#------------------------------------------------------------------------------ #$Date: 2022-02-04 21:17:33 +0200 (Fri, 04 Feb 2022) $ #$Revision: 272600 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/39/7243966.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7243966 loop_ _publ_author_name 'Qiu, Miao-Miao' 'Chen, Ke-Fu' 'Liu, Qi-Rui' 'Miao, Wei-Ni' 'Liu, Bing' 'Xu, Ling' _publ_section_title ; A ratiometric fluorescent sensor made of a terbium coordination polymer for the anthrax biomarker 2,6-dipicolinic acid with on-site detection assisted by a smartphone app ; _journal_issue 1 _journal_name_full CrystEngComm _journal_page_first 132 _journal_page_last 142 _journal_paper_doi 10.1039/D1CE01256H _journal_volume 24 _journal_year 2022 _chemical_formula_moiety 'C13 H6 O6 Tb' _chemical_formula_sum 'C13 H6 O6 Tb' _chemical_formula_weight 417.10 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_block_doi 10.5517/ccdc.csd.cc285t09 _audit_creation_date 2019-10-20 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335) ; _audit_update_record ; 2021-06-19 deposited with the CCDC. 2021-11-24 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 94.149(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.9504(7) _cell_length_b 12.8021(6) _cell_length_c 6.8288(4) _cell_measurement_reflns_used 1816 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 71.7070 _cell_measurement_theta_min 4.8460 _cell_volume 1129.20(10) _computing_cell_refinement 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XS (Sheldrick, 2008)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_unetI/netI 0.0433 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 3781 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 66.593 _diffrn_reflns_theta_max 66.593 _diffrn_reflns_theta_min 9.513 _diffrn_source 'rotating-anode generator' _exptl_absorpt_coefficient_mu 31.065 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.26761 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 2.453 _exptl_crystal_description platelet _exptl_crystal_F_000 788 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _refine_diff_density_max 2.553 _refine_diff_density_min -1.258 _refine_diff_density_rms 0.218 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 181 _refine_ls_number_reflns 1983 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.064 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0456 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0873P)^2^+0.5702P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1188 _refine_ls_wR_factor_ref 0.1250 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1731 _reflns_number_total 1983 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; 14.res created by SHELXL-2014/7 TITL 14 in P2(1)/c CELL 1.54178 12.9504 12.8021 6.8288 90.000 94.149 90.000 ZERR 4.00 0.0007 0.0006 0.0004 0.000 0.005 0.000 LATT 1 SYMM -X, 0.5+Y, 0.5-Z SFAC C H O TB UNIT 52 24 