# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H9 O6 Tb1, (H2 O), (C4 H9 N O), 5(C4 H9 N O), 6(H2 O)' _chemical_formula_sum 'C45 H77 N6 O19 Tb' _chemical_formula_weight 1165.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.6621(2) _cell_length_b 16.1587(2) _cell_length_c 26.5745(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.210(2) _cell_angle_gamma 90.00 _cell_volume 10127.69(17) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5208 _cell_measurement_theta_min 3.3126 _cell_measurement_theta_max 65.2687 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4848 _exptl_absorpt_coefficient_mu 7.552 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1718 _exptl_absorpt_correction_T_max 0.2349 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.5058 _diffrn_reflns_number 21685 _diffrn_reflns_av_R_equivalents 0.0763 _diffrn_reflns_av_sigmaI/netI 0.1305 _diffrn_measurement_method 'omiga scan' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 62.99 _reflns_number_total 8028 _reflns_number_gt 4946 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _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^)+(0.0783P)^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 8028 _refine_ls_number_parameters 376 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.1006 _refine_ls_R_factor_gt 0.0777 _refine_ls_wR_factor_ref 0.1843 _refine_ls_wR_factor_gt 0.1746 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.082 _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 C1 C 0.1179(3) 0.9249(5) 0.1559(3) 0.0525(19) Uani 1 1 d . A . C2 C 0.1452(3) 0.9708(6) 0.2088(3) 0.061(2) Uani 1 1 d . . . C3 C 0.1236(3) 0.9648(6) 0.2491(3) 0.060(2) Uani 1 1 d . . . H3 H 0.0912 0.9311 0.2427 0.072 Uiso 1 1 calc R . . C4 C 0.1488(3) 1.0078(6) 0.2996(3) 0.057(2) Uani 1 1 d . . . C5 C 0.1955(3) 1.0564(6) 0.3090(3) 0.067(2) Uani 1 1 d . . . C6 C 0.2174(4) 1.0653(8) 0.2670(3) 0.096(4) Uani 1 1 d . . . H6 H 0.2478 1.1023 0.2718 0.115 Uiso 1 1 calc R . . C7 C 0.1933(3) 1.0192(7) 0.2199(3) 0.077(3) Uani 1 1 d . . . H7 H 0.2103 1.0204 0.1939 0.092 Uiso 1 1 calc R . . C8 C 0.0543(3) 0.9835(5) 0.4640(3) 0.056(2) Uani 1 1 d . . . C9 C 0.0786(3) 0.9885(5) 0.4207(3) 0.056(2) Uani 1 1 d . . . C10 C 0.1251(3) 1.0373(5) 0.4301(3) 0.063(2) Uani 1 1 d . . . H10 H 0.1414 1.0668 0.4637 0.076 Uiso 1 1 calc R . . C11 C 0.1495(3) 1.0448(5) 0.3903(3) 0.057(2) Uani 1 1 d . . . C12 C 0.1236(3) 1.0000(6) 0.3403(3) 0.056(2) Uani 1 1 d . . . C13 C 0.0767(3) 0.9515(6) 0.3327(3) 0.067(3) Uani 1 1 d . . . H13 H 0.0589 0.9232 0.2989 0.081 Uiso 1 1 calc R . . C14 C 0.0543(3) 0.9422(6) 0.3725(3) 0.068(3) Uani 1 1 d . . . H14 H 0.0235 0.9056 0.3670 0.082 Uiso 1 1 calc R . . C15 C 0.3446(3) 1.2519(6) 0.4302(4) 0.069(3) Uani 1 1 d . . . C16 C 0.2946(4) 1.1955(6) 0.4195(3) 0.067(2) Uani 1 1 d . . . C17 C 0.2701(3) 1.1531(6) 0.3720(3) 0.065(2) Uani 1 1 d . . . H17 H 0.2860 1.1582 0.3454 0.078 Uiso 1 1 calc R . . C18 C 0.2231(3) 1.1026(6) 0.3601(3) 0.066(3) Uani 1 1 d . . . C19 C 0.1988(3) 1.0971(5) 0.4004(3) 0.058(2) Uani 1 1 d . . . C20 C 0.2258(4) 1.1410(6) 0.4499(3) 0.071(3) Uani 1 1 d . . . H20 H 0.2116 1.1359 0.4779 0.085 Uiso 1 1 calc R . . C21 C 0.2709(4) 1.1895(6) 0.4586(3) 0.074(3) Uani 1 1 d . . . H21 H 0.2870 1.2202 0.4917 0.089 Uiso 1 1 calc R . . O1 O 0.1371(2) 0.9334(5) 0.1191(2) 0.079(2) Uani 1 1 d . A . O2 O 0.0756(2) 0.8805(4) 0.1476(2) 0.0623(15) Uani 1 1 d . A . O3 O 0.0188(2) 0.9286(4) 0.4586(2) 0.0641(15) Uani 1 1 d . . . O4 O 0.0732(2) 1.0312(4) 0.5031(2) 0.0678(17) Uani 1 1 d . . . O5 O 0.3573(2) 1.3044(4) 0.4681(2) 0.0659(16) Uani 1 1 d . . . O6 O 0.3705(3) 1.2459(4) 0.3980(2) 0.084(2) Uani 1 1 d . . . O1W O 0.0041(3) 0.7523(5) 0.0629(3) 0.100(2) Uani 1 1 d . A . H1A H -0.0080 0.7635 0.0903 0.150 Uiso 1 1 d R . . H1B H -0.0273 0.7453 0.0312 0.150 Uiso 1 1 d R . . Tb1 Tb 0.062938(18) 0.85610(3) 0.052939(18) 0.05229(19) Uani 1 1 d D . . O7 O 0.0172(5) 0.8078(8) -0.0352(4) 0.127(2) Uani 0.849(9) 1 d PDU A 1 C22 C -0.0024(4) 0.8327(5) -0.0880(5) 0.134(2) Uani 0.849(9) 1 d PDU A 1 C23 C -0.0535(5) 0.8879(8) -0.1105(6) 0.140(4) Uani 0.849(9) 1 d PDU A 1 H23A H -0.0745 0.8756 -0.1494 0.211 Uiso 0.849(9) 1 calc PR A 1 H23B H -0.0413 0.9458 -0.1062 0.211 Uiso 0.849(9) 1 calc PR A 1 H23C H -0.0779 0.8781 -0.0906 0.211 Uiso 0.849(9) 1 calc PR A 1 C24 C 0.0738(5) 0.7537(8) -0.0961(6) 0.135(4) Uani 0.849(9) 1 d PDU A 1 H24A H 0.0634 0.7101 -0.0762 0.202 Uiso 0.849(9) 1 calc PR A 1 H24B H 0.1051 0.7865 -0.0703 0.202 Uiso 0.849(9) 1 calc PR A 1 H24C H 0.0856 0.7287 -0.1235 0.202 Uiso 0.849(9) 1 calc PR A 1 N1 N 0.0233(4) 0.8093(6) -0.1244(4) 0.137(2) Uani 0.849(9) 1 d PDU A 1 C25 C -0.0058(7) 0.8437(10) -0.1815(4) 0.138(3) Uani 0.849(9) 1 d PDU A 1 H25A H -0.0469 0.8428 -0.1921 0.207 Uiso 0.849(9) 1 calc PR A 1 H25B H 0.0040 0.8099 -0.2071 0.207 Uiso 0.849(9) 1 calc PR A 1 H25C H 0.0067 0.9008 -0.1824 0.207 Uiso 0.849(9) 1 calc PR A 1 O7' O 0.0135(17) 0.793(3) -0.0292(10) 0.131(3) Uani 0.151(9) 1 d PDU . 2 C22' C -0.0104(12) 0.7908(17) -0.0845(10) 0.133(3) Uani 0.151(9) 1 d PDU . 2 C23' C -0.0574(18) 0.731(3) -0.1132(16) 0.135(5) Uani 0.151(9) 1 d PDU . 2 H23D H -0.0901 0.7440 -0.1045 0.202 Uiso 0.151(9) 1 calc PR A 2 H23E H -0.0444 0.6745 -0.1011 0.202 Uiso 0.151(9) 1 calc PR A 2 H23F H -0.0682 0.7351 -0.1528 0.202 Uiso 0.151(9) 1 calc PR A 2 C24' C 0.0539(18) 0.900(3) -0.084(2) 0.136(4) Uani 0.151(9) 1 d PDU . 2 H24D H 0.0648 0.8832 -0.0455 0.204 Uiso 0.151(9) 1 d PR A 2 H24E H 0.0532 0.9603 -0.0863 0.204 Uiso 0.151(9) 1 d PR A 2 H24F H 0.0816 0.8779 -0.0973 0.204 Uiso 0.151(9) 1 d PR A 2 N1' N 0.0064(10) 0.843(2) -0.1183(13) 0.135(3) Uani 0.151(9) 1 d PDU . 2 C25' C -0.0254(13) 0.830(4) -0.1776(12) 0.137(4) Uani 0.151(9) 1 d PDU . 2 H25D H -0.0278 0.8825 -0.1970 0.205 Uiso 0.151(9) 1 calc PR A 2 H25E H -0.0636 0.8104 -0.1842 0.205 Uiso 0.151(9) 1 calc PR A 2 H25F H -0.0058 0.7889 -0.1907 0.205 Uiso 0.151(9) 1 calc PR A 2 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 C1 0.034(4) 0.076(6) 0.049(4) 0.003(4) 0.017(3) 0.009(4) C2 0.041(4) 0.106(7) 0.044(4) -0.010(4) 0.026(4) -0.011(4) C3 0.046(4) 0.092(7) 0.060(5) -0.010(4) 0.039(4) -0.022(4) C4 0.052(4) 0.077(6) 0.060(4) -0.023(4) 0.041(4) -0.022(4) C5 0.065(5) 0.084(6) 0.079(6) -0.016(5) 0.057(5) -0.030(5) C6 0.072(6) 0.181(12) 0.056(5) -0.039(6) 0.048(5) -0.062(7) C7 0.057(5) 0.133(9) 0.058(5) -0.011(5) 0.042(4) -0.033(5) C8 0.041(4) 0.059(5) 0.081(5) -0.041(5) 0.039(4) -0.035(4) C9 0.043(4) 0.082(6) 0.066(4) -0.024(4) 0.046(4) -0.033(4) C10 0.057(5) 0.079(6) 0.066(5) -0.022(4) 0.038(4) -0.026(4) C11 0.056(5) 0.076(6) 0.064(5) -0.024(4) 0.050(4) -0.037(4) C12 0.049(4) 0.080(6) 0.062(4) -0.013(4) 0.045(4) -0.027(4) C13 0.065(5) 0.089(7) 0.070(5) -0.031(5) 0.050(4) -0.038(5) C14 0.050(5) 0.095(7) 0.083(6) -0.026(5) 0.050(4) -0.041(5) C15 0.049(5) 0.075(7) 0.097(6) -0.010(5) 0.043(5) -0.039(5) C16 0.074(6) 0.076(6) 0.063(5) -0.028(5) 0.041(5) -0.038(5) C17 0.062(5) 0.086(7) 0.071(5) -0.020(5) 0.052(4) -0.034(5) C18 0.062(5) 0.098(7) 0.062(5) -0.028(5) 0.049(4) -0.036(5) C19 0.047(4) 0.079(6) 0.063(5) -0.013(4) 0.039(4) -0.031(4) C20 0.076(6) 0.088(7) 0.071(5) -0.013(5) 0.054(5) -0.041(5) C21 0.066(5) 0.101(7) 0.078(5) -0.034(5) 0.054(5) -0.057(5) O1 0.046(3) 0.152(6) 0.054(3) -0.015(3) 0.034(3) -0.021(4) O2 0.036(3) 0.095(5) 0.067(3) -0.010(3) 0.032(3) -0.002(3) O3 0.044(3) 0.086(4) 0.077(3) -0.022(3) 0.039(3) -0.033(3) O4 0.065(3) 0.082(4) 0.081(4) -0.017(3) 0.055(3) -0.039(3) O5 0.053(3) 0.083(4) 0.087(4) -0.025(3) 0.054(3) -0.043(3) O6 0.083(4) 0.097(5) 0.107(4) -0.053(4) 0.075(4) -0.054(4) O1W 0.066(4) 0.127(7) 0.114(5) -0.012(4) 0.043(4) 0.011(4) Tb1 0.0478(3) 0.0600(3) 0.0645(3) 0.0064(2) 0.0386(2) 0.0236(2) O7 0.125(3) 0.128(3) 0.134(3) -0.003(3) 0.058(3) 0.003(3) C22 0.134(3) 0.133(3) 0.137(3) -0.002(2) 0.056(2) 0.000(2) C23 0.137(5) 0.136(5) 0.142(5) -0.001(4) 0.049(4) 0.003(4) C24 0.136(5) 0.135(5) 0.134(5) -0.006(4) 0.055(3) 0.000(4) N1 0.137(3) 0.137(3) 0.137(3) -0.003(2) 0.055(2) -0.001(2) C25 0.141(5) 0.138(5) 0.136(4) -0.001(3) 0.057(3) -0.002(4) O7' 0.130(4) 0.132(4) 0.135(3) -0.003(3) 0.056(3) 0.002(3) C22' 0.133(3) 0.133(3) 0.135(3) -0.002(2) 0.055(2) 0.001(2) C23' 0.135(6) 0.135(6) 0.136(6) -0.001(4) 0.054(4) 0.000(4) C24' 0.136(5) 0.136(5) 0.137(5) 0.000(4) 0.054(3) -0.001(3) N1' 0.136(3) 0.135(3) 0.136(3) -0.002(2) 0.055(2) 0.000(2) C25' 0.138(5) 0.137(5) 0.136(4) -0.001(4) 0.054(3) -0.001(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 C1 O2 1.246(9) . ? C1 O1 1.263(8) . ? C1 C2 1.497(11) . ? C1 Tb1 2.768(7) . ? C2 C3 1.390(9) . ? C2 C7 1.392(11) . ? C3 C4 1.421(10) . ? C3 H3 0.9500 . ? C4 C5 1.373(10) . ? C4 C12 1.468(8) . ? C5 C6 1.440(9) . ? C5 C18 1.463(11) . ? C6 C7 1.378(12) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 O4 1.229(8) . ? C8 O3 1.239(8) . ? C8 C9 1.512(9) . ? C9 C10 1.369(10) . ? C9 C14 1.400(10) . ? C9 C24' 1.90(4) 6_576 ? C10 C11 1.431(9) . ? C10 C24' 1.99(3) 6_576 ? C10 H10 0.9500 . ? C11 C12 1.426(10) . ? C11 C19 1.457(9) . ? C12 C13 1.383(10) . ? C13 C14 1.395(9) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 O5 1.259(10) . ? C15 O6 1.277(9) . ? C15 C16 1.505(11) . ? C15 Tb1 2.798(7) 4 ? C16 C17 1.355(11) . ? C16 C21 1.398(10) . ? C17 C18 1.384(11) . ? C17 H17 0.9500 . ? C18 C19 1.440(9) . ? C19 C20 1.413(11) . ? C20 C21 1.342(10) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? O1 Tb1 2.375(6) . ? O2 Tb1 2.438(5) . ? O3 Tb1 2.315(4) 2 ? O4 Tb1 2.326(6) 6_576 ? O5 Tb1 2.471(4) 4 ? O6 Tb1 2.456(5) 4 ? O1W Tb1 2.341(8) . ? O1W H1A 0.9150 . ? O1W H1B 0.9141 . ? Tb1 O7' 2.287(18) . ? Tb1 O7 2.303(9) . ? Tb1 O3 2.315(4) 2 ? Tb1 O4 2.326(6) 6_575 ? Tb1 O6 2.456(5) 4_545 ? Tb1 O5 2.471(4) 4_545 ? Tb1 C15 2.798(7) 4_545 ? O7 C22 1.351(13) . ? C22 N1 1.4200(10) . ? C22 C23 1.5000(10) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 N1 1.5101(10) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? N1 C25 1.5098(10) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? O7' C22' 1.352(17) . ? C22' N1' 1.4201(10) . ? C22' C23' 1.4999(10) . ? C23' H23D 0.9800 . ? C23' H23E 0.9800 . ? C23' H23F 0.9800 . ? C24' N1' 1.5101(10) . ? C24' C9 1.90(4) 6_575 ? C24' C10 1.99(3) 6_575 ? C24' H24D 0.9800 . ? C24' H24E 0.9800 . ? C24' H24F 0.9800 . ? N1' C25' 1.476(17) . ? C25' H25D 0.9800 . ? C25' H25E 0.9800 . ? C25' H25F 0.9800 . ? 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 C1 O1 120.3(7) . . ? O2 C1 C2 120.2(6) . . ? O1 C1 C2 119.4(7) . . ? O2 C1 Tb1 61.7(4) . . ? O1 C1 Tb1 58.8(4) . . ? C2 C1 Tb1 174.0(6) . . ? C3 C2 C7 117.8(7) . . ? C3 C2 C1 120.5(7) . . ? C7 C2 C1 121.7(6) . . ? C2 C3 C4 121.5(7) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C5 C4 C3 119.5(6) . . ? C5 C4 C12 121.4(7) . . ? C3 C4 C12 119.1(6) . . ? C4 C5 C6 119.7(7) . . ? C4 C5 C18 122.0(6) . . ? C6 C5 C18 118.3(7) . . ? C7 C6 C5 118.7(8) . . ? C7 C6 H6 120.7 . . ? C5 C6 H6 120.7 . . ? C6 C7 C2 122.6(6) . . ? C6 C7 H7 118.7 . . ? C2 C7 H7 118.7 . . ? O4 C8 O3 125.0(6) . . ? O4 C8 C9 117.9(6) . . ? O3 C8 C9 117.0(6) . . ? C10 C9 C14 121.1(6) . . ? C10 C9 C8 118.8(6) . . ? C14 C9 C8 120.0(6) . . ? C10 C9 C24' 73.0(17) . 6_576 ? C14 C9 C24' 115.7(16) . 6_576 ? C8 C9 C24' 82.6(18) . 6_576 ? C9 C10 C11 121.1(7) . . ? C9 C10 C24' 65.9(18) . 6_576 ? C11 C10 C24' 117.1(18) . 6_576 ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C24' C10 H10 87.2 6_576 . ? C12 C11 C10 117.9(6) . . ? C12 C11 C19 121.2(5) . . ? C10 C11 C19 120.9(6) . . ? C13 C12 C11 118.8(5) . . ? C13 C12 C4 123.5(7) . . ? C11 C12 C4 117.7(6) . . ? C12 C13 C14 123.1(7) . . ? C12 C13 H13 118.5 . . ? C14 C13 H13 118.5 . . ? C13 C14 C9 117.9(6) . . ? C13 C14 H14 121.1 . . ? C9 C14 H14 121.1 . . ? O5 C15 O6 123.3(6) . . ? O5 C15 C16 119.4(7) . . ? O6 C15 C16 117.2(8) . . ? O5 C15 Tb1 62.0(3) . 4 ? O6 C15 Tb1 61.3(4) . 4 ? C16 C15 Tb1 178.4(6) . 4 ? C17 C16 C21 118.5(7) . . ? C17 C16 C15 122.1(7) . . ? C21 C16 C15 119.3(7) . . ? C16 C17 C18 123.7(6) . . ? C16 C17 H17 118.1 . . ? C18 C17 H17 118.1 . . ? C17 C18 C19 117.3(7) . . ? C17 C18 C5 124.9(6) . . ? C19 C18 C5 117.7(6) . . ? C20 C19 C18 117.8(6) . . ? C20 C19 C11 122.3(6) . . ? C18 C19 C11 119.9(7) . . ? C21 C20 C19 121.7(6) . . ? C21 C20 H20 119.1 . . ? C19 C20 H20 119.1 . . ? C20 C21 C16 120.8(7) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? C1 O1 Tb1 94.1(5) . . ? C1 O2 Tb1 91.6(4) . . ? C8 O3 Tb1 164.6(6) . 2 ? C8 O4 Tb1 151.3(6) . 6_576 ? C15 O5 Tb1 91.3(4) . 4 ? C15 O6 Tb1 91.5(5) . 4 ? Tb1 O1W H1A 112.6 . . ? Tb1 O1W H1B 111.0 . . ? H1A O1W H1B 107.9 . . ? O7' Tb1 O7 8.1(11) . . ? O7' Tb1 O3 88.1(13) . 2 ? O7 Tb1 O3 88.0(4) . 2 ? O7' Tb1 O4 87.2(11) . 6_575 ? O7 Tb1 O4 79.2(3) . 6_575 ? O3 Tb1 O4 80.12(17) 2 6_575 ? O7' Tb1 O1W 69.4(10) . . ? O7 Tb1 O1W 77.2(3) . . ? O3 Tb1 O1W 77.6(2) 2 . ? O4 Tb1 O1W 147.9(2) 6_575 . ? O7' Tb1 O1 157.3(9) . . ? O7 Tb1 O1 150.4(3) . . ? O3 Tb1 O1 104.6(2) 2 . ? O4 Tb1 O1 76.9(2) 6_575 . ? O1W Tb1 O1 131.1(2) . . ? O7' Tb1 O2 148.7(9) . . ? O7 Tb1 O2 155.7(3) . . ? O3 Tb1 O2 78.44(17) 2 . ? O4 Tb1 O2 117.5(2) 6_575 . ? O1W Tb1 O2 80.2(2) . . ? O1 Tb1 O2 53.75(16) . . ? O7' Tb1 O6 101.0(14) . 