#------------------------------------------------------------------------------ #$Date: 2021-07-31 11:27:07 +0300 (Sat, 31 Jul 2021) $ #$Revision: 267856 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/42/1564288.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_1564288 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 'synthesis as described' _chemical_formula_moiety 'C24 H17 N6 Nd O7' _chemical_formula_sum 'C24 H17 N6 Nd O7' _chemical_formula_weight 645.67 _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^')neodynium(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 104.3090(10) _cell_angle_beta 97.1180(10) _cell_angle_gamma 109.4210(10) _cell_formula_units_Z 2 _cell_length_a 8.89310(10) _cell_length_b 11.7509(2) _cell_length_c 12.2255(2) _cell_measurement_reflns_used 9881 _cell_measurement_temperature 296 _cell_measurement_theta_max 35.02 _cell_measurement_theta_min 2.71 _cell_volume 1137.44(3) _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 0.981 _diffrn_measured_fraction_theta_max 0.983 _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 0.0282 _diffrn_reflns_av_unetI/netI 0.0223 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 21845 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.371 _diffrn_reflns_theta_min 4.562 _exptl_absorpt_coefficient_mu 2.344 _exptl_absorpt_correction_T_max 0.7469 _exptl_absorpt_correction_T_min 0.6672 _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 1.885 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 638 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _refine_diff_density_max 1.018 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.070 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 349 _refine_ls_number_reflns 4582 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.067 _refine_ls_R_factor_all 0.0206 _refine_ls_R_factor_gt 0.0184 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0172P)^2^+0.9347P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.0432 _reflns_number_gt 4306 _reflns_number_total 4582 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ICA-2020-510-119740.cif _cod_data_source_block 3 _cod_database_code 1564288 _shelx_res_file ; TITL Lamia_Nd_0m_a.res in P-1 lamia_Nd_0m_a.res created by SHELXL-2018/3 at 10:58:09 on 27-Oct-2019 CELL 0.71073 8.8931 11.7509 12.2255 104.309 97.118 109.421 ZERR 2 0.0001 0.0002 0.0002 0.001 0.001 0.001 LATT 1 SFAC C H Nd 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 H1W H2W L.S. 4 PLAN 20 TEMP 23 BOND $H LIST 4 fmap 2 acta MERG 2 SHEL 50 0.8 OMIT 0 0 1 OMIT 0 1 0 OMIT 0 -1 1 OMIT 1 0 0 OMIT 1 -1 1 OMIT 2 -3 2 OMIT -1 -3 2 OMIT -1 0 2 OMIT -2 0 2 OMIT 1 -3 2 OMIT -2 -1 3 OMIT 0 -3 3 WGHT 0.017200 0.934700 FVAR 0.64884 ND1 3 0.231871 0.116639 0.512140 11.00000 0.01163 0.01488 = 0.02155 0.00795 0.00204 0.00466 O7 5 0.110648 0.270391 0.503871 11.00000 0.01375 0.02112 = 0.04121 0.01147 0.00251 0.00767 O4 5 0.436491 0.332778 0.686918 11.00000 0.01990 0.02193 = 0.04141 0.01305 0.00392 0.00988 O5 5 -0.103336 0.101199 0.492971 11.00000 