# Electronic Supplementary Material (ESI) for CrystEngComm # 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_1 _database_code_depnum_ccdc_archive 'CCDC 860911' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H10 Ce O11' _chemical_formula_weight 362.23 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' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.297(2) _cell_length_b 9.6650(19) _cell_length_c 10.413(2) _cell_angle_alpha 90.00 _cell_angle_beta 114.59(3) _cell_angle_gamma 90.00 _cell_volume 1033.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9369 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 4.449 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3909 _exptl_absorpt_correction_T_max 0.5184 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9369 _diffrn_reflns_av_R_equivalents 0.0707 _diffrn_reflns_av_sigmaI/netI 0.0810 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2371 _reflns_number_gt 2062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0234P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0111(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2371 _refine_ls_number_parameters 157 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.0792 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.091 _refine_ls_shift/su_mean 0.004 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ce1 Ce 0.810764(11) 0.046214(15) 0.668591(13) 0.01488(4) Uani 1 1 d . . . O1 O 0.60587(15) 0.1043(2) 0.46116(19) 0.0267(5) Uani 1 1 d . . . O2 O 0.60698(16) -0.0706(2) 0.6599(2) 0.0240(5) Uani 1 1 d . . . O3 O 0.87393(17) -0.1008(2) 0.8836(2) 0.0307(5) Uani 1 1 d . . . O4 O 0.99259(16) 0.1400(2) 0.89137(18) 0.0230(5) Uani 1 1 d . . . O5 O 0.84283(16) 0.0653(2) 0.4364(2) 0.0298(5) Uani 1 1 d . . . O6 O 1.02962(16) -0.0262(2) 0.67669(19) 0.0239(5) Uani 1 1 d . . . O7 O 0.70068(18) 0.1922(3) 0.7946(2) 0.0436(6) Uani 1 1 d . . . H7A H 0.7483 0.1962 0.8792 0.065 Uiso 1 1 calc R . . H7B H 0.6873 0.2734 0.7601 0.065 Uiso 1 1 d R . . O8 O 0.8284(2) 0.2974(2) 0.6142(2) 0.0430(7) Uani 1 1 d . . . H8A H 0.8559 0.3422 0.6877 0.065 Uiso 1 1 calc R . . H8B H 0.8810 0.3050 0.5753 0.065 Uiso 1 1 d R . . O9 O 0.78984(18) -0.1963(2) 0.5745(2) 0.0431(6) Uani 1 1 d . . . H9A H 0.8142 -0.2513 0.6404 0.065 Uiso 1 1 calc R . . H9C H 0.8368 -0.2050 0.5290 0.065 Uiso 1 1 d R . . C1 C 0.4998(2) 0.0510(3) 0.4431(3) 0.0177(6) Uani 1 1 d . . . C2 C 1.0343(2) 0.0697(3) 1.0022(3) 0.0191(6) Uani 1 1 d . . . C3 C 1.0546(2) -0.0266(3) 0.5695(3) 0.0206(7) Uani 1 1 d . . . OW2' O 0.5756(4) -0.3042(6) 0.7949(6) 0.107(2) Uani 0.613(4) 1 d P . . HW2D H 0.5767 -0.3794 0.7530 0.160 Uiso 0.613(4) 1 d PR . . HW2E H 0.6115 -0.3168 0.8837 0.160 Uiso 0.613(4) 1 d PR . . OW2 O 0.5608(6) -0.2021(9) 0.8757(7) 0.068(3) Uani 0.387(4) 1 d P . . HW2A H 0.5424 -0.1484 0.9295 0.102 Uiso 0.387(4) 1 d PR . . HW2B H 0.4909 -0.2317 0.8102 0.102 Uiso 0.387(4) 1 d PR . . OW1' O 0.6615(6) -0.0973(8) 1.1753(10) 0.117(4) Uani 0.463(5) 1 d P . . HW1D H 0.7131 -0.1588 1.2272 0.175 Uiso 0.463(5) 1 d PR . . HW1E H 0.6676 -0.0248 1.2239 0.175 Uiso 0.463(5) 1 d PR . . OW1 O 0.5873(10) 0.0308(12) 1.021(2) 0.330(12) Uani 0.537(5) 1 d P . . HW1A H 0.5244 0.0878 0.9943 0.495 Uiso 0.537(5) 1 d PR . . HW1B H 0.5589 -0.0504 1.0221 0.495 Uiso 0.537(5) 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.01124(6) 0.02067(9) 0.01175(7) -0.00023(5) 0.00382(5) 0.00009(5) O1 0.0135(7) 0.0357(11) 0.0263(9) 0.0113(9) 0.0035(6) -0.0037(8) O2 0.0125(7) 0.0321(10) 0.0220(9) 0.0091(8) 0.0018(6) -0.0018(7) O3 0.0298(9) 0.0311(11) 0.0188(9) 0.0040(9) -0.0023(7) -0.0130(8) O4 0.0262(8) 0.0234(10) 0.0151(8) 0.0011(8) 0.0042(6) -0.0065(8) O5 0.0192(7) 0.0508(13) 0.0232(9) 0.0109(9) 0.0126(6) 0.0143(8) O6 0.0210(7) 0.0366(11) 0.0148(8) 0.0032(8) 0.0081(6) 0.0092(8) O7 0.0333(9) 0.0485(14) 0.0479(11) -0.0233(11) 0.0159(8) 0.0011(10) O8 0.0606(12) 0.0353(12) 0.0241(10) -0.0016(10) 0.0088(9) -0.0175(11) O9 0.0377(9) 0.0352(12) 0.0601(13) -0.0186(11) 0.0240(8) 0.0016(9) C1 0.0160(9) 0.0196(13) 0.0172(11) -0.0026(10) 0.0065(8) 0.0002(9) C2 0.0179(10) 0.0234(14) 0.0155(11) 0.0001(11) 0.0065(8) -0.0031(9) C3 0.0206(10) 0.0244(14) 0.0180(11) 0.0029(11) 0.0093(9) 0.0033(10) OW2' 0.055(3) 0.125(4) 0.112(4) 0.087(3) 0.006(3) -0.017(3) OW2 0.040(3) 0.103(6) 0.052(4) 0.036(4) 0.011(3) 0.009(4) OW1' 0.049(4) 0.089(5) 0.170(8) -0.078(5) 0.005(4) -0.001(4) OW1 0.089(7) 0.174(11) 0.54(3) -0.145(12) -0.052(12) -0.008(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ce1 O1 2.4855(19) . ? Ce1 O3 2.492(2) . ? Ce1 O9 2.513(2) . ? Ce1 O8 2.520(2) . ? Ce1 O2 2.5317(19) . ? Ce1 O6 2.5370(19) . ? Ce1 O4 2.5409(18) . ? Ce1 O7 2.572(2) . ? Ce1 O5 2.597(2) . ? O1 C1 1.244(3) . ? O2 C1 1.251(3) 3_656 ? O3 C2 1.246(3) 3_757 ? O4 C2 1.251(3) . ? O5 C3 1.243(3) 3_756 ? O6 C3 1.261(4) . ? O7 H7A 0.8200 . ? O7 H7B 0.8499 . ? O8 H8A 0.8200 . ? O8 H8B 0.8500 . ? O9 H9A 0.8200 . ? O9 H9C 0.8499 . ? C1 O2 1.251(3) 3_656 ? C1 C1 1.541(5) 3_656 ? C2 O3 1.246(3) 3_757 ? C2 C2 1.545(5) 3_757 ? C3 O5 1.243(3) 3_756 ? C3 C3 1.547(5) 3_756 ? OW2' OW2 1.352(10) . ? OW2' HW2D 0.8501 . ? OW2' HW2E 0.8500 . ? OW2' HW2B 1.2492 . ? OW2 HW2E 1.2349 . ? OW2 HW2A 0.8500 . ? OW2 HW2B 0.8500 . ? OW1' HW1D 0.8500 . ? OW1' HW1E 0.8500 . ? OW1 HW1A 0.8501 . ? OW1 HW1B 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ce1 O3 136.43(6) . . ? O1 Ce1 O9 88.25(7) . . ? O3 Ce1 O9 76.34(7) . . ? O1 Ce1 O8 73.68(6) . . ? O3 Ce1 O8 137.02(7) . . ? O9 Ce1 O8 144.51(8) . . ? O1 Ce1 O2 64.25(6) . . ? O3 Ce1 O2 72.18(6) . . ? O9 Ce1 O2 68.49(7) . . ? O8 Ce1 O2 125.29(7) . . ? O1 Ce1 O6 129.31(7) . . ? O3 Ce1 O6 84.38(7) . . ? O9 Ce1 O6 71.81(6) . . ? O8 Ce1 O6 96.09(7) . . ? O2 Ce1 O6 137.48(6) . . ? O1 Ce1 O4 145.03(7) . . ? O3 Ce1 O4 64.07(6) . . ? O9 Ce1 O4 126.71(6) . . ? O8 Ce1 O4 75.65(6) . . ? O2 Ce1 O4 124.71(7) . . ? O6 Ce1 O4 70.23(6) . . ? O1 Ce1 O7 81.15(7) . . ? O3 Ce1 O7 82.70(8) . . ? O9 Ce1 O7 136.34(8) . . ? O8 Ce1 O7 71.74(8) . . ? O2 Ce1 O7 68.75(7) . . ? O6 Ce1 O7 143.68(6) . . ? O4 Ce1 O7 73.59(6) . . ? O1 Ce1 O5 67.36(6) . . ? O3 Ce1 O5 141.11(7) . . ? O9 Ce1 O5 74.33(7) . . ? O8 Ce1 O5 70.57(7) . . ? O2 Ce1 O5 118.38(6) . . ? O6 Ce1 O5 62.54(6) . . ? O4 Ce1 O5 116.87(6) . . ? O7 Ce1 O5 136.10(7) . . ? C1 O1 Ce1 121.84(17) . . ? C1 O2 Ce1 120.11(18) 3_656 . ? C2 O3 Ce1 122.19(18) 3_757 . ? C2 O4 Ce1 120.00(16) . . ? C3 O5 Ce1 121.21(16) 3_756 . ? C3 O6 Ce1 123.08(15) . . ? Ce1 O7 H7A 109.5 . . ? Ce1 O7 H7B 109.2 . . ? H7A O7 H7B 109.4 . . ? Ce1 O8 H8A 109.5 . . ? Ce1 O8 H8B 109.0 . . ? H8A O8 H8B 109.4 . . ? Ce1 O9 H9A 109.5 . . ? Ce1 O9 H9C 109.3 . . ? H9A O9 H9C 109.5 . . ? O1 C1 O2 126.3(3) . 3_656 ? O1 C1 C1 117.1(2) . 3_656 ? O2 C1 C1 116.7(3) 3_656 3_656 ? O3 C2 O4 126.4(2) 3_757 . ? O3 C2 C2 116.6(3) 3_757 3_757 ? O4 C2 C2 117.0(3) . 3_757 ? O5 C3 O6 126.9(2) 3_756 . ? O5 C3 C3 116.8(3) 3_756 3_756 ? O6 C3 C3 116.2(3) . 3_756 ? OW2 OW2' HW2D 167.3 . . ? OW2 OW2' HW2E 63.5 . . ? HW2D OW2' HW2E 109.5 . . ? OW2 OW2' HW2B 37.9 . . ? HW2D OW2' HW2B 136.2 . . ? HW2E OW2' HW2B 89.1 . . ? OW2' OW2 HW2E 38.0 . . ? OW2' OW2 HW2A 169.5 . . ? HW2E OW2 HW2A 137.6 . . ? OW2' OW2 HW2B 64.5 . . ? HW2E OW2 HW2B 90.1 . . ? HW2A OW2 HW2B 109.5 . . ? HW1D OW1' HW1E 109.5 . . ? HW1A OW1 HW1B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.435 _refine_diff_density_min -1.419 _refine_diff_density_rms 0.222 data_10 _database_code_depnum_ccdc_archive 'CCDC 860912' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 Er O13' _chemical_formula_weight 462.44 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6103(19) _cell_length_b 11.531(2) _cell_length_c 12.200(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.03(3) _cell_angle_gamma 90.00 _cell_volume 1335.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12719 _cell_measurement_theta_min 3.07 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 6.351 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5926 _exptl_absorpt_correction_T_max 0.6793 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12719 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3051 _reflns_number_gt 2716 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3051 _refine_ls_number_parameters 176 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0313 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0985 _refine_ls_wR_factor_gt 0.0927 _refine_ls_goodness_of_fit_ref 0.811 _refine_ls_restrained_S_all 0.811 _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.005 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Er1 Er 0.21509(2) 0.011520(19) 0.332982(16) 0.01402(11) Uani 1 1 d . . . O1 O 0.1362(3) -0.1829(3) 0.3298(3) 0.0196(7) Uani 1 1 d . . . O2 O 0.3114(3) 0.1344(3) 0.2079(3) 0.0209(7) Uani 1 1 d . . . O3 O 0.3228(4) -0.1070(3) 0.2052(3) 0.0257(7) Uani 1 1 d . . . O4 O 0.1377(4) 0.2092(3) 0.3433(3) 0.0233(7) Uani 1 1 d . . . O5 O 0.4118(4) 0.1177(3) 0.4320(3) 0.0248(7) Uani 1 1 d . . . O6 O 0.3972(3) -0.1123(3) 0.4375(3) 0.0269(8) Uani 1 1 d . . . O7 O -0.0334(4) 0.0078(3) 0.3558(3) 0.0203(8) Uani 1 1 d . . . O8 O 0.1822(4) 0.0108(3) 0.5216(3) 0.0261(8) Uani 1 1 d . . . O9 O 0.0551(4) 0.0193(3) 0.1588(3) 0.0283(8) Uani 1 1 d . . . H9A H 0.0072 0.0815 0.1555 0.043 Uiso 1 1 d R . . H9B H 0.1022 0.0176 0.1054 0.043 Uiso 1 1 d R . . H9C H 0.0000 -0.0387 0.1543 0.043 Uiso 1 1 d R . . O10 O 0.1916(8) -0.2485(10) -0.1660(6) 0.138(3) Uiso 1 1 d . . . H10A H 0.1242 -0.2457 -0.1324 0.206 Uiso 1 1 calc R . . C1 C 0.2002(4) -0.2585(4) 0.2837(3) 0.0154(8) Uani 1 1 d . . . C2 C 0.1957(5) 0.2859(4) 0.2922(4) 0.0188(9) Uani 1 1 d . . . C3 C 0.4960(4) -0.0661(4) 0.5012(3) 0.0199(10) Uani 1 1 d . . . C4 C -0.0630(5) -0.0007(3) 0.4530(4) 0.0185(10) Uani 1 1 d . . . C5 C 0.2290(5) -0.1299(5) -0.1967(4) 0.0317(12) Uani 1 1 d . . . H5B H 0.1482 -0.0952 -0.2427 0.038 Uiso 1 1 calc R . . H5C H 0.2503 -0.0836 -0.1298 0.038 Uiso 1 1 calc R . . C6 C 0.3473(7) -0.1259(9) -0.2553(7) 0.078(3) Uani 1 1 d . . . H6A H 0.3656 -0.0469 -0.2735 0.116 Uiso 1 1 calc R . . H6B H 0.3267 -0.1706 -0.3223 0.116 Uiso 1 1 calc R . . H6C H 0.4287 -0.1575 -0.2094 0.116 Uiso 1 1 calc R . . OW1 O 0.0924(5) 0.1523(4) -0.0314(4) 0.0550(12) Uani 1 1 d . . . HW1A H 0.0259 0.2013 -0.0334 0.083 Uiso 1 1 d R . . HW1B H 0.1635 0.1849 -0.0516 0.083 Uiso 1 1 d R . . OW2 O 0.3340(11) -0.0076(5) -0.0057(7) 0.088(3) Uani 1 1 d . . . HW2A H 0.2720 0.0310 0.0212 0.132 Uiso 1 1 d R . . HW2B H 0.3711 -0.0571 0.0417 0.132 Uiso 1 1 d R . . OW3 O 0.5847(6) -0.2152(5) 0.0346(4) 0.0719(16) Uani 1 1 d . . . HW3A H 0.6413 -0.2620 0.0725 0.108 Uiso 1 1 d R . . HW3B H 0.5333 -0.2521 -0.0170 0.108 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 Er1 0.01729(16) 0.01039(15) 0.01520(16) 0.00005(6) 0.00507(10) -0.00002(6) O1 0.0209(15) 0.0139(15) 0.0265(17) -0.0036(12) 0.0112(12) -0.0009(12) O2 0.0281(16) 0.0117(15) 0.0249(17) -0.0020(13) 0.0104(13) 0.0011(13) O3 0.0376(18) 0.0158(16) 0.0276(18) -0.0013(14) 0.0169(15) -0.0027(14) O4 0.0321(17) 0.0124(15) 0.0291(18) 0.0025(13) 0.0165(14) -0.0003(14) O5 0.0266(16) 0.0191(16) 0.0268(18) 0.0029(13) -0.0012(14) -0.0022(14) O6 0.0221(15) 0.0186(16) 0.037(2) -0.0058(14) -0.0037(14) -0.0016(13) O7 0.0223(18) 0.0267(18) 0.0141(17) 0.0040(11) 0.0101(14) 0.0051(12) O8 0.0212(17) 0.033(2) 0.025(2) 0.0006(13) 0.0056(15) -0.0027(13) O9 0.032(2) 0.032(2) 0.0210(19) 0.0020(14) 0.0039(15) -0.0030(15) C1 0.0160(19) 0.016(2) 0.0128(19) -0.0040(15) -0.0017(15) 0.0017(16) C2 0.024(2) 0.015(2) 0.018(2) -0.0015(17) 0.0040(17) 0.0027(17) C3 0.018(2) 0.020(2) 0.023(3) -0.0011(16) 0.0072(19) -0.0020(16) C4 0.022(2) 0.0132(19) 0.021(3) 0.0014(15) 0.006(2) 0.0033(15) C5 0.025(2) 0.047(3) 0.025(2) 0.011(2) 0.0068(18) 0.013(2) C6 0.051(4) 0.123(8) 0.061(5) 0.032(5) 0.015(4) 0.023(5) OW1 0.076(3) 0.030(2) 0.062(3) -0.007(2) 0.019(2) -0.006(2) OW2 0.142(9) 0.074(5) 0.049(4) -0.013(3) 0.023(5) -0.023(4) OW3 0.106(4) 0.058(3) 0.057(3) -0.004(3) 0.028(3) -0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Er1 O1 2.365(3) . ? Er1 O8 2.372(4) . ? Er1 O2 2.374(3) . ? Er1 O4 2.406(3) . ? Er1 O5 2.411(3) . ? Er1 O9 2.421(4) . ? Er1 O3 2.424(3) . ? Er1 O7 2.448(4) . ? Er1 O6 2.455(3) . ? O1 C1 1.250(5) . ? O2 C1 1.245(5) 2 ? O3 C2 1.249(6) 2_545 ? O4 C2 1.261(6) . ? O5 C3 1.256(5) 3_656 ? O6 C3 1.247(5) . ? O7 C4 1.266(7) . ? O8 C4 1.238(7) 3_556 ? O9 H9A 0.8501 . ? O9 H9B 0.8500 . ? O9 H9C 0.8500 . ? O10 C5 1.478(12) . ? O10 H10A 0.8200 . ? C1 O2 1.245(5) 2_545 ? C1 C2 1.554(7) 2_545 ? C2 O3 1.249(6) 2 ? C2 C1 1.554(7) 2 ? C3 O5 1.256(5) 3_656 ? C3 C3 1.528(9) 3_656 ? C4 O8 1.238(7) 3_556 ? C4 C4 1.533(10) 3_556 ? C5 C6 1.435(8) . ? C5 H5B 0.9700 . ? C5 H5C 0.9700 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? OW1 HW1A 0.8501 . ? OW1 HW1B 0.8500 . ? OW2 HW2A 0.8499 . ? OW2 HW2B 0.8500 . ? OW3 HW3A 0.8501 . ? OW3 HW3B 0.8501 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Er1 O8 85.51(11) . . ? O1 Er1 O2 135.35(11) . . ? O8 Er1 O2 138.64(11) . . ? O1 Er1 O4 142.91(13) . . ? O8 Er1 O4 82.14(11) . . ? O2 Er1 O4 67.86(11) . . ? O1 Er1 O5 135.55(11) . . ? O8 Er1 O5 74.29(13) . . ? O2 Er1 O5 70.43(12) . . ? O4 Er1 O5 73.58(12) . . ? O1 Er1 O9 82.11(12) . . ? O8 Er1 O9 133.53(14) . . ? O2 Er1 O9 70.82(12) . . ? O4 Er1 O9 81.48(12) . . ? O5 Er1 O9 139.52(12) . . ? O1 Er1 O3 67.86(11) . . ? O8 Er1 O3 139.26(12) . . ? O2 Er1 O3 70.98(12) . . ? O4 Er1 O3 137.22(12) . . ? O5 Er1 O3 103.19(12) . . ? O9 Er1 O3 74.50(13) . . ? O1 Er1 O7 70.68(10) . . ? O8 Er1 O7 66.95(14) . . ? O2 Er1 O7 124.69(11) . . ? O4 Er1 O7 72.29(11) . . ? O5 Er1 O7 130.85(13) . . ? O9 Er1 O7 66.66(14) . . ? O3 Er1 O7 125.86(12) . . ? O1 Er1 O6 70.00(11) . . ? O8 Er1 O6 71.75(13) . . ? O2 Er1 O6 111.29(12) . . ? O4 Er1 O6 136.43(12) . . ? O5 Er1 O6 66.19(12) . . ? O9 Er1 O6 141.28(12) . . ? O3 Er1 O6 70.41(12) . . ? O7 Er1 O6 124.02(12) . . ? C1 O1 Er1 119.3(3) . . ? C1 O2 Er1 119.3(3) 2 . ? C2 O3 Er1 117.7(3) 2_545 . ? C2 O4 Er1 118.3(3) . . ? C3 O5 Er1 120.2(3) 3_656 . ? C3 O6 Er1 119.1(3) . . ? C4 O7 Er1 118.3(3) . . ? C4 O8 Er1 120.9(4) 3_556 . ? Er1 O9 H9A 109.7 . . ? Er1 O9 H9B 109.3 . . ? H9A O9 H9B 109.5 . . ? Er1 O9 H9C 109.4 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C5 O10 H10A 109.5 . . ? O2 C1 O1 126.7(4) 2_545 . ? O2 C1 C2 116.8(4) 2_545 2_545 ? O1 C1 C2 116.5(4) . 2_545 ? O3 C2 O4 127.3(4) 2 . ? O3 C2 C1 116.7(4) 2 2 ? O4 C2 C1 116.0(4) . 2 ? O6 C3 O5 126.4(5) . 3_656 ? O6 C3 C3 116.7(4) . 3_656 ? O5 C3 C3 116.9(4) 3_656 3_656 ? O8 C4 O7 126.5(5) 3_556 . ? O8 C4 C4 117.9(6) 3_556 3_556 ? O7 C4 C4 115.7(6) . 3_556 ? C6 C5 O10 113.5(7) . . ? C6 C5 H5B 108.9 . . ? O10 C5 H5B 108.9 . . ? C6 C5 H5C 108.9 . . ? O10 C5 H5C 108.9 . . ? H5B C5 H5C 107.7 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2B 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.038 _refine_diff_density_min -1.502 _refine_diff_density_rms 0.144 data_11 _database_code_depnum_ccdc_archive 'CCDC 860913' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 O13 Yb' _chemical_formula_weight 468.22 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' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5915(19) _cell_length_b 11.452(2) _cell_length_c 12.178(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.96(3) _cell_angle_gamma 90.00 _cell_volume 1321.