#------------------------------------------------------------------------------ #$Date: 2020-08-20 04:47:43 +0300 (Thu, 20 Aug 2020) $ #$Revision: 255465 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705215.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_7705215 loop_ _publ_author_name 'Du, Yi' 'Yang, Huayong' 'Liu, Ruijuan' 'Shao, Caiyun' 'Yang, Li-rong' _publ_section_title ; Multi-responsive Chemosensor for Highly Sensitive and Selective Detection of Fe3+, Cu2+, Cr2O72− and Nitrobenzene based on Luminescent Lanthanide Metal--Organic Framework ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT02120B _journal_year 2020 _chemical_formula_moiety 'C16 H10 La O11, C9 H8 N2' _chemical_formula_sum 'C25 H18 La N2 O11' _chemical_formula_weight 661.32 _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 mixed _atom_sites_solution_primary dual _audit_creation_date 2020-08-14 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-08-14 deposited with the CCDC. 2020-08-19 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 115.01 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.398(8) _cell_length_b 8.627(4) _cell_length_c 19.391(9) _cell_measurement_reflns_used 1051 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 19.37 _cell_measurement_theta_min 2.32 _cell_volume 2486(2) _computing_cell_refinement 'APEX 2' _computing_data_collection 'APEX 2 (Bruker, 2009)' _computing_data_reduction 'SAINT (Bruker, 2009)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 273.15 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.919 _diffrn_measurement_device_type 'Bruker Smart APEX II CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0996 _diffrn_reflns_av_unetI/netI 0.1340 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.919 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 15227 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.919 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.428 _diffrn_reflns_theta_min 2.137 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.785 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.6334 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0654 before and 0.0485 after correction. The Ratio of minimum to maximum transmission is 0.8494. The \l/2 correction factor is Not present.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.767 _exptl_crystal_description block _exptl_crystal_F_000 1308 _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.07 _refine_diff_density_max 1.100 _refine_diff_density_min -1.585 _refine_diff_density_rms 0.183 _refine_ls_extinction_coef 0.0030(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 0.933 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 353 _refine_ls_number_reflns 5762 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.933 _refine_ls_R_factor_all 0.1056 _refine_ls_R_factor_gt 0.0534 _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^)+(0.0371P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0940 _refine_ls_wR_factor_ref 0.1127 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3446 _reflns_number_total 5762 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02120b2.cif _cod_data_source_block 11563 _cod_database_code 7705215 _shelx_shelxl_version_number 2018/3 _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. ; _shelx_estimated_absorpt_t_max 0.885 _shelx_estimated_absorpt_t_min 0.788 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H) groups, All O(H,H) groups 2.a Riding coordinates: O1W(H1WA,H1WB), O2W(H2WA,H2WB) 2.b Aromatic/amide H refined with riding coordinates: N1(H1), C3(H3), C4(H4), C6(H6), C11(H11), C12(H12), C13(H13), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25) ; _shelx_res_file ; TITL 11563 in P2(1)/c 11563.res created by SHELXL-2018/3 at 17:05:39 on 14-Aug-2020 CELL 0.71073 16.398 8.6271 19.39073 90 115.0135 90 ZERR 4 0.0077 0.0042 0.00906 0 0 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H La N O UNIT 100 72 4 8 44 EQIV $1 2-X,2-Y,2-Z EQIV $2 +X,1+Y,+Z EQIV $3 2-X,-0.5+Y,1.5-Z EQIV $4 1-X,0.5+Y,1.5-Z L.S. 32 PLAN 3 SIZE 0.14 0.1 0.07 TEMP 0 HTAB C4 O1_$3 HTAB C17 O4 HTAB C18 O8_$4 HTAB C19 O5_$4 HTAB C19 O6_$4 HTAB O1W O2_$1 HTAB O1W O3_$2 HTAB O2W O3 HTAB O2W O4 BOND $H CONF fmap 2 acta OMIT 1 0 0 OMIT -20 0 16 OMIT 1 0 2 OMIT 1 2 1 OMIT 3 0 0 REM REM REM WGHT 0.037100 EXTI 0.002990 FVAR 0.08897 LA1 3 0.865350 1.090405 0.962770 11.00000 0.02197 0.02095 = 0.01732 -0.00139 0.00643 0.00053 N1 4 0.549644 0.976698 0.881129 11.00000 0.03220 0.06158 = 0.02026 -0.00696 0.00685 -0.00282 AFIX 43 H1 2 0.580782 1.003532 0.927690 11.00000 -1.20000 AFIX 0 N2 4 0.508992 0.941706 0.760455 11.00000 0.02606 0.05126 = 0.02634 -0.00471 0.00847 -0.00323 O1 5 1.060564 0.811063 0.898713 11.00000 0.02013 0.04661 = 0.03075 -0.01044 0.01096 -0.01065 O2 5 0.965420 0.866014 0.949426 11.00000 0.02420 0.02513 = 0.01881 -0.00530 0.00585 0.00112 O3 5 0.808201 0.648539 0.950950 11.00000 0.07800 0.03021 = 0.03992 -0.00336 0.04330 -0.00770 O4 5 0.772577 0.873143 0.887173 11.00000 0.02275 0.02892 = 0.03563 -0.00956 0.00882 0.00254 O5 5 0.734160 0.391001 0.682475 11.00000 0.02747 0.01942 = 0.02232 -0.00808 0.00361 0.00191 O6 5 0.630395 0.404490 0.521623 11.00000 0.03811 0.07124 = 0.03039 0.01872 0.01863 0.02433 O7 5 0.729085 0.345326 0.474556 11.00000 0.02518 0.05707 = 0.02309 0.00697 0.01191 -0.00328 O8 5 0.766004 0.198832 0.824016 11.00000 0.03209 0.04071 = 0.02377 0.00689 0.01057 0.01128 O9 5 0.909317 0.144118 0.853662 11.00000 0.02897 0.04985 = 0.02699 0.00983 0.00796 0.00742 C1 1 0.984490 0.796941 0.898520 11.00000 0.02495 0.02456 = 0.01625 0.00562 0.00384 -0.00041 C2 1 0.916893 0.692916 0.841075 11.00000 0.02672 0.02046 = 0.01597 -0.00332 0.00479 -0.00398 C3 1 0.941072 0.612806 0.788717 11.00000 0.03121 0.02670 = 0.03049 -0.00878 0.01398 -0.00119 AFIX 43 H3 2 0.997813 0.628771 0.790057 11.00000 -1.20000 AFIX 0 C4 1 0.882185 0.511092 0.735473 11.00000 0.03698 0.02460 = 0.02271 -0.00482 0.01121 0.00187 AFIX 43 H4 2 0.898629 0.459055 0.701285 11.00000 -1.20000 AFIX 0 C5 1 0.797353 0.489231 0.734798 11.00000 0.02218 0.02083 = 0.01628 -0.00363 0.00304 -0.00481 C6 1 0.771410 0.567345 0.784232 11.00000 0.02313 0.02146 = 0.02373 -0.00154 0.00898 -0.00360 AFIX 43 H6 2 0.713995 0.552856 0.781666 11.00000 -1.20000 AFIX 0 C7 1 