# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 #TrackingRef '- CIF_updated.cif' #================================================= # 1. SUBMISSION DETAILS _publ_contact_author # Name and address of author for correspondence ; Professor Ming-Liang Tong School of Chemistry and Chemical Engineering Sun Yat-Sen University Guangzhou 510275 PR China ; _publ_contact_author_phone 86-20-8411-0966 _publ_contact_author_fax 81-20-8411-2245 _publ_contact_author_email tongml@mail.sysu.edu.cn _publ_requested_coeditor_name ? _publ_contact_letter ; Dear Sir or Madam: Please consider this CIF as supplmentary data for a manuscript submitted to CrystEngComm. Ming-Liang Tong ; #================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ? _journal_techeditor_code ? _journal_techeditor_notes ? _journal_coden_ASTM ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #======================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; Alkali-lanthanide heterometallic coordination polymers based on 2,2'-bipyridine-6,6'-dicarboxylate: syntheses, structures, and luminescent properties ; loop_ _publ_author_name _publ_author_address 'Jin-Wei Dai' ; School of Chemistry and Chemical Engineering Sun Yat-Sen University Guangzhou 510275 P. R. China ; 'Ming-Liang Tong' ; School of Chemistry and Chemical Engineering Sun Yat-Sen University Guangzhou 510275 P. R. China ; _publ_contact_author_name 'Professor Ming-Liang Tong' #=========================================== data_1 _database_code_depnum_ccdc_archive 'CCDC 831278' #TrackingRef '- CIF_updated.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H12 Eu N4 Na O8' _chemical_formula_weight 659.33 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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pccn ' _symmetry_space_group_name_Hall '-P 2ab 2ac ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 8.8209(3) _cell_length_b 13.7896(5) _cell_length_c 18.6855(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2272.84(13) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 10729 _cell_measurement_theta_min 6.35 _cell_measurement_theta_max 54.83 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.927 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 2.840 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.606 _exptl_absorpt_correction_T_max 0.753 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER IP' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12219 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0163 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.00 _reflns_number_total 2465 _reflns_number_gt 2194 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement 'PROCESS-AUTO (Rigaku, 1998)' _computing_data_reduction 'PROCESS-AUTO (Rigaku, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.3984P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2465 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0239 _refine_ls_R_factor_gt 0.0213 _refine_ls_wR_factor_ref 0.0593 _refine_ls_wR_factor_gt 0.0579 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.2500 0.2500 0.057042(6) 0.02111(8) Uani 1 2 d S . . Na1 Na 0.7500 0.2500 0.32244(8) 0.0341(3) Uani 1 2 d S . . O1 O 0.41364(14) 0.29706(10) 0.14986(7) 0.0338(3) Uani 1 1 d . . . O2 O 0.5732(2) 0.26456(12) 0.23823(11) 0.0565(5) Uani 1 1 d . . . O3 O 0.05514(19) 0.24121(9) -0.03031(10) 0.0348(4) Uani 1 1 d . . . O4 O -0.07895(15) 0.16164(11) -0.11281(7) 0.0422(3) Uani 1 1 d . . . N1 N 0.39828(14) 0.11210(10) 0.11141(7) 0.0238(3) Uani 1 1 d . . . N2 N 0.21180(17) 0.08335(11) 0.00342(8) 0.0236(3) Uani 1 1 d . . . C1 C 0.47910(19) 0.13278(13) 0.17041(9) 0.0274(3) Uani 1 1 d . . . C2 C 0.5492(2) 0.06058(15) 0.21031(11) 0.0382(4) Uani 1 1 d . . . H2 H 0.6023 0.0759 0.2518 0.046 Uiso 1 1 calc R . . C3 C 0.5386(2) -0.03431(16) 0.18727(10) 0.0415(5) Uani 1 1 d . . . H3 H 0.5846 -0.0837 0.2133 0.050 Uiso 1 1 calc R . . C4 C 0.4593(2) -0.05554(14) 0.12530(10) 0.0335(4) Uani 1 1 d . . . H4 H 0.4540 -0.1188 0.1083 0.040 Uiso 1 1 calc R . . C5 C 0.38761(17) 0.01957(12) 0.08884(9) 0.0242(3) Uani 1 1 d . . . C6 C 0.2930(2) 0.00538(12) 0.02352(9) 0.0238(3) Uani 1 1 d . . . C7 C 0.2850(2) -0.08184(14) -0.01388(11) 0.0300(4) Uani 1 1 d . . . H7 H 0.3423 -0.1351 0.0004 0.036 Uiso 1 1 calc R . . C8 C 0.1900(2) -0.08769(15) -0.07276(10) 0.0353(4) Uani 1 1 d . . . H8 H 0.1846 -0.1448 -0.0991 0.042 Uiso 1 1 calc R . . C9 C 0.10304(19) -0.00828(14) -0.09223(9) 0.0326(4) Uani 1 1 d . . . H9 H 0.0371 -0.0117 -0.1310 0.039 Uiso 1 1 calc R . . C10 C 0.11653(18) 0.07616(14) -0.05281(8) 0.0256(4) Uani 1 1 d . . . C11 C 0.4899(4) 0.23983(14) 0.18884(10) 0.0307(5) Uani 1 1 d . . . C12 C 0.0225(2) 0.16659(14) -0.06786(9) 0.0290(4) 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 Eu1 0.02321(11) 0.01571(11) 0.02440(11) 0.000 0.000 0.00311(3) Na1 0.0301(7) 0.0463(9) 0.0260(6) 0.000 0.000 -0.0090(4) O1 0.0400(7) 0.0224(7) 0.0389(7) -0.0014(6) -0.0107(5) -0.0009(5) O2 0.0743(13) 0.0394(10) 0.0557(11) -0.0087(7) -0.0365(10) 0.0022(7) O3 0.0362(8) 0.0267(8) 0.0414(10) -0.0014(5) -0.0104(7) 0.0082(5) O4 0.0407(7) 0.0477(9) 0.0384(7) 0.0007(6) -0.0164(6) 0.0067(6) N1 0.0247(6) 0.0192(8) 0.0275(7) 0.0009(5) -0.0007(5) 0.0029(5) N2 0.0239(6) 0.0212(8) 0.0258(7) -0.0011(5) 0.0003(6) 0.0014(6) C1 0.0289(8) 0.0266(10) 0.0268(8) 0.0026(7) -0.0026(7) 0.0006(7) C2 0.0470(11) 0.0315(11) 0.0361(9) 0.0056(8) -0.0135(8) 0.0001(8) C3 0.0490(12) 0.0291(12) 0.0464(12) 0.0137(8) -0.0135(8) 0.0048(9) C4 0.0383(9) 0.0184(9) 0.0437(10) 0.0038(7) -0.0043(8) 0.0027(7) C5 0.0240(8) 0.0181(8) 0.0305(8) 0.0013(6) 0.0024(6) 0.0012(6) C6 0.0227(7) 0.0182(9) 0.0306(9) -0.0001(7) 0.0028(7) 0.0003(6) C7 0.0309(8) 0.0198(10) 0.0394(10) -0.0027(8) 0.0031(8) 0.0015(7) C8 0.0374(11) 0.0277(11) 0.0409(10) -0.0122(8) 0.0019(8) -0.0051(8) C9 0.0317(9) 0.0353(11) 0.0309(9) -0.0060(8) -0.0040(7) -0.0023(7) C10 0.0241(8) 0.0263(10) 0.0266(9) 0.0002(6) 0.0008(6) -0.0006(7) C11 0.0333(13) 0.0297(13) 0.0291(12) -0.0007(6) -0.0044(8) -0.0013(8) C12 0.0280(8) 0.0309(11) 0.0281(8) 0.0038(7) -0.0007(7) 0.0025(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Eu1 O1 2.3480(12) . ? Eu1 O1 2.3480(12) 2 ? Eu1 O3 2.3735(17) . ? Eu1 O3 2.3735(17) 2 ? Eu1 N1 2.5217(13) 2 ? Eu1 N1 2.5217(13) . ? Eu1 N2 2.5295(15) . ? Eu1 N2 2.5295(15) 2 ? Eu1 C11 3.250(2) 2 ? Na1 O2 2.224(2) . ? Na1 O2 2.224(2) 2_655 ? Na1 O4 2.2859(15) 8_656 ? Na1 O4 2.2859(15) 7_666 ? O1 C11 1.267(3) . ? O2 C11 1.228(3) . ? O3 C12 1.278(2) . ? O4 C12 1.229(2) . ? O4 Na1 2.2859(15) 7_465 ? N1 C1 1.343(2) . ? N1 C5 1.347(2) . ? N2 C6 1.345(2) . ? N2 C10 1.349(2) . ? C1 C2 1.389(3) . ? C1 C11 1.519(3) . ? C2 C3 1.381(3) . ? C2 H2 0.9300 . ? C3 C4 1.384(3) . ? C3 H3 0.9300 . ? C4 C5 1.392(2) . ? C4 H4 0.9300 . ? C5 C6 1.491(2) . ? C6 C7 1.393(2) . ? C7 C8 1.386(3) . ? C7 H7 0.9300 . ? C8 C9 1.386(3) . ? C8 H8 0.9300 . ? C9 C10 1.383(3) . ? C9 H9 0.9300 . ? C10 C12 1.524(3) . ? 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 Eu1 O1 84.76(6) . 2 ? O1 Eu1 O3 165.31(5) . . ? O1 Eu1 O3 92.79(6) 2 . ? O1 Eu1 O3 92.79(6) . 2 ? O1 Eu1 O3 165.31(5) 2 2 ? O3 Eu1 O3 93.10(9) . 2 ? O1 Eu1 N1 79.21(4) . 2 ? O1 Eu1 N1 65.92(4) 2 2 ? O3 Eu1 N1 86.56(5) . 2 ? O3 Eu1 N1 127.89(4) 2 2 ? O1 Eu1 N1 65.92(4) . . ? O1 Eu1 N1 79.21(4) 2 . ? O3 Eu1 N1 127.89(4) . . ? O3 Eu1 N1 86.56(5) 2 . ? N1 Eu1 N1 132.49(6) 2 . ? O1 Eu1 N2 128.73(5) . . ? O1 Eu1 N2 87.68(5) 2 . ? O3 Eu1 N2 65.46(4) . . ? O3 Eu1 N2 82.56(5) 2 . ? N1 Eu1 N2 140.86(4) 2 . ? N1 Eu1 N2 62.84(4) . . ? O1 Eu1 N2 87.68(5) . 2 ? O1 Eu1 N2 128.73(5) 2 2 ? O3 Eu1 N2 82.56(5) . 2 ? O3 Eu1 N2 65.46(4) 2 2 ? N1 Eu1 N2 62.84(4) 2 2 ? N1 Eu1 N2 140.86(4) . 2 ? N2 Eu1 N2 133.33(6) . 2 ? O1 Eu1 C11 80.13(6) . 2 ? O1 Eu1 C11 18.54(5) 2 2 ? O3 Eu1 C11 92.97(7) . 2 ? O3 Eu1 C11 172.07(6) 2 2 ? N1 Eu1 C11 47.50(5) 2 2 ? N1 Eu1 C11 93.73(5) . 