0.02458 0.01823 = 0.03029 0.01234 0.00617 0.00940 O1W 5 0.358913 0.006914 0.373719 11.00000 0.02572 0.02143 = 0.02820 0.01075 0.00962 0.01322 AFIX 2 H2W 2 0.361610 0.020833 0.309006 11.00000 -1.50000 H1W 2 0.401928 -0.047020 0.375682 11.00000 -1.50000 AFIX 0 N6 4 -0.469484 0.438551 0.360575 11.00000 0.02174 0.02045 = 0.03272 0.01517 0.00677 0.01151 AFIX 43 H6N 2 -0.466281 0.499278 0.332361 11.00000 -1.20000 AFIX 0 O1 5 0.144993 0.120028 0.692576 11.00000 0.02734 0.02667 = 0.02341 0.01122 0.00613 0.01016 O2 5 -0.067273 -0.051457 0.685566 11.00000 0.01720 0.03587 = 0.02447 0.00976 0.00018 0.00648 N1 4 0.542238 0.189403 1.075002 11.00000 0.02245 0.02789 = 0.02681 0.00603 -0.00087 0.00308 AFIX 43 H1N 2 0.617206 0.252093 1.065066 11.00000 -1.20000 AFIX 0 N4 4 1.206493 0.567024 0.910415 11.00000 0.02050 0.02989 = 0.03013 0.00836 -0.00076 -0.00008 N2 4 0.417197 0.046518 1.159065 11.00000 0.03233 0.03470 = 0.02091 0.00822 0.00023 0.01248 N5 4 -0.570428 0.278134 0.431349 11.00000 0.01539 0.02081 = 0.02897 0.01149 0.00633 0.00797 C21 1 -0.343246 0.398853 0.383919 11.00000 0.01763 0.01524 = 0.01921 0.00533 0.00169 0.00749 C11 1 0.759177 0.488434 0.818196 11.00000 0.02527 0.02366 = 0.02987 0.00748 0.00458 0.01141 AFIX 43 H11 2 0.679147 0.523069 0.820468 11.00000 -1.20000 AFIX 0 C16 1 1.255547 0.473222 0.877774 11.00000 0.01841 0.03387 = 0.03369 0.01003 -0.00056 0.00382 AFIX 43 H16 2 1.364953 0.483230 0.894425 11.00000 -1.20000 AFIX 0 C22 1 -0.407044 0.297935 0.428145 11.00000 0.01460 0.01647 = 0.02084 0.00677 0.00353 0.00507 C19 1 -0.089406 0.373906 0.397994 11.00000 0.01357 0.02071 = 0.02296 0.00886 0.00443 0.00397 AFIX 43 H19 2 0.017763 0.398059 0.388672 11.00000 -1.20000 AFIX 0 N3 4 1.134334 0.360505 0.817858 11.00000 0.02029 0.02688 = 0.03567 0.00729 0.00200 0.00860 AFIX 43 H3N 2 1.144519 0.289351 0.790273 11.00000 -1.20000 AFIX 0 C5 1 0.313767 0.027818 1.055854 11.00000 0.02667 0.02475 = 0.01919 0.00622 0.00215 0.01015 C7 1 0.314810 0.121622 0.898213 11.00000 0.02299 0.02470 = 0.02365 0.00953 0.00305 0.00523 AFIX 43 H7 2 0.366260 0.182794 0.864849 11.00000 -1.20000 AFIX 0 C24 1 -0.599267 0.364038 0.390391 11.00000 0.01852 0.02441 = 0.03303 0.01351 0.00697 0.01197 AFIX 43 H24 2 -0.699909 0.372717 0.382647 11.00000 -1.20000 AFIX 0 C6 1 0.389897 0.117746 1.002723 11.00000 0.01879 0.02214 = 0.02345 0.00341 0.00004 0.00426 C4 1 0.159368 -0.065448 1.000687 11.00000 0.02907 0.02723 = 0.02926 0.01421 0.00468 0.00379 AFIX 43 H4 2 0.108446 -0.127050 1.033779 11.00000 -1.20000 AFIX 0 C12 1 0.918797 0.565515 0.873105 11.00000 0.03223 0.01847 = 0.03079 0.00353 0.00241 0.00631 AFIX 43 H12 2 0.946945 0.650854 0.912540 11.00000 -1.20000 AFIX 0 C13 1 1.037095 0.511921 0.867884 11.00000 0.02192 0.02314 = 0.02104 0.00631 0.00056 0.00157 C18 1 -0.151268 0.272605 0.443362 11.00000 0.01446 0.01496 = 0.02140 0.00682 0.00314 0.00588 C20 1 -0.184102 0.437651 0.367284 11.00000 0.01969 0.01663 = 0.02382 0.01064 0.00526 0.00416 AFIX 43 H20 2 -0.143615 0.503833 0.336717 11.00000 -1.20000 AFIX 0 C2 1 0.159495 0.030326 0.845373 