# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_159_2_ho _database_code_depnum_ccdc_archive 'CCDC 900086' #TrackingRef '159_2_Ho.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H25 Ho N4 O9' _chemical_formula_weight 846.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ho Ho -14.9734 3.7046 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 30.7627(5) _cell_length_b 30.7627(5) _cell_length_c 17.9693(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 14726.8(4) _cell_formula_units_Z 18 _cell_measurement_temperature 293(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 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7560 _exptl_absorpt_coefficient_mu 5.080 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5162 _exptl_absorpt_correction_T_max 0.6306 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14649 _diffrn_reflns_av_R_equivalents 0.0198 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.13 _diffrn_reflns_theta_max 72.58 _reflns_number_total 6395 _reflns_number_gt 5887 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0511P)^2^+24.2139P] 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 6395 _refine_ls_number_parameters 470 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0323 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0887 _refine_ls_wR_factor_gt 0.0869 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.003 _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 Ho1 Ho 0.507898(6) 0.543257(6) 0.415166(9) 0.02284(7) Uani 1 1 d . . . O1 O 0.45624(8) 0.52533(8) 0.30560(11) 0.0422(5) Uani 1 1 d . . . O2 O 0.43591(7) 0.55474(8) 0.40214(10) 0.0376(4) Uani 1 1 d . . . O3 O 0.27025(8) 0.54587(10) 0.61994(12) 0.0545(6) Uani 1 1 d . . . H3 H 0.2441 0.5268 0.6418 0.082 Uiso 1 1 calc R . . O4 O 0.23316(9) 0.49333(9) 0.52640(14) 0.0569(6) Uani 1 1 d . . . O5 O 0.59979(7) 0.58822(7) 0.44784(10) 0.0342(4) Uani 1 1 d . . . O6 O 0.55281(6) 0.52043(6) 0.51178(10) 0.0305(4) Uani 1 1 d . . . O7 O 0.74953(6) 0.59165(6) 0.19314(9) 0.0300(4) Uani 1 1 d . . . O8 O 0.80135(7) 0.63303(7) 0.28812(10) 0.0354(4) Uani 1 1 d . . . O9 O 0.4923(2) 0.5364(4) 0.1495(3) 0.263(6) Uani 1 1 d . . . H1W H 0.4819 0.5334 0.1941 0.316 Uiso 1 1 d R . . H2W H 0.5108 0.5442 0.1880 0.316 Uiso 1 1 d R . . N1 N 0.39503(11) 0.63516(11) 0.49127(17) 0.0542(7) Uani 1 1 d . . . N2 N 0.64723(8) 0.48865(8) 0.34437(12) 0.0344(5) Uani 1 1 d . . . N3 N 0.56479(8) 0.56621(8) 0.30119(11) 0.0291(4) Uani 1 1 d . . . N4 N 0.54063(8) 0.63121(8) 0.36674(11) 0.0277(4) Uani 1 1 d . . . C1 C 0.42885(10) 0.54037(10) 0.33532(15) 0.0346(5) Uani 1 1 d . . . C2 C 0.38857(10) 0.54101(11) 0.28822(15) 0.0361(5) Uani 1 1 d . . . C3 C 0.38051(13) 0.52063(14) 0.21656(18) 0.0512(8) Uani 1 1 d . . . H3A H 0.4003 0.5076 0.1996 0.061 Uiso 1 1 calc R . . C4 C 0.34399(15) 0.51927(17) 0.1702(2) 0.0633(10) Uani 1 1 d . . . H4 H 0.3390 0.5051 0.1230 0.076 Uiso 1 1 calc R . . C5 C 0.31533(15) 0.53890(18) 0.1944(2) 0.0652(10) Uani 1 1 d . . . H5 H 0.2915 0.5392 0.1630 0.078 Uiso 1 1 calc R . . C6 C 0.32170(14) 0.55815(17) 0.2651(2) 0.0592(9) Uani 1 1 d . . . H6 H 0.3013 0.5706 0.2812 0.071 Uiso 1 1 calc R . . C7 C 0.35801(11) 0.55957(12) 0.31343(16) 0.0418(6) Uani 1 1 d . . . C8 C 0.35739(11) 0.57597(12) 0.39054(17) 0.0401(6) Uani 1 1 d . . . C9 C 0.39546(12) 0.62035(12) 0.42186(19) 0.0483(7) Uani 1 1 d . . . H9 H 0.4229 0.6409 0.3922 0.058 Uiso 1 1 calc R . . C10 C 0.35459(12) 0.60645(12) 0.53273(18) 0.0466(7) Uani 1 1 d . . . H10 H 0.3537 0.6165 0.5813 0.056 Uiso 1 1 calc R . . C11 C 0.31402(11) 0.56257(11) 0.50699(16) 0.0403(6) Uani 1 1 d . . . C12 C 0.31602(11) 0.54757(11) 0.43459(17) 0.0408(6) Uani 1 1 d . . . H12 H 0.2892 0.5182 0.4158 0.049 Uiso 1 1 calc R . . C13 C 0.26785(11) 0.53024(12) 0.55102(17) 0.0420(6) Uani 1 1 d . . . C14 C 0.59536(8) 0.55864(9) 0.49840(12) 0.0250(4) Uani 1 1 d . . . C15 C 0.63958(9) 0.56829(9) 0.54569(12) 0.0266(5) Uani 1 1 d . . . C16 C 0.63947(10) 0.58004(11) 0.62042(14) 0.0376(6) Uani 1 1 d . . . H16 H 0.6114 0.5794 0.6409 0.045 Uiso 1 1 calc R . . C17 C 0.68103(12) 0.59261(13) 0.66438(15) 0.0458(7) Uani 1 1 d . . . H17 H 0.6808 0.6005 0.7143 0.055 Uiso 1 1 calc R . . C18 C 0.72276(11) 0.59349(13) 0.63467(16) 0.0443(7) Uani 1 1 d . . . H18 H 0.7506 0.6020 0.6644 0.053 Uiso 1 1 calc R . . C19 C 0.72310(10) 0.58162(11) 0.56046(15) 0.0354(5) Uani 1 1 d . . . H19 H 0.7514 0.5823 0.5406 0.043 Uiso 1 1 calc R . . C20 C 0.68160(9) 0.56862(9) 0.51526(13) 0.0266(5) Uani 1 1 d . . . C21 C 0.68257(8) 0.55344(9) 0.43715(12) 0.0259(5) Uani 1 1 d . . . C22 C 0.64620(9) 0.50616(9) 0.41214(13) 0.0299(5) Uani 1 1 d . . . H22 H 0.6200 0.4858 0.4440 0.036 Uiso 1 1 calc R . . C23 C 0.68363(10) 0.51882(9) 0.29735(13) 0.0309(5) Uani 1 1 d . . . H23 H 0.6840 0.5070 0.2498 0.037 Uiso 1 1 calc R . . C24 C 0.72085(9) 0.56688(9) 0.31631(12) 0.0256(4) Uani 1 1 d . . . C25 C 0.72075(9) 0.58367(9) 0.38808(12) 0.0266(4) Uani 1 1 d . . . H25 H 0.7462 0.6151 0.4032 0.032 Uiso 1 1 calc R . . C26 C 0.76060(9) 0.59980(9) 0.26100(12) 0.0255(4) Uani 1 1 d . . . C27 C 0.57648(11) 0.53495(11) 0.26830(15) 0.0377(6) Uani 1 1 d . . . H27 H 0.5620 0.5023 0.2864 0.045 Uiso 1 1 calc R . . C28 C 0.60938(13) 0.54822(12) 0.20785(17) 0.0454(7) Uani 1 1 d . . . H28 H 0.6166 0.5249 0.1869 0.055 Uiso 1 1 calc R . . C29 C 0.63072(11) 0.59581(12) 0.18008(16) 0.0433(6) Uani 1 1 d . . . H29 H 0.6527 0.6054 0.1400 0.052 Uiso 1 1 calc R . . C30 C 0.61904(10) 0.63009(10) 0.21284(14) 0.0339(5) Uani 1 1 d . . . C31 C 0.58582(9) 0.61374(9) 0.27396(13) 0.0281(5) Uani 1 1 d . . . C32 C 0.63952(10) 0.68047(11) 0.18607(15) 0.0398(6) Uani 1 1 d . . . H32 H 0.6616 0.6912 0.1460 0.048 Uiso 1 1 calc R . . C33 C 0.62748(11) 0.71222(11) 0.21757(16) 0.0414(6) Uani 1 1 d . . . H33 H 0.6412 0.7447 0.1990 0.050 Uiso 1 1 calc R . . C34 C 0.59350(10) 0.69717(10) 0.28000(15) 0.0349(5) Uani 1 1 d . . . C35 C 0.57306(9) 0.64799(9) 0.30827(13) 0.0276(5) Uani 1 1 d . . . C36 C 0.57925(13) 0.72905(11) 0.31390(17) 0.0445(7) Uani 1 1 d . . . H36 H 0.5924 0.7619 0.2972 0.053 Uiso 1 1 calc R . . C37 C 0.54579(13) 0.71177(11) 0.37177(16) 0.0429(6) Uani 1 1 d . . . H37 H 0.5354 0.7323 0.3940 0.052 Uiso 1 1 calc R . . C38 C 0.52749(10) 0.66239(10) 0.39683(14) 0.0331(5) Uani 1 1 d . . . H38 H 0.5051 0.6510 0.4365 0.040 Uiso 1 1 calc R . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 7 0 ' ' 2 0.000 0.000 0.500 87 12 ' ' 3 0.333 0.667 0.167 87 13 ' ' 4 0.333 0.667 0.667 7 0 ' ' 5 0.666 0.333 0.833 87 13 ' ' 6 0.667 0.333 0.333 7 0 ' ' _platon_squeeze_details ; ; 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 Ho1 0.02632(10) 0.02355(10) 0.01926(10) -0.00020(6) -0.00011(6) 0.01292(7) O1 0.0450(11) 0.0564(12) 0.0365(10) -0.0117(9) -0.0106(8) 0.0339(10) O2 0.0380(10) 0.0457(11) 0.0361(10) -0.0007(8) -0.0044(8) 0.0260(9) O3 0.0409(12) 0.0775(17) 0.0382(11) -0.0029(11) 0.0026(9) 0.0244(11) O4 0.0427(12) 0.0567(14) 0.0553(14) -0.0095(11) 0.0116(10) 0.0129(11) O5 0.0305(9) 0.0387(10) 0.0283(9) 0.0076(7) 0.0002(7) 0.0135(8) O6 0.0231(8) 0.0273(8) 0.0369(9) 0.0029(7) 0.0011(7) 0.0095(7) O7 0.0307(8) 0.0313(8) 0.0213(8) 0.0019(6) 0.0012(6) 0.0104(7) O8 0.0270(9) 0.0375(10) 0.0255(8) 0.0048(7) -0.0006(7) 0.0039(8) O9 0.101(4) 0.484(15) 0.086(4) -0.041(6) -0.030(3) 0.057(6) N1 0.0446(15) 0.0498(15) 0.0542(16) -0.0100(12) 0.0021(12) 0.0131(12) N2 0.0325(11) 0.0306(11) 0.0295(10) -0.0035(8) 0.0033(8) 0.0077(9) N3 0.0337(10) 0.0316(10) 0.0232(9) 0.0006(8) 0.0018(8) 0.0172(9) N4 0.0317(10) 0.0287(10) 0.0236(9) -0.0015(7) -0.0018(8) 0.0159(8) C1 0.0339(13) 0.0333(13) 0.0334(13) 0.0011(10) -0.0054(10) 0.0145(11) C2 0.0333(13) 0.0387(14) 0.0360(13) 0.0012(11) -0.0035(10) 0.0177(11) C3 0.0563(19) 0.063(2) 0.0433(16) -0.0126(14) -0.0136(14) 0.0366(17) C4 0.066(2) 0.085(3) 0.0476(19) -0.0237(18) -0.0232(17) 0.045(2) C5 0.054(2) 0.099(3) 0.053(2) -0.0129(19) -0.0183(16) 0.046(2) C6 0.057(2) 0.092(3) 0.0507(19) -0.0043(18) -0.0057(15) 0.053(2) C7 0.0387(14) 0.0532(17) 0.0367(14) 0.0008(12) -0.0015(11) 0.0255(13) C8 0.0347(14) 0.0477(16) 0.0421(15) 0.0019(12) 0.0021(11) 0.0237(13) C9 0.0383(15) 0.0463(17) 0.0509(17) -0.0002(13) 0.0065(13) 0.0142(13) C10 0.0457(16) 0.0497(17) 0.0421(15) -0.0070(13) 0.0008(12) 0.0222(14) C11 0.0382(14) 0.0441(15) 0.0409(15) -0.0001(12) 0.0008(11) 0.0224(13) C12 0.0362(14) 0.0426(15) 0.0419(15) -0.0027(12) -0.0003(11) 0.0184(12) C13 0.0411(15) 0.0490(17) 0.0404(15) 0.0028(12) 0.0047(12) 0.0259(14) C14 0.0259(11) 0.0289(11) 0.0207(10) -0.0035(8) 0.0019(8) 0.0140(9) C15 0.0249(11) 0.0290(11) 0.0215(10) 0.0015(9) 0.0018(8) 0.0102(9) C16 0.0351(13) 0.0488(16) 0.0245(12) -0.0035(10) 0.0035(10) 0.0177(12) C17 0.0478(16) 0.0623(19) 0.0224(12) -0.0074(12) -0.0039(11) 0.0239(15) C18 0.0411(15) 0.0579(18) 0.0317(13) -0.0050(12) -0.0142(11) 0.0230(14) C19 0.0303(12) 0.0444(15) 0.0328(13) -0.0016(11) -0.0029(10) 0.0196(11) C20 0.0270(11) 0.0283(11) 0.0230(11) 0.0011(8) 0.0013(8) 0.0126(9) C21 0.0238(11) 0.0314(12) 0.0229(11) 0.0010(9) 0.0006(8) 0.0141(9) C22 0.0281(12) 0.0305(12) 0.0256(11) 0.0009(9) 0.0059(9) 0.0105(10) C23 0.0320(12) 0.0314(12) 0.0234(11) -0.0012(9) 0.0029(9) 0.0112(10) C24 0.0242(11) 0.0287(11) 0.0224(10) 0.0033(8) 0.0018(8) 0.0120(9) C25 0.0247(11) 0.0281(11) 0.0236(10) -0.0002(9) -0.0014(8) 0.0108(9) C26 0.0269(11) 0.0269(11) 0.0219(10) 0.0034(8) 0.0022(8) 0.0128(9) C27 0.0481(15) 0.0378(14) 0.0320(13) 0.0043(10) 0.0096(11) 0.0251(12) C28 0.0558(18) 0.0508(17) 0.0399(15) 0.0008(12) 0.0136(13) 0.0344(15) C29 0.0419(15) 0.0561(18) 0.0353(14) 0.0065(12) 0.0138(11) 0.0271(14) C30 0.0293(12) 0.0401(14) 0.0292(12) 0.0028(10) 0.0023(9) 0.0150(11) C31 0.0272(11) 0.0321(12) 0.0235(10) 0.0004(9) -0.0017(9) 0.0137(10) C32 0.0326(13) 0.0455(15) 0.0338(13) 0.0104(11) 0.0061(10) 0.0139(12) C33 0.0382(14) 0.0346(14) 0.0404(14) 0.0110(11) 0.0047(11) 0.0100(12) C34 0.0371(13) 0.0307(13) 0.0325(12) 0.0030(10) -0.0034(10) 0.0137(11) C35 0.0259(11) 0.0286(12) 0.0245(11) -0.0004(9) -0.0044(9) 0.0107(9) C36 0.0587(18) 0.0306(13) 0.0437(15) 0.0032(11) -0.0003(13) 0.0220(13) C37 0.0619(19) 0.0366(14) 0.0384(14) -0.0056(11) -0.0035(13) 0.0308(14) C38 0.0414(14) 0.0335(13) 0.0262(11) -0.0035(9) -0.0029(10) 0.0201(11) _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 Ho1 O8 2.3202(17) 18_545 ? Ho1 O6 2.3218(17) 10_666 ? Ho1 O7 2.3503(16) 6_565 ? Ho1 O1 2.4144(19) . ? Ho1 O2 2.4221(18) . ? Ho1 O5 2.5178(18) . ? Ho1 N4 2.523(2) . ? Ho1 O6 2.5269(17) . ? Ho1 N3 2.554(2) . ? Ho1 Ho1 3.9142(3) 10_666 ? O1 C1 1.265(3) . ? O2 C1 1.260(3) . ? O3 C13 1.317(4) . ? O3 H3 0.8200 . ? O4 C13 1.188(4) . ? O5 C14 1.244(3) . ? O6 C14 1.271(3) . ? O6 Ho1 2.3218(17) 10_666 ? O7 C26 1.257(3) . ? O7 Ho1 2.3501(16) 8_654 ? O8 C26 1.254(3) . ? O8 Ho1 2.3202(17) 17 ? O9 H1W 0.8499 . ? O9 H2W 0.8496 . ? N1 C9 1.330(4) . ? N1 C10 1.336(4) . ? N2 C23 1.338(3) . ? N2 C22 1.339(3) . ? N3 C27 1.322(3) . ? N3 C31 1.360(3) . ? N4 C38 1.328(3) . ? N4 C35 1.360(3) . ? C1 C2 1.509(4) . ? C2 C7 1.397(4) . ? C2 C3 1.399(4) . ? C3 C4 1.383(5) . ? C3 H3A 0.9300 . ? C4 C5 1.365(6) . ? C4 H4 0.9300 . ? C5 C6 1.373(5) . ? C5 H5 0.9300 . ? C6 C7 1.399(4) . ? C6 H6 0.9300 . ? C7 C8 1.478(4) . ? C8 C12 1.377(4) . ? C8 C9 1.398(4) . ? C9 H9 0.9300 . ? C10 C11 1.382(4) . ? C10 H10 0.9300 . ? C11 C12 1.392(4) . ? C11 C13 1.490(4) . ? C12 H12 0.9300 . ? C14 C15 1.502(3) . ? C15 C16 1.391(3) . ? C15 C20 1.399(3) . ? C16 C17 1.383(4) . ? C16 H16 0.9300 . ? C17 C18 1.378(4) . ? C17 H17 0.9300 . ? C18 C19 1.384(4) . ? C18 H18 0.9300 . ? C19 C20 1.392(3) . ? C19 H19 0.9300 . ? C20 C21 1.484(3) . ? C21 C25 1.389(3) . ? C21 C22 1.393(3) . ? C22 H22 0.9300 . ? C23 C24 1.386(3) . ? C23 H23 0.9300 . ? C24 C25 1.390(3) . ? C24 C26 1.507(3) . ? C25 H25 0.9300 . ? C27 C28 1.399(4) . ? C27 H27 0.9300 . ? C28 C29 1.365(4) . ? C28 H28 0.9300 . ? C29 C30 1.402(4) . ? C29 H29 0.9300 . ? C30 C31 1.410(3) . ? C30 C32 1.433(4) . ? C31 C35 1.435(3) . ? C32 C33 1.331(4) . ? C32 H32 0.9300 . ? C33 C34 1.443(4) . ? C33 H33 0.9300 . ? C34 C36 1.398(4) . ? C34 C35 1.411(3) . ? C36 C37 1.370(4) . ? C36 H36 0.9300 . ? C37 C38 1.404(4) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? 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 O8 Ho1 O6 71.83(6) 18_545 10_666 ? O8 Ho1 O7 138.09(6) 18_545 6_565 ? O6 Ho1 O7 75.98(6) 10_666 6_565 ? O8 Ho1 O1 79.87(7) 18_545 . ? O6 Ho1 O1 96.23(7) 10_666 . ? O7 Ho1 O1 130.31(6) 6_565 . ? O8 Ho1 O2 119.51(7) 18_545 . ? O6 Ho1 O2 76.67(6) 10_666 . ? O7 Ho1 O2 76.92(6) 6_565 . ? O1 Ho1 O2 53.78(7) . . ? O8 Ho1 O5 97.14(7) 18_545 . ? O6 Ho1 O5 122.69(6) 10_666 . ? O7 Ho1 O5 78.35(6) 6_565 . ? O1 Ho1 O5 138.21(7) . . ? O2 Ho1 O5 143.11(7) . . ? O8 Ho1 N4 139.59(6) 18_545 . ? O6 Ho1 N4 145.21(6) 10_666 . ? O7 Ho1 N4 80.32(6) 6_565 . ? O1 Ho1 N4 80.09(7) . . ? O2 Ho1 N4 73.39(7) . . ? O5 Ho1 N4 75.81(6) . . ? O8 Ho1 O6 72.64(6) 18_545 . ? O6 Ho1 O6 72.42(6) 10_666 . ? O7 Ho1 O6 72.54(6) 6_565 . ? O1 Ho1 O6 152.32(6) . . ? O2 Ho1 O6 140.69(6) . . ? O5 Ho1 O6 51.16(5) . . ? N4 Ho1 O6 123.66(6) . . ? O8 Ho1 N3 75.62(7) 18_545 . ? O6 Ho1 N3 146.90(6) 10_666 . ? O7 Ho1 N3 135.35(7) 6_565 . ? O1 Ho1 N3 72.00(7) . . ? O2 Ho1 N3 115.62(7) . . ? O5 Ho1 N3 66.99(6) . . ? N4 Ho1 N3 64.92(7) . . ? O6 Ho1 N3 103.50(6) . . ? O8 Ho1 Ho1 67.81(4) 18_545 10_666 ? O6 Ho1 Ho1 37.98(4) 10_666 10_666 ? O7 Ho1 Ho1 70.28(4) 6_565 10_666 ? O1 Ho1 Ho1 129.50(6) . 10_666 ? O2 Ho1 Ho1 111.27(5) . 10_666 ? O5 Ho1 Ho1 85.15(4) . 10_666 ? N4 Ho1 Ho1 147.67(4) . 10_666 ? O6 Ho1 Ho1 34.43(4) . 10_666 ? N3 Ho1 Ho1 130.36(5) . 10_666 ? C1 O1 Ho1 93.15(16) . . ? C1 O2 Ho1 92.91(16) . . ? C13 O3 H3 109.5 . . ? C14 O5 Ho1 94.94(14) . . ? C14 O6 Ho1 155.44(16) . 10_666 ? C14 O6 Ho1 93.82(14) . . ? Ho1 O6 Ho1 107.59(6) 10_666 . ? C26 O7 Ho1 134.54(15) . 8_654 ? C26 O8 Ho1 140.26(16) . 17 ? H1W O9 H2W 55.0 . . ? C9 N1 C10 117.5(3) . . ? C23 N2 C22 118.4(2) . . ? C27 N3 C31 117.7(2) . . ? C27 N3 Ho1 123.74(17) . . ? C31 N3 Ho1 118.52(16) . . ? C38 N4 C35 118.1(2) . . ? C38 N4 Ho1 122.12(17) . . ? C35 N4 Ho1 119.81(15) . . ? O2 C1 O1 120.1(2) . . ? O2 C1 C2 121.9(2) . . ? O1 C1 C2 118.0(2) . . ? C7 C2 C3 118.5(3) . . ? C7 C2 C1 123.3(3) . . ? C3 C2 C1 118.2(3) . . ? C4 C3 C2 121.9(3) . . ? C4 C3 H3A 119.1 . . ? C2 C3 H3A 119.1 . . ? C5 C4 C3 119.3(3) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.1(3) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C7 121.8(3) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C2 C7 C6 118.4(3) . . ? C2 C7 C8 124.7(3) . . ? C6 C7 C8 116.6(3) . . ? C12 C8 C9 116.4(3) . . ? C12 C8 C7 119.2(3) . . ? C9 C8 C7 124.3(3) . . ? N1 C9 C8 124.4(3) . . ? N1 C9 H9 117.8 . . ? C8 C9 H9 117.8 . . ? N1 C10 C11 123.2(3) . . ? N1 C10 H10 118.4 . . ? C11 C10 H10 118.4 . . ? C10 C11 C12 118.0(3) . . ? C10 C11 C13 124.6(3) . . ? C12 C11 C13 117.4(3) . . ? C8 C12 C11 120.5(3) . . ? C8 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? O4 C13 O3 124.0(3) . . ? O4 C13 C11 122.8(3) . . ? O3 C13 C11 113.3(3) . . ? O5 C14 O6 120.0(2) . . ? O5 C14 C15 120.7(2) . . ? O6 C14 C15 119.2(2) . . ? C16 C15 C20 119.8(2) . . ? C16 C15 C14 118.5(2) . . ? C20 C15 C14 121.5(2) . . ? C17 C16 C15 120.1(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 120.4(3) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 119.9(3) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C18 C19 C20 120.7(3) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? C19 C20 C15 119.0(2) . . ? C19 C20 C21 118.8(2) . . ? C15 C20 C21 122.1(2) . . ? C25 C21 C22 117.6(2) . . ? C25 C21 C20 122.2(2) . . ? C22 C21 C20 120.1(2) . . ? N2 C22 C21 123.0(2) . . ? N2 C22 H22 118.5 . . ? C21 C22 H22 118.5 . . ? N2 C23 C24 122.9(2) . . ? N2 C23 H23 118.5 . . ? C24 C23 H23 118.5 . . ? C23 C24 C25 118.1(2) . . ? C23 C24 C26 121.0(2) . . ? C25 C24 C26 120.9(2) . . ? C21 C25 C24 119.9(2) . . ? C21 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? O8 C26 O7 126.9(2) . . ? O8 C26 C24 115.9(2) . . ? O7 C26 C24 117.2(2) . . ? N3 C27 C28 123.7(3) . . ? N3 C27 H27 118.2 . . ? C28 C27 H27 118.1 . . ? C29 C28 C27 119.1(3) . . ? C29 C28 H28 120.4 . . ? C27 C28 H28 120.4 . . ? C28 C29 C30 119.1(3) . . ? C28 C29 H29 120.4 . . ? C30 C29 H29 120.4 . . ? C29 C30 C31 118.1(2) . . ? C29 C30 C32 122.2(2) . . ? C31 C30 C32 119.7(2) . . ? N3 C31 C30 122.2(2) . . ? N3 C31 C35 118.5(2) . . ? C30 C31 C35 119.2(2) . . ? C33 C32 C30 121.2(3) . . ? C33 C32 H32 119.4 . . ? C30 C32 H32 119.4 . . ? C32 C33 C34 121.2(3) . . ? C32 C33 H33 119.4 . . ? C34 C33 H33 119.4 . . ? C36 C34 C35 117.9(3) . . ? C36 C34 C33 123.0(3) . . ? C35 C34 C33 119.1(3) . . ? N4 C35 C34 122.3(2) . . ? N4 C35 C31 118.1(2) . . ? C34 C35 C31 119.6(2) . . ? C37 C36 C34 119.8(3) . . ? C37 C36 H36 120.1 . . ? C34 C36 H36 120.1 . . ? C36 C37 C38 118.7(3) . . ? C36 C37 H37 120.7 . . ? C38 C37 H37 120.7 . . ? N4 C38 C37 123.3(3) . . ? N4 C38 H38 118.4 . . ? C37 C38 H38 118.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 Ho1 O1 C1 140.33(17) 18_545 . . . ? O6 Ho1 O1 C1 70.10(17) 10_666 . . . ? O7 Ho1 O1 C1 -6.8(2) 6_565 . . . ? O2 Ho1 O1 C1 1.65(15) . . . . ? O5 Ho1 O1 C1 -130.27(16) . . . . ? N4 Ho1 O1 C1 -74.94(17) . . . . ? O6 Ho1 O1 C1 133.60(17) . . . . ? N3 Ho1 O1 C1 -141.63(18) . . . . ? Ho1 Ho1 O1 C1 90.45(17) 10_666 . . . ? O8 Ho1 O2 C1 -49.98(18) 18_545 . . . ? O6 Ho1 O2 C1 -109.82(17) 10_666 . . . ? O7 Ho1 O2 C1 171.75(17) 6_565 . . . ? O1 Ho1 O2 C1 -1.66(15) . . . . ? O5 Ho1 O2 C1 122.66(16) . . . . ? N4 Ho1 O2 C1 88.11(16) . . . . ? O6 Ho1 O2 C1 -148.61(15) . . . . ? N3 Ho1 O2 C1 37.44(18) . . . . ? Ho1 Ho1 O2 C1 -125.78(15) 10_666 . . . ? O8 Ho1 O5 C14 -62.44(15) 18_545 . . . ? O6 Ho1 O5 C14 10.52(17) 10_666 . . . ? O7 Ho1 O5 C14 75.29(14) 6_565 . . . ? O1 Ho1 O5 C14 -145.21(14) . . . . ? O2 Ho1 O5 C14 124.01(15) . . . . ? N4 Ho1 O5 C14 158.11(15) . . . . ? O6 Ho1 O5 C14 -1.57(13) . . . . ? N3 Ho1 O5 C14 -133.47(16) . . . . ? Ho1 Ho1 O5 C14 4.45(14) 10_666 . . . ? O8 Ho1 O6 C14 116.30(14) 18_545 . . . ? O6 Ho1 O6 C14 -167.80(17) 10_666 . . . ? O7 Ho1 O6 C14 -87.41(14) 6_565 . . . ? O1 Ho1 O6 C14 123.25(16) . . . . ? O2 Ho1 O6 C14 -128.05(14) . . . . ? O5 Ho1 O6 C14 1.54(12) . . . . ? N4 Ho1 O6 C14 -22.32(16) . . . . ? N3 Ho1 O6 C14 46.34(14) . . . . ? Ho1 Ho1 O6 C14 -167.81(17) 10_666 . . . ? O8 Ho1 O6 Ho1 -75.89(8) 18_545 . . 10_666 ? O6 Ho1 O6 Ho1 0.0 10_666 . . 10_666 ? O7 Ho1 O6 Ho1 80.40(8) 6_565 . . 10_666 ? O1 Ho1 O6 Ho1 -68.95(16) . . . 10_666 ? O2 Ho1 O6 Ho1 39.75(13) . . . 10_666 ? O5 Ho1 O6 Ho1 169.35(11) . . . 10_666 ? N4 Ho1 O6 Ho1 145.49(7) . . . 10_666 ? N3 Ho1 O6 Ho1 -145.85(7) . . . 10_666 ? O8 Ho1 N3 C27 -8.2(2) 18_545 . . . ? O6 Ho1 N3 C27 -18.9(3) 10_666 . . . ? O7 Ho1 N3 C27 138.2(2) 6_565 . . . ? O1 Ho1 N3 C27 -92.0(2) . . . . ? O2 Ho1 N3 C27 -124.4(2) . . . . ? O5 Ho1 N3 C27 96.2(2) . . . . ? N4 Ho1 N3 C27 -179.3(2) . . . . ? O6 Ho1 N3 C27 59.5(2) . . . . ? Ho1 Ho1 N3 C27 34.9(2) 10_666 . . . ? O8 Ho1 N3 C31 174.15(18) 18_545 . . . ? O6 Ho1 N3 C31 163.49(15) 10_666 . . . ? O7 Ho1 N3 C31 -39.4(2) 6_565 . . . ? O1 Ho1 N3 C31 90.33(18) . . . . ? O2 Ho1 N3 C31 57.98(19) . . . . ? O5 Ho1 N3 C31 -81.48(17) . . . . ? N4 Ho1 N3 C31 3.05(16) . . . . ? O6 Ho1 N3 C31 -118.08(17) . . . . ? Ho1 Ho1 N3 C31 -142.69(15) 10_666 . . . ? O8 Ho1 N4 C38 164.10(17) 18_545 . . . ? O6 Ho1 N4 C38 16.2(2) 10_666 . . . ? O7 Ho1 N4 C38 -31.28(19) 6_565 . . . ? O1 Ho1 N4 C38 102.83(19) . . . . ? O2 Ho1 N4 C38 47.84(19) . . . . ? O5 Ho1 N4 C38 -111.60(19) . . . . ? O6 Ho1 N4 C38 -92.6(2) . . . . ? N3 Ho1 N4 C38 177.5(2) . . . . ? Ho1 Ho1 N4 C38 -55.8(2) 10_666 . . . ? O8 Ho1 N4 C35 -16.3(2) 18_545 . . . ? O6 Ho1 N4 C35 -164.25(15) 10_666 . . . ? O7 Ho1 N4 C35 148.31(18) 6_565 . . . ? O1 Ho1 N4 C35 -77.59(17) . . . . ? O2 Ho1 N4 C35 -132.58(18) . . . . ? O5 Ho1 N4 C35 67.98(17) . . . . ? O6 Ho1 N4 C35 86.95(18) . . . . ? N3 Ho1 N4 C35 -2.94(16) . . . . ? Ho1 Ho1 N4 C35 123.75(15) 10_666 . . . ? Ho1 O2 C1 O1 3.0(3) . . . . ? Ho1 O2 C1 C2 -176.3(2) . . . . ? Ho1 O1 C1 O2 -3.0(3) . . . . ? Ho1 O1 C1 C2 176.3(2) . . . . ? O2 C1 C2 C7 3.2(4) . . . . ? O1 C1 C2 C7 -176.1(3) . . . . ? O2 C1 C2 C3 -174.9(3) . . . . ? O1 C1 C2 C3 5.9(4) . . . . ? C7 C2 C3 C4 1.2(5) . . . . ? C1 C2 C3 C4 179.3(3) . . . . ? C2 C3 C4 C5 0.8(6) . . . . ? C3 C4 C5 C6 -2.2(7) . . . . ? C4 C5 C6 C7 1.6(7) . . . . ? C3 C2 C7 C6 -1.7(5) . . . . ? C1 C2 C7 C6 -179.8(3) . . . . ? C3 C2 C7 C8 171.6(3) . . . . ? C1 C2 C7 C8 -6.5(5) . . . . ? C5 C6 C7 C2 0.4(6) . . . . ? C5 C6 C7 C8 -173.4(4) . . . . ? C2 C7 C8 C12 -110.1(4) . . . . ? C6 C7 C8 C12 63.3(4) . . . . ? C2 C7 C8 C9 73.1(4) . . . . ? C6 C7 C8 C9 -113.5(4) . . . . ? C10 N1 C9 C8 -2.5(5) . . . . ? C12 C8 C9 N1 3.2(5) . . . . ? C7 C8 C9 N1 -179.9(3) . . . . ? C9 N1 C10 C11 0.4(5) . . . . ? N1 C10 C11 C12 0.8(5) . . . . ? N1 C10 C11 C13 -178.5(3) . . . . ? C9 C8 C12 C11 -1.8(4) . . . . ? C7 C8 C12 C11 -178.9(3) . . . . ? C10 C11 C12 C8 0.0(5) . . . . ? C13 C11 C12 C8 179.4(3) . . . . ? C10 C11 C13 O4 178.2(3) . . . . ? C12 C11 C13 O4 -1.2(5) . . . . ? C10 C11 C13 O3 -3.9(5) . . . . ? C12 C11 C13 O3 176.8(3) . . . . ? Ho1 O5 C14 O6 2.8(2) . . . . ? Ho1 O5 C14 C15 -175.36(18) . . . . ? Ho1 O6 C14 O5 -153.8(3) 10_666 . . . ? Ho1 O6 C14 O5 -2.8(2) . . . . ? Ho1 O6 C14 C15 24.4(5) 10_666 . . . ? Ho1 O6 C14 C15 175.40(18) . . . . ? O5 C14 C15 C16 112.1(3) . . . . ? O6 C14 C15 C16 -66.1(3) . . . . ? O5 C14 C15 C20 -64.1(3) . . . . ? O6 C14 C15 C20 117.8(3) . . . . ? C20 C15 C16 C17 0.8(4) . . . . ? C14 C15 C16 C17 -175.5(3) . . . . ? C15 C16 C17 C18 -0.1(5) . . . . ? C16 C17 C18 C19 -0.2(5) . . . . ? C17 C18 C19 C20 -0.2(5) . . . . ? C18 C19 C20 C15 0.8(4) . . . . ? C18 C19 C20 C21 -176.6(3) . . . . ? C16 C15 C20 C19 -1.1(4) . . . . ? C14 C15 C20 C19 175.0(2) . . . . ? C16 C15 C20 C21 176.2(2) . . . . ? C14 C15 C20 C21 -7.6(4) . . . . ? C19 C20 C21 C25 -54.9(3) . . . . ? C15 C20 C21 C25 127.7(3) . . . . ? C19 C20 C21 C22 120.8(3) . . . . ? C15 C20 C21 C22 -56.5(3) . . . . ? C23 N2 C22 C21 -3.1(4) . . . . ? C25 C21 C22 N2 1.5(4) . . . . ? C20 C21 C22 N2 -174.5(2) . . . . ? C22 N2 C23 C24 1.5(4) . . . . ? N2 C23 C24 C25 1.6(4) . . . . ? N2 C23 C24 C26 -179.0(2) . . . . ? C22 C21 C25 C24 1.8(3) . . . . ? C20 C21 C25 C24 177.6(2) . . . . ? C23 C24 C25 C21 -3.2(4) . . . . ? C26 C24 C25 C21 177.4(2) . . . . ? Ho1 O8 C26 O7 7.1(5) 17 . . . ? Ho1 O8 C26 C24 -172.04(18) 17 . . . ? Ho1 O7 C26 O8 -4.5(4) 8_654 . . . ? Ho1 O7 C26 C24 174.64(15) 8_654 . . . ? C23 C24 C26 O8 -154.6(2) . . . . ? C25 C24 C26 O8 24.8(3) . . . . ? C23 C24 C26 O7 26.2(3) . . . . ? C25 C24 C26 O7 -154.5(2) . . . . ? C31 N3 C27 C28 0.5(4) . . . . ? Ho1 N3 C27 C28 -177.1(2) . . . . ? N3 C27 C28 C29 -0.5(5) . . . . ? C27 C28 C29 C30 -0.1(5) . . . . ? C28 C29 C30 C31 0.6(4) . . . . ? C28 C29 C30 C32 -179.2(3) . . . . ? C27 N3 C31 C30 0.0(4) . . . . ? Ho1 N3 C31 C30 177.78(18) . . . . ? C27 N3 C31 C35 179.2(2) . . . . ? Ho1 N3 C31 C35 -3.1(3) . . . . ? C29 C30 C31 N3 -0.6(4) . . . . ? C32 C30 C31 N3 179.2(2) . . . . ? C29 C30 C31 C35 -179.7(2) . . . . ? C32 C30 C31 C35 0.1(4) . . . . ? C29 C30 C32 C33 179.3(3) . . . . ? C31 C30 C32 C33 -0.5(4) . . . . ? C30 C32 C33 C34 0.2(4) . . . . ? C32 C33 C34 C36 -178.9(3) . . . . ? C32 C33 C34 C35 0.5(4) . . . . ? C38 N4 C35 C34 1.1(3) . . . . ? Ho1 N4 C35 C34 -178.45(18) . . . . ? C38 N4 C35 C31 -177.7(2) . . . . ? Ho1 N4 C35 C31 2.7(3) . . . . ? C36 C34 C35 N4 -0.3(4) . . . . ? C33 C34 C35 N4 -179.7(2) . . . . ? C36 C34 C35 C31 178.6(2) . . . . ? C33 C34 C35 C31 -0.8(4) . . . . ? N3 C31 C35 N4 0.3(3) . . . . ? C30 C31 C35 N4 179.5(2) . . . . ? N3 C31 C35 C34 -178.6(2) . . . . ? C30 C31 C35 C34 0.6(3) . . . . ? C35 C34 C36 C37 -1.1(4) . . . . ? C33 C34 C36 C37 178.3(3) . . . . ? C34 C36 C37 C38 1.5(5) . . . . ? C35 N4 C38 C37 -0.7(4) . . . . ? Ho1 N4 C38 C37 178.9(2) . . . . ? C36 C37 C38 N4 -0.7(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O9 H2W N3 0.85 2.50 3.346(6) 179.4 . O9 H1W O1 0.85 2.12 2.972(7) 179.3 . O3 H3 N2 0.82 1.88 2.678(3) 165.4 5 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 72.58 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.931 _refine_diff_density_min -0.511 _refine_diff_density_rms 0.070 data_p-1 _database_code_depnum_ccdc_archive 'CCDC 900087' #TrackingRef '900087.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H35 Dy2 N3 O19' _chemical_formula_weight 1174.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Dy Dy -0.1892 4.4098 '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 12.825(9) _cell_length_b 13.672(10) _cell_length_c 14.227(10) _cell_angle_alpha 66.182(6) _cell_angle_beta 66.800(6) _cell_angle_gamma 77.064(6) _cell_volume 2091(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.866 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1148 _exptl_absorpt_coefficient_mu 3.629 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4640 _exptl_absorpt_correction_T_max 0.5306 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14759 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0503 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.40 _reflns_number_total 7513 _reflns_number_gt 6084 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0555P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7513 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0465 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0990 _refine_ls_wR_factor_gt 0.0939 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Dy1 Dy 0.571386(19) 0.618506(19) 0.488510(19) 0.01937(9) Uani 1 1 d . . . Dy2 Dy 0.56810(2) 0.67959(2) 0.83505(2) 0.02157(9) Uani 1 1 d . . . O1 O 0.4744(3) 0.7138(3) 0.5965(3) 0.0322(9) Uani 1 1 d . . . O2 O 0.4517(3) 0.7723(3) 0.7293(3) 0.0306(9) Uani 1 1 d . . . O3 O 0.3789(4) 1.1372(3) 0.2650(4) 0.0438(12) Uani 1 1 d . . . O4 O 0.2588(3) 1.2467(3) 0.1876(3) 0.0342(10) Uani 1 1 d . . . O5 O 0.7438(3) 0.5617(3) 0.3650(4) 0.0399(11) Uani 1 1 d . . . O6 O 0.6087(3) 0.4533(3) 0.4389(3) 0.0278(9) Uani 1 1 d . . . O7 O 1.3004(3) 0.3597(3) 0.3094(3) 0.0328(9) Uani 1 1 d . . . O8 O 1.2784(3) 0.3601(4) 0.4725(3) 0.0376(10) Uani 1 1 d . . . O9 O 0.6438(3) 0.5327(3) 0.9495(3) 0.0338(10) Uani 1 1 d . . . O10 O 0.6118(3) 0.3599(3) 1.0226(3) 0.0295(9) Uani 1 1 d . . . O11 O 0.5689(4) 0.4682(3) 0.6473(3) 0.0328(10) Uani 1 1 d . . . O12 O 0.5076(3) 0.3237(3) 0.6518(3) 0.0330(10) Uani 1 1 d . . . O13 O 0.6307(4) 0.7907(3) 0.3660(3) 0.0408(11) Uani 1 1 d . . . H1W H 0.6476 0.8337 0.3866 0.049 Uiso 1 1 d R . . H2W H 0.6342 0.8332 0.3617 0.049 Uiso 1 1 d R . . O14 O 0.5024(3) 0.5308(3) 0.8292(3) 0.0325(9) Uani 1 1 d . . . H3W H 0.5226 0.5119 0.7741 0.039 Uiso 1 1 d R . . H4W H 0.4587 0.5118 0.8956 0.039 Uiso 1 1 d R . . O15 O 0.5242(4) 0.7601(5) 0.9711(4) 0.0741(19) Uani 1 1 d . . . H5W H 0.4799 0.7209 0.9732 0.089 Uiso 1 1 d R . . H6W H 0.5515 0.8084 0.9551 0.089 Uiso 1 1 d R . . O16 O 0.6117(5) 0.9147(5) 0.9875(5) 0.086(2) Uani 1 1 d . . . H7W H 0.6347 0.9769 0.9475 0.104 Uiso 1 1 d R . . H8W H 0.6461 0.8525 1.0219 0.104 Uiso 1 1 d R . . O17 O 0.5421(6) 0.9678(5) 0.2147(6) 0.100(2) Uani 1 1 d . . . H9W H 0.4939 1.0180 0.2295 0.120 Uiso 1 1 d R . . H10W H 0.5458 0.9015 0.2451 0.120 Uiso 1 1 d R . . O18 O 0.2656(15) 0.8864(13) 0.8737(8) 0.295(10) Uani 1 1 d . . . H11W H 0.3191 0.9269 0.8487 0.354 Uiso 1 1 d R . . H12W H 0.2967 0.8244 0.8998 0.354 Uiso 1 1 d R . . O19 O 0.252(2) 0.3315(16) 0.9554(18) 0.405(15) Uani 1 1 d . . . H13W H 0.2537 0.3078 1.0199 0.486 Uiso 1 1 d R . . H14W H 0.3104 0.3076 0.9746 0.486 Uiso 1 1 d R . . N1 N 0.3146(5) 1.0677(4) 0.5678(5) 0.0423(14) Uani 1 1 d . . . N2 N 0.9289(4) 0.3705(4) 0.5714(4) 0.0332(12) Uani 1 1 d . . . N3 N 0.6878(5) 0.1210(4) 0.8546(5) 0.0427(14) Uani 1 1 d . . . C1 C 0.4389(4) 0.7826(4) 0.6427(4) 0.0211(11) Uani 1 1 d . . . C2 C 0.3747(5) 0.8829(4) 0.5910(5) 0.0269(12) Uani 1 1 d . . . C3 C 0.3216(5) 0.8869(5) 0.5213(5) 0.0293(13) Uani 1 1 d . . . H3 H 0.3250 0.8265 0.5053 0.035 Uiso 1 1 calc R . . C4 C 0.2625(5) 0.9830(5) 0.4749(5) 0.0310(14) Uani 1 1 d . . . C5 C 0.2611(5) 1.0692(5) 0.5023(5) 0.0364(15) Uani 1 1 d . . . H5 H 0.2206 1.1325 0.4738 0.044 Uiso 1 1 calc R . . C6 C 0.3691(5) 0.9751(5) 0.6115(5) 0.0372(15) Uani 1 1 d . . . H6 H 0.4050 0.9724 0.6580 0.045 Uiso 1 1 calc R . . C7 C 0.1979(5) 0.9887(5) 0.4049(5) 0.0299(13) Uani 1 1 d . . . C8 C 0.1228(6) 0.9093(5) 0.4460(6) 0.0410(16) Uani 1 1 d . . . H8 H 0.1179 0.8545 0.5126 0.049 Uiso 1 1 calc R . . C9 C 0.0561(5) 0.9108(5) 0.3896(6) 0.0445(17) Uani 1 1 d . . . H9 H 0.0062 0.8576 0.4191 0.053 Uiso 1 1 calc R . . C10 C 0.0624(5) 0.9906(5) 0.2894(6) 0.0435(17) Uani 1 1 d . . . H10 H 0.0178 0.9910 0.2511 0.052 Uiso 1 1 calc R . . C11 C 0.1356(5) 1.0688(5) 0.2481(5) 0.0339(14) Uani 1 1 d . . . H11 H 0.1400 1.1230 0.1811 0.041 Uiso 1 1 calc R . . C12 C 0.2041(5) 1.0692(5) 0.3041(5) 0.0288(13) Uani 1 1 d . . . C13 C 0.2854(5) 1.1557(5) 0.2495(5) 0.0292(13) Uani 1 1 d . . . C14 C 0.7097(4) 0.4776(4) 0.3772(4) 0.0243(12) Uani 1 1 d . . . C15 C 0.7845(4) 0.4040(4) 0.3180(4) 0.0223(11) Uani 1 1 d . . . C16 C 0.8929(4) 0.3594(4) 0.3233(4) 0.0231(11) Uani 1 1 d . . . C17 C 0.9530(5) 0.2957(5) 0.2595(5) 0.0331(14) Uani 1 1 d . . . H17 H 1.0242 0.2635 0.2627 0.040 Uiso 1 1 calc R . . C18 C 0.9109(5) 0.2787(6) 0.1917(5) 0.0404(16) Uani 1 1 d . . . H18 H 0.9540 0.2366 0.1499 0.049 Uiso 1 1 calc R . . C19 C 0.8052(5) 0.3242(5) 0.1861(5) 0.0348(15) Uani 1 1 d . . . H19 H 0.7760 0.3127 0.1414 0.042 Uiso 1 1 calc R . . C20 C 0.7430(5) 0.3875(5) 0.2486(5) 0.0297(13) Uani 1 1 d . . . H20 H 0.6723 0.4197 0.2441 0.036 Uiso 1 1 calc R . . C21 C 0.9451(4) 0.3688(4) 0.3961(4) 0.0239(12) Uani 1 1 d . . . C22 C 1.0633(4) 0.3698(4) 0.3625(4) 0.0228(11) Uani 1 1 d . . . H22 H 1.1085 0.3715 0.2922 0.027 Uiso 1 1 calc R . . C23 C 1.1135(4) 0.3680(4) 0.4347(4) 0.0222(11) Uani 1 1 d . . . C24 C 1.0417(5) 0.3698(5) 0.5376(5) 0.0289(13) Uani 1 1 d . . . H24 H 1.0743 0.3706 0.5852 0.035 Uiso 1 1 calc R . . C25 C 0.8839(5) 0.3680(5) 0.5015(5) 0.0294(13) Uani 1 1 d . . . H25 H 0.8055 0.3657 0.5257 0.035 Uiso 1 1 calc R . . C26 C 1.2397(4) 0.3620(4) 0.4038(4) 0.0244(12) Uani 1 1 d . . . C27 C 0.6754(5) 0.4349(5) 0.9629(4) 0.0269(13) Uani 1 1 d . . . C28 C 0.7993(5) 0.4057(5) 0.9106(5) 0.0302(13) Uani 1 1 d . . . C29 C 0.8787(5) 0.4565(5) 0.9165(5) 0.0391(16) Uani 1 1 d . . . H29 H 0.8537 0.5127 0.9431 0.047 Uiso 1 1 calc R . . C30 C 0.9932(6) 0.4248(6) 0.8837(6) 0.0487(19) Uani 1 1 d . . . H30 H 1.0447 0.4590 0.8889 0.058 Uiso 1 1 calc R . . C31 C 1.0313(6) 0.3420(7) 0.8429(6) 0.057(2) Uani 1 1 d . . . H31 H 1.1083 0.3195 0.8218 0.068 Uiso 1 1 calc R . . C32 C 0.9540(5) 0.2927(6) 0.8336(5) 0.0448(17) Uani 1 1 d . . . H32 H 0.9804 0.2384 0.8044 0.054 Uiso 1 1 calc R . . C33 C 0.8381(5) 0.3227(5) 0.8670(5) 0.0302(13) Uani 1 1 d . . . C34 C 0.7605(5) 0.2751(5) 0.8443(5) 0.0281(13) Uani 1 1 d . . . C35 C 0.7528(5) 0.1657(5) 0.8791(5) 0.0394(15) Uani 1 1 d . . . H35 H 0.7952 0.1201 0.9224 0.047 Uiso 1 1 calc R . . C36 C 0.6277(5) 0.1871(5) 0.7907(5) 0.0342(14) Uani 1 1 d . . . H36 H 0.5825 0.1574 0.7732 0.041 Uiso 1 1 calc R . . C37 C 0.6304(5) 0.2976(4) 0.7501(4) 0.0249(12) Uani 1 1 d . . . C38 C 0.6979(4) 0.3418(5) 0.7769(4) 0.0271(12) Uani 1 1 d . . . H38 H 0.7015 0.4157 0.7501 0.033 Uiso 1 1 calc R . . C39 C 0.5635(5) 0.3677(5) 0.6788(4) 0.0266(12) Uani 1 1 d . . