# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 La2 N O19' _chemical_formula_weight 830.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 6.8098(14) _cell_length_b 31.143(6) _cell_length_c 13.070(4) _cell_angle_alpha 90.00 _cell_angle_beta 120.24(2) _cell_angle_gamma 90.00 _cell_volume 2394.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4131 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 25.01 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1596 _exptl_absorpt_coefficient_mu 3.617 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.418 _exptl_absorpt_correction_T_max 0.485 _exptl_absorpt_process_details SADABS _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18027 _diffrn_reflns_av_R_equivalents 0.1499 _diffrn_reflns_av_sigmaI/netI 0.1320 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4131 _reflns_number_gt 3074 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1629P)^2^+9.2139P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4131 _refine_ls_number_parameters 364 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1349 _refine_ls_R_factor_gt 0.1078 _refine_ls_wR_factor_ref 0.2906 _refine_ls_wR_factor_gt 0.2664 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.30223(17) 0.58438(3) 0.54681(9) 0.0401(4) Uani 1 1 d . . . La2 La -0.07965(19) 0.74747(3) 0.70589(10) 0.0414(4) Uani 1 1 d . . . C6 C 0.070(3) 0.5669(6) 0.2845(14) 0.042(4) Uani 1 1 d . . . O6 O 0.063(2) 0.6031(4) 0.3200(11) 0.054(3) Uani 1 1 d . . . C8 C -0.154(3) 0.5868(5) 0.0713(15) 0.046(4) Uani 1 1 d . . . H8 H -0.1263 0.6155 0.0939 0.056 Uiso 1 1 calc R . . O9 O 0.541(3) 0.6000(5) 0.7549(14) 0.070(4) Uani 1 1 d . . . O1 O 0.167(2) 0.7232(4) 0.9241(13) 0.054(3) Uani 1 1 d . . . O5 O -0.349(3) 0.7138(5) 0.4965(14) 0.068(4) Uani 1 1 d . . . O3 O -0.026(2) 0.6662(4) 0.7180(13) 0.055(3) Uani 1 1 d . . . C11 C -0.323(3) 0.5338(6) -0.0797(17) 0.043(4) Uani 1 1 d . . . H11 H -0.4026 0.5269 -0.1599 0.052 Uiso 1 1 calc R . . C3 C 0.371(3) 0.7344(6) 0.9828(19) 0.051(5) Uani 1 1 d . . . N1 N -0.396(3) 0.3691(6) -0.0956(16) 0.060(4) Uani 1 1 d . . . H1 H -0.4313 0.3426 -0.1152 0.073 Uiso 1 1 calc R . . O7 O -0.099(2) 0.5515(5) 0.4510(14) 0.063(4) Uani 1 1 d . . . O8 O 0.209(3) 0.5377(4) 0.3595(12) 0.058(4) Uani 1 1 d . . . O15 O -0.483(2) 0.7825(4) 0.5791(12) 0.056(3) Uani 1 1 d . . . C18 C -0.211(3) 0.4207(6) 0.0495(17) 0.050(4) Uani 1 1 d . . . H18 H -0.1141 0.4271 0.1291 0.060 Uiso 1 1 calc R . . O2 O 0.225(3) 0.6632(5) 0.5412(13) 0.067(4) Uani 1 1 d . . . O12 O 0.279(2) 0.5103(4) 0.6147(12) 0.058(3) Uani 1 1 d . . . O16 O -0.349(2) 0.7206(5) 0.7709(14) 0.061(4) Uani 1 1 d . . . H16A H -0.4536 0.7391 0.7531 0.091 Uiso 1 1 d R . . H16B H -0.2767 0.7168 0.8455 0.091 Uiso 1 1 d R . . O11 O 0.690(3) 0.5466(5) 0.6181(16) 0.068(4) Uani 1 1 d . . . H11A H 0.7973 0.5644 0.6567 0.102 Uiso 1 1 d R . . H11B H 0.6964 0.5374 0.5583 0.102 Uiso 1 1 d R . . O4 O 0.063(3) 0.6097(5) 0.6414(17) 0.072(4) Uani 1 1 d . . . C5 C -0.108(4) 0.5113(7) 0.454(2) 0.063(6) Uani 1 1 d . . . O14 O -0.037(2) 0.8006(4) 0.5700(11) 0.060(3) Uani 1 1 d D . . H14A H 0.0549 0.7873 0.5550 0.089 Uiso 1 1 d RD . . H14B H -0.0585 0.8255 0.5398 0.089 Uiso 1 1 d RD . . O10 O 0.649(2) 0.6492(4) 0.8934(11) 0.063(4) Uani 1 1 d . . . C9 C 0.631(3) 0.6109(6) 0.8588(15) 0.048(4) Uani 1 1 d . . . C4 C -0.546(3) 0.7285(6) 0.4348(16) 0.048(4) Uani 1 1 d . . . O13 O 0.544(3) 0.6229(5) 0.4676(17) 0.078(5) Uani 1 1 d . . . H13A H 0.6571 0.6058 0.4725 0.116 Uiso 1 1 d R . . H13B H 0.6127 0.6472 0.5094 0.116 Uiso 1 1 d R . . O17 O 0.314(2) 0.7838(5) 0.8315(13) 0.060(4) Uani 1 1 d . . . C12 C -0.248(3) 0.5000(5) 0.0049(17) 0.044(4) Uani 1 1 d . . . O18 O 0.173(3) 0.7183(5) 0.6334(15) 0.063(4) Uani 1 1 d . . . C14 C -0.296(3) 0.4545(5) -0.0331(15) 0.042(4) Uani 1 1 d . . . C17 C -0.267(4) 0.3784(6) 0.016(2) 0.056(5) Uani 1 1 d . . . H17 H -0.2133 0.3568 0.0730 0.068 Uiso 1 1 calc R . . C1 C 0.058(3) 0.6490(6) 0.665(2) 0.053(5) Uani 1 1 d . . . C7 C -0.064(3) 0.5547(6) 0.1574(16) 0.042(4) Uani 1 1 d . . . C16 C -0.480(4) 0.3998(7) -0.185(2) 0.061(5) Uani 1 1 d . . . H16 H -0.5699 0.3920 -0.2636 0.073 Uiso 1 1 calc R . . C10 C -0.282(3) 0.5764(5) -0.0469(16) 0.043(4) Uani 1 1 d . . . C13 C -0.113(3) 0.5129(5) 0.1245(14) 0.041(4) Uani 1 1 d . . . H13 H -0.0558 0.4919 0.1830 0.049 Uiso 1 1 calc R . . O19 O -0.151(3) 0.8107(7) 0.8123(17) 0.097(6) Uani 1 1 d . . . H19A H -0.1772 0.8358 0.7720 0.145 Uiso 1 1 d R . . H19B H -0.0303 0.8152 0.8857 0.145 Uiso 1 1 d R . . C2 C 0.164(3) 0.6791(6) 0.6081(18) 0.052(4) Uani 1 1 d . . . C15 C -0.427(4) 0.4418(6) -0.1532(18) 0.052(5) Uani 1 1 d . . . H15 H -0.4786 0.4626 -0.2121 0.063 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.0443(6) 0.0302(6) 0.0299(6) -0.0010(3) 0.0069(5) -0.0006(4) La2 0.0381(6) 0.0345(6) 0.0336(6) -0.0010(4) 0.0046(5) 0.0010(4) C6 0.045(10) 0.046(10) 0.020(8) -0.012(7) 0.004(7) -0.021(8) O6 0.068(9) 0.043(7) 0.026(6) -0.006(5) 0.005(6) 0.000(6) C8 0.041(10) 0.063(12) 0.020(8) 0.010(7) 0.004(7) 0.010(8) O9 0.092(12) 0.041(8) 0.045(9) 0.000(6) 0.013(8) 0.003(7) O1 0.039(7) 0.046(7) 0.051(8) 0.006(6) 0.004(6) 0.000(5) O5 0.054(9) 0.062(9) 0.053(9) -0.015(7) 0.001(7) 0.013(7) O3 0.061(9) 0.046(8) 0.051(8) 0.002(6) 0.022(7) 0.013(6) C11 0.040(10) 0.044(9) 0.040(10) -0.014(7) 0.017(8) -0.015(7) C3 0.044(11) 0.040(10) 0.057(13) -0.019(9) 0.017(10) -0.012(8) N1 0.062(11) 0.047(9) 0.048(11) -0.003(8) 0.010(9) -0.003(8) O7 0.041(8) 0.065(9) 0.064(10) -0.003(7) 0.013(7) -0.010(6) O8 0.068(9) 0.040(7) 0.044(8) 0.014(5) 0.012(7) 0.020(6) O15 0.050(8) 0.055(8) 0.039(7) -0.003(6) 0.005(6) 0.000(6) C18 0.048(11) 0.050(11) 0.034(10) -0.002(7) 0.006(8) 0.000(8) O2 0.102(13) 0.044(8) 0.053(10) 0.005(6) 0.039(9) 0.011(8) O12 0.058(8) 0.035(7) 0.054(9) -0.007(6) 0.008(7) -0.014(6) O16 0.048(8) 0.059(9) 0.064(10) 0.009(7) 0.019(7) 0.001(6) O11 0.048(9) 0.063(10) 0.087(12) -0.002(8) 0.029(8) 0.003(7) O4 0.077(11) 0.044(8) 0.099(13) -0.010(8) 0.047(10) -0.011(7) C5 0.082(16) 0.058(13) 0.057(14) -0.016(10) 0.040(12) -0.019(11) O14 0.054(8) 0.057(8) 0.053(9) -0.003(6) 0.016(7) -0.001(6) O10 0.085(11) 0.025(6) 0.051(9) -0.006(5) 0.014(8) -0.010(6) C9 0.051(11) 0.050(10) 0.022(9) 0.004(7) 0.002(8) 0.004(8) C4 0.026(9) 0.065(12) 0.028(9) 0.007(8) -0.004(7) 0.002(8) O13 0.071(11) 0.060(10) 0.100(14) -0.004(9) 0.041(10) -0.014(8) O17 0.044(8) 0.054(8) 0.060(10) 0.004(6) 0.009(7) -0.008(6) C12 0.045(10) 0.031(8) 0.041(10) 0.002(7) 0.012(8) 0.003(7) O18 0.060(9) 0.053(9) 0.087(12) 0.002(7) 0.045(9) -0.004(7) C14 0.042(10) 0.030(8) 0.037(10) 0.005(6) 0.008(8) 0.005(6) C17 0.068(13) 0.038(10) 0.052(12) 0.018(8) 0.023(11) 0.015(9) C1 0.038(10) 0.037(10) 0.071(14) -0.004(9) 0.016(10) 0.001(7) C7 0.037(9) 0.043(9) 0.036(10) 0.006(7) 0.012(8) 0.005(7) C16 0.076(15) 0.048(11) 0.048(12) 0.006(9) 0.024(11) 0.000(10) C10 0.047(10) 0.019(7) 0.050(11) 0.006(6) 0.016(9) -0.003(6) C13 0.046(10) 0.031(8) 0.027(8) 0.005(6) 0.005(7) -0.008(7) O19 0.069(11) 0.108(15) 0.064(12) -0.031(11) -0.003(9) 0.021(10) C2 0.048(11) 0.048(11) 0.042(11) 0.002(8) 0.009(9) -0.008(8) C15 0.064(13) 0.033(9) 0.048(12) 0.003(8) 0.020(10) -0.009(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O9 2.413(16) . ? La1 O2 2.503(14) . ? La1 O12 2.506(13) . ? La1 O7 2.576(14) . ? La1 O11 2.595(15) . ? La1 O4 2.615(16) . ? La1 O6 2.629(13) . ? La1 O8 2.635(14) . ? La1 O13 2.636(16) . ? La1 C6 3.015(16) . ? La2 O18 2.515(14) . ? La2 O16 2.524(14) . ? La2 O14 2.549(14) . ? La2 O3 2.551(13) . ? La2 O1 2.588(14) . ? La2 O17 2.593(14) . ? La2 O19 2.595(17) . ? La2 O15 2.626(14) . ? La2 O5 2.626(15) . ? C6 O6 1.23(2) . ? C6 O8 1.32(2) . ? C6 C7 1.49(2) . ? C8 C10 1.38(3) . ? C8 C7 1.40(2) . ? O9 C9 1.22(2) . ? O1 C3 1.25(2) . ? O5 C4 1.25(2) . ? O3 C1 1.23(2) . ? C11 C10 1.38(2) . ? C11 C12 1.42(3) . ? C3 O15 1.26(3) 4_676 ? C3 C4 1.55(3) 4_676 ? N1 C17 1.30(3) . ? N1 C16 1.39(3) . ? O7 C5 1.25(3) . ? O15 C3 1.26(3) 4_475 ? C18 C17 1.38(3) . ? C18 C14 1.41(2) . ? O2 C2 1.24(2) . ? O12 C5 1.25(3) 3_566 ? O4 C1 1.26(2) . ? C5 O12 1.25(3) 3_566 ? C5 C5 1.53(5) 3_566 ? O10 C9 1.26(2) . ? C9 C10 1.51(2) 1_656 ? C4 O17 1.26(2) 4_475 ? C4 C3 1.55(3) 4_475 ? O17 C4 1.26(2) 4_676 ? C12 C13 1.41(3) . ? C12 C14 1.48(2) . ? O18 C2 1.26(2) . ? C14 C15 1.42(3) . ? C1 C2 1.58(3) . ? C7 C13 1.36(2) . ? C16 C15 1.36(3) . ? C10 C9 1.51(2) 1_454 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O9 La1 O2 81.2(5) . . ? O9 La1 O12 85.0(5) . . ? O2 La1 O12 149.7(5) . . ? O9 La1 O7 125.2(6) . . ? O2 La1 O7 102.7(6) . . ? O12 La1 O7 64.3(5) . . ? O9 La1 O11 72.6(6) . . ? O2 La1 O11 128.0(6) . . ? O12 La1 O11 71.9(5) . . ? O7 La1 O11 129.1(5) . . ? O9 La1 O4 68.5(6) . . ? O2 La1 O4 63.0(5) . . ? O12 La1 O4 86.9(5) . . ? O7 La1 O4 65.7(5) . . ? O11 La1 O4 136.9(6) . . ? O9 La1 O6 155.4(5) . . ? O2 La1 O6 75.4(4) . . ? O12 La1 O6 119.3(4) . . ? O7 La1 O6 68.7(5) . . ? O11 La1 O6 116.4(5) . . ? O4 La1 O6 106.7(5) . . ? O9 La1 O8 150.3(5) . . ? O2 La1 O8 124.4(4) . . ? O12 La1 O8 78.0(4) . . ? O7 La1 O8 68.2(5) . . ? O11 La1 O8 79.0(5) . . ? O4 La1 O8 133.6(5) . . ? O6 La1 O8 49.6(4) . . ? O9 La1 O13 98.7(6) . . ? O2 La1 O13 72.9(5) . . ? O12 La1 O13 136.2(5) . . ? O7 La1 O13 135.2(5) . . ? O11 La1 O13 68.0(6) . . ? O4 La1 O13 135.2(5) . . ? O6 La1 O13 67.1(5) . . ? O8 La1 O13 78.0(5) . . ? O9 La1 C6 171.1(6) . . ? O2 La1 C6 99.3(5) . . ? O12 La1 C6 98.4(4) . . ? O7 La1 C6 63.5(5) . . ? O11 La1 C6 100.5(6) . . ? O4 La1 C6 119.8(6) . . ? O6 La1 C6 23.9(5) . . ? O8 La1 C6 25.9(4) . . ? O13 La1 C6 73.1(5) . . ? O18 La2 O16 139.4(5) . . ? O18 La2 O14 68.4(4) . . ? O16 La2 O14 143.9(4) . . ? O18 La2 O3 64.0(5) . . ? O16 La2 O3 75.9(5) . . ? O14 La2 O3 128.6(4) . . ? O18 La2 O1 97.0(5) . . ? O16 La2 O1 73.2(5) . . ? O14 La2 O1 136.0(4) . . ? O3 La2 O1 69.4(5) . . ? O18 La2 O17 73.2(5) . . ? O16 La2 O17 128.8(5) . . ? O14 La2 O17 73.3(4) . . ? O3 La2 O17 108.9(5) . . ? O1 La2 O17 62.6(4) . . ? O18 La2 O19 145.6(6) . . ? O16 La2 O19 72.9(7) . . ? O14 La2 O19 90.0(6) . . ? O3 La2 O19 141.2(6) . . ? O1 La2 O19 79.9(6) . . ? O17 La2 O19 75.1(6) . . ? O18 La2 O15 127.5(5) . . ? O16 La2 O15 69.1(5) . . ? O14 La2 O15 75.0(4) . . ? O3 La2 O15 121.5(5) . . ? O1 La2 O15 135.1(5) . . ? O17 La2 O15 129.5(5) . . ? O19 La2 O15 66.6(5) . . ? O18 La2 O5 73.4(5) . . ? O16 La2 O5 88.5(5) . . ? O14 La2 O5 78.3(5) . . ? O3 La2 O5 70.8(5) . . ? O1 La2 O5 139.2(5) . . ? O17 La2 O5 142.2(5) . . ? O19 La2 O5 129.8(5) . . ? O15 La2 O5 63.2(4) . . ? O6 C6 O8 119.9(15) . . ? O6 C6 C7 122.6(17) . . ? O8 C6 C7 117.4(15) . . ? O6 C6 La1 60.2(9) . . ? O8 C6 La1 60.7(9) . . ? C7 C6 La1 173.0(12) . . ? C6 O6 La1 95.9(11) . . ? C10 C8 C7 120.5(15) . . ? C9 O9 La1 169.6(16) . . ? C3 O1 La2 119.8(13) . . ? C4 O5 La2 119.0(12) . . ? C1 O3 La2 119.4(13) . . ? C10 C11 C12 122.2(17) . . ? O1 C3 O15 124.6(19) . 4_676 ? O1 C3 C4 118.5(19) . 4_676 ? O15 C3 C4 116.9(16) 4_676 4_676 ? C17 N1 C16 123.0(18) . . ? C5 O7 La1 116.0(15) . . ? C6 O8 La1 93.3(10) . . ? C3 O15 La2 120.2(12) 4_475 . ? C17 C18 C14 122.1(18) . . ? C2 O2 La1 120.6(13) . . ? C5 O12 La1 116.4(14) 3_566 . ? C1 O4 La1 120.3(13) . . ? O12 C5 O7 124(2) 3_566 . ? O12 C5 C5 120(2) 3_566 3_566 ? O7 C5 C5 116(2) . 3_566 ? O9 C9 O10 124.4(17) . . ? O9 C9 C10 118.7(17) . 1_656 ? O10 C9 C10 116.9(15) . 1_656 ? O5 C4 O17 124.5(19) . 4_475 ? O5 C4 C3 120.0(17) . 4_475 ? O17 C4 C3 115.4(16) 4_475 4_475 ? C4 O17 La2 121.9(12) 4_676 . ? C13 C12 C11 115.3(15) . . ? C13 C12 C14 123.6(15) . . ? C11 C12 C14 121.0(17) . . ? C2 O18 La2 119.9(12) . . ? C18 C14 C15 115.4(16) . . ? C18 C14 C12 121.4(16) . . ? C15 C14 C12 123.2(15) . . ? N1 C17 C18 119.3(17) . . ? O3 C1 O4 130(2) . . ? O3 C1 C2 117.5(17) . . ? O4 C1 C2 112.8(18) . . ? C13 C7 C8 119.6(17) . . ? C13 C7 C6 120.8(15) . . ? C8 C7 C6 119.4(16) . . ? C15 C16 N1 118(2) . . ? C8 C10 C11 119.4(15) . . ? C8 C10 C9 120.9(14) . 1_454 ? C11 C10 C9 119.6(17) . 1_454 ? C7 C13 C12 122.7(15) . . ? O2 C2 O18 125.7(18) . . ? O2 C2 C1 119.1(18) . . ? O18 C2 C1 115.2(18) . . ? C16 C15 C14 121.6(18) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 7.427 _refine_diff_density_min -1.917 _refine_diff_density_rms 0.350 _database_code_depnum_ccdc_archive 'CCDC 957777' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 N O19 Pr2' _chemical_formula_weight 834.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/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 6.7147(13) _cell_length_b 30.942(6) _cell_length_c 12.909(4) _cell_angle_alpha 90.00 _cell_angle_beta 120.14(2) _cell_angle_gamma 90.00 _cell_volume 2319.4(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5336 _cell_measurement_theta_min 3.11 _cell_measurement_theta_max 27.55 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.389 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1612 _exptl_absorpt_coefficient_mu 4.252 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.375 _exptl_absorpt_correction_T_max 0.427 _exptl_absorpt_process_details SADABS _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22648 _diffrn_reflns_av_R_equivalents 0.0914 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 27.55 _reflns_number_total 5336 _reflns_number_gt 4772 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0295P)^2^+5.4153P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5336 _refine_ls_number_parameters 373 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0465 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.0942 _refine_ls_wR_factor_gt 0.0909 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group H1 H 0.957(12) -0.159(3) 1.124(7) 0.05(2) Uiso 1 1 d . . . C11 C 0.7671(10) -0.12163(19) 0.9821(5) 0.0313(13) Uani 1 1 d . . . H11 H 0.7115 -0.1433 0.9244 0.038 Uiso 1 1 calc R . . N1 N 0.8997(9) -0.13202(17) 1.0974(5) 0.0327(11) Uani 1 1 d . . . C12 C 0.9832(10) -0.10120(19) 1.1837(6) 0.0322(13) Uani 1 1 d . . . H12 H 1.0761 -0.1090 1.2636 0.039 Uiso 1 1 calc R . . Pr1 Pr 0.58082(4) 0.246939(9) 0.29897(2) 0.01663(9) Uani 1 1 d . . . Pr2 Pr 0.20161(4) 0.084206(9) 0.45416(2) 0.01734(9) Uani 1 1 d . . . O1 O 0.4402(6) 0.10416(12) 0.6784(3) 0.0268(8) Uani 1 1 d . . . O2 O 0.2869(6) 0.03872(13) 0.6371(3) 0.0286(9) Uani 1 1 d . . . O3 O 0.8495(8) 0.15021(13) 1.1103(3) 0.0354(10) Uani 1 1 d . . . O4 O 0.9528(8) 0.10045(14) 1.2489(3) 0.0371(10) Uani 1 1 d . . . O5 O 0.2726(8) 0.16264(13) 0.4611(4) 0.0340(9) Uani 1 1 d . . . O6 O 0.4388(8) 0.10859(14) 0.3588(4) 0.0409(11) Uani 1 1 d . . . O7 O 0.5329(7) 0.16617(13) 0.2870(4) 0.0302(9) Uani 1 1 d . . . O8 O 0.3290(6) 0.21815(12) 0.3696(4) 0.0275(8) Uani 1 1 d . . . O9 O 0.3347(6) 0.22336(13) 0.0827(3) 0.0256(8) Uani 1 1 d . . . O10 O 0.1887(6) 0.28374(14) 0.1775(3) 0.0331(9) Uani 1 1 d . . . O11 O -0.1526(6) 0.28603(13) 0.0068(3) 0.0310(9) Uani 1 1 d . . . O12 O -0.0200(6) 0.21885(12) -0.0772(3) 0.0233(8) Uani 1 1 d . . . O13 O 0.6019(6) 0.05207(13) 0.5523(4) 0.0311(9) Uani 1 1 d . . . O14 O 0.2198(7) 0.01148(13) 0.3844(3) 0.0318(9) Uani 1 1 d . . . O15 O -0.1785(7) 0.04687(14) 0.3865(4) 0.0400(11) Uani 1 1 d D . . H15A H -0.3053 0.0604 0.3591 0.060 Uiso 1 1 d RD . . H15B H -0.2127 0.0203 0.3823 0.060 Uiso 1 1 d RD . . O16 O -0.0446(7) 0.12179(16) 0.5279(4) 0.0437(11) Uani 1 1 d D . . H16A H -0.0827 0.1305 0.4577 0.066 Uiso 1 1 d RD . . H16B H -0.0278 0.1447 0.5678 0.066 Uiso 1 1 d RD . . O17 O 0.6542(8) 0.31109(15) 0.1950(4) 0.0473(12) Uani 1 1 d D . . H17A H 0.6452 0.2929 0.1436 0.071 Uiso 1 1 d RD . . H17B H 0.5241 0.3235 0.1625 0.071 Uiso 1 1 d RD . . O18 O 0.8428(6) 0.22039(14) 0.2335(4) 0.0305(9) Uani 1 1 d . . . H18A H 0.8869 0.2373 0.1970 0.037 Uiso 1 1 d R . . H18B H 0.8896 0.1944 0.2472 0.037 Uiso 1 1 d R . . O19 O 0.5399(7) 0.30001(14) 0.4323(4) 0.0307(9) Uani 1 1 d D . . C3 C 0.7430(8) -0.00006(17) 0.9960(4) 0.0182(9) Uani 1 1 d . . . C2 C 0.6092(9) 0.01209(17) 0.8758(5) 0.0221(10) Uani 1 1 d . . . H2 H 0.5493 -0.0093 0.8173 0.027 Uiso 1 1 calc R . . C1 C 0.5635(8) 0.05490(17) 0.8414(4) 0.0207(10) Uani 1 1 d . . . C6 C 0.6522(8) 0.08751(16) 0.9285(4) 0.0180(10) Uani 1 1 d . . . H6 H 0.6253 0.1164 0.9057 0.022 Uiso 1 1 calc R . . C5 C 0.7797(8) 0.07665(17) 1.0483(4) 0.0184(10) Uani 1 1 d . . . C4 C 0.8241(8) 0.03309(16) 1.0814(4) 0.0193(10) Uani 1 1 d . . . H4 H 0.9096 0.0260 1.1622 0.023 Uiso 