# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_la _database_code_depnum_ccdc_archive 'CCDC 886760' #TrackingRef 'compound 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H21 La N3 O14.48' _chemical_formula_weight 650.05 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' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 10.779(2) _cell_length_b 21.445(4) _cell_length_c 10.395(2) _cell_angle_alpha 90.00 _cell_angle_beta 112.06(3) _cell_angle_gamma 90.00 _cell_volume 2227.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.236 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.158 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.939 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1292 _exptl_absorpt_coefficient_mu 2.003 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.315 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Process-auto _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20800 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0460 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5068 _reflns_number_gt 4177 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0389P)^2^+2.2573P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5068 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0773 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group La1 La 0.240573(18) 0.472202(8) 0.233056(17) 0.01981(7) Uani 1 1 d . . . O12 O 0.2765(3) 0.36989(12) -0.0851(2) 0.0373(7) Uani 1 1 d . . . O4 O 0.3990(2) 0.42324(11) 0.4761(2) 0.0293(6) Uani 1 1 d . . . O5 O -0.1614(3) 0.79703(11) -0.2100(2) 0.0353(7) Uani 1 1 d . . . H20 H -0.1951 0.8265 -0.2711 0.042 Uiso 1 1 d R . . O7 O 0.3230(3) 0.56300(12) 0.4214(3) 0.0353(6) Uani 1 1 d . . . O1 O 0.0845(3) 0.56172(12) 0.1575(3) 0.0399(7) Uani 1 1 d . . . O3 O 0.2403(2) 0.36208(11) 0.3377(2) 0.0319(6) Uani 1 1 d . . . N3 N 0.2371(3) 0.77331(14) 0.3778(3) 0.0278(7) Uani 1 1 d . . . O6 O -0.0905(3) 0.87638(12) -0.0623(3) 0.0416(7) Uani 1 1 d . . . O10 O 0.3648(3) 0.40033(11) 0.1344(2) 0.0338(6) Uani 1 1 d . . . N1 N 0.2750(3) 0.83375(14) 0.3979(3) 0.0350(8) Uani 1 1 d . . . C1 C 0.3387(3) 0.37055(15) 0.4471(3) 0.0217(7) Uani 1 1 d . . . C9 C 0.1413(3) 0.75100(15) 0.2455(3) 0.0219(7) Uani 1 1 d . . . O9 O 0.4841(3) 0.50915(14) 0.2828(3) 0.0400(7) Uani 1 1 d . . . C8 C 0.1277(3) 0.68780(15) 0.2164(3) 0.0222(7) Uani 1 1 d . . . H8 H 0.1784 0.6592 0.2825 0.080 Uiso 1 1 calc R . . C2 C 0.0214(3) 0.59754(15) 0.0599(3) 0.0241(7) Uani 1 1 d . . . C4 C 0.0384(3) 0.66689(15) 0.0884(3) 0.0203(7) Uani 1 1 d . . . O8 O 0.0865(3) 0.47018(14) 0.3677(3) 0.0470(8) Uani 1 1 d . . . O2 O 0.0536(3) 0.41962(12) 0.0584(3) 0.0392(7) Uani 1 1 d . . . C6 C -0.0197(3) 0.77309(15) 0.0176(3) 0.0214(7) Uani 1 1 d . . . C14 C 0.3834(3) 0.78407(14) 0.5880(3) 0.0158(6) Uani 1 1 d . . . C15 C 0.4764(3) 0.77507(15) 0.7291(3) 0.0211(7) Uani 1 1 d . . . C16 C 0.5186(3) 0.82622(15) 0.8177(3) 0.0220(7) Uani 1 1 d . . . H16 H 0.4866 0.8660 0.7870 0.080 Uiso 1 1 calc R . . C3 C -0.0942(3) 0.82109(16) -0.0888(3) 0.0239(7) Uani 1 1 d . . . C7 C 0.0655(3) 0.79414(15) 0.1468(3) 0.0234(7) Uani 1 1 d . . . H7 H 0.0720 0.8365 0.1674 0.080 Uiso 1 1 calc R . . C21 C 0.3381(3) 0.35908(15) 0.0412(3) 0.0229(7) Uani 1 1 d . . . C5 C -0.0341(3) 0.70966(15) -0.0132(3) 0.0219(7) Uani 1 1 d . . . H5 H -0.0912 0.6960 -0.1002 0.080 Uiso 1 1 calc R . . O11 O 0.2515(5) 0.52470(17) 0.0106(4) 0.0736(12) Uani 1 1 d . . . C13 C 0.3053(3) 0.74098(15) 0.4963(3) 0.0230(7) Uani 1 1 d . . . H13 H 0.2999 0.6985 0.5116 0.080 Uiso 1 1 calc R . . C18 C 0.3907(3) 0.31687(15) 0.5471(3) 0.0194(6) Uani 1 1 d . . . N2 N 0.3625(3) 0.84050(14) 0.5258(3) 0.0355(8) Uani 1 1 d . . . C17 C 0.5236(3) 0.71573(15) 0.7747(3) 0.0216(7) Uani 1 1 d . . . H17 H 0.4959 0.6821 0.7142 0.080 Uiso 1 1 calc R . . C19 C 0.3448(3) 0.25712(15) 0.5007(3) 0.0209(7) Uani 1 1 d . . . H19 H 0.2851 0.2513 0.4098 0.080 Uiso 1 1 calc R . . C22 C 0.3872(3) 0.29378(15) 0.0886(3) 0.0200(6) Uani 1 1 d . . . O1W O 0.8380(4) 0.52203(16) 0.2693(4) 0.0585(9) Uani 1 1 d . . . O2W O 0.2973(4) 0.5781(2) 0.6826(4) 0.0754(11) Uani 1 1 d . . . O3W O 0.5000 0.5000 0.0000 0.207(6) Uani 0.97 2 d SP . . 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 0.02566(10) 0.01168(10) 0.01331(10) 0.00040(6) -0.00272(7) 0.00021(7) O12 0.0542(17) 0.0203(13) 0.0211(12) -0.0013(10) -0.0046(12) 0.0027(12) O4 0.0344(13) 0.0174(12) 0.0207(11) 0.0038(9) -0.0073(10) -0.0047(10) O5 0.0523(16) 0.0192(13) 0.0165(11) 0.0018(9) -0.0074(11) 0.0029(11) O7 0.0368(14) 0.0286(15) 0.0296(13) -0.0042(11) -0.0001(12) -0.0018(11) O1 0.0495(16) 0.0166(13) 0.0295(14) 0.0004(10) -0.0127(13) 0.0055(11) O3 0.0364(13) 0.0206(13) 0.0209(12) 0.0060(9) -0.0094(11) -0.0041(10) N3 0.0332(15) 0.0224(15) 0.0205(14) -0.0030(11) 0.0017(13) -0.0007(12) O6 0.0652(19) 0.0191(14) 0.0238(13) -0.0005(10) -0.0022(13) 0.0055(12) O10 0.0473(15) 0.0188(13) 0.0240(12) -0.0088(10) 0.0006(12) 0.0045(11) N1 0.052(2) 0.0176(15) 0.0228(15) -0.0005(11) -0.0003(14) -0.0036(14) C1 0.0259(16) 0.0178(16) 0.0173(15) 0.0038(12) 0.0034(13) 0.0001(13) C9 0.0232(15) 0.0192(16) 0.0151(15) -0.0023(12) -0.0020(13) -0.0015(12) O9 0.0418(15) 0.0390(17) 0.0346(15) -0.0123(12) 0.0093(13) -0.0122(13) C8 