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 135 26 ' ' _platon_squeeze_details ; ; 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 Dy1 0.02076(15) 0.01753(15) 0.02343(16) -0.00754(11) -0.01012(11) -0.00272(10) Dy2 0.02262(15) 0.02032(16) 0.02135(15) -0.00506(11) -0.00783(11) -0.00459(11) O1 0.033(2) 0.032(2) 0.036(2) -0.017(2) -0.0121(19) 0.0012(18) O2 0.036(2) 0.030(2) 0.032(2) -0.0101(19) -0.0201(19) -0.0011(18) O3 0.035(2) 0.033(3) 0.056(3) 0.006(2) -0.025(2) -0.013(2) O4 0.041(2) 0.024(2) 0.040(3) -0.005(2) -0.021(2) -0.0067(18) O5 0.031(2) 0.035(3) 0.054(3) -0.025(2) -0.001(2) -0.0106(19) O6 0.021(2) 0.026(2) 0.037(2) -0.0174(19) -0.0033(17) -0.0033(16) O7 0.024(2) 0.040(3) 0.034(2) -0.016(2) -0.0064(18) -0.0013(18) O8 0.029(2) 0.056(3) 0.036(2) -0.019(2) -0.0131(19) -0.010(2) O9 0.038(2) 0.022(2) 0.042(3) -0.0045(19) -0.021(2) -0.0028(18) O10 0.026(2) 0.029(2) 0.030(2) -0.0099(19) -0.0025(18) -0.0102(17) O11 0.050(3) 0.023(2) 0.033(2) -0.0043(18) -0.026(2) -0.0071(19) O12 0.045(2) 0.026(2) 0.035(2) -0.0029(19) -0.025(2) -0.0099(19) O13 0.059(3) 0.027(2) 0.044(3) -0.005(2) -0.028(2) -0.015(2) O14 0.043(2) 0.029(2) 0.025(2) -0.0124(18) -0.0053(19) -0.0101(19) O15 0.067(4) 0.097(5) 0.073(4) -0.060(4) 0.017(3) -0.050(3) O16 0.106(5) 0.054(4) 0.091(5) -0.026(3) -0.008(4) -0.039(4) O17 0.137(6) 0.052(4) 0.158(7) -0.036(4) -0.110(6) 0.014(4) O18 0.43(2) 0.34(2) 0.091(8) -0.085(10) 0.036(11) -0.208(19) O19 0.59(4) 0.35(3) 0.42(3) -0.21(2) -0.40(3) 0.26(3) N1 0.064(4) 0.024(3) 0.050(3) -0.012(3) -0.035(3) 0.000(3) N2 0.024(3) 0.049(3) 0.028(3) -0.019(3) -0.004(2) -0.005(2) N3 0.050(3) 0.025(3) 0.058(4) -0.016(3) -0.027(3) 0.005(3) C1 0.017(3) 0.019(3) 0.026(3) -0.008(2) -0.005(2) -0.002(2) C2 0.031(3) 0.020(3) 0.030(3) -0.005(3) -0.014(3) -0.005(2) C3 0.037(3) 0.024(3) 0.027(3) -0.004(3) -0.013(3) -0.008(3) C4 0.034(3) 0.026(3) 0.035(3) -0.003(3) -0.017(3) -0.010(3) C5 0.047(4) 0.021(3) 0.044(4) -0.009(3) -0.023(3) 0.000(3) C6 0.051(4) 0.027(3) 0.049(4) -0.016(3) -0.029(3) -0.004(3) C7 0.030(3) 0.024(3) 0.035(3) -0.004(3) -0.015(3) -0.006(2) C8 0.049(4) 0.025(3) 0.047(4) 0.001(3) -0.023(3) -0.012(3) C9 0.042(4) 0.026(4) 0.070(5) -0.011(3) -0.023(4) -0.014(3) C10 0.038(4) 0.038(4) 0.067(5) -0.019(4) -0.028(4) -0.006(3) C11 0.032(3) 0.030(3) 0.042(4) -0.009(3) -0.020(3) 0.000(3) C12 0.025(3) 0.028(3) 0.036(3) -0.011(3) -0.013(3) -0.002(2) C13 0.030(3) 0.022(3) 0.031(3) -0.006(3) -0.010(3) -0.002(2) C14 0.023(3) 0.026(3) 0.026(3) -0.009(2) -0.011(2) -0.001(2) C15 0.022(3) 0.021(3) 0.024(3) -0.007(2) -0.009(2) -0.003(2) C16 0.022(3) 0.022(3) 0.026(3) -0.009(2) -0.010(2) 0.000(2) C17 0.026(3) 0.041(4) 0.041(4) -0.025(3) -0.015(3) 0.008(3) C18 0.039(4) 0.053(4) 0.042(4) -0.033(3) -0.014(3) 0.006(3) C19 0.038(3) 0.044(4) 0.034(3) -0.021(3) -0.016(3) -0.004(3) C20 0.019(3) 0.039(4) 0.030(3) -0.010(3) -0.010(2) -0.002(2) C21 0.025(3) 0.022(3) 0.028(3) -0.009(2) -0.012(2) -0.002(2) C22 0.028(3) 0.021(3) 0.022(3) -0.009(2) -0.008(2) -0.003(2) C23 0.023(3) 0.021(3) 0.021(3) -0.004(2) -0.007(2) -0.003(2) C24 0.028(3) 0.035(3) 0.029(3) -0.017(3) -0.009(3) -0.003(3) C25 0.022(3) 0.033(3) 0.036(3) -0.016(3) -0.009(3) 0.000(2) C26 0.027(3) 0.022(3) 0.026(3) -0.002(2) -0.012(3) -0.010(2) C27 0.028(3) 0.032(3) 0.024(3) -0.006(3) -0.014(2) -0.006(3) C28 0.026(3) 0.033(3) 0.024(3) 0.002(3) -0.009(2) -0.011(3) C29 0.039(4) 0.041(4) 0.037(4) -0.002(3) -0.014(3) -0.021(3) C30 0.031(4) 0.061(5) 0.053(5) -0.008(4) -0.019(3) -0.017(3) C31 0.023(3) 0.081(6) 0.050(5) -0.003(4) -0.014(3) -0.009(4) C32 0.026(3) 0.062(5) 0.043(4) -0.021(4) -0.012(3) 0.008(3) C33 0.024(3) 0.040(4) 0.023(3) -0.004(3) -0.010(2) -0.004(3) C34 0.027(3) 0.031(3) 0.026(3) -0.010(3) -0.011(2) 0.000(2) C35 0.044(4) 0.037(4) 0.041(4) -0.013(3) -0.024(3) 0.009(3) C36 0.040(3) 0.028(3) 0.039(4) -0.011(3) -0.020(3) 0.000(3) C37 0.030(3) 0.022(3) 0.024(3) -0.008(2) -0.011(2) -0.002(2) C38 0.027(3) 0.026(3) 0.029(3) -0.011(3) -0.008(2) -0.003(2) C39 0.031(3) 0.025(3) 0.025(3) -0.009(3) -0.010(3) -0.003(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 Dy1 O1 2.234(4) . ? Dy1 O8 2.309(4) 2_766 ? Dy1 O11 2.356(4) . ? Dy1 O12 2.366(4) 2_666 ? Dy1 O13 2.367(4) . ? Dy1 O6 2.384(4) 2_666 ? Dy1 O5 2.419(4) . ? Dy1 O6 2.523(4) . ? Dy1 Dy1 3.910(2) 2_666 ? Dy2 O7 2.261(4) 2_766 ? Dy2 O9 2.315(4) . ? Dy2 O2 2.342(4) . ? Dy2 O10 2.389(4) 2_667 ? Dy2 O14 2.411(4) . ? Dy2 O15 2.421(5) . ? Dy2 O3 2.425(4) 2_676 ? Dy2 O4 2.495(4) 2_676 ? Dy2 C13 2.824(6) 2_676 ? Dy2 H5W 2.0789 . ? O1 C1 1.263(6) . ? O2 C1 1.254(6) . ? O3 C13 1.257(7) . ? O3 Dy2 2.425(4) 2_676 ? O4 C13 1.265(7) . ? O4 Dy2 2.495(4) 2_676 ? O5 C14 1.244(7) . ? O6 C14 1.273(6) . ? O6 Dy1 2.384(4) 2_666 ? O7 C26 1.268(7) . ? O7 Dy2 2.261(4) 2_766 ? O8 C26 1.248(6) . ? O8 Dy1 2.309(4) 2_766 ? O9 C27 1.264(7) . ? O10 C27 1.250(6) . ? O10 Dy2 2.389(4) 2_667 ? O11 C39 1.271(7) . ? O12 C39 1.272(6) . ? O12 Dy1 2.366(4) 2_666 ? O13 H1W 0.8502 . ? O13 H2W 0.5686 . ? O14 H3W 0.8500 . ? O14 H4W 0.8502 . ? O15 H5W 0.8489 . ? O15 H6W 0.7278 . ? O16 H7W 0.8504 . ? O16 H8W 0.9069 . ? O17 H9W 0.8496 . ? O17 H10W 0.8309 . ? O18 H11W 0.8499 . ? O18 H12W 0.8525 . ? O19 H13W 0.8494 . ? O19 H14W 0.8546 . ? N1 C6 1.337(8) . ? N1 C5 1.351(7) . ? N2 C24 1.331(7) . ? N2 C25 1.346(7) . ? N3 C36 1.347(7) . ? N3 C35 1.349(8) . ? C1 C2 1.502(7) . ? C2 C6 1.385(8) . ? C2 C3 1.386(7) . ? C3 C4 1.409(8) . ? C3 H3 0.9300 . ? C4 C5 1.377(8) . ? C4 C7 1.498(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C12 1.396(8) . ? C7 C8 1.400(8) . ? C8 C9 1.377(9) . ? C8 H8 0.9300 . ? C9 C10 1.386(9) . ? C9 H9 0.9300 . ? C10 C11 1.370(8) . ? C10 H10 0.9300 . ? C11 C12 1.402(7) . ? C11 H11 0.9300 . ? C12 C13 1.504(8) . ? C13 Dy2 2.824(6) 2_676 ? C14 C15 1.502(7) . ? C15 C20 1.399(7) . ? C15 C16 1.406(7) . ? C16 C17 1.401(8) . ? C16 C21 1.493(7) . ? C17 C18 1.388(8) . ? C17 H17 0.9300 . ? C18 C19 1.377(8) . ? C18 H18 0.9300 . ? C19 C20 1.389(8) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C25 1.388(8) . ? C21 C22 1.400(7) . ? C22 C23 1.403(7) . ? C22 H22 0.9300 . ? C23 C24 1.396(7) . ? C23 C26 1.492(7) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C27 C28 1.504(8) . ? C28 C29 1.399(8) . ? C28 C33 1.413(9) . ? C29 C30 1.379(9) . ? C29 H29 0.9300 . ? C30 C31 1.385(11) . ? C30 H30 0.9300 . ? C31 C32 1.388(10) . ? C31 H31 0.9300 . ? C32 C33 1.390(8) . ? C32 H32 0.9300 . ? C33 C34 1.494(8) . ? C34 C35 1.386(9) . ? C34 C38 1.403(8) . ? C35 H35 0.9300 . ? C36 C37 1.386(8) . ? C36 H36 0.9300 . ? C37 C38 1.392(7) . ? C37 C39 1.489(7) . ? C38 H38 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Dy1 O8 82.36(15) . 2_766 ? O1 Dy1 O11 88.00(16) . . ? O8 Dy1 O11 77.07(14) 2_766 . ? O1 Dy1 O12 106.36(15) . 2_666 ? O8 Dy1 O12 142.76(14) 2_766 2_666 ? O11 Dy1 O12 137.98(13) . 2_666 ? O1 Dy1 O13 80.55(16) . . ? O8 Dy1 O13 74.95(15) 2_766 . ? O11 Dy1 O13 150.89(13) . . ? O12 Dy1 O13 71.12(13) 2_666 . ? O1 Dy1 O6 81.24(14) . 2_666 ? O8 Dy1 O6 145.89(15) 2_766 2_666 ? O11 Dy1 O6 72.67(14) . 2_666 ? O12 Dy1 O6 70.96(14) 2_666 2_666 ? O13 Dy1 O6 130.80(14) . 2_666 ? O1 Dy1 O5 152.81(14) . . ? O8 Dy1 O5 72.96(15) 2_766 . ? O11 Dy1 O5 97.21(16) . . ? O12 Dy1 O5 87.51(16) 2_666 . ? O13 Dy1 O5 82.16(15) . . ? O6 Dy1 O5 125.81(13) 2_666 . ? O1 Dy1 O6 152.32(14) . . ? O8 Dy1 O6 111.06(14) 2_766 . ? O11 Dy1 O6 72.50(14) . . ? O12 Dy1 O6 78.04(13) 2_666 . ? O13 Dy1 O6 125.61(15) . . ? O6 Dy1 O6 74.38(14) 2_666 . ? O5 Dy1 O6 52.34(13) . . ? O1 Dy1 Dy1 118.60(11) . 2_666 ? O8 Dy1 Dy1 137.45(11) 2_766 2_666 ? O11 Dy1 Dy1 67.94(10) . 2_666 ? O12 Dy1 Dy1 70.57(9) 2_666 2_666 ? O13 Dy1 Dy1 140.72(10) . 2_666 ? O6 Dy1 Dy1 38.43(9) 2_666 2_666 ? O5 Dy1 Dy1 87.85(10) . 2_666 ? O6 Dy1 Dy1 35.95(9) . 2_666 ? O7 Dy2 O9 88.86(16) 2_766 . ? O7 Dy2 O2 89.60(15) 2_766 . ? O9 Dy2 O2 156.68(13) . . ? O7 Dy2 O10 145.77(14) 2_766 2_667 ? O9 Dy2 O10 86.27(15) . 2_667 ? O2 Dy2 O10 81.99(15) . 2_667 ? O7 Dy2 O14 73.93(14) 2_766 . ? O9 Dy2 O14 77.30(14) . . ? O2 Dy2 O14 79.92(14) . . ? O10 Dy2 O14 71.94(13) 2_667 . ? O7 Dy2 O15 147.73(15) 2_766 . ? O9 Dy2 O15 85.71(19) . . ? O2 Dy2 O15 107.33(18) . . ? O10 Dy2 O15 65.56(15) 2_667 . ? O14 Dy2 O15 134.99(15) . . ? O7 Dy2 O3 86.61(16) 2_766 2_676 ? O9 Dy2 O3 132.02(14) . 2_676 ? O2 Dy2 O3 71.07(14) . 2_676 ? O10 Dy2 O3 121.01(15) 2_667 2_676 ? O14 Dy2 O3 145.09(15) . 2_676 ? O15 Dy2 O3 73.90(18) . 2_676 ? O7 Dy2 O4 77.72(14) 2_766 2_676 ? O9 Dy2 O4 79.50(14) . 2_676 ? O2 Dy2 O4 122.79(14) . 2_676 ? O10 Dy2 O4 134.12(14) 2_667 2_676 ? O14 Dy2 O4 143.41(14) . 2_676 ? O15 Dy2 O4 70.01(15) . 2_676 ? O3 Dy2 O4 52.87(13) 2_676 2_676 ? O7 Dy2 C13 79.83(16) 2_766 2_676 ? O9 Dy2 C13 106.08(16) . 2_676 ? O2 Dy2 C13 96.53(15) . 2_676 ? O10 Dy2 C13 133.94(15) 2_667 2_676 ? O14 Dy2 C13 153.52(16) . 2_676 ? O15 Dy2 C13 71.26(17) . 2_676 ? O3 Dy2 C13 26.33(15) 2_676 2_676 ? O4 Dy2 C13 26.61(14) 2_676 2_676 ? O7 Dy2 H5W 166.8 2_766 . ? O9 Dy2 H5W 85.2 . . ? O2 Dy2 H5W 100.5 . . ? O10 Dy2 H5W 45.6 2_667 . ? O14 Dy2 H5W 116.0 . . ? O15 Dy2 H5W 19.9 . . ? O3 Dy2 H5W 88.6 2_676 . ? O4 Dy2 H5W 89.6 2_676 . ? C13 Dy2 H5W 90.4 2_676 . ? C1 O1 Dy1 166.0(4) . . ? C1 O2 Dy2 141.2(4) . . ? C13 O3 Dy2 94.8(3) . 2_676 ? C13 O4 Dy2 91.3(3) . 2_676 ? C14 O5 Dy1 96.5(3) . . ? C14 O6 Dy1 161.0(4) . 2_666 ? C14 O6 Dy1 90.9(3) . . ? Dy1 O6 Dy1 105.62(14) 2_666 . ? C26 O7 Dy2 165.7(4) . 2_766 ? C26 O8 Dy1 149.1(4) . 2_766 ? C27 O9 Dy2 139.2(4) . . ? C27 O10 Dy2 141.5(4) . 2_667 ? C39 O11 Dy1 136.9(3) . . ? C39 O12 Dy1 134.4(4) . 2_666 ? Dy1 O13 H1W 121.7 . . ? Dy1 O13 H2W 145.9 . . ? H1W O13 H2W 29.5 . . ? Dy2 O14 H3W 126.0 . . ? Dy2 O14 H4W 94.6 . . ? H3W O14 H4W 139.3 . . ? Dy2 O15 H5W 56.6 . . ? Dy2 O15 H6W 117.8 . . ? H5W O15 H6W 158.1 . . ? H7W O16 H8W 132.6 . . ? H9W O17 H10W 133.5 . . ? H11W O18 H12W 102.6 . . ? H13W O19 H14W 52.9 . . ? C6 N1 C5 117.3(5) . . ? C24 N2 C25 117.0(5) . . ? C36 N3 C35 117.7(5) . . ? O2 C1 O1 124.8(5) . . ? O2 C1 C2 117.9(5) . . ? O1 C1 C2 117.3(5) . . ? C6 C2 C3 118.3(5) . . ? C6 C2 C1 119.8(5) . . ? C3 C2 C1 121.9(5) . . ? C2 C3 C4 119.7(5) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 116.9(5) . . ? C5 C4 C7 121.6(5) . . ? C3 C4 C7 121.3(5) . . ? N1 C5 C4 124.3(6) . . ? N1 C5 H5 117.8 . . ? C4 C5 H5 117.8 . . ? N1 C6 C2 123.4(5) . . ? N1 C6 H6 118.3 . . ? C2 C6 H6 118.3 . . ? C12 C7 C8 117.9(5) . . ? C12 C7 C4 124.9(5) . . ? C8 C7 C4 117.1(5) . . ? C9 C8 C7 121.2(6) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 120.9(6) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? C11 C10 C9 118.6(6) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? C10 C11 C12 121.6(6) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C7 C12 C11 119.7(5) . . ? C7 C12 C13 122.7(5) . . ? C11 C12 C13 117.5(5) . . ? O3 C13 O4 120.6(5) . . ? O3 C13 C12 120.1(5) . . ? O4 C13 C12 119.3(5) . . ? O3 C13 Dy2 58.9(3) . 2_676 ? O4 C13 Dy2 62.1(3) . 2_676 ? C12 C13 Dy2 174.9(4) . 2_676 ? O5 C14 O6 120.2(5) . . ? O5 C14 C15 121.4(5) . . ? O6 C14 C15 118.4(5) . . ? C20 C15 C16 120.4(5) . . ? C20 C15 C14 115.4(5) . . ? C16 C15 C14 124.1(4) . . ? C17 C16 C15 116.6(5) . . ? C17 C16 C21 117.9(5) . . ? C15 C16 C21 125.3(5) . . ? C18 C17 C16 122.7(5) . . ? C18 C17 H17 118.6 . . ? C16 C17 H17 118.6 . . ? C19 C18 C17 120.0(6) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 118.8(5) . . ? C18 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? C19 C20 C15 121.4(5) . . ? C19 C20 H20 119.3 . . ? C15 C20 H20 119.3 . . ? C25 C21 C22 116.2(5) . . ? C25 C21 C16 123.7(5) . . ? C22 C21 C16 119.8(5) . . ? C21 C22 C23 120.0(5) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 117.8(5) . . ? C24 C23 C26 121.0(5) . . ? C22 C23 C26 121.2(5) . . ? N2 C24 C23 123.6(5) . . ? N2 C24 H24 118.2 . . ? C23 C24 H24 118.2 . . ? N2 C25 C21 125.4(5) . . ? N2 C25 H25 117.3 . . ? C21 C25 H25 117.3 . . ? O8 C26 O7 124.4(5) . . ? O8 C26 C23 117.7(5) . . ? O7 C26 C23 118.0(4) . . ? O10 C27 O9 124.3(5) . . ? O10 C27 C28 117.5(5) . . ? O9 C27 C28 118.0(5) . . ? C29 C28 C33 119.1(5) . . ? C29 C28 C27 117.4(6) . . ? C33 C28 C27 123.2(5) . . ? C30 C29 C28 121.3(7) . . ? C30 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? C29 C30 C31 119.8(6) . . ? C29 C30 H30 120.1 . . ? C31 C30 H30 120.1 . . ? C30 C31 C32 119.7(6) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? C31 C32 C33 121.5(7) . . ? C31 C32 H32 119.2 . . ? C33 C32 H32 119.2 . . ? C32 C33 C28 118.6(6) . . ? C32 C33 C34 119.1(6) . . ? C28 C33 C34 121.9(5) . . ? C35 C34 C38 116.6(5) . . ? C35 C34 C33 123.5(5) . . ? C38 C34 C33 119.7(5) . . ? N3 C35 C34 124.4(6) . . ? N3 C35 H35 117.8 . . ? C34 C35 H35 117.8 . . ? N3 C36 C37 122.7(5) . . ? N3 C36 H36 118.6 . . ? C37 C36 H36 118.6 . . ? C36 C37 C38 118.4(5) . . ? C36 C37 C39 120.9(5) . . ? C38 C37 C39 120.7(5) . . ? C37 C38 C34 120.2(5) . . ? C37 C38 H38 119.9 . . ? C34 C38 H38 119.9 . . ? O11 C39 O12 124.8(5) . . ? O11 C39 C37 116.6(5) . . ? O12 C39 C37 118.5(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H2W N1 0.57 2.30 2.778(6) 143.9 2_676 O14 H3W O11 0.85 1.96 2.808(6) 179.8 . O14 H4W O9 0.85 1.99 2.837(6) 179.8 2_667 O14 H4W O10 0.85 2.31 2.820(6) 118.4 2_667 O15 H5W O10 0.85 1.76 2.605(6) 179.9 2_667 O15 H6W O16 0.73 2.06 2.729(7) 153.0 . O16 H7W N3 0.85 1.97 2.821(8) 179.9 1_565 O17 H9W O3 0.85 2.02 2.872(8) 179.8 . O17 H10W O13 0.83 2.25 2.876(7) 132.0 . O18 H11W O17 0.85 2.21 3.061(16) 179.5 2_676 O19 H13W O4 0.85 2.21 3.060(17) 179.8 1_546 _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.40 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 1.782 _refine_diff_density_min -1.489 _refine_diff_density_rms 0.146 data_Compound8 _database_code_depnum_ccdc_archive 'CCDC 900088' #TrackingRef '900088.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H35 Ho2 N3 O19' _chemical_formula_weight 1179.56 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' Ho Ho -0.2175 4.6783 '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 12.7551(18) _cell_length_b 13.617(2) _cell_length_c 14.137(2) _cell_angle_alpha 66.2800(10) _cell_angle_beta 67.1400(10) _cell_angle_gamma 77.1490(10) _cell_volume 2065.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.897 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 3.888 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4432 _exptl_absorpt_correction_T_max 0.5102 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14939 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7562 _reflns_number_gt 6424 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0323P)^2^+0.6781P] 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 7562 _refine_ls_number_parameters 572 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0710 _refine_ls_wR_factor_gt 0.0686 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ho1 Ho 0.428883(14) 0.881796(14) 1.011262(15) 0.01616(6) Uani 1 1 d . . . Ho2 Ho 0.431990(15) 0.820801(15) 0.665136(15) 0.01831(6) Uani 1 1 d . . . O1 O 0.5257(3) 0.7872(2) 0.9032(3) 0.0289(7) Uani 1 1 d . . . O2 O 0.5474(2) 0.7293(2) 0.7706(2) 0.0259(7) Uani 1 1 d . . . O3 O 0.6209(3) 0.3612(3) 1.2347(3) 0.0399(9) Uani 1 1 d . . . O4 O 0.7414(3) 0.2520(2) 1.3130(3) 0.0305(7) Uani 1 1 d . . . O5 O 0.3923(2) 1.0453(2) 1.0617(3) 0.0252(7) Uani 1 1 d . . . O6 O 0.2571(3) 0.9379(3) 1.1339(3) 0.0363(8) Uani 1 1 d . . . O7 O -0.3007(2) 1.1400(3) 1.1910(3) 0.0300(7) Uani 1 1 d . . . O8 O -0.2801(2) 1.1414(3) 1.0278(3) 0.0337(8) Uani 1 1 d . . . O9 O 0.6115(2) 0.8595(2) 0.5241(2) 0.0268(7) Uani 1 1 d . . . O10 O 0.6428(3) 1.0335(2) 0.4496(3) 0.0299(7) Uani 1 1 d . . . O11 O 0.5702(3) 0.9686(2) 0.1464(3) 0.0287(7) Uani 1 1 d . . . O12 O 0.5079(3) 0.8244(2) 0.1508(3) 0.0304(7) Uani 1 1 d . . . O13 O 0.3698(3) 0.7095(2) 1.1335(3) 0.0352(8) Uani 1 1 d . . . H1W H 0.3484 0.6760 1.1061 0.034(14) Uiso 1 1 d R . . H2W H 0.4128 0.7450 1.1390 0.040 Uiso 1 1 d R . . O14 O 0.4975(3) 0.9681(2) 0.6714(3) 0.0295(7) Uani 1 1 d . . . H3W H 0.5299 1.0139 0.6107 0.027(13) Uiso 1 1 d R . . H4W H 0.4738 0.9932 0.7233 0.044(16) Uiso 1 1 d R . . O15 O 0.4773(4) 0.7398(4) 0.5293(3) 0.0739(15) Uani 1 1 d . . . H5W H 0.4116 0.7419 0.5768 0.089 Uiso 1 1 d R . . H6W H 0.5216 0.7793 0.5276 0.18(5) Uiso 1 1 d R . . O16 O 0.6100(4) 0.4171(4) 0.4872(4) 0.0879(17) Uani 1 1 d . . . H7W H 0.6336 0.4792 0.4473 0.105 Uiso 1 1 d R . . H8W H 0.5830 0.3686 0.5019 0.105 Uiso 1 1 d R . . O17 O 0.4596(5) 0.5309(4) 0.2854(5) 0.102(2) Uani 1 1 d . . . H9W H 0.5075 0.4801 0.2710 0.122 Uiso 1 1 d R . . H10W H 0.4330 0.5838 0.2409 0.122 Uiso 1 1 d R . . O18 O 0.7301(12) 0.6165(9) 0.6249(7) 0.280(7) Uani 1 1 d . . . H11W H 0.6770 0.5752 0.6500 0.336 Uiso 1 1 d R . . H12W H 0.6790 0.6480 0.6656 0.336 Uiso 1 1 d R . . O19 O 0.7502(17) 0.1584(11) 0.5435(15) 0.409(12) Uani 1 1 d . . . H13W H 0.7492 0.1828 0.4781 0.490 Uiso 1 1 d R . . H14W H 0.6913 0.1847 0.5247 0.490 Uiso 1 1 d R . . N1 N 0.6845(4) 0.4330(3) 0.9315(4) 0.0384(10) Uani 1 1 d . . . N2 N 0.0707(3) 1.1298(3) 0.9280(3) 0.0309(9) Uani 1 1 d . . . N3 N 0.6879(4) 0.6203(3) 0.3557(4) 0.0392(10) Uani 1 1 d . . . C1 C 0.5610(3) 0.7187(3) 0.8568(3) 0.0201(9) Uani 1 1 d . . . C2 C 0.6251(4) 0.6176(3) 0.9091(4) 0.0224(9) Uani 1 1 d . . . C3 C 0.6300(4) 0.5262(4) 0.8880(4) 0.0336(11) Uani 1 1 d . . . H3 H 0.5936 0.5294 0.8411 0.040 Uiso 1 1 calc R . . C4 C 0.7378(4) 0.4309(4) 0.9975(4) 0.0338(11) Uani 1 1 d . . . H4 H 0.7779 0.3670 1.0265 0.041 Uiso 1 1 calc R . . C5 C 0.7368(4) 0.5177(3) 1.0255(4) 0.0264(10) Uani 1 1 d . . . C6 C 0.6781(4) 0.6129(3) 0.9800(4) 0.0247(10) Uani 1 1 d . . . H6 H 0.6744 0.6731 0.9970 0.030 Uiso 1 1 calc R . . C7 C 0.8019(4) 0.5116(4) 1.0956(4) 0.0283(10) Uani 1 1 d . . . C8 C 0.8773(4) 0.5902(4) 1.0546(5) 0.0394(13) Uani 1 1 d . . . H8 H 0.8826 0.6447 0.9873 0.047 Uiso 1 1 calc R . . C9 C 0.9441(4) 0.5890(4) 1.1115(5) 0.0432(13) Uani 1 1 d . . . H9 H 0.9937 0.6427 1.0822 0.052 Uiso 1 1 calc R . . C10 C 0.9385(4) 0.5102(4) 1.2102(5) 0.0406(13) Uani 1 1 d . . . H10 H 0.9835 0.5100 1.2486 0.049 Uiso 1 1 calc R . . C11 C 0.8641(4) 0.4297(4) 1.2529(4) 0.0315(11) Uani 1 1 d . . . H11 H 0.8604 0.3753 1.3200 0.038 Uiso 1 1 calc R . . C12 C 0.7953(4) 0.4295(3) 1.1967(4) 0.0243(10) Uani 1 1 d . . . C13 C 0.7155(4) 0.3437(4) 1.2503(4) 0.0260(10) Uani 1 1 d . . . C14 C 0.2913(3) 1.0216(3) 1.1231(3) 0.0208(9) Uani 1 1 d . . . C15 C 0.2160(3) 1.0948(3) 1.1821(3) 0.0200(9) Uani 1 1 d . . . C16 C 0.2575(4) 1.1107(4) 1.2512(3) 0.0253(10) Uani 1 1 d . . . H16 H 0.3285 1.0783 1.2562 0.030 Uiso 1 1 calc R . . C17 C 0.1946(4) 1.1746(4) 1.3135(4) 0.0330(11) Uani 1 1 d . . . H17 H 0.2237 1.1855 1.3591 0.040 Uiso 1 1 calc R . . C18 C 0.0897(4) 1.2212(4) 1.3075(4) 0.0366(12) Uani 1 1 d . . . H18 H 0.0472 1.2638 1.3492 0.044 Uiso 1 1 calc R . . C19 C 0.0469(4) 1.2049(4) 1.2392(4) 0.0319(11) Uani 1 1 d . . . H19 H -0.0243 1.2374 1.2355 0.038 Uiso 1 1 calc R . . C20 C 0.1079(3) 1.1408(3) 1.1757(3) 0.0200(9) Uani 1 1 d . . . C21 C 0.0541(3) 1.1308(3) 1.1041(3) 0.0199(9) Uani 1 1 d . . . C22 C 0.1161(4) 1.1304(4) 0.9990(4) 0.0257(10) Uani 1 1 d . . . H22 H 0.1950 1.1306 0.9760 0.031 Uiso 1 1 calc R . . C23 C -0.0434(4) 1.1305(4) 0.9630(4) 0.0260(10) Uani 1 1 d . . . H23 H -0.0770 1.1295 0.9156 0.031 Uiso 1 1 calc R . . C24 C -0.1138(3) 1.1326(3) 1.0651(3) 0.0189(9) Uani 1 1 d . . . C25 C -0.0629(3) 1.1306(3) 1.1369(4) 0.0216(9) Uani 1 1 d . . . H25 H -0.1079 1.1292 1.2072 0.026 Uiso 1 1 calc R . . C26 C -0.2408(3) 1.1374(3) 1.0975(3) 0.0205(9) Uani 1 1 d . . . C27 C 0.6743(4) 0.9351(4) 0.4642(3) 0.0222(9) Uani 1 1 d . . . C28 C 0.7994(4) 0.9061(4) 0.4116(4) 0.0257(10) Uani 1 1 d . . . C29 C 0.8778(4) 0.9568(4) 0.4181(4) 0.0373(12) Uani 1 1 d . . . H29 H 0.8531 1.0132 0.4447 0.045 Uiso 1 1 calc R . . C30 C 0.9940(4) 0.9235(5) 0.3846(5) 0.0463(15) Uani 1 1 d . . . H30 H 1.0463 0.9565 0.3908 0.056 Uiso 1 1 calc R . . C31 C 1.0307(4) 0.8424(5) 0.3430(5) 0.0505(16) Uani 1 1 d . . . H31 H 1.1081 0.8206 0.3205 0.061 Uiso 1 1 calc R . . C32 C 0.9541(4) 0.7927(5) 0.3340(4) 0.0416(13) Uani 1 1 d . . . H32 H 0.9804 0.7380 0.3049 0.050 Uiso 1 1 calc R . . C33 C 0.8380(4) 0.8228(4) 0.3678(4) 0.0273(10) Uani 1 1 d . . . C34 C 0.7605(4) 0.7749(4) 0.3442(4) 0.0260(10) Uani 1 1 d . . . C35 C 0.7531(4) 0.6649(4) 0.3800(4) 0.0357(12) Uani 1 1 d . . . H35 H 0.7960 0.6194 0.4234 0.043 Uiso 1 1 calc R . . C36 C 0.6286(4) 0.6868(4) 0.2906(4) 0.0313(11) Uani 1 1 d . . . H36 H 0.5840 0.6570 0.2718 0.038 Uiso 1 1 calc R . . C37 C 0.6307(4) 0.7972(3) 0.2502(3) 0.0230(9) Uani 1 1 d . . . C38 C 0.6985(3) 0.8418(3) 0.2765(3) 0.0236(9) Uani 1 1 d . . . H38 H 0.7026 0.9159 0.2491 0.028 Uiso 1 1 calc R . . C39 C 0.5645(4) 0.8679(4) 0.1767(3) 0.0251(10) Uani 1 1 d . . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 0.500 145 27 ' ' _platon_squeeze_details ; ; 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 Ho1 0.01617(11) 0.01635(11) 0.01834(11) -0.00651(8) -0.00728(8) -0.00220(7) Ho2 0.01759(11) 0.01936(11) 0.01613(11) -0.00372(8) -0.00492(8) -0.00414(8) O1 0.0294(17) 0.0259(17) 0.0376(19) -0.0190(15) -0.0121(15) 0.0029(14) O2 0.0286(17) 0.0260(17) 0.0252(17) -0.0082(14) -0.0136(14) 0.0006(13) O3 0.0313(19) 0.0300(19) 0.052(2) 0.0068(17) -0.0243(17) -0.0113(15) O4 0.0363(18) 0.0221(17) 0.0324(19) -0.0026(15) -0.0160(15) -0.0061(14) O5 0.0133(15) 0.0278(17) 0.0335(18) -0.0159(14) 0.0004(13) -0.0050(12) O6 0.0251(17) 0.0329(19) 0.046(2) -0.0214(17) 0.0049(15) -0.0098(15) O7 0.0194(16) 0.045(2) 0.0260(18) -0.0176(16) -0.0024(14) -0.0039(14) O8 0.0216(16) 0.053(2) 0.0350(19) -0.0189(17) -0.0117(15) -0.0092(15) O9 0.0210(16) 0.0288(18) 0.0256(17) -0.0104(14) 0.0023(13) -0.0097(13) O10 0.0323(18) 0.0220(17) 0.0322(18) -0.0013(14) -0.0149(15) -0.0044(14) O11 0.0440(19) 0.0204(17) 0.0316(18) -0.0062(14) -0.0239(16) -0.0058(14) O12 0.0417(19) 0.0250(17) 0.0314(18) -0.0016(14) -0.0237(16) -0.0102(15) O13 0.055(2) 0.0215(17) 0.038(2) -0.0027(15) -0.0243(17) -0.0178(16) O14 0.0343(18) 0.0276(18) 0.0238(18) -0.0087(16) -0.0033(14) -0.0098(15) O15 0.063(3) 0.106(4) 0.062(3) -0.063(3) 0.030(2) -0.054(3) O16 0.108(4) 0.058(3) 0.097(4) -0.034(3) -0.006(3) -0.044(3) O17 0.151(5) 0.044(3) 0.167(6) -0.041(3) -0.124(5) 0.025(3) O18 0.421(19) 0.287(13) 0.086(6) -0.071(8) -0.001(9) -0.087(13) O19 0.62(3) 0.328(18) 0.45(2) -0.239(18) -0.40(2) 0.25(2) N1 0.059(3) 0.018(2) 0.048(3) -0.0097(19) -0.031(2) 0.0021(19) N2 0.025(2) 0.047(3) 0.022(2) -0.0170(19) -0.0022(17) -0.0073(18) N3 0.053(3) 0.024(2) 0.042(3) -0.008(2) -0.024(2) 0.004(2) C1 0.018(2) 0.021(2) 0.019(2) -0.0049(18) -0.0035(17) -0.0060(17) C2 0.024(2) 0.017(2) 0.025(2) -0.0033(18) -0.0111(19) -0.0022(17) C3 0.048(3) 0.026(3) 0.036(3) -0.014(2) -0.021(2) -0.001(2) C4 0.039(3) 0.022(2) 0.041(3) -0.005(2) -0.020(2) -0.002(2) C5 0.031(2) 0.021(2) 0.026(2) -0.0004(19) -0.013(2) -0.0079(19) C6 0.030(2) 0.021(2) 0.022(2) -0.0058(19) -0.0090(19) -0.0030(19) C7 0.029(2) 0.024(2) 0.032(3) -0.005(2) -0.015(2) -0.0033(19) C8 0.041(3) 0.027(3) 0.047(3) -0.002(2) -0.017(3) -0.015(2) C9 0.035(3) 0.034(3) 0.062(4) -0.007(3) -0.021(3) -0.014(2) C10 0.036(3) 0.040(3) 0.055(4) -0.014(3) -0.025(3) -0.007(2) C11 0.037(3) 0.028(3) 0.034(3) -0.008(2) -0.020(2) 0.001(2) C12 0.026(2) 0.016(2) 0.031(3) -0.0049(19) -0.013(2) -0.0037(18) C13 0.026(2) 0.025(2) 0.025(2) -0.006(2) -0.008(2) -0.0036(19) C14 0.017(2) 0.024(2) 0.021(2) -0.0076(19) -0.0053(18) -0.0013(17) C15 0.018(2) 0.022(2) 0.019(2) -0.0060(18) -0.0039(17) -0.0043(17) C16 0.019(2) 0.035(3) 0.023(2) -0.011(2) -0.0087(19) -0.0014(19) C17 0.031(3) 0.050(3) 0.027(3) -0.016(2) -0.013(2) -0.010(2) C18 0.037(3) 0.044(3) 0.036(3) -0.026(3) -0.013(2) 0.008(2) C19 0.026(2) 0.041(3) 0.038(3) -0.025(2) -0.015(2) 0.006(2) C20 0.015(2) 0.022(2) 0.022(2) -0.0079(18) -0.0046(17) -0.0016(17) C21 0.019(2) 0.020(2) 0.022(2) -0.0082(18) -0.0066(18) -0.0018(17) C22 0.015(2) 0.033(3) 0.029(3) -0.013(2) -0.0043(19) -0.0032(18) C23 0.023(2) 0.033(3) 0.026(2) -0.012(2) -0.009(2) -0.0044(19) C24 0.019(2) 0.019(2) 0.020(2) -0.0052(18) -0.0080(17) -0.0045(17) C25 0.020(2) 0.024(2) 0.023(2) -0.0102(19) -0.0071(18) -0.0022(17) C26 0.020(2) 0.020(2) 0.019(2) -0.0026(18) -0.0069(18) -0.0066(17) C27 0.024(2) 0.029(3) 0.016(2) -0.0047(19) -0.0098(18) -0.0063(19) C28 0.020(2) 0.031(3) 0.020(2) 0.001(2) -0.0072(18) -0.0087(19) C29 0.040(3) 0.041(3) 0.030(3) -0.001(2) -0.014(2) -0.019(2) C30 0.029(3) 0.063(4) 0.042(3) 0.000(3) -0.016(2) -0.020(3) C31 0.020(3) 0.074(4) 0.045(3) -0.008(3) -0.010(2) -0.006(3) C32 0.026(3) 0.057(4) 0.036(3) -0.014(3) -0.011(2) 0.004(2) C33 0.020(2) 0.036(3) 0.019(2) 0.000(2) -0.0070(19) -0.005(2) C34 0.022(2) 0.029(3) 0.026(2) -0.010(2) -0.0079(19) -0.0002(19) C35 0.040(3) 0.029(3) 0.036(3) -0.007(2) -0.022(2) 0.009(2) C36 0.038(3) 0.027(3) 0.033(3) -0.011(2) -0.014(2) -0.005(2) C37 0.026(2) 0.024(2) 0.017(2) -0.0035(19) -0.0072(18) -0.0053(18) C38 0.025(2) 0.022(2) 0.020(2) -0.0038(19) -0.0074(19) -0.0022(18) C39 0.031(2) 0.027(3) 0.018(2) -0.0053(19) -0.0100(19) -0.005(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 Ho1 O1 2.219(3) . ? Ho1 O8 2.286(3) 2_577 ? Ho1 O11 2.336(3) 2_676 ? Ho1 O12 2.340(3) 1_556 ? Ho1 O13 2.360(3) . ? Ho1 O5 2.368(3) 2_677 ? Ho1 O6 2.400(3) . ? Ho1 O5 2.498(3) . ? Ho1 Ho1 3.8833(6) 2_677 ? Ho1 H2W 1.9868 . ? Ho2 O7 2.249(3) 2_577 ? Ho2 O10 2.291(3) 2_676 ? Ho2 O2 2.311(3) . ? Ho2 O9 2.375(3) . ? Ho2 O14 2.382(3) . ? Ho2 O3 2.404(3) 2_667 ? Ho2 O15 2.408(4) . ? Ho2 O4 2.482(3) 2_667 ? Ho2 C13 2.821(4) 2_667 ? Ho2 H5W 2.0578 . ? Ho2 H6W 2.0681 . ? O1 C1 1.257(5) . ? O2 C1 1.244(5) . ? O3 C13 1.264(5) . ? O3 Ho2 2.404(3) 2_667 ? O4 C13 1.267(5) . ? O4 Ho2 2.482(3) 2_667 ? O5 C14 1.269(5) . ? O5 Ho1 2.368(3) 2_677 ? O6 C14 1.242(5) . ? O7 C26 1.254(5) . ? O7 Ho2 2.249(3) 2_577 ? O8 C26 1.246(5) . ? O8 Ho1 2.286(3) 2_577 ? O9 C27 1.247(5) . ? O10 C27 1.265(5) . ? O10 Ho2 2.291(3) 2_676 ? O11 C39 1.272(5) . ? O11 Ho1 2.336(3) 2_676 ? O12 C39 1.256(5) . ? O12 Ho1 2.339(3) 1_554 ? O13 H1W 0.8449 . ? O13 H2W 0.8498 . ? O14 H3W 0.8393 . ? O14 H4W 0.8547 . ? O15 H5W 0.8500 . ? O15 H6W 0.8503 . ? O16 H7W 0.8499 . ? O16 H8W 0.7309 . ? O17 H9W 0.8500 . ? O17 H10W 0.8500 . ? O18 H11W 0.8499 . ? O18 H12W 0.8510 . ? O19 H13W 0.8519 . ? O19 H14W 0.8497 . ? N1 C3 1.335(6) . ? N1 C4 1.340(6) . ? N2 C23 1.342(6) . ? N2 C22 1.343(6) . ? N3 C35 1.340(6) . ? N3 C36 1.343(6) . ? C1 C2 1.503(6) . ? C2 C3 1.376(6) . ? C2 C6 1.386(6) . ? C3 H3 0.9300 . ? C4 C5 1.385(6) . ? C4 H4 0.9300 . ? C5 C6 1.388(6) . ? C5 C7 1.491(6) . ? C6 H6 0.9300 . ? C7 C8 1.390(6) . ? C7 C12 1.401(6) . ? C8 C9 1.373(7) . ? C8 H8 0.9300 . ? C9 C10 1.363(7) . ? C9 H9 0.9300 . ? C10 C11 1.396(7) . ? C10 H10 0.9300 . ? C11 C12 1.396(6) . ? C11 H11 0.9300 . ? C12 C13 1.481(6) . ? C13 Ho2 2.821(4) 2_667 ? C14 C15 1.493(6) . ? C15 C16 1.381(6) . ? C15 C20 1.403(5) . ? C16 C17 1.390(6) . ? C16 H16 0.9300 . ? C17 C18 1.366(6) . ? C17 H17 0.9300 . ? C18 C19 1.383(6) . ? C18 H18 0.9300 . ? C19 C20 1.400(6) . ? C19 H19 0.9300 . ? C20 C21 1.485(6) . ? C21 C25 1.381(6) . ? C21 C22 1.386(6) . ? C22 H22 0.9300 . ? C23 C24 1.380(6) . ? C23 H23 0.9300 . ? C24 C25 1.391(5) . ? C24 C26 1.496(5) . ? C25 H25 0.9300 . ? C27 C28 1.513(6) . ? C28 C29 1.384(6) . ? C28 C33 1.412(7) . ? C29 C30 1.399(7) . ? C29 H29 0.9300 . ? C30 C31 1.366(8) . ? C30 H30 0.9300 . ? C31 C32 1.375(8) . ? C31 H31 0.9300 . ? C32 C33 1.388(6) . ? C32 H32 0.9300 . ? C33 C34 1.492(6) . ? C34 C35 1.387(6) . ? C34 C38 1.392(6) . ? C35 H35 0.9300 . ? C36 C37 1.379(6) . ? C36 H36 0.9300 . ? C37 C38 1.386(6) . ? C37 C39 1.495(6) . ? C38 H38 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ho1 O8 82.03(11) . 2_577 ? O1 Ho1 O11 88.01(11) . 2_676 ? O8 Ho1 O11 77.26(11) 2_577 2_676 ? O1 Ho1 O12 106.30(11) . 1_556 ? O8 Ho1 O12 142.52(11) 2_577 1_556 ? O11 Ho1 O12 138.15(10) 2_676 1_556 ? O1 Ho1 O13 80.72(12) . . ? O8 Ho1 O13 74.43(11) 2_577 . ? O11 Ho1 O13 150.69(10) 2_676 . ? O12 Ho1 O13 71.17(10) 1_556 . ? O1 Ho1 O5 81.13(11) . 2_677 ? O8 Ho1 O5 145.65(11) 2_577 2_677 ? O11 Ho1 O5 72.44(10) 2_676 2_677 ? O12 Ho1 O5 71.35(11) 1_556 2_677 ? O13 Ho1 O5 131.32(11) . 2_677 ? O1 Ho1 O6 152.76(11) . . ? O8 Ho1 O6 73.11(11) 2_577 . ? O11 Ho1 O6 97.02(11) 2_676 . ? O12 Ho1 O6 87.69(12) 1_556 . ? O13 Ho1 O6 82.01(11) . . ? O5 Ho1 O6 125.94(10) 2_677 . ? O1 Ho1 O5 152.23(11) . . ? O8 Ho1 O5 111.88(11) 2_577 . ? O11 Ho1 O5 72.76(10) 2_676 . ? O12 Ho1 O5 77.76(10) 1_556 . ? O13 Ho1 O5 125.42(11) . . ? O5 Ho1 O5 74.14(10) 2_677 . ? O6 Ho1 O5 52.56(10) . . ? O1 Ho1 Ho1 118.37(8) . 2_677 ? O8 Ho1 Ho1 138.00(9) 2_577 2_677 ? O11 Ho1 Ho1 67.99(7) 2_676 2_677 ? O12 Ho1 Ho1 70.65(7) 1_556 2_677 ? O13 Ho1 Ho1 140.84(8) . 2_677 ? O5 Ho1 Ho1 38.23(7) 2_677 2_677 ? O6 Ho1 Ho1 88.09(8) . 2_677 ? O5 Ho1 Ho1 35.91(6) . 2_677 ? O1 Ho1 H2W 88.3 . . ? O8 Ho1 H2W 94.1 2_577 . ? O11 Ho1 H2W 171.0 2_676 . ? O12 Ho1 H2W 50.9 1_556 . ? O13 Ho1 H2W 20.3 . . ? O5 Ho1 H2W 115.1 2_677 . ? O6 Ho1 H2W 82.6 . . ? O5 Ho1 H2W 113.4 . . ? Ho1 Ho1 H2W 120.9 2_677 . ? O7 Ho2 O10 89.10(12) 2_577 2_676 ? O7 Ho2 O2 89.60(11) 2_577 . ? O10 Ho2 O2 156.62(11) 2_676 . ? O7 Ho2 O9 145.94(11) 2_577 . ? O10 Ho2 O9 86.24(11) 2_676 . ? O2 Ho2 O9 81.84(11) . . ? O7 Ho2 O14 74.12(11) 2_577 . ? O10 Ho2 O14 77.47(11) 2_676 . ? O2 Ho2 O14 79.73(10) . . ? O9 Ho2 O14 71.94(11) . . ? O7 Ho2 O3 86.26(13) 2_577 2_667 ? O10 Ho2 O3 132.12(11) 2_676 2_667 ? O2 Ho2 O3 71.05(10) . 2_667 ? O9 Ho2 O3 121.06(11) . 2_667 ? O14 Ho2 O3 144.80(11) . 2_667 ? O7 Ho2 O15 148.01(13) 2_577 . ? O10 Ho2 O15 85.86(15) 2_676 . ? O2 Ho2 O15 106.96(15) . . ? O9 Ho2 O15 65.20(12) . . ? O14 Ho2 O15 134.77(13) . . ? O3 Ho2 O15 74.16(14) 2_667 . ? O7 Ho2 O4 77.39(11) 2_577 2_667 ? O10 Ho2 O4 79.39(10) 2_676 2_667 ? O2 Ho2 O4 122.99(10) . 2_667 ? O9 Ho2 O4 134.29(10) . 2_667 ? O14 Ho2 O4 143.26(10) . 2_667 ? O3 Ho2 O4 53.10(10) 2_667 2_667 ? O15 Ho2 O4 70.63(13) . 2_667 ? O7 Ho2 C13 79.48(12) 2_577 2_667 ? O10 Ho2 C13 106.03(12) 2_676 2_667 ? O2 Ho2 C13 96.67(11) . 2_667 ? O9 Ho2 C13 134.10(12) . 2_667 ? O14 Ho2 C13 153.35(12) . 2_667 ? O3 Ho2 C13 26.49(11) 2_667 2_667 ? O15 Ho2 C13 71.69(13) . 2_667 ? O4 Ho2 C13 26.68(11) 2_667 2_667 ? O7 Ho2 H5W 128.0 2_577 . ? O10 Ho2 H5W 82.9 2_676 . ? O2 Ho2 H5W 115.8 . . ? O9 Ho2 H5W 84.9 . . ? O14 Ho2 H5W 150.3 . . ? O3 Ho2 H5W 63.7 2_667 . ? O15 Ho2 H5W 20.0 . . ? O4 Ho2 H5W 50.6 2_667 . ? C13 Ho2 H5W 54.4 2_667 . ? O7 Ho2 H6W 167.3 2_577 . ? O10 Ho2 H6W 85.3 2_676 . ? O2 Ho2 H6W 100.0 . . ? O9 Ho2 H6W 45.1 . . ? O14 Ho2 H6W 115.6 . . ? O3 Ho2 H6W 89.0 2_667 . ? O15 Ho2 H6W 20.1 . . ? O4 Ho2 H6W 90.3 2_667 . ? C13 Ho2 H6W 91.1 2_667 . ? H5W Ho2 H6W 39.9 . . ? C1 O1 Ho1 165.9(3) . . ? C1 O2 Ho2 141.8(3) . . ? C13 O3 Ho2 95.5(3) . 2_667 ? C13 O4 Ho2 91.7(3) . 2_667 ? C14 O5 Ho1 160.8(3) . 2_677 ? C14 O5 Ho1 91.2(2) . . ? Ho1 O5 Ho1 105.86(10) 2_677 . ? C14 O6 Ho1 96.6(3) . . ? C26 O7 Ho2 165.6(3) . 2_577 ? C26 O8 Ho1 148.8(3) . 2_577 ? C27 O9 Ho2 141.0(3) . . ? C27 O10 Ho2 139.5(3) . 2_676 ? C39 O11 Ho1 136.1(3) . 2_676 ? C39 O12 Ho1 134.1(3) . 1_554 ? Ho1 O13 H1W 113.8 . . ? Ho1 O13 H2W 54.2 . . ? H1W O13 H2W 158.2 . . ? Ho2 O14 H3W 116.3 . . ? Ho2 O14 H4W 128.2 . . ? H3W O14 H4W 111.8 . . ? Ho2 O15 H5W 56.1 . . ? Ho2 O15 H6W 56.8 . . ? H5W O15 H6W 111.9 . . ? H7W O16 H8W 156.4 . . ? H9W O17 H10W 126.9 . . ? H11W O18 H12W 81.1 . . ? H13W O19 H14W 54.5 . . ? C3 N1 C4 117.2(4) . . ? C23 N2 C22 116.3(4) . . ? C35 N3 C36 117.3(4) . . ? O2 C1 O1 124.6(4) . . ? O2 C1 C2 118.1(4) . . ? O1 C1 C2 117.3(4) . . ? C3 C2 C6 118.6(4) . . ? C3 C2 C1 119.5(4) . . ? C6 C2 C1 121.9(4) . . ? N1 C3 C2 123.3(4) . . ? N1 C3 H3 118.3 . . ? C2 C3 H3 118.3 . . ? N1 C4 C5 124.2(4) . . ? N1 C4 H4 117.9 . . ? C5 C4 H4 117.9 . . ? C4 C5 C6 117.1(4) . . ? C4 C5 C7 121.7(4) . . ? C6 C5 C7 121.1(4) . . ? C2 C6 C5 119.6(4) . . ? C2 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C8 C7 C12 118.7(4) . . ? C8 C7 C5 117.2(4) . . ? C12 C7 C5 124.0(4) . . ? C9 C8 C7 121.4(5) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C10 C9 C8 120.8(5) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 119.0(4) . . ? C9 C10 H10 120.5 . . ? C11 C10 H10 120.5 . . ? C12 C11 C10 121.1(4) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C11 C12 C7 119.0(4) . . ? C11 C12 C13 117.4(4) . . ? C7 C12 C13 123.6(4) . . ? O3 C13 O4 119.4(4) . . ? O3 C13 C12 120.5(4) . . ? O4 C13 C12 120.1(4) . . ? O3 C13 Ho2 58.0(2) . 2_667 ? O4 C13 Ho2 61.6(2) . 2_667 ? C12 C13 Ho2 175.2(3) . 2_667 ? O6 C14 O5 119.6(4) . . ? O6 C14 C15 121.3(4) . . ? O5 C14 C15 119.1(4) . . ? C16 C15 C20 120.3(4) . . ? C16 C15 C14 114.8(4) . . ? C20 C15 C14 124.8(4) . . ? C15 C16 C17 120.8(4) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 119.8(4) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C19 119.9(4) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C18 C19 C20 121.8(4) . . ? C18 C19 H19 119.1 . . ? C20 C19 H19 119.1 . . ? C19 C20 C15 117.4(4) . . ? C19 C20 C21 117.0(4) . . ? C15 C20 C21 125.6(4) . . ? C25 C21 C22 116.8(4) . . ? C25 C21 C20 120.5(4) . . ? C22 C21 C20 122.6(4) . . ? N2 C22 C21 124.9(4) . . ? N2 C22 H22 117.5 . . ? C21 C22 H22 117.5 . . ? N2 C23 C24 123.9(4) . . ? N2 C23 H23 118.1 . . ? C24 C23 H23 118.1 . . ? C23 C24 C25 117.8(4) . . ? C23 C24 C26 121.2(4) . . ? C25 C24 C26 121.0(4) . . ? C21 C25 C24 120.3(4) . . ? C21 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? O8 C26 O7 124.3(4) . . ? O8 C26 C24 117.2(4) . . ? O7 C26 C24 118.5(4) . . ? O9 C27 O10 125.0(4) . . ? O9 C27 C28 117.3(4) . . ? O10 C27 C28 117.6(4) . . ? C29 C28 C33 119.5(4) . . ? C29 C28 C27 117.3(4) . . ? C33 C28 C27 122.9(4) . . ? C28 C29 C30 120.2(5) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C31 C30 C29 119.9(5) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 120.5(5) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C31 C32 C33 121.1(5) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C32 C33 C28 118.8(4) . . ? C32 C33 C34 118.5(4) . . ? C28 C33 C34 122.3(4) . . ? C35 C34 C38 117.3(4) . . ? C35 C34 C33 123.1(4) . . ? C38 C34 C33 119.4(4) . . ? N3 C35 C34 124.0(4) . . ? N3 C35 H35 118.0 . . ? C34 C35 H35 118.0 . . ? N3 C36 C37 123.2(4) . . ? N3 C36 H36 118.4 . . ? C37 C36 H36 118.4 . . ? C36 C37 C38 118.5(4) . . ? C36 C37 C39 121.3(4) . . ? C38 C37 C39 120.2(4) . . ? C37 C38 C34 119.6(4) . . ? C37 C38 H38 120.2 . . ? C34 C38 H38 120.2 . . ? O12 C39 O11 125.6(4) . . ? O12 C39 C37 118.4(4) . . ? O11 C39 C37 116.