# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Claude Piguet' _publ_contact_author_email CLAUDE.PIGUET@CHIAM.UNIGE.CH _publ_section_title ; In search for tuneable intramolecular intermetallic interactions in polynuclear lanthanide complexes ; loop_ _publ_author_name 'Claude Piguet' 'Gerald Bernardinelli' 'Natalia Dalla Favera' 'Laure Guenee' # Attachment 'B905131G.cif' data_L4b _database_code_depnum_ccdc_archive 'CCDC 723930' #-------------------------------------------------------------------- _audit_creation_date 2008-02-04 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2008-04-15 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 #-------------------------------------------------------------------- _chemical_formula_moiety 'C19 H22 N4 O' _chemical_formula_sum 'C19 H22 N4 O' _chemical_formula_weight 322.5 _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,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 12.5918(11) _cell_length_b 11.5723(8) _cell_length_c 12.3018(8) _cell_angle_alpha 90.00000 _cell_angle_beta 105.483(9) _cell_angle_gamma 90.00000 _cell_volume 1727.5(2) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.24 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 26.7 _cell_measurement_temperature 150 _exptl_absorpt_coefficient_mu .079 _exptl_crystal_description prism _exptl_crystal_size_max .28 _exptl_crystal_size_mid .194 _exptl_crystal_size_min .096 _exptl_crystal_colour colorless _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .9824 _exptl_absorpt_correction_T_max .9924 _diffrn_reflns_number 20488 _reflns_number_total 3590 _reflns_number_gt 1814 _reflns_threshold_expression 'refl observed if Fo > 3.99 \s(Fo)' _diffrn_reflns_theta_max 26.7 _diffrn_reflns_theta_full 26.7 _diffrn_measured_fraction_theta_max 1.0 _diffrn_measured_fraction_theta_full 1.0 _diffrn_reflns_av_R_equivalents .077 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .031 _refine_ls_wR_factor_ref .028 _refine_ls_goodness_of_fit_ref 1.07(2) _refine_ls_number_reflns 1971 _refine_ls_number_parameters 305 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w=1/[\s^2^(Fo)+0.0002(Fo^2^)] _refine_ls_hydrogen_treatment refall _refine_ls_shift/su_max .0007 _refine_diff_density_max .345 _refine_diff_density_min -.367 _refine_ls_extinction_method none _refine_ls_abs_structure_details none _refine_special_details ; Hydrogen treatment and data/parameter ratio: - Atomic coordinates and isotropic displacement parameters for hydrogen atoms have been refined without restrictions. This leads to decrease the data/parameter ratio to a value of about 6.5 that could be considered as acceptable in regard to the final values of shift/su_max, uncertainties on the geometrical parameters and the gain obtained on the R-values. ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution SIR97 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type O1 -.01839(10) .71013(10) .30493(12) .0299(7) 1.00000 Uani N1 .25717(12) .75729(12) .42944(13) .0210(8) 1.00000 Uani N2 .10328(12) .56202(12) .35323(13) .0223(8) 1.00000 Uani N3 .52535(12) .85151(12) .58158(12) .0220(8) 1.00000 Uani N4 .47695(12) .79903(12) .39773(13) .0218(8) 1.00000 Uani C1 .32614(14) .83519(14) .49392(15) .0197(9) 1.00000 Uani C2 .29290(15) .91247(15) .56520(16) .0233(10) 1.00000 Uani C3 .18390(15) .91074(15) .56891(17) .0253(10) 1.00000 Uani C4 .11152(16) .83307(15) .50142(16) .0241(10) 1.00000 Uani C5 .15173(14) .75692(14) .43433(15) .0198(9) 1.00000 Uani C6 .07291(14) .67327(14) .35915(15) .0208(9) 1.00000 Uani C7 .20029(16) .50756(16) .43030(18) .0272(10) 1.00000 Uani C8 .29209(18) .48089(19) .3759(3) .0379(12) 1.00000 Uani C9 .02305(16) .48307(17) .28047(18) .0284(10) 1.00000 Uani C10 -.0630(2) .4410(2) .3378(3) .0397(12) 1.00000 Uani C11 .44286(14) .83097(14) .49051(15) .0198(9) 1.00000 Uani C12 .62005(14) .83200(14) .54590(15) .0207(9) 1.00000 Uani C13 .73196(15) .83714(15) .60615(17) .0248(9) 1.00000 Uani C14 .80910(16) .81024(15) .54862(17) .0263(10) 1.00000 Uani C15 .77876(15) .77925(15) .43360(17) .0260(10) 1.00000 Uani C16 .66894(15) .77318(15) .37323(17) .0243(10) 1.00000 Uani C17 .59107(14) .79953(14) .43158(15) .0210(9) 1.00000 Uani C18 .41385(16) .78993(17) .27834(16) .0265(10) 1.00000 Uani C19 .4190(3) .9011(3) .2150(2) .0452(14) 1.00000 Uani H2 .3473(15) .9644(14) .6102(15) .024(5) 1.00000 Uiso H3 .1589(16) .9618(16) .6170(17) .034(6) 1.00000 Uiso H4 .0366(17) .8329(15) .4979(17) .035(6) 1.00000 Uiso H71 .2246(14) .5583(14) .4949(16) .020(5) 1.00000 Uiso H72 .1745(15) .4359(16) .4559(16) .028(5) 1.00000 Uiso H81 .2646(17) .4280(16) .3059(19) .040(6) 1.00000 Uiso H82 .3226(17) .5494(18) .3534(18) .044(7) 1.00000 Uiso H83 .355(2) .4395(19) .434(2) .059(7) 1.00000 Uiso H91 -.0130(15) .5229(15) .2117(16) .026(5) 1.00000 Uiso H92 .0640(16) .4161(16) .2594(16) .031(5) 1.00000 Uiso H101 -.0265(19) .3965(19) .411(3) .057(7) 1.00000 Uiso H102 -.1089(17) .5083(19) .3537(19) .048(7) 1.00000 Uiso H103 -.1145(19) .3895(19) .290(2) .056(7) 1.00000 Uiso H13 .7537(16) .8590(15) .6873(18) .031(5) 1.00000 Uiso H14 .8857(17) .8126(14) .5888(16) .029(5) 1.00000 Uiso H15 .8340(17) .7601(16) .3956(17) .037(6) 1.00000 Uiso H16 .6470(15) .7516(14) .2962(16) .024(5) 1.00000 Uiso H181 .4494(15) .7259(15) .2449(16) .023(5) 1.00000 Uiso H182 .3395(17) .7697(15) .2774(16) .032(6) 1.00000 Uiso H191 .384(3) .961(3) .246(3) .076(9) 1.00000 Uiso H192 .501(3) .922(2) .216(2) .065(8) 1.00000 Uiso H193 .3769(18) .8896(17) .134(3) .050(7) 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 .0215(8) .0317(7) .0335(9) .0005(6) .0019(6) -.0012(6) N1 .0215(9) .0217(8) .0203(9) -.0012(6) .0062(7) -.0001(6) N2 .0231(9) .0214(8) .0222(9) -.0026(6) .0059(7) -.0008(6) N3 .0225(9) .0259(8) .0182(9) -.0059(7) .0064(7) -.0021(6) N4 .0183(8) .0282(8) .0188(9) -.0026(6) .0046(7) -.0029(6) C1 .0209(10) .0203(9) .0180(10) -.0019(8) .0051(8) .0028(8) C2 .0260(11) .0213(9) .0225(11) -.0030(8) .0065(9) -.0012(8) C3 .0265(11) .0230(10) .0291(12) .0006(8) .0124(9) -.0049(8) C4 .0193(11) .0252(10) .0295(12) .0000(8) .0097(9) -.0000(8) C5 .0175(10) .0187(9) .0230(11) -.0009(7) .0049(8) .0035(7) C6 .0208(10) .0249(10) .0186(11) -.0014(8) .0087(8) .0015(8) C7 .0326(11) .0199(10) .0277(12) .0004(8) .0054(9) .0023(9) C8 .0359(13) .0308(12) .0483(16) .0061(10) .0136(11) .0007(11) C9 .0324(11) .0264(11) .0266(13) -.0068(9) .0085(10) -.0054(9) C10 .0403(14) .0367(12) .0448(15) -.0180(11) .0163(12) -.0102(11) C11 .0224(10) .0196(9) .0186(11) -.0024(7) .0075(8) -.0020(8) C12 .0205(10) .0219(9) .0200(11) -.0033(8) .0058(8) .0023(8) C13 .0243(11) .0300(10) .0194(11) -.0049(8) .0047(9) .0022(8) C14 .0188(10) .0281(10) .0293(12) -.0017(8) .0017(9) .0063(9) C15 .0212(11) .0278(10) .0310(13) .0025(8) .0103(10) .0021(8) C16 .0259(11) .0267(10) .0213(12) -.0006(8) .0080(10) -.0018(8) C17 .0214(10) .0217(9) .0194(11) -.0016(7) .0045(8) .0015(7) C18 .0198(11) .0409(12) .0181(11) -.0019(9) .0042(9) -.0074(9) C19 .0515(17) .0495(15) .0251(14) .0073(12) -.0064(12) .0049(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance O1 C6 . . 1.241(2) N1 C1 . . 1.352(2) N1 C5 . . 1.345(3) N2 C6 . . 1.351(3) N2 C7 . . 1.473(3) N2 C9 . . 1.474(3) N3 C11 . . 1.330(2) N3 C12 . . 1.395(3) N4 C11 . . 1.373(3) N4 C17 . . 1.385(3) N4 C18 . . 1.475(3) C1 C2 . . 1.393(3) C1 C11 . . 1.482(3) C2 C3 . . 1.386(3) C2 H2 . . .967(16) C3 C4 . . 1.387(3) C3 H3 . . .95(3) C4 C5 . . 1.392(3) C4 H4 . . .93(3) C5 C6 . . 1.512(3) C7 C8 . . 1.514(4) C7 H71 . . .970(17) C7 H72 . . .974(19) C8 H81 . . 1.04(2) C8 H82 . . .95(3) C8 H83 . . 1.03(3) C9 C10 . . 1.522(4) C9 H91 . . .965(18) C9 H92 . . 1.00(2) C10 H101 . . 1.03(3) C10 H102 . . 1.02(3) C10 H103 . . .96(3) C12 C13 . . 1.407(3) C12 C17 . . 1.406(3) C13 C14 . . 1.381(4) C13 H13 . . .99(3) C14 C15 . . 1.410(3) C14 H14 . . .960(19) C15 C16 . . 1.386(3) C15 H15 . . .96(3) C16 C17 . . 1.395(3) C16 H16 . . .948(19) C18 C19 . . 1.514(4) C18 H181 . . 1.009(19) C18 H182 . . .96(3) C19 H191 . . .95(3) C19 H192 . . 1.05(3) C19 H193 . . 1.01(3) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle C1 N1 C5 . . . 117.58(15) C6 N2 C7 . . . 124.84(14) C6 N2 C9 . . . 117.74(14) C7 N2 C9 . . . 116.21(13) C11 N3 C12 . . . 104.30(15) C11 N4 C17 . . . 106.17(14) C11 N4 C18 . . . 129.94(15) C17 N4 C18 . . . 122.64(17) N1 C1 C2 . . . 122.92(17) N1 C1 C11 . . . 116.61(16) C2 C1 C11 . . . 120.39(15) C1 C2 C3 . . . 118.57(16) C1 C2 H2 . . . 118.3(12) C3 C2 H2 . . . 123.1(12) C2 C3 C4 . . . 119.21(19) C2 C3 H3 . . . 120.6(11) C4 C3 H3 . . . 120.2(11) C3 C4 C5 . . . 118.71(18) C3 C4 H4 . . . 121.6(12) C5 C4 H4 . . . 119.7(12) N1 C5 C4 . . . 122.97(15) N1 C5 C6 . . . 117.98(16) C4 C5 C6 . . . 118.99(16) O1 C6 N2 . . . 122.27(15) O1 C6 C5 . . . 118.12(15) N2 C6 C5 . . . 119.61(14) N2 C7 C8 . . . 113.75(18) N2 C7 H71 . . . 107.1(10) N2 C7 H72 . . . 106.4(10) C8 C7 H71 . . . 112.0(12) C8 C7 H72 . . . 109.2(12) H71 C7 H72 . . . 108.0(16) C7 C8 H81 . . . 111.2(13) C7 C8 H82 . . . 111.9(14) C7 C8 H83 . . . 109.2(16) H81 C8 H82 . . . 108.7(18) H81 C8 H83 . . . 108.9(17) H82 C8 H83 . . . 106.8(18) N2 C9 C10 . . . 111.99(18) N2 C9 H91 . . . 108.8(11) N2 C9 H92 . . . 108.6(10) C10 C9 H91 . . . 109.5(12) C10 C9 H92 . . . 110.6(12) H91 C9 H92 . . . 107.2(16) C9 C10 H101 . . . 111.0(15) C9 C10 H102 . . . 110.7(14) C9 C10 H103 . . . 111.4(17) H101 C10 H102 . . . 110.9(19) H101 C10 H103 . . . 107.2(18) H102 C10 H103 . . . 105.5(18) N3 C11 N4 . . . 113.65(16) N3 C11 C1 . . . 121.84(17) N4 C11 C1 . . . 124.39(14) N3 C12 C13 . . . 130.34(17) N3 C12 C17 . . . 110.03(14) C13 C12 C17 . . . 119.60(18) C12 C13 C14 . . . 117.56(18) C12 C13 H13 . . . 120.5(12) C14 C13 H13 . . . 121.9(12) C13 C14 C15 . . . 122.16(17) C13 C14 H14 . . . 118.5(13) C15 C14 H14 . . . 119.3(13) C14 C15 C16 . . . 121.0(2) C14 C15 H15 . . . 120.6(11) C16 C15 H15 . . . 118.4(11) C15 C16 C17 . . . 