24 4 acta L.S. 100 BOND FMAP 2 PLAN 5 DAMP CONF bond $h shel 5 0.84 omit 0 5 6 omit 0 2 0 WGHT 0.087300 0.570200 FVAR 0.36921 TB1 4 0.436164 0.629347 0.093582 11.00000 0.01291 0.01514 = 0.01658 -0.00119 -0.00154 0.00062 C11 1 0.211611 0.410044 -0.267795 11.00000 0.01794 0.02612 = 0.01961 -0.00099 -0.00348 -0.00132 C12 1 0.128578 0.470567 -0.229631 11.00000 0.01868 0.02659 = 0.01728 0.00164 -0.00240 0.00128 AFIX 43 H12A 2 0.139265 0.534015 -0.164996 11.00000 -1.20000 AFIX 0 C13 1 0.025664 0.437655 -0.287694 11.00000 0.02507 0.01892 = 0.01526 0.00157 0.00042 -0.00223 C14 1 0.010486 0.339716 -0.388797 11.00000 0.02218 0.02219 = 0.01599 0.00107 -0.00054 0.00380 C15 1 0.099952 0.281183 -0.431048 11.00000 0.02176 0.02300 = 0.02597 -0.00800 0.00023 -0.00218 AFIX 43 H15A 2 0.091625 0.219155 -0.501305 11.00000 -1.20000 AFIX 0 C16 1 0.196712 0.313651 -0.371441 11.00000 0.01968 0.02430 = 0.03092 -0.00407 -0.00230 0.00384 AFIX 43 H16A 2 0.253602 0.273086 -0.398057 11.00000 -1.20000 AFIX 0 C17 1 -0.091558 0.305696 -0.442847 11.00000 0.02265 0.02330 = 0.01996 0.00216 0.00145 -0.00181 AFIX 43 H17A 2 -0.102172 0.243550 -0.511909 11.00000 -1.20000 AFIX 0 C18 1 -0.175731 0.364304 -0.393615 11.00000 0.01648 0.02758 = 0.01120 0.00515 -0.00084 -0.00489 C19 1 -0.158663 0.461399 -0.293878 11.00000 0.01617 0.03078 = 0.02414 -0.00302 -0.00068 0.00134 AFIX 43 H19A 2 -0.215060 0.501271 -0.261863 11.00000 -1.20000 AFIX 0 C20 1 -0.061149 0.496392 -0.245046 11.00000 0.01881 0.02166 = 0.02485 -0.00388 0.00014 -0.00256 AFIX 43 H20A 2 -0.051876 0.560501 -0.182171 11.00000 -1.20000 AFIX 0 C21 1 0.318141 0.446538 -0.194554 11.00000 0.01830 0.02786 = 0.03138 0.00287 -0.00505 -0.00228 C22 1 -0.283648 0.326592 -0.438529 11.00000 0.01817 0.02345 = 0.01131 0.00720 0.00167 -0.00172 O11 3 0.325234 0.533659 -0.115631 11.00000 0.01947 0.02532 = 0.03365 -0.01000 -0.00374 -0.00166 O12 3 0.392034 0.383921 -0.215733 11.00000 0.02359 0.02715 = 0.05367 -0.01816 -0.00951 0.00629 O13 3 -0.297929 0.241830 -0.527440 11.00000 0.01951 0.02639 = 0.03069 -0.00463 -0.00289 -0.00202 O14 3 -0.355778 0.380796 -0.375822 11.00000 0.01800 0.02806 = 0.01717 -0.00084 -0.00060 -0.00084 C1 1 0.532633 0.872331 0.215986 11.00000 0.02395 0.02106 = 0.02433 0.00323 -0.00184 0.00105 O1 3 0.487337 0.790894 0.268730 11.00000 0.02572 0.01721 = 0.03133 -0.00162 0.00668 -0.00222 O2 3 0.541036 0.950303 0.325545 11.00000 0.03018 0.01854 = 0.02919 -0.00271 0.00525 -0.00501 HKLF 4 REM 14 in P2(1)/c REM R1 = 0.0456 for 1731 Fo > 4sig(Fo) and 0.0525 for all 1983 data REM 181 parameters refined using 0 restraints END WGHT 0.0867 0.5390 REM Highest difference peak 2.553, deepest hole -1.258, 1-sigma level 0.218 Q1 1 0.3612 0.6310 0.0825 11.00000 0.05 2.55 Q2 1 0.5087 0.6309 0.1040 11.00000 0.05 2.49 Q3 1 0.4411 0.6565 0.2055 11.00000 0.05 1.99 Q4 1 0.4311 0.6620 -0.0170 11.00000 0.05 1.76 Q5 1 0.4339 0.5948 -0.0168 11.00000 0.05 1.69 ; _cod_data_source_file