0.831351 0.668202 0.838143 11.00000 0.02193 0.01504 = 0.01814 0.00220 0.00514 0.00359 C8 1 0.802901 0.735644 0.897292 11.00000 0.02366 0.02967 = 0.01635 -0.01002 0.00398 -0.00719 C9 1 0.828396 0.167355 0.804170 11.00000 0.03431 0.03001 = 0.02552 0.00016 0.00845 0.00886 C10 1 0.808001 0.144768 0.721103 11.00000 0.02889 0.02313 = 0.02192 0.00586 0.01218 0.00221 C11 1 0.835511 0.005129 0.701336 11.00000 0.05798 0.03351 = 0.02738 0.00447 0.01866 0.01419 AFIX 43 H11 2 0.867417 -0.065963 0.739240 11.00000 -1.20000 AFIX 0 C12 1 0.816201 -0.029249 0.626582 11.00000 0.05892 0.02408 = 0.03828 -0.00407 0.02098 0.00241 AFIX 43 H12 2 0.832285 -0.124747 0.613811 11.00000 -1.20000 AFIX 0 C13 1 0.772811 0.079459 0.571014 11.00000 0.04457 0.03241 = 0.01663 -0.00992 0.01435 -0.00687 AFIX 43 H13 2 0.761810 0.058190 0.520824 11.00000 -1.20000 AFIX 0 C14 1 0.745032 0.221257 0.588820 11.00000 0.01823 0.03254 = 0.01439 -0.00226 0.00278 -0.00181 C15 1 0.696956 0.333257 0.524065 11.00000 0.02631 0.04005 = 0.01231 -0.00034 0.00177 -0.00901 C16 1 0.763839 0.250859 0.664452 11.00000 0.02293 0.01815 = 0.02262 -0.00209 0.00935 -0.00401 C17 1 0.574312 0.996202 0.824805 11.00000 0.02544 0.05403 = 0.03025 -0.00662 0.00176 -0.00916 AFIX 43 H17 2 0.628042 1.040381 0.829236 11.00000 -1.20000 AFIX 0 C18 1 0.441348 0.883305 0.779115 11.00000 0.02368 0.05270 = 0.02578 -0.00263 0.00465 -0.00599 AFIX 43 H18 2 0.388130 0.836295 0.745960 11.00000 -1.20000 AFIX 0 C19 1 0.467579 0.907772 0.853826 11.00000 0.02813 0.05446 = 0.03430 0.00174 0.01161 -0.00564 AFIX 43 H19 2 0.435365 0.882145 0.881814 11.00000 -1.20000 AFIX 0 C20 1 0.507219 0.953214 0.684769 11.00000 0.03095 0.06763 = 0.02920 -0.00050 0.00571 0.00135 C21 1 0.434824 1.025780 0.628719 11.00000 0.03677 0.08448 = 0.03226 -0.00776 0.01095 0.01498 AFIX 43 H21 2 0.387708 1.062643 0.638845 11.00000 -1.20000 AFIX 0 C22 1 0.432827 1.043462 0.556667 11.00000 0.03953 0.08544 = 0.02672 -0.00197 0.00739 0.00284 AFIX 43 H22 2 0.383187 1.091692 0.519102 11.00000 -1.20000 AFIX 0 C23 1 0.501525 0.992428 0.538233 11.00000 0.03748 0.08086 = 0.03697 -0.00011 0.01982 -0.00563 C24 1 0.573462 0.923261 0.598540 11.00000 0.06650 0.16975 = 0.05956 0.04809 0.04226 0.04911 AFIX 43 H24 2 0.621869 0.888025 0.589805 11.00000 -1.20000 AFIX 0 C25 1 0.576902 0.904088 0.670619 11.00000 0.04821 0.17112 = 0.06262 0.06401 0.03940 0.05950 AFIX 43 H25 2 0.626702 0.857835 0.708927 11.00000 -1.20000 AFIX 0 O1W 5 0.903711 1.386754 0.962544 11.00000 0.05748 0.02809 = 0.04383 0.01180 0.00966 0.00324 AFIX 3 H1WA 2 0.960211 1.388164 0.989534 11.00000 -1.20000 H1WB 2 0.890281 1.466414 0.934094 11.00000 -1.20000 AFIX 0 O2W 5 0.889466 0.872500 1.062256 11.00000 0.08531 0.03161 = 0.02164 -0.00103 0.02466 -0.00756 AFIX 3 H2WA 2 0.916936 0.832810 1.106236 11.00000 -1.20000 H2WB 2 0.866086 0.798900 1.030906 11.00000 -1.20000 AFIX 0 HKLF 4 REM 11563 in P2(1)/c REM wR2 = 0.1127, GooF = S = 0.933, Restrained GooF = 0.933 for all data REM R1 = 0.0534 for 3446 Fo > 4sig(Fo) and 0.1056 for all 5762 data REM 353 parameters refined using 0 restraints END WGHT 0.0370 0.0000 REM Highest difference peak 1.100, deepest hole -1.585, 