#------------------------------------------------------------------------------ #$Date: 2021-07-31 11:27:07 +0300 (Sat, 31 Jul 2021) $ #$Revision: 267856 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/42/1564289.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_1564289 loop_ _publ_author_name 'Boukhemis, Ouafa' 'Bendjeddou, Lamia' 'Platas-Iglesias, Carlos' 'Esteban-G\'omez, David' 'Carcelli, Mauro' 'Merazig, Hocine' _publ_section_title ; Hydrothermal synthesis of six new lanthanides coordination polymers based on 1-H-benzimidazole-5-carboxylic acid: Structure, Hirshfeld analysis, thermal and spectroscopic properties ; _journal_name_full 'Inorganica Chimica Acta' _journal_page_first 119740 _journal_paper_doi 10.1016/j.ica.2020.119740 _journal_volume 510 _journal_year 2020 _chemical_absolute_configuration . _chemical_compound_source 'see text' _chemical_formula_moiety 'C24 H17 N6 O7 Sm ' _chemical_formula_sum 'C24 H17 N6 O7 Sm' _chemical_formula_weight 651.79 _chemical_name_systematic ; Catena-Poly [aqua( \m3-1H-benzimidazole-5-carboxylato \k4 N:O^5^ ,O^5^', O^5^') ( \m2-1H-benzimidazole-5-carboxylato \k2 O^5^ ,O^5^') ( \m2-1H-benzimidazole-5-carboxylato \k2 O^5^ ,O^5^') samarium(III)] ; _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_cell_setting triclinic _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 104.178(3) _cell_angle_beta 97.180(3) _cell_angle_gamma 109.423(2) _cell_formula_units_Z 2 _cell_length_a 8.8926(5) _cell_length_b 11.7486(7) _cell_length_c 12.2297(7) _cell_measurement_reflns_used 9693 _cell_measurement_temperature 296 _cell_measurement_theta_max 36.36 _cell_measurement_theta_min 2.99 _cell_measurement_wavelength 0.71073 _cell_volume 1138.12(12) _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_data_reduction SAINT _computing_molecular_graphics 'ORTEPIII (Farrugia, 2012)' _computing_publication_material ; WinGX (Farrugia, 2012), Mercury (Version 1.4; Macrae et al., 2006) and POVRay (Persistence of Vision Team, 2004) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SIR2002 (Burla et al, 2003)' _diffrn_ambient_temperature 296 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0154 _diffrn_reflns_av_unetI/netI 0.0113 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 25990 _diffrn_reflns_theta_full 25.24 _diffrn_reflns_theta_max 28.28 _diffrn_reflns_theta_min 3.09 _exptl_absorpt_coefficient_mu 2.641 _exptl_absorpt_correction_T_max 0.747 _exptl_absorpt_correction_T_min 0.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/5 (Bruker,2014) was used for absorption correction. wR2(int) was 0.0632 before and 0.0252 after correction. The Ratio of minimum to maximum transmission is 0.8295. The \l/2 correction factor is 0.00150. ; _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.902 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 642 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.721 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.089 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 349 _refine_ls_number_reflns 5610 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.074 _refine_ls_R_factor_all 0.0172 _refine_ls_R_factor_gt 0.0166 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.00 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'W=1/[\S^2^(FO^2^)+(0.0256P)^2^+1.0983P] WHERE P=(FO^2^+2FC^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.0462 _reflns_number_gt 5471 _reflns_number_total 5610 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ICA-2020-510-119740.cif _cod_data_source_block 4 _cod_database_code 1564289 _shelx_res_file ; TITL Lamia_Sm_0m_a.res in P-1 lamia_Sm_0m_a.res created by SHELXL-2018/3 at 09:16:08 on 24-Oct-2019 CELL 0.71073 8.8926 11.7486 12.2297 104.178 97.18 109.423 ZERR 2 0.0005 0.0007 0.0007 0.003 0.003 0.002 LATT 1 SFAC C H Sm N O UNIT 48 34 2 12 14 DFIX 0.85 0.01 H1W O1W DFIX 0.85 0.01 H2W O1W DFIX 1.39 H2W H1W L.S. 4 PLAN 20 TEMP 23 LIST 4 fmap 2 acta MERG 2 SHEL 50 0.75 OMIT 0 0 1 OMIT 0 1 0 OMIT 0 -1 1 OMIT -1 1 0 OMIT 1 0 0 OMIT 0 -1 2 OMIT -2 3 2 OMIT 0 -2 4 OMIT 3 -4 2 OMIT 3 -4 4 OMIT -2 1 3 OMIT 0 3 1 OMIT -4 5 0 OMIT 0 -1 3 OMIT -1 -1 5 OMIT -1 -1 4 OMIT -3 4 2 OMIT -1 -4 4 OMIT 1 3 0 OMIT 1 0 1 WGHT 0.025600 1.098300 FVAR 0.49431 SM1 3 0.231878 0.116630 0.512159 11.00000 0.01087 0.01373 = 0.01993 0.00766 0.00200 0.00452 O2W 5 0.358671 0.006826 0.373651 11.00000 0.02246 0.01831 = 0.02378 0.00890 0.00763 0.01163 AFIX 2 H1W 2 0.397074 -0.048266 0.377955 11.00000 -1.50000 H2W 2 0.361898 0.021087 0.309876 11.00000 -1.50000 AFIX 0 O7 5 0.111019 0.270881 0.503870 11.00000 0.01187 0.01835 = 0.03742 0.01068 0.00250 0.00754 O5 5 -0.102860 0.101118 0.493203 11.00000 0.02098 0.01466 = 0.02751 0.01150 0.00641 0.00814 O2 5 -0.067269 -0.051683 0.685505 11.00000 0.01525 0.03270 = 0.02042 0.00870 -0.00022 0.00612 O4 5 0.436468 0.332679 0.686718 11.00000 0.01812 0.01957 = 0.03613 0.01235 0.00336 0.00897 O3 5 0.497666 0.163372 0.640021 11.00000 0.01427 0.01720 = 0.02354 0.00547 -0.00060 0.00583 N6 4 -0.469329 0.438869 0.360573 11.00000 0.01712 0.01761 = 0.02912 0.01422 0.00561 0.00976 AFIX 43 H6N 2 -0.466025 0.499653 0.332328 11.00000 -1.20000 AFIX 0 N1 4 0.542512 0.189315 1.074892 11.00000 0.01981 0.02511 = 0.02229 0.00416 -0.00247 0.00244 AFIX 43 H1N 2 0.617586 0.251814 1.064744 11.00000 -1.20000 AFIX 0 N4 4 1.206547 0.566974 0.910322 11.00000 0.01852 0.02558 = 0.02667 0.00567 -0.00219 -0.00120 O1 5 0.145168 0.119959 0.692593 11.00000 0.02554 0.02362 = 0.01945 0.00995 0.00529 0.00946 N5 4 -0.570512 0.278012 0.431213 11.00000 0.01238 0.01683 = 0.02754 0.01146 0.00619 0.00763 C21 1 -0.343028 0.398968 0.383928 11.00000 0.01446 0.01317 = 0.01776 0.00706 0.00230 0.00628 N3 4 1.134334 0.360141 0.817526 11.00000 0.01728 0.02436 = 0.03200 0.00593 0.00025 0.00719 AFIX 43 H3N 2 1.144415 0.289016 0.789885 11.00000 -1.20000 AFIX 0 C19 1 -0.089345 0.373810 0.397792 11.00000 0.01293 0.01701 = 0.02193 0.00955 0.00466 0.00459 AFIX 43 H19 2 0.017643 0.397697 0.388098 11.00000 -1.20000 AFIX 0 C20 1 -0.184060 0.437852 0.367103 11.00000 0.01558 0.01455 = 0.02184 0.01021 0.00507 0.00395 AFIX 43 H20 2 -0.143646 0.504091 0.336516 11.00000 -1.20000 AFIX 0 N2 4 0.417283 0.046426 1.159230 11.00000 0.03026 0.03166 = 0.01737 0.00718 -0.00007 0.01224 C22 1 -0.407270 0.297644 0.427757 11.00000 0.01141 0.01351 = 0.01899 0.00735 0.00386 0.00536 C18 1 -0.150799 0.272819 0.443592 11.00000 0.01136 0.01355 = 0.01781 0.00682 0.00189 0.00548 C13 1 1.037470 0.512219 0.868202 11.00000 0.01921 0.01799 = 0.01917 0.00448 0.00062 0.00102 C23 1 -0.310765 0.232944 0.457826 11.00000 0.01205 0.01462 = 0.02040 0.01022 0.00422 0.00523 AFIX 43 H23 2 -0.352059 0.165251 0.486500 11.00000 -1.20000 AFIX 0 C6 1 0.389657 0.117685 1.002722 