2 ? N2 Eu1 C11 104.63(5) . 2 ? N2 Eu1 C11 110.35(5) 2 2 ? O2 Na1 O2 89.95(13) . 2_655 ? O2 Na1 O4 87.70(7) . 8_656 ? O2 Na1 O4 142.10(6) 2_655 8_656 ? O2 Na1 O4 142.10(6) . 7_666 ? O2 Na1 O4 87.70(7) 2_655 7_666 ? O4 Na1 O4 116.08(9) 8_656 7_666 ? C11 O1 Eu1 125.36(13) . . ? C11 O2 Na1 157.84(16) . . ? C12 O3 Eu1 125.58(12) . . ? C12 O4 Na1 144.36(14) . 7_465 ? C1 N1 C5 119.67(14) . . ? C1 N1 Eu1 116.47(11) . . ? C5 N1 Eu1 123.50(10) . . ? C6 N2 C10 119.36(15) . . ? C6 N2 Eu1 122.99(11) . . ? C10 N2 Eu1 117.28(12) . . ? N1 C1 C2 121.63(17) . . ? N1 C1 C11 115.20(16) . . ? C2 C1 C11 123.16(17) . . ? C3 C2 C1 118.81(17) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 119.69(18) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 118.81(18) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 121.32(15) . . ? N1 C5 C6 114.81(14) . . ? C4 C5 C6 123.87(16) . . ? N2 C6 C7 121.55(16) . . ? N2 C6 C5 114.93(14) . . ? C7 C6 C5 123.51(16) . . ? C8 C7 C6 118.64(18) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C9 C8 C7 119.83(18) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C10 C9 C8 118.55(16) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? N2 C10 C9 122.03(17) . . ? N2 C10 C12 115.00(16) . . ? C9 C10 C12 122.95(15) . . ? O2 C11 O1 125.22(19) . . ? O2 C11 C1 118.54(19) . . ? O1 C11 C1 116.21(18) . . ? O4 C12 O3 125.72(18) . . ? O4 C12 C10 118.49(17) . . ? O3 C12 C10 115.77(15) . . ? 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 O1 Eu1 O1 C11 74.47(18) 2 . . . ? O3 Eu1 O1 C11 155.4(2) . . . . ? O3 Eu1 O1 C11 -91.01(18) 2 . . . ? N1 Eu1 O1 C11 140.92(18) 2 . . . ? N1 Eu1 O1 C11 -6.04(18) . . . . ? N2 Eu1 O1 C11 -8.3(2) . . . . ? N2 Eu1 O1 C11 -156.30(18) 2 . . . ? C11 Eu1 O1 C11 92.59(19) 2 . . . ? O2 Na1 O2 C11 68.8(5) 2_655 . . . ? O4 Na1 O2 C11 -73.4(6) 8_656 . . . ? O4 Na1 O2 C11 155.0(5) 7_666 . . . ? O1 Eu1 O3 C12 -171.07(16) . . . . ? O1 Eu1 O3 C12 -91.13(17) 2 . . . ? O3 Eu1 O3 C12 75.41(16) 2 . . . ? N1 Eu1 O3 C12 -156.79(17) 2 . . . ? N1 Eu1 O3 C12 -12.6(2) . . . . ? N2 Eu1 O3 C12 -4.96(16) . . . . ? N2 Eu1 O3 C12 140.16(18) 2 . . . ? C11 Eu1 O3 C12 -109.69(17) 2 . . . ? O1 Eu1 N1 C1 8.06(11) . . . . ? O1 Eu1 N1 C1 -80.98(11) 2 . . . ? O3 Eu1 N1 C1 -166.08(11) . . . . ? O3 Eu1 N1 C1 102.67(12) 2 . . . ? N1 Eu1 N1 C1 -38.52(10) 2 . . . ? N2 Eu1 N1 C1 -173.94(13) . . . . ? N2 Eu1 N1 C1 59.80(14) 2 . . . ? C11 Eu1 N1 C1 -69.40(12) 2 . . . ? O1 Eu1 N1 C5 -178.87(13) . . . . ? O1 Eu1 N1 C5 92.08(12) 2 . . . ? O3 Eu1 N1 C5 6.99(15) . . . . ? O3 Eu1 N1 C5 -84.27(12) 2 . . . ? N1 Eu1 N1 C5 134.54(12) 2 . . . ? N2 Eu1 N1 C5 -0.87(11) . . . . ? N2 Eu1 N1 C5 -127.13(12) 2 . . . ? C11 Eu1 N1 C5 103.67(12) 2 . . . ? O1 Eu1 N2 C6 -3.28(15) . . . . ? O1 Eu1 N2 C6 -84.67(13) 2 . . . ? O3 Eu1 N2 C6 -178.80(15) . . . . ? O3 Eu1 N2 C6 84.33(14) 2 . . . ? N1 Eu1 N2 C6 -130.52(12) 2 . . . ? N1 Eu1 N2 C6 -5.61(12) . . . . ? N2 Eu1 N2 C6 129.98(14) 2 . . . ? C11 Eu1 N2 C6 -92.26(14) 2 . . . ? O1 Eu1 N2 C10 -176.21(11) . . . . ? O1 Eu1 N2 C10 102.39(12) 2 . . . ? O3 Eu1 N2 C10 8.26(12) . . . . ? O3 Eu1 N2 C10 -88.61(12) 2 . . . ? N1 Eu1 N2 C10 56.54(14) 2 . . . ? N1 Eu1 N2 C10 -178.55(13) . . . . ? N2 Eu1 N2 C10 -42.95(11) 2 . . . ? C11 Eu1 N2 C10 94.80(12) 2 . . . ? C5 N1 C1 C2 -1.8(2) . . . . ? Eu1 N1 C1 C2 171.52(14) . . . . ? C5 N1 C1 C11 177.10(17) . . . . ? Eu1 N1 C1 C11 -9.5(2) . . . . ? N1 C1 C2 C3 1.9(3) . . . . ? C11 C1 C2 C3 -176.9(2) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? C2 C3 C4 C5 -2.1(3) . . . . ? C1 N1 C5 C4 -0.2(2) . . . . ? Eu1 N1 C5 C4 -173.11(12) . . . . ? C1 N1 C5 C6 179.07(14) . . . . ? Eu1 N1 C5 C6 6.21(18) . . . . ? C3 C4 C5 N1 2.2(3) . . . . ? C3 C4 C5 C6 -177.07(16) . . . . ? C10 N2 C6 C7 2.2(3) . . . . ? Eu1 N2 C6 C7 -170.55(13) . . . . ? C10 N2 C6 C5 -176.52(14) . . . . ? Eu1 N2 C6 C5 10.7(2) . . . . ? N1 C5 C6 N2 -10.6(2) . . . . ? C4 C5 C6 N2 168.72(16) . . . . ? N1 C5 C6 C7 170.69(16) . . . . ? C4 C5 C6 C7 -10.0(3) . . . . ? N2 C6 C7 C8 -0.5(3) . . . . ? C5 C6 C7 C8 178.18(17) . . . . ? C6 C7 C8 C9 -1.4(3) . . . . ? C7 C8 C9 C10 1.5(3) . . . . ? C6 N2 C10 C9 -2.2(2) . . . . ? Eu1 N2 C10 C9 171.03(13) . . . . ? C6 N2 C10 C12 176.09(15) . . . . ? Eu1 N2 C10 C12 -10.71(18) . . . . ? C8 C9 C10 N2 0.3(3) . . . . ? C8 C9 C10 C12 -177.81(16) . . . . ? Na1 O2 C11 O1 -167.4(4) . . . . ? Na1 O2 C11 C1 10.6(7) . . . . ? Eu1 O1 C11 O2 -178.6(2) . . . . ? Eu1 O1 C11 C1 3.4(3) . . . . ? N1 C1 C11 O2 -173.5(2) . . . . ? C2 C1 C11 O2 5.4(4) . . . . ? N1 C1 C11 O1 4.7(3) . . . . ? C2 C1 C11 O1 -176.41(19) . . . . ? Na1 O4 C12 O3 11.2(3) 7_465 . . . ? Na1 O4 C12 C10 -170.77(14) 7_465 . . . ? Eu1 O3 C12 O4 179.51(14) . . . . ? Eu1 O3 C12 C10 1.4(2) . . . . ? N2 C10 C12 O4 -171.67(15) . . . . ? C9 C10 C12 O4 6.6(3) . . . . ? N2 C10 C12 O3 6.6(2) . . . . ? C9 C10 C12 O3 -175.16(17) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.167 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.086 #=================================================END data_2 _database_code_depnum_ccdc_archive 'CCDC 831279' #TrackingRef '- CIF_updated.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H12 N4 Na O8 Tb' _chemical_formula_weight 666.29 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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'Pccn ' _symmetry_space_group_name_Hall '-P 2ab 2ac ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 8.8179(3) _cell_length_b 13.7604(3) _cell_length_c 18.6600(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2264.16(10) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 12941 _cell_measurement_theta_min 6.36 _cell_measurement_theta_max 54.82 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.955 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 3.204 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7527 _exptl_absorpt_correction_T_max 0.8116 _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER IP' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16414 _diffrn_reflns_av_R_equivalents 0.0190 _diffrn_reflns_av_sigmaI/netI 0.0118 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.00 _reflns_number_total 2468 _reflns_number_gt 2158 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_cell_refinement 'PROCESS-AUTO (Rigaku, 1998)' _computing_data_reduction 'PROCESS-AUTO (Rigaku, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0247P)^2^+0.9507P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2468 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0198 _refine_ls_R_factor_gt 0.0164 _refine_ls_wR_factor_ref 0.0443 _refine_ls_wR_factor_gt 0.0428 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tb1 Tb 0.2500 0.2500 0.058011(6) 0.02021(6) Uani 1 2 d S . . Na1 Na 0.7500 0.2500 0.32216(7) 0.0335(3) Uani 1 2 d S . . O1 O 0.41126(15) 0.29962(10) 0.14950(7) 0.0314(3) Uani 1 1 d . . . O2 O 0.5739(2) 0.26904(12) 0.23743(9) 0.0525(5) Uani 1 1 d . . . O3 O 0.05711(18) 0.24366(9) -0.02852(9) 0.0332(3) Uani 1 1 d . . . O4 O -0.07680(16) 0.16536(11) -0.11220(7) 0.0404(4) Uani 1 1 d . . . N1 N 0.39874(16) 0.11437(10) 0.11175(7) 0.0224(3) Uani 1 1 d . . . N2 N 0.21209(17) 0.08524(11) 0.00436(8) 0.0222(3) Uani 1 1 d . . . C1 C 0.4801(2) 0.13549(14) 0.17060(10) 0.0264(4) Uani 1 1 d . . . C2 C 0.5511(2) 0.06375(15) 0.21073(11) 0.0370(5) Uani 1 1 d . . . H2 H 0.6047 0.0796 0.2521 0.044 Uiso 1 1 calc R . . C3 C 0.5408(3) -0.03179(16) 0.18804(11) 0.0407(5) Uani 1 1 d . . . H3 H 0.5873 -0.0811 0.2141 0.049 Uiso 1 1 calc R . . C4 C 0.4604(2) -0.05347(14) 0.12608(11) 0.0323(4) Uani 1 1 d . . . H4 H 0.4549 -0.1170 0.1093 0.039 Uiso 1 1 calc R . . C5 C 0.3884(2) 0.02130(12) 0.08967(9) 0.0231(4) Uani 1 1 d . . . C6 C 0.2934(2) 0.00673(13) 0.02434(10) 0.0230(4) Uani 1 1 d . . . C7 C 0.2847(2) -0.08055(14) -0.01303(11) 0.0286(4) Uani 1 1 d . . . H7 H 0.3419 -0.1340 0.0012 0.034 Uiso 1 1 calc R . . C8 C 0.1890(3) -0.08627(15) -0.07199(11) 0.0336(4) Uani 1 1 d . . . H8 H 0.1827 -0.1435 -0.0983 0.040 Uiso 1 1 calc R . . C9 C 0.1029(2) -0.00617(15) -0.09138(10) 0.0316(4) Uani 1 1 d . . . H9 H 0.0367 -0.0093 -0.1301 0.038 Uiso 1 1 calc R . . C10 C 0.1174(2) 0.07841(14) -0.05200(9) 0.0245(4) Uani 1 1 d . . . C11 C 0.4896(3) 0.24337(13) 0.18869(9) 0.0293(5) Uani 1 1 d . . . C12 C 0.0241(2) 0.16956(15) -0.06668(9) 0.0274(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.02203(8) 0.01648(8) 0.02211(8) 0.000 0.000 0.00293(4) Na1 0.0281(6) 0.0475(8) 0.0249(5) 0.000 0.000 -0.0090(4) O1 0.0369(8) 0.0221(7) 0.0352(7) -0.0007(6) -0.0106(6) -0.0008(6) O2 0.0663(12) 0.0413(9) 0.0500(10) -0.0088(8) -0.0325(9) 0.0027(8) O3 0.0342(8) 0.0270(7) 0.0384(8) -0.0018(6) -0.0104(7) 0.0080(5) O4 0.0383(8) 0.0472(9) 0.0357(7) 0.0005(7) -0.0155(6) 0.0074(7) N1 0.0232(7) 0.0198(7) 0.0243(7) 0.0006(6) -0.0009(6) 0.0022(6) N2 0.0214(7) 0.0204(7) 0.0247(7) 0.0001(6) -0.0002(6) 0.0018(6) C1 0.0280(9) 0.0267(9) 0.0245(8) 0.0009(8) -0.0021(7) 0.0005(7) C2 0.0448(12) 0.0325(11) 0.0337(10) 0.0053(9) -0.0139(9) 0.0015(9) C3 0.0479(13) 0.0296(11) 0.0447(13) 0.0117(9) -0.0136(10) 0.0045(10) C4 0.0370(11) 0.0201(9) 0.0397(10) 0.0051(8) -0.0038(9) 0.0028(8) C5 0.0235(9) 0.0196(8) 0.0262(9) 0.0019(7) 0.0014(7) 0.0016(7) C6 0.0219(8) 0.0189(8) 0.0282(9) 0.0011(7) 0.0025(7) 0.0005(7) C7 0.0280(9) 0.0209(9) 0.0370(11) -0.0031(8) 0.0018(8) 0.0011(7) C8 0.0360(11) 0.0267(10) 0.0379(10) -0.0112(9) 0.0023(9) -0.0041(9) C9 0.0310(10) 0.0344(10) 0.0295(9) -0.0055(8) -0.0035(8) -0.0027(8) C10 0.0223(9) 0.0267(10) 0.0245(8) -0.0002(7) -0.0002(6) -0.0007(7) C11 0.0319(11) 0.0293(11) 0.0267(10) -0.0009(8) -0.0042(7) -0.0018(8) C12 0.0257(9) 0.0311(10) 0.0255(9) 0.0037(8) -0.0006(7) 0.0027(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O1 2.3244(13) . ? Tb1 O1 2.3244(13) 2 ? Tb1 O3 2.3468(15) . ? Tb1 O3 2.3468(15) 2 ? Tb1 N1 2.4917(14) 2 ? Tb1 N1 2.4917(14) . ? Tb1 N2 2.5008(15) . ? Tb1 N2 2.5008(15) 2 ? Na1 O2 2.2318(18) . ? Na1 O2 2.2318(18) 2_655 ? Na1 O4 2.2780(15) 7_666 ? Na1 O4 2.2780(15) 8_656 ? O1 C11 1.269(2) . ? O2 C11 1.226(3) . ? O3 C12 1.277(2) . ? O4 C12 1.232(2) . ? O4 Na1 2.2780(15) 7_465 ? N1 C1 1.343(2) . ? N1 C5 1.348(2) . ? N2 C10 1.346(2) . ? N2 C6 1.349(2) . ? C1 C2 1.389(3) . ? C1 C11 1.525(3) . ? C2 C3 1.384(3) . ? C2 H2 0.9300 . ? C3 C4 1.389(3) . ? C3 H3 0.9300 . ? C4 C5 1.386(2) . ? C4 H4 0.9300 . ? C5 C6 1.493(3) . ? C6 C7 1.391(3) . ? C7 C8 1.389(3) . ? C7 H7 0.9300 . ? C8 C9 1.386(3) . ? C8 H8 0.9300 . ? C9 C10 1.382(3) . ? C9 H9 0.9300 . ? C10 C12 1.525(3) . ? 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 Tb1 O1 85.48(7) . 2 ? O1 Tb1 O3 163.66(4) . . ? O1 Tb1 O3 92.92(5) 2 . ? O1 Tb1 O3 92.92(5) . 2 ? O1 Tb1 O3 163.66(4) 2 2 ? O3 Tb1 O3 93.06(8) . 2 ? O1 Tb1 N1 78.84(5) . 2 ? O1 Tb1 N1 66.57(5) 2 2 ? O3 Tb1 N1 85.60(5) . 2 ? O3 Tb1 N1 129.09(4) 2 2 ? O1 Tb1 N1 66.57(5) . . ? O1 Tb1 N1 78.84(5) 2 . ? O3 Tb1 N1 129.09(4) . . ? O3 Tb1 N1 85.60(5) 2 . ? N1 Tb1 N1 132.54(6) 2 . ? O1 Tb1 N2 129.95(5) . . ? O1 Tb1 N2 86.90(5) 2 . ? O3 Tb1 N2 66.05(4) . . ? O3 Tb1 N2 81.67(5) 2 . ? N1 Tb1 N2 140.33(5) 2 . ? N1 Tb1 N2 63.41(5) . . ? O1 Tb1 N2 86.90(5) . 2 ? O1 Tb1 N2 129.95(5) 2 2 ? O3 Tb1 N2 81.67(5) . 2 ? O3 Tb1 N2 66.05(4) 2 2 ? N1 Tb1 N2 63.41(5) 2 2 ? N1 Tb1 N2 140.33(5) . 2 ? N2 Tb1 N2 132.81(7) . 2 ? O2 Na1 O2 89.79(12) . 2_655 ? O2 Na1 O4 141.95(6) . 7_666 ? O2 Na1 O4 88.53(7) 2_655 7_666 ? O2 Na1 O4 88.53(7) . 8_656 ? O2 Na1 O4 141.95(6) 2_655 8_656 ? O4 Na1 O4 114.95(9) 7_666 8_656 ? C11 O1 Tb1 125.23(12) . . ? C11 O2 Na1 155.95(15) . . ? C12 O3 Tb1 125.33(12) . . ? C12 O4 Na1 146.23(15) . 7_465 ? C1 N1 C5 119.42(15) . . ? C1 N1 Tb1 116.61(11) . . ? C5 N1 Tb1 123.57(11) . . ? C10 N2 C6 119.32(16) . . ? C10 N2 Tb1 117.32(12) . . ? C6 N2 Tb1 122.98(12) . . ? N1 C1 C2 121.87(18) . . ? N1 C1 C11 114.90(16) . . ? C2 C1 C11 123.23(17) . . ? C3 C2 C1 118.71(19) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 119.50(19) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 118.83(18) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? N1 C5 C4 121.61(17) . . ? N1 C5 C6 114.52(15) . . ? C4 C5 C6 123.87(16) . . ? N2 C6 C7 121.58(17) . . ? N2 C6 C5 114.61(15) . . ? C7 C6 C5 123.80(17) . . ? C8 C7 C6 118.65(18) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C9 C8 C7 119.64(18) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 118.67(18) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? N2 C10 C9 122.11(17) . . ? N2 C10 C12 114.68(16) . . ? C9 C10 C12 123.17(16) . . ? O2 C11 O1 125.54(18) . . ? O2 C11 C1 118.56(18) . . ? O1 C11 C1 115.86(16) . . ? O4 C12 O3 125.91(19) . . ? O4 C12 C10 118.36(18) . . ? O3 C12 C10 115.71(16) . . ? 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 O1 Tb1 O1 C11 74.04(16) 2 . . . ? O3 Tb1 O1 C11 158.98(19) . . . . ? O3 Tb1 O1 C11 -89.67(16) 2 . . . ? N1 Tb1 O1 C11 141.03(17) 2 . . . ? N1 Tb1 O1 C11 -5.75(16) . . . . ? N2 Tb1 O1 C11 -8.09(18) . . . . ? N2 Tb1 O1 C11 -155.47(16) 2 . . . ? O2 Na1 O2 C11 70.8(4) 2_655 . . . ? O4 Na1 O2 C11 158.1(4) 7_666 . . . ? O4 Na1 O2 C11 -71.2(4) 8_656 . . . ? O1 Tb1 O3 C12 -174.32(16) . . . . ? O1 Tb1 O3 C12 -90.44(16) 2 . . . ? O3 Tb1 O3 C12 74.35(15) 2 . . . ? N1 Tb1 O3 C12 -156.66(16) 2 . . . ? N1 Tb1 O3 C12 -12.46(19) . . . . ? N2 Tb1 O3 C12 -5.14(15) . . . . ? N2 Tb1 O3 C12 139.60(17) 2 . . . ? O1 Tb1 N1 C1 7.98(12) . . . . ? O1 Tb1 N1 C1 -81.90(13) 2 . . . ? O3 Tb1 N1 C1 -166.55(12) . . . . ? O3 Tb1 N1 C1 103.09(13) 2 . . . ? N1 Tb1 N1 C1 -38.87(12) 2 . . . ? N2 Tb1 N1 C1 -174.03(14) . . . . ? N2 Tb1 N1 C1 60.04(15) 2 . . . ? O1 Tb1 N1 C5 -179.35(15) . . . . ? O1 Tb1 N1 C5 90.77(13) 2 . . . ? O3 Tb1 N1 C5 6.13(16) . . . . ? O3 Tb1 N1 C5 -84.24(13) 2 . . . ? N1 Tb1 N1 C5 133.80(14) 2 . . . ? N2 Tb1 N1 C5 -1.35(12) . . . . ? N2 Tb1 N1 C5 -127.29(13) 2 . . . ? O1 Tb1 N2 C10 -175.60(11) . . . . ? O1 Tb1 N2 C10 102.94(13) 2 . . . ? O3 Tb1 N2 C10 8.35(12) . . . . ? O3 Tb1 N2 C10 -88.77(13) 2 . . . ? N1 Tb1 N2 C10 56.49(16) 2 . . . ? N1 Tb1 N2 C10 -178.00(14) . . . . ? N2 Tb1 N2 C10 -42.79(12) 2 . . . ? O1 Tb1 N2 C6 -2.81(16) . . . . ? O1 Tb1 N2 C6 -84.28(14) 2 . . . ? O3 Tb1 N2 C6 -178.86(15) . . . . ? O3 Tb1 N2 C6 84.02(14) 2 . . . ? N1 Tb1 N2 C6 -130.72(13) 2 . . . ? N1 Tb1 N2 C6 -5.21(13) . . . . ? N2 Tb1 N2 C6 130.00(14) 2 . . . ? C5 N1 C1 C2 -1.7(3) . . . . ? Tb1 N1 C1 C2 171.32(15) . . . . ? C5 N1 C1 C11 177.45(17) . . . . ? Tb1 N1 C1 C11 -9.6(2) . . . . ? N1 C1 C2 C3 1.8(3) . . . . ? C11 C1 C2 C3 -177.3(2) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? C2 C3 C4 C5 -2.0(3) . . . . ? C1 N1 C5 C4 -0.3(3) . . . . ? Tb1 N1 C5 C4 -172.77(14) . . . . ? C1 N1 C5 C6 179.21(16) . . . . ? Tb1 N1 C5 C6 6.7(2) . . . . ? C3 C4 C5 N1 2.1(3) . . . . ? C3 C4 C5 C6 -177.35(19) . . . . ? C10 N2 C6 C7 1.7(3) . . . . ? Tb1 N2 C6 C7 -170.99(13) . . . . ? C10 N2 C6 C5 -177.01(16) . . . . ? Tb1 N2 C6 C5 10.3(2) . . . . ? N1 C5 C6 N2 -10.6(2) . . . . ? C4 C5 C6 N2 168.85(17) . . . . ? N1 C5 C6 C7 170.73(17) . . . . ? C4 C5 C6 C7 -9.8(3) . . . . ? N2 C6 C7 C8 -0.4(3) . . . . ? C5 C6 C7 C8 178.18(18) . . . . ? C6 C7 C8 C9 -1.2(3) . . . . ? C7 C8 C9 C10 1.4(3) . . . . ? C6 N2 C10 C9 -1.5(3) . . . . ? Tb1 N2 C10 C9 171.60(14) . . . . ? C6 N2 C10 C12 176.29(15) . . . . ? Tb1 N2 C10 C12 -10.6(2) . . . . ? C8 C9 C10 N2 0.0(3) . . . . ? C8 C9 C10 C12 -177.60(18) . . . . ? Na1 O2 C11 O1 -171.1(3) . . . . ? Na1 O2 C11 C1 6.5(6) . . . . ? Tb1 O1 C11 O2 -179.34(18) . . . . ? Tb1 O1 C11 C1 3.0(3) . . . . ? N1 C1 C11 O2 -173.0(2) . . . . ? C2 C1 C11 O2 6.2(3) . . . . ? N1 C1 C11 O1 4.9(3) . . . . ? C2 C1 C11 O1 -175.98(19) . . . . ? Na1 O4 C12 O3 10.1(4) 7_465 . . . ? Na1 O4 C12 C10 -171.65(16) 7_465 . . . ? Tb1 O3 C12 O4 179.97(15) . . . . ? Tb1 O3 C12 C10 1.6(2) . . . . ? N2 C10 C12 O4 -172.09(17) . . . . ? C9 C10 C12 O4 5.6(3) . . . . ? N2 C10 C12 O3 6.4(2) . . . . ? C9 C10 C12 O3 -175.89(18) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.506 _refine_diff_density_min -0.249 _refine_diff_density_rms 0.070 #=================================================END data_3 _database_code_depnum_ccdc_archive 'CCDC 831280' #TrackingRef '- CIF_updated.