11.00000 0.02017 0.02289 = 0.02060 0.00688 0.00267 0.00695 C10 1 0.713213 0.358524 0.758580 11.00000 0.01922 0.02194 = 0.02181 0.00763 0.00216 0.00614 C8 1 0.550556 0.141935 1.164196 11.00000 0.02815 0.03363 = 0.02079 0.00243 -0.00293 0.01218 AFIX 43 H8 2 0.642865 0.173940 1.224378 11.00000 -1.20000 AFIX 0 C23 1 -0.310461 0.233175 0.457568 11.00000 0.01650 0.01551 = 0.02202 0.00939 0.00354 0.00509 AFIX 43 H23 2 -0.351827 0.165330 0.485968 11.00000 -1.20000 AFIX 0 C9 1 0.539451 0.281299 0.693228 11.00000 0.01831 0.02187 = 0.02054 0.01017 0.00376 0.00682 C15 1 0.829915 0.303977 0.754458 11.00000 0.01985 0.01970 = 0.02637 0.00502 0.00036 0.00543 AFIX 43 H15 2 0.801561 0.218317 0.716184 11.00000 -1.20000 AFIX 0 C3 1 0.084544 -0.063771 0.896002 11.00000 0.02125 0.02538 = 0.02929 0.00847 0.00068 0.00132 AFIX 43 H3 2 -0.017766 -0.125985 0.857587 11.00000 -1.20000 AFIX 0 C14 1 0.990719 0.382669 0.809869 11.00000 0.01983 0.02407 = 0.02485 0.00854 0.00358 0.00699 C17 1 -0.042189 0.210875 0.482189 11.00000 0.01985 0.01699 = 0.02049 0.00682 0.00496 0.00956 C1 1 0.071950 0.031824 0.733895 11.00000 0.01990 0.02597 = 0.01930 0.00568 0.00563 0.01098 O3 5 0.497568 0.163589 0.640264 11.00000 0.01671 0.01888 = 0.02688 0.00601 -0.00005 0.00704 HKLF 4 REM Lamia_Nd_0m_a.res in P-1 REM wR2 = 0.0432, GooF = S = 1.067, Restrained GooF = 1.067 for all data REM R1 = 0.0184 for 4306 Fo > 4sig(Fo) and 0.0206 for all 4582 data REM 349 parameters refined using 3 restraints END WGHT 0.0172 0.9347 REM Highest difference peak 1.018, deepest hole -0.321, 1-sigma level 0.070 Q1 1 -0.3073 0.3487 0.5337 11.00000 0.05 1.02 Q2 1 -0.3724 0.3415 0.3990 11.00000 0.05 0.35 Q3 1 -0.1192 0.3367 0.4466 11.00000 0.05 0.33 Q4 1 -0.2160 0.2689 0.4521 11.00000 0.05 0.32 Q5 1 -0.1036 0.2480 0.4588 11.00000 0.05 0.32 Q6 1 0.2072 0.0258 0.5152 11.00000 0.05 0.32 Q7 1 -0.1443 0.3995 0.3758 11.00000 0.05 0.31 Q8 1 0.2636 0.2027 0.5661 11.00000 0.05 0.30 Q9 1 -0.1394 0.3074 0.3917 11.00000 0.05 0.30 Q10 1 -0.3600 0.2677 0.4414 11.00000 0.05 0.30 Q11 1 -0.4063 0.4209 0.3620 11.00000 0.05 0.30 Q12 1 -0.5025 0.4415 0.4194 11.00000 0.05 0.30 Q13 1 0.2555 0.1857 0.4811 11.00000 0.05 0.29 Q14 1 0.1304 -0.0218 0.8630 11.00000 0.05 0.29 Q15 1 0.6337 0.3282 0.7261 11.00000 0.05 0.28 Q16 1 0.3460 0.0603 1.0144 11.00000 0.05 0.28 Q17 1 0.7691 0.3374 0.7442 11.00000 0.05 0.28 Q18 1 -0.2434 0.4377 0.4002 11.00000 0.05 0.28 Q19 1 1.1891 0.4156 0.8569 11.00000 0.05 0.26 Q20 1 0.2252 0.1185 0.7127 11.00000 0.05 0.26 ; 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 Nd1 Nd 0.23187(2) 0.11664(2) 0.51214(2) 0.01582(4) Uani 1 1 d . . . . . O7 O 0.11065(18) 0.27039(15) 0.50387(16) 0.0251(4) Uani 1 1 d . . . . . O4 O 0.43649(19) 0.33278(15) 0.68692(16) 0.0269(4) Uani 1 1 d . . . . . O5 O -0.10334(19) 0.10120(15) 0.49297(15) 0.0231(3) Uani 1 1 d . . . . . O1W O 0.35891(19) 0.00691(15) 0.37372(15) 0.0230(3) Uani 1 1 d D . . . . H2W H 0.362(3) 0.021(3) 0.3090(15) 0.035 Uiso 1 1 d D . . . . H1W H 0.402(3) -0.047(2) 0.376(2) 0.035 Uiso 1 1 d D . . . . N6 N -0.4695(2) 