#------------------------------------------------------------------------------ #$Date: 2022-10-05 17:17:34 +0300 (Wed, 05 Oct 2022) $ #$Revision: 278359 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/71/14/7711400.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_7711400 loop_ _publ_author_name 'Wang, Ai' 'Zhang, Yatong' 'Lu, Liping' 'Zhu, Miaoli' 'Yuan, Caixia' 'Feng, Sisi' _publ_section_title ; Seven Ln(III) coordination polymers with two kinds of geometric coordination but the same 3D topological property: luminescence sensing and magnetic property. ; _journal_issue 32 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12324 _journal_page_last 12333 _journal_paper_doi 10.1039/d2dt01024k _journal_volume 51 _journal_year 2022 _chemical_formula_moiety 'C18 H13 Sm N9 O8, H2 O' _chemical_formula_sum 'C18 H15 N9 O9 Sm' _chemical_formula_weight 651.74 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2022-07-19 deposited with the CCDC. 2022-07-21 downloaded from the CCDC. ; _cell_angle_alpha 84.0976(13) _cell_angle_beta 80.0670(13) _cell_angle_gamma 66.9366(12) _cell_formula_units_Z 2 _cell_length_a 9.4774(4) _cell_length_b 10.3232(4) _cell_length_c 12.4655(5) _cell_measurement_reflns_used 9710 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 28.29 _cell_measurement_theta_min 3.32 _cell_volume 1104.45(8) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT, SADABS and XPREP' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014 (Sheldrick 2014)' _computing_structure_solution 'SHELXS-97 (Sheldrick 2008)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_unetI/netI 0.0176 _diffrn_reflns_Laue_measured_fraction_full 0.989 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 39636 _diffrn_reflns_point_group_measured_fraction_full 0.989 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.296 _diffrn_reflns_theta_min 2.764 _diffrn_source 'Incoatec microsource' _exptl_absorpt_coefficient_mu 2.732 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.6217 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.960 _exptl_crystal_description block _exptl_crystal_F_000 640 _exptl_crystal_size_max 0.230 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_min 0.200 _refine_diff_density_max 0.681 _refine_diff_density_min -0.833 _refine_diff_density_rms 0.074 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 400 _refine_ls_number_reflns 5452 _refine_ls_number_restraints 195 _refine_ls_restrained_S_all 1.151 _refine_ls_R_factor_all 0.0176 _refine_ls_R_factor_gt 0.0171 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0182P)^2^+1.0844P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0451 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5313 _reflns_number_total 5452 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d2dt01024k2.cif _cod_data_source_block SmL66 _cod_database_code 7711400 _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. ; _shelx_estimated_absorpt_t_min 0.572 _shelx_estimated_absorpt_t_max 0.611 _shelx_res_file ; SmL66.res created by SHELXL-2014/7 TITL SmL66 in P-1 CELL 0.71073 9.47740 10.32320 12.46550 84.0976 80.0670 