1-sigma level 0.183 Q1 1 0.9149 1.2162 0.9596 11.00000 0.05 1.10 Q2 1 0.8109 0.4001 0.5023 11.00000 0.05 1.01 Q3 1 0.9177 0.0837 0.9196 11.00000 0.05 0.94 ; _shelx_res_checksum 92711 _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 La1 La 0.86535(2) 1.09040(4) 0.96277(2) 0.02072(13) Uani 1 1 d . . . . . N1 N 0.5496(4) 0.9767(7) 0.8811(3) 0.0395(15) Uani 1 1 d . . . . . H1 H 0.580782 1.003532 0.927690 0.047 Uiso 1 1 calc R . . . . N2 N 0.5090(3) 0.9417(7) 0.7605(3) 0.0354(15) Uani 1 1 d . . . . . O1 O 1.0606(3) 0.8111(5) 0.8987(2) 0.0324(12) Uani 1 1 d . . . . . O2 O 0.9654(3) 0.8660(5) 0.9494(2) 0.0238(10) Uani 1 1 d . . . . . O3 O 0.8082(3) 0.6485(5) 0.9509(3) 0.0431(13) Uani 1 1 d . . . . . O4 O 0.7726(3) 0.8731(5) 0.8872(2) 0.0303(11) Uani 1 1 d . . . . . O5 O 0.7342(3) 0.3910(5) 0.6825(2) 0.0254(10) Uani 1 1 d . . . . . O6 O 0.6304(3) 0.4045(6) 0.5216(2) 0.0452(14) Uani 1 1 d . . . . . O7 O 0.7291(3) 0.3453(6) 0.4746(2) 0.0345(12) Uani 1 1 d . . . . . O8 O 0.7660(3) 0.1988(5) 0.8240(2) 0.0326(11) Uani 1 1 d . . . . . O9 O 0.9093(3) 0.1441(5) 0.8537(3) 0.0366(12) Uani 1 1 d . . . . . C1 C 0.9845(4) 0.7969(7) 0.8985(3) 0.0236(14) Uani 1 1 d . . . . . C2 C 0.9169(4) 0.6929(7) 0.8411(3) 0.0225(14) Uani 1 1 d . . . . . C3 C 0.9411(4) 0.6128(7) 0.7887(4) 0.0291(16) Uani 1 1 d . . . . . H3 H 0.997813 0.628771 0.790057 0.035 Uiso 1 1 calc R . . . . C4 C 0.8822(4) 0.5111(7) 0.7355(3) 0.0286(16) Uani 1 1 d . . . . . H4 H 0.898629 0.459055 0.701285 0.034 Uiso 1 1 calc R . . . . C5 C 0.7974(4) 0.4892(7) 0.7348(3) 0.0215(14) Uani 1 1 d . . . . . C6 C 0.7714(4) 0.5673(7) 0.7842(3) 0.0231(14) Uani 1 1 d . . . . . H6 H 0.713995 0.552856 0.781666 0.028 Uiso 1 1 calc R . . . . C7 C 0.8314(4) 0.6682(7) 0.8381(3) 0.0195(14) Uani 1 1 d . . . . . C8 C 0.8029(4) 0.7356(8) 0.8973(4) 0.0248(15) Uani 1 1 d . . . . . C9 C 0.8284(5) 0.1674(8) 0.8042(4) 0.0314(16) Uani 1 1 d . . . . . C10 C 0.8080(4) 0.1448(7) 0.7211(4) 0.0242(15) Uani 1 1 d . . . . . C11 C 0.8355(5) 0.0051(8) 0.7013(4) 0.0394(19) Uani 1 1 d . . . . . H11 H 0.867417 -0.065963 0.739240 0.047 Uiso 1 1 calc R . . . . C12 C 0.8162(5) -0.0292(8) 0.6266(4) 0.0403(19) Uani 1 1 d . . . . . H12 H 0.832285 -0.124747 0.613811 0.048 Uiso 1 1 calc R . . . . C13 C 0.7728(4) 0.0795(8) 0.5710(4) 0.0307(15) Uani 1 1 d . . . . . H13 H 0.761810 0.058190 0.520824 0.037 Uiso 1 1 calc R . . . . C14 C 0.7450(4) 0.2213(7) 0.5888(3) 0.0231(14) Uani 1 1 d . . . . . C15 C 0.6970(4) 0.3333(8) 0.5241(3) 0.0284(16) Uani 1 1 d . . . . . C16 C 0.7638(4) 0.2509(7) 0.6645(3) 0.0213(14) Uani 1 1 d . . . . . C17 C 0.5743(4) 0.9962(9) 0.8248(4) 0.0400(19) Uani 1 1 d . . . . . H17 H 0.628042 1.040381 0.829236 0.048 Uiso 1 1 calc R . . . . C18 C 0.4413(4) 0.8833(8) 0.7791(4) 0.0360(18) Uani 1 1 d . . . . . H18 H 0.388130 0.836295 0.745960 0.043 Uiso 1 1 calc R . . . . C19 C 0.4676(4) 0.9078(9) 0.8538(4) 0.0395(18) Uani 1 1 d . . . . . H19 H 0.435365 0.882145 0.881814 0.047 Uiso 1 1 calc R . . . . C20 C 0.5072(5) 0.9532(9) 0.6848(4) 0.045(2) Uani 1 1 d . . . . . C21 C 0.4348(5) 1.0258(10) 0.6287(4) 0.052(2) Uani 1 1 d . . . . . H21 H 0.387708 1.062643 0.638845 0.063 Uiso 1 1 