Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_section_title ;Homoleptic Lanthanide(II)-Bis(Guanidinate) Complexes, [Ln(Giso)2] (Giso = [(ArN)2CN(C6H11)2]-, Ar = C6H3Pri2-2,6): Planar 4-Coordinate (Ln = Sm or Eu) vs Distorted Tetrahedral (Ln = Yb) Geometries ; _publ_contact_author_name 'Prof. Cameron Jones' _publ_contact_author_email JONESCA6@CARDIFF.AC.UK loop_ _publ_author_name 'Cameron Jones' 'Dennis Heitmann' 'Peter Junk' 'Kai-Alexander Lippert' 'Andreas Stasch' # Attachment 'cmpd1.CIF' data_compound1 _database_code_depnum_ccdc_archive 'CCDC 619010' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C80 H118 N6 Sm' _chemical_formula_weight 1314.15 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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.620(3) _cell_length_b 31.033(6) _cell_length_c 18.640(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.11(3) _cell_angle_gamma 90.00 _cell_volume 7208(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour 'deep violet' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2808 _exptl_absorpt_coefficient_mu 0.861 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.789 _exptl_absorpt_correction_T_max 0.843 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25396 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0471 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.50 _reflns_number_total 13347 _reflns_number_gt 10699 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. One molecule of benzene was located in the asymmetric unit and its carbon atoms refined anisotropically. ; _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^)+(0.0211P)^2^+10.3667P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13347 _refine_ls_number_parameters 800 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0874 _refine_ls_wR_factor_gt 0.0810 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.833709(12) 0.159152(5) 0.706045(10) 0.03283(6) Uani 1 1 d . . . N1 N 0.70478(17) 0.09621(7) 0.69307(12) 0.0182(5) Uani 1 1 d . . . N2 N 0.88020(17) 0.07904(7) 0.71422(12) 0.0192(5) Uani 1 1 d . . . N3 N 0.75104(17) 0.02113(7) 0.71350(12) 0.0201(5) Uani 1 1 d . . . N4 N 0.95673(16) 0.22198(7) 0.69235(12) 0.0187(5) Uani 1 1 d . . . N5 N 0.78095(17) 0.23754(7) 0.67340(12) 0.0188(5) Uani 1 1 d . . . N6 N 0.90612(17) 0.29690(7) 0.67668(12) 0.0190(5) Uani 1 1 d . . . C1 C 0.7788(2) 0.06443(9) 0.70711(14) 0.0189(6) Uani 1 1 d . . . C2 C 0.6026(2) 0.09124(9) 0.64991(15) 0.0205(6) Uani 1 1 d . . . C3 C 0.5117(2) 0.10583(9) 0.67878(16) 0.0235(6) Uani 1 1 d . . . C4 C 0.4122(2) 0.10636(10) 0.63412(18) 0.0324(7) Uani 1 1 d . . . H4 H 0.3511 0.1161 0.6533 0.039 Uiso 1 1 calc R . . C5 C 0.4002(2) 0.09308(11) 0.56291(18) 0.0379(8) Uani 1 1 d . . . H5 H 0.3316 0.0937 0.5334 0.045 Uiso 1 1 calc R . . C6 C 0.4891(2) 0.07872(10) 0.53466(17) 0.0316(7) Uani 1 1 d . . . H6 H 0.4805 0.0695 0.4855 0.038 Uiso 1 1 calc R . . C7 C 0.5905(2) 0.07753(9) 0.57662(15) 0.0231(6) Uani 1 1 d . . . C8 C 0.5233(2) 0.12251(10) 0.75602(16) 0.0265(7) Uani 1 1 d . . . H8 H 0.5877 0.1083 0.7846 0.032 Uiso 1 1 calc R . . C9 C 0.5441(2) 0.17108(10) 0.75732(18) 0.0333(7) Uani 1 1 d . . . H9A H 0.6092 0.1771 0.7366 0.050 Uiso 1 1 calc R . . H9B H 0.5534 0.1815 0.8076 0.050 Uiso 1 1 calc R . . H9C H 0.4829 0.1858 0.7286 0.050 Uiso 1 1 calc R . . C10 C 0.4266(2) 0.11280(11) 0.79441(18) 0.0355(8) Uani 1 1 d . . . H10A H 0.3631 0.1279 0.7694 0.053 Uiso 1 1 calc R . . H10B H 0.4421 0.1226 0.8450 0.053 Uiso 1 1 calc R . . H10C H 0.4129 0.0817 0.7933 0.053 Uiso 1 1 calc R . . C11 C 0.6881(2) 0.06429(9) 0.54297(15) 0.0258(6) Uani 1 1 d . . . H11 H 0.7367 0.0476 0.5806 0.031 Uiso 1 1 calc R . . C12 C 0.6610(3) 0.03527(11) 0.47645(17) 0.0397(8) Uani 1 1 d . . . H12A H 0.6173 0.0110 0.4882 0.060 Uiso 1 1 calc R . . H12B H 0.7275 0.0244 0.4621 0.060 Uiso 1 1 calc R . . H12C H 0.6208 0.0518 0.4363 0.060 Uiso 1 1 calc R . . C13 C 0.7506(2) 0.10351(11) 0.52347(17) 0.0346(8) Uani 1 1 d . . . H13A H 0.7058 0.1203 0.4857 0.052 Uiso 1 1 calc R . . H13B H 0.8156 0.0940 0.5055 0.052 Uiso 1 1 calc R . . H13C H 0.7706 0.1215 0.5667 0.052 Uiso 1 1 calc R . . C14 C 0.9741(2) 0.05996(9) 0.75375(15) 0.0208(6) Uani 1 1 d . . . C15 C 0.9880(2) 0.05433(9) 0.83005(15) 0.0229(6) Uani 1 1 d . . . C16 C 1.0878(2) 0.04097(10) 0.86608(17) 0.0308(7) Uani 1 1 d . . . H16 H 1.0973 0.0364 0.9171 0.037 Uiso 1 1 calc R . . C17 C 1.1733(2) 0.03416(10) 0.82939(19) 0.0360(8) Uani 1 1 d . . . H17 H 1.2412 0.0258 0.8552 0.043 Uiso 1 1 calc R . . C18 C 1.1595(2) 0.03954(10) 0.75516(18) 0.0318(7) Uani 1 1 d . . . H18 H 1.2184 0.0345 0.7302 0.038 Uiso 1 1 calc R . . C19 C 1.0614(2) 0.05216(9) 0.71594(15) 0.0232(6) Uani 1 1 d . . . C20 C 0.8977(2) 0.06495(10) 0.87212(15) 0.0275(7) Uani 1 1 d . . . H20 H 0.8283 0.0595 0.8393 0.033 Uiso 1 1 calc R . . C21 C 0.9001(3) 0.11233(11) 0.89343(19) 0.0418(9) Uani 1 1 d . . . H21A H 0.9641 0.1180 0.9294 0.063 Uiso 1 1 calc R . . H21B H 0.8357 0.1193 0.9144 0.063 Uiso 1 1 calc R . . H21C H 0.9022 0.1302 0.8503 0.063 Uiso 1 1 calc R . . C22 C 0.8985(3) 0.03728(12) 0.94058(17) 0.0431(9) Uani 1 1 d . . . H22A H 0.9613 0.0447 0.9765 0.065 Uiso 1 1 calc R . . H22B H 0.9019 0.0067 0.9278 0.065 Uiso 1 1 calc R . . H22C H 0.8330 0.0427 0.9611 0.065 Uiso 1 1 calc R . . C23 C 1.0481(2) 0.05875(10) 0.63456(16) 0.0282(7) Uani 1 1 d . . . H23 H 0.9705 0.0545 0.6145 0.034 Uiso 1 1 calc R . . C24 C 1.0782(3) 0.10455(11) 0.61589(19) 0.0414(8) Uani 1 1 d . . . H24A H 1.0329 0.1251 0.6371 0.062 Uiso 1 1 calc R . . H24B H 1.0671 0.1081 0.5630 0.062 Uiso 1 1 calc R . . H24C H 1.1537 0.1099 0.6356 0.062 Uiso 1 1 calc R . . C25 C 1.1131(3) 0.02635(11) 0.59638(19) 0.0420(9) Uani 1 1 d . . . H25A H 1.1899 0.0323 0.6100 0.063 Uiso 1 1 calc R . . H25B H 1.0929 0.0291 0.5436 0.063 Uiso 1 1 calc R . . H25C H 1.0978 -0.0030 0.6112 0.063 Uiso 1 1 calc R . . C26 C 0.6489(2) 0.01140(9) 0.74053(15) 0.0226(6) Uani 1 1 d . . . H26 H 0.6161 0.0402 0.7470 0.027 Uiso 1 1 calc R . . C27 C 0.6615(2) -0.00988(10) 0.81603(16) 0.0301(7) Uani 1 1 d . . . H27A H 0.6815 -0.0406 0.8122 0.036 Uiso 1 1 calc R . . H27B H 0.7195 0.0047 0.8493 0.036 Uiso 1 1 calc R . . C28 C 0.5561(2) -0.00654(11) 0.84632(17) 0.0327(7) Uani 1 1 d . . . H28A H 0.5642 -0.0208 0.8944 0.039 Uiso 1 1 calc R . . H28B H 0.5389 0.0242 0.8530 0.039 Uiso 1 1 calc R . . C29 C 0.4648(2) -0.02758(11) 0.79528(17) 0.0336(7) Uani 1 1 d . . . H29A H 0.3965 -0.0222 0.8135 0.040 Uiso 1 1 calc R . . H29B H 0.4766 -0.0591 0.7951 0.040 Uiso 1 1 calc R . . C30 C 0.4559(2) -0.01058(11) 0.71797(17) 0.0346(8) Uani 1 1 d . . . H30A H 0.4318 0.0198 0.7167 0.042 Uiso 1 1 calc R . . H30B H 0.4011 -0.0275 0.6859 0.042 Uiso 1 1 calc R . . C31 C 0.5631(2) -0.01333(10) 0.68915(16) 0.0298(7) Uani 1 1 d . . . H31A H 0.5848 -0.0439 0.6862 0.036 Uiso 1 1 calc R . . H31B H 0.5553 -0.0007 0.6398 0.036 Uiso 1 1 calc R . . C32 C 0.7795(3) -0.04260(10) 0.63249(17) 0.0319(7) Uani 1 1 d . . . H32A H 0.7261 -0.0624 0.6483 0.038 Uiso 1 1 calc R . . H32B H 0.7430 -0.0252 0.5913 0.038 Uiso 1 1 calc R . . C33 C 0.8255(2) -0.01278(9) 0.69553(15) 0.0238(6) Uani 1 1 d . . . H33 H 0.8863 0.0029 0.6787 0.029 Uiso 1 1 calc R . . C34 C 0.8767(2) -0.04083(10) 0.75925(17) 0.0295(7) Uani 1 1 d . . . H34A H 0.8222 -0.0606 0.7738 0.035 Uiso 1 1 calc R . . H34B H 0.9041 -0.0223 0.8014 0.035 Uiso 1 1 calc R . . C35 C 0.9693(2) -0.06709(10) 0.73693(18) 0.0345(8) Uani 1 1 d . . . H35A H 1.0259 -0.0472 0.7257 0.041 Uiso 1 1 calc R . . H35B H 1.0010 -0.0857 0.7779 0.041 Uiso 1 1 calc R . . C36 C 0.9305(3) -0.09500(10) 0.67065(19) 0.0390(8) Uani 1 1 d . . . H36A H 0.9929 -0.1092 0.6545 0.047 Uiso 1 1 calc R . . H36B H 0.8825 -0.1178 0.6842 0.047 Uiso 1 1 calc R . . C37 C 0.8707(3) -0.06861(11) 0.60845(18) 0.0375(8) Uani 1 1 d . . . H37A H 0.8409 -0.0881 0.5683 0.045 Uiso 1 1 calc R . . H37B H 0.9215 -0.0487 0.5900 0.045 Uiso 1 1 calc R . . C38 C 0.8813(2) 0.25303(9) 0.68033(14) 0.0179(6) Uani 1 1 d . . . C39 C 1.0595(2) 0.22387(8) 0.67093(15) 0.0195(6) Uani 1 1 d . . . C40 C 1.0720(2) 0.22808(9) 0.59682(16) 0.0234(6) Uani 1 1 d . . . C41 C 1.1749(2) 0.22451(10) 0.57914(17) 0.0305(7) Uani 1 1 d . . . H41 H 1.1844 0.2272 0.5298 0.037 Uiso 1 1 calc R . . C42 C 1.2636(2) 0.21715(11) 0.63149(18) 0.0355(8) Uani 1 1 d . . . H42 H 1.3329 0.2148 0.6181 0.043 Uiso 1 1 calc R . . C43 C 1.2508(2) 0.21330(10) 0.70352(17) 0.0307(7) Uani 1 1 d . . . H43 H 1.3119 0.2088 0.7396 0.037 Uiso 1 1 calc R . . C44 C 1.1497(2) 0.21592(9) 0.72400(15) 0.0227(6) Uani 1 1 d . . . C45 C 0.9764(2) 0.23496(10) 0.53724(15) 0.0253(6) Uani 1 1 d . . . H45 H 0.9251 0.2544 0.5575 0.030 Uiso 1 1 calc R . . C46 C 0.9172(3) 0.19282(12) 0.5157(2) 0.0484(10) Uani 1 1 d . . . H46A H 0.9640 0.1735 0.4934 0.073 Uiso 1 1 calc R . . H46B H 0.8522 0.1989 0.4809 0.073 Uiso 1 1 calc R . . H46C H 0.8974 0.1791 0.5590 0.073 Uiso 1 1 calc R . . C47 C 1.0051(3) 0.25697(12) 0.46935(17) 0.0400(8) Uani 1 1 d . . . H47A H 1.0473 0.2830 0.4836 0.060 Uiso 1 1 calc R . . H47B H 0.9392 0.2649 0.4368 0.060 Uiso 1 1 calc R . . H47C H 1.0473 0.2372 0.4442 0.060 Uiso 1 1 calc R . . C48 C 1.1365(2) 0.20835(9) 0.80253(15) 0.0252(6) Uani 1 1 d . . . H48 H 1.0705 0.2239 0.8114 0.030 Uiso 1 1 calc R . . C49 C 1.1203(3) 0.16035(10) 0.81598(18) 0.0373(8) Uani 1 1 d . . . H49A H 1.0602 0.1495 0.7808 0.056 Uiso 1 1 calc R . . H49B H 1.1046 0.1562 0.8654 0.056 Uiso 1 1 calc R . . H49C H 1.1857 0.1445 0.8104 0.056 Uiso 1 1 calc R . . C50 C 1.2308(3) 0.22466(11) 0.85796(18) 0.0407(8) Uani 1 1 d . . . H50A H 1.2947 0.2074 0.8544 0.061 Uiso 1 1 calc R . . H50B H 1.2129 0.2221 0.9071 0.061 Uiso 1 1 calc R . . H50C H 1.2450 0.2549 0.8479 0.061 Uiso 1 1 calc R . . C51 C 0.6906(2) 0.26010(8) 0.69092(14) 0.0180(6) Uani 1 1 d . . . C52 C 0.6847(2) 0.27360(9) 0.76272(15) 0.0205(6) Uani 1 1 d . . . C53 C 0.5890(2) 0.29101(9) 0.77798(16) 0.0270(7) Uani 1 1 d . . . H53 H 0.5845 0.3000 0.8261 0.032 Uiso 1 1 calc R . . C54 C 0.5008(2) 0.29547(10) 0.72462(17) 0.0322(7) Uani 1 1 d . . . H54 H 0.4364 0.3076 0.7359 0.039 Uiso 1 1 calc R . . C55 C 0.5065(2) 0.28213(10) 0.65456(17) 0.0283(7) Uani 1 1 d . . . H55 H 0.4455 0.2855 0.6179 0.034 Uiso 1 1 calc R . . C56 C 0.5996(2) 0.26384(9) 0.63638(15) 0.0216(6) Uani 1 1 d . . . C57 C 0.7795(2) 0.26755(9) 0.82385(15) 0.0244(6) Uani 1 1 d . . . H57 H 0.8468 0.2693 0.8020 0.029 Uiso 1 1 calc R . . C58 C 0.7862(3) 0.30198(10) 0.88351(16) 0.0322(7) Uani 1 1 d . . . H58A H 0.7806 0.3307 0.8612 0.048 Uiso 1 1 calc R . . H58B H 0.8549 0.2994 0.9160 0.048 Uiso 1 1 calc R . . H58C H 0.7273 0.2979 0.9113 0.048 Uiso 1 1 calc R . . C59 C 0.7764(3) 0.22310(10) 0.85900(17) 0.0352(8) Uani 1 1 d . . . H59A H 0.7139 0.2212 0.8840 0.053 Uiso 1 1 calc R . . H59B H 0.8421 0.2188 0.8941 0.053 Uiso 1 1 calc R . . H59C H 0.7714 0.2008 0.8214 0.053 Uiso 1 1 calc R . . C60 C 0.6021(2) 0.24654(9) 0.56031(15) 0.0255(6) Uani 1 1 d . . . H60 H 0.6771 0.2499 0.5501 0.031 Uiso 1 1 calc R . . C61 C 0.5755(3) 0.19862(10) 0.55653(18) 0.0354(8) Uani 1 1 d . . . H61A H 0.5014 0.1944 0.5646 0.053 Uiso 1 1 calc R . . H61B H 0.6244 0.1832 0.5940 0.053 Uiso 1 1 calc R . . H61C H 0.5837 0.1874 0.5085 0.053 Uiso 1 1 calc R . . C62 C 0.5279(3) 0.26999(11) 0.50043(17) 0.0408(8) Uani 1 1 d . . . H62A H 0.5380 0.2585 0.4530 0.061 Uiso 1 1 calc R . . H62B H 0.5447 0.3008 0.5025 0.061 Uiso 1 1 calc R . . H62C H 0.4532 0.2657 0.5072 0.061 Uiso 1 1 calc R . . C63 C 1.0043(2) 0.31308(9) 0.72322(15) 0.0214(6) Uani 1 1 d . . . H63 H 1.0334 0.2880 0.7537 0.026 Uiso 1 1 calc R . . C64 C 0.9819(2) 0.34800(10) 0.77716(16) 0.0280(7) Uani 1 1 d . . . H64A H 0.9638 0.3754 0.7510 0.034 Uiso 1 1 calc R . . H64B H 0.9199 0.3394 0.8004 0.034 Uiso 1 1 calc R . . C65 C 1.0806(3) 0.35445(12) 0.83530(18) 0.0402(8) Uani 1 1 d . . . H65A H 1.0657 0.3773 0.8694 0.048 Uiso 1 1 calc R . . H65B H 1.0960 0.3274 0.8633 0.048 Uiso 1 1 calc R . . C66 C 1.1785(3) 0.36707(11) 0.80122(18) 0.0387(8) Uani 1 1 d . . . H66A H 1.1676 0.3963 0.7800 0.046 Uiso 1 1 calc R . . H66B H 1.2427 0.3679 0.8394 0.046 Uiso 1 1 calc R . . C67 C 1.1975(2) 0.33547(10) 0.74254(17) 0.0319(7) Uani 1 1 d . . . H67A H 1.2200 0.3074 0.7653 0.038 Uiso 1 1 calc R . . H67B H 1.2567 0.3463 0.7183 0.038 Uiso 1 1 calc R . . C68 C 1.0977(2) 0.32883(10) 0.68559(16) 0.0261(7) Uani 1 1 d . . . H68A H 1.1128 0.3073 0.6494 0.031 Uiso 1 1 calc R . . H68B H 1.0778 0.3563 0.6599 0.031 Uiso 1 1 calc R . . C69 C 0.8333(2) 0.32482(9) 0.62661(15) 0.0208(6) Uani 1 1 d . . . H69 H 0.7809 0.3048 0.5977 0.025 Uiso 1 1 calc R . . C70 C 0.8891(2) 0.34864(10) 0.57088(15) 0.0279(7) Uani 1 1 d . . . H70A H 0.9337 0.3723 0.5952 0.033 Uiso 1 1 calc R . . H70B H 0.9366 0.3285 0.5498 0.033 Uiso 1 1 calc R . . C71 C 0.8050(3) 0.36713(11) 0.51037(17) 0.0354(8) Uani 1 1 d . . . H71A H 0.8417 0.3826 0.4748 0.042 Uiso 1 1 calc R . . H71B H 0.7631 0.3432 0.4846 0.042 Uiso 1 1 calc R . . C72 C 0.7296(3) 0.39790(10) 0.54058(17) 0.0372(8) Uani 1 1 d . . . H72A H 0.6721 0.4070 0.5010 0.045 Uiso 1 1 calc R . . H72B H 0.7697 0.4239 0.5598 0.045 Uiso 1 1 calc R . . C73 C 0.6796(2) 0.37686(10) 0.60085(17) 0.0321(7) Uani 1 1 d . . . H73A H 0.6307 0.3536 0.5799 0.038 Uiso 1 1 calc R . . H73B H 0.6365 0.3985 0.6225 0.038 Uiso 1 1 calc R . . C74 C 0.7645(2) 0.35803(9) 0.66066(15) 0.0244(6) Uani 1 1 d . . . H74A H 0.7290 0.3439 0.6981 0.029 Uiso 1 1 calc R . . H74B H 0.8108 0.3814 0.6843 0.029 Uiso 1 1 calc R . . C75 C 1.1451(4) 0.37064(14) 0.4880(2) 0.0574(11) Uani 1 1 d . . . H75 H 1.1043 0.3532 0.4519 0.069 Uiso 1 1 calc R . . C76 C 1.2353(4) 0.35427(13) 0.5301(2) 0.0553(11) Uani 1 1 d . . . H76 H 1.2569 0.3255 0.5230 0.066 Uiso 1 1 calc R . . C77 C 1.2944(3) 0.37943(14) 0.5825(2) 0.0541(10) Uani 1 1 d . . . H77 H 1.3568 0.3680 0.6115 0.065 Uiso 1 1 calc R . . C78 C 1.2631(4) 0.42120(14) 0.5930(2) 0.0571(11) Uani 1 1 d . . . H78 H 1.3035 0.4387 0.6293 0.068 Uiso 1 1 calc R . . C79 C 1.1727(4) 0.43740(14) 0.5504(2) 0.0592(11) Uani 1 1 d . . . H79 H 1.1509 0.4662 0.5572 0.071 Uiso 1 1 calc R . . C80 C 1.1142(3) 0.41221(15) 0.4981(2) 0.0570(11) Uani 1 1 d . . . H80 H 1.0520 0.4236 0.4688 0.068 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sm1 0.01922(8) 0.01680(9) 0.06182(12) 0.00370(8) 0.00436(7) -0.00083(7) N1 0.0152(11) 0.0173(12) 0.0223(12) 0.0005(9) 0.0032(9) -0.0004(9) N2 0.0186(12) 0.0173(12) 0.0217(12) 0.0000(10) 0.0032(9) 0.0004(9) N3 0.0195(11) 0.0153(12) 0.0262(13) 0.0012(10) 0.0057(10) 0.0001(9) N4 0.0121(11) 0.0201(13) 0.0241(12) -0.0003(10) 0.0031(9) -0.0004(9) N5 0.0151(11) 0.0197(13) 0.0213(12) 0.0004(10) 0.0019(9) 0.0007(9) N6 0.0175(11) 0.0173(12) 0.0215(12) 0.0009(9) 0.0005(9) -0.0005(9) C1 0.0226(15) 0.0192(15) 0.0153(14) 0.0004(11) 0.0043(11) 0.0000(11) C2 0.0169(14) 0.0149(15) 0.0285(16) 0.0025(12) 0.0003(11) -0.0016(11) C3 0.0209(14) 0.0207(16) 0.0288(16) 0.0034(12) 0.0039(12) -0.0004(12) C4 0.0162(15) 0.0357(19) 0.044(2) 0.0012(15) 0.0023(13) 0.0009(13) C5 0.0198(16) 0.046(2) 0.043(2) 0.0042(16) -0.0084(14) -0.0013(14) C6 0.0299(17) 0.0334(19) 0.0286(17) -0.0001(14) -0.0044(13) -0.0060(14) C7 0.0245(15) 0.0178(15) 0.0268(16) 0.0007(12) 0.0030(12) -0.0023(12) C8 0.0190(14) 0.0281(17) 0.0331(17) -0.0005(13) 0.0066(13) 0.0015(12) C9 0.0271(16) 0.0306(19) 0.044(2) -0.0063(14) 0.0101(14) -0.0025(13) C10 0.0308(17) 0.036(2) 0.043(2) -0.0024(15) 0.0175(15) -0.0007(14) C11 0.0308(16) 0.0256(17) 0.0214(15) 0.0003(12) 0.0052(12) 0.0025(13) C12 0.050(2) 0.039(2) 0.0297(18) -0.0104(15) 0.0024(15) 0.0065(16) C13 0.0335(18) 0.041(2) 0.0320(18) 0.0010(15) 0.0119(14) -0.0017(15) C14 0.0172(14) 0.0142(14) 0.0301(16) -0.0002(12) 0.0012(12) 0.0004(11) C15 0.0247(15) 0.0214(16) 0.0221(15) -0.0018(12) 0.0019(12) -0.0003(12) C16 0.0311(17) 0.0291(18) 0.0287(17) -0.0006(13) -0.0063(13) 0.0033(14) C17 0.0218(16) 0.034(2) 0.048(2) -0.0012(15) -0.0070(14) 0.0087(14) C18 0.0189(15) 0.0329(19) 0.044(2) -0.0038(15) 0.0050(13) 0.0061(13) C19 0.0200(14) 0.0192(16) 0.0305(16) -0.0020(12) 0.0044(12) 0.0002(12) C20 0.0254(16) 0.0344(18) 0.0224(15) -0.0020(13) 0.0031(12) -0.0002(13) C21 0.046(2) 0.044(2) 0.040(2) -0.0094(16) 0.0201(17) 0.0048(17) C22 0.047(2) 0.053(2) 0.0300(18) 0.0061(16) 0.0081(16) -0.0048(17) C23 0.0216(15) 0.0342(18) 0.0299(16) -0.0007(13) 0.0075(13) 0.0035(13) C24 0.043(2) 0.038(2) 0.045(2) 0.0082(16) 0.0142(16) 0.0028(16) C25 0.047(2) 0.045(2) 0.039(2) -0.0009(16) 0.0208(16) 0.0098(17) C26 0.0207(14) 0.0204(16) 0.0270(16) 0.0006(12) 0.0052(12) -0.0030(12) C27 0.0302(17) 0.0319(19) 0.0286(17) 0.0065(13) 0.0058(13) -0.0041(13) C28 0.0354(18) 0.0366(19) 0.0281(17) 0.0016(14) 0.0115(14) -0.0043(14) C29 0.0332(17) 0.0337(19) 0.0374(18) -0.0014(14) 0.0161(14) -0.0062(14) C30 0.0267(16) 0.040(2) 0.0381(19) -0.0048(15) 0.0066(14) -0.0117(14) C31 0.0293(16) 0.0317(18) 0.0293(17) -0.0019(13) 0.0073(13) -0.0098(13) C32 0.0353(18) 0.0234(17) 0.0360(18) -0.0044(14) 0.0028(14) 0.0054(14) C33 0.0231(15) 0.0172(15) 0.0310(17) 0.0000(12) 0.0043(12) 0.0034(12) C34 0.0315(17) 0.0226(17) 0.0333(17) 0.0014(13) 0.0020(13) 0.0043(13) C35 0.0294(17) 0.0268(18) 0.046(2) 0.0065(15) 0.0022(15) 0.0084(14) C36 0.0383(19) 0.0262(19) 0.054(2) -0.0028(16) 0.0132(16) 0.0083(15) C37 0.045(2) 0.0289(19) 0.0397(19) -0.0089(15) 0.0091(16) 0.0045(15) C38 0.0185(14) 0.0192(15) 0.0156(14) -0.0002(11) 0.0017(11) -0.0009(11) C39 0.0167(13) 0.0155(15) 0.0264(15) -0.0027(11) 0.0041(11) 0.0012(11) C40 0.0207(14) 0.0201(16) 0.0297(16) -0.0024(12) 0.0050(12) -0.0014(12) C41 0.0276(16) 0.0350(19) 0.0314(17) -0.0018(14) 0.0122(14) 0.0014(14) C42 0.0197(15) 0.044(2) 0.045(2) -0.0008(16) 0.0134(14) 0.0034(14) C43 0.0167(14) 0.0334(18) 0.0407(19) 0.0010(14) 0.0003(13) 0.0034(13) C44 0.0183(14) 0.0195(15) 0.0294(16) -0.0006(12) 0.0014(12) 0.0015(11) C45 0.0252(15) 0.0294(17) 0.0213(15) -0.0015(12) 0.0038(12) 0.0016(13) C46 0.051(2) 0.042(2) 0.046(2) -0.0019(17) -0.0114(18) -0.0136(18) C47 0.0375(19) 0.055(2) 0.0292(18) 0.0066(16) 0.0097(15) 0.0053(16) C48 0.0196(14) 0.0257(17) 0.0289(16) 0.0018(13) -0.0009(12) 0.0031(12) C49 0.0359(18) 0.0344(19) 0.0404(19) 0.0057(16) 0.0029(15) -0.0069(15) C50 0.043(2) 0.041(2) 0.0320(19) 0.0076(15) -0.0095(15) -0.0094(16) C51 0.0170(13) 0.0139(14) 0.0241(15) 0.0026(11) 0.0065(11) -0.0005(11) C52 0.0205(14) 0.0189(15) 0.0224(15) 0.0019(12) 0.0042(11) -0.0029(11) C53 0.0300(16) 0.0244(17) 0.0290(16) 0.0009(13) 0.0120(13) 0.0033(13) C54 0.0215(15) 0.0356(19) 0.0412(19) 0.0016(15) 0.0100(14) 0.0076(13) C55 0.0167(14) 0.0293(17) 0.0371(18) 0.0029(14) -0.0017(13) 0.0047(12) C56 0.0184(14) 0.0189(15) 0.0274(16) 0.0023(12) 0.0032(12) 0.0001(11) C57 0.0249(15) 0.0264(17) 0.0224(15) -0.0005(12) 0.0053(12) -0.0004(12) C58 0.0351(17) 0.0360(19) 0.0261(17) -0.0048(14) 0.0065(14) -0.0055(14) C59 0.0355(18) 0.0327(19) 0.0329(18) 0.0049(14) -0.0083(14) -0.0003(15) C60 0.0222(15) 0.0277(17) 0.0254(16) 0.0023(13) -0.0001(12) 0.0005(12) C61 0.0413(19) 0.0306(19) 0.0339(18) -0.0061(14) 0.0052(15) 0.0000(15) C62 0.047(2) 0.040(2) 0.0305(18) -0.0002(15) -0.0087(15) 0.0018(16) C63 0.0184(14) 0.0203(16) 0.0246(15) 0.0018(12) 0.0007(11) -0.0025(11) C64 0.0271(16) 0.0290(18) 0.0282(16) -0.0055(13) 0.0057(13) -0.0067(13) C65 0.0403(19) 0.044(2) 0.0333(19) -0.0110(15) -0.0033(15) -0.0060(16) C66 0.0301(18) 0.035(2) 0.046(2) -0.0028(16) -0.0099(15) -0.0075(15) C67 0.0212(15) 0.0270(18) 0.046(2) 0.0075(14) 0.0022(13) -0.0030(13) C68 0.0214(15) 0.0253(17) 0.0321(17) 0.0007(13) 0.0062(13) -0.0033(12) C69 0.0202(14) 0.0197(15) 0.0211(15) 0.0012(11) -0.0005(11) -0.0007(11) C70 0.0336(17) 0.0244(17) 0.0257(16) 0.0053(13) 0.0047(13) -0.0004(13) C71 0.046(2) 0.0324(19) 0.0265(17) 0.0066(14) 0.0016(15) 0.0009(15) C72 0.044(2) 0.0285(19) 0.0334(18) 0.0075(14) -0.0103(15) 0.0033(15) C73 0.0327(17) 0.0232(17) 0.0381(18) -0.0033(14) -0.0014(14) 0.0084(13) C74 0.0263(15) 0.0204(16) 0.0259(16) 0.0012(12) 0.0016(12) 0.0023(12) C75 0.068(3) 0.056(3) 0.050(2) 0.002(2) 0.016(2) -0.022(2) C76 0.076(3) 0.046(2) 0.050(2) 0.0015(19) 0.029(2) -0.003(2) C77 0.064(3) 0.061(3) 0.040(2) 0.010(2) 0.020(2) 0.002(2) C78 0.071(3) 0.063(3) 0.039(2) -0.006(2) 0.013(2) -0.008(2) C79 0.074(3) 0.054(3) 0.054(3) 0.000(2) 0.024(2) 0.001(2) C80 0.053(2) 0.068(3) 0.051(3) 0.013(2) 0.015(2) -0.007(2) _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 Sm1 N1 2.529(2) . ? Sm1 N4 2.530(2) . ? Sm1 N2 2.554(2) . ? Sm1 N5 2.570(2) . ? N1 C1 1.355(3) . ? N1 C2 1.416(3) . ? N2 C1 1.344(3) . ? N2 C14 1.421(3) . ? N3 C1 1.399(3) . ? N3 C33 1.484(3) . ? N3 C26 1.488(3) . ? N4 C38 1.348(3) . ? N4 C39 1.417(3) . ? N5 C38 1.342(3) . ? N5 C51 1.419(3) . ? N6 C38 1.401(3) . ? N6 C69 1.481(3) . ? N6 C63 1.483(3) . ? C2 C7 1.416(4) . ? C2 C3 1.417(4) . ? C3 C4 1.392(4) . ? C3 C8 1.515(4) . ? C4 C5 1.375(5) . ? C5 C6 1.386(4) . ? C6 C7 1.391(4) . ? C7 C11 1.524(4) . ? C8 C9 1.529(4) . ? C8 C10 1.540(4) . ? C11 C13 1.526(4) . ? C11 C12 1.527(4) . ? C14 C15 1.416(4) . ? C14 C19 1.420(4) . ? C15 C16 1.393(4) . ? C15 C20 1.519(4) . ? C16 C17 1.382(4) . ? C17 C18 1.377(5) . ? C18 C19 1.391(4) . ? C19 C23 1.513(4) . ? C20 C21 1.522(4) . ? C20 C22 1.537(4) . ? C23 C24 1.525(4) . ? C23 C25 1.541(4) . ? C26 C31 1.533(4) . ? C26 C27 1.540(4) . ? C27 C28 1.529(4) . ? C28 C29 1.520(4) . ? C29 C30 1.522(4) . ? C30 C31 1.536(4) . ? C32 C37 1.530(4) . ? C32 C33 1.536(4) . ? C33 C34 1.530(4) . ? C34 C35 1.536(4) . ? C35 C36 1.525(5) . ? C36 C37 1.519(5) . ? C39 C44 1.407(4) . ? C39 C40 1.421(4) . ? C40 C41 1.394(4) . ? C40 C45 1.521(4) . ? C41 C42 1.382(4) . ? C42 C43 1.383(4) . ? C43 C44 1.391(4) . ? C44 C48 1.517(4) . ? C45 C46 1.528(4) . ? C45 C47 1.531(4) . ? C48 C49 1.530(4) . ? C48 C50 1.533(4) . ? C51 C56 1.413(4) . ? C51 C52 1.416(4) . ? C52 C53 1.393(4) . ? C52 C57 1.527(4) . ? C53 C54 1.377(4) . ? C54 C55 1.383(4) . ? C55 C56 1.395(4) . ? C56 C60 1.521(4) . ? C57 C59 1.530(4) . ? C57 C58 1.535(4) . ? C60 C61 1.524(4) . ? C60 C62 1.524(4) . ? C63 C64 1.534(4) . ? C63 C68 1.544(4) . ? C64 C65 1.529(4) . ? C65 C66 1.527(5) . ? C66 C67 1.516(5) . ? C67 C68 1.527(4) . ? C69 C70 1.534(4) . ? C69 C74 1.547(4) . ? C70 C71 1.532(4) . ? C71 C72 1.519(5) . ? C72 C73 1.520(4) . ? C73 C74 1.534(4) . ? C75 C80 1.369(6) . ? C75 C76 1.374(6) . ? C76 C77 1.375(6) . ? C77 C78 1.378(6) . ? C78 C79 1.378(6) . ? C79 C80 1.371(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Sm1 N4 168.87(7) . . ? N1 Sm1 N2 52.55(7) . . ? N4 Sm1 N2 128.13(7) . . ? N1 Sm1 N5 124.74(7) . . ? N4 Sm1 N5 52.18(7) . . ? N2 Sm1 N5 169.85(7) . . ? C1 N1 C2 124.6(2) . . ? C1 N1 Sm1 97.46(16) . . ? C2 N1 Sm1 130.73(17) . . ? C1 N2 C14 127.8(2) . . ? C1 N2 Sm1 96.68(16) . . ? C14 N2 Sm1 126.95(17) . . ? C1 N3 C33 119.1(2) . . ? C1 N3 C26 117.8(2) . . ? C33 N3 C26 123.1(2) . . ? C38 N4 C39 125.2(2) . . ? C38 N4 Sm1 98.00(15) . . ? C39 N4 Sm1 131.59(17) . . ? C38 N5 C51 125.6(2) . . ? C38 N5 Sm1 96.38(16) . . ? C51 N5 Sm1 126.86(16) . . ? C38 N6 C69 118.5(2) . . ? C38 N6 C63 118.2(2) . . ? C69 N6 C63 123.2(2) . . ? N2 C1 N1 113.0(2) . . ? N2 C1 N3 124.3(2) . . ? N1 C1 N3 122.7(2) . . ? N1 C2 C7 122.0(2) . . ? N1 C2 C3 117.9(2) . . ? C7 C2 C3 119.5(2) . . ? C4 C3 C2 119.0(3) . . ? C4 C3 C8 120.5(3) . . ? C2 C3 C8 120.5(2) . . ? C5 C4 C3 121.7(3) . . ? C4 C5 C6 119.4(3) . . ? C5 C6 C7 121.5(3) . . ? C6 C7 C2 118.9(3) . . ? C6 C7 C11 120.5(3) . . ? C2 C7 C11 120.5(2) . . ? C3 C8 C9 110.0(2) . . ? C3 C8 C10 114.2(2) . . ? C9 C8 C10 109.4(2) . . ? C7 C11 C13 111.4(2) . . ? C7 C11 C12 113.7(3) . . ? C13 C11 C12 109.6(3) . . ? C15 C14 C19 119.7(2) . . ? C15 C14 N2 122.2(2) . . ? C19 C14 N2 117.5(2) . . ? C16 C15 C14 118.7(3) . . ? C16 C15 C20 120.7(3) . . ? C14 C15 C20 120.5(2) . . ? C17 C16 C15 121.6(3) . . ? C18 C17 C16 119.7(3) . . ? C17 C18 C19 121.5(3) . . ? C18 C19 C14 118.9(3) . . ? C18 C19 C23 120.8(3) . . ? C14 C19 C23 120.2(2) . . ? C15 C20 C21 111.0(2) . . ? C15 C20 C22 113.6(3) . . ? C21 C20 C22 109.0(3) . . ? C19 C23 C24 111.3(3) . . ? C19 C23 C25 113.1(3) . . ? C24 C23 C25 109.5(3) . . ? N3 C26 C31 117.0(2) . . ? N3 C26 C27 115.3(2) . . ? C31 C26 C27 108.5(2) . . ? C28 C27 C26 109.8(2) . . ? C29 C28 C27 110.9(3) . . ? C28 C29 C30 112.3(3) . . ? C29 C30 C31 112.0(3) . . ? C26 C31 C30 109.1(2) . . ? C37 C32 C33 109.3(3) . . ? N3 C33 C34 115.6(2) . . ? N3 C33 C32 115.1(2) . . ? C34 C33 C32 108.3(2) . . ? C33 C34 C35 109.7(2) . . ? C36 C35 C34 111.1(3) . . ? C37 C36 C35 111.7(3) . . ? C36 C37 C32 111.5(3) . . ? N5 C38 N4 113.0(2) . . ? N5 C38 N6 124.0(2) . . ? N4 C38 N6 123.0(2) . . ? C44 C39 N4 118.0(2) . . ? C44 C39 C40 119.8(2) . . ? N4 C39 C40 121.7(2) . . ? C41 C40 C39 118.3(3) . . ? C41 C40 C45 120.0(3) . . ? C39 C40 C45 121.7(2) . . ? C42 C41 C40 121.8(3) . . ? C41 C42 C43 119.6(3) . . ? C42 C43 C44 121.0(3) . . ? C43 C44 C39 119.5(3) . . ? C43 C44 C48 120.1(3) . . ? C39 C44 C48 120.4(2) . . ? C40 C45 C46 111.7(3) . . ? C40 C45 C47 113.7(2) . . ? C46 C45 C47 109.5(3) . . ? C44 C48 C49 110.3(2) . . ? C44 C48 C50 114.0(2) . . ? C49 C48 C50 108.7(2) . . ? C56 C51 C52 119.9(2) . . ? C56 C51 N5 117.8(2) . . ? C52 C51 N5 121.9(2) . . ? C53 C52 C51 119.0(3) . . ? C53 C52 C57 119.8(2) . . ? C51 C52 C57 121.1(2) . . ? C54 C53 C52 121.3(3) . . ? C53 C54 C55 119.7(3) . . ? C54 C55 C56 121.5(3) . . ? C55 C56 C51 118.6(3) . . ? C55 C56 C60 120.9(3) . . ? C51 C56 C60 120.5(2) . . ? C52 C57 C59 111.1(2) . . ? C52 C57 C58 113.7(2) . . ? C59 C57 C58 108.6(2) . . ? C56 C60 C61 110.5(2) . . ? C56 C60 C62 114.4(3) . . ? C61 C60 C62 109.1(3) . . ? N6 C63 C64 113.5(2) . . ? N6 C63 C68 118.0(2) . . ? C64 C63 C68 107.9(2) . . ? C65 C64 C63 110.1(2) . . ? C66 C65 C64 111.1(3) . . ? C67 C66 C65 111.4(3) . . ? C66 C67 C68 112.4(2) . . ? C67 C68 C63 109.4(2) . . ? N6 C69 C70 113.8(2) . . ? N6 C69 C74 117.6(2) . . ? C70 C69 C74 107.7(2) . . ? C71 C70 C69 109.9(2) . . ? C72 C71 C70 111.4(3) . . ? C71 C72 C73 111.2(3) . . ? C72 C73 C74 112.2(3) . . ? C73 C74 C69 109.2(2) . . ? C80 C75 C76 119.9(4) . . ? C75 C76 C77 120.2(4) . . ? C76 C77 C78 120.0(4) . . ? C77 C78 C79 119.4(4) . . ? C80 C79 C78 120.4(4) . . ? C75 C80 C79 120.1(4) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.426 _refine_diff_density_min -1.611 _refine_diff_density_rms 0.066 # Attachment 'cmpd2.CIF' data_compound2 _database_code_depnum_ccdc_archive 'CCDC 619011' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C80 H118 Eu N6' _chemical_formula_weight 1315.76 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.631(3) _cell_length_b 30.988(6) _cell_length_c 18.627(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.16(3) _cell_angle_gamma 90.00 _cell_volume 7198(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow-orange' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.214 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2812 _exptl_absorpt_coefficient_mu 0.918 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.770 _exptl_absorpt_correction_T_max 0.837 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26259 _diffrn_reflns_av_R_equivalents 0.0232 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 26.00 _reflns_number_total 13989 _reflns_number_gt 12151 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. One molecule of benzene was located in the asymmetric unit and its carbon atoms refined anisotropically. The large electron density peak (2.891 e-/ang.3)and trough (-2.227 e-/ang.3) in the final difference map were located close to Eu(1). ; _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^)+(0.0124P)^2^+12.2407P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13989 _refine_ls_number_parameters 800 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0890 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Eu1 Eu 0.833544(11) 0.159270(4) 0.707809(10) 0.03420(6) Uani 1 1 d . . . N1 N 0.70464(15) 0.09635(7) 0.69301(11) 0.0192(4) Uani 1 1 d . . . N2 N 0.88045(15) 0.07939(7) 0.71438(11) 0.0195(4) Uani 1 1 d . . . N3 N 0.75103(16) 0.02132(7) 0.71340(11) 0.0204(4) Uani 1 1 d . . . N4 N 0.95620(15) 0.22167(7) 0.69180(11) 0.0198(4) Uani 1 1 d . . . N5 N 0.78020(15) 0.23723(7) 0.67322(11) 0.0182(4) Uani 1 1 d . . . N6 N 0.90540(16) 0.29671(7) 0.67651(11) 0.0197(4) Uani 1 1 d . . . C1 C 0.77874(19) 0.06474(8) 0.70715(13) 