116.82(18) C15 C16 H16 . . . 122.1(12) C17 C16 H16 . . . 121.0(12) N4 C17 C12 . . . 105.85(16) N4 C17 C16 . . . 131.28(16) C12 C17 C16 . . . 122.86(15) N4 C18 C19 . . . 111.49(16) N4 C18 H181 . . . 106.2(10) N4 C18 H182 . . . 107.0(12) C19 C18 H181 . . . 109.2(11) C19 C18 H182 . . . 112.0(11) H181 C18 H182 . . . 110.7(15) C18 C19 H191 . . . 108.9(18) C18 C19 H192 . . . 111.5(13) C18 C19 H193 . . . 108.4(12) H191 C19 H192 . . . 112(3) H191 C19 H193 . . . 108(2) H192 C19 H193 . . . 107(2) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion C5 N1 C1 C2 . . . . 1.0(3) C5 N1 C1 C11 . . . . 177.71(15) C1 N1 C5 C4 . . . . .5(3) C1 N1 C5 C6 . . . . 177.67(14) C7 N2 C6 O1 . . . . -167.81(19) C7 N2 C6 C5 . . . . 12.0(3) C9 N2 C6 O1 . . . . -.9(3) C9 N2 C6 C5 . . . . 178.91(18) C6 N2 C7 C8 . . . . -109.3(3) C6 N2 C7 H71 . . . . 15.0(13) C6 N2 C7 H72 . . . . 130.4(13) C9 N2 C7 C8 . . . . 83.6(3) C9 N2 C7 H71 . . . . -152.1(12) C9 N2 C7 H72 . . . . -36.7(13) C6 N2 C9 C10 . . . . -80.1(3) C6 N2 C9 H91 . . . . 41.0(13) C6 N2 C9 H92 . . . . 157.5(13) C7 N2 C9 C10 . . . . 87.9(3) C7 N2 C9 H91 . . . . -150.9(13) C7 N2 C9 H92 . . . . -34.5(13) C12 N3 C11 N4 . . . . .18(18) C12 N3 C11 C1 . . . . 176.27(14) C11 N3 C12 C13 . . . . -178.06(18) C11 N3 C12 C17 . . . . .02(18) C17 N4 C11 N3 . . . . -.31(18) C17 N4 C11 C1 . . . . -176.29(15) C18 N4 C11 N3 . . . . -167.51(15) C18 N4 C11 C1 . . . . 16.5(3) C11 N4 C17 C12 . . . . .30(17) C11 N4 C17 C16 . . . . 179.22(17) C18 N4 C17 C12 . . . . 168.66(14) C18 N4 C17 C16 . . . . -12.4(3) C11 N4 C18 C19 . . . . 92.4(3) C11 N4 C18 H181 . . . . -148.7(12) C11 N4 C18 H182 . . . . -30.4(11) C17 N4 C18 C19 . . . . -73.0(3) C17 N4 C18 H181 . . . . 45.9(12) C17 N4 C18 H182 . . . . 164.2(11) N1 C1 C2 C3 . . . . -1.1(3) N1 C1 C2 H2 . . . . 178.5(12) C11 C1 C2 C3 . . . . -177.66(16) C11 C1 C2 H2 . . . . 1.9(12) N1 C1 C11 N3 . . . . -143.66(16) N1 C1 C11 N4 . . . . 32.0(3) C2 C1 C11 N3 . . . . 33.2(3) C2 C1 C11 N4 . . . . -151.18(16) C1 C2 C3 C4 . . . . -.4(3) C1 C2 C3 H3 . . . . 179.5(14) H2 C2 C3 C4 . . . . -179.9(12) H2 C2 C3 H3 . . . . -.0(19) C2 C3 C4 C5 . . . . 1.8(3) C2 C3 C4 H4 . . . . -175.7(14) H3 C3 C4 C5 . . . . -178.1(14) H3 C3 C4 H4 . . . . 4(2) C3 C4 C5 N1 . . . . -1.9(3) C3 C4 C5 C6 . . . . -179.05(16) H4 C4 C5 N1 . . . . 175.6(14) H4 C4 C5 C6 . . . . -1.5(14) N1 C5 C6 O1 . . . . -133.67(18) N1 C5 C6 N2 . . . . 46.5(3) C4 C5 C6 O1 . . . . 43.6(3) C4 C5 C6 N2 . . . . -136.23(19) N2 C7 C8 H81 . . . . -57.1(12) N2 C7 C8 H82 . . . . 64.6(13) N2 C7 C8 H83 . . . . -177.3(13) H71 C7 C8 H81 . . . . -178.8(16) H71 C7 C8 H82 . . . . -57.0(16) H71 C7 C8 H83 . . . . 61.0(17) H72 C7 C8 H81 . . . . 61.6(16) H72 C7 C8 H82 . . . . -176.7(16) H72 C7 C8 H83 . . . . -58.6(16) N2 C9 C10 H101 . . . . -60.3(14) N2 C9 C10 H102 . . . . 63.2(12) N2 C9 C10 H103 . . . . -179.7(14) H91 C9 C10 H101 . . . . 178.9(18) H91 C9 C10 H102 . . . . -57.5(17) H91 C9 C10 H103 . . . . 59.6(18) H92 C9 C10 H101 . . . . 61.0(18) H92 C9 C10 H102 . . . . -175.5(16) H92 C9 C10 H103 . . . . -58.4(18) N3 C12 C13 C14 . . . . 178.34(17) N3 C12 C13 H13 . . . . -1.3(12) C17 C12 C13 C14 . . . . .4(3) C17 C12 C13 H13 . . . . -179.2(12) N3 C12 C17 N4 . . . . -.20(18) N3 C12 C17 C16 . . . . -179.24(15) C13 C12 C17 N4 . . . . 178.11(15) C13 C12 C17 C16 . . . . -.9(3) C12 C13 C14 C15 . . . . .4(3) C12 C13 C14 H14 . . . . -179.3(12) H13 C13 C14 C15 . . . . -180.0(12) H13 C13 C14 H14 . . . . .3(17) C13 C14 C15 C16 . . . . -.8(3) C13 C14 C15 H15 . . . . -179.3(14) H14 C14 C15 C16 . . . . 179.0(12) H14 C14 C15 H15 . . . . .4(18) C14 C15 C16 C17 . . . . .3(3) C14 C15 C16 H16 . . . . -179.2(12) H15 C15 C16 C17 . . . . 178.9(13) H15 C15 C16 H16 . . . . -.6(18) C15 C16 C17 N4 . . . . -178.20(16) C15 C16 C17 C12 . . . . .6(3) H16 C16 C17 N4 . . . . 1.3(13) H16 C16 C17 C12 . . . . -180.0(12) N4 C18 C19 H191 . . . . -64.0(16) N4 C18 C19 H192 . . . . 60.3(15) N4 C18 C19 H193 . . . . 178.3(15) H181 C18 C19 H191 . . . . 179.0(19) H181 C18 C19 H192 . . . . -56.8(18) H181 C18 C19 H193 . . . . 61.2(18) H182 C18 C19 H191 . . . . 56(2) H182 C18 C19 H192 . . . . -179.8(19) H182 C18 C19 H193 . . . . -62(2) #=END======================================================== data_L5 _database_code_depnum_ccdc_archive 'CCDC 723931' _audit_creation_date 2009-02-10 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2009-02-10 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 _chemical_formula_moiety 'C39 H44 N8 O2' _chemical_formula_sum 'C39 H44 N8 O2' _chemical_formula_weight 656.82 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,1/2+y,1/2-z -x,-y,-z +x,1/2-y,1/2+z _cell_length_a 22.2062(9) _cell_length_b 12.4592(6) _cell_length_c 12.6087(5) _cell_angle_alpha 90.00000 _cell_angle_beta 101.188(3) _cell_angle_gamma 90.00000 _cell_volume 3422.2(3) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'STOE IPDS' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _diffrn_standards_decay_% 0 _cell_measurement_reflns_used 21505 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 33.55 _cell_measurement_temperature 150 _exptl_absorpt_coefficient_mu 0.082 _exptl_crystal_description prism _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.158 _exptl_crystal_size_min 0.132 _exptl_crystal_colour colorless _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min 0.9849 _exptl_absorpt_correction_T_max 0.9916 _diffrn_reflns_number 45534 _reflns_number_total 13246 _reflns_number_gt 7112 _reflns_threshold_expression refl_observed_if_F____>_4.00_sigma(F___) _diffrn_reflns_theta_max 33.45 _diffrn_reflns_theta_full 33.45 _diffrn_reflns_av_R_equivalents .109 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _exptl_crystal_F_000 1400.0 _diffrn_measured_fraction_theta_max 1.0 _diffrn_measured_fraction_theta_full 1.0 _diffrn_ambient_temperature 150 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .047 _refine_ls_wR_factor_ref .044 _refine_ls_goodness_of_fit_ref 1.174 _refine_ls_number_reflns 8936 _refine_ls_number_parameters 574 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w=1/[\s^2^(Fo)+0.0004(Fo^2^)] _refine_ls_hydrogen_treatment mixed _refine_ls_shift/su_max .01 _refine_diff_density_max .556 _refine_diff_density_min -.664 _refine_ls_extinction_method none _refine_ls_extinction_coef .00000 _refine_ls_abs_structure_details none _publ_section_exptl_refinement ; ? ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction xtal_REFCAL_SORTRF _computing_structure_solution SIR97 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_BONDLA_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type C1 -.11576(7) .37426(11) 1.03133(11) .0190(6) 1.00000 Uani C2 -.09626(8) .47847(12) 1.05889(12) .0228(7) 1.00000 Uani C3 -.13169(8) .54143(13) 1.11333(13) .0272(7) 1.00000 Uani C4 -.18441(8) .49863(12) 1.13901(13) .0268(7) 1.00000 Uani C5 -.19929(7) .39258(12) 1.11189(12) .0212(6) 1.00000 Uani C6 -.25875(7) .34985(12) 1.13681(13) .0239(7) 1.00000 Uani C7 -.20285(7) .20852(12) 1.25764(12) .0228(7) 1.00000 Uani C8 -.20007(9) .08940(13) 1.23587(16) .0328(8) 1.00000 Uani C9 -.31708(8) .22662(13) 1.22367(15) .0278(7) 1.00000 Uani C10 -.32865(11) .27729(19) 1.32603(18) .0511(12) 1.00000 Uani C11 -.08120(7) .30948(11) .96531(11) .0183(6) 1.00000 Uani C12 -.02625(7) .26946(11) .84814(12) .0193(6) 1.00000 Uani C13 .00942(7) .26853(12) .76779(12) .0206(6) 1.00000 Uani C14 .02787(7) .17042(12) .73276(11) .0201(6) 1.00000 Uani C15 .01100(7) .07450(12) .77793(12) .0230(7) 1.00000 Uani C16 -.02496(8) .07284(12) .85643(13) .0236(7) 1.00000 Uani C17 -.04307(7) .17217(11) .89025(11) .0192(6) 1.00000 Uani C18 -.10551(8) .11950(12) 1.02756(13) .0224(7) 1.00000 Uani C19 -.16294(9) .06929(14) .96185(15) .0335(8) 1.00000 Uani C20 .06620(7) .16446(13) .64564(12) .0230(7) 1.00000 Uani C21 .35883(7) .43223(11) .62375(11) .0188(6) 1.00000 Uani C22 .34864(8) .49108(12) .52773(12) .0226(7) 1.00000 Uani C23 .39677(8) .54993(13) .50230(13) .0257(7) 1.00000 Uani C24 .45300(8) .54871(13) .57249(13) .0246(7) 1.00000 Uani C25 .45960(7) .48516(12) .66456(11) .0198(6) 1.00000 Uani C26 .52129(7) .46564(12) .73663(12) .0204(6) 1.00000 Uani C27 .51143(8) .63926(13) .82940(13) .0251(7) 1.00000 Uani C28 .47211(8) .63140(15) .91503(15) .0316(8) 1.00000 Uani C29 .60025(8) .51399(13) .88974(13) .0253(7) 1.00000 Uani C30 .65650(8) .56432(15) .85778(15) .0319(8) 1.00000 Uani C31 .30757(7) .37122(11) .65307(11) .0175(6) 1.00000 Uani C32 .21966(7) .29454(11) .63808(11) .0179(6) 1.00000 Uani C33 .15912(7) .25922(12) .60494(11) .0193(6) 1.00000 Uani C34 .13126(7) .20578(11) .67938(11) .0187(6) 1.00000 Uani C35 .16432(7) .18728(11) .78498(11) .0199(6) 1.00000 Uani C36 .22393(7) .22239(12) .82003(11) .0198(6) 1.00000 Uani C37 .25073(7) .27717(11) .74445(11) .0170(6) 1.00000 Uani C38 .35030(7) .33979(13) .85679(11) .0216(6) 1.00000 Uani C39 .39467(9) .24673(15) .87980(14) .0329(8) 1.00000 Uani O1 -.30566(6) .40121(11) 1.10135(11) .0389(7) 1.00000 Uani O2 .54897(6) .38273(9) .72222(10) .0301(6) 1.00000 Uani N1 -.16608(6) .32998(10) 1.05840(10) .0203(6) 1.00000 Uani N2 -.25825(6) .26022(10) 1.19690(10) .0228(6) 1.00000 Uani N3 -.05026(6) .35466(10) .89699(10) .0204(6) 1.00000 Uani N4 -.07855(6) .19946(10) .96506(10) .0191(5) 1.00000 Uani N21 .41356(6) .42771(10) .69100(10) .0192(5) 1.00000 Uani N22 .54287(6) .53801(10) .81344(10) .0223(6) 1.00000 Uani N23 .25658(6) .35262(10) .58206(9) .0191(5) 1.00000 Uani N24 .30696(6) .32794(10) .75343(9) .0178(5) 1.00000 Uani H1 -.2310(7) .0526(7) 1.2668(10) .04000 1.00000 Uiso H2 -.2075(6) .0770(4) 1.1585(12) .04000 1.00000 Uiso H3 -.1587(7) .0615(6) 1.2692(10) .04000 1.00000 Uiso H4 -.2975(7) .2527(9) 1.3873(10) .04000 1.00000 Uiso H5 -.3265(6) .3568(13) 1.3200(6) .04000 1.00000 Uiso H6 -.3699(7) .2564(9) 1.3376(7) .04000 1.00000 Uiso H7 -.1666(8) .2473(15) 1.2409(16) .04000 1.00000 Uiso H8 -.2008(10) .2187(16) 1.3352(13) .04000 