2 O5 C9 C11 115(2) . . . . ? Tb2 O8 C10 O7 -6.4(17) 5 . . . ? Tb2 O8 C10 C15 -175.1(12) 5 . . . ? Tb2 O7 C10 O8 6.3(17) 5 . . . ? Tb2 O7 C10 C15 175.3(12) 5 . . . ? O6 C9 C11 C12 167.0(13) . . . . ? O5 C9 C11 C12 -14.6(19) . . . . ? O6 C9 C11 C16 -16.4(18) . . . . ? O5 C9 C11 C16 162.0(13) . . . . ? C16 C11 C12 C13 2(2) . . . . ? C9 C11 C12 C13 178.2(14) . . . . ? C11 C12 C13 C14 0(3) . . . . ? C11 C12 C13 O10 -170.6(16) . . . . ? C12 C13 C14 C15 -5(3) . . . . ? O10 C13 C14 C15 166.3(15) . . . . ? C13 C14 C15 C16 8(2) . . . . ? C13 C14 C15 C10 -172.1(16) . . . . ? O8 C10 C15 C16 -159.4(16) . . . . ? O7 C10 C15 C16 32(2) . . . . ? Tb2 C10 C15 C16 111(12) 5 . . . ? O8 C10 C15 C14 21(2) . . . . ? O7 C10 C15 C14 -147.8(14) . . . . ? Tb2 C10 C15 C14 -68(13) 5 . . . ? C14 C15 C16 C11 -7(2) . . . . ? C10 C15 C16 C11 173.7(13) . . . . ? C12 C11 C16 C15 2(2) . . . . ? C9 C11 C16 C15 -174.6(12) . . . . ? 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 O2W 0.85 1.79 2.64(4) 174.3 1_455 O2W H2WA O8 0.85 2.27 3.12(3) 178.7 4_756 O2W H2WD O1 0.85 2.52 3.28(2) 149.5 . O1W H1WB O2W 0.85 1.86 2.69(5) 163.3 5_455 N1 H1A O7 0.85 2.12 2.62(3) 117.0 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.661 _refine_diff_density_min -1.715 _refine_diff_density_rms 0.191 _database_code_depnum_ccdc_archive 'CCDC 913881' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global data_a1 #TrackingRef 'Eu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C17 H8 Eu O9), 2(C2 H8 N), H2 O, 4(H O0.50)' _chemical_formula_sum 'C38 H38 Eu2 N2 O21' _chemical_formula_weight 1162.62 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_space_group_name_H-M C222(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' _cell_length_a 14.6077(6) _cell_length_b 16.5568(6) _cell_length_c 16.6303(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4022.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3091 _cell_measurement_theta_min 3.0400 _cell_measurement_theta_max 29.2660 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.920 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2296 _exptl_absorpt_coefficient_mu 3.181 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5548 _exptl_absorpt_correction_T_max 0.5832 _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _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 