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 Ho1 O1 C1 -48.8(11) 2_577 . . . ? O11 Ho1 O1 C1 -126.3(12) 2_676 . . . ? O12 Ho1 O1 C1 93.7(12) 1_556 . . . ? O13 Ho1 O1 C1 26.6(11) . . . . ? O5 Ho1 O1 C1 161.2(12) 2_677 . . . ? O6 Ho1 O1 C1 -24.7(13) . . . . ? O5 Ho1 O1 C1 -171.6(11) . . . . ? Ho1 Ho1 O1 C1 170.2(11) 2_677 . . . ? O7 Ho2 O2 C1 -16.8(5) 2_577 . . . ? O10 Ho2 O2 C1 70.0(6) 2_676 . . . ? O9 Ho2 O2 C1 130.1(5) . . . . ? O14 Ho2 O2 C1 57.1(4) . . . . ? O3 Ho2 O2 C1 -103.0(5) 2_667 . . . ? O15 Ho2 O2 C1 -169.0(4) . . . . ? O4 Ho2 O2 C1 -91.5(5) 2_667 . . . ? C13 Ho2 O2 C1 -96.2(5) 2_667 . . . ? O1 Ho1 O5 C14 160.8(3) . . . . ? O8 Ho1 O5 C14 44.6(3) 2_577 . . . ? O11 Ho1 O5 C14 112.7(3) 2_676 . . . ? O12 Ho1 O5 C14 -97.4(3) 1_556 . . . ? O13 Ho1 O5 C14 -41.4(3) . . . . ? O5 Ho1 O5 C14 -171.2(3) 2_677 . . . ? O6 Ho1 O5 C14 -0.8(2) . . . . ? Ho1 Ho1 O5 C14 -171.2(3) 2_677 . . . ? O1 Ho1 O5 Ho1 -28.0(3) . . . 2_677 ? O8 Ho1 O5 Ho1 -144.17(12) 2_577 . . 2_677 ? O11 Ho1 O5 Ho1 -76.10(12) 2_676 . . 2_677 ? O12 Ho1 O5 Ho1 73.83(12) 1_556 . . 2_677 ? O13 Ho1 O5 Ho1 129.80(12) . . . 2_677 ? O5 Ho1 O5 Ho1 0.001(1) 2_677 . . 2_677 ? O6 Ho1 O5 Ho1 170.40(19) . . . 2_677 ? O1 Ho1 O6 C14 -160.5(3) . . . . ? O8 Ho1 O6 C14 -135.5(3) 2_577 . . . ? O11 Ho1 O6 C14 -61.1(3) 2_676 . . . ? O12 Ho1 O6 C14 77.1(3) 1_556 . . . ? O13 Ho1 O6 C14 148.5(3) . . . . ? O5 Ho1 O6 C14 12.3(3) 2_677 . . . ? O5 Ho1 O6 C14 0.8(2) . . . . ? Ho1 Ho1 O6 C14 6.4(3) 2_677 . . . ? O7 Ho2 O9 C27 -30.7(5) 2_577 . . . ? O10 Ho2 O9 C27 52.1(4) 2_676 . . . ? O2 Ho2 O9 C27 -107.8(4) . . . . ? O14 Ho2 O9 C27 -26.0(4) . . . . ? O3 Ho2 O9 C27 -169.8(4) 2_667 . . . ? O15 Ho2 O9 C27 139.2(5) . . . . ? O4 Ho2 O9 C27 123.3(4) 2_667 . . . ? C13 Ho2 O9 C27 160.8(4) 2_667 . . . ? Ho2 O2 C1 O1 -22.6(7) . . . . ? Ho2 O2 C1 C2 158.0(3) . . . . ? Ho1 O1 C1 O2 99.4(12) . . . . ? Ho1 O1 C1 C2 -81.2(12) . . . . ? O2 C1 C2 C3 -23.6(6) . . . . ? O1 C1 C2 C3 156.9(4) . . . . ? O2 C1 C2 C6 157.4(4) . . . . ? O1 C1 C2 C6 -22.0(6) . . . . ? C4 N1 C3 C2 -1.0(8) . . . . ? C6 C2 C3 N1 -0.7(7) . . . . ? C1 C2 C3 N1 -179.7(4) . . . . ? C3 N1 C4 C5 1.9(8) . . . . ? N1 C4 C5 C6 -1.1(7) . . . . ? N1 C4 C5 C7 -177.3(5) . . . . ? C3 C2 C6 C5 1.5(7) . . . . ? C1 C2 C6 C5 -179.5(4) . . . . ? C4 C5 C6 C2 -0.7(7) . . . . ? C7 C5 C6 C2 175.6(4) . . . . ? C4 C5 C7 C8 126.1(5) . . . . ? C6 C5 C7 C8 -50.0(7) . . . . ? C4 C5 C7 C12 -50.9(7) . . . . ? C6 C5 C7 C12 133.0(5) . . . . ? C12 C7 C8 C9 -0.5(8) . . . . ? C5 C7 C8 C9 -177.6(5) . . . . ? C7 C8 C9 C10 0.1(8) . . . . ? C8 C9 C10 C11 0.4(8) . . . . ? C9 C10 C11 C12 -0.6(8) . . . . ? C10 C11 C12 C7 0.2(7) . . . . ? C10 C11 C12 C13 -177.5(4) . . . . ? C8 C7 C12 C11 0.3(7) . . . . ? C5 C7 C12 C11 177.2(4) . . . . ? C8 C7 C12 C13 177.8(5) . . . . ? C5 C7 C12 C13 -5.3(7) . . . . ? Ho2 O3 C13 O4 -5.8(5) 2_667 . . . ? Ho2 O3 C13 C12 174.6(4) 2_667 . . . ? Ho2 O4 C13 O3 5.6(4) 2_667 . . . ? Ho2 O4 C13 C12 -174.8(4) 2_667 . . . ? C11 C12 C13 O3 148.3(5) . . . . ? C7 C12 C13 O3 -29.3(7) . . . . ? C11 C12 C13 O4 -31.3(6) . . . . ? C7 C12 C13 O4 151.1(4) . . . . ? C11 C12 C13 Ho2 -141(3) . . . 2_667 ? C7 C12 C13 Ho2 41(4) . . . 2_667 ? Ho1 O6 C14 O5 -1.5(4) . . . . ? Ho1 O6 C14 C15 179.1(3) . . . . ? Ho1 O5 C14 O6 -151.9(7) 2_677 . . . ? Ho1 O5 C14 O6 1.4(4) . . . . ? Ho1 O5 C14 C15 27.5(11) 2_677 . . . ? Ho1 O5 C14 C15 -179.2(3) . . . . ? O6 C14 C15 C16 120.7(5) . . . . ? O5 C14 C15 C16 -58.7(5) . . . . ? O6 C14 C15 C20 -55.6(6) . . . . ? O5 C14 C15 C20 125.0(4) . . . . ? C20 C15 C16 C17 -1.7(7) . . . . ? C14 C15 C16 C17 -178.2(4) . . . . ? C15 C16 C17 C18 0.8(7) . . . . ? C16 C17 C18 C19 -0.2(8) . . . . ? C17 C18 C19 C20 0.4(8) . . . . ? C18 C19 C20 C15 -1.2(7) . . . . ? C18 C19 C20 C21 -178.9(5) . . . . ? C16 C15 C20 C19 1.8(6) . . . . ? C14 C15 C20 C19 177.9(4) . . . . ? C16 C15 C20 C21 179.3(4) . . . . ? C14 C15 C20 C21 -4.5(7) . . . . ? C19 C20 C21 C25 -34.0(6) . . . . ? C15 C20 C21 C25 148.4(4) . . . . ? C19 C20 C21 C22 140.4(5) . . . . ? C15 C20 C21 C22 -37.1(7) . . . . ? C23 N2 C22 C21 0.6(7) . . . . ? C25 C21 C22 N2 -0.1(7) . . . . ? C20 C21 C22 N2 -174.7(4) . . . . ? C22 N2 C23 C24 0.5(7) . . . . ? N2 C23 C24 C25 -2.0(7) . . . . ? N2 C23 C24 C26 177.7(4) . . . . ? C22 C21 C25 C24 -1.5(6) . . . . ? C20 C21 C25 C24 173.3(4) . . . . ? C23 C24 C25 C21 2.5(6) . . . . ? C26 C24 C25 C21 -177.2(4) . . . . ? Ho1 O8 C26 O7 -21.3(9) 2_577 . . . ? Ho1 O8 C26 C24 160.6(4) 2_577 . . . ? Ho2 O7 C26 O8 -46.8(14) 2_577 . . . ? Ho2 O7 C26 C24 131.2(10) 2_577 . . . ? C23 C24 C26 O8 -1.3(6) . . . . ? C25 C24 C26 O8 178.4(4) . . . . ? C23 C24 C26 O7 -179.4(4) . . . . ? C25 C24 C26 O7 0.3(6) . . . . ? Ho2 O9 C27 O10 -14.8(7) . . . . ? Ho2 O9 C27 C28 160.6(3) . . . . ? Ho2 O10 C27 O9 -90.1(6) 2_676 . . . ? Ho2 O10 C27 C28 94.5(5) 2_676 . . . ? O9 C27 C28 C29 -132.8(4) . . . . ? O10 C27 C28 C29 42.9(6) . . . . ? O9 C27 C28 C33 40.3(6) . . . . ? O10 C27 C28 C33 -144.0(4) . . . . ? C33 C28 C29 C30 -2.0(7) . . . . ? C27 C28 C29 C30 171.3(4) . . . . ? C28 C29 C30 C31 1.6(8) . . . . ? C29 C30 C31 C32 -0.3(8) . . . . ? C30 C31 C32 C33 -0.6(8) . . . . ? C31 C32 C33 C28 0.1(7) . . . . ? C31 C32 C33 C34 173.0(5) . . . . ? C29 C28 C33 C32 1.1(6) . . . . ? C27 C28 C33 C32 -171.8(4) . . . . ? C29 C28 C33 C34 -171.5(4) . . . . ? C27 C28 C33 C34 15.6(6) . . . . ? C32 C33 C34 C35 57.4(6) . . . . ? C28 C33 C34 C35 -129.9(5) . . . . ? C32 C33 C34 C38 -117.5(5) . . . . ? C28 C33 C34 C38 55.1(6) . . . . ? C36 N3 C35 C34 1.6(8) . . . . ? C38 C34 C35 N3 -1.9(7) . . . . ? C33 C34 C35 N3 -177.0(5) . . . . ? C35 N3 C36 C37 -1.2(7) . . . . ? N3 C36 C37 C38 1.1(7) . . . . ? N3 C36 C37 C39 179.2(4) . . . . ? C36 C37 C38 C34 -1.3(6) . . . . ? C39 C37 C38 C34 -179.4(4) . . . . ? C35 C34 C38 C37 1.7(7) . . . . ? C33 C34 C38 C37 176.9(4) . . . . ? Ho1 O12 C39 O11 18.9(7) 1_554 . . . ? Ho1 O12 C39 C37 -161.7(3) 1_554 . . . ? Ho1 O11 C39 O12 -35.0(7) 2_676 . . . ? Ho1 O11 C39 C37 145.6(3) 2_676 . . . ? C36 C37 C39 O12 -1.1(7) . . . . ? C38 C37 C39 O12 176.9(4) . . . . ? C36 C37 C39 O11 178.3(4) . . . . ? C38 C37 C39 O11 -3.6(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O19 H13W O4 0.85 2.17 3.023(15) 177.1 1_554 O18 H11W O17 0.85 2.19 3.036(14) 179.9 2_666 O18 H12W O2 0.85 2.19 3.044(11) 179.9 . O17 H10W O13 0.85 2.03 2.883(5) 179.6 1_554 O17 H9W O3 0.85 2.01 2.857(6) 179.2 1_554 O16 H8W O15 0.73 2.06 2.742(6) 155.0 2_666 O16 H7W N3 0.85 1.93 2.783(6) 179.6 . O15 H5W O4 0.85 1.98 2.827(5) 179.6 2_667 O15 H5W O3 0.85 2.37 2.901(6) 120.8 2_667 O14 H3W O10 0.84 2.11 2.834(5) 143.8 . O14 H4W O11 0.85 1.95 2.801(4) 171.7 2_676 O13 H2W O12 0.85 1.88 2.735(4) 179.7 1_556 O13 H1W N1 0.84 1.93 2.760(5) 165.1 2_667 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.190 _refine_diff_density_min -1.225 _refine_diff_density_rms 0.116 data_Compound6 _database_code_depnum_ccdc_archive 'CCDC 900089' #TrackingRef '900089.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H35 N3 O19 Tb2' _chemical_formula_weight 1167.54 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' Tb Tb -0.1723 4.1537 '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 12.788(2) _cell_length_b 13.670(2) _cell_length_c 14.211(2) _cell_angle_alpha 66.1690(10) _cell_angle_beta 66.9470(10) _cell_angle_gamma 77.0190(10) _cell_volume 2084.5(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.860 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 3.449 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4243 _exptl_absorpt_correction_T_max 0.5454 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 15080 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0484 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7643 _reflns_number_gt 6456 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0365P)^2^+0.5259P] 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 7643 _refine_ls_number_parameters 570 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0790 _refine_ls_wR_factor_gt 0.0766 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tb1 Tb 0.428512(16) 0.881346(16) 1.011432(16) 0.01638(7) Uani 1 1 d . . . Tb2 Tb 0.431715(17) 0.820217(17) 0.664844(16) 0.01890(7) Uani 1 1 d . . . O1 O 0.5259(3) 0.7848(3) 0.9033(3) 0.0293(8) Uani 1 1 d . . . O2 O 0.5486(3) 0.7274(2) 0.7705(3) 0.0274(7) Uani 1 1 d . . . O3 O 0.7418(3) 0.2541(3) 1.3114(3) 0.0309(8) Uani 1 1 d . . . O4 O 0.6215(3) 0.3633(3) 1.2345(3) 0.0391(9) Uani 1 1 d . . . O5 O 0.2567(3) 0.9390(3) 1.1350(3) 0.0370(9) Uani 1 1 d . . . O6 O 0.3902(3) 1.0473(3) 1.0607(3) 0.0268(7) Uani 1 1 d . . . O7 O -0.2777(3) 1.1401(3) 1.0277(3) 0.0339(8) Uani 1 1 d . . . O8 O -0.2994(3) 1.1404(3) 1.1897(3) 0.0320(8) Uani 1 1 d . . . O9 O 0.6127(3) 0.8592(3) 0.5220(3) 0.0271(7) Uani 1 1 d . . . O10 O 0.6445(3) 1.0316(3) 0.4492(3) 0.0299(8) Uani 1 1 d . . . O11 O 0.5676(3) 0.9678(3) 0.1489(3) 0.0301(8) Uani 1 1 d . . . O12 O 0.5065(3) 0.8246(3) 0.1528(3) 0.0307(8) Uani 1 1 d . . . O13 O 0.3684(3) 0.7080(3) 1.1345(3) 0.0370(9) Uani 1 1 d . . . H1W H 0.3470 0.6746 1.1066 0.044 Uiso 1 1 d R . . H2W H 0.4108 0.7435 1.1402 0.044 Uiso 1 1 d R . . O14 O 0.4984(3) 0.9680(3) 0.6710(3) 0.0312(8) Uani 1 1 d . . . H3W H 0.4856 0.9889 0.7235 0.049(17) Uiso 1 1 d R . . H4W H 0.5301 1.0087 0.6076 0.050(18) Uiso 1 1 d R . . O15 O 0.4755(4) 0.7398(4) 0.5294(3) 0.0751(17) Uani 1 1 d . . . H5W H 0.4460 0.6943 0.5228 0.090 Uiso 1 1 d R . . H6W H 0.5204 0.7788 0.5270 0.090 Uiso 1 1 d R . . O16 O 0.6111(4) 0.4159(4) 0.4874(4) 0.0850(17) Uani 1 1 d . . . H7W H 0.6341 0.4780 0.4473 0.102 Uiso 1 1 d R . . H8W H 0.6048 0.4431 0.5314 0.102 Uiso 1 1 d R . . O17 O 0.4593(5) 0.5316(4) 0.2850(5) 0.101(2) Uani 1 1 d . . . H9W H 0.5076 0.4813 0.2703 0.121 Uiso 1 1 d R . . H10W H 0.4326 0.5839 0.2406 0.121 Uiso 1 1 d R . . O18 O 0.7358(14) 0.6146(10) 0.6237(7) 0.322(9) Uani 1 1 d . . . H11W H 0.6820 0.5743 0.6489 0.387 Uiso 1 1 d R . . H12W H 0.6841 0.6457 0.6642 0.387 Uiso 1 1 d R . . O19 O 0.7476(19) 0.1651(14) 0.5436(18) 0.456(15) Uani 1 1 d . . . H13W H 0.7451 0.1887 0.4792 0.547 Uiso 1 1 d R . . H14W H 0.6890 0.1901 0.5244 0.547 Uiso 1 1 d R . . N1 N 0.6859(4) 0.4328(3) 0.9315(4) 0.0389(11) Uani 1 1 d . . . N2 N 0.0716(3) 1.1297(4) 0.9293(3) 0.0306(10) Uani 1 1 d . . . N3 N 0.6876(4) 0.6213(3) 0.3546(4) 0.0395(11) Uani 1 1 d . . . C1 C 0.5609(4) 0.7175(4) 0.8575(4) 0.0211(10) Uani 1 1 d . . . C2 C 0.6256(4) 0.6168(4) 0.9089(4) 0.0228(10) Uani 1 1 d . . . C3 C 0.6776(4) 0.6126(4) 0.9795(4) 0.0249(10) Uani 1 1 d . . . H3 H 0.6728 0.6726 0.9969 0.030 Uiso 1 1 calc R . . C4 C 0.7374(4) 0.5174(4) 1.0245(4) 0.0264(11) Uani 1 1 d . . . C5 C 0.7379(4) 0.4314(4) 0.9978(4) 0.0330(12) Uani 1 1 d . . . H5 H 0.7771 0.3675 1.0278 0.040 Uiso 1 1 calc R . . C6 C 0.6308(4) 0.5257(4) 0.8879(4) 0.0332(12) Uani 1 1 d . . . H6 H 0.5945 0.5287 0.8414 0.040 Uiso 1 1 calc R . . C7 C 0.8024(4) 0.5122(4) 1.0946(4) 0.0271(11) Uani 1 1 d . . . C8 C 0.8772(5) 0.5909(4) 1.0538(5) 0.0394(13) Uani 1 1 d . . . H8 H 0.8822 0.6454 0.9869 0.047 Uiso 1 1 calc R . . C9 C 0.9438(5) 0.5899(4) 1.1098(5) 0.0422(14) Uani 1 1 d . . . H9 H 0.9929 0.6437 1.0807 0.051 Uiso 1 1 calc R . . C10 C 0.9386(5) 0.5107(4) 1.2079(5) 0.0401(14) Uani 1 1 d . . . H10 H 0.9841 0.5102 1.2456 0.048 Uiso 1 1 calc R . . C11 C 0.8652(4) 0.4313(4) 1.2507(4) 0.0312(11) Uani 1 1 d . . . H11 H 0.8620 0.3768 1.3172 0.037 Uiso 1 1 calc R . . C12 C 0.7959(4) 0.4318(4) 1.1954(4) 0.0254(10) Uani 1 1 d . . . C13 C 0.7149(4) 0.3451(4) 1.2495(4) 0.0250(10) Uani 1 1 d . . . C14 C 0.2896(4) 1.0231(4) 1.1227(4) 0.0213(10) Uani 1 1 d . . . C15 C 0.2154(4) 1.0959(4) 1.1823(3) 0.0205(9) Uani 1 1 d . . . C16 C 0.2567(4) 1.1121(4) 1.2512(4) 0.0271(11) Uani 1 1 d . . . H16 H 0.3279 1.0805 1.2553 0.032 Uiso 1 1 calc R . . C17 C 0.1940(4) 1.1743(4) 1.3135(4) 0.0314(12) Uani 1 1 d . . . H17 H 0.2228 1.1846 1.3593 0.038 Uiso 1 1 calc R . . C18 C 0.0897(4) 1.2206(4) 1.3076(4) 0.0360(13) Uani 1 1 d . . . H18 H 0.0473 1.2634 1.3489 0.043 Uiso 1 1 calc R . . C19 C 0.0467(4) 1.2039(4) 1.2401(4) 0.0307(12) Uani 1 1 d . . . H19 H -0.0249 1.2357 1.2372 0.037 Uiso 1 1 calc R . . C20 C 0.1069(4) 1.1413(4) 1.1768(4) 0.0220(10) Uani 1 1 d . . . C21 C 0.0547(4) 1.1313(3) 1.1040(4) 0.0192(9) Uani 1 1 d . . . C22 C 0.1162(4) 1.1311(4) 0.9994(4) 0.0287(11) Uani 1 1 d . . . H22 H 0.1949 1.1320 0.9760 0.034 Uiso 1 1 calc R . . C23 C -0.0416(4) 1.1301(4) 0.9632(4) 0.0260(11) Uani 1 1 d . . . H23 H -0.0744 1.1289 0.9158 0.031 Uiso 1 1 calc R . . C24 C -0.1130(4) 1.1322(4) 1.0653(4) 0.0204(9) Uani 1 1 d . . . C25 C -0.0630(4) 1.1309(3) 1.1373(4) 0.0207(10) Uani 1 1 d . . . H25 H -0.1083 1.1299 1.2072 0.025 Uiso 1 1 calc R . . C26 C -0.2393(4) 1.1373(3) 1.0969(3) 0.0187(9) Uani 1 1 d . . . C27 C 0.6762(4) 0.9338(4) 0.4625(3) 0.0229(10) Uani 1 1 d . . . C28 C 0.8003(4) 0.9044(4) 0.4102(4) 0.0264(11) Uani 1 1 d . . . C29 C 0.8783(4) 0.9555(5) 0.4162(4) 0.0371(13) Uani 1 1 d . . . H29 H 0.8532 1.0119 0.4424 0.045 Uiso 1 1 calc R . . C30 C 0.9935(5) 0.9229(5) 0.3835(5) 0.0472(16) Uani 1 1 d . . . H30 H 1.0455 0.9560 0.3896 0.057 Uiso 1 1 calc R . . C31 C 1.0306(5) 0.8415(6) 0.3419(5) 0.0522(17) Uani 1 1 d . . . H31 H 1.1078 0.8194 0.3200 0.063 Uiso 1 1 calc R . . C32 C 0.9543(4) 0.7924(5) 0.3325(4) 0.0431(14) Uani 1 1 d . . . H32 H 0.9807 0.7384 0.3028 0.052 Uiso 1 1 calc R . . C33 C 0.8377(4) 0.8225(4) 0.3668(4) 0.0258(11) Uani 1 1 d . . . C34 C 0.7606(4) 0.7754(4) 0.3432(4) 0.0259(10) Uani 1 1 d . . . C35 C 0.7526(4) 0.6654(4) 0.3790(4) 0.0365(12) Uani 1 1 d . . . H35 H 0.7951 0.6197 0.4226 0.044 Uiso 1 1 calc R . . C36 C 0.6280(4) 0.6864(4) 0.2909(4) 0.0312(11) Uani 1 1 d . . . H36 H 0.5832 0.6565 0.2729 0.037 Uiso 1 1 calc R . . C37 C 0.6303(4) 0.7972(4) 0.2504(4) 0.0232(10) Uani 1 1 d . . . C38 C 0.6977(4) 0.8418(4) 0.2766(3) 0.0245(10) Uani 1 1 d . . . H38 H 0.7008 0.9158 0.2499 0.029 Uiso 1 1 calc R . . C39 C 0.5627(4) 0.8677(4) 0.1790(3) 0.0226(10) Uani 1 1 d . . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 0.500 127 24 ' ' _platon_squeeze_details ; ; loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.01509(12) 0.01632(12) 0.01874(12) -0.00553(9) -0.00746(9) -0.00112(8) Tb2 0.01711(12) 0.01963(13) 0.01656(12) -0.00251(9) -0.00529(9) -0.00325(9) O1 0.0308(19) 0.0283(19) 0.034(2) -0.0170(16) -0.0139(15) 0.0059(15) O2 0.0340(19) 0.0213(18) 0.0304(19) -0.0075(15) -0.0190(15) 0.0030(14) O3 0.033(2) 0.0220(18) 0.0321(19) 0.0006(15) -0.0139(16) -0.0059(15) O4 0.029(2) 0.029(2) 0.052(2) 0.0081(18) -0.0235(18) -0.0109(16) O5 0.0239(18) 0.033(2) 0.051(2) -0.0234(18) 0.0035(16) -0.0084(16) O6 0.0174(17) 0.0273(19) 0.0332(19) -0.0141(15) -0.0017(14) -0.0030(14) O7 0.0211(18) 0.052(2) 0.038(2) -0.0200(18) -0.0122(15) -0.0071(16) O8 0.0182(17) 0.046(2) 0.031(2) -0.0196(17) -0.0034(15) 0.0018(15) O9 0.0209(17) 0.0285(19) 0.0265(18) -0.0087(15) 0.0001(14) -0.0087(15) O10 0.0312(19) 0.0214(18) 0.0307(19) 0.0006(15) -0.0140(15) -0.0023(15) O11 0.045(2) 0.0200(18) 0.0320(19) -0.0031(15) -0.0257(16) -0.0032(15) O12 0.042(2) 0.0269(19) 0.0314(19) -0.0047(16) -0.0228(16) -0.0085(16) O13 0.054(2) 0.0257(19) 0.039(2) -0.0047(16) -0.0217(18) -0.0176(17) O14 0.038(2) 0.031(2) 0.0211(19) -0.0077(16) -0.0049(15) -0.0086(16) O15 0.066(3) 0.105(4) 0.064(3) -0.062(3) 0.027(2) -0.054(3) O16 0.100(4) 0.056(3) 0.087(4) -0.023(3) -0.005(3) -0.038(3) O17 0.138(5) 0.050(3) 0.165(6) -0.040(4) -0.116(5) 0.024(3) O18 0.55(2) 0.282(15) 0.088(7) -0.076(9) 0.028(10) -0.173(16) O19 0.61(3) 0.40(2) 0.48(3) -0.22(2) -0.40(3) 0.25(2) N1 0.058(3) 0.018(2) 0.048(3) -0.009(2) -0.032(2) 0.003(2) N2 0.022(2) 0.048(3) 0.021(2) -0.015(2) -0.0025(17) -0.0051(19) N3 0.049(3) 0.026(2) 0.044(3) -0.008(2) -0.023(2) 0.002(2) C1 0.016(2) 0.021(2) 0.023(2) -0.003(2) -0.0064(19) -0.0033(18) C2 0.023(2) 0.017(2) 0.026(2) -0.005(2) -0.008(2) -0.0021(19) C3 0.028(3) 0.021(3) 0.023(2) -0.005(2) -0.008(2) -0.005(2) C4 0.026(3) 0.020(3) 0.025(3) 0.002(2) -0.010(2) -0.005(2) C5 0.037(3) 0.021(3) 0.041(3) -0.006(2) -0.021(2) 0.003(2) C6 0.044(3) 0.027(3) 0.037(3) -0.011(2) -0.022(3) -0.003(2) C7 0.026(3) 0.020(3) 0.030(3) -0.001(2) -0.012(2) -0.002(2) C8 0.043(3) 0.024(3) 0.044(3) 0.005(2) -0.021(3) -0.012(2) C9 0.036(3) 0.026(3) 0.064(4) -0.003(3) -0.026(3) -0.011(2) C10 0.033(3) 0.035(3) 0.064(4) -0.018(3) -0.029(3) -0.001(2) C11 0.033(3) 0.026(3) 0.035(3) -0.005(2) -0.017(2) -0.003(2) C12 0.022(2) 0.020(3) 0.031(3) -0.005(2) -0.010(2) -0.002(2) C13 0.030(3) 0.019(2) 0.025(2) -0.001(2) -0.012(2) -0.004(2) C14 0.018(2) 0.023(3) 0.024(2) -0.006(2) -0.0108(19) -0.0015(19) C15 0.015(2) 0.024(2) 0.020(2) -0.007(2) -0.0040(18) -0.0021(18) C16 0.018(2) 0.034(3) 0.026(3) -0.009(2) -0.006(2) -0.003(2) C17 0.028(3) 0.048(3) 0.023(3) -0.014(2) -0.011(2) -0.007(2) C18 0.037(3) 0.045(3) 0.038(3) -0.028(3) -0.015(2) 0.004(3) C19 0.020(2) 0.039(3) 0.037(3) -0.020(3) -0.014(2) 0.010(2) C20 0.017(2) 0.024(3) 0.022(2) -0.008(2) -0.0070(19) 0.0019(19) C21 0.017(2) 0.017(2) 0.024(2) -0.0061(19) -0.0088(18) -0.0004(18) C22 0.019(2) 0.035(3) 0.030(3) -0.011(2) -0.006(2) -0.003(2) C23 0.025(3) 0.036(3) 0.021(2) -0.012(2) -0.009(2) -0.004(2) C24 0.018(2) 0.020(2) 0.022(2) -0.0060(19) -0.0076(19) -0.0011(18) C25 0.020(2) 0.022(2) 0.018(2) -0.0058(19) -0.0056(18) -0.0032(19) C26 0.016(2) 0.018(2) 0.019(2) -0.0007(18) -0.0071(18) -0.0047(18) C27 0.024(2) 0.029(3) 0.016(2) -0.002(2) -0.0109(19) -0.006(2) C28 0.019(2) 0.033(3) 0.017(2) 0.006(2) -0.0092(19) -0.007(2) C29 0.032(3) 0.045(3) 0.031(3) 0.000(2) -0.014(2) -0.016(3) C30 0.026(3) 0.066(4) 0.044(3) 0.001(3) -0.017(3) -0.020(3) C31 0.017(3) 0.078(5) 0.048(4) -0.006(4) -0.012(3) -0.006(3) C32 0.027(3) 0.056(4) 0.034(3) -0.008(3) -0.010(2) 0.005(3) C33 0.018(2) 0.031(3) 0.018(2) 0.006(2) -0.0091(19) -0.005(2) C34 0.022(2) 0.032(3) 0.019(2) -0.008(2) -0.0058(19) 0.003(2) C35 0.038(3) 0.033(3) 0.037(3) -0.009(3) -0.020(2) 0.007(2) C36 0.038(3) 0.025(3) 0.032(3) -0.004(2) -0.018(2) -0.005(2) C37 0.023(2) 0.025(3) 0.018(2) -0.004(2) -0.0083(19) -0.001(2) C38 0.026(3) 0.025(3) 0.016(2) -0.002(2) -0.0050(19) -0.003(2) C39 0.026(3) 0.025(3) 0.015(2) -0.0031(19) -0.0062(19) -0.006(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 Tb1 O1 2.248(3) . ? Tb1 O7 2.311(3) 2_577 ? Tb1 O12 2.365(3) 1_556 ? Tb1 O11 2.368(3) 2_676 ? Tb1 O13 2.383(3) . ? Tb1 O6 2.392(3) 2_677 ? Tb1 O5 2.418(3) . ? Tb1 O6 2.528(3) . ? Tb1 Tb1 3.9140(7) 2_677 ? Tb1 H2W 2.0077 . ? Tb2 O8 2.275(3) 2_577 ? Tb2 O10 2.318(3) 2_676 ? Tb2 O2 2.338(3) . ? Tb2 O9 2.400(3) . ? Tb2 O14 2.407(3) . ? Tb2 O15 2.411(4) . ? Tb2 O4 2.431(3) 2_667 ? Tb2 O3 2.494(3) 2_667 ? Tb2 C13 2.827(5) 2_667 ? Tb2 H6W 2.0764 . ? O1 C1 1.242(5) . ? O2 C1 1.255(5) . ? O3 C13 1.264(5) . ? O3 Tb2 2.494(3) 2_667 ? O4 C13 1.248(5) . ? O4 Tb2 2.431(3) 2_667 ? O5 C14 1.235(5) . ? O6 C14 1.269(5) . ? O6 Tb1 2.392(3) 2_677 ? O7 C26 1.244(5) . ? O7 Tb1 2.311(3) 2_577 ? O8 C26 1.252(5) . ? O8 Tb2 2.275(3) 2_577 ? O9 C27 1.246(5) . ? O10 C27 1.264(5) . ? O10 Tb2 2.318(3) 2_676 ? O11 C39 1.267(5) . ? O11 Tb1 2.368(3) 2_676 ? O12 C39 1.256(5) . ? O12 Tb1 2.365(3) 1_554 ? O13 H1W 0.8523 . ? O13 H2W 0.8496 . ? O14 H3W 0.8494 . ? O14 H4W 0.8345 . ? O15 H5W 0.8484 . ? O15 H6W 0.8496 . ? O16 H7W 0.8503 . ? O16 H8W 0.8192 . ? O17 H9W 0.8499 . ? O17 H10W 0.8487 . ? O18 H11W 0.8507 . ? O18 H12W 0.8494 . ? O19 H13W 0.8497 . ? O19 H14W 0.8504 . ? N1 C6 1.340(6) . ? N1 C5 1.342(6) . ? N2 C23 1.333(6) . ? N2 C22 1.336(6) . ? N3 C36 1.333(6) . ? N3 C35 1.340(6) . ? C1 C2 1.504(6) . ? C2 C6 1.374(6) . ? C2 C3 1.384(6) . ? C3 C4 1.397(6) . ? C3 H3 0.9300 . ? C4 C5 1.373(7) . ? C4 C7 1.501(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.390(7) . ? C7 C12 1.394(6) . ? C8 C9 1.369(7) . ? C8 H8 0.9300 . ? C9 C10 1.364(8) . ? C9 H9 0.9300 . ? C10 C11 1.381(7) . ? C10 H10 0.9300 . ? C11 C12 1.394(6) . ? C11 H11 0.9300 . ? C12 C13 1.503(6) . ? C13 Tb2 2.827(5) 2_667 ? C14 C15 1.495(6) . ? C15 C16 1.386(6) . ? C15 C20 1.405(6) . ? C16 C17 1.377(7) . ? C16 H16 0.9300 . ? C17 C18 1.361(7) . ? C17 H17 0.9300 . ? C18 C19 1.386(6) . ? C18 H18 0.9300 . ? C19 C20 1.385(6) . ? C19 H19 0.9300 . ? C20 C21 1.494(6) . ? C21 C22 1.384(6) . ? C21 C25 1.390(6) . ? C22 H22 0.9300 . ? C23 C24 1.388(6) . ? C23 H23 0.9300 . ? C24 C25 1.395(6) . ? C24 C26 1.491(6) . ? C25 H25 0.9300 . ? C27 C28 1.504(6) . ? C28 C29 1.385(6) . ? C28 C33 1.397(7) . ? C29 C30 1.387(8) . ? C29 H29 0.9300 . ? C30 C31 1.374(9) . ? C30 H30 0.9300 . ? C31 C32 1.374(8) . ? C31 H31 0.9300 . ? C32 C33 1.395(7) . ? C32 H32 0.9300 . ? C33 C34 1.489(6) . ? C34 C35 1.393(7) . ? C34 C38 1.394(6) . ? C35 H35 0.9300 . ? C36 C37 1.389(6) . ? C36 H36 0.9300 . ? C37 C38 1.387(6) . ? C37 C39 1.493(6) . ? C38 H38 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Tb1 O7 82.27(12) . 2_577 ? O1 Tb1 O12 106.86(12) . 1_556 ? O7 Tb1 O12 142.58(12) 2_577 1_556 ? O1 Tb1 O11 87.88(12) . 2_676 ? O7 Tb1 O11 77.47(12) 2_577 2_676 ? O12 Tb1 O11 137.62(11) 1_556 2_676 ? O1 Tb1 O13 80.29(12) . . ? O7 Tb1 O13 74.68(12) 2_577 . ? O12 Tb1 O13 71.46(11) 1_556 . ? O11 Tb1 O13 150.91(11) 2_676 . ? O1 Tb1 O6 81.38(11) . 2_677 ? O7 Tb1 O6 146.14(12) 2_577 2_677 ? O12 Tb1 O6 70.93(11) 1_556 2_677 ? O11 Tb1 O6 72.48(11) 2_676 2_677 ? O13 Tb1 O6 130.74(12) . 2_677 ? O1 Tb1 O5 153.10(12) . . ? O7 Tb1 O5 73.38(12) 2_577 . ? O12 Tb1 O5 86.69(12) 1_556 . ? O11 Tb1 O5 97.64(12) 2_676 . ? O13 Tb1 O5 82.35(12) . . ? O6 Tb1 O5 125.42(11) 2_677 . ? O1 Tb1 O6 152.57(11) . . ? O7 Tb1 O6 110.83(11) 2_577 . ? O12 Tb1 O6 77.82(11) 1_556 . ? O11 Tb1 O6 72.49(11) 2_676 . ? O13 Tb1 O6 125.75(11) . . ? O6 Tb1 O6 74.63(11) 2_677 . ? O5 Tb1 O6 51.83(10) . . ? O1 Tb1 Tb1 118.80(9) . 2_677 ? O7 Tb1 Tb1 137.49(9) 2_577 2_677 ? O12 Tb1 Tb1 70.37(8) 1_556 2_677 ? O11 Tb1 Tb1 67.77(7) 2_676 2_677 ? O13 Tb1 Tb1 140.92(8) . 2_677 ? O6 Tb1 Tb1 38.52(7) 2_677 2_677 ? O5 Tb1 Tb1 87.42(8) . 2_677 ? O6 Tb1 Tb1 36.10(7) . 2_677 ? O1 Tb1 H2W 88.0 . . ? O7 Tb1 H2W 94.0 2_577 . ? O12 Tb1 H2W 51.4 1_556 . ? O11 Tb1 H2W 171.0 2_676 . ? O13 Tb1 H2W 20.1 . . ? O6 Tb1 H2W 114.8 2_677 . ? O5 Tb1 H2W 82.5 . . ? O6 Tb1 H2W 113.9 . . ? Tb1 Tb1 H2W 121.2 2_677 . ? O8 Tb2 O10 88.63(12) 2_577 2_676 ? O8 Tb2 O2 89.61(12) 2_577 . ? O10 Tb2 O2 156.30(11) 2_676 . ? O8 Tb2 O9 145.99(11) 2_577 . ? O10 Tb2 O9 86.44(11) 2_676 . ? O2 Tb2 O9 81.90(11) . . ? O8 Tb2 O14 74.12(12) 2_577 . ? O10 Tb2 O14 77.18(11) 2_676 . ? O2 Tb2 O14 79.61(11) . . ? O9 Tb2 O14 71.97(11) . . ? O8 Tb2 O15 147.74(13) 2_577 . ? O10 Tb2 O15 86.24(16) 2_676 . ? O2 Tb2 O15 107.20(15) . . ? O9 Tb2 O15 65.39(12) . . ? O14 Tb2 O15 134.97(13) . . ? O8 Tb2 O4 86.39(13) 2_577 2_667 ? O10 Tb2 O4 132.38(11) 2_676 2_667 ? O2 Tb2 O4 71.03(11) . 2_667 ? O9 Tb2 O4 120.93(12) . 2_667 ? O14 Tb2 O4 144.77(12) . 2_667 ? O15 Tb2 O4 74.00(15) . 2_667 ? O8 Tb2 O3 77.49(11) 2_577 2_667 ? O10 Tb2 O3 80.15(11) 2_676 2_667 ? O2 Tb2 O3 122.43(11) . 2_667 ? O9 Tb2 O3 134.29(11) . 2_667 ? O14 Tb2 O3 143.78(11) . 2_667 ? O15 Tb2 O3 70.26(13) . 2_667 ? O4 Tb2 O3 52.55(11) 2_667 2_667 ? O8 Tb2 C13 79.62(13) 2_577 2_667 ? O10 Tb2 C13 106.67(12) 2_676 2_667 ? O2 Tb2 C13 96.23(12) . 2_667 ? O9 Tb2 C13 133.88(12) . 2_667 ? O14 Tb2 C13 153.40(12) . 2_667 ? O15 Tb2 C13 71.48(14) . 2_667 ? O4 Tb2 C13 26.08(12) 2_667 2_667 ? O3 Tb2 C13 26.55(12) 2_667 2_667 ? O8 Tb2 H6W 167.0 2_577 . ? O10 Tb2 H6W 85.7 2_676 . ? O2 Tb2 H6W 100.2 . . ? O9 Tb2 H6W 45.3 . . ? O14 Tb2 H6W 115.8 . . ? O15 Tb2 H6W 20.1 . . ? O4 Tb2 H6W 88.8 2_667 . ? O3 Tb2 H6W 90.0 2_667 . ? C13 Tb2 H6W 90.8 2_667 . ? C1 O1 Tb1 166.5(3) . . ? C1 O2 Tb2 140.7(3) . . ? C13 O3 Tb2 91.6(3) . 2_667 ? C13 O4 Tb2 95.0(3) . 2_667 ? C14 O5 Tb1 97.4(3) . . ? C14 O6 Tb1 160.6(3) . 2_677 ? C14 O6 Tb1 91.2(3) . . ? Tb1 O6 Tb1 105.37(11) 2_677 . ? C26 O7 Tb1 148.6(3) . 2_577 ? C26 O8 Tb2 166.1(3) . 2_577 ? C27 O9 Tb2 141.4(3) . . ? C27 O10 Tb2 139.5(3) . 2_676 ? C39 O11 Tb1 136.1(3) . 2_676 ? C39 O12 Tb1 134.6(3) . 1_554 ? Tb1 O13 H1W 113.6 . . ? Tb1 O13 H2W 54.2 . . ? H1W O13 H2W 158.5 . . ? Tb2 O14 H3W 131.3 . . ? Tb2 O14 H4W 109.7 . . ? H3W O14 H4W 118.1 . . ? Tb2 O15 H5W 135.5 . . ? Tb2 O15 H6W 57.1 . . ? H5W O15 H6W 165.6 . . ? H7W O16 H8W 76.3 . . ? H9W O17 H10W 126.4 . . ? H11W O18 H12W 79.8 . . ? H13W O19 H14W 52.8 . . ? C6 N1 C5 117.0(4) . . ? C23 N2 C22 116.7(4) . . ? C36 N3 C35 118.1(4) . . ? O1 C1 O2 125.4(4) . . ? O1 C1 C2 117.4(4) . . ? O2 C1 C2 117.2(4) . . ? C6 C2 C3 118.9(4) . . ? C6 C2 C1 119.6(4) . . ? C3 C2 C1 121.5(4) . . ? C2 C3 C4 119.3(4) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 117.1(4) . . ? C5 C4 C7 122.0(4) . . ? C3 C4 C7 120.8(4) . . ? N1 C5 C4 124.6(5) . . ? N1 C5 H5 117.7 . . ? C4 C5 H5 117.7 . . ? N1 C6 C2 123.0(5) . . ? N1 C6 H6 118.5 . . ? C2 C6 H6 118.5 . . ? C8 C7 C12 118.2(5) . . ? C8 C7 C4 117.4(4) . . ? C12 C7 C4 124.3(4) . . ? C9 C8 C7 121.5(5) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C10 C9 C8 120.6(5) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 119.4(5) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C10 C11 C12 120.8(5) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C7 C12 C11 119.5(4) . . ? C7 C12 C13 122.9(4) . . ? C11 C12 C13 117.6(4) . . ? O4 C13 O3 120.5(4) . . ? O4 C13 C12 120.2(4) . . ? O3 C13 C12 119.3(4) . . ? O4 C13 Tb2 58.9(2) . 2_667 ? O3 C13 Tb2 61.8(2) . 2_667 ? C12 C13 Tb2 175.4(3) . 2_667 ? O5 C14 O6 119.6(4) . . ? O5 C14 C15 121.8(4) . . ? O6 C14 C15 118.6(4) . . ? C16 C15 C20 120.1(4) . . ? C16 C15 C14 115.7(4) . . ? C20 C15 C14 124.1(4) . . ? C17 C16 C15 121.1(4) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C18 C17 C16 119.6(4) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C19 119.9(5) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C20 C19 C18 122.1(4) . . ? C20 C19 H19 119.0 . . ? C18 C19 H19 119.0 . . ? C19 C20 C15 117.2(4) . . ? C19 C20 C21 117.9(4) . . ? C15 C20 C21 124.8(4) . . ? C22 C21 C25 116.6(4) . . ? C22 C21 C20 123.5(4) . . ? C25 C21 C20 119.6(4) . . ? N2 C22 C21 125.3(4) . . ? N2 C22 H22 117.4 . . ? C21 C22 H22 117.4 . . ? N2 C23 C24 123.6(4) . . ? N2 C23 H23 118.2 . . ? C24 C23 H23 118.2 . . ? C23 C24 C25 117.9(4) . . ? C23 C24 C26 121.2(4) . . ? C25 C24 C26 120.9(4) . . ? C21 C25 C24 119.8(4) . . ? C21 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? O7 C26 O8 124.5(4) . . ? O7 C26 C24 117.2(4) . . ? O8 C26 C24 118.2(4) . . ? O9 C27 O10 124.2(4) . . ? O9 C27 C28 117.5(4) . . ? O10 C27 C28 118.1(4) . . ? C29 C28 C33 120.1(5) . . ? C29 C28 C27 116.7(5) . . ? C33 C28 C27 122.9(4) . . ? C28 C29 C30 120.4(6) . . ? C28 C29 H29 119.8 . . ? C30 C29 H29 119.8 . . ? C31 C30 C29 119.6(5) . . ? C31 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C32 C31 C30 120.5(5) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C31 C32 C33 121.0(6) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C32 C33 C28 118.4(5) . . ? C32 C33 C34 118.5(5) . . ? C28 C33 C34 122.6(4) . . ? C35 C34 C38 116.8(4) . . ? C35 C34 C33 123.1(4) . . ? C38 C34 C33 120.0(4) . . ? N3 C35 C34 124.0(5) . . ? N3 C35 H35 118.0 . . ? C34 C35 H35 118.0 . . ? N3 C36 C37 122.5(5) . . ? N3 C36 H36 118.8 . . ? C37 C36 H36 118.8 . . ? C38 C37 C36 118.8(4) . . ? C38 C37 C39 120.2(4) . . ? C36 C37 C39 121.0(4) . . ? C37 C38 C34 119.8(4) . . ? C37 C38 H38 120.1 . . ? C34 C38 H38 120.1 . . ? O12 C39 O11 125.1(4) . . ? O12 C39 C37 118.6(4) . . ? O11 C39 C37 116.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O7 Tb1 O1 C1 -48.4(13) 2_577 . . . ? O12 Tb1 O1 C1 94.4(13) 1_556 . . . ? O11 Tb1 O1 C1 -126.1(13) 2_676 . . . ? O13 Tb1 O1 C1 27.3(13) . . . . ? O6 Tb1 O1 C1 161.3(13) 2_677 . . . ? O5 Tb1 O1 C1 -23.3(15) . . . . ? O6 Tb1 O1 C1 -169.6(12) . . . . ? Tb1 Tb1 O1 C1 170.8(13) 2_677 . . . ? O8 Tb2 O2 C1 -16.5(5) 2_577 . . . ? O10 Tb2 O2 C1 69.1(6) 2_676 . . . ? O9 Tb2 O2 C1 130.4(5) . . . . ? O14 Tb2 O2 C1 57.4(5) . . . . ? O15 Tb2 O2 C1 -168.6(5) . . . . ? O4 Tb2 O2 C1 -102.9(5) 2_667 . . . ? O3 Tb2 O2 C1 -91.4(5) 2_667 . . . ? C13 Tb2 O2 C1 -96.1(5) 2_667 . . . ? O1 Tb1 O5 C14 -159.9(3) . . . . ? O7 Tb1 O5 C14 -133.9(3) 2_577 . . . ? O12 Tb1 O5 C14 78.2(3) 1_556 . . . ? O11 Tb1 O5 C14 -59.4(3) 2_676 . . . ? O13 Tb1 O5 C14 149.9(3) . . . . ? O6 Tb1 O5 C14 14.5(3) 2_677 . . . ? O6 Tb1 O5 C14 1.1(3) . . . . ? Tb1 Tb1 O5 C14 7.7(3) 2_677 . . . ? O1 Tb1 O6 C14 160.3(3) . . . . ? O7 Tb1 O6 C14 45.4(3) 2_577 . . . ? O12 Tb1 O6 C14 -96.5(3) 1_556 . . . ? O11 Tb1 O6 C14 114.1(3) 2_676 . . . ? O13 Tb1 O6 C14 -40.3(3) . . . . ? O6 Tb1 O6 C14 -169.8(3) 2_677 . . . ? O5 Tb1 O6 C14 -1.1(3) . . . . ? Tb1 Tb1 O6 C14 -169.8(3) 2_677 . . . ? O1 Tb1 O6 Tb1 -29.9(3) . . . 2_677 ? O7 Tb1 O6 Tb1 -144.77(12) 2_577 . . 2_677 ? O12 Tb1 O6 Tb1 73.31(13) 1_556 . . 2_677 ? O11 Tb1 O6 Tb1 -76.08(13) 2_676 . . 2_677 ? O13 Tb1 O6 Tb1 129.50(13) . . . 2_677 ? O6 Tb1 O6 Tb1 0.0 2_677 . . 2_677 ? O5 Tb1 O6 Tb1 168.7(2) . . . 2_677 ? O8 Tb2 O9 C27 -29.9(6) 2_577 . . . ? O10 Tb2 O9 C27 52.3(5) 2_676 . . . ? O2 Tb2 O9 C27 -107.0(5) . . . . ? O14 Tb2 O9 C27 -25.3(5) . . . . ? O15 Tb2 O9 C27 139.8(5) . . . . ? O4 Tb2 O9 C27 -169.1(4) 2_667 . . . ? O3 Tb2 O9 C27 124.9(4) 2_667 . . . ? C13 Tb2 O9 C27 162.1(4) 2_667 . . . ? Tb1 O1 C1 O2 99.0(13) . . . . ? Tb1 O1 C1 C2 -82.4(14) . . . . ? Tb2 O2 C1 O1 -22.9(8) . . . . ? Tb2 O2 C1 C2 158.5(3) . . . . ? O1 C1 C2 C6 156.8(4) . . . . ? O2 C1 C2 C6 -24.4(6) . . . . ? O1 C1 C2 C3 -21.4(6) . . . . ? O2 C1 C2 C3 157.4(4) . . . . ? C6 C2 C3 C4 2.3(7) . . . . ? C1 C2 C3 C4 -179.5(4) . . . . ? C2 C3 C4 C5 -1.9(7) . . . . ? C2 C3 C4 C7 175.3(4) . . . . ? C6 N1 C5 C4 0.7(8) . . . . ? C3 C4 C5 N1 0.4(8) . . . . ? C7 C4 C5 N1 -176.7(5) . . . . ? C5 N1 C6 C2 -0.3(8) . . . . ? C3 C2 C6 N1 -1.2(8) . . . . ? C1 C2 C6 N1 -179.4(5) . . . . ? C5 C4 C7 C8 126.6(5) . . . . ? C3 C4 C7 C8 -50.4(7) . . . . ? C5 C4 C7 C12 -50.8(7) . . . . ? C3 C4 C7 C12 132.2(5) . . . . ? C12 C7 C8 C9 0.5(8) . . . . ? C4 C7 C8 C9 -177.1(5) . . . . ? C7 C8 C9 C10 0.2(9) . . . . ? C8 C9 C10 C11 -0.2(9) . . . . ? C9 C10 C11 C12 -0.6(8) . . . . ? C8 C7 C12 C11 -1.2(7) . . . . ? C4 C7 C12 C11 176.2(5) . . . . ? C8 C7 C12 C13 177.6(5) . . . . ? C4 C7 C12 C13 -5.0(7) . . . . ? C10 C11 C12 C7 1.3(8) . . . . ? C10 C11 C12 C13 -177.6(5) . . . . ? Tb2 O4 C13 O3 -6.1(5) 2_667 . . . ? Tb2 O4 C13 C12 174.8(4) 2_667 . . . ? Tb2 O3 C13 O4 5.9(5) 2_667 . . . ? Tb2 O3 C13 C12 -175.0(4) 2_667 . . . ? C7 C12 C13 O4 -30.5(7) . . . . ? C11 C12 C13 O4 148.3(5) . . . . ? C7 C12 C13 O3 150.4(5) . . . . ? C11 C12 C13 O3 -30.8(7) . . . . ? C7 C12 C13 Tb2 47(4) . . . 2_667 ? C11 C12 C13 Tb2 -134(4) . . . 2_667 ? Tb1 O5 C14 O6 -2.0(5) . . . . ? Tb1 O5 C14 C15 -179.8(4) . . . . ? Tb1 O6 C14 O5 -147.2(7) 2_677 . . . ? Tb1 O6 C14 O5 1.9(4) . . . . ? Tb1 O6 C14 C15 30.6(12) 2_677 . . . ? Tb1 O6 C14 C15 179.7(4) . . . . ? O5 C14 C15 C16 119.1(5) . . . . ? O6 C14 C15 C16 -58.7(6) . . . . ? O5 C14 C15 C20 -57.0(7) . . . . ? O6 C14 C15 C20 125.2(5) . . . . ? C20 C15 C16 C17 -1.3(7) . . . . ? C14 C15 C16 C17 -177.5(4) . . . . ? C15 C16 C17 C18 0.1(8) . . . . ? C16 C17 C18 C19 0.8(8) . . . . ? C17 C18 C19 C20 -0.3(9) . . . . ? C18 C19 C20 C15 -0.9(8) . . . . ? C18 C19 C20 C21 -178.0(5) . . . . ? C16 C15 C20 C19 1.7(7) . . . . ? C14 C15 C20 C19 177.6(4) . . . . ? C16 C15 C20 C21 178.6(4) . . . . ? C14 C15 C20 C21 -5.5(7) . . . . ? C19 C20 C21 C22 140.4(5) . . . . ? C15 C20 C21 C22 -36.5(7) . . . . ? C19 C20 C21 C25 -34.0(6) . . . . ? C15 C20 C21 C25 149.1(4) . . . . ? C23 N2 C22 C21 1.0(8) . . . . ? C25 C21 C22 N2 -0.6(7) . . . . ? C20 C21 C22 N2 -175.1(5) . . . . ? C22 N2 C23 C24 0.2(7) . . . . ? N2 C23 C24 C25 -1.8(7) . . . . ? N2 C23 C24 C26 177.3(4) . . . . ? C22 C21 C25 C24 -1.0(6) . . . . ? C20 C21 C25 C24 173.7(4) . . . . ? C23 C24 C25 C21 2.1(7) . . . . ? C26 C24 C25 C21 -177.0(4) . . . . ? Tb1 O7 C26 O8 -18.9(9) 2_577 . . . ? Tb1 O7 C26 C24 162.4(4) 2_577 . . . ? Tb2 O8 C26 O7 -47.6(15) 2_577 . . . ? Tb2 O8 C26 C24 131.0(11) 2_577 . . . ? C23 C24 C26 O7 -0.4(6) . . . . ? C25 C24 C26 O7 178.7(4) . . . . ? C23 C24 C26 O8 -179.1(4) . . . . ? C25 C24 C26 O8 0.0(6) . . . . ? Tb2 O9 C27 O10 -15.1(8) . . . . ? Tb2 O9 C27 C28 160.0(3) . . . . ? Tb2 O10 C27 O9 -90.2(6) 2_676 . . . ? Tb2 O10 C27 C28 94.7(5) 2_676 . . . ? O9 C27 C28 C29 -133.4(5) . . . . ? O10 C27 C28 C29 42.0(6) . . . . ? O9 C27 C28 C33 40.2(6) . . . . ? O10 C27 C28 C33 -144.3(4) . . . . ? C33 C28 C29 C30 -2.6(7) . . . . ? C27 C28 C29 C30 171.3(5) . . . . ? C28 C29 C30 C31 1.8(8) . . . . ? C29 C30 C31 C32 0.1(9) . . . . ? C30 C31 C32 C33 -1.3(9) . . . . ? C31 C32 C33 C28 0.6(7) . . . . ? C31 C32 C33 C34 173.2(5) . . . . ? C29 C28 C33 C32 1.4(7) . . . . ? C27 C28 C33 C32 -172.1(4) . . . . ? C29 C28 C33 C34 -170.9(4) . . . . ? C27 C28 C33 C34 15.6(7) . . . . ? C32 C33 C34 C35 58.0(6) . . . . ? C28 C33 C34 C35 -129.7(5) . . . . ? C32 C33 C34 C38 -117.8(5) . . . . ? C28 C33 C34 C38 54.5(6) . . . . ? C36 N3 C35 C34 1.0(8) . . . . ? C38 C34 C35 N3 -1.0(8) . . . . ? C33 C34 C35 N3 -176.9(5) . . . . ? C35 N3 C36 C37 -0.7(8) . . . . ? N3 C36 C37 C38 0.4(8) . . . . ? N3 C36 C37 C39 179.9(5) . . . . ? C36 C37 C38 C34 -0.5(7) . . . . ? C39 C37 C38 C34 -179.9(4) . . . . ? C35 C34 C38 C37 0.7(7) . . . . ? C33 C34 C38 C37 176.8(4) . . . . ? Tb1 O12 C39 O11 19.8(7) 1_554 . . . ? Tb1 O12 C39 C37 -159.7(3) 1_554 . . . ? Tb1 O11 C39 O12 -36.4(7) 2_676 . . . ? Tb1 O11 C39 C37 143.1(3) 2_676 . . . ? C38 C37 C39 O12 176.9(4) . . . . ? C36 C37 C39 O12 -2.6(7) . . . . ? C38 C37 C39 O11 -2.7(6) . . . . ? C36 C37 C39 O11 177.9(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O19 H13W O3 0.85 2.20 3.047(18) 178.1 1_554 O18 H11W O17 0.85 2.23 3.085(15) 180.0 2_666 O18 H12W O2 0.85 2.23 3.081(13) 179.9 . O17 H10W O13 0.85 2.03 2.874(6) 179.6 1_554 O17 H9W O4 0.85 2.00 2.853(7) 179.6 1_554 O16 H8W O17 0.82 2.55 3.330(8) 158.5 2_666 O16 H7W N3 0.85 1.96 2.812(6) 179.9 . O15 H5W O16 0.85 1.89 2.737(6) 175.3 2_666 O15 H6W O9 0.85 1.75 2.599(5) 180.0 . O14 H3W O11 0.85 1.95 2.796(5) 171.3 2_676 O14 H4W O10 0.83 2.09 2.844(5) 150.3 . O13 H2W O12 0.85 1.92 2.773(4) 179.7 1_556 O13 H1W N1 0.85 1.93 2.763(5) 165.2 2_667 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.254 _refine_diff_density_min -1.265 _refine_diff_density_rms 0.120 data_Y _database_code_depnum_ccdc_archive 'CCDC 900090' #TrackingRef 'P-1 Y.