4_545 ? O7 Tb1 O6 105.3(4) . 4_545 ? O3 Tb1 O6 147.29(17) 2 4_545 ? O4 Tb1 O6 131.19(18) 6_575 4_545 ? O1W Tb1 O6 76.5(2) . 4_545 ? O1 Tb1 O6 78.5(3) . 4_545 ? O2 Tb1 O6 77.76(19) . 4_545 ? O7' Tb1 O5 80.2(12) . 4_545 ? O7 Tb1 O5 77.9(3) . 4_545 ? O3 Tb1 O5 158.35(18) 2 4_545 ? O4 Tb1 O5 81.15(18) 6_575 4_545 ? O1W Tb1 O5 114.4(2) . 4_545 ? O1 Tb1 O5 81.5(2) . 4_545 ? O2 Tb1 O5 120.22(18) . 4_545 ? O6 Tb1 O5 53.86(17) 4_545 4_545 ? O7' Tb1 C1 175.4(9) . . ? O7 Tb1 C1 176.0(3) . . ? O3 Tb1 C1 90.5(2) 2 . ? O4 Tb1 C1 96.9(2) 6_575 . ? O1W Tb1 C1 106.1(2) . . ? O1 Tb1 C1 27.06(18) . . ? O2 Tb1 C1 26.74(19) . . ? O6 Tb1 C1 77.9(2) 4_545 . ? O5 Tb1 C1 102.4(2) 4_545 . ? O7' Tb1 C15 90.0(13) . 4_545 ? O7 Tb1 C15 91.1(4) . 4_545 ? O3 Tb1 C15 173.1(2) 2 4_545 ? O4 Tb1 C15 106.5(2) 6_575 4_545 ? O1W Tb1 C15 95.5(3) . 4_545 ? O1 Tb1 C15 79.4(3) . 4_545 ? O2 Tb1 C15 100.0(2) . 4_545 ? O6 Tb1 C15 27.1(2) 4_545 4_545 ? O5 Tb1 C15 26.7(2) 4_545 4_545 ? C1 Tb1 C15 90.8(2) . 4_545 ? C22 O7 Tb1 141.9(7) . . ? O7 C22 N1 123.0(8) . . ? O7 C22 C23 120.1(11) . . ? N1 C22 C23 117.0(9) . . ? C22 N1 C25 114.1(9) . . ? C22 N1 C24 111.0(7) . . ? C25 N1 C24 134.9(13) . . ? C22' O7' Tb1 153(2) . . ? O7' C22' N1' 123.6(11) . . ? O7' C22' C23' 119.9(15) . . ? N1' C22' C23' 116.5(11) . . ? C22' C23' H23D 109.5 . . ? C22' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? C22' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? N1' C24' C9 141(3) . 6_575 ? N1' C24' C10 152(3) . 6_575 ? C9 C24' C10 41.1(7) 6_575 6_575 ? N1' C24' H24D 107.2 . . ? C9 C24' H24D 104.1 6_575 . ? C10 C24' H24D 94.8 6_575 . ? N1' C24' H24E 124.9 . . ? C9 C24' H24E 18.9 6_575 . ? C10 C24' H24E 59.8 6_575 . ? H24D C24' H24E 109.5 . . ? N1' C24' H24F 94.9 . . ? C9 C24' H24F 95.4 6_575 . ? C10 C24' H24F 60.6 6_575 . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? C22' N1' C25' 114.3(11) . . ? C22' N1' C24' 110.5(10) . . ? C25' N1' C24' 135.2(17) . . ? N1' C25' H25D 109.5 . . ? N1' C25' H25E 109.5 . . ? H25D C25' H25E 109.5 . . ? N1' C25' H25F 109.5 . . ? H25D C25' H25F 109.5 . . ? H25E C25' H25F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 -0.4(12) . . . . ? O1 C1 C2 C3 177.7(8) . . . . ? Tb1 C1 C2 C3 106(4) . . . . ? O2 C1 C2 C7 178.4(9) . . . . ? O1 C1 C2 C7 -3.5(13) . . . . ? Tb1 C1 C2 C7 -75(5) . . . . ? C7 C2 C3 C4 1.3(14) . . . . ? C1 C2 C3 C4 -179.9(8) . . . . ? C2 C3 C4 C5 0.0(14) . . . . ? C2 C3 C4 C12 179.2(8) . . . . ? C3 C4 C5 C6 1.9(15) . . . . ? C12 C4 C5 C6 -177.3(9) . . . . ? C3 C4 C5 C18 179.6(9) . . . . ? C12 C4 C5 C18 0.5(15) . . . . ? C4 C5 C6 C7 -5.2(17) . . . . ? C18 C5 C6 C7 177.0(10) . . . . ? C5 C6 C7 C2 6.7(17) . . . . ? C3 C2 C7 C6 -4.8(16) . . . . ? C1 C2 C7 C6 176.5(10) . . . . ? O4 C8 C9 C10 8.6(13) . . . . ? O3 C8 C9 C10 -168.0(8) . . . . ? O4 C8 C9 C14 -172.8(9) . . . . ? O3 C8 C9 C14 10.6(13) . . . . ? O4 C8 C9 C24' -57.4(16) . . . 6_576 ? O3 C8 C9 C24' 126.0(16) . . . 6_576 ? C14 C9 C10 C11 1.9(14) . . . . ? C8 C9 C10 C11 -179.5(8) . . . . ? C24' C9 C10 C11 -108.3(18) 6_576 . . . ? C14 C9 C10 C24' 110.2(19) . . . 6_576 ? C8 C9 C10 C24' -71.3(17) . . . 6_576 ? C9 C10 C11 C12 0.3(14) . . . . ? C24' C10 C11 C12 -77(2) 6_576 . . . ? C9 C10 C11 C19 179.7(9) . . . . ? C24' C10 C11 C19 102.8(19) 6_576 . . . ? C10 C11 C12 C13 -0.3(13) . . . . ? C19 C11 C12 C13 -179.6(9) . . . . ? C10 C11 C12 C4 180.0(8) . . . . ? C19 C11 C12 C4 0.6(13) . . . . ? C5 C4 C12 C13 -179.7(10) . . . . ? C3 C4 C12 C13 1.1(14) . . . . ? C5 C4 C12 C11 -0.1(14) . . . . ? C3 C4 C12 C11 -179.2(8) . . . . ? C11 C12 C13 C14 -2.0(15) . . . . ? C4 C12 C13 C14 177.7(9) . . . . ? C12 C13 C14 C9 4.2(15) . . . . ? C10 C9 C14 C13 -4.0(14) . . . . ? C8 C9 C14 C13 177.4(9) . . . . ? C24' C9 C14 C13 81(2) 6_576 . . . ? O5 C15 C16 C17 163.0(9) . . . . ? O6 C15 C16 C17 -13.8(15) . . . . ? Tb1 C15 C16 C17 9(27) 4 . . . ? O5 C15 C16 C21 -13.9(15) . . . . ? O6 C15 C16 C21 169.3(10) . . . . ? Tb1 C15 C16 C21 -168(26) 4 . . . ? C21 C16 C17 C18 -1.1(16) . . . . ? C15 C16 C17 C18 -178.1(10) . . . . ? C16 C17 C18 C19 1.5(16) . . . . ? C16 C17 C18 C5 179.6(10) . . . . ? C4 C5 C18 C17 -179.6(10) . . . . ? C6 C5 C18 C17 -1.8(16) . . . . ? C4 C5 C18 C19 -1.5(15) . . . . ? C6 C5 C18 C19 176.3(10) . . . . ? C17 C18 C19 C20 -2.4(14) . . . . ? C5 C18 C19 C20 179.3(9) . . . . ? C17 C18 C19 C11 -179.7(9) . . . . ? C5 C18 C19 C11 2.0(14) . . . . ? C12 C11 C19 C20 -178.8(9) . . . . ? C10 C11 C19 C20 1.8(14) . . . . ? C12 C11 C19 C18 -1.7(14) . . . . ? C10 C11 C19 C18 179.0(9) . . . . ? C18 C19 C20 C21 3.3(15) . . . . ? C11 C19 C20 C21 -179.5(10) . . . . ? C19 C20 C21 C16 -3.0(17) . . . . ? C17 C16 C21 C20 1.8(16) . . . . ? C15 C16 C21 C20 178.9(10) . . . . ? O2 C1 O1 Tb1 4.8(8) . . . . ? C2 C1 O1 Tb1 -173.3(6) . . . . ? O1 C1 O2 Tb1 -4.7(8) . . . . ? C2 C1 O2 Tb1 173.4(7) . . . . ? O4 C8 O3 Tb1 65(2) . . . 2 ? C9 C8 O3 Tb1 -118.5(17) . . . 2 ? O3 C8 O4 Tb1 -72.4(15) . . . 6_576 ? C9 C8 O4 Tb1 111.3(9) . . . 6_576 ? O6 C15 O5 Tb1 -2.6(10) . . . 4 ? C16 C15 O5 Tb1 -179.2(8) . . . 4 ? O5 C15 O6 Tb1 2.6(10) . . . 4 ? C16 C15 O6 Tb1 179.3(8) . . . 4 ? C1 O1 Tb1 O7' -177(4) . . . . ? C1 O1 Tb1 O7 173.5(8) . . . . ? C1 O1 Tb1 O3 60.8(5) . . . 2 ? C1 O1 Tb1 O4 136.7(5) . . . 6_575 ? C1 O1 Tb1 O1W -25.4(6) . . . . ? C1 O1 Tb1 O2 -2.6(5) . . . . ? C1 O1 Tb1 O6 -85.8(5) . . . 4_545 ? C1 O1 Tb1 O5 -140.5(5) . . . 4_545 ? C1 O1 Tb1 C15 -113.4(5) . . . 4_545 ? C1 O2 Tb1 O7' 178(3) . . . . ? C1 O2 Tb1 O7 -172.7(9) . . . . ? C1 O2 Tb1 O3 -115.3(5) . . . 2 ? C1 O2 Tb1 O4 -43.0(5) . . . 6_575 ? C1 O2 Tb1 O1W 165.4(5) . . . . ? C1 O2 Tb1 O1 2.7(5) . . . . ? C1 O2 Tb1 O6 87.3(5) . . . 4_545 ? C1 O2 Tb1 O5 52.9(5) . . . 4_545 ? C1 O2 Tb1 C15 71.6(5) . . . 4_545 ? O2 C1 Tb1 O7' -11(17) . . . . ? O1 C1 Tb1 O7' 164(17) . . . . ? C2 C1 Tb1 O7' -121(18) . . . . ? O2 C1 Tb1 O7 131(5) . . . . ? O1 C1 Tb1 O7 -54(5) . . . . ? C2 C1 Tb1 O7 21(7) . . . . ? O2 C1 Tb1 O3 62.3(5) . . . 2 ? O1 C1 Tb1 O3 -122.4(5) . . . 2 ? C2 C1 Tb1 O3 -47(5) . . . 2 ? O2 C1 Tb1 O4 142.4(4) . . . 6_575 ? O1 C1 Tb1 O4 -42.3(5) . . . 6_575 ? C2 C1 Tb1 O4 33(5) . . . 6_575 ? O2 C1 Tb1 O1W -14.9(5) . . . . ? O1 C1 Tb1 O1W 160.3(5) . . . . ? C2 C1 Tb1 O1W -125(5) . . . . ? O2 C1 Tb1 O1 -175.3(8) . . . . ? C2 C1 Tb1 O1 75(5) . . . . ? O1 C1 Tb1 O2 175.3(8) . . . . ? C2 C1 Tb1 O2 -110(5) . . . . ? O2 C1 Tb1 O6 -86.8(5) . . . 4_545 ? O1 C1 Tb1 O6 88.5(5) . . . 4_545 ? C2 C1 Tb1 O6 163(5) . . . 4_545 ? O2 C1 Tb1 O5 -135.1(4) . . . 4_545 ? O1 C1 Tb1 O5 40.1(5) . . . 4_545 ? C2 C1 Tb1 O5 115(5) . . . 4_545 ? O2 C1 Tb1 C15 -110.9(5) . . . 4_545 ? O1 C1 Tb1 C15 64.4(5) . . . 4_545 ? C2 C1 Tb1 C15 139(5) . . . 4_545 ? O7' Tb1 O7 C22 161(11) . . . . ? O3 Tb1 O7 C22 70.3(13) 2 . . . ? O4 Tb1 O7 C22 -10.0(12) 6_575 . . . ? O1W Tb1 O7 C22 148.1(13) . . . . ? O1 Tb1 O7 C22 -46.4(18) . . . . ? O2 Tb1 O7 C22 125.9(10) . . . . ? O6 Tb1 O7 C22 -140.0(12) 4_545 . . . ? O5 Tb1 O7 C22 -93.2(12) 4_545 . . . ? C1 Tb1 O7 C22 2(6) . . . . ? C15 Tb1 O7 C22 -116.6(13) 4_545 . . . ? Tb1 O7 C22 N1 108.8(12) . . . . ? Tb1 O7 C22 C23 -70.9(12) . . . . ? O7 C22 N1 C25 179.7(4) . . . . ? C23 C22 N1 C25 -0.6(5) . . . . ? O7 C22 N1 C24 0.5(6) . . . . ? C23 C22 N1 C24 -179.8(2) . . . . ? O7 Tb1 O7' C22' -12(6) . . . . ? O3 Tb1 O7' C22' 77(5) 2 . . . ? O4 Tb1 O7' C22' -3(5) 6_575 . . . ? O1W Tb1 O7' C22' 155(6) . . . . ? O1 Tb1 O7' C22' -48(8) . . . . ? O2 Tb1 O7' C22' 141(3) . . . . ? O6 Tb1 O7' C22' -135(5) 4_545 . . . ? O5 Tb1 O7' C22' -85(5) 4_545 . . . ? C1 Tb1 O7' C22' 150(13) . . . . ? C15 Tb1 O7' C22' -110(5) 4_545 . . . ? Tb1 O7' C22' N1' 23(5) . . . . ? Tb1 O7' C22' C23' -157(5) . . . . ? O7' C22' N1' C25' 179.8(5) . . . . ? C23' C22' N1' C25' -0.2(6) . . . . ? O7' C22' N1' C24' 0.2(6) . . . . ? C23' C22' N1' C24' -179.9(2) . . . . ? C9 C24' N1' C22' -137(5) 6_575 . . . ? C10 C24' N1' C22' 145(6) 6_575 . . . ? C9 C24' N1' C25' 43(5) 6_575 . . . ? C10 C24' N1' C25' -34(6) 6_575 . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 62.99 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.761 _refine_diff_density_min -0.673 _refine_diff_density_rms 0.107 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.357 0.097 0.022 6073 3447 ' ' _platon_squeeze_details ; Five DMA molecules and six water molecules are highly disordered. Therefore, the SQUEEZE routine of PLATON was applied. The final formula was calculated from the TGA combined with elemental analysis data. ; # start Validation Reply Form _vrf_CHEMW03_I ; PROBLEM: The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.90 <> 1.10 RESPONSE: This is a consequence of the use of SQUEEZE. The solvent is included in formula, but is not in the model. ; _vrf_PLAT043_I ; PROBLEM: Check Reported Molecular Weight RESPONSE: See SQUEEZE above. ; _vrf_PLAT044_I ; PROBLEM: Calculated and Reported Dx Differ RESPONSE: See SQUEEZE above. ; _vrf_PLAT049_I ; PROBLEM: Calculated Density less than 1.0 gcm-3 RESPONSE: See SQUEEZE above. ; _vrf_PLAT051_I ; PROBLEM: Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by RESPONSE: See SQUEEZE above. ; _vrf_PLAT602_I ; PROBLEM: Structure Contains Solvent Accessible VOIDS of RESPONSE: See SQUEEZE above. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 955652' ####################################################################### # # 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_1a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H9 O6 Tb1, (H2 O), 2(C H4 O), 6(C H4 O)' _chemical_formula_sum 'C29 H43 O15 Tb' _chemical_formula_weight 790.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.7463(2) _cell_length_b 16.9612(2) _cell_length_c 25.1036(2) _cell_angle_alpha 90.00 _cell_angle_beta 116.887(2) _cell_angle_gamma 90.00 _cell_volume 9397.64(15) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6745 _cell_measurement_theta_min 3.2834 _cell_measurement_theta_max 65.3132 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.118 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3216 _exptl_absorpt_coefficient_mu 7.823 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1953 _exptl_absorpt_correction_T_max 0.2554 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.5058 _diffrn_reflns_number 27753 _diffrn_reflns_av_R_equivalents 0.0777 _diffrn_reflns_av_sigmaI/netI 0.1177 _diffrn_measurement_method 'omiga scan' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 63.00 _reflns_number_total 7567 _reflns_number_gt 5399 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _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^)+(0.1036P)^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 7567 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0825 _refine_ls_R_factor_gt 0.0678 _refine_ls_wR_factor_ref 0.1676 _refine_ls_wR_factor_gt 0.1601 _refine_ls_goodness_of_fit_ref 0.940 _refine_ls_restrained_S_all 0.945 _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 C1 C 0.2839(3) 0.8564(4) 0.1547(3) 0.0385(15) Uani 1 1 d . . . C2 C 0.3078(3) 0.8104(4) 0.2115(3) 0.0430(17) Uani 1 1 d . . . C3 C 0.3687(2) 0.8124(4) 0.2494(2) 0.0320(14) Uani 1 1 d . . . H3 H 0.3940 0.8458 0.2399 0.038 Uiso 1 1 calc R . . C4 C 0.3952(2) 0.7664(4) 0.3020(3) 0.0345(14) Uani 1 1 d . . . C5 C 0.3567(3) 0.7167(4) 0.3160(3) 0.0370(15) Uani 1 1 d . . . C6 C 0.2943(3) 0.7211(4) 0.2785(3) 0.0435(17) Uani 1 1 d . . . H6 H 0.2674 0.6924 0.2888 0.052 Uiso 1 1 calc R . . C7 C 0.2712(3) 0.7656(4) 0.2276(3) 0.0468(17) Uani 1 1 d . . . H7 H 0.2287 0.7656 0.2027 0.056 Uiso 1 1 calc R . . C8 C 0.3305(3) 0.5070(5) 0.4433(3) 0.0467(17) Uani 1 1 d . . . C9 C 0.3691(3) 0.5651(5) 0.4293(4) 0.0500(18) Uani 1 1 d . . . C10 C 0.3457(3) 0.6165(4) 0.3831(3) 0.0404(16) Uani 1 1 d . . . H10 H 0.3029 0.6200 0.3603 0.048 Uiso 1 1 calc R . . C11 C 0.3824(3) 0.6646(4) 0.3678(3) 0.0387(15) Uani 1 1 d . . . C12 C 0.4459(3) 0.6612(4) 0.4025(3) 0.0437(17) Uani 1 1 d . . . C13 C 0.4686(3) 0.6077(5) 0.4505(4) 0.059(2) Uani 1 1 d . . . H13 H 0.5112 0.6041 0.4742 0.070 Uiso 1 1 calc R . . C14 C 0.4325(3) 0.5613(5) 0.4644(4) 0.059(2) Uani 1 1 d . . . H14 H 0.4496 0.5265 0.4976 0.071 Uiso 1 1 calc R . . C15 C 0.6550(3) 0.7485(4) 0.4464(3) 0.0313(13) Uani 1 1 d . . . C16 C 0.5869(3) 0.7546(4) 0.4092(3) 0.0353(14) Uani 1 1 d . . . C17 C 0.5491(2) 0.7075(4) 0.4220(3) 0.0302(13) Uani 1 1 d . . . H17 H 0.5663 0.6722 0.4549 0.036 Uiso 1 1 calc R . . C18 C 0.4852(2) 0.7101(4) 0.3875(3) 0.0360(15) Uani 1 1 d . . . C19 C 0.4606(2) 0.7637(4) 0.3391(3) 0.0323(13) Uani 1 1 d . . . C20 C 0.5012(3) 0.8119(4) 0.3283(3) 0.0440(17) Uani 1 1 d . . . H20 H 0.4851 0.8474 0.2955 0.053 Uiso 1 1 calc R . . C21 C 0.5624(3) 0.8098(4) 0.3627(3) 0.0388(15) Uani 1 1 d . . . H21 H 0.5880 0.8452 0.3553 0.047 Uiso 1 1 calc R . . C22 C 0.1887(6) 1.0708(7) -0.0557(6) 