0.0184(5) Uani 1 1 d . . . C2 C 0.60252(19) 0.09141(8) 0.64958(14) 0.0204(5) Uani 1 1 d . . . C3 C 0.51149(19) 0.10577(8) 0.67851(15) 0.0236(5) Uani 1 1 d . . . C4 C 0.4117(2) 0.10633(10) 0.63382(16) 0.0325(7) Uani 1 1 d . . . H4 H 0.3506 0.1163 0.6528 0.039 Uiso 1 1 calc R . . C5 C 0.4005(2) 0.09271(11) 0.56272(17) 0.0384(7) Uani 1 1 d . . . H5 H 0.3319 0.0930 0.5331 0.046 Uiso 1 1 calc R . . C6 C 0.4893(2) 0.07851(10) 0.53439(16) 0.0329(6) Uani 1 1 d . . . H6 H 0.4808 0.0692 0.4852 0.040 Uiso 1 1 calc R . . C7 C 0.5909(2) 0.07761(8) 0.57640(14) 0.0243(6) Uani 1 1 d . . . C8 C 0.5231(2) 0.12261(9) 0.75592(15) 0.0266(6) Uani 1 1 d . . . H8 H 0.5876 0.1085 0.7846 0.032 Uiso 1 1 calc R . . C9 C 0.5429(2) 0.17113(9) 0.75681(17) 0.0335(7) Uani 1 1 d . . . H9A H 0.6086 0.1772 0.7368 0.050 Uiso 1 1 calc R . . H9B H 0.5509 0.1817 0.8069 0.050 Uiso 1 1 calc R . . H9C H 0.4821 0.1856 0.7273 0.050 Uiso 1 1 calc R . . C10 C 0.4262(2) 0.11273(10) 0.79402(18) 0.0369(7) Uani 1 1 d . . . H10A H 0.3627 0.1277 0.7687 0.055 Uiso 1 1 calc R . . H10B H 0.4413 0.1227 0.8446 0.055 Uiso 1 1 calc R . . H10C H 0.4130 0.0816 0.7931 0.055 Uiso 1 1 calc R . . C11 C 0.6887(2) 0.06450(9) 0.54305(14) 0.0265(6) Uani 1 1 d . . . H11 H 0.7373 0.0477 0.5806 0.032 Uiso 1 1 calc R . . C12 C 0.6618(3) 0.03574(11) 0.47597(17) 0.0425(8) Uani 1 1 d . . . H12A H 0.6190 0.0111 0.4876 0.064 Uiso 1 1 calc R . . H12B H 0.7283 0.0254 0.4611 0.064 Uiso 1 1 calc R . . H12C H 0.6207 0.0524 0.4362 0.064 Uiso 1 1 calc R . . C13 C 0.7507(2) 0.10394(10) 0.52369(17) 0.0358(7) Uani 1 1 d . . . H13A H 0.7060 0.1206 0.4856 0.054 Uiso 1 1 calc R . . H13B H 0.8161 0.0946 0.5060 0.054 Uiso 1 1 calc R . . H13C H 0.7700 0.1220 0.5670 0.054 Uiso 1 1 calc R . . C14 C 0.97388(19) 0.06023(8) 0.75385(14) 0.0208(5) Uani 1 1 d . . . C15 C 0.9880(2) 0.05440(8) 0.82992(14) 0.0236(5) Uani 1 1 d . . . C16 C 1.0875(2) 0.04097(9) 0.86611(16) 0.0308(6) Uani 1 1 d . . . H16 H 1.0969 0.0364 0.9172 0.037 Uiso 1 1 calc R . . C17 C 1.1730(2) 0.03410(10) 0.82949(17) 0.0358(7) Uani 1 1 d . . . H17 H 1.2408 0.0257 0.8554 0.043 Uiso 1 1 calc R . . C18 C 1.1595(2) 0.03952(9) 0.75510(17) 0.0327(7) Uani 1 1 d . . . H18 H 1.2183 0.0345 0.7301 0.039 Uiso 1 1 calc R . . C19 C 1.0609(2) 0.05219(8) 0.71593(15) 0.0245(6) Uani 1 1 d . . . C20 C 0.8979(2) 0.06489(9) 0.87232(15) 0.0297(6) Uani 1 1 d . . . H20 H 0.8286 0.0595 0.8395 0.036 Uiso 1 1 calc R . . C21 C 0.9005(3) 0.11256(11) 0.89365(18) 0.0424(8) Uani 1 1 d . . . H21A H 0.9642 0.1183 0.9298 0.064 Uiso 1 1 calc R . . H21B H 0.8359 0.1196 0.9143 0.064 Uiso 1 1 calc R . . H21C H 0.9028 0.1304 0.8505 0.064 Uiso 1 1 calc R . . C22 C 0.8983(3) 0.03740(12) 0.94037(17) 0.0444(8) Uani 1 1 d . . . H22A H 0.9601 0.0453 0.9768 0.067 Uiso 1 1 calc R . . H22B H 0.9030 0.0068 0.9278 0.067 Uiso 1 1 calc R . . H22C H 0.8320 0.0425 0.9602 0.067 Uiso 1 1 calc R . . C23 C 1.0479(2) 0.05869(9) 0.63455(15) 0.0298(6) Uani 1 1 d . . . H23 H 0.9704 0.0545 0.6143 0.036 Uiso 1 1 calc R . . C24 C 1.0784(3) 0.10470(10) 0.61634(18) 0.0409(7) Uani 1 1 d . . . H24A H 1.0342 0.1253 0.6385 0.061 Uiso 1 1 calc R . . H24B H 1.0661 0.1086 0.5635 0.061 Uiso 1 1 calc R . . H24C H 1.1542 0.1097 0.6354 0.061 Uiso 1 1 calc R . . C25 C 1.1126(3) 0.02630(11) 0.59683(18) 0.0430(8) Uani 1 1 d . . . H25A H 1.1893 0.0326 0.6099 0.064 Uiso 1 1 calc R . . H25B H 1.0916 0.0286 0.5440 0.064 Uiso 1 1 calc R . . H25C H 1.0983 -0.0030 0.6125 0.064 Uiso 1 1 calc R . . C26 C 0.6487(2) 0.01164(8) 0.74065(14) 0.0228(5) Uani 1 1 d . . . H26 H 0.6157 0.0404 0.7470 0.027 Uiso 1 1 calc R . . C27 C 0.6622(2) -0.00955(10) 0.81598(15) 0.0305(6) Uani 1 1 d . . . H27A H 0.6828 -0.0402 0.8123 0.037 Uiso 1 1 calc R . . H27B H 0.7198 0.0052 0.8493 0.037 Uiso 1 1 calc R . . C28 C 0.5565(2) -0.00647(10) 0.84600(16) 0.0325(6) Uani 1 1 d . . . H28A H 0.5647 -0.0207 0.8942 0.039 Uiso 1 1 calc R . . H28B H 0.5389 0.0243 0.8526 0.039 Uiso 1 1 calc R . . C29 C 0.4653(2) -0.02771(10) 0.79527(16) 0.0343(7) Uani 1 1 d . . . H29A H 0.3970 -0.0224 0.8136 0.041 Uiso 1 1 calc R . . H29B H 0.4773 -0.0593 0.7951 0.041 Uiso 1 1 calc R . . C30 C 0.4561(2) -0.01054(10) 0.71764(16) 0.0342(7) Uani 1 1 d . . . H30A H 0.4321 0.0199 0.7164 0.041 Uiso 1 1 calc R . . H30B H 0.4015 -0.0274 0.6854 0.041 Uiso 1 1 calc R . . C31 C 0.5636(2) -0.01332(10) 0.68918(15) 0.0307(6) Uani 1 1 d . . . H31A H 0.5855 -0.0439 0.6866 0.037 Uiso 1 1 calc R . . H31B H 0.5560 -0.0008 0.6397 0.037 Uiso 1 1 calc R . . C32 C 0.7793(2) -0.04223(9) 0.63224(16) 0.0320(6) Uani 1 1 d . . . H32A H 0.7432 -0.0247 0.5911 0.038 Uiso 1 1 calc R . . H32B H 0.7257 -0.0620 0.6477 0.038 Uiso 1 1 calc R . . C33 C 0.8251(2) -0.01264(8) 0.69550(14) 0.0239(6) Uani 1 1 d . . . H33 H 0.8858 0.0031 0.6788 0.029 Uiso 1 1 calc R . . C34 C 0.8766(2) -0.04084(9) 0.75895(15) 0.0287(6) Uani 1 1 d . . . H34A H 0.8222 -0.0606 0.7735 0.034 Uiso 1 1 calc R . . H34B H 0.9042 -0.0224 0.8012 0.034 Uiso 1 1 calc R . . C35 C 0.9690(2) -0.06715(10) 0.73676(17) 0.0360(7) Uani 1 1 d . . . H35A H 1.0255 -0.0473 0.7254 0.043 Uiso 1 1 calc R . . H35B H 1.0007 -0.0857 0.7778 0.043 Uiso 1 1 calc R . . C36 C 0.9299(3) -0.09518(10) 0.67060(18) 0.0396(7) Uani 1 1 d . . . H36A H 0.8815 -0.1179 0.6842 0.048 Uiso 1 1 calc R . . H36B H 0.9921 -0.1096 0.6545 0.048 Uiso 1 1 calc R . . C37 C 0.8705(3) -0.06843(10) 0.60809(17) 0.0387(7) Uani 1 1 d . . . H37A H 0.8406 -0.0879 0.5677 0.046 Uiso 1 1 calc R . . H37B H 0.9216 -0.0485 0.5899 0.046 Uiso 1 1 calc R . . C38 C 0.88086(18) 0.25268(8) 0.68010(13) 0.0177(5) Uani 1 1 d . . . C39 C 1.05862(19) 0.22374(8) 0.67033(14) 0.0207(5) Uani 1 1 d . . . C40 C 1.0713(2) 0.22815(8) 0.59670(14) 0.0239(5) Uani 1 1 d . . . C41 C 1.1742(2) 0.22453(9) 0.57921(16) 0.0310(6) Uani 1 1 d . . . H41 H 1.1836 0.2271 0.5298 0.037 Uiso 1 1 calc R . . C42 C 1.2631(2) 0.21737(10) 0.63163(18) 0.0372(7) Uani 1 1 d . . . H42 H 1.3324 0.2152 0.6183 0.045 Uiso 1 1 calc R . . C43 C 1.2501(2) 0.21346(9) 0.70317(16) 0.0308(6) Uani 1 1 d . . . H43 H 1.3113 0.2089 0.7392 0.037 Uiso 1 1 calc R . . C44 C 1.14914(19) 0.21602(8) 0.72390(14) 0.0231(5) Uani 1 1 d . . . C45 C 0.9756(2) 0.23492(9) 0.53699(14) 0.0271(6) Uani 1 1 d . . . H45 H 0.9242 0.2543 0.5571 0.033 Uiso 1 1 calc R . . C46 C 0.9171(3) 0.19267(11) 0.51576(19) 0.0488(9) Uani 1 1 d . . . H46A H 0.9642 0.1733 0.4937 0.073 Uiso 1 1 calc R . . H46B H 0.8522 0.1985 0.4808 0.073 Uiso 1 1 calc R . . H46C H 0.8973 0.1790 0.5592 0.073 Uiso 1 1 calc R . . C47 C 1.0043(3) 0.25663(12) 0.46933(16) 0.0416(8) Uani 1 1 d . . . H47A H 1.0471 0.2825 0.4835 0.062 Uiso 1 1 calc R . . H47B H 0.9384 0.2648 0.4369 0.062 Uiso 1 1 calc R . . H47C H 1.0457 0.2366 0.4441 0.062 Uiso 1 1 calc R . . C48 C 1.1362(2) 0.20828(9) 0.80251(15) 0.0266(6) Uani 1 1 d . . . H48 H 1.0701 0.2238 0.8115 0.032 Uiso 1 1 calc R . . C49 C 1.1202(2) 0.16006(10) 0.81547(17) 0.0364(7) Uani 1 1 d . . . H49A H 1.0606 0.1492 0.7798 0.055 Uiso 1 1 calc R . . H49B H 1.1039 0.1557 0.8647 0.055 Uiso 1 1 calc R . . H49C H 1.1859 0.1444 0.8102 0.055 Uiso 1 1 calc R . . C50 C 1.2304(3) 0.22470(11) 0.85787(17) 0.0415(8) Uani 1 1 d . . . H50A H 1.2945 0.2076 0.8540 0.062 Uiso 1 1 calc R . . H50B H 1.2129 0.2219 0.9071 0.062 Uiso 1 1 calc R . . H50C H 1.2441 0.2551 0.8479 0.062 Uiso 1 1 calc R . . C51 C 0.69055(19) 0.25995(8) 0.69076(14) 0.0200(5) Uani 1 1 d . . . C52 C 0.68481(19) 0.27351(8) 0.76254(14) 0.0217(5) Uani 1 1 d . . . C53 C 0.5892(2) 0.29112(9) 0.77762(15) 0.0274(6) Uani 1 1 d . . . H53 H 0.5849 0.3003 0.8257 0.033 Uiso 1 1 calc R . . C54 C 0.5004(2) 0.29557(10) 0.72413(16) 0.0320(6) Uani 1 1 d . . . H54 H 0.4360 0.3078 0.7355 0.038 Uiso 1 1 calc R . . C55 C 0.5060(2) 0.28220(9) 0.65429(15) 0.0280(6) Uani 1 1 d . . . H55 H 0.4450 0.2855 0.6176 0.034 Uiso 1 1 calc R . . C56 C 0.59902(19) 0.26391(8) 0.63611(14) 0.0216(5) Uani 1 1 d . . . C57 C 0.7790(2) 0.26733(9) 0.82363(14) 0.0252(6) Uani 1 1 d . . . H57 H 0.8464 0.2689 0.8019 0.030 Uiso 1 1 calc R . . C58 C 0.7860(2) 0.30180(10) 0.88355(15) 0.0325(6) Uani 1 1 d . . . H58A H 0.7810 0.3306 0.8614 0.049 Uiso 1 1 calc R . . H58B H 0.8545 0.2990 0.9163 0.049 Uiso 1 1 calc R . . H58C H 0.7269 0.2978 0.9112 0.049 Uiso 1 1 calc R . . C59 C 0.7748(2) 0.22287(10) 0.85868(16) 0.0359(7) Uani 1 1 d . . . H59A H 0.7144 0.2218 0.8858 0.054 Uiso 1 1 calc R . . H59B H 0.8418 0.2176 0.8920 0.054 Uiso 1 1 calc R . . H59C H 0.7654 0.2007 0.8207 0.054 Uiso 1 1 calc R . . C60 C 0.6015(2) 0.24648(9) 0.56008(14) 0.0254(6) Uani 1 1 d . . . H60 H 0.6766 0.2497 0.5500 0.030 Uiso 1 1 calc R . . C61 C 0.5745(3) 0.19845(10) 0.55603(16) 0.0361(7) Uani 1 1 d . . . H61A H 0.5004 0.1943 0.5643 0.054 Uiso 1 1 calc R . . H61B H 0.6234 0.1829 0.5933 0.054 Uiso 1 1 calc R . . H61C H 0.5821 0.1874 0.5079 0.054 Uiso 1 1 calc R . . C62 C 0.5280(3) 0.27026(11) 0.50003(17) 0.0417(8) Uani 1 1 d . . . H62A H 0.5384 0.2588 0.4526 0.063 Uiso 1 1 calc R . . H62B H 0.5451 0.3011 0.5024 0.063 Uiso 1 1 calc R . . H62C H 0.4531 0.2661 0.5065 0.063 Uiso 1 1 calc R . . C63 C 1.00381(19) 0.31294(8) 0.72333(14) 0.0223(5) Uani 1 1 d . . . H63 H 1.0330 0.2878 0.7538 0.027 Uiso 1 1 calc R . . C64 C 0.9814(2) 0.34774(9) 0.77740(15) 0.0297(6) Uani 1 1 d . . . H64A H 0.9630 0.3752 0.7513 0.036 Uiso 1 1 calc R . . H64B H 0.9196 0.3390 0.8008 0.036 Uiso 1 1 calc R . . C65 C 1.0804(2) 0.35413(11) 0.83549(17) 0.0402(7) Uani 1 1 d . . . H65A H 1.0656 0.3769 0.8698 0.048 Uiso 1 1 calc R . . H65B H 1.0958 0.3270 0.8634 0.048 Uiso 1 1 calc R . . C66 C 1.1778(2) 0.36681(10) 0.80155(18) 0.0393(7) Uani 1 1 d . . . H66A H 1.1669 0.3961 0.7805 0.047 Uiso 1 1 calc R . . H66B H 1.2419 0.3676 0.8398 0.047 Uiso 1 1 calc R . . C67 C 1.1970(2) 0.33532(9) 0.74240(17) 0.0325(7) Uani 1 1 d . . . H67A H 1.2198 0.3072 0.7649 0.039 Uiso 1 1 calc R . . H67B H 1.2558 0.3463 0.7181 0.039 Uiso 1 1 calc R . . C68 C 1.0967(2) 0.32863(9) 0.68535(15) 0.0265(6) Uani 1 1 d . . . H68A H 1.1116 0.3070 0.6491 0.032 Uiso 1 1 calc R . . H68B H 1.0767 0.3561 0.6596 0.032 Uiso 1 1 calc R . . C69 C 0.8325(2) 0.32477(8) 0.62648(14) 0.0216(5) Uani 1 1 d . . . H69 H 0.7799 0.3048 0.5976 0.026 Uiso 1 1 calc R . . C70 C 0.8883(2) 0.34853(9) 0.57057(15) 0.0280(6) Uani 1 1 d . . . H70A H 0.9333 0.3721 0.5948 0.034 Uiso 1 1 calc R . . H70B H 0.9356 0.3283 0.5494 0.034 Uiso 1 1 calc R . . C71 C 0.8046(3) 0.36710(10) 0.51023(15) 0.0362(7) Uani 1 1 d . . . H71A H 0.8413 0.3826 0.4747 0.043 Uiso 1 1 calc R . . H71B H 0.7626 0.3432 0.4843 0.043 Uiso 1 1 calc R . . C72 C 0.7292(3) 0.39787(10) 0.54056(16) 0.0382(7) Uani 1 1 d . . . H72A H 0.6717 0.4070 0.5010 0.046 Uiso 1 1 calc R . . H72B H 0.7694 0.4240 0.5597 0.046 Uiso 1 1 calc R . . C73 C 0.6794(2) 0.37685(9) 0.60093(16) 0.0330(7) Uani 1 1 d . . . H73A H 0.6304 0.3535 0.5800 0.040 Uiso 1 1 calc R . . H73B H 0.6365 0.3986 0.6226 0.040 Uiso 1 1 calc R . . C74 C 0.7643(2) 0.35800(9) 0.66062(14) 0.0255(6) Uani 1 1 d . . . H74A H 0.7289 0.3438 0.6982 0.031 Uiso 1 1 calc R . . H74B H 0.8108 0.3814 0.6842 0.031 Uiso 1 1 calc R . . C75 C 1.1450(3) 0.37052(14) 0.4880(2) 0.0582(10) Uani 1 1 d . . . H75 H 1.1044 0.3530 0.4517 0.070 Uiso 1 1 calc R . . C76 C 1.2349(3) 0.35404(13) 0.5302(2) 0.0566(10) Uani 1 1 d . . . H76 H 1.2563 0.3251 0.5234 0.068 Uiso 1 1 calc R . . C77 C 1.2943(3) 0.37965(13) 0.5828(2) 0.0524(9) Uani 1 1 d . . . H77 H 1.3569 0.3684 0.6118 0.063 Uiso 1 1 calc R . . C78 C 1.2629(3) 0.42115(14) 0.5929(2) 0.0586(10) Uani 1 1 d . . . H78 H 1.3036 0.4386 0.6291 0.070 Uiso 1 1 calc R . . C79 C 1.1725(3) 0.43764(14) 0.5508(2) 0.0594(10) Uani 1 1 d . . . H79 H 1.1506 0.4664 0.5581 0.071 Uiso 1 1 calc R . . C80 C 1.1137(3) 0.41226(14) 0.4981(2) 0.0577(10) Uani 1 1 d . . . H80 H 1.0516 0.4236 0.4687 0.069 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Eu1 0.02029(8) 0.01690(8) 0.06450(12) 0.00391(7) 0.00391(6) -0.00089(5) N1 0.0155(10) 0.0177(10) 0.0241(11) -0.0003(9) 0.0023(8) -0.0001(8) N2 0.0169(10) 0.0192(11) 0.0225(11) 0.0014(9) 0.0034(8) 0.0007(8) N3 0.0195(10) 0.0170(10) 0.0251(11) 0.0009(9) 0.0045(8) -0.0001(8) N4 0.0148(10) 0.0206(11) 0.0242(11) 0.0016(9) 0.0032(8) 0.0014(8) N5 0.0146(9) 0.0206(11) 0.0191(10) -0.0010(8) 0.0017(8) 0.0005(8) N6 0.0181(10) 0.0177(11) 0.0224(11) 0.0007(9) 0.0001(8) 0.0005(8) C1 0.0220(12) 0.0176(12) 0.0166(12) -0.0024(10) 0.0064(9) 0.0001(10) C2 0.0186(12) 0.0162(12) 0.0255(13) 0.0021(10) 0.0005(10) -0.0014(9) C3 0.0195(12) 0.0210(13) 0.0302(14) 0.0024(11) 0.0035(10) -0.0005(10) C4 0.0174(13) 0.0366(17) 0.0424(17) 0.0002(14) 0.0012(12) 0.0005(11) C5 0.0202(14) 0.0473(19) 0.0435(18) 0.0037(15) -0.0081(12) -0.0035(13) C6 0.0334(15) 0.0329(16) 0.0292(15) 0.0008(13) -0.0050(12) -0.0052(12) C7 0.0247(13) 0.0195(13) 0.0277(14) 0.0018(11) 0.0005(11) -0.0018(10) C8 0.0186(12) 0.0285(15) 0.0336(15) -0.0006(12) 0.0070(11) 0.0012(11) C9 0.0278(14) 0.0312(16) 0.0432(18) -0.0051(13) 0.0103(13) -0.0020(12) C10 0.0308(15) 0.0379(17) 0.0461(19) -0.0027(14) 0.0181(13) -0.0003(13) C11 0.0306(14) 0.0285(15) 0.0201(13) -0.0006(11) 0.0028(11) 0.0024(11) C12 0.054(2) 0.0403(19) 0.0317(17) -0.0096(14) 0.0023(14) 0.0063(15) C13 0.0348(16) 0.0391(18) 0.0358(17) 0.0014(14) 0.0121(13) -0.0009(13) C14 0.0178(12) 0.0162(12) 0.0276(14) -0.0002(10) 0.0007(10) 0.0003(9) C15 0.0246(13) 0.0197(13) 0.0254(14) -0.0025(11) 0.0008(10) -0.0003(10) C16 0.0331(15) 0.0275(15) 0.0281(15) -0.0016(12) -0.0069(12) 0.0018(12) C17 0.0237(14) 0.0357(17) 0.0439(18) -0.0032(14) -0.0068(12) 0.0080(12) C18 0.0215(13) 0.0326(16) 0.0438(18) -0.0048(13) 0.0048(12) 0.0052(11) C19 0.0213(12) 0.0208(13) 0.0314(15) -0.0027(11) 0.0034(11) 0.0006(10) C20 0.0289(14) 0.0351(16) 0.0250(14) -0.0019(12) 0.0040(11) -0.0006(12) C21 0.0480(19) 0.0431(19) 0.0399(18) -0.0095(15) 0.0180(15) 0.0039(15) C22 0.0464(19) 0.057(2) 0.0294(17) 0.0054(15) 0.0047(14) -0.0066(16) C23 0.0239(13) 0.0337(16) 0.0335(16) -0.0017(13) 0.0100(11) 0.0030(11) C24 0.0440(18) 0.0349(17) 0.0466(19) 0.0077(15) 0.0154(15) 0.0016(14) C25 0.0498(19) 0.0445(19) 0.0393(18) -0.0047(15) 0.0216(15) 0.0087(15) C26 0.0227(12) 0.0194(13) 0.0266(14) 0.0017(11) 0.0047(10) -0.0021(10) C27 