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12321 _cell_measurement_theta_min 3.09 _cell_measurement_theta_max 27.48 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.354 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900 _exptl_absorpt_coefficient_mu 7.145 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1676 _exptl_absorpt_correction_T_max 0.5323 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12321 _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3020 _reflns_number_gt 2661 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3020 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0481 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1393 _refine_ls_wR_factor_gt 0.1334 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.165 _refine_ls_shift/su_mean 0.015 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Yb1 Yb 0.21574(3) 0.00984(3) 0.83351(2) 0.01577(16) Uani 1 1 d . . . O1 O 0.1372(5) 0.2065(4) 0.8422(4) 0.0253(10) Uani 1 1 d . . . O2 O 0.3247(5) -0.1083(4) 0.7080(4) 0.0277(10) Uani 1 1 d . . . O3 O 0.3130(5) 0.1316(4) 0.7090(4) 0.0222(9) Uani 1 1 d . . . O4 O 0.1370(5) -0.1841(4) 0.8312(4) 0.0215(9) Uani 1 1 d . . . O5 O 0.1825(6) 0.0098(4) 1.0209(5) 0.0258(11) Uani 1 1 d . . . O6 O -0.0327(6) 0.0060(3) 0.8553(4) 0.0198(11) Uani 1 1 d . . . O7 O 0.3978(5) -0.1137(4) 0.9385(4) 0.0288(11) Uani 1 1 d . . . O8 O 0.4102(5) 0.1178(4) 0.9314(4) 0.0274(10) Uani 1 1 d . . . O9 O 0.0586(7) 0.0163(4) 0.6592(5) 0.0333(13) Uani 1 1 d . . . H9A H 0.0521 0.0837 0.6363 0.050 Uiso 1 1 calc R . . H9B H 0.0905 -0.0269 0.6120 0.050 Uiso 1 1 d R . . H9C H -0.0223 -0.0082 0.6688 0.050 Uiso 1 1 d R . . O10 O 0.6539(10) 0.1326(15) 0.7537(10) 0.183(7) Uani 1 1 d . . . H10A H 0.6376 0.0656 0.7717 0.275 Uiso 1 1 calc R . . C1 C 0.1951(7) 0.2836(5) 0.7913(5) 0.0206(12) Uani 1 1 d . . . C2 C 0.3000(6) 0.2393(5) 0.7160(5) 0.0164(11) Uani 1 1 d . . . C3 C 0.0646(8) 0.0007(4) 1.0467(6) 0.0193(14) Uani 1 1 d . . . C4 C 0.4971(5) -0.0666(7) 1.0013(4) 0.0224(15) Uani 1 1 d . . . C5 C 0.8093(11) 0.2470(13) 0.6632(10) 0.094(5) Uani 1 1 d . . . H5A H 0.8908 0.2427 0.6264 0.141 Uiso 1 1 calc R . . H5B H 0.8298 0.2960 0.7277 0.141 Uiso 1 1 calc R . . H5C H 0.7315 0.2793 0.6132 0.141 Uiso 1 1 calc R . . C6 C 0.7735(7) 0.1331(8) 0.6960(7) 0.0391(18) Uani 1 1 d . . . H6A H 0.8540 0.0997 0.7438 0.047 Uiso 1 1 calc R . . H6B H 0.7531 0.0841 0.6305 0.047 Uiso 1 1 calc R . . OW1 O 0.0852(9) -0.2851(7) 1.0328(6) 0.083(2) Uani 1 1 d . . . HW1A H 0.1284 -0.2797 1.0990 0.124 Uiso 1 1 d R . . HW1B H -0.0033 -0.2820 1.0330 0.124 Uiso 1 1 d R . . OW2 O -0.0947(7) -0.1503(5) 0.5331(5) 0.0600(17) Uani 1 1 d . . . HW2A H -0.1695 -0.1736 0.5557 0.090 Uiso 1 1 d R . . HW2C H -0.0550 -0.2077 0.5062 0.090 Uiso 1 1 d R . . OW3 O 0.343(2) -0.0099(8) 0.4968(14) 0.136(8) Uani 1 1 d . . . HW3D H 0.3059 -0.0467 0.5456 0.204 Uiso 1 1 d R . . HW3A H 0.2950 0.0512 0.4775 0.204 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 Yb1 0.0197(2) 0.0107(2) 0.0177(2) 0.00036(7) 0.00554(14) -0.00017(7) O1 0.032(2) 0.016(2) 0.030(3) 0.0006(18) 0.0137(19) -0.0016(19) O2 0.039(2) 0.017(2) 0.030(3) -0.0010(19) 0.015(2) -0.003(2) O3 0.031(2) 0.014(2) 0.024(2) 0.0001(17) 0.0127(18) 0.0017(18) O4 0.028(2) 0.013(2) 0.026(2) -0.0002(16) 0.0096(18) -0.0003(17) O5 0.019(2) 0.035(3) 0.025(3) -0.0008(17) 0.010(2) 0.0002(16) O6 0.022(2) 0.028(3) 0.011(2) 0.0035(14) 0.0068(19) 0.0003(15) O7 0.025(2) 0.017(2) 0.041(3) -0.005(2) -0.004(2) -0.0038(18) O8 0.029(2) 0.019(2) 0.031(3) 0.0038(19) -0.0015(19) -0.0015(19) O9 0.043(3) 0.032(3) 0.022(3) 0.0018(19) -0.001(2) -0.003(2) O10 0.095(8) 0.31(2) 0.155(12) 0.048(12) 0.037(8) 0.047(10) C1 0.028(3) 0.016(3) 0.018(3) 0.002(2) 0.003(2) 0.001(2) C2 0.020(3) 0.017(3) 0.012(3) 0.002(2) 0.000(2) 0.000(2) C3 0.027(4) 0.016(3) 0.017(3) -0.0002(18) 0.007(3) 0.005(2) C4 0.019(3) 0.023(4) 0.026(4) 0.002(2) 0.005(3) 0.000(2) C5 0.076(7) 0.077(11) 0.130(12) 0.043(8) 0.014(7) -0.003(7) C6 0.034(4) 0.043(5) 0.043(4) 0.014(4) 0.015(3) 0.016(3) OW1 0.118(7) 0.069(6) 0.073(5) 0.015(4) 0.052(5) 0.027(5) OW2 0.079(4) 0.032(3) 0.070(4) -0.010(3) 0.014(3) -0.001(3) OW3 0.22(2) 0.094(11) 0.112(14) -0.013(6) 0.072(14) -0.042(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Yb1 O4 2.345(4) . ? Yb1 O5 2.353(6) . ? Yb1 O3 2.357(4) . ? Yb1 O1 2.383(5) . ? Yb1 O8 2.395(5) . ? Yb1 O2 2.399(5) . ? Yb1 O9 2.405(6) . ? Yb1 O6 2.439(6) . ? Yb1 O7 2.448(5) . ? Yb1 C2 3.155(6) 2_546 ? Yb1 C2 3.157(6) . ? Yb1 C3 3.166(8) . ? O1 C1 1.256(8) . ? O2 C1 1.252(8) 2_546 ? O3 C2 1.244(7) . ? O4 C2 1.254(7) 2_546 ? O5 C3 1.224(10) . ? O6 C3 1.280(10) 3_557 ? O7 C4 1.247(7) . ? O8 C4 1.257(7) 3_657 ? O9 H9A 0.8200 . ? O9 H9B 0.8499 . ? O9 H9C 0.8500 . ? O10 C6 1.436(12) . ? O10 H10A 0.8200 . ? C1 O2 1.252(8) 2_556 ? C1 C2 1.549(10) . ? C1 Yb1 3.187(6) 2_556 ? C2 O4 1.254(7) 2_556 ? C2 Yb1 3.155(6) 2_556 ? C3 O6 1.280(10) 3_557 ? C3 C3 1.546(15) 3_557 ? C4 O8 1.257(7) 3_657 ? C4 C4 1.528(15) 3_657 ? C5 C6 1.422(15) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1A 0.8501 . ? OW1 HW1B 0.8500 . ? OW2 HW2A 0.8499 . ? OW2 HW2C 0.8501 . ? OW3 HW3D 0.8500 . ? OW3 HW3A 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 Yb1 O5 85.39(16) . . ? O4 Yb1 O3 135.38(16) . . ? O5 Yb1 O3 138.69(16) . . ? O4 Yb1 O1 142.41(19) . . ? O5 Yb1 O1 82.28(16) . . ? O3 Yb1 O1 68.21(16) . . ? O4 Yb1 O8 136.02(15) . . ? O5 Yb1 O8 74.34(18) . . ? O3 Yb1 O8 70.07(17) . . ? O1 Yb1 O8 73.57(16) . . ? O4 Yb1 O2 68.26(16) . . ? O5 Yb1 O2 139.11(16) . . ? O3 Yb1 O2 70.64(17) . . ? O1 Yb1 O2 137.18(16) . . ? O8 Yb1 O2 103.02(17) . . ? O4 Yb1 O9 82.06(16) . . ? O5 Yb1 O9 134.0(2) . . ? O3 Yb1 O9 70.76(18) . . ? O1 Yb1 O9 81.44(17) . . ? O8 Yb1 O9 139.08(17) . . ? O2 Yb1 O9 74.36(19) . . ? O4 Yb1 O6 70.48(14) . . ? O5 Yb1 O6 67.19(19) . . ? O3 Yb1 O6 124.88(16) . . ? O1 Yb1 O6 72.00(15) . . ? O8 Yb1 O6 130.82(17) . . ? O2 Yb1 O6 126.09(16) . . ? O9 Yb1 O6 66.9(2) . . ? O4 Yb1 O7 70.18(15) . . ? O5 Yb1 O7 71.73(18) . . ? O3 Yb1 O7 110.90(17) . . ? O1 Yb1 O7 136.74(16) . . ? O8 Yb1 O7 66.53(18) . . ? O2 Yb1 O7 70.16(17) . . ? O9 Yb1 O7 140.96(17) . . ? O6 Yb1 O7 124.22(17) . . ? O4 Yb1 C2 20.27(16) . 2_546 ? O5 Yb1 C2 100.11(15) . 2_546 ? O3 Yb1 C2 118.03(15) . 2_546 ? O1 Yb1 C2 158.54(16) . 2_546 ? O8 Yb1 C2 127.75(15) . 2_546 ? O2 Yb1 C2 48.48(15) . 2_546 ? O9 Yb1 C2 81.77(15) . 2_546 ? O6 Yb1 C2 89.13(14) . 2_546 ? O7 Yb1 C2 62.68(15) . 2_546 ? O4 Yb1 C2 152.58(15) . . ? O5 Yb1 C2 121.51(15) . . ? O3 Yb1 C2 20.11(15) . . ? O1 Yb1 C2 48.56(15) . . ? O8 Yb1 C2 63.99(15) . . ? O2 Yb1 C2 90.75(15) . . ? O9 Yb1 C2 75.15(16) . . ? O6 Yb1 C2 112.80(14) . . ? O7 Yb1 C2 120.41(15) . . ? C2 Yb1 C2 137.62(5) 2_546 . ? O4 Yb1 C3 77.91(15) . . ? O5 Yb1 C3 19.3(2) . . ? O3 Yb1 C3 145.58(14) . . ? O1 Yb1 C3 78.86(15) . . ? O8 Yb1 C3 91.70(18) . . ? O2 Yb1 C3 143.52(14) . . ? O9 Yb1 C3 114.9(2) . . ? O6 Yb1 C3 47.97(18) . . ? O7 Yb1 C3 86.14(18) . . ? C2 Yb1 C3 96.30(14) 2_546 . ? C2 Yb1 C3 125.56(14) . . ? C1 O1 Yb1 118.4(4) . . ? C1 O2 Yb1 118.2(4) 2_546 . ? C2 O3 Yb1 119.2(4) . . ? C2 O4 Yb1 119.4(4) 2_546 . ? C3 O5 Yb1 121.3(5) . . ? C3 O6 Yb1 118.8(5) 3_557 . ? C4 O7 Yb1 119.0(4) . . ? C4 O8 Yb1 120.1(4) 3_657 . ? Yb1 O9 H9A 109.5 . . ? Yb1 O9 H9B 109.7 . . ? H9A O9 H9B 109.5 . . ? Yb1 O9 H9C 109.2 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O2 C1 O1 127.7(6) 2_556 . ? O2 C1 C2 116.1(6) 2_556 . ? O1 C1 C2 116.1(6) . . ? O2 C1 Yb1 168.4(5) 2_556 . ? O1 C1 Yb1 41.3(3) . . ? C2 C1 Yb1 75.1(3) . . ? O2 C1 Yb1 41.6(3) 2_556 2_556 ? O1 C1 Yb1 168.0(5) . 2_556 ? C2 C1 Yb1 74.7(4) . 2_556 ? Yb1 C1 Yb1 149.8(2) . 2_556 ? O3 C2 O4 126.9(6) . 2_556 ? O3 C2 C1 116.6(6) . . ? O4 C2 C1 116.5(5) 2_556 . ? O3 C2 Yb1 164.3(4) . 2_556 ? O4 C2 Yb1 40.4(3) 2_556 2_556 ? C1 C2 Yb1 77.0(3) . 2_556 ? O3 C2 Yb1 40.7(3) . . ? O4 C2 Yb1 164.9(4) 2_556 . ? C1 C2 Yb1 76.6(4) . . ? Yb1 C2 Yb1 153.6(2) 2_556 . ? O5 C3 O6 127.5(7) . 3_557 ? O5 C3 C3 118.6(9) . 3_557 ? O6 C3 C3 113.9(9) 3_557 3_557 ? O5 C3 Yb1 39.4(4) . . ? O6 C3 Yb1 166.7(5) 3_557 . ? C3 C3 Yb1 79.3(6) 3_557 . ? O7 C4 O8 126.4(7) . 3_657 ? O7 C4 C4 116.6(6) . 3_657 ? O8 C4 C4 117.0(6) 3_657 3_657 ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C5 C6 O10 112.8(11) . . ? C5 C6 H6A 109.0 . . ? O10 C6 H6A 109.0 . . ? C5 C6 H6B 109.0 . . ? O10 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2C 109.5 . . ? HW3D OW3 HW3A 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 5.503 _refine_diff_density_min -1.257 _refine_diff_density_rms 0.269 data_12 _database_code_depnum_ccdc_archive 'CCDC 860914' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12.50 N4 O13.25 Sm2' _chemical_formula_weight 701.44 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 Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 20.423(3) _cell_length_b 20.423(3) _cell_length_c 16.226(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6768.0(19) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 31669 _cell_measurement_theta_min 3.21 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour jasmine _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5288 _exptl_absorpt_coefficient_mu 6.958 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2461 _exptl_absorpt_correction_T_max 0.2860 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31669 _diffrn_reflns_av_R_equivalents 0.0607 _diffrn_reflns_av_sigmaI/netI 0.0333 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3880 _reflns_number_gt 3218 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0242P)^2^+71.9365P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3880 _refine_ls_number_parameters 264 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0652 _refine_ls_wR_factor_gt 0.0622 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.161 _refine_ls_shift/su_mean 0.001 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 0.923628(13) 0.543833(14) -0.161283(15) 0.01513(8) Uani 1 1 d . . . Sm2 Sm 1.068602(12) 0.544658(13) -0.418713(15) 0.01223(7) Uani 1 1 d . . . O1 O 0.8830(2) 0.3758(2) 0.0156(3) 0.0331(11) Uani 1 1 d . . . O2 O 0.9127(2) 0.4584(2) -0.0643(2) 0.0287(10) Uani 1 1 d . . . O3 O 0.9191(2) 0.5975(2) -0.0340(2) 0.0233(9) Uani 1 1 d . . . O4 O 1.08981(18) 0.6178(2) -0.3059(2) 0.0225(9) Uani 1 1 d . . . O5 O 0.96511(18) 0.53266(18) -0.3148(2) 0.0170(8) Uani 1 1 d . . . O6 O 0.96457(18) 0.47958(19) -0.4331(2) 0.0177(8) Uani 1 1 d . . . O7 O 1.1308(2) 0.3747(2) -0.2547(2) 0.0256(9) Uani 1 1 d . . . O8 O 1.0808(2) 0.4616(2) -0.3079(2) 0.0243(9) Uani 1 1 d . . . O9 O 1.0111(2) 0.6226(3) -0.1681(3) 0.0448(13) Uani 1 1 d . . . H9B H 1.0454 0.6039 -0.1798 0.067 Uiso 1 1 calc R . . H9C H 1.0024 0.6511 -0.2047 0.067 Uiso 1 1 d R . . O10 O 1.0171(2) 0.4717(3) -0.1639(3) 0.0481(14) Uani 1 1 d . . . H10A H 1.0419 0.4827 -0.2011 0.072 Uiso 1 1 calc R . . H10B H 1.0371 0.4741 -0.1181 0.072 Uiso 1 1 d R . . O11 O 0.9931(2) 0.6361(2) -0.4466(3) 0.0401(12) Uani 1 1 d . . . H11A H 1.0135 0.6667 -0.4669 0.060 Uiso 1 1 calc R . . H11B H 0.9637 0.6235 -0.4802 0.060 Uiso 1 1 d R . . N1 N 1.2982(2) 0.5565(2) -0.3594(3) 0.0203(10) Uani 1 1 d . . . N2 N 1.1881(2) 0.5516(2) -0.3744(3) 0.0181(10) Uani 1 1 d . . . N3 N 1.1269(2) 0.4402(2) -0.4588(3) 0.0191(10) Uani 1 1 d . . . N4 N 0.8754(2) 0.4565(2) -0.2430(3) 0.0203(10) Uani 1 1 d . . . C1 C 1.2473(3) 0.5301(3) -0.3989(3) 0.0228(12) Uani 1 1 d . . . H1A H 1.2523 0.4991 -0.4405 0.027 Uiso 1 1 calc R . . C2 C 1.2018(3) 0.5955(3) -0.3129(3) 0.0148(10) Uani 1 1 d . . . C3 C 0.8485(3) 0.4810(2) 0.0537(3) 0.0152(10) Uani 1 1 d . . . C4 C 1.1460(3) 0.6301(3) -0.2746(3) 0.0155(10) Uani 1 1 d . . . C5 C 0.8843(3) 0.4367(3) -0.0025(3) 0.0199(11) Uani 1 1 d . . . C6 C 0.8278(3) 0.4131(3) -0.2266(3) 0.0210(12) Uani 1 1 d . . . H6A H 0.8090 0.4087 -0.1747 0.025 Uiso 1 1 calc R . . C7 C 0.8896(3) 0.4467(3) -0.3254(3) 0.0161(10) Uani 1 1 d . . . C8 C 1.1474(3) 0.4009(3) -0.3955(3) 0.0161(10) Uani 1 1 d . . . C9 C 0.9413(3) 0.4882(3) -0.3607(3) 0.0143(10) Uani 1 1 d . . . C10 C 1.1183(3) 0.4123(3) -0.3129(3) 0.0182(11) Uani 1 1 d . . . OW1 O 0.9231(4) 0.7239(4) -0.3541(5) 0.102(3) Uani 1 1 d U . . HW1A H 0.8845 0.7391 -0.3586 0.153 Uiso 1 1 d R . . HW1B H 0.9485 0.7537 -0.3364 0.153 Uiso 1 1 d R . . OW2 O 1.0024(14) 0.2000(11) -0.3071(14) 0.366(14) Uani 1 1 d U . . HW2B H 1.0403 0.1893 -0.2901 0.549 Uiso 1 1 d R . . HW2C H 0.9743 0.1732 -0.2884 0.549 Uiso 1 1 d R . . OW3 O 1.0000 0.2500 0.1250 0.3250(18) Uani 1 4 d SU . . HW3A H 1.0315 0.2257 0.1097 0.488 Uiso 0.25 1 d PR . . HW3B H 1.0044 0.2593 0.1758 0.488 Uiso 0.25 1 d PR . . 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 0.01226(13) 0.02060(15) 0.01254(13) -0.00361(10) 0.00108(10) 0.00031(10) Sm2 0.01052(13) 0.01512(13) 0.01105(12) -0.00245(10) -0.00049(9) -0.00027(10) O1 0.041(3) 0.014(2) 0.044(3) -0.0022(18) 0.021(2) 0.0029(19) O2 0.041(3) 0.024(2) 0.022(2) -0.0007(17) 0.0121(18) 0.0055(19) O3 0.024(2) 0.024(2) 0.022(2) -0.0068(16) 0.0111(16) -0.0058(17) O4 0.0120(19) 0.037(2) 0.0189(19) -0.0129(17) -0.0014(15) -0.0008(17) O5 0.0175(19) 0.022(2) 0.0119(17) -0.0022(14) -0.0001(14) -0.0028(16) O6 0.0186(19) 0.023(2) 0.0119(17) -0.0044(14) 0.0011(14) -0.0029(16) O7 0.035(2) 0.025(2) 0.0169(19) 0.0061(16) 0.0046(17) 0.0124(18) O8 0.027(2) 0.026(2) 0.0198(19) 0.0021(16) 0.0071(16) 0.0122(18) O9 0.030(3) 0.066(4) 0.038(3) -0.006(2) 0.010(2) -0.018(3) O10 0.036(3) 0.084(4) 0.024(2) -0.001(2) 0.002(2) 0.029(3) O11 0.042(3) 0.032(3) 0.047(3) 0.005(2) -0.003(2) 0.012(2) N1 0.016(2) 0.023(3) 0.022(2) -0.0023(19) -0.0001(18) 0.001(2) N2 0.012(2) 0.022(2) 0.020(2) -0.0040(18) 0.0012(17) -0.0005(19) N3 0.022(2) 0.021(2) 0.014(2) -0.0003(18) 0.0012(18) 0.005(2) N4 0.020(2) 0.028(3) 0.013(2) -0.0049(19) 0.0012(18) -0.007(2) C1 0.016(3) 0.032(3) 0.020(3) -0.008(2) 0.001(2) 0.000(2) C2 0.011(2) 0.018(3) 0.016(2) 0.002(2) -0.0012(19) -0.001(2) C3 0.017(3) 0.011(2) 0.018(3) 0.0003(19) 0.000(2) 0.001(2) C4 0.015(3) 0.015(3) 0.016(2) 0.001(2) -0.002(2) -0.001(2) C5 0.021(3) 0.014(3) 0.025(3) -0.003(2) 0.000(2) 0.000(2) C6 0.024(3) 0.029(3) 0.011(2) 0.002(2) 0.003(2) -0.009(2) C7 0.016(3) 0.021(3) 0.012(2) -0.002(2) 0.0011(19) -0.003(2) C8 0.017(3) 0.016(3) 0.015(2) 0.002(2) -0.001(2) 0.001(2) C9 0.013(2) 0.017(3) 0.013(2) 0.0014(19) -0.0047(19) 0.003(2) C10 0.014(3) 0.022(3) 0.018(3) -0.001(2) 0.001(2) 0.001(2) OW1 0.102(3) 0.102(3) 0.103(3) -0.0003(10) 0.0026(10) -0.0006(10) OW2 0.366(14) 0.366(14) 0.366(14) 0.0001(10) 0.0000(10) 0.0000(10) OW3 0.3250(18) 0.3250(18) 0.325(2) 0.000 0.000 0.000 _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 O3 2.340(4) . ? Sm1 O2 2.360(4) . ? Sm1 O1 2.395(4) 7_544 ? Sm1 O9 2.406(5) . ? Sm1 O10 2.412(5) . ? Sm1 N4 2.431(4) . ? Sm1 N1 2.596(5) 10 ? Sm1 O5 2.641(3) . ? Sm2 O7 2.361(4) 4_564 ? Sm2 O4 2.402(4) . ? Sm2 O11 2.465(4) . ? Sm2 O8 2.485(4) . ? Sm2 O6 2.517(4) . ? Sm2 N3 2.528(5) . ? Sm2 O6 2.547(3) 9_764 ? Sm2 N2 2.548(4) . ? Sm2 O5 2.715(4) . ? Sm2 C9 2.996(5) . ? O1 C5 1.278(7) . ? O1 Sm1 2.395(4) 8_454 ? O2 C5 1.241(7) . ? O3 C4 1.248(6) 11_675 ? O4 C4 1.279(6) . ? O5 C9 1.271(6) . ? O6 C9 1.279(6) . ? O6 Sm2 2.547(3) 9_764 ? O7 C10 1.243(6) . ? O7 Sm2 2.361(4) 3_645 ? O8 C10 1.268(7) . ? O9 H9B 0.8200 . ? O9 H9C 0.8500 . ? O10 H10A 0.8200 . ? O10 H10B 0.8500 . ? O11 H11A 0.8200 . ? O11 H11B 0.8502 . ? N1 C1 1.335(7) . ? N1 C3 1.382(7) 16_755 ? N1 Sm1 2.596(5) 10_655 ? N2 C1 1.347(7) . ? N2 C2 1.371(7) . ? N3 C6 1.335(7) 15_664 ? N3 C8 1.370(7) . ? N4 C6 1.343(7) . ? N4 C7 1.382(6) . ? C1 H1A 0.9300 . ? C2 C3 1.382(7) 16_755 ? C2 C4 1.477(7) . ? C3 C2 1.382(7) 11_675 ? C3 N1 1.382(7) 11_675 ? C3 C5 1.479(7) . ? C4 O3 1.248(6) 16_755 ? C6 N3 1.335(7) 12_755 ? C6 H6A 0.9300 . ? C7 C8 1.385(7) 12_755 ? C7 C9 1.470(7) . ? C8 C7 1.385(7) 15_664 ? C8 C10 1.485(7) . ? OW1 HW1A 0.8499 . ? OW1 HW1B 0.8499 . ? OW2 HW2B 0.8500 . ? OW2 HW2C 0.8499 . ? OW3 HW3A 0.8501 . ? OW3 HW3B 0.8501 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Sm1 O2 75.75(14) . . ? O3 Sm1 O1 93.71(16) . 7_544 ? O2 Sm1 O1 148.44(14) . 7_544 ? O3 Sm1 O9 75.93(15) . . ? O2 Sm1 O9 126.52(17) . . ? O1 Sm1 O9 77.39(17) 7_544 . ? O3 Sm1 O10 109.45(15) . . ? O2 Sm1 O10 68.58(16) . . ? O1 Sm1 O10 142.08(16) 7_544 . ? O9 Sm1 O10 79.7(2) . . ? O3 Sm1 N4 144.01(14) . . ? O2 Sm1 N4 77.48(15) . . ? O1 Sm1 N4 96.70(16) 7_544 . ? O9 Sm1 N4 140.00(15) . . ? O10 Sm1 N4 82.09(18) . . ? O3 Sm1 N1 78.48(14) . 10 ? O2 Sm1 N1 83.91(15) . 10 ? O1 Sm1 N1 64.73(14) 7_544 10 ? O9 Sm1 N1 132.20(17) . 10 ? O10 Sm1 N1 147.53(18) . 10 ? N4 Sm1 N1 75.16(15) . 10 ? O3 Sm1 O5 152.34(13) . . ? O2 Sm1 O5 126.54(13) . . ? O1 Sm1 O5 74.55(14) 7_544 . ? O9 Sm1 O5 77.08(14) . . ? O10 Sm1 O5 71.14(14) . . ? N4 Sm1 O5 63.38(13) . . ? N1 Sm1 O5 116.56(13) 10 . ? O7 Sm2 O4 87.82(14) 4_564 . ? O7 Sm2 O11 72.95(16) 4_564 . ? O4 Sm2 O11 77.37(15) . . ? O7 Sm2 O8 145.00(14) 4_564 . ? O4 Sm2 O8 81.67(14) . . ? O11 Sm2 O8 135.48(15) . . ? O7 Sm2 O6 134.06(13) 4_564 . ? O4 Sm2 O6 123.44(12) . . ? O11 Sm2 O6 81.67(15) . . ? O8 Sm2 O6 77.92(13) . . ? O7 Sm2 N3 99.41(15) 4_564 . ? O4 Sm2 N3 129.51(14) . . ? O11 Sm2 N3 152.50(15) . . ? O8 Sm2 N3 64.08(13) . . ? O6 Sm2 N3 85.85(14) . . ? O7 Sm2 O6 72.33(13) 4_564 9_764 ? O4 Sm2 O6 152.67(13) . 9_764 ? O11 Sm2 O6 78.90(14) . 9_764 ? O8 Sm2 O6 125.26(13) . 9_764 ? O6 Sm2 O6 65.52(13) . 9_764 ? N3 Sm2 O6 73.63(13) . 9_764 ? O7 Sm2 N2 70.50(15) 4_564 . ? O4 Sm2 N2 65.01(13) . . ? O11 Sm2 N2 127.52(16) . . ? O8 Sm2 N2 74.80(14) . . ? O6 Sm2 N2 149.76(14) . . ? N3 Sm2 N2 70.67(15) . . ? O6 Sm2 N2 122.15(13) 9_764 . ? O7 Sm2 O5 143.42(13) 4_564 . ? O4 Sm2 O5 73.92(12) . . ? O11 Sm2 O5 72.26(14) . . ? O8 Sm2 O5 64.32(12) . . ? O6 Sm2 O5 49.66(11) . . ? N3 Sm2 O5 116.74(13) . . ? O6 Sm2 O5 111.22(11) 9_764 . ? N2 Sm2 O5 125.11(12) . . ? O7 Sm2 C9 148.75(14) 4_564 . ? O4 Sm2 C9 98.98(13) . . ? O11 Sm2 C9 78.82(16) . . ? O8 Sm2 C9 66.21(13) . . ? O6 Sm2 C9 24.95(12) . . ? N3 Sm2 C9 99.47(15) . . ? O6 Sm2 C9 89.50(12) 9_764 . ? N2 Sm2 C9 139.80(14) . . ? O5 Sm2 C9 25.10(12) . . ? C5 O1 Sm1 122.7(4) . 8_454 ? C5 O2 Sm1 148.0(4) . . ? C4 O3 Sm1 138.4(4) 11_675 . ? C4 O4 Sm2 125.9(3) . . ? C9 O5 Sm1 119.4(3) . . ? C9 O5 Sm2 89.9(3) . . ? Sm1 O5 Sm2 145.88(15) . . ? C9 O6 Sm2 99.0(3) . . ? C9 O6 Sm2 142.6(3) . 9_764 ? Sm2 O6 Sm2 114.48(13) . 9_764 ? C10 O7 Sm2 151.7(4) . 3_645 ? C10 O8 Sm2 123.8(3) . . ? Sm1 O9 H9B 109.5 . . ? Sm1 O9 H9C 109.6 . . ? H9B O9 H9C 109.4 . . ? Sm1 O10 H10A 109.5 . . ? Sm1 O10 H10B 109.3 . . ? H10A O10 H10B 109.3 . . ? Sm2 O11 H11A 109.5 . . ? Sm2 O11 H11B 109.2 . . ? H11A O11 H11B 109.4 . . ? C1 N1 C3 103.2(4) . 16_755 ? C1 N1 Sm1 142.2(4) . 10_655 ? C3 N1 Sm1 113.8(3) 16_755 10_655 ? C1 N2 C2 104.2(4) . . ? C1 N2 Sm2 139.3(4) . . ? C2 N2 Sm2 115.9(3) . . ? C6 N3 C8 105.0(4) 15_664 . ? C6 N3 Sm2 134.0(4) 15_664 . ? C8 N3 Sm2 116.5(3) . . ? C6 N4 C7 104.4(4) . . ? C6 N4 Sm1 132.0(4) . . ? C7 N4 Sm1 123.3(3) . . ? N1 C1 N2 115.2(5) . . ? N1 C1 H1A 122.4 . . ? N2 C1 H1A 122.4 . . ? N2 C2 C3 108.0(5) . 16_755 ? N2 C2 C4 117.5(4) . . ? C3 C2 C4 134.4(5) 16_755 . ? C2 C3 N1 109.4(5) 11_675 11_675 ? C2 C3 C5 134.1(5) 11_675 . ? N1 C3 C5 116.5(5) 11_675 . ? O3 C4 O4 121.6(5) 16_755 . ? O3 C4 C2 122.9(5) 16_755 . ? O4 C4 C2 115.6(4) . . ? O2 C5 O1 122.9(5) . . ? O2 C5 C3 120.7(5) . . ? O1 C5 C3 116.4(5) . . ? N3 C6 N4 114.1(5) 12_755 . ? N3 C6 H6A 122.9 12_755 . ? N4 C6 H6A 122.9 . . ? N4 C7 C8 108.1(4) . 12_755 ? N4 C7 C9 116.3(4) . . ? C8 C7 C9 135.6(5) 12_755 . ? N3 C8 C7 108.4(4) . 