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H16 Eu K N4 O9' _chemical_formula_weight 707.48 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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.7617(8) _cell_length_b 21.2393(18) _cell_length_c 15.8856(11) _cell_angle_alpha 90.00 _cell_angle_beta 121.147(4) _cell_angle_gamma 90.00 _cell_volume 2530.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3590 _cell_measurement_theta_min 4.867 _cell_measurement_theta_max 54.974 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.857 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 2.706 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6136 _exptl_absorpt_correction_T_max 0.7736 _exptl_absorpt_process_details 'SADABS, Bruker(2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14788 _diffrn_reflns_av_R_equivalents 0.0375 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.99 _reflns_number_total 5424 _reflns_number_gt 4322 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+3.8080P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5424 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0856 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.51587(3) 0.938348(10) 0.251914(15) 0.01237(8) Uani 1 1 d . . . K1 K 0.95847(13) 1.18179(5) 0.21256(9) 0.0219(2) Uani 1 1 d . . . O1 O 0.7059(4) 1.01772(14) 0.2549(2) 0.0153(7) Uani 1 1 d . . . O2 O 0.8808(4) 1.10193(15) 0.3216(2) 0.0206(7) Uani 1 1 d . . . O3 O 0.3089(4) 0.85465(14) 0.2093(2) 0.0180(7) Uani 1 1 d . . . O4 O 0.2219(5) 0.76825(17) 0.2551(3) 0.0304(9) Uani 1 1 d . . . O5 O 0.7274(4) 0.85822(15) 0.2903(2) 0.0178(7) Uani 1 1 d . . . O6 O 0.8233(5) 0.77478(18) 0.2449(3) 0.0355(9) Uani 1 1 d . . . O7 O 0.3193(4) 1.01373(15) 0.2511(2) 0.0169(7) Uani 1 1 d . . . O8 O 0.1428(4) 1.09748(16) 0.1870(2) 0.0234(7) Uani 1 1 d . . . O9 O 0.8279(5) 1.20218(17) -0.0129(3) 0.0319(9) Uani 1 1 d . . . H9O H 0.7841 1.1840 -0.0683 0.038 Uiso 1 1 d R . . N1 N 0.7095(4) 0.99097(17) 0.4175(3) 0.0139(8) Uani 1 1 d . . . N2 N 0.5030(4) 0.89385(17) 0.3950(3) 0.0143(8) Uani 1 1 d . . . N3 N 0.5179(4) 0.89469(17) 0.1043(3) 0.0126(7) Uani 1 1 d . . . N4 N 0.3082(4) 0.98910(17) 0.0858(3) 0.0123(7) Uani 1 1 d . . . C1 C 0.8049(5) 1.0419(2) 0.4207(3) 0.0128(9) Uani 1 1 d . . . C2 C 0.9012(5) 1.0776(2) 0.5046(3) 0.0164(10) Uani 1 1 d . . . H2 H 0.9680 1.1130 0.5054 0.020 Uiso 1 1 calc R . . C3 C 0.8981(5) 1.0604(2) 0.5884(3) 0.0167(9) Uani 1 1 d . . . H3 H 0.9628 1.0844 0.6470 0.020 Uiso 1 1 calc R . . C4 C 0.8011(5) 1.0085(2) 0.5863(3) 0.0163(9) Uani 1 1 d . . . H4 H 0.7982 0.9963 0.6430 0.020 Uiso 1 1 calc R . . C5 C 0.7072(5) 0.9743(2) 0.4985(3) 0.0130(9) Uani 1 1 d . . . C6 C 0.5993(5) 0.9177(2) 0.4869(3) 0.0145(9) Uani 1 1 d . . . C7 C 0.5919(6) 0.8900(2) 0.5648(3) 0.0182(10) Uani 1 1 d . . . H7 H 0.6595 0.9069 0.6293 0.022 Uiso 1 1 calc R . . C8 C 0.4854(6) 0.8380(2) 0.5466(3) 0.0201(10) Uani 1 1 d . . . H8 H 0.4790 0.8187 0.5986 0.024 Uiso 1 1 calc R . . C9 C 0.3874(6) 0.8140(2) 0.4518(3) 0.0180(10) Uani 1 1 d . . . H9 H 0.3122 0.7784 0.4380 0.022 Uiso 1 1 calc R . . C10 C 0.4009(5) 0.8425(2) 0.3781(3) 0.0158(9) Uani 1 1 d . . . C11 C 0.7992(5) 1.0560(2) 0.3258(3) 0.0147(9) Uani 1 1 d . . . C12 C 0.3010(6) 0.8186(2) 0.2729(4) 0.0206(10) Uani 1 1 d . . . C13 C 0.6253(5) 0.8453(2) 0.1210(3) 0.0149(9) Uani 1 1 d . . . C14 C 0.6369(6) 0.8162(2) 0.0466(4) 0.0183(10) Uani 1 1 d . . . H14 H 0.7126 0.7809 0.0600 0.022 Uiso 1 1 calc R . . C15 C 0.5348(6) 0.8400(2) -0.0487(3) 0.0187(10) Uani 1 1 d . . . H15 H 0.5403 0.8210 -0.1012 0.022 Uiso 1 1 calc R . . C16 C 0.4251(6) 0.8917(2) -0.0664(3) 0.0162(9) Uani 1 1 d . . . H16 H 0.3568 0.9092 -0.1305 0.019 Uiso 1 1 calc R . . C17 C 0.4174(5) 0.9175(2) 0.0125(3) 0.0134(9) Uani 1 1 d . . . C18 C 0.3029(5) 0.9720(2) 0.0026(3) 0.0128(9) Uani 1 1 d . . . C19 C 0.1957(5) 1.0045(2) -0.0854(3) 0.0155(9) Uani 1 1 d . . . H19 H 0.1921 0.9919 -0.1438 0.019 Uiso 1 1 calc R . . C20 C 0.0944(5) 1.0553(2) -0.0868(3) 0.0169(9) Uani 1 1 d . . . H20 H 0.0215 1.0780 -0.1460 0.020 Uiso 1 1 calc R . . C21 C 0.1015(5) 1.0724(2) -0.0003(3) 0.0165(10) Uani 1 1 d . . . H21 H 0.0336 1.1069 0.0009 0.020 Uiso 1 1 calc R . . C22 C 0.2107(5) 1.0377(2) 0.0842(3) 0.0127(9) Uani 1 1 d . . . C23 C 0.7346(6) 0.8228(2) 0.2274(4) 0.0187(10) Uani 1 1 d . . . C24 C 0.2239(5) 1.0524(2) 0.1818(3) 0.0146(9) Uani 1 1 d . . . C25 C 0.9653(8) 1.2452(3) -0.0024(4) 0.0421(15) Uani 1 1 d . . . H25A H 0.9232 1.2677 -0.0646 0.063 Uiso 1 1 calc R . . H25B H 1.0734 1.2215 0.0144 0.063 Uiso 1 1 calc R . . H25C H 0.9922 1.2756 0.0499 0.063 Uiso 1 1 calc 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 Eu1 0.01498(12) 0.01184(12) 0.00916(12) 0.00022(10) 0.00544(9) -0.00038(9) K1 0.0197(5) 0.0126(5) 0.0344(6) -0.0021(4) 0.0148(5) 0.0000(4) O1 0.0174(14) 0.0176(17) 0.0113(16) -0.0020(13) 0.0078(13) -0.0037(13) O2 0.0240(16) 0.0173(18) 0.0207(18) -0.0001(14) 0.0117(14) -0.0061(13) O3 0.0218(16) 0.0159(17) 0.0141(17) -0.0004(13) 0.0077(13) -0.0054(13) O4 0.041(2) 0.024(2) 0.024(2) -0.0070(16) 0.0164(17) -0.0204(17) O5 0.0188(15) 0.0195(18) 0.0113(17) -0.0010(14) 0.0052(13) 0.0030(13) O6 0.047(2) 0.029(2) 0.026(2) 0.0068(17) 0.0159(18) 0.0226(18) O7 0.0169(15) 0.0194(18) 0.0135(17) 0.0010(13) 0.0073(13) 0.0033(13) O8 0.0271(17) 0.0219(19) 0.0189(18) 0.0009(15) 0.0103(14) 0.0110(14) O9 0.031(2) 0.032(2) 0.030(2) -0.0081(17) 0.0136(17) -0.0042(16) N1 0.0139(17) 0.014(2) 0.0119(19) 0.0010(15) 0.0050(15) 0.0025(14) N2 0.0192(18) 0.0114(19) 0.015(2) -0.0011(15) 0.0103(16) 0.0003(15) N3 0.0153(17) 0.0091(19) 0.0121(19) -0.0017(15) 0.0063(15) -0.0030(14) N4 0.0137(17) 0.013(2) 0.0107(19) -0.0015(15) 0.0066(15) -0.0015(14) C1 0.0125(19) 0.013(2) 0.013(2) 0.0021(17) 0.0062(17) 0.0039(16) C2 0.015(2) 0.015(2) 0.018(2) 0.0012(19) 0.0076(19) 0.0000(17) C3 0.0146(19) 0.018(2) 0.014(2) -0.005(2) 0.0055(17) 0.0015(18) C4 0.018(2) 0.022(3) 0.012(2) 0.0010(19) 0.0094(18) 0.0011(18) C5 0.0120(19) 0.016(2) 0.009(2) 0.0018(18) 0.0044(17) 0.0027(16) C6 0.015(2) 0.016(2) 0.010(2) 0.0001(18) 0.0045(18) 0.0026(17) C7 0.023(2) 0.016(2) 0.016(3) -0.0006(19) 0.011(2) -0.0003(18) C8 0.029(2) 0.019(3) 0.017(3) 0.004(2) 0.015(2) 0.002(2) C9 0.019(2) 0.020(3) 0.016(3) 0.0011(19) 0.009(2) -0.0007(18) C10 0.016(2) 0.015(2) 0.019(2) 0.0033(19) 0.0108(19) 0.0042(17) C11 0.0146(19) 0.017(2) 0.013(2) 0.0022(19) 0.0079(17) 0.0033(18) C12 0.020(2) 0.025(3) 0.016(3) -0.003(2) 0.009(2) -0.003(2) C13 0.017(2) 0.014(2) 0.016(2) 0.0010(19) 0.0104(19) 0.0010(17) C14 0.022(2) 0.013(2) 0.022(3) -0.0004(19) 0.014(2) 0.0012(18) C15 0.023(2) 0.018(3) 0.016(3) -0.007(2) 0.011(2) -0.0048(19) C16 0.020(2) 0.017(2) 0.011(2) 0.0000(18) 0.0080(18) -0.0030(18) C17 0.0143(19) 0.015(2) 0.011(2) -0.0016(18) 0.0059(17) -0.0043(17) C18 0.0121(19) 0.013(2) 0.014(2) -0.0015(18) 0.0067(17) -0.0044(16) C19 0.017(2) 0.019(2) 0.011(2) -0.0032(19) 0.0082(18) -0.0062(18) C20 0.0150(19) 0.020(3) 0.014(2) 0.0030(19) 0.0058(17) -0.0020(18) C21 0.017(2) 0.016(3) 0.016(2) 0.0014(19) 0.0088(18) 0.0013(17) C22 0.0130(19) 0.011(2) 0.014(2) -0.0023(18) 0.0068(17) -0.0035(16) C23 0.016(2) 0.017(3) 0.022(3) 0.002(2) 0.009(2) 0.0050(18) C24 0.016(2) 0.016(3) 0.013(2) -0.0013(18) 0.0078(18) -0.0011(17) C25 0.052(4) 0.037(4) 0.039(4) -0.007(3) 0.025(3) -0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Eu1 O7 2.347(3) . ? Eu1 O1 2.353(3) . ? Eu1 O5 2.353(3) . ? Eu1 O3 2.374(3) . ? Eu1 N2 2.518(4) . ? Eu1 N3 