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C63 H41 N7 O14 Y2' _chemical_formula_weight 1297.85 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' Y Y -2.7962 3.5667 '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 8.371(7) _cell_length_b 13.459(11) _cell_length_c 24.53(2) _cell_angle_alpha 75.911(8) _cell_angle_beta 86.628(8) _cell_angle_gamma 79.871(8) _cell_volume 2638(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1316 _exptl_absorpt_coefficient_mu 2.270 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6118 _exptl_absorpt_correction_T_max 0.6854 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18661 _diffrn_reflns_av_R_equivalents 0.0729 _diffrn_reflns_av_sigmaI/netI 0.1439 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 25.20 _reflns_number_total 9358 _reflns_number_gt 5233 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0390P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9358 _refine_ls_number_parameters 778 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1291 _refine_ls_R_factor_gt 0.0549 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y -0.06470(7) 0.86099(4) 0.48549(2) 0.02420(17) Uani 1 1 d . . . Y2 Y 0.04356(6) 0.60507(4) 0.03627(2) 0.02323(17) Uani 1 1 d . . . O1 O -0.4059(5) 0.8662(3) 0.38775(16) 0.0426(11) Uani 1 1 d . . . O2 O -0.1378(5) 0.8377(3) 0.40066(15) 0.0344(10) Uani 1 1 d . . . O3 O -0.1761(5) 0.6023(4) 0.20130(18) 0.0542(13) Uani 1 1 d . . . O4 O -0.0283(5) 0.6016(3) 0.12329(16) 0.0366(11) Uani 1 1 d . . . O5 O -0.0850(4) 1.0276(3) 0.57025(15) 0.0313(10) Uani 1 1 d . . . O6 O -0.1793(4) 0.8823(3) 0.57259(15) 0.0314(10) Uani 1 1 d . . . O7 O -0.7530(5) 0.9874(3) 0.54054(16) 0.0356(11) Uani 1 1 d . . . O8 O -0.8452(5) 0.8416(3) 0.54344(16) 0.0363(11) Uani 1 1 d . . . O9 O 0.1414(4) 0.6938(3) -0.05112(15) 0.0353(11) Uani 1 1 d . . . O10 O 0.0747(4) 0.5455(3) -0.05546(14) 0.0275(9) Uani 1 1 d . . . O11 O 0.8034(4) 0.6580(3) -0.01203(16) 0.0331(10) Uani 1 1 d . . . O12 O 0.7457(4) 0.5336(3) -0.05079(16) 0.0334(10) Uani 1 1 d . . . O13 O -0.3363(5) 0.8131(3) 0.49751(17) 0.0396(11) Uani 1 1 d . . . H1W H -0.3584 0.8299 0.4627 0.059 Uiso 1 1 d R . . H2W H -0.2877 0.8345 0.5208 0.09(3) Uiso 1 1 d R . . O14 O 0.7008(9) 0.5126(6) 0.3140(3) 0.147(3) Uani 1 1 d . . . H3W H 0.7361 0.5386 0.2814 2.0(10) Uiso 1 1 d R . . H4W H 0.6018 0.5018 0.3243 2.0(10) Uiso 1 1 d R . . N1 N 0.1614(6) 0.7324(4) 0.4533(2) 0.0362(13) Uani 1 1 d . . . N2 N -0.0284(6) 0.6766(4) 0.5453(2) 0.0385(14) Uani 1 1 d . . . N3 N -0.3180(7) 0.8743(4) 0.2159(2) 0.0527(16) Uani 1 1 d . . . N4 N -0.5109(6) 0.6710(4) 0.6617(2) 0.0418(14) Uani 1 1 d . . . N5 N 0.2771(6) 0.6832(4) 0.05950(18) 0.0329(13) Uani 1 1 d . . . N6 N -0.0290(6) 0.7940(4) 0.04265(18) 0.0301(12) Uani 1 1 d . . . N7 N 0.4903(7) 0.8839(4) -0.1160(2) 0.0443(14) Uani 1 1 d . . . C1 C 0.2557(7) 0.7597(5) 0.4085(3) 0.0435(18) Uani 1 1 d . . . H1 H 0.2434 0.8294 0.3895 0.052 Uiso 1 1 calc R . . C2 C 0.3733(8) 0.6880(6) 0.3884(3) 0.054(2) Uani 1 1 d . . . H2 H 0.4390 0.7099 0.3575 0.065 Uiso 1 1 calc R . . C3 C 0.3882(8) 0.5857(6) 0.4154(3) 0.057(2) Uani 1 1 d . . . H3 H 0.4609 0.5364 0.4018 0.068 Uiso 1 1 calc R . . C4 C 0.2951(8) 0.5547(5) 0.4635(3) 0.0430(18) Uani 1 1 d . . . C5 C 0.1825(7) 0.6304(5) 0.4812(3) 0.0362(16) Uani 1 1 d . . . C6 C 0.3119(9) 0.4496(6) 0.4954(4) 0.065(2) Uani 1 1 d . . . H6 H 0.3840 0.3982 0.4833 0.077 Uiso 1 1 calc R . . C7 C 0.2249(9) 0.4245(6) 0.5427(4) 0.064(2) Uani 1 1 d . . . H7 H 0.2400 0.3557 0.5631 0.077 Uiso 1 1 calc R . . C8 C 0.1107(9) 0.4987(5) 0.5626(3) 0.0513(19) Uani 1 1 d . . . C9 C 0.0848(7) 0.6026(5) 0.5309(3) 0.0360(16) Uani 1 1 d . . . C10 C 0.0190(10) 0.4768(6) 0.6112(3) 0.065(2) Uani 1 1 d . . . H10 H 0.0340 0.4097 0.6340 0.078 Uiso 1 1 calc R . . C11 C -0.0928(10) 0.5517(6) 0.6264(3) 0.068(2) Uani 1 1 d . . . H11 H -0.1543 0.5366 0.6592 0.082 Uiso 1 1 calc R . . C12 C -0.1136(9) 0.6508(5) 0.5920(3) 0.054(2) Uani 1 1 d . . . H12 H -0.1915 0.7017 0.6022 0.065 Uiso 1 1 calc R . . C13 C -0.2643(8) 0.8509(4) 0.3706(2) 0.0299(15) Uani 1 1 d . . . C14 C -0.2292(7) 0.8417(4) 0.3109(2) 0.0288(15) Uani 1 1 d . . . C15 C -0.3433(8) 0.8823(5) 0.2692(3) 0.0439(18) Uani 1 1 d . . . H15 H -0.4432 0.9170 0.2787 0.053 Uiso 1 1 calc R . . C16 C -0.1765(8) 0.8190(5) 0.2048(3) 0.0407(17) Uani 1 1 d . . . H16 H -0.1571 0.8126 0.1680 0.049 Uiso 1 1 calc R . . C17 C -0.0565(7) 0.7706(4) 0.2432(2) 0.0291(15) Uani 1 1 d . . . C18 C -0.0826(7) 0.7884(4) 0.2970(2) 0.0307(15) Uani 1 1 d . . . H18 H -0.0011 0.7643 0.3235 0.037 Uiso 1 1 calc R . . C19 C 0.0946(8) 0.7048(5) 0.2302(2) 0.0327(16) Uani 1 1 d . . . C20 C 0.2391(9) 0.7152(6) 0.2503(3) 0.055(2) Uani 1 1 d . . . H20 H 0.2398 0.7689 0.2680 0.066 Uiso 1 1 calc R . . C21 C 0.3829(9) 0.6500(6) 0.2455(3) 0.062(2) Uani 1 1 d . . . H21 H 0.4778 0.6592 0.2601 0.075 Uiso 1 1 calc R . . C22 C 0.3845(8) 0.5708(6) 0.2187(3) 0.057(2) Uani 1 1 d . . . H22 H 0.4789 0.5237 0.2166 0.069 Uiso 1 1 calc R . . C23 C 0.2436(8) 0.5632(5) 0.1952(3) 0.0463(18) Uani 1 1 d . . . H23 H 0.2462 0.5130 0.1748 0.056 Uiso 1 1 calc R . . C24 C 0.0977(7) 0.6273(5) 0.2008(2) 0.0341(16) Uani 1 1 d . . . C25 C -0.0504(8) 0.6098(5) 0.1745(3) 0.0337(16) Uani 1 1 d . . . C26 C -0.1509(6) 0.9514(5) 0.5952(2) 0.0252(14) Uani 1 1 d . . . C27 C -0.1888(6) 0.9396(4) 0.6572(2) 0.0248(14) Uani 1 1 d . . . C28 C -0.0993(7) 0.9885(5) 0.6855(2) 0.0340(16) Uani 1 1 d . . . H28 H -0.0261 1.0291 0.6656 0.041 Uiso 1 1 calc R . . C29 C -0.1176(8) 0.9775(5) 0.7432(3) 0.0459(18) Uani 1 1 d . . . H29 H -0.0567 1.0104 0.7616 0.055 Uiso 1 1 calc R . . C30 C -0.2252(8) 0.9182(5) 0.7729(2) 0.0477(19) Uani 1 1 d . . . H30 H -0.2378 0.9104 0.8116 0.057 Uiso 1 1 calc R . . C31 C -0.3154(7) 0.8696(5) 0.7447(2) 0.0382(17) Uani 1 1 d . . . H31 H -0.3888 0.8296 0.7649 0.046 Uiso 1 1 calc R . . C32 C -0.2986(6) 0.8793(4) 0.6872(2) 0.0238(14) Uani 1 1 d . . . C33 C -0.4082(7) 0.8272(5) 0.6612(2) 0.0263(14) Uani 1 1 d . . . C34 C -0.4143(7) 0.7225(5) 0.6810(2) 0.0368(16) Uani 1 1 d . . . H34 H -0.3453 0.6853 0.7101 0.044 Uiso 1 1 calc R . . C35 C -0.6135(7) 0.7270(5) 0.6212(2) 0.0368(16) Uani 1 1 d . . . H35 H -0.6812 0.6925 0.6065 0.044 Uiso 1 1 calc R . . C36 C -0.6244(7) 0.8327(4) 0.6001(2) 0.0266(14) Uani 1 1 d . . . C37 C -0.5176(6) 0.8833(4) 0.6205(2) 0.0254(14) Uani 1 1 d . . . H37 H -0.5201 0.9543 0.6067 0.030 Uiso 1 1 calc R . . C38 C -0.7492(7) 0.8915(5) 0.5575(2) 0.0267(14) Uani 1 1 d . . . C39 C 0.4258(8) 0.6318(5) 0.0671(2) 0.0423(18) Uani 1 1 d . . . H39 H 0.4522 0.5708 0.0548 0.051 Uiso 1 1 calc R . . C40 C 0.5475(8) 0.6636(6) 0.0929(3) 0.053(2) Uani 1 1 d . . . H40 H 0.6510 0.6243 0.0975 0.063 Uiso 1 1 calc R . . C41 C 0.5109(9) 0.7521(7) 0.1109(3) 0.058(2) Uani 1 1 d . . . H41 H 0.5879 0.7728 0.1296 0.069 Uiso 1 1 calc R . . C42 C 0.3565(9) 0.8128(6) 0.1012(3) 0.0471(19) Uani 1 1 d . . . C43 C 0.2410(8) 0.7753(5) 0.0751(2) 0.0333(16) Uani 1 1 d . . . C44 C 0.3133(11) 0.9117(6) 0.1152(3) 0.064(2) Uani 1 1 d . . . H44 H 0.3890 0.9370 0.1321 0.077 Uiso 1 1 calc R . . C45 C 0.1659(11) 0.9675(6) 0.1044(3) 0.063(2) Uani 1 1 d . . . H45 H 0.1410 1.0318 0.1133 0.076 Uiso 1 1 calc R . . C46 C 0.0454(9) 0.9308(5) 0.0794(2) 0.0421(18) Uani 1 1 d . . . C47 C 0.0819(8) 0.8346(5) 0.0654(2) 0.0323(16) Uani 1 1 d . . . C48 C -0.1092(10) 0.9870(5) 0.0684(3) 0.053(2) Uani 1 1 d . . . H48 H -0.1360 1.0524 0.0760 0.063 Uiso 1 1 calc R . . C49 C -0.2209(9) 0.9475(5) 0.0468(3) 0.0474(19) Uani 1 1 d . . . H49 H -0.3258 0.9839 0.0400 0.057 Uiso 1 1 calc R . . C50 C -0.1741(8) 0.8494(5) 0.0348(2) 0.0394(17) Uani 1 1 d . . . H50 H -0.2520 0.8219 0.0203 0.047 Uiso 1 1 calc R . . C51 C 0.1170(6) 0.6326(5) -0.0803(2) 0.0262(14) Uani 1 1 d . . . C52 C 0.1285(6) 0.6634(4) -0.1423(2) 0.0227(13) Uani 1 1 d . . . C53 C 0.0164(7) 0.6355(4) -0.1730(2) 0.0341(16) Uani 1 1 d . . . H53 H -0.0583 0.5947 -0.1544 0.041 Uiso 1 1 calc R . . C54 C 0.0153(8) 0.6679(5) -0.2311(3) 0.0425(17) Uani 1 1 d . . . H54 H -0.0581 0.6471 -0.2513 0.051 Uiso 1 1 calc R . . C55 C 0.1206(8) 0.7299(5) -0.2588(3) 0.0492(19) Uani 1 1 d . . . H55 H 0.1175 0.7530 -0.2978 0.059 Uiso 1 1 calc R . . C56 C 0.2323(7) 0.7583(5) -0.2287(2) 0.0411(17) Uani 1 1 d . . . H56 H 0.3042 0.8007 -0.2479 0.049 Uiso 1 1 calc R . . C57 C 0.2397(6) 0.7252(4) -0.1708(2) 0.0239(14) Uani 1 1 d . . . C58 C 0.3684(6) 0.7519(4) -0.1400(2) 0.0243(14) Uani 1 1 d . . . C59 C 0.3796(7) 0.8538(5) -0.1431(2) 0.0359(16) Uani 1 1 d . . . H59 H 0.3057 0.9051 -0.1654 0.043 Uiso 1 1 calc R . . C60 C 0.5942(7) 0.8091(5) -0.0848(3) 0.0395(17) Uani 1 1 d . . . H60 H 0.6702 0.8287 -0.0651 0.047 Uiso 1 1 calc R . . C61 C 0.5986(7) 0.7034(5) -0.0793(2) 0.0261(14) Uani 1 1 d . . . C62 C 0.4837(7) 0.6761(4) -0.1084(2) 0.0290(15) Uani 1 1 d . . . H62 H 0.4833 0.6064 -0.1068 0.035 Uiso 1 1 calc R . . C63 C 0.7246(7) 0.6260(5) -0.0452(2) 0.0265(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Y1 0.0317(4) 0.0219(4) 0.0208(3) -0.0061(3) -0.0011(3) -0.0074(3) Y2 0.0217(3) 0.0258(4) 0.0256(3) -0.0106(3) -0.0005(3) -0.0067(3) O1 0.036(3) 0.054(3) 0.043(3) -0.023(2) 0.000(2) -0.003(2) O2 0.037(3) 0.042(3) 0.032(2) -0.021(2) -0.003(2) -0.009(2) O3 0.044(3) 0.082(4) 0.047(3) -0.032(3) 0.013(2) -0.018(3) O4 0.046(3) 0.039(3) 0.030(2) -0.016(2) 0.003(2) -0.012(2) O5 0.041(3) 0.030(2) 0.027(2) -0.0072(19) 0.0021(19) -0.017(2) O6 0.040(3) 0.028(2) 0.028(2) -0.009(2) 0.0052(19) -0.008(2) O7 0.043(3) 0.022(3) 0.039(3) -0.004(2) -0.012(2) 0.001(2) O8 0.034(3) 0.036(3) 0.040(3) -0.010(2) -0.010(2) -0.007(2) O9 0.043(3) 0.043(3) 0.029(2) -0.016(2) 0.005(2) -0.023(2) O10 0.032(2) 0.027(2) 0.026(2) -0.0080(19) 0.0010(18) -0.011(2) O11 0.028(2) 0.037(3) 0.040(3) -0.021(2) -0.005(2) -0.004(2) O12 0.028(2) 0.026(3) 0.050(3) -0.017(2) -0.008(2) 0.001(2) O13 0.043(3) 0.048(3) 0.033(2) -0.014(2) -0.005(2) -0.012(2) O14 0.158(7) 0.168(7) 0.116(6) -0.031(5) -0.011(5) -0.025(6) N1 0.041(3) 0.035(3) 0.035(3) -0.013(3) -0.008(3) -0.004(3) N2 0.056(4) 0.024(3) 0.036(3) -0.004(3) -0.005(3) -0.008(3) N3 0.073(5) 0.052(4) 0.031(3) -0.013(3) -0.015(3) 0.005(3) N4 0.042(4) 0.032(3) 0.050(4) -0.001(3) -0.020(3) -0.007(3) N5 0.029(3) 0.046(4) 0.030(3) -0.015(3) -0.001(2) -0.015(3) N6 0.037(3) 0.031(3) 0.023(3) -0.005(2) 0.000(2) -0.011(3) N7 0.055(4) 0.026(3) 0.053(4) -0.009(3) -0.017(3) -0.004(3) C1 0.041(4) 0.045(5) 0.047(5) -0.020(4) -0.006(4) 0.000(4) C2 0.044(5) 0.071(6) 0.051(5) -0.029(4) 0.000(4) -0.003(4) C3 0.040(5) 0.061(6) 0.082(6) -0.049(5) -0.018(4) 0.009(4) C4 0.032(4) 0.036(5) 0.064(5) -0.021(4) -0.015(4) 0.002(4) C5 0.026(4) 0.036(4) 0.052(5) -0.019(4) -0.016(3) 0.001(3) C6 0.043(5) 0.046(6) 0.110(7) -0.035(5) -0.021(5) 0.009(4) C7 0.055(6) 0.029(5) 0.108(7) -0.015(5) -0.026(5) 0.002(4) C8 0.051(5) 0.036(5) 0.070(6) -0.011(4) -0.019(4) -0.010(4) C9 0.035(4) 0.024(4) 0.052(5) -0.011(3) -0.017(3) -0.005(3) C10 0.089(7) 0.028(5) 0.074(6) 0.006(4) -0.024(5) -0.016(5) C11 0.110(7) 0.047(5) 0.049(5) 0.008(4) -0.001(5) -0.044(5) C12 0.086(6) 0.030(4) 0.046(5) -0.005(4) 0.016(4) -0.020(4) C13 0.043(4) 0.017(3) 0.030(4) -0.005(3) -0.006(3) -0.003(3) C14 0.039(4) 0.026(4) 0.022(3) -0.006(3) -0.006(3) -0.005(3) C15 0.048(5) 0.042(4) 0.041(4) -0.013(4) -0.005(4) 0.000(4) C16 0.058(5) 0.038(4) 0.029(4) -0.014(3) 0.000(4) -0.007(4) C17 0.039(4) 0.031(4) 0.022(4) -0.013(3) -0.003(3) -0.008(3) C18 0.036(4) 0.021(4) 0.037(4) -0.009(3) -0.008(3) -0.004(3) C19 0.043(4) 0.043(4) 0.017(3) -0.014(3) 0.000(3) -0.009(3) C20 0.054(5) 0.067(6) 0.058(5) -0.040(4) 0.007(4) -0.014(4) C21 0.052(5) 0.088(7) 0.058(5) -0.033(5) -0.010(4) -0.015(5) C22 0.032(4) 0.086(6) 0.051(5) -0.025(4) 0.001(4) 0.008(4) C23 0.043(5) 0.062(5) 0.040(4) -0.026(4) 0.008(4) -0.011(4) C24 0.038(4) 0.039(4) 0.023(3) -0.006(3) 0.003(3) -0.004(3) C25 0.038(4) 0.033(4) 0.033(4) -0.016(3) -0.003(3) -0.001(3) C26 0.023(3) 0.025(4) 0.026(3) -0.005(3) 0.000(3) -0.002(3) C27 0.025(3) 0.027(4) 0.022(3) -0.007(3) -0.003(3) -0.002(3) C28 0.029(4) 0.042(4) 0.035(4) -0.014(3) -0.003(3) -0.008(3) C29 0.053(5) 0.048(5) 0.043(4) -0.017(4) -0.003(4) -0.017(4) C30 0.065(5) 0.065(5) 0.020(4) -0.016(3) 0.001(3) -0.021(4) C31 0.037(4) 0.052(5) 0.030(4) -0.012(3) 0.002(3) -0.018(3) C32 0.024(3) 0.030(4) 0.020(3) -0.012(3) -0.001(3) -0.003(3) C33 0.027(4) 0.030(4) 0.020(3) -0.004(3) 0.003(3) -0.007(3) C34 0.033(4) 0.038(4) 0.032(4) 0.006(3) -0.008(3) -0.006(3) C35 0.039(4) 0.037(4) 0.037(4) -0.006(3) -0.006(3) -0.015(3) C36 0.027(4) 0.024(4) 0.024(3) 0.001(3) 0.002(3) -0.001(3) C37 0.025(3) 0.026(4) 0.025(3) -0.005(3) 0.004(3) -0.006(3) C38 0.025(4) 0.027(4) 0.022(3) -0.001(3) 0.004(3) 0.002(3) C39 0.029(4) 0.060(5) 0.046(4) -0.019(4) 0.001(3) -0.020(4) C40 0.035(4) 0.077(6) 0.051(5) -0.016(4) 0.003(4) -0.022(4) C41 0.047(5) 0.099(7) 0.049(5) -0.034(5) 0.000(4) -0.045(5) C42 0.058(5) 0.062(5) 0.034(4) -0.018(4) 0.009(4) -0.039(4) C43 0.044(4) 0.042(4) 0.022(3) -0.010(3) 0.004(3) -0.029(4) C44 0.086(7) 0.072(6) 0.061(5) -0.039(5) 0.020(5) -0.057(5) C45 0.103(7) 0.049(5) 0.053(5) -0.029(4) 0.010(5) -0.036(5) C46 0.063(5) 0.039(5) 0.033(4) -0.017(3) 0.010(4) -0.023(4) C47 0.048(4) 0.032(4) 0.026(4) -0.012(3) 0.008(3) -0.025(4) C48 0.089(6) 0.034(4) 0.042(4) -0.024(4) 0.018(4) -0.019(5) C49 0.050(5) 0.039(5) 0.047(5) -0.011(4) 0.000(4) 0.009(4) C50 0.053(5) 0.036(4) 0.029(4) -0.009(3) -0.001(3) -0.004(4) C51 0.013(3) 0.029(4) 0.034(4) -0.006(3) -0.001(3) -0.001(3) C52 0.019(3) 0.021(3) 0.027(3) -0.003(3) -0.002(3) -0.002(3) C53 0.035(4) 0.032(4) 0.038(4) -0.011(3) -0.004(3) -0.009(3) C54 0.040(4) 0.051(5) 0.040(4) -0.017(4) -0.014(3) -0.005(4) C55 0.045(5) 0.074(6) 0.030(4) -0.014(4) -0.007(3) -0.009(4) C56 0.035(4) 0.058(5) 0.027(4) 0.002(3) 0.002(3) -0.017(4) C57 0.019(3) 0.025(4) 0.027(3) -0.007(3) -0.002(3) -0.001(3) C58 0.022(3) 0.029(4) 0.020(3) -0.003(3) 0.002(3) -0.005(3) C59 0.034(4) 0.029(4) 0.039(4) 0.002(3) -0.010(3) -0.003(3) C60 0.037(4) 0.041(4) 0.043(4) -0.007(4) -0.014(3) -0.012(4) C61 0.025(3) 0.030(4) 0.024(3) -0.005(3) 0.007(3) -0.010(3) C62 0.031(4) 0.027(4) 0.029(4) -0.007(3) -0.007(3) -0.004(3) C63 0.023(4) 0.025(4) 0.028(4) -0.004(3) 0.001(3) 0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Y1 O5 2.269(4) 2_576 ? Y1 O7 2.299(4) 2_476 ? Y1 O2 2.310(4) . ? Y1 O8 2.329(4) 1_655 ? Y1 O6 2.351(4) . ? Y1 O13 2.452(4) . ? Y1 N2 2.533(5) . ? Y1 N1 2.557(5) . ? Y2 O4 2.175(4) . ? Y2 O12 2.305(4) 2_665 ? Y2 O11 2.306(4) 1_455 ? Y2 O10 2.344(4) 2_565 ? Y2 O9 2.363(4) . ? Y2 N5 2.529(5) . ? Y2 N6 2.549(5) . ? Y2 O10 2.551(4) . ? Y2 Y2 3.876(2) 2_565 ? O1 C13 1.234(7) . ? O2 C13 1.287(6) . ? O3 C25 1.214(6) . ? O4 C25 1.288(6) . ? O5 C26 1.258(6) . ? O5 Y1 2.269(4) 2_576 ? O6 C26 1.253(6) . ? O7 C38 1.251(6) . ? O7 Y1 2.299(4) 2_476 ? O8 C38 1.245(6) . ? O8 Y1 2.329(4) 1_455 ? O9 C51 1.263(6) . ? O10 C51 1.282(6) . ? O10 Y2 2.344(4) 2_565 ? O11 C63 1.271(6) . ? O11 Y2 2.306(4) 1_655 ? O12 C63 1.265(6) . ? O12 Y2 2.305(4) 2_665 ? N1 C1 1.330(7) . ? N1 C5 1.362(7) . ? N2 C12 1.317(7) . ? N2 C9 1.348(7) . ? N3 C16 1.334(7) . ? N3 C15 1.338(7) . ? N4 C34 1.327(7) . ? N4 C35 1.343(7) . ? N5 C39 1.312(7) . ? N5 C43 1.364(7) . ? N6 C50 1.307(7) . ? N6 C47 1.363(7) . ? N7 C60 1.323(7) . ? N7 C59 1.342(7) . ? C1 C2 1.409(8) . ? C2 C3 1.362(9) . ? C3 C4 1.391(9) . ? C4 C5 1.395(8) . ? C4 C6 1.428(9) . ? C5 C9 1.437(8) . ? C6 C7 1.335(9) . ? C7 C8 1.413(9) . ? C8 C10 1.379(9) . ? C8 C9 1.411(8) . ? C10 C11 1.355(9) . ? C11 C12 1.382(9) . ? C13 C14 1.509(7) . ? C14 C18 1.376(7) . ? C14 C15 1.384(7) . ? C16 C17 1.379(8) . ? C17 C18 1.396(7) . ? C17 C19 1.477(8) . ? C19 C20 1.374(8) . ? C19 C24 1.402(8) . ? C20 C21 1.377(9) . ? C21 C22 1.378(9) . ? C22 C23 1.373(8) . ? C23 C24 1.386(8) . ? C24 C25 1.509(8) . ? C26 C27 1.512(7) . ? C27 C28 1.390(7) . ? C27 C32 1.392(7) . ? C28 C29 1.387(8) . ? C29 C30 1.369(8) . ? C30 C31 1.390(8) . ? C31 C32 1.386(7) . ? C32 C33 1.500(7) . ? C33 C37 1.379(7) . ? C33 C34 1.384(8) . ? C35 C36 1.378(7) . ? C36 C37 1.395(7) . ? C36 C38 1.499(7) . ? C39 C40 1.407(8) . ? C40 C41 1.348(9) . ? C41 C42 1.402(9) . ? C42 C43 1.414(8) . ? C42 C44 1.435(9) . ? C43 C47 1.428(8) . ? C44 C45 1.332(9) . ? C45 C46 1.425(9) . ? C46 C48 1.384(9) . ? C46 C47 1.398(8) . ? C48 C49 1.345(9) . ? C49 C50 1.406(8) . ? C51 C52 1.478(7) . ? C52 C53 1.391(7) . ? C52 C57 1.400(7) . ? C53 C54 1.384(8) . ? C54 C55 1.360(8) . ? C55 C56 1.383(8) . ? C56 C57 1.383(7) . ? C57 C58 1.491(7) . ? C58 C59 1.375(7) . ? C58 C62 1.389(7) . ? C60 C61 1.390(8) . ? C61 C62 1.378(7) . ? C61 C63 1.480(8) . ? 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 O5 Y1 O7 76.35(15) 2_576 2_476 ? O5 Y1 O2 83.24(14) 2_576 . ? O7 Y1 O2 82.28(14) 2_476 . ? O5 Y1 O8 79.55(14) 2_576 1_655 ? O7 Y1 O8 123.63(14) 2_476 1_655 ? O2 Y1 O8 143.53(14) . 1_655 ? O5 Y1 O6 123.72(13) 2_576 . ? O7 Y1 O6 77.98(13) 2_476 . ? O2 Y1 O6 140.55(14) . . ? O8 Y1 O6 74.65(14) 1_655 . ? O5 Y1 O13 142.80(14) 2_576 . ? O7 Y1 O13 73.19(14) 2_476 . ? O2 Y1 O13 72.05(14) . . ? O8 Y1 O13 135.81(14) 1_655 . ? O6 Y1 O13 69.67(14) . . ? O5 Y1 N2 139.45(16) 2_576 . ? O7 Y1 N2 144.09(16) 2_476 . ? O2 Y1 N2 101.41(15) . . ? O8 Y1 N2 73.17(15) 1_655 . ? O6 Y1 N2 77.07(15) . . ? O13 Y1 N2 74.14(15) . . ? O5 Y1 N1 79.56(16) 2_576 . ? O7 Y1 N1 146.39(15) 2_476 . ? O2 Y1 N1 71.85(15) . . ? O8 Y1 N1 73.54(15) 1_655 . ? O6 Y1 N1 135.45(15) . . ? O13 Y1 N1 116.60(15) . . ? N2 Y1 N1 64.39(17) . . ? O4 Y2 O12 99.12(14) . 2_665 ? O4 Y2 O11 104.30(14) . 1_455 ? O12 Y2 O11 138.48(13) 2_665 1_455 ? O4 Y2 O10 81.89(13) . 2_565 ? O12 Y2 O10 73.45(14) 2_665 2_565 ? O11 Y2 O10 76.50(13) 1_455 2_565 ? O4 Y2 O9 149.63(14) . . ? O12 Y2 O9 96.05(14) 2_665 . ? O11 Y2 O9 80.45(14) 1_455 . ? O10 Y2 O9 127.84(13) 2_565 . ? O4 Y2 N5 83.45(14) . . ? O12 Y2 N5 77.06(16) 2_665 . ? O11 Y2 N5 138.85(16) 1_455 . ? O10 Y2 N5 144.34(15) 2_565 . ? O9 Y2 N5 74.51(14) . . ? O4 Y2 N6 73.74(14) . . ? O12 Y2 N6 141.85(15) 2_665 . ? O11 Y2 N6 78.33(15) 1_455 . ? O10 Y2 N6 139.08(14) 2_565 . ? O9 Y2 N6 78.07(14) . . ? N5 Y2 N6 64.99(17) . . ? O4 Y2 O10 157.25(13) . . ? O12 Y2 O10 74.75(13) 2_665 . ? O11 Y2 O10 70.38(13) 1_455 . ? O10 Y2 O10 75.36(13) 2_565 . ? O9 Y2 O10 52.85(13) . . ? N5 Y2 O10 115.51(13) . . ? N6 Y2 O10 124.54(13) . . ? O4 Y2 Y2 121.44(10) . 2_565 ? O12 Y2 Y2 69.80(11) 2_665 2_565 ? O11 Y2 Y2 68.76(10) 1_455 2_565 ? O10 Y2 Y2 39.56(9) 2_565 2_565 ? O9 Y2 Y2 88.48(11) . 2_565 ? N5 Y2 Y2 140.79(12) . 2_565 ? N6 Y2 Y2 146.11(12) . 2_565 ? O10 Y2 Y2 35.81(8) . 2_565 ? C13 O2 Y1 140.3(4) . . ? C25 O4 Y2 169.4(4) . . ? C26 O5 Y1 167.0(4) . 2_576 ? C26 O6 Y1 122.8(3) . . ? C38 O7 Y1 140.5(4) . 2_476 ? C38 O8 Y1 142.0(4) . 1_455 ? C51 O9 Y2 98.4(3) . . ? C51 O10 Y2 162.3(4) . 2_565 ? C51 O10 Y2 89.1(3) . . ? Y2 O10 Y2 104.63(13) 2_565 . ? C63 O11 Y2 138.0(4) . 1_655 ? C63 O12 Y2 135.6(4) . 2_665 ? C1 N1 C5 117.9(6) . . ? C1 N1 Y1 122.8(4) . . ? C5 N1 Y1 119.3(4) . . ? C12 N2 C9 118.1(5) . . ? C12 N2 Y1 121.8(4) . . ? C9 N2 Y1 120.0(4) . . ? C16 N3 C15 116.1(6) . . ? C34 N4 C35 116.4(5) . . ? C39 N5 C43 117.8(5) . . ? C39 N5 Y2 123.3(4) . . ? C43 N5 Y2 117.7(4) . . ? C50 N6 C47 116.6(5) . . ? C50 N6 Y2 124.5(4) . . ? C47 N6 Y2 117.9(4) . . ? C60 N7 C59 116.5(5) . . ? N1 C1 C2 123.0(6) . . ? C3 C2 C1 118.3(7) . . ? C2 C3 C4 120.2(7) . . ? C3 C4 C5 118.1(7) . . ? C3 C4 C6 122.8(7) . . ? C5 C4 C6 119.1(7) . . ? N1 C5 C4 122.4(6) . . ? N1 C5 C9 117.4(6) . . ? C4 C5 C9 120.2(6) . . ? C7 C6 C4 120.6(7) . . ? C6 C7 C8 122.3(7) . . ? C10 C8 C9 116.5(7) . . ? C10 C8 C7 124.5(8) . . ? C9 C8 C7 118.9(7) . . ? N2 C9 C8 122.6(6) . . ? N2 C9 C5 118.7(6) . . ? C8 C9 C5 118.7(6) . . ? C11 C10 C8 120.9(7) . . ? C10 C11 C12 118.7(7) . . ? N2 C12 C11 123.1(7) . . ? O1 C13 O2 125.1(5) . . ? O1 C13 C14 119.9(6) . . ? O2 C13 C14 114.9(5) . . ? C18 C14 C15 118.2(5) . . ? C18 C14 C13 120.0(5) . . ? C15 C14 C13 121.8(6) . . ? N3 C15 C14 123.6(6) . . ? N3 C16 C17 125.6(6) . . ? C16 C17 C18 116.1(6) . . ? C16 C17 C19 124.2(5) . . ? C18 C17 C19 119.7(5) . . ? C14 C18 C17 120.0(5) . . ? C20 C19 C24 117.6(6) . . ? C20 C19 C17 119.2(6) . . ? C24 C19 C17 123.2(6) . . ? C19 C20 C21 123.2(6) . . ? C20 C21 C22 119.2(7) . . ? C23 C22 C21 118.5(7) . . ? C22 C23 C24 122.5(6) . . ? C23 C24 C19 118.8(6) . . ? C23 C24 C25 117.9(6) . . ? C19 C24 C25 123.3(6) . . ? O3 C25 O4 124.9(6) . . ? O3 C25 C24 120.9(5) . . ? O4 C25 C24 114.2(5) . . ? O6 C26 O5 124.3(5) . . ? O6 C26 C27 118.2(5) . . ? O5 C26 C27 117.4(5) . . ? C28 C27 C32 119.5(5) . . ? C28 C27 C26 116.2(5) . . ? C32 C27 C26 124.2(5) . . ? C29 C28 C27 120.8(6) . . ? C30 C29 C28 120.1(6) . . ? C29 C30 C31 119.2(6) . . ? C32 C31 C30 121.7(6) . . ? C31 C32 C27 118.7(5) . . ? C31 C32 C33 116.6(5) . . ? C27 C32 C33 124.6(5) . . ? C37 C33 C34 117.2(5) . . ? C37 C33 C32 121.5(5) . . ? C34 C33 C32 121.0(5) . . ? N4 C34 C33 125.0(6) . . ? N4 C35 C36 123.8(6) . . ? C35 C36 C37 117.9(5) . . ? C35 C36 C38 121.0(6) . . ? C37 C36 C38 121.1(5) . . ? C33 C37 C36 119.5(5) . . ? O8 C38 O7 125.2(6) . . ? O8 C38 C36 117.2(5) . . ? O7 C38 C36 117.5(6) . . ? N5 C39 C40 124.0(6) . . ? C41 C40 C39 118.6(7) . . ? C40 C41 C42 119.8(7) . . ? C41 C42 C43 118.0(7) . . ? C41 C42 C44 122.7(7) . . ? C43 C42 C44 119.3(7) . . ? N5 C43 C42 121.6(6) . . ? N5 C43 C47 119.0(5) . . ? C42 C43 C47 119.3(6) . . ? C45 C44 C42 120.7(7) . . ? C44 C45 C46 121.5(7) . . ? C48 C46 C47 117.8(6) . . ? C48 C46 C45 122.5(7) . . ? C47 C46 C45 119.8(7) . . ? N6 C47 C46 122.7(6) . . ? N6 C47 C43 117.9(5) . . ? C46 C47 C43 119.4(6) . . ? C49 C48 C46 120.4(7) . . ? C48 C49 C50 117.9(7) . . ? N6 C50 C49 124.7(6) . . ? O9 C51 O10 119.0(5) . . ? O9 C51 C52 120.4(5) . . ? O10 C51 C52 120.5(5) . . ? C53 C52 C57 119.2(5) . . ? C53 C52 C51 118.1(5) . . ? C57 C52 C51 122.5(5) . . ? C54 C53 C52 120.4(6) . . ? C55 C54 C53 120.6(6) . . ? C54 C55 C56 119.4(6) . . ? C55 C56 C57 121.6(6) . . ? C56 C57 C52 118.7(5) . . ? C56 C57 C58 120.2(5) . . ? C52 C57 C58 121.1(5) . . ? C59 C58 C62 117.2(5) . . ? C59 C58 C57 120.7(5) . . ? C62 C58 C57 122.1(5) . . ? N7 C59 C58 124.2(6) . . ? N7 C60 C61 125.0(6) . . ? C62 C61 C60 116.5(6) . . ? C62 C61 C63 122.9(6) . . ? C60 C61 C63 120.6(5) . . ? C61 C62 C58 120.5(6) . . ? O12 C63 O11 124.8(5) . . ? O12 C63 C61 118.2(5) . . ? O11 C63 C61 117.0(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O13 H1W O1 0.85 1.83 2.683(6) 180.0 . O13 H1W O2 0.85 2.32 2.803(5) 116.1 . O13 H2W O6 0.85 1.90 2.745(6) 180.0 . O14 H3W O3 0.85 2.09 2.938(9) 179.7 1_655 O14 H4W N4 0.88 2.51 3.089(9) 123.9 2_566 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.499 _refine_diff_density_min -0.698 _refine_diff_density_rms 0.099 data_Compound5 _database_code_depnum_ccdc_archive 'CCDC 900091' #TrackingRef '900091.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H35 N3 O19 Y2' _chemical_formula_weight 1027.52 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' Y Y -2.7962 3.5667 '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 12.725(19) _cell_length_b 13.57(2) _cell_length_c 14.12(2) _cell_angle_alpha 66.224(14) _cell_angle_beta 67.182(15) _cell_angle_gamma 77.113(14) _cell_volume 2051(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.24 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 2.900 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5428 _exptl_absorpt_correction_T_max 0.5810 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14771 _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_sigmaI/netI 0.1307 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7504 _reflns_number_gt 4347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0708P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0300(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7504 _refine_ls_number_parameters 569 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1161 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1583 _refine_ls_wR_factor_gt 0.1407 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y 0.92862(5) 0.38187(5) 0.51132(6) 0.0206(2) Uani 1 1 d . . . Y2 Y 0.93186(5) 0.32077(5) 0.16515(5) 0.0229(2) Uani 1 1 d . . . O1 O 0.7795(4) 0.3591(4) 0.4720(4) 0.0380(14) Uani 1 1 d . . . O2 O 0.8005(4) 0.3590(4) 0.3091(4) 0.0338(13) Uani 1 1 d . . . O3 O 0.1081(4) 0.4539(4) 0.4388(4) 0.0284(12) Uani 1 1 d . . . O4 O 0.2424(4) 0.5634(4) 0.3652(4) 0.0392(14) Uani 1 1 d . . . O5 O 0.9293(4) 0.5313(4) 0.3544(4) 0.0333(13) Uani 1 1 d . . . O6 O 0.9917(4) 0.6766(4) 0.3491(4) 0.0354(13) Uani 1 1 d . . . O7 O 0.8571(4) 0.4674(4) 0.0504(4) 0.0306(12) Uani 1 1 d . . . O8 O 0.8882(4) 0.6397(4) -0.0232(4) 0.0296(12) Uani 1 1 d . . . O9 O 0.8790(4) 0.1394(4) 0.2648(4) 0.0430(14) Uani 1 1 d . . . O10 O 0.7591(4) 0.2476(4) 0.1872(4) 0.0334(12) Uani 1 1 d . . . O11 O 0.9745(4) -0.2873(4) 0.5964(4) 0.0296(12) Uani 1 1 d . . . O12 O 0.9534(4) -0.2288(4) 0.7295(4) 0.0298(12) Uani 1 1 d . . . O13 O 0.8690(4) 0.2112(4) 0.6325(4) 0.0422(14) Uani 1 1 d . . . H1W H 0.9125 0.2462 0.6382 0.051 Uiso 1 1 d R . . H2W H 0.8528 0.1673 0.6125 0.051 Uiso 1 1 d R . . O14 O 0.9985(4) 0.4693(4) 0.1707(4) 0.0325(12) Uani 1 1 d . . . H3W H 0.9778 0.4879 0.2265 0.039 Uiso 1 1 d R . . H4W H 0.9575 0.4686 0.1358 0.039 Uiso 1 1 d R . . O15 O 0.9777(5) 0.2380(5) 0.0314(5) 0.070(2) Uani 1 1 d . . . H5W H 0.9503 0.1897 0.0257 0.084 Uiso 1 1 d R . . H6W H 1.0221 0.2782 0.0286 0.084 Uiso 1 1 d R . . O16 O 0.8894(6) 0.0855(5) 0.0118(6) 0.086(2) Uani 1 1 d . . . H7W H 0.8659 0.0231 0.0519 0.103 Uiso 1 1 d R . . H8W H 0.8780 0.0387 0.0788 0.103 Uiso 1 1 d R . . O17 O 0.9586(7) 0.0306(6) 0.7866(7) 0.104(3) Uani 1 1 d . . . H9W H 1.0068 -0.0200 0.7714 0.125 Uiso 1 1 d R . . H10W H 0.9324 0.0835 0.7415 0.125 Uiso 1 1 d R . . O18 O 0.750(3) 0.902(3) 0.8724(15) 0.63(3) Uani 1 1 d . . . H11W H 0.8028 0.8680 0.8353 0.750 Uiso 1 1 d R . . H12W H 0.8078 0.9376 0.8486 0.750 Uiso 1 1 d R . . O19 O 0.773(2) 0.334(2) 0.941(2) 0.51(2) Uani 1 1 d . . . H13W H 0.7737 0.3087 1.0067 0.610 Uiso 1 1 d R . . H14W H 0.7944 0.3679 0.9688 0.610 Uiso 1 1 d R . . N1 N 0.4301(5) 0.3710(5) 0.5704(5) 0.0323(15) Uani 1 1 d . . . N2 N 0.8123(6) 0.8809(5) 0.1437(6) 0.0410(17) Uani 1 1 d . . . N3 N 0.8143(6) 0.0677(5) 0.5695(5) 0.0404(17) Uani 1 1 d . . . C1 C 0.7415(6) 0.3622(5) 0.4022(6) 0.0239(16) Uani 1 1 d . . . C2 C 0.6134(5) 0.3665(5) 0.4353(6) 0.0239(16) Uani 1 1 d . . . C3 C 0.5431(5) 0.3702(6) 0.5370(6) 0.0278(17) Uani 1 1 d . . . H3 H 0.5764 0.3723 0.5842 0.033 Uiso 1 1 calc R . . C4 C 0.3840(6) 0.3698(6) 0.5010(6) 0.0300(18) Uani 1 1 d . . . H4 H 0.3049 0.3698 0.5247 0.036 Uiso 1 1 calc R . . C5 C 0.4452(5) 0.3687(6) 0.3958(6) 0.0226(16) Uani 1 1 d . . . C6 C 0.5625(6) 0.3680(5) 0.3632(6) 0.0258(17) Uani 1 1 d . . . H6 H 0.6077 0.3685 0.2931 0.031 Uiso 1 1 calc R . . C7 C 0.3922(5) 0.3581(5) 0.3248(6) 0.0236(16) Uani 1 1 d . . . C8 C 0.4527(6) 0.2964(6) 0.2599(6) 0.0338(19) Uani 1 1 d . . . H8 H 0.5251 0.2653 0.2619 0.041 Uiso 1 1 calc R . . C9 C 0.4096(6) 0.2791(7) 0.1923(6) 0.039(2) Uani 1 1 d . . . H9 H 0.4523 0.2362 0.1507 0.047 Uiso 1 1 calc R . . C10 C 0.3048(6) 0.3249(6) 0.1868(6) 0.0336(19) Uani 1 1 d . . . H10 H 0.2751 0.3134 0.1418 0.040 Uiso 1 1 calc R . . C11 C 0.2428(6) 0.3885(6) 0.2482(6) 0.0311(18) Uani 1 1 d . . . H11 H 0.1716 0.4206 0.2433 0.037 Uiso 1 1 calc R . . C12 C 0.2840(5) 0.4060(6) 0.3171(5) 0.0234(16) Uani 1 1 d . . . C13 C 0.2100(6) 0.4769(6) 0.3772(6) 0.0253(17) Uani 1 1 d . . . C14 C 0.9356(6) 0.6315(6) 0.3246(6) 0.0251(17) Uani 1 1 d . . . C15 C 0.8689(6) 0.7032(6) 0.2497(6) 0.0268(17) Uani 1 1 d . . . C16 C 0.8713(6) 0.8144(6) 0.2080(6) 0.037(2) Uani 1 1 d . . . H16 H 0.9167 0.8443 0.2259 0.045 Uiso 1 1 calc R . . C17 C 0.7483(6) 0.8348(7) 0.1198(7) 0.042(2) Uani 1 1 d . . . H17 H 0.7060 0.8804 0.0755 0.051 Uiso 1 1 calc R . . C18 C 0.7395(6) 0.7248(6) 0.1554(6) 0.0287(18) Uani 1 1 d . . . C19 C 0.8021(5) 0.6571(6) 0.2229(6) 0.0265(17) Uani 1 1 d . . . H19 H 0.7993 0.5826 0.2495 0.032 Uiso 1 1 calc R . . C20 C 0.6623(6) 0.6768(6) 0.1315(6) 0.0287(18) Uani 1 1 d . . . C21 C 0.5466(6) 0.7076(8) 0.1665(6) 0.048(2) Uani 1 1 d . . . H21 H 0.5200 0.7617 0.1967 0.058 Uiso 1 1 calc R . . C22 C 0.4708(7) 0.6566(8) 0.1560(7) 0.056(3) Uani 1 1 d . . . H22 H 0.3932 0.6781 0.1782 0.067 Uiso 1 1 calc R . . C23 C 0.5073(7) 0.5763(9) 0.1139(7) 0.057(3) Uani 1 1 d . . . H23 H 0.4551 0.5445 0.1060 0.068 Uiso 1 1 calc R . . C24 C 0.6223(6) 0.5419(7) 0.0827(6) 0.042(2) Uani 1 1 d . . . H24 H 0.6474 0.4840 0.0579 0.051 Uiso 1 1 calc R . . C25 C 0.7001(6) 0.5949(6) 0.0890(6) 0.0293(17) Uani 1 1 d . . . C26 C 0.8250(6) 0.5641(7) 0.0359(6) 0.0302(18) Uani 1 1 d . . . C27 C 0.7841(6) 0.1569(6) 0.2501(6) 0.0280(17) Uani 1 1 d . . . C28 C 0.7054(6) 0.0694(6) 0.3027(6) 0.0275(17) Uani 1 1 d . . . C29 C 0.6372(6) 0.0690(6) 0.2460(6) 0.0341(19) Uani 1 1 d . . . H29 H 0.6433 0.1225 0.1778 0.041 Uiso 1 1 calc R . . C30 C 0.5626(6) -0.0067(7) 0.2871(7) 0.043(2) Uani 1 1 d . . . H30 H 0.5157 -0.0035 0.2490 0.051 Uiso 1 1 calc R . . C31 C 0.5564(7) -0.0902(7) 0.3878(8) 0.048(2) Uani 1 1 d . . . H31 H 0.5073 -0.1443 0.4157 0.057 Uiso 1 1 calc R . . C32 C 0.6236(6) -0.0918(7) 0.4454(7) 0.043(2) Uani 1 1 d . . . H32 H 0.6195 -0.1469 0.5123 0.051 Uiso 1 1 calc R . . C33 C 0.6984(6) -0.0102(6) 0.4032(6) 0.0295(18) Uani 1 1 d . . . C34 C 0.7634(6) -0.0162(6) 0.4746(6) 0.0285(17) Uani 1 1 d . . . C35 C 0.7628(6) 0.0694(6) 0.5029(6) 0.0366(19) Uani 1 1 d . . . H35 H 0.7233 0.1338 0.4731 0.044 Uiso 1 1 calc R . . C36 C 0.8701(6) -0.0250(6) 0.6108(7) 0.038(2) Uani 1 1 d . . . H36 H 0.9081 -0.0278 0.6565 0.046 Uiso 1 1 calc R . . C37 C 0.8757(6) -0.1180(6) 0.5905(6) 0.0261(17) Uani 1 1 d . . . C38 C 0.8218(6) -0.1123(6) 0.5199(6) 0.0277(17) Uani 1 1 d . . . H38 H 0.8248 -0.1725 0.5030 0.033 Uiso 1 1 calc R . . C39 C 0.9402(5) -0.2179(6) 0.6415(6) 0.0241(16) Uani 1 1 d . . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 1.000 0.000 122 26 ' ' _platon_squeeze_details ; ; 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 Y1 0.0188(4) 0.0201(4) 0.0276(4) -0.0104(3) -0.0105(3) -0.0017(3) Y2 0.0200(4) 0.0236(4) 0.0258(4) -0.0080(3) -0.0086(3) -0.0027(3) O1 0.023(3) 0.063(4) 0.039(3) -0.024(3) -0.014(2) -0.007(3) O2 0.018(3) 0.055(4) 0.027(3) -0.019(3) -0.002(2) -0.004(2) O3 0.019(3) 0.028(3) 0.040(3) -0.020(3) -0.005(2) -0.001(2) O4 0.026(3) 0.030(3) 0.060(4) -0.027(3) 0.002(3) -0.008(2) O5 0.044(3) 0.032(3) 0.037(3) -0.012(3) -0.024(3) -0.006(3) O6 0.043(3) 0.036(3) 0.039(3) -0.008(3) -0.025(3) -0.012(3) O7 0.035(3) 0.019(3) 0.039(3) -0.006(3) -0.020(2) 0.001(2) O8 0.026(3) 0.025(3) 0.037(3) -0.011(3) -0.005(2) -0.007(2) O9 0.032(3) 0.033(3) 0.059(4) 0.005(3) -0.027(3) -0.013(2) O10 0.032(3) 0.033(3) 0.034(3) -0.008(3) -0.012(2) -0.008(2) O11 0.030(3) 0.024(3) 0.042(3) -0.020(3) -0.013(2) 0.002(2) O12 0.028(3) 0.033(3) 0.032(3) -0.013(3) -0.013(2) 0.001(2) O13 0.063(4) 0.024(3) 0.048(4) -0.004(3) -0.029(3) -0.017(3) O14 0.035(3) 0.035(3) 0.036(3) -0.020(3) -0.012(2) -0.003(2) O15 0.063(4) 0.092(5) 0.073(5) -0.059(4) 0.017(3) -0.051(4) O16 0.105(6) 0.054(5) 0.086(6) -0.025(4) -0.003(5) -0.038(4) O17 0.139(7) 0.072(5) 0.155(8) -0.050(6) -0.110(7) 0.024(5) O18 0.80(5) 0.90(7) 0.144(16) -0.26(3) 0.14(2) -0.40(5) O19 0.57(4) 0.54(4) 0.48(4) -0.21(3) -0.40(3) 0.32(3) N1 0.022(3) 0.050(4) 0.030(4) -0.020(3) -0.004(3) -0.007(3) N2 0.052(4) 0.029(4) 0.050(5) -0.013(4) -0.031(4) 0.008(3) N3 0.061(5) 0.024(4) 0.045(4) -0.010(3) -0.033(4) 0.005(3) C1 0.023(4) 0.025(4) 0.028(4) -0.009(4) -0.012(3) -0.004(3) C2 0.018(4) 0.027(4) 0.026(4) -0.010(4) -0.005(3) -0.005(3) C3 0.019(4) 0.041(5) 0.024(4) -0.010(4) -0.007(3) -0.009(3) C4 0.015(4) 0.050(5) 0.028(4) -0.014(4) -0.007(3) -0.006(3) C5 0.012(3) 0.030(4) 0.032(4) -0.016(4) -0.010(3) 0.002(3) C6 0.027(4) 0.029(4) 0.026(4) -0.016(4) -0.005(3) -0.005(3) C7 0.020(4) 0.026(4) 0.027(4) -0.011(4) -0.007(3) -0.001(3) C8 0.029(4) 0.036(5) 0.044(5) -0.020(4) -0.017(4) 0.006(3) C9 0.030(4) 0.056(6) 0.046(5) -0.038(5) -0.013(4) 0.009(4) C10 0.034(5) 0.046(5) 0.030(5) -0.015(4) -0.015(4) -0.009(4) C11 0.016(4) 0.045(5) 0.036(5) -0.018(4) -0.012(3) 0.003(3) C12 0.018(4) 0.027(4) 0.023(4) -0.009(3) -0.003(3) -0.004(3) C13 0.019(4) 0.028(5) 0.026(4) -0.007(4) -0.011(3) 0.004(3) C14 0.022(4) 0.027(5) 0.024(4) -0.005(4) -0.008(3) -0.003(3) C15 0.025(4) 0.031(5) 0.027(4) -0.015(4) -0.007(3) 0.001(3) C16 0.039(5) 0.037(5) 0.041(5) -0.019(4) -0.009(4) -0.010(4) C17 0.036(5) 0.051(6) 0.041(5) -0.016(5) -0.024(4) 0.013(4) C18 0.023(4) 0.030(5) 0.030(4) -0.012(4) -0.006(3) 0.004(3) C19 0.022(4) 0.028(4) 0.030(4) -0.010(4) -0.009(3) -0.002(3) C20 0.019(4) 0.040(5) 0.020(4) 0.001(4) -0.010(3) -0.007(3) C21 0.026(5) 0.079(7) 0.034(5) -0.013(5) -0.012(4) -0.002(4) C22 0.016(4) 0.087(8) 0.052(6) -0.012(6) -0.012(4) -0.003(5) C23 0.026(5) 0.093(8) 0.045(6) -0.007(6) -0.010(4) -0.031(5) C24 0.034(5) 0.054(6) 0.046(5) -0.012(5) -0.021(4) -0.012(4) C25 0.028(4) 0.030(5) 0.027(4) -0.001(4) -0.012(3) -0.010(3) C26 0.027(4) 0.047(6) 0.022(4) -0.012(4) -0.012(3) -0.008(4) C27 0.029(4) 0.024(5) 0.029(5) -0.007(4) -0.009(4) -0.004(3) C28 0.029(4) 0.022(4) 0.036(5) -0.009(4) -0.016(4) -0.002(3) C29 0.038(5) 0.032(5) 0.036(5) -0.010(4) -0.019(4) -0.001(4) C30 0.034(5) 0.043(6) 0.060(6) -0.017(5) -0.026(4) -0.004(4) C31 0.040(5) 0.041(6) 0.068(7) -0.011(5) -0.025(5) -0.017(4) C32 0.042(5) 0.035(5) 0.056(6) -0.011(5) -0.022(4) -0.010(4) C33 0.036(4) 0.016(4) 0.039(5) -0.005(4) -0.021(4) -0.001(3) C34 0.034(4) 0.016(4) 0.037(5) -0.002(4) -0.021(4) -0.002(3) C35 0.041(5) 0.023(5) 0.046(5) -0.004(4) -0.022(4) -0.002(4) C36 0.047(5) 0.028(5) 0.050(6) -0.012(4) -0.029(4) -0.002(4) C37 0.027(4) 0.022(4) 0.031(4) -0.008(4) -0.011(3) -0.005(3) C38 0.033(4) 0.028(5) 0.031(4) -0.014(4) -0.013(4) -0.008(3) C39 0.014(3) 0.029(5) 0.030(4) -0.012(4) -0.006(3) -0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Y1 O11 2.212(5) 2_756 ? Y1 O1 2.284(5) . ? Y1 O5 2.322(6) . ? Y1 O13 2.335(6) . ? Y1 O6 2.340(5) 2_766 ? Y1 O3 2.366(6) 1_655 ? Y1 O4 2.390(5) 2_666 ? Y1 O3 2.496(5) 2_666 ? Y1 C13 2.835(7) 2_666 ? Y1 Y1 3.874(5) 2_766 ? Y1 H1W 1.9664 . ? Y2 O2 2.242(5) . ? Y2 O7 2.290(5) . ? Y2 O12 2.298(5) 2_756 ? Y2 O8 2.381(5) 2_765 ? Y2 O9 2.388(6) . ? Y2 O14 2.394(5) . ? Y2 O15 2.395(6) . ? Y2 O10 2.471(6) . ? Y2 H4W 1.9544 . ? Y2 H6W 2.0632 . ? O1 C1 1.239(7) . ? O2 C1 1.249(8) . ? O3 C13 1.273(8) . ? O3 Y1 2.366(6) 1_455 ? O3 Y1 2.496(5) 2_666 ? O4 C13 1.257(8) . ? O4 Y1 2.389(5) 2_666 ? O5 C14 1.263(8) . ? O6 C14 1.249(8) . ? O6 Y1 2.340(5) 2_766 ? O7 C26 1.242(9) . ? O8 C26 1.246(8) . ? O8 Y2 2.381(5) 2_765 ? O9 C27 1.259(8) . ? O10 C27 1.252(8) . ? O11 C39 1.253(8) . ? O11 Y1 2.212(5) 2_756 ? O12 C39 1.263(8) . ? O12 Y2 2.298(5) 2_756 ? O13 H1W 0.8502 . ? O13 H2W 0.8452 . ? O14 H3W 0.8502 . ? O14 H4W 0.8499 . ? O15 H5W 0.8506 . ? O15 H6W 0.8498 . ? O16 H8W 0.8771 . ? O16 H7W 0.8498 . ? O16 H8W 0.8771 . ? O17 H10W 0.8504 . ? O17 H9W 0.8495 . ? O17 H10W 0.8504 . ? O18 H11W 0.8508 . ? O18 H12W 0.8534 . ? O19 H13W 0.8554 . ? O19 H14W 0.8542 . ? N1 C3 1.327(8) . ? N1 C4 1.329(8) . ? N2 C16 1.329(9) . ? N2 C17 1.334(9) . ? N3 C36 1.326(9) . ? N3 C35 1.330(9) . ? C1 C2 1.505(9) . ? C2 C3 1.381(9) . ? C2 C6 1.395(9) . ? C3 H3 0.9300 . ? C4 C5 1.389(9) . ? C4 H4 0.9300 . ? C5 C6 1.380(9) . ? C5 C7 1.473(9) . ? C6 H6 0.9300 . ? C7 C8 1.386(9) . ? C7 C12 1.410(9) . ? C8 C9 1.382(9) . ? C8 H8 0.9300 . ? C9 C10 1.358(9) . ? C9 H9 0.9300 . ? C10 C11 1.375(9) . ? C10 H10 0.9300 . ? C11 C12 1.384(9) . ? C11 H11 0.9300 . ? C12 C13 1.473(9) . ? C13 Y1 2.835(7) 2_666 ? C14 C15 1.511(9) . ? C15 C16 1.384(10) . ? C15 C19 1.390(9) . ? C16 H16 0.9300 . ? C17 C18 1.386(11) . ? C17 H17 0.9300 . ? C18 C19 1.395(9) . ? C18 C20 1.490(9) . ? C19 H19 0.9300 . ? C20 C25 1.380(10) . ? C20 C21 1.384(9) . ? C21 C22 1.386(11) . ? C21 H21 0.9300 . ? C22 C23 1.356(12) . ? C22 H22 0.9300 . ? C23 C24 1.384(11) . ? C23 H23 0.9300 . ? C24 C25 1.394(10) . ? C24 H24 0.9300 . ? C25 C26 1.515(10) . ? C27 C28 1.486(10) . ? C28 C33 1.378(10) . ? C28 C29 1.392(9) . ? C29 C30 1.349(10) . ? C29 H29 0.9300 . ? C30 C31 1.403(11) . ? C30 H30 0.9300 . ? C31 C32 1.383(10) . ? C31 H31 0.9300 . ? C32 C33 1.409(10) . ? C32 H32 0.9300 . ? C33 C34 1.501(9) . ? C34 C35 1.370(10) . ? C34 C38 1.389(9) . ? C35 H35 0.9300 . ? C36 C37 1.384(9) . ? C36 H36 0.9300 . ? C37 C38 1.383(9) . ? C37 C39 1.485(9) . ? C38 H38 0.9300 . ? 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 O11 Y1 O1 82.16(19) 2_756 . ? O11 Y1 O5 88.1(2) 2_756 . ? O1 Y1 O5 77.17(19) . . ? O11 Y1 O13 80.9(2) 2_756 . ? O1 Y1 O13 74.26(19) . . ? O5 Y1 O13 150.50(17) . . ? O11 Y1 O6 106.00(19) 2_756 2_766 ? O1 Y1 O6 142.56(18) . 2_766 ? O5 Y1 O6 138.27(17) . 2_766 ? O13 Y1 O6 71.24(18) . 2_766 ? O11 Y1 O3 80.89(17) 2_756 1_655 ? O1 Y1 O3 145.75(19) . 1_655 ? O5 Y1 O3 72.74(17) . 1_655 ? O13 Y1 O3 131.33(17) . 1_655 ? O6 Y1 O3 71.17(19) 2_766 1_655 ? O11 Y1 O4 152.81(17) 2_756 2_666 ? O1 Y1 O4 73.3(2) . 2_666 ? O5 Y1 O4 97.5(2) . 2_666 ? O13 Y1 O4 81.3(2) . 2_666 ? O6 Y1 O4 87.4(2) 2_766 2_666 ? O3 Y1 O4 126.20(17) 1_655 2_666 ? O11 Y1 O3 152.12(17) 2_756 2_666 ? O1 Y1 O3 111.69(17) . 2_666 ? O5 Y1 O3 72.5(2) . 2_666 ? O13 Y1 O3 125.4(2) . 2_666 ? O6 Y1 O3 78.15(17) 2_766 2_666 ? O3 Y1 O3 74.38(17) 1_655 2_666 ? O4 Y1 O3 52.76(16) 2_666 2_666 ? O11 Y1 C13 171.01(18) 2_756 2_666 ? O1 Y1 C13 91.9(2) . 2_666 ? O5 Y1 C13 84.0(2) . 2_666 ? O13 Y1 C13 104.0(2) . 2_666 ? O6 Y1 C13 82.8(2) 2_766 2_666 ? O3 Y1 C13 100.8(2) 1_655 2_666 ? O4 Y1 C13 26.11(17) 2_666 2_666 ? O3 Y1 C13 26.67(17) 2_666 2_666 ? O11 Y1 Y1 118.22(15) 2_756 2_766 ? O1 Y1 Y1 137.98(14) . 2_766 ? O5 Y1 Y1 68.00(14) . 2_766 ? O13 Y1 Y1 140.95(14) . 2_766 ? O6 Y1 Y1 70.77(13) 2_766 2_766 ? O3 Y1 Y1 38.36(10) 1_655 2_766 ? O4 Y1 Y1 88.32(15) 2_666 2_766 ? O3 Y1 Y1 36.02(12) 2_666 2_766 ? C13 Y1 Y1 62.49(18) 2_666 2_766 ? O11 Y1 H1W 88.5 2_756 . ? O1 Y1 H1W 94.2 . . ? O5 Y1 H1W 171.1 . . ? O13 Y1 H1W 20.6 . . ? O6 Y1 H1W 50.6 2_766 . ? O3 Y1 H1W 114.8 1_655 . ? O4 Y1 H1W 82.0 2_666 . ? O3 Y1 H1W 113.4 2_666 . ? C13 Y1 H1W 98.7 2_666 . ? Y1 Y1 H1W 120.8 2_766 . ? O2 Y2 O7 89.2(2) . . ? O2 Y2 O12 89.5(2) . 2_756 ? O7 Y2 O12 156.65(17) . 2_756 ? O2 Y2 O8 146.18(17) . 2_765 ? O7 Y2 O8 85.99(19) . 2_765 ? O12 Y2 O8 82.2(2) 2_756 2_765 ? O2 Y2 O9 85.9(2) . . ? O7 Y2 O9 132.21(18) . . ? O12 Y2 O9 70.90(18) 2_756 . ? O8 Y2 O9 121.29(17) 2_765 . ? O2 Y2 O14 74.63(18) . . ? O7 Y2 O14 77.26(19) . . ? O12 Y2 O14 79.93(18) 2_756 . ? O8 Y2 O14 71.66(17) 2_765 . ? O9 Y2 O14 144.97(19) . . ? O2 Y2 O15 147.84(19) . . ? O7 Y2 O15 86.7(2) . . ? O12 Y2 O15 106.3(2) 2_756 . ? O8 Y2 O15 65.27(18) 2_765 . ? O9 Y2 O15 73.6(2) . . ? O14 Y2 O15 134.85(18) . . ? O2 Y2 O10 77.23(18) . . ? O7 Y2 O10 79.70(19) . . ? O12 Y2 O10 122.63(19) 2_756 . ? O8 Y2 O10 134.23(18) 2_765 . ? O9 Y2 O10 52.86(16) . . ? O14 Y2 O10 143.56(16) . . ? O15 Y2 O10 70.65(18) . . ? O2 Y2 H4W 76.4 . . ? O7 Y2 H4W 57.9 . . ? O12 Y2 H4W 99.2 2_756 . ? O8 Y2 H4W 72.7 2_765 . ? O9 Y2 H4W 160.0 . . ? O14 Y2 H4W 19.4 . . ? O15 Y2 H4W 126.4 . . ? O10 Y2 H4W 129.6 . . ? O2 Y2 H6W 167.4 . . ? O7 Y2 H6W 85.9 . . ? O12 Y2 H6W 99.5 2_756 . ? O8 Y2 H6W 45.0 2_765 . ? O9 Y2 H6W 88.8 . . ? O14 Y2 H6W 115.4 . . ? O15 Y2 H6W 20.3 . . ? O10 Y2 H6W 90.5 . . ? H4W Y2 H6W 110.4 . . ? C1 O1 Y1 148.4(5) . . ? C1 O2 Y2 165.8(5) . . ? C13 O3 Y1 160.6(4) . 1_455 ? C13 O3 Y1 91.7(4) . 2_666 ? Y1 O3 Y1 105.62(17) 1_455 2_666 ? C13 O4 Y1 97.1(4) . 2_666 ? C14 O5 Y1 135.8(4) . . ? C14 O6 Y1 132.9(5) . 2_766 ? C26 O7 Y2 140.1(4) . . ? C26 O8 Y2 141.1(5) . 2_765 ? C27 O9 Y2 95.7(4) . . ? C27 O10 Y2 91.9(4) . . ? C39 O11 Y1 165.1(5) . 2_756 ? C39 O12 Y2 141.4(4) . 2_756 ? Y1 O13 H1W 54.5 . . ? Y1 O13 H2W 122.5 . . ? H1W O13 H2W 156.1 . . ? Y2 O14 H3W 125.3 . . ? Y2 O14 H4W 49.7 . . ? H3W O14 H4W 128.0 . . ? Y2 O15 H5W 135.8 . . ? Y2 O15 H6W 57.2 . . ? H5W O15 H6W 164.4 . . ? H8W O16 H7W 39.3 . . ? H8W O16 H8W 0.0 . . ? H7W O16 H8W 39.3 . . ? H10W O17 H9W 125.7 . . ? H10W O17 H10W 0.0 . . ? H9W O17 H10W 125.7 . . ? H11W O18 H12W 76.4 . . ? H13W O19 H14W 55.7 . . ? C3 N1 C4 117.6(6) . . ? C16 N2 C17 116.2(7) . . ? C36 N3 C35 116.2(6) . . ? O1 C1 O2 125.4(6) . . ? O1 C1 C2 116.4(6) . . ? O2 C1 C2 118.2(6) . . ? C3 C2 C6 118.2(6) . . ? C3 C2 C1 121.2(6) . . ? C6 C2 C1 120.7(6) . . ? N1 C3 C2 123.0(6) . . ? N1 C3 H3 118.5 . . ? C2 C3 H3 118.5 . . ? N1 C4 C5 124.9(6) . . ? N1 C4 H4 117.6 . . ? C5 C4 H4 117.6 . . ? C6 C5 C4 116.3(6) . . ? C6 C5 C7 120.1(6) . . ? C4 C5 C7 123.3(6) . . ? C5 C6 C2 120.0(6) . . ? C5 C6 H6 120.0 . . ? C2 C6 H6 120.0 . . ? C8 C7 C12 116.9(6) . . ? C8 C7 C5 117.9(6) . . ? C12 C7 C5 125.2(6) . . ? C9 C8 C7 122.6(7) . . ? C9 C8 H8 118.7 . . ? C7 C8 H8 118.7 . . ? C10 C9 C8 119.7(7) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 119.6(6) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 121.6(6) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C11 C12 C7 119.7(6) . . ? C11 C12 C13 116.2(6) . . ? C7 C12 C13 124.1(6) . . ? O4 C13 O3 118.4(6) . . ? O4 C13 C12 121.7(6) . . ? O3 C13 C12 119.8(6) . . ? O4 C13 Y1 56.8(3) . 2_666 ? O3 C13 Y1 61.7(3) . 2_666 ? C12 C13 Y1 178.4(5) . 2_666 ? O6 C14 O5 127.0(6) . . ? O6 C14 C15 117.4(6) . . ? O5 C14 C15 115.5(6) . . ? C16 C15 C19 118.8(7) . . ? C16 C15 C14 121.5(6) . . ? C19 C15 C14 119.6(7) . . ? N2 C16 C15 123.7(7) . . ? N2 C16 H16 118.1 . . ? C15 C16 H16 118.1 . . ? N2 C17 C18 125.6(7) . . ? N2 C17 H17 117.2 . . ? C18 C17 H17 117.2 . . ? C17 C18 C19 116.8(7) . . ? C17 C18 C20 123.9(6) . . ? C19 C18 C20 119.2(7) . . ? C15 C19 C18 118.8(7) . . ? C15 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? C25 C20 C21 119.7(7) . . ? C25 C20 C18 122.4(6) . . ? C21 C20 C18 117.4(7) . . ? C20 C21 C22 119.1(8) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? C23 C22 C21 121.6(8) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 119.2 . . ? C22 C23 C24 119.9(8) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C23 C24 C25 119.2(8) . . ? C23 C24 H24 120.4 . . ? C25 C24 H24 120.4 . . ? C20 C25 C24 120.4(7) . . ? C20 C25 C26 123.9(6) . . ? C24 C25 C26 115.4(7) . . ? O7 C26 O8 124.4(7) . . ? O7 C26 C25 118.9(7) . . ? O8 C26 C25 116.6(7) . . ? O10 C27 O9 119.1(7) . . ? O10 C27 C28 120.6(6) . . ? O9 C27 C28 120.2(7) . . ? C33 C28 C29 119.7(7) . . ? C33 C28 C27 122.9(6) . . ? C29 C28 C27 117.5(7) . . ? C30 C29 C28 122.0(8) . . ? C30 C29 H29 119.0 . . ? C28 C29 H29 119.0 . . ? C29 C30 C31 119.4(7) . . ? C29 C30 H30 120.3 . . ? C31 C30 H30 120.3 . . ? C32 C31 C30 119.6(8) . . ? C32 C31 H31 120.2 . . ? C30 C31 H31 120.2 . . ? C31 C32 C33 120.3(8) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C28 C33 C32 118.9(7) . . ? C28 C33 C34 124.9(7) . . ? C32 C33 C34 116.2(7) . . ? C35 C34 C38 117.1(6) . . ? C35 C34 C33 122.4(6) . . ? C38 C34 C33 120.5(6) . . ? N3 C35 C34 125.2(7) . . ? N3 C35 H35 117.4 . . ? C34 C35 H35 117.4 . . ? N3 C36 C37 124.4(7) . . ? N3 C36 H36 117.8 . . ? C37 C36 H36 117.8 . . ? C38 C37 C36 117.3(7) . . ? C38 C37 C39 122.6(6) . . ? C36 C37 C39 120.1(6) . . ? C37 C38 C34 119.7(6) . . ? C37 C38 H38 120.1 . . ? C34 C38 H38 120.1 . . ? O11 C39 O12 124.5(6) . . ? O11 C39 C37 117.7(6) . . ? O12 C39 C37 117.8(6) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O19 H13W O10 0.86 2.28 3.14(2) 175.4 1_556 O18 H12W O17 0.85 2.22 3.07(3) 180.0 1_565 O18 H11W O12 0.85 2.42 3.27(3) 179.8 1_565 O17 H10W O13 0.85 2.05 2.902(9) 180.0 . O17 H9W O9 0.85 2.01 2.861(9) 179.9 2_756 O16 H7W N2 0.85 1.94 2.788(10) 179.8 1_545 O15 H6W O8 0.85 1.73 2.576(7) 179.7 2_765 O15 H5W O16 0.85 1.86 2.713(9) 179.2 . O14 H4W O7 0.85 2.08 2.925(7) 179.8 . O14 H3W O5 0.85 1.96 2.806(7) 179.6 . O13 H1W O6 0.85 1.87 2.723(7) 180.0 2_766 O13 H2W N3 0.85 1.90 2.748(8) 179.1 . _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.299 _refine_diff_density_min -0.789 _refine_diff_density_rms 0.191 data_p21n _database_code_depnum_ccdc_archive 'CCDC 900092' #TrackingRef 'P21n Lu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H15 Lu N4 O7' _chemical_formula_weight 658.38 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' Lu Lu -0.4720 5.8584 '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 12.385(4) _cell_length_b 10.429(3) _cell_length_c 17.436(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.704(3) _cell_angle_gamma 90.00 _cell_volume 2247.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.946 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 4.450 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4410 _exptl_absorpt_correction_T_max 0.5013 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 15719 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4186 _reflns_number_gt 3514 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0259P)^2^+3.5146P] 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 4186 _refine_ls_number_parameters 334 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0648 _refine_ls_wR_factor_gt 0.0616 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.048 _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 Lu1 Lu 0.650545(17) 0.133331(18) 0.960664(11) 0.02435(8) Uani 1 1 d . . . O1 O 0.6311(3) 0.1323(3) 1.09262(19) 0.0454(10) Uani 1 1 d . . . O2 O 0.6382(4) 0.3142(3) 1.0347(2) 0.0536(12) Uani 1 1 d . . . O3 O 0.5260(3) 0.8603(3) 1.0534(2) 0.0333(8) Uani 1 1 d . . . O4 O 0.6581(3) 0.9239(3) 0.98123(19) 0.0342(8) Uani 1 1 d . . . O5 O 0.8287(4) 0.1476(6) 1.0228(3) 0.0839(14) Uani 1 1 d U . . O6 O 0.8213(3) 0.1325(5) 0.9054(2) 0.0727(15) Uani 1 1 d . . . O7 O 0.9770(4) 0.1530(6) 0.9635(3) 0.0810(17) Uani 1 1 d . . . N1 N 0.6334(3) 0.3077(4) 0.8655(2) 0.0268(9) Uani 1 1 d . . . N2 N 0.6256(3) 0.0552(4) 0.8270(2) 0.0277(9) Uani 1 1 d . . . N3 N 0.8288(3) 0.5899(4) 1.0227(2) 0.0350(10) Uani 1 1 d . . . N4 N 0.8794(4) 0.1470(7) 0.9630(3) 0.0732(14) Uani 1 1 d U . . C1 C 0.6407(4) 0.4315(5) 0.8840(3) 0.0342(12) Uani 1 1 d . . . H1 H 0.6584 0.4536 0.9349 0.041 Uiso 1 1 calc R . . C2 C 0.6228(4) 0.5285(5) 0.8303(3) 0.0378(13) Uani 1 1 d . . . H2 H 0.6284 0.6138 0.8456 0.045 Uiso 1 1 calc R . . C3 C 0.5973(4) 0.4993(5) 0.7553(3) 0.0376(13) Uani 1 1 d . . . H3 H 0.5860 0.5640 0.7190 0.045 Uiso 1 1 calc R . . C4 C 0.5881(4) 0.3704(5) 0.7337(3) 0.0302(11) Uani 1 1 d . . . C5 C 0.6091(4) 0.2763(4) 0.7907(3) 0.0251(11) Uani 1 1 d . . . C6 C 0.5603(4) 0.3297(6) 0.6569(3) 0.0406(14) Uani 1 1 d . . . H6 H 0.5439 0.3914 0.6194 0.049 Uiso 1 1 calc R . . C7 C 0.5570(4) 0.2060(6) 0.6369(3) 0.0374(13) Uani 1 1 d . . . H7 H 0.5380 0.1834 0.5862 0.045 Uiso 1 1 calc R . . C8 C 0.5823(4) 0.1079(5) 0.6925(3) 0.0301(12) Uani 1 1 d . . . C9 C 0.6053(4) 0.1431(5) 0.7701(3) 0.0272(11) Uani 1 1 d . . . C10 C 0.5878(4) -0.0220(5) 0.6741(3) 0.0388(13) Uani 1 1 d . . . H10 H 0.5728 -0.0492 0.6237 0.047 Uiso 1 1 calc R . . C11 C 0.6151(4) -0.1081(5) 0.7299(3) 0.0408(14) Uani 1 1 d . . . H11 H 0.6234 -0.1942 0.7177 0.049 Uiso 1 1 calc R . . C12 C 0.6307(4) -0.0669(5) 0.8060(3) 0.0370(13) Uani 1 1 d . . . H12 H 0.6454 -0.1282 0.8440 0.044 Uiso 1 1 calc R . . C13 C 0.6392(4) 0.2507(5) 1.0957(3) 0.0293(11) Uani 1 1 d . . . C14 C 0.6484(4) 0.3168(5) 1.1724(3) 0.0261(11) Uani 1 1 d . . . C15 C 0.6223(4) 0.2447(5) 1.2354(3) 0.0280(11) Uani 1 1 d . . . H15 H 0.6026 0.1592 1.2287 0.034 Uiso 1 1 calc R . . C16 C 0.6250(4) 0.2980(5) 1.3078(3) 0.0340(12) Uani 1 1 d . . . H16 H 0.6072 0.2486 1.3495 0.041 Uiso 1 1 calc R . . C17 C 0.6540(4) 0.4242(5) 1.3184(3) 0.0370(13) Uani 1 1 d . . . H17 H 0.6566 0.4601 1.3673 0.044 Uiso 1 1 calc R . . C18 C 0.6793(4) 0.4973(5) 1.2562(3) 0.0345(12) Uani 1 1 d . . . H18 H 0.6984 0.5828 1.2637 0.041 Uiso 1 1 calc R . . C19 C 0.6769(4) 0.4459(4) 1.1823(3) 0.0252(11) Uani 1 1 d . . . C20 C 0.7068(4) 0.5331(4) 1.1192(3) 0.0258(11) Uani 1 1 d . . . C21 C 0.6469(4) 0.6429(4) 1.1022(3) 0.0259(10) Uani 1 1 d . . . H21 H 0.5860 0.6610 1.1288 0.031 Uiso 1 1 calc R . . C22 C 0.6783(4) 0.7259(4) 1.0455(3) 0.0243(11) Uani 1 1 d . . . C23 C 0.6163(4) 0.8447(4) 1.0256(3) 0.0248(11) Uani 1 1 d . . . C24 C 0.7698(4) 0.6956(5) 1.0082(3) 0.0292(11) Uani 1 1 d . . . H24 H 0.7918 0.7519 0.9709 0.035 Uiso 1 1 calc R . . C25 C 0.7966(4) 0.5112(5) 1.0772(3) 0.0304(12) Uani 1 1 d . . . H25 H 0.8368 0.4372 1.0877 0.036 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 Lu1 0.03351(13) 0.01777(11) 0.02192(12) 0.00337(9) 0.00304(8) -0.00069(10) O1 0.091(3) 0.020(2) 0.027(2) 0.0003(16) 0.0099(19) -0.004(2) O2 0.115(4) 0.0226(19) 0.023(2) 0.0027(16) -0.002(2) -0.006(2) O3 0.033(2) 0.0280(19) 0.039(2) 0.0049(16) 0.0015(16) 0.0023(16) O4 0.050(2) 0.0203(17) 0.033(2) 0.0076(15) 0.0127(17) 0.0045(16) O5 0.055(2) 0.154(4) 0.044(2) -0.021(3) 0.0075(18) -0.014(3) O6 0.047(3) 0.134(5) 0.037(2) -0.016(3) 0.004(2) -0.003(3) O7 0.035(3) 0.138(5) 0.071(3) -0.022(3) 0.009(2) -0.019(3) N1 0.036(2) 0.023(2) 0.021(2) 0.0019(18) 0.0012(18) -0.0030(18) N2 0.037(2) 0.019(2) 0.027(2) 0.0000(18) 0.0055(18) -0.0024(18) N3 0.040(3) 0.030(2) 0.036(3) 0.002(2) 0.015(2) 0.005(2) N4 0.045(3) 0.142(4) 0.033(2) -0.019(3) 0.0087(19) -0.017(3) C1 0.048(3) 0.026(3) 0.029(3) -0.003(2) 0.001(2) -0.004(2) C2 0.051(4) 0.024(3) 0.038(3) 0.008(2) 0.000(3) -0.001(2) C3 0.046(3) 0.027(3) 0.040(3) 0.016(3) 0.005(3) 0.001(2) C4 0.030(3) 0.033(3) 0.028(3) 0.009(2) 0.004(2) 0.004(2) C5 0.028(3) 0.024(3) 0.024(3) 0.003(2) 0.007(2) 0.000(2) C6 0.044(3) 0.054(4) 0.024(3) 0.018(3) 0.003(2) 0.004(3) C7 0.040(3) 0.055(4) 0.018(3) 0.001(3) 0.006(2) -0.004(3) C8 0.027(3) 0.039(3) 0.025(3) -0.004(2) 0.005(2) -0.003(2) C9 0.027(3) 0.030(3) 0.025(3) 0.004(2) 0.003(2) -0.002(2) C10 0.041(3) 0.048(4) 0.028(3) -0.011(3) 0.004(2) -0.011(3) C11 0.044(3) 0.032(3) 0.047(3) -0.016(3) 0.006(3) -0.009(3) C12 0.050(3) 0.025(3) 0.036(3) 0.000(2) 0.003(3) -0.007(2) C13 0.038(3) 0.024(3) 0.027(3) 0.006(2) 0.004(2) -0.003(2) C14 0.028(3) 0.025(3) 0.025(3) 0.006(2) -0.002(2) 0.005(2) C15 0.034(3) 0.021(3) 0.029(3) 0.004(2) 0.001(2) 0.001(2) C16 0.042(3) 0.038(3) 0.022(3) 0.007(2) 0.006(2) 0.004(3) C17 0.048(3) 0.040(3) 0.022(3) -0.004(2) -0.001(2) 0.001(3) C18 0.041(3) 0.026(3) 0.036(3) -0.004(2) -0.002(2) -0.004(2) C19 0.027(3) 0.022(3) 0.027(3) 0.004(2) 0.002(2) 0.002(2) C20 0.032(3) 0.019(2) 0.027(3) 0.001(2) -0.001(2) -0.003(2) C21 0.027(3) 0.026(3) 0.025(2) 0.000(2) 0.000(2) 0.001(2) C22 0.035(3) 0.017(2) 0.021(2) 0.0020(19) -0.002(2) -0.002(2) C23 0.033(3) 0.017(2) 0.024(3) -0.002(2) -0.003(2) -0.001(2) C24 0.035(3) 0.025(3) 0.028(3) 0.005(2) 0.007(2) 0.003(2) C25 0.032(3) 0.024(3) 0.034(3) 0.000(2) 0.001(2) 0.006(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 Lu1 O3 2.185(3) 3_667 ? Lu1 O4 2.214(3) 1_545 ? Lu1 O2 2.296(4) . ? Lu1 O1 2.329(3) . ? Lu1 O6 2.380(4) . ? Lu1 O5 2.399(5) . ? Lu1 N1 2.462(4) . ? Lu1 N2 2.470(4) . ? O1 C13 1.240(6) . ? O2 C13 1.253(6) . ? O3 C23 1.258(6) . ? O3 Lu1 2.185(3) 3_667 ? O4 C23 1.266(5) . ? O4 Lu1 2.214(3) 1_565 ? O5 N4 1.251(6) . ? O6 N4 1.208(6) . ? O7 N4 1.210(6) . ? N1 C1 1.332(6) . ? N1 C5 1.359(6) . ? N2 C12 1.328(6) . ? N2 C9 1.361(6) . ? N3 C25 1.336(6) . ? N3 C24 1.337(6) . ? C1 C2 1.387(7) . ? C1 H1 0.9300 . ? C2 C3 1.359(7) . ? C2 H2 0.9300 . ? C3 C4 1.399(7) . ? C3 H3 0.9300 . ? C4 C5 1.409(6) . ? C4 C6 1.426(7) . ? C5 C9 1.435(7) . ? C6 C7 1.337(7) . ? C6 H6 0.9300 . ? C7 C8 1.431(7) . ? C7 H7 0.9300 . ? C8 C10 1.395(7) . ? C8 C9 1.413(7) . ? C10 C11 1.351(8) . ? C10 H10 0.9300 . ? C11 C12 1.396(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.503(7) . ? C14 C15 1.386(6) . ? C14 C19 1.400(7) . ? C15 C16 1.378(7) . ? C15 H15 0.9300 . ? C16 C17 1.373(7) . ? C16 H16 0.9300 . ? C17 C18 1.377(7) . ? C17 H17 0.9300 . ? C18 C19 1.394(7) . ? C18 H18 0.9300 . ? C19 C20 1.493(6) . ? C20 C21 1.386(6) . ? C20 C25 1.389(7) . ? C21 C22 1.388(6) . ? C21 H21 0.9300 . ? C22 C24 1.380(6) . ? C22 C23 1.487(6) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? 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 O3 Lu1 O4 94.55(12) 3_667 1_545 ? O3 Lu1 O2 86.33(15) 3_667 . ? O4 Lu1 O2 136.29(12) 1_545 . ? O3 Lu1 O1 86.82(14) 3_667 . ? O4 Lu1 O1 80.87(12) 1_545 . ? O2 Lu1 O1 55.50(12) . . ? O3 Lu1 O6 149.69(14) 3_667 . ? O4 Lu1 O6 91.88(16) 1_545 . ? O2 Lu1 O6 108.88(17) . . ? O1 Lu1 O6 123.46(15) . . ? O3 Lu1 O5 158.93(14) 3_667 . ? O4 Lu1 O5 87.71(17) 1_545 . ? O2 Lu1 O5 77.75(17) . . ? O1 Lu1 O5 72.83(15) . . ? O6 Lu1 O5 50.79(15) . . ? O3 Lu1 N1 81.95(13) 3_667 . ? O4 Lu1 N1 147.00(13) 1_545 . ? O2 Lu1 N1 76.48(13) . . ? O1 Lu1 N1 131.27(12) . . ? O6 Lu1 N1 76.68(16) . . ? O5 Lu1 N1 107.18(17) . . ? O3 Lu1 N2 80.83(13) 3_667 . ? O4 Lu1 N2 80.16(12) 1_545 . ? O2 Lu1 N2 142.43(13) . . ? O1 Lu1 N2 156.40(13) . . ? O6 Lu1 N2 71.14(14) . . ? O5 Lu1 N2 120.14(14) . . ? N1 Lu1 N2 66.87(13) . . ? C13 O1 Lu1 91.5(3) . . ? C13 O2 Lu1 92.6(3) . . ? C23 O3 Lu1 150.3(3) . 3_667 ? C23 O4 Lu1 136.8(3) . 1_565 ? N4 O5 Lu1 96.9(4) . . ? N4 O6 Lu1 99.2(4) . . ? C1 N1 C5 118.3(4) . . ? C1 N1 Lu1 123.4(3) . . ? C5 N1 Lu1 118.2(3) . . ? C12 N2 C9 117.1(4) . . ? C12 N2 Lu1 124.8(3) . . ? C9 N2 Lu1 118.1(3) . . ? C25 N3 C24 117.1(4) . . ? O6 N4 O7 123.6(5) . . ? O6 N4 O5 112.9(5) . . ? O7 N4 O5 123.3(5) . . ? N1 C1 C2 122.5(5) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 120.2(5) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 119.0(5) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 118.1(5) . . ? C3 C4 C6 123.4(5) . . ? C5 C4 C6 118.6(5) . . ? N1 C5 C4 121.9(4) . . ? N1 C5 C9 118.4(4) . . ? C4 C5 C9 119.7(4) . . ? C7 C6 C4 122.3(5) . . ? C7 C6 H6 118.9 . . ? C4 C6 H6 118.9 . . ? C6 C7 C8 120.8(5) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C10 C8 C9 117.6(5) . . ? C10 C8 C7 123.3(5) . . ? C9 C8 C7 119.0(5) . . ? N2 C9 C8 122.6(4) . . ? N2 C9 C5 117.9(4) . . ? C8 C9 C5 119.5(4) . . ? C11 C10 C8 119.5(5) . . ? C11 C10 H10 120.2 . . ? C8 C10 H10 120.2 . . ? C10 C11 C12 119.6(5) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? N2 C12 C11 123.4(5) . . ? N2 C12 H12 118.3 . . ? C11 C12 H12 118.3 . . ? O1 C13 O2 119.5(5) . . ? O1 C13 C14 119.8(4) . . ? O2 C13 C14 120.6(4) . . ? C15 C14 C19 119.6(4) . . ? C15 C14 C13 116.6(4) . . ? C19 C14 C13 123.7(4) . . ? C16 C15 C14 120.9(5) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C17 C16 C15 120.0(5) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 119.7(5) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C17 C18 C19 121.5(5) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? C18 C19 C14 118.3(4) . . ? C18 C19 C20 117.2(4) . . ? C14 C19 C20 124.6(4) . . ? C21 C20 C25 117.3(4) . . ? C21 C20 C19 120.4(4) . . ? C25 C20 C19 122.2(4) . . ? C20 C21 C22 119.8(4) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C24 C22 C21 118.0(4) . . ? C24 C22 C23 120.5(4) . . ? C21 C22 C23 121.4(4) . . ? O3 C23 O4 124.0(4) . . ? O3 C23 C22 118.5(4) . . ? O4 C23 C22 117.5(4) . . ? N3 C24 C22 123.7(4) . . ? N3 C24 H24 118.2 . . ? C22 C24 H24 118.2 . . ? N3 C25 C20 124.1(4) . . ? N3 C25 H25 118.0 . . ? C20 C25 H25 118.0 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.653 _refine_diff_density_min -1.175 _refine_diff_density_rms 0.114 data_Tm _database_code_depnum_ccdc_archive 'CCDC 900093' #TrackingRef 'P21n Tm.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H15 N4 O7 Tm' _chemical_formula_weight 652.34 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' Tm Tm -0.3139 5.2483 '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 12.366(8) _cell_length_b 10.426(7) _cell_length_c 17.438(12) _cell_angle_alpha 90.00 _cell_angle_beta 93.717(7) _cell_angle_gamma 90.00 _cell_volume 2244(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.931 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 4.012 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3996 _exptl_absorpt_correction_T_max 0.4723 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 15657 _diffrn_reflns_av_R_equivalents 0.0827 _diffrn_reflns_av_sigmaI/netI 0.0795 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4183 _reflns_number_gt 2954 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0488P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4183 _refine_ls_number_parameters 334 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0776 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1114 _refine_ls_wR_factor_gt 0.0996 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tm1 Tm 0.34878(3) 0.63300(3) 0.03919(2) 0.03027(14) Uani 1 1 d . . . O1 O 0.3633(6) 0.8148(5) -0.0351(3) 0.0564(19) Uani 1 1 d . . . O2 O 0.3678(5) 0.6328(5) -0.0934(3) 0.0467(16) Uani 1 1 d . . . O3 O 0.4726(5) 1.3595(5) -0.0534(3) 0.0379(14) Uani 1 1 d . . . O4 O 0.3419(5) 1.4228(5) 0.0187(3) 0.0404(15) Uani 1 1 d . . . O5 O 0.1697(6) 0.6499(8) -0.0236(4) 0.083(2) Uani 1 1 d U . . O6 O 0.1774(6) 0.6336(7) 0.0951(4) 0.073(2) Uani 1 1 d . . . O7 O 0.0224(6) 0.6526(8) 0.0365(5) 0.085(3) Uani 1 1 d . . . N1 N 0.3665(5) 0.8084(6) 0.1348(4) 0.0345(16) Uani 1 1 d . . . N2 N 0.3733(5) 0.5548(6) 0.1746(4) 0.0325(16) Uani 1 1 d . . . N3 N 0.1709(6) 1.0879(7) -0.0237(4) 0.0425(18) Uani 1 1 d . . . N4 N 0.1183(8) 0.6471(10) 0.0370(5) 0.078(2) Uani 1 1 d U . . C1 C 0.3591(7) 0.9310(7) 0.1162(5) 0.041(2) Uani 1 1 d . . . H1 H 0.3415 0.9527 0.0652 0.049 Uiso 1 1 calc R . . C2 C 0.3764(8) 1.0292(8) 0.1698(5) 0.047(2) Uani 1 1 d . . . H2 H 0.3701 1.1145 0.1546 0.056 Uiso 1 1 calc R . . C3 C 0.4024(7) 0.9991(8) 0.2444(5) 0.042(2) Uani 1 1 d . . . H3 H 0.4149 1.0640 0.2805 0.050 Uiso 1 1 calc R . . C4 C 0.4106(7) 0.8697(8) 0.2674(5) 0.039(2) Uani 1 1 d . . . C5 C 0.3916(6) 0.7783(7) 0.2094(5) 0.0298(19) Uani 1 1 d . . . C6 C 0.4402(8) 0.8308(9) 0.3431(5) 0.047(2) Uani 1 1 d . . . H6 H 0.4583 0.8925 0.3802 0.056 Uiso 1 1 calc R . . C7 C 0.4428(7) 0.7070(9) 0.3628(5) 0.045(2) Uani 1 1 d . . . H7 H 0.4616 0.6844 0.4135 0.054 Uiso 1 1 calc R . . C8 C 0.4174(6) 0.6096(8) 0.3081(5) 0.035(2) Uani 1 1 d . . . C9 C 0.3944(6) 0.6443(7) 0.2307(5) 0.0321(19) Uani 1 1 d . . . C10 C 0.4132(7) 0.4810(9) 0.3262(5) 0.046(2) Uani 1 1 d . . . H10 H 0.4295 0.4545 0.3766 0.055 Uiso 1 1 calc R . . C11 C 0.3856(8) 0.3936(9) 0.2714(5) 0.049(2) Uani 1 1 d . . . H11 H 0.3771 0.3076 0.2838 0.058 Uiso 1 1 calc R . . C12 C 0.3702(7) 0.4356(9) 0.1963(5) 0.044(2) Uani 1 1 d . . . H12 H 0.3566 0.3739 0.1584 0.053 Uiso 1 1 calc R . . C13 C 0.3607(7) 0.7502(8) -0.0968(4) 0.033(2) Uani 1 1 d . . . C14 C 0.3522(6) 0.8168(7) -0.1735(4) 0.0279(18) Uani 1 1 d . . . C15 C 0.3779(6) 0.7456(7) -0.2356(4) 0.0322(19) Uani 1 1 d . . . H15 H 0.3978 0.6601 -0.2286 0.039 Uiso 1 1 calc R . . C16 C 0.3750(7) 0.7971(8) -0.3076(5) 0.040(2) Uani 1 1 d . . . H16 H 0.3918 0.7472 -0.3494 0.047 Uiso 1 1 calc R . . C17 C 0.3471(7) 0.9236(9) -0.3174(5) 0.043(2) Uani 1 1 d . . . H17 H 0.3464 0.9601 -0.3661 0.052 Uiso 1 1 calc R . . C18 C 0.3200(7) 0.9970(8) -0.2559(5) 0.042(2) Uani 1 1 d . . . H18 H 0.2994 1.0820 -0.2636 0.050 Uiso 1 1 calc R . . C19 C 0.3233(6) 0.9455(7) -0.1835(5) 0.0318(19) Uani 1 1 d . . . C20 C 0.2928(6) 1.0337(7) -0.1201(5) 0.0285(18) Uani 1 1 d . . . C21 C 0.3529(6) 1.1423(7) -0.1021(4) 0.0308(18) Uani 1 1 d . . . H21 H 0.4145 1.1602 -0.1281 0.037 Uiso 1 1 calc R . . C22 C 0.3221(6) 1.2240(7) -0.0459(4) 0.0292(19) Uani 1 1 d . . . C23 C 0.3842(7) 1.3428(7) -0.0255(5) 0.033(2) Uani 1 1 d . . . C24 C 0.2293(6) 1.1953(8) -0.0083(5) 0.036(2) Uani 1 1 d . . . H24 H 0.2067 1.2520 0.0286 0.043 Uiso 1 1 calc R . . C25 C 0.2048(7) 1.0108(7) -0.0780(5) 0.037(2) Uani 1 1 d . . . H25 H 0.1659 0.9357 -0.0882 0.044 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 Tm1 0.0379(2) 0.02252(19) 0.0314(2) -0.00317(17) 0.00998(15) 0.00080(18) O1 0.110(6) 0.025(3) 0.035(4) -0.001(3) 0.009(4) 0.009(3) O2 0.080(5) 0.020(3) 0.042(4) 0.003(3) 0.017(3) 0.005(3) O3 0.036(3) 0.031(3) 0.048(4) -0.009(3) 0.013(3) 0.000(3) O4 0.053(4) 0.026(3) 0.045(4) -0.004(3) 0.021(3) -0.005(3) O5 0.053(4) 0.151(6) 0.047(4) 0.020(4) 0.007(3) 0.007(4) O6 0.048(4) 0.133(7) 0.041(4) 0.012(4) 0.017(3) 0.001(4) O7 0.038(5) 0.132(8) 0.087(6) 0.023(5) 0.015(4) 0.018(5) N1 0.040(4) 0.033(4) 0.031(4) 0.001(3) 0.008(3) -0.004(3) N2 0.040(4) 0.027(4) 0.031(4) 0.002(3) 0.005(3) 0.000(3) N3 0.048(5) 0.038(4) 0.043(5) -0.005(3) 0.018(4) -0.003(4) N4 0.047(4) 0.146(6) 0.043(4) 0.020(4) 0.009(3) 0.007(4) C1 0.061(6) 0.022(4) 0.039(5) 0.005(4) 0.008(5) -0.002(4) C2 0.066(7) 0.024(4) 0.051(6) -0.005(4) 0.009(5) 0.003(4) C3 0.040(6) 0.036(5) 0.053(6) -0.016(5) 0.023(5) -0.006(4) C4 0.034(5) 0.036(5) 0.048(5) -0.011(4) 0.011(4) -0.009(4) C5 0.031(5) 0.026(4) 0.034(5) -0.007(4) 0.015(4) -0.005(4) C6 0.053(6) 0.051(6) 0.039(5) -0.019(5) 0.011(5) 0.001(5) C7 0.038(6) 0.068(7) 0.030(5) 0.002(5) 0.009(4) -0.003(5) C8 0.033(5) 0.041(5) 0.030(5) 0.001(4) 0.009(4) 0.003(4) C9 0.027(4) 0.030(4) 0.041(5) 0.004(4) 0.014(4) -0.002(4) C10 0.050(6) 0.048(6) 0.040(5) 0.007(5) 0.018(5) 0.012(5) C11 0.056(6) 0.040(5) 0.052(6) 0.011(5) 0.018(5) 0.013(5) C12 0.053(6) 0.041(5) 0.037(5) 0.006(4) 0.009(5) -0.003(5) C13 0.034(5) 0.040(5) 0.026(5) -0.003(4) 0.011(4) 0.001(4) C14 0.027(5) 0.027(4) 0.031(4) -0.003(4) 0.010(4) -0.006(3) C15 0.035(5) 0.029(4) 0.033(5) -0.008(4) 0.007(4) -0.004(4) C16 0.042(6) 0.038(5) 0.041(5) -0.009(4) 0.013(4) 0.000(4) C17 0.051(6) 0.048(5) 0.030(5) 0.003(4) 0.005(4) -0.010(5) C18 0.048(6) 0.035(5) 0.042(5) 0.006(4) 0.003(5) 0.006(4) C19 0.027(5) 0.030(4) 0.039(5) -0.001(4) 0.008(4) 0.001(4) C20 0.028(5) 0.023(4) 0.037(5) 0.001(4) 0.017(4) 0.004(3) C21 0.034(5) 0.024(4) 0.035(4) 0.002(4) 0.008(4) 0.002(4) C22 0.038(5) 0.021(4) 0.029(4) -0.004(3) 0.008(4) 0.000(4) C23 0.044(6) 0.023(4) 0.032(5) 0.004(3) 0.002(4) 0.007(4) C24 0.034(5) 0.033(5) 0.042(5) -0.006(4) 0.012(4) 0.001(4) C25 0.046(6) 0.023(4) 0.043(5) -0.005(4) 0.009(4) -0.001(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 Tm1 O3 2.208(6) 3_675 ? Tm1 O4 2.222(5) 1_545 ? Tm1 O1 2.310(6) . ? Tm1 O2 2.339(6) . ? Tm1 O6 2.389(7) . ? Tm1 O5 2.412(7) . ? Tm1 N1 2.475(7) . ? Tm1 N2 2.498(6) . ? O1 C13 1.268(9) . ? O2 C13 1.228(9) . ? O3 C23 1.238(10) . ? O3 Tm1 2.208(6) 3_675 ? O4 C23 1.270(9) . ? O4 Tm1 2.222(5) 1_565 ? O5 N4 1.269(10) . ? O6 N4 1.218(10) . ? O7 N4 1.187(10) . ? N1 C1 1.320(10) . ? N1 C5 1.355(10) . ? N2 C12 1.300(10) . ? N2 C9 1.365(10) . ? N3 C25 1.330(10) . ? N3 C24 1.350(10) . ? C1 C2 1.394(11) . ? C1 H1 0.9300 . ? C2 C3 1.357(12) . ? C2 H2 0.9300 . ? C3 C4 1.409(11) . ? C3 H3 0.9300 . ? C4 C5 1.399(11) . ? C4 C6 1.406(12) . ? C5 C9 1.445(10) . ? C6 C7 1.336(12) . ? C6 H6 0.9300 . ? C7 C8 1.415(12) . ? C7 H7 0.9300 . ? C8 C10 1.380(11) . ? C8 C9 1.407(11) . ? C10 C11 1.349(12) . ? C10 H10 0.9300 . ? C11 C12 1.383(12) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.505(11) . ? C14 C15 1.368(10) . ? C14 C19 1.397(10) . ? C15 C16 1.364(11) . ? C15 H15 0.9300 . ? C16 C17 1.371(12) . ? C16 H16 0.9300 . ? C17 C18 1.376(11) . ? C17 H17 0.9300 . ? C18 C19 1.370(11) . ? C18 H18 0.9300 . ? C19 C20 1.505(10) . ? C20 C25 1.373(11) . ? C20 C21 1.380(10) . ? C21 C22 1.370(10) . ? C21 H21 0.9300 . ? C22 C24 1.391(10) . ? C22 C23 1.488(10) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? 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 O3 Tm1 O4 94.61(19) 3_675 1_545 ? O3 Tm1 O1 85.4(2) 3_675 . ? O4 Tm1 O1 136.3(2) 1_545 . ? O3 Tm1 O2 87.0(2) 3_675 . ? O4 Tm1 O2 81.10(19) 1_545 . ? O1 Tm1 O2 55.26(19) . . ? O3 Tm1 O6 149.5(2) 3_675 . ? O4 Tm1 O6 92.4(2) 1_545 . ? O1 Tm1 O6 109.3(3) . . ? O2 Tm1 O6 123.5(2) . . ? O3 Tm1 O5 158.5(2) 3_675 . ? O4 Tm1 O5 88.5(3) 1_545 . ? O1 Tm1 O5 77.8(3) . . ? O2 Tm1 O5 72.5(2) . . ? O6 Tm1 O5 51.2(2) . . ? O3 Tm1 N1 81.6(2) 3_675 . ? O4 Tm1 N1 147.0(2) 1_545 . ? O1 Tm1 N1 76.4(2) . . ? O2 Tm1 N1 131.0(2) . . ? O6 Tm1 N1 76.4(2) . . ? O5 Tm1 N1 106.9(3) . . ? O3 Tm1 N2 81.2(2) 3_675 . ? O4 Tm1 N2 80.3(2) 1_545 . ? O1 Tm1 N2 142.1(2) . . ? O2 Tm1 N2 157.0(2) . . ? O6 Tm1 N2 70.9(2) . . ? O5 Tm1 N2 120.3(2) . . ? N1 Tm1 N2 66.7(2) . . ? C13 O1 Tm1 92.3(5) . . ? C13 O2 Tm1 92.0(5) . . ? C23 O3 Tm1 149.8(6) . 3_675 ? C23 O4 Tm1 137.1(5) . 1_565 ? N4 O5 Tm1 96.6(6) . . ? N4 O6 Tm1 99.3(6) . . ? C1 N1 C5 118.0(7) . . ? C1 N1 Tm1 123.2(5) . . ? C5 N1 Tm1 118.7(5) . . ? C12 N2 C9 116.9(7) . . ? C12 N2 Tm1 125.6(6) . . ? C9 N2 Tm1 117.4(5) . . ? C25 N3 C24 117.0(7) . . ? O7 N4 O6 123.8(9) . . ? O7 N4 O5 123.2(9) . . ? O6 N4 O5 112.9(9) . . ? N1 C1 C2 122.8(8) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C3 C2 C1 119.3(8) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 120.1(8) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C6 120.2(8) . . ? C5 C4 C3 116.2(8) . . ? C6 C4 C3 123.5(8) . . ? N1 C5 C4 123.6(7) . . ? N1 C5 C9 118.2(7) . . ? C4 C5 C9 118.2(8) . . ? C7 C6 C4 121.4(8) . . ? C7 C6 H6 119.3 . . ? C4 C6 H6 119.3 . . ? C6 C7 C8 121.2(8) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C10 C8 C9 117.5(8) . . ? C10 C8 C7 123.5(8) . . ? C9 C8 C7 119.0(8) . . ? N2 C9 C8 121.9(7) . . ? N2 C9 C5 118.4(7) . . ? C8 C9 C5 119.7(7) . . ? C11 C10 C8 120.4(8) . . ? C11 C10 H10 119.8 . . ? C8 C10 H10 119.8 . . ? C10 C11 C12 118.0(9) . . ? C10 C11 H11 121.0 . . ? C12 C11 H11 121.0 . . ? N2 C12 C11 125.0(9) . . ? N2 C12 H12 117.5 . . ? C11 C12 H12 117.5 . . ? O2 C13 O1 119.4(8) . . ? O2 C13 C14 120.2(7) . . ? O1 C13 C14 120.3(7) . . ? C15 C14 C19 119.5(7) . . ? C15 C14 C13 116.5(7) . . ? C19 C14 C13 123.9(7) . . ? C16 C15 C14 121.4(8) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C17 119.0(8) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? C16 C17 C18 120.6(8) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C19 C18 C17 120.4(8) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C14 118.9(7) . . ? C18 C19 C20 116.4(7) . . ? C14 C19 C20 124.6(7) . . ? C25 C20 C21 117.1(7) . . ? C25 C20 C19 122.2(7) . . ? C21 C20 C19 120.8(7) . . ? C22 C21 C20 120.1(7) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C24 118.6(7) . . ? C21 C22 C23 121.7(7) . . ? C24 C22 C23 119.6(7) . . ? O3 C23 O4 123.7(7) . . ? O3 C23 C22 118.6(7) . . ? O4 C23 C22 117.7(8) . . ? N3 C24 C22 122.1(7) . . ? N3 C24 H24 118.9 . . ? C22 C24 H24 118.9 . . ? N3 C25 C20 124.9(8) . . ? N3 C25 H25 117.5 . . ? C20 C25 H25 117.