7635 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_unetI/netI 0.0481 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.71 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3541 _reflns_number_gt 3325 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 'The commands SIMU and DELU were used in the main structure to restrain the similar ADP and rigid-bond respectively. The command ISOR was applied to the water molecules and dimethylamine cation for isotropically refinement.' 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^)+(0.0685P)^2^+98.6536P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(5) _refine_ls_number_reflns 3541 _refine_ls_number_parameters 266 _refine_ls_number_restraints 373 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.1397 _refine_ls_wR_factor_gt 0.1378 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.050 _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 Eu1 Eu 0.66194(5) 0.0000 0.5000 0.0207(2) Uani 1 2 d SU . . Eu2 Eu 0.5000 0.16804(4) 0.7500 0.0209(2) Uani 1 2 d SU . . O1 O 0.5538(7) 0.0969(6) 0.5239(6) 0.0394(17) Uani 1 1 d U . . O2 O 0.4566(6) 0.1437(5) 0.6148(5) 0.0271(18) Uani 1 1 d U . . O3 O 0.2664(9) 0.3848(8) 0.5362(8) 0.066(3) Uani 1 1 d U . . O4 O 0.2719(9) 0.4261(8) 0.4140(8) 0.061(3) Uani 1 1 d U . . O5 O 0.4648(9) 0.2347(9) 0.2626(10) 0.069(3) Uani 0.50 1 d PU A -1 C5' C 0.4648(9) 0.2347(9) 0.2626(10) 0.069(3) Uani 0.50 1 d PU A -1 H5'A H 0.4366 0.2821 0.2404 0.082 Uiso 0.50 1 d PR A -1 H5'B H 0.4354 0.1895 0.2374 0.082 Uiso 0.50 1 d PR A -1 O6 O 0.3569(7) 0.2480(6) 0.7251(6) 0.048(3) Uani 1 1 d U . . O7 O 0.4353(7) 0.2804(6) 0.8322(6) 0.0415(17) Uani 1 1 d U . . O8 O 0.1310(6) 0.4654(5) 0.6353(6) 0.0295(19) Uani 1 1 d U . . O9 O 0.1021(7) 0.5654(7) 0.7219(6) 0.048(2) Uani 1 1 d U . . O10 O 0.2315(10) 0.4688(9) 0.9872(11) 0.070(3) Uani 0.50 1 d PU B -1 C10' C 0.2315(10) 0.4688(9) 0.9872(11) 0.070(3) Uani 0.50 1 d PU B -1 H10A H 0.2847 0.4445 1.0110 0.084 Uiso 0.50 1 d PR B -1 H10B H 0.1798 0.4439 1.0128 0.084 Uiso 0.50 1 d PR B -1 O1W O 0.528(4) 0.5000 0.5000 0.153 Uani 0.50 2 d SPU . . H1WC H 0.5158 0.5202 0.4633 0.230 Uiso 0.50 1 d PR . . N1 N 0.2094(16) 0.2066(14) 0.6396(16) 0.143 Uani 1 1 d DU . . H1A H 0.1980 0.2397 0.6814 0.172 Uiso 1 1 calc R . . H1B H 0.2698 0.2085 0.6294 0.172 Uiso 1 1 calc R . . O3W O 0.5445(16) 0.4313(15) 0.8759(18) 0.164(9) Uani 1 1 d U . . H3WA H 0.5129 0.3898 0.8643 0.246 Uiso 1 1 d R . . H3WB H 0.6151 0.4429 0.8791 0.246 Uiso 1 1 d R . . O2W O 0.5000 0.527(4) 0.7500 0.165 Uani 0.50 2 d SP . . H2WA H 0.5138 0.4988 0.7831 0.248 Uiso 0.50 1 d PR . . C1 C 0.4905(11) 0.1424(8) 0.5440(8) 0.0394(17) Uani 1 1 d U . . C2 C 0.2968(11) 0.3792(10) 0.4654(10) 0.045(3) Uani 1 1 d U . . C3 C 0.4512(8) 0.1951(7) 0.4830(7) 0.024(2) Uani 1 1 d U . . C4 C 0.4755(10) 0.1858(11) 0.4033(9) 0.051(4) Uani 1 1 d U A . H4 H 0.5193 0.1475 0.3895 0.061 Uiso 1 1 calc R . . C5 C 0.4362(14) 0.2322(13) 0.3437(11) 0.067(5) Uani 1 1 d U . . C6 C 0.3783(12) 0.2932(11) 0.3646(10) 0.053(4) Uani 1 1 d U A . H6 H 0.3535 0.3256 0.3244 0.064 Uiso 1 1 calc R . . C7 C 0.3546(10) 0.3088(9) 0.4456(9) 0.041(3) Uani 1 1 d U . . C8 C 0.3916(8) 0.2579(7) 0.5055(10) 0.029(2) Uani 1 1 d U A . H8 H 0.3767 0.2658 0.5593 0.035 Uiso 1 1 calc R . . C9 C 0.3688(11) 0.2936(9) 0.7859(9) 0.0415(17) Uani 1 1 d U . . C10 C 0.1365(8) 0.4984(10) 0.7037(6) 0.031(2) Uani 1 1 d U . . C11 C 0.2991(10) 0.3553(8) 0.8074(8) 0.035(3) Uani 1 1 d U . . C12 C 0.2471(8) 0.3922(7) 0.7488(10) 0.031(2) Uani 1 1 d U . . H12 H 0.2524 0.3756 0.6956 0.038 Uiso 1 1 calc R . . C13 C 0.1874(8) 0.4536(7) 0.7683(7) 0.027(2) Uani 1 1 d U . . C14 C 0.1794(12) 0.4803(9) 0.8468(8) 0.053(4) Uani 1 1 d U B . H14 H 0.1440 0.5253 0.8590 0.064 Uiso 1 1 calc R . . C15 C 0.2258(14) 0.4381(12) 0.9081(10) 0.067(5) Uani 1 1 d U . . C16 C 0.2871(13) 0.3790(11) 0.8873(9) 0.057(4) Uani 1 1 d U B . H16 H 0.3214 0.3541 0.9273 0.068 Uiso 1 1 calc R . . C18 C 0.184(3) 0.1220(16) 0.662(2) 0.175(7) Uani 1 1 d DU . . H18A H 0.1947 0.1135 0.7186 0.263 Uiso 1 1 d R . . H18B H 0.2139 0.0877 0.6351 0.263 Uiso 1 1 d R . . H18C H 0.1195 0.1156 0.6515 0.263 Uiso 1 1 d R . . C17 C 0.158(3) 0.2368(19) 0.567(2) 0.174(7) Uani 1 1 d DU . . H17A H 0.2010 0.2332 0.5235 0.260 Uiso 1 1 d R . . H17B H 0.1409 0.2922 0.5751 0.260 Uiso 1 1 d R . . H17C H 0.1050 0.2052 0.5552 0.260 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.0256(4) 0.0205(4) 0.0160(4) 0.0005(4) 0.000 0.000 Eu2 0.0279(4) 0.0199(4) 0.0148(4) 0.000 -0.0002(3) 0.000 O1 0.041(2) 0.040(2) 0.038(2) -0.0005(13) 0.0015(13) 0.0049(13) O2 0.037(4) 0.030(4) 0.013(3) 0.005(3) 0.002(3) 0.007(4) O3 0.069(4) 0.066(4) 0.063(3) 