2.531(3) . ? Eu1 N1 2.535(4) . ? Eu1 N4 2.544(4) . ? K1 O8 2.580(3) 1_655 ? K1 O6 2.584(3) 2_755 ? K1 O4 2.640(3) 2_655 ? K1 O2 2.749(3) . ? K1 O9 3.176(4) . ? K1 C16 3.324(4) 3_675 ? O1 C11 1.282(5) . ? O2 C11 1.231(5) . ? O3 C12 1.297(6) . ? O4 C12 1.226(6) . ? O4 K1 2.640(3) 2_645 ? O5 C23 1.277(5) . ? O6 C23 1.224(5) . ? O6 K1 2.584(3) 2_745 ? O7 C24 1.278(5) . ? O8 C24 1.221(5) . ? O8 K1 2.580(3) 1_455 ? O9 C25 1.451(6) . ? O9 H9O 0.8499 . ? N1 C5 1.345(5) . ? N1 C1 1.351(5) . ? N2 C10 1.346(5) . ? N2 C6 1.351(6) . ? N3 C13 1.341(5) . ? N3 C17 1.344(5) . ? N4 C22 1.332(5) . ? N4 C18 1.348(5) . ? C1 C2 1.378(6) . ? C1 C11 1.513(6) . ? C2 C3 1.393(6) . ? C2 H2 0.9500 . ? C3 C4 1.382(6) . ? C3 H3 0.9500 . ? C4 C5 1.401(6) . ? C4 H4 0.9500 . ? C5 C6 1.481(6) . ? C6 C7 1.400(6) . ? C7 C8 1.377(6) . ? C7 H7 0.9500 . ? C8 C9 1.388(7) . ? C8 H8 0.9500 . ? C9 C10 1.377(6) . ? C9 H9 0.9500 . ? C10 C12 1.518(7) . ? C13 C14 1.384(6) . ? C13 C23 1.525(6) . ? C14 C15 1.396(6) . ? C14 H14 0.9500 . ? C15 C16 1.389(6) . ? C15 H15 0.9500 . ? C16 C17 1.401(6) . ? C16 K1 3.324(4) 3_675 ? C16 H16 0.9500 . ? C17 C18 1.485(6) . ? C18 C19 1.398(6) . ? C19 C20 1.390(6) . ? C19 H19 0.9500 . ? C20 C21 1.392(6) . ? C20 H20 0.9500 . ? C21 C22 1.391(6) . ? C21 H21 0.9500 . ? C22 C24 1.526(6) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? 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 O7 Eu1 O1 91.21(10) . . ? O7 Eu1 O5 166.56(10) . . ? O1 Eu1 O5 93.35(10) . . ? O7 Eu1 O3 93.39(10) . . ? O1 Eu1 O3 166.05(10) . . ? O5 Eu1 O3 85.16(11) . . ? O7 Eu1 N2 83.41(11) . . ? O1 Eu1 N2 127.77(11) . . ? O5 Eu1 N2 83.80(11) . . ? O3 Eu1 N2 65.93(11) . . ? O7 Eu1 N3 127.01(11) . . ? O1 Eu1 N3 86.40(10) . . ? O5 Eu1 N3 65.97(11) . . ? O3 Eu1 N3 80.31(10) . . ? N2 Eu1 N3 136.41(11) . . ? O7 Eu1 N1 78.48(11) . . ? O1 Eu1 N1 64.91(11) . . ? O5 Eu1 N1 92.02(11) . . ? O3 Eu1 N1 128.95(11) . . ? N2 Eu1 N1 63.10(11) . . ? N3 Eu1 N1 143.24(10) . . ? O7 Eu1 N4 64.92(10) . . ? O1 Eu1 N4 80.59(10) . . ? O5 Eu1 N4 128.34(10) . . ? O3 Eu1 N4 89.45(11) . . ? N2 Eu1 N4 138.91(10) . . ? N3 Eu1 N4 62.48(11) . . ? N1 Eu1 N4 128.69(11) . . ? O8 K1 O6 97.63(12) 1_655 2_755 ? O8 K1 O4 178.12(12) 1_655 2_655 ? O6 K1 O4 81.61(13) 2_755 2_655 ? O8 K1 O2 92.85(11) 1_655 . ? O6 K1 O2 134.25(12) 2_755 . ? O4 K1 O2 86.48(11) 2_655 . ? O8 K1 O9 78.87(10) 1_655 . ? O6 K1 O9 88.66(11) 2_755 . ? O4 K1 O9 102.81(10) 2_655 . ? O2 K1 O9 137.09(10) . . ? O8 K1 C16 93.04(11) 1_655 3_675 ? O6 K1 C16 152.32(12) 2_755 3_675 ? O4 K1 C16 88.39(12) 2_655 3_675 ? O2 K1 C16 70.14(10) . 3_675 ? O9 K1 C16 68.40(10) . 3_675 ? C11 O1 Eu1 126.5(3) . . ? C11 O2 K1 149.6(3) . . ? C12 O3 Eu1 124.1(3) . . ? C12 O4 K1 152.4(3) . 2_645 ? C23 O5 Eu1 125.0(3) . . ? C23 O6 K1 173.4(4) . 2_745 ? C24 O7 Eu1 126.4(3) . . ? C24 O8 K1 171.5(3) . 1_455 ? C25 O9 K1 99.4(3) . . ? C25 O9 H9O 108.0 . . ? K1 O9 H9O 144.3 . . ? C5 N1 C1 119.3(4) . . ? C5 N1 Eu1 122.9(3) . . ? C1 N1 Eu1 117.5(3) . . ? C10 N2 C6 119.9(4) . . ? C10 N2 Eu1 117.4(3) . . ? C6 N2 Eu1 122.7(3) . . ? C13 N3 C17 119.8(4) . . ? C13 N3 Eu1 116.3(3) . . ? C17 N3 Eu1 123.9(3) . . ? C22 N4 C18 119.6(4) . . ? C22 N4 Eu1 117.1(3) . . ? C18 N4 Eu1 123.1(3) . . ? N1 C1 C2 122.3(4) . . ? N1 C1 C11 114.8(4) . . ? C2 C1 C11 122.9(4) . . ? C1 C2 C3 118.4(4) . . ? C1 C2 H2 120.8 . . ? C3 C2 H2 120.8 . . ? C4 C3 C2 120.1(4) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 118.3(4) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? N1 C5 C4 121.7(4) . . ? N1 C5 C6 114.8(4) . . ? C4 C5 C6 123.5(4) . . ? N2 C6 C7 120.6(4) . . ? N2 C6 C5 116.1(4) . . ? C7 C6 C5 123.3(4) . . ? C8 C7 C6 119.1(4) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C7 C8 C9 119.7(4) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 118.9(4) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? N2 C10 C9 121.9(4) . . ? N2 C10 C12 115.8(4) . . ? C9 C10 C12 122.3(4) . . ? O2 C11 O1 125.4(4) . . ? O2 C11 C1 119.3(4) . . ? O1 C11 C1 115.3(4) . . ? O4 C12 O3 126.0(5) . . ? O4 C12 C10 118.7(4) . . ? O3 C12 C10 115.3(4) . . ? N3 C13 C14 122.2(4) . . ? N3 C13 C23 116.0(4) . . ? C14 C13 C23 121.7(4) . . ? C13 C14 C15 118.4(4) . . ? C13 C14 H14 120.8 . . ? C15 C14 H14 120.8 . . ? C16 C15 C14 119.6(4) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 118.5(4) . . ? C15 C16 K1 96.5(3) . 3_675 ? C17 C16 K1 108.0(3) . 3_675 ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? K1 C16 H16 65.5 3_675 . ? N3 C17 C16 121.4(4) . . ? N3 C17 C18 115.1(4) . . ? C16 C17 C18 123.5(4) . . ? N4 C18 C19 120.8(4) . . ? N4 C18 C17 115.3(4) . . ? C19 C18 C17 123.9(4) . . ? C20 C19 C18 119.5(4) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? C19 C20 C21 119.0(4) . . ? C19 C20 H20 120.5 . . ? C21 C20 H20 120.5 . . ? C22 C21 C20 118.2(4) . . ? C22 C21 H21 120.9 . . ? C20 C21 H21 120.9 . . ? N4 C22 C21 122.9(4) . . ? N4 C22 C24 115.4(4) . . ? C21 C22 C24 121.7(4) . . ? O6 C23 O5 126.5(5) . . ? O6 C23 C13 118.3(4) . . ? O5 C23 C13 115.2(4) . . ? O8 C24 O7 126.1(4) . . ? O8 C24 C22 119.2(4) . . ? O7 C24 C22 114.6(4) . . ? O9 C25 H25A 109.5 . . ? O9 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? O9 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? 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 O7 Eu1 O1 C11 67.5(3) . . . . ? O5 Eu1 O1 C11 -99.9(3) . . . . ? O3 Eu1 O1 C11 176.7(4) . . . . ? N2 Eu1 O1 C11 -15.1(4) . . . . ? N3 Eu1 O1 C11 -165.5(3) . . . . ? N1 Eu1 O1 C11 -9.2(3) . . . . ? N4 Eu1 O1 C11 131.8(3) . . . . ? O8 K1 O2 C11 -72.0(6) 1_655 . . . ? O6 K1 O2 C11 -175.6(5) 2_755 . . . ? O4 K1 O2 C11 109.7(6) 2_655 . . . ? O9 K1 O2 C11 4.6(6) . . . . ? C16 K1 O2 C11 20.2(5) 3_675 . . . ? O7 Eu1 O3 C12 -92.7(3) . . . . ? O1 Eu1 O3 C12 158.3(4) . . . . ? O5 Eu1 O3 C12 73.9(3) . . . . ? N2 Eu1 O3 C12 -11.4(3) . . . . ? N3 Eu1 O3 C12 140.3(3) . . . . ? N1 Eu1 O3 C12 -14.8(4) . . . . ? N4 Eu1 O3 C12 -157.5(3) . . . . ? O7 Eu1 O5 C23 154.5(4) . . . . ? O1 Eu1 O5 C23 -95.9(3) . . . . ? O3 Eu1 O5 C23 70.2(3) . . . . ? N2 Eu1 O5 C23 136.5(4) . . . . ? N3 Eu1 O5 C23 -11.3(3) . . . . ? N1 Eu1 O5 C23 -160.9(3) . . . . ? N4 Eu1 O5 C23 -15.2(4) . . . . ? O1 Eu1 O7 C24 67.0(3) . . . . ? O5 Eu1 O7 C24 176.8(4) . . . . ? O3 Eu1 O7 C24 -99.9(3) . . . . ? N2 Eu1 O7 C24 -165.1(3) . . . . ? N3 Eu1 O7 C24 -19.4(4) . . . . ? N1 Eu1 O7 C24 131.0(3) . . . . ? N4 Eu1 O7 C24 -12.1(3) . . . . ? O8 K1 O9 C25 -86.3(3) 1_655 . . . ? O6 K1 O9 C25 11.8(3) 2_755 . . . ? O4 K1 O9 C25 92.8(3) 2_655 . . . ? O2 K1 O9 C25 -168.4(3) . . . . ? C16 K1 O9 C25 175.9(3) 3_675 . . . ? O7 Eu1 N1 C5 84.3(3) . . . . ? O1 Eu1 N1 C5 -178.8(3) . . . . ? O5 Eu1 N1 C5 -86.1(3) . . . . ? O3 Eu1 N1 C5 -0.7(4) . . . . ? N2 Eu1 N1 C5 -4.1(3) . . . . ? N3 Eu1 N1 C5 -136.8(3) . . . . ? N4 Eu1 N1 C5 128.5(3) . . . . ? O7 Eu1 N1 C1 -88.9(3) . . . . ? O1 Eu1 N1 C1 7.9(3) . . . . ? O5 Eu1 N1 C1 100.7(3) . . . . ? O3 Eu1 N1 C1 -173.9(3) . . . . ? N2 Eu1 N1 C1 -177.3(3) . . . . ? N3 Eu1 N1 C1 50.0(4) . . . . ? N4 Eu1 N1 C1 -44.8(3) . . . . ? O7 Eu1 N2 C10 102.7(3) . . . . ? O1 Eu1 N2 C10 -170.9(3) . . . . ? O5 Eu1 N2 C10 -81.4(3) . . . . ? O3 Eu1 N2 C10 6.0(3) . . . . ? N3 Eu1 N2 C10 -36.5(3) . . . . ? N1 Eu1 N2 C10 -176.9(3) . . . . ? N4 Eu1 N2 C10 64.1(3) . . . . ? O7 Eu1 N2 C6 -80.2(3) . . . . ? O1 Eu1 N2 C6 6.2(4) . . . . ? O5 Eu1 N2 C6 95.6(3) . . . . ? O3 Eu1 N2 C6 -176.9(3) . . . . ? N3 Eu1 N2 C6 140.5(3) . . . . ? N1 Eu1 N2 C6 0.2(3) . . . . ? N4 Eu1 N2 C6 -118.8(3) . . . . ? O7 Eu1 N3 C13 -170.4(3) . . . . ? O1 Eu1 N3 C13 100.8(3) . . . . ? O5 Eu1 N3 C13 5.5(3) . . . . ? O3 Eu1 N3 C13 -83.4(3) . . . . ? N2 Eu1 N3 C13 -44.7(3) . . . . ? N1 Eu1 N3 C13 63.4(4) . . . . ? N4 Eu1 N3 C13 -177.9(3) . . . . ? O7 Eu1 N3 C17 8.6(4) . . . . ? O1 Eu1 N3 C17 -80.2(3) . . . . ? O5 Eu1 N3 C17 -175.4(3) . . . . ? O3 Eu1 N3 C17 95.6(3) . . . . ? N2 Eu1 N3 C17 134.3(3) . . . . ? N1 Eu1 