11.00000 0.01721 0.02032 = 0.01905 0.00353 -0.00013 0.00413 C5 1 0.313725 0.027800 1.055873 11.00000 0.02315 0.02287 = 0.01727 0.00652 0.00169 0.00828 C24 1 -0.599417 0.364364 0.390471 11.00000 0.01579 0.02049 = 0.03003 0.01291 0.00627 0.01012 AFIX 43 H24 2 -0.699936 0.373281 0.382959 11.00000 -1.20000 AFIX 0 C8 1 0.550732 0.141919 1.164306 11.00000 0.02659 0.03002 = 0.01813 0.00135 -0.00280 0.01112 AFIX 43 H8 2 0.642967 0.173996 1.224548 11.00000 -1.20000 AFIX 0 C7 1 0.314798 0.121877 0.898221 11.00000 0.01898 0.02209 = 0.02053 0.00903 0.00173 0.00293 AFIX 43 H7 2 0.366196 0.183138 0.864870 11.00000 -1.20000 AFIX 0 C14 1 0.990949 0.382440 0.809695 11.00000 0.01622 0.01947 = 0.02156 0.00622 0.00147 0.00508 C3 1 0.084122 -0.064167 0.895644 11.00000 0.01866 0.02368 = 0.02364 0.00901 0.00062 0.00131 AFIX 43 H3 2 -0.018074 -0.126400 0.857085 11.00000 -1.20000 AFIX 0 C16 1 1.256012 0.473022 0.877592 11.00000 0.01565 0.03186 = 0.03034 0.00913 -0.00107 0.00271 AFIX 43 H16 2 1.365447 0.483034 0.894218 11.00000 -1.20000 AFIX 0 C11 1 0.758879 0.488416 0.818263 11.00000 0.02257 0.01950 = 0.02720 0.00522 0.00330 0.00961 AFIX 43 H11 2 0.678635 0.522829 0.820815 11.00000 -1.20000 AFIX 0 C4 1 0.159089 -0.066111 1.000673 11.00000 0.02678 0.02488 = 0.02611 0.01352 0.00320 0.00299 AFIX 43 H4 2 0.108414 -0.127896 1.033713 11.00000 -1.20000 AFIX 0 C12 1 0.919169 0.565793 0.872983 11.00000 0.02762 0.01559 = 0.02797 0.00148 0.00162 0.00464 AFIX 43 H12 2 0.947383 0.651190 0.911906 11.00000 -1.20000 AFIX 0 C10 1 0.713217 0.358243 0.758408 11.00000 0.01580 0.01747 = 0.01949 0.00532 0.00039 0.00365 C17 1 -0.041596 0.211146 0.482258 11.00000 0.01448 0.01482 = 0.01790 0.00616 0.00409 0.00826 C2 1 0.159045 0.030157 0.845386 11.00000 0.01655 0.02134 = 0.01735 0.00712 0.00141 0.00570 C1 1 0.071682 0.031514 0.733440 11.00000 0.01727 0.02301 = 0.01503 0.00559 0.00328 0.01011 C15 1 0.829961 0.303581 0.754358 11.00000 0.01715 0.01597 = 0.02380 0.00309 -0.00071 0.00392 AFIX 43 H15 2 0.801611 0.217957 0.716278 11.00000 -1.20000 AFIX 0 C9 1 0.539212 0.281201 0.693053 11.00000 0.01543 0.01764 = 0.01838 0.00843 0.00291 0.00541 HKLF 4 REM Lamia_Sm_0m_a.res in P-1 REM wR2 = 0.0462, GooF = S = 1.074, Restrained GooF = 1.074 for all data REM R1 = 0.0166 for 5471 Fo > 4sig(Fo) and 0.0172 for all 5610 data REM 349 parameters refined using 3 restraints END WGHT 0.0234 1.0181 REM Highest difference peak 0.721, deepest hole -0.289, 1-sigma level 0.089 Q1 1 -0.2970 0.3544 0.5396 11.00000 0.05 0.72 Q2 1 -0.3648 0.3503 0.4034 11.00000 0.05 0.59 Q3 1 -0.2264 0.2593 0.4515 11.00000 0.05 0.58 Q4 1 -0.1232 0.3271 0.4187 11.00000 0.05 0.55 Q5 1 1.0029 0.4404 0.8434 11.00000 0.05 0.52 Q6 1 -0.2672 0.4210 0.3713 11.00000 0.05 0.51 Q7 1 -0.3572 0.2651 0.4345 11.00000 0.05 0.47 Q8 1 0.3462 0.0646 1.0216 11.00000 0.05 0.47 Q9 1 -0.1008 0.2456 0.4622 11.00000 0.05 0.45 Q10 1 -0.1421 0.4008 0.3825 11.00000 0.05 0.45 Q11 1 -0.5388 0.4034 0.3712 11.00000 0.05 0.44 Q12 1 -0.3929 0.4269 0.3738 11.00000 0.05 0.44 Q13 1 0.0416 0.2438 0.5001 11.00000 0.05 0.43 Q14 1 0.1213 -0.0049 0.8777 11.00000 0.05 0.43 Q15 1 0.2349 0.0776 0.8812 11.00000 0.05 0.41 Q16 1 0.3130 0.1792 0.5227 11.00000 0.05 0.40 Q17 1 0.1139 0.0348 0.7952 11.00000 0.05 0.40 Q18 1 0.6256 0.3257 0.7251 11.00000 0.05 0.39 Q19 1 -0.0673 0.1048 0.4847 11.00000 0.05 0.39 Q20 1 0.9098 0.3424 0.7839 