calc R . . . . C22 C 0.4328(5) 1.0435(10) 0.5567(4) 0.053(2) Uani 1 1 d . . . . . H22 H 0.383187 1.091692 0.519102 0.063 Uiso 1 1 calc R . . . . C23 C 0.5015(5) 0.9924(11) 0.5382(4) 0.050(2) Uani 1 1 d . . . . . C24 C 0.5735(6) 0.9233(13) 0.5985(5) 0.093(4) Uani 1 1 d . . . . . H24 H 0.621869 0.888025 0.589805 0.112 Uiso 1 1 calc R . . . . C25 C 0.5769(5) 0.9041(13) 0.6706(5) 0.089(4) Uani 1 1 d . . . . . H25 H 0.626702 0.857835 0.708927 0.106 Uiso 1 1 calc R . . . . O1W O 0.9037(3) 1.3868(5) 0.9625(3) 0.0472(14) Uani 1 1 d . . . . . H1WA H 0.960211 1.388164 0.989534 0.057 Uiso 1 1 d R . . . . H1WB H 0.890281 1.466414 0.934094 0.057 Uiso 1 1 d R . . . . O2W O 0.8895(3) 0.8725(5) 1.0623(3) 0.0455(14) Uani 1 1 d . . . . . H2WA H 0.916936 0.832810 1.106236 0.055 Uiso 1 1 d R . . . . H2WB H 0.866086 0.798900 1.030906 0.055 Uiso 1 1 d R . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 La1 0.02197(19) 0.0209(2) 0.0173(2) -0.00139(18) 0.00643(14) 0.00053(19) N1 0.032(3) 0.062(4) 0.020(3) -0.007(3) 0.007(3) -0.003(3) N2 0.026(3) 0.051(4) 0.026(3) -0.005(3) 0.008(3) -0.003(3) O1 0.020(2) 0.047(3) 0.031(3) -0.010(2) 0.011(2) -0.011(2) O2 0.024(2) 0.025(3) 0.019(2) -0.0053(18) 0.0059(19) 0.0011(18) O3 0.078(4) 0.030(3) 0.040(3) -0.003(2) 0.043(3) -0.008(3) O4 0.023(2) 0.029(3) 0.036(3) -0.010(2) 0.009(2) 0.0025(19) O5 0.027(2) 0.019(2) 0.022(2) -0.0081(19) 0.0036(19) 0.0019(19) O6 0.038(3) 0.071(4) 0.030(3) 0.019(3) 0.019(2) 0.024(3) O7 0.025(2) 0.057(3) 0.023(3) 0.007(2) 0.012(2) -0.003(2) O8 0.032(3) 0.041(3) 0.024(3) 0.007(2) 0.011(2) 0.011(2) O9 0.029(3) 0.050(3) 0.027(3) 0.010(2) 0.008(2) 0.007(2) C1 0.025(3) 0.025(4) 0.016(4) 0.006(3) 0.004(3) 0.000(3) C2 0.027(3) 0.020(3) 0.016(3) -0.003(3) 0.005(3) -0.004(3) C3 0.031(4) 0.027(4) 0.030(4) -0.009(3) 0.014(3) -0.001(3) C4 0.037(4) 0.025(4) 0.023(4) -0.005(3) 0.011(3) 0.002(3) C5 0.022(3) 0.021(3) 0.016(3) -0.004(3) 0.003(3) -0.005(3) C6 0.023(3) 0.021(4) 0.024(4) -0.002(3) 0.009(3) -0.004(3) C7 0.022(3) 0.015(3) 0.018(3) 0.002(3) 0.005(3) 0.004(3) C8 0.024(3) 0.030(4) 0.016(3) -0.010(3) 0.004(3) -0.007(3) C9 0.034(4) 0.030(4) 0.026(4) 0.000(3) 0.008(3) 0.009(3) C10 0.029(4) 0.023(3) 0.022(4) 0.006(3) 0.012(3) 0.002(3) C11 0.058(5) 0.034(4) 0.027(4) 0.004(3) 0.019(4) 0.014(4) C12 0.059(5) 0.024(4) 0.038(5) -0.004(3) 0.021(4) 0.002(4) C13 0.045(4) 0.032(4) 0.017(3) -0.010(3) 0.014(3) -0.007(3) C14 0.018(3) 0.033(4) 0.014(3) -0.002(3) 0.003(3) -0.002(3) C15 0.026(4) 0.040(4) 0.012(4) 0.000(3) 0.002(3) -0.009(3) C16 0.023(3) 0.018(3) 0.023(4) -0.002(3) 0.009(3) -0.004(3) C17 0.025(4) 0.054(5) 0.030(4) -0.007(4) 0.002(3) -0.009(4) C18 0.024(3) 0.053(5) 0.026(4) -0.003(3) 0.005(3) -0.006(3) C19 0.028(4) 0.054(5) 0.034(4) 0.002(4) 0.012(3) -0.006(4) C20 0.031(4) 0.068(6) 0.029(4) -0.001(4) 0.006(3) 0.001(4) C21 0.037(4) 0.084(7) 0.032(5) -0.008(4) 0.011(4) 0.015(4) C22 0.040(5) 0.085(7) 0.027(5) -0.002(4) 0.007(4) 0.003(4) C23 0.037(4) 0.081(6) 0.037(5) 0.000(5) 0.020(4) -0.006(4) C24 0.066(6) 0.170(12) 0.060(7) 0.048(8) 0.042(6) 0.049(7) C25 0.048(5) 0.171(12) 0.063(6) 0.064(7) 0.039(5) 0.059(6) O1W 0.057(3) 0.028(3) 0.044(3) 0.012(2) 0.010(3) 