0.105(3) Uani 1 1 d DU . . H22A H 0.1457 1.0748 -0.0658 0.158 Uiso 1 1 calc R . . H22B H 0.1956 1.0939 -0.0879 0.158 Uiso 1 1 calc R . . H22C H 0.2129 1.0992 -0.0184 0.158 Uiso 1 1 calc R . . C23 C 0.2976(4) 0.8663(5) -0.0762(4) 0.071(2) Uani 1 1 d DU . . H23A H 0.3042 0.9233 -0.0758 0.107 Uiso 1 1 calc R . . H23B H 0.2803 0.8469 -0.1174 0.107 Uiso 1 1 calc R . . H23C H 0.3364 0.8399 -0.0523 0.107 Uiso 1 1 calc R . . O1 O 0.31518(17) 0.9058(2) 0.14539(18) 0.0331(9) Uani 1 1 d . . . O2 O 0.23106(19) 0.8386(3) 0.1144(2) 0.0534(13) Uani 1 1 d . . . O3 O 0.27378(17) 0.5241(2) 0.42350(19) 0.0382(10) Uani 1 1 d . . . O4 O 0.35255(19) 0.4496(3) 0.4748(3) 0.0601(15) Uani 1 1 d . . . O5 O 0.67291(17) 0.6953(3) 0.4847(2) 0.0401(10) Uani 1 1 d . . . O6 O 0.6883(2) 0.7914(3) 0.4361(2) 0.0551(14) Uani 1 1 d . . . O7 O 0.2057(2) 0.9926(4) -0.0488(2) 0.0788(16) Uani 1 1 d DU . . H7A H 0.2303 0.9851 -0.0629 0.118 Uiso 1 1 d RD . . O8 O 0.2582(2) 0.8505(3) -0.0524(2) 0.0555(13) Uani 1 1 d DU . . H8 H 0.2558 0.8030 -0.0443 0.083 Uiso 1 1 d RD . . O1W O 0.3284(2) 0.9771(4) 0.04148(19) 0.0669(15) Uani 1 1 d DU . . H1A H 0.3632 0.9884 0.0695 0.100 Uiso 1 1 d RD . . H1B H 0.3246 0.9969 0.0089 0.100 Uiso 1 1 d RD . . Tb1 Tb 0.244643(13) 0.90125(2) 0.034433(14) 0.02886(16) Uani 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 C1 0.029(3) 0.051(4) 0.030(3) 0.003(3) 0.008(3) 0.003(3) C2 0.022(3) 0.065(5) 0.040(4) 0.004(3) 0.012(3) -0.008(3) C3 0.018(3) 0.048(4) 0.029(3) 0.002(3) 0.010(2) -0.001(3) C4 0.019(3) 0.039(4) 0.045(4) 0.006(3) 0.014(3) -0.003(2) C5 0.020(3) 0.048(4) 0.041(3) 0.010(3) 0.011(3) -0.002(3) C6 0.019(3) 0.059(5) 0.048(4) 0.009(3) 0.011(3) -0.005(3) C7 0.021(3) 0.062(5) 0.049(4) 0.006(4) 0.008(3) -0.001(3) C8 0.028(3) 0.043(4) 0.057(4) 0.011(4) 0.009(3) -0.011(3) C9 0.032(4) 0.047(4) 0.072(5) 0.015(4) 0.024(4) -0.003(3) C10 0.025(3) 0.040(4) 0.052(4) 0.010(3) 0.013(3) 0.000(3) C11 0.023(3) 0.048(4) 0.047(4) 0.001(3) 0.017(3) -0.007(3) C12 0.022(3) 0.049(4) 0.060(4) 0.017(3) 0.018(3) -0.001(3) C13 0.024(4) 0.078(6) 0.065(5) 0.036(4) 0.012(3) 0.004(3) C14 0.021(3) 0.054(5) 0.087(6) 0.035(4) 0.011(4) -0.004(3) C15 0.025(3) 0.034(3) 0.031(3) 0.008(3) 0.010(3) 0.002(3) C16 0.027(3) 0.041(4) 0.036(3) 0.002(3) 0.013(3) -0.003(3) C17 0.022(3) 0.030(3) 0.035(3) 0.007(3) 0.009(3) -0.005(2) C18 0.020(3) 0.050(4) 0.038(3) 0.011(3) 0.013(3) 0.000(3) C19 0.018(3) 0.036(4) 0.039(3) 0.008(3) 0.010(3) 0.002(2) C20 0.023(3) 0.054(5) 0.047(4) 0.019(3) 0.009(3) 0.002(3) C21 0.020(3) 0.051(4) 0.037(3) 0.019(3) 0.005(3) 0.002(3) C22 0.110(5) 0.091(4) 0.103(5) 0.000(4) 0.038(4) 0.005(4) C23 0.075(4) 0.079(4) 0.069(4) -0.006(3) 0.041(3) -0.005(3) O1 0.021(2) 0.046(3) 0.031(2) 0.0042(19) 0.0100(17) 0.0037(18) O2 0.022(2) 0.087(4) 0.040(3) 0.005(3) 0.004(2) -0.016(2) O3 0.023(2) 0.039(3) 0.056(3) 0.012(2) 0.021(2) 0.0015(17) O4 0.026(2) 0.043(3) 0.111(4) 0.037(3) 0.031(3) 0.007(2) O5 0.018(2) 0.045(3) 0.051(3) 0.015(2) 0.0115(19) 0.0077(18) O6 0.029(2) 0.063(3) 0.054(3) 0.027(3) 0.001(2) -0.021(2) O7 0.086(3) 0.077(3) 0.068(3) 0.002(3) 0.030(2) 0.005(3) O8 0.057(3) 0.068(3) 0.049(2) -0.013(2) 0.031(2) 0.001(2) O1W 0.058(3) 0.081(3) 0.070(3) -0.004(3) 0.036(2) -0.018(2) Tb1 0.0157(2) 0.0371(2) 0.0309(2) -0.00295(16) 0.00799(16) 0.00506(14) _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 C1 O1 1.232(8) . ? C1 O2 1.276(7) . ? C1 C2 1.494(9) . ? C1 Tb1 2.825(6) . ? C2 C3 1.371(8) . ? C2 C7 1.377(9) . ? C3 C4 1.415(9) . ? C3 H3 0.9500 . ? C4 C5 1.428(8) . ? C4 C19 1.458(8) . ? C5 C6 1.400(8) . ? C5 C11 1.458(9) . ? C6 C7 1.367(10) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 O4 1.217(8) . ? C8 O3 1.292(8) . ? C8 C9 1.519(9) . ? C8 Tb1 2.816(6) 4_545 ? C9 C10 1.354(10) . ? C9 C14 1.412(9) . ? C10 C11 1.398(9) . ? C10 H10 0.9500 . ? C11 C12 1.411(9) . ? C12 C13 1.407(10) . ? C12 C18 1.453(8) . ? C13 C14 1.349(10) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 O6 1.212(7) . ? C15 O5 1.245(7) . ? C15 C16 1.517(8) . ? C16 C17 1.374(8) . ? C16 C21 1.402(9) . ? C17 C18 1.419(8) . ? C17 H17 0.9500 . ? C18 C19 1.416(9) . ? C19 C20 1.415(9) . ? C20 C21 1.362(8) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 O7 1.379(11) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 O8 1.380(4) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? O1 Tb1 2.533(4) . ? O2 Tb1 2.427(5) . ? O3 Tb1 2.470(4) 4_545 ? O4 Tb1 2.451(4) 4_545 ? O5 Tb1 2.321(4) 8_566 ? O6 Tb1 2.380(4) 2_655 ? O7 Tb1 2.423(5) . ? O7 H7A 0.8400 . ? O8 Tb1 2.503(4) . ? O8 H8 0.8400 . ? O1W Tb1 2.378(5) . ? O1W H1A 0.8501 . ? O1W H1B 0.8500 . ? Tb1 O5 2.321(4) 8_465 ? Tb1 O6 2.380(4) 2_655 ? Tb1 O4 2.451(4) 4 ? Tb1 O3 2.470(4) 4 ? Tb1 C8 2.816(6) 4 ? 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 C1 O2 121.2(6) . . ? O1 C1 C2 121.6(5) . . ? O2 C1 C2 117.0(6) . . ? O1 C1 Tb1 63.7(3) . . ? O2 C1 Tb1 58.9(3) . . ? C2 C1 Tb1 163.3(5) . . ? C3 C2 C7 118.3(6) . . ? C3 C2 C1 119.0(6) . . ? C7 C2 C1 122.7(6) . . ? C2 C3 C4 122.2(5) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C3 C4 C5 118.5(5) . . ? C3 C4 C19 121.6(5) . . ? C5 C4 C19 119.7(6) . . ? C6 C5 C4 117.3(6) . . ? C6 C5 C11 122.4(5) . . ? C4 C5 C11 120.4(5) . . ? C7 C6 C5 121.8(6) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C2 121.7(6) . . ? C6 C7 H7 119.1 . . ? C2 C7 H7 119.1 . . ? O4 C8 O3 121.3(6) . . ? O4 C8 C9 121.7(6) . . ? O3 C8 C9 116.9(6) . . ? O4 C8 Tb1 60.2(3) . 4_545 ? O3 C8 Tb1 61.3(3) . 4_545 ? C9 C8 Tb1 178.0(5) . 4_545 ? C10 C9 C14 119.2(6) . . ? C10 C9 C8 123.0(6) . . ? C14 C9 C8 117.7(6) . . ? C9 C10 C11 122.1(6) . . ? C9 C10 H10 118.9 . . ? C11 C10 H10 118.9 . . ? C10 C11 C12 119.1(6) . . ? C10 C11 C5 121.5(5) . . ? C12 C11 C5 119.4(5) . . ? C13 C12 C11 117.3(6) . . ? C13 C12 C18 122.3(6) . . ? C11 C12 C18 120.3(6) . . ? C14 C13 C12 122.8(6) . . ? C14 C13 H13 118.6 . . ? C12 C13 H13 118.6 . . ? C13 C14 C9 119.4(7) . . ? C13 C14 H14 120.3 . . ? C9 C14 H14 120.3 . . ? O6 C15 O5 124.1(5) . . ? O6 C15 C16 120.1(5) . . ? O5 C15 C16 115.8(5) . . ? C17 C16 C21 120.0(6) . . ? C17 C16 C15 120.0(6) . . ? C21 C16 C15 120.0(5) . . ? C16 C17 C18 121.8(6) . . ? C16 C17 H17 119.1 . . ? C18 C17 H17 119.1 . . ? C19 C18 C17 118.2(5) . . ? C19 C18 C12 120.6(5) . . ? C17 C18 C12 121.1(6) . . ? C20 C19 C18 117.9(5) . . ? C20 C19 C4 122.7(5) . . ? C18 C19 C4 119.4(5) . . ? C21 C20 C19 123.1(6) . . ? C21 C20 H20 118.4 . . ? C19 C20 H20 118.4 . . ? C20 C21 C16 118.9(6) . . ? C20 C21 H21 120.6 . . ? C16 C21 H21 120.6 . . ? O7 C22 H22A 109.5 . . ? O7 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O7 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O8 C23 H23A 109.5 . . ? O8 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O8 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C1 O1 Tb1 90.5(3) . . ? C1 O2 Tb1 94.3(4) . . ? C8 O3 Tb1 91.4(4) . 4_545 ? C8 O4 Tb1 94.3(4) . 4_545 ? C15 O5 Tb1 147.8(4) . 8_566 ? C15 O6 Tb1 148.1(5) . 2_655 ? C22 O7 Tb1 134.7(6) . . ? C22 O7 H7A 109.3 . . ? Tb1 O7 H7A 100.6 . . ? C23 O8 Tb1 135.2(5) . . ? C23 O8 H8 115.5 . . ? Tb1 O8 H8 93.9 . . ? Tb1 O1W H1A 134.9 . . ? Tb1 O1W H1B 115.4 . . ? H1A O1W H1B 109.7 . . ? O5 Tb1 O1W 148.29(17) 8_465 . ? O5 Tb1 O6 82.59(17) 8_465 2_655 ? O1W Tb1 O6 86.47(19) . 2_655 ? O5 Tb1 O7 94.47(18) 8_465 . ? O1W Tb1 O7 73.24(13) . . ? O6 Tb1 O7 135.9(2) 2_655 . ? O5 Tb1 O2 77.16(16) 8_465 . ? O1W Tb1 O2 128.17(15) . . ? O6 Tb1 O2 74.79(19) 2_655 . ? O7 Tb1 O2 147.56(19) . . ? O5 Tb1 O4 72.92(15) 8_465 4 ? O1W Tb1 O4 127.68(19) . 4 ? O6 Tb1 O4 143.9(2) 2_655 4 ? O7 Tb1 O4 73.4(2) . 4 ? O2 Tb1 O4 74.22(19) . 4 ? O5 Tb1 O3 125.54(13) 8_465 4 ? O1W Tb1 O3 80.51(17) . 4 ? O6 Tb1 O3 139.93(14) 2_655 4 ? O7 Tb1 O3 75.59(18) . 4 ? O2 Tb1 O3 83.94(17) . 4 ? O4 Tb1 O3 52.78(14) 4 4 ? O5 Tb1 O8 70.13(15) 8_465 . ? O1W Tb1 O8 78.16(17) . . ? O6 Tb1 O8 69.66(17) 2_655 . ? O7 Tb1 O8 68.06(19) . . ? O2 Tb1 O8 133.91(19) . . ? O4 Tb1 O8 123.01(18) 4 . ? O3 Tb1 O8 141.77(16) 4 . ? O5 Tb1 O1 126.31(15) 8_465 . ? O1W Tb1 O1 75.98(14) . . ? O6 Tb1 O1 69.19(14) 2_655 . ? O7 Tb1 O1 137.44(17) . . ? O2 Tb1 O1 52.22(14) . . ? O4 Tb1 O1 104.66(16) 4 . ? O3 Tb1 O1 70.91(13) 4 . ? O8 Tb1 O1 132.14(15) . . ? O5 Tb1 C8 98.24(18) 8_465 4 ? O1W Tb1 C8 105.8(2) . 4 ? O6 Tb1 C8 150.1(2) 2_655 4 ? O7 Tb1 C8 73.9(2) . 4 ? O2 Tb1 C8 76.3(2) . 4 ? O4 Tb1 C8 25.53(17) 4 4 ? O3 Tb1 C8 27.31(17) 4 4 ? O8 Tb1 C8 138.81(18) . 4 ? O1 Tb1 C8 87.19(16) . 4 ? O5 Tb1 C1 101.22(18) 8_465 . ? O1W Tb1 C1 101.49(17) . . ? O6 Tb1 C1 66.56(18) 2_655 . ? O7 Tb1 C1 154.7(2) . . ? O2 Tb1 C1 26.76(17) . . ? O4 Tb1 C1 92.3(2) 4 . ? O3 Tb1 C1 79.13(17) 4 . ? O8 Tb1 C1 136.14(19) . . ? O1 Tb1 C1 25.85(16) . . ? C8 Tb1 C1 84.2(2) 4 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 -12.1(10) . . . . ? O2 C1 C2 C3 163.3(7) . . . . ? Tb1 C1 C2 C3 91.8(16) . . . . ? O1 C1 C2 C7 168.1(7) . . . . ? O2 C1 C2 C7 -16.5(10) . . . . ? Tb1 C1 C2 C7 -88.0(16) . . . . ? C7 C2 C3 C4 4.0(10) . . . . ? C1 C2 C3 C4 -175.8(6) . . . . ? C2 C3 C4 C5 -0.3(10) . . . . ? C2 C3 C4 C19 174.5(6) . . . . ? C3 C4 C5 C6 -4.5(9) . . . . ? C19 C4 C5 C6 -179.4(6) . . . . ? C3 C4 C5 C11 176.2(6) . . . . ? C19 C4 C5 C11 1.2(10) . . . . ? C4 C5 C6 C7 5.8(11) . . . . ? C11 C5 C6 C7 -174.9(7) . . . . ? C5 C6 C7 C2 -2.2(12) . . . . ? C3 C2 C7 C6 -2.8(11) . . . . ? C1 C2 C7 C6 176.9(7) . . . . ? O4 C8 C9 C10 162.0(8) . . . . ? O3 C8 C9 C10 -22.6(11) . . . . ? Tb1 C8 C9 C10 5(17) 4_545 . . . ? O4 C8 C9 C14 -14.4(12) . . . . ? O3 C8 C9 C14 161.1(7) . . . . ? Tb1 C8 C9 C14 -172(16) 4_545 . . . ? C14 C9 C10 C11 2.0(12) . . . . ? C8 C9 C10 C11 -174.3(7) . . . . ? C9 C10 C11 C12 -1.9(11) . . . . ? C9 C10 C11 C5 176.7(7) . . . . ? C6 C5 C11 C10 -0.6(11) . . . . ? C4 C5 C11 C10 178.7(7) . . . . ? C6 C5 C11 C12 178.0(7) . . . . ? C4 C5 C11 C12 -2.7(10) . . . . ? C10 C11 C12 C13 1.2(11) . . . . ? C5 C11 C12 C13 -177.5(7) . . . . ? C10 C11 C12 C18 179.6(7) . . . . ? C5 C11 C12 C18 1.0(10) . . . . ? C11 C12 C13 C14 -0.7(13) . . . . ? C18 C12 C13 C14 -179.1(8) . . . . ? C12 C13 C14 C9 0.9(14) . . . . ? C10 C9 C14 C13 -1.5(13) . . . . ? C8 C9 C14 C13 175.0(8) . . . . ? O6 C15 C16 C17 -178.2(6) . . . . ? O5 C15 C16 C17 5.4(9) . . . . ? O6 C15 C16 C21 -0.1(10) . . . . ? O5 C15 C16 C21 -176.5(6) . . . . ? C21 C16 C17 C18 3.2(10) . . . . ? C15 C16 C17 C18 -178.7(6) . . . . ? C16 C17 C18 C19 -0.7(10) . . . . ? C16 C17 C18 C12 -178.5(6) . . . . ? C13 C12 C18 C19 -179.4(7) . . . . ? C11 C12 C18 C19 2.2(11) . . . . ? C13 C12 C18 C17 -1.7(11) . . . . ? C11 C12 C18 C17 179.9(6) . . . . ? C17 C18 C19 C20 -0.3(9) . . . . ? C12 C18 C19 C20 177.5(7) . . . . ? C17 C18 C19 C4 178.6(6) . . . . ? C12 C18 C19 C4 -3.7(10) . . . . ? C3 C4 C19 C20 5.9(10) . . . . ? C5 C4 C19 C20 -179.3(7) . . . . ? C3 C4 C19 C18 -172.9(6) . . . . ? C5 C4 C19 C18 1.9(9) . . . . ? C18 C19 C20 C21 -1.2(11) . . . . ? C4 C19 C20 C21 -180.0(7) . . . . ? C19 C20 C21 C16 3.6(11) . . . . ? C17 C16 C21 C20 -4.5(10) . . . . ? C15 C16 C21 C20 177.3(6) . . . . ? O2 C1 O1 Tb1 -13.4(6) . . . . ? C2 C1 O1 Tb1 161.9(6) . . . . ? O1 C1 O2 Tb1 14.0(7) . . . . ? C2 C1 O2 Tb1 -161.4(5) . . . . ? O4 C8 O3 Tb1 -5.6(7) . . . 4_545 ? C9 C8 O3 Tb1 178.9(6) . . . 4_545 ? O3 C8 O4 Tb1 5.6(7) . . . 4_545 ? C9 C8 O4 Tb1 -179.1(6) . . . 4_545 ? O6 C15 O5 Tb1 -34.2(12) . . . 8_566 ? C16 C15 O5 Tb1 142.0(6) . . . 8_566 ? O5 C15 O6 Tb1 -76.4(11) . . . 2_655 ? C16 C15 O6 Tb1 107.5(8) . . . 2_655 ? C22 O7 Tb1 O5 128.5(10) . . . 8_465 ? C22 O7 Tb1 O1W -81.3(10) . . . . ? C22 O7 Tb1 O6 -147.6(9) . . . 2_655 ? C22 O7 Tb1 O2 55.5(11) . . . . ? C22 O7 Tb1 O4 57.8(10) . . . 4 ? C22 O7 Tb1 O3 2.9(10) . . . 4 ? C22 O7 Tb1 O8 -165.0(10) . . . . ? C22 O7 Tb1 O1 -35.9(11) . . . . ? C22 O7 Tb1 C8 31.2(10) . . . 4 ? C22 O7 Tb1 C1 0.0(12) . . . . ? C1 O2 Tb1 O5 153.6(4) . . . 8_465 ? C1 O2 Tb1 O1W -4.9(5) . . . . ? C1 O2 Tb1 O6 67.9(4) . . . 2_655 ? C1 O2 Tb1 O7 -128.5(4) . . . . ? C1 O2 Tb1 O4 -130.8(4) . . . 4 ? C1 O2 Tb1 O3 -77.8(4) . . . 4 ? C1 O2 Tb1 O8 108.3(4) . . . . ? C1 O2 Tb1 O1 -7.3(4) . . . . ? C1 O2 Tb1 C8 -104.5(4) . . . 4 ? C23 O8 Tb1 O5 -179.5(7) . . . 8_465 ? C23 O8 Tb1 O1W 0.3(7) . . . . ? C23 O8 Tb1 O6 -90.3(7) . . . 2_655 ? C23 O8 Tb1 O7 76.9(7) . . . . ? C23 O8 Tb1 O2 -132.1(7) . . . . ? C23 O8 Tb1 O4 127.8(7) . . . 4 ? C23 O8 Tb1 O3 57.8(8) . . . 4 ? C23 O8 Tb1 O1 -58.1(7) . . . . ? C23 O8 Tb1 C8 100.9(7) . . . 4 ? C23 O8 Tb1 C1 -94.0(7) . . . . ? C1 O1 Tb1 O5 -15.7(4) . . . 8_465 ? C1 O1 Tb1 O1W -170.5(4) . . . . ? C1 O1 Tb1 O6 -79.0(4) . . . 2_655 ? C1 O1 Tb1 O7 144.8(4) . . . . ? C1 O1 Tb1 O2 7.6(4) . . . . ? C1 O1 Tb1 O4 63.6(4) . . . 4 ? C1 O1 Tb1 O3 104.9(4) . . . 4 ? C1 O1 Tb1 O8 -111.3(4) . . . . ? C1 O1 Tb1 C8 82.4(4) . . . 4 ? O1 C1 Tb1 O5 167.1(3) . . . 8_465 ? O2 C1 Tb1 O5 -26.2(4) . . . 8_465 ? C2 C1 Tb1 O5 54.4(15) . . . 8_465 ? O1 C1 Tb1 O1W 9.4(4) . . . . ? O2 C1 Tb1 O1W 176.0(4) . . . . ? C2 C1 Tb1 O1W -103.4(15) . . . . ? O1 C1 Tb1 O6 90.4(4) . . . 2_655 ? O2 C1 Tb1 O6 -103.0(4) . . . 