0.0289(14) 0.0331(16) 0.0298(15) 0.0049(12) 0.0052(12) -0.0033(12) C28 0.0353(15) 0.0364(17) 0.0282(15) 0.0019(13) 0.0120(12) -0.0034(13) C29 0.0318(15) 0.0339(16) 0.0404(17) -0.0004(13) 0.0156(13) -0.0067(12) C30 0.0259(14) 0.0409(18) 0.0358(16) -0.0043(14) 0.0050(12) -0.0127(12) C31 0.0290(14) 0.0335(16) 0.0300(15) -0.0026(12) 0.0063(12) -0.0110(12) C32 0.0367(15) 0.0237(15) 0.0340(16) -0.0049(12) 0.0003(12) 0.0052(12) C33 0.0240(13) 0.0172(13) 0.0308(15) -0.0006(11) 0.0050(11) 0.0021(10) C34 0.0312(14) 0.0218(14) 0.0323(15) 0.0028(12) 0.0030(12) 0.0057(11) C35 0.0331(15) 0.0284(16) 0.0451(18) 0.0034(13) 0.0017(13) 0.0094(12) C36 0.0408(17) 0.0256(16) 0.053(2) -0.0032(14) 0.0103(15) 0.0081(13) C37 0.0480(18) 0.0304(16) 0.0383(18) -0.0083(13) 0.0085(14) 0.0063(14) C38 0.0194(12) 0.0184(12) 0.0151(12) -0.0004(10) 0.0025(9) 0.0001(9) C39 0.0170(11) 0.0166(12) 0.0291(14) -0.0017(10) 0.0052(10) 0.0001(9) C40 0.0221(12) 0.0215(13) 0.0283(14) -0.0016(11) 0.0046(11) -0.0010(10) C41 0.0293(14) 0.0353(16) 0.0310(15) -0.0023(13) 0.0126(12) 0.0002(12) C42 0.0197(13) 0.0443(18) 0.0496(19) -0.0027(15) 0.0120(13) 0.0021(12) C43 0.0181(13) 0.0333(16) 0.0401(17) 0.0008(13) 0.0017(11) 0.0036(11) C44 0.0184(12) 0.0206(13) 0.0299(14) -0.0004(11) 0.0025(10) 0.0011(10) C45 0.0278(14) 0.0287(15) 0.0248(14) -0.0022(11) 0.0039(11) 0.0007(11) C46 0.051(2) 0.0415(19) 0.046(2) 0.0004(16) -0.0154(16) -0.0119(16) C47 0.0383(17) 0.058(2) 0.0287(16) 0.0062(15) 0.0064(13) 0.0060(15) C48 0.0214(13) 0.0273(14) 0.0293(15) 0.0021(12) -0.0012(11) 0.0029(11) C49 0.0361(16) 0.0329(17) 0.0394(17) 0.0056(14) 0.0031(13) -0.0052(13) C50 0.0446(18) 0.0403(18) 0.0340(17) 0.0066(14) -0.0107(14) -0.0114(14) C51 0.0168(11) 0.0169(12) 0.0262(14) 0.0028(10) 0.0036(10) 0.0007(9) C52 0.0208(12) 0.0209(13) 0.0232(13) 0.0015(10) 0.0032(10) 0.0000(10) C53 0.0297(14) 0.0259(14) 0.0283(15) -0.0007(12) 0.0099(11) 0.0026(11) C54 0.0216(13) 0.0341(16) 0.0422(17) 0.0017(13) 0.0105(12) 0.0081(11) C55 0.0170(12) 0.0299(15) 0.0356(16) 0.0038(12) -0.0009(11) 0.0041(11) C56 0.0189(12) 0.0202(13) 0.0248(13) 0.0013(10) 0.0010(10) -0.0017(10) C57 0.0245(13) 0.0299(15) 0.0213(13) 0.0005(11) 0.0040(10) -0.0019(11) C58 0.0364(15) 0.0363(17) 0.0250(15) -0.0048(12) 0.0052(12) -0.0033(13) C59 0.0399(16) 0.0298(16) 0.0335(16) 0.0048(13) -0.0079(13) -0.0017(13) C60 0.0212(12) 0.0297(15) 0.0233(14) 0.0024(11) -0.0025(10) -0.0005(11) C61 0.0451(17) 0.0309(16) 0.0314(16) -0.0067(13) 0.0035(13) 0.0003(13) C62 0.0492(19) 0.0386(18) 0.0318(17) -0.0009(14) -0.0105(14) 0.0040(15) C63 0.0205(12) 0.0207(13) 0.0247(13) -0.0007(11) 0.0004(10) -0.0024(10) C64 0.0277(14) 0.0290(15) 0.0322(15) -0.0062(12) 0.0044(12) -0.0052(11) C65 0.0424(17) 0.0414(18) 0.0337(17) -0.0115(14) -0.0035(14) -0.0084(14) C66 0.0318(16) 0.0347(17) 0.0462(19) -0.0026(14) -0.0098(14) -0.0068(13) C67 0.0218(13) 0.0276(15) 0.0464(18) 0.0061(13) 0.0008(12) -0.0031(11) C68 0.0230(13) 0.0264(14) 0.0302(15) 0.0000(11) 0.0040(11) -0.0028(11) C69 0.0229(12) 0.0194(13) 0.0214(13) 0.0012(10) -0.0002(10) 0.0015(10) C70 0.0330(14) 0.0260(15) 0.0250(14) 0.0048(11) 0.0047(11) 0.0003(11) C71 0.0506(18) 0.0337(17) 0.0227(15) 0.0056(12) 0.0004(13) 0.0007(14) C72 0.0472(18) 0.0281(16) 0.0337(17) 0.0059(13) -0.0108(14) 0.0041(13) C73 0.0335(15) 0.0234(15) 0.0390(17) -0.0013(12) -0.0039(13) 0.0088(12) C74 0.0295(14) 0.0209(13) 0.0259(14) 0.0001(11) 0.0036(11) 0.0042(11) C75 0.068(3) 0.058(3) 0.051(2) 0.0016(19) 0.0161(19) -0.020(2) C76 0.076(3) 0.046(2) 0.054(2) 0.0025(18) 0.031(2) -0.004(2) C77 0.061(2) 0.057(2) 0.041(2) 0.0090(18) 0.0148(17) -0.0002(19) C78 0.075(3) 0.059(3) 0.041(2) -0.0041(18) 0.0093(19) -0.004(2) C79 0.077(3) 0.051(2) 0.054(2) -0.0013(19) 0.023(2) 0.002(2) C80 0.054(2) 0.071(3) 0.050(2) 0.013(2) 0.0144(18) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Eu1 N4 2.525(2) . ? Eu1 N1 2.527(2) . ? Eu1 N2 2.544(2) . ? Eu1 N5 2.563(2) . ? N1 C1 1.351(3) . ? N1 C2 1.417(3) . ? N2 C1 1.349(3) . ? N2 C14 1.418(3) . ? N3 C1 1.400(3) . ? N3 C33 1.481(3) . ? N3 C26 1.492(3) . ? N4 C38 1.345(3) . ? N4 C39 1.415(3) . ? N5 C38 1.345(3) . ? N5 C51 1.415(3) . ? N6 C38 1.403(3) . ? N6 C69 1.483(3) . ? N6 C63 1.488(3) . ? C2 C7 1.414(4) . ? C2 C3 1.417(3) . ? C3 C4 1.396(4) . ? C3 C8 1.518(4) . ? C4 C5 1.376(4) . ? C5 C6 1.386(4) . ? C6 C7 1.392(4) . ? C7 C11 1.523(4) . ? C8 C9 1.524(4) . ? C8 C10 1.540(4) . ? C11 C13 1.526(4) . ? C11 C12 1.528(4) . ? C14 C15 1.411(4) . ? C14 C19 1.420(4) . ? C15 C16 1.392(4) . ? C15 C20 1.519(4) . ? C16 C17 1.383(4) . ? C17 C18 1.379(4) . ? C18 C19 1.396(4) . ? C19 C23 1.512(4) . ? C20 C22 1.527(4) . ? C20 C21 1.529(4) . ? C23 C24 1.529(4) . ? C23 C25 1.534(4) . ? C26 C31 1.532(4) . ? C26 C27 1.534(4) . ? C27 C28 1.531(4) . ? C28 C29 1.519(4) . ? C29 C30 1.528(4) . ? C30 C31 1.536(4) . ? C32 C33 1.532(4) . ? C32 C37 1.534(4) . ? C33 C34 1.530(4) . ? C34 C35 1.533(4) . ? C35 C36 1.524(4) . ? C36 C37 1.526(4) . ? C39 C40 1.413(4) . ? C39 C44 1.413(4) . ? C40 C41 1.394(4) . ? C40 C45 1.522(4) . ? C41 C42 1.383(4) . ? C42 C43 1.374(4) . ? C43 C44 1.393(4) . ? C44 C48 1.518(4) . ? C45 C47 1.522(4) . ? C45 C46 1.524(4) . ? C48 C49 1.532(4) . ? C48 C50 1.533(4) . ? C51 C52 1.414(4) . ? C51 C56 1.419(3) . ? C52 C53 1.394(4) . ? C52 C57 1.522(3) . ? C53 C54 1.384(4) . ? C54 C55 1.378(4) . ? C55 C56 1.394(4) . ? C56 C60 1.521(4) . ? C57 C59 1.529(4) . ? C57 C58 1.537(4) . ? C60 C62 1.525(4) . ? C60 C61 1.526(4) . ? C63 C64 1.533(4) . ? C63 C68 1.542(4) . ? C64 C65 1.531(4) . ? C65 C66 1.522(4) . ? C66 C67 1.520(4) . ? C67 C68 1.532(4) . ? C69 C70 1.536(4) . ? C69 C74 1.543(4) . ? C70 C71 1.528(4) . ? C71 C72 1.519(4) . ? C72 C73 1.520(4) . ? C73 C74 1.532(4) . ? C75 C76 1.373(6) . ? C75 C80 1.374(6) . ? C76 C77 1.385(5) . ? C77 C78 1.368(5) . ? C78 C79 1.376(6) . ? C79 C80 1.380(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Eu1 N1 167.11(7) . . ? N4 Eu1 N2 127.47(6) . . ? N1 Eu1 N2 52.81(6) . . ? N4 Eu1 N5 52.41(6) . . ? N1 Eu1 N5 124.12(6) . . ? N2 Eu1 N5 168.35(6) . . ? C1 N1 C2 124.9(2) . . ? C1 N1 Eu1 97.11(14) . . ? C2 N1 Eu1 131.12(15) . . ? C1 N2 C14 127.7(2) . . ? C1 N2 Eu1 96.42(14) . . ? C14 N2 Eu1 126.93(15) . . ? C1 N3 C33 119.3(2) . . ? C1 N3 C26 117.6(2) . . ? C33 N3 C26 123.1(2) . . ? C38 N4 C39 125.2(2) . . ? C38 N4 Eu1 97.74(14) . . ? C39 N4 Eu1 132.36(16) . . ? C38 N5 C51 125.4(2) . . ? C38 N5 Eu1 96.02(14) . . ? C51 N5 Eu1 126.80(15) . . ? C38 N6 C69 118.71(19) . . ? C38 N6 C63 118.1(2) . . ? C69 N6 C63 123.2(2) . . ? N2 C1 N1 113.2(2) . . ? N2 C1 N3 124.2(2) . . ? N1 C1 N3 122.6(2) . . ? C7 C2 C3 119.7(2) . . ? C7 C2 N1 121.9(2) . . ? C3 C2 N1 118.0(2) . . ? C4 C3 C2 119.2(3) . . ? C4 C3 C8 120.2(2) . . ? C2 C3 C8 120.5(2) . . ? C5 C4 C3 121.0(3) . . ? C4 C5 C6 119.9(3) . . ? C5 C6 C7 121.5(3) . . ? C6 C7 C2 118.8(3) . . ? C6 C7 C11 120.7(2) . . ? C2 C7 C11 120.5(2) . . ? C3 C8 C9 109.9(2) . . ? C3 C8 C10 113.9(2) . . ? C9 C8 C10 109.4(2) . . ? C7 C11 C13 111.3(2) . . ? C7 C11 C12 113.6(2) . . ? C13 C11 C12 109.2(2) . . ? C15 C14 N2 122.4(2) . . ? C15 C14 C19 119.6(2) . . ? N2 C14 C19 117.5(2) . . ? C16 C15 C14 119.0(2) . . ? C16 C15 C20 120.3(2) . . ? C14 C15 C20 120.6(2) . . ? C17 C16 C15 121.6(3) . . ? C18 C17 C16 119.7(3) . . ? C17 C18 C19 121.1(3) . . ? C18 C19 C14 119.1(3) . . ? C18 C19 C23 120.5(2) . . ? C14 C19 C23 120.4(2) . . ? C15 C20 C22 114.1(2) . . ? C15 C20 C21 110.8(2) . . ? C22 C20 C21 109.1(3) . . ? C19 C23 C24 110.8(2) . . ? C19 C23 C25 113.0(2) . . ? C24 C23 C25 109.7(2) . . ? N3 C26 C31 116.6(2) . . ? N3 C26 C27 114.9(2) . . ? C31 C26 C27 108.7(2) . . ? C28 C27 C26 109.3(2) . . ? C29 C28 C27 111.4(2) . . ? C28 C29 C30 111.9(2) . . ? C29 C30 C31 111.7(2) . . ? C26 C31 C30 109.1(2) . . ? C33 C32 C37 109.5(2) . . ? N3 C33 C34 116.0(2) . . ? N3 C33 C32 115.1(2) . . ? C34 C33 C32 108.3(2) . . ? C33 C34 C35 110.1(2) . . ? C36 C35 C34 111.1(2) . . ? C35 C36 C37 111.3(2) . . ? C36 C37 C32 111.4(3) . . ? N5 C38 N4 113.2(2) . . ? N5 C38 N6 123.6(2) . . ? N4 C38 N6 123.1(2) . . ? C40 C39 C44 119.8(2) . . ? C40 C39 N4 121.9(2) . . ? C44 C39 N4 117.8(2) . . ? C41 C40 C39 118.3(2) . . ? C41 C40 C45 120.2(2) . . ? C39 C40 C45 121.5(2) . . ? C42 C41 C40 122.0(3) . . ? C43 C42 C41 119.4(3) . . ? C42 C43 C44 121.3(3) . . ? C43 C44 C39 119.2(2) . . ? C43 C44 C48 120.2(2) . . ? C39 C44 C48 120.6(2) . . ? C40 C45 C47 113.6(2) . . ? C40 C45 C46 111.5(2) . . ? C47 C45 C46 109.5(3) . . ? C44 C48 C49 110.1(2) . . ? C44 C48 C50 113.9(2) . . ? C49 C48 C50 109.0(2) . . ? C52 C51 N5 122.0(2) . . ? C52 C51 C56 119.6(2) . . ? N5 C51 C56 117.9(2) . . ? C53 C52 C51 118.9(2) . . ? C53 C52 C57 119.9(2) . . ? C51 C52 C57 121.2(2) . . ? C54 C53 C52 121.5(3) . . ? C55 C54 C53 119.5(2) . . ? C54 C55 C56 121.6(2) . . ? C55 C56 C51 118.9(2) . . ? C55 C56 C60 120.9(2) . . ? C51 C56 C60 120.1(2) . . ? C52 C57 C59 110.9(2) . . ? C52 C57 C58 113.8(2) . . ? C59 C57 C58 108.5(2) . . ? C56 C60 C62 114.3(2) . . ? C56 C60 C61 110.8(2) . . ? C62 C60 C61 109.2(2) . . ? N6 C63 C64 113.5(2) . . ? N6 C63 C68 117.6(2) . . ? C64 C63 C68 108.3(2) . . ? C65 C64 C63 109.9(2) . . ? C66 C65 C64 111.3(3) . . ? C67 C66 C65 111.6(2) . . ? C66 C67 C68 112.4(2) . . ? C67 C68 C63 109.2(2) . . ? N6 C69 C70 113.6(2) . . ? N6 C69 C74 117.6(2) . . ? C70 C69 C74 107.8(2) . . ? C71 C70 C69 109.9(2) . . ? C72 C71 C70 111.4(2) . . ? C71 C72 C73 111.3(2) . . ? C72 C73 C74 112.1(2) . . ? C73 C74 C69 109.1(2) . . ? C76 C75 C80 120.1(4) . . ? C75 C76 C77 119.9(4) . . ? C78 C77 C76 120.0(4) . . ? C77 C78 C79 120.2(4) . . ? C78 C79 C80 119.8(4) . . ? C75 C80 C79 120.0(4) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.891 _refine_diff_density_min -2.227 _refine_diff_density_rms 0.064 # Attachment 'cmpd3.CIF' data_compound3 _database_code_depnum_ccdc_archive 'CCDC 619012' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C88 H128 N6 Yb' _chemical_formula_weight 1443.00 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' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.822(3) _cell_length_b 16.195(3) _cell_length_c 17.916(4) _cell_angle_alpha 89.75(3) _cell_angle_beta 78.04(3) _cell_angle_gamma 84.48(3) _cell_volume 3904.7(14) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour 'deep green' _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 1.245 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.768 _exptl_absorpt_correction_T_max 0.872 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28430 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0614 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.00 _reflns_number_total 15245 _reflns_number_gt 13112 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. A full molecule of toluene was located in the asymmetric unit and its carbon and hydrogen atoms refined isotropically. In addition, 2 disordered half molecules of toluene, sitting on centres of inversion, were located in the asymmetric unit and their carbon atoms refined isotropically. No hydrogen atoms were added to these carbon atoms but their contribution to the empirical formula and F(000) value were taken into account in the final refinement cycle. ; _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^)+(0.0336P)^2^+6.3853P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15245 _refine_ls_number_parameters 819 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0930 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.006 _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 Yb1 Yb 0.679520(9) 0.127359(8) 0.248148(7) 0.02423(3) Uani 1 1 d . . . N1 N 0.73282(16) -0.02019(14) 0.24611(12) 0.0194(5) Uani 1 1 d . . . N2 N 0.83316(16) 0.07048(14) 0.27569(12) 0.0198(5) Uani 1 1 d . . . N3 N 0.89699(16) -0.07353(14) 0.26517(13) 0.0214(5) Uani 1 1 d . . . N4 N 0.59272(17) 0.26100(13) 0.28513(13) 0.0211(5) Uani 1 1 d . . . N5 N 0.60269(16) 0.21409(14) 0.16473(12) 0.0190(5) Uani 1 1 d . . . N6 N 0.51509(17) 0.34980(14) 0.20194(13) 0.0235(6) Uani 1 1 d . . . C1 C 0.8218(2) -0.00996(17) 0.26227(15) 0.0198(6) Uani 1 1 d . . . C2 C 0.7074(2) -0.08788(17) 0.20642(16) 0.0225(6) Uani 1 1 d . . . C3 C 0.6228(2) -0.12665(17) 0.24108(17) 0.0254(7) Uani 1 1 d . . . C4 C 0.5945(2) -0.19172(19) 0.20273(19) 0.0330(8) Uani 1 1 d . . . H4 H 0.5385 -0.2190 0.2264 0.040 Uiso 1 1 calc R . . C5 C 0.6466(2) -0.2176(2) 0.1305(2) 0.0382(8) Uani 1 1 d . . . H5 H 0.6284 -0.2638 0.1060 0.046 Uiso 1 1 calc R . . C6 C 0.7249(2) -0.17550(19) 0.09472(18) 0.0325(8) Uani 1 1 d . . . H6 H 0.7586 -0.1917 0.0444 0.039 Uiso 1 1 calc R . . C7 C 0.7560(2) -0.10963(19) 0.13065(17) 0.0269(7) Uani 1 1 d . . . C8 C 0.5599(2) -0.09745(19) 0.31832(18) 0.0304(8) Uani 1 1 d . . . H8 H 0.5658 -0.0367 0.3230 0.036 Uiso 1 1 calc R . . C9 C 0.4491(2) -0.1080(2) 0.3263(2) 0.0439(9) Uani 1 1 d . . . H9A H 0.4270 -0.0873 0.2805 0.066 Uiso 1 1 calc R . . H9B H 0.4109 -0.0765 0.3712 0.066 Uiso 1 1 calc R . . H9C H 0.4388 -0.1668 0.3323 0.066 Uiso 1 1 calc R . . C10 C 0.5959(2) -0.1393(2) 0.38575(19) 0.0400(9) Uani 1 1 d . . . H10A H 0.5964 -0.1996 0.3808 0.060 Uiso 1 1 calc R . . H10B H 0.5511 -0.1199 0.4335 0.060 Uiso 1 1 calc R . . H10C H 0.6632 -0.1253 0.3861 0.060 Uiso 1 1 calc R . . C11 C 0.8359(2) -0.05826(19) 0.08645(16) 0.0278(7) Uani 1 1 d . . . H11 H 0.8768 -0.0413 0.1227 0.033 Uiso 1 1 calc R . . C12 C 0.7868(2) 0.0204(2) 0.05737(18) 0.0336(8) Uani 1 1 d . . . H12A H 0.7454 0.0053 0.0223 0.050 Uiso 1 1 calc R . . H12B H 0.8382 0.0539 0.0305 0.050 Uiso 1 1 calc R . . H12C H 0.7454 0.0525 0.1006 0.050 Uiso 1 1 calc R . . C13 C 0.9061(3) -0.1049(2) 0.01924(19) 0.0422(9) Uani 1 1 d . . . H13A H 0.9351 -0.1570 0.0371 0.063 Uiso 1 1 calc R . . H13B H 0.9593 -0.0706 -0.0027 0.063 Uiso 1 1 calc R . . H13C H 0.8689 -0.1170 -0.0198 0.063 Uiso 1 1 calc R . . C14 C 0.8847(2) 0.09708(17) 0.33069(16) 0.0227(6) Uani 1 1 d . . . C15 C 0.9541(2) 0.15585(19) 0.30920(17) 0.0280(7) Uani 1 1 d . . . C16 C 1.0017(2) 0.1854(2) 0.3638(2) 0.0372(8) Uani 1 1 d . . . H16 H 1.0493 0.2242 0.3493 0.045 Uiso 1 1 calc R . . C17 C 0.9812(2) 0.1597(2) 0.4380(2) 0.0406(9) Uani 1 1 d . . . H17 H 