1 1 calc R . . C8 C 0.4211(8) 0.06705(18) 0.7113(4) 0.0206(10) Uani 1 1 d . . . C7 C 0.8667(8) 0.11172(18) 1.1420(4) 0.0224(10) Uani 1 1 d . . . C14 C 0.4455(9) 0.14864(17) 0.3416(5) 0.0223(10) Uani 1 1 d . . . C15 C 0.3395(9) 0.17880(18) 0.3958(5) 0.0241(11) Uani 1 1 d . . . C16 C 0.1267(8) 0.23445(16) 0.0216(5) 0.0202(10) Uani 1 1 d . . . C17 C 0.0488(8) 0.27125(17) 0.0739(5) 0.0214(10) Uani 1 1 d . . . C18 C 0.3896(9) -0.01186(18) 0.4511(5) 0.0245(11) Uani 1 1 d . . . C9 C 0.7962(8) -0.04631(17) 1.0329(4) 0.0188(10) Uani 1 1 d . . . C10 C 0.7120(10) -0.07958(18) 0.9476(5) 0.0272(12) Uani 1 1 d . . . H10 H 0.6178 -0.0729 0.8670 0.033 Uiso 1 1 calc R . . C13 C 0.9305(9) -0.05813(18) 1.1534(5) 0.0259(11) Uani 1 1 d . . . H13 H 0.9842 -0.0371 1.2129 0.031 Uiso 1 1 calc R . . H19B H 0.622(14) 0.319(2) 0.485(6) 0.11(4) Uiso 1 1 d D . . H19A H 0.474(12) 0.286(2) 0.462(6) 0.06(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C11 0.033(3) 0.025(3) 0.034(3) -0.005(2) 0.016(3) -0.006(2) N1 0.034(3) 0.022(2) 0.041(3) 0.008(2) 0.018(2) 0.004(2) C12 0.036(3) 0.020(3) 0.036(3) 0.008(2) 0.014(3) 0.005(2) Pr1 0.01321(14) 0.01731(15) 0.01377(14) 0.00075(9) 0.00261(11) -0.00163(9) Pr2 0.02014(15) 0.01550(15) 0.01273(14) 0.00110(9) 0.00553(11) 0.00027(10) O1 0.036(2) 0.0184(19) 0.0171(18) 0.0030(15) 0.0064(16) -0.0004(16) O2 0.033(2) 0.027(2) 0.0166(19) 0.0005(15) 0.0061(16) -0.0081(17) O3 0.054(3) 0.021(2) 0.019(2) 0.0013(16) 0.0099(19) 0.0060(19) O4 0.058(3) 0.025(2) 0.0127(18) 0.0000(16) 0.0060(18) 0.000(2) O5 0.057(3) 0.024(2) 0.031(2) -0.0050(17) 0.030(2) -0.0090(19) O6 0.050(3) 0.022(2) 0.066(3) 0.009(2) 0.041(2) 0.0031(19) O7 0.036(2) 0.027(2) 0.035(2) 0.0010(16) 0.0233(19) -0.0018(17) O8 0.0259(19) 0.0199(19) 0.041(2) 0.0028(17) 0.0199(18) -0.0007(15) O9 0.0147(16) 0.033(2) 0.0200(19) -0.0009(16) 0.0015(14) 0.0074(15) O10 0.0245(19) 0.039(2) 0.021(2) -0.0068(17) 0.0001(16) 0.0055(18) O11 0.0192(18) 0.030(2) 0.028(2) -0.0061(17) 0.0001(16) 0.0089(16) O12 0.0198(17) 0.0247(19) 0.0164(18) -0.0020(15) 0.0023(14) 0.0003(15) O13 0.027(2) 0.022(2) 0.037(2) 0.0000(17) 0.0112(18) 0.0042(16) O14 0.031(2) 0.027(2) 0.023(2) -0.0024(16) 0.0029(16) 0.0108(17) O15 0.034(2) 0.030(2) 0.063(3) -0.006(2) 0.029(2) -0.0118(19) O16 0.040(2) 0.041(3) 0.055(3) -0.008(2) 0.028(2) 0.005(2) O17 0.040(2) 0.041(3) 0.037(3) 0.018(2) 0.002(2) -0.002(2) O18 0.0252(19) 0.031(2) 0.038(2) -0.0055(18) 0.0176(17) 0.0005(17) O19 0.033(2) 0.029(2) 0.027(2) -0.0073(18) 0.0136(18) -0.0063(18) C3 0.017(2) 0.020(2) 0.016(2) 0.0027(19) 0.0073(19) 0.0004(19) C2 0.025(3) 0.022(3) 0.018(2) -0.004(2) 0.009(2) -0.001(2) C1 0.022(2) 0.022(3) 0.016(2) 0.0042(19) 0.009(2) 0.004(2) C6 0.016(2) 0.016(2) 0.016(2) 0.0014(18) 0.0035(19) 0.0022(18) C5 0.016(2) 0.022(3) 0.016(2) -0.0016(19) 0.0074(19) 0.0029(19) C4 0.020(2) 0.019(2) 0.015(2) 0.0008(19) 0.0060(19) 0.0018(19) C8 0.018(2) 0.025(3) 0.015(2) -0.0009(19) 0.0058(19) 0.003(2) C7 0.021(2) 0.023(3) 0.017(2) 0.001(2) 0.005(2) 0.005(2) C14 0.021(2) 0.019(3) 0.023(3) 0.002(2) 0.008(2) -0.003(2) C15 0.022(3) 0.024(3) 0.023(3) -0.002(2) 0.009(2) -0.007(2) C16 0.019(2) 0.017(2) 0.024(3) 0.003(2) 0.009(2) 0.0018(19) C17 0.018(2) 0.021(3) 0.021(3) 0.001(2) 0.006(2) -0.0004(19) C18 0.029(3) 0.027(3) 0.018(3) 0.000(2) 0.012(2) 0.007(2) C9 0.019(2) 0.020(2) 0.024(3) 0.0001(19) 0.015(2) -0.0009(19) C10 0.035(3) 0.022(3) 0.020(3) 0.000(2) 0.010(2) 0.000(2) C13 0.030(3) 0.022(3) 0.023(3) 0.001(2) 0.012(2) 0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C11 N1 1.334(8) . ? C11 C10 1.364(8) . ? C11 H11 0.9300 . ? N1 C12 1.356(8) . ? N1 H1 0.92(8) . ? C12 C13 1.384(8) . ? C12 H12 0.9300 . ? Pr1 O18 2.444(4) . ? Pr1 O8 2.456(4) . ? Pr1 O19 2.492(4) . ? Pr1 O7 2.515(4) . ? Pr1 O9 2.534(4) . ? Pr1 O10 2.558(4) . ? Pr1 O12 2.561(4) 4_666 ? Pr1 O11 2.573(4) 4_666 ? Pr1 O17 2.578(4) . ? Pr2 O4 2.371(4) 1_454 ? Pr2 O14 2.449(4) . ? Pr2 O5 2.466(4) . ? Pr2 O15 2.524(4) . ? Pr2 O13 2.530(4) . ? Pr2 O2 2.555(4) . ? Pr2 O16 2.563(4) . ? Pr2 O6 2.567(4) . ? Pr2 O1 2.582(4) . ? Pr2 H16A 2.4056 . ? O1 C8 1.253(6) . ? O2 C8 1.277(6) . ? O3 C7 1.246(7) . ? O4 C7 1.248(6) . ? O4 Pr2 2.371(4) 1_656 ? O5 C15 1.243(6) . ? O6 C14 1.264(7) . ? O7 C14 1.246(6) . ? O8 C15 1.256(7) . ? O9 C16 1.259(6) . ? O10 C17 1.249(6) . ? O11 C17 1.269(6) . ? O11 Pr1 2.573(4) 4_465 ? O12 C16 1.252(6) . ? O12 Pr1 2.561(3) 4_465 ? O13 C18 1.247(7) 3_656 ? O14 C18 1.255(6) . ? O15 H15A 0.8498 . ? O15 H15B 0.8480 . ? O16 H16A 0.8515 . ? O16 H16B 0.8491 . ? O17 H17A 0.8502 . ? O17 H17B 0.8479 . ? O18 H18A 0.8499 . ? O18 H18B 0.8501 . ? O19 H19B 0.846(10) . ? O19 H19A 0.848(10) . ? C3 C2 1.399(7) . ? C3 C4 1.401(7) . ? C3 C9 1.494(7) . ? C2 C1 1.381(7) . ? C2 H2 0.9300 . ? C1 C6 1.402(7) . ? C1 C8 1.505(7) . ? C6 C5 1.381(7) . ? C6 H6 0.9300 . ? C5 C4 1.400(7) . ? C5 C7 1.507(7) . ? C4 H4 0.9300 . ? C14 C15 1.538(8) . ? C16 C17 1.543(7) . ? C18 O13 1.247(7) 3_656 ? C18 C18 1.566(11) 3_656 ? C9 C13 1.400(7) . ? C9 C10 1.402(7) . ? C10 H10 0.9300 . ? C13 H13 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C11 C10 120.9(6) . . ? N1 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 N1 C12 121.1(5) . . ? C11 N1 H1 124(5) . . ? C12 N1 H1 115(5) . . ? N1 C12 C13 120.2(5) . . ? N1 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? O18 Pr1 O8 139.06(14) . . ? O18 Pr1 O19 143.93(13) . . ? O8 Pr1 O19 69.34(14) . . ? O18 Pr1 O7 74.73(13) . . ? O8 Pr1 O7 64.65(12) . . ? O19 Pr1 O7 129.97(13) . . ? O18 Pr1 O9 72.97(12) . . ? O8 Pr1 O9 96.58(13) . . ? O19 Pr1 O9 135.51(13) . . ? O7 Pr1 O9 69.73(13) . . ? O18 Pr1 O10 129.48(13) . . ? O8 Pr1 O10 72.55(14) . . ? O19 Pr1 O10 72.14(13) . . ? O7 Pr1 O10 110.13(14) . . ? O9 Pr1 O10 63.37(12) . . ? O18 Pr1 O12 69.22(12) . 4_666 ? O8 Pr1 O12 128.19(12) . 4_666 ? O19 Pr1 O12 74.96(13) . 4_666 ? O7 Pr1 O12 120.71(13) . 4_666 ? O9 Pr1 O12 134.89(12) . 4_666 ? O10 Pr1 O12 129.15(13) . 4_666 ? O18 Pr1 O11 88.99(14) . 4_666 ? O8 Pr1 O11 73.59(13) . 4_666 ? O19 Pr1 O11 78.54(14) . 4_666 ? O7 Pr1 O11 70.78(13) . 4_666 ? O9 Pr1 O11 139.63(13) . 4_666 ? O10 Pr1 O11 141.15(13) . 4_666 ? O12 Pr1 O11 63.31(12) 4_666 4_666 ? O18 Pr1 O17 73.75(16) . . ? O8 Pr1 O17 145.04(15) . . ? O19 Pr1 O17 88.19(16) . . ? O7 Pr1 O17 141.72(15) . . ? O9 Pr1 O17 80.67(14) . . ? O10 Pr1 O17 75.24(15) . . ? O12 Pr1 O17 65.97(13) 4_666 . ? O11 Pr1 O17 129.28(13) 4_666 . ? O4 Pr2 O14 85.48(14) 1_454 . ? O4 Pr2 O5 81.20(14) 1_454 . ? O14 Pr2 O5 150.83(14) . . ? O4 Pr2 O15 71.81(16) 1_454 . ? O14 Pr2 O15 71.38(14) . . ? O5 Pr2 O15 127.33(15) . . ? O4 Pr2 O13 128.18(15) 1_454 . ? O14 Pr2 O13 65.56(13) . . ? O5 Pr2 O13 103.36(14) . . ? O15 Pr2 O13 128.97(14) . . ? O4 Pr2 O2 148.78(14) 1_454 . ? O14 Pr2 O2 78.70(13) . . ? O5 Pr2 O2 123.97(13) . . ? O15 Pr2 O2 77.65(14) . . ? O13 Pr2 O2 68.41(13) . . ? O4 Pr2 O16 95.44(16) 1_454 . ? O14 Pr2 O16 135.53(15) . . ? O5 Pr2 O16 71.88(14) . . ? O15 Pr2 O16 66.89(15) . . ? O13 Pr2 O16 135.55(15) . . ? O2 Pr2 O16 78.11(15) . . ? O4 Pr2 O6 70.15(16) 1_454 . ? O14 Pr2 O6 86.36(14) . . ? O5 Pr2 O6 64.73(13) . . ? O15 Pr2 O6 137.03(16) . . ? O13 Pr2 O6 66.19(14) . . ? O2 Pr2 O6 134.42(14) . . ? O16 Pr2 O6 135.70(15) . . ? O4 Pr2 O1 153.46(14) 1_454 . ? O14 Pr2 O1 120.94(12) . . ? O5 Pr2 O1 73.98(13) . . ? O15 Pr2 O1 116.58(14) . . ? O13 Pr2 O1 68.14(13) . . ? O2 Pr2 O1 50.99(12) . . ? O16 Pr2 O1 68.18(14) . . ? O6 Pr2 O1 106.38(14) . . ? O4 Pr2 H16A 77.0 1_454 . ? O14 Pr2 H16A 137.8 . . ? O5 Pr2 H16A 63.5 . . ? O15 Pr2 H16A 66.7 . . ? O13 Pr2 H16A 151.5 . . ? O2 Pr2 H16A 97.0 . . ? O16 Pr2 H16A 19.4 . . ? O6 Pr2 H16A 121.6 . . ? O1 Pr2 H16A 83.6 . . ? C8 O1 Pr2 92.8(3) . . ? C8 O2 Pr2 93.5(3) . . ? C7 O4 Pr2 165.9(4) . 1_656 ? C15 O5 Pr2 120.0(4) . . ? C14 O6 Pr2 117.2(4) . . ? C14 O7 Pr1 118.7(3) . . ? C15 O8 Pr1 119.7(3) . . ? C16 O9 Pr1 121.1(3) . . ? C17 O10 Pr1 120.5(3) . . ? C17 O11 Pr1 120.9(3) . 4_465 ? C16 O12 Pr1 121.2(3) . 4_465 ? C18 O13 Pr2 115.5(3) 3_656 . ? C18 O14 Pr2 118.2(3) . . ? Pr2 O15 H15A 123.2 . . ? Pr2 O15 H15B 131.3 . . ? H15A O15 H15B 105.5 . . ? Pr2 O16 H16A 69.8 . . ? Pr2 O16 H16B 133.6 . . ? H16A O16 H16B 105.0 . . ? Pr1 O17 H17A 86.5 . . ? Pr1 O17 H17B 100.9 . . ? H17A O17 H17B 105.2 . . ? Pr1 O18 H18A 119.8 . . ? Pr1 O18 H18B 120.2 . . ? H18A O18 H18B 120.0 . . ? Pr1 O19 H19B 138(6) . . ? Pr1 O19 H19A 104(5) . . ? H19B O19 H19A 105.9(17) . . ? C2 C3 C4 117.1(5) . . ? C2 C3 C9 121.9(5) . . ? C4 C3 C9 121.0(4) . . ? C1 C2 C3 122.0(5) . . ? C1 C2 H2 119.0 . . ? C3 C2 H2 119.0 . . ? C2 C1 C6 119.7(5) . . ? C2 C1 C8 120.8(5) . . ? C6 C1 C8 119.4(5) . . ? C5 C6 C1 119.9(5) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? C6 C5 C4 119.6(5) . . ? C6 C5 C7 119.7(5) . . ? C4 C5 C7 120.7(4) . . ? C5 C4 C3 121.7(5) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? O1 C8 O2 121.9(5) . . ? O1 C8 C1 119.4(5) . . ? O2 C8 C1 118.6(5) . . ? O3 C7 O4 123.0(5) . . ? O3 C7 C5 119.4(5) . . ? O4 C7 C5 117.6(5) . . ? O7 C14 O6 126.5(5) . . ? O7 C14 C15 116.8(5) . . ? O6 C14 C15 116.7(5) . . ? O5 C15 O8 125.6(5) . . ? O5 C15 C14 118.2(5) . . ? O8 C15 C14 116.2(5) . . ? O12 C16 O9 126.2(5) . . ? O12 C16 C17 117.7(4) . . ? O9 C16 C17 116.1(4) . . ? O10 C17 O11 126.1(5) . . ? O10 C17 C16 117.3(4) . . ? O11 C17 C16 116.5(4) . . ? O13 C18 O14 126.3(5) 3_656 . ? O13 C18 C18 117.0(6) 3_656 3_656 ? O14 C18 C18 116.7(6) . 3_656 ? C13 C9 C10 117.5(5) . . ? C13 C9 C3 121.5(5) . . ? C10 C9 C3 121.0(5) . . ? C11 C10 C9 120.5(5) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C12 C13 C9 119.8(5) . . ? C12 C13 H13 120.1 . . ? C9 C13 H13 120.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 C11 N1 C12 0.2(9) . . . . ? C11 N1 C12 C13 0.4(9) . . . . ? O4 Pr2 O1 C8 152.1(3) 1_454 . . . ? O14 Pr2 O1 C8 -34.0(3) . . . . ? O5 Pr2 O1 C8 173.5(3) . . . . ? O15 Pr2 O1 C8 49.3(3) . . . . ? O13 Pr2 O1 C8 -74.5(3) . . . . ? O2 Pr2 O1 C8 4.8(3) . . . . ? O16 Pr2 O1 C8 97.0(3) . . . . ? O6 Pr2 O1 C8 -129.7(3) . . . . ? O4 Pr2 O2 C8 -156.9(3) 1_454 . . . ? O14 Pr2 O2 C8 142.0(3) . . . . ? O5 Pr2 O2 C8 -17.8(4) . . . . ? O15 Pr2 O2 C8 -144.8(3) . . . . ? O13 Pr2 O2 C8 74.0(3) . . . . ? O16 Pr2 O2 C8 -76.2(3) . . . . ? O6 Pr2 O2 C8 68.7(4) . . . . ? O1 Pr2 O2 C8 -4.7(3) . . . . ? O4 Pr2 O5 C15 -56.2(4) 1_454 . . . ? O14 Pr2 O5 C15 7.6(6) . . . . ? O15 Pr2 O5 C15 -115.2(4) . . . . ? O13 Pr2 O5 C15 71.1(4) . . . . ? O2 Pr2 O5 C15 143.9(4) . . . . ? O16 Pr2 O5 C15 -154.9(5) . . . . ? O6 Pr2 O5 C15 15.9(4) . . . . ? O1 Pr2 O5 C15 133.3(4) . . . . ? O4 Pr2 O6 C14 77.5(4) 1_454 . . . ? O14 Pr2 O6 C14 164.0(4) . . . . ? O5 Pr2 O6 C14 -12.0(4) . . . . ? O15 Pr2 O6 C14 106.5(4) . . . . ? O13 Pr2 O6 C14 -131.2(5) . . . . ? O2 Pr2 O6 C14 -125.7(4) . . . . ? O16 Pr2 O6 C14 0.5(5) . . . . ? O1 Pr2 O6 C14 -74.8(4) . . . . ? O18 Pr1 O7 C14 161.2(4) . . . . ? O8 Pr1 O7 C14 -13.6(4) . . . . ? O19 Pr1 O7 C14 11.3(5) . . . . ? O9 Pr1 O7 C14 -121.7(4) . . . . ? O10 Pr1 O7 C14 -71.8(4) . . . . ? O12 Pr1 O7 C14 107.3(4) 4_666 . . . ? O11 Pr1 O7 C14 66.8(4) 4_666 . . . ? O17 Pr1 O7 C14 -163.4(4) . . . . ? O18 Pr1 O8 C15 10.3(5) . . . . ? O19 Pr1 O8 C15 -141.8(4) . . . . ? O7 Pr1 O8 C15 18.0(4) . . . . ? O9 Pr1 O8 C15 81.9(4) . . . . ? O10 Pr1 O8 C15 141.3(4) . . . . ? O12 Pr1 O8 C15 -92.3(4) 4_666 . . . ? O11 Pr1 O8 C15 -58.1(4) 4_666 . . . ? O17 Pr1 O8 C15 165.0(4) . . . . ? O18 Pr1 O9 C16 -165.0(4) . . . . ? O8 Pr1 O9 C16 55.5(4) . . . . ? O19 Pr1 O9 C16 -11.6(5) . . . . ? O7 Pr1 O9 C16 115.4(4) . . . . ? O10 Pr1 O9 C16 -11.2(4) . . . . ? O12 Pr1 O9 C16 -131.0(4) 4_666 . . . ? O11 Pr1 O9 C16 127.9(4) 4_666 . . . ? O17 Pr1 O9 C16 -89.3(4) . . . . ? O18 Pr1 O10 C17 39.6(5) . . . . ? O8 Pr1 O10 C17 -100.5(4) . . . . ? O19 Pr1 O10 C17 -173.8(4) . . . . ? O7 Pr1 O10 C17 -46.9(4) . . . . ? O9 Pr1 O10 C17 6.5(4) . . . . ? O12 Pr1 O10 C17 134.0(4) 4_666 . . . ? O11 Pr1 O10 C17 -130.9(4) 4_666 . . . ? O17 Pr1 O10 C17 93.3(4) . . . . ? O4 Pr2 O13 C18 -84.0(4) 1_454 . . 3_656 ? O14 Pr2 O13 C18 -21.8(4) . . . 3_656 ? O5 Pr2 O13 C18 -173.2(4) . . . 3_656 ? O15 Pr2 O13 C18 13.2(4) . . . 3_656 ? O2 Pr2 O13 C18 65.2(4) . . . 3_656 ? O16 Pr2 O13 C18 109.2(4) . . . 3_656 ? O6 Pr2 O13 C18 -119.0(4) . . . 3_656 ? O1 Pr2 O13 C18 120.4(4) . . . 3_656 ? O4 Pr2 O14 C18 157.7(4) 1_454 . . . ? O5 Pr2 O14 C18 94.8(5) . . . . ? O15 Pr2 O14 C18 -130.0(4) . . . . ? O13 Pr2 O14 C18 21.9(4) . . . . ? O2 Pr2 O14 C18 -49.4(4) . . . . ? O16 Pr2 O14 C18 -109.2(4) . . . . ? O6 Pr2 O14 C18 87.3(4) . . . . ? O1 Pr2 O14 C18 -19.6(5) . . . . ? C4 C3 C2 C1 1.9(7) . . . . ? C9 C3 C2 C1 -178.7(5) . . . . ? C3 C2 C1 C6 -0.1(8) . . . . ? C3 C2 C1 C8 179.4(4) . . . . ? C2 C1 C6 C5 -1.7(7) . . . . ? C8 C1 C6 C5 178.8(4) . . . . ? C1 C6 C5 C4 1.6(7) . . . . ? C1 C6 C5 C7 -177.5(4) . . . . ? C6 C5 C4 C3 0.2(7) . . . . ? C7 C5 C4 C3 179.4(4) . . . . ? C2 C3 C4 C5 -1.9(7) . . . . ? C9 C3 C4 C5 178.7(4) . . . . ? Pr2 O1 C8 O2 -8.8(5) . . . . ? Pr2 O1 C8 C1 169.8(4) . . . . ? Pr2 O2 C8 O1 8.9(5) . . . . ? Pr2 O2 C8 C1 -169.7(4) . . . . ? C2 C1 C8 O1 -157.6(5) . . . . ? C6 C1 C8 O1 21.9(7) . . . . ? C2 C1 C8 O2 21.0(7) . . . . ? C6 C1 C8 O2 -159.5(5) . . . . ? Pr2 O4 C7 O3 -72.3(18) 1_656 . . . ? Pr2 O4 C7 C5 107.9(15) 1_656 . . . ? C6 C5 C7 O3 -9.5(7) . . . . ? C4 C5 C7 O3 171.3(5) . . . . ? C6 C5 C7 O4 170.2(5) . . . . ? C4 C5 C7 O4 -8.9(7) . . . . ? Pr1 O7 C14 O6 -169.3(5) . . . . ? Pr1 O7 C14 C15 9.4(6) . . . . ? Pr2 O6 C14 O7 -172.9(4) . . . . ? Pr2 O6 C14 C15 8.4(6) . . . . ? Pr2 O5 C15 O8 161.9(4) . . . . ? Pr2 O5 C15 C14 -18.4(6) . . . . ? Pr1 O8 C15 O5 159.2(4) . . . . ? Pr1 O8 C15 C14 -20.5(6) . . . . ? O7 C14 C15 O5 -172.7(5) . . . . ? O6 C14 C15 O5 6.1(8) . . . . ? O7 C14 C15 O8 7.1(7) . . . . ? O6 C14 C15 O8 -174.1(5) . . . . ? Pr1 O12 C16 O9 -171.3(4) 4_465 . . . ? Pr1 O12 C16 C17 7.8(6) 4_465 . . . ? Pr1 O9 C16 O12 -166.6(4) . . . . ? Pr1 O9 C16 C17 14.3(6) . . . . ? Pr1 O10 C17 O11 177.7(4) . . . . ? Pr1 O10 C17 C16 -2.5(6) . . . . ? Pr1 O11 C17 O10 -177.3(4) 4_465 . . . ? Pr1 O11 C17 C16 2.9(6) 4_465 . . . ? O12 C16 C17 O10 173.1(5) . . . . ? O9 C16 C17 O10 -7.7(7) . . . . ? O12 C16 C17 O11 -7.1(7) . . . . ? O9 C16 C17 O11 172.1(5) . . . . ? Pr2 O14 C18 O13 158.5(4) . . . 3_656 ? Pr2 O14 C18 C18 -20.5(7) . . . 3_656 ? C2 C3 C9 C13 179.9(5) . . . . ? C4 C3 C9 C13 -0.7(7) . . . . ? C2 C3 C9 C10 -0.4(7) . . . . ? C4 C3 C9 C10 178.9(5) . . . . ? N1 C11 C10 C9 0.8(9) . . . . ? C13 C9 C10 C11 -2.2(8) . . . . ? C3 C9 C10 C11 178.1(5) . . . . ? N1 C12 C13 C9 -1.9(9) . . . . ? C10 C9 C13 C12 2.7(7) . . . . ? C3 C9 C13 C12 -177.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.973 _refine_diff_density_min -1.703 _refine_diff_density_rms 0.177 _database_code_depnum_ccdc_archive 'CCDC 957778' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 N O19 Sm2' _chemical_formula_weight 853.03 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 Monoclinic _symmetry_space_group_name_H-M P21/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 6.7129(13) _cell_length_b 30.855(6) _cell_length_c 12.888(4) _cell_angle_alpha 90.00 _cell_angle_beta 120.73(2) _cell_angle_gamma 90.00 _cell_volume 2294.