2_655 ? C2 C1 Tb1 O6 -22.4(15) . . . 2_655 ? O1 C1 Tb1 O7 -65.6(6) . . . . ? O2 C1 Tb1 O7 101.0(6) . . . . ? C2 C1 Tb1 O7 -178.4(13) . . . . ? O1 C1 Tb1 O2 -166.6(7) . . . . ? C2 C1 Tb1 O2 80.6(16) . . . . ? O1 C1 Tb1 O4 -119.8(4) . . . 4 ? O2 C1 Tb1 O4 46.8(4) . . . 4 ? C2 C1 Tb1 O4 127.4(15) . . . 4 ? O1 C1 Tb1 O3 -68.5(4) . . . 4 ? O2 C1 Tb1 O3 98.2(4) . . . 4 ? C2 C1 Tb1 O3 178.8(15) . . . 4 ? O1 C1 Tb1 O8 94.2(4) . . . . ? O2 C1 Tb1 O8 -99.2(4) . . . . ? C2 C1 Tb1 O8 -18.6(17) . . . . ? O2 C1 Tb1 O1 166.6(7) . . . . ? C2 C1 Tb1 O1 -112.8(16) . . . . ? O1 C1 Tb1 C8 -95.6(4) . . . 4 ? O2 C1 Tb1 C8 71.0(4) . . . 4 ? C2 C1 Tb1 C8 151.6(15) . . . 4 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 63.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.879 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.127 _platon_squeeze_details ; Six Methanol molecules are highly disordered. Therefore, the SQUEEZE routine of PLATON was applied. The final formula was calculated from the TGA combined with elemental analysis data. ; # start Validation Reply Form _vrf_CHEMW03_I ; PROBLEM: The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.90 <> 1.10 RESPONSE: This is a consequence of the use of SQUEEZE. The solvent is included in formula, but is not in the model. ; _vrf_PLAT043_I ; PROBLEM: Check Reported Molecular Weight RESPONSE: See SQUEEZE above. ; _vrf_PLAT044_I ; PROBLEM: Calculated and Reported Dx Differ RESPONSE: See SQUEEZE above. ; _vrf_PLAT049_I ; PROBLEM: Calculated Density less than 1.0 gcm-3 RESPONSE: See SQUEEZE above. ; _vrf_PLAT602_I ; PROBLEM: Structure Contains Solvent Accessible VOIDS of RESPONSE: See SQUEEZE above. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 955653' ####################################################################### # # 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_1b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H9 O6 Tb1, (H2 O), (C2 H6 O), 5(C2 H6 O)' _chemical_formula_sum 'C33 H47 O13 Tb' _chemical_formula_weight 810.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.162(3) _cell_length_b 13.2751(16) _cell_length_c 27.128(2) _cell_angle_alpha 90.00 _cell_angle_beta 108.438(9) _cell_angle_gamma 90.00 _cell_volume 9279.6(16) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4858 _cell_measurement_theta_min 3.3121 _cell_measurement_theta_max 65.4797 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3312 _exptl_absorpt_coefficient_mu 7.901 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1532 _exptl_absorpt_correction_T_max 0.3152 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.5058 _diffrn_reflns_number 17860 _diffrn_reflns_av_R_equivalents 0.0900 _diffrn_reflns_av_sigmaI/netI 0.1742 _diffrn_measurement_method 'omiga scan' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.43 _diffrn_reflns_theta_max 65.58 _reflns_number_total 7755 _reflns_number_gt 5333 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _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^)+(0.1027P)^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 7755 _refine_ls_number_parameters 328 _refine_ls_number_restraints 29 _refine_ls_R_factor_all 0.0931 _refine_ls_R_factor_gt 0.0777 _refine_ls_wR_factor_ref 0.2114 _refine_ls_wR_factor_gt 0.1979 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.904 _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 C1 C 0.1112(5) 0.4467(11) 0.1535(5) 0.033(3) Uani 1 1 d U A . C2 C 0.1389(5) 0.4901(12) 0.2051(5) 0.035(3) Uani 1 1 d U . . C3 C 0.1174(5) 0.4823(11) 0.2449(5) 0.033(3) Uani 1 1 d U . . H3 H 0.0843 0.4512 0.2378 0.040 Uiso 1 1 calc R . . C4 C 0.1421(5) 0.5181(11) 0.2946(5) 0.033(3) Uani 1 1 d U . . C5 C 0.1908(5) 0.5663(12) 0.3041(5) 0.036(3) Uani 1 1 d U . . C6 C 0.2127(5) 0.5742(13) 0.2642(5) 0.042(3) Uani 1 1 d U . . H6 H 0.2458 0.6046 0.2711 0.051 Uiso 1 1 calc R . . C7 C 0.1868(5) 0.5382(12) 0.2145(5) 0.043(3) Uani 1 1 d U . . H7 H 0.2016 0.5462 0.1873 0.052 Uiso 1 1 calc R . . C15 C 0.3448(5) 0.7364(12) 0.4283(5) 0.035(3) Uani 1 1 d U . . C16 C 0.2946(5) 0.6866(12) 0.4178(5) 0.038(3) Uani 1 1 d U . . C17 C 0.2668(5) 0.6518(11) 0.3676(5) 0.034(3) Uani 1 1 d U . . H17 H 0.2814 0.6599 0.3403 0.041 Uiso 1 1 calc R . . C18 C 0.2193(5) 0.6064(12) 0.3571(5) 0.035(3) Uani 1 1 d U . . C19 C 0.1958(5) 0.5965(12) 0.3969(5) 0.035(3) Uani 1 1 d U . . C20 C 0.2239(5) 0.6331(11) 0.4463(5) 0.038(3) Uani 1 1 d U . . H20 H 0.2090 0.6279 0.4736 0.046 Uiso 1 1 calc R . . C21 C 0.2724(5) 0.6764(12) 0.4568(5) 0.039(3) Uani 1 1 d U . . H21 H 0.2905 0.6993 0.4909 0.047 Uiso 1 1 calc R . . C8 C 0.0527(5) 0.4802(11) 0.4606(5) 0.032(3) Uani 1 1 d . . . C9 C 0.0759(4) 0.4878(10) 0.4174(4) 0.027(3) Uani 1 1 d . . . C10 C 0.1220(5) 0.5398(11) 0.4264(5) 0.034(3) Uani 1 1 d . . . H10 H 0.1380 0.5699 0.4594 0.040 Uiso 1 1 calc R . . C11 C 0.1458(5) 0.5489(10) 0.3871(5) 0.030(3) Uani 1 1 d . . . C12 C 0.1187(4) 0.5088(11) 0.3367(5) 0.030(3) Uani 1 1 d . . . C13 C 0.0695(5) 0.4628(11) 0.3280(5) 0.038(3) Uani 1 1 d . . . H13 H 0.0506 0.4392 0.2943 0.045 Uiso 1 1 calc R . . C14 C 0.0493(5) 0.4524(12) 0.3675(5) 0.036(3) Uani 1 1 d . . . H14 H 0.0166 0.4204 0.3611 0.043 Uiso 1 1 calc R . . O7 O 0.0197(4) 0.2977(11) -0.0312(5) 0.033(3) Uani 0.727(18) 1 d PDU A 1 H7A H 0.0368 0.3376 -0.0458 0.049 Uiso 0.727(18) 1 d PRD A 1 C22 C -0.0325(5) 0.2938(14) -0.0569(6) 0.034(3) Uani 0.727(18) 1 d PDU A 1 H22A H -0.0503 0.3417 -0.0403 0.041 Uiso 0.727(18) 1 calc PR A 1 H22B H -0.0452 0.2254 -0.0529 0.041 Uiso 0.727(18) 1 calc PR A 1 C23 C -0.0475(8) 0.3181(17) -0.1141(6) 0.042(4) Uani 0.727(18) 1 d PDU A 1 H23A H -0.0753 0.3684 -0.1230 0.064 Uiso 0.727(18) 1 calc PR A 1 H23B H -0.0595 0.2568 -0.1344 0.064 Uiso 0.727(18) 1 calc PR A 1 H23C H -0.0173 0.3451 -0.1222 0.064 Uiso 0.727(18) 1 calc PR A 1 O1W O 0.0148(7) 0.2183(17) 0.0714(8) 0.053(4) Uani 0.727(18) 1 d PDU A 1 H1A H 0.0276 0.1596 0.0783 0.079 Uiso 0.727(18) 1 d PRD A 1 H1B H -0.0093 0.2263 0.0849 0.079 Uiso 0.727(18) 1 d PRD A 1 O7' O 0.0200(18) 0.218(4) 0.084(2) 0.056(7) Uani 0.273(18) 1 d PDU A 2 H7B H -0.0153 0.2165 0.0603 0.084 Uiso 0.273(18) 1 d PRD A 2 C22' C 0.0253(19) 0.150(4) 0.1218(19) 0.058(7) Uani 0.273(18) 1 d PDU A 2 H22C H -0.0089 0.1179 0.1160 0.069 Uiso 0.273(18) 1 calc PR A 2 H22D H 0.0335 0.1878 0.1549 0.069 Uiso 0.273(18) 1 calc PR A 2 C23' C 0.065(2) 0.067(4) 0.129(2) 0.050(8) Uani 0.273(18) 1 d PDU A 2 H23D H 0.0691 0.0333 0.1625 0.075 Uiso 0.273(18) 1 calc PR A 2 H23E H 0.0982 0.0961 0.1296 0.075 Uiso 0.273(18) 1 calc PR A 2 H23F H 0.0531 0.0186 0.1009 0.075 Uiso 0.273(18) 1 calc PR A 2 O1'W O 0.0232(13) 0.2661(18) -0.02205(12) 0.034(4) Uani 0.273(18) 1 d PDU A 2 H1C H 0.0154 0.2974 -0.0508 0.051 Uiso 0.273(18) 1 d PRD A 2 H1D H -0.0003 0.2233 -0.0228 0.051 Uiso 0.273(18) 1 d PRD A 2 O1 O 0.1274(4) 0.4665(8) 0.1149(3) 0.041(2) Uani 1 1 d . A . O2 O 0.0738(3) 0.3871(8) 0.1477(3) 0.036(2) Uani 1 1 d . A . O3 O 0.0112(3) 0.4292(8) 0.4517(3) 0.038(2) Uani 1 1 d . . . O4 O 0.0776(3) 0.5160(7) 0.5040(3) 0.031(2) Uani 1 1 d . . . O5 O 0.3650(3) 0.7839(8) 0.4703(3) 0.042(3) Uani 1 1 d . . . O6 O 0.3688(3) 0.7383(8) 0.3933(3) 0.040(2) Uani 1 1 d . . . Tb1 Tb 0.06503(3) 0.35467(6) 0.05667(3) 0.0285(3) Uani 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 C1 0.030(6) 0.050(7) 0.023(5) 0.001(5) 0.013(5) 0.004(6) C2 0.031(5) 0.053(6) 0.023(5) 0.001(5) 0.013(4) -0.005(5) C3 0.029(5) 0.049(7) 0.027(5) -0.003(5) 0.016(4) -0.004(5) C4 0.028(5) 0.051(7) 0.024(5) -0.002(5) 0.015(4) -0.003(5) C5 0.028(5) 0.054(6) 0.031(5) -0.007(5) 0.017(4) -0.006(5) C6 0.033(6) 0.070(8) 0.031(6) -0.007(6) 0.020(5) -0.013(6) C7 0.033(6) 0.070(8) 0.032(6) -0.005(6) 0.020(5) -0.010(6) C15 0.015(5) 0.057(7) 0.037(7) -0.005(6) 0.013(5) -0.009(5) C16 0.031(5) 0.057(7) 0.032(5) -0.011(5) 0.019(5) -0.010(5) C17 0.024(5) 0.058(7) 0.028(5) -0.007(5) 0.020(5) -0.010(5) C18 0.027(5) 0.053(6) 0.031(5) -0.008(5) 0.017(4) -0.010(5) C19 0.027(6) 0.055(7) 0.030(6) -0.005(5) 0.017(5) -0.009(5) C20 0.030(6) 0.060(7) 0.030(6) -0.007(5) 0.019(5) -0.009(5) C21 0.031(6) 0.061(7) 0.031(6) -0.008(6) 0.019(5) -0.011(6) C8 0.022(6) 0.051(9) 0.026(7) -0.009(6) 0.011(5) -0.008(6) C9 0.020(6) 0.046(8) 0.022(6) -0.004(6) 0.016(5) -0.003(6) C10 0.032(7) 0.049(9) 0.023(6) -0.008(6) 0.011(5) -0.014(6) C11 0.029(6) 0.045(8) 0.026(6) -0.003(6) 0.021(5) -0.009(6) C12 0.024(6) 0.043(8) 0.026(6) 0.001(6) 0.013(5) -0.001(6) C13 0.030(7) 0.064(10) 0.025(6) -0.012(7) 0.018(5) -0.010(7) C14 0.017(6) 0.067(10) 0.026(7) -0.008(7) 0.010(5) -0.013(6) O7 0.029(4) 0.036(6) 0.033(5) 0.000(4) 0.009(4) 0.000(4) C22 0.030(5) 0.036(6) 0.033(5) -0.005(5) 0.007(4) -0.002(5) C23 0.041(7) 0.043(7) 0.039(6) 0.003(6) 0.007(5) 0.000(6) O1W 0.046(6) 0.060(6) 0.053(8) 0.009(6) 0.017(6) -0.001(5) O7' 0.053(8) 0.057(8) 0.057(9) 0.003(6) 0.015(6) -0.001(6) C22' 0.055(8) 0.057(8) 0.058(8) 0.004(6) 0.014(6) -0.001(6) C23' 0.050(11) 0.052(10) 0.050(11) 0.002(7) 0.018(7) -0.004(7) O1'W 0.031(6) 0.036(7) 0.034(6) 0.000(5) 0.009(5) 0.000(6) O1 0.043(5) 0.067(7) 0.019(4) -0.007(4) 0.018(4) -0.018(5) O2 0.012(4) 0.073(7) 0.023(5) -0.017(5) 0.009(3) -0.012(4) O3 0.032(5) 0.064(6) 0.026(4) -0.012(5) 0.021(4) -0.021(5) O4 0.025(4) 0.055(6) 0.018(4) -0.006(4) 0.013(3) -0.005(4) O5 0.032(5) 0.077(7) 0.023(5) -0.017(5) 0.019(4) -0.027(5) O6 0.026(5) 0.073(7) 0.028(5) -0.007(5) 0.020(4) -0.013(5) Tb1 0.0171(4) 0.0547(6) 0.0180(4) 0.0000(4) 0.0114(3) 0.0075(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 C1 O2 1.258(16) . ? C1 O1 1.284(15) . ? C1 C2 1.480(18) . ? C1 Tb1 2.808(13) . ? C2 C3 1.383(16) . ? C2 C7 1.401(18) . ? C3 C4 1.388(17) . ? C3 H3 0.9500 . ? C4 C5 1.420(18) . ? C4 C12 1.478(16) . ? C5 C6 1.392(18) . ? C5 C18 1.500(19) . ? C6 C7 1.394(19) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C15 O5 1.267(16) . ? C15 O6 1.311(15) . ? C15 C16 1.460(18) . ? C15 Tb1 2.829(12) 4 ? C16 C21 1.381(18) . ? C16 C17 1.410(19) . ? C17 C18 1.369(18) . ? C17 H17 0.9500 . ? C18 C19 1.423(17) . ? C19 C20 1.403(19) . ? C19 C11 1.444(17) . ? C20 C21 1.382(19) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C8 O4 1.251(14) . ? C8 O3 1.271(15) . ? C8 C9 1.498(16) . ? C9 C10 1.384(17) . ? C9 C14 1.399(17) . ? C10 C11 1.417(16) . ? C10 H10 0.9500 . ? C11 C12 1.433(17) . ? C12 C13 1.417(17) . ? C13 C14 1.355(17) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? O7 C22 1.369(9) . ? O7 Tb1 2.431(12) . ? O7 H7A 0.8769 . ? O7 H1C 0.5077 . ? O7 H1D 1.1836 . ? C22 C23 1.510(15) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? O1W Tb1 2.376(16) . ? O1W H1A 0.8511 . ? O1W H1B 0.8514 . ? O1W H7B 0.7752 . ? O7' C22' 1.34(3) . ? O7' Tb1 2.43(3) . ? O7' H1A 0.8289 . ? O7' H1B 0.8133 . ? O7' H7B 0.9667 . ? C22' C23' 1.506(18) . ? C22' H22C 0.9900 . ? C22' H22D 0.9900 . ? C23' H23D 0.9800 . ? C23' H23E 0.9800 . ? C23' H23F 0.9800 . ? O1'W H1D 0.8501 . ? O1'W Tb1 2.387(4) . ? O1'W H7A 1.2657 . ? O1'W H1C 0.8499 . ? O1'W H1D 0.8501 . ? O1 Tb1 2.424(9) . ? O2 Tb1 2.445(8) . ? O3 Tb1 2.241(8) 2 ? O4 Tb1 2.326(9) 6_566 ? O5 Tb1 2.431(8) 4 ? O6 Tb1 2.431(9) 4 ? Tb1 O3 2.241(8) 2 ? Tb1 O4 2.326(9) 6_565 ? Tb1 O6 2.431(9) 4_545 ? Tb1 O5 2.431(8) 4_545 ? Tb1 C15 2.829(12) 4_545 ? 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 C1 O1 119.9(11) . . ? O2 C1 C2 120.7(11) . . ? O1 C1 C2 119.3(12) . . ? O2 C1 Tb1 60.4(6) . . ? O1 C1 Tb1 59.5(6) . . ? C2 C1 Tb1 175.8(10) . . ? C3 C2 C7 119.4(12) . . ? C3 C2 C1 119.7(12) . . ? C7 C2 C1 120.9(11) . . ? C2 C3 C4 122.6(12) . . ? C2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C3 C4 C5 117.8(11) . . ? C3 C4 C12 122.0(11) . . ? C5 C4 C12 120.2(11) . . ? C6 C5 C4 119.8(12) . . ? C6 C5 C18 120.1(12) . . ? C4 C5 C18 120.1(11) . . ? C5 C6 C7 121.2(13) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C2 119.1(12) . . ? C6 C7 H7 120.5 . . ? C2 C7 H7 120.5 . . ? O5 C15 O6 117.9(11) . . ? O5 C15 C16 120.9(11) . . ? O6 C15 C16 121.1(12) . . ? O5 C15 Tb1 59.0(6) . 4 ? O6 C15 Tb1 59.1(6) . 4 ? C16 C15 Tb1 172.8(11) . 