data_61_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H9 N3 O12 Yb, 3(C2 H8 N), 4(H2 O)' _chemical_formula_sum 'C27 H41 N6 O16 Yb' _chemical_formula_weight 878.70 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' 'Yb' 'Yb' -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P21/c' _symmetry_space_group_name_Hall '-P2ybc' _symmetry_Int_Tables_number 14 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 9.8111(4) _cell_length_b 20.5590(8) _cell_length_c 18.1876(6) _cell_angle_alpha 90.00 _cell_angle_beta 109.608(2) _cell_angle_gamma 90.00 _cell_volume 3455.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296 _cell_measurement_reflns_used 9905 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 28.28 _exptl_crystal_description Block _exptl_crystal_colour white _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.689 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1772 _exptl_absorpt_coefficient_mu 2.786 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296 _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 31391 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 28.30 _reflns_number_total 8568 _reflns_number_gt 7251 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement 'SAINT(Bruker, 2007)' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _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^)+(0.0360P)^2^+1.6346P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8568 _refine_ls_number_parameters 475 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0376 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0632 _refine_ls_goodness_of_fit_ref 1.179 _refine_ls_restrained_S_all 1.178 _refine_ls_shift/su_max 0.004 _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 C22 C 0.9813(7) 0.4088(3) 1.0239(3) 0.0893(19) Uani 1 1 d . . . H22A H 0.8851 0.4227 1.0185 0.134 Uiso 1 1 calc R . . H22B H 0.9779 0.3801 0.9816 0.134 Uiso 1 1 calc R . . H22C H 1.0395 0.4460 1.0226 0.134 Uiso 1 1 calc R . . C23 C 1.1950(6) 0.3515(3) 1.1170(4) 0.095(2) Uani 1 1 d . . . H23A H 1.2276 0.3304 1.1670 0.142 Uiso 1 1 calc R . . H23B H 1.2562 0.3881 1.1177 0.142 Uiso 1 1 calc R . . H23C H 1.1990 0.3213 1.0774 0.142 Uiso 1 1 calc R . . C24 C 1.1107(5) 0.2290(2) 0.7982(2) 0.0514(10) Uani 1 1 d . . . H24A H 1.0773 0.2599 0.7564 0.077 Uiso 1 1 calc R . . H24B H 1.0536 0.1901 0.7846 0.077 Uiso 1 1 calc R . . H24C H 1.2104 0.2187 0.8069 0.077 Uiso 1 1 calc R . . C25 C 1.1440(5) 0.2146(3) 0.9376(3) 0.0617(12) Uani 1 1 d . . . H25A H 1.1324 0.2364 0.9818 0.093 Uiso 1 1 calc R . . H25B H 1.2440 0.2037 0.9486 0.093 Uiso 1 1 calc R . . H25C H 1.0870 0.1755 0.9270 0.093 Uiso 1 1 calc R . . C26 C 0.1290(6) 0.3865(3) 0.6921(3) 0.0853(18) Uani 1 1 d . . . H26A H 0.0638 0.3502 0.6783 0.128 Uiso 1 1 calc R . . H26B H 0.0769 0.4248 0.6973 0.128 Uiso 1 1 calc R . . H26C H 0.2042 0.3778 0.7407 0.128 Uiso 1 1 calc R . . C27 C 0.2949(6) 0.4511(3) 0.6481(3) 0.0774(15) Uani 1 