66.9366 ZERR 2.00 0.00040 0.00040 0.00050 0.0013 0.0013 0.0012 LATT 1 SFAC C H N O Sm UNIT 36 30 18 18 2 OMIT 1 0 0 OMIT 0 1 0 OMIT 1 1 0 OMIT 0 1 1 OMIT 1 1 1 OMIT 2 0 2 OMIT 10 6 12 OMIT 9 2 13 L.S. 5 ACTA BOND $H FMAP 2 PLAN 5 HTAB C14 N5A_$3 HTAB C11 O6_$5 HTAB C10 N2 HTAB C4 O3 HTAB O9B O4A_$2 HTAB O9B O8_$2 HTAB O9A O8_$2 HTAB O9A N6B_$5 HTAB O9A N6A_$5 EQIV $5 x, y, z+1 HTAB O8 N5A_$4 EQIV $4 -x, -y+2, -z+1 HTAB O8 O9B_$3 HTAB O8 O9A_$3 EQIV $3 x-1, y, z HTAB O7 N3_$2 EQIV $2 x+1, y, z HTAB O7 O4 HTAB O7 N8 HTAB C5B O7_$1 HTAB C5A O7_$1 EQIV $1 -x+1, -y+2, -z+1 SADI 0.04 N4A C6A N4B C6B N6A C6A N6B C6B SADI 0.04 N5A C5A N5B C5B N6A C5A N6B C5B SIZE 0.23 0.22 0.20 HTAB FREE C6B N5B FREE C5B C6B FREE C5B C6A FREE N6B C6A FREE N6A C6B FREE H5A C5B FREE N4A N5B FREE N4B N5A FREE N6B C5A FREE N5A C5B FREE N5B C5A FREE C6A C6B FREE N5B N5A FREE N6A N6B FREE C5A C5B FREE C5B N6A FREE N4B C6A FREE N4A C6B FREE C3 N4A FREE H6A C6B FREE C5A H5B FREE C6A H6B FREE H6A H6B FREE H5A H5B FREE C7 Sm1 DFIX 0.93 C5A H5A C5B H5B C6A H6A C6B H6B DFIX 1.42 0.02 C3 N4A C3 N4B FLAT 0.1 N4A N5A N6A C5A C6A H5A H6A FLAT 0.1 N4B N5B N6B C5B C6B H5B H6B DELU 0.005 0.01 C3 N4A C3 N4B DELU 0.005 0.01 N5B C5B N5A C5A N6B C5B N6A C5A DELU 0.005 0.01 N4B C6B N4A C6A N6B C6B N6A C6A SIMU 0.005 0.01 C3 N4A C3 N4B SIMU 0.005 0.01 N5B C5B N5A C5A N6B C5B N6A C5A SIMU 0.005 0.01 N4B C6B N4A C6A N6B C6B N6A C6A ISOR 0.005 O9A O9B TEMP 23.000 WGHT 0.018200 1.084400 FVAR 0.23048 0.78403 0.69107 0.80258 MOLE 1 SM1 5 -0.037515 0.964481 0.685452 11.00000 0.02326 0.01080 = 0.01546 -0.00038 -0.00451 -0.00447 N1 3 -0.275210 0.650976 0.634558 11.00000 0.02479 0.01940 = 0.02316 -0.00195 -0.00007 -0.00741 N2 3 -0.305103 0.593375 0.735073 11.00000 0.03865 0.04134 = 0.02433 0.00388 0.00529 -0.00635 N3 3 -0.506426 0.791492 0.700948 11.00000 0.02499 0.03928 = 0.04217 -0.00932 0.00115 -0.00563 PART 1 N4A 3 0.576103 0.665124 0.325572 31.00000 0.02497 0.01959 = 0.03002 0.00402 0.00348 -0.00440 N5A 3 0.590409 0.788792 0.349337 31.00000 0.04596 0.03736 = 0.04440 0.00204 0.00385 -0.02840 N6A 3 0.662338 0.741230 0.169906 31.00000 0.05289 0.04952 = 0.04366 0.01157 0.01267 -0.01737 C5A 1 0.641715 0.827418 0.252591 31.00000 0.05123 0.04390 = 0.04763 0.00739 0.00781 -0.02656 AFIX 3 H5A 2 0.656954 0.910356 0.248903 31.00000 -1.20000 AFIX 0 C6A 1 0.621110 0.640547 0.222039 31.00000 0.04842 0.03901 = 0.03646 0.00316 0.01130 -0.00948 AFIX 3 H6A 2 0.581502 0.567077 0.183573 31.00000 -1.20000 AFIX 0 N4B 3 0.567199 0.674567 0.327096 -31.00000 0.03003 0.02548 = 0.02965 0.00453 0.00528 -0.00656 N5B 3 0.624118 0.768873 0.330039 -31.00000 0.05024 0.04487 = 0.04494 0.00532 0.00614 -0.02496 N6B 3 0.610251 0.748978 0.157646 -31.00000 0.04867 0.05007 = 0.04051 0.01144 0.00846 -0.01743 C5B 1 0.649373 0.811198 0.224414 -31.00000 0.05169 0.04659 = 0.04543 0.00998 0.01036 -0.02332 AFIX 3 H5B 2 0.702430 0.887506 0.212128 -31.00000 -1.20000 AFIX 0 C6B 1 0.569382 0.655089 0.218866 -31.00000 0.03845 0.03747 = 0.03149 0.00516 0.00636 -0.01077 AFIX 3 H6B 2 0.494777 0.642723 0.208386 -31.00000 -1.20000 AFIX 0 N7 3 0.098374 0.700097 1.064279 