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4006 _cell_measurement_theta_min 3.11 _cell_measurement_theta_max 25.01 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.469 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1636 _exptl_absorpt_coefficient_mu 5.170 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.301 _exptl_absorpt_correction_T_max 0.460 _exptl_absorpt_process_details SADABS _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15760 _diffrn_reflns_av_R_equivalents 0.0784 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4006 _reflns_number_gt 3662 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+76.8295P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4006 _refine_ls_number_parameters 369 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1404 _refine_ls_wR_factor_gt 0.1381 _refine_ls_goodness_of_fit_ref 1.183 _refine_ls_restrained_S_all 1.181 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.70539(11) 0.084001(19) 0.45551(5) 0.01746(19) Uani 1 1 d . . . Sm2 Sm 0.03026(12) 0.246346(19) 0.30478(6) 0.01784(19) Uani 1 1 d . . . O1 O 0.5522(19) 0.0999(3) 0.2523(8) 0.039(3) Uani 1 1 d . . . O2 O 0.3760(19) 0.1510(3) 0.1162(8) 0.036(2) Uani 1 1 d . . . O3 O -0.0853(16) 0.1055(3) -0.3227(8) 0.028(2) Uani 1 1 d . . . O4 O -0.0159(18) 0.0400(3) -0.3645(8) 0.035(2) Uani 1 1 d . . . O5 O 0.2830(19) 0.1081(3) 0.3586(10) 0.042(3) Uani 1 1 d . . . O6 O 0.6573(17) 0.1619(3) 0.4621(9) 0.037(3) Uani 1 1 d . . . O7 O 0.0456(16) 0.1662(3) 0.2907(9) 0.029(2) Uani 1 1 d . . . O8 O 0.4166(16) 0.2180(3) 0.3738(9) 0.030(2) Uani 1 1 d . . . O9 O 0.5546(19) 0.0120(3) 0.3854(8) 0.037(3) Uani 1 1 d . . . O10 O 0.1821(19) 0.2838(3) 0.1859(9) 0.037(2) Uani 1 1 d . . . O11 O -0.1256(17) 0.2808(3) 0.4265(8) 0.031(2) Uani 1 1 d . . . O12 O 0.952(2) 0.0464(4) 0.3917(11) 0.045(3) Uani 1 1 d D . . H12B H 0.9102 0.0231 0.3507 0.068 Uiso 1 1 d RD . . O13 O 0.5027(18) 0.0523(3) 0.5547(9) 0.036(2) Uani 1 1 d . . . O14 O 1.0883(19) 0.1220(3) 0.5236(11) 0.048(3) Uani 1 1 d . . . H14A H 1.0918 0.1493 0.5152 0.072 Uiso 1 1 d R . . H14B H 1.2131 0.1074 0.5548 0.072 Uiso 1 1 d R . . O15 O 0.179(2) 0.2136(3) 0.5119(9) 0.038(3) Uani 1 1 d . . . O16 O 0.3305(18) 0.2986(3) 0.4385(9) 0.034(2) Uani 1 1 d D . . H16A H 0.2915 0.3113 0.3724 0.052 Uiso 1 1 d RD . . H16B H 0.4362 0.2808 0.4489 0.052 Uiso 1 1 d RD . . O17 O -0.247(2) 0.3080(4) 0.1994(9) 0.046(3) Uani 1 1 d . . . H17A H -0.3063 0.3215 0.2347 0.070 Uiso 1 1 d R . . H17B H -0.2811 0.3154 0.1286 0.070 Uiso 1 1 d R . . O18 O -0.1594(16) 0.2229(3) 0.0904(8) 0.026(2) Uani 1 1 d . . . O19 O -0.3625(19) 0.2203(3) 0.2396(9) 0.033(2) Uani 1 1 d D . . H19A H -0.4418 0.1975 0.2079 0.049 Uiso 1 1 d RD . . N1 N 0.295(2) -0.1328(4) 0.0964(11) 0.035(3) Uani 1 1 d . . . H1 H 0.3000 -0.1596 0.1158 0.042 Uiso 1 1 calc R . . C9 C 0.388(3) -0.1021(5) 0.1846(14) 0.037(4) Uani 1 1 d . . . H9 H 0.4552 -0.1102 0.2652 0.045 Uiso 1 1 calc R . . C10 C 0.381(3) -0.0589(5) 0.1540(13) 0.033(3) Uani 1 1 d . . . H10 H 0.4506 -0.0381 0.2144 0.039 Uiso 1 1 calc R . . C11 C 0.272(2) -0.0466(4) 0.0345(11) 0.019(3) Uani 1 1 d . . . C12 C 0.180(2) -0.0794(4) -0.0545(12) 0.028(3) Uani 1 1 d . . . H12 H 0.1087 -0.0722 -0.1359 0.034 Uiso 1 1 calc R . . C13 C 0.196(3) -0.1219(4) -0.0199(13) 0.031(3) Uani 1 1 d U . . H13 H 0.1371 -0.1435 -0.0784 0.038 Uiso 1 1 calc R . . C3 C 0.251(2) 0.0002(4) -0.0022(11) 0.019(3) Uani 1 1 d . . . C2 C 0.340(2) 0.0338(4) 0.0838(11) 0.020(3) Uani 1 1 d . . . H2 H 0.4149 0.0267 0.1653 0.024 Uiso 1 1 calc R . . C1 C 0.321(2) 0.0774(4) 0.0511(11) 0.017(2) Uani 1 1 d . . . C6 C 0.192(3) 0.0881(4) -0.0715(11) 0.028(3) Uani 1 1 d . . . H6 H 0.1578 0.1170 -0.0950 0.034 Uiso 1 1 calc R . . C5 C 0.117(2) 0.0558(4) -0.1577(11) 0.019(3) Uani 1 1 d . . . C4 C 0.138(2) 0.0128(4) -0.1250(11) 0.021(3) Uani 1 1 d . . . H4 H 0.0763 -0.0084 -0.1847 0.025 Uiso 1 1 calc R . . C8 C 0.424(2) 0.1118(4) 0.1459(11) 0.020(3) Uani 1 1 d . . . C7 C -0.004(3) 0.0681(4) -0.2877(12) 0.026(3) Uani 1 1 d U . . C14 C 0.457(2) 0.1785(4) 0.3968(12) 0.025(3) Uani 1 1 d . . . C15 C 0.243(2) 0.1482(4) 0.3423(12) 0.027(3) Uani 1 1 d . . . C16 C 0.513(2) -0.0122(4) 0.4521(12) 0.028(3) Uani 1 1 d . . . C17 C 0.109(2) 0.2710(4) 0.0798(11) 0.025(3) Uani 1 1 d . . . C18 C -0.068(2) 0.2653(4) 0.5287(11) 0.025(3) Uani 1 1 d . . . H12A H 1.06(3) 0.056(4) 0.383(19) 0.13(11) Uiso 1 1 d D . . H19B H -0.246(19) 0.2119(14) 0.306(9) 0.08(7) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.0231(4) 0.0154(3) 0.0119(3) 0.0009(2) 0.0075(3) 0.0003(2) Sm2 0.0261(4) 0.0169(3) 0.0139(3) 0.0009(2) 0.0127(3) 0.0018(3) O1 0.058(7) 0.037(6) 0.011(5) 0.008(4) 0.010(5) 0.001(5) O2 0.062(7) 0.018(5) 0.022(5) 0.001(4) 0.016(5) -0.003(5) O3 0.041(6) 0.021(5) 0.016(5) 0.003(4) 0.011(4) 0.002(4) O4 0.046(6) 0.035(5) 0.019(5) 0.001(4) 0.014(5) 0.008(5) O5 0.040(6) 0.028(5) 0.058(7) 0.010(5) 0.025(6) 0.010(5) O6 0.036(6) 0.027(5) 0.029(5) -0.008(4) 0.003(5) 0.009(4) O7 0.030(5) 0.021(5) 0.035(5) 0.002(4) 0.016(5) 0.004(4) O8 0.033(6) 0.025(5) 0.040(6) 0.002(4) 0.026(5) 0.005(4) O9 0.066(7) 0.024(5) 0.023(5) -0.002(4) 0.025(5) -0.016(5) O10 0.057(7) 0.043(6) 0.026(5) -0.005(4) 0.032(5) -0.014(5) O11 0.045(6) 0.035(5) 0.017(5) 0.007(4) 0.020(5) 0.008(4) O12 0.047(7) 0.039(6) 0.063(8) -0.014(5) 0.037(6) 0.000(5) O13 0.050(7) 0.025(5) 0.047(6) 0.001(4) 0.034(6) -0.005(5) O14 0.048(7) 0.038(6) 0.074(8) -0.003(6) 0.043(7) -0.012(5) O15 0.067(7) 0.034(5) 0.028(5) 0.004(4) 0.035(6) 0.013(5) O16 0.042(6) 0.034(5) 0.027(5) 0.001(4) 0.017(5) 0.002(5) O17 0.056(7) 0.057(7) 0.030(6) 0.020(5) 0.025(6) 0.028(6) O18 0.040(6) 0.025(5) 0.016(4) 0.000(4) 0.017(4) -0.015(4) O19 0.042(6) 0.032(5) 0.035(6) -0.015(4) 0.028(6) -0.015(5) N1 0.050(8) 0.023(6) 0.040(7) 0.005(5) 0.029(7) 0.002(5) C9 0.048(10) 0.031(8) 0.036(8) 0.008(6) 0.024(8) 0.001(7) C10 0.034(8) 0.030(7) 0.032(8) 0.002(6) 0.015(7) -0.005(6) C11 0.015(6) 0.024(6) 0.016(6) -0.004(5) 0.008(5) -0.006(5) C12 0.038(8) 0.021(7) 0.019(7) -0.005(5) 0.009(6) -0.001(6) C13 0.038(7) 0.029(6) 0.029(6) -0.008(5) 0.018(5) -0.003(5) C3 0.022(7) 0.017(6) 0.021(7) -0.001(5) 0.013(6) 0.000(5) C2 0.027(7) 0.018(6) 0.014(6) 0.002(5) 0.009(5) 0.004(5) C1 0.015(6) 0.020(6) 0.018(6) 0.004(5) 0.009(5) 0.000(5) C6 0.046(9) 0.015(6) 0.014(6) 0.001(5) 0.009(6) 0.015(6) C5 0.011(6) 0.025(6) 0.015(6) 0.001(5) 0.002(5) -0.003(5) C4 0.019(6) 0.028(7) 0.012(6) -0.004(5) 0.005(5) -0.006(5) C8 0.025(7) 0.020(6) 0.016(6) 0.000(5) 0.012(6) -0.006(5) C7 0.045(7) 0.022(6) 0.021(6) 0.006(5) 0.023(5) -0.006(5) C14 0.027(7) 0.027(7) 0.025(7) -0.007(6) 0.016(6) 0.003(6) C15 0.037(8) 0.025(7) 0.029(7) 0.000(6) 0.025(7) 0.004(6) C16 0.022(7) 0.031(7) 0.024(7) 0.004(6) 0.007(6) -0.005(6) C17 0.037(8) 0.028(7) 0.018(7) -0.001(5) 0.019(6) -0.006(6) C18 0.027(7) 0.036(7) 0.018(7) -0.012(6) 0.015(6) -0.004(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O1 2.325(9) . ? Sm1 O9 2.417(9) . ? Sm1 O6 2.433(9) . ? Sm1 O12 2.484(10) . ? Sm1 O13 2.494(10) . ? Sm1 O4 2.508(9) 1_656 ? Sm1 O14 2.539(10) . ? Sm1 O3 2.545(9) 1_656 ? Sm1 O5 2.556(10) . ? Sm1 C7 2.899(13) 1_656 ? Sm2 O8 2.434(9) . ? Sm2 O19 2.457(10) . ? Sm2 O16 2.466(10) . ? Sm2 O7 2.485(8) . ? Sm2 O18 2.486(8) . ? Sm2 O10 2.513(9) . ? Sm2 O17 2.519(10) . ? Sm2 O11 2.522(9) . ? Sm2 O15 2.534(9) . ? Sm2 H16A 2.5091 . ? Sm2 H16B 2.6142 . ? Sm2 H19B 2.14(15) . ? O1 C8 1.245(15) . ? O2 C8 1.259(15) . ? O3 C7 1.258(15) . ? O3 Sm1 2.545(9) 1_454 ? O4 C7 1.286(16) . ? O4 Sm1 2.508(9) 1_454 ? O5 C15 1.259(16) . ? O6 C14 1.273(16) . ? O7 C15 1.266(16) . ? O8 C14 1.252(16) . ? O9 C16 1.270(16) . ? O10 C17 1.257(16) . ? O11 C18 1.262(16) . ? O12 H12B 0.8505 . ? O12 H12A 0.851(11) . ? O13 C16 1.244(16) 3_656 ? O14 H14A 0.8499 . ? O14 H14B 0.8500 . ? O15 C17 1.275(15) 4_566 ? O16 H16A 0.8501 . ? O16 H16B 0.8510 . ? O17 H17A 0.8499 . ? O17 H17B 0.8502 . ? O18 C18 1.280(15) 4_565 ? O19 H19A 0.8516 . ? O19 H19B 0.852(11) . ? N1 C13 1.335(18) . ? N1 C9 1.360(19) . ? N1 H1 0.8600 . ? C9 C10 1.384(19) . ? C9 H9 0.9300 . ? C10 C11 1.379(18) . ? C10 H10 0.9300 . ? C11 C12 1.414(17) . ? C11 C3 1.502(16) . ? C12 C13 1.371(19) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C3 C2 1.408(16) . ? C3 C4 1.416(17) . ? C2 C1 1.396(16) . ? C2 H2 0.9300 . ? C1 C6 1.400(17) . ? C1 C8 1.496(16) . ? C6 C5 1.383(17) . ? C6 H6 0.9300 . ? C5 C4 1.377(17) . ? C5 C7 1.491(17) . ? C4 H4 0.9300 . ? C7 Sm1 2.899(13) 1_454 ? C14 C15 1.553(19) . ? C16 O13 1.244(16) 3_656 ? C16 C16 1.53(3) 3_656 ? C17 O15 1.275(15) 4_565 ? C17 C18 1.519(18) 4_565 ? C18 O18 1.280(15) 4_566 ? C18 C17 1.519(18) 4_566 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Sm1 O9 85.0(3) . . ? O1 Sm1 O6 80.8(3) . . ? O9 Sm1 O6 152.1(4) . . ? O1 Sm1 O12 73.2(4) . . ? O9 Sm1 O12 70.7(4) . . ? O6 Sm1 O12 126.6(4) . . ? O1 Sm1 O13 128.1(4) . . ? O9 Sm1 O13 66.3(3) . . ? O6 Sm1 O13 104.6(3) . . ? O12 Sm1 O13 128.2(4) . . ? O1 Sm1 O4 148.0(4) . 1_656 ? O9 Sm1 O4 79.6(3) . 1_656 ? O6 Sm1 O4 123.5(3) . 1_656 ? O12 Sm1 O4 75.2(4) . 1_656 ? O13 Sm1 O4 70.0(3) . 1_656 ? O1 Sm1 O14 94.5(4) . . ? O9 Sm1 O14 135.3(4) . . ? O6 Sm1 O14 70.1(4) . . ? O12 Sm1 O14 66.5(4) . . ? O13 Sm1 O14 136.5(4) . . ? O4 Sm1 O14 77.6(4) 1_656 . ? O1 Sm1 O3 152.0(3) . 1_656 ? O9 Sm1 O3 123.0(3) . 1_656 ? O6 Sm1 O3 73.2(3) . 1_656 ? O12 Sm1 O3 114.5(4) . 1_656 ? O13 Sm1 O3 70.0(3) . 1_656 ? O4 Sm1 O3 51.6(3) 1_656 1_656 ? O14 Sm1 O3 67.1(3) . 1_656 ? O1 Sm1 O5 69.3(4) . . ? O9 Sm1 O5 86.4(4) . . ? O6 Sm1 O5 66.1(3) . . ? O12 Sm1 O5 137.4(4) . . ? O13 Sm1 O5 66.7(3) . . ? O4 Sm1 O5 136.6(3) 1_656 . ? O14 Sm1 O5 135.1(3) . . ? O3 Sm1 O5 108.1(3) 1_656 . ? O1 Sm1 C7 166.9(4) . 1_656 ? O9 Sm1 C7 100.4(3) . 1_656 ? O6 Sm1 C7 98.7(3) . 1_656 ? O12 Sm1 C7 97.1(4) . 1_656 ? O13 Sm1 C7 64.8(4) . 1_656 ? O4 Sm1 C7 26.3(3) 1_656 1_656 ? O14 Sm1 C7 73.2(4) . 1_656 ? O3 Sm1 C7 25.7(3) 1_656 1_656 ? O5 Sm1 C7 122.6(4) . 1_656 ? O8 Sm2 O19 139.9(3) . . ? O8 Sm2 O16 69.0(3) . . ? O19 Sm2 O16 143.4(3) . . ? O8 Sm2 O7 66.0(3) . . ? O19 Sm2 O7 74.2(3) . . ? O16 Sm2 O7 130.7(3) . . ? O8 Sm2 O18 98.4(3) . . ? O19 Sm2 O18 71.0(3) . . ? O16 Sm2 O18 137.6(3) . . ? O7 Sm2 O18 69.3(3) . . ? O8 Sm2 O10 72.5(3) . . ? O19 Sm2 O10 129.8(3) . . ? O16 Sm2 O10 71.6(3) . . ? O7 Sm2 O10 111.6(3) . . ? O18 Sm2 O10 66.0(3) . . ? O8 Sm2 O17 145.5(3) . . ? O19 Sm2 O17 72.2(4) . . ? O16 Sm2 O17 89.9(4) . . ? O7 Sm2 O17 139.3(4) . . ? O18 Sm2 O17 78.6(3) . . ? O10 Sm2 O17 75.1(4) . . ? O8 Sm2 O11 128.8(3) . . ? O19 Sm2 O11 68.7(3) . . ? O16 Sm2 O11 74.9(3) . . ? O7 Sm2 O11 120.7(3) . . ? O18 Sm2 O11 132.4(3) . . ? O10 Sm2 O11 127.7(3) . . ? O17 Sm2 O11 65.8(3) . . ? O8 Sm2 O15 72.5(3) . . ? O19 Sm2 O15 90.3(4) . . ? O16 Sm2 O15 77.5(3) . . ? O7 Sm2 O15 70.8(3) . . ? O18 Sm2 O15 139.2(3) . . ? O10 Sm2 O15 139.6(4) . . ? O17 Sm2 O15 130.8(3) . . ? O11 Sm2 O15 65.1(3) . . ? O8 Sm2 H16A 74.6 . . ? O19 Sm2 H16A 144.8 . . ? O16 Sm2 H16A 19.7 . . ? O7 Sm2 H16A 140.6 . . ? O18 Sm2 H16A 119.2 . . ? O10 Sm2 H16A 54.2 . . ? O17 Sm2 H16A 77.1 . . ? O11 Sm2 H16A 83.4 . . ? O15 Sm2 H16A 97.1 . . ? O8 Sm2 H16B 50.0 . . ? O19 Sm2 H16B 157.3 . . ? O16 Sm2 H16B 19.0 . . ? O7 Sm2 H16B 113.0 . . ? O18 Sm2 H16B 131.6 . . ? O10 Sm2 H16B 69.3 . . ? O17 Sm2 H16B 106.9 . . ? O11 Sm2 H16B 90.0 . . ? O15 Sm2 H16B 73.0 . . ? H16A Sm2 H16B 30.5 . . ? O8 Sm2 H19B 126(2) . . ? O19 Sm2 H19B 19.9(9) . . ? O16 Sm2 H19B 136(4) . . ? O7 Sm2 H19B 65(4) . . ? O18 Sm2 H19B 85(4) . . ? O10 Sm2 H19B 149(2) . . ? O17 Sm2 H19B 88.5(18) . . ? O11 Sm2 H19B 65(4) . . ? O15 Sm2 H19B 70.8(17) . . ? H16A Sm2 H19B 148.0 . . ? H16B Sm2 H19B 142.1 . . ? C8 O1 Sm1 164.2(10) . . ? C7 O3 Sm1 93.1(7) . 1_454 ? C7 O4 Sm1 94.1(8) . 1_454 ? C15 O5 Sm1 117.2(9) . . ? C14 O6 Sm1 119.2(8) . . ? C15 O7 Sm2 118.1(8) . . ? C14 O8 Sm2 119.9(8) . . ? C16 O9 Sm1 118.8(8) . . ? C17 O10 Sm2 117.8(8) . . ? C18 O11 Sm2 119.1(8) . . ? Sm1 O12 H12B 122.3 . . ? Sm1 O12 H12A 129(6) . . ? H12B O12 H12A 105.1 . . ? C16 O13 Sm1 113.9(9) 3_656 . ? Sm1 O14 H14A 120.2 . . ? Sm1 O14 H14B 119.8 . . ? H14A O14 H14B 120.0 . . ? C17 O15 Sm2 119.3(8) 4_566 . ? Sm2 O16 H16A 83.1 . . ? Sm2 O16 H16B 90.4 . . ? H16A O16 H16B 105.0 . . ? Sm2 O17 H17A 120.0 . . ? Sm2 O17 H17B 120.0 . . ? H17A O17 H17B 120.0 . . ? C18 O18 Sm2 118.2(8) 4_565 . ? Sm2 O19 H19A 137.2 . . ? Sm2 O19 H19B 59(10) . . ? H19A O19 H19B 104.8 . . ? C13 N1 C9 121.1(12) . . ? C13 N1 H1 119.5 . . ? C9 N1 H1 119.5 . . ? N1 C9 C10 119.7(14) . . ? N1 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C11 C10 C9 120.4(14) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 118.0(12) . . ? C10 C11 C3 121.9(11) . . ? C12 C11 C3 120.1(11) . . ? C13 C12 C11 119.4(12) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? N1 C13 C12 121.2(13) . . ? N1 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C2 C3 C4 116.6(11) . . ? C2 C3 C11 121.7(11) . . ? C4 C3 C11 121.7(11) . . ? C1 C2 C3 122.4(11) . . ? C1 C2 H2 118.8 . . ? C3 C2 H2 118.8 . . ? C2 C1 C6 118.6(11) . . ? C2 C1 C8 120.4(11) . . ? C6 C1 C8 121.0(11) . . ? C5 C6 C1 119.8(11) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? C4 C5 C6 120.8(11) . . ? C4 C5 C7 120.1(11) . . ? C6 C5 C7 119.0(11) . . ? C5 C4 C3 121.2(11) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? O1 C8 O2 123.0(12) . . ? O1 C8 C1 117.4(11) . . ? O2 C8 C1 119.6(11) . . ? O3 C7 O4 119.8(11) . . ? O3 C7 C5 121.5(11) . . ? O4 C7 C5 118.6(11) . . ? O3 C7 Sm1 61.3(7) . 1_454 ? O4 C7 Sm1 59.7(7) . 1_454 ? C5 C7 Sm1 171.4(9) . 1_454 ? O8 C14 O6 125.2(13) . . ? O8 C14 C15 116.2(11) . . ? O6 C14 C15 118.6(12) . . ? O5 C15 O7 126.7(13) . . ? O5 C15 C14 116.4(12) . . ? O7 C15 C14 116.8(11) . . ? O13 C16 O9 125.4(13) 3_656 . ? O13 C16 C16 120.2(15) 3_656 3_656 ? O9 C16 C16 114.4(14) . 3_656 ? O10 C17 O15 123.7(12) . 4_565 ? O10 C17 C18 119.0(11) . 4_565 ? O15 C17 C18 117.3(11) 4_565 4_565 ? O11 C18 O18 123.6(13) . 4_566 ? O11 C18 C17 119.1(11) . 4_566 ? O18 C18 C17 117.3(11) 4_566 4_566 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O9 Sm1 O1 C8 95(3) . . . . ? O6 Sm1 O1 C8 -61(3) . . . . ? O12 Sm1 O1 C8 166(3) . . . . ? O13 Sm1 O1 C8 40(3) . . . . ? O4 Sm1 O1 C8 156(3) 1_656 . . . ? O14 Sm1 O1 C8 -130(3) . . . . ? O3 Sm1 O1 C8 -83(3) 1_656 . . . ? O5 Sm1 O1 C8 7(3) . . . . ? C7 Sm1 O1 C8 -150(3) 1_656 . . . ? O1 Sm1 O5 C15 -78.4(10) . . . . ? O9 Sm1 O5 C15 -164.5(10) . . . . ? O6 Sm1 O5 C15 10.5(10) . . . . ? O12 Sm1 O5 C15 -108.4(11) . . . . ? O13 Sm1 O5 C15 129.8(11) . . . . ? O4 Sm1 O5 C15 124.8(10) 1_656 . . . ? O14 Sm1 O5 C15 -3.5(13) . . . . ? O3 Sm1 O5 C15 72.0(10) 1_656 . . . ? C7 Sm1 O5 C15 95.5(10) 1_656 . . . ? O1 Sm1 O6 C14 57.6(10) . . . . ? O9 Sm1 O6 C14 -2.8(15) . . . . ? O12 Sm1 O6 C14 118.7(10) . . . . ? O13 Sm1 O6 C14 -69.5(10) . . . . ? O4 Sm1 O6 C14 -145.0(9) 1_656 . . . ? O14 Sm1 O6 C14 155.9(11) . . . . ? O3 Sm1 O6 C14 -133.0(11) 1_656 . . . ? O5 Sm1 O6 C14 -13.7(10) . . . . ? C7 Sm1 O6 C14 -135.6(10) 1_656 . . . ? O8 Sm2 O7 C15 11.3(9) . . . . ? O19 Sm2 O7 C15 -163.6(10) . . . . ? O16 Sm2 O7 C15 -14.6(11) . . . . ? O18 Sm2 O7 C15 121.2(10) . . . . ? O10 Sm2 O7 C15 69.3(10) . . . . ? O17 Sm2 O7 C15 161.3(9) . . . . ? O11 Sm2 O7 C15 -111.0(9) . . . . ? O15 Sm2 O7 C15 -67.5(9) . . . . ? O19 Sm2 O8 C14 -8.3(12) . . . . ? O16 Sm2 O8 C14 143.3(10) . . . . ? O7 Sm2 O8 C14 -16.0(9) . . . . ? O18 Sm2 O8 C14 -78.8(10) . . . . ? O10 Sm2 O8 C14 -140.2(10) . . . . ? O17 Sm2 O8 C14 -160.9(9) . . . . ? O11 Sm2 O8 C14 95.1(10) . . . . ? O15 Sm2 O8 C14 60.3(9) . . . . ? O1 Sm1 O9 C16 -157.0(11) . . . . ? O6 Sm1 O9 C16 -97.4(12) . . . . ? O12 Sm1 O9 C16 129.1(11) . . . . ? O13 Sm1 O9 C16 -21.4(10) . . . . ? O4 Sm1 O9 C16 51.2(10) 1_656 . . . ? O14 Sm1 O9 C16 111.6(11) . . . . ? O3 Sm1 O9 C16 21.8(12) 1_656 . . . ? O5 Sm1 O9 C16 -87.5(10) . . . . ? C7 Sm1 O9 C16 35.0(11) 1_656 . . . ? O8 Sm2 O10 C17 101.9(11) . . . . ? O19 Sm2 O10 C17 -39.4(12) . . . . ? O16 Sm2 O10 C17 175.0(11) . . . . ? O7 Sm2 O10 C17 47.6(11) . . . . ? O18 Sm2 O10 C17 -6.1(10) . . . . ? O17 Sm2 O10 C17 -90.0(11) . . . . ? O11 Sm2 O10 C17 -132.1(10) . . . . ? O15 Sm2 O10 C17 132.9(10) . . . . ? O8 Sm2 O11 C18 -39.8(11) . . . . ? O19 Sm2 O11 C18 97.9(10) . . . . ? O16 Sm2 O11 C18 -85.9(10) . . . . ? O7 Sm2 O11 C18 42.8(11) . . . . ? O18 Sm2 O11 C18 132.0(9) . . . . ? O10 Sm2 O11 C18 -137.5(9) . . . . ? O17 Sm2 O11 C18 177.3(11) . . . . ? O15 Sm2 O11 C18 -2.9(9) . . . . ? O1 Sm1 O13 C16 82.7(10) . . . 3_656 ? O9 Sm1 O13 C16 20.4(9) . . . 3_656 ? O6 Sm1 O13 C16 172.4(9) . . . 3_656 ? O12 Sm1 O13 C16 -15.9(11) . . . 3_656 ? O4 Sm1 O13 C16 -66.7(10) 1_656 . . 3_656 ? O14 Sm1 O13 C16 -111.2(10) . . . 3_656 ? O3 Sm1 O13 C16 -122.0(10) 1_656 . . 3_656 ? O5 Sm1 O13 C16 117.0(10) . . . 3_656 ? C7 Sm1 O13 C16 -94.7(10) 1_656 . . 3_656 ? O8 Sm2 O15 C17 150.6(11) . . . 4_566 ? O19 Sm2 O15 C17 -66.3(11) . . . 4_566 ? O16 Sm2 O15 C17 79.0(11) . . . 4_566 ? O7 Sm2 O15 C17 -139.4(11) . . . 4_566 ? O18 Sm2 O15 C17 -126.8(10) . . . 4_566 ? O10 Sm2 O15 C17 119.6(10) . . . 4_566 ? O17 Sm2 O15 C17 0.2(13) . . . 4_566 ? O11 Sm2 O15 C17 -0.1(10) . . . 4_566 ? O8 Sm2 O18 C18 -55.0(9) . . . 4_565 ? O19 Sm2 O18 C18 165.0(10) . . . 4_565 ? O16 Sm2 O18 C18 13.0(11) . . . 4_565 ? O7 Sm2 O18 C18 -115.3(10) . . . 4_565 ? O10 Sm2 O18 C18 11.5(9) . . . 4_565 ? O17 Sm2 O18 C18 90.1(9) . . . 4_565 ? O11 Sm2 O18 C18 131.5(9) . . . 4_565 ? O15 Sm2 O18 C18 -127.9(9) . . . 