15_664 ? N3 C8 C10 117.6(5) . . ? C7 C8 C10 133.9(5) 15_664 . ? O5 C9 O6 119.6(5) . . ? O5 C9 C7 117.3(4) . . ? O6 C9 C7 123.0(5) . . ? O5 C9 Sm2 65.0(3) . . ? O6 C9 Sm2 56.1(3) . . ? C7 C9 Sm2 165.3(4) . . ? O7 C10 O8 124.5(5) . . ? O7 C10 C8 120.4(5) . . ? O8 C10 C8 115.1(5) . . ? HW1A OW1 HW1B 109.5 . . ? HW2B OW2 HW2C 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.280 _refine_diff_density_min -1.128 _refine_diff_density_rms 0.163 data_13 _database_code_depnum_ccdc_archive 'CCDC 860915' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12.50 Eu2 N4 O13.25' _chemical_formula_weight 704.66 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 20.3131(14) _cell_length_b 20.3131(14) _cell_length_c 16.190(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6680.4(11) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 15251 _cell_measurement_theta_min 1.61 _cell_measurement_theta_max 26.80 _exptl_crystal_description block _exptl_crystal_colour jasmine _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.802 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5320 _exptl_absorpt_coefficient_mu 7.528 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2763 _exptl_absorpt_correction_T_max 0.3288 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15251 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 26.80 _reflns_number_total 3310 _reflns_number_gt 2685 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0354P)^2^+32.4514P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3310 _refine_ls_number_parameters 264 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0439 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0770 _refine_ls_wR_factor_gt 0.0722 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.028 _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 -0.076569(16) 0.955005(17) 0.338412(19) 0.01750(11) Uani 1 1 d . . . Eu2 Eu 0.068509(15) 0.954783(16) 0.080778(18) 0.01359(10) Uani 1 1 d . . . O1 O -0.0865(3) 1.0407(2) 0.4350(3) 0.0315(13) Uani 1 1 d . . . O2 O -0.1258(2) 0.8650(3) 0.2654(3) 0.0319(13) Uani 1 1 d . . . O3 O -0.0803(2) 0.9011(2) 0.4652(3) 0.0226(11) Uani 1 1 d . . . O4 O 0.0891(2) 0.8811(2) 0.1931(3) 0.0229(11) Uani 1 1 d . . . O5 O 0.0801(2) 1.0376(2) 0.1912(3) 0.0227(11) Uani 1 1 d . . . O6 O 0.1249(2) 0.8807(2) -0.0051(3) 0.0269(12) Uani 1 1 d . . . O7 O -0.0350(2) 0.9661(2) 0.1849(3) 0.0208(10) Uani 1 1 d . . . O8 O -0.0353(2) 1.0207(2) 0.0665(3) 0.0178(10) Uani 1 1 d . . . O9 O 0.0183(3) 1.0254(3) 0.3351(3) 0.0458(16) Uani 1 1 d . . . H9A H 0.0185 1.0490 0.3762 0.069 Uiso 1 1 calc R . . H9B H 0.0168 1.0524 0.2864 0.069 Uiso 1 1 d R . . O10 O 0.0099(3) 0.8742(3) 0.3312(3) 0.0482(16) Uani 1 1 d . . . H10A H 0.0311 0.8746 0.3744 0.072 Uiso 1 1 calc R . . H10B H 0.0387 0.8845 0.2860 0.072 Uiso 1 1 d R . . O11 O -0.0074(3) 0.8638(3) 0.0513(3) 0.0380(14) Uani 1 1 d . . . H11A H 0.0131 0.8332 0.0304 0.057 Uiso 1 1 calc R . . H11B H -0.0405 0.8787 0.0134 0.057 Uiso 1 1 d R . . N1 N -0.2023(3) 0.9427(3) 0.3602(3) 0.0202(12) Uani 1 1 d . . . N2 N 0.1877(3) 0.9478(3) 0.1255(3) 0.0187(12) Uani 1 1 d . . . N3 N -0.1252(3) 1.0427(3) 0.2572(3) 0.0208(13) Uani 1 1 d . . . N4 N 0.1272(3) 1.0593(3) 0.0404(3) 0.0200(13) Uani 1 1 d . . . C1 C 0.2463(3) 0.9694(3) 0.1001(4) 0.0215(15) Uani 1 1 d . . . H1A H 0.2512 1.0004 0.0583 0.026 Uiso 1 1 calc R . . C2 C 0.2012(3) 0.9040(3) 0.1873(4) 0.0180(14) Uani 1 1 d . . . C3 C -0.2307(3) 0.9000(3) 0.3032(4) 0.0152(14) Uani 1 1 d . . . C4 C -0.1195(3) 0.8953(3) 0.5250(4) 0.0161(14) Uani 1 1 d . . . C5 C -0.1871(3) 0.8646(3) 0.2471(4) 0.0207(15) Uani 1 1 d . . . C6 C 0.1635(4) 1.0778(4) -0.0236(4) 0.0246(16) Uani 1 1 d . . . H6A H 0.1588 1.0595 -0.0759 0.030 Uiso 1 1 calc R . . C7 C 0.1479(3) 1.0984(3) 0.1039(4) 0.0175(14) Uani 1 1 d . . . C8 C -0.1106(3) 1.0529(3) 0.1748(4) 0.0177(14) Uani 1 1 d . . . C9 C 0.1186(3) 1.0877(3) 0.1869(4) 0.0163(14) Uani 1 1 d . . . C10 C -0.0583(3) 1.0112(3) 0.1392(4) 0.0170(14) Uani 1 1 d . . . OW1 O 0.0000 0.7500 0.3750 0.6165(18) Uani 1 4 d SU . . HW1A H 0.0076 0.7436 0.4260 0.925 Uiso 0.25 1 d PR . . HW1B H -0.0285 0.7224 0.3582 0.925 Uiso 0.25 1 d PR . . OW2 O -0.0521(12) 0.7544(19) -0.0480(16) 0.435(18) Uani 1 1 d . . . HW2A H -0.0135 0.7580 -0.0677 0.652 Uiso 1 1 d R . . HW2C H -0.0800 0.7683 -0.0831 0.652 Uiso 1 1 d R . . OW3 O -0.0754(4) 0.7752(5) 0.1463(6) 0.099(3) Uani 1 1 d U . . HW3A H -0.0858 0.7399 0.1713 0.149 Uiso 1 1 d R . . HW3B H -0.1031 0.7826 0.1080 0.149 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 0.01377(19) 0.0215(2) 0.01722(18) 0.00337(14) 0.00090(13) -0.00033(14) Eu2 0.01096(18) 0.01513(19) 0.01469(17) 0.00232(13) -0.00045(12) 0.00021(13) O1 0.041(3) 0.030(3) 0.024(3) -0.002(2) 0.011(2) -0.008(2) O2 0.010(3) 0.039(3) 0.047(3) -0.015(3) 0.002(2) 0.001(2) O3 0.023(3) 0.023(3) 0.022(2) 0.006(2) 0.006(2) 0.004(2) O4 0.008(2) 0.033(3) 0.027(2) 0.011(2) -0.002(2) 0.000(2) O5 0.024(3) 0.023(3) 0.021(2) 0.000(2) 0.007(2) -0.013(2) O6 0.033(3) 0.031(3) 0.017(2) 0.002(2) 0.008(2) 0.014(2) O7 0.019(3) 0.021(3) 0.022(2) 0.003(2) -0.002(2) 0.004(2) O8 0.015(2) 0.021(3) 0.017(2) 0.0014(19) 0.0024(18) 0.003(2) O9 0.034(3) 0.081(5) 0.023(3) -0.001(3) 0.005(2) -0.032(3) O10 0.031(3) 0.076(5) 0.038(3) 0.008(3) 0.010(3) 0.020(3) O11 0.037(3) 0.029(3) 0.049(3) -0.004(3) -0.004(3) -0.009(3) N1 0.015(3) 0.019(3) 0.026(3) -0.002(2) 0.000(2) 0.000(2) N2 0.011(3) 0.020(3) 0.024(3) 0.003(2) -0.001(2) 0.001(2) N3 0.018(3) 0.027(3) 0.017(3) 0.005(2) 0.001(2) 0.006(3) N4 0.021(3) 0.021(3) 0.018(3) -0.005(2) 0.001(2) -0.003(2) C1 0.016(4) 0.024(4) 0.025(4) 0.009(3) 0.000(3) 0.002(3) C2 0.020(4) 0.018(4) 0.015(3) 0.001(3) 0.000(3) -0.001(3) C3 0.010(3) 0.018(3) 0.017(3) 0.001(3) -0.003(3) -0.001(3) C4 0.021(4) 0.011(3) 0.016(3) -0.001(3) -0.002(3) -0.003(3) C5 0.017(4) 0.021(4) 0.024(4) 0.002(3) 0.004(3) -0.002(3) C6 0.028(4) 0.027(4) 0.019(3) -0.004(3) -0.004(3) -0.004(3) C7 0.015(3) 0.020(4) 0.018(3) 0.003(3) 0.000(3) -0.003(3) C8 0.017(4) 0.022(4) 0.015(3) -0.002(3) 0.000(3) 0.002(3) C9 0.013(3) 0.020(4) 0.016(3) -0.002(3) 0.000(3) 0.002(3) C10 0.010(3) 0.020(4) 0.021(3) -0.006(3) -0.002(3) -0.003(3) OW1 0.6165(18) 0.6165(18) 0.617(2) 0.000 0.000 0.000 OW2 0.35(4) 0.44(4) 0.52(5) 0.00(5) 0.02(3) -0.01(4) OW3 0.100(3) 0.099(3) 0.100(3) 0.0002(10) 0.0024(10) 0.0003(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O3 2.328(4) . ? Eu1 O1 2.349(5) . ? Eu1 O2 2.396(5) . ? Eu1 O9 2.401(5) . ? Eu1 O10 2.408(6) . ? Eu1 N3 2.424(5) . ? Eu1 N1 2.591(5) . ? Eu1 O7 2.635(4) . ? Eu1 C5 3.255(7) . ? Eu2 O6 2.347(4) . ? Eu2 O4 2.392(4) . ? Eu2 O11 2.453(5) . ? Eu2 O5 2.466(5) . ? Eu2 O8 2.509(4) . ? Eu2 N4 2.520(6) . ? Eu2 O8 2.527(4) 9_575 ? Eu2 N2 2.531(5) . ? Eu2 O7 2.705(4) . ? Eu2 C10 2.973(6) . ? Eu2 Eu2 4.2382(7) 9_575 ? O1 C5 1.240(8) 3_565 ? O2 C5 1.279(8) . ? O3 C4 1.259(7) . ? O4 C4 1.275(7) 11_566 ? O5 C9 1.285(8) . ? O6 C9 1.232(7) 7_554 ? O7 C10 1.268(8) . ? O8 C10 1.280(7) . ? O8 Eu2 2.527(4) 9_575 ? O9 H9A 0.8200 . ? O9 H9B 0.9600 . ? O10 H10A 0.8200 . ? O10 H10B 0.9600 . ? O11 H11A 0.8200 . ? O11 H11B 0.9600 . ? N1 C1 1.339(8) 10_556 ? N1 C3 1.391(8) . ? N2 C1 1.335(8) . ? N2 C2 1.366(8) . ? N3 C6 1.330(9) 15_465 ? N3 C8 1.383(8) . ? N4 C6 1.327(9) . ? N4 C7 1.365(8) . ? C1 N1 1.339(8) 10_656 ? C1 H1A 0.9300 . ? C2 C3 1.394(9) 10_656 ? C2 C4 1.467(9) 11_566 ? C3 C2 1.394(9) 10_556 ? C3 C5 1.459(9) . ? C4 O4 1.275(7) 16_666 ? C4 C2 1.467(9) 16_666 ? C5 O1 1.240(8) 4_354 ? C6 N3 1.330(9) 12_776 ? C6 H6A 0.9300 . ? C7 C8 1.383(9) 12_776 ? C7 C9 1.486(8) . ? C8 C7 1.383(9) 15_465 ? C8 C10 1.476(9) . ? C9 O6 1.232(7) 8_354 ? OW1 HW1A 0.8501 . ? OW1 HW1B 0.8500 . ? OW2 HW2A 0.8499 . ? OW2 HW2C 0.8500 . ? OW3 HW3A 0.8496 . ? OW3 HW3B 0.8502 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Eu1 O1 76.01(17) . . ? O3 Eu1 O2 93.60(18) . . ? O1 Eu1 O2 149.09(17) . . ? O3 Eu1 O9 109.04(18) . . ? O1 Eu1 O9 69.08(19) . . ? O2 Eu1 O9 141.13(18) . . ? O3 Eu1 O10 75.29(17) . . ? O1 Eu1 O10 126.9(2) . . ? O2 Eu1 O10 76.15(19) . . ? O9 Eu1 O10 79.6(2) . . ? O3 Eu1 N3 144.11(17) . . ? O1 Eu1 N3 77.37(18) . . ? O2 Eu1 N3 97.06(19) . . ? O9 Eu1 N3 83.0(2) . . ? O10 Eu1 N3 140.57(18) . . ? O3 Eu1 N1 78.61(17) . . ? O1 Eu1 N1 84.02(18) . . ? O2 Eu1 N1 65.29(17) . . ? O9 Eu1 N1 148.4(2) . . ? O10 Eu1 N1 131.3(2) . . ? N3 Eu1 N1 75.06(18) . . ? O3 Eu1 O7 151.99(15) . . ? O1 Eu1 O7 126.34(15) . . ? O2 Eu1 O7 74.54(16) . . ? O9 Eu1 O7 70.78(16) . . ? O10 Eu1 O7 77.23(16) . . ? N3 Eu1 O7 63.65(16) . . ? N1 Eu1 O7 116.88(16) . . ? O3 Eu1 C5 96.47(17) . . ? O1 Eu1 C5 131.37(18) . . ? O2 Eu1 C5 19.54(16) . . ? O9 Eu1 C5 151.57(17) . . ? O10 Eu1 C5 95.5(2) . . ? N3 Eu1 C5 83.51(18) . . ? N1 Eu1 C5 47.74(17) . . ? O7 Eu1 C5 80.82(15) . . ? O6 Eu2 O4 87.96(16) . . ? O6 Eu2 O11 73.05(19) . . ? O4 Eu2 O11 77.70(17) . . ? O6 Eu2 O5 145.08(17) . . ? O4 Eu2 O5 81.88(16) . . ? O11 Eu2 O5 135.67(16) . . ? O6 Eu2 O8 134.26(15) . . ? O4 Eu2 O8 123.44(14) . . ? O11 Eu2 O8 81.74(17) . . ? O5 Eu2 O8 77.46(15) . . ? O6 Eu2 N4 98.92(18) . . ? O4 Eu2 N4 129.90(17) . . ? O11 Eu2 N4 151.73(18) . . ? O5 Eu2 N4 64.42(15) . . ? O8 Eu2 N4 85.62(16) . . ? O6 Eu2 O8 72.38(15) . 9_575 ? O4 Eu2 O8 152.52(16) . 9_575 ? O11 Eu2 O8 78.27(17) . 9_575 ? O5 Eu2 O8 125.11(15) . 9_575 ? O8 Eu2 O8 65.40(16) . 9_575 ? N4 Eu2 O8 73.48(16) . 9_575 ? O6 Eu2 N2 70.51(18) . . ? O4 Eu2 N2 65.16(16) . . ? O11 Eu2 N2 127.89(18) . . ? O5 Eu2 N2 74.90(17) . . ? O8 Eu2 N2 149.36(16) . . ? N4 Eu2 N2 70.71(18) . . ? O8 Eu2 N2 122.43(16) 9_575 . ? O6 Eu2 O7 143.43(16) . . ? O4 Eu2 O7 73.46(14) . . ? O11 Eu2 O7 72.35(17) . . ? O5 Eu2 O7 64.21(14) . . ? O8 Eu2 O7 50.10(14) . . ? N4 Eu2 O7 117.24(16) . . ? O8 Eu2 O7 111.32(13) 9_575 . ? N2 Eu2 O7 124.78(15) . . ? O6 Eu2 C10 149.11(17) . . ? O4 Eu2 C10 98.66(17) . . ? O11 Eu2 C10 78.92(18) . . ? O5 Eu2 C10 65.77(16) . . ? O8 Eu2 C10 25.24(15) . . ? N4 Eu2 C10 99.65(18) . . ? O8 Eu2 C10 89.60(16) 9_575 . ? N2 Eu2 C10 139.42(17) . . ? O7 Eu2 C10 25.25(15) . . ? O6 Eu2 Eu2 103.46(11) . 9_575 ? O4 Eu2 Eu2 148.79(11) . 9_575 ? O11 Eu2 Eu2 78.09(13) . 9_575 ? O5 Eu2 Eu2 102.38(12) . 9_575 ? O8 Eu2 Eu2 32.83(9) . 9_575 ? N4 Eu2 Eu2 77.60(13) . 9_575 ? O8 Eu2 Eu2 32.57(10) 9_575 9_575 ? N2 Eu2 Eu2 146.02(12) . 9_575 ? O7 Eu2 Eu2 80.62(9) . 9_575 ? C10 Eu2 Eu2 57.34(12) . 9_575 ? C5 O1 Eu1 148.1(5) 3_565 . ? C5 O2 Eu1 121.7(4) . . ? C4 O3 Eu1 138.0(4) . . ? C4 O4 Eu2 125.4(4) 11_566 . ? C9 O5 Eu2 124.0(4) . . ? C9 O6 Eu2 151.7(5) 7_554 . ? C10 O7 Eu1 119.5(4) . . ? C10 O7 Eu2 89.3(4) . . ? Eu1 O7 Eu2 146.04(18) . . ? C10 O8 Eu2 98.1(4) . . ? C10 O8 Eu2 143.1(4) . 9_575 ? Eu2 O8 Eu2 114.60(16) . 9_575 ? Eu1 O9 H9A 109.5 . . ? Eu1 O9 H9B 109.4 . . ? H9A O9 H9B 109.4 . . ? Eu1 O10 H10A 109.5 . . ? Eu1 O10 H10B 109.3 . . ? H10A O10 H10B 109.2 . . ? Eu2 O11 H11A 109.5 . . ? Eu2 O11 H11B 109.1 . . ? H11A O11 H11B 109.4 . . ? C1 N1 C3 104.4(5) 10_556 . ? C1 N1 Eu1 142.6(4) 10_556 . ? C3 N1 Eu1 112.2(4) . . ? C1 N2 C2 105.1(6) . . ? C1 N2 Eu2 138.3(4) . . ? C2 N2 Eu2 116.0(4) . . ? C6 N3 C8 104.3(5) 15_465 . ? C6 N3 Eu1 132.5(4) 15_465 . ? C8 N3 Eu1 123.0(4) . . ? C6 N4 C7 104.5(6) . . ? C6 N4 Eu2 134.8(5) . . ? C7 N4 Eu2 116.1(4) . . ? N2 C1 N1 114.4(6) . 10_656 ? N2 C1 H1A 122.8 . . ? N1 C1 H1A 122.8 10_656 . ? N2 C2 C3 108.6(6) . 10_656 ? N2 C2 C4 117.4(6) . 11_566 ? C3 C2 C4 133.9(6) 10_656 11_566 ? N1 C3 C2 107.5(6) . 10_556 ? N1 C3 C5 118.0(6) . . ? C2 C3 C5 134.4(6) 10_556 . ? O3 C4 O4 120.8(6) . 16_666 ? O3 C4 C2 123.4(6) . 16_666 ? O4 C4 C2 115.9(6) 16_666 16_666 ? O1 C5 O2 123.0(6) 4_354 . ? O1 C5 C3 120.7(6) 4_354 . ? O2 C5 C3 116.3(6) . . ? O1 C5 Eu1 151.4(5) 4_354 . ? O2 C5 Eu1 38.8(3) . . ? C3 C5 Eu1 81.8(4) . . ? N4 C6 N3 114.9(6) . 12_776 ? N4 C6 H6A 122.6 . . ? N3 C6 H6A 122.6 12_776 . ? N4 C7 C8 108.7(6) . 12_776 ? N4 C7 C9 118.3(6) . . ? C8 C7 C9 132.9(6) 12_776 . ? C7 C8 N3 107.6(6) 15_465 . ? C7 C8 C10 135.9(6) 15_465 . ? N3 C8 C10 116.5(6) . . ? O6 C9 O5 124.6(6) 8_354 . ? O6 C9 C7 121.3(6) 8_354 . ? O5 C9 C7 114.0(5) . . ? O7 C10 O8 120.7(6) . . ? O7 C10 C8 117.0(6) . . ? O8 C10 C8 122.3(6) . . ? O7 C10 Eu2 65.5(3) . . ? O8 C10 Eu2 56.7(3) . . ? C8 C10 Eu2 165.6(4) . . ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2C 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.927 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.461 _refine_diff_density_min -1.030 _refine_diff_density_rms 0.173 data_14 _database_code_depnum_ccdc_archive 'CCDC 860916' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12.50 Gd2 N4 O13.25' _chemical_formula_weight 715.24 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 Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 20.299(3) _cell_length_b 20.299(3) _cell_length_c 16.157(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6657.5(19) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 30536 _cell_measurement_theta_min 3.22 _cell_measurement_theta_max 27.45 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.854 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5352 _exptl_absorpt_coefficient_mu 7.987 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1896 _exptl_absorpt_correction_T_max 0.6545 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 30536 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0253 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3807 _reflns_number_gt 3325 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0488P)^2^+46.9630P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3807 _refine_ls_number_parameters 264 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0841 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.099 _refine_ls_shift/su_mean 0.001 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 0.705706(14) 0.673436(13) 0.089134(16) 0.01484(9) Uani 1 1 d . . . Gd2 Gd 0.705098(13) 0.818609(13) -0.169198(16) 0.01245(9) Uani 1 1 d . . . O1 O 0.6518(2) 0.6697(2) 0.2160(3) 0.0202(9) Uani 1 1 d . . . O2 O 0.5887(2) 0.6190(2) 0.3065(3) 0.0216(9) Uani 1 1 d . . . O3 O 0.7912(2) 0.6633(3) 0.1862(3) 0.0275(10) Uani 1 1 d . . . O4 O 0.6162(2) 0.6244(2) 0.0163(3) 0.0281(11) Uani 1 1 d . . . O5 O 0.7162(2) 0.7150(2) -0.0644(2) 0.0189(9) Uani 1 1 d . . . O6 O 0.7705(2) 0.7151(2) -0.1833(2) 0.0171(8) Uani 1 1 d . . . O7 O 0.6305(2) 0.8745(2) -0.2548(3) 0.0264(10) Uani 1 1 d . . . O8 O 0.7876(2) 0.8303(2) -0.0580(3) 0.0241(10) Uani 1 1 d . . . O9 O 0.6261(3) 0.7601(3) 0.0810(3) 0.0419(14) Uani 1 1 d . . . H9A H 0.6355 0.7895 0.1167 0.063 Uiso 1 1 d R . . H9B H 0.6270 0.7770 0.0329 0.063 Uiso 1 1 d R . . O10 O 0.7764(3) 0.7674(3) 0.0863(3) 0.0403(14) Uani 1 1 d . . . H10A H 0.8065 0.7627 0.1223 0.060 Uiso 1 1 d R . . H10B H 0.7937 0.7708 0.0385 0.060 Uiso 1 1 d R . . O11 O 0.6153(3) 0.7429(3) -0.2005(3) 0.0359(12) Uani 1 1 d . . . H11A H 0.6143 0.7128 -0.1639 0.054 Uiso 1 1 d R . . H11B H 0.5790 0.7637 -0.2004 0.054 Uiso 1 1 d R . . N1 N 0.6933(3) 0.5483(2) 0.1101(3) 0.0182(10) Uani 1 1 d . . . N2 N 0.6984(2) 0.9375(2) -0.1252(3) 0.0187(10) Uani 1 1 d . . . N3 N 0.8091(3) 0.8769(3) -0.2101(3) 0.0185(10) Uani 1 1 d . . . N4 N 0.7933(3) 0.6250(3) 0.0075(3) 0.0199(11) Uani 1 1 d . . . C1 C 0.7198(3) 0.9965(3) -0.1502(4) 0.0200(12) Uani 1 1 d . . . H1A H 0.7507 1.0014 -0.1922 0.024 Uiso 1 1 calc R . . C2 C 0.6541(3) 0.9514(3) -0.0629(3) 0.0145(11) Uani 1 1 d . . . C3 C 0.6510(3) 0.5195(3) 0.0538(3) 0.0140(11) Uani 1 1 d . . . C4 C 0.6455(3) 0.6308(3) 0.2752(3) 0.0145(11) Uani 1 1 d . . . C5 C 0.6148(3) 0.5638(3) -0.0021(4) 0.0185(12) Uani 1 1 d . . . C6 C 0.8368(3) 0.5773(3) 0.0245(4) 0.0201(12) Uani 1 1 d . . . H6A H 0.8412 0.5585 0.0767 0.024 Uiso 1 1 calc R . . C7 C 0.8900(3) 0.9474(3) -0.1754(3) 0.0160(11) Uani 1 1 d . . . C8 C 0.8487(3) 0.8973(3) -0.1463(3) 0.0151(11) Uani 1 1 d . . . C9 C 0.7615(3) 0.6919(3) -0.1102(4) 0.0161(11) Uani 1 1 d . . . C10 C 0.8374(3) 0.8681(3) -0.0630(4) 0.0168(11) Uani 1 1 d . . . OW1 O 0.5252(5) 0.6743(5) -0.1021(6) 0.095(3) Uani 1 1 d U . . HW1A H 0.5375 0.6568 -0.1473 0.142 Uiso 1 1 d R . . HW1B H 0.4933 0.6524 -0.0820 0.142 Uiso 1 1 d R . . OW2 O 0.5046(17) 0.7028(12) -0.2940(19) 0.337(16) Uani 1 1 d . . . HW2B H 0.5180 0.6759 -0.3306 0.506 Uiso 1 1 d R . . HW2A H 0.4831 0.6821 -0.2572 0.506 Uiso 1 1 d R . . OW3 O 0.5000 0.7500 0.1250 0.513(4) Uani 1 4 d SU . . HW3A H 0.4962 0.7658 0.1735 0.770 Uiso 0.25 1 d PR . . HW3B H 0.4922 0.7800 0.0896 0.770 Uiso 0.25 1 d PR . . 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 0.01993(16) 0.01207(14) 0.01252(15) 0.00103(10) 0.00252(11) -0.00055(10) Gd2 0.01485(14) 0.01060(14) 0.01190(14) -0.00055(10) 0.00224(10) 0.00013(9) O1 0.020(2) 0.023(2) 0.017(2) 0.0079(17) 0.0053(17) 0.0019(17) O2 0.014(2) 0.031(2) 0.020(2) 0.0095(19) 0.0006(17) 0.0002(18) O3 0.022(2) 0.038(3) 0.023(2) 0.009(2) -0.0012(19) -0.007(2) O4 0.038(3) 0.011(2) 0.035(3) -0.0004(19) -0.015(2) 0.0019(19) O5 0.020(2) 0.022(2) 0.0148(19) 0.0005(17) 0.0049(17) 0.0042(17) O6 0.022(2) 0.017(2) 0.0125(18) 0.0006(16) 0.0001(16) 0.0028(16) O7 0.032(2) 0.032(3) 0.015(2) 0.0037(19) 0.0025(19) 0.013(2) O8 0.026(2) 0.025(2) 0.021(2) 0.0096(18) -0.0041(18) -0.0106(19) O9 0.071(4) 0.028(3) 0.028(3) 0.011(2) 0.004(3) 0.020(3) O10 0.064(4) 0.034(3) 0.023(2) 0.004(2) -0.001(2) -0.019(3) O11 0.029(3) 0.033(3) 0.046(3) -0.001(2) 0.001(2) -0.009(2) N1 0.020(2) 0.015(2) 0.020(2) 0.002(2) -0.004(2) -0.002(2) N2 0.018(2) 0.012(2) 0.025(3) -0.002(2) 0.006(2) 0.0002(19) N3 0.021(3) 0.021(3) 0.013(2) 0.001(2) 0.003(2) -0.004(2) N4 0.023(3) 0.021(3) 0.016(2) 0.004(2) 0.005(2) 0.008(2) C1 0.023(3) 0.016(3) 0.021(3) 0.004(2) 0.007(2) -0.002(2) C2 0.018(3) 0.013(3) 0.013(2) -0.003(2) 0.001(2) -0.002(2) C3 0.013(2) 0.012(2) 0.017(3) 0.001(2) 0.002(2) 0.002(2) C4 0.011(2) 0.019(3) 0.013(3) -0.003(2) 0.000(2) -0.001(2) C5 0.020(3) 0.018(3) 0.017(3) 0.001(2) 0.002(2) 0.003(2) C6 0.025(3) 0.021(3) 0.015(3) 0.000(2) -0.003(2) 0.005(2) C7 0.016(3) 0.020(3) 0.012(3) 0.002(2) -0.002(2) -0.001(2) C8 0.015(3) 0.016(3) 0.015(3) 0.000(2) 0.002(2) -0.004(2) C9 0.020(3) 0.013(3) 0.015(3) -0.003(2) -0.001(2) -0.002(2) C10 0.020(3) 0.013(3) 0.017(3) 0.000(2) -0.002(2) 0.001(2) OW1 0.092(3) 0.096(3) 0.096(3) 0.0088(19) 0.0003(19) 0.002(2) OW2 0.38(4) 0.28(3) 0.36(3) -0.02(2) 0.08(4) -0.05(4) OW3 0.513(4) 0.513(4) 0.513(4) 0.000 0.000 0.000 _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 2.325(4) . ? Gd1 O3 2.348(5) . ? Gd1 O4 2.383(5) . ? Gd1 O10 2.387(5) . ? Gd1 O9 2.392(5) . ? Gd1 N4 2.423(5) . ? Gd1 N1 2.576(5) . ? Gd1 O5 2.629(4) . ? Gd2 O7 2.344(4) . ? Gd2 O2 2.396(4) 12_766 ? Gd2 O11 2.437(5) . ? Gd2 O8 2.467(4) . ? Gd2 O6 2.497(4) . ? Gd2 N3 2.509(5) . ? Gd2 N2 2.520(5) . ? Gd2 O6 2.528(4) 13_664 ? Gd2 O5 2.710(4) . ? Gd2 C9 2.973(6) . ? O1 C4 1.246(7) . ? O2 C4 1.281(7) . ? O2 Gd2 2.396(4) 15_565 ? O3 C5 1.236(8) 8_454 ? O4 C5 1.266(7) . ? O5 C9 1.270(7) . ? O6 C9 1.285(7) . ? O6 Gd2 2.528(4) 13_664 ? O7 C10 1.243(7) 4_464 ? O8 C10 1.272(7) . ? O9 H9A 0.8499 . ? O9 H9B 0.8500 . ? O10 H10A 0.8501 . ? O10 H10B 0.8500 . ? O11 H11A 0.8498 . ? O11 H11B 0.8502 . ? N1 C1 1.347(8) 14_545 ? N1 C3 1.381(7) . ? N2 C1 1.337(8) . ? N2 C2 1.379(7) . ? N3 C6 1.326(8) 11_675 ? N3 C8 1.371(7) . ? N4 C6 1.339(8) . ? N4 C7 1.374(7) 16_755 ? C1 N1 1.347(8) 14 ? C1 H1A 0.9300 . ? C2 C3 1.392(8) 14 ? C2 C4 1.470(8) 12_766 ? C3 C2 1.392(8) 14_545 ? C3 C5 1.471(8) . ? C4 C2 1.470(8) 15_565 ? C5 O3 1.236(8) 7_544 ? C6 N3 1.326(8) 16_755 ? C6 H6A 0.9300 . ? C7 N4 1.374(7) 11_675 ? C7 C8 1.399(8) . ? C7 C9 1.462(8) 11_675 ? C8 C10 1.488(8) . ? C9 C7 1.462(8) 16_755 ? C10 O7 1.243(7) 3_655 ? OW1 HW1A 0.8501 . ? OW1 HW1B 0.8498 . ? OW2 HW2B 0.8501 . ? OW2 HW2A 0.8501 . ? OW3 HW3A 0.8500 . ? OW3 HW3B 0.8501 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Gd1 O3 75.84(15) . . ? O1 Gd1 O4 93.61(17) . . ? O3 Gd1 O4 148.96(16) . . ? O1 Gd1 O10 109.04(17) . . ? O3 Gd1 O10 68.83(18) . . ? O4 Gd1 O10 141.50(17) . . ? O1 Gd1 O9 75.81(16) . . ? O3 Gd1 O9 126.86(19) . . ? O4 Gd1 O9 76.43(19) . . ? O10 Gd1 O9 79.5(2) . . ? O1 Gd1 N4 144.30(16) . . ? O3 Gd1 N4 77.64(17) . . ? O4 Gd1 N4 96.97(18) . . ? O10 Gd1 N4 82.7(2) . . ? O9 Gd1 N4 139.85(17) . . ? O1 Gd1 N1 78.81(16) . . ? O3 Gd1 N1 84.13(17) . . ? O4 Gd1 N1 65.06(15) . . ? O10 Gd1 N1 148.14(19) . . ? O9 Gd1 N1 131.84(19) . . ? N4 Gd1 N1 75.08(17) . . ? O1 Gd1 O5 151.74(14) . . ? O3 Gd1 O5 126.80(15) . . ? O4 Gd1 O5 74.31(15) . . ? O10 Gd1 O5 71.15(15) . . ? O9 Gd1 O5 76.53(15) . . ? N4 Gd1 O5 63.70(15) . . ? N1 Gd1 O5 116.62(15) . . ? O7 Gd2 O2 87.73(15) . 