0.0232(15) 0.0185(16) 0.0166(15) 0.0003(12) -0.0019(13) 0.0022(12) C2 0.0225(15) 0.0171(17) 0.0228(16) -0.0020(12) -0.0028(14) 0.0025(12) C4 0.0222(15) 0.0153(16) 0.0172(15) -0.0010(11) 0.0002(13) 0.0009(12) O8 0.0549(18) 0.0422(18) 0.0512(18) 0.0172(14) 0.0281(16) 0.0087(14) O2 0.0453(15) 0.0195(13) 0.0286(13) -0.0042(10) -0.0140(12) -0.0012(11) C6 0.0252(16) 0.0167(16) 0.0162(15) -0.0002(12) 0.0009(13) 0.0022(13) C14 0.0199(14) 0.0123(14) 0.0112(13) -0.0021(10) 0.0013(12) 0.0005(11) C15 0.0220(15) 0.0216(17) 0.0136(15) -0.0028(12) -0.0004(13) 0.0000(13) C16 0.0245(15) 0.0180(16) 0.0170(15) -0.0031(12) 0.0006(13) 0.0006(12) C3 0.0275(16) 0.0200(17) 0.0183(15) 0.0004(12) 0.0016(14) -0.0010(13) C7 0.0296(17) 0.0154(16) 0.0176(15) -0.0006(12) 0.0002(14) 0.0003(13) C21 0.0250(16) 0.0166(16) 0.0216(16) -0.0014(12) 0.0023(14) 0.0006(12) C5 0.0231(15) 0.0201(17) 0.0159(15) -0.0014(12) -0.0001(13) 0.0007(12) O11 0.125(4) 0.058(2) 0.046(2) 0.0228(16) 0.042(2) 0.021(2) C13 0.0257(16) 0.0169(16) 0.0189(15) -0.0010(12) -0.0003(13) 0.0008(13) C18 0.0209(15) 0.0166(16) 0.0153(14) 0.0035(11) 0.0008(13) 0.0004(12) N2 0.0513(19) 0.0213(16) 0.0187(14) -0.0002(11) -0.0043(14) -0.0042(14) C17 0.0233(16) 0.0176(16) 0.0189(16) -0.0063(12) 0.0021(13) -0.0009(12) C19 0.0234(15) 0.0176(16) 0.0146(14) 0.0020(12) -0.0009(13) -0.0005(12) C22 0.0220(15) 0.0161(16) 0.0184(15) -0.0020(12) 0.0037(13) 0.0001(12) O1W 0.062(2) 0.054(2) 0.050(2) -0.0060(15) 0.0101(17) -0.0041(16) O2W 0.093(3) 0.073(3) 0.076(3) -0.017(2) 0.051(2) 0.006(2) O3W 0.101(7) 0.383(18) 0.158(9) 0.132(11) 0.073(7) -0.009(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O2 2.425(2) . ? La1 O1 2.478(3) . ? La1 O10 2.501(3) . ? La1 O8 2.543(3) . ? La1 O3 2.600(2) . ? La1 O9 2.601(3) . ? La1 O11 2.614(3) . ? La1 O7 2.666(3) . ? La1 O4 2.676(2) . ? La1 C1 3.009(3) . ? O12 C21 1.250(4) . ? O4 C1 1.282(4) . ? O5 C3 1.301(4) . ? O5 H20 0.8726 . ? O1 C2 1.250(4) . ? O3 C1 1.243(4) . ? N3 N1 1.351(4) . ? N3 C13 1.363(4) . ? N3 C9 1.456(4) . ? O6 C3 1.215(4) . ? O10 C21 1.263(4) . ? N1 N2 1.317(4) . ? C1 C18 1.511(4) . ? C9 C8 1.385(5) . ? C9 C7 1.395(4) . ? C8 C4 1.391(4) . ? C8 H8 0.9300 . ? C2 O2 1.247(4) 3_565 ? C2 C4 1.514(4) . ? C4 C5 1.395(4) . ? O2 C2 1.247(4) 3_565 ? C6 C7 1.388(4) . ? C6 C5 1.393(4) . ? C6 C3 1.503(4) . ? C14 N2 1.350(4) . ? C14 C13 1.367(4) . ? C14 C15 1.445(4) . ? C15 C17 1.386(4) . ? C15 C16 1.395(4) . ? C16 C18 1.392(4) 2_656 ? C16 H16 0.9300 . ? C7 H7 0.9300 . ? C21 C22 1.513(4) . ? C5 H5 0.9300 . ? C13 H13 0.9300 . ? C18 C16 1.392(4) 2_646 ? C18 C19 1.393(4) . ? C17 C22 1.400(4) 3_666 ? C17 H17 0.9300 . ? C19 C22 1.386(4) 4_566 ? C19 H19 0.9300 . ? C22 C19 1.386(4) 4_565 ? C22 C17 1.400(4) 3_666 ? 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 La1 O1 81.29(9) . . ? O2 La1 O10 80.15(9) . . ? O1 La1 O10 138.75(9) . . ? O2 La1 O8 82.71(11) . . ? O1 La1 O8 71.45(10) . . ? O10 La1 O8 140.94(9) . . ? O2 La1 O3 76.10(8) . . ? O1 La1 O3 136.81(10) . . ? O10 La1 O3 72.34(9) . . ? O8 La1 O3 69.57(9) . . ? O2 La1 O9 141.57(10) . . ? O1 La1 O9 109.95(10) . . ? O10 La1 O9 67.26(9) . . ? O8 La1 O9 135.62(10) . . ? O3 La1 O9 110.67(9) . . ? O2 La1 O11 80.72(13) . . ? O1 La1 O11 68.68(12) . . ? O10 La1 O11 72.16(11) . . ? O8 La1 O11 138.58(12) . . ? O3 La1 O11 140.23(10) . . ? O9 La1 O11 70.58(13) . . ? O2 La1 O7 147.51(9) . . ? O1 La1 O7 70.51(8) . . ? O10 La1 O7 132.01(8) . . ? O8 La1 O7 73.42(10) . . ? O3 La1 O7 114.12(8) . . ? O9 La1 O7 66.31(9) . . ? O11 La1 O7 102.81(11) . . ? O2 La1 O4 125.49(8) . . ? O1 La1 O4 136.05(9) . . ? O10 La1 O4 83.98(8) . . ? O8 La1 O4 77.93(9) . . ? O3 La1 O4 49.41(7) . . ? O9 La1 O4 72.14(9) . . ? O11 La1 O4 141.21(12) . . ? O7 La1 O4 71.02(8) . . ? O2 La1 C1 100.33(9) . . ? O1 La1 C1 143.52(10) . . ? O10 La1 C1 76.29(9) . . ? O8 La1 C1 72.64(9) . . ? O3 La1 C1 24.23(8) . . ? O9 La1 C1 91.46(10) . . ? O11 La1 C1 147.79(11) . . ? O7 La1 C1 93.35(9) . . ? O4 La1 C1 25.19(8) . . ? C1 O4 La1 92.09(17) . . ? C3 O5 H20 110.3 . . ? C2 O1 La1 146.2(3) . . ? C1 O3 La1 96.6(2) . . ? N1 N3 C13 108.6(3) . . ? N1 N3 C9 121.8(3) . . ? C13 N3 C9 129.6(3) . . ? C21 O10 La1 138.0(2) . . ? N2 N1 N3 108.8(3) . . ? O3 C1 O4 121.8(3) . . ? O3 C1 C18 119.1(3) . . ? O4 C1 C18 119.0(3) . . ? O3 C1 La1 59.14(16) . . ? O4 C1 La1 62.72(16) . . ? C18 C1 La1 175.9(2) . . ? C8 C9 C7 120.2(3) . . ? C8 C9 N3 120.5(3) . . ? C7 C9 N3 119.2(3) . . ? C9 C8 C4 120.2(3) . . ? C9 C8 H8 119.9 . . ? C4 C8 H8 119.9 . . ? O2 C2 O1 124.9(3) 3_565 . ? O2 C2 C4 118.0(3) 3_565 . ? O1 C2 C4 117.1(3) . . ? C8 C4 C5 120.1(3) . . ? C8 C4 C2 119.5(3) . . ? C5 C4 C2 120.4(3) . . ? C2 O2 La1 157.6(3) 3_565 . ? C7 C6 C5 121.1(3) . . ? C7 C6 C3 117.8(3) . . ? C5 C6 C3 121.2(3) . . ? N2 C14 C13 108.9(3) . . ? N2 C14 C15 122.2(3) . . ? C13 C14 C15 128.9(3) . . ? C17 C15 C16 120.6(3) . . ? C17 C15 C14 119.7(3) . . ? C16 C15 C14 119.7(3) . . ? C18 C16 C15 119.0(3) 2_656 . ? C18 C16 H16 120.5 2_656 . ? C15 C16 H16 120.5 . . ? O6 C3 O5 124.4(3) . . ? O6 C3 C6 122.6(3) . . ? O5 C3 C6 113.0(3) . . ? C6 C7 C9 119.2(3) . . ? C6 C7 H7 120.4 . . ? C9 C7 H7 120.4 . . ? O12 C21 O10 123.6(3) . . ? O12 C21 C22 119.8(3) . . ? O10 C21 C22 116.6(3) . . ? C6 C5 C4 119.1(3) . . ? C6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? N3 C13 C14 105.5(3) . . ? N3 C13 H13 127.2 . . ? C14 C13 H13 127.2 . . ? C16 C18 C19 120.4(3) 2_646 . ? C16 C18 C1 121.5(3) 2_646 . ? C19 C18 C1 118.1(3) . . ? N1 N2 C14 108.2(3) . . ? C15 C17 C22 120.3(3) . 