4 ? C21 C16 C17 118.6(12) . . ? C21 C16 C15 120.1(12) . . ? C17 C16 C15 121.3(12) . . ? C18 C17 C16 121.8(12) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C17 C18 C19 120.1(12) . . ? C17 C18 C5 121.4(11) . . ? C19 C18 C5 118.5(11) . . ? C20 C19 C18 117.0(12) . . ? C20 C19 C11 121.6(11) . . ? C18 C19 C11 121.4(11) . . ? C21 C20 C19 122.4(12) . . ? C21 C20 H20 118.8 . . ? C19 C20 H20 118.8 . . ? C16 C21 C20 120.1(13) . . ? C16 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? O4 C8 O3 124.3(11) . . ? O4 C8 C9 118.4(11) . . ? O3 C8 C9 116.9(10) . . ? C10 C9 C14 119.9(11) . . ? C10 C9 C8 118.5(11) . . ? C14 C9 C8 121.4(10) . . ? C9 C10 C11 120.9(11) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 117.7(11) . . ? C10 C11 C19 121.6(11) . . ? C12 C11 C19 120.7(10) . . ? C13 C12 C11 119.5(11) . . ? C13 C12 C4 121.3(11) . . ? C11 C12 C4 119.2(11) . . ? C14 C13 C12 120.5(12) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C9 121.1(11) . . ? C13 C14 H14 119.4 . . ? C9 C14 H14 119.4 . . ? C22 O7 Tb1 129.3(10) . . ? C22 O7 H7A 113.8 . . ? Tb1 O7 H7A 94.6 . . ? C22 O7 H1C 66.7 . . ? Tb1 O7 H1C 155.3 . . ? H7A O7 H1C 60.7 . . ? C22 O7 H1D 66.6 . . ? Tb1 O7 H1D 101.0 . . ? H7A O7 H1D 158.6 . . ? H1C O7 H1D 103.1 . . ? O7 C22 C23 114.5(11) . . ? O7 C22 H22A 108.6 . . ? C23 C22 H22A 108.6 . . ? O7 C22 H22B 108.6 . . ? C23 C22 H22B 108.6 . . ? H22A C22 H22B 107.6 . . ? O7 C22 H1C 21.8 . . ? C23 C22 H1C 93.4 . . ? H22A C22 H1C 123.3 . . ? H22B C22 H1C 113.7 . . ? O7 C22 H1D 50.4 . . ? C23 C22 H1D 136.7 . . ? H22A C22 H1D 114.7 . . ? H22B C22 H1D 58.9 . . ? H1C C22 H1D 62.5 . . ? Tb1 O1W H1A 121.1 . . ? Tb1 O1W H1B 122.6 . . ? H1A O1W H1B 109.7 . . ? Tb1 O1W H7B 123.2 . . ? H1A O1W H7B 111.4 . . ? H1B O1W H7B 46.7 . . ? C22' O7' Tb1 142(3) . . ? C22' O7' H1A 62.4 . . ? Tb1 O7' H1A 117.8 . . ? C22' O7' H1B 86.0 . . ? Tb1 O7' H1B 120.3 . . ? H1A O7' H1B 116.0 . . ? C22' O7' H7B 109.6 . . ? Tb1 O7' H7B 107.8 . . ? H1A O7' H7B 96.7 . . ? H1B O7' H7B 41.7 . . ? O7' C22' C23' 120(4) . . ? O7' C22' H1A 37.5 . . ? C23' C22' H1A 87.3 . . ? O7' C22' H1B 32.3 . . ? C23' C22' H1B 147.4 . . ? H1A C22' H1B 60.1 . . ? O7' C22' H22C 107.4 . . ? C23' C22' H22C 107.4 . . ? H1A C22' H22C 103.0 . . ? H1B C22' H22C 80.1 . . ? O7' C22' H22D 107.4 . . ? C23' C22' H22D 107.4 . . ? H1A C22' H22D 140.3 . . ? H1B C22' H22D 100.2 . . ? H22C C22' H22D 106.9 . . ? C22' C23' H23D 109.5 . . ? C22' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? C22' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 109.5 . . ? H1D O1'W Tb1 119.4 . . ? H1D O1'W H7A 145.7 . . ? Tb1 O1'W H7A 87.4 . . ? H1D O1'W H1C 109.7 . . ? Tb1 O1'W H1C 119.4 . . ? H7A O1'W H1C 36.3 . . ? H1D O1'W H1D 0.0 . . ? Tb1 O1'W H1D 119.4 . . ? H7A O1'W H1D 145.7 . . ? H1C O1'W H1D 109.7 . . ? C1 O1 Tb1 93.3(8) . . ? C1 O2 Tb1 93.0(7) . . ? C8 O3 Tb1 171.9(9) . 2 ? C8 O4 Tb1 135.8(8) . 6_566 ? C15 O5 Tb1 94.5(7) . 4 ? C15 O6 Tb1 93.3(8) . 4 ? O3 Tb1 O4 85.5(3) 2 6_565 ? O3 Tb1 O1W 78.0(6) 2 . ? O4 Tb1 O1W 150.4(5) 6_565 . ? O3 Tb1 O1'W 87.9(10) 2 . ? O4 Tb1 O1'W 86.3(3) 6_565 . ? O1W Tb1 O1'W 68.9(6) . . ? O3 Tb1 O1 103.2(4) 2 . ? O4 Tb1 O1 74.9(3) 6_565 . ? O1W Tb1 O1 132.6(5) . . ? O1'W Tb1 O1 157.1(5) . . ? O3 Tb1 O7' 79.8(14) 2 . ? O4 Tb1 O7' 157.3(11) 6_565 . ? O1W Tb1 O7' 7.5(17) . . ? O1'W Tb1 O7' 76.1(15) . . ? O1 Tb1 O7' 125.2(14) . . ? O3 Tb1 O6 146.4(3) 2 4_545 ? O4 Tb1 O6 125.8(3) 6_565 4_545 ? O1W Tb1 O6 77.6(6) . 4_545 ? O1'W Tb1 O6 104.2(9) . 4_545 ? O1 Tb1 O6 77.6(4) . 4_545 ? O7' Tb1 O6 73.2(12) . 4_545 ? O3 Tb1 O7 82.7(4) 2 . ? O4 Tb1 O7 75.8(4) 6_565 . ? O1W Tb1 O7 77.8(6) . . ? O1'W Tb1 O7 11.4(6) . . ? O1 Tb1 O7 149.5(4) . . ? O7' Tb1 O7 85.2(15) . . ? O6 Tb1 O7 113.9(4) 4_545 . ? O3 Tb1 O5 157.7(3) 2 4_545 ? O4 Tb1 O5 79.6(3) 6_565 4_545 ? O1W Tb1 O5 107.6(7) . 4_545 ? O1'W Tb1 O5 74.7(10) . 4_545 ? O1 Tb1 O5 89.0(3) . 4_545 ? O7' Tb1 O5 108.6(16) . 4_545 ? O6 Tb1 O5 54.0(3) 4_545 4_545 ? O7 Tb1 O5 77.6(4) . 4_545 ? O3 Tb1 O2 79.4(3) 2 . ? O4 Tb1 O2 120.3(3) 6_565 . ? O1W Tb1 O2 80.9(6) . . ? O1'W Tb1 O2 149.1(4) . . ? O1 Tb1 O2 53.8(3) . . ? O7' Tb1 O2 73.9(16) . . ? O6 Tb1 O2 74.3(3) 4_545 . ? O7 Tb1 O2 154.5(4) . . ? O5 Tb1 O2 122.5(3) 4_545 . ? O3 Tb1 C1 91.6(4) 2 . ? O4 Tb1 C1 98.3(4) 6_565 . ? O1W Tb1 C1 106.5(6) . . ? O1'W Tb1 C1 175.4(3) . . ? O1 Tb1 C1 27.2(3) . . ? O7' Tb1 C1 99.3(15) . . ? O6 Tb1 C1 73.8(4) 4_545 . ? O7 Tb1 C1 172.0(5) . . ? O5 Tb1 C1 106.8(3) 4_545 . ? O2 Tb1 C1 26.6(3) . . ? O3 Tb1 C15 171.9(4) 2 4_545 ? O4 Tb1 C15 102.1(3) 6_565 4_545 ? O1W Tb1 C15 94.0(7) . 4_545 ? O1'W Tb1 C15 90.1(10) . 4_545 ? O1 Tb1 C15 81.5(4) . 4_545 ? O7' Tb1 C15 92.2(14) . 4_545 ? O6 Tb1 C15 27.6(3) 4_545 4_545 ? O7 Tb1 C15 96.6(4) . 4_545 ? O5 Tb1 C15 26.5(3) 4_545 4_545 ? O2 Tb1 C15 98.6(4) . 4_545 ? C1 Tb1 C15 89.8(4) . 4_545 ? 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 O2 C1 C2 C3 -13(2) . . . . ? O1 C1 C2 C3 170.0(13) . . . . ? Tb1 C1 C2 C3 -117(13) . . . . ? O2 C1 C2 C7 166.1(14) . . . . ? O1 C1 C2 C7 -11(2) . . . . ? Tb1 C1 C2 C7 62(14) . . . . ? C7 C2 C3 C4 -2(2) . . . . ? C1 C2 C3 C4 177.6(13) . . . . ? C2 C3 C4 C5 1(2) . . . . ? C2 C3 C4 C12 -179.7(13) . . . . ? C3 C4 C5 C6 -1(2) . . . . ? C12 C4 C5 C6 179.6(14) . . . . ? C3 C4 C5 C18 -180.0(13) . . . . ? C12 C4 C5 C18 1(2) . . . . ? C4 C5 C6 C7 2(2) . . . . ? C18 C5 C6 C7 -179.5(15) . . . . ? C5 C6 C7 C2 -2(2) . . . . ? C3 C2 C7 C6 2(2) . . . . ? C1 C2 C7 C6 -177.2(14) . . . . ? O5 C15 C16 C21 -11(2) . . . . ? O6 C15 C16 C21 173.3(14) . . . . ? Tb1 C15 C16 C21 -97(8) 4 . . . ? O5 C15 C16 C17 166.8(14) . . . . ? O6 C15 C16 C17 -9(2) . . . . ? Tb1 C15 C16 C17 80(8) 4 . . . ? C21 C16 C17 C18 -1(2) . . . . ? C15 C16 C17 C18 -179.0(15) . . . . ? C16 C17 C18 C19 2(2) . . . . ? C16 C17 C18 C5 -177.8(14) . . . . ? C6 C5 C18 C17 0(2) . . . . ? C4 C5 C18 C17 178.9(14) . . . . ? C6 C5 C18 C19 -179.6(14) . . . . ? C4 C5 C18 C19 -1(2) . . . . ? C17 C18 C19 C20 -1(2) . . . . ? C5 C18 C19 C20 178.9(14) . . . . ? C17 C18 C19 C11 -179.9(14) . . . . ? C5 C18 C19 C11 0(2) . . . . ? C18 C19 C20 C21 -1(2) . . . . ? C11 C19 C20 C21 178.2(14) . . . . ? C17 C16 C21 C20 0(2) . . . . ? C15 C16 C21 C20 177.3(15) . . . . ? C19 C20 C21 C16 1(2) . . . . ? O4 C8 C9 C10 -4(2) . . . . ? O3 C8 C9 C10 -177.8(13) . . . . ? O4 C8 C9 C14 -177.9(13) . . . . ? O3 C8 C9 C14 9(2) . . . . ? C14 C9 C10 C11 -7(2) . . . . ? C8 C9 C10 C11 179.6(13) . . . . ? C9 C10 C11 C12 4(2) . . . . ? C9 C10 C11 C19 -175.4(13) . . . . ? C20 C19 C11 C10 2(2) . . . . ? C18 C19 C11 C10 -179.2(14) . . . . ? C20 C19 C11 C12 -177.8(14) . . . . ? C18 C19 C11 C12 1(2) . . . . ? C10 C11 C12 C13 0(2) . . . . ? C19 C11 C12 C13 -179.7(13) . . . . ? C10 C11 C12 C4 179.2(13) . . . . ? C19 C11 C12 C4 -1(2) . . . . ? C3 C4 C12 C13 0(2) . . . . ? C5 C4 C12 C13 178.7(14) . . . . ? C3 C4 C12 C11 -179.0(13) . . . . ? C5 C4 C12 C11 0(2) . . . . ? C11 C12 C13 C14 -3(2) . . . . ? C4 C12 C13 C14 178.1(14) . . . . ? C12 C13 C14 C9 1(2) . . . . ? C10 C9 C14 C13 4(2) . . . . ? C8 C9 C14 C13 177.4(14) . . . . ? Tb1 O7 C22 C23 143.6(14) . . . . ? Tb1 O7' C22' C23' -67(9) . . . . ? O2 C1 O1 Tb1 -1.4(13) . . . . ? C2 C1 O1 Tb1 175.3(11) . . . . ? O1 C1 O2 Tb1 1.4(13) . . . . ? C2 C1 O2 Tb1 -175.3(12) . . . . ? O4 C8 O3 Tb1 40(7) . . . 2 ? C9 C8 O3 Tb1 -147(6) . . . 2 ? O3 C8 O4 Tb1 -71.0(19) . . . 6_566 ? C9 C8 O4 Tb1 116.0(12) . . . 6_566 ? O6 C15 O5 Tb1 4.5(14) . . . 4 ? C16 C15 O5 Tb1 -171.6(13) . . . 4 ? O5 C15 O6 Tb1 -4.5(14) . . . 4 ? C16 C15 O6 Tb1 171.6(13) . . . 4 ? H1D O1'W Tb1 O3 -66.1 . . . 2 ? H1D O1'W Tb1 O4 -151.8 . . . 6_565 ? H1D O1'W Tb1 O1W 11.8 . . . . ? H1D O1'W Tb1 O1 173.8 . . . . ? H1D O1'W Tb1 O7' 13.9 . . . . ? H1D O1'W Tb1 O6 82.2 . . . 4_545 ? H1D O1'W Tb1 O7 -128.5 . . . . ? H1D O1'W Tb1 O5 128.0 . . . 4_545 ? H1D O1'W Tb1 O2 -0.9 . . . . ? H1D O1'W Tb1 C1 18.2 . . . . ? H1D O1'W Tb1 C15 106.1 . . . 4_545 ? C1 O1 Tb1 O3 66.8(8) . . . 2 ? C1 O1 Tb1 O4 148.4(8) . . . 6_565 ? C1 O1 Tb1 O1W -18.9(12) . . . . ? C1 O1 Tb1 O1'W -176(2) . . . . ? C1 O1 Tb1 O7' -20(2) . . . . ? C1 O1 Tb1 O6 -78.7(8) . . . 4_545 ? C1 O1 Tb1 O7 164.9(9) . . . . ? C1 O1 Tb1 O5 -132.0(8) . . . 4_545 ? C1 O1 Tb1 O2 0.8(7) . . . . ? C1 O1 Tb1 C15 -106.5(8) . . . 4_545 ? C22' O7' Tb1 O3 -130(7) . . . 2 ? C22' O7' Tb1 O4 180(4) . . . 6_565 ? C22' O7' Tb1 O1W 155(22) . . . . ? C22' O7' Tb1 O1'W 140(7) . . . . ? C22' O7' Tb1 O1 -31(8) . . . . ? C22' O7' Tb1 O6 30(7) . . . 4_545 ? C22' O7' Tb1 O7 147(7) . . . . ? C22' O7' Tb1 O5 71(7) . . . 4_545 ? C22' O7' Tb1 O2 -48(7) . . . . ? C22' O7' Tb1 C1 -40(7) . . . . ? C22' O7' Tb1 C15 50(7) . . . 4_545 ? C22 O7 Tb1 O3 -18.2(14) . . . 2 ? C22 O7 Tb1 O4 -105.4(14) . . . 6_565 ? C22 O7 Tb1 O1W 61.0(15) . . . . ? C22 O7 Tb1 O1'W 99(5) . . . . ? C22 O7 Tb1 O1 -121.9(12) . . . . ? C22 O7 Tb1 O7' 62(2) . . . . ? C22 O7 Tb1 O6 131.3(13) . . . 4_545 ? C22 O7 Tb1 O5 172.3(14) . . . 4_545 ? C22 O7 Tb1 O2 27(2) . . . . ? C22 O7 Tb1 C1 -63(3) . . . . ? C22 O7 Tb1 C15 153.7(14) . . . 4_545 ? C1 O2 Tb1 O3 -116.0(8) . . . 2 ? C1 O2 Tb1 O4 -37.6(9) . . . 6_565 ? C1 O2 Tb1 O1W 164.7(10) . . . . ? C1 O2 Tb1 O1'W 176.6(19) . . . . ? C1 O2 Tb1 O1 -0.8(7) . . . . ? C1 O2 Tb1 O7' 161.7(16) . . . . ? C1 O2 Tb1 O6 85.1(8) . . . 4_545 ? C1 O2 Tb1 O7 -162.0(10) . . . . ? C1 O2 Tb1 O5 59.6(9) . . . 4_545 ? C1 O2 Tb1 C15 71.9(8) . . . 4_545 ? O2 C1 Tb1 O3 62.1(8) . . . 2 ? O1 C1 Tb1 O3 -116.5(8) . . . 2 ? C2 C1 Tb1 O3 169(14) . . . 2 ? O2 C1 Tb1 O4 147.8(8) . . . 6_565 ? O1 C1 Tb1 O4 -30.7(8) . . . 6_565 ? C2 C1 Tb1 O4 -106(14) . . . 6_565 ? O2 C1 Tb1 O1W -15.8(10) . . . . ? O1 C1 Tb1 O1W 165.6(9) . . . . ? C2 C1 Tb1 O1W 91(14) . . . . ? O2 C1 Tb1 O1'W -22(13) . . . . ? O1 C1 Tb1 O1'W 159(13) . . . . ? C2 C1 Tb1 O1'W 84(19) . . . . ? O2 C1 Tb1 O1 178.6(13) . . . . ? C2 C1 Tb1 O1 -75(13) . . . . ? O2 C1 Tb1 O7' -17.8(16) . . . . ? O1 C1 Tb1 O7' 163.7(16) . . . . ? C2 C1 Tb1 O7' 89(14) . . . . ? O2 C1 Tb1 O6 -87.1(8) . . . 4_545 ? O1 C1 Tb1 O6 94.3(8) . . . 4_545 ? C2 C1 Tb1 O6 19(13) . . . 4_545 ? O2 C1 Tb1 O7 106(3) . . . . ? O1 C1 Tb1 O7 -72(3) . . . . ? C2 C1 Tb1 O7 -147(13) . . . . ? O2 C1 Tb1 O5 -130.5(8) . . . 4_545 ? O1 C1 Tb1 O5 50.9(8) . . . 4_545 ? C2 C1 Tb1 O5 -24(14) . . . 4_545 ? O1 C1 Tb1 O2 -178.6(13) . . . . ? C2 C1 Tb1 O2 107(14) . . . . ? O2 C1 Tb1 C15 -109.9(8) . . . 4_545 ? O1 C1 Tb1 C15 71.5(8) . . . 4_545 ? C2 C1 Tb1 C15 -3(14) . . . 4_545 ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 65.58 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.910 _refine_diff_density_min -0.704 _refine_diff_density_rms 0.158 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.003 -0.007 -0.007 5495 3645 ' ' _platon_squeeze_details ; Five Ethanol molecules are highly disordered. Therefore, the SQUEEZE routine of PLATON was applied. The final formula was calculated from the TGA combined with elemental analysis data. ; # start Validation Reply Form _vrf_CHEMW03_I ; PROBLEM: The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.90 <> 1.10 RESPONSE: This is a consequence of the use of SQUEEZE. The solvent is included in formula, but is not in the model. ; _vrf_PLAT043_I ; PROBLEM: Check Reported Molecular Weight RESPONSE: See SQUEEZE above. ; _vrf_PLAT044_I ; PROBLEM: Calculated and Reported Dx Differ RESPONSE: See SQUEEZE above. ; _vrf_PLAT049_I ; PROBLEM: Calculated Density less than 1.0 gcm-3 RESPONSE: See SQUEEZE above. ; _vrf_PLAT602_I ; PROBLEM: Structure Contains Solvent Accessible VOIDS of RESPONSE: See SQUEEZE above. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 955654' ####################################################################### # # 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_1c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H9 O6 Tb1, (H2 O), (C3 H8 O), 5(C4 H10 O)' _chemical_formula_sum 'C44 H69 O13 Tb' _chemical_formula_weight 964.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.9498(2) _cell_length_b 15.6298(2) _cell_length_c 26.8239(2) _cell_angle_alpha 90.00 _cell_angle_beta 114.532(2) _cell_angle_gamma 90.00 _cell_volume 9897.41(17) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4136 _cell_measurement_theta_min 3.3885 _cell_measurement_theta_max 65.2683 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4016 _exptl_absorpt_coefficient_mu 7.489 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2122 _exptl_absorpt_correction_T_max 0.2777 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.5058 _diffrn_reflns_number 19714 _diffrn_reflns_av_R_equivalents 0.0704 _diffrn_reflns_av_sigmaI/netI 0.1764 _diffrn_measurement_method 'omiga scan' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 62.99 _reflns_number_total 7964 _reflns_number_gt 4272 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _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^)+(0.0556P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7964 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0972 _refine_ls_R_factor_gt 0.0696 _refine_ls_wR_factor_ref 0.1605 _refine_ls_wR_factor_gt 0.1520 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.062 _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 C1 C 0.1126(3) 0.0675(6) 0.1544(3) 0.061(2) Uani 1 1 d . . . C2 C 0.1403(3) 0.0235(6) 0.2061(3) 0.071(3) Uani 1 1 d . . . C3 C 0.1216(3) 0.0313(6) 0.2476(3) 0.067(3) Uani 1 1 d . . . H3 H 0.0903 0.0678 0.2415 0.081 Uiso 1 1 calc R . . C4 C 0.1462(3) -0.0114(6) 0.2972(3) 0.064(2) Uani 1 1 d . . . C5 C 0.1940(3) -0.0627(7) 0.3084(3) 0.076(3) Uani 1 1 d . . . C6 C 0.2130(4) -0.0714(8) 0.2662(3) 0.103(4) Uani 1 1 d . . . H6 H 0.2441 -0.1083 0.2720 0.124 Uiso 1 1 calc R . . C7 C 0.1887(4) -0.0290(8) 0.2177(3) 0.107(4) Uani 1 1 d . . . H7 H 0.2041 -0.0345 0.1913 0.128 Uiso 1 1 calc R . . C8 C 0.0529(3) 0.0110(6) 0.4580(3) 0.061(2) Uani 1 1 d . . . C9 C 0.0775(3) 0.0074(6) 0.4166(3) 0.062(2) Uani 1 1 d . . . C10 C 0.1247(3) -0.0415(6) 0.4280(3) 0.067(3) Uani 