11.00000 0.04310 0.02470 = 0.01928 -0.00456 0.00158 -0.02317 N8 3 0.211221 0.739609 1.004857 11.00000 0.07568 0.06892 = 0.03856 -0.02834 0.02549 -0.05958 N9 3 0.123107 0.848306 1.164547 11.00000 0.03469 0.02178 = 0.02245 -0.00487 -0.00234 -0.01420 O1 4 0.175354 0.838124 0.553461 11.00000 0.03077 0.01849 = 0.03236 -0.00342 0.00842 -0.00301 O2 4 0.252532 0.831361 0.374153 11.00000 0.02848 0.01969 = 0.02793 0.00171 -0.00616 -0.00200 O3 4 0.043299 0.705653 0.746555 11.00000 0.06357 0.02273 = 0.01818 0.00410 -0.00024 -0.01426 O4 4 -0.046162 0.850856 0.881953 41.00000 0.04600 0.01668 = 0.02726 0.00202 -0.00005 -0.01054 PART 2 O4A 4 -0.117003 0.860200 0.851500 -41.00000 0.03034 0.01710 = 0.02477 0.00351 -0.00188 -0.00520 PART 0 O5 4 -0.147072 0.871965 0.569293 11.00000 0.03458 0.02038 = 0.02629 -0.00583 -0.00232 -0.01240 O6 4 -0.064654 0.857363 0.390280 11.00000 0.03778 0.01793 = 0.02579 0.00227 0.00146 -0.01278 O7 4 0.187651 0.928151 0.776148 11.00000 0.02193 0.03849 = 0.03112 0.00229 -0.00369 -0.00922 AFIX 3 H7A 2 0.177241 0.879381 0.829597 11.00000 -1.50000 H7B 2 0.278218 0.895545 0.747358 11.00000 -1.50000 AFIX 0 O8 4 -0.298292 0.970825 0.773572 11.00000 0.04956 0.07746 = 0.04755 0.00571 -0.00340 -0.02991 AFIX 3 H8A 2 -0.326936 0.931457 0.827596 11.00000 -1.50000 H8B 2 -0.369499 1.002473 0.738792 11.00000 -1.50000 AFIX 0 O9A 4 0.582468 0.866031 0.955180 21.00000 0.10000 0.12015 = 0.05855 0.01804 0.00913 -0.05656 AFIX 3 H9A 2 0.577861 0.877483 1.019722 21.00000 -1.50000 H9B 2 0.597910 0.932316 0.920980 21.00000 -1.50000 PART 2 AFIX 0 O9B 4 0.653803 0.897047 0.980187 -21.00000 0.08106 0.09587 = 0.05616 0.02840 0.00829 -0.03567 AFIX 3 H9C 2 0.735837 0.885712 0.940296 -21.00000 -1.50000 H9D 2 0.673153 0.869706 1.040768 -21.00000 -1.50000 PART 0 AFIX 0 C1 1 0.264526 0.783479 0.469730 11.00000 0.02008 0.01315 = 0.02705 -0.00127 -0.00171 -0.00511 C2 1 0.392636 0.640308 0.485772 11.00000 0.01972 0.01520 = 0.02143 -0.00156 -0.00274 -0.00365 C3 1 0.530576 0.584290 0.414408 11.00000 0.02218 0.01747 = 0.02131 0.00153 -0.00104 -0.00539 C4 1 0.364124 0.553194 0.572419 11.00000 0.01932 0.01893 = 0.02300 -0.00094 0.00119 -0.00314 AFIX 43 H4 2 0.273782 0.587239 0.621996 11.00000 -1.20000 AFIX 0 C7 1 -0.000923 0.730569 0.843866 11.00000 0.03449 0.01801 = 0.02353 0.00271 0.00036 -0.01324 C8 1 0.007989 0.609551 0.925069 11.00000 0.03835 0.01762 = 0.01721 0.00093 -0.00074 -0.01564 C9 1 0.047904 0.599796 1.028880 11.00000 0.03897 0.01945 = 0.01881 -0.00266 -0.00104 -0.01821 C10 1 -0.039269 0.507462 0.897532 11.00000 0.04359 0.02232 = 0.01668 0.00112 -0.00526 -0.01824 AFIX 43 H10 2 -0.065555 0.511287 0.828432 11.00000 -1.20000 AFIX 0 C11 1 0.048641 0.766064 1.157729 11.00000 0.03510 0.02326 = 0.01977 -0.00463 0.00005 -0.01609 AFIX 43 H11 2 -0.028286 0.755546 1.211033 11.00000 -1.20000 AFIX 0 C12 1 0.220711 0.828768 1.069400 11.00000 0.06096 0.05676 = 0.03974 -0.02154 0.01481 -0.04617 AFIX 43 H12 2 0.289231 0.874558 1.050828 11.00000 -1.20000 AFIX 0 C13 1 -0.134068 0.579244 0.565915 11.00000 0.02221 0.01629 = 0.02018 -0.00206 -0.00205 -0.00744 C14 1 -0.397400 0.768146 0.616175 11.00000 0.02418 