N3 C17 -117.6(3) . . . . ? N4 Eu1 N3 C17 1.1(3) . . . . ? O7 Eu1 N4 C22 8.4(3) . . . . ? O1 Eu1 N4 C22 -87.4(3) . . . . ? O5 Eu1 N4 C22 -174.2(3) . . . . ? O3 Eu1 N4 C22 102.4(3) . . . . ? N2 Eu1 N4 C22 51.6(4) . . . . ? N3 Eu1 N4 C22 -178.2(3) . . . . ? N1 Eu1 N4 C22 -40.5(3) . . . . ? O7 Eu1 N4 C18 -176.5(3) . . . . ? O1 Eu1 N4 C18 87.7(3) . . . . ? O5 Eu1 N4 C18 0.9(4) . . . . ? O3 Eu1 N4 C18 -82.5(3) . . . . ? N2 Eu1 N4 C18 -133.3(3) . . . . ? N3 Eu1 N4 C18 -3.1(3) . . . . ? N1 Eu1 N4 C18 134.6(3) . . . . ? C5 N1 C1 C2 0.3(6) . . . . ? Eu1 N1 C1 C2 173.8(3) . . . . ? C5 N1 C1 C11 179.6(3) . . . . ? Eu1 N1 C1 C11 -6.9(4) . . . . ? N1 C1 C2 C3 -0.5(6) . . . . ? C11 C1 C2 C3 -179.7(4) . . . . ? C1 C2 C3 C4 0.4(6) . . . . ? C2 C3 C4 C5 -0.1(6) . . . . ? C1 N1 C5 C4 0.0(6) . . . . ? Eu1 N1 C5 C4 -173.1(3) . . . . ? C1 N1 C5 C6 -179.8(3) . . . . ? Eu1 N1 C5 C6 7.1(5) . . . . ? C3 C4 C5 N1 -0.1(6) . . . . ? C3 C4 C5 C6 179.7(4) . . . . ? C10 N2 C6 C7 -1.0(6) . . . . ? Eu1 N2 C6 C7 -177.9(3) . . . . ? C10 N2 C6 C5 -179.9(4) . . . . ? Eu1 N2 C6 C5 3.2(5) . . . . ? N1 C5 C6 N2 -6.5(5) . . . . ? C4 C5 C6 N2 173.7(4) . . . . ? N1 C5 C6 C7 174.7(4) . . . . ? C4 C5 C6 C7 -5.1(6) . . . . ? N2 C6 C7 C8 0.1(6) . . . . ? C5 C6 C7 C8 178.9(4) . . . . ? C6 C7 C8 C9 0.0(7) . . . . ? C7 C8 C9 C10 0.8(7) . . . . ? C6 N2 C10 C9 1.7(6) . . . . ? Eu1 N2 C10 C9 178.9(3) . . . . ? C6 N2 C10 C12 -178.8(4) . . . . ? Eu1 N2 C10 C12 -1.7(5) . . . . ? C8 C9 C10 N2 -1.6(6) . . . . ? C8 C9 C10 C12 178.9(4) . . . . ? K1 O2 C11 O1 8.3(9) . . . . ? K1 O2 C11 C1 -171.4(3) . . . . ? Eu1 O1 C11 O2 -170.7(3) . . . . ? Eu1 O1 C11 C1 9.0(5) . . . . ? N1 C1 C11 O2 179.3(4) . . . . ? C2 C1 C11 O2 -1.4(6) . . . . ? N1 C1 C11 O1 -0.4(5) . . . . ? C2 C1 C11 O1 178.8(4) . . . . ? K1 O4 C12 O3 -148.4(5) 2_645 . . . ? K1 O4 C12 C10 31.8(10) 2_645 . . . ? Eu1 O3 C12 O4 -165.0(4) . . . . ? Eu1 O3 C12 C10 14.7(5) . . . . ? N2 C10 C12 O4 172.0(4) . . . . ? C9 C10 C12 O4 -8.5(7) . . . . ? N2 C10 C12 O3 -7.7(6) . . . . ? C9 C10 C12 O3 171.7(4) . . . . ? C17 N3 C13 C14 -0.1(6) . . . . ? Eu1 N3 C13 C14 178.9(3) . . . . ? C17 N3 C13 C23 179.8(4) . . . . ? Eu1 N3 C13 C23 -1.2(5) . . . . ? N3 C13 C14 C15 0.9(6) . . . . ? C23 C13 C14 C15 -179.0(4) . . . . ? C13 C14 C15 C16 -0.1(6) . . . . ? C14 C15 C16 C17 -1.5(6) . . . . ? C14 C15 C16 K1 -116.1(4) . . . 3_675 ? C13 N3 C17 C16 -1.5(6) . . . . ? Eu1 N3 C17 C16 179.5(3) . . . . ? C13 N3 C17 C18 179.6(4) . . . . ? Eu1 N3 C17 C18 0.7(5) . . . . ? C15 C16 C17 N3 2.3(6) . . . . ? K1 C16 C17 N3 110.6(4) 3_675 . . . ? C15 C16 C17 C18 -178.9(4) . . . . ? K1 C16 C17 C18 -70.7(4) 3_675 . . . ? C22 N4 C18 C19 -0.3(6) . . . . ? Eu1 N4 C18 C19 -175.3(3) . . . . ? C22 N4 C18 C17 179.6(3) . . . . ? Eu1 N4 C18 C17 4.6(5) . . . . ? N3 C17 C18 N4 -3.3(5) . . . . ? C16 C17 C18 N4 177.9(4) . . . . ? N3 C17 C18 C19 176.6(4) . . . . ? C16 C17 C18 C19 -2.2(6) . . . . ? N4 C18 C19 C20 0.5(6) . . . . ? C17 C18 C19 C20 -179.4(4) . . . . ? C18 C19 C20 C21 -0.4(6) . . . . ? C19 C20 C21 C22 0.1(6) . . . . ? C18 N4 C22 C21 0.0(6) . . . . ? Eu1 N4 C22 C21 175.3(3) . . . . ? C18 N4 C22 C24 179.0(3) . . . . ? Eu1 N4 C22 C24 -5.7(4) . . . . ? C20 C21 C22 N4 0.0(6) . . . . ? C20 C21 C22 C24 -178.8(4) . . . . ? K1 O6 C23 O5 -80(3) 2_745 . . . ? K1 O6 C23 C13 98(3) 2_745 . . . ? Eu1 O5 C23 O6 -167.5(4) . . . . ? Eu1 O5 C23 C13 14.7(5) . . . . ? N3 C13 C23 O6 174.1(4) . . . . ? C14 C13 C23 O6 -6.0(7) . . . . ? N3 C13 C23 O5 -8.0(6) . . . . ? C14 C13 C23 O5 172.0(4) . . . . ? K1 O8 C24 O7 -42(2) 1_455 . . . ? K1 O8 C24 C22 136.4(19) 1_455 . . . ? Eu1 O7 C24 O8 -168.2(3) . . . . ? Eu1 O7 C24 C22 13.4(5) . . . . ? N4 C22 C24 O8 177.7(4) . . . . ? C21 C22 C24 O8 -3.3(6) . . . . ? N4 C22 C24 O7 -3.8(5) . . . . ? C21 C22 C24 O7 175.2(4) . . . . ? 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 O9 H9O O3 0.85 2.11 2.959(5) 174.0 3_675 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.442 _refine_diff_density_min -0.526 _refine_diff_density_rms 0.140 #=================================================END data_4 _database_code_depnum_ccdc_archive 'CCDC 831281' #TrackingRef '- CIF_updated.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H16 K N4 O9 Tb' _chemical_formula_weight 714.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tb Tb -9.1472 9.1891 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.8249(1) _cell_length_b 21.0395(3) _cell_length_c 15.8776(3) _cell_angle_alpha 90.00 _cell_angle_beta 120.844(2) _cell_angle_gamma 90.00 _cell_volume 2531.07(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3159 _cell_measurement_theta_min 3.2393 _cell_measurement_theta_max 62.5190 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.875 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 15.770 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1103 _exptl_absorpt_correction_T_max 0.2534 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w and \p scan' _diffrn_detector_area_resol_mean 16.0855 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6662 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.86 _diffrn_reflns_theta_max 62.61 _reflns_number_total 3915 _reflns_number_gt 3394 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1322P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3915 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0763 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.1805 _refine_ls_wR_factor_gt 0.1732 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tb1 Tb 0.51498(5) 0.939088(18) 0.25185(2) 0.0479(2) Uani 1 1 d . . . K1 K 0.9573(2) 1.18242(6) 0.21152(15) 0.0598(4) Uani 1 1 d . . . O1 O 0.6988(7) 1.0178(2) 0.2519(4) 0.0533(11) Uani 1 1 d . . . O2 O 0.8772(7) 1.1015(2) 0.3174(4) 0.0620(13) Uani 1 1 d . . . O3 O 0.3117(7) 0.8554(2) 0.2076(4) 0.0550(11) Uani 1 1 d . . . O4 O 0.2210(9) 0.7692(3) 0.2524(5) 0.0752(16) Uani 1 1 d . . . O5 O 0.7242(7) 0.8598(2) 0.2927(4) 0.0552(12) Uani 1 1 d . . . O6 O 0.8307(10) 0.7778(3) 0.2498(5) 0.0862(19) Uani 1 1 d . . . O7 O 0.3237(7) 1.0139(2) 0.2533(4) 0.0533(11) Uani 1 1 d . . . O8 O 0.1446(8) 1.0977(3) 0.1893(4) 0.0652(13) Uani 1 1 d . . . O9 O 0.8293(8) 1.2017(2) -0.0124(4) 0.0695(13) Uani 1 1 d . . . H9O H 0.7855 1.1835 -0.0678 0.083 Uiso 1 1 d R . . N1 N 0.7077(8) 0.9912(3) 0.4145(4) 0.0492(12) Uani 1 1 d . . . N2 N 0.5016(8) 0.8946(3) 0.3931(4) 0.0508(13) Uani 1 1 d . . . N3 N 0.5219(8) 0.8953(3) 0.1082(4) 0.0490(12) Uani 1 1 d . . . N4 N 0.3109(8) 0.9885(3) 0.0881(4) 0.0515(13) Uani 1 1 d . . . C1 C 0.8029(10) 1.0417(4) 0.4172(5) 0.0517(15) Uani 1 1 d . . . C2 C 0.9019(10) 1.0770(4) 0.5026(6) 0.0545(16) Uani 1 1 d . . . H2 H 0.9699 1.1124 0.5035 0.065 Uiso 1 1 calc R . . C3 C 0.8994(12) 1.0597(3) 0.5860(7) 0.0554(18) Uani 1 1 d . . . H3 H 0.9651 1.0836 0.6447 0.066 Uiso 1 1 calc R . . C4 C 0.8032(10) 1.0087(3) 0.5839(5) 0.0548(16) Uani 1 1 d . . . H4 H 0.8017 0.9963 0.6410 0.066 Uiso 1 1 calc R . . C5 C 0.7063(9) 0.9747(3) 0.4960(5) 0.0493(15) Uani 1 1 d . . . C6 C 0.5947(10) 0.9175(3) 0.4845(5) 0.0508(15) Uani 1 1 d . . . C7 C 0.5868(11) 0.8902(4) 0.5622(6) 0.0579(17) Uani 1 1 d . . . H7 H 0.6538 0.9073 0.6265 0.069 Uiso 1 1 calc R . . C8 C 0.4798(11) 0.8381(4) 0.5436(6) 0.0611(18) Uani 1 1 d . . . H8 H 0.4719 0.8185 0.5951 0.073 Uiso 1 1 calc R . . C9 C 0.3836(12) 0.8146(3) 0.4487(7) 0.0576(19) Uani 1 1 d . . . H9 H 0.3088 0.7788 0.4347 0.069 Uiso 1 1 calc R . . C10 C 0.3973(9) 0.8435(3) 0.3749(5) 0.0515(15) Uani 1 1 d . . . C11 C 0.7940(11) 1.0566(3) 0.3220(6) 0.0519(18) Uani 1 1 d . . . C12 C 0.2988(11) 0.8196(4) 0.2700(6) 0.0571(18) Uani 1 1 d . . . C13 C 0.6288(9) 0.8460(3) 0.1248(5) 0.0512(15) Uani 1 1 d . . . C14 C 0.6426(11) 0.8162(3) 0.0504(7) 0.0552(18) Uani 1 1 d . . . H14 H 0.7202 0.7813 0.0643 0.066 Uiso 1 1 calc R . . C15 C 0.5391(11) 0.8393(3) -0.0448(6) 0.0586(18) Uani 1 1 d . . . H15 H 0.5437 0.8196 -0.0973 0.070 Uiso 1 1 calc R . . C16 C 0.4295(10) 0.8910(4) -0.0629(5) 0.0547(16) Uani 1 1 d . . . H16 H 0.3620 0.9084 -0.1270 0.066 Uiso 1 1 calc R . . C17 C 0.4207(10) 0.9169(3) 0.0150(5) 0.0505(15) Uani 1 1 d . . . C18 C 0.3049(9) 0.9722(3) 0.0050(5) 0.0491(15) Uani 1 1 d . . . C19 C 0.1967(9) 1.0043(3) -0.0834(5) 0.0531(15) Uani 1 1 d . . . H19 H 0.1939 0.9920 -0.1418 0.064 Uiso 1 1 calc R . . C20 C 0.0950(12) 1.0538(4) -0.0842(6) 0.0573(18) Uani 1 1 d . . . H20 H 0.0196 1.0757 -0.1437 0.069 Uiso 1 1 calc R . . C21 C 0.1020(11) 1.0718(4) 0.0011(6) 0.0547(17) Uani 1 1 d . . . H21 H 0.0334 1.1064 0.0017 0.066 Uiso 1 1 calc R . . C22 C 0.2125(9) 1.0378(3) 0.0865(5) 0.0509(15) Uani 1 1 d . . . C23 C 0.7396(11) 0.8251(4) 0.2316(6) 0.0584(18) Uani 1 1 d . . . C24 C 0.2278(10) 1.0520(3) 0.1847(6) 0.0510(17) Uani 1 1 d . . . C25 C 0.9606(13) 1.2445(4) -0.0044(6) 0.075(2) Uani 1 1 d . . . H25A H 0.9080 1.2740 -0.0599 0.113 Uiso 1 1 calc R . . H25B H 1.0555 1.2205 -0.0047 0.113 Uiso 1 1 calc R . . H25C H 1.0088 1.2685 0.0571 0.113 Uiso 1 1 calc 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 Tb1 0.0554(3) 0.0382(3) 0.0502(4) -0.00009(13) 0.0272(2) -0.00035(13) K1 0.0642(9) 0.0400(7) 0.0817(11) 0.0001(7) 0.0421(9) 0.0010(6) O1 0.060(3) 0.044(2) 0.055(3) -0.001(2) 0.029(2) -0.006(2) O2 0.073(3) 0.046(3) 0.069(3) 0.002(2) 0.037(3) -0.008(2) O3 0.065(3) 0.043(2) 0.057(3) -0.003(2) 0.031(2) -0.010(2) O4 0.098(4) 0.060(3) 0.075(4) -0.015(3) 0.049(3) -0.034(3) O5 0.060(3) 0.048(3) 0.056(3) 0.000(2) 0.028(2) 0.006(2) O6 0.109(5) 0.077(4) 0.073(4) 0.013(3) 0.046(4) 0.040(4) O7 0.058(3) 0.048(3) 0.058(3) -0.003(2) 0.032(2) 0.003(2) O8 0.075(3) 0.052(3) 0.065(3) 0.000(2) 0.034(3) 0.014(3) O9 0.075(4) 0.060(3) 0.076(3) -0.008(2) 0.041(3) -0.006(3) N1 0.055(3) 0.038(3) 0.054(3) 0.001(2) 0.027(3) 0.002(2) N2 0.054(3) 0.042(3) 0.056(3) -0.005(2) 0.027(3) 0.000(2) N3 0.055(3) 0.039(3) 0.053(3) 0.002(2) 0.029(3) -0.002(2) N4 0.057(3) 0.041(3) 0.058(3) -0.005(2) 0.031(3) -0.006(2) C1 0.056(4) 0.043(3) 0.053(4) -0.002(3) 0.026(3) 0.005(3) C2 0.058(4) 0.040(3) 0.060(4) -0.002(3) 0.026(4) -0.002(3) C3 0.058(4) 0.049(4) 0.056(4) -0.003(3) 0.028(4) 0.001(3) C4 0.059(4) 0.052(4) 0.052(4) -0.002(3) 0.028(3) 0.001(3) C5 0.056(4) 0.040(3) 0.052(4) 0.002(3) 0.028(3) 0.002(3) C6 0.059(4) 0.040(3) 0.053(4) 0.001(3) 0.028(3) 0.004(3) C7 0.074(5) 0.050(4) 0.058(4) 0.002(3) 0.040(4) 0.003(3) C8 0.076(5) 0.047(4) 0.066(5) 0.005(3) 0.041(4) 0.000(3) C9 0.069(5) 0.045(4) 0.057(5) 0.002(3) 0.031(4) -0.001(3) C10 0.058(4) 0.040(3) 0.055(4) 0.001(3) 0.028(3) 0.001(3) C11 0.057(4) 0.038(4) 0.060(4) 0.005(3) 0.029(4) 0.002(3) C12 0.063(4) 0.049(4) 0.060(4) -0.002(3) 0.032(4) -0.004(3) C13 0.053(4) 0.042(3) 0.057(4) 0.001(3) 0.027(3) 0.001(3) C14 0.061(4) 0.048(4) 0.059(5) -0.004(3) 0.032(4) 0.002(3) C15 0.071(5) 0.044(4) 0.066(5) -0.009(3) 0.039(4) -0.007(3) C16 0.065(4) 0.051(4) 0.055(4) -0.003(3) 0.036(4) -0.008(3) C17 0.060(4) 0.040(3) 0.058(4) -0.003(3) 0.035(3) -0.006(3) C18 0.052(4) 0.040(3) 0.057(4) 0.000(3) 0.029(3) -0.002(3) C19 0.057(4) 0.047(3) 0.056(4) -0.001(3) 0.030(3) -0.002(3) C20 0.059(4) 0.053(4) 0.056(4) 0.002(3) 0.026(4) -0.007(3) C21 0.057(4) 0.043(3) 0.059(4) 0.006(3) 0.026(4) 0.002(3) C22 0.054(4) 0.042(4) 0.059(4) 0.000(3) 0.031(3) -0.002(3) C23 0.065(5) 0.046(3) 0.060(4) 0.006(3) 0.029(4) 0.012(3) C24 0.057(4) 0.040(3) 0.053(4) 0.000(3) 0.026(4) -0.003(3) C25 0.093(6) 0.057(4) 0.079(6) -0.012(4) 0.046(5) -0.012(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O7 2.317(5) . ? Tb1 O1 2.319(5) . ? Tb1 O5 2.321(5) . ? Tb1 O3 2.349(5) . ? Tb1 N2 2.487(6) . ? Tb1 N3 2.489(6) . ? Tb1 N1 2.502(6) . ? Tb1 N4 2.507(6) . ? K1 O8 2.575(5) 1_655 ? K1 O6 2.594(6) 2_755 ? K1 O4 2.656(5) 2_655 ? K1 O2 2.728(5) . ? K1 O9 3.156(6) . ? K1 C16 3.368(8) 3_675 ? O1 C11 1.285(10) . ? O2 C11 1.221(9) . ? O3 C12 1.295(10) . ? O4 C12 1.217(9) . ? O4 K1 2.656(5) 2_645 ? O5 C23 1.275(10) . ? O6 C23 1.218(10) . ? O6 K1 2.594(6) 2_745 ? O7 C24 1.264(9) . ? O8 C24 1.234(10) . ? O8 K1 2.575(5) 1_455 ? O9 C25 1.420(10) . ? O9 H9O 0.8495 . ? N1 C1 1.341(10) . ? N1 C5 1.346(9) . ? N2 C6 1.338(10) . ? N2 C10 1.348(9) . ? N3 C13 1.334(9) . ? N3 C17 1.357(10) . ? N4 C18 1.338(9) . ? N4 C22 1.345(9) . ? C1 C2 1.392(11) . ? C1 C11 1.507(11) . ? C2 C3 1.385(12) . ? C2 H2 0.9500 . ? C3 C4 1.359(11) . ? C3 H3 0.9500 . ? C4 C5 1.404(10) . ? C4 H4 0.9500 . ? C5 C6 1.505(11) . ? C6 C7 1.394(10) . ? C7 C8 1.377(12) . ? C7 H7 0.9500 . ? C8 C9 1.387(13) . ? C8 H8 0.9500 . ? C9 C10 1.380(11) . ? C9 H9 0.9500 . ? C10 C12 1.515(11) . ? C13 C14 1.396(11) . ? C13 C23 1.525(11) . ? C14 C15 1.392(12) . ? C14 H14 0.9500 . ? C15 C16 1.385(11) . ? C15 H15 0.9500 . ? C16 C17 1.389(10) . ? C16 K1 3.368(8) 3_675 ? C16 H16 0.9500 . ? C17 C18 1.502(10) . ? C18 C19 1.401(10) . ? C19 C20 1.370(12) . ? C19 H19 0.9500 . ? C20 C21 1.377(13) . ? C20 H20 0.9500 . ? C21 C22 1.394(11) . ? C21 H21 0.9500 . ? C22 C24 1.525(11) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? 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 O7 Tb1 O1 91.6(2) . . ? O7 Tb1 O5 164.82(18) . . ? O1 Tb1 O5 93.30(19) . . ? O7 Tb1 O3 93.65(18) . . ? O1 Tb1 O3 164.28(18) . . ? O5 Tb1 O3 85.5(2) . . ? O7 Tb1 N2 82.84(18) . . ? O1 Tb1 N2 128.67(18) . . ? O5 Tb1 N2 82.90(18) . . ? O3 Tb1 N2 66.79(18) . . ? O7 Tb1 N3 128.36(18) . . ? O1 Tb1 N3 85.36(17) . . ? O5 Tb1 N3 66.43(18) . . ? O3 Tb1 N3 79.78(18) . . ? N2 Tb1 N3 136.2(2) . . ? O7 Tb1 N1 78.78(18) . . ? O1 Tb1 N1 65.24(17) . . ? O5 Tb1 N1 90.24(18) . . ? O3 Tb1 N1 130.37(18) . . ? N2 Tb1 N1 63.61(18) . . ? N3 Tb1 N1 141.69(19) . . ? O7 Tb1 N4 65.71(18) . . ? O1 Tb1 N4 80.47(18) . . ? O5 Tb1 N4 129.31(18) . . ? O3 Tb1 N4 88.18(18) . . ? N2 Tb1 N4 138.60(19) . . ? N3 Tb1 N4 62.95(18) . . ? N1 Tb1 N4 129.5(2) . . ? O8 K1 O6 97.6(2) 1_655 2_755 ? O8 K1 O4 176.1(2) 1_655 2_655 ? O6 K1 O4 81.5(3) 2_755 2_655 ? O8 K1 O2 92.3(2) 1_655 . ? O6 K1 O2 136.1(2) 2_755 . ? O4 K1 O2 85.78(18) 2_655 . ? O8 K1 O9 79.59(17) 1_655 . ? O6 K1 O9 88.01(18) 2_755 . ? O4 K1 O9 104.18(17) 2_655 . ? O2 K1 O9 135.93(16) . . ? O8 K1 C16 94.45(19) 1_655 3_675 ? O6 K1 C16 150.4(2) 2_755 3_675 ? O4 K1 C16 88.1(2) 2_655 3_675 ? O2 K1 C16 69.87(17) . 3_675 ? O9 K1 C16 67.75(16) . 3_675 ? C11 O1 Tb1 126.9(5) . . ? C11 O2 K1 150.8(6) . . ? C12 O3 Tb1 124.1(5) . . ? C12 O4 K1 151.3(6) . 2_645 ? C23 O5 Tb1 125.3(5) . . ? C23 O6 K1 175.7(7) . 2_745 ? C24 O7 Tb1 126.3(5) . . ? C24 O8 K1 172.0(5) . 1_455 ? C25 O9 K1 100.2(4) . . ? C25 O9 H9O 107.2 . . ? K1 O9 H9O 144.9 . . ? C1 N1 C5 119.2(6) . . ? C1 N1 Tb1 117.6(4) . . ? C5 N1 Tb1 122.9(4) . . ? C6 N2 C10 119.4(6) . . ? C6 N2 Tb1 123.8(5) . . ? C10 N2 Tb1 116.7(5) . . ? C13 N3 C17 118.6(6) . . ? C13 N3 Tb1 117.0(5) . . ? C17 N3 Tb1 124.4(4) . . ? C18 N4 C22 118.7(6) . . ? C18 N4 Tb1 124.1(4) . . ? C22 N4 Tb1 117.0(4) . . ? N1 C1 C2 121.7(7) . . ? N1 C1 C11 115.1(6) . . ? C2 C1 C11 123.3(7) . . ? C3 C2 C1 118.7(7) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C4 C3 C2 120.1(8) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 118.8(7) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 121.6(6) . . ? N1 C5 C6 114.7(6) . . ? C4 C5 C6 123.7(6) . . ? N2 C6 C7 122.1(7) . . ? N2 C6 C5 114.7(6) . . ? C7 C6 C5 123.2(7) . . ? C8 C7 C6 118.5(7) . . ? C8 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? C7 C8 C9 119.2(7) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? C10 C9 C8 119.6(7) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? N2 C10 C9 121.2(7) . . ? N2 C10 C12 116.3(6) . . ? C9 C10 C12 122.5(7) . . ? O2 C11 O1 125.9(8) . . ? O2 C11 C1 119.8(7) . . ? O1 C11 C1 114.2(6) . . ? O4 C12 O3 126.4(8) . . ? O4 C12 C10 118.6(7) . . ? O3 C12 C10 115.0(6) . . ? N3 C13 C14 122.8(7) . . ? N3 C13 C23 115.4(6) . . ? C14 C13 C23 121.8(7) . . ? C15 C14 C13 117.9(7) . . ? C15 C14 H14 121.0 . . ? C13 C14 H14 121.0 . . ? C16 C15 C14 120.0(7) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 118.3(7) . . ? C15 C16 K1 97.7(5) . 