0.003(2) O2W 0.085(4) 0.032(3) 0.022(3) -0.001(2) 0.025(3) -0.008(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' La La -0.2871 2.4523 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 La1 O2 50.76(13) 3_777 3_777 ? O1 La1 O2 107.90(13) 3_777 . ? O1 La1 O8 139.07(15) 3_777 1_565 ? O1 La1 C1 25.15(14) 3_777 3_777 ? O1 La1 C9 144.16(18) 3_777 1_565 ? O1 La1 O1W 70.98(15) 3_777 . ? O1 La1 O2W 66.98(15) 3_777 . ? O2 La1 O2 68.38(14) 3_777 . ? O2 La1 O8 107.55(13) . 1_565 ? O2 La1 O8 129.83(14) 3_777 1_565 ? O2 La1 C1 26.22(14) 3_777 3_777 ? O2 La1 C1 90.99(16) . 3_777 ? O2 La1 C9 110.04(16) 3_777 1_565 ? O2 La1 C9 85.67(16) . 1_565 ? O2 La1 O1W 123.85(14) . . ? O2 La1 O1W 70.78(14) 3_777 . ? O2 La1 O2W 80.40(14) 3_777 . ? O4 La1 O1 140.30(15) . 3_777 ? O4 La1 O2 135.95(13) . 3_777 ? O4 La1 O2 68.58(13) . . ? O4 La1 O8 72.90(15) . 1_565 ? O4 La1 O9 87.98(15) . 1_565 ? O4 La1 C1 149.55(16) . 3_777 ? O4 La1 C9 75.42(17) . 1_565 ? O4 La1 O1W 145.50(15) . . ? O4 La1 O2W 75.75(15) . . ? O7 La1 O1 82.67(14) 4_576 3_777 ? O7 La1 O2 145.64(15) 4_576 . ? O7 La1 O2 133.03(14) 4_576 3_777 ? O7 La1 O4 82.38(15) 4_576 . ? O7 La1 O8 79.55(14) 4_576 1_565 ? O7 La1 O9 129.57(15) 4_576 1_565 ? O7 La1 C1 106.81(17) 4_576 3_777 ? O7 La1 C9 104.94(17) 4_576 1_565 ? O7 La1 O1W 90.49(16) 4_576 . ? O7 La1 O2W 87.26(16) 4_576 . ? O8 La1 C1 136.70(16) 1_565 3_777 ? O8 La1 C9 25.42(14) 1_565 1_565 ? O9 La1 O1 129.07(15) 1_565 3_777 ? O9 La1 O2 85.36(14) 1_565 3_777 ? O9 La1 O2 69.13(14) 1_565 . ? O9 La1 O8 50.45(14) 1_565 1_565 ? O9 La1 C1 106.13(17) 1_565 3_777 ? O9 La1 C9 25.69(15) 1_565 1_565 ? O9 La1 O1W 70.77(15) 1_565 . ? O9 La1 O2W 137.65(15) 1_565 . ? C1 La1 C9 127.10(18) 3_777 1_565 ? O1W La1 O8 72.61(14) . 1_565 ? O1W La1 C1 64.68(15) . 3_777 ? O1W La1 C9 73.95(17) . 1_565 ? O2W La1 O2 68.54(14) . . ? O2W La1 O8 147.26(15) . 1_565 ? O2W La1 C1 75.79(16) . 3_777 ? O2W La1 C9 146.74(17) . 1_565 ? O2W La1 O1W 137.85(15) . . ? C17 N1 H1 125.3 . . ? C17 N1 C19 109.4(6) . . ? C19 N1 H1 125.3 . . ? C17 N2 C18 107.1(6) . . ? C17 N2 C20 125.5(6) . . ? C18 N2 C20 127.2(6) . . ? C1 O1 La1 93.7(4) . 3_777 ? La1 O2 La1 111.62(14) 3_777 . ? C1 O2 La1 91.8(3) . 3_777 ? C1 O2 La1 140.9(4) . . ? C8 O4 La1 121.0(4) . . ? C5 O5 C16 118.5(4) . . ? C15 O7 La1 141.6(4) . 4_575 ? C9 O8 La1 90.2(4) . 1_545 ? C9 O9 La1 94.8(4) . 1_545 ? O1 C1 La1 61.1(3) . 3_777 ? O1 C1 O2 120.8(6) . . ? O1 C1 C2 119.0(6) . . ? O2 C1 La1 62.0(3) . 3_777 ? O2 C1 C2 120.1(5) . . ? C2 C1 La1 162.1(4) . 3_777 ? C3 C2 C1 118.9(6) . . ? C7 C2 C1 122.6(6) . . ? C7 C2 C3 118.5(6) . . ? C2 C3 H3 119.2 . . ? C4 C3 C2 121.6(6) . . ? C4 C3 H3 119.2 . . ? C3 C4 H4 121.0 . . ? C3 C4 C5 118.0(6) . . ? C5 C4 H4 121.0 . . ? O5 C5 C4 121.4(5) . . ? C6 C5 O5 116.9(5) . . ? C6 C5 C4 121.7(5) . . ? C5 C6 H6 120.0 . . ? C5 C6 C7 119.9(6) . . ? C7 C6 H6 120.0 . . ? C2 C7 C8 122.2(5) . . ? C6 C7 C2 120.2(6) . . ? C6 C7 C8 117.3(5) . . ? O3 C8 O4 124.9(6) . . ? O3 C8 C7 117.3(6) . . ? O4 C8 C7 117.7(6) . . ? O8 C9 La1 64.3(3) . 1_545 ? O8 C9 O9 121.3(6) . . ? O8 C9 C10 120.5(6) . . ? O9 C9 La1 59.5(3) . 1_545 ? O9 C9 C10 118.0(6) . . ? C10 C9 La1 159.6(4) . 