1 d . . . H27A H 0.3339 0.4557 0.6066 0.116 Uiso 1 1 calc R . . H27B H 0.3720 0.4429 0.6962 0.116 Uiso 1 1 calc R . . H27C H 0.2457 0.4905 0.6529 0.116 Uiso 1 1 calc R . . N4 N 1.0461(4) 0.37375(18) 1.1000(2) 0.0538(9) Uani 1 1 d . . . H4A H 1.0433 0.4004 1.1387 0.065 Uiso 1 1 calc R . . H4B H 0.9904 0.3390 1.1003 0.065 Uiso 1 1 calc R . . N5 N 1.0965(3) 0.25704(15) 0.8700(2) 0.0390(7) Uani 1 1 d . . . H5A H 1.1482 0.2941 0.8813 0.047 Uiso 1 1 calc R . . H5B H 1.0031 0.2674 0.8608 0.047 Uiso 1 1 calc R . . N6 N 0.1930(4) 0.39689(18) 0.63106(19) 0.0519(9) Uani 1 1 d . . . H6A H 0.2392 0.3604 0.6254 0.062 Uiso 1 1 calc R . . H6B H 0.1218 0.4046 0.5855 0.062 Uiso 1 1 calc R . . C1 C 0.5336(3) 0.21368(16) 0.66790(18) 0.0289(7) Uani 1 1 d . . . C2 C 0.5304(4) 0.18721(18) 0.5975(2) 0.0385(8) Uani 1 1 d . . . H2 H 0.4669 0.2030 0.5506 0.046 Uiso 1 1 calc R . . C3 C 0.6235(4) 0.1369(2) 0.5983(2) 0.0436(9) Uani 1 1 d . . . H3 H 0.6231 0.1182 0.5517 0.052 Uiso 1 1 calc R . . C4 C 0.7169(4) 0.11443(18) 0.6681(2) 0.0351(8) Uani 1 1 d . . . H4 H 0.7793 0.0801 0.6695 0.042 Uiso 1 1 calc R . . C5 C 0.7164(3) 0.14394(15) 0.73647(18) 0.0257(6) Uani 1 1 d . . . C6 C 0.4359(4) 0.26804(16) 0.6763(2) 0.0329(7) Uani 1 1 d . . . C7 C 0.8153(3) 0.12541(16) 0.81721(19) 0.0276(7) Uani 1 1 d . . . C8 C 0.5034(3) 0.38927(16) 0.87878(19) 0.0288(7) Uani 1 1 d . . . C9 C 0.4839(4) 0.45545(18) 0.8729(3) 0.0464(10) Uani 1 1 d . . . H9 H 0.4094 0.4752 0.8856 0.056 Uiso 1 1 calc R . . C10 C 0.5782(5) 0.4919(2) 0.8477(3) 0.0605(13) Uani 1 1 d . . . H10 H 0.5670 0.5368 0.8427 0.073 Uiso 1 1 calc R . . C11 C 0.6887(4) 0.46171(19) 0.8300(3) 0.0496(10) Uani 1 1 d . . . H11 H 0.7529 0.4857 0.8131 0.060 Uiso 1 1 calc R . . C12 C 0.7021(3) 0.39533(16) 0.83794(19) 0.0293(7) Uani 1 1 d . . . C13 C 0.4043(3) 0.34239(16) 0.90045(18) 0.0280(7) Uani 1 1 d . . . C14 C 0.8156(3) 0.35602(17) 0.81972(19) 0.0302(7) Uani 1 1 d . . . C15 C 0.7179(3) 0.18971(16) 1.04228(19) 0.0292(7) Uani 1 1 d . . . C16 C 0.7228(4) 0.15438(19) 1.1080(2) 0.0382(8) Uani 1 1 d . . . H16 H 0.7870 0.1655 1.1569 0.046 Uiso 1 1 calc R . . C17 C 0.6305(4) 0.1025(2) 1.0992(2) 0.0447(9) Uani 1 1 d . . . H17 H 0.6327 0.0775 1.1422 0.054 Uiso 1 1 calc R . . C18 C 0.5339(4) 0.08761(18) 1.0257(2) 0.0405(9) Uani 1 1 d . . . H18 H 0.4698 0.0530 1.0188 0.049 Uiso 1 1 calc R . . C19 C 0.5352(3) 0.12551(16) 0.96305(19) 0.0288(7) Uani 1 1 d . . . C20 C 0.8165(4) 0.24583(16) 1.0429(2) 0.0328(7) Uani 1 1 d . . . C21 C 0.4377(4) 0.11438(17) 0.8796(2) 0.0322(7) Uani 1 1 d . . . N1 N 0.6246(3) 0.19220(12) 0.73603(14) 0.0252(5) Uani 1 1 d . . . N2 N 0.6114(3) 0.36019(13) 0.86234(14) 0.0248(5) Uani 1 1 d . . . N3 N 0.6260(3) 0.17554(13) 0.97163(15) 0.0253(5) Uani 1 1 d . . . O1 O 0.4471(3) 0.28374(12) 0.74469(13) 0.0350(5) Uani 1 1 d . . . O2 O 0.3517(3) 0.29256(14) 0.61555(15) 0.0511(8) Uani 1 1 d . . . O3 O 0.7956(2) 0.15650(11) 0.87290(12) 0.0308(5) Uani 1 1 d . . . O4 