11.00000 0.05 0.39 ; loop_ _symmetry_equiv_pos_as_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 0.23188(2) 0.11663(2) 0.51216(2) 0.01453(3) Uani 1 1 d . . . . . O1W O 0.35867(17) 0.00683(12) 0.37365(12) 0.0198(3) Uani 1 1 d D . . . . H1W H 0.397(3) -0.048(2) 0.378(2) 0.030 Uiso 1 1 d D . . . . H2W H 0.362(3) 0.021(2) 0.3099(14) 0.030 Uiso 1 1 d D . . . . O7 O 0.11102(16) 0.27088(13) 0.50387(13) 0.0219(3) Uani 1 1 d . . . . . O5 O -0.10286(16) 0.10112(12) 0.49320(12) 0.0196(3) Uani 1 1 d . . . . . O2 O -0.06727(16) -0.05168(14) 0.68550(12) 0.0239(3) Uani 1 1 d . . . . . O4 O 0.43647(17) 0.33268(13) 0.68672(13) 0.0236(3) Uani 1 1 d . . . . . O3 O 0.49767(15) 0.16337(12) 0.64002(11) 0.0190(2) Uani 1 1 d . . . . . N6 N -0.46933(19) 0.43887(15) 0.36057(14) 0.0190(3) Uani 1 1 d . . . . . H6N H -0.466025 0.499653 0.332328 0.023 Uiso 1 1 calc R . . . . N1 N 0.5425(2) 0.18931(17) 1.07489(15) 0.0253(3) Uani 1 1 d . . . . . H1N H 0.617586 0.251814 1.064744 0.030 Uiso 1 1 calc R . . . . N4 N 1.2065(2) 0.56697(17) 0.91032(15) 0.0273(4) Uani 1 1 d . . . . . O1 O 0.14517(17) 0.11996(13) 0.69259(11) 0.0222(3) Uani 1 1 d . . . . . N5 N -0.57051(18) 0.27801(14) 0.43121(14) 0.0173(3) Uani 1 1 d . . . . . C21 C -0.3430(2) 0.39897(15) 0.38393(15) 0.0145(3) Uani 1 1 d . . . . . N3 N 1.1343(2) 0.36014(17) 0.81753(16) 0.0258(3) Uani 1 1 d . . . . . H3N H 1.144415 0.289016 0.789885 0.031 Uiso 1 1 calc R . . . . C19 C -0.0893(2) 0.37381(16) 0.39779(15) 0.0168(3) Uani 1 1 d . . . . . H19 H 0.017643 0.397697 0.388098 0.020 Uiso 1 1 calc R . . . . C20 C -0.1841(2) 0.43785(16) 0.36710(15) 0.0168(3) Uani 1 1 d . . . . . H20 H -0.143646 0.504091 0.336516 0.020 Uiso 1 1 calc R . . . . N2 N 0.4173(2) 0.04643(18) 1.15923(14) 0.0269(4) Uani 1 1 d . . . . . C22 C -0.4073(2) 0.29764(15) 0.42776(15) 0.0140(3) Uani 1 1 d . . . . . C18 C -0.1508(2) 0.27282(16) 0.44359(14) 0.0138(3) Uani 1 1 d . . . . . C13 C 1.0375(2) 0.51222(17) 0.86820(16) 0.0210(4) Uani 1 1 d . . . . . C23 C -0.3108(2) 0.23294(16) 0.45783(15) 0.0146(3) Uani 1 1 d . . . . . H23 H -0.352059 0.165251 0.486500 0.018 Uiso 1 1 calc R . . . . C6 C 0.3897(2) 0.11768(18) 1.00272(16) 0.0205(3) Uani 1 1 d . . . . . C5 C 0.3137(2) 0.02780(18) 1.05587(16) 0.0214(4) Uani 1 1 d . . . . . C24 C -0.5994(2) 0.36436(18) 0.39047(17) 0.0201(3) Uani 1 1 d . . . . . H24 H -0.699936 0.373281 0.382959 0.024 Uiso 1 1 calc R . . . . C8 C 0.5507(3) 0.1419(2) 1.16431(17) 0.0267(4) Uani 1 1 d . . . . . H8 H 0.642967 0.173996 1.224548 0.032 Uiso 1 1 calc R . . . . C7 C 0.3148(2) 0.12188(18) 0.89822(16) 0.0216(4) Uani 1 1 d . . . . . H7 H 0.366196 0.183138 0.864870 0.026 Uiso 1 1 calc R . . . . C14 C 0.9909(2) 0.38244(17) 0.80970(16) 0.0198(3) Uani 1 1 d . . . . . C3 C 0.0841(2) -0.06417(19) 0.89564(17) 0.0238(4) Uani 1 1 d . . . . . H3 H -0.018074 -0.126400 0.857085 0.029 Uiso 1 1 calc R . . . . C16 C 1.2560(2) 0.4730(2) 0.87759(19) 0.0283(4) Uani 1 1 d . . . . . H16 H 1.365447 0.483034 0.894218 0.034 Uiso 1 1 calc R . . . . C11 C 0.7589(2) 0.48842(18) 0.81826(17) 0.0232(4) Uani 1 1 d . . . . . H11 H 0.678635 0.522829 0.820815 0.028 Uiso 1 1 calc R . . . . C4 C 0.1591(3) -0.0661(2) 1.00067(18) 0.0269(4) Uani 1 1 d . . . . . H4 H 0.108414 -0.127896 1.033713 0.032 Uiso 1 1 calc R . . . . C12 C 0.9192(3) 0.56579(18) 0.87298(18) 0.0261(4) Uani 1 1 d . . . . . H12 H 0.947383 0.651190 0.911906 0.031 