3_666 ? C15 C17 H17 119.8 . . ? C22 C17 H17 119.8 3_666 . ? C22 C19 C18 120.6(3) 4_566 . ? C22 C19 H19 119.7 4_566 . ? C18 C19 H19 119.7 . . ? C19 C22 C17 119.0(3) 4_565 3_666 ? C19 C22 C21 121.7(3) 4_565 . ? C17 C22 C21 119.3(3) 3_666 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H20 O12 0.87 1.70 2.556(3) 166.8 2_554 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.824 _refine_diff_density_min -0.644 _refine_diff_density_rms 0.107 data_euc _database_code_depnum_ccdc_archive 'CCDC 886761' #TrackingRef 'compound 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Eu N3 O13' _chemical_formula_weight 636.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.491(2) _cell_length_b 20.597(4) _cell_length_c 10.108(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.95(3) _cell_angle_gamma 90.00 _cell_volume 2053.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.135 _exptl_crystal_size_mid 0.103 _exptl_crystal_size_min 0.079 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.058 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 3.136 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.394 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Process-auto _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17759 _diffrn_reflns_av_R_equivalents 0.1440 _diffrn_reflns_av_sigmaI/netI 0.1592 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4459 _reflns_number_gt 2914 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1093P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4459 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1177 _refine_ls_R_factor_gt 0.0768 _refine_ls_wR_factor_ref 0.2235 _refine_ls_wR_factor_gt 0.1838 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu -0.22592(5) 0.02606(2) 0.27290(6) 0.0305(2) Uani 1 1 d . . . O1 O -0.0399(7) 0.0867(3) 0.4300(8) 0.0366(17) Uani 1 1 d . . . O8 O -0.1560(7) 0.3109(3) 0.2991(8) 0.0384(18) Uani 1 1 d . . . H20 H -0.1830 0.3408 0.2379 0.046 Uiso 1 1 d R . . O7 O -0.4012(8) 0.0746(4) 0.0523(9) 0.0428(19) Uani 1 1 d . . . C16 C 0.4857(9) 0.2789(4) 1.2367(10) 0.027(2) Uani 1 1 d . . . O9 O -0.0526(8) 0.3941(3) 0.4301(8) 0.0406(18) Uani 1 1 d . . . O5 O -0.3152(8) -0.0592(4) 0.0729(9) 0.046(2) Uani 1 1 d . . . N3 N 0.2524(8) 0.2821(4) 0.8831(9) 0.0312(19) Uani 1 1 d . . . C10 C 0.1560(10) 0.2612(5) 0.7461(11) 0.0255(19) Uani 1 1 d . . . N2 N 0.3696(9) 0.3506(4) 1.0336(10) 0.034(2) Uani 1 1 d . . . C11 C -0.3296(10) 0.1237(5) 0.0650(11) 0.029(2) Uani 1 1 d . . . N1 N 0.2864(9) 0.3459(4) 0.9099(10) 0.033(2) Uani 1 1 d . . . C14 C 0.3184(10) 0.2475(4) 0.9972(10) 0.026(2) Uani 1 1 d . . . H14 H 0.3144 0.2028 1.0078 0.080 Uiso 1 1 calc R . . O4 O -0.2145(7) 0.1282(4) 0.1549(8) 0.0401(18) Uani 1 1 d . . . C15 C 0.3924(9) 0.2903(4) 1.0947(10) 0.0234(19) Uani 1 1 d . . . C5 C 0.0506(9) 0.1752(4) 0.5839(10) 0.0230(19) Uani 1 1 d . . . C3 C -0.0725(10) 0.3369(5) 0.4119(10) 0.026(2) Uani 1 1 d . . . C6 C -0.0005(9) 0.2864(4) 0.5189(10) 0.0237(19) Uani 1 1 d . . . C4 C 0.0327(10) 0.1030(4) 0.5493(11) 0.028(2) Uani 1 1 d . . . C8 C 0.0869(9) 0.3071(4) 0.6477(11) 0.026(2) Uani 1 1 d . . . H8 H 0.0991 0.3511 0.6681 0.080 Uiso 1 1 calc R . . C7 C -0.0188(9) 0.2207(5) 0.4848(11) 0.028(2) Uani 1 1 d . . . H7 H -0.0769 0.2076 0.3968 0.080 Uiso 1 1 calc R . . C19 C 0.5280(10) 0.3306(5) 1.3320(11) 0.031(2) Uani 1 1 d . . . H19 H 0.4945 0.3722 1.3053 0.080 Uiso 1 1 calc R . . O6 O -0.0582(9) 0.0164(4) 0.1453(10) 0.046(2) Uani 1 1 d . . . O2 O -0.2015(9) 0.0001(4) 0.5352(10) 0.052(2) Uani 1 1 d . . . C1 C -0.3801(9) 0.1803(5) -0.0338(10) 0.025(2) Uani 1 1 d . . . C17 C 0.5302(10) 0.2176(5) 1.2803(11) 0.030(2) Uani 1 1 d . . . H17 H 0.4994 0.1829 1.2187 0.080 Uiso 1 1 calc R . . C2 C -0.3363(10) 0.2420(5) 0.0086(11) 0.028(2) Uani 1 1 d . . . H2 H -0.2779 0.2493 0.1000 0.080 Uiso 1 1 calc R . . C9 C 0.1381(10) 0.1956(4) 0.7131(11) 0.028(2) Uani 1 1 d . . . H9 H 0.1857 0.1650 0.7791 0.080 Uiso 1 1 calc R . . C18 C 0.6213(10) 0.2062(4) 1.4158(11) 0.027(2) Uani 1 1 d . . . O12 O -0.3538(8) 0.0994(4) 0.3572(8) 0.0406(19) Uani 1 1 d . . . O10 O 0.7273(8) 0.1222(3) 1.5795(8) 0.0391(18) Uani 1 1 d . . . O11 O 0.0940(8) 0.0653(3) 0.6476(8) 0.0377(18) Uani 1 1 d . . . C20 C 0.6705(10) 0.1385(5) 1.4561(12) 0.030(2) Uani 1 1 d . . . O13 O -0.4270(10) -0.0296(4) 0.2953(12) 0.058(3) Uani 1 1 d . . . O1W O 0.3173(15) 0.0387(7) 0.2222(16) 0.100(4) 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 0.0401(4) 0.0129(3) 0.0311(4) -0.00065(19) 0.0027(3) 0.00135(18) O1 0.044(4) 0.016(4) 0.032(5) -0.006(3) -0.010(4) -0.006(3) O8 0.048(4) 0.016(4) 0.040(5) 0.008(3) 0.001(4) 0.001(3) O7 0.048(4) 0.019(4) 0.050(5) 0.002(3) 0.003(4) -0.011(3) C16 0.034(5) 0.014(5) 0.029(6) -0.004(4) 0.009(5) 0.001(4) O9 0.068(5) 0.019(4) 0.026(4) 0.006(3) 0.003(4) 0.004(3) O5 0.051(5) 0.025(4) 0.052(6) -0.005(4) 0.003(4) 0.002(3) N3 0.037(4) 0.021(4) 0.030(5) -0.008(3) 0.005(4) 0.000(3) C10 0.029(4) 