0.0007(19) 0.0018(19) 0.007(2) O4 0.062(3) 0.060(3) 0.060(3) 0.0030(19) 0.0022(19) 0.0052(19) O5 0.069(4) 0.071(4) 0.067(3) 0.0012(14) 0.0016(14) 0.0027(14) C5' 0.069(4) 0.071(4) 0.067(3) 0.0012(14) 0.0016(14) 0.0027(14) O6 0.043(6) 0.061(6) 0.040(6) -0.029(4) -0.010(4) 0.030(5) O7 0.043(2) 0.041(2) 0.040(2) -0.0054(17) -0.0042(17) 0.0066(17) O8 0.032(2) 0.030(2) 0.027(2) 0.0005(18) -0.0010(18) 0.0001(18) O9 0.051(3) 0.047(3) 0.046(3) -0.0018(18) -0.0016(19) 0.0075(19) O10 0.073(4) 0.070(4) 0.068(3) -0.0017(14) -0.0007(14) 0.0038(14) C10' 0.073(4) 0.070(4) 0.068(3) -0.0017(14) -0.0007(14) 0.0038(14) O1W 0.143 0.156 0.160 0.000 0.000 0.000 N1 0.143 0.143 0.143 0.000 0.000 0.000 O3W 0.163(9) 0.164(9) 0.164(9) -0.001(2) -0.001(2) 0.000(2) O2W 0.162 0.162 0.172 0.000 0.000 0.000 C1 0.041(2) 0.040(2) 0.038(2) -0.0005(13) 0.0015(13) 0.0049(13) C2 0.040(8) 0.057(8) 0.037(6) 0.011(6) 0.002(6) 0.016(6) C3 0.021(5) 0.035(6) 0.017(5) -0.010(4) 0.001(4) 0.002(4) C4 0.040(8) 0.076(10) 0.036(5) -0.012(6) -0.003(6) 0.040(7) C5 0.073(11) 0.088(12) 0.041(6) 0.013(8) 0.005(7) 0.046(9) C6 0.060(9) 0.066(9) 0.033(6) 0.017(7) -0.004(6) 0.029(7) C7 0.045(8) 0.051(7) 0.028(6) 0.010(5) 0.001(5) 0.007(5) C8 0.037(6) 0.032(5) 0.017(5) -0.010(5) -0.007(6) 0.006(4) C9 0.043(2) 0.041(2) 0.040(2) -0.0054(17) -0.0042(17) 0.0066(17) C10 0.044(6) 0.036(6) 0.013(5) -0.002(5) 0.004(4) 0.011(6) C11 0.056(7) 0.029(6) 0.019(5) -0.003(5) -0.010(5) 0.011(5) C12 0.045(6) 0.033(6) 0.016(5) 0.002(6) 0.002(6) 0.008(4) C13 0.029(6) 0.032(6) 0.019(5) 0.000(4) 0.001(4) 0.000(4) C14 0.077(10) 0.056(10) 0.027(5) 0.003(6) 0.016(6) 0.046(8) C15 0.091(12) 0.077(11) 0.032(6) 0.009(6) -0.001(7) 0.053(9) C16 0.080(11) 0.068(10) 0.021(6) 0.008(6) -0.007(7) 0.039(8) C18 0.176(8) 0.175(7) 0.176(8) 0.001(2) 0.000(2) 0.000(2) C17 0.174(8) 0.174(8) 0.173(7) 0.001(2) -0.001(2) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O1 2.286(10) 3_556 ? Eu1 O1 2.286(10) . ? Eu1 O8 2.366(9) 7_556 ? Eu1 O8 2.366(9) 5_545 ? Eu1 O4 2.475(12) 7_556 ? Eu1 O4 2.475(12) 5_545 ? Eu1 O3 2.517(13) 7_556 ? Eu1 O3 2.517(13) 5_545 ? Eu1 C2 2.866(15) 7_556 ? Eu1 C2 2.866(15) 5_545 ? Eu2 O9 2.309(11) 8_546 ? Eu2 O9 2.309(11) 5_545 ? Eu2 O2 2.371(8) . ? Eu2 O2 2.371(8) 4_656 ? Eu2 O7 2.495(10) . ? Eu2 O7 2.495(10) 4_656 ? Eu2 O6 2.509(9) 4_656 ? Eu2 O6 2.509(9) . ? Eu2 