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Tm1 O1 C13 95.0(5) 3_675 . . . ? O4 Tm1 O1 C13 3.2(7) 1_545 . . . ? O2 Tm1 O1 C13 5.6(5) . . . . ? O6 Tm1 O1 C13 -112.4(5) . . . . ? O5 Tm1 O1 C13 -71.5(5) . . . . ? N1 Tm1 O1 C13 177.5(6) . . . . ? N2 Tm1 O1 C13 164.3(5) . . . . ? O3 Tm1 O2 C13 -92.3(5) 3_675 . . . ? O4 Tm1 O2 C13 172.6(5) 1_545 . . . ? O1 Tm1 O2 C13 -5.7(5) . . . . ? O6 Tm1 O2 C13 85.5(6) . . . . ? O5 Tm1 O2 C13 81.3(5) . . . . ? N1 Tm1 O2 C13 -16.2(6) . . . . ? N2 Tm1 O2 C13 -151.1(6) . . . . ? O3 Tm1 O5 N4 -165.4(6) 3_675 . . . ? O4 Tm1 O5 N4 95.7(7) 1_545 . . . ? O1 Tm1 O5 N4 -126.1(7) . . . . ? O2 Tm1 O5 N4 176.8(7) . . . . ? O6 Tm1 O5 N4 1.4(6) . . . . ? N1 Tm1 O5 N4 -54.6(7) . . . . ? N2 Tm1 O5 N4 17.8(8) . . . . ? O3 Tm1 O6 N4 169.1(6) 3_675 . . . ? O4 Tm1 O6 N4 -87.6(7) 1_545 . . . ? O1 Tm1 O6 N4 53.8(7) . . . . ? O2 Tm1 O6 N4 -6.6(8) . . . . ? O5 Tm1 O6 N4 -1.4(7) . . . . ? N1 Tm1 O6 N4 123.9(7) . . . . ? N2 Tm1 O6 N4 -166.4(7) . . . . ? O3 Tm1 N1 C1 98.8(7) 3_675 . . . ? O4 Tm1 N1 C1 -175.6(6) 1_545 . . . ? O1 Tm1 N1 C1 11.5(6) . . . . ? O2 Tm1 N1 C1 20.3(8) . . . . ? O6 Tm1 N1 C1 -102.5(7) . . . . ? O5 Tm1 N1 C1 -60.9(7) . . . . ? N2 Tm1 N1 C1 -177.3(7) . . . . ? O3 Tm1 N1 C5 -77.1(6) 3_675 . . . ? O4 Tm1 N1 C5 8.5(8) 1_545 . . . ? O1 Tm1 N1 C5 -164.4(6) . . . . ? O2 Tm1 N1 C5 -155.6(5) . . . . ? O6 Tm1 N1 C5 81.6(6) . . . . ? O5 Tm1 N1 C5 123.2(6) . . . . ? N2 Tm1 N1 C5 6.9(5) . . . . ? O3 Tm1 N2 C12 -100.0(7) 3_675 . . . ? O4 Tm1 N2 C12 -3.7(7) 1_545 . . . ? O1 Tm1 N2 C12 -170.6(6) . . . . ? O2 Tm1 N2 C12 -40.2(10) . . . . ? O6 Tm1 N2 C12 92.3(7) . . . . ? O5 Tm1 N2 C12 78.8(7) . . . . ? N1 Tm1 N2 C12 175.4(7) . . . . ? O3 Tm1 N2 C9 78.4(5) 3_675 . . . ? O4 Tm1 N2 C9 174.7(6) 1_545 . . . ? O1 Tm1 N2 C9 7.8(7) . . . . ? O2 Tm1 N2 C9 138.2(6) . . . . ? O6 Tm1 N2 C9 -89.3(6) . . . . ? O5 Tm1 N2 C9 -102.8(6) . . . . ? N1 Tm1 N2 C9 -6.2(5) . . . . ? Tm1 O6 N4 O7 179.9(11) . . . . ? Tm1 O6 N4 O5 2.3(11) . . . . ? Tm1 O5 N4 O7 -179.8(11) . . . . ? Tm1 O5 N4 O6 -2.3(11) . . . . ? C5 N1 C1 C2 0.3(13) . . . . ? Tm1 N1 C1 C2 -175.6(7) . . . . ? N1 C1 C2 C3 0.2(14) . . . . ? C1 C2 C3 C4 -0.7(14) . . . . ? C2 C3 C4 C5 0.6(12) . . . . ? C2 C3 C4 C6 178.1(9) . . . . ? C1 N1 C5 C4 -0.5(12) . . . . ? Tm1 N1 C5 C4 175.6(6) . . . . ? C1 N1 C5 C9 176.9(7) . . . . ? Tm1 N1 C5 C9 -7.0(9) . . . . ? C6 C4 C5 N1 -177.6(8) . . . . ? C3 C4 C5 N1 0.0(12) . . . . ? C6 C4 C5 C9 5.0(12) . . . . ? C3 C4 C5 C9 -177.3(7) . . . . ? C5 C4 C6 C7 -5.2(13) . . . . ? C3 C4 C6 C7 177.3(9) . . . . ? C4 C6 C7 C8 0.9(14) . . . . ? C6 C7 C8 C10 -176.4(9) . . . . ? C6 C7 C8 C9 3.2(13) . . . . ? C12 N2 C9 C8 3.3(11) . . . . ? Tm1 N2 C9 C8 -175.2(6) . . . . ? C12 N2 C9 C5 -176.1(7) . . . . ? Tm1 N2 C9 C5 5.4(9) . . . . ? C10 C8 C9 N2 -2.9(12) . . . . ? C7 C8 C9 N2 177.4(7) . . . . ? C10 C8 C9 C5 176.5(7) . . . . ? C7 C8 C9 C5 -3.2(12) . . . . ? N1 C5 C9 N2 1.0(11) . . . . ? C4 C5 C9 N2 178.5(7) . . . . ? N1 C5 C9 C8 -178.4(7) . . . . ? C4 C5 C9 C8 -0.9(11) . . . . ? C9 C8 C10 C11 -1.4(13) . . . . ? C7 C8 C10 C11 178.2(8) . . . . ? C8 C10 C11 C12 5.0(13) . . . . ? C9 N2 C12 C11 0.6(13) . . . . ? Tm1 N2 C12 C11 179.0(7) . . . . ? C10 C11 C12 N2 -4.8(14) . . . . ? Tm1 O2 C13 O1 9.9(8) . . . . ? Tm1 O2 C13 C14 -171.8(7) . . . . ? Tm1 O1 C13 O2 -10.0(9) . . . . ? Tm1 O1 C13 C14 171.7(7) . . . . ? O2 C13 C14 C15 -14.8(12) . . . . ? O1 C13 C14 C15 163.5(8) . . . . ? O2 C13 C14 C19 167.3(8) . . . . ? O1 C13 C14 C19 -14.5(12) . . . . ? C19 C14 C15 C16 -0.6(12) . . . . ? C13 C14 C15 C16 -178.7(7) . . . . ? C14 C15 C16 C17 0.9(13) . . . . ? C15 C16 C17 C18 -1.4(13) . . . . ? C16 C17 C18 C19 1.7(13) . . . . ? C17 C18 C19 C14 -1.4(13) . . . . ? C17 C18 C19 C20 179.7(7) . . . . ? C15 C14 C19 C18 0.9(12) . . . . ? C13 C14 C19 C18 178.8(8) . . . . ? C15 C14 C19 C20 179.7(7) . . . . ? C13 C14 C19 C20 -2.4(12) . . . . ? C18 C19 C20 C25 117.2(9) . . . . ? C14 C19 C20 C25 -61.5(11) . . . . ? C18 C19 C20 C21 -62.5(11) . . . . ? C14 C19 C20 C21 118.7(9) . . . . ? C25 C20 C21 C22 -1.9(12) . . . . ? C19 C20 C21 C22 177.8(7) . . . . ? C20 C21 C22 C24 -0.5(12) . . . . ? C20 C21 C22 C23 -179.3(7) . . . . ? Tm1 O3 C23 O4 73.0(13) 3_675 . . . ? Tm1 O3 C23 C22 -108.4(10) 3_675 . . . ? Tm1 O4 C23 O3 26.6(13) 1_565 . . . ? Tm1 O4 C23 C22 -152.1(6) 1_565 . . . ? C21 C22 C23 O3 -9.0(12) . . . . ? C24 C22 C23 O3 172.2(8) . . . . ? C21 C22 C23 O4 169.8(7) . . . . ? C24 C22 C23 O4 -9.1(11) . . . . ? C25 N3 C24 C22 -1.4(12) . . . . ? C21 C22 C24 N3 2.2(13) . . . . ? C23 C22 C24 N3 -178.9(7) . . . . ? C24 N3 C25 C20 -1.3(13) . . . . ? C21 C20 C25 N3 2.9(13) . . . . ? C19 C20 C25 N3 -176.8(8) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.787 _refine_diff_density_min -0.921 _refine_diff_density_rms 0.164 data_r-3 _database_code_depnum_ccdc_archive 'CCDC 900094' #TrackingRef 'R-3 Sm.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H25 N4 O9 Sm' _chemical_formula_weight 831.97 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' Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 31.18(3) _cell_length_b 31.18(3) _cell_length_c 18.229(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15353(27) _cell_formula_units_Z 18 _cell_measurement_temperature 296(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 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7470 _exptl_absorpt_coefficient_mu 1.785 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7166 _exptl_absorpt_correction_T_max 0.7394 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17322 _diffrn_reflns_av_R_equivalents 0.0837 _diffrn_reflns_av_sigmaI/netI 0.1072 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.10 _reflns_number_total 5935 _reflns_number_gt 3666 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0698P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5935 _refine_ls_number_parameters 470 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1054 _refine_ls_R_factor_gt 0.0568 _refine_ls_wR_factor_ref 0.1514 _refine_ls_wR_factor_gt 0.1292 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 Sm1 Sm 0.631082(14) 0.841559(15) 0.41971(2) 0.03279(17) Uani 1 1 d . . . O1 O 0.5958(2) 0.7885(2) 0.5311(3) 0.0560(17) Uani 1 1 d . . . O2 O 0.5464(2) 0.7684(2) 0.4344(3) 0.0480(15) Uani 1 1 d . . . O3 O 0.3922(3) 0.6035(2) 0.2146(4) 0.0698(19) Uani 1 1 d . . . H3 H 0.3706 0.5761 0.2006 0.105 Uiso 1 1 calc R . . O4 O 0.4053(3) 0.5654(3) 0.3093(4) 0.072(2) Uani 1 1 d . . . O5 O 0.6803(2) 0.93485(18) 0.3857(3) 0.0430(14) Uani 1 1 d . . . O6 O 0.69879(19) 0.88723(18) 0.3194(3) 0.0400(13) Uani 1 1 d . . . O7 O 0.82552(19) 1.08234(19) 0.6388(3) 0.0397(13) Uani 1 1 d . . . O8 O 0.8369(2) 1.13414(19) 0.5441(3) 0.0462(15) Uani 1 1 d . . . O9 O 0.6185(7) 0.8260(4) 0.6843(6) 0.296(12) Uani 1 1 d . . . H1W H 0.6119 0.8151 0.6406 0.355 Uiso 1 1 d R . . H2W H 0.6298 0.8443 0.6459 0.355 Uiso 1 1 d R . . N1 N 0.4267(3) 0.7278(3) 0.3425(5) 0.070(2) Uani 1 1 d . . . N2 N 0.8247(3) 0.9795(2) 0.4884(4) 0.0434(17) Uani 1 1 d . . . N3 N 0.5753(2) 0.8754(2) 0.4709(3) 0.0359(16) Uani 1 1 d . . . N4 N 0.6644(2) 0.8997(2) 0.5356(3) 0.0397(16) Uani 1 1 d . . . C1 C 0.5540(3) 0.7614(3) 0.5005(5) 0.044(2) Uani 1 1 d . . . C2 C 0.5126(3) 0.7206(3) 0.5460(5) 0.043(2) Uani 1 1 d . . . C3 C 0.5243(4) 0.7116(4) 0.6175(5) 0.060(3) Uani 1 1 d . . . H3A H 0.5565 0.7307 0.6347 0.072 Uiso 1 1 calc R . . C4 C 0.4895(4) 0.6754(4) 0.6623(6) 0.073(3) Uani 1 1 d . . . H4 H 0.4980 0.6700 0.7089 0.087 Uiso 1 1 calc R . . C5 C 0.4412(4) 0.6469(4) 0.6362(6) 0.079(3) Uani 1 1 d . . . H5 H 0.4171 0.6227 0.6661 0.095 Uiso 1 1 calc R . . C6 C 0.4290(4) 0.6542(4) 0.5674(6) 0.069(3) Uani 1 1 d . . . H6 H 0.3966 0.6346 0.5513 0.083 Uiso 1 1 calc R . . C7 C 0.4639(3) 0.6903(3) 0.5202(5) 0.050(2) Uani 1 1 d . . . C8 C 0.4476(3) 0.6899(3) 0.4433(5) 0.052(2) Uani 1 1 d . . . C9 C 0.4422(4) 0.7281(4) 0.4112(6) 0.062(3) Uani 1 1 d . . . H9 H 0.4500 0.7557 0.4400 0.075 Uiso 1 1 calc R . . C10 C 0.4155(4) 0.6871(4) 0.3011(6) 0.061(3) Uani 1 1 d . . . H10 H 0.4061 0.6867 0.2526 0.073 Uiso 1 1 calc R . . C11 C 0.4175(3) 0.6460(3) 0.3270(5) 0.053(2) Uani 1 1 d . . . C12 C 0.4344(3) 0.6487(3) 0.3989(5) 0.053(2) Uani 1 1 d . . . H12 H 0.4369 0.6223 0.4176 0.063 Uiso 1 1 calc R . . C13 C 0.4043(3) 0.6004(4) 0.2844(5) 0.052(2) Uani 1 1 d . . . C14 C 0.7046(3) 0.9298(3) 0.3347(4) 0.0365(19) Uani 1 1 d . . . C15 C 0.7388(3) 0.9735(3) 0.2875(4) 0.0324(18) Uani 1 1 d . . . C16 C 0.7278(3) 0.9740(3) 0.2142(5) 0.050(2) Uani 1 1 d . . . H16 H 0.7008 0.9463 0.1939 0.059 Uiso 1 1 calc R . . C17 C 0.7563(4) 1.0153(3) 0.1695(5) 0.057(3) Uani 1 1 d . . . H17 H 0.7482 1.0151 0.1204 0.069 Uiso 1 1 calc R . . C18 C 0.7963(4) 1.0560(3) 0.1993(5) 0.053(2) Uani 1 1 d . . . H18 H 0.8153 1.0836 0.1701 0.064 Uiso 1 1 calc R . . C19 C 0.8091(3) 1.0565(3) 0.2729(5) 0.046(2) Uani 1 1 d . . . H19 H 0.8365 1.0843 0.2922 0.055 Uiso 1 1 calc R . . C20 C 0.7804(3) 1.0149(3) 0.3179(4) 0.0346(18) Uani 1 1 d . . . C21 C 0.7962(3) 1.0154(3) 0.3957(4) 0.0321(18) Uani 1 1 d . . . C22 C 0.8067(3) 0.9795(3) 0.4209(5) 0.042(2) Uani 1 1 d . . . H22 H 0.8009 0.9537 0.3893 0.050 Uiso 1 1 calc R . . C23 C 0.8308(3) 1.0157(3) 0.5356(4) 0.040(2) Uani 1 1 d . . . H23 H 0.8417 1.0153 0.5829 0.048 Uiso 1 1 calc R . . C24 C 0.8213(3) 1.0535(3) 0.5162(4) 0.0335(18) Uani 1 1 d . . . C25 C 0.8048(3) 1.0538(3) 0.4446(4) 0.0351(19) Uani 1 1 d . . . H25 H 0.7995 1.0793 0.4296 0.042 Uiso 1 1 calc R . . C26 C 0.8289(3) 1.0936(3) 0.5716(4) 0.0345(19) Uani 1 1 d . . . C27 C 0.5309(3) 0.8622(3) 0.4406(4) 0.042(2) Uani 1 1 d . . . H27 H 0.5199 0.8401 0.4014 0.050 Uiso 1 1 calc R . . C28 C 0.5005(3) 0.8810(3) 0.4665(5) 0.054(2) Uani 1 1 d . . . H28 H 0.4700 0.8712 0.4448 0.064 Uiso 1 1 calc R . . C29 C 0.5167(3) 0.9135(4) 0.5235(5) 0.055(2) Uani 1 1 d . . . H29 H 0.4972 0.9264 0.5403 0.066 Uiso 1 1 calc R . . C30 C 0.5627(3) 0.9281(3) 0.5576(4) 0.042(2) Uani 1 1 d . . . C31 C 0.5907(3) 0.9073(3) 0.5291(4) 0.0355(19) Uani 1 1 d . . . C32 C 0.5815(4) 0.9615(3) 0.6188(5) 0.053(2) Uani 1 1 d . . . H32 H 0.5629 0.9749 0.6370 0.064 Uiso 1 1 calc R . . C33 C 0.6252(3) 0.9739(3) 0.6506(5) 0.047(2) Uani 1 1 d . . . H33 H 0.6365 0.9958 0.6901 0.057 Uiso 1 1 calc R . . C34 C 0.6544(3) 0.9535(3) 0.6234(4) 0.040(2) Uani 1 1 d . . . C35 C 0.6373(3) 0.9203(3) 0.5631(4) 0.0370(19) Uani 1 1 d . . . C36 C 0.7012(3) 0.9651(3) 0.6560(5) 0.054(2) Uani 1 1 d . . . H36 H 0.7139 0.9868 0.6954 0.064 Uiso 1 1 calc R . . C37 C 0.7267(3) 0.9435(3) 0.6277(5) 0.058(3) Uani 1 1 d . . . H37 H 0.7569 0.9505 0.6480 0.070 Uiso 1 1 calc R . . C38 C 0.7073(3) 0.9115(3) 0.5690(5) 0.048(2) Uani 1 1 d . . . H38 H 0.7251 0.8970 0.5515 0.058 Uiso 1 1 calc R . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 95 19 ' ' 2 0.000 0.000 0.500 11 1 ' ' 3 0.333 0.667 0.667 95 19 ' ' 4 0.333 0.667 0.167 10 1 ' ' 5 0.667 0.333 0.333 95 19 ' ' 6 0.667 0.333 0.833 10 1 ' ' _platon_squeeze_details ; ; 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 0.0308(3) 0.0326(3) 0.0360(3) -0.00055(19) -0.00033(19) 0.0166(2) O1 0.041(4) 0.052(4) 0.057(4) 0.014(3) -0.002(3) 0.010(3) O2 0.034(3) 0.046(4) 0.053(4) 0.003(3) 0.001(3) 0.012(3) O3 0.069(5) 0.054(4) 0.064(5) -0.004(4) -0.007(4) 0.014(4) O4 0.093(6) 0.055(4) 0.072(5) -0.006(4) -0.024(4) 0.040(4) O5 0.052(4) 0.030(3) 0.048(4) 0.005(3) 0.010(3) 0.021(3) O6 0.046(3) 0.029(3) 0.049(3) -0.004(3) 0.003(3) 0.022(3) O7 0.047(3) 0.037(3) 0.038(3) -0.003(3) 0.001(3) 0.023(3) O8 0.063(4) 0.025(3) 0.052(4) -0.002(3) 0.001(3) 0.023(3) O9 0.54(3) 0.108(10) 0.095(9) 0.026(7) -0.003(12) 0.053(14) N1 0.073(6) 0.058(6) 0.082(7) -0.012(5) -0.015(5) 0.035(5) N2 0.050(4) 0.036(4) 0.050(5) -0.009(3) -0.008(4) 0.026(4) N3 0.036(4) 0.033(4) 0.041(4) 0.000(3) -0.003(3) 0.019(3) N4 0.043(4) 0.039(4) 0.042(4) 0.000(3) 0.001(3) 0.024(4) C1 0.043(5) 0.047(5) 0.053(6) -0.005(5) -0.001(5) 0.029(5) C2 0.041(5) 0.027(4) 0.050(6) 0.003(4) 0.010(4) 0.008(4) C3 0.054(6) 0.066(7) 0.052(6) 0.018(5) 0.004(5) 0.023(5) C4 0.063(7) 0.065(7) 0.075(7) 0.030(6) 0.004(6) 0.021(6) C5 0.062(7) 0.061(7) 0.077(8) 0.025(6) 0.019(6) 0.001(6) C6 0.040(6) 0.068(7) 0.065(7) 0.007(6) -0.003(5) 0.001(5) C7 0.049(6) 0.042(5) 0.050(6) -0.006(5) -0.003(5) 0.015(5) C8 0.047(6) 0.043(6) 0.058(6) 0.002(5) -0.002(5) 0.016(5) C9 0.067(7) 0.049(6) 0.063(7) -0.008(5) -0.004(6) 0.023(5) C10 0.067(7) 0.052(6) 0.063(7) 0.003(5) -0.004(5) 0.029(6) C11 0.054(6) 0.046(6) 0.061(6) 0.001(5) -0.002(5) 0.027(5) C12 0.054(6) 0.042(5) 0.064(7) 0.002(5) -0.002(5) 0.024(5) C13 0.042(5) 0.060(7) 0.050(6) -0.003(5) -0.005(5) 0.022(5) C14 0.029(4) 0.036(5) 0.044(5) -0.009(4) -0.008(4) 0.016(4) C15 0.037(5) 0.032(4) 0.030(5) -0.005(4) -0.002(4) 0.018(4) C16 0.052(6) 0.037(5) 0.053(6) -0.010(5) -0.015(5) 0.017(5) C17 0.073(7) 0.048(6) 0.044(6) 0.006(5) -0.008(5) 0.026(6) C18 0.061(6) 0.053(6) 0.040(6) 0.009(5) 0.007(5) 0.024(5) C19 0.042(5) 0.037(5) 0.052(6) 0.007(4) 0.004(4) 0.013(4) C20 0.043(5) 0.035(5) 0.032(4) -0.003(4) -0.002(4) 0.025(4) C21 0.029(4) 0.024(4) 0.039(5) 0.001(4) 0.000(4) 0.011(4) C22 0.043(5) 0.036(5) 0.044(5) -0.009(4) -0.008(4) 0.020(4) C23 0.050(5) 0.034(5) 0.038(5) 0.002(4) -0.002(4) 0.023(4) C24 0.030(4) 0.033(4) 0.034(5) 0.000(4) 0.001(4) 0.013(4) C25 0.037(5) 0.031(4) 0.039(5) 0.006(4) 0.003(4) 0.018(4) C26 0.033(5) 0.040(5) 0.032(5) -0.003(4) 0.000(4) 0.018(4) C27 0.039(5) 0.046(5) 0.041(5) -0.003(4) -0.003(4) 0.023(4) C28 0.046(6) 0.063(6) 0.057(6) 0.007(5) -0.002(5) 0.031(5) C29 0.057(6) 0.068(7) 0.053(6) -0.003(5) 0.000(5) 0.042(6) C30 0.041(5) 0.041(5) 0.045(5) 0.003(4) 0.011(4) 0.022(4) C31 0.034(5) 0.027(4) 0.041(5) 0.004(4) 0.004(4) 0.012(4) C32 0.069(7) 0.049(6) 0.046(6) -0.009(5) 0.005(5) 0.033(5) C33 0.054(6) 0.034(5) 0.048(6) -0.009(4) 0.000(5) 0.018(5) C34 0.040(5) 0.033(5) 0.042(5) 0.003(4) 0.002(4) 0.013(4) C35 0.037(5) 0.031(4) 0.039(5) -0.001(4) 0.002(4) 0.014(4) C36 0.060(6) 0.046(6) 0.044(5) -0.012(4) -0.009(5) 0.019(5) C37 0.046(6) 0.068(7) 0.059(6) -0.028(5) -0.020(5) 0.028(5) C38 0.039(5) 0.046(5) 0.058(6) -0.011(5) -0.003(5) 0.020(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 Sm1 O6 2.391(5) 16_665 ? Sm1 O8 2.404(5) 12_656 ? Sm1 O7 2.439(5) 9_564 ? Sm1 O2 2.496(6) . ? Sm1 O1 2.500(6) . ? Sm1 O5 2.596(6) . ? Sm1 O6 2.612(5) . ? Sm1 N3 2.616(7) . ? Sm1 N4 2.636(7) . ? Sm1 Sm1 4.031(3) 16_665 ? O1 C1 1.272(10) . ? O2 C1 1.267(10) . ? O3 C13 1.345(10) . ? O3 H3 0.8200 . ? O4 C13 1.197(10) . ? O5 C14 1.257(9) . ? O6 C14 1.278(9) . ? O6 Sm1 2.391(5) 16_665 ? O7 C26 1.264(9) . ? O7 Sm1 2.439(5) 5_665 ? O8 C26 1.263(9) . ? O8 Sm1 2.404(5) 11_566 ? O9 H1W 0.8507 . ? O9 H2W 0.8592 . ? N1 C9 1.340(11) . ? N1 C10 1.366(12) . ? N2 C23 1.353(10) . ? N2 C22 1.352(10) . ? N3 C27 1.348(10) . ? N3 C31 1.368(9) . ? N4 C38 1.342(10) . ? N4 C35 1.387(10) . ? C1 C2 1.527(12) . ? C2 C7 1.409(11) . ? C2 C3 1.419(11) . ? C3 C4 1.376(12) . ? C3 H3A 0.9300 . ? C4 C5 1.394(14) . ? C4 H4 0.9300 . ? C5 C6 1.362(13) . ? C5 H5 0.9300 . ? C6 C7 1.403(12) . ? C6 H6 0.9300 . ? C7 C8 1.490(12) . ? C8 C12 1.395(12) . ? C8 C9 1.412(13) . ? C9 H9 0.9300 . ? C10 C11 1.395(12) . ? C10 H10 0.9300 . ? C11 C12 1.399(12) . ? C11 C13 1.485(13) . ? C12 H12 0.9300 . ? C14 C15 1.510(11) . ? C15 C16 1.382(11) . ? C15 C20 1.408(10) . ? C16 C17 1.403(12) . ? C16 H16 0.9300 . ? C17 C18 1.370(12) . ? C17 H17 0.9300 . ? C18 C19 1.396(11) . ? C18 H18 0.9300 . ? C19 C20 1.413(11) . ? C19 H19 0.9300 . ? C20 C21 1.500(10) . ? C21 C22 1.392(10) . ? C21 C25 1.408(10) . ? C22 H22 0.9300 . ? C23 C24 1.398(10) . ? C23 H23 0.9300 . ? C24 C25 1.404(10) . ? C24 C26 1.530(10) . ? C25 H25 0.9300 . ? C27 C28 1.422(11) . ? C27 H27 0.9300 . ? C28 C29 1.362(12) . ? C28 H28 0.9300 . ? C29 C30 1.415(12) . ? C29 H29 0.9300 . ? C30 C31 1.422(11) . ? C30 C32 1.435(11) . ? C31 C35 1.437(11) . ? C32 C33 1.348(12) . ? C32 H32 0.9300 . ? C33 C34 1.436(11) . ? C33 H33 0.9300 . ? C34 C35 1.419(11) . ? C34 C36 1.444(11) . ? C36 C37 1.372(12) . ? C36 H36 0.9300 . ? C37 C38 1.381(11) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? 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 O6 Sm1 O8 71.51(19) 16_665 12_656 ? O6 Sm1 O7 76.09(19) 16_665 9_564 ? O8 Sm1 O7 137.22(18) 12_656 9_564 ? O6 Sm1 O2 76.95(19) 16_665 . ? O8 Sm1 O2 120.41(19) 12_656 . ? O7 Sm1 O2 77.02(19) 9_564 . ? O6 Sm1 O1 95.5(2) 16_665 . ? O8 Sm1 O1 81.5(2) 12_656 . ? O7 Sm1 O1 129.31(19) 9_564 . ? O2 Sm1 O1 52.61(19) . . ? O6 Sm1 O5 122.32(18) 16_665 . ? O8 Sm1 O5 94.94(19) 12_656 . ? O7 Sm1 O5 79.43(17) 9_564 . ? O2 Sm1 O5 144.41(19) . . ? O1 Sm1 O5 138.91(19) . . ? O6 Sm1 O6 72.75(19) 16_665 . ? O8 Sm1 O6 72.68(18) 12_656 . ? O7 Sm1 O6 71.55(19) 9_564 . ? O2 Sm1 O6 140.46(18) . . ? O1 Sm1 O6 153.89(18) . . ? O5 Sm1 O6 50.03(16) . . ? O6 Sm1 N3 146.30(19) 16_665 . ? O8 Sm1 N3 138.8(2) 12_656 . ? O7 Sm1 N3 81.6(2) 9_564 . ? O2 Sm1 N3 73.58(19) . . ? O1 Sm1 N3 79.4(2) . . ? O5 Sm1 N3 76.92(18) . . ? O6 Sm1 N3 123.30(17) . . ? O6 Sm1 N4 146.94(19) 16_665 . ? O8 Sm1 N4 76.3(2) 12_656 . ? O7 Sm1 N4 135.50(19) 9_564 . ? O2 Sm1 N4 114.6(2) . . ? O1 Sm1 N4 72.3(2) . . ? O5 Sm1 N4 67.14(19) . . ? O6 Sm1 N4 104.6(2) . . ? N3 Sm1 N4 63.3(2) . . ? O6 Sm1 Sm1 38.23(12) 16_665 16_665 ? O8 Sm1 Sm1 67.60(15) 12_656 16_665 ? O7 Sm1 Sm1 69.65(14) 9_564 16_665 ? O2 Sm1 Sm1 111.46(13) . 16_665 ? O1 Sm1 Sm1 129.71(16) . 16_665 ? O5 Sm1 Sm1 84.32(12) . 16_665 ? O6 Sm1 Sm1 34.51(11) . 16_665 ? N3 Sm1 Sm1 148.15(14) . 16_665 ? N4 Sm1 Sm1 131.36(15) . 16_665 ? C1 O1 Sm1 92.9(5) . . ? C1 O2 Sm1 93.2(5) . . ? C13 O3 H3 109.5 . . ? C14 O5 Sm1 95.3(5) . . ? C14 O6 Sm1 157.2(5) . 16_665 ? C14 O6 Sm1 94.0(5) . . ? Sm1 O6 Sm1 107.25(19) 16_665 . ? C26 O7 Sm1 134.8(5) . 5_665 ? C26 O8 Sm1 140.0(5) . 11_566 ? H1W O9 H2W 55.9 . . ? C9 N1 C10 116.5(9) . . ? C23 N2 C22 117.6(7) . . ? C27 N3 C31 118.3(7) . . ? C27 N3 Sm1 121.3(5) . . ? C31 N3 Sm1 120.4(5) . . ? C38 N4 C35 117.7(7) . . ? C38 N4 Sm1 123.2(5) . . ? C35 N4 Sm1 119.1(5) . . ? O1 C1 O2 121.3(8) . . ? O1 C1 C2 118.3(8) . . ? O2 C1 C2 120.4(8) . . ? C7 C2 C3 118.1(8) . . ? C7 C2 C1 123.8(8) . . ? C3 C2 C1 118.1(8) . . ? C4 C3 C2 122.1(9) . . ? C4 C3 H3A 118.9 . . ? C2 C3 H3A 118.9 . . ? C3 C4 C5 118.6(10) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C6 C5 C4 120.7(9) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 122.0(9) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C6 C7 C2 118.5(8) . . ? C6 C7 C8 116.5(8) . . ? C2 C7 C8 124.7(8) . . ? C12 C8 C9 115.6(9) . . ? C12 C8 C7 119.8(8) . . ? C9 C8 C7 124.5(9) . . ? N1 C9 C8 125.1(9) . . ? N1 C9 H9 117.4 . . ? C8 C9 H9 117.4 . . ? N1 C10 C11 124.1(9) . . ? N1 C10 H10 118.0 . . ? C11 C10 H10 118.0 . . ? C10 C11 C12 116.6(9) . . ? C10 C11 C13 125.8(9) . . ? C12 C11 C13 117.6(8) . . ? C8 C12 C11 121.9(9) . . ? C8 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? O4 C13 O3 124.1(9) . . ? O4 C13 C11 123.7(9) . . ? O3 C13 C11 112.2(9) . . ? O5 C14 O6 120.6(7) . . ? O5 C14 C15 120.5(7) . . ? O6 C14 C15 118.8(7) . . ? C16 C15 C20 119.3(7) . . ? C16 C15 C14 119.6(7) . . ? C20 C15 C14 121.0(7) . . ? C15 C16 C17 121.7(8) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C18 C17 C16 119.0(8) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C17 C18 C19 121.0(8) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C18 C19 C20 120.0(8) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C15 C20 C19 119.0(7) . . ? C15 C20 C21 121.9(7) . . ? C19 C20 C21 119.1(7) . . ? C22 C21 C25 116.9(7) . . ? C22 C21 C20 120.9(7) . . ? C25 C21 C20 121.9(7) . . ? N2 C22 C21 124.4(7) . . ? N2 C22 H22 117.8 . . ? C21 C22 H22 117.8 . . ? N2 C23 C24 122.9(7) . . ? N2 C23 H23 118.6 . . ? C24 C23 H23 118.6 . . ? C23 C24 C25 118.2(7) . . ? C23 C24 C26 120.7(7) . . ? C25 C24 C26 121.1(7) . . ? C21 C25 C24 119.9(7) . . ? C21 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? O7 C26 O8 127.6(7) . . ? O7 C26 C24 117.1(7) . . ? O8 C26 C24 115.3(7) . . ? N3 C27 C28 122.2(8) . . ? N3 C27 H27 118.9 . . ? C28 C27 H27 118.9 . . ? C29 C28 C27 119.1(8) . . ? C29 C28 H28 120.5 . . ? C27 C28 H28 120.5 . . ? C28 C29 C30 120.8(8) . . ? C28 C29 H29 119.6 . . ? C30 C29 H29 119.6 . . ? C29 C30 C31 116.7(8) . . ? C29 C30 C32 123.6(8) . . ? C31 C30 C32 119.6(8) . . ? N3 C31 C30 122.8(7) . . ? N3 C31 C35 118.6(7) . . ? C30 C31 C35 118.6(7) . . ? C33 C32 C30 122.0(9) . . ? C33 C32 H32 119.0 . . ? C30 C32 H32 119.0 . . ? C32 C33 C34 119.9(8) . . ? C32 C33 H33 120.1 . . ? C34 C33 H33 120.1 . . ? C35 C34 C33 120.0(8) . . ? C35 C34 C36 117.8(8) . . ? C33 C34 C36 122.2(8) . . ? N4 C35 C34 121.6(7) . . ? N4 C35 C31 118.5(7) . . ? C34 C35 C31 119.9(7) . . ? C37 C36 C34 118.9(8) . . ? C37 C36 H36 120.5 . . ? C34 C36 H36 120.5 . . ? C36 C37 C38 119.6(9) . . ? C36 C37 H37 120.2 . . ? C38 C37 H37 120.2 . . ? N4 C38 C37 124.5(8) . . ? N4 C38 H38 117.8 . . ? C37 C38 H38 117.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Sm1 O1 C1 -70.0(5) 16_665 . . . ? O8 Sm1 O1 C1 -140.3(5) 12_656 . . . ? O7 Sm1 O1 C1 6.6(6) 9_564 . . . ? O2 Sm1 O1 C1 -1.0(4) . . . . ? O5 Sm1 O1 C1 131.9(5) . . . . ? O6 Sm1 O1 C1 -131.3(5) . . . . ? N3 Sm1 O1 C1 76.4(5) . . . . ? N4 Sm1 O1 C1 141.5(5) . . . . ? Sm1 Sm1 O1 C1 -88.9(5) 16_665 . . . ? O6 Sm1 O2 C1 108.6(5) 16_665 . . . ? O8 Sm1 O2 C1 49.5(5) 12_656 . . . ? O7 Sm1 O2 C1 -173.0(5) 9_564 . . . ? O1 Sm1 O2 C1 1.0(4) . . . . ? O5 Sm1 O2 C1 -123.2(5) . . . . ? O6 Sm1 O2 C1 149.2(4) . . . . ? N3 Sm1 O2 C1 -88.0(5) . . . . ? N4 Sm1 O2 C1 -38.6(5) . . . . ? Sm1 Sm1 O2 C1 125.3(4) 16_665 . . . ? O6 Sm1 O5 C14 -8.1(5) 16_665 . . . ? O8 Sm1 O5 C14 63.1(5) 12_656 . . . ? O7 Sm1 O5 C14 -74.1(5) 9_564 . . . ? O2 Sm1 O5 C14 -123.3(5) . . . . ? O1 Sm1 O5 C14 145.9(4) . . . . ? O6 Sm1 O5 C14 0.7(4) . . . . ? N3 Sm1 O5 C14 -157.8(5) . . . . ? N4 Sm1 O5 C14 136.0(5) . . . . ? Sm1 Sm1 O5 C14 -3.7(4) 16_665 . . . ? O6 Sm1 O6 C14 171.6(6) 16_665 . . . ? O8 Sm1 O6 C14 -112.9(5) 12_656 . . . ? O7 Sm1 O6 C14 90.9(4) 9_564 . . . ? O2 Sm1 O6 C14 130.0(4) . . . . ? O1 Sm1 O6 C14 -122.3(5) . . . . ? O5 Sm1 O6 C14 -0.6(4) . . . . ? N3 Sm1 O6 C14 24.7(5) . . . . ? N4 Sm1 O6 C14 -42.7(5) . . . . ? Sm1 Sm1 O6 C14 171.6(6) 16_665 . . . ? O6 Sm1 O6 Sm1 0.0 16_665 . . 16_665 ? O8 Sm1 O6 Sm1 75.5(2) 12_656 . . 16_665 ? O7 Sm1 O6 Sm1 -80.7(2) 9_564 . . 16_665 ? O2 Sm1 O6 Sm1 -41.6(4) . . . 16_665 ? O1 Sm1 O6 Sm1 66.1(5) . . . 16_665 ? O5 Sm1 O6 Sm1 -172.3(3) . . . 16_665 ? N3 Sm1 O6 Sm1 -147.0(2) . . . 16_665 ? N4 Sm1 O6 Sm1 145.7(2) . . . 16_665 ? O6 Sm1 N3 C27 -18.5(8) 16_665 . . . ? O8 Sm1 N3 C27 -166.2(5) 12_656 . . . ? O7 Sm1 N3 C27 30.3(6) 9_564 . . . ? O2 Sm1 N3 C27 -48.5(6) . . . . ? O1 Sm1 N3 C27 -102.5(6) . . . . ? O5 Sm1 N3 C27 111.3(6) . . . . ? O6 Sm1 N3 C27 91.7(6) . . . . ? N4 Sm1 N3 C27 -177.9(6) . . . . ? Sm1 Sm1 N3 C27 55.8(7) 16_665 . . . ? O6 Sm1 N3 C31 161.9(5) 16_665 . . . ? O8 Sm1 N3 C31 14.2(7) 12_656 . . . ? O7 Sm1 N3 C31 -149.3(6) 9_564 . . . ? O2 Sm1 N3 C31 131.9(6) . . . . ? O1 Sm1 N3 C31 77.9(5) . . . . ? O5 Sm1 N3 C31 -68.3(5) . . . . ? O6 Sm1 N3 C31 -87.9(6) . . . . ? N4 Sm1 N3 C31 2.5(5) . . . . ? Sm1 Sm1 N3 C31 -123.7(5) 16_665 . . . ? O6 Sm1 N4 C38 19.7(8) 16_665 . . . ? O8 Sm1 N4 C38 6.6(6) 12_656 . . . ? O7 Sm1 N4 C38 -139.4(6) 9_564 . . . ? O2 Sm1 N4 C38 124.1(6) . . . . ? O1 Sm1 N4 C38 92.0(6) . . . . ? O5 Sm1 N4 C38 -94.9(6) . . . . ? O6 Sm1 N4 C38 -61.0(6) . . . . ? N3 Sm1 N4 C38 178.7(7) . . . . ? Sm1 Sm1 N4 C38 -35.8(7) 16_665 . . . ? O6 Sm1 N4 C35 -161.7(5) 16_665 . . . ? O8 Sm1 N4 C35 -174.8(6) 12_656 . . . ? O7 Sm1 N4 C35 39.2(6) 9_564 . . . ? O2 Sm1 N4 C35 -57.3(6) . . . . ? O1 Sm1 N4 C35 -89.4(5) . . . . ? O5 Sm1 N4 C35 83.7(5) . . . . ? O6 Sm1 N4 C35 117.6(5) . . . . ? N3 Sm1 N4 C35 -2.7(5) . . . . ? Sm1 Sm1 N4 C35 142.8(5) 16_665 . . . ? Sm1 O1 C1 O2 1.9(8) . . . . ? Sm1 O1 C1 C2 -176.7(6) . . . . ? Sm1 O2 C1 O1 -1.9(8) . . . . ? Sm1 O2 C1 C2 176.7(6) . . . . ? O1 C1 C2 C7 175.5(8) . . . . ? O2 C1 C2 C7 -3.1(12) . . . . ? O1 C1 C2 C3 -6.7(12) . . . . ? O2 C1 C2 C3 174.7(8) . . . . ? C7 C2 C3 C4 -1.6(14) . . . . ? C1 C2 C3 C4 -179.5(9) . . . . ? C2 C3 C4 C5 -0.2(16) . . . . ? C3 C4 C5 C6 1.2(17) . . . . ? C4 C5 C6 C7 -0.2(18) . . . . ? C5 C6 C7 C2 -1.6(16) . . . . ? C5 C6 C7 C8 171.9(10) . . . . ? C3 C2 C7 C6 2.4(13) . . . . ? C1 C2 C7 C6 -179.7(8) . . . . ? C3 C2 C7 C8 -170.5(9) . . . . ? C1 C2 C7 C8 7.3(13) . . . . ? C6 C7 C8 C12 -62.5(12) . . . . ? C2 C7 C8 C12 110.6(10) . . . . ? C6 C7 C8 C9 114.6(11) . . . . ? C2 C7 C8 C9 -72.3(13) . . . . ? C10 N1 C9 C8 -0.2(15) . . . . ? C12 C8 C9 N1 -1.5(15) . . . . ? C7 C8 C9 N1 -178.7(9) . . . . ? C9 N1 C10 C11 2.7(15) . . . . ? N1 C10 C11 C12 -3.3(14) . . . . ? N1 C10 C11 C13 178.1(9) . . . . ? C9 C8 C12 C11 0.8(13) . . . . ? C7 C8 C12 C11 178.2(8) . . . . ? C10 C11 C12 C8 1.4(14) . . . . ? C13 C11 C12 C8 -179.9(9) . . . . ? C10 C11 C13 O4 -178.0(9) . . . . ? C12 C11 C13 O4 3.4(14) . . . . ? C10 C11 C13 O3 3.3(14) . . . . ? C12 C11 C13 O3 -175.3(8) . . . . ? Sm1 O5 C14 O6 -1.2(8) . . . . ? Sm1 O5 C14 C15 175.1(6) . . . . ? Sm1 O6 C14 O5 160.2(9) 16_665 . . . ? Sm1 O6 C14 O5 1.2(8) . . . . ? Sm1 O6 C14 C15 -16.2(17) 16_665 . . . ? Sm1 O6 C14 C15 -175.2(6) . . . . ? O5 C14 C15 C16 -113.1(9) . . . . ? O6 C14 C15 C16 63.3(10) . . . . ? O5 C14 C15 C20 63.3(10) . . . . ? O6 C14 C15 C20 -120.3(8) . . . . ? C20 C15 C16 C17 -1.4(13) . . . . ? C14 C15 C16 C17 175.0(8) . . . . ? C15 C16 C17 C18 0.5(14) . . . . ? C16 C17 C18 C19 0.5(14) . . . . ? C17 C18 C19 C20 -0.5(13) . . . . ? C16 C15 C20 C19 1.4(11) . . . . ? C14 C15 C20 C19 -175.0(7) . . . . ? C16 C15 C20 C21 -176.0(7) . . . . ? C14 C15 C20 C21 7.6(11) . . . . ? C18 C19 C20 C15 -0.5(12) . . . . ? C18 C19 C20 C21 177.0(7) . . . . ? C15 C20 C21 C22 56.5(10) . . . . ? C19 C20 C21 C22 -120.9(8) . . . . ? C15 C20 C21 C25 -128.5(8) . . . . ? C19 C20 C21 C25 54.2(10) . . . . ? C23 N2 C22 C21 3.3(12) . . . . ? C25 C21 C22 N2 -0.6(12) . . . . ? C20 C21 C22 N2 174.7(7) . . . . ? C22 N2 C23 C24 -3.0(12) . . . . ? N2 C23 C24 C25 0.1(12) . . . . ? N2 C23 C24 C26 -179.8(7) . . . . ? C22 C21 C25 C24 -2.4(11) . . . . ? C20 C21 C25 C24 -177.6(7) . . . . ? C23 C24 C25 C21 2.7(11) . . . . ? C26 C24 C25 C21 -177.4(7) . . . . ? Sm1 O7 C26 O8 5.3(12) 5_665 . . . ? Sm1 O7 C26 C24 -172.9(5) 5_665 . . . ? Sm1 O8 C26 O7 -9.4(14) 11_566 . . . ? Sm1 O8 C26 C24 168.9(5) 11_566 . . . ? C23 C24 C26 O7 -25.9(11) . . . . ? C25 C24 C26 O7 154.2(7) . . . . ? C23 C24 C26 O8 155.6(7) . . . . ? C25 C24 C26 O8 -24.3(10) . . . . ? C31 N3 C27 C28 1.0(12) . . . . ? Sm1 N3 C27 C28 -178.6(6) . . . . ? N3 C27 C28 C29 0.3(13) . . . . ? C27 C28 C29 C30 -1.0(14) . . . . ? C28 C29 C30 C31 0.3(13) . . . . ? C28 C29 C30 C32 -178.8(9) . . . . ? C27 N3 C31 C30 -1.7(11) . . . . ? Sm1 N3 C31 C30 177.9(5) . . . . ? C27 N3 C31 C35 178.2(7) . . . . ? Sm1 N3 C31 C35 -2.2(9) . . . . ? C29 C30 C31 N3 1.1(11) . . . . ? C32 C30 C31 N3 -179.8(7) . . . . ? C29 C30 C31 C35 -178.8(7) . . . . ? C32 C30 C31 C35 0.4(11) . . . . ? C29 C30 C32 C33 179.0(9) . . . . ? C31 C30 C32 C33 -0.1(13) . . . . ? C30 C32 C33 C34 -0.2(13) . . . . ? C32 C33 C34 C35 0.2(12) . . . . ? C32 C33 C34 C36 -179.3(8) . . . . ? C38 N4 C35 C34 1.3(11) . . . . ? Sm1 N4 C35 C34 -177.4(5) . . . . ? C38 N4 C35 C31 -178.5(7) . . . . ? Sm1 N4 C35 C31 2.8(9) . . . . ? C33 C34 C35 N4 -179.8(7) . . . . ? C36 C34 C35 N4 -0.3(11) . . . . ? C33 C34 C35 C31 0.1(11) . . . . ? C36 C34 C35 C31 179.5(7) . . . . ? N3 C31 C35 N4 -0.4(11) . . . . ? C30 C31 C35 N4 179.5(7) . . . . ? N3 C31 C35 C34 179.8(7) . . . . ? C30 C31 C35 C34 -0.3(11) . . . . ? C35 C34 C36 C37 -0.4(12) . . . . ? C33 C34 C36 C37 179.0(8) . . . . ? C34 C36 C37 C38 0.1(14) . . . . ? C35 N4 C38 C37 -1.6(13) . . . . ? Sm1 N4 C38 C37 177.0(7) . . . . ? C36 C37 C38 N4 0.9(15) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3 N2 0.82 1.98 2.711(9) 148.0 8_654 O9 H1W O1 0.85 2.12 2.974(14) 179.5 . _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.787 _refine_diff_density_min -2.847 _refine_diff_density_rms 0.167 data_Tb _database_code_depnum_ccdc_archive 'CCDC 900095' #TrackingRef 'r-3 Tb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H25 N4 O9 Tb' _chemical_formula_weight 840.54 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' Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 30.870(8) _cell_length_b 30.870(8) _cell_length_c 17.963(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 14825(6) _cell_formula_units_Z 18 _cell_measurement_temperature 296(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 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7524 _exptl_absorpt_coefficient_mu 2.213 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5762 _exptl_absorpt_correction_T_max 0.6660 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6136 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0344 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.50 _reflns_number_total 6136 _reflns_number_gt 4970 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0305P)^2^+19.2937P] 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 6136 _refine_ls_number_parameters 470 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_ref 0.0650 _refine_ls_wR_factor_gt 0.0608 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tb1 Tb 0.368728(6) 0.158614(6) 0.581183(9) 0.02382(6) Uani 1 1 d . . . O1 O 0.32089(9) 0.06625(8) 0.61458(13) 0.0353(6) Uani 1 1 d . . . O2 O 0.30104(9) 0.11349(8) 0.67928(13) 0.0332(6) Uani 1 1 d . . . O3 O 0.17497(9) -0.08293(8) 0.36028(12) 0.0305(5) Uani 1 1 d . . . O4 O 0.16470(9) -0.13440(8) 0.45525(13) 0.0360(6) Uani 1 1 d . . . O5 O 0.40299(9) 0.21034(9) 0.47028(14) 0.0408(6) Uani 1 1 d . . . O6 O 0.45269(9) 0.23117(9) 0.56675(14) 0.0369(6) Uani 1 1 d . . . O7 O 0.59406(12) 0.43420(11) 0.69195(17) 0.0593(8) Uani 1 1 d . . . O8 O 0.60867(12) 0.39665(10) 0.78599(16) 0.0571(8) Uani 1 1 d . . . H8 H 0.6217 0.4245 0.8052 0.086 Uiso 1 1 calc R . . O9 O 0.3783(3) 0.17465(19) 0.3161(3) 0.252(5) Uani 1 1 d . . . H1W H 0.3856 0.1851 0.3607 0.302 Uiso 1 1 d R . . H2W H 0.3672 0.1559 0.3542 0.302 Uiso 1 1 d R . . N1 N 0.17496(11) 0.01961(11) 0.51116(16) 0.0349(7) Uani 1 1 d . . . N2 N 0.57289(14) 0.27170(13) 0.6581(2) 0.0554(10) Uani 1 1 d . . . N3 N 0.33509(10) 0.10134(10) 0.46699(15) 0.0292(6) Uani 1 1 d . . . N4 N 0.42390(10) 0.12539(10) 0.53202(15) 0.0279(6) Uani 1 1 d . . . C1 C 0.29629(12) 0.07095(12) 0.66577(18) 0.0258(7) Uani 1 1 d . . . C2 C 0.26166(12) 0.02696(12) 0.71271(18) 0.0265(7) Uani 1 1 d . . . C3 C 0.27321(14) 0.02705(14) 0.7869(2) 0.0383(9) Uani 1 1 d . . . H3 H 0.3007 0.0550 0.8072 0.046 Uiso 1 1 calc R . . C4 C 0.24412(16) -0.01436(15) 0.8317(2) 0.0476(11) Uani 1 1 d . . . H4 H 0.2520 -0.0141 0.8817 0.057 Uiso 1 1 calc R . . C5 C 0.20400(15) -0.05538(15) 0.8015(2) 0.0446(10) Uani 1 1 d . . . H5 H 0.1847 -0.0832 0.8311 0.054 Uiso 1 1 calc R . . C6 C 0.19189(13) -0.05585(13) 0.7275(2) 0.0359(9) Uani 1 1 d . . . H6 H 0.1645 -0.0841 0.7077 0.043 Uiso 1 1 calc R . . C7 C 0.22008(12) -0.01473(12) 0.68224(18) 0.0263(7) Uani 1 1 d . . . C8 C 0.20426(12) -0.01566(12) 0.60391(18) 0.0264(8) Uani 1 1 d . . . C9 C 0.19312(13) 0.02031(12) 0.57873(19) 0.0307(8) Uani 1 1 d . . . H9 H 0.1986 0.0462 0.6108 0.037 Uiso 1 1 calc R . . C10 C 0.16866(13) -0.01655(13) 0.4646(2) 0.0334(8) Uani 1 1 d . . . H10 H 0.1567 -0.0168 0.4169 0.040 Uiso 1 1 calc R . . C11 C 0.17912(12) -0.05403(12) 0.48382(18) 0.0262(7) Uani 1 1 d . . . C12 C 0.19586(12) -0.05396(12) 0.55505(18) 0.0283(8) Uani 1 1 d . . . H12 H 0.2015 -0.0795 0.5703 0.034 Uiso 1 1 calc R . . C13 C 0.17204(12) -0.09379(12) 0.42796(19) 0.0277(8) Uani 1 1 d . . . C14 C 0.44529(14) 0.23795(13) 0.5004(2) 0.0338(8) Uani 1 1 d . . . C15 C 0.48631(13) 0.27852(13) 0.4544(2) 0.0354(9) Uani 1 1 d . . . C16 C 0.47425(16) 0.28662(16) 0.3829(2) 0.0495(11) Uani 1 1 d . . . H16 H 0.4417 0.2667 0.3657 0.059 Uiso 1 1 calc R . . C17 C 0.50907(17) 0.32327(17) 0.3369(3) 0.0627(13) Uani 1 1 d . . . H17 H 0.5000 0.3285 0.2898 0.075 Uiso 1 1 calc R . . C18 C 0.55720(18) 0.35176(17) 0.3616(3) 0.0668(14) Uani 1 1 d . . . H18 H 0.5813 0.3757 0.3304 0.080 Uiso 1 1 calc R . . C19 C 0.57008(16) 0.34520(16) 0.4320(2) 0.0591(13) Uani 1 1 d . . . H19 H 0.6028 0.3654 0.4483 0.071 Uiso 1 1 calc R . . C20 C 0.53525(14) 0.30888(14) 0.4798(2) 0.0417(9) Uani 1 1 d . . . C21 C 0.55202(14) 0.30951(14) 0.5569(2) 0.0416(9) Uani 1 1 d . . . C22 C 0.55791(16) 0.27193(15) 0.5888(2) 0.0508(11) Uani 1 1 d . . . H22 H 0.5508 0.2445 0.5591 0.061 Uiso 1 1 calc R . . C23 C 0.58504(15) 0.31275(15) 0.6992(2) 0.0489(11) Uani 1 1 d . . . H23 H 0.5960 0.3138 0.7477 0.059 Uiso 1 1 calc R . . C24 C 0.58211(14) 0.35322(14) 0.6732(2) 0.0386(9) Uani 1 1 d . . . C25 C 0.56515(14) 0.35094(15) 0.6011(2) 0.0445(10) Uani 1 1 d . . . H25 H 0.5626 0.3776 0.5821 0.053 Uiso 1 1 calc R . . C26 C 0.59593(15) 0.39953(15) 0.7167(2) 0.0419(10) Uani 1 1 d . . . C27 C 0.29169(13) 0.08915(14) 0.4337(2) 0.0373(9) Uani 1 1 d . . . H27 H 0.2733 0.1033 0.4518 0.045 Uiso 1 1 calc R . . C28 C 0.27253(15) 0.05659(15) 0.3737(2) 0.0458(10) Uani 1 1 d . . . H28 H 0.2422 0.0495 0.3525 0.055 Uiso 1 1 calc R . . C29 C 0.29843(15) 0.03523(15) 0.3464(2) 0.0452(10) Uani 1 1 d . . . H29 H 0.2858 0.0131 0.3066 0.054 Uiso 1 1 calc R . . C30 C 0.34441(13) 0.04685(13) 0.3787(2) 0.0347(8) Uani 1 1 d . . . C31 C 0.36133(12) 0.08009(12) 0.43932(18) 0.0282(8) Uani 1 1 d . . . C32 C 0.37402(15) 0.02656(14) 0.3520(2) 0.0404(9) Uani 1 1 d . . . H32 H 0.3626 0.0045 0.3120 0.049 Uiso 1 1 calc R . . C33 C 0.41789(15) 0.03876(14) 0.3834(2) 0.0422(10) Uani 1 1 d . . . H33 H 0.4366 0.0252 0.3647 0.051 Uiso 1 1 calc R . . C34 C 0.43662(13) 0.07234(13) 0.4455(2) 0.0345(9) Uani 1 1 d . . . C35 C 0.40817(12) 0.09289(12) 0.47350(19) 0.0281(8) Uani 1 1 d . . . C36 C 0.48256(15) 0.08670(15) 0.4793(2) 0.0447(10) Uani 1 1 d . . . H36 H 0.5021 0.0734 0.4629 0.054 Uiso 1 1 calc R . . C37 C 0.49880(14) 0.12022(16) 0.5366(2) 0.0441(10) Uani 1 1 d . . . H37 H 0.5298 0.1308 0.5583 0.053 Uiso 1 1 calc R . . C38 C 0.46836(13) 0.13849(13) 0.5621(2) 0.0339(8) Uani 1 1 d . . . H38 H 0.4795 0.1608 0.6019 0.041 Uiso 1 1 calc R . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.000 87.9 9.2 2 0.000 0.000 0.500 6.9 0.4 3 0.333 0.667 0.667 87.9 9.3 4 0.333 0.667 0.167 6.7 0.4 5 0.667 0.333 0.333 87.9 9.2 6 0.667 0.333 0.833 6.7 0.4 _platon_squeeze_details ; ; loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tb1 0.02570(10) 0.02775(10) 0.01934(10) -0.00054(7) -0.00046(7) 0.01435(7) O1 0.0475(15) 0.0311(13) 0.0275(14) 0.0000(11) 0.0074(12) 0.0198(12) O2 0.0357(14) 0.0250(13) 0.0387(15) -0.0019(11) 0.0016(11) 0.0149(11) O3 0.0427(14) 0.0307(13) 0.0190(13) -0.0014(10) 0.0006(11) 0.0189(12) O4 0.0580(17) 0.0268(13) 0.0265(14) 0.0004(10) 0.0042(12) 0.0237(12) O5 0.0317(14) 0.0436(15) 0.0341(15) 0.0067(12) -0.0015(12) 0.0089(12) O6 0.0338(14) 0.0397(15) 0.0309(15) 0.0012(12) 0.0017(11) 0.0136(12) O7 0.079(2) 0.0467(18) 0.055(2) -0.0070(15) -0.0206(16) 0.0337(17) O8 0.070(2) 0.0436(17) 0.0390(18) -0.0024(14) -0.0047(15) 0.0142(16) O9 0.451(12) 0.090(4) 0.071(4) 0.027(3) -0.012(5) 0.026(5) N1 0.0469(19) 0.0327(17) 0.0312(18) -0.0041(14) -0.0069(15) 0.0244(15) N2 0.069(3) 0.047(2) 0.056(3) -0.0029(18) -0.014(2) 0.034(2) N3 0.0292(16) 0.0328(16) 0.0235(16) -0.0019(13) 0.0007(12) 0.0139(13) N4 0.0305(16) 0.0303(15) 0.0245(16) 0.0018(13) -0.0011(13) 0.0165(13) C1 0.0256(17) 0.0274(18) 0.0224(19) -0.0027(14) -0.0051(14) 0.0118(15) C2 0.0359(19) 0.0282(18) 0.0190(18) -0.0009(14) 0.0006(15) 0.0187(16) C3 0.045(2) 0.037(2) 0.029(2) -0.0064(17) -0.0061(18) 0.0171(18) C4 0.066(3) 0.053(3) 0.021(2) 0.0036(18) -0.0045(19) 0.028(2) C5 0.054(3) 0.042(2) 0.032(2) 0.0122(19) 0.0091(19) 0.020(2) C6 0.037(2) 0.033(2) 0.030(2) 0.0035(16) 0.0006(17) 0.0117(17) C7 0.0316(18) 0.0277(18) 0.0218(19) 0.0004(14) 0.0030(15) 0.0165(15) C8 0.0264(18) 0.0235(17) 0.026(2) 0.0006(14) -0.0005(14) 0.0098(15) C9 0.037(2) 0.0279(18) 0.029(2) -0.0040(15) -0.0023(16) 0.0179(16) C10 0.043(2) 0.034(2) 0.025(2) -0.0038(16) -0.0051(16) 0.0211(18) C11 0.0287(18) 0.0259(18) 0.0233(19) -0.0016(14) 0.0012(14) 0.0132(15) C12 0.0334(19) 0.0250(18) 0.028(2) 0.0018(15) 0.0013(15) 0.0155(15) C13 0.0260(18) 0.0288(19) 0.027(2) -0.0036(15) 0.0001(15) 0.0131(15) C14 0.039(2) 0.033(2) 0.031(2) 0.0030(17) 0.0061(17) 0.0196(18) C15 0.036(2) 0.0312(19) 0.034(2) 0.0020(16) 0.0047(17) 0.0130(17) C16 0.044(2) 0.053(3) 0.042(3) 0.013(2) 0.000(2) 0.017(2) C17 0.058(3) 0.068(3) 0.047(3) 0.025(2) -0.002(2) 0.021(3) C18 0.061(3) 0.054(3) 0.055(3) 0.019(2) 0.007(2) 0.006(2) C19 0.039(2) 0.054(3) 0.049(3) 0.007(2) 0.001(2) -0.003(2) C20 0.044(2) 0.037(2) 0.036(2) -0.0005(18) 0.0020(18) 0.0148(19) C21 0.037(2) 0.039(2) 0.042(2) -0.0007(19) -0.0012(18) 0.0135(18) C22 0.058(3) 0.042(2) 0.052(3) -0.010(2) -0.005(2) 0.025(2) C23 0.052(3) 0.047(3) 0.047(3) 0.002(2) -0.008(2) 0.024(2) C24 0.037(2) 0.040(2) 0.036(2) -0.0018(18) -0.0021(17) 0.0167(18) C25 0.044(2) 0.039(2) 0.048(3) -0.0005(19) -0.002(2) 0.0188(19) C26 0.044(2) 0.043(2) 0.032(2) -0.0042(19) -0.0046(18) 0.017(2) C27 0.034(2) 0.044(2) 0.035(2) -0.0071(17) 0.0005(17) 0.0209(18) C28 0.040(2) 0.059(3) 0.038(2) -0.015(2) -0.0132(18) 0.023(2) C29 0.049(2) 0.046(2) 0.031(2) -0.0102(18) -0.0064(19) 0.016(2) C30 0.040(2) 0.0272(19) 0.031(2) -0.0010(16) 0.0035(17) 0.0122(17) C31 0.0315(19) 0.0260(18) 0.0236(19) 0.0021(14) 0.0027(15) 0.0118(15) C32 0.052(2) 0.033(2) 0.034(2) -0.0059(17) 0.0012(19) 0.0192(19) C33 0.055(3) 0.042(2) 0.039(2) -0.0030(18) 0.008(2) 0.031(2) C34 0.039(2) 0.035(2) 0.033(2) 0.0053(17) 0.0068(17) 0.0213(17) C35 0.0305(18) 0.0263(18) 0.0254(19) 0.0018(15) 0.0035(15) 0.0126(15) C36 0.046(2) 0.055(3) 0.047(3) -0.001(2) 0.003(2) 0.036(2) C37 0.036(2) 0.063(3) 0.040(2) 0.009(2) 0.0002(18) 0.030(2) C38 0.035(2) 0.040(2) 0.028(2) 0.0026(16) -0.0008(16) 0.0200(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tb1 O2 2.340(2) 13_556 ? Tb1 O4 2.343(2) 12_556 ? Tb1 O3 2.370(2) 6 ? Tb1 O5 2.439(2) . ? Tb1 O6 2.449(2) . ? Tb1 O1 2.542(2) . ? Tb1 N4 2.545(3) . ? Tb1 O2 2.550(2) . ? Tb1 N3 2.564(3) . ? Tb1 Tb1 3.9423(8) 13_556 ? O1 C1 1.246(4) . ? O2 C1 1.270(4) . ? O2 Tb1 2.340(2) 13_556 ? O3 C13 1.252(4) . ? O3 Tb1 2.370(2) 8_544 ? O4 C13 1.257(4) . ? O4 Tb1 2.343(2) 11_556 ? O5 C14 1.269(4) . ? O6 C14 1.251(4) . ? O7 C26 1.187(4) . ? O8 C26 1.322(5) . ? O8 H8 0.8200 . ? O9 H1W 0.8499 . ? O9 H2W 0.8497 . ? N1 C10 1.330(4) . ? N1 C9 1.333(4) . ? N2 C22 1.329(5) . ? N2 C23 1.348(5) . ? N3 C27 1.338(4) . ? N3 C31 1.366(4) . ? N4 C38 1.336(4) . ? N4 C35 1.364(4) . ? C1 C2 1.499(4) . ? C2 C3 1.379(5) . ? C2 C7 1.397(4) . ? C3 C4 1.393(5) . ? C3 H3 0.9300 . ? C4 C5 1.365(5) . ? C4 H4 0.9300 . ? C5 C6 1.378(5) . ? C5 H5 0.9300 . ? C6 C7 1.388(5) . ? C6 H6 0.9300 . ? C7 C8 1.485(4) . ? C8 C12 1.389(4) . ? C8 C9 1.392(4) . ? C9 H9 0.9300 . ? C10 C11 1.392(5) . ? C10 H10 0.9300 . ? C11 C12 1.379(4) . ? C11 C13 1.514(4) . ? C12 H12 0.9300 . ? C14 C15 1.506(5) . ? C15 C16 1.394(5) . ? C15 C20 1.398(5) . ? C16 C17 1.379(5) . ? C16 H16 0.9300 . ? C17 C18 1.368(6) . ? C17 H17 0.9300 . ? C18 C19 1.372(6) . ? C18 H18 0.9300 . ? C19 C20 1.395(5) . ? C19 H19 0.9300 . ? C20 C21 1.475(5) . ? C21 C25 1.382(5) . ? C21 C22 1.385(5) . ? C22 H22 0.9300 . ? C23 C24 1.378(5) . ? C23 H23 0.9300 . ? C24 C25 1.387(5) . ? C24 C26 1.492(5) . ? C25 H25 0.9300 . ? C27 C28 1.388(5) . ? C27 H27 0.9300 . ? C28 C29 1.357(5) . ? C28 H28 0.9300 . ? C29 C30 1.404(5) . ? C29 H29 0.9300 . ? C30 C31 1.406(5) . ? C30 C32 1.425(5) . ? C31 C35 1.433(5) . ? C32 C33 1.336(5) . ? C32 H32 0.9300 . ? C33 C34 1.432(5) . ? C33 H33 0.9300 . ? C34 C36 1.396(5) . ? C34 C35 1.409(5) . ? C36 C37 1.364(5) . ? C36 H36 0.9300 . ? C37 C38 1.393(5) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? 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 O2 Tb1 O4 71.44(8) 13_556 12_556 ? O2 Tb1 O3 76.00(8) 13_556 6 ? O4 Tb1 O3 137.67(8) 12_556 6 ? O2 Tb1 O5 96.17(9) 13_556 . ? O4 Tb1 O5 80.46(8) 12_556 . ? O3 Tb1 O5 129.95(8) 6 . ? O2 Tb1 O6 76.85(8) 13_556 . ? O4 Tb1 O6 119.41(8) 12_556 . ? O3 Tb1 O6 77.17(8) 6 . ? O5 Tb1 O6 53.16(8) . . ? O2 Tb1 O1 122.59(8) 13_556 . ? O4 Tb1 O1 96.55(9) 12_556 . ? O3 Tb1 O1 78.85(8) 6 . ? O5 Tb1 O1 138.23(8) . . ? O6 Tb1 O1 143.78(8) . . ? O2 Tb1 N4 145.63(8) 13_556 . ? O4 Tb1 N4 139.55(9) 12_556 . ? O3 Tb1 N4 80.75(8) 6 . ? O5 Tb1 N4 79.74(9) . . ? O6 Tb1 N4 73.53(8) . . ? O1 Tb1 N4 76.14(8) . . ? O2 Tb1 O2 72.63(8) 13_556 . ? O4 Tb1 O2 72.70(8) 12_556 . ? O3 Tb1 O2 72.28(8) 6 . ? O5 Tb1 O2 152.98(8) . . ? O6 Tb1 O2 140.93(8) . . ? O1 Tb1 O2 50.67(7) . . ? N4 Tb1 O2 123.39(8) . . ? O2 Tb1 N3 146.96(9) 13_556 . ? O4 Tb1 N3 76.13(9) 12_556 . ? O3 Tb1 N3 135.36(8) 6 . ? O5 Tb1 N3 72.04(9) . . ? O6 Tb1 N3 115.12(8) . . ? O1 Tb1 N3 66.89(8) . . ? N4 Tb1 N3 64.31(9) . . ? O2 Tb1 N3 103.73(8) . . ? O2 Tb1 Tb1 38.12(6) 13_556 13_556 ? O4 Tb1 Tb1 67.59(6) 12_556 13_556 ? O3 Tb1 Tb1 70.09(6) 6 13_556 ? O5 Tb1 Tb1 129.79(6) . 13_556 ? O6 Tb1 Tb1 111.54(6) . 13_556 ? O1 Tb1 Tb1 84.83(5) . 13_556 ? N4 Tb1 Tb1 147.77(6) . 13_556 ? O2 Tb1 Tb1 34.51(5) . 13_556 ? N3 Tb1 Tb1 130.63(6) . 13_556 ? C1 O1 Tb1 95.15(19) . . ? C1 O2 Tb1 155.8(2) . 13_556 ? C1 O2 Tb1 94.15(19) . . ? Tb1 O2 Tb1 107.37(8) 13_556 . ? C13 O3 Tb1 134.9(2) . 8_544 ? C13 O4 Tb1 140.4(2) . 11_556 ? C14 O5 Tb1 93.2(2) . . ? C14 O6 Tb1 93.2(2) . . ? C26 O8 H8 109.5 . . ? H1W O9 H2W 55.9 . . ? C10 N1 C9 118.1(3) . . ? C22 N2 C23 116.2(4) . . ? C27 N3 C31 117.0(3) . . ? C27 N3 Tb1 123.7(2) . . ? C31 N3 Tb1 119.3(2) . . ? C38 N4 C35 117.9(3) . . ? C38 N4 Tb1 122.1(2) . . ? C35 N4 Tb1 120.0(2) . . ? O1 C1 O2 120.0(3) . . ? O1 C1 C2 120.7(3) . . ? O2 C1 C2 119.4(3) . . ? C3 C2 C7 119.9(3) . . ? C3 C2 C1 118.4(3) . . ? C7 C2 C1 121.7(3) . . ? C2 C3 C4 120.6(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C6 120.5(4) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C5 C6 C7 120.8(3) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C6 C7 C2 118.7(3) . . ? C6 C7 C8 119.2(3) . . ? C2 C7 C8 122.1(3) . . ? C12 C8 C9 117.3(3) . . ? C12 C8 C7 122.3(3) . . ? C9 C8 C7 120.2(3) . . ? N1 C9 C8 123.6(3) . . ? N1 C9 H9 118.2 . . ? C8 C9 H9 118.2 . . ? N1 C10 C11 123.0(3) . . ? N1 C10 H10 118.5 . . ? C11 C10 H10 118.5 . . ? C12 C11 C10 118.1(3) . . ? C12 C11 C13 121.2(3) . . ? C10 C11 C13 120.6(3) . . ? C11 C12 C8 119.9(3) . . ? C11 C12 H12 120.1 . . ? C8 C12 H12 120.1 . . ? O3 C13 O4 126.8(3) . . ? O3 C13 C11 117.7(3) . . ? O4 C13 C11 115.5(3) . . ? O6 C14 O5 120.4(3) . . ? O6 C14 C15 120.9(3) . . ? O5 C14 C15 118.7(3) . . ? C16 C15 C20 118.5(3) . . ? C16 C15 C14 117.8(3) . . ? C20 C15 C14 123.7(3) . . ? C17 C16 C15 122.1(4) . . ? C17 C16 H16 119.0 . . ? C15 C16 H16 119.0 . . ? C18 C17 C16 118.9(4) . . ? C18 C17 H17 120.6 . . ? C16 C17 H17 120.6 . . ? C17 C18 C19 120.4(4) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C20 121.5(4) . . ? C18 C19 H19 119.2 . . ? C20 C19 H19 119.2 . . ? C19 C20 C15 118.5(4) . . ? C19 C20 C21 116.3(4) . . ? C15 C20 C21 124.8(3) . . ? C25 C21 C22 116.0(4) . . ? C25 C21 C20 119.3(4) . . ? C22 C21 C20 124.7(4) . . ? N2 C22 C21 125.7(4) . . ? N2 C22 H22 117.2 . . ? C21 C22 H22 117.2 . . ? N2 C23 C24 123.6(4) . . ? N2 C23 H23 118.2 . . ? C24 C23 H23 118.2 . . ? C23 C24 C25 117.7(4) . . ? C23 C24 C26 125.1(4) . . ? C25 C24 C26 117.2(3) . . ? C21 C25 C24 120.8(4) . . ? C21 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? O7 C26 O8 124.3(4) . . ? O7 C26 C24 123.3(4) . . ? O8 C26 C24 112.4(3) . . ? N3 C27 C28 123.7(3) . . ? N3 C27 H27 118.2 . . ? C28 C27 H27 118.2 . . ? C29 C28 C27 119.4(4) . . ? C29 C28 H28 120.3 . . ? C27 C28 H28 120.3 . . ? C28 C29 C30 119.5(4) . . ? C28 C29 H29 120.2 . . ? C30 C29 H29 120.2 . . ? C29 C30 C31 117.8(3) . . ? C29 C30 C32 122.5(3) . . ? C31 C30 C32 119.7(3) . . ? N3 C31 C30 122.6(3) . . ? N3 C31 C35 118.1(3) . . ? C30 C31 C35 119.3(3) . . ? C33 C32 C30 121.1(4) . . ? C33 C32 H32 119.5 . . ? C30 C32 H32 119.5 . . ? C32 C33 C34 121.2(3) . . ? C32 C33 H33 119.4 . . ? C34 C33 H33 119.4 . . ? C36 C34 C35 117.7(3) . . ? C36 C34 C33 123.2(3) . . ? C35 C34 C33 119.1(3) . . ? N4 C35 C34 122.3(3) . . ? N4 C35 C31 118.2(3) . . ? C34 C35 C31 119.5(3) . . ? C37 C36 C34 119.9(4) . . ? C37 C36 H36 120.0 . . ? C34 C36 H36 120.0 . . ? C36 C37 C38 119.3(4) . . ? C36 C37 H37 120.4 . . ? C38 C37 H37 120.4 . . ? N4 C38 C37 122.9(3) . . ? N4 C38 H38 118.6 . . ? C37 C38 H38 118.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Tb1 O1 C1 9.2(2) 13_556 . . . ? O4 Tb1 O1 C1 -62.9(2) 12_556 . . . ? O3 Tb1 O1 C1 74.5(2) 6 . . . ? O5 Tb1 O1 C1 -145.93(19) . . . . ? O6 Tb1 O1 C1 123.8(2) . . . . ? N4 Tb1 O1 C1 157.5(2) . . . . ? O2 Tb1 O1 C1 -1.68(18) . . . . ? N3 Tb1 O1 C1 -134.8(2) . . . . ? Tb1 Tb1 O1 C1 3.76(19) 13_556 . . . ? O2 Tb1 O2 C1 -168.8(2) 13_556 . . . ? O4 Tb1 O2 C1 115.8(2) 12_556 . . . ? O3 Tb1 O2 C1 -88.32(19) 6 . . . ? O5 Tb1 O2 C1 122.7(2) . . . . ? O6 Tb1 O2 C1 -128.55(19) . . . . ? O1 Tb1 O2 C1 1.65(18) . . . . ? N4 Tb1 O2 C1 -22.7(2) . . . . ? N3 Tb1 O2 C1 45.4(2) . . . . ? Tb1 Tb1 O2 C1 -168.8(2) 13_556 . . . ? O2 Tb1 O2 Tb1 0.0 13_556 . . 13_556 ? O4 Tb1 O2 Tb1 -75.41(10) 12_556 . . 13_556 ? O3 Tb1 O2 Tb1 80.43(10) 6 . . 13_556 ? O5 Tb1 O2 Tb1 -68.6(2) . . . 13_556 ? O6 Tb1 O2 Tb1 40.21(16) . . . 13_556 ? O1 Tb1 O2 Tb1 170.40(14) . . . 13_556 ? N4 Tb1 O2 Tb1 146.05(9) . . . 13_556 ? N3 Tb1 O2 Tb1 -145.87(9) . . . 13_556 ? O2 Tb1 O5 C14 69.8(2) 13_556 . . . ? O4 Tb1 O5 C14 139.8(2) 12_556 . . . ? O3 Tb1 O5 C14 -7.1(2) 6 . . . ? O6 Tb1 O5 C14 1.34(19) . . . . ? O1 Tb1 O5 C14 -131.1(2) . . . . ? N4 Tb1 O5 C14 -75.7(2) . . . . ? O2 Tb1 O5 C14 133.1(2) . . . . ? N3 Tb1 O5 C14 -141.8(2) . . . . ? Tb1 Tb1 O5 C14 89.8(2) 13_556 . . . ? O2 Tb1 O6 C14 -109.6(2) 13_556 . . . ? O4 Tb1 O6 C14 -50.1(2) 12_556 . . . ? O3 Tb1 O6 C14 172.0(2) 6 . . . ? O5 Tb1 O6 C14 -1.36(19) . . . . ? O1 Tb1 O6 C14 122.3(2) . . . . ? N4 Tb1 O6 C14 88.0(2) . . . . ? O2 Tb1 O6 C14 -148.85(19) . . . . ? N3 Tb1 O6 C14 37.7(2) . . . . ? Tb1 Tb1 O6 C14 -125.70(19) 13_556 . . . ? O2 Tb1 N3 C27 -19.5(4) 13_556 . . . ? O4 Tb1 N3 C27 -8.3(3) 12_556 . . . ? O3 Tb1 N3 C27 138.2(3) 6 . . . ? O5 Tb1 N3 C27 -92.6(3) . . . . ? O6 Tb1 N3 C27 -124.6(3) . . . . ? O1 Tb1 N3 C27 95.2(3) . . . . ? N4 Tb1 N3 C27 -179.6(3) . . . . ? O2 Tb1 N3 C27 59.6(3) . . . . ? Tb1 Tb1 N3 C27 34.9(3) 13_556 . . . ? O2 Tb1 N3 C31 163.1(2) 13_556 . . . ? O4 Tb1 N3 C31 174.4(2) 12_556 . . . ? O3 Tb1 N3 C31 -39.2(3) 6 . . . ? O5 Tb1 N3 C31 90.1(2) . . . . ? O6 Tb1 N3 C31 58.1(2) . . . . ? O1 Tb1 N3 C31 -82.2(2) . . . . ? N4 Tb1 N3 C31 3.0(2) . . . . ? O2 Tb1 N3 C31 -117.7(2) . . . . ? Tb1 Tb1 N3 C31 -142.5(2) 13_556 . . . ? O2 Tb1 N4 C38 16.8(3) 13_556 . . . ? O4 Tb1 N4 C38 164.6(2) 12_556 . . . ? O3 Tb1 N4 C38 -31.0(2) 6 . . . ? O5 Tb1 N4 C38 102.7(3) . . . . ? O6 Tb1 N4 C38 48.3(2) . . . . ? O1 Tb1 N4 C38 -111.7(3) . . . . ? O2 Tb1 N4 C38 -92.5(3) . . . . ? N3 Tb1 N4 C38 177.6(3) . . . . ? Tb1 Tb1 N4 C38 -56.1(3) 13_556 . . . ? O2 Tb1 N4 C35 -163.7(2) 13_556 . . . ? O4 Tb1 N4 C35 -15.9(3) 12_556 . . . ? O3 Tb1 N4 C35 148.6(2) 6 . . . ? O5 Tb1 N4 C35 -77.8(2) . . . . ? O6 Tb1 N4 C35 -132.2(2) . . . . ? O1 Tb1 N4 C35 67.9(2) . . . . ? O2 Tb1 N4 C35 87.0(2) . . . . ? N3 Tb1 N4 C35 -2.9(2) . . . . ? Tb1 Tb1 N4 C35 123.4(2) 13_556 . . . ? Tb1 O1 C1 O2 3.0(3) . . . . ? Tb1 O1 C1 C2 -175.9(3) . . . . ? Tb1 O2 C1 O1 -156.0(4) 13_556 . . . ? Tb1 O2 C1 O1 -3.0(3) . . . . ? Tb1 O2 C1 C2 22.9(7) 13_556 . . . ? Tb1 O2 C1 C2 175.9(3) . . . . ? O1 C1 C2 C3 113.3(4) . . . . ? O2 C1 C2 C3 -65.7(4) . . . . ? O1 C1 C2 C7 -63.1(4) . . . . ? O2 C1 C2 C7 118.0(4) . . . . ? C7 C2 C3 C4 0.8(5) . . . . ? C1 C2 C3 C4 -175.6(3) . . . . ? C2 C3 C4 C5 0.3(6) . . . . ? C3 C4 C5 C6 -0.6(6) . . . . ? C4 C5 C6 C7 -0.1(6) . . . . ? C5 C6 C7 C2 1.2(5) . . . . ? C5 C6 C7 C8 -176.8(3) . . . . ? C3 C2 C7 C6 -1.5(5) . . . . ? C1 C2 C7 C6 174.8(3) . . . . ? C3 C2 C7 C8 176.4(3) . . . . ? C1 C2 C7 C8 -7.3(5) . . . . ? C6 C7 C8 C12 -54.0(5) . . . . ? C2 C7 C8 C12 128.2(4) . . . . ? C6 C7 C8 C9 120.5(4) . . . . ? C2 C7 C8 C9 -57.4(5) . . . . ? C10 N1 C9 C8 -2.2(5) . . . . ? C12 C8 C9 N1 0.2(5) . . . . ? C7 C8 C9 N1 -174.5(3) . . . . ? C9 N1 C10 C11 1.5(5) . . . . ? N1 C10 C11 C12 1.3(5) . . . . ? N1 C10 C11 C13 -179.0(3) . . . . ? C10 C11 C12 C8 -3.3(5) . . . . ? C13 C11 C12 C8 176.9(3) . . . . ? C9 C8 C12 C11 2.6(5) . . . . ? C7 C8 C12 C11 177.2(3) . . . . ? Tb1 O3 C13 O4 -4.7(5) 8_544 . . . ? Tb1 O3 C13 C11 173.8(2) 8_544 . . . ? Tb1 O4 C13 O3 6.9(6) 11_556 . . . ? Tb1 O4 C13 C11 -171.6(2) 11_556 . . . ? C12 C11 C13 O3 -154.3(3) . . . . ? C10 C11 C13 O3 26.0(5) . . . . ? C12 C11 C13 O4 24.4(5) . . . . ? C10 C11 C13 O4 -155.4(3) . . . . ? Tb1 O6 C14 O5 2.4(3) . . . . ? Tb1 O6 C14 C15 -177.0(3) . . . . ? Tb1 O5 C14 O6 -2.4(3) . . . . ? Tb1 O5 C14 C15 177.0(3) . . . . ? O6 C14 C15 C16 -174.8(3) . . . . ? O5 C14 C15 C16 5.8(5) . . . . ? O6 C14 C15 C20 4.0(5) . . . . ? O5 C14 C15 C20 -175.4(3) . . . . ? C20 C15 C16 C17 0.3(6) . . . . ? C14 C15 C16 C17 179.2(4) . . . . ? C15 C16 C17 C18 1.6(7) . . . . ? C16 C17 C18 C19 -2.5(8) . . . . ? C17 C18 C19 C20 1.5(8) . . . . ? C18 C19 C20 C15 0.4(7) . . . . ? C18 C19 C20 C21 -172.9(4) . . . . ? C16 C15 C20 C19 -1.3(6) . . . . ? C14 C15 C20 C19 179.9(4) . . . . ? C16 C15 C20 C21 171.4(4) . . . . ? C14 C15 C20 C21 -7.4(6) . . . . ? C19 C20 C21 C25 62.7(5) . . . . ? C15 C20 C21 C25 -110.2(4) . . . . ? C19 C20 C21 C22 -114.4(5) . . . . ? C15 C20 C21 C22 72.7(6) . . . . ? C23 N2 C22 C21 -2.7(7) . . . . ? C25 C21 C22 N2 3.0(7) . . . . ? C20 C21 C22 N2 -179.9(4) . . . . ? C22 N2 C23 C24 0.7(6) . . . . ? N2 C23 C24 C25 0.7(6) . . . . ? N2 C23 C24 C26 -179.1(4) . . . . ? C22 C21 C25 C24 -1.3(6) . . . . ? C20 C21 C25 C24 -178.6(4) . . . . ? C23 C24 C25 C21 -0.4(6) . . . . ? C26 C24 C25 C21 179.4(4) . . . . ? C23 C24 C26 O7 178.1(4) . . . . ? C25 C24 C26 O7 -1.7(6) . . . . ? C23 C24 C26 O8 -4.0(6) . . . . ? C25 C24 C26 O8 176.1(3) . . . . ? C31 N3 C27 C28 0.0(5) . . . . ? Tb1 N3 C27 C28 -177.4(3) . . . . ? N3 C27 C28 C29 0.3(6) . . . . ? C27 C28 C29 C30 -0.7(6) . . . . ? C28 C29 C30 C31 0.8(6) . . . . ? C28 C29 C30 C32 -178.8(4) . . . . ? C27 N3 C31 C30 0.1(5) . . . . ? Tb1 N3 C31 C30 177.6(2) . . . . ? C27 N3 C31 C35 179.4(3) . . . . ? Tb1 N3 C31 C35 -3.1(4) . . . . ? C29 C30 C31 N3 -0.5(5) . . . . ? C32 C30 C31 N3 179.1(3) . . . . ? C29 C30 C31 C35 -179.8(3) . . . . ? C32 C30 C31 C35 -0.2(5) . . . . ? C29 C30 C32 C33 179.3(4) . . . . ? C31 C30 C32 C33 -0.3(5) . . . . ? C30 C32 C33 C34 0.5(6) . . . . ? C32 C33 C34 C36 -179.0(4) . . . . ? C32 C33 C34 C35 -0.2(6) . . . . ? C38 N4 C35 C34 1.3(5) . . . . ? Tb1 N4 C35 C34 -178.2(2) . . . . ? C38 N4 C35 C31 -177.8(3) . . . . ? Tb1 N4 C35 C31 2.6(4) . . . . ? C36 C34 C35 N4 -0.6(5) . . . . ? C33 C34 C35 N4 -179.5(3) . . . . ? C36 C34 C35 C31 178.6(3) . . . . ? C33 C34 C35 C31 -0.3(5) . . . . ? N3 C31 C35 N4 0.3(5) . . . . ? C30 C31 C35 N4 179.7(3) . . . . ? N3 C31 C35 C34 -178.9(3) . . . . ? C30 C31 C35 C34 0.5(5) . . . . ? C35 C34 C36 C37 -1.1(6) . . . . ? C33 C34 C36 C37 177.7(4) . . . . ? C34 C36 C37 C38 2.1(6) . . . . ? C35 N4 C38 C37 -0.3(5) . . . . ? Tb1 N4 C38 C37 179.2(3) . . . . ? C36 C37 C38 N4 -1.4(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H8 N1 0.82 1.87 2.686(4) 174.7 5 O9 H1W O5 0.85 2.09 2.937(6) 179.6 . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.967 _refine_diff_density_min -0.498 _refine_diff_density_rms 0.083 data_Lu _database_code_depnum_ccdc_archive 'CCDC 900096' #TrackingRef 'test_0m Lu.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H25 Lu2 N3 O14' _chemical_formula_weight 1109.56 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' Lu Lu -0.4720 5.8584 '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 11.476(2) _cell_length_b 12.667(2) _cell_length_c 13.512(3) _cell_angle_alpha 103.635(2) _cell_angle_beta 99.747(2) _cell_angle_gamma 108.5040(10) _cell_volume 1745.5(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.111 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1068 _exptl_absorpt_coefficient_mu 5.704 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3297 _exptl_absorpt_correction_T_max 0.3950 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 12924 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 25.50 _reflns_number_total 6418 _reflns_number_gt 5426 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0127P)^2^+1.8309P] 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 6418 _refine_ls_number_parameters 523 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0252 _refine_ls_wR_factor_ref 0.0489 _refine_ls_wR_factor_gt 0.0467 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 Lu1 Lu 0.469874(17) 0.418951(15) 0.600911(13) 0.01450(5) Uani 1 1 d . . . Lu2 Lu 0.854113(18) 0.458713(17) 0.853676(15) 0.02125(6) Uani 1 1 d . . . O1 O 0.6479(3) 0.4147(3) 0.5447(2) 0.0224(7) Uani 1 1 d . . . O2 O 0.6765(3) 0.4914(3) 0.4134(2) 0.0271(8) Uani 1 1 d . . . O3 O 0.9867(4) 0.3821(4) 0.8135(3) 0.0571(12) Uani 1 1 d . . . O4 O 1.1501(4) 0.4167(3) 0.7458(3) 0.0536(11) Uani 1 1 d . . . O5 O 0.3480(4) 0.2464(3) 0.4613(2) 0.0417(10) Uani 1 1 d . . . O6 O 0.4186(3) 0.3955(3) 0.4075(2) 0.0245(7) Uani 1 1 d . . . O7 O 0.4899(3) -0.2703(3) 0.3558(3) 0.0296(8) Uani 1 1 d . . . O8 O 0.2955(3) -0.3065(3) 0.2619(2) 0.0291(8) Uani 1 1 d . . . O9 O 0.8011(3) 0.3689(3) 0.9695(3) 0.0383(9) Uani 1 1 d . . . O10 O 0.9829(3) 0.3787(3) 1.0630(3) 0.0409(9) Uani 1 1 d . . . O11 O 0.2763(3) 0.4561(3) 1.0965(2) 0.0295(8) Uani 1 1 d . . . O12 O 0.4312(3) 0.4845(3) 1.2331(2) 0.0313(8) Uani 1 1 d . . . O13 O 0.3168(4) 0.3336(3) 0.6764(3) 0.0497(11) Uani 1 1 d . . . H1W H 0.2632 0.3601 0.6980 0.060 Uiso 1 1 d R . . H2W H 0.3475 0.3213 0.7324 0.060 Uiso 1 1 d R . . O14 O 0.8593(3) 0.5316(3) 0.7173(2) 0.0281(8) Uani 1 1 d . . . H3W H 0.7943 0.4956 0.6647 0.034 Uiso 1 1 d R . . H4W H 0.9125 0.5626 0.6859 0.034 Uiso 1 1 d R . . N1 N 0.9720(4) 0.3698(3) 0.3845(3) 0.0251(9) Uani 1 1 d . . . N2 N 0.5951(4) 0.0837(3) 0.4152(3) 0.0366(11) Uani 1 1 d . . . N3 N 0.4319(4) 0.2887(4) 0.8880(3) 0.0444(12) Uani 1 1 d . . . C1 C 0.7004(4) 0.4340(4) 0.4721(3) 0.0181(10) Uani 1 1 d . . . C2 C 0.8029(4) 0.3844(4) 0.4602(3) 0.0187(10) Uani 1 1 d . . . C3 C 0.8769(4) 0.4075(4) 0.3911(3) 0.0244(11) Uani 1 1 d . . . H3 H 0.8595 0.4508 0.3478 0.029 Uiso 1 1 calc R . . C4 C 0.9936(5) 0.3050(4) 0.4458(4) 0.0288(11) Uani 1 1 d . . . H4 H 1.0603 0.2789 0.4412 0.035 Uiso 1 1 calc R . . C5 C 0.9239(4) 0.2747(4) 0.5150(4) 0.0232(10) Uani 1 1 d . . . C6 C 0.8261(4) 0.3166(4) 0.5211(3) 0.0227(10) Uani 1 1 d . . . H6 H 0.7761 0.2985 0.5667 0.027 Uiso 1 1 calc R . . C7 C 0.9394(4) 0.1884(4) 0.5726(4) 0.0233(11) Uani 1 1 d . . . C8 C 0.8881(5) 0.0757(5) 0.5192(5) 0.0486(16) Uani 1 1 d . . . H8 H 0.8515 0.0522 0.4469 0.058 Uiso 1 1 calc R . . C9 C 0.8877(6) -0.0100(6) 0.5697(7) 0.064(2) Uani 1 1 d . . . H9 H 0.8521 -0.0891 0.5310 0.077 Uiso 1 1 calc R . . C10 C 0.9401(7) 0.0243(7) 0.6760(7) 0.069(2) Uani 1 1 d . . . H10 H 0.9409 -0.0315 0.7099 0.083 Uiso 1 1 calc R . . C11 C 0.9916(6) 0.1413(6) 0.7331(6) 0.0595(19) Uani 1 1 d . . . H11 H 1.0266 0.1643 0.8057 0.071 Uiso 1 1 calc R . . C12 C 0.9915(5) 0.2258(5) 0.6825(5) 0.0369(13) Uani 1 1 d . . . C13 C 1.0488(5) 0.3515(5) 0.7507(4) 0.0378(14) Uani 1 1 d . . . C14 C 0.3602(4) 0.2857(4) 0.3870(3) 0.0188(10) Uani 1 1 d . . . C15 C 0.3037(4) 0.2070(4) 0.2745(3) 0.0209(10) Uani 1 1 d . . . C16 C 0.2284(4) 0.2431(4) 0.2095(3) 0.0252(11) Uani 1 1 d . . . H16 H 0.2201 0.3142 0.2361 0.030 Uiso 1 1 calc R . . C17 C 0.1650(5) 0.1759(4) 0.1054(4) 0.0309(12) Uani 1 1 d . . . H17 H 0.1145 0.2012 0.0626 0.037 Uiso 1 1 calc R . . C18 C 0.1784(5) 0.0711(4) 0.0671(4) 0.0351(13) Uani 1 1 d . . . H18 H 0.1371 0.0250 -0.0025 0.042 Uiso 1 1 calc R . . C19 C 0.2527(5) 0.0339(4) 0.1313(4) 0.0277(11) Uani 1 1 d . . . H19 H 0.2609 -0.0372 0.1039 0.033 Uiso 1 1 calc R . . C20 C 0.3155(4) 0.0997(4) 0.2357(3) 0.0221(10) Uani 1 1 d . . . C21 C 0.3954(4) 0.0520(4) 0.2979(3) 0.0208(10) Uani 1 1 d . . . C22 C 0.5158(5) 0.1220(4) 0.3638(4) 0.0317(12) Uani 1 1 d . . . H22 H 0.5433 0.2019 0.3728 0.038 Uiso 1 1 calc R . . C23 C 0.5560(5) -0.0306(4) 0.3991(4) 0.0304(12) Uani 1 1 d . . . H23 H 0.6102 -0.0590 0.4343 0.037 Uiso 1 1 calc R . . C24 C 0.4401(4) -0.1104(4) 0.3335(3) 0.0199(10) Uani 1 1 d . . . C25 C 0.3575(4) -0.0672(4) 0.2846(3) 0.0216(10) Uani 1 1 d . . . H25 H 0.2767 -0.1180 0.2428 0.026 Uiso 1 1 calc R . . C26 C 0.4068(4) -0.2382(4) 0.3167(3) 0.0207(10) Uani 1 1 d . . . C27 C 0.8626(5) 0.3407(4) 1.0362(4) 0.0270(11) Uani 1 1 d . . . C28 C 0.7905(4) 0.2526(4) 1.0834(3) 0.0231(10) Uani 1 1 d . . . C29 C 0.8589(5) 0.1993(4) 1.1344(4) 0.0342(12) Uani 1 1 d . . . H29 H 0.9458 0.2219 1.1404 0.041 Uiso 1 1 calc R . . C30 C 0.8016(6) 0.1140(5) 1.1764(4) 0.0475(16) Uani 1 1 d . . . H30 H 0.8489 0.0782 1.2090 0.057 Uiso 1 1 calc R . . C31 C 0.6741(7) 0.0822(5) 1.1697(5) 0.0571(18) Uani 1 1 d . . . H31 H 0.6336 0.0238 1.1969 0.069 Uiso 1 1 calc R . . C32 C 0.6065(6) 0.1378(5) 1.1224(5) 0.0523(17) Uani 1 1 d . . . H32 H 0.5205 0.1171 1.1200 0.063 Uiso 1 1 calc R . . C33 C 0.6610(5) 0.2229(4) 1.0783(4) 0.0287(11) Uani 1 1 d . . . C34 C 0.5742(4) 0.2766(4) 1.0354(4) 0.0269(11) Uani 1 1 d . . . C35 C 0.5219(5) 0.2529(5) 0.9284(4) 0.0381(13) Uani 1 1 d . . . H35 H 0.5518 0.2088 0.8811 0.046 Uiso 1 1 calc R . . C36 C 0.3879(5) 0.3502(4) 0.9562(3) 0.0298(12) Uani 1 1 d . . . H36 H 0.3241 0.3746 0.9301 0.036 Uiso 1 1 calc R . . C37 C 0.4339(4) 0.3792(4) 1.0649(3) 0.0226(10) Uani 1 1 d . . . C38 C 0.5289(4) 0.3447(4) 1.1049(4) 0.0259(11) Uani 1 1 d . . . H38 H 0.5629 0.3663 1.1775 0.031 Uiso 1 1 calc R . . C39 C 0.3776(4) 0.4464(4) 1.1367(3) 0.0219(10) Uani 1 1 d . . . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.237 0.107 0.722 10 2 ' ' 2 0.762 0.893 0.278 10 2 ' ' _platon_squeeze_details ; ; 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 Lu1 0.01858(11) 0.01340(10) 0.01511(10) 0.00642(8) 0.00608(8) 0.00836(8) Lu2 0.01878(11) 0.02239(12) 0.02426(11) 0.00998(9) 0.00600(9) 0.00771(9) O1 0.0242(18) 0.0297(19) 0.0230(17) 0.0128(14) 0.0127(14) 0.0160(15) O2 0.0305(19) 0.038(2) 0.0324(18) 0.0240(16) 0.0182(16) 0.0236(17) O3 0.045(2) 0.086(3) 0.058(3) 0.019(2) 0.025(2) 0.045(3) O4 0.060(3) 0.046(3) 0.071(3) 0.023(2) 0.040(2) 0.025(2) O5 0.064(3) 0.0232(19) 0.0228(18) 0.0098(16) 0.0043(18) -0.0018(19) O6 0.0308(19) 0.0159(17) 0.0235(17) 0.0054(14) 0.0036(14) 0.0071(15) O7 0.034(2) 0.0213(18) 0.041(2) 0.0190(16) 0.0092(16) 0.0146(16) O8 0.032(2) 0.0167(17) 0.0325(19) 0.0055(15) 0.0016(16) 0.0054(16) O9 0.030(2) 0.053(2) 0.043(2) 0.034(2) 0.0124(17) 0.0144(19) O10 0.024(2) 0.041(2) 0.048(2) 0.0118(18) 0.0064(17) 0.0026(18) O11 0.034(2) 0.037(2) 0.0264(18) 0.0081(16) 0.0105(16) 0.0245(17) O12 0.046(2) 0.031(2) 0.0172(17) 0.0051(15) 0.0053(16) 0.0171(17) O13 0.054(3) 0.049(3) 0.077(3) 0.038(2) 0.050(2) 0.030(2) O14 0.0277(18) 0.0309(19) 0.0233(17) 0.0116(15) 0.0099(15) 0.0038(16) N1 0.024(2) 0.025(2) 0.028(2) 0.0052(18) 0.0134(18) 0.0102(19) N2 0.028(2) 0.020(2) 0.050(3) 0.011(2) -0.006(2) 0.004(2) N3 0.039(3) 0.069(3) 0.026(2) 0.003(2) 0.012(2) 0.026(3) C1 0.016(2) 0.017(2) 0.022(2) 0.0036(19) 0.0070(19) 0.008(2) C2 0.022(2) 0.014(2) 0.022(2) 0.0047(19) 0.007(2) 0.009(2) C3 0.028(3) 0.025(3) 0.024(2) 0.010(2) 0.010(2) 0.012(2) C4 0.028(3) 0.025(3) 0.037(3) 0.009(2) 0.012(2) 0.013(2) C5 0.017(2) 0.016(2) 0.037(3) 0.007(2) 0.010(2) 0.006(2) C6 0.024(3) 0.021(3) 0.029(3) 0.013(2) 0.012(2) 0.011(2) C7 0.017(2) 0.027(3) 0.042(3) 0.025(2) 0.018(2) 0.014(2) C8 0.035(3) 0.056(4) 0.072(4) 0.028(4) 0.025(3) 0.027(3) C9 0.043(4) 0.038(4) 0.130(7) 0.038(4) 0.039(4) 0.022(3) C10 0.067(5) 0.069(5) 0.125(7) 0.075(5) 0.055(5) 0.048(4) C11 0.072(5) 0.069(5) 0.081(5) 0.060(4) 0.039(4) 0.047(4) C12 0.034(3) 0.040(3) 0.063(4) 0.036(3) 0.032(3) 0.024(3) C13 0.038(3) 0.059(4) 0.042(3) 0.031(3) 0.021(3) 0.036(3) C14 0.019(2) 0.014(2) 0.024(2) 0.0024(19) 0.0030(19) 0.010(2) C15 0.023(3) 0.017(2) 0.024(2) 0.009(2) 0.007(2) 0.007(2) C16 0.032(3) 0.016(2) 0.027(3) 0.005(2) 0.004(2) 0.012(2) C17 0.034(3) 0.032(3) 0.029(3) 0.009(2) 0.000(2) 0.020(3) C18 0.042(3) 0.033(3) 0.023(3) 0.000(2) -0.002(2) 0.016(3) C19 0.034(3) 0.020(3) 0.026(3) 0.003(2) 0.005(2) 0.011(2) C20 0.026(3) 0.017(2) 0.025(2) 0.006(2) 0.007(2) 0.010(2) C21 0.025(3) 0.021(3) 0.021(2) 0.007(2) 0.006(2) 0.014(2) C22 0.034(3) 0.013(2) 0.041(3) 0.007(2) -0.003(2) 0.006(2) C23 0.029(3) 0.023(3) 0.039(3) 0.011(2) 0.002(2) 0.010(2) C24 0.022(3) 0.016(2) 0.024(2) 0.009(2) 0.009(2) 0.008(2) C25 0.024(3) 0.017(2) 0.022(2) 0.003(2) 0.004(2) 0.008(2) C26 0.028(3) 0.021(2) 0.018(2) 0.009(2) 0.011(2) 0.011(2) C27 0.029(3) 0.023(3) 0.029(3) 0.006(2) 0.010(2) 0.009(2) C28 0.031(3) 0.019(2) 0.023(2) 0.008(2) 0.013(2) 0.009(2) C29 0.035(3) 0.039(3) 0.033(3) 0.010(3) 0.009(2) 0.019(3) C30 0.075(5) 0.046(4) 0.044(3) 0.026(3) 0.024(3) 0.038(4) C31 0.082(5) 0.049(4) 0.071(4) 0.044(4) 0.045(4) 0.034(4) C32 0.048(4) 0.054(4) 0.088(5) 0.045(4) 0.046(4) 0.030(3) C33 0.034(3) 0.025(3) 0.038(3) 0.014(2) 0.022(2) 0.015(2) C34 0.025(3) 0.028(3) 0.031(3) 0.011(2) 0.014(2) 0.010(2) C35 0.035(3) 0.047(4) 0.033(3) 0.001(3) 0.016(3) 0.022(3) C36 0.026(3) 0.041(3) 0.019(2) 0.003(2) 0.004(2) 0.014(2) C37 0.024(3) 0.025(3) 0.018(2) 0.004(2) 0.008(2) 0.008(2) C38 0.031(3) 0.029(3) 0.021(2) 0.009(2) 0.006(2) 0.014(2) C39 0.032(3) 0.016(2) 0.020(2) 0.006(2) 0.007(2) 0.011(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 Lu1 O12 2.186(3) 2_667 ? Lu1 O7 2.254(3) 2_656 ? Lu1 O13 2.284(3) . ? Lu1 O1 2.309(3) . ? Lu1 O2 2.314(3) 2_666 ? Lu1 O6 2.333(3) 2_666 ? Lu1 O5 2.348(3) . ? Lu1 O6 2.503(3) . ? Lu1 Lu1 3.8089(6) 2_666 ? Lu2 O3 2.127(4) . ? Lu2 O8 2.162(3) 2_656 ? Lu2 O10 2.181(3) 2_767 ? Lu2 O9 2.198(3) . ? Lu2 O11 2.209(3) 2_667 ? Lu2 O14 2.248(3) . ? O1 C1 1.266(5) . ? O2 C1 1.248(5) . ? O2 Lu1 2.314(3) 2_666 ? O3 C13 1.265(6) . ? O4 C13 1.217(6) . ? O5 C14 1.231(5) . ? O6 C14 1.274(5) . ? O6 Lu1 2.333(3) 2_666 ? O7 C26 1.237(5) . ? O7 Lu1 2.254(3) 2_656 ? O8 C26 1.267(5) . ? O8 Lu2 2.162(3) 2_656 ? O9 C27 1.240(5) . ? O10 C27 1.263(6) . ? O10 Lu2 2.181(3) 2_767 ? O11 C39 1.253(5) . ? O11 Lu2 2.209(3) 2_667 ? O12 C39 1.246(5) . ? O12 Lu1 2.186(3) 2_667 ? O13 H1W 0.8494 . ? O13 H2W 0.8497 . ? O14 H3W 0.8498 . ? O14 H4W 0.8499 . ? N1 C3 1.330(5) . ? N1 C4 1.343(6) . ? N2 C23 1.323(6) . ? N2 C22 1.331(6) . ? N3 C36 1.334(6) . ? N3 C35 1.340(6) . ? C1 C2 1.514(6) . ? C2 C6 1.374(6) . ? C2 C3 1.385(6) . ? C3 H3 0.9300 . ? C4 C5 1.374(6) . ? C4 H4 0.9300 . ? C5 C6 1.391(6) . ? C5 C7 1.520(6) . ? C6 H6 0.9300 . ? C7 C8 1.320(7) . ? C7 C12 1.405(7) . ? C8 C9 1.411(8) . ? C8 H8 0.9300 . ? C9 C10 1.364(9) . ? C9 H9 0.9300 . ? C10 C11 1.375(9) . ? C10 H10 0.9300 . ? C11 C12 1.401(7) . ? C11 H11 0.9300 . ? C12 C13 1.502(8) . ? C14 C15 1.505(6) . ? C15 C16 1.382(6) . ? C15 C20 1.395(6) . ? C16 C17 1.388(6) . ? C16 H16 0.9300 . ? C17 C18 1.373(6) . ? C17 H17 0.9300 . ? C18 C19 1.378(6) . ? C18 H18 0.9300 . ? C19 C20 1.388(6) . ? C19 H19 0.9300 . ? C20 C21 1.497(6) . ? C21 C22 1.387(6) . ? C21 C25 1.389(6) . ? C22 H22 0.9300 . ? C23 C24 1.379(6) . ? C23 H23 0.9300 . ? C24 C25 1.386(6) . ? C24 C26 1.491(6) . ? C25 H25 0.9300 . ? C27 C28 1.505(6) . ? C28 C29 1.385(6) . ? C28 C33 1.398(6) . ? C29 C30 1.373(7) . ? C29 H29 0.9300 . ? C30 C31 1.370(8) . ? C30 H30 0.9300 . ? C31 C32 1.378(8) . ? C31 H31 0.9300 . ? C32 C33 1.382(7) . ? C32 H32 0.9300 . ? C33 C34 1.487(6) . ? C34 C35 1.389(7) . ? C34 C38 1.401(6) . ? C35 H35 0.9300 . ? C36 C37 1.389(6) . ? C36 H36 0.9300 . ? C37 C38 1.374(6) . ? C37 C39 1.501(6) . ? C38 H38 0.9300 . ? 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 O12 Lu1 O7 83.35(12) 2_667 2_656 ? O12 Lu1 O13 80.89(14) 2_667 . ? O7 Lu1 O13 71.61(12) 2_656 . ? O12 Lu1 O1 96.90(12) 2_667 . ? O7 Lu1 O1 74.89(11) 2_656 . ? O13 Lu1 O1 146.46(12) . . ? O12 Lu1 O2 96.56(12) 2_667 2_666 ? O7 Lu1 O2 144.75(11) 2_656 2_666 ? O13 Lu1 O2 73.58(12) . 2_666 ? O1 Lu1 O2 139.45(10) . 2_666 ? O12 Lu1 O6 78.05(11) 2_667 2_666 ? O7 Lu1 O6 139.10(11) 2_656 2_666 ? O13 Lu1 O6 138.71(12) . 2_666 ? O1 Lu1 O6 71.65(11) . 2_666 ? O2 Lu1 O6 74.06(11) 2_666 2_666 ? O12 Lu1 O5 152.86(11) 2_667 . ? O7 Lu1 O5 72.37(12) 2_656 . ? O13 Lu1 O5 80.09(13) . . ? O1 Lu1 O5 88.48(12) . . ? O2 Lu1 O5 96.43(13) 2_666 . ? O6 Lu1 O5 128.57(10) 2_666 . ? O12 Lu1 O6 154.07(11) 2_667 . ? O7 Lu1 O6 115.20(11) 2_656 . ? O13 Lu1 O6 121.05(13) . . ? O1 Lu1 O6 72.63(10) . . ? O2 Lu1 O6 78.74(10) 2_666 . ? O6 Lu1 O6 76.14(11) 2_666 . ? O5 Lu1 O6 52.53(10) . . ? O12 Lu1 Lu1 117.66(9) 2_667 2_666 ? O7 Lu1 Lu1 137.97(8) 2_656 2_666 ? O13 Lu1 Lu1 143.05(10) . 2_666 ? O1 Lu1 Lu1 67.11(7) . 2_666 ? O2 Lu1 Lu1 72.75(7) 2_666 2_666 ? O6 Lu1 Lu1 39.65(7) 2_666 2_666 ? O5 Lu1 Lu1 88.97(8) . 2_666 ? O6 Lu1 Lu1 36.49(7) . 2_666 ? O3 Lu2 O8 88.14(15) . 2_656 ? O3 Lu2 O10 87.27(15) . 2_767 ? O8 Lu2 O10 166.35(13) 2_656 2_767 ? O3 Lu2 O9 96.83(15) . . ? O8 Lu2 O9 85.30(13) 2_656 . ? O10 Lu2 O9 108.01(13) 2_767 . ? O3 Lu2 O11 176.99(14) . 2_667 ? O8 Lu2 O11 94.65(12) 2_656 2_667 ? O10 Lu2 O11 90.27(13) 2_767 2_667 ? O9 Lu2 O11 82.28(12) . 