0.022(5) 0.021(5) 0.000(4) 0.002(4) -0.001(4) N2 0.049(5) 0.012(4) 0.031(6) -0.003(3) 0.001(5) 0.000(3) C11 0.041(5) 0.019(5) 0.029(6) -0.001(4) 0.014(5) 0.001(4) N1 0.046(5) 0.022(4) 0.032(6) -0.003(4) 0.013(5) -0.003(4) C14 0.036(5) 0.014(4) 0.029(6) -0.001(4) 0.013(5) -0.002(4) O4 0.032(4) 0.032(4) 0.039(5) 0.011(3) -0.010(4) -0.002(3) C15 0.032(5) 0.012(4) 0.022(5) 0.000(4) 0.003(4) 0.001(3) C5 0.023(4) 0.016(5) 0.027(6) -0.002(4) 0.006(4) 0.001(3) C3 0.035(5) 0.027(5) 0.010(5) 0.000(4) -0.002(4) -0.002(4) C6 0.026(4) 0.021(5) 0.014(5) 0.008(4) -0.006(4) 0.004(4) C4 0.038(5) 0.014(5) 0.037(7) 0.002(4) 0.017(5) -0.003(4) C8 0.031(5) 0.016(5) 0.030(6) -0.002(4) 0.008(5) 0.000(3) C7 0.027(5) 0.020(5) 0.033(6) 0.004(4) 0.004(5) 0.002(4) C19 0.046(6) 0.018(5) 0.023(6) -0.004(4) 0.004(5) 0.000(4) O6 0.065(5) 0.033(5) 0.052(6) 0.005(4) 0.037(5) 0.007(4) O2 0.057(5) 0.036(5) 0.049(6) 0.001(4) 0.000(4) -0.002(4) C1 0.027(4) 0.024(5) 0.021(5) 0.001(4) 0.005(4) 0.003(4) C17 0.040(5) 0.012(5) 0.034(6) -0.004(4) 0.007(5) 0.003(4) C2 0.038(5) 0.017(5) 0.027(6) 0.001(4) 0.008(5) 0.000(4) C9 0.036(5) 0.016(5) 0.032(6) 0.001(4) 0.011(5) -0.002(4) C18 0.033(5) 0.014(5) 0.028(6) 0.004(4) 0.004(5) 0.004(4) O12 0.066(5) 0.023(4) 0.019(4) -0.009(3) -0.003(4) 0.015(3) O10 0.063(5) 0.021(4) 0.025(5) -0.001(3) 0.004(4) 0.012(3) O11 0.050(4) 0.015(4) 0.036(5) 0.004(3) 0.000(4) 0.003(3) C20 0.031(5) 0.016(5) 0.045(7) 0.001(4) 0.015(5) 0.005(4) O13 0.063(6) 0.020(4) 0.090(9) -0.005(4) 0.027(6) -0.009(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 Eu1 O11 2.312(7) 3_556 ? Eu1 O12 2.364(7) . ? Eu1 O1 2.404(7) . ? Eu1 O4 2.441(7) . ? Eu1 O13 2.479(9) . ? Eu1 O6 2.520(7) . ? Eu1 O7 2.561(8) . ? Eu1 O5 2.600(8) . ? Eu1 O2 2.631(9) . ? Eu1 C11 2.844(10) . ? O1 C4 1.233(13) . ? O8 C3 1.293(12) . ? O8 H20 0.8502 . ? O7 C11 1.240(12) . ? C16 C17 1.367(13) . ? C16 C19 1.402(13) . ? C16 C15 1.454(14) . ? O9 C3 1.201(12) . ? N3 C14 1.331(13) . ? N3 N1 1.364(11) . ? N3 C10 1.473(13) . ? C10 C8 1.384(13) . ? C10 C9 1.388(13) . ? N2 N1 1.262(13) . ? N2 C15 1.372(12) . ? C11 O4 1.243(13) . ? C11 C1 1.508(13) . ? C14 C15 1.352(13) . ? C14 H14 0.9300 . ? C5 C9 1.382(14) . ? C5 C7 1.383(13) . ? C5 C4 1.523(12) . ? C3 C6 1.506(12) . ? C6 C8 1.379(14) . ? C6 C7 1.394(13) . ? C4 O11 1.252(12) . ? C8 H8 0.9300 . ? C7 H7 0.9300 . ? C19 C1 1.389(14) 4_667 ? C19 H19 0.9300 . ? C1 C2 1.369(13) . ? C1 C19 1.389(14) 4_464 ? C17 C18 1.397(15) . ? C17 H17 0.9300 . ? C2 C18 1.391(13) 4_464 ? C2 H2 0.9300 . ? C9 H9 0.9300 . ? C18 C2 1.391(13) 4_667 ? C18 C20 1.494(13) . ? O12 C20 1.240(12) 1_454 ? O10 C20 1.232(13) . ? O11 Eu1 2.312(7) 3_556 ? C20 O12 1.240(12) 1_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 O11 Eu1 O12 137.8(3) 3_556 . ? O11 Eu1 O1 86.5(3) 3_556 . ? O12 Eu1 O1 82.1(3) . . ? O11 Eu1 O4 138.4(2) 3_556 . ? O12 Eu1 O4 75.8(3) . . ? O1 Eu1 O4 73.2(3) . . ? O11 Eu1 O13 91.1(3) 3_556 . ? O12 Eu1 O13 70.0(3) . . ? O1 Eu1 O13 134.8(3) . . ? O4 Eu1 O13 128.9(3) . . ? O11 Eu1 O6 70.9(3) 3_556 . ? O12 Eu1 O6 144.7(3) . . ? O1 Eu1 O6 80.1(3) . . ? O4 Eu1 O6 70.1(2) . . ? O13 Eu1 O6 140.8(3) . . ? O11 Eu1 O7 142.0(3) 3_556 . ? O12 Eu1 O7 74.8(3) . . ? O1 Eu1 O7 123.5(2) . . ? O4 Eu1 O7 51.6(2) . . ? O13 Eu1 O7 83.1(3) . . ? O6 Eu1 O7 90.3(3) . . ? O11 Eu1 O5 74.6(3) 3_556 . ? O12 Eu1 O5 127.9(3) . . ? O1 Eu1 O5 149.4(2) . . ? O4 Eu1 O5 105.5(3) . . ? O13 Eu1 O5 70.5(3) . . ? O6 Eu1 O5 71.2(3) . . ? O7 Eu1 O5 68.0(3) . . ? O11 Eu1 O2 69.1(3) 3_556 . ? O12 Eu1 O2 68.8(3) . . ? O1 Eu1 O2 70.2(3) . . ? O4 Eu1 O2 131.6(3) . . ? O13 Eu1 O2 66.9(3) . . ? O6 Eu1 O2 130.9(3) . . ? O7 Eu1 O2 138.7(3) . . ? O5 Eu1 O2 122.1(3) . . ? O11 Eu1 C11 149.9(3) 3_556 . ? O12 Eu1 C11 72.1(3) . . ? O1 Eu1 C11 98.1(3) . . ? O4 Eu1 C11 25.8(3) . . ? O13 Eu1 C11 105.8(3) . . ? O6 Eu1 C11 80.5(3) . . ? O7 Eu1 C11 25.8(3) . . ? O5 Eu1 C11 87.6(3) . . ? O2 Eu1 C11 140.4(3) . . ? C4 O1 Eu1 151.6(7) . . ? C3 O8 H20 107.4 . . ? C11 O7 Eu1 89.9(7) . . ? C17 C16 C19 119.1(10) . . ? C17 C16 C15 120.5(9) . . ? C19 C16 C15 120.3(9) . . ? C14 N3 N1 108.6(9) . . ? C14 N3 C10 130.2(8) . . ? N1 N3 C10 121.1(9) . . ? C8 C10 C9 119.8(10) . . ? C8 C10 N3 120.0(9) . . ? C9 C10 N3 120.2(9) . . ? N1 N2 C15 109.3(8) . . ? O7 C11 O4 122.6(10) . . ? O7 C11 C1 119.9(10) . . ? O4 C11 C1 117.4(9) . . ? O7 C11 Eu1 64.2(6) . . ? O4 C11 Eu1 58.7(5) . . ? C1 C11 Eu1 174.4(7) . . ? N2 N1 N3 108.5(8) . . ? N3 C14 C15 106.5(8) . . ? N3 C14 H14 126.8 . . ? C15 C14 H14 126.8 . . ? C11 O4 Eu1 95.5(6) . . ? C14 C15 N2 107.1(9) . . ? C14 C15 C16 129.8(9) . . ? N2 C15 C16 123.0(8) . . ? C9 C5 C7 119.6(9) . . ? C9 C5 C4 120.3(9) . . ? C7 C5 C4 120.1(9) . . ? O9 C3 O8 124.9(10) . . ? O9 C3 C6 123.3(9) . . ? O8 C3 C6 111.7(8) . . ? C8 C6 C7 121.6(9) . . ? C8 C6 C3 118.3(8) . . ? C7 C6 C3 120.0(9) . . ? O1 C4 O11 125.8(9) . . ? O1 C4 C5 118.5(9) . . ? O11 C4 C5 115.7(9) . . ? C6 C8 C10 119.0(9) . . ? C6 C8 H8 120.5 . . ? C10 C8 H8 120.5 . . ? C5 C7 C6 119.0(10) . . ? C5 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? C1 C19 C16 120.0(9) 4_667 . ? C1 C19 H19 120.0 4_667 . ? C16 C19 H19 120.0 . . ? C2 C1 C19 120.2(9) . 