O 0.9069(3) 0.08230(13) 0.82363(15) 0.0412(6) Uani 1 1 d . . . O5 O 0.4400(2) 0.28374(11) 0.90370(13) 0.0296(5) Uani 1 1 d . . . O6 O 0.2944(3) 0.36345(13) 0.91218(16) 0.0424(6) Uani 1 1 d . . . O7 O 0.8016(2) 0.29472(11) 0.82270(13) 0.0305(5) Uani 1 1 d . . . O8 O 0.9126(3) 0.38395(13) 0.80377(18) 0.0486(7) Uani 1 1 d . . . O9 O 0.7961(3) 0.27330(12) 0.97800(14) 0.0358(6) Uani 1 1 d . . . O10 O 0.9096(4) 0.26099(14) 1.10584(17) 0.0539(8) Uani 1 1 d . . . O11 O 0.4541(2) 0.15373(12) 0.82945(13) 0.0336(5) Uani 1 1 d . . . O12 O 0.3506(3) 0.06836(13) 0.86566(16) 0.0482(7) Uani 1 1 d . . . Yb1 Yb 0.621179(14) 0.240656(6) 0.858656(8) 0.02280(5) Uani 1 1 d . . . O13 O 0.0979(3) 0.05976(15) 0.74001(17) 0.0540(7) Uani 1 1 d D . . H13A H 0.172(3) 0.056(2) 0.778(2) 0.081 Uiso 1 1 d D . . H13B H 0.048(4) 0.0270(16) 0.736(2) 0.081 Uiso 1 1 d D . . O14 O 0.8304(4) -0.0291(2) 1.0486(2) 0.0741(11) Uani 1 1 d D . . H14A H 0.912(3) -0.036(3) 1.079(3) 0.111 Uiso 1 1 d D . . H14B H 0.777(4) -0.036(3) 1.074(3) 0.111 Uiso 1 1 d D . . O15 O 0.9383(3) 0.08615(16) 1.01006(18) 0.0564(8) Uani 1 1 d D . . H15A H 0.900(5) 0.096(2) 0.9650(14) 0.085 Uiso 1 1 d D . . H15B H 0.894(5) 0.0551(18) 1.019(3) 0.085 Uiso 1 1 d D . . O16 O 0.1301(4) 0.48018(16) 0.8840(3) 0.0748(10) Uani 1 1 d D . . H16A H 0.184(4) 0.4492(18) 0.905(3) 0.112 Uiso 1 1 d D . . H16B H 0.053(3) 0.460(2) 0.861(3) 0.112 Uiso 1 1 d 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 C22 0.135(6) 0.066(4) 0.056(3) 0.000(3) 0.017(4) -0.011(4) C23 0.063(4) 0.083(4) 0.138(6) -0.023(4) 0.034(4) 0.002(3) C24 0.044(2) 0.069(3) 0.038(2) -0.009(2) 0.0091(18) -0.005(2) C25 0.050(3) 0.073(3) 0.053(3) 0.014(2) 0.006(2) -0.010(2) C26 0.064(3) 0.122(5) 0.067(4) 0.019(3) 0.018(3) -0.005(3) C27 0.083(4) 0.071(4) 0.085(4) -0.002(3) 0.037(3) 0.008(3) N4 0.050(2) 0.053(2) 0.060(2) -0.0106(18) 0.0206(18) -0.0153(17) N5 0.0291(16) 0.0336(16) 0.053(2) -0.0034(13) 0.0114(15) -0.0008(12) N6 0.051(2) 0.054(2) 0.0413(19) -0.0019(16) 0.0018(16) 0.0194(17) C1 0.0295(17) 0.0281(16) 0.0262(16) 0.0016(13) 0.0057(13) -0.0015(13) C2 0.043(2) 0.044(2) 0.0253(17) 0.0004(14) 0.0067(15) 0.0046(16) C3 0.044(2) 0.054(2) 0.0307(19) -0.0098(17) 0.0106(17) 0.0036(18) C4 0.0342(19) 0.0363(19) 0.0358(19) -0.0073(14) 0.0128(15) 0.0004(15) C5 0.0227(15) 0.0261(16) 0.0274(16) -0.0004(12) 0.0071(12) -0.0015(12) C6 0.0331(18) 0.0294(18) 0.0293(18) 0.0012(13) 0.0014(15) 0.0030(14) C7 0.0234(16) 0.0262(16) 0.0344(17) 0.0047(13) 0.0111(13) -0.0004(12) C8 0.0265(16) 0.0282(17) 0.0318(17) -0.0011(13) 0.0100(14) -0.0008(13) C9 0.040(2) 0.0291(19) 0.077(3) -0.0020(18) 0.029(2) 0.0022(16) C10 0.056(3) 0.0240(19) 0.112(4) 0.001(2) 0.042(3) -0.0016(18) C11 0.041(2) 0.0301(19) 0.086(3) 0.0084(19) 0.033(2) -0.0053(16) C12 0.0251(16) 0.0278(16) 0.0349(18) 0.0021(13) 0.0097(14) -0.0034(13) C13 0.0243(16) 0.0339(18) 0.0248(16) 0.0008(13) 0.0069(13) 0.0034(13) C14 0.0261(16) 0.0342(18) 0.0312(17) 