4_565 ? C13 N1 C9 C10 0(2) . . . . ? N1 C9 C10 C11 3(2) . . . . ? C9 C10 C11 C12 -4(2) . . . . ? C9 C10 C11 C3 176.8(13) . . . . ? C10 C11 C12 C13 2(2) . . . . ? C3 C11 C12 C13 -178.6(12) . . . . ? C9 N1 C13 C12 -2(2) . . . . ? C11 C12 C13 N1 1(2) . . . . ? C10 C11 C3 C2 -0.4(19) . . . . ? C12 C11 C3 C2 -180.0(12) . . . . ? C10 C11 C3 C4 -179.8(12) . . . . ? C12 C11 C3 C4 0.6(18) . . . . ? C4 C3 C2 C1 -0.2(18) . . . . ? C11 C3 C2 C1 -179.6(11) . . . . ? C3 C2 C1 C6 5.0(19) . . . . ? C3 C2 C1 C8 -178.4(11) . . . . ? C2 C1 C6 C5 -9(2) . . . . ? C8 C1 C6 C5 174.0(12) . . . . ? C1 C6 C5 C4 9(2) . . . . ? C1 C6 C5 C7 -175.3(12) . . . . ? C6 C5 C4 C3 -4.4(19) . . . . ? C7 C5 C4 C3 -179.8(12) . . . . ? C2 C3 C4 C5 -0.1(18) . . . . ? C11 C3 C4 C5 179.3(11) . . . . ? Sm1 O1 C8 O2 69(4) . . . . ? Sm1 O1 C8 C1 -110(3) . . . . ? C2 C1 C8 O1 9.3(18) . . . . ? C6 C1 C8 O1 -174.1(13) . . . . ? C2 C1 C8 O2 -169.3(12) . . . . ? C6 C1 C8 O2 7.3(19) . . . . ? Sm1 O3 C7 O4 11.9(14) 1_454 . . . ? Sm1 O3 C7 C5 -170.6(11) 1_454 . . . ? Sm1 O4 C7 O3 -12.1(14) 1_454 . . . ? Sm1 O4 C7 C5 170.3(10) 1_454 . . . ? C4 C5 C7 O3 158.9(13) . . . . ? C6 C5 C7 O3 -17(2) . . . . ? C4 C5 C7 O4 -23.6(19) . . . . ? C6 C5 C7 O4 160.9(13) . . . . ? C4 C5 C7 Sm1 52(7) . . . 1_454 ? C6 C5 C7 Sm1 -123(6) . . . 1_454 ? Sm2 O8 C14 O6 -160.2(10) . . . . ? Sm2 O8 C14 C15 18.5(15) . . . . ? Sm1 O6 C14 O8 -165.3(10) . . . . ? Sm1 O6 C14 C15 16.0(15) . . . . ? Sm1 O5 C15 O7 176.2(10) . . . . ? Sm1 O5 C15 C14 -7.0(15) . . . . ? Sm2 O7 C15 O5 169.7(11) . . . . ? Sm2 O7 C15 C14 -7.1(15) . . . . ? O8 C14 C15 O5 175.6(12) . . . . ? O6 C14 C15 O5 -5.6(18) . . . . ? O8 C14 C15 O7 -7.3(18) . . . . ? O6 C14 C15 O7 171.5(12) . . . . ? Sm1 O9 C16 O13 -159.3(11) . . . 3_656 ? Sm1 O9 C16 C16 19.8(19) . . . 3_656 ? Sm2 O10 C17 O15 -177.7(11) . . . 4_565 ? Sm2 O10 C17 C18 1.2(17) . . . 4_565 ? Sm2 O11 C18 O18 -171.2(9) . . . 4_566 ? Sm2 O11 C18 C17 5.3(16) . . . 4_566 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.175 _refine_diff_density_min -2.151 _refine_diff_density_rms 0.256 _database_code_depnum_ccdc_archive 'CCDC 957779' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Eu2 N O19' _chemical_formula_weight 856.25 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 6.6740(13) _cell_length_b 30.729(6) _cell_length_c 12.805(4) _cell_angle_alpha 90.00(3) _cell_angle_beta 120.67(2) _cell_angle_gamma 90.00(3) _cell_volume 2258.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3966 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 25.01 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.518 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1644 _exptl_absorpt_coefficient_mu 5.606 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.217 _exptl_absorpt_correction_T_max 0.326 _exptl_absorpt_process_details SADABS _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17613 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3966 _reflns_number_gt 3654 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0251P)^2^+8.9330P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3966 _refine_ls_number_parameters 370 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0309 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_ref 0.0672 _refine_ls_wR_factor_gt 0.0659 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.58093(4) 0.246178(8) 0.30615(2) 0.01183(8) Uani 1 1 d . . . Eu2 Eu 0.20637(4) 0.083924(8) 0.45590(2) 0.01236(8) Uani 1 1 d . . . O3 O 0.2857(7) 0.04012(12) 0.6353(3) 0.0222(9) Uani 1 1 d . . . O4 O 0.4422(7) 0.10538(11) 0.6765(3) 0.0215(9) Uani 1 1 d . . . O2 O 0.8554(8) 0.15094(12) 1.1167(4) 0.0291(10) Uani 1 1 d . . . O1 O 0.9500(8) 0.09976(13) 1.2539(4) 0.0289(10) Uani 1 1 d . . . O5 O 0.2698(8) 0.16147(12) 0.4634(4) 0.0282(10) Uani 1 1 d . . . O6 O 0.4358(8) 0.10776(12) 0.3590(4) 0.0303(10) Uani 1 1 d . . . O8 O 0.5390(7) 0.16615(12) 0.2921(4) 0.0246(9) Uani 1 1 d . . . O7 O 0.3313(7) 0.21813(12) 0.3748(4) 0.0228(9) Uani 1 1 d . . . O11 O 0.3375(6) 0.22337(11) 0.0913(3) 0.0190(8) Uani 1 1 d . . . O12 O 0.1896(7) 0.28359(13) 0.1870(4) 0.0270(9) Uani 1 1 d . . . O14 O 0.9790(6) 0.28051(12) 0.4284(3) 0.0190(8) Uani 1 1 d . . . O13 O 0.8450(7) 0.21364(13) 0.5137(4) 0.0273(9) Uani 1 1 d . . . O10 O 0.2169(7) 0.01220(12) 0.3844(3) 0.0244(9) Uani 1 1 d . . . O9 O 0.6053(7) 0.05202(12) 0.5555(4) 0.0250(9) Uani 1 1 d . . . O15 O -0.1679(7) 0.04611(13) 0.3917(4) 0.0322(10) Uani 1 1 d . . . H15A H -0.2960 0.0588 0.3441 0.039 Uiso 1 1 d R . . H15B H -0.1682 0.0205 0.4171 0.039 Uiso 1 1 d R . . O16 O -0.0396(8) 0.12160(14) 0.5220(5) 0.0397(12) Uani 1 1 d . . . H16A H -0.0487 0.1492 0.5195 0.048 Uiso 1 1 d R . . H16B H -0.1146 0.1068 0.5472 0.048 Uiso 1 1 d R . . O19 O 0.8397(7) 0.22046(12) 0.2420(4) 0.0247(9) Uani 1 1 d . . . H19A H 0.8583 0.1933 0.2382 0.030 Uiso 1 1 d R . . H19B H 0.9129 0.2385 0.2230 0.030 Uiso 1 1 d R . . O17 O 0.5444(7) 0.29836(12) 0.4365(4) 0.0239(9) Uani 1 1 d D . . H17A H 0.5005 0.2899 0.4850 0.029 Uiso 1 1 d RD . . O18 O 0.6423(8) 0.30837(13) 0.2011(4) 0.0355(11) Uani 1 1 d . . . H18A H 0.6162 0.3054 0.1293 0.043 Uiso 1 1 d R . . H18B H 0.6895 0.3326 0.2371 0.043 Uiso 1 1 d R . . N1 N 0.8986(9) -0.13275(16) 1.0972(5) 0.0276(12) Uani 1 1 d . . . C6 C 0.6561(9) 0.08846(17) 0.9289(5) 0.0147(11) Uani 1 1 d . . . C8 C 0.8698(9) 0.11240(16) 1.1479(5) 0.0132(11) Uani 1 1 d . . . C7 C 0.4244(9) 0.06810(17) 0.7119(5) 0.0172(11) Uani 1 1 d . . . C1 C 0.7818(8) 0.07723(16) 1.0510(5) 0.0119(10) Uani 1 1 d . . . C3 C 0.7442(9) 0.00036(16) 0.9969(5) 0.0140(11) Uani 1 1 d . . . C16 C 0.0488(9) 0.27137(17) 0.0816(5) 0.0180(11) Uani 1 1 d . . . C15 C 0.4453(9) 0.14797(17) 0.3438(5) 0.0190(12) Uani 1 1 d . . . C5 C 0.5649(9) 0.05598(16) 0.8420(5) 0.0133(10) Uani 1 1 d . . . C17 C 0.1276(9) 0.23494(16) 0.0292(5) 0.0145(11) Uani 1 1 d . . . C2 C 0.8265(9) 0.03344(16) 1.0843(5) 0.0146(11) Uani 1 1 d . . . H2 H 0.9128 0.0261 1.1661 0.018 Uiso 1 1 calc R . . C12 C 0.7096(10) -0.07976(17) 0.9450(5) 0.0209(12) Uani 1 1 d . . . H12 H 0.6144 -0.0729 0.8633 0.025 Uiso 1 1 calc R . . C11 C 0.7970(9) -0.04626(16) 1.0338(5) 0.0127(10) Uani 1 1 d . . . C4 C 0.6104(9) 0.01266(16) 0.8754(5) 0.0147(11) Uani 1 1 d . . . H4 H 0.5504 -0.0087 0.8156 0.018 Uiso 1 1 calc R . . C14 C 0.3384(9) 0.17809(17) 0.3980(5) 0.0185(12) Uani 1 1 d . . . C10 C 0.9289(10) -0.05897(17) 1.1535(5) 0.0208(12) Uani 1 1 d . . . H10 H 0.9831 -0.0380 1.2143 0.025 Uiso 1 1 calc R . . C9 C 0.9823(11) -0.10237(19) 1.1848(6) 0.0291(14) Uani 1 1 d . . . H9 H 1.0754 -0.1104 1.2658 0.035 Uiso 1 1 calc R . . C13 C 0.7659(11) -0.12221(18) 0.9801(6) 0.0274(14) Uani 1 1 d . . . H13 H 0.7109 -0.1440 0.9216 0.033 Uiso 1 1 calc R . . C18 C 0.3886(9) -0.01154(17) 0.4509(5) 0.0184(12) Uani 1 1 d . . . H6 H 0.627(10) 0.117(2) 0.910(6) 0.022 Uiso 1 1 d . . . H17B H 0.662(6) 0.3142(16) 0.479(2) 0.022 Uiso 1 1 d D . . H20 H 0.929(11) -0.162(2) 1.111(6) 0.028 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.00917(14) 0.00947(14) 0.01019(15) 0.00071(9) 0.00009(11) -0.00109(9) Eu2 0.01542(15) 0.00885(14) 0.00833(14) 0.00078(9) 0.00281(11) 0.00051(10) O3 0.025(2) 0.020(2) 0.011(2) 0.0009(16) 0.0014(17) -0.0075(17) O4 0.032(2) 0.0109(18) 0.014(2) 0.0015(15) 0.0054(18) -0.0034(16) O2 0.044(3) 0.014(2) 0.016(2) -0.0002(17) 0.006(2) 0.0043(18) O1 0.040(3) 0.023(2) 0.008(2) 0.0022(17) 0.0005(18) 0.0011(19) O5 0.053(3) 0.015(2) 0.026(2) -0.0039(17) 0.027(2) -0.0099(19) O6 0.035(3) 0.017(2) 0.047(3) 0.0084(19) 0.027(2) 0.0025(18) O8 0.031(2) 0.0157(19) 0.031(2) 0.0010(17) 0.018(2) -0.0022(17) O7 0.022(2) 0.015(2) 0.034(3) 0.0015(17) 0.017(2) -0.0018(16) O11 0.013(2) 0.0168(19) 0.014(2) -0.0017(15) -0.0023(16) 0.0034(15) O12 0.019(2) 0.027(2) 0.018(2) -0.0071(18) -0.0023(18) 0.0049(17) O14 0.015(2) 0.0186(19) 0.014(2) 0.0017(16) 0.0008(17) -0.0014(15) O13 0.018(2) 0.026(2) 0.021(2) 0.0055(17) -0.0029(18) -0.0074(17) O10 0.022(2) 0.020(2) 0.016(2) -0.0023(16) -0.0006(18) 0.0113(17) O9 0.024(2) 0.017(2) 0.029(2) -0.0011(17) 0.0095(19) 0.0057(16) O15 0.028(2) 0.023(2) 0.046(3) -0.004(2) 0.019(2) -0.0067(18) O16 0.031(3) 0.027(2) 0.063(3) -0.006(2) 0.026(3) 0.0045(19) O19 0.020(2) 0.020(2) 0.034(3) -0.0082(18) 0.0144(19) 0.0003(16) O17 0.026(2) 0.022(2) 0.020(2) -0.0063(17) 0.0095(19) -0.0045(17) O18 0.036(3) 0.027(2) 0.024(2) 0.0114(19) 0.001(2) -0.0070(19) N1 0.026(3) 0.012(2) 0.043(3) 0.002(2) 0.016(3) 0.002(2) C6 0.018(3) 0.008(2) 0.014(3) 0.001(2) 0.005(2) 0.001(2) C8 0.014(3) 0.010(2) 0.010(3) 0.000(2) 0.003(2) 0.004(2) C7 0.012(3) 0.017(3) 0.017(3) 0.001(2) 0.003(2) 0.005(2) C1 0.011(3) 0.011(2) 0.013(3) -0.001(2) 0.006(2) 0.000(2) C3 0.012(3) 0.012(3) 0.015(3) 0.000(2) 0.006(2) -0.001(2) C16 0.013(3) 0.015(3) 0.017(3) 0.003(2) 0.000(2) -0.001(2) C15 0.014(3) 0.015(3) 0.019(3) 0.006(2) 0.003(2) -0.002(2) C5 0.013(3) 0.017(3) 0.008(3) 0.000(2) 0.005(2) -0.001(2) C17 0.010(3) 0.014(3) 0.012(3) 0.003(2) 0.000(2) 0.003(2) C2 0.016(3) 0.013(3) 0.010(3) 0.005(2) 0.004(2) 0.003(2) C12 0.026(3) 0.015(3) 0.019(3) -0.001(2) 0.009(3) -0.001(2) C11 0.012(3) 0.011(2) 0.015(3) -0.004(2) 0.007(2) -0.0031(19) C4 0.015(3) 0.016(3) 0.009(3) -0.003(2) 0.003(2) -0.001(2) C14 0.014(3) 0.018(3) 0.015(3) 0.002(2) 0.002(2) -0.005(2) C10 0.023(3) 0.015(3) 0.022(3) 0.000(2) 0.010(3) 0.002(2) C9 0.030(3) 0.020(3) 0.033(4) 0.010(3) 0.013(3) 0.008(3) C13 0.032(4) 0.018(3) 0.030(4) -0.005(3) 0.014(3) -0.005(3) C18 0.023(3) 0.020(3) 0.017(3) 0.005(2) 0.013(3) 0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 O19 2.394(4) . ? Eu1 O7 2.405(4) . ? Eu1 O17 2.415(4) . ? Eu1 O8 2.471(4) . ? Eu1 O11 2.478(4) . ? Eu1 O18 2.488(4) . ? Eu1 O14 2.526(4) . ? Eu1 O13 2.528(4) . ? Eu1 O12 2.531(4) . ? Eu2 O1 2.310(4) 1_454 ? Eu2 O10 2.402(4) . ? Eu2 O5 2.414(4) . ? Eu2 O3 2.475(4) . ? Eu2 O15 2.484(4) . ? Eu2 O16 2.484(4) . ? Eu2 O9 2.492(4) . ? Eu2 O4 2.521(4) . ? Eu2 O6 2.522(4) . ? Eu2 C18 3.223(5) 3_656 ? O3 C7 1.277(7) . ? O4 C7 1.260(6) . ? O2 C8 1.238(6) . ? O1 C8 1.241(6) . ? O1 Eu2 2.310(4) 1_656 ? O5 C14 1.251(7) . ? O6 C15 1.258(6) . ? O8 C15 1.251(7) . ? O7 C14 1.261(6) . ? O11 C17 1.259(6) . ? O12 C16 1.246(7) . ? O14 C17 1.253(6) 4_666 ? O13 C16 1.270(7) 4_666 ? O10 C18 1.255(6) . ? O9 C18 1.249(6) 3_656 ? O15 H15A 0.8503 . ? O15 H15B 0.8519 . ? O16 H16A 0.8500 . ? O16 H16B 0.8522 . ? O19 H19A 0.8493 . ? O19 H19B 0.8521 . ? O17 H17A 0.8515 . ? O17 H17B 0.847(10) . ? O18 H18A 0.8495 . ? O18 H18B 0.8485 . ? N1 C13 1.335(8) . ? N1 C9 1.342(8) . ? N1 H20 0.92(6) . ? C6 C5 1.384(7) . ? C6 C1 1.389(7) . ? C6 H6 0.89(6) . ? C8 C1 1.520(7) . ? C7 C5 1.483(7) . ? C1 C2 1.397(7) . ? C3 C4 1.394(7) . ? C3 C2 1.400(7) . ? C3 C11 1.493(7) . ? C16 O13 1.270(7) 4_465 ? C16 C17 1.529(8) . ? C15 C14 1.533(8) . ? C5 C4 1.384(7) . ? C17 O14 1.253(6) 4_465 ? C2 H2 0.9300 . ? C12 C13 1.369(8) . ? C12 C11 1.420(7) . ? C12 H12 0.9300 . ? C11 C10 1.379(8) . ? C4 H4 0.9300 . ? C10 C9 1.386(8) . ? C10 H10 0.9300 . ? C9 H9 0.9300 . ? C13 H13 0.9300 . ? C18 O9 1.249(6) 3_656 ? C18 C18 1.545(11) 3_656 ? C18 Eu2 3.223(5) 3_656 ? 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 O19 Eu1 O7 139.69(13) . . ? O19 Eu1 O17 143.26(13) . . ? O7 Eu1 O17 69.67(13) . . ? O19 Eu1 O8 73.81(13) . . ? O7 Eu1 O8 66.18(13) . . ? O17 Eu1 O8 131.57(13) . . ? O19 Eu1 O11 72.84(13) . . ? O7 Eu1 O11 96.89(14) . . ? O17 Eu1 O11 135.64(13) . . ? O8 Eu1 O11 69.63(13) . . ? O19 Eu1 O18 73.84(15) . . ? O7 Eu1 O18 143.95(14) . . ? O17 Eu1 O18 88.05(15) . . ? O8 Eu1 O18 140.25(15) . . ? O11 Eu1 O18 79.21(14) . . ? O19 Eu1 O14 68.62(13) . . ? O7 Eu1 O14 128.99(13) . . ? O17 Eu1 O14 74.91(13) . . ? O8 Eu1 O14 120.34(13) . . ? O11 Eu1 O14 133.86(13) . . ? O18 Eu1 O14 66.60(13) . . ? O19 Eu1 O13 89.55(15) . . ? O7 Eu1 O13 73.47(14) . . ? O17 Eu1 O13 78.35(14) . . ? O8 Eu1 O13 71.05(14) . . ? O11 Eu1 O13 140.00(13) . . ? O18 Eu1 O13 130.80(13) . . ? O14 Eu1 O13 64.22(12) . . ? O19 Eu1 O12 130.29(14) . . ? O7 Eu1 O12 71.87(14) . . ? O17 Eu1 O12 71.21(13) . . ? O8 Eu1 O12 111.37(14) . . ? O11 Eu1 O12 64.45(12) . . ? O18 Eu1 O12 74.29(15) . . ? O14 Eu1 O12 128.29(12) . . ? O13 Eu1 O12 139.90(14) . . ? O1 Eu2 O10 85.15(14) 1_454 . ? O1 Eu2 O5 81.46(15) 1_454 . ? O10 Eu2 O5 151.97(14) . . ? O1 Eu2 O3 147.02(14) 1_454 . ? O10 Eu2 O3 79.69(13) . . ? O5 Eu2 O3 123.34(13) . . ? O1 Eu2 O15 71.48(16) 1_454 . ? O10 Eu2 O15 70.41(14) . . ? O5 Eu2 O15 126.96(15) . . ? O3 Eu2 O15 75.86(14) . . ? O1 Eu2 O16 92.43(16) 1_454 . ? O10 Eu2 O16 135.30(15) . . ? O5 Eu2 O16 70.07(15) . . ? O3 Eu2 O16 78.62(15) . . ? O15 Eu2 O16 66.60(14) . . ? O1 Eu2 O9 130.06(15) 1_454 . ? O10 Eu2 O9 66.59(13) . . ? O5 Eu2 O9 104.37(15) . . ? O3 Eu2 O9 69.16(14) . . ? O15 Eu2 O9 128.08(14) . . ? O16 Eu2 O9 136.72(15) . . ? O1 Eu2 O4 151.85(13) 1_454 . ? O10 Eu2 O4 122.98(13) . . ? O5 Eu2 O4 72.57(13) . . ? O3 Eu2 O4 52.17(12) . . ? O15 Eu2 O4 116.15(14) . . ? O16 Eu2 O4 68.87(15) . . ? O9 Eu2 O4 68.66(13) . . ? O1 Eu2 O6 71.15(16) 1_454 . ? O10 Eu2 O6 86.30(14) . . ? O5 Eu2 O6 66.10(13) . . ? O3 Eu2 O6 135.93(14) . . ? O15 Eu2 O6 137.17(15) . . ? O16 Eu2 O6 134.85(14) . . ? O9 Eu2 O6 66.91(14) . . ? O4 Eu2 O6 106.67(14) . . ? O1 Eu2 C18 124.22(14) 1_454 3_656 ? O10 Eu2 C18 47.60(13) . 3_656 ? O5 Eu2 C18 124.73(15) . 3_656 ? O3 Eu2 C18 62.55(13) . 3_656 ? O15 Eu2 C18 108.16(14) . 3_656 ? O16 Eu2 C18 140.41(15) . 3_656 ? O9 Eu2 C18 20.58(13) . 3_656 ? O4 Eu2 C18 80.75(13) . 3_656 ? O6 Eu2 C18 77.15(13) . 3_656 ? C7 O3 Eu2 94.3(3) . . ? C7 O4 Eu2 92.6(3) . . ? C8 O1 Eu2 161.9(4) . 1_656 ? C14 O5 Eu2 119.5(3) . . ? C15 O6 Eu2 116.9(4) . . ? C15 O8 Eu1 118.3(3) . . ? C14 O7 Eu1 119.1(3) . . ? C17 O11 Eu1 120.6(3) . . ? C16 O12 Eu1 119.5(3) . . ? C17 O14 Eu1 120.6(3) 4_666 . ? C16 O13 Eu1 120.3(3) 4_666 . ? C18 O10 Eu2 118.0(3) . . ? C18 O9 Eu2 114.8(4) 3_656 . ? Eu2 O15 H15A 119.7 . . ? Eu2 O15 H15B 120.2 . . ? H15A O15 H15B 120.0 . . ? Eu2 O16 H16A 119.9 . . ? Eu2 O16 H16B 119.9 . . ? H16A O16 H16B 120.2 . . ? Eu1 O19 H19A 119.7 . . ? Eu1 O19 H19B 120.1 . . ? H19A O19 H19B 120.2 . . ? Eu1 O17 H17A 119.8 . . ? Eu1 O17 H17B 116(3) . . ? H17A O17 H17B 104.8 . . ? Eu1 O18 H18A 120.3 . . ? Eu1 O18 H18B 120.0 . . ? H18A O18 H18B 119.7 . . ? C13 N1 C9 121.6(5) . . ? C13 N1 H20 114(4) . . ? C9 N1 H20 124(4) . . ? C5 C6 C1 119.4(5) . . ? C5 C6 H6 122(4) . . ? C1 C6 H6 118(4) . . ? O2 C8 O1 124.9(5) . . ? O2 C8 C1 118.9(5) . . ? O1 C8 C1 116.3(4) . . ? O4 C7 O3 120.0(5) . . ? O4 C7 C5 120.7(5) . . ? O3 C7 C5 119.3(5) . . ? C6 C1 C2 119.7(5) . . ? C6 C1 C8 120.2(4) . . ? C2 C1 C8 120.1(5) . . ? C4 C3 C2 117.5(5) . . ? C4 C3 C11 121.7(5) . . ? C2 C3 C11 120.7(5) . . ? O12 C16 O13 125.8(5) . 4_465 ? O12 C16 C17 117.3(5) . . ? O13 C16 C17 116.9(5) 4_465 . ? O8 C15 O6 126.8(5) . . ? O8 C15 C14 116.3(5) . . ? O6 C15 C14 116.9(5) . . ? C4 C5 C6 120.5(5) . . ? C4 C5 C7 120.2(5) . . ? C6 C5 C7 119.3(5) . . ? O14 C17 O11 125.8(5) 4_465 . ? O14 C17 C16 117.5(4) 4_465 . ? O11 C17 C16 116.8(5) . . ? C1 C2 C3 121.3(5) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C13 C12 C11 119.8(5) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C10 C11 C12 117.0(5) . . ? C10 C11 C3 122.5(5) . . ? C12 C11 C3 120.6(5) . . ? C5 C4 C3 121.4(5) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? O5 C14 O7 125.0(5) . . ? O5 C14 C15 118.1(5) . . ? O7 C14 C15 116.9(5) . . ? C11 C10 C9 121.2(5) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? N1 C9 C10 119.5(6) . . ? N1 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? N1 C13 C12 120.9(6) . . ? N1 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? O9 C18 O10 125.7(5) 3_656 . ? O9 C18 C18 117.4(6) 3_656 3_656 ? O10 C18 C18 116.9(6) . 3_656 ? O9 C18 Eu2 44.6(3) 3_656 3_656 ? O10 C18 Eu2 162.8(4) . 