1 1 d . . . H10 H 0.1413 -0.0713 0.4618 0.081 Uiso 1 1 calc R . . C11 C 0.1493(3) -0.0480(6) 0.3889(3) 0.060(2) Uani 1 1 d . . . C12 C 0.1225(3) -0.0055(6) 0.3387(3) 0.064(2) Uani 1 1 d . . . C13 C 0.0736(3) 0.0438(7) 0.3289(3) 0.080(3) Uani 1 1 d . . . H13 H 0.0549 0.0716 0.2945 0.096 Uiso 1 1 calc R . . C14 C 0.0520(3) 0.0527(6) 0.3681(3) 0.073(3) Uani 1 1 d . . . H14 H 0.0205 0.0890 0.3618 0.087 Uiso 1 1 calc R . . C15 C 0.3485(4) -0.2495(7) 0.4330(4) 0.077(3) Uani 1 1 d . . . C16 C 0.2975(3) -0.1956(6) 0.4216(3) 0.068(3) Uani 1 1 d . . . C17 C 0.2706(4) -0.1548(6) 0.3729(3) 0.076(3) Uani 1 1 d . . . H17 H 0.2858 -0.1590 0.3463 0.091 Uiso 1 1 calc R . . C18 C 0.2220(3) -0.1076(6) 0.3606(3) 0.065(2) Uani 1 1 d . . . C19 C 0.2002(3) -0.0982(6) 0.4009(3) 0.061(2) Uani 1 1 d . . . C20 C 0.2302(4) -0.1391(7) 0.4512(3) 0.081(3) Uani 1 1 d . . . H20 H 0.2164 -0.1331 0.4788 0.097 Uiso 1 1 calc R . . C21 C 0.2771(3) -0.1861(6) 0.4631(3) 0.069(3) Uani 1 1 d . . . H21 H 0.2960 -0.2122 0.4980 0.083 Uiso 1 1 calc R . . C22 C 0.0016(6) 0.2011(10) -0.0899(6) 0.146(3) Uani 1 1 d U . . H22A H 0.0416 0.1898 -0.0827 0.176 Uiso 1 1 calc R . . H22B H -0.0062 0.2620 -0.1006 0.176 Uiso 1 1 calc R . . C23 C -0.0365(7) 0.1454(11) -0.1388(6) 0.157(3) Uani 1 1 d U . . H23A H -0.0767 0.1621 -0.1509 0.188 Uiso 1 1 calc R . . H23B H -0.0326 0.0843 -0.1281 0.188 Uiso 1 1 calc R . . C24 C -0.0171(7) 0.1599(11) -0.1859(6) 0.171(4) Uani 1 1 d U . . H24A H -0.0465 0.1916 -0.2158 0.257 Uiso 1 1 calc R . . H24B H -0.0109 0.1045 -0.1996 0.257 Uiso 1 1 calc R . . H24C H 0.0182 0.1928 -0.1720 0.257 Uiso 1 1 calc R . . O1 O 0.1260(3) 0.0474(4) 0.1140(2) 0.0745(10) Uani 1 1 d U . . O2 O 0.0763(2) 0.1255(4) 0.1473(2) 0.0629(14) Uani 1 1 d U . . O3 O 0.0164(2) 0.0678(4) 0.45288(19) 0.0734(18) Uani 1 1 d . . . O4 O 0.0729(2) -0.0368(4) 0.4983(2) 0.0738(18) Uani 1 1 d . . . O5 O 0.3731(3) -0.2862(5) 0.4766(2) 0.095(2) Uani 1 1 d . . . O6 O 0.3688(3) -0.2553(6) 0.3978(2) 0.123(3) Uani 1 1 d . . . O7 O -0.0053(4) 0.1879(6) -0.0395(3) 0.131(2) Uani 1 1 d U . . H7A H -0.0282 0.1473 -0.0451 0.196 Uiso 1 1 d R . . O1W O 0.0075(3) 0.2607(5) 0.0626(3) 0.122(2) Uani 1 1 d DU . . H1A H -0.0284 0.2588 0.0462 0.183 Uiso 1 1 d RD . . H1B H 0.0171 0.2809 0.0947 0.183 Uiso 1 1 d RD . . Tb1 Tb 0.058923(19) 0.14322(4) 0.050970(17) 0.0591(2) Uani 1 1 d DU . . 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 C1 0.056(5) 0.105(7) 0.028(4) -0.003(4) 0.022(4) 0.011(5) C2 0.064(5) 0.118(9) 0.043(4) 0.016(5) 0.034(4) 0.042(5) C3 0.058(5) 0.109(8) 0.052(4) 0.021(5) 0.039(4) 0.033(5) C4 0.056(5) 0.101(7) 0.048(4) 0.008(5) 0.036(4) 0.021(5) C5 0.062(5) 0.131(8) 0.048(4) 0.015(5) 0.036(4) 0.037(6) C6 0.096(7) 0.177(11) 0.055(5) 0.046(6) 0.050(5) 0.105(8) C7 0.103(7) 0.182(13) 0.058(5) 0.037(6) 0.055(6) 0.071(8) C8 0.051(5) 0.102(7) 0.032(4) 0.024(5) 0.019(4) 0.039(5) C9 0.057(5) 0.095(6) 0.052(4) 0.021(5) 0.041(4) 0.041(5) C10 0.057(5) 0.102(7) 0.054(4) 0.005(5) 0.035(4) 0.022(5) C11 0.051(5) 0.092(6) 0.052(4) 0.008(4) 0.038(4) 0.024(5) C12 0.057(5) 0.109(7) 0.041(4) 0.020(5) 0.036(4) 0.035(5) C13 0.074(6) 0.138(9) 0.046(4) 0.026(5) 0.041(4) 0.052(6) C14 0.064(5) 0.118(8) 0.054(4) 0.040(5) 0.042(4) 0.052(5) C15 0.064(6) 0.116(8) 0.074(6) 0.037(6) 0.051(5) 0.054(6) C16 0.051(5) 0.102(7) 0.061(5) 0.007(5) 0.034(4) 0.026(5) C17 0.082(6) 0.112(8) 0.057(5) 0.027(5) 0.051(5) 0.055(6) C18 0.062(5) 0.095(7) 0.050(4) 0.010(4) 0.035(4) 0.035(5) C19 0.051(5) 0.093(7) 0.050(4) 0.013(4) 0.032(4) 0.028(5) C20 0.076(6) 0.125(8) 0.070(5) 0.036(6) 0.059(5) 0.056(6) C21 0.068(5) 0.108(7) 0.051(4) 0.021(5) 0.043(4) 0.040(5) C22 0.149(4) 0.150(4) 0.134(3) 0.009(3) 0.052(3) -0.002(3) C23 0.160(4) 0.160(4) 0.142(4) -0.002(3) 0.054(3) -0.002(4) C24 0.179(6) 0.174(6) 0.157(5) -0.001(4) 0.067(4) -0.004(4) O1 0.078(2) 0.089(2) 0.068(2) -0.006(1) 0.041(1) 0.005(1) O2 0.067(2) 0.081(2) 0.060(1) -0.003(1) 0.041(1) -0.004(1) O3 0.069(4) 0.114(5) 0.053(3) 0.030(3) 0.041(3) 0.049(4) O4 0.063(3) 0.117(5) 0.066(3) 0.019(3) 0.052(3) 0.032(4) O5 0.098(5) 0.149(6) 0.066(4) 0.035(4) 0.063(4) 0.080(5) O6 0.130(6) 0.201(8) 0.072(4) 0.066(5) 0.076(4) 0.121(6) O7 0.132(3) 0.140(3) 0.112(2) 0.017(2) 0.042(2) 0.004(3) O1W 0.122(4) 0.119(3) 0.123(3) 0.009(3) 0.049(3) 0.018(3) Tb1 0.0513(3) 0.0944(4) 0.0449(3) -0.0071(3) 0.0331(2) -0.0225(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 C1 O2 1.264(9) . ? C1 O1 1.301(7) . ? C1 C2 1.445(10) . ? C1 Tb1 2.797(7) . ? C2 C3 1.390(8) . ? C2 C7 1.423(11) . ? C3 C4 1.386(10) . ? C3 H3 0.9500 . ? C4 C5 1.401(11) . ? C4 C12 1.480(7) . ? C5 C6 1.419(9) . ? C5 C18 1.461(11) . ? C6 C7 1.359(11) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 O4 1.237(8) . ? C8 O3 1.263(9) . ? C8 C9 1.492(8) . ? C9 C10 1.367(10) . ? C9 C14 1.385(10) . ? C10 C11 1.440(8) . ? C10 H10 0.9500 . ? C11 C12 1.401(10) . ? C11 C19 1.453(10) . ? C12 C13 1.415(10) . ? C13 C14 1.389(8) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 O5 1.220(9) . ? C15 O6 1.260(8) . ? C15 C16 1.489(11) . ? C15 Tb1 2.813(8) 4_545 ? C16 C17 1.357(11) . ? C16 C21 1.425(9) . ? C17 C18 1.377(10) . ? C17 H17 0.9500 . ? C18 C19 1.419(9) . ? C19 C20 1.401(11) . ? C20 C21 1.340(10) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 O7 1.451(14) . ? C22 C23 1.542(19) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.559(18) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? O1 Tb1 2.392(7) . ? O2 Tb1 2.447(5) . ? O3 Tb1 2.248(5) 2 ? O4 Tb1 2.307(6) 6_556 ? O5 Tb1 2.440(4) 4_545 ? O6 Tb1 2.404(6) 4_545 ? O7 Tb1 2.407(8) . ? O7 H7A 0.8404 . ? O1W Tb1 2.366(8) . ? O1W H1A 0.8500 . ? O1W H1B 0.8500 . ? Tb1 O3 2.248(5) 2 ? Tb1 O4 2.307(6) 6 ? Tb1 O6 2.404(6) 4 ? Tb1 O5 2.440(4) 4 ? Tb1 C15 2.813(8) 4 ? 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 C1 O1 119.5(7) . . ? O2 C1 C2 121.9(6) . . ? O1 C1 C2 118.7(7) . . ? O2 C1 Tb1 61.0(4) . . ? O1 C1 Tb1 58.6(4) . . ? C2 C1 Tb1 176.5(6) . . ? C3 C2 C7 116.4(7) . . ? C3 C2 C1 121.8(7) . . ? C7 C2 C1 121.7(6) . . ? C4 C3 C2 123.5(7) . . ? C4 C3 H3 118.2 . . ? C2 C3 H3 118.2 . . ? C3 C4 C5 119.7(6) . . ? C3 C4 C12 121.6(7) . . ? C5 C4 C12 118.7(7) . . ? C4 C5 C6 117.0(7) . . ? C4 C5 C18 121.6(6) . . ? C6 C5 C18 121.3(7) . . ? C7 C6 C5 122.7(7) . . ? C7 C6 H6 118.6 . . ? C5 C6 H6 118.6 . . ? C6 C7 C2 120.5(6) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? O4 C8 O3 122.8(6) . . ? O4 C8 C9 118.3(6) . . ? O3 C8 C9 118.6(7) . . ? C10 C9 C14 122.0(6) . . ? C10 C9 C8 118.3(6) . . ? C14 C9 C8 119.6(6) . . ? C9 C10 C11 120.3(7) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 118.3(6) . . ? C12 C11 C19 120.7(5) . . ? C10 C11 C19 121.0(7) . . ? C11 C12 C13 119.1(5) . . ? C11 C12 C4 119.9(6) . . ? C13 C12 C4 121.0(6) . . ? C14 C13 C12 121.9(7) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C13 C14 C9 118.3(7) . . ? C13 C14 H14 120.8 . . ? C9 C14 H14 120.8 . . ? O5 C15 O6 117.9(7) . . ? O5 C15 C16 122.0(6) . . ? O6 C15 C16 120.0(8) . . ? O5 C15 Tb1 59.8(4) . 4_545 ? O6 C15 Tb1 58.3(4) . 4_545 ? C16 C15 Tb1 176.8(7) . 4_545 ? C17 C16 C21 119.5(7) . . ? C17 C16 C15 121.4(6) . . ? C21 C16 C15 119.1(7) . . ? C16 C17 C18 122.4(6) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C17 C18 C19 119.1(7) . . ? C17 C18 C5 121.9(6) . . ? C19 C18 C5 118.9(7) . . ? C20 C19 C18 116.7(6) . . ? C20 C19 C11 123.3(6) . . ? C18 C19 C11 120.0(7) . . ? C21 C20 C19 124.4(6) . . ? C21 C20 H20 117.8 . . ? C19 C20 H20 117.8 . . ? C20 C21 C16 117.8(7) . . ? C20 C21 H21 121.1 . . ? C16 C21 H21 121.1 . . ? O7 C22 C23 115.4(12) . . ? O7 C22 H22A 108.4 . . ? C23 C22 H22A 108.4 . . ? O7 C22 H22B 108.4 . . ? C23 C22 H22B 108.4 . . ? H22A C22 H22B 107.5 . . ? C22 C23 C24 107.3(13) . . ? C22 C23 H23A 110.3 . . ? C24 C23 H23A 110.3 . . ? C22 C23 H23B 110.3 . . ? C24 C23 H23B 110.3 . . ? H23A C23 H23B 108.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C1 O1 Tb1 93.7(5) . . ? C1 O2 Tb1 92.2(3) . . ? C8 O3 Tb1 166.4(6) . 2 ? C8 O4 Tb1 148.9(5) . 6_556 ? C15 O5 Tb1 94.6(4) . 4_545 ? C15 O6 Tb1 95.2(5) . 4_545 ? C22 O7 Tb1 132.8(8) . . ? C22 O7 H7A 107.0 . . ? Tb1 O7 H7A 96.0 . . ? Tb1 O1W H1A 117.4 . . ? Tb1 O1W H1B 118.4 . . ? H1A O1W H1B 109.7 . . ? O3 Tb1 O4 87.05(18) 2 6 ? O3 Tb1 O1W 83.4(3) 2 . ? O4 Tb1 O1W 151.8(2) 6 . ? O3 Tb1 O1 93.9(2) 2 . ? O4 Tb1 O1 74.3(2) 6 . ? O1W Tb1 O1 132.7(2) . . ? O3 Tb1 O6 146.03(16) 2 4 ? O4 Tb1 O6 122.8(2) 6 4 ? O1W Tb1 O6 76.2(3) . 4 ? O1 Tb1 O6 80.8(3) . 4 ? O3 Tb1 O7 83.2(3) 2 . ? O4 Tb1 O7 79.1(3) 6 . ? O1W Tb1 O7 73.5(3) . . ? O1 Tb1 O7 153.4(3) . . ? O6 Tb1 O7 115.7(3) 4 . ? O3 Tb1 O5 161.26(18) 2 4 ? O4 Tb1 O5 79.8(2) 6 4 ? O1W Tb1 O5 102.0(3) . 4 ? O1 Tb1 O5 95.3(2) . 4 ? O6 Tb1 O5 52.02(17) 4 4 ? O7 Tb1 O5 81.3(3) . 4 ? O3 Tb1 O2 76.37(16) 2 . ? O4 Tb1 O2 124.0(2) 6 . ? O1W Tb1 O2 79.3(2) . . ? O1 Tb1 O2 54.48(17) . . ? O6 Tb1 O2 73.35(18) 4 . ? O7 Tb1 O2 147.6(2) . . ? O5 Tb1 O2 122.12(18) 4 . ? O3 Tb1 C1 83.6(2) 2 . ? O4 Tb1 C1 99.3(2) 6 . ? O1W Tb1 C1 105.9(2) . . ? O1 Tb1 C1 27.66(19) . . ? O6 Tb1 C1 76.3(3) 4 . ? O7 Tb1 C1 166.8(3) . . ? O5 Tb1 C1 111.5(2) 4 . ? O2 Tb1 C1 26.85(18) . . ? O3 Tb1 C15 172.2(2) 2 4 ? O4 Tb1 C15 100.5(2) 6 4 ? O1W Tb1 C15 90.6(3) . 4 ? O1 Tb1 C15 86.5(3) . 4 ? O6 Tb1 C15 26.49(19) 4 4 ? O7 Tb1 C15 99.8(3) . 4 ? O5 Tb1 C15 25.61(18) 4 4 ? O2 Tb1 C15 97.7(2) . 4 ? C1 Tb1 C15 93.4(3) . 4 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 11.8(14) . . . . ? O1 C1 C2 C3 -169.3(9) . . . . ? Tb1 C1 C2 C3 -132(9) . . . . ? O2 C1 C2 C7 -167.3(9) . . . . ? O1 C1 C2 C7 11.6(14) . . . . ? Tb1 C1 C2 C7 49(10) . . . . ? C7 C2 C3 C4 -2.5(15) . . . . ? C1 C2 C3 C4 178.4(9) . . . . ? C2 C3 C4 C5 2.8(15) . . . . ? C2 C3 C4 C12 -176.0(9) . . . . ? C3 C4 C5 C6 -3.0(15) . . . . ? C12 C4 C5 C6 175.8(10) . . . . ? C3 C4 C5 C18 178.9(9) . . . . ? C12 C4 C5 C18 -2.3(14) . . . . ? C4 C5 C6 C7 3.4(18) . . . . ? C18 C5 C6 C7 -178.5(11) . . . . ? C5 C6 C7 C2 -3.2(19) . . . . ? C3 C2 C7 C6 2.6(16) . . . . ? C1 C2 C7 C6 -178.3(11) . . . . ? O4 C8 C9 C10 -7.0(13) . . . . ? O3 C8 C9 C10 166.8(8) . . . . ? O4 C8 C9 C14 172.6(9) . . . . ? O3 C8 C9 C14 -13.6(13) . . . . ? C14 C9 C10 C11 -0.6(14) . . . . ? C8 C9 C10 C11 179.0(8) . . . . ? C9 C10 C11 C12 -2.1(13) . . . . ? C9 C10 C11 C19 178.6(9) . . . . ? C10 C11 C12 C13 1.7(14) . . . . ? C19 C11 C12 C13 -179.0(9) . . . . ? C10 C11 C12 C4 -179.4(8) . . . . ? C19 C11 C12 C4 -0.2(14) . . . . ? C3 C4 C12 C11 -178.6(9) . . . . ? C5 C4 C12 C11 2.6(14) . . . . ? C3 C4 C12 C13 0.3(15) . . . . ? C5 C4 C12 C13 -178.5(9) . . . . ? C11 C12 C13 C14 1.4(15) . . . . ? C4 C12 C13 C14 -177.5(9) . . . . ? C12 C13 C14 C9 -4.1(15) . . . . ? C10 C9 C14 C13 3.7(15) . . . . ? C8 C9 C14 C13 -176.0(9) . . . . ? O5 C15 C16 C17 179.8(11) . . . . ? O6 C15 C16 C17 2.8(16) . . . . ? Tb1 C15 C16 C17 -56(11) 4_545 . . . ? O5 C15 C16 C21 0.4(15) . . . . ? O6 C15 C16 C21 -176.6(10) . . . . ? Tb1 C15 C16 C21 124(11) 4_545 . . . ? C21 C16 C17 C18 -3.4(16) . . . . ? C15 C16 C17 C18 177.1(9) . . . . ? C16 C17 C18 C19 2.5(15) . . . . ? C16 C17 C18 C5 178.8(10) . . . . ? C4 C5 C18 C17 -176.8(10) . . . . ? C6 C5 C18 C17 5.2(16) . . . . ? C4 C5 C18 C19 -0.4(15) . . . . ? C6 C5 C18 C19 -178.5(10) . . . . ? C17 C18 C19 C20 -0.5(14) . . . . ? C5 C18 C19 C20 -176.9(9) . . . . ? C17 C18 C19 C11 179.4(9) . . . . ? C5 C18 C19 C11 3.0(14) . . . . ? C12 C11 C19 C20 177.2(10) . . . . ? C10 C11 C19 C20 -3.6(14) . . . . ? C12 C11 C19 C18 -2.7(13) . . . . ? C10 C11 C19 C18 176.5(9) . . . . ? C18 C19 C20 C21 -0.5(16) . . . . ? C11 C19 C20 C21 179.6(10) . . . . ? C19 C20 C21 C16 -0.4(16) . . . . ? C17 C16 C21 C20 2.4(15) . . . . ? C15 C16 C21 C20 -178.2(10) . . . . ? O7 C22 C23 C24 -172.4(12) . . . . ? O2 C1 O1 Tb1 -3.5(8) . . . . ? C2 C1 O1 Tb1 177.5(7) . . . . ? O1 C1 O2 Tb1 3.5(8) . . . . ? C2 C1 O2 Tb1 -177.7(8) . . . . ? O4 C8 O3 Tb1 -49(3) . . . 2 ? C9 C8 O3 Tb1 137.5(18) . . . 2 ? O3 C8 O4 Tb1 63.7(15) . . . 6_556 ? C9 C8 O4 Tb1 -122.8(8) . . . 6_556 ? O6 C15 O5 Tb1 -6.1(11) . . . 4_545 ? C16 C15 O5 Tb1 176.9(9) . . . 4_545 ? O5 C15 O6 Tb1 6.2(11) . . . 4_545 ? C16 C15 O6 Tb1 -176.7(8) . . . 4_545 ? C23 C22 O7 Tb1 120.1(13) . . . . ? C1 O1 Tb1 O3 -68.2(5) . . . 2 ? C1 O1 Tb1 O4 -154.0(5) . . . 6 ? C1 O1 Tb1 O1W 16.5(7) . . . . ? C1 O1 Tb1 O6 78.0(5) . . . 4 ? C1 O1 Tb1 O7 -150.9(6) . . . . ? C1 O1 Tb1 O5 128.1(5) . . . 4 ? C1 O1 Tb1 O2 2.0(5) . . . . ? C1 O1 Tb1 C15 104.0(5) . . . 4 ? C22 O7 Tb1 O3 -139.5(12) . . . 2 ? C22 O7 Tb1 O4 -51.2(11) . . . 6 ? C22 O7 Tb1 O1W 135.4(12) . . . . ? C22 O7 Tb1 O1 -54.3(14) . . . . ? C22 O7 Tb1 O6 70.1(12) . . . 4 ? C22 O7 Tb1 O5 30.0(11) . . . 4 ? C22 O7 Tb1 O2 169.6(10) . . . . ? C22 O7 Tb1 C1 -135.6(13) . . . . ? C22 O7 Tb1 C15 47.7(12) . . . 4 ? C1 O2 Tb1 O3 103.1(5) . . . 2 ? C1 O2 Tb1 O4 26.2(5) . . . 6 ? C1 O2 Tb1 O1W -171.2(5) . . . . ? C1 O2 Tb1 O1 -2.0(5) . . . . ? C1 O2 Tb1 O6 -92.5(5) . . . 4 ? C1 O2 Tb1 O7 155.5(6) . . . . ? C1 O2 Tb1 O5 -73.7(5) . . . 4 ? C1 O2 Tb1 C15 -82.1(5) . . . 4 ? O2 C1 Tb1 O3 -72.3(5) . . . 