Uiso 1 1 calc R . . . . C10 C 0.7132(2) 0.35824(17) 0.75841(16) 0.0187(3) Uani 1 1 d . . . . . C17 C -0.0416(2) 0.21115(16) 0.48226(15) 0.0147(3) Uani 1 1 d . . . . . C2 C 0.1590(2) 0.03016(17) 0.84539(15) 0.0188(3) Uani 1 1 d . . . . . C1 C 0.0717(2) 0.03151(18) 0.73344(15) 0.0178(3) Uani 1 1 d . . . . . C15 C 0.8300(2) 0.30358(17) 0.75436(16) 0.0207(3) Uani 1 1 d . . . . . H15 H 0.801611 0.217957 0.716278 0.025 Uiso 1 1 calc R . . . . C9 C 0.5392(2) 0.28120(17) 0.69305(15) 0.0169(3) 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 Sm1 0.0109(1) 0.0137(1) 0.0199(1) 0.0077(1) 0.0020(1) 0.0045(1) O1 0.0255(7) 0.0236(7) 0.0195(6) 0.0100(5) 0.0053(5) 0.0095(5) O2 0.0152(6) 0.0327(7) 0.0204(6) 0.0087(5) -0.0002(5) 0.0061(5) O1W 0.0225(6) 0.0183(6) 0.0238(6) 0.0089(5) 0.0076(5) 0.0116(5) O3 0.0143(6) 0.0172(6) 0.0235(6) 0.0055(5) -0.0006(5) 0.0058(5) O4 0.0181(6) 0.0196(6) 0.0361(8) 0.0123(6) 0.0034(5) 0.0090(5) O5 0.0210(6) 0.0147(6) 0.0275(7) 0.0115(5) 0.0064(5) 0.0081(5) O7 0.0119(6) 0.0183(6) 0.0374(8) 0.0107(5) 0.0025(5) 0.0075(5) N1 0.0198(8) 0.0251(8) 0.0223(8) 0.0042(6) -0.0025(6) 0.0024(6) N2 0.0303(9) 0.0317(9) 0.0174(7) 0.0072(7) -0.0001(6) 0.0122(7) N3 0.0173(7) 0.0244(8) 0.0320(9) 0.0059(7) 0.0002(6) 0.0072(6) N4 0.0185(8) 0.0256(8) 0.0267(8) 0.0057(7) -0.0022(6) -0.0012(6) N5 0.0124(6) 0.0168(7) 0.0275(8) 0.0115(6) 0.0062(6) 0.0076(5) N6 0.0171(7) 0.0176(7) 0.0291(8) 0.0142(6) 0.0056(6) 0.0098(6) C1 0.0173(8) 0.0230(8) 0.0150(7) 0.0056(6) 0.0033(6) 0.0101(7) C2 0.0166(8) 0.0213(8) 0.0174(8) 0.0071(6) 0.0014(6) 0.0057(7) C3 0.0187(8) 0.0237(9) 0.0236(9) 0.0090(7) 0.0006(7) 0.0013(7) C4 0.0268(10) 0.0249(9) 0.0261(9) 0.0135(8) 0.0032(8) 0.0030(8) C5 0.0232(9) 0.0229(9) 0.0173(8) 0.0065(7) 0.0017(7) 0.0083(7) C6 0.0172(8) 0.0203(8) 0.0190(8) 0.0035(7) -0.0001(6) 0.0041(7) C7 0.0190(8) 0.0221(9) 0.0205(8) 0.0090(7) 0.0017(7) 0.0029(7) C8 0.0266(10) 0.0300(10) 0.0181(8) 0.0013(7) -0.0028(7) 0.0111(8) C9 0.0154(8) 0.0176(8) 0.0184(8) 0.0084(6) 0.0029(6) 0.0054(6) C10 0.0158(8) 0.0175(8) 0.0195(8) 0.0053(6) 0.0004(6) 0.0037(6) C11 0.0226(9) 0.0195(9) 0.0272(9) 0.0052(7) 0.0033(7) 0.0096(7) C12 0.0276(10) 0.0156(8) 0.0280(9) 0.0015(7) 0.0016(8) 0.0046(7) C13 0.0192(8) 0.0180(8) 0.0192(8) 0.0045(7) 0.0006(6) 0.0010(7) C14 0.0162(8) 0.0195(8) 0.0216(8) 0.0062(7) 0.0015(6) 0.0051(7) C15 0.0172(8) 0.0160(8) 0.0238(8) 0.0031(7) -0.0007(7) 0.0039(7) C16 0.0156(8) 0.0319(10) 0.0303(10) 0.0091(8) -0.0011(7) 0.0027(8) C17 0.0145(7) 0.0148(7) 0.0179(7) 0.0062(6) 0.0041(6) 0.0083(6) C18 0.0114(7) 0.0135(7) 0.0178(7) 0.0068(6) 0.0019(6) 0.0055(6) C19 0.0129(7) 0.0170(8) 0.0219(8) 0.0096(6) 0.0047(6) 0.0046(6) C20 0.0156(8) 0.0146(7) 0.0218(8) 0.0102(6) 0.0051(6) 0.0039(6) C21 0.0145(7) 0.0132(7) 0.0178(7) 0.0071(6) 0.0023(6) 0.0063(6) C22 0.0114(7) 0.0135(7) 0.0190(7) 0.0074(6) 0.0039(6) 0.0054(6) C23 0.0120(7) 0.0146(7) 0.0204(8) 0.0102(6) 0.0042(6) 0.0052(6) C24 0.0158(8) 0.0205(8) 0.0300(9) 0.0129(7) 0.0063(7) 0.0101(7) 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Sm1 O1W 142.29(5) . . . yes O1 Sm1 O3 80.92(5) . . . yes O1 Sm1 O4 69.45(5) . . . yes O1 Sm1 O7 85.45(5) . . . yes O1 Sm1 N5 136.69(5) . . 1_655 yes O1 Sm1 O2 129.74(5) . . 2_556 yes O1 Sm1 O5 73.16(5) . . 2_556 yes O1W Sm1 O3 79.53(5) . . . yes O1W Sm1 O4 117.80(5) . . . yes O1W Sm1 O7 132.04(5) . . . yes O1W Sm1 N5 69.78(5) . . 