0.02583 = 0.03567 -0.00148 -0.00390 -0.00633 AFIX 43 H14 2 -0.404031 0.824683 0.552657 11.00000 -1.20000 AFIX 0 C15 1 -0.444665 0.682258 0.771160 11.00000 0.03657 0.05211 = 0.03204 -0.00374 0.00934 -0.00723 AFIX 43 H15 2 -0.497067 0.671157 0.839544 11.00000 -1.20000 AFIX 0 C16 1 -0.095251 0.806486 0.482577 11.00000 0.02023 0.01495 = 0.02345 -0.00065 -0.00371 -0.00744 C17 1 -0.058050 0.649190 0.490643 11.00000 0.02402 0.01379 = 0.01888 0.00026 -0.00405 -0.00818 C18 1 -0.076065 0.433100 0.574627 11.00000 0.02542 0.01660 = 0.02029 0.00035 -0.00058 -0.00948 AFIX 43 H18 2 -0.128289 0.388890 0.625524 11.00000 -1.20000 AFIX 0 HKLF 4 REM SmL66 in P-1 REM R1 = 0.0171 for 5313 Fo > 4sig(Fo) and 0.0176 for all 5452 data REM 400 parameters refined using 195 restraints END WGHT 0.0182 1.0789 REM Instructions for potential hydrogen bonds HTAB C5A O7_$1 HTAB C5B O7_$1 HTAB C5A O7_$1 HTAB C5B O7_$1 HTAB O7 N8 HTAB O7 O4 HTAB O7 N3_$2 HTAB O8 O9A_$3 HTAB O8 O9B_$3 HTAB O8 N5A_$4 HTAB O9A N6A_$5 HTAB O9A N6B_$5 HTAB O9A O8_$2 HTAB O9B O8_$2 HTAB O9B O4A_$2 HTAB O9B O8_$2 HTAB C4 O3 HTAB C10 N2 HTAB C11 O6_$5 HTAB C14 N5A_$3 REM Highest difference peak 0.681, deepest hole -0.833, 1-sigma level 0.074 Q1 1 0.0354 0.9641 0.6609 11.00000 0.05 0.68 Q2 1 0.7425 0.9692 1.0561 11.00000 0.05 0.43 Q3 1 0.1263 0.7876 0.9964 11.00000 0.05 0.43 Q4 1 0.5236 0.9832 0.9881 11.00000 0.05 0.41 Q5 1 -0.0778 0.7296 0.4894 11.00000 0.05 0.39 ; _shelx_res_checksum 18465 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 Sm1 Sm -0.03752(2) 0.96448(2) 0.68545(2) 0.01693(4) Uani 1 1 d . . . . . N1 N -0.2752(2) 0.65098(17) 0.63456(14) 0.0231(3) Uani 1 1 d . . . . . N2 N -0.3051(3) 0.5934(2) 0.73507(16) 0.0392(5) Uani 1 1 d . . . . . N3 N -0.5064(2) 0.7915(2) 0.70095(18) 0.0377(4) Uani 1 1 d . . . . . N4A N 0.5761(10) 0.6651(9) 0.3256(8) 0.0275(8) Uani 0.691(16) 1 d D U P A 1 N5A N 0.5904(8) 0.7888(7) 0.3493(5) 0.0403(10) Uani 0.691(16) 1 d D U P A 1 N6A N 0.6623(9) 0.7412(6) 0.1699(5) 0.0529(11) Uani 0.691(16) 1 d D U P A 1 C5A C 0.6417(8) 0.8274(7) 0.2526(6) 0.0476(11) Uani 0.691(16) 1 d D U P A 1 H5A H 0.6570 0.9104 0.2489 0.057 Uiso 0.691(16) 1 d DR U P A 1 C6A C 0.6211(10) 0.6405(6) 0.2220(5) 0.0461(11) Uani 0.691(16) 1 d D U P A 1 H6A H 0.5815 0.5671 0.1836 0.055 Uiso 0.691(16) 1 d DR U P A 1 N4B N 0.567(2) 0.675(2) 0.3271(18) 0.0313(16) Uani 0.309(16) 1 d D U P A 1 N5B N 0.6241(18) 0.7689(18) 0.3300(13) 0.0468(16) Uani 0.309(16) 1 d D U P A 1 N6B N 0.6103(17) 0.7490(13) 0.1576(11) 0.0498(14) Uani 0.309(16) 1 d D U P A 1 C5B C 0.649(2) 0.8112(19) 0.2244(13) 0.0496(15) Uani 0.309(16) 1 d D U P A 1 H5B H 0.7024 0.8875 0.2121 0.060 Uiso 0.309(16) 1 d DR U P A 1 C6B C 0.5694(18) 0.6551(14) 0.2189(11) 0.0389(14) Uani 0.309(16) 1 d D U P A 1 H6B H 0.4948 0.6427 0.2084 0.047 Uiso 0.309(16) 1 d DR U P A 1 N7 N 0.0984(2) 0.70010(18) 1.06428(14) 0.0263(4) Uani 1 1 d . . . B 1 N8 N 0.2112(3) 0.7396(3) 1.00486(19) 0.0534(7) Uani 1 1 d . . . B 1 N9 N 0.1231(2) 0.84831(18) 1.16455(14) 0.0252(3) Uani 1 1 d . . . C 1 O1 O 0.17535(18) 0.83812(15) 0.55346(13) 0.0307(3) Uani 1 1 d . . . D 1 O2 O 0.25253(17) 0.83136(15) 