0.43855(18) 0.36058(18) 0.0226(4) Uani 1 1 d . . . . . H6N H -0.466281 0.499278 0.332361 0.027 Uiso 1 1 calc R . . . . O1 O 0.14499(19) 0.12003(16) 0.69258(14) 0.0251(3) Uani 1 1 d . . . . . O2 O -0.06727(18) -0.05146(17) 0.68557(15) 0.0271(4) Uani 1 1 d . . . . . N1 N 0.5422(2) 0.1894(2) 1.07500(19) 0.0285(4) Uani 1 1 d . . . . . H1N H 0.617206 0.252093 1.065066 0.034 Uiso 1 1 calc R . . . . N4 N 1.2065(2) 0.5670(2) 0.91042(19) 0.0302(5) Uani 1 1 d . . . . . N2 N 0.4172(3) 0.0465(2) 1.15907(18) 0.0300(5) Uani 1 1 d . . . . . N5 N -0.5704(2) 0.27813(18) 0.43135(17) 0.0205(4) Uani 1 1 d . . . . . C21 C -0.3432(2) 0.3989(2) 0.38392(19) 0.0172(4) Uani 1 1 d . . . . . C11 C 0.7592(3) 0.4884(2) 0.8182(2) 0.0260(5) Uani 1 1 d . . . . . H11 H 0.679147 0.523069 0.820468 0.031 Uiso 1 1 calc R . . . . C16 C 1.2555(3) 0.4732(2) 0.8778(2) 0.0310(6) Uani 1 1 d . . . . . H16 H 1.364953 0.483230 0.894425 0.037 Uiso 1 1 calc R . . . . C22 C -0.4070(2) 0.2979(2) 0.4281(2) 0.0174(4) Uani 1 1 d . . . . . C19 C -0.0894(2) 0.3739(2) 0.3980(2) 0.0193(4) Uani 1 1 d . . . . . H19 H 0.017763 0.398059 0.388672 0.023 Uiso 1 1 calc R . . . . N3 N 1.1343(2) 0.3605(2) 0.81786(19) 0.0286(5) Uani 1 1 d . . . . . H3N H 1.144519 0.289351 0.790273 0.034 Uiso 1 1 calc R . . . . C5 C 0.3138(3) 0.0278(2) 1.0559(2) 0.0238(5) Uani 1 1 d . . . . . C7 C 0.3148(3) 0.1216(2) 0.8982(2) 0.0246(5) Uani 1 1 d . . . . . H7 H 0.366260 0.182794 0.864849 0.030 Uiso 1 1 calc R . . . . C24 C -0.5993(3) 0.3640(2) 0.3904(2) 0.0233(5) Uani 1 1 d . . . . . H24 H -0.699909 0.372717 0.382647 0.028 Uiso 1 1 calc R . . . . C6 C 0.3899(3) 0.1177(2) 1.0027(2) 0.0235(5) Uani 1 1 d . . . . . C4 C 0.1594(3) -0.0654(2) 1.0007(2) 0.0295(5) Uani 1 1 d . . . . . H4 H 0.108446 -0.127050 1.033779 0.035 Uiso 1 1 calc R . . . . C12 C 0.9188(3) 0.5655(2) 0.8731(2) 0.0293(5) Uani 1 1 d . . . . . H12 H 0.946945 0.650854 0.912540 0.035 Uiso 1 1 calc R . . . . C13 C 1.0371(3) 0.5119(2) 0.8679(2) 0.0244(5) Uani 1 1 d . . . . . C18 C -0.1513(2) 0.2726(2) 0.44336(19) 0.0167(4) Uani 1 1 d . . . . . C20 C -0.1841(3) 0.4377(2) 0.3673(2) 0.0199(4) Uani 1 1 d . . . . . H20 H -0.143615 0.503833 0.336717 0.024 Uiso 1 1 calc R . . . . C2 C 0.1595(3) 0.0303(2) 0.8454(2) 0.0217(5) Uani 1 1 d . . . . . C10 C 0.7132(3) 0.3585(2) 0.7586(2) 0.0215(5) Uani 1 1 d . . . . . C8 C 0.5506(3) 0.1419(2) 1.1642(2) 0.0293(5) Uani 1 1 d . . . . . H8 H 0.642865 0.173940 1.224378 0.035 Uiso 1 1 calc R . . . . C23 C -0.3105(2) 0.2332(2) 0.4576(2) 0.0176(4) Uani 1 1 d . . . . . H23 H -0.351827 0.165330 0.485968 0.021 Uiso 1 1 calc R . . . . C9 C 0.5395(3) 0.2813(2) 0.6932(2) 0.0198(4) Uani 1 1 d . . . . . C15 C 0.8299(3) 0.3040(2) 0.7545(2) 0.0234(5) Uani 1 1 d . . . . . H15 H 0.801561 0.218317 0.716184 0.028 Uiso 1 1 calc R . . . . C3 C 0.0845(3) -0.0638(2) 0.8960(2) 0.0278(5) Uani 1 1 d . . . . . H3 H -0.017766 -0.125985 0.857587 0.033 Uiso 1 1 calc R . . . . C14 C 0.9907(3) 0.3827(2) 0.8099(2) 0.0232(5) Uani 1 1 d . . . . . C17 C -0.0422(3) 0.2109(2) 0.4822(2) 0.0182(4) Uani 1 1 d . . . . . C1 C 