4_464 ? C2 C1 C11 120.4(9) . . ? C19 C1 C11 119.5(9) 4_464 . ? C16 C17 C18 121.0(9) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C1 C2 C18 120.4(10) . 4_464 ? C1 C2 H2 119.8 . . ? C18 C2 H2 119.8 4_464 . ? C5 C9 C10 121.0(9) . . ? C5 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C2 C18 C17 119.1(9) 4_667 . ? C2 C18 C20 122.1(10) 4_667 . ? C17 C18 C20 118.8(9) . . ? C20 O12 Eu1 136.0(7) 1_454 . ? C4 O11 Eu1 149.9(7) . 3_556 ? O10 C20 O12 122.4(9) . 1_656 ? O10 C20 C18 122.2(9) . . ? O12 C20 C18 115.4(10) 1_656 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H20 O10 0.85 1.73 2.544(10) 158.8 4_464 _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 1.242 _refine_diff_density_min -2.974 _refine_diff_density_rms 0.241 data_tbc _database_code_depnum_ccdc_archive 'CCDC 886762' #TrackingRef 'compound 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 N3 O13 Tb' _chemical_formula_weight 643.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 10.547(2) _cell_length_b 20.708(4) _cell_length_c 10.434(2) _cell_angle_alpha 90.00 _cell_angle_beta 111.95(3) _cell_angle_gamma 90.00 _cell_volume 2113.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.291 _exptl_crystal_size_mid 0.098 _exptl_crystal_size_min 0.079 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.021 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 3.425 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.356 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details Process-auto _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19579 _diffrn_reflns_av_R_equivalents 0.0829 _diffrn_reflns_av_sigmaI/netI 0.0761 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4816 _reflns_number_gt 3690 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0702P)^2^+21.6722P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4816 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0838 _refine_ls_R_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.1696 _refine_ls_wR_factor_gt 0.1498 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tb1 Tb 0.79816(5) 0.030509(17) 0.73738(4) 0.02801(17) Uani 1 1 d . . . O1 O 0.9752(7) 0.0791(3) 0.9152(6) 0.0379(16) Uani 1 1 d . . . O5 O 0.6356(8) 0.0746(3) 0.5130(7) 0.0447(19) Uani 1 1 d . . . C1 C 1.0595(9) 0.0958(4) 1.0296(9) 0.032(2) Uani 1 1 d . . . O7 O 0.6814(7) 0.0931(3) 0.8422(6) 0.0332(14) Uani 1 1 d . . . O8 O 0.7618(8) 0.1243(3) 1.0627(6) 0.0426(18) Uani 1 1 d . . . O3 O 0.8707(7) 0.3028(3) 0.7721(6) 0.0386(17) Uani 1 1 d . . . H20 H 0.8291 0.3312 0.6950 0.046 Uiso 1 1 d R . . O9 O 0.5822(8) -0.0191(4) 0.7005(8) 0.0454(18) Uani 1 1 d . . . C4 C 1.1896(9) 0.2536(4) 1.2191(8) 0.0251(17) Uani 1 1 d . . . C15 C 0.7038(10) 0.1273(4) 0.5329(8) 0.0291(19) Uani 1 1 d . . . C9 C 1.2836(9) 0.2755(4) 1.3549(8) 0.0230(17) Uani 1 1 d . . . O6 O 0.8091(7) 0.1342(3) 0.6371(6) 0.0388(16) Uani 1 1 d . . . N1 N 1.3184(10) 0.3387(4) 1.3784(8) 0.043(2) Uani 1 1 d . . . O4 O 0.9819(9) 0.3854(3) 0.9023(8) 0.054(2) Uani 1 1 d . . . C3 C 1.1722(10) 0.1881(4) 1.1898(8) 0.030(2) Uani 1 1 d . . . H3 H 1.2220 0.1581 1.2559 0.080 Uiso 1 1 calc R . . C7 C 1.0307(9) 0.2783(4) 0.9912(9) 0.0300(19) Uani 1 1 d . . . O10 O 0.7610(10) -0.0568(4) 0.5641(9) 0.064(3) Uani 1 1 d . . . O2 O 0.8723(8) -0.0581(3) 0.8754(7) 0.052(2) Uani 1 1 d . . . N3 N 1.4283(8) 0.2853(3) 1.5650(8) 0.0331(17) Uani 1 1 d . . . C16 C 0.6992(9) 0.2559(4) 0.9757(8) 0.0268(18) Uani 1 1 d . . . H16 H 0.7603 0.2495 1.0659 0.080 Uiso 1 1 calc R . . C19 C 0.7038(10) 0.1359(4) 0.9344(8) 0.031(2) Uani 1 1 d . . . C18 C 0.5696(10) 0.2143(4) 0.7500(9) 0.0309(19) Uani 1 1 d . . . H18 H 0.5447 0.1800 0.6881 0.080 Uiso 1 1 calc R . . C2 C 1.0816(9) 0.1671(4) 1.0635(8) 0.0291(19) Uani 1 1 d . . . C10 C 1.3525(9) 0.2414(4) 1.4693(8) 0.0283(19) Uani 1 1 d . . . H10 H 1.3492 0.1970 1.4810 0.080 Uiso 1 1 calc R . . C17 C 0.6560(10) 0.2035(4) 0.8869(8) 0.0278(18) Uani 1 1 d . . . C12 C 1.5208(9) 0.2754(4) 1.7059(8) 0.0288(18) Uani 1 1 d . . . N2 N 1.4063(10) 0.3447(4) 1.5053(8) 0.043(2) Uani 1 1 d . . . C5 C 1.1173(9) 0.2991(4) 1.1224(8) 0.0273(18) Uani 1 1 d . . . H5 H 1.1260 0.3428 1.1443 0.080 Uiso 1 1 calc R . . C6 C 1.0122(9) 0.2123(4) 0.9595(8) 0.0255(17) Uani 1 1 d . . . H6 H 0.9554 0.1986 0.8719 0.080 Uiso 1 1 calc R . . C13 C 1.5614(10) 0.3283(4) 1.7979(9) 0.032(2) Uani 1 1 d . . . H13 H 1.5275 0.3695 1.7691 0.080 Uiso 1 1 calc R . . C14 C 0.6524(10) 0.1821(4) 0.4315(8) 0.0283(19) Uani 1 1 d . . . C8 C 0.9585(10) 0.3275(4) 0.8851(8) 0.0291(19) Uani 1 1 d . . . O1W O 0.3623(11) 0.0525(5) 0.7179(10) 0.078(3) Uani 1 1 d . . . O11 O 1.0003(13) 0.0193(5) 0.6821(16) 0.108(5) Uani 1 1 d . . . O2W O 1.2495(16) 0.0043(7) 0.8904(15) 0.116(4) 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 Tb1 0.0371(3) 0.0142(2) 0.0179(2) -0.00075(15) -0.00684(17) 0.00117(16) O1 0.048(4) 0.023(3) 0.021(3) -0.004(2) -0.012(3) -0.005(3) O5 0.054(4) 0.023(3) 0.030(3) 0.009(3) -0.015(3) -0.007(3) C1 0.035(5) 0.015(4) 0.027(4) 0.006(3) -0.009(4) 0.001(3) O7 0.039(4) 0.022(3) 0.026(3) -0.007(3) -0.003(3) 0.004(3) O8 0.068(5) 0.021(3) 0.021(3) -0.002(2) -0.005(3) 0.004(3) O3 0.048(4) 0.021(3) 0.025(3) 0.006(2) -0.012(3) -0.001(3) O9 0.046(4) 0.046(4) 0.041(4) -0.001(3) 0.012(3) -0.011(3) C4 0.033(5) 0.019(4) 0.015(3) -0.001(3) 