1.0156 0.1794 0.4740 0.049 Uiso 1 1 calc R . . C18 C 0.9099(2) 0.1048(2) 0.46000(18) 0.0339(8) Uani 1 1 d . . . H18 H 0.8947 0.0881 0.5117 0.041 Uiso 1 1 calc R . . C19 C 0.8601(2) 0.07358(18) 0.40779(16) 0.0260(7) Uani 1 1 d . . . C20 C 0.9707(2) 0.1913(2) 0.22898(19) 0.0353(8) Uani 1 1 d . . . H20 H 0.9521 0.1501 0.1944 0.042 Uiso 1 1 calc R . . C21 C 1.0783(3) 0.2085(3) 0.1966(2) 0.0542(11) Uani 1 1 d . . . H21A H 1.0956 0.2540 0.2257 0.081 Uiso 1 1 calc R . . H21B H 1.0852 0.2241 0.1430 0.081 Uiso 1 1 calc R . . H21C H 1.1228 0.1585 0.2003 0.081 Uiso 1 1 calc R . . C22 C 0.9015(3) 0.2710(3) 0.2294(2) 0.0590(12) Uani 1 1 d . . . H22A H 0.9158 0.3113 0.2653 0.088 Uiso 1 1 calc R . . H22B H 0.8323 0.2584 0.2452 0.088 Uiso 1 1 calc R . . H22C H 0.9119 0.2942 0.1781 0.088 Uiso 1 1 calc R . . C23 C 0.7756(2) 0.01946(19) 0.43504(17) 0.0298(7) Uani 1 1 d . . . H23 H 0.7781 -0.0227 0.3939 0.036 Uiso 1 1 calc R . . C24 C 0.7825(3) -0.0277(2) 0.50817(19) 0.0470(10) Uani 1 1 d . . . H24A H 0.8503 -0.0539 0.5043 0.071 Uiso 1 1 calc R . . H24B H 0.7359 -0.0705 0.5153 0.071 Uiso 1 1 calc R . . H24C H 0.7656 0.0110 0.5518 0.071 Uiso 1 1 calc R . . C25 C 0.6745(2) 0.0708(2) 0.44625(19) 0.0387(9) Uani 1 1 d . . . H25A H 0.6689 0.1119 0.4873 0.058 Uiso 1 1 calc R . . H25B H 0.6214 0.0341 0.4597 0.058 Uiso 1 1 calc R . . H25C H 0.6685 0.0994 0.3988 0.058 Uiso 1 1 calc R . . C26 C 0.8702(2) -0.15878(18) 0.28491(18) 0.0287(7) Uani 1 1 d . . . H26 H 0.7961 -0.1546 0.2938 0.034 Uiso 1 1 calc R . . C27 C 0.8953(3) -0.1919(2) 0.35910(19) 0.0423(9) Uani 1 1 d . . . H27A H 0.8749 -0.1486 0.3996 0.051 Uiso 1 1 calc R . . H27B H 0.9681 -0.2058 0.3519 0.051 Uiso 1 1 calc R . . C28 C 0.8425(3) -0.2691(2) 0.3837(3) 0.0670(14) Uani 1 1 d . . . H28A H 0.8635 -0.2918 0.4299 0.080 Uiso 1 1 calc R . . H28B H 0.7699 -0.2536 0.3970 0.080 Uiso 1 1 calc R . . C29 C 0.8654(3) -0.3355(2) 0.3211(3) 0.0672(14) Uani 1 1 d . . . H29A H 0.9354 -0.3590 0.3150 0.081 Uiso 1 1 calc R . . H29B H 0.8225 -0.3809 0.3362 0.081 Uiso 1 1 calc R . . C30 C 0.8486(3) -0.3013(2) 0.2461(3) 0.0712(14) Uani 1 1 d . . . H30A H 0.7768 -0.2850 0.2501 0.085 Uiso 1 1 calc R . . H30B H 0.8698 -0.3450 0.2060 0.085 Uiso 1 1 calc R . . C31 C 0.9061(3) -0.2261(2) 0.2232(2) 0.0426(9) Uani 1 1 d . . . H31A H 0.8944 -0.2053 0.1734 0.051 Uiso 1 1 calc R . . H31B H 0.9782 -0.2418 0.2181 0.051 Uiso 1 1 calc R . . C32 C 1.0016(2) -0.05270(18) 0.24798(15) 0.0226(6) Uani 1 1 d . . . H32 H 0.9982 0.0082 0.2378 0.027 Uiso 1 1 calc R . . C33 C 1.0588(2) -0.0657(2) 0.31246(17) 0.0370(9) Uani 1 1 d . . . H33A H 1.0182 -0.0401 0.3603 0.044 Uiso 1 1 calc R . . H33B H 1.0721 -0.1258 0.3209 0.044 Uiso 1 1 calc R . . C34 C 1.1569(2) -0.0265(3) 0.2920(2) 0.0484(10) Uani 1 1 d . . . H34A H 1.1431 0.0341 0.2868 0.058 Uiso 1 1 calc R . . H34B H 1.1938 -0.0362 0.3335 0.058 Uiso 1 1 calc R . . C35 C 1.2200(2) -0.0627(2) 0.21817(19) 0.0383(9) Uani 1 1 d . . . H35A H 1.2413 -0.1218 0.2255 0.046 Uiso 1 1 calc R . . H35B H 1.2804 -0.0330 0.2041 0.046 Uiso 1 1 calc R . . C36 C 1.1630(2) -0.0558(3) 0.15359(19) 0.0451(10) Uani 1 1 d . . . H36A H 1.1491 0.0034 0.1419 0.054 Uiso 1 1 calc R . . H36B H 1.2043 -0.0838 0.1072 0.054 Uiso 1 1 calc R . . C37 C 1.0661(2) -0.0949(2) 0.17516(18) 0.0374(9) Uani 1 1 d . . . H37A H 1.0798 -0.1549 0.1840 0.045 Uiso 1 1 calc R . . H37B H 1.0299 -0.0888 0.1329 0.045 Uiso 1 1 calc R . . C38 C 0.5687(2) 0.27623(16) 0.21581(16) 0.0206(6) Uani 1 1 d . . . C39 C 0.5285(2) 0.29151(17) 0.35426(16) 0.0243(7) Uani 1 1 d . . . C40 C 0.4302(2) 0.26850(18) 0.37553(17) 0.0283(7) Uani 1 1 d . . . C41 C 0.3712(3) 0.2962(2) 0.44526(19) 0.0394(9) Uani 1 1 d . . . H41 H 0.3049 0.2818 0.4591 0.047 Uiso 1 1 calc R . . C42 C 0.4074(3) 0.3440(2) 0.4943(2) 0.0485(10) Uani 1 1 d . . . H42 H 0.3657 0.3634 0.5412 0.058 Uiso 1 1 calc R . . C43 C 0.5034(3) 0.3638(2) 0.47585(19) 0.0425(9) Uani 1 1 d . . . H43 H 0.5281 0.3955 0.5110 0.051 Uiso 1 1 calc R . . C44 C 0.5663(2) 0.33824(18) 0.40617(17) 0.0290(7) Uani 1 1 d . . . C45 C 0.3928(2) 0.20659(18) 0.32743(17) 0.0276(7) Uani 1 1 d . . . H45 H 0.4186 0.2192 0.2726 0.033 Uiso 1 1 calc R . . C46 C 0.2799(2) 0.2075(2) 0.3395(2) 0.0408(9) Uani 1 1 d . . . H46A H 0.2533 0.1883 0.3909 0.061 Uiso 1 1 calc R . . H46B H 0.2634 0.1706 0.3017 0.061 Uiso 1 1 calc R . . H46C H 0.2507 0.2640 0.3335 0.061 Uiso 1 1 calc R . . C47 C 0.4369(3) 0.11855(19) 0.3419(2) 0.0378(9) Uani 1 1 d . . . H47A H 0.5089 0.1180 0.3371 0.057 Uiso 1 1 calc R . . H47B H 0.4231 0.0798 0.3044 0.057 Uiso 1 1 calc R . . H47C H 0.4067 0.1018 0.3934 0.057 Uiso 1 1 calc R . . C48 C 0.6739(2) 0.35787(19) 0.38836(19) 0.0346(8) Uani 1 1 d . . . H48 H 0.6961 0.3592 0.3316 0.041 Uiso 1 1 calc R . . C49 C 0.6896(3) 0.4417(2) 0.4207(2) 0.0533(10) Uani 1 1 d . . . H49A H 0.6399 0.4843 0.4090 0.080 Uiso 1 1 calc R . . H49B H 0.7563 0.4564 0.3977 0.080 Uiso 1 1 calc R . . H49C H 0.6827 0.4381 0.4762 0.080 Uiso 1 1 calc R . . C50 C 0.7385(3) 0.2889(2) 0.4178(2) 0.0483(10) Uani 1 1 d . . . H50A H 0.7160 0.2844 0.4731 0.072 Uiso 1 1 calc R . . H50B H 0.8079 0.3017 0.4062 0.072 Uiso 1 1 calc R . . H50C H 0.7331 0.2362 0.3929 0.072 Uiso 1 1 calc R . . C51 C 0.6056(2) 0.21299(17) 0.08475(16) 0.0217(6) Uani 1 1 d . . . C52 C 0.6768(2) 0.25200(19) 0.03221(17) 0.0276(7) Uani 1 1 d . . . C53 C 0.6794(2) 0.2420(2) -0.04537(18) 0.0386(9) Uani 1 1 d . . . H53 H 0.7281 0.2671 -0.0812 0.046 Uiso 1 1 calc R . . C54 C 0.6140(3) 0.1969(2) -0.07145(18) 0.0404(9) Uani 1 1 d . . . H54 H 0.6158 0.1930 -0.1246 0.048 Uiso 1 1 calc R . . C55 C 0.5453(2) 0.1572(2) -0.02023(17) 0.0321(8) Uani 1 1 d . . . H55 H 0.5010 0.1250 -0.0386 0.039 Uiso 1 1 calc R . . C56 C 0.5402(2) 0.16390(17) 0.05743(16) 0.0232(7) Uani 1 1 d . . . C57 C 0.7564(2) 0.2978(2) 0.05665(19) 0.0323(8) Uani 1 1 d . . . H57 H 0.7354 0.3104 0.1126 0.039 Uiso 1 1 calc R . . C58 C 0.8549(3) 0.2423(2) 0.0429(2) 0.0494(10) Uani 1 1 d . . . H58A H 0.8483 0.1947 0.0769 0.074 Uiso 1 1 calc R . . H58B H 0.9076 0.2742 0.0532 0.074 Uiso 1 1 calc R . . H58C H 0.8717 0.2226 -0.0103 0.074 Uiso 1 1 calc R . . C59 C 0.7728(3) 0.3800(2) 0.0149(2) 0.0488(10) Uani 1 1 d . . . H59A H 0.8041 0.3684 -0.0388 0.073 Uiso 1 1 calc R . . H59B H 0.8160 0.4111 0.0387 0.073 Uiso 1 1 calc R . . H59C H 0.7087 0.4128 0.0180 0.073 Uiso 1 1 calc R . . C60 C 0.4646(2) 0.11875(18) 0.11369(16) 0.0252(7) Uani 1 1 d . . . H60 H 0.4414 0.1549 0.1603 0.030 Uiso 1 1 calc R . . C61 C 0.5130(2) 0.03697(19) 0.13809(19) 0.0337(8) Uani 1 1 d . . . H61A H 0.5395 0.0012 0.0931 0.051 Uiso 1 1 calc R . . H61B H 0.4634 0.0091 0.1738 0.051 Uiso 1 1 calc R . . H61C H 0.5673 0.0482 0.1630 0.051 Uiso 1 1 calc R . . C62 C 0.3728(2) 0.1021(2) 0.0825(2) 0.0401(9) Uani 1 1 d . . . H62A H 0.3466 0.1531 0.0610 0.060 Uiso 1 1 calc R . . H62B H 0.3217 0.0837 0.1240 0.060 Uiso 1 1 calc R . . H62C H 0.3913 0.0588 0.0427 0.060 Uiso 1 1 calc R . . C63 C 0.5318(2) 0.42697(17) 0.23993(17) 0.0286(7) Uani 1 1 d . . . H63 H 0.5656 0.4080 0.2821 0.034 Uiso 1 1 calc R . . C64 C 0.6032(3) 0.4803(2) 0.1896(2) 0.0445(9) Uani 1 1 d . . . H64A H 0.5721 0.5044 0.1483 0.053 Uiso 1 1 calc R . . H64B H 0.6646 0.4454 0.1657 0.053 Uiso 1 1 calc R . . C65 C 0.6297(3) 0.5506(2) 0.2371(2) 0.0580(11) Uani 1 1 d . . . H65A H 0.6674 0.5264 0.2747 0.070 Uiso 1 1 calc R . . H65B H 0.6727 0.5867 0.2031 0.070 Uiso 1 1 calc R . . C66 C 0.5371(3) 0.6022(2) 0.2788(3) 0.0627(12) Uani 1 1 d . . . H66A H 0.5562 0.6436 0.3123 0.075 Uiso 1 1 calc R . . H66B H 0.5046 0.6327 0.2412 0.075 Uiso 1 1 calc R . . C67 C 0.4646(3) 0.5490(2) 0.3265(2) 0.0553(11) Uani 1 1 d . . . H67A H 0.4033 0.5842 0.3499 0.066 Uiso 1 1 calc R . . H67B H 0.4941 0.5240 0.3682 0.066 Uiso 1 1 calc R . . C68 C 0.4379(3) 0.47993(19) 0.2786(2) 0.0386(9) Uani 1 1 d . . . H68A H 0.3926 0.4448 0.3118 0.046 Uiso 1 1 calc R . . H68B H 0.4032 0.5045 0.2395 0.046 Uiso 1 1 calc R . . C69 C 0.4488(2) 0.35067(17) 0.14663(16) 0.0236(7) Uani 1 1 d . . . H69 H 0.4592 0.2933 0.1241 0.028 Uiso 1 1 calc R . . C70 C 0.3375(2) 0.3646(2) 0.18146(18) 0.0324(8) Uani 1 1 d . . . H70A H 0.3212 0.3280 0.2258 0.039 Uiso 1 1 calc R . . H70B H 0.3202 0.4229 0.1997 0.039 Uiso 1 1 calc R . . C71 C 0.2772(2) 0.3460(2) 0.1221(2) 0.0379(8) Uani 1 1 d . . . H71A H 0.2901 0.2864 0.1077 0.045 Uiso 1 1 calc R . . H71B H 0.2055 0.3577 0.1447 0.045 Uiso 1 1 calc R . . C72 C 0.3034(2) 0.3978(2) 0.0508(2) 0.0438(9) Uani 1 1 d . . . H72A H 0.2678 0.3804 0.0119 0.053 Uiso 1 1 calc R . . H72B H 0.2816 0.4570 0.0637 0.053 Uiso 1 1 calc R . . C73 C 0.4148(2) 0.3878(2) 0.01820(18) 0.0395(9) Uani 1 1 d . . . H73A H 0.4303 0.4252 -0.0257 0.047 Uiso 1 1 calc R . . H73B H 0.4352 0.3301 -0.0005 0.047 Uiso 1 1 calc R . . C74 C 0.4734(2) 0.40808(19) 0.07824(17) 0.0298(7) Uani 1 1 d . . . H74A H 0.4559 0.4667 0.0953 0.036 Uiso 1 1 calc R . . H74B H 0.5455 0.4003 0.0559 0.036 Uiso 1 1 calc R . . C75 C 0.1727(4) 0.6147(3) 0.2763(3) 0.0806(15) Uiso 1 1 d . . . C76 C 0.1303(4) 0.6312(3) 0.3552(3) 0.0731(13) Uiso 1 1 d . . . H76 H 0.0791 0.6002 0.3814 0.088 Uiso 1 1 calc R . . C77 C 0.1642(3) 0.6922(3) 0.3924(3) 0.0677(12) Uiso 1 1 d . . . H77 H 0.1345 0.7044 0.4444 0.081 Uiso 1 1 calc R . . C78 C 0.2396(4) 0.7362(4) 0.3570(3) 0.0865(16) Uiso 1 1 d . . . H78 H 0.2620 0.7791 0.3832 0.104 Uiso 1 1 calc R . . C79 C 0.2816(5) 0.7165(4) 0.2830(4) 0.1037(19) Uiso 1 1 d . . . H79 H 0.3365 0.7442 0.2579 0.124 Uiso 1 1 calc R . . C80 C 0.2481(4) 0.6602(4) 0.2453(3) 0.0908(17) Uiso 1 1 d . . . H80 H 0.2785 0.6507 0.1931 0.109 Uiso 1 1 calc R . . C81 C 0.1345(6) 0.5510(5) 0.2382(4) 0.136(3) Uiso 1 1 d . . . H81A H 0.0756 0.5745 0.2201 0.204 Uiso 1 1 calc R . . H81B H 0.1164 0.5062 0.2739 0.204 Uiso 1 1 calc R . . H81C H 0.1854 0.5288 0.1946 0.204 Uiso 1 1 calc R . . C82 C 0.0539(5) 0.4323(4) -0.0288(4) 0.117(2) Uiso 1 1 d D . . C83 C 0.0310(5) 0.4397(4) 0.0470(4) 0.105(2) Uiso 1 1 d D . . C84 C 0.0255(5) 0.4935(4) -0.0795(4) 0.127(2) Uiso 1 1 d D . . C85 C 0.0952(12) 0.3524(8) -0.0473(10) 0.143(6) Uiso 0.50 1 d PD . . C86 C 0.9788(10) 0.4350(9) 0.4273(8) 0.111(4) Uiso 0.50 1 d P . . C87 C 0.9305(15) 0.4900(13) 0.4720(12) 0.104(6) Uiso 0.50 1 d P . 1 C88 C 0.8772(10) 0.5405(8) 0.5114(7) 0.099(4) Uiso 0.50 1 d P . . C89 C 0.9068(19) 0.5975(15) 0.5757(14) 0.138(8) Uiso 0.50 1 d P . 1 C90 C 0.9625(10) 0.5426(8) 0.5299(7) 0.094(3) Uiso 0.50 1 d P . . C89A C 0.907(2) 0.5975(18) 0.5757(16) 0.138(9) Uiso 0.50 1 d P . 2 C87A C 0.9305(17) 0.4900(14) 0.4719(13) 0.104(7) Uiso 0.50 1 d P . 2 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 Yb1 0.02616(6) 0.02212(6) 0.02584(6) -0.00197(5) -0.01175(5) 0.00449(5) N1 0.0207(11) 0.0222(12) 0.0154(11) -0.0020(9) -0.0046(9) -0.0002(9) N2 0.0203(11) 0.0221(12) 0.0173(11) 0.0003(9) -0.0053(9) -0.0001(9) N3 0.0179(11) 0.0214(12) 0.0241(12) -0.0011(9) -0.0042(9) 0.0016(9) N4 0.0276(12) 0.0178(11) 0.0196(12) -0.0008(9) -0.0091(10) -0.0012(10) N5 0.0204(11) 0.0223(11) 0.0157(11) -0.0009(9) -0.0071(9) -0.0018(9) N6 0.0288(12) 0.0169(11) 0.0269(12) 0.0010(9) -0.0108(10) -0.0025(10) C1 0.0206(13) 0.0240(14) 0.0137(13) 0.0020(11) -0.0019(11) -0.0002(11) C2 0.0195(13) 0.0220(14) 0.0274(15) 0.0004(11) -0.0096(11) 0.0006(11) C3 0.0230(14) 0.0234(14) 0.0316(16) 0.0052(12) -0.0107(12) -0.0009(12) C4 0.0325(16) 0.0248(15) 0.0462(19) 0.0068(14) -0.0153(14) -0.0094(13) C5 0.0443(18) 0.0299(17) 0.048(2) -0.0023(14) -0.0264(16) -0.0048(15) C6 0.0370(17) 0.0324(16) 0.0306(16) -0.0060(13) -0.0150(14) 0.0024(14) C7 0.0248(14) 0.0316(16) 0.0260(15) 0.0003(12) -0.0115(12) 0.0026(12) C8 0.0224(15) 0.0258(15) 0.0415(18) 0.0061(13) -0.0036(13) -0.0028(12) C9 0.0289(17) 0.046(2) 0.055(2) 0.0137(17) -0.0043(16) -0.0041(15) C10 0.0301(17) 0.051(2) 0.0359(19) 0.0030(16) -0.0029(15) 0.0013(16) C11 0.0261(15) 0.0366(17) 0.0211(15) -0.0023(12) -0.0067(12) -0.0009(13) C12 0.0351(17) 0.0379(18) 0.0254(16) 0.0035(13) -0.0009(14) -0.0028(14) C13 0.0380(19) 0.051(2) 0.0324(18) -0.0083(16) 0.0006(15) 0.0043(16) C14 0.0187(13) 0.0246(14) 0.0254(15) -0.0022(11) -0.0087(11) 0.0045(11) C15 0.0204(14) 0.0321(16) 0.0319(16) -0.0052(13) -0.0076(12) -0.0003(12) C16 0.0286(16) 0.0395(18) 0.048(2) -0.0104(15) -0.0162(14) -0.0044(14) C17 0.0378(17) 0.0456(19) 0.0431(19) -0.0184(16) -0.0238(15) 0.0073(15) C18 0.0353(17) 0.0425(18) 0.0234(15) -0.0079(13) -0.0111(13) 0.0099(15) C19 0.0252(15) 0.0296(15) 0.0216(14) -0.0034(12) -0.0062(12) 0.0081(12) C20 0.0336(16) 0.0372(17) 0.0384(18) 0.0022(14) -0.0100(14) -0.0143(14) C21 0.042(2) 0.066(2) 0.056(2) 0.0085(19) -0.0043(18) -0.0279(19) C22 0.064(3) 0.060(2) 0.054(2) 0.021(2) -0.014(2) -0.006(2) C23 0.0313(16) 0.0358(17) 0.0199(15) -0.0006(13) -0.0024(12) 0.0018(13) C24 0.051(2) 0.058(2) 0.0277(18) 0.0103(16) -0.0022(16) 0.0047(18) C25 0.0327(17) 0.052(2) 0.0297(17) -0.0009(15) -0.0034(14) -0.0024(16) C26 0.0250(15) 0.0223(15) 0.0386(17) 0.0022(13) -0.0084(13) 0.0026(12) C27 0.054(2) 0.0321(17) 0.0343(19) 0.0095(14) -0.0010(16) 0.0107(16) C28 0.055(3) 0.041(2) 0.090(3) 0.036(2) 0.011(2) 0.0119(19) C29 0.047(2) 0.0273(19) 0.130(4) 0.019(2) -0.026(2) -0.0044(17) C30 0.080(3) 0.0245(19) 0.125(4) 0.000(2) -0.062(3) 0.0008(19) C31 0.055(2) 0.0265(17) 0.050(2) -0.0060(15) -0.0250(17) 0.0078(15) C32 0.0174(13) 0.0292(15) 0.0202(14) 0.0001(12) -0.0034(11) 0.0013(11) C33 0.0240(15) 0.065(2) 0.0215(15) -0.0027(15) -0.0077(13) 0.0040(15) C34 0.0288(17) 0.068(2) 0.053(2) -0.0158(19) -0.0206(16) 0.0023(17) C35 0.0215(15) 0.055(2) 0.0394(19) 0.0128(16) -0.0075(14) -0.0048(15) C36 0.0205(16) 0.079(3) 0.0323(18) 0.0155(18) -0.0005(14) 0.0035(17) C37 0.0229(15) 0.065(2) 0.0236(16) -0.0060(15) -0.0065(13) 0.0026(15) C38 0.0185(13) 0.0154(13) 0.0280(15) 0.0012(11) -0.0043(11) -0.0036(11) C39 0.0315(15) 0.0188(13) 0.0223(14) -0.0022(11) -0.0089(12) 0.0064(12) C40 0.0311(16) 0.0255(15) 0.0253(15) 0.0025(12) -0.0021(13) 0.0037(13) C41 0.0420(19) 0.0363(18) 0.0345(18) -0.0006(15) 0.0011(15) 0.0031(15) C42 0.064(2) 0.043(2) 0.0311(19) -0.0101(16) 0.0033(18) 0.0055(18) C43 0.064(2) 0.0346(18) 0.0306(17) -0.0110(14) -0.0158(16) 0.0018(17) C44 0.0383(17) 0.0218(14) 