0.0719(3) 0.0318(2) 0.7339(2) 0.0212(5) Uani 1 1 d . . . . . O3 O 0.49757(17) 0.16359(14) 0.64026(14) 0.0214(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 Nd1 0.01163(6) 0.01488(7) 0.02155(7) 0.00795(5) 0.00204(4) 0.00466(4) O7 0.0138(7) 0.0211(8) 0.0412(11) 0.0115(8) 0.0025(7) 0.0077(6) O4 0.0199(8) 0.0219(8) 0.0414(11) 0.0130(8) 0.0039(7) 0.0099(7) O5 0.0246(8) 0.0182(8) 0.0303(9) 0.0123(7) 0.0062(7) 0.0094(7) O1W 0.0257(8) 0.0214(8) 0.0282(9) 0.0107(7) 0.0096(7) 0.0132(7) N6 0.0217(9) 0.0205(10) 0.0327(12) 0.0152(9) 0.0068(8) 0.0115(8) O1 0.0273(8) 0.0267(9) 0.0234(9) 0.0112(7) 0.0061(7) 0.0102(7) O2 0.0172(8) 0.0359(10) 0.0245(9) 0.0098(8) 0.0002(7) 0.0065(7) N1 0.0225(10) 0.0279(11) 0.0268(12) 0.0060(9) -0.0009(9) 0.0031(9) N4 0.0205(9) 0.0299(12) 0.0301(12) 0.0084(9) -0.0008(9) -0.0001(9) N2 0.0323(11) 0.0347(12) 0.0209(11) 0.0082(9) 0.0002(9) 0.0125(10) N5 0.0154(8) 0.0208(10) 0.0290(11) 0.0115(8) 0.0063(8) 0.0080(7) C21 0.0176(10) 0.0152(10) 0.0192(11) 0.0053(9) 0.0017(9) 0.0075(8) C11 0.0253(11) 0.0237(12) 0.0299(14) 0.0075(10) 0.0046(10) 0.0114(10) C16 0.0184(11) 0.0339(14) 0.0337(15) 0.0100(12) -0.0006(10) 0.0038(10) C22 0.0146(9) 0.0165(10) 0.0208(12) 0.0068(9) 0.0035(9) 0.0051(8) C19 0.0136(9) 0.0207(11) 0.0230(12) 0.0089(9) 0.0044(9) 0.0040(9) N3 0.0203(9) 0.0269(11) 0.0357(13) 0.0073(9) 0.0020(9) 0.0086(8) C5 0.0267(11) 0.0247(12) 0.0192(12) 0.0062(10) 0.0022(10) 0.0101(10) C7 0.0230(11) 0.0247(12) 0.0237(13) 0.0095(10) 0.0031(10) 0.0052(10) C24 0.0185(10) 0.0244(12) 0.0330(14) 0.0135(10) 0.0070(10) 0.0120(9) C6 0.0188(10) 0.0221(12) 0.0234(13) 0.0034(10) 0.0000(9) 0.0043(9) C4 0.0291(12) 0.0272(13) 0.0293(14) 0.0142(11) 0.0047(11) 0.0038(10) C12 0.0322(13) 0.0185(12) 0.0308(14) 0.0035(10) 0.0024(11) 0.0063(10) C13 0.0219(11) 0.0231(12) 0.0210(13) 0.0063(10) 0.0006(9) 0.0016(9) C18 0.0145(9) 0.0150(10) 0.0214(12) 0.0068(9) 0.0031(8) 0.0059(8) C20 0.0197(10) 0.0166(11) 0.0238(12) 0.0106(9) 0.0053(9) 0.0042(9) C2 0.0202(10) 0.0229(12) 0.0206(12) 0.0069(9) 0.0027(9) 0.0070(9) C10 0.0192(10) 0.0219(12) 0.0218(12) 0.0076(9) 0.0022(9) 0.0061(9) C8 0.0282(12) 0.0336(14) 0.0208(13) 0.0024(10) -0.0029(10) 0.0122(11) C23 0.0165(10) 0.0155(10) 0.0220(12) 0.0094(9) 0.0035(9) 0.0051(8) C9 0.0183(10) 0.0219(11) 0.0205(12) 0.0102(9) 0.0038(9) 0.0068(9) C15 0.0198(10) 0.0197(11) 0.0264(13) 0.0050(10) 0.0004(9) 0.0054(9) C3 0.0213(11) 0.0254(13) 0.0293(14) 0.0085(11) 0.0007(10) 0.0013(10) C14 0.0198(10) 0.0241(12) 0.0249(13) 0.0085(10) 0.0036(9) 0.0070(9) C17 0.0198(10) 0.0170(11) 0.0205(12) 0.0068(9) 0.0050(9) 0.0096(9) C1 0.0199(10) 0.0260(12) 0.0193(12) 0.0057(9) 0.0056(9) 0.0110(9) O3 0.0167(7) 0.0189(8) 0.0269(9) 0.0060(7) -0.0001(6) 0.0070(6) 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 Nd1 O1W 142.25(6) . . . yes O1 Nd1 O3 80.88(6) . . . yes O1 Nd1 O4 69.51(6) . . . yes O1 Nd1 O7 85.46(6) . . . yes O1 Nd1 N5 136.70(6) . . 1_655 yes O1 Nd1 O2 129.69(6) . . 2_556 yes O1 Nd1 O5 73.05(6) . . 2_556 yes O1W Nd1 O3 79.51(6) . . . yes O1W Nd1 O4 117.69(6) . . . yes O1W Nd1 O7 132.07(6) . . . yes O1W Nd1 N5 69.79(6) . . 