2 ? O1 C1 Tb1 O3 111.2(5) . . . 2 ? C2 C1 Tb1 O3 73(9) . . . 2 ? O2 C1 Tb1 O4 -158.2(4) . . . 6 ? O1 C1 Tb1 O4 25.3(5) . . . 6 ? C2 C1 Tb1 O4 -13(9) . . . 6 ? O2 C1 Tb1 O1W 9.0(5) . . . . ? O1 C1 Tb1 O1W -167.5(5) . . . . ? C2 C1 Tb1 O1W 154(9) . . . . ? O2 C1 Tb1 O1 176.5(8) . . . . ? C2 C1 Tb1 O1 -38(9) . . . . ? O2 C1 Tb1 O6 80.1(5) . . . 4 ? O1 C1 Tb1 O6 -96.4(5) . . . 4 ? C2 C1 Tb1 O6 -135(9) . . . 4 ? O2 C1 Tb1 O7 -76.2(13) . . . . ? O1 C1 Tb1 O7 107.3(12) . . . . ? C2 C1 Tb1 O7 69(9) . . . . ? O2 C1 Tb1 O5 119.1(4) . . . 4 ? O1 C1 Tb1 O5 -57.4(6) . . . 4 ? C2 C1 Tb1 O5 -96(9) . . . 4 ? O1 C1 Tb1 O2 -176.5(8) . . . . ? C2 C1 Tb1 O2 145(10) . . . . ? O2 C1 Tb1 C15 100.5(5) . . . 4 ? O1 C1 Tb1 C15 -75.9(5) . . . 4 ? C2 C1 Tb1 C15 -114(9) . . . 4 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 62.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.893 _refine_diff_density_min -0.818 _refine_diff_density_rms 0.096 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.345 -0.124 0.010 6277 3008 ' ' _platon_squeeze_details ; Five propanol molecules are highly disordered. Therefore, the SQUEEZE routine of PLATON was applied. The final formula was calculated from the TGA combined with elemental analysis data. ; # start Validation Reply Form _vrf_CHEMW03_I ; PROBLEM: The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.90 <> 1.10 RESPONSE: This is a consequence of the use of SQUEEZE. The solvent is included in formula, but is not in the model. ; _vrf_PLAT043_I ; PROBLEM: Check Reported Molecular Weight RESPONSE: See SQUEEZE above. ; _vrf_PLAT044_I ; PROBLEM: Calculated and Reported Dx Differ RESPONSE: See SQUEEZE above. ; _vrf_PLAT049_I ; PROBLEM: Calculated Density less than 1.0 gcm-3 RESPONSE: See SQUEEZE above. ; _vrf_PLAT602_I ; PROBLEM: Structure Contains Solvent Accessible VOIDS of RESPONSE: See SQUEEZE above. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 955655' ####################################################################### # # 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_1d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H9 O6 Tb1, (H2 O), (C4 H10 O), 3(C4 H10 O)' _chemical_formula_sum 'C37 H51 O11 Tb' _chemical_formula_weight 830.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.8247(8) _cell_length_b 14.1562(5) _cell_length_c 27.3046(10) _cell_angle_alpha 90.00 _cell_angle_beta 112.393(4) _cell_angle_gamma 90.00 _cell_volume 9586.7(6) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6159 _cell_measurement_theta_min 3.3157 _cell_measurement_theta_max 65.4390 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.151 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3408 _exptl_absorpt_coefficient_mu 7.628 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1874 _exptl_absorpt_correction_T_max 0.2081 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.5058 _diffrn_reflns_number 16897 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0883 _diffrn_measurement_method 'omiga scan' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 62.99 _reflns_number_total 7662 _reflns_number_gt 6155 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _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^)+(0.0942P)^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 7662 _refine_ls_number_parameters 362 _refine_ls_number_restraints 26 _refine_ls_R_factor_all 0.0602 _refine_ls_R_factor_gt 0.0533 _refine_ls_wR_factor_ref 0.1411 _refine_ls_wR_factor_gt 0.1354 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 1.765 _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 C23 C 0.0170(9) 0.2553(16) -0.0983(8) 0.089(4) Uani 0.601(12) 1 d PDU A 1 O1W O 0.0302(5) 0.2914(10) 0.0775(6) 0.041(3) Uani 0.601(12) 1 d PDU A 1 H1A H -0.0033 0.3056 0.0678 0.062 Uiso 0.601(12) 1 d PRD A 1 H1B H 0.0490 0.3273 0.1029 0.062 Uiso 0.601(12) 1 d PRD A 1 O7 O 0.0004(7) 0.207(2) -0.0253(8) 0.085(6) Uani 0.601(12) 1 d PDU A 1 H7A H -0.0268 0.1957 -0.0183 0.128 Uiso 0.601(12) 1 d PRD A 1 C22 C 0.0004(9) 0.2837(15) -0.0568(9) 0.083(5) Uani 0.601(12) 1 d PDU A 1 H22A H 0.0252 0.3329 -0.0350 0.100 Uiso 0.601(12) 1 calc PR A 1 H22B H -0.0363 0.3111 -0.0721 0.100 Uiso 0.601(12) 1 calc PR A 1 H23A H 0.0512 0.2239 -0.0864 0.100 Uiso 0.601(12) 1 d PR A 1 H23B H 0.0208 0.3150 -0.1188 0.100 Uiso 0.601(12) 1 d PR A 1 C24 C -0.0236(9) 0.1949(18) -0.1391(9) 0.087(5) Uani 0.601(12) 1 d PDU A 1 H24A H -0.0206 0.1300 -0.1248 0.104 Uiso 0.601(12) 1 calc PR A 1 H24B H -0.0600 0.2186 -0.1442 0.104 Uiso 0.601(12) 1 calc PR A 1 C25 C -0.0197(12) 0.190(2) -0.1918(11) 0.106(6) Uani 0.601(12) 1 d PDU A 1 H25D H -0.0480 0.1480 -0.2150 0.160 Uiso 0.601(12) 1 calc PR A 1 H25E H 0.0157 0.1647 -0.1878 0.160 Uiso 0.601(12) 1 calc PR A 1 H25F H -0.0243 0.2530 -0.2074 0.160 Uiso 0.601(12) 1 calc PR A 1 O1'W O -0.0028(6) 0.2011(19) -0.0283(7) 0.025(4) Uani 0.399(12) 1 d PDU A 2 H1C H 0.0058 0.2162 -0.0542 0.037 Uiso 0.399(12) 1 d PRD A 2 H1D H -0.0366 0.1920 -0.0393 0.037 Uiso 0.399(12) 1 d PRD A 2 O7' O 0.0231(13) 0.279(2) 0.0766(15) 0.098(8) Uani 0.399(12) 1 d PDU A 2 H7B H 0.0498 0.2909 0.1044 0.147 Uiso 0.399(12) 1 d PRD A 2 C22' C -0.0277(12) 0.310(2) 0.0725(15) 0.096(7) Uani 0.399(12) 1 d PDU A 2 H22C H -0.0277 0.3138 0.1087 0.115 Uiso 0.399(12) 1 calc PR A 2 H22D H -0.0544 0.2618 0.0530 0.115 Uiso 0.399(12) 1 calc PR A 2 C23' C -0.0471(12) 0.404(3) 0.0461(16) 0.099(7) Uani 0.399(12) 1 d PDU A 2 H23C H -0.0224 0.4550 0.0654 0.119 Uiso 0.399(12) 1 calc PR A 2 H23D H -0.0494 0.4025 0.0091 0.119 Uiso 0.399(12) 1 calc PR A 2 C24' C -0.1009(14) 0.417(3) 0.0478(18) 0.102(7) Uani 0.399(12) 1 d PDU A 2 H24C H -0.1263 0.3673 0.0273 0.123 Uiso 0.399(12) 1 calc PR A 2 H24D H -0.0991 0.4164 0.0847 0.123 Uiso 0.399(12) 1 calc PR A 2 C25' C -0.1170(17) 0.510(3) 0.0234(17) 0.109(9) Uani 0.399(12) 1 d PDU A 2 H25A H -0.1537 0.5240 0.0206 0.164 Uiso 0.399(12) 1 calc PR A 2 H25B H -0.1158 0.5097 -0.0120 0.164 Uiso 0.399(12) 1 calc PR A 2 H25C H -0.0922 0.5579 0.0453 0.164 Uiso 0.399(12) 1 calc PR A 2 C1 C 0.1047(3) 0.0499(7) 0.1531(3) 0.037(2) Uani 1 1 d . A . C2 C 0.1311(3) 0.0018(7) 0.2037(3) 0.039(2) Uani 1 1 d . . . C3 C 0.1138(3) 0.0181(7) 0.2451(3) 0.0356(19) Uani 1 1 d . . . H3 H 0.0841 0.0594 0.2393 0.043 Uiso 1 1 calc R . . C4 C 0.1384(3) -0.0239(7) 0.2946(3) 0.037(2) Uani 1 1 d . . . C5 C 0.1842(3) -0.0827(7) 0.3036(3) 0.038(2) Uani 1 1 d . . . C6 C 0.2002(4) -0.1005(9) 0.2611(4) 0.058(3) Uani 1 1 d . . . H6 H 0.2299 -0.1413 0.2664 0.069 Uiso 1 1 calc R . . C7 C 0.1741(4) -0.0609(8) 0.2124(4) 0.054(3) Uani 1 1 d . . . H7 H 0.1853 -0.0759 0.1842 0.065 Uiso 1 1 calc R . . C8 C 0.0537(3) 0.0133(6) 0.4588(3) 0.0309(17) Uani 1 1 d . . . C9 C 0.0761(3) 0.0059(7) 0.4161(3) 0.0344(18) Uani 1 1 d . . . C10 C 0.1221(3) -0.0458(6) 0.4254(3) 0.0350(19) Uani 1 1 d . . . H10 H 0.1389 -0.0770 0.4584 0.042 Uiso 1 1 calc R . . C11 C 0.1450(3) -0.0536(6) 0.3872(3) 0.036(2) Uani 1 1 d . . . C12 C 0.1178(3) -0.0108(7) 0.3369(3) 0.0360(19) Uani 1 1 d . . . C13 C 0.0709(3) 0.0414(7) 0.3285(3) 0.045(2) Uani 1 1 d . . . H13 H 0.0527 0.0710 0.2952 0.054 Uiso 1 1 calc R . . C14 C 0.0503(3) 0.0507(7) 0.3677(3) 0.039(2) Uani 1 1 d . . . H14 H 0.0189 0.0875 0.3616 0.046 Uiso 1 1 calc R . . C15 C 0.3449(3) -0.2498(7) 0.4290(4) 0.041(2) Uani 1 1 d . . . C16 C 0.2935(3) -0.1998(7) 0.4184(3) 0.039(2) Uani 1 1 d . . . C17 C 0.2629(3) -0.1684(7) 0.3683(3) 0.038(2) Uani 1 1 d . . . H17 H 0.2754 -0.1794 0.3406 0.045 Uiso 1 1 calc R . . C18 C 0.2142(3) -0.1210(7) 0.3566(4) 0.038(2) Uani 1 1 d . . . C19 C 0.1958(3) -0.1046(7) 0.3979(3) 0.037(2) Uani 1 1 d . . . C20 C 0.2271(4) -0.1375(7) 0.4488(4) 0.044(2) Uani 1 1 d . . . H20 H 0.2145 -0.1288 0.4766 0.053 Uiso 1 1 calc R . . C21 C 0.2757(3) -0.1821(7) 0.4595(4) 0.042(2) Uani 1 1 d . . . H21 H 0.2971 -0.2008 0.4947 0.050 Uiso 1 1 calc R . . O1 O 0.1134(2) 0.0208(5) 0.1123(2) 0.0485(16) Uani 1 1 d . A . O2 O 0.0748(2) 0.1206(4) 0.1488(2) 0.0325(13) Uani 1 1 d . A . O3 O 0.0156(2) 0.0698(4) 0.4519(2) 0.0382(14) Uani 1 1 d . . . O4 O 0.0741(2) -0.0368(4) 0.4990(2) 0.0388(14) Uani 1 1 d . . . O5 O 0.3765(2) -0.2692(5) 0.4751(2) 0.0501(17) Uani 1 1 d . . . O6 O 0.3573(3) -0.2746(6) 0.3901(2) 0.062(2) Uani 1 1 d . . . Tb1 Tb 0.061337(16) 0.14527(3) 0.055227(17) 0.0287(2) Uani 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 C23 0.086(6) 0.086(7) 0.088(6) 0.004(5) 0.027(5) -0.006(5) O1W 0.040(5) 0.043(6) 0.038(6) -0.006(4) 0.012(4) 0.003(4) O7 0.081(8) 0.086(8) 0.082(8) 0.011(6) 0.024(6) -0.005(6) C22 0.081(6) 0.082(7) 0.082(6) 0.012(5) 0.025(5) -0.008(5) C24 0.085(7) 0.084(7) 0.089(7) 0.001(5) 0.030(5) -0.006(6) C25 0.117(9) 0.105(9) 0.099(8) -0.002(7) 0.044(7) -0.005(7) O1'W 0.019(6) 0.036(7) 0.011(6) 0.008(5) -0.003(5) -0.001(5) O7' 0.097(9) 0.100(10) 0.098(10) -0.003(7) 0.038(7) 0.003(6) C22' 0.096(8) 0.099(9) 0.097(9) -0.005(6) 0.041(6) 0.002(6) C23' 0.100(8) 0.101(9) 0.099(9) -0.004(6) 0.041(6) 0.003(5) C24' 0.102(9) 0.103(9) 0.103(9) -0.003(6) 0.041(6) 0.004(6) C25' 0.110(10) 0.108(10) 0.109(11) 0.002(8) 0.041(8) 0.008(7) C1 0.030(4) 0.067(6) 0.020(4) 0.001(4) 0.015(3) -0.001(4) C2 0.035(4) 0.064(6) 0.022(4) 0.005(4) 0.017(3) 0.011(4) C3 0.027(4) 0.061(6) 0.021(4) 0.006(4) 0.011(3) 0.014(4) C4 0.033(4) 0.063(6) 0.021(4) 0.008(4) 0.017(3) 0.016(4) C5 0.038(4) 0.058(6) 0.023(4) 0.010(4) 0.016(4) 0.018(4) C6 0.047(5) 0.099(8) 0.031(5) 0.012(5) 0.020(5) 0.039(6) C7 0.055(5) 0.090(8) 0.026(5) 0.011(5) 0.025(4) 0.037(5) C8 0.022(3) 0.050(5) 0.022(4) 0.003(4) 0.009(3) 0.011(4) C9 0.028(4) 0.055(5) 0.025(4) 0.004(4) 0.016(3) 0.013(4) C10 0.033(4) 0.049(5) 0.026(4) 0.008(4) 0.013(3) 0.015(4) C11 0.032(4) 0.057(5) 0.025(4) 0.010(4) 0.018(3) 0.019(4) C12 0.035(4) 0.058(5) 0.022(4) 0.011(4) 0.019(3) 0.013(4) C13 0.041(5) 0.073(7) 0.026(5) 0.013(4) 0.017(4) 0.024(4) C14 0.030(4) 0.067(6) 0.025(4) 0.011(4) 0.017(3) 0.020(4) C15 0.039(4) 0.059(6) 0.034(5) 0.014(4) 0.021(4) 0.020(4) C16 0.035(4) 0.057(6) 0.032(5) 0.012(4) 0.020(4) 0.019(4) C17 0.029(4) 0.061(6) 0.028(5) 0.009(4) 0.017(4) 0.018(4) C18 0.033(4) 0.056(5) 0.029(5) 0.007(4) 0.017(4) 0.014(4) C19 0.033(4) 0.056(5) 0.028(5) 0.011(4) 0.018(4) 0.018(4) C20 0.044(5) 0.069(6) 0.028(5) 0.011(4) 0.023(4) 0.025(4) C21 0.035(4) 0.064(6) 0.026(5) 0.012(4) 0.013(4) 0.018(4) O1 0.054(3) 0.073(5) 0.021(3) 0.002(3) 0.018(3) 0.018(3) O2 0.025(3) 0.057(4) 0.019(3) -0.001(2) 0.011(2) -0.003(3) O3 0.034(3) 0.058(4) 0.025(3) 0.008(3) 0.015(2) 0.017(3) O4 0.032(3) 0.067(4) 0.023(3) 0.010(3) 0.017(2) 0.014(3) O5 0.047(3) 0.082(5) 0.027(3) 0.010(3) 0.021(3) 0.038(3) O6 0.058(4) 0.109(6) 0.026(3) 0.016(4) 0.023(3) 0.054(4) Tb1 0.0228(3) 0.0471(4) 0.0174(3) -0.00211(19) 0.0091(2) -0.01050(19) _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 C23 C22 1.43(2) . ? C23 C24 1.49(2) . ? C23 H23A 0.9583 . ? C23 H23B 1.0399 . ? O1W Tb1 2.394(10) . ? O1W H1A 0.8601 . ? O1W H1B 0.8514 . ? O1W H7B 0.7224 . ? O7 C22 1.381(18) . ? O7 Tb1 2.354(14) . ? O7 H7A 0.8400 . ? O7 H1C 0.8618 . ? O7 H1D 0.9441 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C22 H1C 0.9659 . ? C24 C25 1.48(2) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25D 0.9800 . ? C25 H25E 0.9800 . ? C25 H25F 0.9800 . ? O1'W Tb1 2.408(13) . ? O1'W H7A 0.7941 . ? O1'W H1C 0.8492 . ? O1'W H1D 0.8498 . ? O7' C22' 1.40(2) . ? O7' Tb1 2.332(16) . ? O7' H1A 0.7549 . ? O7' H1B 1.0409 . ? O7' H7B 0.8400 . ? C22' C23' 1.50(3) . ? C22' H1A 0.7153 . ? C22' H22C 0.9900 . ? C22' H22D 0.9900 . ? C23' C24' 1.47(3) . ? C23' H23C 0.9900 . ? C23' H23D 0.9900 . ? C24' C25' 1.46(3) . ? C24' H24C 0.9900 . ? C24' H24D 0.9900 . ? C25' H25A 0.9800 . ? C25' H25B 0.9800 . ? C25' H25C 0.9800 . ? C1 O2 1.258(10) . ? C1 O1 1.291(10) . ? C1 C2 1.457(12) . ? C1 Tb1 2.820(8) . ? C2 C3 1.395(10) . ? C2 C7 1.404(12) . ? C3 C4 1.392(11) . ? C3 H3 0.9500 . ? C4 C5 1.427(11) . ? C4 C12 1.469(10) . ? C5 C6 1.403(12) . ? C5 C18 1.466(12) . ? C6 C7 1.365(13) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 O4 1.244(9) . ? C8 O3 1.254(9) . ? C8 C9 1.505(10) . ? C9 C10 1.373(10) . ? C9 C14 1.390(11) . ? C10 C11 1.401(11) . ? C10 H10 0.9500 . ? C11 C12 1.422(11) . ? C11 C19 1.470(10) . ? C12 C13 1.402(11) . ? C13 C14 1.385(11) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 O5 1.252(10) . ? C15 O6 1.275(10) . ? C15 C16 1.477(11) . ? C15 Tb1 2.809(8) 4_545 ? C16 C17 1.373(12) . ? C16 C21 1.401(12) . ? C17 C18 1.393(11) . ? C17 H17 0.9500 . ? C18 C19 1.410(11) . ? C19 C20 1.402(12) . ? C20 C21 1.376(12) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? O1 Tb1 2.414(6) . ? O2 Tb1 2.464(5) . ? O3 Tb1 2.266(5) 2 ? O4 Tb1 2.289(6) 6_556 ? O5 Tb1 2.446(5) 4_545 ? O6 Tb1 2.407(6) 4_545 ? Tb1 O3 2.266(5) 2 ? Tb1 O4 2.289(6) 6 ? Tb1 O6 2.407(6) 4 ? Tb1 O5 2.446(5) 4 ? Tb1 C15 2.809(8) 4 ? Tb1 H7A 2.5523 . ? Tb1 H7B 2.5427 . ? 