0.37415(12) 0.0275(3) Uani 1 1 d . . . E 1 O3 O 0.0433(2) 0.70565(16) 0.74656(12) 0.0366(4) Uani 1 1 d . . . F 1 O4 O -0.0462(6) 0.8509(2) 0.8820(3) 0.0313(11) Uani 0.803(14) 1 d . . P D 1 O4A O -0.1170(18) 0.8602(8) 0.8515(10) 0.026(4) Uani 0.197(14) 1 d . . P D 2 O5 O -0.14707(18) 0.87196(15) 0.56929(12) 0.0264(3) Uani 1 1 d . . . . . O6 O -0.06465(19) 0.85736(15) 0.39028(12) 0.0275(3) Uani 1 1 d . . . . . O7 O 0.18765(18) 0.92815(18) 0.77615(13) 0.0315(3) Uani 1 1 d . . . . . H7A H 0.1772 0.8794 0.8296 0.047 Uiso 1 1 d R U . . . H7B H 0.2782 0.8955 0.7474 0.047 Uiso 1 1 d R U . . . O8 O -0.2983(3) 0.9708(3) 0.77357(18) 0.0575(5) Uani 1 1 d . . . . . H8A H -0.3269 0.9315 0.8276 0.086 Uiso 1 1 d R U . . . H8B H -0.3695 1.0025 0.7388 0.086 Uiso 1 1 d R U . . . O9A O 0.5825(8) 0.8660(6) 0.9552(4) 0.093(2) Uani 0.784(17) 1 d . U P . . H9A H 0.5779 0.8775 1.0197 0.139 Uiso 0.784(17) 1 d R U P G . H9B H 0.5979 0.9323 0.9210 0.139 Uiso 0.784(17) 1 d R U P . . O9B O 0.654(3) 0.8970(19) 0.9802(14) 0.082(7) Uani 0.216(17) 1 d . U P G 2 H9C H 0.7358 0.8857 0.9403 0.123 Uiso 0.216(17) 1 d R U P G 2 H9D H 0.6732 0.8697 1.0408 0.123 Uiso 0.216(17) 1 d R U P G 2 C1 C 0.2645(2) 0.78348(19) 0.46973(16) 0.0207(3) Uani 1 1 d . . . . . C2 C 0.3926(2) 0.64031(19) 0.48577(15) 0.0197(3) Uani 1 1 d . . . . . C3 C 0.5306(2) 0.5843(2) 0.41441(15) 0.0214(3) Uani 1 1 d D U . . . C4 C 0.3641(2) 0.5532(2) 0.57242(16) 0.0222(4) Uani 1 1 d . . . . . H4 H 0.2738 0.5872 0.6220 0.027 Uiso 1 1 calc R U . . . C7 C -0.0009(3) 0.7306(2) 0.84387(16) 0.0252(4) Uani 1 1 d . . . . . C8 C 0.0080(3) 0.6096(2) 0.92507(15) 0.0234(4) Uani 1 1 d . . . . . C9 C 0.0479(3) 0.5998(2) 1.02888(15) 0.0238(4) Uani 1 1 d . . . . . C10 C -0.0393(3) 0.5075(2) 0.89753(16) 0.0258(4) Uani 1 1 d . . . . . H10 H -0.0656 0.5113 0.8284 0.031 Uiso 1 1 calc R U . . . C11 C 0.0486(3) 0.7661(2) 1.15773(16) 0.0247(4) Uani 1 1 d . . . . . H11 H -0.0283 0.7555 1.2110 0.030 Uiso 1 1 calc R U . B 1 C12 C 0.2207(4) 0.8288(3) 1.0694(2) 0.0464(7) Uani 1 1 d . . . . . H12 H 0.2892 0.8746 1.0508 0.056 Uiso 1 1 calc R U . B 1 C13 C -0.1341(2) 0.57924(19) 0.56591(15) 0.0196(3) Uani 1 1 d . . . . . C14 C -0.3974(2) 0.7681(2) 0.61617(19) 0.0296(4) Uani 1 1 d . . . . . H14 H -0.4040 0.8247 0.5527 0.036 Uiso 1 1 calc R U . . . C15 C -0.4447(3) 0.6823(3) 0.7712(2) 0.0449(6) Uani 1 1 d . . . . . H15 H -0.4971 0.6712 0.8395 0.054 Uiso 1 1 calc R U . . . C16 C -0.0953(2) 0.80649(19) 0.48258(15) 0.0193(3) Uani 1 1 d . . . . . C17 C -0.0580(2) 0.64919(18) 0.49064(15) 0.0185(3) Uani 1 1 d . . . . . C18 C -0.0761(2) 0.43310(19) 0.57463(15) 0.0207(3) Uani 1 1 d . . . . . H18 H -0.1283 0.3889 0.6255 0.025 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.02326(5) 0.01080(5) 0.01546(5) -0.00038(3) -0.00451(3) -0.00447(3) N1 0.0248(8) 0.0194(7) 0.0232(8) -0.0020(6) -0.0001(6) -0.0074(6) N2 0.0386(11) 0.0413(11) 0.0243(9) 0.0039(8) 0.0053(8) -0.0063(9) N3 0.0250(9) 0.0393(11) 0.0422(11) -0.0093(9) 0.0011(8) -0.0056(8) N4A 0.0250(15) 0.0196(16) 0.0300(13) 0.0040(12) 0.0035(12) -0.0044(13) N5A 0.046(2) 0.037(2) 0.044(2) 0.0020(16) 0.0039(17) -0.0284(18) N6A 