C9 2.890(15) 4_656 ? O1 C1 1.239(17) . ? O2 C1 1.278(17) . ? O3 C2 1.262(19) . ? O3 Eu1 2.517(13) 5_455 ? O4 C2 1.210(19) . ? O4 Eu1 2.475(12) 5_455 ? O5 C5 1.41(2) . ? O5 H5'A 0.9600 . ? O5 H5'B 0.9600 . ? O6 C9 1.273(17) . ? O7 C9 1.259(18) . ? O8 C10 1.264(15) . ? O8 Eu1 2.366(9) 5_455 ? O9 C10 1.254(17) . ? O9 Eu2 2.309(11) 5_455 ? O10 C15 1.41(2) . ? O10 H10A 0.9600 . ? O10 H10B 0.9599 . ? O1W H1WC 0.7199 . ? O1W H1WC 0.7199 . ? N1 C17 1.499(2) . ? N1 C18 1.500(2) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? O3W H3WA 0.8499 . ? O3W H3WB 1.0501 . ? O2W H2WA 0.7499 . ? C1 C3 1.456(18) . ? C2 C7 1.48(2) . ? C2 Eu1 2.866(15) 5_455 ? C3 C4 1.380(18) . ? C3 C8 1.408(16) . ? C4 C5 1.38(2) . ? C4 H4 0.9300 . ? C5 C6 1.36(2) . ? C6 C7 1.41(2) . ? C6 H6 0.9300 . ? C7 C8 1.41(2) . ? C8 H8 0.9300 . ? C9 C11 1.49(2) . ? C10 C13 1.502(17) . ? C11 C12 1.379(19) . ? C11 C16 1.40(2) . ? C12 C13 1.378(17) . ? C12 H12 0.9300 . ? C13 C14 1.383(17) . ? C14 C15 1.41(2) . ? C14 H14 0.9300 . ? C15 C16 1.37(2) . ? C16 H16 0.9300 . ? C18 H18A 0.9602 . ? C18 H18B 0.8501 . ? C18 H18C 0.9599 . ? C17 H17A 0.9595 . ? C17 H17B 0.9602 . ? C17 H17C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Eu1 O1 92.6(5) 3_556 . ? O1 Eu1 O8 82.7(3) 3_556 7_556 ? O1 Eu1 O8 82.2(3) . 7_556 ? O1 Eu1 O8 82.2(3) 3_556 5_545 ? O1 Eu1 O8 82.7(3) . 5_545 ? O8 Eu1 O8 158.0(4) 7_556 5_545 ? O1 Eu1 O4 153.7(4) 3_556 7_556 ? O1 Eu1 O4 90.1(4) . 7_556 ? O8 Eu1 O4 123.6(4) 7_556 7_556 ? O8 Eu1 O4 72.2(4) 5_545 7_556 ? O1 Eu1 O4 90.1(4) 3_556 5_545 ? O1 Eu1 O4 153.7(4) . 5_545 ? O8 Eu1 O4 72.2(4) 7_556 5_545 ? O8 Eu1 O4 123.6(4) 5_545 5_545 ? O4 Eu1 O4 99.0(6) 7_556 5_545 ? O1 Eu1 O3 155.4(4) 3_556 7_556 ? O1 Eu1 O3 85.9(4) . 7_556 ? O8 Eu1 O3 72.8(4) 7_556 7_556 ? O8 Eu1 O3 121.8(4) 5_545 7_556 ? O4 Eu1 O3 50.9(4) 7_556 7_556 ? O4 Eu1 O3 81.0(4) 5_545 7_556 ? O1 Eu1 O3 85.9(4) 3_556 5_545 ? O1 Eu1 O3 155.4(4) . 5_545 ? O8 Eu1 O3 121.8(4) 7_556 5_545 ? O8 Eu1 O3 72.8(4) 5_545 5_545 ? O4 Eu1 O3 81.0(4) 7_556 5_545 ? O4 Eu1 O3 50.9(4) 5_545 5_545 ? O3 Eu1 O3 105.3(6) 7_556 5_545 ? O1 Eu1 C2 178.4(4) 3_556 7_556 ? O1 Eu1 C2 87.1(4) . 7_556 ? O8 Eu1 C2 98.8(4) 7_556 7_556 ? O8 Eu1 C2 96.3(4) 5_545 7_556 ? O4 Eu1 C2 24.8(4) 7_556 7_556 ? O4 Eu1 C2 90.9(5) 5_545 7_556 ? O3 Eu1 C2 26.1(4) 7_556 7_556 ? O3 Eu1 C2 93.7(4) 5_545 7_556 ? O1 Eu1 C2 87.1(4) 3_556 5_545 ? O1 Eu1 C2 178.4(4) . 