1_655 yes O1W Nd1 O2 70.61(6) . . 2_556 yes O1W Nd1 O5 77.81(6) . . 2_556 yes O3 Nd1 O4 49.17(5) . . . yes O3 Nd1 O7 124.52(6) . . . yes O3 Nd1 N5 79.39(6) . . 1_655 yes O2 Nd1 O3 148.38(6) 2_556 . . yes O3 Nd1 O5 97.22(6) . . 2_556 yes O4 Nd1 O7 75.65(6) . . . yes O4 Nd1 N5 68.39(6) . . 1_655 yes O2 Nd1 O4 140.39(6) 2_556 . . yes O4 Nd1 O5 132.47(6) . . 2_556 yes O7 Nd1 N5 74.91(6) . . 1_655 yes O2 Nd1 O7 72.66(6) 2_556 . . yes O5 Nd1 O7 129.27(6) 2_556 . . yes O2 Nd1 N5 80.79(6) 2_556 . 1_655 yes O5 Nd1 N5 147.52(6) 2_556 . 1_655 yes O2 Nd1 O5 86.59(6) 2_556 . 2_556 yes Nd1 O1 C1 132.64(15) . . . yes Nd1 O2 C1 131.17(16) 2_556 . . yes Nd1 O3 C9 101.28(15) . . . yes Nd1 O4 C9 88.32(14) . . . yes Nd1 O5 C17 172.93(16) 2_556 . . yes Nd1 O7 C17 106.12(15) . . . yes C6 N1 C8 106.5(2) . . . yes Nd1 O1W H1W 132.7(16) . . . no H1W O1W H1W 108(3) . . . no Nd1 O1W H2W 120(2) . . . no C5 N2 C8 104.0(2) . . . yes C14 N3 C16 106.2(2) . . . yes C13 N4 C16 104.1(2) . . . yes Nd1 N5 C24 127.55(17) 1_455 . . yes C22 N5 C24 104.5(2) . . . yes Nd1 N5 C22 127.90(15) 1_455 . . yes C21 N6 C24 107.0(2) . . . yes O1 C1 O2 123.4(2) . . . yes O1 C1 C2 117.3(2) . . . yes C6 N1 H1N 127.00 . . . no C8 N1 H1N 127.00 . . . no O2 C1 C2 119.3(2) . . . yes C1 C2 C3 120.0(2) . . . no C1 C2 C7 119.3(2) . . . no C3 C2 C7 120.7(2) . . . no C16 N3 H3N 127.00 . . . no C14 N3 H3N 127.00 . . . no C2 C3 C4 121.5(2) . . . no C3 C4 C5 118.2(2) . . . no N2 C5 C6 109.9(2) . . . yes N2 C5 C4 130.2(2) . . . yes C4 C5 C6 119.8(2) . . . no N1 C6 C5 105.2(2) . . . yes N1 C6 C7 132.3(2) . . . yes C5 C6 C7 122.6(2) . . . no C21 N6 H6N 126.00 . . . no C24 N6 H6N 127.00 . . . no C2 C7 C6 117.2(2) . . . no N1 C8 N2 114.4(2) . . . yes O3 C9 O4 119.8(2) . . . yes O3 C9 C10 119.6(2) . . . yes O4 C9 C10 120.5(2) . . . yes C9 C10 C11 119.6(2) . . . no C9 C10 C15 120.0(2) . . . no C11 C10 C15 120.2(2) . . . no C10 C11 C12 122.1(2) . . . no C11 C12 C13 118.1(2) . . . no C12 C13 C14 119.7(2) . . . no N4 C13 C14 109.6(2) . . . yes N4 C13 C12 130.6(2) . . . yes N3 C14 C15 131.8(2) . . . yes C13 C14 C15 122.7(2) . . . no N3 C14 C13 105.5(2) . . . yes C10 C15 C14 117.3(2) . . . no N3 C16 N4 114.6(2) . . . yes O5 C17 O7 121.6(2) . . . yes O7 C17 C18 118.4(2) . . . yes O5 C17 C18 120.0(2) . . . yes C17 C18 C19 119.92(19) . . . no C17 C18 C23 119.0(2) . . . no C19 C18 C23 120.99(19) . . . no C18 C19 C20 121.5(2) . . . no C19 C20 C21 117.1(2) . . . no C20 C21 C22 122.1(2) . . . no N6 C21 C22 105.50(18) . . . yes N6 C21 C20 132.3(2) . . . yes N5 C22 C23 130.6(2) . . . yes N5 C22 C21 109.23(19) . . . yes C21 C22 C23 120.15(19) . . . no C18 C23 C22 118.1(2) . . . no N5 C24 N6 113.8(2) . . . 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 121.00 . . . no C6 C7 H7 121.00 . . . 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 121.00 . . . 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 Nd1 O1 2.4216(17) . . yes Nd1 O1W 2.4833(18) . . yes Nd1 O3 2.4758(16) . . yes Nd1 O4 2.7583(18) . . yes Nd1 O7 2.4073(18) . . yes Nd1 N5 2.609(2) . 