0.053(2) 0.0495(16) 0.0437(17) 0.0116(14) 0.0127(18) -0.0174(18) C5A 0.0512(18) 0.0439(19) 0.048(2) 0.0074(17) 0.0078(19) -0.0266(16) C6A 0.048(2) 0.0390(17) 0.0365(15) 0.0032(13) 0.0113(19) -0.0095(19) N4B 0.030(2) 0.025(2) 0.030(2) 0.005(2) 0.005(2) -0.007(2) N5B 0.050(3) 0.045(3) 0.045(3) 0.005(2) 0.006(3) -0.025(2) N6B 0.049(3) 0.050(2) 0.041(2) 0.0114(19) 0.008(2) -0.017(2) C5B 0.052(2) 0.047(2) 0.045(3) 0.010(2) 0.010(3) -0.023(2) C6B 0.038(3) 0.037(2) 0.031(2) 0.0052(19) 0.006(2) -0.011(2) N7 0.0431(10) 0.0247(8) 0.0193(8) -0.0046(6) 0.0016(7) -0.0232(8) N8 0.0757(17) 0.0689(16) 0.0386(12) -0.0283(11) 0.0255(11) -0.0596(15) N9 0.0347(9) 0.0218(8) 0.0224(8) -0.0049(6) -0.0023(7) -0.0142(7) O1 0.0308(8) 0.0185(7) 0.0324(8) -0.0034(6) 0.0084(6) -0.0030(6) O2 0.0285(7) 0.0197(7) 0.0279(7) 0.0017(5) -0.0062(6) -0.0020(6) O3 0.0636(11) 0.0227(7) 0.0182(7) 0.0041(6) -0.0002(7) -0.0143(7) O4 0.046(2) 0.0167(9) 0.0273(12) 0.0020(8) 0.0000(13) -0.0105(10) O4A 0.030(7) 0.017(4) 0.025(5) 0.004(3) -0.002(4) -0.005(3) O5 0.0346(8) 0.0204(7) 0.0263(7) -0.0058(5) -0.0023(6) -0.0124(6) O6 0.0378(8) 0.0179(6) 0.0258(7) 0.0023(5) 0.0015(6) -0.0128(6) O7 0.0219(7) 0.0385(9) 0.0311(8) 0.0023(6) -0.0037(6) -0.0092(6) O8 0.0496(12) 0.0775(16) 0.0476(12) 0.0057(11) -0.0034(9) -0.0299(11) O9A 0.100(4) 0.120(3) 0.059(2) 0.018(2) 0.009(2) -0.057(3) O9B 0.081(10) 0.096(9) 0.056(7) 0.028(6) 0.008(6) -0.036(6) C1 0.0201(8) 0.0131(8) 0.0271(9) -0.0013(7) -0.0017(7) -0.0051(7) C2 0.0197(8) 0.0152(8) 0.0214(8) -0.0016(6) -0.0027(7) -0.0037(7) C3 0.0222(8) 0.0175(8) 0.0213(8) 0.0015(6) -0.0010(7) -0.0054(7) C4 0.0193(8) 0.0189(8) 0.0230(9) -0.0009(7) 0.0012(7) -0.0031(7) C7 0.0345(10) 0.0180(9) 0.0235(9) 0.0027(7) 0.0004(8) -0.0132(8) C8 0.0383(11) 0.0176(8) 0.0172(8) 0.0009(7) -0.0007(7) -0.0156(8) C9 0.0390(11) 0.0195(9) 0.0188(8) -0.0027(7) -0.0010(7) -0.0182(8) C10 0.0436(12) 0.0223(9) 0.0167(8) 0.0011(7) -0.0053(8) -0.0182(9) C11 0.0351(10) 0.0233(9) 0.0198(9) -0.0046(7) 0.0000(7) -0.0161(8) C12 0.0610(17) 0.0568(16) 0.0397(13) -0.0215(12) 0.0148(12) -0.0462(15) C13 0.0222(8) 0.0163(8) 0.0202(8) -0.0021(6) -0.0021(7) -0.0074(7) C14 0.0242(10) 0.0258(10) 0.0357(11) -0.0015(8) -0.0039(8) -0.0063(8) C15 0.0366(13) 0.0521(16) 0.0320(12) -0.0037(11) 0.0093(10) -0.0072(11) C16 0.0202(8) 0.0149(8) 0.0235(9) -0.0006(6) -0.0037(7) -0.0074(6) C17 0.0240(9) 0.0138(8) 0.0189(8) 0.0003(6) -0.0041(7) -0.0082(7) C18 0.0254(9) 0.0166(8) 0.0203(8) 0.0004(6) -0.0006(7) -0.0095(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O4A Sm1 O5 97.0(4) . . ? O5 Sm1 O1 75.18(6) . . ? O4A Sm1 O6 143.4(4) . 2_576 ? O5 Sm1 O6 118.41(5) . 2_576 ? O1 Sm1 O6 77.31(5) . 2_576 ? O5 Sm1 O2 75.22(5) . 2_576 ? O1 Sm1 O2 119.38(5) . 2_576 ? O6 Sm1 O2 72.43(5) 2_576 2_576 ? O4A Sm1 O7 82.6(5) . . ? O5 Sm1 O7 147.07(5) . . ? O1 Sm1 O7 77.80(6) . . ? O6 Sm1 O7 72.62(5) 2_576 . ? O2 Sm1 O7 135.63(5) 2_576 . ? O4A Sm1 O8 48.4(5) . . ? O5 Sm1 O8 69.23(7) . . ? O1 Sm1 O8 140.81(7) . . ? O6 Sm1 O8 134.53(7) 2_576 . ? O2 Sm1 O8 66.63(7) 2_576 . ? O7 Sm1 O8 127.37(6) . . ? O5 Sm1 O3 76.17(5) . . ? O1 Sm1 O3 74.06(5) . . ? O6 Sm1 O3 142.89(6) 2_576 . ? O2 Sm1 O3 143.23(6) 2_576 . ? O7 Sm1 O3 78.61(6) . . ? O8 Sm1 O3 81.89(7) . . ? O5 Sm1 O4 111.93(11) . . ? O1 Sm1 O4 116.75(8) . . ? O6 Sm1 O4 129.66(11) 2_576 . ? O2 Sm1 O4 123.14(9) 2_576 . ? O7 Sm1 O4 64.99(12) . . ? O8 Sm1 O4 64.86(13) . . ? O3 Sm1 O4 50.55(6) . . ? O5 Sm1 N9 140.20(6) . 