d1ce01256h2.cif _cod_data_source_block 14 _cod_depositor_comments 'Adding full bibliography for 7243966.cif.' _cod_database_code 7243966 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _olex2_refinement_description ; ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Tb1 Tb 0.43616(3) 0.62935(3) 0.09358(6) 0.0150(2) Uani 1 1 d . . . . . C11 C 0.2116(6) 0.4100(6) -0.2678(11) 0.0215(15) Uani 1 1 d . . . . . C12 C 0.1286(6) 0.4706(6) -0.2296(10) 0.0210(14) Uani 1 1 d . . . . . H12A H 0.1393 0.5340 -0.1650 0.025 Uiso 1 1 calc R U . . . C13 C 0.0257(6) 0.4377(6) -0.2877(10) 0.0198(14) Uani 1 1 d . . . . . C14 C 0.0105(6) 0.3397(6) -0.3888(10) 0.0202(14) Uani 1 1 d . . . . . C15 C 0.1000(6) 0.2812(6) -0.4310(11) 0.0236(15) Uani 1 1 d . . . . . H15A H 0.0916 0.2192 -0.5013 0.028 Uiso 1 1 calc R U . . . C16 C 0.1967(6) 0.3137(6) -0.3714(12) 0.0252(16) Uani 1 1 d . . . . . H16A H 0.2536 0.2731 -0.3981 0.030 Uiso 1 1 calc R U . . . C17 C -0.0916(6) 0.3057(6) -0.4428(11) 0.0220(15) Uani 1 1 d . . . . . H17A H -0.1022 0.2436 -0.5119 0.026 Uiso 1 1 calc R U . . . C18 C -0.1757(6) 0.3643(5) -0.3936(10) 0.0185(15) Uani 1 1 d . . . . . C19 C -0.1587(6) 0.4614(6) -0.2939(11) 0.0238(16) Uani 1 1 d . . . . . H19A H -0.2151 0.5013 -0.2619 0.029 Uiso 1 1 calc R U . . . C20 C -0.0611(6) 0.4964(6) -0.2450(11) 0.0218(14) Uani 1 1 d . . . . . H20A H -0.0519 0.5605 -0.1822 0.026 Uiso 1 1 calc R U . . . C21 C 0.3181(6) 0.4465(6) -0.1946(12) 0.0262(16) Uani 1 1 d . . . . . C22 C -0.2836(5) 0.3266(6) -0.4385(10) 0.0176(14) Uani 1 1 d . . . . . O11 O 0.3252(4) 0.5337(4) -0.1156(8) 0.0264(12) Uani 1 1 d . . . . . O12 O 0.3920(5) 0.3839(4) -0.2157(11) 0.0354(15) Uani 1 1 d . . . . . O13 O -0.2979(4) 0.2418(4) -0.5274(8) 0.0258(11) Uani 1 1 d . . . . . O14 O -0.3558(4) 0.3808(4) -0.3758(8) 0.0212(11) Uani 1 1 d . . . . . C1 C 0.5326(7) 0.8723(5) 0.2160(13) 0.0233(16) Uani 1 1 d . . . . . O1 O 0.4873(4) 0.7909(4) 0.2687(8) 0.0245(11) Uani 1 1 d . . . . . O2 O 0.5410(4) 0.9503(4) 0.3255(8) 0.0258(12) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.0129(3) 0.0151(3) 0.0166(3) -0.00119(15) -0.00154(17) 0.00062(13) C11 0.018(4) 0.026(4) 0.020(3) -0.001(3) -0.003(3) -0.001(3) C12 0.019(4) 0.027(4) 0.017(3) 0.002(3) -0.002(3) 0.001(3) C13 0.025(4) 0.019(3) 0.015(3) 0.002(3) 0.000(3) -0.002(3) C14 0.022(4) 0.022(3) 0.016(3) 0.001(3) -0.001(3) 0.004(3) C15 0.022(4) 0.023(4) 0.026(4) -0.008(3) 0.000(3) -0.002(3) C16 0.020(4) 0.024(4) 0.031(4) -0.004(3) -0.002(3) 0.004(3) C17 0.023(4) 0.023(3) 0.020(3) 0.002(3) 0.001(3) -0.002(3) C18 0.016(4) 0.028(4) 0.011(3) 0.005(3) -0.001(3) -0.005(3) C19 0.016(4) 0.031(4) 0.024(4) -0.003(3) -0.001(3) 0.001(3) C20 0.019(3) 0.022(3) 0.025(3) -0.004(3) 0.000(3) -0.003(3) C21 0.018(4) 0.028(4) 0.031(4) 0.003(3) -0.005(3) -0.002(3) C22 0.018(3) 0.023(4) 0.011(3) 0.007(3) 0.002(3) -0.002(3) O11 0.019(3) 0.025(3) 0.034(3) -0.010(2) -0.004(2) -0.002(2) O12 0.024(3) 0.027(3) 0.054(4) -0.018(3) -0.010(3) 0.006(2) O13 0.020(2) 0.026(3) 0.031(3) -0.005(2) -0.003(2) -0.002(2) O14 0.018(3) 0.028(3) 0.017(3) -0.001(2) -0.001(2) -0.0008(19) C1 0.024(4) 0.021(4) 0.024(4) 0.003(3) -0.002(3) 0.001(3) O1 0.026(3) 0.017(2) 0.031(3) -0.002(2) 0.007(2) -0.002(2) O2 0.030(3) 0.019(3) 0.029(3) -0.003(2) 0.005(2) -0.005(2) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Tb1 Tb1 67.10(13) . 