1_655 yes Nd1 O2 2.4565(17) . 2_556 yes Nd1 O5 2.4126(18) . 2_556 yes Nd1 O5 2.9018(15) . . yes O1 C1 1.283(3) . . yes O2 C1 1.251(3) . . yes O3 C9 1.275(3) . . yes O4 C9 1.259(3) . . yes O5 C17 1.269(3) . . yes O7 C17 1.263(3) . . yes N1 C6 1.379(3) . . yes N1 C8 1.347(3) . . yes O1W H2W 0.85(2) . . no O1W H1W 0.85(3) . . no N2 C8 1.316(4) . . yes N2 C5 1.388(3) . . yes N3 C14 1.383(3) . . yes N3 C16 1.352(3) . . yes N4 C16 1.307(3) . . yes N4 C13 1.396(3) . . yes N5 C22 1.401(3) . . yes N5 C24 1.314(3) . . yes N6 C21 1.376(3) . . yes N6 C24 1.350(3) . . yes N1 H1N 0.8600 . . no C1 C2 1.491(3) . . no C2 C7 1.388(4) . . no C2 C3 1.414(3) . . no C3 C4 1.375(3) . . no N3 H3N 0.8600 . . no C4 C5 1.395(4) . . no C5 C6 1.404(3) . . no N6 H6N 0.8600 . . no C6 C7 1.385(3) . . no C9 C10 1.501(4) . . no C10 C11 1.411(3) . . no C10 C15 1.389(4) . . no C11 C12 1.376(4) . . no C12 C13 1.395(4) . . no C13 C14 1.399(3) . . no C14 C15 1.389(4) . . no C17 C18 1.489(3) . . no C18 C19 1.412(3) . . no C18 C23 1.384(3) . . no C19 C20 1.376(3) . . no C20 C21 1.393(3) . . no C21 C22 1.403(3) . . no C22 C23 1.392(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 2.935(3) 163.00 2_767 yes N3 H3N O1 0.8600 2.0500 2.901(3) 168.00 1_655 yes N6 H6N O4 0.8600 1.9800 2.817(3) 164.00 2_566 yes O1W H1W O3 0.85(3) 1.85(3) 2.694(2) 172.00 2_656 yes O1W H2W N2 0.85(2) 2.02(2) 2.855(3) 167.00 1_554 yes C15 H15 O1W 0.9300 2.4300 3.326(3) 161.00 2_656 yes C23 H23 O3 0.9300 2.4500 3.080(3) 126.00 1_455 yes C8 H8 Cg6 0.9300 2.4300 3.189(3) 138.00 1_656 yes C20 H20 Cg2 0.9300 2.5200 3.291(3) 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 Nd1 O1 C1 -40.9(3) . . . . no O3 Nd1 O1 C1 -100.3(2) . . . . no O4 Nd1 O1 C1 -150.0(2) . . . . no O7 Nd1 O1 C1 133.6(2) . . . . no N5 Nd1 O1 C1 -164.1(2) 1_655 . . . no O2 Nd1 O1 C1 70.7(2) 2_556 . . . no O5 Nd1 O1 C1 0.2(2) 2_556 . . . no O1 Nd1 O3 C9 -77.46(15) . . . . no O1W Nd1 O3 C9 134.96(15) . . . . no O4 Nd1 O3 C9 -6.73(13) . . . . no O7 Nd1 O3 C9 0.56(16) . . . . no N5 Nd1 O3 C9 63.79(14) 1_655 . . . no O2 Nd1 O3 C9 115.85(16) 2_556 . . . no O5 Nd1 O3 C9 -148.92(14) 2_556 . . . no O1 Nd1 O4 C9 102.40(15) . . . . no O1W Nd1 O4 C9 -36.81(15) . . . . no O3 Nd1 O4 C9 6.69(13) . . . . no O7 Nd1 O4 C9 -167.12(15) . . . . no N5 Nd1 O4 C9 -87.94(14) 1_655 . . . no O2 Nd1 O4 C9 -129.46(14) 2_556 . . . no O5 Nd1 O4 C9 62.23(16) 2_556 . . . no O1 Nd1 O7 C17 -71.29(15) . . . . no O1W Nd1 O7 C17 104.18(16) . . . . no O3 Nd1 O7 C17 -146.96(14) . . . . no O4 Nd1 O7 C17 -141.28(16) . . . . no N5 Nd1 O7 C17 147.68(16) 1_655 . . . no O2 Nd1 O7 C17 62.81(15) 2_556 . . . no O5 Nd1 O7 C17 -7.57(18) 2_556 . . . no O1 Nd1 N5 C22 95.4(2) . . 1_655 1_655 no O1 Nd1 N5 C24 -80.5(2) . . 1_655 1_655 no O1W Nd1 N5 C22 -51.54(18) . . 1_655 1_655 no O1W Nd1 N5 C24 132.6(2) . . 1_655 1_655 no O3 Nd1 N5 C22 31.08(18) . . 1_655 1_655 no O3 Nd1 N5 C24 -144.8(2) . . 1_655 1_655 no O4 Nd1 N5 C22 81.19(19) . . 1_655 1_655 no O4 Nd1 N5 C24 -94.7(2) . . 1_655 1_655 no O7 Nd1 N5 C22 161.4(2) . . 