0.0288(16) -0.0017(12) -0.0137(13) 0.0022(13) C45 0.0247(15) 0.0300(16) 0.0260(15) 0.0022(12) -0.0006(12) -0.0020(13) C46 0.0291(17) 0.047(2) 0.046(2) 0.0098(16) -0.0075(15) -0.0055(15) C47 0.0372(18) 0.0286(16) 0.047(2) 0.0025(15) -0.0064(15) -0.0052(14) C48 0.0411(17) 0.0307(16) 0.0366(17) -0.0075(13) -0.0209(14) 0.0014(14) C49 0.058(2) 0.042(2) 0.068(2) -0.0165(18) -0.0334(19) -0.0022(18) C50 0.054(2) 0.045(2) 0.050(2) -0.0052(17) -0.0254(18) 0.0099(18) C51 0.0199(13) 0.0215(14) 0.0230(14) -0.0003(11) -0.0051(11) 0.0022(11) C52 0.0244(15) 0.0314(16) 0.0266(15) 0.0033(12) -0.0042(12) -0.0040(13) C53 0.0321(17) 0.058(2) 0.0241(16) 0.0092(15) 0.0001(14) -0.0080(16) C54 0.0393(19) 0.063(2) 0.0165(15) -0.0022(15) -0.0014(14) -0.0025(17) C55 0.0311(16) 0.0406(18) 0.0259(16) -0.0065(13) -0.0111(13) 0.0023(14) C56 0.0225(14) 0.0228(14) 0.0242(14) -0.0028(11) -0.0063(12) 0.0016(11) C57 0.0235(15) 0.0397(18) 0.0340(17) 0.0063(14) -0.0042(13) -0.0086(13) C58 0.0316(18) 0.048(2) 0.070(3) 0.0001(19) -0.0129(18) -0.0062(16) C59 0.0374(19) 0.046(2) 0.064(2) 0.0190(18) -0.0065(18) -0.0152(16) C60 0.0249(14) 0.0264(15) 0.0240(15) -0.0048(12) -0.0030(12) -0.0048(12) C61 0.0341(17) 0.0277(16) 0.0415(18) 0.0026(14) -0.0115(14) -0.0061(13) C62 0.0340(17) 0.046(2) 0.045(2) 0.0001(16) -0.0159(15) -0.0137(15) C63 0.0420(17) 0.0165(14) 0.0318(16) -0.0011(12) -0.0178(13) -0.0028(12) C64 0.060(2) 0.0323(17) 0.048(2) 0.0012(15) -0.0186(17) -0.0226(16) C65 0.085(3) 0.038(2) 0.066(3) 0.0096(18) -0.039(2) -0.0324(19) C66 0.107(3) 0.0203(17) 0.075(3) -0.0040(17) -0.051(2) -0.008(2) C67 0.082(3) 0.0284(18) 0.059(2) -0.0160(17) -0.030(2) 0.0114(19) C68 0.053(2) 0.0217(15) 0.0412(19) -0.0069(14) -0.0152(16) 0.0067(15) C69 0.0246(14) 0.0208(14) 0.0274(15) 0.0019(11) -0.0105(12) -0.0015(11) C70 0.0276(16) 0.0351(17) 0.0351(17) 0.0090(14) -0.0083(13) -0.0021(13) C71 0.0284(16) 0.0367(18) 0.052(2) 0.0106(15) -0.0172(15) -0.0039(14) C72 0.0369(18) 0.053(2) 0.048(2) 0.0120(17) -0.0230(16) -0.0055(16) C73 0.0453(19) 0.049(2) 0.0306(17) 0.0139(15) -0.0194(15) -0.0095(16) C74 0.0282(15) 0.0336(16) 0.0303(16) 0.0096(13) -0.0105(13) -0.0073(13) _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 Yb1 N2 2.378(2) . ? Yb1 N5 2.385(2) . ? Yb1 N4 2.397(2) . ? Yb1 N1 2.430(2) . ? N1 C1 1.345(4) . ? N1 C2 1.420(4) . ? N2 C1 1.356(3) . ? N2 C14 1.420(4) . ? N3 C1 1.400(3) . ? N3 C26 1.486(4) . ? N3 C32 1.486(3) . ? N4 C38 1.366(4) . ? N4 C39 1.425(3) . ? N5 C38 1.345(3) . ? N5 C51 1.425(3) . ? N6 C38 1.391(3) . ? N6 C69 1.482(4) . ? N6 C63 1.485(4) . ? C2 C3 1.409(4) . ? C2 C7 1.414(4) . ? C3 C4 1.390(4) . ? C3 C8 1.524(4) . ? C4 C5 1.389(5) . ? C5 C6 1.377(5) . ? C6 C7 1.394(4) . ? C7 C11 1.532(4) . ? C8 C10 1.531(5) . ? C8 C9 1.534(4) . ? C11 C12 1.526(4) . ? C11 C13 1.532(4) . ? C14 C19 1.412(4) . ? C14 C15 1.412(4) . ? C15 C16 1.397(4) . ? C15 C20 1.527(4) . ? C16 C17 1.371(5) . ? C17 C18 1.387(5) . ? C18 C19 1.393(4) . ? C19 C23 1.525(4) . ? C20 C22 1.530(5) . ? C20 C21 1.531(5) . ? C23 C24 1.529(5) . ? C23 C25 1.533(4) . ? C26 C27 1.525(5) . ? C26 C31 1.529(4) . ? C27 C28 1.526(5) . ? C28 C29 1.521(6) . ? C29 C30 1.505(7) . ? C30 C31 1.525(5) . ? C32 C33 1.532(4) . ? C32 C37 1.540(4) . ? C33 C34 1.527(5) . ? C34 C35 1.511(5) . ? C35 C36 1.527(5) . ? C36 C37 1.514(5) . ? C39 C44 1.412(4) . ? C39 C40 1.418(4) . ? C40 C41 1.393(4) . ? C40 C45 1.518(4) . ? C41 C42 1.372(5) . ? C42 C43 1.368(5) . ? C43 C44 1.404(4) . ? C44 C48 1.520(4) . ? C45 C46 1.530(4) . ? C45 C47 1.538(4) . ? C48 C50 1.523(5) . ? C48 C49 1.531(5) . ? C51 C52 1.409(4) . ? C51 C56 1.419(4) . ? C52 C53 1.393(4) . ? C52 C57 1.521(4) . ? C53 C54 1.369(5) . ? C54 C55 1.381(5) . ? C55 C56 1.383(4) . ? C56 C60 1.531(4) . ? C57 C58 1.532(5) . ? C57 C59 1.536(5) . ? C60 C61 1.529(4) . ? C60 C62 1.535(4) . ? C63 C68 1.522(4) . ? C63 C64 1.525(4) . ? C64 C65 1.540(5) . ? C65 C66 1.516(6) . ? C66 C67 1.511(6) . ? C67 C68 1.529(5) . ? C69 C70 1.530(4) . ? C69 C74 1.536(4) . ? C70 C71 1.529(5) . ? C71 C72 1.524(5) . ? C72 C73 1.522(5) . ? C73 C74 1.528(4) . ? C75 C80 1.356(7) . ? C75 C76 1.430(7) . ? C75 C81 1.440(9) . ? C76 C77 1.366(7) . ? C77 C78 1.364(7) . ? C78 C79 1.359(8) . ? C79 C80 1.310(8) . ? C82 C83 1.332(8) . ? C82 C85 1.376(13) . ? C82 C84 1.424(9) . ? C83 C84 1.331(8) 2_565 ? C84 C83 1.331(8) 2_565 ? C86 C87A 1.25(2) . ? C86 C87 1.25(2) . ? C86 C90 1.302(18) 2_766 ? C86 C89A 1.61(3) 2_766 ? C86 C89 1.61(3) 2_766 ? C87 C88 1.18(2) . ? C87 C90 1.51(3) . ? C87 C90 1.52(2) 2_766 ? C88 C87A 1.18(2) . ? C88 C90 1.292(17) . ? C88 C89 1.62(3) . ? C88 C89A 1.62(3) . ? C89 C90 1.29(3) . ? C89 C86 1.61(3) 2_766 ? C90 C89A 1.29(3) . ? C90 C86 1.302(18) 2_766 ? C90 C87A 1.51(3) . ? C90 C87A 1.52(3) 2_766 ? C90 C87 1.52(2) 2_766 ? C90 C90 1.85(2) 2_766 ? C89A C86 1.61(3) 2_766 ? C87A C90 1.52(3) 2_766 ? 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 N2 Yb1 N5 145.31(8) . . ? N2 Yb1 N4 127.82(8) . . ? N5 Yb1 N4 56.48(8) . . ? N2 Yb1 N1 55.79(8) . . ? N5 Yb1 N1 132.92(8) . . ? N4 Yb1 N1 162.25(7) . . ? C1 N1 C2 127.3(2) . . ? C1 N1 Yb1 94.57(16) . . ? C2 N1 Yb1 131.63(18) . . ? C1 N2 C14 124.1(2) . . ? C1 N2 Yb1 96.61(17) . . ? C14 N2 Yb1 129.10(17) . . ? C1 N3 C26 119.5(2) . . ? C1 N3 C32 118.2(2) . . ? C26 N3 C32 122.3(2) . . ? C38 N4 C39 121.5(2) . . ? C38 N4 Yb1 94.63(16) . . ? C39 N4 Yb1 132.23(17) . . ? C38 N5 C51 128.8(2) . . ? C38 N5 Yb1 95.77(17) . . ? C51 N5 Yb1 134.34(17) . . ? C38 N6 C69 120.0(2) . . ? C38 N6 C63 118.1(2) . . ? C69 N6 C63 121.8(2) . . ? N1 C1 N2 112.8(2) . . ? N1 C1 N3 125.4(2) . . ? N2 C1 N3 121.7(2) . . ? C3 C2 C7 119.8(3) . . ? C3 C2 N1 117.7(2) . . ? C7 C2 N1 122.0(2) . . ? C4 C3 C2 119.0(3) . . ? C4 C3 C8 119.3(3) . . ? C2 C3 C8 121.7(3) . . ? C5 C4 C3 121.2(3) . . ? C6 C5 C4 119.4(3) . . ? C5 C6 C7 121.5(3) . . ? C6 C7 C2 118.7(3) . . ? C6 C7 C11 120.2(3) . . ? C2 C7 C11 121.0(3) . . ? C3 C8 C10 113.3(3) . . ? C3 C8 C9 113.3(3) . . ? C10 C8 C9 108.6(3) . . ? C12 C11 C13 109.1(3) . . ? C12 C11 C7 109.7(2) . . ? C13 C11 C7 114.1(3) . . ? C19 C14 C15 119.4(3) . . ? C19 C14 N2 121.6(2) . . ? C15 C14 N2 118.6(3) . . ? C16 C15 C14 119.1(3) . . ? C16 C15 C20 120.5(3) . . ? C14 C15 C20 120.2(3) . . ? C17 C16 C15 121.4(3) . . ? C16 C17 C18 119.5(3) . . ? C17 C18 C19 121.3(3) . . ? C18 C19 C14 119.1(3) . . ? C18 C19 C23 120.0(3) . . ? C14 C19 C23 120.8(3) . . ? C15 C20 C22 109.1(3) . . ? C15 C20 C21 114.0(3) . . ? C22 C20 C21 109.9(3) . . ? C19 C23 C24 114.4(3) . . ? C19 C23 C25 111.0(3) . . ? C24 C23 C25 109.1(3) . . ? N3 C26 C27 115.4(3) . . ? N3 C26 C31 117.0(3) . . ? C27 C26 C31 108.0(3) . . ? C26 C27 C28 110.7(3) . . ? C29 C28 C27 111.7(3) . . ? C30 C29 C28 111.7(3) . . ? C29 C30 C31 111.7(3) . . ? C30 C31 C26 108.3(3) . . ? N3 C32 C33 116.3(2) . . ? N3 C32 C37 114.4(2) . . ? C33 C32 C37 108.1(2) . . ? C34 C33 C32 110.1(3) . . ? C35 C34 C33 111.2(3) . . ? C34 C35 C36 111.3(3) . . ? C37 C36 C35 111.1(3) . . ? C36 C37 C32 109.9(3) . . ? N5 C38 N4 113.1(2) . . ? N5 C38 N6 125.3(3) . . ? N4 C38 N6 121.5(2) . . ? C44 C39 C40 119.2(3) . . ? C44 C39 N4 119.5(3) . . ? C40 C39 N4 121.0(3) . . ? C41 C40 C39 119.4(3) . . ? C41 C40 C45 119.6(3) . . ? C39 C40 C45 120.6(2) . . ? C42 C41 C40 121.1(3) . . ? C43 C42 C41 120.1(3) . . ? C42 C43 C44 121.5(3) . . ? C43 C44 C39 118.6(3) . . ? C43 C44 C48 120.5(3) . . ? C39 C44 C48 120.8(3) . . ? C40 C45 C46 115.8(3) . . ? C40 C45 C47 109.3(3) . . ? C46 C45 C47 108.8(3) . . ? C44 C48 C50 109.6(3) . . ? C44 C48 C49 113.6(3) . . ? C50 C48 C49 109.9(3) . . ? C52 C51 C56 119.5(3) . . ? C52 C51 N5 122.3(3) . . ? C56 C51 N5 117.9(2) . . ? C53 C52 C51 118.4(3) . . ? C53 C52 C57 118.9(3) . . ? C51 C52 C57 122.5(3) . . ? C54 C53 C52 121.9(3) . . ? C53 C54 C55 119.8(3) . . ? C54 C55 C56 120.8(3) . . ? C55 C56 C51 119.5(3) . . ? C55 C56 C60 120.4(3) . . ? C51 C56 C60 120.1(2) . . ? C52 C57 C58 109.8(3) . . ? C52 C57 C59 113.1(3) . . ? C58 C57 C59 109.1(3) . . ? C61 C60 C56 110.9(2) . . ? C61 C60 C62 109.4(3) . . ? C56 C60 C62 113.4(3) . . ? N6 C63 C68 115.2(3) . . ? N6 C63 C64 114.1(2) . . ? C68 C63 C64 110.4(3) . . ? C63 C64 C65 110.4(3) . . ? C66 C65 C64 111.3(3) . . ? C67 C66 C65 111.6(3) . . ? C66 C67 C68 111.6(3) . . ? C63 C68 C67 110.0(3) . . ? N6 C69 C70 115.3(2) . . ? N6 C69 C74 115.9(2) . . ? C70 C69 C74 109.2(2) . . ? C71 C70 C69 110.1(3) . . ? C72 C71 C70 111.8(3) . . ? C73 C72 C71 111.1(3) . . ? C72 C73 C74 111.3(3) . . ? C73 C74 C69 109.4(2) . . ? C80 C75 C76 115.6(5) . . ? C80 C75 C81 126.5(6) . . ? C76 C75 C81 117.9(5) . . ? C77 C76 C75 119.2(5) . . ? C78 C77 C76 121.8(5) . . ? C79 C78 C77 117.7(6) . . ? C80 C79 C78 121.6(6) . . ? C79 C80 C75 124.1(6) . . ? C83 C82 C85 107.9(9) . . ? C83 C82 C84 124.4(6) . . ? C85 C82 C84 127.0(9) . . ? C84 C83 C82 119.5(6) 2_565 . ? C83 C84 C82 116.0(7) 2_565 . ? C87A C86 C87 0(2) . . ? C87A C86 C90 73.0(15) . 2_766 ? C87 C86 C90 73.0(14) . 2_766 ? C87A C86 C89A 124.4(19) . 2_766 ? C87 C86 C89A 124.4(18) . 2_766 ? C90 C86 C89A 51.4(13) 2_766 2_766 ? C87A C86 C89 124.4(19) . 2_766 ? C87 C86 C89 124.4(18) . 2_766 ? C90 C86 C89 51.4(12) 2_766 2_766 ? C89A C86 C89 0(2) 2_766 2_766 ? C88 C87 C86 174(2) . . ? C88 C87 C90 55.9(12) . . ? C86 C87 C90 130.3(18) . . ? C88 C87 C90 131(2) . 2_766 ? C86 C87 C90 55.2(11) . 2_766 ? C90 C87 C90 75.3(13) . 2_766 ? C87A C88 C87 0(3) . . ? C87A C88 C90 75.0(15) . . ? C87 C88 C90 75.0(14) . . ? C87A C88 C89 126.2(18) . . ? C87 C88 C89 126.2(17) . . ? C90 C88 C89 51.2(11) . . ? C87A C88 C89A 126.2(19) . . ? C87 C88 C89A 126.2(18) . . ? C90 C88 C89A 51.2(12) . . ? C89 C88 C89A 0(2) . . ? C90 C89 C86 52.0(11) . 2_766 ? C90 C89 C88 51.2(12) . . ? C86 C89 C88 103.1(15) 2_766 . ? C89A C90 C89 0(3) . . ? C89A C90 C88 77.6(17) . . ? C89 C90 C88 77.6(16) . . ? C89A C90 C86 76.6(17) . 2_766 ? C89 C90 C86 76.6(16) . 2_766 ? C88 C90 C86 153.8(14) . 2_766 ? C89A C90 C87 126.6(19) . . ? C89 C90 C87 126.6(18) . . ? C88 C90 C87 49.0(10) . . ? C86 C90 C87 156.3(14) 2_766 . ? C89A C90 C87A 127(2) . . ? C89 C90 C87A 126.6(19) . . ? C88 C90 C87A 49.0(11) . . ? C86 C90 C87A 156.2(15) 2_766 . ? C87 C90 C87A 0(2) . . ? C89A C90 C87A 128(2) . 2_766 ? C89 C90 C87A 128.3(19) . 2_766 ? C88 C90 C87A 153.5(15) . 2_766 ? C86 C90 C87A 51.8(12) 2_766 2_766 ? C87 C90 C87A 104.8(14) . 2_766 ? C87A C90 C87A 104.7(14) . 2_766 ? C89A C90 C87 128.3(19) . 2_766 ? C89 C90 C87 128.3(18) . 2_766 ? C88 C90 C87 153.5(14) . 2_766 ? C86 C90 C87 51.8(11) 2_766 2_766 ? C87 C90 C87 104.7(13) . 2_766 ? C87A C90 C87 104.7(14) . 2_766 ? C87A C90 C87 0(2) 2_766 2_766 ? C89A C90 C90 175.2(19) . 2_766 ? C89 C90 C90 175.2(17) . 2_766 ? C88 C90 C90 101.5(12) . 2_766 ? C86 C90 C90 103.8(13) 2_766 2_766 ? C87 C90 C90 52.6(10) . 2_766 ? C87A C90 C90 52.6(11) . 2_766 ? C87A C90 C90 52.2(11) 2_766 2_766 ? C87 C90 C90 52.1(10) 2_766 2_766 ? C90 C89A C86 52.0(13) . 2_766 ? C90 C89A C88 51.2(13) . . ? C86 C89A C88 103.1(17) 2_766 . ? C88 C87A C86 174(3) . . ? C88 C87A C90 55.9(13) . . ? C86 C87A C90 130(2) . . ? C88 C87A C90 131(2) . 2_766 ? C86 C87A C90 55.2(12) . 2_766 ? C90 C87A C90 75.3(14) . 2_766 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.026 _refine_diff_density_min -0.715 _refine_diff_density_rms 0.090 # Attachment 'cmpd4.CIF' data_compound4 _database_code_depnum_ccdc_archive 'CCDC 619013' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H67 I N3 O Yb' _chemical_formula_weight 953.95 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' I I -0.4742 1.8119 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.277(2) _cell_length_b 11.998(2) _cell_length_c 17.583(4) _cell_angle_alpha 76.56(3) _cell_angle_beta 88.31(3) _cell_angle_gamma 71.46(3) _cell_volume 2191.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 966 _exptl_absorpt_coefficient_mu 2.872 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.533 _exptl_absorpt_correction_T_max 0.724 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17510 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.00 _reflns_number_total 9509 _reflns_number_gt 7768 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. A half molecule of benzene, sitting on an inversion centre, was located in the asymmetric unit and its carbon atoms were refined anisotropically with hydrogens refined in calculated positions (riding model). The largest electron density peak in the final difference map (1.899 e-/ang.3)was located close to I(1). ; _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^)+(0.0265P)^2^+3.2813P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9509 _refine_ls_number_parameters 459 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0853 _refine_ls_wR_factor_gt 0.0792 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Yb1 Yb 0.610255(18) 0.467577(16) 0.401114(10) 0.02892(7) Uani 1 1 d . . . I1 I 0.32162(3) 0.53678(3) 0.427700(16) 0.03835(9) Uani 1 1 d . . . O1 O 0.6102(3) 0.2586(3) 0.44098(18) 0.0412(8) Uani 1 1 d . . . N1 N 0.6340(3) 0.6267(3) 0.29401(18) 0.0223(7) Uani 1 1 d . . . C1 C 0.7268(3) 0.5529(3) 0.2620(2) 0.0208(8) Uani 1 1 d . . . N2 N 0.7581(3) 0.4366(3) 0.30292(18) 0.0214(7) Uani 1 1 d . . . C2 C 0.6060(4) 0.7542(3) 0.2819(2) 0.0232(8) Uani 1 1 d . . . N3 N 0.7882(3) 0.5889(3) 0.19460(18) 0.0226(7) Uani 1 1 d . . . C3 C 0.6942(4) 0.8062(4) 0.3003(2) 0.0273(9) Uani 1 1 d . . . C4 C 0.6596(4) 0.9322(4) 0.2862(3) 0.0347(10) Uani 1 1 d . . . H4 H 0.7190 0.9685 0.2967 0.042 Uiso 1 1 calc R . . C5 C 0.5405(5) 1.0049(4) 0.2573(3) 0.0404(12) Uani 1 1 d . . . H5 H 0.5198 1.0904 0.2458 0.048 Uiso 1 1 calc R . . C6 C 0.4518(4) 0.9529(4) 0.2451(3) 0.0351(11) Uani 1 1 d . . . H6 H 0.3691 1.0036 0.2277 0.042 Uiso 1 1 calc R . . C7 C 0.4807(4) 0.8282(4) 0.2578(2) 0.0277(9) Uani 1 1 d . . . C8 C 0.8208(4) 0.7275(4) 0.3406(2) 0.0294(9) Uani 1 1 d . . . H8 H 0.8488 0.6526 0.3202 0.035 Uiso 1 1 calc R . . C9 C 0.9243(4) 0.7864(4) 0.3272(3) 0.0387(11) Uani 1 1 d . . . H9A H 0.9327 0.8134 0.2708 0.058 Uiso 1 1 calc R . . H9B H 1.0037 0.7274 0.3511 0.058 Uiso 1 1 calc R . . H9C H 0.9027 0.8560 0.3510 0.058 Uiso 1 1 calc R . . C10 C 0.8061(5) 0.6894(5) 0.4288(3) 0.0437(12) Uani 1 