2_577 ? O1 Sm1 N9 142.72(6) . 2_577 ? O6 Sm1 N9 73.99(5) 2_576 2_577 ? O2 Sm1 N9 73.44(5) 2_576 2_577 ? O7 Sm1 N9 71.30(6) . 2_577 ? O8 Sm1 N9 76.14(7) . 2_577 ? O3 Sm1 N9 118.17(5) . 2_577 ? O4 Sm1 N9 67.82(6) . 2_577 ? C14 N1 N2 109.58(18) . . ? C14 N1 C13 130.93(18) . . ? N2 N1 C13 119.35(17) . . ? C15 N2 N1 102.3(2) . . ? C14 N3 C15 103.3(2) . . ? C6A N4A N5A 110.3(7) . . ? C5A N5A N4A 100.5(6) . . ? C6A N6A C5A 102.0(5) . . ? N5A C5A N6A 116.1(6) . . ? N5A C5A H5A 115.3 . . ? N6A C5A H5A 128.6 . . ? N5A C5A H5B 142.9 . . ? N6A C5A H5B 98.5 . . ? H5A C5A H5B 33.1 . . ? N4A C6A N6A 111.1(6) . . ? N4A C6A H6A 119.0 . . ? N6A C6A H6A 125.8 . . ? N4A C6A H6B 92.9 . . ? N6A C6A H6B 116.1 . . ? H6A C6A H6B 45.3 . . ? N5B N4B C6B 107.3(15) . . ? N5B N4B C3 129(2) . . ? C6B N4B C3 123(2) . . ? N4B N5B C5B 104.5(17) . . ? C5B N6B C6B 104.1(12) . . ? N6B C5B N5B 113.8(15) . . ? N6B C5B H5A 149.0 . . ? N5B C5B H5A 91.6 . . ? N6B C5B H5B 132.2 . . ? N5B C5B H5B 114.0 . . ? H5A C5B H5B 29.9 . . ? N6B C6B N4B 109.7(14) . . ? N6B C6B H6A 117.6 . . ? N4B C6B H6A 128.7 . . ? N6B C6B H6B 118.8 . . ? N4B C6B H6B 112.7 . . ? H6A C6B H6B 59.6 . . ? C11 N7 N8 109.55(17) . . ? C11 N7 C9 127.01(17) . . ? N8 N7 C9 123.42(17) . . ? C12 N8 N7 102.04(19) . . ? C11 N9 C12 102.88(17) . . ? C11 N9 Sm1 123.16(14) . 2_577 ? C12 N9 Sm1 132.67(14) . 2_577 ? C1 O1 Sm1 166.93(15) . . ? C1 O2 Sm1 126.30(13) . 2_576 ? C7 O3 Sm1 94.09(12) . . ? C7 O4 Sm1 90.59(18) . . ? C7 O4A Sm1 98.5(4) . . ? C16 O5 Sm1 133.88(13) . . ? C16 O6 Sm1 137.15(13) . 2_576 ? Sm1 O7 H7A 103.5 . . ? Sm1 O7 H7B 124.8 . . ? H7A O7 H7B 108.5 . . ? Sm1 O8 H8A 133.1 . . ? Sm1 O8 H8B 118.7 . . ? H8A O8 H8B 106.5 . . ? O9B O9A H9A 58.7 . . ? O9B O9A H9B 63.4 . . ? H9A O9A H9B 107.3 . . ? O9A O9B H9A 52.5 . . ? O9A O9B H9B 50.9 . . ? H9A O9B H9B 92.5 . . ? O9A O9B H9C 117.5 . . ? H9A O9B H9C 159.9 . . ? H9B O9B H9C 91.2 . . ? O9A O9B H9D 115.4 . . ? H9A O9B H9D 68.9 . . ? H9B O9B H9D 160.8 . . ? H9C O9B H9D 108.0 . . ? O2 C1 O1 126.10(18) . . ? O2 C1 C2 117.19(17) . . ? O1 C1 C2 116.56(17) . . ? C4 C2 C3 117.28(16) . . ? C4 C2 C1 117.55(17) . . ? C3 C2 C1 124.88(17) . . ? C4 C3 C2 122.05(17) 2_666 . ? C4 C3 N4B 119.4(7) 2_666 . ? C2 C3 N4B 118.5(7) . . ? C3 C4 C2 120.67(17) 2_666 . ? C3 C4 H4 119.7 2_666 . ? C2 C4 H4 119.7 . . ? O3 C7 O4 124.2(2) . . ? O3 C7 C8 118.95(18) . . ? O4 C7 C8 116.8(2) . . ? O4A C7 C8 124.1(4) . . ? C10 C8 C9 117.92(17) . . ? C10 C8 C7 117.48(18) . . ? C9 C8 C7 124.38(17) . . ? C10 C9 C8 121.00(17) 2_567 . ? C10 C9 N7 117.20(17) 2_567 . ? C8 C9 N7 121.80(17) . . ? C9 C10 C8 121.08(18) 2_567 . ? C9 C10 H10 119.5 2_567 . ? C8 C10 H10 119.5 . . ? N9 C11 N7 110.72(18) . . ? N9 C11 H11 124.6 . . ? N7 C11 H11 124.6 . . ? N8 C12 N9 114.8(2) . . ? N8 C12 H12 122.6 . . ? N9 C12 H12 122.6 . . ? C18 C13 C17 120.57(17) . . ? C18 C13 N1 116.36(17) . . ? C17 C13 N1 123.05(16) . . ? N3 C14 N1 110.0(2) . . ? N3 C14 H14 125.0 . . ? N1 C14 H14 125.0 . . ? N2 C15 N3 114.7(2) . . ? N2 C15 H15 122.6 . . ? N3 C15 H15 122.6 . . ? O6 C16 O5 126.15(17) . . ? O6 C16 C17 116.47(16) . . ? O5 C16 C17 117.29(16) . . ? C18 C17 C13 117.54(16) 2_566 . ? C18 C17 C16 115.81(16) 2_566 . ? C13 C17 C16 126.16(17) . . ? C13 C18 C17 121.89(17) . 