3_656 ? C18 C18 Eu2 74.8(4) 3_656 3_656 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Eu2 O3 C7 -154.0(3) 1_454 . . . ? O10 Eu2 O3 C7 142.0(3) . . . . ? O5 Eu2 O3 C7 -20.6(4) . . . . ? O15 Eu2 O3 C7 -145.8(3) . . . . ? O16 Eu2 O3 C7 -77.3(3) . . . . ? O9 Eu2 O3 C7 73.3(3) . . . . ? O4 Eu2 O3 C7 -5.3(3) . . . . ? O6 Eu2 O3 C7 68.4(4) . . . . ? C18 Eu2 O3 C7 94.7(3) 3_656 . . . ? O1 Eu2 O4 C7 148.5(3) 1_454 . . . ? O10 Eu2 O4 C7 -33.8(4) . . . . ? O5 Eu2 O4 C7 172.1(3) . . . . ? O3 Eu2 O4 C7 5.4(3) . . . . ? O15 Eu2 O4 C7 48.9(3) . . . . ? O16 Eu2 O4 C7 97.3(3) . . . . ? O9 Eu2 O4 C7 -74.2(3) . . . . ? O6 Eu2 O4 C7 -130.4(3) . . . . ? C18 Eu2 O4 C7 -56.9(3) 3_656 . . . ? O1 Eu2 O5 C14 -58.7(4) 1_454 . . . ? O10 Eu2 O5 C14 3.7(6) . . . . ? O3 Eu2 O5 C14 144.9(4) . . . . ? O15 Eu2 O5 C14 -117.7(4) . . . . ? O16 Eu2 O5 C14 -154.4(5) . . . . ? O9 Eu2 O5 C14 70.6(4) . . . . ? O4 Eu2 O5 C14 132.3(5) . . . . ? O6 Eu2 O5 C14 14.4(4) . . . . ? C18 Eu2 O5 C14 67.3(5) 3_656 . . . ? O1 Eu2 O6 C15 78.6(4) 1_454 . . . ? O10 Eu2 O6 C15 164.7(4) . . . . ? O5 Eu2 O6 C15 -10.2(4) . . . . ? O3 Eu2 O6 C15 -124.2(4) . . . . ? O15 Eu2 O6 C15 109.1(4) . . . . ? O16 Eu2 O6 C15 4.6(5) . . . . ? O9 Eu2 O6 C15 -129.2(4) . . . . ? O4 Eu2 O6 C15 -71.9(4) . . . . ? C18 Eu2 O6 C15 -148.0(4) 3_656 . . . ? O19 Eu1 O8 C15 163.3(4) . . . . ? O7 Eu1 O8 C15 -11.7(4) . . . . ? O17 Eu1 O8 C15 14.3(5) . . . . ? O11 Eu1 O8 C15 -119.4(4) . . . . ? O18 Eu1 O8 C15 -160.0(4) . . . . ? O14 Eu1 O8 C15 110.9(4) . . . . ? O13 Eu1 O8 C15 68.1(4) . . . . ? O12 Eu1 O8 C15 -69.1(4) . . . . ? O19 Eu1 O7 C14 8.6(5) . . . . ? O17 Eu1 O7 C14 -143.5(4) . . . . ? O8 Eu1 O7 C14 16.1(4) . . . . ? O11 Eu1 O7 C14 80.2(4) . . . . ? O18 Eu1 O7 C14 161.3(4) . . . . ? O14 Eu1 O7 C14 -94.6(4) . . . . ? O13 Eu1 O7 C14 -60.1(4) . . . . ? O12 Eu1 O7 C14 140.4(4) . . . . ? O19 Eu1 O11 C17 -164.5(4) . . . . ? O7 Eu1 O11 C17 55.5(4) . . . . ? O17 Eu1 O11 C17 -12.4(5) . . . . ? O8 Eu1 O11 C17 116.8(4) . . . . ? O18 Eu1 O11 C17 -88.2(4) . . . . ? O14 Eu1 O11 C17 -130.2(4) . . . . ? O13 Eu1 O11 C17 127.9(4) . . . . ? O12 Eu1 O11 C17 -10.6(4) . . . . ? O19 Eu1 O12 C16 39.5(5) . . . . ? O7 Eu1 O12 C16 -101.2(4) . . . . ? O17 Eu1 O12 C16 -175.3(4) . . . . ? O8 Eu1 O12 C16 -47.0(4) . . . . ? O11 Eu1 O12 C16 6.0(4) . . . . ? O18 Eu1 O12 C16 91.4(4) . . . . ? O14 Eu1 O12 C16 133.0(4) . . . . ? O13 Eu1 O12 C16 -132.6(4) . . . . ? O19 Eu1 O14 C17 -96.0(4) . . . 4_666 ? O7 Eu1 O14 C17 41.4(4) . . . 4_666 ? O17 Eu1 O14 C17 88.5(4) . . . 4_666 ? O8 Eu1 O14 C17 -41.2(4) . . . 4_666 ? O11 Eu1 O14 C17 -131.4(4) . . . 4_666 ? O18 Eu1 O14 C17 -177.0(4) . . . 4_666 ? O13 Eu1 O14 C17 4.3(4) . . . 4_666 ? O12 Eu1 O14 C17 138.8(4) . . . 4_666 ? O19 Eu1 O13 C16 66.1(4) . . . 4_666 ? O7 Eu1 O13 C16 -151.0(4) . . . 4_666 ? O17 Eu1 O13 C16 -79.0(4) . . . 4_666 ? O8 Eu1 O13 C16 139.1(4) . . . 4_666 ? O11 Eu1 O13 C16 128.2(4) . . . 4_666 ? O18 Eu1 O13 C16 -1.9(5) . . . 4_666 ? O14 Eu1 O13 C16 -0.3(4) . . . 4_666 ? O12 Eu1 O13 C16 -119.9(4) . . . 4_666 ? O1 Eu2 O10 C18 158.8(4) 1_454 . . . ? O5 Eu2 O10 C18 97.2(5) . . . . ? O3 Eu2 O10 C18 -50.7(4) . . . . ? O15 Eu2 O10 C18 -129.2(4) . . . . ? O16 Eu2 O10 C18 -112.7(4) . . . . ? O9 Eu2 O10 C18 21.0(4) . . . . ? O4 Eu2 O10 C18 -20.1(4) . . . . ? O6 Eu2 O10 C18 87.4(4) . . . . ? C18 Eu2 O10 C18 11.4(4) 3_656 . . . ? O1 Eu2 O9 C18 -81.4(4) 1_454 . . 3_656 ? O10 Eu2 O9 C18 -20.4(4) . . . 3_656 ? O5 Eu2 O9 C18 -172.3(4) . . . 3_656 ? O3 Eu2 O9 C18 67.1(4) . . . 3_656 ? O15 Eu2 O9 C18 16.2(4) . . . 3_656 ? O16 Eu2 O9 C18 111.7(4) . . . 3_656 ? O4 Eu2 O9 C18 123.3(4) . . . 3_656 ? O6 Eu2 O9 C18 -116.6(4) . . . 3_656 ? Eu2 O1 C8 O2 -69.5(14) 1_656 . . . ? Eu2 O1 C8 C1 111.2(11) 1_656 . . . ? Eu2 O4 C7 O3 -9.6(5) . . . . ? Eu2 O4 C7 C5 169.8(4) . . . . ? Eu2 O3 C7 O4 9.8(5) . . . . ? Eu2 O3 C7 C5 -169.6(4) . . . . ? C5 C6 C1 C2 3.8(8) . . . . ? C5 C6 C1 C8 -176.0(5) . . . . ? O2 C8 C1 C6 -9.6(7) . . . . ? O1 C8 C1 C6 169.7(5) . . . . ? O2 C8 C1 C2 170.5(5) . . . . ? O1 C8 C1 C2 -10.1(7) . . . . ? Eu1 O12 C16 O13 177.7(4) . . . 4_465 ? Eu1 O12 C16 C17 -2.1(6) . . . . ? Eu1 O8 C15 O6 -170.5(5) . . . . ? Eu1 O8 C15 C14 7.3(6) . . . . ? Eu2 O6 C15 O8 -176.0(5) . . . . ? Eu2 O6 C15 C14 6.3(6) . . . . ? C1 C6 C5 C4 -4.1(8) . . . . ? C1 C6 C5 C7 178.1(5) . . . . ? O4 C7 C5 C4 -156.9(5) . . . . ? O3 C7 C5 C4 22.5(8) . . . . ? O4 C7 C5 C6 21.0(8) . . . . ? O3 C7 C5 C6 -159.6(5) . . . . ? Eu1 O11 C17 O14 -166.8(4) . . . 4_465 ? Eu1 O11 C17 C16 13.8(6) . . . . ? O12 C16 C17 O14 172.9(5) . . . 4_465 ? O13 C16 C17 O14 -6.9(7) 4_465 . . 4_465 ? O12 C16 C17 O11 -7.7(7) . . . . ? O13 C16 C17 O11 172.6(5) 4_465 . . . ? C6 C1 C2 C3 -0.9(8) . . . . ? C8 C1 C2 C3 178.9(5) . . . . ? C4 C3 C2 C1 -1.7(7) . . . . ? C11 C3 C2 C1 178.9(5) . . . . ? C13 C12 C11 C10 -2.6(8) . . . . ? C13 C12 C11 C3 177.9(5) . . . . ? C4 C3 C11 C10 -180.0(5) . . . . ? C2 C3 C11 C10 -0.6(8) . . . . ? C4 C3 C11 C12 -0.6(7) . . . . ? C2 C3 C11 C12 178.8(5) . . . . ? C6 C5 C4 C3 1.4(8) . . . . ? C7 C5 C4 C3 179.2(5) . . . . ? C2 C3 C4 C5 1.5(7) . . . . ? C11 C3 C4 C5 -179.1(5) . . . . ? Eu2 O5 C14 O7 164.4(4) . . . . ? Eu2 O5 C14 C15 -17.2(7) . . . . ? Eu1 O7 C14 O5 159.6(4) . . . . ? Eu1 O7 C14 C15 -18.8(6) . . . . ? O8 C15 C14 O5 -171.1(5) . . . . ? O6 C15 C14 O5 6.9(8) . . . . ? O8 C15 C14 O7 7.4(8) . . . . ? O6 C15 C14 O7 -174.6(5) . . . . ? C12 C11 C10 C9 3.0(8) . . . . ? C3 C11 C10 C9 -177.6(5) . . . . ? C13 N1 C9 C10 0.5(9) . . . . ? C11 C10 C9 N1 -2.0(9) . . . . ? C9 N1 C13 C12 -0.2(9) . . . . ? C11 C12 C13 N1 1.3(9) . . . . ? Eu2 O10 C18 O9 160.0(4) . . . 3_656 ? Eu2 O10 C18 C18 -20.0(7) . . . 3_656 ? Eu2 O10 C18 Eu2 -150.3(11) . . . 3_656 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.849 _refine_diff_density_min -1.206 _refine_diff_density_rms 0.150 _database_code_depnum_ccdc_archive 'CCDC 957780' ####################################################################### # # 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_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Gd2 N O19' _chemical_formula_weight 866.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Gd Gd -0.1653 3.9035 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 6.6750(13) _cell_length_b 30.726(6) _cell_length_c 12.841(4) _cell_angle_alpha 90.00 _cell_angle_beta 120.81(2) _cell_angle_gamma 90.00 _cell_volume 2262.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5184 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 27.50 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.545 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1652 _exptl_absorpt_coefficient_mu 5.916 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.290 _exptl_absorpt_correction_T_max 0.437 _exptl_absorpt_process_details SADABS _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 21727 _diffrn_reflns_av_R_equivalents 0.0796 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5184 _reflns_number_gt 4806 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+81.4231P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5184 _refine_ls_number_parameters 371 _refine_ls_number_restraints 115 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_ref 0.1450 _refine_ls_wR_factor_gt 0.1432 _refine_ls_goodness_of_fit_ref 1.179 _refine_ls_restrained_S_all 1.167 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group H1 H 0.59(3) 1.1606(10) 0.391(15) 0.05(5) Uiso 1 1 d D . . N1 N 0.602(2) 1.1332(4) 0.4034(11) 0.035(2) Uani 1 1 d D . . C9 C 0.520(2) 1.1024(4) 0.3147(12) 0.030(3) Uani 1 1 d U . . H9 H 0.4286 1.1105 0.2337 0.036 Uiso 1 1 calc R . . C13 C 0.733(2) 1.1229(4) 0.5201(12) 0.033(3) Uani 1 1 d U . . H13 H 0.7853 1.1446 0.5789 0.039 Uiso 1 1 calc R . . Gd1 Gd 1.29303(9) 0.916136(16) 1.04359(4) 0.01628(14) Uani 1 1 d . . . Gd2 Gd 0.92126(9) 0.753981(16) 1.19236(5) 0.01673(14) Uani 1 1 d . . . O1 O 1.2135(16) 0.9597(3) 0.8646(7) 0.0316(19) Uani 1 1 d . . . O2 O 1.0594(16) 0.8941(2) 0.8235(7) 0.0265(18) Uani 1 1 d . . . O3 O 0.5492(17) 0.9005(3) 0.2454(7) 0.035(2) Uani 1 1 d . . . O4 O 0.6421(18) 0.8489(3) 0.3817(8) 0.035(2) Uani 1 1 d . . . O5 O 1.2337(19) 0.8389(3) 1.0368(8) 0.037(2) Uani 1 1 d . . . O6 O 1.0691(18) 0.8923(3) 1.1414(10) 0.040(2) Uani 1 1 d . . . O7 O 0.9606(15) 0.8336(3) 1.2069(8) 0.0279(18) Uani 1 1 d . . . O8 O 1.1684(15) 0.7817(3) 1.1243(9) 0.0312(19) Uani 1 1 d . . . O9 O 0.6560(15) 0.7865(3) 0.9851(8) 0.037(2) Uani 1 1 d . . . O10 O 0.5196(15) 0.7195(3) 1.0709(7) 0.0286(18) Uani 1 1 d . . . O11 O 1.1596(14) 0.7770(2) 1.4070(7) 0.0247(17) Uani 1 1 d . . . O12 O 1.3096(15) 0.7162(3) 1.3109(8) 0.035(2) Uani 1 1 d . . . O13 O 0.8945(16) 0.9477(3) 0.9442(8) 0.0320(19) Uani 1 1 d . . . O14 O 1.2864(16) 0.9879(3) 1.1156(8) 0.033(2) Uani 1 1 d . . . O15 O 1.5402(19) 0.8788(3) 0.9773(11) 0.049(3) Uani 1 1 d D . . H15A H 1.5226 0.8514 0.9652 0.074 Uiso 1 1 d RD . . O16 O 1.6653(18) 0.9541(3) 1.1068(10) 0.042(2) Uani 1 1 d D . . H16A H 1.7352 0.9764 1.1493 0.063 Uiso 1 1 d RD . . O17 O 0.9542(16) 0.7021(3) 1.0616(8) 0.034(2) Uani 1 1 d . . . H17A H 0.8369 0.6869 1.0129 0.051 Uiso 1 1 d R . . H17B H 1.0833 0.6991 1.0642 0.051 Uiso 1 1 d R . . O18 O 0.8598(17) 0.6926(3) 1.2985(9) 0.046(3) Uani 1 1 d . . . H18A H 0.7303 0.6791 1.2645 0.069 Uiso 1 1 d R . . H18B H 0.9681 0.6850 1.3688 0.069 Uiso 1 1 d R . . O19 O 0.6619(14) 0.7799(3) 1.2563(8) 0.032(2) Uani 1 1 d . . . H19A H 0.5225 0.7705 1.2218 0.038 Uiso 1 1 d R . . H19B H 0.7091 0.7984 1.3134 0.038 Uiso 1 1 d R . . C3 C 0.7533(19) 0.9997(3) 0.5022(9) 0.018(2) Uani 1 1 d U . . C4 C 0.888(2) 0.9872(4) 0.6247(10) 0.024(2) Uani 1 1 d U . . H4 H 0.9479 1.0083 0.6850 0.029 Uiso 1 1 calc R . . C5 C 0.9314(19) 0.9433(4) 0.6567(9) 0.019(2) Uani 1 1 d U . . C6 C 0.832(2) 0.9118(3) 0.5705(9) 0.027(3) Uani 1 1 d U . . H6 H 0.8376 0.8829 0.5937 0.032 Uiso 1 1 calc R . . C1 C 0.7195(19) 0.9225(3) 0.4470(9) 0.020(2) Uani 1 1 d U . . C2 C 0.6711(18) 0.9664(3) 0.4148(9) 0.017(2) Uani 1 1 d U . . H2 H 0.5818 0.9738 0.3332 0.020 Uiso 1 1 calc R . . C7 C 0.6299(19) 0.8879(4) 0.3517(10) 0.021(2) Uani 1 1 d U . . C8 C 1.071(2) 0.9315(4) 0.7888(10) 0.026(2) Uani 1 1 d U . . C14 C 1.160(2) 0.8220(4) 1.1004(11) 0.025(2) Uani 1 1 d U . . C15 C 1.058(2) 0.8524(4) 1.1572(11) 0.027(2) Uani 1 1 d U . . C16 C 0.454(2) 0.7714(4) 0.9172(10) 0.024(2) Uani 1 1 d U . . C17 C 0.372(2) 0.7348(4) 0.9669(10) 0.023(2) Uani 1 1 d U . . C18 C 0.889(2) 0.9886(4) 0.9513(10) 0.025(2) Uani 1 1 d U . . C11 C 0.7034(18) 1.0462(3) 0.4664(9) 0.018(2) Uani 1 1 d U . . C12 C 0.790(2) 1.0799(4) 0.5542(11) 0.028(2) Uani 1 1 d U . . H12 H 0.8871 1.0730 0.6356 0.033 Uiso 1 1 calc R . . C10 C 0.571(2) 1.0591(4) 0.3454(11) 0.028(2) Uani 1 1 d U . . H10 H 0.5174 1.0382 0.2845 0.033 Uiso 1 1 calc R . . H16B H 1.772(5) 0.939(2) 1.107(11) 0.033 Uiso 1 1 d D . . H15B H 1.60(2) 0.8816(8) 1.054(2) 0.033 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.036(6) 0.023(5) 0.040(6) 0.004(5) 0.015(5) 0.001(5) C9 0.028(5) 0.028(5) 0.032(5) 0.009(4) 0.014(5) 0.004(4) C13 0.034(6) 0.027(5) 0.032(6) -0.004(4) 0.013(5) -0.003(5) Gd1 0.0200(3) 0.0142(2) 0.0117(2) 0.00099(17) 0.0059(2) 0.00048(18) Gd2 0.0150(3) 0.0158(2) 0.0140(2) 0.00091(18) 0.0036(2) -0.00080(18) O1 0.034(5) 0.032(5) 0.019(4) -0.001(3) 0.007(4) -0.006(4) O2 0.042(5) 0.017(4) 0.015(4) 0.000(3) 0.011(4) -0.002(3) O3 0.045(6) 0.033(5) 0.012(4) 0.004(3) 0.004(4) 0.002(4) O4 0.055(6) 0.020(4) 0.021(4) 0.000(3) 0.013(4) 0.006(4) O5 0.067(7) 0.025(4) 0.026(4) -0.005(3) 0.029(5) -0.012(4) O6 0.044(6) 0.025(4) 0.060(6) 0.007(4) 0.035(5) 0.000(4) O7 0.034(5) 0.022(4) 0.034(5) 0.002(3) 0.022(4) 0.000(3) O8 0.032(5) 0.025(4) 0.047(5) 0.002(4) 0.028(4) -0.002(4) O9 0.022(4) 0.039(5) 0.029(5) 0.007(4) -0.003(4) -0.008(4) O10 0.027(4) 0.032(4) 0.017(4) 0.005(3) 0.004(3) 0.001(4) O11 0.020(4) 0.021(4) 0.020(4) 0.002(3) 0.001(3) 0.011(3) O12 0.027(5) 0.041(5) 0.026(4) -0.007(4) 0.006(4) 0.007(4) O13 0.032(5) 0.024(4) 0.038(5) 0.000(4) 0.017(4) 0.005(4) O14 0.036(5) 0.025(4) 0.023(4) -0.002(3) 0.005(4) 0.012(4) O15 0.041(6) 0.045(6) 0.066(7) -0.010(5) 0.031(6) 0.007(5) O16 0.043(6) 0.035(5) 0.053(6) -0.010(5) 0.028(5) -0.010(4) O17 0.031(5) 0.037(5) 0.029(5) -0.008(4) 0.011(4) -0.003(4) O18 0.029(5) 0.054(6) 0.036(5) 0.020(5) 0.003(4) -0.008(5) O19 0.020(4) 0.035(5) 0.039(5) -0.014(4) 0.014(4) -0.006(4) C3 0.022(5) 0.017(4) 0.019(4) 0.000(4) 0.012(4) 0.001(4) C4 0.028(5) 0.022(5) 0.018(5) 0.000(4) 0.008(4) 0.000(4) C5 0.022(5) 0.024(5) 0.013(4) 0.005(4) 0.010(4) 0.005(4) C6 0.039(6) 0.013(4) 0.013(4) 0.002(4) 0.003(4) -0.012(4) C1 0.023(5) 0.022(5) 0.017(4) 0.004(4) 0.012(4) 0.001(4) C2 0.020(5) 0.015(4) 0.014(4) 0.001(3) 0.007(4) 0.000(3) C7 0.022(5) 0.022(5) 0.017(4) -0.003(4) 0.008(4) 0.006(4) C8 0.019(5) 0.022(5) 0.018(5) 0.004(4) -0.002(4) 0.011(4) C14 0.020(5) 0.026(5) 0.028(5) -0.004(4) 0.012(4) -0.008(4) C15 0.026(5) 0.024(5) 0.028(5) -0.001(4) 0.012(4) -0.002(4) C16 0.022(5) 0.024(5) 0.021(5) -0.001(4) 0.005(4) 0.002(4) C17 0.020(5) 0.023(5) 0.025(5) -0.005(4) 0.010(4) -0.004(4) C18 0.024(5) 0.029(5) 0.024(5) 0.002(4) 0.013(4) 0.005(4) C11 0.019(5) 0.019(4) 0.018(4) -0.002(4) 0.011(4) 0.000(4) C12 0.032(6) 0.024(5) 0.021(5) -0.005(4) 0.009(4) -0.003(4) C10 0.029(5) 0.024(5) 0.024(5) 0.003(4) 0.010(4) 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 N1 C13 1.330(17) . ? N1 C9 1.364(17) . ? N1 H1 0.851(10) . ? C9 C10 1.380(16) . ? C9 H9 0.9300 . ? C13 C12 1.383(17) . ? C13 H13 0.9300 . ? Gd1 O3 2.309(8) 1_656 ? Gd1 O5 2.399(8) . ? Gd1 O14 2.402(8) . ? Gd1 O1 2.471(9) . ? Gd1 O16 2.475(10) . ? Gd1 O13 2.484(9) . ? Gd1 O15 2.490(10) . ? Gd1 O6 2.504(10) . ? Gd1 O2 2.522(8) . ? Gd1 C8 2.856(11) . ? Gd1 H15B 2.27(14) . ? Gd2 O8 2.384(8) . ? Gd2 O19 2.401(8) . ? Gd2 O17 2.405(9) . ? Gd2 O7 2.459(8) . ? Gd2 O11 2.477(8) . ? Gd2 O18 2.481(9) . ? Gd2 O12 2.519(9) . ? Gd2 O9 2.528(9) . ? Gd2 O10 2.541(9) . ? O1 C8 1.286(14) . ? O2 C8 1.249(14) . ? O3 C7 1.245(13) . ? O3 Gd1 2.309(8) 1_454 ? O4 C7 1.250(14) . ? O5 C14 1.261(14) . ? O6 C15 1.252(14) . ? O7 C15 1.261(15) . ? O8 C14 1.271(14) . ? O9 C16 1.262(14) . ? O10 C17 1.276(14) . ? O11 C17 1.271(13) 4_676 ? O12 C16 1.261(14) 4_676 ? O13 C18 1.259(14) . ? O14 C18 1.264(14) 3_777 ? O15 H15A 0.8539 . ? O15 H15B 0.852(10) . ? O16 H16A 0.8516 . ? O16 H16B 0.851(10) . ? O17 H17A 0.8500 . ? O17 H17B 0.8500 . ? O18 H18A 0.8501 . ? O18 H18B 0.8500 . ? O19 H19A 0.8500 . ? O19 H19B 0.8500 . ? C3 C2 1.406(14) . ? C3 C4 1.408(15) . ? C3 C11 1.484(14) . ? C4 C5 1.395(15) . ? C4 H4 0.9300 . ? C5 C6 1.361(15) . ? C5 C8 1.503(14) . ? C6 C1 1.403(14) . ? C6 H6 0.9300 . ? C1 C2 1.400(14) . ? C1 C7 1.494(15) . ? C2 H2 0.9300 . ? C14 C15 1.539(17) . ? C16 O12 1.261(14) 4_475 ? C16 C17 1.525(16) . ? C17 O11 1.271(13) 4_475 ? C18 O14 1.264(14) 3_777 ? C18 C18 1.54(2) 3_777 ? C11 C10 1.394(15) . ? C11 C12 1.417(15) . ? C12 H12 0.9300 . ? C10 H10 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 N1 C9 121.7(11) . . ? C13 N1 H1 113(10) . . ? C9 N1 H1 125(10) . . ? N1 C9 C10 119.7(11) . . ? N1 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? N1 C13 C12 120.0(12) . . ? N1 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? O3 Gd1 O5 81.3(3) 1_656 . ? O3 Gd1 O14 84.7(3) 1_656 . ? O5 Gd1 O14 152.5(3) . . ? O3 Gd1 O1 147.1(3) 1_656 . ? O5 Gd1 O1 123.3(3) . . ? O14 Gd1 O1 79.8(3) . . ? O3 Gd1 O16 71.8(4) 1_656 . ? O5 Gd1 O16 126.6(4) . . ? O14 Gd1 O16 69.8(3) . . ? O1 Gd1 O16 75.6(3) . . ? O3 Gd1 O13 129.8(3) 1_656 . ? O5 Gd1 O13 104.7(3) . . ? O14 Gd1 O13 67.2(3) . . ? O1 Gd1 O13 69.3(3) . . ? O16 Gd1 O13 128.0(3) . . ? O3 Gd1 O15 92.8(4) 1_656 . ? O5 Gd1 O15 70.0(4) . . ? O14 Gd1 O15 134.5(4) . . ? O1 Gd1 O15 78.2(4) . . ? O16 Gd1 O15 66.4(4) . . ? O13 Gd1 O15 136.6(3) . . ? O3 Gd1 O6 70.5(4) 1_656 . ? O5 Gd1 O6 66.4(3) . . ? O14 Gd1 O6 86.7(3) . . ? O1 Gd1 O6 136.5(3) . . ? O16 Gd1 O6 136.9(4) . . ? O13 Gd1 O6 67.4(3) . . ? O15 Gd1 O6 135.0(3) . . ? O3 Gd1 O2 151.5(3) 1_656 . ? O5 Gd1 O2 72.4(3) . . ? O14 Gd1 O2 123.7(3) . . ? O1 Gd1 O2 52.3(3) . . ? O16 Gd1 O2 115.8(3) . . ? O13 Gd1 O2 69.2(3) . . ? O15 Gd1 O2 68.4(3) . . ? O6 Gd1 O2 107.3(3) . . ? O3 Gd1 C8 166.3(4) 1_656 . ? O5 Gd1 C8 98.2(3) . . ? O14 Gd1 C8 100.9(3) . . ? O1 Gd1 C8 26.7(3) . . ? O16 Gd1 C8 98.2(4) . . ? O13 Gd1 C8 63.7(3) . . ? O15 Gd1 C8 74.3(4) . . ? O6 Gd1 C8 122.0(4) . . ? O2 Gd1 C8 25.9(3) . . ? O3 Gd1 H15B 73.1(5) 1_656 . ? O5 Gd1 H15B 70.7(17) . . ? O14 Gd1 H15B 127.0(17) . . ? O1 Gd1 H15B 93.5(11) . . ? O16 Gd1 H15B 57.8(17) . . ? O13 Gd1 H15B 156.6(5) . . ? O15 Gd1 H15B 20.0(4) . . ? O6 Gd1 H15B 126.6(14) . . ? O2 Gd1 H15B 87.8(7) . . ? C8 Gd1 H15B 93.7(5) . . ? O8 Gd2 O19 139.7(3) . . ? O8 Gd2 O17 69.7(3) . . ? O19 Gd2 O17 143.0(3) . . ? O8 Gd2 O7 66.8(3) . . ? O19 Gd2 O7 73.2(3) . . ? O17 Gd2 O7 131.9(3) . . ? O8 Gd2 O11 97.8(3) . . ? O19 Gd2 O11 71.9(3) . . ? O17 Gd2 O11 136.9(3) . . ? O7 Gd2 O11 69.4(3) . . ? O8 Gd2 O18 144.4(3) . . ? O19 Gd2 O18 73.3(4) . . ? O17 Gd2 O18 88.9(4) . . ? O7 Gd2 O18 139.1(3) . . ? O11 Gd2 O18 78.4(3) . . ? O8 Gd2 O12 72.2(3) . . ? O19 Gd2 O12 130.2(3) . . ? O17 Gd2 O12 71.5(3) . . ? O7 Gd2 O12 112.1(3) . . ? O11 Gd2 O12 65.4(3) . . ? O18 Gd2 O12 74.1(3) . . ? O8 Gd2 O9 73.5(3) . . ? O19 Gd2 O9 89.4(3) . . ? O17 Gd2 O9 78.0(3) . . ? O7 Gd2 O9 71.1(3) . . ? O11 Gd2 O9 139.7(3) . . ? O18 Gd2 O9 130.9(3) . . ? O12 Gd2 O9 140.2(3) . . ? O8 Gd2 O10 129.4(3) . . ? O19 Gd2 O10 68.2(3) . . ? O17 Gd2 O10 75.0(3) . . ? O7 Gd2 O10 120.0(3) . . ? O11 Gd2 O10 132.6(3) . . ? O18 Gd2 O10 66.5(3) . . ? O12 Gd2 O10 127.9(3) . . ? O9 Gd2 O10 64.4(3) . . ? C8 O1 Gd1 93.6(7) . . ? C8 O2 Gd1 92.1(7) . . ? C7 O3 Gd1 162.0(9) . 