0.0024(13) 0.0110(14) -0.0036(13) C15 0.0271(17) 0.0311(17) 0.0301(17) 0.0022(13) 0.0104(14) 0.0028(13) C16 0.037(2) 0.048(2) 0.0277(18) 0.0066(15) 0.0084(15) 0.0021(16) C17 0.055(3) 0.048(2) 0.037(2) 0.0151(17) 0.0212(19) 0.0009(19) C18 0.046(2) 0.034(2) 0.046(2) 0.0063(16) 0.0214(18) -0.0061(16) C19 0.0279(17) 0.0261(16) 0.0340(17) 0.0026(13) 0.0127(14) 0.0008(13) C20 0.0281(17) 0.0360(19) 0.0301(17) -0.0001(14) 0.0044(14) -0.0026(14) C21 0.0265(17) 0.0290(17) 0.041(2) -0.0024(14) 0.0114(15) -0.0020(13) N1 0.0243(13) 0.0249(13) 0.0246(13) 0.0016(10) 0.0058(11) -0.0002(10) N2 0.0216(13) 0.0263(13) 0.0265(13) 0.0002(10) 0.0081(11) -0.0012(10) N3 0.0224(13) 0.0269(13) 0.0272(13) 0.0023(10) 0.0092(11) 0.0010(10) O1 0.0352(13) 0.0357(13) 0.0278(12) -0.0007(10) 0.0023(10) 0.0084(11) O2 0.0593(18) 0.0491(18) 0.0316(13) 0.0027(12) -0.0022(12) 0.0223(14) O3 0.0300(12) 0.0353(13) 0.0258(12) 0.0034(9) 0.0076(10) 0.0074(10) O4 0.0384(14) 0.0425(15) 0.0424(15) 0.0052(11) 0.0131(12) 0.0177(12) O5 0.0265(12) 0.0301(12) 0.0350(12) 0.0017(10) 0.0139(10) 0.0002(9) O6 0.0345(14) 0.0399(15) 0.0603(17) 0.0036(12) 0.0259(13) 0.0061(11) O7 0.0271(12) 0.0293(13) 0.0377(13) 0.0008(10) 0.0142(10) -0.0011(9) O8 0.0415(15) 0.0406(15) 0.075(2) 0.0010(14) 0.0344(15) -0.0114(12) O9 0.0365(14) 0.0356(14) 0.0303(13) 0.0040(10) 0.0045(11) -0.0097(11) O10 0.0570(19) 0.0577(18) 0.0328(15) 0.0004(12) -0.0035(13) -0.0233(14) O11 0.0297(13) 0.0362(13) 0.0322(13) 0.0018(10) 0.0069(10) -0.0079(10) O12 0.0457(16) 0.0445(16) 0.0502(16) -0.0001(12) 0.0103(13) -0.0220(13) Yb1 0.02049(7) 0.02327(8) 0.02391(8) 0.00141(5) 0.00651(5) -0.00036(5) O13 0.0521(19) 0.062(2) 0.0431(17) -0.0062(14) 0.0099(14) 0.0045(15) O14 0.0462(19) 0.091(3) 0.091(3) 0.035(2) 0.0307(19) 0.0088(19) O15 0.0445(18) 0.061(2) 0.0499(18) 0.0149(15) -0.0019(14) -0.0031(14) O16 0.058(2) 0.0413(19) 0.118(3) 0.0044(19) 0.021(2) 0.0003(15) _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 C22 N4 1.500(6) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 N4 1.461(6) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 N5 1.477(5) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 N5 1.450(5) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 N6 1.462(6) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 N6 1.460(6) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? N4 H4A 0.9000 . ? N4 H4B 0.9000 . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? N6 H6A 0.9000 . ? N6 H6B 0.9000 . ? C1 N1 1.336(4) . ? C1 C2 1.382(5) . ? C1 C6 1.513(5) . ? C2 C3 1.376(5) . ? C2 H2 0.9300 . ? C3 C4 1.373(5) . ? C3 H3 0.9300 . ? C4 C5 1.384(4) . ? C4 H4 0.9300 . ? C5 N1 1.338(4) . ? C5 C7 1.512(4) . ? C6 O2 1.243(4) . ? C6 O1 1.253(4) . ? C7 O4 1.239(4) . ? C7 O3 1.266(4) . ? C8 N2 1.335(4) . ? C8 C9 1.373(5) . ? C8 C13 1.512(4) . ? C9 C10 1.383(5) . ? C9 H9 0.9300 . ? C10 C11 1.378(6) . ? C10 H10 0.9300 . ? C11 C12 1.374(5) . ? C11 H11 0.9300 . ? C12 N2 