12_766 ? O7 Gd2 O11 72.56(19) . . ? O2 Gd2 O11 78.24(17) 12_766 . ? O7 Gd2 O8 145.23(16) . . ? O2 Gd2 O8 81.73(16) 12_766 . ? O11 Gd2 O8 135.97(16) . . ? O7 Gd2 O6 134.23(14) . . ? O2 Gd2 O6 123.14(14) 12_766 . ? O11 Gd2 O6 81.24(16) . . ? O8 Gd2 O6 77.66(15) . . ? O7 Gd2 N3 99.19(17) . . ? O2 Gd2 N3 130.37(16) 12_766 . ? O11 Gd2 N3 150.70(17) . . ? O8 Gd2 N3 64.88(15) . . ? O6 Gd2 N3 85.72(15) . . ? O7 Gd2 N2 70.58(17) . . ? O2 Gd2 N2 65.69(15) 12_766 . ? O11 Gd2 N2 128.49(17) . . ? O8 Gd2 N2 74.89(16) . . ? O6 Gd2 N2 149.42(15) . . ? N3 Gd2 N2 70.61(16) . . ? O7 Gd2 O6 72.62(14) . 13_664 ? O2 Gd2 O6 152.27(15) 12_766 13_664 ? O11 Gd2 O6 77.30(16) . 13_664 ? O8 Gd2 O6 125.42(15) . 13_664 ? O6 Gd2 O6 65.30(15) . 13_664 ? N3 Gd2 O6 73.41(15) . 13_664 ? N2 Gd2 O6 122.38(15) . 13_664 ? O7 Gd2 O5 142.97(16) . . ? O2 Gd2 O5 73.13(13) 12_766 . ? O11 Gd2 O5 72.65(16) . . ? O8 Gd2 O5 64.10(13) . . ? O6 Gd2 O5 50.16(13) . . ? N3 Gd2 O5 117.45(15) . . ? N2 Gd2 O5 124.88(15) . . ? O6 Gd2 O5 111.27(12) 13_664 . ? O7 Gd2 C9 149.00(16) . . ? O2 Gd2 C9 98.37(15) 12_766 . ? O11 Gd2 C9 78.96(17) . . ? O8 Gd2 C9 65.68(15) . . ? O6 Gd2 C9 25.30(14) . . ? N3 Gd2 C9 99.70(16) . . ? N2 Gd2 C9 139.40(16) . . ? O6 Gd2 C9 89.59(14) 13_664 . ? O5 Gd2 C9 25.29(14) . . ? C4 O1 Gd1 138.2(4) . . ? C4 O2 Gd2 124.8(4) . 15_565 ? C5 O3 Gd1 148.6(4) 8_454 . ? C5 O4 Gd1 122.6(4) . . ? C9 O5 Gd1 119.3(4) . . ? C9 O5 Gd2 89.0(3) . . ? Gd1 O5 Gd2 146.29(17) . . ? C9 O6 Gd2 98.6(3) . . ? C9 O6 Gd2 142.7(4) . 13_664 ? Gd2 O6 Gd2 114.70(15) . 13_664 ? C10 O7 Gd2 151.4(4) 4_464 . ? C10 O8 Gd2 123.4(4) . . ? Gd1 O9 H9A 109.1 . . ? Gd1 O9 H9B 109.5 . . ? H9A O9 H9B 109.5 . . ? Gd1 O10 H10A 109.4 . . ? Gd1 O10 H10B 109.3 . . ? H10A O10 H10B 109.5 . . ? Gd2 O11 H11A 109.1 . . ? Gd2 O11 H11B 109.5 . . ? H11A O11 H11B 109.5 . . ? C1 N1 C3 103.6(5) 14_545 . ? C1 N1 Gd1 142.6(4) 14_545 . ? C3 N1 Gd1 113.1(4) . . ? C1 N2 C2 104.4(5) . . ? C1 N2 Gd2 139.1(4) . . ? C2 N2 Gd2 115.9(4) . . ? C6 N3 C8 105.0(5) 11_675 . ? C6 N3 Gd2 134.6(4) 11_675 . ? C8 N3 Gd2 115.9(4) . . ? C6 N4 C7 105.5(5) . 16_755 ? C6 N4 Gd1 131.8(4) . . ? C7 N4 Gd1 122.5(4) 16_755 . ? N2 C1 N1 115.1(5) . 14 ? N2 C1 H1A 122.5 . . ? N1 C1 H1A 122.5 14 . ? N2 C2 C3 108.1(5) . 14 ? N2 C2 C4 117.3(5) . 12_766 ? C3 C2 C4 134.5(5) 14 12_766 ? N1 C3 C2 108.8(5) . 14_545 ? N1 C3 C5 117.2(5) . . ? C2 C3 C5 134.0(5) 14_545 . ? O1 C4 O2 121.0(5) . . ? O1 C4 C2 122.9(5) . 15_565 ? O2 C4 C2 116.1(5) . 15_565 ? O3 C5 O4 124.1(6) 7_544 . ? O3 C5 C3 119.9(5) 7_544 . ? O4 C5 C3 116.0(5) . . ? N3 C6 N4 114.0(5) 16_755 . ? N3 C6 H6A 123.0 16_755 . ? N4 C6 H6A 123.0 . . ? N4 C7 C8 107.0(5) 11_675 . ? N4 C7 C9 117.4(5) 11_675 11_675 ? C8 C7 C9 135.6(5) . 11_675 ? N3 C8 C7 108.5(5) . . ? N3 C8 C10 118.0(5) . . ? C7 C8 C10 133.3(5) . . ? O5 C9 O6 120.2(5) . . ? O5 C9 C7 116.8(5) . 16_755 ? O6 C9 C7 123.0(5) . 16_755 ? O5 C9 Gd2 65.7(3) . . ? O6 C9 Gd2 56.1(3) . . ? C7 C9 Gd2 165.8(4) 16_755 . ? O7 C10 O8 124.6(6) 3_655 . ? O7 C10 C8 120.5(5) 3_655 . ? O8 C10 C8 114.9(5) . . ? HW1A OW1 HW1B 109.5 . . ? HW2B OW2 HW2A 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.750 _refine_diff_density_min -1.110 _refine_diff_density_rms 0.232 data_15 _database_code_depnum_ccdc_archive 'CCDC 860917' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H11.50 N4 O12.75 Tb2' _chemical_formula_weight 709.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 20.227(4) _cell_length_b 20.227(4) _cell_length_c 16.047(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6565(4) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 18140 _cell_measurement_theta_min 1.62 _cell_measurement_theta_max 26.89 _exptl_crystal_description block _exptl_crystal_colour jasmine _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.872 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5304 _exptl_absorpt_coefficient_mu 8.631 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2040 _exptl_absorpt_correction_T_max 0.2525 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18140 _diffrn_reflns_av_R_equivalents 0.1020 _diffrn_reflns_av_sigmaI/netI 0.0829 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 26.89 _reflns_number_total 3317 _reflns_number_gt 2254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3317 _refine_ls_number_parameters 260 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0860 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1171 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.093 _refine_ls_shift/su_mean 0.001 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 0.29377(3) 0.67314(3) 0.08988(3) 0.01785(17) Uani 1 1 d . . . Tb2 Tb 0.29443(3) 0.81885(3) -0.16934(3) 0.01610(16) Uani 1 1 d . . . O1 O 0.3480(4) 0.6696(4) 0.2155(4) 0.0222(18) Uani 1 1 d . . . O2 O 0.4117(4) 0.6180(4) 0.3081(4) 0.0222(18) Uani 1 1 d . . . O3 O 0.3828(4) 0.6247(4) 0.0166(5) 0.029(2) Uani 1 1 d . . . O4 O 0.2085(4) 0.6640(5) 0.1863(5) 0.032(2) Uani 1 1 d . . . O5 O 0.2834(4) 0.7151(4) -0.0647(4) 0.0227(18) Uani 1 1 d . . . O6 O 0.2291(4) 0.7157(4) -0.1829(4) 0.0230(19) Uani 1 1 d . . . O7 O 0.3698(4) 0.8748(4) -0.2541(4) 0.028(2) Uani 1 1 d . . . O8 O 0.2126(4) 0.8312(4) -0.0583(4) 0.027(2) Uani 1 1 d . . . O9 O 0.3723(5) 0.7598(4) 0.0807(5) 0.041(2) Uani 1 1 d . . . H9A H 0.3909 0.7642 0.1258 0.062 Uiso 1 1 calc R . . H9B H 0.3500 0.8001 0.0665 0.062 Uiso 1 1 d R . . O10 O 0.2236(5) 0.7672(4) 0.0865(5) 0.040(2) Uani 1 1 d . . . H10A H 0.2107 0.7755 0.1338 0.060 Uiso 1 1 calc R . . H10B H 0.1863 0.7579 0.0514 0.060 Uiso 1 1 d R . . O11 O 0.3840(4) 0.7432(5) -0.1982(5) 0.040(2) Uani 1 1 d . . . H11A H 0.4148 0.7635 -0.2194 0.059 Uiso 1 1 calc R . . H11B H 0.3689 0.7098 -0.2361 0.059 Uiso 1 1 d R . . N1 N 0.3058(5) 0.5479(5) 0.1106(6) 0.023(2) Uani 1 1 d . . . N2 N 0.3012(5) 0.9379(5) -0.1250(6) 0.025(2) Uani 1 1 d . . . N3 N 0.1903(5) 0.8768(5) -0.2108(5) 0.023(2) Uani 1 1 d . . . N4 N 0.2057(5) 0.6258(4) 0.0086(5) 0.022(2) Uani 1 1 d . . . C1 C 0.2796(6) 0.4964(6) 0.1510(7) 0.026(3) Uani 1 1 d . . . H1A H 0.2489 0.5011 0.1937 0.032 Uiso 1 1 calc R . . C2 C 0.3451(6) 0.4515(6) 0.0641(6) 0.020(3) Uani 1 1 d . . . C3 C 0.3480(5) 0.5197(6) 0.0554(6) 0.017(2) Uani 1 1 d . . . C4 C 0.3548(6) 0.6301(6) 0.2762(6) 0.022(3) Uani 1 1 d . . . C5 C 0.3850(6) 0.5639(6) -0.0009(6) 0.022(3) Uani 1 1 d . . . C6 C 0.1633(6) 0.5777(6) 0.0256(7) 0.025(3) Uani 1 1 d . . . H6A H 0.1595 0.5584 0.0780 0.030 Uiso 1 1 calc R . . C7 C 0.1964(6) 0.6398(6) -0.0740(6) 0.023(3) Uani 1 1 d . . . C8 C 0.1508(5) 0.8967(6) -0.1469(6) 0.019(2) Uani 1 1 d . . . C9 C 0.2379(5) 0.6926(5) -0.1092(6) 0.015(2) Uani 1 1 d . . . C10 C 0.1618(6) 0.8682(5) -0.0624(6) 0.017(3) Uani 1 1 d . . . OW1 O 0.0000 0.7500 -0.195(4) 0.45(3) Uani 1 2 d SU . . HW1A H -0.0043 0.7191 -0.2306 0.673 Uiso 0.50 1 d PR . . HW1B H -0.0351 0.7531 -0.1663 0.673 Uiso 0.50 1 d PR . . OW2 O 0.5000 0.7500 0.1250 0.3680(18) Uani 1 4 d SU . . HW2A H 0.5188 0.7288 0.1641 0.552 Uiso 0.25 1 d PR . . HW2B H 0.5218 0.7449 0.0802 0.552 Uiso 0.25 1 d PR . . OW3 O 0.4259(7) 0.7740(7) 0.3517(8) 0.098(5) Uani 1 1 d U . . HW3B H 0.4417 0.8115 0.3386 0.147 Uiso 1 1 d R . . HW3C H 0.3997 0.7783 0.3927 0.147 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 0.0216(3) 0.0150(3) 0.0170(3) 0.0012(2) -0.0017(2) 0.0005(2) Tb2 0.0173(3) 0.0139(3) 0.0171(3) -0.0006(2) -0.0019(2) 0.0002(2) O1 0.018(5) 0.028(5) 0.021(4) 0.007(3) -0.003(3) -0.006(4) O2 0.014(4) 0.026(5) 0.027(4) 0.007(3) 0.000(3) -0.001(4) O3 0.038(6) 0.006(4) 0.044(5) 0.000(4) 0.016(4) -0.001(4) O4 0.031(5) 0.045(6) 0.022(4) 0.005(4) -0.001(4) 0.005(4) O5 0.025(5) 0.017(5) 0.026(4) -0.001(3) -0.001(3) -0.005(4) O6 0.030(5) 0.025(5) 0.014(4) 0.005(3) 0.002(3) -0.001(4) O7 0.035(5) 0.029(5) 0.019(4) 0.006(4) -0.002(4) -0.008(4) O8 0.037(6) 0.024(5) 0.019(4) 0.006(3) 0.001(4) 0.013(4) O9 0.057(7) 0.023(5) 0.045(5) 0.014(4) -0.003(5) -0.014(5) O10 0.063(7) 0.029(5) 0.027(4) 0.003(4) 0.002(4) 0.026(5) O11 0.032(6) 0.035(6) 0.053(5) -0.005(4) 0.001(4) 0.008(5) N1 0.009(5) 0.030(6) 0.029(5) -0.001(4) 0.003(4) -0.003(5) N2 0.027(6) 0.020(6) 0.028(5) -0.001(4) -0.006(4) 0.009(5) N3 0.026(6) 0.026(6) 0.018(4) -0.002(4) 0.007(4) 0.000(5) N4 0.040(7) 0.013(5) 0.015(4) 0.001(4) -0.002(4) -0.007(5) C1 0.033(8) 0.022(7) 0.024(6) -0.003(5) 0.013(5) 0.005(6) C2 0.027(7) 0.016(6) 0.019(5) 0.003(5) 0.002(5) 0.001(5) C3 0.014(6) 0.020(7) 0.016(5) -0.001(4) 0.002(4) -0.002(5) C4 0.018(7) 0.026(7) 0.021(6) -0.003(5) 0.001(5) 0.006(5) C5 0.037(8) 0.016(7) 0.014(5) -0.003(5) -0.005(5) -0.002(5) C6 0.024(7) 0.030(8) 0.021(6) 0.008(5) -0.001(5) -0.005(6) C7 0.035(8) 0.020(7) 0.013(5) -0.003(5) 0.008(5) -0.004(6) C8 0.014(6) 0.020(7) 0.023(6) -0.003(5) -0.005(5) -0.001(5) C9 0.009(6) 0.010(6) 0.025(6) 0.001(4) 0.005(4) 0.000(5) C10 0.021(7) 0.016(6) 0.014(5) 0.011(4) -0.006(4) 0.002(5) OW1 0.45(3) 0.45(3) 0.45(3) 0.000 0.000 0.0000(10) OW2 0.3680(18) 0.3680(18) 0.368(2) 0.000 0.000 0.000 OW3 0.098(5) 0.098(5) 0.098(5) 0.0000(10) -0.0009(10) 0.0001(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O1 2.297(7) . ? Tb1 O4 2.325(8) . ? Tb1 O3 2.363(8) . ? Tb1 O9 2.369(9) . ? Tb1 O10 2.373(8) . ? Tb1 N4 2.405(9) . ? Tb1 N1 2.566(10) . ? Tb1 O5 2.631(7) . ? Tb2 O7 2.335(8) . ? Tb2 O2 2.357(7) 15_565 ? Tb2 O11 2.415(9) . ? Tb2 O8 2.445(8) . ? Tb2 O6 2.480(8) . ? Tb2 N3 2.501(10) . ? Tb2 N2 2.514(10) . ? Tb2 O6 2.518(7) 13_564 ? Tb2 O5 2.697(7) . ? Tb2 C9 2.959(11) . ? O1 C4 1.266(13) . ? O2 C4 1.283(13) . ? O2 Tb2 2.357(7) 12_766 ? O3 C5 1.263(13) . ? O4 C5 1.250(13) 3 ? O5 C9 1.250(12) . ? O6 C9 1.283(12) . ? O6 Tb2 2.518(7) 13_564 ? O7 C10 1.223(12) 7_554 ? O8 C10 1.272(13) . ? O9 H9A 0.8200 . ? O9 H9B 0.9601 . ? O10 H10A 0.8200 . ? O10 H10B 0.9599 . ? O11 H11A 0.8200 . ? O11 H11B 0.9600 . ? N1 C1 1.338(14) . ? N1 C3 1.357(13) . ? N2 C1 1.329(14) 14 ? N2 C2 1.350(14) 14 ? N3 C6 1.327(14) 16_665 ? N3 C8 1.359(14) . ? N4 C6 1.326(14) . ? N4 C7 1.369(13) . ? C1 N2 1.329(14) 14_545 ? C1 H1A 0.9300 . ? C2 N2 1.350(14) 14_545 ? C2 C3 1.388(16) . ? C2 C4 1.472(16) 4_454 ? C3 C5 1.475(15) . ? C4 C2 1.472(16) 3 ? C5 O4 1.250(13) 4_454 ? C6 N3 1.327(14) 11_565 ? C6 H6A 0.9300 . ? C7 C8 1.380(16) 11_565 ? C7 C9 1.472(15) . ? C8 C7 1.380(16) 16_665 ? C8 C10 1.490(14) . ? C10 O7 1.223(12) 8_354 ? OW1 HW1A 0.8501 . ? OW1 HW1B 0.8500 . ? OW2 HW2A 0.8500 . ? OW2 HW2B 0.8500 . ? OW3 HW3B 0.8500 . ? OW3 HW3C 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Tb1 O4 76.6(3) . . ? O1 Tb1 O3 93.4(3) . . ? O4 Tb1 O3 149.7(3) . . ? O1 Tb1 O9 75.9(3) . . ? O4 Tb1 O9 126.7(3) . . ? O3 Tb1 O9 76.4(3) . . ? O1 Tb1 O10 109.3(3) . . ? O4 Tb1 O10 68.6(3) . . ? O3 Tb1 O10 140.9(3) . . ? O9 Tb1 O10 78.9(4) . . ? O1 Tb1 N4 144.8(3) . . ? O4 Tb1 N4 77.3(3) . . ? O3 Tb1 N4 97.4(3) . . ? O9 Tb1 N4 139.2(3) . . ? O10 Tb1 N4 82.2(3) . . ? O1 Tb1 N1 79.0(3) . . ? O4 Tb1 N1 84.6(3) . . ? O3 Tb1 N1 65.3(3) . . ? O9 Tb1 N1 132.4(3) . . ? O10 Tb1 N1 148.3(3) . . ? N4 Tb1 N1 75.4(3) . . ? O1 Tb1 O5 151.2(3) . . ? O4 Tb1 O5 126.5(3) . . ? O3 Tb1 O5 74.1(3) . . ? O9 Tb1 O5 75.9(3) . . ? O10 Tb1 O5 70.9(3) . . ? N4 Tb1 O5 63.8(3) . . ? N1 Tb1 O5 116.6(3) . . ? O7 Tb2 O2 87.0(3) . 15_565 ? O7 Tb2 O11 72.9(3) . . ? O2 Tb2 O11 77.2(3) 15_565 . ? O7 Tb2 O8 144.8(3) . . ? O2 Tb2 O8 81.9(3) 15_565 . ? O11 Tb2 O8 135.4(3) . . ? O7 Tb2 O6 134.8(3) . . ? O2 Tb2 O6 122.9(2) 15_565 . ? O11 Tb2 O6 81.4(3) . . ? O8 Tb2 O6 77.8(3) . . ? O7 Tb2 N3 99.7(3) . . ? O2 Tb2 N3 130.9(3) 15_565 . ? O11 Tb2 N3 151.3(3) . . ? O8 Tb2 N3 64.9(3) . . ? O6 Tb2 N3 85.5(3) . . ? O7 Tb2 N2 70.4(3) . . ? O2 Tb2 N2 65.9(3) 15_565 . ? O11 Tb2 N2 128.3(3) . . ? O8 Tb2 N2 74.5(3) . . ? O6 Tb2 N2 149.3(3) . . ? N3 Tb2 N2 70.9(3) . . ? O7 Tb2 O6 73.1(3) . 13_564 ? O2 Tb2 O6 151.5(3) 15_565 13_564 ? O11 Tb2 O6 77.6(3) . 13_564 ? O8 Tb2 O6 125.9(3) . 13_564 ? O6 Tb2 O6 65.4(3) . 13_564 ? N3 Tb2 O6 73.8(3) . 13_564 ? N2 Tb2 O6 122.9(3) . 13_564 ? O7 Tb2 O5 142.5(3) . . ? O2 Tb2 O5 73.2(3) 15_565 . ? O11 Tb2 O5 71.9(3) . . ? O8 Tb2 O5 64.5(2) . . ? O6 Tb2 O5 49.9(2) . . ? N3 Tb2 O5 117.4(3) . . ? N2 Tb2 O5 125.0(3) . . ? O6 Tb2 O5 110.8(2) 13_564 . ? O7 Tb2 C9 149.3(3) . . ? O2 Tb2 C9 98.1(3) 15_565 . ? O11 Tb2 C9 78.8(3) . . ? O8 Tb2 C9 65.7(3) . . ? O6 Tb2 C9 25.4(2) . . ? N3 Tb2 C9 99.5(3) . . ? N2 Tb2 C9 139.0(3) . . ? O6 Tb2 C9 89.7(3) 13_564 . ? O5 Tb2 C9 25.0(2) . . ? C4 O1 Tb1 138.3(8) . . ? C4 O2 Tb2 125.0(7) . 12_766 ? C5 O3 Tb1 122.8(8) . . ? C5 O4 Tb1 147.3(8) 3 . ? C9 O5 Tb1 118.7(7) . . ? C9 O5 Tb2 89.3(6) . . ? Tb1 O5 Tb2 146.3(3) . . ? C9 O6 Tb2 98.7(6) . . ? C9 O6 Tb2 142.5(7) . 13_564 ? Tb2 O6 Tb2 114.6(3) . 13_564 ? C10 O7 Tb2 150.7(8) 7_554 . ? C10 O8 Tb2 124.7(6) . . ? Tb1 O9 H9A 109.5 . . ? Tb1 O9 H9B 109.2 . . ? H9A O9 H9B 109.4 . . ? Tb1 O10 H10A 109.5 . . ? Tb1 O10 H10B 109.1 . . ? H10A O10 H10B 109.4 . . ? Tb2 O11 H11A 109.5 . . ? Tb2 O11 H11B 109.2 . . ? H11A O11 H11B 109.4 . . ? C1 N1 C3 103.7(10) . . ? C1 N1 Tb1 142.6(8) . . ? C3 N1 Tb1 113.0(7) . . ? C1 N2 C2 105.2(10) 14 14 ? C1 N2 Tb2 138.3(8) 14 . ? C2 N2 Tb2 115.8(7) 14 . ? C6 N3 C8 105.4(10) 16_665 . ? C6 N3 Tb2 134.5(8) 16_665 . ? C8 N3 Tb2 115.7(7) . . ? C6 N4 C7 105.2(9) . . ? C6 N4 Tb1 131.3(7) . . ? C7 N4 Tb1 123.0(7) . . ? N2 C1 N1 114.3(10) 14_545 . ? N2 C1 H1A 122.8 14_545 . ? N1 C1 H1A 122.8 . . ? N2 C2 C3 107.6(10) 14_545 . ? N2 C2 C4 117.3(10) 14_545 4_454 ? C3 C2 C4 135.0(10) . 4_454 ? N1 C3 C2 109.1(9) . . ? N1 C3 C5 117.6(10) . . ? C2 C3 C5 133.3(10) . . ? O1 C4 O2 121.7(11) . . ? O1 C4 C2 122.5(10) . 3 ? O2 C4 C2 115.9(10) . 3 ? O4 C5 O3 123.2(11) 4_454 . ? O4 C5 C3 120.8(10) 4_454 . ? O3 C5 C3 115.9(10) . . ? N4 C6 N3 113.6(10) . 11_565 ? N4 C6 H6A 123.2 . . ? N3 C6 H6A 123.2 11_565 . ? N4 C7 C8 107.7(10) . 11_565 ? N4 C7 C9 116.3(10) . . ? C8 C7 C9 136.0(10) 11_565 . ? N3 C8 C7 108.1(10) . 16_665 ? N3 C8 C10 118.9(10) . . ? C7 C8 C10 132.7(10) 16_665 . ? O5 C9 O6 119.8(10) . . ? O5 C9 C7 117.7(9) . . ? O6 C9 C7 122.5(10) . . ? O5 C9 Tb2 65.7(6) . . ? O6 C9 Tb2 55.9(5) . . ? C7 C9 Tb2 166.4(8) . . ? O7 C10 O8 124.9(9) 8_354 . ? O7 C10 C8 121.9(10) 8_354 . ? O8 C10 C8 113.3(9) . . ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2B 109.5 . . ? HW3B OW3 HW3C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.290 _refine_diff_density_min -1.149 _refine_diff_density_rms 0.274 data_16 _database_code_depnum_ccdc_archive 'CCDC 860918' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12.50 Dy2 N4 O13.25' _chemical_formula_weight 725.74 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' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 20.2130(15) _cell_length_b 20.2130(15) _cell_length_c 16.001(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6537.3(12) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 24207 _cell_measurement_theta_min 1.62 _cell_measurement_theta_max 27.01 _exptl_crystal_description block _exptl_crystal_colour jasmine _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.950 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5416 _exptl_absorpt_coefficient_mu 9.