1.00000 Uiso H9 -.3493(9) .2469(16) 1.1617(14) .04000 1.00000 Uiso H10 -.3155(10) .1475(12) 1.2297(16) .04000 1.00000 Uiso H11 -.0586(8) .5044(16) 1.0399(16) .04000 1.00000 Uiso H12 -.1188(10) .6157(13) 1.1313(16) .04000 1.00000 Uiso H13 -.2115(9) .5392(15) 1.1754(15) .04000 1.00000 Uiso H14 -.0737(9) .0640(14) 1.0490(16) .04000 1.00000 Uiso H15 -.1143(10) .1557(15) 1.0921(14) .04000 1.00000 Uiso H16 -.1969(6) .1239(10) .9493(9) .04000 1.00000 Uiso H17 -.1547(3) .0449(10) .8919(12) .04000 1.00000 Uiso H18 -.1752(4) .0082(11) 1.0010(8) .04000 1.00000 Uiso H19 .0197(10) .3365(13) .7353(16) .04000 1.00000 Uiso H20 .0248(10) .0075(13) .7533(16) .04000 1.00000 Uiso H21 -.0370(10) .0047(13) .8860(16) .04000 1.00000 Uiso H22 .0685(10) .0878(13) .6255(16) .04000 1.00000 Uiso H23 .0465(10) .2030(16) .5790(14) .04000 1.00000 Uiso H24 .3084(8) .4892(17) .4841(15) .04000 1.00000 Uiso H25 .3917(10) .5949(15) .4390(14) .04000 1.00000 Uiso H26 .4890(8) .5878(15) .5564(16) .04000 1.00000 Uiso H27 .5429(9) .6961(14) .8482(16) .04000 1.00000 Uiso H28 .4865(9) .6618(16) .7587(13) .04000 1.00000 Uiso H29 .4379(7) .5839(11) .8901(7) .04000 1.00000 Uiso H30 .4969(5) .6030(11) .9822(11) .04000 1.00000 Uiso H31 .4566(6) .7031(11) .9284(8) .04000 1.00000 Uiso H32 .5943(10) .5390(16) .9624(13) .04000 1.00000 Uiso H33 .6054(10) .4368(12) .8919(16) .04000 1.00000 Uiso H34 .6602(4) .5390(9) .7862(12) .04000 1.00000 Uiso H35 .6522(4) .6436(12) .8566(10) .04000 1.00000 Uiso H36 .6932(6) .5439(9) .9103(10) .04000 1.00000 Uiso H37 .1362(9) .2728(16) .5309(13) .04000 1.00000 Uiso H38 .1454(9) .1485(15) .8357(15) .04000 1.00000 Uiso H39 .2462(9) .2088(16) .8931(13) .04000 1.00000 Uiso H40 .3724(9) .4083(13) .8531(16) .04000 1.00000 Uiso H41 .3257(9) .3449(16) .9134(14) .04000 1.00000 Uiso H42 .3719(5) .1798(11) .8734(10) .04000 1.00000 Uiso H43 .4223(6) .2473(7) .8275(11) .04000 1.00000 Uiso H44 .4188(6) .2534(6) .9528(12) .04000 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 .0189(7) .0190(6) .0190(6) .0025(6) .0034(6) .0011(5) C2 .0235(8) .0204(7) .0244(7) -.0016(6) .0042(6) .0004(6) C3 .0337(9) .0187(7) .0290(8) -.0009(7) .0058(7) -.0028(6) C4 .0293(8) .0235(7) .0289(8) .0057(7) .0089(7) -.0036(6) C5 .0197(7) .0224(7) .0217(7) .0046(6) .0046(6) .0013(6) C6 .0209(7) .0247(7) .0270(7) .0038(6) .0071(6) -.0018(6) C7 .0201(7) .0237(7) .0240(7) .0006(6) .0024(6) .0005(6) C8 .0295(9) .0242(8) .0456(10) .0024(7) .0093(8) -.0010(7) C9 .0200(8) .0257(8) .0386(9) -.0033(6) .0077(7) -.0037(7) C10 .0477(13) .0578(13) .0569(13) -.0206(11) .0330(11) -.0223(11) C11 .0165(7) .0175(6) .0208(6) -.0000(5) .0032(6) -.0000(5) C12 .0151(7) .0183(6) .0241(7) -.0013(5) .0034(6) .0003(6) C13 .0179(7) .0205(7) .0240(7) -.0025(6) .0056(6) .0005(6) C14 .0154(7) .0246(7) .0203(7) -.0024(6) .0038(6) -.0024(6) C15 .0228(8) .0196(7) .0280(8) .0002(6) .0085(6) -.0027(6) C16 .0247(8) .0179(7) .0300(8) -.0003(6) .0097(7) .0017(6) C17 .0168(7) .0195(7) .0218(7) -.0014(6) .0054(6) .0005(6) C18 .0250(8) .0185(7) .0265(7) .0014(6) .0118(6) .0042(6) C19 .0352(10) .0281(8) .0391(9) -.0130(8) .0117(8) -.0020(7) C20 .0198(7) .0284(8) .0219(7) -.0047(6) .0066(6) -.0060(6) C21 .0202(7) .0184(6) .0185(6) .0001(6) .0052(6) -.0024(5) C22 .0222(8) .0261(7) .0185(7) -.0002(6) .0018(6) .0010(6) C23 .0281(8) .0278(8) .0218(7) -.0001(7) .0058(6) .0057(6) C24 .0245(8) .0246(7) .0261(8) -.0022(6) .0082(7) .0029(6) C25 .0193(7) .0206(7) .0198(7) -.0001(6) .0045(6) -.0016(5) C26 .0177(7) .0224(7) .0219(7) -.0016(6) .0058(6) .0005(6) C27 .0252(8) .0223(7) .0270(8) .0006(6) .0029(7) -.0016(6) C28 .0260(9) .0329(9) .0372(9) .0013(7) .0090(7) -.0025(7) C29 .0221(8) .0272(8) .0243(7) -.0003(6) -.0007(6) .0007(6) C30 .0225(8) .0383(10) .0340(9) -.0003(7) .0036(7) .0012(7) C31 .0186(7) .0184(6) .0155(6) .0016(5) .0035(5) -.0005(5) C32 .0194(7) .0193(6) .0156(6) .0008(6) .0052(5) -.0011(5) C33 .0192(7) .0226(7) .0155(6) -.0001(6) .0018(5) -.0014(5) C34 .0173(7) .0191(6) .0204(6) -.0002(6) .0055(6) -.0038(5) C35 .0214(7) .0201(7) .0196(6) .0003(6) .0075(6) -.0003(5) C36 .0210(7) .0225(7) .0163(6) .0019(6) .0043(6) .0007(5) C37 .0162(7) .0185(6) .0162(6) .0019(5) .0030(5) -.0023(5) C38 .0206(7) .0293(8) .0142(6) -.0022(6) .0014(5) -.0015(6) C39 .0315(9) .0358(9) .0262(8) .0051(8) -.0071(7) .0038(7) O1 .0230(6) .0412(7) .0538(8) .0120(6) .0103(6) .0157(6) O2 .0253(6) .0273(6) .0363(6) .0045(5) .0025(5) -.0054(5) N1 .0186(6) .0199(6) .0228(6) .0014(5) .0052(5) -.0002(5) N2 .0178(6) .0233(6) .0273(6) .0002(5) .0045(5) -.0005(5) N3 .0199(6) .0182(6) .0243(6) -.0004(5) .0071(5) -.0009(5) N4 .0180(6) .0171(6) .0236(6) -.0008(5) .0071(5) .0010(5) N21 .0178(6) .0213(6) .0185(6) -.0004(5) .0036(5) -.0007(5) N22 .0196(6) .0226(6) .0234(6) .0007(5) .0012(5) -.0008(5) N23 .0184(6) .0229(6) .0161(5) -.0014(5) .0033(5) -.0001(5) N24 .0175(6) .0207(6) .0146(5) .0004(5) .0019(5) -.0006(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance C1 N1 . . 1.348(2) C1 C2 . . 1.391(2) C1 C11 . . 1.477(3) C2 H11 . . .970(19) C2 C3 . . 1.384(3) C3 H12 . . .983(16) C3 C4 . . 1.381(3) C4 H13 . . .97(2) C4 C5 . . 1.389(3) C5 N1 . . 1.342(2) C5 C6 . . 1.512(3) C6 O1 . . 1.2304(19) C6 N2 . . 1.348(2) C7 H8 . . .978(16) C7 H7 . . .996(19) C7 N2 . . 1.4661(19) C7 C8 . . 1.513(3) C8 H1 . . .968(14) C8 H2 . . .970(15) C8 H3 . . .996(14) C9 H9 . . .984(17) C9 H10 . . .989(15) C9 N2 . . 1.472(3) C9 C10 . . 1.503(3) C10 H4 . . .981(12) C10 H6 . . .990(15) C10 H5 . . .995(16) C11 N3 . . 1.327(2) C11 N4 . . 1.3721(18) C12 N3 . . 1.3849(19) C12 C13 . . 1.402(3) C12 C17 . . 1.403(2) C13 H19 . . .986(18) C13 C14 . . 1.388(3) C14 C15 . . 1.406(3) C14 C20 . . 1.516(3) C15 H20 . . .962(18) C15 C16 . . 1.387(3) C16 H21 . . .985(18) C16 C17 . . 1.393(3) C17 N4 . . 1.384(2) C18 H15 . . .982(19) C18 H14 . . .988(18) C18 N4 . . 1.468(2) C18 C19 . . 1.515(3) C19 H18 . . .974(13) C19 H17 . . .984(14) C19 H16 . . 1.005(12) C20 H23 . . .992(17) C20 H22 . . .992(16) C20 C34 . . 1.515(2) C21 N21 . . 1.3413(17) C21 C22 . . 1.396(2) C21 C31 . . 1.474(3) C22 H24 . . .954(16) C22 C23 . . 1.384(3) C23 H25 . . .964(18) C23 C24 . . 1.384(3) C24 H26 . . .991(19) C24 C25 . . 1.389(3) C25 N21 . . 1.342(2) C25 C26 . . 1.5094(19) C26 O2 . . 1.2333(19) C26 N22 . . 1.3419(18) C27 H27 . . .992(18) C27 H28 . . .995(16) C27 N22 . . 1.474(3) C27 C28 . . 1.518(3) C28 H29 . . .966(13) C28 H30 . . .982(12) C28 H31 . . .983(14) C29 H33 . . .969(15) C29 H32 . . 1.001(18) C29 N22 . . 1.4707(19) C29 C30 . . 1.520(3) C30 H34 . . .975(15) C30 H36 . . .979(12) C30 H35 . . .992(15) C31 N23 . . 1.3206(17) C31 N24 . . 1.3780(18) C32 N23 . . 1.385(2) C32 C33 . . 1.399(2) C32 C37 . . 1.4010(18) C33 H37 . . .987(16) C33 C34 . . 1.390(3) C34 C35 . . 1.4091(19) C35 H38 . . .96(2) C35 C36 . . 1.383(2) C36 H39 . . .972(15) C36 C37 . . 1.396(3) C37 N24 . . 1.3845(18) C38 H41 . . .98(2) C38 H40 . . .990(18) C38 N24 . . 1.4696(17) C38 C39 . . 1.513(3) C39 H42 . . .970(13) C39 H44 . . .974(14) C39 H43 . . .983(14) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle N1 C1 C2 . . . 123.49(14) N1 C1 C11 . . . 117.77(13) C2 C1 C11 . . . 118.70(14) H11 C2 C3 . . . 122.3(12) H11 C2 C1 . . . 119.4(12) C3 C2 C1 . . . 118.26(15) H12 C3 C4 . . . 122.2(13) H12 C3 C2 . . . 118.7(13) C4 C3 C2 . . . 119.13(14) H13 C4 C3 . . . 122.9(12) H13 C4 C5 . . . 118.3(12) C3 C4 C5 . . . 118.80(16) N1 C5 C4 . . . 123.31(15) N1 C5 C6 . . . 119.15(13) C4 C5 C6 . . . 117.35(14) O1 C6 N2 . . . 123.30(15) O1 C6 C5 . . . 116.95(14) N2 C6 C5 . . . 119.74(13) H8 C7 H7 . . . 105.4(17) H8 C7 N2 . . . 109.7(12) H8 C7 C8 . . . 108.3(12) H7 C7 N2 . . . 107.9(11) H7 C7 C8 . . . 112.0(12) N2 C7 C8 . . . 113.32(12) H1 C8 H2 . . . 109.5(10) H1 C8 H3 . . . 109.5(10) H1 C8 C7 . . . 109.5(6) H2 C8 H3 . . . 109.5(11) H2 C8 C7 . . . 109.5(4) H3 C8 C7 . . . 109.4(5) H9 C9 H10 . . . 109.1(16) H9 C9 N2 . . . 106.5(12) H9 C9 C10 . . . 110.8(12) H10 C9 N2 . . . 106.3(13) H10 C9 C10 . . . 111.2(13) N2 C9 C10 . . . 112.62(15) H4 C10 H6 . . . 109.5(10) H4 C10 H5 . . . 109.5(9) H4 C10 C9 . . . 109.5(8) H6 C10 H5 . . . 109.5(10) H6 C10 C9 . . . 109.5(6) H5 C10 C9 . . . 109.5(6) N3 C11 N4 . . . 113.23(13) N3 C11 C1 . . . 121.68(13) N4 C11 C1 . . . 125.07(13) N3 C12 C13 . . . 130.39(13) N3 C12 C17 . . . 109.89(14) C13 C12 C17 . . . 119.72(13) H19 C13 C14 . . . 121.1(12) H19 C13 C12 . . . 120.2(12) C14 C13 C12 . . . 118.69(14) C13 C14 C15 . . . 120.10(14) C13 C14 C20 . . . 121.01(14) C15 C14 C20 . . . 118.89(14) H20 C15 C16 . . . 118.8(13) H20 C15 C14 . . . 118.7(13) C16 C15 C14 . . . 122.50(14) H21 C16 C15 . . . 121.3(12) H21 C16 C17 . . . 122.3(12) C15 C16 C17 . . . 116.44(14) N4 C17 C16 . . . 131.54(14) N4 C17 C12 . . . 105.93(12) C16 C17 C12 . . . 122.54(15) H15 C18 H14 . . . 109.9(16) H15 C18 N4 . . . 107.5(12) H15 C18 C19 . . . 111.2(12) H14 C18 N4 . . . 106.1(12) H14 C18 C19 . . . 110.0(10) N4 C18 C19 . . . 111.98(13) H18 C19 H17 . . . 109.4(10) H18 C19 H16 . . . 109.5(10) H18 C19 C18 . . . 109.5(6) H17 C19 H16 . . . 109.4(9) H17 C19 C18 . . . 109.5(5) H16 C19 C18 . . . 109.5(7) H23 C20 H22 . . . 106.6(15) H23 C20 C34 . . . 108.2(12) H23 C20 C14 . . . 111.9(12) H22 C20 C34 . . . 107.7(12) H22 C20 C14 . . . 107.3(13) C34 C20 C14 . . . 114.76(12) N21 C21 C22 . . . 123.01(14) N21 C21 C31 . . . 117.95(12) C22 C21 C31 . . . 119.03(12) H24 C22 C23 . . . 124.0(12) H24 C22 C21 . . . 117.6(12) C23 C22 C21 . . . 118.48(13) H25 C23 C24 . . . 118.8(12) H25 C23 C22 . . . 122.0(12) C24 C23 C22 . . . 119.19(14) H26 C24 C23 . . . 121.9(11) H26 C24 C25 . . . 119.5(11) C23 C24 C25 . . . 118.46(15) N21 C25 C24 . . . 123.34(13) N21 C25 C26 . . . 114.25(12) C24 C25 C26 . . . 122.08(14) O2 C26 N22 . . . 123.41(13) O2 C26 C25 . . . 117.80(13) N22 C26 C25 . . . 118.79(13) H27 C27 H28 . . . 104.9(16) H27 C27 N22 . . . 108.2(11) H27 C27 C28 . . . 110.6(12) H28 C27 N22 . . . 108.4(12) H28 C27 C28 . . . 