1_545 ? C11 C10 C9 116.9(6) . . ? C16 C10 C9 124.7(6) . . ? C16 C10 C11 118.5(6) . . ? C10 C11 H11 119.4 . . ? C12 C11 C10 121.1(7) . . ? C12 C11 H11 119.4 . . ? C11 C12 H12 120.4 . . ? C13 C12 C11 119.3(7) . . ? C13 C12 H12 120.4 . . ? C12 C13 H13 119.4 . . ? C12 C13 C14 121.1(6) . . ? C14 C13 H13 119.4 . . ? C13 C14 C15 117.6(6) . . ? C16 C14 C13 118.1(6) . . ? C16 C14 C15 124.3(6) . . ? O6 C15 O7 124.6(6) . . ? O6 C15 C14 119.4(6) . . ? O7 C15 C14 116.0(6) . . ? C10 C16 O5 119.7(6) . . ? C10 C16 C14 121.8(6) . . ? C14 C16 O5 118.5(5) . . ? N1 C17 N2 108.7(6) . . ? N1 C17 H17 125.7 . . ? N2 C17 H17 125.7 . . ? N2 C18 H18 126.4 . . ? C19 C18 N2 107.2(6) . . ? C19 C18 H18 126.4 . . ? N1 C19 H19 126.2 . . ? C18 C19 N1 107.6(6) . . ? C18 C19 H19 126.2 . . ? C21 C20 N2 118.0(7) . . ? C25 C20 N2 121.6(7) . . ? C25 C20 C21 120.3(8) . . ? C20 C21 H21 120.4 . . ? C20 C21 C22 119.3(7) . . ? C22 C21 H21 120.4 . . ? C21 C22 H22 118.5 . . ? C23 C22 C21 123.1(7) . . ? C23 C22 H22 118.5 . . ? C22 C23 C23 123.1(9) . 3_676 ? C22 C23 C24 114.2(7) . . ? C24 C23 C23 122.7(9) . 3_676 ? C23 C24 H24 118.1 . . ? C25 C24 C23 123.8(8) . . ? C25 C24 H24 118.1 . . ? C20 C25 C24 119.4(8) . . ? C20 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? La1 O1W H1WA 102.2 . . ? La1 O1W H1WB 142.1 . . ? H1WA O1W H1WB 107.7 . . ? La1 O2W H2WA 152.3 . . ? La1 O2W H2WB 97.4 . . ? H2WA O2W H2WB 107.7 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag La1 O1 2.579(4) 3_777 ? La1 O2 2.620(4) . ? La1 O2 2.597(4) 3_777 ? La1 O4 2.468(4) . ? La1 O7 2.405(4) 4_576 ? La1 O8 2.657(4) 1_565 ? La1 O9 2.550(5) 1_565 ? La1 C1 2.940(6) 3_777 ? La1 C9 2.948(7) 1_565 ? La1 O1W 2.633(5) . ? La1 O2W 2.601(5) . ? N1 H1 0.8600 . ? N1 C17 1.326(8) . ? N1 C19 1.357(8) . ? N2 C17 1.340(8) . ? N2 C18 1.398(8) . ? N2 C20 1.459(9) . ? O1 C1 1.252(7) . ? O2 C1 1.299(7) . ? O3 C8 1.256(7) . ? O4 C8 1.269(7) . ? O5 C5 1.390(7) . ? O5 C16 1.402(7) . ? O6 C15 1.236(7) . ? O7 C15 1.280(7) . ? O8 C9 1.266(7) . ? O9 C9 1.283(7) . ? C1 C2 1.494(8) . ? C2 C3 1.416(8) . ? C2 C7 1.396(8) . ? C3 H3 0.9300 . ? C3 C4 1.388(8) . ? C4 H4 0.9300 . ? C4 C5 1.398(8) . ? C5 C6 1.378(8) . ? C6 H6 0.9300 . ? C6 C7 1.395(8) . ? C7 C8 1.525(8) . ? C9 C10 1.513(9) . ? C10 C11 1.396(9) . ? C10 C16 1.377(8) . ? C11 H11 0.9300 . ? C11 C12 1.379(9) . ? C12 H12 0.9300 . ? C12 C13 1.378(9) . ? C13 H13 0.9300 . ? C13 C14 1.399(8) . ? C14 C15 1.515(8) . ? C14 C16 1.389(8) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C18 C19 1.342(9) . ? C19 H19 0.9300 . ? C20 C21 1.375(9) . ? C20 C25 1.351(10) . ? C21 H21 0.9300 . ? C21 C22 1.392(10) . ? C22 H22 0.9300 . ? C22 C23 1.390(10) . ? C23 C23 1.468(14) 3_676 ? C23 C24 1.396(11) . ? C24 H24 0.9300 . ? C24 C25 1.385(11) . ? C25 H25 0.9300 . ? O1W H1WA 0.8499 . ? O1W H1WB 0.8499 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8501 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C4 H4 O1 0.93 2.63 3.563(8) 178.1 2_746 yes C17 H17 O4 0.93 2.59 3.136(8) 118.0 . yes C18 H18 O8 0.93 2.60 3.513(8) 169.2 2_656 yes C19 H19 O5 0.93 2.52 3.081(8) 118.9 2_656 yes C19 H19 O6 0.93 2.53 3.420(8) 159.7 2_656 yes O1W H1WA O2 0.85 2.54 3.029(6) 117.2 3_777 yes O1W H1WB O3 0.85 2.18 2.703(7) 119.5 1_565 yes O2W H2WB O3 0.85 1.93 2.781(6) 173.7 . yes O2W H2WB O4 0.85 2.63 3.114(6) 117.4 . yes 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 La1 O1 C1 O2 17.5(6) 3_777 . . . ? La1 O1 C1 C2 -159.5(5) 3_777 . . . ? La1 O2 C1 La1 128.5(6) . . . 