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2172 _exptl_absorpt_correction_T_max 0.2492 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24207 _diffrn_reflns_av_R_equivalents 0.0624 _diffrn_reflns_av_sigmaI/netI 0.0410 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.01 _reflns_number_total 3361 _reflns_number_gt 2708 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+44.4446P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3361 _refine_ls_number_parameters 264 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0723 _refine_ls_wR_factor_gt 0.0666 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.174 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy -0.077101(15) 0.543290(16) 0.340546(18) 0.01671(10) Uani 1 1 d . . . Dy2 Dy 0.069042(15) 0.544048(15) 0.080581(18) 0.01474(10) Uani 1 1 d . . . O1 O -0.0812(2) 0.5986(2) 0.4656(3) 0.0199(10) Uani 1 1 d . . . O2 O 0.0886(2) 0.6173(2) 0.1924(3) 0.0226(11) Uani 1 1 d . . . O3 O -0.1247(2) 0.6323(3) 0.2665(3) 0.0308(13) Uani 1 1 d . . . O4 O -0.0862(3) 0.4581(2) 0.4371(3) 0.0280(12) Uani 1 1 d . . . O5 O -0.0346(2) 0.5333(2) 0.1870(3) 0.0208(10) Uani 1 1 d . . . O6 O -0.0337(2) 0.4794(2) 0.0675(3) 0.0206(11) Uani 1 1 d . . . O7 O 0.0810(2) 0.4627(2) 0.1921(3) 0.0256(11) Uani 1 1 d . . . O8 O 0.1247(2) 0.6187(2) -0.0036(3) 0.0268(12) Uani 1 1 d . . . O9 O 0.0164(3) 0.4735(3) 0.3379(3) 0.0396(15) Uani 1 1 d . . . H9A H 0.0163 0.4497 0.3793 0.059 Uiso 1 1 calc R . . H9B H 0.0151 0.4496 0.2941 0.059 Uiso 1 1 d R . . O10 O 0.0089(3) 0.6213(3) 0.3315(3) 0.0396(15) Uani 1 1 d . . . H10A H 0.0306 0.6208 0.3748 0.059 Uiso 1 1 calc R . . H10B H 0.0339 0.6113 0.2906 0.059 Uiso 1 1 d R . . O11 O -0.0058(3) 0.6338(3) 0.0510(3) 0.0357(13) Uani 1 1 d . . . H11B H -0.0346 0.6211 0.0185 0.054 Uiso 1 1 calc R . . H11C H -0.0238 0.6466 0.0962 0.054 Uiso 1 1 d R . . N1 N -0.2020(3) 0.5552(3) 0.3616(3) 0.0180(12) Uani 1 1 d . . . N2 N 0.1869(3) 0.5509(3) 0.1233(3) 0.0167(12) Uani 1 1 d . . . N3 N 0.1263(3) 0.4407(3) 0.0388(3) 0.0218(13) Uani 1 1 d . . . N4 N -0.1243(3) 0.4561(3) 0.2595(3) 0.0226(13) Uani 1 1 d . . . C1 C -0.2533(3) 0.5286(3) 0.4014(4) 0.0206(15) Uani 1 1 d . . . H1A H -0.2483 0.4969 0.4431 0.025 Uiso 1 1 calc R . . C2 C -0.2990(3) 0.5948(3) 0.3145(4) 0.0155(14) Uani 1 1 d . . . C3 C -0.2305(3) 0.5976(3) 0.3051(4) 0.0165(14) Uani 1 1 d . . . C4 C -0.1201(3) 0.6051(3) 0.5258(4) 0.0177(14) Uani 1 1 d . . . C5 C -0.1863(3) 0.6337(3) 0.2493(4) 0.0181(14) Uani 1 1 d . . . C6 C -0.1724(4) 0.4125(3) 0.2753(4) 0.0220(15) Uani 1 1 d . . . H6A H -0.1915 0.4081 0.3279 0.026 Uiso 1 1 calc R . . C7 C -0.1093(3) 0.4463(3) 0.1768(4) 0.0195(15) Uani 1 1 d . . . C8 C 0.1464(3) 0.4010(3) 0.1030(4) 0.0176(14) Uani 1 1 d . . . C9 C -0.0571(3) 0.4882(3) 0.1402(4) 0.0169(14) Uani 1 1 d . . . C10 C 0.1625(3) 0.6312(3) -0.0628(4) 0.0171(14) Uani 1 1 d . . . OW1 O 0.0000 0.7500 0.3750 0.3596(18) Uani 1 4 d SU . . HW1A H 0.0072 0.7570 0.4266 0.539 Uiso 0.25 1 d PR . . HW1B H 0.0358 0.7546 0.3478 0.539 Uiso 0.25 1 d PR . . OW2 O -0.0732(5) 0.7236(5) 0.1493(6) 0.095(3) Uani 1 1 d U . . HW2A H -0.0831 0.7591 0.1748 0.143 Uiso 1 1 d R . . HW2C H -0.1010 0.7167 0.1104 0.143 Uiso 1 1 d R . . OW3 O -0.0473(13) 0.747(2) -0.0504(18) 0.48(3) Uani 1 1 d . . . HW3B H -0.0839 0.7661 -0.0617 0.719 Uiso 1 1 d R . . HW3C H -0.0176 0.7766 -0.0436 0.719 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 Dy1 0.01403(17) 0.02146(18) 0.01463(16) -0.00169(13) 0.00106(12) 0.00089(13) Dy2 0.01273(17) 0.01649(17) 0.01499(16) -0.00235(12) -0.00060(12) 0.00015(12) O1 0.023(3) 0.017(2) 0.020(2) -0.0034(19) 0.009(2) -0.006(2) O2 0.013(2) 0.032(3) 0.022(2) -0.011(2) -0.002(2) -0.001(2) O3 0.016(3) 0.040(3) 0.036(3) 0.014(3) 0.001(2) -0.001(2) O4 0.032(3) 0.026(3) 0.025(3) 0.002(2) 0.010(2) 0.004(2) O5 0.024(3) 0.021(3) 0.017(2) -0.001(2) 0.003(2) -0.001(2) O6 0.018(3) 0.026(3) 0.018(2) -0.004(2) 0.0037(19) -0.002(2) O7 0.027(3) 0.026(3) 0.024(3) 0.002(2) 0.003(2) 0.009(2) O8 0.033(3) 0.031(3) 0.017(2) -0.002(2) 0.005(2) -0.008(2) O9 0.034(3) 0.064(4) 0.021(3) 0.002(3) 0.002(2) 0.023(3) O10 0.024(3) 0.067(4) 0.028(3) -0.007(3) 0.006(2) -0.017(3) O11 0.032(3) 0.036(3) 0.039(3) -0.007(3) -0.005(3) 0.010(3) N1 0.015(3) 0.017(3) 0.022(3) 0.001(2) -0.001(2) 0.000(2) N2 0.011(3) 0.016(3) 0.023(3) -0.005(2) 0.000(2) -0.001(2) N3 0.015(3) 0.030(3) 0.020(3) 0.000(3) 0.000(2) -0.002(3) N4 0.022(3) 0.028(3) 0.017(3) -0.003(3) 0.004(2) -0.005(3) C1 0.019(4) 0.024(4) 0.019(3) 0.008(3) 0.001(3) 0.002(3) C2 0.016(3) 0.021(4) 0.010(3) 0.001(3) 0.002(3) -0.003(3) C3 0.018(4) 0.016(3) 0.015(3) -0.001(3) 0.002(3) -0.001(3) C4 0.020(4) 0.016(3) 0.017(3) 0.000(3) -0.003(3) -0.004(3) C5 0.013(3) 0.022(4) 0.019(3) -0.005(3) 0.001(3) -0.001(3) C6 0.026(4) 0.020(4) 0.019(4) 0.002(3) 0.005(3) 0.001(3) C7 0.027(4) 0.019(4) 0.012(3) 0.001(3) 0.003(3) 0.001(3) C8 0.018(4) 0.016(3) 0.019(3) -0.001(3) 0.002(3) 0.005(3) C9 0.012(3) 0.025(4) 0.014(3) 0.005(3) -0.004(3) 0.000(3) C10 0.016(3) 0.016(3) 0.020(3) 0.002(3) -0.001(3) 0.001(3) OW1 0.3595(18) 0.3595(18) 0.360(2) 0.000 0.000 0.000 OW2 0.096(3) 0.095(3) 0.096(3) -0.0004(10) 0.0025(10) -0.0005(10) OW3 0.35(4) 0.60(6) 0.49(5) 0.25(5) 0.00(3) 0.05(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 Dy1 O1 2.293(4) . ? Dy1 O4 2.320(5) . ? Dy1 O10 2.352(5) . ? Dy1 O3 2.359(5) . ? Dy1 O9 2.360(5) . ? Dy1 N4 2.387(6) . ? Dy1 N1 2.558(5) . ? Dy1 O5 2.611(4) . ? Dy2 O8 2.314(5) . ? Dy2 O2 2.356(4) . ? Dy2 O11 2.410(5) . ? Dy2 O7 2.437(5) . ? Dy2 O6 2.463(5) . ? Dy2 N3 2.480(6) . ? Dy2 N2 2.483(5) . ? Dy2 O6 2.520(4) 9_565 ? Dy2 O5 2.709(4) . ? Dy2 C9 2.947(7) . ? O1 C4 1.251(8) . ? O2 C4 1.271(8) 16_666 ? O3 C5 1.275(8) . ? O4 C5 1.248(8) 8_344 ? O5 C9 1.264(8) . ? O6 C9 1.269(8) . ? O6 Dy2 2.520(4) 9_565 ? O7 C10 1.273(8) 3 ? O8 C10 1.243(8) . ? O9 H9A 0.8200 . ? O9 H9B 0.8502 . ? O10 H10A 0.8200 . ? O10 H10B 0.8500 . ? O11 H11B 0.8200 . ? O11 H11C 0.8500 . ? N1 C1 1.331(8) . ? N1 C3 1.372(8) . ? N2 C1 1.349(8) 10_656 ? N2 C2 1.363(8) 10_656 ? N3 C6 1.314(9) 15 ? N3 C8 1.364(8) . ? N4 C6 1.337(9) . ? N4 C7 1.371(8) . ? C1 N2 1.349(8) 10_556 ? C1 H1A 0.9300 . ? C2 N2 1.363(8) 10_556 ? C2 C3 1.395(9) . ? C2 C4 1.474(9) 7_454 ? C3 C5 1.459(9) . ? C4 O2 1.271(8) 11_566 ? C4 C2 1.474(9) 8_344 ? C5 O4 1.248(8) 7_454 ? C6 N3 1.314(9) 12_666 ? C6 H6A 0.9300 . ? C7 C8 1.399(9) 12_666 ? C7 C9 1.474(9) . ? C8 C7 1.399(9) 15 ? C8 C10 1.476(9) 3 ? C10 O7 1.273(8) 4_454 ? C10 C8 1.476(9) 4_454 ? OW1 HW1A 0.8499 . ? OW1 HW1B 0.8499 . ? OW2 HW2A 0.8500 . ? OW2 HW2C 0.8499 . ? OW3 HW3B 0.8501 . ? OW3 HW3C 0.8501 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Dy1 O4 77.15(16) . . ? O1 Dy1 O10 75.78(17) . . ? O4 Dy1 O10 126.65(19) . . ? O1 Dy1 O3 92.99(18) . . ? O4 Dy1 O3 150.22(17) . . ? O10 Dy1 O3 76.07(19) . . ? O1 Dy1 O9 109.67(18) . . ? O4 Dy1 O9 68.41(18) . . ? O10 Dy1 O9 78.9(2) . . ? O3 Dy1 O9 140.66(18) . . ? O1 Dy1 N4 145.02(17) . . ? O4 Dy1 N4 77.47(19) . . ? O10 Dy1 N4 139.18(18) . . ? O3 Dy1 N4 97.3(2) . . ? O9 Dy1 N4 82.5(2) . . ? O1 Dy1 N1 78.64(17) . . ? O4 Dy1 N1 84.50(18) . . ? O10 Dy1 N1 132.4(2) . . ? O3 Dy1 N1 65.92(17) . . ? O9 Dy1 N1 148.2(2) . . ? N4 Dy1 N1 75.33(19) . . ? O1 Dy1 O5 150.56(15) . . ? O4 Dy1 O5 126.55(16) . . ? O10 Dy1 O5 75.55(16) . . ? O3 Dy1 O5 73.73(16) . . ? O9 Dy1 O5 70.92(16) . . ? N4 Dy1 O5 64.07(17) . . ? N1 Dy1 O5 117.11(16) . . ? O8 Dy2 O2 87.19(17) . . ? O8 Dy2 O11 72.54(19) . . ? O2 Dy2 O11 77.39(17) . . ? O8 Dy2 O7 144.80(17) . . ? O2 Dy2 O7 81.43(17) . . ? O11 Dy2 O7 135.56(18) . . ? O8 Dy2 O6 134.94(16) . . ? O2 Dy2 O6 122.66(15) . . ? O11 Dy2 O6 81.57(17) . . ? O7 Dy2 O6 77.77(16) . . ? O8 Dy2 N3 99.55(18) . . ? O2 Dy2 N3 130.98(17) . . ? O11 Dy2 N3 150.97(18) . . ? O7 Dy2 N3 65.33(17) . . ? O6 Dy2 N3 85.59(17) . . ? O8 Dy2 N2 69.96(18) . . ? O2 Dy2 N2 66.08(16) . . ? O11 Dy2 N2 127.93(18) . . ? O7 Dy2 N2 74.98(17) . . ? O6 Dy2 N2 149.59(17) . . ? N3 Dy2 N2 70.96(18) . . ? O8 Dy2 O6 73.32(16) . 9_565 ? O2 Dy2 O6 151.63(16) . 9_565 ? O11 Dy2 O6 77.20(17) . 9_565 ? O7 Dy2 O6 126.14(16) . 9_565 ? O6 Dy2 O6 65.24(17) . 9_565 ? N3 Dy2 O6 73.78(17) . 9_565 ? N2 Dy2 O6 122.80(16) . 9_565 ? O8 Dy2 O5 142.56(16) . . ? O2 Dy2 O5 72.71(15) . . ? O11 Dy2 O5 72.42(17) . . ? O7 Dy2 O5 64.09(15) . . ? O6 Dy2 O5 50.10(14) . . ? N3 Dy2 O5 117.55(16) . . ? N2 Dy2 O5 125.02(16) . . ? O6 Dy2 O5 110.88(14) 9_565 . ? O8 Dy2 C9 149.14(18) . . ? O2 Dy2 C9 98.04(17) . . ? O11 Dy2 C9 78.95(19) . . ? O7 Dy2 C9 65.87(17) . . ? O6 Dy2 C9 25.13(16) . . ? N3 Dy2 C9 99.68(19) . . ? N2 Dy2 C9 139.71(17) . . ? O6 Dy2 C9 89.25(16) 9_565 . ? O5 Dy2 C9 25.38(16) . . ? C4 O1 Dy1 138.3(4) . . ? C4 O2 Dy2 125.4(4) 16_666 . ? C5 O3 Dy1 121.6(4) . . ? C5 O4 Dy1 146.4(5) 8_344 . ? C9 O5 Dy1 119.7(4) . . ? C9 O5 Dy2 87.9(4) . . ? Dy1 O5 Dy2 147.11(19) . . ? C9 O6 Dy2 99.3(4) . . ? C9 O6 Dy2 141.5(4) . 9_565 ? Dy2 O6 Dy2 114.76(17) . 9_565 ? C10 O7 Dy2 123.5(4) 3 . ? C10 O8 Dy2 151.0(5) . . ? Dy1 O9 H9A 109.5 . . ? Dy1 O9 H9B 109.1 . . ? H9A O9 H9B 109.5 . . ? Dy1 O10 H10A 109.5 . . ? Dy1 O10 H10B 109.1 . . ? H10A O10 H10B 109.4 . . ? Dy2 O11 H11B 109.5 . . ? Dy2 O11 H11C 109.3 . . ? H11B O11 H11C 109.4 . . ? C1 N1 C3 104.0(5) . . ? C1 N1 Dy1 142.5(5) . . ? C3 N1 Dy1 112.7(4) . . ? C1 N2 C2 104.2(5) 10_656 10_656 ? C1 N2 Dy2 139.4(4) 10_656 . ? C2 N2 Dy2 116.0(4) 10_656 . ? C6 N3 C8 104.9(6) 15 . ? C6 N3 Dy2 135.0(5) 15 . ? C8 N3 Dy2 115.6(4) . . ? C6 N4 C7 104.4(6) . . ? C6 N4 Dy1 132.4(5) . . ? C7 N4 Dy1 122.9(4) . . ? N1 C1 N2 114.9(6) . 10_556 ? N1 C1 H1A 122.5 . . ? N2 C1 H1A 122.5 10_556 . ? N2 C2 C3 108.2(6) 10_556 . ? N2 C2 C4 117.3(6) 10_556 7_454 ? C3 C2 C4 134.4(6) . 7_454 ? N1 C3 C2 108.7(6) . . ? N1 C3 C5 117.3(6) . . ? C2 C3 C5 134.0(6) . . ? O1 C4 O2 121.9(6) . 11_566 ? O1 C4 C2 123.0(6) . 8_344 ? O2 C4 C2 115.1(6) 11_566 8_344 ? O4 C5 O3 121.9(6) 7_454 . ? O4 C5 C3 121.0(6) 7_454 . ? O3 C5 C3 117.1(6) . . ? N3 C6 N4 115.1(6) 12_666 . ? N3 C6 H6A 122.5 12_666 . ? N4 C6 H6A 122.5 . . ? N4 C7 C8 107.4(6) . 12_666 ? N4 C7 C9 117.3(6) . . ? C8 C7 C9 135.3(6) 12_666 . ? N3 C8 C7 108.2(6) . 15 ? N3 C8 C10 118.8(6) . 3 ? C7 C8 C10 132.7(6) 15 3 ? O5 C9 O6 120.7(6) . . ? O5 C9 C7 115.9(6) . . ? O6 C9 C7 123.4(6) . . ? O5 C9 Dy2 66.7(3) . . ? O6 C9 Dy2 55.5(3) . . ? C7 C9 Dy2 165.3(5) . . ? O8 C10 O7 124.4(6) . 4_454 ? O8 C10 C8 121.5(6) . 4_454 ? O7 C10 C8 114.1(6) 4_454 4_454 ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2C 109.5 . . ? HW3B OW3 HW3C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.518 _refine_diff_density_min -0.827 _refine_diff_density_rms 0.182 data_2 _database_code_depnum_ccdc_archive 'CCDC 860919' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H12 O12 Pr' _chemical_formula_weight 381.04 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' Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.241(2) _cell_length_b 9.6687(19) _cell_length_c 10.338(2) _cell_angle_alpha 90.00 _cell_angle_beta 114.51(3) _cell_angle_gamma 90.00 _cell_volume 1022.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9793 _cell_measurement_theta_min 3.02 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 740 _exptl_absorpt_coefficient_mu 4.825 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2601 _exptl_absorpt_correction_T_max 0.3217 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9793 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2341 _reflns_number_gt 2182 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0379P)^2^+1.3005P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2341 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0281 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0687 _refine_ls_wR_factor_gt 0.0671 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pr1 Pr 0.310618(15) 0.045619(17) 0.168512(17) 0.01326(9) Uani 1 1 d . . . O1 O 0.4918(2) 0.1399(3) 0.3905(3) 0.0214(5) Uani 1 1 d . . . O2 O 0.3738(3) -0.1018(3) 0.3830(3) 0.0277(6) Uani 1 1 d . . . O3 O 0.5298(3) -0.0258(3) 0.1777(3) 0.0220(5) Uani 1 1 d . . . O4 O 0.3420(3) 0.0653(3) -0.0645(3) 0.0283(6) Uani 1 1 d . . . O5 O 0.1074(2) -0.0711(3) 0.1605(3) 0.0220(5) Uani 1 1 d . . . O6 O 0.1065(2) 0.1049(3) -0.0388(3) 0.0241(5) Uani 1 1 d . . . O7 O 0.3299(3) 0.2952(3) 0.1149(3) 0.0409(8) Uani 1 1 d . . . H7A H 0.3831 0.3032 0.0800 0.061 Uiso 1 1 calc R . . H7C H 0.3556 0.3419 0.1913 0.061 Uiso 1 1 d R . . O8 O 0.2018(3) 0.1910(3) 0.2946(4) 0.0399(7) Uani 1 1 d . . . H8A H 0.1850 0.1420 0.3495 0.060 Uiso 1 1 calc R . . H8B H 0.2535 0.2553 0.3410 0.060 Uiso 1 1 d R . . O9 O 0.2899(3) -0.1940(3) 0.0740(4) 0.0390(7) Uani 1 1 d . . . H9A H 0.3521 -0.2405 0.1269 0.058 Uiso 1 1 calc R . . H9C H 0.2893 -0.1917 -0.0084 0.058 Uiso 1 1 d R . . C1 C 0.5340(3) 0.0707(3) 0.5024(4) 0.0181(7) Uani 1 1 d . . . C2 C 0.5542(3) -0.0261(3) 0.0696(4) 0.0190(7) Uani 1 1 d . . . C3 C 0.0004(3) -0.0514(3) 0.0576(4) 0.0166(7) Uani 1 1 d . . . OW1 O 0.105(4) 0.025(4) 0.460(5) 0.79(5) Uani 1 1 d . . . HW1B H 0.1409 0.0761 0.5327 1.189 Uiso 1 1 d R . . HW1C H 0.0263 0.0516 0.4128 1.189 Uiso 1 1 d R . . OW2 O 0.087(2) 0.483(3) 0.093(3) 0.139(11) Uani 0.363(16) 1 d P . . HW2A H 0.0091 0.4739 0.0294 0.209 Uiso 0.363(16) 1 d PR . . HW2B H 0.0839 0.5106 0.1698 0.209 Uiso 0.363(16) 1 d PR . . OW2' O 0.1582(11) 0.5934(14) 0.1718(18) 0.160(8) Uani 0.637(16) 1 d P . . HW2D H 0.1986 0.6449 0.1367 0.239 Uiso 0.637(16) 1 d PR . . HW2F H 0.1767 0.6180 0.2569 0.239 Uiso 0.637(16) 1 d PR . . OW3 O 0.0596(9) -0.2037(18) 0.3754(13) 0.065(5) Uani 0.396(17) 1 d P . . HW3B H 0.0790 -0.1741 0.4592 0.097 Uiso 0.396(17) 1 d PR . . HW3C H -0.0215 -0.1911 0.3250 0.097 Uiso 0.396(17) 1 d PR . . OW3' O 0.0762(7) -0.3069(13) 0.2970(13) 0.091(6) Uani 0.604(17) 1 d P . . HW3D H 0.1076 -0.3857 0.2921 0.137 Uiso 0.604(17) 1 d PR . . HW3F H -0.0042 -0.3043 0.2399 0.137 Uiso 0.604(17) 1 d PR . . 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 0.00947(12) 0.01879(13) 0.01030(12) -0.00024(6) 0.00288(8) -0.00005(5) O1 0.0213(12) 0.0232(11) 0.0154(12) 0.0035(10) 0.0033(10) -0.0057(10) O2 0.0260(14) 0.0312(13) 0.0151(12) 0.0059(11) -0.0022(10) -0.0132(11) O3 0.0175(12) 0.0337(14) 0.0150(12) 0.0046(10) 0.0070(10) 0.0070(10) O4 0.0202(13) 0.0454(16) 0.0220(14) 0.0102(12) 0.0113(12) 0.0138(11) O5 0.0111(11) 0.0301(12) 0.0199(13) 0.0078(11) 0.0017(10) -0.0012(10) O6 0.0125(11) 0.0331(14) 0.0225(13) 0.0088(11) 0.0033(10) -0.0044(10) O7 0.057(2) 0.0301(15) 0.0241(15) -0.0039(12) 0.0059(14) -0.0132(14) O8 0.0292(15) 0.0456(17) 0.0473(18) -0.0251(15) 0.0182(14) -0.0053(13) O9 0.0310(15) 0.0325(15) 0.052(2) -0.0156(14) 0.0157(15) 0.0037(12) C1 0.0163(16) 0.0213(15) 0.0149(16) -0.0007(13) 0.0047(13) -0.0025(12) C2 0.0157(16) 0.0240(16) 0.0183(18) 0.0040(13) 0.0081(15) 0.0033(12) C3 0.0154(16) 0.0179(15) 0.0155(17) -0.0013(12) 0.0054(14) 0.0001(11) OW1 0.52(5) 0.68(7) 0.71(8) 0.19(5) -0.21(6) -0.34(5) OW2 0.104(17) 0.16(2) 0.13(2) -0.026(16) 0.026(15) -0.067(16) OW2' 0.094(8) 0.141(11) 0.191(15) 0.088(11) 0.006(9) -0.025(8) OW3 0.037(5) 0.102(12) 0.049(7) 0.040(7) 0.011(5) 0.009(6) OW3' 0.048(4) 0.103(9) 0.104(9) 0.078(8) 0.014(5) -0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pr1 O6 2.471(3) . ? Pr1 O2 2.479(3) . ? Pr1 O9 2.488(3) . ? Pr1 O7 2.505(3) . ? Pr1 O5 2.519(3) . ? Pr1 O3 2.523(3) . ? Pr1 O1 2.523(3) . ? Pr1 O8 2.548(3) . ? Pr1 O4 2.583(3) . ? O1 C1 1.248(4) . ? O2 C1 1.245(4) 3_656 ? O3 C2 1.256(5) . ? O4 C2 1.249(4) 3_655 ? O5 C3 1.246(4) . ? O6 C3 1.247(4) 3 ? O7 H7A 0.8200 . ? O7 H7C 0.8500 . ? O8 H8A 0.8200 . ? O8 H8B 0.8500 . ? O9 H9A 0.8200 . ? O9 H9C 0.8499 . ? C1 O2 1.245(4) 3_656 ? C1 C1 1.556(7) 3_656 ? C2 O4 1.249(4) 3_655 ? C2 C2 1.534(7) 3_655 ? C3 O6 1.247(4) 3 ? C3 C3 1.549(7) 3 ? OW1 OW2 1.47(6) 4_566 ? OW1 HW1B 0.8500 . ? OW1 HW1C 0.8500 . ? OW2 OW2' 1.38(2) . ? OW2 OW1 1.47(6) 4_565 ? OW2 HW2A 0.8501 . ? OW2 HW2B 0.8500 . ? OW2' HW2B 1.1509 . ? OW2' HW2D 0.8500 . ? OW2' HW2F 0.8500 . ? OW3 OW3' 1.346(15) . ? OW3 HW3B 0.8500 . ? OW3 HW3C 0.8500 . ? OW3' HW3D 0.8501 . ? OW3' HW3F 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Pr1 O2 136.67(8) . . ? O6 Pr1 O9 88.48(10) . . ? O2 Pr1 O9 76.19(10) . . ? O6 Pr1 O7 73.69(9) . . ? O2 Pr1 O7 137.11(9) . . ? O9 Pr1 O7 144.37(12) . . ? O6 Pr1 O5 64.67(8) . . ? O2 Pr1 O5 72.01(9) . . ? O9 Pr1 O5 68.53(10) . . ? O7 Pr1 O5 125.78(10) . . ? O6 Pr1 O3 129.59(9) . . ? O2 Pr1 O3 84.03(9) . . ? O9 Pr1 O3 71.97(9) . . ? O7 Pr1 O3 95.70(10) . . ? O5 Pr1 O3 137.49(8) . . ? O6 Pr1 O1 144.45(9) . . ? O2 Pr1 O1 64.58(8) . . ? O9 Pr1 O1 127.04(9) . . ? O7 Pr1 O1 75.04(9) . . ? O5 Pr1 O1 124.81(9) . . ? O3 Pr1 O1 69.95(9) . . ? O6 Pr1 O8 81.11(10) . . ? O2 Pr1 O8 83.10(11) . . ? O9 Pr1 O8 136.73(10) . . ? O7 Pr1 O8 71.68(12) . . ? O5 Pr1 O8 69.06(10) . . ? O3 Pr1 O8 143.16(9) . . ? O1 Pr1 O8 73.34(9) . . ? O6 Pr1 O4 67.11(9) . . ? O2 Pr1 O4 141.02(9) . . ? O9 Pr1 O4 74.27(10) . . ? O7 Pr1 O4 70.42(10) . . ? O5 Pr1 O4 118.40(10) . . ? O3 Pr1 O4 63.00(9) . . ? O1 Pr1 O4 116.77(9) . . ? O8 Pr1 O4 135.79(10) . . ? C1 O1 Pr1 120.1(2) . . ? C1 O2 Pr1 121.9(2) 3_656 . ? C2 O3 Pr1 122.5(2) . . ? C2 O4 Pr1 120.6(2) 3_655 . ? C3 O5 Pr1 120.1(2) . . ? C3 O6 Pr1 121.8(2) 3 . ? Pr1 O7 H7A 109.5 . . ? Pr1 O7 H7C 109.5 . . ? H7A O7 H7C 109.3 . . ? Pr1 O8 H8A 109.5 . . ? Pr1 O8 H8B 109.4 . . ? H8A O8 H8B 109.4 . . ? Pr1 O9 H9A 109.5 . . ? Pr1 O9 H9C 109.2 . . ? H9A O9 H9C 109.4 . . ? O2 C1 O1 126.8(3) 3_656 . ? O2 C1 C1 116.5(4) 3_656 3_656 ? O1 C1 C1 116.7(4) . 3_656 ? O4 C2 O3 126.2(3) 3_655 . ? O4 C2 C2 116.9(4) 3_655 3_655 ? O3 C2 C2 116.9(4) . 3_655 ? O5 C3 O6 126.6(3) . 3 ? O5 C3 C3 116.7(4) . 3 ? O6 C3 C3 116.6(4) 3 3 ? OW2 OW1 HW1B 53.5 4_566 . ? OW2 OW1 HW1C 92.1 4_566 . ? HW1B OW1 HW1C 109.5 . . ? OW2' OW2 OW1 109(2) . 4_565 ? OW2' OW2 HW2A 134.5 . . ? OW1 OW2 HW2A 76.6 4_565 . ? OW2' OW2 HW2B 56.4 . . ? OW1 OW2 HW2B 164.4 4_565 . ? HW2A OW2 HW2B 109.5 . . ? OW2 OW2' HW2B 38.0 . . ? OW2 OW2' HW2D 118.9 . . ? HW2B OW2' HW2D 155.8 . . ? OW2 OW2' HW2F 131.4 . . ? HW2B OW2' HW2F 94.4 . . ? HW2D OW2' HW2F 109.5 . . ? OW3' OW3 HW3B 145.2 . . ? OW3' OW3 HW3C 96.8 . . ? HW3B OW3 HW3C 109.5 . . ? OW3 OW3' HW3D 149.9 . . ? OW3 OW3' HW3F 91.4 . . ? HW3D OW3' HW3F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.988 _refine_diff_density_min -1.346 _refine_diff_density_rms 0.159 data_3 _database_code_depnum_ccdc_archive 'CCDC 860920' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 Nd O13' _chemical_formula_weight 439.42 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' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.7166(19) _cell_length_b 11.926(2) _cell_length_c 12.380(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.42(3) _cell_angle_gamma 90.00 _cell_volume 1415.