111.0(12) N22 C27 C28 . . . 113.26(13) H29 C28 H30 . . . 109.5(10) H29 C28 H31 . . . 109.5(11) H29 C28 C27 . . . 109.4(7) H30 C28 H31 . . . 109.6(10) H30 C28 C27 . . . 109.5(8) H31 C28 C27 . . . 109.4(8) H33 C29 H32 . . . 108.6(17) H33 C29 N22 . . . 107.6(12) H33 C29 C30 . . . 108.6(14) H32 C29 N22 . . . 106.5(11) H32 C29 C30 . . . 112.1(12) N22 C29 C30 . . . 113.25(14) H34 C30 H36 . . . 109.5(10) H34 C30 H35 . . . 109.4(10) H34 C30 C29 . . . 109.5(6) H36 C30 H35 . . . 109.5(8) H36 C30 C29 . . . 109.5(8) H35 C30 C29 . . . 109.5(6) N23 C31 N24 . . . 113.21(13) N23 C31 C21 . . . 121.51(12) N24 C31 C21 . . . 125.29(12) N23 C32 C33 . . . 129.90(12) N23 C32 C37 . . . 109.79(12) C33 C32 C37 . . . 120.23(14) H37 C33 C34 . . . 120.4(12) H37 C33 C32 . . . 121.1(12) C34 C33 C32 . . . 118.47(12) C33 C34 C35 . . . 119.86(13) C33 C34 C20 . . . 119.89(12) C35 C34 C20 . . . 120.21(14) H38 C35 C36 . . . 117.5(11) H38 C35 C34 . . . 119.7(11) C36 C35 C34 . . . 122.75(14) H39 C36 C35 . . . 121.9(12) H39 C36 C37 . . . 121.7(12) C35 C36 C37 . . . 116.43(12) N24 C37 C36 . . . 131.67(12) N24 C37 C32 . . . 106.06(12) C36 C37 C32 . . . 122.21(13) H41 C38 H40 . . . 109.2(17) H41 C38 N24 . . . 106.9(10) H41 C38 C39 . . . 110.1(11) H40 C38 N24 . . . 106.9(11) H40 C38 C39 . . . 111.1(11) N24 C38 C39 . . . 112.53(13) H42 C39 H44 . . . 109.5(9) H42 C39 H43 . . . 109.5(9) H42 C39 C38 . . . 109.5(7) H44 C39 H43 . . . 109.4(11) H44 C39 C38 . . . 109.5(6) H43 C39 C38 . . . 109.4(6) C5 N1 C1 . . . 116.93(13) C6 N2 C7 . . . 124.89(13) C6 N2 C9 . . . 116.96(13) C7 N2 C9 . . . 116.58(13) C11 N3 C12 . . . 104.84(12) C11 N4 C17 . . . 106.10(12) C11 N4 C18 . . . 130.89(13) C17 N4 C18 . . . 123.01(12) C21 N21 C25 . . . 117.46(12) C26 N22 C29 . . . 118.56(13) C26 N22 C27 . . . 124.14(12) C29 N22 C27 . . . 117.25(12) C31 N23 C32 . . . 105.09(11) C31 N24 C37 . . . 105.84(10) C31 N24 C38 . . . 130.81(12) C37 N24 C38 . . . 122.92(12) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion C11 C1 C2 C3 . . . . 174.94(13) C11 C1 C2 H11 . . . . -5.4(13) N1 C1 C2 C3 . . . . -2.6(3) N1 C1 C2 H11 . . . . 177.1(13) C2 C1 C11 N3 . . . . -27.65(19) C2 C1 C11 N4 . . . . 154.06(13) N1 C1 C11 N3 . . . . 150.03(13) N1 C1 C11 N4 . . . . -28.25(19) C2 C1 N1 C5 . . . . 2.1(2) C11 C1 N1 C5 . . . . -175.49(12) C1 C2 C3 C4 . . . . .6(3) C1 C2 C3 H12 . . . . -178.4(12) H11 C2 C3 C4 . . . . -179.1(13) H11 C2 C3 H12 . . . . 1.9(18) C2 C3 C4 C5 . . . . 1.7(3) C2 C3 C4 H13 . . . . -178.5(13) H12 C3 C4 C5 . . . . -179.3(13) H12 C3 C4 H13 . . . . .4(18) C3 C4 C5 C6 . . . . -177.39(13) C3 C4 C5 N1 . . . . -2.4(3) H13 C4 C5 C6 . . . . 2.9(12) H13 C4 C5 N1 . . . . 177.9(12) C4 C5 C6 O1 . . . . 53.63(19) C4 C5 C6 N2 . . . . -125.36(15) N1 C5 C6 O1 . . . . -121.61(15) N1 C5 C6 N2 . . . . 59.40(18) C4 C5 N1 C1 . . . . .5(2) C6 C5 N1 C1 . . . . 175.40(12) C5 C6 N2 C7 . . . . 11.2(3) C5 C6 N2 C9 . . . . 176.42(13) O1 C6 N2 C7 . . . . -167.69(15) O1 C6 N2 C9 . . . . -2.5(3) N2 C7 C8 H1 . . . . -69.5(8) N2 C7 C8 H2 . . . . 50.6(9) N2 C7 C8 H3 . . . . 170.5(9) H7 C7 C8 H1 . . . . 168.2(14) H7 C7 C8 H2 . . . . -71.8(14) H7 C7 C8 H3 . . . . 48.2(15) H8 C7 C8 H1 . . . . 52.3(15) H8 C7 C8 H2 . . . . 172.4(16) H8 C7 C8 H3 . . . . -67.6(16) C8 C7 N2 C6 . . . . -129.63(17) C8 C7 N2 C9 . . . . 65.14(19) H7 C7 N2 C6 . . . . -5.0(13) H7 C7 N2 C9 . . . . -170.3(12) H8 C7 N2 C6 . . . . 109.3(13) H8 C7 N2 C9 . . . . -55.9(13) N2 C9 C10 H4 . . . . -64.1(8) N2 C9 C10 H5 . . . . 56.0(8) N2 C9 C10 H6 . . . . 176.0(7) H9 C9 C10 H4 . . . . 176.7(15) H9 C9 C10 H5 . . . . -63.3(15) H9 C9 C10 H6 . . . . 56.7(14) H10 C9 C10 H4 . . . . 55.2(15) H10 C9 C10 H5 . . . . 175.2(15) H10 C9 C10 H6 . . . . -64.8(15) C10 C9 N2 C6 . . . . -88.33(18) C10 C9 N2 C7 . . . . 78.10(18) H9 C9 N2 C6 . . . . 33.4(12) H9 C9 N2 C7 . . . . -160.2(12) H10 C9 N2 C6 . . . . 149.6(12) H10 C9 N2 C7 . . . . -43.9(12) C1 C11 N3 C12 . . . . -177.94(12) N4 C11 N3 C12 . . . . .53(14) C1 C11 N4 C17 . . . . 178.31(12) C1 C11 N4 C18 . . . . -2.0(3) N3 C11 N4 C17 . . . . -.10(15) N3 C11 N4 C18 . . . . 179.64(12) C17 C12 C13 C14 . . . . -.75(19) C17 C12 C13 H19 . . . . 177.0(13) N3 C12 C13 C14 . . . . 179.85(13) N3 C12 C13 H19 . . . . -2.4(13) C13 C12 C17 C16 . . . . .9(2) C13 C12 C17 N4 . . . . -178.80(12) N3 C12 C17 C16 . . . . -179.57(12) N3 C12 C17 N4 . . . . .71(15) C13 C12 N3 C11 . . . . 178.69(14) C17 C12 N3 C11 . . . . -.76(14) C12 C13 C14 C15 . . . . -.3(2) C12 C13 C14 C20 . . . . 179.66(12) H19 C13 C14 C15 . . . . -178.0(13) H19 C13 C14 C20 . . . . 1.9(13) C13 C14 C15 C16 . . . . 1.2(3) C13 C14 C15 H20 . . . . -179.0(13) C20 C14 C15 C16 . . . . -178.73(13) C20 C14 C15 H20 . . . . 1.1(13) C13 C14 C20 C34 . . . . 68.90(17) C13 C14 C20 H22 . . . . -171.5(12) C13 C14 C20 H23 . . . . -54.9(12) C15 C14 C20 C34 . . . . -111.19(15) C15 C14 C20 H22 . . . . 8.4(12) C15 C14 C20 H23 . . . . 125.0(12) C14 C15 C16 C17 . . . . -1.0(3) C14 C15 C16 H21 . . . . 178.7(13) H20 C15 C16 C17 . . . . 179.2(13) H20 C15 C16 H21 . . . . -1.1(18) C15 C16 C17 C12 . . . . -.0(2) C15 C16 C17 N4 . . . . 179.61(13) H21 C16 C17 C12 . . . . -179.8(13) H21 C16 C17 N4 . . . . -.1(13) C12 C17 N4 C11 . . . . -.37(14) C12 C17 N4 C18 . . . . 179.86(12) C16 C17 N4 C11 . . . . 179.95(14) C16 C17 N4 C18 . . . . .2(3) N4 C18 C19 H16 . . . . -70.1(8) N4 C18 C19 H17 . . . . 49.8(8) N4 C18 C19 H18 . . . . 169.9(8) H14 C18 C19 H16 . . . . 172.2(15) H14 C18 C19 H17 . . . . -67.9(15) H14 C18 C19 H18 . . . . 52.1(15) H15 C18 C19 H16 . . . . 50.1(14) H15 C18 C19 H17 . . . . 170.1(14) H15 C18 C19 H18 . . . . -69.9(14) C19 C18 N4 C11 . . . . 101.26(17) C19 C18 N4 C17 . . . . -79.04(17) H14 C18 N4 C11 . . . . -138.7(11) H14 C18 N4 C17 . . . . 41.0(11) H15 C18 N4 C11 . . . . -21.1(12) H15 C18 N4 C17 . . . . 158.6(12) C14 C20 C34 C33 . . . . -144.74(14) C14 C20 C34 C35 . . . . 37.25(19) H22 C20 C34 C33 . . . . 95.9(13) H22 C20 C34 C35 . . . . -82.1(13) H23 C20 C34 C33 . . . . -19.0(12) H23 C20 C34 C35 . . . . 163.0(12) C31 C21 C22 C23 . . . . 178.58(14) C31 C21 C22 H24 . . . . -.3(14) N21 C21 C22 C23 . . . . -1.9(3) N21 C21 C22 H24 . . . . 179.2(14) C22 C21 C31 N23 . . . . 14.2(3) C22 C21 C31 N24 . . . . -166.14(14) N21 C21 C31 N23 . . . . -165.37(14) N21 C21 C31 N24 . . . . 14.3(3) C22 C21 N21 C25 . . . . 1.7(3) C31 C21 N21 C25 . . . . -178.77(13) C21 C22 C23 C24 . . . . -.1(3) C21 C22 C23 H25 . . . . -176.7(14) H24 C22 C23 C24 . . . . 178.7(15) H24 C22 C23 H25 . . . . 2(2) C22 C23 C24 C25 . . . . 2.2(3) C22 C23 C24 H26 . . . . 178.1(14) H25 C23 C24 C25 . . . . 178.9(13) H25 C23 C24 H26 . . . . -5.2(19) C23 C24 C25 C26 . . . . 170.59(15) C23 C24 C25 N21 . . . . -2.5(3) H26 C24 C25 C26 . . . . -5.4(14) H26 C24 C25 N21 . . . . -178.5(13) C24 C25 C26 O2 . . . . -96.23(19) C24 C25 C26 N22 . . . . 84.53(19) N21 C25 C26 O2 . . . . 77.39(19) N21 C25 C26 N22 . . . . -101.84(16) C24 C25 N21 C21 . . . . .5(3) C26 C25 N21 C21 . . . . -173.03(13) C25 C26 N22 C27 . . . . -3.0(3) C25 C26 N22 C29 . . . . 174.53(14) O2 C26 N22 C27 . . . . 177.81(16) O2 C26 N22 C29 . . . . -4.7(3) N22 C27 C28 H29 . . . . -67.2(8) N22 C27 C28 H30 . . . . 52.8(8) N22 C27 C28 H31 . . . . 172.9(7) H27 C27 C28 H29 . . . . 171.1(14) H27 C27 C28 H30 . . . . -68.9(14) H27 C27 C28 H31 . . . . 51.2(13) H28 C27 C28 H29 . . . . 55.1(15) H28 C27 C28 H30 . . . . 175.1(15) H28 C27 C28 H31 . . . . -64.8(14) C28 C27 N22 C26 . . . . 95.61(17) C28 C27 N22 C29 . . . . -81.95(17) H27 C27 N22 C26 . . . . -141.3(12) H27 C27 N22 C29 . . . . 41.1(12) H28 C27 N22 C26 . . . . -28.1(13) H28 C27 N22 C29 . . . . 154.4(13) N22 C29 C30 H34 . . . . -58.4(7) N22 C29 C30 H35 . . . . 61.6(7) N22 C29 C30 H36 . . . . -178.4(8) H32 C29 C30 H34 . . . . -178.9(14) H32 C29 C30 H35 . . . . -59.0(14) H32 C29 C30 H36 . . . . 61.0(14) H33 C29 C30 H34 . . . . 61.1(14) H33 C29 C30 H35 . . . . -179.0(14) H33 C29 C30 H36 . . . . -58.9(14) C30 C29 N22 C26 . . . . 96.68(17) C30 C29 N22 C27 . . . . -85.62(18) H32 C29 N22 C26 . . . . -139.7(12) H32 C29 N22 C27 . . . . 38.0(12) H33 C29 N22 C26 . . . . -23.3(14) H33 C29 N22 C27 . . . . 154.4(14) C21 C31 N23 C32 . . . . -179.76(13) N24 C31 N23 C32 . . . . .50(16) C21 C31 N24 C37 . . . . -179.38(13) C21 C31 N24 C38 . . . . 8.1(3) N23 C31 N24 C37 . . . . .34(16) N23 C31 N24 C38 . . . . -172.19(14) C37 C32 C33 C34 . . . . -.8(3) C37 C32 C33 H37 . . . . 178.2(14) N23 C32 C33 C34 . . . . -177.11(14) N23 C32 C33 H37 . . . . 1.8(14) C33 C32 C37 C36 . . . . 1.7(3) C33 C32 C37 N24 . . . . -175.62(13) N23 C32 C37 C36 . . . . 178.74(13) N23 C32 C37 N24 . . . . 1.38(16) C33 C32 N23 C31 . . . . 175.46(15) C37 C32 N23 C31 . . . . -1.16(16) C32 C33 C34 C20 . . . . -178.78(14) C32 C33 C34 C35 . . . . -.8(3) H37 C33 C34 C20 . . . . 2.3(14) H37 C33 C34 C35 . . . . -179.7(14) C20 C34 C35 C36 . . . . 179.53(14) C20 C34 C35 H38 . . . . -.2(14) C33 C34 C35 C36 . . . . 1.5(3) C33 C34 C35 H38 . . . . -178.2(14) C34 C35 C36 C37 . . . . -.6(3) C34 C35 C36 H39 . . . . -179.8(14) H38 C35 C36 C37 . . . . 179.1(13) H38 C35 C36 H39 . . . . -.1(19) C35 C36 C37 C32 . . . . -1.0(3) C35 C36 C37 N24 . . . . 175.59(15) H39 C36 C37 C32 . . . . 178.2(14) H39 C36 C37 N24 . . . . -5.2(14) C32 C37 N24 C31 . . . . -1.03(15) C32 C37 N24 C38 . . . . 172.24(13) C36 C37 N24 C31 . . . . -178.03(15) C36 C37 N24 C38 . . . . -4.8(3) N24 C38 C39 H42 . . . . -52.6(8) N24 C38 C39 H43 . . . . 67.4(7) N24 C38 C39 H44 . . . . -172.7(8) H40 C38 C39 H42 . . . . -172.4(15) H40 C38 C39 H43 . . . . -52.4(15) H40 C38 C39 H44 . . . . 67.6(15) H41 C38 C39 H42 . . . . 66.5(14) H41 C38 C39 H43 . . . . -173.5(13) H41 C38 C39 H44 . . . . -53.5(14) C39 C38 N24 C31 . . . . -98.51(18) C39 C38 N24 C37 . . . . 90.05(17) H40 C38 N24 C31 . . . . 23.7(13) H40 C38 N24 C37 . . . . -147.7(13) H41 C38 N24 C31 . . . . 