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 C22 C23 C24 113.2(18) . . ? C22 C23 H23A 114.2 . . ? C24 C23 H23A 108.6 . . ? C22 C23 H23B 108.8 . . ? C24 C23 H23B 104.9 . . ? H23A C23 H23B 106.4 . . ? C22 C23 H1C 39.1 . . ? C24 C23 H1C 94.5 . . ? H23A C23 H1C 90.9 . . ? H23B C23 H1C 147.8 . . ? Tb1 O1W H1A 123.3 . . ? Tb1 O1W H1B 124.6 . . ? H1A O1W H1B 109.6 . . ? Tb1 O1W H7B 93.5 . . ? H1A O1W H7B 125.8 . . ? H1B O1W H7B 37.2 . . ? C22 O7 Tb1 135.2(17) . . ? C22 O7 H7A 120.1 . . ? Tb1 O7 H7A 93.9 . . ? C22 O7 H1C 43.8 . . ? Tb1 O7 H1C 127.6 . . ? H7A O7 H1C 134.5 . . ? C22 O7 H1D 100.3 . . ? Tb1 O7 H1D 122.7 . . ? H7A O7 H1D 34.3 . . ? H1C O7 H1D 100.4 . . ? O7 C22 C23 110.3(19) . . ? O7 C22 H22A 109.6 . . ? C23 C22 H22A 109.6 . . ? O7 C22 H22B 109.6 . . ? C23 C22 H22B 109.6 . . ? H22A C22 H22B 108.1 . . ? O7 C22 H1C 38.2 . . ? C23 C22 H1C 72.3 . . ? H22A C22 H1C 127.2 . . ? H22B C22 H1C 121.1 . . ? C25 C24 C23 117(2) . . ? C25 C24 H24A 108.1 . . ? C23 C24 H24A 108.1 . . ? C25 C24 H24B 108.1 . . ? C23 C24 H24B 108.1 . . ? H24A C24 H24B 107.3 . . ? C24 C25 H25D 109.5 . . ? C24 C25 H25E 109.5 . . ? H25D C25 H25E 109.5 . . ? C24 C25 H25F 109.5 . . ? H25D C25 H25F 109.5 . . ? H25E C25 H25F 109.5 . . ? Tb1 O1'W H7A 91.3 . . ? Tb1 O1'W H1C 123.2 . . ? H7A O1'W H1C 145.5 . . ? Tb1 O1'W H1D 124.5 . . ? H7A O1'W H1D 37.8 . . ? H1C O1'W H1D 109.7 . . ? C22' O7' Tb1 138(2) . . ? C22' O7' H1A 17.8 . . ? Tb1 O7' H1A 140.7 . . ? C22' O7' H1B 102.8 . . ? Tb1 O7' H1B 117.6 . . ? H1A O7' H1B 101.1 . . ? C22' O7' H7B 118.7 . . ? Tb1 O7' H7B 94.7 . . ? H1A O7' H7B 124.2 . . ? H1B O7' H7B 29.5 . . ? O7' C22' C23' 118(2) . . ? O7' C22' H1A 18.8 . . ? C23' C22' H1A 100.0 . . ? O7' C22' H22C 107.8 . . ? C23' C22' H22C 107.8 . . ? H1A C22' H22C 121.9 . . ? O7' C22' H22D 107.8 . . ? C23' C22' H22D 107.8 . . ? H1A C22' H22D 111.1 . . ? H22C C22' H22D 107.2 . . ? C24' C23' C22' 105(3) . . ? C24' C23' H23C 110.7 . . ? C22' C23' H23C 110.7 . . ? C24' C23' H23D 110.7 . . ? C22' C23' H23D 110.7 . . ? H23C C23' H23D 108.8 . . ? C25' C24' C23' 103(3) . . ? C25' C24' H24C 111.2 . . ? C23' C24' H24C 111.2 . . ? C25' C24' H24D 111.2 . . ? C23' C24' H24D 111.2 . . ? H24C C24' H24D 109.1 . . ? C24' C25' H25A 109.5 . . ? C24' C25' H25B 109.5 . . ? H25A C25' H25B 109.5 . . ? C24' C25' H25C 109.5 . . ? H25A C25' H25C 109.5 . . ? H25B C25' H25C 109.5 . . ? O2 C1 O1 119.3(8) . . ? O2 C1 C2 121.5(7) . . ? O1 C1 C2 119.1(8) . . ? O2 C1 Tb1 60.8(4) . . ? O1 C1 Tb1 58.6(4) . . ? C2 C1 Tb1 175.8(5) . . ? C3 C2 C7 118.2(7) . . ? C3 C2 C1 119.9(7) . . ? C7 C2 C1 121.8(7) . . ? C4 C3 C2 122.4(7) . . ? C4 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? C3 C4 C5 118.3(7) . . ? C3 C4 C12 121.9(7) . . ? C5 C4 C12 119.7(7) . . ? C6 C5 C4 118.5(8) . . ? C6 C5 C18 121.7(7) . . ? C4 C5 C18 119.9(7) . . ? C7 C6 C5 121.9(8) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C2 120.5(8) . . ? C6 C7 H7 119.7 . . ? C2 C7 H7 119.7 . . ? O4 C8 O3 123.8(7) . . ? O4 C8 C9 118.1(6) . . ? O3 C8 C9 118.1(7) . . ? C10 C9 C14 120.4(7) . . ? C10 C9 C8 119.4(7) . . ? C14 C9 C8 120.2(6) . . ? C9 C10 C11 121.5(7) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C12 118.4(7) . . ? C10 C11 C19 121.8(7) . . ? C12 C11 C19 119.8(7) . . ? C13 C12 C11 118.8(7) . . ? C13 C12 C4 121.4(7) . . ? C11 C12 C4 119.8(7) . . ? C14 C13 C12 121.3(8) . . ? C14 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C13 C14 C9 119.4(7) . . ? C13 C14 H14 120.3 . . ? C9 C14 H14 120.3 . . ? O5 C15 O6 119.1(7) . . ? O5 C15 C16 121.8(8) . . ? O6 C15 C16 119.2(8) . . ? O5 C15 Tb1 60.4(4) . 4_545 ? O6 C15 Tb1 58.7(4) . 4_545 ? C16 C15 Tb1 176.1(7) . 4_545 ? C17 C16 C21 118.9(7) . . ? C17 C16 C15 120.7(7) . . ? C21 C16 C15 120.4(8) . . ? C16 C17 C18 122.5(8) . . ? C16 C17 H17 118.7 . . ? C18 C17 H17 118.7 . . ? C17 C18 C19 118.6(8) . . ? C17 C18 C5 121.2(7) . . ? C19 C18 C5 120.1(7) . . ? C20 C19 C18 118.6(7) . . ? C20 C19 C11 121.3(7) . . ? C18 C19 C11 120.2(7) . . ? C21 C20 C19 121.6(8) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 C16 119.8(8) . . ? C20 C21 H21 120.1 . . ? C16 C21 H21 120.1 . . ? C1 O1 Tb1 94.2(5) . . ? C1 O2 Tb1 92.8(4) . . ? C8 O3 Tb1 167.6(6) . 2 ? C8 O4 Tb1 147.7(5) . 6_556 ? C15 O5 Tb1 93.2(5) . 4_545 ? C15 O6 Tb1 94.4(5) . 4_545 ? O3 Tb1 O4 89.49(19) 2 6 ? O3 Tb1 O7' 86.0(11) 2 . ? O4 Tb1 O7' 154.9(9) 6 . ? O3 Tb1 O7 79.1(6) 2 . ? O4 Tb1 O7 81.5(9) 6 . ? O7' Tb1 O7 73.4(13) . . ? O3 Tb1 O1W 92.0(4) 2 . ? O4 Tb1 O1W 155.0(4) 6 . ? O7' Tb1 O1W 5.9(14) . . ? O7 Tb1 O1W 74.3(10) . . ? O3 Tb1 O6 148.94(19) 2 4 ? O4 Tb1 O6 113.5(2) 6 4 ? O7' Tb1 O6 81.0(8) . 4 ? O7 Tb1 O6 123.1(7) . 4 ? O1W Tb1 O6 75.9(4) . 4 ? O3 Tb1 O1'W 77.0(5) 2 . ? O4 Tb1 O1'W 79.6(7) 6 . ? O7' Tb1 O1'W 75.3(11) . . ? O7 Tb1 O1'W 2.8(14) . . ? O1W Tb1 O1'W 76.4(8) . . ? O6 Tb1 O1'W 125.8(6) 4 . ? O3 Tb1 O1 89.8(2) 2 . ? O4 Tb1 O1 75.3(2) 6 . ? O7' Tb1 O1 129.3(11) . . ? O7 Tb1 O1 154.3(9) . . ? O1W Tb1 O1 129.7(4) . . ? O6 Tb1 O1 77.2(3) 4 . ? O1'W Tb1 O1 151.7(7) . . ? O3 Tb1 O5 157.0(2) 2 4 ? O4 Tb1 O5 79.0(2) 6 4 ? O7' Tb1 O5 96.0(13) . 4 ? O7 Tb1 O5 79.6(5) . 4 ? O1W Tb1 O5 90.4(5) . 4 ? O6 Tb1 O5 53.3(2) 4 4 ? O1'W Tb1 O5 81.4(5) . 4 ? O1 Tb1 O5 106.2(2) . 4 ? O3 Tb1 O2 77.96(18) 2 . ? O4 Tb1 O2 126.9(2) 6 . ? O7' Tb1 O2 76.2(11) . . ? O7 Tb1 O2 142.8(7) . . ? O1W Tb1 O2 77.7(5) . . ? O6 Tb1 O2 71.59(19) 4 . ? O1'W Tb1 O2 143.0(5) . . ? O1 Tb1 O2 53.60(19) . . ? O5 Tb1 O2 124.84(19) 4 . ? O3 Tb1 C15 174.6(2) 2 4 ? O4 Tb1 C15 95.9(2) 6 4 ? O7' Tb1 C15 89.2(11) . 4 ? O7 Tb1 C15 102.0(6) . 4 ? O1W Tb1 C15 83.2(4) . 4 ? O6 Tb1 C15 26.9(2) 4 4 ? O1'W Tb1 C15 104.3(5) . 4 ? O1 Tb1 C15 91.3(3) . 4 ? O5 Tb1 C15 26.4(2) 4 4 ? O2 Tb1 C15 98.4(2) . 4 ? O3 Tb1 C1 83.6(2) 2 . ? O4 Tb1 C1 101.7(2) 6 . ? O7' Tb1 C1 102.4(11) . . ? O7 Tb1 C1 162.4(5) . . ? O1W Tb1 C1 103.3(4) . . ? O6 Tb1 C1 71.9(2) 4 . ? O1'W Tb1 C1 160.6(5) . . ? O1 Tb1 C1 27.2(2) . . ? O5 Tb1 C1 118.0(2) 4 . ? O2 Tb1 C1 26.5(2) . . ? C15 Tb1 C1 94.9(3) 4 . ? O3 Tb1 H7A 61.5 2 . ? O4 Tb1 H7A 89.5 6 . ? O7' Tb1 H7A 66.7 . . ? O7 Tb1 H7A 19.2 . . ? O1W Tb1 H7A 69.5 . . ? O6 Tb1 H7A 134.9 4 . ? O1'W Tb1 H7A 18.1 . . ? O1 Tb1 H7A 147.9 . . ? O5 Tb1 H7A 98.2 4 . ? O2 Tb1 H7A 125.5 . . ? C15 Tb1 H7A 118.7 4 . ? C1 Tb1 H7A 143.4 . . ? O3 Tb1 H7B 97.9 2 . ? O4 Tb1 H7B 168.0 6 . ? O7' Tb1 H7B 19.2 . . ? O7 Tb1 H7B 90.6 . . ? O1W Tb1 H7B 16.5 . . ? O6 Tb1 H7B 63.6 4 . ? O1'W Tb1 H7B 92.7 . . ? O1 Tb1 H7B 114.0 . . ? O5 Tb1 H7B 90.8 4 . ? O2 Tb1 H7B 64.3 . . ? C15 Tb1 H7B 76.8 4 . ? C1 Tb1 H7B 88.6 . . ? H7A Tb1 H7B 85.7 . . ? 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 Tb1 O7 C22 C23 97(3) . . . . ? C24 C23 C22 O7 70(3) . . . . ? C22 C23 C24 C25 159(2) . . . . ? Tb1 O7' C22' C23' -127(4) . . . . ? O7' C22' C23' C24' 180(3) . . . . ? C22' C23' C24' C25' 178(4) . . . . ? O2 C1 C2 C3 15.6(13) . . . . ? O1 C1 C2 C3 -166.3(8) . . . . ? Tb1 C1 C2 C3 138(9) . . . . ? O2 C1 C2 C7 -164.0(9) . . . . ? O1 C1 C2 C7 14.1(14) . . . . ? Tb1 C1 C2 C7 -42(10) . . . . ? C7 C2 C3 C4 1.4(14) . . . . ? C1 C2 C3 C4 -178.2(9) . . . . ? C2 C3 C4 C5 2.5(14) . . . . ? C2 C3 C4 C12 -176.2(9) . . . . ? C3 C4 C5 C6 -4.2(14) . . . . ? C12 C4 C5 C6 174.6(10) . . . . ? C3 C4 C5 C18 174.4(9) . . . . ? C12 C4 C5 C18 -6.8(14) . . . . ? C4 C5 C6 C7 2.1(18) . . . . ? C18 C5 C6 C7 -176.5(11) . . . . ? C5 C6 C7 C2 1.9(19) . . . . ? C3 C2 C7 C6 -3.6(16) . . . . ? C1 C2 C7 C6 176.0(11) . . . . ? O4 C8 C9 C10 -8.2(12) . . . . ? O3 C8 C9 C10 171.5(8) . . . . ? O4 C8 C9 C14 171.6(8) . . . . ? O3 C8 C9 C14 -8.7(13) . . . . ? C14 C9 C10 C11 1.2(14) . . . . ? C8 C9 C10 C11 -179.0(8) . . . . ? C9 C10 C11 C12 -3.5(14) . . . . ? C9 C10 C11 C19 176.7(9) . . . . ? C10 C11 C12 C13 3.2(14) . . . . ? C19 C11 C12 C13 -176.9(9) . . . . ? C10 C11 C12 C4 -175.2(8) . . . . ? C19 C11 C12 C4 4.7(14) . . . . ? C3 C4 C12 C13 2.9(14) . . . . ? C5 C4 C12 C13 -175.8(9) . . . . ? C3 C4 C12 C11 -178.7(9) . . . . ? C5 C4 C12 C11 2.6(14) . . . . ? C11 C12 C13 C14 -0.9(15) . . . . ? C4 C12 C13 C14 177.5(9) . . . . ? C12 C13 C14 C9 -1.3(15) . . . . ? C10 C9 C14 C13 1.2(14) . . . . ? C8 C9 C14 C13 -178.6(9) . . . . ? O5 C15 C16 C17 171.5(9) . . . . ? O6 C15 C16 C17 -9.2(15) . . . . ? Tb1 C15 C16 C17 -65(10) 4_545 . . . ? O5 C15 C16 C21 -7.3(15) . . . . ? O6 C15 C16 C21 172.0(10) . . . . ? Tb1 C15 C16 C21 116(9) 4_545 . . . ? C21 C16 C17 C18 -1.2(15) . . . . ? C15 C16 C17 C18 180.0(9) . . . . ? C16 C17 C18 C19 0.2(15) . . . . ? C16 C17 C18 C5 175.7(9) . . . . ? C6 C5 C18 C17 6.9(15) . . . . ? C4 C5 C18 C17 -171.7(9) . . . . ? C6 C5 C18 C19 -177.6(10) . . . . ? C4 C5 C18 C19 3.8(14) . . . . ? C17 C18 C19 C20 -0.7(14) . . . . ? C5 C18 C19 C20 -176.3(9) . . . . ? C17 C18 C19 C11 179.1(9) . . . . ? C5 C18 C19 C11 3.5(14) . . . . ? C10 C11 C19 C20 -8.1(15) . . . . ? C12 C11 C19 C20 172.0(9) . . . . ? C10 C11 C19 C18 172.1(9) . . . . ? C12 C11 C19 C18 -7.7(14) . . . . ? C18 C19 C20 C21 2.3(15) . . . . ? C11 C19 C20 C21 -177.5(10) . . . . ? C19 C20 C21 C16 -3.4(16) . . . . ? C17 C16 C21 C20 2.7(15) . . . . ? C15 C16 C21 C20 -178.4(9) . . . . ? O2 C1 O1 Tb1 2.2(8) . . . . ? C2 C1 O1 Tb1 -175.9(7) . . . . ? O1 C1 O2 Tb1 -2.2(8) . . . . ? C2 C1 O2 Tb1 175.9(7) . . . . ? O4 C8 O3 Tb1 -48(3) . . . 2 ? C9 C8 O3 Tb1 132(2) . . . 2 ? O3 C8 O4 Tb1 53.6(15) . . . 6_556 ? C9 C8 O4 Tb1 -126.7(8) . . . 6_556 ? O6 C15 O5 Tb1 -3.0(10) . . . 4_545 ? C16 C15 O5 Tb1 176.3(8) . . . 4_545 ? O5 C15 O6 Tb1 3.1(10) . . . 4_545 ? C16 C15 O6 Tb1 -176.3(8) . . . 4_545 ? C22' O7' Tb1 O3 -17(4) . . . 2 ? C22' O7' Tb1 O4 64(7) . . . 6 ? C22' O7' Tb1 O7 63(4) . . . . ? C22' O7' Tb1 O1W 161(17) . . . . ? C22' O7' Tb1 O6 -168(5) . . . 4 ? C22' O7' Tb1 O1'W 61(4) . . . . ? C22' O7' Tb1 O1 -103(4) . . . . ? C22' O7' Tb1 O5 140(4) . . . 4 ? C22' O7' Tb1 O2 -95(5) . . . . ? C22' O7' Tb1 C15 166(5) . . . 4 ? C22' O7' Tb1 C1 -99(4) . . . . ? C22 O7 Tb1 O3 164(3) . . . 2 ? C22 O7 Tb1 O4 -105(3) . . . 6 ? C22 O7 Tb1 O7' 75(3) . . . . ? C22 O7 Tb1 O1W 69(3) . . . . ? C22 O7 Tb1 O6 8(3) . . . 4 ? C22 O7 Tb1 O1'W -154(25) . . . . ? C22 O7 Tb1 O1 -130(3) . . . . ? C22 O7 Tb1 O5 -25(3) . . . 4 ? C22 O7 Tb1 O2 111(2) . . . . ? C22 O7 Tb1 C15 -10(3) . . . 4 ? C22 O7 Tb1 C1 153.5(15) . . . . ? C1 O1 Tb1 O3 -76.4(5) . . . 2 ? C1 O1 Tb1 O4 -165.9(5) . . . 6 ? C1 O1 Tb1 O7' 8.3(15) . . . . ? C1 O1 Tb1 O7 -139.9(12) . . . . ? C1 O1 Tb1 O1W 16.0(8) . . . . ? C1 O1 Tb1 O6 75.2(5) . . . 4 ? C1 O1 Tb1 O1'W -137.5(10) . . . . ? C1 O1 Tb1 O5 120.5(5) . . . 4 ? C1 O1 Tb1 O2 -1.2(5) . . . . ? C1 O1 Tb1 C15 98.3(5) . . . 4 ? C1 O2 Tb1 O3 100.0(5) . . . 2 ? C1 O2 Tb1 O4 19.9(5) . . . 6 ? C1 O2 Tb1 O7' -171.1(11) . . . . ? C1 O2 Tb1 O7 153.0(13) . . . . ? C1 O2 Tb1 O1W -165.2(6) . . . . ? C1 O2 Tb1 O6 -86.2(5) . . . 4 ? C1 O2 Tb1 O1'W 148.3(11) . . . . ? C1 O2 Tb1 O1 1.3(5) . . . . ? C1 O2 Tb1 O5 -83.5(5) . . . 4 ? C1 O2 Tb1 C15 -84.1(5) . . . 4 ? O2 C1 Tb1 O3 -75.7(5) . . . 2 ? O1 C1 Tb1 O3 102.1(5) . . . 2 ? C2 C1 Tb1 O3 160(9) . . . 2 ? O2 C1 Tb1 O4 -163.9(4) . . . 6 ? O1 C1 Tb1 O4 13.9(5) . . . 6 ? C2 C1 Tb1 O4 72(9) . . . 6 ? O2 C1 Tb1 O7' 8.8(11) . . . . ? O1 C1 Tb1 O7' -173.4(11) . . . . ? C2 C1 Tb1 O7' -115(9) . . . . ? O2 C1 Tb1 O7 -65(3) . . . . ? O1 C1 Tb1 O7 112(3) . . . . ? C2 C1 Tb1 O7 171(9) . . . . ? O2 C1 Tb1 O1W 14.8(6) . . . . ? O1 C1 Tb1 O1W -167.4(6) . . . . ? C2 C1 Tb1 O1W -109(9) . . . . ? O2 C1 Tb1 O6 84.9(5) . . . 4 ? O1 C1 Tb1 O6 -97.3(5) . . . 4 ? C2 C1 Tb1 O6 -39(9) . . . 4 ? O2 C1 Tb1 O1'W -72(2) . . . . ? O1 C1 Tb1 O1'W 106(2) . . . . ? C2 C1 Tb1 O1'W 164(9) . . . . ? O2 C1 Tb1 O1 -177.8(8) . . . . ? C2 C1 Tb1 O1 58(9) . . . . ? O2 C1 Tb1 O5 112.5(5) . . . 4 ? O1 C1 Tb1 O5 -69.7(6) . . . 4 ? C2 C1 Tb1 O5 -12(9) . . . 4 ? O1 C1 Tb1 O2 177.8(8) . . . . ? C2 C1 Tb1 O2 -124(9) . . . . ? O2 C1 Tb1 C15 99.0(5) . . . 4 ? O1 C1 Tb1 C15 -83.2(5) . . . 4 ? C2 C1 Tb1 C15 -25(9) . . . 4 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 62.99 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.935 _refine_diff_density_min -0.841 _refine_diff_density_rms 0.109 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 172 41 ' ' 2 0.292 0.292 0.292 126 30 ' ' 3 0.500 0.500 0.500 7 1 ' ' 4 0.708 0.708 0.708 126 29 ' ' _platon_squeeze_details ; Three butanol molecules are highly disordered. Therefore, the SQUEEZE routine of PLATON was applied. The final formula was calculated from the TGA combined with elemental analysis data. ; # start Validation Reply Form _vrf_CHEMW03_I ; PROBLEM: The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.90 <> 1.10 RESPONSE: This is a consequence of the use of SQUEEZE. The solvent is included in formula, but is not in the model. ; _vrf_PLAT043_I ; PROBLEM: Check Reported Molecular Weight RESPONSE: See SQUEEZE above. ; _vrf_PLAT044_I ; PROBLEM: Calculated and Reported Dx Differ RESPONSE: See SQUEEZE above. ; _vrf_PLAT049_I ; PROBLEM: Calculated Density less than 1.0 gcm-3 RESPONSE: See SQUEEZE above. ; _vrf_PLAT602_I ; PROBLEM: Structure Contains Solvent Accessible VOIDS of RESPONSE: See SQUEEZE above. ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 955656'