1_655 yes O2 Sm1 O1W 70.52(5) 2_556 . . yes O1W Sm1 O5 77.78(5) . . 2_556 yes O3 Sm1 O4 49.23(5) . . . yes O3 Sm1 O7 124.43(5) . . . yes O3 Sm1 N5 79.36(5) . . 1_655 yes O2 Sm1 O3 148.30(5) 2_556 . . yes O3 Sm1 O5 97.38(5) . . 2_556 yes O4 Sm1 O7 75.51(5) . . . yes O4 Sm1 N5 68.43(5) . . 1_655 yes O2 Sm1 O4 140.36(5) 2_556 . . yes O4 Sm1 O5 132.63(5) . . 2_556 yes O7 Sm1 N5 74.85(5) . . 1_655 yes O2 Sm1 O7 72.75(5) 2_556 . . yes O5 Sm1 O7 129.26(5) 2_556 . . yes O2 Sm1 N5 80.75(5) 2_556 . 1_655 yes O5 Sm1 N5 147.47(5) 2_556 . 1_655 yes O2 Sm1 O5 86.44(5) 2_556 . 2_556 yes Sm1 O1 C1 132.41(12) . . . yes Sm1 O2 C1 130.99(13) 2_556 . . yes Sm1 O3 C9 101.13(11) . . . yes Sm1 O4 C9 88.24(11) . . . yes Sm1 O5 C17 172.77(12) 2_556 . . yes Sm1 O7 C17 105.81(12) . . . yes C6 N1 C8 106.47(19) . . . yes C5 N2 C8 103.97(18) . . . yes H1W O1W H2W 110(2) . . . no Sm1 O1W H1W 129.9(16) . . . no Sm1 O1W H2W 119.6(17) . . . no C14 N3 C16 106.15(18) . . . yes C13 N4 C16 104.32(18) . . . yes Sm1 N5 C24 127.50(13) 1_455 . . yes C22 N5 C24 104.47(16) . . . yes Sm1 N5 C22 127.94(12) 1_455 . . yes C21 N6 C24 107.00(16) . . . yes O1 C1 O2 123.81(17) . . . yes O1 C1 C2 117.11(17) . . . yes C6 N1 H1N 127.00 . . . no C8 N1 H1N 127.00 . . . no O2 C1 C2 119.08(18) . . . yes C1 C2 C3 119.95(17) . . . no C1 C2 C7 119.16(17) . . . no C3 C2 C7 120.90(17) . . . no C16 N3 H3N 127.00 . . . no C14 N3 H3N 127.00 . . . no C2 C3 C4 121.51(19) . . . no C3 C4 C5 117.9(2) . . . no N2 C5 C6 109.93(17) . . . yes N2 C5 C4 130.00(19) . . . yes C4 C5 C6 119.98(18) . . . no N1 C6 C5 105.22(17) . . . yes N1 C6 C7 132.13(19) . . . yes C5 C6 C7 122.64(18) . . . no C21 N6 H6N 126.00 . . . no C24 N6 H6N 127.00 . . . no C2 C7 C6 116.96(18) . . . no N1 C8 N2 114.4(2) . . . yes O3 C9 O4 120.03(17) . . . yes O3 C9 C10 119.38(17) . . . yes O4 C9 C10 120.54(17) . . . yes C9 C10 C11 119.43(17) . . . no C9 C10 C15 120.06(17) . . . no C11 C10 C15 120.41(18) . . . no C10 C11 C12 121.91(19) . . . no C11 C12 C13 118.11(19) . . . no C12 C13 C14 119.67(18) . . . no N4 C13 C14 109.54(17) . . . yes N4 C13 C12 130.76(19) . . . yes N3 C14 C15 131.61(19) . . . yes C13 C14 C15 122.76(18) . . . no N3 C14 C13 105.58(17) . . . yes C10 C15 C14 117.13(18) . . . no N3 C16 N4 114.42(18) . . . yes O5 C17 O7 121.75(18) . . . yes O7 C17 C18 118.26(17) . . . yes O5 C17 C18 119.99(17) . . . yes C17 C18 C19 119.89(17) . . . no C17 C18 C23 119.02(16) . . . no C19 C18 C23 121.04(17) . . . no C18 C19 C20 121.52(17) . . . no C19 C20 C21 117.02(17) . . . no C20 C21 C22 122.37(17) . . . no N6 C21 C22 105.43(16) . . . yes N6 C21 C20 132.14(17) . . . yes N5 C22 C23 130.44(17) . . . yes N5 C22 C21 109.38(16) . . . yes C21 C22 C23 120.17(17) . . . no C18 C23 C22 117.87(17) . . . no N5 C24 N6 113.72(17) . . . yes C2 C3 H3 119.00 . . . no C4 C3 H3 119.00 . . . no C3 C4 H4 121.00 . . . no C5 C4 H4 121.00 . . . no C2 C7 H7 122.00 . . . no C6 C7 H7 122.00 . . . no N1 C8 H8 123.00 . . . no N2 C8 H8 123.00 . . . no C10 C11 H11 119.00 . . . no C12 C11 H11 119.00 . . . no C11 C12 H12 121.00 . . . no C13 C12 H12 121.00 . . . no C10 C15 H15 121.00 . . . no C14 C15 H15 121.00 . . . no N3 C16 H16 123.00 . . . no N4 C16 H16 123.00 . . . no C18 C19 H19 119.00 . . . no C20 C19 H19 119.00 . . . no C19 C20 H20 121.00 . . . no C21 C20 H20 122.00 . . . no C18 C23 H23 121.00 . . . no C22 C23 H23 121.00 . . . no N5 C24 H24 123.00 . . . no N6 C24 H24 123.00 . . . no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O1 2.4225(14) . . yes Sm1 O1W 2.4858(15) . . yes Sm1 O3 2.4750(14) . . yes Sm1 O4 2.7593(15) . . yes Sm1 O7 2.4099(15) . . yes Sm1 N5 2.6079(17) . 