140.5(12) H41 C38 N24 C37 . . . . -31.0(12) #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 723932' #-------------------------------------------------------------------- _audit_creation_date 2008-01-21 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2008-04-15 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 #-------------------------------------------------------------------- _chemical_formula_moiety 'C21 H25 Eu N8 O10, 2(C2 H3 N)' _chemical_formula_sum 'C25 H31 Eu N10 O10' _chemical_formula_weight 783.6 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,-y,-z _cell_length_a 9.7831(7) _cell_length_b 9.9818(7) _cell_length_c 16.8841(12) _cell_angle_alpha 94.322(8) _cell_angle_beta 93.184(9) _cell_angle_gamma 105.660(8) _cell_volume 1578.1(2) _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.649 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _cell_measurement_reflns_used 7998 _cell_measurement_theta_min 4.1 _cell_measurement_theta_max 26.5 _cell_measurement_temperature 150 _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 2.06 _exptl_crystal_description prism _exptl_crystal_size_max .368 _exptl_crystal_size_mid .175 _exptl_crystal_size_min .095 _exptl_crystal_colour colourless _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min .6241 _exptl_absorpt_correction_T_max .8314 _diffrn_reflns_number 20807 _reflns_number_total 6349 _reflns_number_gt 5416 _reflns_threshold_expression 'refl observed if Fo > 3.99 \s(Fo)' _diffrn_reflns_theta_max 26.5 _diffrn_reflns_theta_full 26.5 _diffrn_measured_fraction_theta_max 1.0 _diffrn_measured_fraction_theta_full 1.0 _diffrn_reflns_av_R_equivalents .022 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .022 _refine_ls_wR_factor_ref .024 _refine_ls_goodness_of_fit_ref 1.36(1) _refine_ls_number_reflns 5466 _refine_ls_number_parameters 415 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w=1/[\s^2^(Fo)+0.0001(Fo^2^)] _refine_ls_hydrogen_treatment noref _refine_ls_shift/su_max .002 _refine_diff_density_max 1.081 _refine_diff_density_min -.633 _refine_ls_extinction_method none _refine_ls_abs_structure_details none _refine_special_details ; Hydrogen treatment: - The atomic coordinates of hydrogen atoms were calculated Disorders: The ClO4 and EtOH molecules are disordered and have been refined without restraint ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction 'XRED (Stoe & Cie, 1999)' _computing_structure_solution SIR97 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 Eu Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 -.542 3.669 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Eu .410112(15) .308970(14) .735057(8) .01166(6) 1.00000 Uani O1 .4852(2) .55459(19) .76620(11) .0174(8) 1.00000 Uani N1 .6544(3) .4464(3) .68554(12) .0137(9) 1.00000 Uani N2 .6509(3) .7548(3) .80893(13) .0177(9) 1.00000 Uani N3 .5600(3) .1687(3) .66758(13) .0150(9) 1.00000 Uani N4 .7007(3) .1380(3) .57098(13) .0159(9) 1.00000 Uani C1 .7274(3) .3836(3) .63645(15) .0139(10) 1.00000 Uani C2 .8533(3) .4582(3) .60711(16) .0192(11) 1.00000 Uani C3 .8971(3) .6024(3) .62465(17) .0210(11) 1.00000 Uani C4 .8199(3) .6673(3) .67269(16) .0191(11) 1.00000 Uani C5 .7014(3) .5846(3) .70520(15) .0139(10) 1.00000 Uani C6 .6082(3) .6340(3) .76265(15) .0148(10) 1.00000 Uani C7 .7965(3) .8491(3) .82187(17) .0228(12) 1.00000 Uani C8 .8137(4) .9809(3) .7793(3) .0291(13) 1.00000 Uani C9 .5466(4) .7921(3) .86019(17) .0229(12) 1.00000 Uani C10 .5519(4) .7347(4) .9404(2) .0364(15) 1.00000 Uani C11 .6637(3) .2304(3) .62325(14) .0136(10) 1.00000 Uani C12 .5300(3) .0266(3) .64423(16) .0159(10) 1.00000 Uani C13 .4356(3) -.0877(3) .67314(16) .0192(11) 1.00000 Uani C14 .4296(4) -.2197(3) .63797(18) .0226(12) 1.00000 Uani C15 .5149(4) -.2391(3) .57597(18) .0241(12) 1.00000 Uani C16 .6107(4) -.1270(3) .54777(17) .0220(12) 1.00000 Uani C17 .6170(3) .0058(3) .58377(16) .0163(10) 1.00000 Uani C18 .8065(3) .1604(3) .51115(16) .0190(11) 1.00000 Uani C19 .9501(4) .1512(4) .54601(19) .0247(12) 1.00000 Uani N1a .1671(3) .0574(3) .68710(14) .0178(9) 1.00000 Uani O1a .1821(3) .1208(3) .75660(12) .0268(9) 1.00000 Uani O2a .2530(2) .1159(2) .63781(12) .0201(8) 1.00000 Uani O3a .0767(3) -.0540(3) .66854(14) .0300(9) 1.00000 Uani N1b .5690(3) .2159(3) .86308(13) .0192(10) 1.00000 Uani O1b .4533(3) .1360(3) .82989(12) .0230(8) 1.00000 Uani O2b .6053(3) .3403(3) .84206(12) .0213(8) 1.00000 Uani O3b .6430(3) .1760(3) .91229(13) .0319(10) 1.00000 Uani N1c .2572(3) .4217(3) .61467(14) .0197(10) 1.00000 Uani O1c .3756(2) .3976(2) .60212(11) .0201(8) 1.00000 Uani O2c .2086(2) .3938(3) .68194(11) .0209(8) 1.00000 Uani O3c .1925(3) .4706(3) .56485(14) .0318(10) 1.00000 Uani N1d .3033(3) .3722(3) .86539(14) .0226(10) 1.00000 Uani C1d .2623(3) .4196(4) .91989(17) .0235(12) 1.00000 Uani C2d .2090(4) .4819(4) .98938(19) .0343(14) 1.00000 Uani N1e 1.0104(6) .6068(4) .8389(3) .073(3) 1.00000 Uani C1e .9822(5) .4911(5) .8225(3) .0414(17) 1.00000 Uani C2e .9423(4) .3417(4) .8035(2) .0304(14) 1.00000 Uani N1f .0203(4) -.1653(4) 1.0240(2) .0468(16) 1.00000 Uani C1f .0979(4) -.1206(4) .9790(2) .0334(14) 1.00000 Uani C2f .1958(5) -.0629(5) .9215(3) .0468(18) 1.00000 Uani H2 .91004 .40986 .57496 .05000 1.00000 Uiso H3 .98308 .65852 .60278 .05000 1.00000 Uiso H4 .84780 .77000 .68377 .05000 1.00000 Uiso H71 .82012 .87581 .87930 .05000 1.00000 Uiso H72 .86434 .79958 .80199 .05000 1.00000 Uiso H81 .79083 .95432 .72216 .05000 1.00000 Uiso H82 .74661 1.03055 .79947 .05000 1.00000 Uiso H83 .91027 1.04323 .78823 .05000 1.00000 Uiso H91 .56723 .89437 .86820 .05000 1.00000 Uiso H92 .45026 .75358 .83351 .05000 1.00000 Uiso H101 .53070 .63235 .93270 .05000 1.00000 Uiso H102 .64767 .77314 .96739 .05000 1.00000 Uiso H103 .48250 .75901 .97473 .05000 1.00000 Uiso H13 .37623 -.07527 .71689 .05000 1.00000 Uiso H14 .36354 -.30155 .65653 .05000 1.00000 Uiso H15 .50673 -.33488 .55285 .05000 1.00000 Uiso H16 .67111 -.13951 .50460 .05000 1.00000 Uiso H181 .77259 .08986 .46562 .05000 1.00000 Uiso H182 .81762 .25399 .49259 .05000 1.00000 Uiso H191 .98455 .22243 .59125 .05000 1.00000 Uiso H192 .93952 .05830 .56428 .05000 1.00000 Uiso H193 1.02104 .16650 .50609 .05000 1.00000 Uiso H21d .25043 .58016 .99481 .05000 1.00000 Uiso H22d .10535 .46180 .98162 .05000 1.00000 Uiso H23d .23403 .44353 1.03577 .05000 1.00000 Uiso H21e 1.00679 .31763 .76653 .05000 1.00000 Uiso H22e .94822 .29556 .85270 .05000 1.00000 Uiso H23e .84309 .31014 .77847 .05000 1.00000 Uiso H21f .27458 -.10097 .92454 .05000 1.00000 Uiso H22f .22849 .03751 .93315 .05000 1.00000 Uiso H23f .14812 -.08494 .86875 .05000 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Eu .01079(7) .01099(7) .01221(7) .00141(5) .00209(4) -.00013(4) O1 .0160(9) .0136(9) .0222(10) .0033(8) .0051(8) -.0002(7) N1 .0124(10) .0160(11) .0119(10) .0030(9) -.0010(8) .0004(8) N2 .0189(11) .0146(11) .0181(11) .0031(10) .0026(9) -.0019(9) N3 .0138(11) .0113(10) .0185(11) .0013(9) .0016(9) .0001(9) N4 .0156(11) .0147(11) .0169(11) .0046(10) .0007(9) -.0023(9) C1 .0143(12) .0138(12) .0133(12) .0039(11) .0006(10) .0007(9) C2 .0172(13) .0194(14) .0215(13) .0055(12) .0054(11) .0014(11) C3 .0182(13) .0185(14) .0250(14) .0005(12) .0097(11) .0047(11) C4 .0204(13) .0122(12) .0230(14) .0010(11) .0050(11) .0017(10) C5 .0123(12) .0140(12) .0151(12) .0033(11) .0005(10) .0017(10) C6 .0158(12) .0133(12) .0151(12) .0033(11) -.0000(10) .0027(10) C7 .0185(14) .0183(14) .0269(15) -.0006(12) .0003(11) -.0064(11) C8 .0240(15) .0151(14) .0464(19) .0029(13) .0110(14) -.0049(13) C9 .0249(15) .0176(14) .0265(15) .0074(12) .0078(12) -.0046(11) C10 .044(2) .0386(19) .0252(16) .0088(17) .0112(14) -.0005(14) C11 .0133(12) .0160(13) .0120(12) .0051(11) .0014(9) .0001(10) C12 .0171(13) .0143(13) .0174(13) .0076(11) -.0030(10) -.0009(10) C13 .0191(13) .0156(13) .0218(13) .0034(12) -.0010(11) .0023(10) C14 .0244(15) .0132(13) .0281(15) .0029(12) -.0055(12) .0030(11) C15 .0284(15) .0132(13) .0291(15) .0061(13) -.0077(12) -.0031(11) C16 .0256(15) .0193(14) .0226(14) .0107(13) -.0027(11) -.0025(11) C17 .0162(13) .0151(13) .0177(12) .0056(11) -.0026(10) .0002(10) C18 .0207(13) .0194(13) .0158(12) .0046(12) .0041(10) -.0042(10) C19 .0186(14) .0233(15) .0329(16) .0073(12) .0048(12) -.0014(12) N1a .0144(11) .0146(11) .0234(12) .0019(10) .0016(9) .0027(9) O1a .0253(11) .0298(11) .0181(10) -.0049(10) .0037(8) .0011(9) O2a .0153(9) .0183(10) .0236(10) -.0008(8) .0055(8) -.0019(8) O3a .0215(11) .0188(10) .0427(13) -.0056(9) .0034(10) -.0013(9) N1b .0218(12) .0250(13) .0140(11) .0116(11) .0043(9) .0007(9) O1b .0229(10) .0202(10) .0238(10) .0020(9) .0012(8) .0038(8) O2b .0190(10) .0218(10) .0216(10) .0032(9) .0006(8) .0019(8) O3b .0400(13) .0424(14) .0211(11) .0249(12) -.0009(10) .0050(10) N1c .0186(12) .0165(12) .0209(12) .0004(10) -.0033(10) .0014(9) O1c .0171(10) .0217(10) .0209(10) .0032(9) .0044(8) .0034(8) O2c .0172(10) .0242(10) .0213(10) .0057(9) .0021(8) .0015(8) O3c .0287(12) .0308(12) .0343(12) .0058(11) -.0105(10) .0111(10) N1d .0216(12) .0244(13) .0199(12) .0032(11) .0056(10) -.0008(10) C1d .0206(14) .0247(15) .0214(14) .0001(13) .0024(11) -.0002(12) C2d .0333(17) .0403(19) .0250(16) .0054(15) .0062(13) -.0098(14) N1e .124(4) .039(2) .058(3) .035(3) -.022(3) -.0037(17) C1e .058(3) .044(3) .0307(18) .030(2) -.0051(16) .0051(15) C2e .0234(15) .0349(18) .0338(17) .0096(14) .0032(13) .0025(14) N1f .052(2) .0449(18) .0445(18) .0117(17) .0073(16) .0129(15) C1f .0360(18) .0295(17) .0333(18) .0070(15) -.0019(15) .0045(14) C2f .049(3) .042(3) .046(3) .0071(19) .0105(18) .0065(17) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance Eu O1 . . 2.3701(18) Eu N1 . . 2.630(2) Eu N3 . . 2.543(3) Eu O1a . . 2.563(2) Eu O2a . . 2.5330(17) Eu O1b . . 2.541(3) Eu O2b . . 2.4933(19) Eu O1c . . 2.512(2) Eu O2c . . 2.496(3) Eu N1d . . 2.595(3) O1 C6 . . 1.257(3) N1 C1 . . 1.349(4) N1 C5 . . 1.340(4) N2 C6 . . 1.338(4) N2 C7 . . 1.474(4) N2 C9 . . 1.478(5) N3 C11 . . 1.336(4) N3 C12 . . 1.389(4) N4 C11 . . 