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13430 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 27.47 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.062 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 3.731 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5137 _exptl_absorpt_correction_T_max 0.7044 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13430 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0329 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3223 _reflns_number_gt 2794 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+3.7221P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3223 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0759 _refine_ls_wR_factor_gt 0.0706 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Nd1 Nd 0.21288(2) 0.481461(17) 0.329260(17) 0.01479(8) Uani 1 1 d . . . O1 O 0.1810(3) 0.4868(3) 0.5230(3) 0.0285(7) Uani 1 1 d . . . O2 O -0.0346(3) 0.4820(3) 0.3588(2) 0.0237(7) Uani 1 1 d . . . O3 O 0.3996(4) 0.6063(3) 0.4299(3) 0.0333(8) Uani 1 1 d . . . O4 O 0.4189(3) 0.3817(3) 0.4347(3) 0.0267(7) Uani 1 1 d . . . O5 O 0.3051(3) 0.3542(2) 0.2034(3) 0.0247(7) Uani 1 1 d . . . O6 O 0.1323(3) 0.6780(2) 0.3257(3) 0.0221(7) Uani 1 1 d . . . O7 O 0.1410(4) 0.2805(3) 0.3439(3) 0.0281(7) Uani 1 1 d . . . O8 O 0.3102(4) 0.6034(3) 0.1963(3) 0.0276(7) Uani 1 1 d . . . O9 O 0.0404(4) 0.4740(3) 0.1505(3) 0.0329(8) Uani 1 1 d . . . H9A H -0.0065 0.4136 0.1485 0.049 Uiso 1 1 d R . . H9B H -0.0145 0.5298 0.1469 0.049 Uiso 1 1 d R . . H9C H 0.0846 0.4757 0.0967 0.049 Uiso 1 1 d R . . O10 O 0.7998(10) 0.2554(8) 0.1688(7) 0.141(3) Uani 1 1 d . . . H10A H 0.8662 0.2558 0.1355 0.211 Uiso 1 1 calc R . . C1 C -0.0625(5) 0.4983(4) 0.4528(4) 0.0208(9) Uani 1 1 d . . . C2 C 0.5060(4) 0.4358(4) 0.5018(4) 0.0204(9) Uani 1 1 d . . . C3 C 0.3008(4) 0.2506(3) 0.2178(3) 0.0166(8) Uani 1 1 d . . . C4 C 0.2015(4) 0.2071(3) 0.2958(3) 0.0182(8) Uani 1 1 d . . . C5 C 0.6475(7) 0.3796(8) 0.2551(6) 0.075(3) Uani 1 1 d . . . H5B H 0.6315 0.4567 0.2715 0.112 Uiso 1 1 calc R . . H5C H 0.6676 0.3377 0.3220 0.112 Uiso 1 1 calc R . . H5D H 0.5656 0.3494 0.2106 0.112 Uiso 1 1 calc R . . C6 C 0.7656(5) 0.3719(4) 0.1960(4) 0.0265(10) Uani 1 1 d . . . H6A H 0.8467 0.4055 0.2402 0.032 Uiso 1 1 calc R . . H6B H 0.7445 0.4148 0.1288 0.032 Uiso 1 1 calc R . . OW1 O 0.0763(5) 0.3404(3) 0.9652(4) 0.0570(12) Uani 1 1 d . . . HW1B H 0.0056 0.3011 0.9732 0.085 Uiso 1 1 d R . . HW1C H 0.1503 0.3038 0.9882 0.085 Uiso 1 1 d R . . OW2 O 0.3256(7) 0.5056(5) -0.0109(4) 0.0747(17) Uani 1 1 d . . . HW2B H 0.2775 0.4464 -0.0258 0.112 Uiso 1 1 d R . . HW2C H 0.2900 0.5449 0.0347 0.112 Uiso 1 1 d R . . OW3 O 0.0881(6) 0.7801(4) 0.5318(4) 0.0706(16) Uani 1 1 d . . . HW3A H 0.0841 0.8395 0.4935 0.106 Uiso 1 1 d R . . HW3B H 0.0087 0.7674 0.5497 0.106 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 Nd1 0.01819(12) 0.01181(12) 0.01501(12) -0.00040(8) 0.00457(8) -0.00019(8) O1 0.0208(15) 0.0436(19) 0.0212(16) -0.0017(14) 0.0040(13) 0.0040(14) O2 0.0234(16) 0.0360(17) 0.0121(14) -0.0042(12) 0.0038(12) -0.0025(13) O3 0.0305(19) 0.0214(16) 0.043(2) 0.0063(14) -0.0103(16) -0.0023(14) O4 0.0257(17) 0.0224(16) 0.0298(18) -0.0052(13) -0.0019(14) 0.0032(13) O5 0.0356(19) 0.0147(15) 0.0267(17) -0.0005(12) 0.0135(14) -0.0012(13) O6 0.0229(16) 0.0167(14) 0.0294(18) 0.0031(12) 0.0120(13) 0.0045(12) O7 0.0358(19) 0.0184(15) 0.0345(19) -0.0042(13) 0.0185(16) 0.0005(14) O8 0.045(2) 0.0134(15) 0.0288(18) 0.0001(12) 0.0200(16) 0.0027(14) O9 0.040(2) 0.0358(19) 0.0228(17) 0.0024(14) 0.0060(15) -0.0012(16) O10 0.155(8) 0.107(7) 0.158(9) -0.012(5) 0.016(7) 0.007(5) C1 0.022(2) 0.021(2) 0.019(2) -0.0005(16) 0.0016(17) -0.0001(17) C2 0.019(2) 0.020(2) 0.023(2) 0.0017(16) 0.0054(17) 0.0025(17) C3 0.019(2) 0.017(2) 0.0134(19) -0.0026(15) 0.0014(16) -0.0022(16) C4 0.022(2) 0.018(2) 0.016(2) 0.0002(15) 0.0068(17) -0.0023(16) C5 0.046(4) 0.133(8) 0.051(4) -0.024(5) 0.022(3) -0.032(4) C6 0.022(2) 0.039(3) 0.019(2) -0.0043(18) 0.0063(18) -0.013(2) OW1 0.081(3) 0.036(2) 0.054(3) 0.0078(19) 0.012(3) 0.001(2) OW2 0.100(4) 0.083(4) 0.042(3) 0.011(2) 0.013(3) 0.036(3) OW3 0.102(4) 0.054(3) 0.066(3) -0.008(2) 0.043(3) -0.017(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nd1 O5 2.448(3) . ? Nd1 O1 2.469(3) . ? Nd1 O6 2.469(3) . ? Nd1 O2 2.491(3) . ? Nd1 O8 2.495(3) . ? Nd1 O4 2.504(3) . ? Nd1 O7 2.511(3) . ? Nd1 O3 2.514(3) . ? Nd1 O9 2.550(4) . ? O1 C1 1.249(5) 3_566 ? O2 C1 1.252(5) . ? O3 C2 1.247(5) 3_666 ? O4 C2 1.262(5) . ? O5 C3 1.250(5) . ? O6 C3 1.256(5) 2 ? O7 C4 1.257(5) . ? O8 C4 1.247(5) 2 ? O9 H9A 0.8499 . ? O9 H9B 0.8499 . ? O9 H9C 0.8501 . ? O10 C6 1.480(10) . ? O10 H10A 0.8200 . ? C1 O1 1.249(5) 3_566 ? C1 C1 1.542(9) 3_566 ? C2 O3 1.247(5) 3_666 ? C2 C2 1.535(9) 3_666 ? C3 O6 1.256(5) 2_545 ? C3 C4 1.561(5) . ? C4 O8 1.247(5) 2_545 ? C5 C6 1.462(7) . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C5 H5D 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1B 0.8498 . ? OW1 HW1C 0.8502 . ? OW2 HW2B 0.8500 . ? OW2 HW2C 0.8500 . ? OW3 HW3A 0.8499 . ? OW3 HW3B 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 O5 Nd1 O1 138.72(11) . . ? O5 Nd1 O6 136.47(10) . . ? O1 Nd1 O6 84.46(11) . . ? O5 Nd1 O2 123.93(11) . . ? O1 Nd1 O2 65.13(11) . . ? O6 Nd1 O2 71.90(10) . . ? O5 Nd1 O8 73.96(10) . . ? O1 Nd1 O8 138.34(11) . . ? O6 Nd1 O8 65.68(10) . . ? O2 Nd1 O8 125.07(11) . . ? O5 Nd1 O4 72.10(11) . . ? O1 Nd1 O4 73.88(11) . . ? O6 Nd1 O4 133.18(11) . . ? O2 Nd1 O4 129.27(11) . . ? O8 Nd1 O4 105.30(11) . . ? O5 Nd1 O7 65.76(10) . . ? O1 Nd1 O7 82.74(11) . . ? O6 Nd1 O7 144.70(11) . . ? O2 Nd1 O7 72.86(10) . . ? O8 Nd1 O7 138.05(10) . . ? O4 Nd1 O7 73.56(11) . . ? O5 Nd1 O3 111.90(12) . . ? O1 Nd1 O3 72.45(12) . . ? O6 Nd1 O3 69.36(11) . . ? O2 Nd1 O3 124.14(11) . . ? O8 Nd1 O3 70.18(12) . . ? O4 Nd1 O3 64.70(11) . . ? O7 Nd1 O3 135.74(11) . . ? O5 Nd1 O9 71.52(12) . . ? O1 Nd1 O9 132.44(11) . . ? O6 Nd1 O9 81.73(11) . . ? O2 Nd1 O9 67.31(11) . . ? O8 Nd1 O9 73.40(12) . . ? O4 Nd1 O9 142.35(11) . . ? O7 Nd1 O9 83.00(12) . . ? O3 Nd1 O9 140.30(11) . . ? C1 O1 Nd1 120.3(3) 3_566 . ? C1 O2 Nd1 119.9(3) . . ? C2 O3 Nd1 119.2(3) 3_666 . ? C2 O4 Nd1 119.5(3) . . ? C3 O5 Nd1 119.8(3) . . ? C3 O6 Nd1 118.5(2) 2 . ? C4 O7 Nd1 118.2(3) . . ? C4 O8 Nd1 118.5(3) 2 . ? Nd1 O9 H9A 109.2 . . ? Nd1 O9 H9B 109.7 . . ? H9A O9 H9B 109.5 . . ? Nd1 O9 H9C 109.6 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O1 C1 O2 126.4(4) 3_566 . ? O1 C1 C1 117.2(5) 3_566 3_566 ? O2 C1 C1 116.4(5) . 3_566 ? O3 C2 O4 125.4(4) 3_666 . ? O3 C2 C2 117.7(5) 3_666 3_666 ? O4 C2 C2 116.8(5) . 3_666 ? O5 C3 O6 126.1(4) . 2_545 ? O5 C3 C4 117.1(4) . . ? O6 C3 C4 116.8(3) 2_545 . ? O8 C4 O7 126.7(4) 2_545 . ? O8 C4 C3 116.9(4) 2_545 . ? O7 C4 C3 116.4(4) . . ? C6 C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C6 C5 H5D 109.5 . . ? H5B C5 H5D 109.5 . . ? H5C C5 H5D 109.5 . . ? C5 C6 O10 113.4(6) . . ? C5 C6 H6A 108.9 . . ? O10 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? O10 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? HW1B OW1 HW1C 109.5 . . ? HW2B OW2 HW2C 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.614 _refine_diff_density_min -2.117 _refine_diff_density_rms 0.172 data_4 _database_code_depnum_ccdc_archive 'CCDC 860921' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 O13 Sm' _chemical_formula_weight 445.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6885(19) _cell_length_b 11.817(2) _cell_length_c 12.326(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.26(3) _cell_angle_gamma 90.00 _cell_volume 1392.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13364 _cell_measurement_theta_min 3.03 _cell_measurement_theta_max 27.47 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.125 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 4.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4203 _exptl_absorpt_correction_T_max 0.5404 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13364 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0220 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3172 _reflns_number_gt 2868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0273P)^2^+2.8292P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3172 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0266 _refine_ls_R_factor_gt 0.0227 _refine_ls_wR_factor_ref 0.0581 _refine_ls_wR_factor_gt 0.0565 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.051 _refine_ls_shift/su_mean 0.002 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 0.213616(16) 0.483554(12) 0.330483(13) 0.01453(6) Uani 1 1 d . . . O1 O 0.4170(3) 0.3818(2) 0.4342(2) 0.0263(5) Uani 1 1 d . . . O2 O 0.3989(3) 0.6079(2) 0.4322(2) 0.0305(6) Uani 1 1 d . . . O3 O 0.1334(2) 0.67969(19) 0.3270(2) 0.0209(5) Uani 1 1 d . . . O4 O 0.3070(3) 0.35770(19) 0.2050(2) 0.0229(5) Uani 1 1 d . . . O5 O 0.1400(3) 0.2834(2) 0.3438(2) 0.0255(5) Uani 1 1 d . . . O6 O 0.3138(3) 0.6045(2) 0.1989(2) 0.0271(5) Uani 1 1 d . . . O7 O -0.0336(3) 0.4849(2) 0.3576(2) 0.0229(5) Uani 1 1 d . . . O8 O 0.1814(3) 0.4875(2) 0.5225(2) 0.0262(5) Uani 1 1 d . . . O9 O 0.0450(3) 0.4761(2) 0.1527(2) 0.0308(6) Uani 1 1 d . . . H9A H 0.0869 0.4950 0.1000 0.046 Uiso 1 1 d R . . H9B H 0.0135 0.4092 0.1423 0.046 Uiso 1 1 d R . . H9C H -0.0223 0.5214 0.1559 0.046 Uiso 1 1 d R . . O10 O -0.1970(7) 0.2541(6) 0.1683(5) 0.138(3) Uani 1 1 d . . . H10A H -0.1303 0.2550 0.1350 0.207 Uiso 1 1 calc R . . C1 C 0.5050(3) 0.4348(3) 0.5008(3) 0.0204(7) Uani 1 1 d . . . C2 C 0.2001(3) 0.7531(3) 0.2826(3) 0.0162(6) Uani 1 1 d . . . C3 C 0.1997(3) 0.2095(3) 0.2948(3) 0.0192(6) Uani 1 1 d . . . C4 C -0.0632(3) 0.4991(3) 0.4524(3) 0.0183(6) Uani 1 1 d . . . C5 C -0.3504(5) 0.3779(6) 0.2554(5) 0.0700(18) Uani 1 1 d . . . H5A H -0.3678 0.4557 0.2712 0.105 Uiso 1 1 calc R . . H5B H -0.3294 0.3363 0.3229 0.105 Uiso 1 1 calc R . . H5C H -0.4319 0.3463 0.2111 0.105 Uiso 1 1 calc R . . C6 C -0.2323(4) 0.3710(3) 0.1961(3) 0.0270(8) Uani 1 1 d . . . H6A H -0.1513 0.4052 0.2405 0.032 Uiso 1 1 calc R . . H6B H -0.2537 0.4146 0.1287 0.032 Uiso 1 1 calc R . . OW1 O 0.0790(4) 0.3415(3) 0.9643(3) 0.0567(9) Uani 1 1 d . . . HW1A H 0.0773 0.2703 0.9733 0.085 Uiso 1 1 d R . . HW1B H 0.1447 0.3700 1.0102 0.085 Uiso 1 1 d R . . OW2 O 0.1764(5) 1.0041(3) 0.5091(3) 0.0714(12) Uani 1 1 d . . . HW2A H 0.1870 1.0502 0.4582 0.107 Uiso 1 1 d R . . HW2B H 0.0969 1.0147 0.5282 0.107 Uiso 1 1 d R . . OW3 O 0.0874(5) 0.7802(3) 0.5323(3) 0.0684(11) Uani 1 1 d . . . HW3A H 0.0826 0.8402 0.4939 0.103 Uiso 1 1 d R . . HW3B H 0.0081 0.7667 0.5505 0.103 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 0.01741(9) 0.01108(9) 0.01578(9) -0.00020(5) 0.00473(6) -0.00012(6) O1 0.0257(12) 0.0196(12) 0.0318(14) -0.0045(10) -0.0014(10) 0.0022(10) O2 0.0281(13) 0.0201(12) 0.0392(15) 0.0066(11) -0.0067(11) -0.0016(10) O3 0.0222(11) 0.0154(11) 0.0275(13) 0.0027(9) 0.0111(10) 0.0021(9) O4 0.0320(13) 0.0148(11) 0.0247(12) -0.0007(9) 0.0130(10) -0.0011(9) O5 0.0327(13) 0.0167(11) 0.0314(14) -0.0039(10) 0.0181(11) -0.0007(10) O6 0.0421(15) 0.0138(11) 0.0297(14) 0.0002(10) 0.0185(11) 0.0022(10) O7 0.0217(12) 0.0327(13) 0.0148(11) -0.0047(9) 0.0047(9) -0.0042(10) O8 0.0200(12) 0.0403(15) 0.0192(12) -0.0011(10) 0.0054(10) 0.0033(10) O9 0.0352(15) 0.0349(15) 0.0219(13) -0.0002(11) 0.0032(11) 0.0012(11) O10 0.161(6) 0.102(5) 0.151(7) -0.023(4) 0.023(5) 0.003(4) C1 0.0182(15) 0.0202(17) 0.0239(17) 0.0023(13) 0.0064(13) 0.0009(12) C2 0.0167(15) 0.0142(14) 0.0170(15) 0.0012(11) 0.0010(12) 0.0013(11) C3 0.0214(16) 0.0170(15) 0.0196(16) 0.0002(12) 0.0046(13) 0.0002(12) C4 0.0204(16) 0.0151(15) 0.0193(16) 0.0001(12) 0.0026(13) -0.0015(12) C5 0.046(3) 0.114(5) 0.053(3) -0.021(3) 0.020(2) -0.026(3) C6 0.0205(16) 0.040(2) 0.0208(17) -0.0046(15) 0.0030(13) -0.0093(15) OW1 0.087(3) 0.0276(16) 0.056(2) 0.0062(14) 0.0125(19) 0.0014(16) OW2 0.092(3) 0.079(3) 0.044(2) -0.0075(19) 0.017(2) -0.032(2) OW3 0.099(3) 0.052(2) 0.064(3) -0.0035(19) 0.045(2) -0.017(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 O4 2.424(2) . ? Sm1 O8 2.438(3) . ? Sm1 O3 2.443(2) . ? Sm1 O7 2.472(2) . ? Sm1 O6 2.475(2) . ? Sm1 O1 2.481(2) . ? Sm1 O5 2.484(2) . ? Sm1 O2 2.496(3) . ? Sm1 O9 2.515(3) . ? O1 C1 1.252(4) . ? O2 C1 1.247(4) 3_666 ? O3 C2 1.258(4) . ? O4 C2 1.249(4) 2_545 ? O5 C3 1.254(4) . ? O6 C3 1.253(4) 2 ? O7 C4 1.258(4) . ? O8 C4 1.244(4) 3_566 ? O9 H9A 0.8501 . ? O9 H9B 0.8499 . ? O9 H9C 0.8499 . ? O10 C6 1.477(8) . ? O10 H10A 0.8200 . ? C1 O2 1.247(4) 3_666 ? C1 C1 1.545(7) 3_666 ? C2 O4 1.249(4) 2 ? C2 C3 1.554(4) 2 ? C3 O6 1.253(4) 2_545 ? C3 C2 1.554(4) 2_545 ? C4 O8 1.244(4) 3_566 ? C4 C4 1.554(6) 3_566 ? C5 C6 1.456(6) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1A 0.8500 . ? OW1 HW1B 0.8500 . ? OW2 HW2A 0.8499 . ? OW2 HW2B 0.8501 . ? OW3 HW3A 0.8500 . ? OW3 HW3B 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 Sm1 O8 138.67(8) . . ? O4 Sm1 O3 136.17(8) . . ? O8 Sm1 O3 84.77(8) . . ? O4 Sm1 O7 124.05(8) . . ? O8 Sm1 O7 65.80(9) . . ? O3 Sm1 O7 71.57(8) . . ? O4 Sm1 O6 73.11(8) . . ? O8 Sm1 O6 138.67(9) . . ? O3 Sm1 O6 66.29(8) . . ? O7 Sm1 O6 125.17(9) . . ? O4 Sm1 O1 71.60(9) . . ? O8 Sm1 O1 73.97(9) . . ? O3 Sm1 O1 133.88(8) . . ? O7 Sm1 O1 129.81(8) . . ? O6 Sm1 O1 104.78(9) . . ? O4 Sm1 O5 66.33(8) . . ? O8 Sm1 O5 82.58(8) . . ? O3 Sm1 O5 144.18(8) . . ? O7 Sm1 O5 72.67(8) . . ? O6 Sm1 O5 137.76(8) . . ? O1 Sm1 O5 73.56(8) . . ? O4 Sm1 O2 111.68(9) . . ? O8 Sm1 O2 72.26(9) . . ? O3 Sm1 O2 69.59(8) . . ? O7 Sm1 O2 124.26(9) . . ? O6 Sm1 O2 70.30(9) . . ? O1 Sm1 O2 65.11(8) . . ? O5 Sm1 O2 135.94(8) . . ? O4 Sm1 O9 71.29(9) . . ? O8 Sm1 O9 132.85(9) . . ? O3 Sm1 O9 81.84(8) . . ? O7 Sm1 O9 67.06(9) . . ? O6 Sm1 O9 73.59(9) . . ? O1 Sm1 O9 141.51(8) . . ? O5 Sm1 O9 82.58(9) . . ? O2 Sm1 O9 140.54(9) . . ? C1 O1 Sm1 119.7(2) . . ? C1 O2 Sm1 119.6(2) 3_666 . ? C2 O3 Sm1 118.52(19) . . ? C2 O4 Sm1 119.7(2) 2_545 . ? C3 O5 Sm1 118.1(2) . . ? C3 O6 Sm1 118.4(2) 2 . ? C4 O7 Sm1 119.8(2) . . ? C4 O8 Sm1 120.7(2) 3_566 . ? Sm1 O9 H9A 109.5 . . ? Sm1 O9 H9B 109.4 . . ? H9A O9 H9B 109.5 . . ? Sm1 O9 H9C 109.5 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O2 C1 O1 126.1(3) 3_666 . ? O2 C1 C1 116.8(4) 3_666 3_666 ? O1 C1 C1 117.1(3) . 3_666 ? O4 C2 O3 125.9(3) 2 . ? O4 C2 C3 117.1(3) 2 2 ? O3 C2 C3 117.0(3) . 2 ? O6 C3 O5 126.7(3) 2_545 . ? O6 C3 C2 116.7(3) 2_545 2_545 ? O5 C3 C2 116.6(3) . 2_545 ? O8 C4 O7 127.2(3) 3_566 . ? O8 C4 C4 117.1(4) 3_566 3_566 ? O7 C4 C4 115.8(4) . 3_566 ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C5 C6 O10 113.5(5) . . ? C5 C6 H6A 108.9 . . ? O10 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? O10 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2B 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.774 _refine_diff_density_min -1.317 _refine_diff_density_rms 0.131 data_5 _database_code_depnum_ccdc_archive 'CCDC 860922' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 Eu O13' _chemical_formula_weight 447.14 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6661(19) _cell_length_b 11.737(2) _cell_length_c 12.315(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.24(3) _cell_angle_gamma 90.00 _cell_volume 1379.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13151 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 27.47 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.154 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 4.612 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3690 _exptl_absorpt_correction_T_max 0.6556 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13151 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3144 _reflns_number_gt 2852 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0460P)^2^+6.9431P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3144 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0289 _refine_ls_R_factor_gt 0.0245 _refine_ls_wR_factor_ref 0.0796 _refine_ls_wR_factor_gt 0.0773 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.002 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 0.21385(2) 0.984423(16) 0.330927(16) 0.01416(9) Uani 1 1 d . . . O1 O 0.3159(4) 1.1049(3) 0.2000(3) 0.0257(7) Uani 1 1 d . . . O2 O 0.1403(4) 0.7845(3) 0.3442(3) 0.0247(7) Uani 1 1 d . . . O3 O 0.1345(3) 1.1803(3) 0.3278(3) 0.0208(6) Uani 1 1 d . . . O4 O 0.3077(3) 0.8590(3) 0.2056(3) 0.0215(6) Uani 1 1 d . . . O5 O -0.0341(4) 0.9860(3) 0.3572(3) 0.0226(7) Uani 1 1 d . . . O6 O 0.1817(4) 0.9874(3) 0.5223(3) 0.0256(7) Uani 1 1 d . . . O7 O 0.3984(3) 1.1091(3) 0.4329(3) 0.0303(8) Uani 1 1 d . . . O8 O 0.4160(3) 0.8820(3) 0.4338(3) 0.0257(7) Uani 1 1 d . . . O9 O 0.0480(4) 0.9769(3) 0.1543(3) 0.0308(8) Uani 1 1 d . . . H9A H -0.0296 1.0069 0.1629 0.046 Uiso 1 1 d R . . H9B H 0.0823 1.0133 0.1052 0.046 Uiso 1 1 d R . . H9C H 0.0345 0.9079 0.1344 0.046 Uiso 1 1 d R . . O10 O -0.1969(10) 0.7540(9) 0.1669(8) 0.136(3) Uani 1 1 d . . . H10A H -0.1300 0.7556 0.1336 0.204 Uiso 1 1 calc R . . C1 C 0.3010(4) 1.2100(4) 0.2054(4) 0.0190(8) Uani 1 1 d . . . C2 C 0.1998(4) 1.2539(3) 0.2828(3) 0.0161(8) Uani 1 1 d . . . C3 C -0.0629(5) 0.9996(3) 0.4529(4) 0.0181(8) Uani 1 1 d . . . C4 C 0.4950(4) 1.0654(4) 0.4999(3) 0.0191(8) Uani 1 1 d . . . C5 C -0.3500(8) 0.8778(9) 0.2546(6) 0.071(3) Uani 1 1 d . . . H5A H -0.3669 0.9561 0.2707 0.107 Uiso 1 1 calc R . . H5B H -0.3291 0.8357 0.3221 0.107 Uiso 1 1 calc R . . H5C H -0.4320 0.8464 0.2104 0.107 Uiso 1 1 calc R . . C6 C -0.2328(5) 0.8707(4) 0.1954(4) 0.0275(10) Uani 1 1 d . . . H6A H -0.1515 0.9050 0.2398 0.033 Uiso 1 1 calc R . . H6B H -0.2544 0.9148 0.1282 0.033 Uiso 1 1 calc R . . OW1 O 0.4151(7) 0.7824(4) -0.0316(4) 0.0660(15) Uani 1 1 d . . . HW1A H 0.5033 0.7733 -0.0161 0.099 Uiso 1 1 d R . . HW1B H 0.3757 0.7181 -0.0455 0.099 Uiso 1 1 d R . . OW2 O 0.0838(6) 0.8412(4) -0.0322(4) 0.0555(12) Uani 1 1 d . . . HW2A H -0.0042 0.8485 -0.0517 0.083 Uiso 1 1 d R . . HW2B H 0.1264 0.8785 -0.0760 0.083 Uiso 1 1 d R . . OW3 O 0.3261(8) 1.0067(5) -0.0076(5) 0.0715(18) Uani 1 1 d . . . HW3A H 0.3771 1.0434 0.0433 0.107 Uiso 1 1 d R . . HW3B H 0.3652 0.9436 -0.0180 0.107 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 0.01691(12) 0.01054(12) 0.01567(12) -0.00015(6) 0.00455(8) -0.00008(7) O1 0.0367(18) 0.0136(15) 0.0313(17) 0.0001(13) 0.0190(15) 0.0027(13) O2 