0.000(3) -0.001(3) C15 0.045(5) 0.014(4) 0.015(4) 0.003(3) -0.004(4) 0.001(3) C9 0.033(4) 0.014(3) 0.013(3) -0.004(3) -0.002(3) -0.003(3) O6 0.045(4) 0.029(3) 0.024(3) 0.007(3) -0.009(3) -0.012(3) N1 0.070(6) 0.024(4) 0.021(4) 0.001(3) 0.000(4) -0.007(4) O4 0.074(6) 0.022(3) 0.037(4) 0.006(3) -0.013(4) -0.007(3) C3 0.043(5) 0.019(4) 0.015(4) 0.001(3) -0.005(4) -0.001(3) C7 0.033(5) 0.019(4) 0.026(4) 0.006(3) -0.001(4) -0.003(3) O10 0.076(6) 0.051(5) 0.044(5) -0.011(4) -0.002(4) 0.016(4) O2 0.065(5) 0.023(3) 0.033(4) 0.007(3) -0.020(3) -0.002(3) N3 0.039(4) 0.024(4) 0.026(4) -0.004(3) 0.001(3) -0.004(3) C16 0.036(5) 0.016(4) 0.014(3) -0.002(3) -0.007(3) -0.003(3) C19 0.039(5) 0.026(4) 0.015(4) -0.004(3) -0.004(3) -0.004(4) C18 0.038(5) 0.024(4) 0.020(4) -0.006(3) -0.002(4) -0.002(3) C2 0.032(5) 0.020(4) 0.020(4) 0.000(3) -0.008(3) -0.002(3) C10 0.034(5) 0.023(4) 0.018(4) -0.004(3) -0.002(3) -0.004(3) C17 0.042(5) 0.022(4) 0.014(4) -0.005(3) 0.005(4) 0.002(3) C12 0.033(5) 0.027(4) 0.015(4) -0.005(3) -0.004(3) -0.001(3) N2 0.071(6) 0.022(4) 0.020(4) 0.001(3) -0.003(4) -0.007(4) C5 0.037(5) 0.018(4) 0.021(4) -0.003(3) 0.003(4) -0.007(3) C6 0.031(4) 0.018(4) 0.017(4) 0.001(3) -0.004(3) 0.001(3) C13 0.036(5) 0.024(4) 0.022(4) -0.003(3) -0.005(4) 0.000(3) C14 0.040(5) 0.022(4) 0.013(4) 0.005(3) -0.002(3) 0.001(3) C8 0.040(5) 0.024(4) 0.014(4) 0.004(3) 0.000(4) -0.002(4) O1W 0.080(7) 0.085(7) 0.061(6) -0.027(5) 0.016(5) -0.001(6) O11 0.091(9) 0.084(8) 0.179(14) -0.077(9) 0.084(9) -0.035(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 Tb1 O2 2.283(6) . ? Tb1 O1 2.313(6) . ? Tb1 O7 2.324(6) . ? Tb1 O9 2.395(7) . ? Tb1 O6 2.410(6) . ? Tb1 O11 2.419(11) . ? Tb1 O10 2.482(8) . ? Tb1 O5 2.501(6) . ? Tb1 C15 2.824(8) . ? O1 C1 1.241(10) . ? O5 C15 1.280(10) . ? C1 O2 1.255(10) 3_757 ? C1 C2 1.516(11) . ? O7 C19 1.264(10) . ? O8 C19 1.269(10) . ? O3 C8 1.302(10) . ? O3 H20 0.9609 . ? C4 C5 1.383(11) . ? C4 C3 1.387(11) . ? C4 C9 1.466(10) . ? C15 O6 1.238(10) . ? C15 C14 1.508(11) . ? C9 C10 1.342(11) . ? C9 N1 1.357(10) . ? N1 N2 1.307(11) . ? O4 C8 1.224(10) . ? C3 C2 1.377(11) . ? C3 H3 0.9300 . ? C7 C5 1.400(11) . ? C7 C6 1.401(11) . ? C7 C8 1.488(11) . ? O2 C1 1.255(10) 3_757 ? N3 N2 1.358(10) . ? N3 C10 1.367(11) . ? N3 C12 1.443(10) . ? C16 C17 1.388(11) . ? C16 C14 1.390(11) 4_566 ? C16 H16 0.9300 . ? C19 C17 1.508(12) . ? C18 C12 1.379(12) 1_454 ? C18 C17 1.395(11) . ? C18 H18 0.9300 . ? C2 C6 1.413(11) . ? C10 H10 0.9300 . ? C12 C18 1.379(12) 1_656 ? C12 C13 1.414(12) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C13 C14 1.382(11) 4_667 ? C13 H13 0.9300 . ? C14 C13 1.382(11) 4_464 ? C14 C16 1.390(11) 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 Tb1 O1 82.0(2) . . ? O2 Tb1 O7 105.6(3) . . ? O1 Tb1 O7 77.9(2) . . ? O2 Tb1 O9 80.7(3) . . ? O1 Tb1 O9 138.6(3) . . ? O7 Tb1 O9 71.1(2) . . ? O2 Tb1 O6 158.3(3) . . ? O1 Tb1 O6 78.8(2) . . ? O7 Tb1 O6 80.0(2) . . ? O9 Tb1 O6 120.6(2) . . ? O2 Tb1 O11 87.0(4) . . ? O1 Tb1 O11 73.4(4) . . ? O7 Tb1 O11 146.6(3) . . ? O9 Tb1 O11 142.2(3) . . ? O6 Tb1 O11 78.1(4) . . ? O2 Tb1 O10 78.3(3) . . ? O1 Tb1 O10 139.6(3) . . ? O7 Tb1 O10 141.5(3) . . ? O9 Tb1 O10 71.9(3) . . ? O6 Tb1 O10 110.7(3) . . ? O11 Tb1 O10 70.7(4) . . ? O2 Tb1 O5 146.9(2) . . ? O1 Tb1 O5 131.1(2) . . ? O7 Tb1 O5 86.5(2) . . ? O9 Tb1 O5 74.2(3) . . ? O6 Tb1 O5 52.8(2) . . ? O11 Tb1 O5 99.7(4) . . ? O10 Tb1 O5 73.6(3) . . ? O2 Tb1 C15 171.2(3) . . ? O1 Tb1 C15 104.3(2) . . ? O7 Tb1 C15 82.0(2) . . ? O9 Tb1 C15 97.9(3) . . ? O6 Tb1 C15 25.9(2) . . ? O11 Tb1 C15 88.9(4) . . ? O10 Tb1 C15 93.0(3) . . ? O5 Tb1 C15 27.0(2) . . ? C1 O1 Tb1 164.8(7) . . ? C15 O5 Tb1 90.7(5) . . ? O1 C1 O2 125.5(8) . 3_757 ? O1 C1 C2 119.1(7) . . ? O2 C1 C2 115.4(7) 3_757 . ? C19 O7 Tb1 140.2(6) . . ? C8 O3 H20 117.7 . . ? C5 C4 C3 121.0(7) . . ? C5 C4 C9 118.9(7) . . ? C3 C4 C9 120.1(7) . . ? O6 C15 O5 120.4(7) . . ? O6 C15 C14 119.9(8) . . ? O5 C15 C14 119.7(7) . . ? O6 C15 Tb1 58.1(4) . . ? O5 C15 Tb1 62.3(4) . . ? C14 C15 Tb1 176.0(6) . . ? C10 C9 N1 109.1(7) . . ? C10 C9 C4 130.0(7) . . ? N1 C9 C4 120.9(7) . . ? C15 O6 Tb1 96.1(5) . . ? N2 N1 C9 108.4(7) . . ? C2 C3 C4 120.4(8) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C7 C6 120.9(7) . . ? C5 C7 C8 118.8(7) . . ? C6 C7 C8 120.3(7) . . ? C1 O2 Tb1 163.3(6) 3_757 . ? N2 N3 C10 108.3(7) . . ? N2 N3 C12 122.0(7) . . ? C10 N3 C12 129.6(7) . . ? C17 C16 C14 120.8(7) . 