2_566 ? C13 C18 H18 119.1 . . ? C17 C18 H18 119.1 2_566 . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O4A 2.377(8) . ? Sm1 O5 2.3805(14) . ? Sm1 O1 2.3902(14) . ? Sm1 O6 2.4360(14) 2_576 ? Sm1 O2 2.4458(14) 2_576 ? Sm1 O7 2.4680(15) . ? Sm1 O8 2.504(2) . ? Sm1 O3 2.5466(15) . ? Sm1 O4 2.607(3) . ? Sm1 N9 2.6231(17) 2_577 ? N1 C14 1.339(3) . ? N1 N2 1.364(2) . ? N1 C13 1.425(2) . ? N2 C15 1.312(3) . ? N3 C14 1.313(3) . ? N3 C15 1.355(4) . ? N4A C6A 1.306(10) . ? N4A N5A 1.401(14) . ? N5A C5A 1.304(6) . ? N6A C6A 1.322(7) . ? N6A C5A 1.369(8) . ? C5A H5A 0.9179 . ? C5A H5B 1.0419 . ? C6A H6A 1.1428 . ? C6A H6B 1.2294 . ? N4B N5B 1.29(3) . ? N4B C6B 1.38(2) . ? N4B C3 1.445(18) . ? N5B C5B 1.355(15) . ? N6B C5B 1.283(18) . ? N6B C6B 1.308(14) . ? C5B H5A 1.1294 . ? C5B H5B 1.0751 . ? C6B H6A 1.0076 . ? C6B H6B 0.7996 . ? N7 C11 1.329(2) . ? N7 N8 1.366(3) . ? N7 C9 1.432(2) . ? N8 C12 1.321(3) . ? N9 C11 1.316(3) . ? N9 C12 1.352(3) . ? N9 Sm1 2.6232(17) 2_577 ? O1 C1 1.251(2) . ? O2 C1 1.248(2) . ? O2 Sm1 2.4458(14) 2_576 ? O3 C7 1.232(3) . ? O4 C7 1.259(3) . ? O4A C7 1.359(10) . ? O5 C16 1.254(2) . ? O6 C16 1.250(2) . ? O6 Sm1 2.4360(14) 2_576 ? O7 H7A 0.8089 . ? O7 H7B 0.8192 . ? O8 H8A 0.8121 . ? O8 H8B 0.8057 . ? O9A O9B 0.96(3) . ? O9A H9A 0.8164 . ? O9A H9B 0.8175 . ? O9B H9A 0.8791 . ? O9B H9B 0.9415 . ? O9B H9C 0.8202 . ? O9B H9D 0.8043 . ? C1 C2 1.522(2) . ? C2 C4 1.392(3) . ? C2 C3 1.395(3) . ? C3 C4 1.391(3) 2_666 ? C4 C3 1.391(3) 2_666 ? C4 H4 0.9300 . ? C7 C8 1.510(3) . ? C8 C10 1.388(3) . ? C8 C9 1.393(3) . ? C9 C10 1.382(3) 2_567 ? C10 C9 1.382(3) 2_567 ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C18 1.388(2) . ? C13 C17 1.399(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.517(2) . ? C17 C18 1.392(3) 2_566 ? C18 C17 1.392(3) 2_566 ? C18 H18 0.9300 . ? 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 C14 H14 N5A 0.93 2.61 3.330(7) 134.6 1_455 C11 H11 O6 0.93 2.48 3.023(2) 117.4 1_556 C10 H10 N2 0.93 2.54 3.298(3) 139.4 . C4 H4 O3 0.93 2.41 3.333(3) 172.3 . O9B H9B O8 0.94 2.01 2.624(14) 121.3 1_655 O9B H9C O4A 0.82 1.57 2.39(2) 172.4 1_655 O9B H9B O8 0.94 2.01 2.624(14) 121.3 1_655 O9A H9B O8 0.82 2.01 2.673(5) 138.0 1_655 O9A H9A N6B 0.82 2.05 2.693(14) 135.3 1_556 O9A H9A N6A 0.82 2.28 2.937(8) 137.3 1_556 O8 H8B N5A 0.81 2.65 3.387(7) 153.4 2_576 O8 H8A O9B 0.81 1.89 2.624(14) 149.9 1_455 O8 H8A O9A 0.81 1.87 2.673(5) 171.6 1_455 O7 H7B N3 0.82 1.91 2.721(3) 169.1 1_655 O7 H7A O4 0.81 2.23 2.729(4) 120.4 . O7 H7A N8 0.81 2.49 3.272(3) 163.6 . C5B H5B O7 1.08 2.53 3.59(2) 168.6 2_676 C5A H5A O7 0.92 2.59 3.453(7) 157.0 2_676 C5B H5B O7 1.08 2.53 3.59(2) 168.6 2_676 C5A H5A O7 0.92 2.59 3.453(7) 157.0 2_676