0.0309(17) 0.0165(15) 0.0306(17) -0.0036(12) 0.0168(14) -0.0013(13) O3 0.0215(15) 0.0168(15) 0.0265(16) 0.0025(12) 0.0114(13) 0.0014(12) O4 0.0272(16) 0.0135(15) 0.0262(15) -0.0006(12) 0.0118(13) -0.0008(12) O5 0.0240(16) 0.0297(18) 0.0149(14) -0.0042(12) 0.0058(13) -0.0026(12) O6 0.0216(16) 0.0359(19) 0.0206(16) -0.0004(13) 0.0074(13) 0.0026(13) O7 0.0250(17) 0.0175(16) 0.044(2) 0.0065(14) -0.0070(15) -0.0015(13) O8 0.0263(16) 0.0188(16) 0.0310(17) -0.0045(13) 0.0014(14) 0.0021(12) O9 0.037(2) 0.034(2) 0.0216(17) -0.0010(14) 0.0045(15) 0.0021(15) O10 0.141(8) 0.102(7) 0.162(9) -0.029(6) 0.019(7) 0.008(6) C1 0.023(2) 0.016(2) 0.0188(19) 0.0006(15) 0.0048(17) 0.0014(16) C2 0.0155(18) 0.0155(19) 0.0176(19) 0.0015(15) 0.0033(15) 0.0011(15) C3 0.023(2) 0.0110(18) 0.021(2) 0.0015(14) 0.0059(18) 0.0000(15) C4 0.0152(18) 0.021(2) 0.021(2) 0.0021(16) 0.0032(16) 0.0014(15) C5 0.048(4) 0.117(8) 0.052(4) -0.021(4) 0.021(3) -0.026(4) C6 0.025(2) 0.036(3) 0.021(2) -0.0065(19) 0.0034(18) -0.0110(19) OW1 0.095(4) 0.044(3) 0.068(3) 0.008(2) 0.041(3) 0.013(3) OW2 0.082(3) 0.034(2) 0.052(3) 0.0077(19) 0.015(2) 0.001(2) OW3 0.108(5) 0.068(4) 0.040(3) 0.007(2) 0.018(3) 0.035(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O4 2.413(3) . ? Eu1 O3 2.422(3) . ? Eu1 O6 2.426(3) . ? Eu1 O8 2.464(3) . ? Eu1 O2 2.465(3) . ? Eu1 O1 2.467(3) . ? Eu1 O5 2.469(3) . ? Eu1 O7 2.486(3) . ? Eu1 O9 2.488(4) . ? Eu1 C2 3.217(4) . ? Eu1 C2 3.218(4) 2_545 ? Eu1 C3 3.240(4) 3_576 ? O1 C1 1.245(5) . ? O2 C1 1.253(5) 2_545 ? O3 C2 1.251(5) . ? O4 C2 1.244(5) 2_545 ? O5 C3 1.264(6) . ? O6 C3 1.244(6) 3_576 ? O7 C4 1.252(5) . ? O8 C4 1.250(5) 3_676 ? O9 H9A 0.8500 . ? O9 H9B 0.8500 . ? O9 H9C 0.8500 . ? O10 C6 1.469(11) . ? O10 H10A 0.8200 . ? C1 O2 1.253(5) 2 ? C1 C2 1.560(6) . ? C1 Eu1 3.252(4) 2 ? C2 O4 1.244(5) 2 ? C2 Eu1 3.218(4) 2 ? C3 O6 1.244(6) 3_576 ? C3 C3 1.540(9) 3_576 ? C3 Eu1 3.240(4) 3_576 ? C4 O8 1.250(5) 3_676 ? C4 C4 1.538(9) 3_676 ? C5 C6 1.446(8) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1A 0.8501 . ? OW1 HW1B 0.8500 . ? OW2 HW2A 0.8500 . ? OW2 HW2B 0.8501 . ? OW3 HW3A 0.8500 . ? OW3 HW3B 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 Eu1 O3 136.02(10) . . ? O4 Eu1 O6 138.59(11) . . ? O3 Eu1 O6 84.97(11) . . ? O4 Eu1 O8 71.50(11) . . ? O3 Eu1 O8 133.97(11) . . ? O6 Eu1 O8 73.87(11) . . ? O4 Eu1 O2 66.66(10) . . ? O3 Eu1 O2 144.15(11) . . ? O6 Eu1 O2 82.29(11) . . ? O8 Eu1 O2 73.43(11) . . ? O4 Eu1 O1 72.58(11) . . ? O3 Eu1 O1 66.70(10) . . ? O6 Eu1 O1 138.92(11) . . ? O8 Eu1 O1 104.38(12) . . ? O2 Eu1 O1 137.65(10) . . ? O4 Eu1 O5 124.13(11) . . ? O3 Eu1 O5 71.53(10) . . ? O6 Eu1 O5 66.06(11) . . ? O8 Eu1 O5 129.97(11) . . ? O2 Eu1 O5 72.67(11) . . ? O1 Eu1 O5 125.45(11) . . ? O4 Eu1 O7 111.67(12) . . ? O3 Eu1 O7 69.46(11) . . ? O6 Eu1 O7 72.21(12) . . ? O8 Eu1 O7 65.31(11) . . ? O2 Eu1 O7 135.90(11) . . ? O1 Eu1 O7 70.29(12) . . ? O5 Eu1 O7 124.19(11) . . ? O4 Eu1 O9 71.01(12) . . ? O3 Eu1 O9 82.06(11) . . ? O6 Eu1 O9 133.22(12) . . ? O8 Eu1 O9 141.12(11) . . ? O2 Eu1 O9 82.64(12) . . ? O1 Eu1 O9 73.63(12) . . ? O5 Eu1 O9 67.19(12) . . ? O7 Eu1 O9 140.52(12) . . ? O4 Eu1 C2 119.42(10) . . ? O3 Eu1 C2 19.92(10) . . ? O6 Eu1 C2 99.01(11) . . ? O8 Eu1 C2 125.52(11) . . ? O2 Eu1 C2 160.75(11) . . ? O1 Eu1 C2 47.59(10) . . ? O5 Eu1 C2 90.19(10) . . ? O7 Eu1 C2 61.30(11) . . ? O9 Eu1 C2 82.63(11) . . ? O4 Eu1 C2 19.62(10) . 2_545 ? O3 Eu1 C2 153.48(10) . 2_545 ? O6 Eu1 C2 121.17(11) . 2_545 ? O8 Eu1 C2 64.78(10) . 2_545 ? O2 Eu1 C2 47.65(10) . 2_545 ? O1 Eu1 C2 92.19(10) . 2_545 ? O5 Eu1 C2 112.87(10) . 2_545 ? O7 Eu1 C2 119.97(11) . 2_545 ? O9 Eu1 C2 76.42(11) . 2_545 ? C2 Eu1 C2 138.83(3) . 2_545 ? O4 Eu1 C3 145.69(10) . 3_576 ? O3 Eu1 C3 76.99(10) . 3_576 ? O6 Eu1 C3 19.32(12) . 3_576 ? O8 Eu1 C3 91.73(11) . 3_576 ? O2 Eu1 C3 80.09(10) . 3_576 ? O1 Eu1 C3 141.64(10) . 3_576 ? O5 Eu1 C3 46.94(11) . 3_576 ? O7 Eu1 C3 86.11(12) . 3_576 ? O9 Eu1 C3 114.12(12) . 3_576 ? C2 Eu1 C3 94.76(10) . 3_576 ? C2 Eu1 C3 126.08(10) 2_545 3_576 ? C1 O1 Eu1 118.1(3) . . ? C1 O2 Eu1 118.3(3) 2_545 . ? C2 O3 Eu1 118.8(3) . . ? C2 O4 Eu1 119.8(3) 2_545 . ? C3 O5 Eu1 119.2(3) . . ? C3 O6 Eu1 120.5(3) 3_576 . ? C4 O7 Eu1 119.4(3) . . ? C4 O8 Eu1 120.0(3) 3_676 . ? Eu1 O9 H9A 109.5 . . ? Eu1 O9 H9B 109.5 . . ? H9A O9 H9B 109.5 . . ? Eu1 O9 H9C 109.4 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O1 C1 O2 126.9(4) . 2 ? O1 C1 C2 116.7(4) . . ? O2 C1 C2 116.4(4) 2 . ? O1 C1 Eu1 42.1(2) . . ? O2 C1 Eu1 166.9(3) 2 . ? C2 C1 Eu1 75.0(2) . . ? O1 C1 Eu1 167.7(3) . 2 ? O2 C1 Eu1 41.9(2) 2 2 ? C2 C1 Eu1 74.8(2) . 2 ? Eu1 C1 Eu1 149.84(14) . 2 ? O4 C2 O3 126.2(4) 2 . ? O4 C2 C1 116.8(4) 2 . ? O3 C2 C1 116.9(4) . . ? O4 C2 Eu1 162.6(3) 2 . ? O3 C2 Eu1 41.3(2) . . ? C1 C2 Eu1 77.0(2) . . ? O4 C2 Eu1 40.6(2) 2 2 ? O3 C2 Eu1 163.4(3) . 2 ? C1 C2 Eu1 77.3(2) . 2 ? Eu1 C2 Eu1 154.24(14) . 2 ? O6 C3 O5 126.5(4) 3_576 . ? O6 C3 C3 117.6(5) 3_576 3_576 ? O5 C3 C3 115.9(5) . 3_576 ? O6 C3 Eu1 40.2(2) 3_576 3_576 ? O5 C3 Eu1 165.8(3) . 3_576 ? C3 C3 Eu1 77.7(3) 3_576 3_576 ? O8 C4 O7 126.2(4) 3_676 . ? O8 C4 C4 117.1(4) 3_676 3_676 ? O7 C4 C4 116.7(5) . 3_676 ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C5 C6 O10 114.1(7) . . ? C5 C6 H6A 108.7 . . ? O10 C6 H6A 108.7 . . ? C5 C6 H6B 108.7 . . ? O10 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2B 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.917 _refine_diff_density_min -0.784 _refine_diff_density_rms 0.174 data_6 _database_code_depnum_ccdc_archive 'CCDC 860923' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 Gd O13' _chemical_formula_weight 452.43 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' Gd Gd -0.1653 3.9035 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6590(19) _cell_length_b 11.718(2) _cell_length_c 12.281(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.20(3) _cell_angle_gamma 90.00 _cell_volume 1372.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13033 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 876 _exptl_absorpt_coefficient_mu 4.898 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3041 _exptl_absorpt_correction_T_max 0.6866 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13033 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3141 _reflns_number_gt 2861 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0362P)^2^+2.5430P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3141 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0656 _refine_ls_wR_factor_gt 0.0638 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.004 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 0.214049(17) 0.514802(14) 0.331354(13) 0.01412(7) Uani 1 1 d . . . O1 O 0.1397(3) 0.7143(2) 0.3439(2) 0.0245(6) Uani 1 1 d . . . O2 O 0.3173(3) 0.3947(2) 0.2010(2) 0.0265(6) Uani 1 1 d . . . O3 O 0.3084(3) 0.6395(2) 0.2060(2) 0.0225(5) Uani 1 1 d . . . O4 O 0.1345(3) 0.3191(2) 0.3277(2) 0.0203(5) Uani 1 1 d . . . O5 O -0.0334(3) 0.5125(2) 0.3571(2) 0.0225(6) Uani 1 1 d . . . O6 O 0.1814(3) 0.5118(2) 0.5225(2) 0.0247(6) Uani 1 1 d . . . O7 O 0.4155(3) 0.6180(2) 0.4337(2) 0.0255(6) Uani 1 1 d . . . O8 O 0.3980(3) 0.3900(2) 0.4342(3) 0.0291(6) Uani 1 1 d . . . O9 O 0.0487(3) 0.5222(2) 0.1542(2) 0.0304(6) Uani 1 1 d . . . H9A H 0.0014 0.5836 0.1514 0.046 Uiso 1 1 d R . . H9B H 0.0947 0.5204 0.1007 0.046 Uiso 1 1 d R . . H9C H -0.0064 0.4653 0.1500 0.046 Uiso 1 1 d R . . O10 O -0.1950(8) 0.7485(7) 0.1672(6) 0.136(3) Uani 1 1 d . . . H10A H -0.1278 0.7474 0.1340 0.204 Uiso 1 1 calc R . . C1 C 0.1986(4) 0.7892(3) 0.2938(3) 0.0190(7) Uani 1 1 d . . . C2 C 0.2994(4) 0.7454(3) 0.2168(3) 0.0161(6) Uani 1 1 d . . . C3 C -0.0629(4) 0.5005(3) 0.4525(3) 0.0189(7) Uani 1 1 d . . . C4 C 0.5053(3) 0.5660(3) 0.4999(3) 0.0199(7) Uani 1 1 d . . . C5 C -0.3496(6) 0.6230(7) 0.2555(5) 0.068(2) Uani 1 1 d . . . H5A H -0.3676 0.5447 0.2717 0.102 Uiso 1 1 calc R . . H5B H -0.4312 0.6552 0.2112 0.102 Uiso 1 1 calc R . . H5C H -0.3281 0.6651 0.3232 0.102 Uiso 1 1 calc R . . C6 C -0.2311(4) 0.6291(4) 0.1955(3) 0.0267(8) Uani 1 1 d . . . H6A H -0.2530 0.5852 0.1280 0.032 Uiso 1 1 calc R . . H6B H -0.1499 0.5944 0.2399 0.032 Uiso 1 1 calc R . . OW1 O -0.3272(6) 0.5082(4) 0.0079(4) 0.0706(15) Uani 1 1 d . . . HW1B H -0.3090 0.5112 -0.0575 0.106 Uiso 1 1 d R . . HW1C H -0.3716 0.4471 0.0163 0.106 Uiso 1 1 d R . . OW2 O 0.0855(5) 0.2186(4) 0.5313(4) 0.0656(12) Uani 1 1 d . . . HW2A H 0.1511 0.2047 0.5846 0.098 Uiso 1 1 d R . . HW2B H 0.0113 0.2358 0.5566 0.098 Uiso 1 1 d R . . OW3 O -0.0833(5) 0.3439(3) 0.0331(3) 0.0553(10) Uani 1 1 d . . . HW3A H -0.0446 0.2841 0.0130 0.083 Uiso 1 1 d R . . HW3B H -0.1608 0.3264 0.0532 0.083 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 0.01673(10) 0.01108(10) 0.01523(10) 0.00021(5) 0.00459(7) 0.00008(6) O1 0.0328(15) 0.0158(12) 0.0285(15) 0.0036(10) 0.0161(12) 0.0004(11) O2 0.0415(16) 0.0150(13) 0.0271(14) -0.0002(10) 0.0177(12) -0.0024(11) O3 0.0324(14) 0.0125(12) 0.0249(14) -0.0008(10) 0.0111(11) 0.0004(10) O4 0.0223(12) 0.0157(12) 0.0246(14) -0.0027(10) 0.0096(10) -0.0007(10) O5 0.0238(13) 0.0289(14) 0.0154(12) 0.0031(10) 0.0051(10) 0.0037(11) O6 0.0161(12) 0.0381(16) 0.0206(14) 0.0012(11) 0.0051(10) -0.0026(11) O7 0.0265(14) 0.0194(13) 0.0286(15) 0.0036(11) -0.0013(11) -0.0005(11) O8 0.0231(13) 0.0207(13) 0.0403(17) -0.0051(12) -0.0049(12) -0.0005(11) O9 0.0350(16) 0.0341(16) 0.0217(14) 0.0004(11) 0.0032(12) -0.0009(13) O10 0.154(7) 0.096(6) 0.158(8) 0.032(4) 0.024(6) -0.015(5) C1 0.0218(17) 0.0172(17) 0.0184(17) -0.0006(13) 0.0041(14) 0.0030(14) C2 0.0187(16) 0.0142(16) 0.0150(16) 0.0005(12) 0.0013(13) 0.0016(13) C3 0.0252(19) 0.0132(15) 0.0184(18) -0.0009(12) 0.0036(15) 0.0014(14) C4 0.0167(16) 0.0222(19) 0.0223(18) -0.0018(14) 0.0076(14) -0.0024(14) C5 0.047(3) 0.112(6) 0.050(4) 0.022(4) 0.024(3) 0.026(4) C6 0.0187(17) 0.039(2) 0.023(2) 0.0072(16) 0.0055(15) 0.0113(16) OW1 0.094(4) 0.079(3) 0.040(2) -0.012(2) 0.014(2) -0.038(3) OW2 0.087(3) 0.056(3) 0.061(3) 0.012(2) 0.037(2) 0.018(2) OW3 0.079(3) 0.0325(18) 0.057(2) -0.0098(16) 0.018(2) -0.0055(18) _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 O3 2.405(3) . ? Gd1 O6 2.418(3) . ? Gd1 O4 2.417(2) . ? Gd1 O1 2.458(3) . ? Gd1 O5 2.461(3) . ? Gd1 O7 2.459(3) . ? Gd1 O2 2.459(3) . ? Gd1 O8 2.484(3) . ? Gd1 O9 2.486(3) . ? O1 C1 1.258(4) . ? O2 C1 1.248(4) 2_545 ? O3 C2 1.252(4) . ? O4 C2 1.251(4) 2_545 ? O5 C3 1.257(5) . ? O6 C3 1.240(5) 3_566 ? O7 C4 1.249(4) . ? O8 C4 1.246(4) 3_666 ? O9 H9A 0.8500 . ? O9 H9B 0.8500 . ? O9 H9C 0.8500 . ? O10 C6 1.497(8) . ? O10 H10A 0.8200 . ? C1 O2 1.248(4) 2 ? C1 C2 1.550(5) . ? C2 O4 1.251(4) 2 ? C3 O6 1.240(5) 3_566 ? C3 C3 1.544(8) 3_566 ? C4 O8 1.246(4) 3_666 ? C4 C4 1.550(7) 3_666 ? C5 C6 1.459(6) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1B 0.8499 . ? OW1 HW1C 0.8500 . ? OW2 HW2A 0.8501 . ? OW2 HW2B 0.8499 . ? OW3 HW3A 0.8498 . ? OW3 HW3B 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 O3 Gd1 O6 138.74(9) . . ? O3 Gd1 O4 135.77(9) . . ? O6 Gd1 O4 85.05(9) . . ? O3 Gd1 O1 66.82(8) . . ? O6 Gd1 O1 82.44(9) . . ? O4 Gd1 O1 143.96(9) . . ? O3 Gd1 O5 124.36(9) . . ? O6 Gd1 O5 66.10(10) . . ? O4 Gd1 O5 71.30(8) . . ? O1 Gd1 O5 72.73(9) . . ? O3 Gd1 O7 71.24(10) . . ? O6 Gd1 O7 74.12(10) . . ? O4 Gd1 O7 134.39(9) . . ? O1 Gd1 O7 73.46(9) . . ? O5 Gd1 O7 130.17(9) . . ? O3 Gd1 O2 72.34(9) . . ? O6 Gd1 O2 138.83(9) . . ? O4 Gd1 O2 66.77(9) . . ? O1 Gd1 O2 137.57(9) . . ? O5 Gd1 O2 125.49(10) . . ? O7 Gd1 O2 104.14(10) . . ? O3 Gd1 O8 111.70(10) . . ? O6 Gd1 O8 72.03(10) . . ? O4 Gd1 O8 69.52(9) . . ? O1 Gd1 O8 136.10(9) . . ? O5 Gd1 O8 123.93(9) . . ? O7 Gd1 O8 65.59(9) . . ? O2 Gd1 O8 70.28(10) . . ? O3 Gd1 O9 71.02(10) . . ? O6 Gd1 O9 133.21(10) . . ? O4 Gd1 O9 81.91(9) . . ? O1 Gd1 O9 82.42(10) . . ? O5 Gd1 O9 67.15(10) . . ? O7 Gd1 O9 140.82(9) . . ? O2 Gd1 O9 73.81(10) . . ? O8 Gd1 O9 140.59(10) . . ? C1 O1 Gd1 118.3(2) . . ? C1 O2 Gd1 117.9(2) 2_545 . ? C2 O3 Gd1 119.6(2) . . ? C2 O4 Gd1 118.7(2) 2_545 . ? C3 O5 Gd1 119.4(2) . . ? C3 O6 Gd1 120.7(3) 3_566 . ? C4 O7 Gd1 120.2(2) . . ? C4 O8 Gd1 119.2(2) 3_666 . ? Gd1 O9 H9A 109.4 . . ? Gd1 O9 H9B 109.5 . . ? H9A O9 H9B 109.5 . . ? Gd1 O9 H9C 109.5 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O2 C1 O1 126.7(3) 2 . ? O2 C1 C2 117.0(3) 2 . ? O1 C1 C2 116.4(3) . . ? O4 C2 O3 126.0(3) 2 . ? O4 C2 C1 116.9(3) 2 . ? O3 C2 C1 117.0(3) . . ? O6 C3 O5 126.8(4) 3_566 . ? O6 C3 C3 117.3(4) 3_566 3_566 ? O5 C3 C3 115.9(4) . 3_566 ? O8 C4 O7 126.3(3) 3_666 . ? O8 C4 C4 117.0(4) 3_666 3_666 ? O7 C4 C4 116.7(4) . 3_666 ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C5 C6 O10 113.2(5) . . ? C5 C6 H6A 108.9 . . ? O10 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? O10 C6 H6B 108.9 . . ? H6A C6 H6B 107.8 . . ? HW1B OW1 HW1C 109.5 . . ? HW2A OW2 HW2B 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.814 _refine_diff_density_min -1.482 _refine_diff_density_rms 0.142 data_7 _database_code_depnum_ccdc_archive 'CCDC 860924' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 O13 Tb' _chemical_formula_weight 454.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6515(19) _cell_length_b 11.655(2) _cell_length_c 12.264(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.14(3) _cell_angle_gamma 90.00 _cell_volume 1362.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13019 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.214 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 5.257 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3652 _exptl_absorpt_correction_T_max 0.4812 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 13019 _diffrn_reflns_av_R_equivalents 0.0474 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3110 _reflns_number_gt 2630 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0301P)^2^+4.0318P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3110 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0699 _refine_ls_wR_factor_gt 0.0663 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.032 _refine_ls_shift/su_mean 0.002 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 0.28563(2) 0.513862(17) 0.668039(18) 0.01392(8) Uani 1 1 d . . . O1 O 0.3614(4) 0.7131(3) 0.6563(3) 0.0238(8) Uani 1 1 d . . . O2 O 0.1812(4) 0.3943(3) 0.7979(3) 0.0260(8) Uani 1 1 d . . . O3 O 0.1022(4) 0.3892(3) 0.5649(3) 0.0286(8) Uani 1 1 d . . . O4 O 0.0861(4) 0.6182(3) 0.5668(3) 0.0258(8) Uani 1 1 d . . . O5 O 0.3176(3) 0.5114(3) 0.4780(3) 0.0242(8) Uani 1 1 d . . . O6 O 0.5329(3) 0.5115(3) 0.6431(3) 0.0209(7) Uani 1 1 d . . . O7 O 0.3652(3) 0.3182(3) 0.6715(3) 0.0197(7) Uani 1 1 d . . . O8 O 0.1911(3) 0.6382(3) 0.7937(3) 0.0208(7) Uani 1 1 d . . . O9 O 0.4494(4) 0.5208(3) 0.8443(3) 0.0292(8) Uani 1 1 d . . . H9A H 0.4969 0.5824 0.8474 0.044 Uiso 1 1 d R . . H9B H 0.4032 0.5188 0.8978 0.044 Uiso 1 1 d R . . H9C H 0.5045 0.4635 0.8484 0.044 Uiso 1 1 d R . . O10 O 0.3070(10) 0.2525(8) 0.1670(8) 0.142(3) Uani 1 1 d . . . H10A H 0.3743 0.2542 0.1337 0.213 Uiso 1 1 calc R . . C1 C 0.3021(5) 0.7875(4) 0.7063(4) 0.0190(10) Uani 1 1 d . . . C2 C 0.0045(5) 0.4343(4) 0.4996(4) 0.0195(10) Uani 1 1 d . . . C3 C 0.4375(5) 0.4999(4) 0.4519(4) 0.0166(9) Uani 1 1 d . . . C4 C 0.2993(5) 0.2437(4) 0.7165(4) 0.0156(9) Uani 1 1 d . . . C5 C 0.1506(8) 0.3766(9) 0.2541(7) 0.070(3) Uani 1 1 d . . . H5A H 0.1319 0.4554 0.2692 0.105 Uiso 1 1 calc R . . H5B H 0.1714 0.3351 0.3223 0.105 Uiso 1 1 calc R . . H5C H 0.0696 0.3436 0.2095 0.105 Uiso 1 1 calc R . . C6 C 0.2703(5) 0.3701(5) 0.1951(4) 0.0243(11) Uani 1 1 d . . . H6A H 0.3510 0.4048 0.2404 0.029 Uiso 1 1 calc R . . H6B H 0.2495 0.4145 0.1276 0.029 Uiso 1 1 calc R . . OW1 O 0.4145(5) 0.2188(3) 0.4690(3) 0.0673(16) Uani 1 1 d . . . HW1B H 0.3639 0.2183 0.4056 0.101 Uiso 1 1 d R . . HW1C H 0.5002 0.2267 0.4618 0.101 Uiso 1 1 d R . . OW2 O 0.3274(5) 0.9916(3) 0.4926(3) 0.0734(18) Uani 1 1 d R . . HW2B H 0.3206 1.0399 0.5434 0.110 Uiso 1 1 d R . . HW2C H 0.4061 0.9998 0.4708 0.110 Uiso 1 1 d R . . OW3 O 0.5854(6) 0.3443(4) 0.9669(4) 0.0565(13) Uani 1 1 d . . . HW3A H 0.5583 0.2761 0.9763 0.085 Uiso 1 1 d R . . HW3B H 0.6687 0.3430 0.9526 0.085 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 0.01686(12) 0.01044(11) 0.01520(12) -0.00009(8) 0.00482(8) -0.00011(8) O1 0.0284(19) 0.0180(18) 0.029(2) -0.0052(14) 0.0160(15) -0.0032(13) O2 0.035(2) 0.0160(18) 0.031(2) -0.0009(14) 0.0168(16) 0.0005(14) O3 0.0255(19) 0.0193(18) 0.038(2) 0.0068(16) -0.0031(16) -0.0006(14) O4 0.0251(19) 0.0214(18) 0.029(2) -0.0044(15) -0.0016(15) 0.0012(14) O5 0.0195(18) 0.034(2) 0.0198(18) -0.0020(15) 0.0053(13) 0.0027(14) O6 0.0198(17) 0.0296(19) 0.0138(16) -0.0026(14) 0.0042(13) -0.0054(13) O7 0.0205(17) 0.0137(16) 0.0265(19) 0.0025(13) 0.0081(14) 0.0013(12) O8 0.0284(19) 0.0132(17) 0.0229(18) 0.0015(13) 0.0109(14) -0.0020(13) O9 0.032(2) 0.036(2) 0.0195(18) -0.0023(16) 0.0043(15) 0.0027(16) O10 0.154(8) 0.106(7) 0.163(9) -0.024(6) 0.020(7) 0.006(6) C1 0.023(3) 0.017(2) 0.017(2) 0.0011(18) 0.0047(19) -0.0015(17) C2 0.017(2) 0.021(3) 0.022(2) 0.0009(19) 0.0075(18) 0.0014(17) C3 0.024(2) 0.010(2) 0.017(2) 0.0001(17) 0.0048(19) 0.0000(16) C4 0.018(2) 0.013(2) 0.014(2) 0.0002(17) -0.0012(17) -0.0006(16) C5 0.043(4) 0.118(8) 0.053(5) -0.020(5) 0.024(4) -0.021(4) C6 0.017(3) 0.035(3) 0.022(3) -0.006(2) 0.0067(19) -0.0083(19) OW1 0.094(4) 0.056(3) 0.060(4) -0.009(3) 0.038(3) -0.016(3) OW2 0.096(5) 0.078(4) 0.048(3) -0.016(3) 0.019(3) -0.030(3) OW3 0.080(4) 0.034(3) 0.058(3) 0.010(2) 0.019(3) 0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O8 2.398(3) . ? Tb1 O5 2.399(3) . ? Tb1 O7 2.404(3) . ? Tb1 O4 2.443(3) . ? Tb1 O1 2.446(3) . ? Tb1 O2 2.450(4) . ? Tb1 O6 2.454(3) . ? Tb1 O9 2.468(4) . ? Tb1 O3 2.477(4) . ? O1 C1 1.252(6) . ? O2 C1 1.257(6) 2_546 ? O3 C2 1.252(6) . ? O4 C2 1.256(6) 3_566 ? O5 C3 1.256(6) . ? O6 C3 1.251(6) 3_666 ? O7 C4 1.256(5) . ? O8 C4 1.241(5) 2_556 ? O9 H9A 0.8500 . ? O9 H9B 0.8500 . ? O9 H9C 0.8500 . ? O10 C6 1.470(10) . ? O10 H10A 0.8200 . ? C1 O2 1.257(6) 2_556 ? C1 C4 1.552(6) 2_556 ? C2 O4 1.256(6) 3_566 ? C2 C2 1.534(10) 3_566 ? C3 O6 1.251(6) 3_666 ? C3 C3 1.547(9) 3_666 ? C4 O8 1.241(5) 2_546 ? C4 C1 1.552(6) 2_546 ? C5 C6 1.459(8) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1B 0.8500 . ? OW1 HW1C 0.8500 . ? OW2 HW2B 0.8499 . ? OW2 HW2C 0.8500 . ? OW3 HW3A 0.8500 . ? OW3 HW3B 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 O8 Tb1 O5 138.77(12) . . ? O8 Tb1 O7 135.63(11) . . ? O5 Tb1 O7 85.15(12) . . ? O8 Tb1 O4 71.11(12) . . ? O5 Tb1 O4 74.03(12) . . ? O7 Tb1 O4 134.82(11) . . ? O8 Tb1 O1 67.19(11) . . ? O5 Tb1 O1 82.42(12) . . ? O7 Tb1 O1 143.48(11) . . ? O4 Tb1 O1 73.52(12) . . ? O8 Tb1 O2 71.84(11) . . ? O5 Tb1 O2 138.95(12) . . ? O7 Tb1 O2 67.20(11) . . ? O4 Tb1 O2 103.97(12) . . ? O1 Tb1 O2 137.41(11) . . ? O8 Tb1 O6 124.30(11) . . ? O5 Tb1 O6 66.48(11) . . ? O7 Tb1 O6 71.18(11) . . ? O4 Tb1 O6 130.21(12) . . ? O1 Tb1 O6 72.37(11) . . ? O2 Tb1 O6 125.68(12) . . ? O8 Tb1 O9 70.96(12) . . ? O5 Tb1 O9 133.45(12) . . ? O7 Tb1 O9 81.79(12) . . ? O4 Tb1 O9 140.56(12) . . ? O1 Tb1 O9 82.23(12) . . ? O2 Tb1 O9 73.84(13) . . ? O6 Tb1 O9 67.00(12) . . ? O8 Tb1 O3 111.62(12) . . ? O5 Tb1 O3 71.86(12) . . ? O7 Tb1 O3 69.70(11) . . ? O4 Tb1 O3 65.85(12) . . ? O1 Tb1 O3 136.31(12) . . ? O2 Tb1 O3 70.36(13) . . ? O6 Tb1 O3 124.08(12) . . ? O9 Tb1 O3 140.60(12) . . ? C1 O1 Tb1 117.7(3) . . ? C1 O2 Tb1 118.0(3) 2_546 . ? C2 O3 Tb1 119.0(3) . . ? C2 O4 Tb1 119.9(3) 3_566 . ? C3 O5 Tb1 121.0(3) . . ? C3 O6 Tb1 119.2(3) 3_666 . ? C4 O7 Tb1 118.7(3) . . ? C4 O8 Tb1 119.5(3) 2_556 . ? Tb1 O9 H9A 109.4 . . ? Tb1 O9 H9B 109.5 . . ? H9A O9 H9B 109.5 . . ? Tb1 O9 H9C 109.5 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O1 C1 O2 126.5(4) . 