3_675 ? C17 C16 K1 107.7(5) . 3_675 ? C15 C16 H16 120.8 . . ? C17 C16 H16 120.8 . . ? K1 C16 H16 64.7 3_675 . ? N3 C17 C16 122.3(7) . . ? N3 C17 C18 114.0(6) . . ? C16 C17 C18 123.7(7) . . ? N4 C18 C19 121.7(6) . . ? N4 C18 C17 114.4(6) . . ? C19 C18 C17 123.8(6) . . ? C20 C19 C18 118.9(7) . . ? C20 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? C19 C20 C21 120.0(8) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C20 C21 C22 118.2(7) . . ? C20 C21 H21 120.9 . . ? C22 C21 H21 120.9 . . ? N4 C22 C21 122.5(7) . . ? N4 C22 C24 114.5(6) . . ? C21 C22 C24 123.1(7) . . ? O6 C23 O5 127.0(8) . . ? O6 C23 C13 117.9(7) . . ? O5 C23 C13 115.1(6) . . ? O8 C24 O7 126.7(7) . . ? O8 C24 C22 118.0(7) . . ? O7 C24 C22 115.2(6) . . ? O9 C25 H25A 109.5 . . ? O9 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? O9 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? 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 O7 Tb1 O1 C11 67.9(6) . . . . ? O5 Tb1 O1 C11 -97.7(6) . . . . ? O3 Tb1 O1 C11 177.3(6) . . . . ? N2 Tb1 O1 C11 -14.1(6) . . . . ? N3 Tb1 O1 C11 -163.7(6) . . . . ? N1 Tb1 O1 C11 -8.9(5) . . . . ? N4 Tb1 O1 C11 133.0(6) . . . . ? O8 K1 O2 C11 -76.3(10) 1_655 . . . ? O6 K1 O2 C11 -179.8(10) 2_755 . . . ? O4 K1 O2 C11 107.1(11) 2_655 . . . ? O9 K1 O2 C11 1.0(11) . . . . ? C16 K1 O2 C11 17.6(10) 3_675 . . . ? O7 Tb1 O3 C12 -90.2(6) . . . . ? O1 Tb1 O3 C12 160.7(6) . . . . ? O5 Tb1 O3 C12 74.7(6) . . . . ? N2 Tb1 O3 C12 -9.6(5) . . . . ? N3 Tb1 O3 C12 141.5(6) . . . . ? N1 Tb1 O3 C12 -11.8(7) . . . . ? N4 Tb1 O3 C12 -155.7(6) . . . . ? O7 Tb1 O5 C23 159.6(7) . . . . ? O1 Tb1 O5 C23 -92.0(6) . . . . ? O3 Tb1 O5 C23 72.3(6) . . . . ? N2 Tb1 O5 C23 139.5(6) . . . . ? N3 Tb1 O5 C23 -8.5(6) . . . . ? N1 Tb1 O5 C23 -157.2(6) . . . . ? N4 Tb1 O5 C23 -11.6(7) . . . . ? O1 Tb1 O7 C24 67.5(5) . . . . ? O5 Tb1 O7 C24 176.1(6) . . . . ? O3 Tb1 O7 C24 -97.7(6) . . . . ? N2 Tb1 O7 C24 -163.7(6) . . . . ? N3 Tb1 O7 C24 -17.9(6) . . . . ? N1 Tb1 O7 C24 131.8(6) . . . . ? N4 Tb1 O7 C24 -11.4(5) . . . . ? O8 K1 O9 C25 -85.9(4) 1_655 . . . ? O6 K1 O9 C25 12.2(5) 2_755 . . . ? O4 K1 O9 C25 92.9(5) 2_655 . . . ? O2 K1 O9 C25 -168.4(4) . . . . ? C16 K1 O9 C25 174.8(5) 3_675 . . . ? O7 Tb1 N1 C1 -89.9(5) . . . . ? O1 Tb1 N1 C1 7.1(5) . . . . ? O5 Tb1 N1 C1 100.6(5) . . . . ? O3 Tb1 N1 C1 -175.1(4) . . . . ? N2 Tb1 N1 C1 -177.4(5) . . . . ? N3 Tb1 N1 C1 50.4(6) . . . . ? N4 Tb1 N1 C1 -44.9(5) . . . . ? O7 Tb1 N1 C5 83.4(5) . . . . ? O1 Tb1 N1 C5 -179.5(6) . . . . ? O5 Tb1 N1 C5 -86.0(5) . . . . ? O3 Tb1 N1 C5 -1.8(6) . . . . ? N2 Tb1 N1 C5 -4.1(5) . . . . ? N3 Tb1 N1 C5 -136.2(5) . . . . ? N4 Tb1 N1 C5 128.5(5) . . . . ? O7 Tb1 N2 C6 -80.2(5) . . . . ? O1 Tb1 N2 C6 6.0(6) . . . . ? O5 Tb1 N2 C6 94.6(5) . . . . ? O3 Tb1 N2 C6 -177.3(6) . . . . ? N3 Tb1 N2 C6 139.2(5) . . . . ? N1 Tb1 N2 C6 0.8(5) . . . . ? N4 Tb1 N2 C6 -119.9(5) . . . . ? O7 Tb1 N2 C10 101.8(5) . . . . ? O1 Tb1 N2 C10 -172.0(4) . . . . ? O5 Tb1 N2 C10 -83.5(5) . . . . ? O3 Tb1 N2 C10 4.6(4) . . . . ? N3 Tb1 N2 C10 -38.8(6) . . . . ? N1 Tb1 N2 C10 -177.3(5) . . . . ? N4 Tb1 N2 C10 62.1(6) . . . . ? O7 Tb1 N3 C13 -170.8(4) . . . . ? O1 Tb1 N3 C13 100.9(5) . . . . ? O5 Tb1 N3 C13 5.3(5) . . . . ? O3 Tb1 N3 C13 -84.2(5) . . . . ? N2 Tb1 N3 C13 -44.2(6) . . . . ? N1 Tb1 N3 C13 62.2(6) . . . . ? N4 Tb1 N3 C13 -177.4(5) . . . . ? O7 Tb1 N3 C17 7.0(6) . . . . ? O1 Tb1 N3 C17 -81.3(5) . . . . ? O5 Tb1 N3 C17 -177.0(6) . . . . ? O3 Tb1 N3 C17 93.5(5) . . . . ? N2 Tb1 N3 C17 133.5(5) . . . . ? N1 Tb1 N3 C17 -120.0(5) . . . . ? N4 Tb1 N3 C17 0.3(5) . . . . ? O7 Tb1 N4 C18 -177.4(6) . . . . ? O1 Tb1 N4 C18 86.5(5) . . . . ? O5 Tb1 N4 C18 0.1(6) . . . . ? O3 Tb1 N4 C18 -82.5(5) . . . . ? N2 Tb1 N4 C18 -133.3(5) . . . . ? N3 Tb1 N4 C18 -3.1(5) . . . . ? N1 Tb1 N4 C18 133.0(5) . . . . ? O7 Tb1 N4 C22 8.1(4) . . . . ? O1 Tb1 N4 C22 -87.9(5) . . . . ? O5 Tb1 N4 C22 -174.4(4) . . . . ? O3 Tb1 N4 C22 103.0(5) . . . . ? N2 Tb1 N4 C22 52.2(6) . . . . ? N3 Tb1 N4 C22 -177.6(5) . . . . ? N1 Tb1 N4 C22 -41.4(5) . . . . ? C5 N1 C1 C2 0.7(10) . . . . ? Tb1 N1 C1 C2 174.3(5) . . . . ? C5 N1 C1 C11 -179.3(6) . . . . ? Tb1 N1 C1 C11 -5.7(8) . . . . ? N1 C1 C2 C3 -0.8(11) . . . . ? C11 C1 C2 C3 179.2(7) . . . . ? C1 C2 C3 C4 0.7(12) . . . . ? C2 C3 C4 C5 -0.6(11) . . . . ? C1 N1 C5 C4 -0.6(10) . . . . ? Tb1 N1 C5 C4 -173.8(5) . . . . ? C1 N1 C5 C6 179.8(6) . . . . ? Tb1 N1 C5 C6 6.5(8) . . . . ? C3 C4 C5 N1 0.5(11) . . . . ? C3 C4 C5 C6 -179.9(7) . . . . ? C10 N2 C6 C7 -0.4(10) . . . . ? Tb1 N2 C6 C7 -178.4(5) . . . . ? C10 N2 C6 C5 180.0(6) . . . . ? Tb1 N2 C6 C5 2.0(8) . . . . ? N1 C5 C6 N2 -5.4(9) . . . . ? C4 C5 C6 N2 175.0(6) . . . . ? N1 C5 C6 C7 175.1(7) . . . . ? C4 C5 C6 C7 -4.6(11) . . . . ? N2 C6 C7 C8 0.2(11) . . . . ? C5 C6 C7 C8 179.7(7) . . . . ? C6 C7 C8 C9 -0.1(12) . . . . ? C7 C8 C9 C10 0.3(12) . . . . ? C6 N2 C10 C9 0.6(10) . . . . ? Tb1 N2 C10 C9 178.7(6) . . . . ? C6 N2 C10 C12 -178.9(6) . . . . ? Tb1 N2 C10 C12 -0.8(8) . . . . ? C8 C9 C10 N2 -0.6(11) . . . . ? C8 C9 C10 C12 178.9(7) . . . . ? K1 O2 C11 O1 11.1(16) . . . . ? K1 O2 C11 C1 -170.9(7) . . . . ? Tb1 O1 C11 O2 -172.7(6) . . . . ? Tb1 O1 C11 C1 9.2(9) . . . . ? N1 C1 C11 O2 -179.6(7) . . . . ? C2 C1 C11 O2 0.4(11) . . . . ? N1 C1 C11 O1 -1.4(9) . . . . ? C2 C1 C11 O1 178.6(7) . . . . ? K1 O4 C12 O3 -151.1(9) 2_645 . . . ? K1 O4 C12 C10 31.3(17) 2_645 . . . ? Tb1 O3 C12 O4 -165.2(7) . . . . ? Tb1 O3 C12 C10 12.5(9) . . . . ? N2 C10 C12 O4 170.9(7) . . . . ? C9 C10 C12 O4 -8.6(12) . . . . ? N2 C10 C12 O3 -7.0(10) . . . . ? C9 C10 C12 O3 173.5(7) . . . . ? C17 N3 C13 C14 0.8(10) . . . . ? Tb1 N3 C13 C14 178.7(5) . . . . ? C17 N3 C13 C23 179.3(6) . . . . ? Tb1 N3 C13 C23 -2.8(8) . . . . ? N3 C13 C14 C15 -0.3(11) . . . . ? C23 C13 C14 C15 -178.7(7) . . . . ? C13 C14 C15 C16 1.2(11) . . . . ? C14 C15 C16 C17 -2.7(11) . . . . ? C14 C15 C16 K1 -117.7(7) . . . 3_675 ? C13 N3 C17 C16 -2.5(10) . . . . ? Tb1 N3 C17 C16 179.8(5) . . . . ? C13 N3 C17 C18 179.6(6) . . . . ? Tb1 N3 C17 C18 1.9(8) . . . . ? C15 C16 C17 N3 3.4(11) . . . . ? K1 C16 C17 N3 112.8(6) 3_675 . . . ? C15 C16 C17 C18 -178.9(7) . . . . ? K1 C16 C17 C18 -69.5(7) 3_675 . . . ? C22 N4 C18 C19 -1.2(10) . . . . ? Tb1 N4 C18 C19 -175.6(5) . . . . ? C22 N4 C18 C17 179.5(6) . . . . ? Tb1 N4 C18 C17 5.1(8) . . . . ? N3 C17 C18 N4 -4.3(9) . . . . ? C16 C17 C18 N4 177.8(6) . . . . ? N3 C17 C18 C19 176.4(6) . . . . ? C16 C17 C18 C19 -1.5(11) . . . . ? N4 C18 C19 C20 0.1(11) . . . . ? C17 C18 C19 C20 179.3(7) . . . . ? C18 C19 C20 C21 0.9(11) . . . . ? C19 C20 C21 C22 -0.9(12) . . . . ? C18 N4 C22 C21 1.2(10) . . . . ? Tb1 N4 C22 C21 176.0(6) . . . . ? C18 N4 C22 C24 179.4(6) . . . . ? Tb1 N4 C22 C24 -5.8(7) . . . . ? C20 C21 C22 N4 -0.2(11) . . . . ? C20 C21 C22 C24 -178.3(7) . . . . ? K1 O6 C23 O5 -97(8) 2_745 . . . ? K1 O6 C23 C13 84(8) 2_745 . . . ? Tb1 O5 C23 O6 -169.2(7) . . . . ? Tb1 O5 C23 C13 10.1(10) . . . . ? N3 C13 C23 O6 175.3(8) . . . . ? C14 C13 C23 O6 -6.2(12) . . . . ? N3 C13 C23 O5 -4.0(10) . . . . ? C14 C13 C23 O5 174.5(7) . . . . ? K1 O8 C24 O7 -45(4) 1_455 . . . ? K1 O8 C24 C22 133(4) 1_455 . . . ? Tb1 O7 C24 O8 -169.1(6) . . . . ? Tb1 O7 C24 C22 12.4(9) . . . . ? N4 C22 C24 O8 178.2(7) . . . . ? C21 C22 C24 O8 -3.6(11) . . . . ? N4 C22 C24 O7 -3.2(9) . . . . ? C21 C22 C24 O7 175.0(7) . . . . ? 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 O9 H9O O3 0.85 2.09 2.941(7) 175.1 3_675 _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 62.61 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 2.728 _refine_diff_density_min -0.693 _refine_diff_density_rms 0.316 #_eof #End of Crystallographic Information File