4_566 ? C17 C16 H16 119.6 . . ? C14 C16 H16 119.6 4_566 . ? O7 C19 O8 123.3(8) . . ? O7 C19 C17 117.2(7) . . ? O8 C19 C17 119.5(7) . . ? C12 C18 C17 120.5(8) 1_454 . ? C12 C18 H18 119.7 1_454 . ? C17 C18 H18 119.7 . . ? C3 C2 C6 120.0(7) . . ? C3 C2 C1 121.4(7) . . ? C6 C2 C1 118.5(7) . . ? C9 C10 N3 105.9(7) . . ? C9 C10 H10 127.1 . . ? N3 C10 H10 127.1 . . ? C16 C17 C18 119.0(8) . . ? C16 C17 C19 121.3(7) . . ? C18 C17 C19 119.7(7) . . ? C18 C12 C13 120.3(8) 1_656 . ? C18 C12 N3 119.8(7) 1_656 . ? C13 C12 N3 120.0(8) . . ? N1 N2 N3 108.3(7) . . ? C4 C5 C7 118.9(7) . . ? C4 C5 H5 120.6 . . ? C7 C5 H5 120.6 . . ? C7 C6 C2 118.6(7) . . ? C7 C6 H6 120.7 . . ? C2 C6 H6 120.7 . . ? C14 C13 C12 118.9(8) 4_667 . ? C14 C13 H13 120.5 4_667 . ? C12 C13 H13 120.5 . . ? C13 C14 C16 120.4(7) 4_464 4_565 ? C13 C14 C15 121.5(8) 4_464 . ? C16 C14 C15 118.1(7) 4_565 . ? O4 C8 O3 123.7(8) . . ? O4 C8 C7 122.9(8) . . ? O3 C8 C7 113.4(7) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H20 O8 0.96 1.59 2.549(8) 177.1 4_565 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 5.093 _refine_diff_density_min -1.799 _refine_diff_density_rms 0.226 data_erc _database_code_depnum_ccdc_archive 'CCDC 886763' #TrackingRef 'compound 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Er N3 O13' _chemical_formula_weight 651.61 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' Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.0484(4) _cell_length_b 20.4845(8) _cell_length_c 9.7494(4) _cell_angle_alpha 90.00 _cell_angle_beta 108.8980(10) _cell_angle_gamma 90.00 _cell_volume 2087.56(14) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.073 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1276 _exptl_absorpt_coefficient_mu 4.100 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6269 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details Process-auto _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15257 _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.27 _reflns_number_total 5163 _reflns_number_gt 3842 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0602P)^2^+2.6138P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5163 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0616 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1228 _refine_ls_wR_factor_gt 0.1111 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Er1 Er 0.68478(3) 1.034659(13) 0.69984(3) 0.02010(11) Uani 1 1 d . . . O6 O 0.6064(5) 0.9299(2) 0.6784(5) 0.0290(11) Uani 1 1 d . . . O10 O 0.3783(5) 0.6858(2) 0.3105(5) 0.0337(12) Uani 1 1 d . . . H20 H 0.3372 0.6569 0.2496 0.040 Uiso 1 1 d R . . O9 O 0.7617(5) 1.1200(2) 0.4063(5) 0.0357(13) Uani 1 1 d . . . O4 O 0.8655(5) 0.9664(2) 0.7679(5) 0.0333(12) Uani 1 1 d . . . O7 O 0.8205(5) 1.0677(2) 0.9388(5) 0.0291(11) Uani 1 1 d . . . C11 C 0.9827(6) 1.2833(3) 0.7480(6) 0.0198(13) Uani 1 1 d . . . C16 C 0.8356(6) 1.1784(3) 1.0231(6) 0.0186(12) Uani 1 1 d . . . N1 N 0.8744(6) 0.6432(3) 1.0710(6) 0.0320(14) Uani 1 1 d . . . C13 C 0.8560(6) 1.2065(3) 0.5740(6) 0.0179(12) Uani 1 1 d . . . C4 C 0.6613(6) 0.7986(3) 0.7392(6) 0.0203(13) Uani 1 1 d . . . H4 H 0.7064 0.8292 0.8072 0.080 Uiso 1 1 calc R . . O5 O 0.6741(5) 1.1369(2) 0.8160(5) 0.0303(11) Uani 1 1 d . . . O1 O 0.6979(5) 0.9966(2) 0.4720(5) 0.0329(11) Uani 1 1 d . . . C9 C 0.8575(6) 0.7473(3) 1.0072(6) 0.0213(13) Uani 1 1 d . . . H9 H 0.8691 0.7923 1.0071 0.080 Uiso 1 1 calc R . . N2 N 0.7864(6) 0.6468(3) 0.9435(6) 0.0317(14) Uani 1 1 d . . . C6 C 0.6173(6) 0.6862(3) 0.6626(6) 0.0225(13) Uani 1 1 d . . . H6 H 0.6332 0.6419 0.6797 0.080 Uiso 1 1 calc R . . C15 C 0.7732(6) 1.1245(3) 0.9206(6) 0.0196(13) Uani 1 1 d . . . C5 C 0.6832(6) 0.7320(3) 0.7663(6) 0.0189(12) Uani 1 1 d . . . C12 C 0.9463(6) 1.2198(3) 0.7082(6) 0.0204(13) Uani 1 1 d . . . H12 H 0.9823 1.1858 0.7714 0.080 Uiso 1 1 calc R . . C1 C 0.5487(6) 0.8909(3) 0.5802(6) 0.0189(12) Uani 1 1 d . . . C14 C 0.8130(6) 1.1368(3) 0.5355(6) 0.0229(14) Uani 1 1 d . . . C7 C 0.5276(6) 0.7073(3) 0.5338(6) 0.0180(12) Uani 1 1 d . . . C3 C 0.5717(6) 0.8191(3) 0.6098(6) 0.0185(12) Uani 1 1 d . . . O2 O 0.5257(5) 1.0917(2) 0.5410(5) 0.0309(11) Uani 1 1 d . . . O8 O 0.8322(5) 1.0986(2) 0.6411(5) 0.0306(11) Uani 1 1 d . . . O11 O 0.4699(5) 0.6000(2) 0.4404(5) 0.0315(11) Uani 1 1 d . . . O3 O 0.5398(6) 1.0210(2) 0.8304(6) 0.0412(13) Uani 1 1 d . . . C2 C 0.5067(6) 0.7740(3) 0.5070(6) 0.0162(12) Uani 1 1 d . . . H2 H 0.4488 0.7881 0.4196 0.080 Uiso 1 1 calc R . . C8 C 0.4578(6) 0.6584(3) 0.4259(6) 0.0224(13) Uani 1 1 d . . . C18 C 0.7749(5) 0.7110(3) 0.9019(6) 0.0140(11) Uani 1 1 d . . . C17 C 0.8022(6) 1.2424(3) 0.9805(6) 0.0203(13) Uani 1 1 d . . . H17 H 0.7439 1.2511 0.8894 0.080 Uiso 1 1 calc R . . C10 C 0.9258(6) 1.3349(3) 0.6569(6) 0.0209(13) Uani 1 1 d . . . H10 H 0.9479 1.3777 0.6854 0.080 Uiso 1 1 calc R . . N3 N 0.9203(5) 0.7043(3) 1.1134(6) 0.0245(12) Uani 1 1 d . . . O1W O 0.9129(6) 0.9100(3) 0.0357(6) 0.0494(15) Uani 1 1 d . . . O2W O 0.7945(12) 0.9833(6) 0.1937(14) 0.136(4) 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 Er1 0.02464(17) 0.01119(15) 0.01643(15) -0.00079(11) -0.00445(11) 0.00014(12) O6 0.040(3) 0.015(2) 0.022(2) -0.0036(18) -0.004(2) -0.006(2) O10 0.042(3) 0.020(2) 0.021(2) -0.0033(19) -0.015(2) -0.001(2) O9 0.056(3) 0.018(2) 0.020(2) 0.0016(19) -0.007(2) -0.001(2) O4 0.036(3) 0.020(2) 0.033(3) -0.005(2) -0.003(2) 0.004(2) O7 0.035(3) 0.018(2) 0.021(2) -0.0038(19) -0.008(2) 0.005(2) C11 0.022(3) 0.020(3) 0.014(3) 0.003(2) 0.002(2) -0.003(3) C16 0.018(3) 0.017(3) 0.017(3) -0.006(2) 0.000(2) 0.001(2) N1 0.040(4) 0.015(3) 0.027(3) 0.003(2) -0.008(3) 0.000(3) C13 0.025(3) 0.013(3) 0.013(3) 0.000(2) 0.003(2) -0.004(2) C4 0.023(3) 0.016(3) 0.016(3) -0.003(2) -0.001(2) -0.005(2) O5 0.033(3) 0.015(2) 0.028(2) -0.0073(19) -0.010(2) 0.003(2) O1 0.046(3) 0.022(2) 0.028(3) -0.006(2) 0.008(2) -0.007(2) C9 0.023(3) 0.015(3) 0.020(3) 0.002(2) 0.000(3) 0.001(3) N2 0.040(4) 0.014(3) 0.027(3) 0.004(2) -0.008(3) 