2_667 ? O3 Lu2 O14 90.67(14) . . ? O8 Lu2 O14 83.90(11) 2_656 . ? O10 Lu2 O14 83.31(12) 2_767 . ? O9 Lu2 O14 166.64(12) . . ? O11 Lu2 O14 90.77(11) 2_667 . ? C1 O1 Lu1 140.7(3) . . ? C1 O2 Lu1 132.1(3) . 2_666 ? C13 O3 Lu2 151.6(4) . . ? C14 O5 Lu1 98.7(3) . . ? C14 O6 Lu1 164.7(3) . 2_666 ? C14 O6 Lu1 90.2(2) . . ? Lu1 O6 Lu1 103.86(11) 2_666 . ? C26 O7 Lu1 145.6(3) . 2_656 ? C26 O8 Lu2 159.0(3) . 2_656 ? C27 O9 Lu2 132.9(3) . . ? C27 O10 Lu2 140.1(3) . 2_767 ? C39 O11 Lu2 138.6(3) . 2_667 ? C39 O12 Lu1 170.1(3) . 2_667 ? Lu1 O13 H1W 127.4 . . ? Lu1 O13 H2W 112.7 . . ? H1W O13 H2W 98.3 . . ? Lu2 O14 H3W 114.9 . . ? Lu2 O14 H4W 139.6 . . ? H3W O14 H4W 98.8 . . ? C3 N1 C4 118.0(4) . . ? C23 N2 C22 116.7(4) . . ? C36 N3 C35 117.1(4) . . ? O2 C1 O1 125.7(4) . . ? O2 C1 C2 119.0(4) . . ? O1 C1 C2 115.2(4) . . ? C6 C2 C3 118.4(4) . . ? C6 C2 C1 119.6(4) . . ? C3 C2 C1 121.9(4) . . ? N1 C3 C2 122.3(4) . . ? N1 C3 H3 118.8 . . ? C2 C3 H3 118.8 . . ? N1 C4 C5 124.3(4) . . ? N1 C4 H4 117.9 . . ? C5 C4 H4 117.9 . . ? C4 C5 C6 116.4(4) . . ? C4 C5 C7 122.9(4) . . ? C6 C5 C7 120.3(4) . . ? C2 C6 C5 120.6(4) . . ? C2 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C8 C7 C12 120.4(5) . . ? C8 C7 C5 118.2(5) . . ? C12 C7 C5 120.9(4) . . ? C7 C8 C9 121.3(6) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C10 C9 C8 119.3(6) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 120.1(6) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C12 120.3(6) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C7 118.5(5) . . ? C11 C12 C13 116.9(5) . . ? C7 C12 C13 124.6(4) . . ? O4 C13 O3 123.7(6) . . ? O4 C13 C12 120.6(5) . . ? O3 C13 C12 115.6(5) . . ? O5 C14 O6 118.3(4) . . ? O5 C14 C15 121.0(4) . . ? O6 C14 C15 120.6(4) . . ? C16 C15 C20 119.6(4) . . ? C16 C15 C14 115.6(4) . . ? C20 C15 C14 124.6(4) . . ? C15 C16 C17 121.7(4) . . ? C15 C16 H16 119.1 . . ? C17 C16 H16 119.1 . . ? C18 C17 C16 118.5(4) . . ? C18 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? C17 C18 C19 120.4(4) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C20 121.7(4) . . ? C18 C19 H19 119.2 . . ? C20 C19 H19 119.2 . . ? C19 C20 C15 118.1(4) . . ? C19 C20 C21 117.3(4) . . ? C15 C20 C21 124.5(4) . . ? C22 C21 C25 116.3(4) . . ? C22 C21 C20 122.1(4) . . ? C25 C21 C20 121.3(4) . . ? N2 C22 C21 125.0(4) . . ? N2 C22 H22 117.5 . . ? C21 C22 H22 117.5 . . ? N2 C23 C24 124.3(4) . . ? N2 C23 H23 117.9 . . ? C24 C23 H23 117.9 . . ? C23 C24 C25 117.7(4) . . ? C23 C24 C26 120.3(4) . . ? C25 C24 C26 122.0(4) . . ? C24 C25 C21 120.0(4) . . ? C24 C25 H25 120.0 . . ? C21 C25 H25 120.0 . . ? O7 C26 O8 124.6(4) . . ? O7 C26 C24 118.0(4) . . ? O8 C26 C24 117.4(4) . . ? O9 C27 O10 122.9(5) . . ? O9 C27 C28 118.4(4) . . ? O10 C27 C28 118.6(4) . . ? C29 C28 C33 119.5(4) . . ? C29 C28 C27 116.8(4) . . ? C33 C28 C27 123.8(4) . . ? C30 C29 C28 121.7(5) . . ? C30 C29 H29 119.1 . . ? C28 C29 H29 119.1 . . ? C31 C30 C29 119.4(5) . . ? C31 C30 H30 120.3 . . ? C29 C30 H30 120.3 . . ? C30 C31 C32 119.2(5) . . ? C30 C31 H31 120.4 . . ? C32 C31 H31 120.4 . . ? C31 C32 C33 122.8(5) . . ? C31 C32 H32 118.6 . . ? C33 C32 H32 118.6 . . ? C32 C33 C28 117.4(5) . . ? C32 C33 C34 114.9(4) . . ? C28 C33 C34 127.6(4) . . ? C35 C34 C38 116.3(4) . . ? C35 C34 C33 123.9(4) . . ? C38 C34 C33 119.3(4) . . ? N3 C35 C34 125.0(5) . . ? N3 C35 H35 117.5 . . ? C34 C35 H35 117.5 . . ? N3 C36 C37 122.5(5) . . ? N3 C36 H36 118.7 . . ? C37 C36 H36 118.7 . . ? C38 C37 C36 119.5(4) . . ? C38 C37 C39 121.1(4) . . ? C36 C37 C39 119.4(4) . . ? C37 C38 C34 119.4(4) . . ? C37 C38 H38 120.3 . . ? C34 C38 H38 120.3 . . ? O12 C39 O11 123.9(4) . . ? O12 C39 C37 118.0(4) . . ? O11 C39 C37 117.9(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O12 Lu1 O1 C1 -132.1(4) 2_667 . . . ? O7 Lu1 O1 C1 146.7(5) 2_656 . . . ? O13 Lu1 O1 C1 144.0(4) . . . . ? O2 Lu1 O1 C1 -23.6(5) 2_666 . . . ? O6 Lu1 O1 C1 -57.2(4) 2_666 . . . ? O5 Lu1 O1 C1 74.6(4) . . . . ? O6 Lu1 O1 C1 23.6(4) . . . . ? Lu1 Lu1 O1 C1 -15.0(4) 2_666 . . . ? O8 Lu2 O3 C13 71.7(9) 2_656 . . . ? O10 Lu2 O3 C13 -95.4(9) 2_767 . . . ? O9 Lu2 O3 C13 156.8(9) . . . . ? O11 Lu2 O3 C13 -131(2) 2_667 . . . ? O14 Lu2 O3 C13 -12.1(9) . . . . ? O12 Lu1 O5 C14 -168.4(3) 2_667 . . . ? O7 Lu1 O5 C14 -140.8(3) 2_656 . . . ? O13 Lu1 O5 C14 145.5(3) . . . . ? O1 Lu1 O5 C14 -66.2(3) . . . . ? O2 Lu1 O5 C14 73.4(3) 2_666 . . . ? O6 Lu1 O5 C14 -1.3(4) 2_666 . . . ? O6 Lu1 O5 C14 2.9(3) . . . . ? Lu1 Lu1 O5 C14 0.9(3) 2_666 . . . ? O12 Lu1 O6 C14 168.2(3) 2_667 . . . ? O7 Lu1 O6 C14 35.7(3) 2_656 . . . ? O13 Lu1 O6 C14 -47.2(3) . . . . ? O1 Lu1 O6 C14 99.0(2) . . . . ? O2 Lu1 O6 C14 -110.1(2) 2_666 . . . ? O6 Lu1 O6 C14 173.8(3) 2_666 . . . ? O5 Lu1 O6 C14 -2.8(2) . . . . ? Lu1 Lu1 O6 C14 173.8(3) 2_666 . . . ? O12 Lu1 O6 Lu1 -5.6(3) 2_667 . . 2_666 ? O7 Lu1 O6 Lu1 -138.09(12) 2_656 . . 2_666 ? O13 Lu1 O6 Lu1 139.01(12) . . . 2_666 ? O1 Lu1 O6 Lu1 -74.78(12) . . . 2_666 ? O2 Lu1 O6 Lu1 76.16(12) 2_666 . . 2_666 ? O6 Lu1 O6 Lu1 0.0 2_666 . . 2_666 ? O5 Lu1 O6 Lu1 -176.60(19) . . . 2_666 ? O3 Lu2 O9 C27 37.2(5) . . . . ? O8 Lu2 O9 C27 124.7(5) 2_656 . . . ? O10 Lu2 O9 C27 -52.2(5) 2_767 . . . ? O11 Lu2 O9 C27 -139.9(5) 2_667 . . . ? O14 Lu2 O9 C27 160.9(5) . . . . ? Lu1 O2 C1 O1 -2.7(7) 2_666 . . . ? Lu1 O2 C1 C2 179.0(3) 2_666 . . . ? Lu1 O1 C1 O2 17.5(7) . . . . ? Lu1 O1 C1 C2 -164.2(3) . . . . ? O2 C1 C2 C6 -177.0(4) . . . . ? O1 C1 C2 C6 4.6(6) . . . . ? O2 C1 C2 C3 4.5(6) . . . . ? O1 C1 C2 C3 -173.9(4) . . . . ? C4 N1 C3 C2 1.6(7) . . . . ? C6 C2 C3 N1 -2.5(7) . . . . ? C1 C2 C3 N1 176.1(4) . . . . ? C3 N1 C4 C5 0.1(7) . . . . ? N1 C4 C5 C6 -0.9(7) . . . . ? N1 C4 C5 C7 171.8(4) . . . . ? C3 C2 C6 C5 1.6(7) . . . . ? C1 C2 C6 C5 -177.0(4) . . . . ? C4 C5 C6 C2 0.0(7) . . . . ? C7 C5 C6 C2 -172.9(4) . . . . ? C4 C5 C7 C8 -76.7(6) . . . . ? C6 C5 C7 C8 95.7(6) . . . . ? C4 C5 C7 C12 111.9(5) . . . . ? C6 C5 C7 C12 -75.7(6) . . . . ? C12 C7 C8 C9 -2.2(8) . . . . ? C5 C7 C8 C9 -173.7(5) . . . . ? C7 C8 C9 C10 0.8(9) . . . . ? C8 C9 C10 C11 0.5(10) . . . . ? C9 C10 C11 C12 -0.5(10) . . . . ? C10 C11 C12 C7 -0.9(8) . . . . ? C10 C11 C12 C13 179.6(5) . . . . ? C8 C7 C12 C11 2.2(7) . . . . ? C5 C7 C12 C11 173.5(5) . . . . ? C8 C7 C12 C13 -178.3(5) . . . . ? C5 C7 C12 C13 -7.1(7) . . . . ? Lu2 O3 C13 O4 85.1(10) . . . . ? Lu2 O3 C13 C12 -96.6(9) . . . . ? C11 C12 C13 O4 109.0(6) . . . . ? C7 C12 C13 O4 -70.5(7) . . . . ? C11 C12 C13 O3 -69.3(6) . . . . ? C7 C12 C13 O3 111.2(6) . . . . ? Lu1 O5 C14 O6 -5.2(4) . . . . ? Lu1 O5 C14 C15 176.9(3) . . . . ? Lu1 O6 C14 O5 161.4(8) 2_666 . . . ? Lu1 O6 C14 O5 4.8(4) . . . . ? Lu1 O6 C14 C15 -20.7(13) 2_666 . . . ? Lu1 O6 C14 C15 -177.3(4) . . . . ? O5 C14 C15 C16 128.1(5) . . . . ? O6 C14 C15 C16 -49.7(6) . . . . ? O5 C14 C15 C20 -47.4(7) . . . . ? O6 C14 C15 C20 134.8(5) . . . . ? C20 C15 C16 C17 -0.8(7) . . . . ? C14 C15 C16 C17 -176.6(4) . . . . ? C15 C16 C17 C18 -0.1(7) . . . . ? C16 C17 C18 C19 0.4(8) . . . . ? C17 C18 C19 C20 0.3(8) . . . . ? C18 C19 C20 C15 -1.2(7) . . . . ? C18 C19 C20 C21 -179.1(4) . . . . ? C16 C15 C20 C19 1.5(7) . . . . ? C14 C15 C20 C19 176.8(4) . . . . ? C16 C15 C20 C21 179.2(4) . . . . ? C14 C15 C20 C21 -5.5(7) . . . . ? C19 C20 C21 C22 136.2(5) . . . . ? C15 C20 C21 C22 -41.5(7) . . . . ? C19 C20 C21 C25 -37.4(6) . . . . ? C15 C20 C21 C25 144.9(5) . . . . ? C23 N2 C22 C21 2.0(8) . . . . ? C25 C21 C22 N2 -1.0(8) . . . . ? C20 C21 C22 N2 -174.9(5) . . . . ? C22 N2 C23 C24 -0.1(8) . . . . ? N2 C23 C24 C25 -2.6(7) . . . . ? N2 C23 C24 C26 177.3(5) . . . . ? C23 C24 C25 C21 3.5(7) . . . . ? C26 C24 C25 C21 -176.4(4) . . . . ? C22 C21 C25 C24 -1.8(7) . . . . ? C20 C21 C25 C24 172.1(4) . . . . ? Lu1 O7 C26 O8 -15.4(8) 2_656 . . . ? Lu1 O7 C26 C24 165.6(4) 2_656 . . . ? Lu2 O8 C26 O7 -40.9(11) 2_656 . . . ? Lu2 O8 C26 C24 138.1(7) 2_656 . . . ? C23 C24 C26 O7 -6.1(6) . . . . ? C25 C24 C26 O7 173.9(4) . . . . ? C23 C24 C26 O8 174.9(4) . . . . ? C25 C24 C26 O8 -5.2(6) . . . . ? Lu2 O9 C27 O10 12.6(8) . . . . ? Lu2 O9 C27 C28 -164.2(3) . . . . ? Lu2 O10 C27 O9 68.3(7) 2_767 . . . ? Lu2 O10 C27 C28 -114.9(5) 2_767 . . . ? O9 C27 C28 C29 162.9(5) . . . . ? O10 C27 C28 C29 -14.1(7) . . . . ? O9 C27 C28 C33 -17.2(7) . . . . ? O10 C27 C28 C33 165.9(5) . . . . ? C33 C28 C29 C30 2.9(8) . . . . ? C27 C28 C29 C30 -177.2(5) . . . . ? C28 C29 C30 C31 -1.4(9) . . . . ? C29 C30 C31 C32 -1.0(9) . . . . ? C30 C31 C32 C33 1.8(10) . . . . ? C31 C32 C33 C28 -0.3(9) . . . . ? C31 C32 C33 C34 -177.2(6) . . . . ? C29 C28 C33 C32 -2.0(7) . . . . ? C27 C28 C33 C32 178.1(5) . . . . ? C29 C28 C33 C34 174.5(5) . . . . ? C27 C28 C33 C34 -5.4(8) . . . . ? C32 C33 C34 C35 -105.8(6) . . . . ? C28 C33 C34 C35 77.6(7) . . . . ? C32 C33 C34 C38 66.2(7) . . . . ? C28 C33 C34 C38 -110.4(6) . . . . ? C36 N3 C35 C34 -1.1(8) . . . . ? C38 C34 C35 N3 -0.9(8) . . . . ? C33 C34 C35 N3 171.4(5) . . . . ? C35 N3 C36 C37 1.3(8) . . . . ? N3 C36 C37 C38 0.5(8) . . . . ? N3 C36 C37 C39 -178.7(5) . . . . ? C36 C37 C38 C34 -2.6(7) . . . . ? C39 C37 C38 C34 176.6(4) . . . . ? C35 C34 C38 C37 2.7(7) . . . . ? C33 C34 C38 C37 -169.9(4) . . . . ? Lu1 O12 C39 O11 -65(2) 2_667 . . . ? Lu1 O12 C39 C37 118.3(18) 2_667 . . . ? Lu2 O11 C39 O12 5.8(8) 2_667 . . . ? Lu2 O11 C39 C37 -177.7(3) 2_667 . . . ? C38 C37 C39 O12 10.0(7) . . . . ? C36 C37 C39 O12 -170.8(4) . . . . ? C38 C37 C39 O11 -166.7(4) . . . . ? C36 C37 C39 O11 12.5(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O14 H4W N1 0.85 1.87 2.717(5) 179.4 2_766 O14 H3W O1 0.85 1.92 2.774(4) 179.5 . O13 H2W N3 0.85 2.35 3.195(6) 179.5 . O13 H1W O4 0.85 1.81 2.658(5) 179.3 1_455 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.029 _refine_diff_density_min -0.881 _refine_diff_density_rms 0.118 data_Sm _database_code_depnum_ccdc_archive 'CCDC 900097' #TrackingRef 'test_0m Sm.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H27 N4 O10 Sm' _chemical_formula_weight 849.99 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' Sm Sm -0.1638 3.4418 '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 9.128(3) _cell_length_b 13.654(4) _cell_length_c 14.128(4) _cell_angle_alpha 97.222(3) _cell_angle_beta 96.653(3) _cell_angle_gamma 105.169(3) _cell_volume 1665.5(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 850 _exptl_absorpt_coefficient_mu 1.832 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6280 _exptl_absorpt_correction_T_max 0.7108 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 12312 _diffrn_reflns_av_R_equivalents 0.0493 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.50 _reflns_number_total 6119 _reflns_number_gt 5179 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0349P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6119 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.0919 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sm1 Sm 0.37285(3) 0.360094(18) 0.012634(18) 0.02013(9) Uani 1 1 d . . . O1 O 0.3324(4) 0.2903(3) 0.1636(2) 0.0313(8) Uani 1 1 d . . . O2 O 0.5175(4) 0.2542(3) 0.0941(3) 0.0366(9) Uani 1 1 d . . . O3 O 0.3275(6) -0.0177(3) 0.3745(3) 0.0634(13) Uani 1 1 d . . . H5 H 0.2857 -0.0715 0.3371 0.095 Uiso 1 1 calc R . . O4 O 0.1287(6) -0.0721(4) 0.4470(5) 0.098(2) Uani 1 1 d . . . O5 O 0.5627(4) 0.3524(2) -0.0928(2) 0.0299(8) Uani 1 1 d . . . O6 O 0.7192(4) 0.5084(2) -0.0930(2) 0.0300(8) Uani 1 1 d . . . O7 O 1.2240(4) 0.3677(3) -0.1362(3) 0.0357(9) Uani 1 1 d . . . O8 O 1.4046(4) 0.5140(3) -0.0988(2) 0.0308(8) Uani 1 1 d . . . O9 O 0.0408(6) 0.2007(4) 0.3929(4) 0.0937(18) Uani 1 1 d . . . H1W H -0.0523 0.2014 0.3809 0.112 Uiso 1 1 d R . . H2W H 0.0955 0.2252 0.3648 0.112 Uiso 1 1 d R . . O10 O 0.1598(11) 0.3737(6) 0.2972(6) 0.188(4) Uani 1 1 d . . . H3W H 0.2113 0.3498 0.2584 0.226 Uiso 1 1 d R . . H4W H 0.0732 0.3603 0.3085 0.226 Uiso 1 1 d R . . N1 N 0.7298(6) 0.2044(4) 0.3514(4) 0.0537(14) Uani 1 1 d . . . N2 N 0.7879(5) 0.2128(3) -0.2778(3) 0.0361(11) Uani 1 1 d . . . N3 N 0.0820(4) 0.2691(3) 0.0037(3) 0.0285(10) Uani 1 1 d . . . N4 N 0.2709(5) 0.1714(3) -0.0753(3) 0.0296(10) Uani 1 1 d . . . C1 C 0.4495(6) 0.2576(4) 0.1657(4) 0.0273(11) Uani 1 1 d . . . C2 C 0.5108(6) 0.2264(4) 0.2558(4) 0.0306(12) Uani 1 1 d . . . C3 C 0.6614(7) 0.2226(4) 0.2710(4) 0.0412(14) Uani 1 1 d . . . H3 H 0.7184 0.2338 0.2209 0.049 Uiso 1 1 calc R . . C4 C 0.6469(7) 0.1890(5) 0.4222(5) 0.0504(16) Uani 1 1 d . . . H4 H 0.6937 0.1770 0.4800 0.061 Uiso 1 1 calc R . . C5 C 0.4960(6) 0.1897(4) 0.4150(4) 0.0342(13) Uani 1 1 d . . . C6 C 0.4275(6) 0.2097(4) 0.3304(4) 0.0319(12) Uani 1 1 d . . . H6 H 0.3258 0.2118 0.3236 0.038 Uiso 1 1 calc R . . C7 C 0.4137(6) 0.1785(4) 0.5003(4) 0.0343(13) Uani 1 1 d . . . C8 C 0.4535(8) 0.2593(5) 0.5736(4) 0.0520(17) Uani 1 1 d . . . H8 H 0.5321 0.3170 0.5693 0.062 Uiso 1 1 calc R . . C9 C 0.3822(8) 0.2592(5) 0.6542(5) 0.0552(18) Uani 1 1 d . . . H9 H 0.4149 0.3150 0.7042 0.066 Uiso 1 1 calc R . . C10 C 0.2637(8) 0.1772(6) 0.6601(5) 0.0545(17) Uani 1 1 d . . . H10 H 0.2117 0.1777 0.7129 0.065 Uiso 1 1 calc R . . C11 C 0.2213(7) 0.0939(5) 0.5882(5) 0.0513(16) Uani 1 1 d . . . H11 H 0.1418 0.0368 0.5928 0.062 Uiso 1 1 calc R . . C12 C 0.2967(7) 0.0940(4) 0.5078(4) 0.0374(14) Uani 1 1 d . . . C13 C 0.2410(8) -0.0040(5) 0.4367(5) 0.0586(19) Uani 1 1 d . . . C14 C 0.7667(5) 0.3645(4) -0.1839(4) 0.0250(11) Uani 1 1 d . . . C15 C 0.7176(6) 0.2613(4) -0.2185(4) 0.0324(12) Uani 1 1 d . . . H15 H 0.6293 0.2227 -0.1993 0.039 Uiso 1 1 calc R . . C16 C 0.9154(6) 0.2701(4) -0.3039(4) 0.0346(13) Uani 1 1 d . . . H16 H 0.9667 0.2374 -0.3451 0.042 Uiso 1 1 calc R . . C17 C 0.9756(5) 0.3750(4) -0.2732(3) 0.0233(11) Uani 1 1 d . . . C18 C 0.8974(5) 0.4224(4) -0.2133(3) 0.0257(11) Uani 1 1 d . . . H18 H 0.9319 0.4931 -0.1927 0.031 Uiso 1 1 calc R . . C19 C 0.6759(5) 0.4126(4) -0.1182(3) 0.0243(11) Uani 1 1 d . . . C20 C 1.1127(5) 0.4295(4) -0.3134(4) 0.0260(11) Uani 1 1 d . . . C21 C 1.0958(7) 0.4371(5) -0.4100(4) 0.0451(15) Uani 1 1 d . . . H21 H 0.9990 0.4106 -0.4472 0.054 Uiso 1 1 calc R . . C22 C 1.2178(7) 0.4827(5) -0.4535(4) 0.0508(17) Uani 1 1 d . . . H22 H 1.2037 0.4855 -0.5193 0.061 Uiso 1 1 calc R . . C23 C 1.3599(7) 0.5239(4) -0.3989(4) 0.0422(15) Uani 1 1 d . . . H23 H 1.4424 0.5562 -0.4274 0.051 Uiso 1 1 calc R . . C24 C 1.3813(6) 0.5179(4) -0.3022(4) 0.0340(13) Uani 1 1 d . . . H24 H 1.4784 0.5456 -0.2657 0.041 Uiso 1 1 calc R . . C25 C 1.2583(5) 0.4705(3) -0.2585(3) 0.0231(11) Uani 1 1 d . . . C26 C 1.2953(5) 0.4510(4) -0.1574(4) 0.0249(11) Uani 1 1 d . . . C27 C -0.0113(6) 0.3161(4) 0.0426(4) 0.0394(14) Uani 1 1 d . . . H27 H 0.0291 0.3840 0.0730 0.047 Uiso 1 1 calc R . . C28 C -0.1679(6) 0.2690(5) 0.0406(4) 0.0470(16) Uani 1 1 d . . . H28 H -0.2299 0.3050 0.0685 0.056 Uiso 1 1 calc R . . C29 C -0.2259(6) 0.1711(5) -0.0024(5) 0.0478(16) Uani 1 1 d . . . H29 H -0.3281 0.1375 -0.0008 0.057 Uiso 1 1 calc R . . C30 C -0.1365(6) 0.1183(4) -0.0496(4) 0.0420(15) Uani 1 1 d . . . C31 C 0.0198(6) 0.1714(4) -0.0439(4) 0.0287(12) Uani 1 1 d . . . C32 C -0.1919(7) 0.0170(5) -0.0991(5) 0.0582(18) Uani 1 1 d . . . H32 H -0.2948 -0.0179 -0.1018 0.070 Uiso 1 1 calc R . . C33 C -0.1008(8) -0.0314(5) -0.1427(5) 0.061(2) Uani 1 1 d . . . H33 H -0.1419 -0.0981 -0.1761 0.073 Uiso 1 1 calc R . . C34 C 0.0597(7) 0.0195(4) -0.1379(4) 0.0421(15) Uani 1 1 d . . . C35 C 0.1195(6) 0.1205(4) -0.0870(4) 0.0309(12) Uani 1 1 d . . . C36 C 0.1616(8) -0.0270(4) -0.1780(5) 0.0500(16) Uani 1 1 d . . . H36 H 0.1258 -0.0931 -0.2135 0.060 Uiso 1 1 calc R . . C37 C 0.3131(8) 0.0239(4) -0.1655(5) 0.0504(16) Uani 1 1 d . . . H37 H 0.3823 -0.0070 -0.1915 0.060 Uiso 1 1 calc R . . C38 C 0.3631(6) 0.1222(4) -0.1135(4) 0.0385(14) Uani 1 1 d . . . H38 H 0.4675 0.1560 -0.1047 0.046 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 0.01824(14) 0.01890(14) 0.02178(15) 0.00411(10) 0.00570(10) 0.00116(10) O1 0.0256(19) 0.040(2) 0.032(2) 0.0154(17) 0.0081(16) 0.0108(17) O2 0.037(2) 0.047(2) 0.034(2) 0.0149(18) 0.0129(18) 0.0182(18) O3 0.090(4) 0.035(3) 0.057(3) -0.008(2) 0.038(3) -0.001(2) O4 0.067(4) 0.082(4) 0.125(5) -0.030(4) 0.041(4) -0.002(3) O5 0.0264(19) 0.0267(19) 0.034(2) 0.0008(16) 0.0143(16) 0.0011(15) O6 0.0291(19) 0.0195(18) 0.041(2) 0.0003(16) 0.0158(17) 0.0028(15) O7 0.029(2) 0.036(2) 0.034(2) 0.0146(17) -0.0001(17) -0.0092(17) O8 0.0225(18) 0.032(2) 0.028(2) -0.0051(16) -0.0026(16) -0.0035(15) O9 0.055(3) 0.136(5) 0.099(5) 0.036(4) 0.018(3) 0.031(3) O10 0.307(11) 0.192(8) 0.191(8) 0.119(7) 0.189(9) 0.182(8) N1 0.049(3) 0.078(4) 0.048(3) 0.021(3) 0.012(3) 0.035(3) N2 0.035(3) 0.026(2) 0.044(3) -0.002(2) 0.015(2) 0.003(2) N3 0.023(2) 0.031(2) 0.029(3) 0.0076(19) 0.0088(19) -0.0013(19) N4 0.031(2) 0.019(2) 0.035(3) 0.0047(19) 0.007(2) -0.0005(19) C1 0.029(3) 0.020(3) 0.030(3) 0.003(2) 0.004(2) 0.001(2) C2 0.038(3) 0.024(3) 0.031(3) 0.006(2) 0.005(2) 0.010(2) C3 0.045(4) 0.045(4) 0.039(4) 0.012(3) 0.010(3) 0.018(3) C4 0.059(4) 0.062(4) 0.037(4) 0.013(3) 0.001(3) 0.029(3) C5 0.049(3) 0.030(3) 0.027(3) 0.008(2) 0.003(3) 0.016(3) C6 0.035(3) 0.026(3) 0.035(3) 0.007(2) 0.002(3) 0.009(2) C7 0.048(3) 0.030(3) 0.025(3) 0.006(2) -0.002(3) 0.015(3) C8 0.077(5) 0.039(4) 0.041(4) 0.009(3) 0.010(3) 0.017(3) C9 0.084(5) 0.053(4) 0.032(4) -0.005(3) 0.002(4) 0.035(4) C10 0.067(5) 0.071(5) 0.037(4) 0.010(4) 0.018(3) 0.035(4) C11 0.056(4) 0.048(4) 0.056(4) 0.012(3) 0.018(3) 0.019(3) C12 0.050(4) 0.038(3) 0.029(3) 0.004(3) 0.005(3) 0.023(3) C13 0.048(4) 0.048(4) 0.075(5) -0.004(4) 0.020(4) 0.008(3) C14 0.023(3) 0.026(3) 0.027(3) 0.002(2) 0.009(2) 0.009(2) C15 0.031(3) 0.025(3) 0.038(3) 0.001(2) 0.014(3) 0.001(2) C16 0.035(3) 0.036(3) 0.033(3) -0.003(2) 0.012(3) 0.013(3) C17 0.022(2) 0.028(3) 0.018(3) 0.003(2) 0.001(2) 0.005(2) C18 0.025(3) 0.025(3) 0.024(3) -0.001(2) 0.004(2) 0.004(2) C19 0.025(3) 0.027(3) 0.021(3) 0.003(2) 0.007(2) 0.006(2) C20 0.026(3) 0.029(3) 0.022(3) 0.001(2) 0.005(2) 0.008(2) C21 0.036(3) 0.071(5) 0.029(3) 0.017(3) 0.003(3) 0.013(3) C22 0.055(4) 0.073(5) 0.027(3) 0.018(3) 0.017(3) 0.014(4) C23 0.051(4) 0.043(4) 0.037(4) 0.017(3) 0.024(3) 0.008(3) C24 0.032(3) 0.026(3) 0.037(3) 0.001(2) 0.008(3) -0.003(2) C25 0.028(3) 0.022(3) 0.019(3) 0.003(2) 0.010(2) 0.004(2) C26 0.019(2) 0.030(3) 0.024(3) 0.000(2) 0.008(2) 0.004(2) C27 0.032(3) 0.045(4) 0.038(4) 0.004(3) 0.013(3) 0.004(3) C28 0.032(3) 0.068(5) 0.047(4) 0.020(3) 0.016(3) 0.015(3) C29 0.020(3) 0.063(4) 0.058(4) 0.027(4) 0.004(3) 0.000(3) C30 0.028(3) 0.044(4) 0.046(4) 0.023(3) -0.002(3) -0.006(3) C31 0.026(3) 0.032(3) 0.023(3) 0.014(2) -0.001(2) -0.002(2) C32 0.036(4) 0.048(4) 0.077(5) 0.017(4) -0.004(4) -0.011(3) C33 0.053(4) 0.030(4) 0.076(5) 0.009(3) -0.014(4) -0.018(3) C34 0.053(4) 0.022(3) 0.041(4) 0.007(3) -0.009(3) -0.001(3) C35 0.031(3) 0.027(3) 0.032(3) 0.013(2) 0.001(2) 0.000(2) C36 0.073(5) 0.026(3) 0.046(4) -0.001(3) 0.005(3) 0.010(3) C37 0.060(4) 0.032(3) 0.061(4) 0.001(3) 0.017(4) 0.015(3) C38 0.038(3) 0.031(3) 0.047(4) 0.006(3) 0.010(3) 0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sm1 O8 2.375(3) 2_765 ? Sm1 O6 2.392(3) 2_665 ? Sm1 O7 2.396(3) 1_455 ? Sm1 O5 2.426(3) . ? Sm1 O1 2.471(3) . ? Sm1 O2 2.495(3) . ? Sm1 N4 2.592(4) . ? Sm1 N3 2.601(4) . ? Sm1 O8 2.756(4) 1_455 ? Sm1 C26 2.938(5) 1_455 ? Sm1 Sm1 4.0008(11) 2_665 ? O1 C1 1.260(6) . ? O2 C1 1.250(6) . ? O3 C13 1.276(7) . ? O3 H5 0.8200 . ? O4 C13 1.227(8) . ? O5 C19 1.261(5) . ? O6 C19 1.253(5) . ? O6 Sm1 2.392(3) 2_665 ? O7 C26 1.246(6) . ? O7 Sm1 2.396(3) 1_655 ? O8 C26 1.265(5) . ? O8 Sm1 2.375(3) 2_765 ? O8 Sm1 2.756(4) 1_655 ? O9 H1W 0.8496 . ? O9 H2W 0.7155 . ? O10 H3W 0.8504 . ? O10 H4W 0.8032 . ? N1 C3 1.316(7) . ? N1 C4 1.328(7) . ? N2 C15 1.326(6) . ? N2 C16 1.341(6) . ? N3 C27 1.321(6) . ? N3 C31 1.358(6) . ? N4 C38 1.327(6) . ? N4 C35 1.355(6) . ? C1 C2 1.486(7) . ? C2 C6 1.377(7) . ? C2 C3 1.382(7) . ? C3 H3 0.9300 . ? C4 C5 1.372(8) . ? C4 H4 0.9300 . ? C5 C6 1.375(7) . ? C5 C7 1.496(7) . ? C6 H6 0.9300 . ? C7 C8 1.356(8) . ? C7 C12 1.376(8) . ? C8 C9 1.375(8) . ? C8 H8 0.9300 . ? C9 C10 1.357(9) . ? C9 H9 0.9300 . ? C10 C11 1.366(9) . ? C10 H10 0.9300 . ? C11 C12 1.394(8) . ? C11 H11 0.9300 . ? C12 C13 1.499(8) . ? C14 C15 1.368(6) . ? C14 C18 1.388(6) . ? C14 C19 1.513(6) . ? C15 H15 0.9300 . ? C16 C17 1.385(7) . ? C16 H16 0.9300 . ? C17 C18 1.375(6) . ? C17 C20 1.491(6) . ? C18 H18 0.9300 . ? C20 C21 1.376(7) . ? C20 C25 1.395(6) . ? C21 C22 1.377(8) . ? C21 H21 0.9300 . ? C22 C23 1.368(8) . ? C22 H22 0.9300 . ? C23 C24 1.373(8) . ? C23 H23 0.9300 . ? C24 C25 1.393(6) . ? C24 H24 0.9300 . ? C25 C26 1.502(7) . ? C26 Sm1 2.938(5) 1_655 ? C27 C28 1.401(7) . ? C27 H27 0.9300 . ? C28 C29 1.338(8) . ? C28 H28 0.9300 . ? C29 C30 1.394(8) . ? C29 H29 0.9300 . ? C30 C32 1.403(8) . ? C30 C31 1.409(7) . ? C31 C35 1.426(7) . ? C32 C33 1.346(9) . ? C32 H32 0.9300 . ? C33 C34 1.437(8) . ? C33 H33 0.9300 . ? C34 C36 1.390(8) . ? C34 C35 1.408(7) . ? C36 C37 1.355(8) . ? C36 H36 0.9300 . ? C37 C38 1.380(7) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? 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 O8 Sm1 O6 74.50(11) 2_765 2_665 ? O8 Sm1 O7 127.45(12) 2_765 1_455 ? O6 Sm1 O7 89.64(12) 2_665 1_455 ? O8 Sm1 O5 77.50(11) 2_765 . ? O6 Sm1 O5 136.31(11) 2_665 . ? O7 Sm1 O5 81.48(12) 1_455 . ? O8 Sm1 O1 88.86(12) 2_765 . ? O6 Sm1 O1 81.28(11) 2_665 . ? O7 Sm1 O1 138.66(11) 1_455 . ? O5 Sm1 O1 131.05(11) . . ? O8 Sm1 O2 77.45(12) 2_765 . ? O6 Sm1 O2 125.37(12) 2_665 . ? O7 Sm1 O2 143.52(13) 1_455 . ? O5 Sm1 O2 78.95(12) . . ? O1 Sm1 O2 52.13(11) . . ? O8 Sm1 N4 143.65(12) 2_765 . ? O6 Sm1 N4 139.80(12) 2_665 . ? O7 Sm1 N4 74.79(13) 1_455 . ? O5 Sm1 N4 78.63(12) . . ? O1 Sm1 N4 86.53(12) . . ? O2 Sm1 N4 71.36(13) . . ? O8 Sm1 N3 147.47(12) 2_765 . ? O6 Sm1 N3 77.24(12) 2_665 . ? O7 Sm1 N3 67.53(12) 1_455 . ? O5 Sm1 N3 134.96(12) . . ? O1 Sm1 N3 71.12(12) . . ? O2 Sm1 N3 107.04(12) . . ? N4 Sm1 N3 62.58(13) . . ? O8 Sm1 O8 77.79(12) 2_765 1_455 ? O6 Sm1 O8 72.96(11) 2_665 1_455 ? O7 Sm1 O8 49.69(10) 1_455 1_455 ? O5 Sm1 O8 68.78(10) . 1_455 ? O1 Sm1 O8 153.31(11) . 1_455 ? O2 Sm1 O8 142.73(10) . 1_455 ? N4 Sm1 O8 117.79(12) . 1_455 ? N3 Sm1 O8 108.86(11) . 1_455 ? O8 Sm1 C26 103.06(13) 2_765 1_455 ? O6 Sm1 C26 82.43(12) 2_665 1_455 ? O7 Sm1 C26 24.40(12) 1_455 1_455 ? O5 Sm1 C26 72.03(12) . 1_455 ? O1 Sm1 C26 156.42(12) . 1_455 ? O2 Sm1 C26 149.97(12) . 1_455 ? N4 Sm1 C26 95.09(13) . 1_455 ? N3 Sm1 C26 88.72(13) . 1_455 ? O8 Sm1 C26 25.42(11) 1_455 1_455 ? O8 Sm1 Sm1 42.33(9) 2_765 2_665 ? O6 Sm1 Sm1 68.87(8) 2_665 2_665 ? O7 Sm1 Sm1 85.14(8) 1_455 2_665 ? O5 Sm1 Sm1 67.80(8) . 2_665 ? O1 Sm1 Sm1 127.14(8) . 2_665 ? O2 Sm1 Sm1 114.79(9) . 2_665 ? N4 Sm1 Sm1 143.06(9) . 2_665 ? N3 Sm1 Sm1 136.31(9) . 2_665 ? O8 Sm1 Sm1 35.46(7) 1_455 2_665 ? C26 Sm1 Sm1 60.78(10) 1_455 2_665 ? C1 O1 Sm1 93.3(3) . . ? C1 O2 Sm1 92.4(3) . . ? C13 O3 H5 109.5 . . ? C19 O5 Sm1 138.6(3) . . ? C19 O6 Sm1 138.2(3) . 2_665 ? C26 O7 Sm1 102.9(3) . 1_655 ? C26 O8 Sm1 170.3(3) . 2_765 ? C26 O8 Sm1 85.3(3) . 1_655 ? Sm1 O8 Sm1 102.21(12) 2_765 1_655 ? H1W O9 H2W 119.8 . . ? H3W O10 H4W 138.2 . . ? C3 N1 C4 116.9(5) . . ? C15 N2 C16 116.7(4) . . ? C27 N3 C31 117.4(4) . . ? C27 N3 Sm1 121.9(3) . . ? C31 N3 Sm1 120.6(3) . . ? C38 N4 C35 117.5(4) . . ? C38 N4 Sm1 121.6(3) . . ? C35 N4 Sm1 120.8(3) . . ? O2 C1 O1 120.8(5) . . ? O2 C1 C2 119.6(4) . . ? O1 C1 C2 119.6(4) . . ? C6 C2 C3 117.3(5) . . ? C6 C2 C1 122.4(5) . . ? C3 C2 C1 120.0(5) . . ? N1 C3 C2 124.5(5) . . ? N1 C3 H3 117.8 . . ? C2 C3 H3 117.8 . . ? N1 C4 C5 123.7(6) . . ? N1 C4 H4 118.1 . . ? C5 C4 H4 118.1 . . ? C4 C5 C6 118.2(5) . . ? C4 C5 C7 120.3(5) . . ? C6 C5 C7 121.2(5) . . ? C5 C6 C2 119.4(5) . . ? C5 C6 H6 120.3 . . ? C2 C6 H6 120.3 . . ? C8 C7 C12 118.0(6) . . ? C8 C7 C5 117.3(5) . . ? C12 C7 C5 124.7(5) . . ? C7 C8 C9 122.5(6) . . ? C7 C8 H8 118.8 . . ? C9 C8 H8 118.8 . . ? C10 C9 C8 119.5(6) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 119.7(6) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 120.2(6) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C7 C12 C11 120.1(5) . . ? C7 C12 C13 125.8(5) . . ? C11 C12 C13 114.1(6) . . ? O4 C13 O3 122.4(6) . . ? O4 C13 C12 120.5(6) . . ? O3 C13 C12 116.5(6) . . ? C15 C14 C18 118.0(4) . . ? C15 C14 C19 119.9(4) . . ? C18 C14 C19 122.1(4) . . ? N2 C15 C14 124.1(5) . . ? N2 C15 H15 118.0 . . ? C14 C15 H15 118.0 . . ? N2 C16 C17 124.1(4) . . ? N2 C16 H16 118.0 . . ? C17 C16 H16 118.0 . . ? C18 C17 C16 117.2(4) . . ? C18 C17 C20 124.7(4) . . ? C16 C17 C20 117.9(4) . . ? C17 C18 C14 119.8(5) . . ? C17 C18 H18 120.1 . . ? C14 C18 H18 120.1 . . ? O6 C19 O5 125.3(4) . . ? O6 C19 C14 117.8(4) . . ? O5 C19 C14 116.8(4) . . ? C21 C20 C25 118.2(5) . . ? C21 C20 C17 118.5(5) . . ? C25 C20 C17 123.2(4) . . ? C20 C21 C22 122.1(6) . . ? C20 C21 H21 118.9 . . ? C22 C21 H21 118.9 . . ? C23 C22 C21 119.3(5) . . ? C23 C22 H22 120.4 . . ? C21 C22 H22 120.4 . . ? C22 C23 C24 120.3(5) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C23 C24 C25 120.4(5) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C24 C25 C20 119.6(5) . . ? C24 C25 C26 117.1(4) . . ? C20 C25 C26 122.5(4) . . ? O7 C26 O8 121.4(5) . . ? O7 C26 C25 118.0(4) . . ? O8 C26 C25 120.3(4) . . ? O7 C26 Sm1 52.6(2) . 1_655 ? O8 C26 Sm1 69.2(3) . 1_655 ? C25 C26 Sm1 164.5(3) . 1_655 ? N3 C27 C28 123.6(6) . . ? N3 C27 H27 118.2 . . ? C28 C27 H27 118.2 . . ? C29 C28 C27 118.3(6) . . ? C29 C28 H28 120.9 . . ? C27 C28 H28 120.9 . . ? C28 C29 C30 121.4(5) . . ? C28 C29 H29 119.3 . . ? C30 C29 H29 119.3 . . ? C29 C30 C32 124.2(5) . . ? C29 C30 C31 116.4(5) . . ? C32 C30 C31 119.4(6) . . ? N3 C31 C30 122.7(5) . . ? N3 C31 C35 117.8(4) . . ? C30 C31 C35 119.5(5) . . ? C33 C32 C30 122.1(6) . . ? C33 C32 H32 118.9 . . ? C30 C32 H32 118.9 . . ? C32 C33 C34 120.3(6) . . ? C32 C33 H33 119.8 . . ? C34 C33 H33 119.8 . . ? C36 C34 C35 117.7(5) . . ? C36 C34 C33 123.4(6) . . ? C35 C34 C33 118.9(6) . . ? N4 C35 C34 122.2(5) . . ? N4 C35 C31 118.1(5) . . ? C34 C35 C31 119.8(5) . . ? C37 C36 C34 119.9(6) . . ? C37 C36 H36 120.0 . . ? C34 C36 H36 120.0 . . ? C36 C37 C38 118.9(6) . . ? C36 C37 H37 120.5 . . ? C38 C37 H37 120.5 . . ? N4 C38 C37 123.9(5) . . ? N4 C38 H38 118.1 . . ? C37 C38 H38 118.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O8 Sm1 O1 C1 -68.5(3) 2_765 . . . ? O6 Sm1 O1 C1 -142.9(3) 2_665 . . . ? O7 Sm1 O1 C1 137.6(3) 1_455 . . . ? O5 Sm1 O1 C1 3.8(3) . . . . ? O2 Sm1 O1 C1 6.5(3) . . . . ? N4 Sm1 O1 C1 75.5(3) . . . . ? N3 Sm1 O1 C1 137.6(3) . . . . ? O8 Sm1 O1 C1 -127.8(3) 1_455 . . . ? C26 Sm1 O1 C1 170.3(3) 1_455 . . . ? Sm1 Sm1 O1 C1 -88.0(3) 2_665 . . . ? O8 Sm1 O2 C1 91.9(3) 2_765 . . . ? O6 Sm1 O2 C1 31.5(3) 2_665 . . . ? O7 Sm1 O2 C1 -129.8(3) 1_455 . . . ? O5 Sm1 O2 C1 171.4(3) . . . . ? O1 Sm1 O2 C1 -6.5(3) . . . . ? N4 Sm1 O2 C1 -107.0(3) . . . . ? N3 Sm1 O2 C1 -54.7(3) . . . . ? O8 Sm1 O2 C1 141.4(3) 1_455 . . . ? C26 Sm1 O2 C1 -173.6(3) 1_455 . . . ? Sm1 Sm1 O2 C1 112.4(3) 2_665 . . . ? O8 Sm1 O5 C19 -35.2(5) 2_765 . . . ? O6 Sm1 O5 C19 15.9(5) 2_665 . . . ? O7 Sm1 O5 C19 96.3(5) 1_455 . . . ? O1 Sm1 O5 C19 -112.5(5) . . . . ? O2 Sm1 O5 C19 -114.6(5) . . . . ? N4 Sm1 O5 C19 172.4(5) . . . . ? N3 Sm1 O5 C19 142.3(4) . . . . ? O8 Sm1 O5 C19 46.4(5) 1_455 . . . ? C26 Sm1 O5 C19 73.2(5) 1_455 . . . ? Sm1 Sm1 O5 C19 8.1(5) 2_665 . . . ? O8 Sm1 N3 C27 28.6(5) 2_765 . . . ? O6 Sm1 N3 C27 -1.5(4) 2_665 . . . ? O7 Sm1 N3 C27 -96.5(4) 1_455 . . . ? O5 Sm1 N3 C27 -146.8(4) . . . . ? O1 Sm1 N3 C27 83.5(4) . . . . ? O2 Sm1 N3 C27 121.9(4) . . . . ? N4 Sm1 N3 C27 179.5(4) . . . . ? O8 Sm1 N3 C27 -68.3(4) 1_455 . . . ? C26 Sm1 N3 C27 -84.0(4) 1_455 . . . ? Sm1 Sm1 N3 C27 -41.0(5) 2_665 . . . ? O8 Sm1 N3 C31 -153.0(3) 2_765 . . . ? O6 Sm1 N3 C31 176.9(4) 2_665 . . . ? O7 Sm1 N3 C31 81.9(4) 1_455 . . . ? O5 Sm1 N3 C31 31.6(4) . . . . ? O1 Sm1 N3 C31 -98.1(4) . . . . ? O2 Sm1 N3 C31 -59.7(4) . . . . ? N4 Sm1 N3 C31 -2.1(3) . . . . ? O8 Sm1 N3 C31 110.1(3) 1_455 . . . ? C26 Sm1 N3 C31 94.4(4) 1_455 . . . ? Sm1 Sm1 N3 C31 137.4(3) 2_665 . . . ? O8 Sm1 N4 C38 -25.5(5) 2_765 . . . ? O6 Sm1 N4 C38 179.1(4) 2_665 . . . ? O7 Sm1 N4 C38 108.5(4) 1_455 . . . ? O5 Sm1 N4 C38 24.3(4) . . . . ? O1 Sm1 N4 C38 -108.8(4) . . . . ? O2 Sm1 N4 C38 -57.7(4) . . . . ? N3 Sm1 N4 C38 -179.3(4) . . . . ? O8 Sm1 N4 C38 82.8(4) 1_455 . . . ? C26 Sm1 N4 C38 94.8(4) 1_455 . . . ? Sm1 Sm1 N4 C38 49.0(5) 2_665 . . . ? O8 Sm1 N4 C35 157.0(3) 2_765 . . . ? O6 Sm1 N4 C35 1.6(5) 2_665 . . . ? O7 Sm1 N4 C35 -69.0(4) 1_455 . . . ? O5 Sm1 N4 C35 -153.2(4) . . . . ? O1 Sm1 N4 C35 73.7(4) . . . . ? O2 Sm1 N4 C35 124.8(4) . . . . ? N3 Sm1 N4 C35 3.2(3) . . . . ? O8 Sm1 N4 C35 -94.7(4) 1_455 . . . ? C26 Sm1 N4 C35 -82.7(4) 1_455 . . . ? Sm1 Sm1 N4 C35 -128.5(3) 2_665 . . . ? Sm1 O2 C1 O1 11.8(5) . . . . ? Sm1 O2 C1 C2 -165.9(4) . . . . ? Sm1 O1 C1 O2 -12.0(5) . . . . ? Sm1 O1 C1 C2 165.7(4) . . . . ? O2 C1 C2 C6 -167.4(5) . . . . ? O1 C1 C2 C6 14.8(7) . . . . ? O2 C1 C2 C3 18.7(7) . . . . ? O1 C1 C2 C3 -159.0(5) . . . . ? C4 N1 C3 C2 -0.2(9) . . . . ? C6 C2 C3 N1 -0.1(9) . . . . ? C1 C2 C3 N1 174.1(5) . . . . ? C3 N1 C4 C5 1.0(9) . . . . ? N1 C4 C5 C6 -1.4(9) . . . . ? N1 C4 C5 C7 -176.0(5) . . . . ? C4 C5 C6 C2 1.1(8) . . . . ? C7 C5 C6 C2 175.6(5) . . . . ? C3 C2 C6 C5 -0.4(7) . . . . ? C1 C2 C6 C5 -174.4(5) . . . . ? C4 C5 C7 C8 71.7(7) . . . . ? C6 C5 C7 C8 -102.7(6) . . . . ? C4 C5 C7 C12 -111.1(6) . . . . ? C6 C5 C7 C12 74.5(7) . . . . ? C12 C7 C8 C9 0.3(9) . . . . ? C5 C7 C8 C9 177.7(5) . . . . ? C7 C8 C9 C10 -2.4(10) . . . . ? C8 C9 C10 C11 3.0(10) . . . . ? C9 C10 C11 C12 -1.6(9) . . . . ? C8 C7 C12 C11 1.1(8) . . . . ? C5 C7 C12 C11 -176.1(5) . . . . ? C8 C7 C12 C13 -177.2(6) . . . . ? C5 C7 C12 C13 5.6(9) . . . . ? C10 C11 C12 C7 -0.4(9) . . . . ? C10 C11 C12 C13 178.1(6) . . . . ? C7 C12 C13 O4 -175.0(6) . . . . ? C11 C12 C13 O4 6.6(10) . . . . ? C7 C12 C13 O3 14.2(10) . . . . ? C11 C12 C13 O3 -164.1(6) . . . . ? C16 N2 C15 C14 0.5(8) . . . . ? C18 C14 C15 N2 0.7(8) . . . . ? C19 C14 C15 N2 178.7(5) . . . . ? C15 N2 C16 C17 -0.4(8) . . . . ? N2 C16 C17 C18 -0.9(8) . . . . ? N2 C16 C17 C20 -176.1(5) . . . . ? C16 C17 C18 C14 2.0(7) . . . . ? C20 C17 C18 C14 176.9(5) . . . . ? C15 C14 C18 C17 -2.0(7) . . . . ? C19 C14 C18 C17 -179.9(4) . . . . ? Sm1 O6 C19 O5 -10.3(8) 2_665 . . . ? Sm1 O6 C19 C14 170.1(3) 2_665 . . . ? Sm1 O5 C19 O6 -4.0(8) . . . . ? Sm1 O5 C19 C14 175.5(3) . . . . ? C15 C14 C19 O6 -175.5(5) . . . . ? C18 C14 C19 O6 2.4(7) . . . . ? C15 C14 C19 O5 4.9(7) . . . . ? C18 C14 C19 O5 -177.2(5) . . . . ? C18 C17 C20 C21 -107.7(6) . . . . ? C16 C17 C20 C21 67.2(6) . . . . ? C18 C17 C20 C25 74.3(7) . . . . ? C16 C17 C20 C25 -110.9(5) . . . . ? C25 C20 C21 C22 0.6(8) . . . . ? C17 C20 C21 C22 -177.5(5) . . . . ? C20 C21 C22 C23 -1.5(9) . . . . ? C21 C22 C23 C24 1.4(9) . . . . ? C22 C23 C24 C25 -0.5(8) . . . . ? C23 C24 C25 C20 -0.3(7) . . . . ? C23 C24 C25 C26 169.9(5) . . . . ? C21 C20 C25 C24 0.2(7) . . . . ? C17 C20 C25 C24 178.3(4) . . . . ? C21 C20 C25 C26 -169.4(5) . . . . ? C17 C20 C25 C26 8.6(7) . . . . ? Sm1 O7 C26 O8 -8.8(5) 1_655 . . . ? Sm1 O7 C26 C25 165.3(3) 1_655 . . . ? Sm1 O8 C26 O7 148.7(17) 2_765 . . . ? Sm1 O8 C26 O7 7.5(4) 1_655 . . . ? Sm1 O8 C26 C25 -25(2) 2_765 . . . ? Sm1 O8 C26 C25 -166.5(4) 1_655 . . . ? Sm1 O8 C26 Sm1 141.2(19) 2_765 . . 1_655 ? C24 C25 C26 O7 -139.4(5) . . . . ? C20 C25 C26 O7 30.6(7) . . . . ? C24 C25 C26 O8 34.8(6) . . . . ? C20 C25 C26 O8 -155.3(4) . . . . ? C24 C25 C26 Sm1 -90.3(13) . . . 1_655 ? C20 C25 C26 Sm1 79.6(13) . . . 1_655 ? C31 N3 C27 C28 2.7(8) . . . . ? Sm1 N3 C27 C28 -178.9(4) . . . . ? N3 C27 C28 C29 0.5(9) . . . . ? C27 C28 C29 C30 -4.0(9) . . . . ? C28 C29 C30 C32 -177.5(6) . . . . ? C28 C29 C30 C31 4.1(9) . . . . ? C27 N3 C31 C30 -2.5(7) . . . . ? Sm1 N3 C31 C30 179.1(4) . . . . ? C27 N3 C31 C35 179.4(5) . . . . ? Sm1 N3 C31 C35 0.9(6) . . . . ? C29 C30 C31 N3 -0.8(8) . . . . ? C32 C30 C31 N3 -179.2(5) . . . . ? C29 C30 C31 C35 177.3(5) . . . . ? C32 C30 C31 C35 -1.1(8) . . . . ? C29 C30 C32 C33 -179.2(6) . . . . ? C31 C30 C32 C33 -0.9(10) . . . . ? C30 C32 C33 C34 1.5(11) . . . . ? C32 C33 C34 C36 177.5(6) . . . . ? C32 C33 C34 C35 -0.1(9) . . . . ? C38 N4 C35 C34 -0.3(8) . . . . ? Sm1 N4 C35 C34 177.3(4) . . . . ? C38 N4 C35 C31 178.2(5) . . . . ? Sm1 N4 C35 C31 -4.1(6) . . . . ? C36 C34 C35 N4 -1.1(8) . . . . ? C33 C34 C35 N4 176.7(5) . . . . ? C36 C34 C35 C31 -179.6(5) . . . . ? C33 C34 C35 C31 -1.9(8) . . . . ? N3 C31 C35 N4 2.1(7) . . . . ? C30 C31 C35 N4 -176.1(5) . . . . ? N3 C31 C35 C34 -179.3(5) . . . . ? C30 C31 C35 C34 2.5(7) . . . . ? C35 C34 C36 C37 1.6(9) . . . . ? C33 C34 C36 C37 -176.1(6) . . . . ? C34 C36 C37 C38 -0.7(10) . . . . ? C35 N4 C38 C37 1.3(8) . . . . ? Sm1 N4 C38 C37 -176.3(4) . . . . ? C36 C37 C38 N4 -0.8(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H5 N2 0.82 1.91 2.712(6) 164.3 2_655 O9 H1W N1 0.85 2.00 2.846(7) 179.3 1_455 O9 H2W O10 0.72 2.31 2.895(9) 139.4 . O10 H3W O1 0.85 2.05 2.903(7) 179.0 . _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.200 _refine_diff_density_min -0.882 _refine_diff_density_rms 0.122