1.361(4) N4 C17 . . 1.392(4) N4 C18 . . 1.472(4) C1 C2 . . 1.394(4) C1 C11 . . 1.482(4) C2 C3 . . 1.390(4) C3 C4 . . 1.379(5) C4 C5 . . 1.396(4) C5 C6 . . 1.511(4) C7 C8 . . 1.521(5) C9 C10 . . 1.514(5) C12 C13 . . 1.400(4) C12 C17 . . 1.403(4) C13 C14 . . 1.388(4) C14 C15 . . 1.408(5) C15 C16 . . 1.386(4) C16 C17 . . 1.400(4) C18 C19 . . 1.521(5) N1a O1a . . 1.272(3) N1a O2a . . 1.275(3) N1a O3a . . 1.226(3) N1b O1b . . 1.268(3) N1b O2b . . 1.279(4) N1b O3b . . 1.230(4) N1c O1c . . 1.271(4) N1c O2c . . 1.277(4) N1c O3c . . 1.231(4) N1d C1d . . 1.144(4) C1d C2d . . 1.473(5) N1e C1e . . 1.121(6) C1e C2e . . 1.442(6) N1f C1f . . 1.134(5) C1f C2f . . 1.442(6) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle O1 Eu N1 . . . 62.37(7) O1 Eu N3 . . . 124.10(7) O1 Eu O1a . . . 133.04(7) O1 Eu O2a . . . 143.50(7) O1 Eu O1b . . . 123.49(6) O1 Eu O2b . . . 77.13(7) O1 Eu O1c . . . 77.69(7) O1 Eu O2c . . . 75.12(7) O1 Eu N1d . . . 70.90(7) N1 Eu N3 . . . 61.95(7) N1 Eu O1a . . . 164.11(7) N1 Eu O2a . . . 116.17(7) N1 Eu O1b . . . 109.30(7) N1 Eu O2b . . . 69.90(7) N1 Eu O1c . . . 68.63(7) N1 Eu O2c . . . 111.85(7) N1 Eu N1d . . . 126.08(7) N3 Eu O1a . . . 102.86(7) N3 Eu O2a . . . 70.08(7) N3 Eu O1b . . . 72.22(7) N3 Eu O2b . . . 80.06(7) N3 Eu O1c . . . 86.90(8) N3 Eu O2c . . . 131.57(7) N3 Eu N1d . . . 146.90(8) O1a Eu O2a . . . 50.15(6) O1a Eu O1b . . . 67.22(7) O1a Eu O2b . . . 114.02(7) O1a Eu O1c . . . 107.87(6) O1a Eu O2c . . . 73.92(7) O1a Eu N1d . . . 68.99(7) O2a Eu O1b . . . 92.25(6) O2a Eu O2b . . . 138.79(7) O2a Eu O1c . . . 69.27(6) O2a Eu O2c . . . 72.35(7) O2a Eu N1d . . . 117.29(7) O1b Eu O2b . . . 50.87(6) O1b Eu O1c . . . 156.13(7) O1b Eu O2c . . . 138.74(7) O1b Eu N1d . . . 75.20(8) O2b Eu O1c . . . 137.89(6) O2b Eu O2c . . . 146.55(7) O2b Eu N1d . . . 75.01(8) O1c Eu O2c . . . 51.34(7) O1c Eu N1d . . . 126.19(8) O2c Eu N1d . . . 78.53(8) C1 N1 C5 . . . 119.5(3) C6 N2 C7 . . . 127.1(3) C6 N2 C9 . . . 117.5(3) C7 N2 C9 . . . 115.0(3) C11 N3 C12 . . . 105.3(3) C11 N4 C17 . . . 106.5(3) C11 N4 C18 . . . 130.9(3) C17 N4 C18 . . . 122.6(3) N1 C1 C2 . . . 121.7(3) N1 C1 C11 . . . 112.4(3) C2 C1 C11 . . . 125.8(3) C1 C2 C3 . . . 118.2(3) C2 C3 C4 . . . 120.1(3) C3 C4 C5 . . . 118.5(3) N1 C5 C4 . . . 121.7(3) N1 C5 C6 . . . 111.4(3) C4 C5 C6 . . . 126.8(3) O1 C6 N2 . . . 120.0(3) O1 C6 C5 . . . 116.7(3) N2 C6 C5 . . . 123.4(3) N2 C7 C8 . . . 112.5(3) N2 C9 C10 . . . 111.4(3) N3 C11 N4 . . . 112.8(3) N3 C11 C1 . . . 119.5(3) N4 C11 C1 . . . 127.7(3) N3 C12 C13 . . . 130.3(3) N3 C12 C17 . . . 109.3(3) C13 C12 C17 . . . 120.3(3) C12 C13 C14 . . . 117.2(3) C13 C14 C15 . . . 121.9(3) C14 C15 C16 . . . 121.5(3) C15 C16 C17 . . . 116.5(3) N4 C17 C12 . . . 106.1(3) N4 C17 C16 . . . 131.4(3) C12 C17 C16 . . . 122.6(3) N4 C18 C19 . . . 111.1(3) O1a N1a O2a . . . 115.98(19) O1a N1a O3a . . . 122.3(3) O2a N1a O3a . . . 121.8(3) O1b N1b O2b . . . 116.3(3) O1b N1b O3b . . . 122.0(3) O2b N1b O3b . . . 121.7(3) O1c N1c O2c . . . 116.8(3) O1c N1c O3c . . . 121.9(3) O2c N1c O3c . . . 121.3(3) N1d C1d C2d . . . 179.2(4) N1e C1e C2e . . . 178.0(5) N1f C1f C2f . . . 179.5(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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion C5 N1 C1 C2 . . . . 1.8(4) C5 N1 C1 C11 . . . . 178.0(3) C1 N1 C5 C4 . . . . 3.7(4) C1 N1 C5 C6 . . . . -178.1(3) C7 N2 C6 O1 . . . . 169.7(3) C7 N2 C6 C5 . . . . -9.7(5) C9 N2 C6 O1 . . . . -2.8(4) C9 N2 C6 C5 . . . . 177.8(3) C6 N2 C7 C8 . . . . 106.2(4) C9 N2 C7 C8 . . . . -81.2(4) C6 N2 C9 C10 . . . . 89.1(3) C7 N2 C9 C10 . . . . -84.3(3) C12 N3 C11 N4 . . . . 1.6(3) C12 N3 C11 C1 . . . . -176.5(3) C11 N3 C12 C13 . . . . 176.7(3) C11 N3 C12 C17 . . . . -1.1(3) C17 N4 C11 N3 . . . . -1.6(4) C17 N4 C11 C1 . . . . 176.4(3) C18 N4 C11 N3 . . . . 179.1(3) C18 N4 C11 C1 . . . . -2.9(5) C11 N4 C17 C12 . . . . .8(3) C11 N4 C17 C16 . . . . -179.4(3) C18 N4 C17 C12 . . . . -179.8(3) C18 N4 C17 C16 . . . . .0(5) C11 N4 C18 C19 . . . . 91.3(4) C17 N4 C18 C19 . . . . -87.9(3) N1 C1 C2 C3 . . . . -4.9(5) C11 C1 C2 C3 . . . . 179.4(3) N1 C1 C11 N3 . . . . -9.8(4) N1 C1 C11 N4 . . . . 172.3(3) C2 C1 C11 N3 . . . . 166.2(3) C2 C1 C11 N4 . . . . -11.7(5) C1 C2 C3 C4 . . . . 2.7(5) C2 C3 C4 C5 . . . . 2.4(5) C3 C4 C5 N1 . . . . -5.7(5) C3 C4 C5 C6 . . . . 176.3(3) N1 C5 C6 O1 . . . . -19.3(4) N1 C5 C6 N2 . . . . 160.1(3) C4 C5 C6 O1 . . . . 158.9(3) C4 C5 C6 N2 . . . . -21.7(5) N3 C12 C13 C14 . . . . -179.3(3) C17 C12 C13 C14 . . . . -1.8(5) N3 C12 C17 N4 . . . . .1(3) N3 C12 C17 C16 . . . . -179.7(3) C13 C12 C17 N4 . . . . -177.8(3) C13 C12 C17 C16 . . . . 2.3(5) C12 C13 C14 C15 . . . . .3(5) C13 C14 C15 C16 . . . . .9(5) C14 C15 C16 C17 . . . . -.4(5) C15 C16 C17 N4 . . . . 179.1(3) C15 C16 C17 C12 . . . . -1.1(5) #=END========================================================= data_4 _database_code_depnum_ccdc_archive 'CCDC 723933' _audit_creation_date 2008-07-22 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 2009-03-03 _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.0.1 _chemical_formula_moiety 'C39 H48 Eu2 N14 O22, 2(C3 H5 N), 4(H2 O)' _chemical_formula_sum 'C45 H66 Eu2 N16 O26' _chemical_formula_weight 1551.08 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -x,+y,1/2-z -x,-y,-z +x,-y,1/2+z 1/2+x,1/2+y,+z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 33.2594(16) _cell_length_b 11.3096(7) _cell_length_c 18.1293(8) _cell_angle_alpha 90.00000 _cell_angle_beta 116.890(5) _cell_angle_gamma 90.00000 _cell_volume 6082.0(6) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.694 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'STOE IPDS' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe Ipds' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean 6 _diffrn_standards_decay_% 0 _cell_measurement_reflns_used 7998 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 28.05 _cell_measurement_temperature 150 _exptl_absorpt_coefficient_mu 2.139 _exptl_crystal_description prism _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_colour colorless _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'XRED; Stoe & Cie, 1999' _exptl_absorpt_correction_T_min 0.5921 _exptl_absorpt_correction_T_max 0.7357 _diffrn_reflns_number 28970 _reflns_number_total 7079 _reflns_number_gt 5696 _reflns_threshold_expression refl_observed_if_F____>_3.00_sigma(F___) _diffrn_reflns_theta_max 28.08 _diffrn_reflns_theta_full 28.08 _diffrn_reflns_av_R_equivalents .0303 _diffrn_reflns_av_sigmaI/netI .0424 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _exptl_crystal_F_000 3128.0 _diffrn_measured_fraction_theta_max 0.951 _diffrn_measured_fraction_theta_full 1.0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_all 0.027 _refine_ls_R_factor_gt .022 _refine_ls_wR_factor_ref .026 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_number_reflns 5809 _refine_ls_number_parameters 501 _refine_ls_number_restraints 42 _refine_ls_weighting_scheme calc _refine_ls_weighting_details \w=1/[\s^2^(Fo)+0.0003(Fo^2^)] _refine_ls_hydrogen_treatment mixed _refine_ls_shift/su_max .006 _refine_diff_density_max .759 _refine_diff_density_min -.658 _refine_ls_extinction_method none _refine_ls_extinction_coef .00000 _refine_ls_abs_structure_details none _publ_section_exptl_refinement ; ? ; _computing_data_collection 'EXPOSE (Stoe & Cie, 1999)' _computing_cell_refinement 'CELL (Stoe & Cie, 1999)' _computing_data_reduction xtal_REFCAL_SORTRF _computing_structure_solution SIR97 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_BONDLA_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .002 .002 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 N Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .004 .003 O Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .008 .006 Eu Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 -.542 3.669 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type EU1 .616051(4) .773723(10) .486754(7) .01267(6) 1.00000 Uani C1 .74979(10) .7997(3) .7596(3) .0433(17) 1.00000 Uani C2 .73464(8) .9274(3) .7425(2) .0291(13) 1.00000 Uani C3 .69496(10) 1.0949(3) .8373(3) .0355(15) 1.00000 Uani C4 .68691(9) .9645(3) .81389(17) .0251(12) 1.00000 Uani C5 .65439(8) .9181(3) .66228(16) .0171(10) 1.00000 Uani C6 .60575(8) .9133(2) .64768(15) .0163(10) 1.00000 Uani C7 .58565(9) .9833(3) .68493(17) .0209(11) 1.00000 Uani C8 .53927(9) .9722(3) .65718(18) .0240(12) 1.00000 Uani C9 .51518(8) .8901(3) .59663(17) .0212(11) 1.00000 Uani C10 .53769(7) .8213(3) .56332(15) .0150(9) 1.00000 Uani C11 .51808(7) .7281(3) .49976(15) .0149(9) 1.00000 Uani C12 .44006(8) .6935(3) .49454(16) .0177(10) 1.00000 Uani C13 .40626(8) .7815(3) .43541(18) .0240(12) 1.00000 Uani C14 .47566(7) .5870(2) .41716(15) .0152(10) 1.00000 Uani C15 .44266(8) .5039(3) .37090(16) .0179(10) 1.00000 Uani C16 .45201(8) .4309(3) .31910(16) .0184(10) 1.00000 Uani C17 .49239(8) .4394(2) .31136(15) .0168(10) 1.00000 Uani C18 .52495(8) .5225(2) .35836(15) .0163(10) 1.00000 Uani C19 .51618(7) .59567(19) .41118(15) .0149(10) 1.00000 Uani C20 .50000 .3629(3) .25000 .0191(14) 1.00000 Uani N1 .68865(7) .94055(19) .73566(14) .0206(10) 1.00000 Uani N2 .58218(6) .83624(17) .58678(13) .0150(9) 1.00000 Uani N3 .47739(6) .67211(17) .47348(13) .0152(8) 1.00000 Uani N4 .54240(6) .68399(18) .46454(13) .0152(8) 1.00000 Uani N9 .59785(8) 1.01289(19) .41579(15) .0238(10) 1.00000 Uani N10 .58181(9) .74410(19) .30484(15) .0267(11) 1.00000 Uani N11 .64631(7) .54771(18) .57706(15) .0214(10) 1.00000 Uani O1 .66114(6) .89453(16) .60065(11) .0202(8) 1.00000 Uani O3 .57596(6) .96866(16) .45146(12) .0237(9) 1.00000 Uani O4 .62982(6) .95000(16) .41669(13) .0241(9) 1.00000 Uani O5 .58850(8) 1.10975(18) .38233(15) .0406(11) 1.00000 Uani O6 .55769(7) .79653(18) .33154(13) .0305(10) 1.00000 Uani O7 .61574(7) .68729(18) .35855(13) .0303(9) 1.00000 Uani O8 .57427(9) .7465(2) .23202(14) .0428(12) 