1.332(4) . ? C12 C14 1.501(5) . ? C13 O6 1.245(4) . ? C13 O5 1.251(4) . ? C14 O8 1.227(4) . ? C14 O7 1.271(4) . ? C15 N3 1.331(4) . ? C15 C16 1.386(5) . ? C15 C20 1.503(5) . ? C16 C17 1.373(5) . ? C16 H16 0.9300 . ? C17 C18 1.388(5) . ? C17 H17 0.9300 . ? C18 C19 1.385(5) . ? C18 H18 0.9300 . ? C19 N3 1.335(4) . ? C19 C21 1.516(5) . ? C20 O10 1.241(4) . ? C20 O9 1.262(4) . ? C21 O12 1.243(4) . ? C21 O11 1.269(4) . ? N1 Yb1 2.453(3) . ? N2 Yb1 2.461(3) . ? N3 Yb1 2.440(2) . ? O1 Yb1 2.371(2) . ? O3 Yb1 2.386(2) . ? O5 Yb1 2.365(2) . ? O7 Yb1 2.361(2) . ? O9 Yb1 2.368(2) . ? O11 Yb1 2.362(2) . ? O13 H13A 0.823(18) . ? O13 H13B 0.822(18) . ? O14 H14A 0.817(19) . ? O14 H14B 0.814(19) . ? O15 H15A 0.806(18) . ? O15 H15B 0.816(18) . ? O16 H16A 0.838(19) . ? O16 H16B 0.844(19) . ? 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 N4 C22 H22A 109.5 . . ? N4 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N4 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N4 C23 H23A 109.5 . . ? N4 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N4 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N5 C24 H24A 109.5 . . ? N5 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N5 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N5 C25 H25A 109.5 . . ? N5 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N5 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N6 C26 H26A 109.5 . . ? N6 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N6 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N6 C27 H27A 109.5 . . ? N6 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N6 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C23 N4 C22 115.4(5) . . ? C23 N4 H4A 108.4 . . ? C22 N4 H4A 108.4 . . ? C23 N4 H4B 108.4 . . ? C22 N4 H4B 108.4 . . ? H4A N4 H4B 107.5 . . ? C25 N5 C24 114.5(4) . . ? C25 N5 H5A 108.6 . . ? C24 N5 H5A 108.6 . . ? C25 N5 H5B 108.6 . . ? C24 N5 H5B 108.6 . . ? H5A N5 H5B 107.6 . . ? C27 N6 C26 112.8(4) . . ? C27 N6 H6A 109.0 . . ? C26 N6 H6A 109.0 . . ? C27 N6 H6B 109.0 . . ? C26 N6 H6B 109.0 . . ? H6A N6 H6B 107.8 . . ? N1 C1 C2 121.9(3) . . ? N1 C1 C6 113.5(3) . . ? C2 C1 C6 124.5(3) . . ? C3 C2 C1 118.5(3) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C4 C3 C2 119.9(3) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 118.7(3) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? N1 C5 C4 121.7(3) . . ? N1 C5 C7 113.8(3) . . ? C4 C5 C7 124.5(3) . . ? O2 C6 O1 126.1(3) . . ? O2 C6 C1 117.6(3) . . ? O1 C6 C1 116.3(3) . . ? O4 C7 O3 125.9(3) . . ? O4 C7 C5 118.7(3) . . ? O3 C7 C5 115.4(3) . . ? N2 C8 C9 121.8(3) . . ? N2 C8 C13 113.6(3) . . ? C9 C8 C13 124.5(3) . . ? C8 C9 C10 118.2(4) . . ? C8 C9 H9 120.9 . . ? C10 C9 H9 120.9 . . ? C11 C10 C9 119.9(4) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C12 C11 C10 118.6(3) . . ? C12 C11 H11 120.7 . . ? C10 C11 H11 120.7 . . ? N2 C12 C11 121.5(3) . . ? N2 C12 C14 114.2(3) . . ? C11 C12 C14 