1_655 yes Sm1 O2 2.4571(14) . 2_556 yes Sm1 O5 2.4109(14) . 2_556 yes Sm1 O5 2.8972(14) . . yes O1 C1 1.281(3) . . yes O2 C1 1.249(2) . . yes O3 C9 1.278(2) . . yes O4 C9 1.257(2) . . yes O5 C17 1.273(2) . . yes O7 C17 1.261(2) . . yes N1 C6 1.382(3) . . yes N1 C8 1.348(3) . . yes N2 C5 1.391(3) . . yes N2 C8 1.316(3) . . yes O1W H2W 0.838(18) . . no O1W H1W 0.83(3) . . no N3 C14 1.381(3) . . yes N3 C16 1.356(3) . . yes N4 C16 1.313(3) . . yes N4 C13 1.392(3) . . yes N5 C22 1.400(3) . . yes N5 C24 1.316(3) . . yes N6 C21 1.378(3) . . yes N6 C24 1.352(3) . . yes N1 H1N 0.8600 . . no C1 C2 1.494(3) . . no C2 C7 1.393(3) . . no C2 C3 1.412(3) . . no C3 C4 1.380(3) . . no N3 H3N 0.8600 . . no C4 C5 1.399(3) . . no C5 C6 1.402(3) . . no N6 H6N 0.8600 . . no C6 C7 1.385(3) . . no C9 C10 1.502(3) . . no C10 C11 1.416(3) . . no C10 C15 1.391(3) . . no C11 C12 1.381(3) . . no C12 C13 1.394(3) . . no C13 C14 1.407(3) . . no C14 C15 1.390(3) . . no C17 C18 1.488(3) . . no C18 C19 1.411(3) . . no C18 C23 1.390(3) . . no C19 C20 1.378(3) . . no C20 C21 1.392(3) . . no C21 C22 1.403(2) . . no C22 C23 1.393(3) . . no C3 H3 0.9300 . . no C4 H4 0.9300 . . no C7 H7 0.9300 . . no C8 H8 0.9300 . . no C11 H11 0.9300 . . no C12 H12 0.9300 . . no C15 H15 0.9300 . . no C16 H16 0.9300 . . no C19 H19 0.9300 . . no C20 H20 0.9300 . . no C23 H23 0.9300 . . no C24 H24 0.9300 . . no 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 N1 H1N N4 0.8600 2.1000 2.934(3) 162.00 2_767 yes N3 H3N O1 0.8600 2.0500 2.901(2) 168.00 1_655 yes N6 H6N O4 0.8600 1.9700 2.812(2) 164.00 2_566 yes O1W H1W O3 0.83(3) 1.87(3) 2.692(2) 167.00 2_656 yes O1W H2W N2 0.838(18) 2.031(19) 2.854(2) 167.00 1_554 yes C15 H15 O1W 0.9300 2.4300 3.323(2) 161.00 2_656 yes C23 H23 O3 0.9300 2.4400 3.074(2) 126.00 1_455 yes C(8) H8 Cg6 0.9300 2.4400 3.191(2) 138.00 1_656 yes C20 H20 Cg2 0.9300 2.5200 3.286(2) 140.00 2_666 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 O1W Sm1 O1 C1 -41.1(2) . . . . no O3 Sm1 O1 C1 -100.58(18) . . . . no O4 Sm1 O1 C1 -150.31(18) . . . . no O7 Sm1 O1 C1 133.47(18) . . . . no N5 Sm1 O1 C1 -164.34(16) 1_655 . . . no O2 Sm1 O1 C1 70.40(19) 2_556 . . . no O5 Sm1 O1 C1 0.05(16) 2_556 . . . no O1 Sm1 O3 C9 -77.24(11) . . . . no O1W Sm1 O3 C9 135.16(12) . . . . no O4 Sm1 O3 C9 -6.60(10) . . . . no O7 Sm1 O3 C9 0.82(13) . . . . no N5 Sm1 O3 C9 64.01(11) 1_655 . . . no O2 Sm1 O3 C9 116.02(13) 2_556 . . . no O5 Sm1 O3 C9 -148.78(11) 2_556 . . . no O1 Sm1 O4 C9 102.36(12) . . . . no O1W Sm1 O4 C9 -36.89(12) . . . . no O3 Sm1 O4 C9 6.59(10) . . . . no O7 Sm1 O4 C9 -167.10(12) . . . . no N5 Sm1 O4 C9 -87.93(12) 1_655 . . . no O2 Sm1 O4 C9 -129.48(11) 2_556 . . . no O5 Sm1 O4 C9 62.32(13) 2_556 . . . no O1 Sm1 O7 C17 -71.32(12) . . . . no O1W Sm1 O7 C17 104.19(12) . . . . no O3 Sm1 O7 C17 -147.05(11) . . . . no O4 Sm1 O7 C17 -141.26(13) . . . . no N5 Sm1 O7 C17 147.62(13) 1_655 . . . no O2 Sm1 O7 C17 62.80(12) 2_556 . . . no O5 Sm1 O7 C17 -7.46(14) 2_556 . . . no O1 Sm1 N5 C22 95.47(16) . . 1_655 1_655 no O1 Sm1 N5 C24 -80.26(18) . . 1_655 1_655 no O1W Sm1 N5 C22 -51.50(14) . . 