3_777 ? La1 O2 C1 O1 111.1(6) . . . . ? La1 O2 C1 O1 -17.4(6) 3_777 . . . ? La1 O2 C1 C2 159.6(5) 3_777 . . . ? La1 O2 C1 C2 -71.9(8) . . . . ? La1 O4 C8 O3 78.3(7) . . . . ? La1 O4 C8 C7 -104.4(5) . . . . ? La1 O7 C15 O6 122.9(7) 4_575 . . . ? La1 O7 C15 C14 -57.9(9) 4_575 . . . ? La1 O8 C9 O9 -18.1(7) 1_545 . . . ? La1 O8 C9 C10 157.5(6) 1_545 . . . ? La1 O9 C9 O8 19.0(7) 1_545 . . . ? La1 O9 C9 C10 -156.7(5) 1_545 . . . ? La1 C1 C2 C3 -85.2(15) 3_777 . . . ? La1 C1 C2 C7 93.1(15) 3_777 . . . ? La1 C9 C10 C11 -26.3(16) 1_545 . . . ? La1 C9 C10 C16 153.0(10) 1_545 . . . ? N2 C18 C19 N1 -1.0(8) . . . . ? N2 C20 C21 C22 177.7(7) . . . . ? N2 C20 C25 C24 -177.4(9) . . . . ? O1 C1 C2 C3 0.3(9) . . . . ? O1 C1 C2 C7 178.5(6) . . . . ? O2 C1 C2 C3 -176.8(6) . . . . ? O2 C1 C2 C7 1.5(9) . . . . ? O5 C5 C6 C7 -179.8(5) . . . . ? O8 C9 C10 C11 -124.6(7) . . . . ? O8 C9 C10 C16 54.7(10) . . . . ? O9 C9 C10 C11 51.2(9) . . . . ? O9 C9 C10 C16 -129.6(7) . . . . ? C1 C2 C3 C4 178.1(6) . . . . ? C1 C2 C7 C6 -178.7(6) . . . . ? C1 C2 C7 C8 -4.9(9) . . . . ? C2 C3 C4 C5 -0.1(10) . . . . ? C2 C7 C8 O3 -97.4(7) . . . . ? C2 C7 C8 O4 85.2(7) . . . . ? C3 C2 C7 C6 -0.4(9) . . . . ? C3 C2 C7 C8 173.4(6) . . . . ? C3 C4 C5 O5 179.1(6) . . . . ? C3 C4 C5 C6 1.1(9) . . . . ? C4 C5 C6 C7 -1.8(9) . . . . ? C5 O5 C16 C10 59.1(7) . . . . ? C5 O5 C16 C14 -122.9(6) . . . . ? C5 C6 C7 C2 1.4(9) . . . . ? C5 C6 C7 C8 -172.7(6) . . . . ? C6 C7 C8 O3 76.6(7) . . . . ? C6 C7 C8 O4 -100.8(7) . . . . ? C7 C2 C3 C4 -0.3(9) . . . . ? C9 C10 C11 C12 176.9(7) . . . . ? C9 C10 C16 O5 -0.3(9) . . . . ? C9 C10 C16 C14 -178.2(6) . . . . ? C10 C11 C12 C13 3.2(11) . . . . ? C11 C10 C16 O5 179.0(5) . . . . ? C11 C10 C16 C14 1.0(9) . . . . ? C11 C12 C13 C14 -2.5(11) . . . . ? C12 C13 C14 C15 -179.4(6) . . . . ? C12 C13 C14 C16 1.1(9) . . . . ? C13 C14 C15 O6 137.9(7) . . . . ? C13 C14 C15 O7 -41.4(8) . . . . ? C13 C14 C16 O5 -178.4(5) . . . . ? C13 C14 C16 C10 -0.4(9) . . . . ? C15 C14 C16 O5 2.2(9) . . . . ? C15 C14 C16 C10 -179.8(6) . . . . ? C16 O5 C5 C4 39.5(8) . . . . ? C16 O5 C5 C6 -142.4(6) . . . . ? C16 C10 C11 C12 -2.4(10) . . . . ? C16 C14 C15 O6 -42.7(9) . . . . ? C16 C14 C15 O7 138.0(6) . . . . ? C17 N1 C19 C18 0.4(9) . . . . ? C17 N2 C18 C19 1.3(8) . . . . ? C17 N2 C20 C21 -122.5(8) . . . . ? C17 N2 C20 C25 53.0(12) . . . . ? C18 N2 C17 N1 -1.0(8) . . . . ? C18 N2 C20 C21 52.4(11) . . . . ? C18 N2 C20 C25 -132.0(9) . . . . ? C19 N1 C17 N2 0.4(9) . . . . ? C20 N2 C17 N1 174.7(6) . . . . ? C20 N2 C18 C19 -174.4(7) . . . . ? C20 C21 C22 C23 -0.7(14) . . . . ? C21 C20 C25 C24 -2.0(16) . . . . ? C21 C22 C23 C23 178.4(10) . . . 3_676 ? C21 C22 C23 C24 -0.7(14) . . . . ? C22 C23 C24 C25 0.8(16) . . . . ? C23 C23 C24 C25 -178.3(12) 3_676 . . . ? C23 C24 C25 C20 0.5(19) . . . . ? C25 C20 C21 C22 2.1(14) . . . . ?