1 d . . . H10A H 0.8850 0.6309 0.4538 0.066 Uiso 1 1 calc R . . H10B H 0.7395 0.6524 0.4381 0.066 Uiso 1 1 calc R . . H10C H 0.7844 0.7607 0.4511 0.066 Uiso 1 1 calc R . . C11 C 0.3820(4) 0.7715(4) 0.2466(3) 0.0317(10) Uani 1 1 d . . . H11 H 0.4030 0.6921 0.2858 0.038 Uiso 1 1 calc R . . C12 C 0.3824(4) 0.7455(4) 0.1659(3) 0.0376(11) Uani 1 1 d . . . H12A H 0.3185 0.7074 0.1618 0.056 Uiso 1 1 calc R . . H12B H 0.4649 0.6908 0.1581 0.056 Uiso 1 1 calc R . . H12C H 0.3640 0.8214 0.1257 0.056 Uiso 1 1 calc R . . C13 C 0.2498(4) 0.8466(5) 0.2618(3) 0.0498(14) Uani 1 1 d . . . H13A H 0.2216 0.9209 0.2202 0.075 Uiso 1 1 calc R . . H13B H 0.2503 0.8674 0.3124 0.075 Uiso 1 1 calc R . . H13C H 0.1927 0.7996 0.2624 0.075 Uiso 1 1 calc R . . C14 C 0.8029(4) 0.3315(3) 0.2732(2) 0.0257(9) Uani 1 1 d . . . C15 C 0.7330(4) 0.3101(4) 0.2162(2) 0.0299(9) Uani 1 1 d . . . C16 C 0.7740(5) 0.1983(4) 0.1973(3) 0.0423(12) Uani 1 1 d . . . H16 H 0.7279 0.1835 0.1585 0.051 Uiso 1 1 calc R . . C17 C 0.8792(6) 0.1085(4) 0.2332(3) 0.0523(15) Uani 1 1 d . . . H17 H 0.9043 0.0324 0.2198 0.063 Uiso 1 1 calc R . . C18 C 0.9485(5) 0.1289(4) 0.2888(3) 0.0471(13) Uani 1 1 d . . . H18 H 1.0218 0.0666 0.3130 0.057 Uiso 1 1 calc R . . C19 C 0.9124(4) 0.2394(4) 0.3099(2) 0.0342(10) Uani 1 1 d . . . C20 C 0.6099(4) 0.4038(4) 0.1807(2) 0.0349(10) Uani 1 1 d . . . H20 H 0.6173 0.4853 0.1786 0.042 Uiso 1 1 calc R . . C21 C 0.5783(6) 0.4011(6) 0.0970(3) 0.0627(17) Uani 1 1 d . . . H21A H 0.5611 0.3258 0.0978 0.094 Uiso 1 1 calc R . . H21B H 0.6494 0.4055 0.0644 0.094 Uiso 1 1 calc R . . H21C H 0.5043 0.4702 0.0755 0.094 Uiso 1 1 calc R . . C22 C 0.5013(5) 0.3917(5) 0.2317(3) 0.0483(13) Uani 1 1 d . . . H22A H 0.4865 0.3158 0.2311 0.072 Uiso 1 1 calc R . . H22B H 0.4258 0.4599 0.2114 0.072 Uiso 1 1 calc R . . H22C H 0.5217 0.3917 0.2855 0.072 Uiso 1 1 calc R . . C23 C 0.9877(4) 0.2596(5) 0.3726(3) 0.0445(12) Uani 1 1 d . . . H23 H 0.9709 0.3488 0.3640 0.053 Uiso 1 1 calc R . . C24 C 1.1295(5) 0.2002(6) 0.3691(4) 0.074(2) Uani 1 1 d . . . H24A H 1.1506 0.1122 0.3862 0.110 Uiso 1 1 calc R . . H24B H 1.1740 0.2289 0.4035 0.110 Uiso 1 1 calc R . . H24C H 1.1546 0.2217 0.3152 0.110 Uiso 1 1 calc R . . C25 C 0.9450(5) 0.2148(5) 0.4542(3) 0.0578(15) Uani 1 1 d . . . H25A H 0.8556 0.2569 0.4570 0.087 Uiso 1 1 calc R . . H25B H 0.9927 0.2311 0.4936 0.087 Uiso 1 1 calc R . . H25C H 0.9595 0.1276 0.4640 0.087 Uiso 1 1 calc R . . C26 C 0.7223(4) 0.7006(3) 0.1339(2) 0.0253(9) Uani 1 1 d . . . H26 H 0.6416 0.7396 0.1565 0.030 Uiso 1 1 calc R . . C27 C 0.7891(4) 0.7958(4) 0.1144(3) 0.0346(10) Uani 1 1 d . . . H27A H 0.8137 0.8115 0.1635 0.041 Uiso 1 1 calc R . . H27B H 0.8661 0.7650 0.0869 0.041 Uiso 1 1 calc R . . C28 C 0.7042(5) 0.9132(4) 0.0630(3) 0.0412(12) Uani 1 1 d . . . H28A H 0.7487 0.9739 0.0514 0.049 Uiso 1 1 calc R . . H28B H 0.6285 0.9456 0.0912 0.049 Uiso 1 1 calc R . . C29 C 0.6657(5) 0.8917(4) -0.0135(3) 0.0410(12) Uani 1 1 d . . . H29A H 0.6069 0.9677 -0.0449 0.049 Uiso 1 1 calc R . . H29B H 0.7406 0.8671 -0.0442 0.049 Uiso 1 1 calc R . . C30 C 0.6035(4) 0.7935(4) 0.0026(2) 0.0353(10) Uani 1 1 d . . . H30A H 0.5857 0.7765 -0.0476 0.042 Uiso 1 1 calc R . . H30B H 0.5227 0.8230 0.0269 0.042 Uiso 1 1 calc R . . C31 C 0.6860(4) 0.6765(4) 0.0569(2) 0.0303(9) Uani 1 1 d . . . H31A H 0.7628 0.6418 0.0302 0.036 Uiso 1 1 calc R . . H31B H 0.6402 0.6169 0.0686 0.036 Uiso 1 1 calc R . . C32 C 0.9194(4) 0.5141(4) 0.1869(2) 0.0272(9) Uani 1 1 d . . . H32 H 0.9366 0.4425 0.2325 0.033 Uiso 1 1 calc R . . C33 C 1.0183(4) 0.5731(5) 0.1961(3) 0.0458(13) Uani 1 1 d . . . H33A H 1.0126 0.6403 0.1499 0.055 Uiso 1 1 calc R . . H33B H 1.0030 0.6067 0.2431 0.055 Uiso 1 1 calc R . . C34 C 1.1481(4) 0.4799(5) 0.2039(4) 0.0541(15) Uani 1 1 d . . . H34A H 1.1558 0.4173 0.2530 0.065 Uiso 1 1 calc R . . H34B H 1.2115 0.5199 0.2072 0.065 Uiso 1 1 calc R . . C35 C 1.1747(5) 0.4193(5) 0.1352(3) 0.0520(14) Uani 1 1 d . . . H35A H 1.1786 0.4796 0.0868 0.062 Uiso 1 1 calc R . . H35B H 1.2570 0.3547 0.1449 0.062 Uiso 1 1 calc R . . C36 C 1.0737(4) 0.3653(4) 0.1241(3) 0.0386(11) Uani 1 1 d . . . H36A H 1.0768 0.2981 0.1698 0.046 Uiso 1 1 calc R . . H36B H 1.0895 0.3318 0.0770 0.046 Uiso 1 1 calc R . . C37 C 0.9432(4) 0.4608(4) 0.1148(2) 0.0318(10) Uani 1 1 d . . . H37A H 0.9380 0.5258 0.0674 0.038 Uiso 1 1 calc R . . H37B H 0.8787 0.4232 0.1088 0.038 Uiso 1 1 calc R . . C38 C 0.6411(6) 0.1599(4) 0.4021(3) 0.0513(14) Uani 1 1 d . . . H38A H 0.7102 0.1633 0.3665 0.062 Uiso 1 1 calc R . . H38B H 0.5675 0.1632 0.3713 0.062 Uiso 1 1 calc R . . C39 C 0.6799(7) 0.0482(5) 0.4659(3) 0.072(2) Uani 1 1 d . . . H39A H 0.7719 0.0179 0.4755 0.086 Uiso 1 1 calc R . . H39B H 0.6522 -0.0161 0.4531 0.086 Uiso 1 1 calc R . . C40 C 0.6148(8) 0.0880(5) 0.5360(4) 0.083(2) Uani 1 1 d U . . H40A H 0.5484 0.0505 0.5508 0.100 Uiso 1 1 calc R . . H40B H 0.6756 0.0627 0.5812 0.100 Uiso 1 1 calc R . . C41 C 0.5623(7) 0.2148(5) 0.5157(3) 0.0689(19) Uani 1 1 d . . . H41A H 0.5858 0.2500 0.5563 0.083 Uiso 1 1 calc R . . H41B H 0.4698 0.2385 0.5113 0.083 Uiso 1 1 calc R . . C42 C 1.0671(7) 0.9281(8) 0.0643(4) 0.084(2) Uani 1 1 d U . . H42 H 1.1131 0.8789 0.1112 0.101 Uiso 1 1 calc R . . C43 C 1.0189(7) 1.0425(9) 0.0629(4) 0.090(2) Uani 1 1 d U . . H43 H 1.0362 1.0674 0.1077 0.107 Uiso 1 1 calc R . . C44 C 0.9398(7) 1.1379(9) -0.0014(4) 0.099(2) Uani 1 1 d U . . H44 H 0.9019 1.2214 -0.0029 0.119 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Yb1 0.03488(12) 0.02477(10) 0.02561(10) -0.00653(7) 0.01225(8) -0.00802(8) I1 0.03716(18) 0.04527(18) 0.02839(16) -0.00396(13) 0.00978(12) -0.01147(14) O1 0.055(2) 0.0276(16) 0.0383(18) -0.0076(14) 0.0167(15) -0.0112(15) N1 0.0212(17) 0.0227(16) 0.0238(17) -0.0079(14) 0.0052(13) -0.0067(14) C1 0.0167(19) 0.026(2) 0.0225(19) -0.0068(16) 0.0000(15) -0.0091(16) N2 0.0222(18) 0.0206(16) 0.0214(16) -0.0067(13) 0.0025(13) -0.0054(13) C2 0.025(2) 0.0223(19) 0.0200(19) -0.0040(16) 0.0065(15) -0.0050(16) N3 0.0202(17) 0.0253(17) 0.0211(16) -0.0034(14) 0.0037(13) -0.0071(14) C3 0.032(2) 0.027(2) 0.025(2) -0.0084(17) 0.0054(17) -0.0106(18) C4 0.045(3) 0.026(2) 0.039(3) -0.0146(19) 0.008(2) -0.015(2) C5 0.060(3) 0.024(2) 0.034(3) -0.0044(19) 0.004(2) -0.012(2) C6 0.036(3) 0.027(2) 0.033(2) -0.0048(19) 0.0033(19) 0.0008(19) C7 0.029(2) 0.026(2) 0.024(2) -0.0064(17) 0.0072(17) -0.0035(18) C8 0.031(2) 0.029(2) 0.032(2) -0.0106(18) 0.0014(18) -0.0128(19) C9 0.039(3) 0.042(3) 0.043(3) -0.010(2) 0.002(2) -0.023(2) C10 0.044(3) 0.049(3) 0.037(3) 0.001(2) -0.002(2) -0.020(2) C11 0.021(2) 0.033(2) 0.034(2) 0.0024(19) 0.0050(18) -0.0069(18) C12 0.023(2) 0.040(3) 0.051(3) -0.015(2) 0.004(2) -0.010(2) C13 0.027(3) 0.071(4) 0.042(3) -0.012(3) 0.005(2) -0.004(2) C14 0.028(2) 0.024(2) 0.023(2) -0.0032(16) 0.0071(16) -0.0067(17) C15 0.044(3) 0.028(2) 0.021(2) -0.0048(17) 0.0050(18) -0.016(2) C16 0.070(4) 0.033(3) 0.036(3) -0.018(2) 0.017(2) -0.029(3) C17 0.078(4) 0.024(2) 0.053(3) -0.015(2) 0.035(3) -0.013(3) C18 0.045(3) 0.029(2) 0.050(3) -0.002(2) 0.017(2) 0.006(2) C19 0.032(2) 0.033(2) 0.028(2) -0.0040(19) 0.0090(18) 0.0001(19) C20 0.045(3) 0.035(2) 0.030(2) -0.0037(19) -0.009(2) -0.022(2) C21 0.092(5) 0.068(4) 0.039(3) -0.005(3) -0.020(3) -0.044(4) C22 0.041(3) 0.043(3) 0.060(3) -0.001(3) -0.010(2) -0.019(2) C23 0.030(3) 0.051(3) 0.037(3) -0.001(2) -0.005(2) 0.003(2) C24 0.032(3) 0.098(5) 0.059(4) 0.005(3) -0.007(3) 0.006(3) C25 0.050(3) 0.073(4) 0.039(3) -0.005(3) -0.002(2) -0.008(3) C26 0.026(2) 0.024(2) 0.024(2) -0.0057(16) 0.0067(16) -0.0051(17) C27 0.039(3) 0.036(2) 0.035(2) -0.012(2) 0.013(2) -0.020(2) C28 0.054(3) 0.031(2) 0.042(3) -0.007(2) 0.014(2) -0.021(2) C29 0.049(3) 0.033(2) 0.031(2) 0.002(2) 0.007(2) -0.008(2) C30 0.043(3) 0.036(2) 0.023(2) -0.0027(19) 0.0027(19) -0.010(2) C31 0.037(3) 0.029(2) 0.026(2) -0.0076(18) 0.0030(18) -0.0105(19) C32 0.022(2) 0.033(2) 0.028(2) -0.0110(18) 0.0054(17) -0.0085(18) C33 0.023(2) 0.059(3) 0.068(3) -0.035(3) 0.015(2) -0.016(2) C34 0.021(3) 0.076(4) 0.078(4) -0.042(3) 0.011(2) -0.017(3) C35 0.030(3) 0.064(4) 0.061(3) -0.025(3) 0.019(2) -0.008(2) C36 0.032(3) 0.044(3) 0.037(3) -0.017(2) 0.011(2) -0.004(2) C37 0.029(2) 0.034(2) 0.032(2) -0.0129(19) 0.0092(18) -0.0070(19) C38 0.080(4) 0.034(3) 0.041(3) -0.010(2) 0.012(3) -0.021(3) C39 0.124(6) 0.035(3) 0.048(3) -0.010(3) 0.014(4) -0.013(3) C40 0.131(5) 0.052(3) 0.059(3) -0.016(3) 0.023(3) -0.017(3) C41 0.101(5) 0.038(3) 0.060(4) -0.006(3) 0.042(3) -0.020(3) C42 0.059(4) 0.135(5) 0.054(3) -0.003(4) 0.001(3) -0.037(4) C43 0.067(4) 0.140(5) 0.064(4) -0.018(4) 0.014(3) -0.042(4) C44 0.060(4) 0.173(6) 0.069(4) -0.005(4) 0.022(3) -0.061(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Yb1 N2 2.373(3) . ? Yb1 N1 2.426(3) . ? Yb1 O1 2.441(3) . ? Yb1 I1 3.1129(8) 2_666 ? Yb1 I1 3.1424(9) . ? I1 Yb1 3.1129(8) 2_666 ? O1 C38 1.446(6) . ? O1 C41 1.453(6) . ? N1 C1 1.343(5) . ? N1 C2 1.425(5) . ? C1 N2 1.351(5) . ? C1 N3 1.405(5) . ? N2 C14 1.415(5) . ? C2 C3 1.412(6) . ? C2 C7 1.423(6) . ? N3 C32 1.487(5) . ? N3 C26 1.495(5) . ? C3 C4 1.398(6) . ? C3 C8 1.523(6) . ? C4 C5 1.383(7) . ? C5 C6 1.381(7) . ? C6 C7 1.391(6) . ? C7 C11 1.515(6) . ? C8 C10 1.531(6) . ? C8 C9 1.533(6) . ? C11 C12 1.523(6) . ? C11 C13 1.530(6) . ? C14 C15 1.409(6) . ? C14 C19 1.418(6) . ? C15 C16 1.388(6) . ? C15 C20 1.522(6) . ? C16 C17 1.371(7) . ? C17 C18 1.379(8) . ? C18 C19 1.393(6) . ? C19 C23 1.519(7) . ? C20 C22 1.521(7) . ? C20 C21 1.533(6) . ? C23 C25 1.530(7) . ? C23 C24 1.536(7) . ? C26 C27 1.531(6) . ? C26 C31 1.541(6) . ? C27 C28 1.523(6) . ? C28 C29 1.526(7) . ? C29 C30 1.523(6) . ? C30 C31 1.531(6) . ? C32 C37 1.528(6) . ? C32 C33 1.529(6) . ? C33 C34 1.521(7) . ? C34 C35 1.525(7) . ? C35 C36 1.515(7) . ? C36 C37 1.537(6) . ? C38 C39 1.484(7) . ? C39 C40 1.511(8) . ? C40 C41 1.407(8) . ? C42 C43 1.301(11) . ? C42 C44 1.520(11) 2_775 ? C43 C44 1.481(10) . ? C44 C42 1.520(11) 2_775 ? 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 N2 Yb1 N1 55.55(11) . . ? N2 Yb1 O1 96.20(11) . . ? N1 Yb1 O1 145.91(10) . . ? N2 Yb1 I1 124.14(8) . 2_666 ? N1 Yb1 I1 119.86(8) . 2_666 ? O1 Yb1 I1 90.90(8) . 2_666 ? N2 Yb1 I1 142.31(8) . . ? N1 Yb1 I1 105.54(8) . . ? O1 Yb1 I1 85.24(9) . . ? I1 Yb1 I1 93.42(3) 2_666 . ? Yb1 I1 Yb1 86.58(3) 2_666 . ? C38 O1 C41 105.8(4) . . ? C38 O1 Yb1 133.4(3) . . ? C41 O1 Yb1 120.6(3) . . ? C1 N1 C2 126.0(3) . . ? C1 N1 Yb1 95.0(2) . . ? C2 N1 Yb1 134.6(2) . . ? N1 C1 N2 112.3(3) . . ? N1 C1 N3 125.6(3) . . ? N2 C1 N3 122.1(3) . . ? C1 N2 C14 127.4(3) . . ? C1 N2 Yb1 97.2(2) . . ? C14 N2 Yb1 126.2(2) . . ? C3 C2 C7 120.2(4) . . ? C3 C2 N1 122.0(3) . . ? C7 C2 N1 117.5(4) . . ? C1 N3 C32 118.0(3) . . ? C1 N3 C26 120.0(3) . . ? C32 N3 C26 122.0(3) . . ? C4 C3 C2 118.5(4) . . ? C4 C3 C8 120.2(4) . . ? C2 C3 C8 121.1(3) . . ? C5 C4 C3 121.2(4) . . ? C6 C5 C4 119.9(4) . . ? C5 C6 C7 121.5(4) . . ? C6 C7 C2 118.3(4) . . ? C6 C7 C11 121.3(4) . . ? C2 C7 C11 120.4(4) . . ? C3 C8 C10 109.6(4) . . ? C3 C8 C9 114.9(4) . . ? C10 C8 C9 108.8(4) . . ? C7 C11 C12 112.5(3) . . ? C7 C11 C13 113.3(4) . . ? C12 C11 C13 109.3(4) . . ? C15 C14 N2 121.6(4) . . ? C15 C14 C19 119.8(4) . . ? N2 C14 C19 118.0(4) . . ? C16 C15 C14 118.7(4) . . ? C16 C15 C20 120.5(4) . . ? C14 C15 C20 120.7(4) . . ? C17 C16 C15 121.8(5) . . ? C16 C17 C18 120.0(4) . . ? C17 C18 C19 120.8(5) . . ? C18 C19 C14 119.0(4) . . ? C18 C19 C23 120.3(4) . . ? C14 C19 C23 120.7(4) . . ? C22 C20 C15 111.4(4) . . ? C22 C20 C21 109.1(4) . . ? C15 C20 C21 114.1(4) . . ? C19 C23 C25 110.7(4) . . ? C19 C23 C24 113.0(4) . . ? C25 C23 C24 109.9(4) . . ? N3 C26 C27 115.4(3) . . ? N3 C26 C31 114.3(3) . . ? C27 C26 C31 108.7(3) . . ? C28 C27 C26 110.7(4) . . ? C27 C28 C29 110.6(4) . . ? C30 C29 C28 110.8(4) . . ? C29 C30 C31 111.9(4) . . ? C30 C31 C26 110.9(3) . . ? N3 C32 C37 116.0(3) . . ? N3 C32 C33 114.8(3) . . ? C37 C32 C33 109.9(4) . . ? C34 C33 C32 109.9(4) . . ? C33 C34 C35 112.3(5) . . ? C36 C35 C34 110.8(4) . . ? C35 C36 C37 111.1(4) . . ? C32 C37 C36 109.6(4) . . ? O1 C38 C39 105.3(4) . . ? C38 C39 C40 103.8(5) . . ? C41 C40 C39 108.0(5) . . ? C40 C41 O1 107.7(5) . . ? C43 C42 C44 129.1(7) . 2_775 ? C42 C43 C44 126.6(8) . . ? C43 C44 C42 104.3(8) . 