1_655 1_655 no O1W Sm1 N5 C24 132.77(17) . . 1_655 1_655 no O3 Sm1 N5 C22 31.15(14) . . 1_655 1_655 no O3 Sm1 N5 C24 -144.57(17) . . 1_655 1_655 no O4 Sm1 N5 C22 81.35(15) . . 1_655 1_655 no O4 Sm1 N5 C24 -94.38(16) . . 1_655 1_655 no O7 Sm1 N5 C22 161.46(16) . . 1_655 1_655 no O7 Sm1 N5 C24 -14.27(16) . . 1_655 1_655 no O1 Sm1 O2 C1 -33.0(2) . . 2_556 2_556 no O1W Sm1 O2 C1 109.90(18) . . 2_556 2_556 no O3 Sm1 O2 C1 129.91(17) . . 2_556 2_556 no O4 Sm1 O2 C1 -139.71(16) . . 2_556 2_556 no O7 Sm1 O2 C1 -101.49(18) . . 2_556 2_556 no Sm1 O1 C1 O2 -59.9(3) . . . . no Sm1 O1 C1 C2 120.56(16) . . . . no Sm1 O2 C1 O1 15.0(3) 2_556 . . . no Sm1 O2 C1 C2 -165.45(13) 2_556 . . . no Sm1 O3 C9 O4 12.75(19) . . . . no Sm1 O3 C9 C10 -164.62(14) . . . . no Sm1 O4 C9 O3 -11.21(17) . . . . no Sm1 O4 C9 C10 166.14(16) . . . . no Sm1 O7 C17 O5 15.0(2) . . . . no Sm1 O7 C17 C18 -165.30(12) . . . . no C8 N1 C6 C5 -0.3(2) . . . . no C8 N1 C6 C7 -179.0(2) . . . . no C6 N1 C8 N2 -0.7(3) . . . . no C8 N2 C5 C4 175.1(2) . . . . no C8 N2 C5 C6 -1.6(2) . . . . no C5 N2 C8 N1 1.4(3) . . . . no C16 N3 C14 C13 -0.2(2) . . . . no C16 N3 C14 C15 177.1(2) . . . . no C14 N3 C16 N4 0.3(3) . . . . no C16 N4 C13 C12 -177.8(2) . . . . no C16 N4 C13 C14 0.1(2) . . . . no C13 N4 C16 N3 -0.2(3) . . . . no C24 N5 C22 C21 0.3(2) . . . . no C24 N5 C22 C23 -178.48(19) . . . . no Sm1 N5 C22 C21 -176.25(11) 1_455 . . . no Sm1 N5 C22 C23 5.0(3) 1_455 . . . no C22 N5 C24 N6 0.0(2) . . . . no Sm1 N5 C24 N6 176.54(12) 1_455 . . . no C24 N6 C21 C20 177.60(19) . . . . no C24 N6 C21 C22 0.4(2) . . . . no C21 N6 C24 N5 -0.3(2) . . . . no O1 C1 C2 C3 179.43(18) . . . . no O1 C1 C2 C7 -1.2(3) . . . . no O2 C1 C2 C3 -0.1(3) . . . . no O2 C1 C2 C7 179.20(18) . . . . no C1 C2 C3 C4 -178.1(2) . . . . no C7 C2 C3 C4 2.6(3) . . . . no C1 C2 C7 C6 179.12(17) . . . . no C3 C2 C7 C6 -1.6(3) . . . . no C2 C3 C4 C5 -0.8(3) . . . . no C3 C4 C5 N2 -178.3(2) . . . . no C3 C4 C5 C6 -1.9(3) . . . . no N2 C5 C6 N1 1.2(2) . . . . no N2 C5 C6 C7 -179.97(19) . . . . no C4 C5 C6 N1 -175.9(2) . . . . no C4 C5 C6 C7 3.0(3) . . . . no N1 C6 C7 C2 177.3(2) . . . . no C5 C6 C7 C2 -1.2(3) . . . . no O3 C9 C10 C11 -179.29(17) . . . . no O3 C9 C10 C15 4.4(3) . . . . no O4 C9 C10 C11 3.4(3) . . . . no O4 C9 C10 C15 -172.94(18) . . . . no C9 C10 C11 C12 -175.41(18) . . . . no C15 C10 C11 C12 0.9(3) . . . . no C9 C10 C15 C14 175.39(17) . . . . no C11 C10 C15 C14 -0.9(3) . . . . no C10 C11 C12 C13 -0.1(3) . . . . no C11 C12 C13 N4 177.0(2) . . . . no C11 C12 C13 C14 -0.7(3) . . . . no N4 C13 C14 N3 0.1(2) . . . . no N4 C13 C14 C15 -177.48(18) . . . . no C12 C13 C14 N3 178.24(18) . . . . no C12 C13 C14 C15 0.7(3) . . . . no N3 C14 C15 C10 -176.8(2) . . . . no C13 C14 C15 C10 0.1(3) . . . . no O5 C17 C18 C19 -160.67(17) . . . . no O5 C17 C18 C23 22.0(2) . . . . no O7 C17 C18 C19 19.6(2) . . . . no O7 C17 C18 C23 -157.74(17) . . . . no C17 C18 C19 C20 -176.33(16) . . . . no C23 C18 C19 C20 1.0(3) . . . . no C17 C18 C23 C22 175.98(16) . . . . no C19 C18 C23 C22 -1.4(3) . . . . no C18 C19 C20 C21 0.4(3) . . . . no C19 C20 C21 N6 -178.10(18) . . . . no C19 C20 C21 C22 -1.3(3) . . . . no N6 C21 C22 N5 -0.4(2) . . . . no N6 C21 C22 C23 178.46(16) . . . . no C20 C21 C22 N5 -177.94(16) . . . . no C20 C21 C22 C23 0.9(3) . . . . no N5 C22 C23 C18 179.03(17) . . . . no C21 C22 C23 C18 0.4(3) . . . . no