0.001(3) C6 0.027(3) 0.014(3) 0.019(3) 0.003(2) -0.003(3) -0.001(3) C15 0.022(3) 0.014(3) 0.017(3) 0.001(2) -0.002(2) 0.001(2) C5 0.019(3) 0.017(3) 0.016(3) 0.004(2) -0.001(2) 0.000(2) C12 0.025(3) 0.015(3) 0.016(3) 0.007(2) 0.001(2) 0.000(3) C1 0.024(3) 0.012(3) 0.019(3) -0.002(2) 0.004(2) 0.001(3) C14 0.030(3) 0.011(3) 0.020(3) 0.005(2) -0.002(3) 0.001(3) C7 0.021(3) 0.013(3) 0.015(3) -0.002(2) 0.000(2) -0.002(2) C3 0.021(3) 0.015(3) 0.015(3) 0.001(2) 0.000(2) 0.000(2) O2 0.032(3) 0.021(2) 0.024(2) -0.0006(19) -0.013(2) 0.004(2) O8 0.042(3) 0.021(2) 0.020(2) 0.0028(19) -0.004(2) -0.008(2) O11 0.052(3) 0.013(2) 0.021(2) -0.0043(18) -0.001(2) -0.005(2) O3 0.064(4) 0.024(3) 0.042(3) -0.007(2) 0.027(3) -0.009(3) C2 0.020(3) 0.013(3) 0.011(2) -0.002(2) 0.000(2) -0.004(2) C8 0.027(3) 0.021(3) 0.015(3) -0.004(2) 0.000(2) 0.001(3) C18 0.014(3) 0.010(3) 0.014(3) 0.003(2) -0.001(2) -0.001(2) C17 0.025(3) 0.017(3) 0.014(3) -0.001(2) 0.000(2) -0.003(3) C10 0.026(3) 0.013(3) 0.021(3) 0.001(2) 0.004(3) -0.005(3) N3 0.028(3) 0.020(3) 0.021(3) 0.003(2) 0.001(2) 0.000(2) O1W 0.059(4) 0.037(3) 0.048(3) 0.009(3) 0.011(3) 0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Er1 O2 2.256(4) . ? Er1 O6 2.298(4) . ? Er1 O8 2.302(5) . ? Er1 O4 2.350(5) . ? Er1 O3 2.363(6) . ? Er1 O5 2.401(4) . ? Er1 O1 2.402(5) . ? Er1 O7 2.423(4) . ? Er1 C15 2.758(6) . ? O6 C1 1.252(7) . ? O10 C8 1.309(7) . ? O10 H20 0.8576 . ? O9 C14 1.251(7) . ? O7 C15 1.264(7) . ? C11 C12 1.379(8) . ? C11 C10 1.391(8) . ? C11 N3 1.450(7) 3_777 ? C16 C10 1.388(8) 4_586 ? C16 C17 1.389(8) . ? C16 C15 1.500(8) . ? N1 N2 1.309(7) . ? N1 N3 1.362(7) . ? C13 C17 1.388(8) 4_585 ? C13 C12 1.392(8) . ? C13 C14 1.513(8) . ? C4 C3 1.393(8) . ? C4 C5 1.396(8) . ? C4 H4 0.9300 . ? O5 C15 1.257(7) . ? C9 C18 1.354(8) . ? C9 N3 1.366(8) . ? C9 H9 0.9300 . ? N2 C18 1.369(7) . ? C6 C7 1.392(8) . ? C6 C5 1.398(8) . ? C6 H6 0.9300 . ? C5 C18 1.447(7) . ? C12 H12 0.9300 . ? C1 O2 1.253(7) 3_676 ? C1 C3 1.503(8) . ? C14 O8 1.256(7) . ? C7 C2 1.397(8) . ? C7 C8 1.476(8) . ? C3 C2 1.382(8) . ? O2 C1 1.253(7) 3_676 ? O11 C8 1.207(7) . ? C2 H2 0.9300 . ? C17 C13 1.388(8) 4_586 ? C17 H17 0.9300 . ? C10 C16 1.388(8) 4_585 ? C10 H10 0.9300 . ? N3 C11 1.450(7) 3_777 ? 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 Er1 O6 103.57(16) . . ? O2 Er1 O8 89.50(17) . . ? O6 Er1 O8 141.69(18) . . ? O2 Er1 O4 154.66(18) . . ? O6 Er1 O4 74.38(17) . . ? O8 Er1 O4 78.68(18) . . ? O2 Er1 O3 85.3(2) . . ? O6 Er1 O3 68.73(17) . . ? O8 Er1 O3 149.19(17) . . ? O4 Er1 O3 116.1(2) . . ? O2 Er1 O5 74.07(15) . . ? O6 Er1 O5 141.49(18) . . ? O8 Er1 O5 76.58(17) . . ? O4 Er1 O5 123.54(16) . . ? O3 Er1 O5 72.78(17) . . ? O2 Er1 O1 78.50(17) . . ? O6 Er1 O1 75.30(16) . . ? O8 Er1 O1 72.28(16) . . ? O4 Er1 O1 76.57(18) . . ? O3 Er1 O1 135.54(18) . . ? O5 Er1 O1 138.25(16) . . ? O2 Er1 O7 128.11(15) . . ? O6 Er1 O7 116.46(15) . . ? O8 Er1 O7 79.23(16) . . ? O4 Er1 O7 71.94(16) . . ? O3 Er1 O7 80.29(19) . . ? O5 Er1 O7 54.04(15) . . ? O1 Er1 O7 140.89(18) . . ? O2 Er1 C15 100.98(17) . . ? O6 Er1 C15 136.17(17) . . ? O8 Er1 C15 73.40(17) . . ? O4 Er1 C15 97.03(17) . . ? O3 Er1 C15 77.84(18) . . ? O5 Er1 C15 27.09(16) . . ? O1 Er1 C15 145.68(18) . . ? O7 Er1 C15 27.26(16) . . ? C1 O6 Er1 138.6(4) . . ? C8 O10 H20 110.9 . . ? C15 O7 Er1 91.3(3) . . ? C12 C11 C10 120.4(5) . . ? C12 C11 N3 119.2(5) . 3_777 ? C10 C11 N3 120.4(5) . 3_777 ? C10 C16 C17 120.4(5) 4_586 . ? C10 C16 C15 121.1(5) 4_586 . ? C17 C16 C15 118.5(5) . . ? N2 N1 N3 109.0(5) . . ? C17 C13 C12 119.6(5) 4_585 . ? C17 C13 C14 121.0(5) 4_585 . ? C12 C13 C14 119.3(5) . . ? C3 C4 C5 119.6(5) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C15 O5 Er1 92.5(4) . . ? C18 C9 N3 105.8(5) . . ? C18 C9 H9 127.1 . . ? N3 C9 H9 127.1 . . ? N1 N2 C18 107.7(5) . . ? C7 C6 C5 119.8(5) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? O5 C15 O7 120.8(5) . . ? O5 C15 C16 118.9(5) . . ? O7 C15 C16 120.4(5) . . ? O5 C15 Er1 60.4(3) . . ? O7 C15 Er1 61.4(3) . . ? C16 C15 Er1 169.0(4) . . ? C4 C5 C6 120.1(5) . . ? C4 C5 C18 119.4(5) . . ? C6 C5 C18 120.5(5) . . ? C11 C12 C13 120.3(5) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? O6 C1 O2 123.7(6) . 3_676 ? O6 C1 C3 117.7(5) . . ? O2 C1 C3 118.6(5) 3_676 . ? O9 C14 O8 123.7(6) . . ? O9 C14 C13 120.9(5) . . ? O8 C14 C13 115.4(5) . . ? C6 C7 C2 119.8(5) . . ? C6 C7 C8 119.2(5) . . ? C2 C7 C8 120.9(5) . . ? C2 C3 C4 120.4(5) . . ? C2 C3 C1 120.0(5) . . ? C4 C3 C1 119.7(5) . . ? C1 O2 Er1 157.2(4) 3_676 . ? C14 O8 Er1 127.8(4) . . ? C3 C2 C7 120.3(5) . . ? C3 C2 H2 119.9 . . ? C7 C2 H2 119.9 . . ? O11 C8 O10 123.0(6) . . ? O11 C8 C7 125.2(6) . . ? O10 C8 C7 111.8(5) . . ? C9 C18 N2 109.2(5) . . ? C9 C18 C5 129.0(5) . . ? N2 C18 C5 121.8(5) . . ? C13 C17 C16 119.9(5) 4_586 . ? C13 C17 H17 120.0 4_586 . ? C16 C17 H17 120.0 . . ? C16 C10 C11 119.3(5) 4_585 . ? C16 C10 H10 120.3 4_585 . ? C11 C10 H10 120.3 . . ? N1 N3 C9 108.3(5) . . ? N1 N3 C11 122.3(5) . 3_777 ? C9 N3 C11 129.4(5) . 3_777 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H20 O9 0.86 1.73 2.562(6) 162.1 2_645 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 3.063 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.200