3_665 ? O11 Tb1 O12 136.15(19) . 3_665 ? O11 Tb1 O13 76.77(19) . 2_554 ? O11 Tb1 C1 74.8(2) . 4_575 ? O11 Tb1 O1 82.20(19) . 4_575 ? O11 Tb1 O1 152.11(18) . . ? O11 Tb1 O2 72.06(19) . 2_645 ? O11 Tb1 O2 71.64(19) . 4_575 ? O12 Tb1 Tb1 69.10(13) 3_665 3_665 ? O12 Tb1 C1 81.8(2) 3_665 4_575 ? O12 Tb1 O1 92.2(2) 3_665 4_575 ? O12 Tb1 O1 70.69(18) 3_665 . ? O12 Tb1 O2 75.3(2) 3_665 2_645 ? O12 Tb1 O2 71.6(2) 3_665 4_575 ? O13 Tb1 Tb1 142.45(14) 2_554 3_665 ? O13 Tb1 O12 145.22(19) 2_554 3_665 ? O13 Tb1 C1 101.8(2) 2_554 4_575 ? O13 Tb1 O1 80.14(18) 2_554 4_575 ? O13 Tb1 O1 75.46(19) 2_554 . ? O13 Tb1 O2 123.30(19) 2_554 4_575 ? O13 Tb1 O2 136.71(19) 2_554 2_645 ? O14 Tb1 Tb1 117.18(13) 3_565 3_665 ? O14 Tb1 O11 101.14(19) 3_565 . ? O14 Tb1 O12 100.2(2) 3_565 3_665 ? O14 Tb1 O13 78.74(19) 3_565 2_554 ? O14 Tb1 C1 175.59(19) 3_565 4_575 ? O14 Tb1 O1 157.20(17) 3_565 4_575 ? O14 Tb1 O1 75.98(18) 3_565 . ? O14 Tb1 O2 152.28(17) 3_565 4_575 ? O14 Tb1 O2 78.64(18) 3_565 2_645 ? C1 Tb1 Tb1 59.82(13) 4_575 3_665 ? O1 Tb1 Tb1 85.06(11) 4_575 3_665 ? O1 Tb1 Tb1 139.30(13) . 3_665 ? O1 Tb1 C1 108.41(19) . 4_575 ? O1 Tb1 C1 25.29(18) 4_575 4_575 ? O1 Tb1 O1 90.48(10) . 4_575 ? O1 Tb1 O2 50.23(17) 4_575 4_575 ? O1 Tb1 O2 122.92(17) . 4_575 ? O2 Tb1 Tb1 35.12(12) 4_575 3_665 ? O2 Tb1 Tb1 38.54(13) 2_645 3_665 ? O2 Tb1 C1 24.97(18) 4_575 4_575 ? O2 Tb1 C1 98.24(19) 2_645 4_575 ? O2 Tb1 O1 123.31(17) 2_645 4_575 ? O2 Tb1 O1 132.52(18) 2_645 . ? O2 Tb1 O2 73.7(2) 2_645 4_575 ? C12 C11 C16 120.3(7) . . ? C12 C11 C21 118.4(7) . . ? C16 C11 C21 121.3(7) . . ? C11 C12 H12A 119.6 . . ? C11 C12 C13 120.8(7) . . ? C13 C12 H12A 119.6 . . ? C14 C13 C12 118.9(7) . . ? C20 C13 C12 122.1(7) . . ? C20 C13 C14 119.0(7) . . ? C15 C14 C13 118.1(7) . . ? C17 C14 C13 119.1(7) . . ? C17 C14 C15 122.8(7) . . ? C14 C15 H15A 119.2 . . ? C16 C15 C14 121.7(7) . . ? C16 C15 H15A 119.2 . . ? C11 C16 H16A 119.9 . . ? C15 C16 C11 120.2(7) . . ? C15 C16 H16A 119.9 . . ? C14 C17 H17A 119.8 . . ? C18 C17 C14 120.4(7) . . ? C18 C17 H17A 119.8 . . ? C17 C18 C19 119.4(7) . . ? C17 C18 C22 121.2(7) . . ? C19 C18 C22 119.4(7) . . ? C18 C19 H19A 119.5 . . ? C20 C19 C18 120.9(7) . . ? C20 C19 H19A 119.5 . . ? C13 C20 H20A 119.4 . . ? C19 C20 C13 121.2(7) . . ? C19 C20 H20A 119.4 . . ? O11 C21 C11 117.4(7) . . ? O11 C21 O12 126.0(7) . . ? O12 C21 C11 116.6(7) . . ? O13 C22 C18 119.0(6) . . ? O13 C22 O14 123.7(7) . . ? O14 C22 C18 117.3(6) . . ? C21 O11 Tb1 140.5(5) . . ? C21 O12 Tb1 135.9(5) . 3_665 ? C22 O13 Tb1 136.0(5) . 