5_545 ? O8 Eu1 C2 96.3(4) 7_556 5_545 ? O8 Eu1 C2 98.8(4) 5_545 5_545 ? O4 Eu1 C2 90.9(4) 7_556 5_545 ? O4 Eu1 C2 24.8(4) 5_545 5_545 ? O3 Eu1 C2 93.7(4) 7_556 5_545 ? O3 Eu1 C2 26.1(4) 5_545 5_545 ? C2 Eu1 C2 93.2(7) 7_556 5_545 ? O9 Eu2 O9 85.2(6) 8_546 5_545 ? O9 Eu2 O2 83.9(3) 8_546 . ? O9 Eu2 O2 81.7(3) 5_545 . ? O9 Eu2 O2 81.7(3) 8_546 4_656 ? O9 Eu2 O2 83.9(3) 5_545 4_656 ? O2 Eu2 O2 160.4(4) . 4_656 ? O9 Eu2 O7 101.1(4) 8_546 . ? O9 Eu2 O7 154.8(3) 5_545 . ? O2 Eu2 O7 123.1(3) . . ? O2 Eu2 O7 73.0(3) 4_656 . ? O9 Eu2 O7 154.8(3) 8_546 4_656 ? O9 Eu2 O7 101.1(4) 5_545 4_656 ? O2 Eu2 O7 73.0(3) . 4_656 ? O2 Eu2 O7 123.1(3) 4_656 4_656 ? O7 Eu2 O7 83.6(5) . 4_656 ? O9 Eu2 O6 153.3(3) 8_546 4_656 ? O9 Eu2 O6 83.3(4) 5_545 4_656 ? O2 Eu2 O6 118.0(3) . 4_656 ? O2 Eu2 O6 73.2(3) 4_656 4_656 ? O7 Eu2 O6 80.3(4) . 4_656 ? O7 Eu2 O6 51.8(3) 4_656 4_656 ? O9 Eu2 O6 83.3(4) 8_546 . ? O9 Eu2 O6 153.3(3) 5_545 . ? O2 Eu2 O6 73.2(3) . . ? O2 Eu2 O6 118.0(3) 4_656 . ? O7 Eu2 O6 51.8(3) . . ? O7 Eu2 O6 80.3(4) 4_656 . ? O6 Eu2 O6 116.3(5) 4_656 . ? O9 Eu2 C9 178.6(4) 8_546 4_656 ? O9 Eu2 C9 93.4(4) 5_545 4_656 ? O2 Eu2 C9 96.0(4) . 4_656 ? O2 Eu2 C9 98.1(4) 4_656 4_656 ? O7 Eu2 C9 80.1(4) . 4_656 ? O7 Eu2 C9 25.7(4) 4_656 4_656 ? O6 Eu2 C9 26.1(4) 4_656 4_656 ? O6 Eu2 C9 98.0(4) . 4_656 ? C1 O1 Eu1 171.7(10) . . ? C1 O2 Eu2 140.7(9) . . ? C2 O3 Eu1 92.6(10) . 5_455 ? C2 O4 Eu1 96.0(10) . 5_455 ? C5 O5 H5'A 105.4 . . ? C5 O5 H5'B 105.2 . . ? H5'A O5 H5'B 106.1 . . ? C9 O6 Eu2 93.9(8) . . ? C9 O7 Eu2 95.0(9) . . ? C10 O8 Eu1 137.6(9) . 5_455 ? C10 O9 Eu2 163.4(10) . 5_455 ? C15 O10 H10A 106.3 . . ? C15 O10 H10B 102.3 . . ? H10A O10 H10B 105.9 . . ? H1WC O1W H1WC 0.0 . . ? C17 N1 C18 112.9(2) . . ? C17 N1 H1A 109.0 . . ? C18 N1 H1A 109.0 . . ? C17 N1 H1B 109.0 . . ? C18 N1 H1B 109.0 . . ? H1A N1 H1B 107.8 . . ? H3WA O3W H3WB 134.0 . . ? O1 C1 O2 123.2(12) . . ? O1 C1 C3 118.1(12) . . ? O2 C1 C3 118.6(12) . . ? O4 C2 O3 120.4(16) . . ? O4 C2 C7 121.4(15) . . ? O3 C2 C7 117.8(14) . . ? O4 C2 Eu1 59.2(9) . 5_455 ? O3 C2 Eu1 61.3(9) . 5_455 ? C7 C2 Eu1 171.5(12) . 