1_454 ? C14 O5 Gd1 119.7(8) . . ? C15 O6 Gd1 117.8(8) . . ? C15 O7 Gd2 118.6(7) . . ? C14 O8 Gd2 118.9(7) . . ? C16 O9 Gd2 120.4(8) . . ? C17 O10 Gd2 119.8(7) . . ? C17 O11 Gd2 118.3(7) 4_676 . ? C16 O12 Gd2 119.5(8) 4_676 . ? C18 O13 Gd1 114.6(8) . . ? C18 O14 Gd1 117.2(7) 3_777 . ? Gd1 O15 H15A 117.6 . . ? Gd1 O15 H15B 66(10) . . ? H15A O15 H15B 104.5 . . ? Gd1 O16 H16A 135.9 . . ? Gd1 O16 H16B 116(3) . . ? H16A O16 H16B 105.0 . . ? Gd2 O17 H17A 120.0 . . ? Gd2 O17 H17B 120.0 . . ? H17A O17 H17B 120.0 . . ? Gd2 O18 H18A 119.9 . . ? Gd2 O18 H18B 120.1 . . ? H18A O18 H18B 120.0 . . ? Gd2 O19 H19A 119.8 . . ? Gd2 O19 H19B 120.2 . . ? H19A O19 H19B 120.0 . . ? C2 C3 C4 117.2(10) . . ? C2 C3 C11 121.3(9) . . ? C4 C3 C11 121.6(10) . . ? C5 C4 C3 120.7(10) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 120.5(10) . . ? C6 C5 C8 120.5(10) . . ? C4 C5 C8 118.8(10) . . ? C5 C6 C1 120.5(10) . . ? C5 C6 H6 119.7 . . ? C1 C6 H6 119.7 . . ? C2 C1 C6 117.9(10) . . ? C2 C1 C7 120.6(9) . . ? C6 C1 C7 121.1(10) . . ? C1 C2 C3 122.0(10) . . ? C1 C2 H2 119.0 . . ? C3 C2 H2 119.0 . . ? O3 C7 O4 124.0(10) . . ? O3 C7 C1 116.4(10) . . ? O4 C7 C1 119.7(10) . . ? O2 C8 O1 120.5(10) . . ? O2 C8 C5 120.6(10) . . ? O1 C8 C5 118.8(10) . . ? O2 C8 Gd1 61.9(6) . . ? O1 C8 Gd1 59.7(6) . . ? C5 C8 Gd1 172.2(8) . . ? O5 C14 O8 125.1(11) . . ? O5 C14 C15 118.0(10) . . ? O8 C14 C15 116.8(10) . . ? O6 C15 O7 128.1(12) . . ? O6 C15 C14 116.2(11) . . ? O7 C15 C14 115.6(10) . . ? O12 C16 O9 126.1(12) 4_475 . ? O12 C16 C17 116.0(10) 4_475 . ? O9 C16 C17 117.9(10) . . ? O11 C17 O10 123.6(11) 4_475 . ? O11 C17 C16 119.0(10) 4_475 . ? O10 C17 C16 117.3(10) . . ? O13 C18 O14 124.9(11) . 3_777 ? O13 C18 C18 117.5(13) . 3_777 ? O14 C18 C18 117.6(13) 3_777 3_777 ? C10 C11 C12 116.5(10) . . ? C10 C11 C3 122.2(10) . . ? C12 C11 C3 121.4(10) . . ? C13 C12 C11 120.8(11) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C9 C10 C11 121.1(11) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 N1 C9 C10 0(2) . . . . ? C9 N1 C13 C12 1(2) . . . . ? O3 Gd1 O1 C8 155.1(7) 1_656 . . . ? O5 Gd1 O1 C8 22.2(9) . . . . ? O14 Gd1 O1 C8 -141.6(8) . . . . ? O16 Gd1 O1 C8 146.8(8) . . . . ? O13 Gd1 O1 C8 -72.3(7) . . . . ? O15 Gd1 O1 C8 78.5(7) . . . . ? O6 Gd1 O1 C8 -67.6(9) . . . . ? O2 Gd1 O1 C8 6.8(7) . . . . ? O3 Gd1 O2 C8 -150.2(8) 1_656 . . . ? O5 Gd1 O2 C8 -173.6(8) . . . . ? O14 Gd1 O2 C8 31.2(8) . . . . ? O1 Gd1 O2 C8 -7.0(7) . . . . ? O16 Gd1 O2 C8 -50.8(8) . . . . ? O13 Gd1 O2 C8 72.4(7) . . . . ? O15 Gd1 O2 C8 -98.7(8) . . . . ? O6 Gd1 O2 C8 129.0(7) . . . . ? O3 Gd1 O5 C14 60.1(10) 1_656 . . . ? O14 Gd1 O5 C14 -0.2(14) . . . . ? O1 Gd1 O5 C14 -143.6(9) . . . . ? O16 Gd1 O5 C14 119.6(10) . . . . ? O13 Gd1 O5 C14 -68.9(10) . . . . ? O15 Gd1 O5 C14 156.3(10) . . . . ? O6 Gd1 O5 C14 -12.3(9) . . . . ? O2 Gd1 O5 C14 -130.9(10) . . . . ? C8 Gd1 O5 C14 -133.7(10) . . . . ? O3 Gd1 O6 C15 -79.0(10) 1_656 . . . ? O5 Gd1 O6 C15 9.9(9) . . . . ? O14 Gd1 O6 C15 -164.6(10) . . . . ? O1 Gd1 O6 C15 124.0(9) . . . . ? O16 Gd1 O6 C15 -109.2(10) . . . . ? O13 Gd1 O6 C15 128.8(10) . . . . ? O15 Gd1 O6 C15 -5.4(12) . . . . ? O2 Gd1 O6 C15 71.0(10) . . . . ? C8 Gd1 O6 C15 94.7(10) . . . . ? O8 Gd2 O7 C15 10.3(9) . . . . ? O19 Gd2 O7 C15 -164.6(9) . . . . ? O17 Gd2 O7 C15 -16.4(10) . . . . ? O11 Gd2 O7 C15 118.9(9) . . . . ? O18 Gd2 O7 C15 159.2(8) . . . . ? O12 Gd2 O7 C15 68.1(9) . . . . ? O9 Gd2 O7 C15 -69.3(9) . . . . ? O10 Gd2 O7 C15 -113.0(9) . . . . ? O19 Gd2 O8 C14 -8.9(11) . . . . ? O17 Gd2 O8 C14 142.8(10) . . . . ? O7 Gd2 O8 C14 -16.4(8) . . . . ? O11 Gd2 O8 C14 -79.9(9) . . . . ? O18 Gd2 O8 C14 -160.8(8) . . . . ? O12 Gd2 O8 C14 -141.0(9) . . . . ? O9 Gd2 O8 C14 59.7(9) . . . . ? O10 Gd2 O8 C14 94.2(9) . . . . ? O8 Gd2 O9 C16 150.3(10) . . . . ? O19 Gd2 O9 C16 -66.8(10) . . . . ? O17 Gd2 O9 C16 78.2(10) . . . . ? O7 Gd2 O9 C16 -139.2(10) . . . . ? O11 Gd2 O9 C16 -127.3(9) . . . . ? O18 Gd2 O9 C16 0.3(12) . . . . ? O12 Gd2 O9 C16 118.6(10) . . . . ? O10 Gd2 O9 C16 -0.7(9) . . . . ? O8 Gd2 O10 C17 -39.2(10) . . . . ? O19 Gd2 O10 C17 98.1(9) . . . . ? O17 Gd2 O10 C17 -85.9(9) . . . . ? O7 Gd2 O10 C17 44.1(9) . . . . ? O11 Gd2 O10 C17 132.9(8) . . . . ? O18 Gd2 O10 C17 178.7(10) . . . . ? O12 Gd2 O10 C17 -137.2(8) . . . . ? O9 Gd2 O10 C17 -2.2(8) . . . . ? O8 Gd2 O11 C17 -54.6(8) . . . 4_676 ? O19 Gd2 O11 C17 165.5(9) . . . 4_676 ? O17 Gd2 O11 C17 13.9(10) . . . 4_676 ? O7 Gd2 O11 C17 -116.1(9) . . . 4_676 ? O18 Gd2 O11 C17 89.5(8) . . . 4_676 ? O12 Gd2 O11 C17 11.8(8) . . . 4_676 ? O9 Gd2 O11 C17 -128.2(8) . . . 4_676 ? O10 Gd2 O11 C17 131.6(8) . . . 4_676 ? O8 Gd2 O12 C16 100.5(10) . . . 4_676 ? O19 Gd2 O12 C16 -40.5(11) . . . 4_676 ? O17 Gd2 O12 C16 174.4(10) . . . 4_676 ? O7 Gd2 O12 C16 45.8(10) . . . 4_676 ? O11 Gd2 O12 C16 -7.1(9) . . . 4_676 ? O18 Gd2 O12 C16 -91.3(10) . . . 4_676 ? O9 Gd2 O12 C16 132.5(9) . . . 4_676 ? O10 Gd2 O12 C16 -133.0(9) . . . 4_676 ? O3 Gd1 O13 C18 81.1(9) 1_656 . . . ? O5 Gd1 O13 C18 172.0(8) . . . . ? O14 Gd1 O13 C18 19.8(8) . . . . ? O1 Gd1 O13 C18 -67.5(8) . . . . ? O16 Gd1 O13 C18 -16.7(10) . . . . ? O15 Gd1 O13 C18 -111.7(9) . . . . ? O6 Gd1 O13 C18 116.0(9) . . . . ? O2 Gd1 O13 C18 -123.8(9) . . . . ? C8 Gd1 O13 C18 -96.1(9) . . . . ? O3 Gd1 O14 C18 -157.6(9) 1_656 . . 3_777 ? O5 Gd1 O14 C18 -98.0(11) . . . 3_777 ? O1 Gd1 O14 C18 51.6(9) . . . 3_777 ? O16 Gd1 O14 C18 129.9(10) . . . 3_777 ? O13 Gd1 O14 C18 -20.1(9) . . . 3_777 ? O15 Gd1 O14 C18 113.7(9) . . . 3_777 ? O6 Gd1 O14 C18 -86.9(9) . . . 3_777 ? O2 Gd1 O14 C18 21.7(10) . . . 3_777 ? C8 Gd1 O14 C18 35.1(10) . . . 3_777 ? C2 C3 C4 C5 -1.4(17) . . . . ? C11 C3 C4 C5 179.5(10) . . . . ? C3 C4 C5 C6 -4.6(18) . . . . ? C3 C4 C5 C8 -178.6(11) . . . . ? C4 C5 C6 C1 12.0(19) . . . . ? C8 C5 C6 C1 -174.1(11) . . . . ? C5 C6 C1 C2 -13.1(18) . . . . ? C5 C6 C1 C7 173.9(11) . . . . ? C6 C1 C2 C3 7.1(17) . . . . ? C7 C1 C2 C3 -179.8(10) . . . . ? C4 C3 C2 C1 -0.1(16) . . . . ? C11 C3 C2 C1 179.0(10) . . . . ? Gd1 O3 C7 O4 69(3) 1_454 . . . ? Gd1 O3 C7 C1 -112(3) 1_454 . . . ? C2 C1 C7 O3 12.5(16) . . . . ? C6 C1 C7 O3 -174.7(12) . . . . ? C2 C1 C7 O4 -168.6(11) . . . . ? C6 C1 C7 O4 4.3(18) . . . . ? Gd1 O2 C8 O1 12.5(12) . . . . ? Gd1 O2 C8 C5 -171.5(10) . . . . ? Gd1 O1 C8 O2 -12.7(13) . . . . ? Gd1 O1 C8 C5 171.2(9) . . . . ? C6 C5 C8 O2 -14.8(18) . . . . ? C4 C5 C8 O2 159.3(12) . . . . ? C6 C5 C8 O1 161.3(12) . . . . ? C4 C5 C8 O1 -24.6(17) . . . . ? C6 C5 C8 Gd1 -122(6) . . . . ? C4 C5 C8 Gd1 52(7) . . . . ? O3 Gd1 C8 O2 93.0(16) 1_656 . . . ? O5 Gd1 C8 O2 6.1(8) . . . . ? O14 Gd1 C8 O2 -154.0(7) . . . . ? O1 Gd1 C8 O2 167.6(12) . . . . ? O16 Gd1 C8 O2 135.2(7) . . . . ? O13 Gd1 C8 O2 -96.3(8) . . . . ? O15 Gd1 C8 O2 72.6(7) . . . . ? O6 Gd1 C8 O2 -61.0(8) . . . . ? O3 Gd1 C8 O1 -74.6(16) 1_656 . . . ? O5 Gd1 C8 O1 -161.4(7) . . . . ? O14 Gd1 C8 O1 38.5(8) . . . . ? O16 Gd1 C8 O1 -32.4(8) . . . . ? O13 Gd1 C8 O1 96.1(7) . . . . ? O15 Gd1 C8 O1 -94.9(8) . . . . ? O6 Gd1 C8 O1 131.4(7) . . . . ? O2 Gd1 C8 O1 -167.6(12) . . . . ? O3 Gd1 C8 C5 -156(6) 1_656 . . . ? O5 Gd1 C8 C5 117(6) . . . . ? O14 Gd1 C8 C5 -43(6) . . . . ? O1 Gd1 C8 C5 -81(6) . . . . ? O16 Gd1 C8 C5 -113(6) . . . . ? O13 Gd1 C8 C5 15(6) . . . . ? O15 Gd1 C8 C5 -176(6) . . . . ? O6 Gd1 C8 C5 50(6) . . . . ? O2 Gd1 C8 C5 111(6) . . . . ? Gd1 O5 C14 O8 -164.3(9) . . . . ? Gd1 O5 C14 C15 13.8(15) . . . . ? Gd2 O8 C14 O5 -161.4(10) . . . . ? Gd2 O8 C14 C15 20.5(14) . . . . ? Gd1 O6 C15 O7 178.1(10) . . . . ? Gd1 O6 C15 C14 -7.1(14) . . . . ? Gd2 O7 C15 O6 170.2(11) . . . . ? Gd2 O7 C15 C14 -4.6(14) . . . . ? O5 C14 C15 O6 -4.0(17) . . . . ? O8 C14 C15 O6 174.2(11) . . . . ? O5 C14 C15 O7 171.4(11) . . . . ? O8 C14 C15 O7 -10.3(16) . . . . ? Gd2 O9 C16 O12 -177.3(10) . . . 4_475 ? Gd2 O9 C16 C17 3.1(15) . . . . ? Gd2 O10 C17 O11 -171.3(8) . . . 4_475 ? Gd2 O10 C17 C16 4.5(13) . . . . ? O12 C16 C17 O11 -8.8(16) 4_475 . . 4_475 ? O9 C16 C17 O11 170.9(11) . . . 4_475 ? O12 C16 C17 O10 175.2(11) 4_475 . . . ? O9 C16 C17 O10 -5.1(16) . . . . ? Gd1 O13 C18 O14 161.9(10) . . . 3_777 ? Gd1 O13 C18 C18 -18.3(16) . . . 3_777 ? C2 C3 C11 C10 0.7(17) . . . . ? C4 C3 C11 C10 179.8(11) . . . . ? C2 C3 C11 C12 -178.7(11) . . . . ? C4 C3 C11 C12 0.4(17) . . . . ? N1 C13 C12 C11 -3(2) . . . . ? C10 C11 C12 C13 3.9(18) . . . . ? C3 C11 C12 C13 -176.7(11) . . . . ? N1 C9 C10 C11 1.3(19) . . . . ? C12 C11 C10 C9 -3.2(18) . . . . ? C3 C11 C10 C9 177.4(11) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.738 _refine_diff_density_min -2.968 _refine_diff_density_rms 0.288 _database_code_depnum_ccdc_archive 'CCDC 957781' ####################################################################### # # 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_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 N O19 Tb2' _chemical_formula_weight 870.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/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 6.6660(13) _cell_length_b 30.662(6) _cell_length_c 12.798(4) _cell_angle_alpha 90.00 _cell_angle_beta 120.79(2) _cell_angle_gamma 90.00 _cell_volume 2247.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5168 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 27.51 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1660 _exptl_absorpt_coefficient_mu 6.347 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.189 _exptl_absorpt_correction_T_max 0.340 _exptl_absorpt_process_details SADABS _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22910 _diffrn_reflns_av_R_equivalents 0.1125 _diffrn_reflns_av_sigmaI/netI 0.0871 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 27.51 _reflns_number_total 5168 _reflns_number_gt 3978 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0325P)^2^+15.8261P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5168 _refine_ls_number_parameters 387 _refine_ls_number_restraints 240 _refine_ls_R_factor_all 0.0825 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1277 _refine_ls_wR_factor_gt 0.1149 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.011 _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 O12 O 0.6903(13) 0.7836(2) 0.1910(7) 0.0318(18) Uani 1 1 d U . . O11 O 0.8383(12) 0.7237(2) 0.0960(6) 0.0244(16) Uani 1 1 d U . . O14 O 0.2832(12) 1.0128(2) 0.1152(7) 0.0272(16) Uani 1 1 d U . . Tb1 Tb -0.29174(8) 0.916157(15) -0.04322(4) 0.01778(13) Uani 1 1 d . . . Tb2 Tb 0.08047(8) 0.754090(14) -0.19071(4) 0.01735(13) Uani 1 1 d . . . O1 O -0.2158(12) 0.9597(2) 0.1339(6) 0.0261(16) Uani 1 1 d U . . O2 O -0.0562(12) 0.8940(2) 0.1767(6) 0.0250(16) Uani 1 1 d U . . O3 O 0.4488(13) 0.9004(2) 0.7575(7) 0.0324(18) Uani 1 1 d U . . O4 O 0.3554(13) 0.8484(2) 0.6203(7) 0.0315(17) Uani 1 1 d U . . O5 O -0.0669(14) 0.8925(3) -0.1404(7) 0.0339(18) Uani 1 1 d U . . O6 O -0.2330(14) 0.8390(3) -0.0364(7) 0.0339(18) Uani 1 1 d U . . O7 O -0.1694(12) 0.7816(2) -0.1246(6) 0.0252(16) Uani 1 1 d U . . O8 O 0.0410(13) 0.8334(2) -0.2053(7) 0.0282(17) Uani 1 1 d U . . O9 O 0.3433(13) 0.7867(2) 0.0166(7) 0.0303(17) Uani 1 1 d U . . O10 O 0.4783(12) 0.7199(2) -0.0691(6) 0.0236(15) Uani 1 1 d U . . O13 O 0.1051(12) 0.9481(2) 0.0570(6) 0.0255(16) Uani 1 1 d U . . O15 O -0.6653(16) 0.9544(3) -0.1085(8) 0.039(2) Uani 1 1 d DU . . O16 O -0.5378(15) 0.8790(3) 0.0212(8) 0.043(2) Uani 1 1 d DU . . O17 O 0.0476(14) 0.7020(2) -0.0614(7) 0.0293(17) Uani 1 1 d DU . . H17A H 0.1227 0.7060 0.0151 0.035 Uiso 1 1 d RD . . O18 O 0.1371(15) 0.6928(3) -0.2952(8) 0.042(2) Uani 1 1 d U . . H18A H 0.2644 0.6785 -0.2601 0.050 Uiso 1 1 d R . . H18B H 0.0297 0.6857 -0.3664 0.050 Uiso 1 1 d R . . O19 O 0.3360(13) 0.7792(3) -0.2538(7) 0.0298(17) Uani 1 1 d DU . . N1 N 0.3988(18) 1.1330(3) 0.5957(9) 0.035(2) Uani 1 1 d U . . C9 C 0.267(2) 1.1227(4) 0.4786(11) 0.035(3) Uani 1 1 d U . . H9 H 0.2113 1.1445 0.4198 0.041 Uiso 1 1 calc R . . C10 C 0.2116(19) 1.0794(3) 0.4443(10) 0.029(2) Uani 1 1 d U . . H10 H 0.1185 1.0723 0.3624 0.034 Uiso 1 1 calc R . . C11 C 0.2949(18) 1.0464(3) 0.5320(9) 0.024(2) Uani 1 1 d U . . C12 C 0.4301(19) 1.0597(3) 0.6544(10) 0.028(2) Uani 1 1 d U . . H12 H 0.4877 1.0389 0.7159 0.033 Uiso 1 1 calc R . . C13 C 0.4781(19) 1.1030(4) 0.6844(10) 0.030(2) Uani 1 1 d U . . H13 H 0.5650 1.1114 0.7655 0.036 Uiso 1 1 calc R . . C3 C 0.2464(17) 0.9996(3) 0.4976(9) 0.018(2) Uani 1 1 d U . . C4 C 0.3263(17) 0.9663(3) 0.5851(9) 0.021(2) Uani 1 1 d U . . H4 H 0.4112 0.9737 0.6671 0.026 Uiso 1 1 calc R . . C5 C 0.2825(17) 0.9227(3) 0.5529(9) 0.020(2) Uani 1 1 d U . . C6 C 0.1558(16) 0.9117(3) 0.4295(9) 0.019(2) Uani 1 1 d U . . H6 H 0.1311 0.8825 0.4063 0.023 Uiso 1 1 calc R . . C1 C 0.0683(16) 0.9437(3) 0.3430(8) 0.0165(19) Uani 1 1 d U . . C2 C 0.1108(18) 0.9874(3) 0.3753(9) 0.024(2) Uani 1 1 d U . . H2 H 0.0486 1.0088 0.3153 0.029 Uiso 1 1 calc R . . C7 C 0.3684(17) 0.8879(3) 0.6493(9) 0.020(2) Uani 1 1 d U . . C8 C -0.0753(17) 0.9317(3) 0.2125(9) 0.020(2) Uani 1 1 d U . . C14 C -0.0562(18) 0.8519(3) -0.1547(10) 0.025(2) Uani 1 1 d U . . C15 C -0.1616(18) 0.8218(3) -0.1007(9) 0.022(2) Uani 1 1 d U . . C16 C 0.5451(18) 0.7713(3) 0.0861(9) 0.023(2) Uani 1 1 d U . . C17 C 0.6276(17) 0.7351(3) 0.0333(9) 0.020(2) Uani 1 1 d U . . C18 C 0.1120(17) 0.9885(3) 0.0495(9) 0.022(2) Uani 1 1 d U . . H15B H -0.774(12) 0.940(3) -0.107(8) 0.027 Uiso 1 1 d D . . H15A H -0.607(15) 0.971(3) -0.046(5) 0.027 Uiso 1 1 d D . . H16A H -0.557(14) 0.8510(6) 0.009(9) 0.027 Uiso 1 1 d D . . H16B H -0.676(7) 0.887(2) 0.003(9) 0.027 Uiso 1 1 d D . . H19B H 0.446(12) 0.765(2) -0.253(9) 0.027 Uiso 1 1 d D . . H19A H 0.331(16) 0.8035(15) -0.287(8) 0.027 Uiso 1 1 d D . . H17B H -0.095(3) 0.702(7) -0.082(3) 0.15(9) Uiso 1 1 d D . . H1 H 0.436(18) 1.161(4) 0.614(10) 0.03(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O12 0.032(2) 0.032(2) 0.031(2) -0.0009(10) 0.0154(12) 0.0010(10) O11 0.0240(18) 0.0242(18) 0.0242(18) -0.0003(10) 0.0117(11) 0.0009(10) O14 0.0273(18) 0.0263(19) 0.0267(18) 0.0006(10) 0.0128(12) -0.0015(10) Tb1 0.0207(2) 0.0161(2) 0.0121(2) -0.00096(17) 0.00524(19) -0.00079(18) Tb2 0.0145(2) 0.0172(2) 0.0142(2) -0.00060(18) 0.00292(18) 0.00111(18) O1 0.0264(18) 0.0255(18) 0.0254(18) -0.0003(10) 0.0125(12) 0.0011(10) O2 0.0256(18) 0.0247(18) 0.0242(18) -0.0003(10) 0.0124(11) 0.0007(10) O3 0.033(2) 0.032(2) 0.031(2) -0.0005(10) 0.0156(12) 0.0002(10) O4 0.0323(19) 0.030(2) 0.0307(19) -0.0002(10) 0.0153(12) -0.0003(10) O5 0.034(2) 0.034(2) 0.034(2) -0.0008(10) 0.0177(12) 0.0003(10) O6 0.035(2) 0.034(2) 0.033(2) -0.0006(10) 0.0175(13) 0.0008(10) O7 0.0251(18) 0.0247(18) 0.0258(18) 0.0000(10) 0.0130(12) -0.0002(10) O8 0.0284(19) 0.0281(19) 0.0283(19) -0.0002(10) 0.0148(12) 0.0003(10) O9 0.0301(19) 0.0298(19) 0.0298(19) -0.0007(10) 0.0143(12) 0.0012(10) O10 0.0237(17) 0.0230(18) 0.0232(17) -0.0001(9) 0.0113(11) -0.0004(9) O13 0.0251(18) 0.0251(18) 0.0257(18) 0.0003(10) 0.0126(12) -0.0009(10) O15 0.039(2) 0.039(2) 0.040(2) 0.0001(10) 0.0202(13) -0.0001(10) O16 0.043(2) 0.043(2) 0.044(2) 0.0003(10) 0.0223(14) -0.0006(10) O17 0.0297(19) 0.0295(19) 0.0286(19) 0.0002(10) 0.0148(12) -0.0001(10) O18 0.041(2) 0.041(2) 0.041(2) -0.0013(10) 0.0202(13) 0.0007(10) O19 0.0292(19) 0.0298(19) 0.0305(19) 0.0011(10) 0.0153(12) -0.0002(10) N1 0.035(2) 0.035(2) 0.036(2) -0.0002(10) 0.0179(15) 0.0001(10) C9 0.035(3) 0.034(3) 0.034(3) 0.0002(10) 0.0176(16) 0.0000(10) C10 0.029(3) 0.028(3) 0.029(3) 0.0001(10) 0.0145(15) 0.0003(10) C11 0.024(2) 0.024(2) 0.024(2) -0.0003(10) 0.0124(14) 0.0002(10) C12 0.028(2) 0.028(3) 0.028(2) -0.0003(10) 0.0142(15) 0.0001(10) C13 0.030(3) 0.030(3) 0.030(3) -0.0001(10) 0.0152(15) 0.0000(10) C3 0.018(2) 0.018(2) 0.018(2) 0.0003(10) 0.0093(13) 0.0002(10) C4 