2_544 ? C22 O14 Tb1 130.9(5) . 3_565 ? O1 C1 Tb1 60.6(4) . 4_576 ? O2 C1 Tb1 60.3(4) . 4_576 ? O2 C1 O1 120.8(8) . . ? Tb1 O1 Tb1 132.6(2) . 4_576 ? C1 O1 Tb1 94.1(5) . 4_576 ? C1 O1 Tb1 132.2(5) . . ? Tb1 O2 Tb1 106.3(2) 2_655 4_576 ? C1 O2 Tb1 156.5(5) . 2_655 ? C1 O2 Tb1 94.7(5) . 4_576 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 Tb1 3.9549(7) 3_665 ? Tb1 O11 2.304(5) . ? Tb1 O12 2.325(6) 3_665 ? Tb1 O13 2.316(5) 2_554 ? Tb1 O14 2.260(5) 3_565 ? Tb1 C1 2.946(9) 4_575 ? Tb1 O1 2.456(5) . ? Tb1 O1 2.572(5) 4_575 ? Tb1 O2 2.371(5) 2_645 ? Tb1 O2 2.568(5) 4_575 ? C11 C12 1.366(11) . ? C11 C16 1.429(11) . ? C11 C21 1.507(10) . ? C12 H12A 0.9300 . ? C12 C13 1.426(10) . ? C13 C14 1.438(10) . ? C13 C20 1.401(10) . ? C14 C15 1.427(10) . ? C14 C17 1.415(11) . ? C15 H15A 0.9300 . ? C15 C16 1.355(11) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? C17 C18 1.385(11) . ? C18 C19 1.427(10) . ? C18 C22 1.489(10) . ? C19 H19A 0.9300 . ? C19 C20 1.359(10) . ? C20 H20A 0.9300 . ? C21 O11 1.239(10) . ? C21 O12 1.265(10) . ? C22 O13 1.251(9) . ? C22 O14 1.263(9) . ? O12 Tb1 2.325(6) 3_665 ? O13 Tb1 2.316(5) 2_544 ? O14 Tb1 2.260(5) 3_565 ? C1 Tb1 2.946(9) 4_576 ? C1 O1 1.261(9) . ? C1 O2 1.247(9) . ? O1 Tb1 2.572(5) 4_576 ? O2 Tb1 2.568(5) 4_576 ? O2 Tb1 2.371(5) 2_655 ? 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 C1 O1 Tb1 169.1(6) 4_576 . . . ? Tb1 C1 O2 Tb1 -153.8(14) 4_576 . . 2_655 ? C11 C12 C13 C14 -0.5(11) . . . . ? C11 C12 C13 C20 177.9(7) . . . . ? C11 C21 O11 Tb1 159.8(6) . . . . ? C11 C21 O12 Tb1 -166.0(6) . . . 3_665 ? C12 C11 C16 C15 -0.6(12) . . . . ? C12 C11 C21 O11 -5.1(11) . . . . ? C12 C11 C21 O12 173.4(8) . . . . ? C12 C13 C14 C15 -1.7(10) . . . . ? C12 C13 C14 C17 178.6(7) . . . . ? C12 C13 C20 C19 -177.0(7) . . . . ? C13 C14 C15 C16 2.7(12) . . . . ? C13 C14 C17 C18 -2.0(11) . . . . ? C14 C13 C20 C19 1.4(11) . . . . ? C14 C15 C16 C11 -1.6(12) . . . . ? C14 C17 C18 C19 2.2(11) . . . . ? C14 C17 C18 C22 -176.2(6) . . . . ? C15 C14 C17 C18 178.3(7) . . . . ? C16 C11 C12 C13 1.6(11) . . . . ? C16 C11 C21 O11 176.1(8) . . . . ? C16 C11 C21 O12 -5.4(11) . . . . ? C17 C14 C15 C16 -177.6(8) . . . . ? C17 C18 C19 C20 -0.7(11) . . . . ? C17 C18 C22 O13 -2.1(10) . . . . ? C17 C18 C22 O14 174.8(7) . . . . ? C18 C19 C20 C13 -1.1(12) . . . . ? C18 C22 O13 Tb1 167.6(5) . . . 2_544 ? C18 C22 O14 Tb1 -92.2(7) . . . 3_565 ? C19 C18 C22 O13 179.4(7) . . . . ? C19 C18 C22 O14 -3.7(10) . . . . ? C20 C13 C14 C15 179.9(7) . . . . ? C20 C13 C14 C17 0.2(10) . . . . ? C21 C11 C12 C13 -177.2(7) . . . . ? C21 C11 C16 C15 178.2(8) . . . . ? C22 C18 C19 C20 177.8(7) . . . . ? O11 C21 O12 Tb1 12.3(15) . . . 3_665 ? O12 C21 O11 Tb1 -18.5(15) . . . . ? O13 C22 O14 Tb1 84.5(8) . . . 3_565 ? O14 C22 O13 Tb1 -9.1(11) . . . 2_544 ? O1 C1 O2 Tb1 -3.2(8) . . . 4_576 ? O1 C1 O2 Tb1 -157.1(9) . . . 2_655 ? O2 C1 O1 Tb1 172.3(5) . . . . ? O2 C1 O1 Tb1 3.2(8) . . . 4_576 ?