5_455 ? C4 C3 C8 119.8(12) . . ? C4 C3 C1 120.1(11) . . ? C8 C3 C1 120.1(12) . . ? C5 C4 C3 121.4(13) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C6 C5 C4 119.2(15) . . ? C6 C5 O5 113.9(15) . . ? C4 C5 O5 125.4(15) . . ? C5 C6 C7 122.0(14) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C8 C7 C6 118.0(13) . . ? C8 C7 C2 122.2(13) . . ? C6 C7 C2 119.7(13) . . ? C3 C8 C7 119.3(14) . . ? C3 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? O7 C9 O6 119.2(13) . . ? O7 C9 C11 120.0(13) . . ? O6 C9 C11 120.3(13) . . ? O9 C10 O8 125.0(12) . . ? O9 C10 C13 117.5(10) . . ? O8 C10 C13 117.5(12) . . ? C12 C11 C16 118.6(13) . . ? C12 C11 C9 120.8(12) . . ? C16 C11 C9 120.6(13) . . ? C13 C12 C11 120.6(14) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 120.7(12) . . ? C12 C13 C10 120.6(11) . . ? C14 C13 C10 118.4(11) . . ? C13 C14 C15 119.0(13) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? C16 C15 C14 119.0(15) . . ? C16 C15 O10 117.0(15) . . ? C14 C15 O10 121.6(15) . . ? C15 C16 C11 121.6(14) . . ? C15 C16 H16 119.2 . . ? C11 C16 H16 119.2 . . ? N1 C18 H18A 110.0 . . ? N1 C18 H18B 111.0 . . ? H18A C18 H18B 109.5 . . ? N1 C18 H18C 107.4 . . ? H18A C18 H18C 109.4 . . ? H18B C18 H18C 109.5 . . ? N1 C17 H17A 105.4 . . ? N1 C17 H17B 110.0 . . ? H17A C17 H17B 109.5 . . ? N1 C17 H17C 113.0 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Eu1 O1 C1 53(7) 3_556 . . . ? O8 Eu1 O1 C1 135(7) 7_556 . . . ? O8 Eu1 O1 C1 -29(7) 5_545 . . . ? O4 Eu1 O1 C1 -101(7) 7_556 . . . ? O4 Eu1 O1 C1 148(7) 5_545 . . . ? O3 Eu1 O1 C1 -152(7) 7_556 . . . ? O3 Eu1 O1 C1 -33(7) 5_545 . . . ? C2 Eu1 O1 C1 -126(7) 7_556 . . . ? C2 Eu1 O1 C1 133(15) 5_545 . . . ? O9 Eu2 O2 C1 -143.4(13) 8_546 . . . ? O9 Eu2 O2 C1 -57.4(13) 5_545 . . . ? O2 Eu2 O2 C1 -100.6(13) 4_656 . . . ? O7 Eu2 O2 C1 117.2(12) . . . . ? O7 Eu2 O2 C1 47.0(13) 4_656 . . . ? O6 Eu2 O2 C1 20.4(13) 4_656 . . . ? O6 Eu2 O2 C1 131.7(13) . . . . ? C9 Eu2 O2 C1 35.2(13) 4_656 . . . ? O9 Eu2 O6 C9 112.1(9) 8_546 . . . ? O9 Eu2 O6 C9 177.2(10) 5_545 . . . ? O2 Eu2 O6 C9 -162.3(10) . . . . ? O2 Eu2 O6 C9 35.2(10) 4_656 . . . ? O7 Eu2 O6 C9 2.2(9) . . . . ? O7 Eu2 O6 C9 -87.2(9) 4_656 . . . ? O6 Eu2 O6 C9 -48.9(8) 4_656 . . . ? C9 Eu2 O6 C9 -68.5(11) 4_656 . . . ? O9 Eu2 O7 C9 -74.4(10) 8_546 . . . ? O9 Eu2 O7 C9 -176.9(10) 5_545 . . . ? O2 Eu2 O7 C9 15.5(10) . . . . ? O2 Eu2 O7 C9 -152.1(10) 4_656 . . . ? O7 Eu2 O7 C9 80.5(9) 4_656 . . . ? O6 Eu2 O7 C9 132.7(9) 4_656 . . . ? O6 Eu2 O7 C9 -2.2(9) . . . . ? C9 Eu2 O7 C9 106.2(10) 