0.022(2) 0.021(2) 0.021(2) -0.0001(10) 0.0107(13) 0.0001(10) C5 0.020(2) 0.020(2) 0.020(2) 0.0002(10) 0.0101(13) -0.0001(10) C6 0.019(2) 0.019(2) 0.019(2) -0.0002(10) 0.0095(13) 0.0000(10) C1 0.017(2) 0.016(2) 0.016(2) 0.0003(10) 0.0082(13) -0.0005(10) C2 0.024(2) 0.024(2) 0.024(2) 0.0002(10) 0.0123(14) 0.0001(10) C7 0.020(2) 0.020(2) 0.020(2) 0.0000(10) 0.0100(13) -0.0005(10) C8 0.020(2) 0.020(2) 0.020(2) 0.0002(10) 0.0099(13) -0.0004(10) C14 0.025(2) 0.025(2) 0.025(2) 0.0002(10) 0.0127(14) -0.0002(10) C15 0.022(2) 0.022(2) 0.022(2) 0.0002(10) 0.0107(14) 0.0002(10) C16 0.023(2) 0.023(2) 0.023(2) -0.0002(10) 0.0116(14) -0.0001(10) C17 0.020(2) 0.020(2) 0.020(2) 0.0003(10) 0.0097(13) 0.0000(10) C18 0.023(2) 0.022(2) 0.022(2) -0.0002(10) 0.0113(14) -0.0007(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 O12 C16 1.245(12) . ? O12 Tb2 2.521(8) 4_676 ? O11 C17 1.259(12) . ? O11 Tb2 2.452(7) 4_676 ? O14 C18 1.258(12) . ? O14 Tb1 2.377(7) 3_575 ? Tb1 O3 2.283(8) 1_454 ? Tb1 O14 2.377(7) 3_575 ? Tb1 O6 2.391(8) . ? Tb1 O1 2.450(7) . ? Tb1 O16 2.461(9) . ? Tb1 O13 2.475(7) . ? Tb1 O15 2.478(9) . ? Tb1 O5 2.495(8) . ? Tb1 O2 2.515(7) . ? Tb1 C8 2.861(10) . ? Tb2 O19 2.358(7) . ? Tb2 O7 2.376(7) . ? Tb2 O17 2.389(8) . ? Tb2 O8 2.443(7) . ? Tb2 O18 2.446(8) . ? Tb2 O11 2.452(7) 4_475 ? Tb2 O10 2.516(7) . ? Tb2 O9 2.520(8) . ? Tb2 O12 2.521(8) 4_475 ? O1 C8 1.288(11) . ? O2 C8 1.273(11) . ? O3 C7 1.261(12) . ? O3 Tb1 2.283(8) 1_656 ? O4 C7 1.257(12) . ? O5 C14 1.266(12) . ? O6 C15 1.259(12) . ? O7 C15 1.263(12) . ? O8 C14 1.261(12) . ? O9 C16 1.264(12) . ? O10 C17 1.261(11) . ? O13 C18 1.245(12) . ? O15 H15B 0.851(10) . ? O15 H15A 0.851(10) . ? O16 H16A 0.870(10) . ? O16 H16B 0.869(10) . ? O17 H17A 0.8500 . ? O17 H17B 0.849(10) . ? O18 H18A 0.8499 . ? O18 H18B 0.8499 . ? O19 H19B 0.850(10) . ? O19 H19A 0.850(10) . ? N1 C9 1.331(15) . ? N1 C13 1.343(14) . ? N1 H1 0.90(11) . ? C9 C10 1.385(15) . ? C9 H9 0.9300 . ? C10 C11 1.399(14) . ? C10 H10 0.9300 . ? C11 C12 1.410(14) . ? C11 C3 1.487(13) . ? C12 C13 1.372(15) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C3 C2 1.399(14) . ? C3 C4 1.403(13) . ? C4 C5 1.385(13) . ? C4 H4 0.9300 . ? C5 C6 1.399(13) . ? C5 C7 1.506(13) . ? C6 C1 1.367(13) . ? C6 H6 0.9300 . ? C1 C2 1.388(13) . ? C1 C8 1.485(13) . ? C2 H2 0.9300 . ? C14 C15 1.523(14) . ? C16 C17 1.541(14) . ? C18 C18 1.548(19) 3_575 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C16 O12 Tb2 120.2(7) . 4_676 ? C17 O11 Tb2 121.1(6) . 4_676 ? C18 O14 Tb1 118.5(6) . 3_575 ? O3 Tb1 O14 85.2(3) 1_454 3_575 ? O3 Tb1 O6 81.2(3) 1_454 . ? O14 Tb1 O6 152.2(3) 3_575 . ? O3 Tb1 O1 146.0(3) 1_454 . ? O14 Tb1 O1 79.9(2) 3_575 . ? O6 Tb1 O1 123.5(2) . . ? O3 Tb1 O16 91.3(3) 1_454 . ? O14 Tb1 O16 135.0(3) 3_575 . ? O6 Tb1 O16 69.8(3) . . ? O1 Tb1 O16 78.4(3) . . ? O3 Tb1 O13 131.3(3) 1_454 . ? O14 Tb1 O13 66.9(2) 3_575 . ? O6 Tb1 O13 105.1(3) . . ? O1 Tb1 O13 69.2(2) . . ? O16 Tb1 O13 136.8(3) . . ? O3 Tb1 O15 70.6(3) 1_454 . ? O14 Tb1 O15 69.9(3) 3_575 . ? O6 Tb1 O15 126.7(3) . . ? O1 Tb1 O15 75.6(3) . . ? O16 Tb1 O15 66.7(3) . . ? O13 Tb1 O15 127.6(3) . . ? O3 Tb1 O5 71.7(3) 1_454 . ? O14 Tb1 O5 86.2(3) 3_575 . ? O6 Tb1 O5 66.5(3) . . ? O1 Tb1 O5 136.6(3) . . ? O16 Tb1 O5 134.9(3) . . ? O13 Tb1 O5 67.5(2) . . ? O15 Tb1 O5 136.5(3) . . ? O3 Tb1 O2 151.0(2) 1_454 . ? O14 Tb1 O2 123.8(2) 3_575 . ? O6 Tb1 O2 72.3(2) . . ? O1 Tb1 O2 52.9(2) . . ? O16 Tb1 O2 69.0(3) . . ? O13 Tb1 O2 68.7(2) . . ? O15 Tb1 O2 116.7(3) . . ? O5 Tb1 O2 106.8(2) . . ? O3 Tb1 C8 164.4(3) 1_454 . ? O14 Tb1 C8 101.1(3) 3_575 . ? O6 Tb1 C8 98.4(3) . . ? O1 Tb1 C8 26.7(2) . . ? O16 Tb1 C8 74.1(3) . . ? O13 Tb1 C8 64.0(3) . . ? O15 Tb1 C8 98.0(3) . . ? O5 Tb1 C8 122.6(3) . . ? O2 Tb1 C8 26.4(2) . . ? O19 Tb2 O7 140.1(2) . . ? O19 Tb2 O17 142.6(3) . . ? O7 Tb2 O17 70.2(3) . . ? O19 Tb2 O8 73.5(3) . . ? O7 Tb2 O8 66.8(2) . . ? O17 Tb2 O8 132.4(3) . . ? O19 Tb2 O18 73.9(3) . . ? O7 Tb2 O18 143.2(3) . . ? O17 Tb2 O18 87.6(3) . . ? O8 Tb2 O18 139.8(3) . . ? O19 Tb2 O11 73.0(3) . 4_475 ? O7 Tb2 O11 96.6(2) . 4_475 ? O17 Tb2 O11 135.7(3) . 4_475 ? O8 Tb2 O11 69.8(2) . 4_475 ? O18 Tb2 O11 78.6(3) . 4_475 ? O19 Tb2 O10 68.3(2) . . ? O7 Tb2 O10 129.6(2) . . ? O17 Tb2 O10 74.6(2) . . ? O8 Tb2 O10 120.1(2) . . ? O18 Tb2 O10 67.0(3) . . ? O11 Tb2 O10 133.6(2) 4_475 . ? O19 Tb2 O9 89.8(3) . . ? O7 Tb2 O9 73.8(2) . . ? O17 Tb2 O9 78.3(3) . . ? O8 Tb2 O9 71.0(2) . . ? O18 Tb2 O9 131.5(3) . . ? O11 Tb2 O9 140.2(2) 4_475 . ? O10 Tb2 O9 64.5(2) . . ? O19 Tb2 O12 130.4(3) . 4_475 ? O7 Tb2 O12 71.4(2) . 4_475 ? O17 Tb2 O12 71.2(3) . 4_475 ? O8 Tb2 O12 111.9(2) . 4_475 ? O18 Tb2 O12 73.8(3) . 4_475 ? O11 Tb2 O12 64.5(2) 4_475 4_475 ? O10 Tb2 O12 128.1(2) . 4_475 ? O9 Tb2 O12 139.6(2) . 4_475 ? C8 O1 Tb1 94.8(6) . . ? C8 O2 Tb1 92.2(6) . . ? C7 O3 Tb1 160.7(7) . 1_656 ? C14 O5 Tb1 116.8(7) . . ? C15 O6 Tb1 120.1(7) . . ? C15 O7 Tb2 118.9(6) . . ? C14 O8 Tb2 118.1(7) . . ? C16 O9 Tb2 120.6(7) . . ? C17 O10 Tb2 120.6(6) . . ? C18 O13 Tb1 115.2(6) . . ? Tb1 O15 H15B 118(7) . . ? Tb1 O15 H15A 94(7) . . ? H15B O15 H15A 104.8(17) . . ? Tb1 O16 H16A 117(6) . . ? Tb1 O16 H16B 125(6) . . ? H16A O16 H16B 102.2(16) . . ? Tb2 O17 H17A 119.6 . . ? Tb2 O17 H17B 107(10) . . ? H17A O17 H17B 105.2 . . ? Tb2 O18 H18A 119.9 . . ? Tb2 O18 H18B 120.1 . . ? H18A O18 H18B 120.0 . . ? Tb2 O19 H19B 127(6) . . ? Tb2 O19 H19A 128(6) . . ? H19B O19 H19A 105.4(17) . . ? C9 N1 C13 122.3(11) . . ? C9 N1 H1 117(7) . . ? C13 N1 H1 121(7) . . ? N1 C9 C10 120.0(11) . . ? N1 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C9 C10 C11 120.4(11) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 116.5(10) . . ? C10 C11 C3 121.6(9) . . ? C12 C11 C3 121.8(9) . . ? C13 C12 C11 121.0(10) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? N1 C13 C12 119.6(11) . . ? N1 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C2 C3 C4 117.6(9) . . ? C2 C3 C11 120.4(9) . . ? C4 C3 C11 122.0(9) . . ? C5 C4 C3 121.9(9) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C4 C5 C6 118.9(9) . . ? C4 C5 C7 120.5(9) . . ? C6 C5 C7 120.6(9) . . ? C1 C6 C5 120.0(9) . . ? C1 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C1 C2 121.0(9) . . ? C6 C1 C8 119.7(8) . . ? C2 C1 C8 119.4(9) . . ? C1 C2 C3 120.5(9) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? O4 C7 O3 122.9(9) . . ? O4 C7 C5 120.1(9) . . ? O3 C7 C5 117.0(9) . . ? O2 C8 O1 119.3(9) . . ? O2 C8 C1 120.3(9) . . ? O1 C8 C1 120.4(8) . . ? O2 C8 Tb1 61.5(5) . . ? O1 C8 Tb1 58.6(5) . . ? C1 C8 Tb1 170.2(7) . . ? O8 C14 O5 126.7(10) . . ? O8 C14 C15 116.0(9) . . ? O5 C14 C15 117.2(9) . . ? O6 C15 O7 125.8(10) . . ? O6 C15 C14 117.3(9) . . ? O7 C15 C14 116.9(9) . . ? O12 C16 O9 127.3(10) . . ? O12 C16 C17 115.8(9) . . ? O9 C16 C17 116.8(9) . . ? O11 C17 O10 126.1(9) . . ? O11 C17 C16 116.9(8) . . ? O10 C17 C16 117.0(9) . . ? O13 C18 O14 126.5(9) . . ? O13 C18 C18 117.3(11) . 3_575 ? O14 C18 C18 116.2(11) . 3_575 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Tb1 O1 C8 152.4(6) 1_454 . . . ? O14 Tb1 O1 C8 -142.2(6) 3_575 . . . ? O6 Tb1 O1 C8 21.5(7) . . . . ? O16 Tb1 O1 C8 77.6(6) . . . . ? O13 Tb1 O1 C8 -73.2(6) . . . . ? O15 Tb1 O1 C8 146.2(6) . . . . ? O5 Tb1 O1 C8 -68.8(7) . . . . ? O2 Tb1 O1 C8 5.3(5) . . . . ? O3 Tb1 O2 C8 -146.4(6) 1_454 . . . ? O14 Tb1 O2 C8 34.3(7) 3_575 . . . ? O6 Tb1 O2 C8 -171.2(6) . . . . ? O1 Tb1 O2 C8 -5.3(5) . . . . ? O16 Tb1 O2 C8 -96.6(6) . . . . ? O13 Tb1 O2 C8 74.1(6) . . . . ? O15 Tb1 O2 C8 -48.4(6) . . . . ? O5 Tb1 O2 C8 131.1(6) . . . . ? O3 Tb1 O5 C14 -79.0(8) 1_454 . . . ? O14 Tb1 O5 C14 -165.2(8) 3_575 . . . ? O6 Tb1 O5 C14 9.2(7) . . . . ? O1 Tb1 O5 C14 123.9(7) . . . . ? O16 Tb1 O5 C14 -6.2(9) . . . . ? O13 Tb1 O5 C14 128.3(8) . . . . ? O15 Tb1 O5 C14 -110.1(8) . . . . ? O2 Tb1 O5 C14 70.7(8) . . . . ? C8 Tb1 O5 C14 94.1(8) . . . . ? O3 Tb1 O6 C15 60.7(8) 1_454 . . . ? O14 Tb1 O6 C15 -1.0(11) 3_575 . . . ? O1 Tb1 O6 C15 -144.7(7) . . . . ? O16 Tb1 O6 C15 155.3(8) . . . . ? O13 Tb1 O6 C15 -69.9(8) . . . . ? O15 Tb1 O6 C15 118.4(8) . . . . ? O5 Tb1 O6 C15 -13.2(7) . . . . ? O2 Tb1 O6 C15 -131.2(8) . . . . ? C8 Tb1 O6 C15 -135.1(8) . . . . ? O19 Tb2 O7 C15 -9.7(9) . . . . ? O17 Tb2 O7 C15 142.6(8) . . . . ? O8 Tb2 O7 C15 -16.4(7) . . . . ? O18 Tb2 O7 C15 -160.9(7) . . . . ? O11 Tb2 O7 C15 -81.0(7) 4_475 . . . ? O10 Tb2 O7 C15 94.2(7) . . . . ? O9 Tb2 O7 C15 59.5(7) . . . . ? O12 Tb2 O7 C15 -141.3(8) 4_475 . . . ? O19 Tb2 O8 C14 -164.3(8) . . . . ? O7 Tb2 O8 C14 11.3(7) . . . . ? O17 Tb2 O8 C14 -15.8(9) . . . . ? O18 Tb2 O8 C14 158.6(7) . . . . ? O11 Tb2 O8 C14 118.3(8) 4_475 . . . ? O10 Tb2 O8 C14 -112.3(7) . . . . ? O9 Tb2 O8 C14 -68.7(7) . . . . ? O12 Tb2 O8 C14 68.2(8) 4_475 . . . ? O19 Tb2 O9 C16 -67.5(8) . . . . ? O7 Tb2 O9 C16 149.4(8) . . . . ? O17 Tb2 O9 C16 76.8(8) . . . . ? O8 Tb2 O9 C16 -140.1(8) . . . . ? O18 Tb2 O9 C16 0.7(9) . . . . ? O11 Tb2 O9 C16 -129.9(7) 4_475 . . . ? O10 Tb2 O9 C16 -1.5(7) . . . . ? O12 Tb2 O9 C16 118.2(8) 4_475 . . . ? O19 Tb2 O10 C17 97.1(7) . . . . ? O7 Tb2 O10 C17 -40.8(8) . . . . ? O17 Tb2 O10 C17 -87.7(7) . . . . ? O8 Tb2 O10 C17 42.7(8) . . . . ? O18 Tb2 O10 C17 178.2(8) . . . . ? O11 Tb2 O10 C17 132.7(7) 4_475 . . . ? O9 Tb2 O10 C17 -3.5(7) . . . . ? O12 Tb2 O10 C17 -137.8(7) 4_475 . . . ? O3 Tb1 O13 C18 79.9(8) 1_454 . . . ? O14 Tb1 O13 C18 19.7(7) 3_575 . . . ? O6 Tb1 O13 C18 171.5(7) . . . . ? O1 Tb1 O13 C18 -67.9(7) . . . . ? O16 Tb1 O13 C18 -112.2(7) . . . . ? O15 Tb1 O13 C18 -16.9(8) . . . . ? O5 Tb1 O13 C18 115.4(7) . . . . ? O2 Tb1 O13 C18 -124.9(7) . . . . ? C8 Tb1 O13 C18 -96.5(7) . . . . ? C13 N1 C9 C10 -1.7(18) . . . . ? N1 C9 C10 C11 -0.3(18) . . . . ? C9 C10 C11 C12 1.5(16) . . . . ? C9 C10 C11 C3 -177.6(10) . . . . ? C10 C11 C12 C13 -0.7(16) . . . . ? C3 C11 C12 C13 178.3(10) . . . . ? C9 N1 C13 C12 2.5(18) . . . . ? C11 C12 C13 N1 -1.2(17) . . . . ? C10 C11 C3 C2 -1.3(15) . . . . ? C12 C11 C3 C2 179.7(10) . . . . ? C10 C11 C3 C4 -179.0(10) . . . . ? C12 C11 C3 C4 2.0(15) . . . . ? C2 C3 C4 C5 2.7(15) . . . . ? C11 C3 C4 C5 -179.5(9) . . . . ? C3 C4 C5 C6 0.3(15) . . . . ? C3 C4 C5 C7 -179.2(9) . . . . ? C4 C5 C6 C1 -3.0(15) . . . . ? C7 C5 C6 C1 176.6(9) . . . . ? C5 C6 C1 C2 2.5(15) . . . . ? C5 C6 C1 C8 -177.1(9) . . . . ? C6 C1 C2 C3 0.6(15) . . . . ? C8 C1 C2 C3 -179.7(9) . . . . ? C4 C3 C2 C1 -3.2(15) . . . . ? C11 C3 C2 C1 179.0(9) . . . . ? Tb1 O3 C7 O4 73(2) 1_656 . . . ? Tb1 O3 C7 C5 -108(2) 1_656 . . . ? C4 C5 C7 O4 -170.7(9) . . . . ? C6 C5 C7 O4 9.8(15) . . . . ? C4 C5 C7 O3 10.3(14) . . . . ? C6 C5 C7 O3 -169.3(9) . . . . ? Tb1 O2 C8 O1 9.3(9) . . . . ? Tb1 O2 C8 C1 -168.9(8) . . . . ? Tb1 O1 C8 O2 -9.6(10) . . . . ? Tb1 O1 C8 C1 168.6(8) . . . . ? C6 C1 C8 O2 -23.2(14) . . . . ? C2 C1 C8 O2 157.1(9) . . . . ? C6 C1 C8 O1 158.7(9) . . . . ? C2 C1 C8 O1 -21.0(14) . . . . ? C6 C1 C8 Tb1 -120(4) . . . . ? C2 C1 C8 Tb1 60(4) . . . . ? O3 Tb1 C8 O2 95.9(11) 1_454 . . . ? O14 Tb1 C8 O2 -151.5(6) 3_575 . . . ? O6 Tb1 C8 O2 8.5(6) . . . . ? O1 Tb1 C8 O2 170.5(10) . . . . ? O16 Tb1 C8 O2 74.6(6) . . . . ? O13 Tb1 C8 O2 -94.3(6) . . . . ? O15 Tb1 C8 O2 137.6(6) . . . . ? O5 Tb1 C8 O2 -59.0(6) . . . . ? O3 Tb1 C8 O1 -74.6(12) 1_454 . . . ? O14 Tb1 C8 O1 38.0(6) 3_575 . . . ? O6 Tb1 C8 O1 -162.0(6) . . . . ? O16 Tb1 C8 O1 -95.9(6) . . . . ? O13 Tb1 C8 O1 95.2(6) . . . . ? O15 Tb1 C8 O1 -32.9(6) . . . . ? O5 Tb1 C8 O1 130.6(6) . . . . ? O2 Tb1 C8 O1 -170.5(10) . . . . ? O3 Tb1 C8 C1 -161(3) 1_454 . . . ? O14 Tb1 C8 C1 -49(4) 3_575 . . . ? O6 Tb1 C8 C1 111(4) . . . . ? O1 Tb1 C8 C1 -87(4) . . . . ? O16 Tb1 C8 C1 177(4) . . . . ? O13 Tb1 C8 C1 8(4) . . . . ? O15 Tb1 C8 C1 -120(4) . . . . ? O5 Tb1 C8 C1 44(4) . . . . ? O2 Tb1 C8 C1 103(4) . . . . ? Tb2 O8 C14 O5 171.0(8) . . . . ? Tb2 O8 C14 C15 -6.2(12) . . . . ? Tb1 O5 C14 O8 177.3(8) . . . . ? Tb1 O5 C14 C15 -5.5(12) . . . . ? Tb1 O6 C15 O7 -164.5(8) . . . . ? Tb1 O6 C15 C14 15.6(12) . . . . ? Tb2 O7 C15 O6 -160.2(8) . . . . ? Tb2 O7 C15 C14 19.8(12) . . . . ? O8 C14 C15 O6 171.2(9) . . . . ? O5 C14 C15 O6 -6.2(15) . . . . ? O8 C14 C15 O7 -8.8(14) . . . . ? O5 C14 C15 O7 173.8(9) . . . . ? Tb2 O12 C16 O9 179.4(8) 4_676 . . . ? Tb2 O12 C16 C17 -4.3(12) 4_676 . . . ? Tb2 O9 C16 O12 -178.4(8) . . . . ? Tb2 O9 C16 C17 5.4(12) . . . . ? Tb2 O11 C17 O10 -167.4(8) 4_676 . . . ? Tb2 O11 C17 C16 13.2(11) 4_676 . . . ? Tb2 O10 C17 O11 -172.1(7) . . . . ? Tb2 O10 C17 C16 7.3(11) . . . . ? O12 C16 C17 O11 -5.7(14) . . . . ? O9 C16 C17 O11 171.0(9) . . . . ? O12 C16 C17 O10 174.9(9) . . . . ? O9 C16 C17 O10 -8.5(14) . . . . ? Tb1 O13 C18 O14 161.7(8) . . . . ? Tb1 O13 C18 C18 -17.8(14) . . . 3_575 ? Tb1 O14 C18 O13 160.7(8) 3_575 . . . ? Tb1 O14 C18 C18 -19.9(14) 3_575 . . 3_575 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.344 _refine_diff_density_min -2.026 _refine_diff_density_rms 0.268 _database_code_depnum_ccdc_archive 'CCDC 957782' ####################################################################### # # 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_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Dy2 N O19' _chemical_formula_weight 877.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 6.6610(13) _cell_length_b 30.580(6) _cell_length_c 12.763(3) _cell_angle_alpha 90.00 _cell_angle_beta 121.00(2) _cell_angle_gamma 90.00 _cell_volume 2228.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5030 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 2764 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1668 _exptl_absorpt_coefficient_mu 6.759 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.156 _exptl_absorpt_correction_T_max 0.296 _exptl_absorpt_process_details SADABS _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16230 _diffrn_reflns_av_R_equivalents 0.0777 _diffrn_reflns_av_sigmaI/netI 0.0815 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 27.64 _reflns_number_total 5030 _reflns_number_gt 4120 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+4.4738P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5030 _refine_ls_number_parameters 389 _refine_ls_number_restraints 120 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1408 _refine_ls_wR_factor_gt 0.1300 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.004 _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 H1 H 0.328(15) -0.164(3) 0.627(8) 0.01(2) Uiso 1 1 d . . . Dy1 Dy 0.70483(7) 0.083811(11) 0.95723(4) 0.01920(13) Uani 1 1 d . . . Dy2 Dy 0.04189(8) 0.245773(11) 0.81093(4) 0.01897(14) Uani 1 1 d . . . O1 O 0.3876(13) 0.15124(19) 0.6218(6) 0.0347(16) Uani 1 1 d . . . O2 O 0.5675(13) 0.0994(2) 0.7590(6) 0.0340(16) Uani 1 1 d . . . O3 O -0.0940(12) 0.10649(19) 0.1749(6) 0.0289(15) Uani 1 1 d . . . O4 O -0.0172(12) 0.04033(19) 0.1343(6) 0.0297(15) Uani 1 1 d . . . O5 O 0.2884(12) 0.1076(2) 0.8607(7) 0.0355(17) Uani 1 1 d . . . O6 O 0.6620(12) 0.1608(2) 0.9641(6) 0.0348(17) Uani 1 1 d . . . O7 O 0.0509(11) 0.16640(19) 0.7956(6) 0.0275(14) Uani 1 1 d . . . O8 O 0.4237(11) 0.21799(18) 0.8779(6) 0.0270(14) Uani 1 1 d . . . O9 O 0.5524(12) 0.01309(18) 0.8835(6) 0.0303(15) Uani 1 1 d . . . O10 O 0.5077(11) 0.05213(19) 1.0569(6) 0.0273(14) Uani 1 1 d . . . O11 O 0.1934(13) 0.2137(2) 1.0179(6) 0.0314(16) Uani 1 1 d . . . O12 O 0.3325(13) 0.2981(2) 0.9390(7) 0.0341(16) Uani 1 1 d D . . O13 O 0.1984(13) 0.2832(2) 0.6934(6) 0.0334(16) Uani 1 1 d . . . O14 O -0.2191(15) 0.3071(2) 0.7080(7) 0.043(2) Uani 1 1 d D . . O15 O -0.1414(12) 0.22342(19) 0.5974(6) 0.0255(14) Uani 1 1 d . . . O16 O -0.3408(12) 0.2208(2) 0.7464(7) 0.0327(16) Uani 1 1 d . . . H16A H -0.4500 0.2241 0.6725 0.049 Uiso 1 1 d R . . H16B H -0.3692 0.2085 0.7972 0.049 Uiso 1 1 d R . . O17 O 1.0839(15) 0.1204(2) 1.0233(8) 0.048(2) Uani 1 1 d D . . O18 O 0.9492(13) 0.0461(2) 0.8928(8) 0.0410(18) Uani 1 1 d D . . O19 O -0.1131(11) 0.28009(19) 0.9315(6) 0.0258(14) Uani 1 1 d . . . N1 N 0.2959(15) -0.1335(2) 0.5968(8) 0.032(2) Uani 1 1 d . . . C12 C 0.1877(17) -0.1229(3) 0.4774(9) 0.029(2) Uani 1 1 d U . . H12 H 0.1208 -0.1444 0.4176 0.035 Uiso 1 1 calc R . . C13 C 0.1776(17) -0.0795(3) 0.4450(10) 0.031(2) Uani 1 1 d U . . H13 H 0.1068 -0.0720 0.3628 0.037 Uiso 1 1 calc R . . C9 C 0.2717(15) -0.0465(3) 0.5334(8) 0.0227(18) Uani 1 1 d U . . C10 C 0.3811(16) -0.0595(3) 0.6560(9) 0.0259(19) Uani 1 1 d U . . H10 H 0.4488 -0.0388 0.7181 0.031 Uiso 1 1 calc R . . C11 C 0.3877(17) -0.1031(3) 0.6839(10) 0.030(2) Uani 1 1 d U . . H11 H 0.4578 -0.1115 0.7654 0.036 Uiso 1 1 calc R . . C3 C 0.2518(14) 0.0004(3) 0.4979(8) 0.0196(16) Uani 1 1 d U . . C4 C 0.1407(15) 0.0128(3) 0.3764(9) 0.0238(18) Uani 1 1 d U . . H4 H 0.0785 -0.0087 0.3162 0.029 Uiso 1 1 calc R . . C5 C 0.1194(14) 0.0564(2) 0.3418(8) 0.0173(16) Uani 1 1 d U . . C6 C 0.2048(12) 0.0883(2) 0.4279(7) 0.0091(13) Uani 1 1 d U . . H6 H 0.1835 0.1175 0.4041 0.011 Uiso 1 1 calc R . . C1 C 0.3280(14) 0.0774(2) 0.5556(8) 0.0197(17) Uani 1 1 d U . . C2 C 0.3450(15) 0.0336(3) 0.5846(8) 0.0210(17) Uani 1 1 d U . . H2 H 0.4232 0.0258 0.6667 0.025 Uiso 1 1 calc R . . C8 C 0.4343(15) 0.1120(3) 0.6509(9) 0.0224(17) Uani 1 1 d U . . C7 C -0.0097(14) 0.0694(2) 0.2072(8) 0.0159(15) Uani 1 1 d U . . C14 C 0.2500(17) 0.1478(3) 0.8461(9) 0.028(2) Uani 1 1 d U . . C15 C 0.4616(16) 0.1782(3) 0.8992(9) 0.0255(19) Uani 1 1 d U . . C16 C 0.5113(15) -0.0115(3) 0.9492(8) 0.0219(17) Uani 1 1 d U . . C18 C 0.1297(15) 0.2283(3) 1.0868(8) 0.0216(17) Uani 1 1 d U . . C17 C -0.0549(16) 0.2352(3) 0.5339(9) 0.0239(18) Uani 1 1 d U . . H12B H 0.308(13) 0.311(3) 0.990(5) 0.029 Uiso 1 1 d D . . H12A H 0.467(7) 0.287(3) 0.981(6) 0.029 Uiso 1 1 d D . . H17A H 1.079(15) 0.118(3) 0.956(4) 0.029 Uiso 1 1 d D . . H17B H 0.996(14) 0.142(2) 1.015(7) 0.029 Uiso 1 1 d D . . H18A H 1.052(10) 0.0661(17) 0.919(8) 0.029 Uiso 1 1 d D . . H18B H 1.016(12) 0.0241(16) 0.938(7) 0.029 Uiso 1 1 d D . . H14A H -0.362(6) 0.300(3) 0.655(6) 0.029 Uiso 1 1 d D . . H14B H -0.198(13) 0.3299(19) 0.674(7) 0.029 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Dy1 0.0253(2) 0.0162(2) 0.0155(2) 0.00058(13) 0.01014(19) -0.00008(14) Dy2 0.0268(3) 0.0168(2) 0.0186(3) 0.00049(14) 0.0155(2) 0.00176(14) O1 0.048(4) 0.018(3) 0.026(4) 0.001(3) 0.011(3) 0.001(3) O2 0.044(4) 0.031(3) 0.021(4) -0.004(3) 0.012(4) -0.004(3) O3 0.037(4) 0.022(3) 0.019(4) 0.002(2) 0.008(3) 0.010(3) O4 0.039(4) 0.028(3) 0.025(4) 0.002(3) 0.018(3) 0.007(3) O5 0.034(4) 0.023(3) 0.048(5) 0.008(3) 0.020(4) 0.005(3) O6 0.035(4) 0.024(3) 0.028(4) -0.005(3) 0.003(3) 0.002(3) O7 0.027(4) 0.022(3) 0.028(4) 0.003(2) 0.011(3) 0.004(2) O8 0.032(4) 0.021(3) 0.026(4) 0.000(2) 0.013(3) 0.002(2) O9 0.051(4) 0.021(3) 0.026(4) 0.003(3) 0.025(4) -0.008(3) O10 0.034(4) 0.025(3) 0.025(4) 0.002(3) 0.017(3) -0.004(3) O11 0.050(4) 0.033(3) 0.021(4) 0.010(3) 0.025(4) 0.015(3) O12 0.041(4) 0.029(3) 0.037(4) -0.003(3) 0.023(4) 0.003(3) O13 0.047(4) 0.036(3) 0.024(4) -0.008(3) 0.023(4) -0.014(3) O14 0.073(6) 0.027(4) 0.045(5) 0.011(3) 0.041(5) 0.011(3) O15 0.041(4) 0.029(3) 0.017(4) 0.001(2) 0.022(3) -0.003(3) O16 0.037(4) 0.037(3) 0.036(4) -0.003(3) 0.026(4) -0.005(3) O17 0.064(6) 0.041(4) 0.061(6) -0.014(4) 0.047(5) -0.013(4) O18 0.043(5) 0.032(4) 0.055(5) -0.001(3) 0.030(4) 0.002(3) O19 0.029(4) 0.027(3) 0.031(4) 0.004(3) 0.022(3) 0.002(3) N1 0.040(5) 0.025(4) 0.046(6) 0.006(4) 0.033(5) 0.003(3) C12 0.029(2) 0.029(2) 0.030(2) -0.0003(10) 0.0152(13) 0.0000(10) C13 0.030(2) 0.030(2) 0.031(2) 0.0000(10) 0.0157(14) 0.0002(10) C9 0.023(2) 0.023(2) 0.023(2) -0.0004(10) 0.0119(12) -0.0002(10) C10 0.026(2) 0.026(2) 0.026(2) -0.0001(10) 0.0137(13) -0.0001(10) C11 0.030(2) 0.030(2) 0.030(2) 0.0003(10) 0.0153(13) 0.0000(10) C3 0.0194(18) 0.0198(18) 0.0198(19) 0.0003(10) 0.0102(12) 0.0000(10) C4 0.024(2) 0.024(2) 0.024(2) -0.0008(10) 0.0126(13) 0.0001(10) C5 0.0173(18) 0.0175(18) 0.0171(18) 0.0001(10) 0.0088(12) 0.0001(10) C6 0.0093(16) 0.0087(15) 0.0090(16) 0.0011(9) 0.0045(11) -0.0003(9) C1 0.0196(19) 0.0201(19) 0.0199(19) 0.0005(10) 0.0106(12) -0.0004(10) C2 0.0214(19) 0.0212(19) 0.0207(19) -0.0004(10) 0.0110(12) -0.0002(10) C8 0.0226(19) 0.0229(19) 0.022(2) 0.0006(10) 0.0122(12) -0.0007(10) C7 0.0165(18) 0.0162(18) 0.0155(18) -0.0014(10) 0.0085(12) -0.0012(9) C14 0.028(2) 0.028(2) 0.028(2) 0.0001(10) 0.0145(13) 0.0000(10) C15 0.026(2) 0.025(2) 0.025(2) -0.0010(10) 0.0129(13) 0.0001(10) C16 0.0221(19) 0.0216(19) 0.022(2) 0.0001(10) 0.0108(12) -0.0003(10) C18 0.0223(19) 0.0211(19) 0.0212(19) -0.0001(10) 0.0111(12) 0.0007(10) C17 0.024(2) 0.024(2) 0.024(2) 0.0002(10) 0.0125(13) 0.0002(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 Dy1 O2 2.254(7) . ? Dy1 O9 2.368(6) . ? Dy1 O6 2.377(6) . ? Dy1 O4 2.448(7) 1_656 ? Dy1 O10 2.449(6) . ? Dy1 O18 2.456(7) . ? Dy1 O17 2.479(8) . ? Dy1 O3 2.482(6) 1_656 ? Dy1 O5 2.494(7) . ? Dy1 C7 2.782(8) 1_656 ? Dy1 H17B 2.45(10) . ? Dy2 O16 2.366(6) . ? Dy2 O8 2.383(6) . ? Dy2 O12 2.392(7) . ? Dy2 O14 2.432(7) . ? Dy2 O7 2.438(6) . ? Dy2 O15 2.441(6) . ? Dy2 O19 2.484(6) . ? Dy2 O11 2.492(6) . ? Dy2 O13 2.502(6) . ? O1 C8 1.248(10) . ? O2 C8 1.257(11) . ? O3 C7 1.237(9) . ? O3 Dy1 2.482(6) 1_454 ? O4 C7 1.270(10) . ? O4 Dy1 2.448(6) 1_454 ? O5 C14 1.250(11) . ? O6 C15 1.270(11) . ? O7 C14 1.271(11) . ? O8 C15 1.244(10) . ? O9 C16 1.256(10) . ? O10 C16 1.246(10) 3_657 ? O11 C18 1.240(10) . ? O12 H12B 0.849(10) . ? O12 H12A 0.848(10) . ? O13 C18 1.242(11) 4_565 ? O14 H14A 0.868(10) . ? O14 H14B 0.867(10) . ? O15 C17 1.265(10) . ? O16 H16A 0.8500 . ? O16 H16B 0.8500 . ? O17 H17A 0.850(10) . ? O17 H17B 0.850(10) . ? O18 H18A 0.848(10) . ? O18 H18B 0.848(10) . ? O19 C17 1.247(11) 4_566 ? N1 C11 1.333(12) . ? N1 C12 1.349(13) . ? N1 H1 1.00(8) . ? C12 C13 1.381(12) . ? C12 H12 0.9300 . ? C13 C9 1.398(12) . ? C13 H13 0.9300 . ? C9 C10 1.401(13) . ? C9 C3 1.488(11) . ? C10 C11 1.375(12) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C3 C4 1.383(12) . ? C3 C2 1.391(11) . ? C4 C5 1.389(11) . ? C4 H4 0.9300 . ? C5 C6 1.357(10) . ? C5 C7 1.526(11) . ? C6 C1 1.436(11) . ? C6 H6 0.9300 . ? C1 C2 1.380(11) . ? C1 C8 1.486(12) . ? C2 H2 0.9300 . ? C7 Dy1 2.782(8) 1_454 ? C14 C15 1.525(12) . ? C16 O10 1.246(10) 3_657 ? C16 C16 1.551(16) 3_657 ? C18 O13 1.242(11) 4_566 ? C18 C17 1.536(12) 4_566 ? C17 O19 1.247(11) 4_565 ? C17 C18 1.536(12) 4_565 ? 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 Dy1 O9 84.5(2) . . ? O2 Dy1 O6 81.1(2) . . ? O9 Dy1 O6 152.1(2) . . ? O2 Dy1 O4 145.9(2) . 1_656 ? O9 Dy1 O4 80.6(2) . 1_656 ? O6 Dy1 O4 123.5(2) . 1_656 ? O2 Dy1 O10 130.5(2) . . ? O9 Dy1 O10 67.1(2) . . ? O6 Dy1 O10 105.4(2) . . ? O4 Dy1 O10 70.0(2) 1_656 . ? O2 Dy1 O18 71.3(3) . . ? O9 Dy1 O18 70.2(2) . . ? O6 Dy1 O18 126.1(2) . . ? O4 Dy1 O18 74.8(2) 1_656 . ? O10 Dy1 O18 127.8(2) . . ? O2 Dy1 O17 92.3(3) . . ? O9 Dy1 O17 134.5(2) . . ? O6 Dy1 O17 70.2(2) . . ? O4 Dy1 O17 77.1(3) 1_656 . ? O10 Dy1 O17 136.6(2) . . ? O18 Dy1 O17 65.9(2) . . ? O2 Dy1 O3 150.5(2) . 1_656 ? O9 Dy1 O3 125.0(2) . 1_656 ? O6 Dy1 O3 71.8(2) . 1_656 ? O4 Dy1 O3 53.3(2) 1_656 1_656 ? O10 Dy1 O3 69.8(2) . 1_656 ? O18 Dy1 O3 115.9(2) . 1_656 ? O17 Dy1 O3 68.0(2) . 1_656 ? O2 Dy1 O5 71.2(3) . . ? O9 Dy1 O5 86.0(2) . . ? O6 Dy1 O5 66.8(2) . . ? O4 Dy1 O5 137.3(2) 1_656 . ? O10 Dy1 O5 67.4(2) . . ? O18 Dy1 O5 137.0(3) . . ? O17 Dy1 O5 135.6(2) . . ? O3 Dy1 O5 107.1(2) 1_656 . ? O2 Dy1 C7 164.4(2) . 1_656 ? O9 Dy1 C7 102.2(2) . 1_656 ? O6 Dy1 C7 98.0(2) . 1_656 ? O4 Dy1 C7 27.2(2) 1_656 1_656 ? O10 Dy1 C7 64.8(2) . 1_656 ? O18 Dy1 C7 97.5(2) . 1_656 ? O17 Dy1 C7 72.9(3) . 1_656 ? O3 Dy1 C7 26.4(2) 1_656 1_656 ? O5 Dy1 C7 122.8(2) . 1_656 ? O2 Dy1 H17B 89.1(17) . . ? O9 Dy1 H17B 153.3(8) . . ? O6 Dy1 H17B 50.4(5) . . ? O4 Dy1 H17B 90.7(14) 1_656 . ? O10 Dy1 H17B 133.2(16) . . ? O18 Dy1 H17B 83.2(9) . . ? O17 Dy1 H17B 19.8(4) . . ? O3 Dy1 H17B 64.8(17) 1_656 . ? O5 Dy1 H17B 116.4(6) . . ? C7 Dy1 H17B 78.6(17) 1_656 . ? O16 Dy2 O8 140.3(2) . . ? O16 Dy2 O12 143.3(2) . . ? O8 Dy2 O12 69.8(2) . . ? O16 Dy2 O14 73.7(3) . . ? O8 Dy2 O14 143.4(2) . . ? O12 Dy2 O14 87.4(3) . . ? O16 Dy2 O7 73.6(2) . . ? O8 Dy2 O7 66.9(2) . . ? O12 Dy2 O7 132.6(2) . . ? O14 Dy2 O7 139.9(3) . . ? O16 Dy2 O15 72.0(2) . . ? O8 Dy2 O15 97.4(2) . . ? O12 Dy2 O15 135.5(2) . . ? O14 Dy2 O15 78.8(2) . . ? O7 Dy2 O15 69.5(2) . . ? O16 Dy2 O19 68.6(2) . . ? O8 Dy2 O19 129.4(2) . . ? O12 Dy2 O19 75.1(2) . . ? O14 Dy2 O19 66.4(2) . . ? O7 Dy2 O19 120.4(2) . . ? O15 Dy2 O19 133.0(2) . . ? O16 Dy2 O11 91.0(2) . . ? O8 Dy2 O11 72.8(2) . . ? O12 Dy2 O11 78.2(2) . . ? O14 Dy2 O11 131.5(2) . . ? O7 Dy2 O11 71.3(2) . . ? O15 Dy2 O11 140.3(2) . . ? O19 Dy2 O11 65.2(2) . . ? O16 Dy2 O13 130.2(2) . . ? O8 Dy2 O13 71.4(2) . . ? O12 Dy2 O13 70.3(2) . . ? O14 Dy2 O13 74.1(2) . . ? O7 Dy2 O13 111.9(2) . . ? O15 Dy2 O13 65.3(2) . . ? O19 Dy2 O13 127.8(2) . . ? O11 Dy2 O13 138.5(2) . . ? C8 O2 Dy1 161.2(7) . . ? C7 O3 Dy1 90.4(5) . 1_454 ? C7 O4 Dy1 91.2(5) . 1_454 ? C14 O5 Dy1 116.8(6) . . ? C15 O6 Dy1 119.8(6) . . ? C14 O7 Dy2 117.8(6) . . ? C15 O8 Dy2 119.1(6) . . ? C16 O9 Dy1 118.6(5) . . ? C16 O10 Dy1 115.3(6) 3_657 . ? C18 O11 Dy2 120.7(6) . . ? Dy2 O12 H12B 115(6) . . ? Dy2 O12 H12A 112(6) . . ? H12B O12 H12A 105.7(17) . . ? C18 O13 Dy2 119.6(5) 4_565 . ? Dy2 O14 H14A 114(6) . . ? Dy2 O14 H14B 130(6) . . ? H14A O14 H14B 102.2(16) . . ? C17 O15 Dy2 120.3(6) . . ? Dy2 O16 H16A 120.0 . . ? Dy2 O16 H16B 120.0 . . ? H16A O16 H16B 120.0 . . ? Dy1 O17 H17A 97(7) . . ? Dy1 O17 H17B 78(7) . . ? H17A O17 H17B 105.2(17) . . ? Dy1 O18 H18A 94(7) . . ? Dy1 O18 H18B 111(7) . . ? H18A O18 H18B 105.7(17) . . ? C17 O19 Dy2 119.1(5) 4_566 . ? C11 N1 C12 121.5(8) . . ? C11 N1 H1 115(5) . . ? C12 N1 H1 123(5) . . ? N1 C12 C13 119.1(9) . . ? N1 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? C12 C13 C9 121.2(10) . . ? C12 C13 H13 119.4 . . ? C9 C13 H13 119.4 . . ? C13 C9 C10 117.2(8) . . ? C13 C9 C3 121.0(8) . . ? C10 C9 C3 121.8(8) . . ? C11 C10 C9 119.5(9) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? N1 C11 C10 121.4(9) . . ? N1 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C4 C3 C2 116.9(7) . . ? C4 C3 C9 121.2(8) . . ? C2 C3 C9 121.9(8) . . ? C3 C4 C5 121.9(8) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C6 C5 C4 120.1(8) . . ? C6 C5 C7 118.8(7) . . ? C4 C5 C7 121.0(7) . . ? C5 C6 C1 120.6(7) . . ? C5 C6 H6 119.7 . . ? C1 C6 H6 119.7 . . ? C2 C1 C6 116.7(7) . . ? C2 C1 C8 122.2(8) . . ? C6 C1 C8 121.1(7) . . ? C1 C2 C3 123.8(8) . . ? C1 C2 H2 118.1 . . ? C3 C2 H2 118.1 . . ? O1 C8 O2 123.3(8) . . ? O1 C8 C1 120.0(8) . . ? O2 C8 C1 116.7(7) . . ? O3 C7 O4 123.9(8) . . ? O3 C7 C5 120.7(7) . . ? O4 C7 C5 115.4(7) . . ? O3 C7 Dy1 63.2(4) . 1_454 ? O4 C7 Dy1 61.6(4) . 1_454 ? C5 C7 Dy1 171.3(5) . 1_454 ? O5 C14 O7 126.5(9) . . ? O5 C14 C15 117.5(8) . . ? O7 C14 C15 115.9(8) . . ? O8 C15 O6 125.5(8) . . ? O8 C15 C14 117.5(8) . . ? O6 C15 C14 117.0(8) . . ? O10 C16 O9 127.3(8) 3_657 . ? O10 C16 C16 117.0(9) 3_657 3_657 ? O9 C16 C16 115.7(9) . 3_657 ? O11 C18 O13 127.4(8) . 4_566 ? O11 C18 C17 116.0(8) . 4_566 ? O13 C18 C17 116.6(8) 4_566 4_566 ? O19 C17 O15 124.5(8) 4_565 . ? O19 C17 C18 118.7(8) 4_565 4_565 ? O15 C17 C18 116.8(8) . 4_565 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O9 Dy1 O2 C8 93.5(19) . . . . ? O6 Dy1 O2 C8 -62.5(18) . . . . ? O4 Dy1 O2 C8 157.7(17) 1_656 . . . ? O10 Dy1 O2 C8 40.2(19) . . . . ? O18 Dy1 O2 C8 164.4(19) . . . . ? O17 Dy1 O2 C8 -132.1(19) . . . . ? O3 Dy1 O2 C8 -85.8(19) 1_656 . . . ? O5 Dy1 O2 C8 5.8(18) . . . . ? C7 Dy1 O2 C8 -150.2(16) 1_656 . . . ? O2 Dy1 O5 C14 -78.9(7) . . . . ? O9 Dy1 O5 C14 -164.4(7) . . . . ? O6 Dy1 O5 C14 9.3(7) . . . . ? O4 Dy1 O5 C14 124.1(7) 1_656 . . . ? O10 Dy1 O5 C14 128.8(8) . . . . ? O18 Dy1 O5 C14 -109.4(7) . . . . ? O17 Dy1 O5 C14 -5.5(9) . . . . ? O3 Dy1 O5 C14 70.2(7) 1_656 . . . ? C7 Dy1 O5 C14 93.7(7) 1_656 . . . ? O2 Dy1 O6 C15 60.2(7) . . . . ? O9 Dy1 O6 C15 0.4(10) . . . . ? O4 Dy1 O6 C15 -145.5(7) 1_656 . . . ? O10 Dy1 O6 C15 -69.5(7) . . . . ? O18 Dy1 O6 C15 119.1(7) . . . . ? O17 Dy1 O6 C15 155.9(8) . . . . ? O3 Dy1 O6 C15 -131.6(8) 1_656 . . . ? O5 Dy1 O6 C15 -13.1(7) . . . . ? C7 Dy1 O6 C15 -135.5(7) 1_656 . . . ? O16 Dy2 O7 C14 -165.0(7) . . . . ? O8 Dy2 O7 C14 10.6(6) . . . . ? O12 Dy2 O7 C14 -15.3(8) . . . . ? O14 Dy2 O7 C14 158.6(6) . . . . ? O15 Dy2 O7 C14 118.5(7) . . . . ? O19 Dy2 O7 C14 -112.9(7) . . . . ? O11 Dy2 O7 C14 -68.2(7) . . . . ? O13 Dy2 O7 C14 67.6(7) . . . . ? O16 Dy2 O8 C15 -8.4(8) . . . . ? O12 Dy2 O8 C15 144.9(7) . . . . ? O14 Dy2 O8 C15 -160.2(6) . . . . ? O7 Dy2 O8 C15 -15.1(7) . . . . ? O15 Dy2 O8 C15 -79.1(7) . . . . ? O19 Dy2 O8 C15 96.1(7) . . . . ? O11 Dy2 O8 C15 61.5(7) . . . . ? O13 Dy2 O8 C15 -139.9(7) . . . . ? O2 Dy1 O9 C16 -159.5(7) . . . . ? O6 Dy1 O9 C16 -100.4(8) . . . . ? O4 Dy1 O9 C16 51.3(7) 1_656 . . . ? O10 Dy1 O9 C16 -20.9(6) . . . . ? O18 Dy1 O9 C16 128.4(7) . . . . ? O17 Dy1 O9 C16 112.7(7) . . . . ? O3 Dy1 O9 C16 20.1(8) 1_656 . . . ? O5 Dy1 O9 C16 -88.0(7) . . . . ? C7 Dy1 O9 C16 34.8(7) 1_656 . . . ? O2 Dy1 O10 C16 81.1(7) . . . 3_657 ? O9 Dy1 O10 C16 21.1(6) . . . 3_657 ? O6 Dy1 O10 C16 172.6(6) . . . 3_657 ? O4 Dy1 O10 C16 -66.9(6) 1_656 . . 3_657 ? O18 Dy1 O10 C16 -16.3(8) . . . 3_657 ? O17 Dy1 O10 C16 -110.1(7) . . . 3_657 ? O3 Dy1 O10 C16 -124.0(7) 1_656 . . 3_657 ? O5 Dy1 O10 C16 116.5(7) . . . 3_657 ? C7 Dy1 O10 C16 -95.8(7) 1_656 . . 3_657 ? O16 Dy2 O11 C18 -66.2(7) . . . . ? O8 Dy2 O11 C18 150.7(7) . . . . ? O12 Dy2 O11 C18 78.4(7) . . . . ? O14 Dy2 O11 C18 2.7(8) . . . . ? O7 Dy2 O11 C18 -138.5(7) . . . . ? O15 Dy2 O11 C18 -128.6(6) . . . . ? O19 Dy2 O11 C18 -0.4(6) . . . . ? O13 Dy2 O11 C18 119.3(7) . . . . ? O16 Dy2 O13 C18 -39.1(8) . . . 4_565 ? O8 Dy2 O13 C18 102.1(7) . . . 4_565 ? O12 Dy2 O13 C18 176.6(7) . . . 4_565 ? O14 Dy2 O13 C18 -90.4(7) . . . 4_565 ? O7 Dy2 O13 C18 47.6(7) . . . 4_565 ? O15 Dy2 O13 C18 -5.6(6) . . . 4_565 ? O19 Dy2 O13 C18 -131.9(6) . . . 4_565 ? O11 Dy2 O13 C18 133.8(6) . . . 4_565 ? O16 Dy2 O15 C17 164.0(7) . . . . ? O8 Dy2 O15 C17 -55.3(6) . . . . ? O12 Dy2 O15 C17 13.3(7) . . . . ? O14 Dy2 O15 C17 87.7(6) . . . . ? O7 Dy2 O15 C17 -117.3(6) . . . . ? O19 Dy2 O15 C17 129.8(6) . . . . ? O11 Dy2 O15 C17 -127.2(6) . . . . ? O13 Dy2 O15 C17 10.3(6) . . . . ? O16 Dy2 O19 C17 98.4(7) . . . 4_566 ? O8 Dy2 O19 C17 -40.0(7) . . . 4_566 ? O12 Dy2 O19 C17 -87.0(7) . . . 4_566 ? O14 Dy2 O19 C17 179.3(7) . . . 4_566 ? O7 Dy2 O19 C17 43.9(7) . . . 4_566 ? O15 Dy2 O19 C17 133.5(6) . . . 4_566 ? O11 Dy2 O19 C17 -3.3(6) . . . 4_566 ? O13 Dy2 O19 C17 -136.6(6) . . . 4_566 ? C11 N1 C12 C13 1.8(14) . . . . ? N1 C12 C13 C9 -1.7(14) . . . . ? C12 C13 C9 C10 1.4(13) . . . . ? C12 C13 C9 C3 -177.5(8) . . . . ? C13 C9 C10 C11 -1.2(13) . . . . ? C3 C9 C10 C11 177.7(8) . . . . ? C12 N1 C11 C10 -1.5(14) . . . . ? C9 C10 C11 N1 1.2(14) . . . . ? C13 C9 C3 C4 -0.3(13) . . . . ? C10 C9 C3 C4 -179.2(8) . . . . ? C13 C9 C3 C2 -179.8(8) . . . . ? C10 C9 C3 C2 1.4(13) . . . . ? C2 C3 C4 C5 -1.0(12) . . . . ? C9 C3 C4 C5 179.6(8) . . . . ? C3 C4 C5 C6 -1.2(13) . . . . ? C3 C4 C5 C7 -178.3(7) . . . . ? C4 C5 C6 C1 3.0(12) . . . . ? C7 C5 C6 C1 -179.8(7) . . . . ? C5 C6 C1 C2 -2.6(11) . . . . ? C5 C6 C1 C8 176.5(7) . . . . ? C6 C1 C2 C3 0.4(12) . . . . ? C8 C1 C2 C3 -178.7(8) . . . . ? C4 C3 C2 C1 1.3(12) . . . . ? C9 C3 C2 C1 -179.2(8) . . . . ? Dy1 O2 C8 O1 71(2) . . . . ? Dy1 O2 C8 C1 -108.1(18) . . . . ? C2 C1 C8 O1 -169.9(8) . . . . ? C6 C1 C8 O1 11.1(12) . . . . ? C2 C1 C8 O2 9.2(13) . . . . ? C6 C1 C8 O2 -169.8(8) . . . . ? Dy1 O3 C7 O4 10.8(9) 1_454 . . . ? Dy1 O3 C7 C5 -171.1(6) 1_454 . . . ? Dy1 O4 C7 O3 -10.9(9) 1_454 . . . ? Dy1 O4 C7 C5 170.8(6) 1_454 . . . ? C6 C5 C7 O3 -20.5(11) . . . . ? C4 C5 C7 O3 156.7(8) . . . . ? C6 C5 C7 O4 157.8(7) . . . . ? C4 C5 C7 O4 -25.0(11) . . . . ? C6 C5 C7 Dy1 -134(3) . . . 1_454 ? C4 C5 C7 Dy1 43(4) . . . 1_454 ? Dy1 O5 C14 O7 177.7(8) . . . . ? Dy1 O5 C14 C15 -5.6(11) . . . . ? Dy2 O7 C14 O5 170.5(8) . . . . ? Dy2 O7 C14 C15 -6.3(11) . . . . ? Dy2 O8 C15 O6 -160.4(8) . . . . ? Dy2 O8 C15 C14 17.8(11) . . . . ? Dy1 O6 C15 O8 -166.2(7) . . . . ? Dy1 O6 C15 C14 15.5(11) . . . . ? O5 C14 C15 O8 175.4(9) . . . . ? O7 C14 C15 O8 -7.5(13) . . . . ? O5 C14 C15 O6 -6.2(14) . . . . ? O7 C14 C15 O6 170.9(8) . . . . ? Dy1 O9 C16 O10 -159.3(8) . . . 3_657 ? Dy1 O9 C16 C16 19.0(13) . . . 3_657 ? Dy2 O11 C18 O13 -176.6(7) . . . 4_566 ? Dy2 O11 C18 C17 3.3(10) . . . 4_566 ? Dy2 O15 C17 O19 168.0(7) . . . 4_565 ? Dy2 O15 C17 C18 -13.5(10) . . . 4_565 ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 2.950 _refine_diff_density_min -1.749 _refine_diff_density_rms 0.280 _database_code_depnum_ccdc_archive 'CCDC 957783'