124.3(3) . . ? O6 C13 O5 124.9(3) . . ? O6 C13 C8 119.5(3) . . ? O5 C13 C8 115.6(3) . . ? O8 C14 O7 125.3(3) . . ? O8 C14 C12 119.5(3) . . ? O7 C14 C12 115.2(3) . . ? N3 C15 C16 122.3(3) . . ? N3 C15 C20 113.6(3) . . ? C16 C15 C20 124.1(3) . . ? C17 C16 C15 118.4(3) . . ? C17 C16 H16 120.8 . . ? C15 C16 H16 120.8 . . ? C16 C17 C18 119.6(3) . . ? C16 C17 H17 120.2 . . ? C18 C17 H17 120.2 . . ? C19 C18 C17 118.4(3) . . ? C19 C18 H18 120.8 . . ? C17 C18 H18 120.8 . . ? N3 C19 C18 121.8(3) . . ? N3 C19 C21 113.9(3) . . ? C18 C19 C21 124.2(3) . . ? O10 C20 O9 125.9(3) . . ? O10 C20 C15 118.2(3) . . ? O9 C20 C15 115.9(3) . . ? O12 C21 O11 125.7(3) . . ? O12 C21 C19 118.6(3) . . ? O11 C21 C19 115.7(3) . . ? C1 N1 C5 119.3(3) . . ? C1 N1 Yb1 120.0(2) . . ? C5 N1 Yb1 120.7(2) . . ? C12 N2 C8 120.0(3) . . ? C12 N2 Yb1 119.7(2) . . ? C8 N2 Yb1 119.6(2) . . ? C15 N3 C19 119.4(3) . . ? C15 N3 Yb1 120.6(2) . . ? C19 N3 Yb1 120.1(2) . . ? C6 O1 Yb1 124.7(2) . . ? C7 O3 Yb1 125.1(2) . . ? C13 O5 Yb1 125.1(2) . . ? C14 O7 Yb1 125.5(2) . . ? C20 O9 Yb1 124.7(2) . . ? C21 O11 Yb1 124.5(2) . . ? O7 Yb1 O11 145.31(8) . . ? O7 Yb1 O5 129.81(8) . . ? O11 Yb1 O5 79.38(8) . . ? O7 Yb1 O9 74.94(8) . . ? O11 Yb1 O9 130.96(8) . . ? O5 Yb1 O9 88.52(8) . . ? O7 Yb1 O1 88.24(8) . . ? O11 Yb1 O1 81.02(8) . . ? O5 Yb1 O1 76.00(8) . . ? O9 Yb1 O1 141.57(9) . . ? O7 Yb1 O3 78.13(8) . . ? O11 Yb1 O3 83.92(9) . . ? O5 Yb1 O3 146.01(8) . . ? O9 Yb1 O3 80.39(8) . . ? O1 Yb1 O3 130.23(8) . . ? O7 Yb1 N3 133.42(8) . . ? O11 Yb1 N3 65.79(8) . . ? O5 Yb1 N3 73.63(8) . . ? O9 Yb1 N3 65.19(8) . . ? O1 Yb1 N3 138.23(9) . . ? O3 Yb1 N3 72.55(8) . . ? O7 Yb1 N1 72.48(8) . . ? O11 Yb1 N1 73.06(8) . . ? O5 Yb1 N1 135.10(8) . . ? O9 Yb1 N1 136.18(9) . . ? O1 Yb1 N1 65.33(8) . . ? O3 Yb1 N1 64.91(8) . . ? N3 Yb1 N1 122.72(9) . . ? O7 Yb1 N2 64.99(8) . . ? O11 Yb1 N2 136.98(8) . . ? O5 Yb1 N2 64.90(8) . . ? O9 Yb1 N2 73.44(8) . . ? O1 Yb1 N2 68.13(8) . . ? O3 Yb1 N2 138.97(8) . . ? N3 Yb1 N2 120.99(8) . . ? N1 Yb1 N2 116.28(8) . . ? H13A O13 H13B 109(3) . . ? H14A O14 H14B 106(3) . . ? H15A O15 H15B 108(3) . . ? H16A O16 H16B 101(3) . . ? 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 N1 C1 C2 C3 0.6(6) . . . . ? C6 C1 C2 C3 -178.6(4) . . . . ? C1 C2 C3 C4 -0.3(6) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C3 C4 C5 N1 2.0(5) . . . . ? C3 C4 C5 C7 -178.5(3) . . . . ? N1 C1 C6 O2 177.2(3) . . . . ? C2 C1 C6 O2 -3.5(6) . . . . ? N1 C1 C6 O1 -3.3(5) . . . . ? C2 C1 C6 O1 176.0(3) . . . . ? N1 C5 C7 O4 -178.1(3) . . . . ? C4 C5 C7 O4 2.3(5) . . . . ? N1 C5 C7 O3 1.8(4) . . . . ? C4 C5 C7 O3 -177.8(3) . . . . ? N2 C8 C9 C10 1.3(6) . . . . ? C13 C8 C9 C10 -176.0(4) . . . . ? C8 C9 C10 C11 -0.7(7) . . . . ? C9 C10 C11 C12 0.1(7) . . . . ? C10 C11 C12 N2 -0.2(6) . . . . ? C10 C11 C12 C14 179.1(4) . . . . ? N2 C8 C13 O6 -175.5(3) . . . . ? C9 C8 C13 O6 2.0(5) . . . . ? N2 C8 C13 O5 3.2(4) . . . . ? C9 C8 C13 O5 -179.3(3) . . . . ? N2 C12 C14 O8 -173.3(3) . . . . ? C11 C12 C14 O8 7.4(5) . . . . ? N2 C12 C14 O7 6.5(4) . . . . ? C11 C12 C14 O7 -172.9(4) . . . . ? N3 C15 C16 C17 0.9(5) . . . . ? C20 C15 C16 C17 -177.5(3) . . . . ? C15 C16 C17 C18 -1.1(6) . . . . ? C16 C17 C18 C19 0.8(6) . . . . ? C17 C18 C19 N3 -0.1(5) . . . . ? C17 C18 C19 C21 179.1(3) . . . . ? N3 C15 C20 O10 -177.3(3) . . . . ? C16 C15 C20 O10 1.1(5) . . . . ? N3 C15 C20 O9 2.5(4) . . . . ? C16 C15 C20 O9 -179.0(3) . . . . ? N3 C19 C21 O12 179.2(3) . . . . ? C18 C19 C21 O12 -0.1(5) . . . . ? N3 C19 C21 O11 -0.4(4) . . . . ? C18 C19 C21 O11 -179.7(3) . . . . ? C2 C1 N1 C5 0.4(5) . . . . ? C6 C1 N1 C5 179.7(3) . . . . ? C2 C1 N1 Yb1 -179.1(3) . . . . ? C6 C1 N1 Yb1 0.2(4) . . . . ? C4 C5 N1 C1 -1.7(5) . . . . ? C7 C5 N1 C1 178.8(3) . . . . ? C4 C5 N1 Yb1 177.8(2) . . . . ? C7 C5 N1 Yb1 -1.7(3) . . . . ? C11 C12 N2 C8 0.9(5) . . . . ? C14 C12 N2 C8 -178.5(3) . . . . ? C11 C12 N2 Yb1 171.9(3) . . . . ? C14 C12 N2 Yb1 -7.4(4) . . . . ? C9 C8 N2 C12 -1.4(5) . . . . ? C13 C8 N2 C12 176.1(3) . . . . ? C9 C8 N2 Yb1 -172.5(3) . . . . ? C13 C8 N2 Yb1 5.0(3) . . . . ? C16 C15 N3 C19 -0.3(5) . . . . ? C20 C15 N3 C19 178.3(3) . . . . ? C16 C15 N3 Yb1 179.2(3) . . . . ? C20 C15 N3 Yb1 -2.3(4) . . . . ? C18 C19 N3 C15 -0.1(5) . . . . ? C21 C19 N3 C15 -179.4(3) . . . . ? C18 C19 N3 Yb1 -179.6(3) . . . . ? C21 C19 N3 Yb1 1.1(4) . . . . ? O2 C6 O1 Yb1 -175.3(3) . . . . ? C1 C6 O1 Yb1 5.3(4) . . . . ? O4 C7 O3 Yb1 178.8(2) . . . . ? C5 C7 O3 Yb1 -1.1(4) . . . . ? O6 C13 O5 Yb1 167.7(2) . . . . ? C8 C13 O5 Yb1 -11.0(4) . . . . ? O8 C14 O7 Yb1 177.2(3) . . . . ? C12 C14 O7 Yb1 -2.6(4) . . . . ? O10 C20 O9 Yb1 178.2(3) . . . . ? C15 C20 O9 Yb1 -1.6(4) . . . . ? O12 C21 O11 Yb1 180.0(3) . . . . ? C19 C21 O11 Yb1 -0.5(4) . . . . ? C14 O7 Yb1 O11 137.2(2) . . . . ? C14 O7 Yb1 O5 -4.3(3) . . . . ? C14 O7 Yb1 O9 -79.3(3) . . . . ? C14 O7 Yb1 O1 65.8(3) . . . . ? C14 O7 Yb1 O3 -162.4(3) . . . . ? C14 O7 Yb1 N3 -110.7(3) . . . . ? C14 O7 Yb1 N1 130.5(3) . . . . ? C14 O7 Yb1 N2 -0.8(2) . . . . ? C21 O11 Yb1 O7 133.2(2) . . . . ? C21 O11 Yb1 O5 -75.9(3) . . . . ? C21 O11 Yb1 O9 2.7(3) . . . . ? C21 O11 Yb1 O1 -153.3(3) . . . . ? C21 O11 Yb1 O3 74.3(3) . . . . ? C21 O11 Yb1 N3 0.8(2) . . . . ? C21 O11 Yb1 N1 139.9(3) . . . . ? C21 O11 Yb1 N2 -109.5(3) . . . . ? C13 O5 Yb1 O7 13.4(3) . . . . ? C13 O5 Yb1 O11 -145.5(3) . . . . ? C13 O5 Yb1 O9 82.3(2) . . . . ? C13 O5 Yb1 O1 -62.2(2) . . . . ? C13 O5 Yb1 O3 152.6(2) . . . . ? C13 O5 Yb1 N3 146.8(3) . . . . ? C13 O5 Yb1 N1 -93.0(3) . . . . ? C13 O5 Yb1 N2 9.9(2) . . . . ? C20 O9 Yb1 O7 -154.9(3) . . . . ? C20 O9 Yb1 O11 -1.5(3) . . . . ? C20 O9 Yb1 O5 73.0(3) . . . . ? C20 O9 Yb1 O1 138.1(3) . . . . ? C20 O9 Yb1 O3 -74.7(3) . . . . ? C20 O9 Yb1 N3 0.4(3) . . . . ? C20 O9 Yb1 N1 -111.8(3) . . . . ? C20 O9 Yb1 N2 137.2(3) . . . . ? C6 O1 Yb1 O7 67.7(3) . . . . ? C6 O1 Yb1 O11 -79.2(3) . . . . ? C6 O1 Yb1 O5 -160.4(3) . . . . ? C6 O1 Yb1 O9 130.5(3) . . . . ? C6 O1 Yb1 O3 -5.1(3) . . . . ? C6 O1 Yb1 N3 -116.1(3) . . . . ? C6 O1 Yb1 N1 -3.8(3) . . . . ? C6 O1 Yb1 N2 131.4(3) . . . . ? C7 O3 Yb1 O7 -75.9(3) . . . . ? C7 O3 Yb1 O11 74.3(2) . . . . ? C7 O3 Yb1 O5 135.0(2) . . . . ? C7 O3 Yb1 O9 -152.4(3) . . . . ? C7 O3 Yb1 O1 1.5(3) . . . . ? C7 O3 Yb1 N3 140.8(3) . . . . ? C7 O3 Yb1 N1 0.2(2) . . . . ? C7 O3 Yb1 N2 -101.8(3) . . . . ? C15 N3 Yb1 O7 34.9(3) . . . . ? C19 N3 Yb1 O7 -145.6(2) . . . . ? C15 N3 Yb1 O11 179.6(3) . . . . ? C19 N3 Yb1 O11 -1.0(2) . . . . ? C15 N3 Yb1 O5 -95.0(2) . . . . ? C19 N3 Yb1 O5 84.5(2) . . . . ? C15 N3 Yb1 O9 1.1(2) . . . . ? C19 N3 Yb1 O9 -179.4(3) . . . . ? C15 N3 Yb1 O1 -139.9(2) . . . . ? C19 N3 Yb1 O1 39.5(3) . . . . ? C15 N3 Yb1 O3 88.4(2) . . . . ? C19 N3 Yb1 O3 -92.1(2) . . . . ? C15 N3 Yb1 N1 131.5(2) . . . . ? C19 N3 Yb1 N1 -49.0(3) . . . . ? C15 N3 Yb1 N2 -48.8(3) . . . . ? C19 N3 Yb1 N2 130.7(2) . . . . ? C1 N1 Yb1 O7 -94.7(2) . . . . ? C5 N1 Yb1 O7 85.7(2) . . . . ? C1 N1 Yb1 O11 89.3(2) . . . . ? C5 N1 Yb1 O11 -90.3(2) . . . . ? C1 N1 Yb1 O5 34.6(3) . . . . ? C5 N1 Yb1 O5 -144.9(2) . . . . ? C1 N1 Yb1 O9 -138.5(2) . . . . ? C5 N1 Yb1 O9 42.0(3) . . . . ? C1 N1 Yb1 O1 1.5(2) . . . . ? C5 N1 Yb1 O1 -178.0(3) . . . . ? C1 N1 Yb1 O3 -179.6(3) . . . . ? C5 N1 Yb1 O3 0.9(2) . . . . ? C1 N1 Yb1 N3 134.4(2) . . . . ? C5 N1 Yb1 N3 -45.1(3) . . . . ? C1 N1 Yb1 N2 -45.3(3) . . . . ? C5 N1 Yb1 N2 135.2(2) . . . . ? C12 N2 Yb1 O7 4.6(2) . . . . ? C8 N2 Yb1 O7 175.7(2) . . . . ? C12 N2 Yb1 O11 -141.5(2) . . . . ? C8 N2 Yb1 O11 29.7(3) . . . . ? C12 N2 Yb1 O5 -178.3(2) . . . . ? C8 N2 Yb1 O5 -7.2(2) . . . . ? C12 N2 Yb1 O9 85.4(2) . . . . ? C8 N2 Yb1 O9 -103.5(2) . . . . ? C12 N2 Yb1 O1 -94.0(2) . . . . ? C8 N2 Yb1 O1 77.1(2) . . . . ? C12 N2 Yb1 O3 32.8(3) . . . . ? C8 N2 Yb1 O3 -156.1(2) . . . . ? C12 N2 Yb1 N3 131.8(2) . . . . ? C8 N2 Yb1 N3 -57.1(2) . . . . ? C12 N2 Yb1 N1 -48.4(2) . . . . ? C8 N2 Yb1 N1 122.7(2) . . . . ? 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 N4 H4A O13 0.90 1.92 2.783(5) 159.8 4_666 N4 H4B O10 0.90 1.81 2.697(4) 169.4 . N5 H5A O6 0.90 1.97 2.854(4) 168.6 1_655 N5 H5B O7 0.90 1.94 2.835(4) 169.9 . N6 H6A O2 0.90 1.82 2.720(4) 173.2 . N6 H6B O15 0.90 1.87 2.742(4) 161.9 4_465 O13 H13A O12 0.823(18) 1.950(19) 2.756(4) 166(4) . O13 H13B O16 0.822(18) 2.49(3) 3.063(5) 128(4) 2_546 O14 H14A O4 0.817(19) 2.26(3) 3.036(4) 159(6) 3_757 O14 H14B O12 0.814(19) 2.04(2) 2.845(4) 172(7) 3_657 O15 H15A O3 0.806(18) 2.06(3) 2.816(4) 157(5) . O15 H15B O14 0.816(18) 1.98(2) 2.779(5) 167(5) . O16 H16A O6 0.838(19) 2.05(3) 2.840(4) 157(6) . O16 H16B O8 0.844(19) 2.11(3) 2.917(4) 160(5) 1_455 C4 H4 O16 0.93 2.56 3.424(5) 155.5 2_646 C11 H11 O13 0.93 2.52 3.444(5) 173.2 2_656 C27 H27C O4 0.96 2.53 3.483(6) 170.4 2_656 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.669 _refine_diff_density_min -0.931 _refine_diff_density_rms 0.196