1.00000 Uani O9 .64644(6) .64241(16) .61431(12) .0235(9) 1.00000 Uani O10 .63067(6) .55207(16) .49921(12) .0224(8) 1.00000 Uani O11 .66010(6) .45358(17) .61525(13) .0312(9) 1.00000 Uani O21 .69416(6) .73767(18) .51591(13) .0219(8) 1.00000 Uani N1B .71925(10) .8729(3) 1.0211(3) .0496(16) 1.00000 Uani C1B .69941(12) .7899(3) .9940(3) .0409(17) 1.00000 Uani C2B .67514(16) .6824(4) .9610(5) .069(3) 1.00000 Uani C3B .6571(2) .6672(5) .8774(5) .107(5) 1.00000 Uani O3W .66643(9) .4228(5) .7820(3) .088(3) 1.00000 Uani O5W .76487(7) .89713(19) .56555(15) .0299(10) 1.00000 Uani H1 .7506(8) .7747(9) .8120(13) .04000 1.00000 Uiso H2 .7288(6) .7501(10) .7151(12) .04000 1.00000 Uiso H3 .7798(7) .7920(7) .7631(14) .04000 1.00000 Uiso H4 .7247(7) 1.1190(8) .8422(13) .04000 1.00000 Uiso H5 .6709(6) 1.1432(10) .7938(11) .04000 1.00000 Uiso H6 .6944(7) 1.1074(6) .8908(12) .04000 1.00000 Uiso H7 .7540(12) .979(3) .787(3) .04000 1.00000 Uiso H8 .7351(12) .954(3) .696(3) .04000 1.00000 Uiso H9 .7108(12) .919(4) .858(3) .04000 1.00000 Uiso H10 .6571(12) .936(3) .813(3) .04000 1.00000 Uiso H11 .6036(12) 1.038(4) .729(3) .04000 1.00000 Uiso H12 .5235(12) 1.021(4) .676(3) .04000 1.00000 Uiso H13 .4838(12) .884(3) .577(3) .04000 1.00000 Uiso H14 .4266(11) .6152(19) .492(3) .04000 1.00000 Uiso H15 .4527(12) .721(3) .5521(13) .04000 1.00000 Uiso H16 .3816(6) .7897(14) .4484(9) .04000 1.00000 Uiso H17 .4210(4) .8586(15) .4409(10) .04000 1.00000 Uiso H18 .3952(6) .7530(12) .3788(11) .04000 1.00000 Uiso H19 .4157(12) .499(4) .376(3) .04000 1.00000 Uiso H20 .4303(12) .373(4) .290(3) .04000 1.00000 Uiso H21 .5521(12) .526(3) .352(3) .04000 1.00000 Uiso H22 .5274(12) .312(4) .282(3) .04000 1.00000 Uiso H45 .6494(9) .666(3) .973(3) .04000 1.00000 Uiso H46 .6981(10) .618(3) .992(3) .04000 1.00000 Uiso H47 .6824(6) .6658(18) .8601(7) .04000 1.00000 Uiso H48 .6354(7) .7364(17) .8478(8) .04000 1.00000 Uiso H49 .6397(7) .5888(18) .8612(8) .04000 1.00000 Uiso H1W .7123(13) .782(4) .532(3) .04000 1.00000 Uiso H2W .7861(13) .905(4) .614(3) .04000 1.00000 Uiso H4W .7526(13) .957(4) .549(3) .04000 1.00000 Uiso H5W .6457(10) .380(3) .777(3) .04000 1.00000 Uiso H3W .7047(12) .685(4) .486(3) .04000 1.00000 Uiso H6W .6612(12) .438(4) .7355(14) .04000 1.00000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 EU1 .01171(6) .01534(7) .01248(7) -.00045(5) .00681(4) -.00135(5) C1 .0219(13) .051(3) .048(3) .0060(12) .0079(13) -.0149(16) C2 .0141(11) .0468(18) .0262(16) -.0069(11) .0090(10) -.0129(14) C3 .0341(15) .0462(18) .0340(18) -.0199(13) .0222(13) -.0223(14) C4 .0244(12) .0389(16) .0136(14) -.0054(11) .0098(10) -.0037(11) C5 .0176(10) .0173(11) .0169(13) -.0022(8) .0084(9) -.0031(9) C6 .0168(10) .0183(11) .0148(12) -.0004(8) .0082(9) .0010(9) C7 .0215(11) .0217(13) .0219(14) -.0009(9) .0117(10) -.0060(10) C8 .0228(12) .0259(14) .0286(16) .0031(10) .0164(11) -.0056(11) C9 .0153(11) .0251(13) .0258(14) .0014(9) .0117(10) -.0020(10) C10 .0146(10) .0171(11) .0145(12) .0011(9) .0077(8) .0016(9) C11 .0116(9) .0188(11) .0145(12) .0015(9) .0063(8) .0028(9) C12 .0144(10) .0214(12) .0201(13) -.0012(9) .0103(9) .0011(10) C13 .0195(11) .0271(14) .0246(15) .0069(10) .0092(10) .0027(11) C14 .0139(10) .0184(11) .0132(12) .0009(8) .0060(9) .0026(9) C15 .0142(10) .0220(12) .0165(13) .0001(9) .0061(9) .0027(10) C16 .0187(11) .0172(12) .0156(13) -.0031(9) .0045(9) .0024(9) C17 .0201(11) .0156(11) .0128(12) .0015(9) .0059(9) .0034(9) C18 .0165(10) .0193(12) .0137(12) .0012(8) .0073(9) .0026(9) C19 .0131(10) .0154(11) .0143(12) -.0005(8) .0044(9) .0018(9) C20 .0246(16) .0146(15) .0175(18) .00000 .0089(14) .00000 N1 .0149(9) .0307(12) .0171(12) -.0040(8) .0080(8) -.0065(9) N2 .0143(9) .0168(10) .0140(10) -.0007(7) .0065(7) -.0013(8) N3 .0111(8) .0180(10) .0163(11) -.0001(7) .0060(7) .0008(8) N4 .0146(8) .0175(9) .0137(10) -.0005(8) .0066(7) -.0023(8) N9 .0291(11) .0201(11) .0249(13) .0005(9) .0145(10) .0004(9) N10 .0402(13) .0216(12) .0186(13) -.0127(9) .0137(10) -.0047(9) N11 .0125(9) .0226(11) .0282(13) -.0011(8) .0085(9) .0035(9) O1 .0181(8) .0273(10) .0185(10) -.0054(7) .0110(7) -.0071(7) O3 .0275(9) .0254(10) .0257(11) .0053(7) .0187(8) .0027(8) O4 .0254(9) .0242(9) .0305(11) .0006(7) .0196(8) .0009(8) O5 .0599(14) .0250(11) .0456(15) .0101(10) .0314(12) .0130(10) O6 .0272(10) .0381(12) .0230(11) -.0037(8) .0085(8) -.0022(8) O7 .0416(11) .0288(10) .0239(11) .0020(9) .0178(9) -.0029(9) O8 .0764(17) .0380(13) .0173(12) -.0192(11) .0240(11) -.0057(9) O9 .0255(9) .0254(10) .0211(10) .0010(7) .0117(8) .0009(7) O10 .0212(8) .0222(9) .0205(10) .0008(7) .0065(7) .0005(7) O11 .0244(9) .0259(10) .0337(12) .0037(8) .0045(8) .0118(9) O21 .0147(8) .0260(10) .0265(11) -.0020(7) .0106(7) -.0055(8) N1B .0471(16) .0487(18) .047(2) .0013(14) .0161(14) -.0002(15) C1B .0448(18) .0349(19) .052(3) .0022(14) .0294(16) .0055(15) C2B .059(3) .047(3) .121(5) -.013(2) .058(3) -.021(3) C3B .078(4) .068(4) .148(7) -.005(3) .027(4) -.012(4) O3W .0317(14) .175(4) .047(2) -.0131(17) .0085(13) .046(3) O5W .0270(10) .0320(12) .0315(13) -.0042(8) .0140(9) -.0065(9) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance EU1 O1 . . 2.3619(16) EU1 O21 . . 2.440(2) EU1 O3 . . 2.5051(18) EU1 N4 . . 2.510(3) EU1 O4 . . 2.515(3) EU1 O7 . . 2.517(3) EU1 O9 . . 2.5417(19) EU1 O10 . . 2.5441(18) EU1 O6 . . 2.6098(18) EU1 N2 . . 2.628(3) C1 H2 . . .971(15) C1 H3 . . .98(3) C1 H1 . . .98(3) C1 C2 . . 1.515(5) C2 H8 . . .91(5) C2 H7 . . .97(4) C2 N1 . . 1.485(4) C3 H6 . . .99(3) C3 H4 . . .99(3) C3 H5 . . .996(14) C3 C4 . . 1.524(5) C4 H9 . . .98(4) C4 H10 . . 1.03(5) C4 N1 . . 1.470(5) C5 O1 . . 1.264(4) C5 N1 . . 1.327(3) C5 C6 . . 1.518(4) C6 N2 . . 1.345(3) C6 C7 . . 1.392(5) C7 H11 . . .97(4) C7 C8 . . 1.395(4) C8 H12 . . .93(5) C8 C9 . . 1.384(4) C9 H13 . . .94(4) C9 C10 . . 1.393(5) C10 N2 . . 1.353(3) C10 C11 . . 1.478(4) C11 N4 . . 1.333(4) C11 N3 . . 1.370(3) C12 H15 . . .98(3) C12 H14 . . .98(3) C12 N3 . . 1.475(4) C12 C13 . . 1.521(4) C13 H16 . . .96(3) C13 H18 . . .975(18) C13 H17 . . .984(17) C14 N3 . . 1.386(4) C14 C15 . . 1.399(3) C14 C19 . . 1.403(4) C15 H19 . . .94(5) C15 C16 . . 1.387(5) C16 H20 . . .94(4) C16 C17 . . 1.415(4) C17 C18 . . 1.396(3) C17 C20 . . 1.518(4) C18 H21 . . .96(5) C18 C19 . . 1.393(4) C19 N4 . . 1.390(3) C20 H22 . 2_655 1.01(4) C20 H22 . . 1.01(4) N9 O5 . . 1.222(3) N9 O4 . . 1.273(4) N9 O3 . . 1.274(4) N10 O8 . . 1.227(4) N10 O6 . . 1.257(4) N10 O7 . . 1.281(3) N11 O11 . . 1.239(3) N11 O9 . . 1.265(3) N11 O10 . . 1.265(4) O21 H1W . . .74(4) O21 H3W . . .96(5) N1B C1B . . 1.125(5) C1B C2B . . 1.432(6) C2B H45 . . .99(4) C2B H46 . . 1.02(3) C2B C3B . . 1.365(11) C3B H47 . . 1.02(3) C3B H49 . . 1.03(3) C3B H48 . . 1.035(19) O3W H6W . . .80(3) O3W H5W . . .81(4) O5W H4W . . .78(4) O5W H2W . . .85(4) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle O1 EU1 O21 . . . 73.40(7) O1 EU1 O3 . . . 76.61(6) O1 EU1 N4 . . . 124.18(8) O1 EU1 O4 . . . 78.13(7) O1 EU1 O7 . . . 140.15(8) O1 EU1 O9 . . . 73.06(6) O1 EU1 O10 . . . 118.17(6) O1 EU1 O6 . . . 138.94(7) O1 EU1 N2 . . . 62.74(7) O21 EU1 O3 . . . 126.44(7) O21 EU1 N4 . . . 146.46(7) O21 EU1 O4 . . . 79.78(7) O21 EU1 O7 . . . 72.21(7) O21 EU1 O9 . . . 76.05(7) O21 EU1 O10 . . . 70.97(7) O21 EU1 O6 . . . 116.74(8) O21 EU1 N2 . . . 129.96(6) O3 EU1 N4 . . . 86.95(7) O3 EU1 O4 . . . 51.01(8) O3 EU1 O7 . . . 109.06(7) O3 EU1 O9 . . . 133.89(8) O3 EU1 O10 . . . 161.46(6) O3 EU1 O6 . . . 65.63(7) O3 EU1 N2 . . . 66.09(7) N4 EU1 O4 . . . 128.82(6) N4 EU1 O7 . . . 95.66(8) N4 EU1 O9 . . . 82.38(6) N4 EU1 O10 . . . 75.49(7) N4 EU1 O6 . . . 70.80(7) N4 EU1 N2 . . . 61.81(7) O4 EU1 O7 . . . 76.54(7) O4 EU1 O9 . . . 146.55(6) O4 EU1 O10 . . . 139.01(8) O4 EU1 O6 . . . 66.02(6) O4 EU1 N2 . . . 111.60(7) O7 EU1 O9 . . . 116.55(7) O7 EU1 O10 . . . 67.67(7) O7 EU1 O6 . . . 49.64(7) O7 EU1 N2 . . . 156.59(6) O9 EU1 O10 . . . 50.36(7) O9 EU1 O6 . . . 146.56(6) O9 EU1 N2 . . . 69.36(7) O10 EU1 O6 . . . 102.25(6) O10 EU1 N2 . . . 109.16(7) O6 EU1 N2 . . . 112.06(7) H2 C1 H3 . . . 109.5(17) H2 C1 H1 . . . 109.5(16) H2 C1 C2 . . . 109.5(8) H3 C1 H1 . . . 109.5(19) H3 C1 C2 . . . 109.5(7) H1 C1 C2 . . . 109.5(10) H8 C2 H7 . . . 107(4) H8 C2 N1 . . . 110(3) H8 C2 C1 . . . 111(3) H7 C2 N1 . . . 106(3) H7 C2 C1 . . . 112(2) N1 C2 C1 . . . 110.3(3) H6 C3 H4 . . . 109.5(17) H6 C3 H5 . . . 109.5(16) H6 C3 C4 . . . 109.5(6) H4 C3 H5 . . . 109.5(15) H4 C3 C4 . . . 109.5(8) H5 C3 C4 . . . 109.5(8) H9 C4 H10 . . . 106(4) H9 C4 N1 . . . 108(3) H9 C4 C3 . . . 108(2) H10 C4 N1 . . . 113(3) H10 C4 C3 . . . 110(3) N1 C4 C3 . . . 111.6(3) O1 C5 N1 . . . 120.7(3) O1 C5 C6 . . . 116.12(19) N1 C5 C6 . . . 123.1(3) N2 C6 C7 . . . 122.5(3) N2 C6 C5 . . . 110.2(3) C7 C6 C5 . . . 127.1(2) H11 C7 C6 . . . 121(3) H11 C7 C8 . . . 121(3) C6 C7 C8 . . . 118.0(3) H12 C8 C9 . . . 118.2(19) H12 C8 C7 . . . 122(2) C9 C8 C7 . . . 119.7(3) H13 C9 C8 . . . 120(3) H13 C9 C10 . . . 121(3) C8 C9 C10 . . . 119.1(3) N2 C10 C9 . . . 121.4(3) N2 C10 C11 . . . 111.6(3) C9 C10 C11 . . . 127.0(2) N4 C11 N3 . . . 112.2(3) N4 C11 C10 . . . 119.4(2) N3 C11 C10 . . . 128.2(3) H15 C12 H14 . . . 108(4) H15 C12 N3 . . . 109(3) H15 C12 C13 . . . 111.5(19) H14 C12 N3 . . . 105(3) H14 C12 C13 . . . 112.3(16) N3 C12 C13 . . . 111.4(3) H16 C13 H18 . . . 109.5(15) H16 C13 H17 . . . 109.5(14) H16 C13 C12 . . . 109.5(10) H18 C13 H17 . . . 109.5(15) H18 C13 C12 . . . 109.5(9) H17 C13 C12 . . . 109.5(7) N3 C14 C15 . . . 131.9(3) N3 C14 C19 . . . 106.69(19) C15 C14 C19 . . . 121.4(3) H19 C15 C16 . . . 123(3) H19 C15 C14 . . . 120(3) C16 C15 C14 . . . 116.7(3) H20 C16 C15 . . . 117(3) H20 C16 C17 . . . 121(3) C15 C16 C17 . . . 122.7(3) C18 C17 C16 . . . 119.6(3) C18 C17 C20 . . . 119.4(3) C16 C17 C20 . . . 120.96(18) H21 C18 C19 . . . 124(3) H21 C18 C17 . . . 118(3) C19 C18 C17 . . . 118.3(3) N4 C19 C18 . . . 130.2(3) N4 C19 C14 . . . 