2_775 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.899 _refine_diff_density_min -0.972 _refine_diff_density_rms 0.113 # Attachment 'cmpd5.cif' data_compound5 _database_code_depnum_ccdc_archive 'CCDC 619014' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H64 I N3 Yb' _chemical_formula_weight 934.92 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' Yb Yb -0.3850 5.5486 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.530(2) _cell_length_b 13.562(3) _cell_length_c 15.958(3) _cell_angle_alpha 80.99(3) _cell_angle_beta 71.19(3) _cell_angle_gamma 80.40(3) _cell_volume 2114.2(7) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.469 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 2.974 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.587 _exptl_absorpt_correction_T_max 0.698 _exptl_absorpt_process_details 'Sortav (Blessing, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16815 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.00 _reflns_number_total 9217 _reflns_number_gt 8232 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. A molecule of toluene was located in the asymmetric unit and its carbon atoms refined isotropically with hydrogen atoms in calculated positions (riding model. The largest electron density peak (1.523 e-/ang.3) in the final difference map was located near Yb(1). ; _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^)+(0.0186P)^2^+4.1243P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9217 _refine_ls_number_parameters 416 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0742 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Yb1 Yb 0.361976(14) 0.061201(11) 0.117938(10) 0.02198(5) Uani 1 1 d . . . I1 I 0.67333(2) 0.01411(2) 0.042425(17) 0.03342(7) Uani 1 1 d . . . N1 N 0.2251(3) 0.2067(2) 0.17514(18) 0.0186(6) Uani 1 1 d . . . C1 C 0.1390(3) 0.2124(2) 0.2592(2) 0.0187(7) Uani 1 1 d . . . N2 N 0.1303(3) 0.1327(2) 0.31968(19) 0.0227(6) Uani 1 1 d . . . C2 C 0.2160(3) 0.2771(2) 0.1004(2) 0.0191(7) Uani 1 1 d . . . N3 N 0.0550(3) 0.3007(2) 0.28704(19) 0.0222(6) Uani 1 1 d . . . C3 C 0.0973(3) 0.2986(3) 0.0734(2) 0.0229(7) Uani 1 1 d . . . C4 C 0.0966(4) 0.3703(3) 0.0006(3) 0.0346(9) Uani 1 1 d . . . H4 H 0.0160 0.3880 -0.0158 0.041 Uiso 1 1 calc R . . C5 C 0.2091(4) 0.4162(3) -0.0481(3) 0.0439(11) Uani 1 1 d . . . H5 H 0.2054 0.4658 -0.0966 0.053 Uiso 1 1 calc R . . C6 C 0.3267(4) 0.3896(3) -0.0259(3) 0.0374(10) Uani 1 1 d . . . H6 H 0.4052 0.4193 -0.0613 0.045 Uiso 1 1 calc R . . C7 C 0.3341(4) 0.3203(3) 0.0472(2) 0.0256(7) Uani 1 1 d . . . C8 C -0.0225(3) 0.2398(3) 0.1148(3) 0.0265(8) Uani 1 1 d . . . H8 H -0.0134 0.2016 0.1719 0.032 Uiso 1 1 calc R . . C9 C -0.1598(4) 0.3039(3) 0.1349(3) 0.0352(9) Uani 1 1 d . . . H9A H -0.1635 0.3534 0.1745 0.053 Uiso 1 1 calc R . . H9B H -0.2311 0.2606 0.1641 0.053 Uiso 1 1 calc R . . H9C H -0.1732 0.3388 0.0792 0.053 Uiso 1 1 calc R . . C10 C -0.0179(5) 0.1638(4) 0.0522(4) 0.0558(14) Uani 1 1 d . . . H10A H -0.0290 0.1998 -0.0038 0.084 Uiso 1 1 calc R . . H10B H -0.0911 0.1219 0.0803 0.084 Uiso 1 1 calc R . . H10C H 0.0693 0.1210 0.0399 0.084 Uiso 1 1 calc R . . C11 C 0.4677(3) 0.2950(3) 0.0691(3) 0.0273(8) Uani 1 1 d . . . H11 H 0.4729 0.2232 0.0956 0.033 Uiso 1 1 calc R . . C12 C 0.4704(4) 0.3586(3) 0.1397(3) 0.0421(11) Uani 1 1 d . . . H12A H 0.4557 0.4301 0.1186 0.063 Uiso 1 1 calc R . . H12B H 0.5584 0.3433 0.1506 0.063 Uiso 1 1 calc R . . H12C H 0.3988 0.3430 0.1952 0.063 Uiso 1 1 calc R . . C13 C 0.5925(4) 0.3042(3) -0.0125(3) 0.0430(11) Uani 1 1 d . . . H13A H 0.5832 0.2709 -0.0601 0.065 Uiso 1 1 calc R . . H13B H 0.6733 0.2721 0.0035 0.065 Uiso 1 1 calc R . . H13C H 0.6010 0.3754 -0.0331 0.065 Uiso 1 1 calc R . . C14 C 0.2115(3) 0.0460(3) 0.2910(2) 0.0234(7) Uani 1 1 d . . . C15 C 0.3470(4) 0.0271(3) 0.2958(2) 0.0256(8) Uani 1 1 d . . . C16 C 0.4299(4) -0.0591(3) 0.2637(2) 0.0299(8) Uani 1 1 d . . . H16 H 0.5193 -0.0721 0.2678 0.036 Uiso 1 1 calc R . . C17 C 0.3840(4) -0.1264(3) 0.2259(3) 0.0326(9) Uani 1 1 d . . . H17 H 0.4434 -0.1824 0.2009 0.039 Uiso 1 1 calc R . . C18 C 0.2506(4) -0.1109(3) 0.2250(3) 0.0315(8) Uani 1 1 d . . . H18 H 0.2185 -0.1584 0.2015 0.038 Uiso 1 1 calc R . . C19 C 0.1627(4) -0.0269(3) 0.2580(2) 0.0265(8) Uani 1 1 d . . . C20 C 0.3975(4) 0.1008(3) 0.3368(3) 0.0336(9) Uani 1 1 d . . . H20 H 0.3513 0.1693 0.3233 0.040 Uiso 1 1 calc R . . C21 C 0.3552(6) 0.0769(5) 0.4365(3) 0.0667(16) Uani 1 1 d . . . H21A H 0.2569 0.0770 0.4592 0.100 Uiso 1 1 calc R . . H21B H 0.3814 0.1278 0.4630 0.100 Uiso 1 1 calc R . . H21C H 0.3998 0.0105 0.4522 0.100 Uiso 1 1 calc R . . C22 C 0.5498(5) 0.1060(5) 0.2998(3) 0.0588(14) Uani 1 1 d . . . H22A H 0.5984 0.0430 0.3191 0.088 Uiso 1 1 calc R . . H22B H 0.5722 0.1622 0.3220 0.088 Uiso 1 1 calc R . . H22C H 0.5766 0.1161 0.2346 0.088 Uiso 1 1 calc R . . C23 C 0.0140(4) -0.0145(3) 0.2629(2) 0.0281(8) Uani 1 1 d . . . H23 H -0.0142 0.0587 0.2483 0.034 Uiso 1 1 calc R . . C24 C -0.0687(4) -0.0455(3) 0.3593(3) 0.0403(10) Uani 1 1 d . . . H24A H -0.1653 -0.0317 0.3650 0.061 Uiso 1 1 calc R . . H24B H -0.0485 -0.0070 0.3996 0.061 Uiso 1 1 calc R . . H24C H -0.0450 -0.1175 0.3748 0.061 Uiso 1 1 calc R . . C25 C -0.0168(4) -0.0722(3) 0.1983(3) 0.0436(11) Uani 1 1 d . . . H25A H -0.0020 -0.1447 0.2162 0.065 Uiso 1 1 calc R . . H25B H 0.0431 -0.0563 0.1379 0.065 Uiso 1 1 calc R . . H25C H -0.1111 -0.0529 0.1992 0.065 Uiso 1 1 calc R . . C26 C 0.1046(4) 0.3998(2) 0.2546(2) 0.0231(7) Uani 1 1 d . . . H26 H 0.1840 0.3899 0.2003 0.028 Uiso 1 1 calc R . . C27 C 0.0009(4) 0.4793(3) 0.2254(3) 0.0271(8) Uani 1 1 d . . . H27A H -0.0281 0.4538 0.1805 0.033 Uiso 1 1 calc R . . H27B H -0.0798 0.4921 0.2773 0.033 Uiso 1 1 calc R . . C28 C 0.0611(4) 0.5780(3) 0.1856(3) 0.0395(10) Uani 1 1 d . . . H28A H 0.1365 0.5665 0.1304 0.047 Uiso 1 1 calc R . . H28B H -0.0089 0.6289 0.1696 0.047 Uiso 1 1 calc R . . C29 C 0.1126(5) 0.6175(3) 0.2508(3) 0.0453(11) Uani 1 1 d . . . H29A H 0.1555 0.6789 0.2220 0.054 Uiso 1 1 calc R . . H29B H 0.0356 0.6359 0.3032 0.054 Uiso 1 1 calc R . . C30 C 0.2142(4) 0.5395(3) 0.2810(3) 0.0404(10) Uani 1 1 d . . . H30A H 0.2420 0.5658 0.3260 0.049 Uiso 1 1 calc R . . H30B H 0.2956 0.5267 0.2295 0.049 Uiso 1 1 calc R . . C31 C 0.1558(4) 0.4408(3) 0.3210(3) 0.0328(9) Uani 1 1 d . . . H31A H 0.0802 0.4519 0.3761 0.039 Uiso 1 1 calc R . . H31B H 0.2263 0.3905 0.3370 0.039 Uiso 1 1 calc R . . C32 C -0.0571(4) 0.2966(3) 0.3723(2) 0.0275(8) Uani 1 1 d . . . H32 H -0.1021 0.3674 0.3771 0.033 Uiso 1 1 calc R . . C33 C -0.0191(4) 0.2641(3) 0.4589(2) 0.0342(9) Uani 1 1 d . . . H33A H 0.0161 0.1917 0.4622 0.041 Uiso 1 1 calc R . . H33B H 0.0525 0.3026 0.4596 0.041 Uiso 1 1 calc R . . C34 C -0.1442(5) 0.2836(3) 0.5389(3) 0.0450(11) Uani 1 1 d . . . H34A H -0.1197 0.2633 0.5946 0.054 Uiso 1 1 calc R . . H34B H -0.1773 0.3564 0.5364 0.054 Uiso 1 1 calc R . . C35 C -0.2555(5) 0.2252(4) 0.5397(3) 0.0507(12) Uani 1 1 d . . . H35A H -0.3369 0.2420 0.5901 0.061 Uiso 1 1 calc R . . H35B H -0.2257 0.1522 0.5487 0.061 Uiso 1 1 calc R . . C36 C -0.2911(4) 0.2496(4) 0.4527(3) 0.0418(10) Uani 1 1 d . . . H36A H -0.3348 0.3200 0.4486 0.050 Uiso 1 1 calc R . . H36B H -0.3567 0.2051 0.4528 0.050 Uiso 1 1 calc R . . C37 C -0.1662(4) 0.2361(3) 0.3716(2) 0.0320(9) Uani 1 1 d . . . H37A H -0.1298 0.1640 0.3712 0.038 Uiso 1 1 calc R . . H37B H -0.1923 0.2582 0.3166 0.038 Uiso 1 1 calc R . . C38 C 0.6242(6) -0.4208(4) 0.3401(4) 0.0640(14) Uiso 1 1 d D . . C39 C 0.6598(7) -0.3333(5) 0.2773(5) 0.091(2) Uiso 1 1 d D . . H39 H 0.6463 -0.3217 0.2204 0.109 Uiso 1 1 calc R . . C40 C 0.7156(8) -0.2689(6) 0.3098(6) 0.104(2) Uiso 1 1 d D . . H40 H 0.7437 -0.2103 0.2714 0.125 Uiso 1 1 calc R . . C41 C 0.7337(10) -0.2799(8) 0.3875(6) 0.132(3) Uiso 1 1 d D . . H41 H 0.7675 -0.2271 0.4033 0.159 Uiso 1 1 calc R . . C42 C 0.7063(8) -0.3653(6) 0.4498(6) 0.111(3) Uiso 1 1 d D . . H42 H 0.7249 -0.3757 0.5051 0.133 Uiso 1 1 calc R . . C43 C 0.6468(6) -0.4343(5) 0.4191(4) 0.0723(16) Uiso 1 1 d D . . H43 H 0.6217 -0.4936 0.4574 0.087 Uiso 1 1 calc R . . C44 C 0.5701(8) -0.4977(6) 0.3114(5) 0.098(2) Uiso 1 1 d D . . H44A H 0.6408 -0.5545 0.2951 0.147 Uiso 1 1 calc R . . H44B H 0.5399 -0.4691 0.2597 0.147 Uiso 1 1 calc R . . H44C H 0.4935 -0.5212 0.3601 0.147 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Yb1 0.02117(8) 0.02142(8) 0.02097(8) -0.00499(6) -0.00267(6) -0.00112(6) I1 0.02176(13) 0.04703(16) 0.03314(14) -0.01914(12) -0.00526(10) -0.00134(11) N1 0.0194(14) 0.0178(13) 0.0175(14) -0.0020(11) -0.0053(11) 0.0002(11) C1 0.0186(16) 0.0172(15) 0.0213(16) -0.0014(13) -0.0080(13) -0.0013(13) N2 0.0231(15) 0.0226(14) 0.0186(14) -0.0005(11) -0.0035(12) 0.0000(12) C2 0.0211(16) 0.0150(15) 0.0202(16) -0.0013(13) -0.0058(13) -0.0014(13) N3 0.0252(15) 0.0183(14) 0.0204(14) -0.0024(11) -0.0047(12) 0.0005(12) C3 0.0228(17) 0.0237(17) 0.0217(17) -0.0009(14) -0.0063(14) -0.0039(14) C4 0.032(2) 0.037(2) 0.034(2) 0.0042(18) -0.0159(18) 0.0006(17) C5 0.046(3) 0.046(3) 0.032(2) 0.0199(19) -0.012(2) -0.007(2) C6 0.036(2) 0.035(2) 0.036(2) 0.0164(18) -0.0086(18) -0.0127(18) C7 0.0268(18) 0.0254(18) 0.0236(18) -0.0015(14) -0.0057(15) -0.0058(15) C8 0.0227(18) 0.0268(18) 0.032(2) 0.0025(15) -0.0127(16) -0.0035(15) C9 0.026(2) 0.037(2) 0.041(2) 0.0006(18) -0.0089(18) -0.0074(17) C10 0.038(3) 0.042(3) 0.094(4) -0.032(3) -0.018(3) -0.005(2) C11 0.0207(17) 0.0230(18) 0.036(2) -0.0036(15) -0.0048(16) -0.0046(14) C12 0.024(2) 0.048(3) 0.061(3) -0.021(2) -0.015(2) -0.0026(18) C13 0.026(2) 0.048(3) 0.048(3) -0.001(2) -0.0020(19) -0.0082(19) C14 0.0247(18) 0.0209(17) 0.0187(17) 0.0046(13) -0.0027(14) -0.0009(14) C15 0.0283(19) 0.0256(18) 0.0211(17) 0.0036(14) -0.0081(15) -0.0030(15) C16 0.0278(19) 0.0269(19) 0.030(2) 0.0038(15) -0.0089(16) 0.0054(15) C17 0.032(2) 0.0201(18) 0.037(2) -0.0001(16) -0.0032(17) 0.0033(15) C18 0.036(2) 0.0182(17) 0.037(2) -0.0019(15) -0.0064(17) -0.0028(15) C19 0.0278(19) 0.0219(17) 0.0242(18) 0.0046(14) -0.0031(15) -0.0045(14) C20 0.035(2) 0.039(2) 0.031(2) -0.0078(17) -0.0155(18) 0.0003(17) C21 0.075(4) 0.106(5) 0.025(2) -0.012(3) -0.009(2) -0.034(3) C22 0.045(3) 0.089(4) 0.049(3) -0.027(3) -0.007(2) -0.024(3) C23 0.0274(19) 0.0219(17) 0.032(2) 0.0032(15) -0.0062(16) -0.0060(15) C24 0.028(2) 0.040(2) 0.040(2) 0.0112(19) 0.0006(18) -0.0065(18) C25 0.038(2) 0.042(2) 0.055(3) -0.008(2) -0.015(2) -0.0112(19) C26 0.0251(18) 0.0195(16) 0.0248(18) -0.0054(14) -0.0072(15) -0.0015(14) C27 0.0285(19) 0.0209(17) 0.032(2) -0.0024(15) -0.0113(16) 0.0003(14) C28 0.042(2) 0.0232(19) 0.052(3) -0.0013(18) -0.015(2) -0.0025(17) C29 0.048(3) 0.022(2) 0.068(3) -0.014(2) -0.016(2) -0.0046(18) C30 0.040(2) 0.033(2) 0.055(3) -0.025(2) -0.015(2) -0.0049(18) C31 0.034(2) 0.032(2) 0.039(2) -0.0178(17) -0.0161(18) 0.0039(16) C32 0.0290(19) 0.0264(18) 0.0210(18) -0.0065(14) -0.0016(15) 0.0053(15) C33 0.042(2) 0.037(2) 0.0211(19) -0.0029(16) -0.0098(17) 0.0017(18) C34 0.058(3) 0.044(3) 0.023(2) -0.0084(18) -0.005(2) 0.011(2) C35 0.053(3) 0.054(3) 0.027(2) 0.000(2) 0.007(2) 0.002(2) C36 0.031(2) 0.048(3) 0.033(2) -0.0015(19) 0.0058(18) -0.0009(19) C37 0.0279(19) 0.037(2) 0.0239(19) -0.0037(16) 0.0015(16) -0.0017(16) _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 Yb1 N1 2.360(3) . ? Yb1 C14 2.700(3) . ? Yb1 C15 2.760(3) . ? Yb1 C19 2.793(4) . ? Yb1 C16 2.843(4) . ? Yb1 C18 2.848(4) . ? Yb1 C17 2.861(4) . ? Yb1 I1 3.0478(7) 2_655 ? Yb1 I1 3.0992(10) . ? I1 Yb1 3.0478(7) 2_655 ? N1 C1 1.361(4) . ? N1 C2 1.425(4) . ? C1 N2 1.325(4) . ? C1 N3 1.405(4) . ? N2 C14 1.380(4) . ? C2 C7 1.421(5) . ? C2 C3 1.421(5) . ? N3 C26 1.479(4) . ? N3 C32 1.487(4) . ? C3 C4 1.393(5) . ? C3 C8 1.516(5) . ? C4 C5 1.377(6) . ? C5 C6 1.373(6) . ? C6 C7 1.392(5) . ? C7 C11 1.529(5) . ? C8 C9 1.522(5) . ? C8 C10 1.528(6) . ? C11 C13 1.528(5) . ? C11 C12 1.532(6) . ? C14 C19 1.423(5) . ? C14 C15 1.432(5) . ? C15 C16 1.396(5) . ? C15 C20 1.523(5) . ? C16 C17 1.391(6) . ? C17 C18 1.390(5) . ? C18 C19 1.397(5) . ? C19 C23 1.525(5) . ? C20 C21 1.504(6) . ? C20 C22 1.530(6) . ? C23 C25 1.528(6) . ? C23 C24 1.535(5) . ? C26 C27 1.533(5) . ? C26 C31 1.540(5) . ? C27 C28 1.533(5) . ? C28 C29 1.517(6) . ? C29 C30 1.514(6) . ? C30 C31 1.527(6) . ? C32 C37 1.522(5) . ? C32 C33 1.540(5) . ? C33 C34 1.530(6) . ? C34 C35 1.516(7) . ? C35 C36 1.526(6) . ? C36 C37 1.528(5) . ? C38 C43 1.336(7) . ? C38 C39 1.445(8) . ? C38 C44 1.462(8) . ? C39 C40 1.373(9) . ? C40 C41 1.297(10) . ? C41 C42 1.407(10) . ? C42 C43 1.431(9) . ? 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 N1 Yb1 C14 61.91(10) . . ? N1 Yb1 C15 77.50(10) . . ? C14 Yb1 C15 30.39(10) . . ? N1 Yb1 C19 79.81(10) . . ? C14 Yb1 C19 29.97(11) . . ? C15 Yb1 C19 52.50(11) . . ? N1 Yb1 C16 106.32(10) . . ? C14 Yb1 C16 52.23(10) . . ? C15 Yb1 C16 28.82(11) . . ? C19 Yb1 C16 59.63(11) . . ? N1 Yb1 C18 108.41(10) . . ? C14 Yb1 C18 52.00(11) . . ? C15 Yb1 C18 59.88(11) . . ? C19 Yb1 C18 28.65(11) . . ? C16 Yb1 C18 49.91(12) . . ? N1 Yb1 C17 122.79(10) . . ? C14 Yb1 C17 60.95(11) . . ? C15 Yb1 C17 51.19(11) . . ? C19 Yb1 C17 50.91(11) . . ? C16 Yb1 C17 28.23(11) . . ? C18 Yb1 C17 28.18(11) . . ? N1 Yb1 I1 119.56(7) . 2_655 ? C14 Yb1 I1 130.71(8) . 2_655 ? C15 Yb1 I1 148.27(8) . 2_655 ? C19 Yb1 I1 101.54(8) . 2_655 ? C16 Yb1 I1 126.55(8) . 2_655 ? C18 Yb1 I1 88.58(9) . 2_655 ? C17 Yb1 I1 99.47(9) . 2_655 ? N1 Yb1 I1 130.93(7) . . ? C14 Yb1 I1 127.03(8) . . ? C15 Yb1 I1 96.79(8) . . ? C19 Yb1 I1 134.41(8) . . ? C16 Yb1 I1 77.73(8) . . ? C18 Yb1 I1 110.10(8) . . ? C17 Yb1 I1 83.95(8) . . ? I1 Yb1 I1 90.69(3) 2_655 . ? Yb1 I1 Yb1 89.31(3) 2_655 . ? C1 N1 C2 124.3(3) . . ? C1 N1 Yb1 126.3(2) . . ? C2 N1 Yb1 106.70(19) . . ? N2 C1 N1 120.6(3) . . ? N2 C1 N3 116.3(3) . . ? N1 C1 N3 123.0(3) . . ? C1 N2 C14 115.7(3) . . ? C7 C2 C3 119.3(3) . . ? C7 C2 N1 118.1(3) . . ? C3 C2 N1 122.4(3) . . ? C1 N3 C26 120.2(3) . . ? C1 N3 C32 120.1(3) . . ? C26 N3 C32 115.5(3) . . ? C4 C3 C2 118.4(3) . . ? C4 C3 C8 118.9(3) . . ? C2 C3 C8 122.5(3) . . ? C5 C4 C3 122.0(4) . . ? C6 C5 C4 119.4(4) . . ? C5 C6 C7 121.8(4) . . ? C6 C7 C2 118.8(3) . . ? C6 C7 C11 119.2(3) . . ? C2 C7 C11 122.0(3) . . ? C3 C8 C9 114.6(3) . . ? C3 C8 C10 108.8(3) . . ? C9 C8 C10 108.8(3) . . ? C13 C11 C7 113.7(3) . . ? C13 C11 C12 110.5(3) . . ? C7 C11 C12 111.0(3) . . ? N2 C14 C19 121.4(3) . . ? N2 C14 C15 119.9(3) . . ? C19 C14 C15 118.7(3) . . ? N2 C14 Yb1 115.3(2) . . ? C19 C14 Yb1 78.7(2) . . ? C15 C14 Yb1 77.1(2) . . ? C16 C15 C14 119.4(3) . . ? C16 C15 C20 121.2(3) . . ? C14 C15 C20 119.3(3) . . ? C16 C15 Yb1 78.9(2) . . ? C14 C15 Yb1 72.48(19) . . ? C20 C15 Yb1 119.9(2) . . ? C17 C16 C15 121.3(3) . . ? C17 C16 Yb1 76.6(2) . . ? C15 C16 Yb1 72.3(2) . . ? C18 C17 C16 119.4(4) . . ? C18 C17 Yb1 75.4(2) . . ? C16 C17 Yb1 75.2(2) . . ? C17 C18 C19 121.5(4) . . ? C17 C18 Yb1 76.4(2) . . ? C19 C18 Yb1 73.5(2) . . ? C18 C19 C14 119.5(3) . . ? C18 C19 C23 121.0(3) . . ? C14 C19 C23 119.4(3) . . ? C18 C19 Yb1 77.9(2) . . ? C14 C19 Yb1 71.38(19) . . ? C23 C19 Yb1 123.9(2) . . ? C21 C20 C15 109.7(4) . . ? C21 C20 C22 110.7(4) . . ? C15 C20 C22 114.4(3) . . ? C19 C23 C25 114.5(3) . . ? C19 C23 C24 108.3(3) . . ? C25 C23 C24 110.7(3) . . ? N3 C26 C27 113.1(3) . . ? N3 C26 C31 113.7(3) . . ? C27 C26 C31 109.9(3) . . ? C28 C27 C26 110.9(3) . . ? C29 C28 C27 111.3(4) . . ? C30 C29 C28 111.1(3) . . ? C29 C30 C31 111.7(3) . . ? C30 C31 C26 111.0(3) . . ? N3 C32 C37 113.0(3) . . ? N3 C32 C33 117.5(3) . . ? C37 C32 C33 109.3(3) . . ? C34 C33 C32 109.4(3) . . ? C35 C34 C33 110.9(4) . . ? C34 C35 C36 111.3(4) . . ? C35 C36 C37 111.9(4) . . ? C32 C37 C36 111.4(3) . . ? C43 C38 C39 121.8(6) . . ? C43 C38 C44 121.0(6) . . ? C39 C38 C44 117.1(6) . . ? C40 C39 C38 112.0(7) . . ? C41 C40 C39 126.6(9) . . ? C40 C41 C42 123.9(10) . . ? C41 C42 C43 111.4(8) . . ? C38 C43 C42 124.2(7) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.523 _refine_diff_density_min -0.841 _refine_diff_density_rms 0.105