2_556 ? O1 C1 C4 116.9(4) . 2_556 ? O2 C1 C4 116.6(4) 2_556 2_556 ? O3 C2 O4 125.9(5) . 3_566 ? O3 C2 C2 116.9(5) . 3_566 ? O4 C2 C2 117.2(5) 3_566 3_566 ? O6 C3 O5 127.2(4) 3_666 . ? O6 C3 C3 116.4(5) 3_666 3_666 ? O5 C3 C3 116.4(5) . 3_666 ? O8 C4 O7 126.2(4) 2_546 . ? O8 C4 C1 116.9(4) 2_546 2_546 ? O7 C4 C1 117.0(4) . 2_546 ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C5 C6 O10 113.9(7) . . ? C5 C6 H6A 108.8 . . ? O10 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? O10 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? HW1B OW1 HW1C 109.5 . . ? HW2B OW2 HW2C 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.786 _refine_diff_density_min -1.410 _refine_diff_density_rms 0.162 data_8 _database_code_depnum_ccdc_archive 'CCDC 860925' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 Dy O13' _chemical_formula_weight 457.68 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' Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6315(19) _cell_length_b 11.613(2) _cell_length_c 12.217(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.13(3) _cell_angle_gamma 90.00 _cell_volume 1349.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12995 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.253 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 5.604 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3465 _exptl_absorpt_correction_T_max 0.4492 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12995 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3078 _reflns_number_gt 2846 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0297P)^2^+5.3609P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3078 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0260 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0608 _refine_ls_wR_factor_gt 0.0594 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy 0.214697(16) 0.513115(13) 0.832401(13) 0.01274(7) Uani 1 1 d . . . O1 O 0.3099(3) 0.6368(2) 0.7072(2) 0.0198(5) Uani 1 1 d . . . O2 O 0.1352(3) 0.3182(2) 0.8288(2) 0.0190(5) Uani 1 1 d . . . O3 O 0.1387(3) 0.7122(2) 0.8440(2) 0.0223(6) Uani 1 1 d . . . O4 O 0.3203(3) 0.3938(2) 0.7036(2) 0.0246(6) Uani 1 1 d . . . O5 O 0.3973(3) 0.3885(2) 0.9360(3) 0.0267(6) Uani 1 1 d . . . O6 O 0.4132(3) 0.6180(2) 0.9328(2) 0.0235(6) Uani 1 1 d . . . O7 O -0.0328(3) 0.5103(2) 0.8566(2) 0.0200(5) Uani 1 1 d . . . O8 O 0.1822(3) 0.5116(2) 1.0223(2) 0.0235(6) Uani 1 1 d . . . O9 O 0.0525(3) 0.5201(3) 0.6564(2) 0.0282(6) Uani 1 1 d . . . H9A H 0.0050 0.5820 0.6532 0.042 Uiso 1 1 d R . . H9B H 0.0990 0.5182 0.6029 0.042 Uiso 1 1 d R . . H9C H -0.0028 0.4627 0.6522 0.042 Uiso 1 1 d R . . O10 O 0.1912(8) 0.2511(7) 0.3334(7) 0.130(3) Uani 1 1 d . . . H10A H 0.1239 0.2534 0.3669 0.196 Uiso 1 1 calc R . . C1 C 0.2996(4) 0.7430(3) 0.7170(3) 0.0151(7) Uani 1 1 d . . . C2 C 0.1971(4) 0.7871(3) 0.7931(3) 0.0166(7) Uani 1 1 d . . . C3 C 0.4956(4) 0.4336(3) 1.0011(3) 0.0180(7) Uani 1 1 d . . . C4 C -0.0630(4) 0.5001(3) 0.9522(3) 0.0161(7) Uani 1 1 d . . . C5 C 0.3481(6) 0.3754(8) 0.2448(5) 0.069(2) Uani 1 1 d . . . H5A H 0.3667 0.4543 0.2287 0.103 Uiso 1 1 calc R . . H5B H 0.3267 0.3330 0.1767 0.103 Uiso 1 1 calc R . . H5C H 0.4295 0.3427 0.2895 0.103 Uiso 1 1 calc R . . C6 C 0.2292(4) 0.3697(4) 0.3046(3) 0.0258(8) Uani 1 1 d . . . H6A H 0.1484 0.4051 0.2597 0.031 Uiso 1 1 calc R . . H6B H 0.2511 0.4142 0.3723 0.031 Uiso 1 1 calc R . . OW1 O 0.0862(5) 0.6550(3) 0.4667(3) 0.0546(10) Uani 1 1 d . . . HW1A H 0.0918 0.7193 0.5003 0.082 Uiso 1 1 d R . . HW1B H 0.1634 0.6411 0.4439 0.082 Uiso 1 1 d R . . OW2 O 0.3274(7) 0.4927(4) 0.4921(4) 0.0719(15) Uani 1 1 d . . . HW2A H 0.2622 0.5202 0.5236 0.108 Uiso 1 1 d R . . HW2B H 0.3778 0.4473 0.5363 0.108 Uiso 1 1 d R . . OW3 O 0.0841(5) 0.2185(4) 0.0353(4) 0.0625(12) Uani 1 1 d . . . HW3A H 0.0216 0.2505 -0.0120 0.094 Uiso 1 1 d R . . HW3B H 0.1651 0.2341 0.0201 0.094 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 Dy1 0.01534(10) 0.00947(9) 0.01408(10) 0.00013(5) 0.00438(6) 0.00000(5) O1 0.0270(14) 0.0120(12) 0.0225(13) 0.0009(10) 0.0101(11) 0.0017(10) O2 0.0203(13) 0.0138(12) 0.0249(14) -0.0024(10) 0.0093(10) -0.0016(10) O3 0.0278(14) 0.0145(12) 0.0277(14) 0.0027(10) 0.0142(12) 0.0007(11) O4 0.0372(16) 0.0131(12) 0.0277(15) 0.0009(10) 0.0184(12) -0.0023(11) O5 0.0223(14) 0.0195(13) 0.0351(16) -0.0063(11) -0.0050(12) 0.0005(11) O6 0.0231(14) 0.0183(13) 0.0275(15) 0.0033(11) -0.0007(11) -0.0011(11) O7 0.0191(13) 0.0274(14) 0.0141(12) 0.0021(10) 0.0045(10) 0.0041(10) O8 0.0185(13) 0.0345(16) 0.0182(13) 0.0015(11) 0.0053(11) -0.0028(11) O9 0.0314(16) 0.0323(16) 0.0204(14) 0.0021(12) 0.0026(12) -0.0018(13) O10 0.138(6) 0.097(6) 0.153(8) 0.031(5) 0.016(5) -0.013(5) C1 0.0152(16) 0.0155(16) 0.0138(16) 0.0010(12) 0.0000(13) 0.0006(13) C2 0.0188(17) 0.0139(16) 0.0176(17) 0.0002(13) 0.0041(13) 0.0011(13) C3 0.0169(17) 0.0176(18) 0.0206(18) -0.0020(13) 0.0065(14) -0.0018(13) C4 0.0173(17) 0.0129(15) 0.0178(17) -0.0006(12) 0.0020(14) 0.0018(13) C5 0.043(3) 0.119(6) 0.048(4) 0.020(4) 0.018(3) 0.024(4) C6 0.0206(19) 0.034(2) 0.0226(19) 0.0063(16) 0.0036(15) 0.0088(16) OW1 0.078(3) 0.0325(19) 0.055(2) -0.0102(17) 0.017(2) -0.0023(19) OW2 0.097(4) 0.077(3) 0.043(3) -0.011(2) 0.012(3) -0.025(3) OW3 0.084(3) 0.054(3) 0.056(3) 0.012(2) 0.033(2) 0.012(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Dy1 O1 2.385(3) . ? Dy1 O2 2.387(3) . ? Dy1 O8 2.390(3) . ? Dy1 O6 2.428(3) . ? Dy1 O3 2.436(3) . ? Dy1 O4 2.437(3) . ? Dy1 O7 2.448(3) . ? Dy1 O9 2.450(3) . ? Dy1 O5 2.467(3) . ? O1 C1 1.244(4) . ? O2 C1 1.258(4) 2_546 ? O3 C2 1.253(4) . ? O4 C2 1.252(4) 2_546 ? O5 C3 1.250(4) . ? O6 C3 1.248(4) 3_667 ? O7 C4 1.253(5) . ? O8 C4 1.244(5) 3_567 ? O9 H9A 0.8500 . ? O9 H9B 0.8501 . ? O9 H9C 0.8500 . ? O10 C6 1.482(8) . ? O10 H10A 0.8200 . ? C1 O2 1.258(4) 2_556 ? C1 C2 1.547(5) . ? C2 O4 1.252(4) 2_556 ? C3 O6 1.248(4) 3_667 ? C3 C3 1.546(7) 3_667 ? C4 O8 1.244(5) 3_567 ? C4 C4 1.545(7) 3_567 ? C5 C6 1.455(7) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1A 0.8500 . ? OW1 HW1B 0.8500 . ? OW2 HW2A 0.8499 . ? OW2 HW2B 0.8501 . ? OW3 HW3A 0.8501 . ? OW3 HW3B 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Dy1 O2 135.58(9) . . ? O1 Dy1 O8 138.58(9) . . ? O2 Dy1 O8 85.38(9) . . ? O1 Dy1 O6 70.74(10) . . ? O2 Dy1 O6 135.15(9) . . ? O8 Dy1 O6 74.16(10) . . ? O1 Dy1 O3 67.36(9) . . ? O2 Dy1 O3 143.36(9) . . ? O8 Dy1 O3 82.18(9) . . ? O6 Dy1 O3 73.40(10) . . ? O1 Dy1 O4 71.70(9) . . ? O2 Dy1 O4 67.35(9) . . ? O8 Dy1 O4 139.03(10) . . ? O6 Dy1 O4 103.63(10) . . ? O3 Dy1 O4 137.48(9) . . ? O1 Dy1 O7 124.47(9) . . ? O2 Dy1 O7 70.98(9) . . ? O8 Dy1 O7 66.59(10) . . ? O6 Dy1 O7 130.46(9) . . ? O3 Dy1 O7 72.44(9) . . ? O4 Dy1 O7 125.78(10) . . ? O1 Dy1 O9 70.96(10) . . ? O2 Dy1 O9 81.81(10) . . ? O8 Dy1 O9 133.52(10) . . ? O6 Dy1 O9 140.15(10) . . ? O3 Dy1 O9 82.18(10) . . ? O4 Dy1 O9 74.07(11) . . ? O7 Dy1 O9 66.99(10) . . ? O1 Dy1 O5 111.56(10) . . ? O2 Dy1 O5 69.73(9) . . ? O8 Dy1 O5 71.92(10) . . ? O6 Dy1 O5 66.11(10) . . ? O3 Dy1 O5 136.33(10) . . ? O4 Dy1 O5 70.21(10) . . ? O7 Dy1 O5 123.97(10) . . ? O9 Dy1 O5 140.65(10) . . ? C1 O1 Dy1 119.4(2) . . ? C1 O2 Dy1 119.0(2) 2_546 . ? C2 O3 Dy1 117.9(2) . . ? C2 O4 Dy1 118.0(2) 2_546 . ? C3 O5 Dy1 119.1(2) . . ? C3 O6 Dy1 120.2(2) 3_667 . ? C4 O7 Dy1 119.2(2) . . ? C4 O8 Dy1 120.8(2) 3_567 . ? Dy1 O9 H9A 109.4 . . ? Dy1 O9 H9B 109.5 . . ? H9A O9 H9B 109.5 . . ? Dy1 O9 H9C 109.5 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O1 C1 O2 126.3(3) . 2_556 ? O1 C1 C2 117.0(3) . . ? O2 C1 C2 116.7(3) 2_556 . ? O4 C2 O3 126.8(3) 2_556 . ? O4 C2 C1 116.7(3) 2_556 . ? O3 C2 C1 116.6(3) . . ? O6 C3 O5 126.5(4) 3_667 . ? O6 C3 C3 117.0(4) 3_667 3_667 ? O5 C3 C3 116.4(4) . 3_667 ? O8 C4 O7 127.1(4) 3_567 . ? O8 C4 C4 117.1(4) 3_567 3_567 ? O7 C4 C4 115.7(4) . 3_567 ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C5 C6 O10 113.9(6) . . ? C5 C6 H6A 108.8 . . ? O10 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? O10 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? HW1A OW1 HW1B 109.5 . . ? HW2A OW2 HW2B 109.5 . . ? HW3A OW3 HW3B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.747 _refine_diff_density_min -1.655 _refine_diff_density_rms 0.177 data_9 _database_code_depnum_ccdc_archive 'CCDC 860926' #================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H15 Ho O13' _chemical_formula_weight 460.11 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' Ho Ho -0.2175 4.6783 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6205(19) _cell_length_b 11.564(2) _cell_length_c 12.229(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.04(3) _cell_angle_gamma 90.00 _cell_volume 1343.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12912 _cell_measurement_theta_min 3.07 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour nude _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 5.954 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3975 _exptl_absorpt_correction_T_max 0.6016 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12912 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3071 _reflns_number_gt 2670 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0331P)^2^+3.2584P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3071 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0698 _refine_ls_wR_factor_gt 0.0669 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.015 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ho1 Ho 0.21502(2) 0.487619(15) 0.832850(15) 0.01342(8) Uani 1 1 d . . . O1 O 0.3113(4) 0.3646(2) 0.7075(3) 0.0200(7) Uani 1 1 d . . . O2 O 0.1356(4) 0.6821(3) 0.8293(3) 0.0198(7) Uani 1 1 d . . . O3 O 0.3970(4) 0.6122(3) 0.9373(3) 0.0277(8) Uani 1 1 d . . . O4 O 0.4122(4) 0.3821(3) 0.9329(3) 0.0255(8) Uani 1 1 d . . . O5 O 0.3213(4) 0.6066(3) 0.7045(3) 0.0252(8) Uani 1 1 d . . . O6 O 0.1382(4) 0.2892(3) 0.8437(3) 0.0227(7) Uani 1 1 d . . . O7 O 0.1821(4) 0.4887(3) 1.0221(3) 0.0242(7) Uani 1 1 d . . . O8 O -0.0326(4) 0.4907(3) 0.8565(3) 0.0209(7) Uani 1 1 d . . . O9 O 0.0539(4) 0.4807(3) 0.6574(3) 0.0292(8) Uani 1 1 d . . . H9A H 0.0061 0.4186 0.6536 0.044 Uiso 1 1 d R . . H9B H -0.0013 0.5385 0.6532 0.044 Uiso 1 1 d R . . H9C H 0.1010 0.4830 0.6041 0.044 Uiso 1 1 d R . . O10 O -0.1891(11) 0.2508(8) 0.6663(8) 0.144(4) Uani 1 1 d . . . H10A H -0.1216 0.2536 0.6329 0.216 Uiso 1 1 calc R . . C1 C 0.2990(5) 0.2571(3) 0.7170(4) 0.0157(9) Uani 1 1 d . . . C2 C 0.4958(5) 0.5662(4) 1.0014(4) 0.0193(9) Uani 1 1 d . . . C3 C 0.3033(5) 0.7140(3) 0.7077(4) 0.0160(9) Uani 1 1 d . . . C4 C -0.0627(5) 0.5001(3) 0.9523(4) 0.0165(9) Uani 1 1 d . . . C5 C -0.3464(9) 0.3758(9) 0.7537(6) 0.073(3) Uani 1 1 d . . . H5B H -0.3646 0.4551 0.7698 0.110 Uiso 1 1 calc R . . H5C H -0.3255 0.3332 0.8217 0.110 Uiso 1 1 calc R . . H5D H -0.4278 0.3431 0.7090 0.110 Uiso 1 1 calc R . . C6 C -0.2284(5) 0.3696(5) 0.6950(4) 0.0262(11) Uani 1 1 d . . . H6A H -0.1478 0.4054 0.7400 0.031 Uiso 1 1 calc R . . H6B H -0.2501 0.4142 0.6274 0.031 Uiso 1 1 calc R . . OW1 O 0.3248(8) 0.5059(4) 0.4936(5) 0.079(2) Uani 1 1 d . . . HW1B H 0.3009 0.5525 0.5411 0.119 Uiso 1 1 d R . . HW1C H 0.4088 0.5202 0.4843 0.119 Uiso 1 1 d R . . OW2 O 0.0829(7) 0.7811(4) 1.0322(4) 0.0681(16) Uani 1 1 d . . . HW2A H 0.0434 0.8101 1.0833 0.102 Uiso 1 1 d R . . HW2B H 0.1602 0.7498 1.0603 0.102 Uiso 1 1 d R . . OW3 O -0.0869(6) 0.6539(4) 0.5330(4) 0.0568(13) Uani 1 1 d . . . HW3B H -0.1701 0.6562 0.5481 0.085 Uiso 1 1 d R . . HW3C H -0.0594 0.7221 0.5219 0.085 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 Ho1 0.01601(12) 0.00995(11) 0.01512(11) -0.00017(7) 0.00501(7) 0.00003(7) O1 0.0288(19) 0.0116(14) 0.0221(16) -0.0004(12) 0.0119(14) -0.0021(12) O2 0.0189(18) 0.0160(14) 0.0264(17) 0.0029(13) 0.0095(14) 0.0014(12) O3 0.0218(19) 0.0200(16) 0.038(2) 0.0049(14) -0.0042(16) -0.0001(13) O4 0.026(2) 0.0206(16) 0.0291(18) -0.0024(14) 0.0008(15) 0.0029(13) O5 0.037(2) 0.0107(14) 0.0317(18) -0.0002(13) 0.0182(16) 0.0018(13) O6 0.029(2) 0.0153(14) 0.0281(17) -0.0039(13) 0.0179(15) -0.0012(13) O7 0.0200(17) 0.0350(18) 0.0186(16) -0.0020(13) 0.0066(13) 0.0024(14) O8 0.0214(17) 0.0276(16) 0.0148(14) -0.0031(12) 0.0058(13) -0.0048(13) O9 0.033(2) 0.0337(18) 0.0210(16) -0.0044(14) 0.0032(15) 0.0020(15) O10 0.154(9) 0.104(7) 0.175(9) -0.024(6) 0.032(7) 0.011(6) C1 0.016(2) 0.0147(19) 0.015(2) -0.0024(16) 0.0003(17) 0.0026(16) C2 0.020(2) 0.017(2) 0.022(2) -0.0038(17) 0.0056(18) -0.0004(17) C3 0.018(2) 0.0139(19) 0.017(2) -0.0018(16) 0.0045(17) -0.0004(16) C4 0.020(2) 0.0098(17) 0.020(2) -0.0013(16) 0.0037(18) -0.0004(15) C5 0.051(5) 0.121(7) 0.052(4) -0.025(5) 0.018(4) -0.024(5) C6 0.018(3) 0.038(3) 0.024(2) -0.006(2) 0.005(2) -0.008(2) OW1 0.112(6) 0.078(4) 0.048(3) 0.007(3) 0.015(3) 0.035(3) OW2 0.092(5) 0.057(3) 0.064(3) -0.007(3) 0.039(3) -0.007(3) OW3 0.075(4) 0.032(2) 0.066(3) 0.011(2) 0.020(3) 0.006(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ho1 O2 2.374(3) . ? Ho1 O1 2.382(3) . ? Ho1 O7 2.384(3) . ? Ho1 O4 2.420(3) . ? Ho1 O6 2.421(3) . ? Ho1 O5 2.430(3) . ? Ho1 O9 2.443(4) . ? Ho1 O8 2.445(4) . ? Ho1 O3 2.464(3) . ? O1 C1 1.255(5) . ? O2 C1 1.257(5) 2_556 ? O3 C2 1.251(5) . ? O4 C2 1.250(5) 3_667 ? O5 C3 1.256(5) . ? O6 C3 1.257(5) 2_546 ? O7 C4 1.244(6) 3_567 ? O8 C4 1.256(6) . ? O9 H9A 0.8500 . ? O9 H9B 0.8500 . ? O9 H9C 0.8500 . ? O10 C6 1.482(10) . ? O10 H10A 0.8200 . ? C1 O2 1.257(5) 2_546 ? C1 C3 1.533(6) 2_546 ? C2 O4 1.250(5) 3_667 ? C2 C2 1.533(8) 3_667 ? C3 O6 1.257(5) 2_556 ? C3 C1 1.533(6) 2_556 ? C4 O7 1.244(6) 3_567 ? C4 C4 1.541(9) 3_567 ? C5 C6 1.437(9) . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C5 H5D 0.9600 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? OW1 HW1B 0.8500 . ? OW1 HW1C 0.8500 . ? OW2 HW2A 0.8498 . ? OW2 HW2B 0.8499 . ? OW3 HW3B 0.8500 . ? OW3 HW3C 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Ho1 O1 135.28(11) . . ? O2 Ho1 O7 85.49(11) . . ? O1 Ho1 O7 138.74(11) . . ? O2 Ho1 O4 135.36(11) . . ? O1 Ho1 O4 70.80(12) . . ? O7 Ho1 O4 74.04(12) . . ? O2 Ho1 O6 143.05(12) . . ? O1 Ho1 O6 67.80(11) . . ? O7 Ho1 O6 82.15(11) . . ? O4 Ho1 O6 73.51(12) . . ? O2 Ho1 O5 67.58(11) . . ? O1 Ho1 O5 71.16(11) . . ? O7 Ho1 O5 139.22(11) . . ? O4 Ho1 O5 103.63(13) . . ? O6 Ho1 O5 137.32(11) . . ? O2 Ho1 O9 81.77(11) . . ? O1 Ho1 O9 70.89(12) . . ? O7 Ho1 O9 133.63(13) . . ? O4 Ho1 O9 140.04(11) . . ? O6 Ho1 O9 81.97(12) . . ? O5 Ho1 O9 74.01(13) . . ? O2 Ho1 O8 70.82(11) . . ? O1 Ho1 O8 124.69(11) . . ? O7 Ho1 O8 66.73(12) . . ? O4 Ho1 O8 130.46(12) . . ? O6 Ho1 O8 72.30(11) . . ? O5 Ho1 O8 125.79(11) . . ? O9 Ho1 O8 66.96(12) . . ? O2 Ho1 O3 69.88(11) . . ? O1 Ho1 O3 111.48(12) . . ? O7 Ho1 O3 71.68(12) . . ? O4 Ho1 O3 66.15(11) . . ? O6 Ho1 O3 136.38(11) . . ? O5 Ho1 O3 70.54(12) . . ? O9 Ho1 O3 140.86(12) . . ? O8 Ho1 O3 123.82(12) . . ? C1 O1 Ho1 118.7(3) . . ? C1 O2 Ho1 118.7(3) 2_556 . ? C2 O3 Ho1 118.9(3) . . ? C2 O4 Ho1 120.2(3) 3_667 . ? C3 O5 Ho1 117.7(3) . . ? C3 O6 Ho1 117.6(3) 2_546 . ? C4 O7 Ho1 120.9(3) 3_567 . ? C4 O8 Ho1 118.9(3) . . ? Ho1 O9 H9A 109.8 . . ? Ho1 O9 H9B 109.3 . . ? H9A O9 H9B 109.5 . . ? Ho1 O9 H9C 109.3 . . ? H9A O9 H9C 109.5 . . ? H9B O9 H9C 109.5 . . ? C6 O10 H10A 109.5 . . ? O1 C1 O2 125.5(4) . 2_546 ? O1 C1 C3 117.1(4) . 2_546 ? O2 C1 C3 117.4(4) 2_546 2_546 ? O4 C2 O3 126.2(4) 3_667 . ? O4 C2 C2 117.2(5) 3_667 3_667 ? O3 C2 C2 116.6(5) . 3_667 ? O5 C3 O6 126.4(4) . 2_556 ? O5 C3 C1 116.5(4) . 2_556 ? O6 C3 C1 117.1(4) 2_556 2_556 ? O7 C4 O8 127.0(4) 3_567 . ? O7 C4 C4 117.0(5) 3_567 3_567 ? O8 C4 C4 116.0(5) . 3_567 ? C6 C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C6 C5 H5D 109.5 . . ? H5B C5 H5D 109.5 . . ? H5C C5 H5D 109.5 . . ? C5 C6 O10 114.6(7) . . ? C5 C6 H6A 108.6 . . ? O10 C6 H6A 108.6 . . ? C5 C6 H6B 108.6 . . ? O10 C6 H6B 108.6 . . ? H6A C6 H6B 107.6 . . ? HW1B OW1 HW1C 109.5 . . ? HW2A OW2 HW2B 109.5 . . ? HW3B OW3 HW3C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.869 _refine_diff_density_min -1.518 _refine_diff_density_rms 0.178