108.6(3) C18 C19 C14 . . . 121.2(2) H22 C20 H22 2_655 . . 111(3) H22 C20 C17 2_655 . 2_655 108(3) H22 C20 C17 2_655 . . 110(3) H22 C20 C17 . . 2_655 110(3) H22 C20 C17 . . . 108(3) C17 C20 C17 2_655 . . 110.5(3) C5 N1 C4 . . . 127.7(3) C5 N1 C2 . . . 116.7(3) C4 N1 C2 . . . 115.2(2) C6 N2 C10 . . . 119.2(3) C6 N2 EU1 . . . 117.92(18) C10 N2 EU1 . . . 119.93(16) C11 N3 C14 . . . 106.4(3) C11 N3 C12 . . . 130.5(3) C14 N3 C12 . . . 123.08(18) C11 N4 C19 . . . 106.1(2) C11 N4 EU1 . . . 122.09(15) C19 N4 EU1 . . . 131.45(19) O5 N9 O4 . . . 122.0(3) O5 N9 O3 . . . 121.9(3) O4 N9 O3 . . . 116.1(3) O8 N10 O6 . . . 123.2(3) O8 N10 O7 . . . 120.6(3) O6 N10 O7 . . . 116.1(3) O11 N11 O9 . . . 121.2(3) O11 N11 O10 . . . 121.2(3) O9 N11 O10 . . . 117.6(2) C5 O1 EU1 . . . 126.75(16) N9 O3 EU1 . . . 96.60(15) N9 O4 EU1 . . . 96.17(18) N10 O6 EU1 . . . 94.34(13) N10 O7 EU1 . . . 98.13(19) N11 O9 EU1 . . . 96.03(15) N11 O10 EU1 . . . 95.91(14) H1W O21 H3W . . . 101(5) H1W O21 EU1 . . . 125(4) H3W O21 EU1 . . . 126.9(19) N1B C1B C2B . . . 178.5(4) H45 C2B H46 . . . 105(3) H45 C2B C3B . . . 103(2) H45 C2B C1B . . . 117(3) H46 C2B C3B . . . 111(3) H46 C2B C1B . . . 103.9(16) C3B C2B C1B . . . 116.9(6) H47 C3B H49 . . . 109.5(18) H47 C3B H48 . . . 109.5(18) H47 C3B C2B . . . 109.5(8) H49 C3B H48 . . . 109.5(16) H49 C3B C2B . . . 109.5(11) H48 C3B C2B . . . 109.5(11) H6W O3W H5W . . . 103(4) H4W O5W H2W . . . 111(4) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion N4 EU1 N2 C6 . . . . 179.05(17) N4 EU1 N2 C10 . . . . -20.69(16) O1 EU1 N2 C6 . . . . 5.68(15) O1 EU1 N2 C10 . . . . 165.94(18) O3 EU1 N2 C6 . . . . -81.07(16) O3 EU1 N2 C10 . . . . 79.18(17) O4 EU1 N2 C6 . . . . -57.39(16) O4 EU1 N2 C10 . . . . 102.87(17) O6 EU1 N2 C6 . . . . -129.26(15) O6 EU1 N2 C10 . . . . 31.00(18) O7 EU1 N2 C6 . . . . -163.89(16) O7 EU1 N2 C10 . . . . -3.6(3) O9 EU1 N2 C6 . . . . 86.69(15) O9 EU1 N2 C10 . . . . -113.05(17) O10 EU1 N2 C6 . . . . 118.21(15) O10 EU1 N2 C10 . . . . -81.53(17) O21 EU1 N2 C6 . . . . 37.36(19) O21 EU1 N2 C10 . . . . -162.38(16) N2 EU1 N4 C11 . . . . 14.67(16) N2 EU1 N4 C19 . . . . -173.6(3) O1 EU1 N4 C11 . . . . 21.8(2) O1 EU1 N4 C19 . . . . -166.50(17) O3 EU1 N4 C11 . . . . -49.75(18) O3 EU1 N4 C19 . . . . 121.96(19) O4 EU1 N4 C11 . . . . -81.35(19) O4 EU1 N4 C19 . . . . 90.4(2) O6 EU1 N4 C11 . . . . -114.97(18) O6 EU1 N4 C19 . . . . 56.73(19) O7 EU1 N4 C11 . . . . -158.61(17) O7 EU1 N4 C19 . . . . 13.09(19) O9 EU1 N4 C11 . . . . 85.29(18) O9 EU1 N4 C19 . . . . -103.01(19) O10 EU1 N4 C11 . . . . 136.23(18) O10 EU1 N4 C19 . . . . -52.07(19) O21 EU1 N4 C11 . . . . 135.35(17) O21 EU1 N4 C19 . . . . -52.9(3) N2 EU1 O1 C5 . . . . 12.29(17) N4 EU1 O1 C5 . . . . 5.2(2) O3 EU1 O1 C5 . . . . 82.04(18) O4 EU1 O1 C5 . . . . 134.39(19) O6 EU1 O1 C5 . . . . 105.3(2) O7 EU1 O1 C5 . . . . -174.16(16) O9 EU1 O1 C5 . . . . -62.79(18) O10 EU1 O1 C5 . . . . -85.93(19) O21 EU1 O1 C5 . . . . -142.88(19) N2 EU1 O3 N9 . . . . 153.49(14) N4 EU1 O3 N9 . . . . -146.10(14) O1 EU1 O3 N9 . . . . 87.67(14) O4 EU1 O3 N9 . . . . 2.22(12) O6 EU1 O3 N9 . . . . -75.82(14) O7 EU1 O3 N9 . . . . -51.15(14) O9 EU1 O3 N9 . . . . 137.52(13) O10 EU1 O3 N9 . . . . -127.6(3) O21 EU1 O3 N9 . . . . 30.40(16) N2 EU1 O4 N9 . . . . -30.42(14) N4 EU1 O4 N9 . . . . 40.10(17) O1 EU1 O4 N9 . . . . -84.50(14) O3 EU1 O4 N9 . . . . -2.22(12) O6 EU1 O4 N9 . . . . 75.01(14) O7 EU1 O4 N9 . . . . 126.52(14) O9 EU1 O4 N9 . . . . -115.34(15) O10 EU1 O4 N9 . . . . 155.93(12) O21 EU1 O4 N9 . . . . -159.50(14) N2 EU1 O6 N10 . . . . -170.52(15) N4 EU1 O6 N10 . . . . -123.43(16) O1 EU1 O6 N10 . . . . 116.18(16) O3 EU1 O6 N10 . . . . 141.07(17) O4 EU1 O6 N10 . . . . 84.74(16) O7 EU1 O6 N10 . . . . -7.76(14) O9 EU1 O6 N10 . . . . -84.9(2) O10 EU1 O6 N10 . . . . -53.75(16) O21 EU1 O6 N10 . . . . 20.94(17) N2 EU1 O7 N10 . . . . 51.4(3) N4 EU1 O7 N10 . . . . 66.46(17) O1 EU1 O7 N10 . . . . -114.06(17) O3 EU1 O7 N10 . . . . -22.26(18) O4 EU1 O7 N10 . . . . -62.16(16) O6 EU1 O7 N10 . . . . 7.67(15) O9 EU1 O7 N10 . . . . 150.76(16) O10 EU1 O7 N10 . . . . 138.22(18) O21 EU1 O7 N10 . . . . -145.57(18) N2 EU1 O9 N11 . . . . 142.07(15) N4 EU1 O9 N11 . . . . 79.39(14) O1 EU1 O9 N11 . . . . -151.32(15) O3 EU1 O9 N11 . . . . 157.66(13) O4 EU1 O9 N11 . . . . -119.68(15) O6 EU1 O9 N11 . . . . 43.0(3) O7 EU1 O9 N11 . . . . -13.16(16) O10 EU1 O9 N11 . . . . 1.95(13) O21 EU1 O9 N11 . . . . -74.73(14) N2 EU1 O10 N11 . . . . -41.39(15) N4 EU1 O10 N11 . . . . -94.05(15) O1 EU1 O10 N11 . . . . 27.26(17) O3 EU1 O10 N11 . . . . -113.1(3) O4 EU1 O10 N11 . . . . 132.37(14) O6 EU1 O10 N11 . . . . -160.23(14) O7 EU1 O10 N11 . . . . 163.44(15) O9 EU1 O10 N11 . . . . -1.95(13) O21 EU1 O10 N11 . . . . 85.44(14) N2 EU1 O21 H1W . . . . -63(5) N2 EU1 O21 H3W . . . . 152(3) N4 EU1 O21 H1W . . . . -161(5) N4 EU1 O21 H3W . . . . 53(3) O1 EU1 O21 H1W . . . . -33(5) O1 EU1 O21 H3W . . . . -179(3) O3 EU1 O21 H1W . . . . 25(5) O3 EU1 O21 H3W . . . . -121(3) O4 EU1 O21 H1W . . . . 47(5) O4 EU1 O21 H3W . . . . -99(3) O6 EU1 O21 H1W . . . . 104(5) O6 EU1 O21 H3W . . . . -42(3) O7 EU1 O21 H1W . . . . 126(5) O7 EU1 O21 H3W . . . . -20(3) O9 EU1 O21 H1W . . . . -110(5) O9 EU1 O21 H3W . . . . 105(3) O10 EU1 O21 H1W . . . . -162(5) O10 EU1 O21 H3W . . . . 52(3) H1 C1 C2 N1 . . . . -60.9(13) H1 C1 C2 H7 . . . . 57(4) H1 C1 C2 H8 . . . . 177(3) H2 C1 C2 N1 . . . . 59.1(16) H2 C1 C2 H7 . . . . 177(4) H2 C1 C2 H8 . . . . -63(3) H3 C1 C2 N1 . . . . 179.1(15) H3 C1 C2 H7 . . . . -63(4) H3 C1 C2 H8 . . . . 57(3) C1 C2 N1 C4 . . . . 89.0(4) C1 C2 N1 C5 . . . . -84.6(4) H7 C2 N1 C4 . . . . -32(3) H7 C2 N1 C5 . . . . 154(3) H8 C2 N1 C4 . . . . -148(3) H8 C2 N1 C5 . . . . 38(3) H4 C3 C4 N1 . . . . -58.4(13) H4 C3 C4 H9 . . . . 60(4) H4 C3 C4 H10 . . . . 176(3) H5 C3 C4 N1 . . . . 61.6(15) H5 C3 C4 H9 . . . . -180(4) H5 C3 C4 H10 . . . . -64(3) H6 C3 C4 N1 . . . . -178.4(12) H6 C3 C4 H9 . . . . -60(4) H6 C3 C4 H10 . . . . 56(3) C3 C4 N1 C2 . . . . 81.2(3) C3 C4 N1 C5 . . . . -106.0(3) H9 C4 N1 C2 . . . . -38(3) H9 C4 N1 C5 . . . . 135(3) H10 C4 N1 C2 . . . . -154(2) H10 C4 N1 C5 . . . . 19(2) N1 C5 C6 C7 . . . . 35.9(4) N1 C5 C6 N2 . . . . -149.2(3) O1 C5 C6 C7 . . . . -146.9(3) O1 C5 C6 N2 . . . . 28.0(3) C6 C5 N1 C2 . . . . 172.5(3) C6 C5 N1 C4 . . . . -.1(4) O1 C5 N1 C2 . . . . -4.6(4) O1 C5 N1 C4 . . . . -177.3(3) C6 C5 O1 EU1 . . . . -26.9(3) N1 C5 O1 EU1 . . . . 150.46(18) C5 C6 C7 C8 . . . . 174.1(3) C5 C6 C7 H11 . . . . -6(3) N2 C6 C7 C8 . . . . -.2(4) N2 C6 C7 H11 . . . . 180(3) C5 C6 N2 EU1 . . . . -18.2(3) C5 C6 N2 C10 . . . . -178.6(3) C7 C6 N2 EU1 . . . . 157.0(3) C7 C6 N2 C10 . . . . -3.4(4) C6 C7 C8 C9 . . . . 2.5(5) C6 C7 C8 H12 . . . . -174(3) H11 C7 C8 C9 . . . . -177(3) H11 C7 C8 H12 . . . . 6(4) C7 C8 C9 C10 . . . . -1.2(5) C7 C8 C9 H13 . . . . -179(3) H12 C8 C9 C10 . . . . 175(3) H12 C8 C9 H13 . . . . -2(4) C8 C9 C10 C11 . . . . 178.7(3) C8 C9 C10 N2 . . . . -2.4(4) H13 C9 C10 C11 . . . . -4(3) H13 C9 C10 N2 . . . . 175(3) C9 C10 C11 N3 . . . . -15.5(5) C9 C10 C11 N4 . . . . 168.9(3) N2 C10 C11 N3 . . . . 165.6(3) N2 C10 C11 N4 . . . . -10.0(4) C9 C10 N2 EU1 . . . . -155.3(2) C9 C10 N2 C6 . . . . 4.7(4) C11 C10 N2 EU1 . . . . 23.7(3) C11 C10 N2 C6 . . . . -176.3(3) C10 C11 N3 C12 . . . . 5.7(4) C10 C11 N3 C14 . . . . -176.3(3) N4 C11 N3 C12 . . . . -178.5(3) N4 C11 N3 C14 . . . . -.4(3) C10 C11 N4 EU1 . . . . -9.2(3) C10 C11 N4 C19 . . . . 177.3(2) N3 C11 N4 EU1 . . . . 174.57(14) N3 C11 N4 C19 . . . . 1.0(3) N3 C12 C13 H16 . . . . 176.4(10) N3 C12 C13 H17 . . . . -63.6(13) N3 C12 C13 H18 . . . . 56.3(13) H14 C12 C13 H16 . . . . 59(3) H14 C12 C13 H17 . . . . 179(3) H14 C12 C13 H18 . . . . -61(4) H15 C12 C13 H16 . . . . -62(3) H15 C12 C13 H17 . . . . 58(3) H15 C12 C13 H18 . . . . 178(3) C13 C12 N3 C11 . . . . 90.4(3) C13 C12 N3 C14 . . . . -87.4(3) H14 C12 N3 C11 . . . . -148(2) H14 C12 N3 C14 . . . . 34(2) H15 C12 N3 C11 . . . . -33(2) H15 C12 N3 C14 . . . . 149(2) C19 C14 C15 C16 . . . . -.0(4) C19 C14 C15 H19 . . . . 180(3) N3 C14 C15 C16 . . . . 179.7(3) N3 C14 C15 H19 . . . . 0(3) C15 C14 C19 C18 . . . . .6(4) C15 C14 C19 N4 . . . . -179.2(3) N3 C14 C19 C18 . . . . -179.2(2) N3 C14 C19 N4 . . . . 1.0(3) C15 C14 N3 C11 . . . . 179.9(3) C15 C14 N3 C12 . . . . -1.9(4) C19 C14 N3 C11 . . . . -.4(3) C19 C14 N3 C12 . . . . 177.9(2) C14 C15 C16 C17 . . . . -.9(4) C14 C15 C16 H20 . . . . 178(3) H19 C15 C16 C17 . . . . 179(3) H19 C15 C16 H20 . . . . -2(4) C15 C16 C17 C18 . . . . 1.2(4) C15 C16 C17 C20 . . . . -176.2(3) H20 C16 C17 C18 . . . . -177(3) H20 C16 C17 C20 . . . . 5(3) C16 C17 C18 C19 . . . . -.6(4) C16 C17 C18 H21 . . . . 179(3) C20 C17 C18 C19 . . . . 176.8(2) C20 C17 C18 H21 . . . . -3(3) C16 C17 C20 H22 . . . . -119(3) C16 C17 C20 C17 . . . 2_655 120.8(3) C16 C17 C20 H22 . . . 2_655 2(3) C18 C17 C20 H22 . . . . 63(3) C18 C17 C20 C17 . . . 2_655 -56.6(3) C18 C17 C20 H22 . . . 2_655 -176(3) C17 C18 C19 C14 . . . . -.3(4) C17 C18 C19 N4 . . . . 179.5(3) H21 C18 C19 C14 . . . . 180(3) H21 C18 C19 N4 . . . . 0(3) C14 C19 N4 EU1 . . . . -173.91(15) C14 C19 N4 C11 . . . . -1.2(3) C18 C19 N4 EU1 . . . . 6.3(4) C18 C19 N4 C11 . . . . 179.0(3) O4 N9 O3 EU1 . . . . -3.8(2) O5 N9 O3 EU1 . . . . 175.9(2) O3 N9 O4 EU1 . . . . 3.8(2) O5 N9 O4 EU1 . . . . -175.9(2) O7 N10 O6 EU1 . . . . 13.0(3) O8 N10 O6 EU1 . . . . -166.5(3) O6 N10 O7 EU1 . . . . -13.6(3) O8 N10 O7 EU1 . . . . 165.9(3) O10 N11 O9 EU1 . . . . -3.4(3) O11 N11 O9 EU1 . . . . 178.1(2) O9 N11 O10 EU1 . . . . 3.4(3) O11 N11 O10 EU1 . . . . -178.1(2) C1B C2B C3B H47 . . . . 62.0(14) C1B C2B C3B H48 . . . . -58.0(16) C1B C2B C3B H49 . . . . -178.0(14) H45 C2B C3B H47 . . . . -169(3) H45 C2B C3B H48 . . . . 71(3) H45 C2B C3B H49 . . . . -49(3) H46 C2B C3B H47 . . . . -57(3) H46 C2B C3B H48 . . . . -177(3) H46 C2B C3B H49 . . . . 63(3) #=END=========================================================