1_655 1_655 no O7 Nd1 N5 C24 -14.45(19) . . 1_655 1_655 no O1 Nd1 O2 C1 -32.9(2) . . 2_556 2_556 no O1W Nd1 O2 C1 110.0(2) . . 2_556 2_556 no O3 Nd1 O2 C1 129.9(2) . . 2_556 2_556 no O4 Nd1 O2 C1 -139.7(2) . . 2_556 2_556 no O7 Nd1 O2 C1 -101.4(2) . . 2_556 2_556 no Nd1 O1 C1 O2 -60.0(4) . . . . no Nd1 O1 C1 C2 120.0(2) . . . . no Nd1 O2 C1 O1 14.9(4) 2_556 . . . no Nd1 O2 C1 C2 -165.13(17) 2_556 . . . no Nd1 O3 C9 O4 12.9(2) . . . . no Nd1 O3 C9 C10 -164.61(18) . . . . no Nd1 O4 C9 O3 -11.4(2) . . . . no Nd1 O4 C9 C10 166.2(2) . . . . no Nd1 O7 C17 O5 14.9(3) . . . . no Nd1 O7 C17 C18 -165.18(16) . . . . no C8 N1 C6 C5 0.0(3) . . . . no C8 N1 C6 C7 -178.9(3) . . . . no C6 N1 C8 N2 -1.0(3) . . . . no C8 N2 C5 C4 175.3(3) . . . . no C8 N2 C5 C6 -1.6(3) . . . . no C5 N2 C8 N1 1.6(3) . . . . no C16 N3 C14 C13 -0.1(3) . . . . no C16 N3 C14 C15 177.0(3) . . . . no C14 N3 C16 N4 0.2(3) . . . . no C16 N4 C13 C12 -178.2(3) . . . . no C16 N4 C13 C14 0.2(3) . . . . no C13 N4 C16 N3 -0.3(3) . . . . no C24 N5 C22 C21 0.2(3) . . . . no C24 N5 C22 C23 -177.9(2) . . . . no Nd1 N5 C22 C21 -176.47(14) 1_455 . . . no Nd1 N5 C22 C23 5.4(4) 1_455 . . . no C22 N5 C24 N6 -0.1(3) . . . . no Nd1 N5 C24 N6 176.61(15) 1_455 . . . no C24 N6 C21 C20 177.6(2) . . . . no C24 N6 C21 C22 0.2(3) . . . . no C21 N6 C24 N5 -0.1(3) . . . . no O1 C1 C2 C3 179.3(2) . . . . no O1 C1 C2 C7 -0.9(4) . . . . no O2 C1 C2 C3 -0.6(4) . . . . no O2 C1 C2 C7 179.1(2) . . . . no C1 C2 C3 C4 -177.7(2) . . . . no C7 C2 C3 C4 2.5(4) . . . . no C1 C2 C7 C6 178.8(2) . . . . no C3 C2 C7 C6 -1.4(4) . . . . no C2 C3 C4 C5 -0.9(4) . . . . no C3 C4 C5 N2 -178.3(3) . . . . no C3 C4 C5 C6 -1.7(4) . . . . no N2 C5 C6 N1 1.0(3) . . . . no N2 C5 C6 C7 -180.0(2) . . . . no C4 C5 C6 N1 -176.3(2) . . . . no C4 C5 C6 C7 2.8(4) . . . . no N1 C6 C7 C2 177.6(3) . . . . no C5 C6 C7 C2 -1.2(4) . . . . no O3 C9 C10 C11 -179.3(2) . . . . no O3 C9 C10 C15 4.6(3) . . . . no O4 C9 C10 C11 3.2(3) . . . . no O4 C9 C10 C15 -173.0(2) . . . . no C9 C10 C11 C12 -175.6(2) . . . . no C15 C10 C11 C12 0.5(4) . . . . no C9 C10 C15 C14 175.5(2) . . . . no C11 C10 C15 C14 -0.6(3) . . . . no C10 C11 C12 C13 0.5(4) . . . . no C11 C12 C13 N4 177.0(2) . . . . no C11 C12 C13 C14 -1.2(3) . . . . no N4 C13 C14 N3 -0.1(3) . . . . no N4 C13 C14 C15 -177.5(2) . . . . no C12 C13 C14 N3 178.5(2) . . . . no C12 C13 C14 C15 1.1(4) . . . . no N3 C14 C15 C10 -176.8(2) . . . . no C13 C14 C15 C10 -0.2(4) . . . . no O5 C17 C18 C19 -160.9(2) . . . . no O5 C17 C18 C23 22.2(3) . . . . no O7 C17 C18 C19 19.2(3) . . . . no O7 C17 C18 C23 -157.7(2) . . . . no C17 C18 C19 C20 -176.3(2) . . . . no C23 C18 C19 C20 0.6(4) . . . . no C17 C18 C23 C22 175.7(2) . . . . no C19 C18 C23 C22 -1.3(3) . . . . no C18 C19 C20 C21 0.6(3) . . . . no C19 C20 C21 N6 -178.1(2) . . . . no C19 C20 C21 C22 -1.1(3) . . . . no N6 C21 C22 N5 -0.2(3) . . . . no N6 C21 C22 C23 178.1(2) . . . . no C20 C21 C22 N5 -178.0(2) . . . . no C20 C21 C22 C23 0.4(3) . . . . no N5 C22 C23 C18 178.7(2) . . . . no C21 C22 C23 C18 0.8(3) . . . . no