4_656 . . . ? Eu1 O1 C1 O2 32(8) . . . . ? Eu1 O1 C1 C3 -146(6) . . . . ? Eu2 O2 C1 O1 60(2) . . . . ? Eu2 O2 C1 C3 -121.9(13) . . . . ? Eu1 O4 C2 O3 -2.9(19) 5_455 . . . ? Eu1 O4 C2 C7 170.1(14) 5_455 . . . ? Eu1 O3 C2 O4 2.9(19) 5_455 . . . ? Eu1 O3 C2 C7 -170.4(13) 5_455 . . . ? O1 C1 C3 C4 9(2) . . . . ? O2 C1 C3 C4 -169.3(14) . . . . ? O1 C1 C3 C8 -168.2(12) . . . . ? O2 C1 C3 C8 13.6(19) . . . . ? C8 C3 C4 C5 -6(2) . . . . ? C1 C3 C4 C5 176.9(17) . . . . ? C3 C4 C5 C6 6(3) . . . . ? C3 C4 C5 O5 171.2(18) . . . . ? C4 C5 C6 C7 -2(3) . . . . ? O5 C5 C6 C7 -169.2(17) . . . . ? C5 C6 C7 C8 -1(3) . . . . ? C5 C6 C7 C2 175.6(19) . . . . ? O4 C2 C7 C8 173.7(15) . . . . ? O3 C2 C7 C8 -13(2) . . . . ? Eu1 C2 C7 C8 -95(7) 5_455 . . . ? O4 C2 C7 C6 -3(3) . . . . ? O3 C2 C7 C6 170.2(17) . . . . ? Eu1 C2 C7 C6 89(7) 5_455 . . . ? C4 C3 C8 C7 2.4(19) . . . . ? C1 C3 C8 C7 179.5(12) . . . . ? C6 C7 C8 C3 1(2) . . . . ? C2 C7 C8 C3 -175.7(13) . . . . ? Eu2 O7 C9 O6 4.0(15) . . . . ? Eu2 O7 C9 C11 176.6(13) . . . . ? Eu2 O6 C9 O7 -3.9(15) . . . . ? Eu2 O6 C9 C11 -176.6(13) . . . . ? Eu2 O9 C10 O8 67(4) 5_455 . . . ? Eu2 O9 C10 C13 -112(3) 5_455 . . . ? Eu1 O8 C10 O9 53.0(19) 5_455 . . . ? Eu1 O8 C10 C13 -127.6(11) 5_455 . . . ? O7 C9 C11 C12 155.9(14) . . . . ? O6 C9 C11 C12 -32(2) . . . . ? O7 C9 C11 C16 -22(2) . . . . ? O6 C9 C11 C16 150.6(16) . . . . ? C16 C11 C12 C13 3(2) . . . . ? C9 C11 C12 C13 -175.2(13) . . . . ? C11 C12 C13 C14 1(2) . . . . ? C11 C12 C13 C10 174.9(12) . . . . ? O9 C10 C13 C12 -162.2(12) . . . . ? O8 C10 C13 C12 18.3(18) . . . . ? O9 C10 C13 C14 11.8(19) . . . . ? O8 C10 C13 C14 -167.6(13) . . . . ? C12 C13 C14 C15 -7(2) . . . . ? C10 C13 C14 C15 179.2(16) . . . . ? C13 C14 C15 C16 9(3) . . . . ? C13 C14 C15 O10 170.6(17) . . . . ? C14 C15 C16 C11 -5(3) . . . . ? O10 C15 C16 C11 -167.8(18) . . . . ? C12 C11 C16 C15 -1(3) . . . . ? C9 C11 C16 C15 177.3(18) . . . . ? 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 H1WC O3W 0.72 1.88 2.59(4) 166.6 2_664 N1 H1A O5 0.90 2.77 3.41(3) 129.0 6 N1 H1B O6 0.90 2.14 2.67(2) 117.0 . O3W H3WA O7 0.85 2.20 3.05(3) 177.9 . O3W H3WB O3 1.05 2.43 3.22(3) 130.9 4_656 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.738 _refine_diff_density_min -1.873 _refine_diff_density_rms 0.202 _database_code_depnum_ccdc_archive 'CCDC 913882'